# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Zhiquan Pan' _publ_contact_author_name 'Zhiquan Pan' _publ_contact_author_email Zhiqpan@163.com data_110525bm _database_code_depnum_ccdc_archive 'CCDC 860014' #TrackingRef '- 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H42 Cl Cu N7 O7' _chemical_formula_weight 759.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5264(13) _cell_length_b 12.9839(16) _cell_length_c 14.3384(17) _cell_angle_alpha 84.637(2) _cell_angle_beta 69.806(2) _cell_angle_gamma 85.307(2) _cell_volume 1828.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4720 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 28.19 _exptl_crystal_description Block _exptl_crystal_colour blue _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.380 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 794 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8336 _exptl_absorpt_correction_T_max 0.8684 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10842 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_sigmaI/netI 0.0654 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6377 _reflns_number_gt 5620 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.1016P)^2^+2.2036P] 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 6377 _refine_ls_number_parameters 500 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0748 _refine_ls_R_factor_gt 0.0672 _refine_ls_wR_factor_ref 0.1848 _refine_ls_wR_factor_gt 0.1790 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 Cu1 Cu 0.52249(4) 0.54560(3) 0.61928(3) 0.02517(18) Uani 1 1 d . . . C1 C 0.4126(4) 0.7306(3) 0.5352(3) 0.0255(8) Uani 1 1 d . . . C2 C 0.3021(4) 0.8050(3) 0.5430(3) 0.0312(9) Uani 1 1 d . . . C3 C 0.3237(4) 0.9004(3) 0.4861(3) 0.0342(9) Uani 1 1 d . . . H3 H 0.2489 0.9489 0.4929 0.041 Uiso 1 1 calc R . . C4 C 0.4493(5) 0.9258(3) 0.4208(3) 0.0345(9) Uani 1 1 d . . . C5 C 0.5562(4) 0.8544(3) 0.4144(3) 0.0314(9) Uani 1 1 d . . . H5 H 0.6438 0.8709 0.3702 0.038 Uiso 1 1 calc R . . C6 C 0.5417(4) 0.7585(3) 0.4700(3) 0.0267(8) Uani 1 1 d . . . C7 C 0.6630(4) 0.6911(3) 0.4555(3) 0.0297(9) Uani 1 1 d . . . H7 H 0.7442 0.7122 0.4051 0.036 Uiso 1 1 calc R . . C8 C 0.7942(4) 0.5398(3) 0.4795(3) 0.0369(10) Uani 1 1 d . . . H8A H 0.8734 0.5828 0.4481 0.044 Uiso 1 1 calc R . . H8B H 0.7938 0.4891 0.4321 0.044 Uiso 1 1 calc R . . C9 C 0.8015(4) 0.4839(3) 0.5755(4) 0.0391(10) Uani 1 1 d . . . H9A H 0.8690 0.4245 0.5607 0.047 Uiso 1 1 calc R . . H9B H 0.8286 0.5316 0.6144 0.047 Uiso 1 1 calc R . . C10 C 0.6506(4) 0.3583(3) 0.6822(3) 0.0331(9) Uani 1 1 d . . . H10 H 0.7300 0.3169 0.6805 0.040 Uiso 1 1 calc R . . C11 C 0.5225(4) 0.3178(3) 0.7402(3) 0.0296(9) Uani 1 1 d . . . C12 C 0.5262(5) 0.2201(3) 0.7933(3) 0.0357(10) Uani 1 1 d . . . H12 H 0.6117 0.1881 0.7905 0.043 Uiso 1 1 calc R . . C13 C 0.4112(5) 0.1704(3) 0.8484(3) 0.0383(10) Uani 1 1 d . . . C14 C 0.2886(5) 0.2168(3) 0.8474(3) 0.0354(10) Uani 1 1 d . . . H14 H 0.2082 0.1817 0.8825 0.042 Uiso 1 1 calc R . . C15 C 0.2772(4) 0.3129(3) 0.7971(3) 0.0307(9) Uani 1 1 d . . . C16 C 0.3940(4) 0.3670(3) 0.7439(3) 0.0282(9) Uani 1 1 d . . . C17 C 0.4173(6) 0.0682(4) 0.9081(4) 0.0528(13) Uani 1 1 d . . . H17A H 0.5048 0.0311 0.8774 0.079 Uiso 1 1 calc R . . H17B H 0.3439 0.0260 0.9091 0.079 Uiso 1 1 calc R . . H17C H 0.4074 0.0817 0.9765 0.079 Uiso 1 1 calc R . . C18 C 0.1439(4) 0.3559(3) 0.7964(3) 0.0332(9) Uani 1 1 d . . . H18 H 0.1397 0.4191 0.7583 0.040 Uiso 1 1 calc R . . C19 C -0.0916(5) 0.3586(4) 0.8342(4) 0.0506(13) Uani 1 1 d . . . H19A H -0.1313 0.3092 0.8048 0.061 Uiso 1 1 calc R . . H19B H -0.0732 0.4222 0.7890 0.061 Uiso 1 1 calc R . . C20 C -0.1913(5) 0.3848(4) 0.9348(4) 0.0570(14) Uani 1 1 d . . . H20A H -0.2839 0.3923 0.9312 0.068 Uiso 1 1 calc R . . H20B H -0.1893 0.3270 0.9846 0.068 Uiso 1 1 calc R . . C21 C -0.1603(5) 0.4835(5) 0.9689(4) 0.0520(13) Uani 1 1 d . . . H21A H -0.2047 0.4845 1.0420 0.062 Uiso 1 1 calc R . . H21B H -0.0613 0.4850 0.9537 0.062 Uiso 1 1 calc R . . C22 C -0.1348(5) 0.6664(4) 0.9211(3) 0.0473(12) Uani 1 1 d . . . H22A H -0.1260 0.6669 0.9875 0.057 Uiso 1 1 calc R . . H22B H -0.1891 0.7297 0.9112 0.057 Uiso 1 1 calc R . . C23 C 0.0058(4) 0.6704(4) 0.8423(3) 0.0425(11) Uani 1 1 d . . . H23A H 0.0524 0.7289 0.8533 0.051 Uiso 1 1 calc R . . H23B H 0.0591 0.6057 0.8498 0.051 Uiso 1 1 calc R . . C24 C 0.0018(4) 0.6833(4) 0.7375(3) 0.0388(10) Uani 1 1 d . . . H24A H -0.0321 0.6202 0.7223 0.047 Uiso 1 1 calc R . . H24B H -0.0611 0.7426 0.7319 0.047 Uiso 1 1 calc R . . C25 C 0.1696(4) 0.7861(3) 0.6095(3) 0.0354(10) Uani 1 1 d . . . H25 H 0.1003 0.8389 0.6130 0.042 Uiso 1 1 calc R . . C26 C -0.3540(4) 0.5971(4) 0.9700(3) 0.0424(11) Uani 1 1 d . . . H26A H -0.3680 0.6413 1.0258 0.051 Uiso 1 1 calc R . . H26B H -0.3965 0.5308 0.9984 0.051 Uiso 1 1 calc R . . C27 C -0.4229(4) 0.6498(3) 0.9013(3) 0.0290(9) Uani 1 1 d . . . C28 C -0.5063(5) 0.7394(3) 0.9233(3) 0.0394(10) Uani 1 1 d . . . H28 H -0.5160 0.7734 0.9814 0.047 Uiso 1 1 calc R . . C29 C -0.5751(5) 0.7786(3) 0.8598(3) 0.0416(11) Uani 1 1 d . . . H29 H -0.6335 0.8392 0.8742 0.050 Uiso 1 1 calc R . . C30 C -0.5574(4) 0.7288(3) 0.7759(3) 0.0342(9) Uani 1 1 d . . . H30 H -0.6049 0.7565 0.7328 0.041 Uiso 1 1 calc R . . C31 C -0.4110(4) 0.6059(3) 0.8136(3) 0.0324(9) Uani 1 1 d . . . H31 H -0.3525 0.5457 0.7968 0.039 Uiso 1 1 calc R . . C32 C 0.9350(13) 0.0601(10) 0.8647(10) 0.160(5) Uani 1 1 d . . . H32A H 0.8545 0.0231 0.8714 0.239 Uiso 1 1 calc R . . H32B H 0.9545 0.1097 0.8063 0.239 Uiso 1 1 calc R . . H32C H 0.9186 0.0973 0.9245 0.239 Uiso 1 1 calc R . . C33 C 1.0561(17) -0.0177(11) 0.8520(12) 0.153(5) Uani 1 1 d . . . C36 C 0.4703(5) 1.0280(3) 0.3586(3) 0.0419(11) Uani 1 1 d . . . H36A H 0.4330 1.0263 0.3050 0.063 Uiso 1 1 calc R . . H36B H 0.5675 1.0394 0.3298 0.063 Uiso 1 1 calc R . . H36C H 0.4242 1.0844 0.4008 0.063 Uiso 1 1 calc R . . O1 O 0.3885(3) 0.6417(2) 0.5887(2) 0.0281(6) Uani 1 1 d . . . O2 O 0.3808(3) 0.4587(2) 0.6992(2) 0.0294(6) Uani 1 1 d . . . Cl1 Cl 0.9713(9) 0.8097(6) 0.4390(6) 0.0634(15) Uani 0.60 1 d P A 1 O3 O 1.1005(11) 0.8583(9) 0.4135(9) 0.096(3) Uani 0.60 1 d P A 1 O4 O 0.8652(11) 0.8819(9) 0.4417(12) 0.125(4) Uani 0.60 1 d P A 1 O5 O 0.9444(15) 0.7404(12) 0.5278(10) 0.123(5) Uani 0.60 1 d P A 1 O6 O 0.9894(7) 0.7414(6) 0.3595(6) 0.075(2) Uani 0.60 1 d P A 1 Cl1' Cl 0.9940(12) 0.8415(9) 0.4119(10) 0.070(3) Uani 0.40 1 d P B 2 O3' O 0.8965(13) 0.8666(12) 0.3639(11) 0.083(4) Uani 0.40 1 d P B 2 O4' O 1.1320(16) 0.8615(13) 0.3393(14) 0.095(4) Uani 0.40 1 d P B 2 O5' O 0.995(2) 0.7352(19) 0.456(2) 0.126(7) Uani 0.40 1 d P B 2 O6' O 0.9756(16) 0.9166(12) 0.4896(12) 0.111(5) Uani 0.40 1 d P B 2 O7 O 0.1553(9) 0.0742(7) 0.3056(9) 0.217(5) Uani 1 1 d . . . H7A H 0.1426 0.0098 0.3100 0.326 Uiso 1 1 d R . . H7B H 0.1576 0.0895 0.3614 0.326 Uiso 1 1 d R . . N1 N 0.6678(3) 0.6055(3) 0.5057(2) 0.0291(7) Uani 1 1 d . . . N2 N 0.6658(4) 0.4475(3) 0.6319(3) 0.0334(8) Uani 1 1 d . . . N3 N 0.0353(4) 0.3128(3) 0.8439(3) 0.0480(10) Uani 1 1 d . . . N4 N -0.2078(4) 0.5765(3) 0.9200(3) 0.0387(9) Uani 1 1 d . . . N5 N 0.1366(3) 0.7012(3) 0.6662(3) 0.0351(8) Uani 1 1 d . . . H5A H 0.2000 0.6513 0.6610 0.042 Uiso 1 1 calc R . . N6 N -0.4764(3) 0.6427(3) 0.7509(2) 0.0315(8) Uani 1 1 d . . . N7 N 1.1479(14) -0.0732(11) 0.8213(12) 0.204(6) 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 0.0241(3) 0.0256(3) 0.0270(3) -0.00103(18) -0.0116(2) 0.00400(18) C1 0.030(2) 0.030(2) 0.0206(19) -0.0004(15) -0.0142(16) -0.0014(16) C2 0.032(2) 0.034(2) 0.029(2) 0.0041(17) -0.0135(17) 0.0007(17) C3 0.039(2) 0.033(2) 0.033(2) 0.0032(17) -0.0169(19) 0.0038(18) C4 0.045(3) 0.033(2) 0.027(2) 0.0032(17) -0.0157(19) -0.0050(19) C5 0.034(2) 0.037(2) 0.022(2) -0.0010(16) -0.0079(17) -0.0047(18) C6 0.031(2) 0.032(2) 0.0185(18) -0.0034(15) -0.0096(16) -0.0024(16) C7 0.030(2) 0.037(2) 0.0217(19) -0.0037(16) -0.0074(16) -0.0048(17) C8 0.029(2) 0.036(2) 0.041(2) -0.0089(19) -0.0057(19) 0.0040(18) C9 0.027(2) 0.036(2) 0.056(3) -0.006(2) -0.017(2) 0.0075(18) C10 0.039(2) 0.032(2) 0.034(2) -0.0090(17) -0.0195(19) 0.0104(18) C11 0.040(2) 0.027(2) 0.028(2) -0.0067(16) -0.0186(18) 0.0063(17) C12 0.051(3) 0.029(2) 0.034(2) -0.0068(18) -0.025(2) 0.0113(19) C13 0.061(3) 0.026(2) 0.030(2) 0.0010(17) -0.020(2) 0.005(2) C14 0.051(3) 0.028(2) 0.028(2) -0.0012(17) -0.0144(19) -0.0044(19) C15 0.043(2) 0.029(2) 0.025(2) -0.0029(16) -0.0166(18) 0.0000(18) C16 0.041(2) 0.0251(19) 0.0220(19) -0.0029(15) -0.0157(17) 0.0020(17) C17 0.080(4) 0.030(2) 0.054(3) 0.008(2) -0.034(3) 0.001(2) C18 0.043(3) 0.029(2) 0.029(2) 0.0026(16) -0.0151(19) -0.0041(18) C19 0.044(3) 0.046(3) 0.071(4) 0.010(2) -0.033(3) -0.013(2) C20 0.035(3) 0.063(3) 0.070(4) 0.027(3) -0.020(3) -0.014(2) C21 0.033(3) 0.086(4) 0.035(3) 0.014(2) -0.015(2) -0.002(2) C22 0.037(3) 0.071(3) 0.034(2) -0.011(2) -0.008(2) -0.012(2) C23 0.031(2) 0.061(3) 0.037(3) -0.005(2) -0.0125(19) -0.008(2) C24 0.025(2) 0.049(3) 0.039(2) 0.007(2) -0.0098(18) -0.0037(19) C25 0.030(2) 0.039(2) 0.036(2) 0.0044(18) -0.0131(18) 0.0043(18) C26 0.028(2) 0.071(3) 0.027(2) 0.005(2) -0.0107(18) -0.007(2) C27 0.026(2) 0.044(2) 0.0193(19) -0.0003(16) -0.0085(16) -0.0092(17) C28 0.048(3) 0.038(2) 0.032(2) -0.0076(19) -0.010(2) -0.009(2) C29 0.055(3) 0.031(2) 0.039(3) -0.0065(19) -0.016(2) 0.004(2) C30 0.043(2) 0.028(2) 0.032(2) 0.0003(17) -0.0153(19) -0.0002(18) C31 0.030(2) 0.040(2) 0.027(2) -0.0053(17) -0.0109(17) 0.0057(17) C32 0.157(11) 0.155(11) 0.170(12) 0.003(9) -0.067(10) 0.003(10) C33 0.151(12) 0.123(11) 0.193(14) -0.030(9) -0.062(11) -0.017(9) C36 0.052(3) 0.037(2) 0.036(2) 0.0066(19) -0.016(2) -0.005(2) O1 0.0288(14) 0.0276(14) 0.0287(14) 0.0050(11) -0.0127(12) -0.0017(11) O2 0.0321(15) 0.0249(13) 0.0331(15) 0.0042(11) -0.0156(12) 0.0022(11) Cl1 0.047(2) 0.071(4) 0.087(4) -0.012(3) -0.040(3) -0.004(2) O3 0.072(7) 0.108(7) 0.123(9) -0.006(7) -0.052(7) -0.019(5) O4 0.087(7) 0.108(8) 0.189(13) -0.051(9) -0.059(9) 0.037(6) O5 0.142(11) 0.151(11) 0.098(8) -0.014(9) -0.060(8) -0.036(9) O6 0.067(5) 0.076(5) 0.077(5) -0.030(4) -0.008(4) -0.013(4) Cl1' 0.050(5) 0.069(6) 0.103(8) -0.026(4) -0.040(5) 0.011(4) O3' 0.055(7) 0.100(10) 0.102(10) 0.009(8) -0.039(7) -0.008(7) O4' 0.079(10) 0.097(10) 0.115(12) -0.016(10) -0.040(10) 0.005(7) O5' 0.124(16) 0.105(14) 0.15(2) -0.002(15) -0.053(15) 0.017(12) O6' 0.114(11) 0.101(10) 0.132(13) -0.041(9) -0.056(10) 0.016(9) O7 0.200(9) 0.134(7) 0.384(16) 0.036(8) -0.200(11) 0.006(6) N1 0.0262(17) 0.0325(18) 0.0280(17) -0.0060(14) -0.0082(14) 0.0022(14) N2 0.0333(19) 0.0335(19) 0.0349(19) -0.0042(15) -0.0149(15) 0.0057(15) N3 0.043(2) 0.040(2) 0.064(3) 0.0134(19) -0.024(2) -0.0081(18) N4 0.0277(19) 0.061(2) 0.0293(19) 0.0047(17) -0.0128(15) -0.0073(17) N5 0.0302(19) 0.041(2) 0.0329(19) 0.0083(15) -0.0113(15) -0.0040(15) N6 0.039(2) 0.0304(18) 0.0297(18) -0.0024(14) -0.0185(15) 0.0028(15) N7 0.175(12) 0.165(12) 0.257(16) -0.012(11) -0.061(12) 0.020(10) _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 O2 1.914(3) . ? Cu1 N2 1.939(3) . ? Cu1 O1 1.943(3) . ? Cu1 N1 1.958(3) . ? Cu1 N6 2.369(3) 1_655 ? C1 O1 1.316(5) . ? C1 C6 1.412(6) . ? C1 C2 1.430(5) . ? C2 C3 1.407(6) . ? C2 C25 1.418(6) . ? C3 C4 1.375(6) . ? C3 H3 0.9500 . ? C4 C5 1.382(6) . ? C4 C36 1.515(6) . ? C5 C6 1.403(6) . ? C5 H5 0.9500 . ? C6 C7 1.452(6) . ? C7 N1 1.274(5) . ? C7 H7 0.9500 . ? C8 N1 1.473(5) . ? C8 C9 1.517(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N2 1.470(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N2 1.297(5) . ? C10 C11 1.430(6) . ? C10 H10 0.9500 . ? C11 C12 1.422(6) . ? C11 C16 1.434(6) . ? C12 C13 1.371(7) . ? C12 H12 0.9500 . ? C13 C14 1.384(6) . ? C13 C17 1.520(6) . ? C14 C15 1.399(6) . ? C14 H14 0.9500 . ? C15 C16 1.407(6) . ? C15 C18 1.470(6) . ? C16 O2 1.319(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 N3 1.257(6) . ? C18 H18 0.9500 . ? C19 N3 1.463(6) . ? C19 C20 1.512(8) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.510(8) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 N4 1.478(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 N4 1.452(6) . ? C22 C23 1.522(6) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.511(6) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 N5 1.456(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 N5 1.303(5) . ? C25 H25 0.9500 . ? C26 N4 1.470(6) . ? C26 C27 1.500(6) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.391(6) . ? C27 C31 1.391(5) . ? C28 C29 1.386(6) . ? C28 H28 0.9500 . ? C29 C30 1.368(6) . ? C29 H29 0.9500 . ? C30 N6 1.346(5) . ? C30 H30 0.9500 . ? C31 N6 1.343(5) . ? C31 H31 0.9500 . ? C32 C33 1.530(17) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 N7 1.140(15) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? Cl1 O4 1.390(13) . ? Cl1 O5 1.446(16) . ? Cl1 O6 1.461(12) . ? Cl1 O3 1.462(12) . ? Cl1' O3' 1.424(18) . ? Cl1' O5' 1.46(2) . ? Cl1' O4' 1.49(2) . ? Cl1' O6' 1.50(2) . ? O7 H7A 0.8500 . ? O7 H7B 0.8500 . ? N5 H5A 0.8800 . ? N6 Cu1 2.369(3) 1_455 ? 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 O2 Cu1 N2 93.72(13) . . ? O2 Cu1 O1 89.72(11) . . ? N2 Cu1 O1 172.75(13) . . ? O2 Cu1 N1 161.90(13) . . ? N2 Cu1 N1 83.76(14) . . ? O1 Cu1 N1 90.99(12) . . ? O2 Cu1 N6 95.86(12) . 1_655 ? N2 Cu1 N6 93.92(13) . 1_655 ? O1 Cu1 N6 92.07(11) . 1_655 ? N1 Cu1 N6 102.19(13) . 1_655 ? O1 C1 C6 124.3(3) . . ? O1 C1 C2 118.8(3) . . ? C6 C1 C2 116.9(3) . . ? C3 C2 C25 118.3(4) . . ? C3 C2 C1 120.4(4) . . ? C25 C2 C1 121.3(4) . . ? C4 C3 C2 122.2(4) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C3 C4 C5 117.3(4) . . ? C3 C4 C36 121.6(4) . . ? C5 C4 C36 121.1(4) . . ? C4 C5 C6 123.2(4) . . ? C4 C5 H5 118.4 . . ? C6 C5 H5 118.4 . . ? C5 C6 C1 119.9(4) . . ? C5 C6 C7 117.2(4) . . ? C1 C6 C7 122.9(4) . . ? N1 C7 C6 124.4(4) . . ? N1 C7 H7 117.8 . . ? C6 C7 H7 117.8 . . ? N1 C8 C9 107.1(3) . . ? N1 C8 H8A 110.3 . . ? C9 C8 H8A 110.3 . . ? N1 C8 H8B 110.3 . . ? C9 C8 H8B 110.3 . . ? H8A C8 H8B 108.5 . . ? N2 C9 C8 107.1(3) . . ? N2 C9 H9A 110.3 . . ? C8 C9 H9A 110.3 . . ? N2 C9 H9B 110.3 . . ? C8 C9 H9B 110.3 . . ? H9A C9 H9B 108.6 . . ? N2 C10 C11 124.5(4) . . ? N2 C10 H10 117.8 . . ? C11 C10 H10 117.8 . . ? C12 C11 C10 116.4(4) . . ? C12 C11 C16 119.2(4) . . ? C10 C11 C16 124.3(4) . . ? C13 C12 C11 122.6(4) . . ? C13 C12 H12 118.7 . . ? C11 C12 H12 118.7 . . ? C12 C13 C14 117.3(4) . . ? C12 C13 C17 121.7(4) . . ? C14 C13 C17 121.0(5) . . ? C13 C14 C15 123.1(4) . . ? C13 C14 H14 118.4 . . ? C15 C14 H14 118.4 . . ? C14 C15 C16 120.1(4) . . ? C14 C15 C18 120.2(4) . . ? C16 C15 C18 119.7(4) . . ? O2 C16 C15 119.2(3) . . ? O2 C16 C11 123.3(4) . . ? C15 C16 C11 117.5(3) . . ? C13 C17 H17A 109.5 . . ? C13 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C13 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N3 C18 C15 123.1(4) . . ? N3 C18 H18 118.5 . . ? C15 C18 H18 118.5 . . ? N3 C19 C20 110.5(4) . . ? N3 C19 H19A 109.5 . . ? C20 C19 H19A 109.5 . . ? N3 C19 H19B 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? C21 C20 C19 112.5(4) . . ? C21 C20 H20A 109.1 . . ? C19 C20 H20A 109.1 . . ? C21 C20 H20B 109.1 . . ? C19 C20 H20B 109.1 . . ? H20A C20 H20B 107.8 . . ? N4 C21 C20 111.8(4) . . ? N4 C21 H21A 109.2 . . ? C20 C21 H21A 109.2 . . ? N4 C21 H21B 109.2 . . ? C20 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? N4 C22 C23 114.3(4) . . ? N4 C22 H22A 108.7 . . ? C23 C22 H22A 108.7 . . ? N4 C22 H22B 108.7 . . ? C23 C22 H22B 108.7 . . ? H22A C22 H22B 107.6 . . ? C24 C23 C22 112.7(4) . . ? C24 C23 H23A 109.0 . . ? C22 C23 H23A 109.0 . . ? C24 C23 H23B 109.0 . . ? C22 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? N5 C24 C23 110.4(3) . . ? N5 C24 H24A 109.6 . . ? C23 C24 H24A 109.6 . . ? N5 C24 H24B 109.6 . . ? C23 C24 H24B 109.6 . . ? H24A C24 H24B 108.1 . . ? N5 C25 C2 124.3(4) . . ? N5 C25 H25 117.9 . . ? C2 C25 H25 117.9 . . ? N4 C26 C27 112.8(3) . . ? N4 C26 H26A 109.0 . . ? C27 C26 H26A 109.0 . . ? N4 C26 H26B 109.0 . . ? C27 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? C28 C27 C31 116.9(4) . . ? C28 C27 C26 123.0(4) . . ? C31 C27 C26 120.1(4) . . ? C29 C28 C27 119.5(4) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C30 C29 C28 118.9(4) . . ? C30 C29 H29 120.6 . . ? C28 C29 H29 120.6 . . ? N6 C30 C29 123.7(4) . . ? N6 C30 H30 118.2 . . ? C29 C30 H30 118.2 . . ? N6 C31 C27 124.6(4) . . ? N6 C31 H31 117.7 . . ? C27 C31 H31 117.7 . . ? C33 C32 H32A 109.5 . . ? C33 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C33 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N7 C33 C32 164.9(18) . . ? C4 C36 H36A 109.5 . . ? C4 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C4 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C1 O1 Cu1 126.2(2) . . ? C16 O2 Cu1 127.4(3) . . ? O4 Cl1 O5 113.5(11) . . ? O4 Cl1 O6 108.7(8) . . ? O5 Cl1 O6 104.1(8) . . ? O4 Cl1 O3 112.2(8) . . ? O5 Cl1 O3 112.1(9) . . ? O6 Cl1 O3 105.5(8) . . ? O3' Cl1' O5' 115.7(14) . . ? O3' Cl1' O4' 109.1(11) . . ? O5' Cl1' O4' 108.6(13) . . ? O3' Cl1' O6' 109.5(12) . . ? O5' Cl1' O6' 109.9(15) . . ? O4' Cl1' O6' 103.3(11) . . ? H7A O7 H7B 107.7 . . ? C7 N1 C8 119.6(4) . . ? C7 N1 Cu1 127.6(3) . . ? C8 N1 Cu1 112.8(3) . . ? C10 N2 C9 121.0(3) . . ? C10 N2 Cu1 126.6(3) . . ? C9 N2 Cu1 112.4(3) . . ? C18 N3 C19 119.0(4) . . ? C22 N4 C26 110.0(4) . . ? C22 N4 C21 111.3(4) . . ? C26 N4 C21 109.9(4) . . ? C25 N5 C24 124.4(4) . . ? C25 N5 H5A 117.8 . . ? C24 N5 H5A 117.8 . . ? C31 N6 C30 116.4(3) . . ? C31 N6 Cu1 121.2(3) . 1_455 ? C30 N6 Cu1 121.7(3) . 1_455 ? 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 O1 C1 C2 C3 -179.2(4) . . . . ? C6 C1 C2 C3 1.0(6) . . . . ? O1 C1 C2 C25 2.4(6) . . . . ? C6 C1 C2 C25 -177.4(4) . . . . ? C25 C2 C3 C4 179.0(4) . . . . ? C1 C2 C3 C4 0.6(6) . . . . ? C2 C3 C4 C5 -1.4(6) . . . . ? C2 C3 C4 C36 178.8(4) . . . . ? C3 C4 C5 C6 0.6(6) . . . . ? C36 C4 C5 C6 -179.6(4) . . . . ? C4 C5 C6 C1 1.0(6) . . . . ? C4 C5 C6 C7 179.9(4) . . . . ? O1 C1 C6 C5 178.5(3) . . . . ? C2 C1 C6 C5 -1.8(5) . . . . ? O1 C1 C6 C7 -0.4(6) . . . . ? C2 C1 C6 C7 179.4(3) . . . . ? C5 C6 C7 N1 174.5(4) . . . . ? C1 C6 C7 N1 -6.6(6) . . . . ? N1 C8 C9 N2 43.6(4) . . . . ? N2 C10 C11 C12 -177.7(4) . . . . ? N2 C10 C11 C16 5.2(6) . . . . ? C10 C11 C12 C13 -177.2(4) . . . . ? C16 C11 C12 C13 0.0(6) . . . . ? C11 C12 C13 C14 2.8(6) . . . . ? C11 C12 C13 C17 -177.3(4) . . . . ? C12 C13 C14 C15 -3.0(6) . . . . ? C17 C13 C14 C15 177.1(4) . . . . ? C13 C14 C15 C16 0.3(6) . . . . ? C13 C14 C15 C18 177.9(4) . . . . ? C14 C15 C16 O2 -178.2(3) . . . . ? C18 C15 C16 O2 4.2(5) . . . . ? C14 C15 C16 C11 2.6(5) . . . . ? C18 C15 C16 C11 -175.0(3) . . . . ? C12 C11 C16 O2 178.1(3) . . . . ? C10 C11 C16 O2 -4.9(6) . . . . ? C12 C11 C16 C15 -2.8(5) . . . . ? C10 C11 C16 C15 174.3(3) . . . . ? C14 C15 C18 N3 3.9(6) . . . . ? C16 C15 C18 N3 -178.5(4) . . . . ? N3 C19 C20 C21 78.2(5) . . . . ? C19 C20 C21 N4 79.0(5) . . . . ? N4 C22 C23 C24 65.6(6) . . . . ? C22 C23 C24 N5 172.1(4) . . . . ? C3 C2 C25 N5 -180.0(4) . . . . ? C1 C2 C25 N5 -1.6(7) . . . . ? N4 C26 C27 C28 -128.9(5) . . . . ? N4 C26 C27 C31 54.8(6) . . . . ? C31 C27 C28 C29 1.7(6) . . . . ? C26 C27 C28 C29 -174.8(4) . . . . ? C27 C28 C29 C30 -1.0(7) . . . . ? C28 C29 C30 N6 0.1(7) . . . . ? C28 C27 C31 N6 -1.6(6) . . . . ? C26 C27 C31 N6 174.9(4) . . . . ? C6 C1 O1 Cu1 17.5(5) . . . . ? C2 C1 O1 Cu1 -162.3(3) . . . . ? O2 Cu1 O1 C1 177.1(3) . . . . ? N2 Cu1 O1 C1 -64.4(11) . . . . ? N1 Cu1 O1 C1 -21.0(3) . . . . ? N6 Cu1 O1 C1 81.3(3) 1_655 . . . ? C15 C16 O2 Cu1 -177.9(3) . . . . ? C11 C16 O2 Cu1 1.2(5) . . . . ? N2 Cu1 O2 C16 1.4(3) . . . . ? O1 Cu1 O2 C16 175.0(3) . . . . ? N1 Cu1 O2 C16 82.7(5) . . . . ? N6 Cu1 O2 C16 -92.9(3) 1_655 . . . ? C6 C7 N1 C8 175.5(4) . . . . ? C6 C7 N1 Cu1 -4.4(6) . . . . ? C9 C8 N1 C7 148.0(4) . . . . ? C9 C8 N1 Cu1 -32.1(4) . . . . ? O2 Cu1 N1 C7 106.9(5) . . . . ? N2 Cu1 N1 C7 -170.3(4) . . . . ? O1 Cu1 N1 C7 14.7(3) . . . . ? N6 Cu1 N1 C7 -77.6(3) 1_655 . . . ? O2 Cu1 N1 C8 -73.1(5) . . . . ? N2 Cu1 N1 C8 9.8(3) . . . . ? O1 Cu1 N1 C8 -165.2(3) . . . . ? N6 Cu1 N1 C8 102.5(3) 1_655 . . . ? C11 C10 N2 C9 179.0(4) . . . . ? C11 C10 N2 Cu1 -1.7(6) . . . . ? C8 C9 N2 C10 142.0(4) . . . . ? C8 C9 N2 Cu1 -37.4(4) . . . . ? O2 Cu1 N2 C10 -1.2(4) . . . . ? O1 Cu1 N2 C10 -119.4(10) . . . . ? N1 Cu1 N2 C10 -163.2(4) . . . . ? N6 Cu1 N2 C10 95.0(3) 1_655 . . . ? O2 Cu1 N2 C9 178.1(3) . . . . ? O1 Cu1 N2 C9 59.9(11) . . . . ? N1 Cu1 N2 C9 16.1(3) . . . . ? N6 Cu1 N2 C9 -85.7(3) 1_655 . . . ? C15 C18 N3 C19 -176.7(4) . . . . ? C20 C19 N3 C18 -121.6(5) . . . . ? C23 C22 N4 C26 -159.2(4) . . . . ? C23 C22 N4 C21 78.8(5) . . . . ? C27 C26 N4 C22 86.5(5) . . . . ? C27 C26 N4 C21 -150.7(4) . . . . ? C20 C21 N4 C22 -157.6(4) . . . . ? C20 C21 N4 C26 80.4(5) . . . . ? C2 C25 N5 C24 177.4(4) . . . . ? C23 C24 N5 C25 -116.1(5) . . . . ? C27 C31 N6 C30 0.8(6) . . . . ? C27 C31 N6 Cu1 -169.3(3) . . . 1_455 ? C29 C30 N6 C31 0.0(6) . . . . ? C29 C30 N6 Cu1 170.0(4) . . . 1_455 ? 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 C24 H24B O7 0.99 2.58 3.538(9) 162.1 2_566 C19 H19A O6 0.99 2.43 2.989(9) 115.2 2_666 C8 H8A O6 0.99 2.49 3.411(9) 154.7 . C7 H7 O6 0.95 2.49 3.325(8) 147.4 . C3 H3 O4 0.95 2.52 3.350(11) 146.7 2_676 O7 H7A O3 0.85 2.33 3.069(15) 146.2 1_445 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.335 _refine_diff_density_min -0.611 _refine_diff_density_rms 0.103