Structural analysis of tris(5-methyl- [1,3,5]-dithiazinan-2-yl)stibine, its reactions with chalcogens. Intramolecular chalcogen-bonding interactions
| Autor: | Sonia A. Sánchez-Ruiz, Tayde Osvaldo Villaseñor-Granados, Pedro Montes-Tolentino, Angelina Flores-Parra, Germán Rodríguez-López |
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| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Chemistry Stibine Organic Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Chalcogen chemistry.chemical_compound Crystallography Intramolecular force Selenide Molecule Molecular orbital Spectroscopy Electronic density Natural bond orbital |
| Zdroj: | Journal of Molecular Structure. 1200:127050 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2019.127050 |
| Popis: | We report the synthesis of three new compounds: tripodal tris(5-methyl- [1,3,5]-dithiazinan-2-yl)stibine (5), and its bipodal products: bis(5-methyl- [1,3,5]-dithiazinan-2-yl)sulphide 7 and bis(5-methyl- [1,3,5]-dithiazinan-2-yl)selenide 8. Compounds 7 and 8 were obtained by reaction of 5 with sulphur and selenium. Structures were mainly determined by X-ray diffraction and NMR analyses. Compounds were also calculated and the nature of the Sb–C, S–C and Se–C bonds was analysed. The total electrostatic potentials allowed to determine the electronic distribution in the molecules. Chalcogen bonds Sb⋅⋅⋅S, Se⋅⋅⋅S and S⋅⋅⋅S were observed. In sulphides and selenides S⋅⋅⋅S⋅⋅⋅S and S⋅⋅⋅Se⋅⋅⋅S tricentric interactions were also found. Intramolecular interactions were confirmed by visualisation of molecular orbitals, bond paths and critical points. The weakest interactions were also observed by the reduced gradient maps of the molecular electronic density. In order to determine the donor-acceptor character of each species involved in such interactions, NBO analyses were applied. |
| Databáze: | OpenAIRE |
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