Synthesis and Crystal Structure of 2-Hydroxyl-4-Methyl-Thioxanthone

Abstract

The title compound, 2-hydroxyand-4-methylthioxanthone（C14H10O2S）has been prepared from 2,2'-dithiosalicylic acid and 3-methylphenonl and characterized by IR and 1H NMR spectra. The yield was higher in the presence of P2O5.Its crystal structure was determined by single-crystal X-ray diffraction. Crystal data for the title compound: the triclinic system, space group P-1, with a = 7.4699(11)Å, b = 7.4839(11) (13)Å,c = 19.659(3) (11)Å,α=87.981(3) º,β= 85.678(3) º , γ= 82.618(3) º，Z=2，V= 1086.5(3) Å 3，Dc= 1.481mg.m-3,F（000）=504,µ= 0.281mm-1,R=0.0588 and wR= 0.1333.The results of crystal structure determination show that there exist intra-molecular hydrogen bonds, resulting in a framework of dimmers. C(1), C(2), C(3), C(4), C(5), C(6), C(7), C(8), C(9), C(10), C(11), C(12), C(13) and S(1) is coplanar in one molecular of the dimmer, and C(15), C(16), C(17), C(18), C(19), C(20), C(21), C(22), C(23), C(24), C(25), C(26),C(27) and S(2) is coplanar in the other molecular of the dimmer. The dihedral angle between the two molecular plans is 28.10（0.08）, which shows that two molecular plans is not parallel in the framework of dimmers.