Cargando…
(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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1782214856252850176 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3201357 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT goncalvesraonisb rs1228bistrifluoromethylquinolin4ylhydroxymethylpiperidin1ylethanonemethanolmonosolvate AT desouzamarcusvn rs1228bistrifluoromethylquinolin4ylhydroxymethylpiperidin1ylethanonemethanolmonosolvate AT wardellsolangemsv rs1228bistrifluoromethylquinolin4ylhydroxymethylpiperidin1ylethanonemethanolmonosolvate AT wardelljamesl rs1228bistrifluoromethylquinolin4ylhydroxymethylpiperidin1ylethanonemethanolmonosolvate AT tiekinkedwardrt rs1228bistrifluoromethylquinolin4ylhydroxymethylpiperidin1ylethanonemethanolmonosolvate |