In functions/smtp.php (version 1.2.8), line 596 in the sendSMTP function says:
fputs($smtpConnection, "AUTH LOGIN\r\n")
Clearly, SM (at least version 1.2.8) is hard-coded to use AUTH LOGIN (just line M$ Outlook Depress!!!!)

You could:
1) Change the SM code to use the PLAIN login in the SMTP conversation.
2) Change two lines in /etc/mail/sendmail.cf.
The first, which on you machine says something like:
C{TrustedAuthMecs}PLAIN
(yours may have more mechanisms, but PLAIN is all that there is in common between sendmail.cf and SASL) needs to say:
C{TrustedAuthMecs}PLAIN LOGIN
Try sending from SM with just this change. I _think_ the next line is used when Sendmail acts as a client; i.e. when it tries to login to another SMTP server, and thus would not be applicable in your case.
The second is similar:
O AuthMechanisms=PLAIN
needs to say:
O AuthMechanisms=PLAIN LOGIN

Mike O'Rourke, O.P.

Shelley Waltz said:
My Imap and Sendmail configurations are configured to support the  SASL
"Plain" mechanism only.  I am trying to implement SquirrelMail in a
secure Apache server to provide secure webmail.

I can authenticate at the SquirrelMail login screen fine and read
mail without problem.  When I try to send is where it fails and reports
...

ERROR

                                   Bad sequence of commands
                  Server replied: 503 5.3.3 AUTH mechanism LOGIN not
available
I use postfix, not sendmail (thank goodness! :-), but my SM uses PLAIN
AUTH when sending. The only clients I know that use LOGIN AUTH are MS
clients.

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