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

The asymmetric unit of the title salt, C(17)H(17)F(6)N(2)O(+)·C(10)H(8)F(3)O(3) (−), 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...

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Detalles Bibliográficos
Autores principales: Wardell, James L., Wardell, Solange M. S. V., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908568/
https://www.ncbi.nlm.nih.gov/pubmed/27308063
http://dx.doi.org/10.1107/S2056989016008495
Descripción
Sumario:The asymmetric unit of the title salt, C(17)H(17)F(6)N(2)O(+)·C(10)H(8)F(3)O(3) (−), 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 C(q)—O(m) bond as seen in the C(c)—C(q)—O(m)—C(m) torsion angles of −176.1 (3) and −67.1 (4)°, respectively (q = quaternary, m = meth­oxy and c = carboxyl­ate). The presence of O(h)—H⋯O(c) and N(p)—H⋯O(c) hydrogen bonds leads to the formation of a supra­molecular chain along the a axis (h = hy­droxy and p = piperidin-1-ium); weak intra­molecular N(p)—H⋯O(h) 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.