# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1a #TrackingRef 'crystal data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C79.50 H115.50 Co3 N8.50 O34.50' _chemical_formula_weight 1919.09 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' N N 0.0061 0.0033 '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 orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 17.564(4) _cell_length_b 25.629(5) _cell_length_c 20.800(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9363(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4036 _exptl_absorpt_coefficient_mu 0.611 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 84131 _diffrn_reflns_av_R_equivalents 0.1325 _diffrn_reflns_av_sigmaI/netI 0.1215 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 10847 _reflns_number_gt 4031 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1853P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10847 _refine_ls_number_parameters 364 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.2561 _refine_ls_R_factor_gt 0.1113 _refine_ls_wR_factor_ref 0.3548 _refine_ls_wR_factor_gt 0.2894 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.000 _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 0.99689(4) 0.68198(4) -0.43835(6) 0.1005(5) Uani 1 1 d . . . Co2 Co 0.88638(5) 0.7500 -0.33774(5) 0.0682(4) Uani 1 2 d S . . O1W O 0.9915(5) 0.7500 -0.5231(5) 0.339(14) Uani 1 2 d S . . O7 O 0.9812(3) 0.7500 -0.3989(3) 0.0906(19) Uani 1 2 d S . . O1 O 1.0670(3) 0.6216(5) -0.4829(4) 0.235(5) Uani 1 1 d . . . O2 O 1.1198(4) 0.6864(3) -0.4412(5) 0.159(3) Uani 1 1 d . . . O3 O 1.8270(2) 0.69552(19) -0.3853(2) 0.0969(17) Uani 1 1 d . . . O4 O 1.8950(2) 0.6594(3) -0.4644(3) 0.138(2) Uani 1 1 d . . . O5 O 1.5643(2) 0.30783(18) -0.7828(2) 0.0904(13) Uani 1 1 d . . . O6 O 1.4955(3) 0.3559(2) -0.8529(3) 0.129(2) Uani 1 1 d . . . C1 C 1.1203(5) 0.6486(6) -0.4732(5) 0.150(5) Uani 1 1 d . . . C2 C 1.2008(4) 0.6277(5) -0.4903(5) 0.149(4) Uani 1 1 d . . . C3 C 1.2606(4) 0.6560(4) -0.4861(5) 0.134(3) Uani 1 1 d . . . H3A H 1.2548 0.6893 -0.4691 0.161 Uiso 1 1 calc R . . C4 C 1.3332(4) 0.6412(4) -0.5048(5) 0.168(5) Uani 1 1 d . . . H4A H 1.3740 0.6642 -0.5020 0.202 Uiso 1 1 calc R . . C5 C 1.3424(4) 0.5921(4) -0.5273(5) 0.138(4) Uani 1 1 d . . . C6 C 1.2824(4) 0.5578(5) -0.5271(6) 0.193(6) Uani 1 1 d . . . H6A H 1.2879 0.5232 -0.5397 0.231 Uiso 1 1 calc R . . C7 C 1.2111(4) 0.5785(6) -0.5063(5) 0.181(6) Uani 1 1 d . . . H7A H 1.1696 0.5560 -0.5041 0.217 Uiso 1 1 calc R . . C8 C 1.8313(3) 0.6697(3) -0.4277(5) 0.098(3) Uani 1 1 d . . . C9 C 1.7620(3) 0.6412(3) -0.4631(4) 0.099(2) Uani 1 1 d . . . C10 C 1.7642(3) 0.6147(4) -0.5162(4) 0.120(3) Uani 1 1 d . . . H10A H 1.8108 0.6099 -0.5367 0.144 Uiso 1 1 calc R . . C11 C 1.6975(4) 0.5926(4) -0.5441(5) 0.139(4) Uani 1 1 d . . . H11A H 1.6988 0.5779 -0.5850 0.166 Uiso 1 1 calc R . . C12 C 1.6297(3) 0.5938(3) -0.5084(4) 0.100(2) Uani 1 1 d . . . C13 C 1.6294(3) 0.6196(3) -0.4509(4) 0.100(2) Uani 1 1 d . . . H13A H 1.5843 0.6220 -0.4277 0.121 Uiso 1 1 calc R . . C14 C 1.6951(3) 0.6423(3) -0.4263(4) 0.096(2) Uani 1 1 d . . . H14A H 1.6947 0.6581 -0.3860 0.115 Uiso 1 1 calc R . . C15 C 1.5243(3) 0.3467(3) -0.7970(5) 0.102(3) Uani 1 1 d . . . C16 C 1.5155(3) 0.3860(3) -0.7465(4) 0.094(2) Uani 1 1 d . . . C17 C 1.4606(4) 0.4269(3) -0.7547(4) 0.112(3) Uani 1 1 d . . . H17A H 1.4286 0.4269 -0.7904 0.135 Uiso 1 1 calc R . . C18 C 1.4554(3) 0.4651(3) -0.7111(4) 0.120(3) Uani 1 1 d . . . H18A H 1.4201 0.4915 -0.7180 0.144 Uiso 1 1 calc R . . C19 C 1.5014(3) 0.4676(3) -0.6540(4) 0.108(3) Uani 1 1 d . . . C20 C 1.5567(3) 0.4252(3) -0.6478(4) 0.099(2) Uani 1 1 d . . . H20A H 1.5891 0.4239 -0.6125 0.119 Uiso 1 1 calc R . . C21 C 1.5605(3) 0.3876(3) -0.6941(4) 0.092(2) Uani 1 1 d . . . H21A H 1.5967 0.3614 -0.6892 0.110 Uiso 1 1 calc R . . C22 C 1.4209(3) 0.5702(3) -0.5467(4) 0.104(3) Uani 1 1 d . . . C23 C 1.4865(3) 0.5904(3) -0.5204(4) 0.111(3) Uani 1 1 d . . . H23A H 1.4825 0.6173 -0.4906 0.133 Uiso 1 1 calc R . . C24 C 1.5595(3) 0.5718(3) -0.5368(4) 0.099(2) Uani 1 1 d . . . C25 C 1.5630(3) 0.5316(3) -0.5782(4) 0.104(2) Uani 1 1 d . . . H25A H 1.6103 0.5172 -0.5874 0.124 Uiso 1 1 calc R . . C26 C 1.4964(3) 0.5096(3) -0.6090(4) 0.105(3) Uani 1 1 d . . . C27 C 1.4270(3) 0.5307(3) -0.5883(4) 0.114(3) Uani 1 1 d . . . H27A H 1.3824 0.5162 -0.6045 0.136 Uiso 1 1 calc R . . O8 O 0.7965(3) 0.7500 -0.2703(3) 0.0941(19) Uani 1 2 d SD . . N1 N 0.7144(13) 0.6958(7) -0.2098(11) 0.215(10) Uani 0.50 1 d PD . . C28 C 0.7732(9) 0.7036(7) -0.2519(12) 0.209(13) Uani 0.50 1 d PD . . H28A H 0.7980 0.6744 -0.2684 0.251 Uiso 0.50 1 calc PR . . C29 C 0.6880(12) 0.7500 -0.1860(17) 0.277(15) Uani 1 2 d SD . . C30 C 0.7187(11) 0.6334(11) -0.2001(17) 0.49(4) Uani 0.50 1 d PD . . 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 0.0492(5) 0.1083(9) 0.1441(10) -0.0176(6) 0.0166(4) 0.0028(4) Co2 0.0418(5) 0.0699(8) 0.0928(9) 0.000 0.0033(5) 0.000 O1W 0.071(5) 0.82(4) 0.130(8) 0.000 -0.035(5) 0.000 O7 0.050(3) 0.091(5) 0.131(5) 0.000 0.038(3) 0.000 O1 0.057(3) 0.424(15) 0.223(8) -0.136(9) 0.001(4) 0.042(5) O2 0.097(4) 0.155(7) 0.224(8) -0.004(6) 0.052(5) 0.041(4) O3 0.069(3) 0.092(3) 0.130(4) -0.074(3) 0.002(2) -0.037(2) O4 0.051(2) 0.196(6) 0.167(5) -0.058(5) 0.017(3) -0.039(3) O5 0.081(3) 0.075(3) 0.115(4) -0.022(3) -0.010(2) 0.004(2) O6 0.110(4) 0.130(5) 0.146(5) -0.036(4) -0.042(3) 0.054(3) C1 0.076(6) 0.255(15) 0.119(7) -0.069(8) -0.009(5) 0.001(7) C2 0.063(5) 0.217(11) 0.167(9) -0.132(8) -0.001(4) 0.034(6) C3 0.077(5) 0.139(8) 0.186(9) -0.068(7) -0.010(5) 0.010(5) C4 0.071(5) 0.187(10) 0.246(12) -0.144(10) 0.014(6) 0.007(5) C5 0.050(4) 0.194(10) 0.169(8) -0.065(8) -0.006(4) -0.006(5) C6 0.050(4) 0.224(12) 0.304(14) -0.140(11) -0.003(6) 0.009(5) C7 0.051(4) 0.320(17) 0.172(9) -0.106(11) 0.025(5) -0.027(6) C8 0.045(3) 0.059(4) 0.190(8) -0.016(5) -0.032(4) -0.028(3) C9 0.057(4) 0.130(7) 0.110(5) -0.043(5) 0.008(3) -0.007(4) C10 0.045(3) 0.172(8) 0.143(7) -0.064(6) 0.010(4) -0.014(4) C11 0.076(5) 0.177(9) 0.163(8) -0.093(7) 0.025(5) -0.039(5) C12 0.040(3) 0.114(6) 0.148(6) -0.063(5) 0.008(3) -0.021(3) C13 0.050(3) 0.112(6) 0.140(6) -0.030(5) 0.009(3) -0.008(3) C14 0.059(3) 0.101(5) 0.127(6) -0.048(4) 0.015(3) -0.004(3) C15 0.042(3) 0.091(6) 0.173(9) -0.041(6) -0.008(4) 0.002(3) C16 0.043(3) 0.106(6) 0.133(6) -0.030(5) -0.009(3) -0.005(3) C17 0.076(4) 0.112(6) 0.150(7) -0.059(6) -0.031(4) 0.027(4) C18 0.050(3) 0.131(7) 0.179(8) -0.046(6) -0.022(4) 0.018(4) C19 0.042(3) 0.107(6) 0.174(8) -0.053(6) 0.004(4) -0.003(3) C20 0.046(3) 0.118(6) 0.133(6) -0.018(5) -0.005(3) 0.011(3) C21 0.062(4) 0.075(5) 0.139(6) -0.036(5) 0.008(4) 0.008(3) C22 0.048(3) 0.122(6) 0.143(6) -0.075(5) 0.007(3) 0.009(3) C23 0.061(4) 0.112(6) 0.159(7) -0.062(5) 0.000(4) -0.003(4) C24 0.053(3) 0.107(6) 0.137(6) -0.074(5) 0.007(3) 0.000(3) C25 0.041(3) 0.111(6) 0.159(7) -0.039(5) -0.001(3) 0.002(3) C26 0.045(3) 0.113(6) 0.156(7) -0.057(5) -0.001(3) 0.004(3) C27 0.033(3) 0.140(7) 0.167(7) -0.058(6) -0.004(3) 0.000(3) O8 0.079(4) 0.096(5) 0.107(5) 0.000 0.032(3) 0.000 N1 0.20(2) 0.19(2) 0.26(2) 0.05(2) 0.046(19) -0.058(17) C28 0.059(9) 0.28(3) 0.29(3) 0.15(2) 0.076(13) 0.043(13) C29 0.151(16) 0.19(2) 0.49(4) 0.000 0.13(2) 0.000 C30 0.16(2) 0.95(12) 0.35(4) 0.28(6) -0.15(3) -0.37(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 O7 1.946(3) . ? Co1 O4 1.958(4) 1_455 ? Co1 O6 2.030(6) 2_765 ? Co1 O2 2.162(7) . ? Co1 O1 2.184(8) . ? Co1 C1 2.440(10) . ? Co2 O3 2.005(4) 1_455 ? Co2 O3 2.005(4) 7_475 ? Co2 O5 2.062(4) 2_765 ? Co2 O5 2.062(4) 8_866 ? Co2 O7 2.096(5) . ? Co2 O8 2.112(6) . ? O7 Co1 1.946(3) 7_575 ? O1 C1 1.181(12) . ? O2 C1 1.175(11) . ? O3 C8 1.104(8) . ? O3 Co2 2.005(4) 1_655 ? O4 C8 1.380(9) . ? O4 Co1 1.958(4) 1_655 ? O5 C15 1.255(8) . ? O5 Co2 2.062(4) 2_764 ? O6 C15 1.290(10) . ? O6 Co1 2.030(6) 2_764 ? C1 C2 1.554(12) . ? C2 C3 1.280(11) . ? C2 C7 1.316(15) . ? C3 C4 1.386(10) . ? C4 C5 1.352(12) . ? C5 C6 1.372(12) . ? C5 C22 1.542(9) . ? C6 C7 1.428(12) . ? C8 C9 1.600(9) . ? C9 C10 1.297(9) . ? C9 C14 1.402(8) . ? C10 C11 1.425(9) . ? C11 C12 1.403(9) . ? C12 C13 1.368(9) . ? C12 C24 1.478(8) . ? C13 C14 1.390(8) . ? C15 C16 1.462(10) . ? C16 C21 1.346(9) . ? C16 C17 1.437(9) . ? C17 C18 1.338(10) . ? C18 C19 1.437(10) . ? C19 C26 1.429(10) . ? C19 C20 1.463(10) . ? C20 C21 1.363(9) . ? C22 C27 1.336(9) . ? C22 C23 1.377(8) . ? C23 C24 1.409(8) . ? C24 C25 1.344(9) . ? C25 C26 1.447(8) . ? C26 C27 1.401(8) . ? O8 C28 1.315(15) . ? O8 C28 1.315(15) 7_575 ? N1 C28 1.368(16) . ? N1 C29 1.546(16) . ? N1 C30 1.615(19) . ? C29 N1 1.546(16) 7_575 ? 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 O7 Co1 O4 104.6(2) . 1_455 ? O7 Co1 O6 94.0(3) . 2_765 ? O4 Co1 O6 99.3(3) 1_455 2_765 ? O7 Co1 O2 96.1(3) . . ? O4 Co1 O2 157.0(3) 1_455 . ? O6 Co1 O2 89.0(3) 2_765 . ? O7 Co1 O1 153.3(3) . . ? O4 Co1 O1 100.9(3) 1_455 . ? O6 Co1 O1 89.7(3) 2_765 . ? O2 Co1 O1 57.5(3) . . ? O7 Co1 C1 124.4(4) . . ? O4 Co1 C1 128.8(3) 1_455 . ? O6 Co1 C1 91.9(3) 2_765 . ? O2 Co1 C1 28.8(3) . . ? O1 Co1 C1 28.9(3) . . ? O3 Co2 O3 88.3(3) 1_455 7_475 ? O3 Co2 O5 89.5(2) 1_455 2_765 ? O3 Co2 O5 173.19(17) 7_475 2_765 ? O3 Co2 O5 173.19(17) 1_455 8_866 ? O3 Co2 O5 89.5(2) 7_475 8_866 ? O5 Co2 O5 91.9(3) 2_765 8_866 ? O3 Co2 O7 96.54(18) 1_455 . ? O3 Co2 O7 96.54(18) 7_475 . ? O5 Co2 O7 90.12(18) 2_765 . ? O5 Co2 O7 90.12(18) 8_866 . ? O3 Co2 O8 86.50(18) 1_455 . ? O3 Co2 O8 86.50(18) 7_475 . ? O5 Co2 O8 86.92(18) 2_765 . ? O5 Co2 O8 86.92(18) 8_866 . ? O7 Co2 O8 175.7(3) . . ? Co1 O7 Co1 127.2(3) . 7_575 ? Co1 O7 Co2 111.61(14) . . ? Co1 O7 Co2 111.61(14) 7_575 . ? C1 O1 Co1 87.7(8) . . ? C1 O2 Co1 88.9(7) . . ? C8 O3 Co2 140.9(4) . 1_655 ? C8 O4 Co1 122.0(5) . 1_655 ? C15 O5 Co2 132.6(5) . 2_764 ? C15 O6 Co1 132.5(5) . 2_764 ? O2 C1 O1 125.0(10) . . ? O2 C1 C2 114.9(9) . . ? O1 C1 C2 118.7(12) . . ? O2 C1 Co1 62.4(6) . . ? O1 C1 Co1 63.4(6) . . ? C2 C1 Co1 175.9(7) . . ? C3 C2 C7 116.6(8) . . ? C3 C2 C1 122.3(10) . . ? C7 C2 C1 120.9(10) . . ? C2 C3 C4 125.5(9) . . ? C5 C4 C3 117.5(8) . . ? C4 C5 C6 120.2(8) . . ? C4 C5 C22 122.5(7) . . ? C6 C5 C22 117.0(9) . . ? C5 C6 C7 115.9(10) . . ? C2 C7 C6 123.6(9) . . ? O3 C8 O4 127.8(5) . . ? O3 C8 C9 126.0(7) . . ? O4 C8 C9 105.9(7) . . ? C10 C9 C14 120.1(6) . . ? C10 C9 C8 127.4(6) . . ? C14 C9 C8 112.1(7) . . ? C9 C10 C11 121.9(6) . . ? C12 C11 C10 118.3(7) . . ? C13 C12 C11 118.5(5) . . ? C13 C12 C24 122.0(5) . . ? C11 C12 C24 119.2(6) . . ? C12 C13 C14 121.4(6) . . ? C13 C14 C9 119.1(6) . . ? O5 C15 O6 125.2(7) . . ? O5 C15 C16 115.9(8) . . ? O6 C15 C16 118.8(7) . . ? C21 C16 C17 117.9(7) . . ? C21 C16 C15 122.8(7) . . ? C17 C16 C15 119.1(7) . . ? C18 C17 C16 119.9(7) . . ? C17 C18 C19 123.7(7) . . ? C26 C19 C18 122.6(7) . . ? C26 C19 C20 122.9(7) . . ? C18 C19 C20 114.4(7) . . ? C21 C20 C19 119.7(7) . . ? C16 C21 C20 124.4(6) . . ? C27 C22 C23 118.4(6) . . ? C27 C22 C5 121.2(6) . . ? C23 C22 C5 120.5(6) . . ? C22 C23 C24 122.6(6) . . ? C25 C24 C23 117.1(5) . . ? C25 C24 C12 120.7(5) . . ? C23 C24 C12 122.2(6) . . ? C24 C25 C26 123.1(6) . . ? C27 C26 C19 123.0(5) . . ? C27 C26 C25 114.6(6) . . ? C19 C26 C25 122.3(5) . . ? C22 C27 C26 124.2(6) . . ? C28 O8 C28 129.6(18) . 7_575 ? C28 O8 Co2 115.2(9) . . ? C28 O8 Co2 115.2(9) 7_575 . ? C28 N1 C29 107.5(18) . . ? C28 N1 C30 100.9(16) . . ? C29 N1 C30 150(2) . . ? O8 C28 N1 123.5(17) . . ? N1 C29 N1 128(2) . 7_575 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.109 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.093 _database_code_depnum_ccdc_archive 'CCDC 890975' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1b #TrackingRef 'crystal data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C79.50 H109.50 Co3 N8.50 O31.50' _chemical_formula_weight 1865.05 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' N N 0.0061 0.0033 '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 orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 17.5608(10) _cell_length_b 25.3474(17) _cell_length_c 20.8804(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9294.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3916 _exptl_absorpt_coefficient_mu 0.611 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29630 _diffrn_reflns_av_R_equivalents 0.0945 _diffrn_reflns_av_sigmaI/netI 0.1366 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 26.00 _reflns_number_total 9324 _reflns_number_gt 3952 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1968P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9324 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1882 _refine_ls_R_factor_gt 0.1157 _refine_ls_wR_factor_ref 0.3412 _refine_ls_wR_factor_gt 0.2997 _refine_ls_goodness_of_fit_ref 0.922 _refine_ls_restrained_S_all 0.922 _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 1.50386(5) 0.68221(4) 0.06493(6) 0.0701(4) Uani 1 1 d . . . Co2 Co 1.61315(6) 0.7500 0.16463(5) 0.0388(4) Uani 1 2 d S . . O1W O 1.5133(6) 0.7500 -0.0110(8) 0.49(3) Uani 1 2 d S . . O2W O 1.7044(3) 0.7500 0.2313(3) 0.0674(19) Uani 1 2 d S . . O7 O 1.5179(3) 0.7500 0.1057(3) 0.0574(17) Uani 1 2 d S . . O1 O 1.4344(4) 0.6239(4) 0.0165(4) 0.164(4) Uani 1 1 d . . . O2 O 1.3802(4) 0.6864(3) 0.0671(4) 0.122(3) Uani 1 1 d . . . O3 O 0.6737(2) 0.69374(18) 0.1156(2) 0.0607(13) Uani 1 1 d . . . O4 O 0.6061(3) 0.6607(3) 0.0348(3) 0.0910(19) Uani 1 1 d . . . O5 O 0.9367(3) 0.30858(15) -0.2810(2) 0.0544(12) Uani 1 1 d . . . O6 O 0.9999(3) 0.3579(2) -0.3502(3) 0.0886(19) Uani 1 1 d . . . C1 C 1.3856(7) 0.6548(6) 0.0285(5) 0.130(5) Uani 1 1 d . . . C2 C 1.2986(5) 0.6267(5) 0.0123(6) 0.127(5) Uani 1 1 d . . . C3 C 1.2375(6) 0.6571(5) 0.0149(7) 0.139(5) Uani 1 1 d . . . H3A H 1.2437 0.6915 0.0296 0.166 Uiso 1 1 calc R . . C4 C 1.1656(5) 0.6415(4) -0.0026(6) 0.136(5) Uani 1 1 d . . . H4A H 1.1242 0.6642 0.0009 0.163 Uiso 1 1 calc R . . C5 C 1.1574(4) 0.5936(4) -0.0244(4) 0.107(4) Uani 1 1 d . . . C6 C 1.2200(5) 0.5600(5) -0.0270(6) 0.143(5) Uani 1 1 d . . . H6A H 1.2142 0.5259 -0.0429 0.171 Uiso 1 1 calc R . . C7 C 1.2900(5) 0.5766(7) -0.0064(6) 0.166(6) Uani 1 1 d . . . H7A H 1.3310 0.5534 -0.0055 0.199 Uiso 1 1 calc R . . C8 C 0.6672(4) 0.6696(3) 0.0686(3) 0.0555(18) Uani 1 1 d . . . C9 C 0.7386(4) 0.6419(3) 0.0395(4) 0.068(2) Uani 1 1 d . . . C10 C 0.7378(4) 0.6184(3) -0.0180(4) 0.082(3) Uani 1 1 d . . . H10A H 0.6929 0.6166 -0.0415 0.098 Uiso 1 1 calc R . . C11 C 0.8043(4) 0.5968(3) -0.0422(4) 0.089(3) Uani 1 1 d . . . H11A H 0.8041 0.5821 -0.0830 0.107 Uiso 1 1 calc R . . C12 C 0.8715(3) 0.5966(3) -0.0065(4) 0.068(2) Uani 1 1 d . . . C13 C 0.8712(4) 0.6211(3) 0.0499(4) 0.070(2) Uani 1 1 d . . . H13A H 0.9157 0.6224 0.0740 0.084 Uiso 1 1 calc R . . C14 C 0.8061(4) 0.6447(3) 0.0735(4) 0.070(2) Uani 1 1 d . . . H14A H 0.8076 0.6625 0.1124 0.084 Uiso 1 1 calc R . . C15 C 0.9740(4) 0.3480(3) -0.2947(4) 0.0564(18) Uani 1 1 d . . . C16 C 0.9845(4) 0.3888(3) -0.2459(3) 0.0577(18) Uani 1 1 d . . . C17 C 1.0373(5) 0.4298(3) -0.2526(5) 0.090(3) Uani 1 1 d . . . H17A H 1.0685 0.4305 -0.2887 0.108 Uiso 1 1 calc R . . C18 C 1.0443(4) 0.4675(3) -0.2092(5) 0.092(3) Uani 1 1 d . . . H18A H 1.0796 0.4943 -0.2160 0.111 Uiso 1 1 calc R . . C19 C 0.9988(3) 0.4683(3) -0.1521(4) 0.067(2) Uani 1 1 d . . . C20 C 0.9450(4) 0.4295(3) -0.1451(4) 0.067(2) Uani 1 1 d . . . H20A H 0.9120 0.4299 -0.1103 0.080 Uiso 1 1 calc R . . C21 C 0.9400(4) 0.3889(3) -0.1914(4) 0.066(2) Uani 1 1 d . . . H21A H 0.9057 0.3615 -0.1849 0.080 Uiso 1 1 calc R . . C22 C 1.0787(4) 0.5730(3) -0.0449(4) 0.074(2) Uani 1 1 d . . . C23 C 1.0140(4) 0.5931(3) -0.0205(4) 0.073(2) Uani 1 1 d . . . H23A H 1.0171 0.6209 0.0085 0.088 Uiso 1 1 calc R . . C24 C 0.9438(3) 0.5740(3) -0.0368(4) 0.066(2) Uani 1 1 d . . . C25 C 0.9386(3) 0.5324(3) -0.0788(4) 0.066(2) Uani 1 1 d . . . H25A H 0.8911 0.5189 -0.0897 0.079 Uiso 1 1 calc R . . C26 C 1.0040(3) 0.5105(3) -0.1050(4) 0.069(2) Uani 1 1 d . . . C27 C 1.0749(4) 0.5330(3) -0.0881(4) 0.069(2) Uani 1 1 d . . . H27A H 1.1194 0.5202 -0.1066 0.083 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 0.0320(6) 0.0713(7) 0.1070(10) -0.0137(6) -0.0122(5) 0.0016(4) Co2 0.0209(6) 0.0382(6) 0.0574(8) 0.000 0.0012(5) 0.000 O1W 0.033(6) 1.27(8) 0.171(13) 0.000 0.100(8) 0.000 O2W 0.033(4) 0.100(5) 0.070(4) 0.000 -0.001(3) 0.000 O7 0.017(3) 0.061(4) 0.094(5) 0.000 -0.011(3) 0.000 O1 0.057(4) 0.280(11) 0.153(7) -0.083(8) -0.006(5) -0.032(6) O2 0.065(5) 0.145(7) 0.156(7) 0.002(6) -0.013(5) -0.009(4) O3 0.026(2) 0.083(3) 0.073(3) -0.035(3) -0.006(2) 0.029(2) O4 0.047(3) 0.138(5) 0.088(4) -0.041(4) -0.021(3) 0.034(3) O5 0.052(3) 0.034(2) 0.077(3) -0.010(2) 0.008(2) -0.008(2) O6 0.080(4) 0.086(4) 0.100(5) -0.022(3) 0.017(3) -0.035(3) C1 0.094(8) 0.212(13) 0.084(7) -0.069(8) -0.020(6) 0.096(9) C2 0.043(5) 0.184(11) 0.154(10) -0.128(9) 0.009(6) -0.020(6) C3 0.061(7) 0.137(9) 0.218(13) -0.059(9) -0.003(8) -0.042(7) C4 0.050(5) 0.169(10) 0.190(11) -0.138(9) -0.027(6) 0.006(6) C5 0.039(5) 0.172(9) 0.109(7) -0.094(7) 0.018(5) 0.001(5) C6 0.042(5) 0.159(10) 0.228(13) -0.112(10) -0.009(7) -0.009(6) C7 0.023(4) 0.312(19) 0.162(11) -0.112(12) -0.005(6) 0.002(7) C8 0.040(4) 0.076(5) 0.050(4) -0.011(4) -0.004(3) 0.019(3) C9 0.028(4) 0.100(6) 0.075(5) -0.028(5) -0.017(4) 0.022(4) C10 0.036(4) 0.122(7) 0.088(6) -0.038(5) -0.023(4) 0.031(4) C11 0.049(5) 0.120(7) 0.098(6) -0.069(6) -0.007(4) 0.022(5) C12 0.017(3) 0.074(5) 0.114(6) -0.037(5) -0.001(4) 0.008(3) C13 0.034(4) 0.099(5) 0.078(5) -0.052(5) -0.019(4) 0.026(4) C14 0.039(4) 0.090(5) 0.080(5) -0.036(4) -0.011(4) 0.023(4) C15 0.037(4) 0.062(4) 0.071(5) -0.019(4) 0.009(4) 0.002(3) C16 0.039(4) 0.069(4) 0.065(5) -0.016(4) 0.015(3) -0.003(3) C17 0.055(5) 0.092(6) 0.122(7) -0.050(5) 0.028(5) -0.031(5) C18 0.039(4) 0.089(6) 0.149(8) -0.055(6) 0.023(5) -0.031(4) C19 0.021(3) 0.080(5) 0.100(6) -0.052(5) -0.001(3) -0.003(3) C20 0.034(4) 0.084(5) 0.082(5) -0.021(4) 0.008(4) 0.006(4) C21 0.036(4) 0.060(4) 0.103(6) -0.033(4) 0.001(4) -0.008(3) C22 0.028(4) 0.098(6) 0.097(6) -0.055(5) 0.000(4) -0.011(4) C23 0.034(4) 0.097(6) 0.088(6) -0.056(5) -0.003(4) 0.006(4) C24 0.025(3) 0.074(5) 0.099(6) -0.042(4) -0.013(4) 0.008(3) C25 0.019(3) 0.077(5) 0.103(6) -0.040(4) 0.006(3) -0.002(3) C26 0.022(3) 0.078(5) 0.107(6) -0.044(5) 0.008(4) 0.002(3) C27 0.022(3) 0.097(5) 0.089(5) -0.047(5) 0.018(3) -0.010(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 Co1 O7 1.933(3) . ? Co1 O4 1.978(5) 1_655 ? Co1 O6 2.044(6) 2_765 ? Co1 O1 2.167(8) . ? Co1 O2 2.175(7) . ? Co1 C1 2.319(13) . ? Co1 O1W 2.344(10) . ? Co2 O3 2.052(4) 1_655 ? Co2 O3 2.052(4) 7_675 ? Co2 O5 2.064(4) 2_765 ? Co2 O5 2.064(4) 8_866 ? Co2 O7 2.077(6) . ? Co2 O2W 2.123(6) . ? O1W Co1 2.344(10) 7_575 ? O7 Co1 1.933(3) 7_575 ? O1 C1 1.189(11) . ? O2 C1 1.140(11) . ? O3 C8 1.163(7) . ? O3 Co2 2.052(4) 1_455 ? O4 C8 1.304(8) . ? O4 Co1 1.978(5) 1_455 ? O5 C15 1.229(8) . ? O5 Co2 2.064(4) 2_764 ? O6 C15 1.268(9) . ? O6 Co1 2.044(6) 2_764 ? C1 C2 1.719(16) . ? C2 C3 1.322(14) . ? C2 C7 1.336(16) . ? C3 C4 1.373(12) . ? C4 C5 1.302(12) . ? C5 C6 1.392(13) . ? C5 C22 1.539(10) . ? C6 C7 1.370(12) . ? C8 C9 1.561(9) . ? C9 C10 1.340(10) . ? C9 C14 1.383(9) . ? C10 C11 1.384(9) . ? C11 C12 1.396(10) . ? C12 C13 1.332(10) . ? C12 C24 1.530(9) . ? C13 C14 1.381(8) . ? C15 C16 1.464(9) . ? C16 C21 1.379(9) . ? C16 C17 1.400(9) . ? C17 C18 1.324(10) . ? C18 C19 1.437(11) . ? C19 C20 1.371(10) . ? C19 C26 1.455(9) . ? C20 C21 1.415(9) . ? C22 C23 1.347(9) . ? C22 C27 1.358(9) . ? C23 C24 1.368(9) . ? C24 C25 1.374(9) . ? C25 C26 1.387(8) . ? C26 C27 1.415(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 O7 Co1 O4 105.6(2) . 1_655 ? O7 Co1 O6 93.7(3) . 2_765 ? O4 Co1 O6 99.7(2) 1_655 2_765 ? O7 Co1 O1 152.1(3) . . ? O4 Co1 O1 100.0(3) 1_655 . ? O6 Co1 O1 92.7(3) 2_765 . ? O7 Co1 O2 94.3(3) . . ? O4 Co1 O2 157.8(3) 1_655 . ? O6 Co1 O2 88.5(3) 2_765 . ? O1 Co1 O2 58.7(3) . . ? O7 Co1 C1 121.6(3) . . ? O4 Co1 C1 128.7(3) 1_655 . ? O6 Co1 C1 96.2(4) 2_765 . ? O1 Co1 C1 30.5(3) . . ? O2 Co1 C1 29.2(3) . . ? O7 Co1 O1W 68.7(4) . . ? O4 Co1 O1W 85.6(3) 1_655 . ? O6 Co1 O1W 162.4(4) 2_765 . ? O1 Co1 O1W 103.0(5) . . ? O2 Co1 O1W 92.8(3) . . ? C1 Co1 O1W 93.5(5) . . ? O3 Co2 O3 88.1(3) 1_655 7_675 ? O3 Co2 O5 89.66(19) 1_655 2_765 ? O3 Co2 O5 173.72(18) 7_675 2_765 ? O3 Co2 O5 173.72(18) 1_655 8_866 ? O3 Co2 O5 89.66(19) 7_675 8_866 ? O5 Co2 O5 92.0(2) 2_765 8_866 ? O3 Co2 O7 96.99(18) 1_655 . ? O3 Co2 O7 96.99(18) 7_675 . ? O5 Co2 O7 89.08(18) 2_765 . ? O5 Co2 O7 89.08(18) 8_866 . ? O3 Co2 O2W 86.35(18) 1_655 . ? O3 Co2 O2W 86.35(18) 7_675 . ? O5 Co2 O2W 87.68(17) 2_765 . ? O5 Co2 O2W 87.68(17) 8_866 . ? O7 Co2 O2W 175.3(3) . . ? Co1 O1W Co1 94.3(6) 7_575 . ? Co1 O7 Co1 125.5(4) . 7_575 ? Co1 O7 Co2 111.30(16) . . ? Co1 O7 Co2 111.30(16) 7_575 . ? C1 O1 Co1 81.8(8) . . ? C1 O2 Co1 82.4(8) . . ? C8 O3 Co2 137.4(4) . 1_455 ? C8 O4 Co1 121.8(4) . 1_455 ? C15 O5 Co2 133.1(5) . 2_764 ? C15 O6 Co1 133.1(5) . 2_764 ? O2 C1 O1 132.2(12) . . ? O2 C1 C2 110.9(9) . . ? O1 C1 C2 109.0(11) . . ? O2 C1 Co1 68.4(8) . . ? O1 C1 Co1 67.7(7) . . ? C2 C1 Co1 169.9(9) . . ? C3 C2 C7 118.3(9) . . ? C3 C2 C1 118.1(9) . . ? C7 C2 C1 123.5(9) . . ? C2 C3 C4 124.6(10) . . ? C5 C4 C3 117.5(10) . . ? C4 C5 C6 119.9(8) . . ? C4 C5 C22 120.8(8) . . ? C6 C5 C22 119.2(8) . . ? C7 C6 C5 120.4(10) . . ? C2 C7 C6 119.1(11) . . ? O3 C8 O4 129.0(6) . . ? O3 C8 C9 119.1(6) . . ? O4 C8 C9 111.9(6) . . ? C10 C9 C14 119.5(6) . . ? C10 C9 C8 122.7(6) . . ? C14 C9 C8 117.8(6) . . ? C9 C10 C11 119.6(7) . . ? C10 C11 C12 121.3(7) . . ? C13 C12 C11 117.9(6) . . ? C13 C12 C24 123.0(6) . . ? C11 C12 C24 118.8(7) . . ? C12 C13 C14 121.4(6) . . ? C13 C14 C9 120.3(6) . . ? O5 C15 O6 124.3(6) . . ? O5 C15 C16 118.6(7) . . ? O6 C15 C16 116.9(7) . . ? C21 C16 C17 117.2(6) . . ? C21 C16 C15 120.3(6) . . ? C17 C16 C15 122.4(7) . . ? C18 C17 C16 121.9(8) . . ? C17 C18 C19 121.9(7) . . ? C20 C19 C18 117.4(6) . . ? C20 C19 C26 119.9(7) . . ? C18 C19 C26 122.5(7) . . ? C19 C20 C21 119.5(7) . . ? C16 C21 C20 122.0(7) . . ? C23 C22 C27 119.5(6) . . ? C23 C22 C5 121.6(6) . . ? C27 C22 C5 118.9(6) . . ? C22 C23 C24 122.2(6) . . ? C23 C24 C25 119.3(6) . . ? C23 C24 C12 120.8(6) . . ? C25 C24 C12 119.8(6) . . ? C24 C25 C26 120.3(6) . . ? C25 C26 C27 117.9(6) . . ? C25 C26 C19 120.6(6) . . ? C27 C26 C19 121.3(5) . . ? C22 C27 C26 120.6(6) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.291 _refine_diff_density_min -0.850 _refine_diff_density_rms 0.130 _database_code_depnum_ccdc_archive 'CCDC 890976' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1c #TrackingRef 'crystal data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C78 H106 Co3 N8 O31' _chemical_formula_weight 1828.50 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' N N 0.0061 0.0033 '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 orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 17.446(4) _cell_length_b 27.758(6) _cell_length_c 18.762(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9086(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3836 _exptl_absorpt_coefficient_mu 0.623 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 77211 _diffrn_reflns_av_R_equivalents 0.1010 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 27.48 _reflns_number_total 10594 _reflns_number_gt 5999 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1625P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10594 _refine_ls_number_parameters 358 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1485 _refine_ls_R_factor_gt 0.0917 _refine_ls_wR_factor_ref 0.2809 _refine_ls_wR_factor_gt 0.2542 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.048 _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 0.49344(3) 0.31713(2) 0.03322(4) 0.0634(3) Uani 1 1 d . . . Co2 Co 0.38134(3) 0.2500 0.14526(5) 0.0504(3) Uani 1 2 d S . . O1W O 0.4768(3) 0.2995(3) -0.0763(3) 0.154(2) Uani 1 1 d . . . O7 O 0.4745(2) 0.2500 0.0723(3) 0.0687(12) Uani 1 2 d S . . O1 O 0.56047(17) 0.38127(16) -0.0041(3) 0.1214(18) Uani 1 1 d . . . O2 O 0.61509(17) 0.31294(13) 0.0199(2) 0.0836(11) Uani 1 1 d . . . O3 O 1.31656(14) 0.30131(11) 0.09230(19) 0.0689(9) Uani 1 1 d . . . O4 O 1.39021(17) 0.34866(18) 0.0279(3) 0.152(3) Uani 1 1 d . . . O5 O 1.06916(16) 0.69600(10) -0.29303(18) 0.0657(8) Uani 1 1 d . . . O6 O 0.9868(2) 0.65979(16) -0.3646(3) 0.1167(17) Uani 1 1 d . . . C1 C 0.6189(2) 0.3553(2) 0.0008(3) 0.0791(15) Uani 1 1 d . . . C2 C 0.6962(2) 0.37792(17) -0.0138(3) 0.0726(14) Uani 1 1 d . . . C3 C 0.7606(3) 0.3497(2) -0.0125(4) 0.115(3) Uani 1 1 d . . . H3A H 0.7570 0.3172 -0.0007 0.138 Uiso 1 1 calc R . . C4 C 0.8314(3) 0.3698(2) -0.0290(4) 0.122(3) Uani 1 1 d . . . H4A H 0.8743 0.3500 -0.0296 0.146 Uiso 1 1 calc R . . C5 C 0.8401(2) 0.41721(17) -0.0440(3) 0.0755(15) Uani 1 1 d . . . C6 C 0.7766(2) 0.4456(2) -0.0421(4) 0.102(2) Uani 1 1 d . . . H6A H 0.7811 0.4785 -0.0511 0.123 Uiso 1 1 calc R . . C7 C 0.7047(3) 0.4260(2) -0.0268(4) 0.105(2) Uani 1 1 d . . . H7A H 0.6620 0.4460 -0.0255 0.126 Uiso 1 1 calc R . . C8 C 1.3266(2) 0.33492(18) 0.0514(3) 0.0756(15) Uani 1 1 d . . . C9 C 1.2579(2) 0.36442(17) 0.0282(3) 0.0719(14) Uani 1 1 d . . . C10 C 1.2621(2) 0.3976(2) -0.0247(4) 0.106(2) Uani 1 1 d . . . H10A H 1.3096 0.4048 -0.0446 0.127 Uiso 1 1 calc R . . C11 C 1.1973(3) 0.4210(2) -0.0498(4) 0.096(2) Uani 1 1 d . . . H11A H 1.2014 0.4418 -0.0884 0.115 Uiso 1 1 calc R . . C12 C 1.1268(2) 0.41379(18) -0.0182(3) 0.0779(16) Uani 1 1 d . . . C13 C 1.1238(2) 0.38317(18) 0.0404(3) 0.0801(17) Uani 1 1 d . . . H13A H 1.0781 0.3796 0.0653 0.096 Uiso 1 1 calc R . . C14 C 1.1877(2) 0.35818(17) 0.0619(3) 0.0774(15) Uani 1 1 d . . . H14A H 1.1839 0.3367 0.0997 0.093 Uiso 1 1 calc R . . C15 C 1.0247(2) 0.66265(17) -0.3083(3) 0.0696(13) Uani 1 1 d . . . C16 C 1.0153(2) 0.62250(15) -0.2567(3) 0.0675(14) Uani 1 1 d . . . C17 C 0.9612(2) 0.58520(17) -0.2700(3) 0.0823(16) Uani 1 1 d . . . H17A H 0.9302 0.5867 -0.3102 0.099 Uiso 1 1 calc R . . C18 C 0.9547(2) 0.54744(18) -0.2244(3) 0.0841(17) Uani 1 1 d . . . H18A H 0.9179 0.5240 -0.2335 0.101 Uiso 1 1 calc R . . C19 C 1.00069(19) 0.54276(17) -0.1651(3) 0.0709(15) Uani 1 1 d . . . C20 C 1.0543(2) 0.57949(17) -0.1516(3) 0.0739(14) Uani 1 1 d . . . H20A H 1.0864 0.5772 -0.1122 0.089 Uiso 1 1 calc R . . C21 C 1.0599(2) 0.61872(15) -0.1958(3) 0.0642(12) Uani 1 1 d . . . H21A H 1.0942 0.6432 -0.1847 0.077 Uiso 1 1 calc R . . C22 C 0.9174(2) 0.43872(17) -0.0601(3) 0.0719(14) Uani 1 1 d . . . C23 C 0.9832(2) 0.41688(17) -0.0348(3) 0.0730(15) Uani 1 1 d . . . H23A H 0.9795 0.3881 -0.0096 0.088 Uiso 1 1 calc R . . C24 C 1.0564(2) 0.43786(18) -0.0469(3) 0.0756(15) Uani 1 1 d . . . C25 C 1.0606(2) 0.47863(16) -0.0884(3) 0.0792(16) Uani 1 1 d . . . H25A H 1.1083 0.4923 -0.0973 0.095 Uiso 1 1 calc R . . C26 C 0.9951(2) 0.50010(15) -0.1178(3) 0.0705(14) Uani 1 1 d . . . C27 C 0.9239(2) 0.47932(16) -0.1023(3) 0.0781(16) Uani 1 1 d . . . H27A H 0.8797 0.4932 -0.1209 0.094 Uiso 1 1 calc R . . O8 O 0.2936(3) 0.2500 0.2240(3) 0.0873(16) Uani 1 2 d SD . . N1 N 0.1605(7) 0.2500 0.2457(11) 0.344(17) Uani 1 2 d SD . . C28 C 0.2258(5) 0.2500 0.2027(8) 0.38(2) Uani 1 2 d SD . . H28A H 0.2181 0.2500 0.1537 0.460 Uiso 1 2 calc SR . . C29 C 0.1764(15) 0.2500 0.3291(9) 0.280(16) Uani 1 2 d SD . . C30 C 0.0832(11) 0.2500 0.1994(13) 0.38(2) Uani 1 2 d SD . . 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 0.0249(3) 0.0599(4) 0.1053(6) 0.0196(3) 0.0045(3) -0.0002(2) Co2 0.0287(4) 0.0379(4) 0.0845(6) 0.000 0.0019(3) 0.000 O1W 0.134(4) 0.214(6) 0.115(4) 0.027(4) -0.030(3) -0.077(4) O7 0.049(2) 0.044(2) 0.113(4) 0.000 0.019(2) 0.000 O1 0.0284(16) 0.130(3) 0.206(5) 0.084(3) 0.009(2) 0.0058(17) O2 0.0375(16) 0.074(2) 0.140(3) 0.011(2) 0.0210(17) -0.0066(13) O3 0.0353(14) 0.0634(18) 0.108(3) 0.0218(19) -0.0016(14) 0.0065(12) O4 0.0261(16) 0.147(4) 0.281(7) 0.137(4) 0.019(2) 0.0111(19) O5 0.0542(16) 0.0488(16) 0.094(2) 0.0073(16) -0.0014(15) -0.0093(13) O6 0.107(3) 0.100(3) 0.143(4) 0.048(3) -0.049(3) -0.064(3) C1 0.033(2) 0.095(4) 0.110(4) 0.025(3) 0.001(2) -0.002(2) C2 0.0311(19) 0.073(3) 0.113(4) 0.038(3) -0.004(2) -0.0034(18) C3 0.036(2) 0.081(4) 0.229(8) 0.052(4) 0.003(3) -0.009(2) C4 0.031(2) 0.087(4) 0.246(9) 0.079(5) 0.018(3) 0.007(2) C5 0.031(2) 0.072(3) 0.123(4) 0.039(3) -0.001(2) -0.0025(19) C6 0.034(2) 0.100(4) 0.174(6) 0.068(4) -0.001(3) 0.005(2) C7 0.032(2) 0.107(4) 0.176(6) 0.076(4) 0.006(3) 0.005(2) C8 0.0273(19) 0.074(3) 0.125(4) 0.025(3) -0.006(2) -0.0021(19) C9 0.0276(18) 0.066(3) 0.122(4) 0.035(3) -0.001(2) 0.0069(17) C10 0.024(2) 0.122(5) 0.173(6) 0.070(4) 0.010(3) 0.007(2) C11 0.041(2) 0.097(4) 0.150(5) 0.080(4) 0.010(3) 0.001(2) C12 0.0252(19) 0.072(3) 0.137(5) 0.040(3) 0.000(2) -0.0001(18) C13 0.0293(19) 0.082(3) 0.129(5) 0.047(3) -0.003(2) 0.0035(19) C14 0.036(2) 0.074(3) 0.122(4) 0.039(3) 0.003(2) 0.0068(19) C15 0.034(2) 0.066(3) 0.108(4) 0.007(3) -0.010(2) 0.0009(19) C16 0.0361(19) 0.052(2) 0.115(4) 0.031(3) -0.005(2) -0.0028(16) C17 0.048(2) 0.065(3) 0.134(5) 0.028(3) -0.021(3) -0.019(2) C18 0.039(2) 0.071(3) 0.142(5) 0.041(3) -0.016(3) -0.0148(19) C19 0.0273(19) 0.059(3) 0.126(4) 0.028(3) 0.002(2) 0.0003(16) C20 0.0287(19) 0.076(3) 0.118(4) 0.025(3) -0.010(2) -0.0002(18) C21 0.038(2) 0.057(2) 0.097(4) 0.016(2) -0.007(2) -0.0065(16) C22 0.0239(18) 0.079(3) 0.113(4) 0.034(3) 0.000(2) -0.0048(17) C23 0.0318(19) 0.061(3) 0.126(4) 0.040(3) 0.000(2) -0.0019(18) C24 0.028(2) 0.074(3) 0.125(4) 0.036(3) 0.000(2) 0.0025(18) C25 0.0283(18) 0.068(3) 0.141(5) 0.050(3) -0.004(2) -0.0010(17) C26 0.0305(19) 0.058(3) 0.123(4) 0.036(3) -0.006(2) -0.0068(15) C27 0.0256(17) 0.066(3) 0.143(5) 0.042(3) -0.006(2) -0.0010(16) O8 0.046(2) 0.066(3) 0.150(5) 0.000 0.028(3) 0.000 N1 0.101(9) 0.241(17) 0.69(5) 0.000 0.158(18) 0.000 C28 0.39(3) 0.087(9) 0.67(5) 0.000 0.46(3) 0.000 C29 0.53(4) 0.097(9) 0.214(18) 0.000 0.23(2) 0.000 C30 0.27(3) 0.167(17) 0.72(6) 0.000 0.35(4) 0.000 _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 O4 2.005(3) 1_455 ? Co1 O7 2.030(2) . ? Co1 O6 2.051(5) 2_665 ? Co1 O1W 2.132(6) . ? Co1 O2 2.140(3) . ? Co1 O1 2.243(4) . ? Co1 C1 2.507(4) . ? Co2 O3 2.072(3) 7_465 ? Co2 O3 2.072(3) 1_455 ? Co2 O5 2.082(3) 2_665 ? Co2 O5 2.082(3) 8_756 ? Co2 O7 2.125(4) . ? Co2 O8 2.127(5) . ? O7 Co1 2.030(2) 7_565 ? O1 C1 1.251(6) . ? O2 C1 1.231(6) . ? O3 C8 1.221(5) . ? O3 Co2 2.072(3) 1_655 ? O4 C8 1.253(5) . ? O4 Co1 2.005(3) 1_655 ? O5 C15 1.241(5) . ? O5 Co2 2.082(3) 2_664 ? O6 C15 1.248(6) . ? O6 Co1 2.051(5) 2_664 ? C1 C2 1.513(6) . ? C2 C7 1.365(7) . ? C2 C3 1.370(7) . ? C3 C4 1.389(6) . ? C4 C5 1.355(7) . ? C5 C6 1.361(6) . ? C5 C22 1.504(5) . ? C6 C7 1.397(6) . ? C8 C9 1.516(6) . ? C9 C10 1.355(7) . ? C9 C14 1.389(6) . ? C10 C11 1.387(6) . ? C11 C12 1.380(6) . ? C12 C13 1.390(7) . ? C12 C24 1.497(6) . ? C13 C14 1.373(5) . ? C15 C16 1.486(7) . ? C16 C21 1.385(7) . ? C16 C17 1.423(6) . ? C17 C18 1.357(7) . ? C18 C19 1.378(7) . ? C19 C20 1.406(6) . ? C19 C26 1.483(6) . ? C20 C21 1.373(6) . ? C22 C27 1.381(6) . ? C22 C23 1.382(6) . ? C23 C24 1.423(5) . ? C24 C25 1.376(6) . ? C25 C26 1.402(5) . ? C26 C27 1.399(5) . ? O8 C28 1.248(10) . ? N1 C28 1.397(9) . ? N1 C29 1.589(17) . ? N1 C30 1.604(18) . ? 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 O4 Co1 O7 105.84(16) 1_455 . ? O4 Co1 O6 93.5(2) 1_455 2_665 ? O7 Co1 O6 88.63(19) . 2_665 ? O4 Co1 O1W 86.0(3) 1_455 . ? O7 Co1 O1W 96.6(2) . . ? O6 Co1 O1W 174.7(2) 2_665 . ? O4 Co1 O2 155.32(15) 1_455 . ? O7 Co1 O2 98.83(15) . . ? O6 Co1 O2 87.68(17) 2_665 . ? O1W Co1 O2 90.6(2) . . ? O4 Co1 O1 96.09(14) 1_455 . ? O7 Co1 O1 157.92(14) . . ? O6 Co1 O1 87.52(19) 2_665 . ? O1W Co1 O1 87.3(2) . . ? O2 Co1 O1 59.30(13) . . ? O4 Co1 C1 125.98(17) 1_455 . ? O7 Co1 C1 128.16(17) . . ? O6 Co1 C1 87.00(17) 2_665 . ? O1W Co1 C1 89.0(2) . . ? O2 Co1 C1 29.40(14) . . ? O1 Co1 C1 29.90(15) . . ? O3 Co2 O3 86.84(18) 7_465 1_455 ? O3 Co2 O5 171.12(12) 7_465 2_665 ? O3 Co2 O5 89.89(13) 1_455 2_665 ? O3 Co2 O5 89.89(13) 7_465 8_756 ? O3 Co2 O5 171.12(12) 1_455 8_756 ? O5 Co2 O5 92.13(18) 2_665 8_756 ? O3 Co2 O7 96.23(13) 7_465 . ? O3 Co2 O7 96.23(13) 1_455 . ? O5 Co2 O7 92.34(12) 2_665 . ? O5 Co2 O7 92.34(12) 8_756 . ? O3 Co2 O8 86.59(14) 7_465 . ? O3 Co2 O8 86.59(14) 1_455 . ? O5 Co2 O8 84.97(14) 2_665 . ? O5 Co2 O8 84.97(14) 8_756 . ? O7 Co2 O8 176.1(2) . . ? Co1 O7 Co1 133.3(2) . 7_565 ? Co1 O7 Co2 110.92(11) . . ? Co1 O7 Co2 110.92(11) 7_565 . ? C1 O1 Co1 86.8(3) . . ? C1 O2 Co1 92.0(3) . . ? C8 O3 Co2 138.4(3) . 1_655 ? C8 O4 Co1 130.1(3) . 1_655 ? C15 O5 Co2 131.9(3) . 2_664 ? C15 O6 Co1 133.0(3) . 2_664 ? O2 C1 O1 121.9(4) . . ? O2 C1 C2 119.8(4) . . ? O1 C1 C2 118.3(5) . . ? O2 C1 Co1 58.6(2) . . ? O1 C1 Co1 63.3(2) . . ? C2 C1 Co1 176.3(4) . . ? C7 C2 C3 118.2(4) . . ? C7 C2 C1 122.3(4) . . ? C3 C2 C1 119.4(4) . . ? C2 C3 C4 119.7(5) . . ? C5 C4 C3 122.4(5) . . ? C4 C5 C6 117.8(4) . . ? C4 C5 C22 121.9(4) . . ? C6 C5 C22 120.3(4) . . ? C5 C6 C7 120.7(5) . . ? C2 C7 C6 121.0(5) . . ? O3 C8 O4 125.6(4) . . ? O3 C8 C9 118.6(4) . . ? O4 C8 C9 115.8(4) . . ? C10 C9 C14 117.7(4) . . ? C10 C9 C8 122.3(4) . . ? C14 C9 C8 120.0(4) . . ? C9 C10 C11 121.5(4) . . ? C12 C11 C10 120.9(5) . . ? C11 C12 C13 117.4(4) . . ? C11 C12 C24 120.8(4) . . ? C13 C12 C24 121.8(4) . . ? C14 C13 C12 120.7(4) . . ? C13 C14 C9 121.3(4) . . ? O5 C15 O6 125.0(5) . . ? O5 C15 C16 118.5(5) . . ? O6 C15 C16 116.4(4) . . ? C21 C16 C17 117.5(4) . . ? C21 C16 C15 122.2(4) . . ? C17 C16 C15 120.3(5) . . ? C18 C17 C16 120.5(5) . . ? C17 C18 C19 122.1(4) . . ? C18 C19 C20 117.7(4) . . ? C18 C19 C26 121.3(4) . . ? C20 C19 C26 121.0(5) . . ? C21 C20 C19 120.9(4) . . ? C20 C21 C16 121.2(4) . . ? C27 C22 C23 119.1(4) . . ? C27 C22 C5 120.8(4) . . ? C23 C22 C5 120.0(4) . . ? C22 C23 C24 120.8(4) . . ? C25 C24 C23 118.3(4) . . ? C25 C24 C12 121.8(4) . . ? C23 C24 C12 119.8(4) . . ? C24 C25 C26 121.9(4) . . ? C27 C26 C25 117.8(4) . . ? C27 C26 C19 120.8(3) . . ? C25 C26 C19 121.4(3) . . ? C22 C27 C26 121.9(4) . . ? C28 O8 Co2 117.4(7) . . ? C28 N1 C29 115.2(14) . . ? C28 N1 C30 111.9(14) . . ? C29 N1 C30 132.9(14) . . ? O8 C28 N1 126.1(13) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.332 _refine_diff_density_min -1.106 _refine_diff_density_rms 0.084 _database_code_depnum_ccdc_archive 'CCDC 890977' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 #TrackingRef 'crystal data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C122 H178 Co6 N14 O46' _chemical_formula_weight 2930.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Cubic _symmetry_space_group_name_H-M Im-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y, -z' 'x, -y, -z' 'z, x, y' 'z, -x, -y' '-z, -x, y' '-z, x, -y' 'y, z, x' '-y, z, -x' 'y, -z, -x' '-y, -z, x' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' 'z+1/2, x+1/2, y+1/2' 'z+1/2, -x+1/2, -y+1/2' '-z+1/2, -x+1/2, y+1/2' '-z+1/2, x+1/2, -y+1/2' 'y+1/2, z+1/2, x+1/2' '-y+1/2, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x+1/2' '-y+1/2, -z+1/2, x+1/2' '-x, -y, -z' 'x, y, -z' 'x, -y, z' '-x, y, z' '-z, -x, -y' '-z, x, y' 'z, x, -y' 'z, -x, y' '-y, -z, -x' 'y, -z, x' '-y, z, x' 'y, z, -x' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-z+1/2, -x+1/2, -y+1/2' '-z+1/2, x+1/2, y+1/2' 'z+1/2, x+1/2, -y+1/2' 'z+1/2, -x+1/2, y+1/2' '-y+1/2, -z+1/2, -x+1/2' 'y+1/2, -z+1/2, x+1/2' '-y+1/2, z+1/2, x+1/2' 'y+1/2, z+1/2, -x+1/2' _cell_length_a 27.24960(10) _cell_length_b 27.24960(10) _cell_length_c 27.24960(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 20233.94(13) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 9228 _exptl_absorpt_coefficient_mu 6.402 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8897 _diffrn_reflns_av_R_equivalents 0.1013 _diffrn_reflns_av_sigmaI/netI 0.1026 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 61.99 _reflns_number_total 2827 _reflns_number_gt 1478 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2827 _refine_ls_number_parameters 128 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1667 _refine_ls_R_factor_gt 0.1274 _refine_ls_wR_factor_ref 0.3520 _refine_ls_wR_factor_gt 0.3220 _refine_ls_goodness_of_fit_ref 1.591 _refine_ls_restrained_S_all 1.593 _refine_ls_shift/su_max 0.000 _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 0.5000 0.05552(12) 0.05463(12) 0.0997(11) Uani 1 2 d SD . . Co2 Co 0.5000 0.16840(9) 0.0000 0.0417(7) Uani 1 4 d S . . O1 O 0.4383(3) 0.0925(2) 0.0777(3) 0.099(3) Uani 1 1 d . . . O2 O 0.4468(2) 0.1706(2) 0.0529(2) 0.0616(17) Uani 1 1 d . . . O3 O 0.5000 0.0905(4) 0.0000 0.066(4) Uani 1 4 d S . . O4 O 0.4468(4) 0.0000 0.0319(4) 0.108(4) Uani 1 2 d SD . . O1W O 0.5000 0.0000 0.1104(5) 0.28(2) Uani 1 4 d SD . . O2W O 0.5000 0.2460(5) 0.0000 0.081(4) Uani 1 4 d S . . C1 C 0.4268(4) 0.1387(4) 0.0756(4) 0.066(3) Uani 1 1 d . . . C2 C 0.3810(4) 0.1532(3) 0.1062(4) 0.067(3) Uani 1 1 d . . . C3 C 0.3522(4) 0.1178(4) 0.1312(4) 0.077(3) Uani 1 1 d . . . H3A H 0.3618 0.0850 0.1317 0.093 Uiso 1 1 calc R . . C4 C 0.3114(4) 0.1318(3) 0.1539(4) 0.071(3) Uani 1 1 d . . . H4A H 0.2904 0.1081 0.1666 0.085 Uiso 1 1 calc R . . C5 C 0.2994(3) 0.1824(3) 0.1592(4) 0.065(3) Uani 1 1 d . . . C6 C 0.3295(3) 0.2173(3) 0.1382(3) 0.065(3) Uani 1 1 d . . . H6A H 0.3231 0.2505 0.1427 0.078 Uiso 1 1 calc R . . C7 C 0.3693(4) 0.2027(3) 0.1104(4) 0.062(2) Uani 1 1 d . . . H7A H 0.3884 0.2260 0.0945 0.075 Uiso 1 1 calc R . . C8 C 0.2535(4) 0.1981(3) 0.1857(4) 0.067(3) Uani 1 1 d . . . C9 C 0.2384(3) 0.1716(3) 0.2279(3) 0.060(3) Uani 1 1 d . . . H9A H 0.2563 0.1444 0.2381 0.073 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 0.094(2) 0.098(2) 0.107(2) -0.0030(18) 0.000 0.000 Co2 0.0333(14) 0.0395(15) 0.0523(16) 0.000 0.000 0.000 O1 0.106(6) 0.049(4) 0.140(7) -0.020(4) 0.087(5) 0.004(4) O2 0.045(3) 0.054(4) 0.086(4) 0.005(3) 0.031(3) 0.004(3) O3 0.049(7) 0.030(6) 0.118(11) 0.000 0.000 0.000 O4 0.133(10) 0.074(7) 0.116(9) 0.000 -0.019(8) 0.000 O1W 0.23(3) 0.010(8) 0.62(7) 0.000 0.000 0.000 O2W 0.042(7) 0.071(9) 0.130(13) 0.000 0.000 0.000 C1 0.070(6) 0.060(6) 0.068(6) -0.010(5) 0.031(5) 0.004(5) C2 0.072(6) 0.050(5) 0.079(7) -0.002(5) 0.040(5) 0.014(5) C3 0.080(7) 0.048(5) 0.104(8) 0.007(5) 0.050(7) 0.015(5) C4 0.085(7) 0.051(5) 0.077(7) 0.019(5) 0.047(6) 0.013(5) C5 0.071(6) 0.049(5) 0.074(6) 0.015(5) 0.048(5) 0.020(5) C6 0.069(6) 0.055(5) 0.070(6) 0.009(5) 0.038(5) 0.020(5) C7 0.074(6) 0.043(5) 0.070(6) 0.015(4) 0.019(5) 0.002(5) C8 0.071(6) 0.055(5) 0.076(7) 0.009(5) 0.045(5) 0.010(5) C9 0.053(5) 0.056(5) 0.072(6) 0.023(5) 0.023(5) 0.030(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 Co1 O3 1.768(6) . ? Co1 O1 2.059(7) 28_655 ? Co1 O1 2.059(7) . ? Co1 O1W 2.144(10) . ? Co1 O4 2.185(7) 2_655 ? Co1 O4 2.185(7) . ? Co1 Co1 2.977(7) 26 ? Co2 O2 2.045(5) 28_655 ? Co2 O2 2.045(5) 3_655 ? Co2 O2 2.045(5) 26 ? Co2 O2 2.045(5) . ? Co2 O2W 2.114(14) . ? Co2 O3 2.123(11) . ? O1 C1 1.298(11) . ? O2 C1 1.198(11) . ? O3 Co1 1.768(6) 26 ? O4 O4 1.74(2) 26 ? O4 Co1 2.185(7) 2_655 ? O1W Co1 2.144(10) 2_655 ? C1 C2 1.551(12) . ? C2 C7 1.390(12) . ? C2 C3 1.419(13) . ? C3 C4 1.327(12) . ? C4 C5 1.424(12) . ? C5 C6 1.381(12) . ? C5 C8 1.506(11) . ? C6 C7 1.381(12) . ? C8 C9 1.356(12) 5 ? C8 C9 1.419(11) . ? C9 C8 1.356(12) 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 O3 Co1 O1 89.6(3) . 28_655 ? O3 Co1 O1 89.6(3) . . ? O1 Co1 O1 109.5(5) 28_655 . ? O3 Co1 O1W 167.8(4) . . ? O1 Co1 O1W 97.4(3) 28_655 . ? O1 Co1 O1W 97.4(3) . . ? O3 Co1 O4 97.7(4) . 2_655 ? O1 Co1 O4 83.3(3) 28_655 2_655 ? O1 Co1 O4 165.3(3) . 2_655 ? O1W Co1 O4 73.3(4) . 2_655 ? O3 Co1 O4 97.7(4) . . ? O1 Co1 O4 165.3(3) 28_655 . ? O1 Co1 O4 83.3(3) . . ? O1W Co1 O4 73.3(4) . . ? O4 Co1 O4 83.1(5) 2_655 . ? O3 Co1 Co1 32.6(3) . 26 ? O1 Co1 Co1 107.8(3) 28_655 26 ? O1 Co1 Co1 107.8(3) . 26 ? O1W Co1 Co1 135.1(3) . 26 ? O4 Co1 Co1 73.5(3) 2_655 26 ? O4 Co1 Co1 73.5(3) . 26 ? O2 Co2 O2 89.6(4) 28_655 3_655 ? O2 Co2 O2 176.7(4) 28_655 26 ? O2 Co2 O2 90.3(4) 3_655 26 ? O2 Co2 O2 90.3(4) 28_655 . ? O2 Co2 O2 176.7(4) 3_655 . ? O2 Co2 O2 89.6(4) 26 . ? O2 Co2 O2W 88.34(18) 28_655 . ? O2 Co2 O2W 88.34(18) 3_655 . ? O2 Co2 O2W 88.34(18) 26 . ? O2 Co2 O2W 88.34(18) . . ? O2 Co2 O3 91.66(18) 28_655 . ? O2 Co2 O3 91.66(18) 3_655 . ? O2 Co2 O3 91.66(18) 26 . ? O2 Co2 O3 91.66(18) . . ? O2W Co2 O3 180.0 . . ? C1 O1 Co1 131.2(6) . . ? C1 O2 Co2 131.7(6) . . ? Co1 O3 Co1 114.7(6) 26 . ? Co1 O3 Co2 122.6(3) 26 . ? Co1 O3 Co2 122.6(3) . . ? O4 O4 Co1 106.5(3) 26 . ? O4 O4 Co1 106.5(3) 26 2_655 ? Co1 O4 Co1 87.7(4) . 2_655 ? Co1 O1W Co1 89.7(6) 2_655 . ? O2 C1 O1 128.1(8) . . ? O2 C1 C2 117.3(8) . . ? O1 C1 C2 114.7(8) . . ? C7 C2 C3 119.5(8) . . ? C7 C2 C1 118.4(9) . . ? C3 C2 C1 122.0(8) . . ? C4 C3 C2 119.5(9) . . ? C3 C4 C5 121.2(9) . . ? C6 C5 C4 119.2(8) . . ? C6 C5 C8 119.8(8) . . ? C4 C5 C8 121.1(8) . . ? C7 C6 C5 119.7(8) . . ? C6 C7 C2 120.3(8) . . ? C9 C8 C9 119.5(9) 5 . ? C9 C8 C5 121.5(8) 5 . ? C9 C8 C5 118.9(8) . . ? C8 C9 C8 120.5(9) 9 . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 61.99 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 2.039 _refine_diff_density_min -1.034 _refine_diff_density_rms 0.145 #_eof #End of Crystallographic Information File _database_code_depnum_ccdc_archive 'CCDC 890978'