I dare say Konan vs. Guren would be very entertaining.
The 50 White Zetsu just end up quick crystallized, and then destroyed. She can form the crystal almost straight away, so they get handled easily.
Black Zetsu and Hidan aren't a problem either; Yamato's Mokuton is stronger than BZ, and still couldn't penetrate her Shoton. And because her techniques allow to fight at a distance, or even in the air, Hidan is at a disadvantage. Even close range shouldn't be a problem either, since Asuma kept his footing against Hidan and scores a 4.5 for Taijutsu and speed, and Lee scores 5 and 4.5 respectively.
Guren handled Lee alongside Tenten, so her H2H isn't weak either.
A Konan match could go either way, though I think Konan wins 5 or 6/10. Sasori is out of her league, but she puts up a decent fight.