5,5′-(p-Phenyl­ene)di-1H-tetra­zole

Crystals of the title organic compound, C(8)H(6)N(8), were generated in situ through the [2 + 3]-cyclo­addition reaction involving the precursor 1,4-dicyano­benzene and azide in water with Zn(2+) as Lewis acid. The asymmetric unit consists of one half-mol­ecule, and a twofold axis of symmetry passes through the centre of the benzene ring. There is an inter­molecular N—H⋯N hydrogen bond. The mol­ecules are assembled into a three-dimensional supra­molecular framework by π–π stacking inter­actions, with a perpendicular distance of 3.256 Å [centroid–centroid = 3.9731 (8) Å] between two tetra­zole ring planes, and 3.382 Å between the benz­ene ring and tetra­zole ring planes [centroid–centroid = 3.5010 (9) Å].