Electron Density Characteristics in Bond Critical Point (QTAIM) versus Interaction Energy Components (SAPT): The Case of Charge-Assisted Hydrogen Bonding

2011 ◽  
Vol 116 (1) ◽  
pp. 452-459 ◽  
Author(s):  
Barbara Bankiewicz ◽  
Piotr Matczak ◽  
Marcin Palusiak
Keyword(s):  
Hydrogen Bonding ◽  
Critical Point ◽  
Interaction Energy ◽  
Electron Density ◽  
Bond Critical Point ◽  
Energy Components

scholarly journals Relationships between Interaction Energy and Electron Density Properties for Homo Halogen Bonds of the [(A)nY–X···X–Z(B)m] Type (X = Cl, Br, I)

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2733 ◽  
Author(s):  
Maxim L. Kuznetsov
Keyword(s):  
Kinetic Energy ◽  
Interaction Energy ◽  
Electron Density ◽  
Bond Critical Point ◽  
Kinetic Energy Density ◽  
Large Set ◽  
Halogen Bonds ◽  
Absolute Deviation ◽  
The Individual ◽  
Best Estimator

Relationships between interaction energy (Eint) and electron density properties at the X···X bond critical point or the d(X···X) distance were established for the large set of structures [(A)nY–X···X–Z(B)m] bearing the halogen bonds Cl···Cl, Br···Br, and I···I (640 structures in total). The best estimator of Eint is the kinetic energy density (Gb), which reasonably approximates the whole set of the structures as −Eint = 0.128Gb2 − 0.82Gb + 1.66 (R2 = 0.91, mean absolute deviation 0.39 kcal/mol) and demonstrates low dispersion. The potential and kinetic energy densities, electron density, and the d(X···X) distance behave similarly as estimators of Eint for the individual series Cl···Cl, Br···Br, and I···I. A number of the Eint(property) correlations are recommended for the practical application in the express estimates of the strength of the homo-halogen bonds.

Topological analysis of electron density and the electrostatic properties of isoniazid: an experimental and theoretical study

2014 ◽  
Vol 70 (2) ◽  
pp. 331-341 ◽  
Author(s):  
Gnanasekaran Rajalakshmi ◽  
Venkatesha R. Hathwar ◽  
Poomani Kumaradhas
Keyword(s):  
Hydrogen Bonding ◽  
Charge Density ◽  
Electron Density ◽  
Topological Analysis ◽  
Bond Critical Point ◽  
Potential Region ◽  
Electrostatic Properties ◽  
Structural And Electronic Properties ◽  
Density Analysis ◽  
Mycobacterial Cell Wall

Isoniazid (isonicotinohydrazide) is an important first-line antitubercular drug that targets the InhA enzyme which synthesizes the critical component of the mycobacterial cell wall. An experimental charge-density analysis of isoniazid has been performed to understand its structural and electronic properties in the solid state. A high-resolution single-crystal X-ray intensity data has been collected at 90 K. An aspherical multipole refinement was carried out to explore the topological and electrostatic properties of the isoniazid molecule. The experimental results were compared with the theoretical charge-density calculations performed usingCRYSTAL09with the B3LYP/6-31G** method. A topological analysis of the electron density reveals that the Laplacian of electron density of the N—N bond is significantly less negative, which indicates that the charges at the b.c.p. (bond-critical point) of the bond are least accumulated, and so the bond is considered to be weak. As expected, a strong negative electrostatic potential region is present in the vicinity of the O1, N1 and N3 atoms, which are the reactive locations of the molecule. The C—H...N, C—H...O and N—H...N types of intermolecular hydrogen-bonding interactions stabilize the crystal structure. The topological analysis of the electron density on hydrogen bonding shows the strength of intermolecular interactions.

Bond length and the electron density at the bond critical point: XX, ZZ, and CZ bonds (X = Li-F, Z = Na-Cl)

2007 ◽  
Vol 29 (3) ◽  
pp. 367-379 ◽  
Author(s):  
Norberto Castillo ◽  
Katherine N. Robertson ◽  
S. C. Choi ◽  
Russell J. Boyd ◽  
Osvald Knop
Keyword(s):  
Bond Length ◽  
Critical Point ◽  
Electron Density ◽  
Bond Critical Point

Experimental observation of charge-shift bond in fluorite CaF2

2017 ◽  
Vol 73 (4) ◽  
pp. 643-653 ◽  
Author(s):  
Marcin Stachowicz ◽  
Maura Malinska ◽  
Jan Parafiniuk ◽  
Krzysztof Woźniak
Keyword(s):  
Quantum Theory ◽  
Density Distribution ◽  
Critical Point ◽  
Electron Density ◽  
Closed Shell ◽  
Atoms In Molecules ◽  
Bond Critical Point ◽  
Ionic Radii ◽  
Bond Path ◽  
Charge Shift

On the basis of a multipole refinement of single-crystal X-ray diffraction data collected using an Ag source at 90 K to a resolution of 1.63 Å−1, a quantitative experimental charge density distribution has been obtained for fluorite (CaF2). The atoms-in-molecules integrated experimental charges for Ca2+and F−ions are +1.40 e and −0.70 e, respectively. The derived electron-density distribution, maximum electron-density paths, interaction lines and bond critical points along Ca2+...F−and F−...F−contacts revealed the character of these interactions. The Ca2+...F−interaction is clearly a closed shell and ionic in character. However, the F−...F−interaction has properties associated with the recently recognized type of interaction referred to as `charge-shift' bonding. This conclusion is supported by the topology of the electron localization function and analysis of the quantum theory of atoms in molecules and crystals topological parameters. The Ca2+...F−bonded radii – measured as distances from the centre of the ion to the critical point – are 1.21 Å for the Ca2+cation and 1.15 Å for the F−anion. These values are in a good agreement with the corresponding Shannon ionic radii. The F−...F−bond path and bond critical point is also found in the CaF2crystal structure. According to the quantum theory of atoms in molecules and crystals, this interaction is attractive in character. This is additionally supported by the topology of non-covalent interactions based on the reduced density gradient.

Exploring the rare S—H...S hydrogen bond using charge density analysis in isomers of mercaptobenzoic acid

2017 ◽  
Vol 73 (4) ◽  
pp. 626-633 ◽  
Author(s):  
Mysore. S Pavan ◽  
Sounak Sarkar ◽  
Tayur N. Guru Row
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Charge Density ◽  
Interaction Energy ◽  
Electron Density ◽  
Type I ◽  
Weak Hydrogen Bond ◽  
Topological Features ◽  
Density Analysis ◽  
Density Study

Experimental and theoretical charge density analyses on isomers of mercaptobenzoic acid have been carried out to quantify the hydrogen bonding of the hitherto less explored thiols, to assess the strength of the interactions using the topological features of the electron density. The electron density study offers interesting insights into the nature of the S—H...S interaction. The interaction energy is comparable with that of a weak hydrogen bond. The strength and directionality of the S—H...S hydrogen bond is demonstrated to be mainly due to the conformation locking potential of the intramolecular S...O chalcogen bond in 2-mercaptobenzoic acid and is stronger than in 3-mercaptobenzoic acid, which lacks the intramolecular S...O bond. Thepara-substituted mercaptobenzoic acid depicts a type I S...S interaction.

SiO and GeO bonded interactions as inferred from the bond critical point properties of electron density distributions

1998 ◽  
Vol 25 (8) ◽  
pp. 574-584 ◽  
Author(s):  
G. V. Gibbs ◽  
M. B. Boisen ◽  
F. C. Hill ◽  
O. Tamada ◽  
R. T. Downs
Keyword(s):  
Critical Point ◽  
Electron Density ◽  
Bond Critical Point ◽  
Density Distributions

scholarly journals Relationship of QTAIM and NOCV Descriptors with Tolman’s Electronic Parameter

2016 ◽  
Vol 2016 ◽  
pp. 1-7 ◽  
Author(s):  
Tímea R. Kégl ◽  
László Kollár ◽  
Tamás Kégl
Keyword(s):  
Critical Point ◽  
Electron Density ◽  
Donor Ligands ◽  
Bond Critical Point ◽  
Energy Component ◽  
Bond Index ◽  
Electronic Parameter ◽  
Deformation Density ◽  
Electronic Parameters ◽  
Relationship Of

The σ-donor properties of various P-donor ligands have been studied at the PBEPBE level of theory, which has proved to be accurate in computing the symmetric carbonyl stretching frequencies in nickel(0)-tricarbonyl complexes containing P-donor ligands. The delocalization index from the QTAIM methodology and the energy component associated with the NOCV deformation density representing the donor interaction give the best correlation with Tolman’s electronic parameters, whereas the electron density at the bond critical point and the Wiberg bond index are connected with the donor strength of the ligands to a lesser extent.

Sign in / Sign up

Export Citation Format

Share Document