Redmine

I have this gems:
ruby '>= 2.7.0', '< 3.3.0'

gem 'rails', '6.1.7.6'
gem 'rouge', '~> 4.2.0'
gem 'request_store', '~> 1.5.0'
gem 'mini_mime', '~> 1.1.0'
gem "actionpack-xml_parser"
gem 'roadie-rails', '~> 3.1.0'
gem 'marcel'
gem 'mail', '~> 2.8.1'
gem 'nokogiri', '~> 1.16.2'
gem 'i18n', '~> 1.14.1'
gem 'rbpdf', '~> 1.21.3'
gem 'addressable'
gem 'rubyzip', '~> 2.3.0'
gem 'webrick', '~> 1.7'

1. Ruby Standard Gems
   gem 'csv', '~> 3.2.6'
   gem 'net-imap', '~> 0.3.4'
   gem 'net-pop', '~> 0.1.2'
   gem 'net-smtp', '~> 0.3.3'
   gem 'rexml', require: false if Gem.ruby_version >= Gem::Version.new('3.0')

1. Windows does not include zoneinfo files, so bundle the tzinfo-data gem
   gem 'tzinfo-data', platforms: [:mingw, :x64_mingw, :mswin]

1. TOTP-based 2-factor authentication
   gem 'rotp', '>= 5.0.0'
   gem 'rqrcode'

1. HTML pipeline and sanitization
   gem "html-pipeline", "~> 2.13.2"
   gem "sanitize", "~> 6.0"

1. Optional gem for LDAP authentication
   group :ldap do
   gem 'net-ldap', '~> 0.17.0'
   end

1. Optional gem for exporting the gantt to a PNG file
   group :minimagick do
   gem 'mini_magick', '~> 4.12.0'
   end

1. Optional Markdown support
   group :markdown do
   gem 'redcarpet', '~> 3.6.0'
   end

1. Optional CommonMark support, not for JRuby
   group :common_mark do
   gem "commonmarker", '~> 0.23.8'
   gem 'deckar01-task_list', '2.3.2'
   end
2. Include database gems for the adapters found in the database
3. configuration file
   require 'erb'
   require 'yaml'
   database_file = File.join(File.dirname(FILE), "config/database.yml")
   if File.exist?(database_file)
   yaml_config = ERB.new(IO.read(database_file)).result
   database_config = YAML.respond_to?(:unsafe_load) ? YAML.unsafe_load(yaml_config) : YAML.load(yaml_config)
   adapters = database_config.values.filter_map {|c| c['adapter']}.uniq
   if adapters.any?
   adapters.each do |adapter|
   case adapter
   when 'mysql2'
   gem "mysql2", "~> 0.5.0", :platforms => [:mri, :mingw, :x64_mingw]
   when /postgresql/
   gem 'pg', '~> 1.5.3', :platforms => [:mri, :mingw, :x64_mingw]
   when /sqlite3/
   gem 'sqlite3', '~> 1.6.0', :platforms => [:mri, :mingw, :x64_mingw]
   when /sqlserver/
   gem "tiny_tds", "~> 2.1.2", :platforms => [:mri, :mingw, :x64_mingw]
   gem "activerecord-sqlserver-adapter", "~> 6.1.0", :platforms => [:mri, :mingw, :x64_mingw]
   else
   warn("Unknown database adapter `#{adapter}` found in config/database.yml, use Gemfile.local to load your own database gems")
   end
   end
   else
   warn("No adapter found in config/database.yml, please configure it first")
   end
   else
   warn("Please configure your config/database.yml first")
   end

group :development do
gem 'listen', '~> 3.3'
gem "yard"
end

group :test do
gem "rails-dom-testing"
gem 'mocha', '>= 2.0.1'
gem 'simplecov', '~> 0.22.0', :require => false
gem "ffi", platforms: [:mingw, :x64_mingw, :mswin] # For running system tests
gem 'puma'
gem "capybara", ">= 3.39"
if Gem.ruby_version < Gem::Version.new('3.0')
gem "selenium-webdriver", "<= 4.9.0"
gem "webdrivers", require: false
else
gem "selenium-webdriver", ">= 4.11.0"
end # RuboCop
gem 'rubocop', '~> 1.57.0', require: false
gem 'rubocop-performance', '~> 1.19.0', require: false
gem 'rubocop-rails', '~> 2.22.1', require: false
end

local_gemfile = File.join(File.dirname(FILE), "Gemfile.local")
if File.exist?(local_gemfile)
eval_gemfile local_gemfile
end

1. Load plugins' Gemfiles
   Dir.glob File.expand_path("../plugins/*/{Gemfile,PluginGemfile}", FILE) do |file|
   eval_gemfile file
   end

The error you’re encountering is likely due to an SSL issue. Check your SMTP server’s SSL certificate and ensure it’s valid. If necessary, update the openssl_verify_mode to ‘none’ temporarily to bypass the SSL verification as a test. Always ensure to use secure settings in production.