# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email chris.bradley@ttu.edu _publ_contact_author_name 'Chris Bradley' loop_ _publ_author_name 'Fernando Hung-Low' 'Jesse W. Tye' 'Shannon Cheng' 'Laci Singer' 'Christopher A. Bradley' data_cb129 _database_code_depnum_ccdc_archive 'CCDC 865144' #TrackingRef '- Bradley_cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H38 Co2 O4' _chemical_formula_weight 532.42 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' 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 9.2061(7) _cell_length_b 10.7316(8) _cell_length_c 13.5466(10) _cell_angle_alpha 90.0490(10) _cell_angle_beta 108.9940(10) _cell_angle_gamma 95.4980(10) _cell_volume 1258.93(16) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 110 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 25.68 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.405 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 1.346 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6742 _exptl_absorpt_correction_T_max 0.7143 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12056 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0255 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.68 _reflns_number_total 4749 _reflns_number_gt 4093 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX 2' _computing_cell_refinement 'Bruker APEX 2' _computing_data_reduction 'Bruker SAINTPLUS' _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^)+(0.0368P)^2^+0.5377P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4749 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0329 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0671 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.24176(3) 0.69449(2) 0.782014(19) 0.02080(8) Uani 1 1 d . . . Co2 Co 0.26711(3) 0.81616(2) 0.62332(2) 0.01963(8) Uani 1 1 d . . . O1 O 0.06789(15) 0.72091(12) 0.53671(10) 0.0228(3) Uani 1 1 d . . . O2 O -0.13654(15) 0.61322(13) 0.56548(11) 0.0272(3) Uani 1 1 d . . . O3 O 0.28292(18) 1.03244(14) 0.82632(13) 0.0364(4) Uani 1 1 d . . . O4 O 0.04544(16) 0.95561(13) 0.82179(11) 0.0282(3) Uani 1 1 d . . . C1 C 0.3613(3) 0.5449(2) 0.85146(16) 0.0325(5) Uani 1 1 d . . . C2 C 0.4352(3) 0.6597(2) 0.90918(17) 0.0342(5) Uani 1 1 d . . . C3 C 0.3271(3) 0.7121(2) 0.94612(16) 0.0332(5) Uani 1 1 d . . . C4 C 0.1858(3) 0.6339(2) 0.90922(17) 0.0332(5) Uani 1 1 d . . . C5 C 0.2079(3) 0.5283(2) 0.85189(16) 0.0321(5) Uani 1 1 d . . . C6 C 0.4448(3) 0.4551(2) 0.80950(19) 0.0488(7) Uani 1 1 d . . . H6A H 0.5215 0.4192 0.8678 0.073 Uiso 1 1 calc R . . H6B H 0.4968 0.4998 0.7653 0.073 Uiso 1 1 calc R . . H6C H 0.3704 0.3878 0.7681 0.073 Uiso 1 1 calc R . . C7 C 0.6038(3) 0.7053(3) 0.9378(2) 0.0525(7) Uani 1 1 d . . . H7A H 0.6189 0.7951 0.9558 0.079 Uiso 1 1 calc R . . H7B H 0.6393 0.6905 0.8784 0.079 Uiso 1 1 calc R . . H7C H 0.6631 0.6599 0.9980 0.079 Uiso 1 1 calc R . . C8 C 0.3580(3) 0.8264(2) 1.01681(18) 0.0487(7) Uani 1 1 d . . . H8A H 0.4122 0.8047 1.0888 0.073 Uiso 1 1 calc R . . H8B H 0.2599 0.8578 1.0131 0.073 Uiso 1 1 calc R . . H8C H 0.4220 0.8914 0.9946 0.073 Uiso 1 1 calc R . . C9 C 0.0411(3) 0.6534(3) 0.9330(2) 0.0495(7) Uani 1 1 d . . . H9A H 0.0516 0.6270 1.0041 0.074 Uiso 1 1 calc R . . H9B H -0.0470 0.6036 0.8831 0.074 Uiso 1 1 calc R . . H9C H 0.0243 0.7423 0.9275 0.074 Uiso 1 1 calc R . . C10 C 0.0887(3) 0.4203(2) 0.8041(2) 0.0479(7) Uani 1 1 d . . . H10A H 0.1231 0.3717 0.7561 0.072 Uiso 1 1 calc R . . H10B H -0.0096 0.4523 0.7657 0.072 Uiso 1 1 calc R . . H10C H 0.0748 0.3665 0.8595 0.072 Uiso 1 1 calc R . . C11 C 0.3567(2) 0.8135(2) 0.50054(16) 0.0277(5) Uani 1 1 d . . . C12 C 0.4774(2) 0.8167(2) 0.59667(16) 0.0265(4) Uani 1 1 d . . . C13 C 0.4715(2) 0.9269(2) 0.65579(16) 0.0267(4) Uani 1 1 d . . . C14 C 0.3496(2) 0.99368(19) 0.59253(17) 0.0277(5) Uani 1 1 d . . . C15 C 0.2765(2) 0.9231(2) 0.49842(17) 0.0274(4) Uani 1 1 d . . . C16 C 0.3133(3) 0.7156(2) 0.41455(18) 0.0395(6) Uani 1 1 d . . . H16A H 0.3779 0.6467 0.4365 0.059 Uiso 1 1 calc R . . H16B H 0.3289 0.7523 0.3521 0.059 Uiso 1 1 calc R . . H16C H 0.2045 0.6838 0.3986 0.059 Uiso 1 1 calc R . . C17 C 0.5942(3) 0.7243(2) 0.6318(2) 0.0398(6) Uani 1 1 d . . . H17A H 0.5512 0.6432 0.5957 0.060 Uiso 1 1 calc R . . H17B H 0.6205 0.7147 0.7074 0.060 Uiso 1 1 calc R . . H17C H 0.6874 0.7544 0.6155 0.060 Uiso 1 1 calc R . . C18 C 0.5844(3) 0.9710(2) 0.75986(18) 0.0374(5) Uani 1 1 d . . . H18A H 0.6550 0.9070 0.7872 0.056 Uiso 1 1 calc R . . H18B H 0.5285 0.9859 0.8085 0.056 Uiso 1 1 calc R . . H18C H 0.6437 1.0490 0.7520 0.056 Uiso 1 1 calc R . . C19 C 0.3133(3) 1.1211(2) 0.6168(2) 0.0386(6) Uani 1 1 d . . . H19A H 0.3664 1.1847 0.5853 0.058 Uiso 1 1 calc R . . H19B H 0.3483 1.1360 0.6927 0.058 Uiso 1 1 calc R . . H19C H 0.2016 1.1257 0.5884 0.058 Uiso 1 1 calc R . . C20 C 0.1405(3) 0.9553(2) 0.41002(18) 0.0409(6) Uani 1 1 d . . . H20A H 0.0799 1.0089 0.4363 0.061 Uiso 1 1 calc R . . H20B H 0.0761 0.8783 0.3780 0.061 Uiso 1 1 calc R . . H20C H 0.1763 0.9998 0.3577 0.061 Uiso 1 1 calc R . . C21 C 0.1638(2) 0.84567(18) 0.72348(15) 0.0205(4) Uani 1 1 d . . . C22 C 0.0339(2) 0.74900(18) 0.69893(15) 0.0215(4) Uani 1 1 d . . . C23 C -0.0087(2) 0.69440(17) 0.59687(15) 0.0209(4) Uani 1 1 d . . . C24 C -0.1884(2) 0.5668(2) 0.45852(17) 0.0320(5) Uani 1 1 d . . . H24A H -0.1875 0.6369 0.4123 0.048 Uiso 1 1 calc R . . H24B H -0.2936 0.5252 0.4408 0.048 Uiso 1 1 calc R . . H24C H -0.1193 0.5068 0.4497 0.048 Uiso 1 1 calc R . . C25 C 0.1754(2) 0.95256(18) 0.79344(16) 0.0242(4) Uani 1 1 d . . . C26 C 0.0465(3) 1.0633(2) 0.88515(19) 0.0400(6) Uani 1 1 d . . . H26A H 0.1289 1.0616 0.9525 0.060 Uiso 1 1 calc R . . H26B H -0.0533 1.0621 0.8968 0.060 Uiso 1 1 calc R . . H26C H 0.0645 1.1397 0.8494 0.060 Uiso 1 1 calc R . . H1H H 0.302(3) 0.686(2) 0.6890(18) 0.038(6) Uiso 1 1 d . . . H22 H -0.040(2) 0.7453(19) 0.7357(17) 0.024(5) Uiso 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 0.02283(15) 0.02062(15) 0.01676(14) 0.00285(10) 0.00314(11) 0.00343(10) Co2 0.01751(14) 0.02134(15) 0.01995(14) 0.00242(10) 0.00608(11) 0.00164(10) O1 0.0216(7) 0.0257(7) 0.0206(7) 0.0012(6) 0.0063(6) 0.0022(6) O2 0.0223(7) 0.0287(8) 0.0281(8) -0.0058(6) 0.0068(6) -0.0042(6) O3 0.0372(9) 0.0309(8) 0.0420(9) -0.0113(7) 0.0174(7) -0.0088(7) O4 0.0308(8) 0.0276(8) 0.0287(8) -0.0045(6) 0.0126(6) 0.0046(6) C1 0.0414(13) 0.0310(12) 0.0220(11) 0.0086(9) 0.0032(9) 0.0146(10) C2 0.0376(12) 0.0347(12) 0.0221(11) 0.0094(9) -0.0024(9) 0.0067(10) C3 0.0466(13) 0.0299(12) 0.0180(10) 0.0047(9) 0.0030(10) 0.0059(10) C4 0.0457(13) 0.0322(12) 0.0224(11) 0.0110(9) 0.0113(10) 0.0065(10) C5 0.0476(14) 0.0245(11) 0.0195(10) 0.0077(8) 0.0053(10) 0.0015(10) C6 0.0667(18) 0.0454(15) 0.0344(13) 0.0088(11) 0.0094(13) 0.0321(13) C7 0.0351(14) 0.0684(19) 0.0405(15) 0.0157(13) -0.0057(11) 0.0042(13) C8 0.0740(19) 0.0368(14) 0.0248(12) -0.0046(10) 0.0019(12) 0.0049(13) C9 0.0634(18) 0.0544(16) 0.0419(15) 0.0167(12) 0.0314(14) 0.0102(13) C10 0.0676(18) 0.0322(13) 0.0364(14) 0.0061(11) 0.0116(13) -0.0122(12) C11 0.0243(10) 0.0359(12) 0.0254(11) 0.0020(9) 0.0128(9) -0.0020(9) C12 0.0214(10) 0.0325(11) 0.0288(11) 0.0026(9) 0.0128(9) 0.0022(8) C13 0.0204(10) 0.0318(11) 0.0291(11) 0.0010(9) 0.0110(9) -0.0026(8) C14 0.0255(10) 0.0263(11) 0.0359(12) 0.0081(9) 0.0174(9) -0.0002(8) C15 0.0221(10) 0.0325(11) 0.0291(11) 0.0091(9) 0.0110(9) 0.0005(8) C16 0.0395(13) 0.0492(15) 0.0310(12) -0.0079(11) 0.0163(11) -0.0062(11) C17 0.0290(12) 0.0475(14) 0.0460(14) 0.0028(11) 0.0142(11) 0.0112(10) C18 0.0284(11) 0.0448(14) 0.0362(13) -0.0069(11) 0.0098(10) -0.0072(10) C19 0.0416(13) 0.0242(11) 0.0589(16) 0.0085(11) 0.0291(12) 0.0018(10) C20 0.0335(12) 0.0544(15) 0.0348(13) 0.0218(11) 0.0104(10) 0.0068(11) C21 0.0204(9) 0.0216(10) 0.0188(9) 0.0022(8) 0.0054(8) 0.0018(8) C22 0.0188(9) 0.0240(10) 0.0224(10) 0.0021(8) 0.0076(8) 0.0026(8) C23 0.0179(9) 0.0191(9) 0.0250(10) 0.0033(8) 0.0054(8) 0.0044(7) C24 0.0268(11) 0.0319(12) 0.0303(11) -0.0092(9) 0.0001(9) 0.0016(9) C25 0.0272(10) 0.0218(10) 0.0239(10) 0.0066(8) 0.0080(9) 0.0053(8) C26 0.0480(14) 0.0361(13) 0.0421(14) -0.0089(11) 0.0224(12) 0.0065(11) _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 C21 1.9055(19) . ? Co1 C22 2.0212(19) . ? Co1 C4 2.043(2) . ? Co1 C5 2.064(2) . ? Co1 C1 2.083(2) . ? Co1 C2 2.100(2) . ? Co1 C3 2.104(2) . ? Co1 Co2 2.5795(4) . ? Co1 H1H 1.54(2) . ? Co2 C21 1.9347(19) . ? Co2 O1 2.0058(13) . ? Co2 C13 2.045(2) . ? Co2 C15 2.065(2) . ? Co2 C14 2.076(2) . ? Co2 C12 2.0812(19) . ? Co2 C11 2.084(2) . ? Co2 H1H 1.66(2) . ? O1 C23 1.256(2) . ? O2 C23 1.343(2) . ? O2 C24 1.442(2) . ? O3 C25 1.210(2) . ? O4 C25 1.373(2) . ? O4 C26 1.436(2) . ? C1 C5 1.408(3) . ? C1 C2 1.443(3) . ? C1 C6 1.506(3) . ? C2 C3 1.410(3) . ? C2 C7 1.504(3) . ? C3 C4 1.419(3) . ? C3 C8 1.502(3) . ? C4 C5 1.440(3) . ? C4 C9 1.502(3) . ? C5 C10 1.503(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.408(3) . ? C11 C15 1.442(3) . ? C11 C16 1.495(3) . ? C12 C13 1.443(3) . ? C12 C17 1.496(3) . ? C13 C14 1.427(3) . ? C13 C18 1.497(3) . ? C14 C15 1.412(3) . ? C14 C19 1.499(3) . ? C15 C20 1.493(3) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.456(3) . ? C21 C25 1.461(3) . ? C22 C23 1.418(3) . ? C22 H22 0.96(2) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? 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 C21 Co1 C22 43.41(8) . . ? C21 Co1 C4 116.72(9) . . ? C22 Co1 C4 97.54(9) . . ? C21 Co1 C5 148.57(9) . . ? C22 Co1 C5 108.86(9) . . ? C4 Co1 C5 41.04(9) . . ? C21 Co1 C1 170.94(9) . . ? C22 Co1 C1 145.57(9) . . ? C4 Co1 C1 67.46(9) . . ? C5 Co1 C1 39.69(9) . . ? C21 Co1 C2 132.30(9) . . ? C22 Co1 C2 160.85(9) . . ? C4 Co1 C2 66.96(9) . . ? C5 Co1 C2 67.42(9) . . ? C1 Co1 C2 40.36(9) . . ? C21 Co1 C3 110.59(8) . . ? C22 Co1 C3 121.66(9) . . ? C4 Co1 C3 39.97(9) . . ? C5 Co1 C3 67.69(8) . . ? C1 Co1 C3 66.91(9) . . ? C2 Co1 C3 39.19(9) . . ? C21 Co1 Co2 48.28(6) . . ? C22 Co1 Co2 70.83(6) . . ? C4 Co1 Co2 164.98(7) . . ? C5 Co1 Co2 150.87(6) . . ? C1 Co1 Co2 127.46(6) . . ? C2 Co1 Co2 122.09(7) . . ? C3 Co1 Co2 138.61(6) . . ? C21 Co1 H1H 85.9(9) . . ? C22 Co1 H1H 96.1(9) . . ? C4 Co1 H1H 156.9(9) . . ? C5 Co1 H1H 116.4(9) . . ? C1 Co1 H1H 90.9(9) . . ? C2 Co1 H1H 102.3(9) . . ? C3 Co1 H1H 139.4(9) . . ? Co2 Co1 H1H 37.8(9) . . ? C21 Co2 O1 86.46(7) . . ? C21 Co2 C13 111.69(8) . . ? O1 Co2 C13 158.17(7) . . ? C21 Co2 C15 128.28(8) . . ? O1 Co2 C15 91.56(7) . . ? C13 Co2 C15 67.87(8) . . ? C21 Co2 C14 104.43(8) . . ? O1 Co2 C14 125.18(7) . . ? C13 Co2 C14 40.52(8) . . ? C15 Co2 C14 39.88(8) . . ? C21 Co2 C12 146.42(8) . . ? O1 Co2 C12 125.41(7) . . ? C13 Co2 C12 40.95(8) . . ? C15 Co2 C12 67.45(8) . . ? C14 Co2 C12 67.84(8) . . ? C21 Co2 C11 168.84(8) . . ? O1 Co2 C11 91.86(7) . . ? C13 Co2 C11 67.94(8) . . ? C15 Co2 C11 40.67(8) . . ? C14 Co2 C11 67.68(8) . . ? C12 Co2 C11 39.52(8) . . ? C21 Co2 Co1 47.32(6) . . ? O1 Co2 Co1 87.98(4) . . ? C13 Co2 Co1 113.10(6) . . ? C15 Co2 Co1 175.60(6) . . ? C14 Co2 Co1 138.18(6) . . ? C12 Co2 Co1 116.26(6) . . ? C11 Co2 Co1 143.71(6) . . ? C21 Co2 H1H 81.9(8) . . ? O1 Co2 H1H 86.1(8) . . ? C13 Co2 H1H 107.7(8) . . ? C15 Co2 H1H 149.6(8) . . ? C14 Co2 H1H 148.0(8) . . ? C12 Co2 H1H 89.4(8) . . ? C11 Co2 H1H 109.0(8) . . ? Co1 Co2 H1H 34.7(8) . . ? C23 O1 Co2 106.75(12) . . ? C23 O2 C24 117.49(16) . . ? C25 O4 C26 114.60(16) . . ? C5 C1 C2 108.3(2) . . ? C5 C1 C6 127.7(2) . . ? C2 C1 C6 123.7(2) . . ? C5 C1 Co1 69.43(12) . . ? C2 C1 Co1 70.43(12) . . ? C6 C1 Co1 130.72(16) . . ? C3 C2 C1 108.0(2) . . ? C3 C2 C7 125.8(2) . . ? C1 C2 C7 125.6(2) . . ? C3 C2 Co1 70.59(12) . . ? C1 C2 Co1 69.21(12) . . ? C7 C2 Co1 132.33(16) . . ? C2 C3 C4 107.8(2) . . ? C2 C3 C8 126.2(2) . . ? C4 C3 C8 125.9(2) . . ? C2 C3 Co1 70.23(12) . . ? C4 C3 Co1 67.67(12) . . ? C8 C3 Co1 130.04(16) . . ? C3 C4 C5 108.6(2) . . ? C3 C4 C9 125.4(2) . . ? C5 C4 C9 125.8(2) . . ? C3 C4 Co1 72.35(12) . . ? C5 C4 Co1 70.28(12) . . ? C9 C4 Co1 126.71(16) . . ? C1 C5 C4 107.14(19) . . ? C1 C5 C10 127.3(2) . . ? C4 C5 C10 125.6(2) . . ? C1 C5 Co1 70.88(12) . . ? C4 C5 Co1 68.68(12) . . ? C10 C5 Co1 126.52(15) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C15 107.74(18) . . ? C12 C11 C16 127.8(2) . . ? C15 C11 C16 124.4(2) . . ? C12 C11 Co2 70.12(11) . . ? C15 C11 Co2 68.96(11) . . ? C16 C11 Co2 125.61(15) . . ? C11 C12 C13 108.03(18) . . ? C11 C12 C17 126.6(2) . . ? C13 C12 C17 125.3(2) . . ? C11 C12 Co2 70.36(11) . . ? C13 C12 Co2 68.16(11) . . ? C17 C12 Co2 127.91(15) . . ? C14 C13 C12 107.83(18) . . ? C14 C13 C18 125.9(2) . . ? C12 C13 C18 125.96(19) . . ? C14 C13 Co2 70.93(11) . . ? C12 C13 Co2 70.89(11) . . ? C18 C13 Co2 128.86(15) . . ? C15 C14 C13 107.81(18) . . ? C15 C14 C19 125.6(2) . . ? C13 C14 C19 126.4(2) . . ? C15 C14 Co2 69.65(12) . . ? C13 C14 Co2 68.55(11) . . ? C19 C14 Co2 131.17(14) . . ? C14 C15 C11 108.51(18) . . ? C14 C15 C20 126.6(2) . . ? C11 C15 C20 124.9(2) . . ? C14 C15 Co2 70.47(12) . . ? C11 C15 Co2 70.38(11) . . ? C20 C15 Co2 125.61(14) . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C25 121.42(17) . . ? C22 C21 Co1 72.53(11) . . ? C25 C21 Co1 118.86(13) . . ? C22 C21 Co2 104.94(13) . . ? C25 C21 Co2 132.07(14) . . ? Co1 C21 Co2 84.39(8) . . ? C23 C22 C21 114.25(17) . . ? C23 C22 Co1 107.73(13) . . ? C21 C22 Co1 64.06(10) . . ? C23 C22 H22 120.0(13) . . ? C21 C22 H22 121.7(13) . . ? Co1 C22 H22 114.5(13) . . ? O1 C23 O2 120.47(17) . . ? O1 C23 C22 122.14(17) . . ? O2 C23 C22 117.38(17) . . ? O2 C24 H24A 109.5 . . ? O2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O3 C25 O4 120.40(18) . . ? O3 C25 C21 127.32(19) . . ? O4 C25 C21 112.28(17) . . ? O4 C26 H26A 109.5 . . ? O4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? O4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.382 _refine_diff_density_min -0.273 _refine_diff_density_rms 0.054 #===END data_cb134 _database_code_depnum_ccdc_archive 'CCDC 865145' #TrackingRef '- Bradley_cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H32 Co O4 P' _chemical_formula_weight 414.35 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 Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 14.986(4) _cell_length_b 14.019(4) _cell_length_c 9.855(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2070.3(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 516 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 25.68 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.329 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.925 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7929 _exptl_absorpt_correction_T_max 0.8691 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18967 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 25.70 _reflns_number_total 3929 _reflns_number_gt 3504 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX 2' _computing_cell_refinement 'Bruker APEX 2' _computing_data_reduction 'Bruker SAINTPLUS' _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^)+(0.0248P)^2^+0.0463P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.621(13) _refine_ls_number_reflns 3929 _refine_ls_number_parameters 245 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0379 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0597 _refine_ls_wR_factor_gt 0.0563 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.19692(2) 0.54569(2) 0.13341(4) 0.01570(8) Uani 1 1 d . . . O1 O 0.12778(13) 0.29691(13) 0.18229(19) 0.0292(5) Uani 1 1 d . . . O2 O 0.06259(12) 0.34595(13) -0.0101(2) 0.0274(5) Uani 1 1 d . . . O3 O 0.39507(13) 0.43926(13) -0.0289(2) 0.0304(5) Uani 1 1 d . . . O4 O 0.42027(13) 0.45626(16) 0.1954(2) 0.0382(6) Uani 1 1 d . . . P1 P 0.24239(5) 0.61685(5) -0.05278(8) 0.02028(16) Uani 1 1 d . . . C1 C 0.09016(18) 0.63200(19) 0.2027(3) 0.0243(6) Uani 1 1 d . . . C2 C 0.17492(18) 0.67480(18) 0.2371(3) 0.0213(6) Uani 1 1 d . . . C3 C 0.22309(18) 0.6109(2) 0.3207(3) 0.0203(7) Uani 1 1 d . . . C4 C 0.16724(18) 0.52840(19) 0.3405(3) 0.0209(6) Uani 1 1 d . . . C5 C 0.08625(17) 0.54241(18) 0.2684(3) 0.0210(6) Uani 1 1 d . . . C6 C 0.01369(17) 0.68015(19) 0.1315(4) 0.0360(7) Uani 1 1 d . . . H6A H -0.0101 0.6376 0.0613 0.054 Uiso 1 1 calc R . . H6B H 0.0347 0.7394 0.0894 0.054 Uiso 1 1 calc R . . H6C H -0.0334 0.6948 0.1973 0.054 Uiso 1 1 calc R . . C7 C 0.2003(2) 0.77821(18) 0.2179(3) 0.0333(7) Uani 1 1 d . . . H7A H 0.1833 0.8146 0.2987 0.050 Uiso 1 1 calc R . . H7B H 0.1692 0.8040 0.1385 0.050 Uiso 1 1 calc R . . H7C H 0.2649 0.7831 0.2041 0.050 Uiso 1 1 calc R . . C8 C 0.31198(19) 0.6287(2) 0.3860(3) 0.0332(8) Uani 1 1 d . . . H8A H 0.3473 0.6713 0.3284 0.050 Uiso 1 1 calc R . . H8B H 0.3436 0.5680 0.3971 0.050 Uiso 1 1 calc R . . H8C H 0.3031 0.6583 0.4750 0.050 Uiso 1 1 calc R . . C9 C 0.1872(2) 0.44717(19) 0.4348(3) 0.0293(7) Uani 1 1 d . . . H9A H 0.1565 0.4576 0.5214 0.044 Uiso 1 1 calc R . . H9B H 0.2517 0.4435 0.4504 0.044 Uiso 1 1 calc R . . H9C H 0.1664 0.3874 0.3942 0.044 Uiso 1 1 calc R . . C10 C 0.00561(18) 0.4783(2) 0.2728(3) 0.0309(7) Uani 1 1 d . . . H10A H -0.0357 0.5010 0.3428 0.046 Uiso 1 1 calc R . . H10B H 0.0243 0.4130 0.2941 0.046 Uiso 1 1 calc R . . H10C H -0.0243 0.4792 0.1843 0.046 Uiso 1 1 calc R . . C11 C 0.27455(16) 0.42896(16) 0.1322(4) 0.0207(5) Uani 1 1 d . . . C12 C 0.19907(19) 0.41513(19) 0.0445(3) 0.0191(6) Uani 1 1 d . . . C13 C 0.12909(19) 0.34741(19) 0.0827(3) 0.0207(6) Uani 1 1 d . . . C14 C -0.00961(19) 0.2803(2) 0.0152(3) 0.0329(7) Uani 1 1 d . . . H14A H 0.0058 0.2174 -0.0214 0.049 Uiso 1 1 calc R . . H14B H -0.0640 0.3037 -0.0290 0.049 Uiso 1 1 calc R . . H14C H -0.0197 0.2751 0.1132 0.049 Uiso 1 1 calc R . . C15 C 0.3664(2) 0.44113(19) 0.0866(3) 0.0263(7) Uani 1 1 d . . . C16 C 0.5131(2) 0.4743(2) 0.1681(4) 0.0499(11) Uani 1 1 d . . . H16A H 0.5425 0.4146 0.1420 0.075 Uiso 1 1 calc R . . H16B H 0.5416 0.5000 0.2497 0.075 Uiso 1 1 calc R . . H16C H 0.5183 0.5206 0.0939 0.075 Uiso 1 1 calc R . . C17 C 0.2562(2) 0.5494(2) -0.2111(3) 0.0272(7) Uani 1 1 d . . . H17A H 0.2779 0.5921 -0.2825 0.041 Uiso 1 1 calc R . . H17B H 0.1986 0.5223 -0.2382 0.041 Uiso 1 1 calc R . . H17C H 0.2993 0.4979 -0.1969 0.041 Uiso 1 1 calc R . . C18 C 0.35107(18) 0.67380(19) -0.0350(3) 0.0303(7) Uani 1 1 d . . . H18A H 0.3964 0.6252 -0.0165 0.045 Uiso 1 1 calc R . . H18B H 0.3492 0.7194 0.0403 0.045 Uiso 1 1 calc R . . H18C H 0.3660 0.7074 -0.1192 0.045 Uiso 1 1 calc R . . C19 C 0.1734(2) 0.7126(2) -0.1233(3) 0.0298(7) Uani 1 1 d . . . H19A H 0.1655 0.7628 -0.0551 0.045 Uiso 1 1 calc R . . H19B H 0.1149 0.6869 -0.1490 0.045 Uiso 1 1 calc R . . H19C H 0.2027 0.7394 -0.2036 0.045 Uiso 1 1 calc R . . H12 H 0.2085(15) 0.4200(16) -0.053(3) 0.011(6) Uiso 1 1 d . . . H11 H 0.2705(16) 0.4015(18) 0.213(3) 0.015(7) Uiso 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 0.01645(15) 0.01488(15) 0.01578(15) 0.0001(2) -0.00042(19) -0.00076(14) O1 0.0364(12) 0.0246(10) 0.0265(11) 0.0086(9) -0.0050(9) -0.0061(9) O2 0.0291(11) 0.0266(10) 0.0265(11) 0.0047(9) -0.0071(9) -0.0089(9) O3 0.0243(11) 0.0386(12) 0.0284(12) -0.0018(10) 0.0033(10) 0.0038(9) O4 0.0207(12) 0.0569(15) 0.0370(12) -0.0100(11) -0.0074(10) 0.0059(10) P1 0.0220(4) 0.0194(3) 0.0194(4) 0.0034(3) -0.0019(3) -0.0037(3) C1 0.0217(15) 0.0262(15) 0.0248(15) -0.0082(12) 0.0003(12) 0.0085(12) C2 0.0264(16) 0.0186(14) 0.0189(13) -0.0030(12) 0.0021(12) -0.0005(12) C3 0.0222(16) 0.0242(16) 0.0145(14) -0.0041(12) 0.0004(12) -0.0030(12) C4 0.0237(15) 0.0201(15) 0.0190(14) -0.0023(11) 0.0004(12) 0.0001(11) C5 0.0192(14) 0.0195(14) 0.0242(15) -0.0059(12) 0.0078(12) -0.0023(12) C6 0.0303(15) 0.0383(16) 0.0394(16) -0.004(2) -0.004(2) 0.0153(12) C7 0.047(2) 0.0169(14) 0.0355(18) -0.0039(13) -0.0002(16) -0.0033(14) C8 0.0273(18) 0.0428(19) 0.0294(17) -0.0052(15) -0.0071(14) -0.0059(14) C9 0.0426(19) 0.0275(15) 0.0178(15) 0.0054(13) 0.0032(14) 0.0006(13) C10 0.0218(16) 0.0342(19) 0.0368(18) -0.0116(15) 0.0070(14) -0.0032(13) C11 0.0257(13) 0.0187(12) 0.0178(12) 0.0027(17) -0.0009(18) 0.0031(9) C12 0.0216(16) 0.0166(13) 0.0192(14) 0.0002(11) 0.0019(12) 0.0010(11) C13 0.0266(16) 0.0120(13) 0.0236(14) -0.0039(12) -0.0017(12) 0.0060(12) C14 0.0314(18) 0.0309(16) 0.0364(19) 0.0054(15) -0.0060(14) -0.0127(14) C15 0.0235(15) 0.0211(15) 0.0344(18) -0.0031(12) -0.0042(13) 0.0049(12) C16 0.0186(16) 0.068(2) 0.063(3) -0.0147(19) -0.0079(16) -0.0032(15) C17 0.0281(16) 0.0324(16) 0.0211(15) 0.0005(13) 0.0032(13) -0.0037(14) C18 0.0266(17) 0.0305(16) 0.0338(19) 0.0057(14) -0.0017(14) -0.0096(13) C19 0.0344(18) 0.0259(16) 0.0290(17) 0.0061(14) -0.0056(14) -0.0002(13) _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 C11 2.008(2) . ? Co1 C12 2.029(3) . ? Co1 C3 2.097(3) . ? Co1 C4 2.103(3) . ? Co1 C2 2.104(3) . ? Co1 C1 2.119(3) . ? Co1 C5 2.127(3) . ? Co1 P1 2.1969(10) . ? O1 C13 1.210(3) . ? O2 C13 1.353(3) . ? O2 C14 1.442(3) . ? O3 C15 1.217(3) . ? O4 C15 1.359(3) . ? O4 C16 1.439(4) . ? P1 C18 1.822(3) . ? P1 C19 1.832(3) . ? P1 C17 1.835(3) . ? C1 C5 1.414(4) . ? C1 C2 1.445(4) . ? C1 C6 1.504(4) . ? C2 C3 1.416(4) . ? C2 C7 1.511(4) . ? C3 C4 1.441(4) . ? C3 C8 1.500(4) . ? C4 C5 1.420(4) . ? C4 C9 1.500(4) . ? C5 C10 1.507(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.437(4) . ? C11 C15 1.458(4) . ? C11 H11 0.89(3) . ? C12 C13 1.464(4) . ? C12 H12 0.97(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? 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 C11 Co1 C12 41.69(12) . . ? C11 Co1 C3 104.59(13) . . ? C12 Co1 C3 140.37(12) . . ? C11 Co1 C4 91.96(13) . . ? C12 Co1 C4 108.57(10) . . ? C3 Co1 C4 40.12(11) . . ? C11 Co1 C2 142.62(13) . . ? C12 Co1 C2 171.03(11) . . ? C3 Co1 C2 39.39(11) . . ? C4 Co1 C2 66.10(11) . . ? C11 Co1 C1 154.78(13) . . ? C12 Co1 C1 131.77(11) . . ? C3 Co1 C1 66.96(11) . . ? C4 Co1 C1 66.00(11) . . ? C2 Co1 C1 40.01(10) . . ? C11 Co1 C5 115.97(12) . . ? C12 Co1 C5 105.25(11) . . ? C3 Co1 C5 66.71(10) . . ? C4 Co1 C5 39.23(10) . . ? C2 Co1 C5 65.97(10) . . ? C1 Co1 C5 38.91(10) . . ? C11 Co1 P1 100.69(10) . . ? C12 Co1 P1 92.52(8) . . ? C3 Co1 P1 118.65(8) . . ? C4 Co1 P1 158.21(7) . . ? C2 Co1 P1 93.64(8) . . ? C1 Co1 P1 104.13(8) . . ? C5 Co1 P1 140.73(8) . . ? C13 O2 C14 116.5(2) . . ? C15 O4 C16 117.0(2) . . ? C18 P1 C19 102.72(14) . . ? C18 P1 C17 101.94(14) . . ? C19 P1 C17 96.79(14) . . ? C18 P1 Co1 113.32(10) . . ? C19 P1 Co1 118.34(10) . . ? C17 P1 Co1 120.72(10) . . ? C5 C1 C2 107.3(2) . . ? C5 C1 C6 125.5(3) . . ? C2 C1 C6 126.4(2) . . ? C5 C1 Co1 70.84(15) . . ? C2 C1 Co1 69.44(15) . . ? C6 C1 Co1 132.9(2) . . ? C3 C2 C1 108.8(2) . . ? C3 C2 C7 123.5(3) . . ? C1 C2 C7 126.2(3) . . ? C3 C2 Co1 70.02(15) . . ? C1 C2 Co1 70.55(14) . . ? C7 C2 Co1 136.5(2) . . ? C2 C3 C4 106.9(2) . . ? C2 C3 C8 126.7(3) . . ? C4 C3 C8 126.2(3) . . ? C2 C3 Co1 70.60(16) . . ? C4 C3 Co1 70.17(15) . . ? C8 C3 Co1 128.0(2) . . ? C5 C4 C3 108.5(2) . . ? C5 C4 C9 125.8(2) . . ? C3 C4 C9 125.3(3) . . ? C5 C4 Co1 71.29(15) . . ? C3 C4 Co1 69.70(15) . . ? C9 C4 Co1 130.30(19) . . ? C1 C5 C4 108.4(2) . . ? C1 C5 C10 125.2(3) . . ? C4 C5 C10 126.1(3) . . ? C1 C5 Co1 70.26(16) . . ? C4 C5 Co1 69.48(15) . . ? C10 C5 Co1 131.02(19) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C15 125.0(3) . . ? C12 C11 Co1 69.96(15) . . ? C15 C11 Co1 116.97(18) . . ? C12 C11 H11 115.3(17) . . ? C15 C11 H11 113.1(16) . . ? Co1 C11 H11 108.0(16) . . ? C11 C12 C13 119.8(2) . . ? C11 C12 Co1 68.35(14) . . ? C13 C12 Co1 117.54(19) . . ? C11 C12 H12 118.0(14) . . ? C13 C12 H12 113.8(14) . . ? Co1 C12 H12 111.4(14) . . ? O1 C13 O2 121.8(3) . . ? O1 C13 C12 126.9(3) . . ? O2 C13 C12 111.3(2) . . ? O2 C14 H14A 109.5 . . ? O2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 O4 122.1(3) . . ? O3 C15 C11 128.3(3) . . ? O4 C15 C11 109.6(3) . . ? O4 C16 H16A 109.5 . . ? O4 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O4 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? P1 C17 H17A 109.5 . . ? P1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? P1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? P1 C18 H18A 109.5 . . ? P1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? P1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? P1 C19 H19A 109.5 . . ? P1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? P1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.70 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.258 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.047 #===END data_cb138 _database_code_depnum_ccdc_archive 'CCDC 865146' #TrackingRef '- Bradley_cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H23 Co O5' _chemical_formula_weight 366.28 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' 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 8.331(4) _cell_length_b 9.448(4) _cell_length_c 11.207(5) _cell_angle_alpha 86.917(4) _cell_angle_beta 83.484(4) _cell_angle_gamma 78.249(4) _cell_volume 857.5(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.419 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 1.022 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7054 _exptl_absorpt_correction_T_max 0.8334 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6823 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0523 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3218 _reflns_number_gt 2677 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX 2' _computing_cell_refinement 'Bruker APEX 2' _computing_data_reduction 'Bruker SAINTPLUS' _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^)+(0.0641P)^2^+0.1157P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3218 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1137 _refine_ls_wR_factor_gt 0.1064 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.19374(4) 0.77987(4) 0.22068(3) 0.02385(15) Uani 1 1 d . . . O1 O 0.3327(3) 0.4005(2) 0.3066(2) 0.0381(5) Uani 1 1 d . . . O2 O 0.5265(2) 0.4529(2) 0.1639(2) 0.0336(5) Uani 1 1 d . . . O3 O 0.0116(2) 0.6738(2) -0.01375(19) 0.0330(5) Uani 1 1 d . . . O4 O -0.1848(2) 0.6753(2) 0.14136(19) 0.0319(5) Uani 1 1 d . . . O5 O 0.2191(3) 0.9240(3) -0.0129(2) 0.0491(6) Uani 1 1 d . . . C1 C 0.1628(4) 0.7570(3) 0.4079(3) 0.0309(7) Uani 1 1 d . . . C2 C 0.3241(3) 0.7847(3) 0.3719(3) 0.0260(6) Uani 1 1 d . . . C3 C 0.3060(3) 0.9187(3) 0.3072(3) 0.0268(6) Uani 1 1 d . . . C4 C 0.1325(4) 0.9761(3) 0.3049(3) 0.0311(7) Uani 1 1 d . . . C5 C 0.0442(4) 0.8780(4) 0.3679(3) 0.0356(7) Uani 1 1 d . . . C6 C 0.1238(5) 0.6325(4) 0.4856(3) 0.0463(9) Uani 1 1 d . . . H6A H 0.1939 0.5424 0.4558 0.069 Uiso 1 1 calc R . . H6B H 0.0077 0.6277 0.4837 0.069 Uiso 1 1 calc R . . H6C H 0.1441 0.6456 0.5684 0.069 Uiso 1 1 calc R . . C7 C 0.4830(4) 0.6912(3) 0.4043(3) 0.0344(7) Uani 1 1 d . . . H7A H 0.5706 0.6973 0.3391 0.052 Uiso 1 1 calc R . . H7B H 0.4693 0.5907 0.4163 0.052 Uiso 1 1 calc R . . H7C H 0.5127 0.7249 0.4785 0.052 Uiso 1 1 calc R . . C8 C 0.4404(4) 0.9975(3) 0.2611(3) 0.0394(8) Uani 1 1 d . . . H8A H 0.4474 1.0697 0.3188 0.059 Uiso 1 1 calc R . . H8B H 0.4161 1.0458 0.1838 0.059 Uiso 1 1 calc R . . H8C H 0.5457 0.9284 0.2506 0.059 Uiso 1 1 calc R . . C9 C 0.0613(5) 1.1232(4) 0.2519(4) 0.0542(11) Uani 1 1 d . . . H9A H -0.0541 1.1273 0.2392 0.081 Uiso 1 1 calc R . . H9B H 0.1245 1.1392 0.1749 0.081 Uiso 1 1 calc R . . H9C H 0.0672 1.1983 0.3073 0.081 Uiso 1 1 calc R . . C10 C -0.1404(4) 0.8978(5) 0.3897(4) 0.0577(11) Uani 1 1 d . . . H10A H -0.1806 0.9579 0.4597 0.087 Uiso 1 1 calc R . . H10B H -0.1712 0.8032 0.4047 0.087 Uiso 1 1 calc R . . H10C H -0.1898 0.9452 0.3189 0.087 Uiso 1 1 calc R . . C11 C 0.0882(3) 0.6156(3) 0.1848(3) 0.0270(6) Uani 1 1 d . . . C12 C 0.2614(3) 0.5804(3) 0.1501(3) 0.0261(6) Uani 1 1 d . . . C13 C 0.3706(4) 0.4700(3) 0.2176(3) 0.0297(7) Uani 1 1 d . . . C14 C 0.6493(4) 0.3480(4) 0.2201(3) 0.0430(8) Uani 1 1 d . . . H14A H 0.6484 0.3724 0.3040 0.064 Uiso 1 1 calc R . . H14B H 0.7584 0.3491 0.1773 0.064 Uiso 1 1 calc R . . H14C H 0.6242 0.2514 0.2168 0.064 Uiso 1 1 calc R . . C15 C -0.0260(3) 0.6565(3) 0.0923(3) 0.0270(6) Uani 1 1 d . . . C16 C -0.3056(4) 0.7205(3) 0.0567(3) 0.0364(7) Uani 1 1 d . . . H16A H -0.3056 0.8210 0.0301 0.055 Uiso 1 1 calc R . . H16B H -0.4152 0.7129 0.0955 0.055 Uiso 1 1 calc R . . H16C H -0.2779 0.6582 -0.0129 0.055 Uiso 1 1 calc R . . C17 C 0.2069(4) 0.8630(3) 0.0777(3) 0.0307(7) Uani 1 1 d . . . H12 H 0.300(4) 0.589(3) 0.063(3) 0.029(8) Uiso 1 1 d . . . H11 H 0.043(3) 0.572(3) 0.259(3) 0.026(8) Uiso 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 0.0226(2) 0.0235(2) 0.0256(2) -0.00297(16) -0.00476(15) -0.00310(15) O1 0.0408(12) 0.0345(12) 0.0356(14) 0.0101(10) 0.0004(10) -0.0045(10) O2 0.0288(11) 0.0317(11) 0.0353(13) 0.0050(10) -0.0020(9) 0.0034(9) O3 0.0329(11) 0.0399(12) 0.0268(12) -0.0037(10) -0.0038(9) -0.0078(9) O4 0.0256(10) 0.0378(12) 0.0339(12) -0.0033(10) -0.0052(9) -0.0083(9) O5 0.0798(18) 0.0393(13) 0.0333(14) 0.0062(11) -0.0103(12) -0.0229(13) C1 0.0314(15) 0.0369(17) 0.0267(16) -0.0059(13) -0.0003(12) -0.0123(13) C2 0.0247(14) 0.0284(15) 0.0261(16) -0.0009(12) -0.0074(12) -0.0058(12) C3 0.0332(15) 0.0248(14) 0.0237(16) -0.0033(12) -0.0073(12) -0.0059(12) C4 0.0348(16) 0.0293(15) 0.0278(17) -0.0082(13) -0.0120(13) 0.0036(12) C5 0.0262(15) 0.0486(19) 0.0324(18) -0.0192(15) -0.0057(13) -0.0022(13) C6 0.055(2) 0.057(2) 0.0326(19) -0.0001(17) 0.0025(16) -0.0293(18) C7 0.0327(16) 0.0381(17) 0.0316(18) 0.0067(14) -0.0119(13) -0.0021(13) C8 0.0461(19) 0.0352(17) 0.043(2) 0.0030(15) -0.0110(16) -0.0205(15) C9 0.068(3) 0.0312(18) 0.058(3) -0.0123(17) -0.027(2) 0.0166(17) C10 0.0242(16) 0.091(3) 0.059(3) -0.033(2) -0.0040(16) -0.0045(18) C11 0.0275(14) 0.0271(15) 0.0276(17) -0.0034(13) -0.0027(12) -0.0075(12) C12 0.0300(15) 0.0240(14) 0.0243(16) -0.0009(12) -0.0026(12) -0.0057(12) C13 0.0316(15) 0.0237(14) 0.0337(18) -0.0056(13) -0.0043(13) -0.0032(12) C14 0.0369(18) 0.0368(18) 0.049(2) 0.0039(16) -0.0076(16) 0.0079(14) C15 0.0271(14) 0.0235(14) 0.0328(18) -0.0057(12) -0.0050(12) -0.0084(11) C16 0.0287(15) 0.0381(17) 0.045(2) -0.0042(15) -0.0099(14) -0.0084(13) C17 0.0346(16) 0.0242(15) 0.0345(19) -0.0055(14) -0.0066(13) -0.0056(12) _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 C17 1.748(3) . ? Co1 C11 2.011(3) . ? Co1 C12 2.030(3) . ? Co1 C4 2.070(3) . ? Co1 C5 2.088(3) . ? Co1 C1 2.090(3) . ? Co1 C3 2.092(3) . ? Co1 C2 2.121(3) . ? O1 C13 1.212(4) . ? O2 C13 1.350(4) . ? O2 C14 1.445(3) . ? O3 C15 1.205(4) . ? O4 C15 1.355(3) . ? O4 C16 1.447(4) . ? O5 C17 1.145(4) . ? C1 C2 1.431(4) . ? C1 C5 1.438(4) . ? C1 C6 1.493(4) . ? C2 C3 1.414(4) . ? C2 C7 1.504(4) . ? C3 C4 1.440(4) . ? C3 C8 1.497(4) . ? C4 C5 1.410(5) . ? C4 C9 1.513(4) . ? C5 C10 1.504(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.427(4) . ? C11 C15 1.471(4) . ? C11 H11 0.98(3) . ? C12 C13 1.474(4) . ? C12 H12 1.00(3) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? 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 C17 Co1 C11 99.43(13) . . ? C17 Co1 C12 91.39(13) . . ? C11 Co1 C12 41.33(11) . . ? C17 Co1 C4 92.64(13) . . ? C11 Co1 C4 139.57(12) . . ? C12 Co1 C4 175.48(11) . . ? C17 Co1 C5 123.10(14) . . ? C11 Co1 C5 104.39(13) . . ? C12 Co1 C5 138.17(13) . . ? C4 Co1 C5 39.65(13) . . ? C17 Co1 C1 159.66(13) . . ? C11 Co1 C1 97.23(12) . . ? C12 Co1 C1 108.86(12) . . ? C4 Co1 C1 67.06(12) . . ? C5 Co1 C1 40.27(12) . . ? C17 Co1 C3 97.41(13) . . ? C11 Co1 C3 163.08(12) . . ? C12 Co1 C3 136.79(11) . . ? C4 Co1 C3 40.47(11) . . ? C5 Co1 C3 67.15(12) . . ? C1 Co1 C3 66.67(11) . . ? C17 Co1 C2 132.27(13) . . ? C11 Co1 C2 124.53(12) . . ? C12 Co1 C2 108.82(11) . . ? C4 Co1 C2 66.87(11) . . ? C5 Co1 C2 67.00(12) . . ? C1 Co1 C2 39.71(11) . . ? C3 Co1 C2 39.21(10) . . ? C13 O2 C14 116.3(2) . . ? C15 O4 C16 114.6(2) . . ? C2 C1 C5 108.2(3) . . ? C2 C1 C6 125.8(3) . . ? C5 C1 C6 125.7(3) . . ? C2 C1 Co1 71.31(17) . . ? C5 C1 Co1 69.79(18) . . ? C6 C1 Co1 129.8(2) . . ? C3 C2 C1 107.8(2) . . ? C3 C2 C7 126.6(3) . . ? C1 C2 C7 125.5(3) . . ? C3 C2 Co1 69.29(16) . . ? C1 C2 Co1 68.98(16) . . ? C7 C2 Co1 130.0(2) . . ? C2 C3 C4 108.1(3) . . ? C2 C3 C8 126.7(3) . . ? C4 C3 C8 124.8(3) . . ? C2 C3 Co1 71.50(16) . . ? C4 C3 Co1 68.92(16) . . ? C8 C3 Co1 130.5(2) . . ? C5 C4 C3 108.4(3) . . ? C5 C4 C9 127.0(3) . . ? C3 C4 C9 124.4(3) . . ? C5 C4 Co1 70.88(18) . . ? C3 C4 Co1 70.61(16) . . ? C9 C4 Co1 128.1(2) . . ? C4 C5 C1 107.5(3) . . ? C4 C5 C10 125.9(3) . . ? C1 C5 C10 126.6(3) . . ? C4 C5 Co1 69.47(18) . . ? C1 C5 Co1 69.94(18) . . ? C10 C5 Co1 126.4(2) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C15 119.6(3) . . ? C12 C11 Co1 70.06(16) . . ? C15 C11 Co1 112.0(2) . . ? C12 C11 H11 119.0(17) . . ? C15 C11 H11 115.7(17) . . ? Co1 C11 H11 110.6(17) . . ? C11 C12 C13 121.2(3) . . ? C11 C12 Co1 68.61(16) . . ? C13 C12 Co1 116.7(2) . . ? C11 C12 H12 117.8(17) . . ? C13 C12 H12 113.9(17) . . ? Co1 C12 H12 110.2(17) . . ? O1 C13 O2 122.8(3) . . ? O1 C13 C12 127.6(3) . . ? O2 C13 C12 109.5(3) . . ? O2 C14 H14A 109.5 . . ? O2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 O4 122.6(3) . . ? O3 C15 C11 126.3(3) . . ? O4 C15 C11 111.1(3) . . ? O4 C16 H16A 109.5 . . ? O4 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O4 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O5 C17 Co1 175.8(3) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.681 _refine_diff_density_min -0.401 _refine_diff_density_rms 0.082