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N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine
The title compound, C(26)H(23)F(3)N(4)O, crystallizes with two symmetry-independent molecules in the asymmetric unit, denoted A and B, which differ mainly in the rotation of the methoxyphenyl ring. The –CF(3) group of molecule B is disordered by rotation, with the F atoms split over two sets of...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885078/ https://www.ncbi.nlm.nih.gov/pubmed/24454254 http://dx.doi.org/10.1107/S160053681303170X |
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author | Cieplik, Jerzy Pluta, Janusz Bryndal, Iwona Lis, Tadeusz |
author_facet | Cieplik, Jerzy Pluta, Janusz Bryndal, Iwona Lis, Tadeusz |
author_sort | Cieplik, Jerzy |
collection | PubMed |
description | The title compound, C(26)H(23)F(3)N(4)O, crystallizes with two symmetry-independent molecules in the asymmetric unit, denoted A and B, which differ mainly in the rotation of the methoxyphenyl ring. The –CF(3) group of molecule B is disordered by rotation, with the F atoms split over two sets of sites; the occupancy factor for the major component is 0.853 (4). The dihedral angles between the pyrimidine ring and the attached phenyl, methoxyphenyl and trifluoromethylphenyl rings are 8.1 (2), 37.5 (2) and 70.7 (2)°, respectively, in molecule A, and 9.3 (2), 5.3 (2) and 79.7 (2)° in molecule B. An intramolecular N—H⋯N hydrogen bond occurs in each molecule. In the crystal, two crystallographically independent molecules associate into a dimer via a pair of N—H⋯N hydrogen bonds, with a resulting R (2) (2)(12) ring motif and π–π stacking interactions [centroid–centroid distance = 3.517 (4) Å] between the pyrimidine rings. For the A molecules, there are intermolecular C—H⋯O hydrogen bonds between an aryl C atom of methoxyphenyl ring and a methoxy O atom of an adjacent molecule. A similar interaction is lacking in the B molecules. |
format | Online Article Text |
id | pubmed-3885078 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-38850782014-01-17 N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine Cieplik, Jerzy Pluta, Janusz Bryndal, Iwona Lis, Tadeusz Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(26)H(23)F(3)N(4)O, crystallizes with two symmetry-independent molecules in the asymmetric unit, denoted A and B, which differ mainly in the rotation of the methoxyphenyl ring. The –CF(3) group of molecule B is disordered by rotation, with the F atoms split over two sets of sites; the occupancy factor for the major component is 0.853 (4). The dihedral angles between the pyrimidine ring and the attached phenyl, methoxyphenyl and trifluoromethylphenyl rings are 8.1 (2), 37.5 (2) and 70.7 (2)°, respectively, in molecule A, and 9.3 (2), 5.3 (2) and 79.7 (2)° in molecule B. An intramolecular N—H⋯N hydrogen bond occurs in each molecule. In the crystal, two crystallographically independent molecules associate into a dimer via a pair of N—H⋯N hydrogen bonds, with a resulting R (2) (2)(12) ring motif and π–π stacking interactions [centroid–centroid distance = 3.517 (4) Å] between the pyrimidine rings. For the A molecules, there are intermolecular C—H⋯O hydrogen bonds between an aryl C atom of methoxyphenyl ring and a methoxy O atom of an adjacent molecule. A similar interaction is lacking in the B molecules. International Union of Crystallography 2013-11-27 /pmc/articles/PMC3885078/ /pubmed/24454254 http://dx.doi.org/10.1107/S160053681303170X Text en © Cieplik et al. 2013 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 Cieplik, Jerzy Pluta, Janusz Bryndal, Iwona Lis, Tadeusz N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine |
title |
N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine |
title_full |
N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine |
title_fullStr |
N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine |
title_full_unstemmed |
N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine |
title_short |
N-(4-Methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine |
title_sort | n-(4-methoxyphenyl)-6-methyl-2-phenyl-5-{[4-(trifluoromethyl)anilino]methyl}pyrimidin-4-amine |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885078/ https://www.ncbi.nlm.nih.gov/pubmed/24454254 http://dx.doi.org/10.1107/S160053681303170X |
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