As a kid my brother and I ran coon hounds and did quite a bit of time trailing and shooting racoons.
If you shoot a racoon in a tree you'd be lucky to drop it with one head shot.
My brother bought a brick of winchester wildcat 36gr hollowpoints they functioned in our Marlin Model 60 and my winchester 9422 just fine and very accurate.
One night in early november the wind was just right we cut across 4 coon in a corn field and a short run latter had them treed in a huge old cotton wood tree, that night there was my brother and the marlin and a family friend who had a winchester model 77 they tried to shoot them coon out the tree they settled in amongest the upper branches and coverd there eyes so they were really hard to spot, my brother and friend had taken to shooting at any lump or bural in hopes they were coon, I managed to get them to shut oof there flash lights and I took the dogs off away fromm the tree, the coon relaxed enough to peek out they flashed the lights in the eyes picking up the eye reflection and shot for the heads, the coon each were shot once and totally still when they hit the ground so we hauled them back to the truck, the other side the corn field the coon revived as they were knocked out and they were groggly staggering round in the back the pickup truck trying to escape, both my brother and friend wanted to shoot the coon again I said why shoot more holes in the skin that brings the price down, lickily I had a chunk broken oak hay sweep tooth, Couple crack's to the skull with that big oken club finished the escapeing coon.
From then on we used only rifles as they had the highest velocity and avoided light hollowpoints from then on only 40grain solids, even then useing a rifle and solids we dident get single anchoring hits on raccons
we went to .22mag and we had less problems with coon and coyote, bobcat, badger,fox.
You need the velocity to get the damage needed to accomplish your requirements, the .22 lr is too limited to do what you want, the silenced pistol drops so much velocity from the short barrel pluse useing std velocity (not high velocity) is about as weak as you can ask for.
Are you friggen nuts? useing a .22 on people? they hardly work on anything bigger than a racoon.
With all that reduced velocity bleed off you'd have to stand like 5 feet way to dent someing heavy like a skull
Somebody I knew rather well used to nite shoot geese right in the Cheyenne city park useing a old remington pump and CB's no silencer and sounded just like a air rifle.
A fishing pole with a rapella lure was used to drag them in to shore.