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Resonance Assisted Chalcogen Bonding as a New Synthon in the Design of Dyes
Author(s) -
Gurbanov Atash V.,
Kuznetsov Maxim L.,
Mahmudov Kamran T.,
Pombeiro Armando J. L.,
Resnati Giuseppe
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202002518
Subject(s) - chalcogen , intramolecular force , synthon , moiety , ring (chemistry) , chemistry , non covalent interactions , crystallography , stereochemistry , molecule , organic chemistry , hydrogen bond
Intramolecular chalcogen bonding in arylhydrazones of sulfamethizole is strengthened by conjugation in the π ‐system of a noncovalent five‐membered ring. The S⋅⋅⋅O distance in the sulfamethizole moiety of these compounds ranges from 2.698(3) to 2.806(15) Å, which indicates its strong dependence on the attached arylhydrazone fragments. Information on the nature of the intramolecular chalcogen bond was afforded by DFT calculations.