Synthesis, X-ray and Quantum Chemical Characterizations Studies on (E)-2- Bromo-4-chloro-6-[(4-chloro-2,5-dimethoxyphenylimino)methyl]phenol Compound

Year 2017, Volume: 30 Issue: 4, 531 - 543, 11.12.2017

CEM CÜNEYT Ersanlı

Abstract

In the present work, new Schiff-base derivative of (E)-2-bromo-4-chloro-6-[(4-chloro-2,5-dimethoxyphenylimino)methyl]phenol,
formula sum is given by C15H12BrCl2NO3
(I), has been synthesized and
characterized by single-crystal X-ray diffraction and density functional theory
(DFT) molecular orbital calculations. The title compound displays O-H…N
intramolecular, weak C-H…O, C-H…Cl intermolecular and a weak π-π stacking
interactions which influence crystal packing. The experimental results were
compared to the theoretical ones, obtained at DFT level. Theoretical electronic
structure calculations of the B3LYP/6-311G(d,p) level were performed optimize
the molecular geometry. The values of the total dipol moment (μ), linear polarizability (α) and the first hyper polarizability (β) of the investigated compound were computed
using B3LYP/6-311G(d,p) calculations. The energetic behaviors of (I) in different solvents were examined
using by time-dependent DFT method by applying the polarizable continuum model.
Mulliken population analysis, frontier molecular orbitals, molecular
electrostatic potential and thermodynamic properties were also calculated.

Keywords

Schiff base, X-ray diffraction, Mullikan population analysis

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