Co(II) and Zn(II) pyrazolyl-benzimidazole complexes with remarkable antibacterial activity

Chkirate K., Karrouchi K., DEGE N., Sebbar N. K., Ejjoummany A., Radi S., ...More

NEW JOURNAL OF CHEMISTRY, vol.44, no.6, pp.2210-2221, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 44 Issue: 6
  • Publication Date: 2020
  • Doi Number: 10.1039/c9nj05913j
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Biotechnology Research Abstracts, Chimica, EMBASE, DIALNET, Index Chemicus (IC)
  • Page Numbers: pp.2210-2221
  • Ondokuz Mayıs University Affiliated: Yes


Three mononuclear coordination complexes of 1-butyl-2-((5-methyl-1H-pyrazol-3-yl)methyl)-1H-benzimidazole (L), namely [CoL]Cl-2 (C1), [Co2L2]Cl-2 center dot H2O (C2) and [Zn2L2]Cl-2 (C3), have been synthesized and characterized spectroscopically. Their single-crystal X-ray diffraction analysis revealed that C1 and C2 display pseudopolymorphism. The presence of N-H center dot center dot center dot Cl and C-H center dot center dot center dot Cl hydrogen bonding in the crystal structure of C1 and C3 assists the formation of a 2D hydrogen bonded sheet and orthogonal packing [2D sheet + a pair of 1D chains], respectively, leading to supramolecular structures. A combination of N-H center dot center dot center dot Cl, C-H center dot center dot center dot Cl, O-H center dot center dot center dot Cl, and C-H center dot center dot center dot O interactions results however in a 2D corrugated hydrogen bonded sheet with inclusion of water molecules in C2. Hirshfeld surface analysis confirms that hydrogen bonding and pi-stacking contacts stabilize the crystal structures. These metal complexes display good performance towards their antimicrobial activity against Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus. In particular a normalized minimum inhibitory concentration as low as 6.25 mu g mL(-1) for the bacterial strains was recorded for C2. Its structure-bioactivity correlation is discussed in detail.