Orbital interactions and charge redistribution in weak hydrogen bonds: Watson-Crick GC mimic involving CH proton donor and F proton acceptor groups

2006 ◽  
Vol 106 (12) ◽  
pp. 2428-2443 ◽  
Author(s):  
Célia Fonseca Guerra ◽  
Evert Jan Baerends ◽  
F. Matthias Bickelhaupt
Keyword(s):  
Hydrogen Bonds ◽  
Proton Donor ◽  
Proton Acceptor ◽  
Charge Redistribution ◽  
Orbital Interactions ◽  
Weak Hydrogen Bonds

Intramolecular hydrogen bonds and the orientation of amino groupsin o-phenylenediamines

1967 ◽  
Vol 45 (19) ◽  
pp. 2135-2141 ◽  
Author(s):  
P. J. Krueger
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Infrared Absorption ◽  
Substituent Effect ◽  
Proton Donor ◽  
Proton Acceptor ◽  
Amino Groups ◽  
Intramolecular Hydrogen Bonds ◽  
Infrared Absorption Spectra ◽  
Intramolecular Hydrogen

The infrared absorption spectra of partially deuterated o-phenylenediamine and 4,5-di-methyl-, 4-methyl-, and 4-chloro-o-phenylenediamine in dilute CCl4 solution show double intramolecular [Formula: see text] hydrogen bonds in which the two NHD groups are equivalent and each group acts as both a proton donor and a proton acceptor. The ring substituent effect on this interaction in these compounds is small. In 4-methoxy-o-phenylenediamine, the amino groups are not equivalent, but double intramolecular hydrogen bonds are still present. In 4-nitro-o-phenylenediamine, only one intramolecular [Formula: see text] hydrogen bond appears to exist. The effect of N-substitution on some of these observations is discussed.

Eine neue Form von Al(H2PO4)3 mit dreidimensionaler Al-O-P-Vernetzung/ A New Form of Al(H2PO4)3 with Three-Dimensional Al-O-P Crosslinking

1981 ◽  
Vol 36 (8) ◽  
pp. 907-909 ◽  
Author(s):  
Dieter Brodalla ◽  
Rüdiger Kniep ◽  
Dietrich Mootz
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Proton Donor ◽  
Proton Acceptor ◽  
New Form

Abstract3∞[Al(H2PO4)3] has been prepared and characterized as a second modification of aluminium tris(dihydrogenphosphate). Its crystal structure is a three-dimensional Al-O-P network of AlO6 octahedra, linked by common vertices through O2P(OH)2 tetrahedra with six further octahedra. Each P-OH group is a proton donor as well as a proton acceptor of O-H···O hydrogen bonds arranged in angular chains of alternating polarity in macroscopic domains.

A novel hydrogen-bonding N-oxide–sulfonamide–nitro N—H...O synthon determining the architecture of benzenesulfonamide cocrystals

2022 ◽  
Vol 78 (1) ◽  
Author(s):  
Kinga Wzgarda-Raj ◽  
Agnieszka J. Rybarczyk-Pirek ◽  
Sławomir Wojtulewski ◽  
Marcin Palusiak
Keyword(s):  
Hydrogen Bonding ◽  
Quantum Theory ◽  
Hydrogen Bonds ◽  
Detailed Analysis ◽  
Ternary Complex ◽  
Proton Donor ◽  
Proton Acceptor ◽  
X Ray ◽  
Oxide Group ◽  
Sulfonamide Group

The structures of novel cocrystals of 4-nitropyridine N-oxide with benzenesulfonamide derivatives, namely, 4-nitrobenzenesulfonamide–4-nitropyridine N-oxide (1/1), C5H4N2O3·C6H6N2O4S, and 4-chlorobenzenesulfonamide–4-nitropyridine N-oxide (1/1), C6H6ClNO2S·C5H4N2O3, are stabilized by N—H...O hydrogen bonds, with the sulfonamide group acting as a proton donor. The O atoms of the N-oxide and nitro groups are acceptors in these interactions. The latter is a double acceptor of bifurcated hydrogen bonds. Previous studies on similar crystal structures indicated competition between these functional groups in the formation of hydrogen bonds, with the priority being for the N-oxide group. In contrast, the present X-ray studies indicate the existence of a hydrogen-bonding synthon including N—H...O(N-oxide) and N—H...O(nitro) bridges. We present here a more detailed analysis of the N-oxide–sulfonamide–nitro N—H...O ternary complex with quantum theory computations and the Quantum Theory of Atoms in Molecules (QTAIM) approach. Both interactions are present in the crystals, but the O atom of the N-oxide group is found to be a more effective proton acceptor in hydrogen bonds, with an interaction energy about twice that of the nitro-group O atoms.

scholarly journals Self-Assembly of Hydrogen-Bonded Cage Tetramers of Phosphonic Acid

Symmetry ◽  
2021 ◽  
Vol 13 (2) ◽  
pp. 258 ◽  
Author(s):  
Ivan S. Giba ◽  
Peter M. Tolstoy
Keyword(s):  
Hydrogen Bonds ◽  
Phosphonic Acid ◽  
Self Assembly ◽  
Density Functional ◽  
Proton Donor ◽  
The Self ◽  
Proton Acceptor ◽  
31P Nmr Spectroscopy ◽  
Phosphonic Acids ◽  
Self Association

The self-association of phosphonic acids with general formula RP(O)(OH)2 in solution state remains largely unexplored. The general understanding is that such molecules form multiple intermolecular hydrogen bonds, but the stoichiometry of self-associates and the bonding motifs are unclear. In this work, we report the results of the study of self-association of tert-butylphosphonic acid using low temperature liquid-state 1H and 31P NMR spectroscopy (100 K; CDF3/CDF2Cl) and density functional theory (DFT) calculations. For the first time, we demonstrate conclusively that polar aprotic medium tert-butylphosphonic acid forms highly symmetric cage-like tetramers held by eight OHO hydrogen bonds, which makes the complex quite stable. In these associates. each phosphonic acid molecule is bonded to three other molecules by forming two hydrogen bonds as proton donor and two hydrogen bonds as proton acceptor. Though the structure of such cage-like tetramers is close to tetrahedral, the formal symmetry of the self-associate is C2.

Raman spectroscopy of weak hydrogen bonds in the liquid phase

1978 ◽  
Vol 47 ◽  
pp. 285-290 ◽  
Author(s):  
J.P. Perchard ◽  
C. Perchard ◽  
A. Burneau ◽  
J. Limouzi
Keyword(s):  
Raman Spectroscopy ◽  
Liquid Phase ◽  
Hydrogen Bonds ◽  
Weak Hydrogen Bonds

scholarly journals Synthetic and crystallographic studies of bicyclo[3.3.1]nonane derivatives: from strong to weak hydrogen bonds and the stereochemistry of network formation

CrystEngComm ◽  
2012 ◽  
Vol 14 (1) ◽  
pp. 178-187 ◽  
Author(s):  
Carl-Johan Wallentin ◽  
Edvinas Orentas ◽  
Magnus T. Johnson ◽  
Nikoletta B. Báthori ◽  
Eugenijus Butkus ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Network Formation ◽  
Weak Hydrogen Bonds
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