# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 # Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is ?The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Jingping Zhang' _publ_contact_author_address ; Department of Chemistry Northeast Normal University Changchun 130024 P.R.China ; _publ_contact_author_email zhangjingping66@yahoo.cn loop_ _publ_author_name 'Xiaoying Zhang' 'Bo Li' 'Jinkui Tang' 'Jumei Tian' 'Guolong Huang' 'Jingping Zhang' #=========================================================== data_1# _database_code_depnum_ccdc_archive 'CCDC 809261' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H29 Cl2 Cu4 N4 Na O19' _chemical_formula_weight 1061.59 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' 'Na' 'Na' 0.0362 0.0249 '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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.9996(10) _cell_length_b 25.732(2) _cell_length_c 23.7294(19) _cell_angle_alpha 90.00 _cell_angle_beta 98.9660(10) _cell_angle_gamma 90.00 _cell_volume 7237.5(10) _cell_formula_units_Z 8 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used 6391 _cell_measurement_theta_min 1.58 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.949 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4256 _exptl_absorpt_coefficient_mu 2.566 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.546 _exptl_absorpt_correction_T_max 0.681 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20078 _diffrn_reflns_av_R_equivalents 0.0726 _diffrn_reflns_av_sigmaI/netI 0.0823 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6391 _reflns_number_gt 4352 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The perchlorate counter ion is found to be disordered (0.6:0.4). Bond (DFIX) and thermal (ISOR) restraints are placed on this anion to obtain acceptable bond lengths and ADPs. Bond (DFIX) restrain is also placed on the water molecule. ; _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^)+(0.0450P)^2^+52.8323P] 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 6391 _refine_ls_number_parameters 571 _refine_ls_number_restraints 87 _refine_ls_R_factor_all 0.0974 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1469 _refine_ls_wR_factor_gt 0.1310 _refine_ls_goodness_of_fit_ref 1.172 _refine_ls_restrained_S_all 1.185 _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 0.78082(8) 1.01103(4) 0.07952(4) 0.0174(2) Uani 1 1 d . B . Cu2 Cu 0.58023(8) 0.98926(4) 0.19074(4) 0.0190(2) Uani 1 1 d . B . Cu3 Cu 0.76499(8) 0.92084(4) 0.16050(4) 0.0181(2) Uani 1 1 d . B . Cu4 Cu 0.52841(8) 0.94824(4) 0.06560(4) 0.0208(2) Uani 1 1 d . . . Na1 Na 1.0000 1.0000 0.0000 0.0253(10) Uani 1 2 d S . . Na2 Na 0.9467(5) 0.8759(3) 0.2617(3) 0.0326(16) Uani 0.50 1 d P . . C1 C 0.8340(7) 1.1256(3) 0.0831(4) 0.029(2) Uani 1 1 d . . . H1 H 0.8217 1.1253 0.0434 0.035 Uiso 1 1 calc R . . C2 C 0.8566(8) 1.1714(3) 0.1095(4) 0.037(2) Uani 1 1 d . . . H2 H 0.8595 1.2019 0.0887 0.045 Uiso 1 1 calc R . . C3 C 0.8752(8) 1.1722(3) 0.1680(4) 0.037(2) Uani 1 1 d . . . H3 H 0.8888 1.2035 0.1874 0.044 Uiso 1 1 calc R . . C4 C 0.8737(7) 1.1266(3) 0.1980(4) 0.028(2) Uani 1 1 d . . . H4 H 0.8887 1.1267 0.2376 0.033 Uiso 1 1 calc R . . C5 C 0.8495(6) 1.0800(3) 0.1683(3) 0.0229(18) Uani 1 1 d . . . C6 C 0.8454(6) 1.0284(3) 0.1955(3) 0.0196(17) Uani 1 1 d . . . H6A H 0.9196 1.0125 0.2011 0.024 Uiso 1 1 calc R . . H6B H 0.8211 1.0320 0.2325 0.024 Uiso 1 1 calc R . . C7 C 0.6289(6) 1.0910(3) 0.2498(3) 0.0196(18) Uani 1 1 d . . . H7 H 0.6509 1.0723 0.2832 0.023 Uiso 1 1 calc R . . C8 C 0.6400(7) 1.1439(3) 0.2508(4) 0.029(2) Uani 1 1 d . . . H8 H 0.6695 1.1608 0.2845 0.034 Uiso 1 1 calc R . . C9 C 0.6070(7) 1.1720(3) 0.2014(4) 0.031(2) Uani 1 1 d . . . H9 H 0.6133 1.2080 0.2013 0.038 Uiso 1 1 calc R . . C10 C 0.5649(7) 1.1457(3) 0.1529(4) 0.029(2) Uani 1 1 d . . . H10 H 0.5420 1.1640 0.1193 0.035 Uiso 1 1 calc R . . C11 C 0.5561(7) 1.0924(3) 0.1532(3) 0.0226(18) Uani 1 1 d . . . C12 C 0.5119(7) 1.0606(3) 0.1016(3) 0.026(2) Uani 1 1 d . . . H12A H 0.4339 1.0698 0.0883 0.032 Uiso 1 1 calc R . . H12B H 0.5551 1.0682 0.0714 0.032 Uiso 1 1 calc R . . C13 C 0.8127(7) 0.8074(3) 0.1422(3) 0.029(2) Uani 1 1 d . . . H13 H 0.8840 0.8175 0.1356 0.035 Uiso 1 1 calc R . . C14 C 0.7846(8) 0.7560(3) 0.1382(4) 0.034(2) Uani 1 1 d . . . H14 H 0.8365 0.7314 0.1300 0.041 Uiso 1 1 calc R . . C15 C 0.6770(9) 0.7409(4) 0.1468(4) 0.045(3) Uani 1 1 d . . . H15 H 0.6552 0.7063 0.1436 0.054 Uiso 1 1 calc R . . C16 C 0.6040(8) 0.7782(3) 0.1599(4) 0.035(2) Uani 1 1 d . . . H16 H 0.5319 0.7689 0.1660 0.041 Uiso 1 1 calc R . . C17 C 0.6373(7) 0.8296(3) 0.1642(3) 0.0226(18) Uani 1 1 d . B . C18 C 0.5632(7) 0.8721(3) 0.1799(4) 0.0253(19) Uani 1 1 d . B . H18A H 0.4853 0.8651 0.1637 0.030 Uiso 1 1 calc R . . H18B H 0.5683 0.8739 0.2210 0.030 Uiso 1 1 calc R . . C19 C 0.4557(7) 0.8424(3) 0.0261(3) 0.029(2) Uani 1 1 d . . . H19 H 0.3863 0.8508 0.0365 0.035 Uiso 1 1 calc R . . C20 C 0.4710(8) 0.7935(3) 0.0047(3) 0.033(2) Uani 1 1 d . . . H20 H 0.4134 0.7690 0.0012 0.039 Uiso 1 1 calc R . . C21 C 0.5737(8) 0.7818(3) -0.0112(4) 0.034(2) Uani 1 1 d . . . H21 H 0.5863 0.7492 -0.0259 0.040 Uiso 1 1 calc R . . C22 C 0.6581(8) 0.8192(3) -0.0052(3) 0.031(2) Uani 1 1 d . . . H22 H 0.7278 0.8118 -0.0158 0.037 Uiso 1 1 calc R . . C23 C 0.6378(7) 0.8672(3) 0.0168(3) 0.0194(18) Uani 1 1 d . . . C24 C 0.7232(7) 0.9097(3) 0.0246(3) 0.0229(19) Uani 1 1 d . . . H24A H 0.7961 0.8955 0.0408 0.027 Uiso 1 1 calc R . . H24B H 0.7301 0.9247 -0.0122 0.027 Uiso 1 1 calc R . . C25 C 0.9833(7) 0.9363(3) 0.1272(3) 0.0246(19) Uani 1 1 d . . . H25 H 1.0607 0.9304 0.1329 0.029 Uiso 1 1 calc R B . C26 C 0.7075(7) 0.9422(3) 0.2883(3) 0.0240(19) Uani 1 1 d . . . H26 H 0.7181 0.9342 0.3270 0.029 Uiso 1 1 calc R B . C27 C 0.2819(7) 0.9648(3) 0.0345(3) 0.0248(19) Uani 1 1 d . . . H27 H 0.2751 0.9629 0.0730 0.030 Uiso 1 1 calc R . . Cl1 Cl 0.84793(17) 0.92012(8) -0.11562(8) 0.0291(5) Uani 1 1 d D . . Cl2 Cl 0.7912(4) 0.81028(18) 0.3970(2) 0.0534(12) Uani 0.60 1 d PD A 1 Cl2' Cl 0.7957(4) 0.81068(19) 0.3577(2) 0.0224(12) Uani 0.40 1 d PD B 2 N1 N 0.8281(5) 1.0803(2) 0.1104(3) 0.0201(15) Uani 1 1 d . . . N2 N 0.5872(5) 1.0653(2) 0.2019(3) 0.0188(15) Uani 1 1 d . . . N3 N 0.7406(5) 0.8443(2) 0.1554(3) 0.0200(15) Uani 1 1 d . . . N4 N 0.5383(6) 0.8784(2) 0.0322(3) 0.0221(15) Uani 1 1 d . . . O1 O 0.7672(4) 0.99661(19) 0.15878(19) 0.0172(11) Uani 1 1 d . . . O2 O 0.5190(5) 1.0069(2) 0.1140(2) 0.0245(13) Uani 1 1 d . . . O3 O 0.5976(4) 0.92014(19) 0.1587(2) 0.0180(12) Uani 1 1 d . . . O4 O 0.6916(4) 0.94900(19) 0.0613(2) 0.0198(12) Uani 1 1 d . . . O5 O 0.9462(4) 0.9639(2) 0.0863(2) 0.0249(13) Uani 1 1 d . B . O6 O 0.9283(4) 0.9147(2) 0.1627(2) 0.0248(13) Uani 1 1 d . . . O7 O 0.8052(4) 1.0257(2) 0.0003(2) 0.0228(13) Uani 1 1 d . . . O8 O 0.7776(5) 0.9245(2) 0.2612(2) 0.0274(13) Uani 1 1 d . B . O9 O 0.6225(5) 0.9701(2) 0.2705(2) 0.0228(12) Uani 1 1 d . B . O10 O 0.3767(4) 0.9576(2) 0.0213(2) 0.0271(14) Uani 1 1 d . . . O11 O 0.9252(5) 0.9269(2) -0.0634(2) 0.0328(15) Uani 1 1 d DU . . O12 O 0.7629(6) 0.8827(3) -0.1073(3) 0.073(2) Uani 1 1 d DU . . O13 O 0.9051(6) 0.9008(3) -0.1590(3) 0.074(2) Uani 1 1 d DU . . O14 O 0.7925(8) 0.9677(3) -0.1303(3) 0.090(3) Uani 1 1 d DU . . O15 O 0.8907(10) 0.7870(6) 0.3824(6) 0.093(5) Uani 0.60 1 d PD A 1 O16 O 0.8088(17) 0.8644(4) 0.4091(8) 0.079(6) Uani 0.60 1 d PDU A 1 O17 O 0.7683(11) 0.7856(5) 0.4493(5) 0.084(5) Uani 0.60 1 d PD A 1 O18 O 0.6972(10) 0.8031(6) 0.3528(5) 0.071(5) Uani 0.60 1 d PD A 1 O15' O 0.8768(11) 0.8173(5) 0.3186(6) 0.048(4) Uani 0.40 1 d PDU B 2 O16' O 0.7935(19) 0.8558(5) 0.3930(7) 0.041(6) Uani 0.40 1 d PDU B 2 O17' O 0.8230(14) 0.7653(4) 0.3924(6) 0.037(4) Uani 0.40 1 d PDU B 2 O18' O 0.6863(10) 0.8045(8) 0.3236(7) 0.054(6) Uani 0.40 1 d PDU B 2 O1W O 0.9704(11) 0.8395(4) 0.0180(6) 0.117(4) Uani 1 1 d D . . H1A H 0.964(15) 0.866(4) -0.004(6) 0.176 Uiso 1 1 d D . . H1B H 1.033(9) 0.845(7) 0.040(7) 0.176 Uiso 1 1 d 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 0.0158(5) 0.0214(5) 0.0154(5) 0.0015(4) 0.0040(4) -0.0010(4) Cu2 0.0216(5) 0.0212(5) 0.0139(5) -0.0009(4) 0.0014(4) 0.0029(4) Cu3 0.0166(5) 0.0198(5) 0.0183(5) 0.0006(4) 0.0044(4) -0.0006(4) Cu4 0.0169(5) 0.0245(5) 0.0199(5) -0.0036(4) -0.0003(4) 0.0023(4) Na1 0.019(2) 0.035(3) 0.023(2) 0.002(2) 0.0065(19) 0.000(2) Na2 0.026(4) 0.051(4) 0.019(3) -0.007(3) -0.003(3) 0.015(3) C1 0.026(5) 0.027(5) 0.037(5) 0.009(4) 0.011(4) -0.004(4) C2 0.040(6) 0.022(5) 0.053(6) 0.007(4) 0.016(5) -0.006(4) C3 0.040(6) 0.015(4) 0.061(7) -0.007(4) 0.023(5) -0.011(4) C4 0.019(5) 0.033(5) 0.032(5) -0.004(4) 0.010(4) -0.004(4) C5 0.007(4) 0.029(5) 0.034(5) -0.003(4) 0.006(3) -0.003(4) C6 0.016(4) 0.025(4) 0.017(4) -0.002(3) 0.002(3) -0.005(3) C7 0.016(4) 0.025(5) 0.017(4) -0.008(3) 0.003(3) 0.003(3) C8 0.021(5) 0.029(5) 0.036(5) -0.006(4) 0.006(4) 0.001(4) C9 0.033(5) 0.019(5) 0.043(6) 0.001(4) 0.011(4) -0.002(4) C10 0.033(5) 0.025(5) 0.032(5) 0.007(4) 0.011(4) 0.003(4) C11 0.022(5) 0.027(5) 0.020(4) -0.001(3) 0.007(3) 0.004(4) C12 0.032(5) 0.030(5) 0.015(4) -0.001(3) -0.002(4) 0.008(4) C13 0.026(5) 0.035(5) 0.028(5) 0.003(4) 0.006(4) 0.004(4) C14 0.038(6) 0.025(5) 0.038(5) -0.002(4) 0.004(4) 0.007(4) C15 0.053(7) 0.021(5) 0.058(7) -0.006(5) 0.002(6) -0.006(5) C16 0.024(5) 0.033(5) 0.045(6) 0.008(4) 0.003(4) -0.005(4) C17 0.017(4) 0.029(5) 0.022(4) 0.003(3) 0.003(3) -0.006(4) C18 0.019(5) 0.027(5) 0.030(5) -0.004(4) 0.006(4) -0.002(4) C19 0.025(5) 0.036(5) 0.027(5) -0.001(4) 0.004(4) -0.005(4) C20 0.041(6) 0.027(5) 0.029(5) -0.005(4) 0.003(4) -0.010(4) C21 0.044(6) 0.022(5) 0.035(5) -0.009(4) 0.008(5) 0.004(4) C22 0.028(5) 0.037(5) 0.029(5) -0.003(4) 0.010(4) 0.002(4) C23 0.023(5) 0.026(4) 0.010(4) 0.003(3) 0.002(3) 0.004(4) C24 0.024(5) 0.028(5) 0.017(4) -0.003(3) 0.002(3) 0.001(4) C25 0.015(4) 0.023(5) 0.034(5) 0.002(4) -0.001(4) 0.003(4) C26 0.035(5) 0.019(4) 0.016(4) 0.003(3) -0.001(4) 0.001(4) C27 0.031(5) 0.028(5) 0.016(4) 0.004(3) 0.006(4) 0.001(4) Cl1 0.0244(11) 0.0374(12) 0.0255(11) -0.0051(9) 0.0039(9) 0.0028(10) Cl2 0.042(3) 0.043(3) 0.076(4) 0.013(3) 0.012(3) 0.009(2) Cl2' 0.025(3) 0.023(3) 0.021(3) 0.010(2) 0.007(3) -0.002(2) N1 0.018(4) 0.021(4) 0.022(4) 0.000(3) 0.007(3) -0.002(3) N2 0.015(4) 0.026(4) 0.017(3) 0.001(3) 0.007(3) 0.001(3) N3 0.022(4) 0.020(4) 0.019(3) 0.001(3) 0.003(3) 0.003(3) N4 0.023(4) 0.022(4) 0.019(3) -0.004(3) -0.004(3) -0.004(3) O1 0.020(3) 0.021(3) 0.011(2) -0.001(2) 0.003(2) -0.003(2) O2 0.030(3) 0.024(3) 0.018(3) -0.003(2) -0.002(2) 0.007(3) O3 0.020(3) 0.016(3) 0.018(3) -0.002(2) 0.004(2) -0.004(2) O4 0.023(3) 0.017(3) 0.021(3) -0.004(2) 0.007(2) 0.000(2) O5 0.020(3) 0.033(3) 0.023(3) 0.004(3) 0.006(2) 0.003(3) O6 0.021(3) 0.027(3) 0.026(3) 0.008(2) 0.002(3) 0.001(3) O7 0.016(3) 0.034(3) 0.019(3) 0.009(2) 0.005(2) 0.004(3) O8 0.023(3) 0.038(4) 0.020(3) 0.005(3) 0.002(3) 0.010(3) O9 0.028(3) 0.025(3) 0.016(3) -0.002(2) 0.003(2) 0.003(3) O10 0.015(3) 0.042(4) 0.022(3) -0.004(3) 0.000(2) 0.007(3) O11 0.031(3) 0.041(3) 0.025(3) -0.006(3) 0.000(3) -0.003(3) O12 0.071(5) 0.095(6) 0.057(5) -0.014(4) 0.018(4) -0.041(4) O13 0.050(5) 0.128(6) 0.045(4) -0.029(4) 0.017(4) 0.006(4) O14 0.114(6) 0.052(5) 0.082(5) -0.010(4) -0.054(5) 0.031(5) O15 0.063(11) 0.126(15) 0.101(13) 0.023(11) 0.046(10) 0.040(11) O16 0.094(10) 0.062(8) 0.082(9) -0.001(7) 0.013(8) -0.010(7) O17 0.070(10) 0.079(10) 0.114(12) 0.058(9) 0.045(9) 0.029(8) O18 0.066(12) 0.086(11) 0.054(11) -0.014(9) -0.017(8) -0.004(9) O15' 0.038(8) 0.030(7) 0.073(9) -0.010(7) 0.000(7) 0.009(6) O16' 0.049(9) 0.026(8) 0.048(9) 0.005(7) 0.008(7) -0.006(7) O17' 0.046(8) 0.023(7) 0.041(8) 0.006(6) 0.007(7) 0.005(7) O18' 0.048(9) 0.055(9) 0.055(10) -0.009(8) -0.003(8) 0.001(7) O1W 0.141(11) 0.074(7) 0.136(11) 0.028(7) 0.021(8) -0.011(7) _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 O4 1.933(5) . ? Cu1 O1 1.949(5) . ? Cu1 N1 1.976(6) . ? Cu1 O7 1.984(5) . ? Cu1 O5 2.309(5) . ? Cu1 Cu3 3.0378(13) . ? Cu1 Na1 3.4793(9) . ? Cu2 O2 1.909(5) . ? Cu2 O9 1.945(5) . ? Cu2 O3 1.958(5) . ? Cu2 N2 1.975(6) . ? Cu2 Cu3 3.0044(13) . ? Cu3 O1 1.950(5) . ? Cu3 O6 1.959(5) . ? Cu3 N3 1.992(6) . ? Cu3 O3 2.002(5) . ? Cu3 O8 2.374(5) . ? Cu3 Na2 3.197(6) . ? Cu4 O2 1.912(5) . ? Cu4 O10 1.970(5) . ? Cu4 N4 1.975(6) . ? Cu4 O4 1.977(5) . ? Cu4 O3 2.351(5) . ? Na1 O5 2.426(5) 5_775 ? Na1 O5 2.426(5) . ? Na1 O7 2.430(5) 5_775 ? Na1 O7 2.430(5) . ? Na1 O11 2.488(5) . ? Na1 O11 2.488(5) 5_775 ? Na1 Cu1 3.4793(9) 5_775 ? Na2 Na2 1.471(13) 2_755 ? Na2 O15' 2.271(13) . ? Na2 O6 2.373(8) 2_755 ? Na2 O8 2.381(8) . ? Na2 O6 2.530(8) . ? Na2 C25 3.064(10) 2_755 ? C1 C2 1.343(12) . ? C1 N1 1.343(10) . ? C2 C3 1.371(13) . ? C3 C4 1.374(12) . ? C4 C5 1.396(11) . ? C5 N1 1.357(10) . ? C5 C6 1.482(10) . ? C6 O1 1.433(8) . ? C7 N2 1.342(9) . ? C7 C8 1.367(11) . ? C8 C9 1.381(12) . ? C9 C10 1.362(12) . ? C10 C11 1.376(11) . ? C11 N2 1.351(9) . ? C11 C12 1.500(10) . ? C12 O2 1.411(9) . ? C13 N3 1.354(10) . ? C13 C14 1.366(12) . ? C14 C15 1.392(13) . ? C15 C16 1.367(13) . ? C16 C17 1.380(11) . ? C17 N3 1.342(10) . ? C17 C18 1.495(11) . ? C18 O3 1.419(9) . ? C19 N4 1.348(10) . ? C19 C20 1.379(11) . ? C20 C21 1.376(12) . ? C21 C22 1.387(12) . ? C22 C23 1.378(11) . ? C23 N4 1.335(10) . ? C23 C24 1.489(11) . ? C24 O4 1.425(9) . ? C25 O5 1.229(9) . ? C25 O6 1.275(9) . ? C25 Na2 3.064(10) 2_755 ? C26 O8 1.224(9) . ? C26 O9 1.264(9) . ? C27 O10 1.240(9) . ? C27 O7 1.251(9) 5_675 ? Cl1 O14 1.411(6) . ? Cl1 O13 1.413(6) . ? Cl1 O11 1.438(5) . ? Cl1 O12 1.440(6) . ? Cl2 O15 1.426(8) . ? Cl2 O18 1.428(8) . ? Cl2 O16 1.431(8) . ? Cl2 O17 1.457(8) . ? Cl2' O16' 1.434(9) . ? Cl2' O17' 1.437(8) . ? Cl2' O18' 1.440(9) . ? Cl2' O15' 1.455(8) . ? O6 Na2 2.373(8) 2_755 ? O7 C27 1.251(9) 5_675 ? 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 O4 Cu1 O1 86.1(2) . . ? O4 Cu1 N1 160.8(2) . . ? O1 Cu1 N1 82.9(2) . . ? O4 Cu1 O7 95.9(2) . . ? O1 Cu1 O7 176.4(2) . . ? N1 Cu1 O7 96.0(2) . . ? O4 Cu1 O5 91.3(2) . . ? O1 Cu1 O5 91.9(2) . . ? N1 Cu1 O5 104.7(2) . . ? O7 Cu1 O5 85.1(2) . . ? O4 Cu1 Cu3 54.80(15) . . ? O1 Cu1 Cu3 38.84(14) . . ? N1 Cu1 Cu3 119.77(18) . . ? O7 Cu1 Cu3 141.08(16) . . ? O5 Cu1 Cu3 72.11(13) . . ? O4 Cu1 Na1 104.51(15) . . ? O1 Cu1 Na1 133.81(15) . . ? N1 Cu1 Na1 94.43(18) . . ? O7 Cu1 Na1 42.77(15) . . ? O5 Cu1 Na1 44.02(13) . . ? Cu3 Cu1 Na1 114.07(3) . . ? O2 Cu2 O9 172.6(2) . . ? O2 Cu2 O3 84.0(2) . . ? O9 Cu2 O3 96.9(2) . . ? O2 Cu2 N2 83.9(2) . . ? O9 Cu2 N2 97.0(2) . . ? O3 Cu2 N2 161.3(2) . . ? O2 Cu2 Cu3 95.76(16) . . ? O9 Cu2 Cu3 89.63(16) . . ? O3 Cu2 Cu3 41.21(15) . . ? N2 Cu2 Cu3 126.55(19) . . ? O1 Cu3 O6 93.7(2) . . ? O1 Cu3 N3 171.6(2) . . ? O6 Cu3 N3 93.4(2) . . ? O1 Cu3 O3 91.4(2) . . ? O6 Cu3 O3 174.9(2) . . ? N3 Cu3 O3 81.5(2) . . ? O1 Cu3 O8 89.00(19) . . ? O6 Cu3 O8 94.0(2) . . ? N3 Cu3 O8 94.9(2) . . ? O3 Cu3 O8 85.9(2) . . ? O1 Cu3 Cu2 55.39(15) . . ? O6 Cu3 Cu2 144.42(16) . . ? N3 Cu3 Cu2 119.13(19) . . ? O3 Cu3 Cu2 40.10(14) . . ? O8 Cu3 Cu2 70.73(14) . . ? O1 Cu3 Cu1 38.80(13) . . ? O6 Cu3 Cu1 85.24(15) . . ? N3 Cu3 Cu1 137.73(18) . . ? O3 Cu3 Cu1 98.92(14) . . ? O8 Cu3 Cu1 127.33(14) . . ? Cu2 Cu3 Cu1 79.90(3) . . ? O1 Cu3 Na2 111.55(19) . . ? O6 Cu3 Na2 52.32(19) . . ? N3 Cu3 Na2 76.4(2) . . ? O3 Cu3 Na2 125.23(19) . . ? O8 Cu3 Na2 47.85(17) . . ? Cu2 Cu3 Na2 118.35(11) . . ? Cu1 Cu3 Na2 130.44(14) . . ? O2 Cu4 O10 95.1(2) . . ? O2 Cu4 N4 166.6(2) . . ? O10 Cu4 N4 90.3(2) . . ? O2 Cu4 O4 100.1(2) . . ? O10 Cu4 O4 144.3(2) . . ? N4 Cu4 O4 82.3(2) . . ? O2 Cu4 O3 73.92(19) . . ? O10 Cu4 O3 134.5(2) . . ? N4 Cu4 O3 93.6(2) . . ? O4 Cu4 O3 81.01(19) . . ? O5 Na1 O5 180.000(1) 5_775 . ? O5 Na1 O7 73.69(17) 5_775 5_775 ? O5 Na1 O7 106.31(17) . 5_775 ? O5 Na1 O7 106.31(17) 5_775 . ? O5 Na1 O7 73.69(17) . . ? O7 Na1 O7 180.0(2) 5_775 . ? O5 Na1 O11 84.13(18) 5_775 . ? O5 Na1 O11 95.87(18) . . ? O7 Na1 O11 92.82(18) 5_775 . ? O7 Na1 O11 87.18(18) . . ? O5 Na1 O11 95.87(18) 5_775 5_775 ? O5 Na1 O11 84.13(18) . 5_775 ? O7 Na1 O11 87.18(18) 5_775 5_775 ? O7 Na1 O11 92.82(18) . 5_775 ? O11 Na1 O11 180.0(2) . 5_775 ? O5 Na1 Cu1 41.42(13) 5_775 5_775 ? O5 Na1 Cu1 138.58(13) . 5_775 ? O7 Na1 Cu1 33.67(12) 5_775 5_775 ? O7 Na1 Cu1 146.33(12) . 5_775 ? O11 Na1 Cu1 80.94(14) . 5_775 ? O11 Na1 Cu1 99.06(14) 5_775 5_775 ? O5 Na1 Cu1 138.58(13) 5_775 . ? O5 Na1 Cu1 41.42(13) . . ? O7 Na1 Cu1 146.33(12) 5_775 . ? O7 Na1 Cu1 33.67(12) . . ? O11 Na1 Cu1 99.06(14) . . ? O11 Na1 Cu1 80.94(14) 5_775 . ? Cu1 Na1 Cu1 180.0 5_775 . ? Na2 Na2 O15' 130.3(5) 2_755 . ? Na2 Na2 O6 78.5(4) 2_755 2_755 ? O15' Na2 O6 94.5(5) . 2_755 ? Na2 Na2 O8 142.1(4) 2_755 . ? O15' Na2 O8 87.6(4) . . ? O6 Na2 O8 102.7(3) 2_755 . ? Na2 Na2 O6 66.8(4) 2_755 . ? O15' Na2 O6 145.8(5) . . ? O6 Na2 O6 119.3(4) 2_755 . ? O8 Na2 O6 80.7(3) . . ? Na2 Na2 C25 100.7(5) 2_755 2_755 ? O15' Na2 C25 84.4(4) . 2_755 ? O6 Na2 C25 22.9(2) 2_755 2_755 ? O8 Na2 C25 81.7(3) . 2_755 ? O6 Na2 C25 124.9(3) . 2_755 ? Na2 Na2 Cu3 104.4(5) 2_755 . ? O15' Na2 Cu3 114.5(4) . . ? O6 Na2 Cu3 133.8(3) 2_755 . ? O8 Na2 Cu3 47.65(17) . . ? O6 Na2 Cu3 37.79(15) . . ? C25 Na2 Cu3 121.8(3) 2_755 . ? C2 C1 N1 124.0(8) . . ? C1 C2 C3 118.4(8) . . ? C2 C3 C4 119.9(8) . . ? C3 C4 C5 119.4(8) . . ? N1 C5 C4 119.9(7) . . ? N1 C5 C6 115.5(7) . . ? C4 C5 C6 124.6(7) . . ? O1 C6 C5 108.0(6) . . ? N2 C7 C8 121.9(7) . . ? C7 C8 C9 119.4(8) . . ? C10 C9 C8 118.5(8) . . ? C9 C10 C11 120.5(8) . . ? N2 C11 C10 120.6(7) . . ? N2 C11 C12 115.5(7) . . ? C10 C11 C12 123.9(7) . . ? O2 C12 C11 111.3(6) . . ? N3 C13 C14 122.4(8) . . ? C13 C14 C15 118.9(9) . . ? C16 C15 C14 118.7(8) . . ? C15 C16 C17 119.9(9) . . ? N3 C17 C16 121.6(8) . . ? N3 C17 C18 115.5(7) . . ? C16 C17 C18 122.9(7) . . ? O3 C18 C17 109.4(6) . . ? N4 C19 C20 121.9(8) . . ? C21 C20 C19 118.4(8) . . ? C20 C21 C22 119.4(8) . . ? C23 C22 C21 119.4(8) . . ? N4 C23 C22 121.0(8) . . ? N4 C23 C24 115.8(7) . . ? C22 C23 C24 123.2(7) . . ? O4 C24 C23 110.7(6) . . ? O5 C25 O6 127.7(8) . . ? O5 C25 Na2 171.9(6) . 2_755 ? O6 C25 Na2 46.5(4) . 2_755 ? O8 C26 O9 128.4(7) . . ? O10 C27 O7 124.6(7) . 5_675 ? O14 Cl1 O13 113.0(5) . . ? O14 Cl1 O11 108.9(4) . . ? O13 Cl1 O11 110.4(4) . . ? O14 Cl1 O12 107.3(5) . . ? O13 Cl1 O12 107.4(5) . . ? O11 Cl1 O12 109.7(4) . . ? O15 Cl2 O18 111.2(9) . . ? O15 Cl2 O16 110.8(10) . . ? O18 Cl2 O16 110.4(9) . . ? O15 Cl2 O17 107.4(8) . . ? O18 Cl2 O17 109.7(8) . . ? O16 Cl2 O17 107.2(9) . . ? O16' Cl2' O17' 110.1(9) . . ? O16' Cl2' O18' 108.7(10) . . ? O17' Cl2' O18' 109.8(10) . . ? O16' Cl2' O15' 110.7(9) . . ? O17' Cl2' O15' 110.2(8) . . ? O18' Cl2' O15' 107.3(9) . . ? C1 N1 C5 118.5(7) . . ? C1 N1 Cu1 129.6(6) . . ? C5 N1 Cu1 111.7(5) . . ? C7 N2 C11 119.1(7) . . ? C7 N2 Cu2 127.2(5) . . ? C11 N2 Cu2 113.4(5) . . ? C17 N3 C13 118.5(7) . . ? C17 N3 Cu3 113.6(5) . . ? C13 N3 Cu3 127.9(6) . . ? C23 N4 C19 119.8(7) . . ? C23 N4 Cu4 114.8(5) . . ? C19 N4 Cu4 125.4(6) . . ? C6 O1 Cu1 109.5(4) . . ? C6 O1 Cu3 124.5(4) . . ? Cu1 O1 Cu3 102.4(2) . . ? C12 O2 Cu2 115.7(4) . . ? C12 O2 Cu4 130.9(5) . . ? Cu2 O2 Cu4 109.6(3) . . ? C18 O3 Cu2 126.8(4) . . ? C18 O3 Cu3 110.3(4) . . ? Cu2 O3 Cu3 98.7(2) . . ? C18 O3 Cu4 121.3(4) . . ? Cu2 O3 Cu4 92.40(19) . . ? Cu3 O3 Cu4 102.9(2) . . ? C24 O4 Cu1 122.2(4) . . ? C24 O4 Cu4 112.6(4) . . ? Cu1 O4 Cu4 121.0(3) . . ? C25 O5 Cu1 124.1(5) . . ? C25 O5 Na1 140.9(5) . . ? Cu1 O5 Na1 94.56(19) . . ? C25 O6 Cu3 124.5(5) . . ? C25 O6 Na2 110.6(5) . 2_755 ? Cu3 O6 Na2 124.4(3) . 2_755 ? C25 O6 Na2 143.7(5) . . ? Cu3 O6 Na2 89.9(2) . . ? Na2 O6 Na2 34.7(3) 2_755 . ? C27 O7 Cu1 115.6(5) 5_675 . ? C27 O7 Na1 139.2(5) 5_675 . ? Cu1 O7 Na1 103.6(2) . . ? C26 O8 Cu3 127.0(5) . . ? C26 O8 Na2 148.1(5) . . ? Cu3 O8 Na2 84.5(2) . . ? C26 O9 Cu2 122.9(5) . . ? C27 O10 Cu4 133.7(5) . . ? Cl1 O11 Na1 137.4(3) . . ? Cl2' O15' Na2 143.3(9) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 4.684 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.156 #=========================================================== data_2# _database_code_depnum_ccdc_archive 'CCDC 809262' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H66 Cl2 Cu8 N8 O28' _chemical_formula_weight 1926.43 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 'P 21/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 11.9615(14) _cell_length_b 23.642(3) _cell_length_c 12.8979(15) _cell_angle_alpha 90.00 _cell_angle_beta 102.362(2) _cell_angle_gamma 90.00 _cell_volume 3562.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6308 _cell_measurement_theta_min 1.72 _cell_measurement_theta_max 25.04 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.796 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 2.503 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.554 _exptl_absorpt_correction_T_max 0.687 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17886 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.0882 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.04 _reflns_number_total 6308 _reflns_number_gt 3872 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The perchlorate counter ion is found to be disordered (0.5:0.5). Bond (DFIX) and thermal (SIMU) restraints are placed on this anion to obtain acceptable bond lengths and ADPs. ; _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^)+(0.0568P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6308 _refine_ls_number_parameters 517 _refine_ls_number_restraints 236 _refine_ls_R_factor_all 0.0964 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1348 _refine_ls_wR_factor_gt 0.1156 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.029 _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 0.04011(6) 0.07043(3) 0.76901(6) 0.0340(2) Uani 1 1 d . . . Cu2 Cu 0.33042(6) 0.06067(3) 0.94462(6) 0.0372(2) Uani 1 1 d . . . Cu3 Cu 0.20848(7) 0.16568(3) 0.86678(6) 0.0365(2) Uani 1 1 d . . . Cu4 Cu 0.10718(7) 0.07250(3) 1.03752(6) 0.0365(2) Uani 1 1 d . . . C1 C 0.0327(6) -0.0311(3) 0.6270(5) 0.0470(18) Uani 1 1 d . . . H1 H -0.0366 -0.0403 0.6442 0.056 Uiso 1 1 calc R . . C2 C 0.0742(8) -0.0651(3) 0.5577(6) 0.057(2) Uani 1 1 d . . . H2 H 0.0345 -0.0972 0.5287 0.069 Uiso 1 1 calc R . . C3 C 0.1754(8) -0.0504(3) 0.5327(6) 0.068(3) Uani 1 1 d . . . H3 H 0.2055 -0.0727 0.4859 0.082 Uiso 1 1 calc R . . C4 C 0.2338(7) -0.0027(3) 0.5760(5) 0.054(2) Uani 1 1 d . . . H4 H 0.3021 0.0078 0.5579 0.064 Uiso 1 1 calc R . . C5 C 0.1881(6) 0.0292(3) 0.6472(5) 0.0389(16) Uani 1 1 d . . . C6 C 0.2436(6) 0.0819(3) 0.6998(5) 0.0405(17) Uani 1 1 d . . . H6A H 0.3261 0.0773 0.7172 0.049 Uiso 1 1 calc R . . H6B H 0.2255 0.1138 0.6519 0.049 Uiso 1 1 calc R . . C7 C 0.4422(6) -0.0275(3) 0.8354(5) 0.0458(18) Uani 1 1 d . . . H7 H 0.4983 -0.0008 0.8318 0.055 Uiso 1 1 calc R . . C8 C 0.4465(7) -0.0785(3) 0.7878(6) 0.054(2) Uani 1 1 d . . . H8 H 0.5045 -0.0865 0.7521 0.064 Uiso 1 1 calc R . . C9 C 0.3639(7) -0.1181(3) 0.7930(6) 0.065(2) Uani 1 1 d . . . H9 H 0.3652 -0.1533 0.7609 0.078 Uiso 1 1 calc R . . C10 C 0.2802(6) -0.1053(3) 0.8456(6) 0.053(2) Uani 1 1 d . . . H10 H 0.2240 -0.1318 0.8503 0.063 Uiso 1 1 calc R . . C11 C 0.2789(5) -0.0525(3) 0.8923(5) 0.0377(16) Uani 1 1 d . . . C12 C 0.1871(6) -0.0343(3) 0.9486(5) 0.0415(17) Uani 1 1 d . . . H12A H 0.1128 -0.0379 0.9010 0.050 Uiso 1 1 calc R . . H12B H 0.1881 -0.0587 1.0092 0.050 Uiso 1 1 calc R . . C13 C 0.1500(6) 0.2793(3) 0.9458(6) 0.0508(19) Uani 1 1 d . . . H13 H 0.1047 0.2850 0.8785 0.061 Uiso 1 1 calc R . . C14 C 0.1576(7) 0.3214(3) 1.0186(7) 0.060(2) Uani 1 1 d . . . H14 H 0.1175 0.3550 1.0017 0.072 Uiso 1 1 calc R . . C15 C 0.2254(7) 0.3133(3) 1.1176(7) 0.066(2) Uani 1 1 d . . . H15 H 0.2354 0.3423 1.1675 0.079 Uiso 1 1 calc R . . C16 C 0.2788(6) 0.2618(3) 1.1425(6) 0.052(2) Uani 1 1 d . . . H16 H 0.3215 0.2549 1.2104 0.062 Uiso 1 1 calc R . . C17 C 0.2676(5) 0.2209(3) 1.0645(6) 0.0389(17) Uani 1 1 d . . . C18 C 0.3230(6) 0.1642(3) 1.0824(5) 0.0404(17) Uani 1 1 d . . . H18A H 0.4028 0.1672 1.0782 0.048 Uiso 1 1 calc R . . H18B H 0.3199 0.1507 1.1527 0.048 Uiso 1 1 calc R . . C19 C 0.0470(6) 0.1499(3) 1.1975(6) 0.0489(19) Uani 1 1 d . . . H19 H 0.0941 0.1275 1.2480 0.059 Uiso 1 1 calc R . . C20 C -0.0059(7) 0.1964(3) 1.2313(6) 0.055(2) Uani 1 1 d . . . H20 H 0.0057 0.2053 1.3031 0.066 Uiso 1 1 calc R . . C21 C -0.0754(7) 0.2289(3) 1.1568(6) 0.058(2) Uani 1 1 d . . . H21 H -0.1118 0.2603 1.1776 0.069 Uiso 1 1 calc R . . C22 C -0.0917(6) 0.2152(3) 1.0507(6) 0.0472(19) Uani 1 1 d . . . H22 H -0.1390 0.2372 0.9997 0.057 Uiso 1 1 calc R . . C23 C -0.0368(5) 0.1682(3) 1.0211(5) 0.0346(15) Uani 1 1 d . . . C24 C -0.0491(5) 0.1494(3) 0.9085(5) 0.0372(16) Uani 1 1 d . . . H24A H -0.1259 0.1351 0.8819 0.045 Uiso 1 1 calc R . . H24B H -0.0371 0.1813 0.8649 0.045 Uiso 1 1 calc R . . C25 C 0.0660(6) 0.1906(3) 0.6637(6) 0.0414(17) Uani 1 1 d . . . C26 C 0.0567(7) 0.2229(3) 0.5618(5) 0.056(2) Uani 1 1 d . . . H26A H 0.1129 0.2092 0.5249 0.085 Uiso 1 1 calc R . . H26B H 0.0696 0.2624 0.5773 0.085 Uiso 1 1 calc R . . H26C H -0.0184 0.2178 0.5182 0.085 Uiso 1 1 calc R . . C27 C 0.4753(6) 0.1431(3) 0.8802(6) 0.0445(18) Uani 1 1 d . . . C28 C 0.5934(6) 0.1580(3) 0.8607(7) 0.070(2) Uani 1 1 d . . . H28A H 0.5905 0.1584 0.7858 0.104 Uiso 1 1 calc R . . H28B H 0.6480 0.1304 0.8942 0.104 Uiso 1 1 calc R . . H28C H 0.6157 0.1947 0.8898 0.104 Uiso 1 1 calc R . . C29 C -0.1591(6) 0.0111(3) 0.7866(5) 0.0377(16) Uani 1 1 d . . . C30 C -0.2867(5) 0.0039(3) 0.7683(6) 0.057(2) Uani 1 1 d . . . H30A H -0.3229 0.0258 0.7077 0.086 Uiso 1 1 calc R . . H30B H -0.3127 0.0166 0.8297 0.086 Uiso 1 1 calc R . . H30C H -0.3058 -0.0353 0.7556 0.086 Uiso 1 1 calc R . . Cl1 Cl 0.8282(2) 0.36515(11) 0.9272(2) 0.0847(7) Uani 1 1 d DU . . N1 N 0.0892(5) 0.0156(2) 0.6712(4) 0.0401(13) Uani 1 1 d . . . N2 N 0.3600(4) -0.0144(2) 0.8874(4) 0.0380(13) Uani 1 1 d . . . N3 N 0.2052(5) 0.2298(2) 0.9669(4) 0.0388(14) Uani 1 1 d . . . N4 N 0.0330(4) 0.1359(2) 1.0949(4) 0.0336(13) Uani 1 1 d . . . O1 O 0.2026(3) 0.09240(17) 0.7949(3) 0.0337(10) Uani 1 1 d . . . O2 O 0.2038(4) 0.02131(17) 0.9825(4) 0.0453(12) Uani 1 1 d . . . O3 O 0.2667(3) 0.12540(16) 1.0054(3) 0.0346(10) Uani 1 1 d . . . O4 O 0.0320(3) 0.10644(18) 0.9027(3) 0.0382(11) Uani 1 1 d . . . O5 O 0.1387(4) 0.20870(18) 0.7424(4) 0.0499(13) Uani 1 1 d . . . O6 O 0.0055(4) 0.14745(19) 0.6628(4) 0.0476(12) Uani 1 1 d . . . O7 O 0.3985(4) 0.17802(19) 0.8580(4) 0.0485(12) Uani 1 1 d . . . O8 O 0.4681(4) 0.09411(19) 0.9194(4) 0.0438(12) Uani 1 1 d . . . O9 O -0.1227(4) 0.05079(18) 0.7377(3) 0.0400(11) Uani 1 1 d . . . O10 O 0.0923(4) 0.02208(18) 1.1538(3) 0.0428(11) Uani 1 1 d . . . O11 O 0.8511(12) 0.3413(5) 1.0324(7) 0.095(2) Uani 0.50 1 d PDU A 1 O12 O 0.7196(8) 0.3915(6) 0.9181(11) 0.099(2) Uani 0.50 1 d PDU A 1 O13 O 0.9139(9) 0.4117(4) 0.9363(11) 0.111(2) Uani 0.50 1 d PDU A 1 O14 O 0.8593(12) 0.3255(5) 0.8575(9) 0.104(2) Uani 0.50 1 d PDU A 1 O11' O 0.8907(11) 0.3658(6) 1.0316(7) 0.101(2) Uani 0.50 1 d PDU A 2 O12' O 0.7489(11) 0.4092(5) 0.8859(11) 0.106(2) Uani 0.50 1 d PDU A 2 O13' O 0.9005(10) 0.3614(6) 0.8529(9) 0.103(2) Uani 0.50 1 d PDU A 2 O14' O 0.7588(11) 0.3122(4) 0.9031(10) 0.111(2) Uani 0.50 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0369(4) 0.0338(5) 0.0325(5) -0.0018(4) 0.0103(4) -0.0028(4) Cu2 0.0356(5) 0.0334(5) 0.0456(5) 0.0036(4) 0.0151(4) -0.0006(4) Cu3 0.0427(5) 0.0326(5) 0.0343(5) 0.0014(4) 0.0083(4) -0.0020(4) Cu4 0.0416(5) 0.0337(5) 0.0379(5) 0.0035(4) 0.0170(4) 0.0025(4) C1 0.059(5) 0.043(4) 0.038(4) -0.002(3) 0.007(4) -0.003(4) C2 0.079(6) 0.048(5) 0.040(5) -0.010(4) 0.003(4) 0.010(4) C3 0.103(7) 0.059(6) 0.041(5) -0.011(4) 0.014(5) 0.039(5) C4 0.068(5) 0.058(5) 0.037(5) -0.007(4) 0.015(4) 0.013(4) C5 0.050(4) 0.046(4) 0.022(4) 0.007(3) 0.009(3) 0.009(3) C6 0.040(4) 0.049(4) 0.036(4) 0.002(3) 0.016(3) 0.003(3) C7 0.038(4) 0.052(5) 0.049(5) 0.010(4) 0.014(4) 0.007(3) C8 0.056(5) 0.058(5) 0.051(5) 0.002(4) 0.019(4) 0.019(4) C9 0.076(6) 0.058(5) 0.064(6) -0.020(4) 0.019(5) 0.005(5) C10 0.054(5) 0.039(4) 0.066(6) -0.002(4) 0.014(4) 0.003(4) C11 0.040(4) 0.028(4) 0.046(4) 0.005(3) 0.012(3) -0.001(3) C12 0.044(4) 0.033(4) 0.051(5) 0.002(3) 0.018(4) -0.001(3) C13 0.056(5) 0.038(4) 0.059(5) 0.004(4) 0.016(4) 0.006(4) C14 0.073(6) 0.036(4) 0.075(6) -0.003(4) 0.022(5) -0.002(4) C15 0.086(6) 0.042(5) 0.073(7) -0.024(4) 0.025(5) -0.009(5) C16 0.055(5) 0.059(5) 0.041(5) -0.014(4) 0.009(4) -0.012(4) C17 0.036(4) 0.034(4) 0.047(5) -0.002(3) 0.009(3) -0.011(3) C18 0.044(4) 0.043(4) 0.032(4) -0.003(3) 0.005(3) -0.005(3) C19 0.058(5) 0.048(4) 0.042(5) -0.006(4) 0.015(4) -0.004(4) C20 0.081(6) 0.049(5) 0.039(5) -0.011(4) 0.021(4) -0.010(4) C21 0.080(6) 0.039(4) 0.061(6) -0.017(4) 0.032(5) -0.003(4) C22 0.049(4) 0.036(4) 0.059(5) -0.007(4) 0.016(4) 0.008(3) C23 0.037(4) 0.038(4) 0.031(4) 0.002(3) 0.011(3) -0.005(3) C24 0.037(4) 0.040(4) 0.035(4) 0.005(3) 0.007(3) -0.003(3) C25 0.042(4) 0.041(4) 0.039(5) 0.007(4) 0.006(4) 0.009(4) C26 0.071(5) 0.060(5) 0.039(5) 0.013(4) 0.014(4) -0.004(4) C27 0.041(4) 0.048(5) 0.046(5) -0.003(4) 0.012(4) -0.011(4) C28 0.046(5) 0.064(6) 0.109(7) 0.016(5) 0.041(5) -0.004(4) C29 0.040(4) 0.041(4) 0.033(4) -0.011(3) 0.010(3) -0.007(3) C30 0.034(4) 0.068(5) 0.068(6) 0.002(4) 0.008(4) -0.009(4) Cl1 0.0996(19) 0.0883(18) 0.0720(17) 0.0207(14) 0.0311(14) 0.0315(14) N1 0.052(4) 0.035(3) 0.033(3) -0.003(3) 0.008(3) -0.001(3) N2 0.042(3) 0.037(3) 0.038(3) 0.003(3) 0.015(3) 0.004(3) N3 0.044(3) 0.032(3) 0.041(4) 0.004(3) 0.010(3) -0.001(3) N4 0.046(3) 0.034(3) 0.024(3) 0.001(2) 0.015(3) -0.009(3) O1 0.036(2) 0.038(3) 0.027(3) 0.0002(19) 0.009(2) -0.003(2) O2 0.053(3) 0.029(2) 0.065(3) -0.001(2) 0.036(3) -0.005(2) O3 0.035(2) 0.032(2) 0.037(3) -0.002(2) 0.007(2) -0.0038(19) O4 0.040(3) 0.043(3) 0.031(3) -0.005(2) 0.006(2) 0.008(2) O5 0.064(3) 0.035(3) 0.045(3) 0.006(2) -0.001(3) 0.000(2) O6 0.049(3) 0.047(3) 0.046(3) 0.010(2) 0.007(2) 0.001(2) O7 0.043(3) 0.048(3) 0.056(3) 0.011(2) 0.014(2) -0.003(2) O8 0.033(2) 0.044(3) 0.057(3) 0.012(2) 0.015(2) -0.003(2) O9 0.038(3) 0.041(3) 0.039(3) 0.008(2) 0.004(2) -0.001(2) O10 0.038(3) 0.047(3) 0.045(3) 0.016(2) 0.013(2) 0.006(2) O11 0.117(5) 0.095(5) 0.081(4) 0.019(4) 0.036(4) 0.018(4) O12 0.106(4) 0.103(4) 0.090(4) 0.017(4) 0.026(4) 0.020(4) O13 0.119(4) 0.108(4) 0.106(4) 0.018(4) 0.024(4) 0.017(4) O14 0.122(5) 0.106(5) 0.088(4) 0.012(4) 0.031(4) 0.020(4) O11' 0.112(5) 0.108(5) 0.084(4) 0.011(4) 0.026(4) 0.024(4) O12' 0.116(4) 0.101(4) 0.099(4) 0.019(4) 0.014(4) 0.021(4) O13' 0.115(4) 0.112(5) 0.088(4) 0.017(4) 0.036(4) 0.011(4) O14' 0.117(5) 0.108(4) 0.105(4) 0.025(4) 0.018(4) 0.015(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O4 1.944(4) . ? Cu1 O9 1.959(4) . ? Cu1 O1 1.970(4) . ? Cu1 N1 1.984(5) . ? Cu1 O6 2.263(4) . ? Cu2 O8 1.917(4) . ? Cu2 O2 1.928(4) . ? Cu2 O3 1.948(4) . ? Cu2 N2 1.983(5) . ? Cu2 O1 2.317(4) . ? Cu2 Cu3 2.9448(11) . ? Cu3 O5 1.931(4) . ? Cu3 O1 1.959(4) . ? Cu3 N3 1.997(5) . ? Cu3 O3 2.014(4) . ? Cu3 O7 2.318(5) . ? Cu4 O2 1.912(4) . ? Cu4 O4 1.951(4) . ? Cu4 O10 1.954(4) . ? Cu4 N4 1.965(5) . ? Cu4 O3 2.390(4) . ? C1 N1 1.353(8) . ? C1 C2 1.372(9) . ? C2 C3 1.364(11) . ? C3 C4 1.379(10) . ? C4 C5 1.389(9) . ? C5 N1 1.325(8) . ? C5 C6 1.504(9) . ? C6 O1 1.436(7) . ? C7 N2 1.339(8) . ? C7 C8 1.359(9) . ? C8 C9 1.373(10) . ? C9 C10 1.358(10) . ? C10 C11 1.387(9) . ? C11 N2 1.337(8) . ? C11 C12 1.503(9) . ? C12 O2 1.387(7) . ? C13 N3 1.342(8) . ? C13 C14 1.358(9) . ? C14 C15 1.371(10) . ? C15 C16 1.380(10) . ? C16 C17 1.382(9) . ? C17 N3 1.336(7) . ? C17 C18 1.491(8) . ? C18 O3 1.412(7) . ? C19 N4 1.340(8) . ? C19 C20 1.383(10) . ? C20 C21 1.365(10) . ? C21 C22 1.378(9) . ? C22 C23 1.386(9) . ? C23 N4 1.358(7) . ? C23 C24 1.495(8) . ? C24 O4 1.419(7) . ? C25 O6 1.250(8) . ? C25 O5 1.262(8) . ? C25 C26 1.504(9) . ? C27 O7 1.223(8) . ? C27 O8 1.274(8) . ? C27 C28 1.528(9) . ? C29 O10 1.257(7) 3_557 ? C29 O9 1.259(7) . ? C29 C30 1.502(9) . ? Cl1 O11' 1.392(8) . ? Cl1 O14 1.403(8) . ? Cl1 O12 1.422(8) . ? Cl1 O13' 1.425(8) . ? Cl1 O12' 1.433(8) . ? Cl1 O11 1.439(8) . ? Cl1 O13 1.492(8) . ? Cl1 O14' 1.497(8) . ? O10 C29 1.257(7) 3_557 ? 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 O4 Cu1 O9 92.88(18) . . ? O4 Cu1 O1 88.22(17) . . ? O9 Cu1 O1 177.44(17) . . ? O4 Cu1 N1 158.1(2) . . ? O9 Cu1 N1 97.5(2) . . ? O1 Cu1 N1 82.2(2) . . ? O4 Cu1 O6 98.45(17) . . ? O9 Cu1 O6 91.20(17) . . ? O1 Cu1 O6 86.35(17) . . ? N1 Cu1 O6 100.49(19) . . ? O8 Cu2 O2 173.03(19) . . ? O8 Cu2 O3 99.73(18) . . ? O2 Cu2 O3 83.15(17) . . ? O8 Cu2 N2 94.4(2) . . ? O2 Cu2 N2 82.8(2) . . ? O3 Cu2 N2 165.8(2) . . ? O8 Cu2 O1 99.37(17) . . ? O2 Cu2 O1 87.34(17) . . ? O3 Cu2 O1 80.55(15) . . ? N2 Cu2 O1 96.78(18) . . ? O8 Cu2 Cu3 88.59(13) . . ? O2 Cu2 Cu3 97.74(13) . . ? O3 Cu2 Cu3 42.85(12) . . ? N2 Cu2 Cu3 137.94(15) . . ? O1 Cu2 Cu3 41.62(10) . . ? O5 Cu3 O1 96.15(18) . . ? O5 Cu3 N3 94.1(2) . . ? O1 Cu3 N3 166.8(2) . . ? O5 Cu3 O3 172.80(19) . . ? O1 Cu3 O3 88.44(16) . . ? N3 Cu3 O3 80.55(19) . . ? O5 Cu3 O7 98.45(19) . . ? O1 Cu3 O7 91.39(17) . . ? N3 Cu3 O7 95.24(19) . . ? O3 Cu3 O7 86.94(16) . . ? O5 Cu3 Cu2 145.23(14) . . ? O1 Cu3 Cu2 51.75(12) . . ? N3 Cu3 Cu2 119.76(16) . . ? O3 Cu3 Cu2 41.13(12) . . ? O7 Cu3 Cu2 72.75(12) . . ? O2 Cu4 O4 97.43(18) . . ? O2 Cu4 O10 93.46(18) . . ? O4 Cu4 O10 146.61(19) . . ? O2 Cu4 N4 168.5(2) . . ? O4 Cu4 N4 82.13(19) . . ? O10 Cu4 N4 93.07(19) . . ? O2 Cu4 O3 72.46(16) . . ? O4 Cu4 O3 82.12(16) . . ? O10 Cu4 O3 131.27(16) . . ? N4 Cu4 O3 96.18(17) . . ? N1 C1 C2 122.3(7) . . ? C3 C2 C1 117.9(8) . . ? C2 C3 C4 120.7(7) . . ? C3 C4 C5 118.4(8) . . ? N1 C5 C4 121.3(7) . . ? N1 C5 C6 115.3(6) . . ? C4 C5 C6 123.4(7) . . ? O1 C6 C5 109.3(5) . . ? N2 C7 C8 122.3(7) . . ? C7 C8 C9 119.0(7) . . ? C10 C9 C8 119.2(7) . . ? C9 C10 C11 119.7(7) . . ? N2 C11 C10 120.7(6) . . ? N2 C11 C12 116.3(6) . . ? C10 C11 C12 123.0(6) . . ? O2 C12 C11 110.7(5) . . ? N3 C13 C14 122.8(7) . . ? C13 C14 C15 118.7(7) . . ? C14 C15 C16 119.4(7) . . ? C15 C16 C17 118.7(7) . . ? N3 C17 C16 121.5(6) . . ? N3 C17 C18 115.4(6) . . ? C16 C17 C18 123.1(7) . . ? O3 C18 C17 110.2(5) . . ? N4 C19 C20 122.6(7) . . ? C21 C20 C19 118.4(7) . . ? C20 C21 C22 120.2(7) . . ? C21 C22 C23 119.1(7) . . ? N4 C23 C22 121.0(6) . . ? N4 C23 C24 115.6(6) . . ? C22 C23 C24 123.5(6) . . ? O4 C24 C23 109.8(5) . . ? O6 C25 O5 125.7(6) . . ? O6 C25 C26 118.1(6) . . ? O5 C25 C26 116.1(7) . . ? O7 C27 O8 126.6(7) . . ? O7 C27 C28 118.7(6) . . ? O8 C27 C28 114.7(6) . . ? O10 C29 O9 121.9(6) 3_557 . ? O10 C29 C30 121.1(6) 3_557 . ? O9 C29 C30 117.0(6) . . ? O11' Cl1 O14 117.7(9) . . ? O11' Cl1 O12 111.5(9) . . ? O14 Cl1 O12 127.0(8) . . ? O11' Cl1 O13' 111.9(8) . . ? O14 Cl1 O13' 40.9(7) . . ? O12 Cl1 O13' 130.3(8) . . ? O11' Cl1 O12' 121.8(8) . . ? O14 Cl1 O12' 119.5(8) . . ? O12 Cl1 O12' 29.6(7) . . ? O13' Cl1 O12' 104.1(7) . . ? O11' Cl1 O11 30.6(7) . . ? O14 Cl1 O11 108.6(7) . . ? O12 Cl1 O11 103.7(7) . . ? O13' Cl1 O11 126.0(8) . . ? O12' Cl1 O11 127.8(8) . . ? O11' Cl1 O13 72.4(7) . . ? O14 Cl1 O13 105.7(7) . . ? O12 Cl1 O13 106.5(7) . . ? O13' Cl1 O13 66.0(7) . . ? O12' Cl1 O13 83.2(8) . . ? O11 Cl1 O13 103.1(7) . . ? O11' Cl1 O14' 111.7(7) . . ? O14 Cl1 O14' 61.3(7) . . ? O12 Cl1 O14' 83.8(8) . . ? O13' Cl1 O14' 101.3(7) . . ? O12' Cl1 O14' 103.7(7) . . ? O11 Cl1 O14' 81.6(7) . . ? O13 Cl1 O14' 167.0(8) . . ? C5 N1 C1 119.4(6) . . ? C5 N1 Cu1 112.9(4) . . ? C1 N1 Cu1 127.7(5) . . ? C11 N2 C7 119.1(6) . . ? C11 N2 Cu2 113.4(4) . . ? C7 N2 Cu2 127.1(5) . . ? C17 N3 C13 118.7(6) . . ? C17 N3 Cu3 113.9(4) . . ? C13 N3 Cu3 127.4(5) . . ? C19 N4 C23 118.7(6) . . ? C19 N4 Cu4 126.1(5) . . ? C23 N4 Cu4 115.1(4) . . ? C6 O1 Cu3 124.9(4) . . ? C6 O1 Cu1 108.4(4) . . ? Cu3 O1 Cu1 104.32(19) . . ? C6 O1 Cu2 111.8(4) . . ? Cu3 O1 Cu2 86.63(15) . . ? Cu1 O1 Cu2 120.45(19) . . ? C12 O2 Cu4 131.3(4) . . ? C12 O2 Cu2 116.5(4) . . ? Cu4 O2 Cu2 111.0(2) . . ? C18 O3 Cu2 128.6(4) . . ? C18 O3 Cu3 109.8(3) . . ? Cu2 O3 Cu3 96.02(18) . . ? C18 O3 Cu4 119.8(4) . . ? Cu2 O3 Cu4 93.12(15) . . ? Cu3 O3 Cu4 105.32(16) . . ? C24 O4 Cu1 121.7(3) . . ? C24 O4 Cu4 115.9(3) . . ? Cu1 O4 Cu4 120.6(2) . . ? C25 O5 Cu3 126.2(4) . . ? C25 O6 Cu1 128.4(4) . . ? C27 O7 Cu3 126.8(4) . . ? C27 O8 Cu2 125.1(4) . . ? C29 O9 Cu1 120.6(4) . . ? C29 O10 Cu4 134.4(4) 3_557 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.779 _refine_diff_density_min -0.938 _refine_diff_density_rms 0.112 #=========================================================== data_3# _database_code_depnum_ccdc_archive 'CCDC 809263' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H17 Cl2 Cu2 N3 O11' _chemical_formula_weight 601.29 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 orthorhombic _symmetry_space_group_name_H-M 'F d d 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/4, y+1/4, z+1/4' 'x+1/4, -y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x+1/4, y+3/4, z+3/4' 'x+1/4, -y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+3/4, y+1/4, z+3/4' 'x+3/4, -y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+3/4, y+3/4, z+1/4' 'x+3/4, -y+3/4, z+1/4' _cell_length_a 22.645 _cell_length_b 28.612 _cell_length_c 13.161 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8527.3 _cell_formula_units_Z 16 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used 3651 _cell_measurement_theta_min 1.93 _cell_measurement_theta_max 25.05 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.874 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4832 _exptl_absorpt_coefficient_mu 2.309 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.636 _exptl_absorpt_correction_T_max 0.707 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(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 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10556 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.0524 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.05 _reflns_number_total 3651 _reflns_number_gt 2732 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The perchlorate counter ion is found to be disordered (0.57:0.43). Bond (DFIX) and thermal (SIMU) restraints are placed on this anion to obtain acceptable bond lengths and ADPs. Bond (DFIX) restrain is also placed on the pyridyl rings. ; _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^)+(0.0809P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(3) _refine_ls_number_reflns 3651 _refine_ls_number_parameters 326 _refine_ls_number_restraints 315 _refine_ls_R_factor_all 0.0793 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.1531 _refine_ls_wR_factor_gt 0.1406 _refine_ls_goodness_of_fit_ref 1.129 _refine_ls_restrained_S_all 1.187 _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 1.05415(5) 0.04136(4) 0.16175(7) 0.0488(3) Uani 1 1 d . . . Cu2 Cu 0.94878(5) 0.04267(4) 0.31812(7) 0.0503(3) Uani 1 1 d . . . C1 C 1.0755(5) 0.0621(4) -0.0596(7) 0.071(3) Uani 1 1 d D . . H1 H 1.1135 0.0505 -0.0522 0.085 Uiso 1 1 calc R . . C2 C 1.0608(5) 0.0818(4) -0.1504(7) 0.081(3) Uani 1 1 d D . . H2 H 1.0881 0.0840 -0.2030 0.097 Uiso 1 1 calc R . . C3 C 1.0047(5) 0.0981(4) -0.1612(7) 0.086(4) Uani 1 1 d D . . H3 H 0.9936 0.1119 -0.2223 0.103 Uiso 1 1 calc R . . C4 C 0.9639(5) 0.0946(4) -0.0838(7) 0.079(3) Uani 1 1 d D . . H4 H 0.9254 0.1053 -0.0927 0.094 Uiso 1 1 calc R . . C5 C 0.9813(4) 0.0747(3) 0.0075(6) 0.054(2) Uani 1 1 d D . . C6 C 0.9425(4) 0.0712(3) 0.0970(8) 0.058(2) Uani 1 1 d . . . H6A H 0.9325 0.1023 0.1208 0.069 Uiso 1 1 calc R . . H6B H 0.9062 0.0554 0.0783 0.069 Uiso 1 1 calc R . . C7 C 0.9266(7) 0.0595(5) 0.5372(8) 0.089(4) Uani 1 1 d D . . H7 H 0.9393 0.0900 0.5267 0.107 Uiso 1 1 calc R . . C8 C 0.9092(6) 0.0447(4) 0.6329(8) 0.094(4) Uani 1 1 d D . . H8 H 0.9100 0.0653 0.6876 0.113 Uiso 1 1 calc R . . C9 C 0.8909(6) -0.0002(4) 0.6457(8) 0.093(4) Uani 1 1 d D . . H9 H 0.8798 -0.0105 0.7100 0.112 Uiso 1 1 calc R . . C10 C 0.8886(5) -0.0305(4) 0.5654(6) 0.073(3) Uani 1 1 d D . . H10 H 0.8754 -0.0611 0.5738 0.087 Uiso 1 1 calc R . . C11 C 0.9066(4) -0.0144(3) 0.4711(6) 0.057(2) Uani 1 1 d D . . C12 C 0.9040(5) -0.0438(3) 0.3791(7) 0.062(3) Uani 1 1 d . . . H12A H 0.9169 -0.0753 0.3947 0.074 Uiso 1 1 calc R . . H12B H 0.8639 -0.0452 0.3535 0.074 Uiso 1 1 calc R . . C13 C 1.1883(5) 0.0292(3) 0.1319(7) 0.062(3) Uani 1 1 d . . . C14 C 1.2505(5) 0.0213(4) 0.1185(10) 0.090(4) Uani 1 1 d . . . H14A H 1.2587 -0.0115 0.1242 0.134 Uiso 1 1 calc R . . H14B H 1.2721 0.0380 0.1698 0.134 Uiso 1 1 calc R . . H14C H 1.2624 0.0321 0.0525 0.134 Uiso 1 1 calc R . . Cl1 Cl 0.04800(11) 0.17477(8) 0.15562(19) 0.0650(6) Uani 1 1 d DU . . Cl2 Cl 0.96163(14) 0.82909(9) 0.5621(2) 0.0780(7) Uani 1 1 d DU . . N1 N 1.0383(4) 0.0585(3) 0.0203(6) 0.058(2) Uani 1 1 d . . . N2 N 0.9250(3) 0.0288(3) 0.4593(5) 0.0535(18) Uani 1 1 d . . . N3 N 1.1397(4) 0.0362(3) 0.1443(6) 0.063(2) Uani 1 1 d . . . O1 O 0.9708(3) 0.04612(19) 0.1758(4) 0.0490(13) Uani 1 1 d . . . O2 O 0.9418(2) -0.0234(2) 0.3055(4) 0.0470(14) Uani 1 1 d . . . O3 O 0.9615(4) 0.1102(2) 0.3362(6) 0.079(2) Uani 1 1 d . . . H15 H 0.9623 0.1263 0.2830 0.118 Uiso 1 1 d R . . H16 H 0.9731 0.1270 0.3856 0.118 Uiso 1 1 d R . . O4 O 0.0799(4) 0.2132(2) 0.1956(7) 0.093(2) Uani 1 1 d DU . . O5 O 0.0665(4) 0.1330(2) 0.2086(6) 0.0904(19) Uani 1 1 d DU . . O6 O -0.0136(3) 0.1798(3) 0.1737(8) 0.106(2) Uani 1 1 d DU . . O7 O 0.0611(4) 0.1699(3) 0.0509(5) 0.108(2) Uani 1 1 d DU . . O8 O 0.9532(7) 0.8615(5) 0.4814(10) 0.112(2) Uani 0.57 1 d PDU A 1 O9 O 0.9300(7) 0.7873(4) 0.5542(13) 0.108(2) Uani 0.57 1 d PDU A 1 O10 O 0.9406(7) 0.8557(5) 0.6497(9) 0.112(2) Uani 0.57 1 d PDU A 1 O11 O 1.0233(4) 0.8228(5) 0.5776(13) 0.115(2) Uani 0.57 1 d PDU A 1 O8' O 1.0120(6) 0.8288(6) 0.4924(12) 0.102(2) Uani 0.43 1 d PDU A 2 O9' O 0.9121(7) 0.8085(7) 0.5111(13) 0.104(2) Uani 0.43 1 d PDU A 2 O10' O 0.9510(9) 0.8770(4) 0.5877(16) 0.108(3) Uani 0.43 1 d PDU A 2 O11' O 0.9791(9) 0.8047(6) 0.6520(11) 0.111(2) Uani 0.43 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0480(6) 0.0577(7) 0.0409(6) 0.0022(5) 0.0036(5) 0.0007(5) Cu2 0.0560(7) 0.0536(6) 0.0413(6) -0.0007(5) 0.0049(5) -0.0040(5) C1 0.090(8) 0.086(8) 0.037(5) -0.004(5) 0.016(6) 0.003(6) C2 0.104(10) 0.086(8) 0.053(7) 0.002(5) 0.027(7) -0.019(7) C3 0.114(10) 0.097(9) 0.047(6) 0.020(6) 0.003(7) -0.027(7) C4 0.090(8) 0.085(7) 0.062(7) 0.033(6) -0.018(6) -0.020(6) C5 0.068(6) 0.047(5) 0.046(5) 0.000(4) -0.005(5) -0.015(4) C6 0.051(5) 0.063(6) 0.059(6) 0.008(4) -0.007(5) -0.001(4) C7 0.110(10) 0.090(9) 0.067(8) -0.014(7) 0.011(8) -0.030(8) C8 0.111(11) 0.111(10) 0.060(8) -0.021(7) 0.013(7) -0.023(8) C9 0.099(9) 0.134(11) 0.047(7) 0.014(7) 0.018(6) -0.002(8) C10 0.083(7) 0.087(7) 0.049(6) 0.020(6) 0.003(6) 0.003(6) C11 0.055(5) 0.067(6) 0.048(5) 0.006(4) 0.004(4) 0.012(5) C12 0.066(6) 0.065(6) 0.054(6) 0.004(4) 0.015(5) -0.003(5) C13 0.075(7) 0.063(6) 0.048(6) -0.003(4) 0.002(5) 0.007(5) C14 0.070(8) 0.098(9) 0.101(9) 0.006(7) 0.010(7) -0.011(6) Cl1 0.0777(15) 0.0591(13) 0.0581(13) -0.0026(11) -0.0065(13) -0.0026(11) Cl2 0.110(2) 0.0655(15) 0.0584(14) 0.0066(13) -0.0024(14) -0.0135(14) N1 0.074(6) 0.060(5) 0.040(4) 0.004(3) 0.008(4) -0.006(4) N2 0.049(4) 0.073(5) 0.038(4) 0.003(4) 0.004(3) -0.010(4) N3 0.064(5) 0.060(5) 0.065(6) -0.005(4) 0.005(4) 0.008(4) O1 0.055(3) 0.059(4) 0.032(3) -0.005(3) -0.010(3) 0.012(3) O2 0.046(3) 0.052(3) 0.042(3) -0.003(3) 0.005(3) -0.015(2) O3 0.107(6) 0.065(4) 0.064(5) -0.007(3) 0.014(4) -0.001(4) O4 0.100(4) 0.078(4) 0.101(4) -0.010(3) -0.028(4) -0.009(3) O5 0.111(4) 0.077(4) 0.083(4) 0.012(3) -0.002(4) 0.002(3) O6 0.095(4) 0.103(4) 0.118(5) 0.001(4) -0.010(4) 0.001(4) O7 0.139(5) 0.099(4) 0.085(4) -0.005(4) -0.005(4) -0.013(4) O8 0.143(5) 0.102(4) 0.092(4) 0.016(4) 0.001(4) -0.009(4) O9 0.137(5) 0.093(4) 0.093(5) 0.006(4) 0.007(4) -0.021(4) O10 0.146(5) 0.100(4) 0.089(4) -0.001(4) -0.002(4) -0.016(4) O11 0.141(5) 0.105(4) 0.100(5) 0.010(4) -0.003(4) -0.012(4) O8' 0.132(5) 0.092(5) 0.083(5) 0.010(4) 0.002(5) -0.015(4) O9' 0.133(5) 0.094(5) 0.084(5) 0.004(4) -0.001(4) -0.015(4) O10' 0.139(5) 0.095(5) 0.092(5) 0.007(4) 0.002(5) -0.013(4) O11' 0.141(5) 0.103(5) 0.090(5) 0.015(4) -0.001(5) -0.008(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.901(6) . ? Cu1 N3 1.956(9) . ? Cu1 N1 1.958(8) . ? Cu1 O2 1.963(6) 2_755 ? Cu2 O2 1.903(6) . ? Cu2 O1 1.941(6) . ? Cu2 O3 1.967(7) . ? Cu2 N2 1.975(7) . ? C1 N1 1.351(12) . ? C1 C2 1.361(9) . ? C2 C3 1.360(9) . ? C3 C4 1.380(9) . ? C4 C5 1.386(8) . ? C5 N1 1.384(13) . ? C5 C6 1.472(13) . ? C6 O1 1.414(11) . ? C7 N2 1.351(14) . ? C7 C8 1.386(9) . ? C8 C9 1.363(9) . ? C9 C10 1.368(9) . ? C10 C11 1.385(8) . ? C11 N2 1.312(12) . ? C11 C12 1.476(13) . ? C12 O2 1.419(11) . ? C13 N3 1.131(12) . ? C13 C14 1.438(16) . ? Cl1 O7 1.417(7) . ? Cl1 O4 1.417(6) . ? Cl1 O6 1.422(6) . ? Cl1 O5 1.445(6) . ? Cl2 O9 1.397(8) . ? Cl2 O11 1.422(9) . ? Cl2 O8 1.423(8) . ? Cl2 O11' 1.428(9) . ? Cl2 O10' 1.433(9) . ? Cl2 O9' 1.433(9) . ? Cl2 O8' 1.464(9) . ? Cl2 O10 1.462(8) . ? O2 Cu1 1.963(6) 2_755 ? 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 N3 178.8(3) . . ? O1 Cu1 N1 83.9(3) . . ? N3 Cu1 N1 95.1(4) . . ? O1 Cu1 O2 88.4(2) . 2_755 ? N3 Cu1 O2 92.7(3) . 2_755 ? N1 Cu1 O2 172.1(3) . 2_755 ? O2 Cu2 O1 89.3(2) . . ? O2 Cu2 O3 175.8(3) . . ? O1 Cu2 O3 91.7(3) . . ? O2 Cu2 N2 81.9(3) . . ? O1 Cu2 N2 171.2(3) . . ? O3 Cu2 N2 97.1(3) . . ? N1 C1 C2 124.3(11) . . ? C1 C2 C3 117.5(10) . . ? C2 C3 C4 121.5(10) . . ? C3 C4 C5 118.7(10) . . ? N1 C5 C4 120.6(9) . . ? N1 C5 C6 115.8(7) . . ? C4 C5 C6 123.5(9) . . ? O1 C6 C5 110.6(7) . . ? N2 C7 C8 118.9(11) . . ? C9 C8 C7 119.1(10) . . ? C8 C9 C10 120.9(10) . . ? C9 C10 C11 118.0(9) . . ? N2 C11 C10 120.9(9) . . ? N2 C11 C12 116.9(7) . . ? C10 C11 C12 122.2(9) . . ? O2 C12 C11 107.5(8) . . ? N3 C13 C14 178.3(12) . . ? O7 Cl1 O4 109.3(6) . . ? O7 Cl1 O6 112.2(6) . . ? O4 Cl1 O6 111.0(5) . . ? O7 Cl1 O5 109.1(5) . . ? O4 Cl1 O5 108.3(5) . . ? O6 Cl1 O5 106.7(5) . . ? O9 Cl2 O11 114.0(9) . . ? O9 Cl2 O8 115.6(9) . . ? O11 Cl2 O8 108.7(8) . . ? O9 Cl2 O11' 77.7(10) . . ? O11 Cl2 O11' 63.2(10) . . ? O8 Cl2 O11' 166.7(10) . . ? O9 Cl2 O10' 138.6(11) . . ? O11 Cl2 O10' 104.6(10) . . ? O8 Cl2 O10' 61.9(10) . . ? O11' Cl2 O10' 108.6(10) . . ? O9 Cl2 O9' 38.1(9) . . ? O11 Cl2 O9' 141.6(11) . . ? O8 Cl2 O9' 79.2(10) . . ? O11' Cl2 O9' 113.8(10) . . ? O10' Cl2 O9' 111.8(10) . . ? O9 Cl2 O8' 110.4(10) . . ? O11 Cl2 O8' 47.5(9) . . ? O8 Cl2 O8' 68.9(10) . . ? O11' Cl2 O8' 107.6(10) . . ? O10' Cl2 O8' 106.5(9) . . ? O9' Cl2 O8' 108.3(10) . . ? O9 Cl2 O10 109.7(9) . . ? O11 Cl2 O10 105.8(9) . . ? O8 Cl2 O10 101.9(8) . . ? O11' Cl2 O10 72.0(10) . . ? O10' Cl2 O10 42.3(9) . . ? O9' Cl2 O10 109.1(11) . . ? O8' Cl2 O10 138.7(9) . . ? C1 N1 C5 117.4(8) . . ? C1 N1 Cu1 130.2(7) . . ? C5 N1 Cu1 111.8(6) . . ? C11 N2 C7 122.1(8) . . ? C11 N2 Cu2 112.8(6) . . ? C7 N2 Cu2 125.1(7) . . ? C13 N3 Cu1 173.9(8) . . ? C6 O1 Cu1 114.5(6) . . ? C6 O1 Cu2 128.1(6) . . ? Cu1 O1 Cu2 110.2(3) . . ? C12 O2 Cu2 113.6(5) . . ? C12 O2 Cu1 125.3(5) . 2_755 ? Cu2 O2 Cu1 109.9(3) . 2_755 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.707 _refine_diff_density_min -0.693 _refine_diff_density_rms 0.105 #=========================================================== data_4# _database_code_depnum_ccdc_archive 'CCDC 809264' #TrackingRef '- CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H19 Cl Cu2 N2 O11' _chemical_formula_weight 553.84 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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.9919(18) _cell_length_b 13.5763(5) _cell_length_c 16.966(2) _cell_angle_alpha 90.00 _cell_angle_beta 120.092(14) _cell_angle_gamma 90.00 _cell_volume 4382.8(7) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3863 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.679 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 2.119 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.481 _exptl_absorpt_correction_T_max 0.589 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8683 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0605 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3863 _reflns_number_gt 2482 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The perchlorate counter ion is found to be disordered (0.4:0.6). Bond (DFIX) and thermal (ISOR) restraints are placed on this anion to obtain acceptable bond lengths and ADPs. Bond (DFIX) restrain is also placed on the water molecules. ; _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^)+(0.0677P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3863 _refine_ls_number_parameters 314 _refine_ls_number_restraints 70 _refine_ls_R_factor_all 0.0628 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.1146 _refine_ls_wR_factor_gt 0.1105 _refine_ls_goodness_of_fit_ref 0.928 _refine_ls_restrained_S_all 0.974 _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 0.09055(3) 0.14610(4) 0.30121(3) 0.0403(2) Uani 1 1 d . . . Cu2 Cu -0.00046(3) 0.00796(4) 0.14679(3) 0.0388(2) Uani 1 1 d . . . C1 C 0.1310(3) 0.3576(4) 0.3150(3) 0.0548(14) Uani 1 1 d . . . H1 H 0.1572 0.3406 0.2878 0.066 Uiso 1 1 calc R . . C2 C 0.1275(3) 0.4538(4) 0.3353(4) 0.0622(16) Uani 1 1 d . . . H2 H 0.1515 0.5016 0.3224 0.075 Uiso 1 1 calc R . . C3 C 0.0891(4) 0.4801(4) 0.3743(4) 0.0709(18) Uani 1 1 d . . . H3 H 0.0866 0.5458 0.3881 0.085 Uiso 1 1 calc R . . C4 C 0.0541(3) 0.4086(4) 0.3933(4) 0.0594(15) Uani 1 1 d . . . H4 H 0.0269 0.4255 0.4192 0.071 Uiso 1 1 calc R . . C5 C 0.0597(3) 0.3111(4) 0.3735(3) 0.0426(12) Uani 1 1 d . . . C6 C 0.0260(3) 0.2271(4) 0.3945(3) 0.0460(13) Uani 1 1 d . . . H6A H 0.0530 0.2114 0.4588 0.055 Uiso 1 1 calc R . . H6B H -0.0211 0.2455 0.3802 0.055 Uiso 1 1 calc R . . C7 C -0.0042(3) -0.2033(4) 0.0924(3) 0.0543(14) Uani 1 1 d . . . H7 H -0.0460 -0.1887 0.0392 0.065 Uiso 1 1 calc R . . C8 C 0.0224(3) -0.2970(4) 0.1053(4) 0.0651(17) Uani 1 1 d . . . H8 H -0.0002 -0.3449 0.0607 0.078 Uiso 1 1 calc R . . C9 C 0.0823(4) -0.3186(5) 0.1839(5) 0.081(2) Uani 1 1 d . . . H9 H 0.1009 -0.3819 0.1941 0.097 Uiso 1 1 calc R . . C10 C 0.1156(3) -0.2458(4) 0.2491(4) 0.0671(18) Uani 1 1 d . . . H10 H 0.1567 -0.2597 0.3032 0.080 Uiso 1 1 calc R . . C11 C 0.0869(3) -0.1527(4) 0.2325(3) 0.0452(12) Uani 1 1 d . . . C12 C 0.1207(3) -0.0697(4) 0.2976(3) 0.0489(13) Uani 1 1 d . . . H12A H 0.1380 -0.0925 0.3594 0.059 Uiso 1 1 calc R . . H12B H 0.1603 -0.0450 0.2931 0.059 Uiso 1 1 calc R . . C13 C 0.1488(3) 0.1139(4) 0.1841(3) 0.0421(12) Uani 1 1 d . . . C14 C 0.2115(3) 0.1189(5) 0.1712(4) 0.0643(16) Uani 1 1 d . . . H14A H 0.2352 0.0565 0.1866 0.096 Uiso 1 1 calc R . . H14B H 0.2431 0.1691 0.2100 0.096 Uiso 1 1 calc R . . H14C H 0.1964 0.1343 0.1088 0.096 Uiso 1 1 calc R . . Cl1 Cl 0.33094(9) 0.91021(13) 0.38461(10) 0.0731(5) Uani 1 1 d DU . . N1 N 0.0970(2) 0.2866(3) 0.3336(2) 0.0425(10) Uani 1 1 d . . . N2 N 0.0285(2) -0.1312(3) 0.1552(2) 0.0421(10) Uani 1 1 d . . . O1 O 0.02287(16) 0.1446(2) 0.34305(18) 0.0398(8) Uani 1 1 d . . . O2 O 0.07120(16) 0.0065(2) 0.27698(19) 0.0382(8) Uani 1 1 d . . . O3 O 0.15735(16) 0.1524(2) 0.2584(2) 0.0450(8) Uani 1 1 d . . . O4 O 0.09369(17) 0.0751(3) 0.12642(19) 0.0466(9) Uani 1 1 d . . . O5 O -0.0808(2) 0.0006(3) 0.0229(2) 0.0641(12) Uani 1 1 d D . . H15 H -0.1218(14) 0.020(5) 0.007(4) 0.096 Uiso 1 1 d D . . H16 H -0.083(3) -0.020(5) -0.026(2) 0.096 Uiso 1 1 d D . . O6 O 0.3021(8) 0.9921(10) 0.4114(10) 0.129(5) Uani 0.40 1 d PDU A 1 O6' O 0.3002(5) 0.9039(9) 0.4399(5) 0.107(3) Uani 0.60 1 d PDU A 2 O7 O 0.2782(3) 0.8900(4) 0.2940(3) 0.1095(17) Uani 1 1 d DU A . O8 O 0.3433(9) 0.8362(10) 0.4516(8) 0.135(5) Uani 0.40 1 d PDU A 1 O9 O 0.3977(6) 0.9430(13) 0.4003(10) 0.137(6) Uani 0.40 1 d PDU A 1 O8' O 0.3831(4) 0.8360(6) 0.4051(6) 0.110(3) Uani 0.60 1 d PDU A 2 O9' O 0.3604(6) 1.0045(6) 0.3916(7) 0.127(4) Uani 0.60 1 d PDU A 2 O1W O 0.8007(12) 0.0955(18) 1.0309(16) 0.121(9) Uani 0.40 1 d P B 1 O1W' O 0.8146(7) 0.1307(10) 1.0047(10) 0.083(4) Uani 0.60 1 d P C 2 O2W O 0.2876(3) 0.1829(6) 0.4210(4) 0.172(3) Uani 1 1 d . . . H2A H 0.2461 0.1825 0.3755 0.258 Uiso 1 1 d R . . H2B H 0.3095 0.1344 0.4153 0.258 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0383(3) 0.0516(4) 0.0357(3) -0.0055(3) 0.0220(3) -0.0066(3) Cu2 0.0350(3) 0.0505(4) 0.0276(3) -0.0006(3) 0.0133(2) 0.0053(3) C1 0.051(3) 0.063(4) 0.051(3) -0.004(3) 0.026(3) -0.012(3) C2 0.063(4) 0.049(4) 0.073(4) 0.001(3) 0.033(3) -0.014(3) C3 0.079(5) 0.047(4) 0.082(4) -0.006(3) 0.037(4) -0.006(3) C4 0.059(4) 0.063(4) 0.061(3) -0.017(3) 0.034(3) -0.008(3) C5 0.040(3) 0.053(3) 0.031(2) -0.006(2) 0.015(2) -0.001(2) C6 0.045(3) 0.059(3) 0.040(3) -0.012(2) 0.026(2) -0.006(3) C7 0.062(4) 0.059(4) 0.045(3) -0.003(3) 0.029(3) -0.007(3) C8 0.087(5) 0.048(4) 0.059(4) -0.004(3) 0.036(4) 0.000(3) C9 0.107(6) 0.050(4) 0.085(5) 0.014(4) 0.049(4) 0.022(4) C10 0.068(4) 0.059(4) 0.058(3) 0.007(3) 0.020(3) 0.018(3) C11 0.040(3) 0.053(3) 0.044(3) 0.004(2) 0.022(2) 0.008(3) C12 0.037(3) 0.057(3) 0.047(3) 0.005(3) 0.017(2) 0.009(3) C13 0.040(3) 0.053(3) 0.040(3) 0.004(2) 0.025(2) 0.003(2) C14 0.052(3) 0.095(5) 0.060(3) -0.016(3) 0.038(3) -0.011(3) Cl1 0.0644(10) 0.0824(11) 0.0683(9) -0.0034(8) 0.0301(8) 0.0046(9) N1 0.037(2) 0.051(3) 0.038(2) -0.0039(19) 0.0174(18) -0.009(2) N2 0.044(2) 0.044(2) 0.039(2) -0.0027(19) 0.0214(19) 0.0004(19) O1 0.0446(18) 0.0475(19) 0.0357(16) -0.0058(14) 0.0263(15) -0.0093(16) O2 0.0321(17) 0.048(2) 0.0316(15) 0.0010(14) 0.0136(13) 0.0037(15) O3 0.0386(18) 0.060(2) 0.0429(18) -0.0076(16) 0.0249(15) -0.0073(17) O4 0.037(2) 0.070(2) 0.0341(17) -0.0077(16) 0.0182(16) -0.0070(17) O5 0.047(2) 0.095(3) 0.0335(17) -0.0135(19) 0.0068(16) 0.021(2) O6 0.125(7) 0.125(7) 0.126(7) -0.026(5) 0.054(5) 0.010(5) O6' 0.109(5) 0.139(5) 0.093(4) -0.006(4) 0.065(4) -0.009(4) O7 0.095(3) 0.136(4) 0.088(3) -0.016(3) 0.038(3) 0.016(3) O8 0.139(7) 0.126(7) 0.131(7) 0.010(5) 0.063(5) -0.009(5) O9 0.123(7) 0.140(7) 0.145(7) 0.006(5) 0.065(5) -0.004(5) O8' 0.091(4) 0.110(5) 0.109(4) 0.002(4) 0.035(4) 0.032(4) O9' 0.139(5) 0.113(5) 0.132(5) -0.011(4) 0.070(4) -0.016(4) O1W 0.079(15) 0.129(18) 0.093(14) -0.016(11) -0.003(10) -0.005(11) O1W' 0.043(5) 0.096(9) 0.110(9) -0.017(6) 0.038(5) 0.010(5) O2W 0.085(4) 0.274(9) 0.091(4) -0.056(5) -0.005(3) 0.038(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O3 1.940(3) . ? Cu1 O2 1.941(3) . ? Cu1 O1 1.944(3) . ? Cu1 N1 1.971(4) . ? Cu1 Cu2 3.0214(9) . ? Cu2 O1 1.949(3) 2 ? Cu2 O5 1.956(3) . ? Cu2 O2 1.968(3) . ? Cu2 N2 1.976(4) . ? C1 N1 1.351(6) . ? C1 C2 1.363(8) . ? C2 C3 1.355(9) . ? C3 C4 1.375(8) . ? C4 C5 1.386(7) . ? C5 N1 1.342(6) . ? C5 C6 1.496(7) . ? C6 O1 1.400(5) . ? C7 N2 1.357(6) . ? C7 C8 1.372(8) . ? C8 C9 1.355(8) . ? C9 C10 1.387(8) . ? C10 C11 1.377(7) . ? C11 N2 1.329(6) . ? C11 C12 1.490(7) . ? C12 O2 1.412(6) . ? C13 O4 1.231(5) . ? C13 O3 1.288(6) . ? C13 C14 1.503(7) . ? Cl1 O6' 1.407(7) . ? Cl1 O9' 1.412(7) . ? Cl1 O7 1.413(4) . ? Cl1 O9 1.426(8) . ? Cl1 O8' 1.433(6) . ? Cl1 O8 1.437(8) . ? Cl1 O6 1.461(8) . ? O1 Cu2 1.949(3) 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 O2 95.18(14) . . ? O3 Cu1 O1 178.02(14) . . ? O2 Cu1 O1 86.58(13) . . ? O3 Cu1 N1 95.75(16) . . ? O2 Cu1 N1 169.07(16) . . ? O1 Cu1 N1 82.49(15) . . ? O3 Cu1 Cu2 89.97(9) . . ? O2 Cu1 Cu2 39.70(8) . . ? O1 Cu1 Cu2 90.83(9) . . ? N1 Cu1 Cu2 140.04(11) . . ? O1 Cu2 O5 90.63(15) 2 . ? O1 Cu2 O2 90.35(12) 2 . ? O5 Cu2 O2 171.60(17) . . ? O1 Cu2 N2 172.02(13) 2 . ? O5 Cu2 N2 96.53(16) . . ? O2 Cu2 N2 82.06(14) . . ? O1 Cu2 Cu1 54.51(9) 2 . ? O5 Cu2 Cu1 144.29(13) . . ? O2 Cu2 Cu1 39.05(9) . . ? N2 Cu2 Cu1 118.79(11) . . ? N1 C1 C2 121.1(6) . . ? C3 C2 C1 120.3(6) . . ? C2 C3 C4 119.2(6) . . ? C3 C4 C5 119.3(6) . . ? N1 C5 C4 120.6(5) . . ? N1 C5 C6 115.6(4) . . ? C4 C5 C6 123.8(5) . . ? O1 C6 C5 109.8(4) . . ? N2 C7 C8 121.8(5) . . ? C9 C8 C7 119.0(6) . . ? C8 C9 C10 119.6(6) . . ? C11 C10 C9 119.1(5) . . ? N2 C11 C10 121.3(5) . . ? N2 C11 C12 116.2(4) . . ? C10 C11 C12 122.4(4) . . ? O2 C12 C11 109.6(4) . . ? O4 C13 O3 123.7(5) . . ? O4 C13 C14 120.9(4) . . ? O3 C13 C14 115.4(4) . . ? O6' Cl1 O9' 110.7(6) . . ? O6' Cl1 O7 107.9(4) . . ? O9' Cl1 O7 111.1(5) . . ? O6' Cl1 O9 133.5(8) . . ? O9' Cl1 O9 46.7(7) . . ? O7 Cl1 O9 118.1(7) . . ? O6' Cl1 O8' 112.9(6) . . ? O9' Cl1 O8' 109.8(6) . . ? O7 Cl1 O8' 104.4(4) . . ? O9 Cl1 O8' 63.2(8) . . ? O6' Cl1 O8 52.7(7) . . ? O9' Cl1 O8 132.1(7) . . ? O7 Cl1 O8 116.8(6) . . ? O9 Cl1 O8 107.6(8) . . ? O8' Cl1 O8 60.4(8) . . ? O6' Cl1 O6 53.9(7) . . ? O9' Cl1 O6 62.4(8) . . ? O7 Cl1 O6 103.8(6) . . ? O9 Cl1 O6 105.7(9) . . ? O8' Cl1 O6 151.6(6) . . ? O8 Cl1 O6 103.0(9) . . ? C5 N1 C1 119.5(5) . . ? C5 N1 Cu1 113.8(3) . . ? C1 N1 Cu1 126.6(4) . . ? C11 N2 C7 119.1(4) . . ? C11 N2 Cu2 113.5(3) . . ? C7 N2 Cu2 127.4(3) . . ? C6 O1 Cu1 114.3(3) . . ? C6 O1 Cu2 129.9(3) . 2 ? Cu1 O1 Cu2 108.43(15) . 2 ? C12 O2 Cu1 127.1(3) . . ? C12 O2 Cu2 111.7(3) . . ? Cu1 O2 Cu2 101.25(13) . . ? C13 O3 Cu1 125.6(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.254 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.092 #===========================================================end