Abstract
In the crystal of the title compound, C7H5FN4S, the mol-ecules are non-planar, with dihedral angle formed by least-squares planes of tetra-zole and benzene rings of 59.94 (8) °. The crystal packing is formed by N-H⋯S hydrogen bonds, which link the mol-ecules into centrosymmetric dimers with an R 2 2(8) ring motif, and by the offset face-to-face π-π stacking inter-actions between the benzene rings, which join the dimers into layers parallel to (100). The Hirshfeld surface analysis shows that the most important contributions to the surface contacts are from N⋯H/H⋯N (21.9%), S⋯H/H⋯S (21.1%), H⋯H (14.6%), F⋯H/H⋯F (11.8%) and C⋯H/H⋯C (9.5%) inter-actions.
Highlights
In the crystal of the title compound, C7H5FN4S, the molecules are non-planar, with dihedral angle formed by least-squares planes of tetrazole and benzene rings of 59.94 (8)
The crystal packing is formed by N—HÁ Á ÁS hydrogen bonds, which link the molecules into centrosymmetric dimers with an R22(8) ring motif, and by the offset face-to-face – stacking interactions between the benzene rings, which join the dimers into layers parallel to (100)
As a further study of the chemistry of tetrazoles, we report the crystal structure and Hirshfeld surface analysis of the title compound
Summary
Tetrazoles as an important class of five-membered heterocyclic compounds have been known for over a hundred years. The most common synthetic approach to construct tetrazoles, based on the reaction of nitriles with hydrazoic acid, was first discovered by Hantzsch & Vagt (1901). Tetrazole derivatives have found a broad range of applications in medicinal chemistry (Wang et al, 2019; Gao et al, 2019; Arulmozhi et al, 2017), coordination chemistry (Askerov et al, 2018; Askerov et al, 2019a,b; Aromı et al, 2011) and material science (Frija et al, 2010; Lv et al, 2006). Numerous tetrazole-based synthetic compounds such as tomelukast, cefazolin, losartan, valsartan and alfentanil have already been used in medicinal practice. As a further study of the chemistry of tetrazoles, we report the crystal structure and Hirshfeld surface analysis of the title compound.
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