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Alex. S.
Asked: 2010-05-06 06:23:44 +0800 CST

how to trace an outlook mail not arriving to its destination when is sent to another domain?

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I have an domain account configured with Ipower.com. If I use an email client such as Evolution, the mails arrive as expected. However if I use Outlook 2007 (as everybody in this company) the mails only arrive if the destination belongs to the same domain. That means when the destination is a gmail address, for example, the test email falls into a sort of black hole... (I check the spam folder, and they aren't there)

This is just a simple ipower setup, nothing of Exchange or something like that.

What else can I do to isolate and fix this issue? This is driving me nuts because in other email client with the same exact configuration in the same machine, everything works well and I need to fix the thing in Outlook.

I enabled the Outlook logging feature (*) and the server says everything goes well, but not really.

2010.05.05 15:46:00 SMTP (smtp.example.com): Begin execution
2010.05.05 15:46:00 SMTP (smtp.example.com): Port: 25, Secure: no, SPA: no
2010.05.05 15:46:00 SMTP (smtp.example.com): Finding host
2010.05.05 15:46:01 SMTP (smtp.example.com): Connecting to host
2010.05.05 15:46:01 SMTP (smtp.example.com): Connected to host
2010.05.05 15:46:01 SMTP (smtp.example.com): <rx> 220 ESMTP Wed, 05 May 2010 16:46:00 -0400: UCE strictly prohibited
2010.05.05 15:46:01 SMTP (smtp.example.com): [tx] EHLO vm
2010.05.05 15:46:01 SMTP (smtp.example.com): <rx> 250-bosauthsmtp01.eigbox.net Hello vm [201.244.245.234]
2010.05.05 15:46:01 SMTP (smtp.example.com): <rx> 250-SIZE 34603008
2010.05.05 15:46:01 SMTP (smtp.example.com): <rx> 250-PIPELINING
2010.05.05 15:46:01 SMTP (smtp.example.com): <rx> 250-AUTH PLAIN LOGIN
2010.05.05 15:46:01 SMTP (smtp.example.com): <rx> 250-STARTTLS
2010.05.05 15:46:01 SMTP (smtp.example.com): <rx> 250 HELP
2010.05.05 15:46:01 SMTP (smtp.example.com): Authorizing to server
2010.05.05 15:46:01 SMTP (smtp.example.com): [tx] AUTH LOGIN
2010.05.05 15:46:02 SMTP (smtp.example.com): <rx> 334 xxx
2010.05.05 15:46:02 SMTP (smtp.example.com): [tx] xxx
2010.05.05 15:46:02 SMTP (smtp.example.com): <rx> 334 xxx
2010.05.05 15:46:02 SMTP (smtp.example.com): [tx] *****
2010.05.05 15:46:02 SMTP (smtp.example.com): <rx> 235 Authentication succeeded
2010.05.05 15:46:02 SMTP (smtp.example.com): Authorized to host
2010.05.05 15:46:02 SMTP (smtp.example.com): Connected to host
2010.05.05 15:46:02 SMTP (smtp.example.com): [tx] MAIL FROM: <*****>
2010.05.05 15:46:02 SMTP (smtp.example.com): <rx> 250 OK
2010.05.05 15:46:02 SMTP (smtp.example.com): [tx] RCPT TO: <*****>
2010.05.05 15:46:03 SMTP (smtp.example.com): <rx> 250 Accepted
2010.05.05 15:46:03 SMTP (smtp.example.com): [tx] DATA
2010.05.05 15:46:03 SMTP (smtp.example.com): <rx> 354 Enter message, ending with "." on a line by itself
2010.05.05 15:46:04 SMTP (smtp.example.com): [tx] 
2010.05.05 15:46:04 SMTP (smtp.example.com): [tx] 
.
2010.05.05 15:46:04 SMTP (smtp.example.com): <rx> 250 OK id=1O9lTn-0005Yj-89

(*) In Outlook, Tools -> Options -> Other -> Advanced Options -> Enable Logging (troubleshooting) and the log file is in %TEMP%\Outlook\OPMLog.log. This text file records commands and responses by Outlook and the server.

smtp outlook pop3 evolution

2 Answers

  1. Are both email clients using port 25? Maybe evolution is configured to use port 25 but has a box checked for "TLS/SSL Enabled" which is causing it to send over 587 (seen this in eudora).

    Their documentation asks to use 587 as outgoing. This is a counter intuitive solution because your log shows the email going out fine, but its worth a shot.

    Source: http://www.ipower.com/info/systemnotice.bml?id=5702

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  2. Best Answer

    The last line is an OK from SMTP server, that means it's done so the issue is not on your end! You should contact the domain provider.

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