An analysis of structural, spectroscopic signatures, reactivity and anti-bacterial study of synthetized 4-chloro-3-sulfamoylbenzoic acid

• Published in: Journal of molecular structure Vol. 1202; p. 127176
• Main Authors: Kavitha, Ch, Narendra, K., Ratnakar, A., Poojith, Nuthalapati, Sampath, C., Banik, Subrata, Suchetan, P.A., Potla, Krishna Murthy, Naidu, Nuthalapati Venkatasubba
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15.02.2020
• Subjects: Anti-bacterial studies; BDE; Fukui reactive index; SCXRD studies; Sulfamoylbenzoic acid; Sulfamoylbenzoic acid; BDE; Fukui reactive index; Anti-bacterial studies; SCXRD studies
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2019.127176

In the current study, 4-chloro-3-sulfamoylbenzoic acid (CSBA) has been synthetized from 4-chloro-3-sulfamoylbenzoate. The explicit structure of the titled compound was authenticated by single crystal X-ray diffraction, vibrational and electronic spectroscopic signatures. The unambiguous structure in solid state was confirmed by single crystal X-ray diffraction technique and Hirshfeld surface analysis. The X-ray analysis reflect that the titled compound was crystallized in monoclinic crystal system with P21/c space group a = 4.9576(3) Å, b = 6.0315(3) Å, c = 29.8923(16) Å, β = 92.628(3)°, volume = 892.89(8) Å3 and Z = 4. In the solid phase structure, the molecules were interconnected by O–H⋯O and N–H⋯O hydrogen bonds and C–H⋯O intermolecular interactions forming a two dimensional sheet. These contacts were further envisaged by 3D-hirshfeld surface studies (dnorm) and 2D-fingerprint plots; which suggested that the O⋯H(39.9%) contact contributed the highest to the surface. The molecular, vibrational and electronic properties of titled compound investigated by using quantum chemical calculations at DFT/B3LYP/6-311 + G(d,p) level of theory. An analysis each fundamental vibrational mode was performed with the help of potential energy distribution (PED) using VEDA4 program. In addition, frontier orbital analysis, global reactivity parameters, natural bond order (NBO) analysis, non-linear optical (NLO) calculation and molecular electrostatic potential (MEP) analysis were performed by same method in same phase. Bond dissociation energies have been calculated for all single acyclic bonds in order to study autoxidation mechanism and degradation properties of the present investigated molecule. The titled compound displayed moderate anti-bacterial activity against gram-positive and gram-negative bacteria. [Display omitted] •The explicit structure of title compound was authenticated by single crystal X-ray diffraction, vibrational and electronic spectroscopic signatures.•Most reactive sites are identified.•MEP, BDE and Fukui function have been discussed in detail.•The complete vibrational assignments were performed on the basic of the potential energy distribution (PED).