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google_tx

join:2006-08-31
Missouri City, TX

Exchange 2003 and SMTP

Greetings all!

I am trying to setup my Exchange SMTP server to forward all SMTP Outgoing mail to on smtp.sbcglobal.yahoo.com. However I keep getting the following error:

The following recipient(s) could not be reached:

testaccount@hotmail.com on 8/31/2006 8:45 AM
There was a SMTP communication problem with the recipient's email server. Please contact your system administrator.

Any ideas on how to work around this issue?

Kind regards.

kash

join:2005-08-13
Houston, TX

do you have it auth with the smtp server?


google_tx

join:2006-08-31
Missouri City, TX

On the Default SMTP Virtual Server I right-click it and select the Delivery tab. I clicked on the Outbound Security and provided the authentication info under Basic. That did not seem to work.

Any suggestions?



netokc

join:2003-01-20
Mustang, OK

reply to google_tx
The easiest way around this to use a domain name with the host record tied to one of your (static) ip addresses. Then request AT&T to remove the port 25 block from your account. I have SBS 2003 enterprise running with a web presence and exchange tied to the same domain. Works great!


NormanS
Premium,MVM
join:2001-02-14
San Jose, CA
kudos:4
Reviews:
·SONIC.NET
·Pacific Bell - SBC

The AT&T port block has nothing to do with using smtp.sbcglobal.yahoo.com as a 'smarthost'. If you are suggesting to use the Exchange server in a SMTP 'end-to-end' mode, that is likely going to have troubles with other port 25 blocks. A number of AT&T dynamic IP addresses are in DULS, or other DNSBLs; and AOL certainly also blocks them.

I don't have Exchange 2003, but I configured the IIS Virtual SMTP server in a Windows MCE 2005 installation. It is configured to connect to my Mercury/32 MTA as a relay host. My Mercury/32 MTA requires authentication, and I have configured the IIS server to authenticate to my Mercury/32 server.
--
Norman
~Oh Lord, why have you come
~To Konnyu, with the Lion and the Drum



netokc

join:2003-01-20
Mustang, OK

I do not use the smtp server at all from AT&T. I have the elite service with 5 static ip addresses, one tied to the SBS 2003 server with Exchange 2003 and ISA 2004. Never had any trouble with blacklisting. The exchange POP mail connector checks my swbell mailbox every 15 minutes and places the mail to a designated exchange mailbox.


NormanS
Premium,MVM
join:2001-02-14
San Jose, CA
kudos:4
Reviews:
·SONIC.NET
·Pacific Bell - SBC

reply to google_tx
It works for me; but I am going through my own server. Did you use your Primary account log in? Full email address? '%User_ID%@sbcglobal.net'?

What domain name have you configured in the Exchange server? On the Advanced Delivery tab? What port?

I just re-configured the Windows MCE 2005 IIS Virtual SMTP Server to use 'smtp.pacbell.yahoo.com'. I sent a test message to an MSN Hotmail account that I have. The message was successfully received:

X-Message-Status: n:0
X-SID-PRA: NormanS <%User_ID%@blackhole.aosake.net>
X-SID-Result: TempError
X-Message-Info: LsUYwwHHNt3V+3K+ImDE9RMUza4cHs39VOwtzt24AjY=
Received: from smtp102.sbc.mail.mud.yahoo.com ([68.142.198.201]) by bay0-mc3-f10.bay0.hotmail.com with Microsoft SMTPSVC(6.0.3790.2444);
Thu, 31 Aug 2006 20:23:22 -0700
Received: (qmail 12294 invoked from network); 1 Sep 2006 03:23:21 -0000
Received: from unknown (HELO naomi.hupkid.us) (hard2findanamenotused@68.125.49.219 with login)
by smtp102.sbc.mail.mud.yahoo.com with SMTP; 1 Sep 2006 03:23:21 -0000
Received: from [192.168.102.32] ([192.168.102.32]) by naomi.hupkid.us with Microsoft SMTPSVC(6.0.2600.2180);
Thu, 31 Aug 2006 20:23:20 -0700
Message-ID: <44F7A7A6.1030804@aosake.net>
Date: Thu, 31 Aug 2006 20:23:18 -0700
From: "NormanS" <%User_ID%@blackhole.aosake.net>
User-Agent: Thunderbird 1.5.0.2 (Windows/20060308)
MIME-Version: 1.0
To: %User_ID%@hotmail.com
Subject: [TEST] Using IIS to AT&T SMTP
Content-Type: text/plain; charset=ISO-8859-1; format=flowed
Content-Transfer-Encoding: 7bit
Return-Path: %User_ID%@blackhole.aosake.net
X-OriginalArrivalTime: 01 Sep 2006 03:23:20.0296 (UTC) FILETIME=[F93BEE80:01C6CD75]

This is to test the result of reconfiguring the IIS Virtual SMTP Server
to use smtp.pacbell.yahoo.com'
You can see where the IIS server picked up the email from Mozilla Thunderbird, and where the AT&T SMTP server received the email from the IIS relay client.

--
Norman
~Oh Lord, why have you come
~To Konnyu, with the Lion and the Drum

NormanS
Premium,MVM
join:2001-02-14
San Jose, CA
kudos:4
Reviews:
·SONIC.NET
·Pacific Bell - SBC

reply to netokc
Well, 'google_tx' has not stated whether he has a static IP address package, or not. I was assuming (a bad habit) that he must have a dynamic IP address, or he wouldn't need to configure Exchange to use 'smtp.sbcglobal.yahoo.com'.

I have the standard dynamic IP package; I need a dynamic DNS host to keep my A and MX records pointing to my current IP address. That IP address is in some DNSBLs, and the AOL block list. I configure my server to use 'smtp.pacbell.yahoo.com'. That avoids the blocks. It also means unblocking outbound port 25 is not necessary.
--
Norman
~Oh Lord, why have you come
~To Konnyu, with the Lion and the Drum



netokc

join:2003-01-20
Mustang, OK

The port settings default to 25 and I use another secondary mail account instead.

The mx records are pointing to netokc.com which is registered through Network Solutions and the internal domain uses .local


NormanS
Premium,MVM
join:2001-02-14
San Jose, CA
kudos:4
Reviews:
·SONIC.NET
·Pacific Bell - SBC

Most applications default to port 25. It is really only necessary for an 'end-to-end' SMTP client, any more. I don't use that part of my MTA; it is an either 'end-to-end' SMTP client, or a 'relay SMTP client' choice. I use the 'relay SMTP client' because of blocks on the IP address.

My SMTP relay client is set to connect to 'smtpauth.sbcglobal.net' on port 587, using my account log in information to authenticate to the server. Not that I _need_ to use port 587 in this configuration; but I do it because I am not running an 'end-to-end' SMTP client.

My domain, 'aosake.net' is registered through GoDaddy, and is the MX of record. But the A record, which has to point to an IP address, needs to be changed when the IP address changes.

I am not sure what the .local domain is. I haven't played much with the IIS Server. It isn't available on Mercury/32.

The IIS Server does not accept email for the domain. I can't point port 25 to the Windows MCE computer and the Windows ME computer (running Mercury/32) at the same time.
--
Norman
~Oh Lord, why have you come
~To Konnyu, with the Lion and the Drum


google_tx

join:2006-08-31
Missouri City, TX

Thank you all for your responses. I do have a dynamic IP package. I was able to solve my problem by doing the following:

1. In Exchange System Manager I expanded Connectors.
2. Right click on Internet Mail SMTP
Connector and select properties.
3. Click on the tab labeled Advanced.
4. Click on the "Outbound Security..." button.
5. Enter in the credntials for SBCGlobal.net.
6. Click OK until you are back the the Exchange System Manager.

You still need the Smarthost configured on the SMTP Virtual Dirctory.

Thanks again for everyones replies!


NormanS
Premium,MVM
join:2001-02-14
San Jose, CA
kudos:4

Glad you got it working.



GWolfman

@ran.sandia.gov

reply to google_tx
What did you use for the smart host address? I'm in the same boat you are (same problem). Do I use smtp.sbcglobal.yahoo.com ??? Did you enter your username as 'username@sbcglobal.net' or just 'username'? Are you still using port 25? Any help would be great. Thanks!


NormanS
Premium,MVM
join:2001-02-14
San Jose, CA
kudos:4
Reviews:
·SONIC.NET
·Pacific Bell - SBC

Click for full size
Configuring a 'smarthost' in a mail server.
I am using 'smtpauth.sbcglobal.net', but I could use 'smtp.pacbell.yahoo.com'. You would choose between 'smtpauth.sbcglobal.net', and 'smtp.sbcglobal.yahoo.com'.

I am using port 587, which works with either one. Port 25 works, but this is technically a message submission, and the servers do listen on port 587 for message submission. RFC 2476 covers "Message Submission".

The screen shot shows how I set it up for Mercury/32. You will need to find the IIS counterparts to the appropriate fields.
--
Norman
~Oh Lord, why have you come
~To Konnyu, with the Lion and the Drum

Brucefire

join:2000-08-30
Reynoldsburg, OH

4 edits

reply to GWolfman
If you are using Exchange you also have to create a connector.

Server/Connectors

If you are displaying Routing Groups go to Routing Groups/First Routing Group/Connectors

Create an SMTP Connector. Under the General tab enter the smart host address (smtp.sbcglobal.yahoo.com). Also under the General tab add the local bridgeheads server. Under the Advance tab select the Outbound Security button and enter your account information. Under the Connected Routing Groups tab I added smtp.sbcglobal.yahoo.com but I do not know if that is necessary.

Under the SMTP Virtual Server Properties, Delivery tab / Advance enter smtp.sbcglobal.yahoo.com for the Smart Host. Delivery tab / Outbound Security enter your @sbcglobal.net account information.


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