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1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole
In the structure of the title compound, C(10)H(11)BrN(4), the plane of the substituted 1,2,3-triazole ring is tilted by 14.84 (10)° with respect to the mean plane of the pyridine ring. The pyridine and closest triazole N atoms adopt an anti arrangement which removes any lone pair–lone pair repulsion...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977690/ https://www.ncbi.nlm.nih.gov/pubmed/21584033 http://dx.doi.org/10.1107/S1600536809012148 |
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author | Crowley, James D. Bandeen, Pauline H. Hanton, Lyall R. |
author_facet | Crowley, James D. Bandeen, Pauline H. Hanton, Lyall R. |
author_sort | Crowley, James D. |
collection | PubMed |
description | In the structure of the title compound, C(10)H(11)BrN(4), the plane of the substituted 1,2,3-triazole ring is tilted by 14.84 (10)° with respect to the mean plane of the pyridine ring. The pyridine and closest triazole N atoms adopt an anti arrangement which removes any lone pair–lone pair repulsions between the N atoms. This conformation is further stabilized by weak intermolecular C—H⋯N interactions. There are two molecules in the unit cell, which form a centrosymmetric head-to-tail dimer. The dimers are stabilized through π–π interactions [centroid–centroid distance = 3.733 (4) Å and mean interplanar distance = 3.806 (12) Å] between the substituted 1,2,3-triazole ring and the pyridine rings in adjacent molecules. Each dimer interacts with two neighbouring dimers above and below, forming a slipped stack of dimers through the crystal. The 3-bromopropyl chain sits over the pyridine ring of a neighbouring molecule and the triazole rings of nearby molecules are adjacent. |
format | Text |
id | pubmed-2977690 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29776902010-12-30 1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole Crowley, James D. Bandeen, Pauline H. Hanton, Lyall R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the structure of the title compound, C(10)H(11)BrN(4), the plane of the substituted 1,2,3-triazole ring is tilted by 14.84 (10)° with respect to the mean plane of the pyridine ring. The pyridine and closest triazole N atoms adopt an anti arrangement which removes any lone pair–lone pair repulsions between the N atoms. This conformation is further stabilized by weak intermolecular C—H⋯N interactions. There are two molecules in the unit cell, which form a centrosymmetric head-to-tail dimer. The dimers are stabilized through π–π interactions [centroid–centroid distance = 3.733 (4) Å and mean interplanar distance = 3.806 (12) Å] between the substituted 1,2,3-triazole ring and the pyridine rings in adjacent molecules. Each dimer interacts with two neighbouring dimers above and below, forming a slipped stack of dimers through the crystal. The 3-bromopropyl chain sits over the pyridine ring of a neighbouring molecule and the triazole rings of nearby molecules are adjacent. International Union of Crystallography 2009-04-08 /pmc/articles/PMC2977690/ /pubmed/21584033 http://dx.doi.org/10.1107/S1600536809012148 Text en © Crowley et al. 2009 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 Crowley, James D. Bandeen, Pauline H. Hanton, Lyall R. 1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole |
title | 1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole |
title_full | 1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole |
title_fullStr | 1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole |
title_full_unstemmed | 1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole |
title_short | 1-(3-Bromopropyl)-4-(2-pyridyl)-1H-1,2,3-triazole |
title_sort | 1-(3-bromopropyl)-4-(2-pyridyl)-1h-1,2,3-triazole |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977690/ https://www.ncbi.nlm.nih.gov/pubmed/21584033 http://dx.doi.org/10.1107/S1600536809012148 |
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