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Journal ArticleDOI

The hydrogen bond in the solid state.

Thomas Steiner
- 04 Jan 2002 - 
- Vol. 41, Iss: 1, pp 48-76
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TLDR
The hydrogen bond is the most important of all directional intermolecular interactions, operative in determining molecular conformation, molecular aggregation, and the function of a vast number of chemical systems ranging from inorganic to biological.
Abstract
The hydrogen bond is the most important of all directional intermolecular interactions. It is operative in determining molecular conformation, molecular aggregation, and the function of a vast number of chemical systems ranging from inorganic to biological. Research into hydrogen bonds experienced a stagnant period in the 1980s, but re-opened around 1990, and has been in rapid development since then. In terms of modern concepts, the hydrogen bond is understood as a very broad phenomenon, and it is accepted that there are open borders to other effects. There are dozens of different types of X-H.A hydrogen bonds that occur commonly in the condensed phases, and in addition there are innumerable less common ones. Dissociation energies span more than two orders of magnitude (about 0.2-40 kcal mol(-1)). Within this range, the nature of the interaction is not constant, but its electrostatic, covalent, and dispersion contributions vary in their relative weights. The hydrogen bond has broad transition regions that merge continuously with the covalent bond, the van der Waals interaction, the ionic interaction, and also the cation-pi interaction. All hydrogen bonds can be considered as incipient proton transfer reactions, and for strong hydrogen bonds, this reaction can be in a very advanced state. In this review, a coherent survey is given on all these matters.

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Citations
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Orientational Glass Formation in Substituted Hybrid Perovskites

TL;DR: In this paper, it is shown that CH3NH3PbX3 behaves as a plastic crystal in the high temperature cubic phase, and substitution of CH 3NH3+ with Cs+ leads to the formation of an orientational glass.
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Guest-Induced Isomerization of Net and Polymorphism in Trimesic Acid–Arylamine Complexes

TL;DR: In this paper, two molecular complexes of 1,3,5-benzenetricarboxylic acid (BTA) with 4,4′-methylenebis(2,6-dimethylaniline) (MBDA) and 2,6dimethyliline (DMA) led to the formation of two host guest systems.
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An electron induced two-dimensional switch made of azobenzene derivatives anchored in supramolecular assemblies.

TL;DR: Supramolecular assemblies of 4-anilino-4'-nitroazobenzene are investigated on the Au(111) surface by low temperature scanning tunneling microscopy and spectroscopy with submolecular resolution and two configurations of the molecules are identified: An almost straight trans-configuration and a slightly bent cis*- configuration.
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Synthesis, Characterization, Catalytic Activity, and DFT Calculations of Zn(II) Hydrazone Complexes.

TL;DR: Two new Zn(II) complexes with tridentate hydrazone-based ligands (condensation products of 2-acetylthiazole) were synthesized and characterized by infrared (IR) and nuclear magnetic resonance (NMR) spectroscopy and single crystal X-ray diffraction methods.
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The whole range of hydrogen bonds in one crystal structure: neutron diffraction and charge-density studies of N,N-dimethylbiguanidinium bis(hydrogensquarate).

TL;DR: Sensitive criteria such as the Laplacian of the electron density and energy densities in the bond-critical points reveal the incipient covalent character of the shortest O-H···O bond.
References
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Journal ArticleDOI

van der Waals Volumes and Radii

Journal ArticleDOI

Patterns in Hydrogen Bonding: Functionality and Graph Set Analysis in Crystals

TL;DR: In this article, a review of the most promising systematic approaches to resolving this enigma was initially developed by the late M. C. Etter, who applied graph theory to recognize, and then utilize, patterns of hydrogen bonding for the understanding and design of molecular crystals.
Book

An Introduction to Hydrogen Bonding

TL;DR: In this paper, the authors discuss the properties of strong and moderate hydrogen bonds in biological molecules and include inclusion of inclusion compounds in the graph set theory of graph set theories, which is used in this paper.
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