#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003178.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2003178 _journal_name_full 'Acta Crystallographica' _journal_volume C51 _journal_year 1995 _journal_page_first 94 _journal_page_last 96 _publ_section_title ; The Diels-Alder Adduct of an Enantiopure 2-Sulfinyldiene and Maleimide: (1S,2R,3S,R~s~)-3-Methyl-5-p-toluenesulfinylcyclohex-4-en-1,2-dicarboximide ; loop_ _publ_author_name 'P. Gosselin' 'E. Bonfand' 'C. Maignan' 'R. Retoux' _chemical_formula_moiety 'C16 H17 N O3 S' _chemical_formula_sum 'C16 H17 N O3 S' _chemical_formula_weight 303.37 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _symmetry_space_group_name_H-M 'P 21 21 21' _cell_length_a 8.5143(7) _cell_length_b 11.8171(6) _cell_length_c 14.7520(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1484.3(2) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _cell_measurement_reflns_used 36 _cell_measurement_theta_min 12.75 _cell_measurement_theta_max 15.7 _exptl_absorpt_coefficient_mu 0.217 _cell_measurement_temperature 293(2) _exptl_crystal_description plate _exptl_crystal_size_max 0.608 _exptl_crystal_size_mid 0.532 _exptl_crystal_size_min 0.456 _exptl_crystal_colour colourless _refine_ls_shift/esd_max 0.070 _refine_diff_density_max 0.248 _refine_diff_density_min -0.219 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag 'S' 'S' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.1246 0.123 'C' 'C' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0033 0.001 'O' 'O' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0106 0.006 'H' 'H' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0000 0.000 'N' 'N' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0061 0.003 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.05(7) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv S 1 0.14421(5) 0.91874(4) 0.81601(3) 0.04102(12) N 1 0.3896(2) 0.88709(14) 0.53164(10) 0.0444(4) O1 1 0.2347(2) 0.97751(14) 0.88926(9) 0.0568(4) O2 1 0.5133(3) 1.02400(13) 0.61450(13) 0.0700(5) O3 1 0.2948(3) 0.7207(2) 0.47557(12) 0.0765(6) C1 1 0.1252(2) 1.01846(13) 0.72563(10) 0.0356(3) C2 1 0.1936(2) 1.1233(2) 0.73248(13) 0.0414(4) C3 1 0.1756(2) 1.2012(2) 0.6635(2) 0.0493(4) C4 1 0.0905(3) 1.1753(2) 0.58651(13) 0.0581(6) C5 1 0.0203(5) 1.0698(3) 0.5822(2) 0.0845(10) C6 1 0.0356(4) 0.9913(2) 0.6512(2) 0.0670(7) C7 1 0.0754(5) 1.2613(3) 0.5107(2) 0.0887(11) C8 1 0.2774(2) 0.82421(13) 0.76250(10) 0.0325(3) C9 1 0.2239(2) 0.72916(14) 0.72617(12) 0.0374(3) C10 1 0.3391(2) 0.65245(12) 0.67886(11) 0.0349(3) C11 1 0.4468(2) 0.72360(13) 0.61668(10) 0.0308(3) C12 1 0.5161(2) 0.82832(14) 0.66435(9) 0.0314(3) C13 1 0.4487(2) 0.85171(15) 0.75922(11) 0.0363(3) C14 1 0.2588(3) 0.5523(2) 0.6320(2) 0.0548(5) C15 1 0.3651(2) 0.7725(2) 0.53340(11) 0.0422(4) C16 1 0.4769(2) 0.9272(2) 0.60267(11) 0.0408(3) H1 1 0.2565(32) 1.1394(27) 0.7947(11) 0.072(2) H2 1 0.2305(33) 1.2826(12) 0.6736(20) 0.072(2) H3 1 -0.0718(25) 1.0402(24) 0.5377(16) 0.072(2) H4 1 -0.0180(35) 0.9086(12) 0.6477(21) 0.072(2) H5 1 -0.0161(18) 1.2070(16) 0.4847(16) 0.072(2) H6 1 0.1639(21) 1.2737(18) 0.4591(12) 0.072(2) H7 1 0.0256(23) 1.3421(9) 0.5294(15) 0.072(2) H8 1 0.0999(8) 0.7127(27) 0.7180(20) 0.072(2) H9 1 0.4196(28) 0.6186(24) 0.7286(15) 0.072(2) H10 1 0.5433(23) 0.6735(22) 0.5911(19) 0.072(2) H11 1 0.6430(2) 0.8306(27) 0.6664(19) 0.072(2) H12 1 0.4755(34) 0.9378(7) 0.7782(17) 0.072(2) H13 1 0.5004(30) 0.7943(16) 0.8078(14) 0.072(2) H14 1 0.3412(22) 0.5007(16) 0.5947(12) 0.072(2) H15 1 0.1710(18) 0.5854(19) 0.5862(11) 0.072(2) H16 1 0.2024(22) 0.5016(16) 0.6835(12) 0.072(2) H17 1 0.3485(37) 0.9238(29) 0.4875(20) 0.072(2) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 S 0.0505(2) 0.0075(2) 0.0165(2) 0.0359(2) -0.00040(15) 0.0366(2) N 0.0552(9) 0.0049(7) -0.0035(6) 0.0485(8) 0.0123(6) 0.0294(6) O1 0.0872(11) 0.0231(8) 0.0011(6) 0.0558(8) -0.0092(5) 0.0274(5) O2 0.107(2) -0.0178(9) -0.0056(10) 0.0433(8) 0.0099(7) 0.0595(10) O3 0.102(2) -0.0120(11) -0.0395(10) 0.0741(11) -0.0017(9) 0.0533(9) C1 0.0386(8) 0.0064(6) 0.0002(6) 0.0343(7) -0.0056(5) 0.0339(7) C2 0.0388(8) -0.0018(7) -0.0083(7) 0.0401(8) 0.0024(7) 0.0452(9) C3 0.0454(9) 0.0025(7) -0.0012(8) 0.0446(9) 0.0123(8) 0.0580(11) C4 0.0828(15) 0.0310(11) 0.0011(9) 0.0560(11) 0.0014(8) 0.0356(8) C5 0.137(3) 0.022(2) -0.047(2) 0.0657(15) -0.0175(12) 0.0509(13) C6 0.090(2) 0.0030(11) -0.0370(13) 0.0454(10) -0.0164(10) 0.0658(14) C7 0.141(3) 0.046(2) 0.0033(14) 0.085(2) 0.0168(12) 0.0404(12) C8 0.0385(7) 0.0057(6) 0.0081(5) 0.0322(7) 0.0013(5) 0.0268(6) C9 0.0369(7) 0.0004(6) 0.0118(6) 0.0311(7) 0.0017(6) 0.0444(8) C10 0.0405(7) 0.0034(5) 0.0045(6) 0.0281(6) -0.0008(5) 0.0362(7) C11 0.0304(6) 0.0047(5) 0.0005(5) 0.0355(7) 0.0004(5) 0.0267(6) C12 0.0299(6) -0.0016(5) 0.0010(5) 0.0379(6) 0.0021(5) 0.0264(6) C13 0.0378(7) -0.0002(6) -0.0008(6) 0.0447(8) -0.0029(6) 0.0263(6) C14 0.0606(12) -0.0061(8) 0.0091(10) 0.0368(8) -0.0125(9) 0.0671(13) C15 0.0467(9) 0.0016(8) -0.0079(7) 0.0510(9) 0.0023(6) 0.0290(6) C16 0.0485(9) 0.0002(7) 0.0052(6) 0.0416(8) 0.0073(6) 0.0324(7)