scholarly journals The role of intermolecular hydrogen bond on dielectric properties in hydrogen-bonded material 5-bromo-9-hydroxyphenalenone: theoretical investigation

2011 ◽  
Vol 13 (22) ◽  
pp. 10719 ◽  
Author(s):  
Hiroki Otaki ◽  
Koji Ando
Keyword(s):  
Hydrogen Bond ◽  
Dielectric Properties ◽  
Theoretical Investigation ◽  
Intermolecular Hydrogen Bond ◽  
Hydrogen Bonded

Water bridges anchored by a C–H⋯O hydrogen bond: the role of weak interactions in molecular solvation

2016 ◽  
Vol 18 (40) ◽  
pp. 27745-27749 ◽  
Author(s):  
Aditi Bhattacherjee ◽  
Sanjay Wategaonkar
Keyword(s):  
Hydrogen Bond ◽  
Ab Initio ◽  
Infrared Spectra ◽  
Direct Evidence ◽  
Weak Interactions ◽  
Imidazole Ring ◽  
Water Bridges ◽  
Hydrogen Bonded

Hydrogen-bonded water bridges are re-directed from a polar NH bond to a weakly activated C(2)–H bond upon N-methylation. Infrared spectra, supported by ab initio calculations, provide direct evidence of the role of the C(2)–H donor in the solvation of the imidazole ring.

N∊-Benzyloxycarbonyl-Nα-(2-nitrobenzenesulfonyl)-L-lysine

2000 ◽  
Vol 57 (1) ◽  
pp. o48-o49
Author(s):  
José Giraldés ◽  
Mark L. McLaughlin ◽  
Frank R. Fronczek
Keyword(s):  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
Title Compound ◽  
Intermolecular Hydrogen Bond ◽  
Cooh Group ◽  
Extended Conformation ◽  
Compound C ◽  
Intramolecular Hydrogen ◽  
Hydrogen Bonded

The title compound, C20H23N3O8S, is in an extended conformation. The COOH group does not form hydrogen-bonded carboxyl dimers, but forms an intermolecular hydrogen bond with the NCOO carbonyl O atom [O...O 2.666 (2) Å]. The N atom bonded to S is pyramidal, and forms a bifurcated intramolecular hydrogen bond with carboxy and nitro O atoms.

scholarly journals Hydrogen-bonding study of photoexcited 4-nitro-1,8-naphthalimide in hydrogen-donating solvents

Open Physics ◽  
2016 ◽  
Vol 14 (1) ◽  
pp. 621-627
Author(s):  
Jianfang Cao ◽  
Hongmei Wu ◽  
Yue Zheng ◽  
Fangyuan Nie ◽  
Ming Li ◽  
...  
Keyword(s):  
Density Functional Theory ◽  
Hydrogen Bond ◽  
Excited States ◽  
Density Functional ◽  
Intermolecular Hydrogen Bond ◽  
Excitation Energies ◽  
Hydrogen Bond Acceptor ◽  
Functional Theory ◽  
Electronically Excited ◽  
Hydrogen Bonded

AbstractThe solute–solvent interactions of 4-nitro-1,8-naphthalimide (4NNI) as a hydrogen bond acceptor in hydrogen donating methanol (MeOH) solvent in electronic excited states were investigated by means of the time-dependent density functional theory(TDDFT). We calculated the S0 state geometry optimizations, electronic transition energies and corresponding oscillation strengths of the low-lying electronically excited states for the isolated 4NNi and hydrogen-bonded 4NNi-(MeOH)1,4 complexes using the density functional theory (DFT) and TDDFT methods. The electronic excitation energies of the hydrogen-bonded complexes are correspondingly decreased compared to that of the isolated 4NNi, which revealed that the intermolecular hydrogen bond C=O···H–O and N=O···H–O in the hydrogen-bonded 4NNi-(MeOH)1,4 are strengthened in the electronically excited state. The calculated results are consistent with the mechanism that hydrogen bond strengthening will induce a redshift of the corresponding electronic spectra, while hydrogen bond weakening will cause a blueshift. Furthermore, we believe that the deduction we used to depict the trend of the hydrogen bond changes in excited states exists in many other fuorescent dyes in solution.

An X-ray crystallographic and density functional theory study of (3Z)-4-(5-ethylsulfonyl-2-hydroxyanilino)pent-3-en-2-one and (3Z)-4-(5-tert-butyl-2-hydroxyanilino)pent-3-en-2-one

2013 ◽  
Vol 69 (3) ◽  
pp. 258-262
Author(s):  
Kate J. Akerman ◽  
Orde Q. Munro
Keyword(s):  
Density Functional Theory ◽  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
Density Functional ◽  
Intermolecular Hydrogen Bond ◽  
Functional Theory ◽  
One Dimensional ◽  
X Ray ◽  
Intramolecular Hydrogen ◽  
Hydrogen Bonded

The Schiff base enaminones (3Z)-4-(5-ethylsulfonyl-2-hydroxyanilino)pent-3-en-2-one, C13H17NO4S, (I), and (3Z)-4-(5-tert-butyl-2-hydroxyanilino)pent-3-en-2-one, C15H21NO2, (II), were studied by X-ray crystallography and density functional theory (DFT). Although the keto tautomer of these compounds is dominant, the O=C—C=C—N bond lengths are consistent with some electron delocalization and partial enol character. Both (I) and (II) are nonplanar, with the amino–phenol group canted relative to the rest of the molecule; the twist about the N(enamine)—C(aryl) bond leads to dihedral angles of 40.5 (2) and −116.7 (1)° for (I) and (II), respectively. Compound (I) has a bifurcated intramolecular hydrogen bond between the N—H group and the flanking carbonyl and hydroxy O atoms, as well as an intermolecular hydrogen bond, leading to an infinite one-dimensional hydrogen-bonded chain. Compound (II) has one intramolecular hydrogen bond and one intermolecular C=O...H—O hydrogen bond, and consequently also forms a one-dimensional hydrogen-bonded chain. The DFT-calculated structures [in vacuo, B3LYP/6-311G(d,p) level] for the keto tautomers compare favourably with the X-ray crystal structures of (I) and (II), confirming the dominance of the keto tautomer. The simulations indicate that the keto tautomers are 20.55 and 18.86 kJ mol−1lower in energy than the enol tautomers for (I) and (II), respectively.

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