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2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione

In the title compound, C(16)H(13)NO(2), the 2,3-dimethyl­phenyl group and the 1H-isoindole-1,3(2H)-dione group are essentially planar, with r.m.s. deviations of 0.006 and 0.013 Å, respectively, and are oriented at an angle of 78.19 (3)° with respect to each other. In the crystal, weak C—H⋯O inter­ac...

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Autores principales: Tariq, Muhammad Ilyas, Noreen, Tanzeela, Tahir, M. Nawaz, Ahmad, Shahbaz, Fayyaz-ur-Rehman, Muhammad
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007846/
https://www.ncbi.nlm.nih.gov/pubmed/21588762
http://dx.doi.org/10.1107/S1600536810033386
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author Tariq, Muhammad Ilyas
Noreen, Tanzeela
Tahir, M. Nawaz
Ahmad, Shahbaz
Fayyaz-ur-Rehman, Muhammad
author_facet Tariq, Muhammad Ilyas
Noreen, Tanzeela
Tahir, M. Nawaz
Ahmad, Shahbaz
Fayyaz-ur-Rehman, Muhammad
author_sort Tariq, Muhammad Ilyas
collection PubMed
description In the title compound, C(16)H(13)NO(2), the 2,3-dimethyl­phenyl group and the 1H-isoindole-1,3(2H)-dione group are essentially planar, with r.m.s. deviations of 0.006 and 0.013 Å, respectively, and are oriented at an angle of 78.19 (3)° with respect to each other. In the crystal, weak C—H⋯O inter­actions link the mol­ecules, forming a zigzag chain parallel to the b axis. Futhermore, C—H⋯π inter­actions are present between the C—H group of isoindole and the 2,3-dimethyl­phenyl benzene ring. The H atoms of the ortho-methyl group are statistically disordered over two positions. Such disorder might be related to the antagonism between intra­molecular steric repulsions and inter­molecular C—H⋯O inter­actions.
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spelling pubmed-30078462010-12-30 2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione Tariq, Muhammad Ilyas Noreen, Tanzeela Tahir, M. Nawaz Ahmad, Shahbaz Fayyaz-ur-Rehman, Muhammad Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(13)NO(2), the 2,3-dimethyl­phenyl group and the 1H-isoindole-1,3(2H)-dione group are essentially planar, with r.m.s. deviations of 0.006 and 0.013 Å, respectively, and are oriented at an angle of 78.19 (3)° with respect to each other. In the crystal, weak C—H⋯O inter­actions link the mol­ecules, forming a zigzag chain parallel to the b axis. Futhermore, C—H⋯π inter­actions are present between the C—H group of isoindole and the 2,3-dimethyl­phenyl benzene ring. The H atoms of the ortho-methyl group are statistically disordered over two positions. Such disorder might be related to the antagonism between intra­molecular steric repulsions and inter­molecular C—H⋯O inter­actions. International Union of Crystallography 2010-08-28 /pmc/articles/PMC3007846/ /pubmed/21588762 http://dx.doi.org/10.1107/S1600536810033386 Text en © Tariq et al. 2010 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
Tariq, Muhammad Ilyas
Noreen, Tanzeela
Tahir, M. Nawaz
Ahmad, Shahbaz
Fayyaz-ur-Rehman, Muhammad
2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione
title 2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione
title_full 2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione
title_fullStr 2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione
title_full_unstemmed 2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione
title_short 2-(2,3-Dimethyl­phen­yl)-1H-isoindole-1,3(2H)-dione
title_sort 2-(2,3-dimethyl­phen­yl)-1h-isoindole-1,3(2h)-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007846/
https://www.ncbi.nlm.nih.gov/pubmed/21588762
http://dx.doi.org/10.1107/S1600536810033386
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