as it's a tapered bolt, is the hole it goes in tapered?
if so as the bolt has been fitted upside down, then I would suggest both the fitting and the bolt are (technically speaking) knackered.
if not then ignore me and I'll go away.
Once had to remove a tapered bolt from a 747 wing to spar joint in no2 main tank (fitted the right way round) I think it took us 2 days to get it out. 10x rivet gun wouldn't shift it. In the end drilled it down the middle so that it collapsed inwards when using the rivet gun, or was it a cattle stunner as boeing suggested!