Crystal and molecular structures of cis-1-phenyl-3-piperidinocyclohexan-1-ol hydrochloride

Mr = 295.84, triclinic, Pl, a = 6.786(1), b = 7.658(1), c = 8.561(1) Å, α = 108.17(1), β = 97.94(1), γ = 103.32(2)°, V = 400.6 ų, Z = 1,D_m = 1.23, D_x = 1.226 Mgm^?3, δ(Cu Kα) = 1.5418 Å, μ = 20.81 cm^?1, F(000) = 160. The structure has been solved by direct and Fourier methods and refined by a least-squares procedure to the final R = 0.043 for 1182 observed reflections (|F_o] >3σ(F_o)). cis-1-Phenyl-3-piperidinocyclohexan-1-ol possessing 1,3-diaxial positions between the piperidine and hydroxyl groups is converted to the isomer with 1,3-diequatorial positions in its hydrochloride. The hydrogen bond is formed between the chloride anion and the protonated nitrogen atom of piperidine instead of the intramolecular hydrogen bond in the free cis-base between the oxygen and nitrogen atoms.