Racemic 1,2-diphenylbut-3-yn-2-ol

Molecules of the title compound, C16H14O, are chiral and crystallize in space group P4 with Z' = 2, and with one R and one S molecule in the asymmetric unit. The conformations of the phenyl rings in the two independent molecules differ slightly. Supramolecular organization in the crystal is via tetrameric O-H...H(O) hydrogen-bonded synthons formed separately by each conformer. These tetrameric synthons stack along the c axis via CC-H...O(H) hydrogen bonds. The only link between the conformer stacks is provided by weaker Cmethylene-H and Cphenyl-H interactions with ∏ arene density