Synthesis, crystal structure, HF and DFT calculations of 1-(2-chlorobenzyl)-N-(1-(2-chlorobenzyl)-4,5-dihydro-1H-imidazol-2-yl)-1H-benzimidazol-2-amine

YÜKSEKTEPE ATAOL Ç., Caliskan N., GENÇ M., SERVİ S.

CRYSTALLOGRAPHY REPORTS, vol.55, no.7, pp.1188-1193, 2010 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 55 Issue: 7
  • Publication Date: 2010
  • Doi Number: 10.1134/s106377451007014x
  • Journal Name: CRYSTALLOGRAPHY REPORTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1188-1193
  • Keywords: Benzimidazole, IR spectra, crystal structure, HOMO and LUMO energy, DFT and HF calculations
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The titled compound (1), has been synthesized and characterized by IR and (1)H-NMR spectroscopy, and single crystal X-ray diffraction. The compound crystallizes in the triclinic space group P-1. The crystal structure is stabilized by C-HaEuro broken vertical bar pi and aromatic pi-pi interactions. There are also intramolecular N-HaEuro broken vertical bar N and C-HaEuro broken vertical bar N hydrogen bonds in the molecule. The use of quantum chemical calculations to characterise and optimise the choice of material is illustrated by ab initio treatments. Vibrational frequencies and LUMO-HOMO energy difference of 1 have also been investigated by Density functional theory (DFT) and Hartree-Fock (HF) calculations. Calculated frequencies are in good agreement with the corresponding experimental data.