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

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.

Synthesis, characterization and Hirshfeld surface analysis of 2-aminobenzothiazol with 4-fluorobenzoic acid co-crystal

“…Very recently, we have reported the X-ray diffraction analysis of a co-crystal formed between 2-aminobenzothiazol and 1-methylisatin [28]. In continuation of our strong interest towards the crystal structure of bioactive organic molecules [29][30][31][32][33][34][35][36][37][38][39][40], in this communication, we want to report the detailed X-ray diffraction analysis along with FT-IR, NMR, and HRMS studies of another co-crystal (III) formed between 4-fluoro benzoic acid and 2-aminobenzothiazol. We strongly believe that co-crystallization of these two highly active pharmacological ingredients will surely make some impact and show high therapeutic potentials.…”