Air leaking past piston rings?

Not sure why it would not evenly bend in all around the ring...???? Help me understand the problem.... not challenging anyone... just never ran into or thought about that problem.
What I did was compare old ring to new ring and cut the end to match then filed my cuts. Did not file outside diameter. New rings fit around the piston but left no gap for expansion from heat. Compression test was done cold and dry so that's why test numbers were low. I'm thinking if rings were to much gapped then I would be burning oil, but I'm not a professional auto mechanic just an elevator mechanic who's a weekend Warrior.