Solved

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

Posted on 2007-03-22
3
939 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
3 Comments
 
LVL 104

Accepted Solution

by:
Sembee earned 500 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

Optimizing Cloud Backup for Low Bandwidth

With cloud storage prices going down a growing number of SMBs start to use it for backup storage. Unfortunately, business data volume rarely fits the average Internet speed. This article provides an overview of main Internet speed challenges and reveals backup best practices.

Question has a verified solution.

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

This article explains in simple steps how to renew expiring Exchange Server Internal Transport Certificate.
Read this checklist to learn more about the 15 things you should never include in an email signature.
In this video we show how to create an email address policy 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 Mail Flow…
This video shows how to quickly and easily add an email signature for all users on Exchange 2016. The resulting signature is applied on a server level by Exchange Online. The email signature template has been downloaded from: www.mail-signatures…

825 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