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Crystal structure of 2-pentyl­oxybenzamide

In the title mol­ecule, C(12)H(17)NO(2), the amide NH(2) group is oriented toward the pent­yloxy substituent and an intra­molecular N—H⋯O hydrogen bond is formed with the pent­yloxy O atom. The benzene ring forms dihedral angles of 2.93 (2) and 5.60 (2)° with the amide group and the pent­yloxy group...

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Detalles Bibliográficos
Autores principales: Bugenhagen, Bernhard, Al Jasem, Yosef, Thiemann, Thies
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257159/
https://www.ncbi.nlm.nih.gov/pubmed/25484660
http://dx.doi.org/10.1107/S1600536814020571
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author Bugenhagen, Bernhard
Al Jasem, Yosef
Thiemann, Thies
author_facet Bugenhagen, Bernhard
Al Jasem, Yosef
Thiemann, Thies
author_sort Bugenhagen, Bernhard
collection PubMed
description In the title mol­ecule, C(12)H(17)NO(2), the amide NH(2) group is oriented toward the pent­yloxy substituent and an intra­molecular N—H⋯O hydrogen bond is formed with the pent­yloxy O atom. The benzene ring forms dihedral angles of 2.93 (2) and 5.60 (2)° with the amide group and the pent­yloxy group mean planes, respectively. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers with their mol­ecular planes parallel, but at an offset of 0.45 (1) Å to each other. These dimers are ordered into two types of symmetry-related columns extended along the a axis, with the mean plane of one set of dimers in a column approximately parallel to (121) and the other in a column approximately parallel to (1-21). The two planes form a dihedral angle of 85.31 (2)°, and are linked via C—H⋯O hydrogen bonds and C—H⋯π inter­actions, forming a three-dimensional framework structure.
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spelling pubmed-42571592014-12-05 Crystal structure of 2-pentyl­oxybenzamide Bugenhagen, Bernhard Al Jasem, Yosef Thiemann, Thies Acta Crystallogr Sect E Struct Rep Online Research Communications In the title mol­ecule, C(12)H(17)NO(2), the amide NH(2) group is oriented toward the pent­yloxy substituent and an intra­molecular N—H⋯O hydrogen bond is formed with the pent­yloxy O atom. The benzene ring forms dihedral angles of 2.93 (2) and 5.60 (2)° with the amide group and the pent­yloxy group mean planes, respectively. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers with their mol­ecular planes parallel, but at an offset of 0.45 (1) Å to each other. These dimers are ordered into two types of symmetry-related columns extended along the a axis, with the mean plane of one set of dimers in a column approximately parallel to (121) and the other in a column approximately parallel to (1-21). The two planes form a dihedral angle of 85.31 (2)°, and are linked via C—H⋯O hydrogen bonds and C—H⋯π inter­actions, forming a three-dimensional framework structure. International Union of Crystallography 2014-09-20 /pmc/articles/PMC4257159/ /pubmed/25484660 http://dx.doi.org/10.1107/S1600536814020571 Text en © Bugenhagen et al. 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 Research Communications
Bugenhagen, Bernhard
Al Jasem, Yosef
Thiemann, Thies
Crystal structure of 2-pentyl­oxybenzamide
title Crystal structure of 2-pentyl­oxybenzamide
title_full Crystal structure of 2-pentyl­oxybenzamide
title_fullStr Crystal structure of 2-pentyl­oxybenzamide
title_full_unstemmed Crystal structure of 2-pentyl­oxybenzamide
title_short Crystal structure of 2-pentyl­oxybenzamide
title_sort crystal structure of 2-pentyl­oxybenzamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257159/
https://www.ncbi.nlm.nih.gov/pubmed/25484660
http://dx.doi.org/10.1107/S1600536814020571
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