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Operating Systems Linux Unable to send email with sendmail from PHP 5.3 on CentOS VM Post 302888437 by crmpicco on Friday 14th of February 2014 08:41:03 AM
Old 02-14-2014
It turns out this is due to Spam Filtering at the mail server end:

When I look at the messages sitting in my mail log that have been returned I get a link to this:

IP Address Classification Lookup | Sophos Threat Center | SophosLabs

So it would appear to be a configuration issue with the mail server.
 

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MAKEPERCENTRELAY(8)					      Double Precision, Inc.					       MAKEPERCENTRELAY(8)

NAME
makepercentrelay - Build a list of %-relayed domains SYNOPSIS
makepercentrelay DESCRIPTION
makepercentrelay reads /etc/courier/esmtppercentrelay.dir and creates /etc/courier/esmtppercentrelay.dat which is a binary database file. The files /etc/courier/esmtppercentrelay and /etc/courier/esmtppercentrelay.dat specify a list of "percent-hack" domains. /etc/courier/esmtppercentrelay is a plain text file, containing one domain per line. The Courier mail server loads the contents of /etc/courier/esmtppercentrelay into memory, so if you have a lot of domains, you will want to use the binary database file. The makepercentrelay command reads /etc/courier/esmtppercentrelay.dir, which can be either a plain text file itself, or a directory containing plain text files. All files in the subdirectory are concatenated, and the binary database file is created from the result. the Courier mail server can use both /etc/courier/esmtppercentrelay and /etc/courier/esmtppercentrelay.dat at the same time. Usually you would put a couple of your most frequent domains in /etc/courier/esmtppercentrelay, then put the rest in /etc/courier/esmtppercentrelay.dir, and use makepercentrelay to turn it into a database file. "percent-hack" domains are a list of domains for which the Courier mail server accepts mail via ESMTP addressed as "local%percent.hack.domain@local.domain", where "percent.hack.domain" is a domain found in /etc/courier/esmtppercentrelay or /etc/courier/esmtppercentrelay.dat, and "local.domain" is any domain found in /etc/courier/locals. The Courier mail server removes the local domain, and rewrites the address as "local@percent.hack.domain", then attempts to deliver it. The percent hack applies only to mail received via ESMTP. The Courier mail server does not check this list of domains if the message is received via any other way (such as by running /usr/bin/sendmail directly from the command line). "percent.hack.domain" would likely to be a domain that the Courier mail server knows how to handle via some other means. It might be an entry in /etc/courier/aliases, or an entry in /etc/courier/esmtproutes. SEE ALSO
esmtpd(8)[1], makealiases(8)[2]. AUTHOR
Sam Varshavchik Author NOTES
1. esmtpd(8) [set $man.base.url.for.relative.links]/esmtpd.html 2. makealiases(8) [set $man.base.url.for.relative.links]/makealiases.html Courier Mail Server 08/30/2011 MAKEPERCENTRELAY(8)
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