OpenVPN Windows 7 x64 Client Cannot See Remote LAN – Troubleshooting

openvpnroutingwindows 7windows-xp

I'm using OpenVPN 2.1.1 with Windows XP x86 SP3 and Windows 7 x64 clients to an Endian Community 2.4.0 box which includes OpenVPN 2.1-rc15.

Connecting from both works fine, but accessing resources on the green LAN does not work from Windows 7, and works for XP.
So: I can ping the hosts on the pushed networks through the VPN, but with windows7 I only ping the firewall green ip address.

Edit: I have tried the route-method exe / route-delay 2 trick, but that does not solve the issue.

More specifics on the Endian configuration (tried both 2.2 and 2.4, both fail):

red=192.168.100.25;192.168.71.25
green=176.16.41.1
orange=176.16.141.1

It basically runs as an OpenVPN server, serving at red, providing access to green.

On Windows XP, I have the default OpenVPN 2.1.1 install, using OpenVPN GUI (included in the install) and everything is dandy.

On Windows 7 x64, I run the same, but now with OpenVPN GUI as Administrator.
It can only ping the green gateway, but no other machines.

Windows 7 log:

Tue Aug 10 18:50:15 2010 OpenVPN 2.1.1 i686-pc-mingw32 [SSL] [LZO2] [PKCS11] built on Dec 11 2009
Tue Aug 10 18:50:23 2010 WARNING: No server certificate verification method has been enabled.  See http://openvpn.net/howto.html#mitm for more info.
Tue Aug 10 18:50:23 2010 NOTE: OpenVPN 2.1 requires '--script-security 2' or higher to call user-defined scripts or executables
Tue Aug 10 18:50:24 2010 LZO compression initialized
Tue Aug 10 18:50:24 2010 Control Channel MTU parms [ L:1576 D:140 EF:40 EB:0 ET:0 EL:0 ]
Tue Aug 10 18:50:24 2010 Data Channel MTU parms [ L:1576 D:1450 EF:44 EB:135 ET:32 EL:0 AF:3/1 ]
Tue Aug 10 18:50:24 2010 Local Options hash (VER=V4): '31fdf004'
Tue Aug 10 18:50:24 2010 Expected Remote Options hash (VER=V4): '3e6d1056'
Tue Aug 10 18:50:24 2010 Attempting to establish TCP connection with 192.168.71.25:1194
Tue Aug 10 18:50:24 2010 TCP connection established with 192.168.71.25:1194
Tue Aug 10 18:50:24 2010 Socket Buffers: R=[8192->8192] S=[8192->8192]
Tue Aug 10 18:50:24 2010 TCPv4_CLIENT link local: [undef]
Tue Aug 10 18:50:24 2010 TCPv4_CLIENT link remote: 192.168.71.25:1194
Tue Aug 10 18:50:24 2010 TLS: Initial packet from 192.168.71.25:1194, sid=165d50de 52c0ecba
Tue Aug 10 18:50:24 2010 WARNING: this configuration may cache passwords in memory -- use the auth-nocache option to prevent this
Tue Aug 10 18:50:24 2010 VERIFY OK: depth=1, /C=IT/O=efw/CN=efw_CA
Tue Aug 10 18:50:24 2010 VERIFY OK: depth=0, /C=IT/O=efw/CN=127.0.0.1
Tue Aug 10 18:50:24 2010 Data Channel Encrypt: Cipher 'BF-CBC' initialized with 128 bit key
Tue Aug 10 18:50:24 2010 Data Channel Encrypt: Using 160 bit message hash 'SHA1' for HMAC authentication
Tue Aug 10 18:50:24 2010 Data Channel Decrypt: Cipher 'BF-CBC' initialized with 128 bit key
Tue Aug 10 18:50:24 2010 Data Channel Decrypt: Using 160 bit message hash 'SHA1' for HMAC authentication
Tue Aug 10 18:50:24 2010 Control Channel: TLSv1, cipher TLSv1/SSLv3 DHE-RSA-AES256-SHA, 1024 bit RSA
Tue Aug 10 18:50:24 2010 [127.0.0.1] Peer Connection Initiated with 192.168.71.25:1194
Tue Aug 10 18:50:26 2010 SENT CONTROL [127.0.0.1]: 'PUSH_REQUEST' (status=1)
Tue Aug 10 18:50:27 2010 PUSH: Received control message: 'PUSH_REPLY,ifconfig 172.16.41.209 255.255.255.0,dhcp-option DOMAIN pluimers.com,ping-restart 30,ping 8,route-gateway 172.16.41.1,route-gateway 172.16.41.1'
Tue Aug 10 18:50:27 2010 OPTIONS IMPORT: timers and/or timeouts modified
Tue Aug 10 18:50:27 2010 OPTIONS IMPORT: --ifconfig/up options modified
Tue Aug 10 18:50:27 2010 OPTIONS IMPORT: route-related options modified
Tue Aug 10 18:50:27 2010 OPTIONS IMPORT: --ip-win32 and/or --dhcp-option options modified
Tue Aug 10 18:50:27 2010 TAP-WIN32 device [Local Area Connection 2] opened: \\.\Global\{F3F5E8A1-1797-4FA8-902E-3895A2163148}.tap
Tue Aug 10 18:50:27 2010 TAP-Win32 Driver Version 9.6
Tue Aug 10 18:50:27 2010 TAP-Win32 MTU=1500
Tue Aug 10 18:50:27 2010 Notified TAP-Win32 driver to set a DHCP IP/netmask of 172.16.41.209/255.255.255.0 on interface {F3F5E8A1-1797-4FA8-902E-3895A2163148} [DHCP-serv: 172.16.41.0, lease-time: 31536000]
Tue Aug 10 18:50:27 2010 Successful ARP Flush on interface [34] {F3F5E8A1-1797-4FA8-902E-3895A2163148}
Tue Aug 10 18:50:32 2010 TEST ROUTES: 0/0 succeeded len=-1 ret=1 a=0 u/d=up
Tue Aug 10 18:50:32 2010 Initialization Sequence Completed[/code]

Windows 7 routing table:

IPv4 Route Table
===========================================================================
Active Routes:
Network Destination        Netmask          Gateway       Interface  Metric
          0.0.0.0          0.0.0.0     192.168.71.1   192.168.71.160     20
        127.0.0.0        255.0.0.0         On-link         127.0.0.1    306
        127.0.0.1  255.255.255.255         On-link         127.0.0.1    306
  127.255.255.255  255.255.255.255         On-link         127.0.0.1    306
      169.254.0.0      255.255.0.0         On-link   169.254.100.145    276
  169.254.100.145  255.255.255.255         On-link   169.254.100.145    276
  169.254.255.255  255.255.255.255         On-link   169.254.100.145    276
      172.16.41.0    255.255.255.0         On-link     172.16.41.209    286
    172.16.41.209  255.255.255.255         On-link     172.16.41.209    286
    172.16.41.255  255.255.255.255         On-link     172.16.41.209    286
     192.168.71.0    255.255.255.0         On-link    192.168.71.160    276
   192.168.71.160  255.255.255.255         On-link    192.168.71.160    276
   192.168.71.255  255.255.255.255         On-link    192.168.71.160    276
    192.168.237.0    255.255.255.0         On-link     192.168.237.1    276
    192.168.237.1  255.255.255.255         On-link     192.168.237.1    276
  192.168.237.255  255.255.255.255         On-link     192.168.237.1    276
        224.0.0.0        240.0.0.0         On-link         127.0.0.1    306
        224.0.0.0        240.0.0.0         On-link    192.168.71.160    276
        224.0.0.0        240.0.0.0         On-link   169.254.100.145    276
        224.0.0.0        240.0.0.0         On-link     192.168.237.1    276
        224.0.0.0        240.0.0.0         On-link     172.16.41.209    286
  255.255.255.255  255.255.255.255         On-link         127.0.0.1    306
  255.255.255.255  255.255.255.255         On-link    192.168.71.160    276
  255.255.255.255  255.255.255.255         On-link   169.254.100.145    276
  255.255.255.255  255.255.255.255         On-link     192.168.237.1    276
  255.255.255.255  255.255.255.255         On-link     172.16.41.209    286
===========================================================================

(you can ignore these routes, as the are from VMware workstation running on the same machine:
– 192.168.237.0/24
– 169.254.0.0/16
)

Windows XP log:

Tue Aug 10 19:01:04 2010 OpenVPN 2.1.1 i686-pc-mingw32 [SSL] [LZO2] [PKCS11] built on Dec 11 2009
Tue Aug 10 19:01:06 2010 WARNING: No server certificate verification method has been enabled.  See http://openvpn.net/howto.html#mitm for more info.
Tue Aug 10 19:01:06 2010 NOTE: OpenVPN 2.1 requires '--script-security 2' or higher to call user-defined scripts or executables
Tue Aug 10 19:01:07 2010 LZO compression initialized
Tue Aug 10 19:01:07 2010 Control Channel MTU parms [ L:1576 D:140 EF:40 EB:0 ET:0 EL:0 ]
Tue Aug 10 19:01:07 2010 Data Channel MTU parms [ L:1576 D:1450 EF:44 EB:135 ET:32 EL:0 AF:3/1 ]
Tue Aug 10 19:01:07 2010 Local Options hash (VER=V4): '31fdf004'
Tue Aug 10 19:01:07 2010 Expected Remote Options hash (VER=V4): '3e6d1056'
Tue Aug 10 19:01:07 2010 Attempting to establish TCP connection with 192.168.71.25:1194
Tue Aug 10 19:01:07 2010 TCP connection established with 192.168.71.25:1194
Tue Aug 10 19:01:07 2010 Socket Buffers: R=[8192->8192] S=[8192->8192]
Tue Aug 10 19:01:07 2010 TCPv4_CLIENT link local: [undef]
Tue Aug 10 19:01:07 2010 TCPv4_CLIENT link remote: 192.168.71.25:1194
Tue Aug 10 19:01:07 2010 TLS: Initial packet from 192.168.71.25:1194, sid=983b94eb 87732d38
Tue Aug 10 19:01:07 2010 WARNING: this configuration may cache passwords in memory -- use the auth-nocache option to prevent this
Tue Aug 10 19:01:07 2010 VERIFY OK: depth=1, /C=IT/O=efw/CN=efw_CA
Tue Aug 10 19:01:07 2010 VERIFY OK: depth=0, /C=IT/O=efw/CN=127.0.0.1
Tue Aug 10 19:01:07 2010 Data Channel Encrypt: Cipher 'BF-CBC' initialized with 128 bit key
Tue Aug 10 19:01:07 2010 Data Channel Encrypt: Using 160 bit message hash 'SHA1' for HMAC authentication
Tue Aug 10 19:01:07 2010 Data Channel Decrypt: Cipher 'BF-CBC' initialized with 128 bit key
Tue Aug 10 19:01:07 2010 Data Channel Decrypt: Using 160 bit message hash 'SHA1' for HMAC authentication
Tue Aug 10 19:01:07 2010 Control Channel: TLSv1, cipher TLSv1/SSLv3 DHE-RSA-AES256-SHA, 1024 bit RSA
Tue Aug 10 19:01:07 2010 [127.0.0.1] Peer Connection Initiated with 192.168.71.25:1194
Tue Aug 10 19:01:09 2010 SENT CONTROL [127.0.0.1]: 'PUSH_REQUEST' (status=1)
Tue Aug 10 19:01:10 2010 PUSH: Received control message: 'PUSH_REPLY,ifconfig 172.16.41.201 255.255.255.0,dhcp-option DOMAIN pluimers.com,ping-restart 30,ping 8,route-gateway 172.16.41.1,route-gateway 172.16.41.1'
Tue Aug 10 19:01:10 2010 OPTIONS IMPORT: timers and/or timeouts modified
Tue Aug 10 19:01:10 2010 OPTIONS IMPORT: --ifconfig/up options modified
Tue Aug 10 19:01:10 2010 OPTIONS IMPORT: route-related options modified
Tue Aug 10 19:01:10 2010 OPTIONS IMPORT: --ip-win32 and/or --dhcp-option options modified
Tue Aug 10 19:01:10 2010 TAP-WIN32 device [Local Area Connection 3] opened: \\.\Global\{C4752F65-93BA-4DED-A1FE-2633F1481ABF}.tap
Tue Aug 10 19:01:10 2010 TAP-Win32 Driver Version 9.6
Tue Aug 10 19:01:10 2010 TAP-Win32 MTU=1500
Tue Aug 10 19:01:10 2010 Notified TAP-Win32 driver to set a DHCP IP/netmask of 172.16.41.201/255.255.255.0 on interface {C4752F65-93BA-4DED-A1FE-2633F1481ABF} [DHCP-serv: 172.16.41.0, lease-time: 31536000]
Tue Aug 10 19:01:10 2010 Successful ARP Flush on interface [2] {C4752F65-93BA-4DED-A1FE-2633F1481ABF}
Tue Aug 10 19:01:15 2010 TEST ROUTES: 0/0 succeeded len=-1 ret=0 a=0 u/d=down
Tue Aug 10 19:01:15 2010 Route: Waiting for TUN/TAP interface to come up...
Tue Aug 10 19:01:18 2010 TEST ROUTES: 0/0 succeeded len=-1 ret=1 a=0 u/d=up
Tue Aug 10 19:01:18 2010 Initialization Sequence Completed

The XP routing table:

===========================================================================
Active Routes:
Network Destination        Netmask          Gateway       Interface  Metric
          0.0.0.0          0.0.0.0    192.168.237.2  192.168.237.128      10
        127.0.0.0        255.0.0.0        127.0.0.1       127.0.0.1       1
      172.16.41.0    255.255.255.0    172.16.41.201   172.16.41.201       30
    172.16.41.201  255.255.255.255        127.0.0.1       127.0.0.1       30
   172.16.255.255  255.255.255.255    172.16.41.201   172.16.41.201       30
    192.168.237.0    255.255.255.0  192.168.237.128  192.168.237.128      10
  192.168.237.128  255.255.255.255        127.0.0.1       127.0.0.1       10
  192.168.237.255  255.255.255.255  192.168.237.128  192.168.237.128      10
        224.0.0.0        240.0.0.0    172.16.41.201   172.16.41.201       30
        224.0.0.0        240.0.0.0  192.168.237.128  192.168.237.128      10
  255.255.255.255  255.255.255.255    172.16.41.201   172.16.41.201       1
  255.255.255.255  255.255.255.255  192.168.237.128  192.168.237.128      1
Default Gateway:     192.168.237.2
===========================================================================

Anyone having an idea what goes wrong?

–jeroen

Best Answer

Well i faced the same problem. Tried all the stuff like enable file sharing, setting same workgroup, etc. Nothing helped but this:

I noticed that there is a multiple number of network adapters in Device manager. All were hidden so one must click View and enable hidden devices.

All of them were named something like ...4to6 adapter. When I removed all these adapters my file/printer sharing and networking with XP clients starts working after reboot. If there is a huge number of these adapters you have to remove it all. It can be done using appropriate (32 or 64 bit version) tool DEVCON.EXE (which is part of Windows Driver Kit - Download details: Windows Driver Kit Version 7.1.0). More can be found here The DevCon command-line utility functions as an alternative to Device Manager.

I found this solution here: http://ryanvictory.com/posts/automating-6to4-adapter-removal-in-windows/