Substituent Effects in 3,3’ Bipyrazole Derivatives. X-ray Crystal Structures, Molecular Properties and DFT Analysis

Authors

  • Ibrahim Bouabdallah
  • Tarik Harit
  • Mahmoud Rahal
  • Fouad Malek
  • Monique Tillard
  • Driss Eddike

DOI:

https://doi.org/10.17344/acsi.2021.6756

Keywords:

Crystal structure, bipyrazole, DFT, substituent, reactivity indices.

Abstract

The single crystal X-ray structure of new 1,1’-bis(2-nitrophenyl)-5,5’-diisopropyl-3,3’-bipyrazole, 1, is triclinic P , a = 7.7113(8), b = 12.3926(14), c = 12.9886(12) Å, a = 92.008(8), β = 102.251(8), γ = 99.655(9)°. The structural arrangement is compared to that of 5,5’-diisopropyl-3,3’-bipyrazole, 5, whose single crystal structure is found tetragonal I41/a, a = b = 11.684(1), c = 19.158(1) Å. The comparison is also extended to the structures previously determined for 1,1’-bis(2-nitrophenyl)-5,5’-propyl-3,3’-bipyrazole, 2, 1,1’-bis(4-nitrophenyl)-5,5’-diisopropyl-3,3'-bipyrazole, 3, and 1,1’-bis(benzyl)-5,5’-diisopropyl-3,3'-bipyrazole, 4. Density Functional Theory (DFT) calculations are used to investigate the molecular geometries and to determine the global reactivity parameters. The geometry of isolated molecules and the molecular arrangements in the solid state are analyzed according to the nature of the groups connected to the bipyrazole core.

Author Biographies

Ibrahim Bouabdallah, Mohammed First University

Departement of chemistry

Tarik Harit, Mohammed First University

Departement of chemistry

Mahmoud Rahal, Université Chouaib Doukkali

Departement of chemistry

Fouad Malek, Mohammed First University

Departement of chemistry

Monique Tillard, Institut Charles Gerhardt Montpellier; Université de Montpellier

École nationale supérieure de chimie de Montpellier

Driss Eddike, Mohammed First University

Departement of chemistry

Downloads

Published

15.09.2021

Issue

Section

Physical chemistry