Specific features of the extra strong intermolecular hydrogen bonds in crystals: Insights from the theoretical charge density analysis

Vener, Mikhail V.; Levina, Elena O.; Astakhov, Andrey A.; Tsirelson, Vladimir G.

doi:10.1016/j.cplett.2015.08.053

Cited by 21 publications

(21 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…At 350 K, the H-atom density is more symmetrically smeared along the interaction and the peak maximum occupies a more central position. It is less clear in this case (5) whether the changes occurring in the H-atom density as a function of temperature are consistent with proton migration or simply an effect of increased thermal motion of the H-atom with increasing temperature of the system; 13 the changes are less significant than seen for 2.…”

Section: Multi Temperature Measurements Reveal Migratory Behaviour Inmentioning

confidence: 80%

“…This technique has potential in identifying such behaviour by implementing a protocol which considers the refined H-atom positions alongside those from Hirshfeld atom refinement in conjunction with other information including Fourier difference maps (FMAPs) and selected heavy atom structural parameters. Following this protocol, two new temperature dependent proton migration materials have been identified (2 and 5) in which migration of the H-atom occurs from the donor atom across the SSHB either towards the centre (5) or to the opposite side of the HB (2). The evaluation of such behaviour is aided by the availability of high quality, multi-condition data using the SCSXRD technique.…”

Section: Discussionmentioning

confidence: 99%

“…Short strong hydrogen bonds (SSHBs) are those with very short donor-acceptor distances, typically less than 2.5 Å for O-H⋯O HBs 1,2 and less than 2.6 Å for N-H⋯O HBs. 3 These interactions may be partly covalent in character 4,5 and have a potential energy surface (PES) which approaches the shape of a symmetric single well potential with a diminished barrier to hydrogen atom (H-atom) motion. 6 Proton transfer, in the form of migration, may occur in the presence of this 'low' barrier, involving a gradual shift/movement in H-atom position across the HB; this effect often occurs under an external stimulus including the application of an electric field, 7,8 or changes in pressure 9 or temperature.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Exploring short strong hydrogen bonds engineered in organic acid molecular crystals for temperature dependent proton migration behaviour using single crystal synchrotron X-ray diffraction (SCSXRD)

et al. 2019

View full text Add to dashboard Cite

show abstract

Section: Multi Temperature Measurements Reveal Migratory Behaviour Inmentioning

confidence: 80%

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Exploring short strong hydrogen bonds engineered in organic acid molecular crystals for temperature dependent proton migration behaviour using single crystal synchrotron X-ray diffraction (SCSXRD)

et al. 2019

View full text Add to dashboard Cite

show abstract

“…Here, G b is local electronic kinetic energy density at the bond critical point. It can be calculated by periodic DFT methods or obtained using Kirzhnitz's approximation from experimental data [143].…”

Section: The Energies Of Intermolecular Interactions Of H 2 O 2 In Organic Crystals: Calculations By the Kohn-sham Methods With Periodic mentioning

confidence: 99%

Crystalline Peroxosolvates: Nature of the Coformer, Hydrogen-Bonded Networks and Clusters, Intermolecular Interactions

et al. 2020

View full text Add to dashboard Cite

Despite the technological importance of urea perhydrate (percarbamide) and sodium percarbonate, and the growing technological attention to solid forms of peroxide, fewer than 45 peroxosolvates were known by 2000. However, recent advances in X-ray diffractometers more than tripled the number of structurally characterized peroxosolvates over the last 20 years, and even more so, allowed energetic interpretation and gleaning deeper insight into peroxosolvate stability. To date, 134 crystalline peroxosolvates have been structurally resolved providing sufficient insight to justify a first review article on the subject. In the first chapter of the review, a comprehensive analysis of the structural databases is carried out revealing the nature of the co-former in crystalline peroxosolvates. In the majority of cases, the coformers can be classified into three groups: (1) salts of inorganic and carboxylic acids; (2) amino acids, peptides, and related zwitterions; and (3) molecular compounds with a lone electron pair on nitrogen and/or oxygen atoms. The second chapter of the review is devoted to H-bonding in peroxosolvates. The database search and energy statistics revealed the importance of intermolecular hydrogen bonds (H-bonds) which play a structure-directing role in the considered crystals. H2O2 always forms two H-bonds as a proton donor, the energy of which is higher than the energy of analogous H-bonds existing in isostructural crystalline hydrates. This phenomenon is due to the higher acidity of H2O2 compared to water and the conformational mobility of H2O2. The dihedral angle H-O-O-H varies from 20 to 180° in crystalline peroxosolvates. As a result, infinite H-bonded 1D chain clusters are formed, consisting of H2O2 molecules, H2O2 and water molecules, and H2O2 and halogen anions. H2O2 can form up to four H-bonds as a proton acceptor. The third chapter of the review is devoted to energetic computations and in particular density functional theory with periodic boundary conditions. The approaches are considered in detail, allowing one to obtain the H-bond energies in crystals. DFT computations provide deeper insight into the stability of peroxosolvates and explain why percarbamide and sodium percarbonate are stable to H2O2/H2O isomorphic transformations. The review ends with a description of the main modern trends in the synthesis of crystalline peroxosolvates, in particular, the production of peroxosolvates of high-energy compounds and mixed pharmaceutical forms with antiseptic and analgesic effects.

show abstract

“…The following dependence between E HB and the O∙∙∙O distance, R (O∙∙∙O), of the quasi‐linear O‐H∙∙∙O moiety (the OH···O angle is larger than 160°) in crystals with intermolecular H‐bond was established:

E_{HB} ([], kJ {mol}^{- 1}) = 27 - 46 \cdot ((), R ((), normalO \dots normalO) - 2.85) + 247 \cdot {(R (O \dots O) - 2.85)}^{2}

…”

Section: Methodsmentioning

confidence: 99%

Effect of aluminum vacancies on the H₂O₂ or H₂O interaction with a gamma‐AlOOH surface. A solid‐state DFT study

Medvedev

Mikhaylov

Chernyshov

et al. 2019

Int J of Quantum Chemistry

View full text Add to dashboard Cite

The adsorption of a single H 2 O 2 or H 2 O molecule on a family of periodic slab models of γ-AlOOH is studied by solid-state DFT. The single H 2 O 2 or Н 2 О molecule interacts with the perfect (010) slab by intermolecular hydrogen bonds (H-bonds). In the models of γ-AlOOH with oxygen and aluminum vacancies, H 2 O 2 or Н 2 О also forms covalent OÁÁÁAl bonds. The energies of covalent OÁÁÁAl and H-bonds are estimated by a combined approach based on simultaneous consideration of the total binding energies with BSSE correction and empirical schemes of the Н-bond energy evaluation. The OÁÁÁAl bond energy ranges from~75 to~156 kJ mol −1 . The total energy of H-bond interactions in the case of H 2 O 2 exceeds that of Н 2 О by~30 kJ mol −1 for all considered slab models. In contrast to Н 2 О, a H 2 O 2 molecule always forms two H-bonds as the proton donor. The energy of these bonds noticeably increase on defect γ-AlOOH surfaces in comparison with the perfect slab due to formation of short (strong) H-bonds by adsorbed H 2 O 2 . K E Y W O R D S catalytic center, intermolecular H-bond energy/enthalpy, oxygen and aluminum vacancies, perfect and defect slab models, the Bader analysis of periodic electron density

show abstract

Specific features of the extra strong intermolecular hydrogen bonds in crystals: Insights from the theoretical charge density analysis

Cited by 21 publications

References 40 publications

Exploring short strong hydrogen bonds engineered in organic acid molecular crystals for temperature dependent proton migration behaviour using single crystal synchrotron X-ray diffraction (SCSXRD)

Exploring short strong hydrogen bonds engineered in organic acid molecular crystals for temperature dependent proton migration behaviour using single crystal synchrotron X-ray diffraction (SCSXRD)

Crystalline Peroxosolvates: Nature of the Coformer, Hydrogen-Bonded Networks and Clusters, Intermolecular Interactions

Effect of aluminum vacancies on the H₂O₂ or H₂O interaction with a gamma‐AlOOH surface. A solid‐state DFT study

Contact Info

Product

Resources

About

Specific features of the extra strong intermolecular hydrogen bonds in crystals: Insights from the theoretical charge density analysis

Cited by 21 publications

References 40 publications

Exploring short strong hydrogen bonds engineered in organic acid molecular crystals for temperature dependent proton migration behaviour using single crystal synchrotron X-ray diffraction (SCSXRD)

Exploring short strong hydrogen bonds engineered in organic acid molecular crystals for temperature dependent proton migration behaviour using single crystal synchrotron X-ray diffraction (SCSXRD)

Crystalline Peroxosolvates: Nature of the Coformer, Hydrogen-Bonded Networks and Clusters, Intermolecular Interactions

Effect of aluminum vacancies on the H2O2 or H2O interaction with a gamma‐AlOOH surface. A solid‐state DFT study

Contact Info

Product

Resources

About

Effect of aluminum vacancies on the H₂O₂ or H₂O interaction with a gamma‐AlOOH surface. A solid‐state DFT study