Crystal structure and Hirshfeld surface analysis of (2Z)-N,N-dimethyl-2-(pentafluorophenyl)-2-(2phenylhydrazin-1-ylidene)acetamide


Atioglu Z., AKKURT M. , Shikhaliyev N. Q. , Askerova U. F. , Niyazova A. A. , Mlowe S.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.77, pp.829-838, 2021 (Journal Indexed in ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 77
  • Publication Date: 2021
  • Doi Number: 10.1107/s2056989021007349
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Page Numbers: pp.829-838
  • Keywords: crystal structure, fluorine, hydrogen bonds, pi-pi stacking interactions, SQUEEZE, Hirshfeld surface analysis

Abstract

In the title compound, C16H12F5N3O, the dihedral angle between the aromatic rings is 31.84 (8)degrees. In the crystal, the molecules are linked into dimers possessing crystallographic twofold symmetry by pairwise N-H center dot center dot center dot O hydrogen bonds and weak C-H center dot center dot center dot O hydrogen bonds and aromatic pi-pi stacking interactions link the dimers into a three-dimensional network. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from F center dot center dot center dot H/H center dot center dot center dot F (41.1%), H center dot center dot center dot H (21.8%), C center dot center dot center dot H/H center dot center dot center dot C (9.7%) C center dot center dot center dot C (7.1%) and O center dot center dot center dot H/H center dot center dot center dot O (7.1%) contacts. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015). Acta Cryst. C71, 9-18] in PLATON. The solvent contribution was not included in the reported molecular weight and density.