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David_Blumberg
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Exchange 2007 NDR - Weird Issue with failing emails

User is trying to send email from local account to gmail account using outlook 2003 and for some reason the server thinks that this email is local and is failing.  I have tried everything I can think of including switching on and off cached exchange mode with same issue.  Error info as follows


email is being sent to xxx@gmail.com  and exchange thinks it is a local user


Delivery has failed to these recipients or distribution lists:
 
user
The recipient's e-mail address was not found in the recipient's e-mail system. Microsoft Exchange will not try to redeliver this message for you. Please check the e-mail address and try resending this message, or provide the following diagnostic text to your system administrator.
 
  _____  
Sent by Microsoft Exchange Server 2007


 
Diagnostic information for administrators:
 
Generating server: srv1.nt1.local
 
IMCEAEX-_O=FIRST+20ORGANIZATION_OU=First+20administrative+20group_cn=Recipients_cn=user@corporation.com
#550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found ##
 
Original message headers:
 
Received: from srv1.nt1.local ([fe80::55b9:4f0d:f28f:502f]) by
 srv1.nt1.local ([fe80::55b9:4f0d:f28f:502f%10]) with mapi; Thu, 15 Mar
 2012 16:18:31 -0400
Content-Type: application/ms-tnef; name="winmail.dat"
Content-Transfer-Encoding: binary
From: Barbara Wilhite <sender@corporation.com>
To: Bob Bratcher
        <IMCEAEX-_O=FIRST+20ORGANIZATION_OU=First+20administrative+20group_cn=Recipients_cn=user@corporation.com>
Date: Thu, 15 Mar 2012 16:18:04 -0400
Subject: FW: Important info
Thread-Topic: Important info
Thread-Index: Ac0C6KjT65JxL6EzQ7S5rVN3SG+wIAAAAvBw
Message-ID: <6C883F87DF612643B804809C79EA50194A7E146993@srv1.nt1.local>
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach:
X-MS-TNEF-Correlator: <6C883F87DF612643B804809C79EA50194A7E146993@srv1.nt1.local>
MIME-Version: 1.0
X-KSE-Antivirus-Interceptor-Info: scan successful
X-KSE-Antivirus-Info: Clean
ExchangeWindows Server 2008Email Clients

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Last Comment
David_Blumberg

8/22/2022 - Mon
172pilotSteve

Is this happening for all of your users, or just one (or a handful?)..  Also, it is ANY external address, or just a couple?

My first thought is that you configured an outbound SMTP connector with a smarthost and accidentally pointed it back in to your own Exchange infrastructure..

-Steve
David_Blumberg

ASKER
Happening for one user going to Just one external address and the outbound smtp connector has following settings:

Use Domain Name settings ("MX") to route mail automatically
Use external DNS lookup settings on the transport server
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David_Blumberg

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David_Blumberg

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Talked to microsoft support
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