.web has been active for decades - but not under ICANN
I still have an active, paid contract for cavebear.web with the original .web (by IOD) here in California. It has been active for roughly as long as ICANN has been in existence.
Yeah, it hasn't been in the NTIA/ICANN/Verisign root system, but ICANN is not some sort of god that has a right, legal or otherwise, to supplant uses that occurs outside of its purview or without its approval.
That suggests, perhaps, that use of the term and domain name ".web" by any other provider here in the State of California could be a form of unfair business practice and thus prohibited.
Would anyone want to pay $$ for a top level domain over which there would be a cloud over its use in the State of California?
Biting the hand that feeds IT
