A guy uses an Evanix .22 PCP in Hawaii for hogs all the time but I digress. I used to do urban herd reductions with a 22 mag. A solid with the fastest most accurate round is the best. Fast frangible bullets might break up a bit. I passed 10-1 what I shot. Between the eye and the ear is safe bet. Pay close attention to head position. I.e., if the deer is looking up it's not between the eyes but just below, etc. It's not as easy as it sounds. Never lost one but was extremely patient.