There were several interesting apes around 9 million years ago.
Ouranopithecus (sometimes called Graecopithecus) could fit almost anywhere on the great ape tree. Some people think it looks like an Asian great ape. Others think it looks more like the African great apes, maybe gorillas especially. This would be consistent with African great apes evolving outside Africa, then moving back. But maybe it only looks gorilla-like because it’s pretty big. In any case, we should expect that at this point different lineages of great ape will be hard to tell apart.
But the award for weird goes to Oreopithecus. (If you think that sounds like a good species name for the Cookie Monster – you’re not the first person to have that thought.) From 9 to 6.5 million years ago, Tuscany and Sardinia were part of an island chain. Oreopithecus evolved there in relative isolation. It may be important that big predators weren’t abundant. Oreopithecus spent significant time arm-hanging. It’s when it was on the ground that things get strange. O’s big toe stuck out sideways at an extreme angle, so its foot was tripod-like, with a triangle formed by heel, little toes, and big toe. It’s possible that O was a biped, walking around on its two tripod feet when it was down on the ground. (Although measurements on the lower spine published in 2013 cast doubt on the biped theory.)
There’s no reason to think Oreopithecus was close to the human line. If it’s true that it was a biped, this suggests that several versions of bipedalism evolved independently as solutions to the problem of how does an arm-hanger get around on the ground – knuckle-walking being another solution.
Biped or not, Oreopithecus was probably pretty awkward on the ground. When a land bridge reconnected O’s island chain with the mainland, predators arrived and Oreopithecus went extinct.