Is it a new o-ring? Or has it been there a while?
A new one, re-used can get abraded or slight cuts and result in leaks.
They often "set" and become flattened on the outer/mating side where it presses against the timing housing.
If I ever remove the manifold, I always replace the o-ring, since it is cheap insurance than to try and re-use one.
Make sure all the inner surfaces where parts slip in and o-ring contacts are clean and smooth.
You can use silicone grease or coat the o-ring and the end seals and holes with RTV (sparingly) and assemble and finger tighten, then just snug, let them set about 30 minutes and torque everything.