(2E)-2-{[3-Methyl-5-(2-naphthyloxy)-1-phenyl-1H-pyrazol-4-yl]methylidene}hydrazinecarbothioamide monohydrate

Abstract

In the title compound, C22H19N5OS·H2O, the naphthalene ring system and the benzene ring [dihedral angle = 85.19 (8)°] make dihedral angles of 87.02 (9) and 14.41 (10)°, respectively, with the pyrazole ring. The mean plane through the 2-methylenehydrazinecarbothioamide group [C—N—N—C(=S)—N; maximum deviation = 0.022 (1) Å] is slightly twisted from the pyrazole ring [dihedral angle = 5.60 (11)°]. In the crystal, molecules are linked by N—H...S, N—H...O, O—H...S, O—H...N and C—H...S hydrogen bonds into sheets parallel to the ab plane. π–π interactions are also observed [centroid-to-centroid distances = 3.7778 (12) and 3.7010 (12) Å].