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ISPConfig 3 + Squeeze – SSL/TLS 465 SMTP Fail

07/01/2014 Categories: Logiciel Tags: , ,

ispconfigSource: howtoforge.com

Hi there.

New install of ISPConfig 3 on Debian Squeeze [previously on Lenny]

Created using: http://www.ispconfig.org/news/tutorial-the-perfect-server-debian-squeeze-debian-6-0-with-bind-courier-ispconfig-3/

Previous server used:

Port: 465
Connection security: SSL/TLS
Authentication method: normal password

If I try to use these setting on this fresh install [complete format with previous back up files stored on a seperate drive] I get the following error:

Sending of message failed.

The message could not be sent because connecting to SMTP server mail.myserver.com (changed from real name – error has correct name) failed. The server may be unavailable or is refusing SMTP connections. Please verify that your SMTP server settings are correct and try again, or contact the server administrator.

I can send using:

Port: 25
Connection security: STARTTLS
Authentication method: normal password

No errors appear in mail.log or mail.err

I’ve compared the master.cf pre/post [original/current]

Differing section appears to be:

Original

smtp inet n - - - - smtpd
submission inet n - - - - smtpd
-o smtpd_tls_security_level=encrypt
-o smtpd_sasl_auth_enable=yes
-o smtpd_client_restrictions=permit_sasl_authenticate d,reject
-o milter_macro_daemon_name=ORIGINATING
smtps inet n - - - - smtpd
-o smtpd_tls_wrappermode=yes
-o smtpd_sasl_auth_enable=yes
-o smtpd_client_restrictions=permit_sasl_authenticate d,reject
-o milter_macro_daemon_name=ORIGINATING

Current

smtp inet n - - - - smtpd
#submission inet n - - - - smtpd
# -o smtpd_tls_security_level=encrypt
# -o smtpd_sasl_auth_enable=yes
# -o smtpd_client_restrictions=permit_sasl_authenticate d,reject
# -o milter_macro_daemon_name=ORIGINATING
#smtps inet n - - - - smtpd
# -o smtpd_tls_wrappermode=yes
# -o smtpd_sasl_auth_enable=yes
# -o smtpd_client_restrictions=permit_sasl_authenticate d,reject
# -o milter_macro_daemon_name=ORIGINATING

main.cf has a couple of minor differences

Original

smtpd_tls_CAfile = /etc/postfix/cert.pem

*This line is missing in the current main.cf

Current

smtpd_sasl_type = dovecot
smtpd_sasl_path = private/auth

*These lines do not appear in the original main.cf

No firewall rules are set to block ports.

hopefully I’ve provided enough detail.

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