I'm trying to set up nbsmtp (tool similar to nullmailer or ssmtp, sendmail compatible, SMTP relay). So far I've used just Evolution, but now I want to try mutt. I compiled nbsmtp with SSL support. I have problems when connecting to Gmail SMTP server over SSL. From school network I tried this:
/usr/local/bin/nbsmtp -V -h smtp.gmail.com -f firstname.lastname@example.org -U email@example.com -P 'fish' -p 587 -s -S < mail/postponed
and it sent my email.
However It doesn't work when I'm on college network. Maybe this port is filered on firewall. I tried:
$ sudo nmap -p587 smtp.gmail.com
PORT STATE SERVICE
587/tcp closed submission
(Correct me if i used incorrect options please)
So I tried to change port number to 465. But when I run it, it just prints
Creating SSL connection to host (smtp.gmail.com:465)
and then waits too long.
So I tried to send mail from Evolution where I have configured Gmail SMTP server over SSL (to which I can connect) and then compared results from netstat:
$ netstat -tpn
tcp 0 0 x.x.x.x:37758 18.104.22.168:465 ESTABLISHED18340/nbsmtp
tcp 0 27 x.x.x.x:56751 22.214.171.124:465 ESTABLISHED18166/evolution
I have set 'smtp.gmail.com' as SMTP server in Evolution and I also tried to use both IPs with nbsmtp, but neither works.
However it is same with port 465 when I'm in school network.