# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_shelxl_C1 _database_code_depnum_ccdc_archive 'CCDC 898734' #TrackingRef 'C1_mam301.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H54 Cu3 N12 O6 S3' _chemical_formula_weight 1001.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 '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 Hexagonal _symmetry_space_group_name_H-M R3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x+y, y, z+1/2' 'x, x-y, z+1/2' '-y, -x, z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-x+y+2/3, y+1/3, z+5/6' 'x+2/3, x-y+1/3, z+5/6' '-y+2/3, -x+1/3, z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x+y+1/3, y+2/3, z+7/6' 'x+1/3, x-y+2/3, z+7/6' '-y+1/3, -x+2/3, z+7/6' _cell_length_a 21.8547(12) _cell_length_b 21.8547(13) _cell_length_c 16.8466(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6968.4(8) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5356 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3114 _exptl_absorpt_coefficient_mu 1.548 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.63035 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details sadabs _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 'Nonius Kappa CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24231 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.74 _diffrn_reflns_theta_max 25.71 _reflns_number_total 2924 _reflns_number_gt 2295 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'Denzo and Scalepak' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 3.1, 2006' _computing_publication_material 'Diamond 3.1, 2006' _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^)+(0.0397P)^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 0.019(13) _refine_ls_number_reflns 2924 _refine_ls_number_parameters 172 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0645 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.70171(18) 0.29303(17) 0.16479(16) 0.0430(7) Uani 1 1 d . . . C2 C 0.62751(18) 0.25811(16) 0.16590(16) 0.0456(7) Uani 1 1 d . . . C3 C 0.58458(17) 0.18239(16) 0.16987(17) 0.0497(8) Uani 1 1 d . . . H3 H 0.5359 0.1639 0.1701 0.060 Uiso 1 1 calc R . . C4 C 0.5540(2) 0.06194(19) 0.1792(3) 0.0744(11) Uani 1 1 d . . . H4A H 0.5388 0.0415 0.1268 0.089 Uiso 1 1 calc R . . H4B H 0.5129 0.0548 0.2090 0.089 Uiso 1 1 calc R . . C5 C 0.5906(2) 0.0282(2) 0.2218(2) 0.0730(11) Uani 1 1 d . . . H5A H 0.5955 0.0406 0.2776 0.088 Uiso 1 1 calc R . . H5B H 0.5622 -0.0228 0.2175 0.088 Uiso 1 1 calc R . . C6 C 0.6564(3) 0.0208(2) 0.1073(2) 0.0850(13) Uani 1 1 d . . . H6A H 0.6290 0.0328 0.0728 0.128 Uiso 1 1 calc R . . H6B H 0.6338 -0.0296 0.1122 0.128 Uiso 1 1 calc R . . H6C H 0.7029 0.0388 0.0856 0.128 Uiso 1 1 calc R . . C7 C 0.7035(2) 0.0329(2) 0.2395(2) 0.0718(10) Uani 1 1 d . . . H7A H 0.7493 0.0491 0.2166 0.108 Uiso 1 1 calc R . . H7B H 0.6796 -0.0175 0.2455 0.108 Uiso 1 1 calc R . . H7C H 0.7087 0.0546 0.2905 0.108 Uiso 1 1 calc R . . C8 C 0.8397(2) 0.16727(19) 0.1125(2) 0.0647(9) Uani 1 1 d . . . C9 C 0.7360(2) 0.2277(2) 0.3457(2) 0.0794(12) Uani 1 1 d . . . H9 H 0.7491 0.2671 0.3140 0.095 Uiso 1 1 calc R . . C10 C 0.7470(4) 0.3009(3) 0.4578(3) 0.1152(18) Uani 1 1 d . . . H10A H 0.7425 0.2948 0.5144 0.173 Uiso 1 1 calc R . . H10B H 0.7138 0.3140 0.4388 0.173 Uiso 1 1 calc R . . H10C H 0.7941 0.3373 0.4449 0.173 Uiso 1 1 calc R . . C11 C 0.7129(3) 0.1761(3) 0.4728(3) 0.118(2) Uani 1 1 d . . . H11A H 0.7137 0.1904 0.5269 0.176 Uiso 1 1 calc R . . H11B H 0.7455 0.1591 0.4666 0.176 Uiso 1 1 calc R . . H11C H 0.6661 0.1391 0.4596 0.176 Uiso 1 1 calc R . . N1 N 0.60623(15) 0.13798(14) 0.17317(15) 0.0551(7) Uani 1 1 d . . . N2 N 0.66162(17) 0.05242(15) 0.18673(15) 0.0595(7) Uani 1 1 d . . . N3 N 0.7955(2) 0.17308(18) 0.1408(2) 0.0764(9) Uani 1 1 d . . . N4 N 0.73290(16) 0.23549(15) 0.42105(14) 0.0610(8) Uani 1 1 d . . . O1 O 0.73697(11) 0.25975(11) 0.16367(12) 0.0554(6) Uani 1 1 d . . . O2 O 0.72327(18) 0.17240(15) 0.31166(14) 0.0833(8) Uani 1 1 d . . . Cu1 Cu 0.70402(2) 0.16029(2) 0.175084(16) 0.05228(13) Uani 1 1 d . . . S1 S 0.90255(8) 0.15973(8) 0.07345(11) 0.1156(5) 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 0.0534(19) 0.0514(19) 0.0298(12) 0.0026(13) 0.0019(13) 0.0303(17) C2 0.053(2) 0.0487(18) 0.0347(14) -0.0015(13) -0.0006(13) 0.0255(17) C3 0.0414(18) 0.057(2) 0.0451(16) -0.0053(16) -0.0034(14) 0.0202(16) C4 0.067(3) 0.048(2) 0.098(3) -0.007(2) -0.006(2) 0.021(2) C5 0.084(3) 0.050(2) 0.085(3) 0.0001(19) 0.005(2) 0.033(2) C6 0.127(4) 0.073(3) 0.068(2) -0.019(2) -0.008(2) 0.060(3) C7 0.102(3) 0.062(2) 0.067(2) 0.0024(18) 0.002(2) 0.052(2) C8 0.070(2) 0.055(2) 0.0700(19) 0.0020(18) 0.001(2) 0.032(2) C9 0.100(3) 0.077(3) 0.064(2) 0.001(2) 0.007(2) 0.046(3) C10 0.141(5) 0.098(4) 0.095(3) -0.020(3) 0.019(3) 0.051(4) C11 0.174(6) 0.113(4) 0.065(3) 0.007(3) -0.004(3) 0.071(4) N1 0.0583(17) 0.0449(16) 0.0604(16) -0.0061(14) -0.0033(14) 0.0245(14) N2 0.078(2) 0.0576(18) 0.0486(13) -0.0044(13) 0.0000(14) 0.0385(16) N3 0.089(2) 0.075(2) 0.082(2) 0.0149(17) 0.023(2) 0.055(2) N4 0.0709(19) 0.0633(19) 0.0433(15) -0.0089(14) -0.0035(12) 0.0294(16) O1 0.0560(14) 0.0548(14) 0.0619(12) 0.0066(11) 0.0068(11) 0.0327(12) O2 0.125(2) 0.0787(19) 0.0520(14) -0.0161(14) -0.0088(14) 0.0557(18) Cu1 0.0640(3) 0.0521(2) 0.04663(18) 0.00206(18) 0.00479(18) 0.0335(2) S1 0.0793(8) 0.1042(10) 0.1760(12) -0.0191(9) 0.0224(8) 0.0553(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.297(3) . ? C1 C2 1.405(5) . ? C1 C2 1.446(5) 2_655 ? C2 C3 1.439(4) . ? C2 C1 1.446(5) 3_665 ? C3 N1 1.276(4) . ? C3 H3 0.9300 . ? C4 N1 1.476(4) . ? C4 C5 1.512(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N2 1.489(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.483(4) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 N2 1.482(5) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 N3 1.140(5) . ? C8 S1 1.605(5) . ? C9 O2 1.236(5) . ? C9 N4 1.288(5) . ? C9 H9 0.9300 . ? C10 N4 1.442(5) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 N4 1.438(6) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? N1 Cu1 1.940(3) . ? N2 Cu1 2.067(3) . ? N3 Cu1 1.962(4) . ? O1 Cu1 1.927(2) . ? O2 Cu1 2.330(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 122.9(3) . . ? O1 C1 C2 117.3(3) . 2_655 ? C2 C1 C2 119.8(3) . 2_655 ? C1 C2 C3 122.5(3) . . ? C1 C2 C1 120.2(3) . 3_665 ? C3 C2 C1 117.3(3) . 3_665 ? N1 C3 C2 126.9(3) . . ? N1 C3 H3 116.6 . . ? C2 C3 H3 116.6 . . ? N1 C4 C5 106.4(3) . . ? N1 C4 H4A 110.4 . . ? C5 C4 H4A 110.4 . . ? N1 C4 H4B 110.4 . . ? C5 C4 H4B 110.4 . . ? H4A C4 H4B 108.6 . . ? N2 C5 C4 110.5(3) . . ? N2 C5 H5A 109.6 . . ? C4 C5 H5A 109.6 . . ? N2 C5 H5B 109.6 . . ? C4 C5 H5B 109.6 . . ? H5A C5 H5B 108.1 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 S1 179.3(4) . . ? O2 C9 N4 125.9(4) . . ? O2 C9 H9 117.1 . . ? N4 C9 H9 117.1 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 N1 C4 119.2(3) . . ? C3 N1 Cu1 126.2(2) . . ? C4 N1 Cu1 114.6(2) . . ? C7 N2 C6 108.8(3) . . ? C7 N2 C5 110.1(3) . . ? C6 N2 C5 111.6(3) . . ? C7 N2 Cu1 113.3(2) . . ? C6 N2 Cu1 109.4(2) . . ? C5 N2 Cu1 103.7(2) . . ? C8 N3 Cu1 165.3(4) . . ? C9 N4 C11 119.4(3) . . ? C9 N4 C10 123.8(4) . . ? C11 N4 C10 116.8(4) . . ? C1 O1 Cu1 129.7(2) . . ? C9 O2 Cu1 120.6(3) . . ? O1 Cu1 N1 91.45(10) . . ? O1 Cu1 N3 91.74(12) . . ? N1 Cu1 N3 161.20(13) . . ? O1 Cu1 N2 176.03(12) . . ? N1 Cu1 N2 84.58(11) . . ? N3 Cu1 N2 91.96(13) . . ? O1 Cu1 O2 91.49(10) . . ? N1 Cu1 O2 99.13(11) . . ? N3 Cu1 O2 99.30(13) . . ? N2 Cu1 O2 89.33(10) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.71 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.233 _refine_diff_density_min -0.194 _refine_diff_density_rms 0.046 data_shelxl _database_code_depnum_ccdc_archive 'CCDC 898735' #TrackingRef 'C2_ai24p4r.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H64 Cu3 N6 O13' _chemical_formula_weight 1135.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 20.274(3) _cell_length_b 20.274(3) _cell_length_c 11.094(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3949.3(11) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9821 _cell_measurement_theta_min 3.48 _cell_measurement_theta_max 26.21 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1773 _exptl_absorpt_coefficient_mu 1.267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3156 _exptl_absorpt_correction_T_max 1.0383 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13105 _diffrn_reflns_av_R_equivalents 0.0750 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 26.21 _reflns_number_total 3538 _reflns_number_gt 3047 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 3.1, 2006' _computing_publication_material 'Diamond 3.1, 2006' _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^)+(0.0357P)^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 -0.007(16) _refine_ls_number_reflns 3538 _refine_ls_number_parameters 257 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0783 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.40210(19) 0.66276(19) 0.7253(3) 0.0352(7) Uani 1 1 d . . . C2 C 0.40587(18) 0.73470(18) 0.7255(3) 0.0361(7) Uani 1 1 d . . . C3 C 0.4760(2) 0.8043(2) 0.7237(3) 0.0418(8) Uani 1 1 d . A . H3 H 0.4731 0.8487 0.7200 0.050 Uiso 1 1 calc R . . C4 C 0.6097(2) 0.8891(2) 0.7179(6) 0.0725(14) Uani 0.80 1 d P A 1 H4A H 0.5997 0.9253 0.7595 0.087 Uiso 0.80 1 calc PR A 1 H4B H 0.6205 0.9043 0.6341 0.087 Uiso 0.80 1 calc PR A 1 C5 C 0.6753(3) 0.8880(3) 0.7735(8) 0.0762(19) Uani 0.80 1 d P A 1 H5A H 0.6710 0.8883 0.8605 0.091 Uiso 0.80 1 calc PR A 1 H5B H 0.7219 0.9335 0.7500 0.091 Uiso 0.80 1 calc PR A 1 C6 C 0.7050(5) 0.8221(6) 0.6170(8) 0.090(3) Uani 0.80 1 d P A 1 H6A H 0.7052 0.7757 0.6003 0.135 Uiso 0.80 1 calc PR A 1 H6B H 0.7557 0.8646 0.6082 0.135 Uiso 0.80 1 calc PR A 1 H6C H 0.6716 0.8274 0.5616 0.135 Uiso 0.80 1 calc PR A 1 C7 C 0.7320(4) 0.8124(5) 0.8232(7) 0.082(2) Uani 0.80 1 d P A 1 H7A H 0.7143 0.8104 0.9041 0.123 Uiso 0.80 1 calc PR A 1 H7B H 0.7824 0.8554 0.8149 0.123 Uiso 0.80 1 calc PR A 1 H7C H 0.7329 0.7664 0.8061 0.123 Uiso 0.80 1 calc PR A 1 C4A C 0.6097(2) 0.8891(2) 0.7179(6) 0.0725(14) Uani 0.20 1 d P A 2 H4A1 H 0.5983 0.9208 0.6665 0.087 Uiso 0.20 1 calc PR A 2 H4A2 H 0.6236 0.9124 0.7971 0.087 Uiso 0.20 1 calc PR A 2 C5A C 0.6707(9) 0.8819(9) 0.6680(17) 0.036(4) Uani 0.20 1 d P A 2 H5A1 H 0.7177 0.9303 0.6736 0.043 Uiso 0.20 1 calc PR A 2 H5A2 H 0.6606 0.8682 0.5835 0.043 Uiso 0.20 1 calc PR A 2 C6A C 0.7292(19) 0.798(3) 0.654(4) 0.13(2) Uani 0.20 1 d P A 2 H6A1 H 0.7044 0.7804 0.5773 0.189 Uiso 0.20 1 calc PR A 2 H6A2 H 0.7348 0.7589 0.6921 0.189 Uiso 0.20 1 calc PR A 2 H6A3 H 0.7785 0.8423 0.6418 0.189 Uiso 0.20 1 calc PR A 2 C7A C 0.7154(15) 0.8473(14) 0.848(2) 0.063(6) Uani 0.20 1 d P A 2 H7A1 H 0.7200 0.8079 0.8885 0.095 Uiso 0.20 1 calc PR A 2 H7A2 H 0.6858 0.8621 0.8965 0.095 Uiso 0.20 1 calc PR A 2 H7A3 H 0.7652 0.8905 0.8353 0.095 Uiso 0.20 1 calc PR A 2 C8 C 0.5749(2) 0.6052(2) 0.8257(4) 0.0453(9) Uani 1 1 d . A . C9 C 0.5494(2) 0.6212(2) 0.9468(3) 0.0439(8) Uani 1 1 d . A . H9 H 0.5834 0.6201 1.0088 0.053 Uiso 1 1 calc R . . C10 C 0.4685(2) 0.5612(2) 0.9809(3) 0.0483(9) Uani 1 1 d . . . C11 C 0.4148(3) 0.5804(3) 1.0070(4) 0.0680(12) Uani 1 1 d . . . H11 H 0.4266 0.6307 0.9990 0.082 Uiso 1 1 calc R . . C12 C 0.3419(3) 0.5254(4) 1.0460(5) 0.0916(17) Uani 1 1 d . . . H12 H 0.3062 0.5396 1.0657 0.110 Uiso 1 1 calc R . . C13 C 0.3237(4) 0.4510(4) 1.0549(6) 0.102(2) Uani 1 1 d . . . H13 H 0.2754 0.4142 1.0803 0.123 Uiso 1 1 calc R . . C14 C 0.3757(4) 0.4312(3) 1.0269(6) 0.101(2) Uani 1 1 d . . . H14 H 0.3628 0.3804 1.0324 0.121 Uiso 1 1 calc R . . C15 C 0.4490(3) 0.4854(3) 0.9896(5) 0.0763(14) Uani 1 1 d . . . H15 H 0.4845 0.4706 0.9708 0.092 Uiso 1 1 calc R . . C16 C 0.9324(8) 0.8457(9) 0.7156(14) 0.160(5) Uani 0.67 1 d P . . H16A H 0.8781 0.8220 0.7072 0.240 Uiso 0.67 1 calc PR . . H16B H 0.9444 0.8338 0.7934 0.240 Uiso 0.67 1 calc PR . . H16C H 0.9522 0.8272 0.6539 0.240 Uiso 0.67 1 calc PR . . C17 C 0.9656(14) 0.9262(12) 0.704(2) 0.182(8) Uani 0.67 1 d P . . N1 N 0.54347(17) 0.81261(17) 0.7267(3) 0.0469(7) Uani 1 1 d . . . N2 N 0.67944(18) 0.82008(19) 0.7366(3) 0.0505(8) Uani 1 1 d . . . O1 O 0.46219(13) 0.65622(13) 0.7253(2) 0.0454(6) Uani 1 1 d . . . O2 O 0.59611(15) 0.65470(16) 0.7427(2) 0.0457(6) Uani 1 1 d . . . O3 O 0.5768(2) 0.54503(17) 0.8161(3) 0.0735(9) Uani 1 1 d . . . O4 O 0.55873(14) 0.69500(14) 0.9474(2) 0.0465(6) Uani 1 1 d D . . O5 O 1.0347(14) 0.9645(14) 0.7116(17) 0.124(5) Uani 0.33 1 d P . . Cu1 Cu 0.56712(2) 0.73314(2) 0.74874(5) 0.04029(12) Uani 1 1 d . A . H1O H 0.5841(19) 0.713(2) 1.009(2) 0.049(11) 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 C1 0.0305(17) 0.0342(17) 0.0420(18) -0.0013(13) -0.0003(13) 0.0170(14) C2 0.0310(17) 0.0293(16) 0.0475(18) 0.0002(13) 0.0010(14) 0.0146(14) C3 0.035(2) 0.0283(18) 0.060(2) 0.0044(16) 0.0050(16) 0.0148(15) C4 0.034(2) 0.033(2) 0.139(5) 0.013(2) 0.005(2) 0.0085(18) C5 0.035(3) 0.045(3) 0.125(6) -0.008(3) -0.002(3) 0.002(2) C6 0.060(6) 0.100(6) 0.077(5) 0.012(4) 0.023(4) 0.016(5) C7 0.039(3) 0.077(5) 0.111(6) 0.024(5) -0.013(3) 0.014(3) C4A 0.034(2) 0.033(2) 0.139(5) 0.013(2) 0.005(2) 0.0085(18) C5A 0.030(8) 0.026(8) 0.046(10) 0.010(7) -0.006(7) 0.010(7) C6A 0.037(18) 0.16(5) 0.14(4) -0.04(3) 0.05(2) 0.02(2) C7A 0.054(15) 0.048(14) 0.074(16) 0.022(12) -0.011(11) 0.015(11) C8 0.0330(19) 0.041(2) 0.063(2) -0.0023(18) 0.0026(17) 0.0196(17) C9 0.0399(19) 0.0399(19) 0.053(2) 0.0021(15) -0.0025(15) 0.0206(16) C10 0.044(2) 0.046(2) 0.0428(19) 0.0003(16) -0.0022(16) 0.0135(17) C11 0.056(3) 0.073(3) 0.071(3) 0.017(2) 0.008(2) 0.029(2) C12 0.055(3) 0.123(5) 0.088(4) 0.015(4) 0.013(3) 0.038(4) C13 0.057(4) 0.105(5) 0.092(5) 0.016(4) 0.009(3) 0.001(4) C14 0.098(5) 0.057(3) 0.102(4) 0.015(3) 0.014(4) 0.005(3) C15 0.076(3) 0.042(2) 0.094(4) 0.010(2) 0.011(3) 0.017(2) C16 0.124(11) 0.139(13) 0.215(15) -0.033(11) 0.017(10) 0.064(10) C17 0.134(16) 0.163(18) 0.23(2) -0.062(15) -0.006(14) 0.063(17) N1 0.0322(16) 0.0307(16) 0.071(2) 0.0049(14) 0.0039(14) 0.0104(13) N2 0.0339(17) 0.0418(18) 0.070(2) 0.0090(14) 0.0081(15) 0.0147(14) O1 0.0305(13) 0.0320(13) 0.0719(16) -0.0030(11) 0.0014(11) 0.0142(11) O2 0.0405(15) 0.0453(15) 0.0564(16) 0.0023(12) 0.0066(11) 0.0251(12) O3 0.102(3) 0.0517(18) 0.085(2) 0.0136(15) 0.0350(18) 0.0516(18) O4 0.0481(15) 0.0358(13) 0.0512(15) -0.0048(11) -0.0054(12) 0.0175(12) O5 0.115(14) 0.110(14) 0.146(14) 0.006(11) -0.007(11) 0.055(11) Cu1 0.0297(2) 0.0343(2) 0.0557(2) 0.0026(2) 0.0021(2) 0.0151(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.290(4) . ? C1 C2 1.422(5) . ? C1 C2 1.441(5) 3_565 ? C2 C3 1.416(5) . ? C2 C1 1.441(5) 2_665 ? C3 N1 1.293(5) . ? C3 H3 0.9300 . ? C4 N1 1.461(5) . ? C4 C5 1.477(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N2 1.478(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.417(10) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 N2 1.499(7) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C5A N2 1.550(16) . ? C5A H5A1 0.9700 . ? C5A H5A2 0.9700 . ? C6A N2 1.58(4) . ? C6A H6A1 0.9600 . ? C6A H6A2 0.9600 . ? C6A H6A3 0.9600 . ? C7A N2 1.40(3) . ? C7A H7A1 0.9600 . ? C7A H7A2 0.9600 . ? C7A H7A3 0.9600 . ? C8 O3 1.244(4) . ? C8 O2 1.268(4) . ? C8 C9 1.531(5) . ? C9 O4 1.412(4) . ? C9 C10 1.522(5) . ? C9 H9 0.9800 . ? C10 C11 1.359(6) . ? C10 C15 1.386(6) . ? C11 C12 1.401(7) . ? C11 H11 0.9300 . ? C12 C13 1.366(10) . ? C12 H12 0.9300 . ? C13 C14 1.339(10) . ? C13 H13 0.9300 . ? C14 C15 1.397(8) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.43(2) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O5 1.22(2) . ? C17 O5 1.32(2) 3_675 ? N1 Cu1 1.913(3) . ? N2 Cu1 2.073(3) . ? O1 Cu1 1.926(2) . ? O2 Cu1 1.953(3) . ? O4 Cu1 2.314(3) . ? O4 H1O 0.819(5) . ? O5 C17 1.32(2) 2_765 ? 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 C2 122.4(3) . . ? O1 C1 C2 118.1(3) . 3_565 ? C2 C1 C2 119.4(3) . 3_565 ? C3 C2 C1 122.3(3) . . ? C3 C2 C1 117.1(3) . 2_665 ? C1 C2 C1 120.6(3) . 2_665 ? N1 C3 C2 126.8(3) . . ? N1 C3 H3 116.6 . . ? C2 C3 H3 116.6 . . ? N1 C4 C5 108.2(4) . . ? N1 C4 H4A 110.0 . . ? C5 C4 H4A 110.0 . . ? N1 C4 H4B 110.0 . . ? C5 C4 H4B 110.0 . . ? H4A C4 H4B 108.4 . . ? C4 C5 N2 111.7(5) . . ? C4 C5 H5A 109.3 . . ? N2 C5 H5A 109.3 . . ? C4 C5 H5B 109.3 . . ? N2 C5 H5B 109.3 . . ? H5A C5 H5B 107.9 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C5A H5A1 109.6 . . ? N2 C5A H5A2 109.6 . . ? H5A1 C5A H5A2 108.1 . . ? N2 C6A H6A1 109.5 . . ? N2 C6A H6A2 109.5 . . ? H6A1 C6A H6A2 109.5 . . ? N2 C6A H6A3 109.5 . . ? H6A1 C6A H6A3 109.5 . . ? H6A2 C6A H6A3 109.5 . . ? N2 C7A H7A1 109.5 . . ? N2 C7A H7A2 109.5 . . ? H7A1 C7A H7A2 109.5 . . ? N2 C7A H7A3 109.5 . . ? H7A1 C7A H7A3 109.5 . . ? H7A2 C7A H7A3 109.5 . . ? O3 C8 O2 123.3(4) . . ? O3 C8 C9 117.5(3) . . ? O2 C8 C9 119.1(3) . . ? O4 C9 C10 111.4(3) . . ? O4 C9 C8 110.4(3) . . ? C10 C9 C8 113.1(3) . . ? O4 C9 H9 107.2 . . ? C10 C9 H9 107.2 . . ? C8 C9 H9 107.2 . . ? C11 C10 C15 118.5(4) . . ? C11 C10 C9 121.5(4) . . ? C15 C10 C9 120.0(4) . . ? C10 C11 C12 121.1(5) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C13 C12 C11 119.7(6) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 119.7(6) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 121.4(6) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C10 C15 C14 119.6(6) . . ? C10 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O5 C17 O5 115(2) . 3_675 ? O5 C17 C16 117(3) . . ? O5 C17 C16 127(2) 3_675 . ? C3 N1 C4 119.2(3) . . ? C3 N1 Cu1 126.0(3) . . ? C4 N1 Cu1 114.7(3) . . ? C7A N2 C6 134.7(12) . . ? C7A N2 C5 69.5(12) . . ? C6 N2 C5 115.0(6) . . ? C7A N2 C7 38.5(11) . . ? C6 N2 C7 109.5(6) . . ? C5 N2 C7 107.0(5) . . ? C7A N2 C5A 111.2(13) . . ? C6 N2 C5A 72.9(9) . . ? C5 N2 C5A 45.6(7) . . ? C7 N2 C5A 140.6(7) . . ? C7A N2 C6A 110(2) . . ? C6 N2 C6A 35.8(19) . . ? C5 N2 C6A 140(2) . . ? C7 N2 C6A 76(2) . . ? C5A N2 C6A 107(2) . . ? C7A N2 Cu1 114.3(11) . . ? C6 N2 Cu1 108.4(5) . . ? C5 N2 Cu1 103.0(3) . . ? C7 N2 Cu1 113.9(3) . . ? C5A N2 Cu1 101.4(6) . . ? C6A N2 Cu1 112.5(17) . . ? C1 O1 Cu1 129.4(2) . . ? C8 O2 Cu1 119.9(2) . . ? C9 O4 Cu1 107.4(2) . . ? C9 O4 H1O 102(3) . . ? Cu1 O4 H1O 136(3) . . ? C17 O5 C17 125(2) . 2_765 ? N1 Cu1 O1 91.38(11) . . ? N1 Cu1 O2 170.37(13) . . ? O1 Cu1 O2 89.80(11) . . ? N1 Cu1 N2 84.66(13) . . ? O1 Cu1 N2 168.24(13) . . ? O2 Cu1 N2 92.31(12) . . ? N1 Cu1 O4 113.31(12) . . ? O1 Cu1 O4 89.48(10) . . ? O2 Cu1 O4 76.26(10) . . ? N2 Cu1 O4 102.26(11) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.21 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.241 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.047 data_ai3p6 _database_code_depnum_ccdc_archive 'CCDC 898736' #TrackingRef 'C3_ai3p6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H43 Cu3 N15 O6' _chemical_formula_weight 888.40 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' Cu Cu 0.3201 1.2651 '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 16.5587(11) _cell_length_b 12.7837(11) _cell_length_c 19.7939(12) _cell_angle_alpha 90.00 _cell_angle_beta 110.863(5) _cell_angle_gamma 90.00 _cell_volume 3915.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 26532 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 24.90 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1828 _exptl_absorpt_coefficient_mu 1.674 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5246 _exptl_absorpt_correction_T_max 0.8015 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38721 _diffrn_reflns_av_R_equivalents 0.0821 _diffrn_reflns_av_sigmaI/netI 0.0782 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 25.34 _reflns_number_total 7119 _reflns_number_gt 3909 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 3.1, 2006' _computing_publication_material 'Diamond 3.1, 2006' _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. geometrical restraints were used for the refinement of the disordered ethanol molecules ; _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^)+(0.0491P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7119 _refine_ls_number_parameters 505 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1293 _refine_ls_R_factor_gt 0.0599 _refine_ls_wR_factor_ref 0.1209 _refine_ls_wR_factor_gt 0.1025 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.965 _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 C1 C -0.0300(4) 0.9416(3) 0.4124(3) 0.0506(14) Uani 1 1 d . . . C2 C 0.0086(4) 0.8599(3) 0.4622(3) 0.0489(13) Uani 1 1 d . . . C3 C -0.0444(4) 0.7973(4) 0.4900(3) 0.0553(15) Uani 1 1 d . . . C4 C -0.1343(4) 0.8141(4) 0.4665(3) 0.0526(14) Uani 1 1 d . . . C5 C -0.1734(4) 0.8989(4) 0.4170(3) 0.0549(14) Uani 1 1 d . . . C6 C -0.1204(3) 0.9626(3) 0.3911(3) 0.0483(13) Uani 1 1 d . . . C7 C 0.0987(4) 0.8391(4) 0.4875(3) 0.0533(14) Uani 1 1 d . . . H7 H 0.1189 0.7887 0.5235 0.064 Uiso 1 1 calc R . . C8 C -0.1905(4) 0.7487(4) 0.4870(3) 0.0627(15) Uani 1 1 d . . . H8 H -0.2491 0.7646 0.4677 0.075 Uiso 1 1 calc R . . C9 C -0.1540(4) 1.0510(4) 0.3468(3) 0.0604(15) Uani 1 1 d . . . H9 H -0.1140 1.0932 0.3367 0.073 Uiso 1 1 calc R . . C10 C 0.2464(4) 0.8519(4) 0.4969(3) 0.0668(16) Uani 1 1 d . . . H10A H 0.2517 0.7812 0.5158 0.080 Uiso 1 1 calc R . . H10B H 0.2779 0.8988 0.5359 0.080 Uiso 1 1 calc R . . C11 C 0.2809(4) 0.8584(4) 0.4366(3) 0.0724(17) Uani 1 1 d . . . H11A H 0.3433 0.8519 0.4559 0.087 Uiso 1 1 calc R . . H11B H 0.2576 0.8015 0.4028 0.087 Uiso 1 1 calc R . . C12 C 0.3088(4) 1.0474(5) 0.4414(4) 0.084(2) Uani 1 1 d . . . H12A H 0.3014 1.0514 0.4873 0.126 Uiso 1 1 calc R . . H12B H 0.2904 1.1119 0.4157 0.126 Uiso 1 1 calc R . . H12C H 0.3686 1.0355 0.4489 0.126 Uiso 1 1 calc R . . C13 C 0.2685(5) 0.9567(5) 0.3283(3) 0.0830(19) Uani 1 1 d . . . H13A H 0.2527 1.0230 0.3044 0.125 Uiso 1 1 calc R . . H13B H 0.2327 0.9028 0.2987 0.125 Uiso 1 1 calc R . . H13C H 0.3280 0.9422 0.3360 0.125 Uiso 1 1 calc R . . C14 C -0.2366(5) 0.6071(5) 0.5418(4) 0.096(2) Uani 1 1 d . . . H14A H -0.2750 0.6531 0.5551 0.115 Uiso 1 1 calc R . . H14B H -0.2702 0.5715 0.4974 0.115 Uiso 1 1 calc R . . C15 C -0.2004(8) 0.5329(9) 0.5970(8) 0.211(7) Uani 1 1 d . . . H15A H -0.2379 0.4721 0.5857 0.253 Uiso 1 1 calc R . . H15B H -0.2026 0.5623 0.6415 0.253 Uiso 1 1 calc R . . C16 C -0.1114(10) 0.4040(6) 0.5708(6) 0.214(7) Uani 1 1 d . . . H16A H -0.1316 0.4209 0.5202 0.321 Uiso 1 1 calc R . . H16B H -0.1485 0.3520 0.5794 0.321 Uiso 1 1 calc R . . H16C H -0.0535 0.3771 0.5854 0.321 Uiso 1 1 calc R . . C17 C -0.0796(7) 0.4728(6) 0.6878(4) 0.130(3) Uani 1 1 d . . . H17A H -0.0804 0.5351 0.7147 0.195 Uiso 1 1 calc R . . H17B H -0.0214 0.4473 0.7016 0.195 Uiso 1 1 calc R . . H17C H -0.1153 0.4204 0.6978 0.195 Uiso 1 1 calc R . . C18 C -0.2543(5) 1.1777(5) 0.2763(4) 0.103(3) Uani 1 1 d . . . H18A H -0.2135 1.1893 0.2521 0.124 Uiso 1 1 calc R . . H18B H -0.2523 1.2370 0.3074 0.124 Uiso 1 1 calc R . . C19 C -0.3440(6) 1.1634(7) 0.2220(5) 0.122(3) Uani 1 1 d . . . H19A H -0.3661 1.2302 0.1999 0.147 Uiso 1 1 calc R . . H19B H -0.3421 1.1162 0.1842 0.147 Uiso 1 1 calc R . . C20 C -0.4838(6) 1.0831(8) 0.2026(5) 0.155(4) Uani 1 1 d . . . H20A H -0.5202 1.0547 0.2265 0.233 Uiso 1 1 calc R . . H20B H -0.4715 1.0299 0.1734 0.233 Uiso 1 1 calc R . . H20C H -0.5128 1.1405 0.1725 0.233 Uiso 1 1 calc R . . C21 C -0.4239(6) 1.1995(7) 0.3035(6) 0.138(3) Uani 1 1 d . . . H21A H -0.3715 1.2261 0.3385 0.207 Uiso 1 1 calc R . . H21B H -0.4582 1.1674 0.3280 0.207 Uiso 1 1 calc R . . H21C H -0.4558 1.2559 0.2740 0.207 Uiso 1 1 calc R . . C22 C 0.0752(4) 1.1875(4) 0.3169(3) 0.0640(16) Uani 1 1 d . . . C23 C -0.0292(5) 1.3021(4) 0.2498(3) 0.0690(18) Uani 1 1 d . . . C24 C 0.1286(8) 0.5322(7) 0.6288(4) 0.109(3) Uani 1 1 d . . . C25 C 0.2626(11) 0.5392(14) 0.6324(7) 0.157(6) Uani 1 1 d . . . C26 C -0.4613(6) 0.9080(7) 0.3762(5) 0.095(2) Uani 1 1 d . . . C27 C -0.4883(7) 0.8016(10) 0.4548(7) 0.132(4) Uani 1 1 d . . . C31 C -0.3292(12) 0.7820(9) 0.2513(16) 0.164(7) Uani 0.50 1 d PDU A 1 H31A H -0.3706 0.7356 0.2177 0.197 Uiso 0.50 1 calc PR A 1 H31B H -0.3313 0.7715 0.2992 0.197 Uiso 0.50 1 calc PR A 1 C32 C -0.2376(10) 0.7618(15) 0.2514(15) 0.165(12) Uani 0.50 1 d PD A 1 H32A H -0.2201 0.6919 0.2680 0.247 Uiso 0.50 1 calc PR A 1 H32B H -0.1981 0.8109 0.2830 0.247 Uiso 0.50 1 calc PR A 1 H32C H -0.2373 0.7699 0.2033 0.247 Uiso 0.50 1 calc PR A 1 C31A C -0.2878(16) 0.8086(14) 0.2280(17) 0.23(2) Uani 0.50 1 d PD A 2 H31C H -0.2287 0.8313 0.2529 0.276 Uiso 0.50 1 calc PR A 2 H31D H -0.2950 0.7904 0.1786 0.276 Uiso 0.50 1 calc PR A 2 C32A C -0.3101(17) 0.7150(9) 0.2671(14) 0.163(9) Uani 0.50 1 d PD A 2 H32D H -0.2725 0.6575 0.2679 0.245 Uiso 0.50 1 calc PR A 2 H32E H -0.3690 0.6946 0.2421 0.245 Uiso 0.50 1 calc PR A 2 H32F H -0.3026 0.7346 0.3158 0.245 Uiso 0.50 1 calc PR A 2 N1 N 0.1559(3) 0.8823(3) 0.4661(2) 0.0569(12) Uani 1 1 d . . . N2 N 0.2561(3) 0.9601(3) 0.3986(2) 0.0613(12) Uani 1 1 d . . . N3 N -0.1685(3) 0.6684(3) 0.5301(2) 0.0661(13) Uani 1 1 d . . . N4 N -0.1122(4) 0.4963(3) 0.6117(3) 0.0781(16) Uani 1 1 d . . . N5 N -0.2338(3) 1.0798(3) 0.3188(2) 0.0687(14) Uani 1 1 d . . . N6 N -0.4026(4) 1.1201(5) 0.2569(4) 0.104(2) Uani 1 1 d . . . N7 N 0.1164(3) 1.1130(4) 0.3314(3) 0.0709(14) Uani 1 1 d . . . N8 N 0.0351(4) 1.2768(3) 0.3085(3) 0.0876(18) Uani 1 1 d . . . N9 N -0.0854(4) 1.3344(4) 0.2027(3) 0.0901(18) Uani 1 1 d . . . N10 N 0.0603(5) 0.5530(5) 0.6165(3) 0.100(2) Uani 1 1 d . . . N11 N 0.2036(10) 0.4962(12) 0.6446(7) 0.197(6) Uani 1 1 d . . . N12 N 0.3234(9) 0.5738(13) 0.6209(8) 0.220(7) Uani 1 1 d . . . N13 N -0.4271(5) 0.9544(6) 0.3486(4) 0.120(3) Uani 1 1 d . . . N14 N -0.5112(6) 0.8608(8) 0.4029(6) 0.150(3) Uani 1 1 d . . . N15 N -0.4734(9) 0.7483(11) 0.5039(8) 0.236(7) Uani 1 1 d . . . O1 O 0.0138(2) 0.9984(2) 0.38367(19) 0.0625(10) Uani 1 1 d . . . O2 O -0.0058(3) 0.7231(3) 0.5353(2) 0.0690(11) Uani 1 1 d . . . O3 O -0.2556(3) 0.9134(3) 0.3990(2) 0.0681(11) Uani 1 1 d . . . O4 O -0.3471(6) 0.8881(5) 0.2294(4) 0.167(3) Uani 1 1 d DU . . O5 O -0.5002(11) 0.8563(15) 0.1149(8) 0.194(7) Uani 0.50 1 d P . . O5A O -0.4108(12) 0.9202(16) 0.0861(7) 0.200(7) Uani 0.50 1 d P . . O6 O -0.6030(19) 0.920(3) -0.0033(12) 0.70(3) Uani 1 1 d . . . Cu1 Cu 0.12971(4) 0.98068(5) 0.38831(3) 0.0571(2) Uani 1 1 d . . . Cu2 Cu -0.05371(6) 0.61822(5) 0.57878(4) 0.0689(2) Uani 1 1 d . . . Cu3 Cu -0.33004(5) 1.00458(6) 0.32452(4) 0.0783(3) Uani 1 1 d . A . 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 0.063(4) 0.040(2) 0.042(3) -0.006(2) 0.009(3) 0.004(2) C2 0.057(4) 0.040(2) 0.041(3) 0.001(2) 0.007(3) 0.004(2) C3 0.079(4) 0.044(3) 0.038(3) 0.004(2) 0.014(3) 0.010(3) C4 0.064(4) 0.048(3) 0.044(3) 0.001(2) 0.017(3) 0.003(3) C5 0.062(4) 0.050(3) 0.046(3) -0.003(2) 0.011(3) 0.009(3) C6 0.052(3) 0.046(3) 0.042(3) 0.004(2) 0.010(2) 0.004(2) C7 0.067(4) 0.043(3) 0.039(3) -0.003(2) 0.006(3) 0.007(3) C8 0.072(4) 0.060(3) 0.051(3) 0.001(3) 0.016(3) 0.008(3) C9 0.067(4) 0.060(3) 0.048(3) 0.004(2) 0.014(3) 0.011(3) C10 0.055(4) 0.071(3) 0.066(4) 0.012(3) 0.012(3) 0.004(3) C11 0.067(4) 0.067(4) 0.081(4) 0.009(3) 0.023(4) 0.013(3) C12 0.078(5) 0.080(4) 0.085(5) -0.003(3) 0.019(4) -0.002(3) C13 0.098(5) 0.084(4) 0.078(4) 0.010(3) 0.043(4) 0.010(4) C14 0.106(6) 0.084(4) 0.103(5) 0.020(4) 0.044(5) 0.003(4) C15 0.126(10) 0.193(11) 0.290(16) 0.161(12) 0.046(10) -0.011(8) C16 0.46(2) 0.083(6) 0.194(11) -0.065(6) 0.226(14) -0.101(9) C17 0.212(10) 0.104(5) 0.073(5) 0.023(4) 0.048(6) -0.042(6) C18 0.086(6) 0.098(5) 0.116(6) 0.059(4) 0.024(5) 0.038(4) C19 0.089(7) 0.136(7) 0.127(7) 0.068(6) 0.020(6) 0.042(5) C20 0.092(7) 0.190(9) 0.134(8) 0.055(7) -0.021(6) 0.024(6) C21 0.114(8) 0.131(7) 0.158(9) 0.032(6) 0.035(7) 0.057(6) C22 0.083(5) 0.050(3) 0.051(3) 0.003(2) 0.014(3) -0.011(3) C23 0.095(5) 0.049(3) 0.053(4) 0.003(3) 0.014(4) 0.007(3) C24 0.132(9) 0.119(6) 0.081(5) 0.042(4) 0.045(6) 0.060(6) C25 0.112(11) 0.230(17) 0.099(8) -0.042(9) 0.002(8) 0.063(12) C26 0.064(6) 0.106(6) 0.102(7) 0.011(5) 0.014(5) 0.004(4) C27 0.090(7) 0.161(10) 0.133(9) 0.017(7) 0.023(7) -0.037(6) C31 0.178(12) 0.147(10) 0.125(10) -0.034(10) 0.000(10) 0.027(11) C32 0.20(3) 0.133(16) 0.14(2) -0.045(15) 0.04(2) -0.065(19) C31A 0.14(3) 0.45(8) 0.12(2) 0.01(3) 0.09(3) -0.05(4) C32A 0.18(3) 0.18(2) 0.16(2) -0.026(19) 0.10(2) -0.037(18) N1 0.053(3) 0.052(2) 0.051(3) -0.001(2) 0.000(2) 0.004(2) N2 0.062(3) 0.059(3) 0.059(3) -0.003(2) 0.018(2) -0.002(2) N3 0.078(4) 0.065(3) 0.056(3) 0.007(2) 0.024(3) -0.009(3) N4 0.116(5) 0.052(3) 0.063(3) 0.012(2) 0.028(3) -0.004(3) N5 0.060(3) 0.067(3) 0.067(3) 0.026(2) 0.010(3) 0.014(2) N6 0.065(4) 0.123(5) 0.104(5) 0.033(4) 0.005(4) 0.026(4) N7 0.081(4) 0.052(3) 0.073(3) 0.016(2) 0.019(3) 0.002(3) N8 0.120(5) 0.053(3) 0.065(3) 0.000(2) 0.002(3) 0.021(3) N9 0.104(5) 0.082(3) 0.067(4) 0.007(3) 0.009(3) 0.019(3) N10 0.122(6) 0.086(4) 0.099(5) 0.047(3) 0.047(5) 0.044(4) N11 0.163(11) 0.275(14) 0.185(10) 0.095(9) 0.100(9) 0.110(11) N12 0.132(11) 0.265(14) 0.226(14) -0.048(10) 0.017(10) 0.032(11) N13 0.081(5) 0.140(6) 0.122(6) 0.042(5) 0.017(4) 0.023(4) N14 0.094(7) 0.196(9) 0.145(8) 0.045(7) 0.024(6) -0.027(6) N15 0.192(13) 0.275(14) 0.240(14) 0.122(11) 0.076(11) -0.009(10) O1 0.063(2) 0.050(2) 0.069(2) 0.0174(17) 0.017(2) 0.0075(18) O2 0.076(3) 0.060(2) 0.065(2) 0.0231(18) 0.018(2) 0.0097(19) O3 0.057(3) 0.070(2) 0.071(3) 0.0147(19) 0.016(2) 0.009(2) O4 0.180(8) 0.148(5) 0.128(5) -0.020(4) 0.001(5) 0.040(5) O5 0.156(14) 0.266(18) 0.135(12) -0.054(12) 0.020(11) 0.005(13) O5A 0.182(16) 0.31(2) 0.098(10) -0.041(11) 0.041(10) 0.027(14) O6 0.63(4) 0.95(7) 0.38(3) -0.10(4) 0.00(3) 0.54(5) Cu1 0.0626(5) 0.0489(3) 0.0543(4) 0.0075(3) 0.0140(3) 0.0075(3) Cu2 0.1003(6) 0.0513(4) 0.0557(4) 0.0141(3) 0.0286(4) 0.0110(4) Cu3 0.0637(5) 0.0869(5) 0.0722(5) 0.0151(4) 0.0095(4) 0.0177(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.291(6) . ? C1 C2 1.423(6) . ? C1 C6 1.429(7) . ? C2 C7 1.421(7) . ? C2 C3 1.434(8) . ? C3 O2 1.305(5) . ? C3 C4 1.409(8) . ? C4 C8 1.413(8) . ? C4 C5 1.451(7) . ? C5 O3 1.292(7) . ? C5 C6 1.420(8) . ? C6 C9 1.418(7) . ? C7 N1 1.292(7) . ? C7 H7 0.9300 . ? C8 N3 1.300(6) . ? C8 H8 0.9300 . ? C9 N5 1.290(7) . ? C9 H9 0.9300 . ? C10 N1 1.455(7) . ? C10 C11 1.498(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.485(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.482(7) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 N2 1.479(7) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.409(11) . ? C14 N3 1.458(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N4 1.461(12) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 N4 1.434(9) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 N4 1.440(8) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 N5 1.478(7) . ? C18 C19 1.501(11) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 N6 1.484(10) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N6 1.469(10) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 N6 1.496(10) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N7 1.147(7) . ? C22 N8 1.302(7) . ? C23 N9 1.135(7) . ? C23 N8 1.306(8) . ? C24 N10 1.101(11) . ? C24 N11 1.256(14) . ? C25 N12 1.19(2) . ? C25 N11 1.217(19) . ? C26 N13 1.092(11) . ? C26 N14 1.278(12) . ? C27 N15 1.140(14) . ? C27 N14 1.223(13) . ? C31 O4 1.423(5) . ? C31 C32 1.538(5) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C31A O4 1.420(5) . ? C31A C32A 1.540(5) . ? C31A H31C 0.9700 . ? C31A H31D 0.9700 . ? C32A H32D 0.9600 . ? C32A H32E 0.9600 . ? C32A H32F 0.9600 . ? N1 Cu1 1.914(4) . ? N2 Cu1 2.047(5) . ? N3 Cu2 1.911(5) . ? N4 Cu2 2.059(5) . ? N5 Cu3 1.899(5) . ? N6 Cu3 2.067(5) . ? N7 Cu1 2.001(4) . ? N10 Cu2 1.952(7) . ? N13 Cu3 1.941(9) . ? O1 Cu1 1.903(4) . ? O2 Cu2 1.912(4) . ? O3 Cu3 1.938(4) . ? O4 Cu3 2.337(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 122.3(5) . . ? O1 C1 C6 117.3(4) . . ? C2 C1 C6 120.4(5) . . ? C7 C2 C1 122.5(5) . . ? C7 C2 C3 118.0(4) . . ? C1 C2 C3 119.4(5) . . ? O2 C3 C4 122.6(5) . . ? O2 C3 C2 116.9(5) . . ? C4 C3 C2 120.4(4) . . ? C3 C4 C8 122.7(5) . . ? C3 C4 C5 120.1(5) . . ? C8 C4 C5 117.1(5) . . ? O3 C5 C6 123.0(4) . . ? O3 C5 C4 117.8(5) . . ? C6 C5 C4 119.2(5) . . ? C9 C6 C5 121.6(5) . . ? C9 C6 C1 118.1(5) . . ? C5 C6 C1 120.2(4) . . ? N1 C7 C2 127.3(5) . . ? N1 C7 H7 116.4 . . ? C2 C7 H7 116.4 . . ? N3 C8 C4 126.6(6) . . ? N3 C8 H8 116.7 . . ? C4 C8 H8 116.7 . . ? N5 C9 C6 127.5(6) . . ? N5 C9 H9 116.2 . . ? C6 C9 H9 116.2 . . ? N1 C10 C11 106.2(5) . . ? N1 C10 H10A 110.5 . . ? C11 C10 H10A 110.5 . . ? N1 C10 H10B 110.5 . . ? C11 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? N2 C11 C10 109.7(5) . . ? N2 C11 H11A 109.7 . . ? C10 C11 H11A 109.7 . . ? N2 C11 H11B 109.7 . . ? C10 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 N3 110.3(7) . . ? C15 C14 H14A 109.6 . . ? N3 C14 H14A 109.6 . . ? C15 C14 H14B 109.6 . . ? N3 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? C14 C15 N4 119.3(9) . . ? C14 C15 H15A 107.5 . . ? N4 C15 H15A 107.5 . . ? C14 C15 H15B 107.5 . . ? N4 C15 H15B 107.5 . . ? H15A C15 H15B 107.0 . . ? N4 C16 H16A 109.5 . . ? N4 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N4 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N4 C17 H17A 109.5 . . ? N4 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N4 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N5 C18 C19 105.8(6) . . ? N5 C18 H18A 110.6 . . ? C19 C18 H18A 110.6 . . ? N5 C18 H18B 110.6 . . ? C19 C18 H18B 110.6 . . ? H18A C18 H18B 108.7 . . ? N6 C19 C18 110.8(7) . . ? N6 C19 H19A 109.5 . . ? C18 C19 H19A 109.5 . . ? N6 C19 H19B 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? N6 C20 H20A 109.5 . . ? N6 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N6 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N6 C21 H21A 109.5 . . ? N6 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N6 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N7 C22 N8 172.5(6) . . ? N9 C23 N8 172.2(6) . . ? N10 C24 N11 172.2(12) . . ? N12 C25 N11 174.9(18) . . ? N13 C26 N14 171.7(10) . . ? N15 C27 N14 174.3(14) . . ? O4 C31 C32 105.0(5) . . ? O4 C31 H31A 110.7 . . ? C32 C31 H31A 110.7 . . ? O4 C31 H31B 110.7 . . ? C32 C31 H31B 110.7 . . ? H31A C31 H31B 108.8 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O4 C31A C32A 104.8(5) . . ? O4 C31A H31C 110.8 . . ? C32A C31A H31C 110.8 . . ? O4 C31A H31D 110.8 . . ? C32A C31A H31D 110.8 . . ? H31C C31A H31D 108.9 . . ? C31A C32A H32D 109.5 . . ? C31A C32A H32E 109.5 . . ? H32D C32A H32E 109.5 . . ? C31A C32A H32F 109.5 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? C7 N1 C10 120.9(5) . . ? C7 N1 Cu1 124.2(4) . . ? C10 N1 Cu1 114.7(4) . . ? C13 N2 C12 108.1(5) . . ? C13 N2 C11 110.2(4) . . ? C12 N2 C11 111.7(5) . . ? C13 N2 Cu1 112.9(4) . . ? C12 N2 Cu1 109.4(4) . . ? C11 N2 Cu1 104.5(4) . . ? C8 N3 C14 118.5(5) . . ? C8 N3 Cu2 126.3(4) . . ? C14 N3 Cu2 115.2(4) . . ? C16 N4 C17 110.1(6) . . ? C16 N4 C15 111.2(9) . . ? C17 N4 C15 104.5(8) . . ? C16 N4 Cu2 110.1(5) . . ? C17 N4 Cu2 116.5(4) . . ? C15 N4 Cu2 104.1(4) . . ? C9 N5 C18 118.6(5) . . ? C9 N5 Cu3 125.6(4) . . ? C18 N5 Cu3 115.7(4) . . ? C20 N6 C19 111.1(7) . . ? C20 N6 C21 108.3(7) . . ? C19 N6 C21 111.9(7) . . ? C20 N6 Cu3 114.4(5) . . ? C19 N6 Cu3 104.0(4) . . ? C21 N6 Cu3 107.2(5) . . ? C22 N7 Cu1 141.2(5) . . ? C22 N8 C23 123.1(5) . . ? C24 N10 Cu2 164.7(7) . . ? C25 N11 C24 125.3(14) . . ? C26 N13 Cu3 157.7(8) . . ? C27 N14 C26 125.9(10) . . ? C1 O1 Cu1 128.8(3) . . ? C3 O2 Cu2 129.7(4) . . ? C5 O3 Cu3 128.2(4) . . ? C31A O4 C31 41.7(11) . . ? C31A O4 Cu3 125.9(15) . . ? C31 O4 Cu3 114.2(13) . . ? O1 Cu1 N1 93.02(19) . . ? O1 Cu1 N7 88.04(19) . . ? N1 Cu1 N7 163.02(18) . . ? O1 Cu1 N2 177.17(17) . . ? N1 Cu1 N2 84.5(2) . . ? N7 Cu1 N2 93.9(2) . . ? N3 Cu2 O2 92.00(18) . . ? N3 Cu2 N10 171.5(2) . . ? O2 Cu2 N10 88.4(2) . . ? N3 Cu2 N4 85.3(2) . . ? O2 Cu2 N4 172.11(18) . . ? N10 Cu2 N4 93.2(3) . . ? N5 Cu3 O3 91.72(18) . . ? N5 Cu3 N13 165.5(3) . . ? O3 Cu3 N13 88.4(2) . . ? N5 Cu3 N6 84.6(2) . . ? O3 Cu3 N6 171.1(2) . . ? N13 Cu3 N6 93.1(3) . . ? N5 Cu3 O4 97.9(3) . . ? O3 Cu3 O4 95.2(2) . . ? N13 Cu3 O4 96.5(4) . . ? N6 Cu3 O4 93.3(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.429 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.055