# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Chun-ying Duan' _publ_contact_author_name 'Chun-ying Duan' _publ_contact_author_email duancy@nju.edu.cn data_cu-rbt _database_code_depnum_ccdc_archive 'CCDC 833164' #TrackingRef '- CU-RBT.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H46 Cl2 Cu N6 O6' _chemical_formula_weight 769.21 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' 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 Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3705(6) _cell_length_b 12.5806(10) _cell_length_c 18.6470(13) _cell_angle_alpha 70.858(5) _cell_angle_beta 88.773(5) _cell_angle_gamma 75.729(5) _cell_volume 1794.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 1143 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 20.09 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 806 _exptl_absorpt_coefficient_mu 0.810 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 15408 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0774 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6286 _reflns_number_gt 4098 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0650P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6286 _refine_ls_number_parameters 470 _refine_ls_number_restraints 162 _refine_ls_R_factor_all 0.0937 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1361 _refine_ls_wR_factor_gt 0.1222 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.002 _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 0.78185(6) 0.66742(4) 0.51017(3) 0.04080(18) Uani 1 1 d . . . Cl1 Cl 0.85691(15) 0.63094(13) 0.40205(7) 0.0720(4) Uani 1 1 d . . . O1 O 0.3229(3) 0.9668(2) 0.63123(14) 0.0420(7) Uani 1 1 d . . . O2 O 0.5998(3) 0.51631(19) 0.91002(13) 0.0340(6) Uani 1 1 d . . . N1 N 0.7586(5) 0.5090(3) 0.5592(2) 0.0580(10) Uani 1 1 d . . . H1C H 0.6718 0.4996 0.5364 0.070 Uiso 1 1 calc R . . H1D H 0.8498 0.4579 0.5532 0.070 Uiso 1 1 calc R . . N2 N 0.7709(4) 0.6814(3) 0.61743(15) 0.0344(8) Uani 1 1 d . . . N3 N 0.8503(4) 0.8154(3) 0.48040(18) 0.0485(9) Uani 1 1 d . . . H3C H 0.9505 0.8052 0.4613 0.058 Uiso 1 1 calc R . . H3D H 0.7780 0.8704 0.4440 0.058 Uiso 1 1 calc R . . N4 N 0.4232(3) 0.7946(2) 0.72663(15) 0.0252(7) Uani 1 1 d . . . N5 N 0.5496(4) 0.2529(3) 0.78518(17) 0.0381(8) Uani 1 1 d . . . N6 N 0.7274(4) 0.7404(3) 1.05031(17) 0.0404(8) Uani 1 1 d . . . C1 C 0.7347(7) 0.4850(4) 0.6393(3) 0.0755(17) Uani 1 1 d . . . H1A H 0.7790 0.4028 0.6668 0.091 Uiso 1 1 calc R . . H1B H 0.6177 0.5054 0.6472 0.091 Uiso 1 1 calc R . . C2 C 0.8232(6) 0.5565(4) 0.6681(2) 0.0614(15) Uani 1 1 d . . . H2A H 0.7958 0.5505 0.7199 0.074 Uiso 1 1 calc R . . H2B H 0.9418 0.5271 0.6681 0.074 Uiso 1 1 calc R . . C3 C 0.8932(5) 0.7478(4) 0.6163(2) 0.0480(11) Uani 1 1 d . . . H3A H 1.0034 0.7002 0.6158 0.058 Uiso 1 1 calc R . . H3B H 0.8880 0.7703 0.6615 0.058 Uiso 1 1 calc R . . C4 C 0.8570(6) 0.8540(4) 0.5467(3) 0.0576(13) Uani 1 1 d . . . H4A H 0.7522 0.9062 0.5497 0.069 Uiso 1 1 calc R . . H4B H 0.9429 0.8949 0.5423 0.069 Uiso 1 1 calc R . . C5 C 0.6022(4) 0.7398(3) 0.63196(19) 0.0329(9) Uani 1 1 d . . . H5A H 0.5308 0.6882 0.6360 0.039 Uiso 1 1 calc R . . H5B H 0.5598 0.8092 0.5885 0.039 Uiso 1 1 calc R . . C6 C 0.5928(4) 0.7742(3) 0.70397(19) 0.0304(8) Uani 1 1 d . . . H6A H 0.6641 0.7126 0.7448 0.037 Uiso 1 1 calc R . . H6B H 0.6309 0.8442 0.6942 0.037 Uiso 1 1 calc R . . C7 C 0.3035(5) 0.8897(3) 0.6876(2) 0.0290(8) Uani 1 1 d . . . C8 C 0.1507(4) 0.8779(3) 0.72822(19) 0.0282(8) Uani 1 1 d . . . C9 C -0.0076(5) 0.9494(3) 0.7117(2) 0.0406(10) Uani 1 1 d . . . H9A H -0.0320 1.0171 0.6696 0.049 Uiso 1 1 calc R . . C10 C -0.1285(5) 0.9173(4) 0.7596(3) 0.0477(11) Uani 1 1 d . . . H10A H -0.2360 0.9642 0.7499 0.057 Uiso 1 1 calc R . . C11 C -0.0915(5) 0.8166(4) 0.8215(3) 0.0481(11) Uani 1 1 d . . . H11A H -0.1752 0.7959 0.8524 0.058 Uiso 1 1 calc R . . C12 C 0.0668(5) 0.7458(4) 0.8387(2) 0.0380(10) Uani 1 1 d . . . H12A H 0.0906 0.6786 0.8811 0.046 Uiso 1 1 calc R . . C13 C 0.1895(4) 0.7771(3) 0.79160(19) 0.0278(8) Uani 1 1 d . . . C14 C 0.3719(4) 0.7175(3) 0.79756(18) 0.0254(8) Uani 1 1 d . . . C15 C 0.4097(4) 0.5938(3) 0.79716(18) 0.0243(8) Uani 1 1 d . . . C16 C 0.3394(4) 0.5641(3) 0.74127(19) 0.0291(8) Uani 1 1 d . . . H16A H 0.2612 0.6216 0.7055 0.035 Uiso 1 1 calc R . . C17 C 0.3805(4) 0.4543(3) 0.73691(19) 0.0305(9) Uani 1 1 d . . . H17A H 0.3291 0.4388 0.6991 0.037 Uiso 1 1 calc R . . C18 C 0.5004(5) 0.3639(3) 0.78930(19) 0.0300(8) Uani 1 1 d . . . C19 C 0.5686(5) 0.3917(3) 0.84657(19) 0.0298(9) Uani 1 1 d . . . H19A H 0.6466 0.3346 0.8826 0.036 Uiso 1 1 calc R . . C20 C 0.5211(4) 0.5036(3) 0.85013(18) 0.0277(8) Uani 1 1 d . . . C21 C 0.5673(4) 0.6258(3) 0.91648(18) 0.0277(8) Uani 1 1 d . . . C22 C 0.6555(5) 0.6298(3) 0.97692(19) 0.0334(9) Uani 1 1 d . . . H22A H 0.7256 0.5618 1.0090 0.040 Uiso 1 1 calc R . . C23 C 0.6411(5) 0.7344(3) 0.99059(19) 0.0300(9) Uani 1 1 d . . . C24 C 0.5316(5) 0.8330(3) 0.9403(2) 0.0353(9) Uani 1 1 d . . . H24A H 0.5180 0.9047 0.9470 0.042 Uiso 1 1 calc R . . C25 C 0.4439(5) 0.8257(3) 0.8809(2) 0.0332(9) Uani 1 1 d . . . H25A H 0.3712 0.8928 0.8493 0.040 Uiso 1 1 calc R . . C26 C 0.4599(4) 0.7219(3) 0.86657(18) 0.0266(8) Uani 1 1 d . . . C27 C 0.5091(6) 0.2236(4) 0.7199(2) 0.0480(11) Uani 1 1 d . . . H27A H 0.6104 0.1870 0.7019 0.058 Uiso 1 1 calc R . . H27B H 0.4565 0.2945 0.6793 0.058 Uiso 1 1 calc R . . C28 C 0.3966(8) 0.1432(4) 0.7378(3) 0.0789(18) Uani 1 1 d . . . H28A H 0.3771 0.1242 0.6935 0.118 Uiso 1 1 calc R . . H28B H 0.2935 0.1808 0.7528 0.118 Uiso 1 1 calc R . . H28C H 0.4472 0.0733 0.7785 0.118 Uiso 1 1 calc R . . C29 C 0.6835(6) 0.1656(3) 0.8363(2) 0.0497(12) Uani 1 1 d . . . H29A H 0.6753 0.0891 0.8384 0.060 Uiso 1 1 calc R . . H29B H 0.6698 0.1703 0.8871 0.060 Uiso 1 1 calc R . . C30 C 0.8543(6) 0.1785(4) 0.8133(3) 0.0651(14) Uani 1 1 d . . . H30A H 0.9361 0.1168 0.8483 0.098 Uiso 1 1 calc R . . H30B H 0.8662 0.2521 0.8141 0.098 Uiso 1 1 calc R . . H30C H 0.8689 0.1746 0.7629 0.098 Uiso 1 1 calc R . . C31 C 0.7237(6) 0.8494(4) 1.0611(2) 0.0504(12) Uani 1 1 d . . . H31A H 0.7577 0.8335 1.1138 0.060 Uiso 1 1 calc R . . H31B H 0.6105 0.8964 1.0522 0.060 Uiso 1 1 calc R . . C32 C 0.8304(6) 0.9196(4) 1.0113(3) 0.0686(15) Uani 1 1 d . . . H32A H 0.8227 0.9888 1.0238 0.103 Uiso 1 1 calc R . . H32B H 0.7936 0.9405 0.9589 0.103 Uiso 1 1 calc R . . H32C H 0.9430 0.8743 1.0193 0.103 Uiso 1 1 calc R . . C33 C 0.8380(5) 0.6371(4) 1.1024(2) 0.0485(11) Uani 1 1 d . . . H33A H 0.7869 0.5726 1.1135 0.058 Uiso 1 1 calc R . . H33B H 0.8545 0.6504 1.1498 0.058 Uiso 1 1 calc R . . C34 C 1.0021(6) 0.6050(5) 1.0712(3) 0.0663(14) Uani 1 1 d . . . H34A H 1.0703 0.5362 1.1075 0.099 Uiso 1 1 calc R . . H34B H 1.0546 0.6677 1.0614 0.099 Uiso 1 1 calc R . . H34C H 0.9868 0.5904 1.0247 0.099 Uiso 1 1 calc R . . Cl2 Cl 0.32699(14) 0.75248(12) 0.48186(7) 0.0615(4) Uani 1 1 d U . . O3 O 0.2127(4) 0.7673(3) 0.42237(18) 0.0691(10) Uani 1 1 d U A . O4 O 0.3709(10) 0.6214(6) 0.5316(5) 0.093(3) Uani 0.596(9) 1 d PU A 1 O5 O 0.2459(17) 0.8090(9) 0.5336(8) 0.081(3) Uani 0.596(9) 1 d PU A 1 O6 O 0.4798(6) 0.7755(6) 0.4639(3) 0.050(2) Uani 0.596(9) 1 d PU A 1 O4' O 0.3834(16) 0.8705(11) 0.4417(6) 0.097(4) Uani 0.404(9) 1 d PU A 2 O5' O 0.4573(12) 0.6719(11) 0.4842(6) 0.090(4) Uani 0.404(9) 1 d PU A 2 O6' O 0.258(2) 0.7556(15) 0.5458(8) 0.078(5) Uani 0.404(9) 1 d PU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0325(3) 0.0509(3) 0.0359(3) -0.0193(2) 0.0021(2) 0.0014(2) Cl1 0.0428(7) 0.1214(12) 0.0562(7) -0.0566(8) -0.0039(6) 0.0087(7) O1 0.0492(18) 0.0286(15) 0.0382(15) -0.0007(13) 0.0025(13) -0.0061(13) O2 0.0476(17) 0.0200(13) 0.0337(13) -0.0120(11) -0.0150(12) -0.0017(12) N1 0.041(2) 0.055(2) 0.080(3) -0.030(2) 0.007(2) -0.0053(19) N2 0.0292(18) 0.0403(19) 0.0279(16) -0.0101(14) 0.0048(14) -0.0001(15) N3 0.046(2) 0.042(2) 0.0396(18) -0.0041(16) 0.0098(17) 0.0070(17) N4 0.0225(16) 0.0253(16) 0.0263(14) -0.0079(13) 0.0056(13) -0.0050(13) N5 0.054(2) 0.0241(17) 0.0370(17) -0.0140(14) -0.0090(16) -0.0048(16) N6 0.055(2) 0.0315(18) 0.0389(18) -0.0166(15) -0.0075(16) -0.0116(17) C1 0.079(4) 0.035(3) 0.107(4) -0.023(3) 0.048(3) -0.009(3) C2 0.069(3) 0.057(3) 0.030(2) -0.005(2) 0.016(2) 0.019(3) C3 0.033(2) 0.075(3) 0.042(2) -0.030(2) 0.0052(19) -0.010(2) C4 0.051(3) 0.054(3) 0.078(3) -0.033(3) 0.030(3) -0.018(2) C5 0.026(2) 0.040(2) 0.034(2) -0.0160(17) 0.0066(17) -0.0053(18) C6 0.024(2) 0.035(2) 0.0306(18) -0.0100(16) 0.0046(16) -0.0066(17) C7 0.033(2) 0.0222(19) 0.0324(19) -0.0128(17) -0.0022(17) -0.0037(17) C8 0.027(2) 0.0246(19) 0.0360(19) -0.0196(16) -0.0020(16) 0.0011(17) C9 0.036(2) 0.031(2) 0.055(2) -0.0228(19) -0.009(2) 0.0042(19) C10 0.025(2) 0.052(3) 0.077(3) -0.044(3) -0.001(2) 0.002(2) C11 0.033(2) 0.059(3) 0.068(3) -0.040(3) 0.019(2) -0.015(2) C12 0.035(2) 0.044(2) 0.039(2) -0.0200(19) 0.0099(18) -0.009(2) C13 0.026(2) 0.027(2) 0.0348(19) -0.0178(16) 0.0041(16) -0.0032(16) C14 0.0238(19) 0.0242(19) 0.0256(17) -0.0067(15) 0.0025(15) -0.0034(16) C15 0.0249(19) 0.0212(18) 0.0251(17) -0.0062(15) 0.0033(15) -0.0049(16) C16 0.026(2) 0.029(2) 0.0297(18) -0.0092(16) -0.0006(16) -0.0025(17) C17 0.032(2) 0.033(2) 0.0297(18) -0.0127(16) -0.0023(16) -0.0116(18) C18 0.036(2) 0.027(2) 0.0282(18) -0.0087(16) 0.0023(16) -0.0098(17) C19 0.036(2) 0.0222(19) 0.0288(18) -0.0071(15) -0.0059(16) -0.0033(17) C20 0.030(2) 0.027(2) 0.0269(18) -0.0099(15) 0.0013(16) -0.0076(17) C21 0.034(2) 0.0221(19) 0.0299(19) -0.0112(16) 0.0041(17) -0.0083(17) C22 0.042(2) 0.027(2) 0.0300(19) -0.0088(16) -0.0058(17) -0.0057(18) C23 0.035(2) 0.031(2) 0.0272(18) -0.0117(16) 0.0052(16) -0.0130(18) C24 0.040(2) 0.030(2) 0.041(2) -0.0190(18) 0.0036(19) -0.0079(19) C25 0.034(2) 0.026(2) 0.038(2) -0.0103(17) -0.0009(18) -0.0038(17) C26 0.025(2) 0.027(2) 0.0299(18) -0.0126(16) 0.0026(16) -0.0065(16) C27 0.068(3) 0.037(2) 0.041(2) -0.0198(19) -0.006(2) -0.007(2) C28 0.127(5) 0.063(3) 0.055(3) -0.008(3) -0.021(3) -0.050(4) C29 0.071(3) 0.025(2) 0.048(2) -0.0143(19) -0.017(2) 0.001(2) C30 0.058(3) 0.048(3) 0.084(3) -0.027(3) -0.018(3) 0.008(3) C31 0.071(3) 0.041(3) 0.048(2) -0.024(2) -0.009(2) -0.015(2) C32 0.074(4) 0.052(3) 0.080(3) -0.010(3) -0.016(3) -0.030(3) C33 0.048(3) 0.059(3) 0.048(2) -0.028(2) -0.003(2) -0.017(2) C34 0.045(3) 0.080(4) 0.086(4) -0.041(3) 0.006(3) -0.017(3) Cl2 0.0388(7) 0.0871(10) 0.0742(8) -0.0464(7) 0.0019(6) -0.0170(7) O3 0.053(2) 0.088(2) 0.065(2) -0.0294(18) -0.0119(17) -0.0074(19) O4 0.092(5) 0.067(4) 0.100(5) 0.000(4) -0.035(4) -0.018(4) O5 0.050(5) 0.112(7) 0.101(8) -0.078(6) 0.001(5) 0.005(6) O6 0.026(3) 0.077(5) 0.044(3) -0.016(3) 0.007(2) -0.014(3) O4' 0.117(9) 0.087(8) 0.098(7) -0.031(6) 0.009(6) -0.046(7) O5' 0.056(6) 0.094(8) 0.083(6) -0.020(6) 0.006(5) 0.036(6) O6' 0.042(6) 0.141(12) 0.038(5) -0.023(7) 0.031(4) -0.013(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 N1 1.958(4) . ? Cu1 N3 1.984(4) . ? Cu1 N2 2.063(3) . ? Cu1 Cl1 2.2540(12) . ? O1 C7 1.214(4) . ? O2 C21 1.381(4) . ? O2 C20 1.382(4) . ? N1 C1 1.444(6) . ? N1 H1C 0.9000 . ? N1 H1D 0.9000 . ? N2 C3 1.468(5) . ? N2 C5 1.486(4) . ? N2 C2 1.503(5) . ? N3 C4 1.476(5) . ? N3 H3C 0.9000 . ? N3 H3D 0.9000 . ? N4 C7 1.355(4) . ? N4 C6 1.458(4) . ? N4 C14 1.488(4) . ? N5 C18 1.383(5) . ? N5 C27 1.451(5) . ? N5 C29 1.457(5) . ? N6 C23 1.372(4) . ? N6 C31 1.443(5) . ? N6 C33 1.452(5) . ? C1 C2 1.520(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.497(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.535(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.486(5) . ? C8 C9 1.381(5) . ? C8 C13 1.393(5) . ? C9 C10 1.383(6) . ? C9 H9A 0.9300 . ? C10 C11 1.377(6) . ? C10 H10A 0.9300 . ? C11 C12 1.379(6) . ? C11 H11A 0.9300 . ? C12 C13 1.384(5) . ? C12 H12A 0.9300 . ? C13 C14 1.515(5) . ? C14 C15 1.512(5) . ? C14 C26 1.519(5) . ? C15 C20 1.384(5) . ? C15 C16 1.401(5) . ? C16 C17 1.368(5) . ? C16 H16A 0.9300 . ? C17 C18 1.416(5) . ? C17 H17A 0.9300 . ? C18 C19 1.399(5) . ? C19 C20 1.389(5) . ? C19 H19A 0.9300 . ? C21 C26 1.378(5) . ? C21 C22 1.382(5) . ? C22 C23 1.397(5) . ? C22 H22A 0.9300 . ? C23 C24 1.404(5) . ? C24 C25 1.381(5) . ? C24 H24A 0.9300 . ? C25 C26 1.392(5) . ? C25 H25A 0.9300 . ? C27 C28 1.502(6) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.516(7) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.501(6) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 C34 1.495(6) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? Cl2 O5' 1.284(8) . ? Cl2 O6' 1.323(14) . ? Cl2 O6 1.390(5) . ? Cl2 O3 1.415(3) . ? Cl2 O5 1.443(12) . ? Cl2 O4 1.558(6) . ? Cl2 O4' 1.609(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 Cu1 N3 165.76(15) . . ? N1 Cu1 N2 86.21(14) . . ? N3 Cu1 N2 84.94(13) . . ? N1 Cu1 Cl1 91.76(12) . . ? N3 Cu1 Cl1 94.24(10) . . ? N2 Cu1 Cl1 166.44(9) . . ? C21 O2 C20 118.0(3) . . ? C1 N1 Cu1 111.6(3) . . ? C1 N1 H1C 109.3 . . ? Cu1 N1 H1C 109.3 . . ? C1 N1 H1D 109.3 . . ? Cu1 N1 H1D 109.3 . . ? H1C N1 H1D 108.0 . . ? C3 N2 C5 113.4(3) . . ? C3 N2 C2 114.1(3) . . ? C5 N2 C2 111.8(3) . . ? C3 N2 Cu1 101.9(2) . . ? C5 N2 Cu1 112.2(2) . . ? C2 N2 Cu1 102.5(2) . . ? C4 N3 Cu1 110.5(2) . . ? C4 N3 H3C 109.6 . . ? Cu1 N3 H3C 109.6 . . ? C4 N3 H3D 109.6 . . ? Cu1 N3 H3D 109.6 . . ? H3C N3 H3D 108.1 . . ? C7 N4 C6 122.4(3) . . ? C7 N4 C14 114.9(3) . . ? C6 N4 C14 122.5(3) . . ? C18 N5 C27 123.4(3) . . ? C18 N5 C29 120.5(3) . . ? C27 N5 C29 113.9(3) . . ? C23 N6 C31 122.2(3) . . ? C23 N6 C33 121.0(3) . . ? C31 N6 C33 116.6(3) . . ? N1 C1 C2 108.4(4) . . ? N1 C1 H1A 110.0 . . ? C2 C1 H1A 110.0 . . ? N1 C1 H1B 110.0 . . ? C2 C1 H1B 110.0 . . ? H1A C1 H1B 108.4 . . ? N2 C2 C1 109.1(4) . . ? N2 C2 H2A 109.9 . . ? C1 C2 H2A 109.9 . . ? N2 C2 H2B 109.9 . . ? C1 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 109.0(3) . . ? N2 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? N2 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? N3 C4 C3 107.5(3) . . ? N3 C4 H4A 110.2 . . ? C3 C4 H4A 110.2 . . ? N3 C4 H4B 110.2 . . ? C3 C4 H4B 110.2 . . ? H4A C4 H4B 108.5 . . ? N2 C5 C6 114.6(3) . . ? N2 C5 H5A 108.6 . . ? C6 C5 H5A 108.6 . . ? N2 C5 H5B 108.6 . . ? C6 C5 H5B 108.6 . . ? H5A C5 H5B 107.6 . . ? N4 C6 C5 110.0(3) . . ? N4 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N4 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? O1 C7 N4 125.1(3) . . ? O1 C7 C8 129.0(3) . . ? N4 C7 C8 105.8(3) . . ? C9 C8 C13 121.6(3) . . ? C9 C8 C7 129.9(3) . . ? C13 C8 C7 108.5(3) . . ? C8 C9 C10 118.0(4) . . ? C8 C9 H9A 121.0 . . ? C10 C9 H9A 121.0 . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10A 119.7 . . ? C9 C10 H10A 119.7 . . ? C10 C11 C12 121.5(4) . . ? C10 C11 H11A 119.2 . . ? C12 C11 H11A 119.2 . . ? C11 C12 C13 118.6(4) . . ? C11 C12 H12A 120.7 . . ? C13 C12 H12A 120.7 . . ? C12 C13 C8 119.7(3) . . ? C12 C13 C14 129.7(3) . . ? C8 C13 C14 110.6(3) . . ? N4 C14 C15 110.5(3) . . ? N4 C14 C13 99.9(2) . . ? C15 C14 C13 114.5(3) . . ? N4 C14 C26 110.0(3) . . ? C15 C14 C26 110.1(3) . . ? C13 C14 C26 111.4(3) . . ? C20 C15 C16 115.7(3) . . ? C20 C15 C14 122.2(3) . . ? C16 C15 C14 122.1(3) . . ? C17 C16 C15 123.0(3) . . ? C17 C16 H16A 118.5 . . ? C15 C16 H16A 118.5 . . ? C16 C17 C18 120.8(3) . . ? C16 C17 H17A 119.6 . . ? C18 C17 H17A 119.6 . . ? N5 C18 C19 120.6(3) . . ? N5 C18 C17 122.6(3) . . ? C19 C18 C17 116.8(3) . . ? C20 C19 C18 120.7(3) . . ? C20 C19 H19A 119.7 . . ? C18 C19 H19A 119.7 . . ? O2 C20 C15 123.6(3) . . ? O2 C20 C19 113.4(3) . . ? C15 C20 C19 122.9(3) . . ? C26 C21 O2 123.2(3) . . ? C26 C21 C22 123.4(3) . . ? O2 C21 C22 113.4(3) . . ? C21 C22 C23 121.0(3) . . ? C21 C22 H22A 119.5 . . ? C23 C22 H22A 119.5 . . ? N6 C23 C22 122.0(3) . . ? N6 C23 C24 121.8(3) . . ? C22 C23 C24 116.2(3) . . ? C25 C24 C23 121.3(3) . . ? C25 C24 H24A 119.3 . . ? C23 C24 H24A 119.3 . . ? C24 C25 C26 122.5(3) . . ? C24 C25 H25A 118.7 . . ? C26 C25 H25A 118.7 . . ? C21 C26 C25 115.5(3) . . ? C21 C26 C14 122.7(3) . . ? C25 C26 C14 121.6(3) . . ? N5 C27 C28 112.8(4) . . ? N5 C27 H27A 109.0 . . ? C28 C27 H27A 109.0 . . ? N5 C27 H27B 109.0 . . ? C28 C27 H27B 109.0 . . ? H27A C27 H27B 107.8 . . ? 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 . . ? N5 C29 C30 114.0(4) . . ? N5 C29 H29A 108.8 . . ? C30 C29 H29A 108.8 . . ? N5 C29 H29B 108.8 . . ? C30 C29 H29B 108.8 . . ? H29A C29 H29B 107.6 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N6 C31 C32 115.6(4) . . ? N6 C31 H31A 108.4 . . ? C32 C31 H31A 108.4 . . ? N6 C31 H31B 108.4 . . ? C32 C31 H31B 108.4 . . ? H31A C31 H31B 107.4 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N6 C33 C34 112.7(4) . . ? N6 C33 H33A 109.1 . . ? C34 C33 H33A 109.1 . . ? N6 C33 H33B 109.1 . . ? C34 C33 H33B 109.1 . . ? H33A C33 H33B 107.8 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O5' Cl2 O6' 119.4(8) . . ? O5' Cl2 O6 57.7(6) . . ? O6' Cl2 O6 123.4(10) . . ? O5' Cl2 O3 110.9(5) . . ? O6' Cl2 O3 113.5(9) . . ? O6 Cl2 O3 119.1(3) . . ? O5' Cl2 O5 136.7(7) . . ? O6' Cl2 O5 25.3(9) . . ? O6 Cl2 O5 112.4(6) . . ? O3 Cl2 O5 109.8(6) . . ? O5' Cl2 O4 50.6(6) . . ? O6' Cl2 O4 77.9(8) . . ? O6 Cl2 O4 103.9(4) . . ? O3 Cl2 O4 107.3(3) . . ? O5 Cl2 O4 102.8(6) . . ? O5' Cl2 O4' 103.7(8) . . ? O6' Cl2 O4' 109.9(9) . . ? O6 Cl2 O4' 46.9(5) . . ? O3 Cl2 O4' 96.4(4) . . ? O5 Cl2 O4' 86.0(6) . . ? O4 Cl2 O4' 149.8(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.609 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.068