# Electronic Supplementary MAterial for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Jian-Fang Ma' _publ_contact_author_email JIANFANGMA@YAHOO.COM.CN _publ_section_title ; A Series of 2D and 3D Metal-Organic Frameworks Based on Different Polycarboxylate Anions and Flexible 2,2'-bis(1H-imidazolyl)ether Ligand ; loop_ _publ_author_name 'Jian-Fang Ma.' 'Zhi-Fang Jia.' 'Guo-Hua Wei.' 'Yun-Peng Xie.' 'Jin Yang.' ; Lai-Ping Zhang ; # Attachment 'zhang.cif' data_Compound-1 _database_code_depnum_ccdc_archive 'CCDC 682065' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H18 N4 Ni O5' _chemical_formula_sum 'C18 H18 N4 Ni O5' _chemical_formula_weight 429.07 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 6.961(4) _cell_length_b 19.331(8) _cell_length_c 13.812(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.43(2) _cell_angle_gamma 90.00 _cell_volume 1850.2(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2113 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.241 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_min 0.105 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 1.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.765 _exptl_absorpt_correction_T_max 0.876 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8974 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2113 _reflns_number_gt 1807 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0275P)^2^+1.5046P] 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 2113 _refine_ls_number_parameters 128 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0695 _refine_ls_wR_factor_gt 0.0665 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 C9 C -0.6934(3) -0.00125(9) 0.51667(12) 0.0261(4) Uani 1 1 d . . . H1 H -0.8231 -0.0021 0.5278 0.031 Uiso 1 1 calc R . . C8 C -0.5609(3) 0.03285(9) 0.58148(13) 0.0260(4) Uani 1 1 d . . . H2 H -0.6018 0.0547 0.6359 0.031 Uiso 1 1 calc R . . C7 C -0.3671(3) 0.03427(8) 0.56501(12) 0.0236(4) Uani 1 1 d . . . C6 C -0.2227(3) 0.07161(8) 0.63446(12) 0.0246(4) Uani 1 1 d . . . C2 C 0.0578(4) 0.25931(13) 0.8833(2) 0.0579(7) Uani 1 1 d . . . H5 H 0.1917 0.2569 0.8860 0.069 Uiso 1 1 calc R . . C3 C -0.0432(4) 0.31195(13) 0.9178(2) 0.0579(7) Uani 1 1 d . . . H6 H 0.0072 0.3520 0.9476 0.069 Uiso 1 1 calc R . . C1 C -0.2396(3) 0.23358(10) 0.85514(13) 0.0335(4) Uani 1 1 d . . . H7 H -0.3533 0.2105 0.8343 0.040 Uiso 1 1 calc R . . C4 C -0.3971(4) 0.33889(12) 0.91695(16) 0.0485(6) Uani 1 1 d . . . H8A H -0.3672 0.3657 0.9758 0.058 Uiso 1 1 calc R . . H8B H -0.5079 0.3100 0.9261 0.058 Uiso 1 1 calc R . . C5 C -0.4460(4) 0.38682(12) 0.83317(19) 0.0570(7) Uani 1 1 d . . . H9A H -0.5515 0.4170 0.8467 0.068 Uiso 1 1 calc R . . H9B H -0.3352 0.4152 0.8223 0.068 Uiso 1 1 calc R . . N1 N -0.0667(3) 0.21000(8) 0.84374(12) 0.0353(4) Uani 1 1 d . . . N2 N -0.2329(3) 0.29515(9) 0.90054(12) 0.0388(4) Uani 1 1 d . . . O1 O -0.04655(18) 0.05789(7) 0.63585(9) 0.0329(3) Uani 1 1 d . . . O2 O -0.28244(19) 0.11672(7) 0.69096(10) 0.0337(3) Uani 1 1 d . . . O3 O -0.5000 0.34599(10) 0.7500 0.0453(5) Uani 1 2 d S . . Ni1 Ni 0.0000 0.134449(16) 0.7500 0.02476(11) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C9 0.0196(9) 0.0300(9) 0.0283(9) -0.0005(7) 0.0006(7) -0.0008(7) C8 0.0256(10) 0.0270(9) 0.0252(8) -0.0020(7) 0.0010(7) 0.0000(7) C7 0.0237(9) 0.0222(8) 0.0238(8) 0.0015(7) -0.0031(7) -0.0010(6) C6 0.0255(9) 0.0242(8) 0.0231(8) 0.0013(7) -0.0031(7) -0.0021(7) C2 0.0411(14) 0.0608(15) 0.0696(16) -0.0315(14) -0.0055(12) -0.0102(11) C3 0.0552(16) 0.0505(14) 0.0672(16) -0.0311(13) 0.0020(13) -0.0166(12) C1 0.0399(12) 0.0312(9) 0.0280(9) -0.0053(8) -0.0038(8) -0.0023(8) C4 0.0580(16) 0.0450(12) 0.0431(12) -0.0177(10) 0.0083(11) 0.0046(11) C5 0.0737(19) 0.0321(11) 0.0631(15) -0.0148(11) -0.0039(14) 0.0078(11) N1 0.0359(10) 0.0338(9) 0.0344(8) -0.0072(7) -0.0063(7) -0.0017(7) N2 0.0479(11) 0.0355(9) 0.0321(8) -0.0104(7) -0.0001(8) -0.0017(8) O1 0.0219(7) 0.0362(7) 0.0388(7) -0.0094(6) -0.0064(5) 0.0014(5) O2 0.0272(7) 0.0368(7) 0.0359(7) -0.0124(6) -0.0031(6) 0.0007(5) O3 0.0648(16) 0.0236(9) 0.0454(12) 0.000 -0.0057(11) 0.000 Ni1 0.02271(18) 0.02463(17) 0.02535(17) 0.000 -0.00601(12) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C9 C8 1.389(2) . ? C9 C7 1.396(2) 5_456 ? C9 H1 0.9300 . ? C8 C7 1.389(3) . ? C8 H2 0.9300 . ? C7 C9 1.396(2) 5_456 ? C7 C6 1.506(2) . ? C6 O1 1.253(2) . ? C6 O2 1.266(2) . ? C6 Ni1 2.4407(19) . ? C2 C3 1.349(4) . ? C2 N1 1.367(3) . ? C2 H5 0.9300 . ? C3 N2 1.358(3) . ? C3 H6 0.9300 . ? C1 N1 1.310(3) . ? C1 N2 1.344(2) . ? C1 H7 0.9300 . ? C4 N2 1.457(3) . ? C4 C5 1.496(3) . ? C4 H8A 0.9700 . ? C4 H8B 0.9700 . ? C5 O3 1.415(3) . ? C5 H9A 0.9700 . ? C5 H9B 0.9700 . ? N1 Ni1 2.0344(18) . ? O1 Ni1 2.1644(14) . ? O2 Ni1 2.0843(18) . ? O3 C5 1.415(3) 2_456 ? Ni1 N1 2.0344(18) 2_556 ? Ni1 O2 2.0843(18) 2_556 ? Ni1 O1 2.1644(14) 2_556 ? Ni1 C6 2.4407(19) 2_556 ? 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 C8 C9 C7 120.33(17) . 5_456 ? C8 C9 H1 119.8 . . ? C7 C9 H1 119.8 5_456 . ? C7 C8 C9 119.97(16) . . ? C7 C8 H2 120.0 . . ? C9 C8 H2 120.0 . . ? C8 C7 C9 119.70(16) . 5_456 ? C8 C7 C6 120.33(16) . . ? C9 C7 C6 119.97(16) 5_456 . ? O1 C6 O2 120.95(16) . . ? O1 C6 C7 120.09(16) . . ? O2 C6 C7 118.96(16) . . ? O1 C6 Ni1 62.31(9) . . ? O2 C6 Ni1 58.64(9) . . ? C7 C6 Ni1 177.59(14) . . ? C3 C2 N1 109.6(2) . . ? C3 C2 H5 125.2 . . ? N1 C2 H5 125.2 . . ? C2 C3 N2 106.8(2) . . ? C2 C3 H6 126.6 . . ? N2 C3 H6 126.6 . . ? N1 C1 N2 111.86(18) . . ? N1 C1 H7 124.1 . . ? N2 C1 H7 124.1 . . ? N2 C4 C5 111.3(2) . . ? N2 C4 H8A 109.4 . . ? C5 C4 H8A 109.4 . . ? N2 C4 H8B 109.4 . . ? C5 C4 H8B 109.4 . . ? H8A C4 H8B 108.0 . . ? O3 C5 C4 107.82(18) . . ? O3 C5 H9A 110.1 . . ? C4 C5 H9A 110.1 . . ? O3 C5 H9B 110.1 . . ? C4 C5 H9B 110.1 . . ? H9A C5 H9B 108.5 . . ? C1 N1 C2 105.33(18) . . ? C1 N1 Ni1 126.43(13) . . ? C2 N1 Ni1 125.48(17) . . ? C1 N2 C3 106.49(19) . . ? C1 N2 C4 126.40(19) . . ? C3 N2 C4 126.71(19) . . ? C6 O1 Ni1 86.86(10) . . ? C6 O2 Ni1 90.10(11) . . ? C5 O3 C5 112.2(2) . 2_456 ? N1 Ni1 N1 88.24(10) . 2_556 ? N1 Ni1 O2 95.93(7) . . ? N1 Ni1 O2 97.63(7) 2_556 . ? N1 Ni1 O2 97.63(7) . 2_556 ? N1 Ni1 O2 95.93(7) 2_556 2_556 ? O2 Ni1 O2 161.07(8) . 2_556 ? N1 Ni1 O1 157.98(6) . . ? N1 Ni1 O1 93.14(7) 2_556 . ? O2 Ni1 O1 62.09(5) . . ? O2 Ni1 O1 104.07(6) 2_556 . ? N1 Ni1 O1 93.14(7) . 2_556 ? N1 Ni1 O1 157.98(6) 2_556 2_556 ? O2 Ni1 O1 104.07(6) . 2_556 ? O2 Ni1 O1 62.09(5) 2_556 2_556 ? O1 Ni1 O1 93.72(8) . 2_556 ? N1 Ni1 C6 127.17(7) . . ? N1 Ni1 C6 96.34(7) 2_556 . ? O2 Ni1 C6 31.25(6) . . ? O2 Ni1 C6 133.73(6) 2_556 . ? O1 Ni1 C6 30.84(6) . . ? O1 Ni1 C6 100.25(6) 2_556 . ? N1 Ni1 C6 96.34(7) . 2_556 ? N1 Ni1 C6 127.17(7) 2_556 2_556 ? O2 Ni1 C6 133.73(6) . 2_556 ? O2 Ni1 C6 31.25(6) 2_556 2_556 ? O1 Ni1 C6 100.25(6) . 2_556 ? O1 Ni1 C6 30.84(6) 2_556 2_556 ? C6 Ni1 C6 120.31(8) . 2_556 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 C9 C8 C7 0.1(3) 5_456 . . . ? C9 C8 C7 C9 -0.1(3) . . . 5_456 ? C9 C8 C7 C6 179.50(15) . . . . ? C8 C7 C6 O1 160.53(16) . . . . ? C9 C7 C6 O1 -19.9(2) 5_456 . . . ? C8 C7 C6 O2 -19.4(2) . . . . ? C9 C7 C6 O2 160.18(16) 5_456 . . . ? N1 C2 C3 N2 0.6(3) . . . . ? N2 C4 C5 O3 62.5(3) . . . . ? N2 C1 N1 C2 -0.5(3) . . . . ? N2 C1 N1 Ni1 -162.35(13) . . . . ? C3 C2 N1 C1 -0.1(3) . . . . ? C3 C2 N1 Ni1 162.02(18) . . . . ? N1 C1 N2 C3 0.8(3) . . . . ? N1 C1 N2 C4 173.97(19) . . . . ? C2 C3 N2 C1 -0.8(3) . . . . ? C2 C3 N2 C4 -173.9(2) . . . . ? C5 C4 N2 C1 -88.2(3) . . . . ? C5 C4 N2 C3 83.6(3) . . . . ? O2 C6 O1 Ni1 0.23(17) . . . . ? C7 C6 O1 Ni1 -179.73(14) . . . . ? O1 C6 O2 Ni1 -0.23(17) . . . . ? C7 C6 O2 Ni1 179.72(13) . . . . ? C4 C5 O3 C5 178.5(3) . . . 2_456 ? C1 N1 Ni1 N1 98.05(18) . . . 2_556 ? C2 N1 Ni1 N1 -60.34(19) . . . 2_556 ? C1 N1 Ni1 O2 0.56(18) . . . . ? C2 N1 Ni1 O2 -157.83(19) . . . . ? C1 N1 Ni1 O2 -166.20(17) . . . 2_556 ? C2 N1 Ni1 O2 35.4(2) . . . 2_556 ? C1 N1 Ni1 O1 4.0(3) . . . . ? C2 N1 Ni1 O1 -154.36(19) . . . . ? C1 N1 Ni1 O1 -103.95(18) . . . 2_556 ? C2 N1 Ni1 O1 97.7(2) . . . 2_556 ? C1 N1 Ni1 C6 1.4(2) . . . . ? C2 N1 Ni1 C6 -156.96(18) . . . . ? C1 N1 Ni1 C6 -134.74(18) . . . 2_556 ? C2 N1 Ni1 C6 66.9(2) . . . 2_556 ? C6 O2 Ni1 N1 178.66(11) . . . . ? C6 O2 Ni1 N1 89.65(12) . . . 2_556 ? C6 O2 Ni1 O2 -45.75(10) . . . 2_556 ? C6 O2 Ni1 O1 0.13(10) . . . . ? C6 O2 Ni1 O1 -86.59(11) . . . 2_556 ? C6 O2 Ni1 C6 -76.70(16) . . . 2_556 ? C6 O1 Ni1 N1 -4.0(2) . . . . ? C6 O1 Ni1 N1 -97.11(11) . . . 2_556 ? C6 O1 Ni1 O2 -0.13(10) . . . . ? C6 O1 Ni1 O2 165.98(10) . . . 2_556 ? C6 O1 Ni1 O1 103.83(11) . . . 2_556 ? C6 O1 Ni1 C6 134.22(10) . . . 2_556 ? O1 C6 Ni1 N1 178.10(10) . . . . ? O2 C6 Ni1 N1 -1.68(13) . . . . ? O1 C6 Ni1 N1 85.50(11) . . . 2_556 ? O2 C6 Ni1 N1 -94.28(11) . . . 2_556 ? O1 C6 Ni1 O2 179.77(17) . . . . ? O1 C6 Ni1 O2 -18.98(14) . . . 2_556 ? O2 C6 Ni1 O2 161.25(8) . . . 2_556 ? O2 C6 Ni1 O1 -179.77(17) . . . . ? O1 C6 Ni1 O1 -79.96(13) . . . 2_556 ? O2 C6 Ni1 O1 100.27(11) . . . 2_556 ? O1 C6 Ni1 C6 -54.77(9) . . . 2_556 ? O2 C6 Ni1 C6 125.45(11) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.292 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.056 #=========================END data_Compound-2 _database_code_depnum_ccdc_archive 'CCDC 682066' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H18 Cu N4 O5' _chemical_formula_sum 'C18 H18 Cu N4 O5' _chemical_formula_weight 433.90 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 8.244(5) _cell_length_b 9.858(6) _cell_length_c 12.130(6) _cell_angle_alpha 103.88(2) _cell_angle_beta 96.27(2) _cell_angle_gamma 105.88(2) _cell_volume 904.3(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4077 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.189 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.153 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 446 _exptl_absorpt_coefficient_mu 1.247 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.785 _exptl_absorpt_correction_T_max 0.824 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8853 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4064 _reflns_number_gt 3176 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1168P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4064 _refine_ls_number_parameters 256 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1684 _refine_ls_wR_factor_gt 0.1581 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 C17 C 0.5304(4) 0.5454(4) 0.9023(3) 0.0279(7) Uani 1 1 d . . . H1 H 0.5512 0.5751 0.8367 0.033 Uiso 1 1 calc R . . C16 C 0.6124(4) 0.6402(4) 1.0123(3) 0.0247(6) Uani 1 1 d . . . C18 C 0.4184(4) 0.4076(4) 0.8915(3) 0.0290(7) Uani 1 1 d . . . H3 H 0.3630 0.3463 0.8184 0.035 Uiso 1 1 calc R . . C15 C 0.7348(4) 0.7909(4) 1.0260(3) 0.0262(7) Uani 1 1 d . . . C1 C 1.1154(4) 0.8877(4) 1.1870(3) 0.0324(8) Uani 1 1 d . . . H5 H 1.0173 0.8899 1.2177 0.039 Uiso 1 1 calc R . . C2 C 1.3025(4) 0.9056(4) 1.0777(3) 0.0388(9) Uani 1 1 d . . . H6 H 1.3583 0.9233 1.0176 0.047 Uiso 1 1 calc R . . C3 C 1.3637(5) 0.8588(5) 1.1649(4) 0.0389(9) Uani 1 1 d . . . H7 H 1.4666 0.8377 1.1757 0.047 Uiso 1 1 calc R . . C4 C 1.2454(5) 0.7955(5) 1.3362(3) 0.0399(9) Uani 1 1 d . . . H8A H 1.1699 0.8310 1.3836 0.048 Uiso 1 1 calc R . . H8B H 1.3608 0.8334 1.3817 0.048 Uiso 1 1 calc R . . C5 C 1.1886(5) 0.6306(5) 1.3025(4) 0.0433(10) Uani 1 1 d . . . H9A H 1.2631 0.5937 1.2550 0.052 Uiso 1 1 calc R . . H9B H 1.1930 0.5961 1.3709 0.052 Uiso 1 1 calc R . . C6 C 0.9672(5) 0.4344(5) 1.1658(3) 0.0408(9) Uani 1 1 d . . . H10A H 1.0548 0.4241 1.1200 0.049 Uiso 1 1 calc R . . H10B H 0.8610 0.4156 1.1130 0.049 Uiso 1 1 calc R . . C7 C 0.9421(5) 0.3220(4) 1.2329(4) 0.0381(9) Uani 1 1 d . . . H11A H 0.9293 0.2263 1.1813 0.046 Uiso 1 1 calc R . . H11B H 1.0431 0.3478 1.2922 0.046 Uiso 1 1 calc R . . C8 C 0.7605(4) 0.4215(4) 1.3664(3) 0.0331(8) Uani 1 1 d . . . H12 H 0.8391 0.5147 1.3991 0.040 Uiso 1 1 calc R . . C10 C 0.6457(5) 0.1947(4) 1.2610(4) 0.0425(10) Uani 1 1 d . . . H13 H 0.6285 0.1030 1.2096 0.051 Uiso 1 1 calc R . . C9 C 0.5336(5) 0.2358(4) 1.3237(4) 0.0437(10) Uani 1 1 d . . . H14 H 0.4234 0.1765 1.3215 0.052 Uiso 1 1 calc R . . C11 C 0.7072(4) 0.7415(4) 1.4713(3) 0.0260(7) Uani 1 1 d . . . C12 C 0.8597(4) 0.8747(4) 1.4863(3) 0.0242(6) Uani 1 1 d . . . C13 C 1.0012(4) 0.9142(4) 1.5751(3) 0.0292(7) Uani 1 1 d . . . H17 H 1.0023 0.8574 1.6261 0.035 Uiso 1 1 calc R . . C14 C 0.8589(4) 0.9619(4) 1.4120(3) 0.0299(7) Uani 1 1 d . . . H18 H 0.7647 0.9375 1.3532 0.036 Uiso 1 1 calc R . . N1 N 1.1456(3) 0.9228(3) 1.0913(2) 0.0292(6) Uani 1 1 d . . . N2 N 1.2425(4) 0.8490(3) 1.2343(3) 0.0304(6) Uani 1 1 d . . . N4 N 0.6060(4) 0.3786(3) 1.3914(2) 0.0297(6) Uani 1 1 d . . . N3 N 0.7899(4) 0.3136(3) 1.2875(3) 0.0321(7) Uani 1 1 d . . . O1 O 0.8236(3) 0.8033(3) 0.9471(2) 0.0315(6) Uani 1 1 d . . . O2 O 0.7481(3) 0.8934(3) 1.1130(2) 0.0349(6) Uani 1 1 d . . . O3 O 1.0164(3) 0.5805(3) 1.2392(2) 0.0389(6) Uani 1 1 d . . . O4 O 0.5815(3) 0.7119(3) 1.3948(2) 0.0377(6) Uani 1 1 d . . . O5 O 0.7181(3) 0.6644(3) 1.5415(2) 0.0279(5) Uani 1 1 d . . . Cu1 Cu 1.0000 1.0000 1.0000 0.02387(18) Uani 1 2 d S . . Cu2 Cu 0.5000 0.5000 1.5000 0.02284(18) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C17 0.0304(16) 0.0230(16) 0.0278(16) 0.0086(13) 0.0098(13) 0.0014(13) C16 0.0203(14) 0.0159(14) 0.0354(17) 0.0076(13) 0.0054(13) 0.0014(12) C18 0.0301(16) 0.0211(16) 0.0292(17) 0.0050(13) 0.0053(13) -0.0007(13) C15 0.0204(14) 0.0176(15) 0.0382(18) 0.0088(13) 0.0041(13) 0.0017(12) C1 0.0251(15) 0.0310(18) 0.0422(19) 0.0149(16) 0.0104(14) 0.0049(14) C2 0.0257(16) 0.043(2) 0.048(2) 0.0180(18) 0.0141(15) 0.0040(16) C3 0.0236(16) 0.036(2) 0.057(2) 0.0109(18) 0.0124(16) 0.0080(15) C4 0.0398(19) 0.043(2) 0.039(2) 0.0149(18) 0.0035(16) 0.0146(17) C5 0.0365(19) 0.040(2) 0.059(3) 0.027(2) 0.0067(18) 0.0115(17) C6 0.042(2) 0.045(2) 0.041(2) 0.0181(18) 0.0215(17) 0.0132(18) C7 0.0359(18) 0.033(2) 0.049(2) 0.0118(17) 0.0220(17) 0.0107(16) C8 0.0332(17) 0.0210(16) 0.0401(19) 0.0044(14) 0.0157(15) 0.0003(14) C10 0.045(2) 0.0221(18) 0.046(2) -0.0055(16) 0.0152(18) -0.0019(16) C9 0.040(2) 0.0269(19) 0.050(2) -0.0008(17) 0.0185(18) -0.0070(16) C11 0.0230(14) 0.0169(15) 0.0328(17) 0.0033(13) 0.0106(13) -0.0009(12) C12 0.0231(14) 0.0186(15) 0.0271(15) 0.0061(12) 0.0092(12) -0.0011(12) C13 0.0270(16) 0.0248(17) 0.0318(17) 0.0127(14) 0.0040(13) -0.0018(13) C14 0.0260(15) 0.0265(17) 0.0313(17) 0.0116(14) 0.0005(13) -0.0026(13) N1 0.0259(13) 0.0252(14) 0.0350(15) 0.0133(12) 0.0051(11) 0.0014(11) N2 0.0259(13) 0.0254(15) 0.0382(15) 0.0101(12) 0.0061(12) 0.0040(12) N4 0.0303(14) 0.0192(13) 0.0354(15) 0.0067(12) 0.0122(12) -0.0006(11) N3 0.0325(14) 0.0219(14) 0.0395(16) 0.0069(13) 0.0163(13) 0.0023(12) O1 0.0276(11) 0.0232(12) 0.0397(14) 0.0104(11) 0.0109(10) -0.0014(10) O2 0.0304(12) 0.0213(12) 0.0462(15) 0.0043(11) 0.0101(11) 0.0009(10) O3 0.0298(12) 0.0340(14) 0.0574(17) 0.0219(13) 0.0133(12) 0.0071(11) O4 0.0246(11) 0.0344(14) 0.0424(14) 0.0113(12) -0.0006(10) -0.0072(10) O5 0.0246(11) 0.0199(11) 0.0333(12) 0.0087(10) 0.0089(9) -0.0047(9) Cu1 0.0227(3) 0.0172(3) 0.0293(3) 0.0087(2) 0.0083(2) -0.0008(2) Cu2 0.0205(3) 0.0156(3) 0.0274(3) 0.0056(2) 0.0084(2) -0.0036(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 C17 C18 1.384(5) . ? C17 C16 1.403(5) . ? C17 H1 0.9300 . ? C16 C18 1.382(5) 2_667 ? C16 C15 1.509(4) . ? C18 C16 1.382(5) 2_667 ? C18 H3 0.9300 . ? C15 O2 1.245(4) . ? C15 O1 1.275(4) . ? C1 N1 1.319(4) . ? C1 N2 1.329(5) . ? C1 H5 0.9300 . ? C2 C3 1.353(6) . ? C2 N1 1.371(5) . ? C2 H6 0.9300 . ? C3 N2 1.373(5) . ? C3 H7 0.9300 . ? C4 N2 1.456(5) . ? C4 C5 1.500(6) . ? C4 H8A 0.9700 . ? C4 H8B 0.9700 . ? C5 O3 1.430(5) . ? C5 H9A 0.9700 . ? C5 H9B 0.9700 . ? C6 O3 1.421(5) . ? C6 C7 1.509(5) . ? C6 H10A 0.9700 . ? C6 H10B 0.9700 . ? C7 N3 1.473(4) . ? C7 H11A 0.9700 . ? C7 H11B 0.9700 . ? C8 N4 1.321(4) . ? C8 N3 1.345(5) . ? C8 H12 0.9300 . ? C10 C9 1.345(6) . ? C10 N3 1.365(5) . ? C10 H13 0.9300 . ? C9 N4 1.375(5) . ? C9 H14 0.9300 . ? C11 O4 1.231(4) . ? C11 O5 1.282(4) . ? C11 C12 1.506(4) . ? C12 C14 1.387(5) . ? C12 C13 1.396(5) . ? C13 C14 1.394(5) 2_778 ? C13 H17 0.9300 . ? C14 C13 1.394(5) 2_778 ? C14 H18 0.9300 . ? N1 Cu1 1.965(3) . ? N4 Cu2 2.000(3) . ? O1 Cu1 1.986(3) . ? O5 Cu2 1.982(2) . ? Cu1 N1 1.965(3) 2_777 ? Cu1 O1 1.986(3) 2_777 ? Cu2 O5 1.982(2) 2_668 ? Cu2 N4 2.000(3) 2_668 ? 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 C18 C17 C16 120.1(3) . . ? C18 C17 H1 120.0 . . ? C16 C17 H1 120.0 . . ? C18 C16 C17 118.8(3) 2_667 . ? C18 C16 C15 120.2(3) 2_667 . ? C17 C16 C15 120.9(3) . . ? C16 C18 C17 121.1(3) 2_667 . ? C16 C18 H3 119.5 2_667 . ? C17 C18 H3 119.5 . . ? O2 C15 O1 123.8(3) . . ? O2 C15 C16 119.6(3) . . ? O1 C15 C16 116.5(3) . . ? N1 C1 N2 111.7(3) . . ? N1 C1 H5 124.2 . . ? N2 C1 H5 124.2 . . ? C3 C2 N1 109.8(3) . . ? C3 C2 H6 125.1 . . ? N1 C2 H6 125.1 . . ? C2 C3 N2 105.7(3) . . ? C2 C3 H7 127.1 . . ? N2 C3 H7 127.1 . . ? N2 C4 C5 110.9(3) . . ? N2 C4 H8A 109.5 . . ? C5 C4 H8A 109.5 . . ? N2 C4 H8B 109.5 . . ? C5 C4 H8B 109.5 . . ? H8A C4 H8B 108.1 . . ? O3 C5 C4 107.2(3) . . ? O3 C5 H9A 110.3 . . ? C4 C5 H9A 110.3 . . ? O3 C5 H9B 110.3 . . ? C4 C5 H9B 110.3 . . ? H9A C5 H9B 108.5 . . ? O3 C6 C7 112.2(3) . . ? O3 C6 H10A 109.2 . . ? C7 C6 H10A 109.2 . . ? O3 C6 H10B 109.2 . . ? C7 C6 H10B 109.2 . . ? H10A C6 H10B 107.9 . . ? N3 C7 C6 111.8(3) . . ? N3 C7 H11A 109.3 . . ? C6 C7 H11A 109.3 . . ? N3 C7 H11B 109.3 . . ? C6 C7 H11B 109.3 . . ? H11A C7 H11B 107.9 . . ? N4 C8 N3 111.6(3) . . ? N4 C8 H12 124.2 . . ? N3 C8 H12 124.2 . . ? C9 C10 N3 106.7(3) . . ? C9 C10 H13 126.7 . . ? N3 C10 H13 126.7 . . ? C10 C9 N4 109.9(3) . . ? C10 C9 H14 125.1 . . ? N4 C9 H14 125.1 . . ? O4 C11 O5 123.6(3) . . ? O4 C11 C12 120.1(3) . . ? O5 C11 C12 116.3(3) . . ? C14 C12 C13 119.0(3) . . ? C14 C12 C11 119.7(3) . . ? C13 C12 C11 121.4(3) . . ? C14 C13 C12 120.7(3) 2_778 . ? C14 C13 H17 119.7 2_778 . ? C12 C13 H17 119.7 . . ? C12 C14 C13 120.3(3) . 2_778 ? C12 C14 H18 119.8 . . ? C13 C14 H18 119.8 2_778 . ? C1 N1 C2 105.4(3) . . ? C1 N1 Cu1 125.2(3) . . ? C2 N1 Cu1 129.3(3) . . ? C1 N2 C3 107.5(3) . . ? C1 N2 C4 125.8(3) . . ? C3 N2 C4 126.6(3) . . ? C8 N4 C9 105.1(3) . . ? C8 N4 Cu2 126.8(2) . . ? C9 N4 Cu2 128.1(2) . . ? C8 N3 C10 106.8(3) . . ? C8 N3 C7 127.6(3) . . ? C10 N3 C7 125.5(3) . . ? C15 O1 Cu1 107.9(2) . . ? C6 O3 C5 113.6(3) . . ? C11 O5 Cu2 106.4(2) . . ? N1 Cu1 N1 180 . 2_777 ? N1 Cu1 O1 89.83(12) . . ? N1 Cu1 O1 90.17(12) 2_777 . ? N1 Cu1 O1 90.17(12) . 2_777 ? N1 Cu1 O1 89.83(12) 2_777 2_777 ? O1 Cu1 O1 180 . 2_777 ? O5 Cu2 O5 180 2_668 . ? O5 Cu2 N4 90.54(11) 2_668 . ? O5 Cu2 N4 89.46(11) . . ? O5 Cu2 N4 89.46(11) 2_668 2_668 ? O5 Cu2 N4 90.54(11) . 2_668 ? N4 Cu2 N4 180 . 2_668 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 C17 C16 C18 1.1(6) . . . 2_667 ? C18 C17 C16 C15 -180.0(3) . . . . ? C16 C17 C18 C16 -1.2(6) . . . 2_667 ? C18 C16 C15 O2 -32.4(5) 2_667 . . . ? C17 C16 C15 O2 148.7(3) . . . . ? C18 C16 C15 O1 145.5(3) 2_667 . . . ? C17 C16 C15 O1 -33.4(5) . . . . ? N1 C2 C3 N2 -0.8(4) . . . . ? N2 C4 C5 O3 -61.0(4) . . . . ? O3 C6 C7 N3 69.2(4) . . . . ? N3 C10 C9 N4 -1.2(5) . . . . ? O4 C11 C12 C14 -1.3(5) . . . . ? O5 C11 C12 C14 178.6(3) . . . . ? O4 C11 C12 C13 177.5(3) . . . . ? O5 C11 C12 C13 -2.6(5) . . . . ? C14 C12 C13 C14 -0.9(6) . . . 2_778 ? C11 C12 C13 C14 -179.7(3) . . . 2_778 ? C13 C12 C14 C13 0.9(6) . . . 2_778 ? C11 C12 C14 C13 179.8(3) . . . 2_778 ? N2 C1 N1 C2 -0.3(4) . . . . ? N2 C1 N1 Cu1 -175.3(2) . . . . ? C3 C2 N1 C1 0.6(4) . . . . ? C3 C2 N1 Cu1 175.4(3) . . . . ? N1 C1 N2 C3 -0.2(4) . . . . ? N1 C1 N2 C4 -176.0(3) . . . . ? C2 C3 N2 C1 0.6(4) . . . . ? C2 C3 N2 C4 176.4(3) . . . . ? C5 C4 N2 C1 96.1(4) . . . . ? C5 C4 N2 C3 -79.0(5) . . . . ? N3 C8 N4 C9 -0.5(5) . . . . ? N3 C8 N4 Cu2 -178.3(3) . . . . ? C10 C9 N4 C8 1.0(5) . . . . ? C10 C9 N4 Cu2 178.8(3) . . . . ? N4 C8 N3 C10 -0.2(5) . . . . ? N4 C8 N3 C7 176.0(4) . . . . ? C9 C10 N3 C8 0.8(5) . . . . ? C9 C10 N3 C7 -175.5(4) . . . . ? C6 C7 N3 C8 -60.7(5) . . . . ? C6 C7 N3 C10 114.8(4) . . . . ? O2 C15 O1 Cu1 7.6(4) . . . . ? C16 C15 O1 Cu1 -170.2(2) . . . . ? C7 C6 O3 C5 71.9(4) . . . . ? C4 C5 O3 C6 157.6(3) . . . . ? O4 C11 O5 Cu2 -0.2(4) . . . . ? C12 C11 O5 Cu2 179.9(2) . . . . ? C1 N1 Cu1 O1 -71.8(3) . . . . ? C2 N1 Cu1 O1 114.4(3) . . . . ? C1 N1 Cu1 O1 108.2(3) . . . 2_777 ? C2 N1 Cu1 O1 -65.6(3) . . . 2_777 ? C15 O1 Cu1 N1 82.1(2) . . . . ? C15 O1 Cu1 N1 -97.9(2) . . . 2_777 ? C11 O5 Cu2 N4 90.5(2) . . . . ? C11 O5 Cu2 N4 -89.5(2) . . . 2_668 ? C8 N4 Cu2 O5 176.0(3) . . . 2_668 ? C9 N4 Cu2 O5 -1.3(3) . . . 2_668 ? C8 N4 Cu2 O5 -4.0(3) . . . . ? C9 N4 Cu2 O5 178.7(3) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.469 _refine_diff_density_min -0.392 _refine_diff_density_rms 0.134 #=================END data_Compound-3 _database_code_depnum_ccdc_archive 'CCDC 682067' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H18 Cu N4 O5' _chemical_formula_sum 'C18 H18 Cu N4 O5' _chemical_formula_weight 433.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_space_group_name_hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.352(5) _cell_length_b 12.761(5) _cell_length_c 14.229(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.241(18) _cell_angle_gamma 90.00 _cell_volume 1864.7(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4273 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.227 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.165 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 1.210 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.775 _exptl_absorpt_correction_T_max 0.815 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17781 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4273 _reflns_number_gt 3041 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+3.1273P] 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 4273 _refine_ls_number_parameters 256 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0692 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1332 _refine_ls_wR_factor_gt 0.1215 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _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 -0.1983(3) 0.3781(2) 0.0330(2) 0.0315(7) Uani 1 1 d . . . C2 C -0.3149(3) 0.3068(2) 0.0112(2) 0.0306(7) Uani 1 1 d . . . C3 C -0.4371(4) 0.3537(3) 0.0067(3) 0.0440(9) Uani 1 1 d . . . H3 H -0.4429 0.4238 0.0235 0.053 Uiso 1 1 calc R . . C4 C -0.5498(4) 0.2983(4) -0.0221(3) 0.0551(11) Uani 1 1 d . . . H4 H -0.6303 0.3311 -0.0244 0.066 Uiso 1 1 calc R . . C5 C -0.5428(4) 0.1945(4) -0.0475(3) 0.0534(11) Uani 1 1 d . . . H5 H -0.6183 0.1574 -0.0685 0.064 Uiso 1 1 calc R . . C6 C -0.4223(3) 0.1457(3) -0.0415(3) 0.0422(8) Uani 1 1 d . . . H6 H -0.4178 0.0753 -0.0577 0.051 Uiso 1 1 calc R . . C7 C -0.3085(3) 0.1999(2) -0.0117(2) 0.0299(7) Uani 1 1 d . . . C8 C -0.1833(3) 0.1397(2) 0.0050(2) 0.0318(7) Uani 1 1 d . . . C9 C -0.1395(4) -0.0478(3) 0.1704(3) 0.0401(8) Uani 1 1 d . . . H9 H -0.1531 0.0226 0.1826 0.048 Uiso 1 1 calc R . . C10 C -0.1752(4) -0.1278(3) 0.2222(3) 0.0432(9) Uani 1 1 d . . . H10 H -0.2168 -0.1233 0.2763 0.052 Uiso 1 1 calc R . . C11 C -0.0805(3) -0.1888(3) 0.1049(2) 0.0359(7) Uani 1 1 d . . . H11 H -0.0453 -0.2351 0.0644 0.043 Uiso 1 1 calc R . . C12 C -0.1573(4) -0.3258(3) 0.2118(3) 0.0511(10) Uani 1 1 d . . . H12A H -0.2177 -0.3250 0.2586 0.061 Uiso 1 1 calc R . . H12B H -0.1964 -0.3671 0.1583 0.061 Uiso 1 1 calc R . . C13 C -0.0383(6) -0.3758(4) 0.2521(5) 0.111(3) Uani 1 1 d . . . H13A H -0.0639 -0.4271 0.2966 0.133 Uiso 1 1 calc R . . H13B H -0.0085 -0.4156 0.2008 0.133 Uiso 1 1 calc R . . C14 C 0.1775(4) -0.3728(3) 0.3169(3) 0.0564(11) Uani 1 1 d . . . H14A H 0.1819 -0.4452 0.2968 0.068 Uiso 1 1 calc R . . H14B H 0.1973 -0.3707 0.3853 0.068 Uiso 1 1 calc R . . C15 C 0.2758(4) -0.3093(3) 0.2733(3) 0.0525(10) Uani 1 1 d . . . H15A H 0.3593 -0.3449 0.2827 0.063 Uiso 1 1 calc R . . H15B H 0.2493 -0.3036 0.2056 0.063 Uiso 1 1 calc R . . C16 C 0.1993(4) -0.1249(3) 0.3083(3) 0.0461(9) Uani 1 1 d . . . H16 H 0.1184 -0.1249 0.2715 0.055 Uiso 1 1 calc R . . C17 C 0.2505(4) -0.0476(3) 0.3657(3) 0.0405(8) Uani 1 1 d . . . H17 H 0.2098 0.0158 0.3750 0.049 Uiso 1 1 calc R . . C18 C 0.3921(4) -0.1716(3) 0.3755(3) 0.0384(8) Uani 1 1 d . . . H18 H 0.4671 -0.2110 0.3923 0.046 Uiso 1 1 calc R . . N1 N -0.0796(3) -0.0857(2) 0.0960(2) 0.0335(6) Uani 1 1 d . . . N2 N -0.1386(3) -0.2180(2) 0.1798(2) 0.0367(6) Uani 1 1 d . . . N3 N 0.2902(3) -0.2035(2) 0.3148(2) 0.0406(7) Uani 1 1 d . . . N4 N 0.3721(3) -0.0765(2) 0.4086(2) 0.0338(6) Uani 1 1 d . . . O1 O -0.1101(2) 0.37232(16) -0.02276(16) 0.0306(5) Uani 1 1 d . . . O2 O -0.1970(3) 0.4447(2) 0.09592(19) 0.0483(7) Uani 1 1 d . . . O3 O -0.0987(2) 0.16441(18) 0.07196(19) 0.0403(6) Uani 1 1 d . . . O4 O -0.1716(2) 0.06071(18) -0.04771(17) 0.0375(5) Uani 1 1 d . . . O5 O 0.0547(4) -0.3350(3) 0.2910(5) 0.158(3) Uani 1 1 d . . . Cu1 Cu 0.0000 0.5000 0.0000 0.02791(15) Uani 1 2 d S . . Cu2 Cu 0.0000 0.0000 0.0000 0.02858(15) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0365(18) 0.0225(14) 0.0361(16) 0.0021(13) 0.0068(14) 0.0023(13) C2 0.0304(16) 0.0299(16) 0.0319(15) 0.0031(13) 0.0052(13) 0.0053(13) C3 0.037(2) 0.040(2) 0.055(2) -0.0009(17) 0.0050(17) 0.0106(16) C4 0.0302(19) 0.065(3) 0.068(3) -0.006(2) 0.0004(18) 0.0163(19) C5 0.0289(19) 0.064(3) 0.065(3) -0.011(2) -0.0050(18) -0.0015(18) C6 0.0352(19) 0.0406(19) 0.050(2) -0.0084(17) 0.0024(16) -0.0004(16) C7 0.0266(16) 0.0300(16) 0.0334(16) 0.0027(13) 0.0047(13) 0.0004(13) C8 0.0302(16) 0.0251(15) 0.0409(17) 0.0073(14) 0.0080(14) 0.0006(13) C9 0.047(2) 0.0326(17) 0.0432(19) -0.0027(16) 0.0161(16) 0.0079(16) C10 0.046(2) 0.045(2) 0.0419(19) -0.0016(17) 0.0185(16) 0.0068(17) C11 0.0384(19) 0.0308(17) 0.0400(18) -0.0008(14) 0.0106(15) 0.0026(14) C12 0.051(2) 0.038(2) 0.067(3) 0.011(2) 0.017(2) -0.0098(18) C13 0.105(5) 0.065(3) 0.142(6) 0.062(4) -0.069(4) -0.043(3) C14 0.064(3) 0.0277(18) 0.075(3) 0.0016(19) -0.001(2) 0.0066(18) C15 0.059(3) 0.041(2) 0.056(2) -0.0226(19) -0.0029(19) -0.0037(19) C16 0.044(2) 0.0377(19) 0.051(2) -0.0039(17) -0.0153(17) 0.0017(17) C17 0.041(2) 0.0275(16) 0.050(2) -0.0002(16) -0.0048(16) 0.0036(15) C18 0.0367(18) 0.0336(17) 0.0430(18) -0.0090(16) -0.0022(15) 0.0016(15) N1 0.0345(15) 0.0298(14) 0.0378(14) 0.0035(12) 0.0110(12) 0.0058(12) N2 0.0379(16) 0.0324(14) 0.0420(16) 0.0052(13) 0.0129(13) -0.0012(12) N3 0.0435(17) 0.0339(15) 0.0418(16) -0.0120(13) -0.0053(13) -0.0010(13) N4 0.0357(15) 0.0268(13) 0.0376(14) -0.0044(12) -0.0004(12) 0.0008(12) O1 0.0317(12) 0.0241(10) 0.0365(12) 0.0023(9) 0.0062(9) 0.0015(9) O2 0.0586(17) 0.0413(14) 0.0483(15) -0.0132(13) 0.0197(13) -0.0098(13) O3 0.0347(13) 0.0270(12) 0.0562(15) 0.0062(11) -0.0063(11) 0.0000(10) O4 0.0346(13) 0.0309(12) 0.0472(14) -0.0014(11) 0.0061(11) 0.0073(10) O5 0.049(2) 0.0366(18) 0.370(9) 0.000(3) -0.041(4) -0.0019(17) Cu1 0.0319(3) 0.0222(3) 0.0294(3) 0.0024(2) 0.0030(2) 0.0019(2) Cu2 0.0298(3) 0.0232(3) 0.0338(3) 0.0015(2) 0.0077(2) 0.0048(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 C1 O2 1.234(4) . ? C1 O1 1.285(4) . ? C1 C2 1.512(5) . ? C2 C3 1.393(5) . ? C2 C7 1.406(5) . ? C3 C4 1.381(6) . ? C3 H3 0.9300 . ? C4 C5 1.378(6) . ? C4 H4 0.9300 . ? C5 C6 1.388(5) . ? C5 H5 0.9300 . ? C6 C7 1.386(5) . ? C6 H6 0.9300 . ? C7 C8 1.500(4) . ? C8 O3 1.250(4) . ? C8 O4 1.271(4) . ? C9 C10 1.338(5) . ? C9 N1 1.380(4) . ? C9 H9 0.9300 . ? C10 N2 1.374(5) . ? C10 H10 0.9300 . ? C11 N1 1.322(4) . ? C11 N2 1.342(4) . ? C11 H11 0.9300 . ? C12 C13 1.441(7) . ? C12 N2 1.469(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 O5 1.170(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 O5 1.366(5) . ? C14 C15 1.495(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N3 1.474(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.345(5) . ? C16 N3 1.371(5) . ? C16 H16 0.9300 . ? C17 N4 1.378(4) . ? C17 H17 0.9300 . ? C18 N4 1.328(4) . ? C18 N3 1.340(4) . ? C18 H18 0.9300 . ? N1 Cu2 2.005(3) . ? N4 Cu1 1.991(3) 2_545 ? O1 Cu1 1.991(2) . ? O4 Cu2 1.978(2) . ? Cu1 O1 1.991(2) 3_565 ? Cu1 N4 1.991(3) 2 ? Cu1 N4 1.991(3) 4_565 ? Cu2 O4 1.978(2) 3 ? Cu2 N1 2.005(3) 3 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 123.0(3) . . ? O2 C1 C2 119.9(3) . . ? O1 C1 C2 116.7(3) . . ? C3 C2 C7 118.4(3) . . ? C3 C2 C1 116.6(3) . . ? C7 C2 C1 124.8(3) . . ? C4 C3 C2 121.5(4) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C5 C4 C3 120.0(4) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 119.5(4) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C7 C6 C5 121.2(4) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C2 119.5(3) . . ? C6 C7 C8 118.5(3) . . ? C2 C7 C8 121.8(3) . . ? O3 C8 O4 122.7(3) . . ? O3 C8 C7 119.9(3) . . ? O4 C8 C7 117.2(3) . . ? C10 C9 N1 109.7(3) . . ? C10 C9 H9 125.1 . . ? N1 C9 H9 125.1 . . ? C9 C10 N2 106.7(3) . . ? C9 C10 H10 126.7 . . ? N2 C10 H10 126.7 . . ? N1 C11 N2 111.2(3) . . ? N1 C11 H11 124.4 . . ? N2 C11 H11 124.4 . . ? C13 C12 N2 113.5(4) . . ? C13 C12 H12A 108.9 . . ? N2 C12 H12A 108.9 . . ? C13 C12 H12B 108.9 . . ? N2 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? O5 C13 C12 127.0(5) . . ? O5 C13 H13A 105.5 . . ? C12 C13 H13A 105.5 . . ? O5 C13 H13B 105.5 . . ? C12 C13 H13B 105.5 . . ? H13A C13 H13B 106.1 . . ? O5 C14 C15 110.9(4) . . ? O5 C14 H14A 109.5 . . ? C15 C14 H14A 109.5 . . ? O5 C14 H14B 109.5 . . ? C15 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? N3 C15 C14 111.7(3) . . ? N3 C15 H15A 109.3 . . ? C14 C15 H15A 109.3 . . ? N3 C15 H15B 109.3 . . ? C14 C15 H15B 109.3 . . ? H15A C15 H15B 107.9 . . ? C17 C16 N3 106.3(3) . . ? C17 C16 H16 126.8 . . ? N3 C16 H16 126.8 . . ? C16 C17 N4 109.9(3) . . ? C16 C17 H17 125.0 . . ? N4 C17 H17 125.0 . . ? N4 C18 N3 111.1(3) . . ? N4 C18 H18 124.4 . . ? N3 C18 H18 124.4 . . ? C11 N1 C9 105.4(3) . . ? C11 N1 Cu2 128.1(2) . . ? C9 N1 Cu2 126.5(2) . . ? C11 N2 C10 107.0(3) . . ? C11 N2 C12 126.5(3) . . ? C10 N2 C12 126.5(3) . . ? C18 N3 C16 107.4(3) . . ? C18 N3 C15 124.6(3) . . ? C16 N3 C15 127.6(3) . . ? C18 N4 C17 105.2(3) . . ? C18 N4 Cu1 124.0(2) . 2_545 ? C17 N4 Cu1 130.8(2) . 2_545 ? C1 O1 Cu1 106.81(19) . . ? C8 O4 Cu2 104.8(2) . . ? C13 O5 C14 130.8(5) . . ? O1 Cu1 O1 180 . 3_565 ? O1 Cu1 N4 91.44(10) . 2 ? O1 Cu1 N4 88.56(10) 3_565 2 ? O1 Cu1 N4 88.56(10) . 4_565 ? O1 Cu1 N4 91.44(10) 3_565 4_565 ? N4 Cu1 N4 180 2 4_565 ? O4 Cu2 O4 180 3 . ? O4 Cu2 N1 88.91(11) 3 . ? O4 Cu2 N1 91.09(11) . . ? O4 Cu2 N1 91.09(11) 3 3 ? O4 Cu2 N1 88.91(11) . 3 ? N1 Cu2 N1 180 . 3 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 43.8(5) . . . . ? O1 C1 C2 C3 -129.4(3) . . . . ? O2 C1 C2 C7 -141.3(3) . . . . ? O1 C1 C2 C7 45.5(4) . . . . ? C7 C2 C3 C4 -2.0(6) . . . . ? C1 C2 C3 C4 173.3(4) . . . . ? C2 C3 C4 C5 -0.2(7) . . . . ? C3 C4 C5 C6 1.6(7) . . . . ? C4 C5 C6 C7 -0.9(6) . . . . ? C5 C6 C7 C2 -1.2(5) . . . . ? C5 C6 C7 C8 172.4(4) . . . . ? C3 C2 C7 C6 2.6(5) . . . . ? C1 C2 C7 C6 -172.2(3) . . . . ? C3 C2 C7 C8 -170.8(3) . . . . ? C1 C2 C7 C8 14.4(5) . . . . ? C6 C7 C8 O3 -142.9(3) . . . . ? C2 C7 C8 O3 30.6(5) . . . . ? C6 C7 C8 O4 33.2(4) . . . . ? C2 C7 C8 O4 -153.4(3) . . . . ? N1 C9 C10 N2 -0.5(4) . . . . ? N2 C12 C13 O5 28.5(11) . . . . ? O5 C14 C15 N3 69.6(5) . . . . ? N3 C16 C17 N4 -0.2(5) . . . . ? N2 C11 N1 C9 0.6(4) . . . . ? N2 C11 N1 Cu2 177.5(2) . . . . ? C10 C9 N1 C11 -0.1(4) . . . . ? C10 C9 N1 Cu2 -177.0(3) . . . . ? N1 C11 N2 C10 -1.0(4) . . . . ? N1 C11 N2 C12 -179.9(3) . . . . ? C9 C10 N2 C11 0.9(4) . . . . ? C9 C10 N2 C12 179.8(4) . . . . ? C13 C12 N2 C11 70.6(6) . . . . ? C13 C12 N2 C10 -108.0(6) . . . . ? N4 C18 N3 C16 0.0(4) . . . . ? N4 C18 N3 C15 -173.4(3) . . . . ? C17 C16 N3 C18 0.1(5) . . . . ? C17 C16 N3 C15 173.3(4) . . . . ? C14 C15 N3 C18 105.9(4) . . . . ? C14 C15 N3 C16 -66.1(5) . . . . ? N3 C18 N4 C17 -0.1(4) . . . . ? N3 C18 N4 Cu1 -179.6(2) . . . 2_545 ? C16 C17 N4 C18 0.2(4) . . . . ? C16 C17 N4 Cu1 179.7(3) . . . 2_545 ? O2 C1 O1 Cu1 -9.1(4) . . . . ? C2 C1 O1 Cu1 163.9(2) . . . . ? O3 C8 O4 Cu2 -1.4(4) . . . . ? C7 C8 O4 Cu2 -177.4(2) . . . . ? C12 C13 O5 C14 -167.5(7) . . . . ? C15 C14 O5 C13 122.0(9) . . . . ? C1 O1 Cu1 N4 95.0(2) . . . 2 ? C1 O1 Cu1 N4 -85.0(2) . . . 4_565 ? C8 O4 Cu2 N1 86.9(2) . . . . ? C8 O4 Cu2 N1 -93.1(2) . . . 3 ? C11 N1 Cu2 O4 -60.0(3) . . . 3 ? C9 N1 Cu2 O4 116.3(3) . . . 3 ? C11 N1 Cu2 O4 120.0(3) . . . . ? C9 N1 Cu2 O4 -63.7(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.251 _refine_diff_density_min -1.384 _refine_diff_density_rms 0.079 #=============END data_Compound-4 _database_code_depnum_ccdc_archive 'CCDC 682068' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H14 Co N4 O5' _chemical_formula_sum 'C12 H14 Co N4 O5' _chemical_formula_weight 353.20 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 9.472(4) _cell_length_b 17.653(5) _cell_length_c 8.516(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.072(15) _cell_angle_gamma 90.00 _cell_volume 1413.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3226 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.149 _exptl_crystal_size_mid 0.140 _exptl_crystal_size_min 0.123 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 724 _exptl_absorpt_coefficient_mu 1.245 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.835 _exptl_absorpt_correction_T_max 0.855 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13685 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3215 _reflns_number_gt 2659 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0213P)^2^+1.2557P] 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 3215 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0617 _refine_ls_wR_factor_gt 0.0579 _refine_ls_goodness_of_fit_ref 0.914 _refine_ls_restrained_S_all 0.914 _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 0.53074(18) -0.02496(10) 0.0710(2) 0.0214(4) Uani 1 1 d . . . C2 C -0.02318(18) 0.04111(9) 0.0157(2) 0.0194(4) Uani 1 1 d . . . C3 C 0.1237(2) -0.07246(12) 0.3791(3) 0.0330(5) Uani 1 1 d . . . H3 H 0.0771 -0.0977 0.2918 0.040 Uiso 1 1 calc R . . C4 C 0.2542(2) 0.00504(12) 0.5241(3) 0.0327(5) Uani 1 1 d . . . H4 H 0.3162 0.0445 0.5559 0.039 Uiso 1 1 calc R . . C5 C 0.1955(2) -0.04209(12) 0.6234(3) 0.0347(5) Uani 1 1 d . . . H5 H 0.2092 -0.0411 0.7334 0.042 Uiso 1 1 calc R . . C6 C 0.0286(2) -0.15504(12) 0.5808(3) 0.0369(5) Uani 1 1 d . . . H6A H -0.0691 -0.1509 0.5317 0.044 Uiso 1 1 calc R . . H6B H 0.0283 -0.1525 0.6946 0.044 Uiso 1 1 calc R . . C7 C 0.0885(2) -0.23026(12) 0.5381(3) 0.0356(5) Uani 1 1 d . . . H7A H 0.0250 -0.2707 0.5616 0.043 Uiso 1 1 calc R . . H7B H 0.0967 -0.2316 0.4257 0.043 Uiso 1 1 calc R . . C8 C 0.3115(2) -0.29311(12) 0.5533(3) 0.0381(5) Uani 1 1 d . . . H8A H 0.2525 -0.3233 0.4759 0.046 Uiso 1 1 calc R . . H8B H 0.3575 -0.3272 0.6332 0.046 Uiso 1 1 calc R . . C9 C 0.4232(2) -0.25277(14) 0.4734(3) 0.0440(6) Uani 1 1 d . . . H9A H 0.4665 -0.2884 0.4071 0.053 Uiso 1 1 calc R . . H9B H 0.3782 -0.2133 0.4056 0.053 Uiso 1 1 calc R . . N1 N 0.20896(17) -0.01399(9) 0.3692(2) 0.0281(4) Uani 1 1 d . . . N2 N 0.11171(18) -0.09141(10) 0.5292(2) 0.0305(4) Uani 1 1 d . . . O1 O 0.46044(13) -0.02842(8) 0.18664(16) 0.0283(3) Uani 1 1 d . . . O2 O 0.64604(14) -0.05841(7) 0.05888(17) 0.0280(3) Uani 1 1 d . . . O3 O 0.07007(13) 0.08470(7) 0.08252(16) 0.0260(3) Uani 1 1 d . . . O4 O -0.14994(13) 0.05759(7) -0.02864(17) 0.0270(3) Uani 1 1 d . . . O5 O 0.22412(16) -0.24095(9) 0.62562(19) 0.0400(4) Uani 1 1 d . . . Co1 Co 0.26760(2) 0.031938(13) 0.15546(3) 0.02033(7) Uani 1 1 d . . . C10 C 0.5433(2) -0.14615(11) 0.6331(2) 0.0283(4) Uani 1 1 d . . . H10 H 0.4787 -0.1087 0.5956 0.034 Uiso 1 1 calc R . . C11 C 0.7208(2) -0.20383(11) 0.7611(3) 0.0303(4) Uani 1 1 d . . . H11 H 0.8032 -0.2132 0.8297 0.036 Uiso 1 1 calc R . . C12 C 0.6473(2) -0.25636(12) 0.6684(3) 0.0361(5) Uani 1 1 d . . . H12 H 0.6690 -0.3075 0.6615 0.043 Uiso 1 1 calc R . . N3 N 0.53429(17) -0.21899(10) 0.5868(2) 0.0315(4) Uani 1 1 d . . . N4 N 0.65532(16) -0.13451(9) 0.7386(2) 0.0260(3) 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 0.0193(8) 0.0197(8) 0.0241(10) -0.0022(7) -0.0009(7) -0.0033(7) C2 0.0203(8) 0.0190(9) 0.0189(9) -0.0018(7) 0.0030(7) 0.0016(7) C3 0.0382(11) 0.0375(11) 0.0238(11) -0.0008(8) 0.0058(9) -0.0097(9) C4 0.0331(10) 0.0340(10) 0.0306(12) -0.0039(9) 0.0017(9) -0.0042(9) C5 0.0380(11) 0.0417(12) 0.0243(11) -0.0008(9) 0.0028(9) -0.0022(9) C6 0.0351(11) 0.0396(12) 0.0382(13) 0.0078(10) 0.0130(10) -0.0036(9) C7 0.0322(11) 0.0383(11) 0.0356(12) 0.0041(9) 0.0009(9) -0.0094(9) C8 0.0350(11) 0.0265(10) 0.0519(15) -0.0112(10) 0.0017(10) -0.0089(9) C9 0.0403(12) 0.0552(14) 0.0366(13) -0.0228(11) 0.0058(10) -0.0192(11) N1 0.0282(8) 0.0287(8) 0.0278(9) 0.0009(7) 0.0051(7) -0.0016(7) N2 0.0318(9) 0.0326(9) 0.0285(9) 0.0028(7) 0.0093(7) -0.0023(7) O1 0.0234(6) 0.0365(7) 0.0254(7) 0.0057(6) 0.0050(5) 0.0040(6) O2 0.0238(7) 0.0306(7) 0.0302(8) 0.0053(6) 0.0056(6) 0.0075(5) O3 0.0215(6) 0.0207(6) 0.0343(8) -0.0069(6) -0.0025(6) 0.0004(5) O4 0.0204(6) 0.0235(6) 0.0359(8) -0.0073(6) -0.0019(6) 0.0056(5) O5 0.0346(8) 0.0476(9) 0.0364(9) -0.0087(7) -0.0008(7) 0.0010(7) Co1 0.01751(12) 0.02044(12) 0.02298(13) -0.00271(10) 0.00225(9) -0.00106(10) C10 0.0270(10) 0.0275(9) 0.0304(11) -0.0023(8) 0.0030(8) -0.0055(8) C11 0.0248(9) 0.0276(10) 0.0386(13) -0.0020(9) 0.0045(8) -0.0018(8) C12 0.0337(11) 0.0262(10) 0.0496(14) -0.0097(9) 0.0095(10) -0.0028(8) N3 0.0287(8) 0.0344(9) 0.0317(10) -0.0107(8) 0.0051(7) -0.0105(7) N4 0.0234(8) 0.0244(8) 0.0306(9) -0.0038(7) 0.0046(7) -0.0043(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 O2 1.257(2) . ? C1 O1 1.257(2) . ? C1 C1 1.550(4) 3_655 ? C2 O4 1.248(2) . ? C2 O3 1.254(2) . ? C2 C2 1.549(3) 3 ? C3 N1 1.320(3) . ? C3 N2 1.339(3) . ? C3 H3 0.9300 . ? C4 C5 1.354(3) . ? C4 N1 1.377(3) . ? C4 H4 0.9300 . ? C5 N2 1.369(3) . ? C5 H5 0.9300 . ? C6 N2 1.470(3) . ? C6 C7 1.506(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O5 1.417(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 O5 1.428(3) . ? C8 C9 1.506(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N3 1.464(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? N1 Co1 2.1281(18) . ? O1 Co1 2.1030(14) . ? O2 Co1 2.1417(16) 3_655 ? O3 Co1 2.1137(14) . ? O4 Co1 2.1471(14) 3 ? Co1 N4 2.1126(16) 3_656 ? Co1 O2 2.1417(16) 3_655 ? Co1 O4 2.1471(14) 3 ? C10 N4 1.320(2) . ? C10 N3 1.345(3) . ? C10 H10 0.9300 . ? C11 C12 1.354(3) . ? C11 N4 1.375(2) . ? C11 H11 0.9300 . ? C12 N3 1.371(3) . ? C12 H12 0.9300 . ? N4 Co1 2.1126(16) 3_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 126.22(17) . . ? O2 C1 C1 116.8(2) . 3_655 ? O1 C1 C1 117.02(19) . 3_655 ? O4 C2 O3 126.29(16) . . ? O4 C2 C2 116.68(18) . 3 ? O3 C2 C2 117.03(18) . 3 ? N1 C3 N2 112.37(18) . . ? N1 C3 H3 123.8 . . ? N2 C3 H3 123.8 . . ? C5 C4 N1 110.17(19) . . ? C5 C4 H4 124.9 . . ? N1 C4 H4 124.9 . . ? C4 C5 N2 106.13(19) . . ? C4 C5 H5 126.9 . . ? N2 C5 H5 126.9 . . ? N2 C6 C7 111.72(18) . . ? N2 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N2 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 107.9 . . ? O5 C7 C6 109.54(18) . . ? O5 C7 H7A 109.8 . . ? C6 C7 H7A 109.8 . . ? O5 C7 H7B 109.8 . . ? C6 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? O5 C8 C9 111.53(18) . . ? O5 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? O5 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? N3 C9 C8 112.5(2) . . ? N3 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N3 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C3 N1 C4 104.50(17) . . ? C3 N1 Co1 125.38(14) . . ? C4 N1 Co1 130.01(14) . . ? C3 N2 C5 106.83(17) . . ? C3 N2 C6 125.99(18) . . ? C5 N2 C6 127.14(19) . . ? C1 O1 Co1 114.35(11) . . ? C1 O2 Co1 113.21(12) . 3_655 ? C2 O3 Co1 114.30(11) . . ? C2 O4 Co1 113.64(11) . 3 ? C7 O5 C8 113.31(17) . . ? O1 Co1 N4 97.54(6) . 3_656 ? O1 Co1 O3 169.73(5) . . ? N4 Co1 O3 89.69(6) 3_656 . ? O1 Co1 N1 90.75(6) . . ? N4 Co1 N1 94.26(7) 3_656 . ? O3 Co1 N1 96.00(6) . . ? O1 Co1 O2 78.53(5) . 3_655 ? N4 Co1 O2 91.64(6) 3_656 3_655 ? O3 Co1 O2 94.04(6) . 3_655 ? N1 Co1 O2 168.37(6) . 3_655 ? O1 Co1 O4 94.56(6) . 3 ? N4 Co1 O4 167.52(6) 3_656 3 ? O3 Co1 O4 77.92(5) . 3 ? N1 Co1 O4 88.62(6) . 3 ? O2 Co1 O4 87.76(6) 3_655 3 ? N4 C10 N3 111.42(18) . . ? N4 C10 H10 124.3 . . ? N3 C10 H10 124.3 . . ? C12 C11 N4 109.73(18) . . ? C12 C11 H11 125.1 . . ? N4 C11 H11 125.1 . . ? C11 C12 N3 106.23(18) . . ? C11 C12 H12 126.9 . . ? N3 C12 H12 126.9 . . ? C10 N3 C12 107.10(16) . . ? C10 N3 C9 126.67(19) . . ? C12 N3 C9 126.21(18) . . ? C10 N4 C11 105.52(16) . . ? C10 N4 Co1 129.12(13) . 3_656 ? C11 N4 Co1 125.26(13) . 3_656 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.292 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.055 #================END data_Compound-5 _database_code_depnum_ccdc_archive 'CCDC 682069' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H15 Cu N4 O5' _chemical_formula_sum 'C15 H15 Cu N4 O5' _chemical_formula_weight 394.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.302(8) _cell_length_b 13.499(7) _cell_length_c 13.768(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.085(16) _cell_angle_gamma 90.00 _cell_volume 3144(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3544 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.215 _exptl_crystal_size_mid 0.203 _exptl_crystal_size_min 0.190 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 1.425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.745 _exptl_absorpt_correction_T_max 0.765 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14778 _diffrn_reflns_av_R_equivalents 0.1299 _diffrn_reflns_av_sigmaI/netI 0.1108 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3544 _reflns_number_gt 1676 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1150P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0016(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3544 _refine_ls_number_parameters 230 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1571 _refine_ls_R_factor_gt 0.0736 _refine_ls_wR_factor_ref 0.2152 _refine_ls_wR_factor_gt 0.1695 _refine_ls_goodness_of_fit_ref 0.936 _refine_ls_restrained_S_all 0.936 _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 0.3525(4) 0.9591(6) 0.3383(6) 0.049(2) Uani 1 1 d . . . H1 H 0.3296 1.0212 0.3405 0.059 Uiso 1 1 calc R . . C2 C 0.3187(4) 0.8823(6) 0.2832(6) 0.052(2) Uani 1 1 d . . . H2 H 0.2691 0.8816 0.2411 0.063 Uiso 1 1 calc R . . C3 C 0.4346(4) 0.8380(5) 0.3652(5) 0.0386(16) Uani 1 1 d . . . H3 H 0.4793 0.7997 0.3889 0.046 Uiso 1 1 calc R . . C4 C 0.3580(4) 0.7033(5) 0.2678(6) 0.0484(19) Uani 1 1 d . . . H4A H 0.4087 0.6710 0.2724 0.058 Uiso 1 1 calc R . . H4B H 0.3308 0.7025 0.1986 0.058 Uiso 1 1 calc R . . C5 C 0.3099(4) 0.6460(5) 0.3287(6) 0.0464(18) Uani 1 1 d . . . H5A H 0.3104 0.5759 0.3132 0.056 Uiso 1 1 calc R . . H5B H 0.3318 0.6546 0.3990 0.056 Uiso 1 1 calc R . . C6 C 0.1813(4) 0.6426(5) 0.3641(6) 0.0492(19) Uani 1 1 d . . . H6A H 0.1988 0.6637 0.4325 0.059 Uiso 1 1 calc R . . H6B H 0.1832 0.5708 0.3621 0.059 Uiso 1 1 calc R . . C7 C 0.0987(4) 0.6777(5) 0.3244(6) 0.0474(19) Uani 1 1 d . . . H7A H 0.0852 0.6654 0.2535 0.057 Uiso 1 1 calc R . . H7B H 0.0627 0.6393 0.3549 0.057 Uiso 1 1 calc R . . C8 C 0.1073(5) 0.8646(6) 0.2921(6) 0.055(2) Uani 1 1 d . . . H8 H 0.1310 0.8632 0.2374 0.066 Uiso 1 1 calc R . . C9 C 0.0870(4) 0.9446(6) 0.3363(6) 0.0464(18) Uani 1 1 d . . . H9 H 0.0946 1.0095 0.3179 0.056 Uiso 1 1 calc R . . C10 C 0.0536(4) 0.8206(5) 0.4141(5) 0.0335(15) Uani 1 1 d . . . H10 H 0.0334 0.7818 0.4588 0.040 Uiso 1 1 calc R . . C11 C 0.1050(3) 1.1390(4) 0.4926(5) 0.0289(14) Uani 1 1 d . . . C12 C 0.1798(3) 1.1986(4) 0.5032(5) 0.0272(13) Uani 1 1 d . . . C13 C 0.2502(3) 1.1475(4) 0.5044(4) 0.0261(12) Uani 1 1 d . . . H13 H 0.2505 1.0787 0.5081 0.031 Uiso 1 1 calc R . . C14 C 0.3203(3) 1.1976(4) 0.5001(5) 0.0270(14) Uani 1 1 d . . . C15 C 0.3928(3) 1.1404(5) 0.4915(5) 0.0320(15) Uani 1 1 d . . . N1 N 0.4267(3) 0.9314(4) 0.3915(4) 0.0383(14) Uani 1 1 d . . . N2 N 0.3711(3) 0.8054(4) 0.3006(4) 0.0395(14) Uani 1 1 d . . . N3 N 0.0868(3) 0.7838(4) 0.3424(5) 0.0384(14) Uani 1 1 d . . . N4 N 0.0527(3) 0.9169(4) 0.4140(4) 0.0346(13) Uani 1 1 d . . . O1 O 0.2313(3) 0.6834(3) 0.3043(4) 0.0454(13) Uani 1 1 d . . . O2 O 0.1052(2) 1.0672(3) 0.5540(4) 0.0373(11) Uani 1 1 d . . . O3 O 0.0488(2) 1.1584(3) 0.4242(3) 0.0368(11) Uani 1 1 d . . . O4 O 0.4067(2) 1.0606(3) 0.5430(4) 0.0348(11) Uani 1 1 d . . . O5 O 0.4327(2) 1.1664(3) 0.4314(3) 0.0358(11) Uani 1 1 d . . . Cu1 Cu 0.5000 1.0000 0.5000 0.0295(3) Uani 1 2 d S . . Cu2 Cu 0.0000 1.0000 0.5000 0.0299(3) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.029(4) 0.035(4) 0.075(6) -0.005(4) -0.008(4) 0.013(3) C2 0.031(4) 0.044(4) 0.073(6) -0.007(4) -0.008(4) 0.008(3) C3 0.023(3) 0.032(4) 0.060(5) -0.007(3) 0.008(3) 0.001(3) C4 0.039(4) 0.036(4) 0.070(5) -0.021(4) 0.012(4) -0.002(3) C5 0.038(4) 0.029(4) 0.071(5) -0.012(3) 0.011(4) 0.003(3) C6 0.054(5) 0.036(4) 0.064(5) 0.001(4) 0.027(4) 0.000(3) C7 0.040(4) 0.030(4) 0.077(5) -0.015(4) 0.025(4) 0.000(3) C8 0.051(5) 0.056(5) 0.067(5) -0.002(4) 0.034(4) -0.001(4) C9 0.050(4) 0.036(4) 0.060(5) 0.009(3) 0.027(4) 0.001(3) C10 0.033(4) 0.031(3) 0.041(4) -0.007(3) 0.018(3) -0.008(3) C11 0.020(3) 0.024(3) 0.045(4) -0.007(3) 0.012(3) 0.003(2) C12 0.018(3) 0.026(3) 0.039(4) 0.002(3) 0.009(3) -0.001(2) C13 0.025(3) 0.017(3) 0.037(3) 0.003(3) 0.009(2) 0.005(3) C14 0.021(3) 0.018(3) 0.041(4) -0.004(3) 0.005(3) -0.001(2) C15 0.017(3) 0.026(3) 0.053(4) -0.013(3) 0.007(3) 0.002(2) N1 0.029(3) 0.030(3) 0.055(4) -0.007(3) 0.006(3) 0.003(2) N2 0.038(3) 0.029(3) 0.048(4) -0.009(3) -0.001(3) -0.002(2) N3 0.031(3) 0.030(3) 0.059(4) -0.003(3) 0.017(3) -0.003(2) N4 0.030(3) 0.030(3) 0.050(4) -0.003(3) 0.020(3) -0.010(2) O1 0.027(2) 0.040(3) 0.071(3) 0.007(2) 0.014(2) 0.008(2) O2 0.029(2) 0.026(2) 0.060(3) -0.003(2) 0.017(2) -0.0079(19) O3 0.022(2) 0.033(3) 0.055(3) -0.010(2) 0.007(2) -0.0013(19) O4 0.021(2) 0.025(2) 0.058(3) 0.001(2) 0.009(2) 0.0038(18) O5 0.026(2) 0.031(2) 0.055(3) -0.009(2) 0.017(2) -0.0026(19) Cu1 0.0173(5) 0.0187(5) 0.0520(7) -0.0030(5) 0.0060(5) 0.0040(4) Cu2 0.0219(6) 0.0225(6) 0.0480(7) -0.0034(5) 0.0134(5) -0.0057(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.344(10) . ? C1 N1 1.391(8) . ? C1 H1 0.9300 . ? C2 N2 1.365(9) . ? C2 H2 0.9300 . ? C3 N1 1.326(8) . ? C3 N2 1.336(8) . ? C3 H3 0.9300 . ? C4 N2 1.453(8) . ? C4 C5 1.513(11) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O1 1.424(8) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 O1 1.424(8) . ? C6 C7 1.496(10) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N3 1.475(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.323(10) . ? C8 N3 1.378(9) . ? C8 H8 0.9300 . ? C9 N4 1.378(9) . ? C9 H9 0.9300 . ? C10 N4 1.300(8) . ? C10 N3 1.338(8) . ? C10 H10 0.9300 . ? C11 O3 1.232(7) . ? C11 O2 1.286(7) . ? C11 C12 1.504(8) . ? C12 C13 1.396(8) . ? C12 C14 1.402(8) 7_576 ? C13 C14 1.402(8) . ? C13 H13 0.9300 . ? C14 C12 1.402(8) 7_576 ? C14 C15 1.498(8) . ? C15 O5 1.234(8) . ? C15 O4 1.284(8) . ? N1 Cu1 1.976(5) . ? N4 Cu2 1.986(5) . ? O2 Cu2 2.030(4) . ? O4 Cu1 2.006(4) . ? Cu1 N1 1.976(5) 5_676 ? Cu1 O4 2.006(4) 5_676 ? Cu2 N4 1.986(5) 5_576 ? Cu2 O2 2.030(4) 5_576 ? 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 N1 109.5(6) . . ? C2 C1 H1 125.3 . . ? N1 C1 H1 125.3 . . ? C1 C2 N2 107.1(6) . . ? C1 C2 H2 126.4 . . ? N2 C2 H2 126.4 . . ? N1 C3 N2 112.2(6) . . ? N1 C3 H3 123.9 . . ? N2 C3 H3 123.9 . . ? N2 C4 C5 112.4(6) . . ? N2 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? N2 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.9 . . ? O1 C5 C4 107.3(6) . . ? O1 C5 H5A 110.3 . . ? C4 C5 H5A 110.3 . . ? O1 C5 H5B 110.3 . . ? C4 C5 H5B 110.3 . . ? H5A C5 H5B 108.5 . . ? O1 C6 C7 108.4(6) . . ? O1 C6 H6A 110.0 . . ? C7 C6 H6A 110.0 . . ? O1 C6 H6B 110.0 . . ? C7 C6 H6B 110.0 . . ? H6A C6 H6B 108.4 . . ? N3 C7 C6 113.7(6) . . ? N3 C7 H7A 108.8 . . ? C6 C7 H7A 108.8 . . ? N3 C7 H7B 108.8 . . ? C6 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C9 C8 N3 107.0(7) . . ? C9 C8 H8 126.5 . . ? N3 C8 H8 126.5 . . ? C8 C9 N4 109.6(7) . . ? C8 C9 H9 125.2 . . ? N4 C9 H9 125.2 . . ? N4 C10 N3 112.2(6) . . ? N4 C10 H10 123.9 . . ? N3 C10 H10 123.9 . . ? O3 C11 O2 123.7(5) . . ? O3 C11 C12 119.1(6) . . ? O2 C11 C12 117.1(5) . . ? C13 C12 C14 119.3(5) . 7_576 ? C13 C12 C11 117.9(5) . . ? C14 C12 C11 122.4(5) 7_576 . ? C12 C13 C14 121.4(5) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C13 C14 C12 119.2(5) . 7_576 ? C13 C14 C15 120.0(5) . . ? C12 C14 C15 120.6(5) 7_576 . ? O5 C15 O4 122.8(5) . . ? O5 C15 C14 120.0(6) . . ? O4 C15 C14 116.9(6) . . ? C3 N1 C1 104.4(6) . . ? C3 N1 Cu1 124.5(5) . . ? C1 N1 Cu1 130.3(5) . . ? C3 N2 C2 106.8(6) . . ? C3 N2 C4 124.9(6) . . ? C2 N2 C4 127.8(6) . . ? C10 N3 C8 105.8(6) . . ? C10 N3 C7 125.5(6) . . ? C8 N3 C7 128.7(6) . . ? C10 N4 C9 105.4(6) . . ? C10 N4 Cu2 124.8(5) . . ? C9 N4 Cu2 129.4(5) . . ? C6 O1 C5 113.1(6) . . ? C11 O2 Cu2 102.6(4) . . ? C15 O4 Cu1 104.4(4) . . ? N1 Cu1 N1 180 . 5_676 ? N1 Cu1 O4 90.8(2) . 5_676 ? N1 Cu1 O4 89.2(2) 5_676 5_676 ? N1 Cu1 O4 89.2(2) . . ? N1 Cu1 O4 90.8(2) 5_676 . ? O4 Cu1 O4 180 5_676 . ? N4 Cu2 N4 180 5_576 . ? N4 Cu2 O2 91.00(19) 5_576 . ? N4 Cu2 O2 89.0(2) . . ? N4 Cu2 O2 89.0(2) 5_576 5_576 ? N4 Cu2 O2 91.00(19) . 5_576 ? O2 Cu2 O2 180 . 5_576 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N2 -0.1(10) . . . . ? N2 C4 C5 O1 70.2(7) . . . . ? O1 C6 C7 N3 -70.9(8) . . . . ? N3 C8 C9 N4 -0.6(9) . . . . ? O3 C11 C12 C13 -124.1(6) . . . . ? O2 C11 C12 C13 52.9(8) . . . . ? O3 C11 C12 C14 48.1(9) . . . 7_576 ? O2 C11 C12 C14 -134.9(6) . . . 7_576 ? C14 C12 C13 C14 -1.4(10) 7_576 . . . ? C11 C12 C13 C14 171.0(6) . . . . ? C12 C13 C14 C12 1.4(10) . . . 7_576 ? C12 C13 C14 C15 -174.1(6) . . . . ? C13 C14 C15 O5 134.5(6) . . . . ? C12 C14 C15 O5 -40.9(9) 7_576 . . . ? C13 C14 C15 O4 -40.1(8) . . . . ? C12 C14 C15 O4 144.5(6) 7_576 . . . ? N2 C3 N1 C1 -0.5(8) . . . . ? N2 C3 N1 Cu1 170.3(5) . . . . ? C2 C1 N1 C3 0.3(9) . . . . ? C2 C1 N1 Cu1 -169.6(6) . . . . ? N1 C3 N2 C2 0.4(9) . . . . ? N1 C3 N2 C4 -172.0(6) . . . . ? C1 C2 N2 C3 -0.2(9) . . . . ? C1 C2 N2 C4 171.9(7) . . . . ? C5 C4 N2 C3 94.1(8) . . . . ? C5 C4 N2 C2 -76.7(9) . . . . ? N4 C10 N3 C8 -1.0(8) . . . . ? N4 C10 N3 C7 178.3(6) . . . . ? C9 C8 N3 C10 1.0(8) . . . . ? C9 C8 N3 C7 -178.3(7) . . . . ? C6 C7 N3 C10 -100.8(8) . . . . ? C6 C7 N3 C8 78.4(10) . . . . ? N3 C10 N4 C9 0.7(8) . . . . ? N3 C10 N4 Cu2 174.1(4) . . . . ? C8 C9 N4 C10 0.0(9) . . . . ? C8 C9 N4 Cu2 -173.0(5) . . . . ? C7 C6 O1 C5 -173.4(6) . . . . ? C4 C5 O1 C6 -174.0(6) . . . . ? O3 C11 O2 Cu2 4.0(7) . . . . ? C12 C11 O2 Cu2 -172.9(4) . . . . ? O5 C15 O4 Cu1 -0.4(7) . . . . ? C14 C15 O4 Cu1 174.1(4) . . . . ? C3 N1 Cu1 O4 42.2(6) . . . 5_676 ? C1 N1 Cu1 O4 -149.7(7) . . . 5_676 ? C3 N1 Cu1 O4 -137.8(6) . . . . ? C1 N1 Cu1 O4 30.3(7) . . . . ? C15 O4 Cu1 N1 -87.8(4) . . . . ? C15 O4 Cu1 N1 92.2(4) . . . 5_676 ? C10 N4 Cu2 O2 123.0(6) . . . . ? C9 N4 Cu2 O2 -65.2(6) . . . . ? C10 N4 Cu2 O2 -57.0(6) . . . 5_576 ? C9 N4 Cu2 O2 114.8(6) . . . 5_576 ? C11 O2 Cu2 N4 -91.4(4) . . . 5_576 ? C11 O2 Cu2 N4 88.6(4) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.815 _refine_diff_density_min -0.862 _refine_diff_density_rms 0.153 #==============END data_Compound-6 _database_code_depnum_ccdc_archive 'CCDC 682070' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H30 Co2 N8 O10, H2 O ' _chemical_formula_sum 'C30 H32 Co2 N8 O11' _chemical_formula_weight 798.50 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 18.390(3) _cell_length_b 14.018(3) _cell_length_c 13.338(6) _cell_angle_alpha 90.00 _cell_angle_beta 101.919(12) _cell_angle_gamma 90.00 _cell_volume 3364.3(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7608 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.231 _exptl_crystal_size_mid 0.189 _exptl_crystal_size_min 0.180 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 1.058 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.782 _exptl_absorpt_correction_T_max 0.829 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32024 _diffrn_reflns_av_R_equivalents 0.0555 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.47 _reflns_number_total 7608 _reflns_number_gt 5640 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The water H atoms could not be positioned reliably. According to the results of elemental analyses and the reasonable thermal parameters for O1W and O2W, the two water O atoms, O1W and O2W, were assigned 0.6 and 0.4 occupancies, 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^)+(0.0532P)^2^+1.7444P] 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 7608 _refine_ls_number_parameters 459 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0671 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1146 _refine_ls_wR_factor_gt 0.1031 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 C1 C 0.4924(2) -0.0184(2) 0.2805(3) 0.0412(8) Uani 1 1 d . . . H1 H 0.5244 0.0265 0.2618 0.049 Uiso 1 1 calc R . . C2 C 0.49601(18) -0.0555(2) 0.3744(2) 0.0364(7) Uani 1 1 d . . . H2 H 0.5314 -0.0400 0.4326 0.044 Uiso 1 1 calc R . . C3 C 0.40227(19) -0.1201(2) 0.2757(2) 0.0345(7) Uani 1 1 d . . . H3 H 0.3605 -0.1573 0.2513 0.041 Uiso 1 1 calc R . . C4 C 0.4010(3) -0.0372(2) 0.1101(3) 0.0588(12) Uani 1 1 d . . . H4A H 0.3778 -0.0937 0.0755 0.071 Uiso 1 1 calc R . . H4B H 0.4404 -0.0173 0.0765 0.071 Uiso 1 1 calc R . . C5 C 0.3446(3) 0.0408(2) 0.1028(3) 0.0551(11) Uani 1 1 d . . . H5A H 0.3236 0.0550 0.0315 0.066 Uiso 1 1 calc R . . H5B H 0.3046 0.0213 0.1358 0.066 Uiso 1 1 calc R . . C6 C 0.3315(2) 0.2001(2) 0.1489(3) 0.0470(9) Uani 1 1 d . . . H6A H 0.2976 0.1889 0.1945 0.056 Uiso 1 1 calc R . . H6B H 0.3027 0.2091 0.0800 0.056 Uiso 1 1 calc R . . C7 C 0.3783(2) 0.2864(2) 0.1826(3) 0.0485(9) Uani 1 1 d . . . H7A H 0.4141 0.2936 0.1390 0.058 Uiso 1 1 calc R . . H7B H 0.3466 0.3424 0.1733 0.058 Uiso 1 1 calc R . . C8 C 0.3962(2) 0.3218(3) 0.3720(3) 0.0609(11) Uani 1 1 d . . . H8 H 0.3524 0.3553 0.3714 0.073 Uiso 1 1 calc R . . C9 C 0.4497(2) 0.3031(3) 0.4539(3) 0.0494(9) Uani 1 1 d . . . H9 H 0.4495 0.3223 0.5206 0.059 Uiso 1 1 calc R . . C10 C 0.48390(17) 0.24054(19) 0.3240(2) 0.0297(6) Uani 1 1 d . . . H10 H 0.5110 0.2084 0.2829 0.036 Uiso 1 1 calc R . . C11 C 0.64807(16) 0.34250(18) 0.6528(2) 0.0237(6) Uani 1 1 d . . . C12 C 0.70352(15) 0.41185(16) 0.71302(19) 0.0203(5) Uani 1 1 d . . . C13 C 0.74841(15) 0.46506(17) 0.66154(19) 0.0215(5) Uani 1 1 d . . . H13 H 0.7493 0.4501 0.5939 0.026 Uiso 1 1 calc R . . C14 C 0.79205(15) 0.54026(17) 0.70899(19) 0.0200(5) Uani 1 1 d . . . C15 C 0.79083(15) 0.56287(16) 0.81062(19) 0.0205(5) Uani 1 1 d . . . C16 C 0.74718(15) 0.50816(17) 0.86219(19) 0.0214(5) Uani 1 1 d . . . H16 H 0.7462 0.5234 0.9298 0.026 Uiso 1 1 calc R . . C17 C 0.70520(15) 0.43198(17) 0.81673(19) 0.0204(5) Uani 1 1 d . . . C18 C 0.66699(15) 0.36893(18) 0.8807(2) 0.0237(6) Uani 1 1 d . . . C19 C 0.83729(17) 0.59389(19) 0.6454(2) 0.0282(6) Uani 1 1 d . . . C20 C 0.83566(16) 0.64405(18) 0.8654(2) 0.0257(6) Uani 1 1 d . . . C21 C 1.0153(2) 0.8309(3) 0.5589(3) 0.0500(9) Uani 1 1 d . . . H21 H 1.0163 0.8510 0.4928 0.060 Uiso 1 1 calc R . . C22 C 1.0617(2) 0.8609(3) 0.6452(3) 0.0581(11) Uani 1 1 d . . . H22 H 1.1001 0.9048 0.6496 0.070 Uiso 1 1 calc R . . C23 C 0.98414(17) 0.7576(2) 0.6855(2) 0.0306(6) Uani 1 1 d . . . H23 H 0.9601 0.7175 0.7237 0.037 Uiso 1 1 calc R . . C24 C 1.0750(2) 0.8210(2) 0.8350(3) 0.0454(8) Uani 1 1 d . . . H24A H 1.0378 0.8071 0.8750 0.054 Uiso 1 1 calc R . . H24B H 1.0923 0.8857 0.8506 0.054 Uiso 1 1 calc R . . C25 C 1.1394(2) 0.7531(2) 0.8654(3) 0.0516(9) Uani 1 1 d . . . H25A H 1.1763 0.7644 0.8243 0.062 Uiso 1 1 calc R . . H25B H 1.1626 0.7619 0.9370 0.062 Uiso 1 1 calc R . . C26 C 1.1657(3) 0.5886(3) 0.8808(3) 0.0621(12) Uani 1 1 d . . . H26A H 1.1849 0.5935 0.9540 0.075 Uiso 1 1 calc R . . H26B H 1.2065 0.5975 0.8460 0.075 Uiso 1 1 calc R . . C27 C 1.1307(3) 0.4919(3) 0.8550(3) 0.0594(12) Uani 1 1 d . . . H27A H 1.1624 0.4435 0.8936 0.071 Uiso 1 1 calc R . . H27B H 1.0833 0.4899 0.8759 0.071 Uiso 1 1 calc R . . C28 C 1.0831(4) 0.5250(3) 0.6676(3) 0.0889(19) Uani 1 1 d . . . H28 H 1.0604 0.5835 0.6732 0.107 Uiso 1 1 calc R . . C29 C 1.0862(3) 0.4785(3) 0.5803(3) 0.0779(16) Uani 1 1 d . . . H29 H 1.0671 0.5009 0.5145 0.093 Uiso 1 1 calc R . . C30 C 1.13986(19) 0.3909(2) 0.7041(3) 0.0377(7) Uani 1 1 d . . . H30 H 1.1641 0.3401 0.7416 0.045 Uiso 1 1 calc R . . N1 N 0.43877(14) -0.12022(16) 0.37090(18) 0.0292(5) Uani 1 1 d . . . N2 N 0.43228(17) -0.05981(17) 0.21758(19) 0.0374(6) Uani 1 1 d . . . N3 N 0.41813(15) 0.28235(18) 0.2895(2) 0.0370(6) Uani 1 1 d . . . N4 N 0.50534(14) 0.25090(17) 0.42458(18) 0.0290(5) Uani 1 1 d . . . N5 N 0.96612(14) 0.76580(17) 0.58465(19) 0.0317(5) Uani 1 1 d . . . N6 N 1.04095(15) 0.81395(18) 0.7254(2) 0.0363(6) Uani 1 1 d . . . N7 N 1.11933(18) 0.46989(19) 0.7462(2) 0.0446(7) Uani 1 1 d . . . N8 N 1.12190(16) 0.39296(17) 0.6033(2) 0.0360(6) Uani 1 1 d . . . O1 O 0.38042(13) 0.12181(15) 0.15168(18) 0.0417(5) Uani 1 1 d . . . O2 O 0.67390(12) 0.28265(14) 0.59673(16) 0.0338(5) Uani 1 1 d . . . O3 O 0.58210(11) 0.34987(15) 0.65669(16) 0.0356(5) Uani 1 1 d . . . O4 O 0.66536(14) 0.28170(13) 0.86825(16) 0.0383(5) Uani 1 1 d . . . O5 O 0.63907(12) 0.40889(14) 0.95059(15) 0.0333(5) Uani 1 1 d . . . O6 O 0.80789(13) 0.66876(15) 0.60037(17) 0.0395(5) Uani 1 1 d . . . O7 O 0.89719(13) 0.56066(16) 0.63414(18) 0.0432(6) Uani 1 1 d . . . O8 O 0.89200(13) 0.67220(16) 0.83850(17) 0.0426(6) Uani 1 1 d . . . O9 O 0.81103(12) 0.68043(13) 0.94048(16) 0.0334(5) Uani 1 1 d . . . O10 O 1.11039(14) 0.65938(15) 0.84881(18) 0.0447(6) Uani 1 1 d . . . Co1 Co 0.59598(2) 0.19769(2) 0.51902(3) 0.02256(10) Uani 1 1 d . . . Co2 Co 0.87159(2) 0.70927(2) 0.50147(3) 0.02511(11) Uani 1 1 d . . . O1W O 0.6798(4) 0.5710(5) 1.1054(5) 0.110(2) Uiso 0.60 1 d P . . O2W O 0.2235(8) -0.1386(10) 0.1081(10) 0.144(5) Uiso 0.40 1 d P . . 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 0.048(2) 0.0321(15) 0.047(2) 0.0025(14) 0.0178(17) -0.0059(14) C2 0.0385(19) 0.0336(15) 0.0379(17) -0.0034(13) 0.0094(15) -0.0065(13) C3 0.045(2) 0.0294(14) 0.0278(15) -0.0018(12) 0.0050(14) -0.0049(13) C4 0.113(4) 0.0360(17) 0.0261(17) 0.0022(14) 0.011(2) 0.006(2) C5 0.080(3) 0.0388(18) 0.0363(19) 0.0009(15) -0.0124(19) -0.0130(18) C6 0.0317(18) 0.054(2) 0.049(2) -0.0014(17) -0.0058(16) 0.0069(15) C7 0.052(2) 0.0375(17) 0.047(2) 0.0014(15) -0.0114(17) 0.0131(15) C8 0.045(2) 0.080(3) 0.055(2) -0.015(2) 0.0052(19) 0.034(2) C9 0.045(2) 0.065(2) 0.0389(19) -0.0109(17) 0.0096(17) 0.0214(18) C10 0.0288(16) 0.0286(13) 0.0310(15) -0.0034(12) 0.0047(13) 0.0035(11) C11 0.0282(15) 0.0236(12) 0.0190(12) 0.0014(11) 0.0045(11) -0.0047(11) C12 0.0211(14) 0.0174(11) 0.0220(13) -0.0014(10) 0.0037(11) -0.0002(9) C13 0.0262(15) 0.0232(12) 0.0154(12) -0.0003(10) 0.0050(11) -0.0020(10) C14 0.0209(13) 0.0186(11) 0.0203(12) 0.0008(10) 0.0035(11) 0.0005(9) C15 0.0232(14) 0.0155(11) 0.0221(13) -0.0008(10) 0.0030(11) 0.0004(9) C16 0.0275(15) 0.0192(11) 0.0175(12) -0.0009(10) 0.0044(11) 0.0010(10) C17 0.0228(14) 0.0184(11) 0.0205(13) 0.0012(10) 0.0059(11) -0.0002(10) C18 0.0236(14) 0.0265(13) 0.0191(13) 0.0030(10) 0.0003(11) -0.0041(10) C19 0.0350(17) 0.0273(13) 0.0222(14) -0.0017(11) 0.0059(13) -0.0091(12) C20 0.0286(15) 0.0213(12) 0.0240(14) 0.0009(11) -0.0018(12) -0.0012(11) C21 0.050(2) 0.056(2) 0.043(2) 0.0095(17) 0.0065(17) -0.0215(17) C22 0.056(3) 0.061(2) 0.056(2) 0.0076(19) 0.007(2) -0.036(2) C23 0.0277(16) 0.0282(13) 0.0353(16) 0.0022(12) 0.0048(13) -0.0035(11) C24 0.052(2) 0.0371(16) 0.0420(19) -0.0087(15) -0.0030(17) -0.0064(15) C25 0.051(2) 0.0415(18) 0.054(2) -0.0072(17) -0.0097(18) -0.0051(16) C26 0.082(3) 0.050(2) 0.043(2) -0.0048(17) -0.014(2) 0.018(2) C27 0.103(4) 0.0407(19) 0.0338(19) 0.0002(16) 0.013(2) 0.013(2) C28 0.157(5) 0.062(3) 0.039(2) -0.009(2) -0.002(3) 0.065(3) C29 0.134(5) 0.054(2) 0.038(2) -0.0010(18) 0.002(3) 0.051(3) C30 0.046(2) 0.0284(14) 0.0395(18) 0.0030(13) 0.0105(15) 0.0041(13) N1 0.0348(14) 0.0267(11) 0.0266(12) -0.0029(10) 0.0077(11) -0.0026(10) N2 0.0604(19) 0.0250(12) 0.0284(13) 0.0003(10) 0.0128(13) 0.0011(12) N3 0.0351(15) 0.0361(13) 0.0357(14) -0.0049(11) -0.0019(12) 0.0107(11) N4 0.0271(13) 0.0316(12) 0.0283(13) -0.0032(10) 0.0054(11) 0.0041(10) N5 0.0299(14) 0.0304(12) 0.0342(14) 0.0020(11) 0.0052(11) -0.0053(10) N6 0.0353(15) 0.0348(13) 0.0359(14) -0.0003(11) 0.0008(12) -0.0063(11) N7 0.065(2) 0.0353(14) 0.0325(14) -0.0029(12) 0.0076(14) 0.0121(13) N8 0.0443(17) 0.0315(12) 0.0318(14) -0.0015(11) 0.0070(12) 0.0072(11) O1 0.0399(14) 0.0335(11) 0.0465(14) -0.0001(10) -0.0029(11) -0.0004(10) O2 0.0340(12) 0.0366(11) 0.0321(11) -0.0169(9) 0.0098(10) -0.0108(9) O3 0.0230(11) 0.0410(11) 0.0410(12) -0.0076(10) 0.0026(9) -0.0049(9) O4 0.0589(16) 0.0224(10) 0.0349(12) 0.0024(9) 0.0130(11) -0.0109(9) O5 0.0413(13) 0.0320(10) 0.0315(11) 0.0034(9) 0.0191(10) 0.0000(9) O6 0.0433(14) 0.0370(11) 0.0378(12) 0.0157(10) 0.0077(11) -0.0027(10) O7 0.0409(14) 0.0425(12) 0.0526(14) -0.0019(11) 0.0243(12) -0.0058(10) O8 0.0441(14) 0.0449(12) 0.0413(13) -0.0131(10) 0.0146(11) -0.0250(11) O9 0.0390(13) 0.0279(10) 0.0342(11) -0.0122(9) 0.0095(10) -0.0040(9) O10 0.0473(15) 0.0345(11) 0.0475(14) -0.0031(10) -0.0011(12) 0.0008(10) Co1 0.0241(2) 0.02178(17) 0.02175(19) -0.00277(14) 0.00473(15) -0.00104(14) Co2 0.0266(2) 0.02103(18) 0.0274(2) 0.00182(15) 0.00497(16) 0.00111(14) _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 1.346(5) . ? C1 N2 1.371(4) . ? C1 H1 0.9300 . ? C2 N1 1.383(4) . ? C2 H2 0.9300 . ? C3 N1 1.308(4) . ? C3 N2 1.340(4) . ? C3 H3 0.9300 . ? C4 N2 1.464(4) . ? C4 C5 1.496(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O1 1.404(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 O1 1.414(4) . ? C6 C7 1.500(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N3 1.463(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.337(5) . ? C8 N3 1.366(4) . ? C8 H8 0.9300 . ? C9 N4 1.378(4) . ? C9 H9 0.9300 . ? C10 N4 1.325(4) . ? C10 N3 1.337(4) . ? C10 H10 0.9300 . ? C11 O3 1.229(3) . ? C11 O2 1.279(3) . ? C11 C12 1.514(4) . ? C12 C13 1.394(3) . ? C12 C17 1.406(4) . ? C13 C14 1.395(3) . ? C13 H13 0.9300 . ? C14 C15 1.397(3) . ? C14 C19 1.506(4) . ? C15 C16 1.391(4) . ? C15 C20 1.503(4) . ? C16 C17 1.382(4) . ? C16 H16 0.9300 . ? C17 C18 1.500(3) . ? C18 O4 1.234(3) . ? C18 O5 1.282(3) . ? C19 O7 1.234(4) . ? C19 O6 1.273(4) . ? C20 O8 1.229(3) . ? C20 O9 1.287(3) . ? C21 C22 1.351(5) . ? C21 N5 1.377(4) . ? C21 H21 0.9300 . ? C22 N6 1.374(4) . ? C22 H22 0.9300 . ? C23 N5 1.322(4) . ? C23 N6 1.330(4) . ? C23 H23 0.9300 . ? C24 N6 1.470(4) . ? C24 C25 1.507(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 O10 1.418(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 O10 1.422(4) . ? C26 C27 1.509(6) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 N7 1.457(4) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.346(5) . ? C28 N7 1.360(5) . ? C28 H28 0.9300 . ? C29 N8 1.371(4) . ? C29 H29 0.9300 . ? C30 N8 1.317(4) . ? C30 N7 1.331(4) . ? C30 H30 0.9300 . ? N1 Co1 2.033(2) 3_656 ? N4 Co1 2.014(3) . ? N5 Co2 2.021(3) . ? N8 Co2 2.022(3) 3_766 ? O2 Co1 1.983(2) . ? O5 Co1 1.9980(19) 4_566 ? O6 Co2 2.018(2) . ? O9 Co2 1.980(2) 4_576 ? Co1 O5 1.9980(19) 4_565 ? Co1 N1 2.033(2) 3_656 ? Co2 O9 1.980(2) 4_575 ? Co2 N8 2.022(3) 3_766 ? 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 N2 106.6(3) . . ? C2 C1 H1 126.7 . . ? N2 C1 H1 126.7 . . ? C1 C2 N1 109.3(3) . . ? C1 C2 H2 125.3 . . ? N1 C2 H2 125.3 . . ? N1 C3 N2 111.9(3) . . ? N1 C3 H3 124.1 . . ? N2 C3 H3 124.1 . . ? N2 C4 C5 110.5(3) . . ? N2 C4 H4A 109.6 . . ? C5 C4 H4A 109.6 . . ? N2 C4 H4B 109.6 . . ? C5 C4 H4B 109.6 . . ? H4A C4 H4B 108.1 . . ? O1 C5 C4 107.9(3) . . ? O1 C5 H5A 110.1 . . ? C4 C5 H5A 110.1 . . ? O1 C5 H5B 110.1 . . ? C4 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? O1 C6 C7 107.2(3) . . ? O1 C6 H6A 110.3 . . ? C7 C6 H6A 110.3 . . ? O1 C6 H6B 110.3 . . ? C7 C6 H6B 110.3 . . ? H6A C6 H6B 108.5 . . ? N3 C7 C6 113.7(3) . . ? N3 C7 H7A 108.8 . . ? C6 C7 H7A 108.8 . . ? N3 C7 H7B 108.8 . . ? C6 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C9 C8 N3 106.7(3) . . ? C9 C8 H8 126.6 . . ? N3 C8 H8 126.6 . . ? C8 C9 N4 109.7(3) . . ? C8 C9 H9 125.1 . . ? N4 C9 H9 125.1 . . ? N4 C10 N3 111.1(3) . . ? N4 C10 H10 124.5 . . ? N3 C10 H10 124.5 . . ? O3 C11 O2 124.6(3) . . ? O3 C11 C12 119.1(2) . . ? O2 C11 C12 116.1(2) . . ? C13 C12 C17 118.8(2) . . ? C13 C12 C11 119.0(2) . . ? C17 C12 C11 121.8(2) . . ? C12 C13 C14 121.6(2) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? C13 C14 C15 119.3(2) . . ? C13 C14 C19 117.1(2) . . ? C15 C14 C19 123.7(2) . . ? C16 C15 C14 118.8(2) . . ? C16 C15 C20 119.5(2) . . ? C14 C15 C20 121.7(2) . . ? C17 C16 C15 122.4(2) . . ? C17 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? C16 C17 C12 118.9(2) . . ? C16 C17 C18 119.4(2) . . ? C12 C17 C18 121.6(2) . . ? O4 C18 O5 121.9(2) . . ? O4 C18 C17 120.6(2) . . ? O5 C18 C17 117.5(2) . . ? O7 C19 O6 123.8(3) . . ? O7 C19 C14 119.4(3) . . ? O6 C19 C14 116.6(3) . . ? O8 C20 O9 123.6(3) . . ? O8 C20 C15 120.8(2) . . ? O9 C20 C15 115.6(2) . . ? C22 C21 N5 109.0(3) . . ? C22 C21 H21 125.5 . . ? N5 C21 H21 125.5 . . ? C21 C22 N6 106.6(3) . . ? C21 C22 H22 126.7 . . ? N6 C22 H22 126.7 . . ? N5 C23 N6 111.5(3) . . ? N5 C23 H23 124.2 . . ? N6 C23 H23 124.2 . . ? N6 C24 C25 112.0(3) . . ? N6 C24 H24A 109.2 . . ? C25 C24 H24A 109.2 . . ? N6 C24 H24B 109.2 . . ? C25 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? O10 C25 C24 107.1(3) . . ? O10 C25 H25A 110.3 . . ? C24 C25 H25A 110.3 . . ? O10 C25 H25B 110.3 . . ? C24 C25 H25B 110.3 . . ? H25A C25 H25B 108.5 . . ? O10 C26 C27 108.3(4) . . ? O10 C26 H26A 110.0 . . ? C27 C26 H26A 110.0 . . ? O10 C26 H26B 110.0 . . ? C27 C26 H26B 110.0 . . ? H26A C26 H26B 108.4 . . ? N7 C27 C26 112.6(3) . . ? N7 C27 H27A 109.1 . . ? C26 C27 H27A 109.1 . . ? N7 C27 H27B 109.1 . . ? C26 C27 H27B 109.1 . . ? H27A C27 H27B 107.8 . . ? C29 C28 N7 106.8(3) . . ? C29 C28 H28 126.6 . . ? N7 C28 H28 126.6 . . ? C28 C29 N8 109.5(3) . . ? C28 C29 H29 125.3 . . ? N8 C29 H29 125.3 . . ? N8 C30 N7 112.3(3) . . ? N8 C30 H30 123.9 . . ? N7 C30 H30 123.9 . . ? C3 N1 C2 105.5(2) . . ? C3 N1 Co1 121.8(2) . 3_656 ? C2 N1 Co1 132.6(2) . 3_656 ? C3 N2 C1 106.8(3) . . ? C3 N2 C4 125.2(3) . . ? C1 N2 C4 127.7(3) . . ? C10 N3 C8 107.3(3) . . ? C10 N3 C7 126.0(3) . . ? C8 N3 C7 126.7(3) . . ? C10 N4 C9 105.2(3) . . ? C10 N4 Co1 128.85(19) . . ? C9 N4 Co1 125.9(2) . . ? C23 N5 C21 105.8(3) . . ? C23 N5 Co2 122.1(2) . . ? C21 N5 Co2 131.1(2) . . ? C23 N6 C22 107.1(3) . . ? C23 N6 C24 125.2(3) . . ? C22 N6 C24 127.7(3) . . ? C30 N7 C28 106.5(3) . . ? C30 N7 C27 127.0(3) . . ? C28 N7 C27 126.5(3) . . ? C30 N8 C29 104.8(3) . . ? C30 N8 Co2 130.7(2) . 3_766 ? C29 N8 Co2 124.0(2) . 3_766 ? C5 O1 C6 112.3(3) . . ? C11 O2 Co1 112.59(18) . . ? C18 O5 Co1 105.16(16) . 4_566 ? C19 O6 Co2 107.05(19) . . ? C20 O9 Co2 111.76(18) . 4_576 ? C25 O10 C26 112.2(3) . . ? O2 Co1 O5 112.09(9) . 4_565 ? O2 Co1 N4 121.33(10) . . ? O5 Co1 N4 110.26(9) 4_565 . ? O2 Co1 N1 104.15(9) . 3_656 ? O5 Co1 N1 98.28(9) 4_565 3_656 ? N4 Co1 N1 107.86(10) . 3_656 ? O9 Co2 O6 97.76(9) 4_575 . ? O9 Co2 N5 105.45(10) 4_575 . ? O6 Co2 N5 107.52(10) . . ? O9 Co2 N8 112.21(10) 4_575 3_766 ? O6 Co2 N8 112.18(10) . 3_766 ? N5 Co2 N8 119.36(11) . 3_766 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C1 C2 N1 0.3(4) . . . . ? N2 C4 C5 O1 60.5(4) . . . . ? O1 C6 C7 N3 -65.5(4) . . . . ? N3 C8 C9 N4 -0.7(5) . . . . ? O3 C11 C12 C13 -124.2(3) . . . . ? O2 C11 C12 C13 52.3(3) . . . . ? O3 C11 C12 C17 48.5(4) . . . . ? O2 C11 C12 C17 -135.0(3) . . . . ? C17 C12 C13 C14 -3.0(4) . . . . ? C11 C12 C13 C14 169.9(2) . . . . ? C12 C13 C14 C15 0.0(4) . . . . ? C12 C13 C14 C19 -178.9(2) . . . . ? C13 C14 C15 C16 1.4(4) . . . . ? C19 C14 C15 C16 -179.8(3) . . . . ? C13 C14 C15 C20 -179.0(2) . . . . ? C19 C14 C15 C20 -0.1(4) . . . . ? C14 C15 C16 C17 0.3(4) . . . . ? C20 C15 C16 C17 -179.4(2) . . . . ? C15 C16 C17 C12 -3.3(4) . . . . ? C15 C16 C17 C18 172.5(2) . . . . ? C13 C12 C17 C16 4.5(4) . . . . ? C11 C12 C17 C16 -168.1(2) . . . . ? C13 C12 C17 C18 -171.1(2) . . . . ? C11 C12 C17 C18 16.2(4) . . . . ? C16 C17 C18 O4 -139.6(3) . . . . ? C12 C17 C18 O4 36.1(4) . . . . ? C16 C17 C18 O5 37.8(4) . . . . ? C12 C17 C18 O5 -146.6(3) . . . . ? C13 C14 C19 O7 -81.1(4) . . . . ? C15 C14 C19 O7 100.0(3) . . . . ? C13 C14 C19 O6 94.1(3) . . . . ? C15 C14 C19 O6 -84.8(3) . . . . ? C16 C15 C20 O8 154.8(3) . . . . ? C14 C15 C20 O8 -24.8(4) . . . . ? C16 C15 C20 O9 -25.1(4) . . . . ? C14 C15 C20 O9 155.3(3) . . . . ? N5 C21 C22 N6 -0.1(5) . . . . ? N6 C24 C25 O10 -63.4(4) . . . . ? O10 C26 C27 N7 75.5(4) . . . . ? N7 C28 C29 N8 2.1(7) . . . . ? N2 C3 N1 C2 0.2(3) . . . . ? N2 C3 N1 Co1 176.15(19) . . . 3_656 ? C1 C2 N1 C3 -0.3(3) . . . . ? C1 C2 N1 Co1 -175.6(2) . . . 3_656 ? N1 C3 N2 C1 0.0(4) . . . . ? N1 C3 N2 C4 -174.5(3) . . . . ? C2 C1 N2 C3 -0.1(4) . . . . ? C2 C1 N2 C4 174.2(3) . . . . ? C5 C4 N2 C3 85.1(4) . . . . ? C5 C4 N2 C1 -88.3(5) . . . . ? N4 C10 N3 C8 0.1(4) . . . . ? N4 C10 N3 C7 178.9(3) . . . . ? C9 C8 N3 C10 0.4(5) . . . . ? C9 C8 N3 C7 -178.4(3) . . . . ? C6 C7 N3 C10 85.0(4) . . . . ? C6 C7 N3 C8 -96.4(4) . . . . ? N3 C10 N4 C9 -0.6(3) . . . . ? N3 C10 N4 Co1 176.4(2) . . . . ? C8 C9 N4 C10 0.8(4) . . . . ? C8 C9 N4 Co1 -176.3(3) . . . . ? N6 C23 N5 C21 0.6(4) . . . . ? N6 C23 N5 Co2 -168.8(2) . . . . ? C22 C21 N5 C23 -0.3(4) . . . . ? C22 C21 N5 Co2 167.8(3) . . . . ? N5 C23 N6 C22 -0.7(4) . . . . ? N5 C23 N6 C24 -179.3(3) . . . . ? C21 C22 N6 C23 0.4(4) . . . . ? C21 C22 N6 C24 179.0(3) . . . . ? C25 C24 N6 C23 91.9(4) . . . . ? C25 C24 N6 C22 -86.4(4) . . . . ? N8 C30 N7 C28 2.6(5) . . . . ? N8 C30 N7 C27 -179.6(4) . . . . ? C29 C28 N7 C30 -2.8(6) . . . . ? C29 C28 N7 C27 179.4(5) . . . . ? C26 C27 N7 C30 129.3(4) . . . . ? C26 C27 N7 C28 -53.2(6) . . . . ? N7 C30 N8 C29 -1.3(5) . . . . ? N7 C30 N8 Co2 -172.8(2) . . . 3_766 ? C28 C29 N8 C30 -0.5(6) . . . . ? C28 C29 N8 Co2 171.7(4) . . . 3_766 ? C4 C5 O1 C6 -180.0(3) . . . . ? C7 C6 O1 C5 -168.2(3) . . . . ? O3 C11 O2 Co1 -2.3(4) . . . . ? C12 C11 O2 Co1 -178.60(17) . . . . ? O4 C18 O5 Co1 -1.6(3) . . . 4_566 ? C17 C18 O5 Co1 -178.9(2) . . . 4_566 ? O7 C19 O6 Co2 5.7(4) . . . . ? C14 C19 O6 Co2 -169.25(19) . . . . ? O8 C20 O9 Co2 3.1(4) . . . 4_576 ? C15 C20 O9 Co2 -176.99(17) . . . 4_576 ? C24 C25 O10 C26 -176.5(3) . . . . ? C27 C26 O10 C25 -177.0(3) . . . . ? C11 O2 Co1 O5 -170.37(18) . . . 4_565 ? C11 O2 Co1 N4 56.4(2) . . . . ? C11 O2 Co1 N1 -65.1(2) . . . 3_656 ? C10 N4 Co1 O2 116.8(2) . . . . ? C9 N4 Co1 O2 -66.7(3) . . . . ? C10 N4 Co1 O5 -17.1(3) . . . 4_565 ? C9 N4 Co1 O5 159.3(3) . . . 4_565 ? C10 N4 Co1 N1 -123.4(2) . . . 3_656 ? C9 N4 Co1 N1 53.0(3) . . . 3_656 ? C19 O6 Co2 O9 177.44(19) . . . 4_575 ? C19 O6 Co2 N5 -73.6(2) . . . . ? C19 O6 Co2 N8 59.6(2) . . . 3_766 ? C23 N5 Co2 O9 115.0(2) . . . 4_575 ? C21 N5 Co2 O9 -51.4(3) . . . 4_575 ? C23 N5 Co2 O6 11.5(3) . . . . ? C21 N5 Co2 O6 -155.0(3) . . . . ? C23 N5 Co2 N8 -117.7(2) . . . 3_766 ? C21 N5 Co2 N8 75.9(3) . . . 3_766 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.688 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.074 #=================END data_Compound-7 _database_code_depnum_ccdc_archive 'CCDC 682071' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C52 H36 Cu5 N8 O22 ' _chemical_formula_sum 'C52 H48 Cu5 N8 O22' _chemical_formula_weight 1454.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 13.542(5) _cell_length_b 16.939(5) _cell_length_c 13.351(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.484(13) _cell_angle_gamma 90.00 _cell_volume 2829.8(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6417 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.215 _exptl_crystal_size_mid 0.203 _exptl_crystal_size_min 0.190 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1474 _exptl_absorpt_coefficient_mu 1.937 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.663 _exptl_absorpt_correction_T_max 0.687 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25871 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6417 _reflns_number_gt 5369 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. To obtain a resonable geometry for water molecule, the bond length of O1W-H1A (O1W-H1B) and the distance of H1A to H1B were restrained to 0.89 and 1.44 \%A, respectively. Some atoms of the BIE ligand were disordered and refined with isotropic temperature parameters. The C20, C21 and O10 atoms have been allowed the same 0.78 occupancies, and the atoms C20', C21'and O10' have been allowed the same 0.22 occupancies. ; _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^)+(0.0456P)^2^+4.3660P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6417 _refine_ls_number_parameters 383 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.1035 _refine_ls_wR_factor_gt 0.0983 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0423(2) 0.21520(17) 0.3001(3) 0.0261(6) Uani 1 1 d . . . H1 H -0.0295 0.2061 0.2857 0.031 Uiso 1 1 calc R . . C2 C 0.0927(2) 0.28022(17) 0.3611(3) 0.0266(6) Uani 1 1 d . . . C3 C 0.2012(2) 0.29205(17) 0.3852(3) 0.0308(7) Uani 1 1 d . . . H3 H 0.2361 0.3350 0.4273 0.037 Uiso 1 1 calc R . . C4 C 0.2571(2) 0.23997(19) 0.3465(3) 0.0341(7) Uani 1 1 d . . . H4 H 0.3298 0.2475 0.3643 0.041 Uiso 1 1 calc R . . C5 C 0.2056(2) 0.17658(18) 0.2815(3) 0.0303(7) Uani 1 1 d . . . H5 H 0.2426 0.1433 0.2526 0.036 Uiso 1 1 calc R . . C6 C 0.0981(2) 0.16357(16) 0.2602(2) 0.0246(6) Uani 1 1 d . . . C7 C 0.0381(2) 0.09546(17) 0.1920(2) 0.0252(6) Uani 1 1 d . . . C8 C 0.0279(3) 0.33739(18) 0.3981(3) 0.0304(7) Uani 1 1 d . . . C9 C -0.3515(3) 0.3433(2) 0.5162(3) 0.0347(7) Uani 1 1 d . . . C10 C -0.4013(2) 0.36059(19) 0.5967(3) 0.0301(6) Uani 1 1 d . . . C11 C -0.4999(2) 0.39744(18) 0.5617(3) 0.0278(6) Uani 1 1 d . . . H11 H -0.5349 0.4093 0.4886 0.033 Uiso 1 1 calc R . . C12 C -0.5477(2) 0.41706(18) 0.6339(3) 0.0269(6) Uani 1 1 d . . . C13 C -0.6509(2) 0.46253(17) 0.5942(2) 0.0260(6) Uani 1 1 d . . . C14 C -0.4983(3) 0.3950(2) 0.7413(3) 0.0411(8) Uani 1 1 d . . . H14 H -0.5303 0.4064 0.7901 0.049 Uiso 1 1 calc R . . C15 C -0.4011(3) 0.3559(3) 0.7763(3) 0.0564(12) Uani 1 1 d . . . H15 H -0.3691 0.3398 0.8482 0.068 Uiso 1 1 calc R . . C16 C -0.3513(3) 0.3405(3) 0.7052(3) 0.0471(10) Uani 1 1 d . . . H16 H -0.2843 0.3167 0.7302 0.057 Uiso 1 1 calc R . . C17 C -0.2836(3) -0.0528(2) 0.2342(3) 0.0378(8) Uani 1 1 d . . . H17 H -0.3506 -0.0357 0.1872 0.045 Uiso 1 1 calc R A 1 C18 C -0.1143(3) -0.0694(2) 0.3113(3) 0.0401(8) Uani 1 1 d . . . H18 H -0.0413 -0.0658 0.3272 0.048 Uiso 1 1 calc R D . C19 C -0.1598(4) -0.1117(2) 0.3678(3) 0.0505(10) Uani 1 1 d . D . H19 H -0.1245 -0.1422 0.4290 0.061 Uiso 1 1 calc R B 1 C23 C -0.2218(4) 0.0463(3) 0.6316(4) 0.0613(12) Uani 1 1 d . . . H23A H -0.2291 0.0739 0.6920 0.074 Uiso 1 1 calc R C 1 H23B H -0.1677 0.0058 0.6609 0.074 Uiso 1 1 calc R C 1 C24 C -0.1445(3) 0.0847(2) 0.4926(3) 0.0405(8) Uani 1 1 d . . . H24 H -0.1317 0.0346 0.4718 0.049 Uiso 1 1 calc R D . C25 C -0.1256(3) 0.15402(19) 0.4544(3) 0.0359(7) Uani 1 1 d . D . H25 H -0.0961 0.1599 0.4023 0.043 Uiso 1 1 calc R . . C26 C -0.1923(3) 0.1812(2) 0.5727(3) 0.0384(8) Uani 1 1 d . . . H26 H -0.2182 0.2083 0.6180 0.046 Uiso 1 1 calc R D . N1 N -0.1925(2) -0.03245(16) 0.2268(2) 0.0306(6) Uani 1 1 d . D . N3 N -0.1863(3) 0.10244(17) 0.5684(2) 0.0406(7) Uani 1 1 d . D . N4 N -0.1567(2) 0.21504(15) 0.5042(2) 0.0322(6) Uani 1 1 d . D . O1 O -0.04746(17) 0.07607(14) 0.20193(18) 0.0334(5) Uani 1 1 d . D . O2 O 0.07792(17) 0.06357(13) 0.13156(19) 0.0344(5) Uani 1 1 d . . . O3 O 0.05488(19) 0.40742(12) 0.4111(2) 0.0377(6) Uani 1 1 d . . . O4 O -0.0522(2) 0.30684(15) 0.4098(3) 0.0579(9) Uani 1 1 d . D . O5 O -0.13558(15) 0.44545(11) 0.47915(16) 0.0232(4) Uani 1 1 d . . . O6 O -0.24937(18) 0.34730(13) 0.5539(2) 0.0351(5) Uani 1 1 d . D . O7 O -0.4093(2) 0.3267(2) 0.4224(2) 0.0668(9) Uani 1 1 d . . . O8 O -0.69386(16) 0.47141(13) 0.49260(17) 0.0301(5) Uani 1 1 d . . . O9 O -0.68632(18) 0.48780(15) 0.66188(19) 0.0370(5) Uani 1 1 d . . . C22 C -0.3253(4) 0.0080(3) 0.5660(4) 0.0633(12) Uiso 0.778(9) 1 d P D 1 H22A H -0.3556 -0.0185 0.6121 0.076 Uiso 0.778(9) 1 calc PR D 1 H22B H -0.3764 0.0463 0.5211 0.076 Uiso 0.778(9) 1 calc PR D 1 C20 C -0.3407(5) -0.1407(4) 0.3555(5) 0.0485(14) Uiso 0.778(9) 1 d P D 1 H20A H -0.3083 -0.1884 0.3944 0.058 Uiso 0.778(9) 1 calc PR D 1 H20B H -0.4045 -0.1555 0.2939 0.058 Uiso 0.778(9) 1 calc PR D 1 C21 C -0.3709(8) -0.0847(5) 0.4311(8) 0.076(2) Uiso 0.778(9) 1 d P D 1 H21A H -0.4217 -0.0461 0.3866 0.091 Uiso 0.778(9) 1 calc PR D 1 H21B H -0.4066 -0.1153 0.4686 0.091 Uiso 0.778(9) 1 calc PR D 1 C22' C -0.3253(4) 0.0080(3) 0.5660(4) 0.0633(12) Uiso 0.222(9) 1 d P D 2 C20' C -0.3734(12) -0.1182(9) 0.3416(12) 0.024(3) Uiso 0.222(9) 1 d P D 2 H20C H -0.4323 -0.1186 0.2716 0.029 Uiso 0.222(9) 1 calc PR D 2 H20D H -0.3668 -0.1717 0.3694 0.029 Uiso 0.222(9) 1 calc PR D 2 C21' C -0.4008(12) -0.0796(8) 0.3983(13) 0.020(3) Uiso 0.222(9) 1 d P D 2 H21C H -0.4084 -0.1170 0.4499 0.024 Uiso 0.222(9) 1 calc PR D 2 H21D H -0.4730 -0.0640 0.3528 0.024 Uiso 0.222(9) 1 calc PR D 2 N2 N -0.2666(3) -0.10116(19) 0.3183(3) 0.0439(7) Uiso 0.778(9) 1 d P D 1 N2' N -0.2666(3) -0.10116(19) 0.3183(3) 0.0439(7) Uiso 0.222(9) 1 d P D 2 O10 O -0.2953(3) -0.0491(2) 0.4993(3) 0.0521(13) Uiso 0.778(9) 1 d P D 1 O10' O -0.3584(13) -0.0132(9) 0.4599(13) 0.062(5) Uiso 0.222(9) 1 d P D 2 Cu1 Cu -0.15447(3) 0.33019(2) 0.47476(3) 0.02895(11) Uani 1 1 d . . . Cu2 Cu -0.16934(3) 0.01602(2) 0.10217(3) 0.02424(10) Uani 1 1 d . . . Cu3 Cu 0.0000 0.0000 0.0000 0.02112(12) Uani 1 2 d S . . O1W O 0.6936(3) 0.1549(2) 0.7909(4) 0.0815(11) Uiso 1 1 d D . . H1A H 0.630(3) 0.137(4) 0.735(3) 0.122 Uiso 1 1 d D . . H1B H 0.663(4) 0.177(4) 0.837(4) 0.122 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0254(14) 0.0248(14) 0.0340(17) -0.0057(12) 0.0179(13) -0.0032(11) C2 0.0322(16) 0.0205(13) 0.0335(17) -0.0028(12) 0.0196(13) 0.0005(11) C3 0.0326(16) 0.0220(14) 0.0390(19) -0.0082(12) 0.0151(14) -0.0054(11) C4 0.0227(15) 0.0322(16) 0.049(2) -0.0089(14) 0.0151(14) -0.0043(12) C5 0.0283(16) 0.0263(15) 0.0402(19) -0.0076(13) 0.0173(14) 0.0012(11) C6 0.0262(14) 0.0228(14) 0.0272(16) -0.0050(11) 0.0130(12) -0.0010(11) C7 0.0276(15) 0.0242(14) 0.0258(15) -0.0041(11) 0.0124(12) -0.0015(11) C8 0.0359(17) 0.0245(15) 0.0402(19) -0.0056(13) 0.0251(15) -0.0009(12) C9 0.0366(18) 0.0336(17) 0.042(2) -0.0019(14) 0.0236(16) 0.0032(13) C10 0.0274(15) 0.0340(16) 0.0334(17) 0.0030(13) 0.0167(13) 0.0022(12) C11 0.0277(15) 0.0327(16) 0.0240(16) 0.0033(12) 0.0108(12) 0.0048(12) C12 0.0238(14) 0.0314(15) 0.0282(16) 0.0031(12) 0.0130(12) 0.0035(11) C13 0.0239(14) 0.0260(14) 0.0295(17) -0.0012(12) 0.0119(12) 0.0007(11) C14 0.0374(18) 0.064(2) 0.0278(18) 0.0055(16) 0.0191(15) 0.0147(16) C15 0.044(2) 0.095(3) 0.032(2) 0.022(2) 0.0170(17) 0.033(2) C16 0.0341(19) 0.070(3) 0.041(2) 0.0154(18) 0.0179(16) 0.0245(17) C17 0.0361(18) 0.051(2) 0.0310(18) 0.0013(15) 0.0181(15) -0.0110(15) C18 0.0389(19) 0.051(2) 0.0290(18) 0.0026(15) 0.0117(15) 0.0033(15) C19 0.072(3) 0.047(2) 0.035(2) 0.0086(17) 0.0225(19) 0.0014(19) C23 0.107(4) 0.045(2) 0.048(3) 0.0146(19) 0.047(3) 0.005(2) C24 0.052(2) 0.0285(17) 0.045(2) -0.0050(14) 0.0223(17) 0.0012(14) C25 0.0398(18) 0.0303(16) 0.045(2) -0.0062(14) 0.0242(16) -0.0013(13) C26 0.046(2) 0.0338(18) 0.038(2) -0.0021(14) 0.0198(16) 0.0042(14) N1 0.0320(14) 0.0368(14) 0.0262(14) -0.0007(11) 0.0146(11) -0.0065(11) N3 0.0586(19) 0.0314(15) 0.0361(17) 0.0044(12) 0.0229(14) 0.0037(13) N4 0.0326(14) 0.0284(13) 0.0391(16) -0.0025(11) 0.0177(12) 0.0008(10) O1 0.0319(12) 0.0403(13) 0.0340(13) -0.0141(10) 0.0193(10) -0.0151(9) O2 0.0303(11) 0.0359(12) 0.0411(14) -0.0192(10) 0.0182(10) -0.0050(9) O3 0.0475(14) 0.0214(11) 0.0608(16) -0.0093(10) 0.0392(12) -0.0025(9) O4 0.0653(18) 0.0314(13) 0.110(3) -0.0264(15) 0.0705(19) -0.0143(12) O5 0.0247(10) 0.0205(9) 0.0295(11) -0.0020(8) 0.0162(8) 0.0017(7) O6 0.0342(12) 0.0317(12) 0.0506(15) -0.0016(10) 0.0289(11) 0.0020(9) O7 0.0509(18) 0.112(3) 0.0437(18) -0.0246(17) 0.0255(15) -0.0021(17) O8 0.0261(11) 0.0382(12) 0.0259(12) 0.0011(9) 0.0099(9) 0.0108(9) O9 0.0342(12) 0.0498(14) 0.0318(13) 0.0019(10) 0.0179(10) 0.0145(10) Cu1 0.0293(2) 0.02190(19) 0.0448(2) -0.00524(15) 0.02440(18) -0.00094(13) Cu2 0.02465(19) 0.02732(19) 0.0250(2) -0.00218(14) 0.01424(15) -0.00741(13) Cu3 0.0241(2) 0.0180(2) 0.0263(3) -0.00383(18) 0.0152(2) -0.00223(17) _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 1.385(4) . ? C1 C6 1.388(4) . ? C1 H1 0.9300 . ? C2 C3 1.393(4) . ? C2 C8 1.511(4) . ? C3 C4 1.384(4) . ? C3 H3 0.9300 . ? C4 C5 1.389(4) . ? C4 H4 0.9300 . ? C5 C6 1.391(4) . ? C5 H5 0.9300 . ? C6 C7 1.501(4) . ? C7 O2 1.252(3) . ? C7 O1 1.259(3) . ? C8 O3 1.234(4) . ? C8 O4 1.263(4) . ? C9 O7 1.229(4) . ? C9 O6 1.280(4) . ? C9 C10 1.501(4) . ? C10 C11 1.383(4) . ? C10 C16 1.387(5) . ? C11 C12 1.391(4) . ? C11 H11 0.9300 . ? C12 C14 1.382(5) . ? C12 C13 1.504(4) . ? C13 O9 1.249(4) . ? C13 O8 1.264(4) . ? C14 C15 1.386(5) . ? C14 H14 0.9300 . ? C15 C16 1.383(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 N1 1.320(4) . ? C17 N2 1.338(5) . ? C17 H17 0.9300 . ? C18 C19 1.348(5) . ? C18 N1 1.368(4) . ? C18 H18 0.9300 . ? C19 N2 1.353(5) . ? C19 H19 0.9300 . ? C23 N3 1.469(5) . ? C23 C22 1.487(7) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.344(5) . ? C24 N3 1.368(4) . ? C24 H24 0.9300 . ? C25 N4 1.379(4) . ? C25 H25 0.9300 . ? C26 N4 1.317(4) . ? C26 N3 1.338(4) . ? C26 H26 0.9300 . ? N1 Cu2 1.985(3) . ? N4 Cu1 1.992(3) . ? O1 Cu2 1.962(2) . ? O2 Cu3 1.985(2) . ? O3 Cu3 2.257(2) 2 ? O4 Cu1 1.936(2) . ? O5 Cu1 1.967(2) . ? O5 Cu2 1.9766(19) 4_566 ? O5 Cu3 1.978(2) 2 ? O6 Cu1 1.973(2) . ? O8 Cu2 1.952(2) 2_455 ? C22 O10 1.474(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C20 N2 1.443(6) . ? C20 C21 1.550(10) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 O10 1.236(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C20' C21' 1.16(2) . ? C20' H20C 0.9700 . ? C20' H20D 0.9700 . ? C21' O10' 1.38(2) . ? C21' H21C 0.9700 . ? C21' H21D 0.9700 . ? Cu2 O8 1.952(2) 2_445 ? Cu2 O5 1.9766(19) 4_565 ? Cu3 O5 1.978(2) 4_565 ? Cu3 O5 1.978(2) 2_545 ? Cu3 O2 1.985(2) 3 ? Cu3 O3 2.257(2) 4_565 ? Cu3 O3 2.257(2) 2_545 ? O1W H1A 0.95(4) . ? O1W H1B 0.94(6) . ? 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 C6 120.6(3) . . ? C2 C1 H1 119.7 . . ? C6 C1 H1 119.7 . . ? C1 C2 C3 119.3(3) . . ? C1 C2 C8 119.0(3) . . ? C3 C2 C8 121.7(3) . . ? C4 C3 C2 120.0(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 119.1(3) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C1 C6 C5 120.2(3) . . ? C1 C6 C7 118.0(3) . . ? C5 C6 C7 121.8(3) . . ? O2 C7 O1 126.6(3) . . ? O2 C7 C6 117.1(3) . . ? O1 C7 C6 116.3(2) . . ? O3 C8 O4 126.8(3) . . ? O3 C8 C2 119.0(3) . . ? O4 C8 C2 114.3(3) . . ? O7 C9 O6 125.8(3) . . ? O7 C9 C10 119.3(3) . . ? O6 C9 C10 115.0(3) . . ? C11 C10 C16 119.1(3) . . ? C11 C10 C9 119.1(3) . . ? C16 C10 C9 121.7(3) . . ? C10 C11 C12 121.2(3) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C14 C12 C11 119.1(3) . . ? C14 C12 C13 121.3(3) . . ? C11 C12 C13 119.6(3) . . ? O9 C13 O8 126.1(3) . . ? O9 C13 C12 118.9(3) . . ? O8 C13 C12 115.1(2) . . ? C12 C14 C15 119.9(3) . . ? C12 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 120.6(3) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C10 119.9(3) . . ? C15 C16 H16 120.1 . . ? C10 C16 H16 120.1 . . ? N1 C17 N2 110.9(3) . . ? N1 C17 H17 124.5 . . ? N2 C17 H17 124.5 . . ? C19 C18 N1 109.2(3) . . ? C19 C18 H18 125.4 . . ? N1 C18 H18 125.4 . . ? C18 C19 N2 106.8(3) . . ? C18 C19 H19 126.6 . . ? N2 C19 H19 126.6 . . ? N3 C23 C22 112.7(4) . . ? N3 C23 H23A 109.0 . . ? C22 C23 H23A 109.0 . . ? N3 C23 H23B 109.0 . . ? C22 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? C25 C24 N3 106.4(3) . . ? C25 C24 H24 126.8 . . ? N3 C24 H24 126.8 . . ? C24 C25 N4 109.5(3) . . ? C24 C25 H25 125.3 . . ? N4 C25 H25 125.3 . . ? N4 C26 N3 111.1(3) . . ? N4 C26 H26 124.5 . . ? N3 C26 H26 124.5 . . ? C17 N1 C18 105.7(3) . . ? C17 N1 Cu2 128.5(2) . . ? C18 N1 Cu2 124.0(2) . . ? C26 N3 C24 107.4(3) . . ? C26 N3 C23 125.6(3) . . ? C24 N3 C23 127.0(3) . . ? C26 N4 C25 105.6(3) . . ? C26 N4 Cu1 126.9(2) . . ? C25 N4 Cu1 127.5(2) . . ? C7 O1 Cu2 129.3(2) . . ? C7 O2 Cu3 126.2(2) . . ? C8 O3 Cu3 127.06(19) . 2 ? C8 O4 Cu1 140.0(2) . . ? Cu1 O5 Cu2 106.49(9) . 4_566 ? Cu1 O5 Cu3 124.82(9) . 2 ? Cu2 O5 Cu3 103.07(9) 4_566 2 ? C9 O6 Cu1 127.5(2) . . ? C13 O8 Cu2 132.44(19) . 2_455 ? O10 C22 C23 103.1(4) . . ? O10 C22 H22A 111.1 . . ? C23 C22 H22A 111.1 . . ? O10 C22 H22B 111.1 . . ? C23 C22 H22B 111.1 . . ? H22A C22 H22B 109.1 . . ? N2 C20 C21 109.3(5) . . ? N2 C20 H20A 109.8 . . ? C21 C20 H20A 109.8 . . ? N2 C20 H20B 109.8 . . ? C21 C20 H20B 109.8 . . ? H20A C20 H20B 108.3 . . ? O10 C21 C20 115.3(7) . . ? O10 C21 H21A 108.4 . . ? C20 C21 H21A 108.4 . . ? O10 C21 H21B 108.4 . . ? C20 C21 H21B 108.4 . . ? H21A C21 H21B 107.5 . . ? C21' C20' H20C 106.4 . . ? C21' C20' H20D 106.4 . . ? H20C C20' H20D 106.5 . . ? C20' C21' O10' 133.0(15) . . ? C20' C21' H21C 104.0 . . ? O10' C21' H21C 104.0 . . ? C20' C21' H21D 104.0 . . ? O10' C21' H21D 104.0 . . ? H21C C21' H21D 105.4 . . ? C17 N2 C19 107.4(3) . . ? C17 N2 C20 130.9(4) . . ? C19 N2 C20 121.7(4) . . ? C21 O10 C22 115.0(5) . . ? O4 Cu1 O5 96.26(9) . . ? O4 Cu1 O6 174.05(13) . . ? O5 Cu1 O6 86.68(8) . . ? O4 Cu1 N4 87.46(11) . . ? O5 Cu1 N4 167.84(11) . . ? O6 Cu1 N4 88.63(10) . . ? O8 Cu2 O1 169.68(10) 2_445 . ? O8 Cu2 O5 93.04(9) 2_445 4_565 ? O1 Cu2 O5 89.49(9) . 4_565 ? O8 Cu2 N1 88.16(10) 2_445 . ? O1 Cu2 N1 90.42(10) . . ? O5 Cu2 N1 173.73(10) 4_565 . ? O5 Cu3 O5 180 4_565 2_545 ? O5 Cu3 O2 88.75(9) 4_565 3 ? O5 Cu3 O2 91.25(9) 2_545 3 ? O5 Cu3 O2 91.25(9) 4_565 . ? O5 Cu3 O2 88.75(9) 2_545 . ? O2 Cu3 O2 180 3 . ? O5 Cu3 O3 94.36(8) 4_565 4_565 ? O5 Cu3 O3 85.64(8) 2_545 4_565 ? O2 Cu3 O3 94.72(10) 3 4_565 ? O2 Cu3 O3 85.28(10) . 4_565 ? O5 Cu3 O3 85.64(8) 4_565 2_545 ? O5 Cu3 O3 94.36(8) 2_545 2_545 ? O2 Cu3 O3 85.28(10) 3 2_545 ? O2 Cu3 O3 94.72(10) . 2_545 ? O3 Cu3 O3 180 4_565 2_545 ? H1A O1W H1B 99(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -2.0(5) . . . . ? C6 C1 C2 C8 176.8(3) . . . . ? C1 C2 C3 C4 1.2(5) . . . . ? C8 C2 C3 C4 -177.6(3) . . . . ? C2 C3 C4 C5 1.5(5) . . . . ? C3 C4 C5 C6 -3.3(5) . . . . ? C2 C1 C6 C5 0.2(5) . . . . ? C2 C1 C6 C7 -178.3(3) . . . . ? C4 C5 C6 C1 2.5(5) . . . . ? C4 C5 C6 C7 -179.1(3) . . . . ? C1 C6 C7 O2 159.7(3) . . . . ? C5 C6 C7 O2 -18.8(5) . . . . ? C1 C6 C7 O1 -20.5(4) . . . . ? C5 C6 C7 O1 161.0(3) . . . . ? C1 C2 C8 O3 -150.5(3) . . . . ? C3 C2 C8 O3 28.4(5) . . . . ? C1 C2 C8 O4 27.8(5) . . . . ? C3 C2 C8 O4 -153.4(3) . . . . ? O7 C9 C10 C11 -33.5(5) . . . . ? O6 C9 C10 C11 146.7(3) . . . . ? O7 C9 C10 C16 146.4(4) . . . . ? O6 C9 C10 C16 -33.4(5) . . . . ? C16 C10 C11 C12 2.3(5) . . . . ? C9 C10 C11 C12 -177.8(3) . . . . ? C10 C11 C12 C14 -3.8(5) . . . . ? C10 C11 C12 C13 175.4(3) . . . . ? C14 C12 C13 O9 7.6(5) . . . . ? C11 C12 C13 O9 -171.6(3) . . . . ? C14 C12 C13 O8 -172.4(3) . . . . ? C11 C12 C13 O8 8.3(4) . . . . ? C11 C12 C14 C15 1.8(6) . . . . ? C13 C12 C14 C15 -177.5(4) . . . . ? C12 C14 C15 C16 1.8(7) . . . . ? C14 C15 C16 C10 -3.4(7) . . . . ? C11 C10 C16 C15 1.4(6) . . . . ? C9 C10 C16 C15 -178.5(4) . . . . ? N1 C18 C19 N2 0.0(4) . . . . ? N3 C24 C25 N4 -0.9(4) . . . . ? N2 C17 N1 C18 -0.6(4) . . . . ? N2 C17 N1 Cu2 164.2(2) . . . . ? C19 C18 N1 C17 0.3(4) . . . . ? C19 C18 N1 Cu2 -165.4(3) . . . . ? N4 C26 N3 C24 -0.1(4) . . . . ? N4 C26 N3 C23 -178.2(4) . . . . ? C25 C24 N3 C26 0.6(4) . . . . ? C25 C24 N3 C23 178.7(4) . . . . ? C22 C23 N3 C26 103.5(5) . . . . ? C22 C23 N3 C24 -74.3(5) . . . . ? N3 C26 N4 C25 -0.5(4) . . . . ? N3 C26 N4 Cu1 177.2(2) . . . . ? C24 C25 N4 C26 0.9(4) . . . . ? C24 C25 N4 Cu1 -176.7(3) . . . . ? O2 C7 O1 Cu2 -21.0(5) . . . . ? C6 C7 O1 Cu2 159.2(2) . . . . ? O1 C7 O2 Cu3 22.4(5) . . . . ? C6 C7 O2 Cu3 -157.9(2) . . . . ? O4 C8 O3 Cu3 17.0(6) . . . 2 ? C2 C8 O3 Cu3 -165.0(2) . . . 2 ? O3 C8 O4 Cu1 -16.3(7) . . . . ? C2 C8 O4 Cu1 165.6(3) . . . . ? O7 C9 O6 Cu1 1.0(5) . . . . ? C10 C9 O6 Cu1 -179.2(2) . . . . ? O9 C13 O8 Cu2 -6.2(5) . . . 2_455 ? C12 C13 O8 Cu2 173.9(2) . . . 2_455 ? N3 C23 C22 O10 74.7(5) . . . . ? N2 C20 C21 O10 -45.0(9) . . . . ? N1 C17 N2 C19 0.7(4) . . . . ? N1 C17 N2 C20 -177.2(4) . . . . ? C18 C19 N2 C17 -0.4(4) . . . . ? C18 C19 N2 C20 177.7(4) . . . . ? C21 C20 N2 C17 -86.1(7) . . . . ? C21 C20 N2 C19 96.3(6) . . . . ? C20 C21 O10 C22 176.1(5) . . . . ? C23 C22 O10 C21 -174.8(6) . . . . ? C8 O4 Cu1 O5 21.4(5) . . . . ? C8 O4 Cu1 N4 -146.9(5) . . . . ? Cu2 O5 Cu1 O4 -151.98(13) 4_566 . . . ? Cu3 O5 Cu1 O4 -32.44(16) 2 . . . ? Cu2 O5 Cu1 O6 22.82(10) 4_566 . . . ? Cu3 O5 Cu1 O6 142.36(14) 2 . . . ? Cu2 O5 Cu1 N4 -44.7(5) 4_566 . . . ? Cu3 O5 Cu1 N4 74.9(5) 2 . . . ? C9 O6 Cu1 O5 105.2(3) . . . . ? C9 O6 Cu1 N4 -86.0(3) . . . . ? C26 N4 Cu1 O4 162.9(3) . . . . ? C25 N4 Cu1 O4 -20.0(3) . . . . ? C26 N4 Cu1 O5 54.7(6) . . . . ? C25 N4 Cu1 O5 -128.2(4) . . . . ? C26 N4 Cu1 O6 -12.7(3) . . . . ? C25 N4 Cu1 O6 164.5(3) . . . . ? C7 O1 Cu2 O8 -132.5(5) . . . 2_445 ? C7 O1 Cu2 O5 -28.2(3) . . . 4_565 ? C7 O1 Cu2 N1 145.5(3) . . . . ? C17 N1 Cu2 O8 -24.0(3) . . . 2_445 ? C18 N1 Cu2 O8 138.4(3) . . . 2_445 ? C17 N1 Cu2 O1 145.8(3) . . . . ? C18 N1 Cu2 O1 -51.9(3) . . . . ? C7 O2 Cu3 O5 25.3(3) . . . 4_565 ? C7 O2 Cu3 O5 -154.7(3) . . . 2_545 ? C7 O2 Cu3 O3 119.6(3) . . . 4_565 ? C7 O2 Cu3 O3 -60.4(3) . . . 2_545 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1B O7 0.94(6) 1.77(3) 2.643(5) 155(6) 4_666 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.885 _refine_diff_density_min -0.855 _refine_diff_density_rms 0.085 #================END data_Compound-8 _database_code_depnum_ccdc_archive 'CCDC 682072' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H40 Cu3 N8 O17' _chemical_formula_sum 'C38 H40 Cu3 N8 O17' _chemical_formula_weight 1071.40 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 orthorhombic _symmetry_space_group_name_H-M 'P b c n ' _symmetry_space_group_name_hall '-P 2n 2ab ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 11.7668(16) _cell_length_b 16.821(3) _cell_length_c 20.579(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4073.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4672 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.232 _exptl_crystal_size_mid 0.058 _exptl_crystal_size_min 0.032 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.747 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2188 _exptl_absorpt_coefficient_mu 1.641 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.895 _exptl_absorpt_correction_T_max 0.953 _exptl_absorpt_process_details ; Higashi,T (1995) Program for absorption correction. Rigaku Corporation, Tokyo, Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37393 _diffrn_reflns_av_R_equivalents 0.2328 _diffrn_reflns_av_sigmaI/netI 0.1235 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4672 _reflns_number_gt 2418 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. To obtain a reasonable geometry for water molecule, the bond length of O1W-H1A (O1W-H1B) and the distance of H1A to H1B were restrained to 0.89 and 1.44 \%A 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^)+(0.0605P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4672 _refine_ls_number_parameters 308 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1394 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1442 _refine_ls_wR_factor_gt 0.1188 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.954 _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 C1 C 0.5979(4) 0.9372(3) 0.6618(3) 0.0231(12) Uani 1 1 d . . . C2 C 0.5212(4) 0.8649(3) 0.6644(3) 0.0200(12) Uani 1 1 d . . . C3 C 0.4053(4) 0.8738(3) 0.6755(2) 0.0201(12) Uani 1 1 d . . . H3 H 0.3742 0.9246 0.6771 0.024 Uiso 1 1 calc R . . C4 C 0.3348(4) 0.8082(3) 0.6845(2) 0.0164(11) Uani 1 1 d . . . C5 C 0.2097(4) 0.8190(3) 0.7018(3) 0.0240(12) Uani 1 1 d . . . C7 C 0.4951(4) 0.7222(3) 0.6649(2) 0.0184(11) Uani 1 1 d . . . C6 C 0.3811(4) 0.7332(3) 0.6790(3) 0.0219(12) Uani 1 1 d . . . H6 H 0.3348 0.6890 0.6850 0.026 Uiso 1 1 calc R . . C9 C 0.5427(4) 0.6388(3) 0.6613(3) 0.0199(11) Uani 1 1 d . . . C10 C 0.7879(6) 0.4764(4) 0.5242(3) 0.0432(16) Uani 1 1 d . . . H10 H 0.8526 0.4519 0.5408 0.052 Uiso 1 1 calc R . . C11 C 0.6346(6) 0.5413(4) 0.5167(3) 0.0477(18) Uani 1 1 d . . . H11 H 0.5709 0.5715 0.5271 0.057 Uiso 1 1 calc R . . C12 C 0.6618(6) 0.5158(4) 0.4566(3) 0.054(2) Uani 1 1 d . . . H12 H 0.6206 0.5247 0.4187 0.064 Uiso 1 1 calc R . . C13 C 0.8169(6) 0.4306(4) 0.4091(3) 0.0460(18) Uani 1 1 d . . . H13A H 0.8860 0.4583 0.3968 0.055 Uiso 1 1 calc R . . H13B H 0.7675 0.4289 0.3714 0.055 Uiso 1 1 calc R . . C14 C 0.8456(7) 0.3480(4) 0.4291(4) 0.058(2) Uani 1 1 d . . . H14A H 0.8723 0.3184 0.3917 0.069 Uiso 1 1 calc R . . H14B H 0.9063 0.3493 0.4610 0.069 Uiso 1 1 calc R . . C15 C 0.7792(7) 0.2343(4) 0.4824(4) 0.062(2) Uani 1 1 d . . . H15A H 0.8328 0.2393 0.5179 0.075 Uiso 1 1 calc R . . H15B H 0.8112 0.1992 0.4497 0.075 Uiso 1 1 calc R . . C16 C 0.6678(6) 0.2033(4) 0.5061(3) 0.0506(19) Uani 1 1 d . . . H16A H 0.6130 0.2057 0.4709 0.061 Uiso 1 1 calc R . . H16B H 0.6767 0.1479 0.5183 0.061 Uiso 1 1 calc R . . C17 C 0.5856(6) 0.3254(4) 0.5610(3) 0.0414(17) Uani 1 1 d . . . H17 H 0.5858 0.3600 0.5257 0.050 Uiso 1 1 calc R . . C18 C 0.5477(5) 0.3406(4) 0.6222(3) 0.0382(16) Uani 1 1 d . . . H18 H 0.5180 0.3889 0.6362 0.046 Uiso 1 1 calc R . . C19 C 0.6071(5) 0.2211(4) 0.6233(3) 0.0387(16) Uani 1 1 d . . . H19 H 0.6272 0.1705 0.6374 0.046 Uiso 1 1 calc R . . C8 C 0.5665(4) 0.7889(3) 0.6594(2) 0.0202(11) Uani 1 1 d . . . H8 H 0.6440 0.7822 0.6524 0.024 Uiso 1 1 calc R . . N1 N 0.7157(4) 0.5158(3) 0.5604(2) 0.0333(11) Uani 1 1 d . . . N2 N 0.7601(4) 0.4748(3) 0.4616(2) 0.0361(12) Uani 1 1 d . . . N3 N 0.6234(4) 0.2482(3) 0.5622(2) 0.0360(12) Uani 1 1 d . . . N4 N 0.5597(4) 0.2746(3) 0.6601(2) 0.0296(11) Uani 1 1 d . . . O1 O 0.1577(3) 0.7552(2) 0.71703(19) 0.0310(9) Uani 1 1 d . . . O2 O 0.1656(3) 0.8860(2) 0.6994(2) 0.0379(11) Uani 1 1 d . . . O1W O 0.6947(4) 0.5249(2) 0.7502(2) 0.0383(10) Uani 1 1 d D . . O3 O 0.5560(3) 1.0044(2) 0.6551(2) 0.0370(10) Uani 1 1 d . . . O2W O 0.0000 0.6232(4) 0.7500 0.060(2) Uani 1 2 d S . . O4 O 0.7037(3) 0.9246(2) 0.66451(18) 0.0267(9) Uani 1 1 d . . . O5 O 0.6500(3) 0.6319(2) 0.6502(2) 0.0317(10) Uani 1 1 d . . . O6 O 0.4798(3) 0.5803(2) 0.6690(2) 0.0358(11) Uani 1 1 d . . . O7 O 0.7536(4) 0.3108(3) 0.4550(2) 0.0629(15) Uani 1 1 d . . . Cu1 Cu 0.0000 0.76113(6) 0.7500 0.0241(2) Uani 1 2 d S . . Cu2 Cu 0.71275(6) 0.52499(4) 0.65565(3) 0.02547(19) Uani 1 1 d . . . H1A H 0.634(3) 0.551(2) 0.762(3) 0.038 Uiso 1 1 d D . . H1B H 0.687(4) 0.4745(14) 0.762(3) 0.038 Uiso 1 1 d D . . H2A H -0.006(6) 0.588(3) 0.725(3) 0.038 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.019(3) 0.021(3) 0.030(3) -0.002(3) 0.003(2) 0.001(2) C2 0.017(3) 0.017(2) 0.026(3) 0.000(2) 0.000(2) -0.002(2) C3 0.019(3) 0.018(3) 0.023(3) -0.001(2) 0.001(2) 0.003(2) C4 0.010(2) 0.021(3) 0.018(3) -0.001(2) -0.001(2) 0.003(2) C5 0.015(3) 0.033(3) 0.024(3) -0.004(2) -0.002(2) -0.001(3) C7 0.017(2) 0.016(2) 0.022(3) 0.003(2) -0.002(2) 0.004(2) C6 0.014(2) 0.021(3) 0.031(3) 0.005(2) 0.001(2) -0.002(2) C9 0.017(3) 0.019(3) 0.024(3) 0.003(2) -0.003(2) -0.004(2) C10 0.046(4) 0.052(4) 0.031(4) 0.003(3) -0.009(3) 0.014(4) C11 0.042(4) 0.055(5) 0.046(5) 0.002(3) -0.005(3) 0.012(3) C12 0.053(5) 0.065(5) 0.042(5) 0.002(4) -0.015(4) 0.016(4) C13 0.063(5) 0.043(4) 0.032(4) -0.003(3) 0.014(3) -0.015(4) C14 0.069(5) 0.057(5) 0.048(5) -0.013(4) 0.026(4) 0.002(4) C15 0.086(6) 0.044(5) 0.057(5) 0.002(4) 0.028(5) 0.023(4) C16 0.070(5) 0.040(4) 0.042(4) -0.004(3) 0.011(4) 0.015(4) C17 0.048(4) 0.042(4) 0.034(4) 0.012(3) 0.010(3) 0.012(3) C18 0.030(3) 0.033(4) 0.051(4) 0.009(3) 0.003(3) 0.005(3) C19 0.048(4) 0.034(4) 0.034(4) 0.006(3) 0.001(3) 0.009(3) C8 0.011(2) 0.025(3) 0.025(3) -0.005(2) -0.001(2) 0.001(2) N1 0.039(3) 0.026(3) 0.035(3) 0.000(2) -0.002(3) 0.006(2) N2 0.042(3) 0.042(3) 0.024(3) 0.002(3) 0.004(2) -0.001(3) N3 0.048(3) 0.031(3) 0.029(3) 0.003(2) 0.004(2) 0.009(3) N4 0.020(2) 0.038(3) 0.031(3) 0.007(2) -0.007(2) -0.002(2) O1 0.022(2) 0.035(2) 0.036(2) 0.0027(19) 0.0086(18) 0.0012(19) O2 0.023(2) 0.033(2) 0.057(3) -0.012(2) -0.006(2) 0.0069(18) O1W 0.045(3) 0.027(2) 0.043(3) 0.002(2) 0.011(2) 0.013(2) O3 0.040(2) 0.0161(19) 0.055(3) 0.003(2) 0.001(2) 0.0016(18) O2W 0.093(6) 0.023(4) 0.064(6) 0.000 -0.031(5) 0.000 O4 0.0151(19) 0.027(2) 0.039(2) 0.0012(18) -0.0032(17) -0.0096(17) O5 0.029(2) 0.021(2) 0.045(3) 0.0063(19) 0.007(2) 0.0071(17) O6 0.029(2) 0.0170(19) 0.061(3) 0.0046(19) 0.006(2) -0.0037(17) O7 0.073(4) 0.050(3) 0.066(4) 0.002(3) 0.030(3) 0.006(3) Cu1 0.0151(4) 0.0300(5) 0.0270(5) 0.000 0.0041(4) 0.000 Cu2 0.0241(4) 0.0177(3) 0.0347(4) 0.0011(3) 0.0016(3) 0.0057(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 O3 1.242(6) . ? C1 O4 1.263(6) . ? C1 C2 1.515(7) . ? C2 C8 1.388(7) . ? C2 C3 1.392(7) . ? C3 C4 1.393(7) . ? C3 H3 0.9300 . ? C4 C6 1.378(7) . ? C4 C5 1.526(7) . ? C5 O2 1.242(6) . ? C5 O1 1.274(6) . ? C7 C6 1.385(7) . ? C7 C8 1.406(7) . ? C7 C9 1.513(7) . ? C6 H6 0.9300 . ? C9 O6 1.241(6) . ? C9 O5 1.288(6) . ? C10 N1 1.310(8) . ? C10 N2 1.330(7) . ? C10 H10 0.9300 . ? C11 C12 1.348(9) . ? C11 N1 1.379(8) . ? C11 H11 0.9300 . ? C12 N2 1.350(8) . ? C12 H12 0.9300 . ? C13 N2 1.472(7) . ? C13 C14 1.488(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 O7 1.359(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O7 1.437(8) . ? C15 C16 1.493(10) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 N3 1.475(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.362(9) . ? C17 N3 1.373(7) . ? C17 H17 0.9300 . ? C18 N4 1.363(7) . ? C18 H18 0.9300 . ? C19 N4 1.302(7) . ? C19 N3 1.352(8) . ? C19 H19 0.9300 . ? C8 H8 0.9300 . ? N1 Cu2 1.966(5) . ? N4 Cu1 1.992(5) 6_657 ? O1 Cu1 1.979(3) . ? O1W Cu2 1.957(4) . ? O1W H1A 0.87(4) . ? O1W H1B 0.886(19) . ? O2W Cu1 2.320(6) . ? O2W H2A 0.78(5) . ? O4 Cu2 1.963(3) 7_765 ? O5 Cu2 1.948(4) . ? Cu1 O1 1.979(4) 4_556 ? Cu1 N4 1.992(5) 7_665 ? Cu1 N4 1.992(5) 6_567 ? Cu2 O4 1.963(3) 7_755 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 C1 O4 123.3(5) . . ? O3 C1 C2 119.9(5) . . ? O4 C1 C2 116.8(4) . . ? C8 C2 C3 119.2(5) . . ? C8 C2 C1 120.5(4) . . ? C3 C2 C1 120.2(4) . . ? C2 C3 C4 121.3(5) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C6 C4 C3 118.7(4) . . ? C6 C4 C5 120.6(5) . . ? C3 C4 C5 120.7(4) . . ? O2 C5 O1 125.0(5) . . ? O2 C5 C4 120.1(5) . . ? O1 C5 C4 114.9(5) . . ? C6 C7 C8 119.3(4) . . ? C6 C7 C9 119.5(4) . . ? C8 C7 C9 121.0(4) . . ? C4 C6 C7 121.4(5) . . ? C4 C6 H6 119.3 . . ? C7 C6 H6 119.3 . . ? O6 C9 O5 122.4(5) . . ? O6 C9 C7 120.5(5) . . ? O5 C9 C7 117.0(4) . . ? N1 C10 N2 113.7(6) . . ? N1 C10 H10 123.2 . . ? N2 C10 H10 123.2 . . ? C12 C11 N1 109.6(6) . . ? C12 C11 H11 125.2 . . ? N1 C11 H11 125.2 . . ? C11 C12 N2 107.2(6) . . ? C11 C12 H12 126.4 . . ? N2 C12 H12 126.4 . . ? N2 C13 C14 111.7(5) . . ? N2 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? N2 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? O7 C14 C13 111.0(6) . . ? O7 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? O7 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? O7 C15 C16 104.9(6) . . ? O7 C15 H15A 110.8 . . ? C16 C15 H15A 110.8 . . ? O7 C15 H15B 110.8 . . ? C16 C15 H15B 110.8 . . ? H15A C15 H15B 108.8 . . ? N3 C16 C15 112.8(6) . . ? N3 C16 H16A 109.0 . . ? C15 C16 H16A 109.0 . . ? N3 C16 H16B 109.0 . . ? C15 C16 H16B 109.0 . . ? H16A C16 H16B 107.8 . . ? C18 C17 N3 105.5(5) . . ? C18 C17 H17 127.2 . . ? N3 C17 H17 127.2 . . ? C17 C18 N4 109.9(6) . . ? C17 C18 H18 125.0 . . ? N4 C18 H18 125.0 . . ? N4 C19 N3 111.6(5) . . ? N4 C19 H19 124.2 . . ? N3 C19 H19 124.2 . . ? C2 C8 C7 119.9(4) . . ? C2 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C10 N1 C11 103.6(5) . . ? C10 N1 Cu2 128.2(4) . . ? C11 N1 Cu2 127.8(5) . . ? C10 N2 C12 105.9(6) . . ? C10 N2 C13 127.6(6) . . ? C12 N2 C13 126.2(6) . . ? C19 N3 C17 106.8(5) . . ? C19 N3 C16 127.3(5) . . ? C17 N3 C16 125.8(5) . . ? C19 N4 C18 106.0(5) . . ? C19 N4 Cu1 127.7(4) . 6_657 ? C18 N4 Cu1 125.9(4) . 6_657 ? C5 O1 Cu1 119.5(4) . . ? Cu2 O1W H1A 111(4) . . ? Cu2 O1W H1B 107(4) . . ? H1A O1W H1B 109(3) . . ? Cu1 O2W H2A 139(4) . . ? C1 O4 Cu2 110.2(3) . 7_765 ? C9 O5 Cu2 116.4(3) . . ? C14 O7 C15 113.5(6) . . ? O1 Cu1 O1 174.2(2) 4_556 . ? O1 Cu1 N4 89.62(17) 4_556 7_665 ? O1 Cu1 N4 91.04(17) . 7_665 ? O1 Cu1 N4 91.04(17) 4_556 6_567 ? O1 Cu1 N4 89.62(17) . 6_567 ? N4 Cu1 N4 166.9(3) 7_665 6_567 ? O1 Cu1 O2W 87.10(12) 4_556 . ? O1 Cu1 O2W 87.10(12) . . ? N4 Cu1 O2W 96.55(14) 7_665 . ? N4 Cu1 O2W 96.55(14) 6_567 . ? O5 Cu2 O1W 91.00(17) . . ? O5 Cu2 O4 171.88(16) . 7_755 ? O1W Cu2 O4 87.76(16) . 7_755 ? O5 Cu2 N1 91.25(18) . . ? O1W Cu2 N1 173.1(2) . . ? O4 Cu2 N1 90.92(18) 7_755 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C1 C2 C8 167.7(5) . . . . ? O4 C1 C2 C8 -10.0(8) . . . . ? O3 C1 C2 C3 -16.0(8) . . . . ? O4 C1 C2 C3 166.3(5) . . . . ? C8 C2 C3 C4 2.7(8) . . . . ? C1 C2 C3 C4 -173.6(5) . . . . ? C2 C3 C4 C6 -3.0(8) . . . . ? C2 C3 C4 C5 175.3(5) . . . . ? C6 C4 C5 O2 -171.9(5) . . . . ? C3 C4 C5 O2 9.9(8) . . . . ? C6 C4 C5 O1 7.0(7) . . . . ? C3 C4 C5 O1 -171.2(5) . . . . ? C3 C4 C6 C7 -0.1(8) . . . . ? C5 C4 C6 C7 -178.4(5) . . . . ? C8 C7 C6 C4 3.4(8) . . . . ? C9 C7 C6 C4 178.3(5) . . . . ? C6 C7 C9 O6 2.1(8) . . . . ? C8 C7 C9 O6 176.9(5) . . . . ? C6 C7 C9 O5 -177.7(5) . . . . ? C8 C7 C9 O5 -3.0(7) . . . . ? N1 C11 C12 N2 -0.5(8) . . . . ? N2 C13 C14 O7 50.7(8) . . . . ? O7 C15 C16 N3 -68.6(7) . . . . ? N3 C17 C18 N4 -1.0(7) . . . . ? C3 C2 C8 C7 0.7(8) . . . . ? C1 C2 C8 C7 177.0(5) . . . . ? C6 C7 C8 C2 -3.7(8) . . . . ? C9 C7 C8 C2 -178.5(5) . . . . ? N2 C10 N1 C11 0.1(8) . . . . ? N2 C10 N1 Cu2 173.2(4) . . . . ? C12 C11 N1 C10 0.2(8) . . . . ? C12 C11 N1 Cu2 -172.9(5) . . . . ? N1 C10 N2 C12 -0.4(8) . . . . ? N1 C10 N2 C13 -174.5(6) . . . . ? C11 C12 N2 C10 0.5(8) . . . . ? C11 C12 N2 C13 174.7(6) . . . . ? C14 C13 N2 C10 43.8(9) . . . . ? C14 C13 N2 C12 -129.2(7) . . . . ? N4 C19 N3 C17 1.4(7) . . . . ? N4 C19 N3 C16 -175.8(6) . . . . ? C18 C17 N3 C19 -0.2(7) . . . . ? C18 C17 N3 C16 177.1(6) . . . . ? C15 C16 N3 C19 -115.1(7) . . . . ? C15 C16 N3 C17 68.1(9) . . . . ? N3 C19 N4 C18 -2.0(7) . . . . ? N3 C19 N4 Cu1 171.6(4) . . . 6_657 ? C17 C18 N4 C19 1.8(7) . . . . ? C17 C18 N4 Cu1 -172.0(4) . . . 6_657 ? O2 C5 O1 Cu1 -7.9(7) . . . . ? C4 C5 O1 Cu1 173.3(3) . . . . ? O3 C1 O4 Cu2 -0.7(7) . . . 7_765 ? C2 C1 O4 Cu2 176.9(4) . . . 7_765 ? O6 C9 O5 Cu2 -6.7(7) . . . . ? C7 C9 O5 Cu2 173.2(3) . . . . ? C13 C14 O7 C15 -172.9(6) . . . . ? C16 C15 O7 C14 -178.5(6) . . . . ? C5 O1 Cu1 N4 79.1(4) . . . 7_665 ? C5 O1 Cu1 N4 -87.8(4) . . . 6_567 ? C5 O1 Cu1 O2W 175.6(4) . . . . ? C9 O5 Cu2 O1W -71.1(4) . . . . ? C9 O5 Cu2 N1 102.4(4) . . . . ? C10 N1 Cu2 O5 148.0(6) . . . . ? C11 N1 Cu2 O5 -40.5(5) . . . . ? C10 N1 Cu2 O4 -24.2(6) . . . 7_755 ? C11 N1 Cu2 O4 147.3(5) . . . 7_755 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A O6 0.87(4) 2.01(3) 2.803(5) 149(5) 4_656 O2W H2A O3 0.78(5) 2.10(6) 2.870(6) 168(7) 7_655 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.158 _refine_diff_density_min -0.852 _refine_diff_density_rms 0.113 #================END