# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Jie-Hui Yu' _publ_contact_author_email jiehuiyu@yahoo.com.cn _publ_author_name 'Jie-Hui Yu' data_1 _database_code_depnum_ccdc_archive 'CCDC 879240' #TrackingRef '- 1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H40 N16 O10 Pb2' _chemical_formula_weight 1535.44 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 24.180(5) _cell_length_b 9.1064(18) _cell_length_c 24.826(5) _cell_angle_alpha 90.00 _cell_angle_beta 108.38(3) _cell_angle_gamma 90.00 _cell_volume 5187.7(18) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 5817 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.966 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2976 _exptl_absorpt_coefficient_mu 6.564 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.389 _exptl_absorpt_correction_T_max 0.455 _exptl_absorpt_process_details ; Process-auto, Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. The larger diff. peak value is due to the existence of Q1 atom 0.791 ? away from Pb1. Q1 is actually insignificant. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 ? _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 24156 _diffrn_reflns_av_R_equivalents 0.0580 _diffrn_reflns_av_sigmaI/netI 0.0470 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5817 _reflns_number_gt 4720 _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, 1990)' _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^)+(0.0000P)^2^+119.4978P] 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 5817 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0801 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Pb1 Pb 0.078267(10) 0.58309(3) 0.009176(10) 0.01769(7) Uani 1 1 d . . . O1 O 0.11613(19) 0.4332(5) -0.05436(19) 0.0243(10) Uani 1 1 d . . . O2 O 0.02453(18) -0.1044(5) -0.05053(18) 0.0182(9) Uani 1 1 d . . . O3 O 0.4026(2) 0.1389(5) -0.2619(2) 0.0291(11) Uani 1 1 d . . . O4 O 0.33903(19) -0.0185(5) -0.08174(19) 0.0202(10) Uani 1 1 d . . . N1 N 0.0690(2) 0.2711(6) -0.0165(2) 0.0192(11) Uani 1 1 d . . . N2 N 0.0473(2) 0.1276(6) -0.0172(2) 0.0184(11) Uani 1 1 d . . . H2A H 0.0319 0.1077 0.0089 0.022 Uiso 1 1 calc R . . N3 N 0.4220(2) 0.0683(6) -0.1702(2) 0.0223(12) Uani 1 1 d . . . H3A H 0.4585 0.0725 -0.1667 0.027 Uiso 1 1 calc R . . N4 N 0.4086(2) 0.0250(6) -0.1225(2) 0.0216(12) Uani 1 1 d . . . N5 N 0.1028(2) 0.8146(6) 0.0715(2) 0.0150(10) Uani 1 1 d . . . N6 N 0.1491(2) 0.7507(6) -0.0141(2) 0.0171(11) Uani 1 1 d . . . N7 N 0.1143(2) 0.2524(6) -0.2670(2) 0.0197(11) Uani 1 1 d . . . N8 N 0.0574(2) 0.2747(6) -0.2686(2) 0.0242(12) Uani 1 1 d . . . H8A H 0.0450 0.2376 -0.2427 0.029 Uiso 1 1 calc R . . H8B H 0.0342 0.3257 -0.2955 0.029 Uiso 1 1 calc R . . C1 C 0.1014(3) -0.0135(7) -0.1791(3) 0.0187(13) Uani 1 1 d . . . H1A H 0.1020 -0.0814 -0.2069 0.022 Uiso 1 1 calc R . . C2 C 0.0755(3) -0.0487(7) -0.1386(2) 0.0149(12) Uani 1 1 d . . . H2B H 0.0579 -0.1399 -0.1397 0.018 Uiso 1 1 calc R . . C3 C 0.0755(2) 0.0516(6) -0.0960(2) 0.0136(12) Uani 1 1 d . . . C4 C 0.1008(3) 0.1907(7) -0.0950(3) 0.0162(12) Uani 1 1 d . . . C5 C 0.1273(2) 0.2262(7) -0.1363(3) 0.0157(12) Uani 1 1 d . . . H5A H 0.1452 0.3170 -0.1353 0.019 Uiso 1 1 calc R . . C6 C 0.1270(2) 0.1261(7) -0.1782(2) 0.0146(12) Uani 1 1 d . . . C7 C 0.0963(3) 0.3009(7) -0.0527(3) 0.0192(13) Uani 1 1 d . . . C8 C 0.0473(3) 0.0171(7) -0.0533(3) 0.0172(13) Uani 1 1 d . . . C9 C 0.1474(3) 0.1762(7) -0.2264(3) 0.0157(12) Uani 1 1 d . . . C10 C 0.2244(3) 0.1855(7) -0.2743(3) 0.0220(14) Uani 1 1 d . . . H10A H 0.1972 0.2259 -0.3061 0.026 Uiso 1 1 calc R . . C11 C 0.2811(3) 0.1653(7) -0.2735(3) 0.0245(15) Uani 1 1 d . . . H11A H 0.2917 0.1894 -0.3054 0.029 Uiso 1 1 calc R . . C12 C 0.3228(3) 0.1091(7) -0.2256(3) 0.0217(14) Uani 1 1 d . . . C13 C 0.3071(3) 0.0668(7) -0.1778(3) 0.0189(13) Uani 1 1 d . . . C14 C 0.2485(2) 0.0815(7) -0.1802(3) 0.0162(12) Uani 1 1 d . . . H14A H 0.2370 0.0481 -0.1499 0.019 Uiso 1 1 calc R . . C15 C 0.2075(3) 0.1446(7) -0.2265(3) 0.0194(14) Uani 1 1 d . . . C16 C 0.3854(3) 0.1046(7) -0.2212(3) 0.0244(15) Uani 1 1 d . . . C17 C 0.3531(3) 0.0213(7) -0.1263(3) 0.0205(14) Uani 1 1 d . . . C18 C 0.0777(3) 0.8504(7) 0.1096(3) 0.0166(12) Uani 1 1 d . . . H18A H 0.0498 0.7872 0.1154 0.020 Uiso 1 1 calc R . . C27 C 0.1698(3) 0.7242(7) -0.0570(3) 0.0197(13) Uani 1 1 d . . . H27A H 0.1568 0.6413 -0.0793 0.024 Uiso 1 1 calc R . . C28 C 0.1681(3) 0.8719(7) 0.0178(3) 0.0170(13) Uani 1 1 d . . . C29 C 0.1439(2) 0.9054(7) 0.0627(2) 0.0162(12) Uani 1 1 d . . . C19 C 0.0910(3) 0.9794(8) 0.1418(3) 0.0231(14) Uani 1 1 d . . . H19A H 0.0711 1.0031 0.1671 0.028 Uiso 1 1 calc R . . C20 C 0.1334(3) 1.0695(8) 0.1357(3) 0.0264(15) Uani 1 1 d . . . H20A H 0.1436 1.1538 0.1577 0.032 Uiso 1 1 calc R . . C21 C 0.1616(3) 1.0345(7) 0.0957(3) 0.0203(14) Uani 1 1 d . . . C22 C 0.2063(3) 1.1247(8) 0.0860(3) 0.0287(16) Uani 1 1 d . . . H22A H 0.2196 1.2066 0.1088 0.034 Uiso 1 1 calc R . . C23 C 0.2291(3) 1.0922(8) 0.0443(3) 0.0269(15) Uani 1 1 d . . . H23A H 0.2582 1.1520 0.0391 0.032 Uiso 1 1 calc R . . C24 C 0.2098(3) 0.9692(7) 0.0085(3) 0.0190(13) Uani 1 1 d . . . C25 C 0.2311(3) 0.9376(8) -0.0368(3) 0.0232(15) Uani 1 1 d . . . H25A H 0.2589 0.9981 -0.0441 0.028 Uiso 1 1 calc R . . C26 C 0.2107(3) 0.8177(8) -0.0699(3) 0.0223(14) Uani 1 1 d . . . H26A H 0.2236 0.7974 -0.1006 0.027 Uiso 1 1 calc R . . OW1 O 0.4606(2) 0.9726(6) 0.1657(2) 0.0315(12) 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 Pb1 0.01326(11) 0.02614(13) 0.01632(11) -0.00657(11) 0.00844(8) -0.00542(10) O1 0.026(2) 0.026(3) 0.026(2) -0.012(2) 0.016(2) -0.010(2) O2 0.017(2) 0.022(2) 0.020(2) 0.0054(19) 0.0121(18) -0.0020(18) O3 0.031(3) 0.032(3) 0.035(3) 0.009(2) 0.025(2) 0.005(2) O4 0.020(2) 0.020(2) 0.026(2) -0.0017(19) 0.015(2) -0.0017(18) N1 0.022(3) 0.026(3) 0.012(2) 0.000(2) 0.008(2) -0.003(2) N2 0.013(2) 0.031(3) 0.013(3) -0.004(2) 0.006(2) -0.003(2) N3 0.018(3) 0.026(3) 0.029(3) 0.006(3) 0.016(2) 0.002(2) N4 0.020(3) 0.021(3) 0.028(3) -0.001(2) 0.013(2) -0.001(2) N5 0.016(3) 0.015(3) 0.014(3) 0.001(2) 0.005(2) -0.001(2) N6 0.014(2) 0.025(3) 0.013(2) -0.002(2) 0.006(2) 0.001(2) N7 0.022(3) 0.023(3) 0.017(3) 0.002(2) 0.010(2) 0.002(2) N8 0.022(3) 0.034(3) 0.019(3) 0.006(3) 0.010(2) 0.004(2) C1 0.019(3) 0.022(3) 0.019(3) -0.002(3) 0.012(3) 0.001(3) C2 0.013(3) 0.016(3) 0.016(3) 0.001(2) 0.004(2) 0.000(2) C3 0.011(3) 0.018(3) 0.015(3) 0.002(2) 0.009(2) 0.002(2) C4 0.011(3) 0.025(3) 0.013(3) -0.001(3) 0.006(2) 0.002(2) C5 0.012(3) 0.018(3) 0.019(3) -0.003(3) 0.007(2) -0.003(2) C6 0.013(3) 0.020(3) 0.013(3) 0.002(2) 0.008(2) 0.000(2) C7 0.016(3) 0.028(4) 0.015(3) -0.004(3) 0.007(2) -0.005(3) C8 0.012(3) 0.027(3) 0.013(3) 0.001(3) 0.005(2) 0.003(2) C9 0.021(3) 0.012(3) 0.017(3) -0.003(2) 0.011(3) -0.005(2) C10 0.029(4) 0.023(3) 0.022(3) 0.006(3) 0.018(3) 0.004(3) C11 0.031(4) 0.027(4) 0.025(4) -0.002(3) 0.023(3) -0.001(3) C12 0.031(4) 0.012(3) 0.031(4) -0.004(3) 0.022(3) 0.001(3) C13 0.025(3) 0.010(3) 0.028(3) -0.007(3) 0.018(3) 0.001(3) C14 0.019(3) 0.012(3) 0.022(3) -0.003(3) 0.013(2) -0.002(3) C15 0.024(3) 0.018(3) 0.023(3) -0.003(3) 0.017(3) -0.005(3) C16 0.032(4) 0.014(3) 0.041(4) -0.009(3) 0.030(3) -0.006(3) C17 0.024(3) 0.018(3) 0.027(4) -0.008(3) 0.018(3) -0.006(3) C18 0.017(3) 0.015(3) 0.018(3) 0.001(3) 0.005(3) 0.002(2) C27 0.019(3) 0.026(4) 0.015(3) -0.001(3) 0.006(2) 0.004(3) C28 0.014(3) 0.021(3) 0.015(3) 0.007(3) 0.003(2) 0.004(2) C29 0.013(3) 0.020(3) 0.016(3) 0.003(3) 0.004(2) 0.004(3) C19 0.021(3) 0.031(4) 0.020(3) 0.004(3) 0.009(3) 0.010(3) C20 0.036(4) 0.017(3) 0.030(4) -0.005(3) 0.016(3) 0.001(3) C21 0.020(3) 0.012(3) 0.027(4) 0.003(3) 0.005(3) 0.001(2) C22 0.033(4) 0.020(4) 0.033(4) -0.004(3) 0.010(3) -0.005(3) C23 0.025(3) 0.023(4) 0.033(4) 0.002(3) 0.009(3) -0.004(3) C24 0.014(3) 0.021(3) 0.022(3) 0.009(3) 0.005(3) 0.004(2) C25 0.014(3) 0.030(4) 0.027(3) 0.013(3) 0.008(3) 0.008(3) C26 0.017(3) 0.037(4) 0.014(3) 0.010(3) 0.006(3) 0.009(3) OW1 0.022(3) 0.036(3) 0.043(3) 0.010(2) 0.019(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 Pb1 O4 2.306(5) 7 ? Pb1 O1 2.470(4) . ? Pb1 N6 2.494(5) . ? Pb1 N5 2.571(5) . ? O1 C7 1.302(8) . ? O2 C8 1.247(8) . ? O3 C16 1.246(8) . ? O4 C17 1.308(7) . ? O4 Pb1 2.306(5) 7 ? N1 C7 1.300(8) . ? N1 N2 1.406(7) . ? N2 C8 1.347(8) . ? N3 C16 1.338(9) . ? N3 N4 1.380(7) . ? N4 C17 1.316(8) . ? N5 C18 1.316(8) . ? N5 C29 1.363(8) . ? N6 C27 1.334(7) . ? N6 C28 1.352(8) . ? N7 C9 1.276(8) . ? N7 N8 1.380(7) . ? C1 C2 1.380(8) . ? C1 C6 1.410(9) . ? C2 C3 1.398(8) . ? C3 C4 1.404(8) . ? C3 C8 1.466(8) . ? C4 C5 1.408(8) . ? C4 C7 1.481(9) . ? C5 C6 1.382(8) . ? C6 C9 1.504(8) . ? C9 C15 1.480(8) . ? C10 C11 1.378(9) . ? C10 C15 1.422(8) . ? C11 C12 1.392(10) . ? C12 C13 1.407(8) . ? C12 C16 1.484(9) . ? C13 C14 1.407(8) . ? C13 C17 1.465(10) . ? C14 C15 1.385(9) . ? C18 C19 1.401(9) . ? C27 C26 1.416(9) . ? C28 C24 1.417(9) . ? C28 C29 1.446(8) . ? C29 C21 1.419(9) . ? C19 C20 1.358(10) . ? C20 C21 1.408(9) . ? C21 C22 1.435(9) . ? C22 C23 1.351(10) . ? C23 C24 1.415(10) . ? C24 C25 1.405(9) . ? C25 C26 1.361(10) . ? 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 O4 Pb1 O1 87.32(15) 7 . ? O4 Pb1 N6 81.24(16) 7 . ? O1 Pb1 N6 76.71(16) . . ? O4 Pb1 N5 76.15(16) 7 . ? O1 Pb1 N5 140.89(15) . . ? N6 Pb1 N5 66.00(16) . . ? C7 O1 Pb1 106.0(4) . . ? C17 O4 Pb1 109.8(4) . 7 ? C7 N1 N2 117.0(5) . . ? C8 N2 N1 128.6(5) . . ? C16 N3 N4 128.2(5) . . ? C17 N4 N3 117.1(6) . . ? C18 N5 C29 119.4(5) . . ? C18 N5 Pb1 124.4(4) . . ? C29 N5 Pb1 116.3(4) . . ? C27 N6 C28 118.2(5) . . ? C27 N6 Pb1 122.2(4) . . ? C28 N6 Pb1 119.6(4) . . ? C9 N7 N8 118.3(5) . . ? C2 C1 C6 119.6(6) . . ? C1 C2 C3 120.6(6) . . ? C2 C3 C4 120.0(5) . . ? C2 C3 C8 121.3(5) . . ? C4 C3 C8 118.7(5) . . ? C3 C4 C5 119.3(5) . . ? C3 C4 C7 119.7(5) . . ? C5 C4 C7 120.9(6) . . ? C6 C5 C4 120.1(6) . . ? C5 C6 C1 120.4(5) . . ? C5 C6 C9 118.3(5) . . ? C1 C6 C9 120.8(5) . . ? N1 C7 O1 119.2(6) . . ? N1 C7 C4 121.0(6) . . ? O1 C7 C4 119.6(5) . . ? O2 C8 N2 122.3(5) . . ? O2 C8 C3 123.0(6) . . ? N2 C8 C3 114.8(6) . . ? N7 C9 C15 118.4(5) . . ? N7 C9 C6 120.7(5) . . ? C15 C9 C6 120.7(5) . . ? C11 C10 C15 120.1(6) . . ? C10 C11 C12 120.6(6) . . ? C11 C12 C13 120.5(6) . . ? C11 C12 C16 121.3(6) . . ? C13 C12 C16 118.1(6) . . ? C14 C13 C12 118.3(6) . . ? C14 C13 C17 122.7(5) . . ? C12 C13 C17 118.7(6) . . ? C15 C14 C13 121.5(6) . . ? C14 C15 C10 118.8(6) . . ? C14 C15 C9 121.7(5) . . ? C10 C15 C9 119.4(6) . . ? O3 C16 N3 122.6(6) . . ? O3 C16 C12 121.8(7) . . ? N3 C16 C12 115.5(5) . . ? O4 C17 N4 118.5(6) . . ? O4 C17 C13 119.3(6) . . ? N4 C17 C13 122.1(6) . . ? N5 C18 C19 122.8(6) . . ? N6 C27 C26 122.4(6) . . ? N6 C28 C24 122.9(6) . . ? N6 C28 C29 118.7(5) . . ? C24 C28 C29 118.4(6) . . ? N5 C29 C21 120.9(5) . . ? N5 C29 C28 119.2(6) . . ? C21 C29 C28 119.8(6) . . ? C20 C19 C18 119.3(6) . . ? C19 C20 C21 119.6(6) . . ? C20 C21 C29 117.9(6) . . ? C20 C21 C22 123.1(6) . . ? C29 C21 C22 118.9(6) . . ? C23 C22 C21 120.9(7) . . ? C22 C23 C24 121.4(6) . . ? C25 C24 C23 122.2(6) . . ? C25 C24 C28 117.5(6) . . ? C23 C24 C28 120.2(6) . . ? C26 C25 C24 119.5(6) . . ? C25 C26 C27 119.5(6) . . ? 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 N2 H2A O2 0.86 1.96 2.779(6) 160.0 5 N3 H3A OW1 0.86 1.99 2.830(7) 164.8 5_665 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 6.089 _refine_diff_density_min -3.678 _refine_diff_density_rms 0.189 # Attachment '- 2.CIF' data_2 _database_code_depnum_ccdc_archive 'CCDC 879241' #TrackingRef '- 2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H16.50 Cd N6 O5.25' _chemical_formula_weight 633.37 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 23.9984(9) _cell_length_b 10.1797(3) _cell_length_c 19.7270(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.218(3) _cell_angle_gamma 90.00 _cell_volume 4818.1(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5967 _cell_measurement_theta_min 1.70 _cell_measurement_theta_max 28.30 _exptl_crystal_description yellow _exptl_crystal_colour block _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2532 _exptl_absorpt_coefficient_mu 0.963 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.908 _exptl_absorpt_correction_T_max 0.908 _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 'fine-focus 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 9.00cm _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 17265 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5967 _reflns_number_gt 3214 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0659P)^2^+11.0637P] 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 5967 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1092 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1578 _refine_ls_wR_factor_gt 0.1251 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 Cd1 Cd 0.04641(2) 0.65516(4) 0.044720(17) 0.06754(19) Uani 1 1 d . . . O1 O 0.1685(2) 0.6523(4) 0.1011(2) 0.0981(16) Uani 1 1 d . . . O2 O 0.06236(19) 0.3483(4) 0.2780(2) 0.0794(12) Uani 1 1 d . . . O3 O 0.2606(2) 0.0294(5) 0.0605(3) 0.1112(18) Uani 1 1 d . . . O4 O 0.48288(18) -0.0020(3) 0.07948(17) 0.0636(10) Uani 1 1 d . . . O5 O 0.32226(19) 0.3940(4) 0.2307(2) 0.0881(13) Uani 1 1 d . . . N1 N 0.0897(3) 0.5621(4) 0.1396(2) 0.0701(13) Uani 1 1 d . . . N2 N 0.06501(19) 0.4792(4) 0.1863(2) 0.0599(11) Uani 1 1 d . . . H2A H 0.0294 0.4704 0.1826 0.072 Uiso 1 1 calc R . . N3 N 0.3445(2) -0.0555(5) 0.0327(3) 0.0833(16) Uani 1 1 d . . . H3A H 0.3275 -0.1075 0.0048 0.100 Uiso 1 1 calc R . . N4 N 0.4015(2) -0.0665(4) 0.0354(2) 0.0700(14) Uani 1 1 d . . . N5 N -0.0337(2) 0.7662(4) 0.0058(2) 0.0664(13) Uani 1 1 d . . . N6 N 0.0453(3) 0.8640(4) 0.0925(2) 0.0724(14) Uani 1 1 d . . . C1 C 0.2640(2) 0.4019(5) 0.2314(3) 0.0611(14) Uani 1 1 d . . . C2 C 0.2382(3) 0.3339(6) 0.2813(3) 0.0772(17) Uani 1 1 d . . . H2B H 0.2590 0.2854 0.3129 0.093 Uiso 1 1 calc R . . C3 C 0.1812(3) 0.3381(6) 0.2842(3) 0.0694(15) Uani 1 1 d . . . H3B H 0.1626 0.2907 0.3171 0.083 Uiso 1 1 calc R . . C4 C 0.1508(2) 0.4159(5) 0.2364(2) 0.0569(13) Uani 1 1 d . . . C5 C 0.1775(2) 0.4901(5) 0.1896(2) 0.0565(13) Uani 1 1 d . . . C6 C 0.2366(3) 0.4841(5) 0.1866(3) 0.0731(17) Uani 1 1 d . . . H6A H 0.2560 0.5341 0.1555 0.088 Uiso 1 1 calc R . . C7 C 0.1448(3) 0.5734(5) 0.1413(2) 0.0711(18) Uani 1 1 d . . . C8 C 0.0905(3) 0.4113(5) 0.2365(2) 0.0581(13) Uani 1 1 d . . . C9 C 0.4022(3) 0.2747(5) 0.2040(3) 0.0644(14) Uani 1 1 d . . . H9A H 0.4219 0.3291 0.2337 0.077 Uiso 1 1 calc R . . C10 C 0.3448(3) 0.2896(6) 0.1957(3) 0.0646(15) Uani 1 1 d . . . C11 C 0.3148(3) 0.2081(6) 0.1533(3) 0.0664(14) Uani 1 1 d . . . H11A H 0.2763 0.2161 0.1491 0.080 Uiso 1 1 calc R . . C12 C 0.3434(3) 0.1118(5) 0.1163(2) 0.0608(14) Uani 1 1 d . . . C13 C 0.4001(2) 0.0990(5) 0.1225(2) 0.0536(13) Uani 1 1 d . . . C14 C 0.4298(2) 0.1795(5) 0.1682(2) 0.0591(13) Uani 1 1 d . . . H14A H 0.4680 0.1687 0.1743 0.071 Uiso 1 1 calc R . . C15 C 0.3113(3) 0.0265(6) 0.0682(3) 0.0753(17) Uani 1 1 d . . . C16 C 0.4302(3) 0.0063(5) 0.0790(2) 0.0556(13) Uani 1 1 d . . . C17 C -0.0727(3) 0.7174(6) -0.0357(3) 0.0738(17) Uani 1 1 d . . . H17A H -0.0644 0.6431 -0.0610 0.089 Uiso 1 1 calc R . . C18 C -0.1250(3) 0.7724(6) -0.0429(3) 0.086(2) Uani 1 1 d . . . H18A H -0.1515 0.7330 -0.0714 0.103 Uiso 1 1 calc R . . C19 C -0.1380(4) 0.8836(7) -0.0088(4) 0.090(2) Uani 1 1 d . . . H19A H -0.1732 0.9211 -0.0136 0.108 Uiso 1 1 calc R . . C20 C -0.0973(3) 0.9406(6) 0.0339(3) 0.082(2) Uani 1 1 d . . . C21 C -0.1062(4) 1.0621(7) 0.0715(5) 0.107(3) Uani 1 1 d . . . H21A H -0.1400 1.1062 0.0674 0.128 Uiso 1 1 calc R . . C22 C -0.0654(4) 1.1100(7) 0.1121(4) 0.106(3) Uani 1 1 d . . . H22A H -0.0715 1.1883 0.1351 0.127 Uiso 1 1 calc R . . C23 C -0.0141(4) 1.0470(5) 0.1211(3) 0.083(2) Uani 1 1 d . . . C24 C 0.0280(4) 1.0962(6) 0.1630(4) 0.098(3) Uani 1 1 d . . . H24A H 0.0224 1.1736 0.1869 0.118 Uiso 1 1 calc R . . C25 C 0.0766(4) 1.0326(7) 0.1691(3) 0.100(3) Uani 1 1 d . . . H25A H 0.1047 1.0658 0.1974 0.120 Uiso 1 1 calc R . . C26 C 0.0855(4) 0.9137(6) 0.1324(3) 0.090(2) Uani 1 1 d . . . H26A H 0.1196 0.8707 0.1363 0.108 Uiso 1 1 calc R . . C27 C -0.0458(3) 0.8769(5) 0.0407(3) 0.0674(17) Uani 1 1 d . . . C28 C -0.0034(3) 0.9287(5) 0.0850(3) 0.0711(17) Uani 1 1 d . . . OW1 O 0.2785(8) 0.677(2) 0.0349(11) 0.117(8) Uani 0.25 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 Cd1 0.1171(4) 0.0463(2) 0.0391(2) -0.00167(16) -0.00103(19) 0.0127(2) O1 0.172(5) 0.071(3) 0.051(2) 0.004(2) 0.009(3) -0.024(3) O2 0.094(3) 0.077(3) 0.067(2) 0.017(2) -0.008(2) -0.016(2) O3 0.086(4) 0.118(4) 0.128(4) -0.046(3) -0.034(3) 0.029(3) O4 0.085(3) 0.054(2) 0.052(2) 0.0050(16) 0.0136(18) 0.0148(19) O5 0.083(3) 0.089(3) 0.092(3) -0.043(3) 0.014(2) 0.007(2) N1 0.108(4) 0.051(3) 0.050(2) 0.003(2) -0.017(3) -0.002(3) N2 0.074(3) 0.056(2) 0.049(2) -0.003(2) -0.013(2) 0.000(2) N3 0.101(5) 0.078(3) 0.070(3) -0.026(3) -0.024(3) 0.022(3) N4 0.104(4) 0.059(3) 0.047(2) -0.008(2) -0.010(2) 0.026(3) N5 0.119(4) 0.044(2) 0.037(2) 0.0065(18) 0.014(2) 0.015(2) N6 0.130(5) 0.046(2) 0.041(2) 0.0062(19) 0.008(3) -0.003(3) C1 0.060(4) 0.064(3) 0.060(3) -0.013(3) 0.013(3) 0.004(3) C2 0.084(5) 0.074(4) 0.074(4) 0.004(3) 0.004(3) 0.005(3) C3 0.081(5) 0.065(3) 0.062(3) 0.012(3) -0.002(3) 0.001(3) C4 0.081(4) 0.043(3) 0.046(3) -0.005(2) -0.009(3) 0.006(3) C5 0.067(4) 0.055(3) 0.047(3) -0.018(2) 0.000(2) 0.003(3) C6 0.119(6) 0.053(3) 0.048(3) -0.013(2) 0.011(3) -0.006(3) C7 0.131(6) 0.048(3) 0.035(2) -0.009(2) 0.006(3) -0.016(3) C8 0.081(4) 0.045(3) 0.047(3) -0.005(2) -0.012(3) 0.000(3) C9 0.078(4) 0.066(3) 0.050(3) -0.016(3) 0.005(3) 0.004(3) C10 0.077(4) 0.066(3) 0.052(3) -0.010(3) 0.009(3) 0.011(3) C11 0.071(4) 0.072(3) 0.056(3) -0.006(3) 0.003(3) 0.008(3) C12 0.084(4) 0.058(3) 0.041(2) 0.003(2) 0.000(2) 0.015(3) C13 0.085(4) 0.043(2) 0.033(2) 0.0032(19) -0.001(2) 0.011(2) C14 0.077(4) 0.060(3) 0.041(2) 0.000(2) 0.005(2) 0.004(3) C15 0.094(5) 0.066(4) 0.065(3) -0.014(3) -0.019(3) 0.019(3) C16 0.085(4) 0.047(3) 0.036(2) 0.007(2) 0.005(2) 0.014(3) C17 0.121(6) 0.058(3) 0.042(3) 0.006(2) 0.005(3) 0.014(4) C18 0.124(6) 0.067(4) 0.068(4) 0.010(3) 0.011(4) 0.008(4) C19 0.111(6) 0.069(4) 0.091(5) 0.016(4) 0.029(4) 0.008(4) C20 0.118(6) 0.050(3) 0.080(4) 0.011(3) 0.050(4) 0.010(4) C21 0.136(7) 0.061(4) 0.126(7) -0.003(4) 0.066(6) 0.005(4) C22 0.151(8) 0.056(4) 0.114(6) -0.023(4) 0.069(6) -0.006(5) C23 0.138(6) 0.041(3) 0.071(4) -0.005(3) 0.047(4) -0.015(4) C24 0.179(9) 0.042(3) 0.075(4) -0.007(3) 0.042(5) -0.024(4) C25 0.179(9) 0.056(4) 0.065(4) 0.000(3) 0.007(5) -0.034(5) C26 0.154(7) 0.057(4) 0.059(4) 0.014(3) -0.002(4) -0.011(4) C27 0.120(5) 0.039(3) 0.044(3) 0.006(2) 0.027(3) 0.004(3) C28 0.129(6) 0.037(3) 0.048(3) 0.009(2) 0.030(3) -0.007(3) OW1 0.078(13) 0.147(18) 0.125(16) -0.006(13) -0.004(11) -0.091(13) _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 Cd1 N4 2.226(5) 7 ? Cd1 N1 2.323(4) . ? Cd1 O4 2.324(4) 3_455 ? Cd1 N6 2.325(4) . ? Cd1 N5 2.346(5) . ? O1 C7 1.272(7) . ? O2 C8 1.250(7) . ? O3 C15 1.222(8) . ? O4 C16 1.267(6) . ? O4 Cd1 2.324(4) 3_545 ? O5 C10 1.385(6) . ? O5 C1 1.401(7) . ? N1 C7 1.327(8) . ? N1 N2 1.392(6) . ? N2 C8 1.344(6) . ? N3 C15 1.358(8) . ? N3 N4 1.374(7) . ? N4 C16 1.318(7) . ? N4 Cd1 2.226(5) 7 ? N5 C17 1.326(8) . ? N5 C27 1.355(6) . ? N6 C26 1.331(8) . ? N6 C28 1.349(8) . ? C1 C2 1.364(8) . ? C1 C6 1.374(8) . ? C2 C3 1.372(9) . ? C3 C4 1.421(7) . ? C4 C5 1.362(7) . ? C4 C8 1.448(8) . ? C5 C6 1.423(8) . ? C5 C7 1.486(8) . ? C9 C14 1.377(7) . ? C9 C10 1.392(8) . ? C10 C11 1.372(8) . ? C11 C12 1.410(8) . ? C12 C13 1.370(8) . ? C12 C15 1.490(8) . ? C13 C14 1.401(7) . ? C13 C16 1.475(7) . ? C17 C18 1.379(9) . ? C18 C19 1.357(9) . ? C19 C20 1.402(10) . ? C20 C27 1.399(9) . ? C20 C21 1.460(9) . ? C21 C22 1.343(12) . ? C22 C23 1.396(11) . ? C23 C24 1.384(11) . ? C23 C28 1.425(8) . ? C24 C25 1.338(11) . ? C25 C26 1.429(9) . ? C27 C28 1.428(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 N4 Cd1 N1 99.09(18) 7 . ? N4 Cd1 O4 108.16(16) 7 3_455 ? N1 Cd1 O4 76.52(17) . 3_455 ? N4 Cd1 N6 132.03(19) 7 . ? N1 Cd1 N6 93.15(16) . . ? O4 Cd1 N6 119.79(16) 3_455 . ? N4 Cd1 N5 115.57(15) 7 . ? N1 Cd1 N5 144.09(18) . . ? O4 Cd1 N5 83.68(15) 3_455 . ? N6 Cd1 N5 71.09(18) . . ? C16 O4 Cd1 127.8(3) . 3_545 ? C10 O5 C1 116.7(5) . . ? C7 N1 N2 118.3(4) . . ? C7 N1 Cd1 114.4(4) . . ? N2 N1 Cd1 126.2(4) . . ? C8 N2 N1 127.3(5) . . ? C15 N3 N4 128.7(5) . . ? C16 N4 N3 119.0(5) . . ? C16 N4 Cd1 113.5(4) . 7 ? N3 N4 Cd1 125.5(3) . 7 ? C17 N5 C27 118.0(6) . . ? C17 N5 Cd1 125.7(4) . . ? C27 N5 Cd1 114.6(4) . . ? C26 N6 C28 119.6(6) . . ? C26 N6 Cd1 124.9(5) . . ? C28 N6 Cd1 114.8(4) . . ? C2 C1 C6 123.7(6) . . ? C2 C1 O5 116.5(6) . . ? C6 C1 O5 119.6(6) . . ? C1 C2 C3 118.9(6) . . ? C2 C3 C4 119.2(6) . . ? C5 C4 C3 121.2(6) . . ? C5 C4 C8 120.2(5) . . ? C3 C4 C8 118.6(5) . . ? C4 C5 C6 119.1(5) . . ? C4 C5 C7 120.2(6) . . ? C6 C5 C7 120.7(5) . . ? C1 C6 C5 117.6(5) . . ? O1 C7 N1 119.8(6) . . ? O1 C7 C5 121.6(7) . . ? N1 C7 C5 118.6(5) . . ? O2 C8 N2 120.2(6) . . ? O2 C8 C4 124.9(5) . . ? N2 C8 C4 114.9(5) . . ? C14 C9 C10 120.2(5) . . ? C11 C10 O5 124.3(5) . . ? C11 C10 C9 120.7(5) . . ? O5 C10 C9 114.9(5) . . ? C10 C11 C12 118.7(6) . . ? C13 C12 C11 120.9(5) . . ? C13 C12 C15 120.1(5) . . ? C11 C12 C15 118.9(6) . . ? C12 C13 C14 119.5(5) . . ? C12 C13 C16 120.4(5) . . ? C14 C13 C16 120.0(5) . . ? C9 C14 C13 119.8(5) . . ? O3 C15 N3 122.9(6) . . ? O3 C15 C12 124.5(6) . . ? N3 C15 C12 112.6(6) . . ? O4 C16 N4 118.3(5) . . ? O4 C16 C13 122.6(5) . . ? N4 C16 C13 119.0(6) . . ? N5 C17 C18 122.7(6) . . ? C19 C18 C17 120.4(7) . . ? C18 C19 C20 118.6(7) . . ? C27 C20 C19 117.9(6) . . ? C27 C20 C21 118.8(8) . . ? C19 C20 C21 123.2(8) . . ? C22 C21 C20 119.9(8) . . ? C21 C22 C23 122.6(7) . . ? C24 C23 C22 122.7(7) . . ? C24 C23 C28 117.9(7) . . ? C22 C23 C28 119.4(7) . . ? C25 C24 C23 120.2(7) . . ? C24 C25 C26 120.2(8) . . ? N6 C26 C25 120.6(8) . . ? N5 C27 C20 122.3(6) . . ? N5 C27 C28 117.5(6) . . ? C20 C27 C28 120.2(6) . . ? N6 C28 C23 121.5(7) . . ? N6 C28 C27 119.4(5) . . ? C23 C28 C27 119.1(7) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.165 _refine_diff_density_min -1.327 _refine_diff_density_rms 0.091 # Attachment '- 3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 879242' #TrackingRef '- 3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H22 N6 O4 Pb' _chemical_formula_weight 737.74 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 10.1308(2) _cell_length_b 22.5202(8) _cell_length_c 13.4540(3) _cell_angle_alpha 90.00 _cell_angle_beta 123.8240(10) _cell_angle_gamma 90.00 _cell_volume 2549.99(12) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 6337 _cell_measurement_theta_min 1.81 _cell_measurement_theta_max 28.34 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.922 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 6.668 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.508 _exptl_absorpt_correction_T_max 0.513 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 9.00cm _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 18613 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 28.34 _reflns_number_total 6337 _reflns_number_gt 3426 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0200P)^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 6337 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0775 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0741 _refine_ls_wR_factor_gt 0.0642 _refine_ls_goodness_of_fit_ref 0.992 _refine_ls_restrained_S_all 0.992 _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 Pb1 Pb 0.24480(2) -0.000435(12) 0.610349(16) 0.03418(7) Uani 1 1 d . . . N1 N 0.3689(5) -0.0705(2) 0.4318(4) 0.0440(13) Uani 1 1 d . . . H1A H 0.3019 -0.0442 0.4233 0.053 Uiso 1 1 calc R . . N2 N 0.4399(5) -0.0589(2) 0.3694(4) 0.0405(12) Uani 1 1 d . . . N3 N 0.2027(5) 0.0602(2) 0.2899(4) 0.0357(11) Uani 1 1 d . . . H3A H 0.2722 0.0390 0.2885 0.043 Uiso 1 1 calc R . . N4 N 0.1608(5) 0.04025(19) 0.3672(4) 0.0323(10) Uani 1 1 d . . . N5 N 0.1600(5) 0.04421(19) 0.7382(4) 0.0314(10) Uani 1 1 d . . . N6 N 0.3772(5) -0.0457(2) 0.8207(4) 0.0335(11) Uani 1 1 d . . . O1 O 0.3086(5) -0.1191(2) 0.5472(4) 0.0621(13) Uani 1 1 d . . . O2 O 0.6139(4) -0.09086(17) 0.3277(3) 0.0453(10) Uani 1 1 d . . . O3 O 0.0146(4) 0.05642(16) 0.4432(3) 0.0363(9) Uani 1 1 d . . . O4 O 0.2043(5) 0.11864(18) 0.1567(4) 0.0496(11) Uani 1 1 d . . . C1 C 0.5790(6) -0.1515(2) 0.4559(5) 0.0322(12) Uani 1 1 d . . . C2 C 0.6921(7) -0.1911(2) 0.4701(5) 0.0404(14) Uani 1 1 d . . . H2B H 0.7382 -0.1859 0.4272 0.048 Uiso 1 1 calc R . . C3 C 0.7358(7) -0.2372(3) 0.5453(5) 0.0452(15) Uani 1 1 d . . . H3B H 0.8127 -0.2635 0.5544 0.054 Uiso 1 1 calc R . . C4 C 0.6680(7) -0.2463(3) 0.6098(5) 0.0454(15) Uani 1 1 d . . . H4B H 0.7023 -0.2780 0.6628 0.055 Uiso 1 1 calc R . . C5 C 0.5516(6) -0.2095(2) 0.5970(5) 0.0358(13) Uani 1 1 d . . . C6 C 0.5068(7) -0.1605(2) 0.5205(4) 0.0323(13) Uani 1 1 d . . . C7 C 0.4837(7) -0.2237(3) 0.6712(6) 0.0539(18) Uani 1 1 d . . . H7A H 0.5324 -0.2592 0.7167 0.081 Uiso 1 1 calc R . . H7B H 0.3710 -0.2295 0.6188 0.081 Uiso 1 1 calc R . . H7C H 0.5052 -0.1913 0.7245 0.081 Uiso 1 1 calc R . . C8 C 0.3889(7) -0.1163(3) 0.5026(5) 0.0423(14) Uani 1 1 d . . . C9 C 0.5409(7) -0.0987(3) 0.3811(5) 0.0390(14) Uani 1 1 d . . . C10 C -0.1502(7) 0.2257(3) 0.1563(5) 0.0432(15) Uani 1 1 d . . . H10A H -0.1972 0.2594 0.1094 0.052 Uiso 1 1 calc R . . C11 C -0.1923(7) 0.2082(3) 0.2343(5) 0.0442(15) Uani 1 1 d . . . H11A H -0.2664 0.2302 0.2389 0.053 Uiso 1 1 calc R . . C12 C -0.1255(6) 0.1591(2) 0.3039(5) 0.0356(13) Uani 1 1 d . . . H12A H -0.1533 0.1479 0.3566 0.043 Uiso 1 1 calc R . . C13 C -0.0143(6) 0.1250(2) 0.2964(5) 0.0283(12) Uani 1 1 d . . . C14 C 0.0289(6) 0.1432(2) 0.2178(5) 0.0289(12) Uani 1 1 d . . . C15 C -0.0389(7) 0.1939(3) 0.1466(5) 0.0390(14) Uani 1 1 d . . . C16 C 0.0019(8) 0.2174(3) 0.0625(6) 0.060(2) Uani 1 1 d . . . H16A H 0.0773 0.1914 0.0629 0.090 Uiso 1 1 calc R . . H16B H 0.0471 0.2564 0.0878 0.090 Uiso 1 1 calc R . . H16C H -0.0927 0.2195 -0.0169 0.090 Uiso 1 1 calc R . . C17 C 0.0558(6) 0.0723(2) 0.3707(5) 0.0306(12) Uani 1 1 d . . . C18 C 0.1497(6) 0.1082(2) 0.2169(5) 0.0333(12) Uani 1 1 d . . . C19 C 0.0626(7) 0.0898(3) 0.7011(6) 0.0444(15) Uani 1 1 d . . . H19A H 0.0351 0.1092 0.6310 0.053 Uiso 1 1 calc R . . C20 C -0.0009(7) 0.1099(3) 0.7653(6) 0.0515(17) Uani 1 1 d . . . H20A H -0.0683 0.1426 0.7385 0.062 Uiso 1 1 calc R . . C21 C 0.0373(7) 0.0809(3) 0.8669(6) 0.0494(17) Uani 1 1 d . . . H21A H -0.0039 0.0942 0.9098 0.059 Uiso 1 1 calc R . . C22 C 0.1371(6) 0.0318(3) 0.9073(5) 0.0368(13) Uani 1 1 d . . . C23 C 0.1823(6) -0.0001(3) 1.0127(4) 0.0439(13) Uani 1 1 d . . . H23A H 0.1395 0.0109 1.0557 0.053 Uiso 1 1 calc R . . C24 C 0.2838(7) -0.0449(3) 1.0515(5) 0.0471(16) Uani 1 1 d . . . H24A H 0.3085 -0.0651 1.1201 0.056 Uiso 1 1 calc R . . C25 C 0.3569(6) -0.0631(3) 0.9903(5) 0.0353(13) Uani 1 1 d . . . C26 C 0.4748(7) -0.1067(3) 1.0301(6) 0.0498(18) Uani 1 1 d . . . H26A H 0.5088 -0.1275 1.1002 0.060 Uiso 1 1 calc R . . C27 C 0.5401(7) -0.1190(3) 0.9669(5) 0.0471(16) Uani 1 1 d . . . H27A H 0.6182 -0.1480 0.9933 0.057 Uiso 1 1 calc R . . C28 C 0.4875(7) -0.0872(3) 0.8618(5) 0.0399(14) Uani 1 1 d . . . H28A H 0.5323 -0.0957 0.8189 0.048 Uiso 1 1 calc R . . C29 C 0.3115(6) -0.0323(2) 0.8832(5) 0.0294(12) Uani 1 1 d . . . C30 C 0.1986(6) 0.0156(2) 0.8404(5) 0.0296(13) 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 Pb1 0.03791(10) 0.04159(11) 0.03286(10) 0.00648(14) 0.02578(8) 0.00356(15) N1 0.049(3) 0.047(3) 0.048(3) 0.016(3) 0.035(3) 0.017(3) N2 0.047(3) 0.047(3) 0.033(3) 0.009(2) 0.026(3) 0.000(3) N3 0.038(3) 0.042(3) 0.041(3) 0.004(2) 0.030(3) 0.007(2) N4 0.038(3) 0.036(3) 0.031(3) 0.008(2) 0.024(2) 0.004(2) N5 0.033(3) 0.031(3) 0.032(3) 0.003(2) 0.019(2) -0.001(2) N6 0.032(3) 0.039(3) 0.034(3) 0.001(2) 0.022(2) 0.000(2) O1 0.077(3) 0.071(3) 0.080(3) 0.027(3) 0.069(3) 0.022(3) O2 0.053(3) 0.059(3) 0.042(2) 0.001(2) 0.038(2) -0.009(2) O3 0.046(2) 0.041(2) 0.037(2) 0.0059(19) 0.033(2) 0.0004(19) O4 0.065(3) 0.056(3) 0.055(3) 0.010(2) 0.050(3) 0.007(2) C1 0.031(3) 0.036(3) 0.036(3) -0.004(3) 0.022(3) -0.005(3) C2 0.039(3) 0.043(4) 0.046(4) -0.010(3) 0.027(3) -0.006(3) C3 0.043(4) 0.041(4) 0.053(4) -0.008(3) 0.028(3) -0.001(3) C4 0.055(4) 0.036(4) 0.046(4) 0.000(3) 0.029(3) 0.002(3) C5 0.037(3) 0.036(3) 0.035(3) -0.003(3) 0.020(3) -0.008(3) C6 0.037(3) 0.037(3) 0.026(4) -0.003(2) 0.019(3) -0.006(3) C7 0.061(4) 0.062(5) 0.054(4) 0.008(4) 0.042(4) -0.001(4) C8 0.049(4) 0.039(4) 0.046(4) 0.010(3) 0.030(3) 0.009(3) C9 0.040(3) 0.051(4) 0.031(3) 0.000(3) 0.023(3) -0.004(3) C10 0.047(4) 0.041(4) 0.041(4) 0.012(3) 0.024(3) 0.008(3) C11 0.045(4) 0.043(4) 0.055(4) 0.003(3) 0.035(3) 0.002(3) C12 0.044(3) 0.036(3) 0.039(3) -0.001(3) 0.030(3) -0.005(3) C13 0.031(3) 0.029(3) 0.030(3) -0.002(2) 0.020(3) -0.007(2) C14 0.028(3) 0.032(3) 0.026(3) -0.002(2) 0.015(2) -0.007(2) C15 0.046(4) 0.042(4) 0.034(3) 0.005(3) 0.026(3) -0.001(3) C16 0.090(5) 0.055(5) 0.061(5) 0.019(4) 0.058(4) 0.009(4) C17 0.032(3) 0.034(3) 0.028(3) -0.005(2) 0.018(3) -0.008(2) C18 0.038(3) 0.038(3) 0.030(3) -0.004(3) 0.022(3) -0.003(3) C19 0.052(4) 0.034(3) 0.048(4) 0.008(3) 0.029(4) 0.007(3) C20 0.054(4) 0.049(4) 0.058(4) 0.000(4) 0.035(4) 0.014(3) C21 0.050(4) 0.057(4) 0.054(4) -0.015(4) 0.038(4) -0.005(3) C22 0.037(3) 0.046(3) 0.037(3) -0.008(3) 0.026(3) -0.004(3) C23 0.042(3) 0.067(4) 0.025(2) -0.005(4) 0.021(2) -0.006(4) C24 0.047(4) 0.072(5) 0.027(3) -0.001(3) 0.023(3) -0.020(3) C25 0.038(3) 0.042(3) 0.026(3) 0.003(3) 0.017(3) -0.010(3) C26 0.048(4) 0.049(4) 0.040(4) 0.016(3) 0.017(4) -0.002(3) C27 0.043(4) 0.037(4) 0.053(4) 0.014(3) 0.021(4) 0.013(3) C28 0.040(3) 0.043(4) 0.040(4) 0.002(3) 0.025(3) 0.000(3) C29 0.028(3) 0.035(3) 0.028(3) -0.001(2) 0.018(3) -0.008(2) C30 0.028(3) 0.033(4) 0.031(3) -0.005(2) 0.019(2) -0.007(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 Pb1 O2 2.375(4) 3_656 ? Pb1 O3 2.509(4) . ? Pb1 N5 2.521(4) . ? Pb1 N6 2.574(4) . ? Pb1 O3 2.628(3) 3_556 ? Pb1 O1 2.981(4) . ? Pb1 N4 3.027(4) . ? Pb1 C9 3.071(6) 3_656 ? Pb1 C17 3.142(5) . ? Pb1 Pb1 4.1258(4) 3_556 ? N1 C8 1.339(7) . ? N1 N2 1.402(5) . ? N1 H1A 0.8600 . ? N2 C9 1.301(7) . ? N3 C18 1.354(6) . ? N3 N4 1.399(5) . ? N3 H3A 0.8600 . ? N4 C17 1.308(6) . ? N5 C19 1.316(7) . ? N5 C30 1.363(6) . ? N6 C28 1.320(7) . ? N6 C29 1.365(6) . ? O1 C8 1.253(6) . ? O2 C9 1.298(5) . ? O2 Pb1 2.375(4) 3_656 ? O3 C17 1.307(5) . ? O3 Pb1 2.628(3) 3_556 ? O4 C18 1.232(5) . ? C1 C2 1.379(7) . ? C1 C6 1.429(6) . ? C1 C9 1.465(7) . ? C2 C3 1.342(8) . ? C2 H2B 0.9300 . ? C3 C4 1.389(8) . ? C3 H3B 0.9300 . ? C4 C5 1.371(7) . ? C4 H4B 0.9300 . ? C5 C6 1.402(7) . ? C5 C7 1.527(7) . ? C6 C8 1.469(7) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C9 Pb1 3.071(5) 3_656 ? C10 C11 1.391(7) . ? C10 C15 1.402(7) . ? C10 H10A 0.9300 . ? C11 C12 1.362(7) . ? C11 H11A 0.9300 . ? C12 C13 1.412(7) . ? C12 H12A 0.9300 . ? C13 C14 1.412(6) . ? C13 C17 1.457(7) . ? C14 C15 1.401(7) . ? C14 C18 1.461(7) . ? C15 C16 1.500(7) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C19 C20 1.407(7) . ? C19 H19A 0.9300 . ? C20 C21 1.363(8) . ? C20 H20A 0.9300 . ? C21 C22 1.390(8) . ? C21 H21A 0.9300 . ? C22 C30 1.399(6) . ? C22 C23 1.418(7) . ? C23 C24 1.323(8) . ? C23 H23A 0.9300 . ? C24 C25 1.440(7) . ? C24 H24A 0.9300 . ? C25 C26 1.403(8) . ? C25 C29 1.425(7) . ? C26 C27 1.365(8) . ? C26 H26A 0.9300 . ? C27 C28 1.399(7) . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? C29 C30 1.440(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Pb1 O3 87.17(12) 3_656 . ? O2 Pb1 N5 77.48(12) 3_656 . ? O3 Pb1 N5 84.74(12) . . ? O2 Pb1 N6 96.53(13) 3_656 . ? O3 Pb1 N6 147.47(11) . . ? N5 Pb1 N6 64.80(14) . . ? O2 Pb1 O3 145.76(11) 3_656 3_556 ? O3 Pb1 O3 73.17(12) . 3_556 ? N5 Pb1 O3 73.12(12) . 3_556 ? N6 Pb1 O3 86.61(12) . 3_556 ? O2 Pb1 O1 133.77(11) 3_656 . ? O3 Pb1 O1 116.27(12) . . ? N5 Pb1 O1 139.65(12) . . ? N6 Pb1 O1 84.01(13) . . ? O3 Pb1 O1 80.46(11) 3_556 . ? O2 Pb1 N4 82.48(12) 3_656 . ? O3 Pb1 N4 46.78(10) . . ? N5 Pb1 N4 128.25(13) . . ? N6 Pb1 N4 165.76(12) . . ? O3 Pb1 N4 102.25(11) 3_556 . ? O1 Pb1 N4 86.47(11) . . ? O2 Pb1 C9 23.43(12) 3_656 3_656 ? O3 Pb1 C9 87.00(13) . 3_656 ? N5 Pb1 C9 100.79(14) . 3_656 ? N6 Pb1 C9 108.79(14) . 3_656 ? O3 Pb1 C9 159.58(14) 3_556 3_656 ? O1 Pb1 C9 113.65(13) . 3_656 ? N4 Pb1 C9 65.68(13) . 3_656 ? O2 Pb1 C17 79.20(13) 3_656 . ? O3 Pb1 C17 23.49(10) . . ? N5 Pb1 C17 104.36(13) . . ? N6 Pb1 C17 169.09(13) . . ? O3 Pb1 C17 91.36(12) 3_556 . ? O1 Pb1 C17 106.24(12) . . ? N4 Pb1 C17 24.38(11) . . ? C9 Pb1 C17 70.95(14) 3_656 . ? O2 Pb1 Pb1 119.77(9) 3_656 3_556 ? O3 Pb1 Pb1 37.57(8) . 3_556 ? N5 Pb1 Pb1 76.07(10) . 3_556 ? N6 Pb1 Pb1 118.36(9) . 3_556 ? O3 Pb1 Pb1 35.60(8) 3_556 3_556 ? O1 Pb1 Pb1 99.41(9) . 3_556 ? N4 Pb1 Pb1 73.66(8) . 3_556 ? C9 Pb1 Pb1 124.41(11) 3_656 3_556 ? C17 Pb1 Pb1 57.14(9) . 3_556 ? C8 N1 N2 130.1(5) . . ? C8 N1 H1A 114.9 . . ? N2 N1 H1A 114.9 . . ? C9 N2 N1 115.5(5) . . ? C18 N3 N4 129.4(4) . . ? C18 N3 H3A 115.3 . . ? N4 N3 H3A 115.3 . . ? C17 N4 N3 116.0(4) . . ? C17 N4 Pb1 82.8(3) . . ? N3 N4 Pb1 151.9(3) . . ? C19 N5 C30 119.0(4) . . ? C19 N5 Pb1 121.4(4) . . ? C30 N5 Pb1 119.0(3) . . ? C28 N6 C29 119.3(5) . . ? C28 N6 Pb1 122.8(3) . . ? C29 N6 Pb1 117.1(3) . . ? C8 O1 Pb1 113.1(4) . . ? C9 O2 Pb1 109.9(3) . 3_656 ? C17 O3 Pb1 106.6(3) . . ? C17 O3 Pb1 127.8(3) . 3_556 ? Pb1 O3 Pb1 106.83(12) . 3_556 ? C2 C1 C6 119.5(5) . . ? C2 C1 C9 120.1(5) . . ? C6 C1 C9 120.3(5) . . ? C3 C2 C1 120.3(5) . . ? C3 C2 H2B 119.8 . . ? C1 C2 H2B 119.8 . . ? C2 C3 C4 120.9(6) . . ? C2 C3 H3B 119.5 . . ? C4 C3 H3B 119.5 . . ? C5 C4 C3 121.6(6) . . ? C5 C4 H4B 119.2 . . ? C3 C4 H4B 119.2 . . ? C4 C5 C6 118.1(5) . . ? C4 C5 C7 117.4(5) . . ? C6 C5 C7 124.4(5) . . ? C5 C6 C1 119.5(5) . . ? C5 C6 C8 123.8(4) . . ? C1 C6 C8 116.7(5) . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O1 C8 N1 119.8(5) . . ? O1 C8 C6 124.9(5) . . ? N1 C8 C6 115.2(5) . . ? O2 C9 N2 119.4(5) . . ? O2 C9 C1 118.5(5) . . ? N2 C9 C1 122.1(5) . . ? O2 C9 Pb1 46.7(3) . 3_656 ? N2 C9 Pb1 89.8(3) . 3_656 ? C1 C9 Pb1 130.9(4) . 3_656 ? C11 C10 C15 121.7(5) . . ? C11 C10 H10A 119.1 . . ? C15 C10 H10A 119.1 . . ? C12 C11 C10 120.4(5) . . ? C12 C11 H11A 119.8 . . ? C10 C11 H11A 119.8 . . ? C11 C12 C13 120.2(5) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C14 C13 C12 119.3(5) . . ? C14 C13 C17 120.9(4) . . ? C12 C13 C17 119.8(4) . . ? C15 C14 C13 120.6(5) . . ? C15 C14 C18 121.9(4) . . ? C13 C14 C18 117.5(5) . . ? C14 C15 C10 117.8(4) . . ? C14 C15 C16 124.5(5) . . ? C10 C15 C16 117.6(5) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 N4 118.6(5) . . ? O3 C17 C13 119.9(4) . . ? N4 C17 C13 121.4(4) . . ? O3 C17 Pb1 49.9(2) . . ? N4 C17 Pb1 72.9(3) . . ? C13 C17 Pb1 156.2(4) . . ? O4 C18 N3 119.2(5) . . ? O4 C18 C14 126.0(5) . . ? N3 C18 C14 114.8(4) . . ? N5 C19 C20 121.3(6) . . ? N5 C19 H19A 119.3 . . ? C20 C19 H19A 119.3 . . ? C21 C20 C19 119.4(6) . . ? C21 C20 H20A 120.3 . . ? C19 C20 H20A 120.3 . . ? C20 C21 C22 120.8(5) . . ? C20 C21 H21A 119.6 . . ? C22 C21 H21A 119.6 . . ? C21 C22 C30 116.3(5) . . ? C21 C22 C23 123.6(5) . . ? C30 C22 C23 120.0(5) . . ? C24 C23 C22 121.9(5) . . ? C24 C23 H23A 119.1 . . ? C22 C23 H23A 119.1 . . ? C23 C24 C25 121.7(5) . . ? C23 C24 H24A 119.2 . . ? C25 C24 H24A 119.2 . . ? C26 C25 C29 117.0(5) . . ? C26 C25 C24 125.5(5) . . ? C29 C25 C24 117.4(5) . . ? C27 C26 C25 120.6(6) . . ? C27 C26 H26A 119.7 . . ? C25 C26 H26A 119.7 . . ? C26 C27 C28 118.8(6) . . ? C26 C27 H27A 120.6 . . ? C28 C27 H27A 120.6 . . ? N6 C28 C27 122.8(5) . . ? N6 C28 H28A 118.6 . . ? C27 C28 H28A 118.6 . . ? N6 C29 C25 121.5(5) . . ? N6 C29 C30 118.0(4) . . ? C25 C29 C30 120.5(4) . . ? N5 C30 C22 123.1(5) . . ? N5 C30 C29 118.4(4) . . ? C22 C30 C29 118.5(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.460 _refine_diff_density_min -1.158 _refine_diff_density_rms 0.119 # Attachment '- 4.CIF' data_4 _database_code_depnum_ccdc_archive 'CCDC 879243' #TrackingRef '- 4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H46 Cd2 N12 O10' _chemical_formula_weight 1319.89 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 24.9265(9) _cell_length_b 10.4215(3) _cell_length_c 20.2645(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.961(3) _cell_angle_gamma 90.00 _cell_volume 5244.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6472 _cell_measurement_theta_min 1.64 _cell_measurement_theta_max 28.27 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2664 _exptl_absorpt_coefficient_mu 0.888 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.915 _exptl_absorpt_correction_T_max 0.915 _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 'fine-focus 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 9.00cm _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 18530 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 28.27 _reflns_number_total 6472 _reflns_number_gt 4920 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0497P)^2^+8.0630P] 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 6472 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.1081 _refine_ls_wR_factor_gt 0.0936 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Cd1 Cd 0.045904(9) 0.35041(2) -0.446562(11) 0.04088(9) Uani 1 1 d . . . O1 O 0.22969(11) 0.5511(3) -0.52575(14) 0.0752(8) Uani 1 1 d . . . O2 O 0.01699(8) 0.4920(2) -0.57724(11) 0.0451(5) Uani 1 1 d . . . O3 O 0.15591(13) 0.3351(3) -0.38634(14) 0.0712(8) Uani 1 1 d . . . O4 O 0.07148(14) 0.6746(3) -0.22772(17) 0.0845(10) Uani 1 1 d . . . OW1 O 0.2929(3) 0.6732(7) -0.0148(4) 0.092(2) Uani 0.50 1 d P . . N1 N 0.09486(10) 0.4448(3) -0.51968(12) 0.0429(6) Uani 1 1 d . . . N2 N 0.14963(11) 0.4649(3) -0.50883(14) 0.0497(7) Uani 1 1 d . . . H2A H 0.1663 0.4200 -0.4779 0.060 Uiso 1 1 calc R . . N3 N 0.06681(12) 0.5355(3) -0.31156(14) 0.0549(7) Uani 1 1 d . . . H3A H 0.0331 0.5534 -0.3180 0.066 Uiso 1 1 calc R . . N4 N 0.08663(12) 0.4468(3) -0.35403(14) 0.0529(7) Uani 1 1 d . . . N5 N -0.02828(11) 0.2345(2) -0.49349(12) 0.0410(6) Uani 1 1 d . . . N6 N 0.04669(12) 0.1454(2) -0.39787(13) 0.0447(6) Uani 1 1 d . . . C1 C 0.14495(18) 0.7800(4) -0.68053(19) 0.0662(11) Uani 1 1 d . . . H1A H 0.1608 0.8432 -0.7048 0.079 Uiso 1 1 calc R . . C2 C 0.09133(17) 0.7523(4) -0.69607(18) 0.0626(10) Uani 1 1 d . . . H2B H 0.0720 0.7955 -0.7306 0.075 Uiso 1 1 calc R . . C3 C 0.06638(15) 0.6611(3) -0.66071(17) 0.0505(8) Uani 1 1 d . . . H3B H 0.0301 0.6422 -0.6708 0.061 Uiso 1 1 calc R . . C4 C 0.09632(12) 0.5968(3) -0.60911(14) 0.0400(6) Uani 1 1 d . . . C5 C 0.15099(14) 0.6223(3) -0.59410(16) 0.0454(7) Uani 1 1 d . . . C6 C 0.17636(16) 0.7183(4) -0.63058(18) 0.0575(9) Uani 1 1 d . . . C7 C 0.06814(12) 0.5069(3) -0.56810(14) 0.0389(6) Uani 1 1 d . . . C8 C 0.18022(13) 0.5468(4) -0.54114(16) 0.0504(8) Uani 1 1 d . . . C9 C 0.23486(19) 0.7569(5) -0.6162(2) 0.0842(15) Uani 1 1 d . . . H9A H 0.2436 0.8228 -0.6466 0.126 Uiso 1 1 calc R . . H9B H 0.2575 0.6837 -0.6212 0.126 Uiso 1 1 calc R . . H9C H 0.2405 0.7887 -0.5716 0.126 Uiso 1 1 calc R . . C10 C 0.22797(17) 0.4324(4) -0.2850(2) 0.0701(11) Uani 1 1 d . . . H10A H 0.2411 0.3734 -0.3141 0.084 Uiso 1 1 calc R . . C11 C 0.26051(17) 0.4818(5) -0.2348(3) 0.0779(13) Uani 1 1 d . . . H11A H 0.2961 0.4547 -0.2280 0.093 Uiso 1 1 calc R . . C12 C 0.24118(15) 0.5716(4) -0.1939(2) 0.0622(10) Uani 1 1 d . . . H12A H 0.2650 0.6059 -0.1607 0.075 Uiso 1 1 calc R . . C13 C 0.18858(16) 0.6151(4) -0.19844(19) 0.0592(9) Uani 1 1 d . . . C14 C 0.15266(15) 0.5610(3) -0.25061(17) 0.0532(9) Uani 1 1 d . . . C15 C 0.17322(14) 0.4723(3) -0.29275(17) 0.0524(8) Uani 1 1 d . . . C16 C 0.13815(16) 0.4158(3) -0.34629(17) 0.0542(8) Uani 1 1 d . . . C17 C 0.09515(17) 0.5973(3) -0.26056(18) 0.0561(9) Uani 1 1 d . . . C18 C 0.17052(18) 0.7113(5) -0.1523(2) 0.0721(11) Uani 1 1 d . . . H18A H 0.2002 0.7354 -0.1213 0.108 Uiso 1 1 calc R . . H18B H 0.1422 0.6758 -0.1287 0.108 Uiso 1 1 calc R . . H18C H 0.1574 0.7856 -0.1766 0.108 Uiso 1 1 calc R . . C19 C -0.06469(14) 0.2774(3) -0.53975(15) 0.0469(7) Uani 1 1 d . . . H19A H -0.0566 0.3502 -0.5635 0.056 Uiso 1 1 calc R . . C20 C -0.11449(15) 0.2186(4) -0.55448(17) 0.0552(8) Uani 1 1 d . . . H20A H -0.1394 0.2528 -0.5865 0.066 Uiso 1 1 calc R . . C21 C -0.12594(16) 0.1096(4) -0.5210(2) 0.0603(9) Uani 1 1 d . . . H21A H -0.1592 0.0698 -0.5297 0.072 Uiso 1 1 calc R . . C22 C -0.08780(15) 0.0575(3) -0.47344(17) 0.0523(8) Uani 1 1 d . . . C23 C -0.09575(17) -0.0593(4) -0.4379(2) 0.0685(11) Uani 1 1 d . . . H23A H -0.1278 -0.1046 -0.4465 0.082 Uiso 1 1 calc R . . C24 C -0.05826(18) -0.1043(4) -0.3929(2) 0.0697(11) Uani 1 1 d . . . H24A H -0.0644 -0.1810 -0.3714 0.084 Uiso 1 1 calc R . . C25 C -0.00917(16) -0.0378(3) -0.37704(18) 0.0527(8) Uani 1 1 d . . . C26 C 0.03110(17) -0.0808(3) -0.32926(19) 0.0594(9) Uani 1 1 d . . . H26A H 0.0260 -0.1557 -0.3057 0.071 Uiso 1 1 calc R . . C27 C 0.07717(18) -0.0132(4) -0.31767(19) 0.0619(10) Uani 1 1 d . . . H27A H 0.1040 -0.0417 -0.2864 0.074 Uiso 1 1 calc R . . C28 C 0.08417(16) 0.0995(3) -0.35281(17) 0.0535(8) Uani 1 1 d . . . H28A H 0.1162 0.1447 -0.3446 0.064 Uiso 1 1 calc R . . C29 C -0.03916(14) 0.1250(3) -0.46040(15) 0.0425(7) Uani 1 1 d . . . C30 C 0.00086(14) 0.0774(3) -0.41059(15) 0.0434(7) 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 Cd1 0.04534(14) 0.03652(13) 0.04129(13) 0.00254(9) 0.00663(9) -0.00304(9) O1 0.0482(14) 0.102(2) 0.0735(18) 0.0082(17) -0.0040(13) -0.0186(15) O2 0.0430(11) 0.0440(12) 0.0495(12) 0.0007(10) 0.0104(9) -0.0004(9) O3 0.091(2) 0.0673(18) 0.0564(16) 0.0042(14) 0.0101(15) 0.0051(15) O4 0.092(2) 0.079(2) 0.079(2) -0.0179(17) -0.0183(17) 0.0280(18) OW1 0.086(4) 0.084(5) 0.099(5) -0.007(4) -0.037(4) -0.012(4) N1 0.0437(13) 0.0451(14) 0.0411(13) 0.0039(11) 0.0102(11) -0.0019(11) N2 0.0452(14) 0.0584(17) 0.0456(14) 0.0078(13) 0.0044(12) 0.0016(13) N3 0.0598(17) 0.0507(17) 0.0513(16) 0.0038(13) -0.0122(14) -0.0010(14) N4 0.0618(18) 0.0466(15) 0.0478(15) 0.0028(13) -0.0092(13) -0.0026(14) N5 0.0543(15) 0.0333(12) 0.0363(12) -0.0005(10) 0.0092(11) -0.0049(11) N6 0.0558(16) 0.0363(13) 0.0428(13) -0.0032(11) 0.0088(12) -0.0001(12) C1 0.086(3) 0.060(2) 0.055(2) 0.0105(18) 0.022(2) -0.017(2) C2 0.077(3) 0.061(2) 0.052(2) 0.0176(18) 0.0177(18) 0.005(2) C3 0.0555(19) 0.0516(19) 0.0458(17) 0.0059(15) 0.0124(15) 0.0034(15) C4 0.0470(16) 0.0376(14) 0.0371(14) -0.0001(12) 0.0139(12) -0.0009(13) C5 0.0501(17) 0.0470(17) 0.0406(16) -0.0069(13) 0.0124(13) -0.0061(14) C6 0.066(2) 0.059(2) 0.0496(19) -0.0056(17) 0.0190(17) -0.0203(18) C7 0.0441(16) 0.0358(14) 0.0382(15) -0.0018(12) 0.0121(12) 0.0015(12) C8 0.0470(18) 0.060(2) 0.0452(17) -0.0060(15) 0.0087(14) -0.0056(16) C9 0.084(3) 0.096(4) 0.073(3) 0.004(3) 0.015(2) -0.049(3) C10 0.066(2) 0.074(3) 0.070(3) 0.012(2) 0.005(2) -0.001(2) C11 0.053(2) 0.090(3) 0.090(3) 0.011(3) 0.006(2) 0.003(2) C12 0.0456(19) 0.073(3) 0.066(2) 0.007(2) -0.0078(17) -0.0059(18) C13 0.067(2) 0.056(2) 0.055(2) 0.0054(17) 0.0044(18) -0.0070(18) C14 0.059(2) 0.0497(19) 0.0478(17) 0.0190(15) -0.0129(15) -0.0130(16) C15 0.0544(19) 0.052(2) 0.0500(18) 0.0150(16) 0.0002(15) -0.0069(16) C16 0.066(2) 0.0502(19) 0.0454(18) 0.0159(16) -0.0018(16) -0.0078(17) C17 0.080(3) 0.0384(17) 0.0481(18) 0.0027(15) -0.0067(17) 0.0039(17) C18 0.076(3) 0.078(3) 0.062(2) -0.001(2) 0.004(2) -0.003(2) C19 0.061(2) 0.0409(17) 0.0397(16) -0.0041(13) 0.0079(14) -0.0041(15) C20 0.060(2) 0.056(2) 0.0489(18) -0.0013(16) 0.0005(16) -0.0062(17) C21 0.058(2) 0.057(2) 0.065(2) -0.0041(18) 0.0069(18) -0.0157(18) C22 0.060(2) 0.0452(18) 0.0529(19) -0.0018(15) 0.0130(16) -0.0097(16) C23 0.068(2) 0.054(2) 0.085(3) 0.012(2) 0.013(2) -0.0222(19) C24 0.082(3) 0.0450(19) 0.084(3) 0.018(2) 0.017(2) -0.009(2) C25 0.072(2) 0.0343(16) 0.0545(19) 0.0034(14) 0.0183(17) 0.0019(15) C26 0.081(3) 0.0410(18) 0.058(2) 0.0092(16) 0.0144(19) 0.0122(18) C27 0.083(3) 0.0461(19) 0.055(2) 0.0043(16) 0.0004(19) 0.0168(19) C28 0.064(2) 0.0451(17) 0.0507(18) -0.0022(15) 0.0028(16) 0.0071(16) C29 0.0558(18) 0.0337(15) 0.0399(15) -0.0045(12) 0.0145(13) -0.0034(13) C30 0.0573(18) 0.0348(15) 0.0398(15) -0.0028(12) 0.0142(14) 0.0043(13) _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 Cd1 N1 2.228(2) . ? Cd1 N4 2.286(3) . ? Cd1 N5 2.341(3) . ? Cd1 O2 2.349(2) 5_564 ? Cd1 N6 2.353(3) . ? O1 C8 1.246(4) . ? O2 C7 1.282(4) . ? O2 Cd1 2.349(2) 5_564 ? O3 C16 1.275(5) . ? O4 C17 1.228(5) . ? N1 C7 1.308(4) . ? N1 N2 1.380(4) . ? N2 C8 1.351(4) . ? N3 C17 1.362(4) . ? N3 N4 1.382(4) . ? N4 C16 1.320(5) . ? N5 C19 1.325(4) . ? N5 C29 1.363(4) . ? N6 C28 1.337(4) . ? N6 C30 1.350(4) . ? C1 C2 1.377(6) . ? C1 C6 1.383(6) . ? C2 C3 1.371(5) . ? C3 C4 1.402(5) . ? C4 C5 1.396(4) . ? C4 C7 1.471(4) . ? C5 C6 1.424(5) . ? C5 C8 1.472(5) . ? C6 C9 1.516(6) . ? C10 C11 1.348(6) . ? C10 C15 1.422(5) . ? C11 C12 1.366(6) . ? C12 C13 1.383(5) . ? C13 C14 1.440(5) . ? C13 C18 1.468(6) . ? C14 C15 1.387(5) . ? C14 C17 1.479(5) . ? C15 C16 1.457(5) . ? C19 C20 1.394(5) . ? C20 C21 1.366(5) . ? C21 C22 1.403(5) . ? C22 C29 1.407(5) . ? C22 C23 1.437(5) . ? C23 C24 1.333(6) . ? C24 C25 1.419(6) . ? C25 C26 1.406(5) . ? C25 C30 1.413(4) . ? C26 C27 1.350(6) . ? C27 C28 1.392(5) . ? C29 C30 1.444(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N4 96.98(10) . . ? N1 Cd1 N5 114.61(9) . . ? N4 Cd1 N5 147.05(10) . . ? N1 Cd1 O2 103.99(9) . 5_564 ? N4 Cd1 O2 77.36(9) . 5_564 ? N5 Cd1 O2 85.77(8) . 5_564 ? N1 Cd1 N6 133.99(10) . . ? N4 Cd1 N6 93.91(10) . . ? N5 Cd1 N6 71.31(9) . . ? O2 Cd1 N6 122.02(8) 5_564 . ? C7 O2 Cd1 124.00(19) . 5_564 ? C7 N1 N2 118.5(3) . . ? C7 N1 Cd1 116.4(2) . . ? N2 N1 Cd1 123.52(19) . . ? C8 N2 N1 127.6(3) . . ? C17 N3 N4 126.8(3) . . ? C16 N4 N3 119.1(3) . . ? C16 N4 Cd1 110.4(2) . . ? N3 N4 Cd1 130.3(2) . . ? C19 N5 C29 118.5(3) . . ? C19 N5 Cd1 125.6(2) . . ? C29 N5 Cd1 114.6(2) . . ? C28 N6 C30 118.2(3) . . ? C28 N6 Cd1 126.2(2) . . ? C30 N6 Cd1 114.8(2) . . ? C2 C1 C6 123.1(3) . . ? C3 C2 C1 120.1(4) . . ? C2 C3 C4 119.0(3) . . ? C5 C4 C3 121.2(3) . . ? C5 C4 C7 120.2(3) . . ? C3 C4 C7 118.5(3) . . ? C4 C5 C6 119.3(3) . . ? C4 C5 C8 118.0(3) . . ? C6 C5 C8 122.7(3) . . ? C1 C6 C5 117.2(3) . . ? C1 C6 C9 119.4(4) . . ? C5 C6 C9 123.3(4) . . ? O2 C7 N1 118.9(3) . . ? O2 C7 C4 120.9(3) . . ? N1 C7 C4 120.1(3) . . ? O1 C8 N2 119.3(3) . . ? O1 C8 C5 125.4(3) . . ? N2 C8 C5 115.3(3) . . ? C11 C10 C15 118.7(4) . . ? C10 C11 C12 120.0(4) . . ? C11 C12 C13 124.5(4) . . ? C12 C13 C14 116.5(4) . . ? C12 C13 C18 121.5(4) . . ? C14 C13 C18 122.0(4) . . ? C15 C14 C13 118.3(3) . . ? C15 C14 C17 119.5(3) . . ? C13 C14 C17 122.2(4) . . ? C14 C15 C10 122.0(4) . . ? C14 C15 C16 119.9(3) . . ? C10 C15 C16 118.2(4) . . ? O3 C16 N4 118.3(3) . . ? O3 C16 C15 121.4(4) . . ? N4 C16 C15 120.3(4) . . ? O4 C17 N3 118.6(4) . . ? O4 C17 C14 126.8(3) . . ? N3 C17 C14 114.5(3) . . ? N5 C19 C20 123.1(3) . . ? C21 C20 C19 118.7(3) . . ? C20 C21 C22 120.3(3) . . ? C21 C22 C29 117.2(3) . . ? C21 C22 C23 123.9(3) . . ? C29 C22 C23 118.9(3) . . ? C24 C23 C22 121.4(4) . . ? C23 C24 C25 121.6(4) . . ? C26 C25 C30 117.2(3) . . ? C26 C25 C24 123.4(3) . . ? C30 C25 C24 119.4(4) . . ? C27 C26 C25 119.9(3) . . ? C26 C27 C28 119.6(4) . . ? N6 C28 C27 122.7(4) . . ? N5 C29 C22 122.1(3) . . ? N5 C29 C30 118.5(3) . . ? C22 C29 C30 119.5(3) . . ? N6 C30 C25 122.4(3) . . ? N6 C30 C29 118.4(3) . . ? C25 C30 C29 119.2(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.872 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.081 # Attachment '- 5.CIF' data_5 _database_code_depnum_ccdc_archive 'CCDC 879244' #TrackingRef '- 5.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H10 N4 O5' _chemical_formula_weight 338.28 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 11.5586(5) _cell_length_b 10.4198(4) _cell_length_c 11.8568(5) _cell_angle_alpha 90.00 _cell_angle_beta 109.947(2) _cell_angle_gamma 90.00 _cell_volume 1342.34(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1662 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 28.23 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.674 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.986 _exptl_absorpt_correction_T_max 0.987 _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 'fine-focus 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 9.00cm _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 4786 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0207 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 28.23 _reflns_number_total 1662 _reflns_number_gt 1328 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0639P)^2^+0.6178P] 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 1662 _refine_ls_number_parameters 114 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.1124 _refine_ls_wR_factor_gt 0.1036 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 0.24258(12) 0.52943(12) 0.53487(12) 0.0272(3) Uani 1 1 d . . . H1A H 0.3126 0.5716 0.5840 0.033 Uiso 1 1 calc R . . C2 C 0.17305(12) 0.58201(12) 0.42633(11) 0.0268(3) Uani 1 1 d . . . H2A H 0.1963 0.6597 0.4018 0.032 Uiso 1 1 calc R . . C3 C 0.06758(12) 0.51882(12) 0.35302(11) 0.0234(3) Uani 1 1 d . . . C4 C 0.02987(11) 0.40352(11) 0.38625(10) 0.0233(3) Uani 1 1 d . . . H4A H -0.0413 0.3631 0.3374 0.028 Uiso 1 1 calc R . . C5 C 0.10185(11) 0.34925(11) 0.49555(11) 0.0220(3) Uani 1 1 d . . . C6 C 0.20723(11) 0.41192(11) 0.57089(11) 0.0228(3) Uani 1 1 d . . . C7 C 0.06734(12) 0.22541(12) 0.53391(11) 0.0251(3) Uani 1 1 d . . . C8 C 0.27387(11) 0.35197(12) 0.68442(11) 0.0247(3) Uani 1 1 d . . . N1 N 0.14394(11) 0.18201(10) 0.63993(10) 0.0289(3) Uani 1 1 d . . . H1B H 0.1269 0.1076 0.6615 0.035 Uiso 1 1 calc R . . N2 N 0.24627(10) 0.24164(11) 0.71841(10) 0.0283(3) Uani 1 1 d . . . O1 O -0.02481(10) 0.16214(9) 0.47560(9) 0.0372(3) Uani 1 1 d . . . O2 O 0.37031(9) 0.41726(9) 0.75792(9) 0.0337(3) Uani 1 1 d . . . H2C H 0.3949 0.3822 0.8237 0.051 Uiso 1 1 calc R . . O3 O 0.0000 0.58456(12) 0.2500 0.0307(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 0.0249(6) 0.0300(7) 0.0239(6) -0.0023(5) 0.0046(5) -0.0051(5) C2 0.0306(7) 0.0243(6) 0.0242(6) -0.0001(5) 0.0077(5) -0.0037(5) C3 0.0274(6) 0.0229(6) 0.0180(6) -0.0003(4) 0.0054(5) 0.0027(4) C4 0.0232(6) 0.0237(6) 0.0191(6) -0.0025(4) 0.0024(5) -0.0008(4) C5 0.0237(6) 0.0221(6) 0.0193(6) -0.0012(4) 0.0062(5) 0.0013(4) C6 0.0222(6) 0.0248(6) 0.0199(6) -0.0016(4) 0.0053(5) 0.0023(4) C7 0.0285(6) 0.0235(6) 0.0203(6) -0.0014(4) 0.0047(5) -0.0004(5) C8 0.0225(6) 0.0275(6) 0.0205(6) -0.0017(5) 0.0028(5) 0.0033(5) N1 0.0350(6) 0.0221(5) 0.0233(5) 0.0022(4) 0.0021(5) -0.0026(4) N2 0.0300(6) 0.0271(6) 0.0215(5) -0.0002(4) 0.0006(4) 0.0021(4) O1 0.0411(6) 0.0321(5) 0.0280(5) 0.0025(4) -0.0020(4) -0.0134(4) O2 0.0294(5) 0.0349(5) 0.0259(5) 0.0021(4) -0.0048(4) -0.0037(4) O3 0.0428(8) 0.0204(6) 0.0195(6) 0.000 -0.0015(5) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.3772(18) . ? C1 C6 1.4027(17) . ? C2 C3 1.3972(17) . ? C3 C4 1.3804(17) . ? C3 O3 1.3858(13) . ? C4 C5 1.3985(16) . ? C5 C6 1.4020(16) . ? C5 C7 1.4679(17) . ? C6 C8 1.4450(16) . ? C7 O1 1.2429(15) . ? C7 N1 1.3451(16) . ? C8 N2 1.2936(17) . ? C8 O2 1.3424(15) . ? N1 N2 1.3784(15) . ? O3 C3 1.3858(13) 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 C2 C1 C6 119.61(11) . . ? C1 C2 C3 120.06(11) . . ? C4 C3 O3 122.94(11) . . ? C4 C3 C2 121.74(11) . . ? O3 C3 C2 115.16(11) . . ? C3 C4 C5 118.06(11) . . ? C4 C5 C6 120.99(11) . . ? C4 C5 C7 120.26(11) . . ? C6 C5 C7 118.74(11) . . ? C5 C6 C1 119.51(11) . . ? C5 C6 C8 117.60(11) . . ? C1 C6 C8 122.88(11) . . ? O1 C7 N1 120.49(11) . . ? O1 C7 C5 124.46(11) . . ? N1 C7 C5 115.05(11) . . ? N2 C8 O2 119.11(11) . . ? N2 C8 C6 124.38(11) . . ? O2 C8 C6 116.51(11) . . ? C7 N1 N2 128.24(11) . . ? C8 N2 N1 115.87(10) . . ? C3 O3 C3 120.75(13) 2 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.23 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.379 _refine_diff_density_min -0.190 _refine_diff_density_rms 0.046