I had followed item 5.3.2 of that document

OBIEE worked ok. The problem occurs when the mail server is switched to SSL. If I send the mails to a non-SSL server it works ok. Could the problem be the certificate?

from the OBIEE server

Hi, I have a test port access to the mail server with Telnet and it's work. I have executed this command: nc -zv mail.xxxxxxxxxxxxxxxxxxxxxx.es 465 Connection to mail.xxxxxxxxxxxxxxxxxxxxx.es 465 port [tcp/smtps] succeeded!