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5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine

The asymmetric unit of the title compound, C(26)H(25)FN(4)O, consists of two symmetry-independent mol­ecules, denoted A and B. The conformation of each mol­ecule is mainly determined by an intra­molecular N—H⋯N hydrogen bond, which closes a six-membered ring. The dihedral angles between the pyrimidi...

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Autores principales: Cieplik, Jerzy, Stolarczyk, Marcin, Bryndal, Iwona, Lis, Tadeusz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379319/
https://www.ncbi.nlm.nih.gov/pubmed/22719517
http://dx.doi.org/10.1107/S1600536812021046
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author Cieplik, Jerzy
Stolarczyk, Marcin
Bryndal, Iwona
Lis, Tadeusz
author_facet Cieplik, Jerzy
Stolarczyk, Marcin
Bryndal, Iwona
Lis, Tadeusz
author_sort Cieplik, Jerzy
collection PubMed
description The asymmetric unit of the title compound, C(26)H(25)FN(4)O, consists of two symmetry-independent mol­ecules, denoted A and B. The conformation of each mol­ecule is mainly determined by an intra­molecular N—H⋯N hydrogen bond, which closes a six-membered ring. The dihedral angles between the pyrimidine ring and the phenyl, fluorophenyl and ethoxyphenyl rings are 15.4 (2), 28.4 (2) and 77.5 (2)°, respectively, in mol­ecule A, and 15.9 (2), 2.7 (2) and 61.8 (2)° in mol­ecule B. Inter­molecular N—H⋯N hydrogen bonds and π–π stacking inter­actions between pyrimidine rings [centroid–centroid distance = 3.692 (4) Å] connect mol­ecules A and B into dimers and C—H⋯O hydrogen bonds link the dimers into zigzag chains along [011]. The (4-eth­oxy­anilino)methyl group of the B mol­ecule is disordered over two sets of sites, the occupancy factor for the major component being 0.900 (2).
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spelling pubmed-33793192012-06-20 5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine Cieplik, Jerzy Stolarczyk, Marcin Bryndal, Iwona Lis, Tadeusz Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(26)H(25)FN(4)O, consists of two symmetry-independent mol­ecules, denoted A and B. The conformation of each mol­ecule is mainly determined by an intra­molecular N—H⋯N hydrogen bond, which closes a six-membered ring. The dihedral angles between the pyrimidine ring and the phenyl, fluorophenyl and ethoxyphenyl rings are 15.4 (2), 28.4 (2) and 77.5 (2)°, respectively, in mol­ecule A, and 15.9 (2), 2.7 (2) and 61.8 (2)° in mol­ecule B. Inter­molecular N—H⋯N hydrogen bonds and π–π stacking inter­actions between pyrimidine rings [centroid–centroid distance = 3.692 (4) Å] connect mol­ecules A and B into dimers and C—H⋯O hydrogen bonds link the dimers into zigzag chains along [011]. The (4-eth­oxy­anilino)methyl group of the B mol­ecule is disordered over two sets of sites, the occupancy factor for the major component being 0.900 (2). International Union of Crystallography 2012-05-16 /pmc/articles/PMC3379319/ /pubmed/22719517 http://dx.doi.org/10.1107/S1600536812021046 Text en © Cieplik et al. 2012 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
Stolarczyk, Marcin
Bryndal, Iwona
Lis, Tadeusz
5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title 5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_full 5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_fullStr 5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_full_unstemmed 5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_short 5-[(4-Eth­oxy­anilino)meth­yl]-N-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_sort 5-[(4-eth­oxy­anilino)meth­yl]-n-(2-fluoro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379319/
https://www.ncbi.nlm.nih.gov/pubmed/22719517
http://dx.doi.org/10.1107/S1600536812021046
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