# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_publication_text _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Christopher Sumby' _publ_contact_author_address ;School of Chemistry & Physics The University of Adelaide Adelaide SA 5005 Australia ; _publ_contact_author_email christopher.sumby@adelaide.edu.au _publ_contact_author_phone '+61 8 83037406' _publ_contact_author_fax '+61 8 83034358' loop_ _publ_author_name M.Abdul-Kadir L.Hanton C.Sumby data_compound_7 _database_code_depnum_ccdc_archive 'CCDC 823057' #TrackingRef '- AdelCS9_MAK1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H20 Cu2 N8 O12' _chemical_formula_weight 763.58 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 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+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 16.775(2) _cell_length_b 11.9723(15) _cell_length_c 14.0550(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2822.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 8690 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 28.13 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.797 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 1.590 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6061 _exptl_absorpt_correction_T_max 0.8701 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SADABS. See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '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 58721 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 29.28 _reflns_number_total 3782 _reflns_number_gt 3149 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2004)' _computing_cell_refinement 'APEXII (Bruker, 2004)' _computing_data_reduction 'APEXII (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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^)+(0.0586P)^2^+2.9332P] 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 3782 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.1062 _refine_ls_wR_factor_gt 0.0996 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 Cu1 Cu 0.296105(14) 0.87383(2) 0.183151(17) 0.01412(10) Uani 1 1 d . . . N1 N 0.22361(10) 0.89570(15) 0.28514(12) 0.0143(3) Uani 1 1 d . . . C2 C 0.15263(11) 0.93881(17) 0.26411(14) 0.0151(4) Uani 1 1 d . . . C3 C 0.09526(12) 0.95215(18) 0.33325(15) 0.0176(4) Uani 1 1 d . . . H3 H 0.0453 0.9810 0.3185 0.021 Uiso 1 1 calc R . . C4 C 0.11426(12) 0.92121(18) 0.42546(15) 0.0174(4) Uani 1 1 d . . . H4 H 0.0767 0.9298 0.4736 0.021 Uiso 1 1 calc R . . C5 C 0.18942(13) 0.87710(16) 0.44681(15) 0.0152(4) Uani 1 1 d . . . H5 H 0.2029 0.8570 0.5087 0.018 Uiso 1 1 calc R . . C6 C 0.24296(12) 0.86445(16) 0.37281(14) 0.0141(4) Uani 1 1 d . . . C12 C 0.14537(12) 0.97031(18) 0.16010(15) 0.0169(4) Uani 1 1 d . . . O13 O 0.20727(8) 0.94808(13) 0.10970(10) 0.0177(3) Uani 1 1 d . . . O14 O 0.08336(9) 1.01365(15) 0.13215(11) 0.0238(3) Uani 1 1 d . . . C16 C 0.32557(12) 0.81623(16) 0.37372(14) 0.0145(4) Uani 1 1 d . . . O17 O 0.36413(8) 0.81617(13) 0.29735(10) 0.0165(3) Uani 1 1 d . . . N18 N 0.35366(10) 0.77453(15) 0.45387(12) 0.0159(4) Uani 1 1 d . . . H18 H 0.3268 0.7830 0.5055 0.019 Uiso 1 1 calc R . . C19 C 0.42906(12) 0.71452(18) 0.45707(15) 0.0172(4) Uani 1 1 d . . . H19A H 0.4364 0.6753 0.3973 0.021 Uiso 1 1 calc R . . H19B H 0.4264 0.6590 0.5072 0.021 Uiso 1 1 calc R . . N21 N 0.62653(10) 0.85623(15) 0.41874(12) 0.0153(3) Uani 1 1 d . . . C22 C 0.55933(11) 0.79703(17) 0.40544(14) 0.0152(4) Uani 1 1 d . . . H22 H 0.5520 0.7604 0.3478 0.018 Uiso 1 1 calc R . . C23 C 0.50062(11) 0.78854(17) 0.47427(14) 0.0151(4) Uani 1 1 d . . . C24 C 0.51143(13) 0.84553(19) 0.55958(15) 0.0200(4) Uani 1 1 d . . . H24 H 0.4723 0.8434 0.6064 0.024 Uiso 1 1 calc R . . C25 C 0.58111(13) 0.9055(2) 0.57407(15) 0.0207(4) Uani 1 1 d . . . H25 H 0.5899 0.9428 0.6312 0.025 Uiso 1 1 calc R . . C26 C 0.63713(12) 0.90903(19) 0.50234(15) 0.0186(4) Uani 1 1 d . . . H26 H 0.6839 0.9493 0.5121 0.022 Uiso 1 1 calc R . . O30 O 0.22272(9) 0.71027(13) 0.14151(10) 0.0211(3) Uani 1 1 d . . . O31 O 0.23533(10) 0.63693(13) 0.28217(11) 0.0214(3) Uani 1 1 d . . . O32 O 0.14651(9) 0.57135(14) 0.18491(11) 0.0215(3) Uani 1 1 d . . . N33 N 0.20140(10) 0.63871(15) 0.20418(14) 0.0150(3) 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 Cu1 0.01089(15) 0.02355(17) 0.00794(15) 0.00108(9) 0.00128(8) 0.00172(9) N1 0.0129(8) 0.0200(8) 0.0101(8) -0.0007(6) 0.0004(6) -0.0009(6) C2 0.0133(9) 0.0190(9) 0.0130(9) -0.0001(7) -0.0009(7) -0.0009(7) C3 0.0130(9) 0.0247(11) 0.0152(10) -0.0014(8) -0.0002(7) -0.0001(8) C4 0.0170(10) 0.0230(11) 0.0124(10) -0.0026(8) 0.0019(7) -0.0023(8) C5 0.0165(9) 0.0196(10) 0.0094(9) -0.0005(7) -0.0008(7) -0.0017(7) C6 0.0136(9) 0.0179(9) 0.0109(9) -0.0007(7) -0.0022(7) -0.0026(7) C12 0.0150(9) 0.0237(11) 0.0119(9) 0.0015(8) 0.0004(7) -0.0015(8) O13 0.0129(7) 0.0292(8) 0.0111(7) 0.0029(6) 0.0008(5) 0.0017(6) O14 0.0147(7) 0.0407(9) 0.0159(7) 0.0073(7) 0.0006(6) 0.0047(6) C16 0.0141(9) 0.0174(9) 0.0121(9) 0.0000(7) -0.0006(7) -0.0031(7) O17 0.0141(7) 0.0249(8) 0.0105(7) 0.0020(6) 0.0006(5) 0.0004(6) N18 0.0113(8) 0.0273(9) 0.0091(8) 0.0015(7) 0.0006(6) -0.0005(7) C19 0.0134(9) 0.0227(10) 0.0155(10) 0.0030(8) -0.0007(7) -0.0004(7) N21 0.0128(8) 0.0219(9) 0.0111(8) 0.0004(6) 0.0009(6) -0.0005(6) C22 0.0144(9) 0.0204(10) 0.0108(9) -0.0003(7) -0.0003(7) 0.0000(7) C23 0.0122(9) 0.0199(9) 0.0131(9) 0.0026(7) -0.0004(7) 0.0023(7) C24 0.0145(10) 0.0297(11) 0.0157(10) 0.0005(8) 0.0030(8) 0.0012(8) C25 0.0185(10) 0.0299(11) 0.0137(10) -0.0049(9) 0.0000(8) -0.0007(9) C26 0.0161(9) 0.0261(11) 0.0137(10) -0.0020(8) 0.0000(7) -0.0025(8) O30 0.0276(8) 0.0246(8) 0.0110(7) 0.0003(6) 0.0018(6) -0.0052(6) O31 0.0231(8) 0.0253(8) 0.0158(8) -0.0004(6) -0.0052(6) -0.0014(6) O32 0.0159(7) 0.0236(8) 0.0248(8) -0.0026(6) -0.0029(6) -0.0029(6) N33 0.0135(8) 0.0183(8) 0.0132(8) -0.0011(6) 0.0010(6) 0.0009(6) _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 Cu1 N1 1.8980(17) . ? Cu1 N21 1.9441(17) 4_655 ? Cu1 O13 2.0191(14) . ? Cu1 O17 2.0868(14) . ? Cu1 O30 2.3859(16) . ? N1 C6 1.328(3) . ? N1 C2 1.331(3) . ? C2 C3 1.377(3) . ? C2 C12 1.515(3) . ? C3 C4 1.385(3) . ? C3 H3 0.9300 . ? C4 C5 1.399(3) . ? C4 H4 0.9300 . ? C5 C6 1.382(3) . ? C5 H5 0.9300 . ? C6 C16 1.501(3) . ? C12 O14 1.227(3) . ? C12 O13 1.285(2) . ? C16 O17 1.253(2) . ? C16 N18 1.319(3) . ? N18 C19 1.455(3) . ? N18 H18 0.8600 . ? C19 C23 1.512(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? N21 C22 1.345(3) . ? N21 C26 1.346(3) . ? N21 Cu1 1.9441(17) 4_655 ? C22 C23 1.384(3) . ? C22 H22 0.9300 . ? C23 C24 1.391(3) . ? C24 C25 1.387(3) . ? C24 H24 0.9300 . ? C25 C26 1.379(3) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? O30 N33 1.280(2) . ? O31 N33 1.235(2) . ? O32 N33 1.254(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 N1 Cu1 N21 177.47(7) . 4_655 ? N1 Cu1 O13 81.52(7) . . ? N21 Cu1 O13 99.43(7) 4_655 . ? N1 Cu1 O17 79.35(7) . . ? N21 Cu1 O17 99.54(7) 4_655 . ? O13 Cu1 O17 160.47(6) . . ? N1 Cu1 O30 88.16(7) . . ? N21 Cu1 O30 94.29(6) 4_655 . ? O13 Cu1 O30 81.67(6) . . ? O17 Cu1 O30 101.50(6) . . ? C6 N1 C2 122.27(18) . . ? C6 N1 Cu1 120.35(14) . . ? C2 N1 Cu1 117.32(14) . . ? N1 C2 C3 120.89(19) . . ? N1 C2 C12 112.52(17) . . ? C3 C2 C12 126.59(18) . . ? C2 C3 C4 117.94(19) . . ? C2 C3 H3 121.0 . . ? C4 C3 H3 121.0 . . ? C3 C4 C5 120.59(19) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 117.73(19) . . ? C6 C5 H5 121.1 . . ? C4 C5 H5 121.1 . . ? N1 C6 C5 120.55(19) . . ? N1 C6 C16 109.99(17) . . ? C5 C6 C16 129.45(19) . . ? O14 C12 O13 126.60(19) . . ? O14 C12 C2 118.85(18) . . ? O13 C12 C2 114.55(17) . . ? C12 O13 Cu1 113.94(13) . . ? O17 C16 N18 123.14(19) . . ? O17 C16 C6 118.00(17) . . ? N18 C16 C6 118.85(17) . . ? C16 O17 Cu1 112.11(13) . . ? C16 N18 C19 121.58(17) . . ? C16 N18 H18 119.2 . . ? C19 N18 H18 119.2 . . ? N18 C19 C23 113.94(17) . . ? N18 C19 H19A 108.8 . . ? C23 C19 H19A 108.8 . . ? N18 C19 H19B 108.8 . . ? C23 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C22 N21 C26 118.66(18) . . ? C22 N21 Cu1 120.96(14) . 4_655 ? C26 N21 Cu1 120.25(14) . 4_655 ? N21 C22 C23 122.54(19) . . ? N21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C22 C23 C24 118.27(19) . . ? C22 C23 C19 119.75(18) . . ? C24 C23 C19 121.93(18) . . ? C25 C24 C23 119.36(19) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C26 C25 C24 118.9(2) . . ? C26 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? N21 C26 C25 122.27(19) . . ? N21 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? N33 O30 Cu1 121.65(12) . . ? O31 N33 O32 121.27(18) . . ? O31 N33 O30 119.57(17) . . ? O32 N33 O30 119.16(18) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 29.28 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.736 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.090 #######END data_compound_8 _database_code_depnum_ccdc_archive 'CCDC 823058' #TrackingRef '- AdelCS9_MAK1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26.50 H31 Cl2 Cu2 N6 O11' _chemical_formula_weight 807.55 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' Cl Cl 0.1484 0.1585 '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 P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.1844(5) _cell_length_b 15.7522(9) _cell_length_c 12.9435(8) _cell_angle_alpha 90.00 _cell_angle_beta 100.672(3) _cell_angle_gamma 90.00 _cell_volume 1639.84(17) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7067 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 31.27 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.16 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_max 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.635 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 1.526 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.799948 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SADABS. See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _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 41273 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 32.27 _reflns_number_total 10387 _reflns_number_gt 9278 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2004)' _computing_cell_refinement 'APEXII (Bruker, 2004)' _computing_data_reduction 'APEXII (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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^)+(0.0336P)^2^+0.0660P] 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 -0.012(6) _refine_ls_number_reflns 10387 _refine_ls_number_parameters 445 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0420 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0741 _refine_ls_wR_factor_gt 0.0701 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.066 _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 Cu1 Cu 0.68773(3) 0.050379(15) 0.860450(19) 0.01356(6) Uani 1 1 d . . . Cl1 Cl 0.90918(6) -0.03493(4) 0.80418(4) 0.01760(11) Uani 1 1 d . . . Cu2 Cu 0.54688(3) 0.471880(16) 0.724042(19) 0.01402(6) Uani 1 1 d . . . Cl2 Cl 0.75879(7) 0.57128(3) 0.64098(4) 0.01867(11) Uani 1 1 d . . . N1A N 0.4973(2) -0.00597(11) 0.78081(13) 0.0130(4) Uani 1 1 d . . . N1B N 0.5942(2) 0.54005(12) 0.84896(13) 0.0123(3) Uani 1 1 d . . . C2A C 0.4319(3) -0.07009(14) 0.82564(16) 0.0143(4) Uani 1 1 d . . . C2B C 0.5029(3) 0.60936(14) 0.85289(16) 0.0139(4) Uani 1 1 d . . . C3A C 0.3010(3) -0.11552(15) 0.77104(17) 0.0171(4) Uani 1 1 d . . . H3A H 0.2552 -0.1621 0.8026 0.021 Uiso 1 1 calc R . . C3B C 0.5292(3) 0.66188(14) 0.94107(17) 0.0153(4) Uani 1 1 d . . . H3B H 0.4656 0.7120 0.9437 0.018 Uiso 1 1 calc R . . C4A C 0.2370(3) -0.09142(16) 0.66814(18) 0.0205(5) Uani 1 1 d . . . H4A H 0.1454 -0.1214 0.6289 0.025 Uiso 1 1 calc R . . C4B C 0.6521(3) 0.63786(14) 1.02503(17) 0.0153(4) Uani 1 1 d . . . H4B H 0.6707 0.6712 1.0872 0.018 Uiso 1 1 calc R . . C5A C 0.3064(3) -0.02342(16) 0.62199(17) 0.0191(5) Uani 1 1 d . . . H5A H 0.2637 -0.0066 0.5517 0.023 Uiso 1 1 calc R . . C5B C 0.7484(3) 0.56570(13) 1.01950(16) 0.0152(4) Uani 1 1 d . . . H5B H 0.8330 0.5496 1.0767 0.018 Uiso 1 1 calc R . . C6A C 0.4391(3) 0.01847(14) 0.68206(16) 0.0139(4) Uani 1 1 d . . . C6B C 0.7166(3) 0.51804(13) 0.92755(16) 0.0123(4) Uani 1 1 d . . . C12A C 0.5190(3) -0.08242(14) 0.93941(17) 0.0149(4) Uani 1 1 d . . . C12B C 0.3725(3) 0.62114(14) 0.75342(16) 0.0143(4) Uani 1 1 d . . . O13A O 0.47307(19) -0.14030(10) 0.99163(12) 0.0190(3) Uani 1 1 d . . . O13B O 0.29107(19) 0.68736(10) 0.74154(12) 0.0197(3) Uani 1 1 d . . . O14A O 0.63490(17) -0.02882(11) 0.97204(11) 0.0156(3) Uani 1 1 d . . . O14B O 0.36089(18) 0.55892(10) 0.68823(11) 0.0169(3) Uani 1 1 d . . . C16A C 0.5410(3) 0.09216(13) 0.65494(17) 0.0147(4) Uani 1 1 d . . . C16B C 0.8046(3) 0.44055(13) 0.89752(16) 0.0125(4) Uani 1 1 d . . . O17A O 0.64760(19) 0.12355(10) 0.72638(11) 0.0161(3) Uani 1 1 d . . . O17B O 0.75058(18) 0.40641(9) 0.81030(11) 0.0146(3) Uani 1 1 d . . . N18A N 0.5192(2) 0.11754(12) 0.55626(14) 0.0163(4) Uani 1 1 d . . . H18A H 0.4411 0.0932 0.5098 0.020 Uiso 1 1 calc R . . N18B N 0.9397(2) 0.41383(11) 0.96127(14) 0.0147(4) Uani 1 1 d . . . H18B H 0.9726 0.4402 1.0215 0.018 Uiso 1 1 calc R . . C19A C 0.6198(3) 0.18463(14) 0.52095(17) 0.0167(4) Uani 1 1 d . . . H19A H 0.6425 0.1700 0.4506 0.020 Uiso 1 1 calc R . . H19B H 0.7277 0.1886 0.5701 0.020 Uiso 1 1 calc R . . C19B C 1.0360(3) 0.34163(14) 0.93451(17) 0.0151(4) Uani 1 1 d . . . H19C H 1.1556 0.3517 0.9619 0.018 Uiso 1 1 calc R . . H19D H 1.0205 0.3364 0.8571 0.018 Uiso 1 1 calc R . . N21A N 0.4942(2) 0.40104(12) 0.59905(13) 0.0150(4) Uani 1 1 d . . . N21B N 0.8296(2) 0.12962(12) 0.95442(13) 0.0144(4) Uani 1 1 d . . . C22A C 0.5733(3) 0.32646(14) 0.59639(16) 0.0158(4) Uani 1 1 d . . . H22A H 0.6610 0.3128 0.6529 0.019 Uiso 1 1 calc R . . C22B C 0.8818(3) 0.20293(14) 0.91670(16) 0.0141(4) Uani 1 1 d . . . H22B H 0.8473 0.2158 0.8442 0.017 Uiso 1 1 calc R . . C23A C 0.5329(3) 0.26919(14) 0.51566(17) 0.0168(4) Uani 1 1 d . . . C23B C 0.9836(3) 0.25984(14) 0.97993(17) 0.0142(4) Uani 1 1 d . . . C24A C 0.4065(3) 0.29045(15) 0.43239(18) 0.0205(5) Uani 1 1 d . . . H24A H 0.3766 0.2527 0.3747 0.025 Uiso 1 1 calc R . . C24B C 1.0347(3) 0.23976(14) 1.08603(17) 0.0160(4) Uani 1 1 d . . . H24B H 1.1042 0.2776 1.1315 0.019 Uiso 1 1 calc R . . C25A C 0.3247(3) 0.36717(15) 0.43438(17) 0.0204(5) Uani 1 1 d . . . H25A H 0.2375 0.3826 0.3784 0.024 Uiso 1 1 calc R . . C25B C 0.9835(3) 0.16440(14) 1.12435(17) 0.0170(4) Uani 1 1 d . . . H25B H 1.0181 0.1497 1.1962 0.020 Uiso 1 1 calc R . . C26A C 0.3716(3) 0.42092(15) 0.51891(17) 0.0172(5) Uani 1 1 d . . . H26A H 0.3154 0.4735 0.5203 0.021 Uiso 1 1 calc R . . C26B C 0.8813(3) 0.11071(14) 1.05664(16) 0.0149(4) Uani 1 1 d . . . H26B H 0.8464 0.0588 1.0831 0.018 Uiso 1 1 calc R . . O29 O 0.3836(2) 0.37441(11) 0.79827(13) 0.0206(3) Uani 1 1 d D . . H29A H 0.431(3) 0.3645(19) 0.8552(15) 0.031 Uiso 1 1 d D . . H29B H 0.288(2) 0.3949(18) 0.788(2) 0.031 Uiso 1 1 d D . . O30 O 0.0788(2) 0.45134(12) 0.69823(16) 0.0378(5) Uani 1 1 d . . . H30A H -0.0250 0.4731 0.6919 0.057 Uiso 1 1 d R . . H30B H 0.1382 0.4875 0.6725 0.057 Uiso 1 1 d R . . O32 O 0.9275(5) 0.0436(3) 0.5649(3) 0.0465(10) Uiso 0.50 1 d P . . H32A H 0.9465 0.0276 0.5022 0.070 Uiso 0.50 1 d PR . . H32B H 0.9597 0.0734 0.6236 0.070 Uiso 0.50 1 d PR . . O33 O 0.0115(3) 0.71905(17) 0.58507(19) 0.0618(8) Uani 1 1 d . . . H33B H 0.0920 0.7001 0.6246 0.093 Uiso 1 1 d R . . H33A H -0.0539 0.6804 0.5940 0.093 Uiso 1 1 d R . . O34 O 0.9929(2) 0.27963(13) 0.61983(16) 0.0396(5) Uani 1 1 d . . . H34A H 1.0076 0.2580 0.5574 0.059 Uiso 1 1 d R . . H34B H 0.9982 0.3353 0.5948 0.059 Uiso 1 1 d R . . O35 O 1.2861(4) 0.20099(19) 0.7275(2) 0.0189(7) Uani 0.50 1 d PD . . H35 H 1.2495 0.2508 0.7190 0.023 Uiso 0.50 1 calc PR . . C36 C 1.1395(7) 0.1389(4) 0.7408(4) 0.0352(13) Uani 0.50 1 d PD . . H36A H 1.1846 0.0900 0.7836 0.053 Uiso 0.50 1 calc PR . . H36B H 1.0833 0.1192 0.6714 0.053 Uiso 0.50 1 calc PR . . H36C H 1.0597 0.1689 0.7755 0.053 Uiso 0.50 1 calc 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 Cu1 0.01626(12) 0.01189(13) 0.01136(11) 0.00107(10) -0.00049(9) -0.00116(10) Cl1 0.0168(2) 0.0206(3) 0.0138(2) -0.0027(2) -0.00115(18) 0.0029(2) Cu2 0.01676(12) 0.01263(13) 0.01079(11) -0.00212(10) -0.00238(9) 0.00243(11) Cl2 0.0197(2) 0.0207(3) 0.0139(2) 0.0011(2) -0.00151(19) -0.0020(2) N1A 0.0145(8) 0.0094(9) 0.0144(8) -0.0007(7) 0.0008(7) 0.0021(7) N1B 0.0138(8) 0.0101(9) 0.0126(8) 0.0009(7) 0.0014(6) -0.0013(7) C2A 0.0174(10) 0.0112(10) 0.0144(10) 0.0008(8) 0.0032(8) 0.0025(8) C2B 0.0148(10) 0.0114(10) 0.0154(10) 0.0005(8) 0.0029(8) -0.0014(8) C3A 0.0182(10) 0.0150(11) 0.0189(10) -0.0004(9) 0.0053(8) -0.0021(9) C3B 0.0160(10) 0.0116(10) 0.0187(10) 0.0003(8) 0.0040(8) 0.0005(8) C4A 0.0208(11) 0.0213(12) 0.0174(11) -0.0043(9) -0.0015(9) -0.0026(10) C4B 0.0174(10) 0.0145(11) 0.0143(10) -0.0024(8) 0.0037(8) -0.0058(9) C5A 0.0194(10) 0.0182(12) 0.0174(10) -0.0002(10) -0.0029(8) -0.0014(10) C5B 0.0172(10) 0.0162(12) 0.0116(9) 0.0005(8) 0.0013(7) -0.0031(9) C6A 0.0156(10) 0.0119(10) 0.0136(10) 0.0003(8) 0.0014(8) 0.0024(8) C6B 0.0142(9) 0.0101(10) 0.0116(9) 0.0018(8) -0.0004(8) -0.0010(8) C12A 0.0185(10) 0.0118(10) 0.0154(10) 0.0019(8) 0.0058(8) 0.0036(9) C12B 0.0132(10) 0.0147(10) 0.0159(10) 0.0015(9) 0.0047(8) -0.0012(8) O13A 0.0265(8) 0.0144(8) 0.0164(7) 0.0012(6) 0.0047(6) -0.0025(7) O13B 0.0209(8) 0.0168(8) 0.0202(8) 0.0022(7) 0.0007(6) 0.0070(7) O14A 0.0191(7) 0.0136(7) 0.0132(6) 0.0004(7) 0.0008(5) 0.0004(7) O14B 0.0185(7) 0.0147(8) 0.0152(7) -0.0006(6) -0.0027(6) 0.0006(6) C16A 0.0205(11) 0.0089(10) 0.0143(10) -0.0004(8) 0.0021(8) 0.0025(8) C16B 0.0127(9) 0.0127(10) 0.0118(9) 0.0009(8) 0.0013(7) -0.0035(8) O17A 0.0213(8) 0.0117(7) 0.0129(7) 0.0007(6) -0.0029(6) -0.0024(6) O17B 0.0155(7) 0.0135(8) 0.0136(7) -0.0017(6) -0.0005(6) 0.0019(6) N18A 0.0243(10) 0.0102(9) 0.0127(8) 0.0004(7) -0.0012(7) -0.0012(8) N18B 0.0153(9) 0.0125(9) 0.0140(8) -0.0011(7) -0.0031(7) 0.0004(7) C19A 0.0225(11) 0.0150(11) 0.0120(10) 0.0000(8) 0.0021(8) -0.0027(9) C19B 0.0131(10) 0.0147(11) 0.0165(10) -0.0005(8) 0.0001(8) 0.0012(8) N21A 0.0188(9) 0.0142(9) 0.0114(8) 0.0003(7) 0.0016(7) -0.0007(8) N21B 0.0164(9) 0.0135(9) 0.0127(8) -0.0002(7) 0.0008(7) 0.0003(7) C22A 0.0212(11) 0.0146(11) 0.0104(9) 0.0011(8) -0.0001(8) -0.0002(9) C22B 0.0144(10) 0.0140(11) 0.0126(10) -0.0003(8) -0.0005(8) 0.0034(8) C23A 0.0249(12) 0.0133(11) 0.0119(10) 0.0013(8) 0.0026(8) -0.0054(9) C23B 0.0113(9) 0.0130(10) 0.0179(10) -0.0008(8) 0.0012(8) 0.0031(8) C24A 0.0297(13) 0.0142(11) 0.0155(11) 0.0006(9) -0.0015(10) -0.0065(10) C24B 0.0157(10) 0.0151(11) 0.0154(10) -0.0035(9) -0.0019(8) 0.0028(9) C25A 0.0255(12) 0.0169(12) 0.0158(10) 0.0031(9) -0.0035(9) -0.0036(10) C25B 0.0182(11) 0.0185(11) 0.0136(10) -0.0001(9) 0.0009(8) 0.0019(9) C26A 0.0198(11) 0.0156(11) 0.0148(10) 0.0002(9) -0.0001(8) -0.0004(9) C26B 0.0177(10) 0.0130(10) 0.0139(10) 0.0003(8) 0.0030(8) 0.0027(9) O29 0.0212(8) 0.0249(9) 0.0149(7) -0.0011(7) 0.0014(7) -0.0024(7) O30 0.0265(9) 0.0338(12) 0.0539(12) 0.0102(10) 0.0091(9) 0.0039(8) O33 0.0274(11) 0.0823(19) 0.0671(16) 0.0527(14) -0.0137(10) -0.0166(12) O34 0.0409(12) 0.0363(12) 0.0394(12) -0.0023(9) 0.0015(9) -0.0036(10) O35 0.0338(19) 0.0078(15) 0.0131(15) 0.0020(12) -0.0012(13) 0.0055(14) C36 0.043(3) 0.035(3) 0.022(3) 0.000(2) -0.008(2) 0.003(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 Cu1 N1A 1.9193(17) . ? Cu1 N21B 1.9654(17) . ? Cu1 O14A 2.0151(15) . ? Cu1 O17A 2.0583(15) . ? Cu1 Cl1 2.4719(6) . ? Cu2 N1B 1.9198(17) . ? Cu2 N21A 1.9468(18) . ? Cu2 O14B 2.0373(15) . ? Cu2 O17B 2.0977(14) . ? Cu2 O29 2.3541(18) . ? Cu2 Cl2 2.7030(6) . ? N1A C2A 1.326(3) . ? N1A C6A 1.336(3) . ? N1B C2B 1.329(3) . ? N1B C6B 1.335(3) . ? C2A C3A 1.371(3) . ? C2A C12A 1.525(3) . ? C2B C3B 1.394(3) . ? C2B C12B 1.524(3) . ? C3A C4A 1.391(3) . ? C3A H3A 0.9500 . ? C3B C4B 1.390(3) . ? C3B H3B 0.9500 . ? C4A C5A 1.397(3) . ? C4A H4A 0.9500 . ? C4B C5B 1.393(3) . ? C4B H4B 0.9500 . ? C5A C6A 1.381(3) . ? C5A H5A 0.9500 . ? C5B C6B 1.390(3) . ? C5B H5B 0.9500 . ? C6A C16A 1.508(3) . ? C6B C16B 1.504(3) . ? C12A O13A 1.234(3) . ? C12A O14A 1.282(3) . ? C12B O13B 1.232(3) . ? C12B O14B 1.285(3) . ? C16A O17A 1.250(3) . ? C16A N18A 1.319(3) . ? C16B O17B 1.255(2) . ? C16B N18B 1.320(3) . ? N18A C19A 1.464(3) . ? N18A H18A 0.8800 . ? N18B C19B 1.462(3) . ? N18B H18B 0.8800 . ? C19A C23A 1.506(3) . ? C19A H19A 0.9900 . ? C19A H19B 0.9900 . ? C19B C23B 1.511(3) . ? C19B H19C 0.9900 . ? C19B H19D 0.9900 . ? N21A C26A 1.340(3) . ? N21A C22A 1.345(3) . ? N21B C26B 1.346(3) . ? N21B C22B 1.353(3) . ? C22A C23A 1.374(3) . ? C22A H22A 0.9500 . ? C22B C23B 1.384(3) . ? C22B H22B 0.9500 . ? C23A C24A 1.389(3) . ? C23B C24B 1.396(3) . ? C24A C25A 1.384(3) . ? C24A H24A 0.9500 . ? C24B C25B 1.381(3) . ? C24B H24B 0.9500 . ? C25A C26A 1.381(3) . ? C25A H25A 0.9500 . ? C25B C26B 1.383(3) . ? C25B H25B 0.9500 . ? C26A H26A 0.9500 . ? C26B H26B 0.9500 . ? O29 H29A 0.781(17) . ? O29 H29B 0.833(17) . ? O30 H30A 0.9061 . ? O30 H30B 0.8556 . ? O32 H32A 0.8906 . ? O32 H32B 0.8909 . ? O33 H33B 0.8121 . ? O33 H33A 0.8324 . ? O34 H34A 0.9052 . ? O34 H34B 0.9384 . ? O35 C36 1.582(6) . ? O35 H35 0.8400 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1A Cu1 N21B 162.55(7) . . ? N1A Cu1 O14A 80.68(7) . . ? N21B Cu1 O14A 97.48(7) . . ? N1A Cu1 O17A 79.59(7) . . ? N21B Cu1 O17A 98.62(7) . . ? O14A Cu1 O17A 158.29(6) . . ? N1A Cu1 Cl1 99.03(5) . . ? N21B Cu1 Cl1 98.41(5) . . ? O14A Cu1 Cl1 98.10(5) . . ? O17A Cu1 Cl1 93.86(5) . . ? N1B Cu2 N21A 178.39(8) . . ? N1B Cu2 O14B 80.84(7) . . ? N21A Cu2 O14B 98.95(7) . . ? N1B Cu2 O17B 79.07(7) . . ? N21A Cu2 O17B 101.09(7) . . ? O14B Cu2 O17B 159.83(6) . . ? N1B Cu2 O29 93.57(7) . . ? N21A Cu2 O29 84.85(7) . . ? O14B Cu2 O29 94.31(6) . . ? O17B Cu2 O29 85.26(6) . . ? N1B Cu2 Cl2 88.10(5) . . ? N21A Cu2 Cl2 93.50(5) . . ? O14B Cu2 Cl2 91.55(5) . . ? O17B Cu2 Cl2 89.50(4) . . ? O29 Cu2 Cl2 174.09(5) . . ? C2A N1A C6A 122.45(19) . . ? C2A N1A Cu1 118.09(14) . . ? C6A N1A Cu1 119.42(15) . . ? C2B N1B C6B 122.15(18) . . ? C2B N1B Cu2 117.69(14) . . ? C6B N1B Cu2 120.16(14) . . ? N1A C2A C3A 120.8(2) . . ? N1A C2A C12A 111.40(19) . . ? C3A C2A C12A 127.8(2) . . ? N1B C2B C3B 121.11(19) . . ? N1B C2B C12B 112.23(18) . . ? C3B C2B C12B 126.7(2) . . ? C2A C3A C4A 118.1(2) . . ? C2A C3A H3A 121.0 . . ? C4A C3A H3A 121.0 . . ? C4B C3B C2B 117.3(2) . . ? C4B C3B H3B 121.4 . . ? C2B C3B H3B 121.4 . . ? C3A C4A C5A 120.5(2) . . ? C3A C4A H4A 119.7 . . ? C5A C4A H4A 119.7 . . ? C3B C4B C5B 121.1(2) . . ? C3B C4B H4B 119.4 . . ? C5B C4B H4B 119.4 . . ? C6A C5A C4A 117.7(2) . . ? C6A C5A H5A 121.1 . . ? C4A C5A H5A 121.1 . . ? C6B C5B C4B 117.83(19) . . ? C6B C5B H5B 121.1 . . ? C4B C5B H5B 121.1 . . ? N1A C6A C5A 120.4(2) . . ? N1A C6A C16A 109.25(18) . . ? C5A C6A C16A 130.4(2) . . ? N1B C6B C5B 120.47(19) . . ? N1B C6B C16B 109.97(18) . . ? C5B C6B C16B 129.55(18) . . ? O13A C12A O14A 126.0(2) . . ? O13A C12A C2A 119.2(2) . . ? O14A C12A C2A 114.80(18) . . ? O13B C12B O14B 126.2(2) . . ? O13B C12B C2B 119.13(19) . . ? O14B C12B C2B 114.64(19) . . ? C12A O14A Cu1 114.56(13) . . ? C12B O14B Cu2 113.73(13) . . ? O17A C16A N18A 123.2(2) . . ? O17A C16A C6A 118.21(19) . . ? N18A C16A C6A 118.49(19) . . ? O17B C16B N18B 122.7(2) . . ? O17B C16B C6B 118.34(18) . . ? N18B C16B C6B 118.86(18) . . ? C16A O17A Cu1 112.51(14) . . ? C16B O17B Cu2 112.39(13) . . ? C16A N18A C19A 122.54(19) . . ? C16A N18A H18A 118.7 . . ? C19A N18A H18A 118.7 . . ? C16B N18B C19B 121.74(18) . . ? C16B N18B H18B 119.1 . . ? C19B N18B H18B 119.1 . . ? N18A C19A C23A 111.35(18) . . ? N18A C19A H19A 109.4 . . ? C23A C19A H19A 109.4 . . ? N18A C19A H19B 109.4 . . ? C23A C19A H19B 109.4 . . ? H19A C19A H19B 108.0 . . ? N18B C19B C23B 111.51(18) . . ? N18B C19B H19C 109.3 . . ? C23B C19B H19C 109.3 . . ? N18B C19B H19D 109.3 . . ? C23B C19B H19D 109.3 . . ? H19C C19B H19D 108.0 . . ? C26A N21A C22A 118.63(19) . . ? C26A N21A Cu2 121.89(15) . . ? C22A N21A Cu2 119.24(14) . . ? C26B N21B C22B 118.74(18) . . ? C26B N21B Cu1 120.66(15) . . ? C22B N21B Cu1 120.56(14) . . ? N21A C22A C23A 123.0(2) . . ? N21A C22A H22A 118.5 . . ? C23A C22A H22A 118.5 . . ? N21B C22B C23B 122.34(19) . . ? N21B C22B H22B 118.8 . . ? C23B C22B H22B 118.8 . . ? C22A C23A C24A 118.1(2) . . ? C22A C23A C19A 120.1(2) . . ? C24A C23A C19A 121.7(2) . . ? C22B C23B C24B 118.2(2) . . ? C22B C23B C19B 120.36(19) . . ? C24B C23B C19B 121.4(2) . . ? C25A C24A C23A 119.3(2) . . ? C25A C24A H24A 120.4 . . ? C23A C24A H24A 120.4 . . ? C25B C24B C23B 119.5(2) . . ? C25B C24B H24B 120.3 . . ? C23B C24B H24B 120.3 . . ? C26A C25A C24A 119.1(2) . . ? C26A C25A H25A 120.5 . . ? C24A C25A H25A 120.5 . . ? C24B C25B C26B 119.1(2) . . ? C24B C25B H25B 120.5 . . ? C26B C25B H25B 120.5 . . ? N21A C26A C25A 121.9(2) . . ? N21A C26A H26A 119.0 . . ? C25A C26A H26A 119.0 . . ? N21B C26B C25B 122.1(2) . . ? N21B C26B H26B 119.0 . . ? C25B C26B H26B 119.0 . . ? Cu2 O29 H29A 107(2) . . ? Cu2 O29 H29B 106(2) . . ? H29A O29 H29B 121(3) . . ? H30A O30 H30B 107.7 . . ? H32A O32 H32B 148.5 . . ? H33B O33 H33A 96.4 . . ? H34A O34 H34B 91.3 . . ? C36 O35 H35 109.5 . . ? O35 C36 H36A 109.5 . . ? O35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? O35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 32.27 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.608 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.086 #######END data_compound_9 _database_code_depnum_ccdc_archive 'CCDC 823059' #TrackingRef '- AdelCS9_MAK1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28.50 H32 Cl2 Cu2 N6 O17.50' _chemical_formula_weight 936.58 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' Cl Cl 0.1484 0.1585 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 28.939(15) _cell_length_b 7.388(3) _cell_length_c 17.880(9) _cell_angle_alpha 90.00 _cell_angle_beta 107.998(5) _cell_angle_gamma 90.00 _cell_volume 3636(3) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 8665 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 23.65 _exptl_crystal_description rod _exptl_crystal_colour blue _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.711 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1908 _exptl_absorpt_coefficient_mu 1.403 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6044 _exptl_absorpt_correction_T_max 0.9333 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SADABS. See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '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 19477 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5524 _reflns_number_gt 4999 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2004)' _computing_cell_refinement 'APEXII (Bruker, 2004)' _computing_data_reduction 'APEXII (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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^)+(0.1070P)^2^+23.7281P] 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 0.27(2) _refine_ls_number_reflns 5524 _refine_ls_number_parameters 509 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0683 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1653 _refine_ls_wR_factor_gt 0.1577 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 Cu1 Cu 0.41225(3) 0.31000(11) 1.08134(5) 0.0239(2) Uani 1 1 d . . . N1A N 0.3730(2) 0.4634(8) 0.9999(3) 0.0214(13) Uani 1 1 d . . . N1B N 0.3673(2) 0.2967(10) 0.4208(3) 0.0275(14) Uani 1 1 d . . . Cu2 Cu 0.39142(3) 0.44138(13) 0.51313(5) 0.0307(3) Uani 1 1 d . . . C2A C 0.3597(3) 0.6248(11) 1.0204(4) 0.0274(17) Uani 1 1 d . . . C2B C 0.3495(3) 0.1328(12) 0.4279(5) 0.0349(19) Uani 1 1 d . . . C3A C 0.3332(3) 0.7450(12) 0.9628(5) 0.034(2) Uani 1 1 d . . . H3A H 0.3236 0.8605 0.9762 0.041 Uiso 1 1 calc R . . C3B C 0.3344(3) 0.0179(11) 0.3647(6) 0.038(2) Uani 1 1 d . . . H3B H 0.3220 -0.0989 0.3697 0.046 Uiso 1 1 calc R . . C4A C 0.3214(3) 0.6889(13) 0.8858(5) 0.039(2) Uani 1 1 d . . . H4A H 0.3023 0.7662 0.8457 0.047 Uiso 1 1 calc R . . C4B C 0.3380(3) 0.0785(13) 0.2931(5) 0.038(2) Uani 1 1 d . . . H4B H 0.3274 0.0027 0.2481 0.046 Uiso 1 1 calc R . . C5A C 0.3365(3) 0.5231(11) 0.8644(5) 0.0312(19) Uani 1 1 d . . . H5A H 0.3290 0.4874 0.8109 0.037 Uiso 1 1 calc R . . C5B C 0.3569(3) 0.2477(12) 0.2866(5) 0.0320(19) Uani 1 1 d . . . H5B H 0.3593 0.2890 0.2376 0.038 Uiso 1 1 calc R . . C6A C 0.3632(3) 0.4129(10) 0.9252(4) 0.0232(16) Uani 1 1 d . . . C6B C 0.3722(3) 0.3555(10) 0.3530(4) 0.0239(17) Uani 1 1 d . . . C12A C 0.3798(3) 0.6543(11) 1.1083(5) 0.0288(18) Uani 1 1 d . . . C12B C 0.3507(3) 0.0998(13) 0.5119(6) 0.041(2) Uani 1 1 d . . . O13A O 0.4022(2) 0.5172(7) 1.1475(3) 0.0294(13) Uani 1 1 d . . . O13B O 0.3676(2) 0.2278(9) 0.5610(4) 0.0415(15) Uani 1 1 d . . . O14A O 0.3766(2) 0.8014(8) 1.1370(3) 0.0343(13) Uani 1 1 d . . . O14B O 0.3345(2) -0.0440(9) 0.5296(4) 0.0526(18) Uani 1 1 d . . . C16A C 0.3878(3) 0.2348(11) 0.9209(4) 0.0258(17) Uani 1 1 d . . . C16B C 0.3989(3) 0.5309(11) 0.3665(4) 0.0231(16) Uani 1 1 d . . . O17A O 0.4132(2) 0.1648(8) 0.9853(3) 0.0327(13) Uani 1 1 d . . . O17B O 0.4127(2) 0.5929(8) 0.4355(3) 0.0307(13) Uani 1 1 d . . . N18A N 0.3834(2) 0.1613(9) 0.8525(4) 0.0268(14) Uani 1 1 d . . . H18A H 0.3625 0.2086 0.8103 0.032 Uiso 1 1 calc R . . N18B N 0.4096(2) 0.6092(9) 0.3075(3) 0.0261(14) Uani 1 1 d . . . H18B H 0.3957 0.5688 0.2595 0.031 Uiso 1 1 calc R . . C19A C 0.4117(3) 0.0039(10) 0.8434(4) 0.0263(17) Uani 1 1 d . . . H19A H 0.3907 -0.0828 0.8057 0.032 Uiso 1 1 calc R . . H19B H 0.4254 -0.0581 0.8946 0.032 Uiso 1 1 calc R . . C19B C 0.4438(3) 0.7611(10) 0.3189(4) 0.0288(18) Uani 1 1 d . . . H19C H 0.4474 0.8206 0.3700 0.035 Uiso 1 1 calc R . . H19D H 0.4314 0.8516 0.2766 0.035 Uiso 1 1 calc R . . N21A N 0.5315(2) 0.1957(8) 0.8419(3) 0.0204(13) Uani 1 1 d . . . N21B N 0.5685(2) 0.5538(10) 0.3900(4) 0.0323(16) Uani 1 1 d . . . C22A C 0.4952(3) 0.1243(10) 0.8647(4) 0.0225(16) Uani 1 1 d . . . H22A H 0.4995 0.1130 0.9194 0.027 Uiso 1 1 calc R . . C22B C 0.5260(3) 0.6292(11) 0.3874(4) 0.0254(17) Uani 1 1 d . . . H22B H 0.5184 0.6422 0.4351 0.031 Uiso 1 1 calc R . . C23A C 0.4528(3) 0.0679(10) 0.8130(4) 0.0214(16) Uani 1 1 d . . . C23B C 0.4921(3) 0.6900(11) 0.3172(4) 0.0275(18) Uani 1 1 d . . . C24A C 0.4467(3) 0.0761(10) 0.7345(4) 0.0249(17) Uani 1 1 d . . . H24A H 0.4174 0.0348 0.6977 0.030 Uiso 1 1 calc R . . C24B C 0.5052(3) 0.6762(11) 0.2498(4) 0.0305(19) Uani 1 1 d . . . H24B H 0.4835 0.7158 0.2010 0.037 Uiso 1 1 calc R . . C25A C 0.4832(3) 0.1442(11) 0.7088(4) 0.0270(17) Uani 1 1 d . . . H25A H 0.4793 0.1507 0.6541 0.032 Uiso 1 1 calc R . . C25B C 0.5495(3) 0.6052(12) 0.2529(4) 0.0319(19) Uani 1 1 d . . . H25B H 0.5587 0.5975 0.2063 0.038 Uiso 1 1 calc R . . C26A C 0.5256(3) 0.2033(9) 0.7634(4) 0.0223(16) Uani 1 1 d . . . H26A H 0.5511 0.2499 0.7459 0.027 Uiso 1 1 calc R . . C26B C 0.5804(3) 0.5460(13) 0.3225(5) 0.037(2) Uani 1 1 d . . . H26B H 0.6111 0.4979 0.3237 0.044 Uiso 1 1 calc R . . O27A O 0.35374(19) 0.1480(8) 1.1041(3) 0.0302(12) Uani 1 1 d . . . H27A H 0.3623 0.0532 1.1418 0.036 Uiso 1 1 d R . . O27B O 0.3252(2) 0.6009(10) 0.5019(4) 0.0498(17) Uani 1 1 d . . . H27B H 0.3303 0.7198 0.5230 0.060 Uiso 1 1 d R . . C28A C 0.3035(3) 0.1822(13) 1.0633(6) 0.046(2) Uani 1 1 d . . . H28A H 0.2944 0.3014 1.0784 0.069 Uiso 1 1 calc R . . H28B H 0.2834 0.0889 1.0771 0.069 Uiso 1 1 calc R . . H28C H 0.2982 0.1796 1.0064 0.069 Uiso 1 1 calc R . . C28B C 0.2778(7) 0.548(3) 0.4701(14) 0.149(9) Uani 1 1 d . . . H28D H 0.2602 0.5693 0.5082 0.224 Uiso 1 1 calc R . . H28E H 0.2765 0.4193 0.4568 0.224 Uiso 1 1 calc R . . H28F H 0.2626 0.6188 0.4223 0.224 Uiso 1 1 calc R . . Cl30 Cl 0.5000 0.6117(3) 1.0000 0.0279(6) Uani 1 2 d S . . O31 O 0.5248(6) 0.722(4) 0.9684(16) 0.308(18) Uani 1 1 d . . . O32 O 0.4683(12) 0.541(4) 0.9366(10) 0.330(19) Uani 1 1 d . . . Cl35 Cl 0.5000 0.1439(4) 0.5000 0.0425(8) Uani 1 2 d S . . O36 O 0.4654(4) 0.0382(18) 0.5151(5) 0.106(4) Uani 1 1 d . . . O37 O 0.5218(7) 0.245(2) 0.5672(9) 0.222(11) Uani 1 1 d . . . Cl40 Cl 0.73564(9) 0.6478(4) 0.8139(3) 0.0934(14) Uani 1 1 d . . . O41 O 0.7000(5) 0.5537(19) 0.8334(14) 0.192(9) Uani 1 1 d . . . O42 O 0.7350(4) 0.8354(11) 0.8547(7) 0.092(3) Uani 1 1 d . . . O43 O 0.7814(3) 0.5918(12) 0.8477(5) 0.075(2) Uani 1 1 d . . . O44 O 0.7214(8) 0.689(2) 0.7381(7) 0.214(11) Uani 1 1 d . . . O50 O 0.3278(3) 0.2720(10) 0.6980(4) 0.064(2) Uani 1 1 d . . . C52 C 0.2880(9) -0.224(4) 0.6691(16) 0.087(8) Uiso 0.50 1 d PD . . H52A H 0.2981 -0.3183 0.7095 0.130 Uiso 0.50 1 calc PR . . H52B H 0.2767 -0.2808 0.6170 0.130 Uiso 0.50 1 calc PR . . H52C H 0.2616 -0.1528 0.6778 0.130 Uiso 0.50 1 calc PR . . O51 O 0.3253(7) -0.117(3) 0.6730(11) 0.088(6) Uiso 0.50 1 d PD . . H51 H 0.3184 -0.0502 0.6330 0.105 Uiso 0.50 1 calc 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 Cu1 0.0282(5) 0.0192(5) 0.0244(4) 0.0025(4) 0.0083(4) 0.0054(4) N1A 0.021(3) 0.012(3) 0.033(3) 0.000(3) 0.010(2) -0.003(3) N1B 0.025(3) 0.023(4) 0.033(3) 0.003(3) 0.007(3) -0.001(3) Cu2 0.0319(6) 0.0303(6) 0.0287(5) 0.0063(4) 0.0076(4) -0.0039(5) C2A 0.021(4) 0.021(4) 0.038(4) 0.013(3) 0.004(3) 0.005(3) C2B 0.024(4) 0.025(5) 0.057(5) 0.006(4) 0.015(4) -0.003(4) C3A 0.036(5) 0.024(5) 0.038(4) 0.002(3) 0.004(4) 0.008(4) C3B 0.034(5) 0.013(4) 0.070(6) -0.005(4) 0.018(4) -0.010(4) C4A 0.040(5) 0.036(6) 0.032(4) 0.006(4) -0.004(4) 0.013(4) C4B 0.033(5) 0.031(5) 0.051(5) -0.013(4) 0.011(4) -0.010(4) C5A 0.036(5) 0.025(4) 0.026(4) -0.003(3) 0.000(3) 0.008(4) C5B 0.022(4) 0.031(5) 0.042(4) -0.005(3) 0.009(3) -0.002(4) C6A 0.031(4) 0.012(4) 0.030(4) 0.002(3) 0.013(3) 0.002(3) C6B 0.015(4) 0.021(4) 0.035(4) 0.003(3) 0.007(3) 0.003(3) C12A 0.035(5) 0.014(4) 0.041(4) 0.003(4) 0.017(4) 0.003(4) C12B 0.030(5) 0.035(6) 0.062(6) 0.016(5) 0.020(4) 0.006(4) O13A 0.037(3) 0.026(3) 0.025(3) 0.002(2) 0.009(2) 0.001(3) O13B 0.046(4) 0.034(4) 0.044(3) 0.013(3) 0.014(3) -0.006(3) O14A 0.054(4) 0.018(3) 0.033(3) 0.000(3) 0.016(3) 0.004(3) O14B 0.044(4) 0.028(4) 0.095(5) 0.022(4) 0.035(4) -0.005(3) C16A 0.027(4) 0.021(4) 0.029(4) 0.005(3) 0.008(3) 0.002(3) C16B 0.013(4) 0.025(4) 0.027(4) 0.000(3) -0.002(3) -0.003(3) O17A 0.040(3) 0.031(3) 0.027(3) 0.000(2) 0.010(2) 0.009(3) O17B 0.040(3) 0.032(3) 0.017(3) -0.001(2) 0.005(2) -0.003(3) N18A 0.019(3) 0.028(4) 0.026(3) -0.003(3) -0.002(3) 0.002(3) N18B 0.027(4) 0.029(4) 0.019(3) -0.002(3) 0.004(3) -0.003(3) C19A 0.031(4) 0.019(4) 0.032(4) -0.004(3) 0.014(3) -0.007(3) C19B 0.032(4) 0.017(4) 0.033(4) -0.001(3) 0.004(3) -0.007(3) N21A 0.026(3) 0.011(3) 0.023(3) -0.001(2) 0.006(3) -0.003(3) N21B 0.027(4) 0.043(4) 0.026(3) -0.007(3) 0.007(3) 0.000(3) C22A 0.026(4) 0.019(4) 0.025(3) -0.003(3) 0.011(3) 0.003(3) C22B 0.031(4) 0.024(4) 0.022(4) 0.000(3) 0.008(3) -0.003(4) C23A 0.023(4) 0.016(4) 0.027(4) -0.002(3) 0.010(3) 0.001(3) C23B 0.031(4) 0.024(4) 0.024(4) 0.000(3) 0.002(3) -0.013(4) C24A 0.024(4) 0.014(4) 0.035(4) -0.005(3) 0.006(3) 0.004(3) C24B 0.040(5) 0.028(5) 0.027(4) 0.000(3) 0.014(3) -0.013(4) C25A 0.039(5) 0.019(4) 0.024(4) -0.002(3) 0.009(3) 0.013(4) C25B 0.040(5) 0.033(5) 0.027(4) -0.009(3) 0.016(4) -0.016(4) C26A 0.031(4) 0.013(4) 0.029(4) 0.000(3) 0.018(3) 0.001(3) C26B 0.028(5) 0.053(6) 0.034(4) -0.006(4) 0.016(4) -0.021(4) O27A 0.029(3) 0.024(3) 0.037(3) 0.005(2) 0.008(2) 0.005(3) O27B 0.028(3) 0.051(5) 0.066(4) 0.001(3) 0.008(3) -0.001(3) C28A 0.034(5) 0.034(6) 0.070(6) 0.013(5) 0.014(5) 0.004(4) C28B 0.086(14) 0.14(2) 0.21(2) -0.027(18) 0.034(14) 0.013(13) Cl30 0.0371(15) 0.0176(14) 0.0312(13) 0.000 0.0138(11) 0.000 O31 0.132(14) 0.44(4) 0.37(3) 0.28(3) 0.107(17) 0.010(18) O32 0.54(4) 0.35(3) 0.108(11) -0.096(15) 0.109(18) -0.33(3) Cl35 0.079(2) 0.0239(16) 0.0390(15) 0.000 0.0391(16) 0.000 O36 0.089(7) 0.179(12) 0.052(5) -0.024(6) 0.023(5) -0.069(7) O37 0.32(2) 0.250(19) 0.183(12) -0.171(13) 0.205(14) -0.241(18) Cl40 0.0268(14) 0.054(2) 0.162(3) 0.064(2) -0.0260(16) -0.0141(13) O41 0.103(9) 0.092(9) 0.42(3) -0.109(14) 0.138(14) -0.047(8) O42 0.089(7) 0.026(5) 0.143(8) 0.001(5) 0.008(6) 0.008(4) O43 0.046(5) 0.060(6) 0.105(6) 0.018(5) 0.005(4) 0.003(4) O44 0.31(2) 0.193(17) 0.088(8) 0.015(9) -0.009(11) 0.199(17) O50 0.087(5) 0.043(5) 0.039(3) -0.004(3) -0.013(3) 0.014(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 Cu1 N1A 1.916(6) . ? Cu1 N21A 1.967(6) 2_657 ? Cu1 O13A 2.010(5) . ? Cu1 O17A 2.033(5) . ? Cu1 O27A 2.212(6) . ? N1A C6A 1.329(9) . ? N1A C2A 1.339(10) . ? N1B C2B 1.338(11) . ? N1B C6B 1.338(9) . ? N1B Cu2 1.908(6) . ? Cu2 N21B 1.947(7) 2_656 ? Cu2 O13B 2.016(6) . ? Cu2 O17B 2.022(5) . ? Cu2 O27B 2.205(7) . ? C2A C3A 1.397(11) . ? C2A C12A 1.514(11) . ? C2B C3B 1.372(13) . ? C2B C12B 1.510(13) . ? C3A C4A 1.376(12) . ? C3A H3A 0.9500 . ? C3B C4B 1.390(13) . ? C3B H3B 0.9500 . ? C4A C5A 1.394(13) . ? C4A H4A 0.9500 . ? C4B C5B 1.384(13) . ? C4B H4B 0.9500 . ? C5A C6A 1.387(11) . ? C5A H5A 0.9500 . ? C5B C6B 1.383(11) . ? C5B H5B 0.9500 . ? C6A C16A 1.510(11) . ? C6B C16B 1.489(11) . ? C12A O14A 1.218(10) . ? C12A O13A 1.286(10) . ? C12B O14B 1.240(12) . ? C12B O13B 1.281(12) . ? C16A O17A 1.269(9) . ? C16A N18A 1.307(10) . ? C16B O17B 1.260(9) . ? C16B N18B 1.321(9) . ? N18A C19A 1.462(10) . ? N18A H18A 0.8800 . ? N18B C19B 1.468(10) . ? N18B H18B 0.8800 . ? C19A C23A 1.524(10) . ? C19A H19A 0.9900 . ? C19A H19B 0.9900 . ? C19B C23B 1.502(12) . ? C19B H19C 0.9900 . ? C19B H19D 0.9900 . ? N21A C22A 1.347(10) . ? N21A C26A 1.362(9) . ? N21A Cu1 1.967(6) 2_657 ? N21B C22B 1.338(10) . ? N21B C26B 1.356(10) . ? N21B Cu2 1.947(7) 2_656 ? C22A C23A 1.354(10) . ? C22A H22A 0.9500 . ? C22B C23B 1.406(11) . ? C22B H22B 0.9500 . ? C23A C24A 1.362(10) . ? C23B C24B 1.374(10) . ? C24A C25A 1.370(11) . ? C24A H24A 0.9500 . ? C24B C25B 1.372(13) . ? C24B H24B 0.9500 . ? C25A C26A 1.382(11) . ? C25A H25A 0.9500 . ? C25B C26B 1.361(12) . ? C25B H25B 0.9500 . ? C26A H26A 0.9500 . ? C26B H26B 0.9500 . ? O27A C28A 1.434(10) . ? O27A H27A 0.9501 . ? O27B C28B 1.370(19) . ? O27B H27B 0.9500 . ? C28A H28A 0.9800 . ? C28A H28B 0.9800 . ? C28A H28C 0.9800 . ? C28B H28D 0.9800 . ? C28B H28E 0.9800 . ? C28B H28F 0.9800 . ? Cl30 O31 1.325(17) 2_657 ? Cl30 O31 1.325(17) . ? Cl30 O32 1.326(18) . ? Cl30 O32 1.326(18) 2_657 ? Cl35 O36 1.360(10) 2_656 ? Cl35 O36 1.360(10) . ? Cl35 O37 1.391(11) 2_656 ? Cl35 O37 1.391(11) . ? Cl40 O44 1.325(13) . ? Cl40 O43 1.341(8) . ? Cl40 O41 1.376(14) . ? Cl40 O42 1.569(10) . ? C52 O51 1.322(18) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? O51 H51 0.8400 . ? 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 N1A Cu1 N21A 162.3(2) . 2_657 ? N1A Cu1 O13A 80.6(2) . . ? N21A Cu1 O13A 99.0(2) 2_657 . ? N1A Cu1 O17A 80.2(2) . . ? N21A Cu1 O17A 97.9(2) 2_657 . ? O13A Cu1 O17A 160.3(2) . . ? N1A Cu1 O27A 98.8(2) . . ? N21A Cu1 O27A 98.9(2) 2_657 . ? O13A Cu1 O27A 92.6(2) . . ? O17A Cu1 O27A 94.7(2) . . ? C6A N1A C2A 122.3(6) . . ? C6A N1A Cu1 119.3(5) . . ? C2A N1A Cu1 118.1(5) . . ? C2B N1B C6B 122.2(7) . . ? C2B N1B Cu2 118.3(5) . . ? C6B N1B Cu2 119.3(5) . . ? N1B Cu2 N21B 165.1(3) . 2_656 ? N1B Cu2 O13B 81.2(3) . . ? N21B Cu2 O13B 98.3(3) 2_656 . ? N1B Cu2 O17B 79.9(3) . . ? N21B Cu2 O17B 98.6(3) 2_656 . ? O13B Cu2 O17B 160.3(2) . . ? N1B Cu2 O27B 98.3(3) . . ? N21B Cu2 O27B 96.6(3) 2_656 . ? O13B Cu2 O27B 93.2(3) . . ? O17B Cu2 O27B 94.7(3) . . ? N1A C2A C3A 120.3(7) . . ? N1A C2A C12A 111.2(6) . . ? C3A C2A C12A 128.4(7) . . ? N1B C2B C3B 121.0(8) . . ? N1B C2B C12B 110.4(8) . . ? C3B C2B C12B 128.5(8) . . ? C4A C3A C2A 117.0(8) . . ? C4A C3A H3A 121.5 . . ? C2A C3A H3A 121.5 . . ? C2B C3B C4B 117.7(8) . . ? C2B C3B H3B 121.2 . . ? C4B C3B H3B 121.2 . . ? C3A C4A C5A 122.6(8) . . ? C3A C4A H4A 118.7 . . ? C5A C4A H4A 118.7 . . ? C5B C4B C3B 120.8(8) . . ? C5B C4B H4B 119.6 . . ? C3B C4B H4B 119.6 . . ? C6A C5A C4A 116.5(7) . . ? C6A C5A H5A 121.8 . . ? C4A C5A H5A 121.8 . . ? C6B C5B C4B 118.5(8) . . ? C6B C5B H5B 120.7 . . ? C4B C5B H5B 120.7 . . ? N1A C6A C5A 121.2(7) . . ? N1A C6A C16A 109.8(6) . . ? C5A C6A C16A 128.9(7) . . ? N1B C6B C5B 119.7(7) . . ? N1B C6B C16B 109.3(6) . . ? C5B C6B C16B 130.7(7) . . ? O14A C12A O13A 124.4(7) . . ? O14A C12A C2A 120.7(7) . . ? O13A C12A C2A 114.8(7) . . ? O14B C12B O13B 123.4(9) . . ? O14B C12B C2B 119.8(9) . . ? O13B C12B C2B 116.7(8) . . ? C12A O13A Cu1 114.8(5) . . ? C12B O13B Cu2 113.3(5) . . ? O17A C16A N18A 122.7(7) . . ? O17A C16A C6A 117.3(7) . . ? N18A C16A C6A 119.9(7) . . ? O17B C16B N18B 122.7(7) . . ? O17B C16B C6B 117.8(7) . . ? N18B C16B C6B 119.3(6) . . ? C16A O17A Cu1 113.3(5) . . ? C16B O17B Cu2 113.5(5) . . ? C16A N18A C19A 122.6(7) . . ? C16A N18A H18A 118.7 . . ? C19A N18A H18A 118.7 . . ? C16B N18B C19B 122.6(6) . . ? C16B N18B H18B 118.7 . . ? C19B N18B H18B 118.7 . . ? N18A C19A C23A 108.6(6) . . ? N18A C19A H19A 110.0 . . ? C23A C19A H19A 110.0 . . ? N18A C19A H19B 110.0 . . ? C23A C19A H19B 110.0 . . ? H19A C19A H19B 108.4 . . ? N18B C19B C23B 108.8(6) . . ? N18B C19B H19C 109.9 . . ? C23B C19B H19C 109.9 . . ? N18B C19B H19D 109.9 . . ? C23B C19B H19D 109.9 . . ? H19C C19B H19D 108.3 . . ? C22A N21A C26A 117.9(6) . . ? C22A N21A Cu1 120.8(5) . 2_657 ? C26A N21A Cu1 120.9(5) . 2_657 ? C22B N21B C26B 118.1(7) . . ? C22B N21B Cu2 119.8(5) . 2_656 ? C26B N21B Cu2 121.9(6) . 2_656 ? N21A C22A C23A 122.8(6) . . ? N21A C22A H22A 118.6 . . ? C23A C22A H22A 118.6 . . ? N21B C22B C23B 123.0(7) . . ? N21B C22B H22B 118.5 . . ? C23B C22B H22B 118.5 . . ? C22A C23A C24A 119.3(7) . . ? C22A C23A C19A 119.6(6) . . ? C24A C23A C19A 121.0(7) . . ? C24B C23B C22B 117.0(8) . . ? C24B C23B C19B 123.5(7) . . ? C22B C23B C19B 119.4(7) . . ? C23A C24A C25A 119.8(7) . . ? C23A C24A H24A 120.1 . . ? C25A C24A H24A 120.1 . . ? C25B C24B C23B 120.0(8) . . ? C25B C24B H24B 120.0 . . ? C23B C24B H24B 120.0 . . ? C24A C25A C26A 119.1(6) . . ? C24A C25A H25A 120.4 . . ? C26A C25A H25A 120.4 . . ? C26B C25B C24B 120.1(7) . . ? C26B C25B H25B 120.0 . . ? C24B C25B H25B 120.0 . . ? N21A C26A C25A 121.0(7) . . ? N21A C26A H26A 119.5 . . ? C25A C26A H26A 119.5 . . ? N21B C26B C25B 121.7(8) . . ? N21B C26B H26B 119.1 . . ? C25B C26B H26B 119.1 . . ? C28A O27A Cu1 121.7(5) . . ? C28A O27A H27A 119.4 . . ? Cu1 O27A H27A 119.0 . . ? C28B O27B Cu2 128.1(11) . . ? C28B O27B H27B 116.0 . . ? Cu2 O27B H27B 115.8 . . ? O27A C28A H28A 109.5 . . ? O27A C28A H28B 109.5 . . ? H28A C28A H28B 109.5 . . ? O27A C28A H28C 109.5 . . ? H28A C28A H28C 109.5 . . ? H28B C28A H28C 109.5 . . ? O27B C28B H28D 109.5 . . ? O27B C28B H28E 109.5 . . ? H28D C28B H28E 109.5 . . ? O27B C28B H28F 109.5 . . ? H28D C28B H28F 109.5 . . ? H28E C28B H28F 109.5 . . ? O31 Cl30 O31 104(3) 2_657 . ? O31 Cl30 O32 106.6(18) 2_657 . ? O31 Cl30 O32 101.6(14) . . ? O31 Cl30 O32 101.6(14) 2_657 2_657 ? O31 Cl30 O32 106.6(18) . 2_657 ? O32 Cl30 O32 134(3) . 2_657 ? O36 Cl35 O36 109.9(12) 2_656 . ? O36 Cl35 O37 107.7(5) 2_656 2_656 ? O36 Cl35 O37 108.3(10) . 2_656 ? O36 Cl35 O37 108.3(10) 2_656 . ? O36 Cl35 O37 107.8(5) . . ? O37 Cl35 O37 114.7(19) 2_656 . ? O44 Cl40 O43 119.0(10) . . ? O44 Cl40 O41 110.7(14) . . ? O43 Cl40 O41 116.4(10) . . ? O44 Cl40 O42 103.2(8) . . ? O43 Cl40 O42 102.4(6) . . ? O41 Cl40 O42 102.2(7) . . ? O51 C52 H52A 109.5 . . ? O51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? O51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C52 O51 H51 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N21A Cu1 N1A C6A 87.3(10) 2_657 . . . ? O13A Cu1 N1A C6A 177.5(6) . . . . ? O17A Cu1 N1A C6A 2.0(5) . . . . ? O27A Cu1 N1A C6A -91.3(6) . . . . ? N21A Cu1 N1A C2A -87.5(10) 2_657 . . . ? O13A Cu1 N1A C2A 2.6(5) . . . . ? O17A Cu1 N1A C2A -172.9(6) . . . . ? O27A Cu1 N1A C2A 93.9(5) . . . . ? C2B N1B Cu2 N21B 86.1(12) . . . 2_656 ? C6B N1B Cu2 N21B -88.5(13) . . . 2_656 ? C2B N1B Cu2 O13B -3.0(6) . . . . ? C6B N1B Cu2 O13B -177.6(6) . . . . ? C2B N1B Cu2 O17B 171.7(6) . . . . ? C6B N1B Cu2 O17B -2.9(5) . . . . ? C2B N1B Cu2 O27B -94.9(6) . . . . ? C6B N1B Cu2 O27B 90.5(6) . . . . ? C6A N1A C2A C3A 2.1(11) . . . . ? Cu1 N1A C2A C3A 176.8(6) . . . . ? C6A N1A C2A C12A -174.3(7) . . . . ? Cu1 N1A C2A C12A 0.4(8) . . . . ? C6B N1B C2B C3B -1.4(12) . . . . ? Cu2 N1B C2B C3B -175.8(7) . . . . ? C6B N1B C2B C12B 176.9(7) . . . . ? Cu2 N1B C2B C12B 2.4(9) . . . . ? N1A C2A C3A C4A 0.5(12) . . . . ? C12A C2A C3A C4A 176.2(8) . . . . ? N1B C2B C3B C4B -0.4(13) . . . . ? C12B C2B C3B C4B -178.3(8) . . . . ? C2A C3A C4A C5A -2.5(14) . . . . ? C2B C3B C4B C5B 1.0(13) . . . . ? C3A C4A C5A C6A 1.9(14) . . . . ? C3B C4B C5B C6B 0.1(13) . . . . ? C2A N1A C6A C5A -2.8(11) . . . . ? Cu1 N1A C6A C5A -177.4(6) . . . . ? C2A N1A C6A C16A 173.3(6) . . . . ? Cu1 N1A C6A C16A -1.3(8) . . . . ? C4A C5A C6A N1A 0.8(12) . . . . ? C4A C5A C6A C16A -174.5(8) . . . . ? C2B N1B C6B C5B 2.5(11) . . . . ? Cu2 N1B C6B C5B 176.9(6) . . . . ? C2B N1B C6B C16B -172.4(7) . . . . ? Cu2 N1B C6B C16B 2.0(8) . . . . ? C4B C5B C6B N1B -1.8(12) . . . . ? C4B C5B C6B C16B 171.8(7) . . . . ? N1A C2A C12A O14A 171.1(7) . . . . ? C3A C2A C12A O14A -5.0(13) . . . . ? N1A C2A C12A O13A -5.3(10) . . . . ? C3A C2A C12A O13A 178.7(8) . . . . ? N1B C2B C12B O14B 178.3(8) . . . . ? C3B C2B C12B O14B -3.6(14) . . . . ? N1B C2B C12B O13B 0.2(11) . . . . ? C3B C2B C12B O13B 178.3(9) . . . . ? O14A C12A O13A Cu1 -168.7(6) . . . . ? C2A C12A O13A Cu1 7.5(8) . . . . ? N1A Cu1 O13A C12A -5.7(5) . . . . ? N21A Cu1 O13A C12A 156.3(5) 2_657 . . . ? O17A Cu1 O13A C12A 7.5(10) . . . . ? O27A Cu1 O13A C12A -104.2(6) . . . . ? O14B C12B O13B Cu2 179.5(7) . . . . ? C2B C12B O13B Cu2 -2.5(10) . . . . ? N1B Cu2 O13B C12B 2.9(6) . . . . ? N21B Cu2 O13B C12B -162.0(6) 2_656 . . . ? O17B Cu2 O13B C12B -12.8(11) . . . . ? O27B Cu2 O13B C12B 100.9(6) . . . . ? N1A C6A C16A O17A -0.7(10) . . . . ? C5A C6A C16A O17A 175.0(8) . . . . ? N1A C6A C16A N18A -179.1(7) . . . . ? C5A C6A C16A N18A -3.4(13) . . . . ? N1B C6B C16B O17B 1.1(9) . . . . ? C5B C6B C16B O17B -173.1(8) . . . . ? N1B C6B C16B N18B 177.1(7) . . . . ? C5B C6B C16B N18B 2.9(12) . . . . ? N18A C16A O17A Cu1 -179.4(6) . . . . ? C6A C16A O17A Cu1 2.2(9) . . . . ? N1A Cu1 O17A C16A -2.3(5) . . . . ? N21A Cu1 O17A C16A -164.5(6) 2_657 . . . ? O13A Cu1 O17A C16A -15.5(10) . . . . ? O27A Cu1 O17A C16A 95.8(6) . . . . ? N18B C16B O17B Cu2 -179.2(6) . . . . ? C6B C16B O17B Cu2 -3.3(8) . . . . ? N1B Cu2 O17B C16B 3.3(5) . . . . ? N21B Cu2 O17B C16B 168.3(5) 2_656 . . . ? O13B Cu2 O17B C16B 19.1(10) . . . . ? O27B Cu2 O17B C16B -94.3(5) . . . . ? O17A C16A N18A C19A -7.4(12) . . . . ? C6A C16A N18A C19A 170.9(6) . . . . ? O17B C16B N18B C19B 8.3(12) . . . . ? C6B C16B N18B C19B -167.5(6) . . . . ? C16A N18A C19A C23A -102.3(8) . . . . ? C16B N18B C19B C23B 100.0(8) . . . . ? C26A N21A C22A C23A -2.9(11) . . . . ? Cu1 N21A C22A C23A 170.3(6) 2_657 . . . ? C26B N21B C22B C23B 4.0(12) . . . . ? Cu2 N21B C22B C23B -170.8(6) 2_656 . . . ? N21A C22A C23A C24A 2.7(11) . . . . ? N21A C22A C23A C19A -174.7(7) . . . . ? N18A C19A C23A C22A 86.1(8) . . . . ? N18A C19A C23A C24A -91.3(8) . . . . ? N21B C22B C23B C24B -2.7(12) . . . . ? N21B C22B C23B C19B 175.8(7) . . . . ? N18B C19B C23B C24B 90.0(9) . . . . ? N18B C19B C23B C22B -88.3(8) . . . . ? C22A C23A C24A C25A -1.2(11) . . . . ? C19A C23A C24A C25A 176.2(7) . . . . ? C22B C23B C24B C25B 0.1(12) . . . . ? C19B C23B C24B C25B -178.3(7) . . . . ? C23A C24A C25A C26A 0.1(11) . . . . ? C23B C24B C25B C26B 1.0(12) . . . . ? C22A N21A C26A C25A 1.7(10) . . . . ? Cu1 N21A C26A C25A -171.5(5) 2_657 . . . ? C24A C25A C26A N21A -0.4(11) . . . . ? C22B N21B C26B C25B -2.8(13) . . . . ? Cu2 N21B C26B C25B 171.9(7) 2_656 . . . ? C24B C25B C26B N21B 0.4(13) . . . . ? N1A Cu1 O27A C28A -2.3(7) . . . . ? N21A Cu1 O27A C28A 178.1(6) 2_657 . . . ? O13A Cu1 O27A C28A 78.6(6) . . . . ? O17A Cu1 O27A C28A -83.0(6) . . . . ? N1B Cu2 O27B C28B 32.0(15) . . . . ? N21B Cu2 O27B C28B -148.2(15) 2_656 . . . ? O13B Cu2 O27B C28B -49.5(15) . . . . ? O17B Cu2 O27B C28B 112.5(15) . . . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 1.456 _refine_diff_density_min -1.218 _refine_diff_density_rms 0.124 #######END data_compound_10 _database_code_depnum_ccdc_archive 'CCDC 823060' #TrackingRef '- AdelCS9_MAK1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H34 Cu3 N12 O22' _chemical_formula_weight 1189.38 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.799(3) _cell_length_b 19.571(4) _cell_length_c 13.054(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.06(3) _cell_angle_gamma 90.00 _cell_volume 4238.2(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 52118 _cell_measurement_theta_min 1.23 _cell_measurement_theta_max 26.00 _exptl_crystal_description rod _exptl_crystal_colour blue _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.864 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2412 _exptl_absorpt_coefficient_mu 1.598 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7728 _exptl_absorpt_correction_T_max 0.9388 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SADABS. See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52118 _diffrn_reflns_av_R_equivalents 0.0974 _diffrn_reflns_av_sigmaI/netI 0.0529 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8308 _reflns_number_gt 6806 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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^)+(0.0833P)^2^+4.8812P] 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 8308 _refine_ls_number_parameters 692 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0626 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1326 _refine_ls_wR_factor_gt 0.1257 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Cu1 Cu 0.39895(2) 0.49184(2) 0.20203(3) 0.00902(12) Uani 1 1 d . . . N1A N 0.28223(17) 0.49151(14) 0.1419(2) 0.0074(6) Uani 1 1 d . . . N1B N 0.28803(17) 0.33628(15) 0.5208(2) 0.0092(6) Uani 1 1 d . . . N1C N -0.24400(17) 0.33724(15) 0.4290(2) 0.0106(6) Uani 1 1 d . . . H27B H 0.397(2) 0.600(2) 0.2815(16) 0.016 Uiso 1 1 d D . . Cu2 Cu 0.20231(2) 0.33871(2) 0.40505(3) 0.00880(12) Uani 1 1 d . . . C2A C 0.2303(2) 0.48155(17) 0.2095(3) 0.0103(7) Uani 1 1 d . . . C2B C 0.3618(2) 0.32563(17) 0.5000(3) 0.0101(7) Uani 1 1 d . . . C2C C -0.3179(2) 0.33791(18) 0.4515(3) 0.0109(7) Uani 1 1 d . . . Cu3 Cu -0.15857(2) 0.36018(2) 0.53821(3) 0.01052(13) Uani 1 1 d . . . C3A C 0.1475(2) 0.48111(18) 0.1753(3) 0.0124(7) Uani 1 1 d . . . H3A H 0.1107 0.4743 0.2227 0.015 Uiso 1 1 calc R . . C3B C 0.4265(2) 0.3176(2) 0.5798(3) 0.0164(8) Uani 1 1 d . . . H3B H 0.4796 0.3106 0.5655 0.020 Uiso 1 1 calc R . . C3C C -0.3842(2) 0.3208(2) 0.3776(3) 0.0172(8) Uani 1 1 d . . . H3C H -0.4373 0.3207 0.3940 0.021 Uiso 1 1 calc R . . C4A C 0.1200(2) 0.4907(2) 0.0713(3) 0.0168(8) Uani 1 1 d . . . H4A H 0.0637 0.4902 0.0466 0.020 Uiso 1 1 calc R . . C4B C 0.4111(2) 0.3202(2) 0.6800(3) 0.0184(8) Uani 1 1 d . . . H4B H 0.4543 0.3146 0.7359 0.022 Uiso 1 1 calc R . . C4C C -0.3693(2) 0.3040(2) 0.2796(3) 0.0211(9) Uani 1 1 d . . . H4C H -0.4131 0.2935 0.2266 0.025 Uiso 1 1 calc R . . C5A C 0.1739(2) 0.5013(2) 0.0020(3) 0.0147(8) Uani 1 1 d . . . H5A H 0.1553 0.5087 -0.0697 0.018 Uiso 1 1 calc R . . C5B C 0.3329(2) 0.33092(19) 0.7012(3) 0.0134(8) Uani 1 1 d . . . H5B H 0.3222 0.3321 0.7705 0.016 Uiso 1 1 calc R . . C5C C -0.2903(2) 0.3022(2) 0.2572(3) 0.0181(8) Uani 1 1 d . . . H5C H -0.2799 0.2898 0.1902 0.022 Uiso 1 1 calc R . . C6A C 0.2553(2) 0.50078(17) 0.0411(3) 0.0103(7) Uani 1 1 d . . . C6B C 0.2718(2) 0.33975(17) 0.6180(3) 0.0092(7) Uani 1 1 d . . . C6C C -0.2282(2) 0.31911(18) 0.3353(3) 0.0117(7) Uani 1 1 d . . . C12A C 0.2667(2) 0.46959(17) 0.3214(3) 0.0108(7) Uani 1 1 d . . . C12B C 0.3628(2) 0.32049(18) 0.3837(3) 0.0117(7) Uani 1 1 d . . . C12C C -0.3195(2) 0.35700(19) 0.5650(3) 0.0133(8) Uani 1 1 d . . . O13A O 0.34134(14) 0.47575(13) 0.3451(2) 0.0145(5) Uani 1 1 d . . . O13B O 0.29348(14) 0.31828(13) 0.32742(19) 0.0134(5) Uani 1 1 d . . . O13C O -0.25020(14) 0.36847(14) 0.6176(2) 0.0173(6) Uani 1 1 d . . . O14A O 0.21767(15) 0.45207(13) 0.38113(19) 0.0127(5) Uani 1 1 d . . . O14B O 0.42800(14) 0.31874(15) 0.3522(2) 0.0177(6) Uani 1 1 d . . . O14C O -0.38481(15) 0.36069(16) 0.5945(2) 0.0234(7) Uani 1 1 d . . . C16A C 0.3223(2) 0.50874(17) -0.0236(3) 0.0099(7) Uani 1 1 d . . . C16B C 0.1828(2) 0.35099(17) 0.6154(3) 0.0088(7) Uani 1 1 d . . . C16C C -0.1383(2) 0.31965(18) 0.3374(3) 0.0102(7) Uani 1 1 d . . . O17A O 0.39284(14) 0.50601(13) 0.02049(19) 0.0133(5) Uani 1 1 d . . . O17B O 0.13906(14) 0.35353(13) 0.52855(19) 0.0103(5) Uani 1 1 d . . . O17C O -0.09418(14) 0.32804(13) 0.42181(19) 0.0132(5) Uani 1 1 d . . . N18A N 0.30095(16) 0.51697(15) -0.1270(2) 0.0099(6) Uani 1 1 d . . . H18A H 0.2497 0.5253 -0.1497 0.012 Uiso 1 1 calc R . . N18B N 0.15425(17) 0.35766(15) 0.7042(2) 0.0092(6) Uani 1 1 d . . . H18B H 0.1902 0.3585 0.7610 0.011 Uiso 1 1 calc R . . N18C N -0.11019(17) 0.31060(16) 0.2479(2) 0.0100(6) Uani 1 1 d . . . H18C H -0.1465 0.3032 0.1927 0.012 Uiso 1 1 calc R . . N21A N 0.48355(17) 0.50812(15) -0.2514(2) 0.0108(6) Uani 1 1 d . . . N21B N -0.06899(17) 0.36303(15) 0.6542(2) 0.0102(6) Uani 1 1 d . . . N21C N 0.11223(17) 0.32439(15) 0.2911(2) 0.0086(6) Uani 1 1 d . . . C22A C 0.4363(2) 0.51469(19) -0.1772(3) 0.0113(7) Uani 1 1 d . . . H22A H 0.4605 0.5202 -0.1069 0.014 Uiso 1 1 calc R . . C22B C 0.0079(2) 0.36237(18) 0.6361(3) 0.0105(7) Uani 1 1 d . . . H22B H 0.0183 0.3611 0.5667 0.013 Uiso 1 1 calc R . . C22C C 0.0360(2) 0.32254(18) 0.3105(3) 0.0101(7) Uani 1 1 d . . . H22C H 0.0261 0.3288 0.3796 0.012 Uiso 1 1 calc R . . C23A C 0.3527(2) 0.51350(17) -0.2025(3) 0.0098(7) Uani 1 1 d . . . C23B C 0.0724(2) 0.36357(17) 0.7175(3) 0.0078(7) Uani 1 1 d . . . C23C C -0.0288(2) 0.31161(17) 0.2319(3) 0.0086(7) Uani 1 1 d . . . C24A C 0.3185(2) 0.50788(18) -0.3063(3) 0.0114(7) Uani 1 1 d . . . H24A H 0.2616 0.5084 -0.3256 0.014 Uiso 1 1 calc R . . C24B C 0.0554(2) 0.36874(18) 0.8180(3) 0.0124(7) Uani 1 1 d . . . H24B H 0.0982 0.3717 0.8749 0.015 Uiso 1 1 calc R . . C24C C -0.0136(2) 0.30206(18) 0.1313(3) 0.0117(7) Uani 1 1 d . . . H24C H -0.0569 0.2950 0.0760 0.014 Uiso 1 1 calc R . . C25A C 0.3679(2) 0.50145(19) -0.3815(3) 0.0137(8) Uani 1 1 d . . . H25A H 0.3454 0.4973 -0.4526 0.016 Uiso 1 1 calc R . . C25B C -0.0233(2) 0.3696(2) 0.8350(3) 0.0162(8) Uani 1 1 d . . . H25B H -0.0354 0.3729 0.9035 0.019 Uiso 1 1 calc R . . C25C C 0.0653(2) 0.30297(19) 0.1125(3) 0.0140(7) Uani 1 1 d . . . H25C H 0.0769 0.2959 0.0444 0.017 Uiso 1 1 calc R . . C26A C 0.4503(2) 0.50122(19) -0.3508(3) 0.0139(8) Uani 1 1 d . . . H26A H 0.4844 0.4960 -0.4018 0.017 Uiso 1 1 calc R . . C26B C -0.0845(2) 0.36560(18) 0.7512(3) 0.0125(7) Uani 1 1 d . . . H26B H -0.1389 0.3647 0.7630 0.015 Uiso 1 1 calc R . . C26C C 0.1272(2) 0.31433(18) 0.1942(3) 0.0119(7) Uani 1 1 d . . . H26C H 0.1814 0.3150 0.1814 0.014 Uiso 1 1 calc R . . O27 O 0.39611(16) 0.59541(14) 0.2171(2) 0.0165(6) Uani 1 1 d D . . H27A H 0.364(2) 0.619(2) 0.175(3) 0.034(15) Uiso 1 1 d D . . O28 O 0.40859(15) 0.39062(14) 0.1737(2) 0.0139(5) Uani 1 1 d D . . H28A H 0.370(2) 0.373(2) 0.135(3) 0.029(14) Uiso 1 1 d D . . H28B H 0.422(3) 0.366(2) 0.232(3) 0.049(17) Uiso 1 1 d D . . O29 O -0.14878(17) 0.46489(15) 0.4889(2) 0.0204(6) Uani 1 1 d D . . H29A H -0.157(3) 0.494(2) 0.533(3) 0.032(14) Uiso 1 1 d D . . H29B H -0.112(2) 0.472(2) 0.456(3) 0.023(12) Uiso 1 1 d D . . N30 N 0.23035(19) 0.67762(17) 0.0230(3) 0.0176(7) Uani 1 1 d . . . O31 O 0.20941(18) 0.71333(16) -0.0558(2) 0.0287(7) Uani 1 1 d . . . O32 O 0.30034(19) 0.65622(19) 0.0432(3) 0.0451(10) Uani 1 1 d . . . O33 O 0.1803(2) 0.6653(2) 0.0794(3) 0.0518(11) Uani 1 1 d . . . N34 N 0.24478(18) 0.17546(15) 0.4688(2) 0.0131(6) Uani 1 1 d . . . O35 O 0.18776(15) 0.21555(14) 0.4372(2) 0.0216(6) Uani 1 1 d . . . O36 O 0.26448(18) 0.13132(14) 0.4077(2) 0.0229(6) Uani 1 1 d . . . O37 O 0.27947(17) 0.17908(15) 0.5604(2) 0.0249(7) Uani 1 1 d . . . N38 N 0.06864(17) 0.52684(16) 0.7355(3) 0.0141(7) Uani 1 1 d . . . O39 O 0.02890(17) 0.52439(15) 0.6460(2) 0.0256(7) Uani 1 1 d . . . O40 O 0.14440(16) 0.52089(17) 0.7458(2) 0.0277(7) Uani 1 1 d . . . O41 O 0.03547(16) 0.53474(16) 0.8122(2) 0.0245(7) Uani 1 1 d . . . O42 O 0.4403(3) 0.6893(3) -0.0433(4) 0.0733(15) Uani 1 1 d . . . H42 H 0.3957 0.6803 -0.0251 0.088 Uiso 1 1 calc R . . C43 C 0.5023(3) 0.6613(3) 0.0282(4) 0.0345(11) Uani 1 1 d . . . H43A H 0.4965 0.6763 0.0983 0.052 Uiso 1 1 calc R . . H43B H 0.5545 0.6767 0.0121 0.052 Uiso 1 1 calc R . . H43C H 0.4995 0.6114 0.0244 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0018(2) 0.0178(2) 0.0080(2) -0.00037(17) 0.00239(16) -0.00107(15) N1A 0.0064(14) 0.0111(14) 0.0051(14) -0.0014(11) 0.0022(11) -0.0001(11) N1B 0.0058(14) 0.0119(14) 0.0104(16) 0.0000(12) 0.0033(11) -0.0008(11) N1C 0.0057(14) 0.0130(15) 0.0133(16) 0.0007(12) 0.0023(12) 0.0009(11) Cu2 0.0015(2) 0.0171(2) 0.0083(2) 0.00049(17) 0.00230(16) 0.00035(15) C2A 0.0087(17) 0.0098(17) 0.0142(19) -0.0008(14) 0.0074(14) 0.0014(13) C2B 0.0088(17) 0.0111(17) 0.0113(18) 0.0009(14) 0.0037(13) -0.0012(13) C2C 0.0054(16) 0.0171(18) 0.0107(18) 0.0010(14) 0.0027(13) -0.0014(13) Cu3 0.0020(2) 0.0203(2) 0.0097(2) -0.00233(18) 0.00211(16) -0.00012(16) C3A 0.0047(16) 0.0168(18) 0.017(2) 0.0002(15) 0.0044(14) 0.0012(13) C3B 0.0043(16) 0.025(2) 0.020(2) 0.0007(17) 0.0015(14) -0.0010(14) C3C 0.0060(17) 0.026(2) 0.020(2) 0.0001(17) 0.0024(15) -0.0015(15) C4A 0.0035(16) 0.027(2) 0.020(2) 0.0013(17) 0.0023(15) 0.0009(14) C4B 0.0076(17) 0.034(2) 0.012(2) 0.0024(17) -0.0009(14) 0.0009(16) C4C 0.0074(17) 0.037(2) 0.018(2) -0.0041(18) -0.0034(15) -0.0059(16) C5A 0.0063(17) 0.027(2) 0.0114(19) 0.0019(16) 0.0027(14) 0.0002(14) C5B 0.0091(17) 0.0216(19) 0.0088(19) 0.0007(15) -0.0007(14) 0.0014(14) C5C 0.0119(18) 0.033(2) 0.0090(18) -0.0060(17) 0.0017(14) -0.0005(16) C6A 0.0083(17) 0.0097(16) 0.0139(19) -0.0010(14) 0.0050(14) -0.0005(13) C6B 0.0077(17) 0.0068(16) 0.0144(19) -0.0005(13) 0.0054(14) -0.0034(12) C6C 0.0056(16) 0.0169(18) 0.0130(19) -0.0003(15) 0.0026(14) -0.0001(13) C12A 0.0099(17) 0.0097(16) 0.0146(19) 0.0003(14) 0.0079(14) 0.0026(13) C12B 0.0113(17) 0.0130(17) 0.0121(19) 0.0016(14) 0.0064(14) 0.0018(13) C12C 0.0091(17) 0.0211(19) 0.0104(19) -0.0015(15) 0.0032(14) -0.0014(14) O13A 0.0085(12) 0.0236(14) 0.0117(13) -0.0005(11) 0.0026(10) -0.0019(10) O13B 0.0021(11) 0.0240(14) 0.0148(14) -0.0003(11) 0.0037(10) 0.0026(10) O13C 0.0055(12) 0.0315(16) 0.0158(14) -0.0052(12) 0.0048(10) -0.0016(11) O14A 0.0136(13) 0.0139(13) 0.0128(13) 0.0024(10) 0.0092(10) 0.0023(10) O14B 0.0056(12) 0.0336(16) 0.0150(14) 0.0054(12) 0.0048(10) 0.0040(11) O14C 0.0078(13) 0.0419(18) 0.0221(16) -0.0150(13) 0.0076(11) -0.0062(12) C16A 0.0056(16) 0.0115(17) 0.0130(19) -0.0011(14) 0.0030(13) 0.0008(13) C16B 0.0075(17) 0.0091(16) 0.0100(18) -0.0007(13) 0.0016(13) -0.0011(12) C16C 0.0059(16) 0.0119(17) 0.0130(19) 0.0003(14) 0.0020(13) 0.0012(13) O17A 0.0041(12) 0.0282(14) 0.0079(13) 0.0023(11) 0.0019(10) 0.0001(10) O17B 0.0039(11) 0.0192(13) 0.0085(13) 0.0013(10) 0.0027(9) 0.0004(9) O17C 0.0052(12) 0.0255(14) 0.0094(13) -0.0040(11) 0.0025(10) 0.0004(10) N18A 0.0012(13) 0.0199(16) 0.0084(15) 0.0005(12) -0.0002(11) 0.0005(11) N18B 0.0030(13) 0.0156(15) 0.0085(15) -0.0006(12) -0.0009(11) -0.0003(11) N18C 0.0035(13) 0.0206(16) 0.0052(14) -0.0021(12) -0.0015(11) 0.0003(11) N21A 0.0065(14) 0.0186(16) 0.0076(15) 0.0015(12) 0.0020(11) -0.0007(11) N21B 0.0063(14) 0.0143(15) 0.0105(16) -0.0010(12) 0.0027(11) 0.0008(11) N21C 0.0065(14) 0.0125(14) 0.0075(15) 0.0017(12) 0.0029(11) 0.0013(11) C22A 0.0084(17) 0.0217(19) 0.0036(17) -0.0015(14) 0.0000(13) -0.0030(14) C22B 0.0064(16) 0.0166(18) 0.0084(18) -0.0017(14) 0.0013(13) -0.0007(13) C22C 0.0088(16) 0.0140(17) 0.0074(18) 0.0014(14) 0.0005(13) 0.0009(13) C23A 0.0083(16) 0.0092(16) 0.0129(19) 0.0030(14) 0.0050(14) 0.0000(13) C23B 0.0057(16) 0.0098(16) 0.0083(17) 0.0000(13) 0.0022(13) 0.0012(12) C23C 0.0069(16) 0.0092(16) 0.0100(18) 0.0007(14) 0.0021(13) 0.0013(13) C24A 0.0073(16) 0.0169(18) 0.0092(18) 0.0012(14) -0.0009(13) 0.0008(13) C24B 0.0091(17) 0.0184(18) 0.0097(18) -0.0017(15) 0.0013(14) 0.0026(14) C24C 0.0105(17) 0.0166(18) 0.0076(18) -0.0015(14) 0.0002(13) 0.0012(14) C25A 0.0121(18) 0.0218(19) 0.0072(18) 0.0000(15) 0.0017(14) -0.0002(14) C25B 0.0119(18) 0.029(2) 0.0090(19) -0.0004(16) 0.0052(14) 0.0040(15) C25C 0.0153(18) 0.0192(19) 0.0085(18) 0.0000(15) 0.0046(14) 0.0022(15) C26A 0.0128(18) 0.0216(19) 0.0090(18) -0.0011(15) 0.0067(14) -0.0017(14) C26B 0.0087(17) 0.0156(18) 0.0146(19) 0.0004(15) 0.0064(14) 0.0037(14) C26C 0.0067(16) 0.0159(18) 0.0140(19) 0.0000(15) 0.0043(14) 0.0007(13) O27 0.0144(13) 0.0226(14) 0.0134(15) -0.0042(12) 0.0049(11) 0.0000(11) O28 0.0123(13) 0.0197(14) 0.0098(14) 0.0016(11) 0.0018(10) -0.0005(11) O29 0.0228(15) 0.0210(15) 0.0192(16) -0.0039(12) 0.0095(12) 0.0002(12) N30 0.0160(16) 0.0205(17) 0.0164(18) -0.0015(14) 0.0033(13) -0.0076(13) O31 0.0308(17) 0.0367(18) 0.0154(16) -0.0041(14) -0.0062(12) 0.0006(14) O32 0.0167(17) 0.044(2) 0.073(3) 0.0112(19) 0.0024(17) 0.0044(14) O33 0.051(2) 0.062(3) 0.053(3) 0.012(2) 0.040(2) -0.0021(19) N34 0.0114(15) 0.0135(15) 0.0145(17) 0.0029(13) 0.0025(12) -0.0022(12) O35 0.0114(13) 0.0158(14) 0.0347(17) 0.0040(12) -0.0052(12) -0.0014(11) O36 0.0305(16) 0.0248(15) 0.0158(15) -0.0044(12) 0.0107(12) 0.0037(12) O37 0.0278(16) 0.0302(16) 0.0147(15) -0.0007(13) -0.0027(12) 0.0045(13) N38 0.0065(14) 0.0130(15) 0.0229(18) 0.0026(13) 0.0027(13) -0.0005(12) O39 0.0164(14) 0.0317(17) 0.0258(17) 0.0031(13) -0.0062(12) -0.0021(12) O40 0.0059(13) 0.058(2) 0.0193(16) 0.0015(15) 0.0026(11) 0.0045(13) O41 0.0158(14) 0.0328(17) 0.0276(17) 0.0054(13) 0.0124(12) 0.0035(12) O42 0.055(3) 0.108(4) 0.057(3) 0.032(3) 0.013(2) -0.004(3) C43 0.039(3) 0.041(3) 0.025(3) -0.002(2) 0.010(2) -0.010(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 Cu1 N21A 1.978(3) 3_665 ? Cu1 N1A 1.994(3) . ? Cu1 O28 2.026(3) . ? Cu1 O27 2.038(3) . ? Cu1 O13A 2.256(3) . ? Cu1 O17A 2.372(3) . ? N1A C6A 1.335(5) . ? N1A C2A 1.350(4) . ? N1B C2B 1.327(4) . ? N1B C6B 1.342(5) . ? N1B Cu2 1.917(3) . ? N1C C2C 1.320(4) . ? N1C C6C 1.339(5) . ? N1C Cu3 1.910(3) . ? Cu2 N21C 1.968(3) . ? Cu2 O13B 2.005(2) . ? Cu2 O17B 2.086(2) . ? Cu2 O14A 2.261(3) . ? C2A C3A 1.392(5) . ? C2A C12A 1.511(5) . ? C2B C3B 1.391(5) . ? C2B C12B 1.524(5) . ? C2C C3C 1.395(5) . ? C2C C12C 1.532(5) . ? Cu3 N21B 1.960(3) . ? Cu3 O13C 1.993(3) . ? Cu3 O17C 2.096(2) . ? Cu3 O29 2.162(3) . ? C3A C4A 1.376(5) . ? C3A H3A 0.9500 . ? C3B C4B 1.373(5) . ? C3B H3B 0.9500 . ? C3C C4C 1.382(6) . ? C3C H3C 0.9500 . ? C4A C5A 1.392(5) . ? C4A H4A 0.9500 . ? C4B C5B 1.401(5) . ? C4B H4B 0.9500 . ? C4C C5C 1.403(5) . ? C4C H4C 0.9500 . ? C5A C6A 1.383(5) . ? C5A H5A 0.9500 . ? C5B C6B 1.383(5) . ? C5B H5B 0.9500 . ? C5C C6C 1.379(5) . ? C5C H5C 0.9500 . ? C6A C16A 1.517(5) . ? C6B C16B 1.506(5) . ? C6C C16C 1.506(4) . ? C12A O13A 1.249(4) . ? C12A O14A 1.267(4) . ? C12B O14B 1.230(4) . ? C12B O13B 1.276(4) . ? C12C O14C 1.221(4) . ? C12C O13C 1.275(4) . ? C16A O17A 1.234(4) . ? C16A N18A 1.351(5) . ? C16B O17B 1.252(4) . ? C16B N18B 1.328(5) . ? C16C O17C 1.238(4) . ? C16C N18C 1.339(5) . ? N18A C23A 1.415(4) . ? N18A H18A 0.8800 . ? N18B C23B 1.418(4) . ? N18B H18B 0.8800 . ? N18C C23C 1.415(4) . ? N18C H18C 0.8800 . ? N21A C26A 1.336(5) . ? N21A C22A 1.351(5) . ? N21A Cu1 1.978(3) 3_665 ? N21B C26B 1.334(5) . ? N21B C22B 1.349(4) . ? N21C C26C 1.343(5) . ? N21C C22C 1.345(4) . ? C22A C23A 1.391(5) . ? C22A H22A 0.9500 . ? C22B C23B 1.392(5) . ? C22B H22B 0.9500 . ? C22C C23C 1.390(5) . ? C22C H22C 0.9500 . ? C23A C24A 1.390(5) . ? C23B C24B 1.389(5) . ? C23C C24C 1.389(5) . ? C24A C25A 1.387(5) . ? C24A H24A 0.9500 . ? C24B C25B 1.375(5) . ? C24B H24B 0.9500 . ? C24C C25C 1.387(5) . ? C24C H24C 0.9500 . ? C25A C26A 1.379(5) . ? C25A H25A 0.9500 . ? C25B C26B 1.380(5) . ? C25B H25B 0.9500 . ? C25C C26C 1.385(5) . ? C25C H25C 0.9500 . ? C26A H26A 0.9500 . ? C26B H26B 0.9500 . ? C26C H26C 0.9500 . ? O27 H27B 0.843(19) . ? O27 H27A 0.842(19) . ? O28 H28A 0.832(19) . ? O28 H28B 0.89(2) . ? O29 H29A 0.837(19) . ? O29 H29B 0.829(19) . ? N30 O33 1.225(5) . ? N30 O32 1.237(5) . ? N30 O31 1.248(4) . ? N34 O37 1.247(4) . ? N34 O36 1.255(4) . ? N34 O35 1.256(4) . ? N38 O41 1.231(4) . ? N38 O39 1.252(4) . ? N38 O40 1.264(4) . ? O42 C43 1.396(6) . ? O42 H42 0.8400 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N21A Cu1 N1A 175.87(12) 3_665 . ? N21A Cu1 O28 87.45(12) 3_665 . ? N1A Cu1 O28 91.53(11) . . ? N21A Cu1 O27 90.32(12) 3_665 . ? N1A Cu1 O27 90.27(11) . . ? O28 Cu1 O27 173.60(11) . . ? N21A Cu1 O13A 105.47(11) 3_665 . ? N1A Cu1 O13A 78.59(11) . . ? O28 Cu1 O13A 94.11(10) . . ? O27 Cu1 O13A 92.27(10) . . ? N21A Cu1 O17A 102.09(11) 3_665 . ? N1A Cu1 O17A 73.84(10) . . ? O28 Cu1 O17A 85.64(10) . . ? O27 Cu1 O17A 88.96(10) . . ? O13A Cu1 O17A 152.41(9) . . ? C6A N1A C2A 120.8(3) . . ? C6A N1A Cu1 123.2(2) . . ? C2A N1A Cu1 116.1(2) . . ? C2B N1B C6B 122.6(3) . . ? C2B N1B Cu2 116.9(2) . . ? C6B N1B Cu2 120.3(2) . . ? C2C N1C C6C 122.3(3) . . ? C2C N1C Cu3 117.0(3) . . ? C6C N1C Cu3 120.7(2) . . ? N1B Cu2 N21C 170.14(12) . . ? N1B Cu2 O13B 81.64(11) . . ? N21C Cu2 O13B 98.47(11) . . ? N1B Cu2 O17B 78.76(11) . . ? N21C Cu2 O17B 100.33(11) . . ? O13B Cu2 O17B 160.18(10) . . ? N1B Cu2 O14A 92.60(11) . . ? N21C Cu2 O14A 97.25(11) . . ? O13B Cu2 O14A 90.74(10) . . ? O17B Cu2 O14A 93.06(9) . . ? N1A C2A C3A 120.4(3) . . ? N1A C2A C12A 116.8(3) . . ? C3A C2A C12A 122.8(3) . . ? N1B C2B C3B 120.6(3) . . ? N1B C2B C12B 111.8(3) . . ? C3B C2B C12B 127.5(3) . . ? N1C C2C C3C 121.4(3) . . ? N1C C2C C12C 112.2(3) . . ? C3C C2C C12C 126.4(3) . . ? N1C Cu3 N21B 168.04(12) . . ? N1C Cu3 O13C 81.75(12) . . ? N21B Cu3 O13C 99.10(12) . . ? N1C Cu3 O17C 78.53(11) . . ? N21B Cu3 O17C 98.46(11) . . ? O13C Cu3 O17C 158.52(11) . . ? N1C Cu3 O29 94.82(12) . . ? N21B Cu3 O29 96.75(12) . . ? O13C Cu3 O29 100.29(11) . . ? O17C Cu3 O29 89.80(11) . . ? C4A C3A C2A 118.6(3) . . ? C4A C3A H3A 120.7 . . ? C2A C3A H3A 120.7 . . ? C4B C3B C2B 117.9(3) . . ? C4B C3B H3B 121.1 . . ? C2B C3B H3B 121.1 . . ? C4C C3C C2C 117.1(3) . . ? C4C C3C H3C 121.4 . . ? C2C C3C H3C 121.4 . . ? C3A C4A C5A 120.7(3) . . ? C3A C4A H4A 119.6 . . ? C5A C4A H4A 119.6 . . ? C3B C4B C5B 121.1(3) . . ? C3B C4B H4B 119.5 . . ? C5B C4B H4B 119.5 . . ? C3C C4C C5C 120.9(3) . . ? C3C C4C H4C 119.5 . . ? C5C C4C H4C 119.5 . . ? C6A C5A C4A 117.7(4) . . ? C6A C5A H5A 121.1 . . ? C4A C5A H5A 121.1 . . ? C6B C5B C4B 117.9(3) . . ? C6B C5B H5B 121.0 . . ? C4B C5B H5B 121.0 . . ? C6C C5C C4C 118.0(3) . . ? C6C C5C H5C 121.0 . . ? C4C C5C H5C 121.0 . . ? N1A C6A C5A 121.7(3) . . ? N1A C6A C16A 113.4(3) . . ? C5A C6A C16A 124.9(3) . . ? N1B C6B C5B 120.0(3) . . ? N1B C6B C16B 109.6(3) . . ? C5B C6B C16B 130.4(3) . . ? N1C C6C C5C 120.2(3) . . ? N1C C6C C16C 108.9(3) . . ? C5C C6C C16C 130.9(3) . . ? O13A C12A O14A 126.8(3) . . ? O13A C12A C2A 117.5(3) . . ? O14A C12A C2A 115.7(3) . . ? O14B C12B O13B 125.9(3) . . ? O14B C12B C2B 119.0(3) . . ? O13B C12B C2B 115.1(3) . . ? O14C C12C O13C 127.5(4) . . ? O14C C12C C2C 118.2(3) . . ? O13C C12C C2C 114.2(3) . . ? C12A O13A Cu1 110.7(2) . . ? C12B O13B Cu2 113.8(2) . . ? C12C O13C Cu3 114.8(2) . . ? C12A O14A Cu2 116.7(2) . . ? O17A C16A N18A 123.7(3) . . ? O17A C16A C6A 118.6(3) . . ? N18A C16A C6A 117.7(3) . . ? O17B C16B N18B 123.0(3) . . ? O17B C16B C6B 117.7(3) . . ? N18B C16B C6B 119.2(3) . . ? O17C C16C N18C 123.4(3) . . ? O17C C16C C6C 118.4(3) . . ? N18C C16C C6C 118.3(3) . . ? C16A O17A Cu1 111.0(2) . . ? C16B O17B Cu2 113.4(2) . . ? C16C O17C Cu3 112.3(2) . . ? C16A N18A C23A 126.5(3) . . ? C16A N18A H18A 116.7 . . ? C23A N18A H18A 116.7 . . ? C16B N18B C23B 127.3(3) . . ? C16B N18B H18B 116.4 . . ? C23B N18B H18B 116.4 . . ? C16C N18C C23C 127.5(3) . . ? C16C N18C H18C 116.2 . . ? C23C N18C H18C 116.2 . . ? C26A N21A C22A 120.2(3) . . ? C26A N21A Cu1 124.0(2) . 3_665 ? C22A N21A Cu1 115.8(2) . 3_665 ? C26B N21B C22B 120.1(3) . . ? C26B N21B Cu3 119.6(2) . . ? C22B N21B Cu3 120.3(2) . . ? C26C N21C C22C 119.9(3) . . ? C26C N21C Cu2 119.8(2) . . ? C22C N21C Cu2 120.2(2) . . ? N21A C22A C23A 120.9(3) . . ? N21A C22A H22A 119.6 . . ? C23A C22A H22A 119.6 . . ? N21B C22B C23B 121.2(3) . . ? N21B C22B H22B 119.4 . . ? C23B C22B H22B 119.4 . . ? N21C C22C C23C 121.6(3) . . ? N21C C22C H22C 119.2 . . ? C23C C22C H22C 119.2 . . ? C24A C23A C22A 118.6(3) . . ? C24A C23A N18A 118.5(3) . . ? C22A C23A N18A 122.8(3) . . ? C24B C23B C22B 118.1(3) . . ? C24B C23B N18B 118.0(3) . . ? C22B C23B N18B 123.9(3) . . ? C24C C23C C22C 118.7(3) . . ? C24C C23C N18C 117.6(3) . . ? C22C C23C N18C 123.7(3) . . ? C25A C24A C23A 119.7(3) . . ? C25A C24A H24A 120.1 . . ? C23A C24A H24A 120.1 . . ? C25B C24B C23B 119.9(3) . . ? C25B C24B H24B 120.0 . . ? C23B C24B H24B 120.0 . . ? C25C C24C C23C 119.2(3) . . ? C25C C24C H24C 120.4 . . ? C23C C24C H24C 120.4 . . ? C26A C25A C24A 118.7(4) . . ? C26A C25A H25A 120.7 . . ? C24A C25A H25A 120.7 . . ? C24B C25B C26B 119.1(3) . . ? C24B C25B H25B 120.5 . . ? C26B C25B H25B 120.5 . . ? C26C C25C C24C 119.3(3) . . ? C26C C25C H25C 120.3 . . ? C24C C25C H25C 120.3 . . ? N21A C26A C25A 121.9(3) . . ? N21A C26A H26A 119.0 . . ? C25A C26A H26A 119.0 . . ? N21B C26B C25B 121.5(3) . . ? N21B C26B H26B 119.2 . . ? C25B C26B H26B 119.2 . . ? N21C C26C C25C 121.3(3) . . ? N21C C26C H26C 119.4 . . ? C25C C26C H26C 119.4 . . ? Cu1 O27 H27B 102(3) . . ? Cu1 O27 H27A 120(3) . . ? H27B O27 H27A 120(5) . . ? Cu1 O28 H28A 116(3) . . ? Cu1 O28 H28B 113(4) . . ? H28A O28 H28B 111(5) . . ? Cu3 O29 H29A 115(3) . . ? Cu3 O29 H29B 115(3) . . ? H29A O29 H29B 117(5) . . ? O33 N30 O32 121.6(4) . . ? O33 N30 O31 118.4(4) . . ? O32 N30 O31 120.0(4) . . ? O37 N34 O36 121.2(3) . . ? O37 N34 O35 119.8(3) . . ? O36 N34 O35 119.0(3) . . ? O41 N38 O39 121.4(3) . . ? O41 N38 O40 120.2(3) . . ? O39 N38 O40 118.4(3) . . ? C43 O42 H42 109.5 . . ? O42 C43 H43A 109.5 . . ? O42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? O42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N21A Cu1 N1A C6A -11.7(18) 3_665 . . . ? O28 Cu1 N1A C6A -87.4(3) . . . . ? O27 Cu1 N1A C6A 86.4(3) . . . . ? O13A Cu1 N1A C6A 178.7(3) . . . . ? O17A Cu1 N1A C6A -2.4(3) . . . . ? N21A Cu1 N1A C2A 168.6(16) 3_665 . . . ? O28 Cu1 N1A C2A 92.9(2) . . . . ? O27 Cu1 N1A C2A -93.3(2) . . . . ? O13A Cu1 N1A C2A -1.0(2) . . . . ? O17A Cu1 N1A C2A 177.9(3) . . . . ? C2B N1B Cu2 N21C 93.4(7) . . . . ? C6B N1B Cu2 N21C -81.4(7) . . . . ? C2B N1B Cu2 O13B 2.0(2) . . . . ? C6B N1B Cu2 O13B -172.8(3) . . . . ? C2B N1B Cu2 O17B 179.0(3) . . . . ? C6B N1B Cu2 O17B 4.2(2) . . . . ? C2B N1B Cu2 O14A -88.4(3) . . . . ? C6B N1B Cu2 O14A 96.8(3) . . . . ? C6A N1A C2A C3A -0.3(5) . . . . ? Cu1 N1A C2A C3A 179.4(3) . . . . ? C6A N1A C2A C12A 178.3(3) . . . . ? Cu1 N1A C2A C12A -2.0(4) . . . . ? C6B N1B C2B C3B -0.1(5) . . . . ? Cu2 N1B C2B C3B -174.8(3) . . . . ? C6B N1B C2B C12B 177.2(3) . . . . ? Cu2 N1B C2B C12B 2.5(4) . . . . ? C6C N1C C2C C3C -1.2(5) . . . . ? Cu3 N1C C2C C3C -178.9(3) . . . . ? C6C N1C C2C C12C 177.1(3) . . . . ? Cu3 N1C C2C C12C -0.6(4) . . . . ? C2C N1C Cu3 N21B 95.8(6) . . . . ? C6C N1C Cu3 N21B -81.9(7) . . . . ? C2C N1C Cu3 O13C 0.8(3) . . . . ? C6C N1C Cu3 O13C -176.9(3) . . . . ? C2C N1C Cu3 O17C 172.3(3) . . . . ? C6C N1C Cu3 O17C -5.4(3) . . . . ? C2C N1C Cu3 O29 -98.9(3) . . . . ? C6C N1C Cu3 O29 83.4(3) . . . . ? N1A C2A C3A C4A 0.2(5) . . . . ? C12A C2A C3A C4A -178.3(3) . . . . ? N1B C2B C3B C4B 0.8(5) . . . . ? C12B C2B C3B C4B -176.0(4) . . . . ? N1C C2C C3C C4C -0.8(6) . . . . ? C12C C2C C3C C4C -178.9(4) . . . . ? C2A C3A C4A C5A -0.6(6) . . . . ? C2B C3B C4B C5B -0.3(6) . . . . ? C2C C3C C4C C5C 2.0(6) . . . . ? C3A C4A C5A C6A 0.9(6) . . . . ? C3B C4B C5B C6B -0.8(6) . . . . ? C3C C4C C5C C6C -1.3(6) . . . . ? C2A N1A C6A C5A 0.7(5) . . . . ? Cu1 N1A C6A C5A -179.0(3) . . . . ? C2A N1A C6A C16A -178.0(3) . . . . ? Cu1 N1A C6A C16A 2.3(4) . . . . ? C4A C5A C6A N1A -1.0(5) . . . . ? C4A C5A C6A C16A 177.6(3) . . . . ? C2B N1B C6B C5B -1.1(5) . . . . ? Cu2 N1B C6B C5B 173.4(3) . . . . ? C2B N1B C6B C16B -179.0(3) . . . . ? Cu2 N1B C6B C16B -4.5(4) . . . . ? C4B C5B C6B N1B 1.6(5) . . . . ? C4B C5B C6B C16B 179.0(4) . . . . ? C2C N1C C6C C5C 2.0(5) . . . . ? Cu3 N1C C6C C5C 179.6(3) . . . . ? C2C N1C C6C C16C -176.5(3) . . . . ? Cu3 N1C C6C C16C 1.1(4) . . . . ? C4C C5C C6C N1C -0.7(6) . . . . ? C4C C5C C6C C16C 177.4(4) . . . . ? N1A C2A C12A O13A 6.2(5) . . . . ? C3A C2A C12A O13A -175.2(3) . . . . ? N1A C2A C12A O14A -171.6(3) . . . . ? C3A C2A C12A O14A 7.0(5) . . . . ? N1B C2B C12B O14B 171.5(3) . . . . ? C3B C2B C12B O14B -11.4(6) . . . . ? N1B C2B C12B O13B -8.6(4) . . . . ? C3B C2B C12B O13B 168.5(4) . . . . ? N1C C2C C12C O14C 178.5(3) . . . . ? C3C C2C C12C O14C -3.2(6) . . . . ? N1C C2C C12C O13C -0.3(5) . . . . ? C3C C2C C12C O13C 177.9(4) . . . . ? O14A C12A O13A Cu1 171.0(3) . . . . ? C2A C12A O13A Cu1 -6.6(4) . . . . ? N21A Cu1 O13A C12A -174.9(2) 3_665 . . . ? N1A Cu1 O13A C12A 4.4(2) . . . . ? O28 Cu1 O13A C12A -86.4(2) . . . . ? O27 Cu1 O13A C12A 94.2(2) . . . . ? O17A Cu1 O13A C12A 2.1(4) . . . . ? O14B C12B O13B Cu2 -169.9(3) . . . . ? C2B C12B O13B Cu2 10.2(4) . . . . ? N1B Cu2 O13B C12B -7.1(2) . . . . ? N21C Cu2 O13B C12B -177.1(2) . . . . ? O17B Cu2 O13B C12B -15.7(5) . . . . ? O14A Cu2 O13B C12B 85.5(2) . . . . ? O14C C12C O13C Cu3 -177.7(3) . . . . ? C2C C12C O13C Cu3 1.0(4) . . . . ? N1C Cu3 O13C C12C -1.0(3) . . . . ? N21B Cu3 O13C C12C -169.0(3) . . . . ? O17C Cu3 O13C C12C -24.5(5) . . . . ? O29 Cu3 O13C C12C 92.4(3) . . . . ? O13A C12A O14A Cu2 -83.8(4) . . . . ? C2A C12A O14A Cu2 93.8(3) . . . . ? N1B Cu2 O14A C12A 89.4(3) . . . . ? N21C Cu2 O14A C12A -90.9(3) . . . . ? O13B Cu2 O14A C12A 7.7(3) . . . . ? O17B Cu2 O14A C12A 168.3(3) . . . . ? N1A C6A C16A O17A 0.1(5) . . . . ? C5A C6A C16A O17A -178.6(3) . . . . ? N1A C6A C16A N18A 178.7(3) . . . . ? C5A C6A C16A N18A 0.0(5) . . . . ? N1B C6B C16B O17B 1.8(4) . . . . ? C5B C6B C16B O17B -175.9(3) . . . . ? N1B C6B C16B N18B -178.3(3) . . . . ? C5B C6B C16B N18B 4.1(6) . . . . ? N1C C6C C16C O17C 8.0(4) . . . . ? C5C C6C C16C O17C -170.3(4) . . . . ? N1C C6C C16C N18C -172.4(3) . . . . ? C5C C6C C16C N18C 9.2(6) . . . . ? N18A C16A O17A Cu1 179.7(3) . . . . ? C6A C16A O17A Cu1 -1.8(4) . . . . ? N21A Cu1 O17A C16A -178.4(2) 3_665 . . . ? N1A Cu1 O17A C16A 2.2(2) . . . . ? O28 Cu1 O17A C16A 95.1(2) . . . . ? O27 Cu1 O17A C16A -88.3(2) . . . . ? O13A Cu1 O17A C16A 4.6(4) . . . . ? N18B C16B O17B Cu2 -178.5(3) . . . . ? C6B C16B O17B Cu2 1.4(4) . . . . ? N1B Cu2 O17B C16B -2.9(2) . . . . ? N21C Cu2 O17B C16B 167.1(2) . . . . ? O13B Cu2 O17B C16B 5.8(4) . . . . ? O14A Cu2 O17B C16B -95.0(2) . . . . ? N18C C16C O17C Cu3 168.3(3) . . . . ? C6C C16C O17C Cu3 -12.1(4) . . . . ? N1C Cu3 O17C C16C 9.6(2) . . . . ? N21B Cu3 O17C C16C 177.8(2) . . . . ? O13C Cu3 O17C C16C 33.3(4) . . . . ? O29 Cu3 O17C C16C -85.4(2) . . . . ? O17A C16A N18A C23A 10.2(6) . . . . ? C6A C16A N18A C23A -168.3(3) . . . . ? O17B C16B N18B C23B 4.8(5) . . . . ? C6B C16B N18B C23B -175.1(3) . . . . ? O17C C16C N18C C23C -2.7(6) . . . . ? C6C C16C N18C C23C 177.7(3) . . . . ? N1C Cu3 N21B C26B -89.7(6) . . . . ? O13C Cu3 N21B C26B 3.4(3) . . . . ? O17C Cu3 N21B C26B -164.1(3) . . . . ? O29 Cu3 N21B C26B 105.1(3) . . . . ? N1C Cu3 N21B C22B 90.3(6) . . . . ? O13C Cu3 N21B C22B -176.6(3) . . . . ? O17C Cu3 N21B C22B 15.8(3) . . . . ? O29 Cu3 N21B C22B -75.0(3) . . . . ? N1B Cu2 N21C C26C -97.8(7) . . . . ? O13B Cu2 N21C C26C -7.9(3) . . . . ? O17B Cu2 N21C C26C 178.4(3) . . . . ? O14A Cu2 N21C C26C 83.9(3) . . . . ? N1B Cu2 N21C C22C 80.1(7) . . . . ? O13B Cu2 N21C C22C 170.0(3) . . . . ? O17B Cu2 N21C C22C -3.7(3) . . . . ? O14A Cu2 N21C C22C -98.2(3) . . . . ? C26A N21A C22A C23A 0.9(5) . . . . ? Cu1 N21A C22A C23A -178.3(3) 3_665 . . . ? C26B N21B C22B C23B 0.7(5) . . . . ? Cu3 N21B C22B C23B -179.2(3) . . . . ? C26C N21C C22C C23C -1.2(5) . . . . ? Cu2 N21C C22C C23C -179.1(3) . . . . ? N21A C22A C23A C24A -2.3(5) . . . . ? N21A C22A C23A N18A 176.9(3) . . . . ? C16A N18A C23A C24A 165.7(3) . . . . ? C16A N18A C23A C22A -13.5(5) . . . . ? N21B C22B C23B C24B -3.0(5) . . . . ? N21B C22B C23B N18B 174.9(3) . . . . ? C16B N18B C23B C24B 178.7(3) . . . . ? C16B N18B C23B C22B 0.8(5) . . . . ? N21C C22C C23C C24C 0.4(5) . . . . ? N21C C22C C23C N18C -178.7(3) . . . . ? C16C N18C C23C C24C -178.9(3) . . . . ? C16C N18C C23C C22C 0.1(6) . . . . ? C22A C23A C24A C25A 2.0(5) . . . . ? N18A C23A C24A C25A -177.3(3) . . . . ? C22B C23B C24B C25B 2.7(5) . . . . ? N18B C23B C24B C25B -175.3(3) . . . . ? C22C C23C C24C C25C 0.7(5) . . . . ? N18C C23C C24C C25C 179.8(3) . . . . ? C23A C24A C25A C26A -0.4(5) . . . . ? C23B C24B C25B C26B -0.3(6) . . . . ? C23C C24C C25C C26C -0.9(5) . . . . ? C22A N21A C26A C25A 0.9(5) . . . . ? Cu1 N21A C26A C25A 179.9(3) 3_665 . . . ? C24A C25A C26A N21A -1.1(6) . . . . ? C22B N21B C26B C25B 1.9(5) . . . . ? Cu3 N21B C26B C25B -178.2(3) . . . . ? C24B C25B C26B N21B -2.1(6) . . . . ? C22C N21C C26C C25C 1.0(5) . . . . ? Cu2 N21C C26C C25C 178.9(3) . . . . ? C24C C25C C26C N21C 0.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.210 _refine_diff_density_min -1.143 _refine_diff_density_rms 0.135 #######END data_compound_11 _database_code_depnum_ccdc_archive 'CCDC 823061' #TrackingRef '- AdelCS23_MAK4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 Cl2 Cu2 N6 O16' _chemical_formula_weight 846.44 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' Cl Cl 0.1484 0.1585 '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.659(3) _cell_length_b 13.711(2) _cell_length_c 15.440(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.636(7) _cell_angle_gamma 90.00 _cell_volume 2864.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9995 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 29.65 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.13 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_max 0.43 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.963 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1704 _exptl_absorpt_coefficient_mu 1.766 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5173 _exptl_absorpt_correction_T_max 0.8030 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SADABS. See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '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 57356 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6259 _reflns_number_gt 5539 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2004)' _computing_cell_refinement 'APEXII (Bruker, 2004)' _computing_data_reduction 'APEXII (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 2001)' _computing_publication_material 'local program' _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^)+(0.0758P)^2^+7.8606P] 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 6259 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1364 _refine_ls_wR_factor_gt 0.1295 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Cu1 Cu 0.56290(3) 0.65967(3) -0.12992(3) 0.01420(13) Uani 1 1 d . . . Cu2 Cu 0.06864(3) -0.13377(3) -0.14672(3) 0.01656(13) Uani 1 1 d . . . N1A N -0.03438(19) -0.1995(2) -0.24528(19) 0.0152(5) Uani 1 1 d . . . N1B N 0.45904(18) 0.71095(19) -0.23857(18) 0.0117(5) Uani 1 1 d . . . C2A C -0.0137(2) -0.2690(2) -0.2959(2) 0.0150(6) Uani 1 1 d . . . C2B C 0.4783(2) 0.7685(2) -0.3010(2) 0.0123(6) Uani 1 1 d . . . C3A C -0.0831(3) -0.3228(3) -0.3664(3) 0.0218(7) Uani 1 1 d . . . H3A H -0.0653 -0.3701 -0.4021 0.026 Uiso 1 1 calc R . . C3B C 0.4074(2) 0.8076(2) -0.3820(2) 0.0175(6) Uani 1 1 d . . . H3B H 0.4241 0.8471 -0.4243 0.021 Uiso 1 1 calc R . . C4A C -0.1758(3) -0.3035(3) -0.3804(3) 0.0254(8) Uani 1 1 d . . . H4A H -0.2283 -0.3364 -0.4282 0.030 Uiso 1 1 calc R . . C4B C 0.3154(2) 0.7858(2) -0.3959(2) 0.0190(7) Uani 1 1 d . . . H4B H 0.2624 0.8100 -0.4494 0.023 Uiso 1 1 calc R . . C5A C -0.1958(3) -0.2333(3) -0.3234(3) 0.0237(7) Uani 1 1 d . . . H5A H -0.2627 -0.2212 -0.3324 0.028 Uiso 1 1 calc R . . C5B C 0.2961(2) 0.7256(2) -0.3296(2) 0.0159(6) Uani 1 1 d . . . H5B H 0.2295 0.7104 -0.3397 0.019 Uiso 1 1 calc R . . C6A C -0.1229(2) -0.1816(2) -0.2554(2) 0.0163(6) Uani 1 1 d . . . C6B C 0.3713(2) 0.6885(2) -0.2509(2) 0.0123(6) Uani 1 1 d . . . C12A C 0.0912(2) -0.2857(2) -0.2623(2) 0.0156(6) Uani 1 1 d . . . C12B C 0.5829(2) 0.7840(2) -0.2696(2) 0.0149(6) Uani 1 1 d . . . O13A O 0.14207(16) -0.22937(17) -0.19417(17) 0.0194(5) Uani 1 1 d . . . O13B O 0.63411(15) 0.74131(17) -0.19074(16) 0.0170(5) Uani 1 1 d . . . N13 N 0.29196(18) 0.59001(18) -0.16827(18) 0.0117(5) Uani 1 1 d . . . H13 H 0.2377 0.6084 -0.2149 0.014 Uiso 1 1 calc R . . O14A O 0.11832(17) -0.35467(17) -0.29835(17) 0.0188(5) Uani 1 1 d . . . O14B O 0.61106(17) 0.83822(19) -0.31955(19) 0.0232(6) Uani 1 1 d . . . C16A C -0.1236(2) -0.1064(2) -0.1811(2) 0.0159(6) Uani 1 1 d . . . C16B C 0.3732(2) 0.6195(2) -0.1699(2) 0.0120(6) Uani 1 1 d . . . O17A O -0.04775(16) -0.07023(17) -0.12711(17) 0.0177(5) Uani 1 1 d . . . O17B O 0.45102(15) 0.59346(17) -0.10827(16) 0.0172(5) Uani 1 1 d . . . N18A N -0.20681(19) -0.0855(2) -0.17735(19) 0.0150(5) Uani 1 1 d . . . H18A H -0.2597 -0.1083 -0.2230 0.018 Uiso 1 1 calc R . . N21A N -0.17109(19) 0.0718(2) 0.0388(2) 0.0156(5) Uani 1 1 d . . . N21B N 0.33400(18) 0.41320(19) 0.03389(19) 0.0134(5) Uani 1 1 d . . . C22A C -0.1532(2) 0.0235(2) -0.0318(2) 0.0151(6) Uani 1 1 d . . . H22A H -0.0876 0.0254 -0.0299 0.018 Uiso 1 1 calc R . . C22B C 0.3500(2) 0.4692(2) -0.0329(2) 0.0120(6) Uani 1 1 d . . . H22B H 0.4137 0.4669 -0.0354 0.014 Uiso 1 1 calc R . . C23A C -0.2236(2) -0.0280(2) -0.1057(2) 0.0153(6) Uani 1 1 d . . . C23B C 0.2799(2) 0.5285(2) -0.0965(2) 0.0119(6) Uani 1 1 d . . . C24A C -0.3145(2) -0.0240(2) -0.1081(2) 0.0196(7) Uani 1 1 d . . . H24A H -0.3673 -0.0546 -0.1574 0.024 Uiso 1 1 calc R . . C24B C 0.1915(2) 0.5268(2) -0.0917(3) 0.0190(7) Uani 1 1 d . . . H24B H 0.1388 0.5645 -0.1341 0.023 Uiso 1 1 calc R . . C25A C -0.3321(2) 0.0266(3) -0.0360(3) 0.0224(7) Uani 1 1 d . . . H25A H -0.3977 0.0287 -0.0382 0.027 Uiso 1 1 calc R . . C25B C 0.1766(2) 0.4682(3) -0.0227(3) 0.0217(7) Uani 1 1 d . . . H25B H 0.1131 0.4679 -0.0196 0.026 Uiso 1 1 calc R . . C26A C -0.2583(2) 0.0731(3) 0.0376(3) 0.0198(7) Uani 1 1 d . . . H26A H -0.2725 0.1049 0.0857 0.024 Uiso 1 1 calc R . . C26B C 0.2492(2) 0.4123(2) 0.0395(2) 0.0184(7) Uani 1 1 d . . . H26B H 0.2372 0.3740 0.0854 0.022 Uiso 1 1 calc R . . O27A O 0.0998(2) -0.0204(2) -0.2463(2) 0.0382(7) Uani 1 1 d . . . H27A H 0.0491 0.0099 -0.2758 0.057 Uiso 1 1 d R . . H27C H 0.1353 -0.0074 -0.2806 0.057 Uiso 1 1 d R . . O27B O 0.5684(2) 0.7717(2) -0.0171(2) 0.0371(7) Uani 1 1 d . . . H27B H 0.5238 0.8116 -0.0397 0.056 Uiso 1 1 d R . . H27D H 0.5733 0.7666 0.0402 0.056 Uiso 1 1 d R . . Cl30 Cl 0.00891(6) -0.32086(6) -0.02823(6) 0.02033(19) Uani 1 1 d . . . O31 O 0.07764(18) -0.24680(19) -0.01682(19) 0.0254(6) Uani 1 1 d . . . O32 O -0.08150(19) -0.2770(2) -0.0517(2) 0.0319(6) Uani 1 1 d . . . O33 O 0.0043(2) -0.3838(2) -0.1085(2) 0.0331(6) Uani 1 1 d . . . O34 O 0.0357(2) -0.3761(2) 0.0618(2) 0.0344(7) Uani 1 1 d . . . Cl35 Cl 0.59854(7) 0.50006(7) -0.30934(6) 0.0269(2) Uani 1 1 d . . . O36 O 0.5492(2) 0.5099(2) -0.2451(2) 0.0315(6) Uani 1 1 d . . . O37 O 0.5689(3) 0.4123(2) -0.3666(2) 0.0468(8) Uani 1 1 d . . . O38 O 0.6955(2) 0.4942(3) -0.2518(3) 0.0576(10) Uani 1 1 d . . . O39 O 0.5768(3) 0.5815(2) -0.3745(3) 0.0526(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.00643(19) 0.0184(2) 0.0162(2) 0.00776(15) 0.00264(15) -0.00082(14) Cu2 0.0099(2) 0.0186(2) 0.0198(2) -0.00523(16) 0.00422(16) 0.00082(14) N1A 0.0121(12) 0.0167(13) 0.0161(13) 0.0016(11) 0.0047(11) 0.0022(10) N1B 0.0077(11) 0.0129(12) 0.0146(13) 0.0008(10) 0.0044(10) -0.0002(10) C2A 0.0129(14) 0.0166(15) 0.0147(15) -0.0009(12) 0.0046(12) 0.0029(12) C2B 0.0107(14) 0.0109(13) 0.0162(15) 0.0029(12) 0.0062(12) 0.0001(11) C3A 0.0199(16) 0.0197(16) 0.0260(19) -0.0071(14) 0.0091(15) 0.0005(13) C3B 0.0156(15) 0.0186(16) 0.0202(16) 0.0076(13) 0.0089(13) 0.0014(13) C4A 0.0146(16) 0.0265(18) 0.031(2) -0.0098(16) 0.0036(15) -0.0022(14) C4B 0.0125(15) 0.0203(16) 0.0203(17) 0.0070(14) 0.0022(13) 0.0017(13) C5A 0.0148(15) 0.0249(18) 0.0283(19) -0.0046(15) 0.0047(14) -0.0002(14) C5B 0.0097(13) 0.0184(15) 0.0187(16) 0.0046(13) 0.0045(12) 0.0009(12) C6A 0.0117(14) 0.0180(15) 0.0171(16) 0.0019(13) 0.0032(12) 0.0034(12) C6B 0.0119(14) 0.0099(13) 0.0161(15) 0.0005(12) 0.0065(12) -0.0007(11) C12A 0.0131(14) 0.0175(15) 0.0167(16) 0.0022(13) 0.0063(13) -0.0005(12) C12B 0.0110(14) 0.0143(14) 0.0214(16) 0.0011(13) 0.0086(13) -0.0016(12) O13A 0.0108(10) 0.0219(12) 0.0250(13) -0.0045(10) 0.0063(10) -0.0010(9) O13B 0.0077(10) 0.0207(11) 0.0204(12) 0.0063(10) 0.0030(9) -0.0007(9) N13 0.0059(11) 0.0131(12) 0.0146(13) 0.0026(10) 0.0023(10) 0.0000(9) O14A 0.0140(11) 0.0214(12) 0.0216(12) -0.0010(10) 0.0074(10) 0.0030(9) O14B 0.0100(11) 0.0286(13) 0.0318(14) 0.0157(11) 0.0091(10) 0.0003(9) C16A 0.0141(15) 0.0133(14) 0.0182(16) 0.0026(13) 0.0039(13) 0.0034(12) C16B 0.0123(14) 0.0111(13) 0.0133(15) 0.0016(12) 0.0057(12) 0.0001(11) O17A 0.0096(10) 0.0186(11) 0.0224(12) -0.0042(10) 0.0035(9) 0.0005(9) O17B 0.0068(10) 0.0225(12) 0.0207(12) 0.0103(10) 0.0036(9) 0.0007(9) N18A 0.0095(12) 0.0161(13) 0.0170(13) -0.0016(11) 0.0026(10) 0.0018(10) N21A 0.0125(12) 0.0158(13) 0.0183(14) -0.0009(11) 0.0056(11) -0.0005(10) N21B 0.0070(11) 0.0146(12) 0.0173(13) 0.0022(11) 0.0033(10) -0.0019(10) C22A 0.0115(14) 0.0158(15) 0.0177(16) 0.0024(13) 0.0053(12) 0.0024(12) C22B 0.0087(13) 0.0134(14) 0.0138(15) 0.0001(12) 0.0042(12) -0.0008(11) C23A 0.0152(15) 0.0116(14) 0.0199(16) 0.0014(12) 0.0076(13) 0.0011(12) C23B 0.0110(14) 0.0133(14) 0.0113(14) -0.0018(12) 0.0043(11) -0.0013(11) C24A 0.0143(15) 0.0192(16) 0.0255(18) -0.0031(14) 0.0077(14) -0.0029(13) C24B 0.0119(14) 0.0181(15) 0.0265(17) 0.0083(14) 0.0068(13) 0.0042(12) C25A 0.0137(15) 0.0228(17) 0.032(2) -0.0030(15) 0.0106(14) -0.0019(13) C25B 0.0136(15) 0.0235(17) 0.0312(19) 0.0081(15) 0.0122(14) 0.0009(13) C26A 0.0162(15) 0.0209(16) 0.0258(18) -0.0034(14) 0.0117(14) -0.0011(13) C26B 0.0138(14) 0.0213(16) 0.0223(17) 0.0065(14) 0.0094(13) -0.0004(13) O27A 0.0496(18) 0.0312(15) 0.0398(17) 0.0097(13) 0.0238(15) 0.0059(14) O27B 0.0427(17) 0.0421(17) 0.0276(15) -0.0109(13) 0.0150(13) 0.0009(14) Cl30 0.0167(4) 0.0216(4) 0.0231(4) 0.0035(3) 0.0081(3) -0.0001(3) O31 0.0191(12) 0.0261(13) 0.0270(14) 0.0040(11) 0.0044(11) -0.0044(10) O32 0.0210(13) 0.0350(15) 0.0440(17) 0.0100(13) 0.0173(12) 0.0058(11) O33 0.0306(14) 0.0277(14) 0.0357(16) -0.0092(12) 0.0069(13) 0.0009(12) O34 0.0316(15) 0.0367(16) 0.0353(16) 0.0150(13) 0.0134(13) 0.0028(12) Cl35 0.0298(5) 0.0241(4) 0.0261(5) 0.0003(4) 0.0099(4) 0.0004(4) O36 0.0330(15) 0.0276(14) 0.0359(16) 0.0009(12) 0.0154(13) 0.0022(12) O37 0.062(2) 0.0346(17) 0.049(2) -0.0138(15) 0.0275(17) -0.0099(16) O38 0.0231(15) 0.091(3) 0.054(2) -0.012(2) 0.0095(15) 0.0062(17) O39 0.089(3) 0.0324(17) 0.047(2) 0.0094(15) 0.037(2) 0.0023(18) _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 Cu1 N21B 1.938(3) 3_665 ? Cu1 O13B 1.995(2) . ? Cu1 O17B 2.012(2) . ? Cu1 O27B 2.301(3) . ? Cu2 N21A 1.957(3) 3 ? Cu2 O13A 2.005(2) . ? Cu2 O17A 2.039(2) . ? Cu2 O27A 2.351(3) . ? N1A C6A 1.269(4) . ? N1A C2A 1.340(4) . ? N1B C6B 1.264(4) . ? N1B C2B 1.357(4) . ? C2A C3A 1.382(5) . ? C2A C12A 1.439(4) . ? C2B C3B 1.389(5) . ? C2B C12B 1.435(4) . ? C3A C4A 1.318(5) . ? C3A H3A 0.9500 . ? C3B C4B 1.316(4) . ? C3B H3B 0.9500 . ? C4A C5A 1.410(5) . ? C4A H4A 0.9500 . ? C4B C5B 1.426(4) . ? C4B H4B 0.9500 . ? C5A C6A 1.372(5) . ? C5A H5A 0.9500 . ? C5B C6B 1.385(4) . ? C5B H5B 0.9500 . ? C6A C16A 1.545(5) . ? C6B C16B 1.559(4) . ? C12A O14A 1.238(4) . ? C12A O13A 1.286(4) . ? C12B O14B 1.250(4) . ? C12B O13B 1.299(4) . ? N13 C16B 1.267(4) . ? N13 C23B 1.456(4) . ? N13 H13 0.8800 . ? C16A O17A 1.210(4) . ? C16A N18A 1.276(4) . ? C16B O17B 1.225(4) . ? N18A C23A 1.455(4) . ? N18A H18A 0.8800 . ? N21A C26A 1.272(4) . ? N21A C22A 1.384(4) . ? N21A Cu2 1.957(3) 3 ? N21B C26B 1.280(4) . ? N21B C22B 1.376(4) . ? N21B Cu1 1.938(3) 3_665 ? C22A C23A 1.399(5) . ? C22A H22A 0.9500 . ? C22B C23B 1.380(4) . ? C22B H22B 0.9500 . ? C23A C24A 1.319(4) . ? C23B C24B 1.326(4) . ? C24A C25A 1.417(5) . ? C24A H24A 0.9500 . ? C24B C25B 1.417(5) . ? C24B H24B 0.9500 . ? C25A C26A 1.386(5) . ? C25A H25A 0.9500 . ? C25B C26B 1.362(5) . ? C25B H25B 0.9500 . ? C26A H26A 0.9500 . ? C26B H26B 0.9500 . ? O27A H27A 0.8200 . ? O27A H27C 0.8919 . ? O27B H27B 0.8199 . ? O27B H27D 0.8622 . ? Cl30 O32 1.371(3) . ? Cl30 O31 1.393(3) . ? Cl30 O33 1.491(3) . ? Cl30 O34 1.496(3) . ? Cl35 O38 1.358(3) . ? Cl35 O36 1.442(3) . ? Cl35 O39 1.453(3) . ? Cl35 O37 1.457(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 N21B Cu1 O13B 104.73(10) 3_665 . ? N21B Cu1 O17B 94.92(10) 3_665 . ? O13B Cu1 O17B 159.91(9) . . ? N21B Cu1 O27B 88.59(12) 3_665 . ? O13B Cu1 O27B 96.29(11) . . ? O17B Cu1 O27B 88.20(11) . . ? N21A Cu2 O13A 104.54(10) 3 . ? N21A Cu2 O17A 95.73(10) 3 . ? O13A Cu2 O17A 158.57(9) . . ? N21A Cu2 O27A 89.51(11) 3 . ? O13A Cu2 O27A 85.77(10) . . ? O17A Cu2 O27A 101.48(10) . . ? C6A N1A C2A 121.1(3) . . ? C6B N1B C2B 120.8(3) . . ? N1A C2A C3A 125.2(3) . . ? N1A C2A C12A 110.7(3) . . ? C3A C2A C12A 124.0(3) . . ? N1B C2B C3B 125.2(3) . . ? N1B C2B C12B 109.5(3) . . ? C3B C2B C12B 125.3(3) . . ? C4A C3A C2A 115.0(3) . . ? C4A C3A H3A 122.5 . . ? C2A C3A H3A 122.5 . . ? C4B C3B C2B 115.0(3) . . ? C4B C3B H3B 122.5 . . ? C2B C3B H3B 122.5 . . ? C3A C4A C5A 118.9(3) . . ? C3A C4A H4A 120.5 . . ? C5A C4A H4A 120.5 . . ? C3B C4B C5B 119.3(3) . . ? C3B C4B H4B 120.4 . . ? C5B C4B H4B 120.4 . . ? C6A C5A C4A 122.9(3) . . ? C6A C5A H5A 118.6 . . ? C4A C5A H5A 118.6 . . ? C6B C5B C4B 122.1(3) . . ? C6B C5B H5B 118.9 . . ? C4B C5B H5B 118.9 . . ? N1A C6A C5A 116.9(3) . . ? N1A C6A C16A 109.7(3) . . ? C5A C6A C16A 133.3(3) . . ? N1B C6B C5B 117.5(3) . . ? N1B C6B C16B 108.9(3) . . ? C5B C6B C16B 133.6(3) . . ? O14A C12A O13A 129.9(3) . . ? O14A C12A C2A 116.3(3) . . ? O13A C12A C2A 113.7(3) . . ? O14B C12B O13B 129.6(3) . . ? O14B C12B C2B 116.4(3) . . ? O13B C12B C2B 114.0(3) . . ? C12A O13A Cu2 117.9(2) . . ? C12B O13B Cu1 118.42(19) . . ? C16B N13 C23B 126.2(3) . . ? C16B N13 H13 116.9 . . ? C23B N13 H13 116.9 . . ? O17A C16A N18A 121.2(3) . . ? O17A C16A C6A 121.2(3) . . ? N18A C16A C6A 117.6(3) . . ? O17B C16B N13 119.5(3) . . ? O17B C16B C6B 121.6(3) . . ? N13 C16B C6B 118.9(3) . . ? C16A O17A Cu2 108.8(2) . . ? C16B O17B Cu1 108.3(2) . . ? C16A N18A C23A 126.9(3) . . ? C16A N18A H18A 116.5 . . ? C23A N18A H18A 116.5 . . ? C26A N21A C22A 119.4(3) . . ? C26A N21A Cu2 116.3(2) . 3 ? C22A N21A Cu2 124.2(2) . 3 ? C26B N21B C22B 120.5(3) . . ? C26B N21B Cu1 115.8(2) . 3_665 ? C22B N21B Cu1 123.6(2) . 3_665 ? N21A C22A C23A 125.4(3) . . ? N21A C22A H22A 117.3 . . ? C23A C22A H22A 117.3 . . ? N21B C22B C23B 124.6(3) . . ? N21B C22B H22B 117.7 . . ? C23B C22B H22B 117.7 . . ? C24A C23A C22A 115.0(3) . . ? C24A C23A N18A 117.7(3) . . ? C22A C23A N18A 127.3(3) . . ? C24B C23B C22B 115.2(3) . . ? C24B C23B N13 117.4(3) . . ? C22B C23B N13 127.4(3) . . ? C23A C24A C25A 119.0(3) . . ? C23A C24A H24A 120.5 . . ? C25A C24A H24A 120.5 . . ? C23B C24B C25B 119.2(3) . . ? C23B C24B H24B 120.4 . . ? C25B C24B H24B 120.4 . . ? C26A C25A C24A 123.3(3) . . ? C26A C25A H25A 118.4 . . ? C24A C25A H25A 118.4 . . ? C26B C25B C24B 123.0(3) . . ? C26B C25B H25B 118.5 . . ? C24B C25B H25B 118.5 . . ? N21A C26A C25A 117.9(3) . . ? N21A C26A H26A 121.1 . . ? C25A C26A H26A 121.1 . . ? N21B C26B C25B 117.5(3) . . ? N21B C26B H26B 121.3 . . ? C25B C26B H26B 121.3 . . ? Cu2 O27A H27A 109.6 . . ? Cu2 O27A H27C 145.7 . . ? H27A O27A H27C 100.3 . . ? Cu1 O27B H27B 109.4 . . ? Cu1 O27B H27D 133.4 . . ? H27B O27B H27D 103.2 . . ? O32 Cl30 O31 106.98(17) . . ? O32 Cl30 O33 107.75(18) . . ? O31 Cl30 O33 109.05(17) . . ? O32 Cl30 O34 110.42(17) . . ? O31 Cl30 O34 109.46(17) . . ? O33 Cl30 O34 112.98(18) . . ? O38 Cl35 O36 103.4(2) . . ? O38 Cl35 O39 113.2(3) . . ? O36 Cl35 O39 111.71(19) . . ? O38 Cl35 O37 109.9(2) . . ? O36 Cl35 O37 112.53(19) . . ? O39 Cl35 O37 106.3(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6A N1A C2A C3A 4.5(5) . . . . ? C6A N1A C2A C12A -171.2(3) . . . . ? C6B N1B C2B C3B 0.0(5) . . . . ? C6B N1B C2B C12B 178.9(3) . . . . ? N1A C2A C3A C4A -2.1(5) . . . . ? C12A C2A C3A C4A 173.0(3) . . . . ? N1B C2B C3B C4B 0.6(5) . . . . ? C12B C2B C3B C4B -178.2(3) . . . . ? C2A C3A C4A C5A -1.0(6) . . . . ? C2B C3B C4B C5B -0.4(5) . . . . ? C3A C4A C5A C6A 2.0(6) . . . . ? C3B C4B C5B C6B -0.3(5) . . . . ? C2A N1A C6A C5A -3.2(5) . . . . ? C2A N1A C6A C16A 173.9(3) . . . . ? C4A C5A C6A N1A 0.1(6) . . . . ? C4A C5A C6A C16A -176.1(4) . . . . ? C2B N1B C6B C5B -0.7(5) . . . . ? C2B N1B C6B C16B 178.1(3) . . . . ? C4B C5B C6B N1B 0.9(5) . . . . ? C4B C5B C6B C16B -177.6(3) . . . . ? N1A C2A C12A O14A 173.7(3) . . . . ? C3A C2A C12A O14A -2.0(5) . . . . ? N1A C2A C12A O13A -2.1(4) . . . . ? C3A C2A C12A O13A -177.8(3) . . . . ? N1B C2B C12B O14B -178.2(3) . . . . ? C3B C2B C12B O14B 0.8(5) . . . . ? N1B C2B C12B O13B -0.3(4) . . . . ? C3B C2B C12B O13B 178.7(3) . . . . ? O14A C12A O13A Cu2 -173.8(3) . . . . ? C2A C12A O13A Cu2 1.3(4) . . . . ? N21A Cu2 O13A C12A 175.5(2) 3 . . . ? O17A Cu2 O13A C12A 14.8(4) . . . . ? O27A Cu2 O13A C12A -96.2(2) . . . . ? O14B C12B O13B Cu1 179.7(3) . . . . ? C2B C12B O13B Cu1 2.1(4) . . . . ? N21B Cu1 O13B C12B 166.9(2) 3_665 . . . ? O17B Cu1 O13B C12B -0.8(4) . . . . ? O27B Cu1 O13B C12B -102.9(2) . . . . ? N1A C6A C16A O17A 3.2(4) . . . . ? C5A C6A C16A O17A 179.7(4) . . . . ? N1A C6A C16A N18A -175.2(3) . . . . ? C5A C6A C16A N18A 1.2(6) . . . . ? C23B N13 C16B O17B 2.3(5) . . . . ? C23B N13 C16B C6B -177.7(3) . . . . ? N1B C6B C16B O17B -1.4(4) . . . . ? C5B C6B C16B O17B 177.1(3) . . . . ? N1B C6B C16B N13 178.6(3) . . . . ? C5B C6B C16B N13 -2.8(5) . . . . ? N18A C16A O17A Cu2 173.7(3) . . . . ? C6A C16A O17A Cu2 -4.7(4) . . . . ? N21A Cu2 O17A C16A -172.2(2) 3 . . . ? O13A Cu2 O17A C16A -11.1(4) . . . . ? O27A Cu2 O17A C16A 97.1(2) . . . . ? N13 C16B O17B Cu1 -177.1(2) . . . . ? C6B C16B O17B Cu1 2.9(4) . . . . ? N21B Cu1 O17B C16B -172.2(2) 3_665 . . . ? O13B Cu1 O17B C16B -4.2(4) . . . . ? O27B Cu1 O17B C16B 99.3(2) . . . . ? O17A C16A N18A C23A -7.7(5) . . . . ? C6A C16A N18A C23A 170.8(3) . . . . ? C26A N21A C22A C23A -1.7(5) . . . . ? Cu2 N21A C22A C23A 174.6(2) 3 . . . ? C26B N21B C22B C23B 1.1(5) . . . . ? Cu1 N21B C22B C23B -173.9(2) 3_665 . . . ? N21A C22A C23A C24A 3.6(5) . . . . ? N21A C22A C23A N18A -175.2(3) . . . . ? C16A N18A C23A C24A -172.1(3) . . . . ? C16A N18A C23A C22A 6.6(5) . . . . ? N21B C22B C23B C24B -1.9(5) . . . . ? N21B C22B C23B N13 179.5(3) . . . . ? C16B N13 C23B C24B 161.8(3) . . . . ? C16B N13 C23B C22B -19.5(5) . . . . ? C22A C23A C24A C25A -2.7(5) . . . . ? N18A C23A C24A C25A 176.2(3) . . . . ? C22B C23B C24B C25B 1.4(5) . . . . ? N13 C23B C24B C25B -179.8(3) . . . . ? C23A C24A C25A C26A 0.3(6) . . . . ? C23B C24B C25B C26B -0.4(6) . . . . ? C22A N21A C26A C25A -0.9(5) . . . . ? Cu2 N21A C26A C25A -177.6(3) 3 . . . ? C24A C25A C26A N21A 1.7(6) . . . . ? C22B N21B C26B C25B 0.1(5) . . . . ? Cu1 N21B C26B C25B 175.5(3) 3_665 . . . ? C24B C25B C26B N21B -0.4(6) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.672 _refine_diff_density_min -0.830 _refine_diff_density_rms 0.141 #######END