# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'C Carrano' _publ_contact_author_email CARRANO@SCIENCES.SDSU.EDU _publ_section_title ; Nickel (II), Copper (II), and Cobalt (II) Solid-State Structures formed through Hydrogen Bonding with Diatopic Heteroscorpionate Ligands ; loop_ _publ_author_name 'C Carrano' 'Guillermo A Santillan' # Attachment 'complex1.cif' data_gs43b _database_code_depnum_ccdc_archive 'CCDC 682550' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H39 Cl2 N8 Ni O14' _chemical_formula_weight 937.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 24.392(3) _cell_length_b 11.2823(14) _cell_length_c 16.445(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4525.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 7076 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 22.11 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1940 _exptl_absorpt_coefficient_mu 0.617 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8366 _exptl_absorpt_correction_T_max 0.9409 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 54451 _diffrn_reflns_av_R_equivalents 0.0749 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 22.71 _reflns_number_total 5889 _reflns_number_gt 5196 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1061P)^2^+7.1010P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 5889 _refine_ls_number_parameters 550 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0724 _refine_ls_R_factor_gt 0.0622 _refine_ls_wR_factor_ref 0.1745 _refine_ls_wR_factor_gt 0.1640 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.87986(3) 0.24177(6) 0.04488(8) 0.0281(2) Uani 1 1 d . . . N1 N 0.8198(2) 0.1169(4) 0.0590(3) 0.0306(13) Uani 1 1 d . . . N2 N 0.7918(2) 0.1081(4) 0.1298(3) 0.0312(13) Uani 1 1 d . . . N3 N 0.8822(3) 0.2715(6) 0.1681(5) 0.0344(16) Uani 1 1 d . . . N4 N 0.8413(2) 0.2355(4) 0.2188(3) 0.0304(14) Uani 1 1 d . . . N5 N 0.94133(19) 0.1175(4) 0.0414(3) 0.0298(11) Uani 1 1 d . . . N6 N 0.9699(2) 0.0995(4) -0.0303(3) 0.0270(11) Uani 1 1 d . . . N7 N 0.8782(2) 0.2439(4) -0.0804(6) 0.0352(19) Uani 1 1 d . . . N8 N 0.9219(2) 0.2142(4) -0.1267(3) 0.0292(12) Uani 1 1 d . . . O1 O 0.68341(19) 0.7129(4) 0.0940(3) 0.0423(12) Uani 1 1 d . . . O2 O 0.62396(19) 0.5916(4) 0.0344(4) 0.0490(13) Uani 1 1 d . . . O3 O 1.1291(2) 0.5902(5) 0.0716(4) 0.0561(17) Uani 1 1 d . . . O4 O 1.07045(19) 0.7105(4) 0.0095(3) 0.0450(13) Uani 1 1 d . . . O5 O 0.8638(2) 0.4167(4) 0.0349(4) 0.0604(15) Uani 1 1 d . . . H5A H 0.8626 0.4352 -0.0133 0.091 Uiso 1 1 calc R . . C1 C 0.7345(4) -0.0354(7) 0.2100(5) 0.063(2) Uani 1 1 d . . . H1A H 0.7207 -0.1144 0.2034 0.095 Uiso 1 1 calc R . . H1B H 0.7044 0.0186 0.2166 0.095 Uiso 1 1 calc R . . H1C H 0.7576 -0.0322 0.2573 0.095 Uiso 1 1 calc R . . C2 C 0.7669(3) -0.0014(6) 0.1368(5) 0.0412(18) Uani 1 1 d . . . C3 C 0.7786(3) -0.0592(6) 0.0688(5) 0.048(2) Uani 1 1 d . . . H3A H 0.7665 -0.1349 0.0555 0.057 Uiso 1 1 calc R . . C4 C 0.8121(3) 0.0131(5) 0.0204(5) 0.0422(19) Uani 1 1 d . . . C5 C 0.8343(4) -0.0159(6) -0.0612(5) 0.053(2) Uani 1 1 d . . . H5B H 0.8560 0.0493 -0.0806 0.080 Uiso 1 1 calc R . . H5C H 0.8046 -0.0302 -0.0981 0.080 Uiso 1 1 calc R . . H5D H 0.8568 -0.0855 -0.0575 0.080 Uiso 1 1 calc R . . C6 C 0.8171(4) 0.2334(10) 0.3664(5) 0.081(3) Uani 1 1 d . . . H6A H 0.7843 0.1958 0.3470 0.121 Uiso 1 1 calc R . . H6B H 0.8078 0.3066 0.3928 0.121 Uiso 1 1 calc R . . H6C H 0.8352 0.1821 0.4045 0.121 Uiso 1 1 calc R . . C7 C 0.8541(4) 0.2577(6) 0.2970(5) 0.045(2) Uani 1 1 d . . . C8 C 0.9043(3) 0.3093(8) 0.2957(5) 0.057(2) Uani 1 1 d . . . H8A H 0.9241 0.3352 0.3407 0.068 Uiso 1 1 calc R . . C9 C 0.9208(3) 0.3166(7) 0.2161(4) 0.0422(18) Uani 1 1 d . . . C10 C 0.9733(3) 0.3647(9) 0.1819(6) 0.068(3) Uani 1 1 d . . . H10A H 0.9727 0.3582 0.1237 0.102 Uiso 1 1 calc R . . H10B H 1.0037 0.3203 0.2031 0.102 Uiso 1 1 calc R . . H10C H 0.9771 0.4465 0.1970 0.102 Uiso 1 1 calc R . . C11 C 0.7884(3) 0.2047(6) 0.1882(4) 0.0335(16) Uani 1 1 d . . . H11A H 0.7664 0.1767 0.2342 0.040 Uiso 1 1 calc R . . C12 C 0.7595(2) 0.3121(5) 0.1529(4) 0.0289(15) Uani 1 1 d . . . C13 C 0.7722(3) 0.4262(6) 0.1812(4) 0.0409(17) Uani 1 1 d . . . H13A H 0.8010 0.4368 0.2176 0.049 Uiso 1 1 calc R . . C14 C 0.7427(3) 0.5215(6) 0.1554(4) 0.0395(17) Uani 1 1 d . . . H14A H 0.7513 0.5965 0.1752 0.047 Uiso 1 1 calc R . . C15 C 0.7005(3) 0.5091(5) 0.1009(4) 0.0341(15) Uani 1 1 d . . . C16 C 0.6688(3) 0.6135(6) 0.0765(4) 0.0350(16) Uani 1 1 d . . . C17 C 0.6884(3) 0.3959(6) 0.0690(4) 0.0404(17) Uani 1 1 d . . . H17A H 0.6612 0.3867 0.0300 0.048 Uiso 1 1 calc R . . C18 C 0.7177(3) 0.2981(6) 0.0968(4) 0.0401(17) Uani 1 1 d . . . H18A H 0.7092 0.2229 0.0775 0.048 Uiso 1 1 calc R . . C19 C 1.0231(4) -0.0527(7) -0.1033(5) 0.056(2) Uani 1 1 d . . . H19A H 1.0355 -0.1325 -0.0945 0.084 Uiso 1 1 calc R . . H19B H 1.0542 -0.0020 -0.1116 0.084 Uiso 1 1 calc R . . H19C H 0.9999 -0.0503 -0.1504 0.084 Uiso 1 1 calc R . . C20 C 0.9925(3) -0.0124(6) -0.0326(5) 0.0377(16) Uani 1 1 d . . . C21 C 0.9782(3) -0.0657(6) 0.0370(5) 0.0460(17) Uani 1 1 d . . . H21A H 0.9871 -0.1426 0.0525 0.055 Uiso 1 1 calc R . . C22 C 0.9472(3) 0.0159(6) 0.0825(4) 0.0395(17) Uani 1 1 d . . . C23 C 0.9234(3) -0.0045(7) 0.1631(5) 0.052(2) Uani 1 1 d . . . H23A H 0.9041 0.0653 0.1804 0.078 Uiso 1 1 calc R . . H23B H 0.9521 -0.0220 0.2012 0.078 Uiso 1 1 calc R . . H23C H 0.8984 -0.0701 0.1606 0.078 Uiso 1 1 calc R . . C24 C 0.9500(3) 0.1860(8) -0.2708(4) 0.058(2) Uani 1 1 d . . . H24A H 0.9852 0.1716 -0.2467 0.086 Uiso 1 1 calc R . . H24B H 0.9524 0.2529 -0.3068 0.086 Uiso 1 1 calc R . . H24C H 0.9387 0.1174 -0.3010 0.086 Uiso 1 1 calc R . . C25 C 0.9093(3) 0.2111(6) -0.2060(4) 0.0376(17) Uani 1 1 d . . . C26 C 0.8551(4) 0.2365(6) -0.2109(5) 0.044(2) Uani 1 1 d . . . H26A H 0.8340 0.2389 -0.2581 0.052 Uiso 1 1 calc R . . C27 C 0.8369(3) 0.2581(6) -0.1323(5) 0.042(2) Uani 1 1 d . . . C28 C 0.7808(3) 0.2862(8) -0.1014(5) 0.050(2) Uani 1 1 d . . . H28A H 0.7820 0.2964 -0.0435 0.076 Uiso 1 1 calc R . . H28B H 0.7563 0.2224 -0.1146 0.076 Uiso 1 1 calc R . . H28C H 0.7679 0.3579 -0.1264 0.076 Uiso 1 1 calc R . . C29 C 0.9746(3) 0.1943(5) -0.0878(4) 0.0300(15) Uani 1 1 d . . . H29A H 0.9997 0.1669 -0.1304 0.036 Uiso 1 1 calc R . . C30 C 1.0002(2) 0.3057(5) -0.0508(3) 0.0263(14) Uani 1 1 d . . . C31 C 1.0449(3) 0.2930(6) -0.0016(4) 0.0385(16) Uani 1 1 d . . . H31A H 1.0563 0.2175 0.0137 0.046 Uiso 1 1 calc R . . C32 C 1.0731(3) 0.3904(5) 0.0256(4) 0.0378(17) Uani 1 1 d . . . H32A H 1.1042 0.3815 0.0580 0.045 Uiso 1 1 calc R . . C33 C 1.0548(3) 0.5022(5) 0.0043(4) 0.0361(16) Uani 1 1 d . . . C34 C 1.0849(3) 0.6107(6) 0.0296(4) 0.0382(16) Uani 1 1 d . . . C35 C 1.0090(3) 0.5159(6) -0.0441(4) 0.0373(17) Uani 1 1 d . . . H35A H 0.9964 0.5914 -0.0571 0.045 Uiso 1 1 calc R . . C36 C 0.9814(3) 0.4161(6) -0.0736(4) 0.0336(16) Uani 1 1 d . . . H36A H 0.9512 0.4239 -0.1076 0.040 Uiso 1 1 calc R . . Cl1 Cl 0.85896(14) 0.6498(2) -0.1293(2) 0.1021(11) Uani 1 1 d . . . O6 O 0.8230(3) 0.7032(6) -0.1820(5) 0.095(2) Uani 1 1 d . . . O7 O 0.8407(15) 0.6833(13) -0.0445(10) 0.383(19) Uani 1 1 d . . . O8 O 0.8552(4) 0.5298(6) -0.1214(6) 0.116(3) Uani 1 1 d . . . O9 O 0.9067(5) 0.6968(11) -0.1264(13) 0.230(10) Uani 1 1 d . . . Cl2 Cl 1.13377(11) 0.2446(4) -0.1857(2) 0.1042(13) Uani 1 1 d . . . O10 O 1.1662(3) 0.2536(7) -0.2516(5) 0.100(3) Uani 1 1 d . . . O11 O 1.1527(5) 0.326(2) -0.1292(11) 0.286(13) Uani 1 1 d . . . O12 O 1.0789(4) 0.2471(11) -0.2047(7) 0.152(5) Uani 1 1 d . . . O13 O 1.1451(7) 0.134(3) -0.1507(18) 0.38(2) Uani 1 1 d . . . O14 O 0.8875(4) 0.6168(8) 0.1106(7) 0.136(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0342(4) 0.0138(4) 0.0362(4) 0.0013(4) -0.0003(5) -0.0003(3) N1 0.036(3) 0.021(3) 0.035(3) 0.004(2) 0.000(3) 0.003(2) N2 0.035(3) 0.018(3) 0.041(3) 0.007(2) -0.003(3) 0.002(2) N3 0.038(4) 0.029(3) 0.036(4) 0.001(3) 0.006(3) 0.003(3) N4 0.039(4) 0.028(3) 0.024(3) 0.008(2) -0.004(3) 0.007(2) N5 0.039(3) 0.019(3) 0.031(3) 0.003(3) -0.002(3) 0.004(2) N6 0.035(3) 0.017(3) 0.029(3) 0.003(2) 0.000(2) 0.004(2) N7 0.030(4) 0.019(3) 0.057(5) 0.004(3) 0.009(3) 0.001(2) N8 0.037(3) 0.014(2) 0.037(4) -0.001(2) -0.002(3) 0.001(2) O1 0.051(3) 0.023(3) 0.053(3) 0.001(2) -0.006(2) 0.011(2) O2 0.044(3) 0.042(3) 0.061(4) 0.006(3) -0.015(3) 0.009(2) O3 0.056(3) 0.037(3) 0.075(5) 0.005(3) -0.031(3) -0.013(2) O4 0.050(3) 0.023(3) 0.062(3) -0.001(2) -0.007(2) -0.005(2) O5 0.110(5) 0.023(2) 0.048(3) 0.006(3) 0.012(3) 0.009(2) C1 0.079(6) 0.045(5) 0.066(5) 0.009(4) 0.009(5) -0.025(4) C2 0.046(4) 0.027(4) 0.051(5) 0.013(4) -0.005(4) -0.003(3) C3 0.054(4) 0.029(4) 0.061(6) 0.000(4) -0.008(4) -0.013(3) C4 0.046(4) 0.019(4) 0.062(5) 0.006(3) -0.005(3) -0.006(3) C5 0.078(6) 0.023(4) 0.059(5) -0.014(3) 0.007(4) -0.014(4) C6 0.077(7) 0.132(9) 0.033(5) 0.005(5) 0.007(4) 0.006(6) C7 0.047(5) 0.042(5) 0.046(6) 0.001(3) -0.008(4) 0.008(3) C8 0.056(5) 0.085(7) 0.030(5) -0.006(4) -0.012(4) 0.002(5) C9 0.045(4) 0.044(4) 0.037(4) -0.009(3) -0.011(4) 0.002(3) C10 0.053(5) 0.079(7) 0.072(6) -0.016(5) -0.008(5) -0.018(5) C11 0.037(4) 0.031(4) 0.032(4) 0.007(3) 0.005(3) 0.006(3) C12 0.027(3) 0.029(4) 0.030(4) 0.006(3) -0.005(3) 0.004(3) C13 0.045(4) 0.039(4) 0.040(4) -0.006(3) -0.014(3) 0.014(3) C14 0.052(4) 0.024(4) 0.042(4) -0.005(3) -0.006(4) 0.004(3) C15 0.036(4) 0.024(4) 0.042(4) 0.001(3) 0.000(3) 0.009(3) C16 0.036(4) 0.034(4) 0.035(4) 0.001(3) -0.001(3) 0.012(3) C17 0.038(4) 0.035(4) 0.047(4) 0.001(3) -0.004(3) 0.008(3) C18 0.045(4) 0.023(4) 0.053(5) -0.003(3) 0.001(4) 0.001(3) C19 0.080(6) 0.041(4) 0.047(5) -0.003(4) 0.001(4) 0.028(4) C20 0.046(4) 0.030(4) 0.038(4) -0.007(3) -0.002(3) 0.006(3) C21 0.057(4) 0.031(4) 0.050(4) 0.005(4) -0.003(4) 0.021(3) C22 0.043(4) 0.038(4) 0.038(4) 0.005(3) -0.006(3) 0.001(3) C23 0.061(5) 0.045(5) 0.051(5) 0.026(4) 0.002(4) 0.016(4) C24 0.061(5) 0.090(6) 0.022(4) 0.006(4) -0.008(4) 0.017(5) C25 0.048(4) 0.030(4) 0.035(5) -0.005(3) -0.007(3) 0.004(3) C26 0.053(5) 0.043(5) 0.034(5) -0.001(3) -0.016(4) 0.014(4) C27 0.037(4) 0.026(4) 0.062(6) 0.000(3) -0.012(4) 0.003(3) C28 0.040(4) 0.059(5) 0.053(5) 0.013(4) 0.003(4) 0.012(4) C29 0.029(4) 0.023(3) 0.038(4) 0.001(3) -0.005(3) 0.001(3) C30 0.034(4) 0.021(3) 0.025(3) -0.002(3) -0.001(3) 0.002(3) C31 0.042(4) 0.022(3) 0.052(4) 0.001(3) -0.006(4) 0.003(3) C32 0.040(4) 0.028(4) 0.045(4) 0.004(3) -0.015(3) -0.005(3) C33 0.039(4) 0.021(3) 0.048(4) 0.003(3) 0.004(3) -0.009(3) C34 0.040(4) 0.041(4) 0.034(4) -0.008(3) 0.006(3) -0.006(3) C35 0.038(4) 0.021(4) 0.053(5) 0.007(3) -0.006(3) -0.005(3) C36 0.045(4) 0.026(4) 0.029(4) 0.006(3) -0.006(3) -0.008(3) Cl1 0.120(2) 0.0339(12) 0.152(3) 0.0208(15) -0.071(2) -0.0034(13) O6 0.098(5) 0.060(4) 0.127(6) 0.022(4) -0.045(5) 0.006(4) O7 0.93(6) 0.092(11) 0.131(12) 0.000(8) -0.04(2) 0.11(2) O8 0.188(8) 0.037(4) 0.123(7) 0.014(4) -0.039(6) 0.006(4) O9 0.107(8) 0.128(8) 0.46(3) 0.107(13) -0.139(12) -0.029(7) Cl2 0.0524(15) 0.194(4) 0.0659(17) -0.036(2) 0.0085(14) -0.0236(17) O10 0.078(5) 0.114(6) 0.107(7) 0.013(4) 0.030(5) 0.008(4) O11 0.102(8) 0.51(3) 0.248(17) -0.28(2) -0.002(9) -0.023(13) O12 0.065(5) 0.252(13) 0.139(9) -0.097(8) 0.009(5) -0.007(6) O13 0.193(16) 0.50(4) 0.45(4) 0.35(4) -0.11(2) -0.10(2) O14 0.188(9) 0.064(5) 0.155(9) -0.051(5) -0.011(7) -0.002(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O5 2.019(4) . ? Ni1 N1 2.046(5) . ? Ni1 N5 2.054(4) . ? Ni1 N3 2.055(8) . ? Ni1 N7 2.060(10) . ? N1 N2 1.353(7) . ? N1 C4 1.346(8) . ? N2 C2 1.381(8) . ? N2 C11 1.455(9) . ? N3 C9 1.330(10) . ? N3 N4 1.362(9) . ? N4 C7 1.347(10) . ? N4 C11 1.427(9) . ? N5 C22 1.338(8) . ? N5 N6 1.384(7) . ? N6 C20 1.379(8) . ? N6 C29 1.433(8) . ? N7 C27 1.330(11) . ? N7 N8 1.353(9) . ? N8 C25 1.340(9) . ? N8 C29 1.452(8) . ? O1 C16 1.211(8) . ? O2 C16 1.318(8) . ? O3 C34 1.300(8) . ? O4 C34 1.226(8) . ? O5 H5A 0.8200 . ? C1 C2 1.491(11) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.324(10) . ? C3 C4 1.403(10) . ? C3 H3A 0.9300 . ? C4 C5 1.483(11) . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C5 H5D 0.9600 . ? C6 C7 1.482(13) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.356(12) . ? C8 C9 1.372(11) . ? C8 H8A 0.9300 . ? C9 C10 1.499(11) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.516(9) . ? C11 H11A 0.9800 . ? C12 C18 1.384(9) . ? C12 C13 1.404(10) . ? C13 C14 1.361(9) . ? C13 H13A 0.9300 . ? C14 C15 1.373(10) . ? C14 H14A 0.9300 . ? C15 C17 1.412(9) . ? C15 C16 1.465(9) . ? C17 C18 1.391(9) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? C19 C20 1.454(10) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.339(10) . ? C21 C22 1.406(10) . ? C21 H21A 0.9300 . ? C22 C23 1.466(11) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C25 1.483(11) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.356(12) . ? C26 C27 1.389(12) . ? C26 H26A 0.9300 . ? C27 C28 1.495(11) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.530(9) . ? C29 H29A 0.9800 . ? C30 C31 1.365(9) . ? C30 C36 1.380(9) . ? C31 C32 1.373(9) . ? C31 H31A 0.9300 . ? C32 C33 1.384(9) . ? C32 H32A 0.9300 . ? C33 C35 1.381(9) . ? C33 C34 1.487(9) . ? C35 C36 1.399(9) . ? C35 H35A 0.9300 . ? C36 H36A 0.9300 . ? Cl1 O9 1.279(10) . ? Cl1 O8 1.364(7) . ? Cl1 O6 1.373(7) . ? Cl1 O7 1.512(19) . ? Cl2 O10 1.345(8) . ? Cl2 O12 1.374(9) . ? Cl2 O13 1.40(2) . ? Cl2 O11 1.387(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Ni1 N1 122.9(2) . . ? O5 Ni1 N5 143.8(2) . . ? N1 Ni1 N5 93.21(18) . . ? O5 Ni1 N3 85.8(3) . . ? N1 Ni1 N3 91.1(2) . . ? N5 Ni1 N3 96.8(2) . . ? O5 Ni1 N7 84.4(2) . . ? N1 Ni1 N7 96.2(2) . . ? N5 Ni1 N7 89.7(2) . . ? N3 Ni1 N7 169.9(2) . . ? N2 N1 C4 105.8(5) . . ? N2 N1 Ni1 120.7(4) . . ? C4 N1 Ni1 130.2(4) . . ? N1 N2 C2 111.1(5) . . ? N1 N2 C11 122.7(5) . . ? C2 N2 C11 126.2(6) . . ? C9 N3 N4 105.7(7) . . ? C9 N3 Ni1 131.8(6) . . ? N4 N3 Ni1 122.3(5) . . ? C7 N4 N3 110.9(6) . . ? C7 N4 C11 126.4(7) . . ? N3 N4 C11 121.3(6) . . ? C22 N5 N6 104.5(5) . . ? C22 N5 Ni1 130.5(4) . . ? N6 N5 Ni1 119.4(4) . . ? C20 N6 N5 111.1(5) . . ? C20 N6 C29 129.3(6) . . ? N5 N6 C29 119.6(4) . . ? C27 N7 N8 105.4(8) . . ? C27 N7 Ni1 131.1(6) . . ? N8 N7 Ni1 123.1(5) . . ? C25 N8 N7 112.0(6) . . ? C25 N8 C29 128.9(6) . . ? N7 N8 C29 119.1(6) . . ? Ni1 O5 H5A 109.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 N2 106.0(6) . . ? C3 C2 C1 132.0(7) . . ? N2 C2 C1 122.0(7) . . ? C2 C3 C4 108.6(6) . . ? C2 C3 H3A 125.7 . . ? C4 C3 H3A 125.7 . . ? N1 C4 C3 108.6(6) . . ? N1 C4 C5 124.6(6) . . ? C3 C4 C5 126.8(6) . . ? C4 C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C5 H5D 109.5 . . ? H5B C5 H5D 109.5 . . ? H5C C5 H5D 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N4 C7 C8 106.0(7) . . ? N4 C7 C6 124.0(8) . . ? C8 C7 C6 129.9(8) . . ? C7 C8 C9 107.7(7) . . ? C7 C8 H8A 126.1 . . ? C9 C8 H8A 126.1 . . ? N3 C9 C8 109.6(7) . . ? N3 C9 C10 121.4(7) . . ? C8 C9 C10 129.0(7) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 N2 111.3(5) . . ? N4 C11 C12 111.2(5) . . ? N2 C11 C12 111.9(5) . . ? N4 C11 H11A 107.4 . . ? N2 C11 H11A 107.4 . . ? C12 C11 H11A 107.4 . . ? C18 C12 C13 119.2(6) . . ? C18 C12 C11 120.4(6) . . ? C13 C12 C11 120.2(6) . . ? C14 C13 C12 120.3(6) . . ? C14 C13 H13A 119.8 . . ? C12 C13 H13A 119.8 . . ? C15 C14 C13 121.3(6) . . ? C15 C14 H14A 119.4 . . ? C13 C14 H14A 119.4 . . ? C14 C15 C17 119.4(6) . . ? C14 C15 C16 119.5(6) . . ? C17 C15 C16 121.1(6) . . ? O1 C16 O2 122.9(6) . . ? O1 C16 C15 121.6(6) . . ? O2 C16 C15 115.5(6) . . ? C18 C17 C15 119.2(6) . . ? C18 C17 H17A 120.4 . . ? C15 C17 H17A 120.4 . . ? C12 C18 C17 120.5(6) . . ? C12 C18 H18A 119.8 . . ? C17 C18 H18A 119.8 . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 N6 106.4(6) . . ? C21 C20 C19 132.6(6) . . ? N6 C20 C19 120.9(7) . . ? C20 C21 C22 107.5(6) . . ? C20 C21 H21A 126.2 . . ? C22 C21 H21A 126.2 . . ? N5 C22 C21 110.5(6) . . ? N5 C22 C23 123.3(6) . . ? C21 C22 C23 126.3(6) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C25 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N8 C25 C26 106.1(6) . . ? N8 C25 C24 123.4(6) . . ? C26 C25 C24 130.6(7) . . ? C25 C26 C27 107.0(7) . . ? C25 C26 H26A 126.5 . . ? C27 C26 H26A 126.5 . . ? N7 C27 C26 109.6(7) . . ? N7 C27 C28 120.1(8) . . ? C26 C27 C28 130.2(8) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 N8 109.7(5) . . ? N6 C29 C30 112.5(5) . . ? N8 C29 C30 114.2(5) . . ? N6 C29 H29A 106.7 . . ? N8 C29 H29A 106.7 . . ? C30 C29 H29A 106.7 . . ? C31 C30 C36 121.5(6) . . ? C31 C30 C29 118.5(5) . . ? C36 C30 C29 119.8(5) . . ? C30 C31 C32 120.7(6) . . ? C30 C31 H31A 119.7 . . ? C32 C31 H31A 119.7 . . ? C33 C32 C31 119.0(6) . . ? C33 C32 H32A 120.5 . . ? C31 C32 H32A 120.5 . . ? C35 C33 C32 120.7(6) . . ? C35 C33 C34 118.0(6) . . ? C32 C33 C34 121.2(6) . . ? O4 C34 O3 123.1(6) . . ? O4 C34 C33 122.5(6) . . ? O3 C34 C33 114.4(6) . . ? C33 C35 C36 119.9(6) . . ? C33 C35 H35A 120.0 . . ? C36 C35 H35A 120.0 . . ? C30 C36 C35 118.2(6) . . ? C30 C36 H36A 120.9 . . ? C35 C36 H36A 120.9 . . ? O9 Cl1 O8 118.0(7) . . ? O9 Cl1 O6 115.0(7) . . ? O8 Cl1 O6 116.9(5) . . ? O9 Cl1 O7 97.5(15) . . ? O8 Cl1 O7 98.1(8) . . ? O6 Cl1 O7 106.5(11) . . ? O10 Cl2 O12 112.9(6) . . ? O10 Cl2 O13 106.4(14) . . ? O12 Cl2 O13 107.6(10) . . ? O10 Cl2 O11 107.1(9) . . ? O12 Cl2 O11 117.5(8) . . ? O13 Cl2 O11 104.4(17) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 22.71 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.744 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.093 # Attachment 'complex2.cif' data_gs44a _database_code_depnum_ccdc_archive 'CCDC 682551' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H38 N10 Ni O10' _chemical_formula_weight 829.47 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' Ni Ni 0.3393 1.1124 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 11.8033(15) _cell_length_b 10.6761(15) _cell_length_c 15.586(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.576(6) _cell_angle_gamma 90.00 _cell_volume 1916.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 3030 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 25.90 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 0.577 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8460 _exptl_absorpt_correction_T_max 0.9553 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 34397 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.90 _reflns_number_total 3704 _reflns_number_gt 3116 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0810P)^2^+1.2107P] 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 3704 _refine_ls_number_parameters 277 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.1355 _refine_ls_wR_factor_gt 0.1256 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.5000 0.70341(4) 0.7500 0.03062(16) Uani 1 2 d S . . N1 N 0.63162(18) 0.8379(2) 0.77656(13) 0.0373(5) Uani 1 1 d . . . N2 N 0.70739(19) 0.8508(2) 0.72091(14) 0.0406(5) Uani 1 1 d . . . N3 N 0.52620(18) 0.69357(19) 0.62189(13) 0.0336(5) Uani 1 1 d . . . N4 N 0.63169(17) 0.7139(2) 0.60092(13) 0.0335(5) Uani 1 1 d . . . N5 N 0.5000 0.4670(3) 0.7500 0.0491(9) Uani 1 2 d S . . O1 O 1.0310(2) 0.3471(3) 0.94137(15) 0.0729(7) Uani 1 1 d . . . O2 O 0.9321(2) 0.2169(2) 0.84232(19) 0.0709(7) Uani 1 1 d . . . O3 O 0.40994(17) 0.52983(19) 0.71744(13) 0.0474(5) Uani 1 1 d . . . O4 O 0.5000 0.3519(3) 0.7500 0.0810(12) Uani 1 2 d S . . C1 C 0.8437(5) 1.0034(5) 0.6760(3) 0.109(2) Uani 1 1 d . . . H1A H 0.8564 0.9353 0.6390 0.163 Uiso 1 1 calc R . . H1B H 0.9158 1.0259 0.7147 0.163 Uiso 1 1 calc R . . H1C H 0.8137 1.0742 0.6402 0.163 Uiso 1 1 calc R . . C2 C 0.7584(3) 0.9643(3) 0.7291(2) 0.0633(9) Uani 1 1 d . . . C3 C 0.7135(4) 1.0276(3) 0.7900(2) 0.0717(11) Uani 1 1 d . . . H3A H 0.7313 1.1092 0.8092 0.086 Uiso 1 1 calc R . . C4 C 0.6361(3) 0.9474(3) 0.81805(19) 0.0499(7) Uani 1 1 d . . . C5 C 0.5672(3) 0.9765(3) 0.8859(2) 0.0602(9) Uani 1 1 d . . . H5A H 0.5207 0.9052 0.8933 0.090 Uiso 1 1 calc R . . H5B H 0.5177 1.0471 0.8669 0.090 Uiso 1 1 calc R . . H5C H 0.6191 0.9958 0.9407 0.090 Uiso 1 1 calc R . . C6 C 0.7285(3) 0.7140(3) 0.47300(19) 0.0511(7) Uani 1 1 d . . . H6A H 0.7953 0.7347 0.5179 0.077 Uiso 1 1 calc R . . H6B H 0.7149 0.7791 0.4294 0.077 Uiso 1 1 calc R . . H6C H 0.7417 0.6362 0.4459 0.077 Uiso 1 1 calc R . . C7 C 0.6246(2) 0.7017(2) 0.51313(16) 0.0376(6) Uani 1 1 d . . . C8 C 0.5122(2) 0.6739(3) 0.47644(16) 0.0411(6) Uani 1 1 d . . . H8A H 0.4807 0.6598 0.4172 0.049 Uiso 1 1 calc R . . C9 C 0.4528(2) 0.6703(3) 0.54539(16) 0.0376(6) Uani 1 1 d . . . C10 C 0.3271(2) 0.6492(3) 0.53909(19) 0.0519(7) Uani 1 1 d . . . H10A H 0.3109 0.6518 0.5968 0.078 Uiso 1 1 calc R . . H10B H 0.3056 0.5687 0.5131 0.078 Uiso 1 1 calc R . . H10C H 0.2833 0.7133 0.5032 0.078 Uiso 1 1 calc R . . C11 C 0.7332(2) 0.7468(3) 0.66820(16) 0.0373(6) Uani 1 1 d . . . H11A H 0.7907 0.7783 0.6367 0.045 Uiso 1 1 calc R . . C12 C 0.7900(2) 0.6361(3) 0.72228(15) 0.0367(6) Uani 1 1 d . . . C13 C 0.7752(2) 0.5156(3) 0.68888(17) 0.0422(6) Uani 1 1 d . . . H13A H 0.7279 0.5023 0.6336 0.051 Uiso 1 1 calc R . . C14 C 0.8291(2) 0.4156(3) 0.73603(18) 0.0444(7) Uani 1 1 d . . . H14A H 0.8170 0.3350 0.7132 0.053 Uiso 1 1 calc R . . C15 C 0.9020(2) 0.4348(3) 0.81805(17) 0.0417(6) Uani 1 1 d . . . C16 C 0.9588(3) 0.3244(4) 0.8700(2) 0.0552(8) Uani 1 1 d . . . C17 C 0.9200(2) 0.5551(3) 0.85059(18) 0.0469(7) Uani 1 1 d . . . H17A H 0.9701 0.5684 0.9048 0.056 Uiso 1 1 calc R . . C18 C 0.8648(2) 0.6559(3) 0.80389(17) 0.0449(6) Uani 1 1 d . . . H18A H 0.8772 0.7365 0.8266 0.054 Uiso 1 1 calc R . . O6 O 0.1303(5) 0.8673(6) 0.5092(4) 0.0793(15) Uani 0.50 1 d P . . N6 N 0.0578(7) 0.9356(7) 0.5297(4) 0.0727(17) Uani 0.50 1 d P . . O7 O 0.0644(9) 1.0483(7) 0.5232(5) 0.124(3) Uani 0.50 1 d P . . O5 O -0.0155(6) 0.8815(8) 0.5601(6) 0.120(3) Uani 0.50 1 d P . . 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 Ni1 0.0344(3) 0.0347(3) 0.0257(2) 0.000 0.01308(17) 0.000 N1 0.0409(11) 0.0440(12) 0.0304(10) -0.0044(9) 0.0151(9) -0.0062(9) N2 0.0442(12) 0.0459(13) 0.0358(11) -0.0074(10) 0.0178(9) -0.0115(10) N3 0.0326(10) 0.0431(12) 0.0274(10) -0.0014(8) 0.0115(8) -0.0027(9) N4 0.0340(10) 0.0435(12) 0.0260(10) -0.0010(8) 0.0129(8) -0.0027(9) N5 0.079(3) 0.0396(18) 0.0387(17) 0.000 0.0350(18) 0.000 O1 0.0770(16) 0.0831(18) 0.0498(13) 0.0005(12) -0.0052(12) 0.0177(14) O2 0.0637(16) 0.0632(16) 0.0778(17) -0.0038(13) -0.0021(13) 0.0072(12) O3 0.0507(11) 0.0517(12) 0.0451(11) -0.0041(9) 0.0222(9) -0.0101(9) O4 0.159(4) 0.0352(17) 0.059(2) 0.000 0.046(2) 0.000 C1 0.146(4) 0.106(3) 0.100(3) -0.044(3) 0.083(3) -0.087(3) C2 0.083(2) 0.062(2) 0.0543(18) -0.0187(15) 0.0350(17) -0.0352(18) C3 0.103(3) 0.056(2) 0.067(2) -0.0258(17) 0.043(2) -0.039(2) C4 0.0653(19) 0.0455(16) 0.0438(15) -0.0120(12) 0.0224(14) -0.0140(14) C5 0.081(2) 0.0501(18) 0.0595(19) -0.0223(15) 0.0359(18) -0.0105(16) C6 0.0559(17) 0.068(2) 0.0369(14) -0.0020(13) 0.0267(13) -0.0050(14) C7 0.0468(14) 0.0422(14) 0.0277(12) 0.0022(10) 0.0168(11) 0.0012(11) C8 0.0477(15) 0.0523(16) 0.0239(12) -0.0026(10) 0.0096(11) -0.0025(12) C9 0.0389(13) 0.0468(15) 0.0282(12) -0.0028(10) 0.0098(10) -0.0018(11) C10 0.0399(15) 0.076(2) 0.0394(15) -0.0135(14) 0.0070(12) -0.0066(14) C11 0.0338(13) 0.0498(15) 0.0313(12) -0.0066(11) 0.0136(10) -0.0079(11) C12 0.0265(11) 0.0569(16) 0.0289(12) -0.0054(11) 0.0104(9) -0.0028(11) C13 0.0346(13) 0.0590(17) 0.0317(13) -0.0116(12) 0.0043(10) 0.0019(12) C14 0.0354(13) 0.0567(17) 0.0422(14) -0.0098(12) 0.0113(11) 0.0053(12) C15 0.0294(12) 0.0617(17) 0.0372(13) -0.0048(12) 0.0140(10) 0.0044(12) C16 0.0370(15) 0.081(2) 0.0519(18) 0.0094(16) 0.0198(13) 0.0175(15) C17 0.0342(13) 0.073(2) 0.0319(13) -0.0066(13) 0.0040(11) 0.0009(13) C18 0.0393(14) 0.0591(17) 0.0362(14) -0.0122(12) 0.0081(11) -0.0054(13) O6 0.079(3) 0.091(4) 0.071(3) -0.010(3) 0.022(3) -0.004(3) N6 0.088(5) 0.076(5) 0.056(4) -0.012(3) 0.020(3) -0.015(4) O7 0.213(10) 0.060(4) 0.092(5) -0.008(3) 0.015(5) 0.005(5) O5 0.100(5) 0.108(5) 0.167(8) -0.008(5) 0.063(5) 0.003(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 Ni1 N3 2.0886(19) . ? Ni1 N3 2.0886(19) 2_656 ? Ni1 N1 2.090(2) . ? Ni1 N1 2.090(2) 2_656 ? Ni1 O3 2.142(2) . ? Ni1 O3 2.1416(19) 2_656 ? N1 C4 1.331(4) . ? N1 N2 1.382(3) . ? N2 C2 1.347(4) . ? N2 C11 1.452(3) . ? N3 C9 1.336(3) . ? N3 N4 1.372(3) . ? N4 C7 1.359(3) . ? N4 C11 1.453(3) . ? N5 O4 1.228(5) . ? N5 O3 1.266(3) 2_656 ? N5 O3 1.266(3) . ? O1 C16 1.269(4) . ? O2 C16 1.243(4) . ? C1 C2 1.496(5) . ? C2 C3 1.362(5) . ? C3 C4 1.390(4) . ? C4 C5 1.500(4) . ? C6 C7 1.498(4) . ? C7 C8 1.359(4) . ? C8 C9 1.406(3) . ? C9 C10 1.483(4) . ? C11 C12 1.520(4) . ? C12 C13 1.384(4) . ? C12 C18 1.397(4) . ? C13 C14 1.372(4) . ? C14 C15 1.392(4) . ? C15 C17 1.380(4) . ? C15 C16 1.502(4) . ? C17 C18 1.381(4) . ? O6 N6 1.219(8) . ? N6 O7 1.211(9) . ? N6 O5 1.219(9) . ? N6 O7 1.508(11) 3_576 ? O7 O5 1.502(11) 3_576 ? O7 N6 1.508(11) 3_576 ? O5 O7 1.502(11) 3_576 ? 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 N3 Ni1 N3 174.23(12) . 2_656 ? N3 Ni1 N1 88.02(8) . . ? N3 Ni1 N1 95.95(8) 2_656 . ? N3 Ni1 N1 95.95(8) . 2_656 ? N3 Ni1 N1 88.02(8) 2_656 2_656 ? N1 Ni1 N1 93.20(13) . 2_656 ? N3 Ni1 O3 84.21(8) . . ? N3 Ni1 O3 90.79(8) 2_656 . ? N1 Ni1 O3 161.94(8) . . ? N1 Ni1 O3 103.79(9) 2_656 . ? N3 Ni1 O3 90.79(8) . 2_656 ? N3 Ni1 O3 84.21(8) 2_656 2_656 ? N1 Ni1 O3 103.79(8) . 2_656 ? N1 Ni1 O3 161.94(8) 2_656 2_656 ? O3 Ni1 O3 60.17(12) . 2_656 ? C4 N1 N2 104.8(2) . . ? C4 N1 Ni1 130.46(19) . . ? N2 N1 Ni1 119.94(15) . . ? C2 N2 N1 111.5(2) . . ? C2 N2 C11 126.7(2) . . ? N1 N2 C11 121.6(2) . . ? C9 N3 N4 105.23(19) . . ? C9 N3 Ni1 131.34(17) . . ? N4 N3 Ni1 123.42(15) . . ? C7 N4 N3 111.4(2) . . ? C7 N4 C11 127.6(2) . . ? N3 N4 C11 120.99(19) . . ? O4 N5 O3 122.02(16) . 2_656 ? O4 N5 O3 122.02(16) . . ? O3 N5 O3 116.0(3) 2_656 . ? N5 O3 Ni1 91.93(17) . . ? N2 C2 C3 106.2(3) . . ? N2 C2 C1 122.6(3) . . ? C3 C2 C1 131.1(3) . . ? C2 C3 C4 107.2(3) . . ? N1 C4 C3 110.3(3) . . ? N1 C4 C5 123.6(3) . . ? C3 C4 C5 126.0(3) . . ? C8 C7 N4 106.5(2) . . ? C8 C7 C6 131.0(2) . . ? N4 C7 C6 122.4(2) . . ? C7 C8 C9 106.7(2) . . ? N3 C9 C8 110.1(2) . . ? N3 C9 C10 122.2(2) . . ? C8 C9 C10 127.7(2) . . ? N2 C11 N4 110.6(2) . . ? N2 C11 C12 113.7(2) . . ? N4 C11 C12 114.0(2) . . ? C13 C12 C18 119.1(3) . . ? C13 C12 C11 120.6(2) . . ? C18 C12 C11 120.1(3) . . ? C14 C13 C12 121.1(2) . . ? C13 C14 C15 119.9(3) . . ? C17 C15 C14 119.3(3) . . ? C17 C15 C16 121.1(3) . . ? C14 C15 C16 119.6(3) . . ? O2 C16 O1 123.5(3) . . ? O2 C16 C15 119.2(3) . . ? O1 C16 C15 117.3(3) . . ? C18 C17 C15 120.9(2) . . ? C17 C18 C12 119.6(3) . . ? O7 N6 O5 124.5(9) . . ? O7 N6 O6 120.7(8) . . ? O5 N6 O6 114.7(8) . . ? O7 N6 O7 84.9(8) . 3_576 ? O5 N6 O7 65.9(6) . 3_576 ? O6 N6 O7 124.6(6) . 3_576 ? N6 O7 O5 123.3(8) . 3_576 ? N6 O7 N6 95.1(8) . 3_576 ? O5 O7 N6 47.8(4) 3_576 3_576 ? N6 O5 O7 66.4(7) . 3_576 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.90 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.540 _refine_diff_density_min -0.396 _refine_diff_density_rms 0.065 # Attachment 'complex3.cif' data_gs47a _database_code_depnum_ccdc_archive 'CCDC 682552' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H20 Cu N6 O9' _chemical_formula_weight 539.95 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 8.813(2) _cell_length_b 14.928(3) _cell_length_c 17.776(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.679(10) _cell_angle_gamma 90.00 _cell_volume 2322.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 5817 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 20.94 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 1.002 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6899 _exptl_absorpt_correction_T_max 0.9516 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 33245 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0173 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 21.00 _reflns_number_total 2476 _reflns_number_gt 2199 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0536P)^2^+4.7900P] 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 2476 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.1037 _refine_ls_wR_factor_gt 0.0982 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 0.10185(5) 0.60575(3) 0.33975(3) 0.0327(2) Uani 1 1 d . . . N1 N 0.1115(4) 0.6265(2) 0.23041(19) 0.0312(9) Uani 1 1 d . . . N2 N 0.0075(4) 0.6829(2) 0.19172(18) 0.0308(8) Uani 1 1 d . . . N3 N -0.1168(4) 0.6297(2) 0.32842(19) 0.0328(9) Uani 1 1 d . . . N4 N -0.1844(4) 0.6859(2) 0.27442(19) 0.0311(8) Uani 1 1 d . . . N5 N 0.2641(6) 0.4616(3) 0.3680(2) 0.0550(11) Uani 1 1 d . . . N6 N 0.2214(4) 0.6850(3) 0.4629(3) 0.0451(10) Uani 1 1 d . . . O1 O 0.3526(4) 1.0513(2) 0.38546(19) 0.0547(10) Uani 1 1 d . . . H100 H 0.405(7) 1.090(4) 0.413(3) 0.08(2) Uiso 1 1 d . . . O2 O 0.2083(3) 1.0283(2) 0.47776(18) 0.0473(8) Uani 1 1 d . . . O3 O 0.1276(5) 0.4432(2) 0.3562(2) 0.0657(10) Uani 1 1 d . . . O4 O 0.3006(3) 0.5444(2) 0.36017(18) 0.0467(8) Uani 1 1 d . . . O5 O 0.3628(6) 0.4068(3) 0.3856(3) 0.0980(15) Uani 1 1 d . . . O6 O 0.2663(4) 0.7206(2) 0.4069(2) 0.0580(9) Uani 1 1 d . . . O7 O 0.1164(3) 0.6248(2) 0.45094(16) 0.0437(8) Uani 1 1 d . . . O8 O 0.2705(4) 0.7034(3) 0.5282(2) 0.0646(10) Uani 1 1 d . . . C1 C -0.0773(5) 0.7393(3) 0.0624(2) 0.0454(12) Uani 1 1 d . . . H1A H -0.1470 0.7732 0.0888 0.068 Uiso 1 1 calc R . . H1B H -0.1338 0.7017 0.0253 0.068 Uiso 1 1 calc R . . H1C H -0.0141 0.7795 0.0376 0.068 Uiso 1 1 calc R . . C2 C 0.0199(5) 0.6831(3) 0.1169(2) 0.0345(11) Uani 1 1 d . . . C3 C 0.1337(5) 0.6238(3) 0.1072(3) 0.0413(12) Uani 1 1 d . . . H3A H 0.1687 0.6090 0.0614 0.050 Uiso 1 1 calc R . . C4 C 0.1874(5) 0.5898(3) 0.1769(2) 0.0338(11) Uani 1 1 d . . . C5 C 0.3077(5) 0.5208(3) 0.1930(3) 0.0476(13) Uani 1 1 d . . . H5A H 0.3227 0.5088 0.2464 0.071 Uiso 1 1 calc R . . H5B H 0.4015 0.5421 0.1769 0.071 Uiso 1 1 calc R . . H5C H 0.2770 0.4668 0.1661 0.071 Uiso 1 1 calc R . . C6 C -0.4408(5) 0.7443(4) 0.2242(3) 0.0558(14) Uani 1 1 d . . . H6A H -0.5441 0.7353 0.2346 0.084 Uiso 1 1 calc R . . H6B H -0.4320 0.7282 0.1726 0.084 Uiso 1 1 calc R . . H6C H -0.4135 0.8062 0.2320 0.084 Uiso 1 1 calc R . . C7 C -0.3370(5) 0.6877(3) 0.2755(2) 0.0367(11) Uani 1 1 d . . . C8 C -0.3672(5) 0.6298(3) 0.3305(3) 0.0446(12) Uani 1 1 d . . . H8A H -0.4633 0.6164 0.3443 0.053 Uiso 1 1 calc R . . C9 C -0.2301(5) 0.5940(3) 0.3626(2) 0.0382(11) Uani 1 1 d . . . C10 C -0.2016(6) 0.5269(3) 0.4239(3) 0.0558(14) Uani 1 1 d . . . H10A H -0.0938 0.5160 0.4341 0.084 Uiso 1 1 calc R . . H10B H -0.2531 0.4721 0.4086 0.084 Uiso 1 1 calc R . . H10C H -0.2394 0.5492 0.4689 0.084 Uiso 1 1 calc R . . C11 C -0.0878(4) 0.7404(3) 0.2321(2) 0.0308(10) Uani 1 1 d . . . H11A H -0.1552 0.7734 0.1941 0.037 Uiso 1 1 calc R . . C12 C 0.0031(4) 0.8089(3) 0.2809(2) 0.0275(10) Uani 1 1 d . . . C13 C 0.1301(5) 0.8484(3) 0.2564(2) 0.0332(10) Uani 1 1 d . . . H13A H 0.1637 0.8300 0.2112 0.040 Uiso 1 1 calc R . . C14 C 0.2074(5) 0.9151(3) 0.2987(2) 0.0353(11) Uani 1 1 d . . . H14A H 0.2925 0.9418 0.2816 0.042 Uiso 1 1 calc R . . C15 C 0.1590(5) 0.9427(3) 0.3662(2) 0.0296(10) Uani 1 1 d . . . C16 C 0.2407(5) 1.0111(3) 0.4157(3) 0.0347(11) Uani 1 1 d . . . C17 C 0.0308(5) 0.9041(3) 0.3899(2) 0.0320(10) Uani 1 1 d . . . H17A H -0.0037 0.9229 0.4349 0.038 Uiso 1 1 calc R . . C18 C -0.0466(4) 0.8376(3) 0.3475(2) 0.0307(10) Uani 1 1 d . . . H18A H -0.1331 0.8119 0.3639 0.037 Uiso 1 1 calc R . . O9 O 0.4955(4) 1.1637(3) 0.4840(2) 0.0730(11) Uani 1 1 d . . . C19 C 0.4414(6) 1.1728(5) 0.5558(3) 0.0750(18) 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 0.0305(4) 0.0330(4) 0.0351(4) -0.0023(2) 0.0063(2) -0.0051(2) N1 0.029(2) 0.031(2) 0.034(2) -0.0047(17) 0.0064(17) -0.0007(17) N2 0.034(2) 0.029(2) 0.031(2) -0.0058(16) 0.0079(16) -0.0031(17) N3 0.032(2) 0.034(2) 0.034(2) -0.0001(18) 0.0082(17) -0.0065(17) N4 0.026(2) 0.031(2) 0.037(2) -0.0030(17) 0.0080(16) -0.0038(16) N5 0.074(4) 0.046(3) 0.047(3) -0.002(2) 0.012(2) 0.015(3) N6 0.043(3) 0.040(3) 0.050(3) -0.012(2) -0.001(2) 0.002(2) O1 0.059(2) 0.057(2) 0.052(2) -0.0196(18) 0.0241(18) -0.033(2) O2 0.054(2) 0.052(2) 0.039(2) -0.0133(16) 0.0156(16) -0.0179(16) O3 0.078(3) 0.044(2) 0.073(3) 0.0009(18) 0.001(2) -0.017(2) O4 0.0400(19) 0.044(2) 0.057(2) -0.0024(16) 0.0083(15) -0.0017(16) O5 0.111(4) 0.072(3) 0.112(4) 0.012(3) 0.017(3) 0.053(3) O6 0.065(2) 0.044(2) 0.063(2) 0.0078(18) -0.0011(19) -0.0162(18) O7 0.0405(18) 0.049(2) 0.0413(19) -0.0088(15) 0.0045(14) -0.0135(17) O8 0.065(2) 0.074(3) 0.052(2) -0.026(2) -0.0073(19) -0.010(2) C1 0.060(3) 0.046(3) 0.032(3) -0.003(2) 0.009(2) 0.001(2) C2 0.043(3) 0.030(3) 0.032(3) -0.005(2) 0.008(2) -0.010(2) C3 0.046(3) 0.041(3) 0.039(3) -0.011(2) 0.017(2) -0.005(2) C4 0.034(2) 0.030(2) 0.039(3) -0.008(2) 0.009(2) -0.005(2) C5 0.047(3) 0.050(3) 0.048(3) -0.015(2) 0.014(2) 0.004(3) C6 0.036(3) 0.062(3) 0.070(4) -0.001(3) 0.007(3) 0.002(3) C7 0.030(3) 0.037(3) 0.044(3) -0.011(2) 0.006(2) -0.007(2) C8 0.032(3) 0.053(3) 0.051(3) -0.011(3) 0.014(2) -0.016(2) C9 0.039(3) 0.038(3) 0.039(3) -0.008(2) 0.010(2) -0.012(2) C10 0.055(3) 0.060(3) 0.055(3) 0.011(3) 0.016(3) -0.020(3) C11 0.031(2) 0.030(2) 0.033(2) -0.003(2) 0.009(2) -0.001(2) C12 0.029(2) 0.024(2) 0.030(2) 0.0008(19) 0.0068(19) 0.0025(19) C13 0.036(3) 0.033(3) 0.033(2) -0.007(2) 0.015(2) 0.001(2) C14 0.033(2) 0.035(3) 0.040(3) -0.001(2) 0.013(2) -0.008(2) C15 0.034(2) 0.023(2) 0.033(3) -0.001(2) 0.007(2) 0.001(2) C16 0.035(3) 0.029(3) 0.041(3) 0.000(2) 0.008(2) -0.004(2) C17 0.037(3) 0.032(3) 0.029(2) -0.003(2) 0.012(2) 0.003(2) C18 0.028(2) 0.030(2) 0.036(3) 0.002(2) 0.011(2) -0.005(2) O9 0.074(2) 0.076(3) 0.073(3) -0.035(2) 0.024(2) -0.037(2) C19 0.066(4) 0.109(5) 0.052(3) -0.023(3) 0.013(3) -0.029(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 N3 1.947(3) . ? Cu1 O4 1.972(3) . ? Cu1 N1 1.980(3) . ? Cu1 O7 1.986(3) . ? N1 C4 1.341(5) . ? N1 N2 1.370(5) . ? N2 C2 1.347(5) . ? N2 C11 1.448(5) . ? N3 C9 1.338(5) . ? N3 N4 1.359(5) . ? N4 C7 1.347(5) . ? N4 C11 1.449(5) . ? N5 O5 1.208(5) . ? N5 O3 1.228(5) . ? N5 O4 1.289(5) . ? N6 O8 1.222(5) . ? N6 O6 1.235(5) . ? N6 O7 1.289(5) . ? O1 C16 1.321(5) . ? O1 H100 0.86(6) . ? O2 C16 1.200(5) . ? C1 C2 1.478(6) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.363(6) . ? C3 C4 1.371(6) . ? C3 H3A 0.9300 . ? C4 C5 1.482(6) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.479(6) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.355(6) . ? C8 C9 1.382(6) . ? C8 H8A 0.9300 . ? C9 C10 1.480(7) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.509(6) . ? C11 H11A 0.9800 . ? C12 C18 1.377(5) . ? C12 C13 1.380(6) . ? C13 C14 1.379(6) . ? C13 H13A 0.9300 . ? C14 C15 1.383(6) . ? C14 H14A 0.9300 . ? C15 C17 1.377(6) . ? C15 C16 1.478(6) . ? C17 C18 1.378(6) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? O9 C19 1.420(6) . ? 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 N3 Cu1 O4 162.04(14) . . ? N3 Cu1 N1 91.43(14) . . ? O4 Cu1 N1 96.57(13) . . ? N3 Cu1 O7 91.45(13) . . ? O4 Cu1 O7 85.98(13) . . ? N1 Cu1 O7 161.69(14) . . ? C4 N1 N2 104.8(3) . . ? C4 N1 Cu1 135.6(3) . . ? N2 N1 Cu1 119.1(2) . . ? C2 N2 N1 111.7(3) . . ? C2 N2 C11 127.4(4) . . ? N1 N2 C11 120.5(3) . . ? C9 N3 N4 106.1(3) . . ? C9 N3 Cu1 131.4(3) . . ? N4 N3 Cu1 122.2(2) . . ? C7 N4 N3 111.0(3) . . ? C7 N4 C11 130.1(4) . . ? N3 N4 C11 118.5(3) . . ? O5 N5 O3 123.7(5) . . ? O5 N5 O4 119.7(5) . . ? O3 N5 O4 116.6(4) . . ? O8 N6 O6 123.9(4) . . ? O8 N6 O7 118.9(4) . . ? O6 N6 O7 117.2(4) . . ? C16 O1 H100 116(4) . . ? N5 O4 Cu1 103.7(3) . . ? N6 O7 Cu1 103.1(3) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 105.6(4) . . ? N2 C2 C1 122.8(4) . . ? C3 C2 C1 131.6(4) . . ? C2 C3 C4 107.9(4) . . ? C2 C3 H3A 126.0 . . ? C4 C3 H3A 126.0 . . ? N1 C4 C3 110.0(4) . . ? N1 C4 C5 123.5(4) . . ? C3 C4 C5 126.6(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N4 C7 C8 106.1(4) . . ? N4 C7 C6 123.3(4) . . ? C8 C7 C6 130.6(4) . . ? C7 C8 C9 108.0(4) . . ? C7 C8 H8A 126.0 . . ? C9 C8 H8A 126.0 . . ? N3 C9 C8 108.8(4) . . ? N3 C9 C10 122.2(4) . . ? C8 C9 C10 129.1(4) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 N4 109.6(3) . . ? N2 C11 C12 112.7(3) . . ? N4 C11 C12 112.8(3) . . ? N2 C11 H11A 107.1 . . ? N4 C11 H11A 107.1 . . ? C12 C11 H11A 107.1 . . ? C18 C12 C13 119.3(4) . . ? C18 C12 C11 120.3(3) . . ? C13 C12 C11 120.3(3) . . ? C14 C13 C12 120.3(4) . . ? C14 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C13 C14 C15 120.4(4) . . ? C13 C14 H14A 119.8 . . ? C15 C14 H14A 119.8 . . ? C17 C15 C14 119.2(4) . . ? C17 C15 C16 117.9(4) . . ? C14 C15 C16 122.9(4) . . ? O2 C16 O1 123.0(4) . . ? O2 C16 C15 122.9(4) . . ? O1 C16 C15 114.0(4) . . ? C15 C17 C18 120.3(4) . . ? C15 C17 H17A 119.8 . . ? C18 C17 H17A 119.8 . . ? C12 C18 C17 120.6(4) . . ? C12 C18 H18A 119.7 . . ? C17 C18 H18A 119.7 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 21.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.464 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.065 # Attachment 'complex4.cif' data_gs60a _database_code_depnum_ccdc_archive 'CCDC 682553' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H58 Cu2 F12 N14 O8 P2' _chemical_formula_weight 1376.12 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 31.159(6) _cell_length_b 12.940(2) _cell_length_c 15.606(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.655(9) _cell_angle_gamma 90.00 _cell_volume 6280(2) _cell_formula_units_Z 4 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 9827 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 25.43 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2815 _exptl_absorpt_coefficient_mu 0.823 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8527 _exptl_absorpt_correction_T_max 0.8527 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 51794 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.99 _reflns_number_total 6159 _reflns_number_gt 4870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0912P)^2^+18.9823P] 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 6159 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1655 _refine_ls_wR_factor_gt 0.1473 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.108079(12) 0.43419(3) 0.23576(2) 0.03189(16) Uani 1 1 d . . . N1 N 0.08124(8) 0.2992(2) 0.29267(16) 0.0306(6) Uani 1 1 d . . . N2 N 0.07631(8) 0.2761(2) 0.37674(16) 0.0315(6) Uani 1 1 d . . . N3 N 0.15117(9) 0.4116(2) 0.36535(18) 0.0361(6) Uani 1 1 d . . . N4 N 0.13672(9) 0.3654(2) 0.43640(17) 0.0362(6) Uani 1 1 d . . . N5 N -0.15048(10) 0.3756(3) 0.3414(2) 0.0499(8) Uani 1 1 d . . . O1 O -0.05631(7) 0.46304(18) 0.30980(15) 0.0350(5) Uani 1 1 d . . . O2 O -0.06468(8) 0.6274(2) 0.35016(18) 0.0484(7) Uani 1 1 d . . . O3 O -0.12915(9) 0.5736(2) 0.25105(19) 0.0498(7) Uani 1 1 d . . . H3B H -0.1118 0.6061 0.2833 0.075 Uiso 1 1 calc R . . C1 C 0.04678(13) 0.1390(3) 0.4694(3) 0.0489(9) Uani 1 1 d . . . H1B H 0.0564 0.1860 0.5151 0.073 Uiso 1 1 calc R . . H1C H 0.0612 0.0731 0.4777 0.073 Uiso 1 1 calc R . . H1D H 0.0160 0.1292 0.4703 0.073 Uiso 1 1 calc R . . C2 C 0.05709(10) 0.1834(3) 0.3853(2) 0.0358(7) Uani 1 1 d . . . C3 C 0.04995(11) 0.1457(3) 0.3039(2) 0.0390(8) Uani 1 1 d . . . H3C H 0.0372 0.0820 0.2885 0.047 Uiso 1 1 calc R . . C4 C 0.06510(10) 0.2190(3) 0.2483(2) 0.0332(7) Uani 1 1 d . . . C5 C 0.06456(12) 0.2153(3) 0.1529(2) 0.0435(8) Uani 1 1 d . . . H5A H 0.0774 0.2779 0.1318 0.065 Uiso 1 1 calc R . . H5B H 0.0351 0.2097 0.1292 0.065 Uiso 1 1 calc R . . H5C H 0.0809 0.1558 0.1355 0.065 Uiso 1 1 calc R . . C6 C 0.16309(14) 0.2843(4) 0.5750(2) 0.0561(11) Uani 1 1 d . . . H6A H 0.1326 0.2733 0.5806 0.084 Uiso 1 1 calc R . . H6B H 0.1747 0.3263 0.6224 0.084 Uiso 1 1 calc R . . H6C H 0.1778 0.2182 0.5755 0.084 Uiso 1 1 calc R . . C7 C 0.16944(11) 0.3381(3) 0.4928(2) 0.0393(8) Uani 1 1 d . . . C8 C 0.20601(12) 0.3699(3) 0.4571(3) 0.0471(9) Uani 1 1 d . . . H8A H 0.2342 0.3627 0.4815 0.057 Uiso 1 1 calc R . . C9 C 0.19403(11) 0.4148(3) 0.3779(2) 0.0407(8) Uani 1 1 d . . . C10 C 0.22230(12) 0.4627(3) 0.3151(3) 0.0519(10) Uani 1 1 d . . . H10A H 0.2048 0.4872 0.2656 0.078 Uiso 1 1 calc R . . H10B H 0.2426 0.4117 0.2968 0.078 Uiso 1 1 calc R . . H10C H 0.2378 0.5203 0.3420 0.078 Uiso 1 1 calc R . . C11 C 0.09063(10) 0.3512(3) 0.4409(2) 0.0340(7) Uani 1 1 d . . . H11A H 0.0853 0.3229 0.4982 0.041 Uiso 1 1 calc R . . C12 C 0.06637(10) 0.4526(3) 0.4294(2) 0.0309(7) Uani 1 1 d . . . C13 C 0.08495(11) 0.5448(3) 0.4586(2) 0.0403(8) Uani 1 1 d . . . H13A H 0.1130 0.5448 0.4848 0.048 Uiso 1 1 calc R . . C14 C 0.06242(12) 0.6361(3) 0.4491(2) 0.0441(9) Uani 1 1 d . . . H14A H 0.0754 0.6983 0.4682 0.053 Uiso 1 1 calc R . . C15 C 0.02115(11) 0.6373(3) 0.4121(2) 0.0392(8) Uani 1 1 d . . . H15A H 0.0061 0.7000 0.4055 0.047 Uiso 1 1 calc R . . C16 C 0.00195(10) 0.5457(3) 0.38465(19) 0.0308(7) Uani 1 1 d . . . C17 C 0.02445(10) 0.4538(3) 0.39266(19) 0.0300(7) Uani 1 1 d . . . H17A H 0.0114 0.3919 0.3733 0.036 Uiso 1 1 calc R . . C18 C -0.04339(10) 0.5466(3) 0.3454(2) 0.0322(7) Uani 1 1 d . . . C19 C -0.21180(16) 0.3595(5) 0.4438(3) 0.0704(14) Uani 1 1 d . . . H19A H -0.2346 0.4072 0.4256 0.14(3) Uiso 1 1 calc R . . H19B H -0.2011 0.3763 0.5019 0.10(2) Uiso 1 1 calc R . . H19C H -0.2229 0.2895 0.4422 0.096(19) Uiso 1 1 calc R . . C20 C -0.17710(12) 0.3679(3) 0.3866(2) 0.0430(8) Uani 1 1 d . . . C21 C 0.0820(4) 0.1368(8) 0.7524(7) 0.136(3) Uani 1 1 d . . . H21A H 0.0725 0.1967 0.7835 0.27(8) Uiso 1 1 calc R . . H21B H 0.1063 0.1555 0.7200 0.33(9) Uiso 1 1 calc R . . H21C H 0.0903 0.0823 0.7928 0.27(7) Uiso 1 1 calc R . . C22 C 0.0475(3) 0.1010(6) 0.6948(5) 0.100(2) Uani 1 1 d . . . C23 C 0.2181(2) 0.1797(4) 0.2612(3) 0.0690(13) Uani 1 1 d . . . C24 C 0.1772(2) 0.1358(6) 0.2780(5) 0.098(2) Uani 1 1 d . . . H24A H 0.1561 0.1906 0.2813 0.16(4) Uiso 1 1 calc R . . H24B H 0.1796 0.0987 0.3321 0.19(4) Uiso 1 1 calc R . . H24C H 0.1681 0.0886 0.2321 0.20(5) Uiso 1 1 calc R . . P1 P 0.33825(4) 0.45216(9) 0.00329(8) 0.0560(3) Uani 1 1 d . . . F6 F 0.30832(17) 0.5480(4) -0.0001(4) 0.150(2) Uani 1 1 d . . . F5 F 0.36338(19) 0.3489(4) 0.0076(4) 0.170(3) Uani 1 1 d . . . F4 F 0.36118(16) 0.4872(3) -0.0775(3) 0.1216(14) Uani 1 1 d . . . F3 F 0.36947(16) 0.5145(6) 0.0618(3) 0.176(3) Uani 1 1 d . . . F2 F 0.31565(14) 0.4162(3) 0.0876(3) 0.1017(12) Uani 1 1 d . . . F1 F 0.30205(19) 0.3962(5) -0.0521(4) 0.162(2) Uani 1 1 d . . . N7 N 0.24944(18) 0.2138(4) 0.2451(4) 0.0924(15) Uani 1 1 d . . . N6 N 0.0174(3) 0.0749(6) 0.6505(4) 0.137(3) Uani 1 1 d . . . O4 O 0.32673(13) 0.2057(3) 0.1500(3) 0.0925(13) 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 0.0274(2) 0.0392(3) 0.0288(2) -0.00185(16) -0.00075(16) 0.00398(16) N1 0.0284(13) 0.0393(15) 0.0243(13) 0.0015(11) 0.0033(10) 0.0008(11) N2 0.0322(14) 0.0375(15) 0.0250(13) 0.0015(11) 0.0038(11) 0.0035(12) N3 0.0291(14) 0.0469(16) 0.0319(15) -0.0023(12) -0.0001(11) 0.0001(12) N4 0.0285(14) 0.0519(18) 0.0279(14) -0.0001(12) -0.0005(11) 0.0049(12) N5 0.0400(17) 0.068(2) 0.0418(18) 0.0029(16) 0.0063(15) -0.0031(16) O1 0.0288(11) 0.0399(13) 0.0353(12) -0.0056(10) -0.0046(9) 0.0029(10) O2 0.0412(14) 0.0432(15) 0.0592(17) -0.0138(12) -0.0089(12) 0.0138(12) O3 0.0467(15) 0.0478(15) 0.0530(16) -0.0095(12) -0.0117(13) 0.0138(12) C1 0.054(2) 0.048(2) 0.046(2) 0.0113(17) 0.0152(18) 0.0042(18) C2 0.0318(17) 0.0380(18) 0.0382(18) 0.0064(14) 0.0073(14) 0.0075(14) C3 0.0394(19) 0.0349(18) 0.043(2) -0.0011(15) 0.0054(15) -0.0004(14) C4 0.0287(16) 0.0383(18) 0.0329(17) -0.0037(14) 0.0028(13) 0.0029(13) C5 0.047(2) 0.052(2) 0.0318(18) -0.0094(16) 0.0047(15) -0.0061(17) C6 0.052(2) 0.078(3) 0.037(2) 0.001(2) -0.0075(17) 0.022(2) C7 0.0344(18) 0.049(2) 0.0337(18) -0.0084(15) -0.0066(14) 0.0113(15) C8 0.0318(18) 0.060(2) 0.048(2) -0.0094(18) -0.0103(16) 0.0061(17) C9 0.0302(17) 0.047(2) 0.045(2) -0.0102(16) -0.0018(15) -0.0009(15) C10 0.0336(19) 0.059(2) 0.064(3) -0.003(2) 0.0069(18) -0.0087(17) C11 0.0284(16) 0.049(2) 0.0251(15) 0.0001(14) 0.0008(12) 0.0039(14) C12 0.0285(16) 0.0417(18) 0.0226(15) -0.0036(13) 0.0025(12) 0.0027(13) C13 0.0317(17) 0.054(2) 0.0346(18) -0.0128(16) -0.0036(14) -0.0009(15) C14 0.042(2) 0.044(2) 0.046(2) -0.0153(16) 0.0017(16) -0.0063(16) C15 0.0404(19) 0.0389(19) 0.0386(19) -0.0075(15) 0.0046(15) 0.0014(15) C16 0.0310(16) 0.0403(18) 0.0214(14) -0.0027(13) 0.0044(12) 0.0010(13) C17 0.0295(16) 0.0373(17) 0.0232(15) -0.0029(13) 0.0027(12) -0.0007(13) C18 0.0307(16) 0.0380(18) 0.0280(16) 0.0014(13) 0.0035(13) 0.0038(13) C19 0.060(3) 0.089(4) 0.066(3) -0.006(3) 0.032(2) -0.003(3) C20 0.0371(19) 0.050(2) 0.041(2) 0.0000(16) 0.0029(16) 0.0013(16) C21 0.146(8) 0.107(6) 0.148(7) 0.032(6) -0.043(7) -0.041(6) C22 0.136(6) 0.087(4) 0.078(5) 0.026(4) 0.023(4) -0.006(4) C23 0.070(3) 0.067(3) 0.069(3) -0.006(3) -0.005(3) 0.026(3) C24 0.081(4) 0.108(5) 0.107(5) 0.024(5) 0.014(4) 0.012(4) P1 0.0525(6) 0.0540(7) 0.0612(7) 0.0038(5) 0.0007(5) -0.0014(5) F6 0.148(4) 0.120(4) 0.183(5) 0.047(3) 0.028(4) 0.069(3) F5 0.195(5) 0.149(4) 0.176(5) 0.052(4) 0.080(4) 0.114(4) F4 0.160(4) 0.124(3) 0.086(3) 0.011(2) 0.051(2) -0.017(3) F3 0.125(4) 0.291(7) 0.115(3) -0.064(4) 0.025(3) -0.135(5) F2 0.123(3) 0.089(2) 0.098(3) 0.0166(19) 0.038(2) -0.009(2) F1 0.165(5) 0.185(5) 0.128(4) -0.015(4) -0.038(3) -0.076(4) N7 0.072(3) 0.085(3) 0.119(4) -0.016(3) -0.003(3) 0.018(3) N6 0.209(9) 0.138(6) 0.067(4) 0.020(4) 0.024(5) -0.047(6) O4 0.082(2) 0.086(3) 0.107(3) 0.045(2) -0.014(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 O3 1.939(3) . ? Cu1 O1 1.959(2) . ? Cu1 N1 1.999(3) 2 ? Cu1 N3 2.027(3) 2 ? Cu1 N5 2.306(3) . ? N1 C4 1.328(4) . ? N1 N2 1.364(4) . ? N1 Cu1 1.999(3) 2 ? N2 C2 1.352(4) . ? N2 C11 1.445(4) . ? N3 C9 1.338(4) . ? N3 N4 1.361(4) . ? N3 Cu1 2.027(3) 2 ? N4 C7 1.351(4) . ? N4 C11 1.454(4) . ? N5 C20 1.127(5) . ? O1 C18 1.269(4) . ? O2 C18 1.244(4) . ? O3 H3B 0.8300 . ? C1 C2 1.487(5) . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C1 H1D 0.9700 . ? C2 C3 1.365(5) . ? C3 C4 1.389(5) . ? C3 H3C 0.9400 . ? C4 C5 1.488(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C7 1.483(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C7 C8 1.363(5) . ? C8 C9 1.395(6) . ? C8 H8A 0.9400 . ? C9 C10 1.494(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 H10C 0.9700 . ? C11 C12 1.520(5) . ? C11 H11A 0.9900 . ? C12 C13 1.390(5) . ? C12 C17 1.392(4) . ? C13 C14 1.378(5) . ? C13 H13A 0.9400 . ? C14 C15 1.376(5) . ? C14 H14A 0.9400 . ? C15 C16 1.383(5) . ? C15 H15A 0.9400 . ? C16 C17 1.382(5) . ? C16 C18 1.504(5) . ? C17 H17A 0.9400 . ? C19 C20 1.450(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C21 C22 1.433(11) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 N6 1.178(10) . ? C23 N7 1.115(7) . ? C23 C24 1.435(9) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? P1 F3 1.523(4) . ? P1 F6 1.551(4) . ? P1 F5 1.548(4) . ? P1 F1 1.555(4) . ? P1 F4 1.555(4) . ? P1 F2 1.601(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cu1 O1 91.30(11) . . ? O3 Cu1 N1 171.83(12) . 2 ? O1 Cu1 N1 87.54(10) . 2 ? O3 Cu1 N3 90.99(12) . 2 ? O1 Cu1 N3 165.07(11) . 2 ? N1 Cu1 N3 88.11(11) 2 2 ? O3 Cu1 N5 90.23(13) . . ? O1 Cu1 N5 97.39(11) . . ? N1 Cu1 N5 97.94(12) 2 . ? N3 Cu1 N5 97.36(11) 2 . ? C4 N1 N2 105.6(3) . . ? C4 N1 Cu1 135.8(2) . 2 ? N2 N1 Cu1 118.6(2) . 2 ? C2 N2 N1 111.5(3) . . ? C2 N2 C11 130.4(3) . . ? N1 N2 C11 118.1(3) . . ? C9 N3 N4 105.8(3) . . ? C9 N3 Cu1 135.7(3) . 2 ? N4 N3 Cu1 117.4(2) . 2 ? C7 N4 N3 111.8(3) . . ? C7 N4 C11 129.9(3) . . ? N3 N4 C11 118.3(3) . . ? C20 N5 Cu1 162.7(3) . . ? C18 O1 Cu1 130.3(2) . . ? Cu1 O3 H3B 109.5 . . ? C2 C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1B C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? N2 C2 C3 105.8(3) . . ? N2 C2 C1 123.5(3) . . ? C3 C2 C1 130.7(3) . . ? C2 C3 C4 107.2(3) . . ? C2 C3 H3C 126.4 . . ? C4 C3 H3C 126.4 . . ? N1 C4 C3 109.9(3) . . ? N1 C4 C5 121.8(3) . . ? C3 C4 C5 128.3(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N4 C7 C8 105.7(3) . . ? N4 C7 C6 123.3(3) . . ? C8 C7 C6 131.0(3) . . ? C7 C8 C9 107.7(3) . . ? C7 C8 H8A 126.1 . . ? C9 C8 H8A 126.1 . . ? N3 C9 C8 109.0(3) . . ? N3 C9 C10 122.8(3) . . ? C8 C9 C10 128.2(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 N4 108.3(3) . . ? N2 C11 C12 111.7(3) . . ? N4 C11 C12 111.7(3) . . ? N2 C11 H11A 108.3 . . ? N4 C11 H11A 108.3 . . ? C12 C11 H11A 108.3 . . ? C13 C12 C17 119.1(3) . . ? C13 C12 C11 120.6(3) . . ? C17 C12 C11 120.3(3) . . ? C14 C13 C12 120.2(3) . . ? C14 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C13 C14 C15 120.7(3) . . ? C13 C14 H14A 119.7 . . ? C15 C14 H14A 119.7 . . ? C14 C15 C16 119.7(3) . . ? C14 C15 H15A 120.2 . . ? C16 C15 H15A 120.2 . . ? C15 C16 C17 120.1(3) . . ? C15 C16 C18 119.8(3) . . ? C17 C16 C18 120.1(3) . . ? C16 C17 C12 120.3(3) . . ? C16 C17 H17A 119.9 . . ? C12 C17 H17A 119.9 . . ? O2 C18 O1 126.0(3) . . ? O2 C18 C16 118.2(3) . . ? O1 C18 C16 115.8(3) . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N5 C20 C19 178.9(5) . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N6 C22 C21 175.8(11) . . ? N7 C23 C24 177.6(7) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? F3 P1 F6 87.5(4) . . ? F3 P1 F5 97.4(4) . . ? F6 P1 F5 173.4(3) . . ? F3 P1 F1 173.2(4) . . ? F6 P1 F1 86.6(4) . . ? F5 P1 F1 88.2(4) . . ? F3 P1 F4 91.3(3) . . ? F6 P1 F4 92.6(3) . . ? F5 P1 F4 91.7(3) . . ? F1 P1 F4 92.3(3) . . ? F3 P1 F2 87.6(2) . . ? F6 P1 F2 88.0(3) . . ? F5 P1 F2 87.8(2) . . ? F1 P1 F2 88.8(3) . . ? F4 P1 F2 178.8(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.925 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.081 # Attachment 'complex5.cif' data_gs64 _database_code_depnum_ccdc_archive 'CCDC 682554' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36.50 H40 Cu2 N10 O14.50' _chemical_formula_weight 977.87 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 12.0323(16) _cell_length_b 27.485(4) _cell_length_c 13.3968(17) _cell_angle_alpha 90.00 _cell_angle_beta 105.723(7) _cell_angle_gamma 90.00 _cell_volume 4264.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 9435 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 21.13 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.523 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2012 _exptl_absorpt_coefficient_mu 1.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8136 _exptl_absorpt_correction_T_max 0.9684 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 47523 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 21.33 _reflns_number_total 4705 _reflns_number_gt 3847 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0711P)^2^+19.8341P] 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 4705 _refine_ls_number_parameters 577 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_ref 0.1505 _refine_ls_wR_factor_gt 0.1406 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 0.13197(7) 0.39899(3) 0.84072(6) 0.0359(3) Uani 1 1 d . . . N1 N 0.2909(5) 0.42659(19) 0.8586(4) 0.0337(13) Uani 1 1 d . . . N2 N 0.3244(5) 0.4372(2) 0.7712(4) 0.0376(14) Uani 1 1 d . . . N3 N 0.1635(4) 0.3559(2) 0.7297(4) 0.0332(13) Uani 1 1 d . . . N4 N 0.2173(4) 0.3767(2) 0.6629(4) 0.0331(13) Uani 1 1 d . . . N9 N 0.1720(7) 0.3329(3) 1.0260(8) 0.066(2) Uani 1 1 d . . . O1 O -0.1915(4) 0.40596(16) 0.5155(3) 0.0338(11) Uani 1 1 d . . . O2 O -0.2729(4) 0.47878(17) 0.5209(4) 0.0534(14) Uani 1 1 d . . . O5 O 0.2255(12) 0.3063(6) 0.9930(9) 0.180(5) Uani 1 1 d . . . O6 O 0.1602(7) 0.3172(3) 1.1169(6) 0.107(3) Uani 1 1 d . . . O7 O 0.1380(13) 0.3653(5) 0.9968(12) 0.258(10) Uani 1 1 d . . . O8 O 0.0895(4) 0.45618(19) 0.9094(5) 0.0649(16) Uani 1 1 d . . . H8A H 0.0207 0.4542 0.9093 0.097 Uiso 1 1 calc R . . C1 C 0.4881(6) 0.4702(3) 0.7133(6) 0.057(2) Uani 1 1 d . . . H1A H 0.4337 0.4664 0.6456 0.086 Uiso 1 1 calc R . . H1B H 0.5563 0.4507 0.7170 0.086 Uiso 1 1 calc R . . H1C H 0.5100 0.5042 0.7242 0.086 Uiso 1 1 calc R . . C2 C 0.4336(6) 0.4541(2) 0.7945(6) 0.0384(17) Uani 1 1 d . . . C3 C 0.4729(6) 0.4528(2) 0.8998(5) 0.0383(17) Uani 1 1 d . . . H3A H 0.5473 0.4615 0.9396 0.046 Uiso 1 1 calc R . . C4 C 0.3827(6) 0.4363(2) 0.9381(5) 0.0341(16) Uani 1 1 d . . . C5 C 0.3816(6) 0.4293(3) 1.0466(5) 0.0448(18) Uani 1 1 d . . . H5A H 0.3061 0.4177 1.0488 0.067 Uiso 1 1 calc R . . H5B H 0.3981 0.4599 1.0835 0.067 Uiso 1 1 calc R . . H5C H 0.4397 0.4055 1.0791 0.067 Uiso 1 1 calc R . . C6 C 0.2934(7) 0.3553(3) 0.5124(6) 0.058(2) Uani 1 1 d . . . H6A H 0.3128 0.3896 0.5156 0.087 Uiso 1 1 calc R . . H6B H 0.2407 0.3479 0.4453 0.087 Uiso 1 1 calc R . . H6C H 0.3631 0.3361 0.5220 0.087 Uiso 1 1 calc R . . C7 C 0.2373(6) 0.3434(3) 0.5957(5) 0.0409(18) Uani 1 1 d . . . C8 C 0.1957(6) 0.3003(3) 0.6200(5) 0.0433(18) Uani 1 1 d . . . H8B H 0.1975 0.2703 0.5870 0.052 Uiso 1 1 calc R . . C9 C 0.1499(5) 0.3093(3) 0.7034(5) 0.0352(17) Uani 1 1 d . . . C10 C 0.0927(6) 0.2745(3) 0.7594(6) 0.0487(19) Uani 1 1 d . . . H10A H 0.0698 0.2916 0.8140 0.073 Uiso 1 1 calc R . . H10B H 0.1462 0.2487 0.7895 0.073 Uiso 1 1 calc R . . H10C H 0.0250 0.2607 0.7111 0.073 Uiso 1 1 calc R . . C11 C 0.2418(6) 0.4282(2) 0.6715(5) 0.0364(17) Uani 1 1 d . . . H11A H 0.2792 0.4371 0.6166 0.044 Uiso 1 1 calc R . . C12 C 0.1340(5) 0.4592(2) 0.6562(5) 0.0322(16) Uani 1 1 d . . . C13 C 0.1456(6) 0.5073(3) 0.6917(5) 0.0428(19) Uani 1 1 d . . . H13A H 0.2187 0.5199 0.7259 0.051 Uiso 1 1 calc R . . C14 C 0.0492(7) 0.5358(3) 0.6762(6) 0.0464(19) Uani 1 1 d . . . H14A H 0.0565 0.5681 0.7001 0.056 Uiso 1 1 calc R . . C15 C -0.0580(6) 0.5180(2) 0.6264(5) 0.0370(17) Uani 1 1 d . . . H15A H -0.1232 0.5381 0.6165 0.044 Uiso 1 1 calc R . . C16 C -0.0705(5) 0.4706(2) 0.5908(5) 0.0317(16) Uani 1 1 d . . . C17 C 0.0264(5) 0.4415(2) 0.6066(4) 0.0302(16) Uani 1 1 d . . . H17A H 0.0185 0.4091 0.5832 0.036 Uiso 1 1 calc R . . C18 C -0.1880(6) 0.4505(3) 0.5382(5) 0.0325(16) Uani 1 1 d . . . Cu2 Cu -0.32047(6) 0.36278(3) 0.45233(6) 0.0297(3) Uani 1 1 d . . . N5 N -0.2055(4) 0.30823(17) 0.4724(4) 0.0269(12) Uani 1 1 d . . . N6 N -0.2248(4) 0.26628(18) 0.5206(4) 0.0278(12) Uani 1 1 d . . . N7 N -0.4436(4) 0.31190(19) 0.4205(4) 0.0325(13) Uani 1 1 d . . . N8 N -0.4279(4) 0.26971(19) 0.4756(4) 0.0306(13) Uani 1 1 d . . . N10 N -0.3248(5) 0.3726(3) 0.2183(5) 0.0407(15) Uani 1 1 d . . . O3 O -0.0270(4) 0.37622(17) 0.7964(3) 0.0406(12) Uani 1 1 d . . . O4 O -0.1229(4) 0.4239(2) 0.8787(4) 0.0591(15) Uani 1 1 d . . . O9 O -0.3207(5) 0.3950(2) 0.1383(4) 0.0635(16) Uani 1 1 d . . . O10 O -0.3256(4) 0.39689(17) 0.2977(4) 0.0473(13) Uani 1 1 d . . . O11 O -0.3295(5) 0.3280(2) 0.2196(4) 0.0531(13) Uani 1 1 d . . . O12 O -0.4315(4) 0.41185(16) 0.4768(4) 0.0435(12) Uani 1 1 d . . . H12A H -0.3978 0.4382 0.4932 0.065 Uiso 1 1 calc R . . C19 C -0.1451(7) 0.1825(2) 0.5640(6) 0.050(2) Uani 1 1 d . . . H19A H -0.2091 0.1798 0.5947 0.074 Uiso 1 1 calc R . . H19B H -0.0730 0.1776 0.6171 0.074 Uiso 1 1 calc R . . H19C H -0.1528 0.1580 0.5104 0.074 Uiso 1 1 calc R . . C20 C -0.1454(6) 0.2319(2) 0.5174(5) 0.0345(16) Uani 1 1 d . . . C21 C -0.0728(6) 0.2519(2) 0.4664(5) 0.0389(17) Uani 1 1 d . . . H21A H -0.0087 0.2368 0.4521 0.047 Uiso 1 1 calc R . . C22 C -0.1121(6) 0.2991(2) 0.4397(5) 0.0326(16) Uani 1 1 d . . . C23 C -0.0617(6) 0.3366(3) 0.3849(5) 0.0420(18) Uani 1 1 d . . . H23A H -0.1077 0.3660 0.3772 0.063 Uiso 1 1 calc R . . H23B H -0.0612 0.3246 0.3170 0.063 Uiso 1 1 calc R . . H23C H 0.0167 0.3437 0.4248 0.063 Uiso 1 1 calc R . . C24 C -0.5170(7) 0.1883(3) 0.4805(6) 0.052(2) Uani 1 1 d . . . H24A H -0.4516 0.1843 0.5409 0.078 Uiso 1 1 calc R . . H24B H -0.5145 0.1635 0.4296 0.078 Uiso 1 1 calc R . . H24C H -0.5881 0.1851 0.5009 0.078 Uiso 1 1 calc R . . C25 C -0.5122(6) 0.2369(2) 0.4350(5) 0.0368(17) Uani 1 1 d . . . C26 C -0.5832(6) 0.2595(3) 0.3507(5) 0.0424(18) Uani 1 1 d . . . H26A H -0.6499 0.2461 0.3056 0.051 Uiso 1 1 calc R . . C27 C -0.5396(6) 0.3057(3) 0.3433(5) 0.0360(17) Uani 1 1 d . . . C28 C -0.5854(6) 0.3437(3) 0.2655(5) 0.0483(19) Uani 1 1 d . . . H28A H -0.5359 0.3721 0.2806 0.072 Uiso 1 1 calc R . . H28B H -0.6628 0.3525 0.2676 0.072 Uiso 1 1 calc R . . H28C H -0.5876 0.3315 0.1970 0.072 Uiso 1 1 calc R . . C29 C -0.3240(5) 0.2638(2) 0.5613(5) 0.0303(16) Uani 1 1 d . . . H29A H -0.3260 0.2309 0.5912 0.036 Uiso 1 1 calc R . . C30 C -0.3218(5) 0.3011(2) 0.6459(4) 0.0277(15) Uani 1 1 d . . . C31 C -0.4200(6) 0.3078(3) 0.6778(5) 0.0388(17) Uani 1 1 d . . . H31A H -0.4865 0.2895 0.6472 0.047 Uiso 1 1 calc R . . C32 C -0.4220(6) 0.3410(3) 0.7544(6) 0.0465(19) Uani 1 1 d . . . H32A H -0.4898 0.3454 0.7753 0.056 Uiso 1 1 calc R . . C33 C -0.3242(6) 0.3678(3) 0.8005(5) 0.0418(18) Uani 1 1 d . . . H33A H -0.3259 0.3909 0.8518 0.050 Uiso 1 1 calc R . . C34 C -0.2241(5) 0.3606(2) 0.7707(5) 0.0305(16) Uani 1 1 d . . . C35 C -0.2227(5) 0.3274(2) 0.6937(5) 0.0297(16) Uani 1 1 d . . . H35A H -0.1546 0.3225 0.6735 0.036 Uiso 1 1 calc R . . C36 C -0.1164(6) 0.3894(3) 0.8198(5) 0.0366(17) Uani 1 1 d . . . O13 O -0.3575(4) 0.55233(19) 0.6220(5) 0.0677(16) Uani 1 1 d . . . O14 O -0.2027(6) 0.4601(2) 1.0382(5) 0.087(2) Uani 1 1 d . . . O15 O -0.820(3) 0.4630(10) 0.1812(12) 0.252(17) Uani 0.50 1 d P . . C37 C -0.8380(14) 0.4126(6) 0.2190(11) 0.053(4) Uani 0.50 1 d P . . 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 0.0313(5) 0.0428(5) 0.0356(5) -0.0079(4) 0.0125(4) -0.0073(4) N1 0.034(3) 0.041(3) 0.027(3) 0.000(3) 0.009(3) -0.001(3) N2 0.032(4) 0.045(4) 0.033(3) 0.003(3) 0.005(3) -0.004(3) N3 0.029(3) 0.040(4) 0.034(3) 0.001(3) 0.012(3) -0.003(3) N4 0.028(3) 0.044(4) 0.029(3) -0.001(3) 0.011(3) 0.001(3) N9 0.038(4) 0.043(5) 0.100(7) -0.005(5) -0.011(4) -0.013(4) O1 0.029(3) 0.030(3) 0.039(3) -0.003(2) 0.005(2) 0.002(2) O2 0.036(3) 0.038(3) 0.080(4) -0.015(3) 0.005(3) 0.005(3) O5 0.163(11) 0.245(16) 0.152(10) -0.036(10) 0.077(9) -0.056(11) O6 0.120(6) 0.104(6) 0.086(5) 0.037(5) 0.010(5) -0.027(5) O7 0.228(15) 0.152(11) 0.286(17) 0.146(12) -0.117(12) -0.076(10) O8 0.044(3) 0.058(3) 0.102(5) -0.030(3) 0.036(3) -0.013(3) C1 0.040(5) 0.074(6) 0.059(5) 0.011(4) 0.015(4) -0.022(4) C2 0.028(4) 0.036(4) 0.049(5) 0.004(3) 0.008(3) -0.002(3) C3 0.030(4) 0.034(4) 0.045(5) -0.002(3) -0.001(4) -0.004(3) C4 0.037(4) 0.026(4) 0.035(4) -0.003(3) 0.002(4) 0.002(3) C5 0.046(5) 0.047(5) 0.038(4) -0.001(3) 0.004(4) -0.003(4) C6 0.059(5) 0.075(6) 0.048(5) 0.002(4) 0.029(4) 0.004(4) C7 0.027(4) 0.062(5) 0.033(4) 0.004(4) 0.007(3) 0.004(4) C8 0.046(5) 0.047(5) 0.035(4) -0.006(4) 0.009(4) 0.006(4) C9 0.027(4) 0.042(5) 0.034(4) 0.001(3) 0.004(3) 0.003(3) C10 0.050(5) 0.041(4) 0.057(5) 0.000(4) 0.017(4) -0.004(4) C11 0.033(4) 0.046(5) 0.031(4) -0.001(3) 0.009(3) -0.007(3) C12 0.031(4) 0.038(4) 0.026(4) 0.005(3) 0.004(3) -0.011(3) C13 0.044(5) 0.038(5) 0.038(4) 0.005(3) -0.002(3) -0.017(4) C14 0.054(5) 0.028(4) 0.049(5) 0.002(3) -0.001(4) -0.010(4) C15 0.041(4) 0.027(4) 0.038(4) 0.005(3) 0.002(3) 0.000(3) C16 0.035(4) 0.032(4) 0.027(4) 0.004(3) 0.006(3) 0.000(3) C17 0.034(4) 0.033(4) 0.023(3) 0.003(3) 0.007(3) -0.003(3) C18 0.033(4) 0.035(5) 0.030(4) 0.002(3) 0.009(3) 0.002(4) Cu2 0.0261(5) 0.0301(5) 0.0326(5) -0.0007(3) 0.0074(4) -0.0007(3) N5 0.028(3) 0.026(3) 0.028(3) 0.001(2) 0.009(2) -0.004(2) N6 0.029(3) 0.026(3) 0.030(3) -0.001(2) 0.011(2) 0.000(3) N7 0.028(3) 0.039(3) 0.029(3) 0.002(3) 0.005(3) -0.002(3) N8 0.029(3) 0.034(3) 0.028(3) -0.002(3) 0.005(3) -0.007(3) N10 0.031(3) 0.055(5) 0.037(4) 0.003(4) 0.011(3) -0.001(3) O3 0.034(3) 0.048(3) 0.044(3) -0.016(2) 0.018(2) -0.009(2) O4 0.046(3) 0.074(4) 0.066(4) -0.037(3) 0.029(3) -0.019(3) O9 0.078(4) 0.077(4) 0.043(3) 0.014(3) 0.029(3) -0.001(3) O10 0.062(3) 0.046(3) 0.035(3) -0.006(3) 0.015(3) -0.009(3) O11 0.070(4) 0.041(3) 0.051(3) -0.007(3) 0.022(3) -0.002(3) O12 0.038(3) 0.037(3) 0.057(3) -0.008(2) 0.016(2) -0.001(2) C19 0.059(5) 0.036(4) 0.057(5) 0.010(4) 0.021(4) 0.009(4) C20 0.036(4) 0.035(4) 0.030(4) -0.001(3) 0.006(3) -0.001(3) C21 0.038(4) 0.040(4) 0.043(4) 0.004(3) 0.018(4) 0.007(3) C22 0.033(4) 0.039(4) 0.026(4) 0.001(3) 0.007(3) -0.007(3) C23 0.040(4) 0.048(4) 0.042(4) 0.005(4) 0.017(3) 0.000(4) C24 0.051(5) 0.045(5) 0.058(5) 0.000(4) 0.011(4) -0.025(4) C25 0.032(4) 0.044(4) 0.036(4) -0.006(4) 0.011(3) -0.010(4) C26 0.034(4) 0.050(5) 0.041(4) -0.011(4) 0.006(4) -0.012(4) C27 0.030(4) 0.049(5) 0.030(4) -0.004(3) 0.009(3) -0.002(3) C28 0.040(4) 0.064(5) 0.036(4) 0.003(4) 0.001(3) 0.004(4) C29 0.031(4) 0.032(4) 0.030(4) 0.004(3) 0.012(3) -0.002(3) C30 0.030(4) 0.030(4) 0.023(3) 0.005(3) 0.009(3) 0.003(3) C31 0.029(4) 0.049(4) 0.038(4) -0.006(4) 0.009(3) -0.007(3) C32 0.031(4) 0.064(5) 0.050(5) -0.009(4) 0.021(4) -0.005(4) C33 0.038(5) 0.053(5) 0.038(4) -0.013(4) 0.016(4) -0.006(4) C34 0.027(4) 0.039(4) 0.027(4) -0.002(3) 0.010(3) -0.003(3) C35 0.028(4) 0.036(4) 0.026(4) 0.001(3) 0.009(3) 0.003(3) C36 0.038(5) 0.046(4) 0.029(4) -0.006(4) 0.014(3) -0.008(4) O13 0.047(3) 0.055(3) 0.103(5) -0.001(3) 0.024(3) 0.011(3) O14 0.124(6) 0.070(4) 0.091(5) -0.039(4) 0.068(4) -0.049(4) O15 0.44(4) 0.30(3) 0.064(10) 0.081(14) 0.147(18) 0.29(3) C37 0.063(11) 0.055(10) 0.039(9) 0.001(8) 0.009(8) 0.052(9) _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 O3 1.947(4) . ? Cu1 O8 1.958(5) . ? Cu1 N1 2.010(5) . ? Cu1 N3 2.015(5) . ? Cu1 O7 2.269(14) . ? N1 C4 1.338(8) . ? N1 N2 1.369(7) . ? N2 C2 1.349(8) . ? N2 C11 1.454(8) . ? N3 C9 1.328(8) . ? N3 N4 1.364(7) . ? N4 C7 1.349(9) . ? N4 C11 1.445(9) . ? N9 O7 1.015(13) . ? N9 O5 1.138(13) . ? N9 O6 1.335(11) . ? O1 C18 1.261(8) . ? O1 Cu2 1.955(4) . ? O2 C18 1.254(8) . ? O8 H8A 0.8300 . ? C1 C2 1.482(10) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.361(9) . ? C3 C4 1.396(9) . ? C3 H3A 0.9400 . ? C4 C5 1.470(9) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 C7 1.488(10) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C7 C8 1.359(10) . ? C8 C9 1.395(9) . ? C8 H8B 0.9400 . ? C9 C10 1.493(10) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 H10C 0.9700 . ? C11 C12 1.519(9) . ? C11 H11A 0.9900 . ? C12 C17 1.375(9) . ? C12 C13 1.399(9) . ? C13 C14 1.368(10) . ? C13 H13A 0.9400 . ? C14 C15 1.372(10) . ? C14 H14A 0.9400 . ? C15 C16 1.380(9) . ? C15 H15A 0.9400 . ? C16 C17 1.383(9) . ? C16 C18 1.503(9) . ? C17 H17A 0.9400 . ? Cu2 O12 1.987(4) . ? Cu2 N7 1.997(5) . ? Cu2 N5 2.008(5) . ? Cu2 O10 2.259(5) . ? N5 C22 1.337(8) . ? N5 N6 1.371(7) . ? N6 C20 1.352(8) . ? N6 C29 1.442(8) . ? N7 C27 1.336(8) . ? N7 N8 1.360(7) . ? N8 C25 1.357(8) . ? N8 C29 1.460(8) . ? N10 O11 1.230(7) . ? N10 O9 1.248(7) . ? N10 O10 1.258(7) . ? O3 C36 1.252(8) . ? O4 C36 1.250(8) . ? O12 H12A 0.8300 . ? C19 C20 1.495(9) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 C21 1.362(9) . ? C21 C22 1.393(9) . ? C21 H21A 0.9400 . ? C22 C23 1.487(9) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 C25 1.475(10) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 C26 1.367(10) . ? C26 C27 1.386(10) . ? C26 H26A 0.9400 . ? C27 C28 1.473(10) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C29 C30 1.525(9) . ? C29 H29A 0.9900 . ? C30 C31 1.372(9) . ? C30 C35 1.393(9) . ? C31 C32 1.378(10) . ? C31 H31A 0.9400 . ? C32 C33 1.384(10) . ? C32 H32A 0.9400 . ? C33 C34 1.381(9) . ? C33 H33A 0.9400 . ? C34 C35 1.381(9) . ? C34 C36 1.509(9) . ? C35 H35A 0.9400 . ? O15 C37 1.51(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 O3 Cu1 O8 92.4(2) . . ? O3 Cu1 N1 169.2(2) . . ? O8 Cu1 N1 90.1(2) . . ? O3 Cu1 N3 87.3(2) . . ? O8 Cu1 N3 160.6(2) . . ? N1 Cu1 N3 86.9(2) . . ? O3 Cu1 O7 86.2(4) . . ? O8 Cu1 O7 80.9(5) . . ? N1 Cu1 O7 104.6(4) . . ? N3 Cu1 O7 118.4(5) . . ? C4 N1 N2 105.5(5) . . ? C4 N1 Cu1 136.4(4) . . ? N2 N1 Cu1 118.0(4) . . ? C2 N2 N1 111.7(5) . . ? C2 N2 C11 130.7(6) . . ? N1 N2 C11 117.6(5) . . ? C9 N3 N4 106.0(5) . . ? C9 N3 Cu1 136.8(4) . . ? N4 N3 Cu1 117.2(4) . . ? C7 N4 N3 110.9(5) . . ? C7 N4 C11 130.4(6) . . ? N3 N4 C11 118.7(5) . . ? O7 N9 O5 128.7(18) . . ? O7 N9 O6 120.3(15) . . ? O5 N9 O6 111.0(11) . . ? C18 O1 Cu2 131.7(4) . . ? N9 O7 Cu1 128.5(18) . . ? Cu1 O8 H8A 109.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 105.9(6) . . ? N2 C2 C1 122.0(6) . . ? C3 C2 C1 132.1(7) . . ? C2 C3 C4 107.7(6) . . ? C2 C3 H3A 126.2 . . ? C4 C3 H3A 126.2 . . ? N1 C4 C3 109.2(6) . . ? N1 C4 C5 122.3(6) . . ? C3 C4 C5 128.5(6) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N4 C7 C8 106.7(6) . . ? N4 C7 C6 123.4(7) . . ? C8 C7 C6 130.0(7) . . ? C7 C8 C9 106.8(6) . . ? C7 C8 H8B 126.6 . . ? C9 C8 H8B 126.6 . . ? N3 C9 C8 109.6(6) . . ? N3 C9 C10 121.6(6) . . ? C8 C9 C10 128.7(7) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 N2 108.2(5) . . ? N4 C11 C12 113.0(5) . . ? N2 C11 C12 112.0(5) . . ? N4 C11 H11A 107.8 . . ? N2 C11 H11A 107.8 . . ? C12 C11 H11A 107.8 . . ? C17 C12 C13 119.6(6) . . ? C17 C12 C11 121.6(6) . . ? C13 C12 C11 118.8(6) . . ? C14 C13 C12 119.1(6) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C13 C14 C15 121.1(7) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? C14 C15 C16 120.4(7) . . ? C14 C15 H15A 119.8 . . ? C16 C15 H15A 119.8 . . ? C15 C16 C17 119.0(6) . . ? C15 C16 C18 120.6(6) . . ? C17 C16 C18 120.3(6) . . ? C12 C17 C16 120.8(6) . . ? C12 C17 H17A 119.6 . . ? C16 C17 H17A 119.6 . . ? O2 C18 O1 125.7(6) . . ? O2 C18 C16 118.4(6) . . ? O1 C18 C16 115.9(6) . . ? O1 Cu2 O12 90.40(18) . . ? O1 Cu2 N7 166.8(2) . . ? O12 Cu2 N7 91.0(2) . . ? O1 Cu2 N5 87.60(19) . . ? O12 Cu2 N5 162.6(2) . . ? N7 Cu2 N5 87.1(2) . . ? O1 Cu2 O10 88.06(18) . . ? O12 Cu2 O10 90.95(19) . . ? N7 Cu2 O10 105.09(19) . . ? N5 Cu2 O10 106.23(19) . . ? C22 N5 N6 105.1(5) . . ? C22 N5 Cu2 134.9(4) . . ? N6 N5 Cu2 119.5(4) . . ? C20 N6 N5 111.2(5) . . ? C20 N6 C29 130.0(5) . . ? N5 N6 C29 118.7(5) . . ? C27 N7 N8 105.9(5) . . ? C27 N7 Cu2 133.7(5) . . ? N8 N7 Cu2 119.7(4) . . ? C25 N8 N7 111.8(5) . . ? C25 N8 C29 129.0(5) . . ? N7 N8 C29 119.1(5) . . ? O11 N10 O9 121.1(6) . . ? O11 N10 O10 120.4(6) . . ? O9 N10 O10 118.5(6) . . ? C36 O3 Cu1 132.1(4) . . ? N10 O10 Cu2 123.4(4) . . ? Cu2 O12 H12A 109.5 . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N6 C20 C21 106.8(6) . . ? N6 C20 C19 122.9(6) . . ? C21 C20 C19 130.3(6) . . ? C20 C21 C22 106.5(6) . . ? C20 C21 H21A 126.7 . . ? C22 C21 H21A 126.7 . . ? N5 C22 C21 110.3(5) . . ? N5 C22 C23 121.6(6) . . ? C21 C22 C23 128.1(6) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C25 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N8 C25 C26 105.1(6) . . ? N8 C25 C24 123.0(6) . . ? C26 C25 C24 131.9(6) . . ? C25 C26 C27 108.2(6) . . ? C25 C26 H26A 125.9 . . ? C27 C26 H26A 125.9 . . ? N7 C27 C26 109.1(6) . . ? N7 C27 C28 122.4(6) . . ? C26 C27 C28 128.6(6) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 N8 108.5(5) . . ? N6 C29 C30 113.6(5) . . ? N8 C29 C30 110.4(5) . . ? N6 C29 H29A 108.1 . . ? N8 C29 H29A 108.1 . . ? C30 C29 H29A 108.1 . . ? C31 C30 C35 119.4(6) . . ? C31 C30 C29 118.6(6) . . ? C35 C30 C29 122.0(5) . . ? C30 C31 C32 120.6(6) . . ? C30 C31 H31A 119.7 . . ? C32 C31 H31A 119.7 . . ? C31 C32 C33 120.1(6) . . ? C31 C32 H32A 120.0 . . ? C33 C32 H32A 120.0 . . ? C34 C33 C32 119.8(6) . . ? C34 C33 H33A 120.1 . . ? C32 C33 H33A 120.1 . . ? C35 C34 C33 120.0(6) . . ? C35 C34 C36 119.2(6) . . ? C33 C34 C36 120.8(6) . . ? C34 C35 C30 120.2(6) . . ? C34 C35 H35A 119.9 . . ? C30 C35 H35A 119.9 . . ? O4 C36 O3 125.6(6) . . ? O4 C36 C34 118.7(6) . . ? O3 C36 C34 115.7(6) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 21.33 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.965 _refine_diff_density_min -0.631 _refine_diff_density_rms 0.087 # Attachment 'complex6.cif' data_gs68 _database_code_depnum_ccdc_archive 'CCDC 682555' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H38 Cu2 N8 O15 S2' _chemical_formula_weight 1025.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8250(10) _cell_length_b 10.0588(10) _cell_length_c 11.9426(12) _cell_angle_alpha 90.931(6) _cell_angle_beta 107.725(6) _cell_angle_gamma 107.444(6) _cell_volume 1064.99(19) _cell_formula_units_Z 1 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 2977 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 25.24 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 526 _exptl_absorpt_coefficient_mu 1.175 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7194 _exptl_absorpt_correction_T_max 0.7989 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 17185 _diffrn_reflns_av_R_equivalents 0.0641 _diffrn_reflns_av_sigmaI/netI 0.0703 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 27.43 _reflns_number_total 4701 _reflns_number_gt 3256 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0941P)^2^+1.5241P] 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 4701 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0943 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1811 _refine_ls_wR_factor_gt 0.1608 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.006 _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 0.58550(6) 0.63656(5) 0.87089(5) 0.0252(2) Uani 1 1 d . . . N1 N 0.7496(4) 0.6184(4) 0.8169(3) 0.0222(8) Uani 1 1 d . . . N2 N 0.8283(4) 0.7248(4) 0.7676(3) 0.0206(8) Uani 1 1 d . . . N3 N 0.6739(4) 0.8434(4) 0.9017(3) 0.0193(8) Uani 1 1 d . . . N4 N 0.7725(4) 0.9131(4) 0.8460(3) 0.0187(8) Uani 1 1 d . . . S1 S 0.32552(13) 0.46200(12) 0.84410(11) 0.0257(3) Uani 1 1 d . . . O1 O 0.1751(4) 0.9126(4) 0.4464(3) 0.0381(9) Uani 1 1 d . . . O2 O 0.3227(4) 1.0202(4) 0.6252(3) 0.0341(8) Uani 1 1 d . . . O3 O 0.3796(4) 0.6185(3) 0.8755(3) 0.0328(8) Uani 1 1 d . . . O4 O 0.4570(4) 0.4389(3) 0.8196(3) 0.0330(8) Uani 1 1 d . . . O5 O 0.2960(4) 0.3896(4) 0.9425(3) 0.0363(9) Uani 1 1 d . . . O6 O 0.1935(4) 0.4182(4) 0.7393(3) 0.0404(9) Uani 1 1 d . . . C1 C 1.0522(6) 0.7934(6) 0.6975(5) 0.0410(13) Uani 1 1 d . . . H1A H 1.0208 0.8743 0.6788 0.061 Uiso 1 1 calc R . . H1B H 1.0505 0.7457 0.6265 0.061 Uiso 1 1 calc R . . H1C H 1.1527 0.8224 0.7529 0.061 Uiso 1 1 calc R . . C2 C 0.9469(5) 0.6962(5) 0.7509(4) 0.0247(10) Uani 1 1 d . . . C3 C 0.9453(6) 0.5696(5) 0.7915(4) 0.0294(11) Uani 1 1 d . . . H3A H 1.0138 0.5225 0.7927 0.035 Uiso 1 1 calc R . . C4 C 0.8219(6) 0.5252(5) 0.8307(4) 0.0252(10) Uani 1 1 d . . . C5 C 0.7711(7) 0.3943(5) 0.8856(5) 0.0370(13) Uani 1 1 d . . . H5B H 0.6816 0.3914 0.9037 0.055 Uiso 1 1 calc R . . H5C H 0.8493 0.3938 0.9571 0.055 Uiso 1 1 calc R . . H5D H 0.7500 0.3137 0.8312 0.055 Uiso 1 1 calc R . . C6 C 0.9654(5) 1.1454(5) 0.8564(5) 0.0301(11) Uani 1 1 d . . . H6B H 0.9748 1.0995 0.7893 0.045 Uiso 1 1 calc R . . H6C H 1.0603 1.1732 0.9192 0.045 Uiso 1 1 calc R . . H6D H 0.9366 1.2269 0.8343 0.045 Uiso 1 1 calc R . . C7 C 0.8471(5) 1.0462(4) 0.8977(4) 0.0210(9) Uani 1 1 d . . . C8 C 0.7951(5) 1.0631(4) 0.9884(4) 0.0249(10) Uani 1 1 d . . . H8A H 0.8246 1.1445 1.0399 0.030 Uiso 1 1 calc R . . C9 C 0.6879(5) 0.9341(4) 0.9897(4) 0.0224(9) Uani 1 1 d . . . C10 C 0.6032(6) 0.8944(5) 1.0749(4) 0.0315(11) Uani 1 1 d . . . H10A H 0.5375 0.7992 1.0524 0.047 Uiso 1 1 calc R . . H10B H 0.5445 0.9556 1.0742 0.047 Uiso 1 1 calc R . . H10C H 0.6731 0.9028 1.1530 0.047 Uiso 1 1 calc R . . C11 C 0.7754(5) 0.8442(4) 0.7394(4) 0.0206(9) Uani 1 1 d . . . H11A H 0.8490 0.9113 0.7107 0.025 Uiso 1 1 calc R . . C12 C 0.6241(5) 0.8039(4) 0.6413(4) 0.0220(9) Uani 1 1 d . . . C13 C 0.5242(5) 0.8766(4) 0.6372(4) 0.0217(9) Uani 1 1 d . . . H13A H 0.5449 0.9445 0.6991 0.026 Uiso 1 1 calc R . . C14 C 0.3929(5) 0.8491(4) 0.5410(4) 0.0230(10) Uani 1 1 d . . . C15 C 0.2854(6) 0.9288(5) 0.5326(4) 0.0288(11) Uani 1 1 d . . . C16 C 0.3628(6) 0.7452(6) 0.4499(5) 0.0390(13) Uani 1 1 d . . . H16A H 0.2736 0.7235 0.3865 0.047 Uiso 1 1 calc R . . C17 C 0.4634(7) 0.6745(6) 0.4527(5) 0.0466(15) Uani 1 1 d . . . H17A H 0.4437 0.6075 0.3903 0.056 Uiso 1 1 calc R . . C18 C 0.5930(6) 0.7031(5) 0.5478(4) 0.0327(12) Uani 1 1 d . . . H18A H 0.6607 0.6546 0.5498 0.039 Uiso 1 1 calc R . . O7 O 0.1381(4) 0.1607(4) 0.6148(4) 0.0521(11) Uani 1 1 d . . . O8 O 1.0000 0.5000 0.5000 0.290(14) Uani 1 2 d S . . C19 C 0.854(3) 0.546(2) 0.487(2) 0.113(8) Uani 0.50 1 d P . . 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 0.0234(3) 0.0206(3) 0.0337(4) 0.0052(2) 0.0143(3) 0.0050(2) N1 0.025(2) 0.0198(18) 0.027(2) 0.0091(15) 0.0138(17) 0.0088(15) N2 0.023(2) 0.0203(17) 0.0222(19) 0.0084(14) 0.0120(16) 0.0077(15) N3 0.0198(19) 0.0193(17) 0.0190(18) 0.0036(14) 0.0091(16) 0.0035(14) N4 0.0172(18) 0.0175(17) 0.0208(19) 0.0022(14) 0.0094(15) 0.0018(14) S1 0.0214(6) 0.0250(6) 0.0285(6) 0.0043(5) 0.0080(5) 0.0042(5) O1 0.0253(19) 0.053(2) 0.029(2) 0.0057(17) 0.0005(16) 0.0107(17) O2 0.031(2) 0.045(2) 0.0274(19) 0.0008(16) 0.0060(16) 0.0172(16) O3 0.0272(18) 0.0242(17) 0.047(2) 0.0030(15) 0.0146(17) 0.0061(14) O4 0.0306(19) 0.0240(16) 0.046(2) -0.0009(15) 0.0196(17) 0.0045(14) O5 0.032(2) 0.0353(19) 0.038(2) 0.0110(16) 0.0150(17) 0.0025(15) O6 0.033(2) 0.042(2) 0.037(2) 0.0023(17) 0.0010(17) 0.0095(17) C1 0.030(3) 0.051(3) 0.052(4) 0.015(3) 0.030(3) 0.011(2) C2 0.021(2) 0.033(2) 0.025(2) 0.0029(19) 0.013(2) 0.0101(19) C3 0.028(3) 0.038(3) 0.031(3) 0.008(2) 0.016(2) 0.016(2) C4 0.032(3) 0.027(2) 0.024(2) 0.0062(18) 0.013(2) 0.015(2) C5 0.050(3) 0.030(3) 0.049(3) 0.018(2) 0.029(3) 0.026(2) C6 0.024(2) 0.021(2) 0.042(3) 0.005(2) 0.012(2) 0.0007(19) C7 0.017(2) 0.0178(19) 0.026(2) 0.0066(17) 0.0034(19) 0.0056(17) C8 0.033(3) 0.019(2) 0.020(2) 0.0011(17) 0.005(2) 0.0072(19) C9 0.024(2) 0.021(2) 0.023(2) 0.0066(17) 0.0052(19) 0.0114(18) C10 0.044(3) 0.032(2) 0.028(3) 0.007(2) 0.022(2) 0.016(2) C11 0.022(2) 0.018(2) 0.022(2) 0.0073(17) 0.0086(19) 0.0060(17) C12 0.024(2) 0.019(2) 0.020(2) 0.0061(17) 0.0071(19) 0.0032(17) C13 0.024(2) 0.023(2) 0.019(2) 0.0052(17) 0.0096(19) 0.0055(18) C14 0.023(2) 0.023(2) 0.020(2) 0.0062(17) 0.0060(19) 0.0044(18) C15 0.028(3) 0.032(2) 0.028(3) 0.011(2) 0.014(2) 0.005(2) C16 0.034(3) 0.041(3) 0.028(3) -0.005(2) -0.002(2) 0.005(2) C17 0.056(4) 0.038(3) 0.037(3) -0.013(2) -0.002(3) 0.019(3) C18 0.040(3) 0.027(2) 0.029(3) 0.000(2) 0.006(2) 0.013(2) O7 0.032(2) 0.055(3) 0.066(3) -0.012(2) 0.005(2) 0.0236(19) O8 0.56(5) 0.21(2) 0.191(18) 0.032(14) 0.14(2) 0.23(3) C19 0.16(2) 0.092(15) 0.115(17) 0.002(13) 0.083(17) 0.034(14) _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 1.963(4) . ? Cu1 O4 1.977(3) . ? Cu1 N3 1.979(3) . ? Cu1 O3 1.994(4) . ? Cu1 O5 2.239(4) 2_667 ? Cu1 S1 2.5505(13) . ? N1 C4 1.321(6) . ? N1 N2 1.375(5) . ? N2 C2 1.350(6) . ? N2 C11 1.451(5) . ? N3 C9 1.326(6) . ? N3 N4 1.369(5) . ? N4 C7 1.349(5) . ? N4 C11 1.452(5) . ? S1 O6 1.447(4) . ? S1 O5 1.451(4) . ? S1 O4 1.489(4) . ? S1 O3 1.503(3) . ? O1 C15 1.213(6) . ? O2 C15 1.312(6) . ? O5 Cu1 2.239(4) 2_667 ? C1 C2 1.500(7) . ? C2 C3 1.367(7) . ? C3 C4 1.384(7) . ? C4 C5 1.499(6) . ? C6 C7 1.503(6) . ? C7 C8 1.359(7) . ? C8 C9 1.409(6) . ? C9 C10 1.489(7) . ? C11 C12 1.520(6) . ? C12 C13 1.379(6) . ? C12 C18 1.392(6) . ? C13 C14 1.391(6) . ? C14 C16 1.395(7) . ? C14 C15 1.487(7) . ? C16 C17 1.372(8) . ? C17 C18 1.373(7) . ? O8 C19 1.60(3) . ? O8 C19 1.60(3) 2_766 ? 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 O4 95.26(15) . . ? N1 Cu1 N3 92.39(15) . . ? O4 Cu1 N3 167.44(15) . . ? N1 Cu1 O3 161.52(16) . . ? O4 Cu1 O3 71.50(14) . . ? N3 Cu1 O3 98.67(14) . . ? N1 Cu1 O5 92.38(15) . 2_667 ? O4 Cu1 O5 97.45(14) . 2_667 ? N3 Cu1 O5 92.16(14) . 2_667 ? O3 Cu1 O5 101.89(15) . 2_667 ? N1 Cu1 S1 130.42(11) . . ? O4 Cu1 S1 35.63(10) . . ? N3 Cu1 S1 134.65(11) . . ? O3 Cu1 S1 36.06(10) . . ? O5 Cu1 S1 99.11(9) 2_667 . ? C4 N1 N2 105.5(4) . . ? C4 N1 Cu1 132.5(3) . . ? N2 N1 Cu1 121.4(3) . . ? C2 N2 N1 110.8(4) . . ? C2 N2 C11 130.0(4) . . ? N1 N2 C11 119.2(4) . . ? C9 N3 N4 106.1(3) . . ? C9 N3 Cu1 131.7(3) . . ? N4 N3 Cu1 120.0(3) . . ? C7 N4 N3 111.2(3) . . ? C7 N4 C11 129.2(4) . . ? N3 N4 C11 119.3(3) . . ? O6 S1 O5 110.9(2) . . ? O6 S1 O4 110.6(2) . . ? O5 S1 O4 111.0(2) . . ? O6 S1 O3 111.2(2) . . ? O5 S1 O3 111.2(2) . . ? O4 S1 O3 101.7(2) . . ? O6 S1 Cu1 129.14(17) . . ? O5 S1 Cu1 119.96(16) . . ? O4 S1 Cu1 50.67(13) . . ? O3 S1 Cu1 51.35(14) . . ? S1 O3 Cu1 92.59(17) . . ? S1 O4 Cu1 93.70(17) . . ? S1 O5 Cu1 140.8(2) . 2_667 ? N2 C2 C3 106.3(4) . . ? N2 C2 C1 122.5(4) . . ? C3 C2 C1 131.1(4) . . ? C2 C3 C4 106.8(4) . . ? N1 C4 C3 110.5(4) . . ? N1 C4 C5 121.2(4) . . ? C3 C4 C5 128.2(5) . . ? N4 C7 C8 106.5(4) . . ? N4 C7 C6 122.5(4) . . ? C8 C7 C6 131.0(4) . . ? C7 C8 C9 107.0(4) . . ? N3 C9 C8 109.2(4) . . ? N3 C9 C10 122.1(4) . . ? C8 C9 C10 128.7(4) . . ? N2 C11 N4 109.8(3) . . ? N2 C11 C12 112.3(3) . . ? N4 C11 C12 112.3(4) . . ? C13 C12 C18 119.5(4) . . ? C13 C12 C11 120.6(4) . . ? C18 C12 C11 119.5(4) . . ? C12 C13 C14 120.5(4) . . ? C13 C14 C16 118.8(5) . . ? C13 C14 C15 121.6(4) . . ? C16 C14 C15 119.6(4) . . ? O1 C15 O2 123.1(5) . . ? O1 C15 C14 122.7(5) . . ? O2 C15 C14 114.1(4) . . ? C17 C16 C14 120.8(5) . . ? C16 C17 C18 119.8(5) . . ? C17 C18 C12 120.6(5) . . ? C19 O8 C19 180.0(18) . 2_766 ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.685 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.121 # Attachment 'complex7.cif' data_gs95a _database_code_depnum_ccdc_archive 'CCDC 682556' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H38 Cu2 N8 O27 S' _chemical_formula_weight 1173.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.417(3) _cell_length_b 15.146(4) _cell_length_c 15.497(4) _cell_angle_alpha 74.997(11) _cell_angle_beta 65.181(8) _cell_angle_gamma 82.622(9) _cell_volume 2760.1(12) _cell_formula_units_Z 2 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 9872 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 22.89 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.412 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.896 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6155 _exptl_absorpt_correction_T_max 0.8412 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 32113 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 22.89 _reflns_number_total 7415 _reflns_number_gt 6418 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0921P)^2^+5.8866P] 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 7415 _refine_ls_number_parameters 667 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1471 _refine_ls_wR_factor_gt 0.1400 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 0.74492(4) 0.62264(3) 0.14215(3) 0.02586(17) Uani 1 1 d . . . Cu2 Cu 0.42023(4) 0.24848(3) 0.33427(3) 0.02392(17) Uani 1 1 d . . . S1 S 0.72936(8) 0.05097(7) 0.74147(8) 0.0294(3) Uani 1 1 d . . . N7 N 0.5816(3) 0.2223(2) 0.2962(2) 0.0251(8) Uani 1 1 d . . . C14 C 0.4646(3) 0.5146(3) 0.1435(3) 0.0266(9) Uani 1 1 d . . . C11 C 0.7538(3) 0.5774(3) -0.0426(3) 0.0273(9) Uani 1 1 d . . . H11A H 0.7617 0.5630 -0.1039 0.033 Uiso 1 1 calc R . . C22 C 0.3217(4) 0.0887(3) 0.5155(3) 0.0318(10) Uani 1 1 d . . . C12 C 0.6322(3) 0.5842(3) 0.0205(3) 0.0275(9) Uani 1 1 d . . . C20 C 0.4353(4) 0.0836(3) 0.5865(3) 0.0346(11) Uani 1 1 d . . . C32 C 0.4952(3) 0.4726(3) 0.3931(3) 0.0257(9) Uani 1 1 d . . . C2 C 0.8586(3) 0.7758(3) -0.0380(3) 0.0305(10) Uani 1 1 d . . . C29 C 0.5469(3) 0.2180(3) 0.4627(3) 0.0255(9) Uani 1 1 d . . . H29A H 0.5889 0.2074 0.5041 0.031 Uiso 1 1 calc R . . C15 C 0.4096(4) 0.5977(3) 0.1323(3) 0.0355(11) Uani 1 1 d . . . H15A H 0.3343 0.6030 0.1713 0.043 Uiso 1 1 calc R . . C8 C 0.8963(4) 0.3835(3) 0.0468(4) 0.0372(11) Uani 1 1 d . . . H8A H 0.9352 0.3273 0.0486 0.045 Uiso 1 1 calc R . . C30 C 0.4927(3) 0.3121(3) 0.4632(3) 0.0241(9) Uani 1 1 d . . . C17 C 0.5746(4) 0.6659(3) 0.0084(3) 0.0382(11) Uani 1 1 d . . . H17A H 0.6113 0.7173 -0.0387 0.046 Uiso 1 1 calc R . . C7 C 0.8665(3) 0.4372(3) 0.1143(3) 0.0304(10) Uani 1 1 d . . . C3 C 0.8888(4) 0.7927(3) -0.1382(3) 0.0374(11) Uani 1 1 d . . . H3A H 0.9252 0.8444 -0.1850 0.045 Uiso 1 1 calc R . . C33 C 0.3927(4) 0.4826(3) 0.4646(3) 0.0337(10) Uani 1 1 d . . . H33A H 0.3582 0.5407 0.4646 0.040 Uiso 1 1 calc R . . C35 C 0.3904(4) 0.3237(3) 0.5354(3) 0.0338(10) Uani 1 1 d . . . H35A H 0.3547 0.2731 0.5847 0.041 Uiso 1 1 calc R . . C36 C 0.5541(3) 0.5532(3) 0.3174(3) 0.0269(10) Uani 1 1 d . . . C25 C 0.7318(3) 0.1936(3) 0.3288(3) 0.0304(10) Uani 1 1 d . . . C26 C 0.7612(4) 0.1948(3) 0.2332(3) 0.0362(11) Uani 1 1 d . . . H26A H 0.8324 0.1852 0.1876 0.043 Uiso 1 1 calc R . . C31 C 0.5454(3) 0.3872(3) 0.3929(3) 0.0247(9) Uani 1 1 d . . . H31A H 0.6158 0.3802 0.3447 0.030 Uiso 1 1 calc R . . C4 C 0.8558(4) 0.7201(3) -0.1558(3) 0.0337(10) Uani 1 1 d . . . C16 C 0.4646(4) 0.6723(3) 0.0646(4) 0.0429(12) Uani 1 1 d . . . H16A H 0.4265 0.7283 0.0565 0.051 Uiso 1 1 calc R . . C34 C 0.3408(4) 0.4092(3) 0.5352(3) 0.0391(11) Uani 1 1 d . . . H34A H 0.2710 0.4167 0.5839 0.047 Uiso 1 1 calc R . . C18 C 0.4038(3) 0.4338(3) 0.2183(3) 0.0292(10) Uani 1 1 d . . . C27 C 0.6664(4) 0.2129(3) 0.2152(3) 0.0309(10) Uani 1 1 d . . . C13 C 0.5757(3) 0.5078(3) 0.0878(3) 0.0263(9) Uani 1 1 d . . . H13A H 0.6133 0.4515 0.0953 0.032 Uiso 1 1 calc R . . C9 C 0.8586(3) 0.4276(3) -0.0226(3) 0.0320(10) Uani 1 1 d . . . C6 C 0.8864(4) 0.4191(3) 0.2042(4) 0.0406(11) Uani 1 1 d . . . H6A H 0.8558 0.4691 0.2367 0.061 Uiso 1 1 calc R . . H6B H 0.9649 0.4136 0.1875 0.061 Uiso 1 1 calc R . . H6C H 0.8518 0.3626 0.2474 0.061 Uiso 1 1 calc R . . C21 C 0.3453(4) 0.0447(3) 0.5948(3) 0.0410(12) Uani 1 1 d . . . H21A H 0.3059 -0.0036 0.6455 0.049 Uiso 1 1 calc R . . C24 C 0.7980(4) 0.1806(3) 0.3873(4) 0.0435(12) Uani 1 1 d . . . H24A H 0.7503 0.1837 0.4539 0.065 Uiso 1 1 calc R . . H24B H 0.8520 0.2282 0.3594 0.065 Uiso 1 1 calc R . . H24C H 0.8353 0.1213 0.3869 0.065 Uiso 1 1 calc R . . C23 C 0.2302(4) 0.0735(3) 0.4910(4) 0.0419(12) Uani 1 1 d . . . H23A H 0.2360 0.1155 0.4301 0.063 Uiso 1 1 calc R . . H23B H 0.1605 0.0841 0.5427 0.063 Uiso 1 1 calc R . . H23C H 0.2343 0.0111 0.4842 0.063 Uiso 1 1 calc R . . C1 C 0.8792(4) 0.8327(3) 0.0172(4) 0.0453(12) Uani 1 1 d . . . H1A H 0.8487 0.8036 0.0862 0.068 Uiso 1 1 calc R . . H1B H 0.8447 0.8926 0.0069 0.068 Uiso 1 1 calc R . . H1C H 0.9577 0.8393 -0.0054 0.068 Uiso 1 1 calc R . . C5 C 0.8628(5) 0.7024(4) -0.2474(3) 0.0508(14) Uani 1 1 d . . . H5A H 0.8309 0.6438 -0.2338 0.076 Uiso 1 1 calc R . . H5B H 0.9392 0.7014 -0.2927 0.076 Uiso 1 1 calc R . . H5C H 0.8230 0.7502 -0.2761 0.076 Uiso 1 1 calc R . . C19 C 0.4953(5) 0.0661(4) 0.6517(4) 0.0515(14) Uani 1 1 d . . . H19A H 0.5570 0.1067 0.6231 0.077 Uiso 1 1 calc R . . H19B H 0.5220 0.0031 0.6592 0.077 Uiso 1 1 calc R . . H19C H 0.4460 0.0770 0.7151 0.077 Uiso 1 1 calc R . . C28 C 0.6544(4) 0.2225(4) 0.1226(3) 0.0445(12) Uani 1 1 d . . . H28A H 0.5779 0.2350 0.1332 0.067 Uiso 1 1 calc R . . H28B H 0.6787 0.1662 0.1002 0.067 Uiso 1 1 calc R . . H28C H 0.6988 0.2724 0.0738 0.067 Uiso 1 1 calc R . . C10 C 0.8607(4) 0.4015(4) -0.1091(4) 0.0492(13) Uani 1 1 d . . . H10A H 0.8259 0.4497 -0.1426 0.074 Uiso 1 1 calc R . . H10B H 0.8215 0.3452 -0.0883 0.074 Uiso 1 1 calc R . . H10C H 0.9363 0.3927 -0.1529 0.074 Uiso 1 1 calc R . . N1 N 0.8086(3) 0.6968(2) 0.0051(2) 0.0278(8) Uani 1 1 d . . . N8 N 0.6217(3) 0.2100(2) 0.3659(2) 0.0260(8) Uani 1 1 d . . . N3 N 0.8128(3) 0.5123(2) 0.0879(2) 0.0263(8) Uani 1 1 d . . . N6 N 0.4655(3) 0.1481(2) 0.5028(2) 0.0268(8) Uani 1 1 d . . . N5 N 0.3955(3) 0.1532(2) 0.4586(2) 0.0269(8) Uani 1 1 d . . . N4 N 0.8091(3) 0.5063(2) 0.0036(2) 0.0270(8) Uani 1 1 d . . . N2 N 0.8077(3) 0.6628(2) -0.0675(2) 0.0277(8) Uani 1 1 d . . . O3 O 0.4584(2) 0.36084(19) 0.2288(2) 0.0288(7) Uani 1 1 d . . . O1 O 0.6511(2) 0.53960(18) 0.2605(2) 0.0293(7) Uani 1 1 d . . . O4 O 0.3023(3) 0.4437(2) 0.2643(3) 0.0473(9) Uani 1 1 d . . . O2 O 0.5039(3) 0.6287(2) 0.3152(2) 0.0458(9) Uani 1 1 d . . . O7 O 0.2668(2) 0.2895(2) 0.3871(2) 0.0317(7) Uani 1 1 d . . . O5 O 0.6599(3) 0.72977(19) 0.1877(2) 0.0360(7) Uani 1 1 d . . . O8 O 0.3886(3) 0.1648(2) 0.2500(2) 0.0422(8) Uani 1 1 d . . . O6 O 0.8664(3) 0.6370(2) 0.2003(2) 0.0434(8) Uani 1 1 d . . . O9 O 0.6119(2) 0.0526(2) 0.8025(2) 0.0437(8) Uani 1 1 d . . . O10 O 0.7606(3) -0.0362(2) 0.7131(3) 0.0504(9) Uani 1 1 d . . . O11 O 0.7911(3) 0.0621(3) 0.7956(3) 0.0629(11) Uani 1 1 d . . . O12 O 0.7559(3) 0.1234(3) 0.6541(3) 0.0833(16) Uani 1 1 d . . . O13 O 0.4206(3) 0.1294(2) 0.9141(2) 0.0427(8) Uani 1 1 d . . . O16 O 0.5216(3) 0.8928(2) 0.9285(2) 0.0416(8) Uani 1 1 d . . . O15 O 0.9607(3) 0.1989(2) 0.5278(3) 0.0522(9) Uani 1 1 d . . . O17 O 0.6705(3) 0.2768(2) 0.5775(2) 0.0471(8) Uani 1 1 d . . . O14 O 0.6906(3) 0.0354(2) 0.9935(3) 0.0495(9) Uani 1 1 d . . . O18 O 0.9690(3) 0.9331(2) 0.5866(2) 0.0445(8) Uani 1 1 d . . . O19 O 0.0073(3) 0.9978(3) 0.7250(3) 0.0552(9) Uani 1 1 d . . . O20 O 0.1439(3) 0.5760(3) 0.3445(3) 0.0590(10) Uani 1 1 d . . . O21 O 0.8631(3) 0.3712(3) 0.4895(3) 0.0595(10) Uani 1 1 d . . . O22 O 0.1162(3) 0.2757(3) 0.5677(3) 0.0707(12) Uani 1 1 d . . . O23 O 0.8742(4) 0.0853(3) 0.0114(4) 0.0767(13) Uani 1 1 d . . . O24 O 0.8509(5) 0.2441(3) 0.7810(4) 0.0860(15) Uani 1 1 d . . . O25 O 0.0779(4) 0.0388(3) 0.8488(4) 0.0845(14) Uani 1 1 d . . . O26 O 0.9421(4) 0.5335(4) 0.3483(4) 0.0946(18) Uani 1 1 d . . . O27 O 0.0722(6) 0.2182(4) 0.7630(4) 0.1078(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0282(3) 0.0217(3) 0.0256(3) -0.0048(2) -0.0091(2) -0.0011(2) Cu2 0.0216(3) 0.0255(3) 0.0234(3) -0.0018(2) -0.0091(2) -0.0038(2) S1 0.0237(6) 0.0288(6) 0.0310(6) -0.0055(5) -0.0069(5) -0.0019(4) N7 0.0244(19) 0.0262(19) 0.0259(19) -0.0063(15) -0.0105(16) -0.0021(14) C14 0.026(2) 0.026(2) 0.032(2) -0.0023(18) -0.0166(19) -0.0065(18) C11 0.032(2) 0.028(2) 0.025(2) -0.0022(18) -0.0134(19) -0.0077(18) C22 0.034(3) 0.030(2) 0.029(2) -0.0014(19) -0.012(2) -0.010(2) C12 0.031(2) 0.026(2) 0.029(2) -0.0009(18) -0.0164(19) -0.0074(19) C20 0.044(3) 0.028(2) 0.032(2) -0.001(2) -0.019(2) -0.003(2) C32 0.026(2) 0.027(2) 0.027(2) -0.0080(18) -0.0121(19) -0.0019(18) C2 0.028(2) 0.022(2) 0.039(3) -0.0009(19) -0.014(2) -0.0036(18) C29 0.026(2) 0.025(2) 0.028(2) -0.0048(18) -0.0135(19) -0.0022(17) C15 0.026(2) 0.031(3) 0.048(3) -0.002(2) -0.017(2) -0.0013(19) C8 0.030(2) 0.029(2) 0.053(3) -0.017(2) -0.014(2) 0.0065(19) C30 0.025(2) 0.029(2) 0.022(2) -0.0057(18) -0.0123(18) -0.0039(18) C17 0.035(3) 0.029(3) 0.045(3) 0.006(2) -0.018(2) -0.009(2) C7 0.023(2) 0.028(2) 0.038(2) -0.007(2) -0.0106(19) -0.0006(18) C3 0.038(3) 0.033(3) 0.039(3) 0.007(2) -0.018(2) -0.014(2) C33 0.032(3) 0.029(2) 0.036(3) -0.011(2) -0.010(2) 0.004(2) C35 0.032(3) 0.036(3) 0.027(2) -0.007(2) -0.005(2) -0.007(2) C36 0.031(3) 0.026(2) 0.027(2) -0.0099(18) -0.012(2) 0.0007(19) C25 0.024(2) 0.021(2) 0.044(3) -0.0067(19) -0.012(2) 0.0007(17) C26 0.024(2) 0.037(3) 0.042(3) -0.013(2) -0.006(2) -0.0007(19) C31 0.020(2) 0.031(2) 0.026(2) -0.0103(18) -0.0105(18) -0.0009(18) C4 0.030(2) 0.037(3) 0.030(2) 0.004(2) -0.014(2) -0.007(2) C16 0.036(3) 0.028(3) 0.061(3) 0.003(2) -0.023(3) 0.001(2) C34 0.031(3) 0.039(3) 0.035(3) -0.013(2) 0.001(2) -0.001(2) C18 0.026(3) 0.032(3) 0.032(2) -0.0037(19) -0.015(2) -0.006(2) C27 0.029(2) 0.027(2) 0.035(3) -0.0087(19) -0.010(2) -0.0040(18) C13 0.027(2) 0.024(2) 0.030(2) -0.0025(18) -0.0162(19) -0.0027(18) C9 0.022(2) 0.034(3) 0.037(3) -0.017(2) -0.003(2) -0.0035(19) C6 0.047(3) 0.031(3) 0.050(3) -0.005(2) -0.030(2) 0.004(2) C21 0.051(3) 0.033(3) 0.035(3) 0.007(2) -0.018(2) -0.017(2) C24 0.029(3) 0.049(3) 0.053(3) -0.007(2) -0.021(2) 0.005(2) C23 0.041(3) 0.045(3) 0.040(3) -0.002(2) -0.016(2) -0.019(2) C1 0.047(3) 0.035(3) 0.056(3) -0.008(2) -0.021(3) -0.012(2) C5 0.058(3) 0.061(3) 0.031(3) 0.007(2) -0.021(2) -0.020(3) C19 0.063(4) 0.052(3) 0.042(3) 0.012(2) -0.034(3) -0.012(3) C28 0.039(3) 0.059(3) 0.032(3) -0.017(2) -0.005(2) -0.009(2) C10 0.042(3) 0.055(3) 0.056(3) -0.033(3) -0.013(3) 0.000(2) N1 0.027(2) 0.027(2) 0.0292(19) -0.0037(16) -0.0116(16) -0.0052(15) N8 0.023(2) 0.0246(18) 0.032(2) -0.0058(15) -0.0131(16) 0.0008(14) N3 0.0268(19) 0.0261(19) 0.0257(19) -0.0079(15) -0.0089(15) -0.0013(15) N6 0.0282(19) 0.0262(19) 0.0268(19) 0.0007(15) -0.0147(16) -0.0046(15) N5 0.0267(19) 0.0271(19) 0.0260(18) 0.0000(15) -0.0114(16) -0.0066(15) N4 0.0241(19) 0.029(2) 0.0263(19) -0.0092(15) -0.0066(15) -0.0030(15) N2 0.0274(19) 0.0287(19) 0.0257(19) -0.0008(16) -0.0106(15) -0.0083(15) O3 0.0249(16) 0.0254(16) 0.0302(16) 0.0015(12) -0.0096(13) -0.0018(13) O1 0.0298(18) 0.0235(15) 0.0265(15) -0.0034(12) -0.0049(14) -0.0009(12) O4 0.0233(19) 0.0371(19) 0.061(2) 0.0065(16) -0.0075(16) -0.0026(14) O2 0.0387(19) 0.0294(18) 0.047(2) -0.0030(15) -0.0017(16) 0.0069(15) O7 0.0224(15) 0.0368(17) 0.0314(16) -0.0041(13) -0.0093(13) 0.0010(13) O5 0.0409(18) 0.0242(16) 0.0385(17) -0.0088(13) -0.0123(15) 0.0043(13) O8 0.044(2) 0.047(2) 0.0375(18) -0.0172(15) -0.0092(15) -0.0175(15) O6 0.0419(19) 0.048(2) 0.050(2) -0.0084(16) -0.0276(16) -0.0048(15) O9 0.0266(17) 0.048(2) 0.0452(19) -0.0078(16) -0.0050(15) -0.0008(14) O10 0.0334(19) 0.054(2) 0.063(2) -0.0346(19) -0.0042(17) -0.0084(16) O11 0.041(2) 0.099(3) 0.066(3) -0.047(2) -0.0209(19) -0.002(2) O12 0.048(2) 0.066(3) 0.076(3) 0.034(2) 0.000(2) 0.008(2) O13 0.0401(19) 0.0374(18) 0.0436(19) -0.0067(15) -0.0141(16) 0.0070(15) O16 0.0445(19) 0.0369(18) 0.0398(18) -0.0102(15) -0.0113(15) -0.0060(15) O15 0.043(2) 0.049(2) 0.053(2) -0.0098(17) -0.0104(17) 0.0023(16) O17 0.041(2) 0.048(2) 0.048(2) -0.0122(17) -0.0160(16) 0.0069(16) O14 0.044(2) 0.059(2) 0.050(2) -0.0154(18) -0.0214(17) -0.0049(17) O18 0.0340(18) 0.054(2) 0.046(2) -0.0159(17) -0.0154(16) 0.0024(15) O19 0.044(2) 0.072(3) 0.055(2) -0.0166(19) -0.0230(18) -0.0046(18) O20 0.052(2) 0.062(2) 0.062(2) -0.016(2) -0.0218(19) 0.0023(19) O21 0.053(2) 0.048(2) 0.070(3) -0.0060(19) -0.022(2) -0.0014(18) O22 0.051(2) 0.089(3) 0.049(2) -0.015(2) 0.0025(19) -0.006(2) O23 0.071(3) 0.080(3) 0.101(3) -0.027(3) -0.053(3) 0.001(2) O24 0.123(4) 0.057(3) 0.099(4) -0.021(3) -0.059(3) -0.018(3) O25 0.116(4) 0.069(3) 0.099(4) -0.019(3) -0.071(3) -0.008(3) O26 0.052(3) 0.114(4) 0.085(3) 0.049(3) -0.034(2) -0.019(3) O27 0.171(6) 0.082(4) 0.106(4) -0.015(3) -0.087(4) -0.027(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 O1 1.951(3) . ? Cu1 O5 1.968(3) . ? Cu1 N1 1.998(3) . ? Cu1 N3 2.006(3) . ? Cu1 O6 2.223(3) . ? Cu2 O7 1.953(3) . ? Cu2 O3 1.978(3) . ? Cu2 N7 2.006(3) . ? Cu2 N5 2.014(3) . ? Cu2 O8 2.225(3) . ? S1 O12 1.446(4) . ? S1 O11 1.451(4) . ? S1 O10 1.455(3) . ? S1 O9 1.460(3) . ? N7 C27 1.320(5) . ? N7 N8 1.359(5) . ? C14 C13 1.381(6) . ? C14 C15 1.383(6) . ? C14 C18 1.495(6) . ? C11 N4 1.436(5) . ? C11 N2 1.446(5) . ? C11 C12 1.516(6) . ? C22 N5 1.334(5) . ? C22 C21 1.379(6) . ? C22 C23 1.489(6) . ? C12 C17 1.386(6) . ? C12 C13 1.392(6) . ? C20 N6 1.343(5) . ? C20 C21 1.355(7) . ? C20 C19 1.493(6) . ? C32 C33 1.377(6) . ? C32 C31 1.380(6) . ? C32 C36 1.489(6) . ? C2 N1 1.320(5) . ? C2 C3 1.390(6) . ? C2 C1 1.482(7) . ? C29 N8 1.440(5) . ? C29 N6 1.445(5) . ? C29 C30 1.515(6) . ? C15 C16 1.368(7) . ? C8 C9 1.362(7) . ? C8 C7 1.386(6) . ? C30 C31 1.378(6) . ? C30 C35 1.385(6) . ? C17 C16 1.369(7) . ? C7 N3 1.332(5) . ? C7 C6 1.478(6) . ? C3 C4 1.364(7) . ? C33 C34 1.360(7) . ? C35 C34 1.377(7) . ? C36 O2 1.251(5) . ? C36 O1 1.255(5) . ? C25 N8 1.357(5) . ? C25 C26 1.361(6) . ? C25 C24 1.479(6) . ? C26 C27 1.392(6) . ? C4 N2 1.352(5) . ? C4 C5 1.475(7) . ? C18 O4 1.254(5) . ? C18 O3 1.258(5) . ? C27 C28 1.478(6) . ? C9 N4 1.360(6) . ? C9 C10 1.480(7) . ? N1 N2 1.357(5) . ? N3 N4 1.355(5) . ? N6 N5 1.360(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O5 91.47(12) . . ? O1 Cu1 N1 161.63(13) . . ? O5 Cu1 N1 90.78(13) . . ? O1 Cu1 N3 87.64(13) . . ? O5 Cu1 N3 170.67(13) . . ? N1 Cu1 N3 87.20(14) . . ? O1 Cu1 O6 95.08(12) . . ? O5 Cu1 O6 91.21(13) . . ? N1 Cu1 O6 103.10(13) . . ? N3 Cu1 O6 98.12(13) . . ? O7 Cu2 O3 90.84(12) . . ? O7 Cu2 N7 168.24(13) . . ? O3 Cu2 N7 87.99(12) . . ? O7 Cu2 N5 90.83(13) . . ? O3 Cu2 N5 164.80(13) . . ? N7 Cu2 N5 87.31(14) . . ? O7 Cu2 O8 92.34(13) . . ? O3 Cu2 O8 95.80(12) . . ? N7 Cu2 O8 99.42(13) . . ? N5 Cu2 O8 99.23(13) . . ? O12 S1 O11 109.5(3) . . ? O12 S1 O10 108.6(3) . . ? O11 S1 O10 109.0(2) . . ? O12 S1 O9 110.5(2) . . ? O11 S1 O9 109.8(2) . . ? O10 S1 O9 109.5(2) . . ? C27 N7 N8 106.3(3) . . ? C27 N7 Cu2 135.5(3) . . ? N8 N7 Cu2 118.2(2) . . ? C13 C14 C15 119.7(4) . . ? C13 C14 C18 120.6(4) . . ? C15 C14 C18 119.7(4) . . ? N4 C11 N2 108.7(3) . . ? N4 C11 C12 112.3(3) . . ? N2 C11 C12 111.6(3) . . ? N5 C22 C21 109.4(4) . . ? N5 C22 C23 121.4(4) . . ? C21 C22 C23 129.2(4) . . ? C17 C12 C13 119.0(4) . . ? C17 C12 C11 120.1(4) . . ? C13 C12 C11 120.8(4) . . ? N6 C20 C21 106.1(4) . . ? N6 C20 C19 122.5(4) . . ? C21 C20 C19 131.3(4) . . ? C33 C32 C31 119.7(4) . . ? C33 C32 C36 120.9(4) . . ? C31 C32 C36 119.4(4) . . ? N1 C2 C3 109.9(4) . . ? N1 C2 C1 122.2(4) . . ? C3 C2 C1 127.9(4) . . ? N8 C29 N6 109.0(3) . . ? N8 C29 C30 111.8(3) . . ? N6 C29 C30 110.8(3) . . ? C16 C15 C14 120.1(4) . . ? C9 C8 C7 107.1(4) . . ? C31 C30 C35 119.3(4) . . ? C31 C30 C29 120.4(4) . . ? C35 C30 C29 120.3(4) . . ? C16 C17 C12 120.4(4) . . ? N3 C7 C8 109.8(4) . . ? N3 C7 C6 121.9(4) . . ? C8 C7 C6 128.3(4) . . ? C4 C3 C2 107.0(4) . . ? C34 C33 C32 120.6(4) . . ? C34 C35 C30 120.2(4) . . ? O2 C36 O1 125.0(4) . . ? O2 C36 C32 118.1(4) . . ? O1 C36 C32 116.9(4) . . ? N8 C25 C26 105.6(4) . . ? N8 C25 C24 123.0(4) . . ? C26 C25 C24 131.3(4) . . ? C25 C26 C27 107.4(4) . . ? C30 C31 C32 120.2(4) . . ? N2 C4 C3 105.7(4) . . ? N2 C4 C5 123.3(4) . . ? C3 C4 C5 130.9(4) . . ? C15 C16 C17 120.5(4) . . ? C33 C34 C35 120.1(4) . . ? O4 C18 O3 125.3(4) . . ? O4 C18 C14 117.4(4) . . ? O3 C18 C14 117.3(4) . . ? N7 C27 C26 109.5(4) . . ? N7 C27 C28 121.8(4) . . ? C26 C27 C28 128.7(4) . . ? C14 C13 C12 120.1(4) . . ? N4 C9 C8 106.1(4) . . ? N4 C9 C10 122.1(4) . . ? C8 C9 C10 131.7(4) . . ? C20 C21 C22 107.6(4) . . ? C2 N1 N2 105.9(3) . . ? C2 N1 Cu1 135.3(3) . . ? N2 N1 Cu1 118.8(2) . . ? C25 N8 N7 111.2(3) . . ? C25 N8 C29 130.2(4) . . ? N7 N8 C29 118.6(3) . . ? C7 N3 N4 106.0(3) . . ? C7 N3 Cu1 135.2(3) . . ? N4 N3 Cu1 118.8(3) . . ? C20 N6 N5 111.3(3) . . ? C20 N6 C29 130.5(3) . . ? N5 N6 C29 117.4(3) . . ? C22 N5 N6 105.6(3) . . ? C22 N5 Cu2 135.7(3) . . ? N6 N5 Cu2 118.8(2) . . ? N3 N4 C9 111.0(3) . . ? N3 N4 C11 119.2(3) . . ? C9 N4 C11 129.7(4) . . ? C4 N2 N1 111.5(3) . . ? C4 N2 C11 129.4(4) . . ? N1 N2 C11 119.1(3) . . ? C18 O3 Cu2 130.4(3) . . ? C36 O1 Cu1 128.3(3) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 22.89 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.151 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.083 # Attachment 'complex8.cif' data_gs8a _database_code_depnum_ccdc_archive 'CCDC 682557' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H19 Cl2 Co N4 O3' _chemical_formula_weight 481.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.631(3) _cell_length_b 14.259(2) _cell_length_c 12.880(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.983(7) _cell_angle_gamma 90.00 _cell_volume 2133.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used 2094 _cell_measurement_theta_min 2.13 _cell_measurement_theta_max 20.92 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.655 _exptl_absorpt_correction_T_max 0.723 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 220(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 21474 _diffrn_reflns_av_R_equivalents 0.1215 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 20.92 _reflns_number_total 2260 _reflns_number_gt 1591 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0864P)^2^+18.5682P] 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 2260 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1178 _refine_ls_R_factor_gt 0.0864 _refine_ls_wR_factor_ref 0.2270 _refine_ls_wR_factor_gt 0.2115 _refine_ls_goodness_of_fit_ref 1.131 _refine_ls_restrained_S_all 1.131 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.76308(14) 0.10284(11) 0.61392(11) 0.0433(6) Uani 1 1 d . . . N1 N 0.6450(8) 0.1338(6) 0.7178(7) 0.042(2) Uani 1 1 d . . . N2 N 0.6739(8) 0.1920(7) 0.7992(7) 0.043(2) Uani 1 1 d . . . N3 N 0.8933(8) 0.1339(6) 0.7154(6) 0.041(2) Uani 1 1 d . . . N4 N 0.8816(8) 0.1952(6) 0.7971(7) 0.041(2) Uani 1 1 d . . . O1 O 0.8265(8) 0.5384(6) 0.4141(7) 0.068(3) Uani 1 1 d . . . O2 O 0.6485(9) 0.5731(7) 0.4537(8) 0.082(3) Uani 1 1 d . . . C1 C 0.6007(12) 0.2512(9) 0.9659(10) 0.068(4) Uani 1 1 d . . . H1A H 0.6725 0.2860 0.9690 0.102 Uiso 1 1 calc R . . H1B H 0.5985 0.2103 1.0259 0.102 Uiso 1 1 calc R . . H1C H 0.5366 0.2947 0.9657 0.102 Uiso 1 1 calc R . . C2 C 0.5924(13) 0.1936(8) 0.8688(10) 0.059(4) Uani 1 1 d . . . C3 C 0.5106(12) 0.1351(10) 0.8319(10) 0.057(4) Uani 1 1 d . . . H3A H 0.4422 0.1207 0.8643 0.069 Uiso 1 1 calc R . . C4 C 0.5427(10) 0.0992(8) 0.7387(10) 0.051(3) Uani 1 1 d . . . C5 C 0.4753(13) 0.0326(9) 0.6658(11) 0.076(4) Uani 1 1 d . . . H5A H 0.5195 0.0196 0.6057 0.114 Uiso 1 1 calc R . . H5B H 0.4026 0.0614 0.6434 0.114 Uiso 1 1 calc R . . H5C H 0.4608 -0.0255 0.7020 0.114 Uiso 1 1 calc R . . C6 C 0.9855(13) 0.2590(9) 0.9553(9) 0.072(4) Uani 1 1 d . . . H6A H 0.9152 0.2946 0.9620 0.109 Uiso 1 1 calc R . . H6B H 1.0495 0.3018 0.9486 0.109 Uiso 1 1 calc R . . H6C H 0.9995 0.2201 1.0164 0.109 Uiso 1 1 calc R . . C7 C 0.9734(12) 0.1976(9) 0.8602(10) 0.053(3) Uani 1 1 d . . . C8 C 1.0509(11) 0.1362(9) 0.8196(10) 0.052(3) Uani 1 1 d . . . H8A H 1.1252 0.1224 0.8476 0.063 Uiso 1 1 calc R . . C9 C 0.9987(11) 0.0987(8) 0.7300(9) 0.050(3) Uani 1 1 d . . . C10 C 1.0415(11) 0.0273(9) 0.6605(10) 0.062(4) Uani 1 1 d . . . H10A H 0.9847 0.0161 0.6041 0.093 Uiso 1 1 calc R . . H10B H 1.0557 -0.0304 0.6989 0.093 Uiso 1 1 calc R . . H10C H 1.1126 0.0489 0.6323 0.093 Uiso 1 1 calc R . . Cl1 Cl 0.7256(4) -0.0406(2) 0.5579(3) 0.0862(14) Uani 1 1 d . . . Cl2 Cl 0.8019(4) 0.1761(3) 0.4689(3) 0.0966(16) Uani 1 1 d . . . C11 C 0.7742(10) 0.2500(8) 0.7968(8) 0.045(3) Uani 1 1 d . . . H11A H 0.7776 0.2861 0.8625 0.054 Uiso 1 1 calc R . . C12 C 0.7661(11) 0.3234(8) 0.7079(9) 0.041(3) Uani 1 1 d . . . C13 C 0.6609(11) 0.3592(8) 0.6773(9) 0.049(3) Uani 1 1 d . . . H13A H 0.5946 0.3371 0.7083 0.059 Uiso 1 1 calc R . . C14 C 0.6506(11) 0.4276(8) 0.6011(9) 0.052(3) Uani 1 1 d . . . H14A H 0.5785 0.4533 0.5808 0.063 Uiso 1 1 calc R . . C15 C 0.7500(11) 0.4572(7) 0.5553(8) 0.040(3) Uani 1 1 d . . . C16 C 0.8546(11) 0.4230(7) 0.5845(8) 0.042(3) Uani 1 1 d . . . H20A H 0.9209 0.4443 0.5531 0.050 Uiso 1 1 calc R . . C17 C 0.8624(11) 0.3537(8) 0.6641(8) 0.044(3) Uani 1 1 d . . . H17A H 0.9345 0.3290 0.6862 0.053 Uiso 1 1 calc R . . C18 C 0.7373(13) 0.5303(8) 0.4675(10) 0.052(3) Uani 1 1 d . . . C19 C 0.7899(17) 0.2365(13) 1.2139(12) 0.115(7) Uani 1 1 d . . . O3 O 0.7084(9) 0.1620(8) 1.2366(7) 0.095(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 Co1 0.0620(12) 0.0365(10) 0.0324(9) -0.0025(8) 0.0134(7) -0.0012(8) N1 0.048(7) 0.050(6) 0.030(6) -0.011(5) 0.017(5) -0.006(5) N2 0.045(6) 0.054(6) 0.031(6) -0.002(5) 0.021(5) -0.003(5) N3 0.049(7) 0.045(6) 0.029(6) -0.007(5) 0.013(5) 0.002(5) N4 0.035(7) 0.040(6) 0.050(6) -0.003(5) 0.011(5) -0.003(5) O1 0.073(7) 0.066(6) 0.067(6) 0.012(5) 0.037(5) 0.022(5) O2 0.070(7) 0.079(7) 0.099(8) 0.040(6) 0.033(6) 0.018(6) C1 0.096(11) 0.053(9) 0.059(9) -0.002(7) 0.039(8) 0.003(8) C2 0.089(11) 0.032(7) 0.057(9) 0.006(7) 0.016(9) -0.002(8) C3 0.056(9) 0.067(10) 0.051(9) 0.019(7) 0.018(7) 0.001(8) C4 0.043(8) 0.049(8) 0.062(9) -0.003(7) 0.018(7) -0.016(7) C5 0.090(12) 0.060(10) 0.078(10) -0.001(8) 0.006(9) -0.012(8) C6 0.109(12) 0.065(9) 0.042(8) -0.003(7) -0.005(8) -0.003(9) C7 0.057(9) 0.054(9) 0.048(8) 0.009(7) -0.003(8) -0.001(7) C8 0.050(8) 0.051(8) 0.057(9) 0.006(7) 0.007(7) 0.010(7) C9 0.056(9) 0.043(8) 0.051(8) 0.006(7) 0.017(7) 0.020(7) C10 0.060(9) 0.065(9) 0.063(9) -0.002(7) 0.014(7) 0.012(7) Cl1 0.160(4) 0.042(2) 0.058(2) -0.0064(17) 0.020(2) -0.018(2) Cl2 0.158(4) 0.088(3) 0.048(2) -0.006(2) 0.039(2) -0.046(3) C11 0.061(9) 0.048(7) 0.028(6) 0.004(6) 0.013(6) 0.001(7) C12 0.049(9) 0.032(7) 0.044(7) -0.011(6) 0.024(7) 0.000(6) C13 0.056(9) 0.049(8) 0.044(8) 0.006(7) 0.026(7) 0.007(7) C14 0.062(9) 0.040(8) 0.055(8) 0.006(7) 0.016(7) 0.006(6) C15 0.050(8) 0.033(7) 0.039(7) -0.007(6) 0.012(7) 0.005(6) C16 0.056(9) 0.034(7) 0.037(7) -0.003(6) 0.011(6) 0.003(6) C17 0.047(8) 0.049(8) 0.036(7) -0.010(6) 0.005(6) 0.001(6) C18 0.064(10) 0.030(7) 0.064(9) -0.010(6) 0.018(8) 0.005(7) C19 0.147(16) 0.129(15) 0.071(11) -0.030(11) 0.043(11) -0.094(14) O3 0.111(9) 0.107(9) 0.068(7) -0.038(6) 0.026(6) -0.018(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N3 1.998(9) . ? Co1 N1 2.016(9) . ? Co1 Cl1 2.205(4) . ? Co1 Cl2 2.207(4) . ? N1 C4 1.328(13) . ? N1 N2 1.365(12) . ? N2 C2 1.338(15) . ? N2 C11 1.432(14) . ? N3 C9 1.329(14) . ? N3 N4 1.380(12) . ? N4 C7 1.309(14) . ? N4 C11 1.473(14) . ? O1 C18 1.280(15) . ? O2 C18 1.206(14) . ? C1 C2 1.496(17) . ? C2 C3 1.334(17) . ? C3 C4 1.374(17) . ? C4 C5 1.523(17) . ? C6 C7 1.506(17) . ? C7 C8 1.379(17) . ? C8 C9 1.383(17) . ? C9 C10 1.460(16) . ? C11 C12 1.550(16) . ? C12 C17 1.351(15) . ? C12 C13 1.365(16) . ? C13 C14 1.385(16) . ? C14 C15 1.390(16) . ? C15 C16 1.346(15) . ? C15 C18 1.540(17) . ? C16 C17 1.423(15) . ? C19 O3 1.464(17) . ? 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 N3 Co1 N1 92.1(4) . . ? N3 Co1 Cl1 123.4(3) . . ? N1 Co1 Cl1 106.9(3) . . ? N3 Co1 Cl2 105.5(3) . . ? N1 Co1 Cl2 129.4(3) . . ? Cl1 Co1 Cl2 102.00(15) . . ? C4 N1 N2 105.0(9) . . ? C4 N1 Co1 134.5(8) . . ? N2 N1 Co1 119.6(7) . . ? C2 N2 N1 111.7(10) . . ? C2 N2 C11 127.7(10) . . ? N1 N2 C11 120.2(9) . . ? C9 N3 N4 105.0(9) . . ? C9 N3 Co1 132.2(8) . . ? N4 N3 Co1 122.5(7) . . ? C7 N4 N3 112.4(9) . . ? C7 N4 C11 130.6(10) . . ? N3 N4 C11 116.9(9) . . ? C3 C2 N2 105.5(11) . . ? C3 C2 C1 131.0(13) . . ? N2 C2 C1 123.5(13) . . ? C2 C3 C4 108.9(12) . . ? N1 C4 C3 109.0(11) . . ? N1 C4 C5 123.0(11) . . ? C3 C4 C5 128.0(12) . . ? N4 C7 C8 106.0(11) . . ? N4 C7 C6 124.0(12) . . ? C8 C7 C6 129.9(13) . . ? C7 C8 C9 107.1(11) . . ? N3 C9 C8 109.5(10) . . ? N3 C9 C10 121.2(12) . . ? C8 C9 C10 129.2(12) . . ? N2 C11 N4 112.6(9) . . ? N2 C11 C12 112.8(10) . . ? N4 C11 C12 112.3(9) . . ? C17 C12 C13 120.7(11) . . ? C17 C12 C11 120.3(11) . . ? C13 C12 C11 119.0(10) . . ? C12 C13 C14 120.7(11) . . ? C13 C14 C15 118.1(12) . . ? C16 C15 C14 122.1(11) . . ? C16 C15 C18 120.1(11) . . ? C14 C15 C18 117.8(12) . . ? C15 C16 C17 118.4(11) . . ? C12 C17 C16 120.0(11) . . ? O2 C18 O1 126.0(12) . . ? O2 C18 C15 120.0(12) . . ? O1 C18 C15 114.0(12) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 20.92 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.376 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.106 # Attachment 'complex9.cif' data_gs10b _database_code_depnum_ccdc_archive 'CCDC 682558' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H38 Cl2 Co2 N8 O4' _chemical_formula_weight 835.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.009(8) _cell_length_b 14.690(7) _cell_length_c 17.066(8) _cell_angle_alpha 90.00 _cell_angle_beta 109.45(2) _cell_angle_gamma 90.00 _cell_volume 3784(3) _cell_formula_units_Z 4 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 2946 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1720 _exptl_absorpt_coefficient_mu 1.068 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7401 _exptl_absorpt_correction_T_max 0.8148 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 40821 _diffrn_reflns_av_R_equivalents 0.1459 _diffrn_reflns_av_sigmaI/netI 0.1121 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 22.40 _reflns_number_total 4826 _reflns_number_gt 2455 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0805P)^2^+10.1752P] 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 4826 _refine_ls_number_parameters 469 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1548 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1865 _refine_ls_wR_factor_gt 0.1394 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.17882(9) 0.71188(8) 0.04688(7) 0.0437(4) Uani 1 1 d . . . Cl1 Cl 0.13488(19) 0.78050(17) 0.14466(15) 0.0625(8) Uani 1 1 d . . . N1 N 0.0788(5) 0.6713(5) -0.0544(4) 0.043(2) Uani 1 1 d . . . N2 N 0.0786(5) 0.6909(4) -0.1339(5) 0.0375(19) Uani 1 1 d . . . N3 N 0.2062(5) 0.8201(5) -0.0186(4) 0.043(2) Uani 1 1 d . . . N4 N 0.1825(5) 0.8136(5) -0.1047(4) 0.044(2) Uani 1 1 d . . . O1 O 0.3552(5) 0.3571(4) -0.0529(4) 0.0515(18) Uani 1 1 d . . . O2 O 0.2089(5) 0.3712(4) -0.1122(4) 0.061(2) Uani 1 1 d . . . C1 C -0.0205(7) 0.6884(9) -0.2828(6) 0.081(4) Uani 1 1 d . . . H1A H 0.0322 0.7121 -0.2917 0.122 Uiso 1 1 calc R . . H1B H -0.0683 0.7322 -0.3025 0.122 Uiso 1 1 calc R . . H1C H -0.0377 0.6317 -0.3130 0.122 Uiso 1 1 calc R . . C2 C -0.0012(8) 0.6714(7) -0.1909(6) 0.053(3) Uani 1 1 d . . . C3 C -0.0527(7) 0.6387(7) -0.1483(6) 0.057(3) Uani 1 1 d . . . H3A H -0.1117 0.6190 -0.1713 0.069 Uiso 1 1 calc R . . C4 C -0.0026(7) 0.6397(6) -0.0652(6) 0.045(3) Uani 1 1 d . . . C5 C -0.0302(6) 0.6132(6) 0.0090(6) 0.056(3) Uani 1 1 d . . . H5A H 0.0197 0.6207 0.0598 0.085 Uiso 1 1 calc R . . H5B H -0.0492 0.5501 0.0035 0.085 Uiso 1 1 calc R . . H5C H -0.0787 0.6518 0.0108 0.085 Uiso 1 1 calc R . . C6 C 0.1863(7) 0.9020(7) -0.2301(6) 0.071(3) Uani 1 1 d . . . H6A H 0.2019 0.9631 -0.2417 0.107 Uiso 1 1 calc R . . H6B H 0.1246 0.8903 -0.2618 0.107 Uiso 1 1 calc R . . H6C H 0.2234 0.8583 -0.2457 0.107 Uiso 1 1 calc R . . C7 C 0.2000(7) 0.8930(6) -0.1397(6) 0.052(3) Uani 1 1 d . . . C8 C 0.2316(7) 0.9510(6) -0.0751(6) 0.058(3) Uani 1 1 d . . . H8A H 0.2483 1.0117 -0.0789 0.070 Uiso 1 1 calc R . . C9 C 0.2355(6) 0.9057(6) -0.0015(6) 0.048(3) Uani 1 1 d . . . C10 C 0.2669(7) 0.9406(6) 0.0861(6) 0.063(3) Uani 1 1 d . . . H10A H 0.2618 0.8928 0.1235 0.095 Uiso 1 1 calc R . . H10B H 0.2309 0.9922 0.0905 0.095 Uiso 1 1 calc R . . H10C H 0.3283 0.9594 0.1010 0.095 Uiso 1 1 calc R . . C11 C 0.1593(6) 0.7244(6) -0.1442(5) 0.040(2) Uani 1 1 d . . . H11A H 0.1472 0.7329 -0.2045 0.048 Uiso 1 1 calc R . . C12 C 0.2380(7) 0.6576(5) -0.1126(5) 0.035(2) Uani 1 1 d . . . C13 C 0.3245(8) 0.6916(6) -0.0890(6) 0.052(3) Uani 1 1 d . . . H13A H 0.3334 0.7547 -0.0913 0.063 Uiso 1 1 calc R . . C14 C 0.3958(7) 0.6353(6) -0.0628(6) 0.049(3) Uani 1 1 d . . . H14A H 0.4536 0.6588 -0.0459 0.059 Uiso 1 1 calc R . . C15 C 0.3813(7) 0.5417(6) -0.0617(5) 0.049(3) Uani 1 1 d . . . H15A H 0.4301 0.5020 -0.0438 0.058 Uiso 1 1 calc R . . C16 C 0.2973(8) 0.5069(6) -0.0861(5) 0.042(2) Uani 1 1 d . . . C17 C 0.2241(7) 0.5649(6) -0.1119(5) 0.039(2) Uani 1 1 d . . . H17A H 0.1662 0.5413 -0.1286 0.046 Uiso 1 1 calc R . . C18 C 0.2823(9) 0.4061(6) -0.0847(6) 0.048(3) Uani 1 1 d . . . Co2 Co 0.32200(9) 0.23275(8) -0.04456(7) 0.0434(4) Uani 1 1 d . . . Cl2 Cl 0.31003(19) 0.15299(17) -0.16135(14) 0.0605(8) Uani 1 1 d . . . N5 N 0.4191(5) 0.1729(5) 0.0544(4) 0.0382(19) Uani 1 1 d . . . N6 N 0.4047(5) 0.1620(4) 0.1299(4) 0.0360(18) Uani 1 1 d . . . N7 N 0.2296(5) 0.2039(4) 0.0083(4) 0.0391(19) Uani 1 1 d . . . N8 N 0.2504(5) 0.1972(4) 0.0943(4) 0.0354(19) Uani 1 1 d . . . O3 O 0.2830(4) 0.6342(4) 0.0925(3) 0.0494(17) Uani 1 1 d . . . O4 O 0.1784(5) 0.5397(4) 0.1004(4) 0.062(2) Uani 1 1 d . . . C19 C 0.4754(7) 0.0920(6) 0.2708(5) 0.058(3) Uani 1 1 d . . . H19A H 0.4254 0.1198 0.2817 0.086 Uiso 1 1 calc R . . H19B H 0.5301 0.1160 0.3094 0.086 Uiso 1 1 calc R . . H19C H 0.4736 0.0266 0.2777 0.086 Uiso 1 1 calc R . . C20 C 0.4708(7) 0.1134(6) 0.1833(5) 0.043(2) Uani 1 1 d . . . C21 C 0.5267(7) 0.0884(6) 0.1423(6) 0.053(3) Uani 1 1 d . . . H21A H 0.5782 0.0528 0.1632 0.064 Uiso 1 1 calc R . . C22 C 0.4926(7) 0.1259(6) 0.0629(6) 0.044(2) Uani 1 1 d . . . C23 C 0.5279(6) 0.1199(7) -0.0092(6) 0.057(3) Uani 1 1 d . . . H23A H 0.4893 0.1537 -0.0562 0.086 Uiso 1 1 calc R . . H23B H 0.5299 0.0567 -0.0248 0.086 Uiso 1 1 calc R . . H23C H 0.5871 0.1456 0.0073 0.086 Uiso 1 1 calc R . . C24 C 0.1826(7) 0.1486(8) 0.1997(6) 0.070(3) Uani 1 1 d . . . H24A H 0.2410 0.1637 0.2379 0.105 Uiso 1 1 calc R . . H24B H 0.1701 0.0850 0.2061 0.105 Uiso 1 1 calc R . . H24C H 0.1386 0.1863 0.2117 0.105 Uiso 1 1 calc R . . C25 C 0.1800(7) 0.1653(6) 0.1131(6) 0.043(2) Uani 1 1 d . . . C26 C 0.1122(7) 0.1525(6) 0.0405(6) 0.049(3) Uani 1 1 d . . . H26A H 0.0548 0.1320 0.0347 0.059 Uiso 1 1 calc R . . C27 C 0.1438(7) 0.1755(6) -0.0234(6) 0.047(3) Uani 1 1 d . . . C28 C 0.0995(7) 0.1737(7) -0.1162(5) 0.061(3) Uani 1 1 d . . . H28A H 0.1409 0.1939 -0.1430 0.091 Uiso 1 1 calc R . . H28B H 0.0484 0.2138 -0.1316 0.091 Uiso 1 1 calc R . . H28C H 0.0804 0.1121 -0.1339 0.091 Uiso 1 1 calc R . . C29 C 0.3380(6) 0.2201(5) 0.1476(5) 0.034(2) Uani 1 1 d . . . H29A H 0.3404 0.2054 0.2049 0.041 Uiso 1 1 calc R . . C30 C 0.3630(7) 0.3214(5) 0.1479(5) 0.034(2) Uani 1 1 d . . . C31 C 0.4521(7) 0.3451(6) 0.1761(5) 0.045(2) Uani 1 1 d . . . H31A H 0.4959 0.2997 0.1916 0.054 Uiso 1 1 calc R . . C32 C 0.4757(7) 0.4363(7) 0.1812(6) 0.055(3) Uani 1 1 d . . . H32A H 0.5358 0.4527 0.2019 0.065 Uiso 1 1 calc R . . C35 C 0.2992(6) 0.3894(6) 0.1264(5) 0.035(2) Uani 1 1 d . . . H35A H 0.2387 0.3739 0.1089 0.042 Uiso 1 1 calc R . . C36 C 0.2561(8) 0.5542(6) 0.1060(5) 0.044(3) Uani 1 1 d . . . C33 C 0.4117(8) 0.5032(6) 0.1560(5) 0.045(3) Uani 1 1 d . . . H33A H 0.4287 0.5645 0.1563 0.054 Uiso 1 1 calc R . . C34 C 0.3247(7) 0.4811(6) 0.1309(5) 0.034(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0658(10) 0.0329(7) 0.0362(7) 0.0034(6) 0.0223(7) 0.0022(7) Cl1 0.095(2) 0.0553(17) 0.0480(15) 0.0013(13) 0.0388(15) 0.0085(15) N1 0.060(6) 0.035(4) 0.043(5) -0.001(4) 0.029(4) 0.001(4) N2 0.044(6) 0.032(4) 0.038(5) 0.000(4) 0.016(4) 0.002(4) N3 0.074(6) 0.024(5) 0.034(5) 0.001(4) 0.022(4) 0.001(4) N4 0.075(6) 0.023(4) 0.038(5) 0.001(4) 0.025(4) -0.001(4) O1 0.080(5) 0.022(4) 0.057(4) 0.006(3) 0.029(4) 0.011(4) O2 0.087(6) 0.029(4) 0.071(5) -0.001(4) 0.029(5) -0.011(4) C1 0.072(8) 0.136(11) 0.038(6) -0.017(7) 0.021(6) -0.014(8) C2 0.071(9) 0.052(7) 0.036(6) -0.012(5) 0.019(6) 0.000(6) C3 0.055(7) 0.067(7) 0.055(7) -0.020(6) 0.025(7) -0.017(6) C4 0.070(8) 0.036(6) 0.034(6) -0.005(5) 0.023(6) 0.011(5) C5 0.076(8) 0.040(6) 0.065(7) -0.002(5) 0.039(6) -0.004(5) C6 0.108(10) 0.049(7) 0.070(8) 0.022(6) 0.047(7) 0.002(6) C7 0.081(8) 0.030(6) 0.049(7) 0.007(5) 0.028(6) 0.006(5) C8 0.093(9) 0.031(6) 0.060(7) 0.012(6) 0.038(6) -0.003(6) C9 0.061(7) 0.033(6) 0.053(7) -0.006(5) 0.022(6) 0.005(5) C10 0.085(9) 0.039(6) 0.063(7) -0.014(5) 0.019(6) -0.003(6) C11 0.058(7) 0.034(6) 0.029(5) 0.000(5) 0.016(5) -0.005(5) C12 0.064(7) 0.023(5) 0.030(5) 0.004(4) 0.030(5) -0.001(5) C13 0.077(9) 0.027(6) 0.064(7) 0.005(5) 0.038(6) -0.009(6) C14 0.051(7) 0.036(6) 0.063(7) -0.006(5) 0.022(6) 0.001(6) C15 0.066(8) 0.045(7) 0.041(6) -0.002(5) 0.026(6) 0.004(6) C16 0.068(8) 0.037(6) 0.030(5) -0.004(5) 0.027(5) 0.000(6) C17 0.061(7) 0.034(6) 0.026(5) 0.000(4) 0.022(5) -0.010(5) C18 0.092(10) 0.030(6) 0.028(6) 0.004(5) 0.030(6) 0.003(7) Co2 0.0692(10) 0.0317(7) 0.0335(7) 0.0025(6) 0.0227(7) 0.0008(7) Cl2 0.099(2) 0.0530(16) 0.0391(14) -0.0072(13) 0.0355(15) -0.0073(15) N5 0.054(6) 0.037(4) 0.030(4) -0.002(4) 0.022(4) 0.003(4) N6 0.051(5) 0.027(4) 0.030(4) 0.001(4) 0.014(4) 0.006(4) N7 0.064(6) 0.026(4) 0.033(5) 0.002(4) 0.023(4) -0.001(4) N8 0.056(6) 0.025(4) 0.028(5) -0.004(3) 0.019(4) -0.002(4) O3 0.075(5) 0.030(4) 0.041(4) -0.002(3) 0.016(4) 0.006(3) O4 0.075(6) 0.038(4) 0.078(5) 0.002(4) 0.031(5) 0.009(4) C19 0.088(8) 0.043(6) 0.037(6) 0.001(5) 0.016(6) 0.012(6) C20 0.059(7) 0.032(5) 0.037(6) 0.000(5) 0.012(6) 0.007(5) C21 0.066(8) 0.044(6) 0.046(6) 0.001(5) 0.015(6) 0.022(5) C22 0.057(7) 0.039(6) 0.043(6) -0.010(5) 0.026(6) -0.002(5) C23 0.073(8) 0.057(7) 0.055(7) -0.009(5) 0.038(6) 0.004(6) C24 0.072(8) 0.084(9) 0.057(7) 0.011(6) 0.027(6) -0.013(6) C25 0.059(8) 0.035(5) 0.041(6) -0.001(5) 0.024(6) 0.000(5) C26 0.061(7) 0.050(6) 0.044(6) 0.001(5) 0.026(6) -0.006(5) C27 0.066(8) 0.032(6) 0.045(6) -0.002(5) 0.020(6) 0.002(5) C28 0.084(8) 0.058(7) 0.036(6) -0.012(5) 0.015(6) -0.006(6) C29 0.045(7) 0.027(5) 0.030(5) 0.004(4) 0.014(5) 0.005(5) C30 0.056(7) 0.025(5) 0.026(5) -0.001(4) 0.019(5) 0.003(5) C31 0.057(8) 0.036(6) 0.041(6) -0.003(5) 0.016(5) 0.000(5) C32 0.058(8) 0.051(7) 0.059(7) -0.007(6) 0.025(6) -0.020(6) C35 0.042(6) 0.036(6) 0.028(5) -0.005(4) 0.014(5) 0.001(5) C36 0.085(9) 0.021(6) 0.031(6) 0.004(4) 0.025(6) 0.002(6) C33 0.074(9) 0.018(5) 0.048(6) -0.001(5) 0.026(6) 0.009(6) C34 0.055(7) 0.028(6) 0.022(5) 0.000(4) 0.017(5) 0.011(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O3 1.955(6) . ? Co1 N1 2.016(8) . ? Co1 N3 2.072(7) . ? Co1 Cl1 2.253(3) . ? N1 C4 1.337(11) . ? N1 N2 1.385(9) . ? N2 C2 1.354(11) . ? N2 C11 1.447(10) . ? N3 C9 1.339(11) . ? N3 N4 1.394(9) . ? N4 C7 1.382(11) . ? N4 C11 1.465(10) . ? O1 C18 1.324(12) . ? O1 Co2 1.921(6) . ? O2 C18 1.224(11) . ? C1 C2 1.515(13) . ? C2 C3 1.355(12) . ? C3 C4 1.378(12) . ? C4 C5 1.523(12) . ? C6 C7 1.490(12) . ? C7 C8 1.351(12) . ? C8 C9 1.406(12) . ? C9 C10 1.500(12) . ? C11 C12 1.546(12) . ? C12 C17 1.379(11) . ? C12 C13 1.399(12) . ? C13 C14 1.360(12) . ? C14 C15 1.394(12) . ? C15 C16 1.368(12) . ? C16 C17 1.397(12) . ? C16 C18 1.502(13) . ? Co2 N7 2.017(7) . ? Co2 N5 2.072(7) . ? Co2 Cl2 2.264(3) . ? N5 C22 1.330(10) . ? N5 N6 1.392(8) . ? N6 C20 1.349(10) . ? N6 C29 1.475(10) . ? N7 C27 1.363(11) . ? N7 N8 1.396(9) . ? N8 C25 1.354(10) . ? N8 C29 1.435(10) . ? O3 C36 1.298(10) . ? O4 C36 1.235(11) . ? C19 C20 1.504(12) . ? C20 C21 1.357(12) . ? C21 C22 1.394(12) . ? C22 C23 1.518(11) . ? C24 C25 1.485(12) . ? C25 C26 1.362(12) . ? C26 C27 1.388(12) . ? C27 C28 1.505(12) . ? C29 C30 1.540(11) . ? C30 C35 1.388(11) . ? C30 C31 1.389(11) . ? C31 C32 1.388(12) . ? C32 C33 1.381(12) . ? C35 C34 1.403(11) . ? C36 C34 1.493(12) . ? C33 C34 1.354(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Co1 N1 119.8(3) . . ? O3 Co1 N3 110.9(3) . . ? N1 Co1 N3 90.9(3) . . ? O3 Co1 Cl1 113.67(18) . . ? N1 Co1 Cl1 114.4(2) . . ? N3 Co1 Cl1 103.3(2) . . ? C4 N1 N2 104.7(7) . . ? C4 N1 Co1 132.8(6) . . ? N2 N1 Co1 121.3(6) . . ? C2 N2 N1 110.7(7) . . ? C2 N2 C11 130.6(8) . . ? N1 N2 C11 118.6(8) . . ? C9 N3 N4 104.3(7) . . ? C9 N3 Co1 136.4(6) . . ? N4 N3 Co1 118.9(5) . . ? C7 N4 N3 112.1(7) . . ? C7 N4 C11 127.8(7) . . ? N3 N4 C11 119.0(7) . . ? C18 O1 Co2 108.6(6) . . ? N2 C2 C3 106.6(8) . . ? N2 C2 C1 121.8(9) . . ? C3 C2 C1 131.5(11) . . ? C2 C3 C4 107.4(9) . . ? N1 C4 C3 110.5(9) . . ? N1 C4 C5 120.9(9) . . ? C3 C4 C5 128.5(10) . . ? C8 C7 N4 104.7(8) . . ? C8 C7 C6 132.5(9) . . ? N4 C7 C6 122.8(9) . . ? C7 C8 C9 109.0(8) . . ? N3 C9 C8 109.9(8) . . ? N3 C9 C10 121.0(8) . . ? C8 C9 C10 129.0(9) . . ? N2 C11 N4 110.4(7) . . ? N2 C11 C12 113.5(7) . . ? N4 C11 C12 110.8(7) . . ? C17 C12 C13 119.9(9) . . ? C17 C12 C11 120.9(9) . . ? C13 C12 C11 119.1(8) . . ? C14 C13 C12 121.2(9) . . ? C13 C14 C15 118.7(9) . . ? C16 C15 C14 121.0(9) . . ? C15 C16 C17 120.3(9) . . ? C15 C16 C18 120.7(10) . . ? C17 C16 C18 119.0(10) . . ? C12 C17 C16 118.9(9) . . ? O2 C18 O1 122.2(9) . . ? O2 C18 C16 123.1(11) . . ? O1 C18 C16 114.7(10) . . ? O1 Co2 N7 119.7(3) . . ? O1 Co2 N5 108.2(3) . . ? N7 Co2 N5 90.5(3) . . ? O1 Co2 Cl2 111.79(19) . . ? N7 Co2 Cl2 115.2(2) . . ? N5 Co2 Cl2 108.6(2) . . ? C22 N5 N6 104.6(7) . . ? C22 N5 Co2 134.9(6) . . ? N6 N5 Co2 119.5(5) . . ? C20 N6 N5 110.6(7) . . ? C20 N6 C29 128.8(7) . . ? N5 N6 C29 118.5(7) . . ? C27 N7 N8 104.6(7) . . ? C27 N7 Co2 132.7(6) . . ? N8 N7 Co2 122.1(6) . . ? C25 N8 N7 110.3(7) . . ? C25 N8 C29 130.2(7) . . ? N7 N8 C29 119.4(7) . . ? C36 O3 Co1 108.0(6) . . ? N6 C20 C21 107.4(8) . . ? N6 C20 C19 123.3(8) . . ? C21 C20 C19 129.3(9) . . ? C20 C21 C22 106.4(9) . . ? N5 C22 C21 110.9(8) . . ? N5 C22 C23 119.7(8) . . ? C21 C22 C23 129.3(9) . . ? N8 C25 C26 107.8(8) . . ? N8 C25 C24 122.9(9) . . ? C26 C25 C24 129.3(9) . . ? C25 C26 C27 107.0(9) . . ? N7 C27 C26 110.2(8) . . ? N7 C27 C28 118.9(8) . . ? C26 C27 C28 130.9(10) . . ? N8 C29 N6 110.8(7) . . ? N8 C29 C30 115.3(7) . . ? N6 C29 C30 110.8(7) . . ? C35 C30 C31 119.5(8) . . ? C35 C30 C29 121.8(8) . . ? C31 C30 C29 118.6(8) . . ? C32 C31 C30 119.4(9) . . ? C33 C32 C31 120.6(10) . . ? C30 C35 C34 120.1(8) . . ? O4 C36 O3 121.9(9) . . ? O4 C36 C34 121.6(9) . . ? O3 C36 C34 116.5(10) . . ? C34 C33 C32 120.4(9) . . ? C33 C34 C35 119.9(8) . . ? C33 C34 C36 119.9(9) . . ? C35 C34 C36 120.2(9) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 22.40 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.426 _refine_diff_density_min -0.512 _refine_diff_density_rms 0.092