Crystal Structure and Conformational Analysis of 4-[(p-N,N-Dimethylamino)Benzylidene]-2-Phenyloxazole-5-One

Abstract

Molecular and crystal structure of 4-[(p-N,N-dimethylamino)benzylidene]-2-phenyloxazol-5-one, C₁₈H₁₆N₂O₂, have been determined by single crystal X-ray diffraction study. The title compound is monoclinic, with a = 12.1704(23) Å, b = 3.9810(5) Å, c = 30.9603(56) Å, β = 101.176(15)°, Z = 4, D _x = 1.32 g/cm³, μ(Mo Kα) = 0.087 mm⁻¹, and space group is P12₁/c1. The structure was solved by direct methods and refined to a final R = 0.047 for 3166 reflections with I > 2σ(I). The crystal structure is stabilized by C–H⋯O and C–H⋯N type intra-molecular, C–H⋯O type inter-molecular interactions. To enlighten the flexibility and the geometric isomerism (E or Z) of the title compound, the selected torsion angle is varied from −180 to 180° in every 10° separately and molecular energy profile is calculated and analyzed.

Graphical Abstract

Molecular and crystal structure of 4-[(p-N,N-dimethylamino)benzylidene]-2-phenyloxazole-5-one, C₁₈H₁₆N₂O₂, have been determined by single crystal X-ray diffraction study, and then conformational analysis of the title molecule with respect to the selected torsion angle has been achieved by DFT using B3LYP hybrid functional.