scispace - formally typeset
Search or ask a question
Topic

Halogen bond

About: Halogen bond is a research topic. Over the lifetime, 3347 publications have been published within this topic receiving 115779 citations. The topic is also known as: halogen bond & XB.


Papers
More filters
Book
01 Jan 1960

3,368 citations

Journal ArticleDOI
TL;DR: The specific advantages brought up by a design based on the use of the halogen bond will be demonstrated in quite different fields spanning from material sciences to biomolecular recognition and drug design.
Abstract: The halogen bond occurs when there is evidence of a net attractive interaction between an electrophilic region associated with a halogen atom in a molecular entity and a nucleophilic region in another, or the same, molecular entity. In this fairly extensive review, after a brief history of the interaction, we will provide the reader with a snapshot of where the research on the halogen bond is now, and, perhaps, where it is going. The specific advantages brought up by a design based on the use of the halogen bond will be demonstrated in quite different fields spanning from material sciences to biomolecular recognition and drug design.

2,582 citations

Journal ArticleDOI
TL;DR: In this paper, the authors carried out a natural bond order B3LYP analysis of the molecules CF(3)X, with X = F, Cl, Br and I. The results showed that the Cl and Br atoms in these molecules closely approximate the [Formula: see text] configuration, where the z-axis is along the R-X bond.
Abstract: Halogen bonding refers to the non-covalent interactions of halogen atoms X in some molecules, RX, with negative sites on others. It can be explained by the presence of a region of positive electrostatic potential, the sigma-hole, on the outermost portion of the halogen's surface, centered on the R-X axis. We have carried out a natural bond order B3LYP analysis of the molecules CF(3)X, with X = F, Cl, Br and I. It shows that the Cl, Br and I atoms in these molecules closely approximate the [Formula: see text] configuration, where the z-axis is along the R-X bond. The three unshared pairs of electrons produce a belt of negative electrostatic potential around the central part of X, leaving the outermost region positive, the sigma-hole. This is not found in the case of fluorine, for which the combination of its high electronegativity plus significant sp-hybridization causes an influx of electronic charge that neutralizes the sigma-hole. These factors become progressively less important in proceeding to Cl, Br and I, and their effects are also counteracted by the presence of electron-withdrawing substituents in the remainder of the molecule. Thus a sigma-hole is observed for the Cl in CF(3)Cl, but not in CH(3)Cl.

1,893 citations

Journal ArticleDOI
TL;DR: The main features of the interaction are given, and the close similarity with the hydrogen bonding will become apparent, and some heuristic principles are presented to develop a rational crystal engineering based on halogen bonding.
Abstract: Halogen bonding is the noncovalent interaction between halogen atoms (Lewis acids) and neutral or anionic Lewis bases. The main features of the interaction are given, and the close similarity with the hydrogen bonding will become apparent. Some heuristic principles are presented to develop a rational crystal engineering based on halogen bonding. The focus is on halogen-bonded supramolecular architectures given by halocarbons. The potential of the interaction is shown by useful applications in the field of synthetic chemistry, material science, and bioorganic chemistry.

1,673 citations

Journal Article
TL;DR: The Atom-Atom Potential Method and the Close-Packing Model for Molecular Crystals as mentioned in this paper have been used to predict the crystal structures of organic molecules using the Kitaigorodskii model.
Abstract: 1 Molecular Crystals and Crystal Engineering Crystal engineering Why design crystal structures of organic molecules? Some extensions Conclusions 2 The Atom-Atom Potential Method and the Close-Packing Model for Molecular Crystals Intermolecular forces in crystals The atom-atom potential method The close-packing model of Kitaigorodskii Crystal structure prediction Conclusions 3 Crystallographic Databases and the Recognition of Intermolecular Patterns The nature and growth of crystallographic information The Cambridge structural database Intermolecular patterns in crystals Conclusions 4 Structures Based Mostly on van der Waals Forces Non-bonded interactions involving carbon and hydrogen atoms Effects of van der Waals forces on crystal packing Occupied and unoccupied volumes in crystals Conclusions 5 Some Structures Based on Hydrogen Bonding Introduction Rationalisation of hydrogen bonding patterns The role of C-HO interactions in determining crystal structures Other types of hydrogen bonding in crystals Conclusions 6 Structures Based on Intermolecular Contacts to Halogen Atoms The nature of halogenhalogen forces The geometry of halogenhalogen interactions Design of halogenhalogen stabilised crystal structures Contacts between halogen and non-halogen atoms Conclusions 7 Structures Based on Intermolecular Contacts to Sulphur The nature of sulphurheteroatom contacts Crystal design and engineering Conclusion 8 Designing Non-Centrosymmetric Crystals Introduction Some properties and applications of non-centrosymmetric crystals Methods of crystal design Non-centrosymmetry in other organised media Conclusions 9 Structures Based on Interactions Between Distinct Molecular Species: Solid Solutions, Donor-Acceptor Complexes and Clathrates Design of crystal structures of molecular complexes 10 Polymorphism - The Nemesis of Crystal Design? Polymorphism and crystal structure design 11 Conclusions Index

1,529 citations


Network Information
Related Topics (5)
Hydrogen bond
57.7K papers, 1.3M citations
89% related
Ligand
67.7K papers, 1.3M citations
88% related
Ab initio
57.3K papers, 1.6M citations
87% related
Crystal structure
100.9K papers, 1.5M citations
86% related
Aryl
95.6K papers, 1.3M citations
86% related
Performance
Metrics
No. of papers in the topic in previous years
YearPapers
2023126
2022252
2021300
2020260
2019258
2018223