I believe you have to enable SMTP in your gmail account under account
settings,
Dont know if you did that? For the rest can't help maybe someone else
Good luck

On Jan 30, 12:09 am, Arman <[email protected]> wrote:
> Hi everyone,
>
> I'm trying to create a new web community using CE - Thanks a lot
> Bruno! - but got stuck at email setup. I researched around the web but
> none of the offered solutions seems to work in my case. I'd appreciate
> your help if you've experienced a similar issue.
>
> I'm using Dreamhost ( Ruby 1.8.7 & Rails 2.3.5 ) and Gmail. I have
> configured ActionMailer as:
>
> ActionMailer::Base.smtp_settings =  {
>   :enable_starttls_auto => true,
>   :address => 'smtp.gmail.com',
>   :port => 587,
>   :domain => 'kituf.com',
>   :authentication => :plain,
>   :user_name => '[email protected]',
>   :password => 'password'
>
> }
>
> I can send emails using Rails console as described 
> inhttp://etagwerker.wordpress.com/2008/11/21/how-to-test-actionmailer-u...
>
> However when a new user signs up no email is sent. Instead I get the
> following in my log:
>
> ___________________________________________________________________________ 
> __________
> Processing UsersController#new (for 199.254.67.146 at 2010-01-29
> 13:21:44) [GET]
> Rendering template within layouts/application
> Rendering users/new
> Completed in 68ms (View: 47, DB: 1) | 200 OK [http://www.kituf.com/
> signup]
>
> Processing BaseController#footer_content (for 199.254.67.146 at
> 2010-01-29 13:21:46) [POST]
>   Parameters:
> {"authenticity_token"=>"NGOoVlrhtGJcFWzLQm5pzFwMm0UBabOUYw5TmQdh3Ng="}
> Completed in 1178ms (View: 843, DB: 118) | 200 OK 
> [http://www.kituf.com/base/footer_content]
>
> Processing UsersController#create (for 199.254.67.146 at 2010-01-29
> 13:22:52) [POST]
>   Parameters: {"commit"=>"Sign Up!",
> "authenticity_token"=>"NGOoVlrhtGJcFWzLQm5pzFwMm0UBabOUYw5TmQdh3Ng=",
> "inviter_code"=>"", "inviter_id"=>"", "user"=>{"birthday(1i)"=>"1975",
> "birthday(2i)"=>"12", "password_confirmation"=>"password", "birthday
> (3i)"=>"1", "password"=>"password", "login"=>"Arman",
> "email"=>"[email protected]"}}
> Sent mail to [email protected]
>
> Net::SMTPFatalError (555 5.5.2 Syntax error. 14sm1110675bwz.1
> ):
>   /usr/lib/ruby/1.8/net/smtp.rb:930:in `check_response'
>   /usr/lib/ruby/1.8/net/smtp.rb:899:in `getok'
>   /usr/lib/ruby/1.8/net/smtp.rb:828:in `mailfrom'
>   /usr/lib/ruby/1.8/net/smtp.rb:653:in `sendmail'
>   /usr/lib/ruby/1.8/net/smtp.rb:526:in `start'
>   vendor/plugins/community_engine/app/models/user.rb:363:in
> `deliver_signup_notification'
>   vendor/plugins/community_engine/app/controllers/users_controller.rb:
> 109:in `create'
>   haml (2.0.3) lib/sass/plugin/rails.rb:19:in `process'
>   /dh/passenger/lib/phusion_passenger/rack/request_handler.rb:95:in
> `process_request'
>   /dh/passenger/lib/phusion_passenger/abstract_request_handler.rb:
> 207:in `main_loop'
>   /dh/passenger/lib/phusion_passenger/railz/application_spawner.rb:
> 378:in `start_request_handler'
>   /dh/passenger/lib/phusion_passenger/railz/application_spawner.rb:
> 336:in `handle_spawn_application'
>   /dh/passenger/lib/phusion_passenger/utils.rb:183:in `safe_fork'
>   /dh/passenger/lib/phusion_passenger/railz/application_spawner.rb:
> 334:in `handle_spawn_application'
>   /dh/passenger/lib/phusion_passenger/abstract_server.rb:352:in
> `__send__'
>   /dh/passenger/lib/phusion_passenger/abstract_server.rb:352:in
> `main_loop'
>   /dh/passenger/lib/phusion_passenger/abstract_server.rb:196:in
> `start_synchronously'
>   /dh/passenger/lib/phusion_passenger/abstract_server.rb:163:in
> `start'
>   /dh/passenger/lib/phusion_passenger/railz/application_spawner.rb:
> 213:in `start'
>   /dh/passenger/lib/phusion_passenger/spawn_manager.rb:262:in
> `spawn_rails_application'
>   /dh/passenger/lib/phusion_passenger/abstract_server_collection.rb:
> 126:in `lookup_or_add'
>   /dh/passenger/lib/phusion_passenger/spawn_manager.rb:256:in
> `spawn_rails_application'
>   /dh/passenger/lib/phusion_passenger/abstract_server_collection.rb:
> 80:in `synchronize'
>   /dh/passenger/lib/phusion_passenger/abstract_server_collection.rb:
> 79:in `synchronize'
>   /dh/passenger/lib/phusion_passenger/spawn_manager.rb:255:in
> `spawn_rails_application'
>   /dh/passenger/lib/phusion_passenger/spawn_manager.rb:154:in
> `spawn_application'
>   /dh/passenger/lib/phusion_passenger/spawn_manager.rb:287:in
> `handle_spawn_application'
>   /dh/passenger/lib/phusion_passenger/abstract_server.rb:352:in
> `__send__'
>   /dh/passenger/lib/phusion_passenger/abstract_server.rb:352:in
> `main_loop'
>   /dh/passenger/lib/phusion_passenger/abstract_server.rb:196:in
> `start_synchronously'
>
> Rendering /home/qqumbimk/kituf.com/releases/20100129213203/public/
> 500.html (500 Internal Server Error)
> ___________________________________________________________________________ 
> _______________

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