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Connect outlook 2007 on XP to Exchange 2013

Posted on 2014-01-20
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Last Modified: 2014-02-20
We just installed Exchange server 2013. We have some remote sites outside of our network so I have the external DNS setup mail.domain.org and autodiscover.domain.org pointing to an static ip that is routed to the exchange server.

On windows 7 with outlook 2013 we where successful in adding the mailboxes, but on Windows XP with outlook 2007 or 2010 we keep getting the credentials prompt for authentication.

We issued the certificates from our AD CA.
mail.domain.org
autodiscover.domain.org
domain.org
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Question by:FlyingEagle855
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by:SandyWalve
ID: 39797111
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by:FlyingEagle855
ID: 39797442
I reissued the certificate making server.domain.local the CN. Outlook promptes for username password, I enter domain.local\user and password, and it gets past Establish Network Connection and Search for user@domain.org and then just keeps asking for credentials.
 If I hit cancel on login screenIf I hit cancel I get this screen.
Login Screen Keeps Poping Up
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by:SandyWalve
ID: 39797453
go to command prompt and do nslookup and type your exchange server name. Does it resolves with IP address?

Above screenshot show when you hit cancel it is searching for Exchange server with SID and not the proper name.
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by:FlyingEagle855
ID: 39797574
nslookup from client workstation
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Author Comment

by:FlyingEagle855
ID: 39797703
I am noticing that when being prompted for the password it saying enter password for domain.local\user on https://autodiscover.domain.org, maybe the CN should be the autodiscover or I maybe set DNS wrong?
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FlyingEagle855 earned 0 total points
ID: 39797980
I resolved my issue by digging into the wallet and purchased a DigiCert UC Certificate.

Mail.domain.org = CN
autodiscover.domain.org
domain.org
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by:SandyWalve
ID: 39799415
Hey That is great news...
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by:LeeTutor
ID: 39872882
This question has been classified as abandoned and is closed as part of the Cleanup Program. See the recommendation for more details.
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