Ok I am stumped on this.... I am unable to get SD to send mail via smtp.
I can setup an outlook account with the same settings and it works, I can telnet the server on port 25 and it responds no problem.
I check the system log and i get this
Exception while trying to send notification for the request. Module: HelpDesk Type Error
There is, no ssl, no authentication, no tls, because of it being on a LAN there is no need for it, there is also no firewall between the SD machine and the mail server