<html>
  <head>
    <meta content="text/html; charset=windows-1252"
      http-equiv="Content-Type">
  </head>
  <body bgcolor="#FFFFFF" text="#000000">
    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 class="moz-txt-link-abbreviated" href="mailto:jules@zend.to">jules@zend.to</a><br>
    to see what your sendmail would do with an email addressed to
    <a class="moz-txt-link-abbreviated" 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>
    <br>
    <div class="moz-cite-prefix">On 13/01/2017 15:37, Brian Novogradac
      wrote:<br>
    </div>
    <blockquote
cite="mid:796146345C18F14E8B9C4C5793409100014916F5FE@ArborExMBx2P.UTORARBOR.UTORAD.Utoronto.ca"
      type="cite">
      <meta http-equiv="Content-Type" content="text/html;
        charset=windows-1252">
      <meta name="Generator" content="Microsoft Word 15 (filtered
        medium)">
      <style><!--
/* Font Definitions */
@font-face
        {font-family:"Cambria Math";
        panose-1:2 4 5 3 5 4 6 3 2 4;}
@font-face
        {font-family:Calibri;
        panose-1:2 15 5 2 2 2 4 3 2 4;}
/* Style Definitions */
p.MsoNormal, li.MsoNormal, div.MsoNormal
        {margin:0in;
        margin-bottom:.0001pt;
        font-size:12.0pt;
        font-family:"Times New Roman",serif;}
a:link, span.MsoHyperlink
        {mso-style-priority:99;
        color:blue;
        text-decoration:underline;}
a:visited, span.MsoHyperlinkFollowed
        {mso-style-priority:99;
        color:purple;
        text-decoration:underline;}
p.msonormal0, li.msonormal0, div.msonormal0
        {mso-style-name:msonormal;
        mso-margin-top-alt:auto;
        margin-right:0in;
        mso-margin-bottom-alt:auto;
        margin-left:0in;
        font-size:12.0pt;
        font-family:"Times New Roman",serif;}
p.gmail-m-4670916704799623933msolistparagraph, li.gmail-m-4670916704799623933msolistparagraph, div.gmail-m-4670916704799623933msolistparagraph
        {mso-style-name:gmail-m_-4670916704799623933msolistparagraph;
        mso-margin-top-alt:auto;
        margin-right:0in;
        mso-margin-bottom-alt:auto;
        margin-left:0in;
        font-size:12.0pt;
        font-family:"Times New Roman",serif;}
span.EmailStyle19
        {mso-style-type:personal-reply;
        font-family:"Calibri",sans-serif;
        color:#1F497D;}
.MsoChpDefault
        {mso-style-type:export-only;
        font-family:"Calibri",sans-serif;}
@page WordSection1
        {size:8.5in 11.0in;
        margin:1.0in 1.0in 1.0in 1.0in;}
div.WordSection1
        {page:WordSection1;}
--></style><!--[if gte mso 9]><xml>
<o:shapedefaults v:ext="edit" spidmax="1026" />
</xml><![endif]--><!--[if gte mso 9]><xml>
<o:shapelayout v:ext="edit">
<o:idmap v:ext="edit" data="1" />
</o:shapelayout></xml><![endif]-->
      <div class="WordSection1">
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Here
            is the error from my root mailbox
            <o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">  
            ----- The following addresses had permanent fatal errors
            -----<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><a class="moz-txt-link-rfc2396E" href="mailto:user@gmail.com">&lt;user@gmail.com&gt;</a><o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">   
            (reason: 550-5.7.1 [2606:fa00:400:2006:250:56ff:fe92:282a]
            Our system has detected that)<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">  
            ----- Transcript of session follows -----<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">...
            while talking to gmail-smtp-in.l.google.com.:<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">&gt;&gt;&gt;
            DATA<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">&lt;&lt;&lt;
            550-5.7.1 [2606:fa00:400:2006:250:56ff:fe92:282a] Our system
            has detected that<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">&lt;&lt;&lt;
            550-5.7.1 this message does not meet IPv6 sending guidelines
            regarding PTR<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">&lt;&lt;&lt;
            550-5.7.1 records and authentication. Please review<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">&lt;&lt;&lt;
            550-5.7.1  <a class="moz-txt-link-freetext" href="https://support.google.com/mail/?p=IPv6AuthError">https://support.google.com/mail/?p=IPv6AuthError</a>
            for more information<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">&lt;&lt;&lt;
            550 5.7.1 . u130si1909083iod.170 - gsmtp<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">554
            5.0.0 Service unavailable<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">--v0DDJKOE005944.1484313560/send.utoronto.ca<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Content-Type:
            message/delivery-status<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Reporting-MTA:
            dns; send.utoronto.ca<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Received-From-MTA:
            DNS; localhost.localdomain<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Arrival-Date:
            Fri, 13 Jan 2017 08:19:19 -0500<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Final-Recipient:
            RFC822; <a class="moz-txt-link-abbreviated" href="mailto:user@gmail.com">user@gmail.com</a><o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Action:
            failed<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Status:
            5.7.1<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Remote-MTA:
            DNS; gmail-smtp-in.l.google.com<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Diagnostic-Code:
            SMTP; 550-5.7.1 [2606:fa00:400:2006:250:56ff:fe92:282a] Our
            system has detected that<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Last-Attempt-Date:
            Fri, 13 Jan 2017 08:19:20 -0500<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">--v0DDJKOE005944.1484313560/zendto.XXX.ca<o:p></o:p></span></p>
        <p class="MsoNormal"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D"><o:p> </o:p></span></p>
        <p class="MsoNormal"><b><span
              style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif">From:</span></b><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif">
            <a class="moz-txt-link-abbreviated" href="mailto:zendto-bounces@zend.to">zendto-bounces@zend.to</a> [<a class="moz-txt-link-freetext" 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 class="moz-txt-link-rfc2396E" href="mailto:zendto@zend.to">&lt;zendto@zend.to&gt;</a><br>
            <b>Subject:</b> Re: [ZendTo] Issues with sending to external
            users<o:p></o:p></span></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 &lt;<a moz-do-not-send="true"
                  href="mailto:Brian.Novogradac@utoronto.ca"
                  target="_blank">Brian.Novogradac@utoronto.ca</a>&gt;
                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-right:0in">
                <p class="MsoNormal"
                  style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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:&quot;Calibri&quot;,sans-serif;color:#1F497D"> </span><o:p></o:p></p>
                <p class="gmail-m-4670916704799623933msolistparagraph"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">-</span><span
                    style="font-size:7.0pt;color:#1F497D">         
                  </span><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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:&quot;Calibri&quot;,sans-serif;color:#1F497D">-</span><span
                    style="font-size:7.0pt;color:#1F497D">         
                  </span><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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:&quot;Calibri&quot;,sans-serif;color:#1F497D">-</span><span
                    style="font-size:7.0pt;color:#1F497D">         
                  </span><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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:&quot;Calibri&quot;,sans-serif;color:#1F497D">-</span><span
                    style="font-size:7.0pt;color:#1F497D">         
                  </span><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">In
                    <a moz-do-not-send="true" href="http://sendmail.mc"
                      target="_blank">sendmail.mc</a> I have added the
                    domainname in define(`confDOMAIN_NAME', `<a
                      moz-do-not-send="true"
                      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 moz-do-not-send="true"
                    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-right:0in">
            <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-right:0in">
              <div>
                <p class="MsoNormal"><a moz-do-not-send="true"
                    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 moz-do-not-send="true" 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
                moz-do-not-send="true" 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-right:0in">
                  <p class="MsoNormal"
                    style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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:&quot;Calibri&quot;,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:&quot;Calibri&quot;,sans-serif;color:#1F497D">Jan
                      13 08:19:19 zendto sendmail[5941]: v0DDJILc005941:
                      from=apache, size=1517, class=0, nrcpts=1,
                      msgid=&lt;<a moz-do-not-send="true"
                        href="mailto:201701131319.v0DDJILc005941@zendto.XXXXX">201701131319.v0DDJILc005941@zendto.XXXXX</a>&gt;,
                      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-right:0in">
                  <p class="MsoNormal"
                    style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Jan
                      13 08:19:19 zendto sendmail[5942]: v0DDJJOE005942:
                      from=&lt;apache@ zendto.XXXXX &gt;, size=1744,
                      class=0, nrcpts=1,
                      msgid=<a class="moz-txt-link-rfc2396E" href="mailto:201701131319.v0DDJILc005941@zendto.XXXXX">&lt;201701131319.v0DDJILc005941@
                      zendto.XXXXX &gt;</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 &lt;apache.zendto.XXXXX&gt; — 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-right:0in">
                  <p class="MsoNormal"
                    style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Jan
                      13 08:19:19 zendto sendmail[5941]: v0DDJILc005941:
                      to=<a moz-do-not-send="true"
                        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-right:0in">
                  <p class="MsoNormal"
                    style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Jan
                      13 08:19:20 zendto sendmail[5944]:
                      STARTTLS=client, relay=<a moz-do-not-send="true"
                        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
                      moz-do-not-send="true"
                      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 moz-do-not-send="true"
                      href="http://gmail.com">
                      gmail.com</a> — these have the most preferred one
                    being <a moz-do-not-send="true"
                      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-right:0in">
                  <p class="MsoNormal"
                    style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,sans-serif;color:#1F497D">Jan
                      13 08:19:20 zendto sendmail[5944]: v0DDJJOE005942:
                      to=&lt;
                      <a moz-do-not-send="true"
                        href="mailto:userXXX@gmail.com" target="_blank">userXXX@gmail.com</a>
                      &gt;, ctladdr=&lt;apache@ zendto.XXXXX &gt;
                      (48/48), delay=00:00:01, xdelay=00:00:01,
                      mailer=esmtp, pri=121744, relay=<a
                        moz-do-not-send="true"
                        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-right:0in">
                  <p class="MsoNormal"
                    style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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:&quot;Calibri&quot;,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 &lt;apache@ zendto.XXXXX &gt;
                    and the recipient address &lt;
                    <a moz-do-not-send="true"
                      href="mailto:userXXX@gmail.com">userXXX@gmail.com</a>
                    &gt;. 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-right:0in">
                  <p class="MsoNormal"
                    style="mso-margin-top-alt:auto;mso-margin-bottom-alt:auto"><span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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:&quot;Calibri&quot;,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 moz-do-not-send="true"
                      href="mailto:apache@localhost" target="_blank">apache@localhost</a>)
                    by
                    <span
style="font-size:11.0pt;font-family:&quot;Calibri&quot;,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: &lt;<a moz-do-not-send="true"
                      href="mailto:201701121908.v0CJ8Wm9001976@send.utoronto.ca"
                      target="_blank">201701121908.v0CJ8Wm9001976@<span
                        style="color:windowtext;text-decoration:none">
                      </span>zendto.XXXXX </a>&gt;<br>
                    To: &lt; <span style="color:#1F497D"><a
                        moz-do-not-send="true"
                        href="mailto:userXXX@gmail.com" target="_blank">userXXX@gmail.com</a>
                    </span>&gt;<br>
                    Subject: User has dropped off a file for you<br>
                    X-PHP-Originating-Script: 0:NSSDropbox.php<br>
                    From: Zendto &lt;<a moz-do-not-send="true"
                      href="mailto:no-reply@utoronto.ca" target="_blank">no-reply@<span
                        style="color:windowtext;text-decoration:none">
                      </span>zendto.XXXXX </a>&gt;<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 &amp; 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 moz-do-not-send="true"
                          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 moz-do-not-send="true"
                          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>
      </div>
      <br>
      <fieldset class="mimeAttachmentHeader"></fieldset>
      <br>
      <pre wrap="">_______________________________________________
ZendTo mailing list
<a class="moz-txt-link-abbreviated" href="mailto:ZendTo@zend.to">ZendTo@zend.to</a>
<a class="moz-txt-link-freetext" href="http://mailman.ecs.soton.ac.uk/mailman/listinfo/zendto">http://mailman.ecs.soton.ac.uk/mailman/listinfo/zendto</a></pre>
    </blockquote>
    <br>
    <pre class="moz-signature" cols="72">Jules

-- 
Julian Field MEng MBCS CITP CEng

'There is one thing stronger than all the armies in the world;
 and that is an idea whose time has come.'

<a class="moz-txt-link-abbreviated" href="http://www.Zend.To">www.Zend.To</a>
Twitter: @JulesFM
PGP footprint: EE81 D763 3DB0 0BFD E1DC 7222 11F6 5947 1415 B654
</pre>
  </body>
</html>