# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jie-Hui Yu' _publ_contact_author_email JIEHUIYU@YAHOO.COM.CN _publ_section_title ; Preparation and structure characterization of a series of monoacylhydrazidate-bridged coordination polymers ; loop_ _publ_author_name 'Jie-Hui Yu' 'Qin Hou' 'Xumei Wang' 'Di Wu' 'Ji-Qing Xu' 'Yang Yu' ; Yan-chun Zhu ; # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 706537' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H5 Cu N2 O2' _chemical_formula_weight 224.68 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.2543(15) _cell_length_b 7.7658(16) _cell_length_c 13.092(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.24(3) _cell_angle_gamma 90.00 _cell_volume 717.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.07 _cell_measurement_theta_max 27.41 _exptl_crystal_description block _exptl_crystal_colour red _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 2.079 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 2.997 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3181 _exptl_absorpt_correction_T_max 0.5000 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction Rigaku Corporation, Tokyo,Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6684 _diffrn_reflns_av_R_equivalents 0.0663 _diffrn_reflns_av_sigmaI/netI 0.0549 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.41 _reflns_number_total 1626 _reflns_number_gt 1268 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0524P)^2^+0.6950P] 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 1626 _refine_ls_number_parameters 138 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0679 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1108 _refine_ls_wR_factor_gt 0.1004 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 Cu1 Cu 0.54988(7) 0.02564(6) 0.10072(4) 0.0251(2) Uani 1 1 d . . . C1 C 0.1652(6) 0.5219(5) -0.1462(3) 0.0235(9) Uani 1 1 d . . . H1 H 0.170(7) 0.457(7) -0.197(4) 0.050(16) Uiso 1 1 d . . . C2 C 0.0846(6) 0.6827(6) -0.1598(4) 0.0299(10) Uani 1 1 d . . . H2 H 0.037(6) 0.727(6) -0.227(4) 0.041(14) Uiso 1 1 d . . . C3 C 0.0862(6) 0.7907(5) -0.0735(4) 0.0295(10) Uani 1 1 d . . . H3 H 0.041(6) 0.894(6) -0.085(4) 0.039(13) Uiso 1 1 d . . . C4 C 0.1691(6) 0.7337(5) 0.0263(4) 0.0264(9) Uani 1 1 d . . . H4 H 0.185(8) 0.804(7) 0.080(4) 0.065(18) Uiso 1 1 d . . . C5 C 0.2487(5) 0.5690(5) 0.0416(3) 0.0192(8) Uani 1 1 d . . . C6 C 0.2463(5) 0.4620(5) -0.0449(3) 0.0186(8) Uani 1 1 d . . . C7 C 0.3293(5) 0.2892(5) -0.0284(3) 0.0193(8) Uani 1 1 d . . . C8 C 0.3381(5) 0.5081(4) 0.1466(3) 0.0193(8) Uani 1 1 d . . . N1 N 0.4052(5) 0.2331(4) 0.0685(2) 0.0216(7) Uani 1 1 d . . . N2 N 0.4025(5) 0.3457(4) 0.1525(3) 0.0215(7) Uani 1 1 d . . . H5 H 0.460(7) 0.303(6) 0.208(4) 0.039(14) Uiso 1 1 d . . . O1 O 0.3308(4) 0.1933(3) -0.1085(2) 0.0287(7) Uani 1 1 d . . . O2 O 0.3551(4) 0.5982(3) 0.2279(2) 0.0270(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 Cu1 0.0369(4) 0.0167(3) 0.0203(3) 0.00032(19) 0.0041(2) 0.0074(2) C1 0.030(2) 0.0188(19) 0.019(2) -0.0020(16) 0.0007(16) -0.0005(17) C2 0.032(2) 0.028(2) 0.027(2) 0.0085(17) -0.0007(19) 0.0018(18) C3 0.031(2) 0.020(2) 0.037(3) 0.0080(18) 0.0073(19) 0.0076(19) C4 0.029(2) 0.021(2) 0.030(3) -0.0006(17) 0.0072(18) 0.0046(17) C5 0.0174(18) 0.0153(17) 0.024(2) 0.0008(15) 0.0039(15) 0.0007(15) C6 0.0168(18) 0.0162(18) 0.023(2) 0.0013(14) 0.0043(15) -0.0048(15) C7 0.022(2) 0.0138(17) 0.023(2) 0.0003(14) 0.0051(15) -0.0017(15) C8 0.021(2) 0.0155(18) 0.021(2) -0.0010(14) 0.0061(15) -0.0018(15) N1 0.0267(18) 0.0190(16) 0.0170(17) -0.0019(12) 0.0004(13) 0.0036(14) N2 0.0288(19) 0.0196(17) 0.0147(18) -0.0001(13) 0.0023(14) 0.0023(14) O1 0.0445(18) 0.0182(13) 0.0185(15) -0.0008(10) -0.0027(12) 0.0101(13) O2 0.0406(17) 0.0168(14) 0.0217(16) -0.0046(11) 0.0036(12) 0.0023(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 Cu1 O1 1.900(3) 3_655 ? Cu1 N1 1.916(3) . ? Cu1 O2 2.262(3) 2_645 ? Cu1 Cu1 2.6006(11) 3_655 ? C1 C2 1.373(6) . ? C1 C6 1.401(6) . ? C2 C3 1.405(6) . ? C3 C4 1.380(6) . ? C4 C5 1.399(5) . ? C5 C6 1.402(5) . ? C5 C8 1.458(5) . ? C6 C7 1.466(5) . ? C7 O1 1.288(4) . ? C7 N1 1.336(5) . ? C8 O2 1.256(5) . ? C8 N2 1.341(5) . ? N1 N2 1.409(4) . ? O1 Cu1 1.900(3) 3_655 ? O2 Cu1 2.262(3) 2_655 ? 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 Cu1 N1 169.72(12) 3_655 . ? O1 Cu1 O2 97.92(11) 3_655 2_645 ? N1 Cu1 O2 92.07(12) . 2_645 ? O1 Cu1 Cu1 86.28(9) 3_655 3_655 ? N1 Cu1 Cu1 83.93(10) . 3_655 ? O2 Cu1 Cu1 174.09(7) 2_645 3_655 ? C2 C1 C6 119.9(4) . . ? C1 C2 C3 120.9(4) . . ? C4 C3 C2 119.5(4) . . ? C3 C4 C5 120.3(4) . . ? C4 C5 C6 119.9(4) . . ? C4 C5 C8 120.7(4) . . ? C6 C5 C8 119.4(3) . . ? C1 C6 C5 119.5(3) . . ? C1 C6 C7 120.8(3) . . ? C5 C6 C7 119.6(3) . . ? O1 C7 N1 120.4(3) . . ? O1 C7 C6 119.3(3) . . ? N1 C7 C6 120.3(3) . . ? O2 C8 N2 120.6(4) . . ? O2 C8 C5 123.7(3) . . ? N2 C8 C5 115.7(3) . . ? C7 N1 N2 117.6(3) . . ? C7 N1 Cu1 124.7(3) . . ? N2 N1 Cu1 117.1(2) . . ? C8 N2 N1 127.3(3) . . ? C7 O1 Cu1 124.2(2) . 3_655 ? C8 O2 Cu1 130.6(2) . 2_655 ? 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 C6 C1 C2 C3 1.6(7) . . . . ? C1 C2 C3 C4 -0.3(7) . . . . ? C2 C3 C4 C5 -0.9(7) . . . . ? C3 C4 C5 C6 0.8(6) . . . . ? C3 C4 C5 C8 179.5(4) . . . . ? C2 C1 C6 C5 -1.6(6) . . . . ? C2 C1 C6 C7 178.6(4) . . . . ? C4 C5 C6 C1 0.5(6) . . . . ? C8 C5 C6 C1 -178.2(3) . . . . ? C4 C5 C6 C7 -179.8(4) . . . . ? C8 C5 C6 C7 1.5(5) . . . . ? C1 C6 C7 O1 1.4(6) . . . . ? C5 C6 C7 O1 -178.3(4) . . . . ? C1 C6 C7 N1 -179.6(4) . . . . ? C5 C6 C7 N1 0.7(5) . . . . ? C4 C5 C8 O2 -2.4(6) . . . . ? C6 C5 C8 O2 176.3(3) . . . . ? C4 C5 C8 N2 177.3(4) . . . . ? C6 C5 C8 N2 -4.0(5) . . . . ? O1 C7 N1 N2 178.7(3) . . . . ? C6 C7 N1 N2 -0.3(5) . . . . ? O1 C7 N1 Cu1 8.4(5) . . . . ? C6 C7 N1 Cu1 -170.6(3) . . . . ? O1 Cu1 N1 C7 -24.4(10) 3_655 . . . ? O2 Cu1 N1 C7 168.9(3) 2_645 . . . ? Cu1 Cu1 N1 C7 -6.7(3) 3_655 . . . ? O1 Cu1 N1 N2 165.2(7) 3_655 . . . ? O2 Cu1 N1 N2 -1.5(3) 2_645 . . . ? Cu1 Cu1 N1 N2 -177.1(3) 3_655 . . . ? O2 C8 N2 N1 -175.5(4) . . . . ? C5 C8 N2 N1 4.9(6) . . . . ? C7 N1 N2 C8 -2.8(6) . . . . ? Cu1 N1 N2 C8 168.3(3) . . . . ? N1 C7 O1 Cu1 -4.1(5) . . . 3_655 ? C6 C7 O1 Cu1 174.9(2) . . . 3_655 ? N2 C8 O2 Cu1 -8.9(6) . . . 2_655 ? C5 C8 O2 Cu1 170.7(3) . . . 2_655 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.515 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.118 # Attachment '1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 706538' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H38 N12 O9 Pb2' _chemical_formula_weight 1437.36 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 23.130(5) _cell_length_b 13.315(3) _cell_length_c 16.431(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.62(3) _cell_angle_gamma 90.00 _cell_volume 4671.0(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 27.45 _exptl_crystal_description neddle _exptl_crystal_colour light-yellow _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_min 0.111 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.044 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2776 _exptl_absorpt_coefficient_mu 7.279 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2613 _exptl_absorpt_correction_T_max 0.5000 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction Rigaku Corporation, Tokyo,Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 22517 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_sigmaI/netI 0.0334 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.45 _reflns_number_total 5311 _reflns_number_gt 4450 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0012P)^2^+11.9454P] 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 5311 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0349 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0429 _refine_ls_wR_factor_gt 0.0408 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 O1W O 0.0000 0.3003(4) 0.7500 0.0917(18) Uani 1 2 d S . . Pb1 Pb 0.923086(6) -0.025062(9) 0.152761(8) 0.02628(4) Uani 1 1 d . . . N1 N 0.93187(14) 0.0376(2) -0.08626(18) 0.0286(6) Uani 1 1 d . . . N2 N 0.82417(13) -0.0970(2) 0.17049(17) 0.0269(6) Uani 1 1 d . . . C1 C 0.88812(15) 0.2006(2) -0.1161(2) 0.0249(7) Uani 1 1 d . . . O1 O 0.95886(12) 0.13519(18) -0.17802(17) 0.0367(6) Uani 1 1 d . . . O6 O 0.99124(12) 0.11011(17) 0.36226(17) 0.0363(6) Uani 1 1 d . . . N3 N 0.88046(13) -0.1966(2) 0.07463(18) 0.0287(6) Uani 1 1 d . . . C2 C 0.88111(18) 0.2952(3) -0.1560(2) 0.0316(8) Uani 1 1 d . . . C3 C 0.80592(18) 0.3403(3) -0.0938(3) 0.0375(9) Uani 1 1 d . . . O2 O 0.84255(11) 0.06454(18) 0.04270(14) 0.0293(5) Uani 1 1 d . . . N4 N 0.90322(13) 0.0132(2) -0.02798(17) 0.0281(6) Uani 1 1 d . . . O3 O 0.83741(13) 0.3711(2) 0.12953(17) 0.0440(7) Uani 1 1 d . . . C4 C 0.86655(15) 0.0821(2) -0.0166(2) 0.0239(7) Uani 1 1 d . . . N5 N 0.90882(15) 0.1418(2) 0.2354(2) 0.0333(7) Uani 1 1 d . . . C5 C 0.83600(15) -0.2450(2) 0.0932(2) 0.0238(7) Uani 1 1 d . . . C6 C 0.92899(16) 0.1242(2) -0.1288(2) 0.0268(7) Uani 1 1 d . . . C7 C 0.95422(17) 0.1733(3) 0.3071(2) 0.0285(8) Uani 1 1 d . . . C8 C 1.01197(17) 0.3154(3) 0.4019(2) 0.0311(8) Uani 1 1 d . . . C9 C 1.02155(19) 0.4170(3) 0.4178(3) 0.0386(9) Uani 1 1 d . . . C10 C 0.85439(15) 0.1776(2) -0.0635(2) 0.0249(7) Uani 1 1 d . . . C11 C 0.79604(18) -0.0505(3) 0.2172(2) 0.0332(8) Uani 1 1 d . . . C12 C 0.92483(15) 0.3513(2) 0.2667(2) 0.0246(7) Uani 1 1 d . . . C13 C 0.87462(16) 0.3162(3) 0.1860(2) 0.0289(8) Uani 1 1 d . . . C14 C 0.96372(15) 0.2814(2) 0.3260(2) 0.0240(7) Uani 1 1 d . . . N6 N 0.87115(16) 0.2147(2) 0.1784(2) 0.0343(7) Uani 1 1 d . . . C15 C 0.90809(17) -0.2449(3) 0.0284(2) 0.0345(8) Uani 1 1 d . . . C16 C 0.81838(16) -0.3452(2) 0.0667(2) 0.0302(8) Uani 1 1 d . . . C17 C 0.74873(18) -0.0935(3) 0.2385(2) 0.0380(9) Uani 1 1 d . . . C18 C 0.81256(17) 0.2481(3) -0.0547(2) 0.0326(8) Uani 1 1 d . . . C19 C 0.75704(16) -0.2408(3) 0.1596(2) 0.0323(8) Uani 1 1 d . . . C20 C 0.73921(18) -0.3412(3) 0.1288(3) 0.0383(9) Uani 1 1 d . . . C21 C 0.8410(2) 0.3647(3) -0.1435(3) 0.0388(9) Uani 1 1 d . . . C22 C 0.80519(15) -0.1923(2) 0.1426(2) 0.0259(7) Uani 1 1 d . . . C23 C 0.9830(2) 0.4854(3) 0.3585(3) 0.0419(10) Uani 1 1 d . . . C24 C 0.72924(18) -0.1878(3) 0.2096(3) 0.0387(9) Uani 1 1 d . . . C25 C 0.8942(2) -0.3440(3) -0.0001(3) 0.0421(10) Uani 1 1 d . . . C26 C 0.7685(2) -0.3914(3) 0.0854(3) 0.0408(10) Uani 1 1 d . . . C27 C 0.84973(19) -0.3936(3) 0.0200(3) 0.0383(9) Uani 1 1 d . . . H1 H 0.7294(18) -0.055(3) 0.271(2) 0.049(12) Uiso 1 1 d . . . C28 C 0.93489(18) 0.4537(2) 0.2834(2) 0.0338(8) Uani 1 1 d . . . H2 H 0.7617(17) -0.453(3) 0.071(2) 0.032(10) Uiso 1 1 d . . . H3 H 0.9402(16) -0.207(2) 0.016(2) 0.027(9) Uiso 1 1 d . . . H4 H 1.0382(16) 0.272(3) 0.440(2) 0.027(9) Uiso 1 1 d . . . H5 H 0.9041(17) 0.309(3) -0.195(2) 0.042(11) Uiso 1 1 d . . . H6 H 0.7908(17) 0.233(3) -0.027(2) 0.032(11) Uiso 1 1 d . . . H7 H 0.6967(18) -0.225(3) 0.220(2) 0.046(11) Uiso 1 1 d . . . H8 H 0.8397(17) 0.427(3) -0.170(2) 0.041(11) Uiso 1 1 d . . . H9 H 0.7778(18) 0.389(3) -0.088(2) 0.042(11) Uiso 1 1 d . . . H10 H 0.9126(18) -0.374(3) -0.032(3) 0.048(12) Uiso 1 1 d . . . H11 H 0.849(2) 0.190(3) 0.134(3) 0.053(14) Uiso 1 1 d . . . H12 H 1.0546(18) 0.436(3) 0.472(2) 0.039(10) Uiso 1 1 d . . . H14 H 0.8389(19) -0.463(3) 0.002(3) 0.053(12) Uiso 1 1 d . . . H16 H 0.8107(18) 0.016(3) 0.235(3) 0.049(12) Uiso 1 1 d . . . H17 H 0.953(2) -0.013(3) -0.097(3) 0.060(13) Uiso 1 1 d . . . H13 H 0.9011(16) 0.503(2) 0.237(2) 0.033(10) Uiso 1 1 d . . . H18 H 0.9947(19) 0.552(3) 0.369(3) 0.050(12) Uiso 1 1 d . . . H15 H 0.704(2) -0.369(3) 0.138(3) 0.063(13) 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 O1W 0.135(5) 0.050(3) 0.106(4) 0.000 0.064(4) 0.000 Pb1 0.02739(7) 0.02337(6) 0.03068(7) 0.00048(6) 0.01404(5) -0.00081(6) N1 0.0367(17) 0.0212(14) 0.0353(15) 0.0010(13) 0.0219(14) 0.0030(13) N2 0.0293(16) 0.0242(15) 0.0293(15) 0.0045(12) 0.0136(13) 0.0036(12) C1 0.0258(18) 0.0233(17) 0.0230(16) -0.0016(14) 0.0066(15) -0.0034(14) O1 0.0400(16) 0.0335(14) 0.0467(15) 0.0031(12) 0.0279(13) 0.0019(12) O6 0.0404(15) 0.0215(12) 0.0527(16) 0.0108(11) 0.0240(13) 0.0071(11) N3 0.0283(16) 0.0245(15) 0.0364(16) -0.0021(13) 0.0160(14) -0.0008(12) C2 0.037(2) 0.0264(18) 0.0296(18) 0.0006(15) 0.0113(17) -0.0032(16) C3 0.037(2) 0.0278(19) 0.042(2) -0.0039(17) 0.0090(19) 0.0095(17) O2 0.0339(14) 0.0312(13) 0.0271(11) 0.0007(10) 0.0165(11) -0.0011(10) N4 0.0353(16) 0.0214(14) 0.0315(14) 0.0013(12) 0.0171(13) -0.0002(12) O3 0.0423(17) 0.0424(16) 0.0386(15) 0.0030(13) 0.0061(13) 0.0110(13) C4 0.0255(17) 0.0233(16) 0.0213(15) -0.0029(14) 0.0070(14) -0.0029(14) N5 0.0440(19) 0.0202(14) 0.0409(17) -0.0037(13) 0.0220(16) -0.0002(13) C5 0.0245(18) 0.0218(16) 0.0233(15) 0.0051(13) 0.0072(14) 0.0022(13) C6 0.0266(18) 0.0247(17) 0.0276(17) -0.0028(14) 0.0087(15) 0.0001(14) C7 0.034(2) 0.0232(17) 0.0376(19) 0.0055(16) 0.0238(18) 0.0032(15) C8 0.031(2) 0.0295(19) 0.0322(19) 0.0068(16) 0.0114(17) 0.0041(16) C9 0.037(2) 0.037(2) 0.038(2) -0.0057(18) 0.0095(19) -0.0056(18) C10 0.0260(18) 0.0235(17) 0.0230(16) -0.0049(14) 0.0070(15) -0.0012(14) C11 0.034(2) 0.033(2) 0.0341(19) 0.0063(16) 0.0158(17) 0.0096(16) C12 0.0280(18) 0.0219(16) 0.0292(17) 0.0028(14) 0.0169(15) 0.0044(14) C13 0.0266(19) 0.0329(19) 0.0312(18) -0.0035(16) 0.0156(16) 0.0034(15) C14 0.0263(18) 0.0222(16) 0.0302(17) 0.0016(14) 0.0183(15) 0.0012(14) N6 0.0355(19) 0.0320(18) 0.0338(17) -0.0080(15) 0.0115(16) -0.0020(14) C15 0.029(2) 0.037(2) 0.040(2) -0.0012(17) 0.0163(18) 0.0003(16) C16 0.030(2) 0.0228(17) 0.0315(18) 0.0015(15) 0.0054(16) -0.0037(15) C17 0.037(2) 0.047(2) 0.036(2) 0.0080(18) 0.0204(19) 0.0156(19) C18 0.030(2) 0.039(2) 0.0299(19) -0.0044(17) 0.0121(17) 0.0042(16) C19 0.0274(19) 0.036(2) 0.0325(18) 0.0122(16) 0.0105(16) 0.0003(16) C20 0.029(2) 0.039(2) 0.045(2) 0.0121(19) 0.0119(19) -0.0085(17) C21 0.051(3) 0.0239(19) 0.040(2) 0.0032(17) 0.016(2) 0.0070(18) C22 0.0250(18) 0.0264(18) 0.0265(17) 0.0084(14) 0.0101(15) 0.0034(14) C23 0.051(3) 0.0219(18) 0.051(2) -0.0018(19) 0.018(2) -0.0057(19) C24 0.031(2) 0.053(3) 0.040(2) 0.016(2) 0.0216(19) 0.0078(18) C25 0.044(2) 0.042(2) 0.041(2) -0.0094(19) 0.017(2) 0.0069(19) C26 0.044(2) 0.027(2) 0.046(2) 0.0054(18) 0.011(2) -0.0091(18) C27 0.042(2) 0.0243(19) 0.044(2) -0.0074(17) 0.0111(19) -0.0009(17) C28 0.040(2) 0.0196(18) 0.042(2) 0.0033(15) 0.0151(18) 0.0078(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 O2 2.361(2) . ? Pb1 N2 2.598(3) . ? Pb1 N3 2.620(3) . ? Pb1 N5 2.689(3) . ? Pb1 O6 2.757(2) 2_755 ? N1 C6 1.337(4) . ? N1 N4 1.396(4) . ? N2 C11 1.334(4) . ? N2 C22 1.363(4) . ? C1 C2 1.401(5) . ? C1 C10 1.402(4) . ? C1 C6 1.457(4) . ? O1 C6 1.258(4) . ? O6 C7 1.290(4) . ? O6 Pb1 2.757(2) 2_755 ? N3 C15 1.331(4) . ? N3 C5 1.345(4) . ? C2 C21 1.380(5) . ? C3 C18 1.367(5) . ? C3 C21 1.394(5) . ? O2 C4 1.314(4) . ? N4 C4 1.311(4) . ? O3 C13 1.233(4) . ? C4 C10 1.458(4) . ? N5 C7 1.310(5) . ? N5 N6 1.397(4) . ? C5 C16 1.413(4) . ? C5 C22 1.451(4) . ? C7 C14 1.471(4) . ? C8 C9 1.379(5) . ? C8 C14 1.391(5) . ? C9 C23 1.381(6) . ? C10 C18 1.395(5) . ? C11 C17 1.394(5) . ? C12 C28 1.392(4) . ? C12 C14 1.396(4) . ? C12 C13 1.463(5) . ? C13 N6 1.356(4) . ? C15 C25 1.396(5) . ? C16 C27 1.399(5) . ? C16 C26 1.442(5) . ? C17 C24 1.356(6) . ? C19 C22 1.405(5) . ? C19 C24 1.411(5) . ? C19 C20 1.433(5) . ? C20 C26 1.336(6) . ? C23 C28 1.372(5) . ? C25 C27 1.366(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 O2 Pb1 N2 78.62(8) . . ? O2 Pb1 N3 91.60(9) . . ? N2 Pb1 N3 63.38(8) . . ? O2 Pb1 N5 75.82(9) . . ? N2 Pb1 N5 87.92(9) . . ? N3 Pb1 N5 150.64(9) . . ? O2 Pb1 O6 89.09(8) . 2_755 ? N2 Pb1 O6 160.88(8) . 2_755 ? N3 Pb1 O6 132.31(8) . 2_755 ? N5 Pb1 O6 74.79(8) . 2_755 ? C6 N1 N4 128.2(3) . . ? C11 N2 C22 117.4(3) . . ? C11 N2 Pb1 122.6(2) . . ? C22 N2 Pb1 119.3(2) . . ? C2 C1 C10 119.6(3) . . ? C2 C1 C6 121.7(3) . . ? C10 C1 C6 118.8(3) . . ? C7 O6 Pb1 132.0(2) . 2_755 ? C15 N3 C5 118.4(3) . . ? C15 N3 Pb1 121.9(2) . . ? C5 N3 Pb1 118.9(2) . . ? C21 C2 C1 119.7(3) . . ? C18 C3 C21 119.9(4) . . ? C4 O2 Pb1 102.92(19) . . ? C4 N4 N1 116.1(3) . . ? N4 C4 O2 117.6(3) . . ? N4 C4 C10 122.6(3) . . ? O2 C4 C10 119.8(3) . . ? C7 N5 N6 117.3(3) . . ? C7 N5 Pb1 120.5(2) . . ? N6 N5 Pb1 113.7(2) . . ? N3 C5 C16 122.5(3) . . ? N3 C5 C22 118.6(3) . . ? C16 C5 C22 119.0(3) . . ? O1 C6 N1 120.5(3) . . ? O1 C6 C1 123.9(3) . . ? N1 C6 C1 115.6(3) . . ? O6 C7 N5 120.6(3) . . ? O6 C7 C14 119.0(3) . . ? N5 C7 C14 120.4(3) . . ? C9 C8 C14 120.3(3) . . ? C8 C9 C23 120.0(4) . . ? C18 C10 C1 119.3(3) . . ? C18 C10 C4 122.1(3) . . ? C1 C10 C4 118.5(3) . . ? N2 C11 C17 123.9(4) . . ? C28 C12 C14 120.1(3) . . ? C28 C12 C13 120.3(3) . . ? C14 C12 C13 119.6(3) . . ? O3 C13 N6 121.4(3) . . ? O3 C13 C12 125.0(3) . . ? N6 C13 C12 113.6(3) . . ? C8 C14 C12 119.2(3) . . ? C8 C14 C7 120.7(3) . . ? C12 C14 C7 120.1(3) . . ? C13 N6 N5 129.1(3) . . ? N3 C15 C25 123.3(4) . . ? C27 C16 C5 117.1(3) . . ? C27 C16 C26 123.2(3) . . ? C5 C16 C26 119.7(3) . . ? C24 C17 C11 118.7(4) . . ? C3 C18 C10 120.8(4) . . ? C22 C19 C24 117.3(3) . . ? C22 C19 C20 120.1(3) . . ? C24 C19 C20 122.6(3) . . ? C26 C20 C19 121.3(4) . . ? C2 C21 C3 120.5(4) . . ? N2 C22 C19 122.6(3) . . ? N2 C22 C5 118.4(3) . . ? C19 C22 C5 119.1(3) . . ? C28 C23 C9 120.8(4) . . ? C17 C24 C19 120.1(4) . . ? C27 C25 C15 118.3(4) . . ? C20 C26 C16 120.8(4) . . ? C25 C27 C16 120.5(4) . . ? C23 C28 C12 119.7(3) . . ? 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 O2 Pb1 N2 C11 -82.8(3) . . . . ? N3 Pb1 N2 C11 179.6(3) . . . . ? N5 Pb1 N2 C11 -6.8(3) . . . . ? O6 Pb1 N2 C11 -31.9(4) 2_755 . . . ? O2 Pb1 N2 C22 107.2(2) . . . . ? N3 Pb1 N2 C22 9.5(2) . . . . ? N5 Pb1 N2 C22 -176.9(2) . . . . ? O6 Pb1 N2 C22 158.1(2) 2_755 . . . ? O2 Pb1 N3 C15 103.8(3) . . . . ? N2 Pb1 N3 C15 -179.8(3) . . . . ? N5 Pb1 N3 C15 167.1(2) . . . . ? O6 Pb1 N3 C15 13.6(3) 2_755 . . . ? O2 Pb1 N3 C5 -87.1(2) . . . . ? N2 Pb1 N3 C5 -10.7(2) . . . . ? N5 Pb1 N3 C5 -23.8(3) . . . . ? O6 Pb1 N3 C5 -177.3(2) 2_755 . . . ? C10 C1 C2 C21 -0.1(5) . . . . ? C6 C1 C2 C21 178.8(3) . . . . ? N2 Pb1 O2 C4 -150.8(2) . . . . ? N3 Pb1 O2 C4 -88.37(19) . . . . ? N5 Pb1 O2 C4 118.5(2) . . . . ? O6 Pb1 O2 C4 43.93(19) 2_755 . . . ? C6 N1 N4 C4 3.5(5) . . . . ? N1 N4 C4 O2 -175.1(3) . . . . ? N1 N4 C4 C10 1.9(4) . . . . ? Pb1 O2 C4 N4 34.6(3) . . . . ? Pb1 O2 C4 C10 -142.4(2) . . . . ? O2 Pb1 N5 C7 -158.1(3) . . . . ? N2 Pb1 N5 C7 123.1(2) . . . . ? N3 Pb1 N5 C7 134.9(2) . . . . ? O6 Pb1 N5 C7 -65.1(2) 2_755 . . . ? O2 Pb1 N5 N6 -11.0(2) . . . . ? N2 Pb1 N5 N6 -89.8(2) . . . . ? N3 Pb1 N5 N6 -78.1(3) . . . . ? O6 Pb1 N5 N6 81.9(2) 2_755 . . . ? C15 N3 C5 C16 0.9(5) . . . . ? Pb1 N3 C5 C16 -168.5(2) . . . . ? C15 N3 C5 C22 -179.2(3) . . . . ? Pb1 N3 C5 C22 11.3(4) . . . . ? N4 N1 C6 O1 178.4(3) . . . . ? N4 N1 C6 C1 -3.5(5) . . . . ? C2 C1 C6 O1 -2.6(5) . . . . ? C10 C1 C6 O1 176.3(3) . . . . ? C2 C1 C6 N1 179.4(3) . . . . ? C10 C1 C6 N1 -1.7(4) . . . . ? Pb1 O6 C7 N5 64.6(4) 2_755 . . . ? Pb1 O6 C7 C14 -115.4(3) 2_755 . . . ? N6 N5 C7 O6 -179.3(3) . . . . ? Pb1 N5 C7 O6 -33.3(4) . . . . ? N6 N5 C7 C14 0.7(5) . . . . ? Pb1 N5 C7 C14 146.6(2) . . . . ? C14 C8 C9 C23 0.3(6) . . . . ? C2 C1 C10 C18 2.4(5) . . . . ? C6 C1 C10 C18 -176.6(3) . . . . ? C2 C1 C10 C4 -174.8(3) . . . . ? C6 C1 C10 C4 6.3(4) . . . . ? N4 C4 C10 C18 176.3(3) . . . . ? O2 C4 C10 C18 -6.8(5) . . . . ? N4 C4 C10 C1 -6.6(5) . . . . ? O2 C4 C10 C1 170.3(3) . . . . ? C22 N2 C11 C17 -0.2(5) . . . . ? Pb1 N2 C11 C17 -170.4(3) . . . . ? C28 C12 C13 O3 -2.1(5) . . . . ? C14 C12 C13 O3 179.5(3) . . . . ? C28 C12 C13 N6 179.1(3) . . . . ? C14 C12 C13 N6 0.7(4) . . . . ? C9 C8 C14 C12 -0.7(5) . . . . ? C9 C8 C14 C7 178.2(3) . . . . ? C28 C12 C14 C8 0.6(5) . . . . ? C13 C12 C14 C8 179.0(3) . . . . ? C28 C12 C14 C7 -178.3(3) . . . . ? C13 C12 C14 C7 0.1(4) . . . . ? O6 C7 C14 C8 0.2(5) . . . . ? N5 C7 C14 C8 -179.8(3) . . . . ? O6 C7 C14 C12 179.1(3) . . . . ? N5 C7 C14 C12 -0.9(5) . . . . ? O3 C13 N6 N5 -179.9(3) . . . . ? C12 C13 N6 N5 -1.0(5) . . . . ? C7 N5 N6 C13 0.3(5) . . . . ? Pb1 N5 N6 C13 -147.9(3) . . . . ? C5 N3 C15 C25 -1.4(5) . . . . ? Pb1 N3 C15 C25 167.8(3) . . . . ? N3 C5 C16 C27 0.5(5) . . . . ? C22 C5 C16 C27 -179.3(3) . . . . ? N3 C5 C16 C26 -177.4(3) . . . . ? C22 C5 C16 C26 2.8(5) . . . . ? N2 C11 C17 C24 -0.8(6) . . . . ? C21 C3 C18 C10 0.2(6) . . . . ? C1 C10 C18 C3 -2.5(5) . . . . ? C4 C10 C18 C3 174.6(3) . . . . ? C22 C19 C20 C26 1.5(6) . . . . ? C24 C19 C20 C26 -176.6(4) . . . . ? C1 C2 C21 C3 -2.1(6) . . . . ? C18 C3 C21 C2 2.1(6) . . . . ? C11 N2 C22 C19 1.4(5) . . . . ? Pb1 N2 C22 C19 172.0(2) . . . . ? C11 N2 C22 C5 -178.8(3) . . . . ? Pb1 N2 C22 C5 -8.2(4) . . . . ? C24 C19 C22 N2 -1.6(5) . . . . ? C20 C19 C22 N2 -179.8(3) . . . . ? C24 C19 C22 C5 178.6(3) . . . . ? C20 C19 C22 C5 0.4(5) . . . . ? N3 C5 C22 N2 -2.1(4) . . . . ? C16 C5 C22 N2 177.7(3) . . . . ? N3 C5 C22 C19 177.7(3) . . . . ? C16 C5 C22 C19 -2.5(5) . . . . ? C8 C9 C23 C28 0.0(6) . . . . ? C11 C17 C24 C19 0.5(6) . . . . ? C22 C19 C24 C17 0.6(5) . . . . ? C20 C19 C24 C17 178.7(4) . . . . ? N3 C15 C25 C27 0.3(6) . . . . ? C19 C20 C26 C16 -1.2(6) . . . . ? C27 C16 C26 C20 -178.7(4) . . . . ? C5 C16 C26 C20 -1.0(6) . . . . ? C15 C25 C27 C16 1.2(6) . . . . ? C5 C16 C27 C25 -1.6(5) . . . . ? C26 C16 C27 C25 176.2(4) . . . . ? C9 C23 C28 C12 -0.1(6) . . . . ? C14 C12 C28 C23 -0.3(5) . . . . ? C13 C12 C28 C23 -178.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.430 _refine_diff_density_min -0.897 _refine_diff_density_rms 0.099 # Attachment '2.CIF' data_12 _database_code_depnum_ccdc_archive 'CCDC 729961' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H8 N6 O4 Pb' _chemical_formula_weight 531.45 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' Pb Pb -3.3944 10.1111 '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 4.1197(2) _cell_length_b 12.4547(10) _cell_length_c 16.4720(8) _cell_angle_alpha 99.219(4) _cell_angle_beta 91.433(4) _cell_angle_gamma 93.907(4) _cell_volume 831.76(9) _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 needle _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 2.122 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 10.174 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 6030 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 28.31 _reflns_number_total 4092 _reflns_number_gt 3661 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART ' _computing_data_reduction 'Bruker SMART ' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0648P)^2^+0.5133P] 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 4092 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.1038 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.105 _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 0.68466(5) 0.986504(19) 0.101134(13) 0.02873(10) Uani 1 1 d . . . O1 O 0.9544(14) 1.1036(4) 0.0078(3) 0.0408(12) Uani 1 1 d . . . O2 O 1.2930(16) 1.5308(4) 0.0961(4) 0.0518(15) Uani 1 1 d . . . O3 O 1.1335(12) 1.0270(4) 0.1924(3) 0.0370(11) Uani 1 1 d . . . O4 O 1.2230(18) 0.8802(6) 0.4814(4) 0.0631(18) Uani 1 1 d . . . N1 N 0.7262(14) 1.2043(5) 0.1514(4) 0.0333(11) Uani 1 1 d . . . N2 N 1.2158(16) 1.2601(5) -0.0161(4) 0.0383(13) Uani 1 1 d . . . N3 N 1.2949(16) 1.3698(5) 0.0098(4) 0.0393(13) Uani 1 1 d . . . H3A H 1.4182 1.4022 -0.0215 0.047 Uiso 1 1 calc R . . N4 N 0.7453(15) 0.8446(5) 0.2102(4) 0.0348(12) Uani 1 1 d . . . N5 N 1.3238(15) 1.0451(5) 0.3240(4) 0.0388(13) Uani 1 1 d . . . N6 N 1.3313(15) 1.0029(6) 0.3962(3) 0.0455(16) Uani 1 1 d . . . H6A H 1.4496 1.0403 0.4360 0.055 Uiso 1 1 calc R . . C1 C 0.621(2) 1.2544(7) 0.2228(5) 0.0455(18) Uani 1 1 d . . . H1A H 0.4918 1.2141 0.2543 0.055 Uiso 1 1 calc R . . C2 C 0.701(2) 1.3680(7) 0.2528(6) 0.051(2) Uani 1 1 d . . . H2B H 0.6304 1.4009 0.3033 0.062 Uiso 1 1 calc R . . C3 C 0.887(2) 1.4269(6) 0.2042(5) 0.0424(16) Uani 1 1 d . . . H3B H 0.9394 1.5011 0.2212 0.051 Uiso 1 1 calc R . . C4 C 0.9949(16) 1.3748(5) 0.1296(4) 0.0313(13) Uani 1 1 d . . . C5 C 0.9108(15) 1.2642(5) 0.1059(4) 0.0276(12) Uani 1 1 d . . . C6 C 1.0301(17) 1.2081(5) 0.0298(4) 0.0307(13) Uani 1 1 d . . . C7 C 1.2024(18) 1.4317(6) 0.0780(5) 0.0355(14) Uani 1 1 d . . . C8 C 0.5804(19) 0.7508(6) 0.2157(5) 0.0441(17) Uani 1 1 d . . . H8A H 0.4442 0.7176 0.1716 0.053 Uiso 1 1 calc R . . C9 C 0.603(2) 0.7012(6) 0.2839(5) 0.0453(17) Uani 1 1 d . . . H9A H 0.4930 0.6339 0.2854 0.054 Uiso 1 1 calc R . . C10 C 0.797(2) 0.7544(7) 0.3514(5) 0.0480(18) Uani 1 1 d . . . H10A H 0.8089 0.7246 0.3995 0.058 Uiso 1 1 calc R . . C11 C 0.9675(18) 0.8505(6) 0.3457(4) 0.0356(14) Uani 1 1 d . . . C12 C 0.9429(17) 0.8932(5) 0.2727(4) 0.0306(13) Uani 1 1 d . . . C13 C 1.1334(15) 0.9938(5) 0.2640(4) 0.0310(13) Uani 1 1 d . . . C14 C 1.1792(19) 0.9119(7) 0.4120(4) 0.0419(16) 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 0.03126(13) 0.03116(14) 0.02264(13) 0.00413(9) 0.00007(8) -0.00501(8) O1 0.064(3) 0.022(2) 0.035(3) 0.0013(19) 0.017(2) -0.007(2) O2 0.076(4) 0.022(2) 0.052(3) -0.004(2) 0.010(3) -0.015(2) O3 0.042(3) 0.042(3) 0.026(2) 0.008(2) -0.0020(19) -0.011(2) O4 0.083(5) 0.075(5) 0.034(3) 0.021(3) -0.012(3) -0.002(4) N1 0.040(3) 0.030(3) 0.030(3) 0.005(2) 0.006(2) -0.002(2) N2 0.055(4) 0.024(3) 0.033(3) 0.000(2) 0.009(3) -0.006(2) N3 0.058(4) 0.022(3) 0.038(3) 0.007(2) 0.009(3) -0.008(2) N4 0.045(3) 0.028(3) 0.030(3) 0.002(2) 0.001(2) -0.002(2) N5 0.044(3) 0.045(3) 0.026(3) 0.007(3) -0.008(2) -0.007(3) N6 0.054(4) 0.054(4) 0.026(3) 0.005(3) -0.011(3) -0.004(3) C1 0.049(4) 0.042(4) 0.043(4) 0.002(3) 0.013(3) -0.006(3) C2 0.058(5) 0.042(4) 0.047(5) -0.015(4) 0.019(4) -0.003(4) C3 0.053(4) 0.028(3) 0.041(4) -0.008(3) 0.006(3) 0.001(3) C4 0.036(3) 0.025(3) 0.031(3) 0.002(2) 0.002(2) 0.000(2) C5 0.035(3) 0.021(3) 0.027(3) 0.002(2) 0.000(2) -0.001(2) C6 0.044(3) 0.021(3) 0.028(3) 0.004(2) 0.005(2) 0.000(2) C7 0.042(3) 0.025(3) 0.039(4) 0.006(3) 0.002(3) -0.002(3) C8 0.050(4) 0.033(4) 0.046(4) 0.000(3) 0.001(3) -0.005(3) C9 0.051(4) 0.031(4) 0.053(5) 0.007(3) 0.007(3) -0.005(3) C10 0.055(5) 0.046(4) 0.047(4) 0.015(4) 0.011(4) 0.004(4) C11 0.045(4) 0.035(3) 0.028(3) 0.007(3) 0.002(3) 0.004(3) C12 0.043(3) 0.026(3) 0.023(3) 0.007(2) 0.006(2) 0.001(3) C13 0.031(3) 0.033(3) 0.027(3) 0.000(2) 0.003(2) -0.003(2) C14 0.048(4) 0.051(4) 0.028(3) 0.012(3) 0.001(3) 0.002(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 O3 2.329(5) . ? Pb1 O1 2.512(5) . ? Pb1 O1 2.531(5) 2_775 ? Pb1 N1 2.699(6) . ? Pb1 N4 2.732(6) . ? O1 C6 1.308(8) . ? O1 Pb1 2.531(5) 2_775 ? O2 C7 1.251(9) . ? O3 C13 1.311(8) . ? O4 C14 1.280(9) . ? N1 C1 1.336(10) . ? N1 C5 1.352(8) . ? N2 C6 1.301(9) . ? N2 N3 1.379(8) . ? N3 C7 1.336(9) . ? N4 C8 1.328(9) . ? N4 C12 1.334(9) . ? N5 C13 1.301(8) . ? N5 N6 1.375(8) . ? N6 C14 1.323(10) . ? C1 C2 1.435(11) . ? C2 C3 1.380(12) . ? C3 C4 1.394(9) . ? C4 C5 1.388(9) . ? C4 C7 1.450(10) . ? C5 C6 1.449(9) . ? C8 C9 1.371(12) . ? C9 C10 1.398(12) . ? C10 C11 1.364(11) . ? C11 C12 1.394(9) . ? C11 C14 1.461(11) . ? C12 C13 1.462(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Pb1 O1 89.41(17) . . ? O3 Pb1 O1 89.82(19) . 2_775 ? O1 Pb1 O1 62.24(19) . 2_775 ? O3 Pb1 N1 73.18(18) . . ? O1 Pb1 N1 62.71(16) . . ? O1 Pb1 N1 122.13(16) 2_775 . ? O3 Pb1 N4 65.17(17) . . ? O1 Pb1 N4 148.44(19) . . ? O1 Pb1 N4 97.57(17) 2_775 . ? N1 Pb1 N4 121.44(17) . . ? C6 O1 Pb1 123.2(4) . . ? C6 O1 Pb1 113.4(4) . 2_775 ? Pb1 O1 Pb1 117.76(19) . 2_775 ? C13 O3 Pb1 120.8(4) . . ? C1 N1 C5 118.2(6) . . ? C1 N1 Pb1 125.1(5) . . ? C5 N1 Pb1 115.9(4) . . ? C6 N2 N3 118.1(6) . . ? C7 N3 N2 127.6(6) . . ? C8 N4 C12 119.5(6) . . ? C8 N4 Pb1 131.1(5) . . ? C12 N4 Pb1 108.4(4) . . ? C13 N5 N6 117.5(6) . . ? C14 N6 N5 128.1(6) . . ? N1 C1 C2 122.4(7) . . ? C3 C2 C1 117.9(7) . . ? C2 C3 C4 119.7(7) . . ? C5 C4 C3 118.7(6) . . ? C5 C4 C7 119.3(6) . . ? C3 C4 C7 121.9(6) . . ? N1 C5 C4 123.1(6) . . ? N1 C5 C6 117.5(5) . . ? C4 C5 C6 119.3(6) . . ? N2 C6 O1 119.8(6) . . ? N2 C6 C5 120.8(6) . . ? O1 C6 C5 119.4(6) . . ? O2 C7 N3 122.1(6) . . ? O2 C7 C4 123.0(7) . . ? N3 C7 C4 114.9(6) . . ? N4 C8 C9 122.5(8) . . ? C8 C9 C10 118.3(7) . . ? C11 C10 C9 119.2(7) . . ? C10 C11 C12 118.9(7) . . ? C10 C11 C14 123.6(7) . . ? C12 C11 C14 117.4(7) . . ? N4 C12 C11 121.4(6) . . ? N4 C12 C13 118.7(6) . . ? C11 C12 C13 119.9(6) . . ? N5 C13 O3 119.7(6) . . ? N5 C13 C12 120.8(6) . . ? O3 C13 C12 119.2(6) . . ? O4 C14 N6 120.9(8) . . ? O4 C14 C11 123.0(8) . . ? N6 C14 C11 116.1(6) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3A O2 0.86 1.97 2.831(8) 177.1 2_885 N6 H6A O4 0.86 1.99 2.841(9) 171.8 2_876 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 3.044 _refine_diff_density_min -1.946 _refine_diff_density_rms 0.223 # Attachment '3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 729962' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H8 N6 O4 Pb' _chemical_formula_weight 531.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P21212 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 11.840(2) _cell_length_b 14.977(3) _cell_length_c 3.7771(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 669.8(2) _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 needle _exptl_crystal_colour light-yellow _exptl_crystal_size_max 0.452 _exptl_crystal_size_mid 0.163 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.635 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 12.635 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.13385 _exptl_absorpt_correction_T_max 0.5 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction Rigaku Corporation, Tokyo,Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6316 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_limit_l_max 4 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 27.46 _reflns_number_total 1504 _reflns_number_gt 1476 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0133P)^2^+0.3873P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.003(7) _refine_ls_number_reflns 1504 _refine_ls_number_parameters 114 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0132 _refine_ls_R_factor_gt 0.0124 _refine_ls_wR_factor_ref 0.0307 _refine_ls_wR_factor_gt 0.0289 _refine_ls_goodness_of_fit_ref 0.990 _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 0.5000 0.5000 0.70483(3) 0.02024(5) Uani 1 2 d S . . C1 C 0.4173(2) 0.27575(19) 0.6506(9) 0.0228(6) Uani 1 1 d . . . H1A H 0.4906 0.2795 0.5635 0.027 Uiso 1 1 calc R . . C2 C 0.3623(2) 0.19358(19) 0.6374(9) 0.0187(6) Uani 1 1 d . . . C3 C 0.2514(2) 0.1876(2) 0.7638(8) 0.0183(6) Uani 1 1 d . . . C4 C 0.2020(2) 0.2639(2) 0.9028(9) 0.0222(6) Uani 1 1 d . . . H4A H 0.1288 0.2623 0.9914 0.027 Uiso 1 1 calc R . . C5 C 0.2638(2) 0.3422(2) 0.9074(10) 0.0252(6) Uani 1 1 d . . . H5A H 0.2302 0.3930 1.0024 0.030 Uiso 1 1 calc R . . C6 C 0.4188(3) 0.11505(19) 0.4949(10) 0.0240(7) Uani 1 1 d . . . C7 C 0.1926(2) 0.1018(2) 0.7282(8) 0.0206(6) Uani 1 1 d . . . O1 O 0.51843(17) 0.11482(15) 0.3910(9) 0.0383(6) Uani 1 1 d . . . O2 O 0.08626(17) 0.09522(15) 0.8224(7) 0.0269(5) Uani 1 1 d . . . N1 N 0.3696(2) 0.34917(17) 0.7824(7) 0.0253(6) Uani 1 1 d . . . N2 N 0.3540(2) 0.04114(17) 0.4853(9) 0.0285(6) Uani 1 1 d . . . H2A H 0.3859 -0.0063 0.4045 0.034 Uiso 1 1 calc R . . N3 N 0.2419(2) 0.03207(17) 0.5903(9) 0.0255(6) 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 0.02452(8) 0.01494(7) 0.02127(8) 0.000 0.000 0.00344(8) C1 0.0168(12) 0.0163(15) 0.0354(18) 0.0044(13) -0.0018(14) -0.0013(11) C2 0.0165(13) 0.0145(14) 0.0252(15) 0.0031(11) -0.0025(13) 0.0006(10) C3 0.0166(13) 0.0171(15) 0.0211(15) 0.0029(11) -0.0053(12) -0.0010(11) C4 0.0188(13) 0.0222(16) 0.0255(16) 0.0007(13) 0.0012(14) 0.0018(11) C5 0.0263(14) 0.0181(15) 0.0313(17) -0.0024(13) -0.0047(15) 0.0024(11) C6 0.0232(14) 0.0153(15) 0.0335(19) 0.0049(12) 0.0031(16) 0.0029(12) C7 0.0179(13) 0.0181(16) 0.0257(16) 0.0048(12) -0.0038(12) -0.0049(11) O1 0.0245(12) 0.0233(12) 0.0671(16) 0.0074(11) 0.0160(16) 0.0038(9) O2 0.0164(9) 0.0261(12) 0.0382(14) 0.0046(10) 0.0007(10) -0.0061(8) N1 0.0233(12) 0.0132(13) 0.0394(17) 0.0007(11) -0.0070(12) -0.0018(10) N2 0.0258(12) 0.0141(12) 0.0455(18) -0.0052(12) 0.0045(14) -0.0001(10) N3 0.0222(11) 0.0176(12) 0.0367(15) -0.0006(11) -0.0004(13) -0.0040(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 O2 2.503(2) 4_557 ? Pb1 O2 2.503(2) 3_557 ? Pb1 O2 2.654(2) 4_556 ? Pb1 O2 2.654(2) 3_556 ? Pb1 N1 2.752(3) 2_665 ? Pb1 N1 2.752(3) . ? C1 N1 1.333(4) . ? C1 C2 1.393(4) . ? C2 C3 1.400(4) . ? C2 C6 1.456(4) . ? C3 C4 1.386(4) . ? C3 C7 1.468(4) . ? C4 C5 1.383(4) . ? C5 N1 1.342(4) . ? C6 O1 1.244(4) . ? C6 N2 1.347(4) . ? C7 N3 1.304(4) . ? C7 O2 1.312(4) . ? O2 Pb1 2.503(2) 3_547 ? O2 Pb1 2.654(2) 3_546 ? N2 N3 1.393(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Pb1 O2 88.98(11) 4_557 3_557 ? O2 Pb1 O2 94.14(7) 4_557 4_556 ? O2 Pb1 O2 176.89(8) 3_557 4_556 ? O2 Pb1 O2 176.89(8) 4_557 3_556 ? O2 Pb1 O2 94.14(7) 3_557 3_556 ? O2 Pb1 O2 82.75(10) 4_556 3_556 ? O2 Pb1 N1 99.36(8) 4_557 2_665 ? O2 Pb1 N1 71.66(8) 3_557 2_665 ? O2 Pb1 N1 107.76(8) 4_556 2_665 ? O2 Pb1 N1 81.65(8) 3_556 2_665 ? O2 Pb1 N1 71.66(8) 4_557 . ? O2 Pb1 N1 99.36(8) 3_557 . ? O2 Pb1 N1 81.65(8) 4_556 . ? O2 Pb1 N1 107.76(8) 3_556 . ? N1 Pb1 N1 167.77(12) 2_665 . ? N1 C1 C2 123.0(3) . . ? C1 C2 C3 118.8(3) . . ? C1 C2 C6 120.8(3) . . ? C3 C2 C6 120.4(3) . . ? C4 C3 C2 118.2(3) . . ? C4 C3 C7 123.8(3) . . ? C2 C3 C7 118.0(3) . . ? C5 C4 C3 118.8(3) . . ? N1 C5 C4 123.7(3) . . ? O1 C6 N2 122.0(3) . . ? O1 C6 C2 123.7(3) . . ? N2 C6 C2 114.4(3) . . ? N3 C7 O2 118.5(3) . . ? N3 C7 C3 121.7(3) . . ? O2 C7 C3 119.7(3) . . ? C7 O2 Pb1 128.87(19) . 3_547 ? C7 O2 Pb1 101.89(19) . 3_546 ? Pb1 O2 Pb1 94.14(7) 3_547 3_546 ? C1 N1 C5 117.6(3) . . ? C1 N1 Pb1 113.6(2) . . ? C5 N1 Pb1 128.6(2) . . ? C6 N2 N3 128.0(3) . . ? C7 N3 N2 117.5(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2A O1 0.86 1.98 2.804(3) 159.5 2_655 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.621 _refine_diff_density_min -0.636 _refine_diff_density_rms 0.080 # Attachment '5.CIF' data_5 _database_code_depnum_ccdc_archive 'CCDC 729963' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H12 Mn N6 O6' _chemical_formula_weight 415.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/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 13.064(3) _cell_length_b 5.3342(11) _cell_length_c 10.874(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.74(3) _cell_angle_gamma 90.00 _cell_volume 744.5(3) _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 needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.465 _exptl_crystal_size_mid 0.256 _exptl_crystal_size_min 0.136 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.852 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 422 _exptl_absorpt_coefficient_mu 0.941 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.43 _exptl_absorpt_correction_T_max 0.5 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction Rigaku Corporation, Tokyo,Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6822 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.47 _reflns_number_total 1687 _reflns_number_gt 1560 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+1.3630P] 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 1687 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0937 _refine_ls_wR_factor_gt 0.0925 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 1.0000 0.0000 0.5000 0.01637(15) Uani 1 2 d S . . O1 O 0.91132(12) -0.2497(3) 0.59687(15) 0.0192(4) Uani 1 1 d . . . O2 O 0.49928(13) -0.2319(4) 0.41988(17) 0.0272(4) Uani 1 1 d . . . OW1 O 0.99875(17) -0.2810(4) 0.34964(18) 0.0298(4) Uani 1 1 d . . . H0 H 1.033(3) -0.413(9) 0.365(4) 0.062(13) Uiso 1 1 d . . . H0A H 0.967(3) -0.276(7) 0.275(4) 0.040(9) Uiso 1 1 d . . . N1 N 0.83675(14) 0.1095(4) 0.42225(18) 0.0177(4) Uani 1 1 d . . . N2 N 0.74858(15) -0.3921(4) 0.59997(19) 0.0222(4) Uani 1 1 d . . . N3 N 0.64278(15) -0.3727(4) 0.5522(2) 0.0231(4) Uani 1 1 d . . . H4A H 0.6033 -0.4746 0.5832 0.028 Uiso 1 1 calc R . . C1 C 0.79789(19) 0.2871(5) 0.3407(2) 0.0224(5) Uani 1 1 d . . . H1A H 0.8442 0.3936 0.3111 0.027 Uiso 1 1 calc R . . C2 C 0.69149(19) 0.3217(5) 0.2975(2) 0.0235(5) Uani 1 1 d . . . H2B H 0.6677 0.4510 0.2421 0.028 Uiso 1 1 calc R . . C3 C 0.62278(18) 0.1625(5) 0.3378(2) 0.0214(5) Uani 1 1 d . . . H3 H 0.552(2) 0.172(6) 0.312(3) 0.026(7) Uiso 1 1 d . . . C4 C 0.66151(17) -0.0282(4) 0.4220(2) 0.0178(4) Uani 1 1 d . . . C5 C 0.76863(17) -0.0459(4) 0.4641(2) 0.0155(4) Uani 1 1 d . . . C6 C 0.81012(17) -0.2367(4) 0.5569(2) 0.0169(4) Uani 1 1 d . . . C7 C 0.59383(17) -0.2155(5) 0.4639(2) 0.0192(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0107(2) 0.0188(3) 0.0192(2) 0.00203(18) 0.00174(17) -0.00158(19) O1 0.0126(7) 0.0220(8) 0.0218(8) 0.0062(6) -0.0003(6) -0.0008(6) O2 0.0141(8) 0.0325(10) 0.0331(10) 0.0015(8) -0.0006(7) -0.0081(7) OW1 0.0411(11) 0.0232(10) 0.0215(9) -0.0032(8) -0.0034(8) 0.0071(9) N1 0.0140(9) 0.0182(9) 0.0203(9) 0.0023(7) 0.0014(7) -0.0018(8) N2 0.0151(9) 0.0255(11) 0.0252(10) 0.0071(8) 0.0013(7) -0.0033(8) N3 0.0138(9) 0.0263(11) 0.0289(11) 0.0066(9) 0.0035(8) -0.0067(8) C1 0.0205(11) 0.0218(12) 0.0247(11) 0.0054(9) 0.0036(9) -0.0045(10) C2 0.0233(12) 0.0230(12) 0.0227(11) 0.0065(9) 0.0006(9) 0.0031(10) C3 0.0137(10) 0.0267(12) 0.0223(11) 0.0009(10) -0.0007(8) 0.0016(10) C4 0.0140(10) 0.0203(11) 0.0184(10) -0.0003(9) 0.0017(8) -0.0026(9) C5 0.0133(10) 0.0165(11) 0.0163(10) -0.0003(8) 0.0018(7) -0.0012(8) C6 0.0137(10) 0.0191(11) 0.0173(10) 0.0001(8) 0.0014(8) -0.0009(9) C7 0.0145(10) 0.0213(11) 0.0215(11) -0.0019(9) 0.0028(8) -0.0026(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O1 2.1635(16) 3_756 ? Mn1 O1 2.1635(16) . ? Mn1 OW1 2.2159(19) . ? Mn1 OW1 2.2159(19) 3_756 ? Mn1 N1 2.2209(19) . ? Mn1 N1 2.2209(19) 3_756 ? O1 C6 1.314(3) . ? O2 C7 1.242(3) . ? N1 C1 1.332(3) . ? N1 C5 1.355(3) . ? N2 C6 1.301(3) . ? N2 N3 1.387(3) . ? N3 C7 1.344(3) . ? C1 C2 1.394(3) . ? C2 C3 1.366(4) . ? C3 C4 1.399(3) . ? C4 C5 1.392(3) . ? C4 C7 1.462(3) . ? C5 C6 1.465(3) . ? 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 O1 180.00(6) 3_756 . ? O1 Mn1 OW1 89.32(7) 3_756 . ? O1 Mn1 OW1 90.68(7) . . ? O1 Mn1 OW1 90.68(7) 3_756 3_756 ? O1 Mn1 OW1 89.32(7) . 3_756 ? OW1 Mn1 OW1 180.00(7) . 3_756 ? O1 Mn1 N1 102.48(7) 3_756 . ? O1 Mn1 N1 77.52(7) . . ? OW1 Mn1 N1 91.29(8) . . ? OW1 Mn1 N1 88.71(8) 3_756 . ? O1 Mn1 N1 77.52(7) 3_756 3_756 ? O1 Mn1 N1 102.48(7) . 3_756 ? OW1 Mn1 N1 88.71(8) . 3_756 ? OW1 Mn1 N1 91.29(8) 3_756 3_756 ? N1 Mn1 N1 180.00(10) . 3_756 ? C6 O1 Mn1 113.81(14) . . ? C1 N1 C5 117.8(2) . . ? C1 N1 Mn1 131.33(16) . . ? C5 N1 Mn1 110.82(14) . . ? C6 N2 N3 117.2(2) . . ? C7 N3 N2 128.5(2) . . ? N1 C1 C2 123.5(2) . . ? C3 C2 C1 118.9(2) . . ? C2 C3 C4 118.9(2) . . ? C5 C4 C3 118.9(2) . . ? C5 C4 C7 118.7(2) . . ? C3 C4 C7 122.3(2) . . ? N1 C5 C4 122.1(2) . . ? N1 C5 C6 118.34(19) . . ? C4 C5 C6 119.6(2) . . ? N2 C6 O1 119.9(2) . . ? N2 C6 C5 121.1(2) . . ? O1 C6 C5 119.0(2) . . ? O2 C7 N3 122.5(2) . . ? O2 C7 C4 123.0(2) . . ? N3 C7 C4 114.5(2) . . ? 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 OW1 H0 O1 0.83(5) 1.96(5) 2.780(3) 170(4) 3_746 OW1 H0A O1 0.84(4) 1.95(4) 2.778(3) 173(3) 4 N3 H4A O2 0.86 2.06 2.863(3) 155.6 3_646 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.363 _refine_diff_density_min -0.280 _refine_diff_density_rms 0.067 # Attachment '10.CIF' data_11 _database_code_depnum_ccdc_archive 'CCDC 729965' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H6 N4 O4' _chemical_formula_weight 246.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fmmm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y, -z' 'x, -y, -z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+1/2, y, -z+1/2' 'x+1/2, -y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z' 'x, -y, z' '-x, y, z' '-x, -y+1/2, -z+1/2' 'x, y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' '-x, y+1/2, z+1/2' '-x+1/2, -y, -z+1/2' 'x+1/2, y, -z+1/2' 'x+1/2, -y, z+1/2' '-x+1/2, y, z+1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' _cell_length_a 6.1168(12) _cell_length_b 8.9700(18) _cell_length_c 17.250(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 946.5(3) _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 light-brown _exptl_crystal_size_max 0.313 _exptl_crystal_size_mid 0.308 _exptl_crystal_size_min 0.164 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.728 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_absorpt_coefficient_mu 0.138 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4149 _exptl_absorpt_correction_T_max 0.5 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction Rigaku Corporation, Tokyo,Japan. ; _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2290 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 4.20 _diffrn_reflns_theta_max 27.46 _reflns_number_total 322 _reflns_number_gt 291 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0940P)^2^+0.9639P] 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 322 _refine_ls_number_parameters 29 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1415 _refine_ls_wR_factor_gt 0.1388 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.141 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0000 0.3432(3) 0.5000 0.0202(6) Uani 1 4 d S . . H1B H 0.0000 0.2395 0.5000 0.024 Uiso 1 4 calc SR . . C2 C 0.0000 0.42159(19) 0.43071(9) 0.0185(6) Uani 1 2 d S . . C3 C 0.0000 0.3426(2) 0.35603(8) 0.0197(5) Uani 1 2 d S . . O1 O 0.0000 0.20076(15) 0.35359(6) 0.0278(5) Uani 1 2 d S . . N1 N 0.0000 0.42275(16) 0.29192(8) 0.0231(6) Uani 1 2 d S . . H1A H 0.0000 0.3770 0.2481 0.028 Uiso 1 2 calc SR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0306(13) 0.0158(12) 0.0141(11) 0.000 0.000 0.000 C2 0.0262(10) 0.0181(11) 0.0112(9) -0.0003(5) 0.000 0.000 C3 0.0287(10) 0.0188(10) 0.0118(8) -0.0012(6) 0.000 0.000 O1 0.0502(10) 0.0174(8) 0.0156(8) -0.0039(4) 0.000 0.000 N1 0.0397(10) 0.0199(10) 0.0097(7) -0.0014(5) 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.387(2) . ? C1 C2 1.387(2) 18_556 ? C2 C2 1.407(3) 2_565 ? C2 C3 1.470(2) . ? C3 O1 1.273(3) . ? C3 N1 1.319(2) . ? N1 N1 1.386(3) 2_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C2 119.0(2) . 18_556 ? C1 C2 C2 120.48(12) . 2_565 ? C1 C2 C3 120.71(19) . . ? C2 C2 C3 118.81(11) 2_565 . ? O1 C3 N1 121.12(15) . . ? O1 C3 C2 120.71(16) . . ? N1 C3 C2 118.17(19) . . ? C3 N1 N1 123.02(11) . 2_565 ? 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 N1 H1A O1 0.86 1.89 2.7437(19) 173.2 21 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.268 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.155