Synthesis, crystal growth, crystal structure, optical, thermal, biological and NLO studies of heterocyclic compound N-(1,3-benzothiazol-2-yl)-2-methoxybenzamide

Abstract

Heterocyclic organic compound N-(1,3-benzothiazol-2-yl)-2-methoxybenzamide (N2BT2MBA) was synthesized by the process of benzoylation of 2-aminobenzothiazole using 2-methoxybenzoylchloride and structurally characterized. The compound N2BT2MBA molecular ion peak at 284.3 was confirmed by gas chromatographic mass spectrometry [GC–MS]. The single crystal X-ray diffraction (room temperature and liquid nitrogen temperature) study reveal that N2BT2MBA crystallized with methanol solvate exhibit a triclinic system with space group P-1. FT-IR spectra of N2BT2MBA molecule confirm the presence of carbonyl functional group vibration mode at 1654 cm−1. The absorbance band of N2BT2MBA compound in UV-NIR region found at 305 nm and the optical band gap to be 3.67 eV. 1H and 13C NMR spectral analysis were used to predict the placement of protons and carbons in the N2BT2MBA molecule respectively. Thermal analysis of grown crystals N2BT2MBA were confirmed by TGA & DTA analysis and the crystal was found to be stable up to 160 °C. The antibacterial and antifungal activity of N2BT2MBA compound was tested using ciprofloxacin and amphotericin-B as a standard by zone of inhibition method. The results show that the compound active. The second harmonic generation (SHG) was confirmed by Kurtz-Perry powder technique for N2BT2MBA crystal with the SHG efficiency 3.5 times greater than that of potassium dihydrogen phosphate [KDP].

Keywords

• Crystal growth
• Single crystal XRD
• Thermal studies
• Biological activity
• Non-linear optical material