Cannot connect to SMTP host for notifications

Guest

I'm trying to setup Notifications in the Advanced settings, but logging shows the SMTP server cannot be contacted.
This is with a iCloud account as well as a Outlook.com accounts.

Messages in the logs are as follows:

php-fpm[250]: /system_advanced_notifications.php: Could not send the message to address@me.com – Error: could not connect to the host "smtp.mail.me.com": ??

php-fpm[249]: /system_advanced_notifications.php: Could not send the message to address@me.com – Error: could not connect to the host "smtp-mail.outlook.com": ??

Both SMTP settings use port 587 and SSL/TLS. Using STARTTLS didn't matter.

Outbound NAT is the default settings. Never touched those.

Interface Source Source Port Destination Destination Port NAT Address NAT Port Static Port Description
WAN 127.0.0.0/8 * * * WAN address * NO Auto created rule - localhost to WAN

Anyone got an idea what I'm missing here?
Don't need it for anything special other then for version upgrades mainly, but would be nice to have it working.

phil.davis

Some mail servers (Microsoft-related mostly it seems) need authentication mechanism "LOGIN" rather than "PLAIN".
PLAIN is hard-coded currently. I made a change to also support LOGIN with these 2 commits:
https://github.com/pfsense/pfsense/commit/c4249322d922901862719cc2e4c269351ed2c82c
https://github.com/pfsense/pfsense/commit/305856e8fb19495e0543e0d74216117aac1d4bd8

Although they show 4 Jan 2015 (when I submitted them) I don't think they were actually committed until after 2.2-RELEASE.

You could try applying those changes, then select authentication mechanism "LOGIN" from the Notifications tab - maybe you will get some joy?

Guest

I will give these a go later today or tonight.

Thanks for the links. I will report back here on the results for both SMTP servers.

Videonisse

@weust:

I will give these a go later today or tonight.

Thanks for the links. I will report back here on the results for both SMTP servers.

Did you get this working?