The spell descrition states it convinces the animal that you mean no harm. and it fails on INT 4+. So it is especially for beasts like this. And the ability to speak to it should make us able to make clear what we plan to do. The owl bear even realizes that it has something in its eye.
This is exactly there you misstake is.
I repeat:
Owlbear is a Monstrocity ... not a Beast.
https://www.dndbeyond.com/monsters/owlbearAnd here is your spell.
https://www.dndbeyond.com/spells/animal-friendshipFew examples of beasts in game:
https://www.dndbeyond.com/monsters/brown-bearhttps://www.dndbeyond.com/monsters/wolfhttps://www.dndbeyond.com/monsters/spider
