Title of article :
A kryptoracemic salt: 2-{[2,8-bis­­(tri­fluoro­meth­yl)quinolin-4-yl](hy­dr­oxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­­oxy-2-phenyl­propanoate
Author/Authors :
Wardell, James L. Fundaçaö Oswaldo Cruz - Instituto de Tecnologia em Fármacos-Far Manguinhos, Brazil , Wardell, Solange M. S. V. CHEMSOL - 1 Harcourt Road - Aberdeen AB15 5NY, Scotland , Tiekinkc, Edward R. T. Research Centre for Crystalline Materials - Faculty of Science and Technology - Sunway University, Malaysia
Pages :
19
From page :
1
To page :
19
Abstract :
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.
Keywords :
crystal structure , hydrogen bonding , krypto­racemate , salt
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
Serial Year :
2016
Full Text URL :
Record number :
2618249
Link To Document :
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