Halide Complexes of 5,6-Dicyano-2,1,3-Benzoselenadiazole with 1 : 4 Stoichiometry: Cooperativity between Chalcogen and Hydrogen Bonding.

Autor: Radiush EA; Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia., Wang H; School of Physical Science and Technology, Southwest Jiaotong University, 610031, Chengdu, P. R. China., Chulanova EA; Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia.; Current address: Institute for Applied Physics, University of Tübingen, 72076, Tübingen, Germany., Ponomareva YA; Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia.; Department of Natural Sciences, National Research University - Novosibirsk State University, 630090, Novosibirsk, Russia., Li B; School of Physical Science and Technology, Southwest Jiaotong University, 610031, Chengdu, P. R. China., Wei QY; School of Physical Science and Technology, Southwest Jiaotong University, 610031, Chengdu, P. R. China., Salnikov GE; Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia., Petrakova SY; Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia., Semenov NA; Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia., Zibarev AV; Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia.
Jazyk: angličtina
Zdroj: ChemPlusChem [Chempluschem] 2023 Nov; Vol. 88 (11), pp. e202300523. Date of Electronic Publication: 2023 Oct 16.
DOI: 10.1002/cplu.202300523
Abstrakt: The [M 4 -Hal] - (M=the title compound; Hal=Cl, Br, and I) complexes were isolated in the form of salts of [Et 4 N] + cation and characterized by XRD, NMR, UV-Vis, DFT, QTAIM, EDD, and EDA. Their stoichiometry is caused by a cooperative interplay of σ-hole-driven chalcogen (ChB) and hydrogen (HB) bondings. In the crystal, [M 4 -Hal] - are connected by the π-hole-driven ChB; overall, each [Hal] - is six-coordinated. In the ChB, the electrostatic interaction dominates over orbital and dispersion interactions. In UV-Vis spectra of the M+[Hal] - solutions, ChB-typical and [Hal] - -dependent charge-transfer bands are present; they reflect orbital interactions and allow identification of the individual [Hal] - . However, the structural situation in the solutions is not entirely clear. Particularly, the UV-Vis spectra of the solutions are different from the solid-state spectra of the [Et 4 N] + [M 4 -Hal] - ; very tentatively, species in the solutions are assigned [M-Hal] - . It is supposed that the formation of the [M 4 -Hal] - proceeds during the crystallization of the [Et 4 N] + [M 4 -Hal] - . Overall, M can be considered as a chromogenic receptor and prototype sensor of [Hal] - . The findings are also useful for crystal engineering and supramolecular chemistry.
(© 2023 Wiley-VCH GmbH.)
Databáze: MEDLINE
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