caa a22 4500 605510989 CHVBK 20210128100648.0 cr unu---uuuuu 210128e20150601xx s 000 0 eng 10.1007/s00894-015-2701-6 doi (NATIONALLICENCE)springer-10.1007/s00894-015-2701-6 Dual functions of Lewis acid and base of Se in F2C=Se and their interplay in F2CSe•••NH3•••HX [Elektronische Daten] [Xin Guo, Qingzhong Li] High-level quantum chemical calculations of the ternary systems F2CSe∙∙∙NH3∙∙∙HX (X=BeH, BH2, OH, CN, OCH3, Cl, and F) and the corresponding binary systems have been carried out in view of geometries, vibrational frequencies, interaction energies, orbital interactions, and electron densities. The molecular electrostatic potentials of F2CSe demonstrate that the Se atom could play a dual role of Lewis acid and base to form a chalcogen bond with NH3 and a hydrogen bond or a covalent interaction with HX, respectively. The chalcogen bond can compete with the hydrogen bond for the complexes involving F2CSe, but the covalent interaction is far stronger than the chalcogen bond. In the ternary complexes, both types of interactions are strengthened by each other, characterized by a shorter binding distance, a larger electron density, and a stronger orbital interaction. The covalent interaction has a greater enhancing effect on the chalcogen bond than the hydrogen bond does, resulting in a prominent shortening of ~0.23Å distance for the Se∙∙∙N distance in F2CSe∙∙∙NH3∙∙∙BH3. The enhancement of both interactions in the ternary complexes has been understood with the electrostatic potentials and orbital interactions. Graphical Abstract The dual functions of Lewis acid and base of Se in F2CSe are enhanced each other in the ternary complexes Springer-Verlag Berlin Heidelberg, 2015 Chalcogen bond nationallicence Covalent interaction nationallicence Dual functions nationallicence Hydrogen bond nationallicence Interplay nationallicence Guo Xin The Laboratory of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Yantai University, 264005, Yantai, People's Republic of China aut Li Qingzhong The Laboratory of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Yantai University, 264005, Yantai, People's Republic of China aut Journal of Molecular Modeling Springer Berlin Heidelberg 21/6(2015-06-01), 1-9 1610-2940 21:6<1 2015 21 894 https://doi.org/10.1007/s00894-015-2701-6 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00894-015-2701-6 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Guo Xin The Laboratory of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Yantai University, 264005, Yantai, People's Republic of China aut NATIONALLICENCE 700 1- Li Qingzhong The Laboratory of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Yantai University, 264005, Yantai, People's Republic of China aut NATIONALLICENCE 773 0- Journal of Molecular Modeling Springer Berlin Heidelberg 21/6(2015-06-01), 1-9 1610-2940 21:6<1 2015 21 894