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550 on Reply, no attempt made in Outlook 2010/Exchange 2003

 
 
Venger
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      19th Nov 2010

Hello -

Oddball issue with a user running Outlook 2010 against an Exchange 2003
server.

User receives mail with 2 recipients and 2 CC recipients. User hits
Reply All, all recipients show in appropriate fields (2 and 2). But,
once sent, one of the CC recipients generates a 550 Recipient Unknown
back to the user.

The email address is correct. I check recipients server and there has
been NO attempt to deliver that email. It is dying at the users 2003
Exchange box. The recipient in question shows up as their (E-Mail Removed)
in the CC field of the original email, and once replied to appears in
the CC field of the outbound mail.

User sends a naked test, using the email address, which resolves to the
Contact name and underlines and sends just fine. Something about the
address in the CC field is not translating during the Reply All to the
correct format for Exchange 2003. I looked this up but found nothing.
When you highlight the email address in the mail that was received, it
shows the email address properly and even the hover popup shows the name
as it is in contacts. When you hit reply all, the email address looks
fine, but doesn't go through. Note, that when we generate a test,
Outlook auto resolves the name out of the address book and shows the
name and then the email address in parentheses, though it just shows the
email address when you hit Reply All to the original message - it does
not do the autocomplete name generation and underline.

There is something there where Outlook is not properly parsing the
address for the reply. Anyone know of a fix for this? Telling the user
to retype the address - not such a hot recommendation, since we won't
know when it will be a problem or not (I would, but the user won't
understand)...

Venger


 
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