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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...
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/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. |
format | Online Article Text |
id | pubmed-4257159 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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