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

The title compound, C₁₅H₁₃ClN₄, crystallizes with two independent mol-ecules (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 mol-ecule A, and by 40.02 (10) and 14.18 (10)° in mol-ecule B. The aromatic rings are inclined to one another by 58.77 (9)° in mol-ecule A, and 36.95 (8)° in mol-ecule B. In the crystal, the A and B mol-ecules 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 tetra-mer-like units that stack along the a-axis direction, forming columns, which are in turn linked by C-H⋯π inter-actions, forming layers parallel to the ac plane.