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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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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
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author Wardell, James L.
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
author_facet Wardell, James L.
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
author_sort Wardell, James L.
collection PubMed
description 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.
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spelling pubmed-49085682016-06-15 A kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate Wardell, James L. Wardell, Solange M. S. V. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2016-05-27 /pmc/articles/PMC4908568/ /pubmed/27308063 http://dx.doi.org/10.1107/S2056989016008495 Text en © Wardell et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Wardell, James L.
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
A kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate
title A kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate
title_full A kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate
title_fullStr A kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate
title_full_unstemmed A kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate
title_short A kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate
title_sort kryptoracemic salt: 2-{[2,8-bis­(tri­fluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium (+)-3,3,3-tri­fluoro-2-meth­oxy-2-phenyl­propanoate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908568/
https://www.ncbi.nlm.nih.gov/pubmed/27308063
http://dx.doi.org/10.1107/S2056989016008495
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