Additional image sizes are not being generated

From https://make.wordpress.org/core/2012/12/06/wp_image_editor-is-incoming/ :

Imagick support requires Imagick 2.2.0+ compiled against Imagemagick 6.2.9+, for full support. If the required functions aren’t available, WordPress will default back to GD.

If you can, create a PHP file somewhere on your server with this content: <?php phpinfo(); ?>. Then load the page and see if there is a section for either imagick or gd.

From mine:

gd
GD Support  enabled
GD Version  bundled (2.0.34 compatible) 
etc.

(It’s probably best if you delete or disable your <?php phpinfo(); ?> file afterwards, as it may supply plenty of valuable information to potential attackers.)