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        Cisco VPN Client User Guide for Mac OS X
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1.       Encryption algorithms    e 56 bit DES  Data Encryption Standard   e 168 bit Triple DES  e AES 128 bit and 256 bit       Extended Authentication   XAUTH     The capability of authenticating a user within IKE  This  authentication is in addition to the normal IKE phase 1  authentication  where the IPSec devices authenticate each other   The extended authentication exchange within IKE does not replace  the existing IKE authentication        Mode Configuration    Also known as ISAKMP Configuration Method       Tunnel Encapsulation Modes    e IPSec over UDP  NAT PAT   e IPSec over TCP  NAT PAT        IP compression  IPCOMP  using  LZS       Data compression algorithm          E Cisco VPN Client User Guide for Mac OS X    OL 3138 02      CHAPTER 2    Installing the VPN Client    This chapter describes how to install the VPN Client for Mac OS X     Verifying System Requirements    The VPN Client for Mac OS X runs on any Power Macintosh or compatible computer with the Macintosh  operating system Versions 10 1 5 or later and 30 MB of hard disk space     Gathering Information You Need    To configure and use the VPN Client  you might be required to have the following information     This information is normally obtained from the system administrator of the private network you want to  access  The system administrator might preconfigure much of this data     e Hostname or IP address of the secure gateway you are connecting to    Your IPSec Group Name  for preshared keys     Your I
2.      e Ifyou are using a GUI VPN Client  a pop up message appears  stating the reason for the disconnect  the message is appended  to the Notifications log  and is logged in the IPSec log  Log  Viewer window      e Ifyou are using a command line client  the message appears on  your terminal and is logged in the IPSec log       For IPSec deletes  which do not tear down the connection  an  event message appears in the IPSec log file  but no message  pops up or appears on the terminal     S     Note The VPN concentrator you are connected to must be  running software version 4 0 or later              Single SA The ability to support a single security association  SA  per VPN  connection  Rather than creating a host to network SA pair for each  split tunneling network  this feature provides a host to ALL approach   creating one tunnel for all appropriate network traffic apart from  whether split tunneling is in use           Authentication Features    The VPN Client supports the authentication features listed in Table 1 3        Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter1 Understanding the VPN Client       VPN Client Features MI    Table 1 3 Authentication Features    Authentication Feature    Description       User authentication through  VPN central site device    e Internal through the VPN device   s database   e RADIUS  Remote Authentication Dial In User Service     NT Domain  Windows NT    e RSA  formerly SDI  SecurID or SoftID       Certificate Ma
3.     e From an enrollment request file    To enroll a digital certificate for user authentication       Click the Certificates tab     Click Enroll at the top of the VPN Client window  The Certificate Enrollment dialog box appears     Choose a certificate enrollment type     e Ifyou choose Online  you obtain a certificate by enrolling with a CA over the network     e Ifyou choose File  the VPN Client generates an enrollment request file that you can email to a CA    or post into a webpage form     Figure 6 2 shows the Certificate Enrollment Dialog Box        H Cisco VPN Client User Guide for Mac OS X    0L 3138 02        Chapter 6    Enrolling and Managing Certificates       Step 4    Enrolling Certificates W    Figure 6 2 Online Certificate Enrollment                   o o     VPN Client   Certificate Enrollment           Choose a certificate enrollment type   f9 Online  Certificate Authority   lt New gt  H  CA URL   CA Domain        Challenge Password     O File    Filenar       New Password             coce  EB    87155    Enter the enrollment parameters     e For online enrollment enter     e For    Certificate Authority   The Common name or the Subject name of the CA Certificate  This  drop down list contains a history of previously enrolled CA certificates  If you select a CA from  this list  the CA URL and the CA Domain fields are pre populated  For  lt New gt  online  enrollments  you must enter the CA URL and the CA Domain manually     CA URL   The URL or network addr
4.    Company  O     The company name for the certificate        State  ST     The state for the certificate        Country  C        The 2 letter country code for your country  For example  US  This  two letter country code must conform to ISO 3166 country  abbreviations        Step7 Click Enroll to enroll a certificate from a CA  Go Back to review previous certificate enrollment    parameters  or Cancel        m Cisco VPN Client User Guide for Mac OS X    0L 3138 02        Chapter6 Enrolling and Managing Certificates       Enrolling Certificates W    The certificate enrollment is listed in the certificate store asa request  To resume a certificate enrollment  request  right click and choose Resume Certificate Enrollment  Alternately  you can resume an  enrollment from the Certificates menu     A prompt indicates whether the certificate enrollment is successful  Figure 6 4      Figure 6 4 Enrollment Complete  NPNClent        i  Certificate enrollment completed sucessfully          ox   3    76483    If the certificate enrollment is not successful  contact your network administrator     Managing Enrollment Requests    While a request 1s pending approval by the CA administration  the VPN Client places the enrollment  request in the list on the Certificates tab  You can view  delete  or change the password for any request  in the list  or you can retry a network enrollment request  To perform any of these actions  select the  pending enrollment request and click on the Certificate
5.    Install Cisco VPN Client    Installing the VPN Client         Introduction     License     Select Destination  Installation Type   amp  Installing    Finish Up    Easy Install          Click Install to perform a basic installation of this    software package           f Customize      f GoBack      Install      87153    To choose which packages to install  click Customize to open the Custom Install window  Figure 2 9      Figure 2 9 Custom Install Window    Install Cisco VPN Client         Introduction    License     Select Destination     Installation Type  Installing    Finish Up    Custom Install          Checked packages will be installed  Size    v   vpnclient bin Upgrade 2 646 K m   wv vpnclient gui Upgrade 4 327 K   v   vpnclient kext Upgrade 431K   wv vpnclient profiles Upgrade 63K   wv vpnclient startup Upgrade 2K  Approximate installed size  109 869 K                f Easy Install       f GoBack Y    Install      87152    The packages with the blue check box are optional  To make a package part of your installation  check    the blue box  To remove a package from your installation  uncheck the blue box          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter2 Installing the VPN Client         Bl installing the VPN Client    Click Easy Install to return to the default installation packages  or Install to continue with a custom  installation     A progress bar lists the installation steps as they occur  Figure 2 10      Figure 2 10 Install Softw
6.    OL 3138 02        Chapter 1    Understanding the VPN Client       VPN Client Features MI    Table 1 1 VPN Client Main Features  continued           Features Description  Tunnel protocol IPSec  User Authentication e RADIUS       e RSA SecurID   e VPN server internal user list  e PKI digital certificates     NT Domain  Windows NT        Program Features    The VPN Client supports the Program features listed in Table 1 2     Table 1 2 Program Features    Program Feature    Description       Servers Supported    e Cisco IOS devices that support Easy VPN server functionality  e VPN 3000 Series Concentrators      Cisco PIX Firewall Series  Version 6 2 or later       Interfaces supported    e Graphical user interface    e Command line interface       Online Help    Complete browser based context sensitive Help    Note The online help requires MS Internet Explorer        Local LAN access    The ability to access resources on a local LAN while connected  through a secure gateway to a central site VPN server  ifthe central  site grants permission         Automatic VPN Client  configuration option    The ability to import a configuration file        Event logging    The VPN Client log collects events for viewing and analysis        NAT Transparency  NAT T     Enables the VPN Client and the VPN device to automatically detect  when to use IPSec over UDP to work properly in Port Address  Translation  PAT  environments        Update of centrally controlled  backup server list    The VPN 
7.    Registered Cisco com users can order the Documentation CD ROM  product number  DOC CONDOCCD    through the online Subscription Store     http   www cisco com go subscription         OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    About This Guide         BE Obtaining Technical Assistance    Ordering Documentation    You can find instructions for ordering documentation at this URL   http   www cisco com univercd cc td doc es_inpck pdi htm  You can order Cisco documentation in these ways       Registered Cisco com users  Cisco direct customers  can order Cisco product documentation from  the Networking Products MarketPlace     http   www cisco com en US partner ordering index shtml      Registered Cisco com users can order the Documentation CD ROM  Customer Order Number  DOC CONDOCCD gt    through the online Subscription Store     http   www cisco com go subscription    e Nonregistered Cisco com users can order documentation through a local account representative by  calling Cisco Systems Corporate Headquarters  California  U S A   at 408 526 7208 or  elsewhere  in North America  by calling 800 553 NETS  6387      Documentation Feedback    You can submit comments electronically on Cisco com  On the Cisco Documentation home page  click  Feedback at the top of the page     You can e mail your comments to bug doc cisco com     You can submit your comments by mail by using the response card behind the front cover of your  document or by writing to the following addre
8.    Step4 Confirm the password by entering it again     Stepb Click Save  The Connection Entry dialog box closes  and you return to the Connection Entries tab     Certificate Authentication    Use this procedure if you plan to use digital certificates for authenticating for this connection entry     You can obtain a digital certificate for use with the VPN Client by enrolling with a Public Key  Infrastructure  PKT  or by importing a certificate from a file     To configure this connection entry for a digital certificate     Step 1 From the Authentication tab  click the Certificate Authentication radio button  Figure 4 4         Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 4    Configuring Connection Entries       Step 2    Step 3    Step 4    Authentication Methods MI    Figure 4 4 Certificate Authentication       Certificate Authentication             Name  E                Send CA Certificate Chain                 Erase User Password Cancel       save       76720    Select a certificate from the Name drop down menu     If the Name field displays No Certificates Installed  you must first enroll or import a certificate before  you can use this feature  See the    Enrolling Certificates    section on page 6 2 or   Importing a Certificate     section on page 6 7 for more information     To send CA certificate chains  check the Send CA Certificate Chain check box  This parameter is  disabled by default     A CA certificate chain includes all CA certifica
9.    enrollment request 6 5  VPN Client   defined 1 1   features 1 2   icon 5 2   menus 3 6   quitting 3 2   window  3 4 5 2  VPN Daemon 7 6  VPN device   DPD 48   VPN devices 1 1  VPNGroup 4 4    VPN server notification 1 4  VPN startup 2 8    Index M       Ww    warnings 6 10  window  log 3 8    window settings 3 2       X    X 509 1 2  XAUTH  extented authentication  1 6         OL 3138 02    Cisco VPN Client User Guide for Mac OS X H       W index       Cisco VPN Client User Guide for Mac OS X  N S OL 3138 02      
10.   Change the password used to protect the certificate while it is in the  VPN Client certificate store        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter3 Navigating the User Interface         Bl Operating in Advanced Mode    e Retry Certificate Enrollment   Retry a previously started certificate enrollment     e Show or Hide CA RA Certificates   This menu option toggles to Show or Hide root certificates  issued by either a Certificate Authority  CA  or a Registration Authority  RA      Log Menu    Use the Log menu  Figure 3 12  to enable  disable  view or clear the event log  or to adjust the log  settings     Figure 3 12 Log Menu    Options Help  Disable SE  Clear       Log Settings      Log Window    3L  Search Log    36F  Save    87164    e Enable Disable   Enable or disable event logging   e Clear   Clear the event log   e Log Settings   Open the Log Settings window to view current settings or make adjustments       Log Window   Open the Log Window  which is a separate window that displays events  From this  window you can save the display  edit logging levels by event class  and clear both log displays  The  Log Window shows more events than the display area of the main advanced mode window       Search Log   Open the Search Log dialog box  Figure 3 13      Figure 3 13 Log Search Dialog Box    o o VPN Client   Search Log       Fir    87596    Enter the exact string to match in the Find entry field  The search string is not case sensitive and  w
11.   process 2 5  requirements 2 1  successful 2 11  installation packages 2 8  installer   directory 2 3  extracting 2 2   icon 22   package 2 2  installing the GUI     2 4  2 8  interfaces  supported 1 1  invalid certificate 6 11  IP address 7 9  IPCOMP  IP compression  1 6  IPSec   attributes 1 6  features 1 5   group 4 4   module 7 6   with VPN 1 1   ISDN 1 1       K    keepalives 1 5    kernelextension 2 8    key   pair 6 8  preshared 1 6  4 1  size 6 2  6 8    keywords 2 2       L    LAN connection 1 1  launch  from notification 1 4  launch browser 7 12   license agreement 2 6   local LAN access 1 3  4 7  7 10  log   menu 3 8   settings 3 8   tab 3 5   window 3 8  7 8   log file  saving 3 8  7 8  logging   classes 7 6   clear 7 5   levels 7 7   options 7 5   view in external window 7 7    login  simultaneous 4 1       Macintosh OS   services 3 2  main mode 1 6  main tabs   certificates 3 5   connection entries 3 5   log 3 5  main VPN Client window 3 4  5 2  managing   certificates 6 1   connection entries 7 1  MD5  Message Digest 5  1 6  menus   certificates 3 7   connection entries 3 6    log 3 8       E Cisco VPN Client User Guide for Mac OS X    OL 3138 02         main 3 6  right click 3 8  status 3 7    minimize client window 3 2  mode   advanced 3 4  aggressive 1 6  authentication 1 6  configuration 1 6   main 1 6   simple 3 2   transparent tunneling 4 7  tunnel encapsulation 1 6  modify connection entry 7 2  MTU size 1 3       NAT Transparency 1 3  7 10   new passwor
12.  2003 Sev Debug 7 1KE 0x43000075  NAV Trace   SA  I Cookie 8CB837ADF4C91439 R Cookie 0000000000000000  AM SND MSGl Event  EV GEN DHKEY    13 14 30 56 817 03 06 2003 Sev Debug 7 IKE 0x43000075  NAV Trace  gt SA  I Cookie 8CB837ADF4C91439 R Cookie 0000000000000000  AM SND MSGl Event  EV BLD MSG    Cisco Systems      Connection Entries   Certificates fog      CurState   CurState     CurState  yt               Not connected        76556    Every VPN session contains at least one log entry  the connection history     To disable logging  click the Disable button at the top of the VPN Client window     Clear Logging    To clear the event messages from the logging window  click Clear at the top of the VPN Client window   Clearing the display does not reset event numbering or clear the log file itself     S        Note To store the event messages before you clear the log  choose Save from the Log menu        Set Logging Options    Logging options apply to the active VPN session  Changing the logging settings clears the event log and    the new logging settings take effect immediately     To set logging options for the VPN Client        Step1 Click the Log tab     Step2 Click Options at the top of the VPN Client window  The Log Settings dialog box appears  Figure 7 5           OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter7 Managing the VPN Client         BE EventLogging    Figure 7 5 Log Settings    VPN Client   Log Settings       Changing logging levels will take
13.  7 Log Window    o o VPN Client   Log Window          Cisco Systems VPN Client Version 3 7  interim brian    Copyright  C  1998 2003 Cisco Systems  Inc  All Rights Reserved   Client Type s   Mac OS X   Running on  Darwin 1 4 Darwin Kernel Version 1 4  Sun Sep 9  15 39 59 PDT 2001  root xnu xnu 201 0bj 1l RELEASE PPC Power  Macintosh             Clar     Save  gt  4 Log Settings 3    76558    The following buttons allow you to manage the information in the Log Window       Save the data in the event log to a file     S    Note The VPN Client saves the information to the Client install directory  The default file name is  based on the date and time  in 24 hour format  that the log file was created  for example   LOG 2003 03 13 52 56 text  You can save what is in the present log to a different directory and  filename  but you cannot change the default log directory and filename             Open the Log Settings window     Clear the information listed in the log window       Close the Log Window     Viewing Statistics    View VPN session information on the Statistics window  The Statistics window lists tunnel details  route  details  and other information related to the active VPN session  including        P addresses assigned for this session    Byte and packet transfer statistics      Encryption and authentication algorithms       Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 7    Managing the VPN Client       Viewing Statistics Hi    e Split tunneling 
14.  Main tabs for managing the VPN Client                    Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 3    Navigating the User Interface       Operating in Advanced Mode W    Toolbar Action Buttons   Advanced Mode    The action buttons at the top of the VPN Client window vary depending on which tab is forward     For example  if the Connections tab is forward  the Connect  New  Import  Modify  and Delete buttons  control operations for the selected connection entry  see Figure 3 6   If the Certificates tab is forward   the View  Import  Export  Enroll  Verify  and Delete buttons control operations for the selected certifi   cate  Figure 3 7      Figure 3 7 Toolbar Buttons     Certificates Tab                               5   z  E gh Cisco SYSTEMS  B    mm   View Import Export Enroll Verify Delete     This section describes the three main tabs for managing the VPN Client  Figure 3 8    Figure 3 8 VPN Client GUI Main Tabs  808 VPN Client   Version 4 0  interim brian      A    LA Ne  Z3 E Sa Cisco SYSTEMS  Connect New Import Modify Delete  Certificates   Log      03 SanJose sjc vpn cluster cisco com IPSec      04 SanjJose nat sjc vpn cluster cisco com IPSec  UDP      05 RTP rtp vpn cluster cisco com IPSec  06 RTP nat rtp vpn cluster cisco com IPSec UDP      07 Amsterdam ams  vpn cluster cisco com IPSec      08 Amsterdam nat ams vpn cluster cisco com IPSec  UDP  09 Sydney syd vpn cluster cisco com IPSec    10 Sydney nat syd vpn cluster cisco com IPSec 
15.  Mode W    Status Menu    Use the Status menu  Figure 3 10  to display the tunnel and route statistics or to view notifications from  the VPN device     Figure 3 10 Status Menu       VPNClient Connection Entries Certificates Log Options Help    Statistics     Notifications       87172    Reset Stats       e Statistics   Open the Statistics window to view tunnel details and route details   e Notifications   Open the Notifications window to view notices from the VPN device     e Reset Stats   Reset the VPN session statistics on the Tunnel Details tab of the Statistics window     Certificates Menu    Use the Certificates menu  Figure 3 11  asa shortcut to frequently used certificate operations  The menu  option applies to the certificate that is currently selected on the Certificates tab     S     Note A certificate must be selected to use Certificates menu options           Figure 3 11 Certificates Menu    Log Options Help       View     Import       Export     Enroll       Verify  Delete    Change Certificate Password     Retry Certificate Enrollment       v Show CA RA Certificates    87150       e  View    View the properties of the selected certificate    e Import   Import a certificate from a file    e Export   Export the selected certificate to a specified file location  e Enroll   Enroll a digital certificate for user authentication    e Verify    Verify that the selected certificate is valid    e Delete   Delete the selected certificate       Change Certificate Password 
16.  TeleRouter  TransPath  and VCO  are registered trademarks of Cisco Systems  Inc  and or its affiliates in the U S  and certain other countries        All other trademarks mentioned in this document or Web site are the property of their respective owners  The use of the word partner does not imply a partnership relationship  between Cisco and any other company   0303R     Cisco VPN Client User Guide for Mac OS X  Copyright    2003  Cisco Systems  Inc   All rights reserved        CHAPTER 1       CHAPTER 2       About This Guide vii    Audience vii    Contents vii  Related Documentation viii  Terminology viii  Document Conventions viii  Data Formats ix  Obtaining Documentation     ix  Cisco com ix  Documentation CD ROM ix  Ordering Documentation x  Documentation Feedback x  Obtaining Technical Assistance x  Cisco com x  Technical Assistance Center xi  Cisco TAC Website xi  Cisco TAC Escalation Center xii    Obtaining Additional Publications and Information xii    Understanding the VPN Client 1 1   Connection Technologies     1 1   VPN Client Overview     1 1   VPN Client Features     1 2  Program Features     1 3  Authentication Features     1 4  IPSec Features 1 5   VPN Client IPSec Attributes     1 6    Installing the VPN Client 2 1  Verifying System Requirements 2 1  Gathering Information You Need     2 1  Obtaining the VPN Client Software 2 1  Preconfiguring the VPN Client 2 2    Cisco VPN Client User Guide for Mac OS X         01 3138 02       BB Contents    Preconfiguring
17.  The menu option applies to the connection entry that is currently selected on the Connection  Entries tab        Note A connection entry must be selected to use Connection Entries menu options        Figure 3 9 Connection Entries Menu          VPNClient KeA E Status Certificates Log Options Help  mt  d E hh A    Connect to 03 SanJose    Modify       Delete  Duplicate    Set as Default Connection Entry    New    Import  il    76553    Connect to   Establish a VPN connection using the selected connection entry  If the Connections tab  is not selected  a submenu  which lists all available connection entries  is displayed     Disconnect   Disconnect the current VPN session   Modify   Modify the properties of the selected connection entry   Delete   Delete the selected connection entry     Duplicate   Duplicate the selected connection entry  This menu choice allows you to create a new  connection entry using the configuration from a current connection entry as a template     Set as Default Connection Entry   Use the selected connection entry as the default  The default  connection entry is used for this VPN session unless you select an alternate connection entry     New   Configure a new connection entry     Import   Import a connection entry from a file     To configure a new connection entry  see Chapter 4     Configuring Connection Entries           Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter3 Navigating the User Interface       Operating in Advanced
18.  also be configured for Network Address Translation   NAT  or Port Address Translations  PAT      Transparent tunneling encapsulates Protocol 50  ESP  traffic within UDP packets  It allows for both IKE   UDP 500  and Protocol 50 to be encapsulated in TCP packets before they are sent through the NAT or  PAT devices and or firewalls  The most common application for transparent tunneling is behind a home  router performing PAT     Not all devices support multiple simultaneous connections behind them  Some cannot map additional  sessions to unique source ports  Check with your device s vendor to see if this limitation exists  Some  vendors support Protocol 50  ESP  PAT  which might let you operate without enabling transparent  tunneling     e To use transparent tunneling  the IPSec group in the Cisco VPN device must be configured to  support it     e Transparent Tunneling is enabled by default  To disable this parameter  clear the check box  We  recommend that you keep this parameter enabled     Transparent Tunneling Mode    The transparent tunneling mode you select must match the mode used by the VPN device providing your  connection to the private network     e Ifyou select IPSec over UDP  NAT PAT   the default mode  the port number is negotiated     e Ifyou select TCP  you must enter the port number for TCP in the TCP port field  This port number  must match the port number configured on the VPN device  The default port number is 10000        Note    Either mode operates prope
19.  connection entry        Note If you cannot choose the Save Password option  your system administrator does not allow this option  If  you can choose this option  be aware that using it might compromise system security  because your  password is stored on your PC and is available to anyone who uses your PC           Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 5    Establishing a VPN Connection       Using Digital Certificates W    If Save Password is checked and authentication fails  your password may be invalid  To eliminate a  saved password  choose Erase User Password from the Connection Entries menu     SecurlD Authentication    RSA SecurID   authentication methods include physical RSA SecurID cards and keychain fobs  and PC  software called RSA SecurID for passcode generation  RSA SecurID cards can vary  The passcode might  be combination ofa PIN and a card code  or you might be required to enter a PIN on the card to display  the passcode  Ask your network administrator for the correct procedure     When you use RSA SecurID passcodes for authentication   e The process varies slightly for different operating systems     e Ifyou use physical RSA SecurID cards or keychain fobs  the VPN Client displays the appropriate  RSA user authentication dialog box     e Ifyou use RSA SecurID for passcode generation  it must be running on your workstation     In most configurations  you use RSA SecurID with VPN group authentication  With this type of  authenti
20.  e Chapter 5     Establishing a VPN Connection     This chapter describes how to connect to a private  network using the VPN Client  an Internet connection  and the user authentication methods  supported by the VPN Client     e Chapter 6     Enrolling and Managing Certificates   This chapter describes how to obtain digital  certificates to use for authentication and how to manage these certificates in the VPN Client  certificate store          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    About This Guide         HI Related Documentation      Chapter 7   Managing the VPN Client   This chapter describes how to manage VPN Client  connections  use the event log  and view tunnel details  including packet and routing data     Related Documentation    The following is a list of user guides and other documentation related to the VPN Client for Mac OS X  and the VPN devices that provide the connection to the private network       Release Notes for the Cisco VPN Client  Release 4 0     Cisco VPN Client Administrator Guide  Release 4 0   e Cisco VPN 3000 Series Concentrator Getting Started Guide  Release 4 0   e Cisco VPN 3000 Series Concentrator Reference Volume I  Configuration  Release 4 0      Cisco VPN 3000 Series Concentrator Reference Volume II  Administration and Monitoring  Release  4 0    Terminology    In this user guide   e The term Cisco VPN device refers to the following Cisco products       Cisco IOS devices that support Easy VPN server functionality      V
21.  e NAT transparency  To view VPN session statistics  choose Statistics from the Status menu     The Statistics window has two tabs  Tunnel Details and Route Details  The Tunnel Details tab lists  information about the VPN tunnel  The Route Details tab lists information about excluded and secured  routes     Tunnel Details    The Tunnel Details tab  Figure 7 8  displays the IP addresses assigned for this session and byte and  packet statistics     Figure 7 8 Statistics Window     Tunnel Details    6 66 k VPN Client   Statistics     Tunnel Details    Route Details            Addr    Bytes    ess Information    ent 45 45    Packets    Connection Information    Crypto  Encryptior       uthenticatior    Transport    Encrypted ansparent T ir Ina  ypt cal LAN Di  ir mpr Nor             Close    87171    Use the Reset button to clear the fields in the tunnel details display  Alternately  you can reset the  statistics by choosing Reset Stats from the Status menu     Table 7 2 describes the statistics fields on the Tunnel Details tab   Table 7 2 Tunnel Details    Field Description       Client Address Information IP address assigned to the client for this VPN session       Server Address Information IP address of the VPN device you are connected to        Bytes Received Number of bytes received by the client during the active session        Bytes Sent Number of bytes sent by the client during the active session        Packets Encrypted Number of packets encrypted during this VPN sessio
22.  effect immediately and will cause the current log    viewer to be cleared     IKE    3   High res   LOG IKE      Connection Manager     Daemon  cvpnd    User Authentication    Certificates    IPSec     Command Line     GUI     3 High A  LOG CM    3 High  a   LOG CVPND    3 High        LOG XAUTH    3 High   9  Loc cerr    3   High rey   LOG IPSEC    3 High        LOG CLI     1   Low    LOG GUI      76568    Table 7 1 describes the log classes that generate events in the VPN Client log viewer     Table 7 1   VPN Client Logging Classes    Log Class    Description    Module        LOG IKE     Internet Key Exchange module  which manages  secure associations     IKE        LOG CM     Connection Manager  CM   which drives VPN  connections   CM dials a PPP device  configures  IKE for establishing secure connections  and  manages connection states      Connection Manager        LOG CVPND     Cisco VPN Daemon  which initializes client  service and controls the messaging process and  flow     Daemon  cvpnd         LOG XAUTH     Extended authorization application  which  validates a remote user s credentials     eXtended AUTHentication        LOG CERT     Certificate management process  which handles  obtaining  validating  and renewing certificates  from certificate authorities  CERT also displays  errors that occur as you use the application     Certificates        LOG IPSEC     IPSec module  which obtains network traffic and  applies IPSec rules to it     IPSec           LOG CLI  Com
23.  for Mac OS X    01 3138 02  Hm    Chapter5     Establishing a VPN Connection         Bi Choosing Authentication Methods    VPN Group Name and Password Authentication    The VPN group login method uses your VPN group name and password for authentication  Figure 5 5    You can use VPN group authentication alone or with other authentication methods     Figure 5 5 VPN Group Authentication    VPNClient   VPN Group Authentication       Croup Authentication for  sample   Enter your Group name and Group Password     Cisco Systems       Group Name  monkeys    Password  weewwre     i b fool  OK Cancel    76477    Enter your group name and password and click OK  The group name is the name of the IPSec group  configured on the VPN device for this connection entry     RADIUS Server Authentication    You can use RADIUS server authentication with VPN group authentication  With this type of  authentication  two prompts appear  The first prompt is for the VPN group name and password  and the  RADIUS user authentication prompt follows  Figure 5 6      Figure 5 6 User Authentication for RADIUS     VPNClient    eXtended AUTHentication       Xauth for radiusassigned  Enter Username and Password        Cisco Systems      Username  radiusassigned    Password     e Save Password      tT  f OK 3 Cancel    76487    Enter your username and password and click OK     Check the Save Password check box if you do not want to be prompted for your RADIUS password each  time you start a VPN session using this
24.  global profiles  place the vpnclient ini in the VPN Client installer directory        Note    Step 1    Refer to the Cisco VPN Client Administrator Guide for information on creating user profiles  global  profiles  and the complete list of file parameters  keywords  and values        To access the installer directory    Double click the vpnclient installer icon   Figure 2 1      Figure 2 1 Installer Icon    Alternately  you can right click  control click  the VPN Client installer icon and choose Open from the    menu     Figure 2 2 shows the vpnclient installer directory  This directory contains the installer package and any  preconfigured files in the Profiles and Resources folders        Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 2    Installing the VPN Client       Preconfiguring the VPN Client Bl    Figure 2 2 VPN Client Installer Directory    0 99    vpnclient     Back View i Computer Home Favorites Applications       3 E   Cisco VPN Client mpkg Profiles Resources  e  Qo  ceo  oO  h    Preconfiguring the User Profile    The VPN Client uses parameters that must be uniquely configured for each remote user of the private  network  Together these parameters make up a user profile  which is contained in a profile configuration  file   pcf file      To distribute preconfigured profiles  copy the configuration files   pcf files  into the Profiles folder in  the vpnclient installer directory     Any file with a  pcf extension found in this folder is 
25.  how to view and manage the VPN Client event log     The event log can help diagnose problems with an IPSec connection between the VPN Client and a peer  VPN device  The log collects event messages from all processes that contribute to the client peer  connection     From the Log tab on the VPN Client window you can   e Enable logging  e Clear the logging display    View the event log in an external window    e Set or change the logging levels       Note    To search the log  choose Search Log from the Log menu  Matched instances are highlighted on the Log  tab        Enable Logging    S        Note    If you enable logging during normal use of the VPN Client  it might affect the performance of the  application  We recommend that you only enable logging when troubleshooting        To enable logging  click Enable at the top of the VPN Client window  Alternately  you can choose  Enable from the Log menu  The event logging window displays  Figure 7 4         Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter7 Managing the VPN Client       Figure 7 4 Event Log     eoo VPN Client   Version 4 0  int  93     Event Logging W             9 B H d    Disable Clear Log Settings Log Window       10 14 30 56 228 03 06 2003 Sev Debug 9 IKE 0x43000001  RequestLocalAddress delay done 0 times  dE 14 30 56 287 03 06 2003 Sev Debug 7 IKE 0x43000075    NAV Trace  gt SA  I Cookie 8CB837ADF4C91439 R Cookie 0000000000000000  AM INITIAL Event  EV INITIATOR    12 14 30 56 288 03 06
26.  is valid    e Delete   Delete the selected certificate      Change Certificate Password    Change the password used to protect the certificate while it is 1n the  VPN Client certificate store     e Retry Certificate Enrollment   Retry a previously started certificate enrollment        Cisco VPN Client User Guide for Mac OS X  EXE OL 3138 02      CHAPTER    Configuring Connection Entries    A connection entry is a set of parameters that the VPN Client uses to identify and connect to a specific  private network     Connection entry parameters include a name and description for the connection  the name or address of  the VPN device  the remote server providing the connection   and authentication information that  identifies you as a valid user to the VPN device     This chapter describes how to configure the parameters for a VPN Client connection entry     Creating a Connection Entry    To use the VPN Client  you must create at least one connection entry  which identifies the following  information       The VPN device that is providing access to the network     e Preshared keys   The IPSec group that you have been assigned to  Your IPSec group determines the  set of privileges you have for accessing and using the private network  For example  it specifies  access hours  number of simultaneous logins  user authentication method  and the IPSec algorithms  your VPN Client uses     e Certificates   The name of the certificate you are using for authentication   e Optional parameter
27.  menu     Viewing the Enrollment Request    To display the enrollment request    Step 1 Select the enrollment request in the certificate store  Step2 Choose View from the Certificates menu     Step3 The VPN Client displays the pending request  The  ssuer field shows the subject name and not the name  of the CA  since the CA has not yet issued the certificate        Tip You can also change the certificate request password from the View dialog box        Deleting an Enrollment Request  To delete an enrollment request  Step 1 Select the enrollment request from the certificate store     Step2 Choose Delete from the Certificates menu     The VPN Client prompts you for a password        Cisco VPN Client User Guide for Mac OS X    01 3138 02  Ha    Chapter6 Enrolling and Managing Certificates         HZ Enrolling Certificates    Step 3    Enter the password in the Password field  if there is one  and click OK   The VPN Client verifies the password  If the password is correct  the VPN Client deletes the request     Changing the Password on an Enrollment Request    Step 1  Step 2    Step 3  Step 4  Step 5    To change the certificate password on an enrollment request    Select the certificate request from the certificate store    Choose Change Certificate Password from the Certificates menu    The VPN Client displays the Certificate Password dialog box  Figure 6 5    Figure 6 5 Changing a Certificate Password    VPN Client   Certificate Password       Enter your Certificate Password f
28.  of backup servers or to manually add a backup server   See the    Backup Servers    section on page 4 8 for more information     The Erase User Password button at the bottom of this dialog box erases the user password that is saved  on the VPN Client workstation  forcing the VPN Client to prompt you for a password each time you  establish a connection     Click Save  The Connection Entry dialog box closes and you return to the Connection Entries tab             OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter4 Configuring Connection Entries         BB Authentication Methods    Authentication Methods    You can configure a connection entry to authenticate as part of a group  which is configured on the VPN  device  or by supplying an identity digital certificate  The Authentication tab on the Connection Entry  Settings dialog box must be forward to select an authentication method for a connection entry     Group Authentication    Use this procedure if you plan to use group authentication for this connection entry     To configure group authentication     Step 1 From the Authentication tab  click the Group Authentication radio button  Figure 4 3      Figure 4 3 Group Authentication    f Authentication Transport   Backup Servers         9 Group Authentication    IName           Password        Confirm Password        76724    Step2 Enter the name of the IPSec group you belong to   Step3 Enter the password for your IPSec group  The field displays only asterisks
29.  step and adjust your selections     The installation process includes the following steps   e Introduction  page 2 6  e Accepting the License Agreement  page 2 6  e Selecting the Application Destination  page 2 7  e Choosing the Installation Type  page 2 8    76455       Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter2 Installing the VPN Client         Bl installing the VPN Client    Introduction    The first window that appears during installation is the introduction  The right pane of the Introduction  window  Figure 2 5  lists system requirements  The left pane displays each of the installation steps  As  you complete each step  it is highlighted with a blue bullet     Figure 2 5 Cisco VPN Client   Introduction Window    e   Install Cisco VPN Client       Welcome to the Cisco VPN Client Installer         Introduction  This software requires Mac OS X version 10 1 5 or greater     To check your version     Click on the apple icon in the title bar   Installit then select  About this Mac         TM  Continue    76456    Click Continue     Accepting the License Agreement    You are required to read and accept the Cisco software license agreement before you can continue with  the installation process  See Figure 2 6         Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter2     Installing the VPN Client       Installing the VPN Client Mi    Figure 2 6 Cisco Licence Agreement    Install Cisco VPN Client       To continue installing the 
30.  the User Profile 2 3  Preconfiguring the Global Profile 2 3  Installing the VPN Client 2 4  Authentication 2 4  VPN Client Installation Process     2 5  Introduction 2 6  Accepting the License Agreement 2 6  Selecting the Application Destination     2 7  Choosing the Installation Type     2 8  CLI Version Install Script Notes     2 12  Uninstalling the VPN Client 2 12       cHAPTER 3 Navigating the User Interface     3 1  VPN Client Menu 3 1  Choosing a Run Mode 3 2  Operating in Simple Mode 3 2  VPN Client Window   Simple Mode 3 2  Main Menus   Simple Mode 3 3  Connection Entries Menu 3 3  Status Menu 3 3  Operating in Advanced Mode 3 4  VPN Client Window   Advanced Mode 3 4  Toolbar Action Buttons   Advanced Mode 3 5  Main Tabs   Advanced Mode 3 5  Main Menus   Advanced Mode 3 6  Connection Entries Menu 3 6  Status Menu 3 7  Certificates Menu 3 7  Log Menu 3 8  Right Click Menus 3 8  Connection Entries Tab Right Click Menu     3 9  Certificates Tab Right Click Menu     3 10       cHAPTER 4 Configuring Connection Entries     4 1  Creating a Connection Entry 4 1  Authentication Methods     4 4  Group Authentication     4 4  Certificate Authentication 4 4       Cisco VPN Client User Guide for Mac OS X    OL 3138 02         Transport Parameters     4 6  Enable Transport Tunneling     4 7  Transparent Tunneling Mode     4 7  Allow Local LAN Access 4 7  Peer Response Timeout 4 8    Backup Servers     4 8       cHAPTER 5 Establishing a VPN Connection     5 1   Checking Prerequisi
31.  through an external DNS  serving your ISP  or  through an IPSec tunnel to domains served by the corporate DNS   The VPN server supplies a list of domains to the VPN Client for  tunneling packets to destinations in the private network  For  example  a query for a packet destined for corporate com would go  through the tunnel to the DNS that serves the private network  while  a query for a packet destined for myfavoritesearch com would be  handled by the ISP s DNS  This feature is configured on the VPN  server  VPN concentrator  and enabled on the VPN Client by  default  To use Split DNS  you must also have split tunneling  configured             OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter1 Understanding the VPN Client         WB VPN Client Features    VPN Client IPSec Attributes    The VPN Client supports the IPSec attributes listed in Table 1 5     Table 1 5 IPSec Attributes    IPSec Attribute    Description       Main Mode and Aggressive  Mode    Ways to negotiate phase one of establishing ISAKMP Security  Associations  SAs        Authentication algorithms    e HMAC  Hashed Message Authentication Coding  with MD5   Message Digest 5  hash function    e HMAC with SHA 1  Secure Hash Algorithm  hash function       Authentication Modes    e Preshared Keys  e X 509 Digital Certificates       Diffie Hellman Groups    e 1  DES   e 2 DES and 3DES   e 5    S     Note       See the Cisco VPN Client Administrator Guide for more  information about DH Group 5     
32. 14 01  10 01 PM     2  QuickTime Player   amp  Sherlock      gt  Stickies      System Preferences  7 TextEdit   gt   3 Utilities    Vw VPNClient 1 15 03  12 41 PM    9 14 01  9 57 PM  9 14 01  10 02 PM  9 11 01  4 36 AM  9 14 01  10 03 PM  9 11 01  4 39 AM  7 24 02  7 16 AM       CLI Version Install Script Notes       87149    The VPN Client installer includes both the graphical user interface and the command line version of the  VPN Client for Mac OS X  You can choose to manage the VPN Client using only the command line     Use the following commands to start  stop  and restart VPN service      System Library StartupItems CiscoVPN CiscoVPN start   System Library StartupItems CiscoVPN CiscoVPN stop   System Library StartupItems CiscoVPN CiscoVPN restart    Alternately  you can use these commands to interact with the kernel extension     sudo SystemStarter start CiscoVPN  sudo SystemStarter stop CiscoVPN  sudo SystemStarter restart CiscoVPN    During the installation process  the application binaries are copied to the specified destination directory     Uninstalling the VPN Client    This section describes how to uninstall the VPN Client        You must have administrator privileges to uninstall the VPN Client  If you do not have administrator  privileges  you must have someone with administrator privileges uninstall the product for you        Cisco VPN Client User Guide for Mac OS X       OL 3138 02        Chapter2     Installing the VPN Client       Uninstalling the VPN Clie
33. 5  challenge password  certificate 6 3  challenge phrase 2 5  changing   certificate password 6 11  password on an enrollment request 6 6  classes forlogging 7 6  clear log file 7 5   client type  platform  3 1  client upgrades 7 12  coding  HMAC 1 6  command line interface  logging 7 6  common name  certificate 6 4  configuration file 7 1  connection   prerequisites 5 1   status 5 3   connection entries tab 3 5  connection entry   creating 4 2   defined 4 1   delete 3 6   deleting 7 3    importing 7 1    menu 3 3   modifying 7 2   saving 7 3   setting default 3 3  3 6  template 3 6  connection manager 7 6  connection technologies 1 1  connection types 1 2  copyright information 3 1  country code 6 8   CRL  Certificate Revocation List  6 9    custom installation 2 9       D    data compression 1 6  7 10  data formats ix  DDNS  Dynamic Domain Name System  1 4  Dead Peer Detection   see DPD  default connection entry 3 3  default installation 2 9  delete   certificate 6 10   connection entry 3 6  7 3  delete with reason 1 4  deleting   enrollment request 6 5  department  certificate 6 4  DES  Data Encryption Standard  7 10  destination volume 2 7  DHCP request 1 4  Diffie Hellman groups 1 6  directory  applications 2 8  disable logging 3 8  disconnect client     3 3  3 9  disk drive 2 7  disk space 2 1  DNS  split 1 5       E Cisco VPN Client User Guide for Mac OS X    OL 3138 02         documentation   conventions viii  obtaining ix   related viii   domains 1 5   DPD   adjustin
34. Cisco SYSTEMS       Cisco VPN Client User Guide for Mac OS X    Release 4 0    April 2003    Corporate Headquarters  Cisco Systems  Inc   170 West Tasman Drive  San Jose  CA 95134 1706  USA  http   www cisco com  Tel  408 526 4000   800 553 NETS  6387   Fax  408 526 4100    Customer Order Number   Text Part Number  OL 3138 02    S    THE SPECIFICATIONS AND INFORMATION REGARDING THE PRODUCTS IN THIS MANUAL ARE SUBJECT TO CHANGE WITHOUT NOTICE  ALL  STATEMENTS  INFORMATION  AND RECOMMENDATIONS IN THIS MANUAL ARE BELIEVED TO BE ACCURATE BUT ARE PRESENTED WITHOUT  WARRANTY OF ANY KIND  EXPRESS OR IMPLIED  USERS MUST TAKE FULL RESPONSIBILITY FOR THEIR APPLICATION OF ANY PRODUCTS     THE SOFTWARE LICENSE AND LIMITED WARRANTY FOR THE ACCOMPANYING PRODUCT ARE SET FORTH IN THE INFORMATION PACKET THAT  SHIPPED WITH THE PRODUCT AND ARE INCORPORATED HEREIN BY THIS REFERENCE  IF YOU ARE UNABLE TO LOCATE THE SOFTWARE LICENSE  OR LIMITED WARRANTY  CONTACT YOUR CISCO REPRESENTATIVE FOR A COPY     The Cisco implementation of TCP header compression is an adaptation of a program developed by the University of California  Berkeley  UCB  as part of UCB   s public  domain version of the UNIX operating system  All rights reserved  Copyright    1981  Regents of the University of California     NOTWITHSTANDING ANY OTHER WARRANTY HEREIN  ALL DOCUMENT FILES AND SOFTWARE OF THESE SUPPLIERS ARE PROVIDED    AS IS    WITH  ALL FAULTS  CISCO AND THE ABOVE NAMED SUPPLIERS DISCLAIM ALL WARRANTIES  EXPRESSED O
35. Client learns the backup VPN server list when the  connection is established  This feature is configured on the VPN  device and pushed to the VPN Client  The backup servers for each  connection entry are listed on the Backup Servers tab        Set MTU size       The VPN Client automatically sets a size that is optimal for your  environment  However  you can also set the MTU size manually  For  information on adjusting the MTU size  see the VPN Client  Administrator Guide             OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter1 Understanding the VPN Client         WB VPN Client Features    Table 1 2 Program Features  continued     Program Feature Description    Support for Dynamic DNS The VPN Client sends its hostname to the VPN device when the   DDNS hostname population  connection is established  If this occurs  the VPN device can send  the hostname in a DHCP request  This causes the DNS server to  update its database to include the new hostname and VPN Client             address    Notifications Software update notifications from the VPN server upon  connection    Launching from notification Ability to launch a location site containing upgrade software from a    VPN server notification        Alerts  Delete with reason  The VPN Client provides you with a reason code or reason text  when a disconnect occurs  The VPN Client supports the delete with  reason function for client initiated disconnects   concentrator initiated disconnects  and IPSec deletes
36. HZ Enrolling Certificates    Stepb Click Next to continue with certificate enrollment  The Certificate Enrollment dialog box appears     Figure 6 3      Figure 6 3 Certificate Enrollment    o o 5 VPN Client      Certificate Enrollment       Enter certificate fields      denotes a required field        Name  CN          Domain     Email  E         IP Address     Department  OU         Company  O         State  ST         Country  C         f Cancel b             a x    Back Enroll          87158    Step6 Enter the remaining certificate enrollment parameters  All fields are required unless they are grayed out   Table 6 1 describes the entry fields     Table 6 1 Certificate Enrollment Parameters                Entry Field Description   Name  CN  The common name for the certificate  The common name can be the  name of a person  system  or other entity  It isthe most specific level  in the identification hierarchy  The common name becomes the  name of the certificate  For example  Fred Flinstone    Domain The Fully Qualified Domain Name  FQDN  of the host for your  system  For example  Dialin Server    Email  E  The user e mail address for the certificate  For example   email company com   IP Address The IP address of the user s system  For example  192 168 23 9       Department  OU     The VPN group that this user belongs to  This field correlates to the  Organizational Unit  OU   The OU is the same as the Group Name  configured in a VPN 3000 Series Concentrator  for example     
37. PN 3000 Series Concentrators      Cisco PIX Firewall Series  e The term    PC    refers generically to any personal computer       The term click means click the left button on a normally configured multi button mouse  The term  right click means click the nght button on anormally configured multi button mouse  If your mouse  has only one button  use Ctrl Click to access the right click menus     Document Conventions    This guide uses the following typographic conventions   e Boldface font   Describes user actions and commands   e Italic font   Describes arguments that you supply the values for     Screen font   Describes terminal sessions and information displayed by the system     Boldface screen font   Describes information that you must enter     Notes use the following conventions        Note Means reader take note  Notes contain helpful suggestions or references to material not covered in the  publication        Cautions use the following conventions        Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        About This Guide       A    Obtaining Documentation       Caution    Data Formats    Means reader be careful  Cautions alert you to actions or conditions that could result in equipment  damage or loss of data        When you configure the VPN Client  enter data in these formats unless the instructions indicate  otherwise        P Address   Use standard 4 byte dotted decimal notation  for example  192 168 12 34   You can  omit leading zeros in a byte posi
38. PSec Group Password  for preshared keys     The name of the certificate  if authenticating with a digital certificate  e Your username and password  if authenticating through        The secure gateway s internal server     A RADIUS server       AnNT Domain server  e Your username and PIN  if authenticating through a token vendor      The hostnames or IP addresses of the backup servers  if you should configure backup server  connections    Obtaining the VPN Client Software    The VPN Client software is available from the Cisco website and comes as a disk image file   vpnclient  lt version gt  GUI k9 dmg   Only system administrators can obtain and distribute the VPN  Client software        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter 2     Installing the VPN Client         BE Preconfiguring the VPN Client    Step 1  Step 2  Step 3    To obtain the installer     Copy or download the image file to your Desktop   Double click to extract the VPN Client installer to your Desktop     The image file remains on the Desktop     Preconfiguring the VPN Client    This section describes how to distribute preconfigured configuration files  user profiles  and GUI  preference files to the VPN Client installer       To distribute custom user profiles to the installer program  place the files in the Profiles folder of the  VPN Client installer       To distribute custom images  place the files in the Resources folder of the VPN Client installer       To distribute custom
39. R IMPLIED  INCLUDING  WITHOUT  LIMITATION  THOSE OF MERCHANTABILITY  FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT OR ARISING FROM A COURSE OF  DEALING  USAGE  OR TRADE PRACTICE     IN NO EVENT SHALL CISCO OR ITS SUPPLIERS BE LIABLE FOR ANY INDIRECT  SPECIAL  CONSEQUENTIAL  OR INCIDENTAL DAMAGES  INCLUDING   WITHOUT LIMITATION  LOST PROFITS OR LOSS OR DAMAGE TO DATA ARISING OUT OF THE USE OR INABILITY TO USE THIS MANUAL  EVEN IF CISCO  OR ITS SUPPLIERS HAVE BEEN ADVISED OF THE POSSIBILITY OF SUCH DAMAGES     CCIP  CCSP  the Cisco Arrow logo  the Cisco Powered Network mark  the Cisco Systems Verified logo  Cisco Unity  Follow Me Browsing  FormShare  iQ Net Readiness  Scorecard  Networking Academy  and ScriptShare are trademarks of Cisco Systems  Inc   Changing the Way We Work  Live  Play  and Learn  The Fastest Way to Increase Your  Internet Quotient  and iQuick Study are service marks of Cisco Systems  Inc   and Aironet  ASIST  BPX  Catalyst  CCDA  CCDP  CCIE  CCNA  CCNP  Cisco  the Cisco Certified  Internetwork Expert logo  Cisco IOS  the Cisco IOS logo  Cisco Press  Cisco Systems  Cisco Systems Capital  the Cisco Systems logo  Empowering the Internet Generation   Enterprise Solver  EtherChannel  EtherSwitch  Fast Step  GigaStack  Internet Quotient  IOS  IP TV  iQ Expertise  the iQ logo  LightStream  MGX  MICA  the Networkers logo   Network Registrar  Packet  PIX  Post Routing  Pre Routing  RateMUX  Registrar  SlideCast  SMARTnet  StrataView Plus  Stratm  SwitchProbe 
40. UDP    sample 10 212 20 52 IPSec UDP     4 lo  o  T  Not connected    D       The three main tabs include     e Connection Entries tab   Displays the list of current connection entries  the host  which is the VPN  device each connection entry uses to gain access to the private network  and the transport properties  that are set for each connection entry  Refer to Chapter 4     Configuring Connection Entries    for  more details on the Connection Entries tab     e Certificates tab    Displays the list of certificates in the VPN Client certificate store  Use this tab to  manage certificates  Refer to Chapter 6     Enrolling and Managing Certificates  for more details on  the Certificates tab     e Log tab   Displays event messages from all processes that contribute to the client peer connection   including enabling logging  clearing the event log  viewing the event log in an external window  and  setting logging levels  Refer to Chapter 7     Managing the VPN Client  for more information          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter3 Navigating the User Interface         Bl Operating in Advanced Mode    Main Menus   Advanced Mode    The following sections describe the main VPN Client menus  located at the top of your screen  when the  VPN Client application is running in advanced mode and active on your desktop     Connection Entries Menu    Use the Connection Entries menu  Figure 3 9  as a shortcut to frequently used connection entry  operations 
41. Vo3fasset id 44699 amp public view true amp kbns 1 html    Internet Protocol Journal is a quarterly journal published by Cisco Systems for engineering  professionals involved in the design  development  and operation of public and private internets and  intranets  You can access the Internet Protocol Journal at this URL     http   www cisco com en US about ac123 ac147 about cisco the internet protocol journal html       Training   Cisco offers world class networking training  with current offerings in network training  listed at this URL     http   www cisco com en US learning le3 1 learning_ recommended training list html       Cisco VPN Client User Guide for Mac OS X  mm  OL 3138 02      Understanding the VPN Client    The Cisco VPN Client for Mac OS X is a software application that runs on any Macintosh computer  using operating system Version 10 1 5 or later  The VPN Client on a remote PC  communicating with a  Cisco VPN device on an enterprise network or with a service provider  creates a secure connection over  the Internet  This connection allows you to access a private network as if you were an on site user   creating a Virtual Private Network  VPN      The following VPN devices can terminate VPN connections from VPN Clients   e Cisco IOS devices that support Easy VPN server functionality  e VPN 3000 Series Concentrators    Cisco PIX Firewall Series  Version 6 2 or later    With the graphical user interface for the VPN Client for Mac OS X  you can establish a VPN conn
42. X  Import Path    Browse         Import Password     Entering a new password is optional  It is recommended to password protect  identity certificates     New Password        Verify Password     76472           Enter the import path     If you do not know the location  browse to the folder where the certificate is located and click Open on  the browser window  The import path is automatically entered in the Import Certificate dialog box     Enter the import password   This is the password used to protect the certificate file  called the import  password  and is assigned by the system administrator     Enter the New Password   This is the password assigned by you to protect the certificate while it is in  your certificate store  This password is optional but we recommend that you always protect your  certificate with a password     Verify the New Password again     Click Import  The certificate is installed in the VPN Client certificate store     Viewing a Certificate    Step 1  Step 2  Step 3    To view the contents of a certificate in the certificate store    Click the Certificates tab   Select the certificate to view     Click View at the top of the VPN Client window or double click the certificate  The Certificate  Properties window appears  Figure 6 7           OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter 6    Enrolling and Managing Certificates         W viewing a Certificate    Figure 6 7 Certificate Properties    VPN Client   Certificate Properti
43. ackup Servers tab for each connection entry  Your  network administrator can provide information regarding backup servers     To use backup servers  you must enable this parameter     To enable backup servers     Open the VPN Client application    Select a connection entry    Click Modify at the top of the VPN Client window  The VPN Client Properties dialog box appears   Click the Backup Servers tab  Figure 4 6         Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 4    Configuring Connection Entries       Backup Servers W    Figure 4 6 Backup Servers Tab    VPN Client   Properties for  04 SanJose nat    Description  Connect to Cisco via San Jose using NAT HA D n    a                Host  sjc vpn cluster cisco com    f Authentication   Transport f Backup Servers        M Enable Backup Server              rtp vpn cluster cisco com  ams vpn cluster cisco com fada oe    syd vpn cluster cisco com    tky vpn cluster cisco com SCXZITTTT  ibi Remove                f Erase User Password    f Cancel       save       76719    Stepb Check the Enable Backup Servers check box  This parameter is not enabled by default  The list of  available backup servers is displayed  Backup servers are used in the order presented in the list     Step6 To change the order in which the backup servers are used  select a backup server and use the arrow  buttons to move the server up or down in the list     Step7 Click Save  The VPN Client Properties dialog box closes and you return t
44. ange Certificate Password    The VPN Client displays the Change Certificate Password dialog box  In the Current field  type the  password you are currently using to protect your private key     Step3 In the New field  type the new password   Step4 Inthe Confirm field  type the same password again   Step5 Click OK        Cisco VPN Client User Guide for Mac OS X  Pei  OL 3138 02      Managing the VPN Client    This chapter describes how to manage connection entries  and view and manage the event logging     Managing Connection Entries    The following sections describe the operations used to manage connection entries  This includes how to  import  modify  and delete a connection entry     Importing a Connection Entry    You can automatically configure your VPN Client with new settings by importing a new configuration  file  a file with a  pcf extension  called a profile  supplied by your network administrator     To import a stored profile     Step 1 Click the Connection Entries tab     Step2 Click Import at the top of the VPN Client window  The Import VPN Connection dialog box appears   Figure 7 1         Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter7 Managing the VPN Client         B   Managing Connection Entries    Step 3    Step 4    Figure 7 1 Import VPN Connection    Import VPN Connection    From  BE Desktop      BE Desktop yY CiscoVPN   5 Documents  gt   amp  CiscoVPN     3 jeremy p12   3 CiscoVPN app 1    E Library  gt   3 new graphics    m Movie
45. are Progress Window    e Install Cisco VPN Client       Install Software         Introduction   License     Select Destination  O Installation Type    Installing    Finish Up  Processing vpnclient gui    Writing files  Time Remaining  less than a minute          87152    When the installation 1s finished  a window appears to indicate whether the installation was successful   Figure 2 11         Cisco VPN Client User Guide for Mac OS X  EXE OL 3138 02        Chapter2     Installing the VPN Client       Installing the VPN Client M    Figure 2 11 Successful Installation Confirmation Window    o   Install Cisco VPN Client       Install Software         Introduction    6 License      Select Destination   lnstallation Type   lnstalling     Finish Up  The software was successfully installed             Ceo    87159    Click Close    If you do not receive this confirmation  the installation was not successful  You must start the installation  process again from the beginning or contact your network administrator for assistance    To begin using the Client  double click the VPN Client application icon located in the Applications  directory  Figure 2 12         Cisco VPN Client User Guide for Mac OS X    01 3138 02  EX    Chapter 2    Installing the VPN Client         BE Uninstalling the VPN Client    Figure 2 12 Location of VPN Client Application       Applications  far oo zm AX f      a    an       y     Back View Computer Home Favorites Applications  Na   A  Date Modif    Preview 9 
46. ation  1 4  savelogfile 3 8  SCEP  Simple Certificate Enrollment Protocol  6 1  SecurID authentication 5 5  session time 3 4  SHA 1  Secure Hash Algorithm  1 6  shared key authentication 5 3  show hide window 3 2  signing key pair 6 8  simple mode  menu 3 3  window 3 2  single SA 1 4  software upgrades  1 4 7 11  split DNS 1 5  split tunneling 1 4  1 5    stateful firewalls 4 7  statistics   tunnel 3 7   viewing 7 8  status bar 3 4  5 3  status menu 3 3  3 7  subnet mask 7 11  supported VPN devices 1 1  system adminstrator 2 1    system requirements 2 1       T    tab   certificates 3 5  connection entries 3 5  log 3 5   TCP port 4 7   technical support x  template 3 6   terminate connections 1 1  terms  license agreement 2 7  toggle command 3 2  tooltips  enabling 3 2  transparent tunneling 1 5  4 7  transport   parameters 4 6  tunneling 4 7  Triple DES  Data Encryption Standard  1 6  tunneling   encapsulation mode 1 6  protocol 1 3   split 1 5   transparent 4 7   tunnel routing data 3 2    tunnel statistics 3 7       E Cisco VPN Client User Guide for Mac OS X    OL 3138 02            U    UDP packets 4 7  uninstalling the VPN client 2 4  upgrades 7 11   user   access 1 2  password 3 9  profiles 2 3   user authentication  methods 5 3  supported types 1 3  VPN device 1 5    user profiles  installing 2 8       V    verify certificate 3 7  6 11  version information 3 4  view   certificate properties 3 7  certificates 6 7  logging 7 7  notifications 3 7  statisitics 7 8  viewing
47. cation  two prompts appear  The first prompt is for the VPN group name and password  and the  RSA SecurID user authentication prompt follows  Figure 5 7      Figure 5 7 User Authentication for RSA SecurID    VPNClient   eXtended AUTHentication       Xauth for static  Enter Username and Password     Cisco Systems       Username  Static       Password  ge      Save Password    Passcode  3452     Ga       OK 3 Cancel    76475    Enter your username and RSA SecurID passcode and click OK     Using Digital Certificates    The VPN Client works with Certificate Authorities  CAs  that support SCEP  manual enrollment  or  PKCS import     Each time you establish a VPN connection using a certificate  the VPN Client verifies that your  certificate 1s not expired     e  Valid    A message appears that indicates the validation period for this certificate   e Expired   A warning appears that indicates when the certificate expired     Each digital certificate is protected by a password  Ifthe connection entry you are using requires a digital  certificate for authentication  the VPN Certificate Authentication dialog box appears  Figure 5 8           OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter5     Establishing a VPN Connection         W Using Digital Certificates    Figure 5 8 Certificate Password    VPNClient   VPN Certificate Authentication       Enter your Certificate Password for  basiccert         SEED 6 1  OK Cancel    76478    Enter the certificate password and c
48. d  certificate 6 3  notifications 7 11   notifications  from VPN device 1 4    notifications  viewing 3 7       O    obtaining  documentation ix  installer 2 2  software 2 1    operating system 1 2       P    packages  installation 2 8  remove 2 9  packets  querying 1 5    tunneling 1 5   packets encrypted 7 9   parameters   defining 2 3   transport 4 6   passcodes 5 5   password   administrator 2 4  certificate 6 7  challenge 6 3  changing 3 7   import 6 7   new 6 3   passwords   enrollment request  changing 6 6  personal certificate 6 11   PAT  Port Address Translation  1 3  4 7   pef file 2 3  7 1   peer certificate 1 5   peer response timeout 4 8  adjusting 4 8   peer VPN concentrator 4 5   PIX firewall 1 1   PKI  Public Key Infrastructure  1 3  4 4   platform 3 1   POTS 1 1   preconfiguration tasks 2 2   preconfigured files 2 2   preconfigured keys 2 1   preferences  client window 3 1   prerequisites   installation 2 1  2 6  passwords 2 1   RSA PIN 5 1   VPN connection 5 1   preshared keys 4 1   private network 2 3    profile  user 2 3  7 1         OL 3138 02    Index M    Cisco VPN Client User Guide for Mac OS X H       Bb index    program features 1 3  progress bar  installation 2 10  protocol 1 2  protocols   DPD       Q    quitting client 3 2       RADIUS authentication 5 4   reset statistics     3 7  7 9   resume enrollment 3 10   resuming an enrollment request     6 6  right click menus 3 8   routing data 3 2   RSA 5 5    run mode 3 2       S    SA  security associ
49. e    You can delete any certificate from your certificate store  You must provide a password to delete an  enrollmnet certificate     A    Caution You cannot retrieve a certificate that has been deleted           To delete a user or root certificate    Step 1 Click the Certificates tab   Step2 Select the certificate to delete     Step3 Click Delete at the top of the VPN Client window  A warning prompt appears  Figure 6 10      Figure 6 10 Delete Certificate Warning    VPNClient       A Are you sure you wan t to delete the certificate     ou Boulder o Cisco Systems c US           elere d  A  Do not Delete Delete    76555    Step4 Verify the name of the certificate and click Delete  The selected certificate is deleted from the certificate  store     Click Do not Delete to return to the VPN Client window without deleting the selected certificate     To delete an enrollment certificate    Step 1 Click the Certificates tab     Step2 Select the enrollment certificate to delete        Cisco VPN Client User Guide for Mac OS X  EXE OL 3138 02        Chapter6 Enrolling and Managing Certificates       Verifying a Certificate W    Step3 Click Delete at the top of the VPN Client window  The Certificate Password dialog box appears   Figure 6 11      Figure 6 11 Password Prompt for Deleting Enrollment Certificates     VPN Client   Certificate Password       Enter your Certificate Password for  annacert          ok   Cancel    87594    Step4 Enter the Certificate Password for the selected ce
50. e 4 7   e Allow Local LAN Access  page 4 7     Peer Response Timeout  page 4 8    To configure transport parameters        Step1 Open the VPN Client application   Step2 Select a connection entry   Step3 Click Modify at the top of the VPN Client window to access the VPN Client Properties dialog box     Step4 Click the Transport tab  Figure 4 5  to display the existing transport parameters configured for this  connection entry     Figure 4 5 Transport Settings    VPN Client   Properties for  03 SanJose    h  Description  Connect to Cisco via San Jose SA B  5o    a                   Host  sjc vpn cluster cisco com      Authentication Transport   Backup Servers      rO Enable Transport Tunneling      IPSec over UDP   NAT   PAT    IPSec over TCP TCP Port  10000             Allow Local LAN Access       response timeout  seconds   90             f Erase User Password   f Cancel       save                        s  t n              76470    Stepb Select your transport settings  Refer to the following sections for more information on transport settings     Step6 Click Save  The VPN Client Properties dialog box closes and you return to the Connection Entries tab           Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 4    Configuring Connection Entries       Transport Parameters W    Enable Transport Tunneling    Transparent tunneling allows secure transmission between the VPN Client and a secure gateway through  a router serving as a firewall  The router might
51. ection  to a private network  manage connection entries  certificates  events logging  and view tunnel routing  data     You can also manage the VPN Client for Mac OS X using the command line interface  CLI   If you are  running Darwin  or if you prefer to manage the VPN Client from the CLI  refer to the Cisco VPN Client  Administration Guide     Connection Technologies    The VPN Client lets you use any of the following technologies to connect to the Internet   e POTS  Plain Old Telephone Service    Uses a dial up modem to connect     ISDN  Integrated Services Digital Network    May use a dial up modem to connect   e Cable   Uses a cable modem  always connected     DSL  Digital Subscriber Line    Uses a DSL modem  always connected     You can also use the VPN Client on a PC with a direct LAN connection     VPN Client Overview    The VPN Client works with a Cisco VPN device to create a secure connection  called a tunnel  between  your computer and a private network  It uses Internet Key Exchange  IKE  and Internet Protocol Security   IPSec  tunneling protocols to establish and manage the secure connection        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter1 Understanding the VPN Client         WB VPN Client Features    Step 1  Step 2  Step 3  Step 4    The steps used to establish a VPN connection can include     e Negotiating tunnel parameters  addresses  algorithms  lifetime     e Establishing VPN tunnels according to the parameters     e Authenticat
52. ecure Hash Algorithm hash function     Transparent tunneling Displays whether transparent tunneling is enabled  if enabled  lists  the protocol and port number           Local LAN Displays whether Local LAN access  split tunneling  is enabled           Compression Displays what type of data compression is used  if any        Route Details    The Route Details tab displays the routes that VPN traffic takes into the network  which can be either  Local LAN routes or secured routes       Local LAN routes are excluded from the secure VPN tunnel   e Secured routes are routes that go through the secured VPN tunnel     To display route data during an active VPN session  open the Statistics window and click the Route  Details tab  Figure 7 9         Cisco VPN Client User Guide for Mac OS X  EXAM OL 3138 02        Chapter7 Managing the VPN Client       Viewing Statistics M    Figure 7 9 Statistics Window    HRoute Details             6 6 6 VPN Client   Statistics  Tunnel Details  Local LAN Routes Secured Routes  Network Subnet Mask Network Subnet Mask   100 0 0 0 255 0 0 0   145 45 0 0 255 255 0 0   20 20 0 0 255 255 0 0  200 100 10 0 255 255 255 0   5 5 5 0 255 255 255 0   Close     87167    For each local LAN or secured route  the following information is listed   e Network    The IP address of the VPN device providing the route to the network   e Subnet Mask   The subnet mask applied to the route     Notifications    The VPN device that provides your connection to the private networ
53. es for  Test Certificate           Common Name  Department  Company   State   Country   Email    MD5 Thumbprint  SHA1 Thumbprint  Key Size   Subject    Issuer  Serial Number    Not valid before  Not valid after    f Change Password      Test Certificate   Test Department   Cisco Systems  Colorado   US  Certificate Cisco com    1CAS94CE48A03CO02FOEFDSAF5C3572209  E299AFC589DCA 8312E7C1DC41391887389F7F4CC  1024    cn Test Certificate  ou Test Department o Cisco  Systems  st Colorado c US e Certificate Cisco com    cn Microsoft CA ou lab o ciso  lab   boulder st CO c US e zulu cisco com    0668COEB000400000F5B    Thu Mar 20 16 04 50 2003  Sat Mar 20 16 14 50 2004    76577       A typical digital certificate contains the following information       Common name    The name of the owner  usually both the first and last names  This field identifies    the owner within the Public Key Infrastructure  PKI organization      Department   The name of the owner s department  This is the same as the organizational unit in the  Subject field     Company    The company in which the owner is using the certificate  This is the same as the  organization in the Subject field     State   The state in which the owner is using the certificate   Country    The 2 character country code in which the owner s system is located   Email   The e mail address of the owner of the certificate     Thumbprint   The MD5 and SHA 1 hash of the certificate s complete contents  This provides a  means for validating t
54. ess of the CA  For example   http   198 162 41 9 certsrv mcep mcep dll     CA Domain   The CA s domain name  For example  qa2000 com     Challenge Password   Some CAs require that you enter a password to access their site  Enter  this password in the Challenge Password field  Obtain the challenge password from your  administrator or from the CA     New Password   The password for this certificate  Each digital certificate is protected by a  password  If you create a connection entry that requires a digital certificate for authentication   you must enter the certificate password each time you attempt a connection     file enrollment enter   File encoding type of the output file     Base 64   The default  is an ASCII encoded PKCS10 file that you can display because it is in  a text format  Use this type when you want to cut and paste the text into the CA s website     Binary   a base 2 PKCS10  Public Key Cryptography Standards  file  You cannot display a  binary encoded file    Filename    The full pathname for the file request  For example    Users Anna Documents Certificates mycert p 10     New Password    The password for this certificate  Each digital certificate is protected by a  password  If you create a connection entry that requires a digital certificate for authentication   you must enter the certificate password each time you attempt a connection          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter6 Enrolling and Managing Certificates         
55. etwork administrator determines whether user authentication is required     The VPN Client supports   e Shared key or VPN group name and group password for authenticating the VPN device  e RADIUS server  RSA Security  SecurID   Digital Certificates for authenticating the user     The authentication prompts displayed during the connection process depend on the configuration of your  IPSec group  Refer to appropriate section in this chapter for more information on the user authentication  method configured for each connection entry        Note User names and passwords are case sensitive  You have three opportunities to enter the correct  information before an error message indicates that authentication failed  Contact your network  administrator 1f you cannot pass user authentication        The following sections describe each user authentication method that the VPN Client supports     Shared Key Authentication    The shared key authentication method uses the username and shared key password for authentication   Figure 5 4   The shared key password must be the same as the shared key password configured on the  VPN device that is providing the connection to the private network     Figure 5 4 Shared Key Authentication     VPNClient   eXtended AUTHentication  Xauth for 03 SanJose  Enter Username and Password     Cisco Systems       Username     Password     7             3m     OK y Cancel    76467    Enter your Username and Password and click OK        Cisco VPN Client User Guide
56. g peer time out 4 8  keep alive mechanism   DSL 1 1    duplicate function 3 9       easy install 2 9   Easy VPN 1 1  enablelogging 3 8  enable transport 4 7  encoding types 6 3  encryption algorithm 1 6  enrolling certificates 6 2  enrollment  resume 3 10  enrollment parameters 6 4  enrollment request  changing password 6 6  deleting 6 5   resuming 6 6   viewing 6 5  enrollment type  certificate 6 2  erase user password 3 9  ESP  protocol 50  4 7  event logging 3 2   event messages 3 5  export certificate     6 9  export path  certificate 6 9    extended authentication 1 6  7 6       Index M    authentication 1 4  IPSec 1 5  program 1 3  VPN Client 1 2  firewall  see PIX firewall  firewalls 4 7  FQDN  Fully Qualified Distinguished Name  6 8       G    graphical user interface  logging 7 6  group   authentication 5 4   names 1 2   passwords 1 2   group authentication 4 4   GUI   installing 2 8   logging 7 6   supported 1 1       hard disk space 2 1   hash 6 8  7 10   hash function  MD5 1 6   hiding client window     3 2   hijacked IP address 1 5   HMAC  Hashed Message Authentication Coding  1 6  hostname 4 3    host name population 1 4       icon for installer 2 2  identity certificate 4 4  IKE  Internet Key Exchange  1 1  7 6       F  IKE keepalives 1 5  features image file 2 1  Cisco VPN Client User Guide for Mac OS X    01 3138 02  EU       Bb index    import   certificate 6 7  connection entry 7 1  password 6 7  installation  authentication 2 4  customize 2 9  default 2 9 
57. he authenticity of the certificate  For example  if you contact the issuing CA   you can use this identifier to verify that this certificate is the correct one to use     Key size   The size of the signing key pair in bits     Subject    The fully qualified distinguished name  FQDN  of the certificate s owner  This field  uniquely identifies the owner of the certificate in a format that can be used for LDAP and X 500  directory queries  A typical subject includes the following fields         common name  cn     organizational unit  or department  ou     organization or company  0     locality  city  or town  1        E Cisco VPN Client User Guide for Mac OS X    OL 3138 02        Chapter6 Enrolling and Managing Certificates       Step 4    Exporting a Certificate Bl        state or province  st       country  c       e mail address  e   Other items might be included in the Subject  depending on the certificate   e Issuer   The fully qualified distinguished name  FQDN  of the source that provided the certificate     e Serial number   A unique identifier used for tracking the validity of the certificate on the Certificate  Revocation Lists  CRLs        Not valid before   The beginning date that the certificate is valid     Not valid after   The end date beyond which the certificate 1s no longer valid     Click Close to return to the VPN Client window     Exporting a Certificate    Step 1  Step 2  Step 3    Step 4    Step 5  Step 6    Step 7  Step 8    To export a certificate fr
58. how that you have installation privileges     Step1 Open the installer package by double clicking the Cisco VPN Client mpkg file that resides in the  installer directory   See Figure 2 2      The Authorization window appears  Figure 2 3   You must have an Administrator password to install the  VPN Client application     Figure 2 3 Authorization Window  e Install Cisco VPN Client    Authorization    You need an Administrator password to  atio   install the software     Az    gt  Click the lock to make changes        g  m  76548       Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter2     Installing the VPN Client       Step 2    Installing the VPN Client W    Click the lock to Authenticate your password  The Authenticate dialog box appears  Figure 2 4      Figure 2 4 Authenticate Dialog Box    Authenticate       You need an administrator name and password  or phrase to make changes in Cisco VPN Client           Name  bob       Password or phrase        f Cancel    fer  gt     Step3 Enter your administrator username and a password or challenge phrase     Step4     Click OK     If the authentication is successful  continue to the installation process  Contact your network    administrator if you cannot authenticate for installation     VPN Client Installation Process    You must complete all steps in the VPN Client installation process before you can use the VPN Client    software     At any time during the installation process  you can go back to a previous
59. ide for Mac OS X  Em SERE       Chapter 4    Configuring Connection Entries       Step 4    Step 5    Step 6    Step 7    Step 8    Step 9    Step 10    Step 11    Creating a Connection Entry W    Figure 4 2 Create New VPN Connection Entry  VPN Client   Create New VPN Connection Entry    Description  E lt     Host                    Transport   Backup Servers                 Group Authentication  Name           Password        Confirm Password           rO Certificate Authentication    4    Name     Send CA Certificate Chain                f j f     Erase User Password   Cancel    save  gt     76469    Enter a unique connection entry name  You can use any name to identify this connection  This name can  contain spaces  and it is not case sensitive     Enter a description of this connection  This field is optional  but it helps to further identify this  connection  For example  Connection to Engineering remote server     Enter the Host name or IP address of the remote VPN device that is providing access to the private  network     Use the Authentication tab to select an authentication method  You can connect as part of a group  which  is configured on the VPN device  or by supplying an identity digital certificate  See the    Authentication  Methods    section on page 4 4 for more information     Use the Transport tab to set transport parameters  See the    Transport Parameters    section on page 4 6  for more information     Use the Backup Servers tab to view the current list
60. ildcards are not allowed  Matched instances are highlighted on the Log tab     e Save   Save the event log to a file     Right Click Menus    Use the right click menus from the Connection Entries tab or the Certificates tab as an alternate method  for performing frequent VPN Client operations  If your mouse has only one button  use Ctrl Click to  access the right click menus        Cisco VPN Client User Guide for Mac OS X  Em  OL 3138 02        Chapter 3    Navigating the User Interface       Operating in Advanced Mode W    Connection Entries Tab Right Click Menu    Figure 3 14 shows the right click menu options available when the Connection Entries tab is selected     Figure 3 14 Connection Entries Right Click Menu             099 VPN Client   Version 4 0  interim_brian      Z5 a ca 5s F4 Cisco Systems  IEEE E lul  Connect New Import Modify Delete E    Connection Entries   Certificates   Log    Host Transport  03 SanJose sjc vpn cluster cisco com IPSec  04 Sanjose nat sjc vpn cluster cisco com IPSec UDP  OS RTP rtp vpn cluster cisco com IPSec  06 RTP nat c rtp vnn cluster cisco com _ IPSec UDP  07 Amsterdam Connect IPSec  08 Amsterdam nat   IPSec UDP  09 Sydney 3t ret IPSec  10 Sydney nat Duplicate IPSec UDP  sample IPSec UDP               Delete p 9 jale          smd 905     II sh  e Connect   Establish a VPN connection using the selected connection entry                  e Disconnect   Disconnect the current VPN session     e Duplicate   Duplicate the selected connection e
61. ing users  from usernames  group names and passwords  and X 509 digital certificates      e Establishing user access rights  hours of access  connection time  allowed destinations  allowed    protocols       Managing security keys for encryption and decryption    e Authenticating  encrypting  and decrypting data through the tunnel     For example  to use a remote PC to read e mail at your organization  the connection process might be    similar to the following     Connect to the Internet     Start the VPN Client     Establish a secure connection through the Internet to your organization   s private network     When you open your e mail    e The Cisco VPN device        Uses IPSec to encrypt the e mail message        Transmits the message through the tunnel to your VPN Client    e The VPN Client        Decrypts the message so you can read it on your remote PC        Uses IPSec to process and return the message to the private network through the Cisco VPN    device     VPN Client Features    The tables in the following sections describe the VPN Client features   Table 1 1 lists the VPN Client main features     Table 1 1 VPN Client Main Features    Features    Description       Operating System    Mac OS Version 10 1 5 or later       Connection types      async serial PPP   e  nternet attached Ethernet  e DSL   S     Note The VPN Client for Mac OS X does not support Bluetooth  wireless technology              Protocol       IP          E Cisco VPN Client User Guide for Mac OS X 
62. k might send notifications to the  VPN Client  These notifications appear on the Notifications window  To display the notifications  window  Figure 7 10   choose Notifications from the Status menu     When you first establish a VPN connection  you receive a notification regarding your connection  This  is typically the login banner or connection history     Other notifications might include messages from your network administrator about upgrades to the VPN  Client software or information regarding the specific VPN device you are connected to        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EX    Chapter7 Managing the VPN Client         W Viewing Statistics    Figure 7 10 Notifications Window    020   VPN Client   Notifications       Notifications     File MR      no notification messages            Message       no data for this message      Launch i Close    87595    The top pane of the Notifications window lists the title of each stored notification  The bottom pane  displays the notification message associated with the selected title     All notifications from the VPN device are stored in this display during the VPN session  Every VPN  session contains at least one notification  the connection history     Some notifications contain a URL which directs you to the location of more current versions of the VPN  Client  If the URL exists  the Launch button becomes active  If you click the Launch button  a browser  open on your workstation        Cisco VPN Client U
63. l  use  and manage the Cisco VPN Client for the  Macintosh operating system  Version 10 1 5 or later  You can manage the VPN Client for Mac OS X from  the graphical user interface or from the command line interface     The VPN Client for Mac OS X installer program installs both the graphical user interface and the  command line version of the VPN Client     This guide is for remote Clients who want to set up virtual private network  VPN  connections to a  central site  Network administrators can also use this guide for information about configuring and  managing VPN connections for remote Clients  You should be familiar with the Macintosh platform and  know how to use Macintosh applications  Network administrators should be familiar with Macintosh  system configuration and management and know how to install  configure  and manage internetworking  systems     This guide contains the following chapters     e Chapter 1   Understanding the VPN Client   This chapter describes how the VPN Client software  works and lists the main features     e Chapter 2   Installing the VPN Client   This chapter describes how to install the VPN Client  software application     e Chapter 3     Navigating the User Interface   This chapter describes the main VPN Client window  and the tools  tabs  menus and icons for navigating the user interface       Chapter 4   Configuring Connection Entries   This chapter describes how to configure VPN Client  connection entries  including optional parameters    
64. lick OK     For more information on digital certificates  see Chapter 6     Enrolling and Managing Certificates           Cisco VPN Client User Guide for Mac OS X  Em  OL 3138 02      CHAPTER  Enrolling and Managing Certificates    This chapter describes how to enroll and manage digital certificates for the VPN Client for Mac OS X   specifically how to perform the following tasks     e Obtain personal certificates through enrollment with a certificate authority  CA   which is an  organization that issues digital certificates that verify that you are who you say you are       Manage certificates and enrollment requests     mport  export  view  and verify certificates    To get started with certificates  open the Certificates tab on the main VPN Client window in advanced  mode  The Certificates tab lists the certificates you currently have enrolled  If there are no certificates  showing  you need to enroll with a CA or contact your system administrator     Using the Certificate Store    The VPN Client uses the notion of store to convey a location in your local file system for storing personal  certificates  The main store for the VPN Client is the Cisco store  which contains certificates enrolled  through the Simple Certificate Enrollment Protocol  SCEP   and certificates that have been imported  from a file     The Certificates tab on the main VPN Client window displays the list of certificates in your certificate  store  Figure 6 1           OL 3138 02    Cisco VPN Client Use
65. llowing sections describe the main VPN Client window in Advanced Mode  the primary buttons  and tabs for navigating the user interface  the main menu options  and the right click menu options     Figure 3 6 shows the VPN Client window and the primary navigation areas     Figure 3 6 Main VPN Client Window       o e             e806 8 VPN Client   Version 4 0  interim_brian      EA E he E Cisco Systems  Connect New Import Modifv Delete  ER             Connection Entries    Certificates   Log j                        Connection Entry Host Transport    03 SanJose sjc vpn cluster cisco com IPSec  04 SanjJose nat sjc vpn cluster cisco com IPSec UDP  05 RTP rtp vpn cluster cisco com IPSec  06 RTP nat rtp vpn cluster cisco com IPSec UDP   2         07 Amsterdam ams vpn cluster cisco com IPSec  08 Amsterdam nat ams  vpn cluster cisco com IPSec UDP  09 Sydney syd vpn cluster cisco com IPSec  10 Sydney nat syd vpn cluster cisco com IPSec UDP  L_ sample 10 212 20 52 IPSec  UDP             lo  Oz Not connected    e  1   VPN Client version information  4 Display area for the main tabs   2  Toolbar action buttons  The buttons that are  5   When connected  the status bar displays  available depend on which tab is forward  information related to the current VPN ses   S10n       The left side indicates the connection  entry name and connection status       The right side lists the amount of time for  this session  the client IP address  and the  number of bytes through the VPN tunnel        3 
66. mand Line Interface  which allows you to   Command Line  perform certain operations from the command  line rather than using the VPN Client graphical  user interface    LOG GUI  The VPN Client for Mac OS X user interface  Graphical User Interface                E Cisco VPN Client User Guide for Mac OS X    OL 3138 02        Chapter7 Managing the VPN Client       Event Logging Mi    Step3 Select the logging level for each module that uses logging services  The logging levels allow you to  choose the amount of information you want to capture  Figure 7 6 shows the logging levels     Figure 7 6 Logging Levels          0   Disabled       Changing logging levels will d will cause the current  log viewer to be cleared  1   Low  IKE    2  Medium 8  uocat    76567    Connection Manager  a High n  LOG CM     There are four logging levels   e     Disables logging services for the specified  LOG  class   e 1   Lovw  displays only critical and warning events  This is the default   e 2   Medium  displays critical  warning  and informational events   e 3   High  displays all events   Step4 Click Apply  This clears the event log and immediately applies the new logging levels     Opening the Log Window    To display the events log in a separate window  click Log Window at the top of the VPN Client window   The VPN Client Log Window appears  Figure 7 7         Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter7 Managing the VPN Client         W Viewing Statistics    Figure 7
67. n        Packets Decrypted  Packets Discarded  Packets Bypassed    Number of packets decrypted during this VPN session        Number of packets discarded during this VPN session              Number of packets bypassed during this VPN session             OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter7 Managing the VPN Client         W Viewing Statistics    Table 7 2 Tunnel Details  continued              Field Description   Connection Entry Name The name of the connection entry for this VPN session    Connection Time The connection time for this VPN session    Encryption Encryption algorithm used for this VPN session  The VPN Client  supports     e 56 bit DES  Data Encryption Standard   e 168 bit Triple DES  e AES 128 bit and 256 bit    Note The VPN Client continues to support DES MDS  However   support for DES SHA is no longer available  and Release  3 7 VPN Clients cannot connect to any central site device  group that is configured for  or proposing  DES SHA  The  VPN Client must either connect to a different group or the  system administrator for the central site device must change  the configuration from DES SHA to DES MDS or another  supported configuration  The Cisco VPN Client  Administrator Guide lists all supported encryption  configurations        Authentication Authentication algorithm used for this VPN session  The VPN  Client supports     e HMAC MD 5  Hashed Message Authentication Coding with  Message Digest 5 hash function       HMAC SHA 1  S
68. n entry     e Use Advanced mode to manage the VPN Client  configure connection entries  manage certificates   to view and manage event logging  or to view tunnel routing data     To toggle between advanced mode and simple mode  press Command M  Alternately  you can choose  your mode from the Options menu     Operating in Simple Mode    Use simple mode when you only need to establish a connection to a VPN device using the default  connection entry      amp   Note     You must operate in advanced mode to manage certificates and event logging or to make configuration  changes to a connection entry           VPN Client Window    Simple Mode    When you run in simple mode  you are presented with a scaled down version of the VPN Client user  interface  Figure 3 3         Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter3 Navigating the User Interface       Operating in Simple Mode W    Figure 3 3 VPN Client Window     Simple Mode                   VPN Client   Version 4 0  interim  brian        Cisco Systems  04 Sanjose nat all Connect          76722      Not connected       The main VPN Client window shows only the version information  the default connection entry  the  connect button  and the status bar     Main Menus   Simple Mode    This section describes the abbreviated menu choices available in simple mode  The Certificates and Log  menus are only available in advanced mode     Connection Entries Menu    Figure 3 4 shows the Connection Entries menu option
69. nagement    Allows you to manage the certificates in the certificate stores        Certificate Authorities  CAs     CAs that support PKI SCEP enrollment        Peer Certificate Distinguished  Name Verification       Prevents a VPN Client from connecting to an invalid gateway by  using a stolen but valid certificate and a hijacked IP address  If the  attempt to verify the domain name of the peer certificate fails  the  VPN Client connection also fails        IPSec Features    The VPN Client supports the IPSec features listed in Table 1 4    Table 1 4 IPSec Features    IPSec Feature    Description       Tunnel Protocol    IPSec       Transparent tunneling    e IPSec over UDP for NAT and PAT  e IPSec over TCP for NAT and PAT       Key Management protocol    Internet Key Exchange  IKE        IKE Keepalives    A tool for monitoring the continued presence of a peer and report  the VPN Client   s continued presence to the peer  This lets the VPN  Client notify you when the peer is no longer present  Another type  of keepalives keeps NAT ports alive        Split tunneling    The ability to simultaneously direct packets over the Internet in  clear text and encrypted through an IPSec tunnel  The VPN device  supplies a list of networks to the VPN Client for tunneled traffic   You enable split tunneling on the VPN Client and configure the  network list on the VPN device        Support for Split DNS       The ability to direct DNS packets in clear text over the Internet to  domains served
70. nt Ml       Note     We recommend that you uninstall any previous version of the VPN Client for Mac OS X before you  install a new version        The VPN Client uninstall script uninstalls any previous command line or GUI version of the VPN Client  from your workstation     To uninstall the VPN Client for Mac OS X    Step1 Open a terminal window   Step2 Run the following command     sudo  usr local bin vpn uninstall    Step3 Enter your password  Step4 You are prompted to remove all profiles and certificates     e   f you answer yes  all binaries  startup scripts  certificates  profiles  and any directories that were  created during the installation process are removed     e  f you answer no  all binaries and startup scripts are removed  but certificates  profiles  and the  vpnclient ini file remain        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EXE    Chapter 2 Installing the VPN Client         BE Uninstalling the VPN Client       Cisco VPN Client User Guide for Mac OS X  P24 OL 3138 02      Jj       Navigating the User Interface       This chapter describes the main VPN Client window and the tools  tabs  menus and icons for navigating  the user interface     VPN Client Menu    Use the VPN Client menu  Figure 3 1  to manage the VPN Client application and main window settings     Figure 3 1 VPN Client Menu    Connection Entries View Help  About VPN Client  Preferences     Services  gt     Hide VPNClient 38H  Hide Others  Show All    Quit VPNClient Q         Abo
71. ntry  This action allows you to create a new  connection entry using the configuration from a current connection entry as a template     e Delete   Delete the selected connection entry     e Modify    Display the properties of the selected connection entry  This action opens the VPN Client  Properties window     e Erase Saved User Password   Erases the user password that is saved onthe VPN Client workstation   forcing the VPN Client to prompt you for a password each time you establish a connection          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter3 Navigating the User Interface         Bl Operating in Advanced Mode    Certificates Tab Right Click Menu    Figure 3 15 shows the right click menu options available when the Certificates tab is forward     Figure 3 15 Certificates Tab Right Click Menu           eee VPN Client   Version 4 0  int_93  exc  ES   x  e   o ut       Gig oo M EY Cisco Systems  View Import Export Enroll Verify Delete An               Connection Entries    a ee                   Certificate  Store     Key Size   Validity            ou Bouldero Cisco   Swetame siit TCA      I until Apr 30  2011 17 59 59   Export      Verify   Delete   Change Certificate Password                      76708      E   Not connected    Retry Certificate Enrollment            e  View    View the properties of the selected certificate    e Export   Export the selected certificate to a specified file location  e Verify    Verify that the selected certificate
72. o the Connection Entries tab        If there are no backup servers listed  or if you want to manually add a server to the list  use the following  procedure        Step1 Click the Add button on the Backup Servers tab  The VPN Client dialog box appears  Figure 4 7      Figure 4 7 Add Backup Server    VPNClient    Enter backup server hostname or IP address      L    Step2 Enter the hostname or IP address of the backup server to add        76547            OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter4 Configuring Connection Entries         Bl Backup Servers    Step3 Click OK  The backup server is added to the list of available backup servers     To remove a backup server  return to the Backup Server tab  select a server from the list  and click  Remove        Cisco VPN Client User Guide for Mac OS X  EXAM OL 3138 02      CHAPTER 5    Establishing a VPN Connection    This chapter describes how to establish a VPN connection with a private network using the VPN Client  and the user authentication methods supported by the VPN device that is providing your connection     Checking Prerequisites    Before you can establish a VPN connection  you must have     e Atleast one connection entry configured on the VPN Client  See Chapter 4     Configuring  Connection Entries    for more information     e User authentication information  This includes your username and password  and depending on the  configuration of your connection entry  might also include         Passw
73. om the certificate store to a specified file    Click the Certificates tab   Select the certificate to export     Click Export at the top of the VPN Client window  The Export Certificate dialog box appears   Figure 6 8      Figure 6 8 Export Certificate             Export Path    Browse    B Export entire certificate chain    Enter a password to protect the exported certificate  this is optional         Password    Verify Password     qm     Cancel    Export     76557    Enter the export path     If you do not know the export path  browse to the export directory and click Open on the browser  window  The export path 1s automatically entered in the Export Certificate dialog box     To export the entire certificate chain  check the box next to this parameter     Enter a password to protect the exported certificate file  We recommend that you always enter a password  to protect your certificates     Verify the exported certificate file password     Click Export  The certificate 1s copied to the selected directory and a prompt  Figure 6 9  indicates  whether the export is successful          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter6 Enrolling and Managing Certificates         Wi Deleting a Certificate    Figure 6 9 Successful Export Prompt    VPNClient           Certificate  ou Boulder o Cisco Systems c US  sucessfully exported to   Users bob Documents untitled    p     76558    Step9 Click OK to return to the VPN Client window     Deleting a Certificat
74. or  annacert          ox   Cancel       87594    Enter the current password and click OK   At the prompt  enter the new password and click OK   At the next prompt  enter the new password again to verify it and click OK     The VPN Client responds with a success message        Note    You can also change the password from the View dialog box        Retrying an Enrollment Request    Step 1  Step 2    Step 3    To retry a pending online enrollment request    Select the enrollment request in the certificate store   Choose Retry Client Enrollment  from the Certificates menu     The VPN Client prompts you to enter a password  This password must match the password you are using  to protect the certificate s private key  if any     Enter the password and click OK to resume the enrollment request        Cisco VPN Client User Guide for Mac OS X  Em  OL 3138 02        Chapter 6    Enrolling and Managing Certificates       Importing a Certificate W    Importing a Certificate    Step 1  Step 2    Step 3    Step 4    Step 5    Step 6  Step 7    A network administrator might place a certificate in a file  This certificate must be imported in to the  certificate store before you can use it for authenticating the VPN Client to a VPN device     To import a certificate from a file    Click the Certificates tab     Click Import at the top of the VPN Client window  The Import Certificate dialog box appears   Figure 6 6      Figure 6 6 Import Certificate    k VPN Client   Import Certificate       
75. ords for RADIUS authentication      VPN group name and password for connections to VPN devices      PINs for RSA Data Security      Digital certificates and associated passwords  e An Internet connection    Contact your network administrator for prerequisite information     Establishing a Connection    To establish a VPN connection     Step1 Open the VPN Client application by double clicking the VPN Client icon in the Applications folder  If  you created an alias  you can double click the VPN Client icon on the Desktop or in the dock   Figure 5 1         Cisco VPN Client User Guide for Mac OS X    01 3138 02  HN    Chapter5     Establishing a VPN Connection         WE Establishing a Connection    Figure 5 1 VPN Client Icon    PN    a    The main VPN Client window appears     Figure 5 2 shows the VPN Client window in simple mode     Figure 5 2 VPN Client Window     Simple Mode    Q       VPN Client   Version 4 0  interim brian          E Cisco Systems   04 SanJose nat al Connect       Not connected                76722    Figure 5 3 shows the VPN Client window in advanced mode     Figure 5 3 VPN Client Window   Advanced Mode       808 VPN Client   Version 4 0  interim_brian  C  A    3 EA x Cisco Systems  A3  78   k  Connect New Import Modify Delete              Certificates   Log                 Connection Entry Host Transport   03 SanJose sjc vpn cluster cisco com IPSec   04 Sanjose nat sjc vpn cluster cisco com IPSec UDP   O5 RTP rtp vpn cluster cisco com IPSec   06 RTP nat 
76. ot secure  you should not enable local LAN access  For example  do  not enable this feature when you are using a local LAN in a hotel or airport     To enable this feature  check the Allow Local LAN Access check box on the VPN Client  You must also  enable this feature on the VPN device you are connecting to     Peer Response Timeout    The VPN Client uses a keepalive mechanism called Dead Peer Detection  DPD  to check the availability  of the VPN device on the other side of an IPSec tunnel  If the network is unusually busy or unreliable   you may need to increase the number of seconds to wait before the VPN Client decides that the peer 1s  no longer active  The default number of seconds to wait before terminating a connection is 90 seconds   The minimum number of seconds you can configure is 30 seconds and the maximum is 480 seconds     To adjust the setting  enter the number of seconds in the Peer response timeout field     The VPN Client continues to send DPD requests every 5 seconds  until it reaches the number of seconds  specified by the Peer response timeout value     Backup Servers    Step 1  Step 2  Step 3  Step 4    The private network you are connecting to might include one or more backup VPN devices  servers  to  use if the primary server is not available  The list of available backup servers is pushed to the VPN Client  when the connection is established  or you can add a backup server to the list manually     The list of existing backup servers is found on the B
77. placed in the Profiles directory when the VPN Client  is installed     Preconfiguring the Global Profile    A global profile sets rules for all remote users  it contains parameters for the VPN Client as a whole  The  name of the global profile file is vpnclient ini     The vpnclient ini file controls the following features     Control of logging services by class  e Certificate enrollment    Missing group warning message    VPN Client GUI preferences  such as window locations and sizes    If you do not preconfigure a global profile  the vpnclient ini file is populated with default settings  Each  time you make changes  the vpnclient ini file is updated and stored          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter2 Installing the VPN Client         Bl installing the VPN Client    Installing the VPN Client    The following sections describe how to install the VPN Client software  The VPN Client for Mac OS X  installer program installs  by default  both the graphical user interface and the command line version of  the VPN Client  However  you are not required to install the GUI  See the  Choosing the Installation  Type  section on page 2 8 for more information        Note     We recommend that you uninstall any previous version of the VPN Client for Mac OS X before you  install a new version  For more information  see    Uninstalling the VPN Client    section on page 2 12        Authentication    Before you can start the installation process  you must s
78. r Guide for Mac OS X H    Chapter6 Enrolling and Managing Certificates         HZ Enrolling Certificates                Figure 6 1 Certificate Store  e808 VPN Client   Version 4 0  interim  brian     fz     EJ m   o 7 ww  E  ca  A Cisco Systems  E bl    ej E b 4  View Import Export Enroll Verify Delete    Connection Entries Log    Certificate store v Key Size Validity  testFilE Request 1024 until Apr 13  2003 17 20 49  testFilE Request 1024 until Apr 13  2003 17 21 23  testFileE Request 1024 until Apr 13  2003 17 21 38          76482    Not connected       For each certificate  the following information is listed    e Certificate   The name of the certificate   e Store   The certificate store where this certificate resides  If you enroll a certificate from a  Certificate Authority  the store is CA  If you import a certificate from a file  the store is Cisco   Key Size   The size  in bits  of the signing key pair     Validity   The date and time when this certificate expires     Enrolling Certificates    Step 1  Step 2  Step 3    Your system administrator may have already set up your VPN Client with digital certificates  If not  or  if you want to add certificates  you can obtain a certificate by enrolling with a Certificate Authority  CA      To enroll a digital certificate you must enroll using the PKI Framework standards  receive approval from  the CA  and have the certificate installed on your system     You can enroll a digital certificate     e Over the network from a CA
79. rly through a PAT device  Multiple simultaneous connections might work  better with TCP  and if you are in an extranet environment  TCP mode is preferable  UDP does not  operate with stateful firewalls  Use TCP with this configuration        Allow Local LAN Access    The Allow Local LAN Access parameter gives you access to resources on your local LAN when you are  connected through a secure gateway to a central site VPN device       When this parameter is enabled       Youcan access local resources  printer  fax  shared files  other systems  while connected         Youcan access up to 10 networks  A network administrator at the central site configures a list  of networks at the VPN Client side that you can access         Ifyou are connected to a central site  all traffic from your system goes through the IPSec tunnel  except traffic to the networks excluded from doing so  in the network list          Ifenabled on the VPN Client and permitted on the central site VPN device  you can see a list  of the local LANs that are available by choosing Statistics from the Status menu and clicking  the Route Details tab  For more information  see the    Route Details  section on page 7 10          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter4 Configuring Connection Entries         Bl Backup Servers      When this parameter is disabled  all traffic from your client system goes through the IPSec  connection to the secure gateway     If the local LAN you are using is n
80. rm Password                   Certificate Authentication        gt     Name     Send CA Certificate Chain                Erase User Password Cance     save      76468    The existing configuration for this connection entry is displayed   Make adjustments to this connection entry configuration     Click Save  The VPN Client Properties dialog box closes and you return to the Connection Entries tab        Deleting a Connection Entry    Step 1  Step 2  Step 3    You can delete any connection entry that does not have an active VPN connection     To delete a connection entry        The Connection Entries tab must be forward   Select the connection entry to delete     Click Delete at the top of the VPN Client window  You are prompted to confirm the connection entry to  delete  Figure 7 3           OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter7 Managing the VPN Client         BE EventLogging    AN    Figure 7 3 Confirm Delete       VPN Client E             M      M            A Are you sure you wan t to delete the connection entry   03 SanJose          76723       Caution    Step 4    You cannot retrieve a connection entry that has been deleted        Click Delete to delete this connection entry  The connection entry is removed from the profiles directory  and you are returned to the Connection Entries tab     Click Do not Delete to return to the VPN Client window without deleting the selected connection entry     Event Logging    The following sections describe
81. rtificate to delete     The Certificate Password is the password assigned by you to protect the certificate while it is in your  certificate store  This is the password set in the New Password field when you enrolled this certificate   See the    Enrolling Certificates  section on page 6 2     Stepb Click OK  The certificate is deleted from the certificate store     Verifying a Certificate    To verify that a certificate is valid     Step1 Click the Certificates tab     Step2 Click Verify at the top of the VPN Client window  A prompt appears  Figure 6 12  to indicate the  validity of the certificate     Figure 6 12 Verify Certificate    VPNClient       i  Certificate    ou Boulder o Cisco Systems c US  is a valid certificate       OK      76574    Step3 Click OK to return to the VPN Client window     If your certificate 1s invalid  contact the network administrator for instructions     Changing the Password on a Personal Certificate    To view personal  root  certificates issued by either a Certificate Authority  CA  or a Registration  Authority  RA   use the Show Hide CA RA Certificates option from the Certificates menu        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EX    Chapter6 Enrolling and Managing Certificates         HZ Changing the Password on a Personal Certificate    To change the password on a personal certificate    Step 1 Select a certificate from the certificate store under the Certificates tab   Step2 Display the Certificates menu and choose Ch
82. rtp vpn cluster cisco com IPSec UDP   07 Amsterdam ams vpn cluster cisco com IPSec   08 Amsterdam nat ams  vpn cluster cisco com IPSec UDP   09 Sydney syd vpn cluster cisco com IPSec   10 Sydney nat syd vpn cluster cisco com IPSec UDP   sample 10 212 20 52 IPSec UDP  a           JANI                      Y  e    Not connected    7 D       See Chapter 3     Navigating the User Interface  for more information on simple mode and advanced  mode     Step2 From the Connection Entries tab  select the connection entry to use for this VPN session  For simple  mode  select a connection entry from the drop down list     Step3 Click Connect at the top of the VPN Client window or double click the selected connection entry  For  simple mode  click the Connect button     Step4 Respond to all user authentication prompts     The user authentication prompts that appear depend on the configuration for this connection entry        Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter5 Establishing a VPN Connection       Choosing Authentication Methods W    The status bar at the bottom of the main VPN Client window displays your connection status  When  connected  the left side of the status bar indicates the connection entry name and the right side displays  the amount of time that the VPN tunnel has been established     Choosing Authentication Methods    User authentication means proving that you are a valid user of this private network  User authentication  is optional  Your n
83. s  gt     unabletoimport        Music  gt  lig  vpnclient da    7 Beta 2 GUI   d Pictures    a Public       root  cert txt             4 Sites        Go to   f Add to Favorites    f Cancel   Open  N              9    76563    Locate the connection entry to import  A valid connection entry configuration file must have a  pcf  extension     Click Open  The connection entry is added to the list of available profiles and you return to the  Connection Entries tab     Alternately  you can copy the  pcf file into the profiles directory and restart the VPN Client application        Modifying a Connection Entry    Step 1  Step 2  Step 3    You can make changes to a connection entry at any time  The new configuration is stored in the profiles  directory and is applied during the next connection attempt     To modify a connection entry        Click the Connection Entries tab   Select the connection entry to modify     Click Modify at the top of the VPN Client window  The VPN Client Properties dialog box appears   Figure 7 2         Cisco VPN Client User Guide for Mac OS X  Em OL 3138 02        Chapter 7    Managing the VPN Client       Step 4  Step 5    Managing Connection Entries W    Figure 7 2 Connection Entry Settings    VPN Client   Properties for  03 Sanjose    Description  Connect to Cisco via San Jose i B 4        E       Host  sjc vpn cluster cisco com    f Authentication   Transport   Backup Servers       Group Authentication  IName  ciscovpnciuster       Password  ar    Confi
84. s for simple mode     Figure 3 4 Simple Mode Connection Entries Menu       VPNClient Ka E Status Options Help  Connect    Import  Set as Default Connection Entry    76721       e Connect   Establish a VPN connection using the selected connection entry  If the Connections tab  is not selected  a submenu  which lists all available connection entries  is displayed     e Disconnect   Disconnect the current VPN session     Import   Import a connection entry configuration file  a file with a  pcf extension  called a profile      e Set as Default Connection Entry   Use the selected connection entry as the default  The default  connection entry is used for this VPN session unless you select an alternate connection entry     Status Menu    Figure 3 5 shows the Status Menu options for simple mode     Figure 3 5 Simple Mode Status Menu       VPNClient Connection Entries Options Help    Statistics     Notifications       87170    e Statistics   Open the Statistics window to view tunnel details and route details     e Notifications   Open the Notifications window to view notices from the VPN device        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter3 Navigating the User Interface         Bl Operating in Advanced Mode    Operating in Advanced Mode    Use Advanced mode to manage the VPN Client  configure connection entries  manage certificates  view  and manage event logging  and view tunnel statistics and routing data     VPN Client Window   Advanced Mode    The fo
85. s on the Cisco TAC website  require a Cisco com login ID and password  If you have a valid service contract but do not have a login  ID or password  go to this URL to register     http   tools cisco com RPF register register do    If you are a Cisco com registered user  and you cannot resolve your technical issues by using the Cisco  TAC website  you can open a case online at this URL     http   www cisco com en US support index  html    If you have Internet access  we recommend that you open P3 and P4 cases through the Cisco TAC  website so that you can describe the situation in your own words and attach any necessary files          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    About This Guide         HZ Obtaining Additional Publications and Information    Cisco TAC Escalation Center    The Cisco TAC Escalation Center addresses priority level 1 or priority level 2 issues  These  classifications are assigned when severe network degradation significantly impacts business operations   When you contact the TAC Escalation Center with a P1 or P2 problem  a Cisco TAC engineer  automatically opens a case     To obtain a directory of toll free Cisco TAC telephone numbers for your country  go to this URL     http   www cisco com warp public 687 Directory DirTAC shtml    Before calling  please check with your network operations center to determine the level of Cisco support  services to which your company is entitled  for example  SMARTnet  SMARTnet Onsite  or Network  S
86. s that govern VPN Client operation and connection to the remote network     You can create multiple connection entries if you use your VPN Client to connect to multiple networks   though not simultaneously  or if you belong to more than one IPSec group        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter4 Configuring Connection Entries         B   Creating a Connection Entry    To create a connection entry        Step1 Open the VPN Client application  The VPN Client window appears  Figure 4 1      Figure 4 1 VPN Client Window       e208 VPN Client   Version 4 0  interim_brian       A    c Cisco Systems  A  gt    Connect New Import Modify Delete BEER       Certificates   Log                 Connection Enty Fl Host Transport  03 SanJose sjc vpn cluster cisco com IPSec  04 Sanjose nat sjc vpn cluster cisco com IPSec UDP  OS RTP rtp vpn cluster cisco com IPSec  06 RTP nat rtp vpn cluster cisco com IPSec UDP  07 Amsterdam ams  vpn cluster cisco com IPSec  08 Amsterdam nat ams  vpn cluster cisco com IPSec UDP  09 Sydney syd vpn cluster cisco com IPSec  10 Sydney nat syd vpn cluster cisco com IPSec UDP  sample 10 212 20 52 IPSec UDP   3 5                                                                                                Dd    Not connected        x       Step2 Click the Connection Entries tab     Step3 Click New at the top of the VPN Client window  The Create New VPN Connection Entry dialog box  appears  Figure 4 2         Cisco VPN Client User Gu
87. s who need technical assistance with a Cisco product   technology  or solution  Two levels of support are available  the Cisco TAC website and the Cisco TAC  Escalation Center  The avenue of support that you choose depends on the priority of the problem and the  conditions stated in service contracts  when applicable     We categorize Cisco TAC inquiries according to urgency     e Priority level 4  P4    You need information or assistance concerning Cisco product capabilities   product installation  or basic product configuration     e Priority level 3  P3    Your network performance is degraded  Network functionality is noticeably  impaired  but most business operations continue     e Priority level 2  P2    Your production network is severely degraded  affecting significant aspects  of business operations  No workaround is available     e Priority level 1  P1    Your production network is down  and a critical impact to business operations  will occur if service is not restored quickly  No workaround is available     Cisco TAC Website    You can use the Cisco TAC website to resolve P3 and P4 issues yourself  saving both cost and time  The  site provides around the clock access to online tools  knowledge bases  and software  To access the  Cisco TAC website  go to this URL     http   www cisco com tac    All customers  partners  and resellers who have a valid Cisco service contract have complete access to  the technical support resources on the Cisco TAC website  Some service
88. ser Guide for Mac OS X  ExN OL 3138 02         A    administrator password 2 4  advanced mode   buttons 3 5   menus 3 6   tabs 3 5   window 3 4   AES  Advanced Encryption Standard  1 6  aggressive mode 1 6  algorithms   data compression 1 6  encryption 1 6   in VPN client 1 2  application binaries 2 8  applications directory 2 8  authentication   algorithms 1 6  certificate 4 4  extended 1 6   features 1 4  installation 2 4  methods 4 4   mode 1 6  authentication methods 5 3  digital certificate 5 5  RADIUS 5 4   SecurID 5 5   shared key 5 3   VPN group name 5 4  authenticity 6 8    INDEX       backup servers   change order 4 9   list 4 8   tab 4 3  base 64 encoding type 6 3  binaries  application 2 8  binary encoding type 6 3  bytes received 7 9       Cc    CA  Certificate Authority  6 2    cable modem 1 1    CAURL 6 3  certificate  atlogin 5 5    authentication 4 4  chain 4 5   challenge password 6 3  change password 3 7  changing password     6 11  contents 6 2   deleting 6 10   digital 1 6  enrollment 3 10  expiration 6 2  exporting 6 9   file enrollment 6 2  identity 4 4  importing 6 7    import password 6 7         OL 3138 02    Cisco VPN Client User Guide for Mac OS X H       Bb index    management 6 1   new password 6 3   online enrollment 6 2  password  5 5 6 7   peer 1 5   properties 6 8   resume enrollment 3 8  store 6 1   validity 3 7   verifying 6 11   viewing 6 7   view properties 3 7  X 509 1 6   certificate chain 6 9  certificates menu 3 7  certificates tab 3 
89. software  you must agree to the terms of  the software license agreement     8 Introt   Licen  Selec Click Agree to continue or click Disagree to cancel the installation   Instal  Insta  f Disagree   f Agree yo    Finist    CAREFULLY BEFORE CLICKING ON  YES   IF YOU DO NOT AGREE  TO THE TERMS AND CONDITIONS OF THE AGREEMENT  CLICK   NO  ON THIS SCREEN  IN WHICH CASE YOU WILL BE DENIED  ACCESS TO THE SOFTWARE     Ownership of the Software    1  The software contained in the Cisco Systems VPN Client   the  Software    to which you are requesting access  is owned or licensed by  Cisco Systems and is protected by United States copyright laws  laws of    other nations  and or international treaties     B            Grant of License i    f Prnt  X f Save     f GoBack      Continue  gt            87148    Before you accept the license agreement  you can     Print the license agreement   e Save the license agreement to a file     Go Back to the Introduction window     Continue and agree to the terms in the license agreement   When you have completely read the Cisco VPN Client software license agreement  click Continue     To continue with the installation  click Agree     Selecting the Application Destination    If your workstation has more than one disk drive  you can select the destination volume to install the  VPN Client on your workstation  Figure 2 7 shows the Select Destination window        Cisco VPN Client User Guide for Mac OS X    01 3138 02  EN    Chapter 2    Installing 
90. ss     Cisco Systems   Attn  Customer Document Ordering  170 West Tasman Drive   San Jose  CA 95134 9883    We appreciate your comments     Obtaining Technical Assistance    Cisco provides Cisco com  which includes the Cisco Technical Assistance Center  TAC  Website  as a  starting point for all technical assistance  Customers and partners can obtain online documentation   troubleshooting tips  and sample configurations from the Cisco TAC website  Cisco com registered users  have complete access to the technical support resources on the Cisco TAC website  including TAC tools  and utilities     Cisco com    Cisco com offers a suite of interactive  networked services that let you access Cisco information   networking solutions  services  programs  and resources at any time  from anywhere in the world     Cisco com provides a broad range of features and services to help you with these tasks   e Streamline business processes and improve productivity    e Resolve technical issues with online support    Cisco VPN Client User Guide for Mac OS X  mm  OL 3138 02           About This Guide       Obtaining Technical Assistance W      Download and test software packages    Order Cisco learning materials and merchandise  e Register for online skill assessment  training  and certification programs  To obtain customized information and service  you can self register on Cisco com at this URL     http   www cisco com    Technical Assistance Center    The Cisco TAC is available to all customer
91. tes     5 1   Establishing a Connection     5 1   Choosing Authentication Methods 5 3  Shared Key Authentication 5 3  VPN Group Name and Password Authentication     5 4  RADIUS Server Authentication 5 4  SecurlD Authentication 5 5   Using Digital Certificates 5 5       cHAPTER 6 Enrolling and Managing Certificates     6 1  Using the Certificate Store     6 1  Enrolling Certificates 6 2  Managing Enrollment Requests 6 5  Viewing the Enrollment Request 6 5  Deleting an Enrollment Request 6 5  Changing the Password on an Enrollment Request     6 6  Retrying an Enrollment Request     6 6  Importing a Certificate     6 7  Viewing a Certificate     6 7  Exporting a Certificate     6 9  Deleting a Certificate     6 10  Verifying a Certificate     6 11    Changing the Password on a Personal Certificate     6 11       cHAPTER 7 Managing the VPN Client 7 1  Managing Connection Entries     7 1  Importing a Connection Entry     7 1  Modifying a Connection Entry     7 2  Deleting a Connection Entry     7 3    Event Logging 7 4    Cisco VPN Client User Guide for Mac OS X    Contents MI         OL 3138 02       BB Contents    Enable Logging 7 4   Clear Logging 7 5   Set Logging Options 7 5   Opening the Log Window     7 7  Viewing Statistics     7 8   Tunnel Details     7 9   Route Details     7 10   Notifications 7 11       INDEX       Cisco VPN Client User Guide for Mac OS X  mm  OL 3138 02      Audience    Contents    About This Guide    This VPN Client User Guide describes how to instal
92. tes in the certificate hierarchy from the root certificate   This must be installed on the VPN Client to identify each certificate  This feature enables a peer VPN  Concentrator to trust the VPN Client s identity certificate given the same root certificate  without having  the same subordinate CA certificates actually installed     The following is an example of a certificate chain      Onthe VPN Client  you have this chain in the certificate hierarchy   a  Root Certificate  b  CA Certificate 1  c  CA Certificate 2  d  Identity Certificate     Onthe VPN Concentrator  you have this chain in the certificate hierarchy  a  Root Certificate  b  CA Certificate  c  Identity Certificate    Though the identity certificates are issued by different CA certificates  the VPN device can still trust the  VPN Client s identity certificate  because it has received the chain of certificates installed on the VPN  Client PC     This feature provides flexibility because the intermediate CA certificates do not need to be installed on  the peer     Click Save  The Connection Entry dialog box closes and you return to the Connection Entries tab          OL 3138 02    Cisco VPN Client User Guide for Mac OS X H    Chapter4 Configuring Connection Entries         Transport Parameters    Transport Parameters    This section describes transport parameters you can configure for a connection entry   The transport parameters include    e Enable Transport Tunneling  page 4 7     Transparent Tunneling Mode  pag
93. the VPN Client         HZ installing the VPN Client    Figure 2 7 Select Destination Window    e Install Cisco VPN Client       Select a Destination         Introduction ERA     3  Select a destination volume to install the Cisco VPN Client     License         Select Destination           TF    Inst Typ   installit ES   Fimis fi s WC HU  classic Osx vpnclient  999MB 6 0GB 6 0M                107MB of disk space is required    Cc  E GUINEA  for this installation  Loo fact Conine    Click Continue  The VPN Client is installed in the Applications directory     Choosing the Installation Type    87169    The default installation process installs the following packages with the VPN Client application     e VPN Client application binaries  includes everything in the directory  usr local bin  including the    ipseclog    e VPN Client graphical user interface     e VPN Client kernel extension    e VPN Client profiles  includes the global profile  vpnclient ini  and any user profiles    pcf files      e VPN startup  the system startup script to automatically start the client at boot time         The VPN Client application binaries and the VPN Client kernel extension must be part of your    installation  However  installing the other three packages is optional     To install all packages  click Install on the Easy Install window  Figure 2 8         E Cisco VPN Client User Guide for Mac OS X    OL 3138 02        Chapter 2    Installing the VPN Client       Figure 2 8 Easy Install Window 
94. tion     e Hostnames   Use legitimate network host or end system name notation  for example  VPNOI    Spaces are not allowed  A hostname must uniquely identify a specific system on a network  A  hostname can be up to 255 characters in length     e User names and Passwords    Text strings for user names and passwords use alphanumeric characters  in both upper  and lower case  Most text strings are case sensitive  For example  simon and Simon  would represent two different user names  The maximum length of user names and passwords is  generally 32 characters  unless specified otherwise     Obtaining Documentation    Cisco com    Cisco provides several ways to obtain documentation  technical assistance  and other technical  resources  These sections explain how to obtain technical information from Cisco Systems     You can access the most current Cisco documentation on the World Wide Web at this URL   http   www cisco com univercd home home htm   You can access the Cisco website at this URL    http   www cisco com   International Cisco web sites can be accessed from this URL     http   www cisco com public countries_languages shtml    Documentation CD ROM    Cisco documentation and additional literature are available in a Cisco Documentation CD ROM  package  which may have shipped with your product  The Documentation CD ROM is updated monthly  and may be more current than printed documentation  The CD ROM package is available as a single unit  or through an annual subscription  
95. upported Accounts  NSA   When you call the center  please have available your service agreement  number and your product serial number     Obtaining Additional Publications and Information    Information about Cisco products  technologies  and network solutions is available from various online  and printed sources     The Cisco Product Catalog describes the networking products offered by Cisco Systems as well as  ordering and customer support services  Access the Cisco Product Catalog at this URL     http   www cisco com en US products products_catalog links launch html    Cisco Press publishes a wide range of networking publications  Cisco suggests these titles for new  and experienced users  Internetworking Terms and Acronyms Dictionary  Internetworking  Technology Handbook  Internetworking Troubleshooting Guide  and the Internetworking Design  Guide  For current Cisco Press titles and other information  go to Cisco Press online at this URL     http   www ciscopress com    Packet magazine is the Cisco monthly periodical that provides industry professionals with the latest  information about the field of networking  You can access Packet magazine at this URL     http   www cisco com en US about ac123 acll4 about cisco packet magazine html    iQ Magazine is the Cisco monthly periodical that provides business leaders and decision makers  with the latest information about the networking industry  You can access iQ Magazine at this URL     http   business cisco com prod tree taf
96. ut VPN Client   Displays the current VPN Client version  the VPN Client type  platform   and  the copyright information     e Preferences   Sets VPN Client window preferences  Figure 3 2      Figure 3 2 VPN Client Window Preferences    oo08 Preferences    Save window settings     3 Minimize upon connect    v Enable tooltips     ED C    ai    76552       Cisco VPN Client User Guide for Mac OS X    Chapter3 Navigating the User Interface         HE Choosing a Run Mode        Save window settings   Saves changes to the VPN Client window  For example  you can save  the window size  the window position  the selected tab  and the view  simple or advanced  mode        Minimize upon connect    Places the VPN Client window in the dock when the VPN connection  is established        Enable tooltips   Enables tool tips for the toolbar action buttons  e Services   Access standard Mac OS X services       Hide VPN Client   Remove the VPN Client window from your screen  This option does not close  the application or minimize the screen       Hide Others   Remove all windows except the VPN Client from your screen     Show All   Displays all windows that were previously hidden       Quit VPN Client   Closes the VPN Client application     Choosing a Run Mode    You can run the VPN Client in simple mode or in advanced mode  The default is advanced mode       Use simple mode if you only want to start the VPN Client application and establish a connection to  a VPN device using the default connectio
    
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