Automatic reply not working

I am trying to get the automatic reply function to work under rules. However the reply just does not seem to work. No message is sent. I have been trying to get the rules to automatically reply if it see's an email to a particular email address but this just does not happen. I have tried deleting the message rules plist and that has not helped either.
Any ideas ?

Mail keeps information about outgoing servers in a separate list, independently of any specific mail account. The account settings just associate one of the available outgoing servers with each account. Orphaned or dangling outgoing server entries (i.e. not associated with any account) sometimes cause weird sending problems, so let's look at this possibility.
Go to Preferences > Accounts > Account Information > Outgoing Mail Server (SMTP), choose Edit Server List from the popup menu, and delete any servers that shouldn't be there. The Edit Server List panel shows the account each outgoing server is associated with.
BTW, have you tried manually replying to those messages? When you do that, do you observe anything that could be relevant here?

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