Structural characterization of N,N′-bis(2-methoxyethyl) -4,5-bis(2,4,6-trimethylphenyl)imidazolinium hexafluorophosphate

The crystal and molecular structure of the N,N′-bis(2-methoxyethyl)- 4,5-bis(2,4,6-trimethylphenyl)- imidazolinium hexafluorophosphate, which is the first example of 1,3- and 4,5-disubstituted imidazolinium salts, have been determined and characterized by X-ray single crystal diffraction technique, 1 H, 13 C, 31 P and 19 F NMR spectroscopy. The compound, C 27 H 39 N 2 O 2 + ·PF 6 - , crystallizes in the orthorhombic space group Pba2 with a = 15.8139(4) Å, b = 22.9346(7) Å, c = 8.069(3) Å. Two charge-assisted C-H⋯F type crystal packing interactions between the imidazolinium C-H bonds and the F atoms of hexafluorophosphate counteranions build up zigzag chains along a-axis of the unit cell and indicate that the C-H bonds of the imidazolinium ring are also polarized. In addition, the title salt was modeled by DFT calculations in order to verify charge transfer mechanism observed in its imidazolinium ring. © 2007 Springer Science+Business Media, LLC