Different types of hydrogen bonds: correlation analysis of interaction energy components

The study of hydrogen bonds (H-bonds) in biomolecules and living systems is currently one of the most urgent tasks. Changes in the structure of molecular crystals associated with h-bond instability may affect the state of drugs due to uncontrolled polymorphic transformations. Quantum chemical modeling is one of the methods for studying the nature and determining the strength of hydrogen bonds. The interaction energy in molecular alanine crystals and its decomposition were calculated using the Morokuma method (HF/6-31G (PC GAMESS)). The estimation of such energy components as electrostatic, repulsion exchange, polarization, charge transfer, and mixing is given. It is shown that for four model systems, the electrostatic component makes the main contribution to the interaction energy, and the trend of distribution of components  Е by values is the same for them. For the two model systems, there is a significant difference from the others both in the amount of interaction energy and in the distribution of individual energy components. The difference in the interaction energy and in the values of its components indicates a difference in the nature of hydrogen bonds in the studied associate. In four models, the H-bond system is the result of electrostatic interaction (Ees and Ect are respectively equal to -41.0 and -6.84 kcal/mol), and in two-the proportion of covalent interaction is significantly greater (Ees = -7.94 kcal/mol and Ect = -3.92 kcal/mol). The comparison of data allows us to conclude that there are three types of hydrogen bonds in the molecular crystal of alanine that differ from each other in energy characteristics.

Download Full-text

Hydrogen-Bond Networks: Strengths of Different Types of Hydrogen Bonds and An Alternative to the Low Barrier Hydrogen-Bond Proposal

Journal of the American Chemical Society ◽

10.1021/ja408762r ◽

2013 ◽

Vol 135 (47) ◽

pp. 17919-17924 ◽

Cited By ~ 34

Author(s):

Alireza Shokri ◽

Yanping Wang ◽

George A. O’Doherty ◽

Xue-Bin Wang ◽

Steven R. Kass

Keyword(s):

Hydrogen Bond ◽

Hydrogen Bonds ◽

Hydrogen Bond Networks ◽

Different Types

Download Full-text

Collagen-Based Materials Modified by Phenolic Acids—A Review

Materials ◽

10.3390/ma13163641 ◽

2020 ◽

Vol 13 (16) ◽

pp. 3641

Author(s):

Beata Kaczmarek ◽

Olha Mazur

Keyword(s):

Antimicrobial Activity ◽

Hydrogen Bonds ◽

Phenolic Acids ◽

Biomedical Applications ◽

Present Knowledge ◽

Polymeric Chain ◽

Mechanical Parameters ◽

Research Reporting ◽

Pure Collagen ◽

Different Types

Collagen-based biomaterials constitute one of the most widely studied types of materials for biomedical applications. Low thermal and mechanical parameters are the main disadvantages of such structures. Moreover, they present low stability in the case of degradation by collagenase. To improve the properties of collagen-based materials, different types of cross-linkers have been researched. In recent years, phenolic acids have been studied as collagen modifiers. Mainly, tannic acid has been tested for collagen modification as it interacts with a polymeric chain by strong hydrogen bonds. When compared to pure collagen, such complexes show both antimicrobial activity and improved physicochemical properties. Less research reporting on other phenolic acids has been published. This review is a summary of the present knowledge about phenolic acids (e.g., tannic, ferulic, gallic, and caffeic acid) application as collagen cross-linkers. The studies concerning collagen-based materials with phenolic acids are summarized and discussed.

Download Full-text

Comparison and intrinsic correlation analysis based on composition, microstructure and enzymatic hydrolysis of corn stover after different types of pretreatments

Bioresource Technology ◽

10.1016/j.biortech.2019.122016 ◽

2019 ◽

Vol 293 ◽

pp. 122016 ◽

Cited By ~ 8

Author(s):

Junbao Li ◽

Haiyan Zhang ◽

Minsheng Lu ◽

Lujia Han

Keyword(s):

Enzymatic Hydrolysis ◽

Correlation Analysis ◽

Corn Stover ◽

Different Types ◽

Intrinsic Correlation ◽

Hydrolysis Of

Download Full-text

Formation and distortion of iodidoantimonates(III): the first isolated [SbI6]3−octahedron

Acta Crystallographica Section B Structural Science Crystal Engineering and Materials ◽

10.1107/s2052520617003420 ◽

2017 ◽

Vol 73 (3) ◽

pp. 432-442 ◽

Cited By ~ 1

Author(s):

Maciej Bujak

Keyword(s):

Hydrogen Bond ◽

Hydrogen Bonds ◽

Crystal Engineering ◽

Structural Parameters ◽

Hybrid Structure ◽

Organic Hybrid ◽

Hydrogen Bond Interactions ◽

Different Types ◽

Spatial Dimensions ◽

Induced Changes

The ability to intentionally construct, through different types of interactions, inorganic–organic hybrid materials with desired properties is the main goal of inorganic crystal engineering. The primary deformation, related to intrinsic interactions within inorganic substructure, and the secondary deformation, mainly caused by the hydrogen bond interactions, are both responsible for polyhedral distortions of halogenidoantimonates(III) with organic cations. The evolution of structural parameters, in particular the Sb—I secondary- and O/N/C—H...I hydrogen bonds, as a function of temperature assists in understanding the contribution of those two distortion factors to the irregularity of [SbI6]3−polyhedra. In tris(piperazine-1,4-diium) bis[hexaiodidoantimonate(III)] pentahydrate, (C4H12N2)3[SbI6]2·5H2O (TPBHP), where the isolated [SbI6]3–units were found, distortion is governed only by O/N/C—H...I hydrogen bonds, whereas in piperazine-1,4-diium bis[tetraiodidoantimonate(III)] tetrahydrate, (C4H12N2)[SbI4]2·4H2O (PBTT), both primary and O—H...I secondary factors cause the deformation of one-dimensional [{SbI4}n]n−chains. The larger in spatial dimensions piperazine-1,4-diium cations, in contrast to the smaller water of crystallization molecules, do not significantly contribute to the octahedral distortion, especially in PBTT. The formation of isolated [SbI6]3−ions in TPBHP is the result of specific second coordination sphere hydrogen bond interactions that stabilize the hybrid structure and simultaneously effectively separate and prevent [SbI6]3−units from mutual interactions. The temperature-induced changes, further supported by the analysis of data retrieved from the Cambridge Structural Database, illustrate the significance of both primary and secondary distortion factors on the deformation of octahedra. Also, a comparison of packing features in the studied hybrids with those in the non-metal containing piperazine-1,4-diium diiodide diiodine (C4H12N2)I2·I2(PDD) confirms the importance and hierarchy of different types of interactions.

Download Full-text