Synthesis, Crystal Structure, Supramolecular Assembly Exploration by Hirshfeld Surface Analysis and Computational Study of 6-Bromo (Bocc)

Abstract

It has been found that CF3COOH catalyzes the Knoevenagel condensation reaction of 5-bromo-2-hydroxybenzaldehyde and ethyl cyanoacetate. Consequently, the 6-bromo-2-oxo-2H-chromene-3-carbonitrile (BOCC) compound has been synthesized. The structure was proved by single crystal X-rays diffraction analysis. The asymmetric unit contained two identical molecules A and B which are different with respect to crystallography. The crystal packing is mainly stabilized by C-HMIDLINE HORIZONTAL ELLIPSISN and C-HMIDLINE HORIZONTAL ELLIPSISO bonding which is further stabilized by C-NMIDLINE HORIZONTAL ELLIPSIS pi and off-set pi MIDLINE HORIZONTAL ELLIPSIS pi stacking interactions. Hirshfeld surface analysis is employed for the further exploration of the intermolecular interactions. Enrichment ratio is computed for the interatomic contacts to find the tendency of the contacts to form the crystal packing interactions. The void analysis is performed to predict the mechanical behaviour. Furthermore, the computational study is performed for finding the interaction energy between molecular pair by using B3LYP/6-31G(d,p) electron density model. The study inferred the role of various types of interaction energies in stabilizing the molecular pair.