Spectroscopic properties of N-n-butyltetrachlorophthalimide and supramolecular interactions in its crystals

Article abstract of DOI:10.1016/j.molstruc.2006.10.002

A number of N-n-alkyltetrachlorophthalimides has been synthesized and N-n-butyltetrachlorophthalimide has been characterized by X-ray diffraction, FT-IR and NMR spectroscopy. Also B3LYP and DFT calculations have been carried out. The optimized bond lengths, bond angles and torsion angles calculated by B3LYP/6-31G(d,p) approach have been compared with the X-ray data. The screening constants for ¹³C and ¹H atoms have been calculated by the GIAO/B3LYP/6-31G(d,p) approach and analyzed. Linear correlations between the experimental ¹H and ¹³C chemical shifts and the computed screening constants have been obtained which confirm the optimized geometry. In the supramolecular structure halogen bonds and intermolecular Cl?Cl interactions have been found as the main driving force which connects molecules into centrosymmetric tapes and planar sheets.