1:1 Complexes of octafluoronaphthalene with trans-stilbene and trans-azobenzene

Molecular complexes of octafluoronaphthalene with catenated chalcogen–nitrogen compounds C6H5–X–NSN–SiMe3 (X=S, Se)

“…The complexes 3 and 4 demonstrate a face-to-face pstacking of the aromatic rings of 1 and 2 with C 10 F 8 featuring some offset of hydrocarbon and fluorocarbon moieties (Figs. [2][3][4] which is typical of the field. The dihedral angle between the planes of the cofacial hydrocarbon and fluorocarbon rings is almost equal to zero in 3 (Fig.…”

“…The majority of the described binary complexes bonded by p-stacking interactions are those between structurally rigid hydrocarbons and fluorocarbons (for selected references, see [2,3] and references therein), examples of the participation of polyheteroatom molecules are rare ( [4] and references therein). In the context of supramolecular chemistry and crystal engineering, it is of obvious interest to investigate how broad the molecular diversity of the compounds involved in the arene-polyfluoroarene p-stacking interactions can be, and whether geometrical matching of the interacting molecules is a significant structural requirement.…”

Preparation of donor–acceptor substituted fluorostilbenes and crystal chemistry of fluorinated (E)-4-(4-halogeno-styryl)-benzonitriles

“…[1][2][3]. It forms crystals showing a typical herringbone pattern with nearly orthogonal oriented planes (79.268).…”

“…crystals containing complementary pairs of molecules, provide an interesting class of materials for understanding intermolecular non-covalent interactions [1]. Some examples such as the cocrystallization of octafluoronaphtalene with trans-stilbene from solutions have been reported recently [2]. We have extended this topic by exploring the formation and structural properties of new co-crystals based on fluorinated (E)-4-(4-halogenostyryl)-benzonitriles and their corresponding H-analogues [3].…”

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

“…Especially, p-stacking interactions between hydrocarbon and fluorocarbon aromatic groups are recognized to be one of the most general supramolecular synthons (for recent publications, see [2][3][4][5][6][7][8][9][10] and references therein) important for both fundamental and applied chemistry. In particular, these Ar H /Ar F interactions are successfully used in the design and synthesis of various advanced functional materials (see representative references given in [2,10b]).…”