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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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Detalles Bibliográficos
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
Descripción
Sumario: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.