I love the idea of giving Nylander a real shot, but 1. he is more comfortable in his off wing and sully said that this season he is going to encourage more players to play on their off wing, so Nylander who is already comfortable on his off wing is almost certainly playing there.
2. He cannot play with Crosby, he has the exact opposite style of game to Crosby's insanely Niche, hard go play with style. Crosby bases his entire game on elite puck protection, and short passes in limited space, Nyland on the other hand likes to stretch ice, and create space for long passes. These simply don't work together, same reason Crosby and Kessel did not work.

I would like to see Nylander start as Malkin's right winger, or Elhars, (I am really conflicted on this because I think Malkin and Nylander could work but I always like to have a center that shoots to the side of the player playing the off wing but I think the pro's of Nylander and Malkin outweigh the cons)

1) Nylander is a righty, so the LW is his off-wing.

2) Your synopsis of Nylander's game is way off.