J, if those bolts were that loose, I suspect the gasket is either burned from the combustion chamber blast, blown, or the silicone burned away at a minimum.
If not, then I would start thinking about a crack in the head casting.
I am really cynical about retorquing after a head lifts...and I am more suspicious of a shim needing retorquing. Wonder if those magic studs were a bit stretchable?
I don't believe it is the shims that compressed and made the bolts/studs loose.
Time to pull that head and have a look, imo. frown