Syntheses, crystal structures and Hirshfeld surface analyses of (E)-1-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]-2-phenyldiazene and (E)-1-(4-chlorophenyl)-2-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]diazene

Shikhaliyev N. Q., Mammadova N., Atakishiyeva G. T., Huseynova P. A., Babayeva G. V., Mirzayeva G. A., ...Daha Fazla

Acta Crystallographica Section E: Crystallographic Communications, cilt.82, ss.156-162, 2026 (ESCI, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 82
  • Basım Tarihi: 2026
  • Doi Numarası: 10.1107/s2056989026000137
  • Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
  • Sayfa Sayıları: ss.156-162
  • Anahtar Kelimeler: C-Cl· · ·π interactions, C-H· · ·π interactions, crystal structure, Hirshfeld surface analysis, van der Waals interactions
  • Erciyes Üniversitesi Adresli: Evet

Özet

The crystal structures and Hirshfeld surface analyses of two similar azo compounds are reported. (E)-1-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]-2-phenyldiazene, C16H14Cl2N2O2, (I), crystallizes in space group P21/c with Z = 4, and (E)-1-(4-chlorophenyl)-2-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]diazene, C16H13Cl3N2O2, (II), in the space group P1 with Z = 4. In the crystal structure of (I), the molecules form layers parallel to the (010) plane through C-H· · ·π and C-Cl· · ·π interactions and van der Waals interactions between these layers consolidate the packing. There are two symmetry-independent molecules in the asymmetric unit of (II). In the crystal, molecules are connected by C-H· · ·O and C-H· · ·Cl hydrogen bonds, forming a three-dimensional network. C-Cl· · ·π interactions also contribute to the packing. The intermolecular contacts in the crystals (I) and (II) were analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots.