Crystal structure of 5-chloro-N1-(5-phenyl-1H-pyrazol-3-yl)benzene-1,2-di­amine

The title compound, C15H13ClN4, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit, which are far from planar as a result of steric repulsion between the rings. The benzene and phenyl rings are inclined to the central pyrazole ring by 46.64 (10) and 17.87 (10)° in mol­ecule A, and by 40.02 (10) and 14.18 (10)° in mol­ecule B. The aromatic rings are inclined to one another by 58.77 (9)° in mol­ecule A, and 36.95 (8)° in mol­ecule B. In the crystal, the A and B mol­ecules are linked by two pairs of N—H⋯N hydrogen bonds forming A–B dimers. These are further linked by a fifth N—H⋯N hydrogen bond, forming tetra­mer-like units that stack along the a-axis direction, forming columns, which are in turn linked by C—H⋯π inter­actions, forming layers parallel to the ac plane.