357 won't do it, either, you need really high velocity and small frontal area. 223 does it easily. 17 rim mag MIGHT, dunno. read Ernie Linde's COMPLETE BOOK OF TRICK AND FANCY SHOOTING, your interlibrary book loan system can get it. He could point a 22 pumpgun down and in front, eject the empty .22 casing vertically, close the bolt as he shouldered the rifle and hit that empty in midair. I can hit tossed up pennies about 1 x in 5 tries, with a .22 pistol, if they are thrown in such a way as to almost fall upon me and the gun. With a .22 rifle, it's more like 3out of 5. The penny must be falling straight down. Any side to side angle =missing, almost always.