Structural Properties and Quantum Chemical Analysis on a New Chalcone Derivative of (E)-3-(4-bromophenyl)-1-(4-fluorophenyl)prop-2-en-1-one

The molecular structure of (E)-3-(4-bromophenyl)-1-(4-fluorophenyl)prop-2-en-1-one (C₁₅H₁₀BrFO) was successfully synthesized and crystallized in the monoclinic system of P2₁/c space group. The unit cell dimensions are: a = 27.795 (3) Å, b = 3.9690 (4) Å, c = 11.3703 (11) Å, α = 90°, β = 93.290 (2)°, γ = 90° and Z = 4. The physical properties of this compound were characterized by ¹H and ¹³C Nuclear Magnetic Resonance (NMR) and UV-Vis spectroscopic methods. The molecular structure and crystal packing of the compound was structurally determined via single crystal X-ray diffraction method. Quantum chemical investigations have been employed to investigate the structural and spectral properties where the molecular geometry parameters obtained were further optimized by density functional theory (DFT) using B3LYP/6-311G++(d, p) basis set in the ground state. The optimized structure was used to calculate the geometrical parameters and chemical shifts of the title compound. TD-DFT/B3LYP method has been carried out to obtain electronic properties and HOMO-LUMO energy gap. There was a slight discrepancy between the experimental and theoretical results obtained due to the different environmental state in which the compounds were analyzed.