4) Pathfinding can't get to a crate/chest if you're very close but not close
enough to smash/open it

You can see it happening easily in the "storage rooms" of Hell Fortress Entrance.

Related:
Sometimes I can't attack an enemy that is already too close, might be the same
problem.

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Hmm, intead of having pathfinding trying to get to a point, it seems more
natural to target an area (circle or square) or to target the distance (range?)
to a point.
It would probably take care of circling targets by itself.

Note: all of these issues are with the current master, commit
94141d3d63370ad068c92f1c135ccf40900294bf.