Crystal structure of (E)-1-(2-chlorophenyl)-N-(4-chlorophenyl)methanimine, C₁₃H₉Cl₂N

Abstract

C 13 H 9 Cl 2 N, monoclinic, P21/c (no. 14), a = 3.9518 (18) CCDC no.: 1452241The crystal structure is shown in the gure. Tables 1-3 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters. Source of materialThe title compound was synthesized by the reaction of 4-chloro-phenylamine (1 mmol, 127.6 mg) with 2-chlorobenzaldehyde (1 mmol, 140.6 mg) in ethanol (20 mL) under re ux (348 K) for 6 h. The solvent was removed and the solid product was washed with diethyl ether. Colorless blockshaped single crystals with approx. size 0.20 × 0.12 × 0.10 mm were obtained by slow evaporation of a dichloromethane solution at room temperature. Experimental detailsAll H atoms were placed in idealized positions, re ned with distance restraints of C-H = 0.93 Å and re ned as riding atoms with U iso (H) = 1.2 Ueq(C). DiscussionSchi -bases have been of great interest for many years because of their wide application in metal coordination chemistry as important classes of ligands and higher bioactivity [1][2][3][4][5][6][7][8][9][10][11][12][13][14]. In order to search for new Schi -bases, the title compound was synthesized and its crystal structure determined. The two aromatic rings form dihedral angles of 5.50(1)°. The C7 = N1 bond length of 1.241(6) Å showing its doublebond character. The C7 = N1-C8 angle is 121.6(4)°.The arene moieties are stacked along the a direction with a face-to-face distance of 3.952 Å.