# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_year ? _journal_page_first ? _publ_contact_author_name 'George Shimizu' _publ_contact_author_address ; Department of Chemistry University of Calgary 2500 University Drive NW Calgary Alberta T2N 1N4 CANADA ; _publ_contact_author_email GSHIMIZU@UCALGARY.CA _publ_section_title ;Mutual structure-directing effects of a non-interpenetrated square grid coordination polymer and its complementary complex anion net ; loop_ _publ_author_name 'George Shimizu' 'Leslie J. May' data_import _database_code_depnum_ccdc_archive 'CCDC 255668' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [aquo-(1,2-bis 4-pyridylethane)copper(II)] [bis(aquo)tetrakis(4-sulfonatopyridine)copper(II) ; _chemical_name_common ; (aquo-(1,2-bis 4-pyridylethane)copper(ii)) (bis(aquo)tetrakis(4-sulfonatopyridine)copper(ii) ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H42 Cu2 N8 O16 S4' _chemical_formula_weight 1194.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 13.0227(3) _cell_length_b 15.7828(5) _cell_length_c 13.2204(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.4650(10) _cell_angle_gamma 90.00 _cell_volume 2591.99(14) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 1.057 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8661 _exptl_absorpt_correction_T_max 0.9109 _exptl_absorpt_process_details psi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5799 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0869 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5799 _reflns_number_gt 4404 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1275P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(5) _refine_ls_number_reflns 5799 _refine_ls_number_parameters 338 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0785 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1453 _refine_ls_wR_factor_gt 0.1208 _refine_ls_goodness_of_fit_ref 0.771 _refine_ls_restrained_S_all 0.771 _refine_ls_shift/su_max 0.003 _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 0.6387(4) 0.5378(3) 0.5325(4) 0.0327(11) Uani 1 1 d . . . H1 H 0.6152 0.5378 0.4572 0.039 Uiso 1 1 calc R . . C2 C 0.7122(4) 0.4768(3) 0.5847(4) 0.0342(12) Uani 1 1 d . . . H2 H 0.7400 0.4368 0.5460 0.041 Uiso 1 1 calc R . . C3 C 0.7441(4) 0.4754(3) 0.6945(4) 0.0236(10) Uani 1 1 d . . . C4 C 0.6996(4) 0.5330(3) 0.7484(4) 0.0276(10) Uani 1 1 d . . . H4 H 0.7167 0.5310 0.8234 0.033 Uiso 1 1 calc R . . C5 C 0.6301(4) 0.5933(3) 0.6904(4) 0.0280(11) Uani 1 1 d . . . H5 H 0.6024 0.6346 0.7277 0.034 Uiso 1 1 calc R . . C6 C 0.5725(4) 0.8446(3) 0.6285(4) 0.0268(10) Uani 1 1 d . . . H6 H 0.4993 0.8475 0.6275 0.032 Uiso 1 1 calc R . . C7 C 0.6424(4) 0.9083(3) 0.6798(4) 0.0246(10) Uani 1 1 d . . . H7 H 0.6175 0.9540 0.7128 0.030 Uiso 1 1 calc R . . C8 C 0.7489(4) 0.9037(3) 0.6816(4) 0.0213(9) Uani 1 1 d . . . C9 C 0.7828(4) 0.8356(3) 0.6337(4) 0.0259(10) Uani 1 1 d . . . H9 H 0.8559 0.8309 0.6351 0.031 Uiso 1 1 calc R . . C10 C 0.7088(4) 0.7747(3) 0.5838(4) 0.0279(11) Uani 1 1 d . . . H10 H 0.7323 0.7282 0.5508 0.033 Uiso 1 1 calc R . . C11 C 0.7695(4) 0.7756(3) 0.9181(4) 0.0299(11) Uani 1 1 d . . . H11 H 0.7962 0.8242 0.8918 0.036 Uiso 1 1 calc R . . C12 C 0.6620(4) 0.7722(3) 0.9093(4) 0.0295(11) Uani 1 1 d . . . H12 H 0.6162 0.8181 0.8781 0.035 Uiso 1 1 calc R . . C13 C 0.6202(4) 0.7022(3) 0.9457(4) 0.0285(11) Uani 1 1 d . . . C14 C 0.6925(4) 0.6373(3) 0.9898(4) 0.0305(11) Uani 1 1 d . . . H14 H 0.6674 0.5870 1.0139 0.037 Uiso 1 1 calc R . . C15 C 0.7995(4) 0.6458(3) 0.9983(4) 0.0294(11) Uani 1 1 d . . . H15 H 0.8477 0.6018 1.0313 0.035 Uiso 1 1 calc R . . C16 C 0.5045(4) 0.6967(4) 0.9435(4) 0.0337(12) Uani 1 1 d . . . H16A H 0.4722 0.6441 0.9066 0.040 Uiso 1 1 calc R . . H16B H 0.4642 0.7455 0.9037 0.040 Uiso 1 1 calc R . . C17 C 1.0515(5) 0.6773(5) 0.5444(5) 0.0541(18) Uani 1 1 d . . . H17A H 1.0995 0.7221 0.5317 0.065 Uiso 1 1 calc R . . H17B H 1.0881 0.6222 0.5461 0.065 Uiso 1 1 calc R . . C18 C 0.9547(4) 0.6549(4) 0.7875(4) 0.0328(11) Uani 1 1 d . . . H18 H 0.9114 0.6172 0.8133 0.039 Uiso 1 1 calc R . . C19 C 0.9702(4) 0.6376(4) 0.6912(4) 0.0362(12) Uani 1 1 d . . . H19 H 0.9389 0.5886 0.6523 0.043 Uiso 1 1 calc R . . C20 C 1.0324(4) 0.6926(4) 0.6508(4) 0.0362(12) Uani 1 1 d . . . C21 C 1.0764(5) 0.7622(4) 0.7125(5) 0.0445(15) Uani 1 1 d . . . H21 H 1.1195 0.8010 0.6884 0.053 Uiso 1 1 calc R . . C22 C 1.0579(4) 0.7757(4) 0.8096(4) 0.0361(12) Uani 1 1 d . . . H22 H 1.0887 0.8239 0.8506 0.043 Uiso 1 1 calc R . . Cu1 Cu 0.5000 0.68774(5) 0.5000 0.0240(2) Uani 1 2 d S . . Cu2 Cu 1.0000 0.72969(5) 1.0000 0.0234(2) Uani 1 2 d S . . N1 N 0.5993(3) 0.5970(2) 0.5840(3) 0.0243(9) Uani 1 1 d . . . N2 N 0.6042(3) 0.7790(2) 0.5801(3) 0.0241(9) Uani 1 1 d . . . N3 N 0.8388(3) 0.7136(3) 0.9621(3) 0.0255(9) Uani 1 1 d . . . N4 N 0.9975(3) 0.7220(3) 0.8466(3) 0.0260(8) Uani 1 1 d . . . O1 O 0.9420(3) 0.4425(3) 0.7914(4) 0.0479(11) Uani 1 1 d . . . O2 O 0.8317(3) 0.3326(2) 0.6872(4) 0.0445(10) Uani 1 1 d . . . O3 O 0.8059(4) 0.3742(3) 0.8538(4) 0.0497(11) Uani 1 1 d . . . O4 O 0.9399(3) 0.9681(2) 0.7197(3) 0.0380(9) Uani 1 1 d . . . O5 O 0.8520(3) 0.9724(2) 0.8581(3) 0.0313(8) Uani 1 1 d . . . O6 O 0.7892(3) 1.0633(2) 0.7032(3) 0.0373(9) Uani 1 1 d . . . O7 O 1.0000 0.8724(3) 1.0000 0.0360(12) Uani 1 2 d S . . H7A H 1.0501 0.8931 1.0665 0.054 Uiso 0.50 1 calc PR . . H7B H 0.9273 0.8931 0.9934 0.054 Uiso 0.50 1 calc PR . . H7C H 1.0226 0.8931 0.9401 0.054 Uiso 0.00 1 calc PR . . O8 O 1.0000 0.5267(4) 1.0000 0.0414(13) Uani 1 2 d S . . O9 O 0.4096(3) 0.6869(2) 0.6367(3) 0.0320(7) Uani 1 1 d . . . S1 S 0.83987(10) 0.39889(7) 0.76430(11) 0.0296(3) Uani 1 1 d . . . S2 S 0.84169(10) 0.98435(7) 0.74648(10) 0.0267(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.049(3) 0.027(2) 0.022(3) -0.002(2) 0.010(2) 0.010(2) C2 0.046(3) 0.033(3) 0.026(3) 0.001(2) 0.015(2) 0.016(2) C3 0.026(2) 0.017(2) 0.026(3) -0.0022(19) 0.0054(19) 0.0032(18) C4 0.029(2) 0.029(3) 0.022(3) -0.002(2) 0.004(2) 0.007(2) C5 0.032(3) 0.028(2) 0.024(3) -0.009(2) 0.008(2) 0.004(2) C6 0.028(2) 0.022(2) 0.029(3) -0.003(2) 0.008(2) -0.0010(18) C7 0.026(2) 0.021(2) 0.027(3) -0.003(2) 0.0078(19) -0.0007(18) C8 0.024(2) 0.022(2) 0.016(2) 0.0032(19) 0.0039(18) -0.0037(18) C9 0.023(2) 0.027(2) 0.028(3) 0.000(2) 0.008(2) -0.0009(18) C10 0.026(2) 0.023(2) 0.033(3) 0.000(2) 0.006(2) 0.0041(18) C11 0.028(2) 0.036(3) 0.027(3) 0.009(2) 0.010(2) -0.002(2) C12 0.025(2) 0.036(3) 0.027(3) 0.008(2) 0.0073(19) 0.003(2) C13 0.024(2) 0.040(3) 0.024(3) 0.002(2) 0.0098(18) 0.0032(19) C14 0.025(2) 0.036(3) 0.034(3) 0.007(2) 0.015(2) -0.002(2) C15 0.028(2) 0.032(3) 0.029(3) 0.003(2) 0.009(2) 0.002(2) C16 0.018(2) 0.058(4) 0.028(3) 0.011(2) 0.0105(18) 0.003(2) C17 0.043(3) 0.095(6) 0.029(3) -0.009(4) 0.018(3) 0.006(4) C18 0.034(3) 0.037(3) 0.031(3) 0.004(2) 0.014(2) -0.002(2) C19 0.043(3) 0.040(3) 0.029(3) -0.008(2) 0.015(2) 0.000(2) C20 0.030(2) 0.060(3) 0.019(2) -0.005(3) 0.0076(19) -0.003(3) C21 0.040(3) 0.064(4) 0.032(3) 0.002(3) 0.016(2) -0.017(3) C22 0.035(3) 0.045(3) 0.028(3) 0.002(2) 0.008(2) -0.011(2) Cu1 0.0223(4) 0.0163(3) 0.0285(5) 0.000 0.0002(3) 0.000 Cu2 0.0185(4) 0.0355(4) 0.0173(4) 0.000 0.0071(3) 0.000 N1 0.023(2) 0.022(2) 0.027(2) -0.0029(17) 0.0047(17) 0.0009(15) N2 0.025(2) 0.021(2) 0.025(2) 0.0021(17) 0.0064(16) 0.0002(16) N3 0.0221(18) 0.035(2) 0.022(2) 0.0025(17) 0.0101(15) 0.0017(15) N4 0.0262(18) 0.033(2) 0.0196(19) 0.0002(19) 0.0088(15) -0.0066(17) O1 0.0238(18) 0.042(2) 0.071(3) 0.000(2) 0.0035(18) 0.0035(16) O2 0.049(2) 0.028(2) 0.052(3) -0.0085(18) 0.0082(19) 0.0180(16) O3 0.056(3) 0.052(3) 0.046(3) 0.027(2) 0.024(2) 0.021(2) O4 0.0294(19) 0.046(2) 0.038(2) -0.0034(18) 0.0097(16) -0.0108(16) O5 0.0380(19) 0.0313(19) 0.0204(19) -0.0006(15) 0.0024(15) -0.0054(15) O6 0.040(2) 0.0226(18) 0.043(2) 0.0090(16) 0.0021(17) -0.0028(15) O7 0.041(3) 0.025(3) 0.038(3) 0.000 0.006(2) 0.000 O8 0.038(3) 0.043(3) 0.042(3) 0.000 0.011(2) 0.000 O9 0.0384(18) 0.0232(15) 0.040(2) 0.0031(17) 0.0194(15) 0.0046(16) S1 0.0285(6) 0.0241(6) 0.0349(8) 0.0024(5) 0.0075(5) 0.0074(5) S2 0.0282(6) 0.0234(6) 0.0249(7) 0.0020(5) 0.0027(5) -0.0074(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.345(6) . ? C1 C2 1.387(7) . ? C2 C3 1.385(7) . ? C3 C4 1.385(7) . ? C3 S1 1.782(5) . ? C4 C5 1.377(7) . ? C5 N1 1.343(7) . ? C6 N2 1.345(6) . ? C6 C7 1.388(7) . ? C7 C8 1.383(7) . ? C8 C9 1.385(7) . ? C8 S2 1.787(5) . ? C9 C10 1.380(7) . ? C10 N2 1.350(6) . ? C11 N3 1.339(6) . ? C11 C12 1.371(7) . ? C12 C13 1.380(7) . ? C13 C14 1.395(7) . ? C13 C16 1.500(6) . ? C14 C15 1.371(7) . ? C15 N3 1.335(6) . ? C16 C16 1.534(10) 2_657 ? C17 C17 1.494(12) 2_756 ? C17 C20 1.519(7) . ? C18 N4 1.335(7) . ? C18 C19 1.376(7) . ? C19 C20 1.398(8) . ? C20 C21 1.385(8) . ? C21 C22 1.391(8) . ? C22 N4 1.344(6) . ? Cu1 N1 2.024(4) 2_656 ? Cu1 N1 2.024(4) . ? Cu1 N2 2.044(4) . ? Cu1 N2 2.044(4) 2_656 ? Cu1 O9 2.436(3) 2_656 ? Cu1 O9 2.436(3) . ? Cu2 N4 2.022(4) 2_757 ? Cu2 N4 2.022(4) . ? Cu2 N3 2.023(4) 2_757 ? Cu2 N3 2.023(4) . ? Cu2 O7 2.252(5) . ? O1 S1 1.444(4) . ? O2 S1 1.443(4) . ? O3 S1 1.436(4) . ? O4 S2 1.449(4) . ? O5 S2 1.453(4) . ? O6 S2 1.454(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 122.8(5) . . ? C1 C2 C3 118.5(5) . . ? C4 C3 C2 119.2(4) . . ? C4 C3 S1 121.0(4) . . ? C2 C3 S1 119.8(4) . . ? C5 C4 C3 118.3(5) . . ? N1 C5 C4 123.6(4) . . ? N2 C6 C7 122.6(5) . . ? C8 C7 C6 118.6(4) . . ? C7 C8 C9 119.2(4) . . ? C7 C8 S2 120.1(4) . . ? C9 C8 S2 120.7(4) . . ? C10 C9 C8 119.1(4) . . ? N2 C10 C9 122.2(5) . . ? N3 C11 C12 123.0(5) . . ? C11 C12 C13 120.1(5) . . ? C12 C13 C14 116.4(4) . . ? C12 C13 C16 122.6(5) . . ? C14 C13 C16 120.9(5) . . ? C15 C14 C13 120.3(5) . . ? N3 C15 C14 122.5(5) . . ? C13 C16 C16 110.5(5) . 2_657 ? C17 C17 C20 111.7(6) 2_756 . ? N4 C18 C19 123.2(5) . . ? C18 C19 C20 119.6(5) . . ? C21 C20 C19 116.8(5) . . ? C21 C20 C17 121.2(5) . . ? C19 C20 C17 122.0(5) . . ? C20 C21 C22 120.7(5) . . ? N4 C22 C21 121.4(5) . . ? N1 Cu1 N1 89.9(2) 2_656 . ? N1 Cu1 N2 177.42(18) 2_656 . ? N1 Cu1 N2 89.92(14) . . ? N1 Cu1 N2 89.92(14) 2_656 2_656 ? N1 Cu1 N2 177.42(18) . 2_656 ? N2 Cu1 N2 90.3(2) . 2_656 ? N1 Cu1 O9 87.74(14) 2_656 2_656 ? N1 Cu1 O9 91.84(14) . 2_656 ? N2 Cu1 O9 89.68(14) . 2_656 ? N2 Cu1 O9 90.73(14) 2_656 2_656 ? N1 Cu1 O9 91.84(14) 2_656 . ? N1 Cu1 O9 87.74(14) . . ? N2 Cu1 O9 90.73(14) . . ? N2 Cu1 O9 89.68(14) 2_656 . ? O9 Cu1 O9 179.41(17) 2_656 . ? N4 Cu2 N4 173.1(2) 2_757 . ? N4 Cu2 N3 92.36(15) 2_757 2_757 ? N4 Cu2 N3 86.78(15) . 2_757 ? N4 Cu2 N3 86.78(15) 2_757 . ? N4 Cu2 N3 92.36(15) . . ? N3 Cu2 N3 165.6(2) 2_757 . ? N4 Cu2 O7 93.43(12) 2_757 . ? N4 Cu2 O7 93.43(12) . . ? N3 Cu2 O7 97.20(11) 2_757 . ? N3 Cu2 O7 97.20(11) . . ? C5 N1 C1 117.4(4) . . ? C5 N1 Cu1 123.1(3) . . ? C1 N1 Cu1 119.4(3) . . ? C6 N2 C10 118.2(4) . . ? C6 N2 Cu1 122.5(3) . . ? C10 N2 Cu1 119.3(3) . . ? C11 N3 C15 117.5(4) . . ? C11 N3 Cu2 122.0(3) . . ? C15 N3 Cu2 119.5(3) . . ? C18 N4 C22 118.3(4) . . ? C18 N4 Cu2 120.8(3) . . ? C22 N4 Cu2 119.5(3) . . ? O3 S1 O2 114.2(3) . . ? O3 S1 O1 114.4(3) . . ? O2 S1 O1 112.8(3) . . ? O3 S1 C3 105.6(2) . . ? O2 S1 C3 103.6(2) . . ? O1 S1 C3 104.8(2) . . ? O4 S2 O5 113.9(2) . . ? O4 S2 O6 113.6(2) . . ? O5 S2 O6 113.6(2) . . ? O4 S2 C8 106.0(2) . . ? O5 S2 C8 103.7(2) . . ? O6 S2 C8 104.6(2) . . ? 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 1.8(8) . . . . ? C1 C2 C3 C4 1.8(8) . . . . ? C1 C2 C3 S1 -179.1(4) . . . . ? C2 C3 C4 C5 -4.1(7) . . . . ? S1 C3 C4 C5 176.8(4) . . . . ? C3 C4 C5 N1 3.0(8) . . . . ? N2 C6 C7 C8 -0.4(7) . . . . ? C6 C7 C8 C9 -0.7(7) . . . . ? C6 C7 C8 S2 179.8(4) . . . . ? C7 C8 C9 C10 1.0(7) . . . . ? S2 C8 C9 C10 -179.6(4) . . . . ? C8 C9 C10 N2 -0.1(7) . . . . ? N3 C11 C12 C13 -0.7(8) . . . . ? C11 C12 C13 C14 -0.5(8) . . . . ? C11 C12 C13 C16 176.8(5) . . . . ? C12 C13 C14 C15 2.0(8) . . . . ? C16 C13 C14 C15 -175.3(5) . . . . ? C13 C14 C15 N3 -2.6(8) . . . . ? C12 C13 C16 C16 -112.7(4) . . . 2_657 ? C14 C13 C16 C16 64.4(5) . . . 2_657 ? N4 C18 C19 C20 -0.8(8) . . . . ? C18 C19 C20 C21 0.7(8) . . . . ? C18 C19 C20 C17 -179.4(5) . . . . ? C17 C17 C20 C21 -119.1(5) 2_756 . . . ? C17 C17 C20 C19 61.0(6) 2_756 . . . ? C19 C20 C21 C22 -0.4(8) . . . . ? C17 C20 C21 C22 179.7(6) . . . . ? C20 C21 C22 N4 0.2(9) . . . . ? C4 C5 N1 C1 0.5(7) . . . . ? C4 C5 N1 Cu1 -178.4(4) . . . . ? C2 C1 N1 C5 -2.9(8) . . . . ? C2 C1 N1 Cu1 176.0(4) . . . . ? N1 Cu1 N1 C5 -125.4(4) 2_656 . . . ? N2 Cu1 N1 C5 57.1(4) . . . . ? N2 Cu1 N1 C5 -39(4) 2_656 . . . ? O9 Cu1 N1 C5 146.8(4) 2_656 . . . ? O9 Cu1 N1 C5 -33.6(4) . . . . ? N1 Cu1 N1 C1 55.7(4) 2_656 . . . ? N2 Cu1 N1 C1 -121.7(4) . . . . ? N2 Cu1 N1 C1 143(4) 2_656 . . . ? O9 Cu1 N1 C1 -32.1(4) 2_656 . . . ? O9 Cu1 N1 C1 147.5(4) . . . . ? C7 C6 N2 C10 1.3(7) . . . . ? C7 C6 N2 Cu1 -177.7(4) . . . . ? C9 C10 N2 C6 -1.0(7) . . . . ? C9 C10 N2 Cu1 178.0(4) . . . . ? N1 Cu1 N2 C6 145(4) 2_656 . . . ? N1 Cu1 N2 C6 -128.2(4) . . . . ? N2 Cu1 N2 C6 49.3(3) 2_656 . . . ? O9 Cu1 N2 C6 140.0(4) 2_656 . . . ? O9 Cu1 N2 C6 -40.4(4) . . . . ? N1 Cu1 N2 C10 -34(4) 2_656 . . . ? N1 Cu1 N2 C10 52.9(4) . . . . ? N2 Cu1 N2 C10 -129.7(4) 2_656 . . . ? O9 Cu1 N2 C10 -39.0(4) 2_656 . . . ? O9 Cu1 N2 C10 140.6(4) . . . . ? C12 C11 N3 C15 0.2(7) . . . . ? C12 C11 N3 Cu2 -167.8(4) . . . . ? C14 C15 N3 C11 1.4(7) . . . . ? C14 C15 N3 Cu2 169.7(4) . . . . ? N4 Cu2 N3 C11 111.9(4) 2_757 . . . ? N4 Cu2 N3 C11 -75.0(4) . . . . ? N3 Cu2 N3 C11 -161.2(4) 2_757 . . . ? O7 Cu2 N3 C11 18.8(4) . . . . ? N4 Cu2 N3 C15 -55.9(4) 2_757 . . . ? N4 Cu2 N3 C15 117.3(4) . . . . ? N3 Cu2 N3 C15 31.0(3) 2_757 . . . ? O7 Cu2 N3 C15 -149.0(3) . . . . ? C19 C18 N4 C22 0.6(8) . . . . ? C19 C18 N4 Cu2 -166.0(4) . . . . ? C21 C22 N4 C18 -0.2(8) . . . . ? C21 C22 N4 Cu2 166.6(4) . . . . ? N4 Cu2 N4 C18 27.1(4) 2_757 . . . ? N3 Cu2 N4 C18 110.1(4) 2_757 . . . ? N3 Cu2 N4 C18 -55.5(4) . . . . ? O7 Cu2 N4 C18 -152.9(4) . . . . ? N4 Cu2 N4 C22 -139.4(4) 2_757 . . . ? N3 Cu2 N4 C22 -56.4(4) 2_757 . . . ? N3 Cu2 N4 C22 138.0(4) . . . . ? O7 Cu2 N4 C22 40.6(4) . . . . ? C4 C3 S1 O3 36.4(5) . . . . ? C2 C3 S1 O3 -142.6(4) . . . . ? C4 C3 S1 O2 156.8(4) . . . . ? C2 C3 S1 O2 -22.3(5) . . . . ? C4 C3 S1 O1 -84.8(5) . . . . ? C2 C3 S1 O1 96.2(5) . . . . ? C7 C8 S2 O4 -171.1(4) . . . . ? C9 C8 S2 O4 9.4(5) . . . . ? C7 C8 S2 O5 68.6(4) . . . . ? C9 C8 S2 O5 -110.9(4) . . . . ? C7 C8 S2 O6 -50.8(4) . . . . ? C9 C8 S2 O6 129.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.511 _refine_diff_density_min -0.669 _refine_diff_density_rms 0.089