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MAC OSX Lion - VPN Issue

Posted on 2011-09-28
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Last Modified: 2012-05-12
I am using a MacBook Pro running MAC OSX Lion.  I have created a VPN connection using System Preferences, Network.  VPN Connection is setup as Cisco IPSec.  I can connect fine using the VPN, but cannot access any other subnets on my network.  I can access everything via SSH, RDP, etc. on a specific subnet, but nothing else.  I can't even ping it.  I have put in my correct DNS servers, and all of my DNS Search Suffixes, but nothing works.  

I have no issues while in the office.  So, I'm guessing it has something to do with the VPN.  Not sure if anyone has any thoughts or assistance.
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Question by:Elemica
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by:strung
ID: 36787312
Is your local LAN on the same subnet as the remote LAN you are trying to connect to? Are both on 192.168.1.x, for instance? This can cause problems because then your local computer does not know it, say, 192.168.1.100 is a local or remote IP address.

Change your local LAN subnet to something different, like 192.168.3.x, for instance, will solve this problem.
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by:Elemica
ID: 36792259
No they are not the same subnets.  This works perfectly fine from a Windows 7 Laptop. Just not working on MAC OSX Lion.  We just got 5 MACs (first ones in the company) in the last 2 weeks and all of them are reporting issues with the VPN, though all had Windows7 Laptops prior and never had issues.
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by:parparov
ID: 36894951
It looks like your routing is not set up correctly.
From OSX's command prompt, please issue:
ifconfig -a
netstat -nr

and show us the results.
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Author Comment

by:Elemica
ID: 36918994
From what i can find, its a Lion VPN (Cisco IPSEC) issue.  I've come across a lot of other people with the same issues with no resolution.  

Now, I can't even make a connection.  I hit connect, it says connecting at the top and never prompts for userid and password.  Then it says
"VPN Configuration
A configuration error occurred.  Verify your settings and try reconnecting."

Thoughts?
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strung earned 500 total points
ID: 36919250
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