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Synthesis, X-ray crystal structure, Hirshfeld surface analysis, and molecular docking studies of DMSO/H2O solvate of 5-chlorospiro[indoline-3,7'-pyrano[3,2-c:5,6-c']dichromene]-2,6',8'-trione

Authors :
Aditi Sharma
BUBUN BANERJEE
Varun Sharma
Vivek Gupta
Source :
European Journal of Chemistry. 12:382-388
Publication Year :
2021
Publisher :
European Journal of Chemistry, 2021.

Abstract

The title compound, 5-chlorospiro[indoline-3,7'-pyrano[3,2-c:5,6-c']dichromene]-2,6',8'-trione was synthesized via one-pot pseudo three-component reaction between one equivalent of 5-chloroisatin and two equivalents of 4-hydroxycoumarin using mandelic acid as catalyst in aqueous ethanol at 110 °C. The synthesized compound was characterized by FT-IR, 1H NMR, and HRMS techniques. Single crystals were grown for crystal structure determination by using single X-ray crystallography technique. It was found that the crystals are triclinic with space group P-1 and Z = 1. The crystal structure was solved by direct method and refined by full-matrix least-squares procedures to a final R-value of 0.0688 for 6738 observed reflections. The crystal structure was stabilized by elaborate system of O-H···O, N-H···O, and C-H···O interactions with the formation of supramolecular structures. 3D Hirshfeld surfaces and allied 2D fingerprint plots were analyzed for molecular interactions. Molecular docking studies have been performed to get insights into the inhibition property of this molecule for Human topoisomerase IIα.

Details

ISSN :
21532257 and 21532249
Volume :
12
Database :
OpenAIRE
Journal :
European Journal of Chemistry
Accession number :
edsair.doi...........2396bf80c9ae49a05141495f0adb0d77
Full Text :
https://doi.org/10.5155/eurjchem.12.4.382-388.2141