How does cid make power?

out of a 100 cid engine but could get 550hp since there about 0.5-5.5:1 hp per cid range.

I think you just answered your own question here unless I am missing something. In theory, based on your math, if a 100 cid engine is capable of 550hp, then all things being equal, an engine that is 3x the size is capable of 3x the hp. 300 cid engine is capable of 1,650hp.
I want to see the 300cid engine that hold itself together while making 1,650hp N/A