Schiff Base N-(5-Chlorosalicylidene) Aniline, a Novel Antifungal Agent: Insights from Crystallographic Analysis, Semi Empirical and Molinspirations Calculations

摘要

The single crystals of a Schiff base, N-(5-chlorosalicylidene) aniline suitable for X-ray diffraction were grown by slow evaporation from its ethanol solution. The geometrical, supramolecular features, energetics and biological activity of the title compound were analysed through a combined experimental and theoretical approach. The compound crystallizes in orthorhombic system with the space group Pca21. The unit cell parameters area=12.391 (6) ?, b=4.5223 (18) ?, c=19.514 (8) ?, α=β=γ=90.00°. V=1093.5 (8) ?3, Z=4, Dx=Mg m-3 and μ=0.32 mm-1. The crystal packing is mainly stabilized by dispersion forces from short H…H contacts. Also an intramolecular N-H…O hydrogen bonding is observed. For the optimised geometry, the HOMO-LUMO energy gap (7.071 eV) reflects the chemical activity. The compound is expected to have moderate hydrophilicity and hydrophobicity. Hence, have moderate permeability across cell membrane. Bioactivity scores suggest weakly bioactive nature of the compound.