Structural and supramolecular study of 2-E-((4-hydroxyphenyl) diazenyl) benzoic acid

The crystalline structure of 2-E-((4hydroxyphenyl) diazenil) benzoic acid compound was solved by intrinsic phase method using single-crystal X-ray diffraction data. The molecule crystallizes in the orthorhombic Pbca space group. In the unit cell four molecular conformers of the compound per asymmetric unit are observed, which are forming beta helix arrangement along [010] direction. Hirshfeld surface calculation was performed to determine the intermolecular interactions that contribute to the crystal packing. It was possible to observe that the main contribution to the general surface is given by the contacts H center dot center dot center dot H (34.8%), followed by interactions O center dot center dot center dot H/H center dot center dot center dot O (27%) and C center dot center dot center dot H/H center dot center dot center dot C (18.6%). The energy interaction networks were calculated at a DFT/B3LYP/631G(d,p) level, allowing to quantify the high participation of dispersion interactions (-57.5 kJ/mol) in the formation of crystal packing.