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Sporadic NDR's on emails to one person

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Sporadic NDR's on emails to one person - 26.Aug.2008 1:27:55 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Has anyone witnessed these types of bounce backs? I'm receiving the bounce
back when I try to send an email to a specific client. As strange as it sounds it
usually gets bounced back when I use the auto complete feature in Outlook 2003.
When I delete the auto complete entry and then reenter the email address by hand
the email usually goes through to the recipient without a problem.

I have deleted the Outlook.NK2 file and I still have the problem.

I am running Windows 2003 Small Business Server with Exchange 2003.

Listed below is the NDR that I receive when the email does not go through
followed by the header information of that email. Please notice that the second line
of the email header information is “From: postmaster@mydomain.com”. This leads
me to believe that the email is getting bounced back from my Exchange 2003
server.

Any help will be greatly appreciated.

Thanks,

Howard


Your message did not reach some or all of the intended recipients.

    Subject:      FW: Maintenance renewal for CT Remote.
    Sent:           8/17/2008 3:52 PM

The following recipient(s) could not be reached:

    fsmith@theirdomain.com on 8/17/2008 3:52 PM
          There was a SMTP communication problem with the recipient's email server.  Please contact your system administrator.
         <mydomain.com #5.5.0 smtp;554 <fsmith@theirdomain.com>: Relay access denied>

------------------------------------------- Email Header Information -------------------------------

Microsoft Mail Internet Headers Version 2.0
From: postmaster@mydomain.com
To: jdoe@mydomain.com
Date: Sun, 17 Aug 2008 15:52:26 -0500
MIME-Version: 1.0
Content-Type: multipart/report; report-type=delivery-status;
          boundary="9B095B5ADSN=_01C90017BA021EDE00000027mydomain.com"
X-DSNContext: 7ce717b1 - 1194 - 00000002 - 00000000
Message-ID: <8wSA1XvpF00000001@mydomain.com>
Subject: Delivery Status Notification (Failure)

--9B095B5ADSN=_01C90017BA021EDE00000027mydomain.com
Content-Type: text/plain; charset=unicode-1-1-utf-7

--9B095B5ADSN=_01C90017BA021EDE00000027mydomain.com
Content-Type: message/delivery-status

--9B095B5ADSN=_01C90017BA021EDE00000027mydomain.com
Content-Type: message/rfc822

Subject: FW: Maintenance renewal for CT Remote.
Date: Sun, 17 Aug 2008 15:52:02 -0500
Message-ID: <2DFDA7FD4594D04880209A6A941BFA981FE89C@SERVER01.domain01.local>
MIME-Version: 1.0
Content-Type: multipart/alternative;
          boundary="----_=_NextPart_001_01C900AB.1DF6833E"
X-MS-Has-Attach:
X-MS-TNEF-Correlator:
Thread-Topic: Maintenance renewal for CT Remote.
Content-class: urn:content-classes:message
thread-index: AcjmhWC1zOCrIs+RSoyaUEP+/c2N+AaJVqZg
X-MimeOLE: Produced By Microsoft Exchange V6.5
From: "John Doe" <jdoe@mydomain.com>
To: <fsmith@theirdomain.com>

------_=_NextPart_001_01C900AB.1DF6833E
Content-Type: text/plain;
          charset="US-ASCII"
Content-Transfer-Encoding: quoted-printable

------_=_NextPart_001_01C900AB.1DF6833E
Content-Type: text/html;
          charset="US-ASCII"
Content-Transfer-Encoding: quoted-printable


------_=_NextPart_001_01C900AB.1DF6833E--

--9B095B5ADSN=_01C90017BA021EDE00000027mydomain.com—
Post #: 1
RE: Sporadic NDR's on emails to one person - 30.Aug.2008 12:59:29 AM   
uemurad

 

Posts: 5489
Joined: 7.Jan.2004
From: California, USA
Status: offline
Your server is reporting that it is unable to deliver the message to the system it contacted, but it does not mean that your server is the source or cause of the non-delivery.  For example, if the MX record for the recipient domain points to a system that isn't the domain itself, it has to allow the relay or the message will be refused.  In that case however, your server will be the one reporting the relay refusal.

If the message bounces when allowing autocomplete, that should tell you that the address used by autocomplete is incorrect in some manner.  Are you sure the recipient address isn't an alias somewhere in your GAL, Contacts, or Personal Address Book?

< Message edited by uemurad -- 30.Aug.2008 11:07:21 PM >


_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to hmbtx)
Post #: 2
RE: Sporadic NDR's on emails to one person - 30.Aug.2008 2:29:13 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

I believe that you have lead me to the problem. The email recepients where tied to an old distribution list. When I deleted the distribution list it appears that the emails are going through when I use the auto complete feature.

Thanks for your help.

Howard

(in reply to uemurad)
Post #: 3
RE: Sporadic NDR's on emails to one person - 1.Sep.2008 4:15:50 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

I guess that I spoke too soon. I just sent a reply to an email that I received and the it was returned just like before. However, this time I was not using the auto complete feature but the reply option.

I have manually searched through the address list, contacts, and distribution lists and cannot find any problems.

Would you have any other ideas for me to try?

Thanks,

Howard

(in reply to hmbtx)
Post #: 4
RE: Sporadic NDR's on emails to one person - 1.Sep.2008 7:24:11 PM   
uemurad

 

Posts: 5489
Joined: 7.Jan.2004
From: California, USA
Status: offline
At this point, either download and use the Exchange Troubleshooting Assistant, or manually create/send a message using telnet.

Either way should give you more information about the issue.


_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to hmbtx)
Post #: 5
RE: Sporadic NDR's on emails to one person - 1.Sep.2008 9:43:08 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

I went to your link  Exchange Troubleshooting Assistant but could not find anything that looked relevent. Could you be a little more specific about the Exchange Troubleshooting Assistant and where I can download it.

I will try telnet but I don't know what it will tell me as the only time I get a NDR is when I use auto complete or reply to an email that I received. When I type the email address by hand the email goes through without a problem and I suspect that is what will happen when I try telnet. I will let you know the results.

Thanks again for your help in this matter.

Howard

(in reply to uemurad)
Post #: 6
RE: Sporadic NDR's on emails to one person - 2.Sep.2008 12:16:05 AM   
uemurad

 

Posts: 5489
Joined: 7.Jan.2004
From: California, USA
Status: offline
Howard,

What does Message Tracking say about one of these failed attempts?

When you look in Sent Items at a message that failed, does the TO address still appear in the format name@outsidedomain.com, or has the format changed to something that looks more like an internal address?  I'm wondering if that external address is an alias on an AD object?

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to hmbtx)
Post #: 7
RE: Sporadic NDR's on emails to one person - 2.Sep.2008 9:51:06 AM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

You asked:
What does Message Tracking say about one of these failed attempts?

I am not certain what you mean by "Message Tracking".

You asked:
When you look in Sent Items at a message that failed, does the TO address still appear in the format name@outsidedomain.com, or has the format changed to something that looks more like an internal address?  I'm wondering if that external address is an alias on an AD object?

The format has changed to something that looks more like an internal address.

For example, when I sent a REPLY the Sent To showed 'John Doe' and I received an NDR. When I typed the complete email address the Sent To showed jdoe@domain.com and the email went through to the recipient.

Thanks,

Howard

(in reply to uemurad)
Post #: 8
RE: Sporadic NDR's on emails to one person - 2.Sep.2008 4:07:48 PM   
uemurad

 

Posts: 5489
Joined: 7.Jan.2004
From: California, USA
Status: offline
Message Tracking is found in the Exchange System Manager (at the bottom under Tools).  It allows you to see what Exchange did with messages.

If you right click on the "to" address in the failed sent item, look at the properties.  If it points to an AD object, check the Email addresses (specifically the Default Reply Address - the one where SMTP is spelled in uppercase).  That is the actual address to which Exchange is attempting to send.

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to hmbtx)
Post #: 9
RE: Sporadic NDR's on emails to one person - 2.Sep.2008 4:35:15 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

I have set on Message Tracking and as luck would have it I sent two emails that would usually be returned and they went through. I don't understand it as they would always be returned in the past.  

You said:
If you right click on the "to" address in the failed sent item, look at the properties.  If it points to an AD object, check the Email addresses (specifically the Default Reply Address - the one where SMTP is spelled in uppercase).  That is the actual address to which Exchange is attempting to send.

The properties of the 'sent' item is blank. The properties of the returned NDR email does not contain 'Default Reply Address' nor 'SMTP'.

I am going to leave message tracking on for a day or two and see if I can get an email to fail. I will let you know the results.

Thanks again,

Howard

(in reply to uemurad)
Post #: 10
RE: Sporadic NDR's on emails to one person - 2.Sep.2008 4:52:16 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

I did get the following event log error after I set on message tracking and in between the times that I sent some test emails trying to get the ndr's. I had not received this error prior to today.


Event Log Message from SERVER01 at 10:25:08 AM Error Event 10009 in the System log From DCOM (User None)
------------------------------
DCOM was unable to communicate with the computer mail3.theirdomain.org using any of the configured protocols.

Howard

(in reply to hmbtx)
Post #: 11
RE: Sporadic NDR's on emails to one person - 3.Sep.2008 12:02:23 AM   
uemurad

 

Posts: 5489
Joined: 7.Jan.2004
From: California, USA
Status: offline
Are those events a result of you actually using Message Tracking?  I saw something on a webpage saying it's the result of MT attempting to get information from the remote server (which it cannot do).

You might also check their MX information to see if perhaps the recipient system has more than one. 

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to hmbtx)
Post #: 12
RE: Sporadic NDR's on emails to one person - 3.Sep.2008 1:03:54 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

When I perform an nslookup for their domain (see below) I noticed that two of their mail servers are no longer active (30 and 40). Could this be the problem and if so, then why aren’t other people having the same problem that I am having?

The mail3 and mail2 addresses will resolve to an ip address. The backupmx1 and backupmx2 addresses can not be found (see below) 

I sincerely thank you for your help in this matter.

Howard

Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

U:\>nslookup
Default Server:  server01.domain01.local
Address:  10.1.1.100

> set type=mx
> theirdomain.com
Server:  server01.domain01.local
Address:  10.1.1.100

Non-authoritative answer:
theirdomain.com   MX preference = 10, mail exchanger = mail3. theirdomain.com   
theirdomain.com   MX preference = 20, mail exchanger = mail2. theirdomain.com   
theirdomain.com   MX preference = 30, mail exchanger = backupmx1.veriomail.com
theirdomain.com   MX preference = 40, mail exchanger = backupmx2.veriomail.com

>U:\>ping mail3.theirdomain.com   

Pinging mail3.theirdomain.com   [x.x.x.x.] with 32 bytes of data:

Request timed out.
Request timed out.
Request timed out.
Request timed out.

Ping statistics for x.x.x.x:
  Packets: Sent = 4, Received = 0, Lost = 4 (100% loss),

U:\>ping backupmx1.veriomail.com
Ping request could not find host backupmx1.veriomail.com. Please check the name
and try again.
U:\>

(in reply to uemurad)
Post #: 13
RE: Sporadic NDR's on emails to one person - 4.Sep.2008 12:16:40 AM   
uemurad

 

Posts: 5489
Joined: 7.Jan.2004
From: California, USA
Status: offline
quote:

I noticed that two of their mail servers are no longer active (30 and 40). Could this be the problem and if so, then why aren’t other people having the same problem that I am having?
Possible but not likely.  Since the records are used in order, you'd have to find the first two unreachable before you'd get the 3rd and 4th returned.  I was thinking maybe they had a load-balancing situation (two or more MX records with the same value).  You've shown that isn't the case.

The ping test doesn't reveal anything.  You can block a ping and still keep SMTP open.

I think we'll have to wait and see if you can "capture" an undelivered message.

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to hmbtx)
Post #: 14
RE: Sporadic NDR's on emails to one person - 4.Sep.2008 10:51:13 AM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

I cannot explain why after many months my problems just vanished at least for now. I will keep message tracking on and wait to see what happens.

I will reply back to this thread if I can track a returned email.

Thanks again for all of your help.

Howard

(in reply to uemurad)
Post #: 15
RE: Sporadic NDR's on emails to one person - 4.Sep.2008 12:09:27 PM   
hmbtx

 

Posts: 34
Joined: 4.Feb.2005
From: Dallas
Status: offline
Dean:

I just received an NDR and here are the results of the message tracking for the sent email:

SMTP: Store Driver: Message Submitted from Store
SMTP: Message Submitted to Advanced Queuing
SMTP: Started Message Submission to Advanced Queue
SMTP: Message Submitted to Categorizer
SMTP: Message Categorized and Queued for Routing
SMTP: Message Routed and Queued for Remote Delivery
SMTP: Started Outbound Transfer of Message
SMTP: Non-Delivered Report (NDR) Generated

Here are the results of the message tracking for the NDR:

here are the results of the message tracking for the sent email:

SMTP: Started Message Submission to Advanced Queue
SMTP: Message Submitted to Categorizer
SMTP: Message Categorized and Queued for Routing
SMTP: Message Queued for Local Delivery
SMTP: Message Delivered Locally to jdoe@mydomain.com
SMTP: Store Driver: Message Delivered Locally to Store to jdoe@mydomain.com

Does this help at all in determining the problem. The email was sent when I clicked on Reply in Outlook and sent the email. The NDR was generated very soon after I sent the email.

Howard

(in reply to hmbtx)
Post #: 16

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