The crankcase DOES hold oil (I guess it's all in what you call the crankcase), the combustion chamber does not, it's lubed by the premix and the reason for this test.
The crank seals can suk in crankcase/clutch. That spacer you've shown came from behind the primary gear and out of the seal cavity I imagine? If you can feel that groove with your fingernail, then I'd replace the seal and collar/spacer. Some of those spacers you can flip around as long as they don't ride on the seal surface again.
The other problem is worn main bearings that let air in the left side or oil in the right side.
Be sure to look for any up and down main bearing play by grabbing the crank ends and checking the play.
I had an RM250 waterpump seal cut a nice deep groove in the shaft. Had to have it Tig welded and turned down smooth again........
All our government does is distract us while they steal from us, misspend our tax $ and ruin our country