Hybrid Iodoperfluoroalkane-Ferrocene Supramolecular Arrays: The Shortest Contacts Iodine Forms with Nitrogen Atoms and Unsaturated Moieties
J. Fluorine Chem. 2004, 125, 629
M. Amati, F. Lelj, R. Liantonio, P. Metrangolo, S. Luzzati, T. Pilati, G. Resnati
Structure of one layer of complex 3b viewed down the a crystallographic axis. Colours are as follows: black, C and H; green, F; blue, N; red, I; violet Fe. Heavy dashed lines represent the n-type halogen bonds involving nitrogen and iodine atoms, thin dashed lines represent the p-type halogen bond involving cyclopentadienyl rings and iodine atoms.
Structure of one layer of complex 3b viewed down the a crystallographic axis. Colours are as follows: black, C and H; green, F; blue, N; red, I; violet Fe. Heavy dashed lines represent the n-type halogen bonds involving nitrogen and iodine atoms, thin dashed lines represent the p-type halogen bond involving cyclopentadienyl rings and iodine atoms.
ABSTRACT
Telechelic diiodoperfluoralkanes self-assemble in solution and in the solid phase with (S)-N,N-dimethyl-1-ferrocenylethylamine. The formed adducts have been characterized by DSC, IR, Raman, 1H and 19FNMR techniques. Single crystal X-ray analysis of one of the obtained adducts shows that perfluorinated and organometallic modules alternate giving rise to infinite one-dimensional (1D) chains. The interacting modules are connected through strong n-type halogen bondings, involving nitrogen and iodine atoms, and weak p-type halogen bondings, involving Cp rings and iodine atoms. Both interactions are the shortest reported to now in their respective classes. Theoretical calculations have been performed to quantify the observed p-type halogen bonding.