Cargando…
2-Propoxybenzamide
In the title molecule, C(10)H(13)NO(2), the amide –NH(2) group is oriented toward the propoxy substituent and an intramolecular N—H⋯O hydrogen bond is formed between the N—H group and the propoxy O atom. The benzene ring forms dihedral angles of 12.41 (2) and 3.26 (2)° with the amide and propox...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435668/ https://www.ncbi.nlm.nih.gov/pubmed/22969539 http://dx.doi.org/10.1107/S1600536812033326 |
_version_ | 1782242564995284992 |
---|---|
author | Al Jasem, Yosef Hindawi, Bassam al Thiemann, Thies White, Fraser |
author_facet | Al Jasem, Yosef Hindawi, Bassam al Thiemann, Thies White, Fraser |
author_sort | Al Jasem, Yosef |
collection | PubMed |
description | In the title molecule, C(10)H(13)NO(2), the amide –NH(2) group is oriented toward the propoxy substituent and an intramolecular N—H⋯O hydrogen bond is formed between the N—H group and the propoxy O atom. The benzene ring forms dihedral angles of 12.41 (2) and 3.26 (2)° with the amide and propoxy group mean planes, respectively. In the crystal, N—H⋯O hydrogen bonds order pairs of molecules with their molecular planes parallel, but at an offset of 0.73 (2) Å to each other. These pairs are ordered into two types of symmetry-related columns extended along the a axis with the mean plane of a pair in one column approximately parallel to (-122) and in the other to (-1-22). The two planes form dihedral angle of 84.40 (1)°. Overall, in a three-dimensional network, the hydrogen-bonded pairs of molecules are either located in (-1-22) or (-122) layers. In one layer, each pair is involved in four C—H⋯O contacts, twice as a donor and twice as an acceptor. Additionally, there is a short C—H⋯C contact between a benzene C—H group and the amide π-system. |
format | Online Article Text |
id | pubmed-3435668 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34356682012-09-11 2-Propoxybenzamide Al Jasem, Yosef Hindawi, Bassam al Thiemann, Thies White, Fraser Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecule, C(10)H(13)NO(2), the amide –NH(2) group is oriented toward the propoxy substituent and an intramolecular N—H⋯O hydrogen bond is formed between the N—H group and the propoxy O atom. The benzene ring forms dihedral angles of 12.41 (2) and 3.26 (2)° with the amide and propoxy group mean planes, respectively. In the crystal, N—H⋯O hydrogen bonds order pairs of molecules with their molecular planes parallel, but at an offset of 0.73 (2) Å to each other. These pairs are ordered into two types of symmetry-related columns extended along the a axis with the mean plane of a pair in one column approximately parallel to (-122) and in the other to (-1-22). The two planes form dihedral angle of 84.40 (1)°. Overall, in a three-dimensional network, the hydrogen-bonded pairs of molecules are either located in (-1-22) or (-122) layers. In one layer, each pair is involved in four C—H⋯O contacts, twice as a donor and twice as an acceptor. Additionally, there is a short C—H⋯C contact between a benzene C—H group and the amide π-system. International Union of Crystallography 2012-08-04 /pmc/articles/PMC3435668/ /pubmed/22969539 http://dx.doi.org/10.1107/S1600536812033326 Text en © Al Jasem et al. 2012 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 Al Jasem, Yosef Hindawi, Bassam al Thiemann, Thies White, Fraser 2-Propoxybenzamide |
title | 2-Propoxybenzamide |
title_full | 2-Propoxybenzamide |
title_fullStr | 2-Propoxybenzamide |
title_full_unstemmed | 2-Propoxybenzamide |
title_short | 2-Propoxybenzamide |
title_sort | 2-propoxybenzamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435668/ https://www.ncbi.nlm.nih.gov/pubmed/22969539 http://dx.doi.org/10.1107/S1600536812033326 |
work_keys_str_mv | AT aljasemyosef 2propoxybenzamide AT hindawibassamal 2propoxybenzamide AT thiemannthies 2propoxybenzamide AT whitefraser 2propoxybenzamide |