The title compound, C13H11N3O2S, was prepared by reaction of 2-nitro­benzenamine, KOH and 1-isothio­cyanato­benzene in an ethanol solution at room temperature. The dihedral angles formed between the thiourea plane and the phenyl rings are 61.9 and 31.0°. The dihedral angle between the two phenyl rings is 78.1°. In the crystal structure, there are weak inter­molecular N—H⋯S and C—H⋯S hydrogen-bonding inter­actions.

In the title compound, C12H12N2O2S, there are S—H⋯N and N—H⋯O hydrogen-bond inter­actions. The N—H⋯O hydrogen bond is bifurcated, with the hydrogen being simultaneously donated to two equivalent O atoms, forming one intra- and one inter­molecular N—H⋯O bond with an R 1 2(4) motif. The motif of the S—H⋯N hydrogen bond is R 2 2(12).

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In the title compound, C20H17N3, there are four mol­ecules in the asymmetric unit. The dihedral angles between the indolizine ring system and the pyridyl ring are 6.6 (2), 7.4 (1), 4.0 (1) and 10.1 (4) in the four molecules. There are no further important differences between the independent molecules. In each molecule, there is an intra­molecular C—H⋯N hydrogen bond. The whole structure is stabilized by N—H⋯π and C—H⋯π inter­actions.