RE: How does this happen? (pic)
was it difficult depriming them? I dont know for sure but I dont think federal ever crimped their primer pockets on 223 brass. unless its the American eagle brass? thats stuff I believe may have a crimped primer pocket. from the looks of the picture it does almost look like the primer pockets are crimped.
try cleaning out the primer pockets with a primer pocket cleaning tool and see if that does it. if not I wouldnt mess with the stuff since they may actually have a crimped primer pocket and all you will wind up doing is wrecking your equipment trying to load them.