Deciphering non-covalent interactions of 1,3-Benzenedimethanaminium bis(trioxonitrate): Synthesis, empirical and computational study

Abstract

1,3-Benzenedimethanaminium bis(trioxonitrate), denoted by BD(NO3)2 was prepared and its structure determined by X-ray crystallography. This compound solidifies into the triclinic system and the P21/c space group with the lattice parameters a = 21.4308 (7) Å, b = 5.7255 (2) Å, c = 20.4476 (5) Å, β = 108.502 (1) °, V = 2379.28 (13) Å3, Z = 8, R = 0.047 and Rw = 0.129. In the crystal, the ions are allied by a huge number of NH···O hydrogen bonds, creating layers parallel to (100). These layers are associated by hydrogen bonding type CH···O, endorsing consequently a 3D arrangement. B3LYP/6–311++G**calculations were carried out to analyze the structure and properties of BD(NO3)2. Intermolecular contacts involved in the selection and packaging of the crystalline structure of BD(NO3)2 were investigated using fingerprint traces of the Hirshfeld surface. HOMO and LUMO analyses explain the charge transfers within the molecule. Topological analysis, RDG, molecular electrostatic potential (MEP) have been processed to calculate the intermolecular H-bonds interactions in detail. Thermal fusion and decomposition were investigated using TG, DTA and DSC measurements. Ionic conduction (H+) has been intentional in the temperature range 323 to 393 K, indicating semiconductor behavior of the material produced. Complete assignments of bands observed in the FTIR spectrum were reported together with the main force constants. The presence of dimeric species is important to explain why the intense bands predicted for the monomer due to NH···ON interactions are not observed in the experimental IR spectrum. The biological activity of BD(NO3)2 was accomplished in silico to investigate their antibacterial activity.