# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email mkands@yahoo.com _publ_contact_author_name M.Kandaswamy loop_ _publ_author_name S.Anbu M.Kandaswamy data_cu2phen _database_code_depnum_ccdc_archive 'CCDC 731422' #TrackingRef '- Complex-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H22 Cl2 Cu2 N4 O12' _chemical_formula_weight 780.46 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.3293(3) _cell_length_b 17.7557(7) _cell_length_c 19.8896(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2941.52(19) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4361 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 22.5 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.762 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 1.699 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.601 _exptl_absorpt_correction_T_max 0.743 _exptl_absorpt_process_details SADABS(Bruker,1999) _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker axs kappa apex2 CCD Diffractometer' _diffrn_measurement_method '\w and \f scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14655 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 23.53 _reflns_number_total 4365 _reflns_number_gt 3590 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement 'APEX2/SAINT (Bruker, 2004)' _computing_data_reduction 'SAINT/XPREP (Bruker, 2004)' _computing_structure_solution 'SIR92 (Altornare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0795P)^2^+1.2903P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(2) _refine_ls_number_reflns 4365 _refine_ls_number_parameters 428 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0604 _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1268 _refine_ls_wR_factor_gt 0.1159 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2385(10) 0.3172(4) 0.8365(5) 0.066(2) Uani 1 1 d . . . H1 H 0.2370 0.2927 0.8778 0.079 Uiso 1 1 calc R . . C2 C 0.1577(10) 0.3861(4) 0.8287(5) 0.071(2) Uani 1 1 d . . . H2 H 0.1058 0.4081 0.8652 0.086 Uiso 1 1 calc R . . C3 C 0.1559(11) 0.4208(5) 0.7671(6) 0.083(3) Uani 1 1 d . . . H3 H 0.0987 0.4654 0.7615 0.099 Uiso 1 1 calc R . . C4 C 0.2378(9) 0.3903(4) 0.7134(5) 0.066(2) Uani 1 1 d . . . C5 C 0.2499(12) 0.4222(5) 0.6457(7) 0.086(3) Uani 1 1 d . . . H5 H 0.1975 0.4672 0.6362 0.103 Uiso 1 1 calc R . . C6 C 0.3322(12) 0.3892(5) 0.5985(5) 0.081(3) Uani 1 1 d . . . H6 H 0.3392 0.4123 0.5567 0.097 Uiso 1 1 calc R . . C7 C 0.4103(9) 0.3207(4) 0.6081(4) 0.060(2) Uani 1 1 d . . . C8 C 0.5028(11) 0.2828(5) 0.5602(4) 0.071(2) Uani 1 1 d . . . H8 H 0.5126 0.3030 0.5172 0.085 Uiso 1 1 calc R . . C9 C 0.5775(12) 0.2182(5) 0.5750(4) 0.070(2) Uani 1 1 d . . . H9 H 0.6383 0.1934 0.5427 0.084 Uiso 1 1 calc R . . C10 C 0.5628(11) 0.1886(4) 0.6399(4) 0.0622(19) Uani 1 1 d . . . H10 H 0.6148 0.1436 0.6501 0.075 Uiso 1 1 calc R . . C11 C 0.4031(8) 0.2881(3) 0.6713(3) 0.0493(18) Uani 1 1 d . . . C12 C 0.3165(8) 0.3219(3) 0.7247(4) 0.0491(18) Uani 1 1 d . . . C13 C 0.4569(11) -0.0286(4) 0.6722(4) 0.072(2) Uani 1 1 d . . . H13 H 0.5192 0.0137 0.6631 0.086 Uiso 1 1 calc R . . C14 C 0.4252(15) -0.0821(7) 0.6199(4) 0.100(4) Uani 1 1 d . . . H14 H 0.4647 -0.0759 0.5765 0.120 Uiso 1 1 calc R . . C15 C 0.3325(14) -0.1434(6) 0.6378(8) 0.105(5) Uani 1 1 d . . . H15 H 0.3127 -0.1791 0.6046 0.126 Uiso 1 1 calc R . . C16 C 0.2673(13) -0.1564(5) 0.6997(5) 0.080(3) Uani 1 1 d . . . C17 C 0.1718(12) -0.2176(4) 0.7185(7) 0.092(4) Uani 1 1 d . . . H17 H 0.1473 -0.2545 0.6870 0.111 Uiso 1 1 calc R . . C18 C 0.1145(14) -0.2238(5) 0.7820(7) 0.095(3) Uani 1 1 d . . . H18 H 0.0520 -0.2653 0.7934 0.114 Uiso 1 1 calc R . . C19 C 0.1473(10) -0.1693(4) 0.8308(5) 0.067(3) Uani 1 1 d . . . C20 C 0.0939(11) -0.1716(5) 0.8964(5) 0.073(2) Uani 1 1 d . . . H20 H 0.0302 -0.2113 0.9112 0.088 Uiso 1 1 calc R . . C21 C 0.1341(10) -0.1170(4) 0.9379(5) 0.074(3) Uani 1 1 d . . . H21 H 0.0945 -0.1175 0.9816 0.089 Uiso 1 1 calc R . . C22 C 0.2351(9) -0.0583(4) 0.9177(4) 0.0565(19) Uani 1 1 d . . . H22 H 0.2666 -0.0223 0.9489 0.068 Uiso 1 1 calc R . . C23 C 0.2462(9) -0.1076(4) 0.8117(4) 0.0524(18) Uani 1 1 d . . . C24 C 0.3049(10) -0.0999(4) 0.7465(5) 0.062(2) Uani 1 1 d . . . C25 C 0.4629(8) 0.1366(3) 0.9188(3) 0.0421(15) Uani 1 1 d . . . C26 C 0.4747(10) 0.1529(4) 0.9926(3) 0.062(2) Uani 1 1 d . . . H26A H 0.4963 0.2055 0.9992 0.093 Uiso 1 1 calc R . . H26B H 0.5602 0.1236 1.0117 0.093 Uiso 1 1 calc R . . H26C H 0.3753 0.1399 1.0141 0.093 Uiso 1 1 calc R . . N1 N 0.3175(7) 0.2868(3) 0.7847(3) 0.0494(14) Uani 1 1 d . . . N2 N 0.4774(7) 0.2223(3) 0.6874(3) 0.0487(14) Uani 1 1 d . . . N3 N 0.3992(7) -0.0387(3) 0.7323(3) 0.0549(15) Uani 1 1 d . . . N4 N 0.2868(7) -0.0529(3) 0.8546(3) 0.0479(14) Uani 1 1 d . . . O1 O 0.4589(6) 0.1920(2) 0.8797(2) 0.0499(11) Uani 1 1 d . . . O2 O 0.4593(6) 0.0680(2) 0.9016(2) 0.0508(12) Uani 1 1 d . . . O3 O 0.5663(6) 0.0996(2) 0.7716(2) 0.0515(11) Uani 1 1 d D . . O4 O 0.2214(6) 0.1122(3) 0.7814(3) 0.0509(12) Uani 1 1 d D . . O5 O 0.0940(9) 0.1442(6) 0.9224(6) 0.172(5) Uani 1 1 d . . . O6 O -0.0919(14) 0.0553(4) 0.9565(4) 0.136(3) Uani 1 1 d . . . O7 O -0.1611(10) 0.1770(4) 0.9414(5) 0.136(3) Uani 1 1 d . . . O8 O -0.1038(12) 0.1050(4) 0.8497(4) 0.118(3) Uani 1 1 d . . . O9 O 0.0458(17) 0.0663(6) 0.6719(4) 0.211(6) Uani 1 1 d . . . O10 O 0.082(2) 0.0416(6) 0.5630(6) 0.229(7) Uani 1 1 d . . . O11 O 0.1416(19) 0.1535(6) 0.6039(6) 0.210(6) Uani 1 1 d . . . O12 O -0.0844(18) 0.1132(10) 0.5877(7) 0.245(8) Uani 1 1 d . . . Cu1 Cu 0.44727(10) 0.19155(4) 0.78321(4) 0.0440(2) Uani 1 1 d . . . Cu2 Cu 0.42722(10) 0.02718(4) 0.81400(4) 0.0448(2) Uani 1 1 d . . . Cl1 Cl -0.0622(2) 0.12165(9) 0.92044(9) 0.0570(4) Uani 1 1 d . . . Cl2 Cl 0.0588(4) 0.09088(11) 0.60966(10) 0.0734(6) Uani 1 1 d . . . H3A H 0.6807(14) 0.099(3) 0.771(3) 0.027(15) Uiso 1 1 d D . . H4A H 0.200(7) 0.090(4) 0.7419(18) 0.08(3) Uiso 1 1 d D . . H4B H 0.133(4) 0.110(3) 0.808(2) 0.040(19) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.064(5) 0.054(5) 0.078(6) -0.003(4) 0.007(4) 0.002(4) C2 0.059(5) 0.054(5) 0.101(7) -0.009(5) 0.004(5) 0.009(4) C3 0.067(6) 0.045(5) 0.136(10) -0.005(6) -0.016(6) 0.012(4) C4 0.052(4) 0.045(4) 0.102(7) 0.010(5) -0.018(5) -0.004(4) C5 0.069(6) 0.052(5) 0.136(10) 0.049(6) -0.035(6) -0.012(5) C6 0.076(6) 0.078(7) 0.087(7) 0.035(5) -0.034(6) -0.024(6) C7 0.051(5) 0.058(5) 0.072(5) 0.022(4) -0.026(4) -0.020(4) C8 0.090(6) 0.081(6) 0.042(4) 0.014(4) -0.002(4) -0.036(5) C9 0.088(6) 0.070(5) 0.052(4) 0.004(4) -0.006(5) -0.016(5) C10 0.076(5) 0.058(4) 0.053(4) 0.005(3) 0.002(5) -0.008(5) C11 0.050(4) 0.040(4) 0.058(4) 0.006(3) -0.021(4) -0.017(3) C12 0.041(4) 0.031(3) 0.075(5) 0.006(4) -0.012(4) -0.008(3) C13 0.096(6) 0.062(5) 0.058(5) -0.005(4) -0.008(5) 0.026(5) C14 0.131(9) 0.122(8) 0.047(5) -0.024(5) -0.020(6) 0.074(8) C15 0.111(9) 0.056(6) 0.148(12) -0.043(7) -0.070(9) 0.047(6) C16 0.096(7) 0.081(7) 0.062(6) -0.025(5) -0.037(5) 0.046(6) C17 0.095(7) 0.023(4) 0.159(11) -0.020(5) -0.070(8) 0.005(4) C18 0.100(8) 0.060(5) 0.124(9) -0.001(6) -0.046(8) 0.009(5) C19 0.062(5) 0.030(4) 0.107(8) -0.004(4) -0.042(5) -0.007(3) C20 0.074(6) 0.055(5) 0.091(7) 0.016(4) 0.001(5) -0.002(5) C21 0.062(5) 0.046(4) 0.115(8) 0.022(5) 0.010(5) -0.005(4) C22 0.064(5) 0.038(4) 0.068(5) 0.006(3) 0.002(4) 0.002(3) C23 0.061(5) 0.042(4) 0.054(5) 0.000(3) -0.018(4) 0.014(4) C24 0.064(5) 0.026(4) 0.095(7) -0.020(4) -0.042(5) 0.015(4) C25 0.046(4) 0.043(4) 0.037(3) 0.000(3) -0.003(3) -0.008(3) C26 0.086(6) 0.058(4) 0.042(4) -0.010(3) 0.001(4) 0.001(4) N1 0.053(3) 0.031(3) 0.064(4) 0.000(3) 0.004(3) -0.002(2) N2 0.058(4) 0.047(3) 0.041(3) 0.004(3) -0.002(3) -0.011(3) N3 0.063(4) 0.057(4) 0.045(4) -0.008(3) -0.010(3) 0.025(3) N4 0.045(3) 0.031(3) 0.068(4) -0.003(3) -0.010(3) 0.005(2) O1 0.064(3) 0.039(2) 0.046(3) -0.003(2) -0.002(2) 0.001(3) O2 0.068(3) 0.040(2) 0.045(3) -0.0009(18) 0.002(2) -0.008(2) O3 0.064(3) 0.043(2) 0.047(3) 0.0020(19) 0.016(3) 0.004(3) O4 0.053(3) 0.051(3) 0.049(3) -0.002(2) 0.001(3) 0.006(2) O5 0.060(5) 0.222(11) 0.234(12) -0.102(9) 0.014(6) -0.027(6) O6 0.238(11) 0.077(4) 0.092(5) 0.026(4) -0.037(6) -0.019(6) O7 0.110(6) 0.099(5) 0.199(10) -0.047(6) 0.019(6) 0.025(5) O8 0.165(8) 0.116(5) 0.075(5) -0.007(4) -0.016(5) -0.021(6) O9 0.315(15) 0.236(10) 0.081(5) 0.072(6) -0.073(8) -0.189(11) O10 0.37(2) 0.142(8) 0.175(10) -0.069(7) 0.090(12) 0.037(11) O11 0.307(17) 0.166(10) 0.157(10) -0.009(7) 0.031(10) -0.135(11) O12 0.204(14) 0.34(2) 0.187(13) 0.071(13) -0.015(11) 0.088(16) Cu1 0.0551(5) 0.0356(4) 0.0412(4) 0.0030(3) 0.0034(4) 0.0032(4) Cu2 0.0584(5) 0.0333(4) 0.0428(4) -0.0037(3) -0.0012(4) 0.0020(4) Cl1 0.0599(11) 0.0460(9) 0.0652(11) 0.0002(7) -0.0004(11) 0.0023(9) Cl2 0.1120(18) 0.0569(11) 0.0513(11) 0.0062(8) -0.0165(13) 0.0108(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.337(10) . ? C1 C2 1.404(11) . ? C1 H1 0.9300 . ? C2 C3 1.372(14) . ? C2 H2 0.9300 . ? C3 C4 1.379(14) . ? C3 H3 0.9300 . ? C4 C12 1.399(10) . ? C4 C5 1.463(14) . ? C5 C6 1.302(14) . ? C5 H5 0.9300 . ? C6 C7 1.392(12) . ? C6 H6 0.9300 . ? C7 C11 1.386(10) . ? C7 C8 1.396(12) . ? C8 C9 1.339(12) . ? C8 H8 0.9300 . ? C9 C10 1.399(10) . ? C9 H9 0.9300 . ? C10 N2 1.325(9) . ? C10 H10 0.9300 . ? C11 N2 1.359(8) . ? C11 C12 1.418(10) . ? C12 N1 1.345(9) . ? C13 N3 1.301(10) . ? C13 C14 1.434(12) . ? C13 H13 0.9300 . ? C14 C15 1.381(16) . ? C14 H14 0.9300 . ? C15 C16 1.366(16) . ? C15 H15 0.9300 . ? C16 C17 1.397(15) . ? C16 C24 1.403(11) . ? C17 C18 1.355(16) . ? C17 H17 0.9300 . ? C18 C19 1.398(13) . ? C18 H18 0.9300 . ? C19 C20 1.379(12) . ? C19 C23 1.423(11) . ? C20 C21 1.316(12) . ? C20 H20 0.9300 . ? C21 C22 1.399(10) . ? C21 H21 0.9300 . ? C22 N4 1.330(10) . ? C22 H22 0.9300 . ? C23 N4 1.336(9) . ? C23 C24 1.392(12) . ? C24 N3 1.371(10) . ? C25 O1 1.254(7) . ? C25 O2 1.266(7) . ? C25 C26 1.499(9) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? N1 Cu1 2.008(5) . ? N2 Cu1 1.999(6) . ? N3 Cu2 2.014(5) . ? N4 Cu2 2.010(6) . ? O1 Cu1 1.921(4) . ? O2 Cu2 1.905(4) . ? O3 Cu1 1.923(4) . ? O3 Cu2 1.926(5) . ? O3 H3A 0.953(10) . ? O4 Cu1 2.351(5) . ? O4 Cu2 2.374(5) . ? O4 H4A 0.901(10) . ? O4 H4B 0.899(10) . ? O5 Cl1 1.361(8) . ? O6 Cl1 1.401(7) . ? O7 Cl1 1.348(7) . ? O8 Cl1 1.479(7) . ? O9 Cl2 1.317(7) . ? O10 Cl2 1.290(9) . ? O11 Cl2 1.314(10) . ? O12 Cl2 1.331(13) . ? Cu1 Cu2 2.9868(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 120.1(8) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? C3 C2 C1 119.7(9) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 120.7(8) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C3 C4 C12 116.6(9) . . ? C3 C4 C5 126.5(8) . . ? C12 C4 C5 116.9(9) . . ? C6 C5 C4 121.7(9) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C5 C6 C7 122.8(9) . . ? C5 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C11 C7 C6 117.9(8) . . ? C11 C7 C8 116.2(7) . . ? C6 C7 C8 125.8(8) . . ? C9 C8 C7 121.2(7) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 119.0(8) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? N2 C10 C9 122.3(7) . . ? N2 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? N2 C11 C7 123.5(7) . . ? N2 C11 C12 114.8(6) . . ? C7 C11 C12 121.7(7) . . ? N1 C12 C4 123.3(8) . . ? N1 C12 C11 117.7(6) . . ? C4 C12 C11 119.0(8) . . ? N3 C13 C14 120.5(9) . . ? N3 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C15 C14 C13 116.0(10) . . ? C15 C14 H14 122.0 . . ? C13 C14 H14 122.0 . . ? C16 C15 C14 126.0(10) . . ? C16 C15 H15 117.0 . . ? C14 C15 H15 117.0 . . ? C15 C16 C17 126.8(10) . . ? C15 C16 C24 112.8(11) . . ? C17 C16 C24 120.3(11) . . ? C18 C17 C16 120.9(9) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C19 121.4(10) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? C20 C19 C18 124.9(9) . . ? C20 C19 C23 117.6(7) . . ? C18 C19 C23 117.4(10) . . ? C21 C20 C19 119.2(8) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? C20 C21 C22 121.5(9) . . ? C20 C21 H21 119.3 . . ? C22 C21 H21 119.3 . . ? N4 C22 C21 121.3(8) . . ? N4 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? N4 C23 C24 115.8(7) . . ? N4 C23 C19 122.3(8) . . ? C24 C23 C19 121.8(7) . . ? N3 C24 C23 118.0(6) . . ? N3 C24 C16 124.0(10) . . ? C23 C24 C16 118.0(9) . . ? O1 C25 O2 125.9(6) . . ? O1 C25 C26 117.3(6) . . ? O2 C25 C26 116.8(6) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C1 N1 C12 119.6(6) . . ? C1 N1 Cu1 128.0(5) . . ? C12 N1 Cu1 112.4(5) . . ? C10 N2 C11 117.7(6) . . ? C10 N2 Cu1 128.5(5) . . ? C11 N2 Cu1 113.7(5) . . ? C13 N3 C24 120.6(7) . . ? C13 N3 Cu2 128.2(6) . . ? C24 N3 Cu2 111.2(5) . . ? C22 N4 C23 118.0(6) . . ? C22 N4 Cu2 128.2(5) . . ? C23 N4 Cu2 113.9(5) . . ? C25 O1 Cu1 128.2(4) . . ? C25 O2 Cu2 128.1(4) . . ? Cu1 O3 Cu2 101.8(2) . . ? Cu1 O3 H3A 122(3) . . ? Cu2 O3 H3A 127(3) . . ? Cu1 O4 Cu2 78.41(14) . . ? Cu1 O4 H4A 116(4) . . ? Cu2 O4 H4A 95(5) . . ? Cu1 O4 H4B 132(3) . . ? Cu2 O4 H4B 114(4) . . ? H4A O4 H4B 109.2(17) . . ? O1 Cu1 O3 95.59(18) . . ? O1 Cu1 N2 160.9(2) . . ? O3 Cu1 N2 93.0(2) . . ? O1 Cu1 N1 90.5(2) . . ? O3 Cu1 N1 173.8(2) . . ? N2 Cu1 N1 81.4(2) . . ? O1 Cu1 O4 93.3(2) . . ? O3 Cu1 O4 84.38(19) . . ? N2 Cu1 O4 104.5(2) . . ? N1 Cu1 O4 94.3(2) . . ? O1 Cu1 Cu2 78.58(13) . . ? O3 Cu1 Cu2 39.14(15) . . ? N2 Cu1 Cu2 118.01(16) . . ? N1 Cu1 Cu2 142.21(16) . . ? O4 Cu1 Cu2 51.14(11) . . ? O2 Cu2 O3 93.5(2) . . ? O2 Cu2 N4 89.1(2) . . ? O3 Cu2 N4 176.7(2) . . ? O2 Cu2 N3 166.9(2) . . ? O3 Cu2 N3 96.0(2) . . ? N4 Cu2 N3 81.1(3) . . ? O2 Cu2 O4 96.2(2) . . ? O3 Cu2 O4 83.69(19) . . ? N4 Cu2 O4 98.0(2) . . ? N3 Cu2 O4 93.8(2) . . ? O2 Cu2 Cu1 78.91(13) . . ? O3 Cu2 Cu1 39.08(14) . . ? N4 Cu2 Cu1 143.72(16) . . ? N3 Cu2 Cu1 114.09(18) . . ? O4 Cu2 Cu1 50.44(12) . . ? O7 Cl1 O5 111.1(6) . . ? O7 Cl1 O6 110.3(6) . . ? O5 Cl1 O6 113.7(7) . . ? O7 Cl1 O8 107.3(6) . . ? O5 Cl1 O8 108.1(6) . . ? O6 Cl1 O8 106.1(4) . . ? O10 Cl2 O11 115.6(9) . . ? O10 Cl2 O9 117.6(8) . . ? O11 Cl2 O9 114.0(6) . . ? O10 Cl2 O12 95.7(11) . . ? O11 Cl2 O12 101.0(9) . . ? O9 Cl2 O12 109.5(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 2.2(12) . . . . ? C1 C2 C3 C4 -2.6(13) . . . . ? C2 C3 C4 C12 2.2(12) . . . . ? C2 C3 C4 C5 -178.2(8) . . . . ? C3 C4 C5 C6 179.2(9) . . . . ? C12 C4 C5 C6 -1.1(12) . . . . ? C4 C5 C6 C7 1.9(14) . . . . ? C5 C6 C7 C11 -2.0(13) . . . . ? C5 C6 C7 C8 -178.8(9) . . . . ? C11 C7 C8 C9 1.0(11) . . . . ? C6 C7 C8 C9 177.8(8) . . . . ? C7 C8 C9 C10 -0.4(13) . . . . ? C8 C9 C10 N2 0.0(13) . . . . ? C6 C7 C11 N2 -178.4(7) . . . . ? C8 C7 C11 N2 -1.4(10) . . . . ? C6 C7 C11 C12 1.4(10) . . . . ? C8 C7 C11 C12 178.5(6) . . . . ? C3 C4 C12 N1 -1.4(10) . . . . ? C5 C4 C12 N1 178.9(7) . . . . ? C3 C4 C12 C11 -179.8(7) . . . . ? C5 C4 C12 C11 0.5(10) . . . . ? N2 C11 C12 N1 0.6(9) . . . . ? C7 C11 C12 N1 -179.2(6) . . . . ? N2 C11 C12 C4 179.1(6) . . . . ? C7 C11 C12 C4 -0.7(10) . . . . ? N3 C13 C14 C15 -0.4(13) . . . . ? C13 C14 C15 C16 1.2(15) . . . . ? C14 C15 C16 C17 179.2(9) . . . . ? C14 C15 C16 C24 -0.6(14) . . . . ? C15 C16 C17 C18 179.9(9) . . . . ? C24 C16 C17 C18 -0.3(13) . . . . ? C16 C17 C18 C19 0.5(15) . . . . ? C17 C18 C19 C20 -179.9(9) . . . . ? C17 C18 C19 C23 -1.3(13) . . . . ? C18 C19 C20 C21 179.4(8) . . . . ? C23 C19 C20 C21 0.8(12) . . . . ? C19 C20 C21 C22 -2.6(13) . . . . ? C20 C21 C22 N4 4.0(12) . . . . ? C20 C19 C23 N4 -0.4(11) . . . . ? C18 C19 C23 N4 -179.1(7) . . . . ? C20 C19 C23 C24 -179.5(7) . . . . ? C18 C19 C23 C24 1.9(11) . . . . ? N4 C23 C24 N3 0.8(9) . . . . ? C19 C23 C24 N3 179.9(6) . . . . ? N4 C23 C24 C16 179.2(6) . . . . ? C19 C23 C24 C16 -1.6(10) . . . . ? C15 C16 C24 N3 -1.0(11) . . . . ? C17 C16 C24 N3 179.2(7) . . . . ? C15 C16 C24 C23 -179.3(7) . . . . ? C17 C16 C24 C23 0.8(11) . . . . ? C2 C1 N1 C12 -1.3(11) . . . . ? C2 C1 N1 Cu1 177.9(5) . . . . ? C4 C12 N1 C1 1.0(10) . . . . ? C11 C12 N1 C1 179.4(6) . . . . ? C4 C12 N1 Cu1 -178.3(5) . . . . ? C11 C12 N1 Cu1 0.1(7) . . . . ? C9 C10 N2 C11 -0.3(11) . . . . ? C9 C10 N2 Cu1 -177.7(6) . . . . ? C7 C11 N2 C10 1.0(10) . . . . ? C12 C11 N2 C10 -178.8(6) . . . . ? C7 C11 N2 Cu1 178.8(5) . . . . ? C12 C11 N2 Cu1 -1.0(7) . . . . ? C14 C13 N3 C24 -1.1(11) . . . . ? C14 C13 N3 Cu2 179.6(6) . . . . ? C23 C24 N3 C13 -179.8(7) . . . . ? C16 C24 N3 C13 1.9(10) . . . . ? C23 C24 N3 Cu2 -0.3(7) . . . . ? C16 C24 N3 Cu2 -178.7(6) . . . . ? C21 C22 N4 C23 -3.4(10) . . . . ? C21 C22 N4 Cu2 178.5(5) . . . . ? C24 C23 N4 C22 -179.2(6) . . . . ? C19 C23 N4 C22 1.6(10) . . . . ? C24 C23 N4 Cu2 -0.8(8) . . . . ? C19 C23 N4 Cu2 -179.9(5) . . . . ? O2 C25 O1 Cu1 -0.3(11) . . . . ? C26 C25 O1 Cu1 179.0(5) . . . . ? O1 C25 O2 Cu2 -6.4(11) . . . . ? C26 C25 O2 Cu2 174.4(5) . . . . ? C25 O1 Cu1 O3 -31.9(6) . . . . ? C25 O1 Cu1 N2 -148.3(7) . . . . ? C25 O1 Cu1 N1 147.1(6) . . . . ? C25 O1 Cu1 O4 52.8(6) . . . . ? C25 O1 Cu1 Cu2 3.5(6) . . . . ? Cu2 O3 Cu1 O1 64.2(2) . . . . ? Cu2 O3 Cu1 N2 -132.9(2) . . . . ? Cu2 O3 Cu1 N1 -106(2) . . . . ? Cu2 O3 Cu1 O4 -28.6(2) . . . . ? C10 N2 Cu1 O1 112.4(8) . . . . ? C11 N2 Cu1 O1 -65.2(9) . . . . ? C10 N2 Cu1 O3 -4.5(6) . . . . ? C11 N2 Cu1 O3 178.0(4) . . . . ? C10 N2 Cu1 N1 178.3(6) . . . . ? C11 N2 Cu1 N1 0.8(4) . . . . ? C10 N2 Cu1 O4 -89.4(6) . . . . ? C11 N2 Cu1 O4 93.0(4) . . . . ? C10 N2 Cu1 Cu2 -36.1(7) . . . . ? C11 N2 Cu1 Cu2 146.4(4) . . . . ? C1 N1 Cu1 O1 -17.1(6) . . . . ? C12 N1 Cu1 O1 162.2(5) . . . . ? C1 N1 Cu1 O3 153.5(19) . . . . ? C12 N1 Cu1 O3 -27(2) . . . . ? C1 N1 Cu1 N2 -179.7(6) . . . . ? C12 N1 Cu1 N2 -0.5(4) . . . . ? C1 N1 Cu1 O4 76.3(6) . . . . ? C12 N1 Cu1 O4 -104.5(5) . . . . ? C1 N1 Cu1 Cu2 54.8(7) . . . . ? C12 N1 Cu1 Cu2 -126.0(4) . . . . ? Cu2 O4 Cu1 O1 -72.47(18) . . . . ? Cu2 O4 Cu1 O3 22.83(16) . . . . ? Cu2 O4 Cu1 N2 114.5(2) . . . . ? Cu2 O4 Cu1 N1 -163.3(2) . . . . ? C25 O2 Cu2 O3 42.8(6) . . . . ? C25 O2 Cu2 N4 -139.2(6) . . . . ? C25 O2 Cu2 N3 179.3(9) . . . . ? C25 O2 Cu2 O4 -41.2(6) . . . . ? C25 O2 Cu2 Cu1 6.4(6) . . . . ? Cu1 O3 Cu2 O2 -67.6(2) . . . . ? Cu1 O3 Cu2 N4 150(4) . . . . ? Cu1 O3 Cu2 N3 121.5(2) . . . . ? Cu1 O3 Cu2 O4 28.3(2) . . . . ? C22 N4 Cu2 O2 7.4(6) . . . . ? C23 N4 Cu2 O2 -170.8(5) . . . . ? C22 N4 Cu2 O3 150(4) . . . . ? C23 N4 Cu2 O3 -28(4) . . . . ? C22 N4 Cu2 N3 178.7(6) . . . . ? C23 N4 Cu2 N3 0.5(5) . . . . ? C22 N4 Cu2 O4 -88.7(6) . . . . ? C23 N4 Cu2 O4 93.1(5) . . . . ? C22 N4 Cu2 Cu1 -62.3(7) . . . . ? C23 N4 Cu2 Cu1 119.5(4) . . . . ? C13 N3 Cu2 O2 -138.6(10) . . . . ? C24 N3 Cu2 O2 42.0(13) . . . . ? C13 N3 Cu2 O3 -2.2(7) . . . . ? C24 N3 Cu2 O3 178.4(4) . . . . ? C13 N3 Cu2 N4 179.3(7) . . . . ? C24 N3 Cu2 N4 -0.1(4) . . . . ? C13 N3 Cu2 O4 81.8(6) . . . . ? C24 N3 Cu2 O4 -97.6(4) . . . . ? C13 N3 Cu2 Cu1 33.8(7) . . . . ? C24 N3 Cu2 Cu1 -145.6(4) . . . . ? Cu1 O4 Cu2 O2 70.05(19) . . . . ? Cu1 O4 Cu2 O3 -22.83(16) . . . . ? Cu1 O4 Cu2 N4 160.0(2) . . . . ? Cu1 O4 Cu2 N3 -118.4(2) . . . . ? O1 Cu1 Cu2 O2 -4.0(2) . . . . ? O3 Cu1 Cu2 O2 109.9(3) . . . . ? N2 Cu1 Cu2 O2 165.9(2) . . . . ? N1 Cu1 Cu2 O2 -79.8(3) . . . . ? O4 Cu1 Cu2 O2 -107.8(2) . . . . ? O1 Cu1 Cu2 O3 -113.9(3) . . . . ? N2 Cu1 Cu2 O3 56.0(3) . . . . ? N1 Cu1 Cu2 O3 170.2(4) . . . . ? O4 Cu1 Cu2 O3 142.3(3) . . . . ? O1 Cu1 Cu2 N4 68.9(3) . . . . ? O3 Cu1 Cu2 N4 -177.2(4) . . . . ? N2 Cu1 Cu2 N4 -121.2(4) . . . . ? N1 Cu1 Cu2 N4 -7.0(4) . . . . ? O4 Cu1 Cu2 N4 -34.9(4) . . . . ? O1 Cu1 Cu2 N3 177.7(2) . . . . ? O3 Cu1 Cu2 N3 -68.3(3) . . . . ? N2 Cu1 Cu2 N3 -12.3(3) . . . . ? N1 Cu1 Cu2 N3 101.9(4) . . . . ? O4 Cu1 Cu2 N3 74.0(3) . . . . ? O1 Cu1 Cu2 O4 103.8(2) . . . . ? O3 Cu1 Cu2 O4 -142.3(3) . . . . ? N2 Cu1 Cu2 O4 -86.3(3) . . . . ? N1 Cu1 Cu2 O4 28.0(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3A O8 0.953(10) 2.39(4) 3.159(10) 138(5) 1_655 O4 H4A O9 0.901(10) 1.94(4) 2.748(10) 148(6) . O4 H4B O8 0.899(10) 2.15(2) 3.033(11) 168(5) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.53 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.938 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.077