Relationships between QTAIM and the Decomposition of the Interaction Energy – Comparison of Different Kinds of Hydrogen Bond

Grabowski, Sławomir J.

doi:10.1002/9783527610709.ch17

Cited by 6 publications

(3 citation statements)

References 51 publications

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“…The theory proposed by Bader is based on the topological analysis of the distribution of electron charge density. Furthermore, correlations using interatomic distance and topological descriptors of the electron density at the bond critical point (BCP) can be used to access the energy properties of hydrogen bonds . Our research group has used the fragmentation of G M1···M N by the electron density (ρ) in the BCPs of the bond paths between the dimers in order to obtain atom···atom interaction energies. ,,, Zou et al also showed that there is a strong correlation between these parameters for hydrogen and halogen bonds.…”

Section: Resultsmentioning

confidence: 99%

Supramolecular Packing of a Series ofN-Phenylamides and the Role of NH···O═C Interactions

et al. 2018

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A series of seven N -phenylamides [R–C(O)NHPh, in which R: CH 3 , C(CH 3 ) 3 , Ph, CF 3 , CCl 3 , CBr 3 , and H] were used as models in this study. Molecular packing and intermolecular interactions were evaluated by theoretical calculations, solution NMR, and quantum theory of atoms in molecules analyses. Crystallization mechanisms were proposed based on the energetic and topological parameters using the supramolecular cluster as demarcation. Concentration-dependent 1 H NMR experiments corroborated the proposed interactions between molecules. For all compounds (except for R: H, which initially formed tetramers), layers (two-dimensional) or chains (one-dimensional) were formed in the first stage of the proposed crystallization mechanisms. The presence of strong intermolecular NH···O=C interactions promoted the first stages. The study in solution provided different values of association constant ( K ass ) governed by the hydrogen bond NH···O=C, showing that the stronger interactions are directly influenced by the substituent steric hindrance. A correlation between K ass(NH···O=C) from the solution and the NH···O=C interaction energy in the crystal showed a good trend.

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Section: Resultsmentioning

confidence: 99%

Supramolecular Packing of a Series ofN-Phenylamides and the Role of NH···O═C Interactions

et al. 2018

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“…Similarly, the negative value of Laplacian of the electron density at the bond critical point or at least the negative value of the total electron energy density at BCP is treated as the evidence of the covalency of interaction. Hence, the interrelations between the energy terms derived from the partitioning scheme and the QTAIM characteristics seem to be interesting . Various relationships were analyzed for a wide range of hydrogen-bonded complexes , and also for a narrow range of specific hydrogen bonds, as, for example, for dihydrogen bonds …”

Section: Interrelations Between Qtaim and The Interaction Energy Comp...mentioning

confidence: 99%

“…Hence, the interrelations between the energy terms derived from the partitioning scheme and the QTAIM characteristics seem to be interesting . Various relationships were analyzed for a wide range of hydrogen-bonded complexes , and also for a narrow range of specific hydrogen bonds, as, for example, for dihydrogen bonds …”

Section: Interrelations Between Qtaim and The Interaction Energy Comp...mentioning

confidence: 99%

What Is the Covalency of Hydrogen Bonding?

2011

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Infrared intensity analysis of hydroxyl stretching modes in carboxylic acid dimers by means of the charge–charge flux–dipole flux model

Silva

Haiduke

2019

J Comput Chem

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The Charge‑Charge Flux‑Dipole Flux (CCFDF) model in terms of multipoles from the quantum theory of atoms in molecules (QTAIM) was used to investigate the variations in infrared intensities of hydroxyl (OH) stretching modes during the dimerization of carboxylic acids. The hydrogen bond formation in these systems results into bathochromic shifts of vibrational frequencies for all the OH stretching modes along with huge infrared intensity increments for some of them. These bands become more intense on dimerization due mainly to changes in the cross‐term contribution between charge and charge flux. In addition, interaction energies for the pair of atoms directly involved in individual hydrogen bonds (O…H) are linearly correlated to electron densities at their bond critical points (BCPs). Therefore, the hydrogen bonds between the carbonyl group (CO) of acetic acid and the hydroxyl group of halogenated monomers show the largest electron density values at their BCPs. The formation of these intermolecular interactions is also accompanied by ionic character enhancements of OH bonds and electron density decrements at their BCPs. We finally noticed that the hydrogen atom belonging to the hydroxyl group loses electronic charge, while the oxygen from the CO end becomes more negatively charged during dimerization. © 2019 Wiley Periodicals, Inc.

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Relationships between QTAIM and the Decomposition of the Interaction Energy – Comparison of Different Kinds of Hydrogen Bond

Cited by 6 publications

References 51 publications

Supramolecular Packing of a Series ofN-Phenylamides and the Role of NH···O═C Interactions

Supramolecular Packing of a Series ofN-Phenylamides and the Role of NH···O═C Interactions

What Is the Covalency of Hydrogen Bonding?

Infrared intensity analysis of hydroxyl stretching modes in carboxylic acid dimers by means of the charge–charge flux–dipole flux model

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