the rifle won't feed the 255 swc's.........
It's tough to get SWC bullets to feed in a rifle, but crimping at or near the shoulder, rather than in the crimping groove, might solve the problem. Of course, your rifle will have to be willing to feed a slightly shorter round, so it still might not work.
Lots of SWCs have gone through my Marlin 444, and I use a Lee factory crimp die to crimp about .05" down from the shoulder of the wadcutter. If I use the crimp groove, the shoulder jams into the lands and the round won't chamber. If the bullet is seated on a heavily compressed charge, like is common with blackpowder loads, then you can just crimp over the top of the shoulder to prevent bullet pull. Sitting on top of all that compressed powder keeps the bullet from going any deeper, as does the neck tension of the case.
It also sounds like a 75 yard zero might make more sense for the ranges you'll be hunting at. That will put you about 2" high at 50 yards, and about 4.75" low at 100 yards. By the time you get out to 150 yards, bullet drop will be 16" for a 100 yard zero, or 23" for a 75 yard zero, so you'll be wanting to keep the shots closer rather than farther, regardless of your chosen zero range. If you sighted in for an ambitious 150 yards, you'd be shooting dang near a foot high at 75 yards, so that seems like a bad choice, too.
How do you like that Henry? Taking a deer with that rifle should be a hoot. Good luck, and good shooting.