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Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione

The title compound, C(10)H(8)BrNO(2), crystallizes with two independent molcules (A and B) in the asymmetric unit. In each mol­ecule, the indoline ring system is almost planar, with the largest deviation from the mean plane being 0.016 (2) Å in mol­ecule A and 0.040 (13) Å in mol­ecule B. In each mo...

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Autores principales: Kharbach, Yassine, Haoudi, Amal, Capet, Frédéric, Mazzah, Ahmed, El Ammari, Lahcen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719959/
https://www.ncbi.nlm.nih.gov/pubmed/26870478
http://dx.doi.org/10.1107/S2056989015023002
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author Kharbach, Yassine
Haoudi, Amal
Capet, Frédéric
Mazzah, Ahmed
El Ammari, Lahcen
author_facet Kharbach, Yassine
Haoudi, Amal
Capet, Frédéric
Mazzah, Ahmed
El Ammari, Lahcen
author_sort Kharbach, Yassine
collection PubMed
description The title compound, C(10)H(8)BrNO(2), crystallizes with two independent molcules (A and B) in the asymmetric unit. In each mol­ecule, the indoline ring system is almost planar, with the largest deviation from the mean plane being 0.016 (2) Å in mol­ecule A and 0.040 (13) Å in mol­ecule B. In each mol­ecule, the ethyl group is nearly perpendicular to the indoline ring system with C—C—N—C torsion angles of −94.8 (3) and 93.0 (3)° in mol­ecules A and B, respectively. In the crystal, the two mol­ecules are inclined to each other, making a dihedral angle of 6.28 (8)°. In the molecular packing, the A and B mol­ecules are linked by C—H⋯O hydrogen bonds, forming –A–B–A–B– chains along [01-1]. Parallel chains are linked via a weak slipped parallel π–π inter­action [inter-centroid distance = 3.6107 (14) Å] and a short Br⋯O contact [3.183 (2) Å], forming a three-dimensional structure.
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spelling pubmed-47199592016-02-11 Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione Kharbach, Yassine Haoudi, Amal Capet, Frédéric Mazzah, Ahmed El Ammari, Lahcen Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(10)H(8)BrNO(2), crystallizes with two independent molcules (A and B) in the asymmetric unit. In each mol­ecule, the indoline ring system is almost planar, with the largest deviation from the mean plane being 0.016 (2) Å in mol­ecule A and 0.040 (13) Å in mol­ecule B. In each mol­ecule, the ethyl group is nearly perpendicular to the indoline ring system with C—C—N—C torsion angles of −94.8 (3) and 93.0 (3)° in mol­ecules A and B, respectively. In the crystal, the two mol­ecules are inclined to each other, making a dihedral angle of 6.28 (8)°. In the molecular packing, the A and B mol­ecules are linked by C—H⋯O hydrogen bonds, forming –A–B–A–B– chains along [01-1]. Parallel chains are linked via a weak slipped parallel π–π inter­action [inter-centroid distance = 3.6107 (14) Å] and a short Br⋯O contact [3.183 (2) Å], forming a three-dimensional structure. International Union of Crystallography 2015-12-06 /pmc/articles/PMC4719959/ /pubmed/26870478 http://dx.doi.org/10.1107/S2056989015023002 Text en © Kharbach 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
Kharbach, Yassine
Haoudi, Amal
Capet, Frédéric
Mazzah, Ahmed
El Ammari, Lahcen
Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione
title Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione
title_full Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione
title_fullStr Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione
title_full_unstemmed Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione
title_short Crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione
title_sort crystal structure of 5-bromo-1-ethyl­indoline-2,3-dione
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719959/
https://www.ncbi.nlm.nih.gov/pubmed/26870478
http://dx.doi.org/10.1107/S2056989015023002
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