File it with whom? What does "can I have him make" mean? You certainly can ask for a receipt, but whether he'll give you one is anyone's guess.
Without knowing anything at all about this person's tax situation, the only intelligent answer is maybe.
You can report anything you want to anyone you want.
If you want, you can try to find a lawyer to represent your father in a lawsuit against the seller and claim that your father was legally incompetent to enter into a contract. I doubt, however, that would be cost effective given the amounts you mentioned. You could also report what happened to the police to see if they might be interested.