Journal ArticleDOI
O-H...O versus O-H...S hydrogen bonding. 2. Alcohols and thiols as hydrogen bond acceptors
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Energy decomposition analysis revealed that the dispersion energy contribution in O-H...O hydrogen bonding increases with an increase in the alkyl chain length of the hydrogen bond acceptor, and that in the case of the MeSH complex, this contribution remained unchanged.Abstract:
In this paper, the effect of alkyl substitution at the hydrogen bond acceptor and its chain length on the strength and nature of hydrogen bonding is presented. In the present study we combine both experimental and computational methods to investigate the characteristics of O−H···O and O−H···S hydrogen bonding in the complexes of p-cresol (p-CR) with methanol (MeOH), ethanol (EtOH), methanethiol (MeSH), and ethanethiol (EtSH). The results indicate that, with an increase in the alkyl chain length, both O−H···O hydrogen bonding and O−H···S hydrogen bonding become stronger. Energy decomposition analysis emphasizes the dispersive nature of O−H···S hydrogen bonding. In addition, it revealed that the dispersion energy contribution in O−H···O hydrogen bonding increases with an increase in the alkyl chain length of the hydrogen bond acceptor. In the case of O−H···S hydrogen bonding, however, the dispersion energy contribution decreased from 68% for the H2S complex to 53% in the case of the MeSH complex; it remaine...read more
Citations
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Hydrogen bonds with fluorine. Studies in solution, in gas phase and by computations, conflicting conclusions from crystallographic analyses
TL;DR: In this article, the free energy of hydrogen bond involving C-F as acceptor depend on the solvent; in CCl4 they amount with moderately acidic donors to ΔG = 6 kJ mol−1, much higher than with other halogens, placing fluorine as an acceptor between alkanes and arenes.
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Critical Assessment of the Strength of Hydrogen Bonds between the Sulfur Atom of Methionine/Cysteine and Backbone Amides in Proteins.
V. Rao Mundlapati,Sanat Ghosh,Aditi Bhattacherjee,Aditi Bhattacherjee,Prince Tiwari,Himansu S. Biswal +5 more
TL;DR: Gas-phase vibrational spectroscopy, coupled cluster (CCSD(T), and dispersion corrected density functional (B97-D3) methods are employed to characterize surprisingly strong sulfur center H-bonded (SCHB) complexes between cis and trans amide NH and S atom of methionine and cysteine side chain.
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The Prodigious Hydrogen Bonds with Sulfur and Selenium in Molecular Assemblies, Structural Biology, and Functional Materials.
Apramita Chand,Apramita Chand,Dipak Kumar Sahoo,Dipak Kumar Sahoo,Abhijit Rana,Abhijit Rana,Subhrakant Jena,Subhrakant Jena,Himansu S. Biswal,Himansu S. Biswal +9 more
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Nature and strength of sulfur-centred hydrogen bonds: laser spectroscopic investigations in the gas phase and quantum-chemical calculations
TL;DR: In this paper, the authors presented laser spectroscopic investigations of isolated binary complexes of H-bond donor-acceptor molecules containing Sulfur atom and found that electronegativity is a controlling factor to be a potent H-Bond donor/acceptor.
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Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals
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Journal ArticleDOI
Characterization of c-h-o hydrogen-bonds on the basis of the charge-density
Uwe Koch,Paul L. A. Popelier +1 more
TL;DR: In this paper, a set of criteria are proposed based on the theory of "atoms in molecules" to establish hydrogen bonding, even for multiple interactions involving C-H-O hydrogen bonds.
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A new energy decomposition scheme for molecular interactions within the Hartree‐Fock approximation
Kazuo Kitaura,Keiji Morokuma +1 more
TL;DR: In this paper, the Hartree-Fock matrix of the supermolecule is used as the basis for the construction of the Fock matrix, and certain blocks of this matrix are set to zero subject to specify boundary conditions of the molecular orbitals, and the resultant matrix is diagonalized iteratively to obtain the desired energy components.
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