Re: 22 rimfie case failure??
Check the chamber for a deep notch where the firing pin hits. Possibly the 'peening' had been repaired improperly.
Also check the firing pin for a broken tip.
If it was firing ok at first, the improper repair could have fallen out or the firing pin could have broken leaving a spear point instead of the normal round or flat tip.
Investigate everything you possibly can before going to a gunsmith...this will give you the ability to talk knowledge with him to resolve the problem.
'Peening' of the chamber by dry-fire is a very common problem with old rimfires, if a previous owner attempted to use a filler to repair the peen the filler could easily fall out after a few shots; also the firing pin could have been slightly lengthened in an attempt to over-come the peen.
The pictures you display seem to look like a firing pin issue.