The larger side of the crimp ‘tooth’ should be where the insulation channel fits. Sorry for the blurry picture, but you can make it out, the pin is sitting in the groove with the ‘tabs’ facing into the groove. It is placed so that when the crimp tool is squeezed the tabs bend inwards and create a "heart" shape.

If you apply light pressure to the tool at this point the crimp pin will slide up into the groove and be held in place. <br \>

At this point you can put the striped end of the wire through the hole that is made by the crimp tool and the insulation channel as shown in the picture. <br \>