You need to check the SMTP headers on each email to know for sure.

...Tim

From: Gavin Wilby [mailto:[email protected]]
Sent: Thursday, December 18, 2008 2:05 PM
To: NT System Admin Issues
Subject: Re: Odd exchange email delay

Oh right, sorry guys.

Ill have to look, but just to get it straight in my head, if I have a single 
email, and send it to multiple recipiants on the same domain, it actually 
splits the mail into however many recipients that there are and send 2 or 3 or 
whatever emails.

So although the unique ID is the same, its actually 2 or 3 or whatever emails.

Doesnt explain the delay as presumably they left the server at the other end at 
the same time?

Gavin.
On Thu, Dec 18, 2008 at 5:00 PM, Ames Matthew B 
<[email protected]<mailto:[email protected]>> wrote:
Phew,  I was beginning to think my knowledge of SMTP was flawed! :-)

Or just check the header in the message in Outlook (View | Options and then 
look in the Internet Headers box [Outlook 2k3])

Cheers,
Matt

________________________________
From: Michael B. Smith 
[mailto:[email protected]<mailto:[email protected]>]
Sent: 18 December 2008 15:54

To: NT System Admin Issues
Subject: RE: Odd exchange email delay

As Mr. Ames asked - did both messages hit your SMTP gateway at the same time?



The message may have the same message-id, but each copy came in separately. 
That's why you see two entries of "message submitted to advanced queuing" .



You need to check your SMTP logs. It doesn't appear to be an Exchange issue per 
se.



Regards,



Michael B. Smith, MCITP:SA,EMA/MCSE/Exchange MVP

My blog: http://TheEssentialExchange.com/blogs/michael

I'll be at TEC'2009! http://www.tec2009.com/vegas/index.php



From: Gavin Wilby [mailto:[email protected]<mailto:[email protected]>]
Sent: Thursday, December 18, 2008 10:47 AM
To: NT System Admin Issues
Subject: Re: Odd exchange email delay



Hi,



Its not two messages, its a single email addressed to 2 recipients, it came in 
at 15.47, one user got it straight away, the other 8 hours later.



Gavin.

On Thu, Dec 18, 2008 at 11:03 AM, Ames Matthew B 
<[email protected]<mailto:[email protected]>> wrote:

Did both messages hit your SMTP gateway at the same time?  I would have 
imagined for what ever reason the delay would have been outside.  ie. when the 
person sends the message, would their mail server not have generate two emails 
(one for each of your users).  These messages then travel over the internet to 
your mail server, which then accepts them and delivers them in a timely fashion 
to the appropiate users mail box.



I would have a look at the message headers of the message which was delayed by 
8 hours and see if the delay occured before or after it hit your network.



________________________________

From: Gavin Wilby [mailto:[email protected]<mailto:[email protected]>]
Sent: 18 December 2008 09:56
To: NT System Admin Issues
Subject: Odd exchange email delay

Hi,



I have a SBS2003 with Exchange 2003 SP2. A really odd thing hsappened yesterday 
that I can neither see a reason for nor explain.



An external person sent an email to the domain to two users internally. both 
the users have external email addresses. The email was delivered instantly to 
one of the users,  but the second one was delayed for about 8 hours before it 
then got submitted. A copy of the message history is here: 
http://www.flickr.com/photos/gavsta/3117225265/sizes/o.



Can anyone tell me why this might have happened?



Gavin.



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