(±)-3-Benz­yloxy-1-(4-meth­oxy­benz­yl)piperidine-2-thione

The title mol­ecule, C₂₀H₂₃NO₂S, adopts a twisted conformation in which the two aromatic rings connected to the central piperidine ring are orientated trans to each other. An intra­molecular C—H...S contact occurs. In the crystal, C—H...π and C—H...O inter­actions act to stabilize the structure in three dimensions.

3-Hy­droxy-1-(4-meth­oxy­benz­yl)piperidin-2-one

The title compound, C₁₃H₁₇NO₃, adopts a conformation in which the aromatic ring and the mean plane of the piperidine ring are almost perpendicular to each other [dihedral angle = 79.25 (6)°]. The presence of the carbonyl group alters the conformation of the piperidine ring from a chair to a twisted half-chair conformation. In the crystal, pairs of strong O—H...O hydrogen bonds link the mol­ecules into inversion dimers. Weak C—H...O inter­actions extend the hydrogen-bonding network into three dimensions.