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Failed to send emails to gmail

Questions regarding the Mail Server
Dovecot, Exim, RoundCube
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HenrysCat
Posts: 51
Joined: Sun Mar 25, 2018 7:25 pm

Os: CentOS 6x
Web: apache + nginx
Re: Failed to send emails to gmail
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Post by HenrysCat » Thu Jul 11, 2019 7:55 pm

If you email looks like spam, i.e. one line of text with a dubious subject it will get rejected by Gmail & hotmail etc, copy/past a whole web page into the body of the email, makes it look like a newsletter, lots of html etc, and give it a sensible subject, sounds silly but don't use the word 'test'
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amos
Posts: 11
Joined: Fri Jul 05, 2019 6:43 am

Os: Ubuntu 17x
Web: apache
Re: Failed to send emails to gmail
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Post by amos » Thu Jul 11, 2019 8:41 pm

same
$ delivering 1hlfqH-00019P-IS
LOG: retry_defer MAIN
== [email protected] R=dnslookup T=remote_smtp defer (-53): retry time not reached for any host for 'gmail.com'

The frustrating part is that I have no clue what is failing it. ALL other email providers are working with no problem.
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HenrysCat
Posts: 51
Joined: Sun Mar 25, 2018 7:25 pm

Os: CentOS 6x
Web: apache + nginx
Re: Failed to send emails to gmail
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Post by HenrysCat » Thu Jul 11, 2019 8:55 pm

You email is set up perfectly, we have proved that, it's failing because you are not sending proper emails with a proper email client, try using Round cube etc bundled with Vesta, or even Outlook, make a decent email and it will be delivered, I have been through this myself and it is all down to content with Gmail.
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amos
Posts: 11
Joined: Fri Jul 05, 2019 6:43 am

Os: Ubuntu 17x
Web: apache
Re: Failed to send emails to gmail
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Post by amos » Thu Jul 11, 2019 9:12 pm

Here is the joke, the emails that are not received, are sent from... gmail itself!

The smtp/pop3 (I have no problem receiving emails from gmail) servers are of my vps but my email is defined as an account inside gmail.

In Gmail, pop3 server is stockdiv.com and it works, if I change it to mail.stockdiv.com, it says: Unable to establish secure SSL connection to mail.stockdiv.com.

SMTP on the other hand, was changed successfully to mail.... so now I'm checking if this did the trick.
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amos
Posts: 11
Joined: Fri Jul 05, 2019 6:43 am

Os: Ubuntu 17x
Web: apache
Re: Failed to send emails to gmail
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Post by amos » Sun Jul 14, 2019 8:41 am

Now that all tests are ok but the problem persists, is it officially a voodoo or is there something I can still check? Gmail is not happy with something but it doesn't say what and I'm left in the dark.
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amos
Posts: 11
Joined: Fri Jul 05, 2019 6:43 am

Os: Ubuntu 17x
Web: apache
Re: Failed to send emails to gmail
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Post by amos » Wed Jul 17, 2019 8:33 am

Any kind of help will be appreciated... I'm completely lost... thanks
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amos
Posts: 11
Joined: Fri Jul 05, 2019 6:43 am

Os: Ubuntu 17x
Web: apache
Re: Failed to send emails to gmail
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Post by amos » Sun Jul 21, 2019 8:42 pm

Failed email (to gmail)
--- begin of not sure if related
2019-07-21 20:25:32 1hpIOi-000PSe-MZ <= [email protected] H=mail-qk1-f177.google.com [209.85.222.177] P=esmtpsa X=TLS1.3:ECDHE_RSA_AES_128_GCM_SHA256:128 CV=no A=dovecot_plain:[email protected] K S=1571 id=CAL_-E47SnWeyXW4bTF3BukcSLLnv3jBxbvSFaLbTDwn3rt7E1A@mail.gmail.com
---- end of not sure if related

2019-07-21 20:25:33 1hpIOi-000PSe-MZ H=gmail-smtp-in.l.google.com [74.125.197.26] TLS error on connection (recv): Resource temporarily unavailable, try again.
2019-07-21 20:25:33 1hpIOi-000PSe-MZ H=gmail-smtp-in.l.google.com [74.125.197.26]: Remote host closed connection in response to EHLO mail.stockdiv.com
2019-07-21 20:25:33 1hpIOi-000PSe-MZ H=alt1.gmail-smtp-in.l.google.com [74.125.129.26] TLS error on connection (recv): Resource temporarily unavailable, try again.
2019-07-21 20:25:33 1hpIOi-000PSe-MZ H=alt1.gmail-smtp-in.l.google.com [74.125.129.26]: alt1.gmail-smtp-in.l.google.com [74.125.129.26]: No such file or directory
2019-07-21 20:25:34 1hpIOi-000PSe-MZ H=alt2.gmail-smtp-in.l.google.com [64.233.177.26] TLS error on connection (recv): Resource temporarily unavailable, try again.
2019-07-21 20:25:34 1hpIOi-000PSe-MZ H=alt2.gmail-smtp-in.l.google.com [64.233.177.26]: alt2.gmail-smtp-in.l.google.com [64.233.177.26]: No such file or directory
2019-07-21 20:25:35 1hpIOi-000PSe-MZ H=alt3.gmail-smtp-in.l.google.com [209.85.144.26] TLS error on connection (recv): Resource temporarily unavailable, try again.
2019-07-21 20:25:35 1hpIOi-000PSe-MZ H=alt3.gmail-smtp-in.l.google.com [209.85.144.26]: alt3.gmail-smtp-in.l.google.com [209.85.144.26]: No such file or directory
2019-07-21 20:25:36 1hpIOi-000PSe-MZ H=alt4.gmail-smtp-in.l.google.com [74.125.141.26] TLS error on connection (recv): Resource temporarily unavailable, try again.
2019-07-21 20:25:36 1hpIOi-000PSe-MZ H=alt4.gmail-smtp-in.l.google.com [74.125.141.26]: alt4.gmail-smtp-in.l.google.com [74.125.141.26]: No such file or directory
2019-07-21 20:25:36 1hpIOi-000PSe-MZ == [email protected] R=dnslookup T=remote_smtp defer (2): No such file or directory H=alt4.gmail-smtp-in.l.google.com [74.125.141.26]: alt4.gmail-smtp-in.l.google.com [74.125.141.26]
2019-07-21 20:25:36 1hpIOi-000PSe-MZ ** [email protected]: retry timeout exceeded
2019-07-21 20:25:36 1hpIOm-000PSi-23 <= <> R=1hpIOi-000PSe-MZ U=Debian-exim P=local S=2903
2019-07-21 20:25:36 1hpIOi-000PSe-MZ Completed
2019-07-21 20:25:36 1hpIOm-000PSi-23 => support <[email protected]> R=localuser T=local_delivery
2019-07-21 20:25:36 1hpIOm-000PSi-23 Completed

----

Success email (not to gmail)
--- begin of not sure if related
2019-07-21 20:32:41 1hpIVd-000Ppi-Ll <= [email protected] H=mail-qk1-f177.google.com [209.85.222.177] P=esmtpsa X=TLS1.3:ECDHE_RSA_AES_128_GCM_SHA256:128 CV=no A=dovecot_plain:[email protected] K S=1578 id=CAL_-E446+8nZAp3UM9b77mmMKHe_8MXw2s90euFpmJt=[email protected]
--- end of not sure if related

2019-07-21 20:32:43 1hpIVd-000Ppi-Ll => [email protected] R=dnslookup T=remote_smtp H=mx.netidentity.com.cust.hostedemail.com [216.40.42.4] X=TLS1.2:ECDHE_RSA_AES_128_GCM_SHA256:128 CV=no C="250 Ok Queued as cloth07_17bfd5376fd5e"
2019-07-21 20:32:43 1hpIVd-000Ppi-Ll Completed
---
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