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5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine

In the title compound, C(24)H(18)Cl(4)N(4), the pyrimidine ring makes dihedral angles of 19.1 (2), 4.1 (2) and 67.5 (2)°, respectively, with phenyl and two benzene rings, and the mol­ecular conformation is stabilized by an intra­molecular N—H⋯N hydrogen bond closing a six-membered ring with an S(6)...

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Autores principales: Cieplik, Jerzy, Pluta, Janusz, 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/PMC3588999/
https://www.ncbi.nlm.nih.gov/pubmed/23476235
http://dx.doi.org/10.1107/S160053681204665X
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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 In the title compound, C(24)H(18)Cl(4)N(4), the pyrimidine ring makes dihedral angles of 19.1 (2), 4.1 (2) and 67.5 (2)°, respectively, with phenyl and two benzene rings, and the mol­ecular conformation is stabilized by an intra­molecular N—H⋯N hydrogen bond closing a six-membered ring with an S(6) motif. In the crystal, a pair of inter­molecular N—H⋯N hydrogen bonds connect two mol­ecules, forming inversion dimers with R (2) (2)(12) motifs. C—H⋯π inter­actions links the dimers into a chain running along the a-axis direction. There are also π–π stacking inter­actions [centroid–centroid distance = 3.666 (4) Å] between the benzene rings of adjacent chains.
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spelling pubmed-35889992013-03-08 5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine Cieplik, Jerzy Pluta, Janusz Bryndal, Iwona Lis, Tadeusz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(24)H(18)Cl(4)N(4), the pyrimidine ring makes dihedral angles of 19.1 (2), 4.1 (2) and 67.5 (2)°, respectively, with phenyl and two benzene rings, and the mol­ecular conformation is stabilized by an intra­molecular N—H⋯N hydrogen bond closing a six-membered ring with an S(6) motif. In the crystal, a pair of inter­molecular N—H⋯N hydrogen bonds connect two mol­ecules, forming inversion dimers with R (2) (2)(12) motifs. C—H⋯π inter­actions links the dimers into a chain running along the a-axis direction. There are also π–π stacking inter­actions [centroid–centroid distance = 3.666 (4) Å] between the benzene rings of adjacent chains. International Union of Crystallography 2012-11-24 /pmc/articles/PMC3588999/ /pubmed/23476235 http://dx.doi.org/10.1107/S160053681204665X 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
Pluta, Janusz
Bryndal, Iwona
Lis, Tadeusz
5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title 5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_full 5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_fullStr 5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_full_unstemmed 5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_short 5-[(3,5-Dichloro­anilino)meth­yl]-N-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
title_sort 5-[(3,5-dichloro­anilino)meth­yl]-n-(3,5-dichloro­phen­yl)-6-methyl-2-phenyl­pyrimidin-4-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588999/
https://www.ncbi.nlm.nih.gov/pubmed/23476235
http://dx.doi.org/10.1107/S160053681204665X
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