Unexpectedly low affinity of aromatic disulfides for π-stacking interactions of the arene–polyfluoroarene type

Effect of hydrogen bonds and π⋯π interactions on the crystallization of phenyl-perfluorophenyl amides: understanding the self-organization of a cocrystal

“…The normalized contact area (NC M1⋯MN ) and stabilizing energy (NG M1⋯MN ) were determined by eqn (4) and (5), respectively. The percentage contribution of the normalized topological and energetic (N CG %) and the NG/NC ratio for each stage were determined by eqn ( 6) and (7), respectively. The G AI(X⋯Y) contribution for each interaction of the atom⋯atom (X⋯Y) component of an interaction M1⋯MN can be calculated from the fractionation of G M1⋯MN based on electron density (ρ BCP ) at the bond critical point (BCP) that is provided by QTAIM analysis (eqn ( 8)).…”

“…2,3 In particular, cocrystals containing phenyl-perfluorophenyl recognition have received special attention. In addition to investigating specific arenepolyfluoroarene compounds, [4][5][6] the phenyl-perfluorophenyl stacking has been used in the presence of functional groups such as disulfides, 7 imines, 8 olefinic compounds, [9][10][11] halogen substitutions, 12,13 ketones, 14 carboxylic acids, 15 carboxylic acids-amides, 16 and carboxylic acids-imines. 17 The crystal packing of the structures mentioned in the literature generally exhibit donor-acceptor interactions, where the authors highlight the aryl directionality or cooperation with other strong interactions between the mains dimers.…”