3-Hy­droxy-2-meth­oxy­benzamide

The crystal structure of the title compound, C(8)H(9)NO(3), features centrosymmetric dimers with two amide groups inter­connected by a pair of almost linear N—H⋯O hydrogen bonds. Through inter­molecular O—H⋯O inter­actions between phenolic hy­droxy groups and carbonyl O atoms, these dimers are assem...

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Detalles Bibliográficos
Autores principales: Wilbrand, Sabine, Neis, Christian, Hegetschweiler, Kaspar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3589065/
https://www.ncbi.nlm.nih.gov/pubmed/23476301
http://dx.doi.org/10.1107/S1600536812047769
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author Wilbrand, Sabine
Neis, Christian
Hegetschweiler, Kaspar
author_facet Wilbrand, Sabine
Neis, Christian
Hegetschweiler, Kaspar
author_sort Wilbrand, Sabine
collection PubMed
description The crystal structure of the title compound, C(8)H(9)NO(3), features centrosymmetric dimers with two amide groups inter­connected by a pair of almost linear N—H⋯O hydrogen bonds. Through inter­molecular O—H⋯O inter­actions between phenolic hy­droxy groups and carbonyl O atoms, these dimers are assembled into undulating hydrogen-bonded layers parallel to the [101] plane. Additionally, the anti-H(—N) atom of the primary amide group forms an intra­molecular hydrogen bond to the O atom of the meth­oxy group. The amide group froms a dihedral angle of 12.6 (1)° with the phenyl ring.
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spelling pubmed-35890652013-03-08 3-Hy­droxy-2-meth­oxy­benzamide Wilbrand, Sabine Neis, Christian Hegetschweiler, Kaspar Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of the title compound, C(8)H(9)NO(3), features centrosymmetric dimers with two amide groups inter­connected by a pair of almost linear N—H⋯O hydrogen bonds. Through inter­molecular O—H⋯O inter­actions between phenolic hy­droxy groups and carbonyl O atoms, these dimers are assembled into undulating hydrogen-bonded layers parallel to the [101] plane. Additionally, the anti-H(—N) atom of the primary amide group forms an intra­molecular hydrogen bond to the O atom of the meth­oxy group. The amide group froms a dihedral angle of 12.6 (1)° with the phenyl ring. International Union of Crystallography 2012-11-30 /pmc/articles/PMC3589065/ /pubmed/23476301 http://dx.doi.org/10.1107/S1600536812047769 Text en © Wilbrand 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
Wilbrand, Sabine
Neis, Christian
Hegetschweiler, Kaspar
3-Hy­droxy-2-meth­oxy­benzamide
title 3-Hy­droxy-2-meth­oxy­benzamide
title_full 3-Hy­droxy-2-meth­oxy­benzamide
title_fullStr 3-Hy­droxy-2-meth­oxy­benzamide
title_full_unstemmed 3-Hy­droxy-2-meth­oxy­benzamide
title_short 3-Hy­droxy-2-meth­oxy­benzamide
title_sort 3-hy­droxy-2-meth­oxy­benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3589065/
https://www.ncbi.nlm.nih.gov/pubmed/23476301
http://dx.doi.org/10.1107/S1600536812047769
work_keys_str_mv AT wilbrandsabine 3hydroxy2methoxybenzamide
AT neischristian 3hydroxy2methoxybenzamide
AT hegetschweilerkaspar 3hydroxy2methoxybenzamide

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