Crystal structure of 13-phenyl-2,3,4,13-tetrahydro-1H-indazolo[1,2-b] phthalazine-1,6,11-trione

The title compound, C21H16N2O3, consists of an indazolone moiety, bearing a phenyl group, fused to a phthalazine ring system (r. m. s. deviation = 0.018 angstrom). The phenyl ring is almost normal to the mean plane of the five-membered ring of the indazolone moiety, making a dihedral angle of 89.64 (7)degrees. The six-membered ring of the indazolone moiety has an envelope conformation, with the central methylene C atom as the flap. In the crystal, molecules are linked via C-H center dot center dot center dot O hydrogen bonds, forming slabs parallel to the bc plane. The slabs are linked via C-H center dot center dot center dot pi and pi-pi interactions [the shortest intercentroid distance involving rings of pyrazolophthalazine moieties is 3.6430 (8) angstrom], forming a three-dimensional structure.