A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

• Main Authors: Wardell, James L., Wardell, Solange M. S. V., Tiekink, Edward R. T. *
• Format: Article
• Language: English
• Published: International Union of Crystallography 2016
• Subjects: QD Chemistry
• Online Access: http://eprints.sunway.edu.my/353/1/Acta%20Cryst.%20%282016%29.%20E72%2C%20872%E2%80%93877.pdf; http://eprints.sunway.edu.my/353/

The asymmetric unit of the title salt, C17H17F6N2O+·C10H8F3O3-, comprises two piperidin-1-ium cations and two carboxyl­ate anions. The cations, each having an L-shaped conformation owing to the near orthogonal relationship between the quinolinyl and piperidin-1-ium residues, are pseudo-enanti­omeric. The anions have the same absolute configuration but differ in the relative orientations of the carboxyl­ate, meth­oxy and benzene groups. Arguably, the most prominent difference between the anions occurs about the Cq-Om bond as seen in the Cc-Cq-Om-Cm torsion angles of -176.1 (3) and -67.1 (4)°, respectively (q = quaternary, m = meth­oxy and c = carboxyl­ate). The presence of Oh-H...Oc and Np-H...Oc hydrogen bonds leads to the formation of a supra­molecular chain along the a axis (h = hy­droxy and p = piperidin-1-ium); weak intra­molecular Np-H...Oh hydrogen bonds are also noted. Chains are connected into a three-dimensional architecture by C-H...F inter­actions. Based on a literature survey, related mol­ecules/cations adopt a uniform conformation in the solid state based on the letter L.