Unfortunately the photo isn't focused enough so I can't see what's happening to the crimp. I can see that the wire is very thick, what diameter is it? Also the wire isn't pushed into the pin enough, the insulation should be butting against the conductor (wire) crimp.
The crimp pressure setting is normally at the lowest on the MDPC-X tool.
Can you do some more photos of the crimp showing the problem and close ups of the tools' dies?