Crystal structure of 5-bromo-1-ethylindoline-2,3-dione

Abstract

The title compound, C10H8BrNO2, crystallizes with two independent molcules (A and B) in the asymmetric unit. In each mol­ecule, the indoline ring system is almost planar, with the largest deviation from the mean plane being 0.016 (2) Å in mol­ecule A and 0.040 (13) Å in mol­ecule B. In each mol­ecule, the ethyl group is nearly perpendicular to the indoline ring system with C—C—N—C torsion angles of −94.8 (3) and 93.0 (3)° in mol­ecules A and B, respectively. In the crystal, the two mol­ecules are inclined to each other, making a dihedral angle of 6.28 (8)°. In the molecular packing, the A and B mol­ecules are linked by C—H⋯O hydrogen bonds, forming –A–B–A–B– chains along [01-1]. Parallel chains are linked via a weak slipped parallel π–π inter­action [inter-centroid distance = 3.6107 (14) Å] and a short Br⋯O contact [3.183 (2) Å], forming a three-dimensional structure.