Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromophenyl)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]diazene

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AKKURT M., YILDIRIM S., Shikhaliyev N. Q., Mammadova N. A., Niyazova A. A., Khrustalev V. N., ...More

Acta Crystallographica Section E: Crystallographic Communications, vol.78, pp.732-736, 2022 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 78
  • Publication Date: 2022
  • Doi Number: 10.1107/s205698902200620x
  • Journal Name: Acta Crystallographica Section E: Crystallographic Communications
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.732-736
  • Keywords: crystal structure, non-covalent interactions, C-H center dot center dot center dot Br interactions, C(8) chains, Hirshfeld surface analysis, HYDROGEN-BONDS, HALOGEN
  • Kayseri University Affiliated: No


© 2022 Published under a CC BY 4.0 licence.The molecule of the title compound, C14H8Br3N3O2, consists of three almost planar groups: the central dibromoethenyldiazene fragment and two attached aromatic rings. The mean planes of these rings form dihedral angles with the plane of the central fragment of 26.35 14;(15) and 72.57 14;(14)° for bromine-and nitro-substituted rings, respectively. In the crystal, C-H⋯Br interactions connect molecules, generating zigzag C(8) chains along the [100] direction. These chains are linked by C-Br⋯π interactions into layers parallel to (001). van der Waals interactions between the layers aid in the cohesion of the crystal packing. The most substantial contributions to crystal packing, according to a Hirshfeld surface analysis, are from Br⋯H/H⋯Br (20.9%), C⋯H/H⋯C (15.2%), O⋯H/H⋯O (12.6%) and H⋯H (11.7%) contacts.