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Exchange bounce backs preventing email being sent

Posted on 2012-03-29
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Last Modified: 2012-06-27
Hi,

background
SBS2003 with Exchange 2003
Win7 with Outlook 2010 x64
Brand new PC and user which has only just entered the environment about 2 weeks ago.
No other user is having this problem.

I have a user who intermittantly has trouble sending external emails. This has happened before to a different external user and the solution was to remove that email address from the NK2 file and reenter manually. I assume the NK2 was corrupt in some way.

however this has now happened again to an external user, of which this is the first email ever to be sent to them by this user ie NK2 cannto be interfering.

There are no rules on the Exchange box to prevent him sending this email.

any thoughs anyone?
thanks
Gareth

Subject: Undeliverable: 40 receptions
Your message did not reach some or all of the intended recipients.
      Subject:  40 receptions
      Sent:     29/03/2012 12:00
The following recipient(s) cannot be reached:
      'user@external.co.uk' on 29/03/2012 12:00
            None of your e-mail accounts could send to this recipient.
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Question by:gareth629
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9 Comments
 
LVL 17

Expert Comment

by:WORKS2011
Comment Utility
I would start by doing an nslookup on external.co.uk domain you'll probably find that DNS can't resolve the name. If it doesn't resolve do ipconfig /flushdns on the server and it doesn't hurt to scavenge stale records on the DNS server as well, try nslookup again, if it was failing and now doesn't you should be able to send the email.
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Author Comment

by:gareth629
Comment Utility
Hi Works,

thanks for input.

the user forwarded the email to a colleague who was immediately able to email it to the same external user, but I will try your ideas and get back asap.

thanks
g
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LVL 17

Expert Comment

by:WORKS2011
Comment Utility
are you sure, check the queue it could be sitting in the sever queue and he believes the email was sent, it won't be returned to the sender until the queue expires.

Did nslookup resolve to ip?
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Author Comment

by:gareth629
Comment Utility
Hi Works,

have completed the test and the NSlookup is working correctly.

nothing in the queues.

G
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LVL 17

Expert Comment

by:WORKS2011
Comment Utility
I would go into the users Outlook and delete the contact, make sure to delete the cached one as well. Test by retyping the email address in question. Sounds like problem is coming from the users Outlook. I've seen where the contact is corrupt which can cause this, especially since its not having a problem on the domain / server level.
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Author Comment

by:gareth629
Comment Utility
I agree this is very strange.

To clarify this was not a contact in Outlook and was the first time the email address had been entered into Outlook, I therefore discount the corrupt NK2 file issue.

This happened about 2 weeks ago with a different external client which had been previously emailed. I removed the offending email from the autocomplete in Outlook, had the user reenter manually and all worked. Thus believing the corrupt/slightly corrupt NK2 was to blame.

Now I am not so sure as the email address had not previously been used.

What are your thoughts on this?
g
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LVL 17

Accepted Solution

by:
WORKS2011 earned 500 total points
Comment Utility
I would test with OWA and Outlook this should isolate the problem down to server side or Outlook / workstation. Your thoughts?
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Author Comment

by:gareth629
Comment Utility
ooohhhhh, interesting. Yep, I will give this a go.
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Author Closing Comment

by:gareth629
Comment Utility
This did narrow it down to the PC, created a new profile and this seems to have fixed the issue.
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