Endlessly sending too big email to recipients

[michal0202]

Steps to reproduce

1.Create a new email or reply to an existing one.
2. Add recipient TO and UDW.
3. Add a large attachment (for example 300MB) from nextcloud files.
4. Send a message.

Expected behavior

The message will be sent once.

Actual behavior

The message is sent continuously every 10 minutes. As a result, the Mail Delivery System sends back information about the inability to deliver the mail. The inbox says that 1 message has been sent, but when you click on it, there is nothing. This unfortunate message is not in the Sent directory.

Mail app version

1.12.0

Mailserver or service

Own iRedMail serwer(allows large attachments)

Operating system

Ubuntu 20.04

PHP engine version

PHP 8.0

Web server

Nginx

Database

MySQL

Additional info

I checked the mail server. Works correctly.

The message about the failure to deliver the e-mail

The nextcloud journal:

{"reqId":"I6apI6eJqlljP47bFlwe","level":2,"time":"2022-05-23T19:36:03+00:00","remoteAddr":"","user":"--","app":"mail","method":"","url":"--","message":"Could not send outbox message 15: Could not send message: Error when communicating with the server.","userAgent":"--","version":"23.0.5.1","exception":{"Exception":"OCA\Mail\Exception\ServiceException","Message":"Could not send message: Error when communicating with the server.","Code":2,"Trace":[{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","line":271,"function":"sendMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":129,"function":"sendLocalMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":196,"function":"sendMessage","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/BackgroundJob/OutboxWorkerJob.php","line":55,"function":"flush","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/Job.php","line":79,"function":"run","class":"OCA\Mail\BackgroundJob\OutboxWorkerJob","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/TimedJob.php","line":95,"function":"execute","class":"OCP\BackgroundJob\Job","type":"->"},{"file":"/usr/share/nginx/nextcloud/cron.php","line":151,"function":"execute","class":"OCP\BackgroundJob\TimedJob","type":"->"}],"File":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","Line":210,"Previous":{"Exception":"Horde_Mime_Exception","Message":"Error when communicating with the server.","Code":2,"Trace":[{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mime/Horde/Mime/Mail.php","line":479,"function":"send","class":"Horde_Mime_Part","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","line":208,"function":"send","class":"Horde_Mime_Mail","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","line":271,"function":"sendMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":129,"function":"sendLocalMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":196,"function":"sendMessage","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/BackgroundJob/OutboxWorkerJob.php","line":55,"function":"flush","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/Job.php","line":79,"function":"run","class":"OCA\Mail\BackgroundJob\OutboxWorkerJob","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/TimedJob.php","line":95,"function":"execute","class":"OCP\BackgroundJob\Job","type":"->"},{"file":"/usr/share/nginx/nextcloud/cron.php","line":151,"function":"execute","class":"OCP\BackgroundJob\TimedJob","type":"->"}],"File":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mime/Horde/Mime/Part.php","Line":1642,"Previous":{"Exception":"Horde_Mail_Exception","Message":"Error when communicating with the server.","Code":2,"Trace":[{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mime/Horde/Mime/Part.php","line":1620,"function":"send","class":"Horde_Mail_Transport_Smtphorde","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mime/Horde/Mime/Mail.php","line":479,"function":"send","class":"Horde_Mime_Part","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","line":208,"function":"send","class":"Horde_Mime_Mail","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","line":271,"function":"sendMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":129,"function":"sendLocalMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":196,"function":"sendMessage","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/BackgroundJob/OutboxWorkerJob.php","line":55,"function":"flush","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/Job.php","line":79,"function":"run","class":"OCA\Mail\BackgroundJob\OutboxWorkerJob","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/TimedJob.php","line":95,"function":"execute","class":"OCP\BackgroundJob\Job","type":"->"},{"file":"/usr/share/nginx/nextcloud/cron.php","line":151,"function":"execute","class":"OCP\BackgroundJob\TimedJob","type":"->"}],"File":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mail/Horde/Mail/Transport/Smtphorde.php","Line":145,"Previous":{"Exception":"Horde_Smtp_Exception","Message":"Error when communicating with the server.","Code":2,"Trace":[{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Smtp/Horde/Smtp.php","line":1028,"function":"read","class":"Horde_Smtp_Connection","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Smtp/Horde/Smtp.php","line":1094,"function":"_getResponse","class":"Horde_Smtp","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Smtp/Horde/Smtp.php","line":739,"function":"_processData","class":"Horde_Smtp","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mail/Horde/Mail/Transport/Smtphorde.php","line":143,"function":"send","class":"Horde_Smtp","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mime/Horde/Mime/Part.php","line":1620,"function":"send","class":"Horde_Mail_Transport_Smtphorde","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Mime/Horde/Mime/Mail.php","line":479,"function":"send","class":"Horde_Mime_Part","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","line":208,"function":"send","class":"Horde_Mime_Mail","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/MailTransmission.php","line":271,"function":"sendMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":129,"function":"sendLocalMessage","class":"OCA\Mail\Service\MailTransmission","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/Service/OutboxService.php","line":196,"function":"sendMessage","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/apps/mail/lib/BackgroundJob/OutboxWorkerJob.php","line":55,"function":"flush","class":"OCA\Mail\Service\OutboxService","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/Job.php","line":79,"function":"run","class":"OCA\Mail\BackgroundJob\OutboxWorkerJob","type":"->"},{"file":"/usr/share/nginx/nextcloud/lib/public/BackgroundJob/TimedJob.php","line":95,"function":"execute","class":"OCP\BackgroundJob\Job","type":"->"},{"file":"/usr/share/nginx/nextcloud/cron.php","line":151,"function":"execute","class":"OCP\BackgroundJob\TimedJob","type":"->"}],"File":"/usr/share/nginx/nextcloud/apps/mail/vendor/pear-pear.horde.org/Horde_Smtp/Horde/Smtp/Connection.php","Line":130}}},"CustomMessage":"Could not send outbox message 15: Could not send message: Error when communicating with the server."},"id":"628be40621df0"}

[ChristophWurst]

So it succeeds to some extend but also fails. Hence the whole process is run and run again.

[michal0202]

It looks. The command to delete the message to be sent would be helpful. I was able to fix the problem by disabling the email application and manually deleting the problematic message from the database.

[ChristophWurst]

I put some debugging insights into #6540. Let's continue there ✌️