the ring gap should line up in the center of the intake port, with the little pin to hold it in place.
what i do is use my right thumb and index finger, reach in where the muffler normally is, and squeeze the rings together.
then i use my left hand to wiggle the jug down onto the piston.
if you get it right, it just slides down on nice and easy.
i'm betting you cocked the ring, and took the end of the ring off.
this and getting the circlip into the wristpin to me are the two most critical steps.