title: Se···N chalcogen bond and Se···X halogen bond involving F2C═Se: influence of hybridization, substitution, and cooperativity.
abstract: Quantum-chemical calculations have been performed for the chalcogen- and halogen-bonded complexes of F2CSe with a series of nitrogen bases (N2, NCH, NH3, NHCH2, NCLi, and NMe3) and dihalogen molecules (BrCl, ClF, and BrF), respectively. Both types of interactions are mainly driven by the electrostatic and orbital interactions. The chalcogen bond becomes stronger in the order of NCH (sp) < NH3 (sp(3)) < NHCH2 (sp(2)), showing some inconsistence with the electronegativity of the hybridized N atom. The Li and methyl groups have an enhancing effect on the strength of chalcogen bond; however, the former is jointly achieved through the electrostatic and orbital interactions, whereas the orbital interaction has dominant contribution to the latter enhancement. The halogen bond with F2CX (X = O, S, Se) as the electron donor is stronger for the heavier chalcogen atom, exhibiting a reverse dependence on the chalcogen atom with that in hydrogen bonds. The halogen bond is further strengthened by the presence of chalcogen bond in the ternary complexes. In addition, CSD research confirms the abundance of Se···N interaction in crystal materials.
authors: †The Laboratory of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, People's Republic of China.
authors: Xin
authors: X
authors: Guo
authors: ‡College of Life Science, Yantai University, Yantai 264005, People's Republic of China.
authors: Xiulin
authors: X
authors: An
authors: †The Laboratory of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, People's Republic of China.
authors: Qingzhong
authors: Q
authors: Li
mesh_terms: D002244:Carbon / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D011789:Quantum Theory; D012643:Selenium / Q000737:chemistry*
chemical_list: D006219:Halogens; D002244:Carbon; D012643:Selenium; D009584:Nitrogen; D010100:Oxygen