# 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H36 Co2 N4 O10 S2' _chemical_formula_weight 890.69 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P42212 _symmetry_space_group_name_Hall 'P 4n 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' 'y, x, -z' '-y, -x, -z' _cell_length_a 16.038(2) _cell_length_b 16.038(2) _cell_length_c 15.787(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4060.9(12) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 2514 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 19.0 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1832 _exptl_absorpt_coefficient_mu 0.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.868 _exptl_absorpt_correction_T_max 0.889 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 CCD' _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 29927 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_unetI/netI 0.0894 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4440 _reflns_number_gt 2829 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0926P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(3) _refine_ls_number_reflns 4440 _refine_ls_number_parameters 255 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0671 _refine_ls_R_factor_gt 0.0606 _refine_ls_wR_factor_ref 0.1477 _refine_ls_wR_factor_gt 0.1469 _refine_ls_goodness_of_fit_ref 0.881 _refine_ls_restrained_S_all 0.881 _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 C1 C 0.2607(4) 0.3162(3) 0.6129(3) 0.0386(13) Uani 1 1 d . . . C2 C 0.2993(4) 0.3721(3) 0.6772(3) 0.0411(13) Uani 1 1 d . . . C3 C 0.3778(3) 0.3716(4) 0.7071(3) 0.0445(14) Uani 1 1 d . . . H3 H 0.4178 0.3323 0.6921 0.053 Uiso 1 1 calc R . . C4 C 0.3920(3) 0.4369(4) 0.7628(3) 0.0448(15) Uani 1 1 d . . . H4 H 0.4434 0.4459 0.7886 0.054 Uiso 1 1 calc R . . C5 C 0.3239(4) 0.4872(4) 0.7769(4) 0.0455(14) Uani 1 1 d . . . C6 C 0.3180(4) 0.5582(4) 0.8392(4) 0.0487(15) Uani 1 1 d . . . C7 C 0.4500(4) 0.1187(4) 0.6505(4) 0.0528(16) Uani 1 1 d . . . H7 H 0.4172 0.0813 0.6808 0.063 Uiso 1 1 calc R . . C8 C 0.5182(4) 0.1517(4) 0.6894(4) 0.0510(16) Uani 1 1 d . . . H8 H 0.5301 0.1356 0.7447 0.061 Uiso 1 1 calc R . . C9 C 0.5687(3) 0.2065(4) 0.6512(4) 0.0481(15) Uani 1 1 d . . . C10 C 0.5470(3) 0.2187(4) 0.5641(3) 0.0487(17) Uani 1 1 d . . . H10 H 0.5816 0.2508 0.5299 0.058 Uiso 1 1 calc R . . C11 C 0.4808(4) 0.1862(4) 0.5324(4) 0.0530(16) Uani 1 1 d . . . H11 H 0.4691 0.1986 0.4761 0.064 Uiso 1 1 calc R . . C12 C 0.6418(3) 0.2508(4) 0.6897(4) 0.0464(14) Uani 1 1 d . . . H12A H 0.6521 0.2282 0.7457 0.056 Uiso 1 1 calc R . . H12B H 0.6281 0.3094 0.6963 0.056 Uiso 1 1 calc R . . C13 C 0.7221(3) 0.2433(4) 0.6367(3) 0.0449(14) Uani 1 1 d . . . H13A H 0.7101 0.2579 0.5783 0.054 Uiso 1 1 calc R . . H13B H 0.7413 0.1860 0.6377 0.054 Uiso 1 1 calc R . . C14 C 0.7917(4) 0.3007(4) 0.6706(3) 0.0463(14) Uani 1 1 d . . . H14A H 0.7706 0.3573 0.6725 0.056 Uiso 1 1 calc R . . H14B H 0.8046 0.2842 0.7282 0.056 Uiso 1 1 calc R . . C15 C 0.8705(4) 0.3002(4) 0.6202(4) 0.0457(14) Uani 1 1 d . . . C16 C 0.8992(4) 0.2319(4) 0.5845(4) 0.0485(16) Uani 1 1 d . . . H16 H 0.8678 0.1833 0.5893 0.058 Uiso 1 1 calc R . . C17 C 0.9736(3) 0.2282(4) 0.5400(4) 0.0486(15) Uani 1 1 d . . . H17 H 0.9924 0.1781 0.5172 0.058 Uiso 1 1 calc R . . C18 C 0.9890(4) 0.3664(4) 0.5618(4) 0.0524(16) Uani 1 1 d . . . H18 H 1.0181 0.4159 0.5534 0.063 Uiso 1 1 calc R . . C19 C 0.9151(4) 0.3692(4) 0.6082(4) 0.0517(17) Uani 1 1 d . . . H19 H 0.8969 0.4195 0.6309 0.062 Uiso 1 1 calc R . . Co1 Co 0.29514(4) 0.14040(4) 0.53186(4) 0.0321(2) Uani 1 1 d . . . N1 N 0.4280(3) 0.1369(3) 0.5723(3) 0.0446(12) Uani 1 1 d . . . N2 N 1.0187(3) 0.2999(3) 0.5303(3) 0.0432(11) Uani 1 1 d . . . O1 O 0.3043(2) 0.2546(2) 0.5932(2) 0.0477(10) Uani 1 1 d . . . O2 O 0.1883(2) 0.3338(2) 0.5841(2) 0.0347(8) Uani 1 1 d . . . O3 O 0.3846(2) 0.5865(2) 0.8681(2) 0.0470(10) Uani 1 1 d . . . O4 O 0.2448(3) 0.5814(2) 0.8567(2) 0.0440(10) Uani 1 1 d . . . O5 O 0.1664(2) 0.1664(2) 0.5000 0.0313(11) Uani 1 2 d S . . H5A H 0.1359 0.1516 0.5418 0.038 Uiso 0.50 1 d PR . . H5B H 0.1526 0.1349 0.4582 0.038 Uiso 0.50 1 d PR . . O6 O 0.5000 0.5000 0.5000 0.116(4) Uani 1 4 d S . . H6A H 0.5088 0.4888 0.4481 0.174 Uiso 0.25 1 d PR . . H6B H 0.4865 0.5510 0.5049 0.174 Uiso 0.25 1 d PR . . O7 O 0.0000 1.0000 0.5000 0.074(3) Uani 1 4 d S . . H7A H -0.0011 0.9761 0.4520 0.111 Uiso 0.25 1 d PR . . H7B H 0.0107 0.9643 0.5383 0.111 Uiso 0.25 1 d PR . . S1 S 0.24025(9) 0.45384(9) 0.71887(9) 0.0417(4) 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 0.046(3) 0.035(3) 0.035(3) 0.008(2) -0.010(3) 0.014(3) C2 0.051(4) 0.031(3) 0.041(3) -0.010(2) 0.000(3) 0.008(3) C3 0.042(3) 0.046(4) 0.045(3) -0.025(3) 0.014(3) 0.003(3) C4 0.032(3) 0.057(4) 0.045(3) -0.011(3) 0.009(3) -0.007(3) C5 0.046(3) 0.044(3) 0.046(3) -0.003(3) 0.012(3) -0.002(3) C6 0.054(4) 0.053(4) 0.039(3) -0.005(3) -0.010(3) -0.004(3) C7 0.056(4) 0.052(4) 0.050(4) 0.023(3) -0.012(3) -0.018(3) C8 0.039(3) 0.070(5) 0.044(3) 0.004(3) -0.015(3) 0.007(3) C9 0.036(3) 0.055(4) 0.054(4) -0.002(3) -0.007(3) -0.006(3) C10 0.029(3) 0.089(5) 0.028(3) 0.010(3) 0.001(2) -0.008(3) C11 0.058(4) 0.066(4) 0.035(3) 0.001(3) 0.007(3) -0.006(3) C12 0.038(3) 0.060(4) 0.041(3) -0.006(3) 0.003(3) -0.001(3) C13 0.035(3) 0.059(4) 0.041(3) -0.014(3) 0.002(2) 0.006(3) C14 0.064(4) 0.042(3) 0.033(3) -0.010(3) 0.003(3) 0.003(3) C15 0.041(3) 0.047(4) 0.049(3) -0.007(3) -0.002(3) 0.003(3) C16 0.052(4) 0.042(4) 0.052(4) -0.002(3) -0.004(3) -0.012(3) C17 0.044(3) 0.048(4) 0.054(4) -0.006(3) 0.014(3) -0.005(3) C18 0.051(4) 0.042(4) 0.064(4) 0.005(3) 0.011(3) -0.005(3) C19 0.047(4) 0.063(4) 0.045(3) -0.016(3) 0.004(3) 0.008(3) Co1 0.0341(4) 0.0341(4) 0.0281(3) -0.0072(3) 0.0070(3) -0.0061(3) N1 0.030(3) 0.054(3) 0.050(3) -0.015(3) 0.005(2) 0.002(2) N2 0.039(2) 0.050(3) 0.041(2) -0.012(3) 0.019(2) -0.006(2) O1 0.055(3) 0.046(2) 0.042(2) -0.0179(18) 0.0043(19) -0.005(2) O2 0.034(2) 0.038(2) 0.0323(19) -0.0077(15) 0.0081(16) -0.0077(16) O3 0.044(2) 0.046(2) 0.050(2) -0.017(2) -0.010(2) -0.0019(19) O4 0.054(3) 0.042(2) 0.036(2) -0.0131(17) 0.0183(19) -0.002(2) O5 0.0392(18) 0.0392(18) 0.015(2) 0.0027(14) -0.0027(14) -0.002(2) O6 0.127(7) 0.127(7) 0.093(9) 0.000 0.000 -0.011(9) O7 0.078(4) 0.078(4) 0.066(6) 0.000 0.000 -0.013(6) S1 0.0449(8) 0.0452(8) 0.0351(7) -0.0091(6) 0.0038(6) -0.0042(7) _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 O1 1.250(6) . ? C1 O2 1.278(6) . ? C1 C2 1.489(7) . ? C2 C3 1.344(8) . ? C2 S1 1.746(5) . ? C3 C4 1.386(7) . ? C3 H3 0.9300 . ? C4 C5 1.376(8) . ? C4 H4 0.9300 . ? C5 C6 1.509(8) . ? C5 S1 1.710(6) . ? C6 O3 1.247(7) . ? C6 O4 1.263(7) . ? C7 N1 1.317(7) . ? C7 C8 1.361(8) . ? C7 H7 0.9300 . ? C8 C9 1.339(8) . ? C8 H8 0.9300 . ? C9 C10 1.432(8) . ? C9 C12 1.500(7) . ? C10 C11 1.284(8) . ? C10 H10 0.9300 . ? C11 N1 1.319(7) . ? C11 H11 0.9300 . ? C12 C13 1.541(7) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.542(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.493(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.316(8) . ? C15 C19 1.332(8) . ? C16 C17 1.386(8) . ? C16 H16 0.9300 . ? C17 N2 1.367(7) . ? C17 H17 0.9300 . ? C18 N2 1.269(7) . ? C18 C19 1.394(8) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? Co1 O1 2.078(4) . ? Co1 O2 2.080(3) 7_556 ? Co1 O4 2.097(3) 5_546 ? Co1 O5 2.166(3) . ? Co1 N2 2.186(4) 7_546 ? Co1 N1 2.225(4) . ? N2 Co1 2.186(4) 7_656 ? O2 Co1 2.080(3) 7_556 ? O4 Co1 2.097(3) 5_556 ? O5 Co1 2.166(3) 7_556 ? O5 H5A 0.8543 . ? O5 H5B 0.8592 . ? O6 H6A 0.8501 . ? O6 H6B 0.8500 . ? O7 H7A 0.8500 . ? O7 H7B 0.8500 . ? 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 C1 O2 126.4(5) . . ? O1 C1 C2 114.3(5) . . ? O2 C1 C2 119.2(5) . . ? C3 C2 C1 128.7(5) . . ? C3 C2 S1 112.3(4) . . ? C1 C2 S1 118.8(4) . . ? C2 C3 C4 111.9(5) . . ? C2 C3 H3 124.1 . . ? C4 C3 H3 124.1 . . ? C5 C4 C3 114.5(5) . . ? C5 C4 H4 122.8 . . ? C3 C4 H4 122.8 . . ? C4 C5 C6 126.7(6) . . ? C4 C5 S1 110.7(4) . . ? C6 C5 S1 122.4(4) . . ? O3 C6 O4 127.6(6) . . ? O3 C6 C5 117.4(6) . . ? O4 C6 C5 115.0(5) . . ? N1 C7 C8 123.5(6) . . ? N1 C7 H7 118.2 . . ? C8 C7 H7 118.2 . . ? C9 C8 C7 122.6(6) . . ? C9 C8 H8 118.7 . . ? C7 C8 H8 118.7 . . ? C8 C9 C10 112.0(5) . . ? C8 C9 C12 127.0(6) . . ? C10 C9 C12 121.0(6) . . ? C11 C10 C9 121.4(6) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 N1 126.0(6) . . ? C10 C11 H11 117.0 . . ? N1 C11 H11 117.0 . . ? C9 C12 C13 113.3(5) . . ? C9 C12 H12A 108.9 . . ? C13 C12 H12A 108.9 . . ? C9 C12 H12B 108.9 . . ? C13 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? C12 C13 C14 111.7(4) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C15 C14 C13 115.1(4) . . ? C15 C14 H14A 108.5 . . ? C13 C14 H14A 108.5 . . ? C15 C14 H14B 108.5 . . ? C13 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? C16 C15 C19 116.3(6) . . ? C16 C15 C14 121.9(6) . . ? C19 C15 C14 121.7(6) . . ? C15 C16 C17 123.6(6) . . ? C15 C16 H16 118.2 . . ? C17 C16 H16 118.2 . . ? N2 C17 C16 118.5(5) . . ? N2 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? N2 C18 C19 123.6(6) . . ? N2 C18 H18 118.2 . . ? C19 C18 H18 118.2 . . ? C15 C19 C18 120.3(6) . . ? C15 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? O1 Co1 O2 93.67(14) . 7_556 ? O1 Co1 O4 91.63(15) . 5_546 ? O2 Co1 O4 174.70(14) 7_556 5_546 ? O1 Co1 O5 90.34(14) . . ? O2 Co1 O5 90.50(12) 7_556 . ? O4 Co1 O5 89.46(14) 5_546 . ? O1 Co1 N2 173.85(17) . 7_546 ? O2 Co1 N2 85.63(16) 7_556 7_546 ? O4 Co1 N2 89.10(16) 5_546 7_546 ? O5 Co1 N2 95.77(16) . 7_546 ? O1 Co1 N1 79.69(16) . . ? O2 Co1 N1 88.63(16) 7_556 . ? O4 Co1 N1 92.32(18) 5_546 . ? O5 Co1 N1 169.92(16) . . ? N2 Co1 N1 94.18(18) 7_546 . ? C7 N1 C11 114.1(5) . . ? C7 N1 Co1 122.1(4) . . ? C11 N1 Co1 117.6(4) . . ? C18 N2 C17 117.6(5) . . ? C18 N2 Co1 122.7(4) . 7_656 ? C17 N2 Co1 119.6(4) . 7_656 ? C1 O1 Co1 140.7(4) . . ? C1 O2 Co1 125.7(3) . 7_556 ? C6 O4 Co1 126.9(4) . 5_556 ? Co1 O5 Co1 114.9(2) 7_556 . ? Co1 O5 H5A 109.5 7_556 . ? Co1 O5 H5A 108.2 . . ? Co1 O5 H5B 109.4 7_556 . ? Co1 O5 H5B 108.1 . . ? H5A O5 H5B 106.4 . . ? H6A O6 H6B 109.5 . . ? H7A O7 H7B 109.5 . . ? C5 S1 C2 90.6(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.371 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.106 _database_code_depnum_ccdc_archive 'CCDC 930841' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H22 Cd N2 O7 S' _chemical_formula_weight 534.85 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5078(18) _cell_length_b 18.163(3) _cell_length_c 11.574(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.499(2) _cell_angle_gamma 90.00 _cell_volume 2138.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9919 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 31.8 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.661 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 1.162 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.834 _exptl_absorpt_correction_T_max 0.870 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 CCD' _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 13422 _diffrn_reflns_av_R_equivalents 0.0210 _diffrn_reflns_av_unetI/netI 0.0227 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3951 _reflns_number_gt 3601 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0205P)^2^+13.1814P] 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 3951 _refine_ls_number_parameters 278 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1378 _refine_ls_wR_factor_gt 0.1370 _refine_ls_goodness_of_fit_ref 1.372 _refine_ls_restrained_S_all 1.370 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O7 O 0.0675(8) 0.3611(4) 0.8083(6) 0.0761(19) Uani 1 1 d GD . . H7A H 0.0392 0.3565 0.7360 0.091 Uiso 1 1 d GD . . H7B H 0.0401 0.3257 0.8390 0.091 Uiso 1 1 d GD . . Cd1 Cd 0.25132(4) 0.15128(2) 0.00270(4) 0.02904(16) Uani 1 1 d . . . S1 S -0.24973(15) 0.17092(9) 0.00783(13) 0.0302(3) Uani 1 1 d . . . O2 O 0.0366(5) 0.1518(3) 0.0449(5) 0.0452(12) Uani 1 1 d . . . C5 C -0.3887(5) 0.2074(3) -0.0867(5) 0.0254(12) Uani 1 1 d . . . C2 C -0.1515(5) 0.2105(3) -0.0741(5) 0.0260(12) Uani 1 1 d . . . O1 O 0.0624(4) 0.2195(3) -0.1042(4) 0.0390(11) Uani 1 1 d . . . N1 N 0.2771(5) 0.0483(3) 0.1274(5) 0.0342(12) Uani 1 1 d . . . C3 C -0.2233(6) 0.2492(3) -0.1684(6) 0.0289(13) Uani 1 1 d . . . H3 H -0.1867 0.2739 -0.2226 0.035 Uiso 1 1 calc R . . C1 C -0.0086(6) 0.1934(3) -0.0408(5) 0.0295(13) Uani 1 1 d . . . N2 N 0.2069(5) 0.0739(3) -0.1642(5) 0.0347(12) Uani 1 1 d . . . C4 C -0.3589(6) 0.2479(3) -0.1756(6) 0.0305(13) Uani 1 1 d . . . H4 H -0.4215 0.2720 -0.2345 0.037 Uiso 1 1 calc R . . C6 C -0.5178(6) 0.1904(4) -0.0615(6) 0.0328(14) Uani 1 1 d . . . C10 C 0.4148(7) -0.0311(4) 0.2688(6) 0.0411(16) Uani 1 1 d . . . H10 H 0.4995 -0.0465 0.3064 0.049 Uiso 1 1 calc R . . C8 C 0.1850(7) -0.0444(4) 0.2266(6) 0.0359(14) Uani 1 1 d . . . H8 H 0.1099 -0.0684 0.2356 0.043 Uiso 1 1 calc R . . C11 C 0.3965(7) 0.0258(4) 0.1886(6) 0.0408(16) Uani 1 1 d . . . H11 H 0.4701 0.0499 0.1761 0.049 Uiso 1 1 calc R . . C7 C 0.1734(6) 0.0122(4) 0.1464(6) 0.0341(14) Uani 1 1 d . . . H7 H 0.0898 0.0262 0.1033 0.041 Uiso 1 1 calc R . . C9 C 0.3068(7) -0.0661(3) 0.2940(5) 0.0339(14) Uani 1 1 d . . . C19 C 0.1582(7) 0.1011(4) -0.2733(6) 0.0404(16) Uani 1 1 d . . . H19 H 0.1268 0.1492 -0.2801 0.049 Uiso 1 1 calc R . . C15 C 0.2486(8) 0.0043(4) -0.1570(6) 0.0431(17) Uani 1 1 d . . . H15 H 0.2830 -0.0158 -0.0817 0.052 Uiso 1 1 calc R . . O3 O -0.5213(5) 0.1475(3) 0.0209(4) 0.0430(11) Uani 1 1 d . . . O4 O -0.6199(4) 0.2207(3) -0.1283(4) 0.0391(11) Uani 1 1 d . . . O6 O 0.3299(8) 0.3645(4) 0.9547(6) 0.0746(18) Uani 1 1 d GD . . H6A H 0.2563 0.3743 0.9137 0.089 Uiso 1 1 d GD . . H6B H 0.3681 0.3412 0.9131 0.089 Uiso 1 1 d GD . . C17 C 0.1965(6) -0.0112(4) -0.3678(6) 0.0372(15) Uani 1 1 d . . . C13 C 0.3283(7) -0.0793(4) 0.5132(6) 0.0418(16) Uani 1 1 d . . . H13A H 0.3663 -0.1116 0.5796 0.050 Uiso 1 1 calc R . . H13B H 0.3839 -0.0361 0.5200 0.050 Uiso 1 1 calc R . . C16 C 0.2433(7) -0.0393(4) -0.2555(6) 0.0420(16) Uani 1 1 d . . . H16 H 0.2716 -0.0880 -0.2456 0.050 Uiso 1 1 calc R . . C14 C 0.1928(8) -0.0560(5) 0.5216(6) 0.0468(18) Uani 1 1 d . . . H14A H 0.1516 -0.0272 0.4517 0.056 Uiso 1 1 calc R . . H14B H 0.1394 -0.0995 0.5220 0.056 Uiso 1 1 calc R . . C18 C 0.1518(7) 0.0620(4) -0.3762(6) 0.0415(16) Uani 1 1 d . . . H18 H 0.1184 0.0836 -0.4504 0.050 Uiso 1 1 calc R . . C12 C 0.3266(5) -0.1194(2) 0.3951(4) 0.0459(18) Uani 1 1 d . . . H12A H 0.4091 -0.1452 0.4029 0.055 Uiso 1 1 calc R . . H12B H 0.2563 -0.1555 0.3785 0.055 Uiso 1 1 calc R . . O5 O 0.3013(5) 0.2548(2) 0.1225(4) 0.0610(15) Uani 1 1 d RD . . H5A H 0.3379 0.2609 0.1933 0.073 Uiso 1 1 d RD . . H5B H 0.276(8) 0.2953(13) 0.095(3) 0.073 Uiso 1 1 d 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 O7 0.096(5) 0.061(4) 0.072(4) 0.016(3) 0.023(4) -0.005(4) Cd1 0.0201(2) 0.0369(3) 0.0315(3) 0.00343(19) 0.00916(17) 0.00144(18) S1 0.0246(7) 0.0388(8) 0.0289(7) 0.0092(6) 0.0098(6) 0.0028(6) O2 0.033(3) 0.053(3) 0.050(3) 0.020(2) 0.012(2) 0.015(2) C5 0.014(3) 0.032(3) 0.029(3) -0.002(2) 0.003(2) 0.002(2) C2 0.017(3) 0.029(3) 0.035(3) -0.001(2) 0.013(2) -0.001(2) O1 0.019(2) 0.049(3) 0.054(3) 0.007(2) 0.018(2) 0.0018(19) N1 0.034(3) 0.038(3) 0.032(3) 0.004(2) 0.010(2) 0.002(2) C3 0.026(3) 0.031(3) 0.034(3) 0.004(2) 0.016(3) -0.002(2) C1 0.023(3) 0.035(3) 0.031(3) -0.007(3) 0.009(2) 0.000(2) N2 0.032(3) 0.038(3) 0.035(3) 0.002(2) 0.011(2) -0.001(2) C4 0.024(3) 0.033(3) 0.033(3) 0.004(3) 0.003(2) 0.004(2) C6 0.018(3) 0.036(3) 0.046(4) -0.013(3) 0.012(3) -0.003(2) C10 0.035(4) 0.051(4) 0.033(3) 0.003(3) 0.000(3) 0.007(3) C8 0.039(4) 0.038(4) 0.033(3) -0.003(3) 0.015(3) -0.007(3) C11 0.027(3) 0.052(4) 0.043(4) 0.010(3) 0.008(3) -0.001(3) C7 0.030(3) 0.041(4) 0.031(3) 0.001(3) 0.007(3) -0.002(3) C9 0.046(4) 0.031(3) 0.024(3) -0.004(2) 0.009(3) 0.001(3) C19 0.040(4) 0.045(4) 0.036(4) 0.009(3) 0.008(3) 0.004(3) C15 0.059(5) 0.040(4) 0.031(3) 0.005(3) 0.013(3) 0.001(3) O3 0.035(3) 0.051(3) 0.046(3) 0.006(2) 0.017(2) -0.005(2) O4 0.015(2) 0.054(3) 0.048(3) -0.001(2) 0.0086(19) 0.0037(19) O6 0.081(5) 0.066(4) 0.081(5) -0.006(4) 0.029(4) 0.001(4) C17 0.030(3) 0.048(4) 0.034(3) -0.002(3) 0.007(3) -0.006(3) C13 0.056(5) 0.043(4) 0.024(3) 0.002(3) 0.005(3) 0.004(3) C16 0.057(5) 0.037(4) 0.032(3) -0.001(3) 0.010(3) -0.001(3) C14 0.051(4) 0.061(5) 0.029(3) -0.010(3) 0.010(3) -0.009(4) C18 0.038(4) 0.055(4) 0.030(3) 0.005(3) 0.007(3) -0.002(3) C12 0.069(5) 0.037(4) 0.033(4) 0.002(3) 0.015(3) 0.009(3) O5 0.083(4) 0.055(3) 0.043(3) -0.011(3) 0.014(3) -0.001(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 O7 H7A 0.8194 . ? O7 H7B 0.8205 . ? Cd1 O5 2.317(4) . ? Cd1 N1 2.337(5) . ? Cd1 N2 2.339(6) . ? Cd1 O3 2.346(5) 1_655 ? Cd1 O1 2.403(4) . ? Cd1 O2 2.426(5) . ? Cd1 O4 2.597(5) 1_655 ? S1 C5 1.723(6) . ? S1 C2 1.723(6) . ? O2 C1 1.242(8) . ? C5 C4 1.362(8) . ? C5 C6 1.490(8) . ? C2 C3 1.357(8) . ? C2 C1 1.487(8) . ? O1 C1 1.263(7) . ? N1 C7 1.336(8) . ? N1 C11 1.341(8) . ? C3 C4 1.407(8) . ? C3 H3 0.9300 . ? N2 C19 1.332(8) . ? N2 C15 1.335(9) . ? C4 H4 0.9300 . ? C6 O3 1.239(8) . ? C6 O4 1.279(8) . ? C10 C11 1.371(10) . ? C10 C9 1.394(10) . ? C10 H10 0.9300 . ? C8 C7 1.370(9) . ? C8 C9 1.379(9) . ? C8 H8 0.9300 . ? C11 H11 0.9300 . ? C7 H7 0.9300 . ? C9 C12 1.492(8) . ? C19 C18 1.375(10) . ? C19 H19 0.9300 . ? C15 C16 1.378(10) . ? C15 H15 0.9300 . ? O3 Cd1 2.346(5) 1_455 ? O4 Cd1 2.597(5) 1_455 ? O6 H6A 0.8199 . ? O6 H6B 0.8185 . ? C17 C16 1.369(9) . ? C17 C18 1.405(10) . ? C17 C14 1.508(9) 1_554 ? C13 C14 1.512(11) . ? C13 C12 1.545(8) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C16 H16 0.9300 . ? C14 C17 1.508(9) 1_556 ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C18 H18 0.9300 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? O5 H5A 0.8210 . ? O5 H5B 0.820(10) . ? 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 H7A O7 H7B 106.6 . . ? O5 Cd1 N1 107.82(17) . . ? O5 Cd1 N2 161.81(17) . . ? N1 Cd1 N2 89.86(19) . . ? O5 Cd1 O3 84.07(18) . 1_655 ? N1 Cd1 O3 87.88(18) . 1_655 ? N2 Cd1 O3 92.59(18) . 1_655 ? O5 Cd1 O1 85.65(17) . . ? N1 Cd1 O1 133.15(17) . . ? N2 Cd1 O1 85.18(18) . . ? O3 Cd1 O1 138.81(16) 1_655 . ? O5 Cd1 O2 87.65(19) . . ? N1 Cd1 O2 81.30(17) . . ? N2 Cd1 O2 99.52(19) . . ? O3 Cd1 O2 163.69(17) 1_655 . ? O1 Cd1 O2 53.96(15) . . ? O5 Cd1 O4 83.24(16) . 1_655 ? N1 Cd1 O4 138.79(16) . 1_655 ? N2 Cd1 O4 80.50(17) . 1_655 ? O3 Cd1 O4 53.07(15) 1_655 1_655 ? O1 Cd1 O4 86.16(14) . 1_655 ? O2 Cd1 O4 139.69(15) . 1_655 ? C5 S1 C2 91.1(3) . . ? C1 O2 Cd1 91.7(4) . . ? C4 C5 C6 130.7(5) . . ? C4 C5 S1 111.7(4) . . ? C6 C5 S1 117.6(5) . . ? C3 C2 C1 129.7(5) . . ? C3 C2 S1 111.7(4) . . ? C1 C2 S1 118.4(4) . . ? C1 O1 Cd1 92.2(4) . . ? C7 N1 C11 117.3(6) . . ? C7 N1 Cd1 121.4(4) . . ? C11 N1 Cd1 121.2(4) . . ? C2 C3 C4 112.9(5) . . ? C2 C3 H3 123.5 . . ? C4 C3 H3 123.5 . . ? O2 C1 O1 122.0(6) . . ? O2 C1 C2 119.5(5) . . ? O1 C1 C2 118.4(6) . . ? C19 N2 C15 116.9(6) . . ? C19 N2 Cd1 120.7(5) . . ? C15 N2 Cd1 121.5(4) . . ? C5 C4 C3 112.6(5) . . ? C5 C4 H4 123.7 . . ? C3 C4 H4 123.7 . . ? O3 C6 O4 123.6(6) . . ? O3 C6 C5 119.1(6) . . ? O4 C6 C5 117.3(6) . . ? C11 C10 C9 120.1(6) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C7 C8 C9 120.7(6) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? N1 C11 C10 122.8(6) . . ? N1 C11 H11 118.6 . . ? C10 C11 H11 118.6 . . ? N1 C7 C8 122.8(6) . . ? N1 C7 H7 118.6 . . ? C8 C7 H7 118.6 . . ? C8 C9 C10 116.1(6) . . ? C8 C9 C12 123.8(6) . . ? C10 C9 C12 119.9(6) . . ? N2 C19 C18 123.6(7) . . ? N2 C19 H19 118.2 . . ? C18 C19 H19 118.2 . . ? N2 C15 C16 123.3(7) . . ? N2 C15 H15 118.4 . . ? C16 C15 H15 118.4 . . ? C6 O3 Cd1 98.0(4) . 1_455 ? C6 O4 Cd1 85.4(4) . 1_455 ? H6A O6 H6B 107.6 . . ? C16 C17 C18 116.9(6) . . ? C16 C17 C14 122.1(7) . 1_554 ? C18 C17 C14 121.0(6) . 1_554 ? C14 C13 C12 112.7(6) . . ? C14 C13 H13A 109.0 . . ? C12 C13 H13A 109.0 . . ? C14 C13 H13B 109.0 . . ? C12 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C17 C16 C15 120.1(7) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C17 C14 C13 112.3(6) 1_556 . ? C17 C14 H14A 109.1 1_556 . ? C13 C14 H14A 109.1 . . ? C17 C14 H14B 109.1 1_556 . ? C13 C14 H14B 109.1 . . ? H14A C14 H14B 107.9 . . ? C19 C18 C17 119.1(6) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C9 C12 C13 110.9(4) . . ? C9 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? Cd1 O5 H5A 133.4 . . ? Cd1 O5 H5B 119(2) . . ? H5A O5 H5B 107.1 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.799 _refine_diff_density_min -0.628 _refine_diff_density_rms 0.122 _database_code_depnum_ccdc_archive 'CCDC 930842' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H36 N8 O10 S2 Zn2' _chemical_formula_weight 887.55 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' S S 0.1246 0.1234 '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 9.4224(7) _cell_length_b 12.2481(9) _cell_length_c 18.7629(14) _cell_angle_alpha 108.9110(10) _cell_angle_beta 91.0620(10) _cell_angle_gamma 110.1020(10) _cell_volume 1903.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9286 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 32.0 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.435 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.772 _exptl_absorpt_correction_T_max 0.842 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 CCD' _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 13358 _diffrn_reflns_av_R_equivalents 0.0159 _diffrn_reflns_av_unetI/netI 0.0254 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6617 _reflns_number_gt 5954 _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^)+(0.0959P)^2^+0.4583P] 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 6617 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.1297 _refine_ls_wR_factor_gt 0.1076 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 Zn1 Zn 0.55833(3) -0.15292(3) 0.632251(16) 0.02780(13) Uani 1 1 d . . . Zn2 Zn 1.49800(3) 0.68615(3) 0.854549(16) 0.02610(12) Uani 1 1 d . . . C1 C 0.3018(3) -0.2051(3) 0.69612(16) 0.0388(7) Uani 1 1 d . . . C2 C 0.1589(3) -0.1917(3) 0.72435(15) 0.0316(6) Uani 1 1 d . . . C3 C 0.1021(3) -0.1027(3) 0.73011(19) 0.0447(7) Uani 1 1 d . . . H3 H 0.1515 -0.0328 0.7175 0.054 Uiso 1 1 calc R . . C4 C -0.0406(3) -0.1263(3) 0.75726(19) 0.0431(7) Uani 1 1 d . . . H4 H -0.0945 -0.0735 0.7649 0.052 Uiso 1 1 calc R . . C5 C -0.0898(3) -0.2346(3) 0.77081(15) 0.0305(6) Uani 1 1 d . . . C6 C -0.2280(3) -0.2897(3) 0.80289(15) 0.0314(6) Uani 1 1 d . . . C7 C 0.3183(4) -0.1930(3) 0.50302(18) 0.0413(7) Uani 1 1 d . . . H7 H 0.2389 -0.2080 0.5316 0.050 Uiso 1 1 calc R . . C8 C 0.3019(4) -0.2004(3) 0.42969(19) 0.0475(8) Uani 1 1 d . . . H8 H 0.2111 -0.2215 0.3989 0.057 Uiso 1 1 calc R . . C9 C 0.5420(4) -0.1467(3) 0.47117(16) 0.0389(7) Uani 1 1 d . . . H9 H 0.6472 -0.1235 0.4727 0.047 Uiso 1 1 calc R . . C10 C 0.4905(5) -0.1565(3) 0.33808(17) 0.0511(9) Uani 1 1 d . . . H10A H 0.6009 -0.1181 0.3444 0.061 Uiso 1 1 calc R . . H10B H 0.4483 -0.1010 0.3268 0.061 Uiso 1 1 calc R . . C11 C 0.4386(4) -0.2775(3) 0.27125(17) 0.0416(7) Uani 1 1 d . . . H11A H 0.3279 -0.3125 0.2607 0.050 Uiso 1 1 calc R . . H11B H 0.4732 -0.3363 0.2833 0.050 Uiso 1 1 calc R . . C12 C 0.9521(4) -0.4746(3) 0.52955(19) 0.0517(9) Uani 1 1 d . . . H12A H 0.9336 -0.5190 0.5650 0.062 Uiso 1 1 calc R . . H12B H 1.0090 -0.3874 0.5583 0.062 Uiso 1 1 calc R . . C13 C 0.8043(4) -0.4890(4) 0.4916(2) 0.0528(9) Uani 1 1 d . . . H13A H 0.8232 -0.4489 0.4540 0.063 Uiso 1 1 calc R . . H13B H 0.7455 -0.5766 0.4651 0.063 Uiso 1 1 calc R . . C14 C 0.6243(4) -0.4875(3) 0.59135(19) 0.0431(7) Uani 1 1 d . . . H14 H 0.6093 -0.5641 0.5955 0.052 Uiso 1 1 calc R . . C15 C 0.5619(3) -0.4061(3) 0.62899(17) 0.0355(6) Uani 1 1 d . . . H15 H 0.4944 -0.4175 0.6638 0.043 Uiso 1 1 calc R . . C16 C 0.7068(4) -0.3248(3) 0.55818(18) 0.0414(7) Uani 1 1 d . . . H16 H 0.7601 -0.2693 0.5351 0.050 Uiso 1 1 calc R . . C17 C 0.8455(3) 0.0149(3) 0.63092(17) 0.0345(6) Uani 1 1 d . . . C18 C 0.9783(3) 0.1354(2) 0.65942(15) 0.0318(6) Uani 1 1 d . . . C19 C 1.0899(3) 0.1766(3) 0.61784(17) 0.0391(7) Uani 1 1 d . . . H19 H 1.0953 0.1302 0.5684 0.047 Uiso 1 1 calc R . . C20 C 1.1957(3) 0.2979(3) 0.65908(17) 0.0394(7) Uani 1 1 d . . . H20 H 1.2780 0.3401 0.6394 0.047 Uiso 1 1 calc R . . C21 C 1.1644(3) 0.3461(3) 0.73047(16) 0.0306(6) Uani 1 1 d . . . C22 C 1.2533(3) 0.4685(2) 0.78997(16) 0.0315(6) Uani 1 1 d . . . C23 C 1.3013(3) 0.8211(3) 0.93337(17) 0.0355(6) Uani 1 1 d . . . H23 H 1.2480 0.7561 0.9495 0.043 Uiso 1 1 calc R . . C24 C 1.4558(3) 0.9303(3) 0.87744(17) 0.0362(6) Uani 1 1 d . . . H24 H 1.5294 0.9547 0.8476 0.043 Uiso 1 1 calc R . . C25 C 1.3812(4) 1.0004(3) 0.91860(19) 0.0401(7) Uani 1 1 d . . . H25 H 1.3936 1.0808 0.9224 0.048 Uiso 1 1 calc R . . C26 C 1.1836(3) 0.9673(3) 1.00890(17) 0.0426(7) Uani 1 1 d . . . H26A H 1.2428 1.0475 1.0471 0.051 Uiso 1 1 calc R . . H26B H 1.1480 0.9078 1.0346 0.051 Uiso 1 1 calc R . . C27 C 1.0470(3) 0.9765(3) 0.97076(16) 0.0373(7) Uani 1 1 d . . . H27A H 1.0819 1.0325 0.9427 0.045 Uiso 1 1 calc R . . H27B H 0.9838 0.8953 0.9348 0.045 Uiso 1 1 calc R . . C28 C 1.5041(4) 0.7460(3) 1.20166(18) 0.0500(8) Uani 1 1 d . . . H28A H 1.4692 0.8051 1.1902 0.060 Uiso 1 1 calc R . . H28B H 1.6147 0.7823 1.2130 0.060 Uiso 1 1 calc R . . C29 C 1.4574(4) 0.6292(3) 1.13352(16) 0.0404(7) Uani 1 1 d . . . H29A H 1.4866 0.5683 1.1462 0.049 Uiso 1 1 calc R . . H29B H 1.3471 0.5957 1.1204 0.049 Uiso 1 1 calc R . . C30 C 1.6792(4) 0.6768(3) 1.05819(17) 0.0420(7) Uani 1 1 d . . . H30 H 1.7578 0.6860 1.0930 0.050 Uiso 1 1 calc R . . C31 C 1.4553(3) 0.6451(3) 1.00396(16) 0.0329(6) Uani 1 1 d . . . H31 H 1.3512 0.6285 0.9955 0.039 Uiso 1 1 calc R . . C32 C 1.6917(3) 0.6880(3) 0.99003(16) 0.0363(6) Uani 1 1 d . . . H32 H 1.7820 0.7067 0.9693 0.044 Uiso 1 1 calc R . . N1 N 0.4692(3) -0.1603(2) 0.52905(13) 0.0355(5) Uani 1 1 d . . . N2 N 0.4453(3) -0.1706(2) 0.40998(14) 0.0411(6) Uani 1 1 d . . . N3 N 0.6131(3) -0.3039(2) 0.60798(13) 0.0323(5) Uani 1 1 d . . . N4 N 0.7147(3) -0.4355(2) 0.54548(15) 0.0409(6) Uani 1 1 d . . . N5 N 1.4049(3) 0.8174(2) 0.88707(13) 0.0315(5) Uani 1 1 d . . . N6 N 1.2830(3) 0.9287(2) 0.95392(13) 0.0341(5) Uani 1 1 d . . . N7 N 1.5505(3) 0.6678(2) 0.95494(12) 0.0308(5) Uani 1 1 d . . . N8 N 1.5276(3) 0.6491(2) 1.06707(13) 0.0341(5) Uani 1 1 d . . . O1 O 0.4003(2) -0.1102(2) 0.68902(13) 0.0482(6) Uani 1 1 d . . . O2 O 0.3148(3) -0.3051(3) 0.6799(2) 0.0830(10) Uani 1 1 d . . . O3 O -0.3177(2) -0.23070(19) 0.81629(11) 0.0367(5) Uani 1 1 d . . . O4 O -0.2469(2) -0.3860(2) 0.81640(13) 0.0449(5) Uani 1 1 d . . . O5 O 0.7436(2) 0.00091(18) 0.67576(12) 0.0377(5) Uani 1 1 d . . . O6 O 0.8410(3) -0.06060(19) 0.56819(12) 0.0472(5) Uani 1 1 d . . . O7 O 1.3818(2) 0.52741(17) 0.77474(11) 0.0357(4) Uani 1 1 d . . . O8 O 1.2026(2) 0.5037(2) 0.85074(12) 0.0450(5) Uani 1 1 d . . . O9 O 0.9128(5) 0.3305(4) 0.9569(2) 0.0910(13) Uani 0.79 1 d PG . . H9B H 0.9197 0.3842 0.9387 0.136 Uiso 0.79 1 d PR . . H9A H 0.9569 0.3698 1.0007 0.136 Uiso 0.79 1 d PR . . O10 O 0.9362(3) 0.5311(3) 0.89044(16) 0.0733(8) Uani 1 1 d G . . H10C H 0.8939 0.5688 0.8745 0.110 Uiso 1 1 d R . . H10D H 1.0013 0.5126 0.8663 0.110 Uiso 1 1 d R . . O11 O 0.7318(19) 0.1210(14) 0.8441(8) 0.093(6) Uani 0.21 1 d PG . . H11D H 0.7352 0.0890 0.7988 0.139 Uiso 0.21 1 d PR . . H11C H 0.7961 0.1901 0.8675 0.139 Uiso 0.21 1 d PR . . S1 S 0.03794(8) -0.30849(7) 0.75037(4) 0.03753(19) Uani 1 1 d . . . S2 S 1.00249(8) 0.24453(7) 0.74807(4) 0.03549(19) 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 Zn1 0.02234(19) 0.02636(19) 0.02982(19) 0.00608(14) 0.00897(13) 0.00651(14) Zn2 0.02117(19) 0.02551(19) 0.02854(19) 0.00565(13) 0.00818(13) 0.00836(14) C1 0.0260(15) 0.0564(19) 0.0310(14) 0.0121(13) 0.0112(11) 0.0143(14) C2 0.0216(13) 0.0440(16) 0.0286(13) 0.0135(12) 0.0104(10) 0.0105(12) C3 0.0322(15) 0.0538(19) 0.062(2) 0.0356(16) 0.0220(14) 0.0171(14) C4 0.0331(16) 0.0541(19) 0.0584(19) 0.0315(16) 0.0194(14) 0.0240(14) C5 0.0205(13) 0.0429(16) 0.0282(13) 0.0125(12) 0.0067(10) 0.0115(11) C6 0.0204(13) 0.0385(15) 0.0256(13) 0.0045(11) 0.0042(10) 0.0058(11) C7 0.0362(16) 0.0490(18) 0.0458(17) 0.0208(14) 0.0098(13) 0.0199(14) C8 0.0430(18) 0.060(2) 0.0447(18) 0.0215(16) 0.0029(14) 0.0226(16) C9 0.0395(16) 0.0390(16) 0.0320(15) 0.0074(12) 0.0081(12) 0.0118(13) C10 0.082(3) 0.0399(17) 0.0343(16) 0.0173(14) 0.0151(16) 0.0211(17) C11 0.0538(18) 0.0418(16) 0.0339(15) 0.0139(13) 0.0109(13) 0.0224(14) C12 0.0433(18) 0.053(2) 0.0509(19) 0.0014(16) 0.0125(15) 0.0235(16) C13 0.053(2) 0.059(2) 0.0477(19) 0.0042(16) 0.0216(16) 0.0347(18) C14 0.0364(16) 0.0383(16) 0.0570(19) 0.0183(14) 0.0139(14) 0.0146(13) C15 0.0284(14) 0.0377(15) 0.0391(15) 0.0142(12) 0.0108(11) 0.0097(12) C16 0.0426(17) 0.0382(16) 0.0500(18) 0.0165(14) 0.0227(14) 0.0210(14) C17 0.0248(13) 0.0318(15) 0.0421(16) 0.0127(13) 0.0019(12) 0.0054(12) C18 0.0224(13) 0.0293(13) 0.0356(14) 0.0066(11) 0.0015(11) 0.0045(11) C19 0.0288(14) 0.0387(16) 0.0349(15) 0.0037(12) 0.0075(11) 0.0033(12) C20 0.0290(15) 0.0370(16) 0.0411(16) 0.0101(13) 0.0085(12) 0.0025(12) C21 0.0220(13) 0.0304(14) 0.0352(14) 0.0100(11) 0.0034(10) 0.0061(11) C22 0.0252(14) 0.0313(14) 0.0361(14) 0.0096(12) 0.0005(11) 0.0104(11) C23 0.0280(14) 0.0376(15) 0.0447(16) 0.0152(13) 0.0136(12) 0.0155(12) C24 0.0299(14) 0.0383(15) 0.0399(15) 0.0132(12) 0.0073(12) 0.0126(12) C25 0.0384(16) 0.0335(15) 0.0496(18) 0.0122(13) 0.0073(13) 0.0170(13) C26 0.0356(16) 0.0585(19) 0.0351(15) 0.0041(14) 0.0089(12) 0.0305(15) C27 0.0313(15) 0.0443(16) 0.0333(15) 0.0017(12) 0.0048(12) 0.0214(13) C28 0.072(2) 0.0385(17) 0.0379(17) 0.0119(14) 0.0150(16) 0.0194(17) C29 0.0493(18) 0.0400(16) 0.0288(14) 0.0130(12) 0.0135(13) 0.0116(14) C30 0.0354(16) 0.0505(18) 0.0368(16) 0.0129(14) 0.0037(12) 0.0144(14) C31 0.0322(14) 0.0334(14) 0.0321(14) 0.0104(11) 0.0081(11) 0.0119(12) C32 0.0311(15) 0.0411(16) 0.0361(15) 0.0118(12) 0.0076(11) 0.0142(12) N1 0.0342(13) 0.0372(13) 0.0312(12) 0.0084(10) 0.0074(10) 0.0115(10) N2 0.0581(17) 0.0356(13) 0.0307(13) 0.0107(10) 0.0092(11) 0.0195(12) N3 0.0292(12) 0.0315(12) 0.0352(12) 0.0090(10) 0.0113(9) 0.0123(10) N4 0.0362(14) 0.0376(14) 0.0497(15) 0.0092(12) 0.0155(11) 0.0200(11) N5 0.0266(11) 0.0344(12) 0.0335(12) 0.0068(10) 0.0072(9) 0.0161(10) N6 0.0292(12) 0.0405(13) 0.0338(12) 0.0050(10) 0.0067(10) 0.0218(11) N7 0.0311(12) 0.0330(12) 0.0285(11) 0.0095(9) 0.0085(9) 0.0132(10) N8 0.0370(13) 0.0346(12) 0.0309(12) 0.0119(10) 0.0083(10) 0.0129(10) O1 0.0296(11) 0.0667(15) 0.0553(13) 0.0317(12) 0.0221(9) 0.0155(11) O2 0.0579(18) 0.0601(18) 0.134(3) 0.0236(18) 0.0539(18) 0.0340(15) O3 0.0229(10) 0.0400(11) 0.0434(11) 0.0110(9) 0.0152(8) 0.0102(9) O4 0.0355(11) 0.0503(13) 0.0585(14) 0.0299(11) 0.0213(10) 0.0165(10) O5 0.0253(10) 0.0326(10) 0.0452(11) 0.0103(9) 0.0057(8) 0.0018(8) O6 0.0405(12) 0.0353(11) 0.0433(12) 0.0002(10) 0.0068(9) 0.0001(9) O7 0.0278(10) 0.0293(10) 0.0371(10) 0.0039(8) 0.0061(8) 0.0026(8) O8 0.0320(11) 0.0473(13) 0.0396(12) -0.0006(10) 0.0077(9) 0.0104(10) O9 0.118(4) 0.075(3) 0.071(3) 0.032(2) 0.021(2) 0.018(2) O10 0.0543(16) 0.121(3) 0.0824(19) 0.0635(19) 0.0357(14) 0.0498(17) O11 0.103(12) 0.076(10) 0.062(8) 0.027(7) 0.033(8) -0.016(9) S1 0.0286(4) 0.0401(4) 0.0480(4) 0.0170(3) 0.0185(3) 0.0156(3) S2 0.0261(3) 0.0361(4) 0.0334(4) 0.0078(3) 0.0065(3) 0.0026(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 Zn1 O1 1.964(2) . ? Zn1 O5 1.9880(19) . ? Zn1 N3 2.004(2) . ? Zn1 N1 2.059(2) . ? Zn2 O7 1.9518(18) . ? Zn2 O3 1.9682(19) 1_765 ? Zn2 N5 2.019(2) . ? Zn2 N7 2.040(2) . ? C1 O2 1.213(4) . ? C1 O1 1.262(4) . ? C1 C2 1.497(4) . ? C2 C3 1.348(4) . ? C2 S1 1.713(3) . ? C3 C4 1.416(4) . ? C3 H3 0.9300 . ? C4 C5 1.356(4) . ? C4 H4 0.9300 . ? C5 C6 1.484(4) . ? C5 S1 1.719(3) . ? C6 O4 1.240(4) . ? C6 O3 1.269(3) . ? C7 C8 1.352(5) . ? C7 N1 1.370(4) . ? C7 H7 0.9300 . ? C8 N2 1.365(4) . ? C8 H8 0.9300 . ? C9 N1 1.320(4) . ? C9 N2 1.339(4) . ? C9 H9 0.9300 . ? C10 N2 1.468(4) . ? C10 C11 1.510(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C28 1.523(4) 1_444 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.480(5) . ? C12 C12 1.552(6) 2_746 ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N4 1.465(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.341(4) . ? C14 N4 1.371(4) . ? C14 H14 0.9300 . ? C15 N3 1.366(4) . ? C15 H15 0.9300 . ? C16 N3 1.322(4) . ? C16 N4 1.328(4) . ? C16 H16 0.9300 . ? C17 O6 1.228(4) . ? C17 O5 1.292(4) . ? C17 C18 1.492(4) . ? C18 C19 1.374(4) . ? C18 S2 1.715(3) . ? C19 C20 1.417(4) . ? C19 H19 0.9300 . ? C20 C21 1.361(4) . ? C20 H20 0.9300 . ? C21 C22 1.487(4) . ? C21 S2 1.722(3) . ? C22 O8 1.248(4) . ? C22 O7 1.270(3) . ? C23 N5 1.321(4) . ? C23 N6 1.321(4) . ? C23 H23 0.9300 . ? C24 C25 1.353(4) . ? C24 N5 1.373(4) . ? C24 H24 0.9300 . ? C25 N6 1.381(4) . ? C25 H25 0.9300 . ? C26 N6 1.480(3) . ? C26 C27 1.516(4) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C27 1.516(5) 2_777 ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.496(4) . ? C28 C11 1.523(4) 1_666 ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 N8 1.472(4) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C32 1.333(4) . ? C30 N8 1.377(4) . ? C30 H30 0.9300 . ? C31 N7 1.324(4) . ? C31 N8 1.333(4) . ? C31 H31 0.9300 . ? C32 N7 1.378(4) . ? C32 H32 0.9300 . ? O3 Zn2 1.9682(19) 1_345 ? O9 H9B 0.8200 . ? O9 H9A 0.8199 . ? O10 H10C 0.8201 . ? O10 H10D 0.8199 . ? O11 H11D 0.8200 . ? O11 H11C 0.8200 . ? 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 Zn1 O5 103.23(9) . . ? O1 Zn1 N3 130.74(10) . . ? O5 Zn1 N3 110.67(9) . . ? O1 Zn1 N1 96.13(10) . . ? O5 Zn1 N1 109.06(9) . . ? N3 Zn1 N1 104.98(10) . . ? O7 Zn2 O3 108.00(8) . 1_765 ? O7 Zn2 N5 118.93(9) . . ? O3 Zn2 N5 102.15(9) 1_765 . ? O7 Zn2 N7 112.90(9) . . ? O3 Zn2 N7 111.78(9) 1_765 . ? N5 Zn2 N7 102.60(9) . . ? O2 C1 O1 124.2(3) . . ? O2 C1 C2 119.0(3) . . ? O1 C1 C2 116.7(3) . . ? C3 C2 C1 130.3(3) . . ? C3 C2 S1 111.6(2) . . ? C1 C2 S1 118.0(2) . . ? C2 C3 C4 113.1(3) . . ? C2 C3 H3 123.5 . . ? C4 C3 H3 123.5 . . ? C5 C4 C3 112.4(3) . . ? C5 C4 H4 123.8 . . ? C3 C4 H4 123.8 . . ? C4 C5 C6 129.4(3) . . ? C4 C5 S1 111.4(2) . . ? C6 C5 S1 119.1(2) . . ? O4 C6 O3 124.6(3) . . ? O4 C6 C5 119.5(3) . . ? O3 C6 C5 115.9(3) . . ? C8 C7 N1 110.0(3) . . ? C8 C7 H7 125.0 . . ? N1 C7 H7 125.0 . . ? C7 C8 N2 106.1(3) . . ? C7 C8 H8 126.9 . . ? N2 C8 H8 126.9 . . ? N1 C9 N2 111.6(3) . . ? N1 C9 H9 124.2 . . ? N2 C9 H9 124.2 . . ? N2 C10 C11 113.8(3) . . ? N2 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? N2 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C10 C11 C28 109.4(3) . 1_444 ? C10 C11 H11A 109.8 . . ? C28 C11 H11A 109.8 1_444 . ? C10 C11 H11B 109.8 . . ? C28 C11 H11B 109.8 1_444 . ? H11A C11 H11B 108.2 . . ? C13 C12 C12 111.0(4) . 2_746 ? C13 C12 H12A 109.4 . . ? C12 C12 H12A 109.4 2_746 . ? C13 C12 H12B 109.4 . . ? C12 C12 H12B 109.4 2_746 . ? H12A C12 H12B 108.0 . . ? N4 C13 C12 112.4(3) . . ? N4 C13 H13A 109.1 . . ? C12 C13 H13A 109.1 . . ? N4 C13 H13B 109.1 . . ? C12 C13 H13B 109.1 . . ? H13A C13 H13B 107.9 . . ? C15 C14 N4 106.6(3) . . ? C15 C14 H14 126.7 . . ? N4 C14 H14 126.7 . . ? C14 C15 N3 109.2(3) . . ? C14 C15 H15 125.4 . . ? N3 C15 H15 125.4 . . ? N3 C16 N4 110.9(3) . . ? N3 C16 H16 124.5 . . ? N4 C16 H16 124.5 . . ? O6 C17 O5 126.0(3) . . ? O6 C17 C18 118.6(3) . . ? O5 C17 C18 115.4(2) . . ? C19 C18 C17 125.3(3) . . ? C19 C18 S2 111.7(2) . . ? C17 C18 S2 122.9(2) . . ? C18 C19 C20 112.1(3) . . ? C18 C19 H19 124.0 . . ? C20 C19 H19 124.0 . . ? C21 C20 C19 113.0(3) . . ? C21 C20 H20 123.5 . . ? C19 C20 H20 123.5 . . ? C20 C21 C22 127.6(3) . . ? C20 C21 S2 111.5(2) . . ? C22 C21 S2 120.9(2) . . ? O8 C22 O7 125.0(2) . . ? O8 C22 C21 119.8(3) . . ? O7 C22 C21 115.2(2) . . ? N5 C23 N6 111.6(3) . . ? N5 C23 H23 124.2 . . ? N6 C23 H23 124.2 . . ? C25 C24 N5 108.8(3) . . ? C25 C24 H24 125.6 . . ? N5 C24 H24 125.6 . . ? C24 C25 N6 106.3(3) . . ? C24 C25 H25 126.8 . . ? N6 C25 H25 126.8 . . ? N6 C26 C27 112.3(2) . . ? N6 C26 H26A 109.2 . . ? C27 C26 H26A 109.2 . . ? N6 C26 H26B 109.2 . . ? C27 C26 H26B 109.2 . . ? H26A C26 H26B 107.9 . . ? C27 C27 C26 110.8(3) 2_777 . ? C27 C27 H27A 109.5 2_777 . ? C26 C27 H27A 109.5 . . ? C27 C27 H27B 109.5 2_777 . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 108.1 . . ? C29 C28 C11 112.0(3) . 1_666 ? C29 C28 H28A 109.2 . . ? C11 C28 H28A 109.2 1_666 . ? C29 C28 H28B 109.2 . . ? C11 C28 H28B 109.2 1_666 . ? H28A C28 H28B 107.9 . . ? N8 C29 C28 112.5(3) . . ? N8 C29 H29A 109.1 . . ? C28 C29 H29A 109.1 . . ? N8 C29 H29B 109.1 . . ? C28 C29 H29B 109.1 . . ? H29A C29 H29B 107.8 . . ? C32 C30 N8 106.7(3) . . ? C32 C30 H30 126.6 . . ? N8 C30 H30 126.6 . . ? N7 C31 N8 111.4(3) . . ? N7 C31 H31 124.3 . . ? N8 C31 H31 124.3 . . ? C30 C32 N7 109.7(3) . . ? C30 C32 H32 125.1 . . ? N7 C32 H32 125.1 . . ? C9 N1 C7 105.2(3) . . ? C9 N1 Zn1 127.7(2) . . ? C7 N1 Zn1 126.8(2) . . ? C9 N2 C8 107.2(3) . . ? C9 N2 C10 125.1(3) . . ? C8 N2 C10 127.6(3) . . ? C16 N3 C15 106.0(2) . . ? C16 N3 Zn1 121.4(2) . . ? C15 N3 Zn1 132.38(19) . . ? C16 N4 C14 107.2(3) . . ? C16 N4 C13 124.9(3) . . ? C14 N4 C13 127.9(3) . . ? C23 N5 C24 106.1(2) . . ? C23 N5 Zn2 126.2(2) . . ? C24 N5 Zn2 126.69(19) . . ? C23 N6 C25 107.2(2) . . ? C23 N6 C26 125.9(3) . . ? C25 N6 C26 126.8(3) . . ? C31 N7 C32 105.2(2) . . ? C31 N7 Zn2 126.04(19) . . ? C32 N7 Zn2 128.4(2) . . ? C31 N8 C30 106.8(2) . . ? C31 N8 C29 126.1(3) . . ? C30 N8 C29 127.1(3) . . ? C1 O1 Zn1 111.0(2) . . ? C6 O3 Zn2 113.17(19) . 1_345 ? C17 O5 Zn1 114.58(18) . . ? C22 O7 Zn2 114.35(17) . . ? H9B O9 H9A 103.9 . . ? H10C O10 H10D 116.2 . . ? H11D O11 H11C 117.9 . . ? C2 S1 C5 91.57(14) . . ? C18 S2 C21 91.75(14) . . ? 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 O9 H9A O10 0.82 2.03 2.854(5) 179.1 2_767 O9 H9B O10 0.82 2.22 3.045(5) 179.2 . O10 H10C O4 0.82 2.02 2.823(4) 164.2 1_665 O10 H10D O8 0.82 1.96 2.730(3) 156.5 . C9 H9 O6 0.93 2.27 2.981(4) 132.8 . C10 H10B O5 0.97 2.52 3.428(4) 156.5 2_656 C13 H13B O2 0.97 2.58 3.261(5) 127.5 2_646 C15 H15 O7 0.93 2.53 3.418(4) 159.5 1_445 C16 H16 O6 0.93 2.26 2.981(4) 133.8 . C19 H19 O6 0.93 2.58 3.483(4) 164.3 2_756 C23 H23 O9 0.93 2.59 3.437(5) 151.7 2_767 C29 H29B O10 0.97 2.55 3.489(4) 162.8 2_767 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.715 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.107 _database_code_depnum_ccdc_archive 'CCDC 930843' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C99 H81 Co4 N17 O24 S4' _chemical_formula_weight 2256.77 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 11.196(3) _cell_length_b 13.020(3) _cell_length_c 16.520(4) _cell_angle_alpha 84.072(3) _cell_angle_beta 85.182(3) _cell_angle_gamma 79.138(3) _cell_volume 2347.1(10) _cell_formula_units_Z 1 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 20689 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1158 _exptl_absorpt_coefficient_mu 0.872 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.840 _exptl_absorpt_correction_T_max 0.885 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 CCD' _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 16580 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_unetI/netI 0.0544 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 25.50 _reflns_number_total 16580 _reflns_number_gt 16032 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0498P)^2^+0.3223P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.037(7) _refine_ls_number_reflns 16580 _refine_ls_number_parameters 1288 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0291 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0922 _refine_ls_wR_factor_gt 0.0896 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 0.35783(3) 0.63629(3) -0.06508(2) 0.00999(9) Uani 1 1 d . . . Co2 Co 0.44500(3) 0.71735(3) 0.13598(2) 0.01068(9) Uani 1 1 d . . . Co3 Co 0.25004(3) 0.07919(3) 0.48157(2) 0.01028(9) Uani 1 1 d . . . Co4 Co 0.34665(3) 0.14208(3) 0.67449(2) 0.00921(9) Uani 1 1 d . . . N1 N 0.3764(2) 0.63543(19) -0.19299(15) 0.0130(5) Uani 1 1 d . . . N2 N 0.4489(2) 0.65904(19) -0.31994(15) 0.0145(5) Uani 1 1 d . . . N3 N 1.1232(2) 0.81907(19) -0.71417(15) 0.0135(5) Uani 1 1 d . . . N4 N 1.2895(2) 0.79284(19) -0.79678(16) 0.0148(5) Uani 1 1 d . . . N5 N 0.5720(2) 0.7816(2) 0.19150(15) 0.0147(5) Uani 1 1 d . . . N6 N 0.7192(2) 0.86832(19) 0.20638(15) 0.0136(5) Uani 1 1 d . . . N7 N 1.2981(2) 1.3249(2) -0.02564(16) 0.0148(5) Uani 1 1 d . . . N8 N 1.3727(2) 1.47111(19) -0.04989(16) 0.0146(5) Uani 1 1 d . . . N9 N 0.4874(2) 0.19854(19) 0.72628(15) 0.0123(5) Uani 1 1 d . . . N10 N 0.6470(2) 0.27556(19) 0.72842(15) 0.0128(5) Uani 1 1 d . . . N11 N 1.2084(2) 0.7612(2) 0.51440(15) 0.0138(5) Uani 1 1 d . . . N12 N 1.2654(2) 0.9159(2) 0.48702(15) 0.0145(5) Uani 1 1 d . . . N13 N 0.2016(2) 0.2280(2) 0.74123(15) 0.0144(5) Uani 1 1 d . . . N14 N 0.0410(2) 0.26489(19) 0.82718(15) 0.0126(5) Uani 1 1 d . . . N15 N -0.6419(2) 0.15572(19) 1.23344(15) 0.0139(5) Uani 1 1 d . . . N16 N -0.7281(2) 0.1121(2) 1.35374(14) 0.0137(5) Uani 1 1 d . . . O1 O 0.54333(19) 0.63048(17) -0.06555(13) 0.0155(4) Uani 1 1 d . . . O2 O 0.58924(19) 0.63827(17) 0.06425(12) 0.0156(4) Uani 1 1 d . . . O3 O 1.0937(2) 0.6683(2) 0.05514(14) 0.0216(5) Uani 1 1 d . . . O4 O 1.1701(2) 0.64750(17) -0.07308(13) 0.0156(4) Uani 1 1 d . . . O5 O 0.4608(2) 0.59328(17) 0.22875(13) 0.0178(5) Uani 1 1 d . . . O6 O 0.3243(2) 0.50257(16) 0.19559(12) 0.0179(5) Uani 1 1 d . . . O7 O 0.35091(19) 0.26890(16) 0.58360(12) 0.0130(4) Uani 1 1 d . . . O8 O 0.21878(19) 0.24168(16) 0.49551(12) 0.0136(4) Uani 1 1 d . . . O9 O 0.06174(19) 0.09562(17) 0.46904(13) 0.0160(4) Uani 1 1 d . . . O10 O -0.0059(2) 0.10108(18) 0.60043(13) 0.0191(5) Uani 1 1 d . . . O11 O -0.56251(19) 0.07628(16) 0.47777(12) 0.0134(4) Uani 1 1 d . . . O12 O -0.51330(19) 0.05248(16) 0.60785(12) 0.0133(4) Uani 1 1 d . . . O13 O 1.1366(3) 0.9258(3) 0.8506(3) 0.0676(13) Uani 1 1 d . . . O14 O 1.1487(3) 0.9003(3) 0.7186(2) 0.0596(11) Uani 1 1 d . . . O15 O 0.6258(2) 0.88151(18) 0.96344(13) 0.0206(5) Uani 1 1 d . . . O16 O 0.5363(2) 0.87506(17) 0.84715(13) 0.0172(5) Uani 1 1 d . . . O17 O 0.3335(2) 0.80373(16) -0.07986(13) 0.0146(4) Uani 1 1 d D . . H17A H 0.389(2) 0.820(3) -0.1109(19) 0.022 Uiso 1 1 d D . . H17B H 0.2735(19) 0.849(2) -0.090(2) 0.022 Uiso 1 1 d D . . O18 O 0.4242(2) 0.85305(17) 0.05376(13) 0.0153(4) Uani 1 1 d D . . H18A H 0.377(3) 0.840(3) 0.0214(16) 0.023 Uiso 1 1 d D . . H18B H 0.477(2) 0.878(3) 0.0239(17) 0.023 Uiso 1 1 d D . . O19 O 0.3515(2) 0.01227(19) 0.76539(14) 0.0217(5) Uani 1 1 d D . . H19A H 0.291(2) -0.003(3) 0.793(2) 0.033 Uiso 1 1 d D . . H19B H 0.409(2) -0.013(3) 0.794(2) 0.033 Uiso 1 1 d D . . O20 O 0.32619(19) 0.64566(16) 0.06739(12) 0.0125(4) Uani 1 1 d . . . H20A H 0.3280 0.5745 0.0921 0.015 Uiso 1 1 calc R . . H20B H 0.2437 0.6834 0.0771 0.015 Uiso 1 1 calc R . . O21 O 0.22296(19) 0.06572(15) 0.61805(12) 0.0111(4) Uani 1 1 d . . . H21A H 0.1397 0.0970 0.6338 0.013 Uiso 1 1 calc R . . H21B H 0.2352 -0.0079 0.6381 0.013 Uiso 1 1 calc R . . C1 C 0.4540(3) 0.6796(2) -0.24204(18) 0.0150(6) Uani 1 1 d . . . H1 H 0.5060 0.7200 -0.2253 0.018 Uiso 1 1 calc R . . C2 C 0.3163(3) 0.5843(3) -0.24236(19) 0.0173(6) Uani 1 1 d . . . H2 H 0.2554 0.5461 -0.2242 0.021 Uiso 1 1 calc R . . C3 C 0.3602(3) 0.5987(3) -0.32098(19) 0.0183(6) Uani 1 1 d . . . H3 H 0.3355 0.5731 -0.3662 0.022 Uiso 1 1 calc R . . C4 C 0.5310(3) 0.6877(2) -0.38664(19) 0.0161(6) Uani 1 1 d . . . C5 C 0.5803(3) 0.6175(3) -0.44197(19) 0.0229(7) Uani 1 1 d . . . H5 H 0.5520 0.5547 -0.4415 0.027 Uiso 1 1 calc R . . C6 C 0.6729(3) 0.6402(3) -0.49906(19) 0.0215(7) Uani 1 1 d . . . H6 H 0.7054 0.5924 -0.5368 0.026 Uiso 1 1 calc R . . C7 C 0.7176(3) 0.7337(3) -0.50043(19) 0.0177(7) Uani 1 1 d . . . C8 C 0.6601(4) 0.8056(3) -0.4468(2) 0.0285(8) Uani 1 1 d . . . H8 H 0.6850 0.8701 -0.4484 0.034 Uiso 1 1 calc R . . C9 C 0.5662(3) 0.7839(3) -0.3908(2) 0.0257(8) Uani 1 1 d . . . H9 H 0.5276 0.8341 -0.3565 0.031 Uiso 1 1 calc R . . C10 C 0.8240(3) 0.7548(2) -0.55630(19) 0.0166(6) Uani 1 1 d . . . C11 C 0.8752(4) 0.6886(3) -0.6151(3) 0.0387(10) Uani 1 1 d . . . H11 H 0.8440 0.6280 -0.6187 0.046 Uiso 1 1 calc R . . C12 C 0.9717(4) 0.7092(3) -0.6690(3) 0.0339(9) Uani 1 1 d . . . H12 H 1.0024 0.6646 -0.7093 0.041 Uiso 1 1 calc R . . C13 C 1.0215(3) 0.7975(2) -0.66177(19) 0.0161(6) Uani 1 1 d . . . C14 C 0.9723(3) 0.8654(3) -0.60328(19) 0.0210(7) Uani 1 1 d . . . H14 H 1.0045 0.9252 -0.5984 0.025 Uiso 1 1 calc R . . C15 C 0.8741(3) 0.8425(3) -0.5523(2) 0.0254(8) Uani 1 1 d . . . H15 H 0.8407 0.8886 -0.5136 0.031 Uiso 1 1 calc R . . C16 C 1.2009(3) 0.7506(3) -0.75792(19) 0.0174(7) Uani 1 1 d . . . H16 H 1.1927 0.6813 -0.7604 0.021 Uiso 1 1 calc R . . C17 C 1.2680(3) 0.8958(2) -0.77649(19) 0.0161(6) Uani 1 1 d . . . H17 H 1.3162 0.9455 -0.7946 0.019 Uiso 1 1 calc R . . C18 C 1.1663(3) 0.9122(2) -0.7265(2) 0.0184(7) Uani 1 1 d . . . H18 H 1.1316 0.9747 -0.7044 0.022 Uiso 1 1 calc R . . C19 C 0.6151(3) 0.6313(2) -0.00979(18) 0.0122(6) Uani 1 1 d . . . C20 C 0.7468(3) 0.6242(2) -0.03725(18) 0.0121(6) Uani 1 1 d . . . C21 C 0.9658(3) 0.6327(2) -0.03966(18) 0.0130(6) Uani 1 1 d . . . C22 C 1.0856(3) 0.6509(2) -0.01757(18) 0.0135(6) Uani 1 1 d . . . C23 C 0.9293(3) 0.6235(2) -0.11509(17) 0.0124(6) Uani 1 1 d . . . H23 H 0.9815 0.6205 -0.1620 0.015 Uiso 1 1 calc R . . C24 C 0.8034(3) 0.6189(2) -0.11442(18) 0.0125(6) Uani 1 1 d . . . H24 H 0.7640 0.6130 -0.1606 0.015 Uiso 1 1 calc R . . C25 C 0.5720(3) 0.8007(3) 0.27207(18) 0.0176(6) Uani 1 1 d . . . H25 H 0.5188 0.7791 0.3139 0.021 Uiso 1 1 calc R . . C26 C 0.6617(3) 0.8240(2) 0.15349(18) 0.0136(6) Uani 1 1 d . . . H26 H 0.6829 0.8236 0.0979 0.016 Uiso 1 1 calc R . . C27 C 0.6609(3) 0.8553(2) 0.28147(18) 0.0167(6) Uani 1 1 d . . . H27 H 0.6785 0.8792 0.3295 0.020 Uiso 1 1 calc R . . C28 C 0.8164(3) 0.9255(2) 0.18236(19) 0.0154(6) Uani 1 1 d . . . C29 C 0.9087(3) 0.8869(2) 0.1258(2) 0.0180(6) Uani 1 1 d . . . H29 H 0.9129 0.8206 0.1082 0.022 Uiso 1 1 calc R . . C30 C 0.9945(3) 0.9481(2) 0.09588(19) 0.0170(6) Uani 1 1 d . . . H30 H 1.0555 0.9231 0.0573 0.020 Uiso 1 1 calc R . . C31 C 0.9900(3) 1.0471(3) 0.12315(19) 0.0160(6) Uani 1 1 d . . . C32 C 0.9009(3) 1.0813(3) 0.1850(2) 0.0197(7) Uani 1 1 d . . . H32 H 0.8999 1.1449 0.2063 0.024 Uiso 1 1 calc R . . C33 C 0.8154(3) 1.0205(2) 0.21408(19) 0.0172(6) Uani 1 1 d . . . H33 H 0.7570 1.0432 0.2550 0.021 Uiso 1 1 calc R . . C34 C 1.0719(3) 1.1176(2) 0.08481(19) 0.0166(6) Uani 1 1 d . . . C35 C 1.1881(3) 1.0801(2) 0.05170(19) 0.0169(6) Uani 1 1 d . . . H35 H 1.2164 1.0080 0.0548 0.020 Uiso 1 1 calc R . . C36 C 1.2631(3) 1.1464(2) 0.01426(19) 0.0171(6) Uani 1 1 d . . . H36 H 1.3405 1.1194 -0.0076 0.021 Uiso 1 1 calc R . . C37 C 1.2207(3) 1.2542(2) 0.00980(18) 0.0143(6) Uani 1 1 d . . . C38 C 1.1030(3) 1.2954(2) 0.03869(18) 0.0162(6) Uani 1 1 d . . . H38 H 1.0734 1.3673 0.0324 0.019 Uiso 1 1 calc R . . C39 C 1.0300(3) 1.2263(2) 0.07741(18) 0.0148(6) Uani 1 1 d . . . H39 H 0.9521 1.2531 0.0987 0.018 Uiso 1 1 calc R . . C40 C 1.3917(3) 1.3084(2) -0.08557(18) 0.0176(6) Uani 1 1 d . . . H40 H 1.4187 1.2472 -0.1113 0.021 Uiso 1 1 calc R . . C41 C 1.4363(3) 1.3980(3) -0.09958(18) 0.0176(6) Uani 1 1 d . . . H41 H 1.5003 1.4089 -0.1371 0.021 Uiso 1 1 calc R . . C42 C 1.2908(3) 1.4249(2) -0.00542(18) 0.0142(6) Uani 1 1 d . . . H42 H 1.2358 1.4562 0.0341 0.017 Uiso 1 1 calc R . . C43 C 0.3917(3) 0.5269(2) 0.24458(19) 0.0157(6) Uani 1 1 d . . . C44 C 0.3921(3) 0.4727(2) 0.32869(18) 0.0151(6) Uani 1 1 d . . . C45 C 0.4643(3) 0.4807(3) 0.3897(2) 0.0219(7) Uani 1 1 d . . . H45 H 0.5220 0.5241 0.3848 0.026 Uiso 1 1 calc R . . C46 C 0.4414(3) 0.4157(2) 0.4608(2) 0.0201(7) Uani 1 1 d . . . H46 H 0.4851 0.4092 0.5071 0.024 Uiso 1 1 calc R . . C47 C 0.3486(3) 0.3634(2) 0.45462(18) 0.0159(6) Uani 1 1 d . . . C48 C 0.3024(3) 0.2850(2) 0.51604(17) 0.0121(6) Uani 1 1 d . . . C49 C -0.0212(3) 0.1020(2) 0.52544(18) 0.0135(6) Uani 1 1 d . . . C50 C -0.1483(3) 0.1068(2) 0.50239(18) 0.0125(6) Uani 1 1 d . . . C51 C -0.1919(3) 0.1227(3) 0.4267(2) 0.0200(7) Uani 1 1 d . . . H51 H -0.1451 0.1369 0.3790 0.024 Uiso 1 1 calc R . . C52 C -0.3177(3) 0.1151(3) 0.42885(19) 0.0179(6) Uani 1 1 d . . . H52 H -0.3622 0.1250 0.3827 0.022 Uiso 1 1 calc R . . C53 C -0.3655(3) 0.0919(2) 0.50561(17) 0.0120(6) Uani 1 1 d . . . C54 C -0.4906(3) 0.0723(2) 0.53248(17) 0.0109(6) Uani 1 1 d . . . C55 C 0.5692(3) 0.1387(2) 0.77923(18) 0.0133(6) Uani 1 1 d . . . H55 H 0.5576 0.0764 0.8091 0.016 Uiso 1 1 calc R . . C56 C 0.5384(3) 0.2793(2) 0.69754(17) 0.0133(6) Uani 1 1 d . . . H56 H 0.5035 0.3327 0.6603 0.016 Uiso 1 1 calc R . . C57 C 0.6682(3) 0.1842(2) 0.78094(18) 0.0145(6) Uani 1 1 d . . . H57 H 0.7361 0.1595 0.8109 0.017 Uiso 1 1 calc R . . C58 C 0.7323(3) 0.3442(2) 0.70371(18) 0.0139(6) Uani 1 1 d . . . C59 C 0.8475(3) 0.3009(2) 0.67106(19) 0.0170(6) Uani 1 1 d . . . H59 H 0.8695 0.2287 0.6687 0.020 Uiso 1 1 calc R . . C60 C 0.9293(3) 0.3665(2) 0.64205(19) 0.0168(6) Uani 1 1 d . . . H60 H 1.0057 0.3380 0.6195 0.020 Uiso 1 1 calc R . . C61 C 0.8975(3) 0.4755(2) 0.64653(19) 0.0175(7) Uani 1 1 d . . . C62 C 0.7830(3) 0.5160(2) 0.6824(2) 0.0180(6) Uani 1 1 d . . . H62 H 0.7617 0.5877 0.6874 0.022 Uiso 1 1 calc R . . C63 C 0.7004(3) 0.4510(2) 0.71085(19) 0.0163(6) Uani 1 1 d . . . H63 H 0.6244 0.4790 0.7344 0.020 Uiso 1 1 calc R . . C64 C 0.9829(3) 0.5471(2) 0.61304(19) 0.0158(6) Uani 1 1 d . . . C65 C 1.0571(3) 0.5278(3) 0.5416(2) 0.0235(7) Uani 1 1 d . . . H65 H 1.0564 0.4677 0.5158 0.028 Uiso 1 1 calc R . . C66 C 1.1318(3) 0.5978(2) 0.5091(2) 0.0214(7) Uani 1 1 d . . . H66 H 1.1792 0.5854 0.4609 0.026 Uiso 1 1 calc R . . C67 C 1.1357(3) 0.6864(2) 0.54835(19) 0.0154(6) Uani 1 1 d . . . C68 C 1.0667(3) 0.7040(2) 0.62078(19) 0.0189(6) Uani 1 1 d . . . H68 H 1.0719 0.7613 0.6487 0.023 Uiso 1 1 calc R . . C69 C 0.9903(3) 0.6356(3) 0.65102(19) 0.0203(7) Uani 1 1 d . . . H69 H 0.9418 0.6493 0.6986 0.024 Uiso 1 1 calc R . . C70 C 1.3108(3) 0.7474(3) 0.4597(2) 0.0249(8) Uani 1 1 d . . . H70 H 1.3488 0.6852 0.4384 0.030 Uiso 1 1 calc R . . C71 C 1.3437(3) 0.8427(3) 0.4439(2) 0.0237(7) Uani 1 1 d . . . H71 H 1.4095 0.8568 0.4091 0.028 Uiso 1 1 calc R . . C72 C 1.1861(3) 0.8632(2) 0.52855(18) 0.0161(6) Uani 1 1 d . . . H72 H 1.1225 0.8932 0.5634 0.019 Uiso 1 1 calc R . . C73 C 0.1111(3) 0.1912(2) 0.78361(17) 0.0129(6) Uani 1 1 d . . . H73 H 0.0974 0.1230 0.7834 0.015 Uiso 1 1 calc R . . C74 C 0.1894(3) 0.3305(2) 0.75922(19) 0.0173(6) Uani 1 1 d . . . H74 H 0.2412 0.3764 0.7384 0.021 Uiso 1 1 calc R . . C75 C 0.0908(3) 0.3546(3) 0.8117(2) 0.0188(7) Uani 1 1 d . . . H75 H 0.0624 0.4188 0.8331 0.023 Uiso 1 1 calc R . . C76 C -0.0642(3) 0.2505(2) 0.88015(17) 0.0121(6) Uani 1 1 d . . . C77 C -0.0749(3) 0.1508(2) 0.91531(17) 0.0131(6) Uani 1 1 d . . . H77 H -0.0149 0.0933 0.9039 0.016 Uiso 1 1 calc R . . C78 C -0.1752(3) 0.1376(2) 0.96736(17) 0.0128(6) Uani 1 1 d . . . H78 H -0.1830 0.0703 0.9893 0.015 Uiso 1 1 calc R . . C79 C -0.2650(3) 0.2224(3) 0.98803(19) 0.0156(6) Uani 1 1 d . . . C80 C -0.2525(3) 0.3209(2) 0.95129(19) 0.0169(6) Uani 1 1 d . . . H80 H -0.3123 0.3785 0.9626 0.020 Uiso 1 1 calc R . . C81 C -0.1535(3) 0.3357(2) 0.89824(18) 0.0152(6) Uani 1 1 d . . . H81 H -0.1470 0.4026 0.8748 0.018 Uiso 1 1 calc R . . C82 C -0.3671(3) 0.2054(2) 1.04886(18) 0.0153(6) Uani 1 1 d . . . C83 C -0.3989(3) 0.1061(3) 1.06678(19) 0.0184(7) Uani 1 1 d . . . H83 H -0.3593 0.0505 1.0377 0.022 Uiso 1 1 calc R . . C84 C -0.4887(3) 0.0894(3) 1.12716(19) 0.0176(6) Uani 1 1 d . . . H84 H -0.5087 0.0230 1.1382 0.021 Uiso 1 1 calc R . . C85 C -0.5487(3) 0.1708(2) 1.17105(18) 0.0161(6) Uani 1 1 d . . . C86 C -0.5244(4) 0.2705(3) 1.1515(2) 0.0340(10) Uani 1 1 d . . . H86 H -0.5685 0.3265 1.1782 0.041 Uiso 1 1 calc R . . C87 C -0.4327(4) 0.2868(3) 1.0913(2) 0.0331(9) Uani 1 1 d . . . H87 H -0.4151 0.3540 1.0794 0.040 Uiso 1 1 calc R . . C88 C -0.7655(3) 0.1982(3) 1.23150(18) 0.0182(7) Uani 1 1 d . . . H88 H -0.8049 0.2384 1.1884 0.022 Uiso 1 1 calc R . . C89 C -0.8168(3) 0.1687(2) 1.30585(18) 0.0159(6) Uani 1 1 d . . . H89 H -0.8993 0.1845 1.3218 0.019 Uiso 1 1 calc R . . C90 C -0.6251(3) 0.1058(2) 1.30804(19) 0.0161(6) Uani 1 1 d . . . H90 H -0.5500 0.0709 1.3253 0.019 Uiso 1 1 calc R . . C91 C 1.0926(4) 0.9079(3) 0.7891(3) 0.0397(11) Uani 1 1 d . . . C92 C 0.9587(3) 0.9004(2) 0.7955(2) 0.0232(7) Uani 1 1 d . . . C93 C 0.8879(3) 0.9021(3) 0.7312(2) 0.0281(8) Uani 1 1 d . . . H93 H 0.9174 0.9081 0.6769 0.034 Uiso 1 1 calc R . . C94 C 0.7661(3) 0.8940(3) 0.7557(2) 0.0241(7) Uani 1 1 d . . . H94 H 0.7070 0.8932 0.7195 0.029 Uiso 1 1 calc R . . C95 C 0.7444(3) 0.8876(2) 0.83882(18) 0.0139(6) Uani 1 1 d . . . C96 C 0.6262(3) 0.8810(2) 0.88749(19) 0.0165(6) Uani 1 1 d . . . S1 S 0.84728(7) 0.63530(6) 0.03324(4) 0.01445(15) Uani 1 1 d . . . S2 S 0.29178(7) 0.38818(5) 0.35962(4) 0.01377(15) Uani 1 1 d . . . S3 S -0.25940(6) 0.08256(5) 0.57708(4) 0.01218(15) Uani 1 1 d . . . S4 S 0.87494(7) 0.89109(6) 0.88647(5) 0.01917(17) 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 0.00682(19) 0.01311(19) 0.01054(19) 0.00006(14) 0.00036(14) -0.00410(15) Co2 0.0094(2) 0.01291(19) 0.01007(19) -0.00014(14) 0.00160(14) -0.00443(15) Co3 0.00697(19) 0.01439(19) 0.01062(19) -0.00170(14) 0.00084(14) -0.00515(15) Co4 0.00696(19) 0.01172(19) 0.00917(18) 0.00019(14) 0.00032(14) -0.00325(15) N1 0.0128(13) 0.0135(12) 0.0139(12) -0.0018(9) -0.0005(10) -0.0054(10) N2 0.0115(13) 0.0159(12) 0.0148(13) 0.0022(9) 0.0014(10) -0.0026(10) N3 0.0106(13) 0.0143(12) 0.0152(12) 0.0013(9) 0.0015(10) -0.0034(10) N4 0.0134(13) 0.0142(13) 0.0165(13) 0.0003(10) 0.0015(10) -0.0040(10) N5 0.0115(13) 0.0190(13) 0.0143(13) -0.0029(10) 0.0030(10) -0.0052(10) N6 0.0144(13) 0.0128(12) 0.0157(12) -0.0006(9) -0.0033(10) -0.0070(10) N7 0.0151(14) 0.0126(12) 0.0176(13) -0.0006(10) -0.0015(10) -0.0050(10) N8 0.0141(13) 0.0125(12) 0.0175(13) 0.0007(10) -0.0030(10) -0.0036(10) N9 0.0108(13) 0.0127(12) 0.0144(12) -0.0017(9) -0.0012(10) -0.0040(10) N10 0.0095(13) 0.0147(12) 0.0145(12) 0.0021(9) -0.0011(10) -0.0047(10) N11 0.0123(13) 0.0165(13) 0.0141(12) -0.0010(10) -0.0001(10) -0.0070(10) N12 0.0116(13) 0.0181(13) 0.0149(13) 0.0007(10) -0.0001(10) -0.0065(10) N13 0.0110(13) 0.0157(13) 0.0161(13) 0.0016(10) -0.0011(10) -0.0028(10) N14 0.0130(13) 0.0123(12) 0.0134(12) -0.0013(9) -0.0001(10) -0.0047(10) N15 0.0129(13) 0.0150(12) 0.0141(12) -0.0001(9) 0.0026(10) -0.0055(10) N16 0.0132(13) 0.0222(13) 0.0076(11) -0.0031(9) 0.0017(9) -0.0082(10) O1 0.0076(11) 0.0253(12) 0.0143(10) -0.0017(8) -0.0017(8) -0.0039(9) O2 0.0073(10) 0.0267(12) 0.0132(11) -0.0015(8) 0.0002(8) -0.0048(9) O3 0.0107(11) 0.0349(13) 0.0209(12) -0.0077(10) 0.0005(9) -0.0065(10) O4 0.0086(11) 0.0209(11) 0.0173(11) 0.0009(8) 0.0001(8) -0.0046(9) O5 0.0186(12) 0.0173(11) 0.0185(11) 0.0059(8) -0.0022(9) -0.0097(9) O6 0.0240(13) 0.0159(11) 0.0141(11) 0.0017(8) -0.0019(9) -0.0060(9) O7 0.0128(11) 0.0155(10) 0.0121(10) -0.0004(8) 0.0003(8) -0.0068(8) O8 0.0105(11) 0.0168(11) 0.0141(10) -0.0009(8) -0.0014(8) -0.0041(8) O9 0.0077(11) 0.0274(12) 0.0147(11) -0.0047(9) 0.0028(8) -0.0081(9) O10 0.0091(11) 0.0345(13) 0.0139(11) -0.0022(9) -0.0017(8) -0.0039(10) O11 0.0090(10) 0.0169(10) 0.0148(10) -0.0026(8) -0.0004(8) -0.0037(8) O12 0.0084(10) 0.0160(10) 0.0153(11) -0.0007(8) -0.0002(8) -0.0020(8) O13 0.0249(17) 0.049(2) 0.138(4) -0.056(2) -0.037(2) 0.0108(14) O14 0.0172(15) 0.053(2) 0.093(3) 0.0367(18) 0.0180(16) -0.0003(14) O15 0.0197(12) 0.0264(12) 0.0154(11) -0.0025(9) 0.0017(9) -0.0042(10) O16 0.0162(12) 0.0215(11) 0.0140(10) 0.0021(8) -0.0006(9) -0.0061(9) O17 0.0101(11) 0.0158(11) 0.0174(11) 0.0028(8) -0.0011(8) -0.0034(8) O18 0.0139(11) 0.0189(11) 0.0141(10) -0.0010(8) 0.0008(8) -0.0063(9) O19 0.0121(12) 0.0246(12) 0.0270(13) 0.0147(10) -0.0047(9) -0.0077(10) O20 0.0092(10) 0.0135(10) 0.0146(10) -0.0003(8) -0.0002(8) -0.0029(8) O21 0.0086(10) 0.0104(10) 0.0138(10) -0.0006(7) 0.0002(8) -0.0017(8) C1 0.0135(15) 0.0150(14) 0.0181(15) -0.0021(11) -0.0021(12) -0.0059(12) C2 0.0102(15) 0.0260(17) 0.0178(15) -0.0029(12) 0.0007(12) -0.0091(13) C3 0.0133(16) 0.0278(17) 0.0159(15) -0.0016(12) -0.0023(12) -0.0081(13) C4 0.0086(15) 0.0234(16) 0.0149(15) 0.0045(12) -0.0006(12) -0.0032(12) C5 0.0273(19) 0.0323(19) 0.0132(15) -0.0046(13) 0.0024(13) -0.0162(15) C6 0.0204(18) 0.0345(19) 0.0133(15) -0.0076(13) 0.0033(13) -0.0132(15) C7 0.0132(16) 0.0212(16) 0.0161(15) 0.0059(12) 0.0007(12) -0.0010(13) C8 0.031(2) 0.0157(16) 0.036(2) -0.0018(14) 0.0163(16) -0.0074(15) C9 0.030(2) 0.0155(16) 0.0288(18) -0.0027(13) 0.0146(15) -0.0040(14) C10 0.0130(16) 0.0183(15) 0.0165(15) 0.0045(12) -0.0002(12) -0.0013(12) C11 0.031(2) 0.0199(18) 0.065(3) -0.0098(17) 0.028(2) -0.0134(16) C12 0.028(2) 0.0262(19) 0.049(2) -0.0182(17) 0.0250(18) -0.0131(16) C13 0.0133(15) 0.0163(15) 0.0164(15) 0.0017(11) 0.0026(12) 0.0001(12) C14 0.0215(18) 0.0271(17) 0.0185(16) -0.0081(13) 0.0051(13) -0.0147(14) C15 0.0198(18) 0.036(2) 0.0222(17) -0.0127(15) 0.0109(14) -0.0088(15) C16 0.0177(17) 0.0200(16) 0.0156(15) -0.0053(12) 0.0036(12) -0.0065(13) C17 0.0188(17) 0.0132(14) 0.0175(15) -0.0005(11) 0.0019(12) -0.0081(12) C18 0.0192(17) 0.0105(14) 0.0257(17) -0.0040(12) 0.0060(13) -0.0055(12) C19 0.0088(14) 0.0118(13) 0.0154(15) 0.0002(11) -0.0002(11) -0.0015(11) C20 0.0119(15) 0.0109(14) 0.0139(14) 0.0008(11) -0.0027(11) -0.0033(11) C21 0.0086(14) 0.0117(13) 0.0175(15) -0.0011(11) 0.0055(11) -0.0016(11) C22 0.0098(15) 0.0106(14) 0.0190(16) -0.0009(11) -0.0005(12) 0.0003(11) C23 0.0138(15) 0.0136(14) 0.0090(13) -0.0042(10) 0.0035(11) -0.0001(11) C24 0.0113(15) 0.0136(14) 0.0126(14) -0.0036(11) 0.0001(11) -0.0014(11) C25 0.0179(17) 0.0267(17) 0.0101(14) -0.0030(12) 0.0027(12) -0.0097(13) C26 0.0151(15) 0.0144(14) 0.0121(14) 0.0015(11) -0.0012(11) -0.0054(12) C27 0.0174(17) 0.0229(16) 0.0114(14) -0.0015(11) -0.0018(12) -0.0072(13) C28 0.0128(16) 0.0195(15) 0.0160(15) 0.0027(11) -0.0061(12) -0.0084(12) C29 0.0152(16) 0.0155(15) 0.0236(16) -0.0002(12) -0.0046(13) -0.0029(12) C30 0.0142(16) 0.0193(16) 0.0179(15) -0.0003(12) -0.0007(12) -0.0049(12) C31 0.0112(15) 0.0251(16) 0.0132(14) -0.0014(12) -0.0039(11) -0.0060(13) C32 0.0231(18) 0.0173(15) 0.0208(16) -0.0037(12) -0.0054(13) -0.0059(13) C33 0.0183(16) 0.0227(16) 0.0140(14) -0.0052(12) -0.0011(12) -0.0106(13) C34 0.0169(17) 0.0151(15) 0.0199(16) -0.0002(12) -0.0047(12) -0.0069(12) C35 0.0158(16) 0.0148(15) 0.0204(16) -0.0011(11) -0.0034(12) -0.0029(12) C36 0.0146(16) 0.0192(15) 0.0190(15) -0.0036(12) -0.0029(12) -0.0048(12) C37 0.0171(16) 0.0150(15) 0.0122(14) 0.0019(11) -0.0032(12) -0.0069(12) C38 0.0195(17) 0.0144(14) 0.0156(15) -0.0011(11) -0.0047(12) -0.0041(12) C39 0.0123(15) 0.0156(14) 0.0184(15) -0.0011(11) -0.0045(12) -0.0063(12) C40 0.0199(17) 0.0189(15) 0.0137(15) -0.0046(12) 0.0035(12) -0.0034(13) C41 0.0175(16) 0.0228(16) 0.0109(14) 0.0012(11) 0.0041(12) -0.0035(13) C42 0.0171(16) 0.0134(14) 0.0134(14) -0.0017(11) 0.0014(12) -0.0064(12) C43 0.0133(15) 0.0140(14) 0.0190(15) -0.0003(12) -0.0002(12) -0.0015(12) C44 0.0145(16) 0.0147(14) 0.0168(15) 0.0004(11) 0.0025(12) -0.0068(12) C45 0.0232(18) 0.0277(18) 0.0194(16) 0.0012(13) -0.0048(13) -0.0168(15) C46 0.0261(19) 0.0189(16) 0.0178(15) 0.0028(12) -0.0065(13) -0.0108(14) C47 0.0208(17) 0.0155(14) 0.0113(14) 0.0001(11) -0.0023(12) -0.0034(12) C48 0.0115(15) 0.0115(14) 0.0108(14) -0.0001(11) 0.0029(11) 0.0019(11) C49 0.0122(15) 0.0133(14) 0.0161(15) -0.0007(11) -0.0007(12) -0.0057(12) C50 0.0091(15) 0.0148(14) 0.0141(14) -0.0039(11) 0.0035(11) -0.0037(11) C51 0.0124(16) 0.0305(18) 0.0178(16) 0.0011(13) 0.0005(12) -0.0081(13) C52 0.0097(15) 0.0282(17) 0.0175(15) 0.0008(12) -0.0054(12) -0.0070(13) C53 0.0110(15) 0.0118(13) 0.0135(14) -0.0024(11) -0.0028(11) -0.0012(11) C54 0.0120(15) 0.0086(13) 0.0122(14) -0.0015(10) -0.0008(11) -0.0022(11) C55 0.0151(16) 0.0114(14) 0.0136(14) 0.0022(11) -0.0003(11) -0.0049(12) C56 0.0152(16) 0.0173(15) 0.0087(13) -0.0001(11) -0.0014(11) -0.0061(12) C57 0.0139(16) 0.0167(15) 0.0141(15) 0.0023(11) -0.0060(12) -0.0055(12) C58 0.0140(16) 0.0169(15) 0.0129(14) 0.0024(11) -0.0056(12) -0.0080(12) C59 0.0173(16) 0.0182(15) 0.0163(15) 0.0002(11) -0.0022(12) -0.0063(13) C60 0.0152(16) 0.0143(15) 0.0210(16) 0.0015(12) -0.0016(12) -0.0045(12) C61 0.0197(17) 0.0190(15) 0.0157(15) 0.0022(12) -0.0044(13) -0.0091(13) C62 0.0148(16) 0.0164(15) 0.0236(17) -0.0017(12) -0.0022(13) -0.0047(12) C63 0.0154(16) 0.0131(14) 0.0203(15) 0.0004(11) 0.0017(12) -0.0042(12) C64 0.0113(15) 0.0175(15) 0.0177(15) 0.0066(12) -0.0039(12) -0.0037(12) C65 0.0229(19) 0.0218(17) 0.0287(18) -0.0031(13) 0.0019(14) -0.0124(14) C66 0.0225(18) 0.0147(15) 0.0270(17) -0.0027(12) 0.0035(13) -0.0053(13) C67 0.0130(16) 0.0156(15) 0.0189(15) 0.0049(12) -0.0053(12) -0.0073(12) C68 0.0210(17) 0.0189(16) 0.0190(15) -0.0022(12) -0.0011(13) -0.0093(13) C69 0.0227(18) 0.0258(17) 0.0151(15) 0.0007(12) 0.0005(13) -0.0138(14) C70 0.0193(18) 0.0153(16) 0.039(2) -0.0051(14) 0.0119(15) -0.0047(13) C71 0.0203(18) 0.0166(16) 0.0323(19) -0.0020(13) 0.0092(14) -0.0034(13) C72 0.0180(17) 0.0182(15) 0.0139(14) -0.0019(11) 0.0032(12) -0.0095(12) C73 0.0121(15) 0.0159(14) 0.0106(14) -0.0020(11) 0.0034(11) -0.0039(12) C74 0.0173(16) 0.0183(15) 0.0187(15) -0.0023(12) 0.0048(12) -0.0113(12) C75 0.0146(16) 0.0178(15) 0.0257(17) -0.0039(12) 0.0019(13) -0.0076(12) C76 0.0102(15) 0.0177(14) 0.0097(13) -0.0013(11) 0.0017(11) -0.0067(12) C77 0.0109(15) 0.0134(14) 0.0148(14) 0.0012(11) -0.0018(11) -0.0024(11) C78 0.0144(15) 0.0146(14) 0.0094(13) 0.0005(10) -0.0017(11) -0.0028(12) C79 0.0129(16) 0.0208(16) 0.0138(15) -0.0040(12) 0.0000(12) -0.0039(12) C80 0.0137(16) 0.0141(15) 0.0212(16) -0.0016(12) 0.0046(12) -0.0005(12) C81 0.0158(16) 0.0139(14) 0.0161(15) 0.0020(11) 0.0009(12) -0.0056(12) C82 0.0139(16) 0.0196(15) 0.0113(14) -0.0001(11) 0.0024(12) -0.0027(12) C83 0.0134(16) 0.0238(17) 0.0191(16) -0.0059(12) 0.0032(12) -0.0057(13) C84 0.0133(16) 0.0214(16) 0.0187(15) -0.0005(12) 0.0036(12) -0.0069(12) C85 0.0139(15) 0.0199(16) 0.0149(15) -0.0019(12) 0.0020(12) -0.0051(12) C86 0.043(2) 0.0172(17) 0.039(2) -0.0096(15) 0.0283(18) -0.0084(16) C87 0.044(2) 0.0158(16) 0.036(2) -0.0038(14) 0.0274(18) -0.0107(16) C88 0.0138(16) 0.0292(17) 0.0119(15) -0.0014(12) -0.0016(12) -0.0046(13) C89 0.0090(15) 0.0236(16) 0.0170(15) -0.0020(12) -0.0028(11) -0.0066(12) C90 0.0111(15) 0.0240(16) 0.0144(14) -0.0032(12) -0.0001(11) -0.0057(12) C91 0.017(2) 0.0140(17) 0.089(4) 0.0007(18) -0.010(2) -0.0045(14) C92 0.0134(17) 0.0147(15) 0.040(2) 0.0047(13) -0.0034(14) -0.0028(12) C93 0.0143(18) 0.042(2) 0.0236(18) 0.0132(15) 0.0013(14) -0.0034(15) C94 0.0153(17) 0.040(2) 0.0163(16) 0.0017(14) -0.0031(13) -0.0041(15) C95 0.0144(16) 0.0179(15) 0.0109(14) -0.0002(11) -0.0006(11) -0.0074(12) C96 0.0159(16) 0.0091(14) 0.0240(17) 0.0018(11) 0.0018(13) -0.0043(12) S1 0.0079(4) 0.0250(4) 0.0115(3) -0.0039(3) 0.0005(3) -0.0050(3) S2 0.0152(4) 0.0147(3) 0.0122(3) 0.0025(3) -0.0018(3) -0.0062(3) S3 0.0066(3) 0.0186(4) 0.0119(3) -0.0008(3) 0.0001(3) -0.0042(3) S4 0.0151(4) 0.0204(4) 0.0227(4) -0.0045(3) -0.0062(3) -0.0016(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 2.063(2) . ? Co1 O4 2.094(2) 1_455 ? Co1 N1 2.107(3) . ? Co1 N8 2.116(3) 1_445 ? Co1 O17 2.136(2) . ? Co1 O20 2.199(2) . ? Co2 O2 2.092(2) . ? Co2 N5 2.095(3) . ? Co2 O5 2.101(2) . ? Co2 O18 2.103(2) . ? Co2 N4 2.118(3) 1_456 ? Co2 O20 2.206(2) . ? Co3 O11 2.087(2) 1_655 ? Co3 N12 2.093(3) 1_445 ? Co3 O9 2.104(2) . ? Co3 O8 2.112(2) . ? Co3 N16 2.114(2) 1_654 ? Co3 O21 2.243(2) . ? Co4 O12 2.078(2) 1_655 ? Co4 N13 2.091(3) . ? Co4 O7 2.119(2) . ? Co4 N9 2.132(3) . ? Co4 O19 2.138(2) . ? Co4 O21 2.168(2) . ? N1 C1 1.310(4) . ? N1 C2 1.391(4) . ? N2 C1 1.349(4) . ? N2 C3 1.380(4) . ? N2 C4 1.440(4) . ? N3 C16 1.344(4) . ? N3 C18 1.377(4) . ? N3 C13 1.425(4) . ? N4 C16 1.313(4) . ? N4 C17 1.387(4) . ? N4 Co2 2.118(3) 1_654 ? N5 C26 1.318(4) . ? N5 C25 1.379(4) . ? N6 C26 1.360(4) . ? N6 C27 1.362(4) . ? N6 C28 1.438(4) . ? N7 C42 1.363(4) . ? N7 C40 1.382(4) . ? N7 C37 1.429(4) . ? N8 C42 1.322(4) . ? N8 C41 1.377(4) . ? N8 Co1 2.116(3) 1_665 ? N9 C56 1.317(4) . ? N9 C55 1.392(4) . ? N10 C56 1.348(4) . ? N10 C57 1.393(4) . ? N10 C58 1.434(4) . ? N11 C72 1.345(4) . ? N11 C70 1.395(4) . ? N11 C67 1.427(4) . ? N12 C72 1.327(4) . ? N12 C71 1.380(4) . ? N12 Co3 2.093(3) 1_665 ? N13 C73 1.319(4) . ? N13 C74 1.377(4) . ? N14 C73 1.348(4) . ? N14 C75 1.378(4) . ? N14 C76 1.437(4) . ? N15 C90 1.343(4) . ? N15 C88 1.392(4) . ? N15 C85 1.430(4) . ? N16 C90 1.318(4) . ? N16 C89 1.375(4) . ? N16 Co3 2.114(2) 1_456 ? O1 C19 1.274(4) . ? O2 C19 1.242(4) . ? O3 C22 1.259(4) . ? O4 C22 1.259(4) . ? O4 Co1 2.094(2) 1_655 ? O5 C43 1.260(4) . ? O6 C43 1.253(4) . ? O7 C48 1.263(4) . ? O8 C48 1.266(4) . ? O9 C49 1.257(4) . ? O10 C49 1.263(4) . ? O11 C54 1.251(4) . ? O11 Co3 2.087(2) 1_455 ? O12 C54 1.260(4) . ? O12 Co4 2.078(2) 1_455 ? O13 C91 1.226(6) . ? O14 C91 1.280(6) . ? O15 C96 1.255(4) . ? O16 C96 1.271(4) . ? O17 H17A 0.820(10) . ? O17 H17B 0.826(10) . ? O18 H18A 0.830(10) . ? O18 H18B 0.824(10) . ? O19 H19A 0.827(10) . ? O19 H19B 0.829(10) . ? O20 H20A 0.9700 . ? O20 H20B 0.9700 . ? O21 H21A 0.9700 . ? O21 H21B 0.9700 . ? C1 H1 0.9300 . ? C2 C3 1.356(4) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.369(5) . ? C4 C9 1.376(5) . ? C5 C6 1.395(5) . ? C5 H5 0.9300 . ? C6 C7 1.398(5) . ? C6 H6 0.9300 . ? C7 C8 1.387(5) . ? C7 C10 1.495(4) . ? C8 C9 1.391(5) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.373(5) . ? C10 C11 1.381(5) . ? C11 C12 1.390(5) . ? C11 H11 0.9300 . ? C12 C13 1.388(5) . ? C12 H12 0.9300 . ? C13 C14 1.387(5) . ? C14 C15 1.387(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.347(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.494(4) . ? C20 C24 1.378(4) . ? C20 S1 1.720(3) . ? C21 C23 1.367(4) . ? C21 C22 1.486(4) . ? C21 S1 1.713(3) . ? C23 C24 1.421(4) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C27 1.355(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.390(5) . ? C28 C33 1.390(4) . ? C29 C30 1.390(5) . ? C29 H29 0.9300 . ? C30 C31 1.399(4) . ? C30 H30 0.9300 . ? C31 C32 1.412(5) . ? C31 C34 1.478(4) . ? C32 C33 1.379(5) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 C35 1.389(5) . ? C34 C39 1.400(4) . ? C35 C36 1.381(4) . ? C35 H35 0.9300 . ? C36 C37 1.391(4) . ? C36 H36 0.9300 . ? C37 C38 1.391(5) . ? C38 C39 1.398(4) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C40 C41 1.344(5) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.492(4) . ? C44 C45 1.367(5) . ? C44 S2 1.727(3) . ? C45 C46 1.410(5) . ? C45 H45 0.9300 . ? C46 C47 1.360(5) . ? C46 H46 0.9300 . ? C47 C48 1.495(4) . ? C47 S2 1.720(3) . ? C49 C50 1.492(4) . ? C50 C51 1.363(4) . ? C50 S3 1.726(3) . ? C51 C52 1.427(5) . ? C51 H51 0.9300 . ? C52 C53 1.362(4) . ? C52 H52 0.9300 . ? C53 C54 1.493(4) . ? C53 S3 1.724(3) . ? C55 C57 1.356(4) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? C57 H57 0.9300 . ? C58 C63 1.384(4) . ? C58 C59 1.394(5) . ? C59 C60 1.391(4) . ? C59 H59 0.9300 . ? C60 C61 1.405(4) . ? C60 H60 0.9300 . ? C61 C62 1.398(5) . ? C61 C64 1.493(4) . ? C62 C63 1.390(4) . ? C62 H62 0.9300 . ? C63 H63 0.9300 . ? C64 C69 1.387(5) . ? C64 C65 1.402(5) . ? C65 C66 1.389(5) . ? C65 H65 0.9300 . ? C66 C67 1.390(5) . ? C66 H66 0.9300 . ? C67 C68 1.384(5) . ? C68 C69 1.378(4) . ? C68 H68 0.9300 . ? C69 H69 0.9300 . ? C70 C71 1.355(5) . ? C70 H70 0.9300 . ? C71 H71 0.9300 . ? C72 H72 0.9300 . ? C73 H73 0.9300 . ? C74 C75 1.355(5) . ? C74 H74 0.9300 . ? C75 H75 0.9300 . ? C76 C81 1.385(4) . ? C76 C77 1.389(4) . ? C77 C78 1.382(4) . ? C77 H77 0.9300 . ? C78 C79 1.396(4) . ? C78 H78 0.9300 . ? C79 C80 1.388(4) . ? C79 C82 1.491(4) . ? C80 C81 1.384(4) . ? C80 H80 0.9300 . ? C81 H81 0.9300 . ? C82 C87 1.389(5) . ? C82 C83 1.401(4) . ? C83 C84 1.386(4) . ? C83 H83 0.9300 . ? C84 C85 1.381(5) . ? C84 H84 0.9300 . ? C85 C86 1.377(5) . ? C86 C87 1.398(5) . ? C86 H86 0.9300 . ? C87 H87 0.9300 . ? C88 C89 1.361(4) . ? C88 H88 0.9300 . ? C89 H89 0.9300 . ? C90 H90 0.9300 . ? C91 C92 1.516(5) . ? C92 C93 1.374(5) . ? C92 S4 1.709(4) . ? C93 C94 1.410(5) . ? C93 H93 0.9300 . ? C94 C95 1.371(4) . ? C94 H94 0.9300 . ? C95 C96 1.501(4) . ? C95 S4 1.728(3) . ? 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 O4 175.90(9) . 1_455 ? O1 Co1 N1 88.81(9) . . ? O4 Co1 N1 87.54(9) 1_455 . ? O1 Co1 N8 93.85(10) . 1_445 ? O4 Co1 N8 88.12(9) 1_455 1_445 ? N1 Co1 N8 91.44(10) . 1_445 ? O1 Co1 O17 88.88(9) . . ? O4 Co1 O17 89.17(9) 1_455 . ? N1 Co1 O17 88.86(9) . . ? N8 Co1 O17 177.25(10) 1_445 . ? O1 Co1 O20 94.36(8) . . ? O4 Co1 O20 89.20(8) 1_455 . ? N1 Co1 O20 175.84(9) . . ? N8 Co1 O20 91.04(9) 1_445 . ? O17 Co1 O20 88.50(8) . . ? O2 Co2 N5 88.56(9) . . ? O2 Co2 O5 92.19(9) . . ? N5 Co2 O5 88.99(9) . . ? O2 Co2 O18 93.06(8) . . ? N5 Co2 O18 87.29(10) . . ? O5 Co2 O18 173.49(9) . . ? O2 Co2 N4 175.50(9) . 1_456 ? N5 Co2 N4 95.93(10) . 1_456 ? O5 Co2 N4 88.31(9) . 1_456 ? O18 Co2 N4 86.77(9) . 1_456 ? O2 Co2 O20 85.73(8) . . ? N5 Co2 O20 174.04(9) . . ? O5 Co2 O20 92.94(8) . . ? O18 Co2 O20 91.29(8) . . ? N4 Co2 O20 89.77(9) 1_456 . ? O11 Co3 N12 94.95(9) 1_655 1_445 ? O11 Co3 O9 171.63(8) 1_655 . ? N12 Co3 O9 89.44(10) 1_445 . ? O11 Co3 O8 89.51(8) 1_655 . ? N12 Co3 O8 170.38(9) 1_445 . ? O9 Co3 O8 87.25(8) . . ? O11 Co3 N16 84.41(9) 1_655 1_654 ? N12 Co3 N16 99.16(10) 1_445 1_654 ? O9 Co3 N16 87.86(9) . 1_654 ? O8 Co3 N16 89.75(9) . 1_654 ? O11 Co3 O21 95.48(8) 1_655 . ? N12 Co3 O21 87.89(9) 1_445 . ? O9 Co3 O21 91.80(8) . . ? O8 Co3 O21 83.19(8) . . ? N16 Co3 O21 172.94(9) 1_654 . ? O12 Co4 N13 177.83(10) 1_655 . ? O12 Co4 O7 89.09(8) 1_655 . ? N13 Co4 O7 92.04(9) . . ? O12 Co4 N9 85.83(9) 1_655 . ? N13 Co4 N9 96.10(10) . . ? O7 Co4 N9 85.71(9) . . ? O12 Co4 O19 88.77(9) 1_655 . ? N13 Co4 O19 90.16(10) . . ? O7 Co4 O19 177.31(9) . . ? N9 Co4 O19 92.51(9) . . ? O12 Co4 O21 86.74(8) 1_655 . ? N13 Co4 O21 91.28(9) . . ? O7 Co4 O21 97.27(8) . . ? N9 Co4 O21 171.95(9) . . ? O19 Co4 O21 84.23(9) . . ? C1 N1 C2 105.7(3) . . ? C1 N1 Co1 125.8(2) . . ? C2 N1 Co1 128.3(2) . . ? C1 N2 C3 107.5(3) . . ? C1 N2 C4 124.5(3) . . ? C3 N2 C4 127.7(3) . . ? C16 N3 C18 106.1(3) . . ? C16 N3 C13 126.7(3) . . ? C18 N3 C13 127.1(3) . . ? C16 N4 C17 105.2(3) . . ? C16 N4 Co2 128.0(2) . 1_654 ? C17 N4 Co2 126.3(2) . 1_654 ? C26 N5 C25 105.3(3) . . ? C26 N5 Co2 125.9(2) . . ? C25 N5 Co2 128.4(2) . . ? C26 N6 C27 107.3(3) . . ? C26 N6 C28 124.0(3) . . ? C27 N6 C28 128.4(3) . . ? C42 N7 C40 106.6(3) . . ? C42 N7 C37 124.8(3) . . ? C40 N7 C37 128.6(3) . . ? C42 N8 C41 106.4(3) . . ? C42 N8 Co1 122.2(2) . 1_665 ? C41 N8 Co1 128.3(2) . 1_665 ? C56 N9 C55 105.0(3) . . ? C56 N9 Co4 127.1(2) . . ? C55 N9 Co4 124.78(19) . . ? C56 N10 C57 106.9(2) . . ? C56 N10 C58 126.6(2) . . ? C57 N10 C58 125.9(3) . . ? C72 N11 C70 106.3(3) . . ? C72 N11 C67 124.7(3) . . ? C70 N11 C67 128.9(3) . . ? C72 N12 C71 105.2(3) . . ? C72 N12 Co3 123.9(2) . 1_665 ? C71 N12 Co3 130.5(2) . 1_665 ? C73 N13 C74 105.5(3) . . ? C73 N13 Co4 126.8(2) . . ? C74 N13 Co4 127.1(2) . . ? C73 N14 C75 106.9(3) . . ? C73 N14 C76 125.8(2) . . ? C75 N14 C76 127.3(3) . . ? C90 N15 C88 106.8(3) . . ? C90 N15 C85 126.3(3) . . ? C88 N15 C85 126.6(3) . . ? C90 N16 C89 105.9(3) . . ? C90 N16 Co3 127.5(2) . 1_456 ? C89 N16 Co3 124.9(2) . 1_456 ? C19 O1 Co1 133.40(19) . . ? C19 O2 Co2 136.16(19) . . ? C22 O4 Co1 129.9(2) . 1_655 ? C43 O5 Co2 126.9(2) . . ? C48 O7 Co4 128.65(19) . . ? C48 O8 Co3 120.99(18) . . ? C49 O9 Co3 126.8(2) . . ? C54 O11 Co3 132.40(19) . 1_455 ? C54 O12 Co4 122.93(18) . 1_455 ? Co1 O17 H17A 108(2) . . ? Co1 O17 H17B 132(3) . . ? H17A O17 H17B 105(2) . . ? Co2 O18 H18A 103(3) . . ? Co2 O18 H18B 129(3) . . ? H18A O18 H18B 104(2) . . ? Co4 O19 H19A 124(3) . . ? Co4 O19 H19B 126(3) . . ? H19A O19 H19B 104(2) . . ? Co1 O20 Co2 121.39(9) . . ? Co1 O20 H20A 107.0 . . ? Co2 O20 H20A 107.0 . . ? Co1 O20 H20B 107.0 . . ? Co2 O20 H20B 107.0 . . ? H20A O20 H20B 106.7 . . ? Co4 O21 Co3 112.47(9) . . ? Co4 O21 H21A 109.1 . . ? Co3 O21 H21A 109.1 . . ? Co4 O21 H21B 109.1 . . ? Co3 O21 H21B 109.1 . . ? H21A O21 H21B 107.8 . . ? N1 C1 N2 111.4(3) . . ? N1 C1 H1 124.3 . . ? N2 C1 H1 124.3 . . ? C3 C2 N1 109.6(3) . . ? C3 C2 H2 125.2 . . ? N1 C2 H2 125.2 . . ? C2 C3 N2 105.7(3) . . ? C2 C3 H3 127.1 . . ? N2 C3 H3 127.1 . . ? C5 C4 C9 120.2(3) . . ? C5 C4 N2 120.5(3) . . ? C9 C4 N2 119.1(3) . . ? C4 C5 C6 120.0(3) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C7 121.0(3) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 117.2(3) . . ? C8 C7 C10 121.2(3) . . ? C6 C7 C10 121.6(3) . . ? C7 C8 C9 121.8(3) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? C4 C9 C8 119.5(3) . . ? C4 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C15 C10 C11 116.9(3) . . ? C15 C10 C7 121.2(3) . . ? C11 C10 C7 121.9(3) . . ? C10 C11 C12 122.4(3) . . ? C10 C11 H11 118.8 . . ? C12 C11 H11 118.8 . . ? C13 C12 C11 119.0(3) . . ? C13 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C14 C13 C12 120.1(3) . . ? C14 C13 N3 119.5(3) . . ? C12 C13 N3 120.5(3) . . ? C15 C14 C13 118.6(3) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? C10 C15 C14 123.1(3) . . ? C10 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? N4 C16 N3 112.4(3) . . ? N4 C16 H16 123.8 . . ? N3 C16 H16 123.8 . . ? C18 C17 N4 109.2(3) . . ? C18 C17 H17 125.4 . . ? N4 C17 H17 125.4 . . ? C17 C18 N3 107.1(3) . . ? C17 C18 H18 126.4 . . ? N3 C18 H18 126.4 . . ? O2 C19 O1 128.2(3) . . ? O2 C19 C20 116.0(3) . . ? O1 C19 C20 115.8(3) . . ? C24 C20 C19 130.0(3) . . ? C24 C20 S1 111.4(2) . . ? C19 C20 S1 118.4(2) . . ? C23 C21 C22 128.6(3) . . ? C23 C21 S1 111.5(2) . . ? C22 C21 S1 119.6(2) . . ? O3 C22 O4 125.7(3) . . ? O3 C22 C21 117.1(3) . . ? O4 C22 C21 117.2(3) . . ? C21 C23 C24 113.0(3) . . ? C21 C23 H23 123.5 . . ? C24 C23 H23 123.5 . . ? C20 C24 C23 112.0(3) . . ? C20 C24 H24 124.0 . . ? C23 C24 H24 124.0 . . ? C27 C25 N5 110.1(3) . . ? C27 C25 H25 124.9 . . ? N5 C25 H25 124.9 . . ? N5 C26 N6 111.1(3) . . ? N5 C26 H26 124.5 . . ? N6 C26 H26 124.5 . . ? C25 C27 N6 106.1(3) . . ? C25 C27 H27 126.9 . . ? N6 C27 H27 126.9 . . ? C29 C28 C33 120.5(3) . . ? C29 C28 N6 119.7(3) . . ? C33 C28 N6 119.7(3) . . ? C28 C29 C30 119.4(3) . . ? C28 C29 H29 120.3 . . ? C30 C29 H29 120.3 . . ? C29 C30 C31 120.7(3) . . ? C29 C30 H30 119.7 . . ? C31 C30 H30 119.7 . . ? C30 C31 C32 118.8(3) . . ? C30 C31 C34 120.9(3) . . ? C32 C31 C34 120.2(3) . . ? C33 C32 C31 120.2(3) . . ? C33 C32 H32 119.9 . . ? C31 C32 H32 119.9 . . ? C32 C33 C28 120.1(3) . . ? C32 C33 H33 119.9 . . ? C28 C33 H33 119.9 . . ? C35 C34 C39 117.9(3) . . ? C35 C34 C31 122.4(3) . . ? C39 C34 C31 119.6(3) . . ? C36 C35 C34 122.1(3) . . ? C36 C35 H35 118.9 . . ? C34 C35 H35 118.9 . . ? C35 C36 C37 118.9(3) . . ? C35 C36 H36 120.6 . . ? C37 C36 H36 120.6 . . ? C38 C37 C36 121.1(3) . . ? C38 C37 N7 118.7(3) . . ? C36 C37 N7 120.1(3) . . ? C37 C38 C39 118.5(3) . . ? C37 C38 H38 120.8 . . ? C39 C38 H38 120.8 . . ? C38 C39 C34 121.4(3) . . ? C38 C39 H39 119.3 . . ? C34 C39 H39 119.3 . . ? C41 C40 N7 106.8(3) . . ? C41 C40 H40 126.6 . . ? N7 C40 H40 126.6 . . ? C40 C41 N8 109.7(3) . . ? C40 C41 H41 125.2 . . ? N8 C41 H41 125.2 . . ? N8 C42 N7 110.5(3) . . ? N8 C42 H42 124.7 . . ? N7 C42 H42 124.7 . . ? O6 C43 O5 125.4(3) . . ? O6 C43 C44 118.0(3) . . ? O5 C43 C44 116.5(3) . . ? C45 C44 C43 128.1(3) . . ? C45 C44 S2 111.5(2) . . ? C43 C44 S2 120.4(2) . . ? C44 C45 C46 112.5(3) . . ? C44 C45 H45 123.7 . . ? C46 C45 H45 123.7 . . ? C47 C46 C45 112.8(3) . . ? C47 C46 H46 123.6 . . ? C45 C46 H46 123.6 . . ? C46 C47 C48 127.9(3) . . ? C46 C47 S2 111.9(2) . . ? C48 C47 S2 120.0(2) . . ? O7 C48 O8 126.4(3) . . ? O7 C48 C47 116.4(3) . . ? O8 C48 C47 117.1(3) . . ? O9 C49 O10 125.6(3) . . ? O9 C49 C50 117.3(3) . . ? O10 C49 C50 117.0(3) . . ? C51 C50 C49 128.7(3) . . ? C51 C50 S3 111.8(2) . . ? C49 C50 S3 119.4(2) . . ? C50 C51 C52 112.2(3) . . ? C50 C51 H51 123.9 . . ? C52 C51 H51 123.9 . . ? C53 C52 C51 112.9(3) . . ? C53 C52 H52 123.6 . . ? C51 C52 H52 123.6 . . ? C52 C53 C54 129.0(3) . . ? C52 C53 S3 111.6(2) . . ? C54 C53 S3 119.4(2) . . ? O11 C54 O12 126.2(3) . . ? O11 C54 C53 116.7(3) . . ? O12 C54 C53 117.0(3) . . ? C57 C55 N9 110.2(3) . . ? C57 C55 H55 124.9 . . ? N9 C55 H55 124.9 . . ? N9 C56 N10 112.2(3) . . ? N9 C56 H56 123.9 . . ? N10 C56 H56 123.9 . . ? C55 C57 N10 105.6(3) . . ? C55 C57 H57 127.2 . . ? N10 C57 H57 127.2 . . ? C63 C58 C59 120.8(3) . . ? C63 C58 N10 120.8(3) . . ? C59 C58 N10 118.4(3) . . ? C60 C59 C58 119.5(3) . . ? C60 C59 H59 120.2 . . ? C58 C59 H59 120.2 . . ? C59 C60 C61 120.6(3) . . ? C59 C60 H60 119.7 . . ? C61 C60 H60 119.7 . . ? C62 C61 C60 118.4(3) . . ? C62 C61 C64 120.5(3) . . ? C60 C61 C64 121.1(3) . . ? C63 C62 C61 121.3(3) . . ? C63 C62 H62 119.4 . . ? C61 C62 H62 119.4 . . ? C58 C63 C62 119.3(3) . . ? C58 C63 H63 120.3 . . ? C62 C63 H63 120.3 . . ? C69 C64 C65 117.8(3) . . ? C69 C64 C61 121.1(3) . . ? C65 C64 C61 121.1(3) . . ? C66 C65 C64 120.4(3) . . ? C66 C65 H65 119.8 . . ? C64 C65 H65 119.8 . . ? C65 C66 C67 120.1(3) . . ? C65 C66 H66 119.9 . . ? C67 C66 H66 119.9 . . ? C68 C67 C66 120.0(3) . . ? C68 C67 N11 119.0(3) . . ? C66 C67 N11 121.0(3) . . ? C69 C68 C67 119.2(3) . . ? C69 C68 H68 120.4 . . ? C67 C68 H68 120.4 . . ? C68 C69 C64 122.4(3) . . ? C68 C69 H69 118.8 . . ? C64 C69 H69 118.8 . . ? C71 C70 N11 106.2(3) . . ? C71 C70 H70 126.9 . . ? N11 C70 H70 126.9 . . ? C70 C71 N12 110.1(3) . . ? C70 C71 H71 125.0 . . ? N12 C71 H71 125.0 . . ? N12 C72 N11 112.2(3) . . ? N12 C72 H72 123.9 . . ? N11 C72 H72 123.9 . . ? N13 C73 N14 111.6(3) . . ? N13 C73 H73 124.2 . . ? N14 C73 H73 124.2 . . ? C75 C74 N13 109.8(3) . . ? C75 C74 H74 125.1 . . ? N13 C74 H74 125.1 . . ? C74 C75 N14 106.2(3) . . ? C74 C75 H75 126.9 . . ? N14 C75 H75 126.9 . . ? C81 C76 C77 119.6(3) . . ? C81 C76 N14 120.6(3) . . ? C77 C76 N14 119.7(3) . . ? C78 C77 C76 119.6(3) . . ? C78 C77 H77 120.2 . . ? C76 C77 H77 120.2 . . ? C77 C78 C79 121.9(3) . . ? C77 C78 H78 119.1 . . ? C79 C78 H78 119.1 . . ? C80 C79 C78 117.2(3) . . ? C80 C79 C82 122.7(3) . . ? C78 C79 C82 120.1(3) . . ? C81 C80 C79 121.8(3) . . ? C81 C80 H80 119.1 . . ? C79 C80 H80 119.1 . . ? C80 C81 C76 119.9(3) . . ? C80 C81 H81 120.1 . . ? C76 C81 H81 120.1 . . ? C87 C82 C83 117.4(3) . . ? C87 C82 C79 121.3(3) . . ? C83 C82 C79 121.3(3) . . ? C84 C83 C82 120.9(3) . . ? C84 C83 H83 119.5 . . ? C82 C83 H83 119.5 . . ? C85 C84 C83 120.5(3) . . ? C85 C84 H84 119.8 . . ? C83 C84 H84 119.8 . . ? C86 C85 C84 119.8(3) . . ? C86 C85 N15 118.5(3) . . ? C84 C85 N15 121.5(3) . . ? C85 C86 C87 119.5(3) . . ? C85 C86 H86 120.2 . . ? C87 C86 H86 120.2 . . ? C82 C87 C86 121.7(3) . . ? C82 C87 H87 119.1 . . ? C86 C87 H87 119.1 . . ? C89 C88 N15 105.7(3) . . ? C89 C88 H88 127.1 . . ? N15 C88 H88 127.1 . . ? C88 C89 N16 109.7(3) . . ? C88 C89 H89 125.1 . . ? N16 C89 H89 125.1 . . ? N16 C90 N15 111.8(3) . . ? N16 C90 H90 124.1 . . ? N15 C90 H90 124.1 . . ? O13 C91 O14 125.6(4) . . ? O13 C91 C92 117.6(4) . . ? O14 C91 C92 116.8(4) . . ? C93 C92 C91 125.9(4) . . ? C93 C92 S4 111.0(3) . . ? C91 C92 S4 123.1(3) . . ? C92 C93 C94 113.2(3) . . ? C92 C93 H93 123.4 . . ? C94 C93 H93 123.4 . . ? C95 C94 C93 112.5(3) . . ? C95 C94 H94 123.7 . . ? C93 C94 H94 123.7 . . ? C94 C95 C96 128.1(3) . . ? C94 C95 S4 111.0(2) . . ? C96 C95 S4 120.9(2) . . ? O15 C96 O16 126.5(3) . . ? O15 C96 C95 117.2(3) . . ? O16 C96 C95 116.2(3) . . ? C21 S1 C20 92.11(15) . . ? C47 S2 C44 91.19(15) . . ? C53 S3 C50 91.51(15) . . ? C92 S4 C95 92.22(16) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.580 _refine_diff_density_min -0.570 _refine_diff_density_rms 0.079 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.159 0.413 0.294 199.6 61.1 _database_code_depnum_ccdc_archive 'CCDC 930844' ####################################################################### # # 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_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C91 H72 N16 O19.25 S3 Zn4' _chemical_formula_weight 2055.42 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Pc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' _cell_length_a 22.559(2) _cell_length_b 9.9836(10) _cell_length_c 20.465(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.164(2) _cell_angle_gamma 90.00 _cell_volume 4488.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7747 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 23.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.521 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2104 _exptl_absorpt_coefficient_mu 1.206 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.865 _exptl_absorpt_correction_T_max 0.886 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 CCD' _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 33248 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_unetI/netI 0.0623 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 26.02 _reflns_number_total 15523 _reflns_number_gt 12348 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0732P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.373(9) _refine_ls_number_reflns 15523 _refine_ls_number_parameters 1243 _refine_ls_number_restraints 105 _refine_ls_R_factor_all 0.0653 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1227 _refine_ls_wR_factor_gt 0.1114 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.009 _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 Zn1 Zn 0.61897(3) 0.29333(6) 0.74502(3) 0.03640(14) Uani 1 1 d . A . Zn2 Zn 0.78868(3) 1.15712(6) 1.56495(3) 0.03734(15) Uani 1 1 d . . . Zn3 Zn 0.19709(3) 0.75756(7) 0.89843(3) 0.04213(16) Uani 1 1 d . . . Zn4 Zn 0.21464(3) 0.41001(7) 0.93628(3) 0.04355(17) Uani 1 1 d . . . S1 S 0.71985(8) 0.76186(18) 0.66422(10) 0.0627(4) Uani 1 1 d . . . S2 S 0.45325(7) 0.37748(16) 0.90373(8) 0.0491(4) Uani 1 1 d . . . S3 S -0.04373(7) 0.84008(17) 0.90624(10) 0.0581(4) Uani 1 1 d . . . O1 O 0.5373(2) 0.2959(4) 0.7616(2) 0.0554(11) Uani 1 1 d . . . O2 O 0.5741(2) 0.3534(5) 0.8674(2) 0.0629(12) Uani 1 1 d . . . O3 O 0.3525(2) 0.4359(6) 0.9725(2) 0.0729(14) Uani 1 1 d . . . O4 O 0.2774(2) 0.3849(5) 0.8857(2) 0.0601(12) Uani 1 1 d . . . O5 O 0.6246(2) 0.4668(5) 0.7059(3) 0.0813(16) Uani 1 1 d . . . O6 O 0.6986(3) 0.5773(5) 0.7721(3) 0.0774(14) Uani 1 1 d . . . O7 O 0.7658(2) 0.9839(4) 0.5953(2) 0.0578(11) Uani 1 1 d . . . O8 O 0.7141(3) 0.9270(5) 0.4913(3) 0.0836(16) Uani 1 1 d . . . O9 O 0.2035(2) 0.5962(4) 0.95147(19) 0.0561(11) Uani 1 1 d . . . O10 O 0.1317(2) 0.8605(5) 0.9217(3) 0.0735(15) Uani 1 1 d . . . O11 O 0.0552(3) 0.7985(10) 0.8372(4) 0.147(4) Uani 1 1 d . . . O12 O -0.1291(2) 0.8642(5) 1.0497(2) 0.0628(12) Uani 1 1 d . . . O13 O -0.1648(2) 0.8533(6) 0.9405(3) 0.0716(14) Uani 1 1 d . . . N1 N 0.6046(2) 0.1845(5) 0.6595(2) 0.0434(11) Uani 1 1 d D . . N2 N 0.5561(2) 0.1338(5) 0.5572(2) 0.0443(12) Uani 1 1 d D . . N3 N 0.2711(2) 0.2008(5) 0.1129(2) 0.0428(11) Uani 1 1 d . A . N4 N 0.2281(2) 0.2867(5) 0.0149(2) 0.0470(12) Uani 1 1 d . . . N5 N 0.6904(2) 0.2271(5) 0.8113(2) 0.0443(11) Uani 1 1 d . . . N6 N 0.7684(2) 0.2463(4) 0.8959(2) 0.0383(10) Uani 1 1 d . . . N7 N 1.0615(2) 0.6370(5) 1.2838(2) 0.0427(11) Uani 1 1 d . A . N8 N 1.1396(2) 0.6536(5) 1.3711(2) 0.0483(12) Uani 1 1 d . . . N9 N 0.1869(2) 0.7047(5) 0.8021(2) 0.0450(12) Uani 1 1 d . . . N10 N 0.1472(2) 0.6583(5) 0.6960(2) 0.0408(11) Uani 1 1 d . . . N11 N -0.1437(2) 0.6737(5) 0.2519(2) 0.0425(11) Uani 1 1 d . . . N12 N -0.1917(2) 0.7346(5) 0.1509(2) 0.0424(11) Uani 1 1 d . . . N13 N 0.26870(19) 0.8785(5) 0.9302(2) 0.0417(11) Uani 1 1 d . . . N14 N 0.34411(19) 0.9868(4) 0.99536(19) 0.0367(10) Uani 1 1 d . . . N15 N 0.64636(19) 1.2580(4) 1.4085(2) 0.0361(10) Uani 1 1 d . . . N16 N 0.7214(2) 1.2474(5) 1.4982(2) 0.0449(11) Uani 1 1 d . . . C1 C 0.6387(7) 0.096(2) 0.6337(7) 0.065(5) Uani 0.54(3) 1 d PDU A 1 H1 H 0.6755 0.0605 0.6570 0.078 Uiso 0.54(3) 1 calc PR A 1 C2 C 0.6120(6) 0.068(2) 0.5700(7) 0.067(5) Uani 0.54(3) 1 d PDU A 1 H2 H 0.6275 0.0155 0.5403 0.081 Uiso 0.54(3) 1 calc PR A 1 C1B C 0.6177(10) 0.0550(15) 0.6476(8) 0.068(5) Uani 0.46(3) 1 d PDU A 2 H1B H 0.6418 -0.0021 0.6785 0.082 Uiso 0.46(3) 1 calc PR A 2 C2B C 0.5905(10) 0.0222(16) 0.5844(7) 0.067(5) Uani 0.46(3) 1 d PDU A 2 H2B H 0.5938 -0.0586 0.5629 0.081 Uiso 0.46(3) 1 calc PR A 2 C3 C 0.5598(3) 0.2143(6) 0.6081(3) 0.0574(17) Uani 1 1 d D A . H3 H 0.5334 0.2858 0.6082 0.069 Uiso 1 1 calc R . . C4 C 0.5135(3) 0.1375(6) 0.4946(3) 0.0403(13) Uani 1 1 d . A . C5 C 0.5074(3) 0.0288(7) 0.4508(3) 0.0584(17) Uani 1 1 d . . . H5 H 0.5308 -0.0479 0.4624 0.070 Uiso 1 1 calc R A . C6 C 0.4661(3) 0.0375(7) 0.3898(3) 0.0611(18) Uani 1 1 d . A . H6 H 0.4614 -0.0355 0.3608 0.073 Uiso 1 1 calc R . . C7 C 0.4314(3) 0.1511(6) 0.3703(3) 0.0440(14) Uani 1 1 d . . . C8 C 0.4380(3) 0.2546(7) 0.4150(3) 0.0571(17) Uani 1 1 d . A . H8 H 0.4141 0.3307 0.4035 0.068 Uiso 1 1 calc R . . C9 C 0.4788(3) 0.2506(7) 0.4765(3) 0.0613(19) Uani 1 1 d . . . H9 H 0.4829 0.3237 0.5053 0.074 Uiso 1 1 calc R A . C10 C 0.3904(3) 0.1628(6) 0.3034(3) 0.0412(13) Uani 1 1 d . A . C11 C 0.3569(3) 0.0543(6) 0.2715(3) 0.0534(16) Uani 1 1 d . . . H11 H 0.3616 -0.0287 0.2927 0.064 Uiso 1 1 calc R A . C12 C 0.3169(3) 0.0657(6) 0.2094(3) 0.0550(17) Uani 1 1 d . A . H12 H 0.2939 -0.0073 0.1899 0.066 Uiso 1 1 calc R . . C13 C 0.3119(2) 0.1870(6) 0.1774(3) 0.0391(12) Uani 1 1 d . . . C14 C 0.3461(3) 0.2968(6) 0.2068(3) 0.0511(15) Uani 1 1 d . A . H14 H 0.3431 0.3782 0.1842 0.061 Uiso 1 1 calc R . . C15 C 0.3841(3) 0.2840(6) 0.2693(3) 0.0497(14) Uani 1 1 d . . . H15 H 0.4060 0.3580 0.2892 0.060 Uiso 1 1 calc R A . C16 C 0.2221(3) 0.1234(8) 0.0860(3) 0.068(2) Uani 1 1 d . . . H16 H 0.2092 0.0477 0.1053 0.082 Uiso 1 1 calc R A . C17 C 0.1960(3) 0.1765(8) 0.0265(3) 0.066(2) Uani 1 1 d . . . H17 H 0.1613 0.1436 -0.0027 0.079 Uiso 1 1 calc R . . C18 C 0.2736(3) 0.2990(6) 0.0674(3) 0.0474(14) Uani 1 1 d . . . H18 H 0.3034 0.3652 0.0728 0.057 Uiso 1 1 calc R A . C19 C 0.7293(3) 0.1218(6) 0.8106(3) 0.0508(15) Uani 1 1 d . A . H19 H 0.7229 0.0535 0.7789 0.061 Uiso 1 1 calc R . . C20 C 0.7775(3) 0.1317(6) 0.8621(3) 0.0508(15) Uani 1 1 d . A . H20 H 0.8104 0.0733 0.8729 0.061 Uiso 1 1 calc R . . C21 C 0.7157(3) 0.2987(6) 0.8646(3) 0.0439(14) Uani 1 1 d . A . H21 H 0.6987 0.3757 0.8784 0.053 Uiso 1 1 calc R . . C22 C 0.8081(2) 0.3008(5) 0.9550(3) 0.0377(12) Uani 1 1 d . A . C23 C 0.8429(3) 0.2169(6) 1.0024(3) 0.0427(13) Uani 1 1 d . . . H23 H 0.8406 0.1245 0.9964 0.051 Uiso 1 1 calc R A . C24 C 0.8813(3) 0.2708(6) 1.0590(3) 0.0427(13) Uani 1 1 d . A . H24 H 0.9037 0.2139 1.0914 0.051 Uiso 1 1 calc R . . C25 C 0.8867(2) 0.4075(5) 1.0679(2) 0.0371(12) Uani 1 1 d . . . C26 C 0.8508(3) 0.4903(6) 1.0202(3) 0.0477(15) Uani 1 1 d . A . H26 H 0.8531 0.5826 1.0263 0.057 Uiso 1 1 calc R . . C27 C 0.8116(3) 0.4381(6) 0.9635(3) 0.0499(15) Uani 1 1 d . . . H27 H 0.7881 0.4947 0.9318 0.060 Uiso 1 1 calc R A . C28 C 0.9316(2) 0.4667(6) 1.1251(3) 0.0394(12) Uani 1 1 d . A . C29 C 0.9481(3) 0.4029(6) 1.1873(3) 0.0474(14) Uani 1 1 d . . . H29 H 0.9298 0.3218 1.1934 0.057 Uiso 1 1 calc R A . C30 C 0.9905(3) 0.4565(6) 1.2398(3) 0.0460(14) Uani 1 1 d . A . H30 H 1.0011 0.4120 1.2807 0.055 Uiso 1 1 calc R . . C31 C 1.0168(2) 0.5755(6) 1.2309(3) 0.0406(13) Uani 1 1 d . . . C32 C 1.0021(3) 0.6404(6) 1.1703(3) 0.0574(17) Uani 1 1 d . A . H32 H 1.0207 0.7215 1.1648 0.069 Uiso 1 1 calc R . . C33 C 0.9599(3) 0.5857(6) 1.1177(3) 0.0528(16) Uani 1 1 d . . . H33 H 0.9504 0.6299 1.0766 0.063 Uiso 1 1 calc R A . C34 C 1.1012(2) 0.5712(6) 1.3326(3) 0.0436(13) Uani 1 1 d . . . H34 H 1.1014 0.4788 1.3384 0.052 Uiso 1 1 calc R A . C35 C 1.1223(3) 0.7800(7) 1.3483(4) 0.0652(19) Uani 1 1 d . . . H35 H 1.1405 0.8593 1.3665 0.078 Uiso 1 1 calc R A . C36 C 1.0743(3) 0.7703(7) 1.2949(3) 0.0635(19) Uani 1 1 d . A . H36 H 1.0537 0.8413 1.2703 0.076 Uiso 1 1 calc R . . C37 C 0.6628(3) 0.5544(7) 0.7158(4) 0.0564(16) Uani 1 1 d . . . C38 C 0.6689(3) 0.6407(7) 0.6602(4) 0.0634(18) Uani 1 1 d . . . C39 C 0.6363(3) 0.6223(7) 0.5954(4) 0.069(2) Uani 1 1 d . . . H39 H 0.6057 0.5586 0.5831 0.083 Uiso 1 1 calc R . . C40 C 0.6544(4) 0.7114(8) 0.5491(4) 0.0696(19) Uani 1 1 d . . . H40 H 0.6374 0.7135 0.5032 0.084 Uiso 1 1 calc R . . C41 C 0.7011(3) 0.7947(7) 0.5824(4) 0.0571(16) Uani 1 1 d . . . C42 C 0.7279(3) 0.9082(7) 0.5523(4) 0.0627(18) Uani 1 1 d . . . C43 C 0.5324(3) 0.3289(6) 0.8201(3) 0.0462(14) Uani 1 1 d . . . C44 C 0.4679(3) 0.3395(6) 0.8273(3) 0.0421(13) Uani 1 1 d . . . C45 C 0.4165(3) 0.3254(6) 0.7797(3) 0.0497(14) Uani 1 1 d . . . H45 H 0.4162 0.3053 0.7353 0.060 Uiso 1 1 calc R . . C46 C 0.3631(3) 0.3440(7) 0.8032(3) 0.0544(15) Uani 1 1 d . . . H46 H 0.3239 0.3365 0.7765 0.065 Uiso 1 1 calc R . . C47 C 0.3760(3) 0.3744(6) 0.8701(3) 0.0460(14) Uani 1 1 d . . . C48 C 0.3330(3) 0.4017(6) 0.9138(3) 0.0508(15) Uani 1 1 d . . . C49 C 0.0763(3) 0.8354(8) 0.8953(5) 0.072(2) Uani 1 1 d . . . C50 C 0.0340(3) 0.8560(6) 0.9404(4) 0.0564(17) Uani 1 1 d . . . C51 C 0.0458(3) 0.8791(7) 1.0077(4) 0.0670(19) Uani 1 1 d . . . H51 H 0.0848 0.8904 1.0343 0.080 Uiso 1 1 calc R . . C52 C -0.0064(4) 0.8842(7) 1.0322(4) 0.0651(19) Uani 1 1 d . . . H52 H -0.0065 0.8999 1.0769 0.078 Uiso 1 1 calc R . . C53 C -0.0584(3) 0.8633(6) 0.9825(4) 0.0577(18) Uani 1 1 d . . . C54 C -0.1242(3) 0.8592(6) 0.9911(3) 0.0494(14) Uani 1 1 d . . . C55 C 0.2243(3) 0.6168(8) 0.7795(3) 0.0643(19) Uani 1 1 d . . . H55 H 0.2602 0.5814 0.8053 0.077 Uiso 1 1 calc R . . C56 C 0.2013(3) 0.5894(8) 0.7144(3) 0.0609(18) Uani 1 1 d . . . H56 H 0.2186 0.5345 0.6871 0.073 Uiso 1 1 calc R . . C57 C 0.1405(3) 0.7266(6) 0.7500(3) 0.0492(15) Uani 1 1 d . . . H57 H 0.1077 0.7823 0.7510 0.059 Uiso 1 1 calc R . . C58 C 0.1065(3) 0.6584(6) 0.6312(3) 0.0422(13) Uani 1 1 d . . . C59 C 0.1053(3) 0.5487(7) 0.5890(3) 0.0545(15) Uani 1 1 d . . . H59 H 0.1298 0.4745 0.6028 0.065 Uiso 1 1 calc R . . C60 C 0.0661(3) 0.5527(6) 0.5249(3) 0.0535(16) Uani 1 1 d . . . H60 H 0.0657 0.4810 0.4958 0.064 Uiso 1 1 calc R . . C61 C 0.0286(3) 0.6593(6) 0.5043(3) 0.0411(13) Uani 1 1 d . . . C62 C 0.0297(3) 0.7661(6) 0.5481(3) 0.0474(14) Uani 1 1 d . . . H62 H 0.0040 0.8388 0.5349 0.057 Uiso 1 1 calc R . . C63 C 0.0683(3) 0.7660(6) 0.6105(3) 0.0464(14) Uani 1 1 d . . . H63 H 0.0688 0.8387 0.6390 0.056 Uiso 1 1 calc R . . C64 C -0.0161(2) 0.6620(6) 0.4376(2) 0.0386(12) Uani 1 1 d . . . C65 C -0.0465(3) 0.5476(6) 0.4106(3) 0.0450(13) Uani 1 1 d . . . H65 H -0.0388 0.4669 0.4336 0.054 Uiso 1 1 calc R . . C66 C -0.0884(3) 0.5521(6) 0.3495(3) 0.0463(14) Uani 1 1 d . . . H66 H -0.1086 0.4744 0.3319 0.056 Uiso 1 1 calc R . . C67 C -0.1002(2) 0.6691(6) 0.3153(2) 0.0378(12) Uani 1 1 d . . . C68 C -0.0703(3) 0.7845(6) 0.3405(3) 0.0479(14) Uani 1 1 d . . . H68 H -0.0783 0.8643 0.3167 0.057 Uiso 1 1 calc R . . C69 C -0.0281(3) 0.7820(6) 0.4015(3) 0.0512(15) Uani 1 1 d . . . H69 H -0.0078 0.8600 0.4184 0.061 Uiso 1 1 calc R . . C70 C -0.1961(4) 0.5995(9) 0.2357(3) 0.079(3) Uani 1 1 d . . . H70 H -0.2092 0.5350 0.2620 0.095 Uiso 1 1 calc R . . C71 C -0.2246(3) 0.6389(9) 0.1742(3) 0.078(3) Uani 1 1 d . . . H71 H -0.2618 0.6055 0.1506 0.093 Uiso 1 1 calc R . . C72 C -0.1438(3) 0.7522(6) 0.1991(3) 0.0454(14) Uani 1 1 d . . . H72 H -0.1129 0.8128 0.1971 0.055 Uiso 1 1 calc R . . C73 C 0.2812(3) 0.9912(7) 0.8984(3) 0.0624(18) Uani 1 1 d . . . H73 H 0.2605 1.0182 0.8557 0.075 Uiso 1 1 calc R . . C74 C 0.3072(3) 0.8803(7) 0.9884(3) 0.0494(15) Uani 1 1 d . . . H74 H 0.3087 0.8152 1.0212 0.059 Uiso 1 1 calc R . . C75 C 0.3268(4) 1.0564(7) 0.9368(3) 0.072(2) Uani 1 1 d . . . H75 H 0.3441 1.1356 0.9260 0.086 Uiso 1 1 calc R . . C76 C 0.3905(2) 1.0223(6) 1.0538(3) 0.0388(12) Uani 1 1 d . . . C77 C 0.4101(3) 0.9339(6) 1.1053(3) 0.0540(16) Uani 1 1 d . . . H77 H 0.3941 0.8476 1.1026 0.065 Uiso 1 1 calc R . . C78 C 0.4535(3) 0.9725(6) 1.1610(3) 0.0515(15) Uani 1 1 d . . . H78 H 0.4658 0.9112 1.1956 0.062 Uiso 1 1 calc R . . C79 C 0.4792(2) 1.0977(6) 1.1673(3) 0.0403(12) Uani 1 1 d . . . C80 C 0.4596(3) 1.1859(6) 1.1149(3) 0.0553(17) Uani 1 1 d . . . H80 H 0.4760 1.2718 1.1176 0.066 Uiso 1 1 calc R . . C81 C 0.4158(3) 1.1488(7) 1.0578(3) 0.0542(16) Uani 1 1 d . . . H81 H 0.4037 1.2091 1.0226 0.065 Uiso 1 1 calc R . . C82 C 0.5231(2) 1.1384(5) 1.2293(3) 0.0373(12) Uani 1 1 d . . . C83 C 0.5569(3) 1.0458(6) 1.2729(3) 0.0496(15) Uani 1 1 d . . . H83 H 0.5523 0.9551 1.2627 0.060 Uiso 1 1 calc R . . C84 C 0.5977(3) 1.0853(6) 1.3315(3) 0.0483(15) Uani 1 1 d . . . H84 H 0.6200 1.0213 1.3599 0.058 Uiso 1 1 calc R . . C85 C 0.6048(2) 1.2185(5) 1.3473(2) 0.0362(12) Uani 1 1 d . . . C86 C 0.5727(3) 1.3129(6) 1.3058(3) 0.0449(14) Uani 1 1 d . . . H86 H 0.5781 1.4033 1.3166 0.054 Uiso 1 1 calc R . . C87 C 0.5321(3) 1.2738(6) 1.2475(3) 0.0479(15) Uani 1 1 d . . . H87 H 0.5102 1.3389 1.2196 0.057 Uiso 1 1 calc R . . C88 C 0.6954(3) 1.1889(6) 1.4406(3) 0.0440(14) Uani 1 1 d . . . H88 H 0.7092 1.1104 1.4246 0.053 Uiso 1 1 calc R . . C89 C 0.6880(3) 1.3610(6) 1.5017(3) 0.0617(19) Uani 1 1 d . . . H89 H 0.6960 1.4227 1.5366 0.074 Uiso 1 1 calc R . . C90 C 0.6420(3) 1.3696(6) 1.4469(3) 0.0573(17) Uani 1 1 d . . . H90 H 0.6131 1.4373 1.4369 0.069 Uiso 1 1 calc R . . O14 O 0.8114(3) 0.7387(8) 0.8143(4) 0.125(3) Uani 1 1 d . . . H14A H 0.7759 0.7602 0.7990 0.188 Uiso 1 1 d R . . H14B H 0.8256 0.7599 0.8535 0.188 Uiso 1 1 d R . . O15 O 0.8592(3) 0.9164(8) 0.7213(4) 0.130(3) Uani 1 1 d . . . H15A H 0.8282 0.8895 0.7318 0.195 Uiso 1 1 d R . . H15B H 0.8428 0.9540 0.6862 0.195 Uiso 1 1 d R . . O16 O 0.9837(4) 0.9679(9) 0.7230(5) 0.159(4) Uani 1 1 d . . . H16A H 0.9820 0.9302 0.7582 0.238 Uiso 1 1 d R . . H16B H 0.9542 0.9617 0.6912 0.238 Uiso 1 1 d R . . O17 O 0.3646(5) 0.4072(8) 0.5870(5) 0.165(4) Uani 1 1 d . . . O18 O 0.4829(5) 0.4667(10) 0.6285(6) 0.206(6) Uani 1 1 d . . . O19 O 0.2420(5) 0.3894(10) 0.5961(4) 0.074(4) Uani 0.534(15) 1 d PDU B 1 H19A H 0.2722 0.4275 0.6167 0.111 Uiso 0.53 1 d P B 1 C91 C 0.2330(8) 0.2728(13) 0.6279(7) 0.071(4) Uani 0.534(15) 1 d PDU B 1 H91A H 0.1911 0.2468 0.6143 0.106 Uiso 0.534(15) 1 calc PR B 1 H91B H 0.2436 0.2865 0.6756 0.106 Uiso 0.534(15) 1 calc PR B 1 H91C H 0.2582 0.2035 0.6162 0.106 Uiso 0.534(15) 1 calc PR B 1 O19' O 0.2768(8) 0.2337(15) 0.6544(8) 0.120(6) Uani 0.466(15) 1 d PDU B 2 H19B H 0.2732 0.2349 0.6911 0.180 Uiso 0.47 1 d P B 2 C91' C 0.2254(8) 0.286(2) 0.6098(9) 0.093(7) Uani 0.466(15) 1 d PDU B 2 H91D H 0.1914 0.2267 0.6080 0.140 Uiso 0.466(15) 1 calc PR B 2 H91E H 0.2335 0.2933 0.5659 0.140 Uiso 0.466(15) 1 calc PR B 2 H91F H 0.2160 0.3724 0.6250 0.140 Uiso 0.466(15) 1 calc PR B 2 O20 O 0.1532(8) 0.953(2) 0.1988(9) 0.19(2) Uani 0.25 1 d PR . . 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 Zn1 0.0344(3) 0.0390(3) 0.0325(3) -0.0024(3) 0.0006(2) -0.0027(3) Zn2 0.0386(3) 0.0376(3) 0.0320(3) -0.0006(3) 0.0001(2) 0.0003(3) Zn3 0.0318(3) 0.0564(4) 0.0337(3) -0.0019(3) -0.0021(2) -0.0050(3) Zn4 0.0339(3) 0.0597(4) 0.0327(3) 0.0094(3) -0.0014(2) 0.0028(3) S1 0.0585(10) 0.0532(10) 0.0765(11) 0.0136(9) 0.0158(8) -0.0052(8) S2 0.0438(8) 0.0529(9) 0.0510(8) 0.0015(7) 0.0119(6) 0.0024(7) S3 0.0394(8) 0.0518(9) 0.0827(11) -0.0114(9) 0.0134(8) 0.0002(7) O1 0.049(3) 0.059(3) 0.062(3) -0.009(2) 0.019(2) -0.005(2) O2 0.041(3) 0.079(3) 0.066(3) -0.015(2) 0.008(2) -0.008(2) O3 0.061(3) 0.103(4) 0.056(3) 0.000(3) 0.015(2) 0.013(3) O4 0.044(3) 0.074(3) 0.064(3) 0.009(2) 0.014(2) 0.008(2) O5 0.071(3) 0.054(3) 0.120(5) 0.018(3) 0.025(3) -0.008(3) O6 0.079(4) 0.072(4) 0.087(4) 0.015(3) 0.031(3) 0.008(3) O7 0.055(3) 0.041(2) 0.076(3) 0.005(2) 0.013(2) -0.004(2) O8 0.115(5) 0.072(4) 0.073(3) 0.011(3) 0.039(3) 0.013(3) O9 0.072(3) 0.057(3) 0.039(2) 0.0020(19) 0.0124(19) 0.001(2) O10 0.040(3) 0.078(4) 0.105(4) -0.016(3) 0.020(3) 0.001(2) O11 0.063(4) 0.234(10) 0.153(7) -0.137(7) 0.044(4) -0.030(5) O12 0.062(3) 0.063(3) 0.064(3) 0.011(2) 0.016(2) 0.006(2) O13 0.045(3) 0.097(4) 0.070(3) -0.006(3) 0.010(2) 0.001(3) N1 0.037(3) 0.058(3) 0.033(2) -0.008(2) 0.0037(19) 0.003(2) N2 0.043(3) 0.056(3) 0.030(2) -0.010(2) 0.0020(19) 0.008(2) N3 0.038(3) 0.059(3) 0.029(2) 0.007(2) 0.0029(18) 0.001(2) N4 0.040(3) 0.062(3) 0.034(2) 0.009(2) -0.0009(19) 0.003(2) N5 0.036(2) 0.051(3) 0.039(2) -0.011(2) -0.0052(19) -0.003(2) N6 0.037(2) 0.039(3) 0.034(2) -0.0010(19) -0.0032(18) -0.001(2) N7 0.035(2) 0.046(3) 0.041(2) 0.002(2) -0.0039(19) 0.002(2) N8 0.038(3) 0.061(3) 0.040(2) -0.005(2) -0.006(2) -0.001(2) N9 0.036(2) 0.067(3) 0.028(2) 0.007(2) -0.0024(18) -0.003(2) N10 0.040(3) 0.052(3) 0.028(2) 0.001(2) 0.0033(18) 0.001(2) N11 0.041(3) 0.056(3) 0.027(2) 0.004(2) 0.0011(19) -0.006(2) N12 0.041(3) 0.053(3) 0.030(2) 0.001(2) 0.0027(19) -0.005(2) N13 0.029(2) 0.057(3) 0.036(2) -0.003(2) 0.0002(18) -0.006(2) N14 0.035(2) 0.041(3) 0.030(2) -0.0047(18) -0.0017(17) -0.005(2) N15 0.030(2) 0.038(2) 0.035(2) -0.0050(18) -0.0034(17) 0.0008(18) N16 0.045(3) 0.044(3) 0.038(2) -0.005(2) -0.006(2) 0.003(2) C1 0.025(6) 0.108(10) 0.054(7) -0.021(7) -0.005(5) 0.025(7) C2 0.040(7) 0.119(11) 0.042(6) -0.027(7) 0.007(5) 0.023(8) C1B 0.050(9) 0.097(11) 0.049(7) -0.018(7) -0.008(7) 0.040(8) C2B 0.041(9) 0.106(11) 0.049(8) -0.027(7) -0.004(6) 0.040(8) C3 0.074(4) 0.044(3) 0.045(3) -0.004(3) -0.004(3) 0.014(3) C4 0.042(3) 0.048(3) 0.029(3) -0.003(2) 0.004(2) -0.001(3) C5 0.072(4) 0.051(4) 0.042(3) -0.004(3) -0.009(3) 0.022(3) C6 0.088(5) 0.048(4) 0.037(3) -0.004(3) -0.007(3) 0.014(4) C7 0.049(3) 0.042(3) 0.035(3) -0.005(2) -0.002(2) 0.002(3) C8 0.069(4) 0.047(4) 0.046(3) -0.005(3) -0.008(3) 0.014(3) C9 0.080(5) 0.046(4) 0.047(3) -0.018(3) -0.010(3) 0.017(3) C10 0.042(3) 0.045(3) 0.033(3) 0.004(2) 0.002(2) 0.007(3) C11 0.080(4) 0.040(3) 0.031(3) 0.001(2) -0.006(3) 0.009(3) C12 0.071(4) 0.046(4) 0.036(3) -0.004(3) -0.014(3) -0.009(3) C13 0.039(3) 0.046(3) 0.029(2) 0.007(2) 0.000(2) 0.001(2) C14 0.059(4) 0.044(3) 0.044(3) 0.013(3) -0.001(3) -0.007(3) C15 0.052(4) 0.043(3) 0.048(3) 0.001(3) -0.001(3) -0.006(3) C16 0.055(4) 0.085(5) 0.054(4) 0.027(4) -0.009(3) -0.026(4) C17 0.042(4) 0.089(5) 0.056(4) 0.018(4) -0.011(3) -0.026(4) C18 0.050(3) 0.051(3) 0.035(3) 0.006(3) -0.003(2) -0.001(3) C19 0.052(4) 0.044(3) 0.047(3) -0.012(3) -0.007(3) 0.009(3) C20 0.056(4) 0.039(3) 0.050(3) -0.011(3) -0.004(3) 0.011(3) C21 0.037(3) 0.053(3) 0.037(3) -0.011(3) 0.000(2) 0.002(3) C22 0.036(3) 0.035(3) 0.036(3) -0.001(2) -0.004(2) 0.000(2) C23 0.044(3) 0.037(3) 0.042(3) 0.005(2) -0.002(2) 0.001(2) C24 0.040(3) 0.042(3) 0.039(3) 0.006(2) -0.006(2) 0.005(3) C25 0.032(3) 0.043(3) 0.032(2) -0.003(2) -0.001(2) 0.000(2) C26 0.054(4) 0.032(3) 0.046(3) -0.007(2) -0.013(3) 0.000(3) C27 0.052(3) 0.042(3) 0.045(3) 0.004(3) -0.010(3) 0.006(3) C28 0.034(3) 0.044(3) 0.036(3) -0.003(2) -0.001(2) 0.005(2) C29 0.052(4) 0.042(3) 0.040(3) 0.003(3) -0.005(3) -0.007(3) C30 0.046(3) 0.052(3) 0.033(3) 0.006(2) -0.006(2) 0.001(3) C31 0.032(3) 0.047(3) 0.038(3) -0.004(2) -0.002(2) 0.002(2) C32 0.068(4) 0.045(4) 0.046(3) 0.005(3) -0.016(3) -0.016(3) C33 0.062(4) 0.042(3) 0.045(3) 0.008(3) -0.009(3) -0.008(3) C34 0.039(3) 0.049(3) 0.038(3) -0.005(2) -0.002(2) 0.006(3) C35 0.061(4) 0.062(4) 0.062(4) -0.006(3) -0.007(3) -0.014(4) C36 0.063(4) 0.057(4) 0.057(4) 0.000(3) -0.015(3) -0.004(3) C37 0.042(3) 0.054(4) 0.073(4) 0.005(3) 0.013(3) 0.007(3) C38 0.061(4) 0.054(4) 0.075(5) 0.000(3) 0.015(4) 0.008(3) C39 0.064(4) 0.055(4) 0.087(5) -0.008(4) 0.012(4) -0.018(4) C40 0.078(5) 0.063(5) 0.068(4) -0.006(4) 0.017(4) 0.001(4) C41 0.058(4) 0.045(4) 0.074(4) 0.004(3) 0.027(3) 0.000(3) C42 0.062(4) 0.048(4) 0.080(5) 0.005(4) 0.020(4) 0.014(3) C43 0.049(4) 0.031(3) 0.061(4) 0.002(3) 0.017(3) -0.002(2) C44 0.036(3) 0.034(3) 0.057(3) -0.002(3) 0.013(3) 0.000(2) C45 0.053(4) 0.047(4) 0.051(3) -0.007(3) 0.014(3) 0.002(3) C46 0.046(4) 0.058(4) 0.058(4) -0.003(3) 0.009(3) -0.005(3) C47 0.044(3) 0.039(3) 0.058(4) 0.005(3) 0.018(3) -0.005(3) C48 0.052(4) 0.054(4) 0.049(3) 0.016(3) 0.016(3) 0.010(3) C49 0.048(4) 0.061(5) 0.114(7) -0.030(4) 0.028(4) -0.011(3) C50 0.037(3) 0.042(3) 0.092(5) -0.003(3) 0.018(3) 0.003(3) C51 0.057(4) 0.057(4) 0.081(5) 0.013(4) 0.004(4) 0.002(3) C52 0.080(5) 0.046(4) 0.070(4) 0.019(3) 0.021(4) 0.005(4) C53 0.042(4) 0.042(4) 0.082(5) 0.026(3) 0.000(3) -0.005(3) C54 0.051(4) 0.038(3) 0.057(4) 0.013(3) 0.009(3) 0.016(3) C55 0.042(3) 0.110(6) 0.038(3) 0.010(3) 0.003(3) 0.024(4) C56 0.049(4) 0.095(5) 0.035(3) -0.002(3) 0.003(3) 0.020(4) C57 0.042(3) 0.064(4) 0.038(3) -0.007(3) 0.001(2) 0.001(3) C58 0.044(3) 0.053(4) 0.027(2) 0.005(2) 0.004(2) -0.005(3) C59 0.059(4) 0.054(4) 0.043(3) -0.003(3) -0.004(3) 0.013(3) C60 0.065(4) 0.048(3) 0.039(3) -0.010(3) -0.007(3) 0.013(3) C61 0.046(3) 0.042(3) 0.032(3) 0.002(2) 0.002(2) -0.005(3) C62 0.050(3) 0.049(4) 0.036(3) 0.000(3) -0.005(2) 0.004(3) C63 0.051(3) 0.050(4) 0.037(3) -0.005(3) 0.005(2) 0.006(3) C64 0.045(3) 0.042(3) 0.026(2) 0.000(2) 0.002(2) -0.002(2) C65 0.050(3) 0.041(3) 0.040(3) 0.005(3) 0.002(2) -0.004(3) C66 0.057(4) 0.046(3) 0.032(3) 0.006(3) 0.002(2) -0.011(3) C67 0.039(3) 0.042(3) 0.029(2) 0.003(2) 0.000(2) -0.004(2) C68 0.056(3) 0.045(3) 0.033(3) 0.012(2) -0.008(2) -0.004(3) C69 0.062(4) 0.046(3) 0.035(3) 0.001(3) -0.010(3) -0.012(3) C70 0.075(5) 0.105(6) 0.046(3) 0.020(4) -0.010(3) -0.057(5) C71 0.062(4) 0.110(7) 0.049(4) 0.022(4) -0.012(3) -0.055(5) C72 0.042(3) 0.057(4) 0.033(3) 0.003(3) 0.000(2) -0.006(3) C73 0.058(4) 0.073(5) 0.043(3) 0.010(3) -0.016(3) -0.014(3) C74 0.044(3) 0.061(4) 0.038(3) 0.002(3) -0.003(2) -0.016(3) C75 0.084(5) 0.063(4) 0.054(4) 0.015(3) -0.011(3) -0.031(4) C76 0.033(3) 0.045(3) 0.035(3) -0.006(2) 0.002(2) -0.004(2) C77 0.054(4) 0.048(4) 0.048(3) 0.000(3) -0.014(3) -0.007(3) C78 0.056(4) 0.046(4) 0.040(3) 0.004(3) -0.016(3) -0.003(3) C79 0.034(3) 0.042(3) 0.040(3) -0.003(2) 0.000(2) 0.002(2) C80 0.062(4) 0.045(3) 0.047(3) 0.004(3) -0.013(3) -0.019(3) C81 0.065(4) 0.051(4) 0.039(3) 0.009(3) -0.005(3) -0.008(3) C82 0.033(3) 0.035(3) 0.039(3) -0.004(2) -0.002(2) 0.000(2) C83 0.059(4) 0.029(3) 0.050(3) -0.005(3) -0.011(3) 0.001(3) C84 0.046(3) 0.037(3) 0.050(3) -0.002(3) -0.015(3) 0.012(3) C85 0.030(3) 0.043(3) 0.032(2) -0.006(2) -0.002(2) -0.001(2) C86 0.042(3) 0.035(3) 0.049(3) -0.002(3) -0.006(2) -0.011(3) C87 0.051(3) 0.035(3) 0.048(3) 0.005(2) -0.009(3) -0.004(3) C88 0.043(3) 0.045(3) 0.037(3) -0.007(2) -0.004(2) 0.009(3) C89 0.074(5) 0.046(4) 0.052(4) -0.019(3) -0.013(3) 0.012(3) C90 0.059(4) 0.048(4) 0.055(4) -0.020(3) -0.007(3) 0.014(3) O14 0.105(5) 0.175(8) 0.091(5) -0.014(5) 0.010(4) -0.019(5) O15 0.091(5) 0.119(6) 0.172(7) -0.003(5) 0.013(5) -0.025(4) O16 0.152(7) 0.127(6) 0.203(9) -0.070(7) 0.054(7) -0.041(6) O17 0.246(11) 0.093(5) 0.141(7) 0.013(5) 0.015(7) 0.045(6) O18 0.210(11) 0.127(7) 0.239(13) -0.061(8) -0.037(9) 0.049(7) O19 0.104(7) 0.067(6) 0.054(5) 0.006(4) 0.025(4) 0.020(5) C91 0.111(8) 0.060(7) 0.027(5) 0.006(5) -0.014(5) 0.055(6) O19' 0.131(9) 0.096(8) 0.118(9) 0.017(7) -0.005(7) 0.012(7) C91' 0.123(10) 0.085(10) 0.083(10) 0.017(8) 0.046(8) 0.032(8) O20 0.29(5) 0.12(2) 0.23(4) 0.12(3) 0.20(4) 0.10(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 Zn1 O5 1.924(5) . ? Zn1 O1 1.948(4) . ? Zn1 N5 1.970(4) . ? Zn1 N1 2.022(5) . ? Zn2 O7 1.947(4) 1_556 ? Zn2 O12 1.962(5) 2_675 ? Zn2 N16 2.009(4) . ? Zn2 N12 2.026(4) 2_676 ? Zn3 O9 1.929(4) . ? Zn3 O10 1.944(5) . ? Zn3 N13 2.003(4) . ? Zn3 N9 2.003(4) . ? Zn4 O9 1.911(4) . ? Zn4 O4 1.950(4) . ? Zn4 N4 1.994(5) 1_556 ? Zn4 N8 2.005(5) 2_464 ? S1 C38 1.658(8) . ? S1 C41 1.664(7) . ? S2 C44 1.713(6) . ? S2 C47 1.722(6) . ? S3 C53 1.684(8) . ? S3 C50 1.740(6) . ? O1 C43 1.271(7) . ? O2 C43 1.209(8) . ? O3 C48 1.230(8) . ? O4 C48 1.267(8) . ? O5 C37 1.212(8) . ? O6 C37 1.268(8) . ? O7 C42 1.317(9) . ? O7 Zn2 1.947(4) 1_554 ? O8 C42 1.229(8) . ? O10 C49 1.267(8) . ? O11 C49 1.232(10) . ? O12 C54 1.230(8) . ? O12 Zn2 1.962(5) 2_474 ? O13 C54 1.218(8) . ? N1 C3 1.315(7) . ? N1 C1 1.353(10) . ? N1 C1B 1.361(11) . ? N2 C3 1.303(8) . ? N2 C2 1.392(10) . ? N2 C2B 1.399(11) . ? N2 C4 1.417(7) . ? N3 C16 1.358(8) . ? N3 C18 1.361(7) . ? N3 C13 1.434(6) . ? N4 C18 1.313(7) . ? N4 C17 1.366(8) . ? N4 Zn4 1.994(5) 1_554 ? N5 C21 1.321(7) . ? N5 C19 1.370(8) . ? N6 C21 1.324(7) . ? N6 C20 1.377(7) . ? N6 C22 1.436(6) . ? N7 C34 1.351(7) . ? N7 C36 1.369(8) . ? N7 C31 1.438(7) . ? N8 C34 1.317(7) . ? N8 C35 1.370(9) . ? N8 Zn4 2.005(5) 2_665 ? N9 C57 1.330(7) . ? N9 C55 1.368(9) . ? N10 C57 1.335(7) . ? N10 C56 1.377(8) . ? N10 C58 1.431(6) . ? N11 C72 1.335(7) . ? N11 C70 1.370(8) . ? N11 C67 1.438(6) . ? N12 C72 1.299(7) . ? N12 C71 1.362(8) . ? N12 Zn2 2.026(4) 2_473 ? N13 C74 1.304(7) . ? N13 C73 1.362(8) . ? N14 C74 1.339(7) . ? N14 C75 1.363(8) . ? N14 C76 1.443(6) . ? N15 C88 1.341(7) . ? N15 C90 1.379(7) . ? N15 C85 1.438(6) . ? N16 C88 1.327(7) . ? N16 C89 1.372(8) . ? C1 C2 1.336(12) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C1B C2B 1.338(12) . ? C1B H1B 0.9300 . ? C2B H2B 0.9300 . ? C3 H3 0.9300 . ? C4 C9 1.376(8) . ? C4 C5 1.393(8) . ? C5 C6 1.380(8) . ? C5 H5 0.9300 . ? C6 C7 1.385(8) . ? C6 H6 0.9300 . ? C7 C8 1.365(8) . ? C7 C10 1.472(7) . ? C8 C9 1.381(8) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.388(8) . ? C10 C11 1.395(8) . ? C11 C12 1.386(7) . ? C11 H11 0.9300 . ? C12 C13 1.369(8) . ? C12 H12 0.9300 . ? C13 C14 1.395(8) . ? C14 C15 1.375(8) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.336(9) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.335(8) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C27 1.382(8) . ? C22 C23 1.383(7) . ? C23 C24 1.387(8) . ? C23 H23 0.9300 . ? C24 C25 1.379(8) . ? C24 H24 0.9300 . ? C25 C26 1.390(7) . ? C25 C28 1.484(7) . ? C26 C27 1.391(7) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C33 1.373(8) . ? C28 C29 1.397(8) . ? C29 C30 1.374(8) . ? C29 H29 0.9300 . ? C30 C31 1.358(8) . ? C30 H30 0.9300 . ? C31 C32 1.371(8) . ? C32 C33 1.378(8) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.357(9) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C38 1.458(10) . ? C38 C39 1.375(10) . ? C39 C40 1.426(11) . ? C39 H39 0.9300 . ? C40 C41 1.393(10) . ? C40 H40 0.9300 . ? C41 C42 1.483(10) . ? C43 C44 1.499(8) . ? C44 C45 1.341(8) . ? C45 C46 1.408(9) . ? C45 H45 0.9300 . ? C46 C47 1.368(9) . ? C46 H46 0.9300 . ? C47 C48 1.487(9) . ? C49 C50 1.486(10) . ? C50 C51 1.361(11) . ? C51 C52 1.382(10) . ? C51 H51 0.9300 . ? C52 C53 1.382(10) . ? C52 H52 0.9300 . ? C53 C54 1.534(9) . ? C55 C56 1.342(8) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? C57 H57 0.9300 . ? C58 C63 1.382(8) . ? C58 C59 1.392(8) . ? C59 C60 1.405(8) . ? C59 H59 0.9300 . ? C60 C61 1.365(8) . ? C60 H60 0.9300 . ? C61 C62 1.389(8) . ? C61 C64 1.501(7) . ? C62 C63 1.371(7) . ? C62 H62 0.9300 . ? C63 H63 0.9300 . ? C64 C65 1.382(8) . ? C64 C69 1.401(8) . ? C65 C66 1.386(8) . ? C65 H65 0.9300 . ? C66 C67 1.357(8) . ? C66 H66 0.9300 . ? C67 C68 1.375(8) . ? C68 C69 1.386(7) . ? C68 H68 0.9300 . ? C69 H69 0.9300 . ? C70 C71 1.334(9) . ? C70 H70 0.9300 . ? C71 H71 0.9300 . ? C72 H72 0.9300 . ? C73 C75 1.316(9) . ? C73 H73 0.9300 . ? C74 H74 0.9300 . ? C75 H75 0.9300 . ? C76 C77 1.368(8) . ? C76 C81 1.381(8) . ? C77 C78 1.377(8) . ? C77 H77 0.9300 . ? C78 C79 1.372(8) . ? C78 H78 0.9300 . ? C79 C80 1.381(8) . ? C79 C82 1.478(7) . ? C80 C81 1.398(8) . ? C80 H80 0.9300 . ? C81 H81 0.9300 . ? C82 C83 1.387(8) . ? C82 C87 1.404(8) . ? C83 C84 1.392(7) . ? C83 H83 0.9300 . ? C84 C85 1.370(7) . ? C84 H84 0.9300 . ? C85 C86 1.361(8) . ? C86 C87 1.386(7) . ? C86 H86 0.9300 . ? C87 H87 0.9300 . ? C88 H88 0.9300 . ? C89 C90 1.346(9) . ? C89 H89 0.9300 . ? C90 H90 0.9300 . ? O14 H14A 0.8199 . ? O14 H14B 0.8200 . ? O15 H15A 0.8201 . ? O15 H15B 0.8200 . ? O16 H16A 0.8202 . ? O16 H16B 0.8199 . ? O19 C91 1.371(9) . ? O19 H19A 0.8101 . ? C91 H91A 0.9600 . ? C91 H91B 0.9600 . ? C91 H91C 0.9600 . ? O19' C91' 1.401(10) . ? O19' H19B 0.7736 . ? C91' H91D 0.9600 . ? C91' H91E 0.9600 . ? C91' H91F 0.9600 . ? 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 O5 Zn1 O1 102.4(2) . . ? O5 Zn1 N5 117.9(2) . . ? O1 Zn1 N5 122.8(2) . . ? O5 Zn1 N1 97.8(2) . . ? O1 Zn1 N1 100.71(19) . . ? N5 Zn1 N1 111.13(19) . . ? O7 Zn2 O12 106.5(2) 1_556 2_675 ? O7 Zn2 N16 113.7(2) 1_556 . ? O12 Zn2 N16 122.4(2) 2_675 . ? O7 Zn2 N12 102.6(2) 1_556 2_676 ? O12 Zn2 N12 99.68(19) 2_675 2_676 ? N16 Zn2 N12 109.48(19) . 2_676 ? O9 Zn3 O10 105.5(2) . . ? O9 Zn3 N13 111.63(19) . . ? O10 Zn3 N13 101.7(2) . . ? O9 Zn3 N9 108.13(19) . . ? O10 Zn3 N9 117.2(2) . . ? N13 Zn3 N9 112.45(19) . . ? O9 Zn4 O4 110.5(2) . . ? O9 Zn4 N4 118.09(19) . 1_556 ? O4 Zn4 N4 110.7(2) . 1_556 ? O9 Zn4 N8 107.1(2) . 2_464 ? O4 Zn4 N8 102.2(2) . 2_464 ? N4 Zn4 N8 106.9(2) 1_556 2_464 ? C38 S1 C41 94.6(4) . . ? C44 S2 C47 91.1(3) . . ? C53 S3 C50 90.4(3) . . ? C43 O1 Zn1 117.1(4) . . ? C48 O4 Zn4 120.3(4) . . ? C37 O5 Zn1 133.7(5) . . ? C42 O7 Zn2 118.3(4) . 1_554 ? Zn4 O9 Zn3 135.8(2) . . ? C49 O10 Zn3 121.4(5) . . ? C54 O12 Zn2 116.7(5) . 2_474 ? C3 N1 C1 103.7(6) . . ? C3 N1 C1B 103.3(6) . . ? C1 N1 C1B 31.4(9) . . ? C3 N1 Zn1 120.8(4) . . ? C1 N1 Zn1 133.9(5) . . ? C1B N1 Zn1 131.9(7) . . ? C3 N2 C2 104.5(6) . . ? C3 N2 C2B 104.1(6) . . ? C2 N2 C2B 32.1(8) . . ? C3 N2 C4 127.9(5) . . ? C2 N2 C4 125.5(6) . . ? C2B N2 C4 125.5(7) . . ? C16 N3 C18 106.9(5) . . ? C16 N3 C13 127.6(5) . . ? C18 N3 C13 125.5(5) . . ? C18 N4 C17 106.3(5) . . ? C18 N4 Zn4 123.3(4) . 1_554 ? C17 N4 Zn4 130.3(4) . 1_554 ? C21 N5 C19 105.5(5) . . ? C21 N5 Zn1 121.2(4) . . ? C19 N5 Zn1 132.5(4) . . ? C21 N6 C20 107.8(5) . . ? C21 N6 C22 125.2(5) . . ? C20 N6 C22 127.0(5) . . ? C34 N7 C36 105.7(5) . . ? C34 N7 C31 125.6(5) . . ? C36 N7 C31 128.7(5) . . ? C34 N8 C35 105.9(5) . . ? C34 N8 Zn4 122.7(4) . 2_665 ? C35 N8 Zn4 130.5(4) . 2_665 ? C57 N9 C55 105.5(5) . . ? C57 N9 Zn3 129.7(4) . . ? C55 N9 Zn3 124.0(4) . . ? C57 N10 C56 106.8(5) . . ? C57 N10 C58 126.6(5) . . ? C56 N10 C58 126.6(5) . . ? C72 N11 C70 106.2(5) . . ? C72 N11 C67 128.5(5) . . ? C70 N11 C67 125.2(5) . . ? C72 N12 C71 104.7(5) . . ? C72 N12 Zn2 124.6(4) . 2_473 ? C71 N12 Zn2 130.5(4) . 2_473 ? C74 N13 C73 105.0(5) . . ? C74 N13 Zn3 128.7(4) . . ? C73 N13 Zn3 125.6(4) . . ? C74 N14 C75 105.3(5) . . ? C74 N14 C76 126.9(5) . . ? C75 N14 C76 127.7(5) . . ? C88 N15 C90 107.1(4) . . ? C88 N15 C85 125.9(4) . . ? C90 N15 C85 126.9(4) . . ? C88 N16 C89 105.8(5) . . ? C88 N16 Zn2 121.3(4) . . ? C89 N16 Zn2 132.3(4) . . ? C2 C1 N1 110.3(8) . . ? C2 C1 H1 124.8 . . ? N1 C1 H1 124.8 . . ? C1 C2 N2 105.8(8) . . ? C1 C2 H2 127.1 . . ? N2 C2 H2 127.1 . . ? C2B C1B N1 109.6(9) . . ? C2B C1B H1B 125.2 . . ? N1 C1B H1B 125.2 . . ? C1B C2B N2 106.3(9) . . ? C1B C2B H2B 126.9 . . ? N2 C2B H2B 126.9 . . ? N2 C3 N1 113.4(6) . . ? N2 C3 H3 123.3 . . ? N1 C3 H3 123.3 . . ? C9 C4 C5 120.0(5) . . ? C9 C4 N2 119.4(5) . . ? C5 C4 N2 120.6(5) . . ? C6 C5 C4 118.7(6) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? C5 C6 C7 122.3(6) . . ? C5 C6 H6 118.9 . . ? C7 C6 H6 118.9 . . ? C8 C7 C6 117.3(5) . . ? C8 C7 C10 120.8(5) . . ? C6 C7 C10 121.9(5) . . ? C7 C8 C9 122.5(6) . . ? C7 C8 H8 118.8 . . ? C9 C8 H8 118.8 . . ? C4 C9 C8 119.3(6) . . ? C4 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C15 C10 C11 117.3(5) . . ? C15 C10 C7 120.5(5) . . ? C11 C10 C7 122.2(5) . . ? C12 C11 C10 122.4(5) . . ? C12 C11 H11 118.8 . . ? C10 C11 H11 118.8 . . ? C13 C12 C11 118.5(5) . . ? C13 C12 H12 120.8 . . ? C11 C12 H12 120.8 . . ? C12 C13 C14 120.8(5) . . ? C12 C13 N3 119.4(5) . . ? C14 C13 N3 119.8(5) . . ? C15 C14 C13 119.7(5) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C10 121.3(6) . . ? C14 C15 H15 119.4 . . ? C10 C15 H15 119.4 . . ? C17 C16 N3 107.0(6) . . ? C17 C16 H16 126.5 . . ? N3 C16 H16 126.5 . . ? C16 C17 N4 109.7(5) . . ? C16 C17 H17 125.2 . . ? N4 C17 H17 125.2 . . ? N4 C18 N3 110.2(5) . . ? N4 C18 H18 124.9 . . ? N3 C18 H18 124.9 . . ? C20 C19 N5 110.1(5) . . ? C20 C19 H19 124.9 . . ? N5 C19 H19 124.9 . . ? C19 C20 N6 105.7(5) . . ? C19 C20 H20 127.2 . . ? N6 C20 H20 127.2 . . ? N5 C21 N6 110.9(5) . . ? N5 C21 H21 124.6 . . ? N6 C21 H21 124.6 . . ? C27 C22 C23 120.3(5) . . ? C27 C22 N6 119.2(5) . . ? C23 C22 N6 120.4(5) . . ? C22 C23 C24 119.8(5) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C25 C24 C23 121.0(5) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C24 C25 C26 118.4(5) . . ? C24 C25 C28 121.5(5) . . ? C26 C25 C28 120.1(5) . . ? C25 C26 C27 121.5(5) . . ? C25 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C22 C27 C26 119.0(5) . . ? C22 C27 H27 120.5 . . ? C26 C27 H27 120.5 . . ? C33 C28 C29 117.5(5) . . ? C33 C28 C25 120.5(5) . . ? C29 C28 C25 121.9(5) . . ? C30 C29 C28 121.9(6) . . ? C30 C29 H29 119.1 . . ? C28 C29 H29 119.1 . . ? C31 C30 C29 119.0(5) . . ? C31 C30 H30 120.5 . . ? C29 C30 H30 120.5 . . ? C30 C31 C32 120.7(5) . . ? C30 C31 N7 121.7(5) . . ? C32 C31 N7 117.6(5) . . ? C31 C32 C33 120.1(6) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C28 C33 C32 120.8(5) . . ? C28 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? N8 C34 N7 111.9(5) . . ? N8 C34 H34 124.0 . . ? N7 C34 H34 124.0 . . ? C36 C35 N8 108.8(6) . . ? C36 C35 H35 125.6 . . ? N8 C35 H35 125.6 . . ? C35 C36 N7 107.6(6) . . ? C35 C36 H36 126.2 . . ? N7 C36 H36 126.2 . . ? O5 C37 O6 124.3(7) . . ? O5 C37 C38 119.1(7) . . ? O6 C37 C38 116.6(6) . . ? C39 C38 C37 123.3(7) . . ? C39 C38 S1 111.0(6) . . ? C37 C38 S1 125.5(6) . . ? C38 C39 C40 112.7(7) . . ? C38 C39 H39 123.6 . . ? C40 C39 H39 123.6 . . ? C41 C40 C39 110.3(7) . . ? C41 C40 H40 124.8 . . ? C39 C40 H40 124.8 . . ? C40 C41 C42 126.0(7) . . ? C40 C41 S1 111.4(5) . . ? C42 C41 S1 122.3(6) . . ? O8 C42 O7 124.6(7) . . ? O8 C42 C41 120.3(7) . . ? O7 C42 C41 115.1(7) . . ? O2 C43 O1 125.9(6) . . ? O2 C43 C44 120.2(6) . . ? O1 C43 C44 113.9(6) . . ? C45 C44 C43 128.3(6) . . ? C45 C44 S2 111.8(4) . . ? C43 C44 S2 119.9(4) . . ? C44 C45 C46 113.9(6) . . ? C44 C45 H45 123.1 . . ? C46 C45 H45 123.1 . . ? C47 C46 C45 111.5(6) . . ? C47 C46 H46 124.2 . . ? C45 C46 H46 124.2 . . ? C46 C47 C48 128.6(6) . . ? C46 C47 S2 111.7(5) . . ? C48 C47 S2 119.7(5) . . ? O3 C48 O4 125.3(6) . . ? O3 C48 C47 120.0(6) . . ? O4 C48 C47 114.6(6) . . ? O11 C49 O10 126.7(7) . . ? O11 C49 C50 118.5(7) . . ? O10 C49 C50 114.8(7) . . ? C51 C50 C49 130.2(7) . . ? C51 C50 S3 111.7(5) . . ? C49 C50 S3 118.0(6) . . ? C50 C51 C52 112.7(7) . . ? C50 C51 H51 123.7 . . ? C52 C51 H51 123.7 . . ? C53 C52 C51 112.3(7) . . ? C53 C52 H52 123.9 . . ? C51 C52 H52 123.9 . . ? C52 C53 C54 127.0(7) . . ? C52 C53 S3 112.9(6) . . ? C54 C53 S3 120.1(5) . . ? O13 C54 O12 127.9(7) . . ? O13 C54 C53 117.6(6) . . ? O12 C54 C53 114.5(6) . . ? C56 C55 N9 109.7(5) . . ? C56 C55 H55 125.1 . . ? N9 C55 H55 125.1 . . ? C55 C56 N10 106.7(6) . . ? C55 C56 H56 126.7 . . ? N10 C56 H56 126.7 . . ? N9 C57 N10 111.3(5) . . ? N9 C57 H57 124.4 . . ? N10 C57 H57 124.4 . . ? C63 C58 C59 119.8(5) . . ? C63 C58 N10 120.6(5) . . ? C59 C58 N10 119.5(5) . . ? C58 C59 C60 118.5(6) . . ? C58 C59 H59 120.8 . . ? C60 C59 H59 120.8 . . ? C61 C60 C59 121.6(6) . . ? C61 C60 H60 119.2 . . ? C59 C60 H60 119.2 . . ? C60 C61 C62 118.7(5) . . ? C60 C61 C64 122.3(5) . . ? C62 C61 C64 118.9(5) . . ? C63 C62 C61 120.9(6) . . ? C63 C62 H62 119.5 . . ? C61 C62 H62 119.5 . . ? C62 C63 C58 120.4(6) . . ? C62 C63 H63 119.8 . . ? C58 C63 H63 119.8 . . ? C65 C64 C69 118.4(5) . . ? C65 C64 C61 121.2(5) . . ? C69 C64 C61 120.3(5) . . ? C64 C65 C66 120.6(5) . . ? C64 C65 H65 119.7 . . ? C66 C65 H65 119.7 . . ? C67 C66 C65 120.4(6) . . ? C67 C66 H66 119.8 . . ? C65 C66 H66 119.8 . . ? C66 C67 C68 120.4(5) . . ? C66 C67 N11 120.4(5) . . ? C68 C67 N11 119.2(5) . . ? C67 C68 C69 120.0(5) . . ? C67 C68 H68 120.0 . . ? C69 C68 H68 120.0 . . ? C68 C69 C64 120.1(5) . . ? C68 C69 H69 119.9 . . ? C64 C69 H69 119.9 . . ? C71 C70 N11 105.9(6) . . ? C71 C70 H70 127.1 . . ? N11 C70 H70 127.1 . . ? C70 C71 N12 110.6(5) . . ? C70 C71 H71 124.7 . . ? N12 C71 H71 124.7 . . ? N12 C72 N11 112.5(5) . . ? N12 C72 H72 123.8 . . ? N11 C72 H72 123.8 . . ? C75 C73 N13 110.0(5) . . ? C75 C73 H73 125.0 . . ? N13 C73 H73 125.0 . . ? N13 C74 N14 112.2(5) . . ? N13 C74 H74 123.9 . . ? N14 C74 H74 123.9 . . ? C73 C75 N14 107.5(6) . . ? C73 C75 H75 126.2 . . ? N14 C75 H75 126.2 . . ? C77 C76 C81 119.2(5) . . ? C77 C76 N14 121.7(5) . . ? C81 C76 N14 119.0(5) . . ? C76 C77 C78 120.0(6) . . ? C76 C77 H77 120.0 . . ? C78 C77 H77 120.0 . . ? C79 C78 C77 122.6(6) . . ? C79 C78 H78 118.7 . . ? C77 C78 H78 118.7 . . ? C78 C79 C80 117.0(5) . . ? C78 C79 C82 121.2(5) . . ? C80 C79 C82 121.7(5) . . ? C79 C80 C81 121.4(6) . . ? C79 C80 H80 119.3 . . ? C81 C80 H80 119.3 . . ? C76 C81 C80 119.7(5) . . ? C76 C81 H81 120.1 . . ? C80 C81 H81 120.1 . . ? C83 C82 C87 116.5(5) . . ? C83 C82 C79 122.2(5) . . ? C87 C82 C79 121.3(5) . . ? C82 C83 C84 121.7(5) . . ? C82 C83 H83 119.2 . . ? C84 C83 H83 119.2 . . ? C85 C84 C83 119.8(5) . . ? C85 C84 H84 120.1 . . ? C83 C84 H84 120.1 . . ? C86 C85 C84 120.5(5) . . ? C86 C85 N15 120.1(5) . . ? C84 C85 N15 119.3(4) . . ? C85 C86 C87 119.7(5) . . ? C85 C86 H86 120.1 . . ? C87 C86 H86 120.1 . . ? C86 C87 C82 121.8(5) . . ? C86 C87 H87 119.1 . . ? C82 C87 H87 119.1 . . ? N16 C88 N15 110.9(5) . . ? N16 C88 H88 124.5 . . ? N15 C88 H88 124.5 . . ? C90 C89 N16 109.7(5) . . ? C90 C89 H89 125.1 . . ? N16 C89 H89 125.1 . . ? C89 C90 N15 106.3(5) . . ? C89 C90 H90 126.8 . . ? N15 C90 H90 126.8 . . ? H14A O14 H14B 115.9 . . ? H15A O15 H15B 97.9 . . ? H16A O16 H16B 118.3 . . ? C91 O19 H19A 110.4 . . ? O19 C91 H91A 109.5 . . ? O19 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? O19 C91 H91C 109.5 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? O19 C91 H19B 121.1 . . ? H91A C91 H19B 124.3 . . ? H91B C91 H19B 34.0 . . ? H91C C91 H19B 75.5 . . ? C91' O19' H19B 111.9 . . ? O19' C91' H91D 109.5 . . ? O19' C91' H91E 109.5 . . ? H91D C91' H91E 109.5 . . ? O19' C91' H91F 109.5 . . ? H91D C91' H91F 109.5 . . ? H91E C91' H91F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.724 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.077 _database_code_depnum_ccdc_archive 'CCDC 930845' ####################################################################### # # 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_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C73 H63 Cd2 N14 O11 S2' _chemical_formula_weight 1601.29 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.6974(13) _cell_length_b 37.268(5) _cell_length_c 9.4058(12) _cell_angle_alpha 90.00 _cell_angle_beta 101.263(2) _cell_angle_gamma 90.00 _cell_volume 3677.6(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8481 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 26.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1630 _exptl_absorpt_coefficient_mu 0.703 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.875 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 'Bruker APEX CCD' _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 28810 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_unetI/netI 0.0428 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -47 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 26.75 _reflns_number_total 7751 _reflns_number_gt 6495 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0371P)^2^+9.8954P] 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 SHELXL _refine_ls_extinction_coef 0.00070(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7751 _refine_ls_number_parameters 491 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.0708 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.1287 _refine_ls_wR_factor_gt 0.1242 _refine_ls_goodness_of_fit_ref 1.180 _refine_ls_restrained_S_all 1.194 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C37 C 0.3718(12) 0.4927(5) 0.507(4) 0.174(14) Uani 0.50 1 d PD . . H37A H 0.3165 0.5038 0.4266 0.261 Uiso 0.50 1 calc PR . . H37B H 0.3539 0.5022 0.5962 0.261 Uiso 0.50 1 calc PR . . H37C H 0.3580 0.4673 0.5045 0.261 Uiso 0.50 1 calc PR . . Cd1 Cd 0.85184(3) 0.632959(8) 0.25834(3) 0.02611(11) Uani 1 1 d . . . C1 C 0.6127(4) 0.62078(14) 0.3210(6) 0.0367(11) Uani 1 1 d . . . C2 C 0.4838(4) 0.61318(12) 0.3513(5) 0.0328(10) Uani 1 1 d . . . C3 C 0.4512(4) 0.59538(14) 0.4643(6) 0.0410(12) Uani 1 1 d . . . H3 H 0.5101 0.5845 0.5373 0.049 Uiso 1 1 calc R . . C4 C 0.3193(4) 0.59512(14) 0.4599(6) 0.0427(12) Uani 1 1 d . . . H4 H 0.2818 0.5840 0.5296 0.051 Uiso 1 1 calc R . . C5 C 0.2522(4) 0.61275(12) 0.3435(5) 0.0323(10) Uani 1 1 d . . . C6 C 0.1121(4) 0.61987(12) 0.3052(6) 0.0326(10) Uani 1 1 d . . . C7 C 0.8283(5) 0.71215(14) 0.4094(6) 0.0466(13) Uani 1 1 d . . . H7 H 0.7558 0.7174 0.3404 0.056 Uiso 1 1 calc R . . C8 C 0.8856(5) 0.73492(14) 0.5146(6) 0.0472(13) Uani 1 1 d . . . H8 H 0.8601 0.7582 0.5308 0.057 Uiso 1 1 calc R . . C9 C 0.9880(4) 0.68405(12) 0.5305(5) 0.0315(10) Uani 1 1 d . . . H9 H 1.0478 0.6663 0.5625 0.038 Uiso 1 1 calc R . . C10 C 1.0786(4) 0.73028(12) 0.7126(5) 0.0308(10) Uani 1 1 d . . . C11 C 1.0978(4) 0.76694(12) 0.7307(5) 0.0340(10) Uani 1 1 d . . . H11 H 1.0488 0.7830 0.6673 0.041 Uiso 1 1 calc R . . C12 C 1.1900(5) 0.77948(12) 0.8436(5) 0.0359(11) Uani 1 1 d . . . H12 H 1.2009 0.8041 0.8570 0.043 Uiso 1 1 calc R . . C13 C 1.2670(4) 0.75606(13) 0.9377(5) 0.0330(10) Uani 1 1 d . . . C14 C 1.2431(5) 0.71961(13) 0.9208(5) 0.0379(11) Uani 1 1 d . . . H14 H 1.2912 0.7035 0.9847 0.046 Uiso 1 1 calc R . . C15 C 1.1496(5) 0.70681(13) 0.8112(5) 0.0384(11) Uani 1 1 d . . . H15 H 1.1338 0.6823 0.8030 0.046 Uiso 1 1 calc R . . C16 C 0.6994(4) 0.68284(13) -0.0124(5) 0.0352(10) Uani 1 1 d . . . H16 H 0.6339 0.6874 0.0372 0.042 Uiso 1 1 calc R . . C17 C 0.8784(5) 0.66696(14) -0.0626(6) 0.0396(11) Uani 1 1 d . . . H17 H 0.9614 0.6585 -0.0521 0.048 Uiso 1 1 calc R . . C18 C 0.8075(5) 0.67907(16) -0.1870(6) 0.0455(13) Uani 1 1 d . . . H18 H 0.8314 0.6801 -0.2768 0.055 Uiso 1 1 calc R . . C19 C 0.5856(4) 0.70384(13) -0.2558(5) 0.0341(10) Uani 1 1 d . . . C20 C 0.5415(5) 0.68514(14) -0.3818(6) 0.0502(14) Uani 1 1 d . . . H20 H 0.5814 0.6641 -0.4017 0.060 Uiso 1 1 calc R . . C21 C 0.4372(6) 0.69817(15) -0.4785(6) 0.0531(15) Uani 1 1 d . . . H21 H 0.4063 0.6853 -0.5629 0.064 Uiso 1 1 calc R . . C22 C 0.3769(4) 0.73005(13) -0.4531(5) 0.0335(10) Uani 1 1 d . . . C23 C 0.4275(5) 0.74884(15) -0.3274(5) 0.0406(12) Uani 1 1 d . . . H23 H 0.3923 0.7708 -0.3093 0.049 Uiso 1 1 calc R . . C24 C 0.5298(5) 0.73521(15) -0.2286(5) 0.0409(12) Uani 1 1 d . . . H24 H 0.5606 0.7476 -0.1431 0.049 Uiso 1 1 calc R . . C25 C 0.7460(6) 0.55392(15) 0.1089(7) 0.0517(14) Uani 1 1 d . . . H25 H 0.6901 0.5506 0.1720 0.062 Uiso 1 1 calc R . . C26 C 0.7574(6) 0.53179(16) -0.0016(7) 0.0580(16) Uani 1 1 d . . . H26 H 0.7126 0.5106 -0.0270 0.070 Uiso 1 1 calc R . . C27 C 0.8892(5) 0.57666(13) 0.0066(6) 0.0430(12) Uani 1 1 d . . . H27 H 0.9525 0.5916 -0.0151 0.052 Uiso 1 1 calc R . . C28 C 0.8908(5) 0.53312(13) -0.1932(6) 0.0421(12) Uani 1 1 d . . . C29 C 0.9070(9) 0.55564(16) -0.3009(8) 0.078(2) Uani 1 1 d U . . H29 H 0.8893 0.5799 -0.2942 0.094 Uiso 1 1 calc R . . C30 C 0.9497(9) 0.54291(16) -0.4205(8) 0.080(2) Uani 1 1 d U . . H30 H 0.9603 0.5589 -0.4932 0.095 Uiso 1 1 calc R . . C31 C 0.9774(6) 0.50684(13) -0.4355(6) 0.0455(13) Uani 1 1 d . . . C32 C 0.9570(6) 0.48433(14) -0.3254(6) 0.0477(13) Uani 1 1 d . . . H32 H 0.9718 0.4599 -0.3327 0.057 Uiso 1 1 calc R . . C33 C 0.9151(6) 0.49714(14) -0.2041(6) 0.0488(14) Uani 1 1 d . . . H33 H 0.9037 0.4815 -0.1307 0.059 Uiso 1 1 calc R . . N1 N 0.8928(4) 0.68040(10) 0.4196(4) 0.0331(8) Uani 1 1 d . . . N2 N 0.9884(3) 0.71691(10) 0.5924(4) 0.0303(8) Uani 1 1 d . . . N3 N 0.8103(4) 0.66897(11) 0.0471(4) 0.0334(9) Uani 1 1 d . . . N4 N 0.6927(4) 0.68967(11) -0.1557(4) 0.0351(9) Uani 1 1 d . . . N5 N 0.8294(4) 0.58211(11) 0.1139(5) 0.0388(9) Uani 1 1 d . . . N6 N 0.8473(4) 0.54649(11) -0.0690(5) 0.0410(10) Uani 1 1 d . . . O1 O 0.7070(3) 0.60556(11) 0.3965(5) 0.0525(10) Uani 1 1 d . . . O2 O 0.6209(4) 0.64266(13) 0.2244(5) 0.0590(11) Uani 1 1 d . . . O3 O 0.0722(3) 0.63751(11) 0.1939(4) 0.0501(10) Uani 1 1 d . . . O4 O 0.0451(3) 0.60899(9) 0.3917(4) 0.0427(8) Uani 1 1 d . . . S1 S 0.35218(11) 0.62972(3) 0.23711(13) 0.0358(3) Uani 1 1 d . . . O6 O 0.5000 0.5000 0.5000 0.211(9) Uani 1 2 d SD . . N7 N 0.3407(8) 0.5923(2) 0.8703(8) 0.097(2) Uani 1 1 d DU . . O7 O 0.1354(8) 0.61985(19) 0.8203(12) 0.068(3) Uani 0.50 1 d PD . . O8 O 0.4513(19) 0.5074(5) 0.297(3) 0.241(15) Uani 0.50 1 d P . . C34 C 0.2091(12) 0.5915(4) 0.853(2) 0.107(5) Uani 0.497(9) 1 d PD A 1 H34A H 0.1704 0.5696 0.8652 0.128 Uiso 0.497(9) 1 calc PR A 1 C35 C 0.394(2) 0.6275(4) 0.847(2) 0.126(6) Uani 0.497(9) 1 d PD A 1 H35A H 0.4850 0.6255 0.8583 0.189 Uiso 0.497(9) 1 calc PR A 1 H35B H 0.3740 0.6442 0.9172 0.189 Uiso 0.497(9) 1 calc PR A 1 H35C H 0.3585 0.6358 0.7514 0.189 Uiso 0.497(9) 1 calc PR A 1 C36 C 0.408(3) 0.5601(6) 0.930(4) 0.171(9) Uani 0.497(9) 1 d PD A 1 H36A H 0.3726 0.5513 1.0089 0.256 Uiso 0.497(9) 1 calc PR A 1 H36B H 0.4969 0.5657 0.9637 0.256 Uiso 0.497(9) 1 calc PR A 1 H36C H 0.4008 0.5420 0.8557 0.256 Uiso 0.497(9) 1 calc PR A 1 C34' C 0.2580(12) 0.6200(4) 0.818(2) 0.107(5) Uani 0.503(9) 1 d PD A 2 H34B H 0.2911 0.6400 0.7786 0.128 Uiso 0.503(9) 1 calc PR A 2 C35' C 0.4775(13) 0.5997(7) 0.881(2) 0.126(6) Uani 0.503(9) 1 d PD A 2 H35D H 0.4894 0.6144 0.8015 0.189 Uiso 0.503(9) 1 calc PR A 2 H35E H 0.5225 0.5774 0.8793 0.189 Uiso 0.503(9) 1 calc PR A 2 H35F H 0.5097 0.6119 0.9708 0.189 Uiso 0.503(9) 1 calc PR A 2 C36' C 0.299(3) 0.5576(5) 0.916(4) 0.171(9) Uani 0.503(9) 1 d PDU A 2 H36D H 0.3680 0.5467 0.9832 0.256 Uiso 0.503(9) 1 calc PR A 2 H36E H 0.2748 0.5424 0.8334 0.256 Uiso 0.503(9) 1 calc PR A 2 H36F H 0.2279 0.5611 0.9629 0.256 Uiso 0.503(9) 1 calc PR A 2 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 C37 0.085(15) 0.077(13) 0.34(4) 0.00(2) 0.00(2) 0.026(12) Cd1 0.01945(15) 0.03068(17) 0.02827(18) -0.00262(14) 0.00480(11) 0.00073(13) C1 0.028(2) 0.045(3) 0.041(3) -0.014(2) 0.015(2) -0.003(2) C2 0.026(2) 0.032(2) 0.041(3) -0.010(2) 0.0073(19) 0.0011(18) C3 0.023(2) 0.053(3) 0.048(3) 0.014(2) 0.009(2) 0.006(2) C4 0.028(2) 0.051(3) 0.050(3) 0.014(2) 0.011(2) 0.000(2) C5 0.020(2) 0.034(2) 0.043(3) -0.004(2) 0.0097(19) 0.0020(18) C6 0.024(2) 0.028(2) 0.047(3) -0.006(2) 0.010(2) -0.0013(18) C7 0.042(3) 0.043(3) 0.047(3) -0.010(2) -0.010(2) 0.009(2) C8 0.047(3) 0.037(3) 0.050(3) -0.012(2) -0.009(2) 0.013(2) C9 0.029(2) 0.031(2) 0.034(3) -0.0063(19) 0.0072(19) 0.0008(18) C10 0.025(2) 0.037(2) 0.031(2) -0.0046(19) 0.0064(18) -0.0034(18) C11 0.033(2) 0.032(2) 0.036(3) -0.003(2) 0.004(2) 0.0032(19) C12 0.039(3) 0.026(2) 0.041(3) -0.007(2) 0.005(2) 0.0013(19) C13 0.033(2) 0.039(2) 0.027(2) -0.0037(19) 0.0067(19) -0.0010(19) C14 0.045(3) 0.037(3) 0.031(3) 0.002(2) 0.003(2) -0.002(2) C15 0.045(3) 0.031(2) 0.038(3) -0.003(2) 0.003(2) -0.005(2) C16 0.030(2) 0.044(3) 0.032(3) 0.004(2) 0.008(2) -0.001(2) C17 0.030(2) 0.048(3) 0.043(3) 0.010(2) 0.012(2) 0.003(2) C18 0.034(3) 0.071(4) 0.035(3) 0.012(3) 0.014(2) 0.004(2) C19 0.030(2) 0.042(3) 0.028(2) 0.011(2) 0.0005(19) -0.002(2) C20 0.056(3) 0.036(3) 0.049(3) -0.005(2) -0.014(3) 0.011(2) C21 0.070(4) 0.043(3) 0.035(3) -0.006(2) -0.017(3) 0.012(3) C22 0.033(2) 0.037(2) 0.030(2) 0.0049(19) 0.0048(19) 0.0008(19) C23 0.032(2) 0.053(3) 0.036(3) -0.003(2) 0.005(2) 0.008(2) C24 0.037(3) 0.055(3) 0.030(3) -0.006(2) 0.004(2) 0.004(2) C25 0.056(3) 0.045(3) 0.062(4) -0.009(3) 0.030(3) -0.011(3) C26 0.066(4) 0.050(3) 0.065(4) -0.018(3) 0.031(3) -0.026(3) C27 0.050(3) 0.033(3) 0.050(3) -0.012(2) 0.020(3) -0.005(2) C28 0.055(3) 0.034(3) 0.040(3) -0.011(2) 0.015(2) -0.005(2) C29 0.142(6) 0.032(3) 0.075(4) -0.006(3) 0.057(4) 0.004(3) C30 0.147(6) 0.036(3) 0.070(4) -0.001(3) 0.059(4) 0.000(4) C31 0.066(4) 0.029(2) 0.045(3) -0.005(2) 0.020(3) -0.001(2) C32 0.069(4) 0.031(3) 0.043(3) -0.006(2) 0.010(3) 0.012(2) C33 0.072(4) 0.037(3) 0.040(3) 0.002(2) 0.014(3) 0.010(3) N1 0.032(2) 0.032(2) 0.035(2) -0.0066(16) 0.0049(17) 0.0002(16) N2 0.0285(18) 0.0303(19) 0.031(2) -0.0040(16) 0.0032(16) 0.0005(15) N3 0.0290(19) 0.039(2) 0.032(2) 0.0044(17) 0.0040(16) 0.0002(16) N4 0.0291(19) 0.046(2) 0.029(2) 0.0099(17) 0.0021(16) 0.0008(17) N5 0.042(2) 0.033(2) 0.043(2) -0.0114(18) 0.0137(19) -0.0016(18) N6 0.052(3) 0.032(2) 0.041(2) -0.0088(18) 0.012(2) -0.0024(19) O1 0.0254(17) 0.062(2) 0.071(3) 0.004(2) 0.0123(18) 0.0014(17) O2 0.037(2) 0.087(3) 0.057(3) 0.021(2) 0.0191(19) -0.0063(19) O3 0.0239(16) 0.065(3) 0.058(2) 0.014(2) -0.0004(16) 0.0020(16) O4 0.0248(16) 0.0416(19) 0.064(2) -0.0013(17) 0.0143(16) 0.0016(14) S1 0.0269(5) 0.0473(7) 0.0333(6) 0.0038(5) 0.0065(5) -0.0012(5) O6 0.111(9) 0.077(7) 0.39(2) -0.052(10) -0.097(12) 0.009(6) N7 0.114(6) 0.093(5) 0.085(5) 0.001(4) 0.022(5) 0.010(5) O7 0.064(5) 0.025(4) 0.110(8) -0.007(4) 0.003(5) 0.001(4) O8 0.149(16) 0.124(14) 0.37(3) -0.092(18) -0.15(2) 0.008(12) C34 0.152(14) 0.069(8) 0.099(10) -0.009(7) 0.022(10) -0.012(9) C35 0.140(16) 0.146(16) 0.093(11) -0.014(11) 0.029(11) 0.015(11) C36 0.15(2) 0.128(13) 0.24(2) 0.017(15) 0.06(2) 0.017(17) C34' 0.152(14) 0.069(8) 0.099(10) -0.009(7) 0.022(10) -0.012(9) C35' 0.140(16) 0.146(16) 0.093(11) -0.014(11) 0.029(11) 0.015(11) C36' 0.15(2) 0.128(13) 0.24(2) 0.017(15) 0.06(2) 0.017(17) _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 C37 O6 1.413(10) . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? Cd1 N1 2.315(4) . ? Cd1 N5 2.317(4) . ? Cd1 N3 2.366(4) . ? Cd1 O4 2.373(3) 1_655 ? Cd1 O1 2.433(4) . ? Cd1 O2 2.455(4) . ? Cd1 O3 2.552(3) 1_655 ? C1 O2 1.236(7) . ? C1 O1 1.250(6) . ? C1 C2 1.488(6) . ? C2 C3 1.356(7) . ? C2 S1 1.711(5) . ? C3 C4 1.403(6) . ? C3 H3 0.9300 . ? C4 C5 1.356(7) . ? C4 H4 0.9300 . ? C5 C6 1.496(6) . ? C5 S1 1.721(5) . ? C6 O3 1.239(6) . ? C6 O4 1.252(6) . ? C7 C8 1.356(7) . ? C7 N1 1.363(6) . ? C7 H7 0.9300 . ? C8 N2 1.372(6) . ? C8 H8 0.9300 . ? C9 N1 1.315(6) . ? C9 N2 1.356(6) . ? C9 H9 0.9300 . ? C10 C11 1.387(6) . ? C10 C15 1.388(7) . ? C10 N2 1.426(6) . ? C11 C12 1.382(7) . ? C11 H11 0.9300 . ? C12 C13 1.392(7) . ? C12 H12 0.9300 . ? C13 C14 1.386(7) . ? C13 C22 1.495(6) 4_677 ? C14 C15 1.374(7) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 N3 1.315(6) . ? C16 N4 1.360(6) . ? C16 H16 0.9300 . ? C17 C18 1.342(7) . ? C17 N3 1.377(6) . ? C17 H17 0.9300 . ? C18 N4 1.376(6) . ? C18 H18 0.9300 . ? C19 C24 1.359(7) . ? C19 C20 1.377(7) . ? C19 N4 1.434(6) . ? C20 C21 1.383(7) . ? C20 H20 0.9300 . ? C21 C22 1.395(7) . ? C21 H21 0.9300 . ? C22 C23 1.390(7) . ? C22 C13 1.495(6) 4_474 ? C23 C24 1.387(7) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.351(8) . ? C25 N5 1.374(7) . ? C25 H25 0.9300 . ? C26 N6 1.365(7) . ? C26 H26 0.9300 . ? C27 N5 1.311(6) . ? C27 N6 1.359(6) . ? C27 H27 0.9300 . ? C28 C29 1.352(8) . ? C28 C33 1.373(7) . ? C28 N6 1.429(6) . ? C29 C30 1.378(9) . ? C29 H29 0.9300 . ? C30 C31 1.389(8) . ? C30 H30 0.9300 . ? C31 C32 1.383(7) . ? C31 C31 1.483(10) 3_764 ? C32 C33 1.389(7) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? O3 Cd1 2.552(3) 1_455 ? O4 Cd1 2.373(3) 1_455 ? O6 C37 1.413(10) 3_666 ? N7 C34 1.385(9) . ? N7 C34' 1.388(9) . ? N7 C36 1.455(10) . ? N7 C36' 1.457(10) . ? N7 C35 1.464(10) . ? N7 C35' 1.473(10) . ? O7 C34' 1.316(10) . ? O7 C34 1.320(9) . ? C34 H34A 0.9300 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C34' H34B 0.9300 . ? C35' H35D 0.9600 . ? C35' H35E 0.9600 . ? C35' H35F 0.9600 . ? C36' H36D 0.9600 . ? C36' H36E 0.9600 . ? C36' H36F 0.9600 . ? 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 O6 C37 H37A 109.5 . . ? O6 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O6 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N1 Cd1 N5 173.54(15) . . ? N1 Cd1 N3 95.59(14) . . ? N5 Cd1 N3 89.46(15) . . ? N1 Cd1 O4 84.68(13) . 1_655 ? N5 Cd1 O4 88.96(14) . 1_655 ? N3 Cd1 O4 131.19(12) . 1_655 ? N1 Cd1 O1 91.69(14) . . ? N5 Cd1 O1 88.06(14) . . ? N3 Cd1 O1 130.65(13) . . ? O4 Cd1 O1 98.04(12) 1_655 . ? N1 Cd1 O2 91.70(15) . . ? N5 Cd1 O2 93.33(15) . . ? N3 Cd1 O2 77.76(13) . . ? O4 Cd1 O2 151.01(13) 1_655 . ? O1 Cd1 O2 53.24(13) . . ? N1 Cd1 O3 92.26(14) . 1_655 ? N5 Cd1 O3 84.81(14) . 1_655 ? N3 Cd1 O3 78.10(12) . 1_655 ? O4 Cd1 O3 53.18(12) 1_655 1_655 ? O1 Cd1 O3 150.36(12) . 1_655 ? O2 Cd1 O3 155.80(13) . 1_655 ? O2 C1 O1 123.4(4) . . ? O2 C1 C2 117.9(5) . . ? O1 C1 C2 118.7(5) . . ? C3 C2 C1 129.3(5) . . ? C3 C2 S1 111.2(3) . . ? C1 C2 S1 119.4(4) . . ? C2 C3 C4 113.1(4) . . ? C2 C3 H3 123.5 . . ? C4 C3 H3 123.5 . . ? C5 C4 C3 113.0(4) . . ? C5 C4 H4 123.5 . . ? C3 C4 H4 123.5 . . ? C4 C5 C6 128.9(4) . . ? C4 C5 S1 110.9(3) . . ? C6 C5 S1 120.1(4) . . ? O3 C6 O4 125.1(4) . . ? O3 C6 C5 117.5(4) . . ? O4 C6 C5 117.4(5) . . ? C8 C7 N1 110.0(4) . . ? C8 C7 H7 125.0 . . ? N1 C7 H7 125.0 . . ? C7 C8 N2 106.5(4) . . ? C7 C8 H8 126.7 . . ? N2 C8 H8 126.7 . . ? N1 C9 N2 111.8(4) . . ? N1 C9 H9 124.1 . . ? N2 C9 H9 124.1 . . ? C11 C10 C15 119.4(4) . . ? C11 C10 N2 120.2(4) . . ? C15 C10 N2 120.5(4) . . ? C12 C11 C10 119.6(4) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 121.4(4) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? C14 C13 C12 118.0(4) . . ? C14 C13 C22 121.4(4) . 4_677 ? C12 C13 C22 120.5(4) . 4_677 ? C15 C14 C13 121.1(5) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C10 120.4(4) . . ? C14 C15 H15 119.8 . . ? C10 C15 H15 119.8 . . ? N3 C16 N4 111.4(4) . . ? N3 C16 H16 124.3 . . ? N4 C16 H16 124.3 . . ? C18 C17 N3 110.1(4) . . ? C18 C17 H17 124.9 . . ? N3 C17 H17 124.9 . . ? C17 C18 N4 106.6(4) . . ? C17 C18 H18 126.7 . . ? N4 C18 H18 126.7 . . ? C24 C19 C20 120.6(4) . . ? C24 C19 N4 121.1(4) . . ? C20 C19 N4 118.3(4) . . ? C19 C20 C21 119.0(5) . . ? C19 C20 H20 120.5 . . ? C21 C20 H20 120.5 . . ? C20 C21 C22 121.8(5) . . ? C20 C21 H21 119.1 . . ? C22 C21 H21 119.1 . . ? C23 C22 C21 117.3(4) . . ? C23 C22 C13 122.3(4) . 4_474 ? C21 C22 C13 120.3(4) . 4_474 ? C24 C23 C22 120.7(5) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C19 C24 C23 120.5(5) . . ? C19 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C26 C25 N5 109.7(5) . . ? C26 C25 H25 125.1 . . ? N5 C25 H25 125.1 . . ? C25 C26 N6 106.9(5) . . ? C25 C26 H26 126.6 . . ? N6 C26 H26 126.6 . . ? N5 C27 N6 111.7(5) . . ? N5 C27 H27 124.1 . . ? N6 C27 H27 124.1 . . ? C29 C28 C33 119.8(5) . . ? C29 C28 N6 120.4(5) . . ? C33 C28 N6 119.8(5) . . ? C28 C29 C30 120.6(6) . . ? C28 C29 H29 119.7 . . ? C30 C29 H29 119.7 . . ? C29 C30 C31 121.8(6) . . ? C29 C30 H30 119.1 . . ? C31 C30 H30 119.1 . . ? C32 C31 C30 116.3(5) . . ? C32 C31 C31 121.9(6) . 3_764 ? C30 C31 C31 121.7(6) . 3_764 ? C31 C32 C33 122.0(5) . . ? C31 C32 H32 119.0 . . ? C33 C32 H32 119.0 . . ? C28 C33 C32 119.5(5) . . ? C28 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C9 N1 C7 105.6(4) . . ? C9 N1 Cd1 128.1(3) . . ? C7 N1 Cd1 126.0(3) . . ? C9 N2 C8 106.1(4) . . ? C9 N2 C10 127.0(4) . . ? C8 N2 C10 126.9(4) . . ? C16 N3 C17 105.5(4) . . ? C16 N3 Cd1 125.9(3) . . ? C17 N3 Cd1 123.9(3) . . ? C16 N4 C18 106.4(4) . . ? C16 N4 C19 126.9(4) . . ? C18 N4 C19 126.7(4) . . ? C27 N5 C25 105.4(4) . . ? C27 N5 Cd1 124.6(3) . . ? C25 N5 Cd1 129.6(3) . . ? C27 N6 C26 106.2(4) . . ? C27 N6 C28 126.1(4) . . ? C26 N6 C28 127.7(4) . . ? C1 O1 Cd1 91.9(3) . . ? C1 O2 Cd1 91.2(3) . . ? C6 O3 Cd1 86.9(3) . 1_455 ? C6 O4 Cd1 94.9(3) . 1_455 ? C2 S1 C5 91.8(2) . . ? C37 O6 C37 180.0(16) . 3_666 ? C34 N7 C34' 54.0(10) . . ? C34 N7 C36 116.5(15) . . ? C34' N7 C36 170.4(16) . . ? C34 N7 C36' 69.8(13) . . ? C34' N7 C36' 123.8(16) . . ? C36 N7 C36' 46.7(14) . . ? C34 N7 C35 114.8(13) . . ? C34' N7 C35 61.3(11) . . ? C36 N7 C35 128.0(17) . . ? C36' N7 C35 170.9(19) . . ? C34 N7 C35' 170.2(13) . . ? C34' N7 C35' 116.2(13) . . ? C36 N7 C35' 73.3(15) . . ? C36' N7 C35' 120.0(16) . . ? C35 N7 C35' 55.3(12) . . ? C34' O7 C34 57.0(11) . . ? O7 C34 N7 123.9(12) . . ? O7 C34 H34A 118.1 . . ? N7 C34 H34A 118.1 . . ? N7 C35 H35A 109.5 . . ? N7 C35 H35B 109.5 . . ? N7 C35 H35C 109.5 . . ? N7 C36 H36A 109.5 . . ? N7 C36 H36B 109.5 . . ? N7 C36 H36C 109.5 . . ? O7 C34' N7 123.9(12) . . ? O7 C34' H34B 118.0 . . ? N7 C34' H34B 118.0 . . ? N7 C35' H35D 109.5 . . ? N7 C35' H35E 109.5 . . ? H35D C35' H35E 109.5 . . ? N7 C35' H35F 109.5 . . ? H35D C35' H35F 109.5 . . ? H35E C35' H35F 109.5 . . ? N7 C36' H36D 109.5 . . ? N7 C36' H36E 109.5 . . ? H36D C36' H36E 109.5 . . ? N7 C36' H36F 109.5 . . ? H36D C36' H36F 109.5 . . ? H36E C36' H36F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.777 _refine_diff_density_min -1.559 _refine_diff_density_rms 0.096 _database_code_depnum_ccdc_archive 'CCDC 930846' ####################################################################### # # 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_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H46 Co2 N14 O14 S3' _chemical_formula_weight 1329.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 22.9568(15) _cell_length_b 13.2642(9) _cell_length_c 19.3659(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5897.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 13723 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 30.9 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2728 _exptl_absorpt_coefficient_mu 0.746 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.849 _exptl_absorpt_correction_T_max 0.874 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 CCD' _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 50342 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_unetI/netI 0.0230 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 28.00 _reflns_number_total 7116 _reflns_number_gt 5801 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0877P)^2^+7.3180P] 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 7116 _refine_ls_number_parameters 393 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.0627 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1586 _refine_ls_wR_factor_gt 0.1469 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.089 _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 Co1 Co 0.651455(14) 0.26504(3) 0.134034(17) 0.01884(12) Uani 1 1 d . . . N1 N 0.64500(10) 0.42491(17) 0.14730(12) 0.0257(5) Uani 1 1 d . . . N2 N 0.62686(10) 0.58513(16) 0.12640(12) 0.0242(5) Uani 1 1 d . . . N3 N 0.43736(10) 0.74868(17) -0.10962(12) 0.0256(5) Uani 1 1 d . . . N4 N 0.52045(10) 0.76322(18) -0.05447(13) 0.0277(5) Uani 1 1 d . . . N5 N 0.66193(10) 1.10569(18) 0.12127(13) 0.0297(5) Uani 1 1 d . . . N6 N 0.65184(10) 0.94502(17) 0.09634(14) 0.0279(5) Uani 1 1 d . . . O1 O 0.63772(10) 0.24935(17) 0.24372(12) 0.0367(5) Uani 1 1 d . . . O2 O 0.72849(10) 0.25775(16) 0.20768(10) 0.0336(5) Uani 1 1 d . . . O3 O 0.79543(11) 0.22102(18) 0.55100(11) 0.0432(6) Uani 1 1 d . . . O4 O 0.85730(12) 0.1646(3) 0.47255(15) 0.0735(10) Uani 1 1 d . . . C1 C 0.69160(14) 0.2516(2) 0.25526(14) 0.0289(6) Uani 1 1 d . . . C2 C 0.71147(13) 0.2492(2) 0.32857(15) 0.0320(6) Uani 1 1 d . . . C3 C 0.68250(16) 0.2864(3) 0.38418(17) 0.0447(8) Uani 1 1 d . . . H3 H 0.6458 0.3161 0.3818 0.054 Uiso 1 1 calc R . . C4 C 0.71448(17) 0.2748(3) 0.44596(17) 0.0477(9) Uani 1 1 d . . . H4 H 0.7015 0.2973 0.4888 0.057 Uiso 1 1 calc R . . C5 C 0.76634(14) 0.2270(3) 0.43609(15) 0.0366(7) Uani 1 1 d . . . C6 C 0.80998(15) 0.2027(3) 0.49026(16) 0.0409(8) Uani 1 1 d . . . C7 C 0.65135(13) 0.4795(2) 0.20738(16) 0.0321(6) Uani 1 1 d . . . H7 H 0.6615 0.4524 0.2500 0.039 Uiso 1 1 calc R . . C8 C 0.64069(13) 0.5779(2) 0.19531(15) 0.0305(6) Uani 1 1 d . . . H8 H 0.6424 0.6303 0.2272 0.037 Uiso 1 1 calc R . . C9 C 0.63010(12) 0.49075(19) 0.10000(15) 0.0268(5) Uani 1 1 d . . . H9 H 0.6227 0.4747 0.0541 0.032 Uiso 1 1 calc R . . C10 C 0.70700(14) 0.9568(3) 0.1214(2) 0.0500(10) Uani 1 1 d . . . H10 H 0.7350 0.9068 0.1272 0.060 Uiso 1 1 calc R . . C11 C 0.71268(14) 1.0553(3) 0.1360(2) 0.0501(10) Uani 1 1 d . . . H11 H 0.7462 1.0851 0.1536 0.060 Uiso 1 1 calc R . . C12 C 0.62647(12) 1.0371(2) 0.09756(16) 0.0289(6) Uani 1 1 d . . . H12 H 0.5885 1.0499 0.0833 0.035 Uiso 1 1 calc R . . C13 C 0.52776(15) 0.8091(3) -0.11743(18) 0.0443(8) Uani 1 1 d . . . H13 H 0.5611 0.8410 -0.1337 0.053 Uiso 1 1 calc R . . C14 C 0.47654(14) 0.7985(3) -0.15098(17) 0.0403(7) Uani 1 1 d . . . H14 H 0.4689 0.8215 -0.1954 0.048 Uiso 1 1 calc R . . C15 C 0.46509(12) 0.7298(2) -0.05214(15) 0.0297(6) Uani 1 1 d . . . H15 H 0.4486 0.6973 -0.0143 0.036 Uiso 1 1 calc R . . C16 C 0.56074(11) 0.7624(2) 0.00181(15) 0.0262(5) Uani 1 1 d . . . C17 C 0.57318(11) 0.6728(2) 0.03575(15) 0.0270(5) Uani 1 1 d . . . H17 H 0.5556 0.6127 0.0224 0.032 Uiso 1 1 calc R . . C18 C 0.61265(11) 0.67529(19) 0.09021(14) 0.0237(5) Uani 1 1 d . . . C19 C 0.63955(12) 0.7653(2) 0.11028(15) 0.0255(5) Uani 1 1 d . . . H19 H 0.6665 0.7661 0.1461 0.031 Uiso 1 1 calc R . . C21 C 0.58586(12) 0.8533(2) 0.02146(15) 0.0289(6) Uani 1 1 d . . . H21 H 0.5765 0.9129 -0.0012 0.035 Uiso 1 1 calc R . . S1 S 0.77751(4) 0.19974(7) 0.35066(4) 0.0404(2) Uani 1 1 d . . . C20 C 0.62524(11) 0.85293(19) 0.07567(15) 0.0256(5) Uani 1 1 d . . . C22 C 0.4866(3) 0.4409(5) 0.2177(4) 0.107(2) Uani 1 1 d . . . H22 H 0.4770 0.3829 0.1933 0.128 Uiso 1 1 calc R . . C23 C 0.4762(2) 0.5361(4) 0.1947(3) 0.0699(13) Uani 1 1 d . . . C24 C 0.4425(3) 0.5564(6) 0.1319(3) 0.0926(19) Uani 1 1 d . . . C25 C 0.0639(5) 0.5904(6) 0.6136(4) 0.148(4) Uani 1 1 d D . . H25 H 0.0336 0.6234 0.6361 0.178 Uiso 1 1 calc R . . C26 C 0.1615(5) 0.5272(9) 0.6142(6) 0.172(4) Uani 1 1 d DU . . H26A H 0.1559 0.4579 0.6016 0.258 Uiso 1 1 calc R . . H26B H 0.1954 0.5330 0.6431 0.258 Uiso 1 1 calc R . . H26C H 0.1669 0.5670 0.5733 0.258 Uiso 1 1 calc R . . C27 C 0.1063(8) 0.5772(13) 0.7249(6) 0.277(8) Uani 1 1 d DU . . H27A H 0.0968 0.6464 0.7344 0.416 Uiso 1 1 calc R . . H27B H 0.1427 0.5606 0.7465 0.416 Uiso 1 1 calc R . . H27C H 0.0762 0.5343 0.7428 0.416 Uiso 1 1 calc R . . N7 N 0.1111(4) 0.5628(5) 0.6513(4) 0.133(3) Uani 1 1 d D . . O5 O 0.0592(3) 0.5749(4) 0.5539(3) 0.142(2) Uani 1 1 d D . . O6 O 0.4352(3) 0.4995(5) 0.0838(3) 0.144(2) Uani 1 1 d U . . O7 O 0.4215(2) 0.6500(4) 0.1313(2) 0.1021(14) Uani 1 1 d . . . H7A H 0.4032 0.6593 0.0955 0.153 Uiso 1 1 calc R . . S2 S 0.5000 0.62424(14) 0.2500 0.0643(4) 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 Co1 0.02063(19) 0.01819(18) 0.01771(19) 0.00063(12) -0.00213(12) -0.00021(12) N1 0.0295(11) 0.0191(11) 0.0286(12) 0.0005(9) -0.0003(9) 0.0010(9) N2 0.0270(11) 0.0178(10) 0.0278(11) -0.0005(8) -0.0031(9) -0.0001(8) N3 0.0232(11) 0.0271(11) 0.0267(11) -0.0008(9) -0.0048(9) 0.0009(9) N4 0.0236(11) 0.0284(11) 0.0311(12) 0.0011(9) -0.0078(9) -0.0018(9) N5 0.0288(12) 0.0182(11) 0.0420(14) -0.0029(9) -0.0064(10) 0.0016(9) N6 0.0261(11) 0.0159(10) 0.0417(14) -0.0023(9) -0.0086(10) 0.0019(8) O1 0.0392(12) 0.0423(12) 0.0285(11) 0.0046(9) -0.0109(9) -0.0016(9) O2 0.0444(12) 0.0358(11) 0.0206(10) 0.0017(8) -0.0036(8) -0.0027(9) O3 0.0598(15) 0.0462(13) 0.0235(11) 0.0044(9) -0.0151(10) -0.0102(11) O4 0.0458(16) 0.135(3) 0.0403(15) 0.0190(18) -0.0112(12) 0.0064(17) C1 0.0421(16) 0.0230(13) 0.0216(13) 0.0024(10) -0.0075(11) -0.0016(11) C2 0.0349(15) 0.0389(16) 0.0224(14) 0.0052(11) -0.0065(11) -0.0027(12) C3 0.0392(18) 0.068(2) 0.0266(15) 0.0038(15) -0.0018(13) 0.0083(16) C4 0.049(2) 0.075(3) 0.0192(14) -0.0019(15) 0.0001(13) 0.0044(18) C5 0.0411(17) 0.0503(19) 0.0184(13) 0.0047(12) -0.0075(11) -0.0083(14) C6 0.0419(18) 0.055(2) 0.0261(15) 0.0102(14) -0.0122(13) -0.0152(15) C7 0.0420(16) 0.0263(14) 0.0281(14) 0.0013(11) -0.0030(12) 0.0004(12) C8 0.0402(15) 0.0250(13) 0.0263(14) -0.0036(10) -0.0042(11) 0.0019(11) C9 0.0331(13) 0.0191(12) 0.0281(13) -0.0024(10) -0.0024(11) 0.0001(10) C10 0.0284(15) 0.0251(15) 0.096(3) -0.0124(16) -0.0214(17) 0.0059(12) C11 0.0270(15) 0.0262(15) 0.097(3) -0.0134(17) -0.0210(17) 0.0023(12) C12 0.0269(13) 0.0182(12) 0.0415(16) -0.0035(11) -0.0101(11) 0.0033(10) C13 0.0324(16) 0.058(2) 0.0421(18) 0.0152(16) -0.0024(13) -0.0080(15) C14 0.0309(15) 0.059(2) 0.0313(16) 0.0107(14) -0.0028(12) -0.0020(14) C15 0.0243(13) 0.0351(15) 0.0298(14) 0.0040(11) -0.0055(11) -0.0035(11) C16 0.0216(12) 0.0259(13) 0.0312(14) -0.0007(10) -0.0068(10) 0.0000(10) C17 0.0241(12) 0.0206(12) 0.0362(14) -0.0038(10) -0.0067(11) -0.0032(10) C18 0.0246(12) 0.0176(11) 0.0289(13) -0.0006(9) -0.0025(10) 0.0018(9) C19 0.0258(12) 0.0205(12) 0.0303(14) -0.0031(10) -0.0072(11) 0.0020(10) C21 0.0276(13) 0.0193(12) 0.0398(15) 0.0018(11) -0.0077(11) 0.0019(10) S1 0.0405(4) 0.0597(5) 0.0211(3) -0.0006(3) -0.0066(3) 0.0082(4) C20 0.0238(12) 0.0179(12) 0.0352(14) -0.0045(10) -0.0034(10) -0.0011(9) C22 0.101(5) 0.074(4) 0.145(7) -0.022(4) -0.014(4) 0.013(3) C23 0.056(2) 0.085(4) 0.069(3) -0.016(3) 0.009(2) 0.001(2) C24 0.089(4) 0.112(5) 0.077(4) -0.034(3) 0.001(3) 0.013(4) C25 0.247(12) 0.106(6) 0.091(5) -0.017(5) -0.035(7) 0.049(7) C26 0.165(7) 0.132(7) 0.219(9) -0.012(7) -0.025(7) -0.011(6) C27 0.311(11) 0.303(12) 0.218(10) 0.004(9) -0.028(9) -0.014(9) N7 0.211(8) 0.094(4) 0.094(4) 0.009(3) -0.038(5) -0.032(5) O5 0.210(6) 0.118(4) 0.099(4) -0.021(3) -0.016(4) 0.053(4) O6 0.168(4) 0.141(4) 0.124(3) -0.061(3) -0.031(3) 0.018(3) O7 0.104(3) 0.125(4) 0.078(3) -0.021(2) -0.014(2) 0.021(3) S2 0.0575(9) 0.0699(10) 0.0655(10) 0.000 0.0042(7) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O3 2.027(2) 2_654 ? Co1 N3 2.101(2) 5_665 ? Co1 N1 2.141(2) . ? Co1 N5 2.142(2) 1_545 ? Co1 O1 2.157(2) . ? Co1 O2 2.274(2) . ? N1 C9 1.311(4) . ? N1 C7 1.378(4) . ? N2 C9 1.354(3) . ? N2 C8 1.375(4) . ? N2 C18 1.424(3) . ? N3 C15 1.307(4) . ? N3 C14 1.374(4) . ? N3 Co1 2.101(2) 5_665 ? N4 C15 1.347(4) . ? N4 C13 1.373(4) . ? N4 C16 1.430(3) . ? N5 C12 1.304(4) . ? N5 C11 1.374(4) . ? N5 Co1 2.142(2) 1_565 ? N6 C12 1.353(3) . ? N6 C10 1.365(4) . ? N6 C20 1.423(3) . ? O1 C1 1.257(4) . ? O2 C1 1.254(4) . ? O3 C6 1.247(4) . ? O3 Co1 2.027(2) 2_655 ? O4 C6 1.246(5) . ? C1 C2 1.491(4) . ? C2 C3 1.359(5) . ? C2 S1 1.707(3) . ? C3 C4 1.412(5) . ? C3 H3 0.9300 . ? C4 C5 1.362(5) . ? C4 H4 0.9300 . ? C5 C6 1.486(4) . ? C5 S1 1.713(3) . ? C7 C8 1.349(4) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.343(5) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.351(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.388(4) . ? C16 C21 1.389(4) . ? C17 C18 1.391(4) . ? C17 H17 0.9300 . ? C18 C19 1.399(4) . ? C19 C20 1.382(4) . ? C19 H19 0.9300 . ? C21 C20 1.385(4) . ? C21 H21 0.9300 . ? C22 C23 1.360(8) . ? C22 C22 1.394(14) 3_655 ? C22 H22 0.9300 . ? C23 C24 1.467(8) . ? C23 S2 1.676(5) . ? C24 O6 1.212(7) . ? C24 O7 1.331(8) . ? C25 O5 1.180(7) . ? C25 N7 1.357(8) . ? C25 H25 0.9300 . ? C26 N7 1.441(8) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 N7 1.444(9) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? O7 H7A 0.8200 . ? S2 C23 1.676(5) 3_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Co1 N3 114.41(10) 2_654 5_665 ? O3 Co1 N1 92.67(9) 2_654 . ? N3 Co1 N1 92.62(9) 5_665 . ? O3 Co1 N5 86.04(10) 2_654 1_545 ? N3 Co1 N5 89.85(9) 5_665 1_545 ? N1 Co1 N5 177.51(9) . 1_545 ? O3 Co1 O1 151.40(10) 2_654 . ? N3 Co1 O1 94.09(9) 5_665 . ? N1 Co1 O1 88.12(9) . . ? N5 Co1 O1 91.99(9) 1_545 . ? O3 Co1 O2 91.92(9) 2_654 . ? N3 Co1 O2 153.16(9) 5_665 . ? N1 Co1 O2 91.18(8) . . ? N5 Co1 O2 86.74(8) 1_545 . ? O1 Co1 O2 59.48(8) . . ? C9 N1 C7 105.5(2) . . ? C9 N1 Co1 126.43(19) . . ? C7 N1 Co1 127.89(19) . . ? C9 N2 C8 106.8(2) . . ? C9 N2 C18 127.1(2) . . ? C8 N2 C18 126.1(2) . . ? C15 N3 C14 105.7(2) . . ? C15 N3 Co1 130.4(2) . 5_665 ? C14 N3 Co1 123.08(19) . 5_665 ? C15 N4 C13 106.9(2) . . ? C15 N4 C16 125.6(2) . . ? C13 N4 C16 127.0(2) . . ? C12 N5 C11 105.2(2) . . ? C12 N5 Co1 131.23(19) . 1_565 ? C11 N5 Co1 123.5(2) . 1_565 ? C12 N6 C10 106.9(2) . . ? C12 N6 C20 126.5(2) . . ? C10 N6 C20 126.6(2) . . ? C1 O1 Co1 91.66(18) . . ? C1 O2 Co1 86.47(17) . . ? C6 O3 Co1 127.2(2) . 2_655 ? O2 C1 O1 122.4(3) . . ? O2 C1 C2 119.6(3) . . ? O1 C1 C2 118.0(3) . . ? C3 C2 C1 126.7(3) . . ? C3 C2 S1 112.1(2) . . ? C1 C2 S1 121.2(2) . . ? C2 C3 C4 112.2(3) . . ? C2 C3 H3 123.9 . . ? C4 C3 H3 123.9 . . ? C5 C4 C3 112.7(3) . . ? C5 C4 H4 123.6 . . ? C3 C4 H4 123.6 . . ? C4 C5 C6 126.2(3) . . ? C4 C5 S1 111.4(2) . . ? C6 C5 S1 122.4(3) . . ? O4 C6 O3 124.9(3) . . ? O4 C6 C5 118.8(3) . . ? O3 C6 C5 116.3(3) . . ? C8 C7 N1 110.1(3) . . ? C8 C7 H7 125.0 . . ? N1 C7 H7 125.0 . . ? C7 C8 N2 106.1(3) . . ? C7 C8 H8 127.0 . . ? N2 C8 H8 127.0 . . ? N1 C9 N2 111.5(2) . . ? N1 C9 H9 124.3 . . ? N2 C9 H9 124.3 . . ? C11 C10 N6 106.0(3) . . ? C11 C10 H10 127.0 . . ? N6 C10 H10 127.0 . . ? C10 C11 N5 110.3(3) . . ? C10 C11 H11 124.8 . . ? N5 C11 H11 124.8 . . ? N5 C12 N6 111.5(2) . . ? N5 C12 H12 124.2 . . ? N6 C12 H12 124.2 . . ? C14 C13 N4 105.9(3) . . ? C14 C13 H13 127.0 . . ? N4 C13 H13 127.0 . . ? C13 C14 N3 109.9(3) . . ? C13 C14 H14 125.1 . . ? N3 C14 H14 125.1 . . ? N3 C15 N4 111.6(3) . . ? N3 C15 H15 124.2 . . ? N4 C15 H15 124.2 . . ? C17 C16 C21 121.9(2) . . ? C17 C16 N4 120.1(2) . . ? C21 C16 N4 118.1(2) . . ? C16 C17 C18 118.2(2) . . ? C16 C17 H17 120.9 . . ? C18 C17 H17 120.9 . . ? C17 C18 C19 121.2(2) . . ? C17 C18 N2 120.2(2) . . ? C19 C18 N2 118.6(2) . . ? C20 C19 C18 118.6(2) . . ? C20 C19 H19 120.7 . . ? C18 C19 H19 120.7 . . ? C20 C21 C16 118.4(2) . . ? C20 C21 H21 120.8 . . ? C16 C21 H21 120.8 . . ? C2 S1 C5 91.61(16) . . ? C19 C20 C21 121.7(2) . . ? C19 C20 N6 118.9(2) . . ? C21 C20 N6 119.4(2) . . ? C23 C22 C22 111.8(4) . 3_655 ? C23 C22 H22 124.1 . . ? C22 C22 H22 124.1 3_655 . ? C22 C23 C24 122.3(5) . . ? C22 C23 S2 112.5(5) . . ? C24 C23 S2 125.0(5) . . ? O6 C24 O7 121.6(7) . . ? O6 C24 C23 126.7(7) . . ? O7 C24 C23 111.7(5) . . ? O5 C25 N7 123.6(9) . . ? O5 C25 H25 118.2 . . ? N7 C25 H25 118.2 . . ? N7 C26 H26A 109.5 . . ? N7 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N7 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N7 C27 H27A 109.5 . . ? N7 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N7 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 N7 C26 117.5(8) . . ? C25 N7 C27 115.7(11) . . ? C26 N7 C27 126.7(11) . . ? C24 O7 H7A 109.5 . . ? C23 S2 C23 91.6(4) . 3_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.672 _refine_diff_density_min -1.321 _refine_diff_density_rms 0.091 _database_code_depnum_ccdc_archive 'CCDC 930847'