Strange SMTP behavior 1

[AEShier]

I am running Exchange 5.5 on Windows 2000 Server, both with the latest service packs.

If I set up my Outlook clients to use Corporate Workgroup, they can send external e-mail just fine. If I set them up for internet only and specify my server as the SMTP (outgoing) e-mail server, they get an undeliverable message. They can, however, send internally using SMTP.

(On the following examples, the user and domain information has been changed to protect the innocent).

The message that the users receive back is:
--------------------------------------------
Your message did not reach some or all of the intended recipients.

Subject: Wiggity
Sent: 11/8/2002 9:52 AM

The following recipient(s) could not be reached:

user@yahoo.com on 11/8/2002 9:44 AM
The recipient name is not recognized
The MTS-ID of the original message is: c=us;a= ;p=my company;l=HAMLET0211081444W3YYHJ5T
MSEXCH:IMS:My Company:MYDOMAIN:HAMLET 0 (000C05A6) Unknown Recipient
-------------------------------------------------

I turned the IMS logging level to maximum, and following are the messages in event viewer.

For the successful transmission using Corporate Workgroup:
--------------------------------------
Event Type: Success Audit
Event Source: MSExchangeIMC
Event Category: SMTP Interface Events
Event ID: 2003
Date: 11/8/2002
Time: 9:18:32 AM
User: N/A
Computer: HAMLET
Description:
A new TCP/IP SMTP connection has been made to host 64.157.4.84 (for yahoo.com). Logfile: L0000000.LOG


Event Type: Information
Event Source: MSExchangeIMC
Event Category: Message Transfer
Event ID: 2001
Date: 11/8/2002
Time: 9:18:33 AM
User: N/A
Computer: HAMLET
Description:
Delivery of message <CEB01C0E3012424FB2569756305617A106B78B@hamlet.mydomain.com> from <adam@mydomain.com> in temporary file W3YYHJ53 was attempted to host(s) 64.157.4.84 (for yahoo.com) with 1 recipients delivered and 0 undeliverable.
-------------------------------------------------

And for the unsuccessful transmission using internet only:
--------------------------------------------------
Event Type: None
Event Source: MSExchangeIMC
Event Category: SMTP Interface Events
Event ID: 2000
Date: 11/8/2002
Time: 9:16:33 AM
User: N/A
Computer: HAMLET
Description:
A new TCP/IP SMTP connection has been received from host ADAMSHIER. Logfile: L0000000.LOG


Event Type: Information
Event Source: MSExchangeIMC
Event Category: Message Transfer
Event ID: 2002
Date: 11/8/2002
Time: 9:17:34 AM
User: N/A
Computer: HAMLET
Description:
A message from <adam@mydomain.com> in temporary file C:\EXCHSRVR\imcdata\in\W3YYHJ5N was received from ADAMSHIER with 1 local recipients.
-------------------------------------------------


Sorry about the information overload, I just wanted to include as much data as possible. Any ideas?

Thanks,

Adam

 

[devastator]

For Internet only you have to configure the POP3 for Exchange Server connections.

 

[devastator]

Actually I take that back, that is only an option for SBS 4.5.

 

[devastator]

I take that back again. I have always used SBS so I was confused by the article on Slipstick.

http://www.slipstick.com/exs/popconnect.htm

The first answer is correct, configure you POP3 connections for Internet only configurations.

 

[AEShier]

I'm not sure I understand your reply. I am not configuring Exchange for internet only or POP3. Mail is getting to my Exchange server just fine. I am configuring my clients to get mail from my Exchange server using POP3 (which works fine) and to send mail through my Exchange server using SMTP (which doesn't work).

 

[devastator]

Oh well in that case how is your routing configured under Exchange Administator, Connnections, Internet Mail Service, Routing?

Should be set to reroute incoming SMTP to your mydomain.com, and under Routing Restrictions, you should have both Hosts and Clients that successfully authenticate and Hosts and Clients with these IP addresses checked off. Remember that you don't have to put any IP addresses under that last option, just make sure its checked to keep spammers from routing mail through your server.


Dev

 

[AEShier]

That did it!

When I first checked those options, I got a &quot;550 Relaying is prohibited&quot; message, so I put my internal IP in that second section, and all is well with the world.

Thanks very much for your help.

Adam

 

[devastator]

Good to hear..............

One last thing to test is to make sure that your configuration is relay secure...........from SPAMMERS....

http://www.exchangeadmin.com/Articles/Index.cfm?ArticleID=7696