Synthesis, characterization, antimicrobial and DNA binding properties of an organic charge transfer complex obtained from pyrazole and chloranilic acid.

The chemistry of an organic charge transfer complex (CT complex) between pyrazole (donor) and chloranilic acid (acceptor) has been explored in ethanol at room temperature. The synthesized complex has been characterized by various techniques such as FTIR, NMR, Single crystal X-ray diffraction and UV-visible spectroscopy. These techniques indicate that the cation and anion are joined together by the weak hydrogen bonding. This molecular framework is a result of inter N+-H⋯O- bonding between donor and acceptor moieties. The elemental analysis and FTIR spectrum of semi-crystal complex along with Job's plot indicate the formation of 2: 1 HBCT-complex. The bioorganic chemistry of the present CT complex is established well toward antimicrobial screening and DNA binding capabilities. Antimicrobial activity was screened for gram positive and gram negative bacteria and various fungi. Molecular docking shows that the CT complex binds perfectly with the B-DNA and reveals free energy of binding (FEB) value of -198.4 kcal mol-1. TD-DFT calculations using basis set B3LYP/6-311G** give theoretical confirmation along with HOMO (-3.9421 eV) → LUMO (-2.4903 eV) electronic energy gap (ΔE) to be 1.4521 eV. Theoretical analysis corroborates well the biological properties.