Resolved Roundcube 1.5.2 SMTP(-1) Error

[DailyPleskEnjoyer]

Server operating system version

Ubuntu 20.04.4 LTS

Plesk version and microupdate number

Obsidian 18.0.44.0

Hello friends!

since Plesk itself hasn't implemented the new RoundCube versions yet, many of us (including me) are manually upgrading from 1.4.13 to 1.5.x (1.5.2 in my case).

On RoundCube v1.4.13 I can normally send and receive mails - no problem

However, after manually upgrading to RoundCube v1.5.2, I get the following error when sending mails (I can still receive them with no errors tho)

SMTP Error (-1): Connection to server failed

Any ideas? Kind regards!

 

[Maarten.]

It could be missing a certificate:

https://support.plesk.com/hc/en-us/articles/360002203634-Unable-to-send-message-from-Roundcube-SMTP-Error-1-Connection-to-server-failed

or the wrong smtp_port in roundcubemail/config/defaults.inc.php:

SMTP Error (-1): Connection to server failed

I have installed Roundcube webmail in my WAMPSERVER and I can access my emails via localhost/roundcube url, But I can not send email via my roundcube. I get the alert with the following error. SMTP...

stackoverflow.com

There's lots of info available online. Google "Roundcube SMTP Error Connection to server failed" and I'm sure you will find a solution.

 

[DailyPleskEnjoyer]

It could be missing a certificate:

https://support.plesk.com/hc/en-us/articles/360002203634-Unable-to-send-message-from-Roundcube-SMTP-Error-1-Connection-to-server-failed

or the wrong smtp_port in roundcubemail/config/defaults.inc.php:

SMTP Error (-1): Connection to server failed

I have installed Roundcube webmail in my WAMPSERVER and I can access my emails via localhost/roundcube url, But I can not send email via my roundcube. I get the alert with the following error. SMTP...

stackoverflow.com

There's lots of info available online. Google "Roundcube SMTP Error Connection to server failed" and I'm sure you will find a solution.

I've already tried that, it seems like the certificate is fine.
stmp_server is localhost and the port is 587.

 

[Maarten.]

Are there any related errors in /var/log/mail.log?

 

[DailyPleskEnjoyer]

Are there any related errors in /var/log/mail.log?

No, not really.

 

[DailyPleskEnjoyer]

Fixed.

 

[DailyPleskEnjoyer]

UPDATE:
After a auto-update from Plesk itself (which reset the Roundcube version back to 1.4.13) and my manual update back to Roundcube version 1.5.2 I get the same error! I haven't changed the config.inc.php which fixed the problem last time.

My thought is that after my manual update or Plesk's update, that the databse password changed.
DB password can be found in config.inc.php:

$config['db_dsnw'] = 'mysql://roundcube:YOUR_PASSWORD_HERE@localhost/roundcubemail';

Any ideas on how I can see the current password? If it matches the password in the file, then I can exclude this error.

 

[Maarten.]

The rondbcube password is stored in the config file: /usr/share/psa-roundcube/config/config.inc.php

You can test it as follows:

# mysql -uroundcube -p
<enter the password from config.inc.php>

MariaDB> show databases; 
+--------------------+
| Database           |
+--------------------+
| information_schema |
| roundcubemail      |
+--------------------+

Also, have a look at this instruction:

Instruction - update the ancient roundcube to the current version

Read here: https://roundcube.net/news/2022/07/28/roundcube-1.6.0-released Update Plesk Ancient Roundcube Login with SSL 1. Backup your config files: config.inc.php and defaults.inc.php from the folder: /usr/share/psa-roundcube/config 2: cd...

talk.plesk.com

 

[DailyPleskEnjoyer]

The rondbcube password is stored in the config file: /usr/share/psa-roundcube/config/config.inc.php

You can test it as follows:

# mysql -uroundcube -p
<enter the password from config.inc.php>

MariaDB> show databases;
+--------------------+
| Database           |
+--------------------+
| information_schema |
| roundcubemail      |
+--------------------+

Also, have a look at this instruction:

Instruction - update the ancient roundcube to the current version

Read here: https://roundcube.net/news/2022/07/28/roundcube-1.6.0-released Update Plesk Ancient Roundcube Login with SSL 1. Backup your config files: config.inc.php and defaults.inc.php from the folder: /usr/share/psa-roundcube/config 2: cd...

talk.plesk.com

I've now upgraded to 1.6.0.
I've also took a look at both default.inc.php files for v1.4.13 and v1.6.0 (since everythink worked fine for me in 1.4.13).
The only difference I could see for sending mail is that the smtp port is now included in "smtp_host".

These were my previous settings that worked (for v1.4.13 and v1.5.2):

$config['smtp_server'] = 'ssl://localhost';
$config['smtp_port'] = 465;
$config['smtp_auth_type'] = 'PLAIN';

Im guessing that these settings should look like this in v1.6.0:

$config['smtp_host'] = 'ssl://localhost:465';
$config['smtp_auth_type'] = 'PLAIN';

It still doesn't work sadly. I've tried everything ('ssl://localhost:465', 'localhost:465', 'tls://localhost:587', 'localhost:587' and so on..) but I can't get it to work. :/

 

[Maarten.]

How about this:

$config['smtp_auth_type'] = 'CRAM-MD5';

 

[DailyPleskEnjoyer]

How about this:

$config['smtp_auth_type'] = 'CRAM-MD5';

Doesn't seem to work.

 

[Maarten.]

@herrMartin Any thoughts on this? Did you change the config when upgrading to a newer Roundcube version?

 

[DailyPleskEnjoyer]

@herrMartin Have you read the question above? Have you experienced a similar issue?

 

[DailyPleskEnjoyer]

Bump - does someone might now a fix?

 

[ChristophRo]

change/adjust your config.inc.php to:

$config['smtp_host'] = 'localhost:25';
$config['smtp_auth_type'] = 'PLAIN';

You most likely have some problem with the SSL certificate/configuration on your SMTP service, thus Roundcube refuses to connect via SSL (port 465) or StartTLS (port 587)

 

[DailyPleskEnjoyer]

change/adjust your config.inc.php to:

$config['smtp_host'] = 'localhost:25';
$config['smtp_auth_type'] = 'PLAIN';

You most likely have some problem with the SSL certificate/configuration on your SMTP service, thus Roundcube refuses to connect via SSL (port 465) or StartTLS (port 587)

Thanks, that worked! But why does SSL not work anymore, I haven't changed anything on the certificate. Do you know a fix for that since I would like to use SSL/465 for my SMTP.

 

[ChristophRo]

I assume that the SSL/TLS configuration of your Postfix service is not working properly in general.
Maybe a wrong certificate, missing chain, cipher suite, or one of the many other possible things that can be wrong when it comes to SSL/TLS

Maybe a tool/website like Mailserver encryption test (STARTTLS, TLS and PFS) · SSL-Tools is able to help identify the cause?