Can't send Emails over Office365

[JayBee4pl]

Hi, since some days Email Sending from personal Mail Accounts dont work.
Following Error in Log:

[2019-10-11 06:44:48] Espo.WARNING: E_WARNING: fwrite(): SSL operation failed with code 1. OpenSSL Error messages: error:140D00CF:SSL routines:SSL_write:protocol is shutdown {"code":2,"message":"fwrite(): SSL operation failed with code 1. OpenSSL Error messages:\nerror:140D00CF:SSL routines:SSL_write:protocol is shutdown","file":"/app/code/5.7.2/vendor/zendframework/zend-mail/src/Protocol/AbstractProtocol.php","line":260,"context":{"request":"QUIT"}} []
[2019-10-11 06:44:48] Espo.WARNING: E_WARNING: fwrite(): SSL operation failed with code 1. OpenSSL Error messages: error:140D00CF:SSL routines:SSL_write:protocol is shutdown {"code":2,"message":"fwrite(): SSL operation failed with code 1. OpenSSL Error messages:\nerror:140D00CF:SSL routines:SSL_write:protocol is shutdown","file":"/app/code/5.7.2/vendor/zendframework/zend-mail/src/Protocol/AbstractProtocol.php","line":260,"context":{"request":"QUIT"}} []
[2019-10-11 06:44:48] Espo.ERROR: (0) Could not read from smtp.office365.com; POST /api/v1/Email/action/sendTestEmail; line: 306, file: /app/code/5.7.2/vendor/zendframework/zend-mail/src/Protocol/AbstractProtocol.php

I made a Forum entry in the Cloudron Fourm. This is the Software which runs our server:

https://forum.cloudron.io/topic/1950/espocrm-not-sending-mail-ssl-error

Sending Mail from other applications works.

Thanks Jens

[Maximus]

Hello,
smtp.office365.com is listening connection on port 587 or 25 (TLS/StartTLS) https://docs.microsoft.com/en-us/exc...ent-submission.
So SSL on port 465 does not support SMTP.

[JayBee4pl]

Hello,
smtp.office365.com is listening connection on port 587 or 25 (TLS/StartTLS) https://docs.microsoft.com/en-us/exc...ent-submission.
So SSL on port 465 does not support SMTP.

I Know. Why are you writing this?

[Maximus]

Because sometimes the reason of the errors could be the bad configurations.
I have tested smtp.office365.com on my Personal Email Account and a test email was successfully sent and recived.

[JayBee4pl]

Other apps (containers) on this Server can send Mails over Office365. Only EspoCRM gets this PHP error.

[yuri]

Maybe the problem is that SMTP Auth is not checked?

[yuri]

We tested and it worked. If other mail apps works on your hosting it doesn't mean that EspoCRM should also work. Different apps may use different libraries.

[Maximus]

I have reproduced this error. It occurs when SMTP Auth is unchecked.

[item]

Hello,
this work very well for us.
my one cent question : I don't use SMTP
Regards

[JayBee4pl]

Hi Maximus, thanks for the info. I will try to enable SMTP Auth.
Background: I registerd our Server as a trusted Host in the Office365 System so i need no auth if the Mail comes from our Server.

Regards

Jens

[JayBee4pl]

Hi,
if i activate the SMTP Auth part i can send Mails. As it is no problem to enter SMTP Data the problem is solved for me.
For Group Mailadresses the smtp data is requiered if i want to use this acount as "from" adress in emails.
Should i mark this port as "solved"?