Combined experimental and theoretical studies of bis-chalcone: Estimation of non-covalent interactions

A new bischalcone BCH(2E,2' E)-1,1'-(((1,4-phenylenebis(methylene))bis(oxy))bis(2,1-phenylene))bis(3-(4-(benzyloxy)phenyl)prop-2-en-1-one) has been synthesized and characterized by spectroscopic and single crystal X-ray diffraction techniques. The C-H center dot center dot center dot O and C-H center dot center dot center dot jc intermolecular non-covalent interactions play crucial contribution in the formation of supramolecular architecture. A comprehensive Hirshfeld sur-face analysis and 2D fingerprint plots reveal the presence of intermolecular non-covalent interactions and percentage contributions of individual atoms. Hirshfeld energy framework calculations demonstrate dom-inance of dispersion energy. DFT calculations have been carried out energetic evaluation of non-covalent interactions. The charge distribution is rationalized by MEP surfaces. NCI Plot and QTAIM analysis have been computed to quantification of non-covalent interactions in the stabilization of the molecular crystal packing.(c) 2023 Elsevier B.V. All rights reserved.

Automated summary

A new bischalcone BCH has been synthesized and characterized. The formation of supramolecular architecture is attributed to C-H...O and C-H...Jc intermolecular non-covalent interactions. Comprehensive Hirshfeld surface analysis and 2D fingerprint plots reveal the presence of these interactions and the contributions of individual atoms. The dominance of dispersion energy is demonstrated by Hirshfeld energy framework calculations. DFT calculations provide energetic evaluation of the non-covalent interactions.