Crystal structure of 11-[4-(hex­yloxy)phen­yl]-1,2,4-triazolo[4,3-a][1,10]phenanthroline

The title compound, C(25)H(24)N(4)O, was prepared from 2-chloro­phenanthroline and hexyl­oxyphenyl­tetra­zole. The main difference between the two independent mol­ecules (A and B) in the asymmetric unit is the orientation of the all-anti-configured hex­yloxy chain: in A the C—O—C—C torsion angle is 175.9 (2)° whereas it is −88.3 (3)° in B. The benzene substitution in the bay of the triazolophenanthroline results in a helical distorsion of the heterocyclic core, the dihedral angles between the mean planes formed by quinoline and benzotriazole ring systems are 13.73 (9) for mol­ecule A and 14.87 (8)° for B. The dihedral angles between the triazole ring and the attached benzene ring are 45.87 (15) in A and 53.93 (14)° in B. The angular annulation of four rings and the benzene substituent results in a helical distortion of the aromatic framework. The crystal is formed from layers composed of centrosymmetric pairs of A (2), B (2) mol­ecules with inter­digitating alkyl chains.