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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...

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Detalles Bibliográficos
Autores principales: Crowley, James D., Bandeen, Pauline H., Hanton, Lyall R.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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