Electronic Supplementary Material for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Manuel Bermejo' _publ_contact_author_address ; Departmento de Quimica Inorganica Universidade de Santiago de Compostela Facultade de Quimica Santiago de Compostela E-15782 SPAIN ; _publ_section_title ; Influence of the metal size in the structure of the complexes derived from a pentadentate [N3O2] hydrazone ; _publ_contact_author_email QIMB45@USC.ES loop_ _publ_author_name M.Bermejo A.M.Gonzalez-Noya M.Maneiro R.Pedrido M.J.Rodriguez M.J.Romero G.Zaragoza data_pbdaphs _database_code_depnum_ccdc_archive 'CCDC 614536' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H17 N3 O5 PB1' _chemical_formula_sum 'C18 H17 N3 O5 Pb' _chemical_formula_weight 562.55 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4577(13) _cell_length_b 16.264(2) _cell_length_c 12.6521(18) _cell_angle_alpha 90.00 _cell_angle_beta 99.856(2) _cell_angle_gamma 90.00 _cell_volume 1917.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1967 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 23.27 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.942 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 8.830 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.521259 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details 'BRUKER 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 'Smart-CCD-1000 BRUKER' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4238 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0425 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.14 _reflns_number_total 4238 _reflns_number_gt 2978 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'DIRDIF99 (Beurskens, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0289P)^2^+0.4249P] 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 4238 _refine_ls_number_parameters 250 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0564 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0696 _refine_ls_wR_factor_gt 0.0638 _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 0.10028(2) 0.096033(12) 0.345020(16) 0.04357(8) Uani 1 1 d . . . O2 O -0.0214(4) -0.0355(2) 0.3166(3) 0.0526(10) Uani 1 1 d . . . C7 C 0.0148(6) -0.0911(3) 0.3859(4) 0.0429(13) Uani 1 1 d . . . N1 N 0.1213(5) -0.0852(3) 0.4708(4) 0.0451(11) Uani 1 1 d . . . N2 N 0.1965(4) -0.0129(2) 0.4738(3) 0.0387(10) Uani 1 1 d . . . C9 C 0.3023(5) -0.0028(3) 0.5517(4) 0.0409(12) Uani 1 1 d . . . C10 C 0.3872(5) 0.0729(3) 0.5496(4) 0.0394(12) Uani 1 1 d . . . N3 N 0.3391(4) 0.1288(3) 0.4737(3) 0.0387(10) Uani 1 1 d . . . C14 C 0.4125(5) 0.1991(3) 0.4705(4) 0.0421(13) Uani 1 1 d . . . C15 C 0.3529(7) 0.2588(4) 0.3843(5) 0.0538(15) Uani 1 1 d . . . O3 O 0.2527(5) 0.2373(3) 0.3166(4) 0.0832(16) Uani 1 1 d . . . C11 C 0.5142(6) 0.0866(3) 0.6234(4) 0.0472(14) Uani 1 1 d . . . H11 H 0.5481 0.0472 0.6747 0.057 Uiso 1 1 calc R . . C12 C 0.5865(6) 0.1583(4) 0.6188(5) 0.0590(17) Uani 1 1 d . . . H12 H 0.6700 0.1683 0.6676 0.071 Uiso 1 1 calc R . . C13 C 0.5363(6) 0.2164(4) 0.5417(5) 0.0528(15) Uani 1 1 d . . . H13 H 0.5847 0.2657 0.5380 0.063 Uiso 1 1 calc R . . C6 C -0.0675(6) -0.1694(3) 0.3787(4) 0.0467(14) Uani 1 1 d . . . C1 C -0.0260(7) -0.2361(4) 0.4442(5) 0.0542(15) Uani 1 1 d . . . C2 C -0.1104(7) -0.3084(4) 0.4371(6) 0.0696(19) Uani 1 1 d . . . H2 H -0.0837 -0.3525 0.4830 0.084 Uiso 1 1 calc R . . C3 C -0.2322(8) -0.3122(4) 0.3612(6) 0.0705(19) Uani 1 1 d . . . H3 H -0.2885 -0.3594 0.3559 0.085 Uiso 1 1 calc R . . C4 C -0.2723(7) -0.2484(5) 0.2936(6) 0.071(2) Uani 1 1 d . . . H4 H -0.3545 -0.2528 0.2417 0.085 Uiso 1 1 calc R . . C5 C -0.1913(6) -0.1764(4) 0.3012(5) 0.0593(17) Uani 1 1 d . . . H5 H -0.2198 -0.1329 0.2547 0.071 Uiso 1 1 calc R . . O4 O 0.2608(4) 0.0434(2) 0.2448(3) 0.0549(10) Uani 1 1 d . . . O5 O 0.0768(5) 0.0916(3) 0.1319(3) 0.0688(12) Uani 1 1 d . . . C17 C 0.1979(7) 0.0600(4) 0.1496(5) 0.0562(16) Uani 1 1 d . . . C18 C 0.2756(9) 0.0400(5) 0.0591(6) 0.102(3) Uani 1 1 d . . . H18A H 0.2094 0.0169 0.0006 0.153 Uiso 1 1 calc R . . H18B H 0.3504 0.0009 0.0830 0.153 Uiso 1 1 calc R . . H18C H 0.3168 0.0892 0.0356 0.153 Uiso 1 1 calc R . . C8 C 0.3400(6) -0.0624(4) 0.6418(4) 0.0552(15) Uani 1 1 d . . . H6A H 0.3249 -0.0372 0.7075 0.083 Uiso 1 1 calc R . . H6B H 0.4389 -0.0780 0.6477 0.083 Uiso 1 1 calc R . . H6C H 0.2804 -0.1103 0.6281 0.083 Uiso 1 1 calc R . . C16 C 0.4160(8) 0.3408(4) 0.3805(5) 0.078(2) Uani 1 1 d . . . H16A H 0.3631 0.3713 0.3217 0.117 Uiso 1 1 calc R . . H16B H 0.5141 0.3357 0.3709 0.117 Uiso 1 1 calc R . . H16C H 0.4121 0.3692 0.4464 0.117 Uiso 1 1 calc R . . O1 O 0.0952(6) -0.2378(3) 0.5207(5) 0.0866(15) Uani 1 1 d D . . H1B H 0.126(8) -0.191(2) 0.523(6) 0.104 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.04250(12) 0.04420(13) 0.04179(13) 0.00289(11) 0.00091(8) 0.00813(10) O2 0.059(2) 0.050(2) 0.045(2) 0.002(2) -0.0013(19) -0.0035(19) C7 0.042(3) 0.050(3) 0.039(3) -0.008(3) 0.013(2) -0.005(3) N1 0.047(3) 0.042(3) 0.046(3) 0.000(2) 0.008(2) 0.002(2) N2 0.039(2) 0.038(2) 0.038(2) -0.002(2) 0.0055(19) 0.003(2) C9 0.041(3) 0.042(3) 0.038(3) 0.004(2) 0.006(2) 0.009(2) C10 0.036(3) 0.047(3) 0.034(3) -0.001(2) 0.003(2) 0.008(2) N3 0.043(2) 0.039(2) 0.033(2) -0.002(2) 0.0020(19) 0.003(2) C14 0.047(3) 0.041(3) 0.038(3) -0.008(3) 0.007(2) 0.000(3) C15 0.068(4) 0.052(4) 0.042(4) 0.000(3) 0.012(3) -0.001(3) O3 0.108(4) 0.057(3) 0.069(3) 0.023(2) -0.027(3) -0.024(3) C11 0.047(3) 0.043(3) 0.047(3) -0.003(3) -0.004(3) 0.007(3) C12 0.054(4) 0.057(4) 0.059(4) -0.022(3) -0.011(3) 0.007(3) C13 0.053(3) 0.044(3) 0.059(4) -0.010(3) 0.001(3) -0.008(3) C6 0.049(3) 0.049(3) 0.045(3) -0.006(3) 0.017(3) -0.001(3) C1 0.057(4) 0.053(4) 0.054(4) -0.012(3) 0.016(3) 0.001(3) C2 0.080(5) 0.050(4) 0.083(5) -0.007(4) 0.027(4) -0.009(3) C3 0.082(5) 0.060(5) 0.073(5) -0.022(4) 0.025(4) -0.017(4) C4 0.059(4) 0.088(5) 0.066(5) -0.031(4) 0.011(3) -0.016(4) C5 0.048(3) 0.071(4) 0.060(4) -0.025(3) 0.012(3) -0.010(3) O4 0.054(2) 0.063(3) 0.048(2) 0.008(2) 0.0101(19) 0.014(2) O5 0.077(3) 0.078(3) 0.048(3) 0.008(2) 0.000(2) 0.025(3) C17 0.073(4) 0.050(4) 0.049(4) 0.001(3) 0.020(3) 0.003(3) C18 0.135(7) 0.113(7) 0.071(5) 0.008(5) 0.055(5) 0.024(6) C8 0.061(3) 0.053(3) 0.049(4) 0.012(3) -0.001(3) 0.004(3) C16 0.113(6) 0.061(5) 0.058(4) 0.005(4) 0.005(4) -0.031(4) O1 0.087(4) 0.063(3) 0.104(4) 0.014(3) 0.001(3) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 O4 2.303(4) . ? Pb1 O2 2.427(4) . ? Pb1 N2 2.473(4) . ? Pb1 N3 2.603(4) . ? Pb1 O5 2.668(4) . ? Pb1 O3 2.768(4) . ? Pb1 C17 2.844(6) . ? O2 C7 1.265(6) . ? C7 N1 1.344(7) . ? C7 C6 1.488(7) . ? N1 N2 1.372(5) . ? N2 C9 1.288(6) . ? C9 C10 1.473(7) . ? C9 C8 1.492(7) . ? C10 N3 1.344(6) . ? C10 C11 1.407(7) . ? N3 C14 1.341(6) . ? C14 C13 1.378(7) . ? C14 C15 1.497(8) . ? C15 O3 1.215(7) . ? C15 C16 1.465(8) . ? C11 C12 1.358(8) . ? C11 H11 0.9300 . ? C12 C13 1.382(8) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C6 C1 1.380(8) . ? C6 C5 1.397(8) . ? C1 O1 1.368(8) . ? C1 C2 1.417(8) . ? C2 C3 1.368(9) . ? C2 H2 0.9300 . ? C3 C4 1.356(9) . ? C3 H3 0.9300 . ? C4 C5 1.394(8) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? O4 C17 1.277(7) . ? O5 C17 1.240(7) . ? C17 C18 1.499(8) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C8 H6A 0.9600 . ? C8 H6B 0.9600 . ? C8 H6C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? O1 H1B 0.82(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 O4 Pb1 O2 86.07(14) . . ? O4 Pb1 N2 83.90(13) . . ? O2 Pb1 N2 65.03(13) . . ? O4 Pb1 N3 80.63(13) . . ? O2 Pb1 N3 127.73(13) . . ? N2 Pb1 N3 63.42(13) . . ? O4 Pb1 O5 51.84(13) . . ? O2 Pb1 O5 82.59(13) . . ? O2 Pb1 O3 163.08(12) . . ? N2 Pb1 O5 127.17(13) . . ? N3 Pb1 O5 123.41(14) . . ? N3 Pb1 O3 59.73(13) . . ? O4 Pb1 C17 26.13(15) . . ? O2 Pb1 C17 84.58(15) . . ? N2 Pb1 C17 106.71(16) . . ? N3 Pb1 C17 102.11(17) . . ? O5 Pb1 C17 25.75(15) . . ? C7 O2 Pb1 117.5(3) . . ? O2 C7 N1 125.4(5) . . ? O2 C7 C6 119.5(5) . . ? N1 C7 C6 115.0(5) . . ? C7 N1 N2 113.5(4) . . ? C9 N2 N1 117.5(4) . . ? C9 N2 Pb1 124.3(3) . . ? N1 N2 Pb1 117.7(3) . . ? N2 C9 C10 116.5(4) . . ? N2 C9 C8 123.6(5) . . ? C10 C9 C8 119.8(5) . . ? N3 C10 C11 120.9(5) . . ? N3 C10 C9 117.4(4) . . ? C11 C10 C9 121.8(5) . . ? C14 N3 C10 119.0(4) . . ? C14 N3 Pb1 123.6(3) . . ? C10 N3 Pb1 117.4(3) . . ? N3 C14 C13 122.6(5) . . ? N3 C14 C15 116.3(5) . . ? C13 C14 C15 121.1(5) . . ? O3 C15 C16 120.9(6) . . ? O3 C15 C14 118.5(5) . . ? C16 C15 C14 120.6(6) . . ? C12 C11 C10 119.1(5) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 C13 120.2(5) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 118.2(6) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C1 C6 C5 118.4(6) . . ? C1 C6 C7 122.9(5) . . ? C5 C6 C7 118.7(5) . . ? O1 C1 C6 124.0(6) . . ? O1 C1 C2 115.0(6) . . ? C6 C1 C2 121.0(6) . . ? C3 C2 C1 118.7(7) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C4 C3 C2 121.3(7) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 120.5(7) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C4 C5 C6 120.1(7) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C17 O4 Pb1 101.3(4) . . ? C17 O5 Pb1 85.1(4) . . ? O5 C17 O4 121.6(6) . . ? O5 C17 C18 120.7(6) . . ? O4 C17 C18 117.7(6) . . ? O5 C17 Pb1 69.2(3) . . ? O4 C17 Pb1 52.6(3) . . ? C18 C17 Pb1 169.6(5) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C9 C8 H6A 109.5 . . ? C9 C8 H6B 109.5 . . ? H6A C8 H6B 109.5 . . ? C9 C8 H6C 109.5 . . ? H6A C8 H6C 109.5 . . ? H6B C8 H6C 109.5 . . ? 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 . . ? C1 O1 H1B 105(6) . . ? 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 O4 Pb1 O2 C7 91.5(4) . . . . ? N2 Pb1 O2 C7 6.4(4) . . . . ? N3 Pb1 O2 C7 16.5(4) . . . . ? O5 Pb1 O2 C7 143.5(4) . . . . ? C17 Pb1 O2 C7 117.6(4) . . . . ? Pb1 O2 C7 N1 -4.3(7) . . . . ? Pb1 O2 C7 C6 173.2(3) . . . . ? O2 C7 N1 N2 -3.5(7) . . . . ? C6 C7 N1 N2 178.8(4) . . . . ? C7 N1 N2 C9 -178.8(5) . . . . ? C7 N1 N2 Pb1 9.4(5) . . . . ? O4 Pb1 N2 C9 92.0(4) . . . . ? O2 Pb1 N2 C9 -179.5(4) . . . . ? N3 Pb1 N2 C9 9.5(4) . . . . ? O5 Pb1 N2 C9 122.6(4) . . . . ? C17 Pb1 N2 C9 104.9(4) . . . . ? O4 Pb1 N2 N1 -96.8(3) . . . . ? O2 Pb1 N2 N1 -8.3(3) . . . . ? N3 Pb1 N2 N1 -179.3(4) . . . . ? O5 Pb1 N2 N1 -66.2(4) . . . . ? C17 Pb1 N2 N1 -83.9(4) . . . . ? N1 N2 C9 C10 176.3(4) . . . . ? Pb1 N2 C9 C10 -12.4(6) . . . . ? N1 N2 C9 C8 -4.5(7) . . . . ? Pb1 N2 C9 C8 166.7(4) . . . . ? N2 C9 C10 N3 6.6(7) . . . . ? C8 C9 C10 N3 -172.6(5) . . . . ? N2 C9 C10 C11 -173.0(5) . . . . ? C8 C9 C10 C11 7.8(8) . . . . ? C11 C10 N3 C14 -1.4(7) . . . . ? C9 C10 N3 C14 179.0(4) . . . . ? C11 C10 N3 Pb1 -178.9(4) . . . . ? C9 C10 N3 Pb1 1.4(6) . . . . ? O4 Pb1 N3 C14 89.8(4) . . . . ? O2 Pb1 N3 C14 167.4(4) . . . . ? N2 Pb1 N3 C14 177.6(4) . . . . ? O5 Pb1 N3 C14 59.0(4) . . . . ? C17 Pb1 N3 C14 74.8(4) . . . . ? O4 Pb1 N3 C10 -92.8(4) . . . . ? O2 Pb1 N3 C10 -15.2(4) . . . . ? N2 Pb1 N3 C10 -5.0(3) . . . . ? O5 Pb1 N3 C10 -123.6(3) . . . . ? C17 Pb1 N3 C10 -107.8(4) . . . . ? C10 N3 C14 C13 0.5(8) . . . . ? Pb1 N3 C14 C13 177.8(4) . . . . ? C10 N3 C14 C15 -179.8(5) . . . . ? Pb1 N3 C14 C15 -2.4(6) . . . . ? N3 C14 C15 O3 -7.5(8) . . . . ? C13 C14 C15 O3 172.2(6) . . . . ? N3 C14 C15 C16 173.6(5) . . . . ? C13 C14 C15 C16 -6.6(8) . . . . ? N3 C10 C11 C12 1.5(8) . . . . ? C9 C10 C11 C12 -178.8(5) . . . . ? C10 C11 C12 C13 -0.7(9) . . . . ? N3 C14 C13 C12 0.4(8) . . . . ? C15 C14 C13 C12 -179.4(5) . . . . ? C11 C12 C13 C14 -0.2(9) . . . . ? O2 C7 C6 C1 173.1(5) . . . . ? N1 C7 C6 C1 -9.1(8) . . . . ? O2 C7 C6 C5 -6.1(8) . . . . ? N1 C7 C6 C5 171.7(5) . . . . ? C5 C6 C1 O1 177.9(6) . . . . ? C7 C6 C1 O1 -1.3(9) . . . . ? C5 C6 C1 C2 -3.1(8) . . . . ? C7 C6 C1 C2 177.7(5) . . . . ? O1 C1 C2 C3 -178.8(6) . . . . ? C6 C1 C2 C3 2.2(9) . . . . ? C1 C2 C3 C4 0.1(10) . . . . ? C2 C3 C4 C5 -1.2(10) . . . . ? C3 C4 C5 C6 0.2(9) . . . . ? C1 C6 C5 C4 1.9(8) . . . . ? C7 C6 C5 C4 -178.9(5) . . . . ? O2 Pb1 O4 C17 85.7(4) . . . . ? N2 Pb1 O4 C17 151.0(4) . . . . ? N3 Pb1 O4 C17 -145.0(4) . . . . ? O5 Pb1 O4 C17 2.1(4) . . . . ? O4 Pb1 O5 C17 -2.1(4) . . . . ? O2 Pb1 O5 C17 -92.9(4) . . . . ? N2 Pb1 O5 C17 -42.1(4) . . . . ? N3 Pb1 O5 C17 37.9(4) . . . . ? Pb1 O5 C17 O4 3.5(6) . . . . ? Pb1 O5 C17 C18 -176.4(6) . . . . ? Pb1 O4 C17 O5 -4.1(7) . . . . ? Pb1 O4 C17 C18 175.8(5) . . . . ? O4 Pb1 C17 O5 176.3(6) . . . . ? O2 Pb1 C17 O5 84.2(4) . . . . ? N2 Pb1 C17 O5 146.1(3) . . . . ? N3 Pb1 C17 O5 -148.4(4) . . . . ? O2 Pb1 C17 O4 -92.1(4) . . . . ? N2 Pb1 C17 O4 -30.2(4) . . . . ? N3 Pb1 C17 O4 35.4(4) . . . . ? O5 Pb1 C17 O4 -176.3(6) . . . . ? O4 Pb1 C17 C18 -21(3) . . . . ? O2 Pb1 C17 C18 -113(3) . . . . ? N2 Pb1 C17 C18 -51(3) . . . . ? N3 Pb1 C17 C18 14(3) . . . . ? O5 Pb1 C17 C18 163(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.14 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.944 _refine_diff_density_min -0.595 _refine_diff_density_rms 0.122 # Attachment 'pbdaps.cif' data_pbdaps _database_code_depnum_ccdc_archive 'CCDC 614537' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H20 N, C24 H19 N6 O4 Pb' _chemical_formula_sum 'C32 H39 N7 O4 Pb' _chemical_formula_weight 792.89 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' 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 'P 21/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 20.352(5) _cell_length_b 11.765(3) _cell_length_c 14.718(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.914(3) _cell_angle_gamma 90.00 _cell_volume 3313.4(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1016 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 26.6 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 5.138 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3078 _exptl_absorpt_correction_T_max 0.3845 _exptl_absorpt_process_details 'BRUKER 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 'Smart-CCD-1000 BRUKER' _diffrn_measurement_method omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30905 _diffrn_reflns_av_R_equivalents 0.0487 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.06 _diffrn_reflns_theta_max 26.44 _reflns_number_total 6760 _reflns_number_gt 4742 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'DIRDIF 99 (Beurskens, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0392P)^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 6760 _refine_ls_number_parameters 485 _refine_ls_number_restraints 369 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0791 _refine_ls_wR_factor_gt 0.0603 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 0.990 _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 0.192250(9) 0.050589(16) 0.080183(12) 0.04198(7) Uani 1 1 d . . . O3 O 0.30897(17) 0.1610(3) 0.1761(2) 0.0602(10) Uani 1 1 d . . . C17 C 0.3572(2) 0.1580(4) 0.1409(3) 0.0451(11) Uani 1 1 d U . . N5 N 0.3576(2) 0.0987(4) 0.0625(3) 0.0438(10) Uani 1 1 d . . . N4 N 0.2981(2) 0.0367(3) 0.0208(3) 0.0418(9) Uani 1 1 d . . . C15 C 0.2946(3) -0.0220(4) -0.0546(4) 0.0461(12) Uani 1 1 d U . . C14 C 0.2308(3) -0.0907(4) -0.0979(3) 0.0425(11) Uani 1 1 d U . . N3 N 0.18225(19) -0.0894(3) -0.0539(3) 0.0386(9) Uani 1 1 d . . . C10 C 0.1245(2) -0.1536(4) -0.0888(3) 0.0416(11) Uani 1 1 d U . . C9 C 0.0742(2) -0.1526(4) -0.0349(3) 0.0419(11) Uani 1 1 d U . . N2 N 0.09194(19) -0.0926(3) 0.0423(3) 0.0413(9) Uani 1 1 d . . . N1 N 0.0464(2) -0.0913(3) 0.0940(3) 0.0433(10) Uani 1 1 d . . . C7 C 0.0694(3) -0.0261(4) 0.1741(3) 0.0445(12) Uani 1 1 d U . . O2 O 0.12589(18) 0.0272(3) 0.2047(2) 0.0601(10) Uani 1 1 d . . . C18 C 0.4217(2) 0.2274(4) 0.1853(3) 0.0437(11) Uani 1 1 d U . . C19 C 0.4236(3) 0.3027(4) 0.2593(4) 0.0551(13) Uani 1 1 d U . . H1 H 0.3858 0.3058 0.2812 0.066 Uiso 1 1 calc R . . C20 C 0.4803(3) 0.3726(6) 0.3009(4) 0.0727(17) Uani 1 1 d U . . H20 H 0.4801 0.4237 0.3491 0.087 Uiso 1 1 calc R . . C21 C 0.5366(3) 0.3662(6) 0.2708(4) 0.0692(16) Uani 1 1 d U . . H21 H 0.5751 0.4126 0.2993 0.083 Uiso 1 1 calc R . . C22 C 0.5371(3) 0.2925(5) 0.1995(4) 0.0641(15) Uani 1 1 d U . . H22 H 0.5763 0.2881 0.1809 0.077 Uiso 1 1 calc R . . C23 C 0.4795(3) 0.2238(5) 0.1541(4) 0.0485(12) Uani 1 1 d U . . C6 C 0.0198(3) -0.0224(4) 0.2286(3) 0.0458(12) Uani 1 1 d U . . C5 C 0.0376(3) 0.0434(5) 0.3126(4) 0.0608(14) Uani 1 1 d U . . H5 H 0.0793 0.0839 0.3321 0.073 Uiso 1 1 calc R . . C4 C -0.0057(4) 0.0492(6) 0.3674(4) 0.0736(17) Uani 1 1 d U . . H4 H 0.0071 0.0927 0.4235 0.088 Uiso 1 1 calc R . . C3 C -0.0677(4) -0.0094(6) 0.3385(5) 0.0731(17) Uani 1 1 d U . . H3 H -0.0968 -0.0057 0.3752 0.088 Uiso 1 1 calc R . . C2 C -0.0870(3) -0.0735(5) 0.2557(4) 0.0630(15) Uani 1 1 d U . . H2 H -0.1292 -0.1125 0.2368 0.076 Uiso 1 1 calc R . . C1 C -0.0442(3) -0.0811(5) 0.1995(4) 0.0512(13) Uani 1 1 d U . . C13 C 0.2210(3) -0.1577(4) -0.1797(3) 0.0522(13) Uani 1 1 d U . . H13 H 0.2547 -0.1588 -0.2095 0.063 Uiso 1 1 calc R . . C12 C 0.1619(3) -0.2216(5) -0.2158(4) 0.0608(15) Uani 1 1 d U . . H12 H 0.1548 -0.2659 -0.2707 0.073 Uiso 1 1 calc R . . C11 C 0.1127(3) -0.2205(5) -0.1709(3) 0.0554(13) Uani 1 1 d U . . H11 H 0.0722 -0.2637 -0.1950 0.067 Uiso 1 1 calc R . . O4 O 0.4820(2) 0.1560(4) 0.0819(3) 0.0684(11) Uani 1 1 d . . . C16 C 0.3535(3) -0.0252(6) -0.0949(5) 0.087(2) Uani 1 1 d U . . H16A H 0.3576 0.0477 -0.1218 0.131 Uiso 1 1 calc R . . H16B H 0.3438 -0.0820 -0.1446 0.131 Uiso 1 1 calc R . . H16C H 0.3964 -0.0433 -0.0442 0.131 Uiso 1 1 calc R . . C8 C 0.0093(3) -0.2239(5) -0.0708(4) 0.0625(15) Uani 1 1 d U . . H8A H 0.0218 -0.3028 -0.0630 0.094 Uiso 1 1 calc R . . H8B H -0.0148 -0.2080 -0.1380 0.094 Uiso 1 1 calc R . . H8C H -0.0206 -0.2064 -0.0345 0.094 Uiso 1 1 calc R . . O1 O -0.06632(18) -0.1444(4) 0.1188(3) 0.0630(10) Uani 1 1 d . . . H1O H -0.0341 -0.1536 0.0980 0.095 Uiso 1 1 calc R . . N7 N 0.3111(3) 0.0146(5) 0.4745(3) 0.0665(14) Uani 1 1 d . . . C24 C 0.2572(3) -0.1036(6) 0.1687(4) 0.0527(14) Uani 1 1 d . . . N6 N 0.2878(3) -0.1818(5) 0.2012(4) 0.0884(19) Uani 1 1 d . . . C25 C 0.2914(6) 0.0325(12) 0.5646(8) 0.106(4) Uani 0.622(6) 1 d PDU A 1 H25A H 0.3288 0.0030 0.6200 0.127 Uiso 0.622(6) 1 calc PR A 1 H25B H 0.2879 0.1135 0.5744 0.127 Uiso 0.622(6) 1 calc PR A 1 C26 C 0.2244(9) -0.023(2) 0.5607(14) 0.169(8) Uani 0.622(6) 1 d PDU A 1 H26A H 0.1926 -0.0233 0.4953 0.253 Uiso 0.622(6) 1 calc PR A 1 H26B H 0.2040 0.0189 0.6006 0.253 Uiso 0.622(6) 1 calc PR A 1 H26C H 0.2334 -0.0995 0.5839 0.253 Uiso 0.622(6) 1 calc PR A 1 C27 C 0.3206(6) -0.1109(10) 0.4597(8) 0.095(3) Uani 0.622(6) 1 d PDU A 1 H27A H 0.2759 -0.1479 0.4485 0.114 Uiso 0.622(6) 1 calc PR A 1 H27B H 0.3317 -0.1191 0.4010 0.114 Uiso 0.622(6) 1 calc PR A 1 C28 C 0.3735(10) -0.1741(14) 0.5367(13) 0.113(6) Uani 0.622(6) 1 d PDU A 1 H28A H 0.4190 -0.1592 0.5332 0.170 Uiso 0.622(6) 1 calc PR A 1 H28B H 0.3639 -0.2541 0.5285 0.170 Uiso 0.622(6) 1 calc PR A 1 H28C H 0.3723 -0.1503 0.5985 0.170 Uiso 0.622(6) 1 calc PR A 1 C29 C 0.2566(6) 0.0587(9) 0.3855(7) 0.080(3) Uani 0.622(6) 1 d PDU A 1 H29A H 0.2713 0.0397 0.3312 0.095 Uiso 0.622(6) 1 calc PR A 1 H29B H 0.2140 0.0165 0.3772 0.095 Uiso 0.622(6) 1 calc PR A 1 C30 C 0.2390(18) 0.1766(17) 0.3779(17) 0.107(6) Uani 0.622(6) 1 d PDU A 1 H30A H 0.2258 0.1989 0.4321 0.160 Uiso 0.622(6) 1 calc PR A 1 H30B H 0.2007 0.1899 0.3191 0.160 Uiso 0.622(6) 1 calc PR A 1 H30C H 0.2787 0.2205 0.3774 0.160 Uiso 0.622(6) 1 calc PR A 1 C31 C 0.3794(5) 0.0802(10) 0.4934(7) 0.076(3) Uani 0.622(6) 1 d PDU A 1 H31A H 0.3701 0.1592 0.5037 0.091 Uiso 0.622(6) 1 calc PR A 1 H31B H 0.4124 0.0523 0.5536 0.091 Uiso 0.622(6) 1 calc PR A 1 C32 C 0.4122(14) 0.078(3) 0.4254(19) 0.105(7) Uani 0.622(6) 1 d PDU A 1 H32A H 0.3779 0.0712 0.3620 0.157 Uiso 0.622(6) 1 calc PR A 1 H32B H 0.4434 0.0140 0.4375 0.157 Uiso 0.622(6) 1 calc PR A 1 H32C H 0.4383 0.1468 0.4294 0.157 Uiso 0.622(6) 1 calc PR A 1 C25B C 0.2466(10) -0.0598(16) 0.4390(14) 0.096(5) Uani 0.378(6) 1 d PDU A 2 H25C H 0.2157 -0.0292 0.3783 0.116 Uiso 0.378(6) 1 calc PR A 2 H25D H 0.2607 -0.1351 0.4260 0.116 Uiso 0.378(6) 1 calc PR A 2 C26B C 0.2066(16) -0.071(3) 0.507(2) 0.132(10) Uani 0.378(6) 1 d PDU A 2 H26D H 0.2324 -0.1174 0.5607 0.198 Uiso 0.378(6) 1 calc PR A 2 H26E H 0.1622 -0.1060 0.4736 0.198 Uiso 0.378(6) 1 calc PR A 2 H26F H 0.1993 0.0029 0.5291 0.198 Uiso 0.378(6) 1 calc PR A 2 C37B C 0.3614(10) -0.0254(17) 0.5680(11) 0.092(5) Uani 0.378(6) 1 d PDU A 2 H37C H 0.3996 0.0287 0.5875 0.111 Uiso 0.378(6) 1 calc PR A 2 H37D H 0.3381 -0.0207 0.6154 0.111 Uiso 0.378(6) 1 calc PR A 2 C28B C 0.3922(18) -0.139(2) 0.576(2) 0.117(10) Uani 0.378(6) 1 d PDU A 2 H28D H 0.4116 -0.1492 0.5255 0.176 Uiso 0.378(6) 1 calc PR A 2 H28E H 0.3568 -0.1950 0.5697 0.176 Uiso 0.378(6) 1 calc PR A 2 H28F H 0.4285 -0.1467 0.6376 0.176 Uiso 0.378(6) 1 calc PR A 2 C39B C 0.2935(9) 0.1376(15) 0.4828(12) 0.091(5) Uani 0.378(6) 1 d PDU A 2 H39C H 0.2758 0.1429 0.5361 0.110 Uiso 0.378(6) 1 calc PR A 2 H39D H 0.3371 0.1795 0.5020 0.110 Uiso 0.378(6) 1 calc PR A 2 C30B C 0.245(3) 0.198(3) 0.403(3) 0.113(11) Uani 0.378(6) 1 d PDU A 2 H30D H 0.2594 0.1904 0.3475 0.169 Uiso 0.378(6) 1 calc PR A 2 H30E H 0.2449 0.2767 0.4196 0.169 Uiso 0.378(6) 1 calc PR A 2 H30F H 0.1993 0.1665 0.3890 0.169 Uiso 0.378(6) 1 calc PR A 2 C31B C 0.3440(10) 0.0058(18) 0.3934(12) 0.086(4) Uani 0.378(6) 1 d PDU A 2 H31C H 0.3482 -0.0746 0.3819 0.103 Uiso 0.378(6) 1 calc PR A 2 H31D H 0.3097 0.0361 0.3351 0.103 Uiso 0.378(6) 1 calc PR A 2 C32B C 0.4068(19) 0.055(5) 0.401(3) 0.084(8) Uani 0.378(6) 1 d PDU A 2 H32D H 0.4004 0.1058 0.3476 0.126 Uiso 0.378(6) 1 calc PR A 2 H32E H 0.4395 -0.0037 0.3993 0.126 Uiso 0.378(6) 1 calc PR A 2 H32F H 0.4246 0.0958 0.4605 0.126 Uiso 0.378(6) 1 calc PR A 2 H4O H 0.442(3) 0.110(6) 0.059(4) 0.09(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.03581(10) 0.04588(13) 0.04396(10) -0.00593(9) 0.01322(7) -0.00152(10) O3 0.046(2) 0.083(3) 0.058(2) -0.025(2) 0.0265(17) -0.022(2) C17 0.040(3) 0.047(3) 0.048(3) 0.002(2) 0.015(2) -0.005(2) N5 0.039(2) 0.049(3) 0.043(2) -0.0038(19) 0.0136(18) -0.009(2) N4 0.041(2) 0.044(3) 0.040(2) 0.0010(19) 0.0132(18) -0.002(2) C15 0.047(3) 0.049(3) 0.048(3) -0.002(2) 0.023(2) -0.005(2) C14 0.043(3) 0.045(3) 0.040(2) -0.002(2) 0.015(2) 0.003(2) N3 0.038(2) 0.040(2) 0.0375(19) 0.0001(17) 0.0131(17) -0.0015(18) C10 0.045(3) 0.036(3) 0.041(2) -0.003(2) 0.012(2) 0.002(2) C9 0.042(3) 0.038(3) 0.044(2) 0.000(2) 0.012(2) -0.002(2) N2 0.034(2) 0.047(2) 0.043(2) -0.0016(19) 0.0139(18) 0.0016(19) N1 0.039(2) 0.050(2) 0.043(2) -0.0007(19) 0.0148(18) -0.001(2) C7 0.037(3) 0.052(3) 0.043(2) 0.000(2) 0.011(2) 0.005(2) O2 0.041(2) 0.085(3) 0.055(2) -0.022(2) 0.0166(17) -0.012(2) C18 0.038(2) 0.042(3) 0.048(3) 0.006(2) 0.011(2) -0.005(2) C19 0.050(3) 0.057(3) 0.061(3) -0.008(3) 0.021(2) -0.008(3) C20 0.057(3) 0.081(5) 0.076(4) -0.026(3) 0.017(3) -0.015(3) C21 0.048(3) 0.076(4) 0.077(4) -0.005(3) 0.013(3) -0.020(3) C22 0.041(3) 0.075(4) 0.075(4) 0.001(3) 0.020(3) -0.014(3) C23 0.040(3) 0.050(3) 0.055(3) 0.006(2) 0.015(2) -0.001(2) C6 0.039(3) 0.050(3) 0.049(3) 0.009(2) 0.016(2) 0.011(2) C5 0.056(3) 0.076(4) 0.052(3) -0.006(3) 0.019(2) 0.008(3) C4 0.079(4) 0.091(5) 0.058(3) -0.009(3) 0.033(3) 0.014(4) C3 0.072(4) 0.090(5) 0.075(4) 0.021(3) 0.047(3) 0.028(3) C2 0.050(3) 0.070(4) 0.079(4) 0.024(3) 0.034(3) 0.011(3) C1 0.044(3) 0.050(3) 0.061(3) 0.017(3) 0.021(2) 0.012(2) C13 0.054(3) 0.054(3) 0.053(3) -0.011(2) 0.024(2) 0.001(3) C12 0.067(3) 0.064(4) 0.052(3) -0.023(3) 0.022(3) -0.006(3) C11 0.053(3) 0.056(4) 0.056(3) -0.020(3) 0.016(2) -0.010(3) O4 0.054(2) 0.080(3) 0.080(3) -0.022(2) 0.036(2) -0.017(2) C16 0.071(4) 0.119(6) 0.093(5) -0.043(4) 0.056(4) -0.032(4) C8 0.060(3) 0.066(4) 0.065(3) -0.016(3) 0.027(3) -0.024(3) O1 0.050(2) 0.066(3) 0.075(3) -0.009(2) 0.0240(19) -0.011(2) N7 0.063(3) 0.075(4) 0.051(3) -0.014(3) 0.007(2) -0.001(3) C24 0.037(3) 0.075(4) 0.048(3) 0.019(3) 0.018(2) 0.004(3) N6 0.058(3) 0.111(5) 0.109(4) 0.048(4) 0.045(3) 0.015(3) C25 0.068(6) 0.176(11) 0.075(6) -0.012(7) 0.028(5) -0.002(7) C26 0.106(12) 0.27(3) 0.157(17) 0.024(16) 0.083(14) -0.026(13) C27 0.090(7) 0.083(7) 0.087(6) 0.000(6) -0.002(6) 0.000(6) C28 0.104(13) 0.107(11) 0.102(14) 0.036(9) 0.001(9) 0.006(10) C29 0.066(6) 0.078(6) 0.074(6) -0.015(5) -0.003(5) 0.002(5) C30 0.097(12) 0.089(10) 0.108(14) -0.028(11) -0.001(11) 0.011(12) C31 0.053(5) 0.092(7) 0.074(6) -0.017(5) 0.012(4) -0.003(5) C32 0.111(11) 0.132(17) 0.075(14) 0.004(11) 0.036(9) 0.006(11) C25B 0.088(10) 0.086(10) 0.098(10) -0.021(9) 0.010(8) -0.010(9) C26B 0.107(17) 0.16(2) 0.13(2) -0.025(18) 0.035(14) -0.059(16) C37B 0.081(9) 0.120(10) 0.065(8) 0.005(8) 0.012(7) 0.010(8) C28B 0.096(19) 0.120(16) 0.10(2) 0.039(15) -0.010(14) 0.023(16) C39B 0.071(8) 0.097(9) 0.087(8) -0.030(8) 0.002(7) 0.001(8) C30B 0.11(2) 0.065(14) 0.12(2) -0.054(12) -0.017(15) 0.031(15) C31B 0.090(8) 0.096(9) 0.066(8) -0.005(8) 0.017(7) 0.007(8) C32B 0.095(13) 0.12(2) 0.054(15) 0.005(14) 0.043(12) 0.018(12) _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 C24 2.359(6) . ? Pb1 N3 2.525(4) . ? Pb1 N2 2.558(4) . ? Pb1 N4 2.590(4) . ? Pb1 O2 2.635(3) . ? Pb1 O3 2.653(3) . ? O3 C17 1.256(5) . ? C17 N5 1.352(6) . ? C17 C18 1.495(6) . ? N5 N4 1.367(5) . ? N4 C15 1.289(6) . ? C15 C14 1.477(7) . ? C15 C16 1.508(7) . ? C14 N3 1.354(6) . ? C14 C13 1.396(6) . ? N3 C10 1.343(6) . ? C10 C11 1.393(6) . ? C10 C9 1.494(6) . ? C9 N2 1.281(5) . ? C9 C8 1.500(7) . ? N2 N1 1.384(5) . ? N1 C7 1.349(6) . ? C7 O2 1.251(6) . ? C7 C6 1.489(6) . ? C18 C19 1.394(7) . ? C18 C23 1.402(6) . ? C19 C20 1.379(7) . ? C19 H1 0.9300 . ? C20 C21 1.364(8) . ? C20 H20 0.9300 . ? C21 C22 1.364(8) . ? C21 H21 0.9300 . ? C22 C23 1.393(7) . ? C22 H22 0.9300 . ? C23 O4 1.343(6) . ? C6 C5 1.398(7) . ? C6 C1 1.406(7) . ? C5 C4 1.383(8) . ? C5 H5 0.9300 . ? C4 C3 1.372(9) . ? C4 H4 0.9300 . ? C3 C2 1.372(9) . ? C3 H3 0.9300 . ? C2 C1 1.393(7) . ? C2 H2 0.9300 . ? C1 O1 1.343(6) . ? C13 C12 1.365(7) . ? C13 H13 0.9300 . ? C12 C11 1.373(7) . ? C12 H12 0.9300 . ? C11 H11 0.9300 . ? O4 H4O 0.94(6) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? O1 H1O 0.8200 . ? N7 C37B 1.485(16) . ? N7 C29 1.491(11) . ? N7 C39B 1.506(17) . ? N7 C27 1.515(12) . ? N7 C25B 1.515(17) . ? N7 C25 1.525(11) . ? N7 C31 1.529(11) . ? N7 C31B 1.558(17) . ? C24 N6 1.123(7) . ? C25 C26 1.495(16) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C28 1.472(14) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.428(16) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.381(17) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C25B C26B 1.492(19) . ? C25B H25C 0.9700 . ? C25B H25D 0.9700 . ? C26B H26D 0.9600 . ? C26B H26E 0.9600 . ? C26B H26F 0.9600 . ? C37B C28B 1.462(18) . ? C37B H37C 0.9700 . ? C37B H37D 0.9700 . ? C28B H28D 0.9600 . ? C28B H28E 0.9600 . ? C28B H28F 0.9600 . ? C39B C30B 1.43(2) . ? C39B H39C 0.9700 . ? C39B H39D 0.9700 . ? C30B H30D 0.9600 . ? C30B H30E 0.9600 . ? C30B H30F 0.9600 . ? C31B C32B 1.37(2) . ? C31B H31C 0.9700 . ? C31B H31D 0.9700 . ? C32B H32D 0.9600 . ? C32B H32E 0.9600 . ? C32B H32F 0.9600 . ? 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 C24 Pb1 N3 79.10(16) . . ? C24 Pb1 N2 82.47(16) . . ? N3 Pb1 N2 63.52(12) . . ? C24 Pb1 N4 76.36(14) . . ? N3 Pb1 N4 63.28(12) . . ? N2 Pb1 N4 125.36(12) . . ? C24 Pb1 O2 81.87(15) . . ? N3 Pb1 O2 123.45(12) . . ? N2 Pb1 O2 61.47(11) . . ? N4 Pb1 O2 155.49(12) . . ? C24 Pb1 O3 81.44(16) . . ? N3 Pb1 O3 123.67(11) . . ? N2 Pb1 O3 160.39(12) . . ? N4 Pb1 O3 60.89(11) . . ? O2 Pb1 O3 105.04(10) . . ? C17 O3 Pb1 116.8(3) . . ? O3 C17 N5 126.9(4) . . ? O3 C17 C18 119.8(4) . . ? N5 C17 C18 113.3(4) . . ? C17 N5 N4 113.2(4) . . ? C15 N4 N5 116.9(4) . . ? C15 N4 Pb1 121.1(3) . . ? N5 N4 Pb1 121.8(3) . . ? N4 C15 C14 116.6(4) . . ? N4 C15 C16 122.3(5) . . ? C14 C15 C16 121.1(5) . . ? N3 C14 C13 120.4(5) . . ? N3 C14 C15 117.7(4) . . ? C13 C14 C15 121.8(4) . . ? C10 N3 C14 119.8(4) . . ? C10 N3 Pb1 119.5(3) . . ? C14 N3 Pb1 120.2(3) . . ? N3 C10 C11 121.3(4) . . ? N3 C10 C9 117.4(4) . . ? C11 C10 C9 121.2(4) . . ? N2 C9 C10 116.0(4) . . ? N2 C9 C8 124.7(4) . . ? C10 C9 C8 119.3(4) . . ? C9 N2 N1 117.1(4) . . ? C9 N2 Pb1 121.3(3) . . ? N1 N2 Pb1 120.4(3) . . ? C7 N1 N2 112.9(4) . . ? O2 C7 N1 127.0(4) . . ? O2 C7 C6 120.0(4) . . ? N1 C7 C6 113.0(4) . . ? C7 O2 Pb1 115.3(3) . . ? C19 C18 C23 118.2(5) . . ? C19 C18 C17 118.4(4) . . ? C23 C18 C17 123.4(5) . . ? C20 C19 C18 121.5(5) . . ? C20 C19 H1 119.3 . . ? C18 C19 H1 119.3 . . ? C21 C20 C19 119.4(6) . . ? C21 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? C22 C21 C20 120.8(6) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C22 C23 120.8(5) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? O4 C23 C22 118.1(5) . . ? O4 C23 C18 122.7(5) . . ? C22 C23 C18 119.2(5) . . ? C5 C6 C1 118.4(5) . . ? C5 C6 C7 118.3(5) . . ? C1 C6 C7 123.3(5) . . ? C4 C5 C6 121.2(6) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C3 C4 C5 119.7(6) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C2 C3 C4 120.4(5) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C2 C1 121.0(6) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? O1 C1 C2 118.1(5) . . ? O1 C1 C6 122.6(5) . . ? C2 C1 C6 119.2(5) . . ? C12 C13 C14 119.6(5) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? C13 C12 C11 119.9(5) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C11 C10 118.9(5) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C23 O4 H4O 111(4) . . ? 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 . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C1 O1 H1O 109.5 . . ? C37B N7 C29 174.8(10) . . ? C37B N7 C39B 109.7(10) . . ? C29 N7 C39B 67.1(8) . . ? C37B N7 C27 75.1(9) . . ? C29 N7 C27 107.8(6) . . ? C39B N7 C27 173.8(9) . . ? C37B N7 C25B 112.3(11) . . ? C29 N7 C25B 66.5(9) . . ? C39B N7 C25B 112.4(10) . . ? C27 N7 C25B 61.6(8) . . ? C37B N7 C25 62.6(9) . . ? C29 N7 C25 112.2(7) . . ? C39B N7 C25 69.9(9) . . ? C27 N7 C25 110.0(8) . . ? C25B N7 C25 85.7(10) . . ? C37B N7 C31 72.2(9) . . ? C29 N7 C31 110.0(7) . . ? C39B N7 C31 74.2(8) . . ? C27 N7 C31 111.5(7) . . ? C25B N7 C31 168.8(9) . . ? C25 N7 C31 105.3(6) . . ? C37B N7 C31B 110.4(11) . . ? C29 N7 C31B 74.7(9) . . ? C39B N7 C31B 107.6(11) . . ? C27 N7 C31B 73.5(9) . . ? C25B N7 C31B 104.2(10) . . ? C25 N7 C31B 169.8(9) . . ? C31 N7 C31B 64.7(8) . . ? N6 C24 Pb1 172.3(5) . . ? C26 C25 N7 114.5(11) . . ? C26 C25 H25A 108.6 . . ? N7 C25 H25A 108.6 . . ? C26 C25 H25B 108.6 . . ? N7 C25 H25B 108.6 . . ? H25A C25 H25B 107.6 . . ? C28 C27 N7 118.5(10) . . ? C28 C27 H27A 107.7 . . ? N7 C27 H27A 107.7 . . ? C28 C27 H27B 107.7 . . ? N7 C27 H27B 107.7 . . ? H27A C27 H27B 107.1 . . ? C30 C29 N7 119.9(11) . . ? C30 C29 H29A 107.4 . . ? N7 C29 H29A 107.4 . . ? C30 C29 H29B 107.4 . . ? N7 C29 H29B 107.4 . . ? H29A C29 H29B 106.9 . . ? C32 C31 N7 119.5(12) . . ? C32 C31 H31A 107.4 . . ? N7 C31 H31A 107.4 . . ? C32 C31 H31B 107.4 . . ? N7 C31 H31B 107.4 . . ? H31A C31 H31B 107.0 . . ? C26B C25B N7 115.3(15) . . ? C26B C25B H25C 108.4 . . ? N7 C25B H25C 108.4 . . ? C26B C25B H25D 108.4 . . ? N7 C25B H25D 108.4 . . ? H25C C25B H25D 107.5 . . ? C25B C26B H26D 109.5 . . ? C25B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C25B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B H26F 109.5 . . ? C28B C37B N7 120.3(16) . . ? C28B C37B H37C 107.2 . . ? N7 C37B H37C 107.2 . . ? C28B C37B H37D 107.2 . . ? N7 C37B H37D 107.2 . . ? H37C C37B H37D 106.9 . . ? C37B C28B H28D 109.5 . . ? C37B C28B H28E 109.5 . . ? H28D C28B H28E 109.5 . . ? C37B C28B H28F 109.5 . . ? H28D C28B H28F 109.5 . . ? H28E C28B H28F 109.5 . . ? C30B C39B N7 121.6(18) . . ? C30B C39B H39C 106.9 . . ? N7 C39B H39C 106.9 . . ? C30B C39B H39D 106.9 . . ? N7 C39B H39D 106.9 . . ? H39C C39B H39D 106.7 . . ? C39B C30B H30D 109.5 . . ? C39B C30B H30E 109.5 . . ? H30D C30B H30E 109.5 . . ? C39B C30B H30F 109.5 . . ? H30D C30B H30F 109.5 . . ? H30E C30B H30F 109.5 . . ? C32B C31B N7 122.9(18) . . ? C32B C31B H31C 106.6 . . ? N7 C31B H31C 106.6 . . ? C32B C31B H31D 106.6 . . ? N7 C31B H31D 106.6 . . ? H31C C31B H31D 106.6 . . ? C31B C32B H32D 109.5 . . ? C31B C32B H32E 109.5 . . ? H32D C32B H32E 109.5 . . ? C31B C32B H32F 109.5 . . ? H32D C32B H32F 109.5 . . ? H32E C32B H32F 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 C24 Pb1 O3 C17 83.8(4) . . . . ? N3 Pb1 O3 C17 13.0(4) . . . . ? N2 Pb1 O3 C17 118.9(4) . . . . ? N4 Pb1 O3 C17 4.7(4) . . . . ? O2 Pb1 O3 C17 162.9(4) . . . . ? Pb1 O3 C17 N5 -4.4(7) . . . . ? Pb1 O3 C17 C18 174.0(3) . . . . ? O3 C17 N5 N4 -0.4(7) . . . . ? C18 C17 N5 N4 -178.9(4) . . . . ? C17 N5 N4 C15 179.9(4) . . . . ? C17 N5 N4 Pb1 5.4(5) . . . . ? C24 Pb1 N4 C15 92.8(4) . . . . ? N3 Pb1 N4 C15 8.3(3) . . . . ? N2 Pb1 N4 C15 22.6(4) . . . . ? O2 Pb1 N4 C15 120.9(4) . . . . ? O3 Pb1 N4 C15 -179.5(4) . . . . ? C24 Pb1 N4 N5 -93.0(3) . . . . ? N3 Pb1 N4 N5 -177.5(4) . . . . ? N2 Pb1 N4 N5 -163.2(3) . . . . ? O2 Pb1 N4 N5 -64.9(5) . . . . ? O3 Pb1 N4 N5 -5.3(3) . . . . ? N5 N4 C15 C14 178.7(4) . . . . ? Pb1 N4 C15 C14 -6.8(6) . . . . ? N5 N4 C15 C16 1.2(8) . . . . ? Pb1 N4 C15 C16 175.7(5) . . . . ? N4 C15 C14 N3 -1.9(7) . . . . ? C16 C15 C14 N3 175.7(5) . . . . ? N4 C15 C14 C13 179.9(5) . . . . ? C16 C15 C14 C13 -2.5(8) . . . . ? C13 C14 N3 C10 0.4(7) . . . . ? C15 C14 N3 C10 -177.8(4) . . . . ? C13 C14 N3 Pb1 -171.9(4) . . . . ? C15 C14 N3 Pb1 9.8(6) . . . . ? C24 Pb1 N3 C10 98.4(3) . . . . ? N2 Pb1 N3 C10 11.5(3) . . . . ? N4 Pb1 N3 C10 178.5(4) . . . . ? O2 Pb1 N3 C10 25.9(4) . . . . ? O3 Pb1 N3 C10 170.3(3) . . . . ? C24 Pb1 N3 C14 -89.2(4) . . . . ? N2 Pb1 N3 C14 -176.1(4) . . . . ? N4 Pb1 N3 C14 -9.1(3) . . . . ? O2 Pb1 N3 C14 -161.7(3) . . . . ? O3 Pb1 N3 C14 -17.3(4) . . . . ? C14 N3 C10 C11 -1.1(7) . . . . ? Pb1 N3 C10 C11 171.3(4) . . . . ? C14 N3 C10 C9 177.5(4) . . . . ? Pb1 N3 C10 C9 -10.1(5) . . . . ? N3 C10 C9 N2 -2.1(7) . . . . ? C11 C10 C9 N2 176.5(5) . . . . ? N3 C10 C9 C8 -179.4(4) . . . . ? C11 C10 C9 C8 -0.8(7) . . . . ? C10 C9 N2 N1 -179.4(4) . . . . ? C8 C9 N2 N1 -2.3(7) . . . . ? C10 C9 N2 Pb1 13.4(6) . . . . ? C8 C9 N2 Pb1 -169.5(4) . . . . ? C24 Pb1 N2 C9 -94.8(4) . . . . ? N3 Pb1 N2 C9 -13.3(3) . . . . ? N4 Pb1 N2 C9 -27.5(4) . . . . ? O2 Pb1 N2 C9 -179.6(4) . . . . ? O3 Pb1 N2 C9 -129.9(4) . . . . ? C24 Pb1 N2 N1 98.4(3) . . . . ? N3 Pb1 N2 N1 180.0(3) . . . . ? N4 Pb1 N2 N1 165.8(3) . . . . ? O2 Pb1 N2 N1 13.6(3) . . . . ? O3 Pb1 N2 N1 63.4(5) . . . . ? C9 N2 N1 C7 -180.0(4) . . . . ? Pb1 N2 N1 C7 -12.7(5) . . . . ? N2 N1 C7 O2 -2.0(7) . . . . ? N2 N1 C7 C6 178.7(4) . . . . ? N1 C7 O2 Pb1 14.7(7) . . . . ? C6 C7 O2 Pb1 -166.1(3) . . . . ? C24 Pb1 O2 C7 -99.5(4) . . . . ? N3 Pb1 O2 C7 -28.3(4) . . . . ? N2 Pb1 O2 C7 -13.7(3) . . . . ? N4 Pb1 O2 C7 -127.0(4) . . . . ? O3 Pb1 O2 C7 -178.3(3) . . . . ? O3 C17 C18 C19 -6.2(7) . . . . ? N5 C17 C18 C19 172.4(4) . . . . ? O3 C17 C18 C23 176.1(5) . . . . ? N5 C17 C18 C23 -5.3(7) . . . . ? C23 C18 C19 C20 0.4(8) . . . . ? C17 C18 C19 C20 -177.4(5) . . . . ? C18 C19 C20 C21 -1.7(9) . . . . ? C19 C20 C21 C22 0.8(10) . . . . ? C20 C21 C22 C23 1.4(10) . . . . ? C21 C22 C23 O4 177.5(5) . . . . ? C21 C22 C23 C18 -2.7(8) . . . . ? C19 C18 C23 O4 -178.5(5) . . . . ? C17 C18 C23 O4 -0.8(8) . . . . ? C19 C18 C23 C22 1.7(8) . . . . ? C17 C18 C23 C22 179.4(5) . . . . ? O2 C7 C6 C5 1.2(7) . . . . ? N1 C7 C6 C5 -179.4(4) . . . . ? O2 C7 C6 C1 -179.1(5) . . . . ? N1 C7 C6 C1 0.2(7) . . . . ? C1 C6 C5 C4 1.3(8) . . . . ? C7 C6 C5 C4 -179.1(5) . . . . ? C6 C5 C4 C3 -0.7(9) . . . . ? C5 C4 C3 C2 -0.1(10) . . . . ? C4 C3 C2 C1 0.4(9) . . . . ? C3 C2 C1 O1 -179.4(5) . . . . ? C3 C2 C1 C6 0.2(8) . . . . ? C5 C6 C1 O1 178.6(5) . . . . ? C7 C6 C1 O1 -1.0(8) . . . . ? C5 C6 C1 C2 -1.0(7) . . . . ? C7 C6 C1 C2 179.4(5) . . . . ? N3 C14 C13 C12 0.4(8) . . . . ? C15 C14 C13 C12 178.6(5) . . . . ? C14 C13 C12 C11 -0.6(8) . . . . ? C13 C12 C11 C10 0.0(9) . . . . ? N3 C10 C11 C12 0.9(8) . . . . ? C9 C10 C11 C12 -177.6(5) . . . . ? N3 Pb1 C24 N6 12(4) . . . . ? N2 Pb1 C24 N6 77(4) . . . . ? N4 Pb1 C24 N6 -53(4) . . . . ? O2 Pb1 C24 N6 139(4) . . . . ? O3 Pb1 C24 N6 -115(4) . . . . ? C37B N7 C25 C26 -121.3(18) . . . . ? C29 N7 C25 C26 58.9(17) . . . . ? C39B N7 C25 C26 112.2(17) . . . . ? C27 N7 C25 C26 -61.2(16) . . . . ? C25B N7 C25 C26 -3.5(17) . . . . ? C31 N7 C25 C26 178.6(15) . . . . ? C31B N7 C25 C26 -170(5) . . . . ? C37B N7 C27 C28 -6.4(17) . . . . ? C29 N7 C27 C28 178.1(15) . . . . ? C39B N7 C27 C28 -147(9) . . . . ? C25B N7 C27 C28 -132.5(18) . . . . ? C25 N7 C27 C28 -59.2(17) . . . . ? C31 N7 C27 C28 57.2(16) . . . . ? C31B N7 C27 C28 110.7(16) . . . . ? C37B N7 C29 C30 59(11) . . . . ? C39B N7 C29 C30 6(2) . . . . ? C27 N7 C29 C30 -178(2) . . . . ? C25B N7 C29 C30 136(2) . . . . ? C25 N7 C29 C30 61(2) . . . . ? C31 N7 C29 C30 -56(2) . . . . ? C31B N7 C29 C30 -111(2) . . . . ? C37B N7 C31 C32 124(2) . . . . ? C29 N7 C31 C32 -61(2) . . . . ? C39B N7 C31 C32 -119(2) . . . . ? C27 N7 C31 C32 59(2) . . . . ? C25B N7 C31 C32 9(6) . . . . ? C25 N7 C31 C32 178(2) . . . . ? C31B N7 C31 C32 0(2) . . . . ? C37B N7 C25B C26B 58(3) . . . . ? C29 N7 C25B C26B -117(2) . . . . ? C39B N7 C25B C26B -67(3) . . . . ? C27 N7 C25B C26B 115(2) . . . . ? C25 N7 C25B C26B 0(2) . . . . ? C31 N7 C25B C26B 169(4) . . . . ? C31B N7 C25B C26B 177(2) . . . . ? C29 N7 C37B C28B 135(10) . . . . ? C39B N7 C37B C28B -174(3) . . . . ? C27 N7 C37B C28B 10(3) . . . . ? C25B N7 C37B C28B 60(3) . . . . ? C25 N7 C37B C28B 133(3) . . . . ? C31 N7 C37B C28B -109(3) . . . . ? C31B N7 C37B C28B -55(3) . . . . ? C37B N7 C39B C30B -179(4) . . . . ? C29 N7 C39B C30B -4(4) . . . . ? C27 N7 C39B C30B -39(11) . . . . ? C25B N7 C39B C30B -54(4) . . . . ? C25 N7 C39B C30B -130(4) . . . . ? C31 N7 C39B C30B 117(4) . . . . ? C31B N7 C39B C30B 61(4) . . . . ? C37B N7 C31B C32B -54(4) . . . . ? C29 N7 C31B C32B 125(4) . . . . ? C39B N7 C31B C32B 65(4) . . . . ? C27 N7 C31B C32B -121(4) . . . . ? C25B N7 C31B C32B -175(4) . . . . ? C25 N7 C31B C32B -9(7) . . . . ? C31 N7 C31B C32B 3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.44 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.862 _refine_diff_density_min -1.055 _refine_diff_density_rms 0.105 # Attachment 'sndaps.cif' data_sndaps _database_code_depnum_ccdc_archive 'CCDC 614538' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H19 N5 O6 Sn, 4(O)' _chemical_formula_sum 'C23 H19 N5 O10 Sn' _chemical_formula_weight 644.12 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' Sn Sn -0.6537 1.4246 '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 25.577(11) _cell_length_b 15.274(7) _cell_length_c 14.199(6) _cell_angle_alpha 90.00 _cell_angle_beta 109.230(8) _cell_angle_gamma 90.00 _cell_volume 5238(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 781 _cell_measurement_theta_min 2.86 _cell_measurement_theta_max 25.75 _exptl_crystal_description prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2576 _exptl_absorpt_coefficient_mu 1.040 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.796756 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details 'BRUKER TWINABS' _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 'Smart-CCD-1000 BRUKER' _diffrn_measurement_method omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9908 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1109 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 26.49 _reflns_number_total 9908 _reflns_number_gt 5910 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0562P)^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 9908 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0980 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1299 _refine_ls_wR_factor_gt 0.1158 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _refine_ls_shift/su_max 0.003 _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 Sn1 Sn 0.227396(15) 0.12620(2) 0.36538(3) 0.02558(11) Uani 1 1 d . . . O2 O 0.17408(13) 0.2314(2) 0.3678(3) 0.0317(10) Uani 1 1 d . . . C7 C 0.1248(2) 0.2119(4) 0.3671(4) 0.0269(14) Uani 1 1 d . . . N1 N 0.10535(16) 0.1311(3) 0.3633(3) 0.0312(10) Uani 1 1 d . . . N2 N 0.14579(18) 0.0719(3) 0.3640(3) 0.0304(12) Uani 1 1 d . . . C9 C 0.1374(2) -0.0111(4) 0.3701(4) 0.0328(14) Uani 1 1 d . . . C10 C 0.1848(2) -0.0654(4) 0.3707(4) 0.0311(14) Uani 1 1 d . . . N3 N 0.2292(2) -0.0218(3) 0.3645(3) 0.0331(10) Uani 1 1 d . . . C14 C 0.2752(2) -0.0636(4) 0.3634(4) 0.0309(14) Uani 1 1 d . . . C15 C 0.3206(2) -0.0055(4) 0.3604(4) 0.0314(14) Uani 1 1 d . . . N4 N 0.30988(18) 0.0766(3) 0.3643(3) 0.0283(11) Uani 1 1 d . . . N5 N 0.34852(17) 0.1385(3) 0.3638(3) 0.0312(11) Uani 1 1 d . . . C17 C 0.3302(2) 0.2186(4) 0.3727(4) 0.0280(14) Uani 1 1 d . . . O3 O 0.28133(14) 0.2355(2) 0.3769(3) 0.0321(9) Uani 1 1 d . . . C6 C 0.0882(2) 0.2847(4) 0.3712(4) 0.0310(15) Uani 1 1 d . . . C5 C 0.1072(2) 0.3711(4) 0.3772(4) 0.0343(13) Uani 1 1 d . . . H5 H 0.1430 0.3817 0.3773 0.041 Uiso 1 1 calc R . . C4 C 0.0743(3) 0.4410(4) 0.3830(5) 0.0448(18) Uani 1 1 d . . . H4 H 0.0879 0.4979 0.3878 0.054 Uiso 1 1 calc R . . C3 C 0.0222(3) 0.4259(5) 0.3818(5) 0.0517(19) Uani 1 1 d . . . H3 H -0.0002 0.4733 0.3841 0.062 Uiso 1 1 calc R . . C2 C 0.0008(3) 0.3420(4) 0.3771(5) 0.0466(18) Uani 1 1 d . . . H2 H -0.0351 0.3333 0.3777 0.056 Uiso 1 1 calc R . . C1 C 0.0339(2) 0.2707(4) 0.3716(4) 0.0331(15) Uani 1 1 d . . . C18 C 0.3680(2) 0.2918(4) 0.3759(4) 0.0305(15) Uani 1 1 d . . . C19 C 0.3482(2) 0.3778(4) 0.3785(4) 0.0359(13) Uani 1 1 d . . . H19 H 0.3121 0.3869 0.3777 0.043 Uiso 1 1 calc R . . C20 C 0.3826(3) 0.4481(4) 0.3821(4) 0.0433(17) Uani 1 1 d . . . H20 H 0.3693 0.5046 0.3832 0.052 Uiso 1 1 calc R . . C21 C 0.4357(3) 0.4360(5) 0.3843(5) 0.056(2) Uani 1 1 d . . . H21 H 0.4584 0.4841 0.3871 0.067 Uiso 1 1 calc R . . C22 C 0.4558(3) 0.3527(5) 0.3823(5) 0.057(2) Uani 1 1 d . . . H22 H 0.4922 0.3447 0.3845 0.068 Uiso 1 1 calc R . . C23 C 0.4219(2) 0.2804(4) 0.3770(5) 0.0383(16) Uani 1 1 d . . . C11 C 0.1857(3) -0.1563(4) 0.3759(4) 0.0408(17) Uani 1 1 d . . . H11 H 0.1554 -0.1875 0.3805 0.049 Uiso 1 1 calc R . . C12 C 0.2336(3) -0.1998(4) 0.3740(5) 0.0550(18) Uani 1 1 d . . . H12 H 0.2354 -0.2605 0.3788 0.066 Uiso 1 1 calc R . . C13 C 0.2779(3) -0.1540(4) 0.3651(5) 0.0451(18) Uani 1 1 d . . . H13 H 0.3089 -0.1830 0.3604 0.054 Uiso 1 1 calc R . . C8 C 0.0849(2) -0.0507(4) 0.3753(5) 0.0468(18) Uani 1 1 d . . . H8A H 0.0913 -0.0750 0.4405 0.070 Uiso 1 1 calc R . . H8B H 0.0730 -0.0962 0.3262 0.070 Uiso 1 1 calc R . . H8C H 0.0568 -0.0065 0.3625 0.070 Uiso 1 1 calc R . . C16 C 0.3735(2) -0.0414(4) 0.3541(5) 0.055(2) Uani 1 1 d . . . H16A H 0.3655 -0.0867 0.3045 0.082 Uiso 1 1 calc R . . H16B H 0.3949 -0.0652 0.4176 0.082 Uiso 1 1 calc R . . H16C H 0.3940 0.0046 0.3361 0.082 Uiso 1 1 calc R . . O5 O 0.20213(15) 0.1306(3) 0.2176(2) 0.0397(9) Uani 1 1 d . . . O6 O 0.25282(14) 0.1137(2) 0.5134(2) 0.0317(8) Uani 1 1 d . . . O7 O 0.09790(18) 0.1898(3) 0.1014(4) 0.0771(16) Uani 1 1 d . . . O8 O 0.2639(2) 0.0403(3) 0.1158(4) 0.0866(17) Uani 1 1 d . . . O9 O 0.3616(2) 0.1366(3) 0.1477(4) 0.0824(15) Uani 1 1 d . . . O10 O 0.4317(2) 0.2013(4) 0.0597(5) 0.104(2) Uani 1 1 d . . . O1 O 0.01083(16) 0.1903(3) 0.3676(3) 0.0482(13) Uani 1 1 d . . . O4 O 0.44485(17) 0.1998(3) 0.3754(4) 0.0575(15) Uani 1 1 d . . . H1B H 0.036(3) 0.155(4) 0.360(5) 0.069 Uiso 1 1 d . . . H4B H 0.418(3) 0.170(4) 0.366(5) 0.069 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.02252(17) 0.02366(17) 0.03235(18) -0.0025(2) 0.01145(14) -0.0013(2) O2 0.0171(19) 0.031(2) 0.051(3) -0.0028(19) 0.0178(18) -0.0024(18) C7 0.018(3) 0.038(4) 0.025(3) -0.001(3) 0.007(2) 0.003(3) N1 0.023(2) 0.034(3) 0.040(3) -0.005(3) 0.015(2) 0.001(3) N2 0.026(3) 0.033(3) 0.032(3) -0.001(2) 0.011(2) 0.000(2) C9 0.029(3) 0.032(3) 0.040(4) -0.005(3) 0.015(3) -0.008(3) C10 0.034(3) 0.025(3) 0.034(4) -0.002(3) 0.010(3) -0.004(3) N3 0.038(2) 0.022(2) 0.041(3) 0.001(2) 0.014(2) -0.004(3) C14 0.034(3) 0.027(3) 0.032(3) -0.005(3) 0.011(3) 0.009(3) C15 0.032(3) 0.031(3) 0.035(3) -0.003(3) 0.016(3) 0.002(3) N4 0.027(3) 0.028(3) 0.033(3) -0.003(2) 0.015(2) -0.002(2) N5 0.024(2) 0.031(3) 0.042(3) 0.000(2) 0.016(2) -0.004(2) C17 0.027(3) 0.032(4) 0.027(3) 0.000(3) 0.010(2) -0.005(3) O3 0.025(2) 0.027(2) 0.049(3) -0.0023(19) 0.0190(19) -0.0039(19) C6 0.025(3) 0.036(4) 0.032(4) 0.003(3) 0.010(3) 0.007(3) C5 0.023(3) 0.038(3) 0.044(3) -0.003(3) 0.014(2) 0.001(3) C4 0.046(4) 0.035(4) 0.059(5) 0.000(3) 0.024(3) 0.009(3) C3 0.045(4) 0.049(5) 0.063(5) 0.009(4) 0.021(4) 0.021(4) C2 0.034(4) 0.056(5) 0.062(4) 0.010(3) 0.032(3) 0.017(3) C1 0.031(3) 0.043(4) 0.025(3) 0.003(3) 0.009(3) 0.002(3) C18 0.027(3) 0.037(4) 0.029(3) 0.003(3) 0.010(3) -0.010(3) C19 0.037(3) 0.035(3) 0.038(3) 0.001(3) 0.016(2) 0.001(4) C20 0.050(4) 0.031(4) 0.046(4) 0.002(3) 0.012(3) -0.004(4) C21 0.049(4) 0.059(5) 0.059(5) 0.010(4) 0.016(4) -0.020(4) C22 0.031(4) 0.056(5) 0.084(5) 0.018(4) 0.021(4) -0.010(3) C23 0.023(3) 0.049(4) 0.045(4) 0.008(3) 0.014(3) 0.003(3) C11 0.048(4) 0.029(4) 0.047(4) -0.003(3) 0.018(3) -0.014(3) C12 0.078(5) 0.021(3) 0.067(5) 0.001(3) 0.026(4) -0.001(4) C13 0.037(4) 0.029(4) 0.069(5) -0.006(3) 0.016(3) -0.003(3) C8 0.044(4) 0.044(4) 0.063(5) -0.004(4) 0.031(3) -0.018(4) C16 0.047(4) 0.040(4) 0.088(6) 0.000(4) 0.035(4) 0.016(4) O5 0.049(2) 0.042(2) 0.0302(19) -0.002(2) 0.0167(18) -0.007(2) O6 0.0302(18) 0.036(2) 0.0296(18) 0.0014(17) 0.0104(16) 0.000(2) O7 0.049(3) 0.095(4) 0.082(4) 0.016(3) 0.015(3) 0.026(3) O8 0.111(4) 0.069(4) 0.088(4) -0.031(3) 0.044(4) -0.008(4) O9 0.096(4) 0.064(4) 0.094(4) 0.001(3) 0.040(3) 0.025(4) O10 0.076(4) 0.106(5) 0.142(6) 0.018(4) 0.052(4) -0.011(4) O1 0.035(2) 0.045(3) 0.072(3) 0.001(2) 0.029(2) 0.000(2) O4 0.032(3) 0.050(3) 0.094(4) 0.007(3) 0.027(3) 0.001(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 Sn1 O5 1.983(3) . ? Sn1 O6 1.994(3) . ? Sn1 O2 2.115(4) . ? Sn1 O3 2.138(4) . ? Sn1 N2 2.240(5) . ? Sn1 N4 2.246(4) . ? Sn1 N3 2.261(4) . ? O2 C7 1.291(5) . ? C7 N1 1.327(7) . ? C7 C6 1.467(7) . ? N1 N2 1.371(6) . ? N2 C9 1.293(7) . ? C9 C10 1.467(8) . ? C9 C8 1.496(7) . ? C10 N3 1.346(6) . ? C10 C11 1.390(7) . ? N3 C14 1.343(7) . ? C14 C13 1.381(8) . ? C14 C15 1.474(8) . ? C15 N4 1.289(7) . ? C15 C16 1.488(7) . ? N4 N5 1.369(6) . ? N5 C17 1.332(7) . ? C17 O3 1.296(6) . ? C17 C18 1.470(7) . ? C6 C5 1.399(8) . ? C6 C1 1.409(8) . ? C5 C4 1.378(7) . ? C5 H5 0.9300 . ? C4 C3 1.347(8) . ? C4 H4 0.9300 . ? C3 C2 1.386(9) . ? C3 H3 0.9300 . ? C2 C1 1.397(7) . ? C2 H2 0.9300 . ? C1 O1 1.356(7) . ? C18 C23 1.385(8) . ? C18 C19 1.412(8) . ? C19 C20 1.378(8) . ? C19 H19 0.9300 . ? C20 C21 1.362(8) . ? C20 H20 0.9300 . ? C21 C22 1.376(9) . ? C21 H21 0.9300 . ? C22 C23 1.391(8) . ? C22 H22 0.9300 . ? C23 O4 1.367(7) . ? C11 C12 1.400(8) . ? C11 H11 0.9300 . ? C12 C13 1.372(8) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? O1 H1B 0.88(6) . ? O4 H4B 0.81(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Sn1 O6 176.44(15) . . ? O5 Sn1 O2 90.25(15) . . ? O6 Sn1 O2 92.51(14) . . ? O5 Sn1 O3 91.84(14) . . ? O6 Sn1 O3 90.89(14) . . ? O2 Sn1 O3 78.96(12) . . ? O5 Sn1 N2 91.45(15) . . ? O6 Sn1 N2 87.32(15) . . ? O2 Sn1 N2 71.20(16) . . ? O3 Sn1 N2 149.99(16) . . ? O5 Sn1 N4 89.06(15) . . ? O6 Sn1 N4 89.65(14) . . ? O2 Sn1 N4 150.25(15) . . ? O3 Sn1 N4 71.34(15) . . ? N2 Sn1 N4 138.55(15) . . ? O5 Sn1 N3 91.58(16) . . ? O6 Sn1 N3 84.85(15) . . ? O2 Sn1 N3 140.76(16) . . ? O3 Sn1 N3 140.10(17) . . ? N2 Sn1 N3 69.57(18) . . ? N4 Sn1 N3 68.99(17) . . ? C7 O2 Sn1 117.2(4) . . ? O2 C7 N1 124.6(5) . . ? O2 C7 C6 117.3(5) . . ? N1 C7 C6 118.1(5) . . ? C7 N1 N2 109.9(4) . . ? C9 N2 N1 120.3(5) . . ? C9 N2 Sn1 122.5(4) . . ? N1 N2 Sn1 117.0(3) . . ? N2 C9 C10 113.6(5) . . ? N2 C9 C8 124.9(6) . . ? C10 C9 C8 121.5(5) . . ? N3 C10 C11 119.8(6) . . ? N3 C10 C9 115.7(5) . . ? C11 C10 C9 124.5(6) . . ? C14 N3 C10 121.8(4) . . ? C14 N3 Sn1 119.7(4) . . ? C10 N3 Sn1 118.3(4) . . ? N3 C14 C13 120.9(6) . . ? N3 C14 C15 114.5(5) . . ? C13 C14 C15 124.6(6) . . ? N4 C15 C14 113.8(5) . . ? N4 C15 C16 124.9(6) . . ? C14 C15 C16 121.3(5) . . ? C15 N4 N5 120.5(5) . . ? C15 N4 Sn1 122.8(4) . . ? N5 N4 Sn1 116.6(3) . . ? C17 N5 N4 110.9(4) . . ? O3 C17 N5 124.3(5) . . ? O3 C17 C18 118.8(5) . . ? N5 C17 C18 116.9(5) . . ? C17 O3 Sn1 116.6(4) . . ? C5 C6 C1 117.7(5) . . ? C5 C6 C7 120.3(5) . . ? C1 C6 C7 122.0(5) . . ? C4 C5 C6 121.9(5) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C3 C4 C5 119.2(6) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C4 C3 C2 122.2(7) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C3 C2 C1 119.1(6) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? O1 C1 C2 116.5(5) . . ? O1 C1 C6 123.5(5) . . ? C2 C1 C6 120.0(6) . . ? C23 C18 C19 118.8(6) . . ? C23 C18 C17 123.2(6) . . ? C19 C18 C17 118.0(5) . . ? C20 C19 C18 119.7(5) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C21 C20 C19 121.0(7) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C20 C21 C22 120.1(7) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C21 C22 C23 120.3(6) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? O4 C23 C18 123.0(6) . . ? O4 C23 C22 117.0(5) . . ? C18 C23 C22 120.0(6) . . ? C10 C11 C12 118.2(6) . . ? C10 C11 H11 120.9 . . ? C12 C11 H11 120.9 . . ? C13 C12 C11 120.9(5) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 118.3(6) . . ? C12 C13 H13 120.9 . . ? C14 C13 H13 120.9 . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? 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 . . ? C1 O1 H1B 103(4) . . ? C23 O4 H4B 99(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 O5 Sn1 O2 C7 91.3(4) . . . . ? O6 Sn1 O2 C7 -86.5(4) . . . . ? O3 Sn1 O2 C7 -176.9(4) . . . . ? N2 Sn1 O2 C7 -0.1(3) . . . . ? N4 Sn1 O2 C7 179.8(3) . . . . ? N3 Sn1 O2 C7 -1.5(5) . . . . ? Sn1 O2 C7 N1 -1.1(7) . . . . ? Sn1 O2 C7 C6 178.5(3) . . . . ? O2 C7 N1 N2 2.2(7) . . . . ? C6 C7 N1 N2 -177.5(4) . . . . ? C7 N1 N2 C9 173.6(5) . . . . ? C7 N1 N2 Sn1 -2.1(5) . . . . ? O5 Sn1 N2 C9 95.9(4) . . . . ? O6 Sn1 N2 C9 -80.8(4) . . . . ? O2 Sn1 N2 C9 -174.4(5) . . . . ? O3 Sn1 N2 C9 -167.9(4) . . . . ? N4 Sn1 N2 C9 5.6(5) . . . . ? N3 Sn1 N2 C9 4.7(4) . . . . ? O5 Sn1 N2 N1 -88.5(3) . . . . ? O6 Sn1 N2 N1 94.8(3) . . . . ? O2 Sn1 N2 N1 1.3(3) . . . . ? O3 Sn1 N2 N1 7.7(5) . . . . ? N4 Sn1 N2 N1 -178.7(3) . . . . ? N3 Sn1 N2 N1 -179.7(4) . . . . ? N1 N2 C9 C10 -179.5(4) . . . . ? Sn1 N2 C9 C10 -4.1(6) . . . . ? N1 N2 C9 C8 0.9(8) . . . . ? Sn1 N2 C9 C8 176.4(4) . . . . ? N2 C9 C10 N3 -0.3(7) . . . . ? C8 C9 C10 N3 179.3(5) . . . . ? N2 C9 C10 C11 -179.5(6) . . . . ? C8 C9 C10 C11 0.1(9) . . . . ? C11 C10 N3 C14 -0.2(9) . . . . ? C9 C10 N3 C14 -179.4(5) . . . . ? C11 C10 N3 Sn1 -176.5(4) . . . . ? C9 C10 N3 Sn1 4.3(6) . . . . ? O5 Sn1 N3 C14 88.1(4) . . . . ? O6 Sn1 N3 C14 -91.9(4) . . . . ? O2 Sn1 N3 C14 -179.6(3) . . . . ? O3 Sn1 N3 C14 -6.7(5) . . . . ? N2 Sn1 N3 C14 179.1(5) . . . . ? N4 Sn1 N3 C14 -0.3(4) . . . . ? O5 Sn1 N3 C10 -95.5(4) . . . . ? O6 Sn1 N3 C10 84.5(4) . . . . ? O2 Sn1 N3 C10 -3.2(5) . . . . ? O3 Sn1 N3 C10 169.7(3) . . . . ? N2 Sn1 N3 C10 -4.6(4) . . . . ? N4 Sn1 N3 C10 176.1(4) . . . . ? C10 N3 C14 C13 2.3(9) . . . . ? Sn1 N3 C14 C13 178.5(5) . . . . ? C10 N3 C14 C15 -177.6(5) . . . . ? Sn1 N3 C14 C15 -1.4(6) . . . . ? N3 C14 C15 N4 3.3(7) . . . . ? C13 C14 C15 N4 -176.6(6) . . . . ? N3 C14 C15 C16 -177.2(5) . . . . ? C13 C14 C15 C16 2.9(9) . . . . ? C14 C15 N4 N5 178.9(4) . . . . ? C16 C15 N4 N5 -0.6(8) . . . . ? C14 C15 N4 Sn1 -3.8(6) . . . . ? C16 C15 N4 Sn1 176.6(4) . . . . ? O5 Sn1 N4 C15 -89.7(4) . . . . ? O6 Sn1 N4 C15 87.0(4) . . . . ? O2 Sn1 N4 C15 -178.6(4) . . . . ? O3 Sn1 N4 C15 178.0(4) . . . . ? N2 Sn1 N4 C15 1.4(5) . . . . ? N3 Sn1 N4 C15 2.4(4) . . . . ? O5 Sn1 N4 N5 87.6(3) . . . . ? O6 Sn1 N4 N5 -95.7(3) . . . . ? O2 Sn1 N4 N5 -1.2(5) . . . . ? O3 Sn1 N4 N5 -4.6(3) . . . . ? N2 Sn1 N4 N5 178.8(3) . . . . ? N3 Sn1 N4 N5 179.7(4) . . . . ? C15 N4 N5 C17 -177.3(5) . . . . ? Sn1 N4 N5 C17 5.3(5) . . . . ? N4 N5 C17 O3 -2.7(7) . . . . ? N4 N5 C17 C18 178.5(4) . . . . ? N5 C17 O3 Sn1 -1.4(7) . . . . ? C18 C17 O3 Sn1 177.4(3) . . . . ? O5 Sn1 O3 C17 -85.3(4) . . . . ? O6 Sn1 O3 C17 92.4(4) . . . . ? O2 Sn1 O3 C17 -175.2(4) . . . . ? N2 Sn1 O3 C17 178.6(3) . . . . ? N4 Sn1 O3 C17 3.1(4) . . . . ? N3 Sn1 O3 C17 9.4(5) . . . . ? O2 C7 C6 C5 -0.9(7) . . . . ? N1 C7 C6 C5 178.7(5) . . . . ? O2 C7 C6 C1 -179.5(5) . . . . ? N1 C7 C6 C1 0.2(8) . . . . ? C1 C6 C5 C4 -0.2(8) . . . . ? C7 C6 C5 C4 -178.8(5) . . . . ? C6 C5 C4 C3 -0.8(9) . . . . ? C5 C4 C3 C2 1.5(10) . . . . ? C4 C3 C2 C1 -1.3(10) . . . . ? C3 C2 C1 O1 179.8(6) . . . . ? C3 C2 C1 C6 0.3(9) . . . . ? C5 C6 C1 O1 -179.0(5) . . . . ? C7 C6 C1 O1 -0.4(8) . . . . ? C5 C6 C1 C2 0.4(8) . . . . ? C7 C6 C1 C2 179.1(5) . . . . ? O3 C17 C18 C23 176.5(5) . . . . ? N5 C17 C18 C23 -4.6(8) . . . . ? O3 C17 C18 C19 -3.1(7) . . . . ? N5 C17 C18 C19 175.8(5) . . . . ? C23 C18 C19 C20 0.0(8) . . . . ? C17 C18 C19 C20 179.6(5) . . . . ? C18 C19 C20 C21 -0.7(9) . . . . ? C19 C20 C21 C22 0.3(10) . . . . ? C20 C21 C22 C23 0.7(10) . . . . ? C19 C18 C23 O4 179.5(5) . . . . ? C17 C18 C23 O4 -0.1(9) . . . . ? C19 C18 C23 C22 1.0(9) . . . . ? C17 C18 C23 C22 -178.6(6) . . . . ? C21 C22 C23 O4 -179.9(6) . . . . ? C21 C22 C23 C18 -1.4(10) . . . . ? N3 C10 C11 C12 -0.3(9) . . . . ? C9 C10 C11 C12 178.8(5) . . . . ? C10 C11 C12 C13 -1.4(10) . . . . ? C11 C12 C13 C14 3.3(10) . . . . ? N3 C14 C13 C12 -3.8(10) . . . . ? C15 C14 C13 C12 176.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.691 _refine_diff_density_min -0.852 _refine_diff_density_rms 0.151