data_hm-ss3-a1-2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(piperidinium) hexaacetatodicopper(II) ; _chemical_name_common [C5H12N]2[Cu2(OAc)6] _chemical_melting_point ? _chemical_formula_moiety 'C22 H42 Cu2 N2 O12' _chemical_formula_sum 'C22 H42 Cu2 N2 O12' _chemical_formula_weight 653.66 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' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'I 2/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 16.850(10) _cell_length_b 9.878(8) _cell_length_c 18.290(11) _cell_angle_alpha 90.00 _cell_angle_beta 105.79(6) _cell_angle_gamma 90.00 _cell_volume 2929(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1347 _cell_measurement_theta_min 2.313 _cell_measurement_theta_max 23.054 _exptl_crystal_description 'block' _exptl_crystal_colour 'green' _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.482 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 1.511 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.9283 _exptl_absorpt_correction_T_max 0.9283 _exptl_absorpt_process_details 'SADABS' _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13606 _diffrn_reflns_av_R_equivalents 0.0889 _diffrn_reflns_av_sigmaI/netI 0.0804 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 26.38 _reflns_number_total 3008 _reflns_number_gt 2035 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXL-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^ > 2\s(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^)+(0.0404P)^2^+2.8979P] 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 3008 _refine_ls_number_parameters 175 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0831 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1226 _refine_ls_wR_factor_gt 0.1045 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.27847(3) -1.01368(4) 0.43962(3) 0.02120(17) Uani 1 1 d . . . O2 O 0.31358(15) -1.0365(3) 0.33555(15) 0.0244(6) Uani 1 1 d . . . O6 O 0.35735(16) -0.8800(3) 0.49850(16) 0.0266(6) Uani 1 1 d . . . O8 O 0.19903(16) -0.8667(2) 0.40297(15) 0.0253(6) Uani 1 1 d . . . O5 O 0.34967(16) -1.1641(2) 0.49036(15) 0.0245(6) Uani 1 1 d . . . O7 O 0.18806(16) -1.1480(2) 0.40057(15) 0.0247(6) Uani 1 1 d . . . O12 O 0.39836(17) -1.1352(3) 0.27706(16) 0.0321(7) Uani 1 1 d . . . N2 N 0.32803(19) -1.1110(3) 0.77487(18) 0.0242(8) Uani 1 1 d . . . H2A H 0.2801 -1.0936 0.7377 0.029 Uiso 1 1 calc R . . H2B H 0.3463 -1.1955 0.7659 0.029 Uiso 1 1 calc R . . C6 C 0.1474(2) -1.2008(4) 0.4430(2) 0.0205(8) Uani 1 1 d . . . C14 C 0.3523(2) -0.8317(4) 0.5611(2) 0.0229(9) Uani 1 1 d . . . C19 C 0.3918(2) -1.0075(4) 0.7702(2) 0.0258(9) Uani 1 1 d . . . H19A H 0.4007 -1.0093 0.7189 0.031 Uiso 1 1 calc R . . H19B H 0.4447 -1.0291 0.8077 0.031 Uiso 1 1 calc R . . C17 C 0.3856(2) -1.0569(4) 0.3260(2) 0.0227(9) Uani 1 1 d . . . C10 C 0.4565(2) -0.9812(4) 0.3774(2) 0.0299(10) Uani 1 1 d . . . H10A H 0.4776 -1.0320 0.4248 0.045 Uiso 1 1 calc R . . H10B H 0.4377 -0.8918 0.3889 0.045 Uiso 1 1 calc R . . H10C H 0.5005 -0.9705 0.3522 0.045 Uiso 1 1 calc R . . C7 C 0.0925(2) -1.3202(4) 0.4109(2) 0.0292(10) Uani 1 1 d . . . H7A H 0.1165 -1.4032 0.4372 0.044 Uiso 1 1 calc R . . H7B H 0.0878 -1.3289 0.3565 0.044 Uiso 1 1 calc R . . H7C H 0.0376 -1.3059 0.4182 0.044 Uiso 1 1 calc R . . C4 C 0.3632(3) -0.8672(4) 0.7861(2) 0.0316(10) Uani 1 1 d . . . H4A H 0.3132 -0.8422 0.7456 0.038 Uiso 1 1 calc R . . H4B H 0.4068 -0.8003 0.7858 0.038 Uiso 1 1 calc R . . C15 C 0.4134(3) -0.7219(4) 0.5967(2) 0.0319(10) Uani 1 1 d . . . H15A H 0.3841 -0.6464 0.6125 0.048 Uiso 1 1 calc R . . H15B H 0.4414 -0.6896 0.5595 0.048 Uiso 1 1 calc R . . H15C H 0.4543 -0.7585 0.6411 0.048 Uiso 1 1 calc R . . C18 C 0.3104(3) -1.1108(4) 0.8506(2) 0.0317(10) Uani 1 1 d . . . H18A H 0.3608 -1.1360 0.8906 0.038 Uiso 1 1 calc R . . H18B H 0.2671 -1.1785 0.8509 0.038 Uiso 1 1 calc R . . C2 C 0.2817(3) -0.9715(4) 0.8673(3) 0.0373(11) Uani 1 1 d . . . H2C H 0.2283 -0.9507 0.8301 0.045 Uiso 1 1 calc R . . H2D H 0.2729 -0.9713 0.9186 0.045 Uiso 1 1 calc R . . C010 C 0.3439(3) -0.8633(4) 0.8630(3) 0.0361(11) Uani 1 1 d . . . H01A H 0.3953 -0.8776 0.9041 0.043 Uiso 1 1 calc R . . H01B H 0.3216 -0.7731 0.8705 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0231(3) 0.0212(3) 0.0206(3) 0.0000(2) 0.0083(2) -0.0005(2) O2 0.0224(14) 0.0303(15) 0.0201(16) -0.0012(12) 0.0047(12) 0.0016(11) O6 0.0262(14) 0.0273(15) 0.0283(17) -0.0059(13) 0.0109(13) -0.0062(12) O8 0.0299(15) 0.0223(14) 0.0253(17) 0.0040(12) 0.0104(14) 0.0045(11) O5 0.0285(15) 0.0248(14) 0.0208(16) 0.0021(12) 0.0078(13) 0.0046(12) O7 0.0261(14) 0.0236(14) 0.0248(17) 0.0007(12) 0.0075(13) -0.0023(11) O12 0.0376(17) 0.0278(16) 0.0348(19) -0.0101(13) 0.0165(15) -0.0059(13) N2 0.0266(18) 0.0210(17) 0.024(2) 0.0005(15) 0.0056(16) 0.0013(13) C6 0.0185(19) 0.021(2) 0.022(2) 0.0014(17) 0.0054(18) 0.0031(15) C14 0.026(2) 0.0136(19) 0.027(3) 0.0044(17) 0.0044(19) 0.0026(15) C19 0.025(2) 0.033(2) 0.021(2) 0.0009(18) 0.0082(18) -0.0042(17) C17 0.032(2) 0.0200(19) 0.019(2) 0.0047(17) 0.0107(19) -0.0017(16) C10 0.0195(19) 0.034(2) 0.037(3) -0.011(2) 0.0089(19) -0.0029(17) C7 0.032(2) 0.025(2) 0.032(3) -0.0045(19) 0.012(2) -0.0117(17) C4 0.042(3) 0.021(2) 0.033(3) -0.0008(18) 0.012(2) -0.0042(18) C15 0.034(2) 0.025(2) 0.035(3) -0.005(2) 0.008(2) -0.0065(18) C18 0.041(3) 0.033(2) 0.023(3) -0.0021(19) 0.014(2) -0.0090(19) C2 0.037(2) 0.044(3) 0.035(3) -0.009(2) 0.017(2) -0.004(2) C010 0.044(3) 0.030(2) 0.037(3) -0.014(2) 0.016(2) -0.004(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O8 1.965(3) . ? Cu1 O6 1.973(3) . ? Cu1 O5 1.976(3) . ? Cu1 O7 2.000(3) . ? Cu1 O2 2.153(3) . ? Cu1 Cu1 2.6367(18) 2_556 ? O2 C17 1.288(4) . ? O6 C14 1.265(5) . ? O8 C14 1.268(4) 2_556 ? O5 C6 1.259(4) 2_556 ? O7 C6 1.278(4) . ? O12 C17 1.245(4) . ? N2 C18 1.495(5) . ? N2 C19 1.503(5) . ? N2 H2A 0.9200 . ? N2 H2B 0.9200 . ? C6 O5 1.259(4) 2_556 ? C6 C7 1.515(5) . ? C14 O8 1.268(4) 2_556 ? C14 C15 1.515(5) . ? C19 C4 1.521(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C17 C10 1.503(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C4 C010 1.527(6) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C18 C2 1.516(6) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C2 C010 1.514(6) . ? C2 H2C 0.9900 . ? C2 H2D 0.9900 . ? C010 H01A 0.9900 . ? C010 H01B 0.9900 . ? 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 O8 Cu1 O6 89.25(13) . . ? O8 Cu1 O5 170.51(11) . . ? O6 Cu1 O5 90.81(13) . . ? O8 Cu1 O7 89.23(13) . . ? O6 Cu1 O7 166.85(11) . . ? O5 Cu1 O7 88.56(13) . . ? O8 Cu1 O2 95.82(11) . . ? O6 Cu1 O2 104.26(11) . . ? O5 Cu1 O2 93.36(11) . . ? O7 Cu1 O2 88.89(11) . . ? O8 Cu1 Cu1 85.21(8) . 2_556 ? O6 Cu1 Cu1 83.53(9) . 2_556 ? O5 Cu1 Cu1 85.38(8) . 2_556 ? O7 Cu1 Cu1 83.33(9) . 2_556 ? O2 Cu1 Cu1 172.14(7) . 2_556 ? C17 O2 Cu1 129.2(3) . . ? C14 O6 Cu1 123.1(2) . . ? C14 O8 Cu1 121.5(2) 2_556 . ? C6 O5 Cu1 122.0(2) 2_556 . ? C6 O7 Cu1 122.4(3) . . ? C18 N2 C19 112.2(3) . . ? C18 N2 H2A 109.2 . . ? C19 N2 H2A 109.2 . . ? C18 N2 H2B 109.2 . . ? C19 N2 H2B 109.2 . . ? H2A N2 H2B 107.9 . . ? O5 C6 O7 125.7(3) 2_556 . ? O5 C6 C7 117.3(3) 2_556 . ? O7 C6 C7 117.0(3) . . ? O6 C14 O8 126.1(4) . 2_556 ? O6 C14 C15 117.0(3) . . ? O8 C14 C15 116.9(4) 2_556 . ? N2 C19 C4 109.9(3) . . ? N2 C19 H19A 109.7 . . ? C4 C19 H19A 109.7 . . ? N2 C19 H19B 109.7 . . ? C4 C19 H19B 109.7 . . ? H19A C19 H19B 108.2 . . ? O12 C17 O2 123.2(4) . . ? O12 C17 C10 119.7(3) . . ? O2 C17 C10 117.1(3) . . ? C17 C10 H10A 109.5 . . ? C17 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C17 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C19 C4 C010 111.0(3) . . ? C19 C4 H4A 109.4 . . ? C010 C4 H4A 109.4 . . ? C19 C4 H4B 109.4 . . ? C010 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C18 C2 110.0(3) . . ? N2 C18 H18A 109.7 . . ? C2 C18 H18A 109.7 . . ? N2 C18 H18B 109.7 . . ? C2 C18 H18B 109.7 . . ? H18A C18 H18B 108.2 . . ? C010 C2 C18 111.6(3) . . ? C010 C2 H2C 109.3 . . ? C18 C2 H2C 109.3 . . ? C010 C2 H2D 109.3 . . ? C18 C2 H2D 109.3 . . ? H2C C2 H2D 108.0 . . ? C2 C010 C4 110.7(3) . . ? C2 C010 H01A 109.5 . . ? C4 C010 H01A 109.5 . . ? C2 C010 H01B 109.5 . . ? C4 C010 H01B 109.5 . . ? H01A C010 H01B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.567 _refine_diff_density_min -0.650 _refine_diff_density_rms 0.101 data_hm-ss3-a1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; dihydroxo-hexaacetato-tetrapiperidino-tetracopper(II) ; _chemical_name_common [Cu4(?3-OH)2(OAc)6(C5H11N)4] _chemical_melting_point ? _chemical_formula_moiety 'C32 H64 Cu4 N4 O14, 2(C2 H3 N)' _chemical_formula_sum 'C36 H70 Cu4 N6 O14' _chemical_formula_weight 1065.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P 1 21/n 1' 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 10.5862(4) _cell_length_b 15.0155(6) _cell_length_c 15.7337(6) _cell_angle_alpha 90.00 _cell_angle_beta 109.653(5) _cell_angle_gamma 90.00 _cell_volume 2355.29(16) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4871 _cell_measurement_theta_min 3.8360 _cell_measurement_theta_max 29.1370 _exptl_crystal_description 'prism' _exptl_crystal_colour 'blue' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.502 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 1.847 _exptl_absorpt_correction_type 'analytical' _exptl_absorpt_correction_T_min 0.5895 _exptl_absorpt_correction_T_max 0.6867 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _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 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.4383 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11497 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0451 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 29.48 _reflns_number_total 5377 _reflns_number_gt 4413 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) ; _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'WinGX' _computing_publication_material 'WinGX' _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^ > 2\s(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^)+(0.0294P)^2^+0.9568P] 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 5377 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0790 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 0.05118(3) 0.825711(19) 0.080092(18) 0.01853(8) Uani 1 1 d . . . Cu2 Cu -0.05587(3) 1.032667(18) 0.072068(18) 0.01819(8) Uani 1 1 d . . . O1 O -0.11002(16) 0.82690(11) -0.02846(11) 0.0254(4) Uani 1 1 d . . . O3 O 0.18948(17) 0.82360(11) 0.20246(11) 0.0283(4) Uani 1 1 d . . . O2 O -0.21070(16) 0.91858(12) 0.04025(11) 0.0284(4) Uani 1 1 d . . . O5 O 0.08490(15) 0.95087(10) 0.05735(10) 0.0179(3) Uani 1 1 d . . . H5 H 0.1770 0.9701 0.0955 0.022 Uiso 1 1 calc R . . O7 O 0.18290(16) 0.88039(11) -0.08642(11) 0.0261(4) Uani 1 1 d . . . O6 O 0.17494(17) 0.77074(12) 0.00803(12) 0.0307(4) Uani 1 1 d . . . N5 N -0.00081(19) 0.70696(13) 0.11800(13) 0.0218(4) Uani 1 1 d . . . H5C H 0.0772 0.6835 0.1591 0.026 Uiso 1 1 calc R . . C1 C -0.2125(2) 0.86679(16) -0.02114(16) 0.0245(5) Uani 1 1 d . . . C2 C -0.3421(3) 0.8490(2) -0.0969(2) 0.0470(8) Uani 1 1 d . . . H2A H -0.4173 0.8530 -0.0740 0.071 Uiso 1 1 calc R . . H2B H -0.3395 0.7892 -0.1212 0.071 Uiso 1 1 calc R . . H2C H -0.3538 0.8932 -0.1448 0.071 Uiso 1 1 calc R . . C5 C -0.1806(3) 0.55987(18) 0.12530(18) 0.0315(6) Uani 1 1 d . . . H5A H -0.2676 0.5794 0.0817 0.038 Uiso 1 1 calc R . . H5B H -0.1941 0.5015 0.1502 0.038 Uiso 1 1 calc R . . C8 C -0.0689(3) 0.97801(17) 0.24930(16) 0.0271(6) Uani 1 1 d . . . H8A H -0.1061 0.9218 0.2180 0.033 Uiso 1 1 calc R . . H8B H -0.1446 1.0192 0.2428 0.033 Uiso 1 1 calc R . . C3 C -0.0481(3) 0.64029(17) 0.04430(17) 0.0268(5) Uani 1 1 d . . . H3A H 0.0215 0.6325 0.0157 0.032 Uiso 1 1 calc R . . H3B H -0.1302 0.6630 -0.0023 0.032 Uiso 1 1 calc R . . C7 C -0.0970(3) 0.71583(17) 0.16748(17) 0.0290(6) Uani 1 1 d . . . H7A H -0.1804 0.7438 0.1272 0.035 Uiso 1 1 calc R . . H7B H -0.0582 0.7559 0.2197 0.035 Uiso 1 1 calc R . . C9 C 0.0036(3) 0.95897(18) 0.34952(17) 0.0338(6) Uani 1 1 d . . . H9A H -0.0611 0.9351 0.3768 0.041 Uiso 1 1 calc R . . H9B H 0.0738 0.9134 0.3559 0.041 Uiso 1 1 calc R . . C4 C -0.0781(3) 0.55076(17) 0.07772(19) 0.0321(6) Uani 1 1 d . . . H4A H 0.0057 0.5251 0.1199 0.039 Uiso 1 1 calc R . . H4B H -0.1129 0.5095 0.0260 0.039 Uiso 1 1 calc R . . C12 C 0.0829(2) 1.10110(17) 0.25387(16) 0.0276(6) Uani 1 1 d . . . H12A H 0.0111 1.1455 0.2473 0.033 Uiso 1 1 calc R . . H12B H 0.1454 1.1258 0.2252 0.033 Uiso 1 1 calc R . . C11 C 0.1579(3) 1.0857(2) 0.35327(17) 0.0350(6) Uani 1 1 d . . . H11A H 0.1918 1.1433 0.3828 0.042 Uiso 1 1 calc R . . H11B H 0.2360 1.0466 0.3602 0.042 Uiso 1 1 calc R . . C10 C 0.0674(3) 1.04294(19) 0.39893(17) 0.0320(6) Uani 1 1 d . . . H10A H 0.1206 1.0282 0.4622 0.038 Uiso 1 1 calc R . . H10B H -0.0036 1.0855 0.3996 0.038 Uiso 1 1 calc R . . C6 C -0.1319(3) 0.62736(18) 0.20099(18) 0.0374(7) Uani 1 1 d . . . H6A H -0.0516 0.6036 0.2484 0.045 Uiso 1 1 calc R . . H6B H -0.2026 0.6370 0.2282 0.045 Uiso 1 1 calc R . . N9 N 0.02244(19) 1.01789(13) 0.20648(12) 0.0196(4) Uani 1 1 d . . . H9 H 0.0930 0.9779 0.2165 0.023 Uiso 1 1 calc R . . C13 C 0.2942(2) 0.87211(16) 0.23186(15) 0.0214(5) Uani 1 1 d . . . C14 C 0.4097(3) 0.83309(17) 0.30624(17) 0.0314(6) Uani 1 1 d . . . H14A H 0.4665 0.7988 0.2802 0.047 Uiso 1 1 calc R . . H14B H 0.3757 0.7939 0.3434 0.047 Uiso 1 1 calc R . . H14C H 0.4626 0.8812 0.3438 0.047 Uiso 1 1 calc R . . O4 O 0.30489(16) 0.94792(11) 0.20301(12) 0.0281(4) Uani 1 1 d . . . C16 C 0.2109(2) 0.80293(17) -0.05205(16) 0.0229(5) Uani 1 1 d . . . C15 C 0.2960(3) 0.74607(19) -0.09125(19) 0.0353(6) Uani 1 1 d . . . H15A H 0.3309 0.6948 -0.0518 0.053 Uiso 1 1 calc R . . H15B H 0.3711 0.7815 -0.0960 0.053 Uiso 1 1 calc R . . H15C H 0.2412 0.7251 -0.1513 0.053 Uiso 1 1 calc R . . C17 C 0.5547(3) 0.8381(2) 0.1236(2) 0.0462(8) Uani 1 1 d . . . N10 N 0.5797(3) 0.7656(2) 0.1414(3) 0.0741(10) Uani 1 1 d . . . C18 C 0.5233(3) 0.9307(2) 0.1010(2) 0.0501(8) Uani 1 1 d . . . H18A H 0.5092 0.9612 0.1521 0.075 Uiso 1 1 calc R . . H18B H 0.4416 0.9348 0.0481 0.075 Uiso 1 1 calc R . . H18C H 0.5979 0.9589 0.0874 0.075 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01915(15) 0.01714(15) 0.01844(14) 0.00212(11) 0.00517(11) 0.00079(11) Cu2 0.02124(15) 0.01788(16) 0.01680(14) 0.00198(11) 0.00817(11) 0.00373(12) O1 0.0234(8) 0.0240(9) 0.0236(8) -0.0011(7) 0.0013(7) 0.0044(7) O3 0.0260(9) 0.0299(10) 0.0226(8) 0.0075(7) -0.0004(7) -0.0083(8) O2 0.0276(9) 0.0296(10) 0.0314(9) -0.0071(8) 0.0144(8) -0.0075(8) O5 0.0210(8) 0.0166(8) 0.0174(7) 0.0019(6) 0.0081(6) 0.0022(6) O7 0.0313(9) 0.0244(9) 0.0255(9) 0.0063(7) 0.0132(7) 0.0107(8) O6 0.0347(10) 0.0250(10) 0.0396(10) 0.0085(8) 0.0220(8) 0.0091(8) N5 0.0214(10) 0.0207(10) 0.0207(10) 0.0021(8) 0.0036(8) -0.0009(8) C1 0.0234(12) 0.0195(13) 0.0270(12) 0.0047(11) 0.0037(10) -0.0018(10) C2 0.0265(14) 0.053(2) 0.0490(18) -0.0153(16) -0.0041(13) 0.0045(14) C5 0.0325(14) 0.0263(14) 0.0369(15) -0.0039(12) 0.0131(12) -0.0091(12) C8 0.0365(14) 0.0253(13) 0.0222(12) 0.0006(10) 0.0132(11) -0.0054(11) C3 0.0294(13) 0.0232(13) 0.0305(13) -0.0048(11) 0.0138(11) -0.0008(11) C7 0.0399(14) 0.0247(14) 0.0280(13) -0.0054(11) 0.0188(12) -0.0095(12) C9 0.0461(16) 0.0341(16) 0.0260(13) 0.0092(12) 0.0183(12) 0.0038(13) C4 0.0329(14) 0.0209(13) 0.0443(16) -0.0040(12) 0.0153(12) -0.0031(11) C12 0.0301(13) 0.0272(14) 0.0276(13) -0.0042(11) 0.0122(10) -0.0063(11) C11 0.0312(14) 0.0460(18) 0.0269(13) -0.0104(13) 0.0083(11) -0.0044(13) C10 0.0340(14) 0.0430(17) 0.0183(11) -0.0001(12) 0.0080(11) 0.0056(13) C6 0.0524(17) 0.0340(16) 0.0290(13) -0.0010(12) 0.0178(13) -0.0171(14) N9 0.0234(10) 0.0184(10) 0.0182(9) 0.0008(8) 0.0088(8) 0.0043(8) C13 0.0235(12) 0.0226(13) 0.0186(11) -0.0027(10) 0.0077(9) 0.0021(10) C14 0.0300(13) 0.0272(14) 0.0287(13) 0.0004(11) -0.0012(11) -0.0040(11) O4 0.0235(9) 0.0223(9) 0.0337(10) 0.0048(8) 0.0032(7) -0.0015(7) C16 0.0183(11) 0.0249(13) 0.0236(12) 0.0009(10) 0.0045(10) 0.0042(10) C15 0.0423(15) 0.0315(15) 0.0394(15) 0.0074(13) 0.0235(13) 0.0175(13) C17 0.0390(17) 0.053(2) 0.055(2) 0.0074(17) 0.0267(15) 0.0037(16) N10 0.0618(19) 0.058(2) 0.115(3) 0.027(2) 0.047(2) 0.0088(18) C18 0.0534(19) 0.047(2) 0.062(2) 0.0102(16) 0.0356(16) 0.0095(16) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.9670(16) . ? Cu1 O5 1.9680(15) . ? Cu1 O3 1.9888(16) . ? Cu1 N5 2.015(2) . ? Cu1 O6 2.1638(17) . ? Cu2 O7 1.9411(16) 3_575 ? Cu2 O5 1.9700(15) 3_575 ? Cu2 O5 2.0037(15) . ? Cu2 N9 2.0074(18) . ? Cu2 O2 2.3066(17) . ? Cu2 Cu2 3.0510(6) 3_575 ? O1 C1 1.278(3) . ? O3 C13 1.276(3) . ? O2 C1 1.235(3) . ? O5 Cu2 1.9700(15) 3_575 ? O7 C16 1.275(3) . ? O7 Cu2 1.9411(16) 3_575 ? O6 C16 1.231(3) . ? N5 C7 1.481(3) . ? N5 C3 1.486(3) . ? C1 C2 1.509(3) . ? C5 C6 1.516(4) . ? C5 C4 1.517(4) . ? C8 N9 1.478(3) . ? C8 C9 1.531(3) . ? C3 C4 1.516(4) . ? C7 C6 1.520(4) . ? C9 C10 1.516(4) . ? C12 N9 1.485(3) . ? C12 C11 1.515(3) . ? C11 C10 1.519(4) . ? C13 O4 1.245(3) . ? C13 C14 1.499(3) . ? C16 C15 1.515(3) . ? C17 N10 1.134(4) . ? C17 C18 1.446(5) . ? 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 O5 89.48(7) . . ? O1 Cu1 O3 169.10(7) . . ? O5 Cu1 O3 94.11(7) . . ? O1 Cu1 N5 91.23(7) . . ? O5 Cu1 N5 169.51(7) . . ? O3 Cu1 N5 83.39(7) . . ? O1 Cu1 O6 92.86(7) . . ? O5 Cu1 O6 95.18(7) . . ? O3 Cu1 O6 97.06(7) . . ? N5 Cu1 O6 95.24(7) . . ? O7 Cu2 O5 99.35(7) 3_575 3_575 ? O7 Cu2 O5 175.52(7) 3_575 . ? O5 Cu2 O5 79.69(7) 3_575 . ? O7 Cu2 N9 90.49(7) 3_575 . ? O5 Cu2 N9 165.56(7) 3_575 . ? O5 Cu2 N9 89.67(7) . . ? O7 Cu2 O2 93.16(7) 3_575 . ? O5 Cu2 O2 90.94(6) 3_575 . ? O5 Cu2 O2 91.23(6) . . ? N9 Cu2 O2 99.10(7) . . ? O7 Cu2 Cu2 139.44(5) 3_575 3_575 ? O5 Cu2 Cu2 40.25(4) 3_575 3_575 ? O5 Cu2 Cu2 39.44(4) . 3_575 ? N9 Cu2 Cu2 128.43(6) . 3_575 ? O2 Cu2 Cu2 91.42(4) . 3_575 ? C1 O1 Cu1 116.16(15) . . ? C13 O3 Cu1 127.50(15) . . ? C1 O2 Cu2 117.40(15) . . ? Cu1 O5 Cu2 109.45(7) . 3_575 ? Cu1 O5 Cu2 112.15(7) . . ? Cu2 O5 Cu2 100.31(7) 3_575 . ? C16 O7 Cu2 129.46(16) . 3_575 ? C16 O6 Cu1 130.62(16) . . ? C7 N5 C3 111.12(19) . . ? C7 N5 Cu1 112.37(15) . . ? C3 N5 Cu1 114.78(15) . . ? O2 C1 O1 125.1(2) . . ? O2 C1 C2 120.0(2) . . ? O1 C1 C2 114.8(2) . . ? C6 C5 C4 109.7(2) . . ? N9 C8 C9 111.5(2) . . ? N5 C3 C4 112.4(2) . . ? N5 C7 C6 113.2(2) . . ? C10 C9 C8 110.8(2) . . ? C3 C4 C5 111.1(2) . . ? N9 C12 C11 112.2(2) . . ? C12 C11 C10 110.9(2) . . ? C9 C10 C11 110.6(2) . . ? C5 C6 C7 111.7(2) . . ? C8 N9 C12 110.44(18) . . ? C8 N9 Cu2 115.04(14) . . ? C12 N9 Cu2 113.04(14) . . ? O4 C13 O3 124.4(2) . . ? O4 C13 C14 119.5(2) . . ? O3 C13 C14 116.2(2) . . ? O6 C16 O7 126.6(2) . . ? O6 C16 C15 118.1(2) . . ? O7 C16 C15 115.3(2) . . ? N10 C17 C18 179.8(4) . . ? _diffrn_measured_fraction_theta_max 0.822 _diffrn_reflns_theta_full 29.48 _diffrn_measured_fraction_theta_full 0.822 _refine_diff_density_max 0.430 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.076