Cover Image

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

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...

Full description

Saved in:
Bibliographic Details
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/
Tags: Add Tag
No Tags, Be the first to tag this record!
id my.sunway.eprints.353
record_format eprints
spelling my.sunway.eprints.3532020-10-07T10:04:14Z http://eprints.sunway.edu.my/353/ A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](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. * QD Chemistry 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. International Union of Crystallography 2016 Article PeerReviewed text en cc_by_nd http://eprints.sunway.edu.my/353/1/Acta%20Cryst.%20%282016%29.%20E72%2C%20872%E2%80%93877.pdf Wardell, James L. and Wardell, Solange M. S. V. and Tiekink, Edward R. T. * (2016) A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate. Acta Crystallographica Section E Crystallographic Communications, E72 (6). pp. 872-877. ISSN 2056-9890 doi:10.1107/S2056989016008495
institution Sunway University
building Sunway Campus Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Sunway University
content_source Sunway Institutional Repository
url_provider http://eprints.sunway.edu.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Wardell, James L.
Wardell, Solange M. S. V.
Tiekink, Edward R. T. *
A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
description 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.
format Article
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.
title A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
title_short A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
title_full A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
title_fullStr A kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](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-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
title_sort kryptoracemic salt: 2-{[2,8-bis(trifluoromethyl)quinolin-4yl](hydroxy)methyl}piperidin-1-ium (+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
publisher International Union of Crystallography
publishDate 2016
url 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/
_version_ 1680323378289836032
score 13.222552

Similar Items