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5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole
The title compound, C(20)H(18)N(4), was obtained via the condensation of 4,5-dimethylbenzene-1,2-diamine with pyridine-2-carbaldehyde. The plane of the 2-(pyridin-2-yl) substitutent is canted by 2.75 (11)° from the plane of the benzimidazole system. The molecule exhibits an S(6) C—H⋯N intramole...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998417/ https://www.ncbi.nlm.nih.gov/pubmed/24765049 http://dx.doi.org/10.1107/S1600536814003870 |
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author | Geiger, David K. DeStefano, Matthew R. |
author_facet | Geiger, David K. DeStefano, Matthew R. |
author_sort | Geiger, David K. |
collection | PubMed |
description | The title compound, C(20)H(18)N(4), was obtained via the condensation of 4,5-dimethylbenzene-1,2-diamine with pyridine-2-carbaldehyde. The plane of the 2-(pyridin-2-yl) substitutent is canted by 2.75 (11)° from the plane of the benzimidazole system. The molecule exhibits an S(6) C—H⋯N intramolecular hydrogen-bond motif. In the crystal, C—H⋯N hydrogen bonds link pairs of molecules related by a crystallographic inversion center, forming R (2) (2)(20) rings. Additional weak C—H⋯N hydrogen bonds result in C(9) chains parallel to [001]. |
format | Online Article Text |
id | pubmed-3998417 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39984172014-04-24 5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole Geiger, David K. DeStefano, Matthew R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(18)N(4), was obtained via the condensation of 4,5-dimethylbenzene-1,2-diamine with pyridine-2-carbaldehyde. The plane of the 2-(pyridin-2-yl) substitutent is canted by 2.75 (11)° from the plane of the benzimidazole system. The molecule exhibits an S(6) C—H⋯N intramolecular hydrogen-bond motif. In the crystal, C—H⋯N hydrogen bonds link pairs of molecules related by a crystallographic inversion center, forming R (2) (2)(20) rings. Additional weak C—H⋯N hydrogen bonds result in C(9) chains parallel to [001]. International Union of Crystallography 2014-02-26 /pmc/articles/PMC3998417/ /pubmed/24765049 http://dx.doi.org/10.1107/S1600536814003870 Text en © Geiger and DeStefano 2014 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 Geiger, David K. DeStefano, Matthew R. 5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole |
title | 5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole |
title_full | 5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole |
title_fullStr | 5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole |
title_full_unstemmed | 5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole |
title_short | 5,6-Dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1H-benzimidazole |
title_sort | 5,6-dimethyl-2-(pyridin-2-yl)-1-[(pyridin-2-yl)methyl]-1h-benzimidazole |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998417/ https://www.ncbi.nlm.nih.gov/pubmed/24765049 http://dx.doi.org/10.1107/S1600536814003870 |
work_keys_str_mv | AT geigerdavidk 56dimethyl2pyridin2yl1pyridin2ylmethyl1hbenzimidazole AT destefanomatthewr 56dimethyl2pyridin2yl1pyridin2ylmethyl1hbenzimidazole |