2-Benzoyl-4-chloro-aniline thio-semi-carbazone.

In the title compound, C14H13ClN4S, obtained from a reaction of 2-benzoyl-4-chloro-aniline with thio-semicarbazide in ethanol, the dihedral angle between the aromatic rings is 81.31 (13)°. In the crystal, the mol-ecules are linked by three N-H⋯S hydrogen bonds, forming centrosymmetric rings with set-graph motif R 2 (2)(8) and R 2 (2)(18), and resulting in the formation of a two-dimensional network lying parallel to (010).

1-(5-Bromo-2-oxoindolin-3-yl-idene)thio-semicarbazone.

The title mol-ecule, C9H7BrN4OS, is essentially planar [r.m.s. deviation = 0.066 (2) Å], the maximum deviation from the mean plane through the non-H atoms being 0.190 (3) Šfor the terminal amine N atom. In the crystal, mol-ecules are linked through N-H⋯O and N-H⋯S inter-actions, generating infinite chains along the b-axis direction. In turn, the chains are stacked along the a axis via π-π inter-actions [centroid-centroid distance = 3.470 (2) Å] and further connected by N-H⋯Br inter-actions into a three-dimensional network. An intra-molecular N-H⋯O hydrogen bond is also observed.

1-(5-Bromo-2-oxoindolin-3-yl-idene)-4-phenyl-thio-semicarbazide.

In the title compound, C15H11BrN4OS, the least-squares plane through the 5-bromo-isatin fragment forms a dihedral angle of 13.63 (14)° with the phenyl ring. The mol-ecular conformation features intra-molecular N-H⋯N and N-H⋯O hydrogen bonds. In the crystal, mol-ecules are connected via pairs of N-H⋯O inter-actions into centrosymmetric dimers. Additionally, π-π stacking inter-actions link mol-ecules into chains parallel to the a axis with short C⋯C distances being observed between the phenyl and thio-carbonyl [3.236 (8) Å] groups and between the thio-carbonyl and carbonyl [3.351 (4) Å] groups of stacked mol-ecules.

1-(5-Nitro-2-oxoindolin-3-yl-idene)thio-semicarbazide.

In the title molecule, C(9)H(7)N(5)O(3)S, there is an intramolecular N-H⋯O. The molecule is essentially planar, with the maximum deviation from the mean plane of the 18 non-H atoms being 0.135 (2) Šfor the amine N atom. In the crystal, the molecules are connected via intermolecular N-H⋯O and N-H⋯S hydrogen bonds, forming two-dimensional networks lying parallel to (10[Formula: see text]). They are separated by an interplanar distance of 3.3214 (9) Å, leading to π-π interactions which stabilize the crystal structure.