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Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate

In the cation of the title solvated mol­ecular salt, C(12)H(14)ClN(4) (+)·C(14)H(8)F(3)O(2)S(−)·C(2)H(6)OS [systematic name of the cation: 2,4-di­amino-5-(4-chloro­phen­yl)-6-ethyl­pyrimidin-1-ium], the dihedral angle between the planes of the pyrimidinium and 4-chloro­phenyl rings is 77.2 (5)°. In...

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Autores principales: Yamuna, Thammarse S., Kaur, Manpreet, Jasinski, Jerry P., Yathirajan, H.S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051059/
https://www.ncbi.nlm.nih.gov/pubmed/24940262
http://dx.doi.org/10.1107/S1600536814010411
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author Yamuna, Thammarse S.
Kaur, Manpreet
Jasinski, Jerry P.
Yathirajan, H.S.
author_facet Yamuna, Thammarse S.
Kaur, Manpreet
Jasinski, Jerry P.
Yathirajan, H.S.
author_sort Yamuna, Thammarse S.
collection PubMed
description In the cation of the title solvated mol­ecular salt, C(12)H(14)ClN(4) (+)·C(14)H(8)F(3)O(2)S(−)·C(2)H(6)OS [systematic name of the cation: 2,4-di­amino-5-(4-chloro­phen­yl)-6-ethyl­pyrimidin-1-ium], the dihedral angle between the planes of the pyrimidinium and 4-chloro­phenyl rings is 77.2 (5)°. In the anion, the planes of the benzene rings are twisted with respect to each other by 71.5 (5)°. Disorder was modelled for the dimethyl sulfoxide solvent mol­ecule over two set of sites in a 0.7487 (13):0.2513 (13) ratio. In the crystal, the cations are linked by inversion-generated pairs of N—H⋯N hydrogen bonds, with an R (2) (2)(8) graph-set motif. The cation donates two N—H⋯O hydrogen bonds to the anion, also generating an R (2) (2)(8) loop. These inter­actions, along with cation–solvent N—H⋯O hydrogen bonds, and cation–anion C—H⋯F, solvent–anion C—H⋯O and C—H⋯F inter­actions, result in a three-dimensional network.
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spelling pubmed-40510592014-06-17 Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate Yamuna, Thammarse S. Kaur, Manpreet Jasinski, Jerry P. Yathirajan, H.S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the cation of the title solvated mol­ecular salt, C(12)H(14)ClN(4) (+)·C(14)H(8)F(3)O(2)S(−)·C(2)H(6)OS [systematic name of the cation: 2,4-di­amino-5-(4-chloro­phen­yl)-6-ethyl­pyrimidin-1-ium], the dihedral angle between the planes of the pyrimidinium and 4-chloro­phenyl rings is 77.2 (5)°. In the anion, the planes of the benzene rings are twisted with respect to each other by 71.5 (5)°. Disorder was modelled for the dimethyl sulfoxide solvent mol­ecule over two set of sites in a 0.7487 (13):0.2513 (13) ratio. In the crystal, the cations are linked by inversion-generated pairs of N—H⋯N hydrogen bonds, with an R (2) (2)(8) graph-set motif. The cation donates two N—H⋯O hydrogen bonds to the anion, also generating an R (2) (2)(8) loop. These inter­actions, along with cation–solvent N—H⋯O hydrogen bonds, and cation–anion C—H⋯F, solvent–anion C—H⋯O and C—H⋯F inter­actions, result in a three-dimensional network. International Union of Crystallography 2014-05-17 /pmc/articles/PMC4051059/ /pubmed/24940262 http://dx.doi.org/10.1107/S1600536814010411 Text en © Yamuna et al. 2014 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
Yamuna, Thammarse S.
Kaur, Manpreet
Jasinski, Jerry P.
Yathirajan, H.S.
Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate
title Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate
title_full Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate
title_fullStr Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate
title_full_unstemmed Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate
title_short Pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate
title_sort pyrimethaminium 2-{[4-(tri­fluoro­meth­yl)phen­yl]sulfan­yl}benzoate dimethyl sulfoxide monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051059/
https://www.ncbi.nlm.nih.gov/pubmed/24940262
http://dx.doi.org/10.1107/S1600536814010411
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