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1-Ethyl-5-iodo­indoline-2,3-dione

There are two independent mol­ecules in the asymmetric unit of the title compound, C(10)H(8)INO(2), which differ in the degree of planarity. The iodo­indoline-2,3-dione skeleton of mol­ecule 1 is essentially planar [mean deviation = 0.003 (2) Å for the nine non-H atoms of the indoline core, with a m...

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Autores principales: Wang, Lei, Shen, Yu-Xiang, Dong, Jian-Tong, Zhang, Man, Fang, Qi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3914098/
https://www.ncbi.nlm.nih.gov/pubmed/24527003
http://dx.doi.org/10.1107/S1600536813033539
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author Wang, Lei
Shen, Yu-Xiang
Dong, Jian-Tong
Zhang, Man
Fang, Qi
author_facet Wang, Lei
Shen, Yu-Xiang
Dong, Jian-Tong
Zhang, Man
Fang, Qi
author_sort Wang, Lei
collection PubMed
description There are two independent mol­ecules in the asymmetric unit of the title compound, C(10)H(8)INO(2), which differ in the degree of planarity. The iodo­indoline-2,3-dione skeleton of mol­ecule 1 is essentially planar [mean deviation = 0.003 (2) Å for the nine non-H atoms of the indoline core, with a maximum deviation of 0.033 (1) Å for the I atom]. The I atom and O atom in the 3-position of mol­ecule 2 deviate by 0.195 (1) and 0.120 (2) Å, respectively, from the least-squares plane through the nine non-H atoms of the indoline core. Mol­ecules 1 and 2 are roughly coplanar, the mean planes through their cores making a dihedral angle of 6.84 (1)°. This coplanarity results in a layer-like structure parallel to (6,11,17) in the crystal, the distance between adjacent least-squares planes through the cores of mol­ecules 1 and 2 being 3.37 (1) Å. In such a layer, mol­ecules 1 and 2 are linked by C—H⋯O hydrogen bonds, forming chains along [11-1]. The chains are further coupled to construct a kind of double-chain structure via I⋯O inter­actions [3.270 (2) Å].
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spelling pubmed-39140982014-02-13 1-Ethyl-5-iodo­indoline-2,3-dione Wang, Lei Shen, Yu-Xiang Dong, Jian-Tong Zhang, Man Fang, Qi Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two independent mol­ecules in the asymmetric unit of the title compound, C(10)H(8)INO(2), which differ in the degree of planarity. The iodo­indoline-2,3-dione skeleton of mol­ecule 1 is essentially planar [mean deviation = 0.003 (2) Å for the nine non-H atoms of the indoline core, with a maximum deviation of 0.033 (1) Å for the I atom]. The I atom and O atom in the 3-position of mol­ecule 2 deviate by 0.195 (1) and 0.120 (2) Å, respectively, from the least-squares plane through the nine non-H atoms of the indoline core. Mol­ecules 1 and 2 are roughly coplanar, the mean planes through their cores making a dihedral angle of 6.84 (1)°. This coplanarity results in a layer-like structure parallel to (6,11,17) in the crystal, the distance between adjacent least-squares planes through the cores of mol­ecules 1 and 2 being 3.37 (1) Å. In such a layer, mol­ecules 1 and 2 are linked by C—H⋯O hydrogen bonds, forming chains along [11-1]. The chains are further coupled to construct a kind of double-chain structure via I⋯O inter­actions [3.270 (2) Å]. International Union of Crystallography 2013-12-14 /pmc/articles/PMC3914098/ /pubmed/24527003 http://dx.doi.org/10.1107/S1600536813033539 Text en © Wang et al. 2014 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
Wang, Lei
Shen, Yu-Xiang
Dong, Jian-Tong
Zhang, Man
Fang, Qi
1-Ethyl-5-iodo­indoline-2,3-dione
title 1-Ethyl-5-iodo­indoline-2,3-dione
title_full 1-Ethyl-5-iodo­indoline-2,3-dione
title_fullStr 1-Ethyl-5-iodo­indoline-2,3-dione
title_full_unstemmed 1-Ethyl-5-iodo­indoline-2,3-dione
title_short 1-Ethyl-5-iodo­indoline-2,3-dione
title_sort 1-ethyl-5-iodo­indoline-2,3-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3914098/
https://www.ncbi.nlm.nih.gov/pubmed/24527003
http://dx.doi.org/10.1107/S1600536813033539
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