# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Jie-Hui Yu' _publ_contact_author_email jiehuiyu@yahoo.com.cn _publ_author_name 'Jie-Hui Yu' # Attachment '- 4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 787401' #TrackingRef '- 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 N6 O4 Pb' _chemical_formula_weight 559.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.2256(8) _cell_length_b 4.58490(10) _cell_length_c 15.5411(6) _cell_angle_alpha 90.00 _cell_angle_beta 119.667(3) _cell_angle_gamma 90.00 _cell_volume 1623.73(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 10.430 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.339 _exptl_absorpt_correction_T_max 0.352 _exptl_absorpt_process_details ? _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 'Siements SMART CCD' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 5590 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 28.32 _reflns_number_total 2019 _reflns_number_gt 1969 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0432P)^2^+2.1309P] 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 2019 _refine_ls_number_parameters 123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0238 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0662 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_restrained_S_all 1.181 _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 0.0000 0.27831(4) 0.2500 0.02480(9) Uani 1 2 d S . . N1 N 0.08378(12) 0.4623(7) 0.2262(2) 0.0237(6) Uani 1 1 d . . . N2 N 0.13056(13) 0.9243(8) 0.4398(2) 0.0310(7) Uani 1 1 d . . . N3 N 0.18159(13) 1.0313(8) 0.4452(2) 0.0306(7) Uani 1 1 d . . . H3A H 0.2014 1.1522 0.4925 0.037 Uiso 1 1 calc R . . O1 O 0.05147(12) 0.6294(8) 0.3618(2) 0.0318(6) Uani 1 1 d . . . O2 O 0.25079(12) 1.0806(8) 0.3993(2) 0.0399(7) Uani 1 1 d . . . C1 C 0.11855(14) 0.6488(8) 0.2989(2) 0.0208(6) Uani 1 1 d . . . C2 C 0.16971(19) 0.7641(8) 0.3062(3) 0.0239(7) Uani 1 1 d . . . C3 C 0.18578(19) 0.6786(10) 0.2362(3) 0.0315(8) Uani 1 1 d . . . H3B H 0.2200 0.7494 0.2396 0.038 Uiso 1 1 calc R . . C4 C 0.14995(17) 0.4881(10) 0.1624(3) 0.0333(8) Uani 1 1 d . . . H4A H 0.1597 0.4287 0.1152 0.040 Uiso 1 1 calc R . . C5 C 0.09877(15) 0.3841(9) 0.1588(2) 0.0257(7) Uani 1 1 d . . . C6 C 0.0580(2) 0.1772(11) 0.0793(3) 0.0363(9) Uani 1 1 d . . . H6A H 0.0257 0.1305 0.0893 0.055 Uiso 1 1 calc R . . H6B H 0.0789 0.0018 0.0822 0.055 Uiso 1 1 calc R . . H6C H 0.0436 0.2671 0.0156 0.055 Uiso 1 1 calc R . . C7 C 0.09998(19) 0.7355(8) 0.3699(3) 0.0238(7) Uani 1 1 d . . . C8 C 0.20416(15) 0.9699(9) 0.3856(3) 0.0281(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.02154(12) 0.02302(12) 0.03252(12) 0.000 0.01542(9) 0.000 N1 0.0226(12) 0.0283(15) 0.0234(13) -0.0032(11) 0.0137(11) -0.0031(11) N2 0.0285(14) 0.0409(19) 0.0307(15) -0.0128(14) 0.0201(13) -0.0095(14) N3 0.0274(14) 0.0410(19) 0.0270(14) -0.0153(14) 0.0162(12) -0.0127(13) O1 0.0285(12) 0.0424(16) 0.0342(14) -0.0109(13) 0.0228(11) -0.0094(13) O2 0.0312(13) 0.055(2) 0.0402(15) -0.0226(15) 0.0230(12) -0.0208(14) C1 0.0199(14) 0.0236(15) 0.0197(14) -0.0019(13) 0.0104(12) -0.0005(13) C2 0.0211(18) 0.0303(18) 0.0234(17) -0.0053(12) 0.0135(15) -0.0038(11) C3 0.0283(19) 0.043(2) 0.0328(19) -0.0102(18) 0.0222(16) -0.0085(17) C4 0.0357(18) 0.042(2) 0.0310(18) -0.0104(16) 0.0236(16) -0.0066(17) C5 0.0269(16) 0.0288(19) 0.0217(15) -0.0060(14) 0.0124(13) -0.0035(14) C6 0.036(2) 0.044(2) 0.0290(19) -0.0160(18) 0.0164(17) -0.0107(19) C7 0.0221(19) 0.0300(19) 0.0224(17) -0.0014(12) 0.0133(15) -0.0003(11) C8 0.0256(15) 0.0335(19) 0.0277(16) -0.0058(14) 0.0151(14) -0.0054(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 O1 2.261(3) . ? Pb1 O1 2.261(3) 2 ? Pb1 N1 2.546(3) . ? Pb1 N1 2.546(3) 2 ? Pb1 C7 3.147(4) . ? Pb1 C7 3.147(4) 2 ? N1 C5 1.337(4) . ? N1 C1 1.349(4) . ? N2 C7 1.308(5) . ? N2 N3 1.389(4) . ? N3 C8 1.353(4) . ? N3 H3A 0.8600 . ? O1 C7 1.309(5) . ? O2 C8 1.241(4) . ? C1 C2 1.393(5) . ? C1 C7 1.464(5) . ? C2 C3 1.403(5) . ? C2 C8 1.458(5) . ? C3 C4 1.376(6) . ? C3 H3B 0.9300 . ? C4 C5 1.399(5) . ? C4 H4A 0.9300 . ? C5 C6 1.504(5) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 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 O1 Pb1 O1 89.21(17) . 2 ? O1 Pb1 N1 69.27(9) . . ? O1 Pb1 N1 83.24(10) 2 . ? O1 Pb1 N1 83.24(10) . 2 ? O1 Pb1 N1 69.27(9) 2 2 ? N1 Pb1 N1 141.30(15) . 2 ? O1 Pb1 C7 20.81(10) . . ? O1 Pb1 C7 89.22(11) 2 . ? N1 Pb1 C7 48.64(10) . . ? N1 Pb1 C7 102.68(10) 2 . ? O1 Pb1 C7 89.22(11) . 2 ? O1 Pb1 C7 20.81(10) 2 2 ? N1 Pb1 C7 102.68(10) . 2 ? N1 Pb1 C7 48.64(10) 2 2 ? C7 Pb1 C7 96.47(14) . 2 ? C5 N1 C1 119.1(3) . . ? C5 N1 Pb1 129.4(2) . . ? C1 N1 Pb1 111.3(2) . . ? C7 N2 N3 117.4(3) . . ? C8 N3 N2 128.4(3) . . ? C8 N3 H3A 115.8 . . ? N2 N3 H3A 115.8 . . ? C7 O1 Pb1 121.3(2) . . ? N1 C1 C2 122.3(3) . . ? N1 C1 C7 117.6(3) . . ? C2 C1 C7 120.1(3) . . ? C1 C2 C3 118.5(4) . . ? C1 C2 C8 118.9(3) . . ? C3 C2 C8 122.6(4) . . ? C4 C3 C2 118.7(4) . . ? C4 C3 H3B 120.7 . . ? C2 C3 H3B 120.7 . . ? C3 C4 C5 119.7(3) . . ? C3 C4 H4A 120.1 . . ? C5 C4 H4A 120.1 . . ? N1 C5 C4 121.7(3) . . ? N1 C5 C6 116.6(3) . . ? C4 C5 C6 121.7(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 O1 119.5(4) . . ? N2 C7 C1 120.7(4) . . ? O1 C7 C1 119.8(3) . . ? N2 C7 Pb1 157.1(3) . . ? O1 C7 Pb1 37.84(17) . . ? C1 C7 Pb1 82.2(2) . . ? O2 C8 N3 121.7(3) . . ? O2 C8 C2 123.7(3) . . ? N3 C8 C2 114.6(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3A O2 0.86 1.95 2.812(4) 177.7 7_576 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.844 _refine_diff_density_min -2.578 _refine_diff_density_rms 0.203 # Attachment '- 3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 811868' #TrackingRef '- 3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H34 N12 O9 Pb2' _chemical_formula_weight 1193.13 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4062(3) _cell_length_b 12.9612(4) _cell_length_c 19.0223(8) _cell_angle_alpha 73.354(2) _cell_angle_beta 79.689(2) _cell_angle_gamma 74.223(2) _cell_volume 1899.38(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.086 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1140 _exptl_absorpt_coefficient_mu 8.925 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.394 _exptl_absorpt_correction_T_max 0.410 _exptl_absorpt_process_details ? _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 'Siements SMART CCD' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 13964 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_sigmaI/netI 0.0714 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 28.30 _reflns_number_total 9387 _reflns_number_gt 6655 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0300P)^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 9387 _refine_ls_number_parameters 532 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0847 _refine_ls_wR_factor_gt 0.0778 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.41090(3) 0.650751(18) -0.105490(12) 0.02715(7) Uani 1 1 d . . . Pb2 Pb 0.55655(3) 0.80690(2) -0.330551(13) 0.03227(7) Uani 1 1 d . . . N1 N 0.1306(6) 0.6309(4) 0.0007(3) 0.0299(11) Uani 1 1 d . . . N2 N -0.1596(6) 0.7037(4) -0.1330(3) 0.0353(13) Uani 1 1 d . . . H2A H -0.1629 0.7322 -0.1796 0.042 Uiso 1 1 calc R . . N3 N -0.3042(6) 0.6781(5) -0.0931(3) 0.0367(13) Uani 1 1 d . . . N4 N 0.8284(6) 0.8497(5) -0.4385(3) 0.0385(13) Uani 1 1 d . . . N5 N 1.1204(6) 0.7710(5) -0.3072(3) 0.0394(13) Uani 1 1 d . . . H5A H 1.1228 0.7488 -0.2602 0.047 Uiso 1 1 calc R . . N6 N 1.2709(7) 0.7844(5) -0.3493(3) 0.0438(15) Uani 1 1 d . . . N7 N 0.6587(8) 0.6274(5) -0.3833(3) 0.0488(16) Uani 1 1 d . . . N8 N 0.5183(8) 0.4608(5) -0.2098(3) 0.0477(16) Uani 1 1 d . . . N9 N 0.5263(9) 0.3674(5) -0.2336(3) 0.0542(18) Uani 1 1 d . . . H9A H 0.4937 0.3139 -0.2008 0.065 Uiso 1 1 calc R . . N10 N 0.3314(7) 0.8292(4) -0.0561(3) 0.0401(14) Uani 1 1 d . . . N11 N 0.4530(9) 0.9994(5) -0.2330(3) 0.0557(18) Uani 1 1 d . . . N12 N 0.4402(10) 1.0955(5) -0.2109(4) 0.065(2) Uani 1 1 d . . . H12A H 0.4680 1.1499 -0.2446 0.078 Uiso 1 1 calc R . . O1 O 0.1112(5) 0.7102(4) -0.1512(2) 0.0417(12) Uani 1 1 d . . . O2 O -0.4366(5) 0.6049(4) 0.0162(2) 0.0409(11) Uani 1 1 d . . . O3 O 0.8472(6) 0.7734(5) -0.2878(3) 0.0523(14) Uani 1 1 d . . . O4 O 1.4100(6) 0.8372(5) -0.4611(3) 0.0563(14) Uani 1 1 d . . . O5 O 0.5608(6) 0.6327(3) -0.2401(2) 0.0391(11) Uani 1 1 d . . . O6 O 0.5781(9) 0.2606(5) -0.3154(3) 0.082(2) Uani 1 1 d . . . O7 O 0.4199(6) 0.8240(4) -0.2003(2) 0.0424(12) Uani 1 1 d . . . O8 O 0.3865(9) 1.2027(4) -0.1299(3) 0.081(2) Uani 1 1 d . . . OW1 O 0.5087(13) 0.9379(14) 0.3962(5) 0.228(7) Uani 1 1 d . . . C1 C 0.1299(8) 0.5914(5) 0.0728(3) 0.0348(15) Uani 1 1 d . . . H1B H 0.2287 0.5792 0.0928 0.042 Uiso 1 1 calc R . . C2 C -0.0085(8) 0.5662(5) 0.1218(3) 0.0312(14) Uani 1 1 d . . . C3 C -0.1547(8) 0.5812(5) 0.0923(3) 0.0301(13) Uani 1 1 d . . . H3B H -0.2488 0.5643 0.1226 0.036 Uiso 1 1 calc R . . C4 C -0.1579(7) 0.6223(5) 0.0158(3) 0.0250(12) Uani 1 1 d . . . C5 C -0.0141(7) 0.6465(5) -0.0275(3) 0.0271(13) Uani 1 1 d . . . C6 C -0.0152(7) 0.6889(5) -0.1071(3) 0.0306(14) Uani 1 1 d . . . C7 C -0.3067(7) 0.6351(5) -0.0198(3) 0.0309(14) Uani 1 1 d . . . C8 C 0.0019(9) 0.5268(6) 0.2039(3) 0.0433(17) Uani 1 1 d . . . H8B H -0.0873 0.4900 0.2273 0.052 Uiso 1 1 calc R . . H8C H 0.1067 0.4734 0.2133 0.052 Uiso 1 1 calc R . . C9 C -0.0107(13) 0.6210(7) 0.2369(4) 0.073(3) Uani 1 1 d . . . H9B H -0.0026 0.5933 0.2889 0.109 Uiso 1 1 calc R . . H9C H -0.1156 0.6730 0.2288 0.109 Uiso 1 1 calc R . . H9D H 0.0780 0.6572 0.2140 0.109 Uiso 1 1 calc R . . C10 C 0.8265(9) 0.8835(6) -0.5114(4) 0.0430(17) Uani 1 1 d . . . H10A H 0.7249 0.9000 -0.5300 0.052 Uiso 1 1 calc R . . C11 C 0.9693(10) 0.8960(6) -0.5626(4) 0.0430(17) Uani 1 1 d . . . C12 C 1.1166(9) 0.8745(5) -0.5331(4) 0.0393(16) Uani 1 1 d . . . H12B H 1.2138 0.8819 -0.5642 0.047 Uiso 1 1 calc R . . C13 C 1.1207(8) 0.8418(5) -0.4569(4) 0.0354(15) Uani 1 1 d . . . C14 C 0.9752(8) 0.8273(5) -0.4120(4) 0.0330(14) Uani 1 1 d . . . C15 C 0.9748(8) 0.7884(5) -0.3310(4) 0.0346(15) Uani 1 1 d . . . C16 C 1.2737(8) 0.8218(6) -0.4229(4) 0.0387(16) Uani 1 1 d . . . C17 C 0.9563(11) 0.9288(6) -0.6444(4) 0.054(2) Uani 1 1 d . . . H17A H 0.8553 0.9858 -0.6546 0.064 Uiso 1 1 calc R . . H17B H 1.0497 0.9600 -0.6701 0.064 Uiso 1 1 calc R . . C18 C 0.9545(13) 0.8346(8) -0.6732(5) 0.085(3) Uani 1 1 d . . . H18A H 0.9458 0.8599 -0.7253 0.128 Uiso 1 1 calc R . . H18B H 0.8610 0.8043 -0.6487 0.128 Uiso 1 1 calc R . . H18C H 1.0554 0.7786 -0.6643 0.128 Uiso 1 1 calc R . . C19 C 0.7072(13) 0.6251(7) -0.4528(5) 0.073(3) Uani 1 1 d . . . H19A H 0.7299 0.6890 -0.4861 0.088 Uiso 1 1 calc R . . C20 C 0.7264(14) 0.5314(8) -0.4793(5) 0.082(3) Uani 1 1 d . . . C21 C 0.6857(12) 0.4365(7) -0.4287(5) 0.072(3) Uani 1 1 d . . . H21A H 0.6942 0.3726 -0.4436 0.086 Uiso 1 1 calc R . . C22 C 0.6317(10) 0.4415(6) -0.3548(4) 0.0489(19) Uani 1 1 d . . . C23 C 0.6227(9) 0.5372(6) -0.3354(4) 0.0398(16) Uani 1 1 d . . . C24 C 0.5637(8) 0.5424(5) -0.2584(4) 0.0360(15) Uani 1 1 d . . . C25 C 0.5778(11) 0.3494(6) -0.3009(4) 0.057(2) Uani 1 1 d . . . C26 C 0.7789(17) 0.5418(9) -0.5609(5) 0.114(5) Uani 1 1 d D . . H26A H 0.6935 0.5976 -0.5880 0.080 Uiso 1 1 calc R . . H26B H 0.8799 0.5688 -0.5739 0.080 Uiso 1 1 calc R . . C27 C 0.8091(19) 0.4402(10) -0.5862(6) 0.154(7) Uani 1 1 d D . . H27A H 0.8397 0.4564 -0.6386 0.080 Uiso 1 1 calc R . . H27B H 0.7098 0.4129 -0.5746 0.080 Uiso 1 1 calc R . . H27C H 0.8976 0.3852 -0.5619 0.080 Uiso 1 1 calc R . . C28 C 0.2808(10) 0.8364(6) 0.0132(4) 0.052(2) Uani 1 1 d . . . H28A H 0.2624 0.7726 0.0480 0.062 Uiso 1 1 calc R . . C29 C 0.2531(12) 0.9333(6) 0.0378(4) 0.059(2) Uani 1 1 d . . . C30 C 0.2861(12) 1.0244(7) -0.0139(4) 0.063(2) Uani 1 1 d . . . H30A H 0.2699 1.0905 -0.0006 0.075 Uiso 1 1 calc R . . C31 C 0.3441(11) 1.0198(6) -0.0869(4) 0.053(2) Uani 1 1 d . . . C32 C 0.3611(9) 0.9210(5) -0.1061(4) 0.0409(17) Uani 1 1 d . . . C33 C 0.4127(9) 0.9163(5) -0.1822(4) 0.0408(17) Uani 1 1 d . . . C34 C 0.3897(12) 1.1130(6) -0.1434(4) 0.060(2) Uani 1 1 d . . . C35 C 0.1838(15) 0.9277(7) 0.1161(5) 0.085(3) Uani 1 1 d D . . H35A H 0.0964 0.8877 0.1276 0.080 Uiso 1 1 calc R . . H35B H 0.2711 0.8838 0.1469 0.080 Uiso 1 1 calc R . . C36 C 0.1163(19) 1.0309(9) 0.1378(7) 0.163(7) Uani 1 1 d D . . H36A H 0.0761 1.0155 0.1893 0.080 Uiso 1 1 calc R . . H36B H 0.0264 1.0747 0.1095 0.080 Uiso 1 1 calc R . . H36C H 0.2018 1.0708 0.1289 0.080 Uiso 1 1 calc R . . 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 0.02363(12) 0.03043(13) 0.02821(13) -0.00545(10) -0.00482(9) -0.00844(9) Pb2 0.02776(13) 0.03651(14) 0.03161(15) 0.00002(11) -0.00745(10) -0.01239(11) N1 0.024(3) 0.039(3) 0.029(3) -0.005(2) -0.009(2) -0.010(2) N2 0.025(3) 0.052(3) 0.025(3) 0.005(3) -0.007(2) -0.015(2) N3 0.023(3) 0.055(4) 0.031(3) -0.002(3) -0.006(2) -0.014(3) N4 0.032(3) 0.051(3) 0.034(3) -0.002(3) -0.010(2) -0.018(3) N5 0.032(3) 0.058(4) 0.025(3) -0.002(3) -0.007(2) -0.013(3) N6 0.028(3) 0.066(4) 0.037(3) -0.002(3) -0.006(3) -0.021(3) N7 0.073(4) 0.048(4) 0.030(3) -0.012(3) 0.008(3) -0.028(3) N8 0.072(4) 0.035(3) 0.036(3) -0.012(3) 0.006(3) -0.015(3) N9 0.090(5) 0.037(3) 0.032(3) -0.001(3) 0.006(3) -0.025(3) N10 0.058(4) 0.028(3) 0.034(3) -0.002(3) -0.002(3) -0.017(3) N11 0.091(5) 0.036(3) 0.040(4) -0.012(3) 0.004(4) -0.019(3) N12 0.124(6) 0.028(3) 0.041(4) -0.007(3) 0.008(4) -0.027(4) O1 0.023(2) 0.067(3) 0.032(3) 0.000(2) -0.0075(19) -0.016(2) O2 0.028(2) 0.063(3) 0.033(3) -0.007(2) -0.0005(19) -0.020(2) O3 0.036(3) 0.091(4) 0.026(3) 0.004(3) -0.005(2) -0.028(3) O4 0.033(3) 0.095(4) 0.038(3) -0.007(3) 0.001(2) -0.024(3) O5 0.058(3) 0.027(2) 0.031(3) -0.007(2) 0.001(2) -0.014(2) O6 0.157(7) 0.045(3) 0.048(4) -0.014(3) 0.024(4) -0.049(4) O7 0.068(3) 0.031(2) 0.030(3) -0.013(2) 0.003(2) -0.013(2) O8 0.156(7) 0.032(3) 0.052(4) -0.009(3) 0.018(4) -0.036(4) OW1 0.128(9) 0.50(2) 0.073(7) -0.074(11) 0.003(6) -0.112(12) C1 0.040(4) 0.038(4) 0.029(3) -0.005(3) -0.012(3) -0.012(3) C2 0.041(4) 0.031(3) 0.023(3) -0.004(3) -0.003(3) -0.013(3) C3 0.033(3) 0.036(3) 0.023(3) -0.006(3) 0.001(3) -0.014(3) C4 0.025(3) 0.028(3) 0.022(3) -0.007(3) -0.002(2) -0.005(2) C5 0.029(3) 0.026(3) 0.027(3) -0.005(3) -0.009(3) -0.006(3) C6 0.027(3) 0.040(4) 0.023(3) -0.001(3) -0.005(3) -0.011(3) C7 0.023(3) 0.044(4) 0.026(3) -0.008(3) -0.004(3) -0.010(3) C8 0.060(5) 0.047(4) 0.022(3) -0.002(3) -0.008(3) -0.016(4) C9 0.116(8) 0.082(6) 0.035(5) -0.021(5) -0.014(5) -0.035(6) C10 0.049(4) 0.050(4) 0.034(4) -0.001(3) -0.015(3) -0.020(4) C11 0.061(5) 0.036(4) 0.037(4) -0.005(3) -0.015(4) -0.017(4) C12 0.045(4) 0.041(4) 0.030(4) -0.003(3) -0.006(3) -0.013(3) C13 0.033(4) 0.036(4) 0.039(4) -0.005(3) -0.011(3) -0.010(3) C14 0.034(4) 0.035(3) 0.031(4) -0.002(3) -0.009(3) -0.011(3) C15 0.028(3) 0.044(4) 0.031(4) -0.004(3) -0.007(3) -0.011(3) C16 0.032(4) 0.046(4) 0.036(4) -0.006(3) -0.006(3) -0.008(3) C17 0.075(6) 0.058(5) 0.026(4) 0.000(4) -0.014(4) -0.019(4) C18 0.116(9) 0.098(8) 0.055(6) -0.029(6) -0.028(6) -0.024(7) C19 0.125(9) 0.058(5) 0.046(5) -0.018(5) 0.016(5) -0.048(6) C20 0.127(9) 0.078(7) 0.044(5) -0.026(5) 0.037(6) -0.050(6) C21 0.112(8) 0.056(5) 0.050(5) -0.025(5) 0.021(5) -0.032(5) C22 0.072(5) 0.035(4) 0.038(4) -0.008(3) 0.009(4) -0.021(4) C23 0.052(4) 0.040(4) 0.027(4) -0.008(3) 0.004(3) -0.016(3) C24 0.045(4) 0.033(4) 0.024(3) -0.003(3) -0.001(3) -0.006(3) C25 0.092(6) 0.042(4) 0.034(4) -0.012(4) 0.014(4) -0.023(4) C26 0.204(14) 0.116(9) 0.044(6) -0.037(6) 0.057(7) -0.100(10) C27 0.28(2) 0.142(12) 0.064(8) -0.056(9) 0.065(10) -0.109(13) C28 0.074(6) 0.037(4) 0.039(4) -0.007(4) 0.010(4) -0.019(4) C29 0.098(7) 0.040(4) 0.031(4) -0.011(4) 0.013(4) -0.012(4) C30 0.107(7) 0.042(4) 0.037(5) -0.019(4) 0.010(5) -0.018(5) C31 0.096(6) 0.025(3) 0.031(4) 0.001(3) 0.008(4) -0.019(4) C32 0.060(5) 0.028(3) 0.035(4) -0.010(3) -0.003(3) -0.011(3) C33 0.055(4) 0.027(3) 0.039(4) -0.002(3) -0.009(3) -0.012(3) C34 0.104(7) 0.028(4) 0.042(5) -0.011(4) 0.007(5) -0.016(4) C35 0.158(11) 0.061(6) 0.029(5) -0.012(4) 0.023(6) -0.034(6) C36 0.243(19) 0.112(11) 0.072(9) -0.004(8) 0.029(11) 0.011(11) _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 O7 2.454(4) . ? Pb1 N3 2.574(5) 1_655 ? Pb1 N10 2.619(5) . ? Pb1 O1 2.654(4) . ? Pb1 O2 2.687(5) 1_655 ? Pb1 O5 2.688(4) . ? Pb2 O5 2.410(4) . ? Pb2 O7 2.582(4) . ? Pb2 N6 2.593(5) 1_455 ? Pb2 O3 2.599(4) . ? Pb2 N7 2.665(6) . ? N1 C1 1.320(8) . ? N1 C5 1.359(7) . ? N2 C6 1.336(7) . ? N2 N3 1.381(7) . ? N3 C7 1.343(8) . ? N3 Pb1 2.574(5) 1_455 ? N4 C10 1.331(8) . ? N4 C14 1.344(7) . ? N5 C15 1.320(8) . ? N5 N6 1.396(7) . ? N6 C16 1.342(9) . ? N6 Pb2 2.593(5) 1_655 ? N7 C19 1.318(9) . ? N7 C23 1.331(8) . ? N8 C24 1.287(8) . ? N8 N9 1.391(7) . ? N9 C25 1.341(9) . ? N10 C28 1.331(9) . ? N10 C32 1.347(8) . ? N11 C33 1.302(9) . ? N11 N12 1.396(8) . ? N12 C34 1.342(9) . ? O1 C6 1.271(7) . ? O2 C7 1.275(7) . ? O2 Pb1 2.687(5) 1_455 ? O3 C15 1.253(7) . ? O4 C16 1.274(8) . ? O5 C24 1.306(7) . ? O6 C25 1.257(8) . ? O7 C33 1.319(7) . ? O8 C34 1.253(8) . ? C1 C2 1.405(9) . ? C2 C3 1.385(8) . ? C2 C8 1.508(8) . ? C3 C4 1.401(8) . ? C4 C5 1.393(8) . ? C4 C7 1.476(8) . ? C5 C6 1.457(8) . ? C8 C9 1.497(10) . ? C10 C11 1.418(10) . ? C11 C12 1.378(9) . ? C11 C17 1.506(9) . ? C12 C13 1.392(9) . ? C13 C14 1.386(9) . ? C13 C16 1.470(9) . ? C14 C15 1.479(9) . ? C17 C18 1.479(11) . ? C19 C20 1.403(11) . ? C20 C21 1.411(12) . ? C20 C26 1.513(12) . ? C21 C22 1.412(10) . ? C22 C23 1.372(9) . ? C22 C25 1.452(10) . ? C23 C24 1.475(9) . ? C26 C27 1.472(10) . ? C28 C29 1.410(10) . ? C29 C30 1.362(10) . ? C29 C35 1.488(10) . ? C30 C31 1.398(10) . ? C31 C32 1.394(9) . ? C31 C34 1.457(10) . ? C32 C33 1.450(9) . ? C35 C36 1.449(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Pb1 N3 78.89(17) . 1_655 ? O7 Pb1 N10 64.91(15) . . ? N3 Pb1 N10 77.07(18) 1_655 . ? O7 Pb1 O1 77.30(15) . . ? N3 Pb1 O1 155.60(17) 1_655 . ? N10 Pb1 O1 88.05(17) . . ? O7 Pb1 O2 119.32(14) . 1_655 ? N3 Pb1 O2 50.65(15) 1_655 1_655 ? N10 Pb1 O2 72.01(17) . 1_655 ? O1 Pb1 O2 141.90(13) . 1_655 ? O7 Pb1 O5 63.11(13) . . ? N3 Pb1 O5 81.88(16) 1_655 . ? N10 Pb1 O5 126.58(15) . . ? O1 Pb1 O5 92.02(14) . . ? O2 Pb1 O5 125.99(14) 1_655 . ? O5 Pb2 O7 65.33(14) . . ? O5 Pb2 N6 82.89(17) . 1_455 ? O7 Pb2 N6 85.42(17) . 1_455 ? O5 Pb2 O3 81.00(16) . . ? O7 Pb2 O3 89.52(15) . . ? N6 Pb2 O3 163.78(18) 1_455 . ? O5 Pb2 N7 64.50(16) . . ? O7 Pb2 N7 129.11(16) . . ? N6 Pb2 N7 80.7(2) 1_455 . ? O3 Pb2 N7 90.73(18) . . ? C1 N1 C5 116.6(5) . . ? C6 N2 N3 127.2(5) . . ? C7 N3 N2 118.8(5) . . ? C7 N3 Pb1 96.9(3) . 1_455 ? N2 N3 Pb1 143.3(4) . 1_455 ? C10 N4 C14 117.5(6) . . ? C15 N5 N6 127.7(5) . . ? C16 N6 N5 118.8(5) . . ? C16 N6 Pb2 100.8(4) . 1_655 ? N5 N6 Pb2 138.3(4) . 1_655 ? C19 N7 C23 118.9(6) . . ? C19 N7 Pb2 126.6(5) . . ? C23 N7 Pb2 113.0(4) . . ? C24 N8 N9 116.6(6) . . ? C25 N9 N8 128.8(6) . . ? C28 N10 C32 117.4(6) . . ? C28 N10 Pb1 127.5(4) . . ? C32 N10 Pb1 114.8(4) . . ? C33 N11 N12 116.5(6) . . ? C34 N12 N11 127.8(6) . . ? C6 O1 Pb1 121.1(4) . . ? C7 O2 Pb1 93.5(4) . 1_455 ? C15 O3 Pb2 123.9(4) . . ? C24 O5 Pb2 122.1(4) . . ? C24 O5 Pb1 116.8(4) . . ? Pb2 O5 Pb1 114.59(16) . . ? C33 O7 Pb1 121.2(4) . . ? C33 O7 Pb2 117.7(4) . . ? Pb1 O7 Pb2 116.93(16) . . ? N1 C1 C2 125.0(6) . . ? C3 C2 C1 117.8(5) . . ? C3 C2 C8 121.6(6) . . ? C1 C2 C8 120.7(6) . . ? C2 C3 C4 118.7(5) . . ? C5 C4 C3 118.8(5) . . ? C5 C4 C7 119.6(5) . . ? C3 C4 C7 121.6(5) . . ? N1 C5 C4 123.1(5) . . ? N1 C5 C6 117.4(5) . . ? C4 C5 C6 119.4(5) . . ? O1 C6 N2 120.3(5) . . ? O1 C6 C5 123.9(5) . . ? N2 C6 C5 115.8(5) . . ? O2 C7 N3 118.8(5) . . ? O2 C7 C4 122.3(5) . . ? N3 C7 C4 118.9(5) . . ? C9 C8 C2 111.4(6) . . ? N4 C10 C11 124.3(6) . . ? C12 C11 C10 116.3(6) . . ? C12 C11 C17 123.3(7) . . ? C10 C11 C17 120.4(7) . . ? C11 C12 C13 120.4(6) . . ? C14 C13 C12 118.5(6) . . ? C14 C13 C16 119.2(6) . . ? C12 C13 C16 122.3(6) . . ? N4 C14 C13 122.9(6) . . ? N4 C14 C15 116.6(5) . . ? C13 C14 C15 120.4(6) . . ? O3 C15 N5 122.2(6) . . ? O3 C15 C14 123.2(6) . . ? N5 C15 C14 114.6(5) . . ? O4 C16 N6 118.7(6) . . ? O4 C16 C13 122.2(6) . . ? N6 C16 C13 119.1(6) . . ? C18 C17 C11 112.8(7) . . ? N7 C19 C20 123.5(8) . . ? C19 C20 C21 117.6(8) . . ? C19 C20 C26 117.7(8) . . ? C21 C20 C26 124.7(8) . . ? C20 C21 C22 117.8(7) . . ? C23 C22 C21 118.9(7) . . ? C23 C22 C25 120.2(7) . . ? C21 C22 C25 120.8(7) . . ? N7 C23 C22 123.3(6) . . ? N7 C23 C24 118.1(6) . . ? C22 C23 C24 118.6(6) . . ? N8 C24 O5 120.2(6) . . ? N8 C24 C23 121.8(6) . . ? O5 C24 C23 118.0(6) . . ? O6 C25 N9 122.5(7) . . ? O6 C25 C22 123.6(7) . . ? N9 C25 C22 114.0(6) . . ? C27 C26 C20 116.4(9) . . ? N10 C28 C29 125.1(7) . . ? C30 C29 C28 116.1(7) . . ? C30 C29 C35 126.5(7) . . ? C28 C29 C35 117.4(7) . . ? C29 C30 C31 120.8(7) . . ? C32 C31 C30 118.5(6) . . ? C32 C31 C34 118.6(7) . . ? C30 C31 C34 123.0(7) . . ? N10 C32 C31 122.1(6) . . ? N10 C32 C33 118.6(6) . . ? C31 C32 C33 119.3(6) . . ? N11 C33 O7 119.1(6) . . ? N11 C33 C32 122.3(6) . . ? O7 C33 C32 118.6(6) . . ? O8 C34 N12 121.9(7) . . ? O8 C34 C31 122.6(7) . . ? N12 C34 C31 115.4(6) . . ? C36 C35 C29 118.1(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N9 H9A O8 0.86 1.97 2.820(8) 171.6 1_545 N12 H12A O6 0.86 1.97 2.822(8) 168.2 1_565 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.037 _refine_diff_density_min -1.584 _refine_diff_density_rms 0.172 # Attachment '- 2.CIF' data_2 _database_code_depnum_ccdc_archive 'CCDC 811869' #TrackingRef '- 2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12.50 N6 O4.25 Pb' _chemical_formula_weight 564.01 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)/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 4.0000(3) _cell_length_b 31.157(3) _cell_length_c 12.9587(12) _cell_angle_alpha 90.00 _cell_angle_beta 94.977(5) _cell_angle_gamma 90.00 _cell_volume 1608.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1066 _exptl_absorpt_coefficient_mu 10.528 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.336 _exptl_absorpt_correction_T_max 0.349 _exptl_absorpt_process_details ? _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 'Siements SMART CCD' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11663 _diffrn_reflns_av_R_equivalents 0.1059 _diffrn_reflns_av_sigmaI/netI 0.1505 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4013 _reflns_number_gt 1775 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0750P)^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 4013 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1618 _refine_ls_R_factor_gt 0.0638 _refine_ls_wR_factor_ref 0.1814 _refine_ls_wR_factor_gt 0.1401 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.59116(14) 0.18593(2) 0.56406(5) 0.0536(3) Uani 1 1 d . . . O1 O 0.198(3) 0.1534(3) 0.6650(8) 0.052(3) Uani 1 1 d . . . O2 O 0.305(3) -0.0162(3) 0.6059(9) 0.062(3) Uani 1 1 d . . . O3 O 0.175(3) 0.1764(3) 0.4144(8) 0.059(3) Uani 1 1 d . . . O4 O -0.267(3) 0.2522(4) 0.0608(10) 0.077(4) Uani 1 1 d . . . OW1 O 0.145(10) 0.2233(15) 0.909(4) 0.086(19) Uani 0.25 1 d P . . N1 N 0.360(3) 0.0966(4) 0.5740(9) 0.041(3) Uani 1 1 d . . . N2 N 0.383(3) 0.0525(4) 0.5644(9) 0.047(3) Uani 1 1 d . . . H2A H 0.4853 0.0430 0.5133 0.057 Uiso 1 1 calc R . . N3 N -0.055(5) 0.1370(8) 0.8453(15) 0.121(8) Uani 1 1 d . . . H3A H 0.0191 0.1556 0.8039 0.146 Uiso 1 1 calc R . . H3B H -0.1389 0.1453 0.9008 0.146 Uiso 1 1 calc R . . N4 N 0.135(3) 0.2320(5) 0.3061(11) 0.067(4) Uani 1 1 d . . . H4A H 0.2733 0.2451 0.3498 0.080 Uiso 1 1 calc R . . N5 N 0.014(3) 0.2540(4) 0.2151(13) 0.071(5) Uani 1 1 d . . . N6 N -0.119(3) 0.1031(4) 0.3595(11) 0.063(4) Uani 1 1 d . . . H6A H -0.1706 0.0768 0.3702 0.076 Uiso 1 1 calc R . . H6B H 0.0119 0.1167 0.4046 0.076 Uiso 1 1 calc R . . C1 C -0.040(5) 0.0950(6) 0.823(2) 0.088(8) Uani 1 1 d . . . C2 C -0.170(4) 0.0630(8) 0.8883(13) 0.068(5) Uani 1 1 d . . . H2B H -0.2809 0.0717 0.9449 0.082 Uiso 1 1 calc R . . C3 C -0.137(5) 0.0222(7) 0.8707(17) 0.077(6) Uani 1 1 d . . . H3C H -0.2136 0.0026 0.9172 0.093 Uiso 1 1 calc R . . C4 C 0.004(4) 0.0077(6) 0.7871(14) 0.062(5) Uani 1 1 d . . . H4B H 0.0266 -0.0215 0.7757 0.075 Uiso 1 1 calc R . . C5 C 0.116(3) 0.0381(5) 0.7167(12) 0.043(4) Uani 1 1 d . . . C6 C 0.099(4) 0.0833(5) 0.7318(12) 0.043(4) Uani 1 1 d . . . C7 C 0.228(4) 0.1107(5) 0.6544(12) 0.042(4) Uani 1 1 d . . . C8 C 0.261(4) 0.0228(5) 0.6275(13) 0.048(4) Uani 1 1 d . . . C9 C -0.245(4) 0.1236(5) 0.2700(12) 0.044(4) Uani 1 1 d . . . C10 C -0.460(4) 0.1022(6) 0.1943(15) 0.064(5) Uani 1 1 d . . . H10A H -0.5224 0.0738 0.2038 0.077 Uiso 1 1 calc R . . C11 C -0.573(4) 0.1239(5) 0.1081(14) 0.053(4) Uani 1 1 d . . . H11A H -0.7211 0.1101 0.0595 0.063 Uiso 1 1 calc R . . C12 C -0.480(4) 0.1656(6) 0.0887(13) 0.062(5) Uani 1 1 d . . . H12A H -0.5549 0.1786 0.0264 0.074 Uiso 1 1 calc R . . C13 C -0.274(3) 0.1884(5) 0.1621(12) 0.044(4) Uani 1 1 d . . . C14 C -0.150(4) 0.1667(5) 0.2544(12) 0.041(3) Uani 1 1 d . . . C15 C 0.047(3) 0.1916(5) 0.3280(12) 0.042(4) Uani 1 1 d . . . C16 C -0.178(4) 0.2318(6) 0.1459(16) 0.065(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.0383(3) 0.0514(4) 0.0698(5) -0.0096(4) -0.0026(3) 0.0100(3) O1 0.063(7) 0.032(6) 0.061(7) -0.006(5) 0.000(6) 0.007(5) O2 0.069(8) 0.027(6) 0.091(9) 0.005(6) 0.011(7) 0.001(5) O3 0.080(8) 0.041(7) 0.054(7) -0.003(5) -0.012(6) 0.012(5) O4 0.063(7) 0.062(8) 0.102(10) 0.043(7) -0.024(7) -0.009(6) OW1 0.03(2) 0.06(3) 0.16(5) 0.04(3) -0.04(3) -0.02(2) N1 0.050(7) 0.033(7) 0.040(7) 0.004(6) 0.002(6) 0.002(6) N2 0.068(8) 0.029(7) 0.046(7) 0.007(6) 0.008(6) 0.007(6) N3 0.108(15) 0.17(2) 0.085(14) 0.032(14) 0.028(12) -0.006(16) N4 0.062(9) 0.062(10) 0.070(10) 0.001(8) -0.032(8) -0.027(7) N5 0.052(8) 0.037(8) 0.119(14) 0.028(8) -0.026(9) -0.007(7) N6 0.071(9) 0.031(7) 0.087(11) 0.012(7) 0.003(8) -0.008(7) C1 0.066(13) 0.044(12) 0.14(2) -0.017(13) -0.053(15) 0.011(10) C2 0.047(10) 0.112(19) 0.047(10) 0.011(12) 0.011(8) 0.004(11) C3 0.071(13) 0.072(15) 0.091(16) 0.011(12) 0.013(12) 0.011(11) C4 0.036(9) 0.074(13) 0.077(13) 0.015(11) 0.001(9) 0.006(8) C5 0.024(7) 0.055(10) 0.050(10) 0.017(8) -0.001(7) -0.006(6) C6 0.038(8) 0.052(10) 0.037(9) 0.002(8) 0.002(7) 0.000(7) C7 0.049(9) 0.034(8) 0.039(9) -0.003(7) -0.025(8) 0.010(7) C8 0.038(8) 0.042(10) 0.061(11) 0.009(8) -0.014(8) -0.001(7) C9 0.050(9) 0.031(8) 0.056(10) 0.000(7) 0.026(8) -0.004(7) C10 0.043(9) 0.067(12) 0.084(14) -0.024(11) 0.014(9) -0.009(9) C11 0.041(9) 0.052(11) 0.065(12) -0.013(9) 0.004(8) -0.004(8) C12 0.063(11) 0.063(12) 0.058(12) 0.011(9) 0.000(9) 0.008(9) C13 0.031(7) 0.046(9) 0.055(10) 0.006(8) -0.003(7) -0.005(7) C14 0.048(9) 0.028(8) 0.048(9) -0.005(7) 0.009(7) 0.006(7) C15 0.015(6) 0.054(10) 0.060(10) 0.013(8) 0.017(6) 0.021(6) C16 0.039(9) 0.052(11) 0.104(16) 0.030(11) 0.005(10) -0.005(8) _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 O1 2.362(11) . ? Pb1 O4 2.400(12) 4_666 ? Pb1 O3 2.463(11) . ? Pb1 N5 2.744(14) 4_666 ? O1 C7 1.342(16) . ? O2 C8 1.263(18) . ? O3 C15 1.280(17) . ? O4 C16 1.30(2) . ? O4 Pb1 2.400(12) 4_565 ? N1 C7 1.286(18) . ? N1 N2 1.384(16) . ? N2 C8 1.353(19) . ? N3 C1 1.34(3) . ? N4 C15 1.343(19) . ? N4 N5 1.414(18) . ? N5 C16 1.32(2) . ? N5 Pb1 2.744(14) 4_565 ? N6 C9 1.381(19) . ? C1 C6 1.40(3) . ? C1 C2 1.43(3) . ? C2 C3 1.30(3) . ? C3 C4 1.34(2) . ? C4 C5 1.42(2) . ? C5 C8 1.42(2) . ? C5 C6 1.42(2) . ? C6 C7 1.45(2) . ? C9 C10 1.41(2) . ? C9 C14 1.415(19) . ? C10 C11 1.35(2) . ? C11 C12 1.38(2) . ? C12 C13 1.40(2) . ? C13 C14 1.42(2) . ? C13 C16 1.43(2) . ? C14 C15 1.41(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Pb1 O4 85.9(4) . 4_666 ? O1 Pb1 O3 86.9(4) . . ? O4 Pb1 O3 73.8(4) 4_666 . ? O1 Pb1 N5 77.1(4) . 4_666 ? O4 Pb1 N5 50.3(4) 4_666 4_666 ? O3 Pb1 N5 122.3(4) . 4_666 ? C7 O1 Pb1 107.3(9) . . ? C15 O3 Pb1 146.7(10) . . ? C16 O4 Pb1 105.0(10) . 4_565 ? C7 N1 N2 116.5(12) . . ? C8 N2 N1 126.5(13) . . ? C15 N4 N5 123.7(12) . . ? C16 N5 N4 116.6(13) . . ? C16 N5 Pb1 88.1(11) . 4_565 ? N4 N5 Pb1 151.0(10) . 4_565 ? N3 C1 C6 118(2) . . ? N3 C1 C2 122(3) . . ? C6 C1 C2 120.6(17) . . ? C3 C2 C1 122(2) . . ? C2 C3 C4 122(2) . . ? C3 C4 C5 118.3(19) . . ? C4 C5 C8 118.3(16) . . ? C4 C5 C6 123.5(16) . . ? C8 C5 C6 118.2(14) . . ? C1 C6 C5 113.6(15) . . ? C1 C6 C7 128.7(17) . . ? C5 C6 C7 117.6(14) . . ? N1 C7 O1 118.0(14) . . ? N1 C7 C6 123.8(14) . . ? O1 C7 C6 118.1(14) . . ? O2 C8 N2 117.3(15) . . ? O2 C8 C5 125.4(15) . . ? N2 C8 C5 117.1(14) . . ? N6 C9 C10 121.4(15) . . ? N6 C9 C14 118.4(14) . . ? C10 C9 C14 120.2(15) . . ? C11 C10 C9 118.6(17) . . ? C10 C11 C12 123.0(16) . . ? C11 C12 C13 120.5(16) . . ? C12 C13 C14 118.1(15) . . ? C12 C13 C16 122.2(15) . . ? C14 C13 C16 119.7(14) . . ? C9 C14 C15 124.4(14) . . ? C9 C14 C13 119.5(14) . . ? C15 C14 C13 116.0(13) . . ? O3 C15 N4 116.0(14) . . ? O3 C15 C14 122.9(14) . . ? N4 C15 C14 120.8(13) . . ? O4 C16 N5 114.9(15) . . ? O4 C16 C13 122.2(17) . . ? N5 C16 C13 122.9(16) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.042 _refine_diff_density_min -2.364 _refine_diff_density_rms 0.276 data_1 _database_code_depnum_ccdc_archive 'CCDC 836566' #TrackingRef '- 1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Mn N6 O5' _chemical_formula_weight 425.27 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting TRICLINIC _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2238(6) _cell_length_b 8.2372(5) _cell_length_c 12.6991(9) _cell_angle_alpha 87.435(4) _cell_angle_beta 87.068(4) _cell_angle_gamma 75.442(4) _cell_volume 831.09(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 434 _exptl_absorpt_coefficient_mu 0.841 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.919 _exptl_absorpt_correction_T_max 0.919 _exptl_absorpt_process_details ? _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 'Siements SMART CCD' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 6084 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0710 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 28.25 _reflns_number_total 4071 _reflns_number_gt 2682 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0906P)^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 4071 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_ref 0.1640 _refine_ls_wR_factor_gt 0.1466 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.00991(6) 0.42036(6) 0.21086(4) 0.02656(18) Uani 1 1 d . . . O1 O 0.1455(3) 0.5637(3) 0.2914(2) 0.0322(6) Uani 1 1 d . . . O2 O 0.8034(3) 0.5225(3) 0.3234(2) 0.0364(6) Uani 1 1 d . . . O3 O -0.0866(3) 0.6245(3) 0.1018(2) 0.0337(6) Uani 1 1 d . . . O4 O -0.1410(3) 1.2827(3) 0.1341(2) 0.0297(6) Uani 1 1 d . . . OW1 O 0.0918(4) 0.1938(4) 0.3206(2) 0.0511(8) Uani 1 1 d . . . N1 N 0.5820(3) 0.4646(4) 0.2493(2) 0.0317(7) Uani 1 1 d . . . H1A H 0.6541 0.4072 0.2051 0.038 Uiso 1 1 calc R . . N2 N 0.4157(3) 0.4654(4) 0.2359(2) 0.0305(7) Uani 1 1 d . . . N3 N 0.7407(6) 0.7200(7) 0.4881(4) 0.0892(17) Uani 1 1 d . . . H3A H 0.7686 0.7738 0.5379 0.107 Uiso 1 1 calc R . . H3B H 0.8170 0.6618 0.4466 0.107 Uiso 1 1 calc R . . N4 N -0.0485(4) 0.8484(3) 0.1833(2) 0.0296(7) Uani 1 1 d . . . H4A H -0.0002 0.7792 0.2316 0.035 Uiso 1 1 calc R . . N5 N -0.0559(4) 1.0170(3) 0.1968(2) 0.0297(7) Uani 1 1 d . . . N6 N -0.2357(4) 0.6739(3) -0.0858(2) 0.0297(7) Uani 1 1 d . . . H6A H -0.2760 0.6440 -0.1409 0.036 Uiso 1 1 calc R . . H6B H -0.1744 0.5993 -0.0453 0.036 Uiso 1 1 calc R . . C1 C 0.4547(6) 0.8219(6) 0.5430(3) 0.0476(11) Uani 1 1 d . . . H1B H 0.4867 0.8779 0.5972 0.057 Uiso 1 1 calc R . . C2 C 0.2879(6) 0.8330(6) 0.5300(4) 0.0547(13) Uani 1 1 d . . . H2B H 0.2089 0.8988 0.5756 0.066 Uiso 1 1 calc R . . C3 C 0.2312(5) 0.7501(5) 0.4517(3) 0.0418(10) Uani 1 1 d . . . H3C H 0.1172 0.7587 0.4452 0.050 Uiso 1 1 calc R . . C4 C 0.3521(4) 0.6538(4) 0.3834(3) 0.0281(7) Uani 1 1 d . . . C5 C 0.5261(4) 0.6417(4) 0.3944(3) 0.0273(7) Uani 1 1 d . . . C6 C 0.5764(5) 0.7270(5) 0.4750(3) 0.0369(9) Uani 1 1 d . . . C7 C 0.6452(4) 0.5413(4) 0.3219(3) 0.0279(7) Uani 1 1 d . . . C8 C 0.3043(4) 0.5567(4) 0.3001(3) 0.0268(7) Uani 1 1 d . . . C9 C -0.3685(5) 0.9658(5) -0.1266(3) 0.0338(8) Uani 1 1 d . . . H9A H -0.4203 0.9325 -0.1824 0.041 Uiso 1 1 calc R . . C10 C -0.3915(5) 1.1363(5) -0.1099(3) 0.0353(9) Uani 1 1 d . . . H10A H -0.4601 1.2149 -0.1538 0.042 Uiso 1 1 calc R . . C11 C -0.3146(4) 1.1900(4) -0.0298(3) 0.0315(8) Uani 1 1 d . . . H11A H -0.3263 1.3041 -0.0217 0.038 Uiso 1 1 calc R . . C12 C -0.2184(4) 1.0725(4) 0.0395(3) 0.0257(7) Uani 1 1 d . . . C13 C -0.1986(4) 0.8988(4) 0.0259(3) 0.0232(7) Uani 1 1 d . . . C14 C -0.2704(4) 0.8458(4) -0.0619(3) 0.0266(7) Uani 1 1 d . . . C15 C -0.1073(4) 0.7819(4) 0.1044(3) 0.0251(7) Uani 1 1 d . . . C16 C -0.1353(4) 1.1249(4) 0.1265(3) 0.0246(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0274(3) 0.0232(3) 0.0311(3) -0.0037(2) -0.0063(2) -0.0086(2) O1 0.0239(12) 0.0340(13) 0.0408(16) -0.0051(11) -0.0074(10) -0.0089(10) O2 0.0249(13) 0.0501(16) 0.0375(16) -0.0109(12) -0.0057(10) -0.0130(12) O3 0.0499(16) 0.0188(12) 0.0343(15) -0.0029(10) -0.0143(12) -0.0096(11) O4 0.0299(13) 0.0197(11) 0.0415(15) -0.0089(10) -0.0064(11) -0.0076(10) OW1 0.070(2) 0.0467(17) 0.0436(19) 0.0060(14) -0.0282(15) -0.0239(16) N1 0.0233(15) 0.0359(16) 0.0360(18) -0.0135(14) -0.0074(12) -0.0039(13) N2 0.0236(15) 0.0349(16) 0.0345(18) -0.0087(13) -0.0077(12) -0.0077(13) N3 0.083(3) 0.114(4) 0.085(4) -0.040(3) -0.014(3) -0.041(3) N4 0.0405(17) 0.0208(14) 0.0296(17) -0.0001(12) -0.0113(13) -0.0100(13) N5 0.0357(17) 0.0236(14) 0.0327(17) -0.0074(12) -0.0052(13) -0.0109(13) N6 0.0355(16) 0.0263(15) 0.0302(17) -0.0090(12) -0.0098(13) -0.0100(13) C1 0.063(3) 0.055(3) 0.034(2) -0.018(2) 0.003(2) -0.030(2) C2 0.060(3) 0.059(3) 0.050(3) -0.026(2) 0.019(2) -0.023(2) C3 0.037(2) 0.047(2) 0.045(3) -0.0124(19) 0.0038(18) -0.0173(19) C4 0.0330(19) 0.0283(17) 0.0264(19) -0.0022(14) -0.0033(14) -0.0132(15) C5 0.0337(19) 0.0257(17) 0.0262(19) -0.0006(14) -0.0060(14) -0.0131(15) C6 0.042(2) 0.045(2) 0.030(2) -0.0036(17) -0.0099(16) -0.0215(18) C7 0.0284(18) 0.0301(18) 0.0274(19) 0.0021(14) -0.0080(14) -0.0103(15) C8 0.0305(18) 0.0252(17) 0.0271(19) 0.0001(14) -0.0083(14) -0.0104(15) C9 0.038(2) 0.037(2) 0.029(2) -0.0004(16) -0.0113(15) -0.0125(17) C10 0.036(2) 0.0317(19) 0.038(2) 0.0053(16) -0.0109(16) -0.0061(16) C11 0.036(2) 0.0219(17) 0.036(2) 0.0000(15) -0.0052(16) -0.0066(15) C12 0.0223(16) 0.0253(17) 0.030(2) -0.0048(14) 0.0010(13) -0.0068(14) C13 0.0232(16) 0.0228(16) 0.0257(18) -0.0030(13) -0.0025(13) -0.0087(13) C14 0.0257(17) 0.0281(17) 0.0286(19) -0.0046(14) -0.0013(14) -0.0110(14) C15 0.0242(16) 0.0244(16) 0.0282(19) -0.0033(14) -0.0033(13) -0.0078(13) C16 0.0211(16) 0.0234(16) 0.0313(19) -0.0059(14) -0.0005(13) -0.0086(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O1 2.138(2) . ? Mn1 O3 2.146(2) . ? Mn1 O4 2.170(2) 1_545 ? Mn1 O2 2.186(3) 1_455 ? Mn1 OW1 2.261(3) . ? Mn1 N6 2.378(3) 2_565 ? O1 C8 1.303(4) . ? O2 C7 1.272(4) . ? O2 Mn1 2.186(3) 1_655 ? O3 C15 1.266(4) . ? O4 C16 1.296(4) . ? O4 Mn1 2.170(2) 1_565 ? N1 C7 1.336(4) . ? N1 N2 1.385(4) . ? N1 H1A 0.8600 . ? N2 C8 1.305(4) . ? N3 C6 1.356(6) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C15 1.330(4) . ? N4 N5 1.393(4) . ? N4 H4A 0.8600 . ? N5 C16 1.308(4) . ? N6 C14 1.416(4) . ? N6 Mn1 2.378(3) 2_565 ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? C1 C2 1.370(6) . ? C1 C6 1.391(6) . ? C1 H1B 0.9300 . ? C2 C3 1.393(6) . ? C2 H2B 0.9300 . ? C3 C4 1.396(5) . ? C3 H3C 0.9300 . ? C4 C5 1.423(5) . ? C4 C8 1.480(5) . ? C5 C6 1.403(5) . ? C5 C7 1.435(5) . ? C9 C14 1.377(5) . ? C9 C10 1.394(5) . ? C9 H9A 0.9300 . ? C10 C11 1.370(5) . ? C10 H10A 0.9300 . ? C11 C12 1.395(5) . ? C11 H11A 0.9300 . ? C12 C13 1.416(4) . ? C12 C16 1.464(5) . ? C13 C14 1.423(5) . ? C13 C15 1.453(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O3 92.44(9) . . ? O1 Mn1 O4 176.63(9) . 1_545 ? O3 Mn1 O4 86.89(9) . 1_545 ? O1 Mn1 O2 85.09(9) . 1_455 ? O3 Mn1 O2 89.81(10) . 1_455 ? O4 Mn1 O2 91.61(9) 1_545 1_455 ? O1 Mn1 OW1 92.95(10) . . ? O3 Mn1 OW1 174.39(10) . . ? O4 Mn1 OW1 87.64(10) 1_545 . ? O2 Mn1 OW1 89.11(11) 1_455 . ? O1 Mn1 N6 92.80(9) . 2_565 ? O3 Mn1 N6 87.52(10) . 2_565 ? O4 Mn1 N6 90.47(9) 1_545 2_565 ? O2 Mn1 N6 176.53(10) 1_455 2_565 ? OW1 Mn1 N6 93.76(11) . 2_565 ? C8 O1 Mn1 134.4(2) . . ? C7 O2 Mn1 132.8(2) . 1_655 ? C15 O3 Mn1 133.5(2) . . ? C16 O4 Mn1 134.4(2) . 1_565 ? C7 N1 N2 128.6(3) . . ? C7 N1 H1A 115.7 . . ? N2 N1 H1A 115.7 . . ? C8 N2 N1 116.4(3) . . ? C6 N3 H3A 120.0 . . ? C6 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C15 N4 N5 127.6(3) . . ? C15 N4 H4A 116.2 . . ? N5 N4 H4A 116.2 . . ? C16 N5 N4 117.0(3) . . ? C14 N6 Mn1 115.6(2) . 2_565 ? C14 N6 H6A 120.0 . . ? Mn1 N6 H6A 71.8 2_565 . ? C14 N6 H6B 120.0 . . ? Mn1 N6 H6B 83.2 2_565 . ? H6A N6 H6B 120.0 . . ? C2 C1 C6 120.1(4) . . ? C2 C1 H1B 119.9 . . ? C6 C1 H1B 119.9 . . ? C1 C2 C3 123.0(4) . . ? C1 C2 H2B 118.5 . . ? C3 C2 H2B 118.5 . . ? C2 C3 C4 117.4(4) . . ? C2 C3 H3C 121.3 . . ? C4 C3 H3C 121.3 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 C8 121.3(3) . . ? C5 C4 C8 118.0(3) . . ? C6 C5 C4 119.6(3) . . ? C6 C5 C7 122.0(3) . . ? C4 C5 C7 118.4(3) . . ? N3 C6 C1 119.2(4) . . ? N3 C6 C5 121.6(4) . . ? C1 C6 C5 119.2(4) . . ? O2 C7 N1 119.6(3) . . ? O2 C7 C5 124.0(3) . . ? N1 C7 C5 116.4(3) . . ? O1 C8 N2 119.6(3) . . ? O1 C8 C4 118.3(3) . . ? N2 C8 C4 122.1(3) . . ? C14 C9 C10 121.1(3) . . ? C14 C9 H9A 119.5 . . ? C10 C9 H9A 119.5 . . ? C11 C10 C9 121.1(3) . . ? C11 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? C10 C11 C12 119.6(3) . . ? C10 C11 H11A 120.2 . . ? C12 C11 H11A 120.2 . . ? C11 C12 C13 120.0(3) . . ? C11 C12 C16 121.3(3) . . ? C13 C12 C16 118.7(3) . . ? C12 C13 C14 119.3(3) . . ? C12 C13 C15 117.9(3) . . ? C14 C13 C15 122.7(3) . . ? C9 C14 N6 120.3(3) . . ? C9 C14 C13 118.7(3) . . ? N6 C14 C13 121.0(3) . . ? O3 C15 N4 120.2(3) . . ? O3 C15 C13 123.2(3) . . ? N4 C15 C13 116.6(3) . . ? O4 C16 N5 119.2(3) . . ? O4 C16 C12 119.0(3) . . ? N5 C16 C12 121.8(3) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.534 _refine_diff_density_min -0.530 _refine_diff_density_rms 0.094