In the title compound, C9H10N4O2·H2O, the oxime unit has an E configuration, and an intra­molecular N—H⋯N hydrogen bond results in the formation of a planar five-membered ring, which is oriented with respect to the aromatic ring at a dihedral angle of 74.82 (17)°. In the crystal structure, inter­molecular O—H⋯O and N—H⋯O hydrogen bonds link the mol­ecules and R 2 2(8) ring motifs are apparent.

In the mol­ecule of the title compound, C14H13NO2, the two aromatic rings are oriented at a dihedral angle of 0.78 (20)°; with the exception of two methyl H atoms the mol­ecule is essentially planar. The intra­molecular O—H⋯N hydrogen bond results in the formation of a non-planar, six-membered ring, which adopts a flattened-boat conformation. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds link the mol­ecules to form parallel networks. There is a C—H⋯π contact between the methyl group and the benzene ring. A π–π contact between the benzene and phenyl rings [centroid–centroid distance = 4.681 (5) Å] is also observed.

In the title thio­semicarbazone derivative, C9H10N4OS·H2O, intra­molecular N—H⋯N hydrogen bonds result in the formation of two nearly coplanar five- and six-membered rings, which are also almost coplanar with the adjacent phenyl ring. The oxime group has an E configuration and is involved in inter­molecular O—H⋯O hydrogen bonding as a donor. In the crystal structure, intra­molecular O—H⋯S and N—H⋯N and inter­molecular O—H⋯O and N—H⋯S hydrogen bonds generate edge-fused R 2 2(8) and R 4 1(11) ring motifs. The hydrogen-bonded motifs are linked to each other to form a three-dimensional supra­molecular network.