Abstract

In the title compound, C15H10BrNO2, the indoline ring system, the two ketone O atoms and the Br atom lie in a common plane, with the largest deviation from the mean plane being 0.073 (1) Å for the Br atom. The fused-ring system is nearly perpendicular to the benzyl ring, as indicated by the dihedral angle between them of 74.58 (10)°. In the crystal, molecules are linked by weak C—H...O hydrogen bonds and by π–π interactions [inter-centroid distance = 3.625 (2) Å], forming a two-dimensional structure.

Highlights

  • In the title compound, C15H10BrNO2, the indoline ring system, the two ketone O atoms and the Br atom lie in a common plane, with the largest deviation from the mean plane being 0.073 (1) Afor the Br atom

  • Molecules are linked by weak C— HÁ Á ÁO hydrogen bonds and by – interactions [inter-centroid distance = 3.625 (2) A ], forming a two-dimensional structure

  • As a continuation of Qachchachi’s research work devoted to the development of isatin (Qachchachi et al, 2013, 2014a,b), we report in this paper the synthesis and crystal structure of 1-benzyl-5-bromoindoline-2,3-dione

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Summary

Structure description

Isatins and analogous compounds have been the focus of much research due to their anticancer, anti-oxygenic, anticonvulsant, antibacterial and sedative activities (Sridhar et al, 2001a,b; Sarangapani et al, 1994; Verma et al, 2004; Pandeya et al, 1999; Aboul-Fadl et al, 2010). The title compound (Fig. 1) is built up from two fused five- and six-membered rings linked to two ketone atoms, a bromine atom and a benzyl group, as shown in Fig.. The fused-ring system and the attached atoms lie in a common plane with a maximum deviation of 0.073 (1) Afor Br1. The benzyl ring are nearly perpendicular to the indoline ring system, making a dihedral angle of 74.58 (10). The C10—C9—N1—C8 torsion angle is À77.3 (2)

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Absolute structure parameter
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