SMTP configuration with smtp2go

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1

Nextcloud version (eg, 20.0.5): Nextcloud Hub 6 (27.1.3)
Operating system and version (eg, Ubuntu 20.04): debian bookworm
Apache or nginx version (eg, Apache 2.4.25): turnkeylinux
PHP version (eg, 7.4): turnkeylinux

Is this the first time you’ve seen this error? (Y/N): Y

The output of your config.php file in /path/to/nextcloud (make sure you remove any identifiable information!):

  'mail_smtpmode' => 'smtp',
  'mail_sendmailmode' => 'smtp',
  'mail_smtphost' => 'mail.smtp2go.com',
  'mail_smtpport' => '25',
  'mail_smtpauth' => 1,
  'mail_smtpname' => 'ThisIsTheSMTPUserICreatedonsmtp2go',
  'mail_smtppassword' => 'SMTP2goUserPassword',
  'mail_smtpsecure' => 'ssl',
  'mail_from_address' => 'TeamMemberUsernamebeforethe@',
  'mail_domain' => '...domain name after the @.com',
2

Enable debug mode:

https://docs.nextcloud.com/server/latest/admin_manual/configuration_server/email_configuration.html#enabling-debug-mode

A quick look suggests you probably do not want SSL mode:

"mail_smtpsecure" => '',

https://docs.nextcloud.com/server/latest/admin_manual/configuration_server/email_configuration.html#smtp

3

SSL disabling did not help.

[core] Debug: Symfony\Component\Mailer\Exception\TransportException: Connection could not be established with host "mail.smtp2go.com:25": stream_socket_client(): Unable to connect to mail.smtp2go.com:25 (Connection timed out) at <<closure>>

 0. <<closure>>
    Symfony\Component\Mailer\Transport\Smtp\Stream\SocketStream->Symfony\Component\Mailer\Transport\Smtp\Stream\{closure}("*** sensitive parameters replaced ***")
 1. /var/www/nextcloud/3rdparty/symfony/mailer/Transport/Smtp/Stream/SocketStream.php line 157
    stream_socket_client()
 2. /var/www/nextcloud/3rdparty/symfony/mailer/Transport/Smtp/SmtpTransport.php line 251
    Symfony\Component\Mailer\Transport\Smtp\Stream\SocketStream->initialize()
 3. /var/www/nextcloud/3rdparty/symfony/mailer/Transport/Smtp/SmtpTransport.php line 194
    Symfony\Component\Mailer\Transport\Smtp\SmtpTransport->start()
 4. /var/www/nextcloud/3rdparty/symfony/mailer/Transport/AbstractTransport.php line 72
    Symfony\Component\Mailer\Transport\Smtp\SmtpTransport->doSend()
 5. /var/www/nextcloud/3rdparty/symfony/mailer/Transport/Smtp/SmtpTransport.php line 136
    Symfony\Component\Mailer\Transport\AbstractTransport->send()
 6. /var/www/nextcloud/3rdparty/symfony/mailer/Mailer.php line 45
    Symfony\Component\Mailer\Transport\Smtp\SmtpTransport->send()
 7. /var/www/nextcloud/lib/private/Mail/Mailer.php line 216
    Symfony\Component\Mailer\Mailer->send()
 8. /var/www/nextcloud/apps/settings/lib/Controller/MailSettingsController.php line 168
    OC\Mail\Mailer->send()
 9. /var/www/nextcloud/lib/private/AppFramework/Http/Dispatcher.php line 230
    OCA\Settings\Controller\MailSettingsController->sendTestMail()
10. /var/www/nextcloud/lib/private/AppFramework/Http/Dispatcher.php line 137
    OC\AppFramework\Http\Dispatcher->executeController()
11. /var/www/nextcloud/lib/private/AppFramework/App.php line 183
    OC\AppFramework\Http\Dispatcher->dispatch()
12. /var/www/nextcloud/lib/private/Route/Router.php line 315
    OC\AppFramework\App::main()
13. /var/www/nextcloud/lib/base.php line 1068
    OC\Route\Router->match()
14. /var/www/nextcloud/index.php line 36
    OC::handleRequest()

POST /index.php/settings/admin/mailtest
from 192.168.1.192 by admin at 2023-11-06T20:58:38+00:00
4

That error would seem to indicate your server lacks outbound connectivity sufficient to reach port 25 on mail.smtp2go.com.

What happens from your server/app container if you try to connect to that SMTP host from the command line?

5

This is on a VirtualBox machine with bridged network. Could that be the cause? It was able to download updates.

How do I test smtp connectivity from root terminal? Ping something? I think I also read someone saying it could be a timeout timelimit issue so I wonder if increasing that will help. I guess we’ll find out once I can test with a ping or whatever command you want me to try to run from terminal.

6

Maybe. Or port 25 is blocked.

There are numerous ways to test. It’ll depend on what’s installed in your OS and/or what can be installed readily. Your favorite search engine is your friend.

Common examples of tools that let you test with arbitrary ports: telnet,nc, and ncat.

And, yes, there’s a timeout parameter on those docs I previously linked to.

P.S. You could also try alternative ports supported by smtp2go:

https://www.smtp2go.com/setup/

7

I just changed it to be 2525 TLS and it worked all of a sudden. How strange.

1 Like
8

Many ISPs are blocking port 25 by default in order to prevent people from sending spam.

9

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