# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Robert Beck' _publ_contact_author_email METALLACYCLE@GMAIL.COM _publ_section_title ; Four- and Five Membered Cobaltacycles by Regioselective Cyclometalation of Benzylsulfide Derivatives via Co(V) intermediates ; loop_ _publ_author_name 'Robert Beck' 'Sebnem Camadanli' 'Markus Frey' 'Hans-Friedrich Klein' # Attachment '1.cif' data_c:\structures\co-s-4ring\co-s-maco\mf2m _database_code_depnum_ccdc_archive 'CCDC 619513' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H34 Co P3 S' _chemical_formula_weight 410.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pcab loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' 'x+1/2, -y, -z+1/2' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' '-x-1/2, y, z-1/2' 'x-1/2, -y-1/2, z' _cell_length_a 12.3187(11) _cell_length_b 12.7608(12) _cell_length_c 26.990(3) _cell_angle_alpha 90.000(8) _cell_angle_beta 90.000(8) _cell_angle_gamma 90.000(7) _cell_volume 4242.7(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.285 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 1.127 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37218 _diffrn_reflns_av_R_equivalents 0.0743 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 4.25 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4321 _reflns_number_gt 3214 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0727P)^2^+0.2090P] 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 4321 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.1344 _refine_ls_wR_factor_gt 0.1231 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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 C1 C 0.1888(3) 0.0259(3) 0.90053(12) 0.0457(8) Uani 1 1 d . . . C2 C 0.1252(3) -0.0255(2) 0.86479(12) 0.0439(7) Uani 1 1 d . . . C3 C 0.0136(3) -0.0320(3) 0.86795(14) 0.0553(9) Uani 1 1 d . . . H3 H -0.0265 -0.0669 0.8438 0.066 Uiso 1 1 calc R . . C4 C -0.0380(3) 0.0155(3) 0.90875(18) 0.0661(11) Uani 1 1 d . . . H4 H -0.1129 0.0111 0.9124 0.079 Uiso 1 1 calc R . . C5 C 0.0228(3) 0.0683(3) 0.94298(16) 0.0696(11) Uani 1 1 d . . . H5 H -0.0119 0.1018 0.9692 0.084 Uiso 1 1 calc R . . C6 C 0.1356(3) 0.0732(3) 0.93965(14) 0.0604(9) Uani 1 1 d . . . H6 H 0.1752 0.1085 0.9638 0.073 Uiso 1 1 calc R . . C7 C 0.4266(3) 0.0736(3) 0.92964(12) 0.0587(9) Uani 1 1 d . . . H7A H 0.4922 0.0349 0.9354 0.070 Uiso 1 1 calc R . . H7B H 0.3850 0.0766 0.9597 0.070 Uiso 1 1 calc R . . H7C H 0.4443 0.1435 0.9192 0.070 Uiso 1 1 calc R . . C8 C 0.4677(3) -0.1898(3) 0.94682(16) 0.0736(11) Uani 1 1 d . . . H8A H 0.5104 -0.1370 0.9630 0.088 Uiso 1 1 calc R . . H8B H 0.5060 -0.2150 0.9182 0.088 Uiso 1 1 calc R . . H8C H 0.4551 -0.2468 0.9693 0.088 Uiso 1 1 calc R . . C9 C 0.2643(4) -0.2516(3) 0.9098(2) 0.111(2) Uani 1 1 d . . . H9A H 0.2939 -0.2787 0.8794 0.133 Uiso 1 1 calc R . . H9B H 0.1891 -0.2348 0.9050 0.133 Uiso 1 1 calc R . . H9C H 0.2711 -0.3034 0.9354 0.133 Uiso 1 1 calc R . . C10 C 0.2818(5) -0.1092(5) 0.98901(16) 0.126(2) Uani 1 1 d . . . H10A H 0.2077 -0.0868 0.9858 0.151 Uiso 1 1 calc R . . H10B H 0.3232 -0.0555 1.0052 0.151 Uiso 1 1 calc R . . H10C H 0.2846 -0.1724 1.0083 0.151 Uiso 1 1 calc R . . C11 C 0.4843(3) -0.1932(3) 0.81605(15) 0.0683(11) Uani 1 1 d . . . H11A H 0.4191 -0.2175 0.8003 0.082 Uiso 1 1 calc R . . H11B H 0.4938 -0.2290 0.8470 0.082 Uiso 1 1 calc R . . H11C H 0.5453 -0.2072 0.7949 0.082 Uiso 1 1 calc R . . C12 C 0.4659(4) -0.0104(3) 0.76232(14) 0.0709(12) Uani 1 1 d . . . H12A H 0.4647 0.0648 0.7609 0.085 Uiso 1 1 calc R . . H12B H 0.4008 -0.0377 0.7477 0.085 Uiso 1 1 calc R . . H12C H 0.5278 -0.0360 0.7445 0.085 Uiso 1 1 calc R . . C13 C 0.6138(3) -0.0192(3) 0.8421(2) 0.0807(13) Uani 1 1 d . . . H13A H 0.6320 -0.0473 0.8741 0.097 Uiso 1 1 calc R . . H13B H 0.6216 0.0556 0.8427 0.097 Uiso 1 1 calc R . . H13C H 0.6614 -0.0483 0.8175 0.097 Uiso 1 1 calc R . . C14 C 0.2417(3) 0.1783(3) 0.78908(14) 0.0704(11) Uani 1 1 d . . . H14A H 0.1684 0.1573 0.7960 0.084 Uiso 1 1 calc R . . H14B H 0.2704 0.1360 0.7627 0.084 Uiso 1 1 calc R . . H14C H 0.2427 0.2506 0.7794 0.084 Uiso 1 1 calc R . . C15 C 0.2657(3) 0.2610(3) 0.88450(16) 0.0718(11) Uani 1 1 d . . . H15A H 0.3091 0.2676 0.9139 0.086 Uiso 1 1 calc R . . H15B H 0.1932 0.2411 0.8934 0.086 Uiso 1 1 calc R . . H15C H 0.2642 0.3268 0.8673 0.086 Uiso 1 1 calc R . . C16 C 0.4492(3) 0.2301(3) 0.82769(16) 0.0665(10) Uani 1 1 d . . . H16A H 0.4880 0.1904 0.8032 0.080 Uiso 1 1 calc R . . H16B H 0.4937 0.2383 0.8566 0.080 Uiso 1 1 calc R . . H16C H 0.4314 0.2978 0.8145 0.080 Uiso 1 1 calc R . . P1 P 0.33826(7) -0.13389(8) 0.92768(4) 0.0560(3) Uani 1 1 d . . . P2 P 0.32431(7) 0.16092(6) 0.84429(3) 0.0440(2) Uani 1 1 d . . . P3 P 0.47430(7) -0.05276(7) 0.82717(3) 0.0458(2) Uani 1 1 d . . . S1 S 0.21351(7) -0.07735(6) 0.81952(3) 0.0484(2) Uani 1 1 d . . . Co1 Co 0.33766(3) 0.00124(3) 0.875844(14) 0.03496(15) Uani 1 1 d . . . 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 C1 0.0413(18) 0.0504(17) 0.0456(19) 0.0023(15) 0.0046(15) 0.0033(14) C2 0.0467(19) 0.0418(16) 0.0433(18) 0.0101(14) 0.0032(15) 0.0017(14) C3 0.044(2) 0.0495(18) 0.072(2) 0.0159(18) 0.0007(18) -0.0009(16) C4 0.045(2) 0.059(2) 0.095(3) 0.020(2) 0.018(2) 0.0065(17) C5 0.068(3) 0.069(2) 0.072(3) 0.004(2) 0.029(2) 0.013(2) C6 0.060(2) 0.066(2) 0.055(2) -0.0094(18) 0.0098(18) 0.0015(17) C7 0.067(2) 0.061(2) 0.048(2) -0.0081(17) -0.0124(18) 0.0002(18) C8 0.073(3) 0.075(3) 0.073(3) 0.021(2) -0.015(2) 0.012(2) C9 0.085(3) 0.081(3) 0.166(5) 0.064(3) -0.033(3) -0.038(3) C10 0.133(5) 0.171(6) 0.074(3) 0.066(3) 0.046(3) 0.068(4) C11 0.075(3) 0.052(2) 0.078(3) -0.0126(19) 0.007(2) 0.0071(18) C12 0.087(3) 0.077(3) 0.048(2) -0.0032(19) 0.026(2) 0.010(2) C13 0.043(2) 0.085(3) 0.114(4) -0.016(3) 0.008(2) -0.0036(19) C14 0.076(3) 0.068(2) 0.067(3) 0.016(2) -0.018(2) 0.002(2) C15 0.069(3) 0.047(2) 0.100(3) -0.008(2) 0.006(2) 0.0104(18) C16 0.064(2) 0.053(2) 0.083(3) 0.0096(19) 0.009(2) -0.0131(17) P1 0.0475(5) 0.0634(6) 0.0572(6) 0.0246(5) -0.0002(4) -0.0003(4) P2 0.0433(5) 0.0378(4) 0.0509(5) 0.0027(4) -0.0014(4) -0.0007(3) P3 0.0395(5) 0.0463(5) 0.0516(5) -0.0027(4) 0.0064(4) 0.0011(3) S1 0.0440(5) 0.0520(5) 0.0491(5) -0.0071(4) -0.0038(4) -0.0050(4) Co1 0.0343(3) 0.0384(2) 0.0322(2) -0.00064(16) 0.00022(17) -0.00110(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.382(5) . ? C1 C2 1.405(5) . ? C1 Co1 1.977(3) . ? C2 C3 1.380(5) . ? C2 S1 1.765(3) . ? C3 C4 1.409(6) . ? C3 H3 0.9300 . ? C4 C5 1.367(6) . ? C4 H4 0.9300 . ? C5 C6 1.393(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 Co1 2.040(3) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 P1 1.822(4) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 P1 1.822(4) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 P1 1.823(4) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 P3 1.822(4) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 P3 1.835(4) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 P3 1.816(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 P2 1.818(4) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 P2 1.824(4) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 P2 1.829(4) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? P1 Co1 2.2205(10) . ? P2 Co1 2.2147(9) . ? P3 Co1 2.2437(9) . ? S1 Co1 2.3781(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 117.7(3) . . ? C6 C1 Co1 140.1(3) . . ? C2 C1 Co1 102.2(2) . . ? C3 C2 C1 122.8(3) . . ? C3 C2 S1 129.4(3) . . ? C1 C2 S1 107.8(3) . . ? C2 C3 C4 118.1(4) . . ? C2 C3 H3 121.0 . . ? C4 C3 H3 121.0 . . ? C5 C4 C3 119.6(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 121.7(4) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C1 C6 C5 120.1(4) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? Co1 C7 H7A 109.5 . . ? Co1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? Co1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P1 C9 H9A 109.5 . . ? P1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? P1 C10 H10A 109.5 . . ? P1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? P3 C11 H11A 109.5 . . ? P3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? P3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? P3 C12 H12A 109.5 . . ? P3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? P3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? P3 C13 H13A 109.5 . . ? P3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? P3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? P2 C14 H14A 109.5 . . ? P2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? P2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? P2 C15 H15A 109.5 . . ? P2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? P2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? P2 C16 H16A 109.5 . . ? P2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? P2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C8 P1 C9 100.9(2) . . ? C8 P1 C10 98.3(2) . . ? C9 P1 C10 101.1(3) . . ? C8 P1 Co1 119.06(14) . . ? C9 P1 Co1 118.13(16) . . ? C10 P1 Co1 115.90(17) . . ? C14 P2 C15 100.43(19) . . ? C14 P2 C16 102.20(19) . . ? C15 P2 C16 98.09(19) . . ? C14 P2 Co1 117.95(13) . . ? C15 P2 Co1 116.39(14) . . ? C16 P2 Co1 118.40(13) . . ? C13 P3 C11 101.80(19) . . ? C13 P3 C12 101.3(2) . . ? C11 P3 C12 97.87(18) . . ? C13 P3 Co1 120.47(16) . . ? C11 P3 Co1 116.70(13) . . ? C12 P3 Co1 115.20(13) . . ? C2 S1 Co1 78.23(12) . . ? C1 Co1 C7 100.73(15) . . ? C1 Co1 P2 85.08(10) . . ? C7 Co1 P2 84.08(10) . . ? C1 Co1 P1 85.08(10) . . ? C7 Co1 P1 84.34(11) . . ? P2 Co1 P1 163.15(4) . . ? C1 Co1 P3 160.46(10) . . ? C7 Co1 P3 98.80(11) . . ? P2 Co1 P3 96.49(4) . . ? P1 Co1 P3 97.35(4) . . ? C1 Co1 S1 71.69(10) . . ? C7 Co1 S1 172.42(11) . . ? P2 Co1 S1 95.42(3) . . ? P1 Co1 S1 94.44(4) . . ? P3 Co1 S1 88.78(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -1.4(5) . . . . ? Co1 C1 C2 C3 177.6(3) . . . . ? C6 C1 C2 S1 179.6(3) . . . . ? Co1 C1 C2 S1 -1.4(2) . . . . ? C1 C2 C3 C4 0.4(5) . . . . ? S1 C2 C3 C4 179.1(3) . . . . ? C2 C3 C4 C5 1.5(5) . . . . ? C3 C4 C5 C6 -2.4(6) . . . . ? C2 C1 C6 C5 0.6(5) . . . . ? Co1 C1 C6 C5 -177.9(3) . . . . ? C4 C5 C6 C1 1.3(6) . . . . ? C3 C2 S1 Co1 -177.7(3) . . . . ? C1 C2 S1 Co1 1.1(2) . . . . ? C6 C1 Co1 C7 0.0(4) . . . . ? C2 C1 Co1 C7 -178.6(2) . . . . ? C6 C1 Co1 P2 -83.0(4) . . . . ? C2 C1 Co1 P2 98.4(2) . . . . ? C6 C1 Co1 P1 83.3(4) . . . . ? C2 C1 Co1 P1 -95.3(2) . . . . ? C6 C1 Co1 P3 -178.6(3) . . . . ? C2 C1 Co1 P3 2.8(4) . . . . ? C6 C1 Co1 S1 179.6(4) . . . . ? C2 C1 Co1 S1 1.01(18) . . . . ? C14 P2 Co1 C1 -75.37(19) . . . . ? C15 P2 Co1 C1 44.11(18) . . . . ? C16 P2 Co1 C1 160.65(19) . . . . ? C14 P2 Co1 C7 -176.7(2) . . . . ? C15 P2 Co1 C7 -57.24(19) . . . . ? C16 P2 Co1 C7 59.30(19) . . . . ? C14 P2 Co1 P1 -129.9(2) . . . . ? C15 P2 Co1 P1 -10.4(2) . . . . ? C16 P2 Co1 P1 106.1(2) . . . . ? C14 P2 Co1 P3 85.05(17) . . . . ? C15 P2 Co1 P3 -155.46(15) . . . . ? C16 P2 Co1 P3 -38.92(16) . . . . ? C14 P2 Co1 S1 -4.33(17) . . . . ? C15 P2 Co1 S1 115.16(15) . . . . ? C16 P2 Co1 S1 -128.30(16) . . . . ? C8 P1 Co1 C1 -160.4(2) . . . . ? C9 P1 Co1 C1 76.7(2) . . . . ? C10 P1 Co1 C1 -43.5(3) . . . . ? C8 P1 Co1 C7 -59.1(2) . . . . ? C9 P1 Co1 C7 178.0(2) . . . . ? C10 P1 Co1 C7 57.9(3) . . . . ? C8 P1 Co1 P2 -105.9(2) . . . . ? C9 P1 Co1 P2 131.2(2) . . . . ? C10 P1 Co1 P2 11.0(3) . . . . ? C8 P1 Co1 P3 39.08(18) . . . . ? C9 P1 Co1 P3 -83.8(2) . . . . ? C10 P1 Co1 P3 156.0(2) . . . . ? C8 P1 Co1 S1 128.41(17) . . . . ? C9 P1 Co1 S1 5.5(2) . . . . ? C10 P1 Co1 S1 -114.6(2) . . . . ? C13 P3 Co1 C1 175.7(3) . . . . ? C11 P3 Co1 C1 -60.2(3) . . . . ? C12 P3 Co1 C1 53.8(3) . . . . ? C13 P3 Co1 C7 -2.9(2) . . . . ? C11 P3 Co1 C7 121.23(18) . . . . ? C12 P3 Co1 C7 -124.82(18) . . . . ? C13 P3 Co1 P2 82.05(19) . . . . ? C11 P3 Co1 P2 -153.78(15) . . . . ? C12 P3 Co1 P2 -39.83(16) . . . . ? C13 P3 Co1 P1 -88.31(19) . . . . ? C11 P3 Co1 P1 35.85(16) . . . . ? C12 P3 Co1 P1 149.81(15) . . . . ? C13 P3 Co1 S1 177.37(19) . . . . ? C11 P3 Co1 S1 -58.47(16) . . . . ? C12 P3 Co1 S1 55.49(16) . . . . ? C2 S1 Co1 C1 -0.80(14) . . . . ? C2 S1 Co1 C7 2.1(8) . . . . ? C2 S1 Co1 P2 -83.79(10) . . . . ? C2 S1 Co1 P1 82.52(11) . . . . ? C2 S1 Co1 P3 179.80(10) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.879 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.066 # Attachment '2.cif' data_c:\conaphsulfid\conaphthylacyl _database_code_depnum_ccdc_archive 'CCDC 619514' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H36 Co P3 S' _chemical_formula_weight 460.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.2185(14) _cell_length_b 9.4200(8) _cell_length_c 26.563(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.653(12) _cell_angle_gamma 90.00 _cell_volume 2306.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 1.045 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22306 _diffrn_reflns_av_R_equivalents 0.1325 _diffrn_reflns_av_sigmaI/netI 0.0897 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 26.82 _reflns_number_total 4882 _reflns_number_gt 3405 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0504P)^2^+0.0000P] 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 4882 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0801 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1086 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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 C1 C 0.4547(5) 0.7961(4) 0.45810(13) 0.0279(8) Uani 1 1 d . . . H8 H 0.521(6) 0.879(6) 0.460(2) 0.077(17) Uiso 1 1 d . . . H10 H 0.370(5) 0.801(5) 0.4791(17) 0.042(12) Uiso 1 1 d . . . H13 H 0.511(5) 0.719(5) 0.4721(17) 0.052(14) Uiso 1 1 d . . . C2 C 0.2485(4) 0.6120(4) 0.40171(11) 0.0214(7) Uani 1 1 d . . . C3 C 0.2307(4) 0.5505(4) 0.44891(13) 0.0292(8) Uani 1 1 d . . . H11 H 0.288(4) 0.586(4) 0.4761(14) 0.026(10) Uiso 1 1 d . . . C4 C 0.1308(5) 0.4402(4) 0.45733(13) 0.0334(9) Uani 1 1 d . . . H28 H 0.116(5) 0.398(5) 0.4893(17) 0.053(13) Uiso 1 1 d . . . C5 C 0.0460(4) 0.3864(4) 0.41954(13) 0.0291(8) Uani 1 1 d . . . H1 H -0.025(4) 0.314(4) 0.4234(13) 0.026(10) Uiso 1 1 d . . . C6 C 0.0593(4) 0.4420(4) 0.36989(12) 0.0249(7) Uani 1 1 d . . . C7 C -0.0272(4) 0.3901(4) 0.32911(14) 0.0298(8) Uani 1 1 d . . . H4 H -0.097(4) 0.310(5) 0.3363(15) 0.038(11) Uiso 1 1 d . . . C8 C -0.0179(4) 0.4525(4) 0.28222(14) 0.0334(9) Uani 1 1 d . . . H9 H -0.084(4) 0.413(5) 0.2563(16) 0.049(13) Uiso 1 1 d . . . C9 C 0.0776(4) 0.5654(4) 0.27377(13) 0.0264(8) Uani 1 1 d . . . H18 H 0.089(4) 0.614(4) 0.2428(16) 0.041(11) Uiso 1 1 d . . . C10 C 0.1685(4) 0.6161(4) 0.31231(11) 0.0216(7) Uani 1 1 d . . . C11 C 0.1592(4) 0.5558(4) 0.36154(11) 0.0207(7) Uani 1 1 d . . . C12 C 0.5764(6) 0.5273(5) 0.31679(15) 0.0422(11) Uani 1 1 d . . . H15 H 0.485(4) 0.486(4) 0.3066(14) 0.030(11) Uiso 1 1 d . . . H34 H 0.621(5) 0.598(6) 0.292(2) 0.074(17) Uiso 1 1 d . . . H35 H 0.668(5) 0.459(5) 0.3191(17) 0.058(14) Uiso 1 1 d . . . C13 C 0.5386(6) 0.4482(5) 0.41610(16) 0.0449(11) Uani 1 1 d . . . H22 H 0.641(5) 0.397(5) 0.4140(15) 0.046(12) Uiso 1 1 d . . . H24 H 0.425(5) 0.394(5) 0.4061(16) 0.050(13) Uiso 1 1 d . . . H31 H 0.530(6) 0.467(6) 0.449(2) 0.086(19) Uiso 1 1 d . . . C14 C 0.7367(5) 0.6619(6) 0.39629(18) 0.0423(11) Uani 1 1 d . . . H7 H 0.809(6) 0.579(6) 0.3973(18) 0.069(16) Uiso 1 1 d . . . H20 H 0.762(6) 0.737(6) 0.376(2) 0.063(16) Uiso 1 1 d . . . H30 H 0.732(5) 0.705(6) 0.425(2) 0.060(15) Uiso 1 1 d . . . C15 C 0.6435(5) 1.0499(5) 0.39424(17) 0.0393(10) Uani 1 1 d . . . H6 H 0.594(5) 1.104(5) 0.4167(18) 0.055(14) Uiso 1 1 d . . . H12 H 0.724(6) 0.987(6) 0.4099(19) 0.069(16) Uiso 1 1 d . . . H26 H 0.706(5) 1.110(5) 0.3727(17) 0.049(13) Uiso 1 1 d . . . C16 C 0.6310(5) 0.9087(6) 0.29989(15) 0.0405(10) Uani 1 1 d . . . H23 H 0.668(5) 0.993(5) 0.2848(17) 0.050(13) Uiso 1 1 d . . . H32 H 0.717(5) 0.858(5) 0.3094(16) 0.043(13) Uiso 1 1 d . . . H36 H 0.575(5) 0.857(5) 0.2737(18) 0.056(14) Uiso 1 1 d . . . C17 C 0.4184(6) 1.1020(5) 0.32366(16) 0.0405(10) Uani 1 1 d . . . H16 H 0.344(5) 1.067(5) 0.2991(16) 0.044(12) Uiso 1 1 d . . . H21 H 0.359(4) 1.157(5) 0.3467(16) 0.039(12) Uiso 1 1 d . . . H33 H 0.482(5) 1.165(5) 0.3116(17) 0.047(13) Uiso 1 1 d . . . C18 C 0.0722(5) 0.9799(5) 0.36215(15) 0.0356(9) Uani 1 1 d . . . H3 H 0.029(4) 0.899(4) 0.3478(14) 0.028(10) Uiso 1 1 d . . . H5 H -0.005(5) 1.039(5) 0.3783(16) 0.047(13) Uiso 1 1 d . . . H14 H 0.121(4) 1.036(5) 0.3346(16) 0.039(11) Uiso 1 1 d . . . C19 C 0.2488(5) 1.0746(5) 0.44515(16) 0.0370(10) Uani 1 1 d . . . H17 H 0.300(6) 1.044(6) 0.472(2) 0.086(19) Uiso 1 1 d . . . H19 H 0.310(4) 1.132(5) 0.4262(16) 0.040(12) Uiso 1 1 d . . . H29 H 0.145(6) 1.126(6) 0.4562(19) 0.075(16) Uiso 1 1 d . . . C20 C 0.0685(5) 0.8392(5) 0.45411(15) 0.0347(9) Uani 1 1 d . . . H2 H -0.002(5) 0.906(5) 0.4602(15) 0.043(12) Uiso 1 1 d . . . H25 H 0.131(5) 0.810(6) 0.487(2) 0.074(16) Uiso 1 1 d . . . H27 H 0.017(5) 0.754(5) 0.4426(18) 0.057(15) Uiso 1 1 d . . . Co1 Co 0.37992(5) 0.77304(5) 0.385533(15) 0.01948(13) Uani 1 1 d . . . P1 P 0.55277(11) 0.60957(10) 0.37845(3) 0.0264(2) Uani 1 1 d . . . P2 P 0.51562(11) 0.95342(11) 0.35342(3) 0.0276(2) Uani 1 1 d . . . P3 P 0.19904(10) 0.91257(10) 0.40990(3) 0.0246(2) Uani 1 1 d . . . S1 S 0.29506(10) 0.75144(9) 0.30379(3) 0.0242(2) Uani 1 1 d . . . 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 C1 0.034(2) 0.028(2) 0.0221(16) -0.0031(14) -0.0040(16) 0.0057(18) C2 0.0258(18) 0.0176(17) 0.0208(15) -0.0010(12) -0.0020(13) 0.0044(15) C3 0.038(2) 0.026(2) 0.0236(17) 0.0024(14) -0.0011(16) -0.0036(17) C4 0.048(2) 0.028(2) 0.0238(17) 0.0064(14) 0.0010(16) 0.0031(18) C5 0.035(2) 0.0205(19) 0.0319(18) 0.0050(14) 0.0044(16) -0.0026(18) C6 0.0289(19) 0.0191(18) 0.0269(16) -0.0022(13) 0.0015(14) 0.0047(16) C7 0.029(2) 0.022(2) 0.038(2) -0.0034(15) -0.0011(16) -0.0049(17) C8 0.035(2) 0.036(2) 0.0291(18) -0.0092(16) -0.0073(16) -0.0033(19) C9 0.029(2) 0.028(2) 0.0222(16) -0.0031(14) -0.0029(14) 0.0000(16) C10 0.0244(18) 0.0212(18) 0.0192(14) -0.0035(12) 0.0012(13) 0.0023(15) C11 0.0262(18) 0.0190(18) 0.0169(14) -0.0012(12) -0.0004(13) 0.0022(15) C12 0.051(3) 0.045(3) 0.030(2) -0.0099(18) -0.003(2) 0.016(2) C13 0.061(3) 0.038(3) 0.036(2) 0.0025(18) -0.006(2) 0.019(2) C14 0.041(3) 0.045(3) 0.040(2) -0.009(2) -0.008(2) 0.011(2) C15 0.038(3) 0.039(3) 0.041(2) 0.0024(19) -0.003(2) -0.010(2) C16 0.040(3) 0.050(3) 0.032(2) 0.0057(19) 0.0092(18) -0.009(2) C17 0.048(3) 0.035(2) 0.038(2) 0.0115(19) -0.001(2) -0.007(2) C18 0.036(2) 0.038(3) 0.033(2) -0.0011(17) -0.0040(18) 0.004(2) C19 0.043(3) 0.033(2) 0.036(2) -0.0064(17) -0.0001(19) 0.007(2) C20 0.034(2) 0.041(3) 0.0297(19) -0.0038(17) 0.0080(17) 0.006(2) Co1 0.0239(3) 0.0201(2) 0.01444(19) 0.00044(17) -0.00148(16) 0.0012(2) P1 0.0307(5) 0.0281(5) 0.0204(4) -0.0029(3) -0.0030(4) 0.0077(4) P2 0.0285(5) 0.0297(5) 0.0245(4) 0.0031(4) 0.0002(4) -0.0056(4) P3 0.0273(5) 0.0256(5) 0.0209(4) -0.0026(3) -0.0003(4) 0.0026(4) S1 0.0294(5) 0.0270(5) 0.0162(3) 0.0023(3) -0.0018(3) -0.0010(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 Co1 2.051(3) . ? C2 C3 1.393(5) . ? C2 C11 1.441(4) . ? C2 Co1 1.991(4) . ? C3 C4 1.408(6) . ? C4 C5 1.363(5) . ? C5 C6 1.426(5) . ? C6 C7 1.424(5) . ? C6 C11 1.432(5) . ? C7 C8 1.381(5) . ? C8 C9 1.401(5) . ? C9 C10 1.399(5) . ? C10 C11 1.429(4) . ? C10 S1 1.745(4) . ? C12 P1 1.827(4) . ? C13 P1 1.825(5) . ? C14 P1 1.823(5) . ? C15 P2 1.833(4) . ? C16 P2 1.834(4) . ? C17 P2 1.836(5) . ? C18 P3 1.829(4) . ? C19 P3 1.846(4) . ? C20 P3 1.826(4) . ? Co1 P3 2.2252(11) . ? Co1 P1 2.2254(11) . ? Co1 P2 2.2812(11) . ? Co1 S1 2.3086(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 C2 C11 116.2(3) . . ? C3 C2 Co1 126.1(3) . . ? C11 C2 Co1 117.7(2) . . ? C2 C3 C4 122.3(3) . . ? C5 C4 C3 121.9(3) . . ? C4 C5 C6 119.4(4) . . ? C7 C6 C5 121.6(3) . . ? C7 C6 C11 119.6(3) . . ? C5 C6 C11 118.7(3) . . ? C8 C7 C6 120.0(4) . . ? C7 C8 C9 120.9(3) . . ? C10 C9 C8 120.9(3) . . ? C9 C10 C11 119.5(3) . . ? C9 C10 S1 123.4(3) . . ? C11 C10 S1 117.1(2) . . ? C10 C11 C6 119.0(3) . . ? C10 C11 C2 119.4(3) . . ? C6 C11 C2 121.6(3) . . ? C2 Co1 C1 94.39(15) . . ? C2 Co1 P3 85.84(10) . . ? C1 Co1 P3 84.77(12) . . ? C2 Co1 P1 85.93(10) . . ? C1 Co1 P1 85.38(12) . . ? P3 Co1 P1 166.64(4) . . ? C2 Co1 P2 170.28(9) . . ? C1 Co1 P2 95.33(13) . . ? P3 Co1 P2 94.86(4) . . ? P1 Co1 P2 95.02(4) . . ? C2 Co1 S1 86.29(9) . . ? C1 Co1 S1 178.97(12) . . ? P3 Co1 S1 94.51(4) . . ? P1 Co1 S1 95.44(4) . . ? P2 Co1 S1 83.99(4) . . ? C14 P1 C13 98.9(2) . . ? C14 P1 C12 103.2(2) . . ? C13 P1 C12 98.5(2) . . ? C14 P1 Co1 117.10(17) . . ? C13 P1 Co1 118.30(17) . . ? C12 P1 Co1 117.51(16) . . ? C15 P2 C16 101.4(2) . . ? C15 P2 C17 100.6(2) . . ? C16 P2 C17 97.2(2) . . ? C15 P2 Co1 119.96(15) . . ? C16 P2 Co1 116.37(16) . . ? C17 P2 Co1 117.51(17) . . ? C20 P3 C18 99.0(2) . . ? C20 P3 C19 98.5(2) . . ? C18 P3 C19 102.6(2) . . ? C20 P3 Co1 117.70(16) . . ? C18 P3 Co1 118.58(15) . . ? C19 P3 Co1 116.95(16) . . ? C10 S1 Co1 99.34(11) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C11 C2 C3 C4 -0.3(5) . . . . ? Co1 C2 C3 C4 177.5(3) . . . . ? C2 C3 C4 C5 0.4(6) . . . . ? C3 C4 C5 C6 0.6(6) . . . . ? C4 C5 C6 C7 -179.7(4) . . . . ? C4 C5 C6 C11 -1.6(5) . . . . ? C5 C6 C7 C8 175.9(4) . . . . ? C11 C6 C7 C8 -2.1(5) . . . . ? C6 C7 C8 C9 1.1(6) . . . . ? C7 C8 C9 C10 1.4(6) . . . . ? C8 C9 C10 C11 -2.7(5) . . . . ? C8 C9 C10 S1 177.4(3) . . . . ? C9 C10 C11 C6 1.6(5) . . . . ? S1 C10 C11 C6 -178.5(2) . . . . ? C9 C10 C11 C2 -177.4(3) . . . . ? S1 C10 C11 C2 2.5(4) . . . . ? C7 C6 C11 C10 0.8(5) . . . . ? C5 C6 C11 C10 -177.3(3) . . . . ? C7 C6 C11 C2 179.8(3) . . . . ? C5 C6 C11 C2 1.7(5) . . . . ? C3 C2 C11 C10 178.3(3) . . . . ? Co1 C2 C11 C10 0.3(4) . . . . ? C3 C2 C11 C6 -0.7(5) . . . . ? Co1 C2 C11 C6 -178.7(3) . . . . ? C3 C2 Co1 C1 -0.6(3) . . . . ? C11 C2 Co1 C1 177.2(3) . . . . ? C3 C2 Co1 P3 -85.0(3) . . . . ? C11 C2 Co1 P3 92.8(3) . . . . ? C3 C2 Co1 P1 84.4(3) . . . . ? C11 C2 Co1 P1 -97.8(3) . . . . ? C3 C2 Co1 P2 -179.5(4) . . . . ? C11 C2 Co1 P2 -1.8(8) . . . . ? C3 C2 Co1 S1 -179.8(3) . . . . ? C11 C2 Co1 S1 -2.1(2) . . . . ? C2 Co1 P1 C14 -147.5(2) . . . . ? C1 Co1 P1 C14 -52.7(2) . . . . ? P3 Co1 P1 C14 -95.4(3) . . . . ? P2 Co1 P1 C14 42.24(19) . . . . ? S1 Co1 P1 C14 126.66(19) . . . . ? C2 Co1 P1 C13 -29.2(2) . . . . ? C1 Co1 P1 C13 65.6(2) . . . . ? P3 Co1 P1 C13 22.9(3) . . . . ? P2 Co1 P1 C13 160.51(18) . . . . ? S1 Co1 P1 C13 -115.07(18) . . . . ? C2 Co1 P1 C12 88.8(2) . . . . ? C1 Co1 P1 C12 -176.4(2) . . . . ? P3 Co1 P1 C12 141.0(3) . . . . ? P2 Co1 P1 C12 -81.5(2) . . . . ? S1 Co1 P1 C12 3.0(2) . . . . ? C2 Co1 P2 C15 -178.1(6) . . . . ? C1 Co1 P2 C15 2.9(2) . . . . ? P3 Co1 P2 C15 88.1(2) . . . . ? P1 Co1 P2 C15 -82.9(2) . . . . ? S1 Co1 P2 C15 -177.9(2) . . . . ? C2 Co1 P2 C16 -55.4(6) . . . . ? C1 Co1 P2 C16 125.7(2) . . . . ? P3 Co1 P2 C16 -149.15(18) . . . . ? P1 Co1 P2 C16 39.85(19) . . . . ? S1 Co1 P2 C16 -55.11(18) . . . . ? C2 Co1 P2 C17 59.2(6) . . . . ? C1 Co1 P2 C17 -119.7(2) . . . . ? P3 Co1 P2 C17 -34.55(18) . . . . ? P1 Co1 P2 C17 154.45(18) . . . . ? S1 Co1 P2 C17 59.49(18) . . . . ? C2 Co1 P3 C20 25.05(18) . . . . ? C1 Co1 P3 C20 -69.8(2) . . . . ? P1 Co1 P3 C20 -27.1(3) . . . . ? P2 Co1 P3 C20 -164.68(16) . . . . ? S1 Co1 P3 C20 110.99(16) . . . . ? C2 Co1 P3 C18 -94.1(2) . . . . ? C1 Co1 P3 C18 171.1(2) . . . . ? P1 Co1 P3 C18 -146.2(2) . . . . ? P2 Co1 P3 C18 76.17(18) . . . . ? S1 Co1 P3 C18 -8.17(18) . . . . ? C2 Co1 P3 C19 142.12(19) . . . . ? C1 Co1 P3 C19 47.3(2) . . . . ? P1 Co1 P3 C19 90.0(2) . . . . ? P2 Co1 P3 C19 -47.60(17) . . . . ? S1 Co1 P3 C19 -131.94(17) . . . . ? C9 C10 S1 Co1 176.5(3) . . . . ? C11 C10 S1 Co1 -3.5(3) . . . . ? C2 Co1 S1 C10 2.72(15) . . . . ? C1 Co1 S1 C10 -129(7) . . . . ? P3 Co1 S1 C10 -82.80(12) . . . . ? P1 Co1 S1 C10 88.27(12) . . . . ? P2 Co1 S1 C10 -177.23(12) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.82 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.573 _refine_diff_density_min -0.963 _refine_diff_density_rms 0.094