Crystal structure of (2-hydroxy-5-methylphenyl)(3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)methanone

In the title compound, C21H17N3O2, the 2-hydroxy-5-methylphenyl ring and the phenyl ring are inclined to the mean plane of the pyrazolopyridine moiety (r.m.s. deviation = 0.013 Å) by 52.89 (9) and 19.63 (8)°, respectively, and to each other by 42.83 (11)°. In the molecule, there are intramolecular O—H...O and C—H...N hydrogen bonds, both enclosing an S(6) ring motif. In the crystal, molecules stack along the c-axis direction, forming columns within which there are a number of π–π interactions [the inter-centroid distances vary from 3.5278 (10) to 3.8625 (10) Å]. The columns are linked by C—H...π interactions, forming slabs parallel to (100)