From my experience with this issue, if you want something to show up, you have to actually make a loot table for the mob and make that item equipable in the db for it to show up. I had that problem when I wanted guards to appear to be holding their correct weapon. Only when I made them a loot table and made it equipable did it finally show up. Not sure if this is a broken issure or it was never intended to work in the first place. Hope that helps.
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