Synthesis, spectral studies, molecular structure determination by single crystal X-ray diffraction of (E)-1-(((3-fluoro-4-morpholinophenyl)imino)methyl)napthalen-2-ol and computational studies by Austin model-1(AM1), MM2 and DFT/B3LYP

Abstract

(E)-1-(((3-fluoro-4-morpholinophenyl)imino)methyl)napthalen-2-ol (1) has been synthesized and its computational investigations have been carried out through semi-empirical Austin Model-1 (AM1), SCF-MM2 and DFT/B3LYP methods in relation to its solid state molecular structure determined by single-crystal X-ray diffraction to correlate structural parameters in the gaseous state under vacuum to empirical those of the molecule in its crystalline solid state. The compound is reported to crystallize in monoclinic system in space group P21/n with crystal data as a = 15.1589(12) A, b = 7.4349(5) A, c = 15.4287(13) A, β = 98.340(4), V = 1720.5(2) A3, Z = 4, density = 1.353 Mg/m3, F (000) = 736, T = 296(2) K, obtained through reflections collected/unique = 13,631/4112. The shifts in various relevant bond lengths, bond angles, dihedral angles, etc. under AM1, B3LYP and MM2 treatments are discussed. (E)-1-(((3-fluoro-4-morpholinophenyl)imino)methyl)napthalen-2-ol has been synthesized and its structural aspects in its solid state obtained by single crystal XRD have been compared with those in its gas phase evaluated by Austin Model-1 under AM1, DFT/B3LYP and ChemSoft’s ChemDraw Pro under MM2 Calculations.