I configured Dovecot on our mail server under Centos 5.3 (I think) some while 
ago now (about 2 years) and, to the best of my knowledge,it had been working 
correctly all that time.

However, one of the team wanted to use webmail while away from base and found 
that, although he could receive emails OK, he was unable to reply or send fresh 
emails. When he pressed Send he got a message “Authentication failed" in a 
pop-up box.

He assured me that sending mail had been working and I was certain that I had 
tested that aspect when I was setting Dovecot up, at least for local mail.

I tried to send email from my Dovecot account and had the same problem.

Our MTA is sendmail and that is not configured to authenticate on outgoing 
mail, The configuration for sendmail hasn’t changed at least since the last 
update in 16 March 2015 (sendmail 8.13.8-10.el5_11).

Dovecot uses php-5.5.5 in this set up.

The relevant entry in /var/log/maillog when I attempt to send an email from 
Dovecot is:

May  5 16:34:29 firewall dovecot: auth: Debug: auth client connected (pid=13001)
May  5 16:34:29 firewall dovecot: auth: Debug: client in: AUTH  1       PLAIN   
service=imap    secured lip=127.0.0.1   rip=127.0.0.1   lport=143       
rport=51861     resp=AGNocmlzADB1dFkwdUcwNDkh
May  5 16:34:29 firewall dovecot: auth: Debug: pam(chris,127.0.0.1): lookup 
service=dovecot
May  5 16:34:29 firewall dovecot: auth: Debug: pam(chris,127.0.0.1): #1/1 
style=1 msg=Password: 
May  5 16:34:29 firewall dovecot: auth: Debug: client out: OK   1       
user=chris
May  5 16:34:29 firewall dovecot: auth: Debug: master in: REQUEST       
2607546369      13001   1       0bcf2e3a108cd9cd18eaff4b7de9c428
May  5 16:34:29 firewall dovecot: auth: Debug: passwd(chris,127.0.0.1): lookup
May  5 16:34:29 firewall dovecot: auth: Debug: master out: USER 2607546369      
chris   system_groups_user=chris        uid=514 gid=100 home=/home/chris
May  5 16:34:29 firewall dovecot: imap-login: Login: user=<chris>, 
method=PLAIN, rip=127.0.0.1, lip=127.0.0.1, mpid=13002, secured
May  5 16:34:29 firewall dovecot: imap(chris): Disconnected: Logged out 
bytes=11/334
May  5 16:34:29 firewall sendmail[13003]: u45FYTtd013003: localhost.localdomain 
[127.0.0.1] did not issue MAIL/EXPN/VRFY/ETRN during connection to MTA


The webmail server and our mail server are the same system. The firewall is 
open for port 143.

It is only send from Dovecot that fails authentication, all other outgoing mail 
is sent correctly.

Does anyone have any idea where else I can look for clues as to why there is 
this behaviour?

Suplementary question: what does the “Sign me” check box on the webmail log in 
page do?

Many thanks.

Chris

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