Cargando…

N-(2-Fluoro­phen­yl)cinnamamide

The title compound, C(15)H(12)FNO, was prepared by the reaction of cinnamoyl chloride with 4-fluoro­aniline and crystallizes with two mol­ecules A and B in the asymmetric unit. The two unique mol­ecules are closely similar and overlay with an r.m.s. deviation of 0.0819 Å. The fluoro­benzene and phen...

Descripción completa

Detalles Bibliográficos
Autores principales: Saeed, Aamer, Khera, Rasheed Ahmad, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983731/
https://www.ncbi.nlm.nih.gov/pubmed/21580305
http://dx.doi.org/10.1107/S1600536810003867
_version_ 1782191943891025920
author Saeed, Aamer
Khera, Rasheed Ahmad
Simpson, Jim
author_facet Saeed, Aamer
Khera, Rasheed Ahmad
Simpson, Jim
author_sort Saeed, Aamer
collection PubMed
description The title compound, C(15)H(12)FNO, was prepared by the reaction of cinnamoyl chloride with 4-fluoro­aniline and crystallizes with two mol­ecules A and B in the asymmetric unit. The two unique mol­ecules are closely similar and overlay with an r.m.s. deviation of 0.0819 Å. The fluoro­benzene and phenyl rings are inclined to one another at 73.89 (7) and 79.46 (7)°, respectively, in mol­ecules A and B. The amide C—N—C(O)—C portions of the mol­ecules are planar (r.m.s. deviations = 0.035 and 0.028 Å) and are inclined at 45.51 (9) and 47.71 (9), respectively, to the fluoro­benzene rings in mol­ecules A and B. The 2-fluoro­acetamide units and the benzene rings each adopt E configurations with respect to the C=C bonds. In the crystal structure, inter­molecular N—H⋯O hydrogen bonds augmented by weak C—H⋯π inter­actions link mol­ecules into rows in a head-to-tail fashion along a. Additional weak C—H⋯O contacts further stabilize the packing, forming a three-dimensional network stacked down a.
format Text
id pubmed-2983731
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29837312010-12-30 N-(2-Fluoro­phen­yl)cinnamamide Saeed, Aamer Khera, Rasheed Ahmad Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(12)FNO, was prepared by the reaction of cinnamoyl chloride with 4-fluoro­aniline and crystallizes with two mol­ecules A and B in the asymmetric unit. The two unique mol­ecules are closely similar and overlay with an r.m.s. deviation of 0.0819 Å. The fluoro­benzene and phenyl rings are inclined to one another at 73.89 (7) and 79.46 (7)°, respectively, in mol­ecules A and B. The amide C—N—C(O)—C portions of the mol­ecules are planar (r.m.s. deviations = 0.035 and 0.028 Å) and are inclined at 45.51 (9) and 47.71 (9), respectively, to the fluoro­benzene rings in mol­ecules A and B. The 2-fluoro­acetamide units and the benzene rings each adopt E configurations with respect to the C=C bonds. In the crystal structure, inter­molecular N—H⋯O hydrogen bonds augmented by weak C—H⋯π inter­actions link mol­ecules into rows in a head-to-tail fashion along a. Additional weak C—H⋯O contacts further stabilize the packing, forming a three-dimensional network stacked down a. International Union of Crystallography 2010-02-06 /pmc/articles/PMC2983731/ /pubmed/21580305 http://dx.doi.org/10.1107/S1600536810003867 Text en © Saeed et al. 2010 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
Simpson, Jim
N-(2-Fluoro­phen­yl)cinnamamide
title N-(2-Fluoro­phen­yl)cinnamamide
title_full N-(2-Fluoro­phen­yl)cinnamamide
title_fullStr N-(2-Fluoro­phen­yl)cinnamamide
title_full_unstemmed N-(2-Fluoro­phen­yl)cinnamamide
title_short N-(2-Fluoro­phen­yl)cinnamamide
title_sort n-(2-fluoro­phen­yl)cinnamamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983731/
https://www.ncbi.nlm.nih.gov/pubmed/21580305
http://dx.doi.org/10.1107/S1600536810003867
work_keys_str_mv AT saeedaamer n2fluorophenylcinnamamide
AT kherarasheedahmad n2fluorophenylcinnamamide
AT simpsonjim n2fluorophenylcinnamamide