Problem for sending email from Roundcube and Horde

[wainux]

Hello everyone,

I have problem for sending email from webmail Roundcube and Horde

When I send an email with several recipients (approximately 12) and attach some files of approximately 12 megabytes in total with extensions .xlsx, .pdf and others, it says that the email I get is sent but later I receive a response with the following error.

This message was created automatically by mail delivery software.

A message that you sent could not be delivered to one or more of its
recipients. This is a permanent error. The following address(es) failed:

  [email protected]
    host hotmail-com.olc.protection.outlook.com [104.47.41.33]
    SMTP error from remote mail server after end of data:
    550 Action not taken
  [email protected]
    host gmail-smtp-in.l.google.com [74.125.142.26]
    SMTP error from remote mail server after end of data:
    550 Action not taken
Reporting-MTA: dns; my.server.net

Action: failed
Final-Recipient: rfc822;[email protected]
Status: 5.0.0
Remote-MTA: dns; gmail-smtp-in.l.google.com
Diagnostic-Code: smtp; 550 Action not taken

Action: failed
Final-Recipient: rfc822;[email protected]
Status: 5.0.0
Remote-MTA: dns; hotmail-com.olc.protection.outlook.com
Diagnostic-Code: smtp; 550 Action not taken
Return-path: <[email protected]>
Received: from [::1] (port=57862 helo=my.server.net)
    by my.server.net with esmtpa (Exim 4.91)
    (envelope-from <[email protected]>)
    id 1gtlM6-0003q2-IC; Wed, 13 Feb 2019 00:37:03 -0300
MIME-Version: 1.0
Content-Type: multipart/mixed;
 boundary="=_0aa43efcd0af640c6cfe9b0927c5f694"
Date: Wed, 13 Feb 2019 00:37:02 -0300
From: [email protected]
To: [email protected]
Subject: My Subject for this email
Message-ID: <[email protected]>
X-Sender: [email protected]
User-Agent: Roundcube Webmail/1.3.6
X-Exim-DSN-Information: Due to administrative limits only headers are returned

And in tail -f /var/log/exim_mainlog I have the following log

2019-02-13 00:37:02 SMTP connection from [::1]:57862 (TCP/IP connection count = 1)
2019-02-13 00:37:03 1gtlM6-0003q2-IC <= [email protected] H=(my.server.net) [::1]:57862 P=esmtpa A=dovecot_login:[email protected] S=10534706 [email protected] T="My Subject for this email" for [email protected] [email protected] [email protected] [email protected]
2019-02-13 00:37:03 SMTP connection from (my.server.net) [::1]:57862 closed by QUIT
2019-02-13 00:37:03 cwd=/var/spool/exim 3 args: /usr/sbin/exim -Mc 1gtlM6-0003q2-IC
2019-02-13 00:37:03 1gtlM6-0003q2-IC Sender identification U=mi_cpanel_user D=mydomain.com [email protected]
2019-02-13 00:37:03 1gtlM6-0003q2-IC SMTP connection outbound 1550029023 1gtlM6-0003q2-IC mydomain.com [email protected]
2019-02-13 00:37:03 1gtlM6-0003q2-IC Sender identification U=mi_cpanel_user D=mydomain.com [email protected]
2019-02-13 00:37:03 1gtlM6-0003q2-IC SMTP connection outbound 1550029023 1gtlM6-0003q2-IC mydomain.com [email protected]
2019-02-13 00:37:06 1gtlM6-0003q2-IC ** [email protected] R=dkim_lookuphost T=dkim_remote_smtp H=gmail-smtp-in.l.google.com [74.125.142.26]: SMTP error from remote mail server after end of data: 550 Action not taken
2019-02-13 00:37:07 1gtlM6-0003q2-IC ** [email protected] R=dkim_lookuphost T=dkim_remote_smtp H=hotmail-com.olc.protection.outlook.com [104.47.41.33]: SMTP error from remote mail server after end of data: 550 Action not taken
2019-02-13 00:37:07 cwd=/var/spool/exim 7 args: /usr/sbin/exim -t -oem -oi -f <> -E1gtlM6-0003q2-IC
2019-02-13 00:37:08 1gtlMB-0003qN-TH <= <> R=1gtlM6-0003q2-IC U=mailnull P=local S=2458 T="Mail delivery failed: returning message to sender" for [email protected]
2019-02-13 00:37:08 cwd=/var/spool/exim 3 args: /usr/sbin/exim -Mc 1gtlMB-0003qN-TH
2019-02-13 00:37:08 1gtlM6-0003q2-IC Completed
2019-02-13 00:37:08 1gtlMB-0003qN-TH => my-email <[email protected]> R=virtual_user T=dovecot_virtual_delivery C="250 2.0.0 <[email protected]> QMHTAuSQY1ywOQAA43mkzA Saved"
2019-02-13 00:37:08 1gtlMB-0003qN-TH Completed

This only happens when I send attachments to several recipients.
I have verified that my IP is not in the SPAM list
Use the MX Lookup Tool - Check your DNS MX Records online - MxToolbox tools to verify the reverse DNS and the status of the email server configuration.

I would appreciate if you have any ideas about the possible solution of the problem I am having, several days ago I am already trying to solve and I do not find a solution.

 

[cPanelLauren]

Hello @wainux

What is the attachment type you're sending and how many recipients? In both of these cases, it would appear that the remote server is rejecting your mail which would lead me to believe the issue is either related to the type of attachment you're sending or the number of recipients you're sending to. In the example, you showed it looks like it's only 2 recipients.

 

[wainux]

Hello @cPanelLauren

Thanks for your reply


Actually I put these two emails as an example, but it happens in two situations;
- When it is sent to several recipients, it is usually sent to more than 5 email addresses.
- And also with the adjutts be .xlsx, .pdf

This started happening since I changed the datacenter and migrated my server.
Actually I have already searched a lot of information about it and I do not know exactly what could be happening.

 

[cPanelLauren]

Hi @wainux

Have you discussed this with the data center provider at all? From what I see the mail leaves your server and is rejected remotely. Since this isn't standard behavior the DC may have some insight.