"delivery has failed to these recipients or groups"

Posted on 2014-03-18
Medium Priority
Last Modified: 2014-03-18
I am running exchange 2013. I am using outlook 2013 as well for the most part.
I am running win 2012 as my functional domain level.

I had a DL (donorrelations) that I needed the email address, so I deleted the DL, and then I took a mailbox and renamed it to the name of the DL.

Now when I send an email to donorrelations@domain.com it fails and comes back with the following info:
(how do I fix this?)

Delivery has failed to these recipients or groups:

The email address you entered couldn't be found. Please check the recipient's email address and try to resend the message.
If the problem continues, please contact your helpdesk.

Diagnostic information for administrators:

Generating server: Exchange.domain.com

Remote Server returned '550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found'

Original message headers:

Received: from Exchange.domain.com ( by
 Exchange.domain.com ( with Microsoft SMTP Server (TLS) id
 15.0.775.38; Tue, 18 Mar 2014 10:42:45 -0700
Received: from Exchange.domain.com ([fe80::ca5:293d:1a54:34a5]) by
 Exchange.domain.com ([fe80::ca5:293d:1a54:34a5%12]) with mapi id
 15.00.0775.031; Tue, 18 Mar 2014 10:42:45 -0700
Content-Type: application/ms-tnef; name="winmail.dat"
Content-Transfer-Encoding: binary
From: Dan <user@domain.com>
To: donorrelations <donorrelations@domain.com>
Subject: test to donor relations
Thread-Topic: test to donor relations
Thread-Index: Ac9C0XZiADvbY0wpRKaYMD+OVXrHtw==
Date: Tue, 18 Mar 2014 10:42:44 -0700
Message-ID: <aabae08b5a1c434e9b5766d1793e12df@Exchange.domain.com>
Accept-Language: en-US
Content-Language: en-US
X-MS-TNEF-Correlator: <aabae08b5a1c434e9b5766d1793e12df@Exchange.domain.com>
MIME-Version: 1.0
X-Originating-IP: []
Return-Path: user@domain.com
Question by:afacts
  • 3
LVL 44

Accepted Solution

Adam Brown earned 1500 total points
ID: 39937718
This is caused by your Autocomplete cache in outlook trying to reference the deleted object for the group instead of the new mailbox. You can fix this by either adding an X500 email address to the Mailbox that matches this string:

Alternatively you can clear that entry in your Autocomplete cache by typing out the address and clicking the X button next to the entry that pops up when you do that.

Author Comment

ID: 39937749
I did that already, I deleted the autocomplete cache.

So the donorrelations@domain.com is already added to the account, I'm not sure what you mean by adding an x500 email address?

Author Comment

ID: 39937757
I am using outlook 2013 and I don't have an nk2 file.
I searched the entire PC and I do not have an nk2 file.

Author Closing Comment

ID: 39937821
Thanks, the x500 did the trick, thanks for pointing me in the right direction.

Found the answer here:

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