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Exchange 2010 not sending emails to a certain domain

Posted on 2013-12-02
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Last Modified: 2013-12-03
I have a coworker that deleted the default web site. I loaded the same version of exchange on another server the typical mailbox CAS and HT, transferred the mailboxes over to the new database, made new send connectors and made changes to the receive connectors. I try to email xxxxxxxxx@vtext.com and receive an error which is 451 4.4.0 Primary target IP address responded with: "554 xxxxxx.vtext.com." Attempted failover to alternate host, but that did not succeed. I tried telnetting to myserver which works fine  

Trying 71.46.208.104...
Connected to mail.mydomain.com.
Escape character is '^]'.
220 MYSERVER.mydomain.com Microsoft ESMTP MAIL Service ready at Mon, 2 Dec 2013 20:45:41 -0500
helo
250 MYSERVER.mydomain.com Hello [76.84.96.248]
mail from:me@mydomain.com
250 2.1.0 Sender OK
rcpt to:emailaddress@vtext.com
550 5.7.1 Unable to relay

At the end it says unable to relay I'm stuck and don't know which way to go. I've tried turning off the antivirus and restarting the transport service, making a new send connector. Any help will be greatly appreciated.
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Question by:ryanof01
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6 Comments
 

Author Comment

by:ryanof01
ID: 39691545
I've tried to telnet to the vtext.com server on my server and from my house wasn't able to get connected.
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Expert Comment

by:suriyaehnop
ID: 39691588
Do you able to send email to another domain such gmail,hotmail or yahoo?

Do you use smart host or DNS to route the email out?
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Author Comment

by:ryanof01
ID: 39691606
I can used my account to send my gmail account an email but on another account got an error which is

mx.google.com gave this error:
[2002:472e:d067::472e:d067 16] Our system has detected that this message does not meet IPv6 sending guidelines regarding PTR records and authentication. Please review https://support.google.com/mail/?p=ipv6_authentication_error for more information. f20si30583356vcs.142 - gsmtp

Your message wasn't delivered due to a permission or security issue. It may have been rejected by a moderator, the address may only accept e-mail from certain senders, or another restriction may be preventing delivery.
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LVL 19

Accepted Solution

by:
suriyaehnop earned 2000 total points
ID: 39691616
Additional guidelines for IPv6

The sending IP must have a PTR record (i.e., a reverse DNS of the sending IP) and it should match the IP obtained via the forward DNS resolution of the hostname specified in the PTR record. Otherwise, mail will be marked as spam or possibly rejected.
The sending domain should pass either SPF check or DKIM check. Otherwise, mail might be marked as spam.

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On your Public DNS, please create a reverse proxy for your email domain address. Once done, please wait for DNS propagation, normally it will take 24-48 hours
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Author Comment

by:ryanof01
ID: 39691658
alright i tried to add a spf record here is the value does it look correct?

host=

@

value=

v=spf1 mx ptr mx:mail.mydomain.com ip4:mail ~all
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