data_4060151 _journal_name_full 'Organometallics' _journal_year 2005 _chemical_formula_sum 'C23 H22 O P2 S2' _chemical_formula_weight 440.47 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.1134(6) _cell_length_b 12.2035(6) _cell_length_c 15.6203(8) _cell_angle_alpha 90.00 _cell_angle_beta 112.104(3) _cell_angle_gamma 90.00 _cell_volume 2139.37(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8211 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 36.16 _exptl_crystal_description prism _exptl_crystal_colour clear _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.410 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8938 _exptl_absorpt_correction_T_max 0.9671 _exptl_absorpt_process_details ? _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 60020 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 39.03 _reflns_number_total 11182 _reflns_number_gt 8688 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0360P)^2^+0.9468P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11182 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.0940 _refine_ls_wR_factor_gt 0.0892 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.29465(2) 0.10713(2) 0.803472(16) 0.01286(5) Uani 1 1 d . A . P2 P 0.21406(2) 0.26397(2) 0.977234(16) 0.01361(5) Uani 1 1 d . . . S1 S 0.29701(2) -0.03971(2) 0.850737(18) 0.01990(5) Uani 1 1 d . . . O1 O 0.27157(6) 0.11497(7) 0.69530(5) 0.01756(13) Uani 1 1 d . . . C1 C 0.14414(9) 0.11077(9) 0.64094(7) 0.01847(17) Uani 1 1 d . . . H1A H 0.1143 0.0347 0.6377 0.022 Uiso 1 1 calc R . . H1B H 0.1271 0.1372 0.5773 0.022 Uiso 1 1 calc R . . C2 C 0.08487(9) 0.18462(9) 0.68968(6) 0.01663(16) Uani 1 1 d . A . H2A H 0.0044 0.1566 0.6802 0.020 Uiso 1 1 calc R . . H2B H 0.0767 0.2598 0.6643 0.020 Uiso 1 1 calc R . . C3 C 0.16245(8) 0.18577(8) 0.79253(6) 0.01323(14) Uani 1 1 d . . . C4 C 0.12969(8) 0.24043(8) 0.85390(6) 0.01359(14) Uani 1 1 d . A . S2A S 0.28674(5) 0.41055(6) 0.99940(5) 0.01885(9) Uani 0.85 1 d P A 1 C5A C 0.3215(6) 0.1579(6) 1.0264(5) 0.0193(7) Uani 0.85 1 d P A 1 H5AA H 0.3898 0.1688 1.0081 0.023 Uiso 0.85 1 calc PR A 1 H5AB H 0.2851 0.0864 1.0041 0.023 Uiso 0.85 1 calc PR A 1 H5AC H 0.3485 0.1604 1.0939 0.023 Uiso 0.85 1 calc PR A 1 S2B S 0.3353(10) 0.1524(10) 1.0299(8) 0.0241(14) Uani 0.15 1 d P A 2 C5B C 0.2585(13) 0.3974(14) 0.9862(13) 0.025(3) Uani 0.15 1 d P A 2 H5BA H 0.2884 0.4141 0.9374 0.030 Uiso 0.15 1 calc PR A 2 H5BB H 0.3219 0.4096 1.0467 0.030 Uiso 0.15 1 calc PR A 2 H5BC H 0.1907 0.4451 0.9795 0.030 Uiso 0.15 1 calc PR A 2 C6 C 0.01165(8) 0.29744(8) 0.81976(6) 0.01514(15) Uani 1 1 d . . . C7 C 0.00419(9) 0.40914(9) 0.80112(7) 0.01924(17) Uani 1 1 d . A . H7 H 0.0742 0.4498 0.8089 0.023 Uiso 1 1 calc R . . C8 C -0.10646(11) 0.46142(10) 0.77091(8) 0.0256(2) Uani 1 1 d . . . H8 H -0.1115 0.5379 0.7586 0.031 Uiso 1 1 calc R A . C9 C -0.20856(10) 0.40265(12) 0.75891(8) 0.0277(2) Uani 1 1 d . A . H9 H -0.2833 0.4391 0.7398 0.033 Uiso 1 1 calc R . . C10 C -0.20237(10) 0.29031(12) 0.77468(8) 0.0260(2) Uani 1 1 d . . . H10 H -0.2730 0.2495 0.7643 0.031 Uiso 1 1 calc R A . C11 C -0.09258(9) 0.23808(10) 0.80569(7) 0.02070(18) Uani 1 1 d . A . H11 H -0.0881 0.1615 0.8175 0.025 Uiso 1 1 calc R . . C12 C 0.43085(8) 0.18236(8) 0.85255(6) 0.01415(15) Uani 1 1 d . . . C13 C 0.53563(9) 0.12750(9) 0.90410(7) 0.02050(18) Uani 1 1 d . A . H13 H 0.5336 0.0519 0.9180 0.025 Uiso 1 1 calc R . . C14 C 0.64341(9) 0.18407(10) 0.93514(8) 0.0241(2) Uani 1 1 d . . . H14 H 0.7153 0.1469 0.9698 0.029 Uiso 1 1 calc R A . C15 C 0.64596(9) 0.29465(10) 0.91550(7) 0.02129(19) Uani 1 1 d . A . H15 H 0.7196 0.3330 0.9367 0.026 Uiso 1 1 calc R . . C16 C 0.54153(10) 0.34929(9) 0.86504(8) 0.02083(18) Uani 1 1 d . . . H16 H 0.5438 0.4251 0.8521 0.025 Uiso 1 1 calc R A . C17 C 0.43324(9) 0.29363(8) 0.83321(7) 0.01803(16) Uani 1 1 d . A . H17 H 0.3616 0.3312 0.7986 0.022 Uiso 1 1 calc R . . C19 C 0.04653(10) 0.33824(10) 1.04573(9) 0.0245(2) Uani 1 1 d . . . H19 H 0.0686 0.4095 1.0335 0.029 Uiso 1 1 calc R A . C20 C 0.10151(8) 0.24683(8) 1.02659(6) 0.01524(15) Uani 1 1 d . A . C21 C -0.04066(11) 0.32605(12) 1.08274(10) 0.0302(3) Uani 1 1 d . A . H21 H -0.0798 0.3887 1.0939 0.036 Uiso 1 1 calc R . . C22 C -0.07048(10) 0.22280(11) 1.10327(8) 0.0261(2) Uani 1 1 d . . . H22 H -0.1283 0.2147 1.1303 0.031 Uiso 1 1 calc R A . C23 C -0.01635(10) 0.13122(11) 1.08450(9) 0.0265(2) Uani 1 1 d . A . H23 H -0.0374 0.0603 1.0983 0.032 Uiso 1 1 calc R . . C24 C 0.06926(10) 0.14284(9) 1.04532(8) 0.02221(19) Uani 1 1 d . . . H24 H 0.1055 0.0798 1.0315 0.027 Uiso 1 1 calc R A . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.01320(10) 0.01303(10) 0.01293(9) -0.00036(7) 0.00559(7) 0.00029(7) P2 0.01272(10) 0.01628(10) 0.01202(9) -0.00005(7) 0.00487(7) 0.00069(8) S1 0.02352(12) 0.01289(10) 0.02351(11) 0.00107(8) 0.00912(9) -0.00048(8) O1 0.0162(3) 0.0242(3) 0.0132(3) -0.0013(2) 0.0065(2) 0.0000(3) C1 0.0177(4) 0.0236(5) 0.0137(4) -0.0032(3) 0.0054(3) -0.0006(3) C2 0.0154(4) 0.0196(4) 0.0131(3) -0.0013(3) 0.0035(3) 0.0004(3) C3 0.0119(3) 0.0146(4) 0.0128(3) 0.0003(3) 0.0041(3) -0.0004(3) C4 0.0122(3) 0.0152(4) 0.0135(3) -0.0002(3) 0.0050(3) -0.0003(3) S2A 0.0190(2) 0.0176(2) 0.0179(2) -0.00129(15) 0.00464(19) -0.00609(16) C5A 0.0175(12) 0.0236(14) 0.0145(11) 0.0018(9) 0.0037(9) 0.0034(10) S2B 0.023(3) 0.0276(19) 0.0164(16) 0.0031(12) 0.0021(15) 0.0092(15) C5B 0.022(6) 0.022(5) 0.027(6) -0.008(4) 0.006(5) -0.012(4) C6 0.0126(3) 0.0196(4) 0.0135(3) -0.0009(3) 0.0051(3) 0.0010(3) C7 0.0179(4) 0.0197(4) 0.0199(4) 0.0007(3) 0.0069(3) 0.0036(3) C8 0.0247(5) 0.0266(5) 0.0225(5) -0.0009(4) 0.0053(4) 0.0094(4) C9 0.0180(4) 0.0414(7) 0.0208(5) -0.0046(4) 0.0040(4) 0.0110(4) C10 0.0137(4) 0.0418(7) 0.0224(5) -0.0052(4) 0.0066(3) -0.0010(4) C11 0.0153(4) 0.0271(5) 0.0199(4) -0.0012(4) 0.0069(3) -0.0023(3) C12 0.0127(3) 0.0161(4) 0.0138(3) 0.0004(3) 0.0053(3) 0.0009(3) C13 0.0150(4) 0.0205(4) 0.0239(5) 0.0046(3) 0.0049(3) 0.0025(3) C14 0.0137(4) 0.0297(5) 0.0258(5) 0.0027(4) 0.0040(3) 0.0011(4) C15 0.0160(4) 0.0290(5) 0.0195(4) -0.0043(4) 0.0075(3) -0.0049(4) C16 0.0203(4) 0.0191(4) 0.0233(4) -0.0013(3) 0.0084(3) -0.0040(3) C17 0.0162(4) 0.0162(4) 0.0204(4) 0.0008(3) 0.0054(3) -0.0003(3) C19 0.0244(5) 0.0212(5) 0.0338(6) -0.0071(4) 0.0179(4) -0.0022(4) C20 0.0149(4) 0.0183(4) 0.0130(3) -0.0018(3) 0.0058(3) -0.0005(3) C21 0.0247(5) 0.0347(6) 0.0384(6) -0.0156(5) 0.0199(5) -0.0044(5) C22 0.0181(4) 0.0427(7) 0.0201(4) -0.0064(4) 0.0105(4) -0.0071(4) C23 0.0212(5) 0.0308(6) 0.0296(5) 0.0061(4) 0.0119(4) -0.0035(4) C24 0.0204(4) 0.0205(4) 0.0282(5) 0.0030(4) 0.0121(4) -0.0001(4)