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ruby-on-railssmtpactionmailerexception-notification

Rails Mailer "Net::OpenTimeout: execution expired" Exception on production server only

I am using Ruby MRI 2.0.0 and Rails 3.2.12 on a Ubuntu 12.04 TLS VPS and attempting to setup email notifications in my app. It was working fine a few days ago, but not anymore. My web host is OVH.

My SMTP settings:

config.action_mailer.perform_deliveries = true
config.action_mailer.raise_delivery_errors = true

ActionMailer::Base.smtp_settings = {
  :address              => "smtp.gmail.com",
  :port                 => 587,
  :user_name            => '[email protected]',
  :password             => 'secret',
  :authentication       => 'plain',
  :enable_starttls_auto => true
}

Using RAILS_ENV=production rails console:

class MyMailer < ActionMailer::Base
  def test_email
    sender     = "[email protected]"
    receiver   = "[email protected]"
    mail from: sender, to: receiver, subject: "Hello!", body: "World!!"
  end
end
 => nil

MyMailer.test_email.deliver

The output:

Net::OpenTimeout: execution expired
    from ~/.rvm/rubies/ruby-2.0.0-p0/lib/ruby/2.0.0/net/smtp.rb:540:in `initialize'
    from ~/.rvm/rubies/ruby-2.0.0-p0/lib/ruby/2.0.0/net/smtp.rb:540:in `open'
    from ~/.rvm/rubies/ruby-2.0.0-p0/lib/ruby/2.0.0/net/smtp.rb:540:in `tcp_socket'
    from ~/.rvm/rubies/ruby-2.0.0-p0/lib/ruby/2.0.0/net/smtp.rb:550:in `block in do_start'
    from ~/.rvm/rubies/ruby-2.0.0-p0/lib/ruby/2.0.0/net/smtp.rb:549:in `do_start'
    from ~/.rvm/rubies/ruby-2.0.0-p0/lib/ruby/2.0.0/net/smtp.rb:519:in `start'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/mail-2.4.4/lib/mail/network/delivery_methods/smtp.rb:144:in `deliver!'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/mail-2.4.4/lib/mail/message.rb:2034:in `do_delivery'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/mail-2.4.4/lib/mail/message.rb:229:in `block in deliver'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/actionmailer-3.2.12/lib/action_mailer/base.rb:415:in `block in deliver_mail'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/activesupport-3.2.12/lib/active_support/notifications.rb:123:in `block in instrument'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/activesupport-3.2.12/lib/active_support/notifications/instrumenter.rb:20:in `instrument'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/activesupport-3.2.12/lib/active_support/notifications.rb:123:in `instrument'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/actionmailer-3.2.12/lib/action_mailer/base.rb:413:in `deliver_mail'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/mail-2.4.4/lib/mail/message.rb:229:in `deliver'
    from (irb):28
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/railties-3.2.12/lib/rails/commands/console.rb:47:in `start'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/railties-3.2.12/lib/rails/commands/console.rb:8:in `start'
    from ~/.rvm/gems/ruby-2.0.0-p0@mygemset/gems/railties-3.2.12/lib/rails/commands.rb:41:in `<top (required)>'
    from script/rails:6:in `require'
    from script/rails:6:in `<main>'2.0.0p0 :029 >

I tried the following:

  • The exception_notification gem was added to the setup a few days ago. I tried to comment its line in Gemfile as well as its matching configuration, and run bundle install. After restarting the server, the issue is still present, even if I delete and recreate the gemset.
  • Test it out on a virtual machine (exact same setup as the VPS including iptables rules): works
  • Disable iptables rules: does not work
  • Manually connect to Gmail from the VPS using openssl: works (so this is not a firewall issue - see here: Connecting to smtp.gmail.com via command line);
  • Enable IMAP in Gmail account options (it was disabled): does not work
  • Use a different Gmail account: does not works
  • Replace Ruby 2.0.0 by Ruby 1.9.3
  • Upgrade to Rails 3.2.13

Does someone have a possible clue as to how to resolve this issue?

Thanks!

Solution

  • The issue was due to an IPv6 misconfiguration on the production server and has now been fixed.