Intermolecular interactions in the crystal structures of substituted tetrazolones

Abstract

This manuscript reports crystallographic data on 1-(3-methoxyphenyl)-1H-tetrazol-5(4H)-one (2a), 1-(4-methoxyphenyl)-1H-tetrazol-5(4H)-one (2b), 1-(3-methoxyphenyl)-4-methyl-1H-tetrazol-5(4H)-one (3a) and 1-(4-methoxyphenyl)-4-methyl-1H-tetrazol-5(4H)-one (3b). 2a and 2b associate in the solid-state to form dimers through the formation of hydrogen bonds. There are no strong structure-directing interactions present in the crystal lattices of 3a and 3b, and packing in these molecules is attributed to weak electrostatic interactions of the type N⋯H–C and C–H⋯π. The analyses of the structural parameters show that there is some degree of electron delocalization in the heterocyclic ring.