# Electronic Supplementary Material (ESI) for Dalton Transactions # 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_added_by_encifer _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H28 Mn N6 O4' _chemical_formula_weight 759.66 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' Mn Mn 0.3368 0.7283 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.2991(12) _cell_length_b 21.109(3) _cell_length_c 19.3786(18) _cell_angle_alpha 90.00 _cell_angle_beta 104.356(5) _cell_angle_gamma 90.00 _cell_volume 3685.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1564 _exptl_absorpt_coefficient_mu 0.411 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9600 _exptl_absorpt_correction_T_max 0.9678 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19096 _diffrn_reflns_av_R_equivalents 0.0821 _diffrn_reflns_av_sigmaI/netI 0.1058 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.05 _reflns_number_total 6511 _reflns_number_gt 3332 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8457 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1775 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1105 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_restrained_S_all 1.113 _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 Mn1 Mn 0.36182(6) -0.51004(2) 0.56929(3) 0.03958(17) Uani 1 1 d . . . O1 O 0.2519(3) -0.53890(10) 0.46504(12) 0.0495(7) Uani 1 1 d . . . O2 O 0.4390(3) -0.53814(11) 0.41280(12) 0.0561(7) Uani 1 1 d . . . O3 O 0.2100(3) -0.55609(12) 0.62374(13) 0.0665(8) Uani 1 1 d . . . O4 O 0.3729(4) -0.49715(13) 0.69489(13) 0.0841(10) Uani 1 1 d . . . N1 N -0.5029(4) -0.89769(14) 0.08417(17) 0.0529(9) Uani 1 1 d . . . N2 N -0.2633(4) -0.69813(15) 0.03040(16) 0.0573(9) Uani 1 1 d . . . N3 N -0.2505(7) -0.5673(2) -0.1827(2) 0.1265(19) Uani 1 1 d . . . N4 N 0.2371(3) -0.41881(13) 0.54463(15) 0.0428(8) Uani 1 1 d . . . N5 N -0.1426(4) -0.24788(14) 0.45697(16) 0.0554(9) Uani 1 1 d . . . N6 N -0.5466(6) -0.1894(3) 0.2432(2) 0.1134(19) Uani 1 1 d . . . C1 C -0.5405(5) -0.85113(18) 0.0365(2) 0.0581(12) Uani 1 1 d . . . H1 H -0.6269 -0.8557 0.0005 0.070 Uiso 1 1 calc R . . C2 C -0.4582(5) -0.79636(17) 0.03772(19) 0.0549(12) Uani 1 1 d . . . H2 H -0.4886 -0.7657 0.0027 0.066 Uiso 1 1 calc R . . C3 C -0.3304(5) -0.78756(17) 0.09129(19) 0.0500(11) Uani 1 1 d . . . C4 C -0.2910(5) -0.83558(19) 0.14136(19) 0.0623(12) Uani 1 1 d . . . H4 H -0.2062 -0.8319 0.1785 0.075 Uiso 1 1 calc R . . C5 C -0.3800(5) -0.88928(18) 0.1354(2) 0.0623(12) Uani 1 1 d . . . H5 H -0.3516 -0.9211 0.1692 0.075 Uiso 1 1 calc R . . C6 C -0.2449(5) -0.72854(18) 0.0935(2) 0.0521(11) Uani 1 1 d . . . C7 C -0.1536(4) -0.70383(18) 0.15557(19) 0.0562(11) Uani 1 1 d . . . H7 H -0.1438 -0.7251 0.1985 0.067 Uiso 1 1 calc R . . C8 C -0.0770(5) -0.64779(18) 0.1540(2) 0.0545(11) Uani 1 1 d . . . C9 C -0.0942(5) -0.61844(17) 0.0891(2) 0.0609(12) Uani 1 1 d . . . H9 H -0.0428 -0.5812 0.0860 0.073 Uiso 1 1 calc R . . C10 C -0.1871(5) -0.64385(19) 0.0283(2) 0.0605(12) Uani 1 1 d . . . C11 C -0.2104(6) -0.61560(19) -0.0434(2) 0.0693(14) Uani 1 1 d . . . C12 C -0.3247(6) -0.6336(2) -0.0980(3) 0.113(2) Uani 1 1 d . . . H12 H -0.3923 -0.6635 -0.0901 0.136 Uiso 1 1 calc R . . C13 C -0.3420(8) -0.6082(3) -0.1653(3) 0.156(3) Uani 1 1 d . . . H13 H -0.4241 -0.6209 -0.2007 0.187 Uiso 1 1 calc R . . C14 C -0.1349(7) -0.5510(2) -0.1310(3) 0.116(2) Uani 1 1 d . . . H14 H -0.0650 -0.5236 -0.1415 0.139 Uiso 1 1 calc R . . C15 C -0.1126(6) -0.5732(2) -0.0610(2) 0.0981(18) Uani 1 1 d . . . H15 H -0.0312 -0.5592 -0.0261 0.118 Uiso 1 1 calc R . . C16 C 0.0197(5) -0.62034(17) 0.2201(2) 0.0505(11) Uani 1 1 d . . . C17 C -0.0281(5) -0.61632(19) 0.2815(2) 0.0711(13) Uani 1 1 d . . . H17 H -0.1218 -0.6313 0.2822 0.085 Uiso 1 1 calc R . . C18 C 0.0624(5) -0.59020(18) 0.3421(2) 0.0639(12) Uani 1 1 d . . . H18 H 0.0258 -0.5857 0.3823 0.077 Uiso 1 1 calc R . . C19 C 0.2044(4) -0.57058(15) 0.34515(18) 0.0401(9) Uani 1 1 d . . . C20 C 0.2520(4) -0.57265(16) 0.2830(2) 0.0558(11) Uani 1 1 d . . . H20 H 0.3462 -0.5581 0.2827 0.067 Uiso 1 1 calc R . . C21 C 0.1588(5) -0.59640(17) 0.2211(2) 0.0592(12) Uani 1 1 d . . . H21 H 0.1907 -0.5962 0.1792 0.071 Uiso 1 1 calc R . . C22 C 0.3050(5) -0.54663(15) 0.41252(19) 0.0393(9) Uani 1 1 d . . . C23 C 0.1097(4) -0.41446(16) 0.49348(18) 0.0450(10) Uani 1 1 d . . . H23 H 0.0817 -0.4489 0.4632 0.054 Uiso 1 1 calc R . . C24 C 0.0186(4) -0.36237(17) 0.48335(17) 0.0472(10) Uani 1 1 d . . . H24 H -0.0673 -0.3617 0.4465 0.057 Uiso 1 1 calc R . . C25 C 0.0558(4) -0.31063(17) 0.52875(18) 0.0430(10) Uani 1 1 d . . . C26 C 0.1885(4) -0.31428(16) 0.58152(18) 0.0476(10) Uani 1 1 d . . . H26 H 0.2189 -0.2805 0.6125 0.057 Uiso 1 1 calc R . . C27 C 0.2738(4) -0.36805(17) 0.58743(18) 0.0484(10) Uani 1 1 d . . . H27 H 0.3617 -0.3695 0.6230 0.058 Uiso 1 1 calc R . . C28 C -0.0504(4) -0.25727(17) 0.5219(2) 0.0474(10) Uani 1 1 d . . . C29 C -0.0608(5) -0.22148(17) 0.58066(19) 0.0573(12) Uani 1 1 d . . . H29 H 0.0046 -0.2287 0.6247 0.069 Uiso 1 1 calc R . . C30 C -0.1683(5) -0.17526(18) 0.5735(2) 0.0578(12) Uani 1 1 d . . . C31 C -0.2625(4) -0.16633(17) 0.50727(19) 0.0543(11) Uani 1 1 d . . . H31 H -0.3366 -0.1357 0.5010 0.065 Uiso 1 1 calc R . . C32 C -0.2477(5) -0.20238(18) 0.4502(2) 0.0521(11) Uani 1 1 d . . . C33 C -0.3500(5) -0.1964(2) 0.3788(2) 0.0590(12) Uani 1 1 d . . . C34 C -0.4445(5) -0.1451(2) 0.3583(2) 0.0757(14) Uani 1 1 d . . . H34 H -0.4449 -0.1120 0.3898 0.091 Uiso 1 1 calc R . . C35 C -0.5387(6) -0.1438(3) 0.2900(3) 0.0979(19) Uani 1 1 d . . . H35 H -0.5994 -0.1085 0.2769 0.118 Uiso 1 1 calc R . . C36 C -0.4568(8) -0.2373(3) 0.2635(3) 0.128(3) Uani 1 1 d . . . H36 H -0.4596 -0.2701 0.2311 0.153 Uiso 1 1 calc R . . C37 C -0.3588(6) -0.2428(2) 0.3292(2) 0.0922(18) Uani 1 1 d . . . H37 H -0.2982 -0.2783 0.3398 0.111 Uiso 1 1 calc R . . C38 C -0.1881(5) -0.13769(19) 0.6362(2) 0.0622(12) Uani 1 1 d . . . C39 C -0.2640(6) -0.0818(2) 0.6269(2) 0.124(2) Uani 1 1 d . . . H39 H -0.3002 -0.0657 0.5812 0.149 Uiso 1 1 calc R . . C40 C -0.2883(6) -0.0481(2) 0.6859(2) 0.120(2) Uani 1 1 d . . . H40 H -0.3424 -0.0106 0.6785 0.144 Uiso 1 1 calc R . . C41 C -0.2343(5) -0.06950(18) 0.7530(2) 0.0575(12) Uani 1 1 d . . . C42 C -0.1536(5) -0.1234(2) 0.7616(2) 0.0806(15) Uani 1 1 d . . . H42 H -0.1110 -0.1378 0.8075 0.097 Uiso 1 1 calc R . . C43 C -0.1325(5) -0.1579(2) 0.7041(2) 0.0850(16) Uani 1 1 d . . . H43 H -0.0792 -0.1956 0.7122 0.102 Uiso 1 1 calc R . . C44 C 0.2722(5) -0.5375(2) 0.6843(2) 0.0550(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0392(4) 0.0434(3) 0.0341(3) -0.0009(3) 0.0053(3) -0.0028(3) O1 0.0518(19) 0.0578(17) 0.0343(16) -0.0086(12) 0.0018(14) 0.0048(14) O2 0.0359(18) 0.0722(19) 0.0547(18) -0.0082(13) 0.0006(14) -0.0186(15) O3 0.080(2) 0.082(2) 0.0392(17) -0.0043(15) 0.0168(16) -0.0264(17) O4 0.090(3) 0.099(2) 0.0558(19) 0.0103(17) 0.0042(17) -0.052(2) N1 0.056(3) 0.050(2) 0.047(2) -0.0056(17) 0.0030(19) -0.0044(19) N2 0.068(3) 0.051(2) 0.048(2) -0.0066(17) 0.0043(19) -0.0084(19) N3 0.157(6) 0.130(4) 0.067(3) 0.029(3) -0.019(3) -0.042(4) N4 0.038(2) 0.049(2) 0.0370(19) -0.0035(15) 0.0006(16) 0.0024(16) N5 0.059(3) 0.056(2) 0.046(2) 0.0035(17) 0.0050(19) 0.0068(19) N6 0.123(5) 0.128(5) 0.067(3) 0.029(3) -0.020(3) -0.011(4) C1 0.062(3) 0.053(3) 0.051(3) -0.011(2) -0.004(2) -0.003(2) C2 0.066(3) 0.039(2) 0.051(3) -0.0054(19) -0.001(2) -0.007(2) C3 0.062(3) 0.044(3) 0.040(3) -0.009(2) 0.006(2) -0.006(2) C4 0.067(3) 0.066(3) 0.044(3) -0.005(2) -0.005(2) -0.014(3) C5 0.076(4) 0.055(3) 0.052(3) 0.001(2) 0.007(3) -0.004(3) C6 0.059(3) 0.050(3) 0.043(3) -0.011(2) 0.005(2) -0.005(2) C7 0.060(3) 0.061(3) 0.043(3) -0.010(2) 0.005(2) -0.015(2) C8 0.057(3) 0.059(3) 0.043(3) -0.014(2) 0.003(2) -0.012(2) C9 0.073(4) 0.055(3) 0.047(3) -0.010(2) 0.001(2) -0.021(2) C10 0.073(4) 0.053(3) 0.048(3) -0.004(2) 0.002(2) -0.004(2) C11 0.086(4) 0.054(3) 0.058(3) 0.002(2) -0.002(3) -0.020(3) C12 0.136(6) 0.133(5) 0.053(3) 0.021(3) -0.010(4) -0.054(4) C13 0.184(8) 0.171(6) 0.081(5) 0.037(4) -0.025(4) -0.099(5) C14 0.153(7) 0.098(4) 0.081(4) 0.026(4) -0.001(4) -0.029(4) C15 0.127(5) 0.090(4) 0.059(3) 0.013(3) -0.010(3) -0.036(4) C16 0.051(3) 0.058(3) 0.041(3) -0.015(2) 0.011(2) -0.019(2) C17 0.045(3) 0.118(4) 0.048(3) -0.016(3) 0.007(2) -0.036(3) C18 0.050(3) 0.103(3) 0.039(3) -0.018(2) 0.013(2) -0.026(3) C19 0.042(3) 0.046(2) 0.031(2) -0.0078(17) 0.0063(19) -0.006(2) C20 0.045(3) 0.072(3) 0.049(3) -0.017(2) 0.010(2) -0.016(2) C21 0.061(3) 0.079(3) 0.040(3) -0.014(2) 0.015(2) -0.010(3) C22 0.046(3) 0.025(2) 0.040(2) 0.0017(17) -0.001(2) 0.001(2) C23 0.046(3) 0.041(2) 0.044(2) -0.0097(18) 0.004(2) -0.004(2) C24 0.048(3) 0.051(3) 0.037(2) -0.0059(19) 0.001(2) 0.000(2) C25 0.045(3) 0.046(2) 0.037(2) -0.0004(19) 0.008(2) 0.003(2) C26 0.055(3) 0.040(2) 0.042(2) -0.0074(18) 0.001(2) -0.001(2) C27 0.048(3) 0.048(3) 0.043(2) -0.004(2) 0.000(2) -0.003(2) C28 0.048(3) 0.050(3) 0.042(3) -0.003(2) 0.007(2) 0.008(2) C29 0.063(3) 0.062(3) 0.042(3) -0.002(2) 0.003(2) 0.020(2) C30 0.070(4) 0.060(3) 0.039(3) -0.002(2) 0.007(2) 0.011(2) C31 0.060(3) 0.058(3) 0.042(3) -0.003(2) 0.007(2) 0.019(2) C32 0.054(3) 0.054(3) 0.046(3) 0.007(2) 0.009(2) 0.012(2) C33 0.057(3) 0.069(3) 0.045(3) 0.011(2) 0.003(2) 0.002(3) C34 0.068(4) 0.091(4) 0.063(3) 0.012(3) 0.006(3) 0.015(3) C35 0.075(4) 0.125(5) 0.083(5) 0.043(4) 0.000(4) 0.020(4) C36 0.199(8) 0.092(4) 0.060(4) 0.008(3) -0.029(4) 0.008(5) C37 0.130(5) 0.083(4) 0.045(3) -0.001(3) -0.014(3) 0.016(3) C38 0.073(4) 0.069(3) 0.044(3) -0.001(2) 0.014(2) 0.025(3) C39 0.201(7) 0.122(4) 0.042(3) 0.007(3) 0.016(4) 0.107(4) C40 0.182(6) 0.122(4) 0.048(3) 0.001(3) 0.015(4) 0.102(4) C41 0.074(3) 0.057(3) 0.039(3) 0.004(2) 0.009(2) 0.020(2) C42 0.095(4) 0.101(4) 0.042(3) -0.004(3) 0.010(3) 0.047(3) C43 0.105(4) 0.093(4) 0.053(3) 0.002(3) 0.014(3) 0.052(3) C44 0.054(3) 0.068(3) 0.042(3) 0.004(2) 0.010(2) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O2 2.066(3) 3_646 ? Mn1 O1 2.115(2) . ? Mn1 O3 2.189(2) . ? Mn1 N4 2.238(3) . ? Mn1 N1 2.298(3) 4_646 ? Mn1 O4 2.426(3) . ? Mn1 C44 2.631(4) . ? O1 C22 1.248(4) . ? O2 C22 1.257(4) . ? O2 Mn1 2.066(3) 3_646 ? O3 C44 1.236(4) . ? O4 C44 1.245(4) . ? N1 C5 1.327(4) . ? N1 C1 1.334(4) . ? N1 Mn1 2.298(3) 4_445 ? N2 C10 1.353(4) . ? N2 C6 1.354(4) . ? N3 C13 1.314(6) . ? N3 C14 1.321(6) . ? N4 C27 1.346(4) . ? N4 C23 1.346(4) . ? N5 C32 1.353(4) . ? N5 C28 1.351(4) . ? N6 C36 1.309(6) . ? N6 C35 1.313(6) . ? C1 C2 1.384(4) . ? C1 H1 0.9300 . ? C2 C3 1.383(5) . ? C2 H2 0.9300 . ? C3 C4 1.388(4) . ? C3 C6 1.472(5) . ? C4 C5 1.391(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.390(5) . ? C7 C8 1.385(4) . ? C7 H7 0.9300 . ? C8 C9 1.377(4) . ? C8 C16 1.487(5) . ? C9 C10 1.385(5) . ? C9 H9 0.9300 . ? C10 C11 1.477(5) . ? C11 C12 1.355(5) . ? C11 C15 1.377(6) . ? C12 C13 1.382(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.401(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.372(5) . ? C16 C21 1.385(5) . ? C17 C18 1.379(5) . ? C17 H17 0.9300 . ? C18 C19 1.371(5) . ? C18 H18 0.9300 . ? C19 C20 1.383(4) . ? C19 C22 1.493(4) . ? C20 C21 1.388(5) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C23 C24 1.372(4) . ? C23 H23 0.9300 . ? C24 C25 1.391(4) . ? C24 H24 0.9300 . ? C25 C26 1.396(4) . ? C25 C28 1.482(5) . ? C26 C27 1.373(4) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.389(4) . ? C29 C30 1.379(5) . ? C29 H29 0.9300 . ? C30 C31 1.376(5) . ? C30 C38 1.500(5) . ? C31 C32 1.377(4) . ? C31 H31 0.9300 . ? C32 C33 1.478(5) . ? C33 C37 1.361(5) . ? C33 C34 1.388(5) . ? C34 C35 1.394(6) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C37 1.375(6) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C38 C43 1.358(5) . ? C38 C39 1.365(5) . ? C39 C40 1.412(5) . ? C39 H39 0.9300 . ? C40 C41 1.350(5) . ? C40 H40 0.9300 . ? C41 C42 1.350(5) . ? C41 C44 1.506(5) 2_556 ? C42 C43 1.385(5) . ? C42 H42 0.9300 . ? C43 H43 0.9300 . ? C44 C41 1.506(5) 2_546 ? 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 O2 Mn1 O1 120.22(9) 3_646 . ? O2 Mn1 O3 142.78(10) 3_646 . ? O1 Mn1 O3 96.65(10) . . ? O2 Mn1 N4 90.45(11) 3_646 . ? O1 Mn1 N4 86.66(10) . . ? O3 Mn1 N4 97.07(10) . . ? O2 Mn1 N1 87.48(11) 3_646 4_646 ? O1 Mn1 N1 89.75(11) . 4_646 ? O3 Mn1 N1 87.79(11) . 4_646 ? N4 Mn1 N1 174.25(11) . 4_646 ? O2 Mn1 O4 87.87(10) 3_646 . ? O1 Mn1 O4 151.75(10) . . ? O3 Mn1 O4 55.81(9) . . ? N4 Mn1 O4 90.49(10) . . ? N1 Mn1 O4 94.78(11) 4_646 . ? O2 Mn1 C44 115.18(12) 3_646 . ? O1 Mn1 C44 124.47(12) . . ? O3 Mn1 C44 27.84(10) . . ? N4 Mn1 C44 96.58(11) . . ? N1 Mn1 C44 89.15(12) 4_646 . ? O4 Mn1 C44 28.14(9) . . ? C22 O1 Mn1 128.4(3) . . ? C22 O2 Mn1 156.5(3) . 3_646 ? C44 O3 Mn1 96.4(3) . . ? C44 O4 Mn1 85.1(2) . . ? C5 N1 C1 116.6(3) . . ? C5 N1 Mn1 123.4(3) . 4_445 ? C1 N1 Mn1 119.7(3) . 4_445 ? C10 N2 C6 118.6(3) . . ? C13 N3 C14 115.7(5) . . ? C27 N4 C23 116.2(3) . . ? C27 N4 Mn1 121.0(2) . . ? C23 N4 Mn1 122.1(2) . . ? C32 N5 C28 118.1(3) . . ? C36 N6 C35 115.9(5) . . ? N1 C1 C2 123.7(4) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C1 C2 C3 119.6(4) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 117.1(4) . . ? C4 C3 C6 123.4(4) . . ? C2 C3 C6 119.5(4) . . ? C3 C4 C5 119.3(4) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 123.7(4) . . ? N1 C5 H5 118.1 . . ? C4 C5 H5 118.1 . . ? N2 C6 C7 121.1(4) . . ? N2 C6 C3 115.3(3) . . ? C7 C6 C3 123.5(4) . . ? C8 C7 C6 120.6(4) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C9 C8 C7 117.4(4) . . ? C9 C8 C16 121.3(4) . . ? C7 C8 C16 121.3(4) . . ? C8 C9 C10 120.7(4) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? N2 C10 C9 121.5(4) . . ? N2 C10 C11 114.5(4) . . ? C9 C10 C11 124.0(4) . . ? C12 C11 C15 115.3(4) . . ? C12 C11 C10 121.6(5) . . ? C15 C11 C10 122.8(4) . . ? C11 C12 C13 120.9(5) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? N3 C13 C12 124.5(6) . . ? N3 C13 H13 117.8 . . ? C12 C13 H13 117.8 . . ? N3 C14 C15 123.1(5) . . ? N3 C14 H14 118.5 . . ? C15 C14 H14 118.5 . . ? C11 C15 C14 120.5(5) . . ? C11 C15 H15 119.8 . . ? C14 C15 H15 119.7 . . ? C17 C16 C21 117.9(4) . . ? C17 C16 C8 120.9(4) . . ? C21 C16 C8 121.2(3) . . ? C18 C17 C16 120.2(4) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 C17 122.4(4) . . ? C19 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? C18 C19 C20 117.7(3) . . ? C18 C19 C22 121.9(3) . . ? C20 C19 C22 120.4(4) . . ? C21 C20 C19 119.9(4) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C16 121.6(4) . . ? C20 C21 H21 119.2 . . ? C16 C21 H21 119.2 . . ? O1 C22 O2 124.8(4) . . ? O1 C22 C19 117.9(4) . . ? O2 C22 C19 117.2(3) . . ? N4 C23 C24 124.0(3) . . ? N4 C23 H23 118.0 . . ? C24 C23 H23 118.0 . . ? C23 C24 C25 119.4(4) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C24 C25 C26 117.1(3) . . ? C24 C25 C28 119.0(4) . . ? C26 C25 C28 123.7(3) . . ? C27 C26 C25 119.6(3) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? N4 C27 C26 123.6(4) . . ? N4 C27 H27 118.2 . . ? C26 C27 H27 118.2 . . ? N5 C28 C29 121.8(4) . . ? N5 C28 C25 116.7(3) . . ? C29 C28 C25 121.4(4) . . ? C30 C29 C28 119.9(4) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C31 C30 C29 117.9(4) . . ? C31 C30 C38 120.4(4) . . ? C29 C30 C38 121.6(4) . . ? C32 C31 C30 120.4(4) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? N5 C32 C31 121.8(4) . . ? N5 C32 C33 115.7(4) . . ? C31 C32 C33 122.4(4) . . ? C37 C33 C34 115.9(4) . . ? C37 C33 C32 120.8(4) . . ? C34 C33 C32 123.4(4) . . ? C33 C34 C35 119.5(5) . . ? C33 C34 H34 120.3 . . ? C35 C34 H34 120.3 . . ? N6 C35 C34 123.7(5) . . ? N6 C35 H35 118.1 . . ? C34 C35 H35 118.1 . . ? N6 C36 C37 124.8(5) . . ? N6 C36 H36 117.6 . . ? C37 C36 H36 117.6 . . ? C33 C37 C36 120.2(5) . . ? C33 C37 H37 119.9 . . ? C36 C37 H37 119.9 . . ? C43 C38 C39 117.4(4) . . ? C43 C38 C30 121.7(4) . . ? C39 C38 C30 120.9(4) . . ? C38 C39 C40 120.7(4) . . ? C38 C39 H39 119.7 . . ? C40 C39 H39 119.7 . . ? C41 C40 C39 121.0(4) . . ? C41 C40 H40 119.5 . . ? C39 C40 H40 119.5 . . ? C40 C41 C42 117.7(4) . . ? C40 C41 C44 121.4(4) . 2_556 ? C42 C41 C44 120.8(4) . 2_556 ? C41 C42 C43 122.0(4) . . ? C41 C42 H42 119.0 . . ? C43 C42 H42 119.0 . . ? C38 C43 C42 121.2(4) . . ? C38 C43 H43 119.4 . . ? C42 C43 H43 119.4 . . ? O3 C44 O4 121.9(4) . . ? O3 C44 C41 118.4(4) . 2_546 ? O4 C44 C41 119.4(4) . 2_546 ? O3 C44 Mn1 55.8(2) . . ? O4 C44 Mn1 66.7(2) . . ? C41 C44 Mn1 165.7(3) 2_546 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Mn1 O1 C22 21.1(3) 3_646 . . . ? O3 Mn1 O1 C22 -153.5(3) . . . . ? N4 Mn1 O1 C22 109.7(3) . . . . ? N1 Mn1 O1 C22 -65.8(3) 4_646 . . . ? O4 Mn1 O1 C22 -165.5(3) . . . . ? C44 Mn1 O1 C22 -154.6(3) . . . . ? O2 Mn1 O3 C44 9.4(3) 3_646 . . . ? O1 Mn1 O3 C44 -178.2(2) . . . . ? N4 Mn1 O3 C44 -90.7(3) . . . . ? N1 Mn1 O3 C44 92.4(3) 4_646 . . . ? O4 Mn1 O3 C44 -4.9(2) . . . . ? O2 Mn1 O4 C44 -166.4(3) 3_646 . . . ? O1 Mn1 O4 C44 19.3(4) . . . . ? O3 Mn1 O4 C44 4.9(2) . . . . ? N4 Mn1 O4 C44 103.1(3) . . . . ? N1 Mn1 O4 C44 -79.2(3) 4_646 . . . ? O2 Mn1 N4 C27 -47.5(3) 3_646 . . . ? O1 Mn1 N4 C27 -167.8(3) . . . . ? O3 Mn1 N4 C27 95.9(3) . . . . ? N1 Mn1 N4 C27 -116.3(12) 4_646 . . . ? O4 Mn1 N4 C27 40.4(3) . . . . ? C44 Mn1 N4 C27 67.9(3) . . . . ? O2 Mn1 N4 C23 142.8(3) 3_646 . . . ? O1 Mn1 N4 C23 22.5(3) . . . . ? O3 Mn1 N4 C23 -73.8(3) . . . . ? N1 Mn1 N4 C23 74.0(13) 4_646 . . . ? O4 Mn1 N4 C23 -129.3(3) . . . . ? C44 Mn1 N4 C23 -101.8(3) . . . . ? C5 N1 C1 C2 0.8(6) . . . . ? Mn1 N1 C1 C2 -174.1(3) 4_445 . . . ? N1 C1 C2 C3 -1.1(6) . . . . ? C1 C2 C3 C4 0.5(6) . . . . ? C1 C2 C3 C6 -178.4(3) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? C6 C3 C4 C5 179.1(4) . . . . ? C1 N1 C5 C4 -0.1(6) . . . . ? Mn1 N1 C5 C4 174.7(3) 4_445 . . . ? C3 C4 C5 N1 -0.4(6) . . . . ? C10 N2 C6 C7 2.0(6) . . . . ? C10 N2 C6 C3 -179.3(4) . . . . ? C4 C3 C6 N2 157.0(4) . . . . ? C2 C3 C6 N2 -24.1(5) . . . . ? C4 C3 C6 C7 -24.5(6) . . . . ? C2 C3 C6 C7 154.5(4) . . . . ? N2 C6 C7 C8 -1.1(6) . . . . ? C3 C6 C7 C8 -179.6(4) . . . . ? C6 C7 C8 C9 -0.6(6) . . . . ? C6 C7 C8 C16 179.2(4) . . . . ? C7 C8 C9 C10 1.3(6) . . . . ? C16 C8 C9 C10 -178.6(4) . . . . ? C6 N2 C10 C9 -1.4(6) . . . . ? C6 N2 C10 C11 177.8(4) . . . . ? C8 C9 C10 N2 -0.3(7) . . . . ? C8 C9 C10 C11 -179.4(4) . . . . ? N2 C10 C11 C12 15.5(7) . . . . ? C9 C10 C11 C12 -165.4(5) . . . . ? N2 C10 C11 C15 -159.4(4) . . . . ? C9 C10 C11 C15 19.7(7) . . . . ? C15 C11 C12 C13 -2.6(8) . . . . ? C10 C11 C12 C13 -177.9(5) . . . . ? C14 N3 C13 C12 0.6(11) . . . . ? C11 C12 C13 N3 2.2(11) . . . . ? C13 N3 C14 C15 -2.7(10) . . . . ? C12 C11 C15 C14 0.6(8) . . . . ? C10 C11 C15 C14 175.7(5) . . . . ? N3 C14 C15 C11 2.2(9) . . . . ? C9 C8 C16 C17 134.0(4) . . . . ? C7 C8 C16 C17 -45.8(6) . . . . ? C9 C8 C16 C21 -44.1(6) . . . . ? C7 C8 C16 C21 136.1(4) . . . . ? C21 C16 C17 C18 -1.2(6) . . . . ? C8 C16 C17 C18 -179.4(4) . . . . ? C16 C17 C18 C19 -3.6(7) . . . . ? C17 C18 C19 C20 5.4(6) . . . . ? C17 C18 C19 C22 -175.6(4) . . . . ? C18 C19 C20 C21 -2.5(6) . . . . ? C22 C19 C20 C21 178.5(3) . . . . ? C19 C20 C21 C16 -2.2(6) . . . . ? C17 C16 C21 C20 4.0(6) . . . . ? C8 C16 C21 C20 -177.8(4) . . . . ? Mn1 O1 C22 O2 0.0(5) . . . . ? Mn1 O1 C22 C19 177.0(2) . . . . ? Mn1 O2 C22 O1 -51.3(8) 3_646 . . . ? Mn1 O2 C22 C19 131.6(5) 3_646 . . . ? C18 C19 C22 O1 -7.0(5) . . . . ? C20 C19 C22 O1 172.0(3) . . . . ? C18 C19 C22 O2 170.3(4) . . . . ? C20 C19 C22 O2 -10.7(5) . . . . ? C27 N4 C23 C24 0.0(5) . . . . ? Mn1 N4 C23 C24 170.2(3) . . . . ? N4 C23 C24 C25 -1.3(6) . . . . ? C23 C24 C25 C26 1.9(5) . . . . ? C23 C24 C25 C28 -174.1(3) . . . . ? C24 C25 C26 C27 -1.3(5) . . . . ? C28 C25 C26 C27 174.4(3) . . . . ? C23 N4 C27 C26 0.6(5) . . . . ? Mn1 N4 C27 C26 -169.6(3) . . . . ? C25 C26 C27 N4 0.0(6) . . . . ? C32 N5 C28 C29 -0.4(6) . . . . ? C32 N5 C28 C25 175.4(3) . . . . ? C24 C25 C28 N5 -27.5(5) . . . . ? C26 C25 C28 N5 156.8(3) . . . . ? C24 C25 C28 C29 148.3(4) . . . . ? C26 C25 C28 C29 -27.3(6) . . . . ? N5 C28 C29 C30 0.5(6) . . . . ? C25 C28 C29 C30 -175.1(4) . . . . ? C28 C29 C30 C31 0.0(6) . . . . ? C28 C29 C30 C38 177.0(4) . . . . ? C29 C30 C31 C32 -0.6(6) . . . . ? C38 C30 C31 C32 -177.7(4) . . . . ? C28 N5 C32 C31 -0.2(6) . . . . ? C28 N5 C32 C33 -177.1(3) . . . . ? C30 C31 C32 N5 0.7(6) . . . . ? C30 C31 C32 C33 177.4(4) . . . . ? N5 C32 C33 C37 14.7(6) . . . . ? C31 C32 C33 C37 -162.2(4) . . . . ? N5 C32 C33 C34 -166.9(4) . . . . ? C31 C32 C33 C34 16.2(6) . . . . ? C37 C33 C34 C35 -0.7(7) . . . . ? C32 C33 C34 C35 -179.2(4) . . . . ? C36 N6 C35 C34 -1.4(9) . . . . ? C33 C34 C35 N6 1.5(8) . . . . ? C35 N6 C36 C37 0.6(10) . . . . ? C34 C33 C37 C36 0.0(7) . . . . ? C32 C33 C37 C36 178.5(5) . . . . ? N6 C36 C37 C33 0.1(10) . . . . ? C31 C30 C38 C43 158.5(4) . . . . ? C29 C30 C38 C43 -18.5(7) . . . . ? C31 C30 C38 C39 -21.0(7) . . . . ? C29 C30 C38 C39 161.9(5) . . . . ? C43 C38 C39 C40 -2.6(8) . . . . ? C30 C38 C39 C40 177.0(5) . . . . ? C38 C39 C40 C41 1.5(9) . . . . ? C39 C40 C41 C42 1.4(8) . . . . ? C39 C40 C41 C44 -173.8(5) . . . 2_556 ? C40 C41 C42 C43 -3.3(8) . . . . ? C44 C41 C42 C43 172.0(4) 2_556 . . . ? C39 C38 C43 C42 0.7(8) . . . . ? C30 C38 C43 C42 -178.8(4) . . . . ? C41 C42 C43 C38 2.3(8) . . . . ? Mn1 O3 C44 O4 9.4(5) . . . . ? Mn1 O3 C44 C41 -164.7(3) . . . 2_546 ? Mn1 O4 C44 O3 -8.5(4) . . . . ? Mn1 O4 C44 C41 165.6(4) . . . 2_546 ? O2 Mn1 C44 O3 -173.7(2) 3_646 . . . ? O1 Mn1 C44 O3 2.2(3) . . . . ? N4 Mn1 C44 O3 92.7(3) . . . . ? N1 Mn1 C44 O3 -86.9(3) 4_646 . . . ? O4 Mn1 C44 O3 171.3(4) . . . . ? O2 Mn1 C44 O4 15.0(3) 3_646 . . . ? O1 Mn1 C44 O4 -169.1(2) . . . . ? O3 Mn1 C44 O4 -171.3(4) . . . . ? N4 Mn1 C44 O4 -78.6(3) . . . . ? N1 Mn1 C44 O4 101.8(3) 4_646 . . . ? O2 Mn1 C44 C41 -103.5(13) 3_646 . . 2_546 ? O1 Mn1 C44 C41 72.4(13) . . . 2_546 ? O3 Mn1 C44 C41 70.2(13) . . . 2_546 ? N4 Mn1 C44 C41 162.9(13) . . . 2_546 ? N1 Mn1 C44 C41 -16.7(13) 4_646 . . 2_546 ? O4 Mn1 C44 C41 -118.5(14) . . . 2_546 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.358 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.065 _database_code_depnum_ccdc_archive 'CCDC 943673' ####################################################################### # # 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_added_by_encifer _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H28 Co N6 O4' _chemical_formula_weight 763.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.4561(8) _cell_length_b 20.5600(18) _cell_length_c 19.4800(15) _cell_angle_alpha 90.00 _cell_angle_beta 105.539(3) _cell_angle_gamma 90.00 _cell_volume 3648.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2480 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 21.10 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.390 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1572 _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9024 _exptl_absorpt_correction_T_max 0.9255 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22740 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_sigmaI/netI 0.0875 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8367 _reflns_number_gt 4631 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8367 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1174 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.0814 _refine_ls_wR_factor_gt 0.0709 _refine_ls_goodness_of_fit_ref 1.236 _refine_ls_restrained_S_all 1.236 _refine_ls_shift/su_max 0.003 _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 -0.36577(4) -0.490006(17) 0.431540(18) 0.03303(11) Uani 1 1 d . . . O1 O -0.2158(2) -0.44216(9) 0.38438(10) 0.0559(6) Uani 1 1 d . . . O2 O -0.3849(2) -0.49855(10) 0.31074(10) 0.0652(6) Uani 1 1 d . . . O3 O -0.26525(18) -0.46511(8) 0.53392(9) 0.0379(5) Uani 1 1 d . . . O4 O -0.5507(2) -0.54113(8) 0.41514(9) 0.0421(5) Uani 1 1 d . . . N1 N 0.2420(2) -0.07804(10) 0.05032(11) 0.0345(6) Uani 1 1 d . . . N2 N -0.5420(4) -0.3104(2) -0.25015(19) 0.1017(13) Uani 1 1 d . . . N3 N -0.1367(3) -0.25225(11) -0.03498(12) 0.0471(7) Uani 1 1 d . . . N4 N -0.4934(3) -0.40075(10) 0.41635(12) 0.0419(6) Uani 1 1 d . . . N5 N -0.7637(5) -0.06959(18) 0.68299(16) 0.1121(13) Uani 1 1 d . . . N6 N -0.7405(3) -0.19906(11) 0.46901(12) 0.0491(7) Uani 1 1 d . . . C1 C 0.2787(3) -0.12939(13) 0.09388(13) 0.0403(7) Uani 1 1 d . . . H1 H 0.3672 -0.1280 0.1291 0.048 Uiso 1 1 calc R . . C2 C 0.1926(3) -0.18396(13) 0.08923(13) 0.0422(8) Uani 1 1 d . . . H2 H 0.2226 -0.2181 0.1211 0.051 Uiso 1 1 calc R . . C3 C 0.0610(3) -0.18783(13) 0.03684(14) 0.0356(7) Uani 1 1 d . . . C4 C 0.0243(3) -0.13561(13) -0.00957(13) 0.0400(8) Uani 1 1 d . . . H4 H -0.0616 -0.1366 -0.0465 0.048 Uiso 1 1 calc R . . C5 C 0.1154(3) -0.08255(13) -0.00073(13) 0.0408(7) Uani 1 1 d . . . H5 H 0.0876 -0.0478 -0.0319 0.049 Uiso 1 1 calc R . . C6 C -0.0453(3) -0.24173(13) 0.03051(15) 0.0398(7) Uani 1 1 d . . . C7 C -0.0582(3) -0.27707(13) 0.08954(14) 0.0476(8) Uani 1 1 d . . . H7 H 0.0067 -0.2695 0.1340 0.057 Uiso 1 1 calc R . . C8 C -0.1676(3) -0.32356(14) 0.08219(15) 0.0476(8) Uani 1 1 d . . . C9 C -0.2607(3) -0.33299(13) 0.01530(15) 0.0488(9) Uani 1 1 d . . . H9 H -0.3357 -0.3635 0.0088 0.059 Uiso 1 1 calc R . . C10 C -0.2439(3) -0.29770(14) -0.04223(15) 0.0450(8) Uani 1 1 d . . . C11 C -0.3474(3) -0.30412(15) -0.11439(16) 0.0491(8) Uani 1 1 d . . . C12 C -0.4408(4) -0.35606(17) -0.13483(17) 0.0664(10) Uani 1 1 d . . . H12 H -0.4408 -0.3900 -0.1033 0.080 Uiso 1 1 calc R . . C13 C -0.5359(4) -0.3573(2) -0.2036(2) 0.0846(13) Uani 1 1 d . . . H13 H -0.5977 -0.3930 -0.2170 0.101 Uiso 1 1 calc R . . C14 C -0.4527(6) -0.2617(2) -0.2296(2) 0.1124(18) Uani 1 1 d . . . H14 H -0.4558 -0.2282 -0.2621 0.135 Uiso 1 1 calc R . . C15 C -0.3543(4) -0.25597(16) -0.16382(17) 0.0802(12) Uani 1 1 d . . . H15 H -0.2930 -0.2199 -0.1529 0.096 Uiso 1 1 calc R . . C16 C -0.1889(3) -0.36100(15) 0.14392(15) 0.0534(9) Uani 1 1 d . . . C17 C -0.1268(4) -0.34188(17) 0.21198(17) 0.0786(12) Uani 1 1 d . . . H17 H -0.0672 -0.3052 0.2202 0.094 Uiso 1 1 calc R . . C18 C -0.1503(4) -0.37582(17) 0.26968(16) 0.0721(11) Uani 1 1 d . . . H18 H -0.1030 -0.3623 0.3157 0.087 Uiso 1 1 calc R . . C19 C -0.2402(3) -0.42796(14) 0.26046(15) 0.0465(8) Uani 1 1 d . . . C20 C -0.3008(5) -0.44766(19) 0.19294(18) 0.1189(18) Uani 1 1 d . . . H20 H -0.3616 -0.4840 0.1848 0.143 Uiso 1 1 calc R . . C21 C -0.2743(5) -0.41499(19) 0.13561(17) 0.126(2) Uani 1 1 d . . . H21 H -0.3164 -0.4305 0.0898 0.151 Uiso 1 1 calc R . . C22 C -0.2816(3) -0.45925(15) 0.32225(16) 0.0465(8) Uani 1 1 d . . . C23 C -0.4570(3) -0.35185(14) 0.46318(14) 0.0465(8) Uani 1 1 d . . . H23 H -0.3694 -0.3551 0.4989 0.056 Uiso 1 1 calc R . . C24 C -0.5409(3) -0.29757(13) 0.46150(14) 0.0466(8) Uani 1 1 d . . . H24 H -0.5115 -0.2660 0.4966 0.056 Uiso 1 1 calc R . . C25 C -0.6693(3) -0.28916(14) 0.40803(14) 0.0410(8) Uani 1 1 d . . . C26 C -0.7069(3) -0.33849(14) 0.35805(14) 0.0487(8) Uani 1 1 d . . . H26 H -0.7912 -0.3352 0.3204 0.058 Uiso 1 1 calc R . . C27 C -0.6176(3) -0.39283(14) 0.36464(14) 0.0473(8) Uani 1 1 d . . . H27 H -0.6459 -0.4258 0.3311 0.057 Uiso 1 1 calc R . . C28 C -0.7571(3) -0.22934(14) 0.40587(15) 0.0426(8) Uani 1 1 d . . . C29 C -0.8482(3) -0.20434(14) 0.34343(14) 0.0463(8) Uani 1 1 d . . . H29 H -0.8560 -0.2256 0.3004 0.056 Uiso 1 1 calc R . . C30 C -0.9273(3) -0.14802(14) 0.34471(15) 0.0446(8) Uani 1 1 d . . . C31 C -0.9124(3) -0.11878(14) 0.41035(14) 0.0496(8) Uani 1 1 d . . . H31 H -0.9654 -0.0813 0.4135 0.059 Uiso 1 1 calc R . . C32 C -0.8190(3) -0.14499(15) 0.47126(15) 0.0500(8) Uani 1 1 d . . . C33 C -0.7982(4) -0.11629(15) 0.54319(16) 0.0607(10) Uani 1 1 d . . . C34 C -0.6829(4) -0.13447(19) 0.59824(18) 0.1027(15) Uani 1 1 d . . . H34 H -0.6135 -0.1637 0.5907 0.123 Uiso 1 1 calc R . . C35 C -0.6695(5) -0.1092(2) 0.6656(2) 0.138(2) Uani 1 1 d . . . H35 H -0.5871 -0.1213 0.7015 0.165 Uiso 1 1 calc R . . C36 C -0.8766(5) -0.05271(17) 0.6302(2) 0.0946(14) Uani 1 1 d . . . H36 H -0.9461 -0.0248 0.6400 0.114 Uiso 1 1 calc R . . C37 C -0.8977(4) -0.07446(16) 0.56011(18) 0.0800(12) Uani 1 1 d . . . H37 H -0.9792 -0.0606 0.5248 0.096 Uiso 1 1 calc R . . C38 C -1.0250(3) -0.11969(13) 0.27867(14) 0.0420(8) Uani 1 1 d . . . C39 C -1.1640(3) -0.09953(14) 0.27681(15) 0.0526(9) Uani 1 1 d . . . H39 H -1.1956 -0.1021 0.3180 0.063 Uiso 1 1 calc R . . C40 C -1.2594(3) -0.07528(13) 0.21478(14) 0.0480(8) Uani 1 1 d . . . H40 H -1.3541 -0.0628 0.2145 0.058 Uiso 1 1 calc R . . C41 C -1.2127(3) -0.06979(12) 0.15362(13) 0.0322(7) Uani 1 1 d . . . C42 C -1.0707(3) -0.08664(14) 0.15646(14) 0.0504(9) Uani 1 1 d . . . H42 H -1.0359 -0.0803 0.1166 0.061 Uiso 1 1 calc R . . C43 C -0.9785(3) -0.11287(15) 0.21769(15) 0.0582(9) Uani 1 1 d . . . H43 H -0.8844 -0.1260 0.2177 0.070 Uiso 1 1 calc R . . C44 C -0.3171(3) -0.45413(12) 0.58590(14) 0.0311(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0345(2) 0.0369(2) 0.0251(2) -0.00113(18) 0.00339(16) -0.00302(19) O1 0.0679(16) 0.0670(15) 0.0329(12) -0.0025(10) 0.0136(11) -0.0226(12) O2 0.0668(15) 0.0781(17) 0.0449(13) 0.0138(11) 0.0051(11) -0.0320(13) O3 0.0376(12) 0.0475(13) 0.0250(11) -0.0060(9) 0.0024(9) 0.0045(9) O4 0.0322(12) 0.0506(13) 0.0402(12) -0.0076(9) 0.0038(9) -0.0108(10) N1 0.0391(15) 0.0356(15) 0.0272(14) 0.0042(11) 0.0061(11) 0.0017(11) N2 0.104(3) 0.115(4) 0.064(3) -0.028(2) -0.016(2) 0.012(3) N3 0.0505(17) 0.0475(17) 0.0397(16) -0.0006(12) 0.0061(13) -0.0068(13) N4 0.0483(17) 0.0372(16) 0.0349(15) 0.0027(11) 0.0020(13) 0.0005(12) N5 0.141(4) 0.122(3) 0.051(2) -0.020(2) -0.013(2) 0.044(3) N6 0.0592(18) 0.0417(17) 0.0393(16) 0.0071(12) 0.0010(14) 0.0111(13) C1 0.0404(19) 0.041(2) 0.0330(17) 0.0064(14) -0.0008(14) -0.0005(15) C2 0.048(2) 0.0364(19) 0.0367(19) 0.0093(13) 0.0021(15) -0.0007(15) C3 0.0395(19) 0.0370(19) 0.0306(17) 0.0022(13) 0.0101(14) -0.0020(14) C4 0.0380(19) 0.045(2) 0.0308(18) 0.0042(14) -0.0022(14) -0.0056(15) C5 0.041(2) 0.043(2) 0.0323(18) 0.0101(14) -0.0002(15) 0.0008(15) C6 0.043(2) 0.044(2) 0.0293(17) 0.0015(14) 0.0040(15) -0.0050(15) C7 0.055(2) 0.051(2) 0.0304(18) 0.0040(14) -0.0004(15) -0.0155(16) C8 0.054(2) 0.051(2) 0.0357(19) 0.0052(15) 0.0084(16) -0.0132(16) C9 0.056(2) 0.049(2) 0.038(2) 0.0015(15) 0.0066(17) -0.0258(16) C10 0.049(2) 0.047(2) 0.0355(19) -0.0070(15) 0.0064(16) -0.0110(16) C11 0.053(2) 0.053(2) 0.039(2) -0.0088(16) 0.0092(17) -0.0042(17) C12 0.060(2) 0.075(3) 0.058(2) -0.0160(19) 0.005(2) -0.014(2) C13 0.067(3) 0.103(4) 0.076(3) -0.040(3) 0.006(3) -0.016(3) C14 0.170(5) 0.090(4) 0.048(3) 0.001(2) -0.021(3) 0.006(3) C15 0.118(4) 0.067(3) 0.039(2) 0.0017(19) -0.008(2) -0.010(2) C16 0.063(2) 0.060(2) 0.0343(19) 0.0030(16) 0.0079(17) -0.0238(18) C17 0.090(3) 0.098(3) 0.042(2) 0.005(2) 0.008(2) -0.059(2) C18 0.079(3) 0.099(3) 0.033(2) 0.0016(19) 0.0064(19) -0.047(2) C19 0.055(2) 0.051(2) 0.0319(18) 0.0010(15) 0.0091(16) -0.0193(16) C20 0.182(5) 0.125(4) 0.037(2) 0.005(2) 0.009(3) -0.112(3) C21 0.213(5) 0.124(4) 0.028(2) -0.003(2) 0.012(3) -0.122(4) C22 0.047(2) 0.051(2) 0.041(2) 0.0058(16) 0.0116(17) -0.0071(16) C23 0.049(2) 0.040(2) 0.0385(19) 0.0049(15) -0.0075(15) 0.0045(16) C24 0.057(2) 0.033(2) 0.0393(19) 0.0034(14) -0.0041(16) 0.0035(16) C25 0.049(2) 0.035(2) 0.0351(18) 0.0086(14) 0.0042(15) 0.0070(15) C26 0.052(2) 0.047(2) 0.0366(19) 0.0057(15) -0.0052(16) 0.0091(17) C27 0.057(2) 0.043(2) 0.0337(18) -0.0001(14) -0.0018(16) 0.0018(17) C28 0.047(2) 0.041(2) 0.0348(19) 0.0068(14) 0.0021(15) 0.0042(15) C29 0.054(2) 0.047(2) 0.0312(18) 0.0034(14) -0.0001(15) 0.0098(16) C30 0.049(2) 0.045(2) 0.0334(18) 0.0105(15) 0.0010(15) 0.0066(16) C31 0.065(2) 0.041(2) 0.0370(19) 0.0045(15) 0.0036(17) 0.0155(16) C32 0.062(2) 0.045(2) 0.0341(19) 0.0073(15) -0.0016(17) 0.0096(17) C33 0.081(3) 0.051(2) 0.039(2) -0.0020(16) -0.0040(19) 0.0195(19) C34 0.114(4) 0.131(4) 0.042(2) -0.018(2) -0.017(2) 0.058(3) C35 0.148(5) 0.183(5) 0.054(3) -0.028(3) -0.023(3) 0.087(4) C36 0.135(4) 0.075(3) 0.062(3) -0.013(2) 0.008(3) 0.037(3) C37 0.107(3) 0.071(3) 0.048(2) -0.0027(19) -0.005(2) 0.026(2) C38 0.046(2) 0.045(2) 0.0317(18) 0.0071(14) 0.0061(15) 0.0141(15) C39 0.056(2) 0.071(2) 0.0330(18) 0.0154(16) 0.0145(17) 0.0128(18) C40 0.0352(19) 0.070(2) 0.0380(19) 0.0143(16) 0.0085(15) 0.0103(16) C41 0.0331(17) 0.0341(17) 0.0270(16) 0.0051(12) 0.0038(13) 0.0044(13) C42 0.043(2) 0.080(2) 0.0305(18) 0.0115(16) 0.0123(15) 0.0194(17) C43 0.040(2) 0.090(3) 0.041(2) 0.0120(18) 0.0050(16) 0.0254(18) C44 0.0354(18) 0.0238(16) 0.0293(17) 0.0021(12) 0.0004(14) 0.0003(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 O4 1.9914(18) . ? Co1 O3 2.0315(16) . ? Co1 O1 2.1262(18) . ? Co1 N1 2.133(2) 2_545 ? Co1 N4 2.173(2) . ? Co1 O2 2.3181(19) . ? O1 C22 1.254(3) . ? O2 C22 1.241(3) . ? O3 C44 1.258(3) . ? O4 C44 1.249(3) 3_446 ? N1 C1 1.341(3) . ? N1 C5 1.339(3) . ? N1 Co1 2.133(2) 2 ? N2 C14 1.301(5) . ? N2 C13 1.315(4) . ? N3 C10 1.358(3) . ? N3 C6 1.353(3) . ? N4 C23 1.339(3) . ? N4 C27 1.337(3) . ? N5 C36 1.315(4) . ? N5 C35 1.317(4) . ? N6 C32 1.344(3) . ? N6 C28 1.350(3) . ? C1 C2 1.375(3) . ? C1 H1 0.9300 . ? C2 C3 1.384(3) . ? C2 H2 0.9300 . ? C3 C4 1.387(3) . ? C3 C6 1.479(3) . ? C4 C5 1.372(3) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.393(3) . ? C7 C8 1.387(3) . ? C7 H7 0.9300 . ? C8 C9 1.377(3) . ? C8 C16 1.486(3) . ? C9 C10 1.380(3) . ? C9 H9 0.9300 . ? C10 C11 1.488(4) . ? C11 C15 1.370(4) . ? C11 C12 1.375(4) . ? C12 C13 1.399(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.373(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C21 1.357(4) . ? C16 C17 1.356(4) . ? C17 C18 1.390(4) . ? C17 H17 0.9300 . ? C18 C19 1.350(4) . ? C18 H18 0.9300 . ? C19 C20 1.349(4) . ? C19 C22 1.506(4) . ? C20 C21 1.382(4) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C23 C24 1.365(3) . ? C23 H23 0.9300 . ? C24 C25 1.382(3) . ? C24 H24 0.9300 . ? C25 C26 1.385(3) . ? C25 C28 1.479(4) . ? C26 C27 1.385(3) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.387(3) . ? C29 C30 1.383(3) . ? C29 H29 0.9300 . ? C30 C31 1.386(3) . ? C30 C38 1.487(3) . ? C31 C32 1.384(3) . ? C31 H31 0.9300 . ? C32 C33 1.484(4) . ? C33 C34 1.361(4) . ? C33 C37 1.378(4) . ? C34 C35 1.385(4) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C37 1.399(4) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? C38 C39 1.370(3) . ? C38 C43 1.380(3) . ? C39 C40 1.392(3) . ? C39 H39 0.9300 . ? C40 C41 1.381(3) . ? C40 H40 0.9300 . ? C41 C42 1.374(3) . ? C41 C44 1.503(3) 4_455 ? C42 C43 1.384(3) . ? C42 H42 0.9300 . ? C43 H43 0.9300 . ? C44 O4 1.249(3) 3_446 ? C44 C41 1.503(3) 4_656 ? 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 O3 116.77(7) . . ? O4 Co1 O1 146.47(7) . . ? O3 Co1 O1 96.70(7) . . ? O4 Co1 N1 89.88(8) . 2_545 ? O3 Co1 N1 87.68(7) . 2_545 ? O1 Co1 N1 93.69(8) . 2_545 ? O4 Co1 N4 89.54(8) . . ? O3 Co1 N4 91.01(8) . . ? O1 Co1 N4 87.76(8) . . ? N1 Co1 N4 178.15(8) 2_545 . ? O4 Co1 O2 88.33(7) . . ? O3 Co1 O2 154.74(7) . . ? O1 Co1 O2 58.40(7) . . ? N1 Co1 O2 89.66(8) 2_545 . ? N4 Co1 O2 92.08(8) . . ? C22 O1 Co1 94.11(18) . . ? C22 O2 Co1 85.62(17) . . ? C44 O3 Co1 130.89(17) . . ? C44 O4 Co1 151.17(18) 3_446 . ? C1 N1 C5 116.4(2) . . ? C1 N1 Co1 121.72(19) . 2 ? C5 N1 Co1 121.58(17) . 2 ? C14 N2 C13 116.6(4) . . ? C10 N3 C6 118.6(2) . . ? C23 N4 C27 115.8(2) . . ? C23 N4 Co1 120.60(19) . . ? C27 N4 Co1 123.34(19) . . ? C36 N5 C35 115.2(4) . . ? C32 N6 C28 118.7(2) . . ? N1 C1 C2 123.5(3) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C1 C2 C3 119.7(3) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 117.0(3) . . ? C4 C3 C6 118.7(3) . . ? C2 C3 C6 124.1(3) . . ? C5 C4 C3 119.7(3) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 123.7(3) . . ? N1 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? N3 C6 C7 121.3(3) . . ? N3 C6 C3 116.5(2) . . ? C7 C6 C3 122.0(3) . . ? C8 C7 C6 120.1(3) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C9 C8 C7 117.7(3) . . ? C9 C8 C16 120.1(3) . . ? C7 C8 C16 122.2(3) . . ? C8 C9 C10 120.7(3) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? N3 C10 C9 121.5(3) . . ? N3 C10 C11 116.3(3) . . ? C9 C10 C11 122.1(3) . . ? C15 C11 C12 116.9(3) . . ? C15 C11 C10 119.7(3) . . ? C12 C11 C10 123.5(3) . . ? C11 C12 C13 119.3(3) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? N2 C13 C12 123.0(4) . . ? N2 C13 H13 118.5 . . ? C12 C13 H13 118.5 . . ? N2 C14 C15 125.1(4) . . ? N2 C14 H14 117.5 . . ? C15 C14 H14 117.5 . . ? C11 C15 C14 119.1(4) . . ? C11 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C21 C16 C17 116.2(3) . . ? C21 C16 C8 122.2(3) . . ? C17 C16 C8 121.6(3) . . ? C16 C17 C18 121.6(3) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? C19 C18 C17 121.5(3) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C20 C19 C18 117.1(3) . . ? C20 C19 C22 121.2(3) . . ? C18 C19 C22 121.5(3) . . ? C19 C20 C21 121.4(3) . . ? C19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C16 C21 C20 122.1(3) . . ? C16 C21 H21 118.9 . . ? C20 C21 H21 118.9 . . ? O2 C22 O1 121.3(3) . . ? O2 C22 C19 119.6(3) . . ? O1 C22 C19 119.0(3) . . ? N4 C23 C24 123.8(3) . . ? N4 C23 H23 118.1 . . ? C24 C23 H23 118.1 . . ? C23 C24 C25 120.5(3) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C26 C25 C24 116.5(3) . . ? C26 C25 C28 123.6(3) . . ? C24 C25 C28 119.9(3) . . ? C27 C26 C25 119.4(3) . . ? C27 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? N4 C27 C26 124.0(3) . . ? N4 C27 H27 118.0 . . ? C26 C27 H27 118.0 . . ? N6 C28 C29 121.5(3) . . ? N6 C28 C25 115.5(3) . . ? C29 C28 C25 123.0(3) . . ? C30 C29 C28 120.4(3) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C31 C30 C29 117.3(3) . . ? C31 C30 C38 120.9(3) . . ? C29 C30 C38 121.8(3) . . ? C32 C31 C30 120.4(3) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? N6 C32 C31 121.7(3) . . ? N6 C32 C33 115.1(3) . . ? C31 C32 C33 123.2(3) . . ? C34 C33 C37 115.9(3) . . ? C34 C33 C32 120.7(3) . . ? C37 C33 C32 123.2(3) . . ? C33 C34 C35 119.7(4) . . ? C33 C34 H34 120.2 . . ? C35 C34 H34 120.2 . . ? N5 C35 C34 125.4(4) . . ? N5 C35 H35 117.3 . . ? C34 C35 H35 117.3 . . ? N5 C36 C37 123.5(4) . . ? N5 C36 H36 118.2 . . ? C37 C36 H36 118.2 . . ? C33 C37 C36 120.3(3) . . ? C33 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? C39 C38 C43 118.1(3) . . ? C39 C38 C30 120.7(3) . . ? C43 C38 C30 121.1(3) . . ? C38 C39 C40 121.7(3) . . ? C38 C39 H39 119.2 . . ? C40 C39 H39 119.2 . . ? C41 C40 C39 119.7(3) . . ? C41 C40 H40 120.1 . . ? C39 C40 H40 120.1 . . ? C42 C41 C40 118.7(3) . . ? C42 C41 C44 121.5(2) . 4_455 ? C40 C41 C44 119.8(3) . 4_455 ? C41 C42 C43 121.1(3) . . ? C41 C42 H42 119.5 . . ? C43 C42 H42 119.5 . . ? C42 C43 C38 120.6(3) . . ? C42 C43 H43 119.7 . . ? C38 C43 H43 119.7 . . ? O4 C44 O3 125.3(2) 3_446 . ? O4 C44 C41 117.3(2) 3_446 4_656 ? O3 C44 C41 117.3(2) . 4_656 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Co1 O1 C22 -3.9(3) . . . . ? O3 Co1 O1 C22 179.56(18) . . . . ? N1 Co1 O1 C22 91.47(18) 2_545 . . . ? N4 Co1 O1 C22 -89.68(18) . . . . ? O2 Co1 O1 C22 4.15(17) . . . . ? O4 Co1 O2 C22 171.37(19) . . . . ? O3 Co1 O2 C22 -14.9(3) . . . . ? O1 Co1 O2 C22 -4.19(18) . . . . ? N1 Co1 O2 C22 -98.73(19) 2_545 . . . ? N4 Co1 O2 C22 81.89(19) . . . . ? O4 Co1 O3 C44 -29.8(2) . . . . ? O1 Co1 O3 C44 148.1(2) . . . . ? N1 Co1 O3 C44 -118.5(2) 2_545 . . . ? N4 Co1 O3 C44 60.2(2) . . . . ? O2 Co1 O3 C44 157.2(2) . . . . ? O3 Co1 O4 C44 68.8(4) . . . 3_446 ? O1 Co1 O4 C44 -107.4(4) . . . 3_446 ? N1 Co1 O4 C44 156.1(4) 2_545 . . 3_446 ? N4 Co1 O4 C44 -22.1(4) . . . 3_446 ? O2 Co1 O4 C44 -114.2(4) . . . 3_446 ? O4 Co1 N4 C23 131.0(2) . . . . ? O3 Co1 N4 C23 14.2(2) . . . . ? O1 Co1 N4 C23 -82.4(2) . . . . ? N1 Co1 N4 C23 59(3) 2_545 . . . ? O2 Co1 N4 C23 -140.7(2) . . . . ? O4 Co1 N4 C27 -43.2(2) . . . . ? O3 Co1 N4 C27 -160.0(2) . . . . ? O1 Co1 N4 C27 103.3(2) . . . . ? N1 Co1 N4 C27 -115(3) 2_545 . . . ? O2 Co1 N4 C27 45.1(2) . . . . ? C5 N1 C1 C2 -1.5(4) . . . . ? Co1 N1 C1 C2 171.9(2) 2 . . . ? N1 C1 C2 C3 0.7(4) . . . . ? C1 C2 C3 C4 1.0(4) . . . . ? C1 C2 C3 C6 -175.0(2) . . . . ? C2 C3 C4 C5 -1.9(4) . . . . ? C6 C3 C4 C5 174.3(2) . . . . ? C1 N1 C5 C4 0.5(4) . . . . ? Co1 N1 C5 C4 -172.8(2) 2 . . . ? C3 C4 C5 N1 1.2(4) . . . . ? C10 N3 C6 C7 0.9(4) . . . . ? C10 N3 C6 C3 -174.7(2) . . . . ? C4 C3 C6 N3 28.3(4) . . . . ? C2 C3 C6 N3 -155.7(3) . . . . ? C4 C3 C6 C7 -147.3(3) . . . . ? C2 C3 C6 C7 28.7(4) . . . . ? N3 C6 C7 C8 -0.9(4) . . . . ? C3 C6 C7 C8 174.5(3) . . . . ? C6 C7 C8 C9 0.1(4) . . . . ? C6 C7 C8 C16 -178.0(3) . . . . ? C7 C8 C9 C10 0.7(5) . . . . ? C16 C8 C9 C10 178.8(3) . . . . ? C6 N3 C10 C9 -0.1(4) . . . . ? C6 N3 C10 C11 176.0(2) . . . . ? C8 C9 C10 N3 -0.7(5) . . . . ? C8 C9 C10 C11 -176.6(3) . . . . ? N3 C10 C11 C15 -15.7(4) . . . . ? C9 C10 C11 C15 160.5(3) . . . . ? N3 C10 C11 C12 165.5(3) . . . . ? C9 C10 C11 C12 -18.4(5) . . . . ? C15 C11 C12 C13 0.1(5) . . . . ? C10 C11 C12 C13 179.0(3) . . . . ? C14 N2 C13 C12 0.7(7) . . . . ? C11 C12 C13 N2 -0.8(6) . . . . ? C13 N2 C14 C15 0.0(7) . . . . ? C12 C11 C15 C14 0.5(5) . . . . ? C10 C11 C15 C14 -178.5(3) . . . . ? N2 C14 C15 C11 -0.6(7) . . . . ? C9 C8 C16 C21 15.7(5) . . . . ? C7 C8 C16 C21 -166.3(4) . . . . ? C9 C8 C16 C17 -162.4(3) . . . . ? C7 C8 C16 C17 15.6(5) . . . . ? C21 C16 C17 C18 -0.2(6) . . . . ? C8 C16 C17 C18 178.1(3) . . . . ? C16 C17 C18 C19 -2.5(6) . . . . ? C17 C18 C19 C20 3.1(6) . . . . ? C17 C18 C19 C22 -171.7(3) . . . . ? C18 C19 C20 C21 -1.4(6) . . . . ? C22 C19 C20 C21 173.5(4) . . . . ? C17 C16 C21 C20 2.0(7) . . . . ? C8 C16 C21 C20 -176.3(4) . . . . ? C19 C20 C21 C16 -1.3(7) . . . . ? Co1 O2 C22 O1 7.1(3) . . . . ? Co1 O2 C22 C19 -168.8(3) . . . . ? Co1 O1 C22 O2 -7.7(3) . . . . ? Co1 O1 C22 C19 168.2(2) . . . . ? C20 C19 C22 O2 -8.4(5) . . . . ? C18 C19 C22 O2 166.3(3) . . . . ? C20 C19 C22 O1 175.6(3) . . . . ? C18 C19 C22 O1 -9.7(5) . . . . ? C27 N4 C23 C24 2.2(4) . . . . ? Co1 N4 C23 C24 -172.4(2) . . . . ? N4 C23 C24 C25 -2.4(5) . . . . ? C23 C24 C25 C26 0.7(4) . . . . ? C23 C24 C25 C28 -178.5(3) . . . . ? C24 C25 C26 C27 1.0(4) . . . . ? C28 C25 C26 C27 -179.9(3) . . . . ? C23 N4 C27 C26 -0.4(4) . . . . ? Co1 N4 C27 C26 174.1(2) . . . . ? C25 C26 C27 N4 -1.2(5) . . . . ? C32 N6 C28 C29 2.8(4) . . . . ? C32 N6 C28 C25 -178.8(3) . . . . ? C26 C25 C28 N6 155.8(3) . . . . ? C24 C25 C28 N6 -25.2(4) . . . . ? C26 C25 C28 C29 -25.9(5) . . . . ? C24 C25 C28 C29 153.2(3) . . . . ? N6 C28 C29 C30 -1.5(5) . . . . ? C25 C28 C29 C30 -179.8(3) . . . . ? C28 C29 C30 C31 -0.6(4) . . . . ? C28 C29 C30 C38 179.6(3) . . . . ? C29 C30 C31 C32 1.3(4) . . . . ? C38 C30 C31 C32 -178.8(3) . . . . ? C28 N6 C32 C31 -2.1(4) . . . . ? C28 N6 C32 C33 177.8(3) . . . . ? C30 C31 C32 N6 0.0(5) . . . . ? C30 C31 C32 C33 -179.8(3) . . . . ? N6 C32 C33 C34 15.1(5) . . . . ? C31 C32 C33 C34 -165.0(4) . . . . ? N6 C32 C33 C37 -159.6(3) . . . . ? C31 C32 C33 C37 20.3(5) . . . . ? C37 C33 C34 C35 -2.0(6) . . . . ? C32 C33 C34 C35 -177.1(4) . . . . ? C36 N5 C35 C34 -1.5(8) . . . . ? C33 C34 C35 N5 2.7(8) . . . . ? C35 N5 C36 C37 -0.1(7) . . . . ? C34 C33 C37 C36 0.6(6) . . . . ? C32 C33 C37 C36 175.5(3) . . . . ? N5 C36 C37 C33 0.5(6) . . . . ? C31 C30 C38 C39 -46.2(4) . . . . ? C29 C30 C38 C39 133.6(3) . . . . ? C31 C30 C38 C43 133.7(3) . . . . ? C29 C30 C38 C43 -46.4(4) . . . . ? C43 C38 C39 C40 2.7(5) . . . . ? C30 C38 C39 C40 -177.4(3) . . . . ? C38 C39 C40 C41 -1.5(5) . . . . ? C39 C40 C41 C42 -2.1(4) . . . . ? C39 C40 C41 C44 177.8(2) . . . 4_455 ? C40 C41 C42 C43 4.4(4) . . . . ? C44 C41 C42 C43 -175.4(3) 4_455 . . . ? C41 C42 C43 C38 -3.3(5) . . . . ? C39 C38 C43 C42 -0.3(5) . . . . ? C30 C38 C43 C42 179.8(3) . . . . ? Co1 O3 C44 O4 2.7(4) . . . 3_446 ? Co1 O3 C44 C41 -174.15(15) . . . 4_656 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.291 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 943674' ####################################################################### # # 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_added_by_encifer _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C132 H90 Mn3 N18 O15' _chemical_formula_weight 2333.04 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' Mn Mn 0.3368 0.7283 '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 10.6445(11) _cell_length_b 17.4956(18) _cell_length_c 30.022(3) _cell_angle_alpha 98.411(2) _cell_angle_beta 91.251(2) _cell_angle_gamma 96.172(2) _cell_volume 5494.9(10) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 4772 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 24.54 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2406 _exptl_absorpt_coefficient_mu 0.418 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9477 _exptl_absorpt_correction_T_max 0.9714 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 5.11 _diffrn_reflns_number 36209 _diffrn_reflns_av_R_equivalents 0.0557 _diffrn_reflns_av_sigmaI/netI 0.1161 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 0.69 _diffrn_reflns_theta_max 26.00 _reflns_number_total 21392 _reflns_number_gt 11798 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.1909P)^2^+12.0215P] 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 21392 _refine_ls_number_parameters 1491 _refine_ls_number_restraints 103 _refine_ls_R_factor_all 0.1770 _refine_ls_R_factor_gt 0.1036 _refine_ls_wR_factor_ref 0.3434 _refine_ls_wR_factor_gt 0.2783 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.003 _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 Mn1 Mn 0.76664(9) 0.64939(5) 0.23336(3) 0.0231(3) Uani 1 1 d . . . Mn2 Mn 0.26039(9) 0.87003(5) 0.26678(3) 0.0219(3) Uani 1 1 d . . . Mn3 Mn 0.50801(9) 0.76137(6) 0.24576(4) 0.0286(3) Uani 1 1 d . . . N1 N 1.1211(5) 0.9463(3) 0.5649(2) 0.0321(13) Uani 1 1 d . . . N2 N 0.8511(5) 1.0940(3) 0.67343(19) 0.0302(13) Uani 1 1 d . . . N3 N 1.5782(7) 0.9118(6) 0.5415(3) 0.083(3) Uani 1 1 d . . . N4 N 0.4059(9) 0.9147(5) -0.0533(3) 0.064(2) Uani 1 1 d . . . N6 N -0.0553(17) 0.8580(12) -0.0492(7) 0.197(8) Uani 1 1 d U . . N7 N -0.0411(6) 0.1767(3) 0.1846(2) 0.0423(17) Uani 1 1 d . . . N8 N 0.1972(6) -0.0255(3) 0.2383(2) 0.0351(14) Uani 1 1 d . . . N9 N -0.4845(8) 0.2254(5) 0.1467(4) 0.087(3) Uani 1 1 d . . . N10 N 0.5226(12) 0.5794(5) 0.5514(3) 0.081(3) Uani 1 1 d . . . N11 N 0.9950(15) 0.6566(8) 0.5724(4) 0.131(5) Uani 1 1 d . . . N13 N 1.0726(6) 1.3348(3) 0.3081(2) 0.0414(16) Uani 1 1 d . . . N14 N 0.8335(5) 1.5430(3) 0.2602(2) 0.0324(14) Uani 1 1 d . . . N15 N 1.5112(8) 1.2889(5) 0.3514(4) 0.090(4) Uani 1 1 d . . . N16 N -0.1311(5) 0.5498(4) -0.0638(2) 0.0353(14) Uani 1 1 d . . . N17 N 0.1419(5) 0.3997(3) -0.16893(19) 0.0309(13) Uani 1 1 d . . . N18 N -0.5888(7) 0.5808(6) -0.0395(3) 0.082(3) Uani 1 1 d . . . O1 O 0.7280(6) 0.6887(3) 0.29974(18) 0.0547(17) Uani 1 1 d . . . O2 O 0.6287(5) 0.7933(3) 0.30362(16) 0.0369(12) Uani 1 1 d . . . O3 O 0.6857(4) 0.7432(2) 0.20429(15) 0.0260(10) Uani 1 1 d . . . O4 O 0.8607(5) 0.8237(3) 0.1964(2) 0.0557(16) Uani 1 1 d . . . O5 O 0.5987(4) 0.5773(3) 0.20872(17) 0.0329(11) Uani 1 1 d . . . O6 O 0.4570(5) 0.6420(3) 0.2468(2) 0.0510(16) Uani 1 1 d . . . O7 O 0.3344(4) 0.7771(3) 0.29362(16) 0.0313(11) Uani 1 1 d . . . O8 O 0.1534(5) 0.7013(4) 0.2943(3) 0.066(2) Uani 1 1 d . . . O9 O 0.5410(5) 0.8832(3) 0.24277(19) 0.0474(14) Uani 1 1 d . . . O10 O 0.4240(4) 0.9429(3) 0.29428(19) 0.0394(13) Uani 1 1 d . . . O11 O 0.3728(5) 0.7463(4) 0.18943(18) 0.0553(17) Uani 1 1 d . . . O12 O 0.2016(6) 0.8072(3) 0.20712(17) 0.0469(15) Uani 1 1 d . . . O1W O 0.9470(6) 0.7278(4) 0.2482(2) 0.0632(18) Uani 1 1 d . . . C1 C 0.7041(8) 0.7540(4) 0.3190(2) 0.0352(18) Uani 1 1 d . . . C2 C 0.7735(7) 0.7824(4) 0.3631(2) 0.0309(16) Uani 1 1 d . . . C3 C 0.7302(7) 0.8424(4) 0.3921(2) 0.0308(15) Uani 1 1 d . . . H3 H 0.6570 0.8640 0.3833 0.037 Uiso 1 1 calc R . . C4 C 0.7902(6) 0.8716(4) 0.4333(2) 0.0322(16) Uani 1 1 d . . . H4 H 0.7572 0.9116 0.4529 0.039 Uiso 1 1 calc R . . C5 C 0.9015(7) 0.8410(4) 0.4456(2) 0.0312(16) Uani 1 1 d . . . C6 C 0.9458(9) 0.7812(5) 0.4161(3) 0.048(2) Uani 1 1 d . . . H6 H 1.0207 0.7599 0.4234 0.057 Uiso 1 1 calc R . . C7 C 0.8783(9) 0.7540(4) 0.3761(3) 0.048(2) Uani 1 1 d . . . H7 H 0.9079 0.7125 0.3565 0.058 Uiso 1 1 calc R . . C8 C 0.9967(6) 0.9514(4) 0.5616(2) 0.0314(16) Uani 1 1 d . . . C9 C 0.9204(6) 0.9166(4) 0.5246(2) 0.0300(15) Uani 1 1 d . . . H9 H 0.8320 0.9201 0.5242 0.036 Uiso 1 1 calc R . . C10 C 0.9750(7) 0.8764(4) 0.4880(2) 0.0313(16) Uani 1 1 d . . . C11 C 1.1041(7) 0.8724(4) 0.4916(2) 0.0339(16) Uani 1 1 d . . . H11 H 1.1448 0.8452 0.4673 0.041 Uiso 1 1 calc R . . C12 C 1.1739(6) 0.9068(4) 0.5292(2) 0.0334(16) Uani 1 1 d . . . C13 C 0.9675(6) 1.0737(4) 0.6743(2) 0.0291(15) Uani 1 1 d . . . H13 H 1.0193 1.0917 0.7007 0.035 Uiso 1 1 calc R . . C14 C 1.0179(6) 1.0283(4) 0.6396(2) 0.0277(15) Uani 1 1 d . . . H14 H 1.1022 1.0160 0.6423 0.033 Uiso 1 1 calc R . . C15 C 0.9455(6) 1.0003(4) 0.6005(2) 0.0296(15) Uani 1 1 d . . . C16 C 0.8250(7) 1.0259(5) 0.5981(2) 0.0392(18) Uani 1 1 d . . . H16 H 0.7734 1.0127 0.5713 0.047 Uiso 1 1 calc R . . C17 C 0.7826(7) 1.0709(5) 0.6358(2) 0.0386(18) Uani 1 1 d . . . H17 H 0.6996 1.0859 0.6343 0.046 Uiso 1 1 calc R . . C18 C 1.5099(8) 0.9471(7) 0.5734(4) 0.073(3) Uani 1 1 d . . . H18 H 1.5539 0.9758 0.5994 0.087 Uiso 1 1 calc R . . C19 C 1.3812(8) 0.9449(6) 0.5712(3) 0.063(3) Uani 1 1 d . . . H19 H 1.3388 0.9703 0.5957 0.076 Uiso 1 1 calc R . . C20 C 1.3125(7) 0.9056(5) 0.5335(3) 0.0412(18) Uani 1 1 d . . . C21 C 1.3815(9) 0.8686(7) 0.5004(4) 0.083(4) Uani 1 1 d . . . H21 H 1.3402 0.8414 0.4734 0.100 Uiso 1 1 calc R . . C22 C 1.5105(10) 0.8712(8) 0.5065(4) 0.095(4) Uani 1 1 d U . . H22 H 1.5543 0.8418 0.4840 0.114 Uiso 1 1 calc R . . C23 C 0.7522(6) 0.7911(4) 0.1839(3) 0.0339(17) Uani 1 1 d . . . C24 C 0.6991(6) 0.8087(4) 0.1400(3) 0.0318(16) Uani 1 1 d . . . C25 C 0.5861(7) 0.7689(4) 0.1215(2) 0.0327(16) Uani 1 1 d . . . H25 H 0.5436 0.7292 0.1360 0.039 Uiso 1 1 calc R . . C26 C 0.5353(8) 0.7868(5) 0.0822(3) 0.0434(19) Uani 1 1 d . . . H26 H 0.4570 0.7593 0.0704 0.052 Uiso 1 1 calc R . . C27 C 0.5931(8) 0.8427(4) 0.0591(3) 0.0407(19) Uani 1 1 d . . . C28 C 0.7058(9) 0.8796(5) 0.0763(3) 0.052(2) Uani 1 1 d . . . H28 H 0.7491 0.9175 0.0608 0.063 Uiso 1 1 calc R . . C29 C 0.7606(8) 0.8635(5) 0.1165(3) 0.057(2) Uani 1 1 d . . . H29 H 0.8400 0.8903 0.1276 0.068 Uiso 1 1 calc R . . C30 C 0.5292(11) 0.9252(5) -0.0478(3) 0.055(2) Uani 1 1 d . . . C31 C 0.6007(10) 0.9029(5) -0.0117(3) 0.060(3) Uani 1 1 d . . . H31 H 0.6902 0.9134 -0.0084 0.072 Uiso 1 1 calc R . . C32 C 0.5282(9) 0.8644(4) 0.0184(3) 0.043(2) Uani 1 1 d . . . C33 C 0.4004(9) 0.8518(5) 0.0116(3) 0.048(2) Uani 1 1 d . . . H33 H 0.3513 0.8257 0.0320 0.058 Uiso 1 1 calc R . . C34 C 0.3378(10) 0.8770(5) -0.0258(3) 0.055(2) Uani 1 1 d . . . N5 N 0.7228(10) 1.0714(5) -0.1329(3) 0.118(4) Uani 1 1 d GU . . C35 C 0.7908(8) 1.0451(6) -0.1000(3) 0.146(7) Uani 1 1 d GDU . . H35 H 0.8788 1.0612 -0.0955 0.176 Uiso 1 1 calc R . . C36 C 0.7315(8) 0.9955(5) -0.0735(3) 0.103(5) Uani 1 1 d GDU . . H36 H 0.7785 0.9773 -0.0508 0.124 Uiso 1 1 calc R . . C37 C 0.6041(9) 0.9723(4) -0.0800(2) 0.079(4) Uani 1 1 d G . . C38 C 0.5361(9) 0.9986(4) -0.1129(3) 0.121(6) Uani 1 1 d G . . H38 H 0.4481 0.9825 -0.1174 0.145 Uiso 1 1 calc R . . C39 C 0.5954(10) 1.0482(5) -0.1394(3) 0.114(5) Uani 1 1 d GU . . H39 H 0.5484 1.0664 -0.1622 0.137 Uiso 1 1 calc R . . C40 C 0.0231(17) 0.8955(12) -0.0737(6) 0.131(7) Uani 1 1 d . . . H40 H -0.0096 0.9211 -0.0965 0.158 Uiso 1 1 calc R . . C41 C 0.1445(13) 0.8983(7) -0.0674(4) 0.087(4) Uani 1 1 d . . . H41 H 0.1974 0.9218 -0.0879 0.104 Uiso 1 1 calc R . . C42 C 0.2021(12) 0.8686(7) -0.0324(4) 0.079(4) Uani 1 1 d . . . C43 C 0.1241(16) 0.8317(11) -0.0067(6) 0.153(7) Uani 1 1 d U . . H43 H 0.1582 0.8083 0.0169 0.184 Uiso 1 1 calc R . . C44 C -0.006(2) 0.8265(13) -0.0134(7) 0.197(9) Uani 1 1 d U . . H44 H -0.0607 0.8019 0.0061 0.237 Uiso 1 1 calc R . . C45 C 0.4896(6) 0.5840(4) 0.2226(2) 0.0311(16) Uani 1 1 d . . . C46 C 0.3910(6) 0.5146(3) 0.2110(2) 0.0270(15) Uani 1 1 d . . . C47 C 0.2675(7) 0.5173(4) 0.2239(3) 0.0351(17) Uani 1 1 d . . . H47 H 0.2426 0.5641 0.2396 0.042 Uiso 1 1 calc R . . C48 C 0.1810(6) 0.4532(4) 0.2141(3) 0.0336(17) Uani 1 1 d . . . H48 H 0.0966 0.4560 0.2233 0.040 Uiso 1 1 calc R . . C49 C 0.2137(7) 0.3841(4) 0.1910(3) 0.0377(18) Uani 1 1 d . . . C50 C 0.3357(7) 0.3805(4) 0.1773(3) 0.051(2) Uani 1 1 d . . . H50 H 0.3604 0.3337 0.1614 0.061 Uiso 1 1 calc R . . C51 C 0.4231(7) 0.4472(4) 0.1874(3) 0.049(2) Uani 1 1 d . . . H51 H 0.5070 0.4454 0.1774 0.059 Uiso 1 1 calc R . . C52 C 0.0810(7) 0.1782(4) 0.1942(3) 0.0351(17) Uani 1 1 d . . . C53 C 0.1673(7) 0.2447(4) 0.1939(3) 0.042(2) Uani 1 1 d . . . H53 H 0.2551 0.2427 0.1991 0.050 Uiso 1 1 calc R . . C54 C 0.1230(7) 0.3129(4) 0.1859(3) 0.0368(18) Uani 1 1 d . . . C55 C -0.0046(7) 0.3120(4) 0.1753(3) 0.0415(19) Uani 1 1 d . . . H55 H -0.0370 0.3577 0.1686 0.050 Uiso 1 1 calc R . . C56 C -0.0851(7) 0.2431(4) 0.1743(3) 0.0394(19) Uani 1 1 d . . . C57 C 0.0969(7) -0.0295(4) 0.2110(3) 0.0337(17) Uani 1 1 d . . . H57 H 0.0505 -0.0790 0.2018 0.040 Uiso 1 1 calc R . . C58 C 0.0550(7) 0.0345(4) 0.1949(2) 0.0335(16) Uani 1 1 d . . . H58 H -0.0196 0.0290 0.1762 0.040 Uiso 1 1 calc R . . C59 C 0.1249(7) 0.1062(4) 0.2068(3) 0.0350(17) Uani 1 1 d . . . C60 C 0.2315(8) 0.1100(4) 0.2351(3) 0.048(2) Uani 1 1 d . . . H60 H 0.2825 0.1581 0.2437 0.057 Uiso 1 1 calc R . . C61 C 0.2623(8) 0.0447(4) 0.2503(3) 0.044(2) Uani 1 1 d . . . H61 H 0.3337 0.0491 0.2704 0.053 Uiso 1 1 calc R . . C62 C -0.4324(10) 0.1840(6) 0.1727(5) 0.078(3) Uani 1 1 d . . . H62 H -0.4872 0.1475 0.1857 0.094 Uiso 1 1 calc R . . C63 C -0.3065(8) 0.1877(5) 0.1833(4) 0.063(3) Uani 1 1 d . . . H63 H -0.2771 0.1557 0.2034 0.075 Uiso 1 1 calc R . . C64 C -0.2222(7) 0.2383(4) 0.1647(3) 0.044(2) Uani 1 1 d . . . C65 C -0.2729(8) 0.2826(5) 0.1355(4) 0.059(3) Uani 1 1 d . . . H65 H -0.2195 0.3184 0.1215 0.071 Uiso 1 1 calc R . . C66 C -0.4023(11) 0.2738(6) 0.1270(5) 0.094(5) Uani 1 1 d . . . H66 H -0.4355 0.3032 0.1063 0.113 Uiso 1 1 calc R . . C67 C 0.2592(6) 0.7268(4) 0.3103(3) 0.0359(18) Uani 1 1 d . . . C68 C 0.3049(6) 0.7026(4) 0.3524(3) 0.0344(17) Uani 1 1 d . . . C69 C 0.4220(8) 0.7327(5) 0.3723(3) 0.055(2) Uani 1 1 d . . . H69 H 0.4738 0.7701 0.3590 0.066 Uiso 1 1 calc R . . C70 C 0.4635(9) 0.7093(6) 0.4107(3) 0.060(3) Uani 1 1 d . . . H70 H 0.5458 0.7292 0.4228 0.071 Uiso 1 1 calc R . . C71 C 0.3908(8) 0.6576(4) 0.4330(3) 0.044(2) Uani 1 1 d . . . C72 C 0.2725(10) 0.6308(6) 0.4141(4) 0.078(4) Uani 1 1 d . . . H72 H 0.2180 0.5961 0.4284 0.094 Uiso 1 1 calc R . . C73 C 0.2323(9) 0.6533(6) 0.3752(4) 0.081(4) Uani 1 1 d . . . H73 H 0.1497 0.6338 0.3633 0.097 Uiso 1 1 calc R . . C74 C 0.6037(12) 0.6213(5) 0.5271(3) 0.065(3) Uani 1 1 d . . . C75 C 0.5642(10) 0.6471(5) 0.4884(3) 0.053(2) Uani 1 1 d . . . H75 H 0.6231 0.6746 0.4715 0.064 Uiso 1 1 calc R . . C76 C 0.4380(10) 0.6326(5) 0.4743(3) 0.053(2) Uani 1 1 d . . . C77 C 0.3575(10) 0.5920(5) 0.5000(3) 0.059(3) Uani 1 1 d . . . H77 H 0.2702 0.5826 0.4914 0.071 Uiso 1 1 calc R . . C78 C 0.3975(13) 0.5651(6) 0.5367(4) 0.072(3) Uani 1 1 d . . . C79 C 0.9111(18) 0.6005(8) 0.5844(5) 0.106(5) Uani 1 1 d . . . H79 H 0.9409 0.5665 0.6032 0.127 Uiso 1 1 calc R . . C80 C 0.7871(16) 0.5897(7) 0.5714(4) 0.093(4) Uani 1 1 d . . . H80 H 0.7337 0.5497 0.5821 0.112 Uiso 1 1 calc R . . C81 C 0.7354(14) 0.6349(6) 0.5432(4) 0.082(4) Uani 1 1 d . . . C82 C 0.8219(14) 0.6913(8) 0.5300(5) 0.110(5) Uani 1 1 d . . . H82 H 0.7933 0.7252 0.5109 0.132 Uiso 1 1 calc R . . C83 C 0.9482(17) 0.7004(10) 0.5435(6) 0.145(7) Uani 1 1 d U . . H83 H 1.0041 0.7385 0.5322 0.174 Uiso 1 1 calc R . . N12 N 0.1564(11) 0.4241(5) 0.6105(4) 0.137(5) Uani 1 1 d GU . . C84 C 0.2791(12) 0.4453(5) 0.6246(3) 0.132(6) Uani 1 1 d GU . . H84 H 0.3113 0.4278 0.6506 0.159 Uiso 1 1 calc R . . C85 C 0.3557(9) 0.4916(5) 0.6015(3) 0.101(4) Uani 1 1 d GU . . H85 H 0.4415 0.5064 0.6114 0.121 Uiso 1 1 calc R . . C86 C 0.3097(9) 0.5167(4) 0.5643(3) 0.082(4) Uani 1 1 d GU . . C87 C 0.1870(9) 0.4955(6) 0.5502(3) 0.124(6) Uani 1 1 d GU . . H87 H 0.1548 0.5130 0.5242 0.149 Uiso 1 1 calc R . . C88 C 0.1104(9) 0.4492(6) 0.5733(4) 0.160(7) Uani 1 1 d GU . . H88 H 0.0247 0.4344 0.5634 0.192 Uiso 1 1 calc R . . C89 C 0.5247(7) 0.9369(4) 0.2736(2) 0.0306(16) Uani 1 1 d . . . C90 C 0.6285(6) 1.0019(3) 0.2853(2) 0.0277(15) Uani 1 1 d . . . C91 C 0.7481(7) 0.9966(4) 0.2697(3) 0.0321(16) Uani 1 1 d . . . H91 H 0.7670 0.9496 0.2523 0.038 Uiso 1 1 calc R . . C92 C 0.8408(7) 1.0586(4) 0.2788(3) 0.0400(19) Uani 1 1 d . . . H92 H 0.9237 1.0531 0.2687 0.048 Uiso 1 1 calc R . . C93 C 0.8150(6) 1.1300(4) 0.3029(2) 0.0300(15) Uani 1 1 d . . . C94 C 0.6935(7) 1.1338(4) 0.3193(3) 0.0417(19) Uani 1 1 d . . . H94 H 0.6730 1.1808 0.3362 0.050 Uiso 1 1 calc R . . C95 C 0.6034(7) 1.0704(4) 0.3111(3) 0.042(2) Uani 1 1 d . . . H95 H 0.5225 1.0737 0.3235 0.051 Uiso 1 1 calc R . . C96 C 0.9506(7) 1.3341(4) 0.2986(3) 0.0344(17) Uani 1 1 d . . . C97 C 0.8649(7) 1.2688(4) 0.2986(3) 0.0372(18) Uani 1 1 d . . . H97 H 0.7773 1.2713 0.2932 0.045 Uiso 1 1 calc R . . C98 C 0.9077(7) 1.1994(4) 0.3067(3) 0.0342(17) Uani 1 1 d . . . C99 C 1.0338(7) 1.2004(4) 0.3171(3) 0.0343(17) Uani 1 1 d . . . H99 H 1.0657 1.1545 0.3236 0.041 Uiso 1 1 calc R . . C100 C 1.1151(7) 1.2678(4) 0.3181(3) 0.0407(19) Uani 1 1 d . . . C101 C 0.9354(7) 1.5443(4) 0.2872(2) 0.0330(16) Uani 1 1 d . . . H101 H 0.9827 1.5931 0.2975 0.040 Uiso 1 1 calc R . . C102 C 0.9754(7) 1.4795(4) 0.3007(3) 0.0330(16) Uani 1 1 d . . . H102 H 1.0496 1.4840 0.3195 0.040 Uiso 1 1 calc R . . C103 C 0.9075(7) 1.4067(4) 0.2870(3) 0.0368(18) Uani 1 1 d . . . C104 C 0.7981(7) 1.4057(4) 0.2597(3) 0.047(2) Uani 1 1 d . . . H104 H 0.7470 1.3581 0.2496 0.056 Uiso 1 1 calc R . . C105 C 0.7661(7) 1.4732(4) 0.2478(3) 0.0414(19) Uani 1 1 d . . . H105 H 0.6914 1.4711 0.2295 0.050 Uiso 1 1 calc R . . C106 C 1.4627(10) 1.3327(7) 0.3232(5) 0.084(4) Uani 1 1 d . . . H106 H 1.5188 1.3687 0.3103 0.101 Uiso 1 1 calc R . . C107 C 1.3379(8) 1.3275(5) 0.3126(4) 0.065(3) Uani 1 1 d . . . H107 H 1.3083 1.3615 0.2938 0.078 Uiso 1 1 calc R . . C108 C 1.2529(8) 1.2740(5) 0.3284(3) 0.050(2) Uani 1 1 d . . . C109 C 1.3034(9) 1.2282(5) 0.3579(4) 0.065(3) Uani 1 1 d . . . H109 H 1.2493 1.1910 0.3706 0.078 Uiso 1 1 calc R . . C110 C 1.4303(10) 1.2377(6) 0.3682(5) 0.086(4) Uani 1 1 d . . . H110 H 1.4625 1.2065 0.3882 0.103 Uiso 1 1 calc R . . C111 C 0.2672(7) 0.7638(4) 0.1815(2) 0.0337(17) Uani 1 1 d . . . C112 C 0.2034(7) 0.7300(4) 0.1363(2) 0.0321(17) Uani 1 1 d . . . C113 C 0.0880(7) 0.7520(4) 0.1239(2) 0.0360(17) Uani 1 1 d . . . H113 H 0.0504 0.7902 0.1434 0.043 Uiso 1 1 calc R . . C114 C 0.0281(8) 0.7199(4) 0.0844(2) 0.0391(18) Uani 1 1 d . . . H114 H -0.0517 0.7352 0.0769 0.047 Uiso 1 1 calc R . . C115 C 0.0808(7) 0.6644(4) 0.0541(2) 0.0334(17) Uani 1 1 d . . . C116 C 0.1964(7) 0.6427(4) 0.0661(2) 0.0401(19) Uani 1 1 d . . . H116 H 0.2343 0.6053 0.0461 0.048 Uiso 1 1 calc R . . C117 C 0.2585(7) 0.6749(5) 0.1071(2) 0.0398(18) Uani 1 1 d . . . H117 H 0.3378 0.6593 0.1150 0.048 Uiso 1 1 calc R . . C118 C -0.0062(7) 0.5474(4) -0.0608(2) 0.0353(17) Uani 1 1 d . . . C119 C 0.0682(7) 0.5857(4) -0.0237(2) 0.0350(17) Uani 1 1 d . . . H119 H 0.1572 0.5845 -0.0230 0.042 Uiso 1 1 calc R . . C120 C 0.0100(7) 0.6260(4) 0.0125(2) 0.0387(18) Uani 1 1 d . . . C121 C -0.1184(7) 0.6277(4) 0.0087(2) 0.0387(18) Uani 1 1 d . . . H121 H -0.1611 0.6550 0.0324 0.046 Uiso 1 1 calc R . . C122 C -0.1855(7) 0.5899(5) -0.0296(2) 0.0381(18) Uani 1 1 d . . . C123 C 0.0213(6) 0.4150(4) -0.1697(2) 0.0307(16) Uani 1 1 d . . . H123 H -0.0328 0.3907 -0.1945 0.037 Uiso 1 1 calc R . . C124 C -0.0281(6) 0.4645(4) -0.1361(2) 0.0308(16) Uani 1 1 d . . . H124 H -0.1132 0.4754 -0.1386 0.037 Uiso 1 1 calc R . . C125 C 0.0476(6) 0.4984(4) -0.0983(2) 0.0325(16) Uani 1 1 d . . . C126 C 0.1705(7) 0.4783(5) -0.0969(3) 0.050(2) Uani 1 1 d . . . H126 H 0.2254 0.4977 -0.0715 0.060 Uiso 1 1 calc R . . C127 C 0.2122(7) 0.4296(6) -0.1330(2) 0.048(2) Uani 1 1 d . . . H127 H 0.2968 0.4172 -0.1315 0.058 Uiso 1 1 calc R . . C128 C -0.5205(11) 0.5392(9) -0.0667(5) 0.124(6) Uani 1 1 d U . . H128 H -0.5653 0.5046 -0.0906 0.149 Uiso 1 1 calc R . . C129 C -0.3919(10) 0.5395(8) -0.0651(4) 0.109(6) Uani 1 1 d . . . H129 H -0.3518 0.5048 -0.0861 0.131 Uiso 1 1 calc R . . C130 C -0.3245(7) 0.5892(5) -0.0336(3) 0.046(2) Uani 1 1 d . . . C131 C -0.3939(9) 0.6358(8) -0.0065(5) 0.110(6) Uani 1 1 d . . . H131 H -0.3526 0.6731 0.0169 0.132 Uiso 1 1 calc R . . C132 C -0.5223(10) 0.6300(8) -0.0123(5) 0.103(5) Uani 1 1 d U . . H132 H -0.5649 0.6671 0.0061 0.124 Uiso 1 1 calc R . . O2W O 0.7456(11) 0.2762(7) 0.4138(5) 0.159(5) Uani 1 1 d . . . O3W O 0.7226(19) 0.7617(11) 0.9178(7) 0.247(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0228(5) 0.0220(5) 0.0233(5) -0.0046(4) 0.0016(4) 0.0070(4) Mn2 0.0258(5) 0.0181(5) 0.0219(5) -0.0012(4) 0.0058(4) 0.0067(4) Mn3 0.0191(5) 0.0207(5) 0.0405(6) -0.0132(4) -0.0010(4) 0.0025(4) N1 0.028(3) 0.034(3) 0.033(3) -0.003(3) 0.010(3) 0.005(2) N2 0.020(3) 0.042(3) 0.028(3) 0.003(3) 0.004(2) 0.001(2) N3 0.030(4) 0.114(8) 0.096(7) -0.020(6) -0.003(4) 0.017(5) N4 0.088(7) 0.067(5) 0.041(4) 0.016(4) 0.009(4) 0.016(5) N6 0.165(13) 0.232(15) 0.214(15) 0.130(12) -0.088(11) -0.001(11) N7 0.042(4) 0.012(3) 0.069(5) -0.004(3) -0.010(3) 0.002(3) N8 0.049(4) 0.019(3) 0.035(3) -0.008(2) -0.003(3) 0.011(3) N9 0.047(5) 0.050(5) 0.156(10) -0.002(6) -0.013(6) -0.001(4) N10 0.155(10) 0.044(5) 0.052(5) 0.021(4) 0.026(6) 0.027(6) N11 0.175(14) 0.110(10) 0.110(10) 0.023(8) -0.089(10) 0.031(9) N13 0.035(3) 0.020(3) 0.066(5) -0.001(3) -0.011(3) 0.000(3) N14 0.032(3) 0.023(3) 0.040(4) -0.007(2) -0.005(3) 0.005(2) N15 0.048(5) 0.054(5) 0.152(10) -0.034(6) -0.019(6) 0.012(5) N16 0.029(3) 0.040(3) 0.032(3) -0.011(3) 0.008(3) 0.006(3) N17 0.023(3) 0.038(3) 0.026(3) -0.014(2) 0.005(2) 0.006(2) N18 0.039(4) 0.101(7) 0.093(7) -0.037(6) -0.008(5) 0.014(5) O1 0.093(5) 0.038(3) 0.033(3) -0.010(2) -0.014(3) 0.030(3) O2 0.033(3) 0.047(3) 0.026(3) -0.009(2) 0.002(2) 0.006(2) O3 0.016(2) 0.025(2) 0.036(3) 0.0005(19) 0.0066(19) 0.0014(18) O4 0.027(3) 0.048(3) 0.088(5) -0.001(3) -0.008(3) 0.002(2) O5 0.021(2) 0.030(3) 0.044(3) -0.008(2) 0.005(2) 0.0055(19) O6 0.034(3) 0.028(3) 0.080(4) -0.023(3) 0.019(3) -0.006(2) O7 0.026(2) 0.030(3) 0.038(3) 0.003(2) 0.000(2) 0.009(2) O8 0.025(3) 0.062(4) 0.109(6) 0.023(4) -0.023(3) -0.015(3) O9 0.056(4) 0.034(3) 0.044(3) -0.005(2) -0.005(3) -0.013(3) O10 0.023(3) 0.021(2) 0.071(4) -0.002(2) 0.001(3) 0.001(2) O11 0.032(3) 0.089(5) 0.030(3) -0.023(3) 0.009(2) -0.015(3) O12 0.079(4) 0.031(3) 0.030(3) -0.004(2) -0.009(3) 0.017(3) O1W 0.054(4) 0.061(4) 0.070(5) 0.013(3) -0.019(3) -0.017(3) C1 0.064(5) 0.011(3) 0.027(4) -0.001(3) -0.001(4) -0.007(3) C2 0.046(4) 0.017(3) 0.027(4) 0.000(3) -0.001(3) -0.004(3) C3 0.031(4) 0.033(4) 0.025(4) -0.005(3) 0.002(3) 0.003(3) C4 0.025(4) 0.036(4) 0.030(4) -0.013(3) 0.002(3) 0.001(3) C5 0.046(4) 0.022(3) 0.022(4) -0.006(3) 0.006(3) 0.001(3) C6 0.065(6) 0.043(5) 0.037(5) -0.003(4) -0.010(4) 0.028(4) C7 0.080(6) 0.032(4) 0.031(4) -0.015(3) -0.003(4) 0.025(4) C8 0.028(4) 0.036(4) 0.029(4) 0.000(3) 0.007(3) 0.006(3) C9 0.026(3) 0.039(4) 0.023(4) -0.001(3) 0.003(3) 0.005(3) C10 0.035(4) 0.030(4) 0.027(4) -0.003(3) 0.007(3) 0.003(3) C11 0.041(4) 0.035(4) 0.026(4) -0.002(3) 0.010(3) 0.008(3) C12 0.026(4) 0.041(4) 0.033(4) 0.001(3) 0.012(3) 0.003(3) C13 0.027(3) 0.039(4) 0.020(3) -0.005(3) 0.007(3) 0.009(3) C14 0.020(3) 0.035(4) 0.026(4) -0.004(3) 0.006(3) 0.002(3) C15 0.026(3) 0.034(4) 0.027(4) -0.002(3) 0.011(3) 0.003(3) C16 0.025(4) 0.060(5) 0.028(4) -0.008(3) 0.002(3) 0.008(3) C17 0.030(4) 0.060(5) 0.024(4) -0.006(3) 0.001(3) 0.012(4) C18 0.031(5) 0.112(9) 0.070(7) -0.005(6) 0.002(5) 0.005(5) C19 0.035(5) 0.094(8) 0.054(6) -0.022(5) -0.006(4) 0.022(5) C20 0.034(4) 0.050(5) 0.039(4) -0.001(4) 0.010(3) 0.008(4) C21 0.038(5) 0.120(10) 0.075(7) -0.041(7) 0.007(5) 0.010(6) C22 0.044(6) 0.121(9) 0.103(9) -0.048(7) 0.026(6) 0.012(6) C23 0.020(3) 0.027(4) 0.051(5) -0.010(3) 0.003(3) 0.005(3) C24 0.032(4) 0.023(3) 0.043(4) 0.011(3) 0.017(3) 0.005(3) C25 0.037(4) 0.028(4) 0.032(4) 0.011(3) 0.010(3) -0.013(3) C26 0.051(5) 0.044(5) 0.035(4) 0.013(4) 0.004(4) -0.003(4) C27 0.055(5) 0.028(4) 0.043(5) 0.014(3) 0.022(4) 0.008(4) C28 0.058(6) 0.052(5) 0.055(6) 0.035(4) 0.017(4) -0.002(4) C29 0.032(4) 0.056(6) 0.082(7) 0.020(5) 0.009(4) -0.011(4) C30 0.087(7) 0.047(5) 0.038(5) 0.021(4) 0.026(5) 0.021(5) C31 0.084(7) 0.054(6) 0.053(6) 0.034(5) 0.033(5) 0.015(5) C32 0.072(6) 0.028(4) 0.034(4) 0.015(3) 0.019(4) 0.011(4) C33 0.062(6) 0.043(5) 0.044(5) 0.020(4) 0.006(4) 0.005(4) C34 0.093(8) 0.040(5) 0.038(5) 0.020(4) 0.011(5) 0.018(5) N5 0.137(10) 0.097(8) 0.121(9) 0.009(7) 0.081(8) 0.007(7) C35 0.189(15) 0.133(13) 0.129(13) 0.030(10) 0.039(12) 0.049(12) C36 0.111(10) 0.095(9) 0.115(10) 0.043(8) 0.075(8) 0.007(7) C37 0.142(11) 0.053(6) 0.053(6) 0.029(5) 0.047(7) 0.024(7) C38 0.269(19) 0.050(6) 0.061(7) 0.034(6) 0.081(10) 0.056(9) C39 0.190(14) 0.081(8) 0.085(9) 0.027(7) 0.035(9) 0.055(9) C40 0.108(13) 0.199(19) 0.109(13) 0.089(13) -0.022(10) 0.030(12) C41 0.094(9) 0.104(10) 0.077(8) 0.053(7) 0.010(7) 0.028(8) C42 0.082(8) 0.090(8) 0.073(8) 0.047(7) -0.023(6) -0.001(6) C43 0.106(10) 0.187(14) 0.185(14) 0.130(12) -0.061(10) -0.023(10) C44 0.162(15) 0.252(17) 0.213(16) 0.181(14) -0.030(12) -0.013(13) C45 0.029(4) 0.023(3) 0.039(4) -0.001(3) -0.008(3) 0.005(3) C46 0.019(3) 0.016(3) 0.043(4) -0.004(3) 0.002(3) 0.001(2) C47 0.039(4) 0.013(3) 0.052(5) -0.004(3) 0.003(4) 0.010(3) C48 0.021(3) 0.013(3) 0.065(5) 0.008(3) 0.006(3) -0.007(3) C49 0.032(4) 0.020(3) 0.061(5) 0.002(3) -0.005(4) 0.008(3) C50 0.032(4) 0.020(4) 0.089(7) -0.028(4) 0.003(4) 0.001(3) C51 0.024(4) 0.025(4) 0.090(7) -0.013(4) 0.004(4) -0.002(3) C52 0.035(4) 0.010(3) 0.058(5) 0.000(3) -0.008(4) -0.002(3) C53 0.035(4) 0.023(4) 0.064(5) 0.000(3) -0.020(4) 0.002(3) C54 0.032(4) 0.014(3) 0.062(5) 0.003(3) -0.006(4) -0.004(3) C55 0.038(4) 0.019(3) 0.065(6) 0.001(3) -0.004(4) 0.002(3) C56 0.032(4) 0.014(3) 0.069(6) 0.000(3) -0.005(4) -0.005(3) C57 0.040(4) 0.013(3) 0.045(4) -0.004(3) 0.002(3) 0.000(3) C58 0.037(4) 0.019(3) 0.043(4) 0.006(3) 0.000(3) -0.005(3) C59 0.043(4) 0.015(3) 0.046(4) 0.002(3) -0.007(4) 0.002(3) C60 0.051(5) 0.022(4) 0.065(6) -0.007(4) -0.022(4) -0.001(3) C61 0.047(5) 0.021(4) 0.061(5) -0.004(3) -0.010(4) 0.005(3) C62 0.048(6) 0.054(6) 0.129(11) 0.001(6) 0.011(6) 0.000(5) C63 0.035(5) 0.039(5) 0.107(8) -0.003(5) 0.001(5) -0.005(4) C64 0.031(4) 0.025(4) 0.071(6) -0.006(4) -0.005(4) 0.002(3) C65 0.037(5) 0.038(5) 0.100(8) 0.007(5) -0.024(5) 0.004(4) C66 0.066(7) 0.042(6) 0.170(13) -0.010(7) -0.048(8) 0.027(5) C67 0.020(4) 0.023(3) 0.066(5) 0.016(3) 0.008(3) -0.002(3) C68 0.027(4) 0.025(4) 0.050(5) 0.007(3) 0.007(3) -0.006(3) C69 0.042(5) 0.066(6) 0.057(6) 0.032(5) 0.006(4) -0.024(4) C70 0.053(5) 0.086(7) 0.043(5) 0.033(5) 0.005(4) -0.013(5) C71 0.057(5) 0.036(4) 0.049(5) 0.022(4) 0.020(4) 0.015(4) C72 0.065(7) 0.086(8) 0.094(9) 0.063(7) 0.021(6) -0.019(6) C73 0.044(6) 0.085(8) 0.118(10) 0.059(7) -0.011(6) -0.029(5) C74 0.113(9) 0.045(5) 0.041(5) 0.015(4) 0.010(6) 0.017(5) C75 0.086(7) 0.043(5) 0.036(5) 0.022(4) 0.006(5) 0.014(5) C76 0.085(7) 0.031(4) 0.050(5) 0.023(4) 0.025(5) 0.015(4) C77 0.090(7) 0.040(5) 0.059(6) 0.034(4) 0.039(5) 0.018(5) C78 0.117(10) 0.049(6) 0.059(7) 0.024(5) 0.043(7) 0.025(6) C79 0.174(16) 0.074(9) 0.072(9) 0.013(7) -0.044(10) 0.028(10) C80 0.174(14) 0.063(7) 0.047(6) 0.017(5) -0.028(8) 0.034(8) C81 0.130(11) 0.058(7) 0.065(7) 0.028(6) -0.019(7) 0.013(7) C82 0.111(11) 0.096(10) 0.133(13) 0.064(9) -0.041(10) 0.003(8) C83 0.141(12) 0.121(11) 0.182(14) 0.076(11) -0.057(11) -0.008(9) N12 0.217(13) 0.075(7) 0.127(10) 0.034(7) 0.095(10) 0.017(8) C84 0.203(15) 0.088(10) 0.107(11) 0.027(8) 0.051(11) -0.008(10) C85 0.164(9) 0.081(7) 0.064(6) 0.032(5) 0.037(6) 0.013(6) C86 0.136(10) 0.047(6) 0.074(7) 0.028(5) 0.055(7) 0.025(6) C87 0.115(10) 0.123(11) 0.149(12) 0.054(9) 0.091(10) 0.022(9) C88 0.191(15) 0.138(13) 0.169(14) 0.058(11) 0.091(12) 0.038(11) C89 0.032(4) 0.024(3) 0.034(4) 0.004(3) -0.009(3) -0.003(3) C90 0.023(3) 0.015(3) 0.043(4) -0.002(3) -0.003(3) 0.002(3) C91 0.036(4) 0.011(3) 0.048(4) 0.001(3) 0.008(3) 0.002(3) C92 0.027(4) 0.021(3) 0.072(6) 0.001(3) 0.006(4) 0.007(3) C93 0.024(3) 0.021(3) 0.044(4) 0.005(3) -0.004(3) -0.004(3) C94 0.041(4) 0.016(3) 0.063(5) -0.012(3) 0.007(4) 0.003(3) C95 0.027(4) 0.027(4) 0.065(6) -0.013(4) 0.007(4) 0.000(3) C96 0.036(4) 0.015(3) 0.050(5) -0.001(3) -0.002(3) 0.006(3) C97 0.033(4) 0.016(3) 0.061(5) 0.000(3) -0.002(4) 0.000(3) C98 0.038(4) 0.017(3) 0.045(4) -0.003(3) -0.005(3) 0.005(3) C99 0.036(4) 0.011(3) 0.053(5) 0.003(3) -0.008(3) -0.001(3) C100 0.034(4) 0.025(4) 0.061(5) 0.000(3) -0.006(4) 0.006(3) C101 0.038(4) 0.018(3) 0.040(4) -0.001(3) -0.007(3) 0.001(3) C102 0.029(4) 0.022(3) 0.046(4) 0.002(3) -0.005(3) 0.001(3) C103 0.039(4) 0.019(3) 0.049(5) -0.002(3) -0.011(4) 0.005(3) C104 0.036(4) 0.021(4) 0.078(6) -0.007(4) -0.023(4) 0.001(3) C105 0.043(4) 0.023(4) 0.055(5) 0.000(3) -0.017(4) 0.004(3) C106 0.041(6) 0.070(7) 0.134(11) -0.005(7) 0.000(6) 0.004(5) C107 0.034(5) 0.050(5) 0.105(9) -0.001(5) 0.004(5) -0.003(4) C108 0.043(5) 0.032(4) 0.067(6) -0.013(4) -0.005(4) 0.005(4) C109 0.055(6) 0.037(5) 0.097(8) -0.010(5) -0.016(5) 0.015(4) C110 0.055(7) 0.045(6) 0.151(12) -0.017(7) -0.030(7) 0.024(5) C111 0.044(5) 0.028(4) 0.025(4) 0.000(3) 0.002(3) -0.013(3) C112 0.053(5) 0.018(3) 0.019(3) -0.003(3) 0.006(3) -0.018(3) C113 0.046(4) 0.036(4) 0.026(4) -0.001(3) 0.009(3) 0.010(3) C114 0.044(4) 0.039(4) 0.030(4) -0.009(3) 0.000(3) 0.007(3) C115 0.037(4) 0.031(4) 0.026(4) -0.006(3) 0.007(3) -0.010(3) C116 0.029(4) 0.041(4) 0.037(4) -0.028(3) 0.007(3) -0.011(3) C117 0.028(4) 0.052(5) 0.032(4) -0.008(3) 0.006(3) -0.010(3) C118 0.027(4) 0.044(4) 0.031(4) -0.007(3) 0.010(3) -0.001(3) C119 0.030(4) 0.043(4) 0.026(4) -0.009(3) 0.008(3) 0.000(3) C120 0.042(4) 0.043(4) 0.026(4) -0.011(3) 0.006(3) -0.001(3) C121 0.033(4) 0.046(5) 0.031(4) -0.013(3) 0.013(3) 0.003(3) C122 0.032(4) 0.050(5) 0.028(4) -0.009(3) 0.015(3) 0.003(3) C123 0.019(3) 0.046(4) 0.024(4) -0.006(3) 0.004(3) 0.004(3) C124 0.017(3) 0.032(4) 0.039(4) -0.005(3) 0.005(3) -0.001(3) C125 0.025(3) 0.044(4) 0.024(4) -0.007(3) 0.002(3) 0.001(3) C126 0.019(4) 0.082(6) 0.037(5) -0.025(4) -0.004(3) 0.004(4) C127 0.024(4) 0.089(7) 0.026(4) -0.015(4) 0.003(3) 0.014(4) C128 0.052(6) 0.159(12) 0.133(11) -0.079(9) -0.029(7) 0.031(7) C129 0.048(6) 0.142(11) 0.112(10) -0.085(9) -0.036(6) 0.047(7) C130 0.037(4) 0.054(5) 0.045(5) -0.007(4) 0.007(4) 0.016(4) C131 0.037(5) 0.131(11) 0.128(11) -0.086(9) 0.022(6) 0.001(6) C132 0.053(6) 0.114(9) 0.118(9) -0.067(8) 0.029(6) 0.007(6) O2W 0.131(9) 0.142(10) 0.180(12) -0.058(9) -0.024(9) 0.028(8) O3W 0.27(2) 0.212(18) 0.25(2) -0.011(15) -0.040(16) 0.033(15) _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 Mn1 O1 2.076(6) . ? Mn1 O5 2.125(5) . ? Mn1 O3 2.211(4) . ? Mn1 O1W 2.233(6) . ? Mn1 N17 2.281(5) 2_665 ? Mn1 N14 2.307(6) 1_545 ? Mn2 O12 2.009(5) . ? Mn2 O10 2.120(5) . ? Mn2 O7 2.132(4) . ? Mn2 N2 2.225(6) 2_676 ? Mn2 N8 2.284(6) 1_565 ? Mn3 O6 2.105(5) . ? Mn3 O2 2.108(5) . ? Mn3 O9 2.138(5) . ? Mn3 O11 2.164(6) . ? Mn3 O3 2.312(4) . ? Mn3 O7 2.380(5) . ? N1 C8 1.340(9) . ? N1 C12 1.355(9) . ? N2 C17 1.319(9) . ? N2 C13 1.325(8) . ? N2 Mn2 2.225(6) 2_676 ? N3 C22 1.330(14) . ? N3 C18 1.334(13) . ? N4 C30 1.310(13) . ? N4 C34 1.314(12) . ? N6 C40 1.31(2) . ? N6 C44 1.396(19) . ? N7 C52 1.321(9) . ? N7 C56 1.372(9) . ? N8 C57 1.321(9) . ? N8 C61 1.341(9) . ? N8 Mn2 2.284(6) 1_545 ? N9 C62 1.295(15) . ? N9 C66 1.357(17) . ? N10 C74 1.366(14) . ? N10 C78 1.378(15) . ? N11 C79 1.35(2) . ? N11 C83 1.359(17) . ? N13 C96 1.322(9) . ? N13 C100 1.371(9) . ? N14 C101 1.334(8) . ? N14 C105 1.346(9) . ? N14 Mn1 2.307(6) 1_565 ? N15 C110 1.336(16) . ? N15 C106 1.352(16) . ? N16 C118 1.336(9) . ? N16 C122 1.338(9) . ? N17 C127 1.309(9) . ? N17 C123 1.339(8) . ? N17 Mn1 2.281(5) 2_665 ? N18 C132 1.243(13) . ? N18 C128 1.301(14) . ? O1 C1 1.256(8) . ? O2 C1 1.235(9) . ? O3 C23 1.272(8) . ? O4 C23 1.256(8) . ? O5 C45 1.254(8) . ? O6 C45 1.244(8) . ? O7 C67 1.288(8) . ? O8 C67 1.227(8) . ? O9 C89 1.247(9) . ? O10 C89 1.258(9) . ? O11 C111 1.224(9) . ? O12 C111 1.274(9) . ? C1 C2 1.494(9) . ? C2 C7 1.342(11) . ? C2 C3 1.388(9) . ? C3 C4 1.381(9) . ? C4 C5 1.416(10) . ? C5 C6 1.399(10) . ? C5 C10 1.495(9) . ? C6 C7 1.382(11) . ? C8 C9 1.386(9) . ? C8 C15 1.494(9) . ? C9 C10 1.388(9) . ? C10 C11 1.386(10) . ? C11 C12 1.364(10) . ? C12 C20 1.480(10) . ? C13 C14 1.371(9) . ? C14 C15 1.386(9) . ? C15 C16 1.408(10) . ? C16 C17 1.393(10) . ? C18 C19 1.366(12) . ? C19 C20 1.385(11) . ? C20 C21 1.376(12) . ? C21 C22 1.376(13) . ? C23 C24 1.509(10) . ? C24 C25 1.385(10) . ? C24 C29 1.388(10) . ? C25 C26 1.379(10) . ? C26 C27 1.380(10) . ? C27 C28 1.353(12) . ? C27 C32 1.506(11) . ? C28 C29 1.406(12) . ? C30 C31 1.434(13) . ? C30 C37 1.542(11) . ? C31 C32 1.401(11) . ? C32 C33 1.360(12) . ? C33 C34 1.440(11) . ? C34 C42 1.442(15) . ? N5 C35 1.374(5) . ? N5 C39 1.374(5) . ? C35 C36 1.374(5) . ? C36 C37 1.374(5) . ? C37 C38 1.374(5) . ? C38 C39 1.374(5) . ? C40 C41 1.296(18) . ? C41 C42 1.398(14) . ? C42 C43 1.327(19) . ? C43 C44 1.39(2) . ? C45 C46 1.512(9) . ? C46 C51 1.365(9) . ? C46 C47 1.382(9) . ? C47 C48 1.363(9) . ? C48 C49 1.386(10) . ? C49 C50 1.376(10) . ? C49 C54 1.478(9) . ? C50 C51 1.404(10) . ? C52 C53 1.404(10) . ? C52 C59 1.485(9) . ? C53 C54 1.380(10) . ? C54 C55 1.386(10) . ? C55 C56 1.398(9) . ? C56 C64 1.472(10) . ? C57 C58 1.395(9) . ? C58 C59 1.382(9) . ? C59 C60 1.392(10) . ? C60 C61 1.360(10) . ? C62 C63 1.363(13) . ? C63 C64 1.377(12) . ? C64 C65 1.390(12) . ? C65 C66 1.383(13) . ? C67 C68 1.479(10) . ? C68 C73 1.364(11) . ? C68 C69 1.386(10) . ? C69 C70 1.359(11) . ? C70 C71 1.382(11) . ? C71 C72 1.376(13) . ? C71 C76 1.469(11) . ? C72 C73 1.360(14) . ? C74 C75 1.380(12) . ? C74 C81 1.456(16) . ? C75 C76 1.385(13) . ? C76 C77 1.377(11) . ? C77 C78 1.338(14) . ? C78 C86 1.532(12) . ? C79 C80 1.354(19) . ? C80 C81 1.384(13) . ? C81 C82 1.383(17) . ? C82 C83 1.381(19) . ? N12 C84 1.360(5) . ? N12 C88 1.360(5) . ? C84 C85 1.360(5) . ? C85 C86 1.360(5) . ? C86 C87 1.360(5) . ? C87 C88 1.359(5) . ? C89 C90 1.495(9) . ? C90 C91 1.374(9) . ? C90 C95 1.383(9) . ? C91 C92 1.378(9) . ? C92 C93 1.405(10) . ? C93 C94 1.398(10) . ? C93 C98 1.469(9) . ? C94 C95 1.375(10) . ? C96 C97 1.384(9) . ? C96 C103 1.481(9) . ? C97 C98 1.394(9) . ? C98 C99 1.369(10) . ? C99 C100 1.382(10) . ? C100 C108 1.481(11) . ? C101 C102 1.364(9) . ? C102 C103 1.397(9) . ? C103 C104 1.406(10) . ? C104 C105 1.359(10) . ? C106 C107 1.349(13) . ? C107 C108 1.373(13) . ? C108 C109 1.414(13) . ? C109 C110 1.366(13) . ? C111 C112 1.513(9) . ? C112 C113 1.386(10) . ? C112 C117 1.393(10) . ? C113 C114 1.351(10) . ? C114 C115 1.401(10) . ? C115 C116 1.382(11) . ? C115 C120 1.477(9) . ? C116 C117 1.396(10) . ? C118 C119 1.394(10) . ? C118 C125 1.478(9) . ? C119 C120 1.401(10) . ? C120 C121 1.373(10) . ? C121 C122 1.381(10) . ? C122 C130 1.480(10) . ? C123 C124 1.382(9) . ? C124 C125 1.395(9) . ? C125 C126 1.393(10) . ? C126 C127 1.389(10) . ? C128 C129 1.368(15) . ? C129 C130 1.327(12) . ? C130 C131 1.355(12) . ? C131 C132 1.365(14) . ? 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 O1 Mn1 O5 103.3(2) . . ? O1 Mn1 O3 96.00(19) . . ? O5 Mn1 O3 86.55(17) . . ? O1 Mn1 O1W 84.6(3) . . ? O5 Mn1 O1W 171.1(2) . . ? O3 Mn1 O1W 88.69(19) . . ? O1 Mn1 N17 164.8(2) . 2_665 ? O5 Mn1 N17 87.27(19) . 2_665 ? O3 Mn1 N17 95.4(2) . 2_665 ? O1W Mn1 N17 85.7(2) . 2_665 ? O1 Mn1 N14 86.0(2) . 1_545 ? O5 Mn1 N14 87.58(19) . 1_545 ? O3 Mn1 N14 174.09(18) . 1_545 ? O1W Mn1 N14 97.0(2) . 1_545 ? N17 Mn1 N14 83.7(2) 2_665 1_545 ? O12 Mn2 O10 137.4(2) . . ? O12 Mn2 O7 95.62(19) . . ? O10 Mn2 O7 87.97(18) . . ? O12 Mn2 N2 129.3(2) . 2_676 ? O10 Mn2 N2 92.4(2) . 2_676 ? O7 Mn2 N2 95.2(2) . 2_676 ? O12 Mn2 N8 86.4(2) . 1_565 ? O10 Mn2 N8 87.8(2) . 1_565 ? O7 Mn2 N8 175.4(2) . 1_565 ? N2 Mn2 N8 86.6(2) 2_676 1_565 ? O6 Mn3 O2 102.2(2) . . ? O6 Mn3 O9 174.4(2) . . ? O2 Mn3 O9 82.0(2) . . ? O6 Mn3 O11 84.9(2) . . ? O2 Mn3 O11 170.9(2) . . ? O9 Mn3 O11 90.5(2) . . ? O6 Mn3 O3 94.60(18) . . ? O2 Mn3 O3 88.04(17) . . ? O9 Mn3 O3 89.1(2) . . ? O11 Mn3 O3 97.18(18) . . ? O6 Mn3 O7 83.92(18) . . ? O2 Mn3 O7 87.83(18) . . ? O9 Mn3 O7 92.7(2) . . ? O11 Mn3 O7 87.24(18) . . ? O3 Mn3 O7 175.21(15) . . ? C8 N1 C12 117.2(6) . . ? C17 N2 C13 116.9(6) . . ? C17 N2 Mn2 114.3(5) . 2_676 ? C13 N2 Mn2 126.0(4) . 2_676 ? C22 N3 C18 114.5(8) . . ? C30 N4 C34 119.7(8) . . ? C40 N6 C44 118.7(17) . . ? C52 N7 C56 118.4(6) . . ? C57 N8 C61 116.9(6) . . ? C57 N8 Mn2 123.7(4) . 1_545 ? C61 N8 Mn2 119.4(5) . 1_545 ? C62 N9 C66 114.9(9) . . ? C74 N10 C78 117.7(9) . . ? C79 N11 C83 115.1(14) . . ? C96 N13 C100 118.3(6) . . ? C101 N14 C105 116.4(6) . . ? C101 N14 Mn1 125.4(4) . 1_565 ? C105 N14 Mn1 118.3(5) . 1_565 ? C110 N15 C106 117.3(9) . . ? C118 N16 C122 118.0(6) . . ? C127 N17 C123 117.3(6) . . ? C127 N17 Mn1 120.1(5) . 2_665 ? C123 N17 Mn1 120.8(4) . 2_665 ? C132 N18 C128 111.8(9) . . ? C1 O1 Mn1 131.8(5) . . ? C1 O2 Mn3 127.6(4) . . ? C23 O3 Mn1 122.5(4) . . ? C23 O3 Mn3 129.1(4) . . ? Mn1 O3 Mn3 103.08(18) . . ? C45 O5 Mn1 126.1(4) . . ? C45 O6 Mn3 130.5(5) . . ? C67 O7 Mn2 119.9(4) . . ? C67 O7 Mn3 131.1(4) . . ? Mn2 O7 Mn3 98.77(19) . . ? C89 O9 Mn3 126.3(5) . . ? C89 O10 Mn2 117.3(4) . . ? C111 O11 Mn3 138.2(5) . . ? C111 O12 Mn2 125.9(5) . . ? O2 C1 O1 123.9(7) . . ? O2 C1 C2 120.7(6) . . ? O1 C1 C2 115.4(7) . . ? C7 C2 C3 117.6(6) . . ? C7 C2 C1 123.3(7) . . ? C3 C2 C1 119.1(7) . . ? C4 C3 C2 122.0(7) . . ? C3 C4 C5 118.9(6) . . ? C6 C5 C4 118.9(6) . . ? C6 C5 C10 120.8(7) . . ? C4 C5 C10 120.1(6) . . ? C7 C6 C5 118.5(7) . . ? C2 C7 C6 124.1(7) . . ? N1 C8 C9 123.5(6) . . ? N1 C8 C15 114.7(6) . . ? C9 C8 C15 121.7(6) . . ? C8 C9 C10 119.1(6) . . ? C11 C10 C9 116.9(6) . . ? C11 C10 C5 120.3(6) . . ? C9 C10 C5 122.8(6) . . ? C12 C11 C10 121.4(7) . . ? N1 C12 C11 122.0(6) . . ? N1 C12 C20 115.3(6) . . ? C11 C12 C20 122.7(7) . . ? N2 C13 C14 124.2(6) . . ? C13 C14 C15 119.9(6) . . ? C14 C15 C16 116.2(6) . . ? C14 C15 C8 121.9(6) . . ? C16 C15 C8 121.7(6) . . ? C17 C16 C15 118.8(7) . . ? N2 C17 C16 123.7(7) . . ? N3 C18 C19 124.7(10) . . ? C18 C19 C20 120.1(9) . . ? C21 C20 C19 115.9(8) . . ? C21 C20 C12 123.1(8) . . ? C19 C20 C12 121.0(7) . . ? C22 C21 C20 119.8(9) . . ? N3 C22 C21 124.8(10) . . ? O4 C23 O3 125.8(7) . . ? O4 C23 C24 116.4(7) . . ? O3 C23 C24 117.8(6) . . ? C25 C24 C29 117.8(7) . . ? C25 C24 C23 119.9(6) . . ? C29 C24 C23 122.3(7) . . ? C26 C25 C24 120.0(6) . . ? C25 C26 C27 123.0(8) . . ? C28 C27 C26 116.9(8) . . ? C28 C27 C32 122.3(7) . . ? C26 C27 C32 120.7(8) . . ? C27 C28 C29 121.9(7) . . ? C24 C29 C28 120.3(8) . . ? N4 C30 C31 125.7(8) . . ? N4 C30 C37 117.5(8) . . ? C31 C30 C37 116.5(9) . . ? C32 C31 C30 114.7(9) . . ? C33 C32 C31 119.1(8) . . ? C33 C32 C27 121.7(7) . . ? C31 C32 C27 119.0(8) . . ? C32 C33 C34 121.7(8) . . ? N4 C34 C33 119.0(10) . . ? N4 C34 C42 118.0(9) . . ? C33 C34 C42 122.9(8) . . ? C35 N5 C39 120.0 . . ? N5 C35 C36 120.0 . . ? C37 C36 C35 120.0 . . ? C36 C37 C38 120.0 . . ? C36 C37 C30 122.3(7) . . ? C38 C37 C30 117.2(7) . . ? C37 C38 C39 120.0 . . ? C38 C39 N5 120.0 . . ? C41 C40 N6 121.2(14) . . ? C40 C41 C42 123.9(13) . . ? C43 C42 C41 115.6(12) . . ? C43 C42 C34 123.2(10) . . ? C41 C42 C34 121.2(11) . . ? C42 C43 C44 121.4(13) . . ? C43 C44 N6 118.9(18) . . ? O6 C45 O5 125.4(6) . . ? O6 C45 C46 117.1(6) . . ? O5 C45 C46 117.5(6) . . ? C51 C46 C47 118.4(6) . . ? C51 C46 C45 120.0(6) . . ? C47 C46 C45 121.6(6) . . ? C48 C47 C46 120.5(6) . . ? C47 C48 C49 121.4(7) . . ? C50 C49 C48 119.1(6) . . ? C50 C49 C54 120.3(6) . . ? C48 C49 C54 120.2(7) . . ? C49 C50 C51 118.7(7) . . ? C46 C51 C50 121.9(7) . . ? N7 C52 C53 122.7(6) . . ? N7 C52 C59 117.1(6) . . ? C53 C52 C59 120.1(6) . . ? C54 C53 C52 119.2(7) . . ? C53 C54 C55 118.5(6) . . ? C53 C54 C49 118.0(6) . . ? C55 C54 C49 123.4(6) . . ? C54 C55 C56 119.5(7) . . ? N7 C56 C55 121.4(7) . . ? N7 C56 C64 116.0(6) . . ? C55 C56 C64 122.5(7) . . ? N8 C57 C58 124.0(6) . . ? C59 C58 C57 118.3(7) . . ? C58 C59 C60 117.5(6) . . ? C58 C59 C52 121.5(6) . . ? C60 C59 C52 120.6(6) . . ? C61 C60 C59 119.8(7) . . ? N8 C61 C60 123.4(7) . . ? N9 C62 C63 126.3(11) . . ? C62 C63 C64 119.5(10) . . ? C63 C64 C65 116.6(8) . . ? C63 C64 C56 121.4(8) . . ? C65 C64 C56 122.0(8) . . ? C66 C65 C64 119.0(10) . . ? N9 C66 C65 123.7(11) . . ? O8 C67 O7 124.0(7) . . ? O8 C67 C68 119.9(7) . . ? O7 C67 C68 116.0(6) . . ? C73 C68 C69 116.2(8) . . ? C73 C68 C67 122.3(7) . . ? C69 C68 C67 121.4(6) . . ? C70 C69 C68 120.8(7) . . ? C69 C70 C71 122.6(9) . . ? C72 C71 C70 116.1(8) . . ? C72 C71 C76 122.2(8) . . ? C70 C71 C76 121.7(8) . . ? C73 C72 C71 121.0(8) . . ? C72 C73 C68 123.1(9) . . ? N10 C74 C75 121.9(11) . . ? N10 C74 C81 116.4(9) . . ? C75 C74 C81 121.6(10) . . ? C74 C75 C76 119.6(9) . . ? C77 C76 C75 117.4(9) . . ? C77 C76 C71 120.6(9) . . ? C75 C76 C71 122.0(8) . . ? C78 C77 C76 122.6(11) . . ? C77 C78 N10 120.8(10) . . ? C77 C78 C86 122.9(12) . . ? N10 C78 C86 116.3(9) . . ? N11 C79 C80 124.0(12) . . ? C79 C80 C81 122.3(14) . . ? C82 C81 C80 113.7(13) . . ? C82 C81 C74 123.3(9) . . ? C80 C81 C74 122.9(12) . . ? C83 C82 C81 122.6(12) . . ? N11 C83 C82 122.1(16) . . ? C84 N12 C88 120.0 . . ? C85 C84 N12 120.0 . . ? C86 C85 C84 120.0 . . ? C87 C86 C85 120.0 . . ? C87 C86 C78 119.8(8) . . ? C85 C86 C78 120.1(8) . . ? C88 C87 C86 120.0 . . ? C87 C88 N12 120.0 . . ? O9 C89 O10 124.8(6) . . ? O9 C89 C90 118.5(7) . . ? O10 C89 C90 116.6(6) . . ? C91 C90 C95 118.7(6) . . ? C91 C90 C89 121.5(6) . . ? C95 C90 C89 119.7(6) . . ? C90 C91 C92 120.8(6) . . ? C91 C92 C93 121.2(7) . . ? C94 C93 C92 117.2(6) . . ? C94 C93 C98 121.5(6) . . ? C92 C93 C98 121.1(7) . . ? C95 C94 C93 120.8(7) . . ? C94 C95 C90 121.2(7) . . ? N13 C96 C97 122.5(6) . . ? N13 C96 C103 117.3(6) . . ? C97 C96 C103 120.2(6) . . ? C96 C97 C98 119.8(7) . . ? C99 C98 C97 117.5(6) . . ? C99 C98 C93 124.5(6) . . ? C97 C98 C93 117.9(6) . . ? C98 C99 C100 120.6(6) . . ? N13 C100 C99 121.2(7) . . ? N13 C100 C108 114.6(7) . . ? C99 C100 C108 124.2(7) . . ? N14 C101 C102 123.7(6) . . ? C101 C102 C103 120.1(6) . . ? C102 C103 C104 116.1(6) . . ? C102 C103 C96 122.3(6) . . ? C104 C103 C96 121.5(6) . . ? C105 C104 C103 119.5(6) . . ? N14 C105 C104 124.1(7) . . ? C107 C106 N15 122.7(12) . . ? C106 C107 C108 121.4(11) . . ? C107 C108 C109 115.9(8) . . ? C107 C108 C100 122.7(8) . . ? C109 C108 C100 121.2(8) . . ? C110 C109 C108 119.7(11) . . ? N15 C110 C109 122.9(11) . . ? O11 C111 O12 127.8(7) . . ? O11 C111 C112 117.6(7) . . ? O12 C111 C112 114.5(7) . . ? C113 C112 C117 119.0(6) . . ? C113 C112 C111 120.5(7) . . ? C117 C112 C111 120.4(7) . . ? C114 C113 C112 120.9(7) . . ? C113 C114 C115 121.6(7) . . ? C116 C115 C114 117.8(6) . . ? C116 C115 C120 121.2(7) . . ? C114 C115 C120 120.8(7) . . ? C115 C116 C117 121.1(7) . . ? C112 C117 C116 119.6(7) . . ? N16 C118 C119 122.5(7) . . ? N16 C118 C125 115.6(6) . . ? C119 C118 C125 121.9(6) . . ? C118 C119 C120 119.1(7) . . ? C121 C120 C119 117.4(6) . . ? C121 C120 C115 120.0(7) . . ? C119 C120 C115 122.6(7) . . ? C120 C121 C122 120.2(7) . . ? N16 C122 C121 122.8(7) . . ? N16 C122 C130 116.4(6) . . ? C121 C122 C130 120.8(7) . . ? N17 C123 C124 123.0(6) . . ? C123 C124 C125 119.8(6) . . ? C126 C125 C124 116.3(6) . . ? C126 C125 C118 123.2(6) . . ? C124 C125 C118 120.4(6) . . ? C127 C126 C125 119.5(7) . . ? N17 C127 C126 123.8(7) . . ? N18 C128 C129 127.6(11) . . ? C130 C129 C128 118.6(10) . . ? C129 C130 C131 114.3(9) . . ? C129 C130 C122 120.6(8) . . ? C131 C130 C122 125.1(8) . . ? C130 C131 C132 120.9(10) . . ? N18 C132 C131 126.2(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Mn1 O1 C1 -107.1(8) . . . . ? O3 Mn1 O1 C1 -19.2(8) . . . . ? O1W Mn1 O1 C1 68.9(8) . . . . ? N17 Mn1 O1 C1 119.5(9) 2_665 . . . ? N14 Mn1 O1 C1 166.4(8) 1_545 . . . ? O6 Mn3 O2 C1 35.4(6) . . . . ? O9 Mn3 O2 C1 -148.3(6) . . . . ? O11 Mn3 O2 C1 176.1(12) . . . . ? O3 Mn3 O2 C1 -58.9(6) . . . . ? O7 Mn3 O2 C1 118.7(6) . . . . ? O1 Mn1 O3 C23 117.3(5) . . . . ? O5 Mn1 O3 C23 -139.6(5) . . . . ? O1W Mn1 O3 C23 32.9(5) . . . . ? N17 Mn1 O3 C23 -52.7(5) 2_665 . . . ? N14 Mn1 O3 C23 -133.6(18) 1_545 . . . ? O1 Mn1 O3 Mn3 -38.9(2) . . . . ? O5 Mn1 O3 Mn3 64.20(19) . . . . ? O1W Mn1 O3 Mn3 -123.3(2) . . . . ? N17 Mn1 O3 Mn3 151.12(19) 2_665 . . . ? N14 Mn1 O3 Mn3 70(2) 1_545 . . . ? O6 Mn3 O3 C23 165.9(6) . . . . ? O2 Mn3 O3 C23 -92.1(6) . . . . ? O9 Mn3 O3 C23 -10.0(6) . . . . ? O11 Mn3 O3 C23 80.4(6) . . . . ? O7 Mn3 O3 C23 -122.3(18) . . . . ? O6 Mn3 O3 Mn1 -40.2(2) . . . . ? O2 Mn3 O3 Mn1 61.9(2) . . . . ? O9 Mn3 O3 Mn1 144.0(2) . . . . ? O11 Mn3 O3 Mn1 -125.6(2) . . . . ? O7 Mn3 O3 Mn1 31.7(19) . . . . ? O1 Mn1 O5 C45 27.6(6) . . . . ? O3 Mn1 O5 C45 -67.8(6) . . . . ? O1W Mn1 O5 C45 -125.5(14) . . . . ? N17 Mn1 O5 C45 -163.4(6) 2_665 . . . ? N14 Mn1 O5 C45 112.9(6) 1_545 . . . ? O2 Mn3 O6 C45 -107.2(7) . . . . ? O9 Mn3 O6 C45 114(2) . . . . ? O11 Mn3 O6 C45 78.6(7) . . . . ? O3 Mn3 O6 C45 -18.3(7) . . . . ? O7 Mn3 O6 C45 166.3(7) . . . . ? O12 Mn2 O7 C67 -80.5(6) . . . . ? O10 Mn2 O7 C67 142.1(6) . . . . ? N2 Mn2 O7 C67 49.9(6) 2_676 . . . ? N8 Mn2 O7 C67 164(2) 1_565 . . . ? O12 Mn2 O7 Mn3 68.3(2) . . . . ? O10 Mn2 O7 Mn3 -69.1(2) . . . . ? N2 Mn2 O7 Mn3 -161.32(19) 2_676 . . . ? N8 Mn2 O7 Mn3 -48(3) 1_565 . . . ? O6 Mn3 O7 C67 2.7(6) . . . . ? O2 Mn3 O7 C67 -99.8(6) . . . . ? O9 Mn3 O7 C67 178.3(6) . . . . ? O11 Mn3 O7 C67 87.9(6) . . . . ? O3 Mn3 O7 C67 -70(2) . . . . ? O6 Mn3 O7 Mn2 -140.7(2) . . . . ? O2 Mn3 O7 Mn2 116.8(2) . . . . ? O9 Mn3 O7 Mn2 34.9(2) . . . . ? O11 Mn3 O7 Mn2 -55.5(2) . . . . ? O3 Mn3 O7 Mn2 147.1(18) . . . . ? O6 Mn3 O9 C89 86(2) . . . . ? O2 Mn3 O9 C89 -53.8(6) . . . . ? O11 Mn3 O9 C89 120.9(6) . . . . ? O3 Mn3 O9 C89 -141.9(6) . . . . ? O7 Mn3 O9 C89 33.6(6) . . . . ? O12 Mn2 O10 C89 -18.8(6) . . . . ? O7 Mn2 O10 C89 77.3(5) . . . . ? N2 Mn2 O10 C89 172.4(5) 2_676 . . . ? N8 Mn2 O10 C89 -101.1(5) 1_565 . . . ? O6 Mn3 O11 C111 107.6(8) . . . . ? O2 Mn3 O11 C111 -33.9(18) . . . . ? O9 Mn3 O11 C111 -69.2(8) . . . . ? O3 Mn3 O11 C111 -158.4(8) . . . . ? O7 Mn3 O11 C111 23.5(8) . . . . ? O10 Mn2 O12 C111 43.4(7) . . . . ? O7 Mn2 O12 C111 -49.7(6) . . . . ? N2 Mn2 O12 C111 -151.1(5) 2_676 . . . ? N8 Mn2 O12 C111 126.2(6) 1_565 . . . ? Mn3 O2 C1 O1 5.9(11) . . . . ? Mn3 O2 C1 C2 -173.8(5) . . . . ? Mn1 O1 C1 O2 45.9(12) . . . . ? Mn1 O1 C1 C2 -134.4(6) . . . . ? O2 C1 C2 C7 -161.9(8) . . . . ? O1 C1 C2 C7 18.4(11) . . . . ? O2 C1 C2 C3 16.5(11) . . . . ? O1 C1 C2 C3 -163.2(7) . . . . ? C7 C2 C3 C4 -1.2(11) . . . . ? C1 C2 C3 C4 -179.7(6) . . . . ? C2 C3 C4 C5 2.0(11) . . . . ? C3 C4 C5 C6 -1.1(11) . . . . ? C3 C4 C5 C10 174.4(6) . . . . ? C4 C5 C6 C7 -0.6(12) . . . . ? C10 C5 C6 C7 -176.0(7) . . . . ? C3 C2 C7 C6 -0.6(13) . . . . ? C1 C2 C7 C6 177.9(8) . . . . ? C5 C6 C7 C2 1.5(14) . . . . ? C12 N1 C8 C9 2.3(11) . . . . ? C12 N1 C8 C15 -175.8(6) . . . . ? N1 C8 C9 C10 -2.5(11) . . . . ? C15 C8 C9 C10 175.5(6) . . . . ? C8 C9 C10 C11 1.4(10) . . . . ? C8 C9 C10 C5 -176.3(7) . . . . ? C6 C5 C10 C11 23.3(11) . . . . ? C4 C5 C10 C11 -152.0(7) . . . . ? C6 C5 C10 C9 -159.1(8) . . . . ? C4 C5 C10 C9 25.6(11) . . . . ? C9 C10 C11 C12 -0.2(11) . . . . ? C5 C10 C11 C12 177.5(7) . . . . ? C8 N1 C12 C11 -1.1(11) . . . . ? C8 N1 C12 C20 177.3(7) . . . . ? C10 C11 C12 N1 0.1(11) . . . . ? C10 C11 C12 C20 -178.2(7) . . . . ? C17 N2 C13 C14 -2.7(11) . . . . ? Mn2 N2 C13 C14 157.2(6) 2_676 . . . ? N2 C13 C14 C15 -0.3(11) . . . . ? C13 C14 C15 C16 4.4(11) . . . . ? C13 C14 C15 C8 179.2(7) . . . . ? N1 C8 C15 C14 -8.9(10) . . . . ? C9 C8 C15 C14 172.9(7) . . . . ? N1 C8 C15 C16 165.6(7) . . . . ? C9 C8 C15 C16 -12.6(11) . . . . ? C14 C15 C16 C17 -5.6(11) . . . . ? C8 C15 C16 C17 179.6(7) . . . . ? C13 N2 C17 C16 1.4(12) . . . . ? Mn2 N2 C17 C16 -160.9(7) 2_676 . . . ? C15 C16 C17 N2 2.8(13) . . . . ? C22 N3 C18 C19 -1(2) . . . . ? N3 C18 C19 C20 -1.7(19) . . . . ? C18 C19 C20 C21 1.8(16) . . . . ? C18 C19 C20 C12 -176.0(10) . . . . ? N1 C12 C20 C21 -179.7(9) . . . . ? C11 C12 C20 C21 -1.3(14) . . . . ? N1 C12 C20 C19 -2.1(12) . . . . ? C11 C12 C20 C19 176.3(9) . . . . ? C19 C20 C21 C22 1.1(18) . . . . ? C12 C20 C21 C22 178.8(11) . . . . ? C18 N3 C22 C21 5(2) . . . . ? C20 C21 C22 N3 -5(2) . . . . ? Mn1 O3 C23 O4 -42.8(9) . . . . ? Mn3 O3 C23 O4 106.8(7) . . . . ? Mn1 O3 C23 C24 134.9(5) . . . . ? Mn3 O3 C23 C24 -75.5(7) . . . . ? O4 C23 C24 C25 173.1(7) . . . . ? O3 C23 C24 C25 -4.7(10) . . . . ? O4 C23 C24 C29 -6.0(10) . . . . ? O3 C23 C24 C29 176.1(7) . . . . ? C29 C24 C25 C26 -3.0(11) . . . . ? C23 C24 C25 C26 177.8(7) . . . . ? C24 C25 C26 C27 1.1(12) . . . . ? C25 C26 C27 C28 1.3(13) . . . . ? C25 C26 C27 C32 -174.9(7) . . . . ? C26 C27 C28 C29 -1.7(13) . . . . ? C32 C27 C28 C29 174.5(8) . . . . ? C25 C24 C29 C28 2.6(13) . . . . ? C23 C24 C29 C28 -178.2(8) . . . . ? C27 C28 C29 C24 -0.3(15) . . . . ? C34 N4 C30 C31 -4.1(15) . . . . ? C34 N4 C30 C37 -178.0(8) . . . . ? N4 C30 C31 C32 2.3(14) . . . . ? C37 C30 C31 C32 176.2(7) . . . . ? C30 C31 C32 C33 -0.2(12) . . . . ? C30 C31 C32 C27 -176.4(7) . . . . ? C28 C27 C32 C33 -153.4(9) . . . . ? C26 C27 C32 C33 22.6(12) . . . . ? C28 C27 C32 C31 22.7(12) . . . . ? C26 C27 C32 C31 -161.3(8) . . . . ? C31 C32 C33 C34 0.0(13) . . . . ? C27 C32 C33 C34 176.1(8) . . . . ? C30 N4 C34 C33 3.6(14) . . . . ? C30 N4 C34 C42 178.3(10) . . . . ? C32 C33 C34 N4 -1.7(14) . . . . ? C32 C33 C34 C42 -176.1(10) . . . . ? C39 N5 C35 C36 0.0 . . . . ? N5 C35 C36 C37 0.0 . . . . ? C35 C36 C37 C38 0.0 . . . . ? C35 C36 C37 C30 -172.2(7) . . . . ? N4 C30 C37 C36 171.1(7) . . . . ? C31 C30 C37 C36 -3.3(10) . . . . ? N4 C30 C37 C38 -1.3(11) . . . . ? C31 C30 C37 C38 -175.7(7) . . . . ? C36 C37 C38 C39 0.0 . . . . ? C30 C37 C38 C39 172.6(7) . . . . ? C37 C38 C39 N5 0.0 . . . . ? C35 N5 C39 C38 0.0 . . . . ? C44 N6 C40 C41 6(4) . . . . ? N6 C40 C41 C42 -6(3) . . . . ? C40 C41 C42 C43 4(3) . . . . ? C40 C41 C42 C34 -176.9(16) . . . . ? N4 C34 C42 C43 180.0(15) . . . . ? C33 C34 C42 C43 -6(2) . . . . ? N4 C34 C42 C41 1.3(17) . . . . ? C33 C34 C42 C41 175.8(11) . . . . ? C41 C42 C43 C44 -3(3) . . . . ? C34 C42 C43 C44 178.5(18) . . . . ? C42 C43 C44 N6 3(4) . . . . ? C40 N6 C44 C43 -4(4) . . . . ? Mn3 O6 C45 O5 39.2(11) . . . . ? Mn3 O6 C45 C46 -144.0(5) . . . . ? Mn1 O5 C45 O6 14.7(11) . . . . ? Mn1 O5 C45 C46 -162.1(4) . . . . ? O6 C45 C46 C51 -175.2(8) . . . . ? O5 C45 C46 C51 1.8(11) . . . . ? O6 C45 C46 C47 4.7(11) . . . . ? O5 C45 C46 C47 -178.3(7) . . . . ? C51 C46 C47 C48 1.7(12) . . . . ? C45 C46 C47 C48 -178.2(7) . . . . ? C46 C47 C48 C49 -0.3(12) . . . . ? C47 C48 C49 C50 -0.6(12) . . . . ? C47 C48 C49 C54 172.2(7) . . . . ? C48 C49 C50 C51 0.0(13) . . . . ? C54 C49 C50 C51 -172.7(8) . . . . ? C47 C46 C51 C50 -2.3(13) . . . . ? C45 C46 C51 C50 177.6(8) . . . . ? C49 C50 C51 C46 1.4(14) . . . . ? C56 N7 C52 C53 -0.6(13) . . . . ? C56 N7 C52 C59 177.9(7) . . . . ? N7 C52 C53 C54 4.0(13) . . . . ? C59 C52 C53 C54 -174.4(8) . . . . ? C52 C53 C54 C55 -4.6(13) . . . . ? C52 C53 C54 C49 173.0(8) . . . . ? C50 C49 C54 C53 38.2(12) . . . . ? C48 C49 C54 C53 -134.5(8) . . . . ? C50 C49 C54 C55 -144.3(9) . . . . ? C48 C49 C54 C55 43.0(12) . . . . ? C53 C54 C55 C56 2.1(13) . . . . ? C49 C54 C55 C56 -175.4(8) . . . . ? C52 N7 C56 C55 -2.1(12) . . . . ? C52 N7 C56 C64 -179.0(8) . . . . ? C54 C55 C56 N7 1.3(13) . . . . ? C54 C55 C56 C64 178.0(8) . . . . ? C61 N8 C57 C58 -1.0(11) . . . . ? Mn2 N8 C57 C58 177.5(6) 1_545 . . . ? N8 C57 C58 C59 2.4(12) . . . . ? C57 C58 C59 C60 -1.4(12) . . . . ? C57 C58 C59 C52 -174.8(7) . . . . ? N7 C52 C59 C58 21.2(12) . . . . ? C53 C52 C59 C58 -160.3(8) . . . . ? N7 C52 C59 C60 -151.9(8) . . . . ? C53 C52 C59 C60 26.6(12) . . . . ? C58 C59 C60 C61 -0.7(13) . . . . ? C52 C59 C60 C61 172.7(8) . . . . ? C57 N8 C61 C60 -1.4(13) . . . . ? Mn2 N8 C61 C60 -179.9(7) 1_545 . . . ? C59 C60 C61 N8 2.2(14) . . . . ? C66 N9 C62 C63 3.4(19) . . . . ? N9 C62 C63 C64 -1.5(18) . . . . ? C62 C63 C64 C65 -0.4(14) . . . . ? C62 C63 C64 C56 -178.6(9) . . . . ? N7 C56 C64 C63 28.0(12) . . . . ? C55 C56 C64 C63 -148.9(9) . . . . ? N7 C56 C64 C65 -150.2(8) . . . . ? C55 C56 C64 C65 33.0(13) . . . . ? C63 C64 C65 C66 0.2(14) . . . . ? C56 C64 C65 C66 178.4(9) . . . . ? C62 N9 C66 C65 -3.6(18) . . . . ? C64 C65 C66 N9 1.9(17) . . . . ? Mn2 O7 C67 O8 38.6(10) . . . . ? Mn3 O7 C67 O8 -98.6(8) . . . . ? Mn2 O7 C67 C68 -138.6(5) . . . . ? Mn3 O7 C67 C68 84.3(8) . . . . ? O8 C67 C68 C73 -1.2(13) . . . . ? O7 C67 C68 C73 176.0(9) . . . . ? O8 C67 C68 C69 -177.4(8) . . . . ? O7 C67 C68 C69 -0.1(11) . . . . ? C73 C68 C69 C70 4.4(15) . . . . ? C67 C68 C69 C70 -179.2(9) . . . . ? C68 C69 C70 C71 -2.9(16) . . . . ? C69 C70 C71 C72 -0.1(15) . . . . ? C69 C70 C71 C76 179.5(9) . . . . ? C70 C71 C72 C73 1.4(17) . . . . ? C76 C71 C72 C73 -178.3(11) . . . . ? C71 C72 C73 C68 0(2) . . . . ? C69 C68 C73 C72 -3.3(17) . . . . ? C67 C68 C73 C72 -179.6(11) . . . . ? C78 N10 C74 C75 -1.8(14) . . . . ? C78 N10 C74 C81 -179.5(9) . . . . ? N10 C74 C75 C76 2.2(14) . . . . ? C81 C74 C75 C76 179.8(9) . . . . ? C74 C75 C76 C77 -0.5(13) . . . . ? C74 C75 C76 C71 -179.0(8) . . . . ? C72 C71 C76 C77 -11.5(14) . . . . ? C70 C71 C76 C77 168.9(9) . . . . ? C72 C71 C76 C75 167.0(10) . . . . ? C70 C71 C76 C75 -12.6(13) . . . . ? C75 C76 C77 C78 -1.6(14) . . . . ? C71 C76 C77 C78 176.9(9) . . . . ? C76 C77 C78 N10 2.1(15) . . . . ? C76 C77 C78 C86 -177.1(9) . . . . ? C74 N10 C78 C77 -0.4(15) . . . . ? C74 N10 C78 C86 178.9(8) . . . . ? C83 N11 C79 C80 -4(2) . . . . ? N11 C79 C80 C81 2(2) . . . . ? C79 C80 C81 C82 -0.2(19) . . . . ? C79 C80 C81 C74 176.7(12) . . . . ? N10 C74 C81 C82 -163.0(13) . . . . ? C75 C74 C81 C82 19.2(19) . . . . ? N10 C74 C81 C80 20.3(16) . . . . ? C75 C74 C81 C80 -157.4(11) . . . . ? C80 C81 C82 C83 1(2) . . . . ? C74 C81 C82 C83 -176.0(15) . . . . ? C79 N11 C83 C82 4(3) . . . . ? C81 C82 C83 N11 -3(3) . . . . ? C88 N12 C84 C85 0.0 . . . . ? N12 C84 C85 C86 0.0 . . . . ? C84 C85 C86 C87 0.0 . . . . ? C84 C85 C86 C78 -176.6(8) . . . . ? C77 C78 C86 C87 3.9(12) . . . . ? N10 C78 C86 C87 -175.4(7) . . . . ? C77 C78 C86 C85 -179.5(8) . . . . ? N10 C78 C86 C85 1.3(12) . . . . ? C85 C86 C87 C88 0.0 . . . . ? C78 C86 C87 C88 176.7(8) . . . . ? C86 C87 C88 N12 0.0 . . . . ? C84 N12 C88 C87 0.0 . . . . ? Mn3 O9 C89 O10 -52.9(10) . . . . ? Mn3 O9 C89 C90 131.1(6) . . . . ? Mn2 O10 C89 O9 -12.6(9) . . . . ? Mn2 O10 C89 C90 163.5(4) . . . . ? O9 C89 C90 C91 -13.0(10) . . . . ? O10 C89 C90 C91 170.7(7) . . . . ? O9 C89 C90 C95 164.6(7) . . . . ? O10 C89 C90 C95 -11.7(10) . . . . ? C95 C90 C91 C92 -1.1(11) . . . . ? C89 C90 C91 C92 176.5(7) . . . . ? C90 C91 C92 C93 -2.4(12) . . . . ? C91 C92 C93 C94 3.5(12) . . . . ? C91 C92 C93 C98 -170.6(7) . . . . ? C92 C93 C94 C95 -1.2(12) . . . . ? C98 C93 C94 C95 172.9(7) . . . . ? C93 C94 C95 C90 -2.3(13) . . . . ? C91 C90 C95 C94 3.4(12) . . . . ? C89 C90 C95 C94 -174.2(7) . . . . ? C100 N13 C96 C97 0.3(12) . . . . ? C100 N13 C96 C103 -178.9(7) . . . . ? N13 C96 C97 C98 -3.3(13) . . . . ? C103 C96 C97 C98 175.8(7) . . . . ? C96 C97 C98 C99 3.9(12) . . . . ? C96 C97 C98 C93 -175.2(7) . . . . ? C94 C93 C98 C99 140.2(8) . . . . ? C92 C93 C98 C99 -46.0(11) . . . . ? C94 C93 C98 C97 -40.8(11) . . . . ? C92 C93 C98 C97 133.0(8) . . . . ? C97 C98 C99 C100 -1.7(12) . . . . ? C93 C98 C99 C100 177.3(8) . . . . ? C96 N13 C100 C99 2.0(12) . . . . ? C96 N13 C100 C108 -179.9(8) . . . . ? C98 C99 C100 N13 -1.3(13) . . . . ? C98 C99 C100 C108 -179.1(8) . . . . ? C105 N14 C101 C102 2.5(11) . . . . ? Mn1 N14 C101 C102 -176.8(6) 1_565 . . . ? N14 C101 C102 C103 -1.1(12) . . . . ? C101 C102 C103 C104 -0.7(12) . . . . ? C101 C102 C103 C96 176.5(7) . . . . ? N13 C96 C103 C102 -23.3(12) . . . . ? C97 C96 C103 C102 157.5(8) . . . . ? N13 C96 C103 C104 153.9(8) . . . . ? C97 C96 C103 C104 -25.4(12) . . . . ? C102 C103 C104 C105 1.1(13) . . . . ? C96 C103 C104 C105 -176.2(8) . . . . ? C101 N14 C105 C104 -2.2(12) . . . . ? Mn1 N14 C105 C104 177.2(7) 1_565 . . . ? C103 C104 C105 N14 0.4(14) . . . . ? C110 N15 C106 C107 1.4(18) . . . . ? N15 C106 C107 C108 -3.2(18) . . . . ? C106 C107 C108 C109 3.1(15) . . . . ? C106 C107 C108 C100 178.7(10) . . . . ? N13 C100 C108 C107 -24.7(13) . . . . ? C99 C100 C108 C107 153.3(9) . . . . ? N13 C100 C108 C109 150.7(8) . . . . ? C99 C100 C108 C109 -31.3(13) . . . . ? C107 C108 C109 C110 -1.5(14) . . . . ? C100 C108 C109 C110 -177.2(9) . . . . ? C106 N15 C110 C109 0.3(17) . . . . ? C108 C109 C110 N15 -0.1(17) . . . . ? Mn3 O11 C111 O12 6.8(14) . . . . ? Mn3 O11 C111 C112 -172.5(5) . . . . ? Mn2 O12 C111 O11 6.9(11) . . . . ? Mn2 O12 C111 C112 -173.8(4) . . . . ? O11 C111 C112 C113 -175.2(7) . . . . ? O12 C111 C112 C113 5.5(10) . . . . ? O11 C111 C112 C117 6.4(10) . . . . ? O12 C111 C112 C117 -172.9(6) . . . . ? C117 C112 C113 C114 1.0(11) . . . . ? C111 C112 C113 C114 -177.4(7) . . . . ? C112 C113 C114 C115 -1.2(12) . . . . ? C113 C114 C115 C116 0.6(12) . . . . ? C113 C114 C115 C120 175.7(7) . . . . ? C114 C115 C116 C117 0.2(12) . . . . ? C120 C115 C116 C117 -175.0(7) . . . . ? C113 C112 C117 C116 -0.3(11) . . . . ? C111 C112 C117 C116 178.1(7) . . . . ? C115 C116 C117 C112 -0.3(12) . . . . ? C122 N16 C118 C119 -0.7(12) . . . . ? C122 N16 C118 C125 176.5(7) . . . . ? N16 C118 C119 C120 2.3(12) . . . . ? C125 C118 C119 C120 -174.7(7) . . . . ? C118 C119 C120 C121 -2.3(12) . . . . ? C118 C119 C120 C115 176.6(7) . . . . ? C116 C115 C120 C121 157.5(8) . . . . ? C114 C115 C120 C121 -17.5(12) . . . . ? C116 C115 C120 C119 -21.4(12) . . . . ? C114 C115 C120 C119 163.6(8) . . . . ? C119 C120 C121 C122 0.8(12) . . . . ? C115 C120 C121 C122 -178.1(8) . . . . ? C118 N16 C122 C121 -0.9(12) . . . . ? C118 N16 C122 C130 -178.2(7) . . . . ? C120 C121 C122 N16 0.8(13) . . . . ? C120 C121 C122 C130 178.0(8) . . . . ? C127 N17 C123 C124 4.7(11) . . . . ? Mn1 N17 C123 C124 -160.4(6) 2_665 . . . ? N17 C123 C124 C125 -2.7(11) . . . . ? C123 C124 C125 C126 -1.0(11) . . . . ? C123 C124 C125 C118 -176.0(7) . . . . ? N16 C118 C125 C126 -168.3(8) . . . . ? C119 C118 C125 C126 8.9(13) . . . . ? N16 C118 C125 C124 6.4(11) . . . . ? C119 C118 C125 C124 -176.4(7) . . . . ? C124 C125 C126 C127 2.7(13) . . . . ? C118 C125 C126 C127 177.6(8) . . . . ? C123 N17 C127 C126 -2.8(14) . . . . ? Mn1 N17 C127 C126 162.3(7) 2_665 . . . ? C125 C126 C127 N17 -0.8(15) . . . . ? C132 N18 C128 C129 7(3) . . . . ? N18 C128 C129 C130 -3(3) . . . . ? C128 C129 C130 C131 -1(2) . . . . ? C128 C129 C130 C122 178.1(13) . . . . ? N16 C122 C130 C129 12.5(15) . . . . ? C121 C122 C130 C129 -164.9(12) . . . . ? N16 C122 C130 C131 -168.6(12) . . . . ? C121 C122 C130 C131 14.0(16) . . . . ? C129 C130 C131 C132 0(2) . . . . ? C122 C130 C131 C132 -178.9(13) . . . . ? C128 N18 C132 C131 -8(3) . . . . ? C130 C131 C132 N18 5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.170 _refine_diff_density_min -1.051 _refine_diff_density_rms 0.170 _database_code_depnum_ccdc_archive 'CCDC 943675' ####################################################################### # # 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_added_by_encifer _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H24 Co N4 O6' _chemical_formula_weight 547.42 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' 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.2907(13) _cell_length_b 26.677(5) _cell_length_c 12.932(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.170(2) _cell_angle_gamma 90.00 _cell_volume 2415.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 0.761 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9142 _exptl_absorpt_correction_T_max 0.9557 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 14165 _diffrn_reflns_av_R_equivalents 0.0698 _diffrn_reflns_av_sigmaI/netI 0.0941 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 27.43 _reflns_number_total 5452 _reflns_number_gt 3513 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0249P)^2^+8.5165P] 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 5452 _refine_ls_number_parameters 336 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1444 _refine_ls_R_factor_gt 0.0938 _refine_ls_wR_factor_ref 0.1855 _refine_ls_wR_factor_gt 0.1647 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.143 _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 -0.14989(12) 0.12878(3) 0.02924(6) 0.0351(2) Uani 1 1 d . . . C1 C -0.0064(10) 0.1030(2) 0.2615(5) 0.0461(16) Uani 1 1 d . . . H1 H -0.0291 0.1371 0.2656 0.055 Uiso 1 1 calc R . . C2 C 0.0719(9) 0.0774(2) 0.3559(5) 0.0424(15) Uani 1 1 d . . . H2 H 0.1020 0.0943 0.4213 0.051 Uiso 1 1 calc R . . C3 C 0.1058(8) 0.0262(2) 0.3529(4) 0.0317(12) Uani 1 1 d . . . C4 C 0.0525(9) 0.0037(2) 0.2516(5) 0.0412(15) Uani 1 1 d . . . H4 H 0.0664 -0.0307 0.2450 0.049 Uiso 1 1 calc R . . C5 C -0.0216(9) 0.0329(2) 0.1605(5) 0.0420(15) Uani 1 1 d . . . H5 H -0.0517 0.0173 0.0935 0.050 Uiso 1 1 calc R . . C6 C 0.2001(8) -0.0027(2) 0.4516(4) 0.0304(12) Uani 1 1 d . . . C7 C 0.2181(8) -0.0538(2) 0.4498(4) 0.0324(12) Uani 1 1 d . . . H7 H 0.1597 -0.0715 0.3873 0.039 Uiso 1 1 calc R . . C8 C 0.3226(8) -0.0793(2) 0.5403(4) 0.0320(12) Uani 1 1 d . . . C9 C 0.3984(8) -0.0517(2) 0.6332(4) 0.0323(12) Uani 1 1 d . . . H9 H 0.4657 -0.0677 0.6963 0.039 Uiso 1 1 calc R . . C10 C 0.3734(8) -0.0006(2) 0.6316(4) 0.0319(12) Uani 1 1 d . . . C11 C 0.4621(8) 0.0306(2) 0.7268(4) 0.0316(12) Uani 1 1 d . . . C12 C 0.5075(9) 0.0112(2) 0.8311(5) 0.0419(15) Uani 1 1 d . . . H12 H 0.4737 -0.0214 0.8434 0.050 Uiso 1 1 calc R . . C13 C 0.6036(10) 0.0413(2) 0.9158(5) 0.0457(16) Uani 1 1 d . . . H13 H 0.6296 0.0283 0.9851 0.055 Uiso 1 1 calc R . . C14 C 0.6157(9) 0.1067(2) 0.8038(5) 0.0398(14) Uani 1 1 d . . . H14 H 0.6540 0.1391 0.7934 0.048 Uiso 1 1 calc R . . C15 C 0.5139(9) 0.0796(2) 0.7157(5) 0.0389(14) Uani 1 1 d . . . H15 H 0.4797 0.0945 0.6481 0.047 Uiso 1 1 calc R . . C16 C 0.3618(9) -0.13557(18) 0.5353(5) 0.0347(12) Uani 1 1 d . . . C17 C 0.4987(9) -0.1588(2) 0.6165(5) 0.0436(16) Uani 1 1 d . . . H17 H 0.5604 -0.1412 0.6785 0.052 Uiso 1 1 calc R . . C18 C 0.5432(10) -0.2080(2) 0.6049(5) 0.0444(15) Uani 1 1 d . . . H18 H 0.6348 -0.2236 0.6602 0.053 Uiso 1 1 calc R . . C19 C 0.4559(9) -0.2352(2) 0.5133(5) 0.0385(14) Uani 1 1 d . . . C20 C 0.5191(9) -0.2871(2) 0.4974(5) 0.0416(15) Uani 1 1 d . . . C21 C 0.3181(9) -0.2116(2) 0.4341(5) 0.0450(16) Uani 1 1 d . . . H21 H 0.2553 -0.2294 0.3726 0.054 Uiso 1 1 calc R . . C22 C 0.2701(9) -0.1618(2) 0.4435(5) 0.0448(16) Uani 1 1 d . . . H22 H 0.1774 -0.1463 0.3886 0.054 Uiso 1 1 calc R . . C23 C -0.4950(11) 0.1486(3) 0.1019(5) 0.0518(17) Uani 1 1 d . . . H23 H -0.5746 0.1716 0.1219 0.062 Uiso 1 1 calc R . . C24 C 0.2040(12) 0.1663(3) 0.8116(7) 0.067(2) Uani 1 1 d . . . H24 H 0.2406 0.1711 0.8858 0.080 Uiso 1 1 calc R . . C25 C 0.3867(15) 0.2429(4) 0.8051(10) 0.114(4) Uani 1 1 d . . . H25A H 0.3270 0.2738 0.7757 0.171 Uiso 1 1 calc R . . H25B H 0.5093 0.2403 0.7915 0.171 Uiso 1 1 calc R . . H25C H 0.4028 0.2423 0.8813 0.171 Uiso 1 1 calc R . . C26 C 0.2216(14) 0.1949(4) 0.6377(7) 0.115(4) Uani 1 1 d . . . H26A H 0.1782 0.1613 0.6176 0.172 Uiso 1 1 calc R . . H26B H 0.3344 0.2014 0.6154 0.172 Uiso 1 1 calc R . . H26C H 0.1236 0.2183 0.6033 0.172 Uiso 1 1 calc R . . N1 N -0.0515(7) 0.08167(18) 0.1646(4) 0.0381(12) Uani 1 1 d . . . N2 N 0.2766(7) 0.02479(17) 0.5411(4) 0.0365(11) Uani 1 1 d . . . N3 N 0.6615(7) 0.08799(18) 0.9042(4) 0.0395(12) Uani 1 1 d . . . N4 N 0.2652(10) 0.2003(3) 0.7539(6) 0.074(2) Uani 1 1 d . . . O1W O 0.0710(6) 0.09071(16) -0.0274(3) 0.0458(11) Uani 1 1 d . . . O1 O -0.3432(7) 0.16582(17) 0.0882(4) 0.0508(12) Uani 1 1 d . . . O2 O -0.5512(7) 0.10478(18) 0.0920(4) 0.0604(13) Uani 1 1 d . . . O3 O 0.6412(7) -0.30866(15) 0.5732(4) 0.0509(12) Uani 1 1 d . . . O4 O 0.4501(6) -0.30939(15) 0.4088(4) 0.0501(12) Uani 1 1 d . . . O5 O 0.1053(8) 0.1296(2) 0.7787(4) 0.0664(14) Uani 1 1 d . . . H1WA H 0.0963 0.0995 -0.0851 0.080 Uiso 1 1 d R . . H1WB H 0.1842 0.0864 0.0163 0.080 Uiso 1 1 d 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 0.0392(5) 0.0350(4) 0.0276(4) 0.0028(4) 0.0032(3) -0.0048(4) C1 0.063(5) 0.036(3) 0.037(3) 0.001(3) 0.010(3) 0.004(3) C2 0.051(4) 0.041(3) 0.032(3) -0.002(3) 0.007(3) 0.006(3) C3 0.031(3) 0.036(3) 0.027(3) 0.000(2) 0.005(2) 0.002(2) C4 0.051(4) 0.034(3) 0.035(3) -0.003(3) 0.006(3) 0.005(3) C5 0.048(4) 0.045(4) 0.027(3) -0.002(3) 0.000(3) 0.001(3) C6 0.029(3) 0.037(3) 0.024(3) 0.001(2) 0.005(2) 0.004(2) C7 0.034(3) 0.033(3) 0.028(3) 0.002(2) 0.004(2) 0.002(2) C8 0.031(3) 0.030(3) 0.036(3) 0.002(2) 0.010(2) 0.003(2) C9 0.031(3) 0.035(3) 0.028(3) 0.002(2) 0.002(2) 0.002(2) C10 0.030(3) 0.041(3) 0.023(3) 0.002(2) 0.004(2) 0.001(2) C11 0.030(3) 0.033(3) 0.030(3) 0.002(2) 0.006(2) 0.003(2) C12 0.043(4) 0.042(4) 0.040(3) 0.002(3) 0.010(3) -0.012(3) C13 0.056(4) 0.046(4) 0.033(3) 0.001(3) 0.008(3) -0.013(3) C14 0.052(4) 0.034(3) 0.033(3) 0.000(3) 0.011(3) -0.004(3) C15 0.046(4) 0.037(3) 0.031(3) 0.004(3) 0.006(3) 0.001(3) C16 0.047(3) 0.020(3) 0.038(3) 0.003(2) 0.014(3) 0.003(2) C17 0.056(4) 0.038(3) 0.030(3) -0.002(3) 0.000(3) 0.000(3) C18 0.051(4) 0.041(3) 0.036(3) 0.005(3) 0.004(3) 0.012(3) C19 0.045(4) 0.034(3) 0.040(3) 0.004(3) 0.019(3) 0.005(3) C20 0.043(4) 0.037(3) 0.049(4) 0.004(3) 0.021(3) 0.005(3) C21 0.044(4) 0.041(4) 0.045(4) -0.006(3) 0.004(3) 0.000(3) C22 0.039(4) 0.046(4) 0.038(3) 0.001(3) -0.007(3) 0.008(3) C23 0.053(5) 0.053(4) 0.048(4) 0.006(3) 0.012(3) 0.007(3) C24 0.057(5) 0.088(6) 0.059(5) 0.015(5) 0.022(4) 0.003(5) C25 0.085(8) 0.086(7) 0.185(12) 0.029(8) 0.062(8) 0.001(6) C26 0.082(8) 0.183(12) 0.082(7) 0.069(7) 0.027(6) -0.001(7) N1 0.038(3) 0.043(3) 0.031(3) 0.002(2) 0.005(2) 0.001(2) N2 0.040(3) 0.037(3) 0.030(2) 0.002(2) 0.005(2) 0.001(2) N3 0.040(3) 0.043(3) 0.034(3) -0.003(2) 0.008(2) -0.008(2) N4 0.051(4) 0.087(5) 0.086(5) 0.035(4) 0.024(4) 0.008(4) O1W 0.043(3) 0.054(3) 0.040(2) 0.002(2) 0.011(2) -0.003(2) O1 0.043(3) 0.057(3) 0.054(3) -0.007(2) 0.016(2) -0.007(2) O2 0.048(3) 0.056(3) 0.078(4) 0.010(3) 0.017(3) -0.004(2) O3 0.060(3) 0.041(2) 0.050(3) 0.005(2) 0.013(2) 0.011(2) O4 0.047(3) 0.042(3) 0.057(3) -0.012(2) 0.008(2) 0.000(2) O5 0.059(3) 0.089(4) 0.056(3) 0.010(3) 0.023(3) -0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.035(5) . ? Co1 N3 2.110(5) 1_454 ? Co1 N1 2.112(5) . ? Co1 O3 2.143(4) 2 ? Co1 O4 2.199(4) 2 ? Co1 O1W 2.195(4) . ? Co1 C20 2.500(6) 2 ? C1 N1 1.331(7) . ? C1 C2 1.375(8) . ? C1 H1 0.9300 . ? C2 C3 1.392(8) . ? C2 H2 0.9300 . ? C3 C4 1.393(7) . ? C3 C6 1.485(7) . ? C4 C5 1.389(8) . ? C4 H4 0.9300 . ? C5 N1 1.324(7) . ? C5 H5 0.9300 . ? C6 N2 1.351(7) . ? C6 C7 1.373(7) . ? C7 C8 1.384(7) . ? C7 H7 0.9300 . ? C8 C9 1.386(7) . ? C8 C16 1.533(7) . ? C9 C10 1.376(7) . ? C9 H9 0.9300 . ? C10 N2 1.367(7) . ? C10 C11 1.477(7) . ? C11 C15 1.380(7) . ? C11 C12 1.395(8) . ? C12 C13 1.382(8) . ? C12 H12 0.9300 . ? C13 N3 1.337(7) . ? C13 H13 0.9300 . ? C14 N3 1.343(7) . ? C14 C15 1.379(8) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C22 1.380(8) . ? C16 C17 1.377(8) . ? C17 C18 1.373(8) . ? C17 H17 0.9300 . ? C18 C19 1.383(8) . ? C18 H18 0.9300 . ? C19 C21 1.372(8) . ? C19 C20 1.491(8) . ? C20 O4 1.265(7) . ? C20 O3 1.264(7) . ? C20 Co1 2.500(6) 2_545 ? C21 C22 1.387(8) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 O2 1.233(8) . ? C23 O1 1.256(8) . ? C23 H23 0.9300 . ? C24 O5 1.220(9) . ? C24 N4 1.329(9) . ? C24 H24 0.9300 . ? C25 N4 1.479(11) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 N4 1.454(11) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? N3 Co1 2.110(5) 1_656 ? O1W H1WA 0.8497 . ? O1W H1WB 0.8683 . ? O3 Co1 2.143(4) 2_545 ? O4 Co1 2.199(4) 2_545 ? 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 O1 Co1 N3 99.55(19) . 1_454 ? O1 Co1 N1 95.11(19) . . ? N3 Co1 N1 109.07(19) 1_454 . ? O1 Co1 O3 89.79(18) . 2 ? N3 Co1 O3 93.05(18) 1_454 2 ? N1 Co1 O3 156.12(19) . 2 ? O1 Co1 O4 87.52(18) . 2 ? N3 Co1 O4 152.95(18) 1_454 2 ? N1 Co1 O4 96.12(18) . 2 ? O3 Co1 O4 60.69(16) 2 2 ? O1 Co1 O1W 176.89(18) . . ? N3 Co1 O1W 83.56(18) 1_454 . ? N1 Co1 O1W 83.69(18) . . ? O3 Co1 O1W 90.18(17) 2 . ? O4 Co1 O1W 89.75(17) 2 . ? O1 Co1 C20 86.92(19) . 2 ? N3 Co1 C20 123.4(2) 1_454 2 ? N1 Co1 C20 126.4(2) . 2 ? O3 Co1 C20 30.38(18) 2 2 ? O4 Co1 C20 30.38(18) 2 2 ? O1W Co1 C20 91.48(18) . 2 ? N1 C1 C2 123.8(6) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C1 C2 C3 119.7(6) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C2 C3 C4 116.3(5) . . ? C2 C3 C6 121.9(5) . . ? C4 C3 C6 121.8(5) . . ? C5 C4 C3 119.8(5) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? N1 C5 C4 123.1(5) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? N2 C6 C7 122.3(5) . . ? N2 C6 C3 115.9(5) . . ? C7 C6 C3 121.6(5) . . ? C6 C7 C8 120.4(5) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C9 117.8(5) . . ? C7 C8 C16 120.7(5) . . ? C9 C8 C16 121.5(5) . . ? C10 C9 C8 119.6(5) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? N2 C10 C9 122.6(5) . . ? N2 C10 C11 115.9(5) . . ? C9 C10 C11 121.4(5) . . ? C15 C11 C12 117.0(5) . . ? C15 C11 C10 121.1(5) . . ? C12 C11 C10 121.9(5) . . ? C13 C12 C11 118.8(6) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? N3 C13 C12 124.0(6) . . ? N3 C13 H13 118.0 . . ? C12 C13 H13 118.0 . . ? N3 C14 C15 122.4(5) . . ? N3 C14 H14 118.8 . . ? C15 C14 H14 118.8 . . ? C14 C15 C11 120.7(5) . . ? C14 C15 H15 119.6 . . ? C11 C15 H15 119.6 . . ? C22 C16 C17 120.1(5) . . ? C22 C16 C8 118.8(5) . . ? C17 C16 C8 120.8(5) . . ? C18 C17 C16 119.4(6) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 121.9(6) . . ? C17 C18 H18 119.0 . . ? C19 C18 H18 119.0 . . ? C21 C19 C18 117.7(5) . . ? C21 C19 C20 120.9(6) . . ? C18 C19 C20 121.2(6) . . ? O4 C20 O3 120.3(6) . . ? O4 C20 C19 120.1(6) . . ? O3 C20 C19 119.6(6) . . ? O4 C20 Co1 61.5(3) . 2_545 ? O3 C20 Co1 59.0(3) . 2_545 ? C19 C20 Co1 175.5(5) . 2_545 ? C19 C21 C22 121.6(6) . . ? C19 C21 H21 119.2 . . ? C22 C21 H21 119.2 . . ? C16 C22 C21 119.2(6) . . ? C16 C22 H22 120.4 . . ? C21 C22 H22 120.4 . . ? O2 C23 O1 127.9(7) . . ? O2 C23 H23 116.1 . . ? O1 C23 H23 116.1 . . ? O5 C24 N4 127.5(8) . . ? O5 C24 H24 116.2 . . ? N4 C24 H24 116.2 . . ? N4 C25 H25A 109.5 . . ? N4 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N4 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C5 N1 C1 117.2(5) . . ? C5 N1 Co1 125.0(4) . . ? C1 N1 Co1 117.7(4) . . ? C6 N2 C10 117.2(5) . . ? C13 N3 C14 117.0(5) . . ? C13 N3 Co1 123.6(4) . 1_656 ? C14 N3 Co1 118.9(4) . 1_656 ? C24 N4 C26 120.1(8) . . ? C24 N4 C25 121.7(8) . . ? C26 N4 C25 118.1(8) . . ? Co1 O1W H1WA 121.6 . . ? Co1 O1W H1WB 119.8 . . ? H1WA O1W H1WB 102.1 . . ? C23 O1 Co1 127.2(5) . . ? C20 O3 Co1 90.6(4) . 2_545 ? C20 O4 Co1 88.1(4) . 2_545 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1WA O5 0.85 1.95 2.789(6) 167.1 1_554 O1W H1WB O2 0.87 1.97 2.783(6) 155.9 1_655 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.465 _refine_diff_density_min -0.807 _refine_diff_density_rms 0.092 _database_code_depnum_ccdc_archive 'CCDC 943676' ####################################################################### # # 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_added_by_encifer _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H44 Cl4 N6 O7 Zn2' _chemical_formula_weight 1089.43 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 16.7661(15) _cell_length_b 14.0696(13) _cell_length_c 20.4444(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4822.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2232 _exptl_absorpt_coefficient_mu 1.274 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7939 _exptl_absorpt_correction_T_max 0.9161 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 23767 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.05 _reflns_number_total 4271 _reflns_number_gt 2974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0659P)^2^+5.8526P] 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 4271 _refine_ls_number_parameters 287 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0723 _refine_ls_R_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.1472 _refine_ls_wR_factor_gt 0.1287 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 O3 O 0.4955(19) 0.309(3) 0.774(2) 0.76(3) Uiso 1 1 d D . . C24 C 0.453(4) 0.362(4) 0.824(2) 0.80(5) Uiso 1 1 d D . . H3A H 0.5291 0.2859 0.7504 0.963 Uiso 0.50 1 d PR . . C23 C 0.3785(15) 0.284(2) 0.8210(12) 0.406(13) Uiso 1 1 d . . . O1W O 0.668(2) 0.2500 0.7500 0.65(2) Uiso 1 2 d S . . C1 C 0.2085(2) 0.3769(3) 0.76403(18) 0.0518(10) Uani 1 1 d . . . H1 H 0.2637 0.3707 0.7661 0.062 Uiso 1 1 calc R . . C2 C 0.1632(2) 0.3333(3) 0.81144(18) 0.0480(9) Uani 1 1 d . . . H2 H 0.1879 0.2988 0.8446 0.058 Uiso 1 1 calc R . . C3 C 0.0809(2) 0.3408(3) 0.80984(17) 0.0439(9) Uani 1 1 d . . . C4 C 0.0487(2) 0.3905(3) 0.7571(2) 0.0612(12) Uani 1 1 d . . . H4 H -0.0064 0.3951 0.7523 0.073 Uiso 1 1 calc R . . C5 C 0.0981(2) 0.4326(3) 0.7123(2) 0.0605(12) Uani 1 1 d . . . H5 H 0.0751 0.4663 0.6780 0.073 Uiso 1 1 calc R . . C6 C 0.0317(2) 0.3002(3) 0.86297(17) 0.0432(9) Uani 1 1 d . . . C7 C -0.0478(2) 0.3235(3) 0.87119(18) 0.0471(9) Uani 1 1 d . . . H7 H -0.0735 0.3611 0.8403 0.057 Uiso 1 1 calc R . . C8 C -0.0894(2) 0.2907(3) 0.92543(19) 0.0479(9) Uani 1 1 d . . . C9 C -0.0488(2) 0.2326(3) 0.96913(19) 0.0493(10) Uani 1 1 d . . . H9 H -0.0748 0.2085 1.0057 0.059 Uiso 1 1 calc R . . C10 C 0.0309(2) 0.2106(3) 0.95788(18) 0.0463(9) Uani 1 1 d . . . C11 C 0.0790(2) 0.1557(3) 1.00559(18) 0.0452(9) Uani 1 1 d . . . C12 C 0.0473(2) 0.1067(4) 1.0573(2) 0.0843(18) Uani 1 1 d . . . H12 H -0.0078 0.1034 1.0624 0.101 Uiso 1 1 calc R . . C13 C 0.0965(3) 0.0623(5) 1.1018(2) 0.0900(19) Uani 1 1 d . . . H13 H 0.0734 0.0286 1.1361 0.108 Uiso 1 1 calc R . . C14 C 0.2063(2) 0.1099(3) 1.0459(2) 0.0550(10) Uani 1 1 d . . . H14 H 0.2614 0.1110 1.0411 0.066 Uiso 1 1 calc R . . C15 C 0.1608(2) 0.1537(3) 0.9994(2) 0.0528(10) Uani 1 1 d . . . H15 H 0.1850 0.1822 0.9634 0.063 Uiso 1 1 calc R . . C16 C -0.1717(2) 0.3244(3) 0.93902(19) 0.0507(10) Uani 1 1 d . . . C17 C -0.2251(2) 0.3398(3) 0.8882(2) 0.0660(13) Uani 1 1 d . . . H17 H -0.2108 0.3253 0.8454 0.079 Uiso 1 1 calc R . . C18 C -0.3006(3) 0.3773(4) 0.9018(2) 0.0730(14) Uani 1 1 d . . . H18 H -0.3366 0.3880 0.8679 0.088 Uiso 1 1 calc R . . C19 C -0.3218(2) 0.3983(3) 0.9651(2) 0.0617(12) Uani 1 1 d . . . C20 C -0.2693(3) 0.3824(3) 1.0155(2) 0.0629(12) Uani 1 1 d . . . H20 H -0.2837 0.3970 1.0583 0.075 Uiso 1 1 calc R . . C21 C -0.1946(2) 0.3445(3) 1.0024(2) 0.0556(11) Uani 1 1 d . . . H21 H -0.1596 0.3326 1.0367 0.067 Uiso 1 1 calc R . . C22 C -0.4010(3) 0.4421(4) 0.9801(3) 0.0691(13) Uani 1 1 d . . . Cl1 Cl 0.17039(7) 0.60052(11) 0.59924(6) 0.0861(5) Uani 1 1 d . . . Cl2 Cl 0.32883(9) 0.10287(14) 1.21545(8) 0.1144(6) Uani 1 1 d . . . N1 N 0.17714(17) 0.4277(2) 0.71529(14) 0.0471(8) Uani 1 1 d . . . N2 N 0.17568(18) 0.0657(3) 1.09776(16) 0.0544(9) Uani 1 1 d . . . N3 N 0.07049(17) 0.2438(2) 0.90531(14) 0.0456(7) Uani 1 1 d . . . O1 O -0.4488(2) 0.4518(3) 0.93195(19) 0.0935(12) Uani 1 1 d . . . H1A H -0.4903 0.4766 0.9447 0.140 Uiso 1 1 calc R . . O2 O -0.41658(19) 0.4654(3) 1.03732(18) 0.0829(11) Uani 1 1 d . . . Zn1 Zn 0.2500 0.5000 0.65135(3) 0.0478(2) Uani 1 2 d S . . Zn2 Zn 0.2500 0.0000 1.16416(3) 0.0620(3) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0320(19) 0.074(3) 0.049(2) 0.001(2) 0.0017(17) 0.0021(19) C2 0.0358(19) 0.066(3) 0.042(2) 0.0072(18) 0.0030(16) 0.0068(18) C3 0.0362(19) 0.054(2) 0.041(2) 0.0000(17) 0.0035(15) 0.0023(17) C4 0.031(2) 0.090(3) 0.062(3) 0.021(2) 0.0007(19) 0.003(2) C5 0.040(2) 0.086(3) 0.056(2) 0.025(2) -0.0033(19) 0.000(2) C6 0.038(2) 0.050(2) 0.0410(19) 0.0021(17) 0.0003(16) 0.0033(17) C7 0.040(2) 0.056(2) 0.045(2) 0.0047(18) 0.0038(17) 0.0106(18) C8 0.036(2) 0.056(2) 0.052(2) 0.0054(18) 0.0072(17) 0.0091(17) C9 0.038(2) 0.059(3) 0.051(2) 0.0116(19) 0.0091(17) 0.0092(18) C10 0.0361(19) 0.055(2) 0.047(2) 0.0040(18) 0.0071(17) 0.0043(17) C11 0.0342(19) 0.053(2) 0.048(2) 0.0042(18) 0.0074(16) 0.0069(17) C12 0.032(2) 0.142(5) 0.080(3) 0.055(3) 0.015(2) 0.018(3) C13 0.044(3) 0.154(5) 0.072(3) 0.055(3) 0.013(2) 0.022(3) C14 0.035(2) 0.063(3) 0.067(3) 0.009(2) 0.0054(19) 0.0074(19) C15 0.037(2) 0.062(3) 0.059(2) 0.012(2) 0.0082(18) 0.0097(19) C16 0.036(2) 0.059(2) 0.057(2) 0.016(2) 0.0086(18) 0.0098(18) C17 0.049(2) 0.092(4) 0.058(3) 0.013(2) 0.007(2) 0.020(2) C18 0.046(2) 0.098(4) 0.075(3) 0.020(3) 0.000(2) 0.025(3) C19 0.043(2) 0.063(3) 0.079(3) 0.019(2) 0.018(2) 0.018(2) C20 0.052(3) 0.068(3) 0.068(3) 0.016(2) 0.024(2) 0.016(2) C21 0.044(2) 0.064(3) 0.059(2) 0.015(2) 0.0098(19) 0.011(2) C22 0.046(3) 0.073(3) 0.088(4) 0.028(3) 0.018(3) 0.016(2) Cl1 0.0467(6) 0.1353(12) 0.0762(8) 0.0474(8) 0.0000(6) 0.0115(7) Cl2 0.0794(9) 0.1697(17) 0.0939(10) -0.0630(11) -0.0225(8) 0.0241(10) N1 0.0323(16) 0.069(2) 0.0403(16) 0.0017(15) 0.0012(13) -0.0012(15) N2 0.0363(17) 0.077(2) 0.0499(19) 0.0032(17) 0.0014(15) 0.0163(16) N3 0.0345(16) 0.057(2) 0.0450(17) 0.0033(15) 0.0043(13) 0.0041(15) O1 0.054(2) 0.122(3) 0.104(3) 0.020(2) 0.013(2) 0.039(2) O2 0.057(2) 0.102(3) 0.090(2) 0.020(2) 0.0285(19) 0.0289(19) Zn1 0.0315(3) 0.0762(5) 0.0356(3) 0.000 0.000 -0.0025(3) Zn2 0.0446(4) 0.0995(6) 0.0418(4) 0.000 0.000 0.0216(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 O3 C24 1.456(10) . ? O3 H3A 0.8127 . ? C24 C23 1.66(7) . ? C1 N1 1.334(5) . ? C1 C2 1.376(5) . ? C1 H1 0.9300 . ? C2 C3 1.384(5) . ? C2 H2 0.9300 . ? C3 C4 1.395(5) . ? C3 C6 1.479(5) . ? C4 C5 1.369(5) . ? C4 H4 0.9300 . ? C5 N1 1.329(5) . ? C5 H5 0.9300 . ? C6 N3 1.343(5) . ? C6 C7 1.382(5) . ? C7 C8 1.388(5) . ? C7 H7 0.9300 . ? C8 C9 1.390(5) . ? C8 C16 1.485(5) . ? C9 C10 1.390(5) . ? C9 H9 0.9300 . ? C10 N3 1.347(4) . ? C10 C11 1.483(5) . ? C11 C12 1.370(5) . ? C11 C15 1.376(5) . ? C12 C13 1.378(6) . ? C12 H12 0.9300 . ? C13 N2 1.332(5) . ? C13 H13 0.9300 . ? C14 N2 1.332(5) . ? C14 C15 1.366(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C21 1.382(5) . ? C16 C17 1.390(6) . ? C17 C18 1.399(6) . ? C17 H17 0.9300 . ? C18 C19 1.374(6) . ? C18 H18 0.9300 . ? C19 C20 1.375(6) . ? C19 C22 1.496(6) . ? C20 C21 1.386(6) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 O2 1.243(6) . ? C22 O1 1.277(6) . ? Cl1 Zn1 2.2174(12) . ? Cl2 Zn2 2.2228(16) . ? N1 Zn1 2.058(3) . ? N2 Zn2 2.062(3) . ? O1 H1A 0.8200 . ? Zn1 N1 2.058(3) 2_565 ? Zn1 Cl1 2.2174(12) 2_565 ? Zn2 N2 2.062(3) 2 ? Zn2 Cl2 2.2228(16) 2 ? 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 C24 O3 H3A 165.5 . . ? O3 C24 C23 90(4) . . ? N1 C1 C2 123.2(3) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C1 C2 C3 120.0(4) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C2 C3 C4 116.3(3) . . ? C2 C3 C6 120.7(3) . . ? C4 C3 C6 123.0(3) . . ? C5 C4 C3 119.9(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? N1 C5 C4 123.4(4) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? N3 C6 C7 121.9(3) . . ? N3 C6 C3 115.5(3) . . ? C7 C6 C3 122.4(3) . . ? C6 C7 C8 120.2(3) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C8 C9 117.6(3) . . ? C7 C8 C16 120.7(3) . . ? C9 C8 C16 121.5(3) . . ? C8 C9 C10 119.7(3) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? N3 C10 C9 121.9(3) . . ? N3 C10 C11 115.9(3) . . ? C9 C10 C11 122.0(3) . . ? C12 C11 C15 116.6(4) . . ? C12 C11 C10 123.9(3) . . ? C15 C11 C10 119.5(3) . . ? C11 C12 C13 120.3(4) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? N2 C13 C12 122.6(4) . . ? N2 C13 H13 118.7 . . ? C12 C13 H13 118.7 . . ? N2 C14 C15 123.4(4) . . ? N2 C14 H14 118.3 . . ? C15 C14 H14 118.3 . . ? C14 C15 C11 120.0(4) . . ? C14 C15 H15 120.0 . . ? C11 C15 H15 120.0 . . ? C21 C16 C17 119.4(4) . . ? C21 C16 C8 120.0(4) . . ? C17 C16 C8 120.6(4) . . ? C16 C17 C18 119.6(4) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C19 C18 C17 120.1(4) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C19 C20 120.4(4) . . ? C18 C19 C22 120.8(4) . . ? C20 C19 C22 118.8(4) . . ? C19 C20 C21 119.8(4) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? C16 C21 C20 120.8(4) . . ? C16 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? O2 C22 O1 124.5(4) . . ? O2 C22 C19 119.2(5) . . ? O1 C22 C19 116.3(5) . . ? C5 N1 C1 117.1(3) . . ? C5 N1 Zn1 122.5(3) . . ? C1 N1 Zn1 120.3(2) . . ? C13 N2 C14 116.8(4) . . ? C13 N2 Zn2 123.0(3) . . ? C14 N2 Zn2 120.1(3) . . ? C6 N3 C10 118.7(3) . . ? C22 O1 H1A 109.5 . . ? N1 Zn1 N1 101.15(17) 2_565 . ? N1 Zn1 Cl1 110.31(10) 2_565 . ? N1 Zn1 Cl1 105.26(9) . . ? N1 Zn1 Cl1 105.26(9) 2_565 2_565 ? N1 Zn1 Cl1 110.31(10) . 2_565 ? Cl1 Zn1 Cl1 122.56(8) . 2_565 ? N2 Zn2 N2 97.64(18) 2 . ? N2 Zn2 Cl2 104.08(11) 2 . ? N2 Zn2 Cl2 112.20(12) . . ? N2 Zn2 Cl2 112.20(12) 2 2 ? N2 Zn2 Cl2 104.08(11) . 2 ? Cl2 Zn2 Cl2 123.71(10) . 2 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A O2 0.82 1.80 2.616(4) 173.3 5_467 O3 H3A O3 0.81 1.53 1.93(8) 106.8 4_556 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.677 _refine_diff_density_min -0.896 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 943677' ####################################################################### # # 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_added_by_encifer _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H64 Co4 N12 O18' _chemical_formula_weight 1861.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.7024(15) _cell_length_b 18.389(2) _cell_length_c 20.506(3) _cell_angle_alpha 113.8660(10) _cell_angle_beta 101.406(2) _cell_angle_gamma 95.164(2) _cell_volume 3883.8(9) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 0.925 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 24369 _diffrn_reflns_av_R_equivalents 0.0187 _diffrn_reflns_av_sigmaI/netI 0.0462 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.49 _reflns_number_total 17112 _reflns_number_gt 12155 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0546P)^2^+0.1364P] 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 17112 _refine_ls_number_parameters 1135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0659 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1107 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.001 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 1.72552(3) 0.640174(19) -0.309940(19) 0.02876(9) Uani 1 1 d . . . Co2 Co 1.73152(3) 0.860276(19) -0.213525(19) 0.02812(9) Uani 1 1 d . . . Co3 Co 0.84727(3) 0.759541(19) 0.190785(19) 0.02999(9) Uani 1 1 d . . . Co4 Co 0.63455(3) 0.741257(19) 0.294531(19) 0.02894(9) Uani 1 1 d . . . C1 C -0.2213(2) 0.76445(15) 0.63461(14) 0.0287(6) Uani 1 1 d . . . C2 C -0.1393(2) 0.78575(15) 0.59385(14) 0.0301(6) Uani 1 1 d . . . C3 C -0.1214(3) 0.72844(17) 0.52994(16) 0.0447(8) Uani 1 1 d . . . H3 H -0.1620 0.6753 0.5104 0.054 Uiso 1 1 calc R . . C4 C -0.0445(3) 0.74891(17) 0.49495(16) 0.0464(8) Uani 1 1 d . . . H4 H -0.0347 0.7095 0.4515 0.056 Uiso 1 1 calc R . . C5 C 0.0190(2) 0.82698(15) 0.52295(14) 0.0306(6) Uani 1 1 d . . . C6 C 0.0038(3) 0.88377(17) 0.58856(17) 0.0495(9) Uani 1 1 d . . . H6 H 0.0476 0.9362 0.6097 0.059 Uiso 1 1 calc R . . C7 C -0.0754(3) 0.86337(16) 0.62286(17) 0.0484(8) Uani 1 1 d . . . H7 H -0.0858 0.9026 0.6662 0.058 Uiso 1 1 calc R . . C8 C 0.1066(2) 0.84956(15) 0.48773(14) 0.0307(6) Uani 1 1 d . . . C9 C 0.1564(2) 0.79140(16) 0.43983(15) 0.0366(7) Uani 1 1 d . . . H9 H 0.1329 0.7371 0.4284 0.044 Uiso 1 1 calc R . . C10 C 0.1474(2) 0.92952(15) 0.50375(14) 0.0306(6) Uani 1 1 d . . . H10 H 0.1155 0.9705 0.5345 0.037 Uiso 1 1 calc R . . C11 C 0.2361(2) 0.94839(15) 0.47394(14) 0.0307(6) Uani 1 1 d . . . C12 C 0.2406(2) 0.81346(15) 0.40895(15) 0.0326(6) Uani 1 1 d . . . C13 C 0.2946(3) 0.75062(15) 0.35872(15) 0.0362(7) Uani 1 1 d . . . C14 C 0.2498(3) 0.66885(17) 0.3321(2) 0.0608(11) Uani 1 1 d . . . H14 H 0.1806 0.6520 0.3421 0.073 Uiso 1 1 calc R . . C15 C 0.3079(3) 0.61229(17) 0.2908(2) 0.0593(10) Uani 1 1 d . . . H15 H 0.2793 0.5572 0.2735 0.071 Uiso 1 1 calc R . . C16 C 0.4080(3) 0.63854(15) 0.27571(16) 0.0400(7) Uani 1 1 d . . . H16 H 0.4467 0.6002 0.2477 0.048 Uiso 1 1 calc R . . C17 C 0.3954(2) 0.77121(15) 0.33962(14) 0.0323(6) Uani 1 1 d . . . H17 H 0.4252 0.8259 0.3556 0.039 Uiso 1 1 calc R . . C18 C 0.3415(3) 1.05757(16) 0.45064(15) 0.0410(7) Uani 1 1 d . . . H18 H 0.3506 1.0188 0.4066 0.049 Uiso 1 1 calc R . . C19 C 0.3830(3) 1.13903(17) 0.47271(16) 0.0445(8) Uani 1 1 d . . . H19 H 0.4171 1.1561 0.4428 0.053 Uiso 1 1 calc R . . C20 C 0.3727(3) 1.19440(17) 0.53979(16) 0.0397(7) Uani 1 1 d . . . H20 H 0.3998 1.2490 0.5539 0.048 Uiso 1 1 calc R . . C21 C 0.2861(2) 1.03453(15) 0.49513(14) 0.0310(6) Uani 1 1 d . . . C22 C 0.2819(2) 1.09507(15) 0.56167(14) 0.0329(6) Uani 1 1 d . . . H22 H 0.2460 1.0800 0.5921 0.039 Uiso 1 1 calc R . . C23 C 0.6721(2) 0.87275(14) 0.24617(14) 0.0278(6) Uani 1 1 d . . . C24 C 0.6747(2) 0.96282(14) 0.27235(14) 0.0300(6) Uani 1 1 d . . . C25 C 0.6260(2) 1.00615(15) 0.32939(16) 0.0384(7) Uani 1 1 d . . . H25 H 0.5829 0.9787 0.3489 0.046 Uiso 1 1 calc R . . C26 C 0.6405(3) 1.08915(15) 0.35763(16) 0.0389(7) Uani 1 1 d . . . H26 H 0.6075 1.1170 0.3962 0.047 Uiso 1 1 calc R . . C27 C 0.7033(2) 1.13206(14) 0.32971(14) 0.0308(6) Uani 1 1 d . . . C28 C 0.7445(3) 1.08775(16) 0.26904(16) 0.0427(7) Uani 1 1 d . . . H28 H 0.7813 1.1147 0.2466 0.051 Uiso 1 1 calc R . . C29 C 0.7320(3) 1.00511(16) 0.24153(16) 0.0418(7) Uani 1 1 d . . . H29 H 0.7624 0.9771 0.2017 0.050 Uiso 1 1 calc R . . C30 C 0.7283(2) 1.22223(15) 0.36366(14) 0.0312(6) Uani 1 1 d . . . C31 C 0.6628(3) 1.26763(15) 0.40928(15) 0.0366(7) Uani 1 1 d . . . H31 H 0.6010 1.2417 0.4191 0.044 Uiso 1 1 calc R . . C32 C 0.6892(2) 1.35154(14) 0.44036(14) 0.0324(6) Uani 1 1 d . . . C33 C 0.8391(2) 1.34860(15) 0.38237(15) 0.0322(6) Uani 1 1 d . . . C34 C 0.8183(2) 1.26467(15) 0.35118(15) 0.0339(6) Uani 1 1 d . . . H34 H 0.8654 1.2368 0.3217 0.041 Uiso 1 1 calc R . . C35 C 0.9295(2) 1.39500(15) 0.36529(15) 0.0349(6) Uani 1 1 d . . . C36 C 1.0224(2) 1.36196(16) 0.33944(15) 0.0365(7) Uani 1 1 d . . . H36 H 1.0284 1.3102 0.3350 0.044 Uiso 1 1 calc R . . C37 C 0.9235(3) 1.47298(17) 0.37295(19) 0.0479(8) Uani 1 1 d . . . H37 H 0.8648 1.4987 0.3921 0.057 Uiso 1 1 calc R . . C38 C 1.0045(3) 1.51170(17) 0.35219(19) 0.0500(8) Uani 1 1 d . . . H38 H 1.0006 1.5635 0.3561 0.060 Uiso 1 1 calc R . . C39 C 1.0917(3) 1.47293(17) 0.32548(17) 0.0438(7) Uani 1 1 d . . . H39 H 1.1447 1.4992 0.3101 0.053 Uiso 1 1 calc R . . C40 C 0.6249(2) 1.40053(14) 0.49316(14) 0.0310(6) Uani 1 1 d . . . C41 C 0.6793(2) 1.47832(15) 0.54566(15) 0.0351(6) Uani 1 1 d . . . H41 H 0.7533 1.4993 0.5438 0.042 Uiso 1 1 calc R . . C42 C 0.5136(3) 1.37121(16) 0.49490(16) 0.0427(7) Uani 1 1 d . . . H42 H 0.4731 1.3199 0.4602 0.051 Uiso 1 1 calc R . . C43 C 0.4624(3) 1.41832(17) 0.54835(17) 0.0478(8) Uani 1 1 d . . . H43 H 0.3872 1.3994 0.5502 0.057 Uiso 1 1 calc R . . C44 C 0.5248(3) 1.49404(16) 0.59912(16) 0.0421(7) Uani 1 1 d . . . H44 H 0.4902 1.5251 0.6356 0.050 Uiso 1 1 calc R . . C45 C 1.5262(2) 0.72744(15) -0.25451(14) 0.0277(6) Uani 1 1 d . . . C46 C 1.4255(2) 0.70532(14) -0.22540(13) 0.0279(6) Uani 1 1 d . . . C47 C 1.4043(2) 0.62908(15) -0.22645(16) 0.0371(7) Uani 1 1 d . . . H47 H 1.4510 0.5916 -0.2461 0.044 Uiso 1 1 calc R . . C48 C 1.3153(2) 0.60859(16) -0.19877(15) 0.0360(6) Uani 1 1 d . . . H48 H 1.3045 0.5581 -0.1983 0.043 Uiso 1 1 calc R . . C49 C 1.2410(2) 0.66175(15) -0.17148(14) 0.0302(6) Uani 1 1 d . . . C50 C 1.2622(3) 0.73801(16) -0.17101(16) 0.0382(7) Uani 1 1 d . . . H50 H 1.2132 0.7746 -0.1536 0.046 Uiso 1 1 calc R . . C51 C 1.3544(2) 0.75964(16) -0.19597(15) 0.0364(7) Uani 1 1 d . . . H51 H 1.3692 0.8116 -0.1930 0.044 Uiso 1 1 calc R . . C52 C 1.1449(2) 0.63841(15) -0.14187(14) 0.0308(6) Uani 1 1 d . . . C53 C 1.0996(2) 0.55819(15) -0.16106(14) 0.0315(6) Uani 1 1 d . . . H53 H 1.1249 0.5170 -0.1963 0.038 Uiso 1 1 calc R . . C54 C 1.0165(2) 0.53922(15) -0.12784(14) 0.0314(6) Uani 1 1 d . . . C55 C 1.0117(2) 0.67370(15) -0.06290(15) 0.0326(6) Uani 1 1 d . . . C56 C 1.0996(2) 0.69691(15) -0.09116(15) 0.0352(7) Uani 1 1 d . . . H56 H 1.1282 0.7516 -0.0762 0.042 Uiso 1 1 calc R . . C57 C 0.9648(2) 0.73629(15) -0.00781(15) 0.0333(6) Uani 1 1 d . . . C58 C 0.9163(2) 0.71926(15) 0.04177(15) 0.0340(6) Uani 1 1 d . . . H58 H 0.9074 0.6664 0.0368 0.041 Uiso 1 1 calc R . . C59 C 0.8913(3) 0.84976(16) 0.10106(17) 0.0462(8) Uani 1 1 d . . . H59 H 0.8684 0.8893 0.1389 0.055 Uiso 1 1 calc R . . C60 C 0.9339(3) 0.87111(17) 0.05227(18) 0.0503(9) Uani 1 1 d . . . H60 H 0.9372 0.9236 0.0564 0.060 Uiso 1 1 calc R . . C61 C 0.9714(3) 0.81450(16) -0.00253(17) 0.0421(7) Uani 1 1 d . . . H61 H 1.0011 0.8281 -0.0358 0.051 Uiso 1 1 calc R . . C62 C 0.9748(2) 0.45358(15) -0.14314(15) 0.0327(6) Uani 1 1 d . . . C63 C 1.0406(2) 0.39506(15) -0.16964(15) 0.0335(6) Uani 1 1 d . . . H63 H 1.1106 0.4106 -0.1796 0.040 Uiso 1 1 calc R . . C64 C 0.9090(3) 0.29505(17) -0.17125(17) 0.0455(8) Uani 1 1 d . . . H64 H 0.8845 0.2409 -0.1825 0.055 Uiso 1 1 calc R . . C65 C 0.8369(3) 0.34914(18) -0.1439(2) 0.0539(9) Uani 1 1 d . . . H65 H 0.7661 0.3316 -0.1359 0.065 Uiso 1 1 calc R . . C66 C 0.8706(3) 0.42952(17) -0.12833(18) 0.0482(8) Uani 1 1 d . . . H66 H 0.8242 0.4670 -0.1083 0.058 Uiso 1 1 calc R . . C67 C 1.6408(2) 1.62017(14) 0.13874(14) 0.0305(6) Uani 1 1 d . . . C68 C 1.6006(2) 1.52973(14) 0.09169(14) 0.0301(6) Uani 1 1 d . . . C69 C 1.6735(3) 1.48512(15) 0.05145(15) 0.0359(7) Uani 1 1 d . . . H69 H 1.7429 1.5119 0.0492 0.043 Uiso 1 1 calc R . . C70 C 1.6442(3) 1.40187(15) 0.01502(15) 0.0368(7) Uani 1 1 d . . . H70 H 1.6957 1.3732 -0.0100 0.044 Uiso 1 1 calc R . . C71 C 1.5389(2) 1.35970(14) 0.01490(14) 0.0299(6) Uani 1 1 d . . . C72 C 1.4632(3) 1.40496(15) 0.05174(15) 0.0358(6) Uani 1 1 d . . . H72 H 1.3906 1.3787 0.0506 0.043 Uiso 1 1 calc R . . C73 C 1.4941(2) 1.48847(15) 0.09013(15) 0.0356(6) Uani 1 1 d . . . H73 H 1.4428 1.5173 0.1152 0.043 Uiso 1 1 calc R . . C74 C 1.5129(2) 1.26974(15) -0.01964(14) 0.0314(6) Uani 1 1 d . . . C75 C 1.5620(2) 1.22491(15) -0.07624(14) 0.0349(6) Uani 1 1 d . . . H75 H 1.6071 1.2511 -0.0958 0.042 Uiso 1 1 calc R . . C76 C 1.5442(2) 1.14125(15) -0.10364(14) 0.0305(6) Uani 1 1 d . . . C77 C 1.4285(2) 1.14246(15) -0.02484(14) 0.0309(6) Uani 1 1 d . . . C78 C 1.4435(2) 1.22686(15) 0.00584(14) 0.0336(6) Uani 1 1 d . . . H78 H 1.4075 1.2542 0.0430 0.040 Uiso 1 1 calc R . . C79 C 1.6023(2) 1.09250(14) -0.16095(14) 0.0300(6) Uani 1 1 d . . . C80 C 1.6136(2) 1.01379(15) -0.17204(14) 0.0324(6) Uani 1 1 d . . . H80 H 1.5761 0.9911 -0.1468 0.039 Uiso 1 1 calc R . . C81 C 1.7243(3) 1.00184(16) -0.25445(16) 0.0416(7) Uani 1 1 d . . . H81 H 1.7684 0.9720 -0.2852 0.050 Uiso 1 1 calc R . . C82 C 1.7133(3) 1.07765(16) -0.25009(16) 0.0431(8) Uani 1 1 d . . . H82 H 1.7468 1.0975 -0.2785 0.052 Uiso 1 1 calc R . . C83 C 1.6514(3) 1.12326(16) -0.20261(15) 0.0382(7) Uani 1 1 d . . . H83 H 1.6428 1.1746 -0.1987 0.046 Uiso 1 1 calc R . . C84 C 1.3558(2) 1.09425(15) 0.00099(14) 0.0317(6) Uani 1 1 d . . . C85 C 1.3322(2) 1.12871(15) 0.06935(14) 0.0333(6) Uani 1 1 d . . . H85 H 1.3648 1.1831 0.0995 0.040 Uiso 1 1 calc R . . C86 C 1.3091(3) 1.01266(16) -0.04246(16) 0.0439(8) Uani 1 1 d . . . H86 H 1.3259 0.9860 -0.0878 0.053 Uiso 1 1 calc R . . C87 C 1.2377(3) 0.97169(17) -0.01774(16) 0.0475(8) Uani 1 1 d . . . H87 H 1.2039 0.9173 -0.0469 0.057 Uiso 1 1 calc R . . C88 C 1.2164(3) 1.01130(16) 0.05026(16) 0.0422(7) Uani 1 1 d . . . H88 H 1.1662 0.9832 0.0657 0.051 Uiso 1 1 calc R . . C89 C 0.7453(3) 0.61160(18) 0.32450(17) 0.0493(8) Uani 1 1 d . . . H89 H 0.7361 0.5675 0.3357 0.059 Uiso 1 1 calc R . . C90 C 1.0010(3) 0.90616(16) 0.31995(17) 0.0435(7) Uani 1 1 d . . . H90 H 1.0623 0.9508 0.3386 0.052 Uiso 1 1 calc R . . C91 C 1.7143(3) 0.61547(17) -0.17485(17) 0.0410(7) Uani 1 1 d . . . H91 H 1.7005 0.5802 -0.1539 0.049 Uiso 1 1 calc R . . C92 C 2.0010(3) 0.90008(18) -0.17914(18) 0.0485(8) Uani 1 1 d . . . H92 H 2.0674 0.9372 -0.1716 0.058 Uiso 1 1 calc R . . N1 N 0.4528(2) 0.71685(12) 0.29936(12) 0.0332(5) Uani 1 1 d . . . N2 N 0.3260(2) 1.17390(12) 0.58560(12) 0.0344(5) Uani 1 1 d . . . N3 N 0.8812(2) 0.77474(13) 0.09675(13) 0.0363(6) Uani 1 1 d . . . N4 N 1.6747(2) 0.96893(12) -0.21667(12) 0.0328(5) Uani 1 1 d . . . N5 N 0.6319(2) 1.52522(12) 0.59894(12) 0.0332(5) Uani 1 1 d . . . N6 N 1.1046(2) 1.39987(12) 0.32039(13) 0.0355(5) Uani 1 1 d . . . N7 N 1.2654(2) 1.08901(12) 0.09526(12) 0.0332(5) Uani 1 1 d . . . N8 N 1.0124(2) 0.31741(12) -0.18229(13) 0.0364(6) Uani 1 1 d . . . N9 N 0.2819(2) 0.89158(12) 0.42617(12) 0.0334(5) Uani 1 1 d . . . N10 N 0.7757(2) 1.39220(12) 0.42713(12) 0.0345(5) Uani 1 1 d . . . N11 N 1.4787(2) 1.09991(12) -0.07826(12) 0.0318(5) Uani 1 1 d . . . N12 N 0.9718(2) 0.59564(12) -0.07959(12) 0.0334(5) Uani 1 1 d . . . O1 O -0.24570(16) 0.69145(10) 0.62140(10) 0.0344(4) Uani 1 1 d . . . O2 O -0.25651(18) 0.82215(11) 0.67916(10) 0.0389(5) Uani 1 1 d . . . O3 O 1.56396(16) 0.67010(10) -0.29713(10) 0.0348(4) Uani 1 1 d . . . O4 O 1.56404(15) 0.80206(10) -0.23211(10) 0.0327(4) Uani 1 1 d . . . O5 O 0.61225(16) 0.83872(10) 0.27446(10) 0.0329(4) Uani 1 1 d . . . O6 O 0.73263(17) 0.84127(10) 0.20215(10) 0.0352(4) Uani 1 1 d . . . O7 O 1.58539(17) 1.65270(10) 0.18621(10) 0.0385(5) Uani 1 1 d . . . O8 O 1.72920(16) 1.65353(10) 0.12833(10) 0.0347(4) Uani 1 1 d . . . O1W O 0.81871(16) 0.75693(10) 0.29156(10) 0.0334(4) Uani 1 1 d . . . O2W O 1.80429(16) 0.75503(9) -0.21177(10) 0.0334(4) Uani 1 1 d . . . O11 O 0.8369(2) 0.62343(14) 0.30600(14) 0.0601(6) Uani 1 1 d . . . O12 O 0.66357(19) 0.65102(11) 0.33014(12) 0.0458(5) Uani 1 1 d . . . O13 O 0.94158(19) 0.90391(12) 0.36284(11) 0.0513(6) Uani 1 1 d . . . O14 O 0.98959(17) 0.85629(11) 0.25471(11) 0.0441(5) Uani 1 1 d . . . O15 O 1.71859(18) 0.58314(11) -0.24093(11) 0.0421(5) Uani 1 1 d . . . O16 O 1.7260(2) 0.68828(12) -0.13402(11) 0.0480(5) Uani 1 1 d . . . O17 O 1.90565(17) 0.92489(11) -0.18084(12) 0.0437(5) Uani 1 1 d . . . O18 O 2.0188(2) 0.83250(14) -0.18623(17) 0.0784(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0335(2) 0.01735(17) 0.0356(2) 0.00648(14) 0.01965(16) 0.00585(14) Co2 0.0353(2) 0.01826(17) 0.0341(2) 0.00884(14) 0.02040(16) 0.00782(14) Co3 0.0379(2) 0.01664(17) 0.0363(2) 0.00641(14) 0.02188(17) 0.00624(14) Co4 0.0362(2) 0.01684(17) 0.0352(2) 0.00748(14) 0.01977(16) 0.00702(14) C1 0.0296(14) 0.0279(14) 0.0284(13) 0.0087(11) 0.0145(11) 0.0067(11) C2 0.0310(14) 0.0282(14) 0.0341(14) 0.0119(11) 0.0173(12) 0.0074(11) C3 0.0514(19) 0.0289(15) 0.0417(17) 0.0006(13) 0.0250(15) -0.0073(13) C4 0.056(2) 0.0334(16) 0.0378(16) -0.0019(13) 0.0295(15) -0.0050(13) C5 0.0328(15) 0.0287(14) 0.0335(14) 0.0126(11) 0.0168(12) 0.0059(11) C6 0.066(2) 0.0260(15) 0.059(2) 0.0095(14) 0.0429(18) 0.0052(14) C7 0.071(2) 0.0259(15) 0.0552(19) 0.0105(14) 0.0457(18) 0.0128(14) C8 0.0324(15) 0.0308(14) 0.0283(14) 0.0098(11) 0.0140(11) 0.0051(11) C9 0.0449(17) 0.0227(13) 0.0434(16) 0.0086(12) 0.0270(14) 0.0051(11) C10 0.0345(15) 0.0256(13) 0.0295(14) 0.0062(11) 0.0159(12) 0.0059(11) C11 0.0371(15) 0.0261(13) 0.0279(14) 0.0083(11) 0.0136(12) 0.0055(11) C12 0.0375(15) 0.0241(13) 0.0370(15) 0.0096(11) 0.0195(12) 0.0050(11) C13 0.0450(17) 0.0228(13) 0.0414(16) 0.0078(12) 0.0261(14) 0.0056(11) C14 0.069(2) 0.0282(16) 0.085(3) 0.0085(16) 0.058(2) 0.0024(15) C15 0.077(2) 0.0174(14) 0.083(2) 0.0067(15) 0.056(2) 0.0005(14) C16 0.0464(18) 0.0227(14) 0.0469(17) 0.0045(12) 0.0259(14) 0.0081(12) C17 0.0387(15) 0.0209(13) 0.0379(15) 0.0087(11) 0.0202(13) 0.0055(11) C18 0.057(2) 0.0317(15) 0.0335(15) 0.0091(12) 0.0227(14) 0.0047(13) C19 0.062(2) 0.0382(17) 0.0394(17) 0.0195(14) 0.0228(15) 0.0044(14) C20 0.0518(19) 0.0270(14) 0.0432(17) 0.0154(13) 0.0186(14) 0.0063(12) C21 0.0353(15) 0.0273(14) 0.0313(14) 0.0109(11) 0.0146(12) 0.0055(11) C22 0.0392(16) 0.0282(14) 0.0320(14) 0.0097(11) 0.0177(12) 0.0066(11) C23 0.0332(14) 0.0183(12) 0.0304(14) 0.0068(10) 0.0115(11) 0.0091(10) C24 0.0371(15) 0.0206(13) 0.0343(14) 0.0109(11) 0.0136(12) 0.0101(11) C25 0.0432(17) 0.0240(14) 0.0510(18) 0.0132(13) 0.0251(14) 0.0065(12) C26 0.0455(17) 0.0236(14) 0.0445(17) 0.0051(12) 0.0247(14) 0.0103(12) C27 0.0365(15) 0.0209(13) 0.0339(14) 0.0085(11) 0.0125(12) 0.0085(11) C28 0.061(2) 0.0243(14) 0.0504(18) 0.0149(13) 0.0317(16) 0.0117(13) C29 0.059(2) 0.0281(15) 0.0449(17) 0.0128(13) 0.0305(15) 0.0149(13) C30 0.0363(15) 0.0221(13) 0.0345(15) 0.0091(11) 0.0126(12) 0.0088(11) C31 0.0426(17) 0.0243(14) 0.0432(16) 0.0097(12) 0.0223(14) 0.0062(11) C32 0.0372(15) 0.0205(13) 0.0351(15) 0.0051(11) 0.0145(12) 0.0063(11) C33 0.0317(15) 0.0264(14) 0.0351(15) 0.0084(11) 0.0113(12) 0.0074(11) C34 0.0355(15) 0.0237(13) 0.0382(15) 0.0058(11) 0.0155(12) 0.0093(11) C35 0.0357(16) 0.0222(13) 0.0404(16) 0.0057(11) 0.0126(13) 0.0059(11) C36 0.0354(16) 0.0247(14) 0.0492(17) 0.0112(12) 0.0188(13) 0.0098(11) C37 0.0442(18) 0.0330(16) 0.074(2) 0.0220(16) 0.0282(17) 0.0181(13) C38 0.051(2) 0.0292(16) 0.083(2) 0.0283(16) 0.0315(18) 0.0179(14) C39 0.0441(18) 0.0331(16) 0.064(2) 0.0240(15) 0.0269(16) 0.0111(13) C40 0.0349(15) 0.0210(13) 0.0354(15) 0.0071(11) 0.0152(12) 0.0078(11) C41 0.0394(16) 0.0220(13) 0.0424(16) 0.0089(12) 0.0185(13) 0.0050(11) C42 0.0407(17) 0.0230(14) 0.0524(19) 0.0023(13) 0.0187(15) 0.0023(12) C43 0.0400(17) 0.0322(16) 0.058(2) 0.0024(14) 0.0243(15) 0.0022(13) C44 0.0447(18) 0.0278(15) 0.0487(18) 0.0057(13) 0.0250(15) 0.0066(12) C45 0.0278(14) 0.0271(14) 0.0280(13) 0.0090(11) 0.0126(11) 0.0065(10) C46 0.0313(14) 0.0243(13) 0.0278(13) 0.0078(11) 0.0136(11) 0.0075(10) C47 0.0383(16) 0.0264(14) 0.0504(18) 0.0123(13) 0.0264(14) 0.0124(11) C48 0.0427(17) 0.0258(14) 0.0468(17) 0.0154(12) 0.0253(14) 0.0122(12) C49 0.0342(15) 0.0258(13) 0.0333(14) 0.0108(11) 0.0178(12) 0.0076(11) C50 0.0436(17) 0.0275(14) 0.0532(18) 0.0165(13) 0.0308(15) 0.0170(12) C51 0.0426(17) 0.0281(14) 0.0479(17) 0.0179(13) 0.0260(14) 0.0126(12) C52 0.0344(15) 0.0277(14) 0.0345(15) 0.0130(11) 0.0167(12) 0.0103(11) C53 0.0371(15) 0.0240(13) 0.0347(15) 0.0080(11) 0.0202(12) 0.0103(11) C54 0.0350(15) 0.0257(13) 0.0348(15) 0.0100(11) 0.0167(12) 0.0098(11) C55 0.0383(15) 0.0253(13) 0.0385(15) 0.0122(12) 0.0205(13) 0.0103(11) C56 0.0455(17) 0.0212(13) 0.0436(16) 0.0112(12) 0.0271(14) 0.0083(11) C57 0.0376(16) 0.0254(14) 0.0385(15) 0.0099(12) 0.0207(13) 0.0078(11) C58 0.0425(16) 0.0214(13) 0.0401(16) 0.0087(11) 0.0242(13) 0.0083(11) C59 0.067(2) 0.0263(15) 0.057(2) 0.0154(14) 0.0419(17) 0.0211(14) C60 0.074(2) 0.0276(15) 0.069(2) 0.0233(15) 0.0488(19) 0.0224(15) C61 0.059(2) 0.0297(15) 0.0519(18) 0.0197(13) 0.0375(16) 0.0144(13) C62 0.0347(15) 0.0248(13) 0.0383(15) 0.0102(11) 0.0165(12) 0.0060(11) C63 0.0362(15) 0.0245(14) 0.0406(16) 0.0097(12) 0.0202(13) 0.0081(11) C64 0.0465(19) 0.0252(15) 0.063(2) 0.0131(14) 0.0247(16) 0.0034(13) C65 0.0443(19) 0.0368(17) 0.088(3) 0.0247(17) 0.0387(19) 0.0081(14) C66 0.0431(18) 0.0353(16) 0.074(2) 0.0208(16) 0.0347(17) 0.0144(13) C67 0.0390(16) 0.0190(12) 0.0300(14) 0.0054(11) 0.0126(12) 0.0052(11) C68 0.0398(16) 0.0219(13) 0.0288(14) 0.0081(11) 0.0144(12) 0.0084(11) C69 0.0426(17) 0.0255(14) 0.0375(15) 0.0080(12) 0.0202(13) 0.0029(11) C70 0.0469(17) 0.0248(14) 0.0384(16) 0.0073(12) 0.0222(14) 0.0116(12) C71 0.0416(16) 0.0187(12) 0.0298(14) 0.0074(10) 0.0158(12) 0.0071(11) C72 0.0412(16) 0.0237(13) 0.0411(16) 0.0092(12) 0.0190(13) 0.0043(11) C73 0.0409(16) 0.0252(14) 0.0394(16) 0.0072(12) 0.0219(13) 0.0079(11) C74 0.0395(16) 0.0223(13) 0.0301(14) 0.0070(11) 0.0134(12) 0.0064(11) C75 0.0474(17) 0.0221(13) 0.0352(15) 0.0076(11) 0.0216(13) 0.0057(11) C76 0.0373(15) 0.0241(13) 0.0301(14) 0.0090(11) 0.0136(12) 0.0077(11) C77 0.0409(16) 0.0238(13) 0.0291(14) 0.0089(11) 0.0168(12) 0.0065(11) C78 0.0490(17) 0.0206(13) 0.0321(14) 0.0066(11) 0.0219(13) 0.0095(11) C79 0.0365(15) 0.0213(13) 0.0310(14) 0.0068(11) 0.0151(12) 0.0077(11) C80 0.0409(16) 0.0231(13) 0.0359(15) 0.0104(11) 0.0204(13) 0.0079(11) C81 0.059(2) 0.0298(15) 0.0449(17) 0.0140(13) 0.0328(15) 0.0164(13) C82 0.063(2) 0.0316(15) 0.0457(18) 0.0167(13) 0.0365(16) 0.0141(14) C83 0.0525(18) 0.0229(14) 0.0443(17) 0.0141(12) 0.0229(14) 0.0101(12) C84 0.0394(16) 0.0221(13) 0.0328(14) 0.0086(11) 0.0137(12) 0.0074(11) C85 0.0457(17) 0.0216(13) 0.0300(14) 0.0055(11) 0.0165(12) 0.0063(11) C86 0.066(2) 0.0230(14) 0.0388(17) 0.0058(12) 0.0243(15) 0.0052(13) C87 0.070(2) 0.0226(14) 0.0407(17) 0.0050(12) 0.0201(16) -0.0035(14) C88 0.0533(19) 0.0285(15) 0.0426(17) 0.0113(13) 0.0201(15) -0.0005(13) C89 0.078(3) 0.0326(16) 0.0464(19) 0.0188(14) 0.0252(18) 0.0242(16) C90 0.0370(17) 0.0259(15) 0.057(2) 0.0071(14) 0.0138(15) 0.0016(12) C91 0.0522(19) 0.0338(16) 0.0476(18) 0.0219(14) 0.0241(15) 0.0130(13) C92 0.0382(18) 0.0340(17) 0.061(2) 0.0082(15) 0.0160(16) -0.0013(13) N1 0.0406(13) 0.0227(11) 0.0382(13) 0.0083(10) 0.0242(11) 0.0076(9) N2 0.0444(14) 0.0226(11) 0.0378(13) 0.0109(10) 0.0187(11) 0.0062(9) N3 0.0477(14) 0.0239(11) 0.0441(14) 0.0120(10) 0.0298(12) 0.0122(10) N4 0.0444(14) 0.0252(11) 0.0356(13) 0.0126(10) 0.0240(11) 0.0121(10) N5 0.0412(14) 0.0218(11) 0.0367(13) 0.0066(9) 0.0222(11) 0.0091(9) N6 0.0381(13) 0.0236(12) 0.0456(14) 0.0118(10) 0.0186(11) 0.0083(10) N7 0.0429(14) 0.0221(11) 0.0348(12) 0.0095(9) 0.0175(11) 0.0050(9) N8 0.0381(14) 0.0225(11) 0.0477(14) 0.0103(10) 0.0201(11) 0.0045(9) N9 0.0394(13) 0.0264(12) 0.0342(12) 0.0078(10) 0.0205(11) 0.0060(9) N10 0.0355(13) 0.0242(11) 0.0419(13) 0.0090(10) 0.0161(11) 0.0086(9) N11 0.0410(13) 0.0226(11) 0.0320(12) 0.0087(9) 0.0158(10) 0.0067(9) N12 0.0389(13) 0.0244(11) 0.0401(13) 0.0110(10) 0.0216(11) 0.0096(9) O1 0.0411(11) 0.0233(9) 0.0397(11) 0.0095(8) 0.0222(9) 0.0041(8) O2 0.0575(13) 0.0296(10) 0.0438(11) 0.0176(9) 0.0353(10) 0.0193(9) O3 0.0338(10) 0.0262(10) 0.0420(11) 0.0059(8) 0.0236(9) 0.0073(8) O4 0.0343(10) 0.0228(9) 0.0439(11) 0.0116(8) 0.0216(9) 0.0068(7) O5 0.0420(11) 0.0206(9) 0.0415(11) 0.0122(8) 0.0230(9) 0.0099(8) O6 0.0497(12) 0.0215(9) 0.0411(11) 0.0117(8) 0.0266(9) 0.0155(8) O7 0.0462(12) 0.0218(9) 0.0386(11) -0.0004(8) 0.0231(9) 0.0032(8) O8 0.0414(11) 0.0191(9) 0.0387(11) 0.0045(8) 0.0199(9) 0.0006(8) O1W 0.0349(10) 0.0311(10) 0.0356(10) 0.0110(8) 0.0183(8) 0.0085(8) O2W 0.0401(11) 0.0187(9) 0.0380(10) 0.0069(8) 0.0132(9) 0.0082(7) O11 0.0733(17) 0.0601(15) 0.0769(17) 0.0420(13) 0.0435(14) 0.0424(13) O12 0.0595(14) 0.0301(11) 0.0612(14) 0.0248(10) 0.0292(11) 0.0186(10) O13 0.0519(14) 0.0427(12) 0.0446(13) 0.0029(10) 0.0188(11) 0.0027(10) O14 0.0466(12) 0.0268(10) 0.0498(13) 0.0035(9) 0.0242(10) 0.0006(9) O15 0.0629(14) 0.0258(10) 0.0441(12) 0.0136(9) 0.0292(11) 0.0125(9) O16 0.0695(15) 0.0324(11) 0.0408(12) 0.0098(9) 0.0226(11) 0.0136(10) O17 0.0376(12) 0.0301(11) 0.0627(14) 0.0152(10) 0.0229(10) 0.0048(8) O18 0.0406(14) 0.0396(14) 0.141(3) 0.0266(15) 0.0179(15) 0.0110(10) _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 O1 2.0468(18) 1_754 ? Co1 O3 2.0526(18) . ? Co1 O15 2.0833(19) . ? Co1 N5 2.176(2) 1_644 ? Co1 N6 2.201(2) 2_875 ? Co1 O2W 2.1996(17) . ? Co2 O4 2.0321(17) . ? Co2 O2 2.0603(18) 1_754 ? Co2 O17 2.0959(19) . ? Co2 N4 2.183(2) . ? Co2 O2W 2.1938(18) . ? Co2 N7 2.209(2) 2_875 ? Co3 O8 2.0358(17) 1_445 ? Co3 O6 2.0776(18) . ? Co3 O14 2.0912(19) . ? Co3 N3 2.162(2) . ? Co3 O1W 2.1760(18) . ? Co3 N8 2.250(2) 2_765 ? Co4 O5 2.0219(18) . ? Co4 O7 2.0774(17) 1_445 ? Co4 O12 2.0943(19) . ? Co4 N1 2.164(2) . ? Co4 O1W 2.1647(18) . ? Co4 N2 2.238(2) 2_676 ? C1 O1 1.250(3) . ? C1 O2 1.254(3) . ? C1 C2 1.513(3) . ? C2 C7 1.377(4) . ? C2 C3 1.379(3) . ? C3 C4 1.371(4) . ? C4 C5 1.384(3) . ? C5 C6 1.387(4) . ? C5 C8 1.485(3) . ? C6 C7 1.380(4) . ? C8 C10 1.385(3) . ? C8 C9 1.392(3) . ? C9 C12 1.385(3) . ? C10 C11 1.388(3) . ? C11 N9 1.349(3) . ? C11 C21 1.489(3) . ? C12 N9 1.349(3) . ? C12 C13 1.491(3) . ? C13 C14 1.384(4) . ? C13 C17 1.382(3) . ? C14 C15 1.379(4) . ? C15 C16 1.365(4) . ? C16 N1 1.335(3) . ? C17 N1 1.343(3) . ? C18 C19 1.385(4) . ? C18 C21 1.389(3) . ? C19 C20 1.378(4) . ? C20 N2 1.333(3) . ? C21 C22 1.382(3) . ? C22 N2 1.341(3) . ? C23 O6 1.247(3) . ? C23 O5 1.262(3) . ? C23 C24 1.516(3) . ? C24 C25 1.385(3) . ? C24 C29 1.387(4) . ? C25 C26 1.376(3) . ? C26 C27 1.385(4) . ? C27 C28 1.390(3) . ? C27 C30 1.489(3) . ? C28 C29 1.372(3) . ? C30 C34 1.380(3) . ? C30 C31 1.387(3) . ? C31 C32 1.387(3) . ? C32 N10 1.339(3) . ? C32 C40 1.485(3) . ? C33 N10 1.348(3) . ? C33 C34 1.386(3) . ? C33 C35 1.482(4) . ? C35 C36 1.385(4) . ? C35 C37 1.388(4) . ? C36 N6 1.346(3) . ? C37 C38 1.367(4) . ? C38 C39 1.373(4) . ? C39 N6 1.330(3) . ? C40 C42 1.378(4) . ? C40 C41 1.389(3) . ? C41 N5 1.345(3) . ? C42 C43 1.376(4) . ? C43 C44 1.378(4) . ? C44 N5 1.332(3) . ? C45 O3 1.250(3) . ? C45 O4 1.261(3) . ? C45 C46 1.516(3) . ? C46 C51 1.384(3) . ? C46 C47 1.392(3) . ? C47 C48 1.373(3) . ? C48 C49 1.388(3) . ? C49 C50 1.398(3) . ? C49 C52 1.487(3) . ? C50 C51 1.375(3) . ? C52 C53 1.385(3) . ? C52 C56 1.391(3) . ? C53 C54 1.387(3) . ? C54 N12 1.342(3) . ? C54 C62 1.489(3) . ? C55 N12 1.347(3) . ? C55 C56 1.391(3) . ? C55 C57 1.486(3) . ? C57 C58 1.381(3) . ? C57 C61 1.392(3) . ? C58 N3 1.345(3) . ? C59 N3 1.339(3) . ? C59 C60 1.372(4) . ? C60 C61 1.367(4) . ? C62 C63 1.374(3) . ? C62 C66 1.391(4) . ? C63 N8 1.340(3) . ? C64 N8 1.334(3) . ? C64 C65 1.380(4) . ? C65 C66 1.381(4) . ? C67 O7 1.254(3) . ? C67 O8 1.254(3) . ? C67 C68 1.516(3) . ? C68 C69 1.392(3) . ? C68 C73 1.387(3) . ? C69 C70 1.378(3) . ? C70 C71 1.395(4) . ? C71 C72 1.392(3) . ? C71 C74 1.485(3) . ? C72 C73 1.385(3) . ? C74 C75 1.390(3) . ? C74 C78 1.393(3) . ? C75 C76 1.386(3) . ? C76 N11 1.345(3) . ? C76 C79 1.490(3) . ? C77 N11 1.342(3) . ? C77 C78 1.397(3) . ? C77 C84 1.488(3) . ? C79 C83 1.381(3) . ? C79 C80 1.394(3) . ? C80 N4 1.336(3) . ? C81 N4 1.340(3) . ? C81 C82 1.380(4) . ? C82 C83 1.379(4) . ? C84 C85 1.382(3) . ? C84 C86 1.386(3) . ? C85 N7 1.342(3) . ? C86 C87 1.373(4) . ? C87 C88 1.373(4) . ? C88 N7 1.341(3) . ? C89 O11 1.235(4) . ? C89 O12 1.247(4) . ? C90 O13 1.235(3) . ? C90 O14 1.250(3) . ? C91 O16 1.236(3) . ? C91 O15 1.254(3) . ? C92 O18 1.233(4) . ? C92 O17 1.242(4) . ? N2 Co4 2.238(2) 2_676 ? N5 Co1 2.176(2) 1_466 ? N6 Co1 2.201(2) 2_875 ? N7 Co2 2.209(2) 2_875 ? N8 Co3 2.250(2) 2_765 ? O1 Co1 2.0468(18) 1_356 ? O2 Co2 2.0603(18) 1_356 ? O7 Co4 2.0774(17) 1_665 ? O8 Co3 2.0358(17) 1_665 ? 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 O1 Co1 O3 99.24(8) 1_754 . ? O1 Co1 O15 172.14(8) 1_754 . ? O3 Co1 O15 88.62(8) . . ? O1 Co1 N5 93.17(8) 1_754 1_644 ? O3 Co1 N5 88.59(7) . 1_644 ? O15 Co1 N5 87.01(8) . 1_644 ? O1 Co1 N6 85.41(8) 1_754 2_875 ? O3 Co1 N6 175.09(8) . 2_875 ? O15 Co1 N6 86.73(8) . 2_875 ? N5 Co1 N6 89.60(8) 1_644 2_875 ? O1 Co1 O2W 91.49(7) 1_754 . ? O3 Co1 O2W 86.27(7) . . ? O15 Co1 O2W 88.99(7) . . ? N5 Co1 O2W 173.56(7) 1_644 . ? N6 Co1 O2W 95.22(7) 2_875 . ? O4 Co2 O2 99.62(8) . 1_754 ? O4 Co2 O17 173.12(8) . . ? O2 Co2 O17 87.25(8) 1_754 . ? O4 Co2 N4 94.12(8) . . ? O2 Co2 N4 89.31(7) 1_754 . ? O17 Co2 N4 86.44(8) . . ? O4 Co2 O2W 90.97(7) . . ? O2 Co2 O2W 88.33(7) 1_754 . ? O17 Co2 O2W 88.70(7) . . ? N4 Co2 O2W 174.69(7) . . ? O4 Co2 N7 86.03(8) . 2_875 ? O2 Co2 N7 174.12(8) 1_754 2_875 ? O17 Co2 N7 87.13(8) . 2_875 ? N4 Co2 N7 88.64(8) . 2_875 ? O2W Co2 N7 93.25(7) . 2_875 ? O8 Co3 O6 100.03(8) 1_445 . ? O8 Co3 O14 170.50(8) 1_445 . ? O6 Co3 O14 89.46(8) . . ? O8 Co3 N3 94.20(8) 1_445 . ? O6 Co3 N3 89.56(8) . . ? O14 Co3 N3 86.22(8) . . ? O8 Co3 O1W 90.91(7) 1_445 . ? O6 Co3 O1W 87.35(7) . . ? O14 Co3 O1W 89.10(7) . . ? N3 Co3 O1W 174.43(7) . . ? O8 Co3 N8 85.96(8) 1_445 2_765 ? O6 Co3 N8 173.73(7) . 2_765 ? O14 Co3 N8 84.56(8) . 2_765 ? N3 Co3 N8 88.14(8) . 2_765 ? O1W Co3 N8 94.44(8) . 2_765 ? O5 Co4 O7 98.51(8) . 1_445 ? O5 Co4 O12 172.42(8) . . ? O7 Co4 O12 89.06(8) 1_445 . ? O5 Co4 N1 93.56(8) . . ? O7 Co4 N1 88.23(8) 1_445 . ? O12 Co4 N1 86.33(8) . . ? O5 Co4 O1W 91.27(7) . . ? O7 Co4 O1W 91.08(7) 1_445 . ? O12 Co4 O1W 88.87(8) . . ? N1 Co4 O1W 175.16(8) . . ? O5 Co4 N2 86.61(8) . 2_676 ? O7 Co4 N2 172.95(7) 1_445 2_676 ? O12 Co4 N2 85.82(8) . 2_676 ? N1 Co4 N2 86.61(8) . 2_676 ? O1W Co4 N2 93.66(8) . 2_676 ? O1 C1 O2 126.6(2) . . ? O1 C1 C2 116.9(2) . . ? O2 C1 C2 116.5(2) . . ? C7 C2 C3 118.4(2) . . ? C7 C2 C1 119.6(2) . . ? C3 C2 C1 121.9(2) . . ? C4 C3 C2 120.7(3) . . ? C3 C4 C5 121.4(2) . . ? C4 C5 C6 117.7(2) . . ? C4 C5 C8 122.2(2) . . ? C6 C5 C8 120.0(2) . . ? C7 C6 C5 120.7(3) . . ? C2 C7 C6 120.9(2) . . ? C10 C8 C9 116.7(2) . . ? C10 C8 C5 121.9(2) . . ? C9 C8 C5 121.4(2) . . ? C12 C9 C8 120.8(2) . . ? C8 C10 C11 120.0(2) . . ? N9 C11 C10 122.9(2) . . ? N9 C11 C21 116.9(2) . . ? C10 C11 C21 120.1(2) . . ? N9 C12 C9 122.1(2) . . ? N9 C12 C13 117.6(2) . . ? C9 C12 C13 120.2(2) . . ? C14 C13 C17 116.9(2) . . ? C14 C13 C12 121.5(2) . . ? C17 C13 C12 121.5(2) . . ? C13 C14 C15 120.0(3) . . ? C16 C15 C14 118.9(3) . . ? N1 C16 C15 122.9(2) . . ? N1 C17 C13 123.8(2) . . ? C19 C18 C21 119.1(2) . . ? C20 C19 C18 118.8(3) . . ? N2 C20 C19 123.5(3) . . ? C22 C21 C18 117.1(2) . . ? C22 C21 C11 120.8(2) . . ? C18 C21 C11 122.1(2) . . ? N2 C22 C21 124.8(2) . . ? O6 C23 O5 127.2(2) . . ? O6 C23 C24 117.2(2) . . ? O5 C23 C24 115.5(2) . . ? C25 C24 C29 117.9(2) . . ? C25 C24 C23 121.9(2) . . ? C29 C24 C23 120.1(2) . . ? C24 C25 C26 120.9(2) . . ? C27 C26 C25 121.2(2) . . ? C26 C27 C28 117.4(2) . . ? C26 C27 C30 121.8(2) . . ? C28 C27 C30 120.7(2) . . ? C29 C28 C27 121.3(3) . . ? C28 C29 C24 120.8(3) . . ? C34 C30 C31 116.8(2) . . ? C34 C30 C27 121.3(2) . . ? C31 C30 C27 121.9(2) . . ? C30 C31 C32 120.3(2) . . ? N10 C32 C31 122.5(2) . . ? N10 C32 C40 116.9(2) . . ? C31 C32 C40 120.6(2) . . ? N10 C33 C34 122.3(2) . . ? N10 C33 C35 116.4(2) . . ? C34 C33 C35 121.2(2) . . ? C30 C34 C33 120.5(2) . . ? C36 C35 C37 116.9(2) . . ? C36 C35 C33 121.6(2) . . ? C37 C35 C33 121.5(2) . . ? N6 C36 C35 124.4(3) . . ? C38 C37 C35 119.6(3) . . ? C37 C38 C39 119.1(3) . . ? N6 C39 C38 123.6(3) . . ? C42 C40 C41 117.3(2) . . ? C42 C40 C32 122.9(2) . . ? C41 C40 C32 119.8(2) . . ? N5 C41 C40 124.3(2) . . ? C40 C42 C43 119.6(3) . . ? C44 C43 C42 118.7(3) . . ? N5 C44 C43 123.7(3) . . ? O3 C45 O4 126.9(2) . . ? O3 C45 C46 116.8(2) . . ? O4 C45 C46 116.3(2) . . ? C51 C46 C47 118.3(2) . . ? C51 C46 C45 121.8(2) . . ? C47 C46 C45 119.9(2) . . ? C48 C47 C46 120.7(2) . . ? C47 C48 C49 121.3(2) . . ? C50 C49 C48 117.7(2) . . ? C50 C49 C52 121.7(2) . . ? C48 C49 C52 120.5(2) . . ? C51 C50 C49 120.9(2) . . ? C46 C51 C50 121.0(2) . . ? C53 C52 C56 117.0(2) . . ? C53 C52 C49 122.0(2) . . ? C56 C52 C49 121.0(2) . . ? C52 C53 C54 120.1(2) . . ? N12 C54 C53 122.8(2) . . ? N12 C54 C62 116.5(2) . . ? C53 C54 C62 120.6(2) . . ? N12 C55 C56 122.5(2) . . ? N12 C55 C57 117.4(2) . . ? C56 C55 C57 120.0(2) . . ? C55 C56 C52 120.0(2) . . ? C58 C57 C61 117.6(2) . . ? C58 C57 C55 120.8(2) . . ? C61 C57 C55 121.6(2) . . ? N3 C58 C57 123.8(2) . . ? N3 C59 C60 123.2(2) . . ? C59 C60 C61 119.4(3) . . ? C60 C61 C57 119.1(3) . . ? C63 C62 C66 116.7(2) . . ? C63 C62 C54 121.3(2) . . ? C66 C62 C54 121.9(2) . . ? N8 C63 C62 125.4(2) . . ? N8 C64 C65 122.6(3) . . ? C64 C65 C66 119.5(3) . . ? C65 C66 C62 119.0(3) . . ? O7 C67 O8 127.1(2) . . ? O7 C67 C68 116.4(2) . . ? O8 C67 C68 116.4(2) . . ? C69 C68 C73 118.1(2) . . ? C69 C68 C67 120.2(2) . . ? C73 C68 C67 121.6(2) . . ? C68 C69 C70 120.8(2) . . ? C69 C70 C71 121.4(2) . . ? C70 C71 C72 117.5(2) . . ? C70 C71 C74 120.7(2) . . ? C72 C71 C74 121.7(2) . . ? C73 C72 C71 121.1(2) . . ? C72 C73 C68 120.9(2) . . ? C75 C74 C78 117.2(2) . . ? C75 C74 C71 121.2(2) . . ? C78 C74 C71 121.5(2) . . ? C76 C75 C74 120.2(2) . . ? N11 C76 C75 122.6(2) . . ? N11 C76 C79 116.3(2) . . ? C75 C76 C79 121.1(2) . . ? N11 C77 C78 122.9(2) . . ? N11 C77 C84 115.9(2) . . ? C78 C77 C84 121.2(2) . . ? C74 C78 C77 119.4(2) . . ? C83 C79 C80 117.2(2) . . ? C83 C79 C76 122.5(2) . . ? C80 C79 C76 120.2(2) . . ? N4 C80 C79 124.1(2) . . ? N4 C81 C82 123.4(2) . . ? C81 C82 C83 118.5(3) . . ? C79 C83 C82 119.8(3) . . ? C85 C84 C86 117.1(2) . . ? C85 C84 C77 121.5(2) . . ? C86 C84 C77 121.4(2) . . ? N7 C85 C84 124.4(2) . . ? C87 C86 C84 119.2(3) . . ? C86 C87 C88 119.7(3) . . ? N7 C88 C87 122.5(3) . . ? O11 C89 O12 128.5(3) . . ? O13 C90 O14 128.5(3) . . ? O16 C91 O15 128.2(3) . . ? O18 C92 O17 128.3(3) . . ? C16 N1 C17 117.5(2) . . ? C16 N1 Co4 114.39(17) . . ? C17 N1 Co4 125.70(17) . . ? C20 N2 C22 116.5(2) . . ? C20 N2 Co4 120.70(18) . 2_676 ? C22 N2 Co4 120.59(17) . 2_676 ? C58 N3 C59 116.9(2) . . ? C58 N3 Co3 124.70(18) . . ? C59 N3 Co3 117.01(17) . . ? C80 N4 C81 116.9(2) . . ? C80 N4 Co2 124.11(17) . . ? C81 N4 Co2 117.56(18) . . ? C44 N5 C41 116.4(2) . . ? C44 N5 Co1 118.66(17) . 1_466 ? C41 N5 Co1 124.55(18) . 1_466 ? C39 N6 C36 116.4(2) . . ? C39 N6 Co1 119.98(18) . 2_875 ? C36 N6 Co1 121.76(18) . 2_875 ? C88 N7 C85 116.9(2) . . ? C88 N7 Co2 120.58(18) . 2_875 ? C85 N7 Co2 121.15(17) . 2_875 ? C63 N8 C64 116.6(2) . . ? C63 N8 Co3 120.17(17) . 2_765 ? C64 N8 Co3 121.16(19) . 2_765 ? C12 N9 C11 117.4(2) . . ? C32 N10 C33 117.6(2) . . ? C77 N11 C76 117.6(2) . . ? C55 N12 C54 117.5(2) . . ? C1 O1 Co1 129.81(16) . 1_356 ? C1 O2 Co2 135.78(18) . 1_356 ? C45 O3 Co1 137.47(17) . . ? C45 O4 Co2 128.81(16) . . ? C23 O5 Co4 129.73(16) . . ? C23 O6 Co3 136.04(17) . . ? C67 O7 Co4 134.38(18) . 1_665 ? C67 O8 Co3 133.01(16) . 1_665 ? Co4 O1W Co3 114.71(9) . . ? Co2 O2W Co1 114.89(9) . . ? C89 O12 Co4 128.2(2) . . ? C90 O14 Co3 125.66(18) . . ? C91 O15 Co1 126.89(18) . . ? C92 O17 Co2 129.73(19) . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.561 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.061 _database_code_depnum_ccdc_archive 'CCDC 943680' ####################################################################### # # 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_added_by_encifer _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H28 Mn N6 O4' _chemical_formula_weight 759.66 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' Mn Mn 0.3368 0.7283 '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' _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 9.962(4) _cell_length_b 10.641(4) _cell_length_c 17.524(7) _cell_angle_alpha 86.709(5) _cell_angle_beta 79.071(5) _cell_angle_gamma 66.811(3) _cell_volume 1676.3(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.160 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.060 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 782 _exptl_absorpt_coefficient_mu 0.452 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10495 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0529 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 27.44 _reflns_number_total 7349 _reflns_number_gt 5226 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7349 _refine_ls_number_parameters 496 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1392 _refine_ls_R_factor_gt 0.1155 _refine_ls_wR_factor_ref 0.3815 _refine_ls_wR_factor_gt 0.3490 _refine_ls_goodness_of_fit_ref 1.453 _refine_ls_restrained_S_all 1.468 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5707(5) 0.7976(5) 1.0271(3) 0.0220(10) Uani 1 1 d . . . C2 C 0.5524(5) 0.6863(5) 1.0793(3) 0.0222(10) Uani 1 1 d . . . C3 C 0.4529(6) 0.6298(5) 1.0685(3) 0.0257(10) Uani 1 1 d . . . H3 H 0.4044 0.6561 1.0262 0.031 Uiso 1 1 calc R . . C4 C 0.4246(6) 0.5349(5) 1.1196(3) 0.0265(11) Uani 1 1 d . . . H4 H 0.3573 0.4989 1.1111 0.032 Uiso 1 1 calc R . . C5 C 0.4953(6) 0.4929(5) 1.1831(3) 0.0254(10) Uani 1 1 d . . . C6 C 0.5999(6) 0.5465(5) 1.1930(3) 0.0281(11) Uani 1 1 d . . . H6 H 0.6488 0.5195 1.2351 0.034 Uiso 1 1 calc R . . C7 C 0.6311(6) 0.6388(5) 1.1409(3) 0.0268(11) Uani 1 1 d . . . H7 H 0.7041 0.6694 1.1467 0.032 Uiso 1 1 calc R . . C8 C 0.4578(6) 0.3946(5) 1.2380(3) 0.0252(10) Uani 1 1 d . . . C9 C 0.4120(6) 0.3001(5) 1.2111(3) 0.0272(11) Uani 1 1 d . . . H9 H 0.4099 0.2952 1.1586 0.033 Uiso 1 1 calc R . . C10 C 0.3689(6) 0.2123(5) 1.2635(3) 0.0240(10) Uani 1 1 d . . . C11 C 0.4252(6) 0.2988(5) 1.3646(3) 0.0262(11) Uani 1 1 d . . . C12 C 0.4663(6) 0.3927(5) 1.3164(3) 0.0303(12) Uani 1 1 d . . . H12 H 0.4987 0.4526 1.3366 0.036 Uiso 1 1 calc R . . C13 C 0.4367(6) 0.2897(6) 1.4484(3) 0.0322(12) Uani 1 1 d D . . C14 C 0.4110(8) 0.3875(11) 1.4968(6) 0.087(3) Uani 1 1 d DU . . H14 H 0.3825 0.4744 1.4759 0.104 Uiso 1 1 calc R . . C15 C 0.4577(8) 0.2659(9) 1.6010(4) 0.0638(19) Uani 1 1 d DU . . H15 H 0.4649 0.2585 1.6533 0.077 Uiso 1 1 calc R . . C16 C 0.4192(9) 0.3827(10) 1.5725(5) 0.083(3) Uani 1 1 d DU . . H16 H 0.3977 0.4606 1.6018 0.100 Uiso 1 1 calc R . . C17 C 0.4809(9) 0.1545(11) 1.4785(6) 0.085(2) Uani 1 1 d DU . . H17 H 0.5017 0.0778 1.4483 0.102 Uiso 1 1 calc R . . C18 C 0.3188(6) 0.1106(5) 1.2359(3) 0.0228(10) Uani 1 1 d . . . C19 C 0.2904(7) 0.0145(6) 1.2873(3) 0.0351(13) Uani 1 1 d . . . H19 H 0.2981 0.0163 1.3393 0.042 Uiso 1 1 calc R . . C20 C 0.2512(7) -0.0820(6) 1.2604(3) 0.0387(14) Uani 1 1 d . . . H20 H 0.2340 -0.1476 1.2935 0.046 Uiso 1 1 calc R . . C21 C 0.2374(6) -0.0809(5) 1.1829(3) 0.0303(12) Uani 1 1 d . . . H21 H 0.2100 -0.1466 1.1653 0.036 Uiso 1 1 calc R . . C22 C 0.3034(6) 0.1038(5) 1.1599(3) 0.0259(11) Uani 1 1 d . . . H22 H 0.3227 0.1670 1.1254 0.031 Uiso 1 1 calc R . . C23 C -0.0614(5) -0.8013(5) 0.9682(3) 0.0213(10) Uani 1 1 d . . . C24 C -0.0563(5) -0.6865(5) 0.9144(3) 0.0219(10) Uani 1 1 d . . . C25 C -0.0858(6) -0.5581(5) 0.9438(3) 0.0245(10) Uani 1 1 d . . . H25 H -0.1182 -0.5402 0.9969 0.029 Uiso 1 1 calc R . . C26 C -0.0677(5) -0.4559(5) 0.8953(3) 0.0242(10) Uani 1 1 d . . . H26 H -0.0888 -0.3703 0.9161 0.029 Uiso 1 1 calc R . . C27 C -0.0180(6) -0.4807(5) 0.8155(3) 0.0237(10) Uani 1 1 d . . . C28 C 0.0048(6) -0.6084(5) 0.7860(3) 0.0270(11) Uani 1 1 d . . . H28 H 0.0339 -0.6255 0.7327 0.032 Uiso 1 1 calc R . . C29 C -0.0148(6) -0.7094(5) 0.8341(3) 0.0269(11) Uani 1 1 d . . . H29 H -0.0002 -0.7930 0.8130 0.032 Uiso 1 1 calc R . . C30 C 0.0201(6) -0.3783(5) 0.7634(3) 0.0231(10) Uani 1 1 d . . . C31 C 0.0691(6) -0.2881(5) 0.7921(3) 0.0252(11) Uani 1 1 d . . . H31 H 0.0707 -0.2857 0.8448 0.030 Uiso 1 1 calc R . . C32 C 0.1160(6) -0.2010(5) 0.7413(3) 0.0223(10) Uani 1 1 d . . . C33 C 0.0568(6) -0.2799(5) 0.6381(3) 0.0264(11) Uani 1 1 d . . . C34 C 0.0120(6) -0.3732(5) 0.6848(3) 0.0270(11) Uani 1 1 d . . . H34 H -0.0224 -0.4305 0.6637 0.032 Uiso 1 1 calc R . . C35 C 0.1801(6) -0.1099(5) 0.7686(3) 0.0229(10) Uani 1 1 d . . . C36 C 0.1827(6) -0.0950(5) 0.8462(3) 0.0264(11) Uani 1 1 d . . . H36 H 0.1362 -0.1388 0.8827 0.032 Uiso 1 1 calc R . . C37 C 0.3132(6) 0.0429(5) 0.8183(3) 0.0263(11) Uani 1 1 d . . . H37 H 0.3612 0.0930 0.8346 0.032 Uiso 1 1 calc R . . C38 C 0.3117(7) 0.0377(5) 0.7398(3) 0.0326(12) Uani 1 1 d . . . H38 H 0.3554 0.0855 0.7046 0.039 Uiso 1 1 calc R . . C39 C 0.2448(6) -0.0390(6) 0.7142(3) 0.0309(12) Uani 1 1 d . . . H39 H 0.2426 -0.0437 0.6616 0.037 Uiso 1 1 calc R . . C40 C 0.0487(6) -0.2702(6) 0.5539(3) 0.0336(12) Uani 1 1 d D . . C41 C 0.0150(9) -0.1397(11) 0.5223(6) 0.087(2) Uani 1 1 d DU . . H41 H -0.0033 -0.0628 0.5518 0.105 Uiso 1 1 calc R . . C42 C 0.0685(9) -0.3664(11) 0.4297(5) 0.084(3) Uani 1 1 d DU . . H42 H 0.0866 -0.4431 0.4002 0.101 Uiso 1 1 calc R . . C43 C 0.0374(8) -0.2454(9) 0.4006(4) 0.0682(19) Uani 1 1 d DU . . H43 H 0.0335 -0.2367 0.3479 0.082 Uiso 1 1 calc R . . C44 C 0.0725(8) -0.3716(10) 0.5056(6) 0.086(3) Uani 1 1 d DU . . H44 H 0.0950 -0.4576 0.5275 0.103 Uiso 1 1 calc R . . Mn1 Mn 0.24901(7) 0.00455(6) 1.00258(3) 0.0204(3) Uani 1 1 d . . . N1 N 0.2485(5) -0.0210(4) 0.8722(2) 0.0238(9) Uani 1 1 d . . . N2 N 0.2618(5) 0.0107(4) 1.1322(2) 0.0243(9) Uani 1 1 d . . . N3 N 0.4903(9) 0.1474(10) 1.5599(5) 0.103(3) Uani 1 1 d DU . . N4 N 0.0108(9) -0.1345(10) 0.4402(5) 0.109(3) Uani 1 1 d DU . . N5 N 0.1103(5) -0.1977(4) 0.6654(2) 0.0259(9) Uani 1 1 d . . . N6 N 0.3739(5) 0.2129(4) 1.3390(2) 0.0247(9) Uani 1 1 d . . . O1 O 0.0256(4) -0.8330(3) 1.01638(19) 0.0263(8) Uani 1 1 d . . . O2 O -0.1490(4) -0.8549(4) 0.9616(2) 0.0320(9) Uani 1 1 d . . . O3 O 0.6795(4) 0.8270(4) 1.0294(2) 0.0293(8) Uani 1 1 d . . . O4 O 0.4750(4) 0.8534(3) 0.9845(2) 0.0270(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.027(3) 0.020(2) 0.020(2) -0.0008(18) -0.0018(19) -0.0116(19) C2 0.026(3) 0.016(2) 0.027(2) 0.0033(18) -0.0049(19) -0.0122(18) C3 0.030(3) 0.029(2) 0.028(2) 0.007(2) -0.014(2) -0.019(2) C4 0.032(3) 0.028(2) 0.030(3) 0.005(2) -0.012(2) -0.020(2) C5 0.031(3) 0.021(2) 0.028(2) 0.0052(19) -0.007(2) -0.013(2) C6 0.035(3) 0.030(3) 0.028(3) 0.010(2) -0.017(2) -0.017(2) C7 0.029(3) 0.028(2) 0.032(3) 0.008(2) -0.013(2) -0.017(2) C8 0.029(3) 0.025(2) 0.024(2) 0.0038(19) -0.007(2) -0.013(2) C9 0.039(3) 0.033(3) 0.018(2) 0.009(2) -0.010(2) -0.022(2) C10 0.028(3) 0.026(2) 0.023(2) 0.0068(19) -0.007(2) -0.016(2) C11 0.035(3) 0.027(2) 0.019(2) 0.0033(19) -0.004(2) -0.016(2) C12 0.040(3) 0.029(3) 0.029(3) 0.002(2) -0.009(2) -0.020(2) C13 0.040(3) 0.036(3) 0.027(3) 0.004(2) -0.005(2) -0.023(2) C14 0.111(7) 0.079(5) 0.077(5) 0.010(4) -0.016(5) -0.045(5) C15 0.085(4) 0.078(4) 0.043(3) 0.010(3) -0.013(3) -0.048(4) C16 0.112(7) 0.069(5) 0.073(5) 0.004(4) -0.016(5) -0.040(5) C17 0.090(5) 0.094(5) 0.075(4) 0.014(4) -0.018(4) -0.041(4) C18 0.029(3) 0.024(2) 0.021(2) 0.0023(18) -0.0037(19) -0.017(2) C19 0.055(4) 0.043(3) 0.021(2) 0.006(2) -0.009(2) -0.034(3) C20 0.066(4) 0.043(3) 0.028(3) 0.011(2) -0.011(3) -0.044(3) C21 0.044(3) 0.033(3) 0.027(3) 0.000(2) -0.006(2) -0.028(2) C22 0.034(3) 0.024(2) 0.029(3) 0.006(2) -0.011(2) -0.018(2) C23 0.025(2) 0.020(2) 0.021(2) 0.0014(18) -0.0042(18) -0.0112(19) C24 0.025(3) 0.024(2) 0.025(2) 0.0066(19) -0.0083(19) -0.0171(19) C25 0.034(3) 0.030(2) 0.015(2) 0.0009(18) -0.0042(19) -0.018(2) C26 0.032(3) 0.024(2) 0.022(2) 0.0023(18) -0.009(2) -0.016(2) C27 0.031(3) 0.022(2) 0.025(2) 0.0054(19) -0.009(2) -0.017(2) C28 0.039(3) 0.028(2) 0.020(2) 0.0025(19) -0.006(2) -0.019(2) C29 0.037(3) 0.026(2) 0.024(2) 0.0010(19) -0.007(2) -0.019(2) C30 0.029(3) 0.024(2) 0.021(2) 0.0059(18) -0.0064(19) -0.015(2) C31 0.035(3) 0.030(2) 0.018(2) 0.0069(19) -0.007(2) -0.020(2) C32 0.030(3) 0.022(2) 0.020(2) 0.0051(18) -0.0036(19) -0.017(2) C33 0.038(3) 0.025(2) 0.020(2) 0.0026(19) -0.007(2) -0.017(2) C34 0.037(3) 0.028(2) 0.023(2) 0.002(2) -0.008(2) -0.019(2) C35 0.028(3) 0.024(2) 0.022(2) 0.0039(19) -0.0038(19) -0.017(2) C36 0.036(3) 0.028(2) 0.025(2) 0.005(2) -0.007(2) -0.022(2) C37 0.031(3) 0.028(2) 0.028(2) -0.002(2) -0.006(2) -0.019(2) C38 0.048(3) 0.036(3) 0.023(3) 0.002(2) 0.002(2) -0.031(3) C39 0.043(3) 0.037(3) 0.019(2) -0.001(2) -0.001(2) -0.025(2) C40 0.042(3) 0.045(3) 0.021(2) 0.004(2) -0.005(2) -0.025(3) C41 0.112(5) 0.092(5) 0.072(4) 0.007(4) -0.023(4) -0.051(4) C42 0.118(7) 0.079(5) 0.070(5) 0.009(4) -0.021(5) -0.054(5) C43 0.100(5) 0.088(4) 0.048(3) 0.010(3) -0.027(3) -0.066(4) C44 0.115(7) 0.075(5) 0.079(5) 0.008(4) -0.014(5) -0.052(5) Mn1 0.0272(5) 0.0228(5) 0.0186(5) 0.0049(3) -0.0090(3) -0.0160(4) N1 0.031(2) 0.026(2) 0.019(2) 0.0013(16) -0.0067(17) -0.0151(18) N2 0.031(2) 0.028(2) 0.020(2) 0.0005(16) -0.0040(17) -0.0172(18) N3 0.113(5) 0.110(5) 0.083(4) 0.015(4) -0.018(4) -0.041(4) N4 0.133(5) 0.115(5) 0.087(4) 0.012(4) -0.025(4) -0.055(4) N5 0.040(3) 0.029(2) 0.0158(19) 0.0029(16) -0.0055(17) -0.0209(19) N6 0.033(2) 0.028(2) 0.0167(19) 0.0022(16) -0.0017(16) -0.0181(18) O1 0.0285(19) 0.0309(18) 0.0245(17) 0.0064(14) -0.0099(14) -0.0154(15) O2 0.039(2) 0.037(2) 0.034(2) 0.0123(16) -0.0130(17) -0.0287(18) O3 0.036(2) 0.0329(19) 0.0304(19) 0.0105(15) -0.0128(16) -0.0241(17) O4 0.0285(19) 0.0270(17) 0.0270(18) 0.0060(14) -0.0085(15) -0.0117(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O3 1.249(6) . ? C1 O4 1.262(6) . ? C1 C2 1.502(6) . ? C2 C3 1.391(6) . ? C2 C7 1.407(7) . ? C3 C4 1.388(6) . ? C3 H3 0.9300 . ? C4 C5 1.388(7) . ? C4 H4 0.9300 . ? C5 C6 1.411(7) . ? C5 C8 1.488(7) . ? C6 C7 1.387(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C12 1.390(7) . ? C8 C9 1.393(7) . ? C9 C10 1.403(7) . ? C9 H9 0.9300 . ? C10 N6 1.333(6) . ? C10 C18 1.494(7) . ? C11 N6 1.342(6) . ? C11 C12 1.405(7) . ? C11 C13 1.489(7) . ? C12 H12 0.9300 . ? C13 C14 1.294(12) . ? C13 C17 1.430(12) . ? C14 C16 1.341(13) . ? C14 H14 0.9300 . ? C15 C16 1.251(12) . ? C15 N3 1.381(12) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 N3 1.442(13) . ? C17 H17 0.9300 . ? C18 C22 1.379(7) . ? C18 C19 1.400(7) . ? C19 C20 1.368(7) . ? C19 H19 0.9300 . ? C20 C21 1.390(7) . ? C20 H20 0.9300 . ? C21 N2 1.343(6) . ? C21 H21 0.9300 . ? C22 N2 1.358(6) . ? C22 H22 0.9300 . ? C23 O2 1.240(6) . ? C23 O1 1.261(6) . ? C23 C24 1.511(6) . ? C24 C25 1.388(6) . ? C24 C29 1.396(7) . ? C25 C26 1.388(6) . ? C25 H25 0.9300 . ? C26 C27 1.395(7) . ? C26 H26 0.9300 . ? C27 C28 1.400(7) . ? C27 C30 1.498(6) . ? C28 C29 1.380(6) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.390(7) . ? C30 C34 1.390(7) . ? C31 C32 1.400(6) . ? C31 H31 0.9300 . ? C32 N5 1.340(6) . ? C32 C35 1.494(7) . ? C33 N5 1.338(6) . ? C33 C34 1.405(7) . ? C33 C40 1.487(7) . ? C34 H34 0.9300 . ? C35 C36 1.385(7) . ? C35 C39 1.400(7) . ? C36 N1 1.348(6) . ? C36 H36 0.9300 . ? C37 N1 1.345(6) . ? C37 C38 1.384(7) . ? C37 H37 0.9300 . ? C38 C39 1.376(7) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C40 C44 1.329(11) . ? C40 C41 1.400(11) . ? C41 N4 1.445(12) . ? C41 H41 0.9300 . ? C42 C43 1.297(12) . ? C42 C44 1.336(13) . ? C42 H42 0.9300 . ? C43 N4 1.313(12) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? Mn1 O4 2.166(4) 1_545 ? Mn1 O3 2.184(4) 2_667 ? Mn1 O1 2.194(4) 1_565 ? Mn1 O2 2.196(4) 2_547 ? Mn1 N2 2.305(4) . ? Mn1 N1 2.317(4) . ? O1 Mn1 2.194(4) 1_545 ? O2 Mn1 2.196(4) 2_547 ? O3 Mn1 2.184(4) 2_667 ? O4 Mn1 2.166(4) 1_565 ? 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 C1 O4 125.4(4) . . ? O3 C1 C2 117.3(4) . . ? O4 C1 C2 117.3(4) . . ? C3 C2 C7 118.4(4) . . ? C3 C2 C1 119.9(4) . . ? C7 C2 C1 121.7(4) . . ? C4 C3 C2 121.2(4) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 121.0(4) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C4 C5 C6 118.1(4) . . ? C4 C5 C8 119.3(5) . . ? C6 C5 C8 122.6(4) . . ? C7 C6 C5 121.0(4) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C2 120.2(4) . . ? C6 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? C12 C8 C9 117.7(5) . . ? C12 C8 C5 122.6(5) . . ? C9 C8 C5 119.7(4) . . ? C8 C9 C10 119.8(4) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? N6 C10 C9 122.3(5) . . ? N6 C10 C18 117.0(4) . . ? C9 C10 C18 120.7(4) . . ? N6 C11 C12 123.0(4) . . ? N6 C11 C13 116.1(4) . . ? C12 C11 C13 120.9(5) . . ? C8 C12 C11 118.9(5) . . ? C8 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C14 C13 C17 116.6(7) . . ? C14 C13 C11 128.6(6) . . ? C17 C13 C11 114.8(6) . . ? C13 C14 C16 129.9(9) . . ? C13 C14 H14 115.0 . . ? C16 C14 H14 115.0 . . ? C16 C15 N3 124.4(8) . . ? C16 C15 H15 117.8 . . ? N3 C15 H15 117.8 . . ? C15 C16 C14 115.3(10) . . ? C15 C16 H16 122.3 . . ? C14 C16 H16 122.3 . . ? C13 C17 N3 114.2(9) . . ? C13 C17 H17 122.9 . . ? N3 C17 H17 122.9 . . ? C22 C18 C19 117.6(5) . . ? C22 C18 C10 122.4(4) . . ? C19 C18 C10 120.0(4) . . ? C20 C19 C18 119.4(5) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? C19 C20 C21 119.3(5) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? N2 C21 C20 123.0(5) . . ? N2 C21 H21 118.5 . . ? C20 C21 H21 118.5 . . ? N2 C22 C18 124.1(4) . . ? N2 C22 H22 118.0 . . ? C18 C22 H22 118.0 . . ? O2 C23 O1 126.2(4) . . ? O2 C23 C24 118.2(4) . . ? O1 C23 C24 115.6(4) . . ? C25 C24 C29 118.6(4) . . ? C25 C24 C23 120.8(4) . . ? C29 C24 C23 120.5(4) . . ? C24 C25 C26 121.2(4) . . ? C24 C25 H25 119.4 . . ? C26 C25 H25 119.4 . . ? C25 C26 C27 120.5(4) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C26 C27 C28 117.9(4) . . ? C26 C27 C30 121.5(4) . . ? C28 C27 C30 120.4(4) . . ? C29 C28 C27 121.5(4) . . ? C29 C28 H28 119.3 . . ? C27 C28 H28 119.3 . . ? C28 C29 C24 120.2(4) . . ? C28 C29 H29 119.9 . . ? C24 C29 H29 119.9 . . ? C31 C30 C34 118.1(4) . . ? C31 C30 C27 120.5(4) . . ? C34 C30 C27 121.4(4) . . ? C30 C31 C32 119.7(4) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? N5 C32 C31 122.0(4) . . ? N5 C32 C35 116.4(4) . . ? C31 C32 C35 121.5(4) . . ? N5 C33 C34 122.9(4) . . ? N5 C33 C40 116.6(4) . . ? C34 C33 C40 120.5(5) . . ? C30 C34 C33 118.8(5) . . ? C30 C34 H34 120.6 . . ? C33 C34 H34 120.6 . . ? C36 C35 C39 117.7(5) . . ? C36 C35 C32 122.7(4) . . ? C39 C35 C32 119.6(4) . . ? N1 C36 C35 124.2(5) . . ? N1 C36 H36 117.9 . . ? C35 C36 H36 117.9 . . ? N1 C37 C38 123.1(5) . . ? N1 C37 H37 118.4 . . ? C38 C37 H37 118.4 . . ? C39 C38 C37 119.4(5) . . ? C39 C38 H38 120.3 . . ? C37 C38 H38 120.3 . . ? C38 C39 C35 118.9(5) . . ? C38 C39 H39 120.5 . . ? C35 C39 H39 120.5 . . ? C44 C40 C41 116.9(7) . . ? C44 C40 C33 127.2(6) . . ? C41 C40 C33 115.9(6) . . ? C40 C41 N4 114.5(9) . . ? C40 C41 H41 122.8 . . ? N4 C41 H41 122.8 . . ? C43 C42 C44 114.5(9) . . ? C43 C42 H42 122.8 . . ? C44 C42 H42 122.8 . . ? C42 C43 N4 124.7(9) . . ? C42 C43 H43 117.6 . . ? N4 C43 H43 117.6 . . ? C40 C44 C42 128.5(9) . . ? C40 C44 H44 115.7 . . ? C42 C44 H44 115.7 . . ? O4 Mn1 O3 92.73(14) 1_545 2_667 ? O4 Mn1 O1 176.22(11) 1_545 1_565 ? O3 Mn1 O1 83.67(14) 2_667 1_565 ? O4 Mn1 O2 94.38(14) 1_545 2_547 ? O3 Mn1 O2 172.85(14) 2_667 2_547 ? O1 Mn1 O2 89.23(14) 1_565 2_547 ? O4 Mn1 N2 87.83(14) 1_545 . ? O3 Mn1 N2 94.90(14) 2_667 . ? O1 Mn1 N2 93.61(14) 1_565 . ? O2 Mn1 N2 84.69(14) 2_547 . ? O4 Mn1 N1 88.23(14) 1_545 . ? O3 Mn1 N1 88.02(14) 2_667 . ? O1 Mn1 N1 90.49(14) 1_565 . ? O2 Mn1 N1 92.88(14) 2_547 . ? N2 Mn1 N1 175.20(13) . . ? C37 N1 C36 116.7(4) . . ? C37 N1 Mn1 119.7(3) . . ? C36 N1 Mn1 123.5(3) . . ? C21 N2 C22 116.7(4) . . ? C21 N2 Mn1 122.4(3) . . ? C22 N2 Mn1 120.8(3) . . ? C15 N3 C17 119.5(9) . . ? C43 N4 C41 120.9(9) . . ? C33 N5 C32 118.4(4) . . ? C10 N6 C11 118.2(4) . . ? C23 O1 Mn1 126.8(3) . 1_545 ? C23 O2 Mn1 151.1(3) . 2_547 ? C1 O3 Mn1 138.7(3) . 2_667 ? C1 O4 Mn1 135.1(3) . 1_565 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C1 C2 C3 -167.0(5) . . . . ? O4 C1 C2 C3 12.9(7) . . . . ? O3 C1 C2 C7 14.6(7) . . . . ? O4 C1 C2 C7 -165.5(5) . . . . ? C7 C2 C3 C4 3.8(7) . . . . ? C1 C2 C3 C4 -174.7(4) . . . . ? C2 C3 C4 C5 -0.2(8) . . . . ? C3 C4 C5 C6 -1.8(7) . . . . ? C3 C4 C5 C8 177.9(5) . . . . ? C4 C5 C6 C7 0.2(8) . . . . ? C8 C5 C6 C7 -179.5(5) . . . . ? C5 C6 C7 C2 3.4(8) . . . . ? C3 C2 C7 C6 -5.3(7) . . . . ? C1 C2 C7 C6 173.1(4) . . . . ? C4 C5 C8 C12 -150.4(5) . . . . ? C6 C5 C8 C12 29.2(8) . . . . ? C4 C5 C8 C9 29.5(7) . . . . ? C6 C5 C8 C9 -150.9(5) . . . . ? C12 C8 C9 C10 3.3(8) . . . . ? C5 C8 C9 C10 -176.6(5) . . . . ? C8 C9 C10 N6 -1.9(8) . . . . ? C8 C9 C10 C18 179.7(5) . . . . ? C9 C8 C12 C11 -1.6(8) . . . . ? C5 C8 C12 C11 178.4(5) . . . . ? N6 C11 C12 C8 -1.9(8) . . . . ? C13 C11 C12 C8 178.1(5) . . . . ? N6 C11 C13 C14 -143.0(5) . . . . ? C12 C11 C13 C14 37.1(8) . . . . ? N6 C11 C13 C17 36.4(6) . . . . ? C12 C11 C13 C17 -143.6(5) . . . . ? C17 C13 C14 C16 0.0(3) . . . . ? C11 C13 C14 C16 179.3(6) . . . . ? N3 C15 C16 C14 -0.2(4) . . . . ? C13 C14 C16 C15 0.1(4) . . . . ? C14 C13 C17 N3 0.0(3) . . . . ? C11 C13 C17 N3 -179.4(5) . . . . ? N6 C10 C18 C22 177.4(5) . . . . ? C9 C10 C18 C22 -4.2(8) . . . . ? N6 C10 C18 C19 -4.8(7) . . . . ? C9 C10 C18 C19 173.6(5) . . . . ? C22 C18 C19 C20 0.9(9) . . . . ? C10 C18 C19 C20 -177.0(5) . . . . ? C18 C19 C20 C21 -1.3(9) . . . . ? C19 C20 C21 N2 0.5(9) . . . . ? C19 C18 C22 N2 0.4(8) . . . . ? C10 C18 C22 N2 178.3(5) . . . . ? O2 C23 C24 C25 121.2(5) . . . . ? O1 C23 C24 C25 -58.6(6) . . . . ? O2 C23 C24 C29 -62.0(6) . . . . ? O1 C23 C24 C29 118.2(5) . . . . ? C29 C24 C25 C26 -3.1(7) . . . . ? C23 C24 C25 C26 173.8(4) . . . . ? C24 C25 C26 C27 -0.5(7) . . . . ? C25 C26 C27 C28 3.4(7) . . . . ? C25 C26 C27 C30 -172.5(5) . . . . ? C26 C27 C28 C29 -2.7(8) . . . . ? C30 C27 C28 C29 173.2(5) . . . . ? C27 C28 C29 C24 -0.9(8) . . . . ? C25 C24 C29 C28 3.8(7) . . . . ? C23 C24 C29 C28 -173.1(5) . . . . ? C26 C27 C30 C31 27.9(7) . . . . ? C28 C27 C30 C31 -147.9(5) . . . . ? C26 C27 C30 C34 -154.0(5) . . . . ? C28 C27 C30 C34 30.2(7) . . . . ? C34 C30 C31 C32 -3.4(8) . . . . ? C27 C30 C31 C32 174.7(5) . . . . ? C30 C31 C32 N5 2.5(8) . . . . ? C30 C31 C32 C35 -175.4(5) . . . . ? C31 C30 C34 C33 1.5(8) . . . . ? C27 C30 C34 C33 -176.6(5) . . . . ? N5 C33 C34 C30 1.6(8) . . . . ? C40 C33 C34 C30 -179.5(5) . . . . ? N5 C32 C35 C36 175.0(5) . . . . ? C31 C32 C35 C36 -7.0(8) . . . . ? N5 C32 C35 C39 -7.0(7) . . . . ? C31 C32 C35 C39 171.0(5) . . . . ? C39 C35 C36 N1 -2.7(8) . . . . ? C32 C35 C36 N1 175.3(5) . . . . ? N1 C37 C38 C39 -1.8(9) . . . . ? C37 C38 C39 C35 -0.1(9) . . . . ? C36 C35 C39 C38 2.2(8) . . . . ? C32 C35 C39 C38 -175.9(5) . . . . ? N5 C33 C40 C44 143.9(5) . . . . ? C34 C33 C40 C44 -35.1(8) . . . . ? N5 C33 C40 C41 -34.8(7) . . . . ? C34 C33 C40 C41 146.2(5) . . . . ? C44 C40 C41 N4 0.0(2) . . . . ? C33 C40 C41 N4 178.9(5) . . . . ? C44 C42 C43 N4 -0.1(4) . . . . ? C41 C40 C44 C42 -0.1(3) . . . . ? C33 C40 C44 C42 -178.8(6) . . . . ? C43 C42 C44 C40 0.1(4) . . . . ? C38 C37 N1 C36 1.4(8) . . . . ? C38 C37 N1 Mn1 -177.0(4) . . . . ? C35 C36 N1 C37 0.9(8) . . . . ? C35 C36 N1 Mn1 179.3(4) . . . . ? O4 Mn1 N1 C37 -80.0(4) 1_545 . . . ? O3 Mn1 N1 C37 12.8(4) 2_667 . . . ? O1 Mn1 N1 C37 96.5(4) 1_565 . . . ? O2 Mn1 N1 C37 -174.3(4) 2_547 . . . ? N2 Mn1 N1 C37 -114.9(15) . . . . ? O4 Mn1 N1 C36 101.8(4) 1_545 . . . ? O3 Mn1 N1 C36 -165.5(4) 2_667 . . . ? O1 Mn1 N1 C36 -81.8(4) 1_565 . . . ? O2 Mn1 N1 C36 7.5(4) 2_547 . . . ? N2 Mn1 N1 C36 66.8(17) . . . . ? C20 C21 N2 C22 0.8(8) . . . . ? C20 C21 N2 Mn1 177.1(5) . . . . ? C18 C22 N2 C21 -1.2(8) . . . . ? C18 C22 N2 Mn1 -177.6(4) . . . . ? O4 Mn1 N2 C21 -83.0(4) 1_545 . . . ? O3 Mn1 N2 C21 -175.6(4) 2_667 . . . ? O1 Mn1 N2 C21 100.5(4) 1_565 . . . ? O2 Mn1 N2 C21 11.6(4) 2_547 . . . ? N1 Mn1 N2 C21 -48.1(17) . . . . ? O4 Mn1 N2 C22 93.1(4) 1_545 . . . ? O3 Mn1 N2 C22 0.5(4) 2_667 . . . ? O1 Mn1 N2 C22 -83.4(4) 1_565 . . . ? O2 Mn1 N2 C22 -172.3(4) 2_547 . . . ? N1 Mn1 N2 C22 128.0(15) . . . . ? C16 C15 N3 C17 0.2(4) . . . . ? C13 C17 N3 C15 -0.1(4) . . . . ? C42 C43 N4 C41 0.1(5) . . . . ? C40 C41 N4 C43 0.0(3) . . . . ? C34 C33 N5 C32 -2.6(8) . . . . ? C40 C33 N5 C32 178.4(5) . . . . ? C31 C32 N5 C33 0.5(7) . . . . ? C35 C32 N5 C33 178.5(5) . . . . ? C9 C10 N6 C11 -1.5(8) . . . . ? C18 C10 N6 C11 176.9(5) . . . . ? C12 C11 N6 C10 3.4(8) . . . . ? C13 C11 N6 C10 -176.6(5) . . . . ? O2 C23 O1 Mn1 85.4(6) . . . 1_545 ? C24 C23 O1 Mn1 -94.8(4) . . . 1_545 ? O1 C23 O2 Mn1 0.0(11) . . . 2_547 ? C24 C23 O2 Mn1 -179.8(5) . . . 2_547 ? O4 C1 O3 Mn1 19.1(8) . . . 2_667 ? C2 C1 O3 Mn1 -161.0(3) . . . 2_667 ? O3 C1 O4 Mn1 -102.8(6) . . . 1_565 ? C2 C1 O4 Mn1 77.3(5) . . . 1_565 ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 3.329 _refine_diff_density_min -1.188 _refine_diff_density_rms 0.211 _database_code_depnum_ccdc_archive 'CCDC 943681'