Title of article
Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione
Author/Authors
Askerov, Rizvan K. Organic Chemistry Department - Baku State University, Azerbaijan , Maharramov, Abel M. Organic Chemistry Department - Baku State University, Azerbaijan , Khalilov, Ali N. Organic Chemistry Department - Baku State University, Azerbaijan , Akkurt, Mehmet Department of Physics - Faculty of Sciences - Erciyes University, Turkey , Akobirshoeva, Anzurat A. Acad. Sci. Republ. Tadzhikistan - Kh. Yu. Yusufbekov Pamir Biol. Inst., Tajikistan , Osmanov, V. K. Nizhny Novgorod State Technical University n.a. R.E. Alekseev, Russian Federation , Borisov, A. V. Nizhny Novgorod State Technical University n.a. R.E. Alekseev, Russian Federation
Pages
9
From page
1
To page
9
Abstract
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—H⋯S hydrogen bonds, which link the molecules into centrosymmetric dimers with an R22(8) ring motif, and by the offset face-to-face π–π stacking interactions 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%) interactions.
Keywords
hydrogen bonding , π–π stacking interactions , 1H-tetrazole-5-thione ring , cycloaddition products , crystal structure
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2020
Record number
2623498
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