It looks like you have a dome for a 330. It looks like the piston is hitting the head. I can see a witness mark about 1 to 2 mm wide around the circumference of the piston and head dome where contact is being made.
An 0-ring head should not need to be re-torqued. If the head nuts were loose it is probably due to the piston tickling the head. A piston that is tickling the head will also overload, collapse and break the skirts.
Detonation will often occur when the piston is close enough to make contact with the head. Detonation will also erode the inner edge of the o-ring. If the detonation continues long enough it will eat all the way through the o-ring.