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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...

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Autores principales: Al Jasem, Yosef, Hindawi, Bassam al, Thiemann, Thies, White, Fraser
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
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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.
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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
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