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Interactions with Aromatic Rings

  • Seiji TsuzukiEmail author
Chapter
Part of the Structure and Bonding book series (STRUCTURE, volume 115)

Abstract

Intermolecular interactions of aromatic molecules (π/π, OH/π, NH/π and cation/π interactions) are important in many fields of chemistry and biology. These interactions control the crystal structures of aromatic molecules, the stability of biological systems and their molecular recognition processes. The magnitude of the interactions and their physical origin are essential for understanding the structures and properties of molecular assemblies and are also important for improving material and drug design strategy. Although it is not easy to study the details of the weak interactions of aromatic molecules by experimental measurements alone, ab initio calculation is becoming a powerful tool for studying weak intermolecular interactions. Recent developments of computational methodologies and increasing computer performance enable us to study these interactions quatitatively by high-level ab initio molecular orbital calculations. This review attempts to summarize recent progress in the quantitative analysis of intermolecular interactions of aromatic molecules.

High-level ab initio calculations Intermolecular interaction Aromatic molecules Basis set Electron correlation 

Abbreviations

AIM

Atoms in molecules

B3LYP

Becke's three-parameter functionals and Lee, Yang and Parr's correlation functionals

BLYP

Becke's exchange and Lee, Yang and Parr's correlation functionals

BSSE

Basis set superposition error

CADPAC

Cambridge Analytical Derivatives Package

CCSD(T)

Coupled-cluster calculations with single and double substitutions with inclusion of noniterative triple excitations

CCSD(TQ)

Coupled-cluster calculations with single and double substitutions with inclusion of noniterative triple and quadruple excitations

ΔCCSD(T))

CCSD(T) correction term

DFT

Density functional theory

DMA

Distributed multipole analysis

ECCSD(T)(limit)

CCSD(T)-level interaction energy at the basis set limit

EMP2(T)(limit)

MP2-level interaction energy at the basis set limit

GGA

Generalized gradient approximation

HF

Hartree--Fock

IMPT

Intermolecular perturbation theory

MP2

Second-order Møller--Plesset perturbation

MP2-R12

MP2 calculations with a linear r12 term

MP4(SDTQ)

Full fourth-order Møller--Plesset perturbation method with single, double, triple and quadruple substitutions

PBE

Perdew, Burke and Ernzerhof's exchange and Perdew and Wang's gradient-corrected correlation functionals

PW91

Perdew and Wang's 1991 gradient-corrected correlation functionals

SAPT

Symmetry-adapted perturbation theory

TMA

Tetramethylammonium

ZPE

Zero-point vibrational energy

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Authors and Affiliations

  1. 1.Research Institute of Computational Sciences (RICS), National Institute of Advanced Industrial Science and Technology (AIST)IbarakiJapan

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