2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid

The title compound, C(14)H(5)F(6)NO(3), was synthesized by condensation of tetra­fluoro­phthalic anhydride and 2,4-difluoro­aniline. It was then recrystallized from hexane to give a nonmerohedral twin with two crystallographically unique mol­ecules in the asymmetric unit. The refined twin fraction i...

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Detalles Bibliográficos
Autores principales: Guo, Duoli, Nichol, Gary S., Cain, James P., Yalkowsky, Samuel H.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971039/
https://www.ncbi.nlm.nih.gov/pubmed/21578258
http://dx.doi.org/10.1107/S1600536809038306
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author Guo, Duoli
Nichol, Gary S.
Cain, James P.
Yalkowsky, Samuel H.
author_facet Guo, Duoli
Nichol, Gary S.
Cain, James P.
Yalkowsky, Samuel H.
author_sort Guo, Duoli
collection PubMed
description The title compound, C(14)H(5)F(6)NO(3), was synthesized by condensation of tetra­fluoro­phthalic anhydride and 2,4-difluoro­aniline. It was then recrystallized from hexane to give a nonmerohedral twin with two crystallographically unique mol­ecules in the asymmetric unit. The refined twin fraction is 0.460 (3). Torsional differences between the aryl rings and the central amide group account for the presence of two unique mol­ecules. The compound packs as double tapes formed by O—H⋯O and N—H⋯O hydrogen-bonding inter­actions between each unique mol­ecule and its symmetry equivalents.
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spelling pubmed-29710392010-12-30 2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid Guo, Duoli Nichol, Gary S. Cain, James P. Yalkowsky, Samuel H. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(5)F(6)NO(3), was synthesized by condensation of tetra­fluoro­phthalic anhydride and 2,4-difluoro­aniline. It was then recrystallized from hexane to give a nonmerohedral twin with two crystallographically unique mol­ecules in the asymmetric unit. The refined twin fraction is 0.460 (3). Torsional differences between the aryl rings and the central amide group account for the presence of two unique mol­ecules. The compound packs as double tapes formed by O—H⋯O and N—H⋯O hydrogen-bonding inter­actions between each unique mol­ecule and its symmetry equivalents. International Union of Crystallography 2009-10-03 /pmc/articles/PMC2971039/ /pubmed/21578258 http://dx.doi.org/10.1107/S1600536809038306 Text en © Guo 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
Guo, Duoli
Nichol, Gary S.
Cain, James P.
Yalkowsky, Samuel H.
2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid
title 2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid
title_full 2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid
title_fullStr 2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid
title_full_unstemmed 2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid
title_short 2-[N-(2,4-Difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid
title_sort 2-[n-(2,4-difluoro­phen­yl)carbamo­yl]-3,4,5,6-tetra­fluoro­benzoic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971039/
https://www.ncbi.nlm.nih.gov/pubmed/21578258
http://dx.doi.org/10.1107/S1600536809038306
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