7-Iodo-1<i>H</i>-indole-2,3-dione

Golen, James A.; Manke, David R.

doi:10.1107/s2414314616004120

IUCr Data

2016

DOI: 10.1107/s2414314616004120

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7-Iodo-1H-indole-2,3-dione

James A. Golen

David R. Manke

Abstract: The title compound, C8H4INO2, has a single planar molecule in the asymmetric unit, with the non-H atoms possessing a mean deviation from planarity of 0.058 Å. The molecules dimerize in the solid state through N—H...O hydrogen bonds. There are intermolecular I...O close contacts of 3.193 (4) Å that link the molecules into infinite chains along [20-1]. No π–π interactions were observed in the structure.

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6-Iodo-1H-indole-2,3-dione

Golen

Manke

2016

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The molecule of the title compound, C8H4INO2, is almost planar, having an r.m.s. deviation from planarity of 0.019 Å for all non-H atoms. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with anR22(8) ring motif. The dimers are further linked by I...O close contacts of 3.078 (2) Å, forming chains along [10-1]. The nine-membered fused rings of the isatin molecules stack along thebaxis, with parallel slipped π–π interactions [intercentroid distance = 3.594 (2) Å, interplanar distance = 3.379 (1) Å and slippage = 1.243 Å]. These interactions lead to the formation of a three-dimensional network.

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6-Iodo-1H-indole-2,3-dione

Golen

Manke

2016

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7-Methyl-1H-indole-2,3-dione

et al. 2017

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The title compound, C 9 H 7 NO 2 , has a single molecule in the asymmetric unit, with the non-H atoms possessing a mean deviation from planarity of 0.034 Å . In the crystal, the molecules dimerize through pairs of N-HÁ Á ÁO hydrogen bonds. The nine-membered rings of the isatins stack along the b axis, through parallel slipped -interactions [intercentroid distance = 3.8832 (4) Å , interplanar distance = 3.4038 (7) Å and slippage = 1.8690 (12) Å ].

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7-Iodo-1H-indole-2,3-dione

Cited by 2 publications

References 8 publications

6-Iodo-1H-indole-2,3-dione

6-Iodo-1H-indole-2,3-dione

7-Methyl-1H-indole-2,3-dione

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