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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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 |
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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 | 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 |
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