Question

I use BitNami Redmine Stack in Mandriva Linux.
Attempting send e-mail notification leads to the error- message –

(503 5.5.1 Error: authentication not enabled )

Redmine configuration file configuration.yml:

production:
  email_delivery:
     delivery_method: :smtp
     smtp_settings:
       enable_starttls_auto: true
       address: ...ip...
       port: 25
       domain: redmine@....
       authentication: :plain
       user_name: ....
       password: ...

What is configured wrong?

I changed the configuration a bit later:

 production:
  email_delivery:
     delivery_method: :smtp
     smtp_settings:
       tls: true
       address: ...ip smtp..
       port: 25
       domain: ...
       authentication: :plain
       user_name: ...
       password: ...

I added tls: true and now the error is –

(SSL_connect returned=1 errno=0 state=SSLv2/v3 read server hello A: unknown protocol)

There is a documentation – http://wiki.bitnami.org/Applications/BitNami_Redmine
I’ve added openssl_verify_mode: 'none' and removed tls: true, then the original error message returned.

Answer 1

That “503 5.5.1” error is from your mail server, saying that it does not have SMTP authentication enabled. You have configured Redmine to use SMTP authentication, by including these lines:

   authentication: :plain
   user_name: ....
   password: ...

I believe you can change the “:plain” to “:none” to tell Redmine not to use authentication. http://www.redmine.org/projects/redmine/wiki/EmailConfiguration

Another alternative is to configure your mail server to require authentication, see for example the following note on where to find that setting in the postfix mail server: http://www.redmine.org/boards/2/topics/9506.

One last alternative, if you have a working local sendmail/mta, is to use that instead of SMTP. There’s an example of this in the first link above.