I would not do it. To much room for error.
Buddy had a horror story that I wont repeat here. (Rifle)
Its your deer, your decision. Cant take a shot back though. Once it is in the air, that's it. Got a scare with a doe I took this year. Hit a little low, almost no blood at all. (rifle) Had a sinking feeling in my gut. The doe ran 80 yards, and died. Shot through the heart, why no blood, no idea. But that was a crappy feeling.
With a head shot, the potential is there that if the deer moves slightly.....Aint pretty.