Polyamines. I. Spectroscopic properties of N,N-bis-(phthalimidopropyl)-N-propylamine and supramolecular interactions in its crystals

✍ Scribed by Bogumił Brycki; Iwona Kowalczyk; Justyna Werner; Teresa Borowiak; Irena Wolska

• Publisher: Elsevier Science
• Year: 2006
• Tongue: English
• Weight: 290 KB
• Volume: 791
• Category: Article
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2006.01.023

✦ Synopsis

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/p, p/p or CaO/CaO interactions operate in this case. Also the supramolecular structure is stabilized by weak C-H/O and C-H/p 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.