Cannot get ActionMailer working with MS Exchange via SMTP

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Here's my simple test program (using ActionMailer 3.0.8, Ruby 1.9.2p180 Mac OS X):

require 'rubygems'
require 'action_mailer'

ActionMailer::Base.delivery_method = :smtp

ActionMailer::Base.smtp_settings = {
    :address => "my_exchange_server",
    :port => 25,
    :domain => 'my_domain.org',
    :authentication => :login,
    :user_name => 'my_user',
    :password => 'my_password',
    :enable_starttls_auto => false
}

ActionMailer::Base.raise_delivery_errors = true
ActionMailer::Base.perform_deliveries = true
ActionMailer::Base.default :from => 'from_email@my_company.com'

m = ActionMailer::Base.mail :to => 'to_email@my_company.com', :subject => 'this is a test', :body => 'this is a test'
m.deliver

Trying various authentication types I get the following errors:

:plain error:

smtp.rb:966:in `check_auth_response': 504 5.7.4 Unrecognized authentication type. (Net::SMTPAuthenticationError)

:login error:

smtp.rb:972:in `check_auth_continue': 504 5.7.4 Unrecognized authentication type. (Net::SMTPSyntaxError)

:cram_md5 error:

smtp.rb:972:in `check_auth_continue': 504 5.7.4 Unrecognized authentication type. (Net::SMTPSyntaxError)

No authentication error:

protocol.rb:135:in `read_nonblock': end of file reached (EOFError)

Any ideas?

3 Answers
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