# 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 'ProfD En-Qing Gao' _publ_contact_author_email EQGAO@CHEM.ECNU.EDU.CN _publ_section_title ; Supramolecular Networks Assembled from Binuclear Complexes with Pyridazine-3,6-dicarboxylate ; loop_ _publ_author_name 'En-Qing Gao' 'Ai-Ling Cheng' 'Wei-Wei Sun' 'Qi Yue' # Attachment '10.cif' data_10 _database_code_depnum_ccdc_archive 'CCDC 683331' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H10 N6 Na2 O14 Zn2' _chemical_formula_weight 711.04 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Cmcm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' 'x+1/2, -y+1/2, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 11.2436(12) _cell_length_b 15.2627(16) _cell_length_c 13.0841(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2245.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8156 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 27.21 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.103 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 2.269 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7724 _exptl_absorpt_correction_T_max 0.8049 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8117 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0279 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1214 _reflns_number_gt 1115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+28.3718P] 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 SHELXL _refine_ls_extinction_coef 0.0103(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1214 _refine_ls_number_parameters 126 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1302 _refine_ls_wR_factor_gt 0.1262 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.109 _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 Zn1 Zn 0.18202(6) 0.48360(5) 0.7500 0.0354(4) Uani 1 2 d S . . Na1 Na 0.5000 0.5549(4) 0.9218(5) 0.0501(15) Uani 0.50 2 d SP . . Na2 Na 0.5000 0.3502(3) 0.7500 0.0668(17) Uani 1 4 d S . . O1 O 0.2909(4) 0.3789(3) 0.7500 0.0578(19) Uani 1 2 d S . . O2 O 0.3138(4) 0.2350(3) 0.7500 0.0603(19) Uani 1 2 d S . . O3 O 0.2911(4) 0.5413(3) 0.8561(5) 0.0730(13) Uani 1 1 d . . . O4 O 0.3089(6) 0.6468(3) 0.9719(7) 0.0904(14) Uani 1 1 d . . . N1 N 0.0597(4) 0.3686(3) 0.7500 0.0263(12) Uani 1 2 d S . . N2 N 0.0594(4) 0.5509(2) 0.8612(3) 0.0340(10) Uani 1 1 d . . . C1 C 0.1181(6) 0.2933(4) 0.7500 0.0397(19) Uani 1 2 d S . . C2 C 0.0606(7) 0.2133(5) 0.7500 0.060(2) Uani 1 2 d S . . H2 H 0.1032 0.1611 0.7500 0.106 Uiso 1 2 calc SR . . C3 C 0.2531(6) 0.3016(5) 0.7500 0.0415(19) Uani 1 2 d S . . C4 C 0.1173(6) 0.6077(3) 0.9195(5) 0.0483(16) Uani 1 1 d . . . C5 C 0.0601(7) 0.6710(4) 0.9776(5) 0.064(2) Uani 1 1 d . . . H5 H 0.1029 0.7120 1.0152 0.076 Uiso 1 1 calc R . . C6 C 0.2513(7) 0.5989(4) 0.9154(8) 0.073(2) Uani 1 1 d . . . O5 O 0.5000 0.5405(9) 1.1020(10) 0.041(3) Uani 0.50 2 d SPD . . H5W H 0.556(8) 0.508(7) 1.124(10) 0.061 Uiso 0.50 1 d PD . . O6 O 0.5000 0.3994(9) 0.9017(9) 0.036(2) Uani 0.50 2 d SPD . . H6W H 0.446(8) 0.386(7) 0.944(7) 0.054 Uiso 0.50 1 d PD . . 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 Zn1 0.0143(5) 0.0214(5) 0.0705(7) 0.000 0.000 0.0000(3) Na1 0.023(4) 0.028(4) 0.099(5) -0.001(5) 0.000 0.000 Na2 0.017(2) 0.049(3) 0.135(5) 0.000 0.000 0.000 O1 0.015(2) 0.022(2) 0.136(6) 0.000 0.000 -0.001(2) O2 0.018(3) 0.025(3) 0.137(6) 0.000 0.000 0.005(2) O3 0.042(3) 0.036(3) 0.141(5) -0.026(4) -0.046(4) 0.011(3) O4 0.081(4) 0.070(4) 0.120(5) -0.035(4) -0.077(3) 0.022(4) N1 0.015(2) 0.021(2) 0.043(3) 0.000 0.000 -0.001(2) N2 0.036(2) 0.0239(19) 0.043(2) -0.0035(17) -0.0095(19) 0.0039(17) C1 0.014(3) 0.018(3) 0.087(6) 0.000 0.000 0.001(2) C2 0.024(5) 0.024(5) 0.133(7) 0.000 0.000 0.005(4) C3 0.016(3) 0.027(3) 0.082(6) 0.000 0.000 0.001(3) C4 0.065(4) 0.025(2) 0.055(3) -0.005(2) -0.033(3) 0.005(2) C5 0.103(5) 0.032(3) 0.056(4) -0.016(3) -0.026(4) 0.002(3) C6 0.070(6) 0.031(4) 0.118(8) -0.020(5) -0.070(6) 0.015(4) O5 0.017(5) 0.045(7) 0.060(7) -0.003(6) 0.000 0.000 O6 0.014(5) 0.048(7) 0.046(6) 0.003(6) 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.013(5) . ? Zn1 O3 2.051(5) . ? Zn1 O3 2.051(5) 10_557 ? Zn1 N1 2.229(5) . ? Zn1 N2 2.252(4) . ? Zn1 N2 2.252(4) 10_557 ? Na1 O5 1.489(14) 9_667 ? Na1 O5 2.368(14) . ? Na1 O6 2.388(14) . ? Na1 O6 2.413(13) 9_667 ? Na1 O3 2.509(5) . ? Na1 O3 2.509(5) 12_655 ? Na1 O4 2.648(8) 12_655 ? Na1 O4 2.648(8) . ? Na1 Na1 2.645(12) 9_667 ? Na1 C6 2.877(8) 12_655 ? Na1 C6 2.877(8) . ? Na1 Na2 3.848(7) . ? Na2 O6 2.122(12) . ? Na2 O6 2.122(12) 10_557 ? Na2 O1 2.391(5) . ? Na2 O1 2.391(5) 3_656 ? Na2 O5 2.556(13) 9_667 ? Na2 O5 2.556(13) 2_664 ? Na2 O2 2.734(6) . ? Na2 O2 2.734(6) 3_656 ? Na2 C3 2.874(7) 3_656 ? Na2 C3 2.874(7) . ? Na2 Na1 3.848(7) 10_557 ? Na2 H6W 2.67(8) . ? O1 C3 1.253(8) . ? O2 C3 1.225(9) . ? O3 C6 1.255(10) . ? O4 C6 1.226(8) . ? N1 C1 1.325(8) . ? N1 N1 1.342(10) 3_556 ? N2 C4 1.325(6) . ? N2 N2 1.337(8) 12 ? C1 C2 1.382(10) . ? C1 C3 1.523(9) . ? C2 C2 1.362(15) 3_556 ? C2 H2 0.9300 . ? C4 C5 1.388(8) . ? C4 C6 1.514(11) . ? C5 C5 1.351(15) 12 ? C5 H5 0.9300 . ? O5 O6 0.919(14) 9_667 ? O5 Na1 1.489(14) 9_667 ? O5 Na2 2.556(13) 9_667 ? O5 H5W 0.85(2) . ? O6 O5 0.919(14) 9_667 ? O6 Na1 2.413(13) 9_667 ? O6 H6W 0.85(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 88.71(16) . . ? O1 Zn1 O3 88.71(16) . 10_557 ? O3 Zn1 O3 85.2(4) . 10_557 ? O1 Zn1 N1 75.5(2) . . ? O3 Zn1 N1 134.99(18) . . ? O3 Zn1 N1 134.99(18) 10_557 . ? O1 Zn1 N2 137.22(11) . . ? O3 Zn1 N2 74.51(19) . . ? O3 Zn1 N2 127.41(16) 10_557 . ? N1 Zn1 N2 88.92(14) . . ? O1 Zn1 N2 137.22(11) . 10_557 ? O3 Zn1 N2 127.41(16) . 10_557 ? O3 Zn1 N2 74.51(19) 10_557 10_557 ? N1 Zn1 N2 88.92(15) . 10_557 ? N2 Zn1 N2 80.5(2) . 10_557 ? O5 Na1 O5 96.7(6) 9_667 . ? O5 Na1 O6 5.7(6) 9_667 . ? O5 Na1 O6 91.0(5) . . ? O5 Na1 O6 118.9(6) 9_667 9_667 ? O5 Na1 O6 22.1(3) . 9_667 ? O6 Na1 O6 113.1(4) . 9_667 ? O5 Na1 O3 81.3(2) 9_667 . ? O5 Na1 O3 109.5(2) . . ? O6 Na1 O3 83.14(19) . . ? O6 Na1 O3 110.6(2) 9_667 . ? O5 Na1 O3 81.3(2) 9_667 12_655 ? O5 Na1 O3 109.5(2) . 12_655 ? O6 Na1 O3 83.14(19) . 12_655 ? O6 Na1 O3 110.6(2) 9_667 12_655 ? O3 Na1 O3 138.8(4) . 12_655 ? O5 Na1 O4 124.73(19) 9_667 12_655 ? O5 Na1 O4 78.6(3) . 12_655 ? O6 Na1 O4 123.62(19) . 12_655 ? O6 Na1 O4 67.0(3) 9_667 12_655 ? O3 Na1 O4 152.6(3) . 12_655 ? O3 Na1 O4 50.90(17) 12_655 12_655 ? O5 Na1 O4 124.73(19) 9_667 . ? O5 Na1 O4 78.6(3) . . ? O6 Na1 O4 123.6(2) . . ? O6 Na1 O4 67.0(3) 9_667 . ? O3 Na1 O4 50.90(17) . . ? O3 Na1 O4 152.6(3) 12_655 . ? O4 Na1 O4 108.4(3) 12_655 . ? O5 Na1 Na1 62.8(5) 9_667 9_667 ? O5 Na1 Na1 34.0(4) . 9_667 ? O6 Na1 Na1 57.0(3) . 9_667 ? O6 Na1 Na1 56.1(4) 9_667 9_667 ? O3 Na1 Na1 102.3(2) . 9_667 ? O3 Na1 Na1 102.3(2) 12_655 9_667 ? O4 Na1 Na1 98.2(3) 12_655 9_667 ? O4 Na1 Na1 98.2(3) . 9_667 ? O5 Na1 C6 102.84(17) 9_667 12_655 ? O5 Na1 C6 92.9(3) . 12_655 ? O6 Na1 C6 103.23(16) . 12_655 ? O6 Na1 C6 87.7(2) 9_667 12_655 ? O3 Na1 C6 156.8(4) . 12_655 ? O3 Na1 C6 25.80(19) 12_655 12_655 ? O4 Na1 C6 25.20(17) 12_655 12_655 ? O4 Na1 C6 132.2(3) . 12_655 ? Na1 Na1 C6 99.8(2) 9_667 12_655 ? O5 Na1 C6 102.84(17) 9_667 . ? O5 Na1 C6 92.9(3) . . ? O6 Na1 C6 103.23(16) . . ? O6 Na1 C6 87.7(2) 9_667 . ? O3 Na1 C6 25.80(19) . . ? O3 Na1 C6 156.8(4) 12_655 . ? O4 Na1 C6 132.2(3) 12_655 . ? O4 Na1 C6 25.20(17) . . ? Na1 Na1 C6 99.8(2) 9_667 . ? C6 Na1 C6 152.8(3) 12_655 . ? O5 Na1 Na2 23.7(5) 9_667 . ? O5 Na1 Na2 120.4(4) . . ? O6 Na1 Na2 29.4(3) . . ? O6 Na1 Na2 142.6(4) 9_667 . ? O3 Na1 Na2 74.52(18) . . ? O3 Na1 Na2 74.52(18) 12_655 . ? O4 Na1 Na2 125.08(15) 12_655 . ? O4 Na1 Na2 125.08(15) . . ? Na1 Na1 Na2 86.4(3) 9_667 . ? C6 Na1 Na2 99.94(18) 12_655 . ? C6 Na1 Na2 99.94(18) . . ? O6 Na2 O6 138.6(7) . 10_557 ? O6 Na2 O1 86.30(10) . . ? O6 Na2 O1 86.30(10) 10_557 . ? O6 Na2 O1 86.30(10) . 3_656 ? O6 Na2 O1 86.30(10) 10_557 3_656 ? O1 Na2 O1 158.9(3) . 3_656 ? O6 Na2 O5 20.0(4) . 9_667 ? O6 Na2 O5 118.6(6) 10_557 9_667 ? O1 Na2 O5 83.15(12) . 9_667 ? O1 Na2 O5 83.15(12) 3_656 9_667 ? O6 Na2 O5 118.6(6) . 2_664 ? O6 Na2 O5 20.0(4) 10_557 2_664 ? O1 Na2 O5 83.15(12) . 2_664 ? O1 Na2 O5 83.15(12) 3_656 2_664 ? O5 Na2 O5 98.5(6) 9_667 2_664 ? O6 Na2 O2 103.1(2) . . ? O6 Na2 O2 103.1(2) 10_557 . ? O1 Na2 O2 50.55(16) . . ? O1 Na2 O2 150.5(3) 3_656 . ? O5 Na2 O2 114.81(17) 9_667 . ? O5 Na2 O2 114.81(17) 2_664 . ? O6 Na2 O2 103.1(2) . 3_656 ? O6 Na2 O2 103.1(2) 10_557 3_656 ? O1 Na2 O2 150.5(3) . 3_656 ? O1 Na2 O2 50.55(16) 3_656 3_656 ? O5 Na2 O2 114.81(17) 9_667 3_656 ? O5 Na2 O2 114.81(17) 2_664 3_656 ? O2 Na2 O2 100.0(3) . 3_656 ? O6 Na2 C3 95.23(10) . 3_656 ? O6 Na2 C3 95.23(10) 10_557 3_656 ? O1 Na2 C3 175.6(3) . 3_656 ? O1 Na2 C3 25.49(18) 3_656 3_656 ? O5 Na2 C3 99.69(12) 9_667 3_656 ? O5 Na2 C3 99.69(12) 2_664 3_656 ? O2 Na2 C3 125.0(2) . 3_656 ? O2 Na2 C3 25.07(17) 3_656 3_656 ? O6 Na2 C3 95.23(10) . . ? O6 Na2 C3 95.23(10) 10_557 . ? O1 Na2 C3 25.49(18) . . ? O1 Na2 C3 175.6(3) 3_656 . ? O5 Na2 C3 99.69(12) 9_667 . ? O5 Na2 C3 99.69(12) 2_664 . ? O2 Na2 C3 25.07(17) . . ? O2 Na2 C3 125.0(2) 3_656 . ? C3 Na2 C3 150.1(3) 3_656 . ? O6 Na2 Na1 33.6(4) . . ? O6 Na2 Na1 105.0(4) 10_557 . ? O1 Na2 Na1 81.47(14) . . ? O1 Na2 Na1 81.47(14) 3_656 . ? O5 Na2 Na1 13.5(3) 9_667 . ? O5 Na2 Na1 85.0(3) 2_664 . ? O2 Na2 Na1 121.47(9) . . ? O2 Na2 Na1 121.47(9) 3_656 . ? C3 Na2 Na1 102.09(13) 3_656 . ? C3 Na2 Na1 102.09(13) . . ? O6 Na2 Na1 105.0(4) . 10_557 ? O6 Na2 Na1 33.6(4) 10_557 10_557 ? O1 Na2 Na1 81.47(14) . 10_557 ? O1 Na2 Na1 81.47(14) 3_656 10_557 ? O5 Na2 Na1 85.0(3) 9_667 10_557 ? O5 Na2 Na1 13.5(3) 2_664 10_557 ? O2 Na2 Na1 121.47(9) . 10_557 ? O2 Na2 Na1 121.47(9) 3_656 10_557 ? C3 Na2 Na1 102.09(13) 3_656 10_557 ? C3 Na2 Na1 102.09(13) . 10_557 ? Na1 Na2 Na1 71.5(2) . 10_557 ? O6 Na2 H6W 16(2) . . ? O6 Na2 H6W 145(2) 10_557 . ? O1 Na2 H6W 75(2) . . ? O1 Na2 H6W 101(2) 3_656 . ? O5 Na2 H6W 31(2) 9_667 . ? O5 Na2 H6W 126(2) 2_664 . ? O2 Na2 H6W 87(2) . . ? O2 Na2 H6W 108(3) 3_656 . ? C3 Na2 H6W 106(2) 3_656 . ? C3 Na2 H6W 80(2) . . ? Na1 Na2 H6W 44(2) . . ? Na1 Na2 H6W 113(2) 10_557 . ? C3 O1 Zn1 122.7(5) . . ? C3 O1 Na2 99.3(4) . . ? Zn1 O1 Na2 138.0(3) . . ? C3 O2 Na2 83.9(4) . . ? C6 O3 Zn1 120.4(4) . . ? C6 O3 Na1 93.7(4) . . ? Zn1 O3 Na1 145.8(3) . . ? C6 O4 Na1 87.9(5) . . ? C1 N1 N1 119.7(4) . 3_556 ? C1 N1 Zn1 112.2(4) . . ? N1 N1 Zn1 128.09(13) 3_556 . ? C4 N2 N2 119.4(3) . 12 ? C4 N2 Zn1 111.7(4) . . ? N2 N2 Zn1 127.74(10) 12 . ? N1 C1 C2 122.3(6) . . ? N1 C1 C3 114.9(6) . . ? C2 C1 C3 122.7(6) . . ? C2 C2 C1 117.9(4) 3_556 . ? C2 C2 H2 121.0 3_556 . ? C1 C2 H2 121.0 . . ? O2 C3 O1 126.3(7) . . ? O2 C3 C1 119.1(6) . . ? O1 C3 C1 114.6(6) . . ? O2 C3 Na2 71.1(4) . . ? O1 C3 Na2 55.2(4) . . ? C1 C3 Na2 169.9(5) . . ? N2 C4 C5 122.9(6) . . ? N2 C4 C6 114.2(5) . . ? C5 C4 C6 122.9(5) . . ? C5 C5 C4 117.6(4) 12 . ? C5 C5 H5 121.2 12 . ? C4 C5 H5 121.2 . . ? O4 C6 O3 127.0(8) . . ? O4 C6 C4 116.9(8) . . ? O3 C6 C4 116.1(5) . . ? O4 C6 Na1 66.9(5) . . ? O3 C6 Na1 60.5(4) . . ? C4 C6 Na1 170.8(5) . . ? O6 O5 Na1 164.9(16) 9_667 9_667 ? O6 O5 Na1 81.7(12) 9_667 . ? Na1 O5 Na1 83.3(6) 9_667 . ? O6 O5 Na2 52.3(10) 9_667 9_667 ? Na1 O5 Na2 142.8(8) 9_667 9_667 ? Na1 O5 Na2 134.0(6) . 9_667 ? O6 O5 H5W 127(9) 9_667 . ? Na1 O5 H5W 60(9) 9_667 . ? Na1 O5 H5W 113(9) . . ? Na2 O5 H5W 97(10) 9_667 . ? O5 O6 Na2 107.7(12) 9_667 . ? O5 O6 Na1 9.3(10) 9_667 . ? Na2 O6 Na1 117.0(6) . . ? O5 O6 Na1 76.2(12) 9_667 9_667 ? Na2 O6 Na1 176.1(7) . 9_667 ? Na1 O6 Na1 66.9(4) . 9_667 ? O5 O6 H6W 106(8) 9_667 . ? Na2 O6 H6W 122(8) . . ? Na1 O6 H6W 100(8) . . ? Na1 O6 H6W 56(8) 9_667 . ? 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 O5 H5W O3 0.85(2) 1.90(5) 2.716(8) 162(13) 9_667 O6 H6W O4 0.85(2) 1.96(3) 2.801(9) 174(12) 4_567 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.091 _refine_diff_density_min -1.034 _refine_diff_density_rms 0.122 # Attachment '5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 683332' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H6 K2 Mn2 N6 O12' _chemical_formula_weight 686.37 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' Mn Mn 0.3368 0.7283 '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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Cmcm ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' 'x+1/2, -y+1/2, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 10.720(3) _cell_length_b 15.228(5) _cell_length_c 13.331(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2176.1(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 863 _cell_measurement_theta_min 2.675 _cell_measurement_theta_max 26.954 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.095 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 1.628 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8541 _exptl_absorpt_correction_T_max 0.9230 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5415 _diffrn_reflns_av_R_equivalents 0.0547 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.10 _reflns_number_total 1318 _reflns_number_gt 1079 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0579P)^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 1318 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0874 _refine_ls_wR_factor_gt 0.0853 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _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 Mn1 Mn 0.19128(4) 0.48046(3) 0.7500 0.02630(17) Uani 1 2 d S . . K1 K 0.5000 0.59274(6) 1.10962(6) 0.0437(2) Uani 1 2 d S . . O1 O 0.31031(18) 0.36882(13) 0.7500 0.0326(5) Uani 1 2 d S . . O2 O 0.3250(2) 0.22293(15) 0.7500 0.0483(7) Uani 1 2 d S . . O3 O 0.30728(13) 0.53518(10) 0.86366(15) 0.0381(4) Uani 1 1 d . . . O4 O 0.32512(16) 0.64048(12) 0.97898(15) 0.0503(5) Uani 1 1 d . . . N1 N 0.0625(2) 0.36069(14) 0.7500 0.0236(5) Uani 1 2 d S . . N2 N 0.06232(15) 0.54821(10) 0.86450(12) 0.0258(4) Uani 1 1 d . . . C1 C 0.1242(3) 0.28542(18) 0.7500 0.0243(6) Uani 1 2 d S . . C2 C 0.0633(3) 0.20443(19) 0.7500 0.0309(7) Uani 1 2 d S . . H2 H 0.1080 0.1521 0.7500 0.037 Uiso 1 2 calc SR . . C3 C 0.2664(3) 0.2920(2) 0.7500 0.0277(6) Uani 1 2 d S . . C4 C 0.1240(2) 0.60260(13) 0.92391(15) 0.0274(5) Uani 1 1 d . . . C5 C 0.0635(2) 0.66442(13) 0.98378(15) 0.0344(5) Uani 1 1 d . . . H5 H 0.1084 0.7043 1.0224 0.041 Uiso 1 1 calc R . . C6 C 0.2649(2) 0.59280(14) 0.92249(17) 0.0331(5) 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 Mn1 0.0136(2) 0.0232(3) 0.0422(3) 0.000 0.000 -0.00027(16) K1 0.0193(4) 0.0666(5) 0.0451(4) 0.0060(4) 0.000 0.000 O1 0.0162(10) 0.0264(11) 0.0553(14) 0.000 0.000 -0.0008(8) O2 0.0218(12) 0.0301(12) 0.093(2) 0.000 0.000 0.0097(10) O3 0.0202(8) 0.0338(9) 0.0603(11) -0.0058(7) -0.0086(7) 0.0008(6) O4 0.0360(10) 0.0466(10) 0.0683(12) -0.0122(9) -0.0247(9) -0.0023(8) N1 0.0145(11) 0.0231(11) 0.0333(12) 0.000 0.000 -0.0004(9) N2 0.0182(8) 0.0247(8) 0.0345(9) 0.0006(7) -0.0004(7) -0.0005(7) C1 0.0176(14) 0.0245(14) 0.0308(15) 0.000 0.000 0.0013(11) C2 0.0216(15) 0.0224(13) 0.0488(18) 0.000 0.000 0.0051(12) C3 0.0186(15) 0.0308(16) 0.0336(16) 0.000 0.000 0.0025(12) C4 0.0249(11) 0.0248(10) 0.0324(11) 0.0032(8) -0.0043(9) -0.0025(8) C5 0.0377(13) 0.0315(11) 0.0340(12) -0.0054(9) -0.0040(9) -0.0038(9) C6 0.0279(12) 0.0281(11) 0.0433(13) 0.0038(9) -0.0117(10) -0.0004(9) _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 Mn1 O1 2.126(2) . ? Mn1 O3 2.1298(17) . ? Mn1 O3 2.1298(17) 10_557 ? Mn1 N1 2.287(2) . ? Mn1 N2 2.3032(17) . ? Mn1 N2 2.3032(17) 10_557 ? Mn1 K1 3.9619(11) 9_667 ? Mn1 K1 3.9619(11) 2_664 ? K1 O4 2.6601(19) . ? K1 O4 2.6601(19) 12_655 ? K1 O1 2.8248(17) 9_667 ? K1 O1 2.8248(17) 11_566 ? K1 O3 2.8618(17) 4_567 ? K1 O3 2.8618(17) 9_667 ? K1 K1 3.7426(19) 10_558 ? K1 Mn1 3.9619(11) 9_667 ? K1 Mn1 3.9619(11) 11_566 ? K1 K1 4.0644(19) 9_667 ? O1 C3 1.262(4) . ? O1 K1 2.8248(17) 9_667 ? O1 K1 2.8248(17) 2_664 ? O2 C3 1.225(4) . ? O3 C6 1.261(3) . ? O3 K1 2.8618(17) 9_667 ? O4 C6 1.229(3) . ? N1 C1 1.323(4) . ? N1 N1 1.340(5) 3_556 ? N2 C4 1.323(3) . ? N2 N2 1.336(3) 12 ? C1 C2 1.395(4) . ? C1 C3 1.528(4) . ? C2 C2 1.356(6) 3_556 ? C2 H2 0.9300 . ? C4 C5 1.394(3) . ? C4 C6 1.519(3) . ? C5 C5 1.362(5) 12 ? C5 H5 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O3 87.85(6) . . ? O1 Mn1 O3 87.85(6) . 10_557 ? O3 Mn1 O3 90.70(10) . 10_557 ? O1 Mn1 N1 74.01(9) . . ? O3 Mn1 N1 131.63(5) . . ? O3 Mn1 N1 131.63(5) 10_557 . ? O1 Mn1 N2 135.93(4) . . ? O3 Mn1 N2 72.77(7) . . ? O3 Mn1 N2 130.29(6) 10_557 . ? N1 Mn1 N2 89.71(6) . . ? O1 Mn1 N2 135.93(4) . 10_557 ? O3 Mn1 N2 130.29(6) . 10_557 ? O3 Mn1 N2 72.77(7) 10_557 10_557 ? N1 Mn1 N2 89.71(6) . 10_557 ? N2 Mn1 N2 83.01(8) . 10_557 ? O1 Mn1 K1 43.41(4) . 9_667 ? O3 Mn1 K1 44.47(4) . 9_667 ? O3 Mn1 K1 87.62(5) 10_557 9_667 ? N1 Mn1 K1 106.25(5) . 9_667 ? N2 Mn1 K1 108.32(5) . 9_667 ? N2 Mn1 K1 160.11(4) 10_557 9_667 ? O1 Mn1 K1 43.41(4) . 2_664 ? O3 Mn1 K1 87.62(5) . 2_664 ? O3 Mn1 K1 44.47(4) 10_557 2_664 ? N1 Mn1 K1 106.25(5) . 2_664 ? N2 Mn1 K1 160.11(4) . 2_664 ? N2 Mn1 K1 108.32(5) 10_557 2_664 ? K1 Mn1 K1 56.37(3) 9_667 2_664 ? O4 K1 O4 89.62(9) . 12_655 ? O4 K1 O1 152.18(6) . 9_667 ? O4 K1 O1 82.52(6) 12_655 9_667 ? O4 K1 O1 82.52(6) . 11_566 ? O4 K1 O1 152.18(6) 12_655 11_566 ? O1 K1 O1 92.09(7) 9_667 11_566 ? O4 K1 O3 76.04(6) . 4_567 ? O4 K1 O3 140.92(6) 12_655 4_567 ? O1 K1 O3 125.33(6) 9_667 4_567 ? O1 K1 O3 62.54(5) 11_566 4_567 ? O4 K1 O3 140.92(6) . 9_667 ? O4 K1 O3 76.04(6) 12_655 9_667 ? O1 K1 O3 62.54(5) 9_667 9_667 ? O1 K1 O3 125.33(6) 11_566 9_667 ? O3 K1 O3 92.43(7) 4_567 9_667 ? O4 K1 K1 130.90(5) . 10_558 ? O4 K1 K1 130.90(5) 12_655 10_558 ? O1 K1 K1 48.51(3) 9_667 10_558 ? O1 K1 K1 48.51(3) 11_566 10_558 ? O3 K1 K1 82.85(4) 4_567 10_558 ? O3 K1 K1 82.85(4) 9_667 10_558 ? O4 K1 Mn1 167.11(5) . 9_667 ? O4 K1 Mn1 78.32(5) 12_655 9_667 ? O1 K1 Mn1 31.14(4) 9_667 9_667 ? O1 K1 Mn1 110.29(4) 11_566 9_667 ? O3 K1 Mn1 110.65(5) 4_567 9_667 ? O3 K1 Mn1 31.42(3) 9_667 9_667 ? K1 K1 Mn1 61.814(14) 10_558 9_667 ? O4 K1 Mn1 78.31(5) . 11_566 ? O4 K1 Mn1 167.11(5) 12_655 11_566 ? O1 K1 Mn1 110.29(4) 9_667 11_566 ? O1 K1 Mn1 31.14(4) 11_566 11_566 ? O3 K1 Mn1 31.42(3) 4_567 11_566 ? O3 K1 Mn1 110.65(5) 9_667 11_566 ? K1 K1 Mn1 61.814(14) 10_558 11_566 ? Mn1 K1 Mn1 113.30(3) 9_667 11_566 ? O4 K1 K1 73.69(5) . 9_667 ? O4 K1 K1 73.69(5) 12_655 9_667 ? O1 K1 K1 128.34(4) 9_667 9_667 ? O1 K1 K1 128.34(4) 11_566 9_667 ? O3 K1 K1 67.45(4) 4_567 9_667 ? O3 K1 K1 67.45(4) 9_667 9_667 ? K1 K1 K1 135.98(3) 10_558 9_667 ? Mn1 K1 K1 98.29(2) 9_667 9_667 ? Mn1 K1 K1 98.29(2) 11_566 9_667 ? C3 O1 Mn1 121.19(19) . . ? C3 O1 K1 117.45(12) . 9_667 ? Mn1 O1 K1 105.45(7) . 9_667 ? C3 O1 K1 117.45(12) . 2_664 ? Mn1 O1 K1 105.45(7) . 2_664 ? K1 O1 K1 82.98(6) 9_667 2_664 ? C6 O3 Mn1 120.30(14) . . ? C6 O3 K1 130.98(15) . 9_667 ? Mn1 O3 K1 104.11(6) . 9_667 ? C6 O4 K1 127.56(15) . . ? C1 N1 N1 119.97(16) . 3_556 ? C1 N1 Mn1 112.91(18) . . ? N1 N1 Mn1 127.12(6) 3_556 . ? C4 N2 N2 119.96(12) . 12 ? C4 N2 Mn1 112.18(14) . . ? N2 N2 Mn1 126.88(4) 12 . ? N1 C1 C2 122.1(3) . . ? N1 C1 C3 116.2(2) . . ? C2 C1 C3 121.6(2) . . ? C2 C2 C1 117.89(16) 3_556 . ? C2 C2 H2 121.1 3_556 . ? C1 C2 H2 121.1 . . ? O2 C3 O1 127.2(3) . . ? O2 C3 C1 117.1(3) . . ? O1 C3 C1 115.7(2) . . ? N2 C4 C5 122.3(2) . . ? N2 C4 C6 115.34(18) . . ? C5 C4 C6 122.40(19) . . ? C5 C5 C4 117.69(13) 12 . ? C5 C5 H5 121.2 12 . ? C4 C5 H5 121.2 . . ? O4 C6 O3 127.1(2) . . ? O4 C6 C4 117.2(2) . . ? O3 C6 C4 115.73(19) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.809 _refine_diff_density_min -0.553 _refine_diff_density_rms 0.090 # Attachment '6.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 683333' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H6 K2 N6 O12 Zn2' _chemical_formula_weight 707.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Cmcm ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' 'x+1/2, -y+1/2, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 10.7037(10) _cell_length_b 15.0640(14) _cell_length_c 13.2866(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2142.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 2238 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 30.10 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.193 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 2.714 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7730 _exptl_absorpt_correction_T_max 0.8762 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4077 _diffrn_reflns_av_R_equivalents 0.0209 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.99 _reflns_number_total 1124 _reflns_number_gt 1006 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+2.4174P] 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 1124 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0285 _refine_ls_R_factor_gt 0.0245 _refine_ls_wR_factor_ref 0.0680 _refine_ls_wR_factor_gt 0.0648 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 Zn1 Zn 0.18927(3) 0.48146(2) 0.7500 0.02693(15) Uani 1 2 d S . . K1 K 0.5000 0.59078(6) 1.11061(6) 0.0420(2) Uani 1 2 d S . . O1 O 0.30916(18) 0.37461(14) 0.7500 0.0324(5) Uani 1 2 d S . . O2 O 0.3255(2) 0.22729(15) 0.7500 0.0449(7) Uani 1 2 d S . . O3 O 0.30656(14) 0.53474(11) 0.85824(16) 0.0386(4) Uani 1 1 d . . . O4 O 0.32603(17) 0.63867(12) 0.97662(16) 0.0490(5) Uani 1 1 d . . . N1 N 0.0625(2) 0.36594(14) 0.7500 0.0220(5) Uani 1 2 d S . . N2 N 0.06248(17) 0.54773(10) 0.86053(14) 0.0254(4) Uani 1 1 d . . . C1 C 0.1245(3) 0.28937(18) 0.7500 0.0228(6) Uani 1 2 d S . . C2 C 0.0637(3) 0.20769(19) 0.7500 0.0283(7) Uani 1 2 d S . . H2 H 0.1086 0.1548 0.7500 0.034 Uiso 1 2 calc SR . . C3 C 0.2658(3) 0.2966(2) 0.7500 0.0268(6) Uani 1 2 d S . . C4 C 0.1241(2) 0.60215(12) 0.92098(17) 0.0264(5) Uani 1 1 d . . . C5 C 0.0632(2) 0.66419(14) 0.98204(17) 0.0330(5) Uani 1 1 d . . . H5 H 0.1081 0.7041 1.0213 0.040 Uiso 1 1 calc R . . C6 C 0.2646(2) 0.59190(14) 0.91881(18) 0.0323(5) 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 Zn1 0.0136(2) 0.0210(2) 0.0461(3) 0.000 0.000 -0.00018(13) K1 0.0187(4) 0.0618(5) 0.0455(5) 0.0047(4) 0.000 0.000 O1 0.0174(12) 0.0239(11) 0.0561(15) 0.000 0.000 -0.0025(8) O2 0.0210(13) 0.0280(12) 0.086(2) 0.000 0.000 0.0081(10) O3 0.0200(10) 0.0314(8) 0.0645(12) -0.0066(8) -0.0042(7) 0.0033(6) O4 0.0339(11) 0.0469(10) 0.0662(13) -0.0103(9) -0.0213(9) -0.0011(8) N1 0.0162(11) 0.0175(11) 0.0321(13) 0.000 0.000 0.0002(9) N2 0.0201(9) 0.0206(8) 0.0354(10) -0.0008(7) -0.0002(8) 0.0003(7) C1 0.0189(16) 0.0207(13) 0.0288(16) 0.000 0.000 0.0015(11) C2 0.0232(15) 0.0170(12) 0.0446(19) 0.000 0.000 0.0024(12) C3 0.0208(16) 0.0251(14) 0.0345(17) 0.000 0.000 0.0013(13) C4 0.0262(12) 0.0221(9) 0.0310(11) 0.0042(8) -0.0039(9) -0.0006(8) C5 0.0365(13) 0.0296(10) 0.0328(12) -0.0064(9) -0.0041(10) -0.0024(10) C6 0.0290(13) 0.0242(10) 0.0437(14) 0.0035(10) -0.0094(10) 0.0004(9) _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 Zn1 O1 2.058(2) . ? Zn1 O3 2.0709(18) . ? Zn1 O3 2.0709(18) 10_557 ? Zn1 N1 2.207(2) . ? Zn1 N2 2.2350(18) 10_557 ? Zn1 N2 2.2350(18) . ? Zn1 K1 3.9593(6) 9_667 ? Zn1 K1 3.9593(6) 2_664 ? K1 O4 2.6753(19) . ? K1 O4 2.6753(19) 12_655 ? K1 O1 2.8061(16) 9_667 ? K1 O1 2.8061(16) 11_566 ? K1 O3 2.8344(17) 4_567 ? K1 O3 2.8344(17) 9_667 ? K1 K1 3.7040(17) 10_558 ? K1 Zn1 3.9593(6) 9_667 ? K1 Zn1 3.9593(6) 11_566 ? K1 K1 4.0150(17) 9_667 ? O1 C3 1.263(4) . ? O1 K1 2.8061(16) 9_667 ? O1 K1 2.8061(16) 2_664 ? O2 C3 1.225(4) . ? O3 C6 1.261(3) . ? O3 K1 2.8344(17) 9_667 ? O4 C6 1.232(3) . ? N1 C1 1.331(4) . ? N1 N1 1.338(5) 3_556 ? N2 C4 1.324(3) . ? N2 N2 1.337(4) 12 ? C1 C2 1.392(4) . ? C1 C3 1.516(5) . ? C2 C2 1.364(6) 3_556 ? C4 C5 1.399(3) . ? C4 C6 1.512(4) . ? C5 C5 1.353(5) 12 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 85.71(6) . . ? O1 Zn1 O3 85.71(6) . 10_557 ? O3 Zn1 O3 87.97(11) . 10_557 ? O1 Zn1 N1 76.51(9) . . ? O3 Zn1 N1 132.72(6) . . ? O3 Zn1 N1 132.72(6) 10_557 . ? O1 Zn1 N2 136.70(5) . 10_557 ? O3 Zn1 N2 130.64(6) . 10_557 ? O3 Zn1 N2 74.85(7) 10_557 10_557 ? N1 Zn1 N2 88.79(6) . 10_557 ? O1 Zn1 N2 136.70(5) . . ? O3 Zn1 N2 74.85(7) . . ? O3 Zn1 N2 130.64(6) 10_557 . ? N1 Zn1 N2 88.79(6) . . ? N2 Zn1 N2 82.15(9) 10_557 . ? O1 Zn1 K1 42.39(4) . 9_667 ? O3 Zn1 K1 43.32(5) . 9_667 ? O3 Zn1 K1 85.54(5) 10_557 9_667 ? N1 Zn1 K1 107.45(6) . 9_667 ? N2 Zn1 K1 160.09(5) 10_557 9_667 ? N2 Zn1 K1 109.00(5) . 9_667 ? O1 Zn1 K1 42.39(4) . 2_664 ? O3 Zn1 K1 85.54(5) . 2_664 ? O3 Zn1 K1 43.32(5) 10_557 2_664 ? N1 Zn1 K1 107.45(6) . 2_664 ? N2 Zn1 K1 109.00(5) 10_557 2_664 ? N2 Zn1 K1 160.09(5) . 2_664 ? K1 Zn1 K1 55.78(2) 9_667 2_664 ? O4 K1 O4 88.22(10) . 12_655 ? O4 K1 O1 153.61(7) . 9_667 ? O4 K1 O1 83.25(6) 12_655 9_667 ? O4 K1 O1 83.25(6) . 11_566 ? O4 K1 O1 153.61(7) 12_655 11_566 ? O1 K1 O1 93.43(6) 9_667 11_566 ? O4 K1 O3 76.62(6) . 4_567 ? O4 K1 O3 141.77(7) 12_655 4_567 ? O1 K1 O3 124.01(6) 9_667 4_567 ? O1 K1 O3 59.72(6) 11_566 4_567 ? O4 K1 O3 141.77(7) . 9_667 ? O4 K1 O3 76.62(6) 12_655 9_667 ? O1 K1 O3 59.72(6) 9_667 9_667 ? O1 K1 O3 124.01(6) 11_566 9_667 ? O3 K1 O3 93.86(7) 4_567 9_667 ? O4 K1 K1 131.72(5) . 10_558 ? O4 K1 K1 131.72(5) 12_655 10_558 ? O1 K1 K1 48.70(3) 9_667 10_558 ? O1 K1 K1 48.70(3) 11_566 10_558 ? O3 K1 K1 81.60(5) 4_567 10_558 ? O3 K1 K1 81.60(5) 9_667 10_558 ? O4 K1 Zn1 165.95(5) . 9_667 ? O4 K1 Zn1 78.50(5) 12_655 9_667 ? O1 K1 Zn1 29.64(4) 9_667 9_667 ? O1 K1 Zn1 110.72(4) 11_566 9_667 ? O3 K1 Zn1 111.22(4) 4_567 9_667 ? O3 K1 Zn1 30.08(4) 9_667 9_667 ? K1 K1 Zn1 62.111(12) 10_558 9_667 ? O4 K1 Zn1 78.50(5) . 11_566 ? O4 K1 Zn1 165.95(5) 12_655 11_566 ? O1 K1 Zn1 110.72(4) 9_667 11_566 ? O1 K1 Zn1 29.64(4) 11_566 11_566 ? O3 K1 Zn1 30.08(4) 4_567 11_566 ? O3 K1 Zn1 111.22(4) 9_667 11_566 ? K1 K1 Zn1 62.111(11) 10_558 11_566 ? Zn1 K1 Zn1 114.29(2) 9_667 11_566 ? O4 K1 K1 72.33(5) . 9_667 ? O4 K1 K1 72.33(5) 12_655 9_667 ? O1 K1 K1 127.57(4) 9_667 9_667 ? O1 K1 K1 127.57(4) 11_566 9_667 ? O3 K1 K1 69.66(4) 4_567 9_667 ? O3 K1 K1 69.66(4) 9_667 9_667 ? K1 K1 K1 137.06(2) 10_558 9_667 ? Zn1 K1 K1 98.93(2) 9_667 9_667 ? Zn1 K1 K1 98.93(2) 11_566 9_667 ? C3 O1 Zn1 119.87(19) . . ? C3 O1 K1 116.13(13) . 9_667 ? Zn1 O1 K1 107.97(7) . 9_667 ? C3 O1 K1 116.13(13) . 2_664 ? Zn1 O1 K1 107.97(7) . 2_664 ? K1 O1 K1 82.60(6) 9_667 2_664 ? C6 O3 Zn1 119.48(14) . . ? C6 O3 K1 128.48(16) . 9_667 ? Zn1 O3 K1 106.60(7) . 9_667 ? C6 O4 K1 129.19(15) . . ? C1 N1 N1 119.91(16) . 3_556 ? C1 N1 Zn1 112.15(19) . . ? N1 N1 Zn1 127.95(6) 3_556 . ? C4 N2 N2 119.89(12) . 12 ? C4 N2 Zn1 111.88(14) . . ? N2 N2 Zn1 127.39(5) 12 . ? N1 C1 C2 122.2(3) . . ? N1 C1 C3 115.8(2) . . ? C2 C1 C3 122.0(3) . . ? C2 C2 C1 117.86(17) 3_556 . ? O2 C3 O1 127.0(3) . . ? O2 C3 C1 117.3(3) . . ? O1 C3 C1 115.7(2) . . ? N2 C4 C5 122.2(2) . . ? N2 C4 C6 114.89(19) . . ? C5 C4 C6 122.9(2) . . ? C5 C5 C4 117.78(13) 12 . ? O4 C6 O3 126.7(2) . . ? O4 C6 C4 117.4(2) . . ? O3 C6 C4 115.83(19) . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.632 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.065 # Attachment '7.cif' data_7 _database_code_depnum_ccdc_archive 'CCDC 683334' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 Mn2 N8 O12' _chemical_formula_weight 644.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3716(17) _cell_length_b 13.332(3) _cell_length_c 18.101(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.150(3) _cell_angle_gamma 90.00 _cell_volume 2219.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 1109 _cell_measurement_theta_min 2.288 _cell_measurement_theta_max 22.06 _exptl_crystal_description recthedral _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.928 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 1.226 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8872 _exptl_absorpt_correction_T_max 0.9412 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.5 _diffrn_reflns_number 12271 _diffrn_reflns_av_R_equivalents 0.0736 _diffrn_reflns_av_sigmaI/netI 0.0954 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 26.01 _reflns_number_total 4353 _reflns_number_gt 2325 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0989P)^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 4353 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1360 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.2008 _refine_ls_wR_factor_gt 0.1638 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _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 Mn1 Mn 0.56122(10) 0.23814(7) 0.39560(5) 0.0329(3) Uani 1 1 d . . . Mn2 Mn 0.37410(10) 0.26201(7) 0.58259(5) 0.0340(3) Uani 1 1 d . . . O1 O 0.7125(5) 0.3379(4) 0.3638(2) 0.0505(13) Uani 1 1 d . . . O2 O 0.8922(5) 0.4459(4) 0.4056(3) 0.0581(14) Uani 1 1 d . . . O3 O 0.4028(5) 0.3867(4) 0.6597(3) 0.0497(13) Uani 1 1 d . . . O4 O 0.5544(5) 0.5056(4) 0.7142(3) 0.0695(17) Uani 1 1 d . . . O11 O 0.4506(5) 0.2302(3) 0.2822(2) 0.0456(12) Uani 1 1 d . . . O12 O 0.2393(5) 0.2274(4) 0.2012(3) 0.0548(14) Uani 1 1 d . . . O13 O 0.1492(5) 0.2667(3) 0.5838(2) 0.0454(12) Uani 1 1 d . . . O14 O -0.0763(5) 0.2343(4) 0.5205(3) 0.0559(14) Uani 1 1 d . . . O21 O 0.6937(5) 0.1141(4) 0.3721(3) 0.0530(13) Uani 1 1 d . . . O22 O 0.8520(5) -0.0048(4) 0.4222(3) 0.0688(17) Uani 1 1 d . . . O23 O 0.4049(5) 0.1620(4) 0.6746(3) 0.0516(13) Uani 1 1 d . . . O24 O 0.5574(5) 0.0552(4) 0.7447(3) 0.0635(15) Uani 1 1 d . . . N1 N 0.6058(5) 0.3595(4) 0.4880(3) 0.0299(12) Uani 1 1 d . . . N2 N 0.5422(5) 0.3687(4) 0.5480(3) 0.0304(12) Uani 1 1 d . . . N11 N 0.3179(5) 0.2431(3) 0.3988(3) 0.0276(11) Uani 1 1 d . . . N12 N 0.2561(5) 0.2470(3) 0.4606(3) 0.0263(11) Uani 1 1 d . . . N21 N 0.5964(5) 0.1320(3) 0.4982(3) 0.0298(12) Uani 1 1 d . . . N22 N 0.5380(5) 0.1423(3) 0.5597(3) 0.0282(11) Uani 1 1 d . . . N3 N 0.6060(6) 0.3826(4) 0.2015(3) 0.0503(15) Uani 1 1 d . . . N4 N 0.6167(7) 0.0933(4) 0.2057(3) 0.0534(16) Uani 1 1 d . . . C1 C 0.7805(8) 0.3976(5) 0.4115(4) 0.0434(18) Uani 1 1 d . . . C2 C 0.7220(6) 0.4138(4) 0.4829(3) 0.0308(14) Uani 1 1 d . . . C3 C 0.7853(7) 0.4800(5) 0.5401(4) 0.0438(18) Uani 1 1 d . . . H3A H 0.8690 0.5157 0.5369 0.053 Uiso 1 1 calc R . . C4 C 0.7206(7) 0.4900(5) 0.5998(4) 0.0417(17) Uani 1 1 d . . . H4A H 0.7586 0.5337 0.6387 0.050 Uiso 1 1 calc R . . C5 C 0.5955(6) 0.4339(5) 0.6030(4) 0.0377(16) Uani 1 1 d . . . C6 C 0.5103(7) 0.4430(6) 0.6646(4) 0.0482(19) Uani 1 1 d . . . C11 C 0.3134(7) 0.2310(4) 0.2654(3) 0.0324(15) Uani 1 1 d . . . C12 C 0.2342(7) 0.2332(4) 0.3301(3) 0.0307(14) Uani 1 1 d . . . C13 C 0.0838(7) 0.2233(5) 0.3202(4) 0.0418(17) Uani 1 1 d . . . H9A H 0.0272 0.2155 0.2723 0.050 Uiso 1 1 calc R . . C14 C 0.0210(7) 0.2256(5) 0.3826(4) 0.0438(17) Uani 1 1 d . . . H10A H -0.0788 0.2176 0.3784 0.053 Uiso 1 1 calc R . . C15 C 0.1113(7) 0.2400(4) 0.4523(4) 0.0324(15) Uani 1 1 d . . . C16 C 0.0550(7) 0.2471(5) 0.5251(4) 0.0420(17) Uani 1 1 d . . . C21 C 0.7554(8) 0.0579(6) 0.4251(4) 0.0487(19) Uani 1 1 d . . . C22 C 0.7072(7) 0.0692(4) 0.4992(3) 0.0347(15) Uani 1 1 d . . . C23 C 0.7706(7) 0.0189(5) 0.5645(4) 0.0445(18) Uani 1 1 d . . . H15A H 0.8525 -0.0209 0.5654 0.053 Uiso 1 1 calc R . . C24 C 0.7123(7) 0.0283(5) 0.6265(4) 0.0421(17) Uani 1 1 d . . . H16A H 0.7522 -0.0048 0.6710 0.051 Uiso 1 1 calc R . . C25 C 0.5907(6) 0.0889(4) 0.6218(3) 0.0325(15) Uani 1 1 d . . . C26 C 0.5101(7) 0.1032(6) 0.6863(4) 0.0446(18) 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 Mn1 0.0220(5) 0.0510(7) 0.0257(6) -0.0016(4) 0.0040(4) -0.0009(4) Mn2 0.0221(5) 0.0534(7) 0.0258(6) -0.0022(4) 0.0031(4) -0.0005(4) O1 0.039(3) 0.080(4) 0.033(3) 0.003(2) 0.007(2) -0.020(2) O2 0.045(3) 0.080(4) 0.051(3) 0.013(3) 0.015(2) -0.027(3) O3 0.032(3) 0.076(3) 0.044(3) -0.021(2) 0.015(2) -0.002(2) O4 0.050(3) 0.099(4) 0.060(4) -0.052(3) 0.014(3) -0.003(3) O11 0.028(3) 0.080(3) 0.028(3) -0.004(2) 0.004(2) 0.000(2) O12 0.040(3) 0.096(4) 0.026(3) -0.002(2) -0.001(2) 0.002(3) O13 0.025(2) 0.081(3) 0.032(3) -0.002(2) 0.007(2) 0.002(2) O14 0.022(3) 0.096(4) 0.051(3) -0.002(3) 0.010(2) -0.002(2) O21 0.045(3) 0.084(4) 0.031(3) -0.006(3) 0.010(2) 0.017(3) O22 0.061(3) 0.094(4) 0.050(3) -0.017(3) 0.006(3) 0.038(3) O23 0.032(3) 0.086(4) 0.038(3) 0.009(3) 0.009(2) 0.001(3) O24 0.049(3) 0.088(4) 0.053(3) 0.033(3) 0.009(3) -0.002(3) N1 0.021(3) 0.039(3) 0.028(3) 0.000(2) 0.002(2) -0.003(2) N2 0.020(3) 0.040(3) 0.029(3) -0.004(2) 0.000(2) 0.001(2) N11 0.020(3) 0.035(3) 0.026(3) 0.003(2) 0.002(2) 0.001(2) N12 0.017(3) 0.035(3) 0.026(3) 0.004(2) 0.004(2) 0.002(2) N21 0.021(3) 0.034(3) 0.034(3) -0.003(2) 0.002(2) 0.001(2) N22 0.027(3) 0.031(3) 0.027(3) 0.006(2) 0.008(2) -0.001(2) N3 0.057(4) 0.056(4) 0.044(4) 0.002(3) 0.025(3) 0.004(3) N4 0.067(4) 0.055(4) 0.047(4) -0.005(3) 0.034(3) -0.014(3) C1 0.042(4) 0.053(4) 0.037(4) 0.012(3) 0.010(3) -0.014(3) C2 0.024(3) 0.035(3) 0.032(4) -0.001(3) 0.003(3) -0.001(3) C3 0.033(4) 0.043(4) 0.052(5) 0.005(3) 0.000(3) -0.015(3) C4 0.034(4) 0.038(4) 0.046(5) -0.012(3) -0.008(3) 0.002(3) C5 0.025(4) 0.038(4) 0.046(4) -0.010(3) -0.001(3) 0.006(3) C6 0.030(4) 0.060(5) 0.052(5) -0.014(4) 0.000(3) 0.017(3) C11 0.032(4) 0.041(4) 0.022(3) 0.002(3) 0.001(3) -0.003(3) C12 0.024(3) 0.039(3) 0.026(3) -0.001(3) -0.002(3) 0.004(3) C13 0.025(4) 0.071(5) 0.024(4) 0.000(3) -0.008(3) -0.001(3) C14 0.024(4) 0.070(5) 0.036(4) 0.001(3) 0.001(3) 0.007(3) C15 0.023(3) 0.045(4) 0.029(4) -0.002(3) 0.007(3) 0.002(3) C16 0.026(4) 0.059(5) 0.041(4) 0.005(3) 0.008(3) 0.006(3) C21 0.040(5) 0.059(5) 0.042(5) -0.015(4) -0.005(4) 0.005(4) C22 0.035(4) 0.035(4) 0.033(4) -0.012(3) 0.003(3) 0.001(3) C23 0.042(4) 0.038(4) 0.048(5) -0.008(3) -0.008(4) 0.017(3) C24 0.043(4) 0.034(4) 0.043(4) 0.007(3) -0.005(3) 0.003(3) C25 0.030(4) 0.027(3) 0.039(4) 0.003(3) 0.001(3) -0.007(3) C26 0.031(4) 0.063(5) 0.037(4) 0.012(4) 0.001(3) -0.008(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 Mn1 O1 2.104(4) . ? Mn1 O11 2.116(4) . ? Mn1 O21 2.159(5) . ? Mn1 N11 2.293(5) . ? Mn1 N1 2.306(5) . ? Mn1 N21 2.307(5) . ? Mn2 O23 2.110(5) . ? Mn2 O13 2.113(4) . ? Mn2 O3 2.153(5) . ? Mn2 N12 2.280(5) . ? Mn2 N2 2.297(5) . ? Mn2 N22 2.307(5) . ? O1 C1 1.254(8) . ? O2 C1 1.250(7) . ? O3 C6 1.245(8) . ? O4 C6 1.237(8) . ? O11 C11 1.263(7) . ? O12 C11 1.234(7) . ? O13 C16 1.270(8) . ? O14 C16 1.229(8) . ? O21 C21 1.266(8) . ? O22 C21 1.240(8) . ? O23 C26 1.246(8) . ? O24 C26 1.243(7) . ? N1 C2 1.325(7) . ? N1 N2 1.343(6) . ? N2 C5 1.343(7) . ? N11 C12 1.344(7) . ? N11 N12 1.355(6) . ? N12 C15 1.339(7) . ? N21 C22 1.331(7) . ? N21 N22 1.341(6) . ? N22 C25 1.341(7) . ? C1 C2 1.514(9) . ? C2 C3 1.402(8) . ? C3 C4 1.344(9) . ? C4 C5 1.401(9) . ? C5 C6 1.497(9) . ? C11 C12 1.502(9) . ? C12 C13 1.392(8) . ? C13 C14 1.371(9) . ? C14 C15 1.390(9) . ? C15 C16 1.514(9) . ? C21 C22 1.504(9) . ? C22 C23 1.389(8) . ? C23 C24 1.346(9) . ? C24 C25 1.386(8) . ? C25 C26 1.519(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O11 89.77(17) . . ? O1 Mn1 O21 89.2(2) . . ? O11 Mn1 O21 87.89(17) . . ? O1 Mn1 N11 135.64(18) . . ? O11 Mn1 N11 73.92(18) . . ? O21 Mn1 N11 129.76(18) . . ? O1 Mn1 N1 73.60(18) . . ? O11 Mn1 N1 136.43(17) . . ? O21 Mn1 N1 130.53(17) . . ? N11 Mn1 N1 90.17(17) . . ? O1 Mn1 N21 127.50(17) . . ? O11 Mn1 N21 135.82(17) . . ? O21 Mn1 N21 71.98(18) . . ? N11 Mn1 N21 89.16(17) . . ? N1 Mn1 N21 82.48(17) . . ? O23 Mn2 O13 89.71(18) . . ? O23 Mn2 O3 89.7(2) . . ? O13 Mn2 O3 88.31(17) . . ? O23 Mn2 N12 132.56(18) . . ? O13 Mn2 N12 73.42(17) . . ? O3 Mn2 N12 132.23(17) . . ? O23 Mn2 N2 127.60(17) . . ? O13 Mn2 N2 136.25(18) . . ? O3 Mn2 N2 72.08(18) . . ? N12 Mn2 N2 91.14(17) . . ? O23 Mn2 N22 73.15(18) . . ? O13 Mn2 N22 136.24(18) . . ? O3 Mn2 N22 130.24(17) . . ? N12 Mn2 N22 88.88(17) . . ? N2 Mn2 N22 82.20(17) . . ? C1 O1 Mn1 119.5(4) . . ? C6 O3 Mn2 120.7(4) . . ? C11 O11 Mn1 121.2(4) . . ? C16 O13 Mn2 121.2(4) . . ? C21 O21 Mn1 120.0(4) . . ? C26 O23 Mn2 121.0(4) . . ? C2 N1 N2 120.4(5) . . ? C2 N1 Mn1 111.7(4) . . ? N2 N1 Mn1 127.2(4) . . ? N1 N2 C5 119.9(5) . . ? N1 N2 Mn2 126.8(4) . . ? C5 N2 Mn2 112.1(4) . . ? C12 N11 N12 120.1(5) . . ? C12 N11 Mn1 112.3(4) . . ? N12 N11 Mn1 127.4(3) . . ? C15 N12 N11 119.4(5) . . ? C15 N12 Mn2 113.9(4) . . ? N11 N12 Mn2 126.7(3) . . ? C22 N21 N22 119.7(5) . . ? C22 N21 Mn1 112.8(4) . . ? N22 N21 Mn1 126.1(3) . . ? N21 N22 C25 119.9(5) . . ? N21 N22 Mn2 127.8(3) . . ? C25 N22 Mn2 111.5(4) . . ? O2 C1 O1 126.1(7) . . ? O2 C1 C2 116.6(6) . . ? O1 C1 C2 117.3(6) . . ? N1 C2 C3 121.9(6) . . ? N1 C2 C1 114.8(5) . . ? C3 C2 C1 123.3(6) . . ? C4 C3 C2 117.7(6) . . ? C3 C4 C5 119.4(6) . . ? N2 C5 C4 120.6(6) . . ? N2 C5 C6 115.4(6) . . ? C4 C5 C6 124.0(6) . . ? O4 C6 O3 127.7(7) . . ? O4 C6 C5 116.3(7) . . ? O3 C6 C5 116.0(6) . . ? O12 C11 O11 126.0(6) . . ? O12 C11 C12 117.5(6) . . ? O11 C11 C12 116.5(5) . . ? N11 C12 C13 121.6(6) . . ? N11 C12 C11 115.8(5) . . ? C13 C12 C11 122.6(6) . . ? C14 C13 C12 118.5(6) . . ? C13 C14 C15 117.9(6) . . ? N12 C15 C14 122.5(6) . . ? N12 C15 C16 114.5(6) . . ? C14 C15 C16 123.0(6) . . ? O14 C16 O13 127.6(7) . . ? O14 C16 C15 116.4(6) . . ? O13 C16 C15 116.0(6) . . ? O22 C21 O21 126.6(7) . . ? O22 C21 C22 116.9(7) . . ? O21 C21 C22 116.4(6) . . ? N21 C22 C23 121.4(6) . . ? N21 C22 C21 114.7(6) . . ? C23 C22 C21 123.9(6) . . ? C24 C23 C22 119.2(6) . . ? C23 C24 C25 117.7(6) . . ? N22 C25 C24 121.8(6) . . ? N22 C25 C26 114.8(5) . . ? C24 C25 C26 123.4(6) . . ? O24 C26 O23 127.5(7) . . ? O24 C26 C25 116.2(6) . . ? O23 C26 C25 116.3(6) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.600 _refine_diff_density_min -0.509 _refine_diff_density_rms 0.112 # Attachment '8.cif' data_8 _database_code_depnum_ccdc_archive 'CCDC 683335' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 N8 O12 Zn2' _chemical_formula_weight 665.11 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Cmcm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z-1/2' 'x+1/2, -y+1/2, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 10.9117(12) _cell_length_b 14.9509(15) _cell_length_c 13.3255(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2173.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 4555 _cell_measurement_theta_min 2.310 _cell_measurement_theta_max 26.903 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.032 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 2.297 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7701 _exptl_absorpt_correction_T_max 0.8028 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5319 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.13 _reflns_number_total 1311 _reflns_number_gt 1015 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+30.8145P] 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 1311 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0859 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.1646 _refine_ls_wR_factor_gt 0.1506 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 Zn1 Zn 0.18478(8) 0.47986(6) 0.7500 0.0456(4) Uani 1 2 d S . . O1 O 0.3005(5) 0.3727(4) 0.7500 0.062(3) Uani 1 2 d S . . O2 O 0.3204(6) 0.2262(4) 0.7500 0.079(3) Uani 1 2 d S . . O3 O 0.2986(4) 0.5347(3) 0.8568(7) 0.082(3) Uani 1 1 d . . . O4 O 0.3173(7) 0.6412(4) 0.9720(9) 0.098(4) Uani 1 1 d . . . N1 N 0.0617(5) 0.3634(4) 0.7500 0.0271(13) Uani 1 2 d S . . N2 N 0.0609(4) 0.5474(3) 0.8599(4) 0.0332(10) Uani 1 1 d . . . N3 N 0.5000 0.5919(6) 1.1058(8) 0.061(2) Uani 1 2 d S . . C1 C 0.1214(7) 0.2874(5) 0.7500 0.041(2) Uani 1 2 d S . . C2 C 0.0627(8) 0.2055(6) 0.7500 0.065(3) Uani 1 2 d S . . H2 H 0.1069 0.1523 0.7500 0.109 Uiso 1 2 calc SR . . C3 C 0.2606(7) 0.2946(5) 0.7500 0.045(2) Uani 1 2 d S . . C4 C 0.1204(6) 0.6028(4) 0.9196(5) 0.0506(18) Uani 1 1 d . . . C5 C 0.0623(8) 0.6646(4) 0.9799(5) 0.069(2) Uani 1 1 d . . . H5 H 0.1066 0.7047 1.0190 0.083 Uiso 1 1 calc R . . C6 C 0.2592(8) 0.5928(4) 0.9151(10) 0.077(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 Zn1 0.0170(4) 0.0239(5) 0.0959(9) 0.000 0.000 -0.0001(4) O1 0.021(4) 0.024(4) 0.141(6) 0.000 0.000 -0.003(3) O2 0.027(3) 0.032(3) 0.176(9) 0.000 0.000 0.008(3) O3 0.039(3) 0.041(3) 0.167(7) -0.026(4) -0.037(4) 0.009(3) O4 0.083(5) 0.087(5) 0.122(6) -0.034(5) -0.077(3) 0.018(5) N1 0.020(3) 0.022(3) 0.040(3) 0.000 0.000 0.001(2) N2 0.033(2) 0.0240(19) 0.043(3) -0.0012(18) -0.008(2) 0.0032(18) N3 0.026(4) 0.065(5) 0.091(7) 0.022(5) 0.000 0.000 C1 0.024(4) 0.022(3) 0.078(7) 0.000 0.000 0.002(3) C2 0.033(6) 0.025(5) 0.138(7) 0.000 0.000 0.006(5) C3 0.023(4) 0.034(4) 0.079(7) 0.000 0.000 0.003(3) C4 0.066(4) 0.025(3) 0.061(4) -0.003(3) -0.037(4) 0.004(3) C5 0.119(7) 0.035(3) 0.053(4) -0.013(3) -0.028(4) 0.001(4) C6 0.068(7) 0.040(5) 0.123(8) -0.023(6) -0.067(6) 0.015(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.040(6) . ? Zn1 O3 2.059(6) . ? Zn1 O3 2.059(6) 10_557 ? Zn1 N1 2.199(6) . ? Zn1 N2 2.234(5) . ? Zn1 N2 2.234(5) 10_557 ? O1 C3 1.247(10) . ? O2 C3 1.213(10) . ? O3 C6 1.243(12) . ? O4 C6 1.223(9) . ? N1 C1 1.310(9) . ? N1 N1 1.346(11) 3_556 ? N2 C4 1.319(7) . ? N2 N2 1.330(9) 12 ? C1 C2 1.381(11) . ? C1 C3 1.522(11) . ? C2 C2 1.369(18) 3_556 ? C2 H2 0.9300 . ? C4 C5 1.378(9) . ? C4 C6 1.523(11) . ? C5 C5 1.360(17) 12 ? C5 H5 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 86.51(17) . . ? O1 Zn1 O3 86.51(17) . 10_557 ? O3 Zn1 O3 87.5(5) . 10_557 ? O1 Zn1 N1 75.9(2) . . ? O3 Zn1 N1 133.1(2) . . ? O3 Zn1 N1 133.1(2) 10_557 . ? O1 Zn1 N2 136.84(12) . . ? O3 Zn1 N2 74.4(2) . . ? O3 Zn1 N2 129.65(18) 10_557 . ? N1 Zn1 N2 89.34(15) . . ? O1 Zn1 N2 136.84(12) . 10_557 ? O3 Zn1 N2 129.65(18) . 10_557 ? O3 Zn1 N2 74.4(2) 10_557 10_557 ? N1 Zn1 N2 89.34(15) . 10_557 ? N2 Zn1 N2 81.9(2) . 10_557 ? C3 O1 Zn1 121.3(5) . . ? C6 O3 Zn1 120.2(4) . . ? C1 N1 N1 119.8(4) . 3_556 ? C1 N1 Zn1 112.5(5) . . ? N1 N1 Zn1 127.64(14) 3_556 . ? C4 N2 N2 119.5(4) . 12 ? C4 N2 Zn1 112.5(4) . . ? N2 N2 Zn1 127.21(11) 12 . ? N1 C1 C2 122.5(7) . . ? N1 C1 C3 115.8(7) . . ? C2 C1 C3 121.7(7) . . ? C2 C2 C1 117.6(5) 3_556 . ? C2 C2 H2 121.2 3_556 . ? C1 C2 H2 121.2 . . ? O2 C3 O1 127.0(8) . . ? O2 C3 C1 118.5(8) . . ? O1 C3 C1 114.5(7) . . ? N2 C4 C5 123.1(7) . . ? N2 C4 C6 113.8(6) . . ? C5 C4 C6 123.1(7) . . ? C5 C5 C4 117.4(4) 12 . ? C5 C5 H5 121.3 12 . ? C4 C5 H5 121.3 . . ? O4 C6 O3 128.4(9) . . ? O4 C6 C4 115.7(9) . . ? O3 C6 C4 115.9(6) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.13 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.894 _refine_diff_density_min -0.991 _refine_diff_density_rms 0.120 # Attachment '9.cif' data_9 _database_code_depnum_ccdc_archive 'CCDC 683336' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H10 Mn2 N6 Na2 O14' _chemical_formula_weight 690.18 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5936(17) _cell_length_b 13.010(2) _cell_length_c 18.569(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.359(2) _cell_angle_gamma 90.00 _cell_volume 2272.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 1928 _cell_measurement_theta_min 2.234 _cell_measurement_theta_max 26.299 _exptl_crystal_description rhombic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.017 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 1.242 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8858 _exptl_absorpt_correction_T_max 0.9405 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.5 _diffrn_reflns_number 12486 _diffrn_reflns_av_R_equivalents 0.0493 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4418 _reflns_number_gt 2988 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0847P)^2^+3.8551P] 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 4418 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0941 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1746 _refine_ls_wR_factor_gt 0.1517 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Mn1 Mn 0.56385(8) 0.23833(6) 0.39815(4) 0.0235(2) Uani 1 1 d . . . Mn2 Mn 0.37999(8) 0.26228(6) 0.58174(4) 0.0239(2) Uani 1 1 d . . . Na1 Na 0.8333(3) 0.41997(19) 0.27594(13) 0.0419(6) Uani 1 1 d . . . O1 O 0.7168(4) 0.3389(3) 0.3694(2) 0.0354(10) Uani 1 1 d . . . O2 O 0.8935(4) 0.4469(4) 0.4098(2) 0.0462(11) Uani 1 1 d . . . O3 O 0.4178(4) 0.3867(3) 0.6589(2) 0.0393(10) Uani 1 1 d . . . O4 O 0.5665(4) 0.5094(4) 0.7119(2) 0.0495(12) Uani 1 1 d . . . O5 O 0.8076(5) 0.6025(3) 0.2695(2) 0.0467(11) Uani 1 1 d . . . O11 O 0.4539(4) 0.2267(3) 0.2892(2) 0.0342(9) Uani 1 1 d . . . O12 O 0.2513(4) 0.2256(3) 0.2076(2) 0.0384(10) Uani 1 1 d . . . O13 O 0.1616(4) 0.2685(3) 0.5807(2) 0.0352(10) Uani 1 1 d . . . O14 O -0.0610(4) 0.2408(3) 0.5213(2) 0.0434(11) Uani 1 1 d . . . O21 O 0.7025(4) 0.1158(3) 0.3794(2) 0.0377(10) Uani 1 1 d . . . O22 O 0.8576(5) -0.0058(4) 0.4290(2) 0.0518(12) Uani 1 1 d . . . O23 O 0.4172(4) 0.1628(3) 0.6734(2) 0.0359(10) Uani 1 1 d . . . O24 O 0.5675(4) 0.0561(4) 0.7422(2) 0.0475(12) Uani 1 1 d . . . N1 N 0.6103(4) 0.3622(3) 0.4899(2) 0.0237(10) Uani 1 1 d . . . N2 N 0.5482(4) 0.3720(3) 0.5485(2) 0.0244(9) Uani 1 1 d . . . N11 N 0.3231(4) 0.2401(3) 0.4012(2) 0.0204(9) Uani 1 1 d . . . N12 N 0.2636(4) 0.2460(3) 0.4604(2) 0.0207(9) Uani 1 1 d . . . N21 N 0.6026(4) 0.1309(3) 0.5008(2) 0.0240(9) Uani 1 1 d . . . N22 N 0.5456(4) 0.1400(3) 0.5608(2) 0.0222(9) Uani 1 1 d . . . C1 C 0.7862(6) 0.3996(4) 0.4168(3) 0.0312(13) Uani 1 1 d . . . C2 C 0.7272(6) 0.4154(4) 0.4865(3) 0.0281(12) Uani 1 1 d . . . C3 C 0.7937(6) 0.4790(4) 0.5430(3) 0.0350(14) Uani 1 1 d . . . H3A H 0.8781 0.5129 0.5405 0.042 Uiso 1 1 calc R . . C4 C 0.7306(6) 0.4901(4) 0.6024(3) 0.0343(14) Uani 1 1 d . . . H4A H 0.7700 0.5324 0.6416 0.041 Uiso 1 1 calc R . . C5 C 0.6050(5) 0.4357(4) 0.6024(3) 0.0248(11) Uani 1 1 d . . . C6 C 0.5238(6) 0.4452(5) 0.6634(3) 0.0348(14) Uani 1 1 d . . . C11 C 0.3206(6) 0.2284(4) 0.2709(3) 0.0261(12) Uani 1 1 d . . . C12 C 0.2417(5) 0.2296(4) 0.3346(3) 0.0216(11) Uani 1 1 d . . . C13 C 0.0944(6) 0.2203(4) 0.3241(3) 0.0304(12) Uani 1 1 d . . . H9A H 0.0390 0.2123 0.2773 0.036 Uiso 1 1 calc R . . C14 C 0.0342(6) 0.2233(4) 0.3848(3) 0.0312(13) Uani 1 1 d . . . H10A H -0.0633 0.2152 0.3810 0.037 Uiso 1 1 calc R . . C15 C 0.1239(5) 0.2389(4) 0.4530(3) 0.0248(12) Uani 1 1 d . . . C16 C 0.0676(6) 0.2494(4) 0.5249(3) 0.0308(13) Uani 1 1 d . . . C21 C 0.7627(6) 0.0589(5) 0.4312(3) 0.0339(13) Uani 1 1 d . . . C22 C 0.7152(6) 0.0708(4) 0.5037(3) 0.0273(12) Uani 1 1 d . . . C23 C 0.7827(6) 0.0229(4) 0.5672(3) 0.0316(13) Uani 1 1 d . . . H15A H 0.8650 -0.0152 0.5683 0.038 Uiso 1 1 calc R . . C24 C 0.7256(6) 0.0330(4) 0.6284(3) 0.0329(13) Uani 1 1 d . . . H16A H 0.7675 0.0025 0.6726 0.039 Uiso 1 1 calc R . . C25 C 0.6027(5) 0.0905(4) 0.6218(3) 0.0259(12) Uani 1 1 d . . . C26 C 0.5248(6) 0.1044(5) 0.6849(3) 0.0322(13) Uani 1 1 d . . . Na2 Na 0.5250(3) 0.22796(19) 0.17400(13) 0.0422(6) Uani 1 1 d . . . O6 O 0.6006(4) 0.3987(3) 0.1996(2) 0.0413(10) 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 Mn1 0.0184(4) 0.0373(5) 0.0163(4) 0.0002(3) 0.0071(3) -0.0009(3) Mn2 0.0197(4) 0.0380(5) 0.0154(4) -0.0026(3) 0.0066(3) 0.0004(3) Na1 0.0432(14) 0.0519(15) 0.0341(13) -0.0010(11) 0.0166(11) 0.0017(11) O1 0.028(2) 0.056(3) 0.023(2) -0.0001(19) 0.0072(17) -0.0121(18) O2 0.036(2) 0.069(3) 0.037(2) -0.001(2) 0.014(2) -0.018(2) O3 0.033(2) 0.057(3) 0.032(2) -0.022(2) 0.0178(18) -0.006(2) O4 0.037(2) 0.070(3) 0.044(3) -0.034(2) 0.015(2) -0.005(2) O5 0.064(3) 0.047(3) 0.037(2) -0.005(2) 0.030(2) -0.005(2) O11 0.023(2) 0.057(3) 0.024(2) 0.0001(18) 0.0079(16) -0.0025(17) O12 0.033(2) 0.067(3) 0.016(2) 0.0004(19) 0.0073(17) -0.001(2) O13 0.028(2) 0.061(3) 0.020(2) -0.0048(18) 0.0136(17) -0.0007(18) O14 0.022(2) 0.081(3) 0.031(2) 0.003(2) 0.0134(18) 0.001(2) O21 0.039(2) 0.055(3) 0.022(2) 0.0015(19) 0.0130(17) 0.016(2) O22 0.048(3) 0.071(3) 0.037(3) -0.010(2) 0.011(2) 0.031(2) O23 0.029(2) 0.059(3) 0.022(2) 0.0107(19) 0.0102(17) 0.0040(19) O24 0.034(2) 0.078(3) 0.032(2) 0.021(2) 0.0105(19) 0.009(2) N1 0.022(2) 0.029(2) 0.020(2) -0.0006(18) 0.0052(18) -0.0059(18) N2 0.020(2) 0.031(2) 0.024(2) -0.0067(19) 0.0070(18) 0.0016(18) N11 0.021(2) 0.026(2) 0.016(2) 0.0025(17) 0.0083(17) -0.0011(17) N12 0.022(2) 0.030(2) 0.012(2) -0.0014(17) 0.0071(17) -0.0017(17) N21 0.026(2) 0.031(2) 0.016(2) -0.0035(18) 0.0064(18) 0.0053(18) N22 0.025(2) 0.025(2) 0.018(2) -0.0016(17) 0.0084(18) 0.0025(17) C1 0.032(3) 0.042(3) 0.021(3) 0.006(2) 0.010(2) -0.007(3) C2 0.025(3) 0.034(3) 0.023(3) 0.007(2) 0.000(2) -0.004(2) C3 0.033(3) 0.037(3) 0.034(3) -0.005(3) 0.003(3) -0.011(3) C4 0.032(3) 0.031(3) 0.038(3) -0.015(3) 0.002(3) -0.006(2) C5 0.022(3) 0.027(3) 0.025(3) -0.004(2) 0.003(2) 0.003(2) C6 0.027(3) 0.049(4) 0.030(3) -0.012(3) 0.009(3) 0.007(3) C11 0.022(3) 0.040(3) 0.018(3) 0.004(2) 0.009(2) -0.002(2) C12 0.021(3) 0.032(3) 0.015(2) -0.001(2) 0.009(2) 0.000(2) C13 0.025(3) 0.046(3) 0.020(3) -0.004(2) 0.005(2) -0.002(2) C14 0.019(3) 0.047(3) 0.029(3) 0.007(3) 0.008(2) 0.000(2) C15 0.022(3) 0.036(3) 0.017(3) 0.001(2) 0.007(2) 0.003(2) C16 0.026(3) 0.049(4) 0.020(3) -0.005(2) 0.011(2) -0.001(2) C21 0.031(3) 0.046(3) 0.025(3) -0.009(3) 0.005(2) 0.007(3) C22 0.028(3) 0.034(3) 0.019(3) -0.002(2) 0.003(2) 0.007(2) C23 0.032(3) 0.031(3) 0.030(3) -0.005(2) 0.001(2) 0.014(2) C24 0.035(3) 0.034(3) 0.026(3) 0.005(2) -0.002(2) 0.006(2) C25 0.027(3) 0.027(3) 0.024(3) 0.003(2) 0.006(2) -0.003(2) C26 0.026(3) 0.047(3) 0.024(3) 0.010(3) 0.005(2) -0.004(3) Na2 0.0438(15) 0.0613(16) 0.0273(13) 0.0035(11) 0.0211(11) 0.0001(12) O6 0.048(3) 0.045(2) 0.035(2) 0.000(2) 0.020(2) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O11 2.095(4) . ? Mn1 O1 2.112(4) . ? Mn1 O21 2.148(4) . ? Mn1 N11 2.321(4) . ? Mn1 N1 2.323(4) . ? Mn1 N21 2.334(4) . ? Mn2 O13 2.093(4) . ? Mn2 O23 2.112(4) . ? Mn2 O3 2.146(4) . ? Mn2 N12 2.319(4) . ? Mn2 N2 2.327(4) . ? Mn2 N22 2.334(4) . ? Na1 O5 2.388(5) . ? Na1 O6 2.413(5) . ? Na1 O23 2.457(4) 4_665 ? Na1 O2 2.464(5) . ? Na1 O24 2.467(5) 4_665 ? Na1 O1 2.477(4) . ? Na1 C26 2.748(6) 4_665 ? Na1 C1 2.754(6) . ? Na1 Na2 4.045(4) . ? O1 C1 1.270(7) . ? O2 C1 1.228(6) . ? O3 C6 1.260(7) . ? O4 C6 1.237(7) . ? O5 Na2 2.384(5) 2_655 ? O11 C11 1.257(6) . ? O11 Na2 2.370(4) . ? O12 C11 1.232(6) . ? O12 Na2 2.817(5) . ? O13 C16 1.259(7) . ? O13 Na2 2.369(4) 4_566 ? O14 C16 1.227(7) . ? O14 Na2 2.822(5) 4_566 ? O21 C21 1.260(7) . ? O22 C21 1.247(7) . ? O23 C26 1.266(7) . ? O23 Na1 2.457(4) 4_566 ? O24 C26 1.234(6) . ? O24 Na1 2.468(5) 4_566 ? N1 C2 1.330(6) . ? N1 N2 1.346(6) . ? N2 C5 1.330(6) . ? N11 C12 1.332(7) . ? N11 N12 1.337(6) . ? N12 C15 1.324(7) . ? N21 C22 1.326(6) . ? N21 N22 1.340(5) . ? N22 C25 1.325(6) . ? C1 C2 1.525(7) . ? C2 C3 1.390(7) . ? C3 C4 1.367(8) . ? C4 C5 1.398(7) . ? C5 C6 1.500(7) . ? C11 C12 1.525(7) . ? C11 Na2 2.912(5) . ? C12 C13 1.394(7) . ? C13 C14 1.366(8) . ? C14 C15 1.399(8) . ? C15 C16 1.540(7) . ? C16 Na2 2.893(6) 4_566 ? C21 C22 1.512(7) . ? C22 C23 1.377(7) . ? C23 C24 1.361(8) . ? C24 C25 1.381(7) . ? C25 C26 1.520(7) . ? C26 Na1 2.748(6) 4_566 ? Na2 O6 2.355(5) . ? Na2 O13 2.369(4) 4_665 ? Na2 O5 2.384(5) 2_645 ? Na2 O14 2.822(5) 4_665 ? Na2 C16 2.893(6) 4_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Mn1 O1 92.46(15) . . ? O11 Mn1 O21 90.02(15) . . ? O1 Mn1 O21 86.30(16) . . ? O11 Mn1 N11 73.13(14) . . ? O1 Mn1 N11 138.09(15) . . ? O21 Mn1 N11 131.46(15) . . ? O11 Mn1 N1 138.21(16) . . ? O1 Mn1 N1 73.35(14) . . ? O21 Mn1 N1 126.71(15) . . ? N11 Mn1 N1 91.36(14) . . ? O11 Mn1 N21 135.61(16) . . ? O1 Mn1 N21 124.83(15) . . ? O21 Mn1 N21 71.56(14) . . ? N11 Mn1 N21 89.17(14) . . ? N1 Mn1 N21 80.78(15) . . ? O13 Mn2 O23 92.34(15) . . ? O13 Mn2 O3 90.80(15) . . ? O23 Mn2 O3 86.82(17) . . ? O13 Mn2 N12 72.86(15) . . ? O23 Mn2 N12 134.41(16) . . ? O3 Mn2 N12 134.73(16) . . ? O13 Mn2 N2 135.98(16) . . ? O23 Mn2 N2 125.01(15) . . ? O3 Mn2 N2 71.29(14) . . ? N12 Mn2 N2 91.42(15) . . ? O13 Mn2 N22 137.54(15) . . ? O23 Mn2 N22 72.78(14) . . ? O3 Mn2 N22 126.48(15) . . ? N12 Mn2 N22 89.39(14) . . ? N2 Mn2 N22 81.01(15) . . ? O5 Na1 O6 90.58(17) . . ? O5 Na1 O23 116.33(16) . 4_665 ? O6 Na1 O23 84.29(15) . 4_665 ? O5 Na1 O2 84.87(17) . . ? O6 Na1 O2 127.95(16) . . ? O23 Na1 O2 142.83(18) 4_665 . ? O5 Na1 O24 87.27(17) . 4_665 ? O6 Na1 O24 130.44(16) . 4_665 ? O23 Na1 O24 53.51(14) 4_665 4_665 ? O2 Na1 O24 101.17(16) . 4_665 ? O5 Na1 O1 113.70(16) . . ? O6 Na1 O1 82.51(14) . . ? O23 Na1 O1 128.17(17) 4_665 . ? O2 Na1 O1 53.29(13) . . ? O24 Na1 O1 142.21(18) 4_665 . ? O5 Na1 C26 99.15(17) . 4_665 ? O6 Na1 C26 106.17(17) . 4_665 ? O23 Na1 C26 27.42(15) 4_665 4_665 ? O2 Na1 C26 125.78(18) . 4_665 ? O24 Na1 C26 26.69(15) 4_665 4_665 ? O1 Na1 C26 146.11(19) . 4_665 ? O5 Na1 C1 96.23(17) . . ? O6 Na1 C1 103.95(17) . . ? O23 Na1 C1 146.53(18) 4_665 . ? O2 Na1 C1 26.48(15) . . ? O24 Na1 C1 125.52(18) 4_665 . ? O1 Na1 C1 27.45(14) . . ? C26 Na1 C1 145.86(19) 4_665 . ? O5 Na1 Na2 122.12(14) . . ? O6 Na1 Na2 31.54(11) . . ? O23 Na1 Na2 71.79(11) 4_665 . ? O2 Na1 Na2 124.36(12) . . ? O24 Na1 Na2 125.27(13) 4_665 . ? O1 Na1 Na2 71.07(11) . . ? C26 Na1 Na2 99.00(14) 4_665 . ? C1 Na1 Na2 98.25(14) . . ? C1 O1 Mn1 120.3(3) . . ? C1 O1 Na1 88.5(3) . . ? Mn1 O1 Na1 150.82(19) . . ? C1 O2 Na1 90.0(3) . . ? C6 O3 Mn2 121.8(3) . . ? Na2 O5 Na1 127.2(2) 2_655 . ? C11 O11 Mn1 123.4(3) . . ? C11 O11 Na2 102.4(3) . . ? Mn1 O11 Na2 133.74(18) . . ? C11 O12 Na2 81.9(3) . . ? C16 O13 Mn2 123.6(3) . . ? C16 O13 Na2 101.3(3) . 4_566 ? Mn2 O13 Na2 133.7(2) . 4_566 ? C16 O14 Na2 80.8(3) . 4_566 ? C21 O21 Mn1 121.1(3) . . ? C26 O23 Mn2 120.5(3) . . ? C26 O23 Na1 89.2(3) . 4_566 ? Mn2 O23 Na1 149.78(19) . 4_566 ? C26 O24 Na1 89.4(3) . 4_566 ? C2 N1 N2 120.0(4) . . ? C2 N1 Mn1 111.6(3) . . ? N2 N1 Mn1 127.4(3) . . ? C5 N2 N1 119.1(4) . . ? C5 N2 Mn2 112.7(3) . . ? N1 N2 Mn2 126.6(3) . . ? C12 N11 N12 120.1(4) . . ? C12 N11 Mn1 112.4(3) . . ? N12 N11 Mn1 127.5(3) . . ? C15 N12 N11 119.9(4) . . ? C15 N12 Mn2 113.0(3) . . ? N11 N12 Mn2 127.0(3) . . ? C22 N21 N22 118.8(4) . . ? C22 N21 Mn1 112.6(3) . . ? N22 N21 Mn1 126.9(3) . . ? C25 N22 N21 120.0(4) . . ? C25 N22 Mn2 111.7(3) . . ? N21 N22 Mn2 127.0(3) . . ? O2 C1 O1 125.0(5) . . ? O2 C1 C2 118.8(5) . . ? O1 C1 C2 116.2(5) . . ? O2 C1 Na1 63.5(3) . . ? O1 C1 Na1 64.0(3) . . ? C2 C1 Na1 162.0(4) . . ? N1 C2 C3 122.8(5) . . ? N1 C2 C1 115.3(5) . . ? C3 C2 C1 121.9(5) . . ? C4 C3 C2 117.5(5) . . ? C3 C4 C5 117.8(5) . . ? N2 C5 C4 122.7(5) . . ? N2 C5 C6 115.0(5) . . ? C4 C5 C6 122.3(5) . . ? O4 C6 O3 127.0(5) . . ? O4 C6 C5 117.3(5) . . ? O3 C6 C5 115.7(5) . . ? O12 C11 O11 125.9(5) . . ? O12 C11 C12 118.9(5) . . ? O11 C11 C12 115.2(5) . . ? O12 C11 Na2 73.3(3) . . ? O11 C11 Na2 52.6(3) . . ? C12 C11 Na2 167.8(4) . . ? N11 C12 C13 122.2(4) . . ? N11 C12 C11 115.5(4) . . ? C13 C12 C11 122.3(5) . . ? C14 C13 C12 117.6(5) . . ? C13 C14 C15 117.9(5) . . ? N12 C15 C14 122.2(5) . . ? N12 C15 C16 115.2(4) . . ? C14 C15 C16 122.6(5) . . ? O14 C16 O13 127.8(5) . . ? O14 C16 C15 117.7(5) . . ? O13 C16 C15 114.5(5) . . ? O14 C16 Na2 74.4(3) . 4_566 ? O13 C16 Na2 53.4(3) . 4_566 ? C15 C16 Na2 167.8(4) . 4_566 ? O22 C21 O21 126.8(5) . . ? O22 C21 C22 116.7(5) . . ? O21 C21 C22 116.6(5) . . ? N21 C22 C23 122.9(5) . . ? N21 C22 C21 114.2(5) . . ? C23 C22 C21 122.9(5) . . ? C24 C23 C22 118.2(5) . . ? C23 C24 C25 117.1(5) . . ? N22 C25 C24 122.7(5) . . ? N22 C25 C26 114.7(4) . . ? C24 C25 C26 122.6(5) . . ? O24 C26 O23 124.9(5) . . ? O24 C26 C25 118.3(5) . . ? O23 C26 C25 116.7(5) . . ? O24 C26 Na1 63.9(3) . 4_566 ? O23 C26 Na1 63.4(3) . 4_566 ? C25 C26 Na1 161.8(4) . 4_566 ? O6 Na2 O13 86.37(15) . 4_665 ? O6 Na2 O11 87.49(15) . . ? O13 Na2 O11 163.55(18) 4_665 . ? O6 Na2 O5 113.76(18) . 2_645 ? O13 Na2 O5 85.03(15) 4_665 2_645 ? O11 Na2 O5 83.51(15) . 2_645 ? O6 Na2 O12 103.23(15) . . ? O13 Na2 O12 146.76(17) 4_665 . ? O11 Na2 O12 49.68(13) . . ? O5 Na2 O12 118.16(15) 2_645 . ? O6 Na2 O14 94.84(15) . 4_665 ? O13 Na2 O14 49.99(13) 4_665 4_665 ? O11 Na2 O14 145.95(16) . 4_665 ? O5 Na2 O14 125.40(16) 2_645 4_665 ? O12 Na2 O14 97.09(14) . 4_665 ? O6 Na2 C16 90.08(16) . 4_665 ? O13 Na2 C16 25.25(14) 4_665 4_665 ? O11 Na2 C16 169.98(19) . 4_665 ? O5 Na2 C16 106.34(16) 2_645 4_665 ? O12 Na2 C16 121.79(17) . 4_665 ? O14 Na2 C16 24.76(14) 4_665 4_665 ? O6 Na2 C11 95.25(16) . . ? O13 Na2 C11 171.42(19) 4_665 . ? O11 Na2 C11 24.93(14) . . ? O5 Na2 C11 101.93(16) 2_645 . ? O12 Na2 C11 24.76(13) . . ? O14 Na2 C11 121.44(16) 4_665 . ? C16 Na2 C11 146.18(19) 4_665 . ? O6 Na2 Na1 32.40(11) . . ? O13 Na2 Na1 82.61(12) 4_665 . ? O11 Na2 Na1 84.02(12) . . ? O5 Na2 Na1 81.36(13) 2_645 . ? O12 Na2 Na1 122.04(11) . . ? O14 Na2 Na1 115.04(11) 4_665 . ? C16 Na2 Na1 99.04(13) 4_665 . ? C11 Na2 Na1 103.24(13) . . ? Na2 O6 Na1 116.06(19) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.814 _refine_diff_density_min -0.557 _refine_diff_density_rms 0.115