Apache 2.4.9 error after enabling ssl module and installing ssl certificate

Apache throws the following errors after trying to install ssl certificates:

[ssl:emerg] [pid 30907] AH02572: Failed to configure at least one certificate and key for localhost:443
[ssl:emerg] [pid 30907] SSL Library Error: error:140A80B1:SSL routines:SSL_CTX_check_private_key:no certificate assigned
[ssl:emerg] [pid 30907] AH02312: Fatal error initialising mod_ssl, exiting.

      

        
        
        
      

    

I used MAC OS: Yosemite, PHP 5.5.20, Apache 2.4.9

and followed these steps to generate my ssl certificate from ( http://www.akadia.com/services/ssh_test_certificate.html )

cd /etc/apache2/
sudo mkdir certs                                        
cd certs                                                
sudo openssl genrsa -des3 -out server.key 1024          
sudo openssl req -new -key server.key -out server.csr

  Country Name (2 letter code) [GB]:US
  State or Province Name (full name) [Berkshire]:California 
  Locality Name (eg, city) [Newbury]:LA
  Organization Name (eg, company) [My Company Ltd]:Company
  Organizational Unit Name (eg, section) []:
  Common Name (eg, your name or your server hostname) []:dev.test.local
  Email Address []:username@gmail.com
  Please enter the following 'extra' attributes
  to be sent with your certificate request
  A challenge password []:
  An optional company name []:

sudo cp server.key server.key.org     
sudo openssl rsa -in server.key.org -out server.key
sudo openssl x509 -req -days 730 -in server.csr -signkey server.key -out server.crt  

      

        
        
        
      

    

Next, I have the following settings for my apache config files:

and etc / apache2 / httpd.conf:

LoadModule ssl_module libexec/apache2/mod_ssl.so
LoadModule socache_shmcb_module libexec/apache2/mod_socache_shmcb.so
Include /private/etc/apache2/extra/httpd-ssl.conf

      

        
        
        
      

    

and etc / apache2 / extra /HTTPD-ssl.conf:

Listen 443
SSLPassPhraseDialog  builtin
<VirtualHost _default_:443>
SSLEngine on
Mutex sysvsem default # Added after seeing mutex issues for apache 2.4, http://stackoverflow.com/questions/13969272/apache-sslmutex-issue

      

        
        
        
      

    

and etc / apache2 / extra /HTTPD-vhosts.conf:

<VirtualHost *:443>

    ServerName dev.test.local
    DocumentRoot "/Users/username/Sites/test/public"

    <Directory "/Users/username/Sites/test/public">
         Options Indexes FollowSymLinks MultiViews
         AllowOverride All
         Order allow,deny
         allow from all
    </Directory>

    SSLEngine on       
    SSLCertificateFile    /etc/apache2/certs/server.crt
    SSLCertificateKeyFile /etc/apache2/certs/server.key

</VirtualHost>

      

        
        
        
      

    

After restarting and running the Apache configuration test, everything looks like there are no problems:

sudo apachectl restart
sudo apachectl configtest
[Tue Jan 06 13:56:01.480270 2015] [so:warn] [pid 31636] AH01574: module php5_module is already loaded, skipping
Syntax OK

      

        
        
        
      

    

Help is greatly appreciated and I am happy to provide more information if needed.