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<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">I just figured it out just before getting your email.
<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">You were correct I ned to relay to our outgoing mail server. I just found it weird because it was working internally.<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Thank you all, for all your help.<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Case closed.
<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><o:p> </o:p></span></p>
<div>
<div style="border:none;border-top:solid #E1E1E1 1.0pt;padding:3.0pt 0in 0in 0in">
<p class="MsoNormal"><b><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:windowtext">From:</span></b><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:windowtext"> zendto-bounces@zend.to [mailto:zendto-bounces@zend.to]
<b>On Behalf Of </b>Jules<br>
<b>Sent:</b> Friday, January 13, 2017 10:59 AM<br>
<b>To:</b> ZendTo Users <zendto@zend.to><br>
<b>Subject:</b> Re: [ZendTo] Issues with sending to external users<o:p></o:p></span></p>
</div>
</div>
<p class="MsoNormal"><o:p> </o:p></p>
<p class="MsoNormal" style="margin-bottom:12.0pt">Brian,<br>
<br>
Sounds like you are sending mail directly to Google, rather than going via your organisation's SMTP relay. That will certainly cause the symptoms you are seeing. And it looks like your domainname (as far as sendmail is concerned) is wrong too.<br>
<br>
Edit /etc/mail/sendmail.mc<br>
Look for a line mentioning<br>
SMART_HOST<br>
You want a line that says something like<br>
define(`SMART_HOST', `smtp.utoronto.ca')dnl<br>
The 1st and 3rd quotes should be back-quotes like `<br>
The 2nd and 4th quotes should be normal single-quotes like '<br>
<br>
In your line<br>
define(`confDOMAIN_NAME', `zendto.host.ca')dnl<br>
that really isn't the domain name you want, as it won't have an SPF record or anything. Set it to `utoronto.ca' instead of `zendto.host.ca'.<br>
<br>
then<br>
cd /etc/mail<br>
make<br>
service sendmail restart<br>
<br>
Then do a command like<br>
sendmail -bv <a href="mailto:jules@zend.to">jules@zend.to</a><br>
to see what your sendmail would do with an email addressed to <a href="mailto:jules@zend.to">
jules@zend.to</a>. It should say that it will relay it to smtp.utoronto.ca (or whatever full host name you put in there).<br>
<br>
Then you should have some more luck.<br>
<br>
Cheers,<br>
Jules.<br>
<br>
<o:p></o:p></p>
<div>
<p class="MsoNormal">On 13/01/2017 15:37, Brian Novogradac wrote:<o:p></o:p></p>
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<blockquote style="margin-top:5.0pt;margin-bottom:5.0pt">
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Here is the error from my root mailbox
</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> ----- The following addresses had permanent fatal errors -----</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><a href="mailto:user@gmail.com"><user@gmail.com></a></span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> (reason: 550-5.7.1 [2606:fa00:400:2006:250:56ff:fe92:282a] Our system has detected that)</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> ----- Transcript of session follows -----</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">... while talking to gmail-smtp-in.l.google.com.:</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">>>> DATA</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><<< 550-5.7.1 [2606:fa00:400:2006:250:56ff:fe92:282a] Our system has detected that</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><<< 550-5.7.1 this message does not meet IPv6 sending guidelines regarding PTR</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><<< 550-5.7.1 records and authentication. Please review</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><<< 550-5.7.1
<a href="https://support.google.com/mail/?p=IPv6AuthError">https://support.google.com/mail/?p=IPv6AuthError</a> for more information</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"><<< 550 5.7.1 . u130si1909083iod.170 - gsmtp</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">554 5.0.0 Service unavailable</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">--v0DDJKOE005944.1484313560/send.utoronto.ca</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Content-Type: message/delivery-status</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Reporting-MTA: dns; send.utoronto.ca</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Received-From-MTA: DNS; localhost.localdomain</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Arrival-Date: Fri, 13 Jan 2017 08:19:19 -0500</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Final-Recipient: RFC822;
<a href="mailto:user@gmail.com">user@gmail.com</a></span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Action: failed</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Status: 5.7.1</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Remote-MTA: DNS; gmail-smtp-in.l.google.com</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Diagnostic-Code: SMTP; 550-5.7.1 [2606:fa00:400:2006:250:56ff:fe92:282a] Our system has detected that</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Last-Attempt-Date: Fri, 13 Jan 2017 08:19:20 -0500</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">--v0DDJKOE005944.1484313560/zendto.XXX.ca</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal"><b><span style="font-size:11.0pt;font-family:"Calibri",sans-serif">From:</span></b><span style="font-size:11.0pt;font-family:"Calibri",sans-serif">
<a href="mailto:zendto-bounces@zend.to">zendto-bounces@zend.to</a> [<a href="mailto:zendto-bounces@zend.to">mailto:zendto-bounces@zend.to</a>]
<b>On Behalf Of </b>Mike Brudenell<br>
<b>Sent:</b> Friday, January 13, 2017 9:40 AM<br>
<b>To:</b> ZendTo Users <a href="mailto:zendto@zend.to"><zendto@zend.to></a><br>
<b>Subject:</b> Re: [ZendTo] Issues with sending to external users</span><o:p></o:p></p>
<p class="MsoNormal"> <o:p></o:p></p>
<div>
<div>
<p class="MsoNormal">Hi, Brian -<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">Firstly note that I've not touched Sendmail since 2008 (we use Exim now) so my memory/interpretation might be hazy in places in my comments below…<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<div>
<p class="MsoNormal">On 13 January 2017 at 13:31, Brian Novogradac <<a href="mailto:Brian.Novogradac@utoronto.ca" target="_blank">Brian.Novogradac@utoronto.ca</a>> wrote:<o:p></o:p></p>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Thanks for helping me out here here is some more information.</span><o:p></o:p></p>
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="gmail-m-4670916704799623933msolistparagraph"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">-</span><span style="font-size:7.0pt;color:#1F497D">
</span><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Running Centos 6.8</span><o:p></o:p></p>
<p class="gmail-m-4670916704799623933msolistparagraph"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">-</span><span style="font-size:7.0pt;color:#1F497D">
</span><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Yes the zendto is sending messages to sendmail on the machine</span><o:p></o:p></p>
<p class="gmail-m-4670916704799623933msolistparagraph"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">-</span><span style="font-size:7.0pt;color:#1F497D">
</span><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">I have all hostname information set correctly in hosts file</span><o:p></o:p></p>
<p class="gmail-m-4670916704799623933msolistparagraph"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">-</span><span style="font-size:7.0pt;color:#1F497D">
</span><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">In
<a href="http://sendmail.mc" target="_blank">sendmail.mc</a> I have added the domainname in define(`confDOMAIN_NAME', `<a href="http://zendto.host.ca" target="_blank">zendto.host.ca</a>')dnl</span><o:p></o:p></p>
</blockquote>
<div>
<p class="MsoNormal">I seem to remember that you set confDOMAIN_NAME to the domain name you want adding to unqualified addresses — ie, those that are only a username. If you have
<u>really</u> set this to "<a href="http://zendto.host.ca">zendto.host.ca</a>" then a message from/to the plain username address<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
</div>
</div>
<blockquote style="margin-left:30.0pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<div>
<div>
<div>
<p class="MsoNormal">apache<o:p></o:p></p>
</div>
</div>
</div>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<p class="MsoNormal">say, becomes<o:p></o:p></p>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<blockquote style="margin-left:30.0pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<div>
<p class="MsoNormal"><a href="mailto:apache@zendto.host.ca">apache@zendto.host.ca</a><o:p></o:p></p>
</div>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<p class="MsoNormal">I've used dig to look up data for the domain "<a href="http://host.ca">host.ca</a>" and to be honest I'm not convinced you've really set it to that as it seems to be something to do with <a href="http://domainsatcost.ca">domainsatcost.ca</a>.<o:p></o:p></p>
<div>
<div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Maillog:</span><o:p></o:p></p>
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Jan 13 08:19:19 zendto sendmail[5941]: v0DDJILc005941: from=apache, size=1517, class=0, nrcpts=1, msgid=<<a href="mailto:201701131319.v0DDJILc005941@zendto.XXXXX">201701131319.v0DDJILc005941@zendto.XXXXX</a>>,
relay=apache@localhost</span><o:p></o:p></p>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">The above will be the locally generated message your apache username is creating and handing to Sendmail.<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Jan 13 08:19:19 zendto sendmail[5942]: v0DDJJOE005942: from=<apache@ zendto.XXXXX >, size=1744, class=0,
nrcpts=1, msgid=<a href="mailto:201701131319.v0DDJILc005941@zendto.XXXXX"><201701131319.v0DDJILc005941@ zendto.XXXXX ></a>, proto=ESMTP, daemon=MTA, relay=localhost.localdomain [127.0.0.1]</span><o:p></o:p></p>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">Then sendmail qualifies the plain sender address "apache" with a domain name, making it <apache.zendto.XXXXX> — hmm, if that's the case then that won't be a valid email address.<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">I seem to recall that "relay=" identifies the server the message is transmitted onward to: in this case to the SMTP server running on the same machine — localhost.localdomain [127.0.0.1]<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Jan 13 08:19:19 zendto sendmail[5941]: v0DDJILc005941: to=<a href="mailto:userXXX@gmail.com" target="_blank">userXXX@gmail.com</a>,
ctladdr=apache (48/48), delay=00:00:01, xdelay=00:00:00, mailer=relay, pri=31517, relay=[127.0.0.1] [127.0.0.1], dsn=2.0.0, stat=Sent (v0DDJJOE005942 Message accepted for delivery)</span><o:p></o:p></p>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">I think the above is Sendmail logging it has successfully transmitted your message to the SMTP listener running on your host.<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Jan 13 08:19:20 zendto sendmail[5944]: STARTTLS=client, relay=<a href="http://gmail-smtp-in.l.google.com" target="_blank">gmail-smtp-in.l.google.com</a>.,
version=TLSv1/SSLv3, verify=FAIL, cipher=ECDHE-RSA-AES128-GCM-SHA256, bits=128/128</span><o:p></o:p></p>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">Your Sendmail then decides it needs to transmit the message to the server <a href="http://gmail-smtp-in.l.google.com">gmail-smtp-in.l.google.com</a><o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">Which tallies with the MX records for <a href="http://gmail.com">
gmail.com</a> — these have the most preferred one being <a href="http://gmail-smtp-in.l.google.com">gmail-smtp-in.l.google.com</a><o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Jan 13 08:19:20 zendto sendmail[5944]: v0DDJJOE005942: to=<
<a href="mailto:userXXX@gmail.com" target="_blank">userXXX@gmail.com</a> >, ctladdr=<apache@ zendto.XXXXX > (48/48), delay=00:00:01, xdelay=00:00:01, mailer=esmtp, pri=121744, relay=<a href="http://gmail-smtp-in.l.google.com" target="_blank">gmail-smtp-in.l.google.com</a>.
[IPv6:2607:f8b0:4001:c01::1b], dsn=5.0.0, stat=Service unavailable</span><o:p></o:p></p>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">The above line is Gmail's SMTP server refusing to accept your message, returning a 5xx permanent failure response code, with the rather unhelpful explanatory text "Service unavailable".<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">The 5xx response code tells your Sendmail to abandon any further attempts to send the message and to generate a Non-Delivery Report to return to the sender.<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Jan 13 08:19:20 zendto sendmail[5944]: v0DDJJOE005942: v0DDJKOE005944: DSN: Service unavailable</span><o:p></o:p></p>
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Jan 13 08:19:20 zendto sendmail[5944]: v0DDJKOE005944: to=root, delay=00:00:00, xdelay=00:00:00, mailer=local,
pri=32992, dsn=2.0.0, stat=Sent</span><o:p></o:p></p>
</blockquote>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">This shows a message being delivered to the local mailbox belonging to the root username on your server — ie, the Zendto box. Check in that mailbox and you'll likely find the Non-Delivery Report, hopefully with some information about why
the message was rejected by Gmail.<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">Things that trouble me are the stray spaces everywhere. For example the sender address seems to be <apache@ zendto.XXXXX > and the recipient address <
<a href="mailto:userXXX@gmail.com">userXXX@gmail.com</a> >. But a quick test suggests Gmail would reject these with a "555 5.5.2 Syntax error." response rather than "Service unavailable".<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<blockquote style="border:none;border-left:solid #CCCCCC 1.0pt;padding:0in 0in 0in 6.0pt;margin-left:4.8pt;margin-top:5.0pt;margin-right:0in;margin-bottom:5.0pt">
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">Email Header:</span><o:p></o:p></p>
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D"> </span><o:p></o:p></p>
<p class="MsoNormal" style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto">Received: from zendto.XXXXX (localhost.localdomain [127.0.0.1]) by<br>
zendto.XXXXX t(8.14.4/8.14.4) with ESMTP id v0CJ8WAd001980; Thu, 12 Jan<br>
2017 14:08:32 -0500<br>
Received: (from <a href="mailto:apache@localhost" target="_blank">apache@localhost</a>) by
<span style="font-size:11.0pt;font-family:"Calibri",sans-serif;color:#1F497D">zendto.XXXXX
</span>(8.14.4/8.14.4/Submit)<br>
id v0CJ8Wm9001976; Thu, 12 Jan 2017 14:08:32 -0500<br>
Date: Thu, 12 Jan 2017 14:08:32 -0500<br>
Message-ID: <<a href="mailto:201701121908.v0CJ8Wm9001976@send.utoronto.ca" target="_blank">201701121908.v0CJ8Wm9001976@<span style="color:windowtext;text-decoration:none">
</span>zendto.XXXXX </a>><br>
To: < <span style="color:#1F497D"><a href="mailto:userXXX@gmail.com" target="_blank">userXXX@gmail.com</a>
</span>><br>
Subject: User has dropped off a file for you<br>
X-PHP-Originating-Script: 0:NSSDropbox.php<br>
From: Zendto <<a href="mailto:no-reply@utoronto.ca" target="_blank">no-reply@<span style="color:windowtext;text-decoration:none">
</span>zendto.XXXXX </a>><o:p></o:p></p>
</blockquote>
</div>
<p class="MsoNormal"><br>
Basically there's still a lot of obfuscation, possibly along with some typos (the stray spaces) introduced whilst obfuscating, for anyone else to be sure what's going on. You'll need to discuss your pristine logs with a local Sendmail support guru at your site.<br>
<br>
Cheers,<o:p></o:p></p>
</div>
<div>
<p class="MsoNormal">Mike B.<br clear="all">
<o:p></o:p></p>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<p class="MsoNormal">-- <o:p></o:p></p>
<div>
<div>
<div>
<p class="MsoNormal"><span style="color:#666666">Systems Administrator & Change Manager</span><o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"><span style="color:#666666">IT Services, University of York, Heslington, York YO10 5DD, UK</span><o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"><span style="color:#666666">Tel: +44-(0)1904-323811</span><o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"> <o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"><span style="color:#666666">Web: <a href="http://www.york.ac.uk/it-services" target="_blank">
www.york.ac.uk/it-services</a></span><o:p></o:p></p>
</div>
<div>
<p class="MsoNormal"><span style="color:#666666">Disclaimer: <a href="http://www.york.ac.uk/docs/disclaimer/email.htm" target="_blank">
www.york.ac.uk/docs/disclaimer/email.htm</a></span><o:p></o:p></p>
</div>
</div>
</div>
</div>
</div>
</div>
<p class="MsoNormal"><br>
<br>
<br>
<o:p></o:p></p>
<pre>_______________________________________________<o:p></o:p></pre>
<pre>ZendTo mailing list<o:p></o:p></pre>
<pre><a href="mailto:ZendTo@zend.to">ZendTo@zend.to</a><o:p></o:p></pre>
<pre><a href="http://mailman.ecs.soton.ac.uk/mailman/listinfo/zendto">http://mailman.ecs.soton.ac.uk/mailman/listinfo/zendto</a><o:p></o:p></pre>
</blockquote>
<p class="MsoNormal"><br>
<br>
<o:p></o:p></p>
<pre>Jules<o:p></o:p></pre>
<pre><o:p> </o:p></pre>
<pre>-- <o:p></o:p></pre>
<pre>Julian Field MEng MBCS CITP CEng<o:p></o:p></pre>
<pre><o:p> </o:p></pre>
<pre>'There is one thing stronger than all the armies in the world;<o:p></o:p></pre>
<pre> and that is an idea whose time has come.'<o:p></o:p></pre>
<pre><o:p> </o:p></pre>
<pre><a href="http://www.Zend.To">www.Zend.To</a><o:p></o:p></pre>
<pre>Twitter: @JulesFM<o:p></o:p></pre>
<pre>PGP footprint: EE81 D763 3DB0 0BFD E1DC 7222 11F6 5947 1415 B654<o:p></o:p></pre>
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