Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 # Attachment 'C52 H52 Co2 O6 P2.cif' data_amdch4 _database_code_depnum_ccdc_archive 'CCDC 282064' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H26 Co O3 P' _chemical_formula_weight 476.37 _chemical_melting_point ? _chemical_compound_source ? 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' O O 0.0106 0.0060 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 9.273(2) _cell_length_b 18.559(4) _cell_length_c 15.020(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.736(5) _cell_angle_gamma 90.00 _cell_volume 2475.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 19 _cell_measurement_theta_min 12 _cell_measurement_theta_max 28 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max .1 _exptl_crystal_size_mid .03 _exptl_crystal_size_min .01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_method ? _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.781 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.765508 _exptl_absorpt_correction_T_max 1.000000 _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 SMART _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10612 _diffrn_reflns_av_R_equivalents 0.2206 _diffrn_reflns_av_sigmaI/netI 0.2702 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 23.26 _reflns_number_total 3556 _reflns_number_observed 1181 _reflns_observed_criterion >2\s(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0362P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0009(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3506 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2621 _refine_ls_R_factor_obs 0.0716 _refine_ls_wR_factor_all 0.1447 _refine_ls_wR_factor_obs 0.0893 _refine_ls_goodness_of_fit_all 0.944 _refine_ls_goodness_of_fit_obs 1.190 _refine_ls_restrained_S_all 1.024 _refine_ls_restrained_S_obs 1.190 _refine_ls_shift/esd_max 0.012 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 1.60320(15) 0.54840(7) 0.54271(8) 0.0626(5) Uani 1 d . . P1 P 1.7698(3) 0.62596(14) 0.6189(2) 0.0644(9) Uani 1 d . . C1 C 1.9025(10) 0.5891(5) 0.7250(5) 0.080(3) Uani 1 d . . H1A H 1.9630(10) 0.6284(5) 0.7590(5) 0.096 Uiso 1 calc R . H1B H 1.8452(10) 0.5693(5) 0.7641(5) 0.096 Uiso 1 calc R . C2 C 2.0056(12) 0.5321(5) 0.7088(7) 0.101(4) Uani 1 d . . H2A H 2.0661(12) 0.5525(5) 0.6720(7) 0.121 Uiso 1 calc R . H2B H 1.9452(12) 0.4938(5) 0.6725(7) 0.121 Uiso 1 calc R . C3 C 2.1081(18) 0.5005(9) 0.7950(10) 0.158(6) Uani 1 d . . C4 C 2.0524(14) 0.4463(9) 0.8477(11) 0.106(4) Uani 1 d . . C5 C 2.1359(18) 0.4521(8) 0.9368(11) 0.105(4) Uani 1 d . . C6 C 2.2387(16) 0.5085(11) 0.9470(11) 0.129(5) Uani 1 d . . C7 C 2.2193(16) 0.5386(8) 0.8597(13) 0.123(5) Uani 1 d . . C8 C 1.9353(14) 0.3900(6) 0.8061(8) 0.155(5) Uani 1 d . . H8A H 1.8936(14) 0.3989(6) 0.7408(8) 0.233 Uiso 1 calc R . H8B H 1.8567(14) 0.3920(6) 0.8359(8) 0.233 Uiso 1 calc R . H8C H 1.9811(14) 0.3431(6) 0.8152(8) 0.233 Uiso 1 calc R . C9 C 2.1261(15) 0.4021(7) 1.0179(7) 0.193(7) Uani 1 d . . H9A H 2.1972(15) 0.4178(7) 1.0746(7) 0.290 Uiso 1 calc R . H9B H 2.1488(15) 0.3535(7) 1.0047(7) 0.290 Uiso 1 calc R . H9C H 2.0262(15) 0.4041(7) 1.0245(7) 0.290 Uiso 1 calc R . C10 C 2.3245(15) 0.5407(8) 1.0330(9) 0.203(7) Uani 1 d . . H10A H 2.3213(15) 0.5101(8) 1.0839(9) 0.304 Uiso 1 calc R . H10B H 2.2823(15) 0.5869(8) 1.0401(9) 0.304 Uiso 1 calc R . H10C H 2.4270(15) 0.5468(8) 1.0324(9) 0.304 Uiso 1 calc R . C11 C 2.3143(13) 0.5924(7) 0.8308(8) 0.164(6) Uani 1 d . . H11A H 2.3851(13) 0.6124(7) 0.8849(8) 0.245 Uiso 1 calc R . H11B H 2.2519(13) 0.6302(7) 0.7964(8) 0.245 Uiso 1 calc R . H11C H 2.3678(13) 0.5697(7) 0.7924(8) 0.245 Uiso 1 calc R . C12 C 1.6860(10) 0.7032(6) 0.6606(7) 0.066(3) Uani 1 d . . C13 C 1.6106(13) 0.6916(6) 0.7257(8) 0.109(4) Uani 1 d . . H13A H 1.6083(13) 0.6457(6) 0.7498(8) 0.131 Uiso 1 calc R . C14 C 1.5362(12) 0.7492(7) 0.7564(8) 0.118(5) Uani 1 d . . H14A H 1.4794(12) 0.7403(7) 0.7971(8) 0.142 Uiso 1 calc R . C15 C 1.5479(12) 0.8170(7) 0.7264(9) 0.104(4) Uani 1 d . . H15A H 1.5040(12) 0.8554(7) 0.7488(9) 0.124 Uiso 1 calc R . C16 C 1.6229(14) 0.8280(6) 0.6644(9) 0.116(4) Uani 1 d . . H16A H 1.6275(14) 0.8744(6) 0.6420(9) 0.139 Uiso 1 calc R . C17 C 1.6945(11) 0.7724(7) 0.6320(7) 0.098(4) Uani 1 d . . H17A H 1.7489(11) 0.7825(7) 0.5903(7) 0.117 Uiso 1 calc R . C18 C 1.8915(13) 0.6656(5) 0.5560(8) 0.069(3) Uani 1 d . . C19 C 2.0302(14) 0.6933(5) 0.6005(7) 0.083(3) Uani 1 d . . H19A H 2.0634(14) 0.6937(5) 0.6651(7) 0.100 Uiso 1 calc R . C20 C 2.1216(14) 0.7208(6) 0.5500(10) 0.112(4) Uani 1 d . . H20A H 2.2160(14) 0.7389(6) 0.5815(10) 0.135 Uiso 1 calc R . C21 C 2.0763(16) 0.7218(6) 0.4556(11) 0.109(4) Uani 1 d . . H21A H 2.1402(16) 0.7390(6) 0.4227(11) 0.131 Uiso 1 calc R . C22 C 1.9370(16) 0.6975(6) 0.4101(8) 0.109(4) Uani 1 d . . H22A H 1.9024(16) 0.7012(6) 0.3457(8) 0.131 Uiso 1 calc R . C23 C 1.8447(11) 0.6668(5) 0.4585(8) 0.088(3) Uani 1 d . . H23A H 1.7522(11) 0.6473(5) 0.4261(8) 0.105 Uiso 1 calc R . C31 C 1.4818(12) 0.6141(6) 0.4758(7) 0.073(3) Uani 1 d . . O31 O 1.4084(9) 0.6607(4) 0.4351(5) 0.107(3) Uani 1 d . . C32 C 1.5751(11) 0.5123(5) 0.6435(7) 0.083(3) Uani 1 d . . O32 O 1.5525(9) 0.4935(4) 0.7123(4) 0.113(3) Uani 1 d . . C33 C 1.7272(11) 0.5018(5) 0.4933(7) 0.076(3) Uani 1 d . . O33 O 1.8099(8) 0.4719(4) 0.4626(5) 0.109(3) Uani 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 Co1 0.0741(9) 0.0566(9) 0.0610(9) -0.0081(9) 0.0255(7) -0.0084(9) P1 0.074(2) 0.062(2) 0.061(2) -0.0077(15) 0.025(2) -0.007(2) C1 0.094(8) 0.083(8) 0.068(7) 0.011(6) 0.033(6) -0.005(7) C2 0.115(10) 0.079(10) 0.102(9) 0.014(7) 0.023(8) 0.029(7) C3 0.128(14) 0.163(14) 0.134(13) 0.089(12) -0.040(12) -0.041(11) C4 0.087(10) 0.127(14) 0.098(11) 0.030(12) 0.015(10) 0.043(10) C5 0.100(11) 0.109(12) 0.097(12) 0.009(12) 0.016(10) 0.027(10) C6 0.108(13) 0.184(17) 0.076(11) -0.043(12) -0.003(10) -0.019(11) C7 0.084(12) 0.154(15) 0.111(12) 0.017(12) -0.004(10) -0.018(10) C8 0.156(13) 0.109(12) 0.173(13) 0.055(10) 0.004(11) 0.015(10) C9 0.319(19) 0.197(15) 0.085(9) 0.050(9) 0.092(10) 0.051(13) C10 0.192(15) 0.250(19) 0.147(13) -0.036(13) 0.018(11) 0.010(13) C11 0.112(11) 0.138(14) 0.229(16) 0.032(11) 0.029(11) 0.018(9) C12 0.079(7) 0.055(8) 0.073(7) -0.025(6) 0.037(6) -0.022(6) C13 0.151(11) 0.068(9) 0.129(10) -0.013(8) 0.071(9) -0.015(8) C14 0.132(11) 0.059(9) 0.197(12) -0.056(10) 0.102(9) -0.021(9) C15 0.087(10) 0.084(12) 0.149(12) -0.049(9) 0.050(8) -0.015(8) C16 0.140(12) 0.068(10) 0.159(12) 0.008(8) 0.074(9) 0.029(8) C17 0.093(9) 0.072(10) 0.142(10) 0.015(9) 0.057(7) 0.005(8) C18 0.078(9) 0.052(7) 0.074(8) -0.007(6) 0.016(7) -0.007(6) C19 0.084(9) 0.074(8) 0.090(8) 0.011(7) 0.024(8) -0.007(7) C20 0.096(11) 0.107(10) 0.140(11) 0.033(10) 0.043(11) -0.018(8) C21 0.093(12) 0.091(10) 0.165(14) 0.032(10) 0.072(12) 0.015(9) C22 0.107(11) 0.138(12) 0.104(10) 0.018(8) 0.064(10) -0.015(9) C23 0.089(9) 0.107(9) 0.079(9) 0.001(7) 0.040(8) -0.009(7) C31 0.073(9) 0.068(9) 0.087(8) -0.013(7) 0.037(7) -0.016(7) O31 0.108(7) 0.079(7) 0.137(7) 0.018(5) 0.038(5) 0.010(5) C32 0.084(8) 0.079(9) 0.079(8) -0.022(7) 0.015(7) -0.015(6) O32 0.168(7) 0.097(6) 0.078(5) -0.007(5) 0.042(5) -0.035(5) C33 0.074(8) 0.067(8) 0.092(8) -0.020(6) 0.032(6) -0.002(6) O33 0.107(6) 0.098(7) 0.136(6) -0.037(5) 0.058(5) 0.000(5) _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 Co1 C32 1.742(11) . ? Co1 C31 1.764(11) . ? Co1 C33 1.764(10) . ? Co1 P1 2.179(3) . ? Co1 Co1 2.669(2) 3_866 ? P1 C18 1.823(9) . ? P1 C12 1.825(9) . ? P1 C1 1.842(8) . ? C1 C2 1.493(10) . ? C2 C3 1.489(12) . ? C3 C7 1.39(2) . ? C3 C4 1.46(2) . ? C4 C5 1.344(13) . ? C4 C8 1.507(14) . ? C5 C6 1.39(2) . ? C5 C9 1.555(15) . ? C6 C7 1.39(2) . ? C6 C10 1.437(14) . ? C7 C11 1.477(14) . ? C12 C17 1.364(11) . ? C12 C13 1.373(10) . ? C13 C14 1.420(12) . ? C14 C15 1.351(13) . ? C15 C16 1.328(11) . ? C16 C17 1.388(12) . ? C18 C19 1.367(10) . ? C18 C23 1.403(10) . ? C19 C20 1.388(11) . ? C20 C21 1.358(12) . ? C21 C22 1.353(12) . ? C22 C23 1.393(11) . ? C31 O31 1.160(10) . ? C32 O32 1.166(9) . ? C33 O33 1.146(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 C32 Co1 C31 122.0(5) . . ? C32 Co1 C33 117.1(5) . . ? C31 Co1 C33 119.1(4) . . ? C32 Co1 P1 93.3(3) . . ? C31 Co1 P1 94.7(3) . . ? C33 Co1 P1 95.5(3) . . ? C32 Co1 Co1 83.9(3) . 3_866 ? C31 Co1 Co1 86.5(3) . 3_866 ? C33 Co1 Co1 86.1(3) . 3_866 ? P1 Co1 Co1 177.18(11) . 3_866 ? C18 P1 C12 104.4(5) . . ? C18 P1 C1 103.8(5) . . ? C12 P1 C1 103.8(4) . . ? C18 P1 Co1 116.4(4) . . ? C12 P1 Co1 113.1(3) . . ? C1 P1 Co1 113.9(3) . . ? C2 C1 P1 114.9(6) . . ? C1 C2 C3 114.6(9) . . ? C7 C3 C4 106.1(13) . . ? C7 C3 C2 124.5(14) . . ? C4 C3 C2 120.3(14) . . ? C5 C4 C3 107.0(14) . . ? C5 C4 C8 127.4(16) . . ? C3 C4 C8 125.3(14) . . ? C4 C5 C6 110.4(15) . . ? C4 C5 C9 125.9(17) . . ? C6 C5 C9 123.7(17) . . ? C7 C6 C5 107.4(13) . . ? C7 C6 C10 124.7(20) . . ? C5 C6 C10 126.5(19) . . ? C3 C7 C6 108.9(14) . . ? C3 C7 C11 121.6(16) . . ? C6 C7 C11 128.5(18) . . ? C17 C12 C13 117.3(9) . . ? C17 C12 P1 124.3(9) . . ? C13 C12 P1 118.4(9) . . ? C12 C13 C14 120.6(10) . . ? C15 C14 C13 119.9(11) . . ? C16 C15 C14 119.0(12) . . ? C15 C16 C17 122.1(12) . . ? C12 C17 C16 120.8(10) . . ? C19 C18 C23 117.9(9) . . ? C19 C18 P1 122.3(9) . . ? C23 C18 P1 119.8(9) . . ? C18 C19 C20 120.6(10) . . ? C21 C20 C19 121.4(12) . . ? C22 C21 C20 119.1(14) . . ? C21 C22 C23 120.9(12) . . ? C22 C23 C18 120.0(10) . . ? O31 C31 Co1 175.5(11) . . ? O32 C32 Co1 174.7(9) . . ? O33 C33 Co1 178.7(9) . . ? 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 C32 Co1 P1 C18 161.9(5) . . . . ? C31 Co1 P1 C18 -75.6(5) . . . . ? C33 Co1 P1 C18 44.2(5) . . . . ? Co1 Co1 P1 C18 167.9(24) 3_866 . . . ? C32 Co1 P1 C12 -77.2(5) . . . . ? C31 Co1 P1 C12 45.3(5) . . . . ? C33 Co1 P1 C12 165.2(5) . . . . ? Co1 Co1 P1 C12 -71.2(26) 3_866 . . . ? C32 Co1 P1 C1 41.0(4) . . . . ? C31 Co1 P1 C1 163.6(4) . . . . ? C33 Co1 P1 C1 -76.6(4) . . . . ? Co1 Co1 P1 C1 47.0(26) 3_866 . . . ? C18 P1 C1 C2 -61.4(8) . . . . ? C12 P1 C1 C2 -170.4(7) . . . . ? Co1 P1 C1 C2 66.2(7) . . . . ? P1 C1 C2 C3 -177.6(9) . . . . ? C1 C2 C3 C7 -63.8(18) . . . . ? C1 C2 C3 C4 78.7(17) . . . . ? C7 C3 C4 C5 -3.2(16) . . . . ? C2 C3 C4 C5 -151.8(12) . . . . ? C7 C3 C4 C8 -177.1(11) . . . . ? C2 C3 C4 C8 34.3(21) . . . . ? C3 C4 C5 C6 2.4(15) . . . . ? C8 C4 C5 C6 176.2(13) . . . . ? C3 C4 C5 C9 -175.3(12) . . . . ? C8 C4 C5 C9 -1.6(20) . . . . ? C4 C5 C6 C7 -0.7(16) . . . . ? C9 C5 C6 C7 177.1(10) . . . . ? C4 C5 C6 C10 166.3(13) . . . . ? C9 C5 C6 C10 -15.9(22) . . . . ? C4 C3 C7 C6 2.8(17) . . . . ? C2 C3 C7 C6 149.7(13) . . . . ? C4 C3 C7 C11 172.6(12) . . . . ? C2 C3 C7 C11 -40.5(21) . . . . ? C5 C6 C7 C3 -1.4(17) . . . . ? C10 C6 C7 C3 -168.7(13) . . . . ? C5 C6 C7 C11 -170.3(13) . . . . ? C10 C6 C7 C11 22.4(23) . . . . ? C18 P1 C12 C17 11.6(10) . . . . ? C1 P1 C12 C17 120.1(9) . . . . ? Co1 P1 C12 C17 -115.9(8) . . . . ? C18 P1 C12 C13 -167.7(8) . . . . ? C1 P1 C12 C13 -59.2(8) . . . . ? Co1 P1 C12 C13 64.8(8) . . . . ? C17 C12 C13 C14 4.2(15) . . . . ? P1 C12 C13 C14 -176.4(8) . . . . ? C12 C13 C14 C15 -4.6(17) . . . . ? C13 C14 C15 C16 3.5(18) . . . . ? C14 C15 C16 C17 -2.5(19) . . . . ? C13 C12 C17 C16 -3.1(16) . . . . ? P1 C12 C17 C16 177.5(8) . . . . ? C15 C16 C17 C12 2.3(19) . . . . ? C12 P1 C18 C19 78.5(9) . . . . ? C1 P1 C18 C19 -30.0(9) . . . . ? Co1 P1 C18 C19 -156.1(7) . . . . ? C12 P1 C18 C23 -102.8(8) . . . . ? C1 P1 C18 C23 148.7(7) . . . . ? Co1 P1 C18 C23 22.6(8) . . . . ? C23 C18 C19 C20 -0.8(14) . . . . ? P1 C18 C19 C20 177.8(8) . . . . ? C18 C19 C20 C21 0.7(17) . . . . ? C19 C20 C21 C22 2.1(19) . . . . ? C20 C21 C22 C23 -4.7(18) . . . . ? C21 C22 C23 C18 4.5(17) . . . . ? C19 C18 C23 C22 -1.7(14) . . . . ? P1 C18 C23 C22 179.6(8) . . . . ? C32 Co1 C31 O31 93.5(125) . . . . ? C33 Co1 C31 O31 -102.3(125) . . . . ? P1 Co1 C31 O31 -3.4(126) . . . . ? Co1 Co1 C31 O31 174.1(125) 3_866 . . . ? C31 Co1 C32 O32 -36.2(105) . . . . ? C33 Co1 C32 O32 159.4(103) . . . . ? P1 Co1 C32 O32 61.5(104) . . . . ? Co1 Co1 C32 O32 -118.2(104) 3_866 . . . ? C32 Co1 C33 O33 -74.3(477) . . . . ? C31 Co1 C33 O33 120.8(476) . . . . ? P1 Co1 C33 O33 22.3(477) . . . . ? Co1 Co1 C33 O33 -155.4(477) 3_866 . . . ? _refine_diff_density_max 0.282 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.057 data_amdch13 _database_code_depnum_ccdc_archive 'CCDC 282065' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H26 Ir O P' _chemical_formula_weight 457.54 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' O O 0.0106 0.0060 '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' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 7.1629(4) _cell_length_b 16.6122(9) _cell_length_c 14.3026(8) _cell_angle_alpha 90.00 _cell_angle_beta 102.5260(10) _cell_angle_gamma 90.00 _cell_volume 1661.38(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 105 _cell_measurement_theta_min 12 _cell_measurement_theta_max 28 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max .15 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.829 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 8.124 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.559729 _exptl_absorpt_correction_T_max 1.00000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 0.9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8179 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 23.25 _reflns_number_total 2373 _reflns_number_gt 2134 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0570P)^2^+1.3877P] 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 SHELXL _refine_ls_extinction_coef 0.0039(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2373 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0243 _refine_ls_R_factor_gt 0.0212 _refine_ls_wR_factor_ref 0.0605 _refine_ls_wR_factor_gt 0.0585 _refine_ls_goodness_of_fit_ref 0.806 _refine_ls_restrained_S_all 0.806 _refine_ls_shift/su_max 0.046 _refine_ls_shift/su_mean 0.005 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 Ir1 Ir 0.20940(2) 0.552073(9) 0.711996(12) 0.03283(12) Uani 1 1 d . . . P1 P 0.08565(18) 0.66199(7) 0.76191(9) 0.0409(3) Uani 1 1 d . . . C1 C -0.0763(8) 0.6229(3) 0.8355(4) 0.0572(14) Uani 1 1 d . . . H1A H -0.0079 0.6200 0.9019 0.069 Uiso 1 1 calc R . . H1B H -0.1825 0.6598 0.8319 0.069 Uiso 1 1 calc R . . C2 C -0.1536(8) 0.5394(3) 0.8024(4) 0.0478(12) Uani 1 1 d . . . H2A H -0.1944 0.5128 0.8549 0.057 Uiso 1 1 calc R . . H2B H -0.2650 0.5457 0.7506 0.057 Uiso 1 1 calc R . . C3 C -0.0102(6) 0.4864(3) 0.7687(3) 0.0351(10) Uani 1 1 d . . . C4 C 0.1699(7) 0.4611(3) 0.8271(4) 0.0392(11) Uani 1 1 d . . . C5 C 0.2711(7) 0.4221(3) 0.7647(4) 0.0447(12) Uani 1 1 d . . . C6 C 0.1520(7) 0.4200(3) 0.6707(4) 0.0424(11) Uani 1 1 d . . . C7 C -0.0269(7) 0.4573(2) 0.6736(4) 0.0390(11) Uani 1 1 d . . . C8 C 0.2315(9) 0.4680(3) 0.9336(4) 0.0571(14) Uani 1 1 d . . . H8A H 0.3575 0.4458 0.9542 0.086 Uiso 1 1 calc R . . H8B H 0.1438 0.4389 0.9631 0.086 Uiso 1 1 calc R . . H8C H 0.2328 0.5236 0.9518 0.086 Uiso 1 1 calc R . . C9 C 0.4622(8) 0.3812(3) 0.7950(5) 0.0661(16) Uani 1 1 d . . . H9A H 0.4996 0.3592 0.7398 0.099 Uiso 1 1 calc R . . H9B H 0.4529 0.3387 0.8392 0.099 Uiso 1 1 calc R . . H9C H 0.5559 0.4197 0.8254 0.099 Uiso 1 1 calc R . . C10 C 0.1969(9) 0.3769(3) 0.5857(4) 0.0643(16) Uani 1 1 d . . . H10A H 0.3253 0.3565 0.6019 0.096 Uiso 1 1 calc R . . H10B H 0.1847 0.4137 0.5329 0.096 Uiso 1 1 calc R . . H10C H 0.1093 0.3329 0.5679 0.096 Uiso 1 1 calc R . . C11 C -0.2006(8) 0.4607(3) 0.5934(4) 0.0527(14) Uani 1 1 d . . . H11A H -0.1719 0.4369 0.5370 0.079 Uiso 1 1 calc R . . H11B H -0.2380 0.5158 0.5805 0.079 Uiso 1 1 calc R . . H11C H -0.3033 0.4316 0.6113 0.079 Uiso 1 1 calc R . . C12 C 0.3731(7) 0.6084(3) 0.6556(4) 0.0456(12) Uani 1 1 d . . . O12 O 0.4733(6) 0.6462(3) 0.6192(3) 0.0743(12) Uani 1 1 d . . . C13 C -0.0642(8) 0.7271(3) 0.6746(4) 0.0606(14) Uani 1 1 d . . . H13A H -0.1695 0.6956 0.6385 0.073 Uiso 1 1 calc R . . H13B H -0.1182 0.7686 0.7086 0.073 Uiso 1 1 calc R . . C14 C 0.0375(9) 0.7673(4) 0.6049(4) 0.0718(17) Uani 1 1 d . . . H14A H -0.0514 0.8003 0.5613 0.108 Uiso 1 1 calc R . . H14B H 0.0891 0.7270 0.5696 0.108 Uiso 1 1 calc R . . H14C H 0.1395 0.8003 0.6395 0.108 Uiso 1 1 calc R . . C15 C 0.2352(8) 0.7343(3) 0.8400(4) 0.0622(15) Uani 1 1 d . . . H15A H 0.2983 0.7682 0.8010 0.075 Uiso 1 1 calc R . . H15B H 0.1531 0.7687 0.8684 0.075 Uiso 1 1 calc R . . C16 C 0.3855(10) 0.6985(4) 0.9193(4) 0.0785(19) Uani 1 1 d . . . H16A H 0.4571 0.7409 0.9562 0.118 Uiso 1 1 calc R . . H16B H 0.4702 0.6654 0.8922 0.118 Uiso 1 1 calc R . . H16C H 0.3250 0.6663 0.9599 0.118 Uiso 1 1 calc R . . 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 Ir1 0.03532(16) 0.02541(16) 0.03925(16) 0.00088(7) 0.01138(9) -0.00110(6) P1 0.0442(7) 0.0299(6) 0.0518(7) -0.0044(6) 0.0173(6) -0.0025(5) C1 0.058(3) 0.050(3) 0.074(4) -0.010(3) 0.036(3) -0.007(3) C2 0.043(3) 0.052(3) 0.051(3) -0.001(2) 0.016(2) -0.006(2) C3 0.037(2) 0.030(2) 0.039(3) 0.004(2) 0.011(2) -0.0080(19) C4 0.042(3) 0.035(3) 0.041(3) 0.005(2) 0.010(2) -0.005(2) C5 0.046(3) 0.024(2) 0.065(3) 0.008(2) 0.013(2) -0.001(2) C6 0.058(3) 0.020(2) 0.053(3) 0.000(2) 0.022(3) -0.003(2) C7 0.044(3) 0.024(2) 0.047(3) 0.003(2) 0.006(2) -0.0086(19) C8 0.063(4) 0.053(3) 0.049(3) 0.010(3) 0.000(3) -0.014(3) C9 0.055(3) 0.044(3) 0.100(5) 0.017(3) 0.019(3) 0.005(3) C10 0.095(5) 0.036(3) 0.070(4) -0.006(3) 0.035(3) -0.007(3) C11 0.055(3) 0.045(3) 0.053(3) 0.008(2) -0.001(3) -0.005(2) C12 0.039(3) 0.033(3) 0.067(3) 0.001(2) 0.018(2) -0.004(2) O12 0.061(2) 0.070(3) 0.101(3) 0.024(2) 0.037(2) -0.011(2) C13 0.057(3) 0.041(3) 0.084(4) 0.001(3) 0.016(3) 0.010(3) C14 0.086(4) 0.049(3) 0.075(4) 0.017(3) 0.006(3) 0.005(3) C15 0.070(4) 0.047(3) 0.074(4) -0.026(3) 0.025(3) -0.012(3) C16 0.087(5) 0.079(4) 0.065(4) -0.014(3) 0.005(4) -0.015(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 Ir1 C12 1.820(5) . ? Ir1 C3 2.208(4) . ? Ir1 P1 2.2145(12) . ? Ir1 C7 2.289(4) . ? Ir1 C6 2.286(5) . ? Ir1 C4 2.297(5) . ? Ir1 C5 2.299(5) . ? P1 C13 1.817(6) . ? P1 C15 1.822(5) . ? P1 C1 1.845(5) . ? C1 C2 1.530(7) . ? C2 C3 1.510(7) . ? C3 C7 1.424(7) . ? C3 C4 1.439(7) . ? C4 C5 1.423(7) . ? C4 C8 1.495(7) . ? C5 C6 1.427(8) . ? C5 C9 1.505(7) . ? C6 C7 1.432(7) . ? C6 C10 1.505(7) . ? C7 C11 1.500(7) . ? C12 O12 1.158(6) . ? C13 C14 1.512(8) . ? C15 C16 1.507(8) . ? 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 C12 Ir1 C3 174.68(19) . . ? C12 Ir1 P1 93.46(15) . . ? C3 Ir1 P1 85.55(12) . . ? C12 Ir1 C7 139.6(2) . . ? C3 Ir1 C7 36.85(17) . . ? P1 Ir1 C7 108.52(13) . . ? C12 Ir1 C6 118.43(19) . . ? C3 Ir1 C6 61.17(17) . . ? P1 Ir1 C6 144.34(13) . . ? C7 Ir1 C6 36.47(18) . . ? C12 Ir1 C4 147.9(2) . . ? C3 Ir1 C4 37.20(17) . . ? P1 Ir1 C4 101.03(13) . . ? C7 Ir1 C4 61.33(18) . . ? C6 Ir1 C4 60.69(17) . . ? C12 Ir1 C5 122.14(19) . . ? C3 Ir1 C5 61.11(17) . . ? P1 Ir1 C5 136.98(14) . . ? C7 Ir1 C5 60.80(17) . . ? C6 Ir1 C5 36.3(2) . . ? C4 Ir1 C5 36.07(18) . . ? C13 P1 C15 102.1(3) . . ? C13 P1 C1 104.5(3) . . ? C15 P1 C1 104.0(3) . . ? C13 P1 Ir1 119.19(19) . . ? C15 P1 Ir1 121.20(19) . . ? C1 P1 Ir1 103.81(18) . . ? C2 C1 P1 111.9(4) . . ? C3 C2 C1 113.7(4) . . ? C7 C3 C4 109.6(4) . . ? C7 C3 C2 125.5(4) . . ? C4 C3 C2 124.8(4) . . ? C7 C3 Ir1 74.7(3) . . ? C4 C3 Ir1 74.8(3) . . ? C2 C3 Ir1 114.6(3) . . ? C5 C4 C3 106.4(4) . . ? C5 C4 C8 126.6(5) . . ? C3 C4 C8 126.8(5) . . ? C5 C4 Ir1 72.0(3) . . ? C3 C4 Ir1 68.0(2) . . ? C8 C4 Ir1 128.7(3) . . ? C6 C5 C4 108.7(4) . . ? C6 C5 C9 125.6(5) . . ? C4 C5 C9 125.4(5) . . ? C6 C5 Ir1 71.4(3) . . ? C4 C5 Ir1 71.9(3) . . ? C9 C5 Ir1 128.1(4) . . ? C5 C6 C7 108.6(4) . . ? C5 C6 C10 125.7(5) . . ? C7 C6 C10 125.3(5) . . ? C5 C6 Ir1 72.3(3) . . ? C7 C6 Ir1 71.9(3) . . ? C10 C6 Ir1 127.4(3) . . ? C3 C7 C6 106.5(4) . . ? C3 C7 C11 127.0(5) . . ? C6 C7 C11 126.4(5) . . ? C3 C7 Ir1 68.5(2) . . ? C6 C7 Ir1 71.6(3) . . ? C11 C7 Ir1 127.3(3) . . ? O12 C12 Ir1 177.9(4) . . ? C14 C13 P1 114.8(4) . . ? C16 C15 P1 115.5(4) . . ? 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 C12 Ir1 P1 C13 69.9(3) . . . . ? C3 Ir1 P1 C13 -104.8(2) . . . . ? C7 Ir1 P1 C13 -75.6(3) . . . . ? C6 Ir1 P1 C13 -84.5(3) . . . . ? C4 Ir1 P1 C13 -138.8(2) . . . . ? C5 Ir1 P1 C13 -142.3(3) . . . . ? C12 Ir1 P1 C15 -58.3(3) . . . . ? C3 Ir1 P1 C15 126.9(3) . . . . ? C7 Ir1 P1 C15 156.2(3) . . . . ? C6 Ir1 P1 C15 147.2(3) . . . . ? C4 Ir1 P1 C15 92.9(3) . . . . ? C5 Ir1 P1 C15 89.5(3) . . . . ? C12 Ir1 P1 C1 -174.4(3) . . . . ? C3 Ir1 P1 C1 10.9(2) . . . . ? C7 Ir1 P1 C1 40.1(3) . . . . ? C6 Ir1 P1 C1 31.2(3) . . . . ? C4 Ir1 P1 C1 -23.1(2) . . . . ? C5 Ir1 P1 C1 -26.6(3) . . . . ? C13 P1 C1 C2 97.2(5) . . . . ? C15 P1 C1 C2 -156.0(4) . . . . ? Ir1 P1 C1 C2 -28.4(5) . . . . ? P1 C1 C2 C3 36.6(6) . . . . ? C1 C2 C3 C7 -115.4(5) . . . . ? C1 C2 C3 C4 61.0(6) . . . . ? C1 C2 C3 Ir1 -27.1(6) . . . . ? C12 Ir1 C3 C7 50(2) . . . . ? P1 Ir1 C3 C7 129.4(3) . . . . ? C6 Ir1 C3 C7 -37.2(3) . . . . ? C4 Ir1 C3 C7 -115.8(4) . . . . ? C5 Ir1 C3 C7 -78.9(3) . . . . ? C12 Ir1 C3 C4 166(2) . . . . ? P1 Ir1 C3 C4 -114.8(3) . . . . ? C7 Ir1 C3 C4 115.8(4) . . . . ? C6 Ir1 C3 C4 78.5(3) . . . . ? C5 Ir1 C3 C4 36.9(3) . . . . ? C12 Ir1 C3 C2 -73(2) . . . . ? P1 Ir1 C3 C2 6.9(3) . . . . ? C7 Ir1 C3 C2 -122.5(5) . . . . ? C6 Ir1 C3 C2 -159.8(4) . . . . ? C4 Ir1 C3 C2 121.7(5) . . . . ? C5 Ir1 C3 C2 158.6(4) . . . . ? C7 C3 C4 C5 5.0(5) . . . . ? C2 C3 C4 C5 -171.9(4) . . . . ? Ir1 C3 C4 C5 -62.2(3) . . . . ? C7 C3 C4 C8 -170.1(5) . . . . ? C2 C3 C4 C8 13.0(7) . . . . ? Ir1 C3 C4 C8 122.7(5) . . . . ? C7 C3 C4 Ir1 67.2(3) . . . . ? C2 C3 C4 Ir1 -109.7(4) . . . . ? C12 Ir1 C4 C5 -60.7(5) . . . . ? C3 Ir1 C4 C5 116.8(4) . . . . ? P1 Ir1 C4 C5 -176.0(3) . . . . ? C7 Ir1 C4 C5 78.8(3) . . . . ? C6 Ir1 C4 C5 36.9(3) . . . . ? C12 Ir1 C4 C3 -177.5(3) . . . . ? P1 Ir1 C4 C3 67.2(3) . . . . ? C7 Ir1 C4 C3 -38.0(3) . . . . ? C6 Ir1 C4 C3 -79.9(3) . . . . ? C5 Ir1 C4 C3 -116.8(4) . . . . ? C12 Ir1 C4 C8 62.2(6) . . . . ? C3 Ir1 C4 C8 -120.3(6) . . . . ? P1 Ir1 C4 C8 -53.1(5) . . . . ? C7 Ir1 C4 C8 -158.3(5) . . . . ? C6 Ir1 C4 C8 159.8(5) . . . . ? C5 Ir1 C4 C8 122.9(6) . . . . ? C3 C4 C5 C6 -2.7(5) . . . . ? C8 C4 C5 C6 172.4(5) . . . . ? Ir1 C4 C5 C6 -62.3(3) . . . . ? C3 C4 C5 C9 -176.1(5) . . . . ? C8 C4 C5 C9 -1.0(8) . . . . ? Ir1 C4 C5 C9 124.3(5) . . . . ? C3 C4 C5 Ir1 59.6(3) . . . . ? C8 C4 C5 Ir1 -125.3(5) . . . . ? C12 Ir1 C5 C6 -95.4(4) . . . . ? C3 Ir1 C5 C6 79.7(3) . . . . ? P1 Ir1 C5 C6 123.5(3) . . . . ? C7 Ir1 C5 C6 37.3(3) . . . . ? C4 Ir1 C5 C6 117.7(4) . . . . ? C12 Ir1 C5 C4 146.8(3) . . . . ? C3 Ir1 C5 C4 -38.0(3) . . . . ? P1 Ir1 C5 C4 5.8(4) . . . . ? C7 Ir1 C5 C4 -80.4(3) . . . . ? C6 Ir1 C5 C4 -117.7(4) . . . . ? C12 Ir1 C5 C9 25.6(6) . . . . ? C3 Ir1 C5 C9 -159.3(6) . . . . ? P1 Ir1 C5 C9 -115.4(5) . . . . ? C7 Ir1 C5 C9 158.3(6) . . . . ? C6 Ir1 C5 C9 121.0(7) . . . . ? C4 Ir1 C5 C9 -121.2(7) . . . . ? C4 C5 C6 C7 -0.6(5) . . . . ? C9 C5 C6 C7 172.9(5) . . . . ? Ir1 C5 C6 C7 -63.2(3) . . . . ? C4 C5 C6 C10 -173.6(5) . . . . ? C9 C5 C6 C10 -0.2(8) . . . . ? Ir1 C5 C6 C10 123.8(5) . . . . ? C4 C5 C6 Ir1 62.6(3) . . . . ? C9 C5 C6 Ir1 -124.0(5) . . . . ? C12 Ir1 C6 C5 106.5(3) . . . . ? C3 Ir1 C6 C5 -79.5(3) . . . . ? P1 Ir1 C6 C5 -102.8(3) . . . . ? C7 Ir1 C6 C5 -117.1(4) . . . . ? C4 Ir1 C6 C5 -36.7(3) . . . . ? C12 Ir1 C6 C7 -136.3(3) . . . . ? C3 Ir1 C6 C7 37.6(3) . . . . ? P1 Ir1 C6 C7 14.4(4) . . . . ? C4 Ir1 C6 C7 80.4(3) . . . . ? C5 Ir1 C6 C7 117.1(4) . . . . ? C12 Ir1 C6 C10 -15.3(6) . . . . ? C3 Ir1 C6 C10 158.7(6) . . . . ? P1 Ir1 C6 C10 135.4(4) . . . . ? C7 Ir1 C6 C10 121.1(6) . . . . ? C4 Ir1 C6 C10 -158.5(6) . . . . ? C5 Ir1 C6 C10 -121.8(6) . . . . ? C4 C3 C7 C6 -5.3(5) . . . . ? C2 C3 C7 C6 171.6(4) . . . . ? Ir1 C3 C7 C6 62.0(3) . . . . ? C4 C3 C7 C11 171.6(4) . . . . ? C2 C3 C7 C11 -11.6(7) . . . . ? Ir1 C3 C7 C11 -121.2(4) . . . . ? C4 C3 C7 Ir1 -67.3(3) . . . . ? C2 C3 C7 Ir1 109.6(4) . . . . ? C5 C6 C7 C3 3.6(5) . . . . ? C10 C6 C7 C3 176.6(4) . . . . ? Ir1 C6 C7 C3 -59.9(3) . . . . ? C5 C6 C7 C11 -173.3(4) . . . . ? C10 C6 C7 C11 -0.3(8) . . . . ? Ir1 C6 C7 C11 123.2(5) . . . . ? C5 C6 C7 Ir1 63.5(3) . . . . ? C10 C6 C7 Ir1 -123.5(5) . . . . ? C12 Ir1 C7 C3 -173.7(3) . . . . ? P1 Ir1 C7 C3 -54.3(3) . . . . ? C6 Ir1 C7 C3 116.9(4) . . . . ? C4 Ir1 C7 C3 38.4(3) . . . . ? C5 Ir1 C7 C3 79.8(3) . . . . ? C12 Ir1 C7 C6 69.4(4) . . . . ? C3 Ir1 C7 C6 -116.9(4) . . . . ? P1 Ir1 C7 C6 -171.2(2) . . . . ? C4 Ir1 C7 C6 -78.5(3) . . . . ? C5 Ir1 C7 C6 -37.1(3) . . . . ? C12 Ir1 C7 C11 -52.9(6) . . . . ? C3 Ir1 C7 C11 120.8(6) . . . . ? P1 Ir1 C7 C11 66.5(5) . . . . ? C6 Ir1 C7 C11 -122.3(6) . . . . ? C4 Ir1 C7 C11 159.2(5) . . . . ? C5 Ir1 C7 C11 -159.4(5) . . . . ? C3 Ir1 C12 O12 50(15) . . . . ? P1 Ir1 C12 O12 -29(14) . . . . ? C7 Ir1 C12 O12 95(14) . . . . ? C6 Ir1 C12 O12 134(14) . . . . ? C4 Ir1 C12 O12 -146(13) . . . . ? C5 Ir1 C12 O12 176(100) . . . . ? C15 P1 C13 C14 71.7(5) . . . . ? C1 P1 C13 C14 179.8(4) . . . . ? Ir1 P1 C13 C14 -64.9(5) . . . . ? C13 P1 C15 C16 -177.2(5) . . . . ? C1 P1 C15 C16 74.3(5) . . . . ? Ir1 P1 C15 C16 -41.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.724 _refine_diff_density_min -0.705 _refine_diff_density_rms 0.100 # Attachment 'C17 H29 Co I O P.CIF' data_amdch17 _database_code_depnum_ccdc_archive 'CCDC 282066' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H29 Co I O P' _chemical_formula_weight 466.20 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' O O 0.0106 0.0060 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 16.750(7) _cell_length_b 8.612(4) _cell_length_c 14.429(6) _cell_angle_alpha 90.00 _cell_angle_beta 114.170(7) _cell_angle_gamma 90.00 _cell_volume 1898.8(14) _cell_formula_units_Z 4 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 232 _cell_measurement_theta_min 12 _cell_measurement_theta_max 28 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max .15 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 2.611 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.460717 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 0.9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7800 _diffrn_reflns_av_R_equivalents 0.1279 _diffrn_reflns_av_sigmaI/netI 0.1505 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 23.39 _reflns_number_total 2655 _reflns_number_gt 1553 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0868P)^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 SHELXL _refine_ls_extinction_coef 0.00026(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2655 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1248 _refine_ls_R_factor_gt 0.0695 _refine_ls_wR_factor_ref 0.1700 _refine_ls_wR_factor_gt 0.1514 _refine_ls_goodness_of_fit_ref 0.927 _refine_ls_restrained_S_all 0.927 _refine_ls_shift/su_max 1.431 _refine_ls_shift/su_mean 0.086 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 Co1 Co 0.23210(3) 1.02854(6) 0.01951(4) 0.01647(15) Uani 1 1 d . . . I1 I 0.287239(18) 1.30684(3) 0.07926(2) 0.03225(9) Uani 1 1 d . . . P1 P 0.33814(6) 0.91636(12) 0.14661(7) 0.0178(3) Uani 1 1 d . . . C1 C 0.2910(3) 0.7299(5) 0.1560(3) 0.0274(14) Uani 1 1 d . . . H1A H 0.2945 0.6571 0.1047 0.033 Uiso 1 1 calc R . . H1B H 0.3236 0.6845 0.2242 0.033 Uiso 1 1 calc R . . C2 C 0.1955(2) 0.7561(5) 0.1377(3) 0.0280(13) Uani 1 1 d . . . H2A H 0.1629 0.6570 0.1176 0.034 Uiso 1 1 calc R . . H2B H 0.1923 0.7925 0.2011 0.034 Uiso 1 1 calc R . . C3 C 0.1545(2) 0.8746(5) 0.0554(3) 0.0218(12) Uani 1 1 d . . . C4 C 0.1239(2) 1.0224(4) 0.0635(3) 0.0224(12) Uani 1 1 d . . . C5 C 0.0983(2) 1.0987(5) -0.0334(3) 0.0248(13) Uani 1 1 d . . . C6 C 0.1087(2) 0.9898(4) -0.1029(3) 0.0231(13) Uani 1 1 d . . . C7 C 0.1438(2) 0.8496(5) -0.0477(3) 0.0239(13) Uani 1 1 d . . . C8 C 0.1191(3) 1.0987(5) 0.1547(3) 0.0358(14) Uani 1 1 d . . . H8A H 0.0620 1.0775 0.1557 0.054 Uiso 1 1 calc R . . H8B H 0.1269 1.2110 0.1514 0.054 Uiso 1 1 calc R . . H8C H 0.1655 1.0572 0.2167 0.054 Uiso 1 1 calc R . . C9 C 0.0585(3) 1.2532(5) -0.0604(3) 0.0380(15) Uani 1 1 d . . . H9A H -0.0049 1.2448 -0.0822 0.057 Uiso 1 1 calc R . . H9B H 0.0712 1.2963 -0.1158 0.057 Uiso 1 1 calc R . . H9C H 0.0828 1.3218 -0.0011 0.057 Uiso 1 1 calc R . . C10 C 0.0832(3) 1.0190(5) -0.2119(3) 0.0288(14) Uani 1 1 d . . . H10A H 0.0219 0.9892 -0.2499 0.043 Uiso 1 1 calc R . . H10B H 0.1204 0.9576 -0.2357 0.043 Uiso 1 1 calc R . . H10C H 0.0903 1.1296 -0.2226 0.043 Uiso 1 1 calc R . . C11 C 0.1585(3) 0.6992(4) -0.0937(3) 0.0287(14) Uani 1 1 d . . . H11A H 0.1040 0.6392 -0.1209 0.043 Uiso 1 1 calc R . . H11B H 0.2043 0.6384 -0.0413 0.043 Uiso 1 1 calc R . . H11C H 0.1766 0.7231 -0.1487 0.043 Uiso 1 1 calc R . . C12 C 0.2895(3) 0.9995(5) -0.0815(3) 0.0283(14) Uani 1 1 d . . . O12 O 0.31282(15) 0.8947(3) -0.09025(17) 0.0238(9) Uani 1 1 d . . . C13 C 0.2911(3) 1.1505(5) -0.1355(3) 0.0413(16) Uani 1 1 d . . . H13A H 0.3188 1.1326 -0.1826 0.062 Uiso 1 1 calc R . . H13B H 0.3244 1.2288 -0.0852 0.062 Uiso 1 1 calc R . . H13C H 0.2311 1.1873 -0.1733 0.062 Uiso 1 1 calc R . . C14 C 0.4403(3) 0.8693(5) 0.1426(3) 0.0295(14) Uani 1 1 d . . . H14A H 0.4746 0.8045 0.2025 0.035 Uiso 1 1 calc R . . H14B H 0.4291 0.8064 0.0811 0.035 Uiso 1 1 calc R . . C15 C 0.4957(3) 1.0118(5) 0.1416(3) 0.0371(15) Uani 1 1 d . . . H15A H 0.5502 0.9771 0.1384 0.056 Uiso 1 1 calc R . . H15B H 0.5093 1.0727 0.2036 0.056 Uiso 1 1 calc R . . H15C H 0.4627 1.0762 0.0822 0.056 Uiso 1 1 calc R . . C16 C 0.3655(2) 1.0131(5) 0.2697(2) 0.0255(13) Uani 1 1 d . . . H16A H 0.3915 1.1157 0.2680 0.031 Uiso 1 1 calc R . . H16B H 0.3106 1.0315 0.2784 0.031 Uiso 1 1 calc R . . C17 C 0.4297(3) 0.9216(6) 0.3635(3) 0.0478(18) Uani 1 1 d . . . H17A H 0.4408 0.9812 0.4255 0.072 Uiso 1 1 calc R . . H17B H 0.4850 0.9049 0.3568 0.072 Uiso 1 1 calc R . . H17C H 0.4039 0.8210 0.3675 0.072 Uiso 1 1 calc R . . 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 Co1 0.0233(2) 0.0075(3) 0.0237(2) -0.0002(2) 0.01477(17) -0.0019(2) I1 0.04193(14) 0.00972(13) 0.04857(13) -0.00121(12) 0.02206(10) -0.00240(13) P1 0.0234(5) 0.0072(5) 0.0254(5) -0.0016(4) 0.0125(3) 0.0006(4) C1 0.039(2) 0.017(2) 0.0265(19) 0.0025(17) 0.0146(16) 0.0033(19) C2 0.041(2) 0.025(2) 0.0337(18) 0.0125(16) 0.0308(14) 0.0143(18) C3 0.0300(18) 0.016(2) 0.0321(18) 0.0109(16) 0.0254(13) 0.0041(17) C4 0.0261(17) 0.013(2) 0.0443(18) 0.0058(16) 0.0313(13) 0.0055(16) C5 0.0199(19) 0.015(2) 0.041(2) 0.0079(18) 0.0142(15) 0.0012(18) C6 0.028(2) 0.010(2) 0.0343(19) -0.0011(16) 0.0151(15) 0.0053(17) C7 0.0234(19) 0.025(2) 0.0280(18) -0.0090(16) 0.0151(14) -0.0128(17) C8 0.045(2) 0.031(3) 0.049(2) 0.003(2) 0.0369(15) 0.005(2) C9 0.042(2) 0.027(2) 0.058(2) 0.0194(19) 0.0335(16) 0.0284(19) C10 0.043(2) 0.026(2) 0.0188(17) -0.0114(16) 0.0150(15) -0.004(2) C11 0.048(2) 0.003(2) 0.033(2) -0.0041(17) 0.0149(16) -0.009(2) C12 0.022(2) 0.024(2) 0.034(2) 0.0124(18) 0.0071(16) -0.0126(19) O12 0.0289(13) 0.0280(16) 0.0249(12) -0.0074(12) 0.0215(9) 0.0014(13) C13 0.065(3) 0.026(3) 0.038(2) 0.0160(18) 0.0272(18) 0.011(2) C14 0.035(2) 0.019(2) 0.035(2) -0.0021(17) 0.0143(16) -0.0075(19) C15 0.049(2) 0.017(2) 0.055(2) -0.0007(19) 0.0314(17) -0.013(2) C16 0.0280(19) 0.037(3) 0.0184(17) -0.0040(17) 0.0165(14) -0.0108(19) C17 0.058(3) 0.052(3) 0.027(2) -0.006(2) 0.012(2) -0.004(3) _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 Co1 C3 2.065(4) . ? Co1 C12 2.064(5) . ? Co1 C7 2.080(4) . ? Co1 C6 2.124(3) . ? Co1 C5 2.137(4) . ? Co1 C4 2.153(4) . ? Co1 P1 2.1872(11) . ? Co1 I1 2.5862(11) . ? P1 C14 1.783(5) . ? P1 C1 1.819(4) . ? P1 C16 1.842(4) . ? C1 C2 1.528(6) . ? C2 C3 1.501(5) . ? C3 C4 1.395(6) . ? C3 C7 1.440(6) . ? C4 C5 1.442(5) . ? C4 C8 1.502(6) . ? C5 C6 1.435(6) . ? C5 C9 1.468(6) . ? C6 C7 1.433(5) . ? C6 C10 1.472(5) . ? C7 C11 1.520(6) . ? C12 O12 1.011(5) . ? C12 C13 1.522(6) . ? C14 C15 1.542(6) . ? C16 C17 1.555(5) . ? 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 Co1 C12 128.48(16) . . ? C3 Co1 C7 40.66(15) . . ? C12 Co1 C7 91.64(17) . . ? C3 Co1 C6 67.03(15) . . ? C12 Co1 C6 88.28(16) . . ? C7 Co1 C6 39.83(14) . . ? C3 Co1 C5 66.14(16) . . ? C12 Co1 C5 120.39(15) . . ? C7 Co1 C5 66.53(16) . . ? C6 Co1 C5 39.36(16) . . ? C3 Co1 C4 38.56(16) . . ? C12 Co1 C4 153.82(13) . . ? C7 Co1 C4 66.16(16) . . ? C6 Co1 C4 65.88(15) . . ? C5 Co1 C4 39.27(15) . . ? C3 Co1 P1 83.38(10) . . ? C12 Co1 P1 94.88(11) . . ? C7 Co1 P1 104.01(11) . . ? C6 Co1 P1 143.84(11) . . ? C5 Co1 P1 142.84(12) . . ? C4 Co1 P1 103.58(10) . . ? C3 Co1 I1 133.38(12) . . ? C12 Co1 I1 98.14(12) . . ? C7 Co1 I1 158.52(11) . . ? C6 Co1 I1 121.05(11) . . ? C5 Co1 I1 92.08(11) . . ? C4 Co1 I1 98.82(10) . . ? P1 Co1 I1 94.20(4) . . ? C14 P1 C1 104.7(2) . . ? C14 P1 C16 105.72(18) . . ? C1 P1 C16 105.8(2) . . ? C14 P1 Co1 122.30(14) . . ? C1 P1 Co1 102.94(12) . . ? C16 P1 Co1 113.87(13) . . ? C2 C1 P1 108.2(3) . . ? C3 C2 C1 110.2(4) . . ? C4 C3 C7 109.2(3) . . ? C4 C3 C2 128.2(4) . . ? C7 C3 C2 122.6(4) . . ? C4 C3 Co1 74.1(2) . . ? C7 C3 Co1 70.2(2) . . ? C2 C3 Co1 120.2(3) . . ? C3 C4 C5 107.9(4) . . ? C3 C4 C8 128.7(3) . . ? C5 C4 C8 123.3(4) . . ? C3 C4 Co1 67.3(2) . . ? C5 C4 Co1 69.8(2) . . ? C8 C4 Co1 126.9(3) . . ? C6 C5 C4 107.9(3) . . ? C6 C5 C9 125.4(4) . . ? C4 C5 C9 126.3(4) . . ? C6 C5 Co1 69.8(2) . . ? C4 C5 Co1 71.0(2) . . ? C9 C5 Co1 130.3(3) . . ? C7 C6 C5 107.6(3) . . ? C7 C6 C10 127.6(4) . . ? C5 C6 C10 124.7(3) . . ? C7 C6 Co1 68.44(19) . . ? C5 C6 Co1 70.80(19) . . ? C10 C6 Co1 128.3(3) . . ? C6 C7 C3 107.3(4) . . ? C6 C7 C11 125.3(3) . . ? C3 C7 C11 127.2(3) . . ? C6 C7 Co1 71.7(2) . . ? C3 C7 Co1 69.1(2) . . ? C11 C7 Co1 128.6(3) . . ? O12 C12 C13 127.6(5) . . ? O12 C12 Co1 120.8(4) . . ? C13 C12 Co1 111.6(3) . . ? C15 C14 P1 114.1(3) . . ? C17 C16 P1 114.9(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 C3 Co1 P1 C14 139.1(2) . . . . ? C12 Co1 P1 C14 10.9(2) . . . . ? C7 Co1 P1 C14 103.8(2) . . . . ? C6 Co1 P1 C14 104.7(3) . . . . ? C5 Co1 P1 C14 173.3(2) . . . . ? C4 Co1 P1 C14 172.21(19) . . . . ? I1 Co1 P1 C14 -87.65(16) . . . . ? C3 Co1 P1 C1 22.18(19) . . . . ? C12 Co1 P1 C1 -106.04(19) . . . . ? C7 Co1 P1 C1 -13.1(2) . . . . ? C6 Co1 P1 C1 -12.3(3) . . . . ? C5 Co1 P1 C1 56.4(2) . . . . ? C4 Co1 P1 C1 55.26(19) . . . . ? I1 Co1 P1 C1 155.40(16) . . . . ? C3 Co1 P1 C16 -91.8(2) . . . . ? C12 Co1 P1 C16 139.97(19) . . . . ? C7 Co1 P1 C16 -127.1(2) . . . . ? C6 Co1 P1 C16 -126.3(3) . . . . ? C5 Co1 P1 C16 -57.6(2) . . . . ? C4 Co1 P1 C16 -58.73(19) . . . . ? I1 Co1 P1 C16 41.41(16) . . . . ? C14 P1 C1 C2 -168.4(3) . . . . ? C16 P1 C1 C2 80.2(3) . . . . ? Co1 P1 C1 C2 -39.6(3) . . . . ? P1 C1 C2 C3 38.8(4) . . . . ? C1 C2 C3 C4 -114.2(5) . . . . ? C1 C2 C3 C7 63.7(5) . . . . ? C1 C2 C3 Co1 -21.0(4) . . . . ? C12 Co1 C3 C4 -147.4(2) . . . . ? C7 Co1 C3 C4 -117.7(3) . . . . ? C6 Co1 C3 C4 -79.6(2) . . . . ? C5 Co1 C3 C4 -36.6(2) . . . . ? P1 Co1 C3 C4 121.66(18) . . . . ? I1 Co1 C3 C4 32.1(2) . . . . ? C12 Co1 C3 C7 -29.6(3) . . . . ? C6 Co1 C3 C7 38.1(2) . . . . ? C5 Co1 C3 C7 81.2(2) . . . . ? C4 Co1 C3 C7 117.7(3) . . . . ? P1 Co1 C3 C7 -120.6(2) . . . . ? I1 Co1 C3 C7 149.86(18) . . . . ? C12 Co1 C3 C2 87.3(3) . . . . ? C7 Co1 C3 C2 116.9(4) . . . . ? C6 Co1 C3 C2 155.0(4) . . . . ? C5 Co1 C3 C2 -161.9(4) . . . . ? C4 Co1 C3 C2 -125.3(4) . . . . ? P1 Co1 C3 C2 -3.7(3) . . . . ? I1 Co1 C3 C2 -93.2(3) . . . . ? C7 C3 C4 C5 -3.8(4) . . . . ? C2 C3 C4 C5 174.3(4) . . . . ? Co1 C3 C4 C5 58.1(3) . . . . ? C7 C3 C4 C8 178.2(4) . . . . ? C2 C3 C4 C8 -3.7(7) . . . . ? Co1 C3 C4 C8 -120.0(4) . . . . ? C7 C3 C4 Co1 -61.9(3) . . . . ? C2 C3 C4 Co1 116.2(4) . . . . ? C12 Co1 C4 C3 73.2(4) . . . . ? C7 Co1 C4 C3 39.09(19) . . . . ? C6 Co1 C4 C3 82.9(2) . . . . ? C5 Co1 C4 C3 120.6(3) . . . . ? P1 Co1 C4 C3 -60.44(19) . . . . ? I1 Co1 C4 C3 -156.97(17) . . . . ? C3 Co1 C4 C5 -120.6(3) . . . . ? C12 Co1 C4 C5 -47.4(4) . . . . ? C7 Co1 C4 C5 -81.5(2) . . . . ? C6 Co1 C4 C5 -37.7(2) . . . . ? P1 Co1 C4 C5 178.9(2) . . . . ? I1 Co1 C4 C5 82.4(2) . . . . ? C3 Co1 C4 C8 122.3(4) . . . . ? C12 Co1 C4 C8 -164.5(3) . . . . ? C7 Co1 C4 C8 161.4(4) . . . . ? C6 Co1 C4 C8 -154.8(4) . . . . ? C5 Co1 C4 C8 -117.1(4) . . . . ? P1 Co1 C4 C8 61.9(3) . . . . ? I1 Co1 C4 C8 -34.7(3) . . . . ? C3 C4 C5 C6 3.8(4) . . . . ? C8 C4 C5 C6 -178.1(3) . . . . ? Co1 C4 C5 C6 60.4(3) . . . . ? C3 C4 C5 C9 176.9(4) . . . . ? C8 C4 C5 C9 -5.0(6) . . . . ? Co1 C4 C5 C9 -126.6(4) . . . . ? C3 C4 C5 Co1 -56.6(3) . . . . ? C8 C4 C5 Co1 121.6(4) . . . . ? C3 Co1 C5 C6 -82.3(3) . . . . ? C12 Co1 C5 C6 39.6(3) . . . . ? C7 Co1 C5 C6 -37.7(2) . . . . ? C4 Co1 C5 C6 -118.2(3) . . . . ? P1 Co1 C5 C6 -119.9(2) . . . . ? I1 Co1 C5 C6 140.3(2) . . . . ? C3 Co1 C5 C4 35.9(2) . . . . ? C12 Co1 C5 C4 157.9(2) . . . . ? C7 Co1 C5 C4 80.5(2) . . . . ? C6 Co1 C5 C4 118.2(3) . . . . ? P1 Co1 C5 C4 -1.7(3) . . . . ? I1 Co1 C5 C4 -101.4(2) . . . . ? C3 Co1 C5 C9 157.9(4) . . . . ? C12 Co1 C5 C9 -80.2(4) . . . . ? C7 Co1 C5 C9 -157.5(4) . . . . ? C6 Co1 C5 C9 -119.8(5) . . . . ? C4 Co1 C5 C9 122.0(5) . . . . ? P1 Co1 C5 C9 120.3(4) . . . . ? I1 Co1 C5 C9 20.5(4) . . . . ? C4 C5 C6 C7 -2.3(4) . . . . ? C9 C5 C6 C7 -175.5(4) . . . . ? Co1 C5 C6 C7 58.8(3) . . . . ? C4 C5 C6 C10 175.1(4) . . . . ? C9 C5 C6 C10 1.9(7) . . . . ? Co1 C5 C6 C10 -123.8(4) . . . . ? C4 C5 C6 Co1 -61.1(3) . . . . ? C9 C5 C6 Co1 125.8(4) . . . . ? C3 Co1 C6 C7 -38.9(3) . . . . ? C12 Co1 C6 C7 94.6(3) . . . . ? C5 Co1 C6 C7 -118.8(4) . . . . ? C4 Co1 C6 C7 -81.1(3) . . . . ? P1 Co1 C6 C7 -1.3(4) . . . . ? I1 Co1 C6 C7 -166.9(2) . . . . ? C3 Co1 C6 C5 79.9(3) . . . . ? C12 Co1 C6 C5 -146.6(3) . . . . ? C7 Co1 C6 C5 118.8(4) . . . . ? C4 Co1 C6 C5 37.7(2) . . . . ? P1 Co1 C6 C5 117.5(2) . . . . ? I1 Co1 C6 C5 -48.1(3) . . . . ? C3 Co1 C6 C10 -160.6(4) . . . . ? C12 Co1 C6 C10 -27.0(4) . . . . ? C7 Co1 C6 C10 -121.7(5) . . . . ? C5 Co1 C6 C10 119.6(5) . . . . ? C4 Co1 C6 C10 157.2(4) . . . . ? P1 Co1 C6 C10 -122.9(3) . . . . ? I1 Co1 C6 C10 71.5(4) . . . . ? C5 C6 C7 C3 0.0(4) . . . . ? C10 C6 C7 C3 -177.3(4) . . . . ? Co1 C6 C7 C3 60.3(3) . . . . ? C5 C6 C7 C11 174.9(4) . . . . ? C10 C6 C7 C11 -2.4(7) . . . . ? Co1 C6 C7 C11 -124.8(4) . . . . ? C5 C6 C7 Co1 -60.3(3) . . . . ? C10 C6 C7 Co1 122.4(4) . . . . ? C4 C3 C7 C6 2.4(4) . . . . ? C2 C3 C7 C6 -175.9(4) . . . . ? Co1 C3 C7 C6 -62.0(3) . . . . ? C4 C3 C7 C11 -172.4(4) . . . . ? C2 C3 C7 C11 9.3(6) . . . . ? Co1 C3 C7 C11 123.2(4) . . . . ? C4 C3 C7 Co1 64.3(3) . . . . ? C2 C3 C7 Co1 -113.9(4) . . . . ? C3 Co1 C7 C6 117.4(3) . . . . ? C12 Co1 C7 C6 -85.3(3) . . . . ? C5 Co1 C7 C6 37.3(3) . . . . ? C4 Co1 C7 C6 80.3(3) . . . . ? P1 Co1 C7 C6 179.2(2) . . . . ? I1 Co1 C7 C6 32.0(5) . . . . ? C12 Co1 C7 C3 157.2(2) . . . . ? C6 Co1 C7 C3 -117.4(3) . . . . ? C5 Co1 C7 C3 -80.1(2) . . . . ? C4 Co1 C7 C3 -37.1(2) . . . . ? P1 Co1 C7 C3 61.8(2) . . . . ? I1 Co1 C7 C3 -85.4(3) . . . . ? C3 Co1 C7 C11 -121.5(4) . . . . ? C12 Co1 C7 C11 35.7(3) . . . . ? C6 Co1 C7 C11 121.0(5) . . . . ? C5 Co1 C7 C11 158.3(4) . . . . ? C4 Co1 C7 C11 -158.6(4) . . . . ? P1 Co1 C7 C11 -59.7(3) . . . . ? I1 Co1 C7 C11 153.1(2) . . . . ? C3 Co1 C12 O12 -35.9(4) . . . . ? C7 Co1 C12 O12 -54.7(3) . . . . ? C6 Co1 C12 O12 -94.3(3) . . . . ? C5 Co1 C12 O12 -118.2(3) . . . . ? C4 Co1 C12 O12 -85.5(4) . . . . ? P1 Co1 C12 O12 49.6(3) . . . . ? I1 Co1 C12 O12 144.5(3) . . . . ? C3 Co1 C12 C13 144.5(2) . . . . ? C7 Co1 C12 C13 125.7(3) . . . . ? C6 Co1 C12 C13 86.0(3) . . . . ? C5 Co1 C12 C13 62.1(3) . . . . ? C4 Co1 C12 C13 94.8(4) . . . . ? P1 Co1 C12 C13 -130.1(2) . . . . ? I1 Co1 C12 C13 -35.2(2) . . . . ? C1 P1 C14 C15 -176.2(3) . . . . ? C16 P1 C14 C15 -64.8(3) . . . . ? Co1 P1 C14 C15 67.7(3) . . . . ? C14 P1 C16 C17 -52.4(4) . . . . ? C1 P1 C16 C17 58.3(4) . . . . ? Co1 P1 C16 C17 170.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 23.39 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 1.665 _refine_diff_density_min -1.335 _refine_diff_density_rms 0.202 # Attachment 'C21 H34 Co O3 P Si.cif' data_amdch5 _database_code_depnum_ccdc_archive 'CCDC 282067' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C21 H34 Co O3 P Si' _chemical_formula_weight 452.47 _chemical_melting_point ? _chemical_compound_source ? 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.700(3) _cell_length_b 10.216(3) _cell_length_c 14.368(5) _cell_angle_alpha 92.900(7) _cell_angle_beta 96.994(6) _cell_angle_gamma 100.669(6) _cell_volume 1242.2(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 16 _cell_measurement_theta_min 12 _cell_measurement_theta_max 28 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max .1 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.210 _exptl_crystal_density_method ? _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 0.820 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2258 _exptl_absorpt_correction_T_max 0.4229 _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 SMART _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6358 _diffrn_reflns_av_R_equivalents 0.1209 _diffrn_reflns_av_sigmaI/netI 0.2697 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 23.37 _reflns_number_total 3569 _reflns_number_observed 1242 _reflns_observed_criterion >2\s(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.2104P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0099(46) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3519 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2326 _refine_ls_R_factor_obs 0.0890 _refine_ls_wR_factor_all 0.3622 _refine_ls_wR_factor_obs 0.2104 _refine_ls_goodness_of_fit_all 0.705 _refine_ls_goodness_of_fit_obs 0.874 _refine_ls_restrained_S_all 0.873 _refine_ls_restrained_S_obs 0.874 _refine_ls_shift/esd_max 0.078 _refine_ls_shift/esd_mean 0.015 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 0.3843(2) 0.01858(14) 0.43451(11) 0.0566(7) Uani 1 d . . SI1 P 0.2255(4) 0.3625(3) 0.3282(2) 0.0687(11) Uani 1 d . . C1 C 0.1606(14) 0.4723(10) 0.2340(8) 0.061(3) Uani 1 d . . C2 C 0.2320(16) 0.4507(12) 0.1473(10) 0.067(4) Uani 1 d . . C3 C 0.1300(19) 0.3838(12) 0.0775(9) 0.071(4) Uani 1 d . . C4 C -0.0269(17) 0.3647(11) 0.1072(10) 0.075(4) Uani 1 d . . C5 C -0.0125(13) 0.4193(10) 0.1964(7) 0.048(3) Uani 1 d . . C6 C 0.4115(17) 0.5006(16) 0.1465(11) 0.104(5) Uani 1 d . . H6A H 0.4364(17) 0.4849(16) 0.0834(11) 0.124 Uiso 1 calc R . H6B H 0.4696(17) 0.4491(16) 0.1877(11) 0.124 Uiso 1 calc R . C7 C 0.4666(16) 0.6499(15) 0.1781(10) 0.105(5) Uani 1 d . . H7A H 0.5773(16) 0.6758(15) 0.1743(10) 0.157 Uiso 1 calc R . H7B H 0.4476(16) 0.6654(15) 0.2418(10) 0.157 Uiso 1 calc R . H7C H 0.4090(16) 0.7016(15) 0.1379(10) 0.157 Uiso 1 calc R . C8 C 0.1590(19) 0.3347(14) -0.0185(10) 0.098(5) Uani 1 d . . H8A H 0.2406(19) 0.3995(14) -0.0403(10) 0.117 Uiso 1 calc R . H8B H 0.0633(19) 0.3273(14) -0.0624(10) 0.117 Uiso 1 calc R . C9 C 0.2094(23) 0.1999(14) -0.0176(11) 0.138(7) Uani 1 d . . H9A H 0.2267(23) 0.1725(14) -0.0798(11) 0.207 Uiso 1 calc R . H9B H 0.1279(23) 0.1349(14) 0.0026(11) 0.207 Uiso 1 calc R . H9C H 0.3051(23) 0.2071(14) 0.0249(11) 0.207 Uiso 1 calc R . C10 C -0.1712(19) 0.2971(13) 0.0458(9) 0.103(5) Uani 1 d . . H10A H -0.1524(19) 0.3032(13) -0.0191(9) 0.123 Uiso 1 calc R . H10B H -0.2555(19) 0.3446(13) 0.0551(9) 0.123 Uiso 1 calc R . C11 C -0.2258(24) 0.1528(16) 0.0618(12) 0.142(7) Uani 1 d . . H11A H -0.3198(24) 0.1169(16) 0.0193(12) 0.213 Uiso 1 calc R . H11B H -0.2476(24) 0.1454(16) 0.1254(12) 0.213 Uiso 1 calc R . H11C H -0.1447(24) 0.1039(16) 0.0508(12) 0.213 Uiso 1 calc R . C12 C -0.1485(15) 0.4374(12) 0.2492(10) 0.081(4) Uani 1 d . . H12A H -0.1536(15) 0.3767(12) 0.2989(10) 0.097 Uiso 1 calc R . H12B H -0.2461(15) 0.4126(12) 0.2063(10) 0.097 Uiso 1 calc R . C13 C -0.1377(16) 0.5770(14) 0.2916(10) 0.090(4) Uani 1 d . . H13A H -0.2263(16) 0.5799(14) 0.3249(10) 0.135 Uiso 1 calc R . H13B H -0.1380(16) 0.6375(14) 0.2427(10) 0.135 Uiso 1 calc R . H13C H -0.0417(16) 0.6026(14) 0.3344(10) 0.135 Uiso 1 calc R . C14 C 0.1089(18) 0.3664(14) 0.4282(9) 0.103(5) Uani 1 d . . H14A H 0.1434(18) 0.3102(14) 0.4748(9) 0.154 Uiso 1 calc R . H14B H -0.0010(18) 0.3346(14) 0.4059(9) 0.154 Uiso 1 calc R . H14C H 0.1240(18) 0.4563(14) 0.4554(9) 0.154 Uiso 1 calc R . C15 C 0.4381(15) 0.4240(12) 0.3782(9) 0.084(4) Uani 1 d . . H15A H 0.5030(15) 0.4233(12) 0.3288(9) 0.127 Uiso 1 calc R . H15B H 0.4686(15) 0.3668(12) 0.4251(9) 0.127 Uiso 1 calc R . H15C H 0.4512(15) 0.5134(12) 0.4061(9) 0.127 Uiso 1 calc R . C16 C 0.2064(13) 0.1918(10) 0.2681(7) 0.056(3) Uani 1 d . . H16A H 0.1135(13) 0.1797(10) 0.2214(7) 0.067 Uiso 1 calc R . H16B H 0.2959(13) 0.1965(10) 0.2333(7) 0.067 Uiso 1 calc R . P1 Si 0.1931(4) 0.0391(3) 0.3256(2) 0.0531(9) Uani 1 d . . C17 C 0.0022(15) 0.0083(15) 0.3604(10) 0.106(5) Uani 1 d . . H17A H -0.0127(15) -0.0730(15) 0.3917(10) 0.159 Uiso 1 calc R . H17B H -0.0756(15) 0.0001(15) 0.3059(10) 0.159 Uiso 1 calc R . H17C H -0.0086(15) 0.0811(15) 0.4024(10) 0.159 Uiso 1 calc R . C18 C 0.1739(17) -0.0840(12) 0.2256(9) 0.094(5) Uani 1 d . . H18A H 0.2728(17) -0.0756(12) 0.2011(9) 0.141 Uiso 1 calc R . H18B H 0.0939(17) -0.0686(12) 0.1775(9) 0.141 Uiso 1 calc R . H18C H 0.1450(17) -0.1722(12) 0.2459(9) 0.141 Uiso 1 calc R . O31 O 0.3218(12) 0.2006(10) 0.5805(7) 0.096(3) Uani 1 d . . C31 C 0.3444(13) 0.1293(13) 0.5217(10) 0.067(4) Uani 1 d . . O32 O 0.2608(13) -0.2629(9) 0.4427(7) 0.119(4) Uani 1 d . . C32 C 0.3110(17) -0.1551(12) 0.4398(10) 0.089(5) Uani 1 d . . O33 O 0.6166(13) 0.1072(12) 0.3122(8) 0.126(4) Uani 1 d . . C33 C 0.5282(18) 0.0700(14) 0.3603(10) 0.087(4) Uani 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 Co1 0.0524(11) 0.0466(10) 0.0656(12) 0.0058(7) 0.0013(8) -0.0003(7) SI1 0.078(3) 0.063(2) 0.062(2) 0.002(2) 0.001(2) 0.011(2) C1 0.072(9) 0.051(7) 0.060(8) 0.007(6) 0.011(7) 0.015(6) C2 0.070(10) 0.064(8) 0.081(10) 0.016(7) 0.029(8) 0.036(7) C3 0.097(12) 0.061(8) 0.055(9) 0.001(6) -0.003(8) 0.026(7) C4 0.080(11) 0.053(8) 0.088(11) 0.019(7) -0.005(9) 0.007(7) C5 0.053(8) 0.048(6) 0.039(7) -0.001(5) 0.004(6) 0.005(5) C6 0.080(12) 0.132(14) 0.109(12) 0.042(11) 0.030(10) 0.026(10) C7 0.079(11) 0.117(13) 0.105(12) 0.012(10) 0.014(9) -0.017(9) C8 0.123(14) 0.096(11) 0.081(11) 0.017(8) 0.021(10) 0.029(9) C9 0.250(23) 0.080(11) 0.106(13) -0.010(9) 0.060(15) 0.069(13) C10 0.127(14) 0.080(10) 0.077(10) 0.005(8) -0.037(9) -0.008(9) C11 0.184(20) 0.099(13) 0.122(15) 0.003(11) -0.019(13) -0.001(12) C12 0.078(10) 0.069(9) 0.091(10) 0.003(7) 0.001(8) 0.004(7) C13 0.087(11) 0.100(11) 0.090(10) -0.016(8) 0.010(9) 0.043(8) C14 0.156(16) 0.104(11) 0.071(10) 0.016(8) 0.036(10) 0.068(11) C15 0.078(10) 0.081(9) 0.083(9) 0.006(7) -0.027(8) 0.012(7) C16 0.055(8) 0.056(7) 0.058(7) 0.008(6) 0.001(6) 0.016(6) P1 0.052(2) 0.044(2) 0.056(2) 0.0032(15) -0.005(2) -0.0002(15) C17 0.056(10) 0.128(12) 0.126(13) 0.045(10) 0.009(9) -0.011(8) C18 0.124(13) 0.058(8) 0.080(10) -0.016(7) -0.029(9) -0.005(8) O31 0.099(8) 0.096(7) 0.095(8) -0.017(6) 0.010(6) 0.032(6) C31 0.037(7) 0.066(8) 0.099(11) 0.023(8) 0.014(7) 0.005(6) O32 0.127(9) 0.056(6) 0.146(9) 0.013(6) -0.023(7) -0.027(6) C32 0.099(12) 0.040(8) 0.127(13) 0.017(7) 0.034(10) -0.007(7) O33 0.095(9) 0.162(11) 0.132(10) 0.060(8) 0.049(8) 0.021(7) C33 0.070(11) 0.103(11) 0.083(10) 0.030(9) 0.002(8) 0.008(8) _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 Co1 C31 1.75(2) . ? Co1 C33 1.77(2) . ? Co1 C32 1.780(12) . ? Co1 P1 2.188(4) . ? Co1 Co1 2.677(3) 2_656 ? SI1 C14 1.859(11) . ? SI1 C1 1.901(11) . ? SI1 C16 1.877(10) . ? SI1 C15 1.879(13) . ? C1 C2 1.483(14) . ? C1 C5 1.52(2) . ? C2 C3 1.32(2) . ? C2 C6 1.55(2) . ? C3 C4 1.46(2) . ? C3 C8 1.51(2) . ? C4 C5 1.35(2) . ? C4 C10 1.48(2) . ? C5 C12 1.514(15) . ? C6 C7 1.54(2) . ? C8 C9 1.52(2) . ? C10 C11 1.50(2) . ? C12 C13 1.50(2) . ? C16 P1 1.793(10) . ? P1 C17 1.770(12) . ? P1 C18 1.831(12) . ? O31 C31 1.147(13) . ? O32 C32 1.112(12) . ? O33 C33 1.122(13) . ? 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 C31 Co1 C33 121.4(6) . . ? C31 Co1 C32 117.9(5) . . ? C33 Co1 C32 119.1(6) . . ? C31 Co1 P1 97.8(4) . . ? C33 Co1 P1 91.7(5) . . ? C32 Co1 P1 92.9(5) . . ? C31 Co1 Co1 84.2(4) . 2_656 ? C33 Co1 Co1 88.7(5) . 2_656 ? C32 Co1 Co1 84.6(5) . 2_656 ? P1 Co1 Co1 177.36(12) . 2_656 ? C14 SI1 C1 110.9(5) . . ? C14 SI1 C16 114.0(6) . . ? C1 SI1 C16 106.2(5) . . ? C14 SI1 C15 106.6(7) . . ? C1 SI1 C15 110.9(6) . . ? C16 SI1 C15 108.3(5) . . ? C2 C1 C5 99.4(9) . . ? C2 C1 SI1 110.9(7) . . ? C5 C1 SI1 108.9(7) . . ? C3 C2 C1 113.4(12) . . ? C3 C2 C6 126.7(13) . . ? C1 C2 C6 119.9(13) . . ? C2 C3 C4 108.0(12) . . ? C2 C3 C8 129.1(14) . . ? C4 C3 C8 122.9(14) . . ? C5 C4 C3 108.3(12) . . ? C5 C4 C10 128.6(14) . . ? C3 C4 C10 123.1(14) . . ? C4 C5 C12 125.3(12) . . ? C4 C5 C1 110.5(10) . . ? C12 C5 C1 124.0(10) . . ? C2 C6 C7 113.1(12) . . ? C3 C8 C9 112.2(11) . . ? C4 C10 C11 115.0(12) . . ? C5 C12 C13 114.5(10) . . ? P1 C16 SI1 125.4(6) . . ? C17 P1 C16 105.3(6) . . ? C17 P1 C18 102.7(7) . . ? C16 P1 C18 101.5(5) . . ? C17 P1 Co1 115.0(5) . . ? C16 P1 Co1 118.8(4) . . ? C18 P1 Co1 111.6(5) . . ? O31 C31 Co1 177.9(11) . . ? O32 C32 Co1 177.9(14) . . ? O33 C33 Co1 177.0(13) . . ? 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 C14 SI1 C1 C2 -169.7(9) . . . . ? C16 SI1 C1 C2 -45.4(10) . . . . ? C15 SI1 C1 C2 72.1(10) . . . . ? C14 SI1 C1 C5 -61.3(9) . . . . ? C16 SI1 C1 C5 63.0(8) . . . . ? C15 SI1 C1 C5 -179.5(7) . . . . ? C5 C1 C2 C3 -7.1(12) . . . . ? SI1 C1 C2 C3 107.4(11) . . . . ? C5 C1 C2 C6 175.0(10) . . . . ? SI1 C1 C2 C6 -70.5(12) . . . . ? C1 C2 C3 C4 5.7(14) . . . . ? C6 C2 C3 C4 -176.6(11) . . . . ? C1 C2 C3 C8 -175.5(11) . . . . ? C6 C2 C3 C8 2.2(21) . . . . ? C2 C3 C4 C5 -1.4(14) . . . . ? C8 C3 C4 C5 179.7(10) . . . . ? C2 C3 C4 C10 178.2(11) . . . . ? C8 C3 C4 C10 -0.7(18) . . . . ? C3 C4 C5 C12 171.5(10) . . . . ? C10 C4 C5 C12 -8.0(19) . . . . ? C3 C4 C5 C1 -3.3(12) . . . . ? C10 C4 C5 C1 177.2(11) . . . . ? C2 C1 C5 C4 6.0(11) . . . . ? SI1 C1 C5 C4 -110.0(9) . . . . ? C2 C1 C5 C12 -168.8(9) . . . . ? SI1 C1 C5 C12 75.2(11) . . . . ? C3 C2 C6 C7 128.4(14) . . . . ? C1 C2 C6 C7 -54.0(15) . . . . ? C2 C3 C8 C9 85.0(18) . . . . ? C4 C3 C8 C9 -96.3(16) . . . . ? C5 C4 C10 C11 -82.4(19) . . . . ? C3 C4 C10 C11 98.2(16) . . . . ? C4 C5 C12 C13 -127.8(12) . . . . ? C1 C5 C12 C13 46.3(16) . . . . ? C14 SI1 C16 P1 -37.6(10) . . . . ? C1 SI1 C16 P1 -159.9(7) . . . . ? C15 SI1 C16 P1 80.9(8) . . . . ? SI1 C16 P1 C17 72.3(9) . . . . ? SI1 C16 P1 C18 179.0(8) . . . . ? SI1 C16 P1 Co1 -58.3(8) . . . . ? C31 Co1 P1 C17 -54.5(7) . . . . ? C33 Co1 P1 C17 -176.5(7) . . . . ? C32 Co1 P1 C17 64.2(7) . . . . ? Co1 Co1 P1 C17 85.3(30) 2_656 . . . ? C31 Co1 P1 C16 71.5(5) . . . . ? C33 Co1 P1 C16 -50.5(6) . . . . ? C32 Co1 P1 C16 -169.8(5) . . . . ? Co1 Co1 P1 C16 -148.7(28) 2_656 . . . ? C31 Co1 P1 C18 -171.0(6) . . . . ? C33 Co1 P1 C18 67.0(7) . . . . ? C32 Co1 P1 C18 -52.3(6) . . . . ? Co1 Co1 P1 C18 -31.1(30) 2_656 . . . ? C33 Co1 C31 O31 -89.5(293) . . . . ? C32 Co1 C31 O31 76.2(293) . . . . ? P1 Co1 C31 O31 173.7(292) . . . . ? Co1 Co1 C31 O31 -4.6(293) 2_656 . . . ? C31 Co1 C32 O32 62.8(369) . . . . ? C33 Co1 C32 O32 -131.1(366) . . . . ? P1 Co1 C32 O32 -37.6(368) . . . . ? Co1 Co1 C32 O32 143.4(368) 2_656 . . . ? C31 Co1 C33 O33 -51.1(276) . . . . ? C32 Co1 C33 O33 143.3(272) . . . . ? P1 Co1 C33 O33 49.0(274) . . . . ? Co1 Co1 C33 O33 -133.6(274) 2_656 . . . ? _refine_diff_density_max 0.593 _refine_diff_density_min -0.925 _refine_diff_density_rms 0.119 # Attachment 'C42 H68 Co2 O6 P2 Si2.CIF' data_amdch18 _database_code_depnum_ccdc_archive 'CCDC 282068' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H47 I2 Ir O P2' _chemical_formula_weight 1003.68 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' O O 0.0106 0.0060 '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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.030(2) _cell_length_b 10.604(3) _cell_length_c 20.661(6) _cell_angle_alpha 93.879(4) _cell_angle_beta 101.951(4) _cell_angle_gamma 105.618(4) _cell_volume 1847.9(8) _cell_formula_units_Z 2 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 96 _cell_measurement_theta_min 12 _cell_measurement_theta_max 28 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max .1 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 5.396 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.525955 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 0.9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9137 _diffrn_reflns_av_R_equivalents 0.1184 _diffrn_reflns_av_sigmaI/netI 0.0871 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 23.56 _reflns_number_total 5167 _reflns_number_gt 4524 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0002P)^2^+223.3229P] 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 SHELXL _refine_ls_extinction_coef 0.00249(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5167 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1212 _refine_ls_R_factor_gt 0.1076 _refine_ls_wR_factor_ref 0.2490 _refine_ls_wR_factor_gt 0.2422 _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_restrained_S_all 1.138 _refine_ls_shift/su_max 1.271 _refine_ls_shift/su_mean 0.053 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 Ir1 Ir 1.36155(3) 0.20086(3) 0.086720(14) 0.01967(8) Uani 1 1 d . . . P1 P 1.2860(2) 0.24444(19) 0.18209(9) 0.0238(6) Uani 1 1 d . . . C1 C 1.4191(9) 0.4151(7) 0.2157(4) 0.025(2) Uani 1 1 d . . . H1A H 1.3744 0.4575 0.2480 0.030 Uiso 1 1 calc R . . H1B H 1.5246 0.4107 0.2390 0.030 Uiso 1 1 calc R . . C2 C 1.4343(9) 0.4974(7) 0.1566(4) 0.024(2) Uani 1 1 d . . . H2A H 1.3426 0.5329 0.1461 0.029 Uiso 1 1 calc R . . H2B H 1.5312 0.5733 0.1704 0.029 Uiso 1 1 calc R . . C3 C 1.4419(11) 0.4165(9) 0.0936(4) 0.037(3) Uani 1 1 d . . . C4 C 1.5709(9) 0.3638(7) 0.0891(4) 0.023(2) Uani 1 1 d . . . C5 C 1.5284(8) 0.2896(7) 0.0216(4) 0.027(2) Uani 1 1 d . . . C6 C 1.3663(11) 0.2954(9) -0.0093(4) 0.037(3) Uani 1 1 d . . . C7 C 1.3208(9) 0.3721(8) 0.0368(4) 0.029(2) Uani 1 1 d . . . C8 C 1.7346(9) 0.4015(9) 0.1380(4) 0.036(3) Uani 1 1 d . . . H8A H 1.8035 0.4808 0.1263 0.054 Uiso 1 1 calc R . . H8B H 1.7814 0.3285 0.1351 0.054 Uiso 1 1 calc R . . H8C H 1.7231 0.4191 0.1836 0.054 Uiso 1 1 calc R . . C9 C 1.6327(10) 0.2240(9) -0.0073(4) 0.038(3) Uani 1 1 d . . . H9A H 1.6904 0.2835 -0.0339 0.057 Uiso 1 1 calc R . . H9B H 1.5675 0.1420 -0.0358 0.057 Uiso 1 1 calc R . . H9C H 1.7083 0.2038 0.0289 0.057 Uiso 1 1 calc R . . C10 C 1.2861(15) 0.2343(10) -0.0783(4) 0.056(4) Uani 1 1 d . . . H10A H 1.3135 0.2982 -0.1091 0.084 Uiso 1 1 calc R . . H10B H 1.1713 0.2076 -0.0828 0.084 Uiso 1 1 calc R . . H10C H 1.3200 0.1566 -0.0887 0.084 Uiso 1 1 calc R . . C11 C 1.1704(9) 0.4140(8) 0.0177(4) 0.036(3) Uani 1 1 d . . . H11A H 1.1931 0.4954 -0.0031 0.054 Uiso 1 1 calc R . . H11B H 1.1325 0.4297 0.0578 0.054 Uiso 1 1 calc R . . H11C H 1.0890 0.3440 -0.0139 0.054 Uiso 1 1 calc R . . O12 O 1.1173(7) -0.0618(6) 0.0371(3) 0.0407(19) Uani 1 1 d . . . C12 C 1.2066(11) 0.0426(9) 0.0553(4) 0.035(3) Uani 1 1 d . . . C13 C 1.5023(8) 0.0874(6) 0.1328(4) 0.019(2) Uani 1 1 d . . . H13A H 1.4703 0.0614 0.1736 0.029 Uiso 1 1 calc R . . H13B H 1.6137 0.1399 0.1440 0.029 Uiso 1 1 calc R . . H13C H 1.4883 0.0082 0.1021 0.029 Uiso 1 1 calc R . . C14 C 1.3112(8) 0.1445(8) 0.2499(4) 0.025(2) Uani 1 1 d . . . H14A H 1.2406 0.0536 0.2349 0.030 Uiso 1 1 calc R . . H14B H 1.4215 0.1399 0.2603 0.030 Uiso 1 1 calc R . . C15 C 1.2757(11) 0.1976(11) 0.3125(4) 0.056(3) Uani 1 1 d . . . H15A H 1.2920 0.1404 0.3470 0.083 Uiso 1 1 calc R . . H15B H 1.1656 0.1999 0.3030 0.083 Uiso 1 1 calc R . . H15C H 1.3464 0.2872 0.3282 0.083 Uiso 1 1 calc R . . C16 C 1.0971(10) 0.2514(8) 0.1737(4) 0.033(3) Uani 1 1 d . . . H16A H 1.0871 0.2873 0.2175 0.039 Uiso 1 1 calc R . . H16B H 1.0799 0.3154 0.1423 0.039 Uiso 1 1 calc R . . C17 C 0.9640(9) 0.1222(8) 0.1493(5) 0.033(3) Uani 1 1 d . . . H17A H 0.8617 0.1388 0.1477 0.050 Uiso 1 1 calc R . . H17B H 0.9778 0.0575 0.1800 0.050 Uiso 1 1 calc R . . H17C H 0.9672 0.0876 0.1046 0.050 Uiso 1 1 calc R . . I2 I 0.82329(6) 0.26973(5) -0.17589(3) 0.03188(16) Uani 1 1 d . . . I3 I 0.78094(7) 0.23739(5) 0.32636(3) 0.03533(17) Uani 1 1 d . . . P2 P 1.5490(2) 0.82682(19) 0.39414(9) 0.0203(5) Uani 1 1 d . . . C19 C 1.6931(9) 0.9200(7) 0.4670(4) 0.021(2) Uani 1 1 d . . . C20 C 1.7219(9) 1.0566(7) 0.4839(4) 0.026(2) Uani 1 1 d . . . H20A H 1.6605 1.1024 0.4572 0.032 Uiso 1 1 calc R . . C21 C 1.8342(9) 1.1221(8) 0.5368(4) 0.032(2) Uani 1 1 d . . . H21A H 1.8556 1.2148 0.5470 0.039 Uiso 1 1 calc R . . C22 C 1.9205(10) 1.0542(8) 0.5773(4) 0.033(3) Uani 1 1 d . . . H22A H 1.9950 1.1017 0.6166 0.040 Uiso 1 1 calc R . . C23 C 1.9038(8) 0.9249(8) 0.5635(3) 0.025(2) Uani 1 1 d . . . H23A H 1.9687 0.8823 0.5906 0.030 Uiso 1 1 calc R . . C24 C 1.7874(9) 0.8560(8) 0.5077(4) 0.027(2) Uani 1 1 d . . . H24A H 1.7713 0.7640 0.4968 0.032 Uiso 1 1 calc R . . C25 C 1.4072(11) 0.6864(9) 0.4174(5) 0.044(3) Uani 1 1 d . . . C26 C 1.4108(8) 0.6769(7) 0.4815(4) 0.023(2) Uani 1 1 d . . . H26A H 1.4901 0.7364 0.5159 0.027 Uiso 1 1 calc R . . C27 C 1.2881(9) 0.5714(9) 0.4960(5) 0.037(3) Uani 1 1 d . . . H27A H 1.2857 0.5561 0.5406 0.044 Uiso 1 1 calc R . . C28 C 1.1698(9) 0.4903(8) 0.4403(5) 0.037(3) Uani 1 1 d . . . H28A H 1.0892 0.4188 0.4483 0.044 Uiso 1 1 calc R . . C29 C 1.1704(10) 0.5128(9) 0.3783(4) 0.042(3) Uani 1 1 d . . . H29A H 1.0877 0.4591 0.3430 0.051 Uiso 1 1 calc R . . C30 C 1.2865(9) 0.6112(9) 0.3633(4) 0.033(3) Uani 1 1 d . . . H30A H 1.2856 0.6279 0.3187 0.039 Uiso 1 1 calc R . . C31 C 1.6562(12) 0.7633(8) 0.3418(4) 0.037(3) Uani 1 1 d . . . C32 C 1.7137(8) 0.8401(7) 0.2934(3) 0.020(2) Uani 1 1 d . . . H32A H 1.6836 0.9179 0.2852 0.024 Uiso 1 1 calc R . . C33 C 1.8124(10) 0.8025(10) 0.2585(4) 0.039(3) Uani 1 1 d . . . H33A H 1.8510 0.8540 0.2263 0.047 Uiso 1 1 calc R . . C34 C 1.8539(9) 0.6908(9) 0.2705(4) 0.035(3) Uani 1 1 d . . . H34A H 1.9266 0.6656 0.2489 0.042 Uiso 1 1 calc R . . C35 C 1.7868(10) 0.6128(9) 0.3160(5) 0.037(3) Uani 1 1 d . . . H35A H 1.8100 0.5313 0.3211 0.044 Uiso 1 1 calc R . . C36 C 1.6929(10) 0.6461(7) 0.3521(5) 0.035(3) Uani 1 1 d . . . H36A H 1.6534 0.5924 0.3833 0.041 Uiso 1 1 calc R . . C37 C 1.4406(9) 0.9293(8) 0.3534(4) 0.030(2) Uani 1 1 d . . . H37A H 1.5140 1.0049 0.3409 0.046 Uiso 1 1 calc R . . H37B H 1.3844 0.9611 0.3838 0.046 Uiso 1 1 calc R . . H37C H 1.3641 0.8781 0.3133 0.046 Uiso 1 1 calc R . . 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 Ir1 0.02460(12) 0.01573(12) 0.02008(12) 0.00139(10) 0.00562(10) 0.00812(10) P1 0.0346(9) 0.0200(8) 0.0199(9) 0.0016(7) 0.0036(8) 0.0153(7) C1 0.039(4) 0.021(3) 0.020(3) -0.005(3) 0.008(3) 0.016(3) C2 0.025(4) 0.018(3) 0.029(4) 0.003(3) 0.000(3) 0.009(3) C3 0.045(5) 0.035(4) 0.036(4) 0.010(4) 0.012(4) 0.019(4) C4 0.027(4) 0.019(4) 0.022(3) 0.007(3) 0.012(3) -0.001(3) C5 0.029(3) 0.031(4) 0.035(4) 0.012(3) 0.017(3) 0.023(3) C6 0.036(4) 0.036(5) 0.040(4) 0.010(4) 0.019(4) 0.005(4) C7 0.027(4) 0.016(4) 0.043(4) 0.005(3) 0.016(3) 0.001(3) C8 0.026(4) 0.049(4) 0.029(4) -0.017(4) -0.009(3) 0.021(3) C9 0.038(4) 0.035(5) 0.040(4) 0.004(4) 0.032(3) -0.009(4) C10 0.092(8) 0.044(5) 0.014(4) 0.007(4) -0.008(5) 0.004(5) C11 0.031(4) 0.046(4) 0.037(4) 0.020(4) 0.002(3) 0.023(3) O12 0.043(3) 0.046(3) 0.040(3) 0.007(3) 0.001(3) 0.031(2) C12 0.038(4) 0.032(4) 0.040(4) 0.017(4) 0.012(4) 0.015(4) C13 0.013(3) 0.006(3) 0.037(4) -0.011(3) 0.009(3) 0.001(2) C14 0.018(3) 0.034(4) 0.027(4) 0.000(3) 0.008(3) 0.014(3) C15 0.058(4) 0.086(7) 0.050(4) 0.029(4) 0.048(3) 0.034(4) C16 0.036(4) 0.010(3) 0.041(4) 0.009(3) 0.005(4) -0.010(3) C17 0.019(4) 0.019(4) 0.059(5) 0.007(4) 0.016(3) -0.007(3) I2 0.0348(2) 0.0342(3) 0.0291(2) 0.0033(2) 0.0083(2) 0.0138(2) I3 0.0330(3) 0.0236(2) 0.0395(3) 0.0100(2) -0.0057(2) 0.0011(2) P2 0.0162(8) 0.0222(9) 0.0212(9) 0.0006(7) 0.0004(7) 0.0068(7) C19 0.025(3) 0.018(3) 0.023(3) 0.006(3) 0.008(3) 0.008(3) C20 0.032(3) 0.025(3) 0.034(4) 0.014(3) 0.014(3) 0.021(3) C21 0.032(4) 0.036(4) 0.034(4) -0.011(3) 0.005(3) 0.023(3) C22 0.033(4) 0.039(4) 0.026(4) -0.008(3) -0.001(3) 0.017(3) C23 0.027(3) 0.032(4) 0.026(3) 0.021(3) 0.021(3) 0.010(3) C24 0.023(4) 0.038(4) 0.018(3) 0.006(3) 0.000(3) 0.010(3) C25 0.054(5) 0.041(4) 0.058(6) 0.011(4) 0.021(4) 0.041(3) C26 0.019(3) 0.017(3) 0.032(4) -0.002(3) 0.006(3) 0.007(3) C27 0.024(4) 0.040(4) 0.056(5) 0.022(4) 0.024(3) 0.011(3) C28 0.005(3) 0.036(4) 0.069(5) 0.021(4) 0.005(4) 0.004(3) C29 0.048(4) 0.044(4) 0.040(4) -0.021(4) 0.013(3) 0.026(3) C30 0.017(3) 0.055(5) 0.032(4) 0.005(4) 0.004(3) 0.021(3) C31 0.071(6) 0.013(4) 0.018(4) -0.005(3) -0.003(4) 0.006(4) C32 0.020(3) 0.012(3) 0.023(3) 0.002(3) 0.005(3) -0.002(3) C33 0.025(4) 0.059(6) 0.029(4) 0.002(4) 0.011(3) 0.001(4) C34 0.021(4) 0.046(5) 0.034(4) -0.013(4) 0.004(3) 0.011(3) C35 0.036(4) 0.035(4) 0.047(5) 0.002(4) 0.014(4) 0.021(3) C36 0.046(4) 0.003(3) 0.053(5) -0.003(3) 0.010(4) 0.007(3) C37 0.020(4) 0.023(4) 0.037(4) -0.005(3) -0.015(3) 0.008(3) _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 Ir1 C12 1.846(8) . ? Ir1 C13 2.108(8) . ? Ir1 C4 2.180(7) . ? Ir1 C3 2.190(9) . ? Ir1 C7 2.225(9) . ? Ir1 P1 2.273(2) . ? Ir1 C6 2.285(10) . ? Ir1 C5 2.283(8) . ? P1 C16 1.700(10) . ? P1 C14 1.827(8) . ? P1 C1 1.875(7) . ? C1 C2 1.555(11) . ? C2 C3 1.533(13) . ? C3 C7 1.384(11) . ? C3 C4 1.437(14) . ? C4 C5 1.475(10) . ? C4 C8 1.541(10) . ? C5 C6 1.490(12) . ? C5 C9 1.503(13) . ? C6 C7 1.404(14) . ? C6 C10 1.474(12) . ? C7 C11 1.525(13) . ? O12 C12 1.163(9) . ? C14 C15 1.503(13) . ? C16 C17 1.531(10) . ? P2 C37 1.789(9) . ? P2 C19 1.797(6) . ? P2 C31 1.802(11) . ? P2 C25 1.847(10) . ? C19 C20 1.406(11) . ? C19 C24 1.409(12) . ? C20 C21 1.330(10) . ? C21 C22 1.392(13) . ? C22 C23 1.342(12) . ? C23 C24 1.393(9) . ? C25 C26 1.328(14) . ? C25 C30 1.407(11) . ? C26 C27 1.444(11) . ? C27 C28 1.438(11) . ? C28 C29 1.319(14) . ? C29 C30 1.369(12) . ? C31 C36 1.389(13) . ? C31 C32 1.424(12) . ? C32 C33 1.376(13) . ? C33 C34 1.359(15) . ? C34 C35 1.416(13) . ? C35 C36 1.337(15) . ? 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 C12 Ir1 C13 86.4(3) . . ? C12 Ir1 C4 157.6(4) . . ? C13 Ir1 C4 91.3(3) . . ? C12 Ir1 C3 150.0(4) . . ? C13 Ir1 C3 123.6(3) . . ? C4 Ir1 C3 38.4(4) . . ? C12 Ir1 C7 114.9(3) . . ? C13 Ir1 C7 154.4(3) . . ? C4 Ir1 C7 63.6(3) . . ? C3 Ir1 C7 36.5(3) . . ? C12 Ir1 P1 97.0(3) . . ? C13 Ir1 P1 92.2(2) . . ? C4 Ir1 P1 105.3(2) . . ? C3 Ir1 P1 83.2(3) . . ? C7 Ir1 P1 98.8(2) . . ? C12 Ir1 C6 101.0(3) . . ? C13 Ir1 C6 129.7(3) . . ? C4 Ir1 C6 63.9(3) . . ? C3 Ir1 C6 61.2(3) . . ? C7 Ir1 C6 36.2(4) . . ? P1 Ir1 C6 134.9(3) . . ? C12 Ir1 C5 119.5(4) . . ? C13 Ir1 C5 95.3(3) . . ? C4 Ir1 C5 38.5(3) . . ? C3 Ir1 C5 62.6(3) . . ? C7 Ir1 C5 62.5(3) . . ? P1 Ir1 C5 143.04(19) . . ? C6 Ir1 C5 38.1(3) . . ? C16 P1 C14 103.3(4) . . ? C16 P1 C1 106.8(4) . . ? C14 P1 C1 106.0(3) . . ? C16 P1 Ir1 116.9(3) . . ? C14 P1 Ir1 120.3(3) . . ? C1 P1 Ir1 102.4(3) . . ? C2 C1 P1 108.8(4) . . ? C3 C2 C1 112.8(7) . . ? C7 C3 C4 110.7(8) . . ? C7 C3 C2 125.3(9) . . ? C4 C3 C2 123.6(7) . . ? C7 C3 Ir1 73.1(5) . . ? C4 C3 Ir1 70.4(5) . . ? C2 C3 Ir1 117.9(6) . . ? C3 C4 C5 106.0(6) . . ? C3 C4 C8 126.8(7) . . ? C5 C4 C8 126.0(8) . . ? C3 C4 Ir1 71.2(5) . . ? C5 C4 Ir1 74.5(4) . . ? C8 C4 Ir1 129.0(6) . . ? C4 C5 C6 105.8(7) . . ? C4 C5 C9 125.1(7) . . ? C6 C5 C9 129.1(7) . . ? C4 C5 Ir1 67.0(4) . . ? C6 C5 Ir1 71.0(5) . . ? C9 C5 Ir1 126.4(6) . . ? C7 C6 C10 130.9(10) . . ? C7 C6 C5 107.7(7) . . ? C10 C6 C5 121.2(10) . . ? C7 C6 Ir1 69.6(5) . . ? C10 C6 Ir1 128.1(6) . . ? C5 C6 Ir1 70.9(5) . . ? C3 C7 C6 109.6(8) . . ? C3 C7 C11 128.1(8) . . ? C6 C7 C11 121.5(7) . . ? C3 C7 Ir1 70.3(5) . . ? C6 C7 Ir1 74.2(5) . . ? C11 C7 Ir1 130.0(6) . . ? O12 C12 Ir1 175.0(9) . . ? C15 C14 P1 113.3(7) . . ? C17 C16 P1 117.4(7) . . ? C37 P2 C19 110.2(4) . . ? C37 P2 C31 112.6(4) . . ? C19 P2 C31 106.6(4) . . ? C37 P2 C25 108.2(4) . . ? C19 P2 C25 110.5(4) . . ? C31 P2 C25 108.8(4) . . ? C20 C19 C24 117.9(6) . . ? C20 C19 P2 122.9(6) . . ? C24 C19 P2 119.2(6) . . ? C21 C20 C19 120.6(8) . . ? C20 C21 C22 119.7(8) . . ? C23 C22 C21 123.3(7) . . ? C22 C23 C24 117.1(8) . . ? C23 C24 C19 121.2(8) . . ? C26 C25 C30 125.6(9) . . ? C26 C25 P2 119.5(6) . . ? C30 C25 P2 114.1(8) . . ? C25 C26 C27 116.6(7) . . ? C28 C27 C26 117.3(8) . . ? C29 C28 C27 121.7(8) . . ? C28 C29 C30 122.0(7) . . ? C29 C30 C25 116.6(8) . . ? C36 C31 C32 120.5(9) . . ? C36 C31 P2 120.2(7) . . ? C32 C31 P2 119.1(7) . . ? C33 C32 C31 120.5(8) . . ? C34 C33 C32 119.1(9) . . ? C33 C34 C35 118.7(9) . . ? C36 C35 C34 124.4(9) . . ? C35 C36 C31 116.6(9) . . ? 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 C12 Ir1 P1 C16 -57.1(4) . . . . ? C13 Ir1 P1 C16 -143.7(3) . . . . ? C4 Ir1 P1 C16 124.4(4) . . . . ? C3 Ir1 P1 C16 92.7(4) . . . . ? C7 Ir1 P1 C16 59.5(4) . . . . ? C6 Ir1 P1 C16 56.2(4) . . . . ? C5 Ir1 P1 C16 114.6(5) . . . . ? C12 Ir1 P1 C14 69.5(4) . . . . ? C13 Ir1 P1 C14 -17.1(3) . . . . ? C4 Ir1 P1 C14 -109.0(3) . . . . ? C3 Ir1 P1 C14 -140.7(4) . . . . ? C7 Ir1 P1 C14 -173.8(3) . . . . ? C6 Ir1 P1 C14 -177.2(4) . . . . ? C5 Ir1 P1 C14 -118.8(4) . . . . ? C12 Ir1 P1 C1 -173.4(4) . . . . ? C13 Ir1 P1 C1 100.0(3) . . . . ? C4 Ir1 P1 C1 8.1(4) . . . . ? C3 Ir1 P1 C1 -23.6(4) . . . . ? C7 Ir1 P1 C1 -56.8(3) . . . . ? C6 Ir1 P1 C1 -60.2(4) . . . . ? C5 Ir1 P1 C1 -1.8(5) . . . . ? C16 P1 C1 C2 -83.4(7) . . . . ? C14 P1 C1 C2 166.9(6) . . . . ? Ir1 P1 C1 C2 40.0(6) . . . . ? P1 C1 C2 C3 -38.0(8) . . . . ? C1 C2 C3 C7 106.2(10) . . . . ? C1 C2 C3 C4 -66.3(10) . . . . ? C1 C2 C3 Ir1 17.8(9) . . . . ? C12 Ir1 C3 C7 -22.5(11) . . . . ? C13 Ir1 C3 C7 157.2(5) . . . . ? C4 Ir1 C3 C7 120.0(8) . . . . ? P1 Ir1 C3 C7 -114.7(6) . . . . ? C6 Ir1 C3 C7 36.5(6) . . . . ? C5 Ir1 C3 C7 79.9(6) . . . . ? C12 Ir1 C3 C4 -142.4(7) . . . . ? C13 Ir1 C3 C4 37.2(6) . . . . ? C7 Ir1 C3 C4 -120.0(8) . . . . ? P1 Ir1 C3 C4 125.3(4) . . . . ? C6 Ir1 C3 C4 -83.5(5) . . . . ? C5 Ir1 C3 C4 -40.1(4) . . . . ? C12 Ir1 C3 C2 99.1(9) . . . . ? C13 Ir1 C3 C2 -81.3(7) . . . . ? C4 Ir1 C3 C2 -118.5(8) . . . . ? C7 Ir1 C3 C2 121.5(10) . . . . ? P1 Ir1 C3 C2 6.8(6) . . . . ? C6 Ir1 C3 C2 158.0(8) . . . . ? C5 Ir1 C3 C2 -158.6(8) . . . . ? C7 C3 C4 C5 4.5(10) . . . . ? C2 C3 C4 C5 178.0(7) . . . . ? Ir1 C3 C4 C5 67.0(5) . . . . ? C7 C3 C4 C8 172.5(8) . . . . ? C2 C3 C4 C8 -14.0(13) . . . . ? Ir1 C3 C4 C8 -125.1(8) . . . . ? C7 C3 C4 Ir1 -62.4(6) . . . . ? C2 C3 C4 Ir1 111.1(8) . . . . ? C12 Ir1 C4 C3 126.7(10) . . . . ? C13 Ir1 C4 C3 -149.7(5) . . . . ? C7 Ir1 C4 C3 35.2(5) . . . . ? P1 Ir1 C4 C3 -57.1(5) . . . . ? C6 Ir1 C4 C3 75.7(5) . . . . ? C5 Ir1 C4 C3 113.4(7) . . . . ? C12 Ir1 C4 C5 13.4(12) . . . . ? C13 Ir1 C4 C5 96.9(5) . . . . ? C3 Ir1 C4 C5 -113.4(7) . . . . ? C7 Ir1 C4 C5 -78.2(5) . . . . ? P1 Ir1 C4 C5 -170.5(4) . . . . ? C6 Ir1 C4 C5 -37.6(5) . . . . ? C12 Ir1 C4 C8 -110.7(11) . . . . ? C13 Ir1 C4 C8 -27.2(8) . . . . ? C3 Ir1 C4 C8 122.6(9) . . . . ? C7 Ir1 C4 C8 157.7(9) . . . . ? P1 Ir1 C4 C8 65.4(8) . . . . ? C6 Ir1 C4 C8 -161.7(9) . . . . ? C5 Ir1 C4 C8 -124.1(10) . . . . ? C3 C4 C5 C6 -3.8(9) . . . . ? C8 C4 C5 C6 -171.9(8) . . . . ? Ir1 C4 C5 C6 60.9(6) . . . . ? C3 C4 C5 C9 176.0(8) . . . . ? C8 C4 C5 C9 8.0(13) . . . . ? Ir1 C4 C5 C9 -119.3(8) . . . . ? C3 C4 C5 Ir1 -64.7(5) . . . . ? C8 C4 C5 Ir1 127.3(8) . . . . ? C12 Ir1 C5 C4 -174.2(5) . . . . ? C13 Ir1 C5 C4 -85.4(5) . . . . ? C3 Ir1 C5 C4 40.0(5) . . . . ? C7 Ir1 C5 C4 81.3(5) . . . . ? P1 Ir1 C5 C4 15.4(6) . . . . ? C6 Ir1 C5 C4 117.3(7) . . . . ? C12 Ir1 C5 C6 68.5(6) . . . . ? C13 Ir1 C5 C6 157.3(5) . . . . ? C4 Ir1 C5 C6 -117.3(7) . . . . ? C3 Ir1 C5 C6 -77.3(5) . . . . ? C7 Ir1 C5 C6 -36.0(5) . . . . ? P1 Ir1 C5 C6 -101.9(5) . . . . ? C12 Ir1 C5 C9 -56.6(7) . . . . ? C13 Ir1 C5 C9 32.2(6) . . . . ? C4 Ir1 C5 C9 117.6(8) . . . . ? C3 Ir1 C5 C9 157.5(7) . . . . ? C7 Ir1 C5 C9 -161.1(7) . . . . ? P1 Ir1 C5 C9 132.9(5) . . . . ? C6 Ir1 C5 C9 -125.1(8) . . . . ? C4 C5 C6 C7 1.9(9) . . . . ? C9 C5 C6 C7 -177.9(8) . . . . ? Ir1 C5 C6 C7 60.1(6) . . . . ? C4 C5 C6 C10 178.2(8) . . . . ? C9 C5 C6 C10 -1.6(14) . . . . ? Ir1 C5 C6 C10 -123.6(9) . . . . ? C4 C5 C6 Ir1 -58.2(5) . . . . ? C9 C5 C6 Ir1 122.0(9) . . . . ? C12 Ir1 C6 C7 117.3(5) . . . . ? C13 Ir1 C6 C7 -148.2(4) . . . . ? C4 Ir1 C6 C7 -80.2(5) . . . . ? C3 Ir1 C6 C7 -36.8(5) . . . . ? P1 Ir1 C6 C7 5.7(6) . . . . ? C5 Ir1 C6 C7 -118.2(6) . . . . ? C12 Ir1 C6 C10 -9.3(11) . . . . ? C13 Ir1 C6 C10 85.2(10) . . . . ? C4 Ir1 C6 C10 153.2(11) . . . . ? C3 Ir1 C6 C10 -163.4(12) . . . . ? C7 Ir1 C6 C10 -126.6(12) . . . . ? P1 Ir1 C6 C10 -120.9(10) . . . . ? C5 Ir1 C6 C10 115.2(12) . . . . ? C12 Ir1 C6 C5 -124.4(5) . . . . ? C13 Ir1 C6 C5 -29.9(6) . . . . ? C4 Ir1 C6 C5 38.0(4) . . . . ? C3 Ir1 C6 C5 81.4(5) . . . . ? C7 Ir1 C6 C5 118.2(6) . . . . ? P1 Ir1 C6 C5 123.9(4) . . . . ? C4 C3 C7 C6 -3.5(10) . . . . ? C2 C3 C7 C6 -176.8(8) . . . . ? Ir1 C3 C7 C6 -64.2(6) . . . . ? C4 C3 C7 C11 -173.2(8) . . . . ? C2 C3 C7 C11 13.4(14) . . . . ? Ir1 C3 C7 C11 126.0(9) . . . . ? C4 C3 C7 Ir1 60.8(6) . . . . ? C2 C3 C7 Ir1 -112.6(9) . . . . ? C10 C6 C7 C3 -175.0(10) . . . . ? C5 C6 C7 C3 0.9(10) . . . . ? Ir1 C6 C7 C3 61.8(6) . . . . ? C10 C6 C7 C11 -4.4(15) . . . . ? C5 C6 C7 C11 171.5(7) . . . . ? Ir1 C6 C7 C11 -127.6(7) . . . . ? C10 C6 C7 Ir1 123.2(10) . . . . ? C5 C6 C7 Ir1 -60.9(6) . . . . ? C12 Ir1 C7 C3 167.8(6) . . . . ? C13 Ir1 C7 C3 -48.3(10) . . . . ? C4 Ir1 C7 C3 -36.9(6) . . . . ? P1 Ir1 C7 C3 65.9(6) . . . . ? C6 Ir1 C7 C3 -118.2(8) . . . . ? C5 Ir1 C7 C3 -80.4(6) . . . . ? C12 Ir1 C7 C6 -74.0(6) . . . . ? C13 Ir1 C7 C6 69.8(8) . . . . ? C4 Ir1 C7 C6 81.2(5) . . . . ? C3 Ir1 C7 C6 118.2(8) . . . . ? P1 Ir1 C7 C6 -176.0(4) . . . . ? C5 Ir1 C7 C6 37.8(4) . . . . ? C12 Ir1 C7 C11 44.2(9) . . . . ? C13 Ir1 C7 C11 -172.0(6) . . . . ? C4 Ir1 C7 C11 -160.6(8) . . . . ? C3 Ir1 C7 C11 -123.7(10) . . . . ? P1 Ir1 C7 C11 -57.8(7) . . . . ? C6 Ir1 C7 C11 118.1(9) . . . . ? C5 Ir1 C7 C11 155.9(8) . . . . ? C13 Ir1 C12 O12 -11(10) . . . . ? C4 Ir1 C12 O12 74(10) . . . . ? C3 Ir1 C12 O12 169(9) . . . . ? C7 Ir1 C12 O12 155(10) . . . . ? P1 Ir1 C12 O12 -102(10) . . . . ? C6 Ir1 C12 O12 119(10) . . . . ? C5 Ir1 C12 O12 84(10) . . . . ? C16 P1 C14 C15 -55.1(6) . . . . ? C1 P1 C14 C15 57.1(6) . . . . ? Ir1 P1 C14 C15 172.3(4) . . . . ? C14 P1 C16 C17 -66.2(7) . . . . ? C1 P1 C16 C17 -177.8(7) . . . . ? Ir1 P1 C16 C17 68.4(7) . . . . ? C37 P2 C19 C20 -5.4(8) . . . . ? C31 P2 C19 C20 117.0(7) . . . . ? C25 P2 C19 C20 -124.9(8) . . . . ? C37 P2 C19 C24 177.7(7) . . . . ? C31 P2 C19 C24 -59.8(7) . . . . ? C25 P2 C19 C24 58.2(8) . . . . ? C24 C19 C20 C21 -0.4(12) . . . . ? P2 C19 C20 C21 -177.3(7) . . . . ? C19 C20 C21 C22 -2.2(13) . . . . ? C20 C21 C22 C23 4.4(14) . . . . ? C21 C22 C23 C24 -3.7(13) . . . . ? C22 C23 C24 C19 0.9(12) . . . . ? C20 C19 C24 C23 1.0(12) . . . . ? P2 C19 C24 C23 178.0(6) . . . . ? C37 P2 C25 C26 -112.6(9) . . . . ? C19 P2 C25 C26 8.1(10) . . . . ? C31 P2 C25 C26 124.8(9) . . . . ? C37 P2 C25 C30 57.0(9) . . . . ? C19 P2 C25 C30 177.7(7) . . . . ? C31 P2 C25 C30 -65.6(9) . . . . ? C30 C25 C26 C27 6.5(15) . . . . ? P2 C25 C26 C27 174.8(7) . . . . ? C25 C26 C27 C28 -2.7(13) . . . . ? C26 C27 C28 C29 -1.6(14) . . . . ? C27 C28 C29 C30 2.4(16) . . . . ? C28 C29 C30 C25 0.9(15) . . . . ? C26 C25 C30 C29 -5.7(16) . . . . ? P2 C25 C30 C29 -174.6(8) . . . . ? C37 P2 C31 C36 -154.2(6) . . . . ? C19 P2 C31 C36 84.9(7) . . . . ? C25 P2 C31 C36 -34.2(8) . . . . ? C37 P2 C31 C32 30.9(7) . . . . ? C19 P2 C31 C32 -90.0(7) . . . . ? C25 P2 C31 C32 150.8(6) . . . . ? C36 C31 C32 C33 -3.0(11) . . . . ? P2 C31 C32 C33 171.9(6) . . . . ? C31 C32 C33 C34 0.2(10) . . . . ? C32 C33 C34 C35 3.6(11) . . . . ? C33 C34 C35 C36 -5.1(12) . . . . ? C34 C35 C36 C31 2.3(12) . . . . ? C32 C31 C36 C35 1.7(11) . . . . ? P2 C31 C36 C35 -173.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 23.56 _diffrn_measured_fraction_theta_full 0.940 _refine_diff_density_max 3.748 _refine_diff_density_min -2.237 _refine_diff_density_rms 0.380 # Attachment 'C16 H26 Co O P.CIF' data_amdch16 _database_code_depnum_ccdc_archive 'CCDC 282069' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H26 Co O P' _chemical_formula_weight 324.27 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' O O 0.0106 0.0060 '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' 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 P2(1)2(1)2(1) 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' _cell_length_a 7.1336(13) _cell_length_b 13.999(3) _cell_length_c 16.244(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1622.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 55 _cell_measurement_theta_min 12 _cell_measurement_theta_max 28 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max .14 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 1.147 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.762953 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 0.9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6927 _diffrn_reflns_av_R_equivalents 0.0697 _diffrn_reflns_av_sigmaI/netI 0.0618 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 23.30 _reflns_number_total 2276 _reflns_number_gt 1975 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0784P)^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 SHELXL _refine_ls_extinction_coef 0.0024(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(3) _refine_ls_number_reflns 2276 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1169 _refine_ls_wR_factor_gt 0.1124 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.014 _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 Co1 Co 0.05983(10) 0.50418(5) 0.15412(3) 0.0186(2) Uani 1 1 d . . . P1 P 0.1866(2) 0.45032(10) 0.26249(8) 0.0227(4) Uani 1 1 d . . . C1 C 0.3460(12) 0.3565(6) 0.2247(5) 0.056(2) Uani 1 1 d . . . H1A H 0.4487 0.3463 0.2647 0.067 Uiso 1 1 calc R . . H1B H 0.2768 0.2957 0.2181 0.067 Uiso 1 1 calc R . . C2 C 0.4238(9) 0.3871(4) 0.1446(3) 0.0276(13) Uani 1 1 d . . . H2A H 0.4668 0.3303 0.1135 0.033 Uiso 1 1 calc R . . H2B H 0.5335 0.4290 0.1540 0.033 Uiso 1 1 calc R . . C3 C 0.2765(8) 0.4408(4) 0.0942(3) 0.0230(15) Uani 1 1 d . . . C4 C 0.2762(8) 0.5399(4) 0.0728(3) 0.0208(13) Uani 1 1 d . . . C5 C 0.0992(8) 0.5594(4) 0.0367(3) 0.0235(13) Uani 1 1 d . . . C6 C -0.0038(8) 0.4714(4) 0.0313(3) 0.0245(14) Uani 1 1 d . . . C7 C 0.1047(8) 0.3973(4) 0.0649(3) 0.0225(13) Uani 1 1 d . . . C8 C 0.4288(9) 0.6119(4) 0.0872(3) 0.0299(13) Uani 1 1 d . . . H8A H 0.5104 0.6148 0.0387 0.045 Uiso 1 1 calc R . . H8B H 0.5028 0.5930 0.1354 0.045 Uiso 1 1 calc R . . H8C H 0.3729 0.6748 0.0969 0.045 Uiso 1 1 calc R . . C9 C 0.0325(9) 0.6536(4) 0.0047(3) 0.0275(14) Uani 1 1 d . . . H9A H 0.0718 0.6609 -0.0528 0.041 Uiso 1 1 calc R . . H9B H 0.0866 0.7051 0.0379 0.041 Uiso 1 1 calc R . . H9C H -0.1045 0.6563 0.0080 0.041 Uiso 1 1 calc R . . C10 C -0.1911(9) 0.4582(4) -0.0112(3) 0.0299(14) Uani 1 1 d . . . H10A H -0.1705 0.4435 -0.0695 0.045 Uiso 1 1 calc R . . H10B H -0.2646 0.5171 -0.0064 0.045 Uiso 1 1 calc R . . H10C H -0.2594 0.4056 0.0149 0.045 Uiso 1 1 calc R . . C11 C 0.0568(10) 0.2924(4) 0.0651(3) 0.0327(14) Uani 1 1 d . . . H11A H 0.0989 0.2633 0.0135 0.049 Uiso 1 1 calc R . . H11B H -0.0791 0.2846 0.0706 0.049 Uiso 1 1 calc R . . H11C H 0.1196 0.2612 0.1116 0.049 Uiso 1 1 calc R . . C12 C 0.0482(11) 0.3964(6) 0.3416(4) 0.057(2) Uani 1 1 d . . . H12A H 0.1315 0.3565 0.3760 0.068 Uiso 1 1 calc R . . H12B H -0.0023 0.4478 0.3771 0.068 Uiso 1 1 calc R . . C13 C -0.1115(10) 0.3361(5) 0.3133(4) 0.049(2) Uani 1 1 d . . . H13A H -0.1778 0.3102 0.3612 0.074 Uiso 1 1 calc R . . H13B H -0.0638 0.2833 0.2796 0.074 Uiso 1 1 calc R . . H13C H -0.1980 0.3749 0.2805 0.074 Uiso 1 1 calc R . . C14 C 0.3519(11) 0.5289(5) 0.3184(4) 0.055(2) Uani 1 1 d . . . H14A H 0.3967 0.4949 0.3681 0.066 Uiso 1 1 calc R . . H14B H 0.4621 0.5409 0.2828 0.066 Uiso 1 1 calc R . . C15 C 0.2729(11) 0.6204(5) 0.3434(4) 0.0506(19) Uani 1 1 d . . . H15A H 0.3683 0.6576 0.3726 0.076 Uiso 1 1 calc R . . H15B H 0.1655 0.6095 0.3798 0.076 Uiso 1 1 calc R . . H15C H 0.2317 0.6556 0.2945 0.076 Uiso 1 1 calc R . . C20 C -0.1073(9) 0.5668(4) 0.2069(3) 0.0264(14) Uani 1 1 d . . . O20 O -0.2143(6) 0.6103(3) 0.2461(2) 0.0396(11) 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 Co1 0.0256(4) 0.0217(4) 0.0085(3) 0.0002(3) 0.0014(3) 0.0004(4) P1 0.0317(9) 0.0258(8) 0.0105(7) 0.0017(6) -0.0001(6) -0.0013(7) C1 0.061(5) 0.074(5) 0.033(4) 0.006(4) 0.004(4) 0.022(4) C2 0.028(3) 0.030(3) 0.025(3) 0.003(2) 0.005(3) 0.005(3) C3 0.032(4) 0.023(3) 0.014(3) -0.002(2) 0.007(3) 0.003(3) C4 0.023(3) 0.029(3) 0.011(3) -0.001(2) 0.003(2) -0.001(2) C5 0.036(4) 0.020(3) 0.015(3) -0.003(2) 0.004(3) 0.000(3) C6 0.032(3) 0.030(3) 0.012(3) -0.002(2) 0.011(2) -0.002(2) C7 0.031(4) 0.025(3) 0.012(3) 0.000(2) -0.001(2) 0.002(3) C8 0.040(4) 0.027(3) 0.023(3) 0.003(2) 0.007(3) -0.001(3) C9 0.037(4) 0.033(3) 0.012(3) -0.002(2) -0.003(3) 0.005(3) C10 0.030(3) 0.041(4) 0.018(3) -0.005(2) -0.002(3) 0.003(3) C11 0.047(4) 0.024(3) 0.028(3) 0.003(2) 0.005(3) -0.003(3) C12 0.049(5) 0.080(5) 0.041(4) 0.040(4) -0.005(4) -0.009(4) C13 0.054(5) 0.052(4) 0.042(4) 0.014(3) 0.011(3) -0.012(4) C14 0.050(5) 0.075(6) 0.042(4) 0.005(3) 0.000(3) 0.000(4) C15 0.065(5) 0.040(4) 0.047(4) -0.008(3) -0.017(4) 0.007(4) C20 0.037(4) 0.030(3) 0.012(3) 0.003(2) -0.005(3) -0.001(3) O20 0.035(3) 0.056(3) 0.028(2) -0.009(2) 0.010(2) 0.008(2) _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 Co1 C20 1.710(6) . ? Co1 C3 2.030(6) . ? Co1 C5 2.077(5) . ? Co1 C4 2.092(6) . ? Co1 C6 2.097(5) . ? Co1 C7 2.108(5) . ? Co1 P1 2.1177(15) . ? P1 C12 1.787(6) . ? P1 C1 1.842(7) . ? P1 C14 1.851(7) . ? C1 C2 1.477(9) . ? C2 C3 1.530(8) . ? C3 C4 1.431(8) . ? C3 C7 1.449(8) . ? C4 C5 1.419(8) . ? C4 C8 1.502(8) . ? C5 C6 1.437(8) . ? C5 C9 1.495(7) . ? C6 C7 1.405(8) . ? C6 C10 1.515(8) . ? C7 C11 1.507(8) . ? C12 C13 1.491(10) . ? C14 C15 1.457(10) . ? C20 O20 1.166(7) . ? 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 C20 Co1 C3 174.2(3) . . ? C20 Co1 C5 111.3(2) . . ? C3 Co1 C5 67.7(2) . . ? C20 Co1 C4 135.1(2) . . ? C3 Co1 C4 40.6(2) . . ? C5 Co1 C4 39.8(2) . . ? C20 Co1 C6 116.0(2) . . ? C3 Co1 C6 67.3(2) . . ? C5 Co1 C6 40.3(2) . . ? C4 Co1 C6 67.1(2) . . ? C20 Co1 C7 144.5(2) . . ? C3 Co1 C7 40.9(2) . . ? C5 Co1 C7 67.2(2) . . ? C4 Co1 C7 67.9(2) . . ? C6 Co1 C7 39.0(2) . . ? C20 Co1 P1 93.64(18) . . ? C3 Co1 P1 85.27(16) . . ? C5 Co1 P1 146.94(17) . . ? C4 Co1 P1 107.15(15) . . ? C6 Co1 P1 143.66(16) . . ? C7 Co1 P1 104.71(15) . . ? C12 P1 C1 106.2(4) . . ? C12 P1 C14 104.5(3) . . ? C1 P1 C14 101.2(4) . . ? C12 P1 Co1 120.8(3) . . ? C1 P1 Co1 103.9(2) . . ? C14 P1 Co1 117.9(2) . . ? C2 C1 P1 108.6(5) . . ? C1 C2 C3 110.8(5) . . ? C4 C3 C7 109.1(5) . . ? C4 C3 C2 127.4(5) . . ? C7 C3 C2 123.4(5) . . ? C4 C3 Co1 72.0(4) . . ? C7 C3 Co1 72.4(3) . . ? C2 C3 Co1 118.8(3) . . ? C5 C4 C3 106.8(5) . . ? C5 C4 C8 125.5(5) . . ? C3 C4 C8 127.7(5) . . ? C5 C4 Co1 69.5(3) . . ? C3 C4 Co1 67.4(3) . . ? C8 C4 Co1 126.6(4) . . ? C4 C5 C6 108.4(5) . . ? C4 C5 C9 126.6(5) . . ? C6 C5 C9 124.9(5) . . ? C4 C5 Co1 70.7(3) . . ? C6 C5 Co1 70.6(3) . . ? C9 C5 Co1 127.2(4) . . ? C7 C6 C5 109.1(5) . . ? C7 C6 C10 124.9(5) . . ? C5 C6 C10 125.7(5) . . ? C7 C6 Co1 70.9(3) . . ? C5 C6 Co1 69.1(3) . . ? C10 C6 Co1 130.6(4) . . ? C6 C7 C3 106.4(5) . . ? C6 C7 C11 126.6(5) . . ? C3 C7 C11 126.9(5) . . ? C6 C7 Co1 70.0(3) . . ? C3 C7 Co1 66.6(3) . . ? C11 C7 Co1 130.9(4) . . ? C13 C12 P1 116.1(5) . . ? C15 C14 P1 114.4(6) . . ? O20 C20 Co1 176.4(5) . . ? 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 C20 Co1 P1 C12 49.1(4) . . . . ? C3 Co1 P1 C12 -136.6(4) . . . . ? C5 Co1 P1 C12 -170.9(4) . . . . ? C4 Co1 P1 C12 -171.2(4) . . . . ? C6 Co1 P1 C12 -96.7(4) . . . . ? C7 Co1 P1 C12 -100.3(4) . . . . ? C20 Co1 P1 C1 167.9(3) . . . . ? C3 Co1 P1 C1 -17.8(3) . . . . ? C5 Co1 P1 C1 -52.1(4) . . . . ? C4 Co1 P1 C1 -52.4(3) . . . . ? C6 Co1 P1 C1 22.1(4) . . . . ? C7 Co1 P1 C1 18.6(3) . . . . ? C20 Co1 P1 C14 -81.1(3) . . . . ? C3 Co1 P1 C14 93.2(3) . . . . ? C5 Co1 P1 C14 58.9(4) . . . . ? C4 Co1 P1 C14 58.6(3) . . . . ? C6 Co1 P1 C14 133.1(4) . . . . ? C7 Co1 P1 C14 129.5(3) . . . . ? C12 P1 C1 C2 163.7(5) . . . . ? C14 P1 C1 C2 -87.4(6) . . . . ? Co1 P1 C1 C2 35.3(6) . . . . ? P1 C1 C2 C3 -36.8(7) . . . . ? C1 C2 C3 C4 112.1(7) . . . . ? C1 C2 C3 C7 -63.8(7) . . . . ? C1 C2 C3 Co1 23.3(7) . . . . ? C20 Co1 C3 C4 -44(2) . . . . ? C5 Co1 C3 C4 37.1(3) . . . . ? C6 Co1 C3 C4 80.9(3) . . . . ? C7 Co1 C3 C4 117.6(4) . . . . ? P1 Co1 C3 C4 -123.5(3) . . . . ? C20 Co1 C3 C7 -162(2) . . . . ? C5 Co1 C3 C7 -80.4(3) . . . . ? C4 Co1 C3 C7 -117.6(4) . . . . ? C6 Co1 C3 C7 -36.7(3) . . . . ? P1 Co1 C3 C7 119.0(3) . . . . ? C20 Co1 C3 C2 79(2) . . . . ? C5 Co1 C3 C2 160.6(5) . . . . ? C4 Co1 C3 C2 123.4(6) . . . . ? C6 Co1 C3 C2 -155.7(5) . . . . ? C7 Co1 C3 C2 -119.0(6) . . . . ? P1 Co1 C3 C2 0.0(4) . . . . ? C7 C3 C4 C5 4.8(6) . . . . ? C2 C3 C4 C5 -171.5(5) . . . . ? Co1 C3 C4 C5 -58.6(4) . . . . ? C7 C3 C4 C8 -176.9(5) . . . . ? C2 C3 C4 C8 6.8(9) . . . . ? Co1 C3 C4 C8 119.7(6) . . . . ? C7 C3 C4 Co1 63.4(4) . . . . ? C2 C3 C4 Co1 -112.9(5) . . . . ? C20 Co1 C4 C5 -66.4(4) . . . . ? C3 Co1 C4 C5 119.3(5) . . . . ? C6 Co1 C4 C5 38.0(3) . . . . ? C7 Co1 C4 C5 80.4(4) . . . . ? P1 Co1 C4 C5 179.7(3) . . . . ? C20 Co1 C4 C3 174.3(4) . . . . ? C5 Co1 C4 C3 -119.3(5) . . . . ? C6 Co1 C4 C3 -81.2(3) . . . . ? C7 Co1 C4 C3 -38.8(3) . . . . ? P1 Co1 C4 C3 60.5(3) . . . . ? C20 Co1 C4 C8 53.2(6) . . . . ? C3 Co1 C4 C8 -121.1(6) . . . . ? C5 Co1 C4 C8 119.6(6) . . . . ? C6 Co1 C4 C8 157.7(5) . . . . ? C7 Co1 C4 C8 -159.9(6) . . . . ? P1 Co1 C4 C8 -60.6(5) . . . . ? C3 C4 C5 C6 -3.6(6) . . . . ? C8 C4 C5 C6 178.1(5) . . . . ? Co1 C4 C5 C6 -60.8(4) . . . . ? C3 C4 C5 C9 179.8(5) . . . . ? C8 C4 C5 C9 1.5(9) . . . . ? Co1 C4 C5 C9 122.5(5) . . . . ? C3 C4 C5 Co1 57.2(4) . . . . ? C8 C4 C5 Co1 -121.1(6) . . . . ? C20 Co1 C5 C4 136.0(4) . . . . ? C3 Co1 C5 C4 -37.8(3) . . . . ? C6 Co1 C5 C4 -118.5(5) . . . . ? C7 Co1 C5 C4 -82.3(4) . . . . ? P1 Co1 C5 C4 -0.5(5) . . . . ? C20 Co1 C5 C6 -105.4(4) . . . . ? C3 Co1 C5 C6 80.7(3) . . . . ? C4 Co1 C5 C6 118.5(5) . . . . ? C7 Co1 C5 C6 36.2(3) . . . . ? P1 Co1 C5 C6 118.1(3) . . . . ? C20 Co1 C5 C9 14.2(6) . . . . ? C3 Co1 C5 C9 -159.7(6) . . . . ? C4 Co1 C5 C9 -121.8(7) . . . . ? C6 Co1 C5 C9 119.6(6) . . . . ? C7 Co1 C5 C9 155.8(6) . . . . ? P1 Co1 C5 C9 -122.3(5) . . . . ? C4 C5 C6 C7 1.1(6) . . . . ? C9 C5 C6 C7 177.8(5) . . . . ? Co1 C5 C6 C7 -59.8(4) . . . . ? C4 C5 C6 C10 -173.4(5) . . . . ? C9 C5 C6 C10 3.3(8) . . . . ? Co1 C5 C6 C10 125.7(5) . . . . ? C4 C5 C6 Co1 60.9(4) . . . . ? C9 C5 C6 Co1 -122.4(5) . . . . ? C20 Co1 C6 C7 -146.9(3) . . . . ? C3 Co1 C6 C7 38.4(3) . . . . ? C5 Co1 C6 C7 120.2(5) . . . . ? C4 Co1 C6 C7 82.6(3) . . . . ? P1 Co1 C6 C7 -5.5(5) . . . . ? C20 Co1 C6 C5 92.9(4) . . . . ? C3 Co1 C6 C5 -81.8(3) . . . . ? C4 Co1 C6 C5 -37.6(3) . . . . ? C7 Co1 C6 C5 -120.2(5) . . . . ? P1 Co1 C6 C5 -125.7(3) . . . . ? C20 Co1 C6 C10 -26.8(6) . . . . ? C3 Co1 C6 C10 158.5(6) . . . . ? C5 Co1 C6 C10 -119.7(6) . . . . ? C4 Co1 C6 C10 -157.3(5) . . . . ? C7 Co1 C6 C10 120.1(6) . . . . ? P1 Co1 C6 C10 114.6(5) . . . . ? C5 C6 C7 C3 1.9(6) . . . . ? C10 C6 C7 C3 176.4(5) . . . . ? Co1 C6 C7 C3 -56.8(3) . . . . ? C5 C6 C7 C11 -174.5(5) . . . . ? C10 C6 C7 C11 0.0(8) . . . . ? Co1 C6 C7 C11 126.7(5) . . . . ? C5 C6 C7 Co1 58.7(4) . . . . ? C10 C6 C7 Co1 -126.8(5) . . . . ? C4 C3 C7 C6 -4.2(6) . . . . ? C2 C3 C7 C6 172.3(5) . . . . ? Co1 C3 C7 C6 59.0(4) . . . . ? C4 C3 C7 C11 172.2(5) . . . . ? C2 C3 C7 C11 -11.3(8) . . . . ? Co1 C3 C7 C11 -124.6(5) . . . . ? C4 C3 C7 Co1 -63.2(4) . . . . ? C2 C3 C7 Co1 113.3(5) . . . . ? C20 Co1 C7 C6 57.9(5) . . . . ? C3 Co1 C7 C6 -119.0(5) . . . . ? C5 Co1 C7 C6 -37.3(3) . . . . ? C4 Co1 C7 C6 -80.5(3) . . . . ? P1 Co1 C7 C6 176.7(3) . . . . ? C20 Co1 C7 C3 176.9(4) . . . . ? C5 Co1 C7 C3 81.7(4) . . . . ? C4 Co1 C7 C3 38.5(3) . . . . ? C6 Co1 C7 C3 119.0(5) . . . . ? P1 Co1 C7 C3 -64.4(3) . . . . ? C20 Co1 C7 C11 -63.8(7) . . . . ? C3 Co1 C7 C11 119.4(6) . . . . ? C5 Co1 C7 C11 -158.9(6) . . . . ? C4 Co1 C7 C11 157.9(6) . . . . ? C6 Co1 C7 C11 -121.6(7) . . . . ? P1 Co1 C7 C11 55.0(6) . . . . ? C1 P1 C12 C13 -79.4(7) . . . . ? C14 P1 C12 C13 174.1(6) . . . . ? Co1 P1 C12 C13 38.2(7) . . . . ? C12 P1 C14 C15 -80.5(6) . . . . ? C1 P1 C14 C15 169.3(6) . . . . ? Co1 P1 C14 C15 56.9(6) . . . . ? C3 Co1 C20 O20 -45(10) . . . . ? C5 Co1 C20 O20 -124(8) . . . . ? C4 Co1 C20 O20 -85(8) . . . . ? C6 Co1 C20 O20 -168(8) . . . . ? C7 Co1 C20 O20 156(8) . . . . ? P1 Co1 C20 O20 34(8) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 23.30 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.875 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.091