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Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione

The title mol­ecule, C(16)H(9)BrO(3), deviates slightly from planarity. The benzene ring makes a dihedral angle of 1.02 (9)° with the plane defined by the five-membered ring of the indandione moiety. The latter exhibits a minute twist indicated by the dihedral angle of 0.47 (9)° between the planes o...

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Autores principales: Mague, Joel T., Mohamed, Shaaban K., Akkurt, Mehmet, Abdelhamid, Antar A., Albayati, Mustafa R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420123/
https://www.ncbi.nlm.nih.gov/pubmed/25995929
http://dx.doi.org/10.1107/S2056989015007434
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author Mague, Joel T.
Mohamed, Shaaban K.
Akkurt, Mehmet
Abdelhamid, Antar A.
Albayati, Mustafa R.
author_facet Mague, Joel T.
Mohamed, Shaaban K.
Akkurt, Mehmet
Abdelhamid, Antar A.
Albayati, Mustafa R.
author_sort Mague, Joel T.
collection PubMed
description The title mol­ecule, C(16)H(9)BrO(3), deviates slightly from planarity. The benzene ring makes a dihedral angle of 1.02 (9)° with the plane defined by the five-membered ring of the indandione moiety. The latter exhibits a minute twist indicated by the dihedral angle of 0.47 (9)° between the planes of the five- and six-membered rings. An intra­molecular C—H⋯O hydrogen bond between the attached benzene ring with one of the indandione carbonyl O atoms stabilizes the mol­ecular conformation. In the crystal, the mol­ecules form dimers across centres of inversion via pairwise O—H⋯O hydrogen bonds. The dimers form stacks running parallel to [010] and inter­act through π–π inter­actions between the five-membered ring of one mol­ecule and the six-membered rings of the indandione moiety of an adjacent mol­ecule [centroid-to-centroid distance = 3.5454 (10) Å].
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spelling pubmed-44201232015-05-20 Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione Mague, Joel T. Mohamed, Shaaban K. Akkurt, Mehmet Abdelhamid, Antar A. Albayati, Mustafa R. Acta Crystallogr E Crystallogr Commun Data Reports The title mol­ecule, C(16)H(9)BrO(3), deviates slightly from planarity. The benzene ring makes a dihedral angle of 1.02 (9)° with the plane defined by the five-membered ring of the indandione moiety. The latter exhibits a minute twist indicated by the dihedral angle of 0.47 (9)° between the planes of the five- and six-membered rings. An intra­molecular C—H⋯O hydrogen bond between the attached benzene ring with one of the indandione carbonyl O atoms stabilizes the mol­ecular conformation. In the crystal, the mol­ecules form dimers across centres of inversion via pairwise O—H⋯O hydrogen bonds. The dimers form stacks running parallel to [010] and inter­act through π–π inter­actions between the five-membered ring of one mol­ecule and the six-membered rings of the indandione moiety of an adjacent mol­ecule [centroid-to-centroid distance = 3.5454 (10) Å]. International Union of Crystallography 2015-04-22 /pmc/articles/PMC4420123/ /pubmed/25995929 http://dx.doi.org/10.1107/S2056989015007434 Text en © Mague et al. 2015 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 Data Reports
Mague, Joel T.
Mohamed, Shaaban K.
Akkurt, Mehmet
Abdelhamid, Antar A.
Albayati, Mustafa R.
Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione
title Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione
title_full Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione
title_fullStr Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione
title_full_unstemmed Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione
title_short Crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1H-indene-1,3-dione
title_sort crystal structure of 2-(5-bromo-2-hy­droxy­benzyl­idene)-2,3-di­hydro-1h-indene-1,3-dione
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420123/
https://www.ncbi.nlm.nih.gov/pubmed/25995929
http://dx.doi.org/10.1107/S2056989015007434
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