In the title compound, C20H17N3O4S, all non-H atoms, except those of the phenyl ring, are approximately coplanar [maximum deviation = 0. K 0.19 0.11 0.05 mm Data collection ? Bruker SMART APEX CCD diffractometer Absorption correction: multi-scan (= 1.06 4582 reflections 259 parameters H atoms treated by a mixture of independent and constrained refinement max = 0.34 e ??3 min = ?0.44 e ??3 Data collection: (Bruker, 2013 ?); cell refinement: (Bruker, 2013 ?); data reduction: (Sheldrick, 2008 ?); program(s) used to refine structure: (Sheldrick, 2008 ?); molecular graphics: (Farrugia, 2012 ?); software used to prepare material for publication: (Farrugia, 2012 ?) and (Spek, 2009 ?). ? Table 1 Hydrogen-bond geometry (?, ) Supplementary Material Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813025270/gk2589sup1.cif Click here to view.(27K, cif) Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813025270/gk2589Isup2.hkl Click here to view.(251K, Galeterone hkl) Click here for additional data file.(7.4K, cml) Supplementary material file. DOI: 10.1107/S1600536813025270/gk2589Isup3.cml Additional supplementary materials: crystallographic information; 3D view; checkCIF report Acknowledgments Manchester Metropolitan University, Tulane University and Erciyes University are gratefully acknowledged for supporting this study. supplementary crystallographic information 1. Comment Thiazolidinone scaffold compounds have received much attention from organic and medicinal chemists due to their therapeutic diversity coupled with their commercial viability. Recently, 4-thiazolidinones have exhibited many interesting bio-activity profiles such as anti-cancer (Dayam 1996), non-nucleoside inhibitors of HIV-RT (Barreca OHO, CHO and CHS hydrogen bonding (Table 1, Fig. 2). One of the CHO contacts (C10H10O4) in Table 1 is between the layers. The interlayer regions are occupied by the and the solid obtained was recrystallized from ethanol to afford clear yellow plates (= 395.42= 9.5049 Galeterone (9) ? = 2.3C28.6= 20.656 (2) ? = 0.20 mm?1= 10.1364 (10) ?= 150 K = 107.637 (1)Plate, clear yellow= 1896.6 (3) ?30.19 0.11 0.05 mm= 4 View it in a separate window Data collection Bruker SMART APEX CCD diffractometer4582 independent reflectionsRadiation source: fine-focus sealed tube3740 reflections with i > 2(i)Graphite monochromator= ?1212Absorption correction: multi-scan (= ?2727= ?131316907 measured reflections View it in a separate window Refinement Refinement on = (= 1.06(/)max = 0.0014582 reflectionsmax = 0.34 e ??3259 parametersmin = ?0.44 e ??30 restraints View it in a separate window Special details Experimental. The diffraction data were collected in three sets of 606 frames (0.3 width in ) at = 0, 120 and 240. A scan time of 40 sec/frame was used.Geometry. Bond distances, angles and all goodnesses of fit are based on are based on set to zero Dpp4 for unfavorable F2. The observed criterion of F2 > (F2) is used only for calculating –R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger. View it in a separate window Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (?2) xyzUiso*/UeqS11.01222 (4)0.18869 (2)0.39033 (4)0.0203 (1)O11.40358 (11)0.26023 (5)0.52637 (11)0.0240 (3)O21.09079 (13)0.05575 (6)0.42140 (13)0.0347 (4)O31.32263 (14)0.02111 (6)0.52834 (14)0.0378 (4)O40.14035 (12)0.15348 (6)0.10230 (13)0.0285 (3)N11.16412 Galeterone (13)0.29748 (6)0.43935 (12)0.0189 (3)N20.90771 (13)0.31123 (6)0.34670 (13)0.0222 (4)N30.77907 (13)0.27335 (6)0.30473 (13)0.0219 (4)C11.27118 (16)0.25046 (7)0.47990 (15)0.0190 (4)C21.20296 (16)0.18459 (7)0.45802 (14)0.0193 (4)C31.01955 (15)0.27395 (7)0.38850 (14)0.0190 (4)C41.28646 (17)0.13149 (7)0.49043 (16)0.0229 (4)C51.22088 (18)0.06672 (8)0.47422 (16)0.0260 (5)C61.2661 (3)?0.04389 (9)0.5273 (3)0.0553 (8)C71.20015 (15)0.36539 (7)0.44261 (16)0.0206 (4)C81.29110 (17)0.39165 (8)0.56415 (17)0.0275 (5)C91.3342 (2)0.45594 (9)0.5655 (2)0.0368 (5)C101.2839 (2)0.49351 (8)0.4477 (2)0.0384 (6)C111.1899 (2)0.46687 (8)0.32791 (19)0.0347 (5)C121.14814 (18)0.40248 (8)0.32417 (16)0.0272 (5)C130.65717 (16)0.30559 (7)0.27572 (15)0.0196 (4)C140.64599 (17)0.37782 (8)0.28058 (17)0.0260 (5)C150.52047 (15)0.26621 (7)0.23315 (15)0.0187 (4)C160.52602 (16)0.19872 (7)0.23265 (17)0.0241 (4)C170.39928 (17)0.16202 (8)0.18891 (18)0.0267 (5)C180.26171 (16)0.19204 (7)0.14442 (15)0.0207 (4)C190.25339 (16)0.25898 (7)0.14520 (16)0.0227 (4)C200.38175 (16)0.29540 (7)0.18934 (16)0.0221 (4)H41.390700.135800.524800.0270*H4O0.066 (2)0.1774 (11)0.077 (2)0.046 (6)*H6A1.19470?0.044900.579600.0830*H6B1.34780?0.073500.569900.0830*H6C1.21740?0.057300.431500.0830*H81.323600.366000.645600.0330*H91.398600.474200.647700.0440*H101.313700.537500.449000.0460*H111.153800.493000.247600.0420*H121.084800.384100.241600.0330*H14A0.745300.396600.311000.0390*H14B0.592500.389900.345700.0390*H14C0.592800.394200.188200.0390*H160.619100.177600.263100.0290*H170.405700.116100.189100.0320*H190.160000.279900.115600.0270*H200.375000.341300.189700.0260* View it in a separate window Atomic displacement parameters (?2) U11U22U33U12U13U23S10.0149 (2)0.0209 (2)0.0233 (2)?0.0034 (1)0.0030 (1)?0.0019 (1)O10.0134 (5)0.0242 (6)0.0308 Galeterone (6)?0.0009 (4)0.0011 (4)0.0019 (4)O20.0316 (7)0.0275 (6)0.0427 (7)?0.0071 (5)0.0078 (5)?0.0030 (5)O30.0387 (7)0.0198 (6)0.0525 (8)0.0051 (5)0.0104 (6)0.0035 (5)O40.0159 (5)0.0239 (6)0.0441 (7)?0.0016 (5)0.0067 (5)?0.0074 (5)N10.0131 (6)0.0191 (6)0.0222 (6)?0.0025 (5)0.0017 Galeterone (5)?0.0002 (5)N20.0141 (6)0.0247 (7)0.0252 (7)?0.0007 (5)0.0022 (5)?0.0009 (5)N30.0137 (6)0.0252 (7)0.0250 (7)?0.0005 (5)0.0030 (5)0.0008 (5)C10.0158 (7)0.0215 (7)0.0187 (7)?0.0012 (5)0.0036 (5)0.0005 (5)C20.0180 (7)0.0220 (7)0.0172 (7)?0.0034 (6)0.0043 (5)?0.0011 (5)C30.0147 (7)0.0220 (7)0.0186 (7)?0.0026 (5)0.0025 (5)?0.0012 (5)C40.0193 (7)0.0236 (8)0.0242 (7)0.0000 (6)0.0044 (6)?0.0009 (6)C50.0294 (8)0.0222 (8)0.0273 (8)0.0005 (6)0.0101 (7)?0.0014 (6)C60.0658 (15)0.0195 (9)0.0817 (17)0.0013 (9)0.0238 (13)0.0051 (10)C70.0153 (6)0.0181 (7)0.0273 (8)?0.0001 (5)0.0050 (6)?0.0002 (6)C80.0230 (8)0.0242 (8)0.0296 (8)0.0001 (6)?0.0005 (6)0.0014 (6)C90.0334 (9)0.0251 (9)0.0423.