2-Fluoro-N-o-tolyl­benzamide

In the title compound, C(14)H(12)FNO, the ortho-F atom and corresponding H atom on the fluoro­benzene ring are disordered over two positions with occupancies of 0.856 (4) and 0.144 (4). The amide unit is planar with a maximum deviation of 0.0057 (16) Å and the amide plane makes dihedral angles of 38...

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Autores principales: Saeed, Aamer, Khera, Rasheed Ahmad, Ameen, Shahid, Simpson, Jim, Stanley, Roderick G.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968107/
https://www.ncbi.nlm.nih.gov/pubmed/21581656
http://dx.doi.org/10.1107/S1600536808043122
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author Saeed, Aamer
Khera, Rasheed Ahmad
Ameen, Shahid
Simpson, Jim
Stanley, Roderick G.
author_facet Saeed, Aamer
Khera, Rasheed Ahmad
Ameen, Shahid
Simpson, Jim
Stanley, Roderick G.
author_sort Saeed, Aamer
collection PubMed
description In the title compound, C(14)H(12)FNO, the ortho-F atom and corresponding H atom on the fluoro­benzene ring are disordered over two positions with occupancies of 0.856 (4) and 0.144 (4). The amide unit is planar with a maximum deviation of 0.0057 (16) Å and the amide plane makes dihedral angles of 38.27 (11)° with the fluoro­benzene ring plane and 37.53 (10)° with the tolyl ring. The two benzene rings are inclined at an angle of 4.17 (15)°. In the crystal structure, chains form along b through N—H⋯O hydrogen bonds augmented by C—H⋯π inter­actions. Additional inter­molecular C—H⋯O and C—H⋯F hydrogen bonds further stabilize the structure, forming layers in the ac plane.
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spelling pubmed-29681072010-12-30 2-Fluoro-N-o-tolyl­benzamide Saeed, Aamer Khera, Rasheed Ahmad Ameen, Shahid Simpson, Jim Stanley, Roderick G. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(12)FNO, the ortho-F atom and corresponding H atom on the fluoro­benzene ring are disordered over two positions with occupancies of 0.856 (4) and 0.144 (4). The amide unit is planar with a maximum deviation of 0.0057 (16) Å and the amide plane makes dihedral angles of 38.27 (11)° with the fluoro­benzene ring plane and 37.53 (10)° with the tolyl ring. The two benzene rings are inclined at an angle of 4.17 (15)°. In the crystal structure, chains form along b through N—H⋯O hydrogen bonds augmented by C—H⋯π inter­actions. Additional inter­molecular C—H⋯O and C—H⋯F hydrogen bonds further stabilize the structure, forming layers in the ac plane. International Union of Crystallography 2008-12-24 /pmc/articles/PMC2968107/ /pubmed/21581656 http://dx.doi.org/10.1107/S1600536808043122 Text en © Saeed et al. 2009 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
Saeed, Aamer
Khera, Rasheed Ahmad
Ameen, Shahid
Simpson, Jim
Stanley, Roderick G.
2-Fluoro-N-o-tolyl­benzamide
title 2-Fluoro-N-o-tolyl­benzamide
title_full 2-Fluoro-N-o-tolyl­benzamide
title_fullStr 2-Fluoro-N-o-tolyl­benzamide
title_full_unstemmed 2-Fluoro-N-o-tolyl­benzamide
title_short 2-Fluoro-N-o-tolyl­benzamide
title_sort 2-fluoro-n-o-tolyl­benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968107/
https://www.ncbi.nlm.nih.gov/pubmed/21581656
http://dx.doi.org/10.1107/S1600536808043122
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AT ameenshahid 2fluoronotolylbenzamide
AT simpsonjim 2fluoronotolylbenzamide
AT stanleyroderickg 2fluoronotolylbenzamide

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