# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Hongke Liu' _publ_contact_author_email 07185@njnu.edu.cn _publ_author_name 'Hongke Liu' data_091019g _database_code_depnum_ccdc_archive 'CCDC 855636' #TrackingRef '- 091019G.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H36 Cl2 Cu N12' _chemical_formula_weight 699.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.3190(18) _cell_length_b 8.4965(9) _cell_length_c 21.474(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3342.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4080 _cell_measurement_theta_min 2.224 _cell_measurement_theta_max 27.321 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.44 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.389 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1452 _exptl_absorpt_coefficient_mu 0.854 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6846 _exptl_absorpt_correction_T_max 0.7050 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 13929 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2943 _reflns_number_gt 2149 _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^)+(0.0413P)^2^+2.0844P] 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 2943 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.0932 _refine_ls_wR_factor_gt 0.0786 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 1.0000 0.5000 0.0000 0.03049(15) Uani 1 2 d S . . Cl1 Cl 0.91577(4) 0.35335(8) 0.08463(3) 0.0433(2) Uani 1 1 d . . . N1 N 0.96378(12) 0.8779(2) 0.11794(10) 0.0326(5) Uani 1 1 d . . . N2 N 1.02623(14) 0.9343(3) 0.09232(13) 0.0497(7) Uani 1 1 d . . . N3 N 0.99939(12) 0.6973(2) 0.05355(10) 0.0332(5) Uani 1 1 d . . . N4 N 1.15875(12) 0.2821(3) 0.10658(10) 0.0343(5) Uani 1 1 d . . . N5 N 1.20411(13) 0.3970(3) 0.08490(11) 0.0485(6) Uani 1 1 d . . . N6 N 1.09254(12) 0.4197(3) 0.04247(10) 0.0344(5) Uani 1 1 d . . . C1 C 1.04498(16) 0.8217(3) 0.05374(15) 0.0481(8) Uani 1 1 d . . . H1 H 1.0863 0.8273 0.0286 0.058 Uiso 1 1 calc R . . C2 C 0.94916(15) 0.7369(3) 0.09489(12) 0.0354(6) Uani 1 1 d . . . H2 H 0.9095 0.6749 0.1061 0.043 Uiso 1 1 calc R . . C3 C 1.16171(16) 0.4748(4) 0.04625(14) 0.0450(7) Uani 1 1 d . . . H3 H 1.1780 0.5608 0.0233 0.054 Uiso 1 1 calc R . . C4 C 1.09334(14) 0.2986(3) 0.08109(12) 0.0352(6) Uani 1 1 d . . . H4 H 1.0535 0.2340 0.0892 0.042 Uiso 1 1 calc R . . C5 C 0.85927(14) 0.8977(3) 0.19300(12) 0.0315(6) Uani 1 1 d . . . C6 C 0.86912(14) 0.8109(3) 0.24802(13) 0.0331(6) Uani 1 1 d . . . C7 C 0.80861(14) 0.7594(3) 0.28214(12) 0.0312(6) Uani 1 1 d . . . C8 C 0.73775(14) 0.7906(3) 0.26005(12) 0.0339(6) Uani 1 1 d . . . C9 C 0.73051(15) 0.8692(3) 0.20372(13) 0.0396(7) Uani 1 1 d . . . H9 H 0.6838 0.8862 0.1882 0.048 Uiso 1 1 calc R . . C10 C 0.78926(15) 0.9233(3) 0.16968(13) 0.0368(6) Uani 1 1 d . . . C11 C 0.92410(16) 0.9766(3) 0.16303(13) 0.0396(7) Uani 1 1 d . . . H11A H 0.9075 1.0710 0.1420 0.047 Uiso 1 1 calc R . . H11B H 0.9578 1.0088 0.1955 0.047 Uiso 1 1 calc R . . C12 C 0.94598(16) 0.7740(4) 0.26989(15) 0.0560(9) Uani 1 1 d . . . H12A H 0.9638 0.8592 0.2950 0.084 Uiso 1 1 calc R . . H12B H 0.9773 0.7604 0.2344 0.084 Uiso 1 1 calc R . . H12C H 0.9455 0.6790 0.2941 0.084 Uiso 1 1 calc R . . C13 C 1.18154(15) 0.1750(3) 0.15669(13) 0.0384(7) Uani 1 1 d . . . H13A H 1.2272 0.1250 0.1451 0.046 Uiso 1 1 calc R . . H13B H 1.1451 0.0931 0.1616 0.046 Uiso 1 1 calc R . . C14 C 0.67015(15) 0.7394(4) 0.29477(15) 0.0504(8) Uani 1 1 d . . . H14A H 0.6276 0.7742 0.2726 0.076 Uiso 1 1 calc R . . H14B H 0.6704 0.7848 0.3357 0.076 Uiso 1 1 calc R . . H14C H 0.6695 0.6268 0.2981 0.076 Uiso 1 1 calc R . . C15 C 0.77636(19) 1.0074(4) 0.10829(14) 0.0577(9) Uani 1 1 d . . . H15A H 0.7253 1.0048 0.0984 0.086 Uiso 1 1 calc R . . H15B H 0.8035 0.9559 0.0759 0.086 Uiso 1 1 calc R . . H15C H 0.7922 1.1148 0.1117 0.086 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0338(3) 0.0303(2) 0.0274(3) -0.00327(19) -0.0013(2) 0.0020(2) Cl1 0.0428(4) 0.0413(4) 0.0458(4) 0.0091(3) 0.0123(3) 0.0004(3) N1 0.0348(12) 0.0282(11) 0.0346(13) -0.0032(10) 0.0035(10) -0.0063(10) N2 0.0439(14) 0.0419(14) 0.0634(18) -0.0132(13) 0.0143(13) -0.0146(12) N3 0.0374(12) 0.0313(11) 0.0309(12) -0.0022(9) 0.0044(11) -0.0033(10) N4 0.0360(13) 0.0359(12) 0.0309(12) -0.0013(10) -0.0007(10) -0.0023(10) N5 0.0403(14) 0.0604(16) 0.0449(15) 0.0115(13) -0.0027(12) -0.0124(13) N6 0.0358(13) 0.0354(12) 0.0320(13) 0.0012(10) -0.0005(10) -0.0035(10) C1 0.0401(17) 0.0458(17) 0.058(2) -0.0104(15) 0.0176(15) -0.0099(14) C2 0.0368(15) 0.0320(14) 0.0376(16) -0.0033(12) 0.0057(13) -0.0068(12) C3 0.0435(17) 0.0511(18) 0.0404(17) 0.0111(14) -0.0020(14) -0.0130(14) C4 0.0344(15) 0.0339(14) 0.0373(16) 0.0007(12) -0.0041(13) -0.0048(12) C5 0.0345(15) 0.0285(13) 0.0315(15) -0.0090(11) 0.0028(12) -0.0024(11) C6 0.0315(14) 0.0317(13) 0.0360(15) -0.0092(12) -0.0012(12) 0.0027(12) C7 0.0346(15) 0.0272(13) 0.0318(15) -0.0057(11) -0.0045(12) -0.0030(12) C8 0.0314(15) 0.0343(14) 0.0360(16) -0.0103(12) -0.0011(12) -0.0036(11) C9 0.0300(15) 0.0459(16) 0.0430(17) -0.0060(14) -0.0106(13) 0.0009(13) C10 0.0436(17) 0.0341(14) 0.0328(15) -0.0057(12) -0.0069(13) 0.0003(13) C11 0.0450(16) 0.0321(14) 0.0416(17) -0.0099(13) 0.0082(14) -0.0076(12) C12 0.0328(16) 0.079(2) 0.056(2) 0.0060(18) -0.0002(15) 0.0065(17) C13 0.0411(16) 0.0320(14) 0.0422(17) 0.0017(13) -0.0050(14) 0.0062(12) C14 0.0367(16) 0.059(2) 0.055(2) -0.0066(17) 0.0015(15) -0.0085(15) C15 0.063(2) 0.066(2) 0.0434(19) 0.0070(17) -0.0133(17) -0.0040(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N3 2.033(2) . ? Cu1 N3 2.033(2) 5_765 ? Cu1 N6 2.042(2) 5_765 ? Cu1 N6 2.042(2) . ? Cu1 Cl1 2.6900(7) . ? Cu1 Cl1 2.6900(7) 5_765 ? N1 C2 1.324(3) . ? N1 N2 1.357(3) . ? N1 C11 1.473(3) . ? N2 C1 1.311(4) . ? N3 C2 1.322(3) . ? N3 C1 1.347(3) . ? N4 C4 1.325(3) . ? N4 N5 1.364(3) . ? N4 C13 1.470(3) . ? N5 C3 1.315(4) . ? N6 C4 1.322(3) . ? N6 C3 1.353(3) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 C10 1.394(4) . ? C5 C6 1.404(4) . ? C5 C11 1.508(4) . ? C6 C7 1.399(4) . ? C6 C12 1.517(4) . ? C7 C8 1.407(3) . ? C7 C13 1.508(4) 3_755 ? C8 C9 1.388(4) . ? C8 C14 1.510(4) . ? C9 C10 1.380(4) . ? C9 H9 0.9300 . ? C10 C15 1.518(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C7 1.508(4) 3_745 ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? 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 N3 180.00(10) . 5_765 ? N3 Cu1 N6 88.44(9) . 5_765 ? N3 Cu1 N6 91.56(9) 5_765 5_765 ? N3 Cu1 N6 91.56(9) . . ? N3 Cu1 N6 88.44(9) 5_765 . ? N6 Cu1 N6 180.00(17) 5_765 . ? N3 Cu1 Cl1 89.81(6) . . ? N3 Cu1 Cl1 90.19(6) 5_765 . ? N6 Cu1 Cl1 88.87(6) 5_765 . ? N6 Cu1 Cl1 91.13(6) . . ? N3 Cu1 Cl1 90.19(6) . 5_765 ? N3 Cu1 Cl1 89.81(6) 5_765 5_765 ? N6 Cu1 Cl1 91.13(6) 5_765 5_765 ? N6 Cu1 Cl1 88.87(6) . 5_765 ? Cl1 Cu1 Cl1 180.00(3) . 5_765 ? C2 N1 N2 109.8(2) . . ? C2 N1 C11 131.4(2) . . ? N2 N1 C11 118.8(2) . . ? C1 N2 N1 102.7(2) . . ? C2 N3 C1 103.3(2) . . ? C2 N3 Cu1 126.40(17) . . ? C1 N3 Cu1 130.20(19) . . ? C4 N4 N5 109.5(2) . . ? C4 N4 C13 128.7(2) . . ? N5 N4 C13 121.3(2) . . ? C3 N5 N4 102.4(2) . . ? C4 N6 C3 102.8(2) . . ? C4 N6 Cu1 123.33(18) . . ? C3 N6 Cu1 133.52(19) . . ? N2 C1 N3 114.3(3) . . ? N2 C1 H1 122.8 . . ? N3 C1 H1 122.8 . . ? N3 C2 N1 109.9(2) . . ? N3 C2 H2 125.0 . . ? N1 C2 H2 125.0 . . ? N5 C3 N6 114.7(3) . . ? N5 C3 H3 122.7 . . ? N6 C3 H3 122.7 . . ? N6 C4 N4 110.6(2) . . ? N6 C4 H4 124.7 . . ? N4 C4 H4 124.7 . . ? C10 C5 C6 120.2(2) . . ? C10 C5 C11 120.1(2) . . ? C6 C5 C11 119.4(2) . . ? C7 C6 C5 120.2(2) . . ? C7 C6 C12 120.6(2) . . ? C5 C6 C12 119.2(2) . . ? C6 C7 C8 119.7(2) . . ? C6 C7 C13 120.7(2) . 3_755 ? C8 C7 C13 119.6(2) . 3_755 ? C9 C8 C7 118.2(2) . . ? C9 C8 C14 119.4(2) . . ? C7 C8 C14 122.4(2) . . ? C10 C9 C8 123.2(2) . . ? C10 C9 H9 118.4 . . ? C8 C9 H9 118.4 . . ? C9 C10 C5 118.4(2) . . ? C9 C10 C15 119.7(3) . . ? C5 C10 C15 121.9(3) . . ? N1 C11 C5 114.6(2) . . ? N1 C11 H11A 108.6 . . ? C5 C11 H11A 108.6 . . ? N1 C11 H11B 108.6 . . ? C5 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 C7 112.2(2) . 3_745 ? N4 C13 H13A 109.2 . . ? C7 C13 H13A 109.2 3_745 . ? N4 C13 H13B 109.2 . . ? C7 C13 H13B 109.2 3_745 . ? H13A C13 H13B 107.9 . . ? C8 C14 H14A 109.5 . . ? C8 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C8 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 N2 C1 1.0(3) . . . . ? C11 N1 N2 C1 -177.7(3) . . . . ? N3 Cu1 N3 C2 -172(100) 5_765 . . . ? N6 Cu1 N3 C2 64.5(2) 5_765 . . . ? N6 Cu1 N3 C2 -115.5(2) . . . . ? Cl1 Cu1 N3 C2 -24.4(2) . . . . ? Cl1 Cu1 N3 C2 155.6(2) 5_765 . . . ? N3 Cu1 N3 C1 13(100) 5_765 . . . ? N6 Cu1 N3 C1 -110.8(3) 5_765 . . . ? N6 Cu1 N3 C1 69.2(3) . . . . ? Cl1 Cu1 N3 C1 160.3(3) . . . . ? Cl1 Cu1 N3 C1 -19.7(3) 5_765 . . . ? C4 N4 N5 C3 -0.9(3) . . . . ? C13 N4 N5 C3 -173.7(2) . . . . ? N3 Cu1 N6 C4 109.0(2) . . . . ? N3 Cu1 N6 C4 -71.0(2) 5_765 . . . ? N6 Cu1 N6 C4 168(100) 5_765 . . . ? Cl1 Cu1 N6 C4 19.2(2) . . . . ? Cl1 Cu1 N6 C4 -160.8(2) 5_765 . . . ? N3 Cu1 N6 C3 -62.7(3) . . . . ? N3 Cu1 N6 C3 117.3(3) 5_765 . . . ? N6 Cu1 N6 C3 -3(100) 5_765 . . . ? Cl1 Cu1 N6 C3 -152.5(3) . . . . ? Cl1 Cu1 N6 C3 27.5(3) 5_765 . . . ? N1 N2 C1 N3 -0.7(4) . . . . ? C2 N3 C1 N2 0.1(4) . . . . ? Cu1 N3 C1 N2 176.2(2) . . . . ? C1 N3 C2 N1 0.6(3) . . . . ? Cu1 N3 C2 N1 -175.74(17) . . . . ? N2 N1 C2 N3 -1.1(3) . . . . ? C11 N1 C2 N3 177.5(3) . . . . ? N4 N5 C3 N6 1.0(3) . . . . ? C4 N6 C3 N5 -0.8(3) . . . . ? Cu1 N6 C3 N5 172.1(2) . . . . ? C3 N6 C4 N4 0.1(3) . . . . ? Cu1 N6 C4 N4 -173.69(17) . . . . ? N5 N4 C4 N6 0.5(3) . . . . ? C13 N4 C4 N6 172.6(2) . . . . ? C10 C5 C6 C7 -4.6(4) . . . . ? C11 C5 C6 C7 169.2(2) . . . . ? C10 C5 C6 C12 175.4(3) . . . . ? C11 C5 C6 C12 -10.8(4) . . . . ? C5 C6 C7 C8 2.0(4) . . . . ? C12 C6 C7 C8 -178.0(3) . . . . ? C5 C6 C7 C13 -176.2(2) . . . 3_755 ? C12 C6 C7 C13 3.8(4) . . . 3_755 ? C6 C7 C8 C9 1.5(4) . . . . ? C13 C7 C8 C9 179.7(2) 3_755 . . . ? C6 C7 C8 C14 -179.6(2) . . . . ? C13 C7 C8 C14 -1.4(4) 3_755 . . . ? C7 C8 C9 C10 -2.6(4) . . . . ? C14 C8 C9 C10 178.4(3) . . . . ? C8 C9 C10 C5 0.1(4) . . . . ? C8 C9 C10 C15 179.7(3) . . . . ? C6 C5 C10 C9 3.6(4) . . . . ? C11 C5 C10 C9 -170.2(2) . . . . ? C6 C5 C10 C15 -176.1(2) . . . . ? C11 C5 C10 C15 10.2(4) . . . . ? C2 N1 C11 C5 6.7(4) . . . . ? N2 N1 C11 C5 -174.8(2) . . . . ? C10 C5 C11 N1 -97.2(3) . . . . ? C6 C5 C11 N1 89.0(3) . . . . ? C4 N4 C13 C7 -104.6(3) . . . 3_745 ? N5 N4 C13 C7 66.8(3) . . . 3_745 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.271 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.056 # Attachment '- LHK-8-2.CIF' data_lhk-8-2 _database_code_depnum_ccdc_archive 'CCDC 855637' #TrackingRef '- LHK-8-2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H45 Cl2 Cu N12.50 O3.75' _chemical_formula_weight 787.24 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 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 15.934(7) _cell_length_b 11.519(5) _cell_length_c 23.519(11) _cell_angle_alpha 90.00 _cell_angle_beta 109.216(6) _cell_angle_gamma 90.00 _cell_volume 4076(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2134 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 22.62 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.283 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1646 _exptl_absorpt_coefficient_mu 0.715 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5654 _exptl_absorpt_correction_T_max 0.9191 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 Apex2 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20857 _diffrn_reflns_av_R_equivalents 0.0598 _diffrn_reflns_av_sigmaI/netI 0.0513 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7555 _reflns_number_gt 5820 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. The H atoms for O5w and o5wa are not located, because of partial occupation. The distances of O-H for water are restrained, while some disordered solvent are disorder, their thermal paramaters are restrained. ; _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^)+(0.1000P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7555 _refine_ls_number_parameters 514 _refine_ls_number_restraints 73 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1759 _refine_ls_wR_factor_gt 0.1706 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.208 _refine_ls_shift/su_max 0.011 _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 -0.281036(17) 0.08894(2) -0.006461(10) 0.03602(8) Uani 1 1 d . . . Cl1 Cl -0.45030(4) 0.12839(6) -0.04322(3) 0.05190(18) Uani 1 1 d . . . Cl2 Cl 0.02874(5) 0.19598(8) 0.01010(5) 0.0983(3) Uani 1 1 d . . . N1 N -0.24633(12) 0.25200(16) 0.02321(8) 0.0391(5) Uani 1 1 d . . . N2 N -0.23624(12) -0.37207(16) -0.41424(7) 0.0383(5) Uani 1 1 d . . . N3 N -0.22046(12) 0.54697(17) 0.42321(7) 0.0381(5) Uani 1 1 d . . . N4 N -0.30237(12) -0.07836(15) -0.03264(8) 0.0373(5) Uani 1 1 d . . . N5 N -0.18442(13) 0.49266(17) 0.34635(8) 0.0468(6) Uani 1 1 d . . . N6 N -0.25235(12) 0.42216(15) 0.06127(8) 0.0379(5) Uani 1 1 d . . . N7 N -0.27153(14) 0.5215(2) 0.32365(9) 0.0610(7) Uani 1 1 d D . . N8 N -0.17031(14) 0.41606(18) 0.05658(10) 0.0549(6) Uani 1 1 d . . . N9 N -0.20075(15) -0.3336(2) -0.31553(9) 0.0627(7) Uani 1 1 d . . . N10 N -0.28773(13) -0.31370(18) -0.34469(8) 0.0480(6) Uani 1 1 d . . . N11 N -0.35573(13) -0.25936(17) -0.05361(8) 0.0455(5) Uani 1 1 d . . . N12 N -0.27775(12) -0.24742(16) -0.06523(8) 0.0395(5) Uani 1 1 d . . . C1 C -0.21650(15) 0.5600(2) 0.14654(9) 0.0395(6) Uani 1 1 d . . . C2 C -0.20901(15) 0.49104(19) 0.19739(9) 0.0436(6) Uani 1 1 d D . . C3 C -0.14709(16) 0.5226(2) 0.25310(9) 0.0466(7) Uani 1 1 d . . . C4 C -0.09603(17) 0.6210(3) 0.25826(10) 0.0558(8) Uani 1 1 d . . . C5 C -0.16464(17) 0.6600(2) 0.15140(10) 0.0509(7) Uani 1 1 d . . . C6 C -0.10594(19) 0.6889(3) 0.20756(11) 0.0629(8) Uani 1 1 d . . . H6A H -0.0720 0.7560 0.2115 0.075 Uiso 1 1 calc R . . C7 C -0.1715(2) 0.7373(3) 0.09868(13) 0.0804(11) Uani 1 1 d . . . H7A H -0.1300 0.8002 0.1115 0.121 Uiso 1 1 calc R . . H7B H -0.2308 0.7678 0.0828 0.121 Uiso 1 1 calc R . . H7C H -0.1582 0.6934 0.0680 0.121 Uiso 1 1 calc R . . C8 C -0.2657(2) 0.3856(3) 0.19205(12) 0.0671(9) Uani 1 1 d D . . H8A H -0.2867(5) 0.3786(10) 0.2234(3) 0.101 Uiso 1 1 d D . . H8B H -0.2382(6) 0.3151(5) 0.1920(7) 0.101 Uiso 1 1 d D . . H8C H -0.3163(5) 0.3815(9) 0.1602(4) 0.101 Uiso 1 1 d D . . C9 C -0.0291(2) 0.6594(4) 0.31818(13) 0.0901(13) Uani 1 1 d . . . H9A H -0.0010 0.7302 0.3125 0.135 Uiso 1 1 calc R . . H9B H 0.0150 0.6002 0.3329 0.135 Uiso 1 1 calc R . . H9C H -0.0594 0.6722 0.3468 0.135 Uiso 1 1 calc R . . C10 C -0.28039(16) 0.5263(2) 0.08612(9) 0.0437(6) Uani 1 1 d . . . H10A H -0.3384 0.5124 0.0899 0.052 Uiso 1 1 calc R . . H10B H -0.2861 0.5903 0.0583 0.052 Uiso 1 1 calc R . . C11 C -0.15567(16) 0.5088(2) 0.40495(9) 0.0437(6) Uani 1 1 d . . . H11A H -0.0978 0.4952 0.4300 0.052 Uiso 1 1 calc R . . C12 C -0.16955(17) 0.3114(2) 0.03324(11) 0.0524(7) Uani 1 1 d . . . H12A H -0.1208 0.2817 0.0246 0.063 Uiso 1 1 calc R . . C13 C -0.29687(15) 0.3264(2) 0.04114(9) 0.0400(6) Uani 1 1 d . . . H13A H -0.3551 0.3124 0.0396 0.048 Uiso 1 1 calc R . . C14 C -0.13643(18) 0.4465(3) 0.30737(10) 0.0586(7) Uani 1 1 d . . . H14A H -0.1578 0.3689 0.2941 0.070 Uiso 1 1 d RD . . H14B H -0.0738 0.4410 0.3306 0.070 Uiso 1 1 d R . . C15 C -0.29022(17) 0.5547(3) 0.37160(10) 0.0537(7) Uani 1 1 d . . . H15A H -0.3461 0.5809 0.3702 0.064 Uiso 1 1 calc R . . C16 C -0.4494(2) -0.4851(3) -0.32979(12) 0.0781(11) Uani 1 1 d . . . H16A H -0.4788 -0.5561 -0.3262 0.117 Uiso 1 1 calc R . . H16B H -0.4124 -0.4980 -0.3542 0.117 Uiso 1 1 calc R . . H16C H -0.4930 -0.4269 -0.3483 0.117 Uiso 1 1 calc R . . C17 C -0.2354(2) -0.2010(2) -0.19067(12) 0.0672(8) Uani 1 1 d . . . H17A H -0.2044 -0.1908 -0.1484 0.101 Uiso 1 1 calc R . . H17B H -0.2735 -0.1355 -0.2057 0.101 Uiso 1 1 calc R . . H17C H -0.1932 -0.2071 -0.2117 0.101 Uiso 1 1 calc R . . C18 C -0.3392(2) -0.5612(3) -0.10962(13) 0.0780(10) Uani 1 1 d D . . H18A H -0.3487(7) -0.5248(10) -0.0771(3) 0.117 Uiso 1 1 d D . . H18B H -0.2845(7) -0.5985(9) -0.0913(5) 0.117 Uiso 1 1 d D . . H18C H -0.3776(7) -0.6214(8) -0.1190(5) 0.117 Uiso 1 1 d D . . C19 C -0.34559(18) -0.2683(2) -0.31201(11) 0.0599(8) Uani 1 1 d . . . H19A H -0.4062 -0.2642 -0.3394 0.072 Uiso 1 1 calc R . . H19B H -0.3268 -0.1902 -0.2981 0.072 Uiso 1 1 calc R . . C20 C -0.23716(17) -0.3443(2) -0.08773(10) 0.0475(7) Uani 1 1 d . . . H20A H -0.2311 -0.4106 -0.0612 0.057 Uiso 1 1 calc RD . . H20B H -0.1781 -0.3218 -0.0869 0.057 Uiso 1 1 calc R . . C21 C -0.34296(15) -0.3435(2) -0.25851(9) 0.0459(6) Uani 1 1 d . . . C22 C -0.29029(15) -0.3096(2) -0.20029(10) 0.0437(6) Uani 1 1 d . . . C23 C -0.29182(15) -0.3794(2) -0.15136(9) 0.0407(6) Uani 1 1 d . . . C24 C -0.34001(17) -0.4814(2) -0.16047(10) 0.0509(7) Uani 1 1 d D . . C25 C -0.38940(18) -0.5118(2) -0.21810(12) 0.0581(8) Uani 1 1 d . . . H25A H -0.4221 -0.5802 -0.2243 0.070 Uiso 1 1 calc R . . C26 C -0.39234(17) -0.4442(2) -0.26748(11) 0.0511(7) Uani 1 1 d . . . C27 C -0.17177(17) -0.3687(2) -0.35968(10) 0.0539(7) Uani 1 1 d . . . H27A H -0.1130 -0.3890 -0.3537 0.065 Uiso 1 1 calc R . . C28 C -0.30751(16) -0.3354(2) -0.40245(9) 0.0455(7) Uani 1 1 d . . . H28A H -0.3636 -0.3264 -0.4310 0.055 Uiso 1 1 calc R . . C29 C -0.36776(15) -0.1541(2) -0.03437(9) 0.0421(6) Uani 1 1 d . . . H29A H -0.4167 -0.1346 -0.0231 0.050 Uiso 1 1 calc R . . C30 C -0.24692(15) -0.1410(2) -0.05232(9) 0.0388(6) Uani 1 1 d . . . H30A H -0.1943 -0.1135 -0.0563 0.047 Uiso 1 1 calc R . . C32 C -0.0004(4) 0.6571(6) -0.1998(3) 0.070(2) Uani 0.50 1 d P . . C31 C -0.0397(5) 0.5751(7) -0.1800(3) 0.089(2) Uani 0.50 1 d P . . H31A H -0.0268 0.5840 -0.1374 0.134 Uiso 0.50 1 calc PR . . H31B H -0.0185 0.5010 -0.1881 0.134 Uiso 0.50 1 calc PR . . H31C H -0.1027 0.5799 -0.1999 0.134 Uiso 0.50 1 calc PR . . N13 N 0.0322(4) 0.7257(6) -0.2232(3) 0.111(2) Uani 0.50 1 d PU . . O1W O -0.11074(11) 0.03233(18) 0.03366(7) 0.0599(5) Uani 1 1 d D . . H1WA H -0.0731 0.0839 0.0357 0.090 Uiso 1 1 d RD . . H1WB H -0.0942 -0.0343 0.0346 0.090 Uiso 1 1 d RD . . O2W O -0.5088(2) -0.4144(3) -0.05686(18) 0.1862(18) Uani 1 1 d DU . . H2WA H -0.4628 -0.3733 -0.0544 0.279 Uiso 1 1 d RD . . H2WB H -0.4927 -0.4823 -0.0435 0.279 Uiso 1 1 d RD . . O3W O -0.4485(3) 0.6497(4) 0.0982(3) 0.128(2) Uani 0.50 1 d PDU . . H3WA H -0.4279(9) 0.7167(9) 0.097(2) 0.191 Uiso 0.50 1 d PD . . H3WB H -0.5015(6) 0.6614(16) 0.0767(15) 0.191 Uiso 0.50 1 d PD . . O4W O -0.3922(4) 0.6407(5) 0.2155(2) 0.128(2) Uani 0.50 1 d PDU . . H4WA H -0.375(3) 0.6639(14) 0.2511(4) 0.192 Uiso 0.50 1 d PD . . H4WB H -0.3755(18) 0.5715(9) 0.2190(9) 0.192 Uiso 0.50 1 d PD . . O5W O 0.0000 0.5000 0.0000 0.150(3) Uani 0.50 2 d SPU A 1 O5WA O -0.0723(5) 0.4501(6) -0.0649(3) 0.153(2) Uani 0.50 1 d PU B 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 0.04617(14) 0.03811(15) 0.02687(12) -0.00384(10) 0.01621(10) -0.00617(11) Cl1 0.0366(3) 0.0627(4) 0.0540(3) 0.0012(3) 0.0118(2) -0.0048(3) Cl2 0.0445(4) 0.0752(5) 0.1780(9) -0.0169(5) 0.0405(5) -0.0060(4) N1 0.0429(9) 0.0432(11) 0.0339(9) -0.0054(8) 0.0162(7) -0.0061(8) N2 0.0440(9) 0.0456(10) 0.0262(8) 0.0033(7) 0.0129(7) 0.0055(9) N3 0.0425(9) 0.0448(10) 0.0291(8) 0.0061(8) 0.0146(7) 0.0077(9) N4 0.0466(10) 0.0377(10) 0.0290(8) -0.0038(7) 0.0145(7) -0.0039(8) N5 0.0551(11) 0.0583(12) 0.0283(8) 0.0050(8) 0.0153(8) 0.0170(10) N6 0.0424(10) 0.0408(10) 0.0302(9) -0.0051(7) 0.0114(7) -0.0009(8) N7 0.0518(12) 0.0929(18) 0.0348(10) 0.0009(11) 0.0095(9) 0.0130(12) N8 0.0511(11) 0.0554(13) 0.0665(12) -0.0195(10) 0.0308(9) -0.0122(10) N9 0.0587(12) 0.0964(18) 0.0317(10) -0.0024(11) 0.0129(9) 0.0096(13) N10 0.0548(11) 0.0613(13) 0.0317(9) 0.0038(9) 0.0193(8) 0.0144(10) N11 0.0504(10) 0.0465(11) 0.0427(10) -0.0082(8) 0.0193(8) -0.0078(9) N12 0.0465(10) 0.0414(10) 0.0287(8) -0.0053(7) 0.0097(7) 0.0032(8) C1 0.0440(11) 0.0421(12) 0.0313(10) -0.0051(9) 0.0110(9) 0.0041(10) C2 0.0526(12) 0.0472(13) 0.0363(10) -0.0037(10) 0.0219(9) 0.0046(11) C3 0.0543(12) 0.0584(15) 0.0298(10) -0.0033(10) 0.0176(9) 0.0149(12) C4 0.0517(14) 0.0774(18) 0.0331(12) -0.0130(12) 0.0067(11) 0.0001(14) C5 0.0584(14) 0.0555(15) 0.0380(12) -0.0029(11) 0.0148(10) -0.0055(13) C6 0.0643(16) 0.0752(18) 0.0455(14) -0.0125(13) 0.0129(12) -0.0208(15) C7 0.114(2) 0.0656(18) 0.0550(16) 0.0058(14) 0.0196(16) -0.0342(18) C8 0.096(2) 0.0609(17) 0.0507(14) -0.0016(12) 0.0332(14) -0.0162(15) C9 0.079(2) 0.130(3) 0.0449(16) -0.0223(18) -0.0017(15) -0.012(2) C10 0.0501(13) 0.0434(13) 0.0339(11) -0.0021(10) 0.0087(10) 0.0046(11) C11 0.0470(12) 0.0572(14) 0.0265(10) 0.0049(10) 0.0117(9) 0.0155(11) C12 0.0472(12) 0.0553(15) 0.0616(14) -0.0157(12) 0.0272(11) -0.0088(12) C13 0.0402(11) 0.0453(12) 0.0336(10) -0.0036(9) 0.0110(9) -0.0039(10) C14 0.0749(15) 0.0735(17) 0.0338(11) 0.0062(11) 0.0267(11) 0.0328(14) C15 0.0470(13) 0.0804(18) 0.0329(11) 0.0006(12) 0.0122(10) 0.0094(13) C16 0.0643(18) 0.110(3) 0.0478(15) -0.0205(16) 0.0012(14) -0.0048(18) C17 0.0956(18) 0.0609(17) 0.0579(14) -0.0092(13) 0.0427(13) -0.0200(15) C18 0.133(3) 0.0478(16) 0.0629(16) 0.0058(13) 0.0456(16) -0.0092(17) C19 0.0782(15) 0.0688(17) 0.0416(12) 0.0078(11) 0.0320(11) 0.0300(14) C20 0.0594(14) 0.0437(13) 0.0392(12) -0.0053(10) 0.0158(10) 0.0085(12) C21 0.0520(12) 0.0586(15) 0.0328(10) -0.0033(10) 0.0215(9) 0.0115(12) C22 0.0517(12) 0.0447(13) 0.0404(11) -0.0063(10) 0.0231(9) 0.0011(11) C23 0.0487(12) 0.0414(12) 0.0336(10) -0.0077(9) 0.0159(9) 0.0027(10) C24 0.0611(14) 0.0520(15) 0.0433(12) -0.0078(11) 0.0220(10) -0.0016(12) C25 0.0619(15) 0.0578(16) 0.0573(14) -0.0166(12) 0.0230(12) -0.0133(13) C26 0.0478(13) 0.0643(15) 0.0408(12) -0.0154(11) 0.0140(10) 0.0052(12) C27 0.0507(13) 0.0777(18) 0.0341(11) 0.0015(12) 0.0150(10) 0.0141(13) C28 0.0488(12) 0.0609(15) 0.0271(10) 0.0049(10) 0.0129(9) 0.0132(12) C29 0.0428(12) 0.0471(13) 0.0370(11) -0.0066(10) 0.0141(9) -0.0043(10) C30 0.0409(11) 0.0445(12) 0.0324(10) -0.0036(9) 0.0138(9) -0.0051(10) C32 0.044(3) 0.067(4) 0.084(4) -0.001(3) 0.000(3) 0.024(3) C31 0.079(4) 0.106(5) 0.069(4) 0.017(4) 0.007(3) 0.038(4) N13 0.077(3) 0.100(4) 0.138(5) -0.011(3) 0.013(3) 0.043(3) O1W 0.0484(9) 0.0699(12) 0.0590(10) -0.0027(9) 0.0144(8) -0.0042(9) O2W 0.0964(19) 0.162(3) 0.305(4) -0.020(3) 0.072(2) -0.037(2) O3W 0.107(3) 0.096(3) 0.166(4) -0.005(3) 0.027(3) 0.064(3) O4W 0.109(4) 0.141(4) 0.103(3) 0.050(3) -0.007(3) 0.021(3) O5W 0.149(5) 0.117(6) 0.198(6) 0.031(5) 0.075(5) 0.001(5) O5WA 0.177(4) 0.120(4) 0.197(5) 0.041(4) 0.109(4) 0.026(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 2.0092(19) 2_445 ? Cu1 N1 2.017(2) . ? Cu1 N4 2.0176(19) . ? Cu1 N2 2.023(2) 2_454 ? Cu1 Cl1 2.5872(13) . ? Cu1 O1W 2.645(2) . ? N1 C13 1.336(3) . ? N1 C12 1.353(3) . ? N2 C28 1.324(3) . ? N2 C27 1.355(3) . ? N2 Cu1 2.023(2) 2_444 ? N3 C11 1.317(3) . ? N3 C15 1.352(3) . ? N3 Cu1 2.0092(19) 2_455 ? N4 C30 1.336(3) . ? N4 C29 1.350(3) . ? N5 C11 1.315(3) . ? N5 N7 1.354(3) . ? N5 C14 1.473(3) . ? N6 C13 1.312(3) . ? N6 N8 1.349(3) . ? N6 C10 1.467(3) . ? N7 C15 1.314(3) . ? N8 C12 1.326(3) . ? N9 C27 1.331(3) . ? N9 N10 1.348(3) . ? N10 C28 1.314(3) . ? N10 C19 1.477(3) . ? N11 C29 1.330(3) . ? N11 N12 1.364(3) . ? N12 C30 1.319(3) . ? N12 C20 1.473(3) . ? C1 C5 1.401(4) . ? C1 C2 1.408(3) . ? C1 C10 1.501(3) . ? C2 C3 1.404(3) . ? C2 C8 1.494(4) . ? C3 C4 1.378(4) . ? C3 C14 1.511(3) . ? C4 C6 1.391(4) . ? C4 C9 1.526(4) . ? C5 C6 1.385(3) . ? C5 C7 1.501(4) . ? C6 H6A 0.9300 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.908(8) . ? C8 H8B 0.923(8) . ? C8 H8C 0.903(7) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9300 . ? C16 C26 1.523(3) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C22 1.501(4) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C24 1.505(4) . ? C18 H18A 0.926(9) . ? C18 H18B 0.940(9) . ? C18 H18C 0.903(9) . ? C19 C21 1.517(4) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C23 1.518(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C26 1.378(4) . ? C21 C22 1.406(3) . ? C22 C23 1.411(3) . ? C23 C24 1.381(3) . ? C24 C25 1.370(3) . ? C25 C26 1.386(4) . ? C25 H25A 0.9300 . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? C29 H29A 0.9300 . ? C30 H30A 0.9300 . ? C32 N13 1.177(10) . ? C32 C31 1.301(10) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? O1W H1WA 0.8340 . ? O1W H1WB 0.8088 . ? O2W H2WA 0.8589 . ? O2W H2WB 0.8505 . ? O3W H3WA 0.844(9) . ? O3W H3WB 0.840(9) . ? O4W H4WA 0.835(8) . ? O4W H4WB 0.835(9) . ? 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 N1 88.45(8) 2_445 . ? N3 Cu1 N4 90.82(8) 2_445 . ? N1 Cu1 N4 174.11(7) . . ? N3 Cu1 N2 171.92(7) 2_445 2_454 ? N1 Cu1 N2 90.41(8) . 2_454 ? N4 Cu1 N2 89.49(8) . 2_454 ? N3 Cu1 Cl1 92.56(6) 2_445 . ? N1 Cu1 Cl1 95.11(6) . . ? N4 Cu1 Cl1 90.77(6) . . ? N2 Cu1 Cl1 95.51(6) 2_454 . ? N3 Cu1 O1W 84.91(7) 2_445 . ? N1 Cu1 O1W 88.50(7) . . ? N4 Cu1 O1W 85.61(7) . . ? N2 Cu1 O1W 87.06(7) 2_454 . ? Cl1 Cu1 O1W 175.54(5) . . ? C13 N1 C12 102.99(19) . . ? C13 N1 Cu1 125.57(16) . . ? C12 N1 Cu1 131.35(17) . . ? C28 N2 C27 103.17(19) . . ? C28 N2 Cu1 130.56(14) . 2_444 ? C27 N2 Cu1 126.06(17) . 2_444 ? C11 N3 C15 103.29(19) . . ? C11 N3 Cu1 129.70(14) . 2_455 ? C15 N3 Cu1 126.98(17) . 2_455 ? C30 N4 C29 103.45(19) . . ? C30 N4 Cu1 123.87(16) . . ? C29 N4 Cu1 132.67(17) . . ? C11 N5 N7 109.7(2) . . ? C11 N5 C14 129.1(2) . . ? N7 N5 C14 121.19(18) . . ? C13 N6 N8 110.47(19) . . ? C13 N6 C10 129.2(2) . . ? N8 N6 C10 120.37(18) . . ? C15 N7 N5 103.03(18) . . ? C12 N8 N6 102.8(2) . . ? C27 N9 N10 102.55(18) . . ? C28 N10 N9 110.5(2) . . ? C28 N10 C19 128.9(2) . . ? N9 N10 C19 120.57(18) . . ? C29 N11 N12 102.66(19) . . ? C30 N12 N11 110.04(19) . . ? C30 N12 C20 127.8(2) . . ? N11 N12 C20 122.15(19) . . ? C5 C1 C2 120.79(19) . . ? C5 C1 C10 119.2(2) . . ? C2 C1 C10 120.0(2) . . ? C3 C2 C1 119.0(2) . . ? C3 C2 C8 120.6(2) . . ? C1 C2 C8 120.48(19) . . ? C4 C3 C2 120.6(2) . . ? C4 C3 C14 120.3(2) . . ? C2 C3 C14 119.2(2) . . ? C3 C4 C6 119.4(2) . . ? C3 C4 C9 122.2(3) . . ? C6 C4 C9 118.5(3) . . ? C6 C5 C1 118.1(2) . . ? C6 C5 C7 119.2(3) . . ? C1 C5 C7 122.7(2) . . ? C5 C6 C4 122.2(3) . . ? C5 C6 H6A 118.9 . . ? C4 C6 H6A 118.9 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C2 C8 H8A 112.2(7) . . ? C2 C8 H8B 116.2(7) . . ? H8A C8 H8B 103.1(11) . . ? C2 C8 H8C 117.5(7) . . ? H8A C8 H8C 101.7(8) . . ? H8B C8 H8C 104.3(9) . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N6 C10 C1 112.83(18) . . ? N6 C10 H10A 109.0 . . ? C1 C10 H10A 109.0 . . ? N6 C10 H10B 109.0 . . ? C1 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N5 C11 N3 110.43(19) . . ? N5 C11 H11A 124.8 . . ? N3 C11 H11A 124.8 . . ? N8 C12 N1 113.6(2) . . ? N8 C12 H12A 123.2 . . ? N1 C12 H12A 123.2 . . ? N6 C13 N1 110.0(2) . . ? N6 C13 H13A 125.0 . . ? N1 C13 H13A 125.0 . . ? N5 C14 C3 112.3(2) . . ? N5 C14 H14A 109.5 . . ? C3 C14 H14A 109.4 . . ? N5 C14 H14B 108.8 . . ? C3 C14 H14B 108.8 . . ? H14A C14 H14B 108.0 . . ? N7 C15 N3 113.6(2) . . ? N7 C15 H15A 123.2 . . ? N3 C15 H15A 123.2 . . ? C26 C16 H16A 109.5 . . ? C26 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C26 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C17 H17A 109.5 . . ? C22 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C22 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C24 C18 H18A 114.8(7) . . ? C24 C18 H18B 114.1(8) . . ? H18A C18 H18B 102.0(10) . . ? C24 C18 H18C 116.6(8) . . ? H18A C18 H18C 105.5(11) . . ? H18B C18 H18C 102.2(10) . . ? N10 C19 C21 112.2(2) . . ? N10 C19 H19A 109.2 . . ? C21 C19 H19A 109.2 . . ? N10 C19 H19B 109.2 . . ? C21 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? N12 C20 C23 112.25(19) . . ? N12 C20 H20A 109.2 . . ? C23 C20 H20A 109.2 . . ? N12 C20 H20B 109.2 . . ? C23 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? C26 C21 C22 120.7(2) . . ? C26 C21 C19 119.7(2) . . ? C22 C21 C19 119.6(2) . . ? C21 C22 C23 118.1(2) . . ? C21 C22 C17 120.7(2) . . ? C23 C22 C17 121.2(2) . . ? C24 C23 C22 121.1(2) . . ? C24 C23 C20 119.3(2) . . ? C22 C23 C20 119.6(2) . . ? C25 C24 C23 118.7(2) . . ? C25 C24 C18 118.8(2) . . ? C23 C24 C18 122.5(2) . . ? C24 C25 C26 122.4(3) . . ? C24 C25 H25A 118.8 . . ? C26 C25 H25A 118.8 . . ? C21 C26 C25 119.0(2) . . ? C21 C26 C16 122.5(2) . . ? C25 C26 C16 118.5(3) . . ? N9 C27 N2 113.5(2) . . ? N9 C27 H27A 123.3 . . ? N2 C27 H27A 123.3 . . ? N10 C28 N2 110.30(19) . . ? N10 C28 H28A 124.8 . . ? N2 C28 H28A 124.8 . . ? N11 C29 N4 113.8(2) . . ? N11 C29 H29A 123.1 . . ? N4 C29 H29A 123.1 . . ? N12 C30 N4 110.1(2) . . ? N12 C30 H30A 125.0 . . ? N4 C30 H30A 125.0 . . ? N13 C32 C31 173.3(8) . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? Cu1 O1W H1WA 118.6 . . ? Cu1 O1W H1WB 122.0 . . ? H1WA O1W H1WB 116.9 . . ? H2WA O2W H2WB 109.6 . . ? H3WA O3W H3WB 99.0(16) . . ? H4WA O4W H4WB 102.4(16) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.783 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.092