The Synthesis and Structure of Two Novel N-(Benzothiazol-2-yl)benzamides

Two novel benzothiazoles 2-chloro-N-(benzothiazol-2-yl)benzamide (1) and 2-chloro-N-(6-cyanobenzothiazol-2-yl)benzamide (2) were obtained in multistep synthesis. They were characterised by means of IR, 1H- and 13C-NMR spectroscopy and also by single-crystal X-ray diffraction. The compound 1 crystallises with triclinic space group P 1, a = 9.5923(8) A ; , b = 9.8583(8) A ; , c = 13.8962(10) A ; ,  = 89.162(6) ,  = 77.741(7) ,  = 80.064(7) , V = 1264.5(2) A ; 3, Z = 4 and compound 2 crystallises as methanol solvate with monoclinic space group P 21/n, a = 7.5093(9) A ; , b = 13.0211(14) A ; , c = 16.032(2) A ; ,  = 92.717(10) , V = 1565.9(3) A ; , Z = 4. Both crystal structures consist of discrete dimers connected into a three-dimensional network by intermolecular C-H O and C-H X (X= Cl or S) hydrogen bonds and by face-to-face  - stacking interactions.