Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1782369675340939264 |
---|---|
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]. |
format | Online Article Text |
id | pubmed-4420123 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT maguejoelt crystalstructureof25bromo2hydroxybenzylidene23dihydro1hindene13dione AT mohamedshaabank crystalstructureof25bromo2hydroxybenzylidene23dihydro1hindene13dione AT akkurtmehmet crystalstructureof25bromo2hydroxybenzylidene23dihydro1hindene13dione AT abdelhamidantara crystalstructureof25bromo2hydroxybenzylidene23dihydro1hindene13dione AT albayatimustafar crystalstructureof25bromo2hydroxybenzylidene23dihydro1hindene13dione |