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Internal email servers weird routing

below i have a message header from an email sent from one user to another in our organization. Both users reside on the same server but in different mailboxes.

Looking at the log it looks like it was passed around servers a few times before coming to rest at the correct mailstore. what could cause this sort of routing issue? Everything else seems to be working without issue.

Received: from INTERNAL-EXCHSRV.internaldomain.local (192.168.1.12) by
INTERNAL-MAILSRV.internaldomain.local (192.168.1.33) with Microsoft SMTP
Server (TLS) id 15.1.466.34 via Mailbox Transport; Mon, 26 Sep 2016 11:29:52
+0100
Received: from INTERNAL-MAILSRV.internaldomain.local (192.168.1.33) by
INTERNAL-EXCHSRV.internaldomain.local (192.168.1.12) with Microsoft SMTP
Server (TLS) id 15.0.1210.3; Mon, 26 Sep 2016 11:29:52 +0100
Received: from INTERNAL-MAILSRV.internaldomain.local ([::1]) by
INTERNAL-MAILSRV.internaldomain.local ([::1]) with mapi id 15.01.0466.034; Mon,
26 Sep 2016 11:29:52 +0100

Adam Brown

Do all your exchange servers have all the roles installed? What version are you running?

CaptainGiblets

ASKER

oen is 2013 latest CU and the other is 2016 latest CU

Basically i am in middle of migrating users between 2013 to 2016 when i noticed this weird issue. but both users are on the 2016 server.

Both have all roles installed.

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Akhater

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CaptainGiblets

ASKER

Thanks.