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iis smtp nntp : unable to Send email to yahoo or hotmail a/c


prady
1/10/2006 11:23:02 PM
Hi,
I am using win23k server with iis 6. I have an application which needs to
send emails. I am using the smtp server in the iis. When i send the email to
an id within the organization the email is sent and is recieved by the
recipient. But when the mail is sent to any hotmail or yahoo account, the
mail is left in the Queue and following message is sent to the sender
This is an automatically generated Delivery Status Notification.

THIS IS A WARNING MESSAGE ONLY.

YOU DO NOT NEED TO RESEND YOUR MESSAGE.

Delivery to the following recipients has been delayed.

xxx@yahoo.com


======
Is there setting that need to be changed to send emails to hotmail or yahoo
a/c's
Thanks
Christopher Reed
1/11/2006 6:35:16 AM
This is only a warning message. It usually indicates that you were not
initially successful in connecting to their mail servers for whatever
reason. If you have IIS set up in its default configuration, your SMTP
server will repeatedly attempt to resend your email for a few days before it
errors out.

Now, this could be an indication that a particular mail server is rejecting
your emails, but this is not likely unless your domain has been blacklisted
as a spamming organization. You can do some research on the Internet
regarding this.

Let the emails sit for a little bit and see if they don't go out on their
own. And, just in case, verify that the domains are correct.
--
Christopher A. Reed
"The oxen are slow, but the earth is patient."

[quoted text, click to view]

prady
1/11/2006 8:14:02 PM
Christopher,
Thanks for your reply..
I am using the relay option in the mail server ..Is this causing any
problems? How can i also check if my mail server has been marked for spamming.
Thanks
Prady

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prady
1/11/2006 10:28:01 PM
Hi,
I get the folowing message in the event log
Message delivery to the host '216.155.197.60' failed while delivering to the
remote domain 'yahoo.com' for the following reason: The remote server did not
respond to a connection attempt.


[quoted text, click to view]
Christopher Reed
1/12/2006 12:06:44 AM
If you're relaying to another server, you will have a potential wait
associated with your emails getting picked up by that server. Be careful,
though. If you do not maintain communication with the mail server admin,
you may find out one day the relaying through that server has been cut off.

To check to see if you've been blacklisted, do a search on Google for free
email blacklists to find a website that will test your mail server's domain
to see if it's on any blacklist.
--
Christopher A. Reed
"The oxen are slow, but the earth is patient."

[quoted text, click to view]

Christopher Reed
1/12/2006 8:03:26 AM
When I troubleshoot a mail server connection issue, I usually look up the
mail server for the domain in question using nslookup and setting the
type=mx (mail record). Then, I will telnet it that server using port 25 and
go through the steps of sending an email manually. (I usually don't send
the email; I generally test the Mail From: and the Rcpt To: commands to see
if they work.)

There have been times when larger domains like yahoo.com have had problems
because of two related issues. Even though most ISPs have multiple mail
servers available, sometimes their prioritization process fails along with
their primary mail server, so emails fail to connect. I've seen this before
while doing my testing as noted above because I can send email through one
of the secondary/failover servers, but not on the primary which is the one
that Windows CDO tries to connect to.

Look at this site for more information about using Telnet with an SMTP
connection:
http://www.yuki-onna.co.uk/email/smtp.html


--
Christopher A. Reed
"The oxen are slow, but the earth is patient."

[quoted text, click to view]

prady
1/12/2006 8:49:04 AM
Christopher,
I am totally new to SMTP and it allied terminology. As a part of project
requirement i need to send mails from my asp.net application. I setup a SMTP
server on the IIS server on my local machine and enabled the relay option.
Mails were been sent properly for mail ids with in my organization. When i
actually tried to send it to hotmail a/c from my id, i got the mails getting
stuck in the queue and finally a delivery faliure is recieved.
Based on http://support.microsoft.com/?id=263237
I used the nslookup utility and got these results
===================================

[quoted text, click to view]
Server: xxxx.xxxxxx.net
Address: xx.xxx.xx.xx

Non-authoritative answer:
yahoo.com MX preference = 1, mail exchanger = mx2.mail.yahoo.com
yahoo.com MX preference = 1, mail exchanger = mx3.mail.yahoo.com
yahoo.com MX preference = 5, mail exchanger = mx4.mail.yahoo.com
yahoo.com MX preference = 1, mail exchanger = mx1.mail.yahoo.com

mx2.mail.yahoo.com internet address = 4.79.181.134
mx2.mail.yahoo.com internet address = 4.79.181.135
mx2.mail.yahoo.com internet address = 4.79.181.12
mx2.mail.yahoo.com internet address = 4.79.181.13
mx3.mail.yahoo.com internet address = 64.156.215.5
mx3.mail.yahoo.com internet address = 64.156.215.6
mx3.mail.yahoo.com internet address = 64.156.215.8
mx3.mail.yahoo.com internet address = 64.156.215.18
mx3.mail.yahoo.com internet address = 67.28.113.19
mx4.mail.yahoo.com internet address = 216.155.197.60
mx4.mail.yahoo.com internet address = 66.218.86.156
mx4.mail.yahoo.com internet address = 216.155.197.59
mx1.mail.yahoo.com internet address = 4.79.181.14
mx1.mail.yahoo.com internet address = 4.79.181.15
mx1.mail.yahoo.com internet address = 67.28.113.10
mx1.mail.yahoo.com internet address = 67.28.113.11
[quoted text, click to view]
====================================

Server: xxxx.xxxxxx.net ( These are not my local server name or ip address)
Address: xx.xxx.xx.xx

I am really not able to understand what these results acutally mean...
I had also used the SMTPDiag tool to get the following results


============================
Searching for Exchange external DNS settings.
Computer name is E2ESCV2.
Failed to bind to search. Error: 8007054b

Checking SOA for gmail.com.
Checking external DNS servers.
Checking internal DNS servers.
SOA serial number match: Passed.

Checking local domain records.
Checking MX records using TCP: xx.com.
Checking MX records using UDP: xx.com.
Both TCP and UDP queries succeeded. Local DNS test passed.

Checking remote domain records.
Checking MX records using TCP: gmail.com.
Checking MX records using UDP: gmail.com.
Both TCP and UDP queries succeeded. Remote DNS test passed.

Checking MX servers listed for pradykris@gmail.com.
Connecting to gmail-smtp-in.l.google.com [64.233.163.114] on port 25.
Connecting to the server failed. Error: 10061
Failed to submit mail to gmail-smtp-in.l.google.com.
Connecting to gmail-smtp-in.l.google.com [64.233.163.27] on port 25.
Connecting to the server failed. Error: 10061
Failed to submit mail to gmail-smtp-in.l.google.com.
Connecting to gsmtp185-2.google.com [64.233.185.114] on port 25.
Connecting to the server failed. Error: 10061
Failed to submit mail to gsmtp185-2.google.com.
Connecting to gsmtp83-2.google.com [66.249.83.114] on port 25.
Connecting to the server failed. Error: 10061
Failed to submit mail to gsmtp83-2.google.com.
Connecting to gsmtp185.google.com [64.233.185.27] on port 25.
Connecting to the server failed. Error: 10061
Failed to submit mail to gsmtp185.google.com.
Connecting to gsmtp163.google.com [64.233.163.27] on port 25.
Connecting to the server failed. Error: 10061
Failed to submit mail to gsmtp163.google.com.
Connecting to gsmtp83.google.com [66.249.83.27] on port 25.
Connecting to the server failed. Error: 10061
Failed to submit mail to gsmtp83.google.com.

====================================

I get similar kinda messages for hotmail and yahoo a/c also.

I am not able to understand what is causing the problem...
Regards
Prady













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GregH
1/12/2006 1:34:33 PM
We had a similar problem... it turned out to be an issue with "Extension
Mechanisms for DNS (EDNS0)". We had to disable EDNS0 support on our DNS
servers which resolved the issue. You might want to look into this as well...

http://support.microsoft.com/?id=828731

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prady
1/17/2006 7:22:02 AM
Thanks guys,
It was problem associated with blocking of mails by the smtp server of our
organization. This was corrected and now its working fine...


[quoted text, click to view]
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