troubleshooting Question

Cannot send email from Exchange 2013 to Exchange 2010 within the same organization

Avatar of M Ali
M Ali asked on
ExchangeEmail Servers
5 Comments1 Solution4647 ViewsLast Modified:
Hi guys,
I'm in the middle of migrating my users from exchange 2010 to exchange 2013 and i need help with one issue I'm having with my Exchange 2013 sending. I have successfully installed 2013 (per Microsoft migration guide), I have also followed the migration post installation procedures and I've successfully moved one of the mail boxes to 2013 from the 2010 server.

Problem:
I cannot send internal emails (within the same Exchange organization) from the 2013 mailbox to any of the exchange 2010 mail boxes. But I have no problem sending emails from exchange 2010 mailboxes to  the exchange 2013 mail box. I'm also able to send external emails from the same exchange 2013 mail box to internet email addresses after I've created an smtp send connector.

Here is a sample of the delivery email report I get ==========
==============================================================

"
This message hasn't been delivered yet. Delivery will continue to be attempted.
The server will keep trying to deliver this message for the next 1 days, 19 hours and 51 minutes. You'll be notified if the message can't be delivered by that time.






Diagnostic information for administrators:
Generating server: CG-EXCH2013.mydomain.ca
Receiving server: CG-EXCH2010.mydomain.ca (192.168.1.2)
myemail@mydomain.ca
Remote Server at CG-EXCH2010.mydomain.ca (192.168.1.2) returned '400 4.4.7 Message delayed'
10/2/2014 7:40:18 PM - Remote Server at CG-EXCH2010.mydomain.ca (192.168.1.2) returned '451 4.4.0 Primary target IP address responded with: "451 5.7.3 Cannot achieve Exchange Server authentication." Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts. The last endpoint attempted was 192.168.1.2:25'
Original message headers:

Received: from CG-EXCH2013.mydomain.ca (192.168.1.22) by
 CG-EXCH2013.mydomain.ca (192.168.1.22) with Microsoft SMTP Server (TLS) id
 15.0.847.32; Thu, 2 Oct 2014 11:42:11 -0400
Received: from CG-EXCH2013.mydomain.ca ([fe80::5833:4ace:9096:337]) by
 CG-EXCH2013.mydomain.ca ([fe80::5833:4ace:9096:337%12]) with mapi id
 15.00.0847.030; Thu, 2 Oct 2014 11:42:05 -0400
Content-Type: application/ms-tnef; name="winmail.dat"
Content-Transfer-Encoding: binary
From: u1-ex2010 <sender1@mydomain.ca>
To: Mohammed Ali <myemail@mydomain.ca>
Subject: test90
Thread-Topic: test90
Thread-Index: AQHP3ldqrHq4pepDf0C6VLIoDMJrcw==
Date: Thu, 2 Oct 2014 11:42:05 -0400
Message-ID: <da4e62cb6f6044ceb11449f4a4c0f2b2@CG-EXCH2013.mydomain.ca>
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach:
X-MS-TNEF-Correlator: <da4e62cb6f6044ceb11449f4a4c0f2b2@CG-EXCH2013.mydomain.ca>
MIME-Version: 1.0
X-Originating-IP: [192.168.1.151]
Return-Path: sender1@mydomain.ca"
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