Cargando…

5-[(4-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine

In the title compound, C(25)H(23)FN(4), the pyrimidine ring makes dihedral angles of 11.3 (2), 24.5 (2) and 70.1 (2)° with the phenyl and two benzene rings, and the mol­ecular conformation is stabilized by an intra­molecular N—H⋯N hydrogen bond with an S(6) ring motif. In the crystal, a pair of weak...

Descripción completa

Detalles Bibliográficos
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/PMC3470299/
https://www.ncbi.nlm.nih.gov/pubmed/23125712
http://dx.doi.org/10.1107/S160053681203783X
_version_ 1782246242530623488
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 In the title compound, C(25)H(23)FN(4), the pyrimidine ring makes dihedral angles of 11.3 (2), 24.5 (2) and 70.1 (2)° with the phenyl and two benzene rings, and the mol­ecular conformation is stabilized by an intra­molecular N—H⋯N hydrogen bond with an S(6) ring motif. In the crystal, a pair of weak C—H⋯F hydrogen bonds link two mol­ecules into an inversion dimer with an R (2) (2)(16) motif. In the dimer, there is also an inter­molecular π–π stacking inter­action [centroid–centroid distance = 3.708 (4) Å] between the fluorinated benzene rings. The dimers are further linked by a C—H⋯π inter­action, so forming a column along the c axis.
format Online
Article
Text
id pubmed-3470299
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-34702992012-11-02 5-[(4-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine Cieplik, Jerzy Stolarczyk, Marcin Bryndal, Iwona Lis, Tadeusz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(25)H(23)FN(4), the pyrimidine ring makes dihedral angles of 11.3 (2), 24.5 (2) and 70.1 (2)° with the phenyl and two benzene rings, and the mol­ecular conformation is stabilized by an intra­molecular N—H⋯N hydrogen bond with an S(6) ring motif. In the crystal, a pair of weak C—H⋯F hydrogen bonds link two mol­ecules into an inversion dimer with an R (2) (2)(16) motif. In the dimer, there is also an inter­molecular π–π stacking inter­action [centroid–centroid distance = 3.708 (4) Å] between the fluorinated benzene rings. The dimers are further linked by a C—H⋯π inter­action, so forming a column along the c axis. International Union of Crystallography 2012-09-12 /pmc/articles/PMC3470299/ /pubmed/23125712 http://dx.doi.org/10.1107/S160053681203783X 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-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine
title 5-[(4-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine
title_full 5-[(4-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine
title_fullStr 5-[(4-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine
title_full_unstemmed 5-[(4-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine
title_short 5-[(4-Fluoro­anilino)meth­yl]-6-methyl-N-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine
title_sort 5-[(4-fluoro­anilino)meth­yl]-6-methyl-n-(4-methyl­phen­yl)-2-phenyl­pyrimidin-4-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470299/
https://www.ncbi.nlm.nih.gov/pubmed/23125712
http://dx.doi.org/10.1107/S160053681203783X
work_keys_str_mv AT cieplikjerzy 54fluoroanilinomethyl6methyln4methylphenyl2phenylpyrimidin4amine
AT stolarczykmarcin 54fluoroanilinomethyl6methyln4methylphenyl2phenylpyrimidin4amine
AT bryndaliwona 54fluoroanilinomethyl6methyln4methylphenyl2phenylpyrimidin4amine
AT listadeusz 54fluoroanilinomethyl6methyln4methylphenyl2phenylpyrimidin4amine