Installing Redmine on Mac OS X 10.7 Lion Server¶

This is a quick summary of the necessary steps for a simple install of Redmine on Apple OS X Lion Server 10.7. It is meant only as a supplement, not a replacement, to the official install guide found here.

Install Prerequisites¶

1. Install Xcode/OS X Developer Tools
   Either get XCode from the Mac App Store or register for a free account and download from: https://developer.apple.com/downloads/
   An alternative is the latest version of Command Line Tools for XCode https://developer.apple.com/downloads . This is a smaller download and contains all that is necessary for installation.
2. Install OS X MySQL and associated Libraries
   Download http://www.mysql.com/downloads/mysql/ (select latest 64-bit version, e.g. 5.5.25)
   Run the installation package .pkg file. This will install into /usr/local/mysql/bin
   Run the MySQLStartupItem.pkg file to use GUI to start automatically after startup of your server. (Of course, command line also works.)
   Open the MySQL.prefPane and install for all users. This provides a GUI for starting and stopping. (Of couse, command line also works.)
   Set the root password for your new installation of MySQL. One way is to use the MySQLWorkbench. Or from the command line:
   mysqladmin -u root password NEWPASSWORD (where your password substitutes for NEWPASSWORD)
   Add MySQL to the path. In terminal:
   sudo touch /etc/paths.d/mysql (creates a file in which you type the path)
   sudo nano /etc/paths.d/mysql
   In editor type /usr/local/mysql/bin then save and exit
   Enter startup options to tell the MySQL client and daemon to connect to the local server. In terminal:
   sudo nano /etc/my.cnf
   In editor, add the following as appropriate:
   

   [mysqld]
   socket = /tmp/mysql.sock
   [client]
   socket = /tmp/mysql.sock

   
   Install the MySQL binaries. Info about client libraries is available at http://support.apple.com/kb/HT4006 , or to download directly use
   http://www.opensource.apple.com/other/MySQL-55.binaries.tar.gz (or latest version)
   sudo tar -xzvf ~/Downloads/MySQL-55.binaries.tar.gz -C ~/Downloads
   This will produce a root.tar archive, which must then also be extracted:
   sudo tar -xzvf ~/Downloads/MySQL-55.binaries/MySQL-55.root.tar.gz -C /
   If successful, tar should list the many files being placed in appropriate locations throughout the system
3. Install Phusion Passenger
   This is a gem that handles Ruby on Rails applications and makes them accessible on the web server.
   sudo gem install passenger
sudo passenger-install-apache2-module
   The apache2 module installation will ask you to add several lines to the apache configuration file. For the standard Lion Server, the file is /etc/apache2/httpd.conf . Typical lines to add are:
   

   LoadModule passenger_module /Library/Ruby/Gems/1.8/gems/passenger-3.0.12/ext/apache2/mod_passenger.so
   PassengerRoot /Library/Ruby/Gems/1.8/gems/passenger-3.0.12
   PassengerRuby /System/Library/Frameworks/Ruby.framework/Version/1.8/usr/bin/ruby@
   

   
   It may also be helpful to specify the user that runs passenger, with the line
   

   PassengerDefaultUser www

4. Build and install Passenger Pref Pane
   This is a GUI interface for the Mac, to make it easy to add Ruby on Rails applications. Many of the binary prefPanes on the web are not compatible with 10.7, so it is necessary to build :
   cd ~/Downloads
git clone https://github.com/Fingertips/passengerpane/
cd passengerpane
xcodebuild
   (If you can't find xcodebuild, it may be in /usr/bin/xcodebuild)
   Install the preference pane. Look in ~/Downloads/passengerpane/build/Release, and double-click on Passenger.prefPane to install it.
   An alternative is to download a pre-compiled build for 10.7, e.g. SoftwhisperSL-PassengerPrefPane

Install Redmine¶

1. Checkout Redmine 2
   cd /Library/WebServer/Sites/
   If the Sites directory doesn't exist, create it (sudo mkdir /Library/WebServer/Sites)
   git clone https://github.com/redmine/redmine
2. Configure Passenger
   Open /Library/WebServer/Sites in Finder
   Start Passenger preference pane in System Preferences
   Drag redmine folder to Passenger (you may have to 'click to make changes')
   Set "Address" to something like redmine.local and click "Production"
   Enter any aliases for the website, such as your.server.com/redmine
3. Setup Database with redmine user and database
   mysql -u root -p
   (Enter the MySQL root password when prompted)
   Now enter the following into MySQL, substituting a password of your choice for MYPASSWORD:
   

   create database redmine character set utf8;
   create user 'redmine'@'localhost' identified by 'MYPASSWORD';
       grant all privileges on redmine.* to 'redmine'@'localhost';

4. Configure Redmine
   cd /Library/WebServer/Sites/redmine
sudo mkdir tmp public/plugin_assets
sudo chown -R www:www tmp public/plugin_assets log files
sudo chmod -R 755 files log tmp public/plugin_assets
sudo cp config/database.yml.example config/database.yml
   Edit database.yml, e.g.
   

   production:
     adapter: mysql
     database: redmine
     host: localhost
     username: redmine
     password: MYPASSWORD
     socket: /tmp/mysql.sock

   
   If necessary, do the same for configuration.yml, for example to set up email SMTP.
5. Install appropriate gems
   Optional: It helps to have imagemagick, which can be installed with brew install imagemagick if you use Mac Homebrew
   sudo gem install bundler
   Make sure you are in the redmine directory cd /Library/WebServer/Sites/redmine:
   sudo bundle install --without development test
   (If you don't have imagemagick, also append rmagick to the above line)
6. Establish Defaults
   sudo rake generate_secret_code
sudo RAILS_ENV=production rake db:migrate
sudo RAILS_ENV=production rake redmine:load_default_data
   When prompted, enter the appropriate language (e.g. en for English) and press enter

Configure Apache to serve up Redmine¶

You may wish to try out using webrick first, but you can move straight to apache.

1. Go to Server.app, select the Web service, and add a new website. For example domain name redmine.local, and store site files in /Library/WebServer/Sites/redmine/public
2. Restart the web server
   sudo apachectl restart
   Or, in Server.app, turn the web service off and then on.
   Go to the Passenger prefPane and restart your redmine app
   The site should now be visible, e.g. at redmine.local
   To serve outside of local, instructions may be found here
   For example, to serve as a subdomain from your main server, do the following. First, link the redmine directory into the directory where Server stores files in, e.g.
   ln -s /Library/WebServer/Sites/redmine/public /Library/Server/Web/Data/Sites/Default/redmine
   edit the appropriate .conf file in /etc/apache2/sites, and under VirtualHost add RailsBaseURI /redmine to point at the same location

Notes¶

For automated installs, check out How to install Redmine in Linux Windows and OS X using BitNami Redmine Stack
The following references were helpful for compiling this howto:
http://macweb.cz/press/2012/01/28/instalace-redmine-na-mac-os-x-lion-server-10-7/
RedmineInstallOSXServer for Snow Leopard Server
This same procedure also works for Redmine 1.4. Installation for 1.4+ is made vastly easier by the gem bundler, which ensures the appropriate gem versions are maintained.
Probably a better idea to use PostgreSQL instead of installing MySQL, which is no longer provided by Apple with OS X Server. There are also alternative methods to install MySQL, such as brew install mysql.