Has an ape ever drawn/painted something?
Yes. The objective clarity of what constitutes representation is not certain, but here: https://www.youtube.com/watch?v=nSHQyLsPm4Q you can see something relatively convincing. The elephant really slays this, but your question is about apes; I don't know how species-specific you intend to be. I find that non-biologist laypersons assume that finding humanoid traits necessitates searching in human-like animals. Often not so! In fact, I wouldn't be surprised if someone came up with an octopus capable of a transformative masterpiece.