Research Catalog

Details

Additional authors

1. Steiner, Thomas.

Description

1. xiv, 507 p. : ill.; 25 cm.

Summary

1. The existence of the weak hydrogen bond has been postulated for some years, but only recently has it become evident that the bond plays a distinctive role in the characteristics of certain molecules. This book provides a critical assessment.

Series statement

1. International Union of Crystallography monographs on crystallography ; 9

Uniform title

1. International Union of Crystallography monographs on crystallography ; 9.

Subject

1. Hydrogen bonding
2. hydrogen bonding
3. Wasserstoffbrückenbindung
4. Waterstofbruggen
5. Supramoleculaire systemen
6. Biomoleculen
7. Spectrometrie
8. Kristalstructuur
9. HYDROGEN BONDS
10. MOLECULAR STRUCTURE
11. CHEMISTRY
12. BIOLOGY
13. ORGANOMETALLIC COMPOUNDS
14. CRYSTALLOGRAPHY
15. Structure cristalline (solides)
16. Chimie supramoléculaire
17. Liaisons hydrogène
18. Wasserstoffbru?ckenbindung

Contents

1. 1.1 The hydrogen bond 1 -- 1.1.1 Historical background 1 -- 1.1.2 Geometrical parameters and definitions 5 -- 1.1.3 Energetic parameters and definitions 9 -- 1.2 The weak or non-conventional hydrogen bond -- scope of this work 11 -- 1.2.1 Classification of hydrogen bonds 12 -- 1.2.2 The nature of the hydrogen bond interaction and its limits 16 -- 1.2.3 Differences between strong and weak hydrogen bonds 19 -- 1.3 Methods of studying weak hydrogen bonds 21 -- 1.3.1 Crystal structure analysis and statistical treatment of these results 21 -- 1.3.2 Vibrational spectroscopy 26 -- 1.3.3 Gas-phase rotational spectroscopy 27 -- 1.3.4 Computation 27 -- 2 Archetypes of the weak hydrogen bond -- C -- H ... O and C -- H ... N interactions in organic and organometallic systems 29 -- 2.1 Historical developments 29 -- 2.1.1 Sutor's study 32 -- 2.1.2 The dark ages 35 -- 2.1.3 The Taylor-Kennard paper 38 -- 2.2 General properties 40 -- 2.2.1 Vibrational spectroscopy 40 -- 2.2.2 Length properties 44 -- 2.2.3 Angular properties 58 -- 2.2.4 C -- H bond lengthening 68 -- 2.2.5 Reduction of thermal vibrations 70 -- 2.2.6 Computational studies and hydrogen bond energies 73 -- 2.2.7 Cooperativity 80 -- 2.2.8 Hardness and softness 86 -- 2.2.9 Intramolecular phenomena 89 -- 2.2.10 Influence on crystal packing 97 -- 2.2.11 Repulsive and destabilizing C -- H ... O contacts 108 -- 2.2.12 Weak hydrogen bonds in liquids and solution 116 -- 2.2.13 Recapitulation 120 -- 3 Other weak and non-conventional hydrogen bonds 122 -- 3.1 [pi]-Acceptors 122 -- 3.1.1 What is a [pi]-acceptor? 122 -- 3.1.2 Solution and gas phase experiments 124 -- 3.1.3 Phenyl groups 130 -- 3.1.4 Alkynes 164 -- 3.1.5 Alkenes 185 -- 3.1.6 Heterocycles 190 -- 3.1.7 Other [pi]-acceptors 193 -- 3.2 Weak atomic acceptors 202 -- 3.2.1 Group VII elements -- covalent halogen 202 -- 3.2.2 Group VI elements -- S, Se and Te 224 -- 3.2.3 Group V elements -- P, As and Sb 238 -- 3.2.4 Group IV elements -- isonitriles, carbanions, carbenes and silylenes 242 -- 3.3 Halide anions 246 -- 3.4 Weak donors 253 -- 3.4.1 S -- H 253 -- 3.4.2 P -- H and P[superscript +] -- H 267 -- 3.4.3 Se -- H, As -- H and Si -- H 269 -- 3.5 Organometallics 270 -- 3.5.1 Metal atoms as acceptors -- X -- H ... M hydrogen bonds 271 -- 3.5.2 Metal atom groups as donors -- M -- H ... A hydrogen bonds 277 -- 3.5.3 Agostic interactions -- M ... (H -- C) 280 -- 3.6 Other varieties 281 -- 3.6.1 The dihydrogen bond -- X -- H ... H -- M 283 -- 3.6.2 The inverse hydrogen bond -- X -- H[superscript -] ... A[superscript +] 291 -- 4 The weak hydrogen bond in supramolecular chemistry 293 -- 4.1 The solid state -- influence of weak hydrogen bonds on packing 294 -- 4.1.1 The crystal as a supermolecule 294 -- 4.1.2 Crystal structures wherein weak hydrogen bonds are important 296 -- 4.2 Inclusion complexes 303 -- 4.2.1 Crown ethers 303 -- 4.2.2 Oligoaryl hosts 310 -- 4.2.3 Cyclodextrins (cycloamyloses) 311 -- 4.3 Crystal engineering -- promises and problems 315 -- 4.3.1 From molecular to crystal structure 316 -- 4.3.2 The computational approach 321 -- 4.3.3 The experimental approach -- database research 322 -- 4.3.4 Crystal engineering in practice -- supramolecular synthons 323 -- 4.4 Recognition in solution and related phenomena 336 -- 4.4.1 Supramolecular assistance to molecular synthesis 337 -- 4.4.2 Drug design and biological recognition 338 -- 5 The weak hydrogen bond in biological structures 343 -- 5.1.1 Biological structures are not time-stable 344 -- 5.1.2 The crystallographic resolution problem 345 -- 5.2 Peptides and proteins 346 -- 5.2.1 The building blocks -- amino acids 346 -- 5.2.2 C -- H ... O hydrogen bonds 350 -- 5.2.3 X -- H ... [pi] hydrogen bonds 363 -- 5.2.4 Protein-ligand interactions 376 -- 5.2.5 Enzymatic activity 381 -- 5.3 Nucleic acids 385 -- 5.3.1 Nucleic acid constituents 389 -- 5.3.2 Polymeric DNA and RNA 393 -- 5.4 Carbohydrates 407 -- 5.4.1 Chemical constitution 407 -- 5.4.2 Hydrogen bond geometry 408 -- 5.4.3 Functionally important C -- H ... O hydrogen bonds 410 -- 5.5 Water molecules 412 -- 5.5.1 Organic hydrates 414 -- 5.5.2 Are there water molecules with vacant hydrogen bond potentials? 426 -- 5.5.3 Macromolecular structures 427.

Owning institution

1. Princeton University Library

Bibliography (note)

1. Includes bibliographical references (p. [447]-499) and index.