Halogen Bonding between Thiocarbonyl Compounds and 1,2- and 1,4-Diiodotetrafluorobenzenes

The halogen bonding (XB) between 1,2-diiodotetrafluorobenzene (1,2-DITFB) or 1,4-diiodotetrafluorobenzene (1,4-DITFB) and the selection of different thiocarbonyl acceptors was studied by single-crystal X-ray diffraction method. Diiodotetrafluorobenzenes (DITFBs) were found to form C-I···S halogen-bonded 1:1, 2:1, 1:2 (donor/acceptor ratio) complexes with thiocarbonyls. Lengths contacts be clearly shorter than sum van der Waals radii iodine sulfur as well contact angles showed values close linear, so XB interactions could verified. One atom ability accept one, two, four interactions, acceptor angle can vary more 35°. Solid-state packing thiocarbonyl-XB greatly affected size type used. Halogen hydrogen cooperativity in some if used suitable both bonds. Here, we present 19 new structures these complexes, which rather easily prepared mixing components solutions letting them crystallize loosely sealed tubes. Computational analysis carried out for N,N′-dimethylthiourea supported very closely findings experimental study.