Rails 3 - Devise/ActionMailer/RUBY-SMTP causing a

Question

OK - I'm in way over my head here. I'm using:

  - ruby-1.9.3-p0
  - rails-3.1.3
  - mail-2.3.0
  - devise-1.5.3

Trying to turn on Devise's :confirmable option and start up smtp services in my app. As soon as I add /config/initializers/setup_mail.rb, add Devise's necessary columns in my DB, and the :confirmable attribute to my User model, I get a segmentation fault. It occurs right after a user signs up. Devise is trying to send out the confirmation email, causing the ruby smtp library to crash with the following:

... lib/ruby/1.9.1/net/smtp.rb:583: [BUG] Segmentation fault

The last entry in log/development.log:

Rendered devise/mailer/confirmation_instructions.html.erb (1.2ms)

My /config/initializers/setup_mail.rb file:

ActionMailer::Base.smtp_settings = {
  :address              => "smtp.gmail.com",
  :port                 => 587,
  :domain               => "mydomain.com",
  :user_name            => "[e-mail]",
  :password             => "???????",
  :authentication       => "plain",
  :enable_starttls_auto => true
}
ActionMailer::Base.default_url_options[:host] = "localhost:3000"

My config/environments/development.rb file has the following:

  config.action_mailer.delivery_method = :smtp
  config.action_mailer.raise_delivery_errors = true
  config.action_mailer.default_url_options = { :host => 'localhost:3000' }

Here is the germane code from ruby/1.9.1/net/smtp.rb (line 583 is near the middle):

def ssl_socket(socket, context)
  OpenSSL::SSL::SSLSocket.new socket, context
end

def tlsconnect(s)
  verified = false
  s = ssl_socket(s, @ssl_context)
  logging "TLS connection started"
  s.sync_close = true
  s.connect  # THIS IS LINE 583
  if @ssl_context.verify_mode != OpenSSL::SSL::VERIFY_NONE
    s.post_connection_check(@address)
  end
  verified = true
  s
ensure
  s.close unless verified
end

It looks like the segmentation fault occurs when smtp is trying to connect via a SSL socket connection ( s.connect ). In setup_mail.rb I've tried setting :enable_starttls_auto to both true and false. I don't get the segmentation fault when it is set to false but no email goes out, so that is useless.

I'm easily able to connect to gmail's smtp service by running this command from my Mac:

$ telnet smtp.gmail.com 587

Not sure where to go from here - any suggestions?

Answer 1

I had a very similar error (in net/http).

Doing this fixed it:

rvm pkg install openssl
rvm pkg install iconv
rvm pkg install readline
rvm reinstall 1.9.3  --with-iconv-dir=$rvm_path/usr  --with-openssl-dir=$rvm_path/usr  --with-readline-dir=$rvm_path/usr

Answer 2

The issue is with the way Rails interacts with OpenSSL. This post sums it up very well. http://www.22ideastreet.com/debug/smtp-rb14-bug-segmentation-fault/

The fix is to add this to your .bashrc/.zshrc/.bash_profile

export RUBYOPT="-ropenssl"