Add X500 Alias to Mailboxes with Old LegacyExchangeDN Value

Scenario: A user receives a bounce message (Non Delivery Report/NDR) when emailing to an internal user that contains the following:
Delivery has failed to these recipients or groups:

John Test<<>>
The e-mail address you entered couldn’t be found. Please check the recipient’s e-mail address and try to resend the message. If the problem continues, please contact your helpdesk.

Cause: This issue occurs because the value for the LegacyExchangeDN attribute changed. The auto-complete cache in Microsoft Outlook and in Microsoft Outlook Web App (OWA) uses the value of the LegacyExchangeDN attribute to route email messages internally.
Resolution: Global Fix – Creating an X500 address based on the LegacyExchangeDN and adding it as an email alias to the recipients Exchange mailbox.
Copy/Extract the LegacyExchangeDN info from the NDR. This is located under the Generating Server portion. It looks like this:
Perform the following on that address:
•Replace any underscore character with a slash character /
•Replace +20 with a blank space.
•Replace +28 with an opening parenthesis character (.
•Replace +29 with a closing parenthesis character ).
•Delete IMCEAEX-.
Take the final result and add this as an X500 alias for the receiving mailbox by performing these steps:
1. Open the properties of the affected mailbox in Exchange 2010.
2. Click on the Email Addresses tab.
3. Click the drop down menu next to Add… and select Custom Address.
4. In the Custom Address properties window:
ii. Email Type: X500
5. Click OK out of all the mailbox windows and you are done.
Testing: You should be able to enter in the X500 into a new mail message and perform a check names. It should resolve to the users account.


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