Crystal structure of 1,4-bis-[5-(2-meth-oxy-phen-yl)-2 H-tetra-zol-2-yl]butane

Acta Crystallogr E Crystallogr Commun. 2019 Nov 8;75(Pt 12):1844-1847. doi: 10.1107/S2056989019014877. eCollection 2019 Dec 1.

Abstract

The title compound, C20H22N8O2, was synthesized by the coupling reaction of a sodium tetra-zolate salt and di-bromo-butane in a molar ratio of 2:1. The reaction can produce several possible regioisomers and the title compound was separated as the major product. The X-ray crystallographic study confirmed that the title compound crystallizes in the monoclinic P21/c space group and possesses a bridging butyl-ene group that connects two identical phenyl tetra-zole moieties. The butyl-ene group is attached not to the first but the second nitro-gen atoms of both tetra-zole rings. The dihedral angles between the phenyl groups and the adjacent tetra-zolyl rings are 5.32 (6) and 15.37 (7)°. In the crystal, the mol-ecules form centrosymmetric dimers through C-H⋯O hydrogen bonds between a C-H group of the butyl-ene linker and the O atom of a meth-oxy group.

Keywords: bis-tetra­zol­yl; crystal structure; meth­oxy­lphenyl tetra­zole; tetra­zole.

Grants and funding

This work was funded by National Research Foundation of Korea grants 2016R1D1A1B03930507, 2019R1A2C1001989, and 2015R1A4A1041036.