Crystal structure and Hirshfeld surface analysis of [(R,S)-2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](piperidin-2-yl)methanol methanol monosolvate

The compound [(R,S)-2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](piperidin-2-yl)methanol methanol monosolvate crystallizes in the I4₁/acd space group. The X-ray crystal structure determination revealed that O—H⋯O, N—H⋯O and O—H⋯N hydrogen bonds are involved in the inter­molecular forces of attraction. This is supported by Hirshfeld surface analysis. The X-ray crystallographic data are supported by DFT calculations.

The title compound, C₁₇H₁₆F₆N₂O·CH₃OH, is composed of a quinolinyl group and a piperidinyl group connected via a hy­droxy­methine (–CHOH) functionality. The compound, which is monosolvated by methanol, was crystallized via slow evaporation of a methanol solution, yielding colorless prism-like crystals. The hy­droxy­methine center of the compound is in the absolute R configuration, whereas the chiral center of the piperidinyl ring is in the S configuration. The conformation of the piperidinyl ring is a chair. The supra­mol­ecular architecture of the crystal is sustained by a set of hydrogen bonds: O—H⋯O, N—H⋯O and C—H⋯F. The inter­molecular forces are further analyzed and confirmed by a Hirshfeld surface analysis. DFT structural data computed with the ORCA quantum chemistry program package using the B3LYP/def2-TZVPP basis set compare quite well with the experimental X-ray crystal structural data.