I've tried every setting imaginable to get the SMTP settings to work with my Office-365 email account. I think the Authentication needs to be SSL but that is not a selection and none of the other settings will work.
I saw another post here from back in July a year ago, but there was no resolution. I'm going to contact the partner support tomorrow, but I sure would have liked to have found an answer right away, and I hope that someone will reply back here with a solution for someone else. If I find an answer I'll post the solution back here too.