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(R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate

The title mefloquine derivative has been crystallized as its 1:1 methanol solvate, C(19)H(18)F(6)N(2)O(2)·CH(3)OH. Each of the meth­ine­hydroxyl residue [the C—C—C—O torsion angle is −16.35 (17) °] and the piperidinyl group [distorted chair conformation] lies to one side of the quinolinyl ring syste...

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Autores principales: Gonçalves, Raoni S. B., de Souza, Marcus V. N., Wardell, Solange M. S. V., Wardell, James L., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201357/
https://www.ncbi.nlm.nih.gov/pubmed/22065251
http://dx.doi.org/10.1107/S1600536811038128
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author Gonçalves, Raoni S. B.
de Souza, Marcus V. N.
Wardell, Solange M. S. V.
Wardell, James L.
Tiekink, Edward R. T.
author_facet Gonçalves, Raoni S. B.
de Souza, Marcus V. N.
Wardell, Solange M. S. V.
Wardell, James L.
Tiekink, Edward R. T.
author_sort Gonçalves, Raoni S. B.
collection PubMed
description The title mefloquine derivative has been crystallized as its 1:1 methanol solvate, C(19)H(18)F(6)N(2)O(2)·CH(3)OH. Each of the meth­ine­hydroxyl residue [the C—C—C—O torsion angle is −16.35 (17) °] and the piperidinyl group [distorted chair conformation] lies to one side of the quinolinyl ring system. The hydroxyl and carbonyl groups lie to either side of the mol­ecule, enabling their participation in inter­molecular inter­actions. Thus, the hydroxyl and carbonyl groups of two centrosymmetrically related mol­ecules are bridged by two methanol mol­ecules via O—H⋯O hydrogen bonds, leading to a four-mol­ecule aggregate. These are linked into a supra­molecular chain along the a axis via C—H⋯O inter­actions involving the hydroxyl-O atom. The chains assemble into layers that inter­digitate along the c axis being connected by C—H⋯F inter­actions.
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spelling pubmed-32013572011-11-06 (R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate Gonçalves, Raoni S. B. de Souza, Marcus V. N. Wardell, Solange M. S. V. Wardell, James L. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mefloquine derivative has been crystallized as its 1:1 methanol solvate, C(19)H(18)F(6)N(2)O(2)·CH(3)OH. Each of the meth­ine­hydroxyl residue [the C—C—C—O torsion angle is −16.35 (17) °] and the piperidinyl group [distorted chair conformation] lies to one side of the quinolinyl ring system. The hydroxyl and carbonyl groups lie to either side of the mol­ecule, enabling their participation in inter­molecular inter­actions. Thus, the hydroxyl and carbonyl groups of two centrosymmetrically related mol­ecules are bridged by two methanol mol­ecules via O—H⋯O hydrogen bonds, leading to a four-mol­ecule aggregate. These are linked into a supra­molecular chain along the a axis via C—H⋯O inter­actions involving the hydroxyl-O atom. The chains assemble into layers that inter­digitate along the c axis being connected by C—H⋯F inter­actions. International Union of Crystallography 2011-09-30 /pmc/articles/PMC3201357/ /pubmed/22065251 http://dx.doi.org/10.1107/S1600536811038128 Text en © Gonçalves et al. 2011 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 Organic Papers
Gonçalves, Raoni S. B.
de Souza, Marcus V. N.
Wardell, Solange M. S. V.
Wardell, James L.
Tiekink, Edward R. T.
(R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate
title (R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate
title_full (R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate
title_fullStr (R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate
title_full_unstemmed (R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate
title_short (R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate
title_sort (r*,s*)-(±)-1-(2-{[2,8-bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201357/
https://www.ncbi.nlm.nih.gov/pubmed/22065251
http://dx.doi.org/10.1107/S1600536811038128
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