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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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Detalles Bibliográficos
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
Descripción
Sumario: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].