Issue 39, 2021

Halogen bonds as a tool in the design of high energetic materials: evidence from crystal structures and quantum chemical calculations

Abstract

Positive electrostatic potential over the central area of the molecular surface is one of the main characteristics of high energetic materials (HEMs) that determines their sensitivity towards detonation. The influence of halogen bonds on the values of the electrostatic potential of selected HEM molecules was studied in crystal structures extracted from the Cambridge Structural Database and by quantum chemical calculations. Analysis of halogen bonds in crystal structures containing halogen-substituted 2,4,6-trinitrophenyl fragments showed that these groups form halogen bonds (183 contacts). Analysis of electrostatic potential maps calculated for geometries of non-halogen bonded and halogen bonded HEM molecules extracted from crystal structures showed that halogen bonding modifies electrostatic potential in the centers of these compounds. Since in selected crystal structures other types of non-covalent interactions were also present, quantum chemical calculations on model systems were used to reveal and quantitatively describe the influence of halogen bonds on the electrostatic potential of selected HEM molecules. These results could be used for the design of new classes of halogen-containing high energetic molecules with reduced sensitivities towards detonation.

Graphical abstract: Halogen bonds as a tool in the design of high energetic materials: evidence from crystal structures and quantum chemical calculations

Supplementary files

Article information

Article type
Paper
Submitted
27 Jūn. 2021
Accepted
06 Sept. 2021
First published
08 Sept. 2021

CrystEngComm, 2021,23, 6915-6922

Halogen bonds as a tool in the design of high energetic materials: evidence from crystal structures and quantum chemical calculations

A. B. Đunović and D. Ž. Veljković, CrystEngComm, 2021, 23, 6915 DOI: 10.1039/D1CE00854D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements