Emails sent to outlook.com not being delivered

Posted by imukcedup on Server Fault See other posts from Server Fault or by imukcedup
Published on 2014-06-12T14:05:02Z Indexed on 2014/06/12 15:28 UTC
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I'm having an issue that is a little strange.

I have a cPanel webserver that I own and have root.

I was testing out emailing and noticed some issues.

When I send an email to outlook.com address the email sends ok but nothing is recieved at the outlook mailbox. I also dont get an 'email delivery failure notification' in any mailbox.

2014-06-12 09:53:47 SMTP connection from [127.0.0.1]:45334 (TCP/IP connection count = 1)
2014-06-12 09:53:47 1Wv5Rr-0003rA-2K <= [email protected] H=localhost (ourdomain.com) [127.0.0.1]:45334 P=esmtpa A=dovecot_login:joe S=667 [email protected] T="This is a test message" for [email protected]
2014-06-12 09:53:47 SMTP connection from localhost (ourdomain.com) [127.0.0.1]:45334 closed by QUIT
2014-06-12 09:53:50 cwd=/var/spool/MailScanner/incoming/1029481 5 args: /usr/sbin/exim -C /etc/exim_outgoing.conf -Mc 1Wv5Rr-0003rA-2K
2014-06-12 09:53:50 1Wv5Rr-0003rA-2K SMTP connection outbound 1402581230 1Wv5Rr-0003rA-2K ourdomain.com [email protected]
2014-06-12 09:53:50 1Wv5Rr-0003rA-2K => Test Account <[email protected]> R=archive_outgoing_email T=archiver_outgoing
2014-06-12 09:53:52 1Wv5Rr-0003rA-2K => [email protected] R=dkim_lookuphost T=dkim_remote_smtp H=mx1.hotmail.com [65.54.188.110] X=UNKNOWN:AES128-SHA256:128 C="250  <[email protected]> Queued mail for delivery"
2014-06-12 09:53:52 1Wv5Rr-0003rA-2K Completed

I have checked the outlook.com's spam folders and its not in there either.

This is a new IP address allocation from our ISP and there was a block on gmail addresses, so we know it was used for spam. But with gmail we got a notifaction of failure and I know outlook/microsoft also send out notification.

Does anyone know what could be happening here? Thanks

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