Synthesis, structural studies, Hirshfeld surface analysis, and molecular docking studies of a thiophene-based Schiff base compound

Kansiz S., Azam M., Basılı T., Meral S., Aktas F. A., Yesilbag S., ...Daha Fazla

JOURNAL OF MOLECULAR STRUCTURE, cilt.1265, 2022 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1265
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1016/j.molstruc.2022.133477
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Anahtar Kelimeler: Thiophene derivative, DFT, Single-crystal structure, Hirshfeld surface analysis, Molecular docking, COMPARATIVE DNA-BINDING, BIOLOGICAL EVALUATION, FT-IR, COMPLEXES, CU(II), NI(II), CO(II), XRD
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

A novel nitrothiophene derivative, (( Z )- N -(4-nitrophenyl)-1-(5-nitrothiophen-2-yl)ethan-1-imine, NNPEI, was synthesized by a condensation reaction and characterized by FT-IR, UV-Vis., 1 H-NMR and 13 C-NMR spectroscopy, and single-crystal X-ray crystallography. The structure was further confirmed by theoretical studies using the DFT/B3LYP method with LanL2Z basis set. The experimental results agree well with the findings of theoretical studies. The chemical reactivity and kinetic stability of molecular compounds are determined using the molecular frontier orbitals, HOMO and LUMO. Hirshfeld surface analysis was used to measure different interactions, revealing that the main contributions to the crystal packing come from the interactions O ...H/H ...O (42%), C ...H/H ...C (9.5%), H ...H (8.9%), S ...H/H ...S (7.9%) and N ...H/H ...N (6.3%). Furthermore, molecular docking was used to investigate the binding interactions between MCL1 and NNPEI to choose possible conformation.