# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H10 N6 O8 Pb2' _chemical_formula_weight 876.72 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 orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 15.5063(17) _cell_length_b 11.4579(13) _cell_length_c 24.859(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4416.7(9) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6611 _cell_measurement_theta_min 2.3565 _cell_measurement_theta_max 27.5135 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.637 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3200 _exptl_absorpt_coefficient_mu 15.290 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0914 _exptl_absorpt_correction_T_max 0.1499 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruck 1000 CCD area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20156 _diffrn_reflns_av_R_equivalents 0.0895 _diffrn_reflns_av_unetI/netI 0.0813 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 25.10 _reflns_number_total 3932 _reflns_number_gt 3326 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1200P)^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 3932 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.1751 _refine_ls_wR_factor_gt 0.1584 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 0.54684(3) 0.66132(3) 0.111942(18) 0.0278(2) Uani 1 1 d . . . Pb2 Pb 0.27322(3) 0.40898(3) 0.150635(18) 0.0272(2) Uani 1 1 d . . . C1 C 0.6345(8) 0.7790(10) 0.0005(5) 0.030(3) Uani 1 1 d . . . C2 C 0.6619(7) 0.7603(9) -0.0506(5) 0.028(3) Uani 1 1 d . . . C3 C 0.6402(8) 0.5964(8) -0.0119(4) 0.022(2) Uani 1 1 d . . . C4 C 0.6259(8) 0.4723(9) 0.0026(5) 0.028(3) Uani 1 1 d . . . C5 C 0.6302(8) 0.3827(10) -0.0344(5) 0.031(3) Uani 1 1 d . . . H5 H 0.6436 0.3980 -0.0701 0.037 Uiso 1 1 calc R . . C6 C 0.6140(9) 0.2697(10) -0.0173(6) 0.038(3) Uani 1 1 d . . . H6 H 0.6195 0.2073 -0.0409 0.046 Uiso 1 1 calc R . . C7 C 0.5907(10) 0.2520(10) 0.0331(6) 0.045(4) Uani 1 1 d . . . H7 H 0.5789 0.1771 0.0455 0.054 Uiso 1 1 calc R . . C8 C 0.5841(12) 0.3458(9) 0.0670(6) 0.050(4) Uani 1 1 d . . . H8 H 0.5659 0.3318 0.1021 0.060 Uiso 1 1 calc R . . C9 C 0.6161(11) 0.8849(10) 0.0305(6) 0.045(4) Uani 1 1 d . . . C10 C 0.6861(8) 0.8391(8) -0.0933(6) 0.032(3) Uani 1 1 d . . . C11 C 0.4468(7) 0.3842(10) 0.2333(5) 0.025(2) Uani 1 1 d . . . C12 C 0.4897(8) 0.3493(9) 0.2787(5) 0.025(2) Uani 1 1 d . . . C13 C 0.3648(7) 0.2744(9) 0.2799(4) 0.022(2) Uani 1 1 d . . . C14 C 0.2922(7) 0.2050(9) 0.2990(5) 0.026(3) Uani 1 1 d . . . C15 C 0.2164(9) 0.1884(12) 0.2706(6) 0.043(3) Uani 1 1 d . . . H15 H 0.2112 0.2177 0.2358 0.052 Uiso 1 1 calc R . . C16 C 0.1480(10) 0.1284(13) 0.2937(7) 0.053(4) Uani 1 1 d . . . H16 H 0.0953 0.1215 0.2760 0.063 Uiso 1 1 calc R . . C17 C 0.1610(10) 0.0792(12) 0.3439(6) 0.049(4) Uani 1 1 d . . . H17 H 0.1172 0.0372 0.3606 0.059 Uiso 1 1 calc R . . C18 C 0.2394(9) 0.0929(9) 0.3689(6) 0.038(3) Uani 1 1 d . . . H18 H 0.2475 0.0568 0.4021 0.046 Uiso 1 1 calc R . . C19 C 0.5762(8) 0.3711(10) 0.3002(6) 0.035(3) Uani 1 1 d . . . C20 C 0.4729(7) 0.4626(10) 0.1890(5) 0.028(3) Uani 1 1 d . . . N1 N 0.6237(8) 0.6771(8) 0.0255(5) 0.034(3) Uani 1 1 d . . . N2 N 0.6653(6) 0.6395(7) -0.0587(4) 0.026(2) Uani 1 1 d . . . N3 N 0.6018(8) 0.4550(8) 0.0534(4) 0.041(3) Uani 1 1 d . . . N4 N 0.3669(6) 0.3365(7) 0.2333(4) 0.025(2) Uani 1 1 d . . . N5 N 0.4367(6) 0.2799(9) 0.3088(4) 0.030(2) Uani 1 1 d . . . N6 N 0.3050(7) 0.1555(7) 0.3484(4) 0.030(2) Uani 1 1 d . . . O1 O 0.5848(8) 0.8785(8) 0.0756(4) 0.054(3) Uani 1 1 d . . . O2 O 0.6312(8) 0.9847(8) 0.0079(5) 0.064(3) Uani 1 1 d . . . H2 H 0.5853 1.0159 -0.0001 0.096 Uiso 1 1 calc R . . O3 O 0.6796(7) 0.9471(7) -0.0851(4) 0.048(3) Uani 1 1 d . . . O4 O 0.7162(6) 0.7999(7) -0.1370(4) 0.041(2) Uani 1 1 d . . . O5 O 0.4232(6) 0.4849(9) 0.1520(4) 0.046(3) Uani 1 1 d . . . O6 O 0.5481(6) 0.5029(9) 0.1898(4) 0.046(3) Uani 1 1 d . . . O7 O 0.6255(6) 0.4411(9) 0.2731(4) 0.048(3) Uani 1 1 d . . . H7A H 0.6026 0.4568 0.2443 0.072 Uiso 1 1 calc R . . O8 O 0.6019(6) 0.3240(9) 0.3412(4) 0.046(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 Pb1 0.0315(4) 0.0248(3) 0.0270(4) -0.00082(15) 0.00012(18) -0.00702(16) Pb2 0.0244(4) 0.0268(3) 0.0303(4) 0.00315(15) 0.00094(18) -0.00091(16) C1 0.036(7) 0.023(6) 0.030(7) -0.002(5) 0.004(6) -0.012(5) C2 0.022(6) 0.022(5) 0.040(7) -0.005(5) 0.004(5) -0.004(4) C3 0.030(7) 0.015(5) 0.020(6) 0.006(4) 0.007(5) -0.001(4) C4 0.033(7) 0.017(5) 0.035(7) 0.003(4) -0.002(5) -0.001(4) C5 0.039(8) 0.024(5) 0.030(7) 0.001(5) -0.007(6) 0.001(5) C6 0.044(8) 0.019(5) 0.050(9) -0.010(5) -0.002(7) 0.000(5) C7 0.062(10) 0.011(5) 0.062(10) 0.006(5) -0.001(8) -0.001(6) C8 0.090(12) 0.024(6) 0.035(8) 0.009(5) 0.023(8) -0.007(7) C9 0.069(10) 0.018(6) 0.047(9) -0.010(5) 0.017(8) -0.003(6) C10 0.033(7) 0.018(6) 0.044(8) 0.002(5) 0.003(6) -0.006(5) C11 0.022(6) 0.025(5) 0.026(6) -0.003(5) 0.002(5) -0.003(4) C12 0.023(6) 0.030(6) 0.021(6) 0.004(4) 0.006(5) 0.002(5) C13 0.018(6) 0.026(5) 0.021(6) 0.005(4) 0.001(5) -0.003(4) C14 0.024(6) 0.018(5) 0.036(7) 0.012(5) 0.004(5) -0.003(4) C15 0.033(8) 0.043(7) 0.054(10) 0.017(6) -0.006(7) -0.015(6) C16 0.040(9) 0.042(7) 0.076(12) 0.014(8) -0.010(8) -0.015(7) C17 0.030(9) 0.049(8) 0.068(11) 0.021(7) -0.001(7) -0.019(6) C18 0.044(9) 0.033(7) 0.038(8) 0.019(5) 0.016(7) -0.001(6) C19 0.022(7) 0.026(6) 0.057(9) -0.002(6) -0.003(6) 0.000(5) C20 0.020(6) 0.032(6) 0.031(7) 0.010(5) 0.004(5) -0.006(5) N1 0.052(7) 0.016(4) 0.035(6) -0.002(4) 0.002(5) -0.005(4) N2 0.032(6) 0.010(4) 0.037(6) -0.001(4) 0.001(4) -0.002(4) N3 0.077(9) 0.020(5) 0.026(6) 0.002(4) 0.014(6) -0.003(5) N4 0.020(5) 0.029(5) 0.025(6) 0.005(3) 0.001(4) -0.007(4) N5 0.026(5) 0.032(5) 0.032(6) 0.012(4) 0.000(4) -0.008(4) N6 0.027(6) 0.021(5) 0.043(7) 0.006(4) 0.002(5) -0.001(4) O1 0.100(9) 0.020(4) 0.042(6) -0.006(4) 0.018(6) -0.014(5) O2 0.101(10) 0.022(5) 0.069(8) 0.005(4) 0.029(7) -0.006(5) O3 0.061(7) 0.022(4) 0.060(7) 0.009(4) 0.016(5) -0.003(4) O4 0.065(7) 0.026(4) 0.032(5) 0.001(4) 0.021(5) -0.008(4) O5 0.033(6) 0.058(6) 0.047(7) 0.026(5) -0.007(5) -0.019(5) O6 0.036(6) 0.049(6) 0.052(7) 0.019(5) -0.006(4) -0.018(4) O7 0.033(6) 0.062(6) 0.049(7) 0.018(5) -0.012(5) -0.013(5) O8 0.030(6) 0.061(6) 0.049(6) 0.018(5) -0.013(4) -0.007(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 Pb1 N5 2.407(9) 4_655 ? Pb1 N1 2.464(11) . ? Pb1 N6 2.501(11) 4_655 ? Pb1 O6 2.654(9) . ? Pb1 O1 2.712(9) . ? Pb2 O4 2.423(8) 5_665 ? Pb2 O5 2.483(9) . ? Pb2 N2 2.537(10) 5_665 ? Pb2 N4 2.650(10) . ? Pb2 O3 2.735(9) 3_465 ? C1 N1 1.334(15) . ? C1 C2 1.354(16) . ? C1 C9 1.453(17) . ? C2 N2 1.400(13) . ? C2 C10 1.445(17) . ? C3 N2 1.321(14) . ? C3 N1 1.337(14) . ? C3 C4 1.485(14) . ? C4 N3 1.331(16) . ? C4 C5 1.379(17) . ? C5 C6 1.386(17) . ? C5 H5 0.9300 . ? C6 C7 1.32(2) . ? C6 H6 0.9300 . ? C7 C8 1.368(19) . ? C7 H7 0.9300 . ? C8 N3 1.325(15) . ? C8 H8 0.9300 . ? C9 O1 1.224(17) . ? C9 O2 1.296(16) . ? C10 O3 1.258(13) . ? C10 O4 1.265(16) . ? C11 N4 1.354(15) . ? C11 C12 1.370(16) . ? C11 C20 1.478(16) . ? C12 N5 1.367(14) . ? C12 C19 1.465(18) . ? C13 N5 1.327(14) . ? C13 N4 1.360(14) . ? C13 C14 1.458(15) . ? C14 N6 1.368(15) . ? C14 C15 1.385(18) . ? C15 C16 1.39(2) . ? C15 H15 0.9300 . ? C16 C17 1.39(2) . ? C16 H16 0.9300 . ? C17 C18 1.37(2) . ? C17 H17 0.9300 . ? C18 N6 1.344(16) . ? C18 H18 0.9300 . ? C19 O8 1.221(16) . ? C19 O7 1.297(16) . ? C20 O5 1.227(15) . ? C20 O6 1.256(14) . ? N2 Pb2 2.537(10) 5_665 ? N5 Pb1 2.407(9) 4_645 ? N6 Pb1 2.501(11) 4_645 ? O2 H2 0.8200 . ? O3 Pb2 2.735(9) 3_565 ? O4 Pb2 2.423(8) 5_665 ? O7 H7A 0.8200 . ? 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 N5 Pb1 N1 128.4(3) 4_655 . ? N5 Pb1 N6 66.1(3) 4_655 4_655 ? N1 Pb1 N6 84.3(4) . 4_655 ? N5 Pb1 O6 77.7(3) 4_655 . ? N1 Pb1 O6 133.1(3) . . ? N6 Pb1 O6 71.8(3) 4_655 . ? N5 Pb1 O1 74.4(3) 4_655 . ? N1 Pb1 O1 62.4(3) . . ? N6 Pb1 O1 87.5(3) 4_655 . ? O6 Pb1 O1 150.3(3) . . ? O4 Pb2 O5 106.5(3) 5_665 . ? O4 Pb2 N2 68.4(3) 5_665 5_665 ? O5 Pb2 N2 74.7(3) . 5_665 ? O4 Pb2 N4 76.2(3) 5_665 . ? O5 Pb2 N4 65.6(3) . . ? N2 Pb2 N4 115.1(3) 5_665 . ? O4 Pb2 O3 123.3(3) 5_665 3_465 ? O5 Pb2 O3 107.1(3) . 3_465 ? N2 Pb2 O3 78.1(3) 5_665 3_465 ? N4 Pb2 O3 160.4(3) . 3_465 ? N1 C1 C2 109.7(11) . . ? N1 C1 C9 117.8(11) . . ? C2 C1 C9 132.4(11) . . ? C1 C2 N2 107.7(10) . . ? C1 C2 C10 132.2(10) . . ? N2 C2 C10 120.1(11) . . ? N2 C3 N1 114.2(9) . . ? N2 C3 C4 128.1(10) . . ? N1 C3 C4 117.6(10) . . ? N3 C4 C5 122.3(10) . . ? N3 C4 C3 114.6(10) . . ? C5 C4 C3 122.8(11) . . ? C4 C5 C6 118.8(12) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? C7 C6 C5 118.9(11) . . ? C7 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C6 C7 C8 119.0(11) . . ? C6 C7 H7 120.5 . . ? C8 C7 H7 120.5 . . ? N3 C8 C7 124.7(13) . . ? N3 C8 H8 117.7 . . ? C7 C8 H8 117.7 . . ? O1 C9 O2 121.4(12) . . ? O1 C9 C1 119.9(12) . . ? O2 C9 C1 118.6(13) . . ? O3 C10 O4 121.2(11) . . ? O3 C10 C2 118.3(12) . . ? O4 C10 C2 120.4(9) . . ? N4 C11 C12 109.0(10) . . ? N4 C11 C20 119.8(10) . . ? C12 C11 C20 131.2(11) . . ? N5 C12 C11 109.2(10) . . ? N5 C12 C19 116.8(11) . . ? C11 C12 C19 134.0(11) . . ? N5 C13 N4 114.6(9) . . ? N5 C13 C14 119.9(10) . . ? N4 C13 C14 125.5(10) . . ? N6 C14 C15 121.7(11) . . ? N6 C14 C13 114.0(10) . . ? C15 C14 C13 124.3(10) . . ? C14 C15 C16 120.4(13) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C17 C16 C15 117.6(14) . . ? C17 C16 H16 121.2 . . ? C15 C16 H16 121.2 . . ? C18 C17 C16 119.4(13) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? N6 C18 C17 124.0(13) . . ? N6 C18 H18 118.0 . . ? C17 C18 H18 118.0 . . ? O8 C19 O7 121.0(12) . . ? O8 C19 C12 121.8(12) . . ? O7 C19 C12 117.2(12) . . ? O5 C20 O6 121.3(11) . . ? O5 C20 C11 120.9(10) . . ? O6 C20 C11 117.8(11) . . ? C1 N1 C3 104.9(10) . . ? C1 N1 Pb1 122.1(8) . . ? C3 N1 Pb1 130.5(7) . . ? C3 N2 C2 103.3(9) . . ? C3 N2 Pb2 145.2(7) . 5_665 ? C2 N2 Pb2 111.2(7) . 5_665 ? C8 N3 C4 116.1(11) . . ? C11 N4 C13 103.5(10) . . ? C11 N4 Pb2 112.0(7) . . ? C13 N4 Pb2 144.3(7) . . ? C13 N5 C12 103.7(9) . . ? C13 N5 Pb1 120.4(7) . 4_645 ? C12 N5 Pb1 135.4(8) . 4_645 ? C18 N6 C14 116.8(11) . . ? C18 N6 Pb1 124.1(9) . 4_645 ? C14 N6 Pb1 118.4(8) . 4_645 ? C9 O1 Pb1 116.5(8) . . ? C9 O2 H2 109.5 . . ? C10 O3 Pb2 117.0(8) . 3_565 ? C10 O4 Pb2 119.8(7) . 5_665 ? C20 O5 Pb2 121.7(7) . . ? C20 O6 Pb1 103.4(7) . . ? C19 O7 H7A 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N2 2.2(15) . . . . ? C9 C1 C2 N2 -177.6(14) . . . . ? N1 C1 C2 C10 -177.3(13) . . . . ? C9 C1 C2 C10 3(3) . . . . ? N2 C3 C4 N3 179.0(12) . . . . ? N1 C3 C4 N3 -3.3(17) . . . . ? N2 C3 C4 C5 -6(2) . . . . ? N1 C3 C4 C5 171.5(12) . . . . ? N3 C4 C5 C6 -4(2) . . . . ? C3 C4 C5 C6 -178.6(12) . . . . ? C4 C5 C6 C7 3(2) . . . . ? C5 C6 C7 C8 -1(2) . . . . ? C6 C7 C8 N3 -2(3) . . . . ? N1 C1 C9 O1 -6(2) . . . . ? C2 C1 C9 O1 173.9(15) . . . . ? N1 C1 C9 O2 176.0(15) . . . . ? C2 C1 C9 O2 -4(3) . . . . ? C1 C2 C10 O3 -3(2) . . . . ? N2 C2 C10 O3 177.9(12) . . . . ? C1 C2 C10 O4 174.6(13) . . . . ? N2 C2 C10 O4 -4.9(19) . . . . ? N4 C11 C12 N5 -0.9(13) . . . . ? C20 C11 C12 N5 177.3(12) . . . . ? N4 C11 C12 C19 179.4(12) . . . . ? C20 C11 C12 C19 -2(2) . . . . ? N5 C13 C14 N6 3.4(15) . . . . ? N4 C13 C14 N6 -177.1(10) . . . . ? N5 C13 C14 C15 -176.2(12) . . . . ? N4 C13 C14 C15 3.3(19) . . . . ? N6 C14 C15 C16 5(2) . . . . ? C13 C14 C15 C16 -175.0(13) . . . . ? C14 C15 C16 C17 -5(2) . . . . ? C15 C16 C17 C18 1(2) . . . . ? C16 C17 C18 N6 2(2) . . . . ? N5 C12 C19 O8 4.5(18) . . . . ? C11 C12 C19 O8 -175.9(13) . . . . ? N5 C12 C19 O7 -177.0(11) . . . . ? C11 C12 C19 O7 3(2) . . . . ? N4 C11 C20 O5 -0.3(18) . . . . ? C12 C11 C20 O5 -178.3(13) . . . . ? N4 C11 C20 O6 -178.4(11) . . . . ? C12 C11 C20 O6 4(2) . . . . ? C2 C1 N1 C3 -3.3(15) . . . . ? C9 C1 N1 C3 176.6(13) . . . . ? C2 C1 N1 Pb1 -167.1(8) . . . . ? C9 C1 N1 Pb1 12.7(17) . . . . ? N2 C3 N1 C1 3.3(15) . . . . ? C4 C3 N1 C1 -174.7(11) . . . . ? N2 C3 N1 Pb1 165.2(8) . . . . ? C4 C3 N1 Pb1 -12.8(17) . . . . ? N5 Pb1 N1 C1 -46.5(12) 4_655 . . . ? N6 Pb1 N1 C1 -99.8(10) 4_655 . . . ? O6 Pb1 N1 C1 -158.3(9) . . . . ? O1 Pb1 N1 C1 -9.7(9) . . . . ? N5 Pb1 N1 C3 154.2(10) 4_655 . . . ? N6 Pb1 N1 C3 100.9(11) 4_655 . . . ? O6 Pb1 N1 C3 42.4(13) . . . . ? O1 Pb1 N1 C3 -169.0(13) . . . . ? N1 C3 N2 C2 -1.9(14) . . . . ? C4 C3 N2 C2 175.9(12) . . . . ? N1 C3 N2 Pb2 170.5(10) . . . 5_665 ? C4 C3 N2 Pb2 -12(2) . . . 5_665 ? C1 C2 N2 C3 -0.3(13) . . . . ? C10 C2 N2 C3 179.3(11) . . . . ? C1 C2 N2 Pb2 -175.6(8) . . . 5_665 ? C10 C2 N2 Pb2 4.0(14) . . . 5_665 ? C7 C8 N3 C4 1(3) . . . . ? C5 C4 N3 C8 2(2) . . . . ? C3 C4 N3 C8 176.6(13) . . . . ? C12 C11 N4 C13 0.5(12) . . . . ? C20 C11 N4 C13 -177.9(10) . . . . ? C12 C11 N4 Pb2 176.1(7) . . . . ? C20 C11 N4 Pb2 -2.3(13) . . . . ? N5 C13 N4 C11 0.1(13) . . . . ? C14 C13 N4 C11 -179.5(10) . . . . ? N5 C13 N4 Pb2 -172.9(9) . . . . ? C14 C13 N4 Pb2 7.5(19) . . . . ? O4 Pb2 N4 C11 118.2(8) 5_665 . . . ? O5 Pb2 N4 C11 2.6(7) . . . . ? N2 Pb2 N4 C11 60.4(8) 5_665 . . . ? O3 Pb2 N4 C11 -69.2(13) 3_465 . . . ? O4 Pb2 N4 C13 -69.1(12) 5_665 . . . ? O5 Pb2 N4 C13 175.2(13) . . . . ? N2 Pb2 N4 C13 -126.9(12) 5_665 . . . ? O3 Pb2 N4 C13 103.5(14) 3_465 . . . ? N4 C13 N5 C12 -0.6(13) . . . . ? C14 C13 N5 C12 179.0(10) . . . . ? N4 C13 N5 Pb1 -173.7(7) . . . 4_645 ? C14 C13 N5 Pb1 6.0(14) . . . 4_645 ? C11 C12 N5 C13 0.9(13) . . . . ? C19 C12 N5 C13 -179.4(10) . . . . ? C11 C12 N5 Pb1 172.3(9) . . . 4_645 ? C19 C12 N5 Pb1 -7.9(17) . . . 4_645 ? C17 C18 N6 C14 -1.7(19) . . . . ? C17 C18 N6 Pb1 -172.3(11) . . . 4_645 ? C15 C14 N6 C18 -2.1(17) . . . . ? C13 C14 N6 C18 178.2(10) . . . . ? C15 C14 N6 Pb1 169.0(10) . . . 4_645 ? C13 C14 N6 Pb1 -10.6(12) . . . 4_645 ? O2 C9 O1 Pb1 175.3(13) . . . . ? C1 C9 O1 Pb1 -3(2) . . . . ? N5 Pb1 O1 C9 157.0(13) 4_655 . . . ? N1 Pb1 O1 C9 6.2(12) . . . . ? N6 Pb1 O1 C9 91.1(12) 4_655 . . . ? O6 Pb1 O1 C9 136.0(11) . . . . ? O4 C10 O3 Pb2 -17.0(17) . . . 3_565 ? C2 C10 O3 Pb2 160.2(9) . . . 3_565 ? O3 C10 O4 Pb2 -179.9(10) . . . 5_665 ? C2 C10 O4 Pb2 3.0(17) . . . 5_665 ? O6 C20 O5 Pb2 -178.7(9) . . . . ? C11 C20 O5 Pb2 3.2(16) . . . . ? O4 Pb2 O5 C20 -69.0(11) 5_665 . . . ? N2 Pb2 O5 C20 -130.4(11) 5_665 . . . ? N4 Pb2 O5 C20 -3.1(10) . . . . ? O3 Pb2 O5 C20 157.4(10) 3_465 . . . ? O5 C20 O6 Pb1 11.2(15) . . . . ? C11 C20 O6 Pb1 -170.6(9) . . . . ? N5 Pb1 O6 C20 112.9(9) 4_655 . . . ? N1 Pb1 O6 C20 -115.2(9) . . . . ? N6 Pb1 O6 C20 -178.5(9) 4_655 . . . ? O1 Pb1 O6 C20 133.6(9) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 4.778 _refine_diff_density_min -2.860 _refine_diff_density_rms 0.452 _database_code_depnum_ccdc_archive 'CCDC 930089' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H14 N9 O12 Pb3' _chemical_formula_weight 1314.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 15.3197(14) _cell_length_b 15.6843(15) _cell_length_c 15.1838(14) _cell_angle_alpha 90.00 _cell_angle_beta 116.3860(10) _cell_angle_gamma 90.00 _cell_volume 3268.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2349 _cell_measurement_theta_min 2.5975 _cell_measurement_theta_max 21.7145 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.671 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2396 _exptl_absorpt_coefficient_mu 15.497 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.91404 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16284 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_sigmaI/netI 0.0685 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.10 _reflns_number_total 5811 _reflns_number_gt 4336 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0890P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5811 _refine_ls_number_parameters 489 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0642 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1368 _refine_ls_wR_factor_gt 0.1033 _refine_ls_goodness_of_fit_ref 0.934 _refine_ls_restrained_S_all 0.934 _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 0.98747(3) 0.38559(3) 0.39853(3) 0.03112(16) Uani 1 1 d . . . Pb2 Pb 0.76340(4) 0.87714(3) 0.17470(4) 0.03495(17) Uani 1 1 d . . . Pb3 Pb 0.25103(4) 0.90781(3) -0.00442(4) 0.03505(17) Uani 1 1 d . . . C1 C 0.6298(11) 0.3026(10) -0.0500(11) 0.057(4) Uani 1 1 d . . . H1 H 0.5842 0.2729 -0.1038 0.068 Uiso 1 1 calc R . . C2 C 0.6118(12) 0.3866(9) -0.0389(11) 0.057(5) Uani 1 1 d . . . H2 H 0.5565 0.4140 -0.0848 0.069 Uiso 1 1 calc R . . C3 C 0.6764(12) 0.4274(9) 0.0400(11) 0.057(5) Uani 1 1 d . . . H3 H 0.6651 0.4841 0.0496 0.068 Uiso 1 1 calc R . . C4 C 0.7579(10) 0.3886(8) 0.1065(10) 0.042(4) Uani 1 1 d . . . H4 H 0.8022 0.4176 0.1618 0.050 Uiso 1 1 calc R . . C5 C 0.7730(9) 0.3054(7) 0.0900(8) 0.030(3) Uani 1 1 d . . . C6 C 0.8592(8) 0.2547(7) 0.1543(9) 0.027(3) Uani 1 1 d . . . C7 C 0.9915(8) 0.2112(8) 0.2710(8) 0.029(3) Uani 1 1 d . . . C8 C 0.9483(9) 0.1424(8) 0.2086(9) 0.032(3) Uani 1 1 d . . . C9 C 0.9706(9) 0.0512(7) 0.2129(9) 0.028(3) Uani 1 1 d . . . C10 C 1.0861(9) 0.2152(8) 0.3597(9) 0.032(3) Uani 1 1 d . . . C11 C 1.0906(12) 0.9338(11) 0.4982(11) 0.059(4) Uani 1 1 d . . . H11 H 1.0965 0.9892 0.4796 0.070 Uiso 1 1 calc R . . C12 C 1.1567(11) 0.8998(11) 0.5903(11) 0.057(4) Uani 1 1 d . . . H12 H 1.2086 0.9325 0.6339 0.068 Uiso 1 1 calc R . . C13 C 1.1436(12) 0.8171(11) 0.6150(10) 0.062(5) Uani 1 1 d . . . H13 H 1.1873 0.7956 0.6758 0.074 Uiso 1 1 calc R . . C14 C 1.0068(9) 0.8005(8) 0.4667(9) 0.030(3) Uani 1 1 d . . . C15 C 1.0172(10) 0.8807(9) 0.4381(10) 0.042(3) Uani 1 1 d . . . H15 H 0.9734 0.8998 0.3762 0.050 Uiso 1 1 calc R . . C16 C 0.9315(9) 0.7411(8) 0.4060(9) 0.033(3) Uani 1 1 d . . . C17 C 0.8483(9) 0.6239(7) 0.3632(9) 0.028(3) Uani 1 1 d . . . C18 C 0.8057(8) 0.6843(7) 0.2898(8) 0.026(3) Uani 1 1 d . . . C19 C 0.8256(10) 0.5343(8) 0.3716(10) 0.039(3) Uani 1 1 d . . . C20 C 0.7169(10) 0.6753(9) 0.1937(10) 0.039(3) Uani 1 1 d . . . C21 C 0.6287(13) 0.8506(11) 0.4130(11) 0.063(5) Uani 1 1 d . . . H21 H 0.6553 0.8396 0.4801 0.075 Uiso 1 1 calc R . . C22 C 0.6867(12) 0.8555(10) 0.3676(11) 0.057(4) Uani 1 1 d . . . H22 H 0.7533 0.8479 0.4059 0.069 Uiso 1 1 calc R . . C23 C 0.5575(10) 0.8787(8) 0.2170(9) 0.035(3) Uani 1 1 d . . . C24 C 0.4920(12) 0.8773(11) 0.2585(12) 0.059(5) Uani 1 1 d . . . H24 H 0.4258 0.8863 0.2198 0.071 Uiso 1 1 calc R . . C25 C 0.5284(13) 0.8622(13) 0.3587(13) 0.074(5) Uani 1 1 d . . . H25 H 0.4871 0.8598 0.3887 0.089 Uiso 1 1 calc R . . C26 C 0.5280(9) 0.8900(7) 0.1109(9) 0.028(3) Uani 1 1 d . . . C27 C 0.5455(9) 0.8985(7) -0.0206(8) 0.027(3) Uani 1 1 d . . . C28 C 0.4472(9) 0.9020(8) -0.0443(9) 0.032(3) Uani 1 1 d . . . C29 C 0.6019(10) 0.9049(9) -0.0770(10) 0.041(3) Uani 1 1 d . . . C30 C 0.3648(10) 0.9188(8) -0.1413(10) 0.038(3) Uani 1 1 d . . . N1 N 0.7095(8) 0.2611(6) 0.0126(8) 0.039(3) Uani 1 1 d . . . N2 N 0.8645(7) 0.1703(6) 0.1349(7) 0.027(2) Uani 1 1 d . . . N3 N 0.9355(7) 0.2815(6) 0.2367(7) 0.026(2) Uani 1 1 d . . . N4 N 1.0695(8) 0.7665(8) 0.5541(8) 0.051(3) Uani 1 1 d . . . N5 N 0.8567(7) 0.7596(6) 0.3164(7) 0.033(2) Uani 1 1 d . . . N6 N 0.9289(7) 0.6601(6) 0.4355(7) 0.029(2) Uani 1 1 d . . . N7 N 0.6554(8) 0.8707(7) 0.2705(8) 0.037(3) Uani 1 1 d . . . N8 N 0.4363(7) 0.8972(6) 0.0397(7) 0.031(2) Uani 1 1 d . . . N9 N 0.5950(7) 0.8920(6) 0.0776(7) 0.030(2) Uani 1 1 d . . . O1 O 0.9125(7) 0.0031(6) 0.1500(6) 0.043(2) Uani 1 1 d . . . O2 O 1.0531(7) 0.0244(5) 0.2801(7) 0.045(2) Uani 1 1 d . . . H2A H 1.0825 0.0642 0.3161 0.067 Uiso 1 1 calc R . . O3 O 1.1364(7) 0.1454(6) 0.3900(7) 0.041(2) Uani 1 1 d . . . O4 O 1.1150(6) 0.2846(5) 0.4023(6) 0.036(2) Uani 1 1 d . . . O5 O 0.8825(7) 0.4964(5) 0.4482(7) 0.042(2) Uani 1 1 d . . . O6 O 0.7543(7) 0.5002(5) 0.3016(7) 0.047(2) Uani 1 1 d . . . O7 O 0.6726(7) 0.6043(6) 0.1707(7) 0.046(2) Uani 1 1 d . . . O8 O 0.6929(6) 0.7373(5) 0.1349(6) 0.039(2) Uani 1 1 d . . . O9 O 0.6911(7) 0.9089(7) -0.0334(7) 0.050(3) Uani 1 1 d . . . O10 O 0.5571(7) 0.9080(7) -0.1728(7) 0.051(3) Uani 1 1 d . . . H10 H 0.4986 0.9002 -0.1916 0.077 Uiso 1 1 calc R . . O11 O 0.3774(7) 0.9166(7) -0.2174(7) 0.052(3) Uani 1 1 d . . . O12 O 0.2822(6) 0.9361(6) -0.1431(6) 0.042(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.0293(3) 0.0352(3) 0.0244(3) 0.00151(19) 0.0080(2) 0.0040(2) Pb2 0.0252(3) 0.0393(3) 0.0308(3) 0.0053(2) 0.0039(2) 0.0030(2) Pb3 0.0283(3) 0.0398(3) 0.0297(3) -0.0068(2) 0.0063(2) -0.0009(2) C1 0.045(10) 0.054(9) 0.043(9) -0.008(7) -0.007(7) -0.003(8) C2 0.058(11) 0.054(9) 0.032(9) 0.001(7) -0.005(8) 0.020(8) C3 0.067(11) 0.030(7) 0.052(10) -0.003(7) 0.007(9) 0.022(7) C4 0.045(9) 0.036(7) 0.029(8) -0.001(6) 0.002(7) 0.002(6) C5 0.029(7) 0.035(7) 0.019(6) 0.004(5) 0.004(5) 0.000(5) C6 0.023(7) 0.032(6) 0.025(7) 0.001(5) 0.008(5) 0.002(5) C7 0.018(6) 0.037(7) 0.020(6) -0.002(5) -0.002(5) -0.001(5) C8 0.033(7) 0.031(6) 0.030(7) 0.016(5) 0.011(6) 0.010(6) C9 0.025(7) 0.026(6) 0.031(7) -0.003(5) 0.011(6) -0.003(5) C10 0.031(7) 0.027(7) 0.030(7) 0.008(5) 0.007(6) 0.001(6) C11 0.063(11) 0.063(10) 0.046(10) -0.008(8) 0.021(9) -0.020(9) C12 0.034(9) 0.099(13) 0.034(9) -0.003(9) 0.012(7) -0.012(9) C13 0.059(11) 0.093(13) 0.024(8) 0.010(8) 0.011(8) -0.021(10) C14 0.030(7) 0.039(7) 0.024(7) -0.008(5) 0.016(6) -0.002(6) C15 0.035(8) 0.061(9) 0.025(7) -0.013(6) 0.010(6) -0.015(7) C16 0.036(8) 0.035(7) 0.032(7) 0.007(6) 0.018(6) 0.007(6) C17 0.030(7) 0.036(7) 0.020(6) -0.002(5) 0.011(5) -0.003(5) C18 0.019(6) 0.034(6) 0.022(6) -0.008(5) 0.006(5) -0.002(5) C19 0.047(9) 0.026(7) 0.046(9) 0.005(6) 0.022(7) 0.007(6) C20 0.032(8) 0.046(8) 0.033(8) 0.010(6) 0.010(6) 0.016(6) C21 0.078(13) 0.086(12) 0.030(9) 0.012(8) 0.029(9) 0.035(10) C22 0.053(10) 0.076(11) 0.036(9) -0.001(8) 0.014(8) 0.012(9) C23 0.037(8) 0.035(7) 0.023(7) -0.002(5) 0.004(6) -0.002(6) C24 0.035(9) 0.108(14) 0.041(9) 0.002(9) 0.022(8) 0.001(9) C25 0.058(12) 0.114(16) 0.051(11) 0.011(10) 0.025(10) 0.002(11) C26 0.027(7) 0.033(6) 0.026(7) 0.001(5) 0.012(6) -0.002(5) C27 0.027(7) 0.033(6) 0.021(7) -0.004(5) 0.011(6) -0.002(5) C28 0.035(8) 0.036(7) 0.018(6) -0.005(5) 0.005(6) -0.007(6) C29 0.028(8) 0.056(9) 0.029(8) 0.005(6) 0.003(6) 0.004(6) C30 0.032(8) 0.040(7) 0.031(8) -0.004(6) 0.002(6) 0.000(6) N1 0.035(7) 0.034(6) 0.036(6) -0.002(5) 0.004(5) 0.007(5) N2 0.026(6) 0.022(5) 0.026(6) -0.005(4) 0.005(5) -0.004(4) N3 0.023(5) 0.023(5) 0.032(6) 0.001(4) 0.011(5) -0.002(4) N4 0.037(7) 0.080(9) 0.014(6) 0.006(6) -0.007(5) -0.009(6) N5 0.027(6) 0.042(6) 0.025(6) -0.001(5) 0.008(5) 0.002(5) N6 0.028(6) 0.031(5) 0.024(5) 0.000(4) 0.008(5) -0.004(4) N7 0.030(6) 0.045(6) 0.028(6) 0.002(5) 0.006(5) 0.008(5) N8 0.026(6) 0.035(6) 0.024(6) 0.002(4) 0.003(5) -0.003(4) N9 0.026(6) 0.030(5) 0.030(6) 0.004(4) 0.010(5) 0.001(4) O1 0.046(6) 0.037(5) 0.040(6) -0.006(4) 0.014(5) -0.002(4) O2 0.042(6) 0.029(5) 0.047(6) -0.004(4) 0.005(5) 0.002(4) O3 0.035(5) 0.040(5) 0.036(5) 0.004(4) 0.004(4) -0.001(4) O4 0.023(5) 0.036(5) 0.038(5) -0.005(4) 0.004(4) 0.002(4) O5 0.041(6) 0.036(5) 0.050(6) 0.011(4) 0.021(5) 0.007(4) O6 0.060(7) 0.033(5) 0.046(6) -0.007(4) 0.021(5) -0.013(5) O7 0.045(6) 0.047(6) 0.036(6) -0.005(4) 0.008(5) -0.017(5) O8 0.032(5) 0.039(5) 0.032(5) 0.000(4) 0.000(4) -0.003(4) O9 0.039(6) 0.073(7) 0.042(6) -0.004(5) 0.021(5) 0.001(5) O10 0.038(6) 0.081(7) 0.040(6) 0.004(5) 0.023(5) 0.009(6) O11 0.036(6) 0.085(8) 0.020(5) -0.003(5) 0.000(4) 0.009(5) O12 0.029(5) 0.062(6) 0.027(5) 0.003(4) 0.006(4) 0.009(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 Pb1 N6 2.374(10) 3_766 ? Pb1 O4 2.496(8) . ? Pb1 O5 2.693(9) . ? Pb1 O1 2.700(9) 2_755 ? Pb1 N4 2.744(12) 3_766 ? Pb1 N3 2.756(9) . ? Pb2 N9 2.346(10) . ? Pb2 O8 2.400(8) . ? Pb2 N7 2.647(11) . ? Pb2 N5 2.709(10) . ? Pb3 N2 2.333(9) 3_665 ? Pb3 O12 2.399(9) . ? Pb3 N8 2.616(10) . ? Pb3 N1 2.732(10) 3_665 ? C1 N1 1.336(17) . ? C1 C2 1.37(2) . ? C2 C3 1.33(2) . ? C3 C4 1.353(19) . ? C4 C5 1.368(17) . ? C5 N1 1.339(15) . ? C5 C6 1.477(16) . ? C6 N3 1.345(14) . ? C6 N2 1.367(14) . ? C7 N3 1.352(14) . ? C7 C8 1.393(17) . ? C7 C10 1.478(16) . ? C8 N2 1.346(14) . ? C8 C9 1.466(16) . ? C9 O1 1.233(14) . ? C9 O2 1.291(14) . ? C10 O4 1.243(14) . ? C10 O3 1.300(15) . ? C11 C15 1.371(19) . ? C11 C12 1.42(2) . ? C12 C13 1.39(2) . ? C13 N4 1.357(18) . ? C14 N4 1.354(15) . ? C14 C15 1.362(18) . ? C14 C16 1.451(17) . ? C16 N6 1.354(15) . ? C16 N5 1.365(15) . ? C17 N6 1.359(15) . ? C17 C18 1.385(16) . ? C17 C19 1.467(16) . ? C18 N5 1.374(15) . ? C18 C20 1.495(16) . ? C19 O5 1.250(15) . ? C19 O6 1.256(16) . ? C20 O8 1.260(15) . ? C20 O7 1.270(15) . ? C21 C22 1.35(2) . ? C21 C25 1.40(2) . ? C22 N7 1.353(18) . ? C23 N7 1.356(16) . ? C23 C24 1.403(19) . ? C23 C26 1.478(17) . ? C24 C25 1.39(2) . ? C26 N9 1.331(15) . ? C26 N8 1.343(15) . ? C27 N9 1.343(15) . ? C27 C28 1.385(17) . ? C27 C29 1.466(18) . ? C28 N8 1.359(15) . ? C28 C30 1.477(17) . ? C29 O9 1.227(15) . ? C29 O10 1.305(15) . ? C30 O11 1.253(16) . ? C30 O12 1.283(15) . ? N1 Pb3 2.732(10) 3_665 ? N2 Pb3 2.333(9) 3_665 ? N4 Pb1 2.744(12) 3_766 ? N6 Pb1 2.374(10) 3_766 ? O1 Pb1 2.700(9) 2_745 ? 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 N6 Pb1 O4 74.7(3) 3_766 . ? N6 Pb1 O5 90.3(3) 3_766 . ? O4 Pb1 O5 164.1(3) . . ? N6 Pb1 O1 113.0(3) 3_766 2_755 ? O4 Pb1 O1 84.6(3) . 2_755 ? O5 Pb1 O1 96.8(3) . 2_755 ? N6 Pb1 N4 62.9(3) 3_766 3_766 ? O4 Pb1 N4 77.3(3) . 3_766 ? O5 Pb1 N4 100.9(3) . 3_766 ? O1 Pb1 N4 161.9(3) 2_755 3_766 ? N6 Pb1 N3 125.0(3) 3_766 . ? O4 Pb1 N3 63.8(3) . . ? O5 Pb1 N3 131.3(3) . . ? O1 Pb1 N3 97.8(3) 2_755 . ? N4 Pb1 N3 73.7(3) 3_766 . ? N9 Pb2 O8 71.7(3) . . ? N9 Pb2 N7 64.4(3) . . ? O8 Pb2 N7 77.4(3) . . ? N9 Pb2 N5 127.7(3) . . ? O8 Pb2 N5 66.3(3) . . ? N7 Pb2 N5 77.0(3) . . ? N2 Pb3 O12 73.9(3) 3_665 . ? N2 Pb3 N8 120.7(3) 3_665 . ? O12 Pb3 N8 67.6(3) . . ? N2 Pb3 N1 63.4(3) 3_665 3_665 ? O12 Pb3 N1 90.3(3) . 3_665 ? N8 Pb3 N1 73.4(3) . 3_665 ? N1 C1 C2 123.4(13) . . ? C3 C2 C1 117.6(14) . . ? C2 C3 C4 121.8(13) . . ? C3 C4 C5 117.9(13) . . ? N1 C5 C4 122.6(12) . . ? N1 C5 C6 112.9(10) . . ? C4 C5 C6 124.5(11) . . ? N3 C6 N2 113.1(10) . . ? N3 C6 C5 126.8(10) . . ? N2 C6 C5 120.0(10) . . ? N3 C7 C8 110.0(10) . . ? N3 C7 C10 120.9(10) . . ? C8 C7 C10 129.0(11) . . ? N2 C8 C7 107.6(10) . . ? N2 C8 C9 118.2(11) . . ? C7 C8 C9 134.0(11) . . ? O1 C9 O2 122.0(11) . . ? O1 C9 C8 119.2(11) . . ? O2 C9 C8 118.7(10) . . ? O4 C10 O3 122.4(11) . . ? O4 C10 C7 119.4(11) . . ? O3 C10 C7 118.2(11) . . ? C15 C11 C12 116.3(15) . . ? C13 C12 C11 119.5(15) . . ? N4 C13 C12 122.7(14) . . ? N4 C14 C15 122.9(12) . . ? N4 C14 C16 112.7(11) . . ? C15 C14 C16 124.3(12) . . ? C14 C15 C11 121.8(14) . . ? N6 C16 N5 113.2(11) . . ? N6 C16 C14 121.7(11) . . ? N5 C16 C14 125.1(11) . . ? N6 C17 C18 107.3(10) . . ? N6 C17 C19 119.7(11) . . ? C18 C17 C19 132.9(11) . . ? N5 C18 C17 110.4(10) . . ? N5 C18 C20 121.4(11) . . ? C17 C18 C20 128.3(11) . . ? O5 C19 O6 124.7(12) . . ? O5 C19 C17 116.3(12) . . ? O6 C19 C17 119.0(12) . . ? O8 C20 O7 122.0(12) . . ? O8 C20 C18 118.1(12) . . ? O7 C20 C18 119.7(11) . . ? C22 C21 C25 119.6(15) . . ? C21 C22 N7 124.8(15) . . ? N7 C23 C24 123.4(12) . . ? N7 C23 C26 112.7(12) . . ? C24 C23 C26 123.9(13) . . ? C25 C24 C23 118.4(15) . . ? C24 C25 C21 118.0(16) . . ? N9 C26 N8 113.6(11) . . ? N9 C26 C23 120.1(12) . . ? N8 C26 C23 126.3(12) . . ? N9 C27 C28 107.6(10) . . ? N9 C27 C29 117.8(11) . . ? C28 C27 C29 134.5(11) . . ? N8 C28 C27 109.1(10) . . ? N8 C28 C30 122.6(12) . . ? C27 C28 C30 127.9(12) . . ? O9 C29 O10 120.5(13) . . ? O9 C29 C27 119.5(12) . . ? O10 C29 C27 120.0(12) . . ? O11 C30 O12 122.7(12) . . ? O11 C30 C28 120.1(12) . . ? O12 C30 C28 117.2(12) . . ? C1 N1 C5 116.7(11) . . ? C1 N1 Pb3 126.2(9) . 3_665 ? C5 N1 Pb3 117.0(8) . 3_665 ? C8 N2 C6 105.2(10) . . ? C8 N2 Pb3 128.2(8) . 3_665 ? C6 N2 Pb3 126.6(8) . 3_665 ? C6 N3 C7 104.1(9) . . ? C6 N3 Pb1 143.3(8) . . ? C7 N3 Pb1 104.9(7) . . ? C14 N4 C13 116.8(13) . . ? C14 N4 Pb1 115.4(8) . 3_766 ? C13 N4 Pb1 126.7(9) . 3_766 ? C16 N5 C18 103.1(10) . . ? C16 N5 Pb2 148.2(8) . . ? C18 N5 Pb2 108.7(7) . . ? C16 N6 C17 106.0(10) . . ? C16 N6 Pb1 123.5(8) . 3_766 ? C17 N6 Pb1 126.8(8) . 3_766 ? C22 N7 C23 115.6(13) . . ? C22 N7 Pb2 126.8(10) . . ? C23 N7 Pb2 117.5(8) . . ? C26 N8 C28 103.8(10) . . ? C26 N8 Pb3 147.0(9) . . ? C28 N8 Pb3 109.2(7) . . ? C26 N9 C27 105.8(10) . . ? C26 N9 Pb2 125.3(8) . . ? C27 N9 Pb2 128.7(8) . . ? C9 O1 Pb1 109.1(8) . 2_745 ? C10 O4 Pb1 116.7(8) . . ? C19 O5 Pb1 107.7(8) . . ? C20 O8 Pb2 124.8(8) . . ? C30 O12 Pb3 121.4(8) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.663 _refine_diff_density_min -1.598 _refine_diff_density_rms 0.461 _database_code_depnum_ccdc_archive 'CCDC 930090' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H4 N3 O5 Pb' _chemical_formula_weight 453.35 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 ? _symmetry_space_group_name_H-M I4(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+3/4, x+1/4, z+1/4' '-x+1/2, -y, z+1/2' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1, -y+1/2, z+1' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x-1/2, y, -z-1/2' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x, y+1/2, -z' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 17.262(8) _cell_length_b 17.262(8) _cell_length_c 21.956(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6542(5) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4731 _cell_measurement_theta_min 2.4965 _cell_measurement_theta_max 26.27 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.841 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3312 _exptl_absorpt_coefficient_mu 10.330 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1906 _exptl_absorpt_correction_T_max 0.7469 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18375 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 26.86 _reflns_number_total 3486 _reflns_number_gt 2566 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 contrs _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3486 _refine_ls_number_parameters 172 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0579 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.1593 _refine_ls_wR_factor_gt 0.1328 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 0.42030(2) 1.095219(19) 0.426282(15) 0.03956(18) Uani 1 1 d . . . C1 C 0.4131(8) 0.9026(6) 0.4190(5) 0.060(3) Uani 1 1 d . . . C2 C 0.3933(6) 0.9092(5) 0.4843(4) 0.043(2) Uani 1 1 d . . . C3 C 0.3804(6) 0.8511(5) 0.5263(4) 0.040(2) Uani 1 1 d . . . C4 C 0.3687(5) 0.9612(5) 0.5697(4) 0.0358(19) Uani 1 1 d . . . C5 C 0.3866(6) 0.7663(6) 0.5259(5) 0.050(2) Uani 1 1 d . . . C6 C 0.3563(6) 1.0145(6) 0.6199(4) 0.045(2) Uani 1 1 d . . . C7 C 0.3672(10) 1.0933(7) 0.6146(5) 0.076(4) Uani 1 1 d . . . H7 H 0.3796 1.1158 0.5773 0.091 Uiso 1 1 calc R . . C8 C 0.3587(13) 1.1390(8) 0.6682(7) 0.114(7) Uani 1 1 d . . . H8 H 0.3647 1.1925 0.6667 0.137 Uiso 1 1 calc R . . C9 C 0.3414(13) 1.1026(9) 0.7224(6) 0.113(7) Uani 1 1 d . . . H9 H 0.3368 1.1312 0.7581 0.135 Uiso 1 1 calc R . . C10 C 0.3310(10) 1.0242(8) 0.7233(6) 0.083(4) Uani 1 1 d . . . H10 H 0.3178 1.0010 0.7601 0.099 Uiso 1 1 calc R . . N1 N 0.3863(5) 0.9784(4) 0.5114(3) 0.045(2) Uani 1 1 d . . . N2 N 0.3637(4) 0.8856(4) 0.5803(3) 0.0366(17) Uani 1 1 d . . . N3 N 0.3385(6) 0.9795(5) 0.6749(4) 0.051(2) Uani 1 1 d . . . O1 O 0.4209(6) 0.9594(4) 0.3873(3) 0.075(3) Uani 1 1 d . . . O2 O 0.4221(7) 0.8326(4) 0.3971(4) 0.084(3) Uani 1 1 d . . . O3 O 0.4033(6) 0.7323(4) 0.4775(3) 0.072(2) Uani 1 1 d . . . O4 O 0.3756(5) 0.7333(4) 0.5764(3) 0.064(2) Uani 1 1 d . . . O5 O 0.4217(19) 0.9092(18) 0.2140(17) 0.324(15) Uani 1 1 d U . . 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 0.0463(3) 0.0354(2) 0.0370(3) 0.00293(14) -0.00700(14) 0.00056(14) C1 0.104(10) 0.041(6) 0.036(6) -0.005(5) 0.004(6) 0.003(6) C2 0.062(6) 0.038(5) 0.031(5) -0.006(4) -0.002(4) 0.004(4) C3 0.052(6) 0.036(5) 0.030(5) -0.003(4) -0.004(4) -0.001(4) C4 0.045(5) 0.029(4) 0.033(5) -0.005(3) -0.004(4) -0.001(4) C5 0.068(7) 0.037(5) 0.047(6) 0.003(4) 0.006(5) -0.007(5) C6 0.057(6) 0.047(5) 0.031(5) -0.006(4) -0.002(4) 0.002(4) C7 0.144(13) 0.046(6) 0.039(6) -0.005(5) 0.010(7) 0.001(7) C8 0.24(2) 0.039(7) 0.063(9) -0.013(6) 0.009(11) -0.018(10) C9 0.23(2) 0.067(9) 0.040(7) -0.014(6) 0.022(10) -0.002(11) C10 0.130(13) 0.082(10) 0.037(7) 0.000(6) 0.012(7) -0.006(9) N1 0.074(6) 0.031(4) 0.030(4) 0.002(3) 0.000(4) -0.001(4) N2 0.036(4) 0.037(4) 0.037(4) 0.002(3) 0.001(3) 0.002(3) N3 0.071(6) 0.047(5) 0.035(4) 0.006(4) 0.002(4) 0.008(4) O1 0.155(9) 0.043(4) 0.028(4) -0.002(3) 0.012(4) 0.004(5) O2 0.165(10) 0.042(4) 0.046(5) -0.005(4) 0.018(5) 0.016(5) O3 0.130(8) 0.039(4) 0.048(5) -0.011(3) 0.009(5) -0.003(4) O4 0.101(7) 0.033(4) 0.057(5) 0.009(3) 0.024(4) -0.001(4) O5 0.32(2) 0.32(2) 0.33(2) -0.005(17) 0.023(17) 0.047(16) _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 N2 2.339(7) 6_554 ? Pb1 O1 2.496(7) . ? Pb1 O4 2.506(7) 15_556 ? Pb1 N3 2.588(9) 6_554 ? C1 O1 1.211(13) . ? C1 O2 1.308(13) . ? C1 C2 1.480(13) . ? C2 N1 1.340(12) . ? C2 C3 1.379(13) . ? C3 N2 1.358(11) . ? C3 C5 1.467(13) . ? C4 N2 1.330(11) . ? C4 N1 1.349(11) . ? C4 C6 1.451(12) . ? C5 O3 1.247(12) . ? C5 O4 1.262(11) . ? C6 C7 1.378(15) . ? C6 N3 1.385(12) . ? C7 C8 1.425(17) . ? C7 H7 0.9300 . ? C8 C9 1.38(2) . ? C8 H8 0.9300 . ? C9 C10 1.364(19) . ? C9 H9 0.9300 . ? C10 N3 1.319(14) . ? C10 H10 0.9300 . ? N2 Pb1 2.339(7) 8_354 ? N3 Pb1 2.588(9) 8_354 ? O4 Pb1 2.506(7) 15_546 ? 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 N2 Pb1 O1 79.7(3) 6_554 . ? N2 Pb1 O4 73.8(2) 6_554 15_556 ? O1 Pb1 O4 152.4(3) . 15_556 ? N2 Pb1 N3 65.4(3) 6_554 6_554 ? O1 Pb1 N3 87.6(3) . 6_554 ? O4 Pb1 N3 74.6(3) 15_556 6_554 ? O1 C1 O2 121.6(10) . . ? O1 C1 C2 121.4(10) . . ? O2 C1 C2 117.0(10) . . ? N1 C2 C3 109.7(8) . . ? N1 C2 C1 121.3(9) . . ? C3 C2 C1 129.0(9) . . ? N2 C3 C2 107.4(8) . . ? N2 C3 C5 117.2(8) . . ? C2 C3 C5 135.2(9) . . ? N2 C4 N1 113.3(8) . . ? N2 C4 C6 118.7(8) . . ? N1 C4 C6 128.0(8) . . ? O3 C5 O4 124.8(9) . . ? O3 C5 C3 119.4(9) . . ? O4 C5 C3 115.8(9) . . ? C7 C6 N3 122.3(9) . . ? C7 C6 C4 122.7(9) . . ? N3 C6 C4 114.7(9) . . ? C6 C7 C8 117.5(11) . . ? C6 C7 H7 121.2 . . ? C8 C7 H7 121.2 . . ? C9 C8 C7 118.9(13) . . ? C9 C8 H8 120.6 . . ? C7 C8 H8 120.6 . . ? C10 C9 C8 119.5(13) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? N3 C10 C9 123.8(12) . . ? N3 C10 H10 118.1 . . ? C9 C10 H10 118.1 . . ? C2 N1 C4 104.2(7) . . ? C4 N2 C3 105.3(7) . . ? C4 N2 Pb1 124.8(6) . 8_354 ? C3 N2 Pb1 129.5(6) . 8_354 ? C10 N3 C6 117.9(10) . . ? C10 N3 Pb1 125.5(8) . 8_354 ? C6 N3 Pb1 115.8(6) . 8_354 ? C1 O1 Pb1 124.3(7) . . ? C5 O4 Pb1 111.3(6) . 15_546 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 N1 -2.6(19) . . . . ? O2 C1 C2 N1 177.0(11) . . . . ? O1 C1 C2 C3 178.1(12) . . . . ? O2 C1 C2 C3 -2(2) . . . . ? N1 C2 C3 N2 1.0(12) . . . . ? C1 C2 C3 N2 -179.7(11) . . . . ? N1 C2 C3 C5 -173.2(11) . . . . ? C1 C2 C3 C5 6(2) . . . . ? N2 C3 C5 O3 -178.6(10) . . . . ? C2 C3 C5 O3 -4.8(19) . . . . ? N2 C3 C5 O4 0.2(14) . . . . ? C2 C3 C5 O4 174.0(12) . . . . ? N2 C4 C6 C7 173.9(12) . . . . ? N1 C4 C6 C7 -5.1(18) . . . . ? N2 C4 C6 N3 -1.3(13) . . . . ? N1 C4 C6 N3 179.8(10) . . . . ? N3 C6 C7 C8 -1(2) . . . . ? C4 C6 C7 C8 -175.5(15) . . . . ? C6 C7 C8 C9 1(3) . . . . ? C7 C8 C9 C10 -2(3) . . . . ? C8 C9 C10 N3 2(3) . . . . ? C3 C2 N1 C4 -0.4(11) . . . . ? C1 C2 N1 C4 -179.7(10) . . . . ? N2 C4 N1 C2 -0.5(11) . . . . ? C6 C4 N1 C2 178.5(9) . . . . ? N1 C4 N2 C3 1.1(11) . . . . ? C6 C4 N2 C3 -178.0(9) . . . . ? N1 C4 N2 Pb1 174.4(6) . . . 8_354 ? C6 C4 N2 Pb1 -4.7(12) . . . 8_354 ? C2 C3 N2 C4 -1.2(11) . . . . ? C5 C3 N2 C4 174.2(8) . . . . ? C2 C3 N2 Pb1 -174.1(6) . . . 8_354 ? C5 C3 N2 Pb1 1.4(13) . . . 8_354 ? C9 C10 N3 C6 -2(2) . . . . ? C9 C10 N3 Pb1 167.9(14) . . . 8_354 ? C7 C6 N3 C10 1.0(18) . . . . ? C4 C6 N3 C10 176.1(11) . . . . ? C7 C6 N3 Pb1 -169.5(10) . . . 8_354 ? C4 C6 N3 Pb1 5.7(11) . . . 8_354 ? O2 C1 O1 Pb1 -172.6(10) . . . . ? C2 C1 O1 Pb1 7.0(19) . . . . ? N2 Pb1 O1 C1 -147.3(12) 6_554 . . . ? O4 Pb1 O1 C1 -131.0(11) 15_556 . . . ? N3 Pb1 O1 C1 -81.8(11) 6_554 . . . ? O3 C5 O4 Pb1 12.9(15) . . . 15_546 ? C3 C5 O4 Pb1 -165.8(7) . . . 15_546 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.86 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.015 _refine_diff_density_min -0.752 _refine_diff_density_rms 0.258 _database_code_depnum_ccdc_archive 'CCDC 930091'