Experimental and density functional theory (DFT) studies on (E)-2-Acetyl-4-(4-nitrophenyldiazenyl) phenol

A suitable single crystal of (E)-2-Acetyl-4-(4-nitrophenyldiazenyl) phenol, formulated as C14H11N3O4, (I), reveals that the structure is adopted to its E configuration and molecules are linked by CH⋯O hydrogen bonds. The title compound which has been characterized by IR, UV and single crystal X-ray diffraction analysis at 150 K crystallizes in the monoclinic space group C 2/c with a = 12.8640(8) Å, b = 7.3264(3) Å, c = 26.9330(17) Å, α = 90°, β = 93.052(5)°, γ = 90°, Z = 7. The molecular structure and geometry have also been optimized using B3LYP density functional theory method employing the 6-31G (d, p) basis set. To acquire lowest- energy molecular conformation of the title molecule, the selected torsion angle is varied every 10° and molecular energy profile is calculated from −180° to +180°. Furthermore, the molecular electrostatic potential (MEP), frontier molecular orbitals (FMO) analysis, nonlinear optical properties (NLO) and thermodynamic properties for the title molecule are also described from the computational process.