I tried to use /summon Item ~ ~ ~ {Item:{id:diamond}}, but when the item summoned, i couldn't pick it up. I even tried /summon Item ~ ~ ~ {Item:{id:diamond},PickupDelay:1} but it still wouldn't work. I also tried other items, but it still didn't work.
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Matthew Cavellini is right, if you COULD pick it up, it didn't know how many, and what damage value to use, so the game makes it unable to pick up
Duplicate of MC-48626
You should be doing this: /summon Item ~ ~ ~ {Item:{id:"minecraft:diamond",Count:1,Damage:0}}