# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'ProfD Jing-Lin Zuo' _publ_contact_author_email ZUOJL@NJU.EDU.CN _publ_section_title ; Cluster-based copper(II) coordination polymers with azido bridges and chiral magnets ; loop_ _publ_author_name 'Jing-Lin Zuo.' 'Zhi-Guo Gu.' 'Yi-Fan Xu.' 'Xiu-Ju Yin.' 'Xiao-Zeng You.' ; Xin-Hui Zhou ; #===END data_complex4 _database_code_depnum_ccdc_archive 'CCDC 635761' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H20 Cu3 N22' _chemical_formula_sum 'C6 H20 Cu3 N22' _chemical_formula_weight 591.06 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1248(18) _cell_length_b 10.585(2) _cell_length_c 12.387(2) _cell_angle_alpha 87.490(2) _cell_angle_beta 81.441(3) _cell_angle_gamma 78.2850(10) _cell_volume 1031.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2435 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 23.5 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.903 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 594 _exptl_absorpt_coefficient_mu 3.113 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.46 _exptl_absorpt_correction_T_max 0.47 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 Smart Aepex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5519 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0700 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3921 _reflns_number_gt 2894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. C3 and C3' are position disordered, and occupancies are 0.525 and 0.475,respectively. C5 and C5' are position disordered, and occupancies are 0.564 and 0.436,respectively. ; _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^)+(0.0614P)^2^] 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 3921 _refine_ls_number_parameters 303 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0799 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.1177 _refine_ls_wR_factor_gt 0.1139 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _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 Cu3 Cu 0.5000 0.5000 0.5000 0.0364(2) Uani 1 2 d S . . C1 C 0.6550(7) 0.7160(5) 0.5046(5) 0.0391(13) Uani 1 1 d . B . H1A H 0.7370 0.7627 0.4654 0.047 Uiso 1 1 d R . . H1B H 0.6513 0.7281 0.5822 0.047 Uiso 1 1 d R . . C2 C 0.4834(7) 0.7675(5) 0.4718(5) 0.0408(13) Uani 1 1 d . . . H2B H 0.5069 0.7378 0.3961 0.049 Uiso 1 1 calc R A 1 H2A H 0.4419 0.8456 0.5122 0.049 Uiso 1 1 d R . . C3 C 0.4157(14) 0.9070(10) 0.4507(9) 0.041(3) Uani 0.525(14) 1 d P B 1 H3A H 0.3150 0.9185 0.4166 0.061 Uiso 0.525(14) 1 d PR B 1 H3B H 0.5007 0.9433 0.4046 0.061 Uiso 0.525(14) 1 d PR B 1 H3C H 0.3894 0.9497 0.5198 0.061 Uiso 0.525(14) 1 d PR B 1 C4 C 0.1544(8) 1.0341(7) 0.1868(5) 0.0472(14) Uani 1 1 d . . . H4A H 0.2543 0.9842 0.2138 0.057 Uiso 0.50 1 d PR C 7 H4B H 0.1359 1.1201 0.2163 0.057 Uiso 0.50 1 d PR C 8 C5 C 0.0455(17) 0.9544(17) 0.2252(8) 0.036(4) Uani 0.56(3) 1 d P D 3 H5 H 0.1112 0.8658 0.2211 0.043 Uiso 0.56(3) 1 d PR D 3 C6 C -0.0415(7) 0.9793(5) 0.3476(4) 0.0357(12) Uani 1 1 d . . . H6D H 0.0441 0.9753 0.3940 0.054 Uiso 0.50 1 d PR D 5 H6E H -0.1153 1.0628 0.3531 0.054 Uiso 0.50 1 d PR D 5 H6F H -0.1066 0.9140 0.3699 0.054 Uiso 0.50 1 d PR D 5 H6A H 0.0127 1.0255 0.3922 0.054 Uiso 0.50 1 d PR D 6 H6B H -0.1607 0.9920 0.3747 0.054 Uiso 0.50 1 d PR D 6 H6C H 0.0081 0.8890 0.3500 0.054 Uiso 0.50 1 d PR D 6 C3' C 0.4942(17) 0.8103(11) 0.3562(10) 0.041(3) Uani 0.475(14) 1 d P B 2 H3'A H 0.3826 0.8532 0.3436 0.061 Uiso 0.475(14) 1 d PR B 2 H3'B H 0.5317 0.7363 0.3100 0.061 Uiso 0.475(14) 1 d PR B 2 H3'C H 0.5714 0.8685 0.3397 0.061 Uiso 0.475(14) 1 d PR B 2 C5' C -0.018(2) 1.0291(18) 0.2324(11) 0.031(4) Uani 0.44(3) 1 d P D 4 H5' H -0.0795 1.1189 0.2346 0.038 Uiso 0.44(3) 1 d PR D 4 Cu1 Cu 0.11396(8) 0.45579(5) -0.13518(5) 0.02854(17) Uani 1 1 d . . . Cu2 Cu 0.31891(8) 0.40597(6) 0.06405(5) 0.03331(18) Uani 1 1 d . . . Cu4 Cu 0.0000 1.0000 0.0000 0.0298(2) Uani 1 2 d S . . N1 N 0.2628(5) 0.3119(4) -0.0615(4) 0.0330(10) Uani 1 1 d . . . N2 N 0.3622(6) 0.2244(4) -0.1039(4) 0.0386(11) Uani 1 1 d . . . N3 N 0.4513(7) 0.1335(5) -0.1396(4) 0.0515(14) Uani 1 1 d . . . N4 N 0.1710(6) 0.5487(4) -0.0096(4) 0.0351(10) Uani 1 1 d . . . N5 N 0.1732(5) 0.6644(4) -0.0103(3) 0.0271(9) Uani 1 1 d . . . N6 N 0.1725(6) 0.7698(4) -0.0095(4) 0.0351(10) Uani 1 1 d . . . N7 N 0.0802(6) 0.3352(4) -0.2415(4) 0.0395(11) Uani 1 1 d . . . N8 N -0.0302(6) 0.3588(4) -0.2961(4) 0.0356(10) Uani 1 1 d . . . N9 N -0.1301(6) 0.3706(5) -0.3545(4) 0.0430(12) Uani 1 1 d . . . N10 N -0.0383(6) 0.6095(4) -0.1827(4) 0.0387(11) Uani 1 1 d . . . N11 N -0.0236(6) 0.6369(4) -0.2767(4) 0.0361(10) Uani 1 1 d . . . N12 N -0.0135(7) 0.6717(5) -0.3665(4) 0.0454(12) Uani 1 1 d . . . N13 N 0.4108(6) 0.5268(5) 0.1367(4) 0.0426(11) Uani 1 1 d . . . N14 N 0.5017(7) 0.5073(5) 0.2053(4) 0.0433(11) Uani 1 1 d . . . N15 N 0.5908(6) 0.4960(5) 0.2702(4) 0.0415(11) Uani 1 1 d . . . N16 N 0.4272(6) 0.2420(4) 0.1191(4) 0.0393(11) Uani 1 1 d . . . N17 N 0.5157(6) 0.2133(5) 0.1872(4) 0.0442(12) Uani 1 1 d . . . N18 N 0.6016(7) 0.1777(5) 0.2531(4) 0.0485(13) Uani 1 1 d . . . N19 N 0.3693(5) 0.6812(4) 0.5170(4) 0.0338(10) Uani 1 1 d . B . H19A H 0.2790 0.6927 0.4808 0.041 Uiso 1 1 d R . . H19B H 0.3316 0.6978 0.5880 0.041 Uiso 1 1 d R . . N20 N 0.7036(6) 0.5821(4) 0.4802(4) 0.0351(10) Uani 1 1 d . . . H20A H 0.7770 0.5433 0.5249 0.042 Uiso 1 1 d R B . H20B H 0.7561 0.5718 0.4110 0.042 Uiso 1 1 d R . . N21 N 0.1905(6) 1.0443(5) 0.0683(4) 0.0440(12) Uani 1 1 d . D . H21A H 0.2886 0.9900 0.0449 0.053 Uiso 1 1 d R . . H21B H 0.2025 1.1251 0.0487 0.053 Uiso 1 1 d R . . N22 N -0.0950(6) 0.9627(4) 0.1554(3) 0.0305(9) Uani 1 1 d . D . H22A H -0.1830 1.0261 0.1795 0.037 Uiso 1 1 d R . . H22B H -0.1321 0.8878 0.1592 0.037 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 Cu3 0.0298(5) 0.0312(5) 0.0522(6) 0.0069(4) -0.0132(4) -0.0115(4) C1 0.036(3) 0.044(3) 0.043(3) -0.015(2) -0.002(2) -0.020(2) C2 0.050(3) 0.028(3) 0.047(3) 0.020(2) -0.007(3) -0.016(2) C3 0.045(6) 0.040(6) 0.045(6) -0.013(5) -0.009(5) -0.022(5) C4 0.042(3) 0.061(4) 0.041(3) -0.004(3) -0.009(3) -0.013(3) C5 0.042(7) 0.040(9) 0.031(5) -0.003(4) -0.008(4) -0.015(6) C6 0.046(3) 0.036(3) 0.033(3) 0.002(2) -0.002(2) -0.032(3) C3' 0.052(8) 0.024(6) 0.046(7) 0.003(5) -0.017(6) 0.001(5) C5' 0.040(8) 0.021(9) 0.033(7) 0.015(5) -0.016(5) -0.001(7) Cu1 0.0328(3) 0.0251(3) 0.0318(3) 0.0010(2) -0.0147(2) -0.0082(2) Cu2 0.0394(4) 0.0268(3) 0.0395(4) 0.0008(3) -0.0232(3) -0.0076(3) Cu4 0.0349(5) 0.0289(4) 0.0288(4) 0.0022(3) -0.0063(4) -0.0132(4) N1 0.032(2) 0.031(2) 0.037(2) -0.0063(19) -0.0115(19) -0.0017(19) N2 0.029(2) 0.035(2) 0.054(3) -0.008(2) 0.000(2) -0.012(2) N3 0.062(3) 0.048(3) 0.036(3) -0.020(2) 0.021(2) -0.006(3) N4 0.047(3) 0.027(2) 0.038(2) 0.0056(19) -0.021(2) -0.014(2) N5 0.024(2) 0.026(2) 0.030(2) -0.0015(17) -0.0028(16) -0.0035(16) N6 0.039(3) 0.020(2) 0.046(3) -0.0021(19) -0.007(2) -0.0057(18) N7 0.052(3) 0.032(2) 0.042(3) 0.002(2) -0.031(2) -0.009(2) N8 0.040(3) 0.034(2) 0.037(3) 0.0062(19) -0.010(2) -0.016(2) N9 0.036(3) 0.042(3) 0.055(3) -0.007(2) -0.026(2) -0.003(2) N10 0.041(3) 0.033(2) 0.042(3) 0.003(2) -0.022(2) 0.005(2) N11 0.034(2) 0.036(2) 0.038(3) 0.006(2) -0.0112(19) -0.0016(19) N12 0.053(3) 0.042(3) 0.041(3) 0.021(2) -0.010(2) -0.012(2) N13 0.040(3) 0.043(3) 0.052(3) -0.004(2) -0.010(2) -0.023(2) N14 0.051(3) 0.043(3) 0.044(3) 0.007(2) -0.018(2) -0.021(2) N15 0.044(3) 0.044(3) 0.046(3) 0.003(2) -0.018(2) -0.025(2) N16 0.052(3) 0.033(2) 0.034(2) 0.004(2) -0.019(2) -0.004(2) N17 0.043(3) 0.038(3) 0.043(3) 0.003(2) -0.004(2) 0.010(2) N18 0.047(3) 0.045(3) 0.050(3) 0.004(2) -0.028(3) 0.013(2) N19 0.028(2) 0.035(2) 0.042(3) -0.0023(19) -0.0091(19) -0.0087(19) N20 0.034(2) 0.038(2) 0.037(2) 0.000(2) -0.0086(19) -0.016(2) N21 0.046(3) 0.046(3) 0.046(3) 0.004(2) -0.005(2) -0.025(2) N22 0.034(2) 0.035(2) 0.025(2) -0.0027(18) -0.0027(17) -0.0129(19) _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 Cu3 N19 1.998(4) 2_666 ? Cu3 N19 1.998(4) . ? Cu3 N20 1.999(4) . ? Cu3 N20 1.999(4) 2_666 ? C1 N20 1.425(7) . ? C1 C2 1.499(8) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N19 1.467(7) . ? C2 C3' 1.478(13) . ? C2 C3 1.494(12) . ? C2 H2B 0.9800 . ? C2 H2A 0.9600 . ? C3 H2A 0.9985 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 C5 1.366(12) . ? C4 C5' 1.438(16) . ? C4 N21 1.457(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N22 1.519(12) . ? C5 C6 1.584(11) . ? C5 H5 0.9800 . ? C6 C5' 1.499(12) . ? C6 H6D 0.9600 . ? C6 H6E 0.9600 . ? C6 H6F 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C3' H3'A 0.9600 . ? C3' H3'B 0.9600 . ? C3' H3'C 0.9600 . ? C5' N22 1.489(14) . ? C5' H5' 0.9800 . ? Cu1 N7 1.958(4) . ? Cu1 N10 1.959(4) . ? Cu1 N1 2.018(4) . ? Cu1 N4 2.034(4) . ? Cu2 N13 1.921(5) . ? Cu2 N16 1.925(5) . ? Cu2 N4 2.007(4) . ? Cu2 N1 2.036(4) . ? Cu4 N21 2.012(5) 2_575 ? Cu4 N21 2.012(5) . ? Cu4 N22 2.018(4) 2_575 ? Cu4 N22 2.018(4) . ? N1 N2 1.183(6) . ? N2 N3 1.142(6) . ? N4 N5 1.228(6) . ? N5 N6 1.115(6) . ? N7 N8 1.183(6) . ? N8 N9 1.150(6) . ? N10 N11 1.182(6) . ? N11 N12 1.152(6) . ? N13 N14 1.192(7) . ? N14 N15 1.146(7) . ? N16 N17 1.180(7) . ? N17 N18 1.154(7) . ? N19 H19A 0.9000 . ? N19 H19B 0.9000 . ? N20 H20A 0.9000 . ? N20 H20B 0.9000 . ? N21 H21A 0.9000 . ? N21 H21B 0.9000 . ? N22 H22A 0.9000 . ? N22 H22B 0.9000 . ? 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 N19 Cu3 N19 180.000(1) 2_666 . ? N19 Cu3 N20 95.66(18) 2_666 . ? N19 Cu3 N20 84.34(18) . . ? N19 Cu3 N20 84.34(18) 2_666 2_666 ? N19 Cu3 N20 95.66(18) . 2_666 ? N20 Cu3 N20 180.0 . 2_666 ? N20 C1 C2 109.1(4) . . ? N20 C1 H1A 110.2 . . ? C2 C1 H1A 109.6 . . ? N20 C1 H1B 109.9 . . ? C2 C1 H1B 109.9 . . ? H1A C1 H1B 108.2 . . ? N19 C2 C3' 121.3(7) . . ? N19 C2 C3 120.9(6) . . ? C3' C2 C3 63.5(6) . . ? N19 C2 C1 108.3(4) . . ? C3' C2 C1 112.2(7) . . ? C3 C2 C1 124.1(6) . . ? N19 C2 H2B 98.6 . . ? C3 C2 H2B 98.6 . . ? C1 C2 H2B 98.6 . . ? N19 C2 H2A 104.5 . . ? C3' C2 H2A 104.4 . . ? C1 C2 H2A 104.4 . . ? H2B C2 H2A 139.9 . . ? C2 C3 H3A 111.2 . . ? H2A C3 H3A 125.2 . . ? C2 C3 H3B 109.5 . . ? H2A C3 H3B 123.1 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 107.7 . . ? H2A C3 H3C 68.4 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C3 H3'A 81.9 . . ? H2A C3 H3'A 118.7 . . ? H3A C3 H3'A 48.6 . . ? H3B C3 H3'A 84.9 . . ? H3C C3 H3'A 157.8 . . ? C5 C4 N21 115.2(6) . . ? C5' C4 N21 116.7(6) . . ? C5 C4 H4A 97.2 . . ? C5' C4 H4A 124.6 . . ? N21 C4 H4A 108.6 . . ? C5 C4 H4B 119.5 . . ? C5' C4 H4B 88.2 . . ? N21 C4 H4B 108.1 . . ? H4A C4 H4B 106.9 . . ? C4 C5 N22 111.9(10) . . ? C4 C5 C6 114.5(8) . . ? N22 C5 C6 107.6(8) . . ? C4 C5 H5 107.3 . . ? N22 C5 H5 107.4 . . ? C6 C5 H5 107.9 . . ? C5' C6 H6D 121.4 . . ? C5 C6 H6D 109.7 . . ? C5' C6 H6E 78.0 . . ? C5 C6 H6E 109.9 . . ? H6D C6 H6E 109.5 . . ? C5' C6 H6F 122.6 . . ? C5 C6 H6F 108.8 . . ? H6D C6 H6F 109.5 . . ? H6E C6 H6F 109.5 . . ? C5' C6 H6A 109.2 . . ? C5 C6 H6A 116.9 . . ? H6E C6 H6A 77.3 . . ? H6F C6 H6A 128.1 . . ? C5' C6 H6B 109.5 . . ? C5 C6 H6B 127.0 . . ? H6D C6 H6B 123.2 . . ? H6E C6 H6B 56.8 . . ? H6F C6 H6B 52.7 . . ? H6A C6 H6B 109.5 . . ? C5' C6 H6C 109.7 . . ? C5 C6 H6C 78.2 . . ? H6D C6 H6C 76.7 . . ? H6E C6 H6C 166.3 . . ? H6F C6 H6C 56.9 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C3' H3B 83.4 . . ? C2 C3' H3'A 107.8 . . ? H3B C3' H3'A 83.7 . . ? C2 C3' H3'B 109.3 . . ? H3B C3' H3'B 156.7 . . ? H3'A C3' H3'B 109.5 . . ? C2 C3' H3'C 111.3 . . ? H3B C3' H3'C 47.3 . . ? H3'A C3' H3'C 109.5 . . ? H3'B C3' H3'C 109.5 . . ? C4 C5' N22 109.5(11) . . ? C4 C5' C6 115.5(9) . . ? N22 C5' C6 113.8(9) . . ? C4 C5' H5' 105.6 . . ? N22 C5' H5' 105.9 . . ? C6 C5' H5' 105.6 . . ? C4 C5' H22A 133.1 . . ? C6 C5' H22A 108.7 . . ? H5' C5' H22A 75.6 . . ? N7 Cu1 N10 97.89(19) . . ? N7 Cu1 N1 90.81(17) . . ? N10 Cu1 N1 170.34(19) . . ? N7 Cu1 N4 168.58(18) . . ? N10 Cu1 N4 93.22(18) . . ? N1 Cu1 N4 77.92(17) . . ? N13 Cu2 N16 102.8(2) . . ? N13 Cu2 N4 91.8(2) . . ? N16 Cu2 N4 165.21(19) . . ? N13 Cu2 N1 158.6(2) . . ? N16 Cu2 N1 88.72(18) . . ? N4 Cu2 N1 78.12(17) . . ? N21 Cu4 N21 180.000(1) 2_575 . ? N21 Cu4 N22 84.04(18) 2_575 2_575 ? N21 Cu4 N22 95.96(18) . 2_575 ? N21 Cu4 N22 95.96(18) 2_575 . ? N21 Cu4 N22 84.04(18) . . ? N22 Cu4 N22 180.000(1) 2_575 . ? N2 N1 Cu1 127.2(4) . . ? N2 N1 Cu2 120.7(4) . . ? Cu1 N1 Cu2 101.74(19) . . ? N3 N2 N1 174.5(6) . . ? N5 N4 Cu2 127.3(4) . . ? N5 N4 Cu1 124.2(3) . . ? Cu2 N4 Cu1 102.22(19) . . ? N6 N5 N4 178.7(6) . . ? N8 N7 Cu1 123.1(4) . . ? N9 N8 N7 173.3(6) . . ? N11 N10 Cu1 118.1(4) . . ? N12 N11 N10 175.6(6) . . ? N14 N13 Cu2 129.1(4) . . ? N15 N14 N13 175.8(6) . . ? N17 N16 Cu2 132.7(4) . . ? N18 N17 N16 176.0(6) . . ? C2 N19 Cu3 107.7(3) . . ? C2 N19 H19A 110.1 . . ? Cu3 N19 H19A 110.1 . . ? C2 N19 H19B 110.5 . . ? Cu3 N19 H19B 110.1 . . ? H19A N19 H19B 108.4 . . ? C1 N20 Cu3 110.5(3) . . ? C1 N20 H20A 109.2 . . ? Cu3 N20 H20A 109.6 . . ? C1 N20 H20B 109.9 . . ? Cu3 N20 H20B 109.6 . . ? H20A N20 H20B 108.1 . . ? C4 N21 Cu4 110.0(4) . . ? C4 N21 H21A 109.2 . . ? Cu4 N21 H21A 110.0 . . ? C4 N21 H21B 109.7 . . ? Cu4 N21 H21B 109.7 . . ? H21A N21 H21B 108.3 . . ? C5' N22 Cu4 109.9(5) . . ? C5 N22 Cu4 108.0(5) . . ? C5' N22 H22A 79.0 . . ? C5 N22 H22A 109.9 . . ? Cu4 N22 H22A 110.2 . . ? C5' N22 H22B 133.1 . . ? C5 N22 H22B 110.2 . . ? Cu4 N22 H22B 110.1 . . ? H22A N22 H22B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.453 _refine_diff_density_min -0.938 _refine_diff_density_rms 0.113 #===END data_complex5 _database_code_depnum_ccdc_archive 'CCDC 635763' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H34 Cu8 N56 O' _chemical_formula_sum 'C8 H34 Cu8 N56 O' _chemical_formula_weight 1439.23 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2180(15) _cell_length_b 11.989(3) _cell_length_c 14.448(2) _cell_angle_alpha 65.723(2) _cell_angle_beta 74.976(3) _cell_angle_gamma 73.417(2) _cell_volume 1227.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 2536 _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 23.6 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.948 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 714 _exptl_absorpt_coefficient_mu 3.478 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.44 _exptl_absorpt_correction_T_max 0.45 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6645 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0530 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4705 _reflns_number_gt 3622 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. N23 and N23' are position disordered, and occupancies are 0.7 and 0.3,respectively. N24 and N24' are position disordered, and occupancies are 0.7 and 0.3,respectively. ; _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^)+(0.06P)^2^+1.99P] 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 4705 _refine_ls_number_parameters 355 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0547 _refine_ls_wR_factor_ref 0.1203 _refine_ls_wR_factor_gt 0.1163 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 0.9048(9) 0.4490(7) 0.2143(6) 0.0507(17) Uani 1 1 d . . . H1A H 0.8742 0.5339 0.2132 0.061 Uiso 1 1 calc R . . H1B H 0.9219 0.3922 0.2835 0.061 Uiso 1 1 calc R . . C2 C 0.7646(8) 0.4216(6) 0.1835(5) 0.0480(16) Uani 1 1 d . . . H2A H 0.7888 0.3338 0.1930 0.058 Uiso 1 1 calc R . . H2B H 0.6557 0.4397 0.2261 0.058 Uiso 1 1 calc R . . C3 C -0.7614(9) 1.2191(6) 0.4483(5) 0.0474(16) Uani 1 1 d . . . H3A H -0.7974 1.2293 0.5143 0.057 Uiso 1 1 calc R . . H3B H -0.8494 1.2696 0.4059 0.057 Uiso 1 1 calc R . . C4 C -0.5929(9) 1.2590(7) 0.3970(5) 0.0507(17) Uani 1 1 d . . . H4A H -0.5636 1.2576 0.3279 0.061 Uiso 1 1 calc R . . H4B H -0.6014 1.3436 0.3921 0.061 Uiso 1 1 calc R . . Cu1 Cu 0.33633(8) 1.02299(6) 0.18605(5) 0.02535(17) Uani 1 1 d . . . Cu2 Cu 0.66970(7) 1.04742(5) 0.02717(5) 0.02438(16) Uani 1 1 d . . . Cu3 Cu 0.02719(8) 0.90512(6) 0.15894(5) 0.02913(18) Uani 1 1 d . . . Cu4 Cu 1.0000 0.5000 0.0000 0.0369(3) Uani 1 2 d S . . Cu5 Cu -0.5000 1.0000 0.5000 0.0425(3) Uani 1 2 d S . . N1 N 0.1779(6) 1.1435(4) 0.2428(4) 0.0321(10) Uani 1 1 d . . . N2 N 0.0411(6) 1.1253(4) 0.2906(4) 0.0326(10) Uani 1 1 d . . . N3 N -0.0949(7) 1.1133(5) 0.3355(5) 0.0505(14) Uani 1 1 d . . . N4 N 0.2166(6) 0.8873(5) 0.2653(4) 0.0324(10) Uani 1 1 d . . . N5 N 0.1866(7) 0.8531(5) 0.3565(4) 0.0426(12) Uani 1 1 d . . . N6 N 0.1533(8) 0.8195(5) 0.4436(5) 0.0487(14) Uani 1 1 d . . . N7 N 0.5280(5) 0.9247(4) 0.1176(4) 0.0288(10) Uani 1 1 d . . . N8 N 0.5661(6) 0.8110(4) 0.1471(4) 0.0335(10) Uani 1 1 d . . . N9 N 0.5972(7) 0.7061(5) 0.1720(4) 0.0402(12) Uani 1 1 d . . . N10 N 0.4636(5) 1.1575(4) 0.0798(3) 0.0267(9) Uani 1 1 d . . . N11 N 0.4771(5) 1.2418(4) 0.1016(4) 0.0296(10) Uani 1 1 d . . . N12 N 0.4842(7) 1.3212(5) 0.1197(4) 0.0441(13) Uani 1 1 d . . . N13 N 0.8571(5) 0.9487(4) -0.0464(3) 0.0297(10) Uani 1 1 d . . . N14 N 0.9121(5) 0.8382(4) -0.0263(4) 0.0282(10) Uani 1 1 d . . . N15 N 0.9645(7) 0.7355(4) -0.0106(4) 0.0378(11) Uani 1 1 d . . . N16 N 0.7795(6) 1.1826(4) -0.0784(4) 0.0302(10) Uani 1 1 d . . . N17 N 0.7316(6) 1.2920(4) -0.0952(4) 0.0365(11) Uani 1 1 d . . . N18 N 0.6867(7) 1.3957(5) -0.1107(4) 0.0433(12) Uani 1 1 d . . . N19 N -0.1896(6) 1.0255(5) 0.1697(4) 0.0387(12) Uani 1 1 d . . . N20 N -0.2986(6) 1.0107(5) 0.2429(3) 0.0360(11) Uani 1 1 d . . . N21 N -0.4128(7) 0.9992(5) 0.3087(4) 0.0465(13) Uani 1 1 d . . . N22 N -0.0673(8) 0.7619(6) 0.2526(5) 0.0548(15) Uani 1 1 d . . . N23 N 0.0202(11) 0.6666(8) 0.2991(7) 0.052(2) Uani 0.70 1 d P A 1 N24 N 0.1013(13) 0.5715(9) 0.3521(7) 0.059(2) Uani 0.70 1 d P A 1 N25 N 1.0649(6) 0.4329(5) 0.1403(4) 0.0397(12) Uani 1 1 d . . . H25A H 1.1156 0.3515 0.1573 0.048 Uiso 1 1 calc R . . H25B H 1.1393 0.4748 0.1411 0.048 Uiso 1 1 calc R . . N26 N 0.7540(6) 0.4997(4) 0.0741(4) 0.0401(12) Uani 1 1 d . . . H26A H 0.6968 0.5780 0.0677 0.048 Uiso 1 1 calc R . . H26B H 0.6989 0.4674 0.0477 0.048 Uiso 1 1 calc R . . N27 N -0.7368(6) 1.0895(5) 0.4624(4) 0.0382(11) Uani 1 1 d . . . H27A H -0.7458 1.0833 0.4040 0.046 Uiso 1 1 calc R . . H27B H -0.8180 1.0543 0.5128 0.046 Uiso 1 1 calc R . . N28 N -0.4618(7) 1.1745(5) 0.4569(4) 0.0454(13) Uani 1 1 d . . . H28A H -0.4693 1.1925 0.5126 0.054 Uiso 1 1 calc R . . H28B H -0.3567 1.1811 0.4191 0.054 Uiso 1 1 calc R . . N23' N -0.200(3) 0.7448(18) 0.3037(18) 0.059(6) Uani 0.30 1 d P A 2 N24' N -0.325(3) 0.738(2) 0.3591(19) 0.054(5) Uani 0.30 1 d P A 2 O1W O -0.4226(15) 0.6736(12) 0.4053(8) 0.066(3) Uani 0.50 1 d P B 1 H1WA H -0.5223 0.6564 0.4268 0.079 Uiso 0.50 1 d PR B 1 H1WB H -0.3556 0.6024 0.4224 0.079 Uiso 0.50 1 d PR B 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.049(4) 0.046(4) 0.060(4) -0.026(3) -0.016(3) 0.002(3) C2 0.033(3) 0.044(4) 0.057(4) -0.014(3) 0.002(3) -0.007(3) C3 0.045(4) 0.054(4) 0.049(4) -0.023(3) -0.011(3) -0.010(3) C4 0.058(4) 0.053(4) 0.045(4) -0.020(3) -0.002(3) -0.018(3) Cu1 0.0190(3) 0.0264(3) 0.0318(3) -0.0158(3) 0.0046(2) -0.0063(2) Cu2 0.0187(3) 0.0215(3) 0.0322(3) -0.0138(3) 0.0051(2) -0.0052(2) Cu3 0.0183(3) 0.0307(4) 0.0385(4) -0.0164(3) 0.0059(3) -0.0088(2) Cu4 0.0253(5) 0.0325(5) 0.0551(6) -0.0163(5) -0.0091(4) -0.0064(4) Cu5 0.0218(5) 0.0657(7) 0.0391(6) -0.0196(5) -0.0002(4) -0.0113(5) N1 0.022(2) 0.033(2) 0.040(3) -0.018(2) 0.0103(19) -0.0099(18) N2 0.024(2) 0.033(3) 0.041(3) -0.021(2) -0.006(2) 0.0049(19) N3 0.033(3) 0.050(3) 0.058(3) -0.023(3) 0.009(3) -0.003(2) N4 0.028(2) 0.040(3) 0.033(3) -0.018(2) 0.0055(19) -0.014(2) N5 0.040(3) 0.046(3) 0.037(3) -0.012(2) 0.002(2) -0.015(2) N6 0.053(3) 0.046(3) 0.055(4) -0.014(3) -0.011(3) -0.027(3) N7 0.017(2) 0.026(2) 0.041(3) -0.017(2) 0.0117(18) -0.0082(17) N8 0.025(2) 0.033(3) 0.046(3) -0.015(2) -0.005(2) -0.0082(19) N9 0.042(3) 0.033(3) 0.047(3) -0.019(2) -0.008(2) -0.002(2) N10 0.020(2) 0.029(2) 0.033(2) -0.015(2) 0.0022(18) -0.0074(17) N11 0.020(2) 0.028(2) 0.042(3) -0.019(2) -0.0005(18) -0.0025(17) N12 0.057(3) 0.045(3) 0.053(3) -0.040(3) -0.001(3) -0.017(2) N13 0.021(2) 0.033(3) 0.034(2) -0.019(2) 0.0121(18) -0.0083(18) N14 0.017(2) 0.031(3) 0.042(3) -0.021(2) 0.0002(18) -0.0061(18) N15 0.040(3) 0.024(2) 0.054(3) -0.020(2) -0.010(2) -0.002(2) N16 0.031(2) 0.026(2) 0.037(3) -0.017(2) 0.003(2) -0.0097(18) N17 0.024(2) 0.027(3) 0.062(3) -0.021(2) 0.000(2) -0.0100(19) N18 0.051(3) 0.032(3) 0.060(3) -0.028(3) -0.012(3) -0.008(2) N19 0.016(2) 0.054(3) 0.035(3) -0.014(2) 0.000(2) 0.002(2) N20 0.021(2) 0.056(3) 0.025(2) -0.017(2) 0.001(2) -0.001(2) N21 0.041(3) 0.057(3) 0.038(3) -0.027(3) 0.009(2) -0.004(3) N22 0.048(3) 0.045(4) 0.064(4) -0.012(3) 0.006(3) -0.025(3) N23 0.052(5) 0.049(5) 0.049(5) -0.009(4) 0.009(4) -0.028(4) N24 0.068(6) 0.050(5) 0.058(5) -0.012(4) -0.001(5) -0.031(5) N25 0.028(2) 0.039(3) 0.059(3) -0.023(2) -0.010(2) -0.005(2) N26 0.026(2) 0.029(3) 0.059(3) -0.011(2) 0.001(2) -0.0107(19) N27 0.025(2) 0.048(3) 0.042(3) -0.015(2) -0.005(2) -0.011(2) N28 0.031(3) 0.057(3) 0.049(3) -0.019(3) -0.007(2) -0.011(2) N23' 0.065(15) 0.036(11) 0.075(15) -0.003(10) -0.029(13) -0.019(10) N24' 0.044(12) 0.063(14) 0.071(15) -0.045(12) -0.017(11) 0.000(11) O1W 0.050(6) 0.081(8) 0.063(7) -0.031(6) -0.015(5) 0.003(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N25 1.486(8) . ? C1 C2 1.496(10) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N26 1.480(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N27 1.442(8) . ? C3 C4 1.500(10) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N28 1.441(9) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? Cu1 N4 1.929(5) . ? Cu1 N1 1.949(4) . ? Cu1 N7 1.984(4) . ? Cu1 N10 2.036(4) . ? Cu2 N7 1.959(4) . ? Cu2 N16 1.963(4) . ? Cu2 N13 2.011(4) . ? Cu2 N10 2.017(4) . ? Cu3 N22 1.921(6) . ? Cu3 N19 1.964(5) . ? Cu3 N16 2.019(4) 2_675 ? Cu3 N13 2.104(4) 2_675 ? Cu3 N4 2.368(5) . ? Cu4 N25 2.003(5) 2_765 ? Cu4 N25 2.003(5) . ? Cu4 N26 2.027(5) . ? Cu4 N26 2.027(5) 2_765 ? Cu5 N28 2.016(6) 2_476 ? Cu5 N28 2.016(6) . ? Cu5 N27 2.027(5) . ? Cu5 N27 2.027(5) 2_476 ? N1 N2 1.184(6) . ? N2 N3 1.153(7) . ? N4 N5 1.188(7) . ? N5 N6 1.135(7) . ? N7 N8 1.219(6) . ? N8 N9 1.126(7) . ? N10 N11 1.215(6) . ? N11 N12 1.106(6) . ? N13 N14 1.206(6) . ? N13 Cu3 2.104(4) 2_675 ? N14 N15 1.127(6) . ? N16 N17 1.194(6) . ? N16 Cu3 2.019(4) 2_675 ? N17 N18 1.133(7) . ? N19 N20 1.182(6) . ? N20 N21 1.144(7) . ? N22 N23' 1.17(3) . ? N22 N23 1.193(11) . ? N23 N24 1.201(13) . ? N25 H25A 0.9000 . ? N25 H25B 0.9000 . ? N26 H26A 0.9000 . ? N26 H26B 0.9000 . ? N27 H27A 0.9000 . ? N27 H27B 0.9000 . ? N28 H28A 0.9000 . ? N28 H28B 0.9000 . ? N23' N24' 1.13(3) . ? O1W H1WA 0.8500 . ? O1W H1WB 0.8501 . ? 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 N25 C1 C2 108.0(5) . . ? N25 C1 H1A 110.1 . . ? C2 C1 H1A 110.1 . . ? N25 C1 H1B 110.1 . . ? C2 C1 H1B 110.1 . . ? H1A C1 H1B 108.4 . . ? N26 C2 C1 109.0(5) . . ? N26 C2 H2A 109.9 . . ? C1 C2 H2A 109.9 . . ? N26 C2 H2B 109.9 . . ? C1 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? N27 C3 C4 107.6(6) . . ? N27 C3 H3A 110.2 . . ? C4 C3 H3A 110.2 . . ? N27 C3 H3B 110.2 . . ? C4 C3 H3B 110.2 . . ? H3A C3 H3B 108.5 . . ? N28 C4 C3 108.7(6) . . ? N28 C4 H4A 109.9 . . ? C3 C4 H4A 109.9 . . ? N28 C4 H4B 109.9 . . ? C3 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? N4 Cu1 N1 96.02(19) . . ? N4 Cu1 N7 95.09(19) . . ? N1 Cu1 N7 168.57(18) . . ? N4 Cu1 N10 169.32(19) . . ? N1 Cu1 N10 91.25(18) . . ? N7 Cu1 N10 78.12(17) . . ? N7 Cu2 N16 169.92(19) . . ? N7 Cu2 N13 102.39(18) . . ? N16 Cu2 N13 80.14(18) . . ? N7 Cu2 N10 79.15(17) . . ? N16 Cu2 N10 96.77(18) . . ? N13 Cu2 N10 170.50(19) . . ? N22 Cu3 N19 94.5(2) . . ? N22 Cu3 N16 97.7(2) . 2_675 ? N19 Cu3 N16 151.9(2) . 2_675 ? N22 Cu3 N13 174.1(2) . 2_675 ? N19 Cu3 N13 89.74(19) . 2_675 ? N16 Cu3 N13 76.69(17) 2_675 2_675 ? N22 Cu3 N4 95.6(2) . . ? N19 Cu3 N4 113.30(19) . . ? N16 Cu3 N4 90.67(18) 2_675 . ? N13 Cu3 N4 86.54(17) 2_675 . ? N25 Cu4 N25 180.00(14) 2_765 . ? N25 Cu4 N26 94.0(2) 2_765 . ? N25 Cu4 N26 86.0(2) . . ? N25 Cu4 N26 86.0(2) 2_765 2_765 ? N25 Cu4 N26 94.0(2) . 2_765 ? N26 Cu4 N26 180.0 . 2_765 ? N28 Cu5 N28 180.0(3) 2_476 . ? N28 Cu5 N27 96.1(2) 2_476 . ? N28 Cu5 N27 83.9(2) . . ? N28 Cu5 N27 83.9(2) 2_476 2_476 ? N28 Cu5 N27 96.1(2) . 2_476 ? N27 Cu5 N27 180.0(3) . 2_476 ? N2 N1 Cu1 121.3(4) . . ? N3 N2 N1 177.0(6) . . ? N5 N4 Cu1 120.5(4) . . ? N5 N4 Cu3 125.2(4) . . ? Cu1 N4 Cu3 104.5(2) . . ? N6 N5 N4 177.8(7) . . ? N8 N7 Cu2 129.1(4) . . ? N8 N7 Cu1 125.4(4) . . ? Cu2 N7 Cu1 102.9(2) . . ? N9 N8 N7 177.3(6) . . ? N11 N10 Cu2 122.3(4) . . ? N11 N10 Cu1 119.8(4) . . ? Cu2 N10 Cu1 99.04(19) . . ? N12 N11 N10 177.4(6) . . ? N14 N13 Cu2 132.9(4) . . ? N14 N13 Cu3 126.8(3) . 2_675 ? Cu2 N13 Cu3 99.29(19) . 2_675 ? N15 N14 N13 177.9(6) . . ? N17 N16 Cu2 127.0(4) . . ? N17 N16 Cu3 128.9(4) . 2_675 ? Cu2 N16 Cu3 103.9(2) . 2_675 ? N18 N17 N16 179.5(7) . . ? N20 N19 Cu3 124.6(4) . . ? N21 N20 N19 174.8(6) . . ? N23' N22 N23 98.1(11) . . ? N23' N22 Cu3 136.0(11) . . ? N23 N22 Cu3 122.2(6) . . ? N22 N23 N24 175.4(10) . . ? C1 N25 Cu4 107.7(4) . . ? C1 N25 H25A 110.2 . . ? Cu4 N25 H25A 110.2 . . ? C1 N25 H25B 110.2 . . ? Cu4 N25 H25B 110.2 . . ? H25A N25 H25B 108.5 . . ? C2 N26 Cu4 106.3(4) . . ? C2 N26 H26A 110.5 . . ? Cu4 N26 H26A 110.5 . . ? C2 N26 H26B 110.5 . . ? Cu4 N26 H26B 110.5 . . ? H26A N26 H26B 108.7 . . ? C3 N27 Cu5 108.7(4) . . ? C3 N27 H27A 109.9 . . ? Cu5 N27 H27A 109.9 . . ? C3 N27 H27B 109.9 . . ? Cu5 N27 H27B 109.9 . . ? H27A N27 H27B 108.3 . . ? C4 N28 Cu5 107.4(4) . . ? C4 N28 H28A 110.2 . . ? Cu5 N28 H28A 110.2 . . ? C4 N28 H28B 110.2 . . ? Cu5 N28 H28B 110.2 . . ? H28A N28 H28B 108.5 . . ? N24' N23' N22 171(2) . . ? H1WA O1W H1WB 103.5 . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.519 _refine_diff_density_min -0.978 _refine_diff_density_rms 0.122 # Attachment 'complexes1-6.cif' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 678749' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H34 Cu3 N20' _chemical_formula_sum 'C16 H34 Cu3 N20' _chemical_formula_weight 697.25 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1) ' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 13.722(3) _cell_length_b 6.0487(13) _cell_length_c 16.910(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.687(4) _cell_angle_gamma 90.00 _cell_volume 1390.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2564 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 25.62 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.665 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 714 _exptl_absorpt_coefficient_mu 2.320 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.50 _exptl_absorpt_correction_T_max 0.57 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7301 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0853 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.99 _reflns_number_total 4822 _reflns_number_gt 3533 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.05P)^2^] 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' _chemical_absolute_configuration rmad _refine_ls_abs_structure_Flack 0.02(2) _refine_ls_number_reflns 4822 _refine_ls_number_parameters 354 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0819 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1067 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 1.2182(5) 0.2516(13) 0.2060(4) 0.0480(17) Uani 1 1 d . . . H1A H 1.2643 0.1550 0.1853 0.072 Uiso 1 1 calc R . . H1B H 1.2382 0.4024 0.2005 0.072 Uiso 1 1 calc R . . H1C H 1.1540 0.2302 0.1767 0.072 Uiso 1 1 calc R . . C2 C 1.2154(5) 0.2004(11) 0.2930(4) 0.0428(16) Uani 1 1 d . . . H2 H 1.2017 0.3401 0.3187 0.051 Uiso 1 1 calc R . . C3 C 1.3113(4) 0.1083(15) 0.3393(5) 0.056(2) Uani 1 1 d . . . H3 H 1.2940 0.0626 0.3913 0.068 Uiso 1 1 calc R . . C4 C 1.3879(5) 0.2798(14) 0.3574(4) 0.061(2) Uani 1 1 d . . . H4A H 1.3623 0.4034 0.3849 0.073 Uiso 1 1 calc R . . H4B H 1.4091 0.3339 0.3085 0.073 Uiso 1 1 calc R . . C5 C 1.4733(5) 0.1739(13) 0.4099(5) 0.055(2) Uani 1 1 d . . . H5A H 1.5246 0.2830 0.4237 0.065 Uiso 1 1 calc R . . H5B H 1.4513 0.1229 0.4590 0.065 Uiso 1 1 calc R . . C6 C 1.5136(5) -0.0152(13) 0.3689(4) 0.0510(19) Uani 1 1 d . . . H6A H 1.5704 -0.0760 0.4021 0.061 Uiso 1 1 calc R . . H6B H 1.5341 0.0334 0.3190 0.061 Uiso 1 1 calc R . . C7 C 1.4339(5) -0.1903(13) 0.3529(4) 0.0487(17) Uani 1 1 d . . . H7A H 1.4599 -0.3162 0.3269 0.058 Uiso 1 1 calc R . . H7B H 1.4153 -0.2404 0.4033 0.058 Uiso 1 1 calc R . . C8 C 1.3438(5) -0.1037(12) 0.3008(4) 0.053(2) Uani 1 1 d . . . H8A H 1.2915 -0.2128 0.2968 0.063 Uiso 1 1 calc R . . H8B H 1.3592 -0.0728 0.2476 0.063 Uiso 1 1 calc R . . C9 C 0.7682(5) 0.2741(15) 0.3096(4) 0.055(2) Uani 1 1 d . . . H9A H 0.7499 0.1210 0.3059 0.083 Uiso 1 1 calc R . . H9B H 0.7154 0.3589 0.3262 0.083 Uiso 1 1 calc R . . H9C H 0.8260 0.2912 0.3479 0.083 Uiso 1 1 calc R . . C10 C 0.7892(5) 0.3550(14) 0.2291(4) 0.0521(18) Uani 1 1 d . . . H10 H 0.8224 0.4985 0.2368 0.062 Uiso 1 1 calc R . . C11 C 0.6977(5) 0.3853(11) 0.1676(4) 0.0459(18) Uani 1 1 d . . . H11 H 0.7200 0.4093 0.1155 0.055 Uiso 1 1 calc R . . C12 C 0.6292(5) 0.1878(12) 0.1597(5) 0.052(2) Uani 1 1 d . . . H12A H 0.6654 0.0563 0.1484 0.063 Uiso 1 1 calc R . . H12B H 0.6030 0.1646 0.2096 0.063 Uiso 1 1 calc R . . C13 C 0.5459(6) 0.2263(16) 0.0934(5) 0.067(2) Uani 1 1 d . . . H13A H 0.5032 0.0980 0.0875 0.080 Uiso 1 1 calc R . . H13B H 0.5719 0.2492 0.0434 0.080 Uiso 1 1 calc R . . C14 C 0.4882(6) 0.4280(14) 0.1130(5) 0.061(2) Uani 1 1 d . . . H14A H 0.4342 0.4529 0.0707 0.073 Uiso 1 1 calc R . . H14B H 0.4608 0.4027 0.1622 0.073 Uiso 1 1 calc R . . C15 C 0.5529(5) 0.6265(17) 0.1218(5) 0.063(2) Uani 1 1 d . . . H15A H 0.5156 0.7533 0.1361 0.076 Uiso 1 1 calc R . . H15B H 0.5763 0.6583 0.0714 0.076 Uiso 1 1 calc R . . C16 C 0.6410(5) 0.5873(13) 0.1865(5) 0.058(2) Uani 1 1 d . . . H16A H 0.6839 0.7153 0.1900 0.070 Uiso 1 1 calc R . . H16B H 0.6178 0.5682 0.2377 0.070 Uiso 1 1 calc R . . Cu1 Cu 0.99545(6) 0.13686(18) 0.25269(7) 0.0426(2) Uani 1 1 d . . . Cu2 Cu 0.99920(8) 0.31196(14) 0.48910(6) 0.0505(3) Uani 1 1 d . . . Cu3 Cu 1.00030(6) 0.00811(11) 0.00622(6) 0.0430(2) Uani 1 1 d . . . N1 N 1.1317(3) 0.0525(9) 0.3005(3) 0.0403(13) Uani 1 1 d . . . H1D H 1.1304 0.0298 0.3529 0.048 Uiso 1 1 calc R . . H1E H 1.1453 -0.0787 0.2793 0.048 Uiso 1 1 calc R . . N2 N 0.8586(4) 0.1963(10) 0.1969(4) 0.0489(16) Uani 1 1 d . . . H2A H 0.8653 0.2426 0.1473 0.059 Uiso 1 1 calc R . . H2B H 0.8277 0.0650 0.1915 0.059 Uiso 1 1 calc R . . N3 N 0.9903(5) 0.3557(13) 0.3420(4) 0.0567(19) Uani 1 1 d . . . N4 N 0.9808(4) 0.5505(12) 0.3331(3) 0.0443(14) Uani 1 1 d . . . N5 N 0.9701(4) 0.7321(10) 0.3305(3) 0.0457(14) Uani 1 1 d . . . N6 N 1.0085(4) -0.0584(12) 0.1553(4) 0.0522(16) Uani 1 1 d . . . N7 N 0.9683(5) -0.2237(12) 0.1583(4) 0.0551(16) Uani 1 1 d . . . N8 N 0.9271(4) -0.3946(10) 0.1574(3) 0.0466(13) Uani 1 1 d . . . N9 N 1.0960(4) 0.0561(11) 0.4959(4) 0.0447(15) Uani 1 1 d . . . N10 N 1.1628(4) 0.0560(11) 0.5527(4) 0.0510(17) Uani 1 1 d . . . N11 N 1.2234(4) 0.0473(12) 0.6019(4) 0.0539(16) Uani 1 1 d . . . N12 N 0.9092(4) 0.0657(11) 0.4902(3) 0.0420(15) Uani 1 1 d . . . N13 N 0.8286(4) 0.0844(10) 0.5139(3) 0.0473(14) Uani 1 1 d . . . N14 N 0.7543(4) 0.0998(12) 0.5338(4) 0.0579(16) Uani 1 1 d . . . N15 N 1.0945(4) 0.2609(11) 0.0140(4) 0.0428(15) Uani 1 1 d . . . N16 N 1.1545(4) 0.2911(10) -0.0323(3) 0.0448(15) Uani 1 1 d . . . N17 N 1.2067(5) 0.3120(13) -0.0715(4) 0.0604(16) Uani 1 1 d . . . N18 N 0.9050(5) 0.2582(12) 0.0011(4) 0.0531(17) Uani 1 1 d . . . N19 N 0.8240(4) 0.2530(13) -0.0412(4) 0.0506(17) Uani 1 1 d . . . N20 N 0.7519(4) 0.2434(10) -0.0771(4) 0.0502(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.047(3) 0.053(4) 0.045(4) 0.026(4) 0.011(3) -0.010(3) C2 0.045(3) 0.039(4) 0.043(4) 0.001(3) 0.002(3) 0.006(3) C3 0.030(3) 0.066(5) 0.072(5) -0.021(4) 0.004(3) -0.003(4) C4 0.057(4) 0.061(6) 0.055(4) -0.019(4) -0.026(3) 0.020(4) C5 0.055(4) 0.052(6) 0.050(4) -0.021(4) -0.017(3) 0.015(3) C6 0.043(3) 0.050(5) 0.057(5) 0.010(4) -0.009(3) 0.010(3) C7 0.047(4) 0.050(4) 0.042(4) 0.012(4) -0.018(3) 0.013(3) C8 0.030(4) 0.069(6) 0.054(4) -0.004(4) -0.015(3) 0.004(3) C9 0.044(4) 0.082(6) 0.040(4) 0.018(4) 0.008(3) -0.005(4) C10 0.041(4) 0.057(5) 0.057(4) 0.000(4) 0.000(3) -0.004(3) C11 0.038(4) 0.048(5) 0.049(4) 0.013(3) -0.004(3) 0.000(3) C12 0.049(4) 0.045(5) 0.058(4) -0.011(4) -0.011(3) 0.010(3) C13 0.064(5) 0.065(6) 0.062(5) -0.016(5) -0.021(4) -0.009(4) C14 0.052(5) 0.060(5) 0.062(5) 0.011(4) -0.017(4) -0.011(4) C15 0.049(4) 0.066(5) 0.069(5) -0.002(5) -0.012(4) 0.020(4) C16 0.056(4) 0.038(5) 0.075(5) -0.005(4) -0.016(4) 0.012(3) Cu1 0.0275(3) 0.0495(5) 0.0508(4) 0.0023(4) 0.0056(3) -0.0011(3) Cu2 0.0538(5) 0.0493(6) 0.0473(6) -0.0062(5) 0.0030(4) -0.0039(5) Cu3 0.0301(4) 0.0541(7) 0.0442(5) 0.0047(5) 0.0029(3) 0.0002(4) N1 0.043(3) 0.025(3) 0.052(3) -0.010(3) 0.001(2) -0.009(2) N2 0.044(3) 0.036(4) 0.062(4) -0.012(3) -0.013(3) 0.001(2) N3 0.060(4) 0.061(5) 0.048(4) -0.023(4) 0.004(3) -0.014(4) N4 0.034(3) 0.047(5) 0.049(3) 0.016(3) -0.002(2) -0.015(3) N5 0.053(3) 0.034(4) 0.053(3) 0.004(3) 0.016(3) -0.019(3) N6 0.048(4) 0.045(4) 0.063(4) -0.007(4) 0.003(3) -0.005(3) N7 0.056(4) 0.054(5) 0.050(4) -0.014(3) -0.008(3) -0.002(3) N8 0.072(4) 0.036(3) 0.034(3) -0.006(3) 0.012(2) -0.009(3) N9 0.055(3) 0.029(3) 0.053(4) -0.003(3) 0.020(3) -0.003(3) N10 0.049(3) 0.053(4) 0.049(4) -0.010(3) 0.000(3) -0.012(3) N11 0.055(3) 0.057(4) 0.055(4) -0.018(3) 0.028(3) -0.006(3) N12 0.040(3) 0.054(4) 0.036(3) -0.002(3) 0.019(2) 0.000(3) N13 0.060(3) 0.037(4) 0.044(3) 0.004(3) 0.004(3) 0.005(3) N14 0.054(3) 0.062(4) 0.054(4) -0.002(3) -0.006(3) 0.002(3) N15 0.027(3) 0.044(4) 0.056(4) 0.015(3) 0.000(2) -0.002(2) N16 0.038(3) 0.049(4) 0.052(3) 0.011(3) 0.022(3) 0.005(2) N17 0.058(4) 0.068(4) 0.058(4) 0.018(4) 0.017(3) 0.012(3) N18 0.068(4) 0.043(4) 0.049(4) 0.007(3) 0.009(3) 0.002(3) N19 0.049(3) 0.063(5) 0.041(3) 0.013(3) 0.011(3) 0.011(3) N20 0.051(3) 0.036(3) 0.057(4) 0.007(3) -0.016(3) -0.012(3) _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 C2 1.509(9) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N1 1.475(8) . ? C2 C3 1.543(9) . ? C2 H2 0.9800 . ? C3 C4 1.480(11) . ? C3 C8 1.531(11) . ? C3 H3 0.9800 . ? C4 C5 1.514(9) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.483(10) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.520(10) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.513(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.510(10) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 N2 1.505(10) . ? C10 C11 1.531(9) . ? C10 H10 0.9800 . ? C11 C16 1.506(10) . ? C11 C12 1.515(10) . ? C11 H11 0.9800 . ? C12 C13 1.509(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.515(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.490(12) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.536(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? Cu1 N1 2.001(5) . ? Cu1 N3 2.016(7) . ? Cu1 N2 2.017(5) . ? Cu1 N6 2.053(7) . ? Cu2 N12 1.937(6) . ? Cu2 N12 1.985(6) 2_756 ? Cu2 N9 2.011(6) 2_756 ? Cu2 N9 2.033(6) . ? Cu2 Cu2 3.0465(7) 2_756 ? Cu2 Cu2 3.0465(7) 2_746 ? Cu3 N15 1.982(6) 2_745 ? Cu3 N18 1.994(7) . ? Cu3 N15 1.995(6) . ? Cu3 N18 2.008(7) 2_745 ? Cu3 Cu3 3.0316(7) 2_755 ? Cu3 Cu3 3.0316(7) 2_745 ? N1 H1D 0.9000 . ? N1 H1E 0.9000 . ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? N3 N4 1.193(9) . ? N4 N5 1.108(8) . ? N6 N7 1.146(9) . ? N7 N8 1.178(9) . ? N9 N10 1.237(8) . ? N9 Cu2 2.011(6) 2_746 ? N10 N11 1.096(8) . ? N12 N13 1.231(7) . ? N12 Cu2 1.985(6) 2_746 ? N13 N14 1.119(7) . ? N15 N16 1.223(7) . ? N15 Cu3 1.982(6) 2_755 ? N16 N17 1.047(7) . ? N18 N19 1.238(8) . ? N18 Cu3 2.008(7) 2_755 ? N19 N20 1.091(7) . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 109.3(5) . . ? N1 C2 C3 111.0(6) . . ? C1 C2 C3 116.0(6) . . ? N1 C2 H2 106.7 . . ? C1 C2 H2 106.7 . . ? C3 C2 H2 106.7 . . ? C4 C3 C8 115.9(6) . . ? C4 C3 C2 112.7(7) . . ? C8 C3 C2 111.3(6) . . ? C4 C3 H3 105.3 . . ? C8 C3 H3 105.3 . . ? C2 C3 H3 105.3 . . ? C3 C4 C5 107.3(7) . . ? C3 C4 H4A 110.3 . . ? C5 C4 H4A 110.3 . . ? C3 C4 H4B 110.3 . . ? C5 C4 H4B 110.3 . . ? H4A C4 H4B 108.5 . . ? C6 C5 C4 111.1(6) . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C5 C6 C7 108.4(6) . . ? C5 C6 H6A 110.0 . . ? C7 C6 H6A 110.0 . . ? C5 C6 H6B 110.0 . . ? C7 C6 H6B 110.0 . . ? H6A C6 H6B 108.4 . . ? C8 C7 C6 112.0(6) . . ? C8 C7 H7A 109.2 . . ? C6 C7 H7A 109.2 . . ? C8 C7 H7B 109.2 . . ? C6 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? C7 C8 C3 107.7(6) . . ? C7 C8 H8A 110.2 . . ? C3 C8 H8A 110.2 . . ? C7 C8 H8B 110.2 . . ? C3 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 C9 109.0(7) . . ? N2 C10 C11 109.4(6) . . ? C9 C10 C11 114.4(6) . . ? N2 C10 H10 107.9 . . ? C9 C10 H10 107.9 . . ? C11 C10 H10 107.9 . . ? C16 C11 C12 109.0(6) . . ? C16 C11 C10 110.7(6) . . ? C12 C11 C10 114.1(6) . . ? C16 C11 H11 107.6 . . ? C12 C11 H11 107.6 . . ? C10 C11 H11 107.6 . . ? C13 C12 C11 110.1(7) . . ? C13 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? C13 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C12 C13 C14 109.1(7) . . ? C12 C13 H13A 109.9 . . ? C14 C13 H13A 109.9 . . ? C12 C13 H13B 109.9 . . ? C14 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? C15 C14 C13 110.4(7) . . ? C15 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 . . ? C15 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? C14 C15 C16 110.4(7) . . ? C14 C15 H15A 109.6 . . ? C16 C15 H15A 109.6 . . ? C14 C15 H15B 109.6 . . ? C16 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C11 C16 C15 110.7(6) . . ? C11 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? N1 Cu1 N3 89.4(3) . . ? N1 Cu1 N2 174.3(3) . . ? N3 Cu1 N2 96.3(3) . . ? N1 Cu1 N6 90.0(2) . . ? N3 Cu1 N6 173.5(3) . . ? N2 Cu1 N6 84.4(2) . . ? N12 Cu2 N12 169.29(7) . 2_756 ? N12 Cu2 N9 97.9(2) . 2_756 ? N12 Cu2 N9 79.4(2) 2_756 2_756 ? N12 Cu2 N9 80.0(2) . . ? N12 Cu2 N9 100.7(2) 2_756 . ? N9 Cu2 N9 169.43(8) 2_756 . ? N12 Cu2 Cu2 139.16(18) . 2_756 ? N12 Cu2 Cu2 38.46(17) 2_756 2_756 ? N9 Cu2 Cu2 41.38(18) 2_756 2_756 ? N9 Cu2 Cu2 139.02(18) . 2_756 ? N12 Cu2 Cu2 39.60(18) . 2_746 ? N12 Cu2 Cu2 138.78(19) 2_756 2_746 ? N9 Cu2 Cu2 135.09(19) 2_756 2_746 ? N9 Cu2 Cu2 40.83(16) . 2_746 ? Cu2 Cu2 Cu2 166.19(8) 2_756 2_746 ? N15 Cu3 N18 98.8(2) 2_745 . ? N15 Cu3 N15 173.90(7) 2_745 . ? N18 Cu3 N15 80.6(3) . . ? N15 Cu3 N18 80.6(3) 2_745 2_745 ? N18 Cu3 N18 174.02(6) . 2_745 ? N15 Cu3 N18 99.3(2) . 2_745 ? N15 Cu3 Cu3 138.17(18) 2_745 2_755 ? N18 Cu3 Cu3 40.9(2) . 2_755 ? N15 Cu3 Cu3 40.17(16) . 2_755 ? N18 Cu3 Cu3 137.9(2) 2_745 2_755 ? N15 Cu3 Cu3 40.51(17) 2_745 2_745 ? N18 Cu3 Cu3 139.3(2) . 2_745 ? N15 Cu3 Cu3 139.88(17) . 2_745 ? N18 Cu3 Cu3 40.6(2) 2_745 2_745 ? Cu3 Cu3 Cu3 172.08(7) 2_755 2_745 ? C2 N1 Cu1 120.5(4) . . ? C2 N1 H1D 107.2 . . ? Cu1 N1 H1D 107.2 . . ? C2 N1 H1E 107.2 . . ? Cu1 N1 H1E 107.2 . . ? H1D N1 H1E 106.8 . . ? C10 N2 Cu1 122.6(4) . . ? C10 N2 H2A 106.7 . . ? Cu1 N2 H2A 106.7 . . ? C10 N2 H2B 106.7 . . ? Cu1 N2 H2B 106.7 . . ? H2A N2 H2B 106.6 . . ? N4 N3 Cu1 124.6(6) . . ? N5 N4 N3 174.7(8) . . ? N7 N6 Cu1 111.9(6) . . ? N6 N7 N8 176.7(8) . . ? N10 N9 Cu2 109.2(5) . 2_746 ? N10 N9 Cu2 117.1(5) . . ? Cu2 N9 Cu2 97.8(2) 2_746 . ? N11 N10 N9 176.9(8) . . ? N13 N12 Cu2 122.3(6) . . ? N13 N12 Cu2 126.1(5) . 2_746 ? Cu2 N12 Cu2 101.9(2) . 2_746 ? N14 N13 N12 178.3(7) . . ? N16 N15 Cu3 105.0(5) . 2_755 ? N16 N15 Cu3 123.9(6) . . ? Cu3 N15 Cu3 99.3(2) 2_755 . ? N17 N16 N15 178.2(8) . . ? N19 N18 Cu3 122.6(6) . . ? N19 N18 Cu3 121.5(6) . 2_755 ? Cu3 N18 Cu3 98.5(3) . 2_755 ? N20 N19 N18 177.9(8) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.642 _refine_diff_density_min -0.593 _refine_diff_density_rms 0.080 #===END data_complex2 _database_code_depnum_ccdc_archive 'CCDC 678750' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H34 Cu3 N20' _chemical_formula_sum 'C16 H34 Cu3 N20' _chemical_formula_weight 697.25 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1) ' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 13.731(3) _cell_length_b 6.0514(13) _cell_length_c 16.913(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.761(4) _cell_angle_gamma 90.00 _cell_volume 1392.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 2429 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 25.59 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 714 _exptl_absorpt_coefficient_mu 2.318 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.50 _exptl_absorpt_correction_T_max 0.58 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 Smart Aepex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7376 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0745 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.99 _reflns_number_total 4926 _reflns_number_gt 3782 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.06P)^2^+1.66P] 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 0.07(3) _chemical_absolute_configuration rmad _refine_ls_number_reflns 4926 _refine_ls_number_parameters 354 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0883 _refine_ls_R_factor_gt 0.0658 _refine_ls_wR_factor_ref 0.1365 _refine_ls_wR_factor_gt 0.1304 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 0.7840(6) 0.6943(17) 0.7935(5) 0.052(2) Uani 1 1 d . . . H1A H 0.7392 0.7894 0.8162 0.078 Uiso 1 1 calc R . . H1B H 0.8495 0.7184 0.8200 0.078 Uiso 1 1 calc R . . H1C H 0.7658 0.5430 0.8001 0.078 Uiso 1 1 calc R . . C2 C 0.7803(6) 0.7456(14) 0.7043(5) 0.042(2) Uani 1 1 d . . . H2 H 0.7921 0.6072 0.6771 0.050 Uiso 1 1 calc R . . C3 C 0.6907(6) 0.8456(19) 0.6620(6) 0.055(3) Uani 1 1 d . . . H3 H 0.7091 0.8893 0.6103 0.066 Uiso 1 1 calc R . . C4 C 0.6094(7) 0.6888(16) 0.6417(5) 0.054(2) Uani 1 1 d . . . H4A H 0.5872 0.6360 0.6904 0.064 Uiso 1 1 calc R . . H4B H 0.6327 0.5627 0.6143 0.064 Uiso 1 1 calc R . . C5 C 0.5242(6) 0.7939(16) 0.5893(5) 0.052(2) Uani 1 1 d . . . H5A H 0.5462 0.8437 0.5402 0.062 Uiso 1 1 calc R . . H5B H 0.4733 0.6841 0.5757 0.062 Uiso 1 1 calc R . . C6 C 0.4837(7) 0.978(2) 0.6275(6) 0.063(3) Uani 1 1 d . . . H6A H 0.4609 0.9302 0.6766 0.076 Uiso 1 1 calc R . . H6B H 0.4281 1.0386 0.5927 0.076 Uiso 1 1 calc R . . C7 C 0.5596(6) 1.1491(18) 0.6453(5) 0.054(2) Uani 1 1 d . . . H7A H 0.5340 1.2682 0.6748 0.065 Uiso 1 1 calc R . . H7B H 0.5760 1.2097 0.5956 0.065 Uiso 1 1 calc R . . C8 C 0.6551(6) 1.0540(15) 0.6952(6) 0.052(3) Uani 1 1 d . . . H8A H 0.7067 1.1642 0.6977 0.062 Uiso 1 1 calc R . . H8B H 0.6420 1.0267 0.7493 0.062 Uiso 1 1 calc R . . C9 C 1.2406(6) 0.9028(19) 0.7075(5) 0.058(3) Uani 1 1 d . . . H9A H 1.1800 0.9830 0.6966 0.087 Uiso 1 1 calc R . . H9B H 1.2614 0.8564 0.6582 0.087 Uiso 1 1 calc R . . H9C H 1.2900 0.9964 0.7358 0.087 Uiso 1 1 calc R . . C10 C 1.2259(6) 0.7050(18) 0.7571(6) 0.055(2) Uani 1 1 d . . . H10 H 1.2079 0.5806 0.7210 0.066 Uiso 1 1 calc R . . C11 C 1.3161(5) 0.6330(17) 0.8180(4) 0.0434(19) Uani 1 1 d . . . H11 H 1.2943 0.5207 0.8534 0.052 Uiso 1 1 calc R . . C12 C 1.3611(6) 0.8157(17) 0.8671(5) 0.050(2) Uani 1 1 d . . . H12A H 1.3120 0.8875 0.8944 0.060 Uiso 1 1 calc R . . H12B H 1.3876 0.9242 0.8336 0.060 Uiso 1 1 calc R . . C13 C 1.4453(7) 0.7216(18) 0.9296(5) 0.061(3) Uani 1 1 d . . . H13A H 1.4724 0.8394 0.9648 0.073 Uiso 1 1 calc R . . H13B H 1.4188 0.6097 0.9618 0.073 Uiso 1 1 calc R . . C14 C 1.5243(7) 0.624(2) 0.8891(6) 0.059(3) Uani 1 1 d . . . H14A H 1.5769 0.5689 0.9282 0.071 Uiso 1 1 calc R . . H14B H 1.5512 0.7344 0.8566 0.071 Uiso 1 1 calc R . . C15 C 1.4801(6) 0.4366(19) 0.8373(6) 0.059(3) Uani 1 1 d . . . H15A H 1.4545 0.3244 0.8699 0.070 Uiso 1 1 calc R . . H15B H 1.5299 0.3693 0.8095 0.070 Uiso 1 1 calc R . . C16 C 1.3943(7) 0.5331(14) 0.7750(6) 0.055(2) Uani 1 1 d . . . H16A H 1.4203 0.6448 0.7425 0.066 Uiso 1 1 calc R . . H16B H 1.3660 0.4159 0.7400 0.066 Uiso 1 1 calc R . . Cu1 Cu 0.99994(7) 0.93894(14) 0.99421(7) 0.0412(3) Uani 1 1 d . . . Cu2 Cu 1.00490(8) 0.8114(2) 0.74747(7) 0.0492(3) Uani 1 1 d . . . Cu3 Cu 1.00099(7) 0.63578(16) 0.51136(6) 0.0409(3) Uani 1 1 d . . . N1 N 0.8679(4) 0.8918(10) 0.7011(4) 0.0369(15) Uani 1 1 d . . . H1D H 0.8543 1.0205 0.7239 0.044 Uiso 1 1 calc R . . H1E H 0.8698 0.9211 0.6492 0.044 Uiso 1 1 calc R . . N2 N 1.1407(5) 0.7537(12) 0.8000(4) 0.0470(19) Uani 1 1 d . . . H2A H 1.1579 0.8722 0.8309 0.056 Uiso 1 1 calc R . . H2B H 1.1363 0.6396 0.8334 0.056 Uiso 1 1 calc R . . N3 N 0.9919(6) 1.0002(15) 0.8465(5) 0.051(2) Uani 1 1 d . . . N4 N 1.0195(4) 1.1840(15) 0.8438(4) 0.0460(19) Uani 1 1 d . . . N5 N 1.0458(5) 1.3735(12) 0.8419(4) 0.0464(17) Uani 1 1 d . . . N6 N 1.0087(6) 0.6036(17) 0.6599(5) 0.056(2) Uani 1 1 d . . . N7 N 1.0174(5) 0.3967(15) 0.6666(4) 0.0454(19) Uani 1 1 d . . . N8 N 1.0263(5) 0.2049(11) 0.6678(3) 0.0395(15) Uani 1 1 d . . . N9 N 0.9048(6) 0.6837(16) 0.9868(4) 0.053(2) Uani 1 1 d . . . N10 N 0.8188(7) 0.7124(15) 0.9703(4) 0.055(2) Uani 1 1 d . . . N11 N 0.7389(6) 0.7263(13) 0.9544(4) 0.053(2) Uani 1 1 d . . . N12 N 0.9029(5) 1.1894(14) 1.0019(4) 0.045(2) Uani 1 1 d . . . N13 N 0.8248(6) 1.1900(14) 0.9587(4) 0.0496(18) Uani 1 1 d . . . N14 N 0.7543(6) 1.2056(14) 0.9238(4) 0.058(2) Uani 1 1 d . . . N15 N 1.0919(4) 0.8777(13) 0.5102(4) 0.0412(18) Uani 1 1 d . . . N16 N 1.1725(4) 0.8646(13) 0.4864(4) 0.0443(18) Uani 1 1 d . . . N17 N 1.2417(5) 0.8369(15) 0.4657(4) 0.0527(18) Uani 1 1 d . . . N18 N 0.9025(5) 0.8910(14) 0.5038(4) 0.0470(19) Uani 1 1 d . . . N19 N 0.8136(5) 0.8469(14) 0.4877(4) 0.0444(17) Uani 1 1 d . . . N20 N 0.7324(5) 0.8159(16) 0.4806(4) 0.060(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.053(5) 0.054(6) 0.054(5) 0.031(5) 0.025(4) -0.007(5) C2 0.056(5) 0.038(5) 0.033(4) 0.008(3) 0.006(4) -0.002(4) C3 0.037(4) 0.067(7) 0.062(6) -0.022(5) 0.009(4) 0.008(5) C4 0.065(6) 0.036(5) 0.056(5) -0.013(4) -0.007(4) 0.009(5) C5 0.047(5) 0.042(6) 0.060(6) -0.010(4) -0.017(4) 0.004(4) C6 0.052(6) 0.062(7) 0.070(7) 0.016(6) -0.013(5) 0.009(6) C7 0.040(5) 0.055(6) 0.065(5) 0.020(5) -0.004(4) 0.017(5) C8 0.026(4) 0.064(7) 0.061(6) -0.005(4) -0.012(4) 0.016(4) C9 0.044(5) 0.074(8) 0.051(5) 0.013(5) -0.010(4) 0.005(5) C10 0.041(5) 0.063(6) 0.060(5) 0.001(5) 0.003(4) -0.004(4) C11 0.040(4) 0.048(5) 0.040(4) 0.011(4) -0.002(3) 0.005(4) C12 0.043(4) 0.045(5) 0.058(5) -0.009(5) -0.007(4) 0.014(5) C13 0.064(6) 0.056(6) 0.056(5) -0.017(5) -0.011(5) -0.017(5) C14 0.063(6) 0.050(6) 0.060(5) 0.009(5) -0.011(5) 0.005(6) C15 0.041(5) 0.069(7) 0.060(6) 0.004(5) -0.011(4) 0.011(5) C16 0.061(6) 0.028(5) 0.070(6) -0.011(4) -0.018(5) 0.003(4) Cu1 0.0285(4) 0.0470(7) 0.0483(6) 0.0051(5) 0.0051(4) 0.0006(5) Cu2 0.0496(5) 0.0477(6) 0.0495(5) -0.0059(5) 0.0037(4) -0.0055(5) Cu3 0.0298(5) 0.0499(8) 0.0423(6) 0.0028(6) 0.0026(4) -0.0014(5) N1 0.047(4) 0.011(3) 0.052(4) -0.007(2) 0.005(3) 0.002(3) N2 0.059(4) 0.035(4) 0.044(4) -0.016(3) -0.002(3) 0.003(3) N3 0.045(4) 0.046(5) 0.059(5) -0.016(4) -0.001(4) -0.006(4) N4 0.027(3) 0.064(6) 0.045(4) 0.003(4) -0.005(3) -0.007(4) N5 0.062(4) 0.034(4) 0.044(4) -0.002(3) 0.011(3) -0.012(4) N6 0.054(5) 0.061(6) 0.053(4) -0.016(4) 0.009(4) -0.015(5) N7 0.028(3) 0.059(6) 0.045(4) -0.010(3) -0.007(3) -0.014(4) N8 0.060(4) 0.035(4) 0.024(3) -0.001(3) 0.011(3) -0.007(4) N9 0.055(5) 0.063(6) 0.040(4) 0.005(4) 0.002(3) -0.001(5) N10 0.058(5) 0.065(6) 0.043(4) -0.001(4) 0.014(4) -0.005(4) N11 0.062(5) 0.051(5) 0.049(4) -0.024(3) 0.017(4) -0.013(4) N12 0.039(4) 0.059(6) 0.042(4) 0.014(4) 0.022(3) -0.003(4) N13 0.051(4) 0.048(5) 0.050(4) 0.003(4) 0.004(3) 0.007(4) N14 0.056(5) 0.061(5) 0.053(4) -0.010(4) -0.014(4) 0.005(4) N15 0.029(3) 0.035(5) 0.060(5) 0.005(3) 0.006(3) -0.006(3) N16 0.033(4) 0.058(5) 0.044(4) 0.013(3) 0.013(3) 0.017(3) N17 0.044(4) 0.063(5) 0.054(4) 0.008(4) 0.016(3) 0.006(4) N18 0.053(4) 0.041(5) 0.045(4) 0.007(3) 0.000(3) -0.004(4) N19 0.045(4) 0.044(5) 0.046(4) 0.016(4) 0.010(3) 0.000(4) N20 0.053(4) 0.065(5) 0.058(5) 0.011(4) -0.013(4) -0.019(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.534(10) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.468(11) . ? C2 N1 1.500(9) . ? C2 H2 0.9800 . ? C3 C4 1.470(12) . ? C3 C8 1.490(12) . ? C3 H3 0.9800 . ? C4 C5 1.509(11) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.440(14) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.470(14) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.569(10) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.492(13) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 N2 1.487(11) . ? C10 C11 1.562(11) . ? C10 H10 0.9800 . ? C11 C12 1.468(12) . ? C11 C16 1.502(12) . ? C11 H11 0.9800 . ? C12 C13 1.565(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.482(13) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.508(14) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.582(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? Cu1 N9 1.974(9) 2_757 ? Cu1 N12 2.010(8) 2_747 ? Cu1 N9 2.016(9) . ? Cu1 N12 2.033(8) . ? Cu1 Cu1 3.0320(7) 2_747 ? Cu1 Cu1 3.0320(7) 2_757 ? Cu2 N6 1.950(8) . ? Cu2 N2 1.985(7) . ? Cu2 N1 1.998(6) . ? Cu2 N3 2.056(8) . ? Cu3 N15 1.926(7) . ? Cu3 N15 2.018(7) 2_746 ? Cu3 N18 2.027(8) 2_746 ? Cu3 N18 2.046(8) . ? Cu3 Cu3 3.0497(15) 2_746 ? Cu3 Cu3 3.0497(15) 2_756 ? N1 H1D 0.9000 . ? N1 H1E 0.9000 . ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? N3 N4 1.178(12) . ? N4 N5 1.204(11) . ? N6 N7 1.261(12) . ? N7 N8 1.167(10) . ? N9 N10 1.189(10) . ? N9 Cu1 1.974(9) 2_747 ? N10 N11 1.096(10) . ? N12 N13 1.213(10) . ? N12 Cu1 2.010(8) 2_757 ? N13 N14 1.068(9) . ? N15 N16 1.231(8) . ? N15 Cu3 2.018(7) 2_756 ? N16 N17 1.069(8) . ? N18 N19 1.243(9) . ? N18 Cu3 2.027(8) 2_756 ? N19 N20 1.121(9) . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 N1 111.3(7) . . ? C3 C2 C1 118.5(7) . . ? N1 C2 C1 103.6(7) . . ? C3 C2 H2 107.7 . . ? N1 C2 H2 107.7 . . ? C1 C2 H2 107.7 . . ? C2 C3 C4 114.1(9) . . ? C2 C3 C8 117.5(8) . . ? C4 C3 C8 110.9(7) . . ? C2 C3 H3 104.2 . . ? C4 C3 H3 104.2 . . ? C8 C3 H3 104.2 . . ? C3 C4 C5 111.6(8) . . ? C3 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? C3 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C6 C5 C4 112.3(8) . . ? C6 C5 H5A 109.1 . . ? C4 C5 H5A 109.1 . . ? C6 C5 H5B 109.1 . . ? C4 C5 H5B 109.1 . . ? H5A C5 H5B 107.9 . . ? C5 C6 C7 109.3(8) . . ? C5 C6 H6A 109.8 . . ? C7 C6 H6A 109.8 . . ? C5 C6 H6B 109.8 . . ? C7 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? C6 C7 C8 111.7(8) . . ? C6 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? C6 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? C3 C8 C7 113.6(8) . . ? C3 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? C3 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 C9 106.9(8) . . ? N2 C10 C11 109.9(7) . . ? C9 C10 C11 116.0(8) . . ? N2 C10 H10 107.9 . . ? C9 C10 H10 107.9 . . ? C11 C10 H10 107.9 . . ? C12 C11 C16 107.7(7) . . ? C12 C11 C10 113.5(8) . . ? C16 C11 C10 110.4(7) . . ? C12 C11 H11 108.4 . . ? C16 C11 H11 108.4 . . ? C10 C11 H11 108.4 . . ? C11 C12 C13 108.9(8) . . ? C11 C12 H12A 109.9 . . ? C13 C12 H12A 109.9 . . ? C11 C12 H12B 109.9 . . ? C13 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? C14 C13 C12 110.7(7) . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C13 C14 C15 107.9(8) . . ? C13 C14 H14A 110.1 . . ? C15 C14 H14A 110.1 . . ? C13 C14 H14B 110.1 . . ? C15 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? C14 C15 C16 108.3(8) . . ? C14 C15 H15A 110.0 . . ? C16 C15 H15A 110.0 . . ? C14 C15 H15B 110.0 . . ? C16 C15 H15B 110.0 . . ? H15A C15 H15B 108.4 . . ? C11 C16 C15 110.1(8) . . ? C11 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? C11 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.2 . . ? N9 Cu1 N12 97.8(3) 2_757 2_747 ? N9 Cu1 N9 174.22(11) 2_757 . ? N12 Cu1 N9 81.3(3) 2_747 . ? N9 Cu1 N12 81.7(3) 2_757 . ? N12 Cu1 N12 174.50(7) 2_747 . ? N9 Cu1 N12 98.6(3) . . ? N9 Cu1 Cu1 138.1(3) 2_757 2_747 ? N12 Cu1 Cu1 41.7(2) 2_747 2_747 ? N9 Cu1 Cu1 40.0(2) . 2_747 ? N12 Cu1 Cu1 137.3(2) . 2_747 ? N9 Cu1 Cu1 41.1(2) 2_757 2_757 ? N12 Cu1 Cu1 138.9(2) 2_747 2_757 ? N9 Cu1 Cu1 139.8(3) . 2_757 ? N12 Cu1 Cu1 41.1(2) . 2_757 ? Cu1 Cu1 Cu1 172.61(9) 2_747 2_757 ? N6 Cu2 N2 96.1(3) . . ? N6 Cu2 N1 88.8(3) . . ? N2 Cu2 N1 175.0(3) . . ? N6 Cu2 N3 172.8(4) . . ? N2 Cu2 N3 85.0(3) . . ? N1 Cu2 N3 90.2(3) . . ? N15 Cu3 N15 168.85(7) . 2_746 ? N15 Cu3 N18 96.8(3) . 2_746 ? N15 Cu3 N18 79.6(3) 2_746 2_746 ? N15 Cu3 N18 81.3(3) . . ? N15 Cu3 N18 100.2(3) 2_746 . ? N18 Cu3 N18 169.11(9) 2_746 . ? N15 Cu3 Cu3 138.4(2) . 2_746 ? N15 Cu3 Cu3 38.26(18) 2_746 2_746 ? N18 Cu3 Cu3 41.8(2) 2_746 2_746 ? N18 Cu3 Cu3 138.3(2) . 2_746 ? N15 Cu3 Cu3 40.5(2) . 2_756 ? N15 Cu3 Cu3 138.6(2) 2_746 2_756 ? N18 Cu3 Cu3 134.7(2) 2_746 2_756 ? N18 Cu3 Cu3 41.3(2) . 2_756 ? Cu3 Cu3 Cu3 165.62(8) 2_746 2_756 ? C2 N1 Cu2 124.0(5) . . ? C2 N1 H1D 106.3 . . ? Cu2 N1 H1D 106.3 . . ? C2 N1 H1E 106.3 . . ? Cu2 N1 H1E 106.3 . . ? H1D N1 H1E 106.4 . . ? C10 N2 Cu2 124.8(5) . . ? C10 N2 H2A 106.1 . . ? Cu2 N2 H2A 106.1 . . ? C10 N2 H2B 106.1 . . ? Cu2 N2 H2B 106.1 . . ? H2A N2 H2B 106.3 . . ? N4 N3 Cu2 115.4(7) . . ? N3 N4 N5 178.4(9) . . ? N7 N6 Cu2 125.7(7) . . ? N8 N7 N6 175.7(9) . . ? N10 N9 Cu1 139.8(9) . 2_747 ? N10 N9 Cu1 121.2(8) . . ? Cu1 N9 Cu1 98.9(3) 2_747 . ? N11 N10 N9 176.0(12) . . ? N13 N12 Cu1 123.1(7) . 2_757 ? N13 N12 Cu1 119.8(7) . . ? Cu1 N12 Cu1 97.2(3) 2_757 . ? N14 N13 N12 174.2(11) . . ? N16 N15 Cu3 124.6(7) . . ? N16 N15 Cu3 124.4(6) . 2_756 ? Cu3 N15 Cu3 101.3(3) . 2_756 ? N17 N16 N15 174.7(10) . . ? N19 N18 Cu3 140.3(7) . 2_756 ? N19 N18 Cu3 118.2(7) . . ? Cu3 N18 Cu3 97.0(3) 2_756 . ? N20 N19 N18 173.0(9) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.428 _refine_diff_density_min -0.669 _refine_diff_density_rms 0.091 #===END data_complex3 _database_code_depnum_ccdc_archive 'CCDC 684783' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H26 Cu3 N20' _chemical_formula_sum 'C18 H26 Cu3 N20' _chemical_formula_weight 713.21 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' 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 'P2(1)2(1)2(1) ' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 6.0471(14) _cell_length_b 16.9379(13) _cell_length_c 27.476(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2814.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4805 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 26.98 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.683 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1444 _exptl_absorpt_coefficient_mu 2.296 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.51 _exptl_absorpt_correction_T_max 0.58 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11634 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0672 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5238 _reflns_number_gt 3949 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.05P)^2^+0.55P] 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 0.02(2) _chemical_absolute_configuration rmad _refine_ls_number_reflns 5238 _refine_ls_number_parameters 372 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0745 _refine_ls_R_factor_gt 0.0536 _refine_ls_wR_factor_ref 0.1052 _refine_ls_wR_factor_gt 0.1008 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 0.5265(12) 0.8426(4) 0.6688(3) 0.0509(18) Uani 1 1 d . . . H1A H 0.3829 0.8400 0.6540 0.076 Uiso 1 1 calc R . . H1B H 0.5668 0.8969 0.6737 0.076 Uiso 1 1 calc R . . H1C H 0.5232 0.8159 0.6996 0.076 Uiso 1 1 calc R . . C2 C 0.6977(11) 0.8027(4) 0.6352(2) 0.0417(16) Uani 1 1 d . . . H2A H 0.6414 0.8039 0.6022 0.050 Uiso 1 1 calc R . . H2B H 0.8324 0.8338 0.6359 0.050 Uiso 1 1 calc R . . C3 C 0.7553(15) 0.7185(4) 0.6478(2) 0.0549(19) Uani 1 1 d . . . H3 H 0.6197 0.6868 0.6482 0.066 Uiso 1 1 calc R . . C4 C 0.9163(12) 0.6834(4) 0.6104(2) 0.0425(16) Uani 1 1 d . . . C5 C 0.8818(13) 0.6067(3) 0.5930(2) 0.0444(15) Uani 1 1 d . . . H5 H 0.7635 0.5770 0.6045 0.053 Uiso 1 1 calc R . . C6 C 1.0243(12) 0.5753(5) 0.5586(2) 0.0510(19) Uani 1 1 d . . . H6 H 1.0000 0.5249 0.5464 0.061 Uiso 1 1 calc R . . C7 C 1.2032(11) 0.6192(4) 0.5425(2) 0.0462(16) Uani 1 1 d . . . H7 H 1.2987 0.5976 0.5195 0.055 Uiso 1 1 calc R . . C8 C 1.2429(12) 0.6954(3) 0.5601(2) 0.0420(14) Uani 1 1 d . . . H8 H 1.3649 0.7243 0.5497 0.050 Uiso 1 1 calc R . . C9 C 1.0936(12) 0.7266(4) 0.5936(2) 0.0533(17) Uani 1 1 d . . . H9 H 1.1141 0.7779 0.6049 0.064 Uiso 1 1 calc R . . C10 C 0.7650(13) 0.6162(4) 0.8787(2) 0.0497(16) Uani 1 1 d . . . H10A H 0.6629 0.6021 0.9040 0.075 Uiso 1 1 calc R . . H10B H 0.8954 0.5841 0.8813 0.075 Uiso 1 1 calc R . . H10C H 0.6971 0.6076 0.8475 0.075 Uiso 1 1 calc R . . C11 C 0.8261(11) 0.7004(4) 0.8836(2) 0.0446(17) Uani 1 1 d . . . H11A H 0.9514 0.7124 0.8628 0.054 Uiso 1 1 calc R . . H11B H 0.8674 0.7118 0.9170 0.054 Uiso 1 1 calc R . . C12 C 0.6255(13) 0.7513(4) 0.8687(2) 0.0509(17) Uani 1 1 d . . . H12 H 0.5032 0.7171 0.8587 0.061 Uiso 1 1 calc R . . C13 C 0.5559(11) 0.8005(4) 0.9125(2) 0.0413(15) Uani 1 1 d . . . C14 C 0.3667(12) 0.7802(4) 0.9383(2) 0.0513(18) Uani 1 1 d . . . H14 H 0.2803 0.7376 0.9286 0.062 Uiso 1 1 calc R . . C15 C 0.3089(12) 0.8243(4) 0.9788(2) 0.0479(17) Uani 1 1 d . . . H15 H 0.1854 0.8099 0.9969 0.057 Uiso 1 1 calc R . . C16 C 0.4301(15) 0.8887(5) 0.9926(3) 0.064(2) Uani 1 1 d . . . H16 H 0.3885 0.9170 1.0201 0.077 Uiso 1 1 calc R . . C17 C 0.6131(13) 0.9124(4) 0.9664(2) 0.0520(17) Uani 1 1 d . . . H17 H 0.6902 0.9576 0.9754 0.062 Uiso 1 1 calc R . . C18 C 0.6813(10) 0.8685(4) 0.9266(2) 0.0417(15) Uani 1 1 d . . . H18 H 0.8070 0.8830 0.9092 0.050 Uiso 1 1 calc R . . Cu1 Cu 0.76237(12) 0.75577(4) 0.76046(2) 0.02938(16) Uani 1 1 d . . . Cu2 Cu 0.39942(12) 1.01323(4) 0.74741(2) 0.03464(18) Uani 1 1 d . . . Cu3 Cu 0.89619(12) 0.99600(4) 0.74659(2) 0.03306(17) Uani 1 1 d . . . N1 N 0.8723(10) 0.7102(3) 0.69691(16) 0.0401(12) Uani 1 1 d . . . H1D H 1.0094 0.7297 0.6926 0.048 Uiso 1 1 calc R . . H1E H 0.8884 0.6581 0.7020 0.048 Uiso 1 1 calc R . . N2 N 0.6975(9) 0.8014(3) 0.82672(16) 0.0402(13) Uani 1 1 d . . . H2C H 0.8205 0.8270 0.8363 0.048 Uiso 1 1 calc R . . H2D H 0.5924 0.8384 0.8225 0.048 Uiso 1 1 calc R . . N3 N 0.5409(9) 0.6642(3) 0.76914(16) 0.0322(11) Uani 1 1 d . . . N4 N 0.3530(11) 0.6724(3) 0.77248(17) 0.0394(13) Uani 1 1 d . . . N5 N 0.1694(12) 0.6751(4) 0.7788(2) 0.0519(15) Uani 1 1 d . . . N6 N 0.6623(9) 0.9915(3) 0.79214(16) 0.0436(14) Uani 1 1 d . . . N7 N 0.6697(9) 1.0299(3) 0.83220(18) 0.0390(12) Uani 1 1 d . . . N8 N 0.6841(10) 1.0641(3) 0.8668(2) 0.0490(14) Uani 1 1 d . . . N9 N 0.6357(10) 0.9993(3) 0.69943(16) 0.0384(12) Uani 1 1 d . . . N10 N 0.6559(10) 0.9944(3) 0.65539(17) 0.0418(13) Uani 1 1 d . . . N11 N 0.6713(10) 0.9890(3) 0.61601(19) 0.0470(14) Uani 1 1 d . . . N12 N 1.1452(9) 1.0223(3) 0.79696(15) 0.0330(11) Uani 1 1 d . . . N13 N 1.1947(8) 0.9954(3) 0.83626(17) 0.0392(13) Uani 1 1 d . . . N14 N 1.2256(10) 0.9757(3) 0.87332(19) 0.0455(13) Uani 1 1 d . . . N15 N 1.1433(10) 1.0063(3) 0.70230(17) 0.0444(14) Uani 1 1 d . . . N16 N 1.1507(10) 0.9777(3) 0.66366(18) 0.0415(13) Uani 1 1 d . . . N17 N 1.1724(11) 0.9505(3) 0.6248(2) 0.0545(17) Uani 1 1 d . . . N18 N 0.9505(8) 0.8525(2) 0.75191(18) 0.0328(10) Uani 1 1 d . . . N19 N 1.1536(10) 0.8447(3) 0.7478(2) 0.0431(13) Uani 1 1 d . . . N20 N 1.3442(11) 0.8444(3) 0.7449(2) 0.0516(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.045(5) 0.054(4) 0.053(4) -0.004(3) -0.007(3) 0.012(3) C2 0.038(4) 0.053(4) 0.034(3) 0.017(3) 0.015(3) 0.012(3) C3 0.058(5) 0.048(4) 0.059(4) -0.014(3) 0.014(4) 0.016(4) C4 0.043(4) 0.044(4) 0.041(3) -0.004(3) 0.004(3) -0.004(3) C5 0.051(4) 0.032(3) 0.050(3) 0.012(3) -0.011(3) 0.016(3) C6 0.049(5) 0.058(4) 0.046(4) -0.006(3) 0.000(3) -0.024(3) C7 0.033(4) 0.052(4) 0.054(4) 0.003(3) 0.006(3) -0.001(3) C8 0.037(4) 0.039(3) 0.050(3) 0.012(3) -0.005(3) -0.016(3) C9 0.046(4) 0.060(4) 0.053(4) -0.012(3) -0.014(4) 0.007(4) C10 0.047(4) 0.052(4) 0.050(3) 0.018(3) 0.011(4) -0.002(3) C11 0.031(4) 0.048(4) 0.055(3) -0.009(3) 0.021(3) -0.006(3) C12 0.051(4) 0.045(4) 0.058(3) 0.003(3) 0.024(3) 0.014(4) C13 0.033(4) 0.050(4) 0.041(3) -0.004(3) 0.003(3) -0.004(3) C14 0.047(4) 0.060(4) 0.047(3) -0.002(3) 0.004(3) -0.021(4) C15 0.037(4) 0.055(4) 0.051(4) 0.015(3) 0.007(3) 0.000(3) C16 0.068(6) 0.060(5) 0.064(5) -0.014(4) 0.027(4) 0.027(4) C17 0.054(5) 0.048(4) 0.053(4) -0.014(3) -0.017(4) 0.003(4) C18 0.032(4) 0.042(4) 0.051(3) 0.009(3) 0.010(3) 0.016(3) Cu1 0.0263(3) 0.0278(3) 0.0341(3) -0.0002(3) -0.0004(3) 0.0004(3) Cu2 0.0299(4) 0.0405(4) 0.0335(4) -0.0029(3) 0.0071(3) -0.0068(3) Cu3 0.0314(4) 0.0356(3) 0.0321(3) 0.0032(3) 0.0092(3) 0.0008(3) N1 0.040(3) 0.037(3) 0.043(3) 0.008(2) 0.002(3) -0.006(2) N2 0.039(3) 0.038(3) 0.043(3) -0.002(2) 0.004(2) -0.006(2) N3 0.037(3) 0.030(2) 0.030(2) 0.003(2) 0.003(2) -0.001(2) N4 0.037(4) 0.041(3) 0.040(3) -0.016(2) 0.009(2) -0.014(2) N5 0.046(4) 0.060(4) 0.049(3) 0.012(3) 0.010(3) 0.013(3) N6 0.038(3) 0.060(4) 0.032(2) -0.015(2) 0.008(2) 0.008(3) N7 0.029(3) 0.039(3) 0.050(3) -0.018(2) -0.002(2) 0.000(2) N8 0.043(4) 0.049(3) 0.055(3) 0.011(3) -0.002(3) 0.000(3) N9 0.047(3) 0.030(3) 0.039(2) 0.016(2) 0.012(2) 0.008(3) N10 0.044(3) 0.042(3) 0.040(3) -0.004(2) -0.005(2) -0.006(3) N11 0.045(4) 0.043(3) 0.053(3) -0.004(3) -0.012(3) 0.000(3) N12 0.029(3) 0.034(3) 0.036(2) 0.011(2) -0.012(2) 0.000(2) N13 0.027(3) 0.049(3) 0.042(3) -0.018(3) -0.007(2) 0.005(2) N14 0.029(3) 0.052(3) 0.056(3) 0.017(3) -0.007(3) -0.001(3) N15 0.043(3) 0.048(3) 0.042(3) -0.020(2) 0.004(2) -0.016(3) N16 0.037(3) 0.043(3) 0.044(3) -0.006(2) 0.005(3) -0.007(3) N17 0.059(5) 0.049(4) 0.055(3) 0.017(3) -0.012(3) -0.001(3) N18 0.029(3) 0.032(2) 0.037(3) -0.002(2) 0.007(2) 0.0036(17) N19 0.047(4) 0.035(3) 0.047(3) -0.015(3) -0.003(3) 0.006(2) N20 0.050(4) 0.054(3) 0.051(3) 0.002(3) 0.007(3) -0.003(3) _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 C2 1.542(9) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.508(9) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N1 1.530(8) . ? C3 C4 1.535(9) . ? C3 H3 0.9800 . ? C4 C9 1.378(10) . ? C4 C5 1.400(9) . ? C5 C6 1.384(10) . ? C5 H5 0.9300 . ? C6 C7 1.386(9) . ? C6 H6 0.9300 . ? C7 C8 1.398(9) . ? C7 H7 0.9300 . ? C8 C9 1.394(9) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.481(9) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.543(9) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.497(7) . ? C12 C13 1.523(8) . ? C12 H12 0.9800 . ? C13 C14 1.389(9) . ? C13 C18 1.433(9) . ? C14 C15 1.383(9) . ? C14 H14 0.9300 . ? C15 C16 1.368(11) . ? C15 H15 0.9300 . ? C16 C17 1.380(11) . ? C16 H16 0.9300 . ? C17 C18 1.384(8) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? Cu1 N18 2.008(5) . ? Cu1 N2 2.016(5) . ? Cu1 N1 2.021(5) . ? Cu1 N3 2.063(5) . ? Cu2 N9 1.958(5) . ? Cu2 N15 1.987(6) 1_455 ? Cu2 N6 2.043(6) . ? Cu2 N12 2.059(5) 1_455 ? Cu2 Cu3 3.0182(13) . ? Cu2 Cu3 3.0572(13) 1_455 ? Cu3 N6 1.890(5) . ? Cu3 N15 1.935(6) . ? Cu3 N9 2.040(6) . ? Cu3 N12 2.093(5) . ? Cu3 N18 2.458(4) . ? Cu3 Cu2 3.0572(13) 1_655 ? N1 H1D 0.9000 . ? N1 H1E 0.9000 . ? N2 H2C 0.9000 . ? N2 H2D 0.9000 . ? N3 N4 1.148(8) . ? N4 N5 1.125(8) . ? N6 N7 1.279(7) . ? N7 N8 1.118(7) . ? N9 N10 1.219(6) . ? N10 N11 1.090(6) . ? N12 N13 1.210(6) . ? N12 Cu2 2.059(5) 1_655 ? N13 N14 1.088(6) . ? N15 N16 1.168(7) . ? N15 Cu2 1.987(6) 1_655 ? N16 N17 1.171(7) . ? N18 N19 1.241(8) . ? N19 N20 1.155(8) . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 115.7(5) . . ? C3 C2 H2A 108.4 . . ? C1 C2 H2A 108.4 . . ? C3 C2 H2B 108.4 . . ? C1 C2 H2B 108.4 . . ? H2A C2 H2B 107.4 . . ? C2 C3 N1 113.3(5) . . ? C2 C3 C4 111.1(6) . . ? N1 C3 C4 105.2(6) . . ? C2 C3 H3 109.1 . . ? N1 C3 H3 109.1 . . ? C4 C3 H3 109.1 . . ? C9 C4 C5 119.7(6) . . ? C9 C4 C3 120.8(6) . . ? C5 C4 C3 119.5(7) . . ? C6 C5 C4 119.8(7) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C7 119.9(7) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C8 121.2(7) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C9 C8 C7 117.9(6) . . ? C9 C8 H8 121.1 . . ? C7 C8 H8 121.1 . . ? C4 C9 C8 121.6(6) . . ? C4 C9 H9 119.2 . . ? C8 C9 H9 119.2 . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C10 C11 C12 108.6(6) . . ? C10 C11 H11A 110.0 . . ? C12 C11 H11A 110.0 . . ? C10 C11 H11B 110.0 . . ? C12 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? N2 C12 C13 112.4(5) . . ? N2 C12 C11 107.0(5) . . ? C13 C12 C11 108.3(6) . . ? N2 C12 H12 109.7 . . ? C13 C12 H12 109.7 . . ? C11 C12 H12 109.7 . . ? C14 C13 C18 119.8(6) . . ? C14 C13 C12 119.7(6) . . ? C18 C13 C12 120.4(6) . . ? C15 C14 C13 119.0(6) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C16 C15 C14 121.2(6) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C15 C16 C17 121.1(6) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? C16 C17 C18 119.7(7) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C17 C18 C13 119.1(6) . . ? C17 C18 H18 120.4 . . ? C13 C18 H18 120.4 . . ? N18 Cu1 N2 84.4(2) . . ? N18 Cu1 N1 91.4(2) . . ? N2 Cu1 N1 172.0(2) . . ? N18 Cu1 N3 174.0(2) . . ? N2 Cu1 N3 93.3(2) . . ? N1 Cu1 N3 91.5(2) . . ? N9 Cu2 N15 98.2(2) . 1_455 ? N9 Cu2 N6 79.4(2) . . ? N15 Cu2 N6 166.2(2) 1_455 . ? N9 Cu2 N12 177.1(2) . 1_455 ? N15 Cu2 N12 80.5(2) 1_455 1_455 ? N6 Cu2 N12 101.34(18) . 1_455 ? N9 Cu2 Cu3 42.02(16) . . ? N15 Cu2 Cu3 139.95(15) 1_455 . ? N6 Cu2 Cu3 38.05(13) . . ? N12 Cu2 Cu3 139.04(13) 1_455 . ? N9 Cu2 Cu3 135.22(17) . 1_455 ? N15 Cu2 Cu3 38.18(15) 1_455 1_455 ? N6 Cu2 Cu3 139.62(14) . 1_455 ? N12 Cu2 Cu3 43.01(13) 1_455 1_455 ? Cu3 Cu2 Cu3 168.94(3) . 1_455 ? N6 Cu3 N15 176.3(2) . . ? N6 Cu3 N9 81.0(2) . . ? N15 Cu3 N9 101.2(2) . . ? N6 Cu3 N12 96.3(2) . . ? N15 Cu3 N12 80.9(2) . . ? N9 Cu3 N12 165.84(19) . . ? N6 Cu3 N18 91.2(2) . . ? N15 Cu3 N18 91.4(2) . . ? N9 Cu3 N18 99.65(18) . . ? N12 Cu3 N18 94.29(18) . . ? N6 Cu3 Cu2 41.78(16) . . ? N15 Cu3 Cu2 139.86(17) . . ? N9 Cu3 Cu2 39.98(14) . . ? N12 Cu3 Cu2 133.68(15) . . ? N18 Cu3 Cu2 103.19(12) . . ? N6 Cu3 Cu2 138.06(16) . 1_655 ? N15 Cu3 Cu2 39.41(16) . 1_655 ? N9 Cu3 Cu2 140.40(14) . 1_655 ? N12 Cu3 Cu2 42.16(14) . 1_655 ? N18 Cu3 Cu2 87.76(12) . 1_655 ? Cu2 Cu3 Cu2 168.94(3) . 1_655 ? C3 N1 Cu1 125.1(4) . . ? C3 N1 H1D 106.0 . . ? Cu1 N1 H1D 106.0 . . ? C3 N1 H1E 106.0 . . ? Cu1 N1 H1E 106.0 . . ? H1D N1 H1E 106.3 . . ? C12 N2 Cu1 122.4(4) . . ? C12 N2 H2C 106.7 . . ? Cu1 N2 H2C 106.7 . . ? C12 N2 H2D 106.7 . . ? Cu1 N2 H2D 106.7 . . ? H2C N2 H2D 106.6 . . ? N4 N3 Cu1 124.2(4) . . ? N5 N4 N3 173.7(8) . . ? N7 N6 Cu3 121.5(4) . . ? N7 N6 Cu2 116.9(4) . . ? Cu3 N6 Cu2 100.2(2) . . ? N8 N7 N6 177.4(7) . . ? N10 N9 Cu2 138.5(5) . . ? N10 N9 Cu3 123.5(4) . . ? Cu2 N9 Cu3 98.0(2) . . ? N11 N10 N9 178.8(7) . . ? N13 N12 Cu2 112.2(4) . 1_655 ? N13 N12 Cu3 133.5(4) . . ? Cu2 N12 Cu3 94.83(18) 1_655 . ? N14 N13 N12 173.6(6) . . ? N16 N15 Cu3 124.3(5) . . ? N16 N15 Cu2 124.2(5) . 1_655 ? Cu3 N15 Cu2 102.4(2) . 1_655 ? N15 N16 N17 175.6(7) . . ? N19 N18 Cu1 119.0(4) . . ? N19 N18 Cu3 103.4(3) . . ? Cu1 N18 Cu3 137.6(2) . . ? N20 N19 N18 174.0(6) . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.553 _refine_diff_density_min -0.625 _refine_diff_density_rms 0.077 #===END data_complex6 _database_code_depnum_ccdc_archive 'CCDC 684784' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H14 Cu3 N20' _chemical_formula_weight 544.98 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.628(2) _cell_length_b 12.791(3) _cell_length_c 16.380(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.153(4) _cell_angle_gamma 90.00 _cell_volume 1779.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2143 _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 24.1 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.034 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1084 _exptl_absorpt_coefficient_mu 3.596 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4667 _exptl_absorpt_correction_T_max 0.5189 _exptl_absorpt_process_details 'SADABS; Bruker(2000)' _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 'Bruker Smart Aepex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9269 _diffrn_reflns_av_R_equivalents 0.0824 _diffrn_reflns_av_sigmaI/netI 0.0629 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3489 _reflns_number_gt 3009 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0946P)^2^+4.8476P] 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 3489 _refine_ls_number_parameters 253 _refine_ls_number_restraints 153 _refine_ls_R_factor_all 0.0677 _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_ref 0.1632 _refine_ls_wR_factor_gt 0.1575 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.087 _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 N18 N 1.3176(16) 0.7812(10) 0.2962(8) 0.122(4) Uani 1 1 d U . . N15 N 1.0418(9) 0.2852(6) 0.3171(5) 0.0608(19) Uani 1 1 d U . . N9 N 1.1452(10) 0.7782(6) 0.5293(5) 0.067(2) Uani 1 1 d U . . N6 N 1.5176(8) 0.3453(6) 0.5310(5) 0.0621(19) Uani 1 1 d U . . N3 N 1.2352(12) 0.1947(7) 0.6088(6) 0.085(3) Uani 1 1 d U . . Cu1 Cu 1.16441(9) 0.48651(6) 0.58268(4) 0.0260(2) Uani 1 1 d . . . Cu2 Cu 1.22582(8) 0.54055(6) 0.40747(4) 0.0270(2) Uani 1 1 d . . . Cu3 Cu 0.94768(9) 0.61368(6) 0.25604(4) 0.0296(2) Uani 1 1 d . . . C1 C 0.9760(12) 0.4900(9) 0.1174(7) 0.074(3) Uani 1 1 d U . . H1A H 1.0069 0.4971 0.0635 0.111 Uiso 1 1 calc R . . H1B H 0.9963 0.4182 0.1352 0.111 Uiso 1 1 calc R . . C2 C 0.8178(15) 0.5077(11) 0.1083(8) 0.094(3) Uani 1 1 d U . . H2A H 0.7632 0.4431 0.0905 0.094 Uiso 1 1 calc R . . H2B H 0.7888 0.5584 0.0642 0.094 Uiso 1 1 calc R . . C3 C 0.6080(12) 0.5986(8) 0.1559(7) 0.071(3) Uani 1 1 d U . . H3 H 0.5801 0.5974 0.2113 0.085 Uiso 1 1 d R . . C4 C 0.4789(12) 0.5249(8) 0.1190(7) 0.070(3) Uani 1 1 d U . . H4A H 0.4972 0.5005 0.0661 0.106 Uiso 1 1 d R . . H4B H 0.4773 0.4665 0.1556 0.106 Uiso 1 1 d R . . H4C H 0.3795 0.5606 0.1121 0.106 Uiso 1 1 d R . . C5 C 0.595(2) 0.6970(15) 0.1494(12) 0.163(8) Uani 1 1 d U . . H5A H 0.6915 0.7293 0.1760 0.245 Uiso 1 1 d R . . H5B H 0.5097 0.7215 0.1745 0.245 Uiso 1 1 d R . . H5C H 0.5760 0.7147 0.0915 0.245 Uiso 1 1 d R . . N1 N 1.1778(6) 0.3595(4) 0.6543(3) 0.0299(11) Uani 1 1 d U . . N2 N 1.2051(7) 0.2744(5) 0.6302(4) 0.0426(14) Uani 1 1 d U . . N4 N 1.2740(6) 0.4272(4) 0.4939(3) 0.0307(11) Uani 1 1 d U . . N5 N 1.3989(6) 0.3850(5) 0.5114(3) 0.0354(12) Uani 1 1 d U . . N7 N 1.1238(6) 0.5999(4) 0.4984(3) 0.0305(11) Uani 1 1 d U . . N8 N 1.1341(7) 0.6924(5) 0.5150(3) 0.0363(13) Uani 1 1 d U . . N10 N 1.3347(7) 0.4763(5) 0.3243(4) 0.0403(14) Uani 1 1 d U . . N11 N 1.4711(6) 0.4601(4) 0.3350(3) 0.0304(11) Uani 1 1 d U . . N12 N 1.6038(7) 0.4395(5) 0.3421(4) 0.0447(14) Uani 1 1 d U . . N13 N 0.9804(6) 0.4562(4) 0.3457(3) 0.0287(11) Uani 1 1 d U . . N14 N 1.0074(6) 0.3679(4) 0.3319(3) 0.0304(11) Uani 1 1 d U . . N16 N 1.1472(6) 0.6597(4) 0.3331(3) 0.0328(12) Uani 1 1 d U . . N17 N 1.2351(9) 0.7202(6) 0.3137(5) 0.0588(18) Uani 1 1 d U . . N19 N 1.0750(7) 0.5577(5) 0.1753(4) 0.0389(13) Uani 1 1 d U . . H19A H 1.1114 0.6107 0.1479 0.058 Uiso 1 1 calc R . . H19B H 1.1580 0.5216 0.2023 0.058 Uiso 1 1 calc R . . N20 N 0.7615(7) 0.5454(5) 0.1819(4) 0.0398(13) Uani 1 1 d U . . H20 H 0.7386 0.4885 0.2108 0.060 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 N18 0.113(6) 0.119(5) 0.127(6) 0.032(4) 0.009(4) -0.031(4) N15 0.058(4) 0.052(3) 0.071(4) -0.010(3) 0.007(3) -0.002(3) N9 0.082(4) 0.054(4) 0.066(4) -0.004(3) 0.021(3) 0.001(3) N6 0.045(3) 0.074(4) 0.068(4) 0.011(3) 0.012(3) 0.013(3) N3 0.092(5) 0.069(4) 0.097(5) -0.010(4) 0.028(4) 0.008(4) Cu1 0.0231(4) 0.0300(4) 0.0261(4) 0.0029(3) 0.0077(3) 0.0045(3) Cu2 0.0228(4) 0.0334(4) 0.0252(4) 0.0017(3) 0.0056(3) 0.0011(3) Cu3 0.0231(4) 0.0383(5) 0.0274(4) 0.0010(3) 0.0047(3) 0.0021(3) C1 0.068(4) 0.089(5) 0.070(4) -0.023(4) 0.028(4) -0.001(4) C2 0.080(4) 0.116(6) 0.088(5) -0.035(4) 0.022(4) 0.010(4) C3 0.055(4) 0.061(4) 0.090(5) 0.006(4) -0.003(4) 0.000(4) C4 0.053(4) 0.080(5) 0.076(4) -0.003(4) 0.005(4) 0.001(4) C5 0.152(9) 0.155(9) 0.178(9) 0.000(5) 0.015(5) 0.008(5) N1 0.032(3) 0.031(2) 0.027(2) 0.003(2) 0.007(2) 0.005(2) N2 0.042(3) 0.034(3) 0.054(3) -0.003(2) 0.017(2) -0.001(2) N4 0.026(2) 0.035(2) 0.031(2) 0.002(2) 0.007(2) 0.009(2) N5 0.025(3) 0.046(3) 0.036(3) 0.006(2) 0.008(2) 0.003(2) N7 0.034(3) 0.031(2) 0.028(2) 0.003(2) 0.008(2) 0.004(2) N8 0.040(3) 0.036(3) 0.034(3) 0.000(2) 0.012(2) 0.003(2) N10 0.033(3) 0.057(3) 0.032(3) -0.004(2) 0.011(2) 0.005(2) N11 0.029(3) 0.034(2) 0.030(2) -0.002(2) 0.009(2) -0.002(2) N12 0.035(3) 0.052(3) 0.047(3) -0.008(3) 0.007(2) -0.002(3) N13 0.026(2) 0.030(2) 0.031(2) 0.001(2) 0.007(2) 0.001(2) N14 0.028(3) 0.030(3) 0.032(2) -0.004(2) 0.005(2) 0.000(2) N16 0.027(2) 0.035(3) 0.035(3) 0.008(2) 0.002(2) -0.004(2) N17 0.054(4) 0.056(3) 0.063(3) 0.024(3) 0.000(3) -0.017(3) N19 0.035(3) 0.046(3) 0.038(3) 0.005(2) 0.014(2) 0.003(2) N20 0.032(3) 0.049(3) 0.036(3) -0.002(2) -0.001(2) 0.002(2) _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 N18 N17 1.127(13) . ? N15 N14 1.137(9) . ? N9 N8 1.123(9) . ? N6 N5 1.137(8) . ? N3 N2 1.123(10) . ? Cu1 N7 1.991(5) . ? Cu1 N1 1.994(5) . ? Cu1 N13 1.997(5) 3_766 ? Cu1 N4 2.017(5) . ? Cu1 N12 2.355(6) 3_866 ? Cu2 N10 1.967(6) . ? Cu2 N16 1.994(5) . ? Cu2 N7 2.008(5) . ? Cu2 N4 2.018(5) . ? Cu2 N13 2.432(5) . ? Cu3 N19 1.995(5) . ? Cu3 N1 2.002(5) 3_766 ? Cu3 N20 2.032(6) . ? Cu3 N16 2.034(5) . ? C1 C2 1.366(15) . ? C1 N19 1.448(12) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N20 1.459(12) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C5 1.267(18) . ? C3 N20 1.483(11) . ? C3 C4 1.502(13) . ? C3 H3 0.9800 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? N1 N2 1.196(8) . ? N1 Cu3 2.002(5) 3_766 ? N4 N5 1.194(7) . ? N7 N8 1.213(8) . ? N10 N11 1.177(8) . ? N11 N12 1.160(8) . ? N12 Cu1 2.355(6) 3_866 ? N13 N14 1.183(7) . ? N13 Cu1 1.997(5) 3_766 ? N16 N17 1.166(8) . ? N19 H19A 0.9000 . ? N19 H19B 0.9000 . ? N20 H20 0.9100 . ? 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 N7 Cu1 N1 170.4(2) . . ? N7 Cu1 N13 95.0(2) . 3_766 ? N1 Cu1 N13 86.0(2) . 3_766 ? N7 Cu1 N4 79.7(2) . . ? N1 Cu1 N4 97.6(2) . . ? N13 Cu1 N4 169.2(2) 3_766 . ? N7 Cu1 N12 95.7(2) . 3_866 ? N1 Cu1 N12 93.7(2) . 3_866 ? N13 Cu1 N12 96.1(2) 3_766 3_866 ? N4 Cu1 N12 93.8(2) . 3_866 ? N10 Cu2 N16 92.8(2) . . ? N10 Cu2 N7 176.0(2) . . ? N16 Cu2 N7 91.0(2) . . ? N10 Cu2 N4 97.0(2) . . ? N16 Cu2 N4 169.6(2) . . ? N7 Cu2 N4 79.3(2) . . ? N10 Cu2 N13 90.8(2) . . ? N16 Cu2 N13 84.71(19) . . ? N7 Cu2 N13 90.7(2) . . ? N4 Cu2 N13 91.7(2) . . ? N19 Cu3 N1 168.5(2) . 3_766 ? N19 Cu3 N20 85.4(2) . . ? N1 Cu3 N20 92.3(2) 3_766 . ? N19 Cu3 N16 90.6(2) . . ? N1 Cu3 N16 90.2(2) 3_766 . ? N20 Cu3 N16 171.3(2) . . ? C2 C1 N19 115.8(9) . . ? C2 C1 H1A 108.3 . . ? N19 C1 H1A 108.3 . . ? C2 C1 H1B 108.3 . . ? N19 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? C1 C2 N20 115.9(10) . . ? C1 C2 H2A 108.3 . . ? N20 C2 H2A 108.3 . . ? C1 C2 H2B 108.3 . . ? N20 C2 H2B 108.3 . . ? H2A C2 H2B 107.4 . . ? C5 C3 N20 122.6(13) . . ? C5 C3 C4 122.9(13) . . ? N20 C3 C4 112.9(8) . . ? C5 C3 H3 93.5 . . ? N20 C3 H3 94.6 . . ? C4 C3 H3 94.4 . . ? C3 C4 H4A 109.8 . . ? C3 C4 H4B 109.2 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.4 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.6 . . ? C3 C5 H5B 110.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 108.3 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 N1 Cu1 122.8(5) . . ? N2 N1 Cu3 124.1(5) . 3_766 ? Cu1 N1 Cu3 108.0(2) . 3_766 ? N3 N2 N1 178.0(10) . . ? N5 N4 Cu1 121.0(4) . . ? N5 N4 Cu2 124.0(4) . . ? Cu1 N4 Cu2 99.9(2) . . ? N6 N5 N4 177.5(7) . . ? N8 N7 Cu1 123.9(4) . . ? N8 N7 Cu2 120.7(4) . . ? Cu1 N7 Cu2 101.1(2) . . ? N9 N8 N7 178.7(8) . . ? N11 N10 Cu2 123.8(5) . . ? N12 N11 N10 175.9(7) . . ? N11 N12 Cu1 133.9(5) . 3_866 ? N14 N13 Cu1 128.9(4) . 3_766 ? N14 N13 Cu2 108.5(4) . . ? Cu1 N13 Cu2 100.5(2) 3_766 . ? N15 N14 N13 175.7(7) . . ? N17 N16 Cu2 120.4(5) . . ? N17 N16 Cu3 122.9(5) . . ? Cu2 N16 Cu3 108.5(2) . . ? N18 N17 N16 177.7(12) . . ? C1 N19 Cu3 108.6(5) . . ? C1 N19 H19A 110.0 . . ? Cu3 N19 H19A 110.0 . . ? C1 N19 H19B 110.0 . . ? Cu3 N19 H19B 110.0 . . ? H19A N19 H19B 108.3 . . ? C2 N20 C3 108.9(8) . . ? C2 N20 Cu3 107.0(6) . . ? C3 N20 Cu3 123.1(5) . . ? C2 N20 H20 107.5 . . ? C3 N20 H20 104.5 . . ? Cu3 N20 H20 104.7 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.640 _refine_diff_density_min -0.896 _refine_diff_density_rms 0.175 #===END