Why does jruby-openssl gem have strange folder structure?

From my understanding, a gem's folder structer is supposed to have a folder called lib and inside that folder have a <gem-name>.rb file. However, when I used jruby 1.6.8 and do bundle install to install jruby-openssl, I open up C:\jruby-1.6.8\lib\ruby\gems\1.8\gems\jruby-openssl-0.8.2 and instead of seeing an rb file, I see more sub folders that look like this:

jruby-openssl-0.8.2\
+---lib\
|   +---1.8\
|   |   +---openssl\
|   |   +---openssl.rb
|   +---1.9\
|   |   +---openssl\
|   |   +---openssl.rb
|   +---ruby\
|   |   +---shared\
|   +---shared\
|       +---jopenssl\
|       +---openssl\
|       +---openssl.rb
+---test\
    +---java\

Is there a reason that jruby-openssl isn't following the standard gem folder structure? Specifically, I seem to be having trouble with a gem 'jruby-openssl' command working. Should the gem command find and load the gem correctly if the jruby-openssl folder is in the LOAD_PATH?

ERROR DETAILS:

Here is the error that appears in C:\apachetomcat632\logs\MyWebapp.log

--- Backtrace
LoadError: OpenSSL::Cipher requires the jruby-openssl gem
            (root) at file:/C:/apachetomcat632/shared/lib/jruby-complete.jar!/META-INF/jruby.home/lib/ruby/site_ruby/shared/jruby/openssl/autoloads/cipher.rb:8
  MessageEncryptor at file:/C:/apachetomcat632/shared/lib/jruby-complete.jar!/META-INF/jruby.home/lib/ruby/site_ruby/shared/jruby/openssl/autoloads/cipher.rb:24
     ActiveSupport at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/activesupport-3.2.11/lib/active_support/message_encryptor.rb:12
            (root) at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/activesupport-3.2.11/lib/active_support/message_encryptor.rb:4
           require at org/jruby/RubyKernel.java:1062
           require at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/activesupport-3.2.11/lib/active_support/dependencies.rb:251
   load_dependency at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/activesupport-3.2.11/lib/active_support/dependencies.rb:236
           require at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/activesupport-3.2.11/lib/active_support/dependencies.rb:251
   eager_autoload! at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/activesupport-3.2.11/lib/active_support/message_encryptor.rb:43
              each at org/jruby/RubyArray.java:1620
   eager_autoload! at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/activesupport-3.2.11/lib/active_support/dependencies/autoload.rb:43
         Bootstrap at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/railties-3.2.11/lib/rails/application/bootstrap.rb:20
     instance_exec at org/jruby/RubyKernel.java:2091
               run at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/railties-3.2.11/lib/rails/initializable.rb:30
  run_initializers at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/railties-3.2.11/lib/rails/initializable.rb:55
              each at org/jruby/RubyArray.java:1620
  run_initializers at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/railties-3.2.11/lib/rails/initializable.rb:54
       initialize! at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/railties-3.2.11/lib/rails/application.rb:136
              send at org/jruby/RubyKernel.java:2105
    method_missing at file:C:/apachetomcat632/shared/lib/cfe-gems.jar!/gems/railties-3.2.11/lib/rails/railtie/configurable.rb:30
            (root) at C:/apachetomcat632/webapps/Bank62P/WEB-INF/rails/config/environment.rb:5
           require at org/jruby/RubyKernel.java:1062
  load_environment at C:/apachetomcat632/webapps/Bank62P/WEB-INF/rails/config/environment.rb:23
  load_environment at file:/C:/apachetomcat632/shared/lib/jruby-rack.jar!/jruby/rack/rails_booter.rb:65
            (root) at <script>:1

And here is entire cipher.rb file:

require 'rubygems'

# try to activate jruby-openssl gem for OpenSSL::SSL, raising error if gem not present
begin
  gem 'jruby-openssl'
  require 'openssl.rb'
rescue Gem::LoadError => e
  raise LoadError.new("OpenSSL::Cipher requires the jruby-openssl gem")
end

Solution

To add to tadman's answer, if you look in the gemspec (gems/1.8/specifications/jruby-openssl-0.8.2.gemspec), you'll see this line:

s.require_paths = ["lib/shared"]

When you require 'openssl' in your code, it'll load the one in the shared dir. I believe that file will determine whether to load the 1.8 or 1.9 version.

With that said...

When I try to require 'openssl' with 0.8.2, I get an error:

LoadError: no such file to load -- openssl/dummy

When I use the latest (0.8.8) it works fine. Try upgrading.