The role of water and iodine in supramolecular assembly of a 2D coordination of benzimidazole derivate: X-ray crystallography and DFT calculations

Abstract

Abstract We describe the synthesis and crystal structure of DBZIW, 1,3-Dimethyl-3H-benzimidazol-1-ium iodide monohydrate, which crystallizes in a monoclinic system with space group P21/c and Z = 4. The asymmetric unit contains a molecule of [C9 H11N2]+, an iodine ion I−, and a water molecule. Water oxygen O1 and iodine ion I− (O-H...I) connection display significant involvement in hydrogen bond interactions in the molecular packing of DBZIW. The network of C-H...O hydrogen bond contacts plays an essential part in the stability. The molecular structures 1, 3-Dimethyl-3H-benzimidazol-1-ium [DBZ], 1, 3-Dimethyl-3H-benzimidazol-1-ium, monohydrate [DBZW], 1, 3-Dimethyl-3H-benzimidazol-1-ium, iodine [DBZI] and 1, 3-dimethyl-3H-benzimidazol-1-ium iodide monohydrate [DBZIW] were optimized at the B3LYP method with 6-311G (d, p) level using Gaussain-09 software. The energy band gap value of HOMO and LUMO of DBZ, DBZW, DBZI and DBZIW have 4.997 eV, 4.786 eV, 3.309 eV and 1.265 eV, respectively. The HOMO-LUMO energy gap, which is useful in determining the molecular electrical transport properties, explains the charge transfer interaction inside the molecule. The molecular docking studies indicated that DBZIW had high binding affinity for thyroid stimulating hormone receptor (TSHR) protein targets (4QT5).