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server 2008 VPN

Hi All

I have set-up the VPN on my server 2008, I can connect remotely using and PC based machine. I can ping the server by IP, by name and map network drives  but when I connect a MAC to the VPN which is successful I cant map a drive either by IP or by the server name, any help would be appreciated.
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Rich Weissler

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I would need to check the version of MAC OS and revert back to you. Internal everything is fine it is only over the VON that I encounter issues but my MAC is running the latests version and would need to check the clients version.
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Rich Weissler

Sounds like a different problem... assuming a version more recent than Lion...
If you traceroute to the remote server IP address... can you see whether the traffic is going through the VPN?  (And I think you said you could ping the server from a PC when connected to the VPN... do you get the same ping response from the Mac?)
Hi Rich

I am running OS X Yosemite, I cant ping the server but I can Ping the MAC from the server when connected. I can connect to a drive mapping when on the local network!  I need to try to ping from the MAC while on the LAN that is the only this I haven't done! AS I say windows 7 & 8 are just fine.
Is the windows firewall on the server configured to authenticate connections?  (Could check ICMP or fileshare connection rules.)

Can the MAC ping other devices on the LAN when connected via VPN?
Windows firewall is turned off, I cant ping anything on the network over the VPN.
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Its on the same range I will try this but if a PC work on the same range why not MAC?
My office network is 192.168.1.***  I have changed the IP range where I am testing to 192.168.10.*** and I still see the same issue.
Routers both side are Asus AC68U
are you using wireless on your mac ?

Also, as a test, can you change the priority on the network on your mac so the once VPN connects, its right on the top.

Connect and try to ping.

Also, for a test, disable the firewall on both routers and also disable on MAC.
also is that mac a laptop and if taken on site, is it able to connect to the network shares at all?
The MAC is hard cabled not on wireless, whilst the MAC is in the office it connects to all the drive shares fine!
do you by any chance have another mac or may be an ipad handy so you can test on that.

once connected to the VPN, what results does trace route dish out?
I will give that a go and revert back to you, Thanks for the help.
Very strange, I tried in the IPAD first then I tied on the same IP range same issue, tried again on a different and both are working! Thank you so much, I am going to split the point with Rich as he was supper helpful also, I hope your cool with that.