CRYSTAL STRUCTURE AND HIRSHFELD SURFACE ANALYSIS OF 6-BROMO-2-(4-CHLOROPHENYL)-3-((1-OCTYL-1H-1,2,3-TRIAZOL-4- YL)METHYL)-3H-IMIDAZO[4,5-b]PYRIDINE

Authors

  • k Bouayad Université Mohammed V de Rabat
  • T. Hökelek
  • c. renard
  • Y Ouzidan
  • M. Akhazzane
  • A. Haoudi
  • F. Capet

DOI:

https://doi.org/10.48369/IMIST.PRSM/jmch-v18i1.15600

Keywords:

Crystal structure, imidazo[4, 5-b]pyridine, 1, 2, 3-triazole, Hirshfeld surface

Abstract

6-bromo-2-(4-chlorophenyl)-3-((1-octyl-1H-1,2,3-triazol-4-yl)methyl)-3H-imidazo[4,5-b] pyridine, is built up from the 4-chlorophenyl and imidazo[4,5-b]pyridine ring system linked through a methylene bridge to a 1,2,3-triazole ring, which in turn also carries a substituent. The planar imidazo[4,5-b]pyridine ring is inclined by 19.37(12)° and 889.27(13)° to the phenyl and triazole rings, respectively, while phenyl and triazole rings are oriented at a dihedral angle of 71.23(15)°. In the crystal, the molecules are linked via intermolecular C— HTrz···NTrz (Trz = triazole) hydrogen bonds, enclosing R3 3 (21) and R3 3 (22) ring motifs, they are further linked through the bifurcated intermolecular C—HTrz···NTrz hydrogen bonds into a network consisting of double-column structure running along the b-axis direction. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H ··· H (57.2%), H ··· N/N ··· H (17.6%), H ··· C/C ··· H (9.6%), H ··· Cl/Cl ··· H (7.9%) and H ··· Br/Br ··· H (7.0%) interactions. No significant π ··· π or C–H ··· π interactions are observed.

Author Biography

k Bouayad, Université Mohammed V de Rabat

 

 

Published

09-03-2019

Issue

Section

Articles