data_4e2h _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H80 Cu4 N8 O26' _chemical_formula_weight 1583.48 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 Tetragonal _symmetry_space_group_name_H-M P4nc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+1/2, z+1/2' _cell_length_a 17.267(2) _cell_length_b 17.267(2) _cell_length_c 14.680(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4377.0(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 54640 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 32.66 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.201 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 1.026 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6709 _exptl_absorpt_correction_T_max 0.7164 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'STOE-IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43941 _diffrn_reflns_av_R_equivalents 0.0585 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 33.51 _reflns_number_total 8134 _reflns_number_gt 6088 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area' _computing_cell_refinement 'X-Area' _computing_data_reduction 'X-Area' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1147P)^2^+2.7485P] 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 SHELXL _refine_ls_extinction_coef 0.0127(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(2) _refine_ls_number_reflns 8134 _refine_ls_number_parameters 224 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1016 _refine_ls_R_factor_gt 0.0767 _refine_ls_wR_factor_ref 0.2101 _refine_ls_wR_factor_gt 0.1919 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 C1 C 1.3289(3) -0.0412(2) -0.6652(3) 0.0343(8) Uani 1 1 d . . . C2 C 1.3354(2) 0.0345(2) -0.7152(3) 0.0338(7) Uani 1 1 d . . . C3 C 1.3864(2) 0.0427(2) -0.7870(3) 0.0327(8) Uani 1 1 d . . . H3A H 1.4152 0.0003 -0.8068 0.039 Uiso 1 1 calc R . . C4 C 1.3950(2) 0.1143(2) -0.8302(3) 0.0322(7) Uani 1 1 d . . . C5 C 1.4519(3) 0.1256(3) -0.9033(3) 0.0363(9) Uani 1 1 d . . . C6 C 1.3539(2) 0.1777(2) -0.7979(3) 0.0350(8) Uani 1 1 d . . . H6 H 1.3608 0.2258 -0.8251 0.042 Uiso 1 1 calc R . . C7 C 1.3026(3) 0.1704(2) -0.7253(3) 0.0344(7) Uani 1 1 d . . . C8 C 1.2927(2) 0.0979(2) -0.6849(3) 0.0340(7) Uani 1 1 d . . . H8 H 1.2575 0.0919 -0.6375 0.041 Uiso 1 1 calc R . . C9 C 1.2625(3) 0.2402(3) -0.6875(3) 0.0393(9) Uani 1 1 d . . . C10 C 1.4859(5) -0.2407(5) -0.6676(7) 0.092(3) Uani 1 1 d . . . H10A H 1.4786 -0.2144 -0.7245 0.138 Uiso 1 1 calc R . . H10B H 1.4583 -0.2889 -0.6684 0.138 Uiso 1 1 calc R . . H10C H 1.5401 -0.2504 -0.6583 0.138 Uiso 1 1 calc R . . C11 C 1.4961(4) -0.1151(4) -0.5930(8) 0.085(2) Uani 1 1 d . . . H11A H 1.4870 -0.0908 -0.6509 0.128 Uiso 1 1 calc R . . H11B H 1.5506 -0.1237 -0.5853 0.128 Uiso 1 1 calc R . . H11C H 1.4774 -0.0821 -0.5452 0.128 Uiso 1 1 calc R . . C12 C 1.4661(5) -0.2330(8) -0.5039(7) 0.113(4) Uani 1 1 d . . . H12A H 1.4732 -0.2873 -0.5188 0.135 Uiso 1 1 calc R . . H12B H 1.5136 -0.2151 -0.4756 0.135 Uiso 1 1 calc R . . C13 C 1.4084(6) -0.2276(10) -0.4418(6) 0.143(6) Uani 1 1 d . . . H13A H 1.4158 -0.1804 -0.4069 0.172 Uiso 1 1 calc R . . H13B H 1.4127 -0.2708 -0.3999 0.172 Uiso 1 1 calc R . . C14 C 1.2788(7) -0.1760(5) -0.4266(6) 0.089(3) Uani 1 1 d . . . H14A H 1.2278 -0.1769 -0.4525 0.134 Uiso 1 1 calc R . . H14B H 1.2987 -0.1241 -0.4280 0.134 Uiso 1 1 calc R . . H14C H 1.2766 -0.1938 -0.3647 0.134 Uiso 1 1 calc R . . C15 C 1.2955(6) -0.3070(4) -0.4779(5) 0.075(2) Uani 1 1 d . . . H15A H 1.2459 -0.3062 -0.5075 0.112 Uiso 1 1 calc R . . H15B H 1.2893 -0.3235 -0.4159 0.112 Uiso 1 1 calc R . . H15C H 1.3292 -0.3423 -0.5092 0.112 Uiso 1 1 calc R . . Cu1 Cu 1.33976(3) -0.18073(3) -0.60568(5) 0.03555(14) Uani 1 1 d . . . N1 N 1.4550(2) -0.1898(3) -0.5896(4) 0.0536(11) Uani 1 1 d . . . N2 N 1.3302(3) -0.2271(3) -0.4797(3) 0.0567(12) Uani 1 1 d . . . O1 O 1.3502(2) -0.10204(17) -0.7051(2) 0.0429(7) Uani 1 1 d . . . O2 O 1.3042(2) -0.04133(19) -0.5854(2) 0.0446(8) Uani 1 1 d . . . O3 O 1.4360(3) 0.1810(3) -0.9610(3) 0.0611(11) Uani 1 1 d . . . H3 H 1.4698 0.1830 -1.0001 0.092 Uiso 1 1 calc R . . O4 O 1.5098(3) 0.0853(3) -0.9111(4) 0.0741(15) Uani 1 1 d . . . O5 O 1.2896(2) 0.3058(2) -0.7059(3) 0.0495(8) Uani 1 1 d . . . O6 O 1.23013(19) -0.2037(2) -0.6372(2) 0.0447(8) Uani 1 1 d . . . O11W O 1.5000 -0.5000 -0.5423(9) 0.082(3) Uani 1 4 d S . . O12W O 1.0000 0.0000 -0.5164(8) 0.083(3) Uani 1 4 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.046(2) 0.0281(16) 0.0285(18) 0.0002(13) -0.0007(15) -0.0045(13) C2 0.0352(18) 0.0358(18) 0.0305(18) 0.0010(14) -0.0008(14) -0.0026(14) C3 0.0339(18) 0.0335(18) 0.0307(19) -0.0013(14) -0.0029(14) 0.0012(14) C4 0.0316(17) 0.0386(18) 0.0264(16) -0.0020(13) -0.0009(13) 0.0019(13) C5 0.041(2) 0.036(2) 0.032(2) -0.0044(15) 0.0038(15) 0.0035(16) C6 0.0349(18) 0.0342(18) 0.036(2) 0.0014(14) 0.0021(14) 0.0058(13) C7 0.0380(18) 0.0346(18) 0.0308(19) 0.0009(13) -0.0016(14) 0.0043(13) C8 0.0328(17) 0.0389(19) 0.0302(18) 0.0016(14) 0.0006(13) 0.0007(13) C9 0.0399(19) 0.043(2) 0.035(2) -0.0020(16) -0.0007(16) 0.0122(15) C10 0.054(4) 0.085(5) 0.137(8) -0.025(5) 0.036(5) -0.006(3) C11 0.044(3) 0.079(4) 0.133(7) -0.014(6) -0.002(4) -0.022(3) C12 0.063(5) 0.186(12) 0.088(6) 0.038(7) -0.015(5) 0.020(6) C13 0.074(5) 0.292(18) 0.064(5) 0.073(8) -0.025(4) -0.053(8) C14 0.138(8) 0.079(5) 0.051(4) -0.008(3) 0.035(5) -0.025(5) C15 0.106(6) 0.059(4) 0.059(4) 0.014(3) 0.014(4) -0.022(4) Cu1 0.0386(2) 0.0365(2) 0.0315(2) -0.0008(3) 0.0036(3) -0.01009(14) N1 0.0408(19) 0.069(3) 0.051(3) 0.004(2) 0.0040(17) -0.0082(17) N2 0.065(3) 0.066(3) 0.038(2) 0.010(2) 0.0036(19) -0.025(2) O1 0.065(2) 0.0294(13) 0.0345(16) -0.0028(11) 0.0083(14) -0.0028(12) O2 0.073(2) 0.0387(15) 0.0218(14) -0.0020(10) 0.0058(13) -0.0066(14) O3 0.062(2) 0.070(3) 0.052(2) 0.0250(19) 0.0202(19) 0.0203(19) O4 0.058(2) 0.083(3) 0.081(3) 0.036(3) 0.033(2) 0.034(2) O5 0.057(2) 0.0398(17) 0.052(2) 0.0012(15) 0.0136(17) 0.0104(14) O6 0.0379(16) 0.0462(17) 0.0501(18) -0.0117(13) 0.0005(12) -0.0117(13) O11W 0.066(4) 0.066(4) 0.112(9) 0.000 0.000 0.000 O12W 0.087(5) 0.087(5) 0.076(7) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.246(5) . ? C1 O1 1.258(5) . ? C1 C2 1.502(6) . ? C2 C3 1.382(6) . ? C2 C8 1.393(6) . ? C3 C4 1.398(6) . ? C3 H3A 0.9300 . ? C4 C6 1.388(5) . ? C4 C5 1.467(6) . ? C5 O4 1.224(6) . ? C5 O3 1.308(6) . ? C6 C7 1.391(6) . ? C6 H6 0.9300 . ? C7 C8 1.395(6) . ? C7 C9 1.496(6) . ? C8 H8 0.9300 . ? C9 O5 1.256(6) . ? C9 O6 1.267(6) 3_645 ? C9 Cu1 2.528(4) 3_645 ? C10 N1 1.538(9) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 N1 1.473(8) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.353(15) . ? C12 N1 1.476(11) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N2 1.461(10) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 N2 1.473(10) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 N2 1.504(8) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? Cu1 O6 1.989(3) . ? Cu1 O1 2.002(3) . ? Cu1 N1 2.010(4) . ? Cu1 N2 2.022(5) . ? Cu1 C9 2.528(4) 4_665 ? O3 H3 0.8200 . ? O6 C9 1.267(6) 4_665 ? 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 O2 C1 O1 122.4(4) . . ? O2 C1 C2 119.1(4) . . ? O1 C1 C2 118.5(4) . . ? C3 C2 C8 120.1(4) . . ? C3 C2 C1 120.6(4) . . ? C8 C2 C1 119.3(4) . . ? C2 C3 C4 120.3(4) . . ? C2 C3 H3A 119.9 . . ? C4 C3 H3A 119.9 . . ? C6 C4 C3 119.2(4) . . ? C6 C4 C5 119.2(4) . . ? C3 C4 C5 121.3(4) . . ? O4 C5 O3 121.8(4) . . ? O4 C5 C4 122.7(4) . . ? O3 C5 C4 115.5(4) . . ? C4 C6 C7 121.1(4) . . ? C4 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C8 118.9(4) . . ? C6 C7 C9 120.4(4) . . ? C8 C7 C9 120.5(4) . . ? C2 C8 C7 120.3(4) . . ? C2 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? O5 C9 O6 123.2(4) . 3_645 ? O5 C9 C7 118.3(4) . . ? O6 C9 C7 118.5(4) 3_645 . ? O5 C9 Cu1 72.3(2) . 3_645 ? O6 C9 Cu1 50.9(2) 3_645 3_645 ? C7 C9 Cu1 169.2(3) . 3_645 ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 N1 116.4(9) . . ? C13 C12 H12A 108.2 . . ? N1 C12 H12A 108.2 . . ? C13 C12 H12B 108.2 . . ? N1 C12 H12B 108.2 . . ? H12A C12 H12B 107.3 . . ? C12 C13 N2 115.1(8) . . ? C12 C13 H13A 108.5 . . ? N2 C13 H13A 108.5 . . ? C12 C13 H13B 108.5 . . ? N2 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N2 C15 H15A 109.5 . . ? N2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O6 Cu1 O1 92.93(15) . . ? O6 Cu1 N1 162.59(18) . . ? O1 Cu1 N1 92.83(18) . . ? O6 Cu1 N2 93.22(17) . . ? O1 Cu1 N2 160.51(19) . . ? N1 Cu1 N2 86.7(2) . . ? O6 Cu1 C9 29.61(15) . 4_665 ? O1 Cu1 C9 95.39(15) . 4_665 ? N1 Cu1 C9 133.29(19) . 4_665 ? N2 Cu1 C9 99.07(17) . 4_665 ? C11 N1 C12 114.2(8) . . ? C11 N1 C10 107.9(6) . . ? C12 N1 C10 107.5(7) . . ? C11 N1 Cu1 113.8(4) . . ? C12 N1 Cu1 105.5(4) . . ? C10 N1 Cu1 107.5(4) . . ? C13 N2 C14 111.0(9) . . ? C13 N2 C15 110.8(8) . . ? C14 N2 C15 107.5(6) . . ? C13 N2 Cu1 105.9(4) . . ? C14 N2 Cu1 107.2(5) . . ? C15 N2 Cu1 114.3(4) . . ? C1 O1 Cu1 101.6(3) . . ? C5 O3 H3 109.5 . . ? C9 O6 Cu1 99.5(3) 4_665 . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 33.51 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.666 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.110