Sins of our Finders, pt. 3

This appeared when trying to delete (even when trying to Delete Immediately, skipping the trash altogether):

Same thing right after, when trying to tag some existing items, for which I don’t imagine any new space should be necessary:

Also, why are these dialogs so different?

I feel like not so long ago there were literal books making fun of bad dialogs like these.

Reported to Apple as FB21509633.