Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione


Askerov R. K. , Maharramov A. M. , Khalilov A. N. , AKKURT M. , Akobirshoeva A. A. , Osmanov V. K. , ...More

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.76, pp.1007-1015, 2020 (Journal Indexed in ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 76
  • Publication Date: 2020
  • Doi Number: 10.1107/s2056989020007033
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Page Numbers: pp.1007-1015

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)degrees. The crystal packing is formed by N-H center dot center dot center dot S hydrogen bonds, which link the molecules into centrosymmetric dimers with an R-2(2)(8) ring motif, and by the offset face-to-face pi-pi 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 center dot center dot center dot H/H center dot center dot center dot N (21.9%), S center dot center dot center dot H/H center dot center dot center dot S (21.1%), H center dot center dot center dot H (14.6%), F center dot center dot center dot H/H center dot center dot center dot F (11.8%) and C center dot center dot center dot H/H center dot center dot center dot C (9.5%) interactions.