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Unable to send email from Exchange 2003 to 2010 during migation

Posted on 2011-02-15
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Last Modified: 2012-08-14
Howdy,
We are migrating internally from Exchange 2003 to 2010.  I have moved a couple test mailboxes and am able to send email from the mailboxes on 2010 to the 2003 server, but mailboxes on the 2003 server cannot email to the mailboxes on 2010.  I get this bounce back:

The following recipient(s) cannot be reached:
      Test1 on 2/15/2011 8:48 AM
            There was a SMTP communication problem with the recipient's email server.  Please contact your system administrator.
            <exchange2003.domain.local #5.5.0 smtp;550 sorry, no mailbox here by that name (#5.1.1)>

Any ideas?  I am not finding any errors in the system or application event logs.  Among other documentation we have been using this one the most: http://msexchangegeek.com/2010/01/30/rapid-transition-guide-from-exchange-2003-to-exchange-2010/

Also, it might or might be related but the Public Folders from Exchange 2003 are not migrating to Exchange 2010.

Thanks!
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Question by:aiscom
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LVL 17

Expert Comment

by:Viral Rathod
ID: 34897355
Can you run a ExBPA report on the 2010 server and post any errors or warnings?  Any events in the Event Viewer Applicaton Log?  
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Author Comment

by:aiscom
ID: 34897624
I ran the Health scan and am getting some Certificate SAN mismatches, and Offline address book replica not found (OAB2,3,4).  I am aware of the certificate issues (I am using a wild card certificate and am still setting that part up).
On the Public Folders, I checked the Exchange2003 server and the OAB folders state both Exchange servers under Replication.
Still not sure about the mail delivery though.
There are no errors in the Application log.
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Expert Comment

by:Viral Rathod
ID: 34898353
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Accepted Solution

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aiscom earned 0 total points
ID: 34899011
Thanks viralrathod.
I was able to resolve the issue.  It ended up being a smarthost specified in our old exchange server.  As soon as this was removed, we were able to send email from old to new and the Public Folders began replicating correctly.  Thanks for the link to that document.  I will keep it on hand as well.
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Author Comment

by:aiscom
ID: 34899017
i resolved based on own research
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LVL 17

Expert Comment

by:Viral Rathod
ID: 34905005
Thanks for your update ,Have nice day.
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Author Closing Comment

by:aiscom
ID: 34936424
removing smarthost resolved issue
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