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Shiki was an one time deal. I wouldn't call 1 escapee in 800 year as having bad history.(assuming it was built the same time as WG founded)
The fact is Impel Down was still called the un-escapable jail before Luffy's and BB's break in is testament to that. Besides, even if Croc escapes, he'll have to take over a battleship and can only end up in either Marine HQ or Enis Lobby assuming be can somehow get the Gate of Justice to open for him.
Hell, if not because of the Summit War and the fact Laffitte hypnotized the guards to open the gate for their (BB) own escape, Luffy and co. wouldn't be able to escape that easily, They didn't have Shiki's Fuwa Fuwa no Mi that allow him to fly.
As for hook thing, that's just leave it as plot device, after all, with WG wanting the world to forget the existence of those lvl 6 prisoners, they should have just secretly execute them to begin with, why lock them up? WG has done enough questionable stuff that secret execution should be a no-brainer.
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