Exchange 2007 NDR Problem

I have a mailbox that I removed using the EMC. I then added that mailbox's email address as an additional email address for another mailbox. Everything completed successfully but when an email is sent to the old email address a NDR message is sent back to the sender. I have done this before and it worked ok.  Thanks

below is the NDR Received.


Delivery has failed to these recipients or distribution lists:

Louis Ingutti
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: mail.iconintl.local
#550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found ##

Original message headers:

Received: from mail.iconintl.local ([]) by mail.iconintl.local
 ([]) with mapi; Mon, 30 Aug 2010 08:32:55 -0400
Content-Type: application/ms-tnef; name="winmail.dat"
Content-Transfer-Encoding: binary
From: Matt Coughlin <>
To: Louis Ingutti
Date: Mon, 30 Aug 2010 08:32:53 -0400
Subject: hi
Thread-Topic: hi
Thread-Index: ActIP3e1NY0OR2cKT1KQ8uYmmB43dA==
Message-ID: <65848F2AE735884B866C31C2B76BFF24C51DC1D145@mail.iconintl.local>
Accept-Language: en-US
Content-Language: en-US
X-MS-TNEF-Correlator: <65848F2AE735884B866C31C2B76BFF24C51DC1D145@mail.iconintl.local>
MIME-Version: 1.0
Matt CoughlinAsked:
Who is Participating?
ptholenConnect With a Mentor Commented:
First check in your Outlook adressbook of the new e-mail adres is added as an additional mailbox.

- Create an email
- pick the user form the adresslist
- Right Click the name and click propterties
- view the e-mail adressen on the e-mail tab

When the correct e-mail is displayed make sure you do not send the e-mail using the Outlook history!
Put manually the whole adress in the bar of test using an external e-mail adres.

Outlook/Echange can translates internal e-mail adresses to an LegacyExchangeDN (view with adsiedit).

In my case when we had re-created an address everybody who send's mail from within the Outlook History did receive an NDR. The people who send their message by selecting the user within the address book didn't had a problem.

Gianpiero RossiConnect With a Mentor System AdministratorCommented:
the first thing that i can thing, is that AD is not completely updated. So i will try to wait 15 minuts, and try again, and maybe try to restart the exchange server  (sometimes it works)
fluk3dConnect With a Mentor Commented:
Yes - you are on the right track. You can also run powershell scripts that wil force an update.
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If you are in a production enviroment restarting the exchange server might not be an option so try updating your client address list.
Does the mailbox still shows as disconnected mailbox. Please check that.
Matt CoughlinAuthor Commented:
ok, seems that the problem was that I was sending tests using outlook history. I cleared my address cache and now it works great. Next time I will test using my gmail account instead of an internal AD account.
I also updated the AD on the mail server and updated the address lists via EMS. Thanks for all your help guys!
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