(r*)-1-benzyl-3-(2-hydroxyphenyl)indoline-2-one

The title compound, C21H17NO2, crystallizes with two independent molecules (A and B) in the asymmetric unit. The indoline ring system is almost planar in both molecules (r.m.s. deviations = 0.020 and 0.024 Å for molecules A and B, respectively). The benzyl and phenol rings are inclined to the indole ring system by 80.39 (12) and 68.39 (12)° in molecule A, and by 79.90 (13) and 74.88 (10)° in molecule B. The aryl rings are inclined to one another by 33.30 (14) and 30.62 (14)° in molecules A and B, respectively. In the crystal, A molecules are linked by pairs of O—H...O hydrogen bonds, forming inversion dimers. The same situation is observed for the B molecules and both sets of inversion dimers enclose R22(14) ring motifs. These dimers stack along the a-axis direction and are linked by offset π–π interactions [intercentroid distance = 3.6802 (13) Å] involving A and B indole ring systems, forming layers parallel to the ab plane.