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Cant remote desktop from mac to Windows 7 machine at my office

All,
I have a mac with operating system Mac OSX 10.6.8.  I am able to create a vpn connection to my office and ping across the vpn connection with no problems.

I am able to use remote desktop and connect to my XP workstation and my Windows 2003 server with no problems.

However, when i try to connect to any Windows 7 machine through the vpn tunnel it fails ?

I brought my Mac into work and connected it to the local network and WAS able to connect to the widows 7 workstation but as soon as I bring it home ( off network) I can no longer connect??

John
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Michael Dyer
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All.
The firewall on the windows 7 machine is turned off.  I have also ruled out the antivirus software.  The remote desktop settings are setup to "allow connections from computers running any version of remote desktop ( less secure) already.

Keep in mind - when I have my MAC in the office I can connect to the windows 7 workstation with no problems.  The issue i am experiencing seems to be related to the VPN connection.

John
Agreed on the subnet.
However, I have the MAc statically mapped at the moment for testing purposes.

My mac has a public facing ip address ( 70.63.X.X) and once the vpn is connected it picks
up a local DHCP address ( 192.168.10.X) from my work network.  The ip address of the workstation I m trying to get to is 192.168.10.153.

I can ping 192.168.10.153 but I cant remote to it.

I can ping and remote to my other XP workstation 192.168.10.106.
have you tried to connect via ip instead of hostname over the vpn?  That would be a dns issue if so.
All my connection attempts are via ip address - 192.168.10.153
might be silly but is the windows 7 computer going to sleep or hibernating?  hate to over look the obvious.
Not silly at all - I set up the power profile on this server to Never go to sleep or hibernate.
These are some heavy duty office workstation machines that run 24 by 7.
can anything rdp over the vpn to this specific computer?  another windows machine?  want to eliminate the mac piece although i dont feel it is the issue.
Yes - i can connect to this workstation over the vpn from other windows machines.
what rdp client are you using for mac?
Just something I noticed.

My work network has multiple subnets ( 192.168.10.X and 192.168.11.X).
When you vpn to my network you are assigned a 10.X address from the dhcp server.
My dhcp server has a static route setup so you can ping and connect to the 11 network.
Dns name resolution and routing works perfectly for windows based machines.

However, when my MAC connects via VPN, I do get an address from my DHCP server but I cant communicate with my 11 network and DNS name resolution does not work.  I can only ping by ip address ?

Not being MAC guy, I am not sure if this is normal ( i wouldnt think so) but there might be some kind of cross platform issue between MAC and PC.  Maybe I need to do something to make DNS  and routing work ?

John
Are you trying to connect by computer name or IP?  It might be a DNS issue resolving the name if you are trying to connect by name.

Ensure that the network name for the network where your PC lives is in the resolver rules on the Mac comptuer. Open the network control panel under system preferences, goto Advanced, and then DNS. In Search Domains, add the name of the work network. (This actually adds the network name to /etc/resolv.conf ) This may be enough to bring the connection into life.
dns should not matter since you are attempting to rdp via IP address.
I am using rdp client 2.1.  The MAc has the latest updates installed on it.
I am connecting by ip address not by name.
I was never able to get this working on this particular machine.  I give the points to the experts because they tried.  Thanks and Merry Xmas !