Strange Rack::MailExceptions SMTP connection problem

Strange Rack::MailExceptions SMTP connection problem

[Christoph Helma]

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I have tried to add Rack::MailExceptions to my Sinatra projects and ran
across a strange problem:

If I include Rack::MailExceptions as in in not_working_config.ru I get
consistent "Connection refused - connect(2)" errors. I am using an
external SMTP server.

A monkeypatch with a verbatim copied send_notification method as in
working_config.ru helps however to get rid of the (authentification?)
problems.

Any ideas what is going on here?

Best regards,
Christoph

[-- Attachment #2: not_working_config.ru --]
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require 'rubygems'
require 'rack'
require 'rack/contrib'
require 'sinatra'

set :logging, true
set :raise_errors, true 

use Rack::MailExceptions do |mail|
	mail.to 'me@mydomain'
	mail.subject '[ERROR] %s'
	mail.from "myapp@mydomain"
	mail.smtp :server => "myserver", :domain => "mydomain", :port => 587, :authentication => :plain, :user_name => "me@mydomain", :password => "mypassword"
end 

get '/' do
	fail "error!"
end

run Sinatra::Application

[-- Attachment #3: working_config.ru --]
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require 'rubygems'
require 'rack'
require 'rack/contrib'
require 'sinatra'

set :logging, true
set :raise_errors, true 


module Rack
	class MailExceptions

		def send_notification(exception, env)
			mail = generate_mail(exception, env)
			smtp = config[:smtp]
			env['mail.sent'] = true
			return if smtp[:server] == 'example.com'

			Net::SMTP.start smtp[:server], smtp[:port], smtp[:domain], smtp[:user_name], smtp[:password], smtp[:authentication] do |server|
				mail.to.each do |recipient|
					server.send_message mail.to_s, mail.from, recipient
				end
			end
		end
	end
end

use Rack::MailExceptions do |mail|
	mail.to 'me@mydomain'
	mail.subject '[ERROR] %s'
	mail.from "myapp@mydomain"
	mail.smtp :server => "myserver", :domain => "mydomain", :port => 587, :authentication => :plain, :user_name => "me@mydomain", :password => "mypassword"
end 

get '/' do
	fail "error!"
end

run Sinatra::Application