?
Solved

Unable to send email to random domains, craigslist.org, Timeout after DATA

Posted on 2007-03-22
3
Medium Priority
?
953 Views
Last Modified: 2013-11-30
I am unable to send emails to certain domains. I have found very little after intense googling.

System:
MS SBS 2003
MS Exchange 2003
Symantec Firewall - SUSPECTED WEAK LINK (horrid firewall)

Emails to random domains will sit in the exchange message que until they timeout. The RCPT domain I have been researching the most has been craigslist.org. As you can see if you get a DNSREPORT they are setup fine with a PTR, correct MX, etc. I know its not because of a external or internal blacklist.

I contacted the IT department at Craigslist.org and they said:

"We're seeing a whole lot of 'timeout after DATA from exchange.MYDOMAIN.com [IP]' in our message logs.
If you google that, you'll see that its most likely a network tuning issues at your end or a broken pipeline implmentation."

I am seeing the following in my smtp logs:
66.150.243.1, OutboundConnectionResponse, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 300344, 0, 48, 0, 0, -, -, 421 mxi1s.craigslist.org Error: timeout exceeded,
66.150.243.2, OutboundConnectionResponse, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 125, 0, 38, 0, 0, -, -, 220 mxi1s.craigslist.org ESMTP Postfix,
66.150.243.2, OutboundConnectionCommand, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 125, 0, 4, 0, 0, EHLO, -, exchange.protingent.com,
66.150.243.2, OutboundConnectionResponse, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 156, 0, 24, 0, 0, -, -, 250-mxi1s.craigslist.org,
66.150.243.2, OutboundConnectionCommand, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 156, 0, 4, 0, 0, MAIL, -, FROM:<Administrator@protingent.com> SIZE=1176,
66.150.243.2, OutboundConnectionResponse, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 203, 0, 6, 0, 0, -, -, 250 Ok,
66.150.243.2, OutboundConnectionCommand, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 203, 0, 4, 0, 0, RCPT, -, TO:<res-273932860@craigslist.org>,
66.150.243.2, OutboundConnectionResponse, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 250, 0, 6, 0, 0, -, -, 250 Ok,
66.150.243.2, OutboundConnectionCommand, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 250, 0, 4, 0, 0, DATA, -, -,
66.150.243.2, OutboundConnectionResponse, 2/8/2007, 0:50:33, SMTPSVC1, EXCHANGE, -, 281, 0, 35, 0, 0, -, -, 354 End data with <CR><LF>.<CR><LF>,
0
Comment
Question by:cchyper
[X]
Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people just like you are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
3 Comments
 
LVL 104

Accepted Solution

by:
Sembee earned 2000 total points
ID: 18783580
It looks like classic firewall interference. Check whether there is any SMTP scanning features built in and disable them.

Simon.
0
 
LVL 4

Expert Comment

by:bdeterding
ID: 21144165
This is not overly helpful, but mostly just to chime in. Symantec FW does fall very short in many areas - that is why Symantec stopped selling it. I am reasonably confident it proxies email out - so the logs from the FW should be insightful.
0

Featured Post

Need protection from advanced malware attacks?

Look no further than WatchGuard's Total Security Suite, providing defense in depth against today's most headlining attacks like Petya 2.0 and WannaCry. Keep your organization out of the news with protection from known and unknown threats.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

There are times when we need to generate a report on the inbox rules, where users have set up forwarding externally in their mailbox. In this article, I will be sharing a script I wrote to generate the report in CSV format.
New style of hardware planning for Microsoft Exchange server.
In this video we show how to create a Shared Mailbox in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.: First we need to log into the Exchange Admin Center. Navigate to the Recipients >> Sha…
To add imagery to an HTML email signature, you have two options available to you. You can either add a logo/image by embedding it directly into the signature or hosting it externally and linking to it. The vast majority of email clients display l…
Suggested Courses
Course of the Month11 days, 16 hours left to enroll

752 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question