We have always had issues when our users that use Outlook 2007 to message other internal users (which uses Exchange 2007) and relying on using the Outlook's "cached" email.
The issue happens when, say as example email@example.com is cached in their Outlook, they always use that instead of typing out the full email because it is ultimately faster.
But if there are back-end changes, say firstname.lastname@example.org is deleted and re-created with the same alias (weather this is a contact user, mail user or mailbox user), if an outlook user tries to use the cached email it fails, with an error eventhough the alias is the exactly the same.
The only fix I know of is to delete the cached email, and type out the email alias manually, to get the new cache.
The bounce back from server usually goes along the lines of:
Diagnostic information for administrators:
Generating server: van-mail01.vand1.oppy.com
#550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found ##
Original message headers:
Received: from van-mail01.vand1.oppy.com ([172.16.4.10]) by
van-mail01.vand1.oppy.com ([172.16.4.10]) with mapi; Fri, 25 Mar 2011
Content-Type: application/ms-tnef; name="winmail.dat"
From: Mike Kostick <MikKo@oppy.com>
To: Christina Yli-luoma
Yli-luoma (Personal Email)" <email@example.com>
Date: Fri, 25 Mar 2011 10:37:50 -0700
Subject: FW: Peter in Toronto
Thread-Topic: Peter in Toronto
Is there any better way to handle this? Sometimes its a hassle for end users having to do this, and it it just creates a lot of dust in the system users asking why it does not work, getting a workaround, etc.
This does not happen often, but it does. What are some of you using as a workaround?