Charge-transfer complexes of iodoform with 1,4-dioxane, -dithiane, and -diselenane: Theoretical electron density and energy decomposition analysis

A photoexcited halogen-bonded EDA complex of the thiophenolate anion with iodobenzene for C(sp3)–H activation and thiolation

“…2c , the S − ⋯I interactions had a distance d of 3.46 Å which was shorter than the sum of van der Waals radii of the two interacting atoms (3.78 Å). 25 Thus the S − ⋯I interactions should be responsible for the production of the EDA complex. The calculated angle θ of Ar–I⋯S was 178.7°, indicating that the interactions were highly directional along the extension of the covalent Ar–I bond and were in good agreement with the nature of halogen bonding.…”

A general electron donor–acceptor complex for photoactivation of arenes via thianthrenation

“…In the equilibrium structure, the distance d of the N / S interactions was 2.26 Å, shorter than the summed van der Waals radii of the two interacting atoms (3.78 Å). 24 The binding energy was calculated to be 3.73 kcal mol −1 , implying a feasible interaction between the arylthianthrenium salt 2 and DABCO. The low energy gap (0.64 eV) between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) indicated a favorable electron-transfer process under visible light irradiation.…”

Controllable Orientation of Ester-Group-Induced Intermolecular Halogen Bonding in a 2D Self-Assembly

“…The direction of intermolecular interaction is along C-X bond toward the lone pair of oxygen atom, which is in agreement with the observation in C-Cl•••O=C halogen bonding. 14,15…”