Crank bolt to hold damper

I caused this same situation on a short block I was screwing with. Crank bolt came out fine and I removed the balancer. I spun the bolt back in with no balancer and used a socket on the bolt to turn the crank over while checking everything else for clearances. Crank bolt then came out tight, binding. Looked exactly like yours.
Are you sure yours has clean usable threads down in there?
I set everything aside until I buy a tap to run in there. The threads looked fixable in mine, if I remember correctly, but I am pretty sure the deeper threads were incomplete due to the taper on the tap the factory used to thread it originally.