Problem connecting Outlook to Exchange at 2nd site

[neonetman]

We currently run 2 sites, linked by a hardware VPN. The 2 sites are configured on different internal IP ranges, and set up as separate site in AD Sites and Services.

 

Currently, when I login to a PC a the main site (containing the Exchange server), Outlook will configure itself and connect correctly. If I take the same PC to the 2nd site, and log in identically, it struggles to get the settings and connect to the server

 

The firewall rules between the 2 sites are wide open, DNS works as I can browse to webmail/ping the Exchange URL.

 

I'm at a loss where to look next as the only difference is which site the PC is sitting at.

 

Can anyone give me any hints what to look at for this?

 

Cheers

 

Iain

[chaplic]

At the working site, open outlook, got to the bottom right and find the outlook icon. Hold CTRL, right click and select test email autoconfiguration

 

Put in your email address, don't put in a password and untick Use GuessSmart and Secure Guessmart Auth and hit test

 

Take a note of the Results and Log panes.

 

Repeat at other site, compare and contrast.

 

If they are broadly the same, test you can raise a web connection the URLs shown

[FishCustard]

Currently, when I login to a PC a the main site (containing the Exchange server), Outlook will configure itself and connect correctly. If I take the same PC to the 2nd site, and log in identically, it struggles to get the settings and connect to the server

 

When you say "struggle", do you mean it connects eventually after a long delay, that it's inconsistent, or that it doesn't work at all?