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The Characteristics of Disulfide‐Centered Hydrogen Bonds
Author(s) -
Li Xiaolong,
Lu Tao,
Obenchain Daniel A.,
Zhang Jiaqi,
Herbers Sven,
Grabow JensUwe,
Feng Gang
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202014364
Subject(s) - hydrogen bond , covalent bond , cluster (spacecraft) , chemistry , disulfide bond , crystallography , spectroscopy , molecule , molybdenum disulfide , computational chemistry , chemical physics , materials science , organic chemistry , physics , biochemistry , quantum mechanics , computer science , metallurgy , programming language
The disulfide‐centered hydrogen bonds in the three different model systems of diethyl disulfide⋅⋅⋅H 2 O/H 2 CO/HCONH 2 clusters were characterized by high‐resolution Fourier transform microwave spectroscopy and quantum chemical computations. The global minimum energy structures for each cluster are experimentally observed and are characterized by one of the three different S−S⋅⋅⋅H−C/N/O disulfide‐centered hydrogen bonds and two O⋅⋅⋅H−C hydrogen bonds. Non‐covalent interaction and natural bond orbital analyses further confirm the experimental observations. The symmetry‐adapted perturbation theory (SAPT) analysis reveals that electrostatic is dominant in diethyl disulfide⋅⋅⋅H 2 O/HCONH 2 clusters being consistent with normal hydrogen bonds, whilst dispersion takes over in diethyl disulfide⋅⋅⋅H 2 CO cluster. Our study gives accurate structural parameters for the disulfide bond involved non‐covalent clusters providing important benchmarking data for the theoretical evaluation of more complex systems.