# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics # This journal is © The Owner Societies 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_lot112n1m _database_code_depnum_ccdc_archive 'CCDC 907230' #TrackingRef 'cpd_01.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-aqua-mu-hydroxo-mu-acetato-kappa2-O1,O2-bis(2,2'-bipyridyl)dicopper(II) trifluoromethanesulfonate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H22 Cu2 F6 N4 O10 S2' _chemical_formula_weight 831.66 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' H H 0.0000 0.0000 '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 8.3587(5) _cell_length_b 11.3580(6) _cell_length_c 16.6543(9) _cell_angle_alpha 71.2370(10) _cell_angle_beta 81.4730(10) _cell_angle_gamma 86.1070(10) _cell_volume 1480.21(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 596 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 27.99 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.094 _exptl_crystal_size_mid 0.206 _exptl_crystal_size_max 0.225 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.866 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 836 _exptl_absorpt_coefficient_mu 1.679 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.678234 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 19850 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 28.02 _reflns_number_total 7106 _reflns_number_gt 6384 _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^)+(0.0515P)^2^+0.6457P] 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 7106 _refine_ls_number_parameters 521 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0894 _refine_ls_wR_factor_gt 0.0871 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 0.40955(3) 0.36215(2) 0.158579(14) 0.01226(7) Uani 1 1 d . . . Cu2 Cu 0.37872(3) 0.20612(2) 0.345163(14) 0.01205(7) Uani 1 1 d . . . O3 O 0.38847(17) 0.48858(13) 0.21526(9) 0.0152(3) Uani 1 1 d . . . O4 O 0.35782(17) 0.37392(13) 0.35454(9) 0.0148(3) Uani 1 1 d . . . O1 O 0.53147(18) 0.24891(13) 0.24255(9) 0.0145(3) Uani 1 1 d . . . O2 O 0.18179(19) 0.25912(15) 0.25403(9) 0.0157(3) Uani 1 1 d . . . N1 N 0.4658(2) 0.27551(15) 0.07095(10) 0.0142(3) Uani 1 1 d . . . N2 N 0.2840(2) 0.47222(15) 0.06799(10) 0.0139(3) Uani 1 1 d . . . N3 N 0.4335(2) 0.02348(16) 0.37510(11) 0.0151(3) Uani 1 1 d . . . N4 N 0.2298(2) 0.14408(15) 0.45469(10) 0.0134(3) Uani 1 1 d . . . C1 C 0.5637(3) 0.17500(19) 0.07815(13) 0.0172(4) Uani 1 1 d . . . C2 C 0.6010(3) 0.1232(2) 0.01303(13) 0.0190(4) Uani 1 1 d . . . C3 C 0.5338(3) 0.17650(19) -0.06230(13) 0.0184(4) Uani 1 1 d . . . C4 C 0.4327(3) 0.28008(19) -0.07020(13) 0.0171(4) Uani 1 1 d . . . C5 C 0.4019(2) 0.32828(18) -0.00278(12) 0.0139(4) Uani 1 1 d . . . C6 C 0.3010(2) 0.44105(18) -0.00483(12) 0.0135(4) Uani 1 1 d . . . C7 C 0.2303(3) 0.51309(19) -0.07577(13) 0.0173(4) Uani 1 1 d . . . C8 C 0.1386(3) 0.6175(2) -0.07074(13) 0.0192(4) Uani 1 1 d . . . C9 C 0.1182(3) 0.64709(19) 0.00445(13) 0.0180(4) Uani 1 1 d . . . C10 C 0.1938(2) 0.57215(19) 0.07263(13) 0.0161(4) Uani 1 1 d . . . C11 C 0.5404(3) -0.0297(2) 0.32889(13) 0.0183(4) Uani 1 1 d . . . C12 C 0.5816(3) -0.1554(2) 0.35755(14) 0.0200(4) Uani 1 1 d . . . C13 C 0.5112(3) -0.2264(2) 0.43728(15) 0.0201(4) Uani 1 1 d . . . C14 C 0.3991(3) -0.17239(19) 0.48548(13) 0.0169(4) Uani 1 1 d . . . C15 C 0.3613(2) -0.04689(18) 0.45229(12) 0.0137(4) Uani 1 1 d . . . C16 C 0.2419(2) 0.02089(17) 0.49681(12) 0.0128(4) Uani 1 1 d . . . C17 C 0.1465(2) -0.03447(19) 0.57389(13) 0.0162(4) Uani 1 1 d . . . C18 C 0.0336(2) 0.03903(19) 0.60724(12) 0.0164(4) Uani 1 1 d . . . C19 C 0.0210(2) 0.16508(19) 0.56350(13) 0.0162(4) Uani 1 1 d . . . C20 C 0.1225(2) 0.21485(19) 0.48777(13) 0.0154(4) Uani 1 1 d . . . C21 C 0.3644(2) 0.47666(18) 0.29393(12) 0.0137(4) Uani 1 1 d . . . C22 C 0.3385(3) 0.5942(2) 0.31699(14) 0.0200(4) Uani 1 1 d . . . S2 S 0.12043(6) 1.03887(5) 0.14755(3) 0.01878(11) Uani 1 1 d . . . F4 F -0.03641(19) 0.84170(13) 0.24890(8) 0.0313(3) Uani 1 1 d . . . F5 F -0.15051(19) 0.94103(15) 0.13901(11) 0.0398(4) Uani 1 1 d . . . F6 F 0.0620(2) 0.82833(13) 0.12562(10) 0.0346(3) Uani 1 1 d . . . O8 O 0.2570(2) 0.98408(17) 0.19042(13) 0.0324(4) Uani 1 1 d . . . O9 O 0.01760(19) 1.11648(14) 0.18940(10) 0.0212(3) Uani 1 1 d . . . O10 O 0.1499(3) 1.09015(17) 0.05598(11) 0.0347(4) Uani 1 1 d . . . C24 C -0.0083(3) 0.9060(2) 0.16569(13) 0.0200(4) Uani 1 1 d . . . S1 S 0.83873(6) 0.46844(4) 0.30201(3) 0.01402(10) Uani 1 1 d . . . F1 F 0.85125(18) 0.60509(13) 0.40100(9) 0.0274(3) Uani 1 1 d . . . F2 F 0.63709(15) 0.49594(12) 0.43105(8) 0.0240(3) Uani 1 1 d . . . F3 F 0.86263(18) 0.40807(13) 0.46654(8) 0.0291(3) Uani 1 1 d . . . O5 O 0.7611(2) 0.57396(15) 0.24714(10) 0.0256(4) Uani 1 1 d . . . O6 O 0.76645(19) 0.34960(14) 0.31747(10) 0.0213(3) Uani 1 1 d . . . O7 O 1.01328(18) 0.46439(15) 0.28649(10) 0.0220(3) Uani 1 1 d . . . C23 C 0.7959(2) 0.49599(19) 0.40522(13) 0.0165(4) Uani 1 1 d . . . H2W H 0.129(4) 0.215(3) 0.2372(19) 0.030(8) Uiso 1 1 d . . . H1W H 0.122(4) 0.303(3) 0.264(2) 0.027(8) Uiso 1 1 d . . . H19 H -0.051(3) 0.216(2) 0.5858(16) 0.013(6) Uiso 1 1 d . . . H9 H 0.054(3) 0.714(2) 0.0105(16) 0.016(6) Uiso 1 1 d . . . H3 H 0.560(3) 0.145(2) -0.1076(17) 0.020(6) Uiso 1 1 d . . . H7 H 0.243(3) 0.487(2) -0.1243(17) 0.018(6) Uiso 1 1 d . . . H10 H 0.185(3) 0.589(2) 0.1247(16) 0.011(5) Uiso 1 1 d . . . H2 H 0.669(3) 0.053(2) 0.0214(16) 0.018(6) Uiso 1 1 d . . . H12 H 0.665(3) -0.189(2) 0.3225(17) 0.023(7) Uiso 1 1 d . . . H13 H 0.539(3) -0.311(3) 0.4587(18) 0.027(7) Uiso 1 1 d . . . H4 H 0.381(3) 0.318(2) -0.1205(18) 0.023(7) Uiso 1 1 d . . . H20 H 0.122(3) 0.300(2) 0.4569(15) 0.012(6) Uiso 1 1 d . . . H18 H -0.032(3) 0.001(3) 0.6615(18) 0.024(7) Uiso 1 1 d . . . H3A H 0.604(3) 0.281(3) 0.2505(17) 0.020(7) Uiso 1 1 d . . . H17 H 0.156(3) -0.128(3) 0.6025(18) 0.029(7) Uiso 1 1 d . . . H14 H 0.348(3) -0.214(3) 0.5337(19) 0.027(7) Uiso 1 1 d . . . H1 H 0.610(3) 0.146(2) 0.1289(17) 0.017(6) Uiso 1 1 d . . . H11 H 0.592(3) 0.022(2) 0.2790(17) 0.019(6) Uiso 1 1 d . . . H8 H 0.096(3) 0.669(3) -0.1193(19) 0.032(8) Uiso 1 1 d . . . H21A H 0.433(4) 0.644(3) 0.297(2) 0.050(10) Uiso 1 1 d . . . H21B H 0.256(5) 0.637(4) 0.295(2) 0.058(11) Uiso 1 1 d . . . H21C H 0.323(5) 0.588(4) 0.375(3) 0.069(12) Uiso 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 0.01685(13) 0.01090(12) 0.00749(12) -0.00073(9) -0.00257(9) 0.00163(9) Cu2 0.01587(13) 0.00956(12) 0.00812(12) 0.00046(9) -0.00182(8) 0.00184(9) O3 0.0227(7) 0.0123(6) 0.0097(6) -0.0021(5) -0.0024(5) -0.0002(5) O4 0.0198(7) 0.0123(6) 0.0101(6) -0.0007(5) -0.0021(5) 0.0010(5) O1 0.0159(7) 0.0142(7) 0.0115(6) -0.0011(5) -0.0026(5) 0.0002(5) O2 0.0174(7) 0.0153(7) 0.0150(7) -0.0050(6) -0.0041(6) 0.0020(6) N1 0.0185(8) 0.0126(8) 0.0092(7) -0.0007(6) -0.0014(6) 0.0000(6) N2 0.0170(8) 0.0121(8) 0.0111(7) -0.0015(6) -0.0019(6) -0.0001(6) N3 0.0191(8) 0.0134(8) 0.0111(7) -0.0017(6) -0.0032(6) 0.0021(6) N4 0.0170(8) 0.0111(8) 0.0103(7) -0.0004(6) -0.0033(6) 0.0005(6) C1 0.0219(10) 0.0149(9) 0.0119(9) -0.0008(7) -0.0020(8) 0.0013(8) C2 0.0242(10) 0.0134(9) 0.0169(10) -0.0030(8) -0.0004(8) 0.0016(8) C3 0.0257(11) 0.0165(10) 0.0126(9) -0.0056(8) 0.0014(8) -0.0020(8) C4 0.0231(10) 0.0157(9) 0.0105(9) -0.0011(7) -0.0017(7) -0.0028(8) C5 0.0175(9) 0.0110(9) 0.0108(9) 0.0001(7) -0.0008(7) -0.0025(7) C6 0.0163(9) 0.0121(9) 0.0104(8) -0.0009(7) -0.0013(7) -0.0022(7) C7 0.0226(10) 0.0171(10) 0.0107(9) -0.0013(8) -0.0042(7) -0.0012(8) C8 0.0234(10) 0.0166(10) 0.0138(9) 0.0022(8) -0.0072(8) 0.0005(8) C9 0.0199(10) 0.0128(9) 0.0195(10) -0.0020(8) -0.0049(8) 0.0023(8) C10 0.0196(10) 0.0143(9) 0.0131(9) -0.0026(7) -0.0023(7) 0.0002(7) C11 0.0227(10) 0.0160(10) 0.0136(9) -0.0017(8) -0.0015(8) 0.0013(8) C12 0.0216(10) 0.0168(10) 0.0219(10) -0.0077(8) -0.0025(8) 0.0047(8) C13 0.0217(10) 0.0117(9) 0.0259(11) -0.0040(8) -0.0057(8) 0.0023(8) C14 0.0207(10) 0.0124(9) 0.0148(9) -0.0001(8) -0.0033(8) -0.0006(7) C15 0.0157(9) 0.0115(9) 0.0130(9) -0.0015(7) -0.0046(7) -0.0005(7) C16 0.0162(9) 0.0107(8) 0.0112(8) -0.0015(7) -0.0057(7) 0.0013(7) C17 0.0210(10) 0.0127(9) 0.0126(9) 0.0004(7) -0.0058(7) -0.0002(7) C18 0.0190(10) 0.0183(10) 0.0093(9) -0.0007(7) -0.0018(7) -0.0015(8) C19 0.0183(9) 0.0162(9) 0.0132(9) -0.0036(8) -0.0029(7) 0.0015(8) C20 0.0179(9) 0.0127(9) 0.0139(9) -0.0016(7) -0.0040(7) 0.0023(7) C21 0.0144(9) 0.0129(9) 0.0119(9) -0.0010(7) -0.0025(7) -0.0001(7) C22 0.0306(12) 0.0139(10) 0.0158(10) -0.0047(8) -0.0052(9) 0.0017(9) S2 0.0245(3) 0.0157(2) 0.0150(2) -0.00412(19) -0.00002(19) -0.00166(19) F4 0.0487(9) 0.0247(7) 0.0166(6) -0.0021(5) 0.0026(6) -0.0125(6) F5 0.0352(8) 0.0406(9) 0.0493(10) -0.0152(8) -0.0212(7) -0.0010(7) F6 0.0492(9) 0.0257(7) 0.0327(8) -0.0189(6) 0.0071(7) -0.0055(7) O8 0.0257(9) 0.0308(9) 0.0435(11) -0.0145(8) -0.0088(8) 0.0037(7) O9 0.0294(8) 0.0169(7) 0.0174(7) -0.0055(6) -0.0044(6) 0.0026(6) O10 0.0565(12) 0.0270(9) 0.0152(8) -0.0032(7) 0.0083(8) -0.0095(8) C24 0.0268(11) 0.0179(10) 0.0151(10) -0.0059(8) -0.0006(8) -0.0004(8) S1 0.0173(2) 0.0138(2) 0.0104(2) -0.00294(17) -0.00323(17) 0.00199(17) F1 0.0392(8) 0.0211(7) 0.0260(7) -0.0129(6) -0.0035(6) -0.0043(6) F2 0.0227(6) 0.0249(7) 0.0221(7) -0.0077(5) 0.0021(5) 0.0048(5) F3 0.0422(8) 0.0293(7) 0.0118(6) -0.0018(5) -0.0104(5) 0.0180(6) O5 0.0381(9) 0.0231(8) 0.0137(7) -0.0020(6) -0.0118(6) 0.0106(7) O6 0.0248(8) 0.0189(8) 0.0222(8) -0.0090(6) -0.0025(6) -0.0025(6) O7 0.0200(7) 0.0242(8) 0.0228(8) -0.0103(6) 0.0008(6) -0.0010(6) C23 0.0216(10) 0.0141(9) 0.0121(9) -0.0021(7) -0.0048(7) 0.0056(8) _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 O1 1.9328(14) . ? Cu1 O3 1.9424(14) . ? Cu1 N1 1.9942(17) . ? Cu1 N2 2.0045(16) . ? Cu1 O2 2.3935(15) . ? Cu2 O1 1.9209(14) . ? Cu2 O4 1.9558(14) . ? Cu2 N4 1.9979(17) . ? Cu2 N3 2.0087(17) . ? Cu2 O2 2.3226(15) . ? O3 C21 1.260(2) . ? O4 C21 1.272(2) . ? O1 H3A 0.77(3) . ? O2 H2W 0.83(3) . ? O2 H1W 0.72(3) . ? N1 C1 1.342(3) . ? N1 C5 1.353(2) . ? N2 C10 1.336(3) . ? N2 C6 1.354(2) . ? N3 C11 1.333(3) . ? N3 C15 1.353(3) . ? N4 C20 1.340(3) . ? N4 C16 1.353(2) . ? C1 C2 1.380(3) . ? C1 H1 0.94(3) . ? C2 C3 1.389(3) . ? C2 H2 0.93(3) . ? C3 C4 1.384(3) . ? C3 H3 0.93(3) . ? C4 C5 1.385(3) . ? C4 H4 0.96(3) . ? C5 C6 1.479(3) . ? C6 C7 1.391(3) . ? C7 C8 1.387(3) . ? C7 H7 0.94(3) . ? C8 C9 1.382(3) . ? C8 H8 0.93(3) . ? C9 C10 1.390(3) . ? C9 H9 0.93(3) . ? C10 H10 0.94(2) . ? C11 C12 1.388(3) . ? C11 H11 0.91(3) . ? C12 C13 1.380(3) . ? C12 H12 0.98(3) . ? C13 C14 1.383(3) . ? C13 H13 0.94(3) . ? C14 C15 1.386(3) . ? C14 H14 0.85(3) . ? C15 C16 1.477(3) . ? C16 C17 1.387(3) . ? C17 C18 1.390(3) . ? C17 H17 1.01(3) . ? C18 C19 1.387(3) . ? C18 H18 0.97(3) . ? C19 C20 1.385(3) . ? C19 H19 0.92(2) . ? C20 H20 0.94(2) . ? C21 C22 1.498(3) . ? C22 H21A 0.95(4) . ? C22 H21B 0.87(4) . ? C22 H21C 0.94(4) . ? S2 O8 1.4348(18) . ? S2 O10 1.4360(17) . ? S2 O9 1.4547(16) . ? S2 C24 1.832(2) . ? F4 C24 1.336(2) . ? F5 C24 1.322(3) . ? F6 C24 1.327(3) . ? S1 O5 1.4345(15) . ? S1 O7 1.4437(16) . ? S1 O6 1.4472(16) . ? S1 C23 1.825(2) . ? F1 C23 1.329(2) . ? F2 C23 1.333(2) . ? F3 C23 1.337(2) . ? 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 O1 Cu1 O3 93.51(6) . . ? O1 Cu1 N1 95.46(6) . . ? O3 Cu1 N1 162.05(6) . . ? O1 Cu1 N2 176.69(6) . . ? O3 Cu1 N2 89.80(6) . . ? N1 Cu1 N2 81.36(7) . . ? O1 Cu1 O2 83.36(6) . . ? O3 Cu1 O2 89.32(6) . . ? N1 Cu1 O2 107.12(6) . . ? N2 Cu1 O2 96.66(6) . . ? O1 Cu2 O4 95.40(6) . . ? O1 Cu2 N4 174.14(6) . . ? O4 Cu2 N4 89.81(6) . . ? O1 Cu2 N3 93.62(6) . . ? O4 Cu2 N3 159.20(6) . . ? N4 Cu2 N3 80.58(7) . . ? O1 Cu2 O2 85.57(6) . . ? O4 Cu2 O2 89.01(6) . . ? N4 Cu2 O2 97.23(6) . . ? N3 Cu2 O2 110.37(6) . . ? C21 O3 Cu1 129.66(13) . . ? C21 O4 Cu2 127.58(13) . . ? Cu2 O1 Cu1 103.39(7) . . ? Cu2 O1 H3A 108(2) . . ? Cu1 O1 H3A 112(2) . . ? Cu2 O2 Cu1 79.75(5) . . ? Cu2 O2 H2W 130(2) . . ? Cu1 O2 H2W 117(2) . . ? Cu2 O2 H1W 114(2) . . ? Cu1 O2 H1W 111(2) . . ? H2W O2 H1W 103(3) . . ? C1 N1 C5 118.93(17) . . ? C1 N1 Cu1 125.95(14) . . ? C5 N1 Cu1 115.07(13) . . ? C10 N2 C6 119.38(17) . . ? C10 N2 Cu1 126.29(14) . . ? C6 N2 Cu1 114.28(13) . . ? C11 N3 C15 119.30(17) . . ? C11 N3 Cu2 125.73(14) . . ? C15 N3 Cu2 114.79(13) . . ? C20 N4 C16 119.39(17) . . ? C20 N4 Cu2 124.93(13) . . ? C16 N4 Cu2 115.68(13) . . ? N1 C1 C2 122.30(19) . . ? N1 C1 H1 115.1(15) . . ? C2 C1 H1 122.4(15) . . ? C1 C2 C3 118.7(2) . . ? C1 C2 H2 119.0(16) . . ? C3 C2 H2 122.2(16) . . ? C4 C3 C2 119.31(19) . . ? C4 C3 H3 120.5(16) . . ? C2 C3 H3 120.1(16) . . ? C3 C4 C5 118.97(19) . . ? C3 C4 H4 121.6(16) . . ? C5 C4 H4 119.4(16) . . ? N1 C5 C4 121.73(18) . . ? N1 C5 C6 114.29(17) . . ? C4 C5 C6 123.96(17) . . ? N2 C6 C7 121.29(18) . . ? N2 C6 C5 114.92(16) . . ? C7 C6 C5 123.77(18) . . ? C8 C7 C6 118.92(19) . . ? C8 C7 H7 122.6(16) . . ? C6 C7 H7 118.4(16) . . ? C9 C8 C7 119.55(19) . . ? C9 C8 H8 121.3(18) . . ? C7 C8 H8 119.0(18) . . ? C8 C9 C10 118.67(19) . . ? C8 C9 H9 121.5(15) . . ? C10 C9 H9 119.8(15) . . ? N2 C10 C9 122.17(19) . . ? N2 C10 H10 116.0(14) . . ? C9 C10 H10 121.8(14) . . ? N3 C11 C12 122.19(19) . . ? N3 C11 H11 116.3(16) . . ? C12 C11 H11 121.3(16) . . ? C13 C12 C11 118.5(2) . . ? C13 C12 H12 122.3(16) . . ? C11 C12 H12 119.1(16) . . ? C12 C13 C14 119.81(19) . . ? C12 C13 H13 120.2(17) . . ? C14 C13 H13 120.0(17) . . ? C13 C14 C15 118.69(19) . . ? C13 C14 H14 122.6(19) . . ? C15 C14 H14 118.7(19) . . ? N3 C15 C14 121.50(19) . . ? N3 C15 C16 114.66(17) . . ? C14 C15 C16 123.84(18) . . ? N4 C16 C17 121.76(18) . . ? N4 C16 C15 113.93(17) . . ? C17 C16 C15 124.30(17) . . ? C16 C17 C18 118.60(18) . . ? C16 C17 H17 119.6(16) . . ? C18 C17 H17 121.7(16) . . ? C19 C18 C17 119.37(19) . . ? C19 C18 H18 121.6(16) . . ? C17 C18 H18 119.0(16) . . ? C20 C19 C18 119.03(19) . . ? C20 C19 H19 120.6(15) . . ? C18 C19 H19 120.4(15) . . ? N4 C20 C19 121.82(19) . . ? N4 C20 H20 115.7(15) . . ? C19 C20 H20 122.5(15) . . ? O3 C21 O4 125.55(18) . . ? O3 C21 C22 116.50(17) . . ? O4 C21 C22 117.94(18) . . ? C21 C22 H21A 110(2) . . ? C21 C22 H21B 111(2) . . ? H21A C22 H21B 109(3) . . ? C21 C22 H21C 118(2) . . ? H21A C22 H21C 101(3) . . ? H21B C22 H21C 106(3) . . ? O8 S2 O10 116.79(12) . . ? O8 S2 O9 113.65(10) . . ? O10 S2 O9 114.38(11) . . ? O8 S2 C24 103.52(11) . . ? O10 S2 C24 103.65(10) . . ? O9 S2 C24 102.42(10) . . ? F5 C24 F6 108.13(18) . . ? F5 C24 F4 107.16(19) . . ? F6 C24 F4 107.23(18) . . ? F5 C24 S2 112.07(15) . . ? F6 C24 S2 111.04(15) . . ? F4 C24 S2 110.98(15) . . ? O5 S1 O7 115.87(10) . . ? O5 S1 O6 115.62(10) . . ? O7 S1 O6 113.43(9) . . ? O5 S1 C23 102.18(9) . . ? O7 S1 C23 103.51(9) . . ? O6 S1 C23 103.83(9) . . ? F1 C23 F2 107.82(16) . . ? F1 C23 F3 107.73(17) . . ? F2 C23 F3 106.78(16) . . ? F1 C23 S1 111.28(14) . . ? F2 C23 S1 110.92(14) . . ? F3 C23 S1 112.09(14) . . ? 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 Cu1 O3 C21 -38.78(17) . . . . ? N1 Cu1 O3 C21 -158.7(2) . . . . ? N2 Cu1 O3 C21 141.18(17) . . . . ? O2 Cu1 O3 C21 44.53(17) . . . . ? O1 Cu2 O4 C21 33.82(16) . . . . ? N4 Cu2 O4 C21 -148.87(16) . . . . ? N3 Cu2 O4 C21 149.14(19) . . . . ? O2 Cu2 O4 C21 -51.64(16) . . . . ? O4 Cu2 O1 Cu1 -64.67(7) . . . . ? N4 Cu2 O1 Cu1 142.7(6) . . . . ? N3 Cu2 O1 Cu1 134.09(7) . . . . ? O2 Cu2 O1 Cu1 23.91(7) . . . . ? O3 Cu1 O1 Cu2 65.66(7) . . . . ? N1 Cu1 O1 Cu2 -129.90(7) . . . . ? N2 Cu1 O1 Cu2 -113.8(11) . . . . ? O2 Cu1 O1 Cu2 -23.25(7) . . . . ? O1 Cu2 O2 Cu1 -18.87(5) . . . . ? O4 Cu2 O2 Cu1 76.62(5) . . . . ? N4 Cu2 O2 Cu1 166.30(6) . . . . ? N3 Cu2 O2 Cu1 -111.10(6) . . . . ? O1 Cu1 O2 Cu2 18.83(5) . . . . ? O3 Cu1 O2 Cu2 -74.79(5) . . . . ? N1 Cu1 O2 Cu2 112.52(6) . . . . ? N2 Cu1 O2 Cu2 -164.51(6) . . . . ? O1 Cu1 N1 C1 -2.12(17) . . . . ? O3 Cu1 N1 C1 117.6(2) . . . . ? N2 Cu1 N1 C1 178.81(18) . . . . ? O2 Cu1 N1 C1 -86.84(17) . . . . ? O1 Cu1 N1 C5 -179.60(14) . . . . ? O3 Cu1 N1 C5 -59.9(3) . . . . ? N2 Cu1 N1 C5 1.33(14) . . . . ? O2 Cu1 N1 C5 95.68(14) . . . . ? O1 Cu1 N2 C10 163.9(10) . . . . ? O3 Cu1 N2 C10 -15.49(17) . . . . ? N1 Cu1 N2 C10 -179.82(18) . . . . ? O2 Cu1 N2 C10 73.80(17) . . . . ? O1 Cu1 N2 C6 -18.6(12) . . . . ? O3 Cu1 N2 C6 161.95(14) . . . . ? N1 Cu1 N2 C6 -2.37(13) . . . . ? O2 Cu1 N2 C6 -108.75(14) . . . . ? O1 Cu2 N3 C11 -1.48(17) . . . . ? O4 Cu2 N3 C11 -117.1(2) . . . . ? N4 Cu2 N3 C11 179.41(18) . . . . ? O2 Cu2 N3 C11 85.13(17) . . . . ? O1 Cu2 N3 C15 173.61(14) . . . . ? O4 Cu2 N3 C15 58.0(3) . . . . ? N4 Cu2 N3 C15 -5.50(14) . . . . ? O2 Cu2 N3 C15 -99.78(14) . . . . ? O1 Cu2 N4 C20 175.1(6) . . . . ? O4 Cu2 N4 C20 22.34(16) . . . . ? N3 Cu2 N4 C20 -176.19(17) . . . . ? O2 Cu2 N4 C20 -66.63(16) . . . . ? O1 Cu2 N4 C16 -4.9(7) . . . . ? O4 Cu2 N4 C16 -157.62(14) . . . . ? N3 Cu2 N4 C16 3.85(13) . . . . ? O2 Cu2 N4 C16 113.40(14) . . . . ? C5 N1 C1 C2 -0.2(3) . . . . ? Cu1 N1 C1 C2 -177.62(15) . . . . ? N1 C1 C2 C3 -0.5(3) . . . . ? C1 C2 C3 C4 0.4(3) . . . . ? C2 C3 C4 C5 0.4(3) . . . . ? C1 N1 C5 C4 1.1(3) . . . . ? Cu1 N1 C5 C4 178.75(15) . . . . ? C1 N1 C5 C6 -177.81(17) . . . . ? Cu1 N1 C5 C6 -0.1(2) . . . . ? C3 C4 C5 N1 -1.1(3) . . . . ? C3 C4 C5 C6 177.64(18) . . . . ? C10 N2 C6 C7 1.9(3) . . . . ? Cu1 N2 C6 C7 -175.72(15) . . . . ? C10 N2 C6 C5 -179.41(17) . . . . ? Cu1 N2 C6 C5 3.0(2) . . . . ? N1 C5 C6 N2 -1.9(2) . . . . ? C4 C5 C6 N2 179.27(18) . . . . ? N1 C5 C6 C7 176.77(18) . . . . ? C4 C5 C6 C7 -2.1(3) . . . . ? N2 C6 C7 C8 -1.1(3) . . . . ? C5 C6 C7 C8 -179.64(19) . . . . ? C6 C7 C8 C9 -0.6(3) . . . . ? C7 C8 C9 C10 1.4(3) . . . . ? C6 N2 C10 C9 -1.1(3) . . . . ? Cu1 N2 C10 C9 176.27(15) . . . . ? C8 C9 C10 N2 -0.6(3) . . . . ? C15 N3 C11 C12 -0.5(3) . . . . ? Cu2 N3 C11 C12 174.39(16) . . . . ? N3 C11 C12 C13 -1.2(3) . . . . ? C11 C12 C13 C14 1.7(3) . . . . ? C12 C13 C14 C15 -0.6(3) . . . . ? C11 N3 C15 C14 1.7(3) . . . . ? Cu2 N3 C15 C14 -173.69(15) . . . . ? C11 N3 C15 C16 -178.42(17) . . . . ? Cu2 N3 C15 C16 6.2(2) . . . . ? C13 C14 C15 N3 -1.2(3) . . . . ? C13 C14 C15 C16 178.97(18) . . . . ? C20 N4 C16 C17 -0.4(3) . . . . ? Cu2 N4 C16 C17 179.61(14) . . . . ? C20 N4 C16 C15 178.35(17) . . . . ? Cu2 N4 C16 C15 -1.7(2) . . . . ? N3 C15 C16 N4 -3.0(2) . . . . ? C14 C15 C16 N4 176.87(18) . . . . ? N3 C15 C16 C17 175.71(18) . . . . ? C14 C15 C16 C17 -4.5(3) . . . . ? N4 C16 C17 C18 1.4(3) . . . . ? C15 C16 C17 C18 -177.22(18) . . . . ? C16 C17 C18 C19 -0.9(3) . . . . ? C17 C18 C19 C20 -0.5(3) . . . . ? C16 N4 C20 C19 -1.1(3) . . . . ? Cu2 N4 C20 C19 178.93(15) . . . . ? C18 C19 C20 N4 1.5(3) . . . . ? Cu1 O3 C21 O4 4.3(3) . . . . ? Cu1 O3 C21 C22 -174.44(14) . . . . ? Cu2 O4 C21 O3 -1.1(3) . . . . ? Cu2 O4 C21 C22 177.64(14) . . . . ? O8 S2 C24 F5 172.49(16) . . . . ? O10 S2 C24 F5 -65.14(18) . . . . ? O9 S2 C24 F5 54.10(17) . . . . ? O8 S2 C24 F6 -66.46(17) . . . . ? O10 S2 C24 F6 55.91(18) . . . . ? O9 S2 C24 F6 175.15(15) . . . . ? O8 S2 C24 F4 52.72(18) . . . . ? O10 S2 C24 F4 175.09(16) . . . . ? O9 S2 C24 F4 -65.67(17) . . . . ? O5 S1 C23 F1 -57.59(16) . . . . ? O7 S1 C23 F1 63.13(16) . . . . ? O6 S1 C23 F1 -178.17(14) . . . . ? O5 S1 C23 F2 62.44(16) . . . . ? O7 S1 C23 F2 -176.84(13) . . . . ? O6 S1 C23 F2 -58.13(15) . . . . ? O5 S1 C23 F3 -178.30(15) . . . . ? O7 S1 C23 F3 -57.58(17) . . . . ? O6 S1 C23 F3 61.12(17) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.930 _refine_diff_density_min -0.805 _refine_diff_density_rms 0.099 data_cpd_06 _database_code_depnum_ccdc_archive 'CCDC 907231' #TrackingRef 'cpd_02.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-aqua-mu-hydroxo-mu-formato-kappa2-O1,O2-bis(4,4'-dimethyl-2,2'-bipyridyl) dicopper(II) perchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H28 Cl2 Cu2 N4 O12' _chemical_formula_weight 774.49 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' 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' 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' H H 0.0000 0.0000 '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 8.0321(6) _cell_length_b 11.1208(8) _cell_length_c 16.9976(12) _cell_angle_alpha 87.467(4) _cell_angle_beta 88.341(4) _cell_angle_gamma 79.509(4) _cell_volume 1491.11(19) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9899 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 33.18 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_max 0.460 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 1.675 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.6026 _exptl_absorpt_correction_T_max 0.7465 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22123 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 33.19 _reflns_number_total 11199 _reflns_number_gt 9630 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0539P)^2^+0.1800P] 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 11199 _refine_ls_number_parameters 518 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0953 _refine_ls_wR_factor_gt 0.0827 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _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 0.01835(2) 0.624016(14) 0.367213(9) 0.01246(4) Uani 1 1 d . . . Cu2 Cu 0.04059(2) 0.633182(15) 0.186089(9) 0.01369(4) Uani 1 1 d . . . O1 O -0.01187(13) 0.53654(9) 0.27577(6) 0.01530(17) Uani 1 1 d . . . O2 O 0.20906(14) 0.70309(10) 0.28349(6) 0.01624(18) Uani 1 1 d . . . O3 O -0.16461(13) 0.76162(10) 0.34243(6) 0.0193(2) Uani 1 1 d . . . O4 O -0.13164(14) 0.77930(10) 0.21026(6) 0.0206(2) Uani 1 1 d . . . N1 N 0.17836(14) 0.48295(10) 0.41538(6) 0.01315(19) Uani 1 1 d . . . N2 N 0.05845(15) 0.69707(10) 0.46858(7) 0.01375(19) Uani 1 1 d . . . N3 N 0.12336(15) 0.72299(10) 0.09442(7) 0.0147(2) Uani 1 1 d . . . N4 N 0.12646(15) 0.49121(10) 0.11917(7) 0.0145(2) Uani 1 1 d . . . C1 C 0.23233(18) 0.37514(12) 0.38276(8) 0.0156(2) Uani 1 1 d . . . C2 C 0.34269(18) 0.28134(12) 0.42056(8) 0.0171(2) Uani 1 1 d . . . C3 C 0.39961(17) 0.29753(12) 0.49531(8) 0.0155(2) Uani 1 1 d . . . C4 C 0.34416(17) 0.41165(12) 0.52864(8) 0.0147(2) Uani 1 1 d . . . C5 C 0.23480(16) 0.50199(11) 0.48747(7) 0.0126(2) Uani 1 1 d . . . C6 C 0.5121(2) 0.19688(14) 0.53987(10) 0.0211(3) Uani 1 1 d . . . C7 C 0.16926(16) 0.62503(11) 0.51690(7) 0.0127(2) Uani 1 1 d . . . C8 C 0.21685(17) 0.66602(12) 0.58748(8) 0.0150(2) Uani 1 1 d . . . C9 C 0.14898(18) 0.78494(12) 0.61019(8) 0.0166(2) Uani 1 1 d . . . C10 C 0.03201(19) 0.85625(12) 0.56064(8) 0.0175(2) Uani 1 1 d . . . C11 C -0.00925(18) 0.81024(12) 0.49085(8) 0.0164(2) Uani 1 1 d . . . C12 C 0.2023(2) 0.83226(15) 0.68480(10) 0.0241(3) Uani 1 1 d . . . C13 C 0.12141(19) 0.84382(12) 0.08888(8) 0.0177(2) Uani 1 1 d . . . C14 C 0.18256(19) 0.89959(12) 0.02264(9) 0.0183(2) Uani 1 1 d . . . C15 C 0.24813(19) 0.83002(13) -0.04127(8) 0.0172(2) Uani 1 1 d . . . C16 C 0.25185(19) 0.70375(12) -0.03393(8) 0.0171(2) Uani 1 1 d . . . C17 C 0.19017(17) 0.65319(12) 0.03428(8) 0.0139(2) Uani 1 1 d . . . C18 C 0.3133(3) 0.88710(15) -0.11451(10) 0.0255(3) Uani 1 1 d . . . C19 C 0.19345(17) 0.52048(12) 0.04872(8) 0.0136(2) Uani 1 1 d . . . C20 C 0.26344(18) 0.43239(12) -0.00376(8) 0.0162(2) Uani 1 1 d . . . C21 C 0.26803(18) 0.30865(12) 0.01661(8) 0.0161(2) Uani 1 1 d . . . C22 C 0.1995(2) 0.27972(13) 0.08957(8) 0.0186(2) Uani 1 1 d . . . C23 C 0.12956(19) 0.37281(13) 0.13887(8) 0.0173(2) Uani 1 1 d . . . C24 C 0.3446(2) 0.21141(13) -0.03893(9) 0.0205(3) Uani 1 1 d . . . C25 C -0.20402(19) 0.80804(14) 0.27488(9) 0.0207(3) Uani 1 1 d . . . Cl2 Cl 0.28709(5) 0.02879(3) 0.26657(2) 0.01887(7) Uani 1 1 d . . . O10 O 0.3350(2) -0.00659(14) 0.18792(8) 0.0395(3) Uani 1 1 d . . . O11 O 0.1770(2) -0.05021(11) 0.30053(10) 0.0421(4) Uani 1 1 d . . . O9 O 0.43484(19) 0.01742(13) 0.31398(10) 0.0401(3) Uani 1 1 d . . . O12 O 0.19736(16) 0.15304(10) 0.26626(8) 0.0258(2) Uani 1 1 d . . . Cl1 Cl 0.54650(4) 0.48550(3) 0.219455(19) 0.01841(7) Uani 1 1 d . . . O8 O 0.46855(17) 0.37989(13) 0.22832(10) 0.0400(3) Uani 1 1 d . . . O7 O 0.47020(16) 0.56521(13) 0.15665(7) 0.0283(2) Uani 1 1 d . . . O6 O 0.72516(13) 0.44802(12) 0.20303(7) 0.0255(2) Uani 1 1 d . . . O5 O 0.52628(18) 0.55120(14) 0.29197(7) 0.0371(3) Uani 1 1 d . . . H1 H 0.197(3) 0.3640(18) 0.3344(12) 0.019(5) Uiso 1 1 d . . . H17 H 0.083(3) 0.3500(19) 0.1849(13) 0.022(5) Uiso 1 1 d . . . H23 H 0.294(3) 0.6541(19) -0.0734(13) 0.021(5) Uiso 1 1 d . . . H22 H 0.306(3) 0.4558(18) -0.0521(13) 0.021(5) Uiso 1 1 d . . . H18 H 0.200(3) 0.197(2) 0.1061(13) 0.025(5) Uiso 1 1 d . . . H7 H 0.291(3) 0.6147(18) 0.6205(12) 0.017(5) Uiso 1 1 d . . . H2 H 0.377(3) 0.2102(19) 0.3957(13) 0.022(5) Uiso 1 1 d . . . H11 H -0.018(3) 0.934(2) 0.5767(15) 0.036(6) Uiso 1 1 d . . . H27 H 0.186(3) 0.989(2) 0.0206(13) 0.026(5) Uiso 1 1 d . . . H28 H 0.082(2) 0.8862(17) 0.1316(12) 0.014(4) Uiso 1 1 d . . . H12 H -0.090(3) 0.8577(19) 0.4566(12) 0.021(5) Uiso 1 1 d . . . H16 H -0.097(3) 0.518(2) 0.2703(13) 0.027(6) Uiso 1 1 d . . . H10 H 0.129(3) 0.904(2) 0.7039(16) 0.046(7) Uiso 1 1 d . . . H3 H 0.377(3) 0.4261(18) 0.5774(12) 0.020(5) Uiso 1 1 d . . . H9 H 0.203(3) 0.776(2) 0.7312(16) 0.041(7) Uiso 1 1 d . . . H20 H 0.256(3) 0.199(2) -0.0744(15) 0.037(6) Uiso 1 1 d . . . H19 H 0.391(3) 0.127(2) -0.0136(15) 0.036(6) Uiso 1 1 d . . . H24 H 0.369(4) 0.835(3) -0.1456(18) 0.059(9) Uiso 1 1 d . . . H8 H 0.304(4) 0.835(3) 0.6846(18) 0.054(8) Uiso 1 1 d . . . H14 H 0.290(4) 0.669(2) 0.2811(15) 0.036(7) Uiso 1 1 d . . . H15 H -0.301(3) 0.875(2) 0.2719(13) 0.029(6) Uiso 1 1 d . . . H21 H 0.428(3) 0.239(2) -0.0660(16) 0.041(7) Uiso 1 1 d . . . H13 H 0.210(3) 0.769(2) 0.2828(14) 0.031(6) Uiso 1 1 d . . . H25 H 0.231(5) 0.929(3) -0.143(2) 0.070(10) Uiso 1 1 d . . . H6 H 0.594(3) 0.226(2) 0.5633(15) 0.036(6) Uiso 1 1 d . . . H26 H 0.385(4) 0.941(3) -0.1018(19) 0.071(10) Uiso 1 1 d . . . H4 H 0.573(3) 0.143(2) 0.5051(17) 0.048(8) Uiso 1 1 d . . . H5 H 0.459(4) 0.156(3) 0.5775(17) 0.051(8) Uiso 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 0.01327(8) 0.01462(7) 0.00951(7) -0.00080(5) -0.00034(5) -0.00244(5) Cu2 0.01538(8) 0.01524(8) 0.00991(7) -0.00076(5) 0.00086(5) -0.00149(6) O1 0.0168(5) 0.0194(4) 0.0112(4) -0.0011(3) -0.0015(3) -0.0070(4) O2 0.0146(5) 0.0139(4) 0.0200(5) -0.0016(4) 0.0020(4) -0.0022(4) O3 0.0172(5) 0.0257(5) 0.0125(4) -0.0012(4) 0.0009(3) 0.0025(4) O4 0.0204(5) 0.0249(5) 0.0133(4) -0.0005(4) 0.0009(4) 0.0042(4) N1 0.0144(5) 0.0144(4) 0.0110(4) -0.0014(4) 0.0001(4) -0.0033(4) N2 0.0150(5) 0.0144(4) 0.0119(5) -0.0008(4) 0.0004(4) -0.0028(4) N3 0.0161(5) 0.0149(5) 0.0124(5) -0.0016(4) 0.0003(4) -0.0009(4) N4 0.0153(5) 0.0154(5) 0.0127(5) -0.0006(4) -0.0009(4) -0.0028(4) C1 0.0176(6) 0.0164(5) 0.0132(5) -0.0034(4) 0.0007(4) -0.0035(4) C2 0.0188(6) 0.0153(5) 0.0170(6) -0.0034(4) 0.0015(5) -0.0022(4) C3 0.0139(6) 0.0159(5) 0.0163(6) 0.0004(4) 0.0008(4) -0.0022(4) C4 0.0152(6) 0.0162(5) 0.0129(5) -0.0006(4) -0.0011(4) -0.0032(4) C5 0.0129(5) 0.0142(5) 0.0113(5) -0.0012(4) 0.0001(4) -0.0038(4) C6 0.0201(7) 0.0192(6) 0.0218(7) 0.0022(5) 0.0005(5) 0.0014(5) C7 0.0138(5) 0.0135(5) 0.0112(5) -0.0009(4) 0.0004(4) -0.0041(4) C8 0.0158(6) 0.0167(5) 0.0129(5) -0.0026(4) -0.0014(4) -0.0031(4) C9 0.0176(6) 0.0180(5) 0.0152(6) -0.0047(4) 0.0001(4) -0.0051(4) C10 0.0196(6) 0.0158(5) 0.0171(6) -0.0032(4) 0.0009(5) -0.0030(5) C11 0.0184(6) 0.0154(5) 0.0148(6) -0.0012(4) 0.0007(5) -0.0016(4) C12 0.0254(8) 0.0256(7) 0.0211(7) -0.0112(6) -0.0054(6) -0.0011(6) C13 0.0211(6) 0.0151(5) 0.0162(6) -0.0027(4) 0.0020(5) -0.0010(5) C14 0.0227(7) 0.0148(5) 0.0171(6) -0.0007(4) 0.0003(5) -0.0028(5) C15 0.0208(6) 0.0171(5) 0.0141(6) -0.0002(4) -0.0013(5) -0.0043(5) C16 0.0230(6) 0.0158(5) 0.0127(5) -0.0020(4) 0.0017(5) -0.0038(5) C17 0.0152(6) 0.0146(5) 0.0117(5) -0.0014(4) -0.0004(4) -0.0015(4) C18 0.0405(9) 0.0211(6) 0.0160(6) 0.0002(5) 0.0045(6) -0.0095(6) C19 0.0148(5) 0.0145(5) 0.0114(5) -0.0006(4) -0.0012(4) -0.0024(4) C20 0.0195(6) 0.0163(5) 0.0128(5) -0.0019(4) 0.0012(4) -0.0030(4) C21 0.0173(6) 0.0152(5) 0.0158(6) -0.0020(4) -0.0026(4) -0.0025(4) C22 0.0239(7) 0.0159(5) 0.0164(6) -0.0009(4) -0.0022(5) -0.0047(5) C23 0.0212(6) 0.0180(6) 0.0133(5) 0.0004(4) -0.0008(5) -0.0056(5) C24 0.0250(7) 0.0163(6) 0.0199(6) -0.0050(5) -0.0008(5) -0.0020(5) C25 0.0173(6) 0.0259(7) 0.0159(6) -0.0010(5) 0.0002(5) 0.0041(5) Cl2 0.02328(16) 0.01408(13) 0.01924(15) -0.00287(11) 0.00270(12) -0.00329(11) O10 0.0568(9) 0.0393(7) 0.0249(6) -0.0159(6) 0.0124(6) -0.0141(7) O11 0.0459(8) 0.0152(5) 0.0653(10) -0.0068(6) 0.0319(8) -0.0095(5) O9 0.0366(8) 0.0339(7) 0.0457(8) -0.0097(6) -0.0173(6) 0.0092(6) O12 0.0318(6) 0.0140(4) 0.0300(6) 0.0018(4) -0.0035(5) -0.0003(4) Cl1 0.01411(14) 0.02658(15) 0.01407(13) -0.00485(11) -0.00038(10) -0.00142(11) O8 0.0269(7) 0.0371(7) 0.0580(10) 0.0066(7) -0.0003(6) -0.0129(6) O7 0.0241(6) 0.0419(7) 0.0174(5) 0.0041(5) -0.0042(4) -0.0032(5) O6 0.0121(5) 0.0382(6) 0.0267(6) -0.0120(5) 0.0008(4) -0.0033(4) O5 0.0342(7) 0.0519(8) 0.0172(5) -0.0175(5) -0.0093(5) 0.0186(6) _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 O1 1.9138(10) . ? Cu1 O3 1.9593(10) . ? Cu1 N2 1.9959(11) . ? Cu1 N1 1.9990(11) . ? Cu1 O2 2.3235(11) . ? Cu2 O1 1.9076(10) . ? Cu2 N3 1.9778(12) . ? Cu2 O4 1.9826(11) . ? Cu2 N4 1.9948(11) . ? Cu2 O2 2.4089(11) . ? O1 H16 0.76(2) . ? O2 H14 0.69(3) . ? O2 H13 0.73(3) . ? O3 C25 1.2626(18) . ? O4 C25 1.2541(17) . ? N1 C1 1.3373(17) . ? N1 C5 1.3572(16) . ? N2 C11 1.3431(17) . ? N2 C7 1.3539(17) . ? N3 C13 1.3401(17) . ? N3 C17 1.3499(16) . ? N4 C23 1.3402(17) . ? N4 C19 1.3495(17) . ? C1 C2 1.387(2) . ? C1 H1 0.90(2) . ? C2 C3 1.393(2) . ? C2 H2 0.91(2) . ? C3 C4 1.4046(19) . ? C3 C6 1.497(2) . ? C4 C5 1.3866(18) . ? C4 H3 0.91(2) . ? C5 C7 1.4774(17) . ? C6 H6 0.90(3) . ? C6 H4 0.92(3) . ? C6 H5 0.91(3) . ? C7 C8 1.3897(17) . ? C8 C9 1.4020(18) . ? C8 H7 0.93(2) . ? C9 C10 1.391(2) . ? C9 C12 1.497(2) . ? C10 C11 1.3846(19) . ? C10 H11 0.94(2) . ? C11 H12 0.95(2) . ? C12 H10 0.96(3) . ? C12 H9 0.99(3) . ? C12 H8 0.82(3) . ? C13 C14 1.382(2) . ? C13 H28 0.901(19) . ? C14 C15 1.3960(19) . ? C14 H27 1.00(2) . ? C15 C16 1.3992(19) . ? C15 C18 1.497(2) . ? C16 C17 1.3843(19) . ? C16 H23 0.91(2) . ? C17 C19 1.4810(18) . ? C18 H24 0.86(3) . ? C18 H25 0.88(4) . ? C18 H26 0.94(4) . ? C19 C20 1.3852(18) . ? C20 C21 1.3983(19) . ? C20 H22 0.93(2) . ? C21 C22 1.391(2) . ? C21 C24 1.5010(19) . ? C22 C23 1.388(2) . ? C22 H18 0.94(2) . ? C23 H17 0.90(2) . ? C24 H20 0.98(3) . ? C24 H19 1.02(2) . ? C24 H21 0.90(3) . ? C25 H15 0.98(2) . ? Cl2 O10 1.4323(13) . ? Cl2 O12 1.4372(11) . ? Cl2 O9 1.4372(14) . ? Cl2 O11 1.4478(13) . ? Cl1 O8 1.4287(14) . ? Cl1 O7 1.4344(12) . ? Cl1 O6 1.4422(11) . ? Cl1 O5 1.4507(12) . ? 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 O1 Cu1 O3 94.63(4) . . ? O1 Cu1 N2 173.61(4) . . ? O3 Cu1 N2 90.87(5) . . ? O1 Cu1 N1 93.11(4) . . ? O3 Cu1 N1 167.39(5) . . ? N2 Cu1 N1 80.92(5) . . ? O1 Cu1 O2 82.03(4) . . ? O3 Cu1 O2 92.33(4) . . ? N2 Cu1 O2 101.03(4) . . ? N1 Cu1 O2 98.59(4) . . ? O1 Cu2 N3 173.12(5) . . ? O1 Cu2 O4 95.57(5) . . ? N3 Cu2 O4 90.22(5) . . ? O1 Cu2 N4 95.27(5) . . ? N3 Cu2 N4 81.34(5) . . ? O4 Cu2 N4 150.49(5) . . ? O1 Cu2 O2 79.89(4) . . ? N3 Cu2 O2 96.91(4) . . ? O4 Cu2 O2 85.69(4) . . ? N4 Cu2 O2 123.25(4) . . ? Cu2 O1 Cu1 107.26(5) . . ? Cu2 O1 H16 109.4(17) . . ? Cu1 O1 H16 118.5(17) . . ? Cu1 O2 Cu2 81.09(3) . . ? Cu1 O2 H14 116(2) . . ? Cu2 O2 H14 108(2) . . ? Cu1 O2 H13 119.0(19) . . ? Cu2 O2 H13 116.6(19) . . ? H14 O2 H13 112(3) . . ? C25 O3 Cu1 126.69(10) . . ? C25 O4 Cu2 128.74(10) . . ? C1 N1 C5 119.04(11) . . ? C1 N1 Cu1 125.82(9) . . ? C5 N1 Cu1 115.15(8) . . ? C11 N2 C7 118.54(11) . . ? C11 N2 Cu1 126.09(9) . . ? C7 N2 Cu1 115.33(9) . . ? C13 N3 C17 119.12(12) . . ? C13 N3 Cu2 125.53(9) . . ? C17 N3 Cu2 115.33(9) . . ? C23 N4 C19 118.57(12) . . ? C23 N4 Cu2 126.53(10) . . ? C19 N4 Cu2 114.85(9) . . ? N1 C1 C2 122.19(12) . . ? N1 C1 H1 118.5(13) . . ? C2 C1 H1 119.3(13) . . ? C1 C2 C3 119.93(12) . . ? C1 C2 H2 119.1(13) . . ? C3 C2 H2 121.0(13) . . ? C2 C3 C4 117.47(12) . . ? C2 C3 C6 121.76(13) . . ? C4 C3 C6 120.75(13) . . ? C5 C4 C3 119.73(12) . . ? C5 C4 H3 119.7(13) . . ? C3 C4 H3 120.5(13) . . ? N1 C5 C4 121.61(12) . . ? N1 C5 C7 114.24(11) . . ? C4 C5 C7 124.14(11) . . ? C3 C6 H6 110.4(16) . . ? C3 C6 H4 109.8(17) . . ? H6 C6 H4 102(2) . . ? C3 C6 H5 115.5(18) . . ? H6 C6 H5 108(2) . . ? H4 C6 H5 111(2) . . ? N2 C7 C8 121.84(12) . . ? N2 C7 C5 114.30(11) . . ? C8 C7 C5 123.86(12) . . ? C7 C8 C9 119.77(12) . . ? C7 C8 H7 120.7(12) . . ? C9 C8 H7 119.5(12) . . ? C10 C9 C8 117.41(12) . . ? C10 C9 C12 121.92(13) . . ? C8 C9 C12 120.67(13) . . ? C11 C10 C9 119.95(13) . . ? C11 C10 H11 122.1(15) . . ? C9 C10 H11 117.9(15) . . ? N2 C11 C10 122.45(13) . . ? N2 C11 H12 116.6(12) . . ? C10 C11 H12 120.9(12) . . ? C9 C12 H10 115.4(16) . . ? C9 C12 H9 114.6(15) . . ? H10 C12 H9 101(2) . . ? C9 C12 H8 113(2) . . ? H10 C12 H8 115(3) . . ? H9 C12 H8 96(2) . . ? N3 C13 C14 121.93(13) . . ? N3 C13 H28 116.2(12) . . ? C14 C13 H28 121.8(12) . . ? C13 C14 C15 120.12(13) . . ? C13 C14 H27 121.0(13) . . ? C15 C14 H27 118.8(13) . . ? C14 C15 C16 117.17(13) . . ? C14 C15 C18 121.79(13) . . ? C16 C15 C18 121.04(13) . . ? C17 C16 C15 119.96(12) . . ? C17 C16 H23 119.1(13) . . ? C15 C16 H23 121.0(13) . . ? N3 C17 C16 121.67(12) . . ? N3 C17 C19 114.28(11) . . ? C16 C17 C19 124.04(12) . . ? C15 C18 H24 113(2) . . ? C15 C18 H25 112(2) . . ? H24 C18 H25 105(3) . . ? C15 C18 H26 111(2) . . ? H24 C18 H26 108(3) . . ? H25 C18 H26 107(3) . . ? N4 C19 C20 122.15(12) . . ? N4 C19 C17 114.18(11) . . ? C20 C19 C17 123.64(12) . . ? C19 C20 C21 119.59(13) . . ? C19 C20 H22 119.9(13) . . ? C21 C20 H22 120.5(13) . . ? C22 C21 C20 117.66(12) . . ? C22 C21 C24 121.73(13) . . ? C20 C21 C24 120.61(13) . . ? C23 C22 C21 119.68(13) . . ? C23 C22 H18 119.6(14) . . ? C21 C22 H18 120.7(14) . . ? N4 C23 C22 122.35(13) . . ? N4 C23 H17 121.0(13) . . ? C22 C23 H17 116.7(13) . . ? C21 C24 H20 107.7(14) . . ? C21 C24 H19 116.0(14) . . ? H20 C24 H19 105.9(19) . . ? C21 C24 H21 107.2(16) . . ? H20 C24 H21 111(2) . . ? H19 C24 H21 109(2) . . ? O4 C25 O3 127.64(14) . . ? O4 C25 H15 115.3(13) . . ? O3 C25 H15 117.0(13) . . ? O10 Cl2 O12 110.45(9) . . ? O10 Cl2 O9 110.14(10) . . ? O12 Cl2 O9 109.43(8) . . ? O10 Cl2 O11 109.19(9) . . ? O12 Cl2 O11 108.58(8) . . ? O9 Cl2 O11 109.02(11) . . ? O8 Cl1 O7 110.28(9) . . ? O8 Cl1 O6 109.48(8) . . ? O7 Cl1 O6 109.88(8) . . ? O8 Cl1 O5 109.78(10) . . ? O7 Cl1 O5 109.06(8) . . ? O6 Cl1 O5 108.32(8) . . ? 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 N3 Cu2 O1 Cu1 88.9(4) . . . . ? O4 Cu2 O1 Cu1 -58.40(6) . . . . ? N4 Cu2 O1 Cu1 149.08(5) . . . . ? O2 Cu2 O1 Cu1 26.20(5) . . . . ? O3 Cu1 O1 Cu2 64.65(6) . . . . ? N2 Cu1 O1 Cu2 -146.1(4) . . . . ? N1 Cu1 O1 Cu2 -125.31(5) . . . . ? O2 Cu1 O1 Cu2 -27.07(5) . . . . ? O1 Cu1 O2 Cu2 20.38(4) . . . . ? O3 Cu1 O2 Cu2 -73.96(4) . . . . ? N2 Cu1 O2 Cu2 -165.31(4) . . . . ? N1 Cu1 O2 Cu2 112.35(4) . . . . ? O1 Cu2 O2 Cu1 -20.58(4) . . . . ? N3 Cu2 O2 Cu1 165.57(4) . . . . ? O4 Cu2 O2 Cu1 75.87(4) . . . . ? N4 Cu2 O2 Cu1 -110.28(5) . . . . ? O1 Cu1 O3 C25 -36.86(14) . . . . ? N2 Cu1 O3 C25 146.40(14) . . . . ? N1 Cu1 O3 C25 -164.56(19) . . . . ? O2 Cu1 O3 C25 45.33(14) . . . . ? O1 Cu2 O4 C25 20.40(14) . . . . ? N3 Cu2 O4 C25 -155.89(14) . . . . ? N4 Cu2 O4 C25 131.49(14) . . . . ? O2 Cu2 O4 C25 -58.98(14) . . . . ? O1 Cu1 N1 C1 2.03(12) . . . . ? O3 Cu1 N1 C1 129.9(2) . . . . ? N2 Cu1 N1 C1 179.74(12) . . . . ? O2 Cu1 N1 C1 -80.37(12) . . . . ? O1 Cu1 N1 C5 -178.19(9) . . . . ? O3 Cu1 N1 C5 -50.4(3) . . . . ? N2 Cu1 N1 C5 -0.48(9) . . . . ? O2 Cu1 N1 C5 99.41(9) . . . . ? O1 Cu1 N2 C11 -159.5(4) . . . . ? O3 Cu1 N2 C11 -10.09(12) . . . . ? N1 Cu1 N2 C11 179.52(12) . . . . ? O2 Cu1 N2 C11 82.45(12) . . . . ? O1 Cu1 N2 C7 22.9(5) . . . . ? O3 Cu1 N2 C7 172.29(10) . . . . ? N1 Cu1 N2 C7 1.89(9) . . . . ? O2 Cu1 N2 C7 -95.17(10) . . . . ? O1 Cu2 N3 C13 -116.4(4) . . . . ? O4 Cu2 N3 C13 31.14(12) . . . . ? N4 Cu2 N3 C13 -177.25(12) . . . . ? O2 Cu2 N3 C13 -54.55(12) . . . . ? O1 Cu2 N3 C17 62.0(4) . . . . ? O4 Cu2 N3 C17 -150.50(10) . . . . ? N4 Cu2 N3 C17 1.12(10) . . . . ? O2 Cu2 N3 C17 123.82(10) . . . . ? O1 Cu2 N4 C23 2.64(12) . . . . ? N3 Cu2 N4 C23 176.62(12) . . . . ? O4 Cu2 N4 C23 -108.52(14) . . . . ? O2 Cu2 N4 C23 84.00(12) . . . . ? O1 Cu2 N4 C19 -174.48(10) . . . . ? N3 Cu2 N4 C19 -0.51(10) . . . . ? O4 Cu2 N4 C19 74.36(14) . . . . ? O2 Cu2 N4 C19 -93.12(10) . . . . ? C5 N1 C1 C2 0.8(2) . . . . ? Cu1 N1 C1 C2 -179.44(10) . . . . ? N1 C1 C2 C3 0.6(2) . . . . ? C1 C2 C3 C4 -1.5(2) . . . . ? C1 C2 C3 C6 177.06(14) . . . . ? C2 C3 C4 C5 1.0(2) . . . . ? C6 C3 C4 C5 -177.56(13) . . . . ? C1 N1 C5 C4 -1.30(19) . . . . ? Cu1 N1 C5 C4 178.90(10) . . . . ? C1 N1 C5 C7 178.91(12) . . . . ? Cu1 N1 C5 C7 -0.89(14) . . . . ? C3 C4 C5 N1 0.4(2) . . . . ? C3 C4 C5 C7 -179.83(12) . . . . ? C11 N2 C7 C8 -1.41(19) . . . . ? Cu1 N2 C7 C8 176.40(10) . . . . ? C11 N2 C7 C5 179.32(12) . . . . ? Cu1 N2 C7 C5 -2.87(14) . . . . ? N1 C5 C7 N2 2.46(17) . . . . ? C4 C5 C7 N2 -177.32(12) . . . . ? N1 C5 C7 C8 -176.80(12) . . . . ? C4 C5 C7 C8 3.4(2) . . . . ? N2 C7 C8 C9 0.2(2) . . . . ? C5 C7 C8 C9 179.38(13) . . . . ? C7 C8 C9 C10 1.5(2) . . . . ? C7 C8 C9 C12 -178.19(14) . . . . ? C8 C9 C10 C11 -1.9(2) . . . . ? C12 C9 C10 C11 177.76(15) . . . . ? C7 N2 C11 C10 1.0(2) . . . . ? Cu1 N2 C11 C10 -176.58(11) . . . . ? C9 C10 C11 N2 0.7(2) . . . . ? C17 N3 C13 C14 1.4(2) . . . . ? Cu2 N3 C13 C14 179.72(11) . . . . ? N3 C13 C14 C15 0.3(2) . . . . ? C13 C14 C15 C16 -1.4(2) . . . . ? C13 C14 C15 C18 179.13(15) . . . . ? C14 C15 C16 C17 0.8(2) . . . . ? C18 C15 C16 C17 -179.74(15) . . . . ? C13 N3 C17 C16 -2.0(2) . . . . ? Cu2 N3 C17 C16 179.47(11) . . . . ? C13 N3 C17 C19 177.00(12) . . . . ? Cu2 N3 C17 C19 -1.48(15) . . . . ? C15 C16 C17 N3 1.0(2) . . . . ? C15 C16 C17 C19 -177.99(13) . . . . ? C23 N4 C19 C20 0.6(2) . . . . ? Cu2 N4 C19 C20 177.96(10) . . . . ? C23 N4 C19 C17 -177.50(12) . . . . ? Cu2 N4 C19 C17 -0.13(14) . . . . ? N3 C17 C19 N4 1.05(17) . . . . ? C16 C17 C19 N4 -179.93(13) . . . . ? N3 C17 C19 C20 -177.01(13) . . . . ? C16 C17 C19 C20 2.0(2) . . . . ? N4 C19 C20 C21 -1.0(2) . . . . ? C17 C19 C20 C21 176.92(13) . . . . ? C19 C20 C21 C22 0.6(2) . . . . ? C19 C20 C21 C24 -179.46(13) . . . . ? C20 C21 C22 C23 0.2(2) . . . . ? C24 C21 C22 C23 -179.79(14) . . . . ? C19 N4 C23 C22 0.2(2) . . . . ? Cu2 N4 C23 C22 -176.83(11) . . . . ? C21 C22 C23 N4 -0.6(2) . . . . ? Cu2 O4 C25 O3 12.9(3) . . . . ? Cu1 O3 C25 O4 -2.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 33.19 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.630 _refine_diff_density_min -0.538 _refine_diff_density_rms 0.117 data_lot134n1 _database_code_depnum_ccdc_archive 'CCDC 907232' #TrackingRef 'cpd_03.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-aqua-mu-hydroxo-mu-acetato-kappa2-O1,O2-bis(2,2'-bipyridyl) dicopper(II) perchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H30 Cl2 Cu2 N4 O12' _chemical_formula_weight 788.52 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' 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' 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' H H 0.0000 0.0000 '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 8.4364(5) _cell_length_b 11.0080(7) _cell_length_c 17.0555(10) _cell_angle_alpha 94.2320(10) _cell_angle_beta 92.7770(10) _cell_angle_gamma 95.2800(10) _cell_volume 1570.45(16) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.20 _cell_measurement_theta_max 28.03 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.129 _exptl_crystal_size_mid 0.148 _exptl_crystal_size_max 0.277 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 804 _exptl_absorpt_coefficient_mu 1.592 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.818566 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 21625 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _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 1.20 _diffrn_reflns_theta_max 28.03 _reflns_number_total 7591 _reflns_number_gt 6948 _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^)+(0.0471P)^2^+0.8175P] 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 7591 _refine_ls_number_parameters 535 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0832 _refine_ls_wR_factor_gt 0.0811 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.45948(2) 0.072722(19) 0.141068(11) 0.01951(6) Uani 1 1 d . . . Cu2 Cu 0.45936(2) 0.086884(19) 0.320611(11) 0.01922(6) Uani 1 1 d . . . O1 O 0.49717(16) -0.01897(12) 0.23039(7) 0.0217(2) Uani 1 1 d . . . O2 O 0.28291(17) 0.16371(14) 0.22195(8) 0.0245(3) Uani 1 1 d . . . O3 O 0.64085(15) 0.19287(13) 0.16901(7) 0.0258(3) Uani 1 1 d . . . O4 O 0.61525(16) 0.22182(12) 0.29937(7) 0.0256(3) Uani 1 1 d . . . N1 N 0.41887(18) 0.14929(14) 0.04045(8) 0.0209(3) Uani 1 1 d . . . N2 N 0.29705(18) -0.05500(14) 0.08853(8) 0.0207(3) Uani 1 1 d . . . N3 N 0.38817(18) 0.18659(13) 0.41173(8) 0.0198(3) Uani 1 1 d . . . N4 N 0.37376(17) -0.04891(13) 0.38238(8) 0.0197(3) Uani 1 1 d . . . C1 C 0.4855(2) 0.25783(17) 0.02195(11) 0.0244(4) Uani 1 1 d . . . C2 C 0.4441(2) 0.30786(18) -0.04724(11) 0.0268(4) Uani 1 1 d . . . C3 C 0.3293(2) 0.24495(18) -0.10026(11) 0.0256(4) Uani 1 1 d . . . C4 C 0.2629(2) 0.13091(17) -0.08136(10) 0.0229(3) Uani 1 1 d . . . C5 C 0.3082(2) 0.08559(16) -0.01087(10) 0.0197(3) Uani 1 1 d . . . C7 C 0.2417(2) -0.03265(16) 0.01584(10) 0.0196(3) Uani 1 1 d . . . C8 C 0.1333(2) -0.11508(17) -0.02866(10) 0.0223(3) Uani 1 1 d . . . C9 C 0.0779(2) -0.22427(17) 0.00164(11) 0.0239(4) Uani 1 1 d . . . C10 C 0.1350(2) -0.24475(18) 0.07680(11) 0.0272(4) Uani 1 1 d . . . C11 C 0.2433(2) -0.15906(18) 0.11831(11) 0.0253(4) Uani 1 1 d . . . C6 C 0.2790(3) 0.2972(2) -0.17534(13) 0.0380(5) Uani 1 1 d . . . C12 C -0.0370(3) -0.3168(2) -0.04586(13) 0.0322(4) Uani 1 1 d . . . C13 C 0.3968(2) 0.30910(16) 0.42032(11) 0.0234(3) Uani 1 1 d . . . C14 C 0.3360(2) 0.37062(17) 0.48393(11) 0.0244(4) Uani 1 1 d . . . C15 C 0.2631(2) 0.30559(17) 0.54163(10) 0.0233(3) Uani 1 1 d . . . C16 C 0.2539(2) 0.17841(16) 0.53137(10) 0.0222(3) Uani 1 1 d . . . C17 C 0.3169(2) 0.12192(15) 0.46654(10) 0.0191(3) Uani 1 1 d . . . C19 C 0.3091(2) -0.01245(15) 0.45020(10) 0.0190(3) Uani 1 1 d . . . C20 C 0.2404(2) -0.09507(16) 0.49842(10) 0.0221(3) Uani 1 1 d . . . C21 C 0.2341(2) -0.22037(16) 0.47714(10) 0.0226(3) Uani 1 1 d . . . C22 C 0.3013(2) -0.25631(17) 0.40727(11) 0.0252(4) Uani 1 1 d . . . C23 C 0.3695(2) -0.16901(17) 0.36187(11) 0.0242(4) Uani 1 1 d . . . C18 C 0.1968(3) 0.3681(2) 0.61203(12) 0.0317(4) Uani 1 1 d . . . C24 C 0.1590(3) -0.31085(18) 0.52881(12) 0.0283(4) Uani 1 1 d . . . C25 C 0.6812(2) 0.24424(17) 0.23653(11) 0.0232(3) Uani 1 1 d . . . C26 C 0.8188(3) 0.3418(2) 0.24254(14) 0.0378(5) Uani 1 1 d . . . Cl2 Cl 0.03810(5) 0.01026(4) 0.70775(2) 0.02592(10) Uani 1 1 d . . . O13 O 0.20460(17) 0.04242(17) 0.69731(9) 0.0392(4) Uani 1 1 d . . . O14 O -0.02801(19) -0.07586(17) 0.64515(9) 0.0412(4) Uani 1 1 d . . . O15 O 0.0244(2) -0.04493(18) 0.78165(9) 0.0465(4) Uani 1 1 d . . . O16 O -0.0441(2) 0.11764(18) 0.70988(14) 0.0590(5) Uani 1 1 d . . . Cl1 Cl 0.34701(7) 0.49664(4) 0.22586(3) 0.03690(12) Uani 1 1 d . . . O9 O 0.2266(2) 0.40817(16) 0.24923(13) 0.0523(5) Uani 1 1 d . . . O10 O 0.2863(4) 0.6054(2) 0.20816(17) 0.0904(9) Uani 1 1 d . . . O11 O 0.4224(4) 0.4454(2) 0.16078(17) 0.1050(11) Uani 1 1 d . . . O12 O 0.4613(3) 0.5270(2) 0.29123(12) 0.0607(5) Uani 1 1 d . . . H13 H 0.443(3) 0.349(2) 0.3814(13) 0.022(5) Uiso 1 1 d . . . H23 H 0.413(3) -0.1877(19) 0.3137(13) 0.021(5) Uiso 1 1 d . . . H20 H 0.203(3) -0.071(2) 0.5423(13) 0.021(5) Uiso 1 1 d . . . H2 H 0.490(3) 0.384(2) -0.0578(14) 0.032(6) Uiso 1 1 d . . . H1 H 0.560(2) 0.2984(18) 0.0597(12) 0.015(5) Uiso 1 1 d . . . H16 H 0.204(3) 0.131(2) 0.5685(14) 0.027(6) Uiso 1 1 d . . . H14 H 0.346(3) 0.459(2) 0.4884(13) 0.027(6) Uiso 1 1 d . . . H8 H 0.096(3) -0.099(2) -0.0804(15) 0.032(6) Uiso 1 1 d . . . H11 H 0.283(3) -0.173(2) 0.1666(14) 0.027(6) Uiso 1 1 d . . . H22 H 0.299(3) -0.339(2) 0.3897(14) 0.028(6) Uiso 1 1 d . . . H10 H 0.100(3) -0.317(2) 0.0998(15) 0.037(7) Uiso 1 1 d . . . H4 H 0.190(3) 0.092(2) -0.1139(14) 0.028(6) Uiso 1 1 d . . . H24C H 0.129(3) -0.386(3) 0.5002(17) 0.046(7) Uiso 1 1 d . . . H26 H 0.203(3) 0.135(2) 0.2191(15) 0.033(7) Uiso 1 1 d . . . H25 H 0.588(3) -0.026(2) 0.2363(15) 0.036(7) Uiso 1 1 d . . . H24A H 0.069(3) -0.280(3) 0.5545(17) 0.047(7) Uiso 1 1 d . . . H18A H 0.146(4) 0.437(3) 0.5996(18) 0.056(8) Uiso 1 1 d . . . H18C H 0.130(4) 0.317(3) 0.6360(19) 0.057(9) Uiso 1 1 d . . . H12A H -0.099(4) -0.284(3) -0.084(2) 0.070(10) Uiso 1 1 d . . . H24B H 0.237(4) -0.324(3) 0.5686(19) 0.057(9) Uiso 1 1 d . . . H12C H 0.014(4) -0.372(3) -0.071(2) 0.070(10) Uiso 1 1 d . . . H6A H 0.296(4) 0.374(3) -0.1729(18) 0.057(9) Uiso 1 1 d . . . H27 H 0.280(3) 0.235(3) 0.2280(16) 0.041(7) Uiso 1 1 d . . . H6C H 0.181(5) 0.276(3) -0.192(2) 0.071(10) Uiso 1 1 d . . . H18B H 0.276(4) 0.393(3) 0.647(2) 0.061(9) Uiso 1 1 d . . . H12B H -0.117(5) -0.349(3) -0.018(2) 0.079(11) Uiso 1 1 d . . . H29 H 0.812(6) 0.404(4) 0.276(3) 0.111(16) Uiso 1 1 d . . . H6B H 0.345(4) 0.260(3) -0.217(2) 0.067(10) Uiso 1 1 d . . . H28 H 0.851(5) 0.366(3) 0.197(2) 0.084(12) Uiso 1 1 d . . . H30 H 0.903(7) 0.306(5) 0.260(3) 0.13(2) Uiso 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 0.02030(11) 0.02439(11) 0.01359(10) 0.00099(8) -0.00040(7) 0.00192(8) Cu2 0.02247(11) 0.02113(11) 0.01406(10) 0.00128(8) 0.00133(8) 0.00200(8) O1 0.0224(6) 0.0262(6) 0.0169(6) 0.0009(5) -0.0006(5) 0.0058(5) O2 0.0218(7) 0.0227(7) 0.0291(7) 0.0017(5) 0.0035(5) 0.0017(5) O3 0.0235(6) 0.0352(7) 0.0178(6) 0.0013(5) 0.0014(5) -0.0024(5) O4 0.0278(7) 0.0289(7) 0.0187(6) -0.0013(5) 0.0039(5) -0.0039(5) N1 0.0222(7) 0.0249(7) 0.0155(6) 0.0007(5) 0.0011(5) 0.0025(6) N2 0.0223(7) 0.0235(7) 0.0162(7) 0.0010(5) 0.0005(5) 0.0031(6) N3 0.0223(7) 0.0207(7) 0.0165(6) 0.0023(5) 0.0001(5) 0.0023(5) N4 0.0222(7) 0.0211(7) 0.0158(6) 0.0014(5) -0.0017(5) 0.0032(5) C1 0.0245(9) 0.0272(9) 0.0209(8) 0.0000(7) 0.0017(7) -0.0003(7) C2 0.0309(10) 0.0259(9) 0.0237(9) 0.0044(7) 0.0043(7) -0.0004(7) C3 0.0285(9) 0.0298(9) 0.0192(8) 0.0047(7) 0.0022(7) 0.0038(7) C4 0.0244(8) 0.0276(9) 0.0162(8) 0.0014(7) -0.0005(6) 0.0011(7) C5 0.0190(8) 0.0241(8) 0.0162(7) -0.0001(6) 0.0026(6) 0.0039(6) C7 0.0203(8) 0.0235(8) 0.0155(7) 0.0008(6) 0.0023(6) 0.0053(6) C8 0.0217(8) 0.0261(9) 0.0189(8) 0.0000(7) 0.0006(6) 0.0035(7) C9 0.0216(8) 0.0267(9) 0.0230(8) -0.0023(7) 0.0029(6) 0.0021(7) C10 0.0293(9) 0.0254(9) 0.0270(9) 0.0049(7) 0.0025(7) 0.0001(7) C11 0.0284(9) 0.0281(9) 0.0198(8) 0.0054(7) 0.0011(7) 0.0026(7) C6 0.0486(14) 0.0367(12) 0.0277(11) 0.0127(9) -0.0081(10) -0.0045(10) C12 0.0327(11) 0.0322(10) 0.0291(10) -0.0037(8) 0.0006(8) -0.0057(9) C13 0.0258(9) 0.0218(8) 0.0231(8) 0.0057(7) 0.0024(7) 0.0006(7) C14 0.0288(9) 0.0191(8) 0.0253(9) 0.0021(7) 0.0002(7) 0.0023(7) C15 0.0271(9) 0.0233(8) 0.0191(8) 0.0000(6) -0.0018(7) 0.0044(7) C16 0.0281(9) 0.0218(8) 0.0171(8) 0.0038(6) 0.0013(6) 0.0024(7) C17 0.0208(8) 0.0191(8) 0.0170(7) 0.0026(6) -0.0025(6) 0.0013(6) C19 0.0204(8) 0.0203(8) 0.0159(7) -0.0005(6) -0.0025(6) 0.0031(6) C20 0.0265(9) 0.0229(8) 0.0170(8) 0.0016(6) 0.0011(7) 0.0030(7) C21 0.0247(8) 0.0219(8) 0.0210(8) 0.0037(6) -0.0041(6) 0.0023(7) C22 0.0318(9) 0.0191(8) 0.0246(9) 0.0005(7) -0.0026(7) 0.0041(7) C23 0.0304(9) 0.0236(9) 0.0188(8) -0.0002(7) -0.0008(7) 0.0070(7) C18 0.0470(12) 0.0262(10) 0.0226(9) -0.0012(8) 0.0056(9) 0.0073(9) C24 0.0345(10) 0.0223(9) 0.0280(9) 0.0053(7) 0.0003(8) -0.0001(8) C25 0.0199(8) 0.0281(9) 0.0214(8) 0.0003(7) 0.0021(6) 0.0015(7) C26 0.0358(12) 0.0452(13) 0.0280(11) -0.0048(9) 0.0071(9) -0.0166(10) Cl2 0.0197(2) 0.0371(2) 0.0211(2) 0.00615(17) -0.00131(15) 0.00181(17) O13 0.0200(7) 0.0654(11) 0.0334(8) 0.0169(7) 0.0003(6) 0.0006(7) O14 0.0371(8) 0.0588(10) 0.0249(7) -0.0062(7) -0.0075(6) 0.0023(7) O15 0.0415(9) 0.0719(12) 0.0221(7) 0.0148(7) -0.0055(6) -0.0215(8) O16 0.0388(10) 0.0484(10) 0.0894(15) -0.0012(10) -0.0143(10) 0.0162(8) Cl1 0.0536(3) 0.0213(2) 0.0347(3) 0.00351(18) 0.0009(2) -0.0022(2) O9 0.0436(10) 0.0392(9) 0.0737(13) 0.0068(9) 0.0075(9) -0.0024(8) O10 0.138(3) 0.0416(12) 0.0954(19) 0.0252(12) -0.0195(17) 0.0246(14) O11 0.156(3) 0.0687(16) 0.0822(18) -0.0368(14) 0.0668(19) -0.0316(17) O12 0.0570(12) 0.0664(13) 0.0542(12) 0.0091(10) -0.0107(9) -0.0139(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 O1 1.9183(13) . ? Cu1 O3 1.9446(13) . ? Cu1 N1 1.9957(15) . ? Cu1 N2 1.9995(15) . ? Cu1 O2 2.3227(14) . ? Cu2 O1 1.9180(13) . ? Cu2 O4 1.9579(13) . ? Cu2 N3 1.9851(15) . ? Cu2 N4 1.9934(15) . ? O1 H25 0.78(3) . ? O2 H26 0.72(3) . ? O2 H27 0.79(3) . ? O3 C25 1.262(2) . ? O4 C25 1.261(2) . ? N1 C1 1.339(2) . ? N1 C5 1.356(2) . ? N2 C11 1.337(2) . ? N2 C7 1.351(2) . ? N3 C13 1.341(2) . ? N3 C17 1.348(2) . ? N4 C23 1.339(2) . ? N4 C19 1.353(2) . ? C1 C2 1.382(3) . ? C1 H1 0.93(2) . ? C2 C3 1.391(3) . ? C2 H2 0.93(3) . ? C3 C4 1.393(3) . ? C3 C6 1.501(3) . ? C4 C5 1.385(2) . ? C4 H4 0.87(2) . ? C5 C7 1.481(2) . ? C7 C8 1.384(2) . ? C8 C9 1.394(3) . ? C8 H8 0.96(3) . ? C9 C10 1.389(3) . ? C9 C12 1.501(3) . ? C10 C11 1.380(3) . ? C10 H10 0.94(3) . ? C11 H11 0.90(2) . ? C6 H6A 0.84(3) . ? C6 H6C 0.87(4) . ? C6 H6B 1.01(4) . ? C12 H12A 0.93(4) . ? C12 H12C 0.87(4) . ? C12 H12B 0.90(4) . ? C13 C14 1.381(3) . ? C13 H13 0.91(2) . ? C14 C15 1.393(3) . ? C14 H14 0.96(2) . ? C15 C16 1.393(2) . ? C15 C18 1.498(3) . ? C16 C17 1.381(2) . ? C16 H16 0.94(2) . ? C17 C19 1.480(2) . ? C19 C20 1.378(2) . ? C20 C21 1.396(2) . ? C20 H20 0.86(2) . ? C21 C22 1.391(3) . ? C21 C24 1.496(3) . ? C22 C23 1.380(3) . ? C22 H22 0.94(2) . ? C23 H23 0.93(2) . ? C18 H18A 0.94(3) . ? C18 H18C 0.90(3) . ? C18 H18B 0.88(3) . ? C24 H24C 0.94(3) . ? C24 H24A 0.97(3) . ? C24 H24B 0.95(3) . ? C25 C26 1.501(3) . ? C26 H29 0.87(5) . ? C26 H28 0.89(4) . ? C26 H30 0.89(6) . ? Cl2 O16 1.4237(18) . ? Cl2 O14 1.4302(16) . ? Cl2 O13 1.4395(15) . ? Cl2 O15 1.4440(15) . ? Cl1 O10 1.392(2) . ? Cl1 O11 1.413(2) . ? Cl1 O9 1.4333(19) . ? Cl1 O12 1.437(2) . ? 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 O1 Cu1 O3 93.88(6) . . ? O1 Cu1 N1 173.22(6) . . ? O3 Cu1 N1 90.46(6) . . ? O1 Cu1 N2 93.91(6) . . ? O3 Cu1 N2 166.68(6) . . ? N1 Cu1 N2 80.87(6) . . ? O1 Cu1 O2 83.19(5) . . ? O3 Cu1 O2 96.28(6) . . ? N1 Cu1 O2 101.52(6) . . ? N2 Cu1 O2 95.36(6) . . ? O1 Cu2 O4 96.35(6) . . ? O1 Cu2 N3 171.86(6) . . ? O4 Cu2 N3 90.35(6) . . ? O1 Cu2 N4 94.39(6) . . ? O4 Cu2 N4 153.99(6) . . ? N3 Cu2 N4 81.40(6) . . ? Cu2 O1 Cu1 105.55(6) . . ? Cu2 O1 H25 102.1(19) . . ? Cu1 O1 H25 110(2) . . ? Cu1 O2 H26 115(2) . . ? Cu1 O2 H27 123(2) . . ? H26 O2 H27 109(3) . . ? C25 O3 Cu1 126.84(12) . . ? C25 O4 Cu2 129.87(12) . . ? C1 N1 C5 118.89(15) . . ? C1 N1 Cu1 125.79(12) . . ? C5 N1 Cu1 115.25(12) . . ? C11 N2 C7 118.73(16) . . ? C11 N2 Cu1 125.81(12) . . ? C7 N2 Cu1 115.45(12) . . ? C13 N3 C17 118.85(15) . . ? C13 N3 Cu2 125.99(12) . . ? C17 N3 Cu2 115.04(11) . . ? C23 N4 C19 118.52(15) . . ? C23 N4 Cu2 126.68(12) . . ? C19 N4 Cu2 114.75(11) . . ? N1 C1 C2 122.28(17) . . ? N1 C1 H1 115.4(12) . . ? C2 C1 H1 122.3(12) . . ? C1 C2 C3 119.84(18) . . ? C1 C2 H2 120.2(15) . . ? C3 C2 H2 119.9(15) . . ? C2 C3 C4 117.54(17) . . ? C2 C3 C6 121.46(18) . . ? C4 C3 C6 121.00(18) . . ? C5 C4 C3 120.11(17) . . ? C5 C4 H4 121.9(16) . . ? C3 C4 H4 118.0(15) . . ? N1 C5 C4 121.32(16) . . ? N1 C5 C7 114.29(15) . . ? C4 C5 C7 124.38(16) . . ? N2 C7 C8 121.81(16) . . ? N2 C7 C5 114.07(15) . . ? C8 C7 C5 124.11(15) . . ? C7 C8 C9 119.81(16) . . ? C7 C8 H8 121.1(15) . . ? C9 C8 H8 119.1(15) . . ? C10 C9 C8 117.41(17) . . ? C10 C9 C12 121.48(18) . . ? C8 C9 C12 121.10(17) . . ? C11 C10 C9 120.10(18) . . ? C11 C10 H10 119.6(16) . . ? C9 C10 H10 120.3(16) . . ? N2 C11 C10 122.13(17) . . ? N2 C11 H11 117.2(15) . . ? C10 C11 H11 120.7(15) . . ? C3 C6 H6A 113(2) . . ? C3 C6 H6C 115(2) . . ? H6A C6 H6C 109(3) . . ? C3 C6 H6B 105.4(19) . . ? H6A C6 H6B 110(3) . . ? H6C C6 H6B 104(3) . . ? C9 C12 H12A 114(2) . . ? C9 C12 H12C 111(2) . . ? H12A C12 H12C 106(3) . . ? C9 C12 H12B 114(2) . . ? H12A C12 H12B 98(3) . . ? H12C C12 H12B 113(3) . . ? N3 C13 C14 121.91(17) . . ? N3 C13 H13 116.0(14) . . ? C14 C13 H13 122.1(14) . . ? C13 C14 C15 120.19(17) . . ? C13 C14 H14 119.5(14) . . ? C15 C14 H14 120.3(14) . . ? C16 C15 C14 117.11(16) . . ? C16 C15 C18 120.71(17) . . ? C14 C15 C18 122.17(17) . . ? C17 C16 C15 120.11(16) . . ? C17 C16 H16 120.0(14) . . ? C15 C16 H16 119.8(14) . . ? N3 C17 C16 121.82(16) . . ? N3 C17 C19 114.55(15) . . ? C16 C17 C19 123.62(16) . . ? N4 C19 C20 121.92(16) . . ? N4 C19 C17 114.22(15) . . ? C20 C19 C17 123.86(16) . . ? C19 C20 C21 119.96(17) . . ? C19 C20 H20 120.9(15) . . ? C21 C20 H20 119.1(15) . . ? C22 C21 C20 117.38(17) . . ? C22 C21 C24 122.21(17) . . ? C20 C21 C24 120.41(17) . . ? C23 C22 C21 119.86(17) . . ? C23 C22 H22 119.3(15) . . ? C21 C22 H22 120.9(15) . . ? N4 C23 C22 122.36(17) . . ? N4 C23 H23 114.1(13) . . ? C22 C23 H23 123.5(13) . . ? C15 C18 H18A 112.5(19) . . ? C15 C18 H18C 112(2) . . ? H18A C18 H18C 110(3) . . ? C15 C18 H18B 109(2) . . ? H18A C18 H18B 107(3) . . ? H18C C18 H18B 106(3) . . ? C21 C24 H24C 110.7(17) . . ? C21 C24 H24A 111.8(17) . . ? H24C C24 H24A 111(2) . . ? C21 C24 H24B 107.6(19) . . ? H24C C24 H24B 108(2) . . ? H24A C24 H24B 108(2) . . ? O4 C25 O3 125.82(17) . . ? O4 C25 C26 117.03(17) . . ? O3 C25 C26 117.15(17) . . ? C25 C26 H29 116(3) . . ? C25 C26 H28 115(2) . . ? H29 C26 H28 111(4) . . ? C25 C26 H30 106(3) . . ? H29 C26 H30 106(4) . . ? H28 C26 H30 101(4) . . ? O16 Cl2 O14 110.45(11) . . ? O16 Cl2 O13 109.58(12) . . ? O14 Cl2 O13 110.02(10) . . ? O16 Cl2 O15 109.44(13) . . ? O14 Cl2 O15 109.17(11) . . ? O13 Cl2 O15 108.14(9) . . ? O10 Cl1 O11 110.7(2) . . ? O10 Cl1 O9 112.43(16) . . ? O11 Cl1 O9 109.19(14) . . ? O10 Cl1 O12 106.54(15) . . ? O11 Cl1 O12 109.91(19) . . ? O9 Cl1 O12 108.01(12) . . ? 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 O4 Cu2 O1 Cu1 -57.14(7) . . . . ? N3 Cu2 O1 Cu1 88.1(4) . . . . ? N4 Cu2 O1 Cu1 146.59(7) . . . . ? O3 Cu1 O1 Cu2 66.47(7) . . . . ? N1 Cu1 O1 Cu2 -163.8(5) . . . . ? N2 Cu1 O1 Cu2 -124.34(7) . . . . ? O2 Cu1 O1 Cu2 -29.40(6) . . . . ? O1 Cu1 O3 C25 -44.24(16) . . . . ? N1 Cu1 O3 C25 140.97(16) . . . . ? N2 Cu1 O3 C25 -169.9(2) . . . . ? O2 Cu1 O3 C25 39.33(16) . . . . ? O1 Cu2 O4 C25 17.80(17) . . . . ? N3 Cu2 O4 C25 -157.58(17) . . . . ? N4 Cu2 O4 C25 131.60(17) . . . . ? O1 Cu1 N1 C1 -142.0(5) . . . . ? O3 Cu1 N1 C1 -12.11(15) . . . . ? N2 Cu1 N1 C1 178.05(16) . . . . ? O2 Cu1 N1 C1 84.40(15) . . . . ? O1 Cu1 N1 C5 41.0(6) . . . . ? O3 Cu1 N1 C5 170.91(12) . . . . ? N2 Cu1 N1 C5 1.07(12) . . . . ? O2 Cu1 N1 C5 -92.58(12) . . . . ? O1 Cu1 N2 C11 3.37(16) . . . . ? O3 Cu1 N2 C11 129.0(2) . . . . ? N1 Cu1 N2 C11 179.01(16) . . . . ? O2 Cu1 N2 C11 -80.15(15) . . . . ? O1 Cu1 N2 C7 -175.11(12) . . . . ? O3 Cu1 N2 C7 -49.4(3) . . . . ? N1 Cu1 N2 C7 0.53(12) . . . . ? O2 Cu1 N2 C7 101.37(12) . . . . ? O1 Cu2 N3 C13 -118.6(4) . . . . ? O4 Cu2 N3 C13 26.91(15) . . . . ? N4 Cu2 N3 C13 -177.86(16) . . . . ? O1 Cu2 N3 C17 57.3(4) . . . . ? O4 Cu2 N3 C17 -157.17(12) . . . . ? N4 Cu2 N3 C17 -1.93(12) . . . . ? O1 Cu2 N4 C23 6.08(15) . . . . ? O4 Cu2 N4 C23 -108.14(17) . . . . ? N3 Cu2 N4 C23 179.07(16) . . . . ? O1 Cu2 N4 C19 -171.35(12) . . . . ? O4 Cu2 N4 C19 74.44(18) . . . . ? N3 Cu2 N4 C19 1.65(12) . . . . ? C5 N1 C1 C2 0.7(3) . . . . ? Cu1 N1 C1 C2 -176.16(14) . . . . ? N1 C1 C2 C3 0.2(3) . . . . ? C1 C2 C3 C4 -1.5(3) . . . . ? C1 C2 C3 C6 178.9(2) . . . . ? C2 C3 C4 C5 1.9(3) . . . . ? C6 C3 C4 C5 -178.44(19) . . . . ? C1 N1 C5 C4 -0.3(3) . . . . ? Cu1 N1 C5 C4 176.93(13) . . . . ? C1 N1 C5 C7 -179.56(15) . . . . ? Cu1 N1 C5 C7 -2.35(18) . . . . ? C3 C4 C5 N1 -1.1(3) . . . . ? C3 C4 C5 C7 178.15(17) . . . . ? C11 N2 C7 C8 -1.0(3) . . . . ? Cu1 N2 C7 C8 177.61(13) . . . . ? C11 N2 C7 C5 179.51(15) . . . . ? Cu1 N2 C7 C5 -1.90(18) . . . . ? N1 C5 C7 N2 2.8(2) . . . . ? C4 C5 C7 N2 -176.47(16) . . . . ? N1 C5 C7 C8 -176.71(16) . . . . ? C4 C5 C7 C8 4.0(3) . . . . ? N2 C7 C8 C9 0.4(3) . . . . ? C5 C7 C8 C9 179.82(16) . . . . ? C7 C8 C9 C10 0.4(3) . . . . ? C7 C8 C9 C12 -178.64(18) . . . . ? C8 C9 C10 C11 -0.5(3) . . . . ? C12 C9 C10 C11 178.54(19) . . . . ? C7 N2 C11 C10 0.9(3) . . . . ? Cu1 N2 C11 C10 -177.55(14) . . . . ? C9 C10 C11 N2 -0.2(3) . . . . ? C17 N3 C13 C14 0.6(3) . . . . ? Cu2 N3 C13 C14 176.33(14) . . . . ? N3 C13 C14 C15 0.0(3) . . . . ? C13 C14 C15 C16 -0.6(3) . . . . ? C13 C14 C15 C18 179.43(19) . . . . ? C14 C15 C16 C17 0.6(3) . . . . ? C18 C15 C16 C17 -179.39(18) . . . . ? C13 N3 C17 C16 -0.5(3) . . . . ? Cu2 N3 C17 C16 -176.74(13) . . . . ? C13 N3 C17 C19 178.10(15) . . . . ? Cu2 N3 C17 C19 1.87(18) . . . . ? C15 C16 C17 N3 -0.1(3) . . . . ? C15 C16 C17 C19 -178.58(16) . . . . ? C23 N4 C19 C20 0.4(3) . . . . ? Cu2 N4 C19 C20 178.00(13) . . . . ? C23 N4 C19 C17 -178.76(15) . . . . ? Cu2 N4 C19 C17 -1.11(18) . . . . ? N3 C17 C19 N4 -0.5(2) . . . . ? C16 C17 C19 N4 178.09(16) . . . . ? N3 C17 C19 C20 -179.59(16) . . . . ? C16 C17 C19 C20 -1.0(3) . . . . ? N4 C19 C20 C21 -1.0(3) . . . . ? C17 C19 C20 C21 178.05(16) . . . . ? C19 C20 C21 C22 1.0(3) . . . . ? C19 C20 C21 C24 -179.63(17) . . . . ? C20 C21 C22 C23 -0.5(3) . . . . ? C24 C21 C22 C23 -179.82(18) . . . . ? C19 N4 C23 C22 0.2(3) . . . . ? Cu2 N4 C23 C22 -177.13(14) . . . . ? C21 C22 C23 N4 -0.1(3) . . . . ? Cu2 O4 C25 O3 12.0(3) . . . . ? Cu2 O4 C25 C26 -168.74(16) . . . . ? Cu1 O3 C25 O4 4.0(3) . . . . ? Cu1 O3 C25 C26 -175.24(16) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.946 _refine_diff_density_min -0.608 _refine_diff_density_rms 0.072 data_lot130n1 _database_code_depnum_ccdc_archive 'CCDC 907233' #TrackingRef 'cpd_04.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-aqua-mu-hydroxo-mu-acetato-kappa2-O1,O2-bis(5,5'-dimethyl-2,2'-bipyridyl) dicopper(II) perchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H30 Cl2 Cu2 N4 O12' _chemical_formula_weight 788.52 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 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 8.2136(3) _cell_length_b 16.5961(6) _cell_length_c 22.9861(9) _cell_angle_alpha 90.00 _cell_angle_beta 95.8280(10) _cell_angle_gamma 90.00 _cell_volume 3117.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8060 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 28.28 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_min 0.084 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_max 0.395 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 1.604 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.849775 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 42942 _diffrn_reflns_av_R_equivalents 0.0249 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 28.28 _reflns_number_total 7717 _reflns_number_gt 7011 _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^)+(0.0412P)^2^+2.8225P] 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 7717 _refine_ls_number_parameters 432 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0806 _refine_ls_wR_factor_gt 0.0785 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.002 _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 0.71236(2) 0.565264(12) 0.252423(9) 0.01252(6) Uani 1 1 d . . . Cu2 Cu 0.71753(2) 0.744914(12) 0.247194(9) 0.01262(6) Uani 1 1 d . . . Cl1 Cl 0.23644(5) 0.65714(2) 0.354455(18) 0.01564(9) Uani 1 1 d . . . Cl2 Cl 0.21987(6) 0.16381(3) 0.41077(2) 0.02237(10) Uani 1 1 d . . . O1 O 0.84081(16) 0.65285(7) 0.22519(6) 0.0143(2) Uani 1 1 d . . . O3 O 0.76641(15) 0.72604(7) 0.33088(5) 0.0157(2) Uani 1 1 d . . . N3 N 0.57943(18) 0.83931(8) 0.26331(7) 0.0148(3) Uani 1 1 d . . . O4 O 0.76656(15) 0.59074(7) 0.33481(5) 0.0157(2) Uani 1 1 d . . . O2 O 0.49547(17) 0.65543(8) 0.23563(7) 0.0177(3) Uani 1 1 d . . . N4 N 0.69998(18) 0.79705(9) 0.16821(6) 0.0150(3) Uani 1 1 d . . . N1 N 0.57265(17) 0.47382(9) 0.27405(6) 0.0142(3) Uani 1 1 d . . . O5 O 0.17362(19) 0.73146(9) 0.37466(6) 0.0267(3) Uani 1 1 d . . . N2 N 0.68653(17) 0.50799(9) 0.17618(6) 0.0139(3) Uani 1 1 d . . . O7 O 0.18466(19) 0.64834(8) 0.29214(6) 0.0262(3) Uani 1 1 d . . . O8 O 0.17580(19) 0.59064(9) 0.38584(6) 0.0279(3) Uani 1 1 d . . . C21 C 0.7786(2) 0.65968(10) 0.35806(7) 0.0143(3) Uani 1 1 d . . . C3 C 0.3899(2) 0.33953(10) 0.29593(8) 0.0181(3) Uani 1 1 d . . . H3 H 0.3291 0.2927 0.3035 0.022 Uiso 1 1 calc R . . C5 C 0.5364(2) 0.41866(10) 0.23145(7) 0.0139(3) Uani 1 1 d . . . C4 C 0.4468(2) 0.35022(10) 0.24144(8) 0.0170(3) Uani 1 1 d . . . H4 H 0.4245 0.3111 0.2115 0.020 Uiso 1 1 calc R . . C14 C 0.4576(2) 0.96107(11) 0.22514(8) 0.0181(3) Uani 1 1 d . . . H14 H 0.4378 0.9981 0.1937 0.022 Uiso 1 1 calc R . . O6 O 0.41227(18) 0.65815(9) 0.36216(8) 0.0307(3) Uani 1 1 d . . . C9 C 0.7211(2) 0.49255(11) 0.07456(8) 0.0175(3) Uani 1 1 d . . . C10 C 0.7466(2) 0.53345(11) 0.12747(8) 0.0164(3) Uani 1 1 d . . . H10 H 0.8095 0.5816 0.1291 0.020 Uiso 1 1 calc R . . C7 C 0.5740(2) 0.39294(10) 0.12465(8) 0.0164(3) Uani 1 1 d . . . H7 H 0.5158 0.3435 0.1247 0.020 Uiso 1 1 calc R . . C13 C 0.3971(2) 0.97584(11) 0.27841(9) 0.0195(3) Uani 1 1 d . . . H13 H 0.3363 1.0235 0.2837 0.023 Uiso 1 1 calc R . . C18 C 0.6570(2) 0.87770(12) 0.06289(8) 0.0220(4) Uani 1 1 d . . . H18 H 0.6415 0.9056 0.0267 0.026 Uiso 1 1 calc R . . C8 C 0.6349(2) 0.42035(11) 0.07407(8) 0.0180(3) Uani 1 1 d . . . H8 H 0.6177 0.3898 0.0391 0.022 Uiso 1 1 calc R . . C12 C 0.4255(2) 0.92080(11) 0.32416(8) 0.0177(3) Uani 1 1 d . . . O10 O 0.1487(2) 0.21872(10) 0.36681(7) 0.0375(4) Uani 1 1 d . . . C1 C 0.5157(2) 0.46359(10) 0.32618(8) 0.0162(3) Uani 1 1 d . . . H1 H 0.5405 0.5034 0.3554 0.019 Uiso 1 1 calc R . . C6 C 0.5995(2) 0.43904(10) 0.17511(7) 0.0138(3) Uani 1 1 d . . . C22 C 0.8085(2) 0.66357(11) 0.42368(8) 0.0205(4) Uani 1 1 d . . . H22A H 0.7096 0.6829 0.4397 0.031 Uiso 1 1 calc R . . H22B H 0.8993 0.7006 0.4349 0.031 Uiso 1 1 calc R . . H22C H 0.8363 0.6097 0.4392 0.031 Uiso 1 1 calc R . . C20 C 0.7642(2) 0.76821(11) 0.12124(8) 0.0179(3) Uani 1 1 d . . . H20 H 0.8268 0.7200 0.1253 0.022 Uiso 1 1 calc R . . C11 C 0.5189(2) 0.85332(10) 0.31445(8) 0.0166(3) Uani 1 1 d . . . H11 H 0.5409 0.8155 0.3453 0.020 Uiso 1 1 calc R . . C2 C 0.4223(2) 0.39759(11) 0.33951(8) 0.0170(3) Uani 1 1 d . . . C15 C 0.5474(2) 0.89122(10) 0.21860(8) 0.0154(3) Uani 1 1 d . . . C16 C 0.6142(2) 0.86656(10) 0.16396(8) 0.0152(3) Uani 1 1 d . . . O11 O 0.1169(2) 0.09482(10) 0.41340(8) 0.0390(4) Uani 1 1 d . . . O9 O 0.3777(2) 0.14025(13) 0.39449(13) 0.0671(7) Uani 1 1 d . . . C17 C 0.5931(2) 0.90922(11) 0.11167(8) 0.0199(4) Uani 1 1 d . . . H17 H 0.5359 0.9591 0.1094 0.024 Uiso 1 1 calc R . . C19 C 0.7438(2) 0.80537(12) 0.06674(8) 0.0210(4) Uani 1 1 d . . . O12 O 0.2439(4) 0.20431(14) 0.46528(8) 0.0709(8) Uani 1 1 d . . . C24 C 0.7841(2) 0.52648(13) 0.02073(8) 0.0239(4) Uani 1 1 d . . . H24A H 0.6945 0.5531 -0.0033 0.036 Uiso 1 1 calc R . . H24B H 0.8282 0.4828 -0.0017 0.036 Uiso 1 1 calc R . . H24C H 0.8708 0.5657 0.0320 0.036 Uiso 1 1 calc R . . C26 C 0.3610(2) 0.93223(12) 0.38237(9) 0.0236(4) Uani 1 1 d . . . H26A H 0.3365 0.8796 0.3987 0.035 Uiso 1 1 calc R . . H26B H 0.2609 0.9647 0.3774 0.035 Uiso 1 1 calc R . . H26C H 0.4433 0.9599 0.4091 0.035 Uiso 1 1 calc R . . C23 C 0.3601(2) 0.39146(12) 0.39869(8) 0.0226(4) Uani 1 1 d . . . H23A H 0.4404 0.3626 0.4255 0.034 Uiso 1 1 calc R . . H23B H 0.2561 0.3621 0.3952 0.034 Uiso 1 1 calc R . . H23C H 0.3435 0.4457 0.4139 0.034 Uiso 1 1 calc R . . C25 C 0.8132(3) 0.76806(14) 0.01503(9) 0.0298(4) Uani 1 1 d . . . H25A H 0.9055 0.7332 0.0287 0.045 Uiso 1 1 calc R . . H25B H 0.8509 0.8107 -0.0099 0.045 Uiso 1 1 calc R . . H25C H 0.7284 0.7360 -0.0074 0.045 Uiso 1 1 calc R . . H1A H 0.930(3) 0.6542(12) 0.2432(10) 0.015(6) Uiso 1 1 d . . . H2A H 0.454(3) 0.6638(14) 0.2055(13) 0.024(7) Uiso 1 1 d . . . H2B H 0.442(4) 0.6543(17) 0.2572(15) 0.045(10) Uiso 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 0.01500(11) 0.01136(10) 0.01133(10) -0.00097(7) 0.00196(7) -0.00118(7) Cu2 0.01483(11) 0.01142(10) 0.01163(10) 0.00029(7) 0.00143(7) 0.00038(7) Cl1 0.01574(19) 0.01518(19) 0.01604(19) -0.00131(14) 0.00187(14) 0.00072(13) Cl2 0.0269(2) 0.0191(2) 0.0202(2) 0.00392(16) -0.00225(17) -0.00401(16) O1 0.0133(6) 0.0142(6) 0.0154(6) -0.0014(4) 0.0022(5) -0.0007(4) O3 0.0200(6) 0.0138(6) 0.0131(6) -0.0002(4) 0.0002(5) 0.0005(5) N3 0.0144(7) 0.0130(7) 0.0167(7) -0.0006(5) 0.0008(5) -0.0012(5) O4 0.0196(6) 0.0145(6) 0.0128(6) -0.0005(4) 0.0008(4) -0.0013(5) O2 0.0156(6) 0.0195(7) 0.0181(7) -0.0002(5) 0.0034(6) 0.0002(5) N4 0.0160(7) 0.0151(7) 0.0135(7) 0.0006(5) -0.0003(5) -0.0022(5) N1 0.0142(6) 0.0131(6) 0.0153(7) 0.0000(5) 0.0009(5) 0.0008(5) O5 0.0376(8) 0.0216(7) 0.0203(7) -0.0030(5) -0.0003(6) 0.0138(6) N2 0.0140(6) 0.0137(6) 0.0140(7) -0.0011(5) 0.0008(5) 0.0010(5) O7 0.0345(8) 0.0284(7) 0.0155(6) -0.0047(5) 0.0009(6) -0.0032(6) O8 0.0341(8) 0.0249(7) 0.0249(7) 0.0047(6) 0.0038(6) -0.0082(6) C21 0.0127(7) 0.0163(8) 0.0138(8) -0.0003(6) 0.0013(6) 0.0000(6) C3 0.0160(8) 0.0143(8) 0.0240(9) 0.0028(6) 0.0014(7) -0.0017(6) C5 0.0122(7) 0.0128(7) 0.0162(8) -0.0005(6) -0.0003(6) 0.0026(6) C4 0.0160(8) 0.0141(8) 0.0203(8) 0.0002(6) -0.0012(6) 0.0006(6) C14 0.0160(8) 0.0142(8) 0.0234(9) 0.0020(6) -0.0012(7) -0.0006(6) O6 0.0147(7) 0.0366(9) 0.0407(9) -0.0014(6) 0.0024(6) 0.0002(6) C9 0.0157(8) 0.0215(9) 0.0155(8) -0.0021(6) 0.0023(6) 0.0027(6) C10 0.0166(8) 0.0166(8) 0.0161(8) -0.0008(6) 0.0023(6) 0.0005(6) C7 0.0161(8) 0.0146(8) 0.0182(8) -0.0027(6) 0.0001(6) 0.0014(6) C13 0.0161(8) 0.0137(8) 0.0285(10) -0.0020(7) 0.0010(7) 0.0006(6) C18 0.0236(9) 0.0253(9) 0.0162(8) 0.0052(7) -0.0029(7) -0.0027(7) C8 0.0169(8) 0.0210(8) 0.0158(8) -0.0049(6) 0.0004(6) 0.0018(6) C12 0.0153(8) 0.0164(8) 0.0216(9) -0.0037(7) 0.0023(6) -0.0028(6) O10 0.0438(9) 0.0273(8) 0.0378(9) 0.0109(7) -0.0139(7) -0.0065(7) C1 0.0165(8) 0.0159(8) 0.0162(8) -0.0012(6) 0.0024(6) 0.0010(6) C6 0.0129(7) 0.0129(7) 0.0157(8) 0.0002(6) 0.0009(6) 0.0024(6) C22 0.0270(9) 0.0214(9) 0.0128(8) -0.0010(6) 0.0013(7) -0.0001(7) C20 0.0196(8) 0.0178(8) 0.0161(8) -0.0005(6) 0.0008(6) -0.0003(7) C11 0.0169(8) 0.0160(8) 0.0171(8) -0.0015(6) 0.0022(6) -0.0025(6) C2 0.0143(8) 0.0176(8) 0.0191(8) 0.0035(6) 0.0020(6) 0.0029(6) C15 0.0141(7) 0.0135(7) 0.0183(8) 0.0000(6) -0.0005(6) -0.0033(6) C16 0.0142(8) 0.0138(7) 0.0170(8) 0.0011(6) -0.0010(6) -0.0028(6) O11 0.0391(9) 0.0268(8) 0.0496(10) 0.0114(7) -0.0028(8) -0.0120(7) O9 0.0283(10) 0.0481(12) 0.125(2) 0.0023(13) 0.0082(12) 0.0047(8) C17 0.0197(8) 0.0190(8) 0.0200(9) 0.0046(7) -0.0024(7) -0.0008(7) C19 0.0225(9) 0.0247(9) 0.0153(8) 0.0002(7) -0.0010(7) -0.0024(7) O12 0.130(2) 0.0587(13) 0.0243(9) -0.0048(9) 0.0088(11) -0.0416(14) C24 0.0269(10) 0.0303(10) 0.0152(8) -0.0024(7) 0.0058(7) -0.0032(8) C26 0.0221(9) 0.0237(9) 0.0263(10) -0.0056(7) 0.0084(7) 0.0010(7) C23 0.0244(9) 0.0240(9) 0.0204(9) 0.0027(7) 0.0076(7) -0.0014(7) C25 0.0402(12) 0.0353(11) 0.0142(9) -0.0002(8) 0.0038(8) 0.0033(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 O1 1.9370(12) . ? Cu1 O4 1.9474(12) . ? Cu1 N2 1.9861(14) . ? Cu1 N1 1.9958(15) . ? Cu1 O2 2.3286(14) . ? Cu2 O1 1.9287(12) . ? Cu2 O3 1.9502(12) . ? Cu2 N3 1.9909(14) . ? Cu2 N4 2.0031(14) . ? Cu2 O2 2.3461(14) . ? Cl1 O5 1.4325(14) . ? Cl1 O8 1.4351(14) . ? Cl1 O6 1.4372(15) . ? Cl1 O7 1.4596(14) . ? Cl2 O12 1.418(2) . ? Cl2 O11 1.4286(16) . ? Cl2 O9 1.440(2) . ? Cl2 O10 1.4400(16) . ? O1 H1A 0.81(3) . ? O3 C21 1.265(2) . ? N3 C11 1.342(2) . ? N3 C15 1.346(2) . ? O4 C21 1.263(2) . ? O2 H2A 0.75(3) . ? O2 H2B 0.69(4) . ? N4 C20 1.337(2) . ? N4 C16 1.350(2) . ? N1 C1 1.341(2) . ? N1 C5 1.352(2) . ? N2 C10 1.337(2) . ? N2 C6 1.348(2) . ? C21 C22 1.505(2) . ? C3 C4 1.392(3) . ? C3 C2 1.396(3) . ? C3 H3 0.9500 . ? C5 C4 1.385(2) . ? C5 C6 1.482(2) . ? C4 H4 0.9500 . ? C14 C13 1.389(3) . ? C14 C15 1.390(2) . ? C14 H14 0.9500 . ? C9 C10 1.390(2) . ? C9 C8 1.391(3) . ? C9 C24 1.499(2) . ? C10 H10 0.9500 . ? C7 C6 1.387(2) . ? C7 C8 1.388(2) . ? C7 H7 0.9500 . ? C13 C12 1.395(3) . ? C13 H13 0.9500 . ? C18 C17 1.388(3) . ? C18 C19 1.394(3) . ? C18 H18 0.9500 . ? C8 H8 0.9500 . ? C12 C11 1.388(2) . ? C12 C26 1.501(3) . ? C1 C2 1.389(2) . ? C1 H1 0.9500 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C20 C19 1.391(2) . ? C20 H20 0.9500 . ? C11 H11 0.9500 . ? C2 C23 1.504(2) . ? C15 C16 1.478(2) . ? C16 C17 1.391(2) . ? C17 H17 0.9500 . ? C19 C25 1.503(3) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? 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 O1 Cu1 O4 94.20(5) . . ? O1 Cu1 N2 94.98(6) . . ? O4 Cu1 N2 162.83(6) . . ? O1 Cu1 N1 175.54(6) . . ? O4 Cu1 N1 90.18(5) . . ? N2 Cu1 N1 80.99(6) . . ? O1 Cu1 O2 84.08(5) . . ? O4 Cu1 O2 96.73(5) . . ? N2 Cu1 O2 98.62(6) . . ? N1 Cu1 O2 94.61(5) . . ? O1 Cu2 O3 94.04(5) . . ? O1 Cu2 N3 175.16(6) . . ? O3 Cu2 N3 90.40(6) . . ? O1 Cu2 N4 95.50(6) . . ? O3 Cu2 N4 162.19(6) . . ? N3 Cu2 N4 80.72(6) . . ? O1 Cu2 O2 83.78(5) . . ? O3 Cu2 O2 95.16(5) . . ? N3 Cu2 O2 93.91(5) . . ? N4 Cu2 O2 100.79(6) . . ? O5 Cl1 O8 110.14(10) . . ? O5 Cl1 O6 109.91(9) . . ? O8 Cl1 O6 110.04(9) . . ? O5 Cl1 O7 109.01(9) . . ? O8 Cl1 O7 109.57(9) . . ? O6 Cl1 O7 108.13(10) . . ? O12 Cl2 O11 111.87(12) . . ? O12 Cl2 O9 108.07(17) . . ? O11 Cl2 O9 110.24(12) . . ? O12 Cl2 O10 109.29(13) . . ? O11 Cl2 O10 109.68(10) . . ? O9 Cl2 O10 107.57(14) . . ? Cu2 O1 Cu1 101.07(6) . . ? Cu2 O1 H1A 108.5(15) . . ? Cu1 O1 H1A 110.6(15) . . ? C21 O3 Cu2 128.68(11) . . ? C11 N3 C15 119.78(15) . . ? C11 N3 Cu2 124.60(12) . . ? C15 N3 Cu2 115.62(12) . . ? C21 O4 Cu1 127.50(11) . . ? Cu1 O2 Cu2 79.35(4) . . ? Cu1 O2 H2A 122.7(19) . . ? Cu2 O2 H2A 105.2(19) . . ? Cu1 O2 H2B 113(3) . . ? Cu2 O2 H2B 118(3) . . ? H2A O2 H2B 114(3) . . ? C20 N4 C16 119.55(15) . . ? C20 N4 Cu2 125.39(12) . . ? C16 N4 Cu2 115.07(12) . . ? C1 N1 C5 119.39(15) . . ? C1 N1 Cu1 125.49(12) . . ? C5 N1 Cu1 115.11(11) . . ? C10 N2 C6 119.54(15) . . ? C10 N2 Cu1 124.91(12) . . ? C6 N2 Cu1 115.55(11) . . ? O4 C21 O3 125.53(16) . . ? O4 C21 C22 117.45(15) . . ? O3 C21 C22 117.03(15) . . ? C4 C3 C2 120.07(16) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? N1 C5 C4 121.12(16) . . ? N1 C5 C6 114.08(15) . . ? C4 C5 C6 124.80(16) . . ? C5 C4 C3 119.09(16) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C13 C14 C15 118.92(16) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? C10 C9 C8 117.32(16) . . ? C10 C9 C24 120.33(17) . . ? C8 C9 C24 122.35(16) . . ? N2 C10 C9 122.87(16) . . ? N2 C10 H10 118.6 . . ? C9 C10 H10 118.6 . . ? C6 C7 C8 118.86(16) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? C14 C13 C12 120.11(16) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C17 C18 C19 120.42(17) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C7 C8 C9 120.13(16) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C11 C12 C13 117.40(17) . . ? C11 C12 C26 119.76(17) . . ? C13 C12 C26 122.84(17) . . ? N1 C1 C2 123.20(16) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? N2 C6 C7 121.20(16) . . ? N2 C6 C5 114.17(15) . . ? C7 C6 C5 124.62(15) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N4 C20 C19 123.17(17) . . ? N4 C20 H20 118.4 . . ? C19 C20 H20 118.4 . . ? N3 C11 C12 122.70(17) . . ? N3 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C1 C2 C3 117.07(16) . . ? C1 C2 C23 119.90(16) . . ? C3 C2 C23 123.03(16) . . ? N3 C15 C14 121.04(16) . . ? N3 C15 C16 114.24(15) . . ? C14 C15 C16 124.71(16) . . ? N4 C16 C17 121.06(16) . . ? N4 C16 C15 114.27(15) . . ? C17 C16 C15 124.67(16) . . ? C18 C17 C16 118.83(17) . . ? C18 C17 H17 120.6 . . ? C16 C17 H17 120.6 . . ? C20 C19 C18 116.92(17) . . ? C20 C19 C25 120.60(18) . . ? C18 C19 C25 122.48(17) . . ? C9 C24 H24A 109.5 . . ? C9 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C9 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C12 C26 H26A 109.5 . . ? C12 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C12 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C2 C23 H23A 109.5 . . ? C2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C25 H25A 109.5 . . ? C19 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C19 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 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 O3 Cu2 O1 Cu1 66.61(6) . . . . ? N3 Cu2 O1 Cu1 -89.8(7) . . . . ? N4 Cu2 O1 Cu1 -128.44(6) . . . . ? O2 Cu2 O1 Cu1 -28.15(6) . . . . ? O4 Cu1 O1 Cu2 -67.99(6) . . . . ? N2 Cu1 O1 Cu2 126.54(6) . . . . ? N1 Cu1 O1 Cu2 101.4(7) . . . . ? O2 Cu1 O1 Cu2 28.36(6) . . . . ? O1 Cu2 O3 C21 -37.04(15) . . . . ? N3 Cu2 O3 C21 141.03(15) . . . . ? N4 Cu2 O3 C21 -159.34(18) . . . . ? O2 Cu2 O3 C21 47.07(15) . . . . ? O1 Cu2 N3 C11 138.5(6) . . . . ? O3 Cu2 N3 C11 -18.04(14) . . . . ? N4 Cu2 N3 C11 177.47(15) . . . . ? O2 Cu2 N3 C11 77.16(14) . . . . ? O1 Cu2 N3 C15 -41.5(7) . . . . ? O3 Cu2 N3 C15 161.98(12) . . . . ? N4 Cu2 N3 C15 -2.51(12) . . . . ? O2 Cu2 N3 C15 -102.82(12) . . . . ? O1 Cu1 O4 C21 39.59(15) . . . . ? N2 Cu1 O4 C21 161.77(18) . . . . ? N1 Cu1 O4 C21 -139.59(15) . . . . ? O2 Cu1 O4 C21 -44.93(15) . . . . ? O1 Cu1 O2 Cu2 -22.95(5) . . . . ? O4 Cu1 O2 Cu2 70.60(5) . . . . ? N2 Cu1 O2 Cu2 -117.11(5) . . . . ? N1 Cu1 O2 Cu2 161.33(5) . . . . ? O1 Cu2 O2 Cu1 23.07(5) . . . . ? O3 Cu2 O2 Cu1 -70.45(5) . . . . ? N3 Cu2 O2 Cu1 -161.20(5) . . . . ? N4 Cu2 O2 Cu1 117.51(5) . . . . ? O1 Cu2 N4 C20 -0.97(15) . . . . ? O3 Cu2 N4 C20 121.1(2) . . . . ? N3 Cu2 N4 C20 -177.91(15) . . . . ? O2 Cu2 N4 C20 -85.66(14) . . . . ? O1 Cu2 N4 C16 178.51(12) . . . . ? O3 Cu2 N4 C16 -59.4(2) . . . . ? N3 Cu2 N4 C16 1.57(12) . . . . ? O2 Cu2 N4 C16 93.82(12) . . . . ? O1 Cu1 N1 C1 -152.2(6) . . . . ? O4 Cu1 N1 C1 17.24(14) . . . . ? N2 Cu1 N1 C1 -177.54(15) . . . . ? O2 Cu1 N1 C1 -79.52(14) . . . . ? O1 Cu1 N1 C5 28.3(8) . . . . ? O4 Cu1 N1 C5 -162.21(12) . . . . ? N2 Cu1 N1 C5 3.01(12) . . . . ? O2 Cu1 N1 C5 101.02(12) . . . . ? O1 Cu1 N2 C10 -0.87(14) . . . . ? O4 Cu1 N2 C10 -122.9(2) . . . . ? N1 Cu1 N2 C10 177.22(15) . . . . ? O2 Cu1 N2 C10 83.88(14) . . . . ? O1 Cu1 N2 C6 179.95(12) . . . . ? O4 Cu1 N2 C6 57.9(2) . . . . ? N1 Cu1 N2 C6 -1.96(12) . . . . ? O2 Cu1 N2 C6 -95.30(12) . . . . ? Cu1 O4 C21 O3 -4.4(3) . . . . ? Cu1 O4 C21 C22 175.08(12) . . . . ? Cu2 O3 C21 O4 2.8(3) . . . . ? Cu2 O3 C21 C22 -176.68(12) . . . . ? C1 N1 C5 C4 -2.5(2) . . . . ? Cu1 N1 C5 C4 176.98(13) . . . . ? C1 N1 C5 C6 177.06(15) . . . . ? Cu1 N1 C5 C6 -3.45(18) . . . . ? N1 C5 C4 C3 1.7(3) . . . . ? C6 C5 C4 C3 -177.84(16) . . . . ? C2 C3 C4 C5 0.5(3) . . . . ? C6 N2 C10 C9 1.2(3) . . . . ? Cu1 N2 C10 C9 -177.96(13) . . . . ? C8 C9 C10 N2 -2.8(3) . . . . ? C24 C9 C10 N2 176.72(17) . . . . ? C15 C14 C13 C12 -0.6(3) . . . . ? C6 C7 C8 C9 0.6(3) . . . . ? C10 C9 C8 C7 1.9(3) . . . . ? C24 C9 C8 C7 -177.66(17) . . . . ? C14 C13 C12 C11 1.7(3) . . . . ? C14 C13 C12 C26 -178.75(17) . . . . ? C5 N1 C1 C2 1.2(3) . . . . ? Cu1 N1 C1 C2 -178.24(13) . . . . ? C10 N2 C6 C7 1.4(2) . . . . ? Cu1 N2 C6 C7 -179.35(12) . . . . ? C10 N2 C6 C5 -178.55(14) . . . . ? Cu1 N2 C6 C5 0.68(18) . . . . ? C8 C7 C6 N2 -2.3(2) . . . . ? C8 C7 C6 C5 177.70(16) . . . . ? N1 C5 C6 N2 1.8(2) . . . . ? C4 C5 C6 N2 -178.62(16) . . . . ? N1 C5 C6 C7 -178.14(15) . . . . ? C4 C5 C6 C7 1.4(3) . . . . ? C16 N4 C20 C19 -1.7(3) . . . . ? Cu2 N4 C20 C19 177.74(14) . . . . ? C15 N3 C11 C12 -1.2(3) . . . . ? Cu2 N3 C11 C12 178.78(13) . . . . ? C13 C12 C11 N3 -0.9(3) . . . . ? C26 C12 C11 N3 179.59(17) . . . . ? N1 C1 C2 C3 0.9(3) . . . . ? N1 C1 C2 C23 -178.75(16) . . . . ? C4 C3 C2 C1 -1.7(3) . . . . ? C4 C3 C2 C23 177.93(17) . . . . ? C11 N3 C15 C14 2.5(2) . . . . ? Cu2 N3 C15 C14 -177.51(13) . . . . ? C11 N3 C15 C16 -177.04(15) . . . . ? Cu2 N3 C15 C16 2.94(18) . . . . ? C13 C14 C15 N3 -1.6(3) . . . . ? C13 C14 C15 C16 177.88(16) . . . . ? C20 N4 C16 C17 -0.8(2) . . . . ? Cu2 N4 C16 C17 179.72(13) . . . . ? C20 N4 C16 C15 179.04(15) . . . . ? Cu2 N4 C16 C15 -0.48(18) . . . . ? N3 C15 C16 N4 -1.6(2) . . . . ? C14 C15 C16 N4 178.87(16) . . . . ? N3 C15 C16 C17 178.19(16) . . . . ? C14 C15 C16 C17 -1.3(3) . . . . ? C19 C18 C17 C16 -1.4(3) . . . . ? N4 C16 C17 C18 2.3(3) . . . . ? C15 C16 C17 C18 -177.52(16) . . . . ? N4 C20 C19 C18 2.5(3) . . . . ? N4 C20 C19 C25 -177.40(18) . . . . ? C17 C18 C19 C20 -0.9(3) . . . . ? C17 C18 C19 C25 179.01(18) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.134 _refine_diff_density_min -0.504 _refine_diff_density_rms 0.101 data_f4acn _database_code_depnum_ccdc_archive 'CCDC 907234' #TrackingRef 'cpd_05.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-aqua-mu-hydroxo-mu-trimethylacetato-kappa2-O1,O2- bis(5,5'-dimethyl-2,2'-bipyridyl)dicopper(II) percholrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H35 Cl2 Cu2 N4 O12' _chemical_formula_weight 829.59 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6600(10) _cell_length_b 12.712(2) _cell_length_c 16.826(2) _cell_angle_alpha 71.420(10) _cell_angle_beta 89.940(10) _cell_angle_gamma 75.560(10) _cell_volume 1694.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 21277 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 25.05 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 850 _exptl_absorpt_coefficient_mu 1.480 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6650 _exptl_absorpt_correction_T_max 0.8907 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 kappaCCD _diffrn_measurement_method \f-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21277 _diffrn_reflns_av_R_equivalents 0.0618 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.05 _reflns_number_total 5938 _reflns_number_gt 5021 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'DirAx (Duisenberg 1992)' _computing_data_reduction 'COLLECT/EVAL (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.0250P)^2^+14.5613P] 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 5938 _refine_ls_number_parameters 486 _refine_ls_number_restraints 86 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0778 _refine_ls_wR_factor_ref 0.1835 _refine_ls_wR_factor_gt 0.1758 _refine_ls_goodness_of_fit_ref 1.267 _refine_ls_restrained_S_all 1.317 _refine_ls_shift/su_max 0.031 _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 0.94833(9) 0.51527(7) 0.33807(5) 0.0199(2) Uani 1 1 d . . . Cu2 Cu 0.95317(10) 0.51174(7) 0.16019(5) 0.0201(2) Uani 1 1 d . . . O1 O 1.0928(5) 0.4673(4) 0.2606(3) 0.0211(10) Uani 1 1 d D . . H1A H 1.174(6) 0.501(6) 0.256(5) 0.025 Uiso 1 1 d D . . O2 O 0.7590(5) 0.4863(4) 0.2556(3) 0.0259(11) Uani 1 1 d D . . H2A H 0.702(8) 0.434(5) 0.267(5) 0.031 Uiso 1 1 d D . . N11 N 1.0063(7) 0.3613(5) 0.4284(4) 0.0226(12) Uani 1 1 d . . . C12 C 1.1119(9) 0.2684(6) 0.4221(5) 0.0305(16) Uani 1 1 d . . . H12A H 1.1713 0.2764 0.3740 0.037 Uiso 1 1 calc R . . C13 C 1.1387(10) 0.1597(7) 0.4832(5) 0.0347(18) Uani 1 1 d . . . C14 C 1.0512(10) 0.1522(7) 0.5539(5) 0.0371(19) Uani 1 1 d . . . H14A H 1.0652 0.0801 0.5970 0.045 Uiso 1 1 calc R . . C15 C 0.9436(9) 0.2495(6) 0.5618(5) 0.0295(16) Uani 1 1 d . . . H15A H 0.8858 0.2453 0.6103 0.035 Uiso 1 1 calc R . . C16 C 0.9237(8) 0.3527(6) 0.4965(4) 0.0230(15) Uani 1 1 d . . . C17 C 0.8079(8) 0.4617(6) 0.4947(4) 0.0213(14) Uani 1 1 d . . . C18 C 0.7117(9) 0.4754(7) 0.5586(5) 0.0311(17) Uani 1 1 d . . . H18A H 0.7193 0.4130 0.6092 0.037 Uiso 1 1 calc R . . C19 C 0.6046(9) 0.5807(7) 0.5480(5) 0.0337(18) Uani 1 1 d . . . H19A H 0.5376 0.5905 0.5912 0.040 Uiso 1 1 calc R . . C110 C 0.5948(9) 0.6727(7) 0.4738(5) 0.0294(16) Uani 1 1 d . . . C111 C 0.6973(9) 0.6517(7) 0.4135(5) 0.0292(16) Uani 1 1 d . . . H11A H 0.6925 0.7129 0.3625 0.035 Uiso 1 1 calc R . . N112 N 0.8018(7) 0.5507(5) 0.4234(3) 0.0216(12) Uani 1 1 d . . . C113 C 1.2532(13) 0.0567(7) 0.4725(6) 0.052(2) Uani 1 1 d . . . H11B H 1.3244 0.0817 0.4293 0.077 Uiso 1 1 calc R . . H11C H 1.1933 0.0104 0.4552 0.077 Uiso 1 1 calc R . . H11D H 1.3168 0.0104 0.5259 0.077 Uiso 1 1 calc R . . C114 C 0.4789(11) 0.7886(8) 0.4566(6) 0.047(2) Uani 1 1 d . . . H11E H 0.3877 0.7807 0.4904 0.071 Uiso 1 1 calc R . . H11F H 0.4409 0.8206 0.3967 0.071 Uiso 1 1 calc R . . H11G H 0.5323 0.8402 0.4712 0.071 Uiso 1 1 calc R . . N21 N 1.0205(7) 0.3568(5) 0.1445(4) 0.0219(12) Uani 1 1 d . . . C22 C 1.1301(9) 0.2638(6) 0.1947(5) 0.0268(15) Uani 1 1 d . . . H22A H 1.1870 0.2719 0.2397 0.032 Uiso 1 1 calc R . . C23 C 1.1637(9) 0.1576(6) 0.1841(5) 0.0322(17) Uani 1 1 d . . . C24 C 1.0841(9) 0.1495(6) 0.1150(5) 0.0328(17) Uani 1 1 d . . . H24A H 1.1064 0.0786 0.1041 0.039 Uiso 1 1 calc R . . C25 C 0.9739(9) 0.2439(6) 0.0630(5) 0.0286(16) Uani 1 1 d . . . H25A H 0.9200 0.2388 0.0157 0.034 Uiso 1 1 calc R . . C26 C 0.9415(8) 0.3468(6) 0.0797(4) 0.0224(14) Uani 1 1 d . . . C27 C 0.8222(8) 0.4534(6) 0.0290(4) 0.0198(14) Uani 1 1 d . . . C28 C 0.7288(9) 0.4643(7) -0.0406(5) 0.0287(16) Uani 1 1 d . . . H28A H 0.7414 0.4018 -0.0615 0.034 Uiso 1 1 calc R . . C29 C 0.6159(9) 0.5677(7) -0.0801(5) 0.0316(17) Uani 1 1 d . . . H29A H 0.5518 0.5766 -0.1288 0.038 Uiso 1 1 calc R . . C210 C 0.5966(8) 0.6577(6) -0.0485(4) 0.0251(15) Uani 1 1 d . . . C211 C 0.6972(9) 0.6413(6) 0.0211(5) 0.0273(16) Uani 1 1 d . . . H21A H 0.6869 0.7028 0.0430 0.033 Uiso 1 1 calc R . . N212 N 0.8082(7) 0.5423(5) 0.0587(4) 0.0225(12) Uani 1 1 d . . . C213 C 1.2814(11) 0.0546(7) 0.2454(6) 0.044(2) Uani 1 1 d . . . H21B H 1.3634 0.0803 0.2686 0.066 Uiso 1 1 calc R . . H21C H 1.3324 0.0013 0.2161 0.066 Uiso 1 1 calc R . . H21D H 1.2247 0.0154 0.2912 0.066 Uiso 1 1 calc R . . C214 C 0.4730(9) 0.7720(7) -0.0852(5) 0.0371(19) Uani 1 1 d . . . H21E H 0.4007 0.7671 -0.1279 0.056 Uiso 1 1 calc R . . H21F H 0.5270 0.8322 -0.1112 0.056 Uiso 1 1 calc R . . H21G H 0.4114 0.7906 -0.0404 0.056 Uiso 1 1 calc R . . O31 O 0.9047(6) 0.6781(4) 0.1416(3) 0.0263(11) Uani 1 1 d . . . O32 O 0.9012(6) 0.6798(4) 0.2741(3) 0.0270(11) Uani 1 1 d . . . C33 C 0.8823(8) 0.7291(6) 0.1958(4) 0.0232(15) Uani 1 1 d . A . C34 C 0.8246(10) 0.8615(6) 0.1631(5) 0.0340(18) Uani 1 1 d . . . C35A C 0.893(2) 0.9124(12) 0.0765(9) 0.029(3) Uani 0.50 1 d PU A 1 H35A H 1.0103 0.8890 0.0837 0.043 Uiso 0.50 1 calc PR A 1 H35B H 0.8557 0.9965 0.0572 0.043 Uiso 0.50 1 calc PR A 1 H35C H 0.8559 0.8833 0.0347 0.043 Uiso 0.50 1 calc PR A 1 C36A C 0.902(2) 0.9112(13) 0.2240(10) 0.038(4) Uani 0.50 1 d PU A 1 H36A H 1.0190 0.8865 0.2256 0.058 Uiso 0.50 1 calc PR A 1 H36B H 0.8686 0.8824 0.2807 0.058 Uiso 0.50 1 calc PR A 1 H36C H 0.8665 0.9954 0.2031 0.058 Uiso 0.50 1 calc PR A 1 C37A C 0.655(2) 0.8935(15) 0.1586(13) 0.047(4) Uani 0.50 1 d PU A 1 H37A H 0.6181 0.8394 0.2057 0.071 Uiso 0.50 1 calc PR A 1 H37B H 0.6114 0.8917 0.1053 0.071 Uiso 0.50 1 calc PR A 1 H37C H 0.6169 0.9713 0.1617 0.071 Uiso 0.50 1 calc PR A 1 C35B C 0.688(3) 0.8983(19) 0.0821(14) 0.059(5) Uani 0.50 1 d PU A 2 H35D H 0.7399 0.8770 0.0355 0.088 Uiso 0.50 1 calc PR A 2 H35E H 0.6402 0.9815 0.0636 0.088 Uiso 0.50 1 calc PR A 2 H35F H 0.6048 0.8580 0.0996 0.088 Uiso 0.50 1 calc PR A 2 C36B C 0.700(3) 0.8991(18) 0.2264(14) 0.060(5) Uani 0.50 1 d PU A 2 H36D H 0.7450 0.8568 0.2846 0.090 Uiso 0.50 1 calc PR A 2 H36E H 0.5992 0.8813 0.2172 0.090 Uiso 0.50 1 calc PR A 2 H36F H 0.6805 0.9819 0.2159 0.090 Uiso 0.50 1 calc PR A 2 C37B C 0.939(3) 0.912(2) 0.138(2) 0.084(7) Uani 0.50 1 d PU A 2 H37D H 1.0034 0.9083 0.1869 0.125 Uiso 0.50 1 calc PR A 2 H37E H 0.8920 0.9924 0.1039 0.125 Uiso 0.50 1 calc PR A 2 H37F H 1.0071 0.8724 0.1039 0.125 Uiso 0.50 1 calc PR A 2 Cl1 Cl 0.36521(19) 0.69212(16) 0.20348(11) 0.0284(4) Uani 1 1 d . . . O11 O 0.3534(8) 0.5739(6) 0.2301(5) 0.0587(18) Uani 1 1 d U . . O12 O 0.2963(12) 0.7530(8) 0.1220(5) 0.096(3) Uani 1 1 d U . . O13 O 0.2943(13) 0.7492(7) 0.2578(5) 0.097(3) Uani 1 1 d U . . O14 O 0.5293(9) 0.6870(7) 0.2050(7) 0.097(3) Uani 1 1 d U . . Cl2 Cl 0.7030(4) 0.2037(2) 0.31372(14) 0.0602(7) Uani 1 1 d . . . O21 O 0.7007(11) 0.2860(8) 0.2362(5) 0.085(3) Uani 1 1 d U . . O22 O 0.7350(12) 0.2410(10) 0.3782(6) 0.094(3) Uani 1 1 d U . . O23 O 0.5985(18) 0.1464(13) 0.3233(8) 0.153(5) Uani 1 1 d U . . O24 O 0.858(3) 0.1170(17) 0.3172(13) 0.216(8) Uani 1 1 d U . . 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 0.0203(4) 0.0141(4) 0.0220(4) -0.0036(3) 0.0011(3) -0.0014(3) Cu2 0.0229(4) 0.0123(4) 0.0241(4) -0.0065(3) 0.0019(3) -0.0023(3) O1 0.015(2) 0.016(2) 0.031(3) -0.009(2) 0.0026(19) -0.0003(18) O2 0.017(2) 0.030(3) 0.032(3) -0.009(2) 0.003(2) -0.009(2) N11 0.021(3) 0.019(3) 0.024(3) -0.004(2) -0.003(2) -0.003(2) C12 0.029(4) 0.025(4) 0.037(4) -0.014(3) 0.001(3) -0.004(3) C13 0.039(4) 0.023(4) 0.034(4) -0.004(3) -0.005(3) -0.002(3) C14 0.050(5) 0.020(4) 0.034(4) 0.001(3) -0.010(4) -0.009(4) C15 0.034(4) 0.023(4) 0.028(4) -0.002(3) 0.002(3) -0.011(3) C16 0.019(3) 0.023(4) 0.026(4) -0.006(3) -0.008(3) -0.007(3) C17 0.021(3) 0.026(4) 0.020(3) -0.009(3) 0.001(3) -0.010(3) C18 0.040(4) 0.034(4) 0.021(4) -0.008(3) 0.001(3) -0.012(4) C19 0.034(4) 0.044(5) 0.030(4) -0.019(4) 0.012(3) -0.014(4) C110 0.023(4) 0.036(4) 0.028(4) -0.013(3) 0.001(3) -0.003(3) C111 0.029(4) 0.027(4) 0.025(4) -0.004(3) -0.003(3) 0.001(3) N112 0.021(3) 0.021(3) 0.023(3) -0.007(2) 0.000(2) -0.006(2) C113 0.068(6) 0.021(4) 0.051(6) -0.004(4) -0.004(5) 0.005(4) C114 0.042(5) 0.041(5) 0.052(6) -0.018(4) 0.010(4) 0.003(4) N21 0.023(3) 0.016(3) 0.025(3) -0.007(2) 0.007(2) -0.002(2) C22 0.030(4) 0.021(4) 0.027(4) -0.008(3) 0.005(3) -0.003(3) C23 0.033(4) 0.018(4) 0.040(4) -0.006(3) 0.010(3) 0.000(3) C24 0.036(4) 0.017(4) 0.049(5) -0.015(3) 0.008(4) -0.008(3) C25 0.031(4) 0.022(4) 0.038(4) -0.016(3) 0.007(3) -0.009(3) C26 0.019(3) 0.021(4) 0.031(4) -0.011(3) 0.010(3) -0.009(3) C27 0.020(3) 0.021(3) 0.022(3) -0.008(3) 0.008(3) -0.010(3) C28 0.034(4) 0.028(4) 0.031(4) -0.015(3) 0.009(3) -0.014(3) C29 0.028(4) 0.032(4) 0.034(4) -0.008(3) -0.003(3) -0.009(3) C210 0.021(3) 0.025(4) 0.024(4) -0.003(3) -0.001(3) -0.004(3) C211 0.028(4) 0.022(4) 0.029(4) -0.008(3) 0.003(3) -0.003(3) N212 0.024(3) 0.018(3) 0.025(3) -0.009(2) 0.003(2) -0.002(2) C213 0.050(5) 0.021(4) 0.052(5) -0.009(4) -0.003(4) 0.006(4) C214 0.028(4) 0.031(4) 0.041(5) -0.007(4) -0.008(3) 0.006(3) O31 0.034(3) 0.015(2) 0.028(3) -0.006(2) -0.001(2) -0.004(2) O32 0.034(3) 0.015(2) 0.028(3) -0.005(2) 0.006(2) -0.001(2) C33 0.021(3) 0.018(4) 0.028(4) -0.009(3) 0.001(3) -0.001(3) C34 0.051(5) 0.009(3) 0.034(4) -0.004(3) 0.006(4) 0.002(3) C35A 0.052(7) 0.011(6) 0.017(6) -0.001(5) 0.012(6) -0.003(5) C36A 0.064(8) 0.021(6) 0.033(7) -0.011(5) -0.006(6) -0.013(6) C37A 0.034(7) 0.027(7) 0.064(9) 0.002(6) 0.008(7) -0.004(6) C35B 0.057(9) 0.048(9) 0.064(9) -0.013(7) -0.001(7) -0.007(7) C36B 0.063(9) 0.044(8) 0.060(9) -0.013(7) 0.005(8) 0.001(7) C37B 0.075(11) 0.065(10) 0.109(12) -0.018(8) 0.008(9) -0.029(8) Cl1 0.0154(8) 0.0373(10) 0.0334(9) -0.0138(8) 0.0026(7) -0.0057(7) O11 0.048(4) 0.044(4) 0.089(5) -0.019(3) 0.012(3) -0.025(3) O12 0.110(6) 0.088(6) 0.060(5) -0.003(4) -0.030(4) -0.002(5) O13 0.151(7) 0.061(5) 0.072(5) -0.030(4) 0.054(5) -0.002(5) O14 0.037(4) 0.062(5) 0.171(8) -0.005(5) 0.000(4) -0.019(4) Cl2 0.115(2) 0.0315(12) 0.0379(12) -0.0065(9) -0.0007(13) -0.0329(14) O21 0.102(6) 0.088(6) 0.060(4) 0.004(4) -0.020(4) -0.055(5) O22 0.101(6) 0.142(7) 0.077(5) -0.059(5) 0.020(4) -0.067(5) O23 0.177(9) 0.177(9) 0.128(8) -0.014(6) -0.020(6) -0.137(8) O24 0.225(11) 0.175(11) 0.226(11) -0.061(9) 0.065(9) -0.018(8) _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 O1 1.938(5) . ? Cu1 O32 1.960(5) . ? Cu1 N112 2.000(6) . ? Cu1 N11 2.002(6) . ? Cu1 O2 2.320(5) . ? Cu1 Cu2 3.0076(12) . ? Cu2 O1 1.921(5) . ? Cu2 O31 1.970(5) . ? Cu2 N212 1.995(6) . ? Cu2 N21 2.012(6) . ? Cu2 O2 2.333(5) . ? O1 H1A 0.90(2) . ? O2 H2A 0.90(2) . ? N11 C12 1.336(9) . ? N11 C16 1.341(9) . ? C12 C13 1.399(11) . ? C12 H12A 0.9500 . ? C13 C14 1.400(12) . ? C13 C113 1.494(12) . ? C14 C15 1.395(11) . ? C14 H14A 0.9500 . ? C15 C16 1.387(10) . ? C15 H15A 0.9500 . ? C16 C17 1.486(10) . ? C17 N112 1.352(9) . ? C17 C18 1.387(10) . ? C18 C19 1.383(11) . ? C18 H18A 0.9500 . ? C19 C110 1.397(11) . ? C19 H19A 0.9500 . ? C110 C111 1.394(10) . ? C110 C114 1.501(11) . ? C111 N112 1.334(9) . ? C111 H11A 0.9500 . ? C113 H11B 0.9800 . ? C113 H11C 0.9800 . ? C113 H11D 0.9800 . ? C114 H11E 0.9800 . ? C114 H11F 0.9800 . ? C114 H11G 0.9800 . ? N21 C26 1.344(9) . ? N21 C22 1.349(9) . ? C22 C23 1.378(10) . ? C22 H22A 0.9500 . ? C23 C24 1.396(12) . ? C23 C213 1.515(11) . ? C24 C25 1.371(11) . ? C24 H24A 0.9500 . ? C25 C26 1.386(10) . ? C25 H25A 0.9500 . ? C26 C27 1.482(10) . ? C27 N212 1.353(9) . ? C27 C28 1.374(10) . ? C28 C29 1.389(11) . ? C28 H28A 0.9500 . ? C29 C210 1.381(11) . ? C29 H29A 0.9500 . ? C210 C211 1.390(10) . ? C210 C214 1.514(10) . ? C211 N212 1.341(9) . ? C211 H21A 0.9500 . ? C213 H21B 0.9800 . ? C213 H21C 0.9800 . ? C213 H21D 0.9800 . ? C214 H21E 0.9800 . ? C214 H21F 0.9800 . ? C214 H21G 0.9800 . ? O31 C33 1.267(8) . ? O32 C33 1.256(8) . ? C33 C34 1.542(9) . ? C34 C37B 1.31(3) . ? C34 C37A 1.422(19) . ? C34 C35A 1.575(15) . ? C34 C36A 1.589(17) . ? C34 C36B 1.61(2) . ? C34 C35B 1.67(2) . ? C35A H35A 0.9800 . ? C35A H35B 0.9800 . ? C35A H35C 0.9800 . ? C36A H36A 0.9800 . ? C36A H36B 0.9800 . ? C36A H36C 0.9800 . ? C37A H37A 0.9800 . ? C37A H37B 0.9800 . ? C37A H37C 0.9800 . ? C35B H35D 0.9800 . ? C35B H35E 0.9800 . ? C35B H35F 0.9800 . ? C36B H36D 0.9800 . ? C36B H36E 0.9800 . ? C36B H36F 0.9800 . ? C37B H37D 0.9800 . ? C37B H37E 0.9800 . ? C37B H37F 0.9800 . ? Cl1 O12 1.389(8) . ? Cl1 O13 1.392(8) . ? Cl1 O14 1.406(7) . ? Cl1 O11 1.455(7) . ? Cl2 O23 1.276(10) . ? Cl2 O22 1.368(9) . ? Cl2 O21 1.385(8) . ? Cl2 O24 1.499(19) . ? 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 O1 Cu1 O32 95.0(2) . . ? O1 Cu1 N112 175.2(2) . . ? O32 Cu1 N112 89.8(2) . . ? O1 Cu1 N11 94.8(2) . . ? O32 Cu1 N11 165.0(2) . . ? N112 Cu1 N11 80.5(2) . . ? O1 Cu1 O2 83.12(18) . . ? O32 Cu1 O2 92.8(2) . . ? N112 Cu1 O2 96.4(2) . . ? N11 Cu1 O2 99.6(2) . . ? O1 Cu1 Cu2 38.60(14) . . ? O32 Cu1 Cu2 78.66(15) . . ? N112 Cu1 Cu2 142.94(16) . . ? N11 Cu1 Cu2 115.82(17) . . ? O2 Cu1 Cu2 49.93(12) . . ? O1 Cu2 O31 95.2(2) . . ? O1 Cu2 N212 174.6(2) . . ? O31 Cu2 N212 90.1(2) . . ? O1 Cu2 N21 94.7(2) . . ? O31 Cu2 N21 163.2(2) . . ? N212 Cu2 N21 80.5(2) . . ? O1 Cu2 O2 83.11(18) . . ? O31 Cu2 O2 92.7(2) . . ? N212 Cu2 O2 95.4(2) . . ? N21 Cu2 O2 101.9(2) . . ? O1 Cu2 Cu1 39.01(13) . . ? O31 Cu2 Cu1 78.73(14) . . ? N212 Cu2 Cu1 141.81(16) . . ? N21 Cu2 Cu1 117.11(16) . . ? O2 Cu2 Cu1 49.53(12) . . ? Cu2 O1 Cu1 102.4(2) . . ? Cu2 O1 H1A 116(5) . . ? Cu1 O1 H1A 109(5) . . ? Cu1 O2 Cu2 80.54(15) . . ? Cu1 O2 H2A 131(5) . . ? Cu2 O2 H2A 129(5) . . ? C12 N11 C16 119.7(6) . . ? C12 N11 Cu1 124.4(5) . . ? C16 N11 Cu1 115.7(5) . . ? N11 C12 C13 122.8(7) . . ? N11 C12 H12A 118.6 . . ? C13 C12 H12A 118.6 . . ? C12 C13 C14 116.7(7) . . ? C12 C13 C113 121.3(8) . . ? C14 C13 C113 122.0(7) . . ? C15 C14 C13 120.7(7) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C16 C15 C14 117.8(7) . . ? C16 C15 H15A 121.1 . . ? C14 C15 H15A 121.1 . . ? N11 C16 C15 122.2(7) . . ? N11 C16 C17 114.2(6) . . ? C15 C16 C17 123.6(7) . . ? N112 C17 C18 120.9(7) . . ? N112 C17 C16 114.0(6) . . ? C18 C17 C16 125.1(6) . . ? C19 C18 C17 119.5(7) . . ? C19 C18 H18A 120.3 . . ? C17 C18 H18A 120.3 . . ? C18 C19 C110 120.2(7) . . ? C18 C19 H19A 119.9 . . ? C110 C19 H19A 119.9 . . ? C111 C110 C19 116.5(7) . . ? C111 C110 C114 120.0(7) . . ? C19 C110 C114 123.4(7) . . ? N112 C111 C110 123.7(7) . . ? N112 C111 H11A 118.1 . . ? C110 C111 H11A 118.1 . . ? C111 N112 C17 119.1(6) . . ? C111 N112 Cu1 125.3(5) . . ? C17 N112 Cu1 115.5(5) . . ? C13 C113 H11B 109.5 . . ? C13 C113 H11C 109.5 . . ? H11B C113 H11C 109.5 . . ? C13 C113 H11D 109.5 . . ? H11B C113 H11D 109.5 . . ? H11C C113 H11D 109.5 . . ? C110 C114 H11E 109.5 . . ? C110 C114 H11F 109.5 . . ? H11E C114 H11F 109.5 . . ? C110 C114 H11G 109.5 . . ? H11E C114 H11G 109.5 . . ? H11F C114 H11G 109.5 . . ? C26 N21 C22 118.8(6) . . ? C26 N21 Cu2 115.2(4) . . ? C22 N21 Cu2 125.9(5) . . ? N21 C22 C23 123.3(7) . . ? N21 C22 H22A 118.3 . . ? C23 C22 H22A 118.3 . . ? C22 C23 C24 117.1(7) . . ? C22 C23 C213 120.9(8) . . ? C24 C23 C213 122.0(7) . . ? C25 C24 C23 120.0(7) . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C24 C25 C26 119.6(7) . . ? C24 C25 H25A 120.2 . . ? C26 C25 H25A 120.2 . . ? N21 C26 C25 121.1(7) . . ? N21 C26 C27 114.7(6) . . ? C25 C26 C27 124.3(7) . . ? N212 C27 C28 121.2(6) . . ? N212 C27 C26 113.7(6) . . ? C28 C27 C26 125.1(6) . . ? C27 C28 C29 119.3(7) . . ? C27 C28 H28A 120.4 . . ? C29 C28 H28A 120.4 . . ? C210 C29 C28 120.0(7) . . ? C210 C29 H29A 120.0 . . ? C28 C29 H29A 120.0 . . ? C29 C210 C211 117.6(7) . . ? C29 C210 C214 123.9(7) . . ? C211 C210 C214 118.6(7) . . ? N212 C211 C210 122.7(7) . . ? N212 C211 H21A 118.7 . . ? C210 C211 H21A 118.7 . . ? C211 N212 C27 119.2(6) . . ? C211 N212 Cu2 124.8(5) . . ? C27 N212 Cu2 115.9(5) . . ? C23 C213 H21B 109.5 . . ? C23 C213 H21C 109.5 . . ? H21B C213 H21C 109.5 . . ? C23 C213 H21D 109.5 . . ? H21B C213 H21D 109.5 . . ? H21C C213 H21D 109.5 . . ? C210 C214 H21E 109.5 . . ? C210 C214 H21F 109.5 . . ? H21E C214 H21F 109.5 . . ? C210 C214 H21G 109.5 . . ? H21E C214 H21G 109.5 . . ? H21F C214 H21G 109.5 . . ? C33 O31 Cu2 128.3(5) . . ? C33 O32 Cu1 129.1(5) . . ? O32 C33 O31 124.9(6) . . ? O32 C33 C34 117.7(6) . . ? O31 C33 C34 117.4(6) . . ? C37B C34 C37A 137.5(15) . . ? C37B C34 C33 113.7(14) . . ? C37A C34 C33 108.1(9) . . ? C37B C34 C35A 43.8(14) . . ? C37A C34 C35A 113.2(11) . . ? C33 C34 C35A 110.9(7) . . ? C37B C34 C36A 60.6(16) . . ? C37A C34 C36A 112.3(12) . . ? C33 C34 C36A 109.1(8) . . ? C35A C34 C36A 103.1(10) . . ? C37B C34 C36B 121.9(17) . . ? C37A C34 C36B 47.7(11) . . ? C33 C34 C36B 107.1(9) . . ? C35A C34 C36B 141.6(10) . . ? C36A C34 C36B 68.2(11) . . ? C37B C34 C35B 108.9(16) . . ? C37A C34 C35B 49.1(11) . . ? C33 C34 C35B 107.2(9) . . ? C35A C34 C35B 68.4(10) . . ? C36A C34 C35B 143.2(11) . . ? C36B C34 C35B 95.8(12) . . ? C34 C35A H35A 109.5 . . ? C34 C35A H35B 109.5 . . ? C34 C35A H35C 109.5 . . ? C34 C36A H36A 109.5 . . ? C34 C36A H36B 109.5 . . ? C34 C36A H36C 109.5 . . ? C34 C37A H37A 109.5 . . ? C34 C37A H37B 109.5 . . ? C34 C37A H37C 109.5 . . ? C34 C35B H35D 109.5 . . ? C34 C35B H35E 109.5 . . ? H35D C35B H35E 109.5 . . ? C34 C35B H35F 109.5 . . ? H35D C35B H35F 109.5 . . ? H35E C35B H35F 109.5 . . ? C34 C36B H36D 109.5 . . ? C34 C36B H36E 109.5 . . ? H36D C36B H36E 109.5 . . ? C34 C36B H36F 109.5 . . ? H36D C36B H36F 109.5 . . ? H36E C36B H36F 109.5 . . ? C34 C37B H37D 109.5 . . ? C34 C37B H37E 109.5 . . ? H37D C37B H37E 109.5 . . ? C34 C37B H37F 109.5 . . ? H37D C37B H37F 109.5 . . ? H37E C37B H37F 109.5 . . ? O12 Cl1 O13 109.4(6) . . ? O12 Cl1 O14 108.4(6) . . ? O13 Cl1 O14 109.1(7) . . ? O12 Cl1 O11 111.7(6) . . ? O13 Cl1 O11 111.5(5) . . ? O14 Cl1 O11 106.7(5) . . ? O23 Cl2 O22 117.5(8) . . ? O23 Cl2 O21 118.0(7) . . ? O22 Cl2 O21 111.4(6) . . ? O23 Cl2 O24 104.2(11) . . ? O22 Cl2 O24 100.5(10) . . ? O21 Cl2 O24 101.8(9) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 2.715 _refine_diff_density_min -1.414 _refine_diff_density_rms 0.158 data_s543308 _database_code_depnum_ccdc_archive 'CCDC 907235' #TrackingRef 'cpd_06.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-aqua-mu-hydroxo-mu-acetato-kappa2-O1,O2-bis(5,5'-dimethyl-2,2'-bipyridyl) dicopper(II) trifluoromethanesulfonate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cu2 F6 N4 O10 S2' _chemical_formula_weight 887.76 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' F F 0.0171 0.0103 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 9.1312(6) _cell_length_b 17.4262(11) _cell_length_c 22.0653(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.562(3) _cell_angle_gamma 90.00 _cell_volume 3510.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description hexagonal _exptl_crystal_colour blue _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 1.422 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6142 _exptl_absorpt_correction_T_max 0.9453 _exptl_absorpt_process_details ? _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 ? _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 27236 _diffrn_reflns_av_R_equivalents 0.0980 _diffrn_reflns_av_sigmaI/netI 0.0623 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.05 _reflns_number_total 6182 _reflns_number_gt 4937 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.0307P)^2^+21.8916P] 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 6182 _refine_ls_number_parameters 540 _refine_ls_number_restraints 27 _refine_ls_R_factor_all 0.0810 _refine_ls_R_factor_gt 0.0652 _refine_ls_wR_factor_ref 0.1534 _refine_ls_wR_factor_gt 0.1436 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.162 _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 0.37252(7) 0.48473(4) 0.22161(3) 0.01808(19) Uani 1 1 d . . . N11 N 0.3208(5) 0.5428(3) 0.2966(2) 0.0197(11) Uani 1 1 d . . . C12 C 0.2293(6) 0.5195(4) 0.3397(3) 0.0212(13) Uani 1 1 d . . . H12A H 0.198(7) 0.462(4) 0.334(3) 0.025 Uiso 1 1 d . . . C13 C 0.1939(6) 0.5640(4) 0.3897(3) 0.0239(14) Uani 1 1 d . . . C14 C 0.2541(7) 0.6362(4) 0.3927(3) 0.0263(14) Uani 1 1 d . . . H14A H 0.2302 0.6684 0.4248 0.032 Uiso 1 1 calc R . . C15 C 0.3499(6) 0.6619(4) 0.3489(3) 0.0251(14) Uani 1 1 d . . . H15A H 0.3917 0.7104 0.3514 0.030 Uiso 1 1 calc R . . C16 C 0.3820(6) 0.6130(4) 0.3008(3) 0.0220(13) Uani 1 1 d . . . C17 C 0.4841(6) 0.6321(4) 0.2520(3) 0.0214(13) Uani 1 1 d . . . C18 C 0.5610(6) 0.7012(4) 0.2466(3) 0.0261(14) Uani 1 1 d . . . H18A H 0.5472 0.7408 0.2742 0.031 Uiso 1 1 calc R . . C19 C 0.6573(6) 0.7090(4) 0.1995(3) 0.0253(14) Uani 1 1 d . . . H19A H 0.7100 0.7544 0.1957 0.030 Uiso 1 1 calc R . . C110 C 0.6777(6) 0.6506(4) 0.1576(3) 0.0230(14) Uani 1 1 d . . . C111 C 0.5973(6) 0.5852(4) 0.1651(3) 0.0206(13) Uani 1 1 d . . . H11A H 0.6093 0.5456 0.1373 0.025 Uiso 1 1 calc R . . N112 N 0.5020(5) 0.5750(3) 0.2103(2) 0.0208(11) Uani 1 1 d . . . C113 C 0.0954(7) 0.5320(5) 0.4381(3) 0.0345(17) Uani 1 1 d . . . H11B H 0.0169 0.5037 0.4193 0.052 Uiso 1 1 calc R . . H11C H 0.0558 0.5734 0.4615 0.052 Uiso 1 1 calc R . . H11D H 0.1509 0.4985 0.4641 0.052 Uiso 1 1 calc R . . C114 C 0.7839(7) 0.6583(4) 0.1059(3) 0.0284(15) Uani 1 1 d . . . H11E H 0.8044 0.6085 0.0895 0.043 Uiso 1 1 calc R . . H11F H 0.8732 0.6812 0.1205 0.043 Uiso 1 1 calc R . . H11G H 0.7416 0.6902 0.0749 0.043 Uiso 1 1 calc R . . Cu2 Cu 0.37017(7) 0.31226(4) 0.21733(3) 0.01860(19) Uani 1 1 d . . . N21 N 0.3218(5) 0.2509(3) 0.2913(2) 0.0192(11) Uani 1 1 d . . . C22 C 0.2328(6) 0.2738(4) 0.3357(2) 0.0192(12) Uani 1 1 d . . . H22A H 0.1938 0.3231 0.3341 0.023 Uiso 1 1 calc R . . C23 C 0.1970(6) 0.2268(4) 0.3840(2) 0.0199(13) Uani 1 1 d . . . C24 C 0.2554(6) 0.1533(4) 0.3850(2) 0.0233(14) Uani 1 1 d . . . H24A H 0.2328 0.1199 0.4164 0.028 Uiso 1 1 calc R . . C25 C 0.3476(6) 0.1297(4) 0.3391(2) 0.0209(13) Uani 1 1 d . . . H25A H 0.3861 0.0803 0.3392 0.025 Uiso 1 1 calc R . . C26 C 0.3821(6) 0.1806(3) 0.2928(2) 0.0180(12) Uani 1 1 d . . . C27 C 0.4829(6) 0.1638(3) 0.2428(2) 0.0175(12) Uani 1 1 d . . . C28 C 0.5621(6) 0.0960(4) 0.2364(3) 0.0239(14) Uani 1 1 d . . . H28A H 0.5522 0.0562 0.2641 0.029 Uiso 1 1 calc R . . C29 C 0.6557(6) 0.0894(4) 0.1877(3) 0.0234(13) Uani 1 1 d . . . H29A H 0.7092 0.0445 0.1829 0.028 Uiso 1 1 calc R . . C210 C 0.6713(6) 0.1478(4) 0.1465(3) 0.0240(14) Uani 1 1 d . . . C211 C 0.5877(6) 0.2132(4) 0.1560(3) 0.0260(14) Uani 1 1 d . . . H21A H 0.5957 0.2534 0.1285 0.031 Uiso 1 1 calc R . . N212 N 0.4968(5) 0.2213(3) 0.2021(2) 0.0179(10) Uani 1 1 d . . . C213 C 0.0995(7) 0.2561(4) 0.4333(3) 0.0294(15) Uani 1 1 d . . . H21B H 0.0228 0.2868 0.4158 0.044 Uiso 1 1 calc R . . H21C H 0.1561 0.2867 0.4612 0.044 Uiso 1 1 calc R . . H21D H 0.0574 0.2134 0.4546 0.044 Uiso 1 1 calc R . . C214 C 0.7724(7) 0.1438(4) 0.0932(3) 0.0295(15) Uani 1 1 d . . . H21E H 0.8513 0.1090 0.1022 0.044 Uiso 1 1 calc R . . H21F H 0.8114 0.1939 0.0852 0.044 Uiso 1 1 calc R . . H21G H 0.7192 0.1258 0.0583 0.044 Uiso 1 1 calc R . . O1 O 0.3804(4) 0.4654(2) 0.13401(17) 0.0213(9) Uani 1 1 d . . . O2 O 0.3779(5) 0.3375(2) 0.13096(17) 0.0239(9) Uani 1 1 d . . . C3 C 0.3806(6) 0.4025(4) 0.1071(3) 0.0220(13) Uani 1 1 d . . . C4 C 0.3901(9) 0.4045(4) 0.0390(3) 0.0416(19) Uani 1 1 d . . . H4A H 0.3348 0.4473 0.0237 0.062 Uiso 1 1 calc R . . H4B H 0.3509 0.3577 0.0225 0.062 Uiso 1 1 calc R . . H4C H 0.4906 0.4097 0.0274 0.062 Uiso 1 1 calc R . . O3 O 0.2475(4) 0.3985(2) 0.23787(17) 0.0213(9) Uani 1 1 d D . . H3A H 0.167(4) 0.397(4) 0.214(2) 0.026 Uiso 1 1 d D . . O4 O 0.5557(4) 0.3974(3) 0.24387(18) 0.0220(9) Uani 1 1 d D . . H4D H 0.632(5) 0.395(4) 0.220(2) 0.026 Uiso 1 1 d D . . H4E H 0.580(7) 0.374(3) 0.2783(18) 0.026 Uiso 1 1 d D . . S11 S 0.8257(2) -0.11641(11) 0.09185(8) 0.0352(4) Uani 1 1 d . . . O11 O 0.8713(6) -0.1576(3) 0.14605(19) 0.0365(12) Uani 1 1 d . . . O12 O 0.8004(10) -0.0385(4) 0.0998(3) 0.092(3) Uani 1 1 d U . . O13 O 0.7204(5) -0.1574(4) 0.0551(2) 0.0577(17) Uani 1 1 d . . . C11 C 0.9884(8) -0.1208(5) 0.0459(3) 0.0364(17) Uani 1 1 d . . . F11 F 0.9686(5) -0.0834(3) -0.00565(17) 0.0468(12) Uani 1 1 d . . . F12 F 1.1039(5) -0.0926(4) 0.0734(2) 0.0760(19) Uani 1 1 d . . . F13 F 1.0210(6) -0.1937(3) 0.0332(2) 0.0749(17) Uani 1 1 d . . . S21 S 1.09906(15) -0.39906(9) -0.13842(6) 0.0194(3) Uani 1 1 d . . . O21A O 0.9986(16) -0.4516(10) -0.1572(6) 0.067(4) Uani 0.50 1 d P A 1 O22A O 1.0608(18) -0.3188(7) -0.1511(5) 0.058(4) Uani 0.50 1 d P A 1 O23A O 1.248(2) -0.4126(10) -0.1527(8) 0.059(6) Uani 0.50 1 d P A 1 O21B O 1.0735(12) -0.4815(6) -0.1479(5) 0.028(2) Uani 0.50 1 d P A 2 O22B O 0.9843(10) -0.3516(6) -0.1564(5) 0.030(2) Uani 0.50 1 d P A 2 O23B O 1.241(2) -0.3731(8) -0.1541(9) 0.048(5) Uani 0.50 1 d P A 2 C21 C 1.1026(9) -0.3971(4) -0.0560(3) 0.0385(18) Uani 1 1 d . A . F21A F 0.967(3) -0.4196(8) -0.0352(9) 0.063(5) Uani 0.50 1 d P A 3 F22A F 1.1238(14) -0.3253(6) -0.0363(4) 0.045(3) Uani 0.50 1 d P A 3 F23A F 1.2029(18) -0.4387(9) -0.0309(7) 0.078(5) Uani 0.50 1 d PU A 3 F21B F 0.974(3) -0.3812(10) -0.0336(9) 0.084(6) Uani 0.50 1 d P A 4 F22B F 1.1978(19) -0.3485(11) -0.0355(7) 0.095(5) Uani 0.50 1 d PU A 4 F23B F 1.1435(16) -0.4634(9) -0.0353(7) 0.069(4) Uani 0.50 1 d PU A 4 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 0.0150(4) 0.0201(4) 0.0192(3) 0.0038(3) 0.0027(3) 0.0001(3) N11 0.015(2) 0.025(3) 0.020(2) 0.003(2) -0.0005(19) 0.002(2) C12 0.018(3) 0.021(3) 0.025(3) 0.005(3) -0.001(2) 0.000(3) C13 0.020(3) 0.032(4) 0.019(3) 0.007(3) -0.001(2) 0.001(3) C14 0.025(3) 0.034(4) 0.020(3) -0.003(3) -0.004(2) 0.005(3) C15 0.024(3) 0.031(4) 0.020(3) -0.001(3) -0.006(2) -0.003(3) C16 0.016(3) 0.029(4) 0.020(3) 0.008(3) -0.005(2) -0.001(3) C17 0.016(3) 0.027(4) 0.020(3) 0.006(3) -0.004(2) 0.003(3) C18 0.020(3) 0.030(4) 0.028(3) -0.001(3) -0.002(2) 0.002(3) C19 0.021(3) 0.022(4) 0.032(3) 0.008(3) -0.003(3) -0.010(3) C110 0.012(3) 0.031(4) 0.026(3) 0.009(3) -0.003(2) -0.001(3) C111 0.016(3) 0.024(3) 0.022(3) 0.003(3) 0.001(2) 0.004(3) N112 0.014(2) 0.026(3) 0.022(2) 0.007(2) -0.0019(19) 0.000(2) C113 0.027(3) 0.054(5) 0.022(3) 0.006(3) 0.006(3) -0.006(3) C114 0.021(3) 0.032(4) 0.033(3) 0.010(3) 0.004(3) -0.006(3) Cu2 0.0183(4) 0.0196(4) 0.0180(3) 0.0016(3) 0.0039(3) -0.0009(3) N21 0.015(2) 0.026(3) 0.017(2) 0.000(2) 0.0031(19) -0.005(2) C22 0.019(3) 0.018(3) 0.021(3) -0.001(2) 0.002(2) 0.002(2) C23 0.014(3) 0.026(4) 0.020(3) 0.002(2) 0.001(2) -0.006(3) C24 0.020(3) 0.035(4) 0.015(3) 0.006(3) -0.002(2) -0.010(3) C25 0.019(3) 0.021(3) 0.023(3) 0.003(2) -0.004(2) -0.003(3) C26 0.015(3) 0.020(3) 0.018(3) 0.002(2) -0.003(2) -0.008(2) C27 0.015(3) 0.020(3) 0.018(3) -0.001(2) 0.004(2) -0.006(2) C28 0.020(3) 0.031(4) 0.020(3) 0.000(3) -0.001(2) -0.006(3) C29 0.020(3) 0.016(3) 0.034(3) -0.003(3) 0.001(3) 0.007(3) C210 0.020(3) 0.028(4) 0.024(3) -0.005(3) 0.001(2) -0.004(3) C211 0.024(3) 0.034(4) 0.020(3) -0.001(3) 0.003(2) -0.007(3) N212 0.017(2) 0.019(3) 0.018(2) -0.003(2) 0.0018(19) -0.002(2) C213 0.022(3) 0.041(4) 0.026(3) 0.003(3) 0.007(3) -0.001(3) C214 0.025(3) 0.030(4) 0.034(3) -0.004(3) 0.011(3) 0.000(3) O1 0.022(2) 0.021(2) 0.020(2) 0.0058(18) 0.0032(16) 0.0013(18) O2 0.030(2) 0.024(3) 0.018(2) 0.0007(18) -0.0011(17) -0.0013(19) C3 0.017(3) 0.023(4) 0.026(3) 0.001(3) -0.001(2) 0.000(3) C4 0.067(5) 0.037(5) 0.020(3) 0.003(3) -0.001(3) 0.007(4) O3 0.0160(19) 0.025(2) 0.023(2) 0.0011(18) 0.0030(16) -0.0010(18) O4 0.014(2) 0.029(3) 0.022(2) 0.0065(19) 0.0031(16) 0.0003(19) S11 0.0391(10) 0.0340(10) 0.0327(9) 0.0088(8) 0.0191(7) 0.0076(8) O11 0.053(3) 0.032(3) 0.024(2) 0.004(2) 0.002(2) -0.012(2) O12 0.147(6) 0.051(4) 0.080(4) 0.007(3) 0.061(4) 0.038(4) O13 0.027(3) 0.089(5) 0.056(3) 0.027(3) -0.009(2) -0.023(3) C11 0.030(4) 0.049(5) 0.031(4) 0.000(3) 0.000(3) -0.012(3) F11 0.044(2) 0.072(3) 0.024(2) 0.009(2) 0.0065(18) -0.018(2) F12 0.043(3) 0.126(5) 0.060(3) 0.020(3) -0.015(2) -0.048(3) F13 0.084(4) 0.069(4) 0.073(3) -0.008(3) 0.026(3) 0.032(3) S21 0.0177(7) 0.0213(8) 0.0193(7) -0.0029(6) 0.0011(5) 0.0004(6) O21A 0.068(10) 0.082(12) 0.050(8) -0.023(8) -0.018(7) -0.034(9) O22A 0.105(12) 0.033(8) 0.036(6) 0.011(6) 0.000(7) 0.030(8) O23A 0.024(7) 0.105(15) 0.048(9) 0.046(12) 0.016(6) 0.023(11) O21B 0.036(6) 0.015(5) 0.033(5) -0.008(4) -0.011(5) 0.006(4) O22B 0.024(5) 0.020(6) 0.046(6) 0.001(5) -0.016(4) -0.003(4) O23B 0.030(8) 0.048(10) 0.067(11) -0.034(9) 0.026(7) -0.030(9) C21 0.059(5) 0.031(4) 0.024(3) 0.002(3) -0.005(3) -0.006(4) F21A 0.087(10) 0.051(10) 0.052(7) -0.007(8) 0.045(6) -0.027(10) F22A 0.082(8) 0.028(5) 0.025(4) -0.022(4) -0.001(5) 0.003(5) F23A 0.100(9) 0.071(8) 0.060(6) 0.000(6) -0.045(7) 0.021(7) F21B 0.113(15) 0.097(15) 0.044(7) -0.004(12) 0.043(8) 0.011(15) F22B 0.116(9) 0.100(10) 0.067(7) -0.005(7) -0.030(7) -0.023(8) F23B 0.078(8) 0.074(8) 0.057(6) 0.045(6) 0.001(6) 0.016(6) _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 O3 1.923(4) . ? Cu1 O1 1.964(4) . ? Cu1 N112 1.985(5) . ? Cu1 N11 1.999(5) . ? Cu1 O4 2.310(4) . ? Cu1 Cu2 3.0071(11) . ? N11 C12 1.336(7) . ? N11 C16 1.348(8) . ? C12 C13 1.389(9) . ? C12 H12A 1.05(7) . ? C13 C14 1.375(9) . ? C13 C113 1.509(8) . ? C14 C15 1.385(9) . ? C14 H14A 0.9300 . ? C15 C16 1.394(9) . ? C15 H15A 0.9300 . ? C16 C17 1.469(8) . ? C17 N112 1.365(8) . ? C17 C18 1.400(9) . ? C18 C19 1.375(9) . ? C18 H18A 0.9300 . ? C19 C110 1.390(9) . ? C19 H19A 0.9300 . ? C110 C111 1.366(9) . ? C110 C114 1.510(8) . ? C111 N112 1.342(7) . ? C111 H11A 0.9300 . ? C113 H11B 0.9600 . ? C113 H11C 0.9600 . ? C113 H11D 0.9600 . ? C114 H11E 0.9600 . ? C114 H11F 0.9600 . ? C114 H11G 0.9600 . ? Cu2 O3 1.931(4) . ? Cu2 O2 1.958(4) . ? Cu2 N212 1.993(5) . ? Cu2 N21 2.003(5) . ? Cu2 O4 2.323(4) . ? N21 C22 1.341(7) . ? N21 C26 1.344(8) . ? C22 C23 1.386(8) . ? C22 H22A 0.9300 . ? C23 C24 1.388(9) . ? C23 C213 1.502(8) . ? C24 C25 1.386(8) . ? C24 H24A 0.9300 . ? C25 C26 1.391(8) . ? C25 H25A 0.9300 . ? C26 C27 1.473(8) . ? C27 N212 1.351(7) . ? C27 C28 1.393(9) . ? C28 C29 1.383(8) . ? C28 H28A 0.9300 . ? C29 C210 1.373(9) . ? C29 H29A 0.9300 . ? C210 C211 1.389(9) . ? C210 C214 1.503(8) . ? C211 N212 1.328(7) . ? C211 H21A 0.9300 . ? C213 H21B 0.9600 . ? C213 H21C 0.9600 . ? C213 H21D 0.9600 . ? C214 H21E 0.9600 . ? C214 H21F 0.9600 . ? C214 H21G 0.9600 . ? O1 C3 1.247(7) . ? O2 C3 1.250(7) . ? C3 C4 1.506(8) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? O3 H3A 0.89(2) . ? O4 H4D 0.88(2) . ? O4 H4E 0.89(2) . ? S11 O12 1.389(7) . ? S11 O13 1.442(6) . ? S11 O11 1.452(5) . ? S11 C11 1.808(7) . ? C11 F12 1.308(8) . ? C11 F11 1.321(8) . ? C11 F13 1.335(9) . ? S21 O21A 1.358(12) . ? S21 O22B 1.389(10) . ? S21 O23A 1.421(18) . ? S21 O23B 1.421(17) . ? S21 O22A 1.467(11) . ? S21 O21B 1.470(10) . ? S21 C21 1.820(7) . ? C21 F23A 1.289(16) . ? C21 F22B 1.292(17) . ? C21 F23B 1.297(15) . ? C21 F21B 1.30(2) . ? C21 F22A 1.337(12) . ? C21 F21A 1.38(2) . ? 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 O3 Cu1 O1 94.44(17) . . ? O3 Cu1 N112 176.46(18) . . ? O1 Cu1 N112 89.10(18) . . ? O3 Cu1 N11 95.49(19) . . ? O1 Cu1 N11 155.80(18) . . ? N112 Cu1 N11 81.3(2) . . ? O3 Cu1 O4 82.84(16) . . ? O1 Cu1 O4 93.61(16) . . ? N112 Cu1 O4 96.77(18) . . ? N11 Cu1 O4 109.49(17) . . ? O3 Cu1 Cu2 38.80(12) . . ? O1 Cu1 Cu2 78.36(12) . . ? N112 Cu1 Cu2 142.40(15) . . ? N11 Cu1 Cu2 122.01(15) . . ? O4 Cu1 Cu2 49.72(11) . . ? C12 N11 C16 119.2(5) . . ? C12 N11 Cu1 126.2(4) . . ? C16 N11 Cu1 114.5(4) . . ? N11 C12 C13 123.3(6) . . ? N11 C12 H12A 112(3) . . ? C13 C12 H12A 125(3) . . ? C14 C13 C12 117.0(6) . . ? C14 C13 C113 123.0(6) . . ? C12 C13 C113 120.0(6) . . ? C13 C14 C15 121.1(6) . . ? C13 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C14 C15 C16 118.3(6) . . ? C14 C15 H15A 120.9 . . ? C16 C15 H15A 120.9 . . ? N11 C16 C15 121.1(5) . . ? N11 C16 C17 114.9(5) . . ? C15 C16 C17 124.0(6) . . ? N112 C17 C18 120.4(5) . . ? N112 C17 C16 114.2(5) . . ? C18 C17 C16 125.3(6) . . ? C19 C18 C17 118.3(6) . . ? C19 C18 H18A 120.8 . . ? C17 C18 H18A 120.8 . . ? C18 C19 C110 121.4(6) . . ? C18 C19 H19A 119.3 . . ? C110 C19 H19A 119.3 . . ? C111 C110 C19 117.0(5) . . ? C111 C110 C114 121.0(6) . . ? C19 C110 C114 121.9(6) . . ? N112 C111 C110 123.6(6) . . ? N112 C111 H11A 118.2 . . ? C110 C111 H11A 118.2 . . ? C111 N112 C17 119.1(5) . . ? C111 N112 Cu1 126.1(4) . . ? C17 N112 Cu1 114.6(4) . . ? C13 C113 H11B 109.5 . . ? C13 C113 H11C 109.5 . . ? H11B C113 H11C 109.5 . . ? C13 C113 H11D 109.5 . . ? H11B C113 H11D 109.5 . . ? H11C C113 H11D 109.5 . . ? C110 C114 H11E 109.5 . . ? C110 C114 H11F 109.5 . . ? H11E C114 H11F 109.5 . . ? C110 C114 H11G 109.5 . . ? H11E C114 H11G 109.5 . . ? H11F C114 H11G 109.5 . . ? O3 Cu2 O2 94.61(17) . . ? O3 Cu2 N212 176.05(17) . . ? O2 Cu2 N212 89.34(18) . . ? O3 Cu2 N21 95.23(19) . . ? O2 Cu2 N21 157.33(19) . . ? N212 Cu2 N21 81.1(2) . . ? O3 Cu2 O4 82.33(16) . . ? O2 Cu2 O4 93.96(16) . . ? N212 Cu2 O4 97.35(17) . . ? N21 Cu2 O4 107.56(17) . . ? O3 Cu2 Cu1 38.62(12) . . ? O2 Cu2 Cu1 78.81(13) . . ? N212 Cu2 Cu1 142.80(14) . . ? N21 Cu2 Cu1 120.62(15) . . ? O4 Cu2 Cu1 49.34(11) . . ? C22 N21 C26 120.2(5) . . ? C22 N21 Cu2 125.3(4) . . ? C26 N21 Cu2 114.5(4) . . ? N21 C22 C23 122.4(6) . . ? N21 C22 H22A 118.8 . . ? C23 C22 H22A 118.8 . . ? C22 C23 C24 117.7(5) . . ? C22 C23 C213 120.2(6) . . ? C24 C23 C213 122.2(5) . . ? C25 C24 C23 119.9(5) . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C24 C25 C26 119.4(6) . . ? C24 C25 H25A 120.3 . . ? C26 C25 H25A 120.3 . . ? N21 C26 C25 120.3(5) . . ? N21 C26 C27 114.9(5) . . ? C25 C26 C27 124.8(6) . . ? N212 C27 C28 120.5(5) . . ? N212 C27 C26 114.4(5) . . ? C28 C27 C26 125.0(5) . . ? C29 C28 C27 118.4(6) . . ? C29 C28 H28A 120.8 . . ? C27 C28 H28A 120.8 . . ? C210 C29 C28 121.4(6) . . ? C210 C29 H29A 119.3 . . ? C28 C29 H29A 119.3 . . ? C29 C210 C211 116.6(5) . . ? C29 C210 C214 123.5(6) . . ? C211 C210 C214 119.9(6) . . ? N212 C211 C210 123.4(6) . . ? N212 C211 H21A 118.3 . . ? C210 C211 H21A 118.3 . . ? C211 N212 C27 119.6(5) . . ? C211 N212 Cu2 125.5(4) . . ? C27 N212 Cu2 114.8(4) . . ? C23 C213 H21B 109.5 . . ? C23 C213 H21C 109.5 . . ? H21B C213 H21C 109.5 . . ? C23 C213 H21D 109.5 . . ? H21B C213 H21D 109.5 . . ? H21C C213 H21D 109.5 . . ? C210 C214 H21E 109.5 . . ? C210 C214 H21F 109.5 . . ? H21E C214 H21F 109.5 . . ? C210 C214 H21G 109.5 . . ? H21E C214 H21G 109.5 . . ? H21F C214 H21G 109.5 . . ? C3 O1 Cu1 128.3(4) . . ? C3 O2 Cu2 127.9(4) . . ? O1 C3 O2 126.6(5) . . ? O1 C3 C4 117.1(6) . . ? O2 C3 C4 116.3(6) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? Cu1 O3 Cu2 102.59(18) . . ? Cu1 O3 H3A 113(4) . . ? Cu2 O3 H3A 109(4) . . ? Cu1 O4 Cu2 80.95(13) . . ? Cu1 O4 H4D 119(4) . . ? Cu2 O4 H4D 113(4) . . ? Cu1 O4 H4E 132(4) . . ? Cu2 O4 H4E 96(4) . . ? H4D O4 H4E 107(6) . . ? O12 S11 O13 116.4(5) . . ? O12 S11 O11 115.2(4) . . ? O13 S11 O11 113.8(3) . . ? O12 S11 C11 104.5(4) . . ? O13 S11 C11 102.1(3) . . ? O11 S11 C11 102.2(3) . . ? F12 C11 F11 108.5(6) . . ? F12 C11 F13 105.9(7) . . ? F11 C11 F13 108.5(6) . . ? F12 C11 S11 112.8(5) . . ? F11 C11 S11 110.9(5) . . ? F13 C11 S11 110.1(5) . . ? O21A S21 O22B 79.0(9) . . ? O21A S21 O23A 117.8(11) . . ? O22B S21 O23A 139.3(8) . . ? O21A S21 O23B 139.1(9) . . ? O22B S21 O23B 115.5(8) . . ? O23A S21 O23B 28.2(7) . . ? O21A S21 O22A 115.2(10) . . ? O22B S21 O22A 37.0(6) . . ? O23A S21 O22A 110.1(9) . . ? O23B S21 O22A 82.4(9) . . ? O21A S21 O21B 36.1(7) . . ? O22B S21 O21B 115.0(6) . . ? O23A S21 O21B 87.5(9) . . ? O23B S21 O21B 114.9(7) . . ? O22A S21 O21B 150.1(7) . . ? O21A S21 C21 108.9(7) . . ? O22B S21 C21 106.2(5) . . ? O23A S21 C21 102.5(8) . . ? O23B S21 C21 103.3(8) . . ? O22A S21 C21 100.0(5) . . ? O21B S21 C21 99.3(5) . . ? F23A C21 F22B 75.3(11) . . ? F23A C21 F23B 31.4(8) . . ? F22B C21 F23B 105.7(12) . . ? F23A C21 F21B 126.4(14) . . ? F22B C21 F21B 109.3(14) . . ? F23B C21 F21B 108.2(12) . . ? F23A C21 F22A 106.6(10) . . ? F22B C21 F22A 34.8(8) . . ? F23B C21 F22A 132.8(10) . . ? F21B C21 F22A 78.8(11) . . ? F23A C21 F21A 109.5(14) . . ? F22B C21 F21A 132.2(13) . . ? F23B C21 F21A 83.5(11) . . ? F21B C21 F21A 28.9(9) . . ? F22A C21 F21A 106.6(10) . . ? F23A C21 S21 115.1(9) . . ? F22B C21 S21 111.5(9) . . ? F23B C21 S21 109.7(9) . . ? F21B C21 S21 112.1(11) . . ? F22A C21 S21 110.0(6) . . ? F21A C21 S21 108.6(10) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.911 _refine_diff_density_min -0.594 _refine_diff_density_rms 0.111 data_cpd_02 _database_code_depnum_ccdc_archive 'CCDC 907236' #TrackingRef 'cpd_07.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; mu-aqua-mu-hydroxo-mu-propionato-kappa2-O1,O2- bis(5,5'-dimethyl-2,2'-bipyridyl)dicopper(II) trifluoromethanesulfonate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H32 Cu2 F6 N4 O10 S2' _chemical_formula_weight 901.79 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' H H 0.0000 0.0000 '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 9.1519(6) _cell_length_b 12.2550(8) _cell_length_c 16.5318(10) _cell_angle_alpha 104.155(2) _cell_angle_beta 92.966(2) _cell_angle_gamma 97.551(2) _cell_volume 1775.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9948 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 30.65 _exptl_crystal_description Block _exptl_crystal_colour violet _exptl_crystal_size_min 0.300 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_max 0.480 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.687 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 1.407 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.6139 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 21801 _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 30.66 _reflns_number_total 10807 _reflns_number_gt 9696 _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^)+(0.0723P)^2^+2.8923P] 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 10807 _refine_ls_number_parameters 584 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0476 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1265 _refine_ls_wR_factor_gt 0.1197 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 0.91732(3) 0.94217(2) 0.152986(14) 0.01078(7) Uani 1 1 d . . . Cu2 Cu 0.94771(3) 0.98083(2) 0.338479(15) 0.01278(7) Uani 1 1 d . . . O1 O 1.06306(16) 1.00336(13) 0.24775(9) 0.0132(3) Uani 1 1 d . . . O2 O 0.75553(18) 1.00901(15) 0.25225(10) 0.0154(3) Uani 1 1 d . . . O3 O 0.90785(17) 0.78641(13) 0.16236(9) 0.0154(3) Uani 1 1 d . . . O4 O 0.92959(18) 0.81627(13) 0.30187(10) 0.0171(3) Uani 1 1 d . . . N1 N 0.76699(19) 0.89089(14) 0.05504(10) 0.0123(3) Uani 1 1 d . . . N2 N 0.94639(19) 1.07970(14) 0.10878(11) 0.0123(3) Uani 1 1 d . . . N3 N 0.8220(2) 0.96593(17) 0.43112(11) 0.0169(3) Uani 1 1 d . . . N4 N 1.0001(2) 1.13888(16) 0.41126(11) 0.0158(3) Uani 1 1 d . . . C1 C 0.6779(2) 0.79123(18) 0.03394(13) 0.0151(4) Uani 1 1 d . . . C2 C 0.5669(2) 0.76328(19) -0.03141(13) 0.0167(4) Uani 1 1 d . . . C3 C 0.5505(2) 0.84391(19) -0.07602(13) 0.0180(4) Uani 1 1 d . . . C4 C 0.6434(2) 0.94754(19) -0.05491(13) 0.0167(4) Uani 1 1 d . . . C5 C 0.7512(2) 0.96893(17) 0.01137(12) 0.0124(3) Uani 1 1 d . . . C6 C 0.4677(3) 0.6513(2) -0.04964(16) 0.0247(5) Uani 1 1 d . . . H6A H 0.3788 0.6608 -0.0219 0.037 Uiso 1 1 calc R . . H6B H 0.5176 0.5975 -0.0297 0.037 Uiso 1 1 calc R . . H6C H 0.4429 0.6238 -0.1090 0.037 Uiso 1 1 calc R . . C7 C 0.8552(2) 1.07535(17) 0.04087(12) 0.0123(3) Uani 1 1 d . . . C8 C 0.8637(2) 1.16553(18) 0.00371(13) 0.0162(4) Uani 1 1 d . . . C9 C 0.9670(3) 1.26143(18) 0.03840(14) 0.0179(4) Uani 1 1 d . . . C10 C 1.0583(2) 1.26749(17) 0.10932(14) 0.0159(4) Uani 1 1 d . . . C11 C 1.0444(2) 1.17253(17) 0.14161(13) 0.0141(3) Uani 1 1 d . . . C12 C 1.1656(3) 1.3711(2) 0.15147(17) 0.0231(4) Uani 1 1 d . . . C13 C 0.7298(2) 0.8731(2) 0.43293(14) 0.0194(4) Uani 1 1 d . . . C14 C 0.6372(3) 0.8692(2) 0.49685(15) 0.0236(5) Uani 1 1 d . . . C15 C 0.6473(3) 0.9672(3) 0.56145(16) 0.0281(5) Uani 1 1 d . . . C16 C 0.7434(3) 1.0637(2) 0.56041(15) 0.0254(5) Uani 1 1 d . . . C17 C 0.8292(2) 1.0618(2) 0.49312(13) 0.0182(4) Uani 1 1 d . . . C18 C 0.5323(3) 0.7638(3) 0.49395(19) 0.0322(6) Uani 1 1 d . . . H18A H 0.4960 0.7686 0.5480 0.048 Uiso 1 1 calc R . . H18B H 0.5827 0.6988 0.4790 0.048 Uiso 1 1 calc R . . H18C H 0.4508 0.7564 0.4530 0.048 Uiso 1 1 calc R . . C19 C 0.9298(2) 1.1595(2) 0.48204(13) 0.0179(4) Uani 1 1 d . . . C20 C 0.9536(3) 1.2663(2) 0.53766(14) 0.0233(5) Uani 1 1 d . . . C21 C 1.0474(3) 1.3530(2) 0.51895(16) 0.0251(5) Uani 1 1 d . . . C22 C 1.1169(3) 1.3331(2) 0.44524(15) 0.0211(4) Uani 1 1 d . . . C23 C 1.0903(2) 1.22289(19) 0.39369(14) 0.0184(4) Uani 1 1 d . . . C24 C 1.2135(3) 1.4254(2) 0.41980(19) 0.0280(5) Uani 1 1 d . . . C25 C 0.9208(2) 0.75335(17) 0.22837(13) 0.0138(3) Uani 1 1 d . . . C26 C 0.9255(3) 0.62878(19) 0.22078(15) 0.0203(4) Uani 1 1 d . . . C27 C 0.8794(3) 0.5514(2) 0.13490(16) 0.0247(5) Uani 1 1 d . . . S2 S 0.39538(5) 0.82353(4) 0.21804(3) 0.01394(10) Uani 1 1 d . . . F6 F 0.3235(4) 0.61076(18) 0.1399(2) 0.0792(10) Uani 1 1 d . . . F5 F 0.5510(3) 0.6574(2) 0.1898(2) 0.0750(10) Uani 1 1 d . . . F4 F 0.3780(3) 0.6393(2) 0.27141(19) 0.0671(8) Uani 1 1 d . . . O9 O 0.24630(18) 0.82775(17) 0.24057(12) 0.0253(4) Uani 1 1 d . . . O8 O 0.5068(2) 0.8805(2) 0.28504(12) 0.0315(4) Uani 1 1 d . . . O10 O 0.4242(2) 0.84349(16) 0.13831(11) 0.0235(3) Uani 1 1 d . . . C29 C 0.4130(4) 0.6750(3) 0.2046(3) 0.0435(9) Uani 1 1 d . . . S1 S 0.76403(6) 0.32102(5) 0.29097(4) 0.02376(13) Uani 1 1 d . . . F2 F 0.6004(3) 0.4704(2) 0.2689(2) 0.0698(8) Uani 1 1 d . . . F1 F 0.5991(2) 0.4382(2) 0.39072(13) 0.0579(7) Uani 1 1 d . . . F3 F 0.47790(19) 0.31875(19) 0.28634(13) 0.0424(5) Uani 1 1 d . . . O6 O 0.8859(2) 0.40947(16) 0.31885(13) 0.0297(4) Uani 1 1 d . . . O5 O 0.7453(3) 0.2331(2) 0.33183(18) 0.0467(6) Uani 1 1 d . . . O7 O 0.7492(3) 0.2806(2) 0.19844(16) 0.0471(6) Uani 1 1 d . . . C28 C 0.6027(3) 0.3918(2) 0.30955(16) 0.0251(5) Uani 1 1 d . . . H12 H 0.881(5) 0.475(4) 0.134(3) 0.045(11) Uiso 1 1 d . . . H4 H 1.131(5) 1.418(4) 0.193(3) 0.044(11) Uiso 1 1 d . . . H8 H 1.061(4) 1.422(4) 0.553(3) 0.037(10) Uiso 1 1 d . . . H13 H 0.947(5) 0.566(4) 0.097(3) 0.047(12) Uiso 1 1 d . . . H5 H 1.253(5) 1.356(4) 0.179(3) 0.041(10) Uiso 1 1 d . . . H1 H 0.690(3) 0.742(3) 0.066(2) 0.019(7) Uiso 1 1 d . . . H9 H 0.906(4) 1.281(3) 0.589(2) 0.032(9) Uiso 1 1 d . . . H14 H 0.786(5) 0.561(4) 0.111(3) 0.051(12) Uiso 1 1 d . . . H11 H 1.025(4) 0.621(3) 0.236(2) 0.033(9) Uiso 1 1 d . . . H3 H 0.802(4) 1.163(3) -0.036(2) 0.022(8) Uiso 1 1 d . . . H2 H 0.480(4) 0.827(3) -0.117(2) 0.024(8) Uiso 1 1 d . . . H10 H 0.869(4) 0.605(3) 0.256(2) 0.035(10) Uiso 1 1 d . . . H7 H 1.138(4) 1.203(3) 0.342(2) 0.020(7) Uiso 1 1 d . . . H6 H 1.191(6) 1.416(4) 0.108(3) 0.064(14) Uiso 1 1 d . . . H17 H 0.972(4) 1.325(3) 0.012(2) 0.022(8) Uiso 1 1 d . . . H23 H 1.165(6) 1.457(5) 0.381(4) 0.074(16) Uiso 1 1 d . . . H19 H 0.730(4) 0.806(3) 0.386(2) 0.021(8) Uiso 1 1 d . . . H18 H 1.105(3) 1.171(3) 0.1887(19) 0.015(7) Uiso 1 1 d . . . H21 H 0.747(4) 1.128(3) 0.602(2) 0.026(8) Uiso 1 1 d . . . H22 H 1.237(6) 1.490(5) 0.466(4) 0.081(18) Uiso 1 1 d . . . H16 H 0.632(4) 1.000(3) -0.083(2) 0.031(9) Uiso 1 1 d . . . H24 H 1.305(7) 1.404(5) 0.406(4) 0.090(19) Uiso 1 1 d . . . H29 H 0.690(4) 0.977(3) 0.260(2) 0.028(9) Uiso 1 1 d . . . H30 H 0.753(4) 1.070(4) 0.264(2) 0.033(10) Uiso 1 1 d . . . H31 H 0.584(4) 0.970(3) 0.609(2) 0.036(10) Uiso 1 1 d . . . H32 H 1.125(4) 0.965(3) 0.246(2) 0.031(9) Uiso 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 0.01162(11) 0.00953(11) 0.01028(11) 0.00198(8) -0.00147(8) 0.00021(8) Cu2 0.01290(12) 0.01437(12) 0.00982(11) 0.00062(9) -0.00007(8) 0.00260(8) O1 0.0113(6) 0.0143(6) 0.0128(6) 0.0014(5) -0.0010(5) 0.0019(5) O2 0.0123(7) 0.0144(7) 0.0180(7) 0.0019(6) 0.0004(5) 0.0018(5) O3 0.0194(7) 0.0118(6) 0.0141(6) 0.0028(5) -0.0027(5) 0.0011(5) O4 0.0215(7) 0.0155(7) 0.0142(7) 0.0035(5) 0.0029(5) 0.0024(5) N1 0.0131(7) 0.0115(7) 0.0111(7) 0.0011(6) -0.0001(5) 0.0007(6) N2 0.0123(7) 0.0118(7) 0.0121(7) 0.0019(6) 0.0010(5) 0.0011(6) N3 0.0155(8) 0.0235(9) 0.0125(7) 0.0041(7) 0.0004(6) 0.0071(6) N4 0.0156(8) 0.0179(8) 0.0122(7) -0.0003(6) -0.0029(6) 0.0062(6) C1 0.0166(9) 0.0131(8) 0.0140(8) 0.0028(7) -0.0014(7) -0.0013(7) C2 0.0159(9) 0.0169(9) 0.0142(9) 0.0009(7) -0.0014(7) -0.0016(7) C3 0.0172(9) 0.0195(10) 0.0145(9) 0.0010(7) -0.0036(7) 0.0012(7) C4 0.0190(9) 0.0172(9) 0.0139(9) 0.0043(7) -0.0018(7) 0.0031(7) C5 0.0134(8) 0.0119(8) 0.0114(8) 0.0020(6) 0.0012(6) 0.0020(6) C6 0.0243(11) 0.0211(11) 0.0233(11) 0.0035(8) -0.0069(8) -0.0083(8) C7 0.0127(8) 0.0121(8) 0.0117(8) 0.0020(6) 0.0017(6) 0.0018(6) C8 0.0195(9) 0.0155(9) 0.0141(9) 0.0051(7) 0.0005(7) 0.0026(7) C9 0.0221(10) 0.0135(9) 0.0191(9) 0.0058(7) 0.0040(7) 0.0021(7) C10 0.0162(9) 0.0118(8) 0.0187(9) 0.0023(7) 0.0035(7) 0.0004(7) C11 0.0134(8) 0.0122(8) 0.0153(8) 0.0020(7) 0.0013(7) -0.0001(6) C12 0.0236(11) 0.0136(9) 0.0286(12) 0.0033(8) -0.0009(9) -0.0041(8) C13 0.0171(9) 0.0280(11) 0.0157(9) 0.0087(8) 0.0017(7) 0.0065(8) C14 0.0186(10) 0.0367(13) 0.0223(10) 0.0161(10) 0.0044(8) 0.0108(9) C15 0.0266(12) 0.0454(15) 0.0199(11) 0.0152(10) 0.0098(9) 0.0167(11) C16 0.0301(12) 0.0364(13) 0.0142(9) 0.0067(9) 0.0062(8) 0.0181(10) C17 0.0196(9) 0.0258(10) 0.0109(8) 0.0035(7) -0.0009(7) 0.0120(8) C18 0.0232(12) 0.0447(16) 0.0365(14) 0.0233(12) 0.0092(10) 0.0059(11) C19 0.0196(9) 0.0230(10) 0.0110(8) 0.0010(7) -0.0030(7) 0.0105(8) C20 0.0295(11) 0.0257(11) 0.0133(9) -0.0020(8) -0.0031(8) 0.0138(9) C21 0.0284(12) 0.0213(11) 0.0204(10) -0.0062(8) -0.0082(9) 0.0111(9) C22 0.0181(9) 0.0188(10) 0.0227(10) -0.0013(8) -0.0080(8) 0.0056(8) C23 0.0174(9) 0.0186(10) 0.0165(9) -0.0009(7) -0.0046(7) 0.0049(7) C24 0.0222(11) 0.0201(11) 0.0360(14) -0.0011(10) -0.0050(10) 0.0013(9) C25 0.0121(8) 0.0132(8) 0.0159(9) 0.0040(7) 0.0005(6) 0.0011(6) C26 0.0280(11) 0.0118(9) 0.0211(10) 0.0055(8) -0.0016(8) 0.0020(8) C27 0.0335(13) 0.0133(9) 0.0246(11) 0.0012(8) -0.0047(9) 0.0035(8) S2 0.0117(2) 0.0140(2) 0.0162(2) 0.00397(17) -0.00013(16) 0.00265(16) F6 0.112(2) 0.0193(9) 0.0869(19) -0.0138(11) 0.0486(18) -0.0219(12) F5 0.0760(17) 0.0606(15) 0.130(2) 0.0655(17) 0.0718(18) 0.0575(14) F4 0.0818(17) 0.0530(13) 0.101(2) 0.0613(15) 0.0565(16) 0.0341(13) O9 0.0134(7) 0.0317(9) 0.0296(9) 0.0032(7) 0.0030(6) 0.0073(6) O8 0.0188(8) 0.0505(12) 0.0196(8) 0.0069(8) -0.0041(6) -0.0087(8) O10 0.0280(9) 0.0269(9) 0.0177(7) 0.0082(6) 0.0017(6) 0.0065(7) C29 0.0517(19) 0.0235(13) 0.070(2) 0.0260(14) 0.0379(17) 0.0170(13) S1 0.0151(2) 0.0147(2) 0.0384(3) 0.0024(2) -0.0065(2) 0.00276(18) F2 0.0552(14) 0.0746(17) 0.113(2) 0.0690(17) 0.0191(14) 0.0392(13) F1 0.0433(11) 0.0732(16) 0.0365(11) -0.0259(10) 0.0104(9) 0.0074(10) F3 0.0180(7) 0.0553(12) 0.0464(11) -0.0011(9) -0.0025(7) 0.0072(7) O6 0.0228(8) 0.0230(9) 0.0374(10) 0.0015(8) -0.0038(7) -0.0035(7) O5 0.0488(14) 0.0360(12) 0.0613(16) 0.0235(12) 0.0004(12) 0.0087(10) O7 0.0289(11) 0.0607(16) 0.0400(12) -0.0096(11) 0.0001(9) 0.0086(10) C28 0.0251(11) 0.0291(12) 0.0224(11) 0.0049(9) 0.0033(9) 0.0117(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 O1 1.9345(15) . ? Cu1 O3 1.9436(15) . ? Cu1 N2 1.9875(17) . ? Cu1 N1 1.9885(17) . ? Cu1 O2 2.3387(16) . ? Cu2 O1 1.9313(15) . ? Cu2 O4 1.9405(16) . ? Cu2 N3 1.9916(19) . ? Cu2 N4 1.9964(18) . ? Cu2 O2 2.3206(16) . ? O3 C25 1.259(2) . ? O4 C25 1.262(3) . ? N1 C1 1.333(3) . ? N1 C5 1.349(3) . ? N2 C11 1.332(2) . ? N2 C7 1.350(3) . ? N3 C13 1.333(3) . ? N3 C17 1.349(3) . ? N4 C23 1.332(3) . ? N4 C19 1.350(3) . ? C1 C2 1.390(3) . ? C2 C3 1.388(3) . ? C2 C6 1.497(3) . ? C3 C4 1.388(3) . ? C4 C5 1.387(3) . ? C5 C7 1.469(3) . ? C7 C8 1.385(3) . ? C8 C9 1.388(3) . ? C9 C10 1.385(3) . ? C10 C11 1.388(3) . ? C10 C12 1.494(3) . ? C13 C14 1.394(3) . ? C14 C15 1.387(4) . ? C14 C18 1.494(4) . ? C15 C16 1.383(4) . ? C16 C17 1.392(3) . ? C17 C19 1.466(3) . ? C19 C20 1.386(3) . ? C20 C21 1.382(4) . ? C21 C22 1.387(4) . ? C22 C23 1.393(3) . ? C22 C24 1.498(4) . ? C25 C26 1.508(3) . ? C26 C27 1.506(3) . ? S2 O10 1.4296(18) . ? S2 O9 1.4370(17) . ? S2 O8 1.4396(19) . ? S2 C29 1.809(3) . ? F6 C29 1.328(5) . ? F5 C29 1.335(4) . ? F4 C29 1.323(4) . ? S1 O5 1.402(2) . ? S1 O6 1.4197(19) . ? S1 O7 1.481(3) . ? S1 C28 1.811(2) . ? F2 C28 1.304(3) . ? F1 C28 1.327(3) . ? F3 C28 1.331(3) . ? 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 O1 Cu1 O3 93.99(6) . . ? O1 Cu1 N2 94.93(7) . . ? O3 Cu1 N2 162.20(7) . . ? O1 Cu1 N1 175.80(7) . . ? O3 Cu1 N1 90.19(7) . . ? N2 Cu1 N1 81.12(7) . . ? O1 Cu1 O2 82.32(6) . . ? O3 Cu1 O2 99.99(6) . . ? N2 Cu1 O2 96.45(7) . . ? N1 Cu1 O2 96.67(6) . . ? O1 Cu2 O4 93.32(7) . . ? O1 Cu2 N3 176.27(7) . . ? O4 Cu2 N3 89.58(7) . . ? O1 Cu2 N4 96.69(7) . . ? O4 Cu2 N4 159.94(7) . . ? N3 Cu2 N4 81.26(8) . . ? O1 Cu2 O2 82.86(6) . . ? O4 Cu2 O2 99.20(7) . . ? N3 Cu2 O2 94.36(7) . . ? N4 Cu2 O2 99.26(7) . . ? Cu2 O1 Cu1 100.80(7) . . ? Cu2 O2 Cu1 79.47(5) . . ? C25 O3 Cu1 127.40(14) . . ? C25 O4 Cu2 128.94(14) . . ? C1 N1 C5 119.53(18) . . ? C1 N1 Cu1 125.37(14) . . ? C5 N1 Cu1 114.96(13) . . ? C11 N2 C7 119.78(18) . . ? C11 N2 Cu1 125.25(14) . . ? C7 N2 Cu1 114.96(13) . . ? C13 N3 C17 120.1(2) . . ? C13 N3 Cu2 125.17(16) . . ? C17 N3 Cu2 114.64(16) . . ? C23 N4 C19 119.57(19) . . ? C23 N4 Cu2 125.81(15) . . ? C19 N4 Cu2 114.55(16) . . ? N1 C1 C2 122.9(2) . . ? C3 C2 C1 117.40(19) . . ? C3 C2 C6 122.6(2) . . ? C1 C2 C6 120.0(2) . . ? C4 C3 C2 120.06(19) . . ? C5 C4 C3 118.9(2) . . ? N1 C5 C4 121.12(19) . . ? N1 C5 C7 114.39(17) . . ? C4 C5 C7 124.49(18) . . ? N2 C7 C8 120.91(19) . . ? N2 C7 C5 114.45(17) . . ? C8 C7 C5 124.64(18) . . ? C7 C8 C9 118.6(2) . . ? C10 C9 C8 120.7(2) . . ? C9 C10 C11 116.94(19) . . ? C9 C10 C12 122.6(2) . . ? C11 C10 C12 120.4(2) . . ? N2 C11 C10 123.01(19) . . ? N3 C13 C14 122.9(2) . . ? C15 C14 C13 116.8(2) . . ? C15 C14 C18 122.7(2) . . ? C13 C14 C18 120.5(2) . . ? C16 C15 C14 120.6(2) . . ? C15 C16 C17 119.1(2) . . ? N3 C17 C16 120.4(2) . . ? N3 C17 C19 114.86(19) . . ? C16 C17 C19 124.8(2) . . ? N4 C19 C20 120.7(2) . . ? N4 C19 C17 114.67(19) . . ? C20 C19 C17 124.6(2) . . ? C21 C20 C19 119.3(2) . . ? C20 C21 C22 120.2(2) . . ? C21 C22 C23 117.0(2) . . ? C21 C22 C24 122.4(2) . . ? C23 C22 C24 120.5(2) . . ? N4 C23 C22 123.1(2) . . ? O3 C25 O4 125.31(19) . . ? O3 C25 C26 118.52(19) . . ? O4 C25 C26 116.17(19) . . ? C27 C26 C25 115.27(19) . . ? O10 S2 O9 115.98(11) . . ? O10 S2 O8 114.82(11) . . ? O9 S2 O8 114.06(12) . . ? O10 S2 C29 103.69(14) . . ? O9 S2 C29 102.76(13) . . ? O8 S2 C29 103.11(18) . . ? F4 C29 F6 107.5(3) . . ? F4 C29 F5 108.5(3) . . ? F6 C29 F5 107.7(3) . . ? F4 C29 S2 111.8(2) . . ? F6 C29 S2 110.5(3) . . ? F5 C29 S2 110.7(2) . . ? O5 S1 O6 118.79(15) . . ? O5 S1 O7 113.77(17) . . ? O6 S1 O7 110.84(15) . . ? O5 S1 C28 105.32(15) . . ? O6 S1 C28 104.49(13) . . ? O7 S1 C28 101.43(13) . . ? F2 C28 F1 109.2(3) . . ? F2 C28 F3 108.0(2) . . ? F1 C28 F3 105.7(2) . . ? F2 C28 S1 111.6(2) . . ? F1 C28 S1 110.57(19) . . ? F3 C28 S1 111.58(18) . . ? 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 O4 Cu2 O1 Cu1 67.42(8) . . . . ? N3 Cu2 O1 Cu1 -73.5(11) . . . . ? N4 Cu2 O1 Cu1 -129.99(7) . . . . ? O2 Cu2 O1 Cu1 -31.45(7) . . . . ? O3 Cu1 O1 Cu2 -68.34(8) . . . . ? N2 Cu1 O1 Cu2 127.08(7) . . . . ? N1 Cu1 O1 Cu2 107.5(9) . . . . ? O2 Cu1 O1 Cu2 31.22(7) . . . . ? O1 Cu2 O2 Cu1 25.54(6) . . . . ? O4 Cu2 O2 Cu1 -66.68(6) . . . . ? N3 Cu2 O2 Cu1 -156.96(7) . . . . ? N4 Cu2 O2 Cu1 121.20(7) . . . . ? O1 Cu1 O2 Cu2 -25.53(6) . . . . ? O3 Cu1 O2 Cu2 67.19(6) . . . . ? N2 Cu1 O2 Cu2 -119.66(6) . . . . ? N1 Cu1 O2 Cu2 158.57(6) . . . . ? O1 Cu1 O3 C25 34.21(18) . . . . ? N2 Cu1 O3 C25 154.1(2) . . . . ? N1 Cu1 O3 C25 -145.49(18) . . . . ? O2 Cu1 O3 C25 -48.69(18) . . . . ? O1 Cu2 O4 C25 -33.29(19) . . . . ? N3 Cu2 O4 C25 144.36(19) . . . . ? N4 Cu2 O4 C25 -153.2(2) . . . . ? O2 Cu2 O4 C25 50.01(19) . . . . ? O1 Cu1 N1 C1 -159.0(8) . . . . ? O3 Cu1 N1 C1 16.82(17) . . . . ? N2 Cu1 N1 C1 -178.78(18) . . . . ? O2 Cu1 N1 C1 -83.27(17) . . . . ? O1 Cu1 N1 C5 16.5(10) . . . . ? O3 Cu1 N1 C5 -167.62(14) . . . . ? N2 Cu1 N1 C5 -3.22(14) . . . . ? O2 Cu1 N1 C5 92.29(14) . . . . ? O1 Cu1 N2 C11 2.18(17) . . . . ? O3 Cu1 N2 C11 -117.6(2) . . . . ? N1 Cu1 N2 C11 -179.24(18) . . . . ? O2 Cu1 N2 C11 84.99(17) . . . . ? O1 Cu1 N2 C7 -176.63(14) . . . . ? O3 Cu1 N2 C7 63.6(3) . . . . ? N1 Cu1 N2 C7 1.95(14) . . . . ? O2 Cu1 N2 C7 -93.82(14) . . . . ? O1 Cu2 N3 C13 120.3(11) . . . . ? O4 Cu2 N3 C13 -20.66(18) . . . . ? N4 Cu2 N3 C13 177.25(19) . . . . ? O2 Cu2 N3 C13 78.54(18) . . . . ? O1 Cu2 N3 C17 -56.0(11) . . . . ? O4 Cu2 N3 C17 163.08(15) . . . . ? N4 Cu2 N3 C17 0.99(15) . . . . ? O2 Cu2 N3 C17 -97.72(15) . . . . ? O1 Cu2 N4 C23 -0.92(18) . . . . ? O4 Cu2 N4 C23 118.5(2) . . . . ? N3 Cu2 N4 C23 -177.78(18) . . . . ? O2 Cu2 N4 C23 -84.75(18) . . . . ? O1 Cu2 N4 C19 175.93(14) . . . . ? O4 Cu2 N4 C19 -64.6(3) . . . . ? N3 Cu2 N4 C19 -0.93(15) . . . . ? O2 Cu2 N4 C19 92.10(15) . . . . ? C5 N1 C1 C2 -0.6(3) . . . . ? Cu1 N1 C1 C2 174.82(16) . . . . ? N1 C1 C2 C3 0.3(3) . . . . ? N1 C1 C2 C6 -177.9(2) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? C6 C2 C3 C4 178.3(2) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C1 N1 C5 C4 0.3(3) . . . . ? Cu1 N1 C5 C4 -175.52(15) . . . . ? C1 N1 C5 C7 179.69(18) . . . . ? Cu1 N1 C5 C7 3.9(2) . . . . ? C3 C4 C5 N1 0.2(3) . . . . ? C3 C4 C5 C7 -179.15(19) . . . . ? C11 N2 C7 C8 1.2(3) . . . . ? Cu1 N2 C7 C8 -179.96(15) . . . . ? C11 N2 C7 C5 -179.34(17) . . . . ? Cu1 N2 C7 C5 -0.5(2) . . . . ? N1 C5 C7 N2 -2.2(2) . . . . ? C4 C5 C7 N2 177.12(19) . . . . ? N1 C5 C7 C8 177.24(19) . . . . ? C4 C5 C7 C8 -3.4(3) . . . . ? N2 C7 C8 C9 -0.8(3) . . . . ? C5 C7 C8 C9 179.76(19) . . . . ? C7 C8 C9 C10 -0.9(3) . . . . ? C8 C9 C10 C11 2.1(3) . . . . ? C8 C9 C10 C12 -176.7(2) . . . . ? C7 N2 C11 C10 0.2(3) . . . . ? Cu1 N2 C11 C10 -178.60(15) . . . . ? C9 C10 C11 N2 -1.8(3) . . . . ? C12 C10 C11 N2 177.1(2) . . . . ? C17 N3 C13 C14 0.2(3) . . . . ? Cu2 N3 C13 C14 -175.84(16) . . . . ? N3 C13 C14 C15 -1.7(3) . . . . ? N3 C13 C14 C18 177.9(2) . . . . ? C13 C14 C15 C16 1.2(3) . . . . ? C18 C14 C15 C16 -178.3(2) . . . . ? C14 C15 C16 C17 0.6(4) . . . . ? C13 N3 C17 C16 1.7(3) . . . . ? Cu2 N3 C17 C16 178.16(16) . . . . ? C13 N3 C17 C19 -177.36(19) . . . . ? Cu2 N3 C17 C19 -0.9(2) . . . . ? C15 C16 C17 N3 -2.1(3) . . . . ? C15 C16 C17 C19 176.8(2) . . . . ? C23 N4 C19 C20 -1.8(3) . . . . ? Cu2 N4 C19 C20 -178.84(16) . . . . ? C23 N4 C19 C17 177.78(18) . . . . ? Cu2 N4 C19 C17 0.7(2) . . . . ? N3 C17 C19 N4 0.1(3) . . . . ? C16 C17 C19 N4 -178.9(2) . . . . ? N3 C17 C19 C20 179.7(2) . . . . ? C16 C17 C19 C20 0.7(3) . . . . ? N4 C19 C20 C21 1.8(3) . . . . ? C17 C19 C20 C21 -177.7(2) . . . . ? C19 C20 C21 C22 -0.1(3) . . . . ? C20 C21 C22 C23 -1.6(3) . . . . ? C20 C21 C22 C24 176.8(2) . . . . ? C19 N4 C23 C22 0.0(3) . . . . ? Cu2 N4 C23 C22 176.74(16) . . . . ? C21 C22 C23 N4 1.6(3) . . . . ? C24 C22 C23 N4 -176.8(2) . . . . ? Cu1 O3 C25 O4 6.6(3) . . . . ? Cu1 O3 C25 C26 -173.74(15) . . . . ? Cu2 O4 C25 O3 -7.2(3) . . . . ? Cu2 O4 C25 C26 173.09(15) . . . . ? O3 C25 C26 C27 -13.5(3) . . . . ? O4 C25 C26 C27 166.2(2) . . . . ? O10 S2 C29 F4 -175.0(3) . . . . ? O9 S2 C29 F4 -53.9(3) . . . . ? O8 S2 C29 F4 65.0(3) . . . . ? O10 S2 C29 F6 -55.4(2) . . . . ? O9 S2 C29 F6 65.8(2) . . . . ? O8 S2 C29 F6 -175.4(2) . . . . ? O10 S2 C29 F5 63.9(3) . . . . ? O9 S2 C29 F5 -175.0(3) . . . . ? O8 S2 C29 F5 -56.2(3) . . . . ? O5 S1 C28 F2 -174.9(3) . . . . ? O6 S1 C28 F2 59.2(3) . . . . ? O7 S1 C28 F2 -56.1(3) . . . . ? O5 S1 C28 F1 63.4(3) . . . . ? O6 S1 C28 F1 -62.5(2) . . . . ? O7 S1 C28 F1 -177.8(2) . . . . ? O5 S1 C28 F3 -54.0(2) . . . . ? O6 S1 C28 F3 -179.88(19) . . . . ? O7 S1 C28 F3 64.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 30.66 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 3.581 _refine_diff_density_min -1.316 _refine_diff_density_rms 0.169