B. Brycki, I. Kowałczyk, Justyna Werner
Jun 19, 2006
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Influential Citations
26
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract A new derivative of polyamine, N , N -bis-(phthalimidopropyl)- N -propylamine ( 1 ) has been synthesized and its structure studied by X-ray diffraction, FTIR, Raman, 1 H and 13 C NMR spectroscopies. The B3LYP and DFT calculations have been carried out. The molecular structure of N , N -bis-(phthalimidopropyl)- N -propylamine ( 1 ) presents the first case of a folded conformation for this group of compounds which is stabilized by an intramolecular hydrogen bond C–H⋯O. Neither C–H⋯π, π⋯π or C O⋯C O interactions operate in this case. Also the supramolecular structure is stabilized by weak C–H⋯O and C–H⋯π hydrogen bonds. The optimized bond lengths as well as bond angles for 1 calculated by B3LYP/6-31G(d,p) approach are compared with the X-ray data. The screening constants for 13 C and 1 H atoms have been calculated by the GIAO/B3LYP/6-31G(d,p) approach and analyzed. Linear correlations between the experimental 1 H and 13 C chemical shifts and the computed screening constants have been obtained.