The crystalline structure of isatin

2016

The title compound, C 8 H 3 Cl 2 NO 2 , has a single near-planar molecule in the asymmetric unit, with the non-H atoms having a mean deviation from planarity of 0.042 Å . In the crystal, the molecules dimerize through two N-HÁ Á ÁO hydrogen bonds. The molecules are further linked through slippedinteractions that propagate along the a axis [inter-centroid distance = 3.8639 (10) Å , interplanar distance = 3.3478 (10) Å and slippage = 1.9292 (15) Å ].

Section: Structure Descriptionsupporting

confidence: 60%

4,7-Dichloro-1H-indole-2,3-dione

2016

“…The two molecules are connected by an N-HÁ Á ÁO and a C-HÁ Á ÁO hydrogen bond (Table 1). The geometrical parameters of the isatin molecules are similar to those observed in the parent compound (Goldschmidt & Llewellyn, 1950). Of note in the structure are Br2Á Á ÁO2 close contacts of 2.9409 (3) Å , with the bromine substituted at the 6 position of the isatin ring.…”

Section: Structure Descriptionsupporting

confidence: 57%

5,6-Dibromo-1H-indole-2,3-dione

2017

The title compound, C 8 H 3 Br 2 NO 2 , crystallizes with two near planar molecules in the asymmetric unit, with non-H atoms possessing mean deviations from planarity of 0.012 and 0.014 Å . The two molecules are connected by an N-HÁ Á ÁO and a C-HÁ Á ÁO hydrogen bond. In the crystal, molecules connect through a series of bifurcated N-(H,H)Á Á ÁO hydrogen bonds, forming chains propagating along the [111] direction. The molecules are further linked through intermolecular halogen interactions, including a BrÁ Á ÁO close contact of 2.9409 (3) Å , and two C-HÁ Á ÁBr interactions of 3.777 (3) and 3.845 (3) Å . These interactions link the chains into sheets lying parallel to the (123) plane.

“…1). The molecule possesses bond lengths and angles similar to those observed in the parent isatin (Goldschmidt & Llewellyn, 1950). The isatins dimerize in the solid state through pairs N1-H1Á Á ÁO1 hydrogen bonds, forming inversion dimers with an R 2 2 (8) ring motif.…”

Section: Structure Descriptionmentioning

confidence: 73%

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

2016

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.