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N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide

The asymmetric unit of the title compound, C(27)H(16)F(2)N(2)O(4), consists of two crystallographically independent mol­ecules (A and B). In mol­ecule B, the isoindoline-1,3-dione ring system is disordered over two set of sites with a site-occupancy ratio of 0.658 (12):0.342 (12). In mol­ecule A, th...

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Autores principales: Fun, Hoong-Kun, Chia, Tze Shyang, Samshuddin, S., Narayana, B., Sarojini, B. K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435648/
https://www.ncbi.nlm.nih.gov/pubmed/22969521
http://dx.doi.org/10.1107/S160053681203365X
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author Fun, Hoong-Kun
Chia, Tze Shyang
Samshuddin, S.
Narayana, B.
Sarojini, B. K.
author_facet Fun, Hoong-Kun
Chia, Tze Shyang
Samshuddin, S.
Narayana, B.
Sarojini, B. K.
author_sort Fun, Hoong-Kun
collection PubMed
description The asymmetric unit of the title compound, C(27)H(16)F(2)N(2)O(4), consists of two crystallographically independent mol­ecules (A and B). In mol­ecule B, the isoindoline-1,3-dione ring system is disordered over two set of sites with a site-occupancy ratio of 0.658 (12):0.342 (12). In mol­ecule A, the fluoro-substituted benzene rings make dihedral angles of 18.36 (8) and 46.37 (8)° with the central benzene ring, whereas the corresponding angles are 40.90 (8) and 52.89 (9)° in mol­ecule B. The isoindoline ring system in mol­ecule A and the major and minor components of the disordered isoindoline ring system in mol­ecule B make dihedral angles of 58.50 (4), 54.13 (16) and 70.01 (28) °, respectively, with their attached benzene rings, linked through the amide group. An intra­molecular O—H⋯O hydrogen bond generates an S(6) ring in each mol­ecule. In the crystal, mol­ecules are linked by N—H⋯O, C—H⋯F and C—H⋯O hydrogen bonds into sheets lying parallel to the bc plane. The crystal studied was a non-merohedral twin with a refined twin component ratio of 0.9316 (8):0.0684 (8).
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spelling pubmed-34356482012-09-11 N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide Fun, Hoong-Kun Chia, Tze Shyang Samshuddin, S. Narayana, B. Sarojini, B. K. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(27)H(16)F(2)N(2)O(4), consists of two crystallographically independent mol­ecules (A and B). In mol­ecule B, the isoindoline-1,3-dione ring system is disordered over two set of sites with a site-occupancy ratio of 0.658 (12):0.342 (12). In mol­ecule A, the fluoro-substituted benzene rings make dihedral angles of 18.36 (8) and 46.37 (8)° with the central benzene ring, whereas the corresponding angles are 40.90 (8) and 52.89 (9)° in mol­ecule B. The isoindoline ring system in mol­ecule A and the major and minor components of the disordered isoindoline ring system in mol­ecule B make dihedral angles of 58.50 (4), 54.13 (16) and 70.01 (28) °, respectively, with their attached benzene rings, linked through the amide group. An intra­molecular O—H⋯O hydrogen bond generates an S(6) ring in each mol­ecule. In the crystal, mol­ecules are linked by N—H⋯O, C—H⋯F and C—H⋯O hydrogen bonds into sheets lying parallel to the bc plane. The crystal studied was a non-merohedral twin with a refined twin component ratio of 0.9316 (8):0.0684 (8). International Union of Crystallography 2012-08-01 /pmc/articles/PMC3435648/ /pubmed/22969521 http://dx.doi.org/10.1107/S160053681203365X Text en © Fun 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
Fun, Hoong-Kun
Chia, Tze Shyang
Samshuddin, S.
Narayana, B.
Sarojini, B. K.
N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide
title N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide
title_full N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide
title_fullStr N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide
title_full_unstemmed N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide
title_short N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide
title_sort n-(1,3-dioxo-2,3-dihydro-1h-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435648/
https://www.ncbi.nlm.nih.gov/pubmed/22969521
http://dx.doi.org/10.1107/S160053681203365X
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