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Subject: Re: Mac OS X smtpmail "encryption too weak"
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Gilbert Harman <harman@Princeton.EDU> writes:

> I used to be able to use emacs to connect to the mail server at my
> university, but recently the university smtp server has required
> authentication and now I get the following error: "encryption too weak"
>
> 503 5.7.0 encryption too weak 0 less than 39
> 221 2.0.0 smtpserver2.Princeton.EDU closing connection
> smtpmail-send-it: Sending failed; SMTP protocol error
>
> I am using Mac OS 10.2.1 and emacs 21.3.50.1.  In addition to the rmail
> stuff that used to work, my .emacs file includes:
>
> (setq smtpmail-auth-credentials
>       '(("smptauth.princeton.edu" 25 "myusername" "mypassword")))
> (setq smtpmail-starttls-credentials
>       '(("smptauth.princeton.edu" 25 "~/.my_smtp_tls.key"
>          "~/.my_smtp_tls.cert")))
>
> I have no trouble using the Mac Mail program to send and receive mail using
> the new authentication.  But I can't seem to get mail working from within
> emacs.

If you frob `smtpmail-debug-info', how do the trace buffer look?  Is
STARTTLS activated? Are authentication used?  Do you know exactly what
the server requires, in terms of security level?