Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo-spiro[indoline-3,4′-pyran]-5′-carboxylate

The crystal used for structure determination contained, along with the title compound, C17H14BrN3O4, an admixture [0.0324 (11)] of its 7-bromo isomer. The 2,3-dihydro-1H-indole ring system is nearly planar, while the conformation of the 4H-pyran ring is close to a flattened boat. The mean planes of these fragments form a dihedral angle of 86.67 (9)degrees. The carboxylate group lies near the plane of 4H-pyran, its orientation is stabilized by an intramolecular C-H center dot center dot center dot O contact. In the crystal, the molecules are connected into layers by N-H center dot center dot center dot N and N-H center dot center dot center dot O hydrogen bonds. The most important contributions to the crystal packing are from H center dot center dot center dot H (33.1%), O center dot center dot center dot H/H center dot center dot center dot O (16.3%), N center dot center dot center dot H/H center dot center dot center dot N (12.1%), Br center dot center dot center dot H/H center dot center dot center dot Br (11.5%) and C center dot center dot center dot H/H center dot center dot center dot C (10.6%) interactions.