# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Changcang Huang' _publ_contact_author_address ; College of Chemistry & Chemical Engineering Fuzhou University Fuzhou 350108 CHINA ; _publ_contact_author_email CCHUANG@FZU.EDU.CN loop_ _publ_author_name 'Changcang Huang.' 'XiHe Huang.' 'Qian Liang.' 'Dong-Sheng Liu.' ; Tong-Hen Pan ; 'Yu-Bo Wang.' 'Shu-Ting Wu.' # Attachment 'compound_1-5_cif.txt' data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 761548' #TrackingRef 'compound_1-5_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H12 Cd N10 O2' _chemical_formula_sum 'C16 H12 Cd N10 O2' _chemical_formula_weight 488.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P43212 _symmetry_space_group_name_Hall 'P 4nw 2abw ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 10.7037(15) _cell_length_b 10.7037(15) _cell_length_c 15.839(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1814.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 1.242 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_T_max 0.73 _exptl_absorpt_process_details 'RAPID AUTO (Rigaku Corporation, 1998)' _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 Mercury CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15347 _diffrn_reflns_av_R_equivalents 0.0483 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2062 _reflns_number_gt 2052 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2002)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXTL (Siemens, 1994)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0051P)^2^+1.9299P] 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 0.01(4) _refine_ls_number_reflns 2062 _refine_ls_number_parameters 132 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0296 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0553 _refine_ls_wR_factor_gt 0.0552 _refine_ls_goodness_of_fit_ref 1.230 _refine_ls_restrained_S_all 1.230 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.19140(2) 0.19140(2) 0.0000 0.02318(8) Uani 1 2 d S . . O1 O -0.0037(2) 0.1564(3) -0.06554(16) 0.0540(9) Uani 1 1 d . . . N1 N -0.1574(2) 0.2048(3) 0.02779(16) 0.0299(6) Uani 1 1 d . . . H1 H -0.2369 0.2078 0.0352 0.036 Uiso 1 1 calc R . . N2 N -0.1307(3) 0.2725(3) 0.16927(18) 0.0306(7) Uani 1 1 d . . . N3 N -0.0295(3) 0.2980(4) 0.21890(18) 0.0394(8) Uani 1 1 d . . . N4 N 0.0708(3) 0.2828(3) 0.17493(18) 0.0336(7) Uani 1 1 d . . . N5 N 0.0412(2) 0.2469(3) 0.09504(17) 0.0258(6) Uani 1 1 d . . . C1 C -0.3253(4) 0.1834(5) -0.1181(2) 0.0489(10) Uani 1 1 d . . . H1A H -0.3483 0.2448 -0.0796 0.059 Uiso 1 1 calc R . . C2 C -0.4065(4) 0.1485(6) -0.1820(3) 0.0702(16) Uani 1 1 d . . . H2 H -0.4846 0.1862 -0.1858 0.084 Uiso 1 1 calc R . . C3 C -0.3733(5) 0.0597(5) -0.2391(3) 0.0696(16) Uani 1 1 d . . . H3 H -0.4281 0.0377 -0.2822 0.084 Uiso 1 1 calc R . . C4 C -0.2608(5) 0.0036(5) -0.2335(3) 0.0634(14) Uani 1 1 d . . . H4 H -0.2391 -0.0578 -0.2723 0.076 Uiso 1 1 calc R . . C5 C -0.1772(5) 0.0366(4) -0.1703(3) 0.0532(11) Uani 1 1 d . . . H5 H -0.0993 -0.0017 -0.1671 0.064 Uiso 1 1 calc R . . C6 C -0.2107(3) 0.1268(3) -0.1122(2) 0.0352(9) Uani 1 1 d . . . C7 C -0.1151(3) 0.1644(4) -0.0489(2) 0.0340(9) Uani 1 1 d . . . C8 C -0.0821(3) 0.2414(3) 0.0945(2) 0.0254(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02320(9) 0.02320(9) 0.02315(15) -0.00093(10) 0.00093(10) -0.00047(13) O1 0.0244(13) 0.104(3) 0.0331(14) -0.0216(16) -0.0023(11) 0.0046(15) N1 0.0217(12) 0.0396(16) 0.0282(14) -0.0053(12) -0.0007(10) -0.0020(12) N2 0.0207(14) 0.0443(19) 0.0268(15) -0.0069(13) -0.0010(11) 0.0009(12) N3 0.0239(14) 0.060(2) 0.0343(16) -0.0106(17) -0.0003(12) -0.0040(16) N4 0.0257(14) 0.045(2) 0.0297(16) -0.0102(14) 0.0015(12) -0.0005(13) N5 0.0185(13) 0.0332(15) 0.0258(15) -0.0029(13) 0.0026(11) 0.0004(11) C1 0.033(2) 0.076(3) 0.038(2) -0.007(2) -0.0024(17) 0.003(2) C2 0.039(3) 0.116(5) 0.056(3) -0.008(3) -0.016(2) 0.005(3) C3 0.064(3) 0.100(4) 0.045(3) -0.006(3) -0.020(3) -0.027(3) C4 0.076(3) 0.064(3) 0.050(3) -0.018(3) -0.010(3) -0.022(2) C5 0.053(3) 0.057(3) 0.049(3) -0.015(2) -0.007(2) 0.000(2) C6 0.031(2) 0.045(2) 0.0293(19) -0.0009(15) -0.0019(15) -0.0025(16) C7 0.0250(17) 0.045(2) 0.032(2) -0.0045(16) -0.0009(14) 0.0022(15) C8 0.0246(16) 0.0269(16) 0.0247(17) 0.0020(14) -0.0001(13) 0.0007(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N5 2.281(3) 7 ? Cd1 N5 2.281(3) . ? Cd1 N2 2.326(3) 6 ? Cd1 N2 2.326(3) 3_554 ? Cd1 O1 2.362(3) . ? Cd1 O1 2.362(3) 7 ? O1 C7 1.224(4) . ? N1 C7 1.366(4) . ? N1 C8 1.385(4) . ? N2 C8 1.336(4) . ? N2 N3 1.366(4) . ? N2 Cd1 2.326(3) 4_455 ? N3 N4 1.291(4) . ? N4 N5 1.360(4) . ? N5 C8 1.322(4) . ? C1 C6 1.371(5) . ? C1 C2 1.386(6) . ? C2 C3 1.360(7) . ? C3 C4 1.348(7) . ? C4 C5 1.388(6) . ? C5 C6 1.381(5) . ? C6 C7 1.489(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 N5 Cd1 N5 143.40(14) 7 . ? N5 Cd1 N2 105.45(10) 7 6 ? N5 Cd1 N2 99.84(10) . 6 ? N5 Cd1 N2 99.84(10) 7 3_554 ? N5 Cd1 N2 105.45(10) . 3_554 ? N2 Cd1 N2 91.75(15) 6 3_554 ? N5 Cd1 O1 80.14(10) 7 . ? N5 Cd1 O1 73.04(9) . . ? N2 Cd1 O1 172.63(9) 6 . ? N2 Cd1 O1 92.00(11) 3_554 . ? N5 Cd1 O1 73.04(9) 7 7 ? N5 Cd1 O1 80.14(10) . 7 ? N2 Cd1 O1 92.00(11) 6 7 ? N2 Cd1 O1 172.63(9) 3_554 7 ? O1 Cd1 O1 85.00(18) . 7 ? C7 O1 Cd1 139.0(2) . . ? C7 N1 C8 125.0(3) . . ? C8 N2 N3 104.6(3) . . ? C8 N2 Cd1 147.9(2) . 4_455 ? N3 N2 Cd1 107.4(2) . 4_455 ? N4 N3 N2 108.9(3) . . ? N3 N4 N5 110.1(3) . . ? C8 N5 N4 104.6(3) . . ? C8 N5 Cd1 133.4(2) . . ? N4 N5 Cd1 121.57(19) . . ? C6 C1 C2 119.5(4) . . ? C3 C2 C1 120.7(5) . . ? C4 C3 C2 120.1(5) . . ? C3 C4 C5 120.7(5) . . ? C6 C5 C4 119.4(5) . . ? C1 C6 C5 119.7(4) . . ? C1 C6 C7 122.8(3) . . ? C5 C6 C7 117.4(4) . . ? O1 C7 N1 122.5(3) . . ? O1 C7 C6 120.3(3) . . ? N1 C7 C6 117.2(3) . . ? N5 C8 N2 111.8(3) . . ? N5 C8 N1 126.8(3) . . ? N2 C8 N1 121.3(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 N1 H1 N4 0.86 2.15 3.007(4) 170.8 6_455 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.391 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.058 #===END data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 761549' #TrackingRef 'compound_1-5_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H6 Ag N5 O' _chemical_formula_sum 'C8 H6 Ag N5 O' _chemical_formula_weight 296.05 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' Ag Ag -0.8971 1.1015 '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 _symmetry_space_group_name_Hall '-P 2ybc' 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 7.3812(15) _cell_length_b 9.886(2) _cell_length_c 12.798(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.76(3) _cell_angle_gamma 90.00 _cell_volume 894.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 2.230 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.72 _exptl_absorpt_process_details 'RAPID AUTO (Rigaku Corporation, 1998)' _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 Mercury CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7286 _diffrn_reflns_av_R_equivalents 0.0573 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 27.63 _reflns_number_total 2066 _reflns_number_gt 1854 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2002)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXTL (Siemens, 1994)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0132P)^2^+2.9633P] 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 2066 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_ref 0.0952 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 1.234 _refine_ls_restrained_S_all 1.234 _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 Ag1 Ag 0.04630(8) 0.15445(4) 0.10820(3) 0.03960(16) Uani 1 1 d . . . O1 O 0.2695(6) 0.3561(4) 0.0934(3) 0.0422(10) Uani 1 1 d . . . N1 N 0.1448(6) 0.4071(4) -0.0865(3) 0.0258(9) Uani 1 1 d . . . H1 H 0.1177 0.4722 -0.1331 0.031 Uiso 1 1 calc R . . N2 N 0.0509(7) 0.2457(4) -0.2298(3) 0.0274(10) Uani 1 1 d . . . N3 N 0.0042(8) 0.1130(4) -0.2347(3) 0.0338(11) Uani 1 1 d . . . N4 N 0.0166(7) 0.0699(4) -0.1365(4) 0.0334(11) Uani 1 1 d . . . N5 N 0.0710(7) 0.1727(4) -0.0634(3) 0.0291(10) Uani 1 1 d . . . C1 C 0.3530(9) 0.6241(6) 0.1516(5) 0.0379(14) Uani 1 1 d . . . H1A H 0.3388 0.5650 0.2052 0.045 Uiso 1 1 calc R . . C2 C 0.4229(10) 0.7527(7) 0.1804(6) 0.0537(18) Uani 1 1 d . . . H2 H 0.4578 0.7793 0.2532 0.064 Uiso 1 1 calc R . . C3 C 0.4406(11) 0.8408(7) 0.1015(6) 0.059(2) Uani 1 1 d . . . H3 H 0.4861 0.9278 0.1203 0.071 Uiso 1 1 calc R . . C4 C 0.3905(10) 0.7999(7) -0.0064(6) 0.0525(18) Uani 1 1 d . . . H4 H 0.4029 0.8599 -0.0599 0.063 Uiso 1 1 calc R . . C5 C 0.3223(9) 0.6710(6) -0.0357(5) 0.0401(14) Uani 1 1 d . . . H5 H 0.2892 0.6445 -0.1084 0.048 Uiso 1 1 calc R . . C6 C 0.3033(8) 0.5818(5) 0.0432(4) 0.0278(11) Uani 1 1 d . . . C7 C 0.2393(8) 0.4385(5) 0.0205(4) 0.0277(11) Uani 1 1 d . . . C8 C 0.0908(7) 0.2770(5) -0.1235(4) 0.0246(11) 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 Ag1 0.0735(4) 0.0262(2) 0.0235(2) -0.00132(18) 0.0209(2) -0.0060(2) O1 0.064(3) 0.034(2) 0.0218(19) 0.0079(17) 0.0017(19) -0.006(2) N1 0.039(3) 0.021(2) 0.0158(19) 0.0046(16) 0.0046(18) -0.0018(19) N2 0.047(3) 0.018(2) 0.017(2) -0.0008(16) 0.0086(19) -0.0025(19) N3 0.061(3) 0.021(2) 0.018(2) 0.0029(17) 0.009(2) -0.003(2) N4 0.062(3) 0.016(2) 0.024(2) -0.0023(18) 0.014(2) -0.005(2) N5 0.052(3) 0.017(2) 0.020(2) 0.0002(17) 0.013(2) -0.003(2) C1 0.046(4) 0.039(3) 0.028(3) -0.006(2) 0.010(3) -0.007(3) C2 0.063(5) 0.058(4) 0.041(4) -0.024(3) 0.015(3) -0.016(4) C3 0.076(5) 0.040(4) 0.063(5) -0.020(4) 0.022(4) -0.028(4) C4 0.068(5) 0.035(3) 0.058(4) -0.004(3) 0.024(4) -0.023(3) C5 0.048(4) 0.038(3) 0.034(3) -0.003(3) 0.012(3) -0.011(3) C6 0.029(3) 0.028(3) 0.024(3) -0.003(2) 0.005(2) 0.003(2) C7 0.031(3) 0.030(3) 0.022(2) -0.001(2) 0.008(2) -0.002(2) C8 0.031(3) 0.024(3) 0.018(2) -0.0018(19) 0.006(2) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N5 2.263(4) . ? Ag1 N2 2.287(4) 4_566 ? Ag1 N4 2.316(4) 3 ? O1 C7 1.210(6) . ? N1 C7 1.381(6) . ? N1 C8 1.390(6) . ? N1 H1 0.8600 . ? N2 C8 1.342(6) . ? N2 N3 1.354(6) . ? N2 Ag1 2.287(4) 4_565 ? N3 N4 1.306(6) . ? N4 N5 1.361(6) . ? N4 Ag1 2.316(4) 3 ? N5 C8 1.319(6) . ? C1 C2 1.382(8) . ? C1 C6 1.393(7) . ? C1 H1A 0.9300 . ? C2 C3 1.368(10) . ? C2 H2 0.9300 . ? C3 C4 1.383(9) . ? C3 H3 0.9300 . ? C4 C5 1.382(8) . ? C4 H4 0.9300 . ? C5 C6 1.377(7) . ? C5 H5 0.9300 . ? C6 C7 1.495(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Ag1 N2 149.43(15) . 4_566 ? N5 Ag1 N4 107.69(14) . 3 ? N2 Ag1 N4 102.88(15) 4_566 3 ? C7 N1 C8 124.0(4) . . ? C7 N1 H1 118.0 . . ? C8 N1 H1 118.0 . . ? C8 N2 N3 104.4(4) . . ? C8 N2 Ag1 139.5(3) . 4_565 ? N3 N2 Ag1 116.0(3) . 4_565 ? N4 N3 N2 109.0(4) . . ? N3 N4 N5 110.1(4) . . ? N3 N4 Ag1 120.1(3) . 3 ? N5 N4 Ag1 129.9(3) . 3 ? C8 N5 N4 104.1(4) . . ? C8 N5 Ag1 133.0(3) . . ? N4 N5 Ag1 121.1(3) . . ? C2 C1 C6 120.9(6) . . ? C2 C1 H1A 119.6 . . ? C6 C1 H1A 119.6 . . ? C3 C2 C1 119.7(6) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C2 C3 C4 119.8(6) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 120.7(6) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 119.9(6) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C1 119.0(5) . . ? C5 C6 C7 123.9(5) . . ? C1 C6 C7 117.1(5) . . ? O1 C7 N1 122.8(5) . . ? O1 C7 C6 120.7(5) . . ? N1 C7 C6 116.5(4) . . ? N5 C8 N2 112.5(4) . . ? N5 C8 N1 126.4(4) . . ? N2 C8 N1 121.1(4) . . ? 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 H1 N3 0.86 2.18 3.022(6) 168.2 2_554 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.63 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.446 _refine_diff_density_min -0.490 _refine_diff_density_rms 0.117 #===END data_compound_3 _database_code_depnum_ccdc_archive 'CCDC 761550' #TrackingRef 'compound_1-5_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H12 Mn N10 O2' _chemical_formula_sum 'C16 H12 Mn N10 O2' _chemical_formula_weight 431.30 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 Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.6804(19) _cell_length_b 8.6933(17) _cell_length_c 19.830(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1668.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.717 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 0.832 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_process_details 'RAPID AUTO (Rigaku Corporation, 1998)' _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 Mercury CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12883 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.0274 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1916 _reflns_number_gt 1878 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2002)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXTL (Siemens, 1994)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0041P)^2^+3.1690P] 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 1916 _refine_ls_number_parameters 133 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1009 _refine_ls_wR_factor_gt 0.1001 _refine_ls_goodness_of_fit_ref 1.336 _refine_ls_restrained_S_all 1.336 _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 0.02131(16) Uani 1 2 d S . . O1 O 0.8808(2) 0.0229(3) 0.59404(11) 0.0283(5) Uani 1 1 d . . . N1 N 0.6835(2) 0.1378(3) 0.55581(12) 0.0251(5) Uani 1 1 d . . . H1 H 0.5957 0.1452 0.5616 0.030 Uiso 1 1 calc R . . N2 N 0.8657(2) 0.1927(3) 0.47667(12) 0.0226(5) Uani 1 1 d . . . N3 N 0.8808(3) 0.3011(3) 0.42782(13) 0.0259(5) Uani 1 1 d . . . N4 N 0.7711(3) 0.3860(3) 0.42507(13) 0.0284(6) Uani 1 1 d . . . N5 N 0.6784(2) 0.3368(3) 0.47247(13) 0.0243(5) Uani 1 1 d . . . C1 C 0.5556(3) -0.1100(4) 0.63927(17) 0.0314(7) Uani 1 1 d . . . H1A H 0.5229 -0.1150 0.5952 0.038 Uiso 1 1 calc R . . C2 C 0.4874(4) -0.1871(4) 0.69053(19) 0.0404(8) Uani 1 1 d . . . H2 H 0.4107 -0.2474 0.6806 0.048 Uiso 1 1 calc R . . C3 C 0.5329(4) -0.1748(4) 0.75608(19) 0.0432(9) Uani 1 1 d . . . H3 H 0.4865 -0.2264 0.7904 0.052 Uiso 1 1 calc R . . C4 C 0.6470(4) -0.0864(4) 0.77105(18) 0.0419(9) Uani 1 1 d . . . H4 H 0.6755 -0.0756 0.8156 0.050 Uiso 1 1 calc R . . C5 C 0.7190(3) -0.0135(4) 0.72002(16) 0.0339(7) Uani 1 1 d . . . H5 H 0.7979 0.0432 0.7299 0.041 Uiso 1 1 calc R . . C6 C 0.6729(3) -0.0254(3) 0.65419(15) 0.0246(6) Uani 1 1 d . . . C7 C 0.7553(3) 0.0470(3) 0.59932(14) 0.0232(6) Uani 1 1 d . . . C8 C 0.7414(3) 0.2195(3) 0.50270(14) 0.0206(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 0.0131(3) 0.0195(3) 0.0314(3) 0.0030(3) 0.0022(3) 0.0013(2) O1 0.0192(10) 0.0362(12) 0.0295(11) 0.0037(9) 0.0017(9) 0.0047(9) N1 0.0156(11) 0.0283(13) 0.0314(13) 0.0070(11) 0.0037(10) 0.0040(10) N2 0.0165(11) 0.0226(12) 0.0287(12) 0.0041(10) 0.0016(10) 0.0023(10) N3 0.0192(12) 0.0264(13) 0.0321(14) 0.0041(11) 0.0022(11) 0.0025(11) N4 0.0216(12) 0.0301(14) 0.0335(14) 0.0077(12) 0.0021(11) 0.0049(11) N5 0.0170(11) 0.0250(13) 0.0310(13) 0.0037(11) 0.0024(10) 0.0027(10) C1 0.0278(16) 0.0351(17) 0.0314(17) 0.0018(14) 0.0000(13) -0.0013(14) C2 0.0309(18) 0.042(2) 0.048(2) 0.0038(17) 0.0057(16) -0.0091(16) C3 0.039(2) 0.051(2) 0.040(2) 0.0142(18) 0.0148(16) 0.0013(17) C4 0.047(2) 0.052(2) 0.0275(17) 0.0065(16) 0.0035(16) 0.0068(18) C5 0.0313(17) 0.0387(18) 0.0318(16) 0.0026(15) -0.0010(14) -0.0002(15) C6 0.0214(14) 0.0246(15) 0.0279(15) 0.0016(12) 0.0044(12) 0.0048(12) C7 0.0201(13) 0.0240(14) 0.0256(14) -0.0019(12) 0.0023(12) 0.0013(11) C8 0.0163(12) 0.0188(13) 0.0267(13) 0.0001(12) -0.0009(12) -0.0004(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 Mn1 N2 2.171(2) 5_756 ? Mn1 N2 2.171(2) . ? Mn1 O1 2.202(2) . ? Mn1 O1 2.202(2) 5_756 ? Mn1 N5 2.301(2) 8_755 ? Mn1 N5 2.301(2) 4_556 ? O1 C7 1.238(3) . ? N1 C7 1.360(4) . ? N1 C8 1.388(4) . ? N1 H1 0.8600 . ? N2 C8 1.329(3) . ? N2 N3 1.360(3) . ? N3 N4 1.295(3) . ? N4 N5 1.368(3) . ? N5 C8 1.331(4) . ? N5 Mn1 2.301(2) 4_456 ? C1 C2 1.385(5) . ? C1 C6 1.385(4) . ? C1 H1A 0.9300 . ? C2 C3 1.377(5) . ? C2 H2 0.9300 . ? C3 C4 1.378(5) . ? C3 H3 0.9300 . ? C4 C5 1.383(5) . ? C4 H4 0.9300 . ? C5 C6 1.383(4) . ? C5 H5 0.9300 . ? C6 C7 1.488(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Mn1 O1 101.73(8) 5_756 . ? N2 Mn1 O1 78.27(8) . . ? N2 Mn1 O1 78.27(8) 5_756 5_756 ? N2 Mn1 O1 101.73(8) . 5_756 ? N2 Mn1 N5 91.40(9) 5_756 8_755 ? N2 Mn1 N5 88.60(9) . 8_755 ? O1 Mn1 N5 82.15(9) . 8_755 ? O1 Mn1 N5 97.85(9) 5_756 8_755 ? N2 Mn1 N5 88.60(9) 5_756 4_556 ? N2 Mn1 N5 91.40(9) . 4_556 ? O1 Mn1 N5 97.85(9) . 4_556 ? O1 Mn1 N5 82.15(9) 5_756 4_556 ? C7 O1 Mn1 126.98(19) . . ? C7 N1 C8 124.9(2) . . ? C7 N1 H1 117.6 . . ? C8 N1 H1 117.6 . . ? C8 N2 N3 104.7(2) . . ? C8 N2 Mn1 126.47(19) . . ? N3 N2 Mn1 128.47(18) . . ? N4 N3 N2 109.7(2) . . ? N3 N4 N5 109.3(2) . . ? C8 N5 N4 104.4(2) . . ? C8 N5 Mn1 135.2(2) . 4_456 ? N4 N5 Mn1 117.53(18) . 4_456 ? C2 C1 C6 119.4(3) . . ? C2 C1 H1A 120.3 . . ? C6 C1 H1A 120.3 . . ? C3 C2 C1 120.2(3) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C5 120.1(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C4 C5 C6 119.6(3) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C1 120.4(3) . . ? C5 C6 C7 119.0(3) . . ? C1 C6 C7 120.5(3) . . ? O1 C7 N1 123.1(3) . . ? O1 C7 C6 121.1(3) . . ? N1 C7 C6 115.8(3) . . ? N2 C8 N5 112.0(2) . . ? N2 C8 N1 124.8(3) . . ? N5 C8 N1 123.2(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 N1 H1 N3 0.86 2.14 2.995(3) 171.5 4_456 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.266 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.056 #===END data_compound_4 _database_code_depnum_ccdc_archive 'CCDC 761551' #TrackingRef 'compound_1-5_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H12 Cu N10 O2' _chemical_formula_sum 'C16 H12 Cu N10 O2' _chemical_formula_weight 439.90 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 Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.5801(19) _cell_length_b 8.4014(17) _cell_length_c 20.163(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1622.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.800 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 1.388 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.75 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details 'RAPID AUTO (Rigaku Corporation, 1998)' _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 Mercury CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12471 _diffrn_reflns_av_R_equivalents 0.0611 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.38 _diffrn_reflns_theta_max 27.62 _reflns_number_total 1858 _reflns_number_gt 1816 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2002)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXTL (Siemens, 1994)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+6.6134P] 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 1858 _refine_ls_number_parameters 133 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0894 _refine_ls_R_factor_gt 0.0873 _refine_ls_wR_factor_ref 0.1361 _refine_ls_wR_factor_gt 0.1354 _refine_ls_goodness_of_fit_ref 1.390 _refine_ls_restrained_S_all 1.390 _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 1.0000 0.0000 0.5000 0.0278(2) Uani 1 2 d S . . O1 O 0.8887(3) -0.0023(4) 0.58949(16) 0.0316(8) Uani 1 1 d . . . N1 N 0.6919(4) 0.1222(5) 0.55321(19) 0.0287(9) Uani 1 1 d . . . H1 H 0.6036 0.1325 0.5596 0.034 Uiso 1 1 calc R . . N2 N 0.8772(4) 0.1749(5) 0.47611(19) 0.0265(8) Uani 1 1 d . . . N3 N 0.8956(4) 0.2842(5) 0.4270(2) 0.0294(9) Uani 1 1 d . . . N4 N 0.7841(4) 0.3706(5) 0.4226(2) 0.0317(9) Uani 1 1 d . . . N5 N 0.6875(4) 0.3215(5) 0.4683(2) 0.0292(9) Uani 1 1 d . . . C1 C 0.5589(5) -0.1239(7) 0.6392(3) 0.0350(12) Uani 1 1 d . . . H1A H 0.5250 -0.1327 0.5961 0.042 Uiso 1 1 calc R . . C2 C 0.4893(6) -0.1955(7) 0.6910(3) 0.0419(13) Uani 1 1 d . . . H2 H 0.4098 -0.2558 0.6827 0.050 Uiso 1 1 calc R . . C3 C 0.5372(6) -0.1779(7) 0.7550(3) 0.0434(14) Uani 1 1 d . . . H3 H 0.4902 -0.2273 0.7897 0.052 Uiso 1 1 calc R . . C4 C 0.6541(6) -0.0878(7) 0.7681(3) 0.0410(13) Uani 1 1 d . . . H4 H 0.6834 -0.0726 0.8116 0.049 Uiso 1 1 calc R . . C5 C 0.7280(5) -0.0201(6) 0.7163(2) 0.0350(12) Uani 1 1 d . . . H5 H 0.8092 0.0373 0.7246 0.042 Uiso 1 1 calc R . . C6 C 0.6802(5) -0.0384(6) 0.6518(2) 0.0281(10) Uani 1 1 d . . . C7 C 0.7636(5) 0.0293(6) 0.5958(2) 0.0267(10) Uani 1 1 d . . . C8 C 0.7500(5) 0.2023(5) 0.4999(2) 0.0234(9) 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 0.0242(4) 0.0308(4) 0.0283(4) 0.0076(4) 0.0057(3) 0.0044(4) O1 0.0253(17) 0.0381(19) 0.0315(17) 0.0102(16) 0.0015(14) 0.0067(15) N1 0.0214(19) 0.036(2) 0.029(2) 0.0085(18) 0.0048(16) 0.0042(17) N2 0.029(2) 0.025(2) 0.0261(19) 0.0074(17) -0.0023(16) -0.0027(17) N3 0.027(2) 0.032(2) 0.029(2) 0.0079(18) 0.0021(17) -0.0027(18) N4 0.029(2) 0.037(2) 0.029(2) 0.0056(19) 0.0004(17) -0.0008(19) N5 0.026(2) 0.032(2) 0.030(2) 0.0038(18) -0.0004(17) -0.0014(18) C1 0.032(3) 0.040(3) 0.033(3) 0.000(2) 0.004(2) -0.002(2) C2 0.035(3) 0.042(3) 0.048(3) 0.006(3) 0.006(3) -0.008(3) C3 0.044(3) 0.050(3) 0.037(3) 0.015(3) 0.018(3) 0.003(3) C4 0.050(3) 0.046(3) 0.028(3) 0.005(2) -0.001(2) 0.004(3) C5 0.031(3) 0.038(3) 0.036(3) -0.001(2) -0.002(2) 0.000(2) C6 0.024(2) 0.033(3) 0.028(2) 0.004(2) 0.0032(19) 0.006(2) C7 0.026(2) 0.028(2) 0.026(2) 0.001(2) 0.0012(19) -0.0004(19) C8 0.0184(19) 0.025(2) 0.027(2) 0.004(2) -0.0018(19) -0.0002(18) _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 N2 1.943(4) . ? Cu1 N2 1.943(4) 5_756 ? Cu1 O1 2.096(3) 5_756 ? Cu1 O1 2.096(3) . ? Cu1 N5 2.426(4) 8_755 ? Cu1 N5 2.426(4) 4_556 ? O1 C7 1.234(6) . ? N1 C7 1.350(6) . ? N1 C8 1.385(6) . ? N1 H1 0.8600 . ? N2 C8 1.330(6) . ? N2 N3 1.362(5) . ? N3 N4 1.295(6) . ? N4 N5 1.370(5) . ? N5 C8 1.329(6) . ? N5 Cu1 2.426(4) 4_456 ? C1 C2 1.377(7) . ? C1 C6 1.389(7) . ? C1 H1A 0.9300 . ? C2 C3 1.378(8) . ? C2 H2 0.9300 . ? C3 C4 1.377(8) . ? C3 H3 0.9300 . ? C4 C5 1.385(7) . ? C4 H4 0.9300 . ? C5 C6 1.387(7) . ? C5 H5 0.9300 . ? C6 C7 1.495(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 N2 Cu1 O1 95.03(15) . 5_756 ? N2 Cu1 O1 84.97(15) 5_756 5_756 ? N2 Cu1 O1 84.97(15) . . ? N2 Cu1 O1 95.03(15) 5_756 . ? N2 Cu1 N5 87.38(15) . 8_755 ? N2 Cu1 N5 92.62(15) 5_756 8_755 ? O1 Cu1 N5 98.96(14) 5_756 8_755 ? O1 Cu1 N5 81.04(14) . 8_755 ? N2 Cu1 N5 92.62(15) . 4_556 ? N2 Cu1 N5 87.38(15) 5_756 4_556 ? O1 Cu1 N5 81.04(14) 5_756 4_556 ? O1 Cu1 N5 98.96(14) . 4_556 ? C7 O1 Cu1 125.5(3) . . ? C7 N1 C8 124.8(4) . . ? C7 N1 H1 117.6 . . ? C8 N1 H1 117.6 . . ? C8 N2 N3 105.3(4) . . ? C8 N2 Cu1 126.6(3) . . ? N3 N2 Cu1 127.7(3) . . ? N4 N3 N2 108.7(4) . . ? N3 N4 N5 110.0(4) . . ? C8 N5 N4 104.2(4) . . ? C8 N5 Cu1 132.4(3) . 4_456 ? N4 N5 Cu1 119.4(3) . 4_456 ? C2 C1 C6 119.5(5) . . ? C2 C1 H1A 120.2 . . ? C6 C1 H1A 120.2 . . ? C1 C2 C3 120.1(5) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C4 C3 C2 120.6(5) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 119.8(5) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 119.5(5) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C1 120.3(5) . . ? C5 C6 C7 119.2(4) . . ? C1 C6 C7 120.4(4) . . ? O1 C7 N1 123.6(4) . . ? O1 C7 C6 121.1(4) . . ? N1 C7 C6 115.3(4) . . ? N5 C8 N2 111.8(4) . . ? N5 C8 N1 123.8(4) . . ? N2 C8 N1 124.4(4) . . ? 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 H1 N3 0.86 2.13 2.972(5) 166.5 4_456 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.62 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.393 _refine_diff_density_min -0.509 _refine_diff_density_rms 0.084 #===END data_compound_5 _database_code_depnum_ccdc_archive 'CCDC 761552' #TrackingRef 'compound_1-5_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H12 N10 O2 Pb' _chemical_formula_sum 'C16 H12 N10 O2 Pb' _chemical_formula_weight 583.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn ' 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 6.9973(14) _cell_length_b 10.231(2) _cell_length_c 24.861(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.06(3) _cell_angle_gamma 90.00 _cell_volume 1777.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.181 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 9.532 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.38 _exptl_absorpt_correction_T_max 0.69 _exptl_absorpt_process_details 'RAPID AUTO (Rigaku Corporation, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 Mercury CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14473 _diffrn_reflns_av_R_equivalents 0.0635 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4041 _reflns_number_gt 3728 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku, 2002)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXTL (Siemens, 1994)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0505P)^2^+6.0724P] 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 4041 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.1036 _refine_ls_wR_factor_gt 0.1002 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 0.03050(3) 0.370335(19) 0.165635(9) 0.02950(10) Uani 1 1 d . . . O1 O -0.1972(6) 0.5501(4) 0.1955(2) 0.0373(10) Uani 1 1 d . . . O2 O 0.0322(8) 0.5573(5) 0.1041(2) 0.0529(14) Uani 1 1 d . . . N1 N 0.2621(8) 0.5396(5) 0.0442(2) 0.0354(12) Uani 1 1 d . . . H1 H 0.2993 0.5645 0.0134 0.042 Uiso 1 1 calc R . . N2 N 0.5508(9) 0.4215(6) 0.0599(2) 0.0443(14) Uani 1 1 d . . . N3 N 0.6168(9) 0.3356(7) 0.0987(2) 0.0468(15) Uani 1 1 d . . . N4 N 0.4885(9) 0.3160(6) 0.1331(2) 0.0442(14) Uani 1 1 d . . . N5 N 0.3295(8) 0.3878(5) 0.1186(2) 0.0374(13) Uani 1 1 d . . . N6 N -0.0070(7) 0.7148(5) 0.2271(2) 0.0359(12) Uani 1 1 d . . . H6 H -0.0004 0.7974 0.2332 0.043 Uiso 1 1 calc R . . N7 N 0.2852(8) 0.6868(5) 0.2772(2) 0.0328(11) Uani 1 1 d . . . N8 N 0.4162(8) 0.5896(5) 0.2832(2) 0.0371(12) Uani 1 1 d . . . N9 N 0.3582(7) 0.4888(5) 0.2542(2) 0.0333(11) Uani 1 1 d . . . N10 N 0.1884(7) 0.5184(5) 0.2281(2) 0.0305(11) Uani 1 1 d . . . C1 C -0.1875(12) 0.7232(8) 0.0428(3) 0.0511(18) Uani 1 1 d . . . H1A H -0.2393 0.6782 0.0710 0.061 Uiso 1 1 calc R . . C2 C -0.2942(15) 0.8204(10) 0.0158(4) 0.071(3) Uani 1 1 d . . . H2 H -0.4173 0.8403 0.0256 0.085 Uiso 1 1 calc R . . C3 C -0.2142(19) 0.8862(10) -0.0255(4) 0.083(4) Uani 1 1 d . . . H3 H -0.2812 0.9543 -0.0426 0.099 Uiso 1 1 calc R . . C4 C -0.037(2) 0.8528(9) -0.0420(4) 0.078(3) Uani 1 1 d . . . H4 H 0.0108 0.8936 -0.0719 0.093 Uiso 1 1 calc R . . C5 C 0.0728(13) 0.7574(8) -0.0140(3) 0.055(2) Uani 1 1 d . . . H5 H 0.1963 0.7383 -0.0238 0.066 Uiso 1 1 calc R . . C6 C -0.0047(10) 0.6930(7) 0.0277(3) 0.0379(15) Uani 1 1 d . . . C7 C 0.0974(10) 0.5897(7) 0.0611(3) 0.0377(14) Uani 1 1 d . . . C8 C 0.3763(9) 0.4498(6) 0.0736(3) 0.0371(14) Uani 1 1 d . . . C9 C -0.2757(12) 0.8988(7) 0.1794(4) 0.052(2) Uani 1 1 d . . . H9 H -0.1559 0.9303 0.1910 0.062 Uiso 1 1 calc R . . C10 C -0.4151(14) 0.9846(8) 0.1595(3) 0.058(2) Uani 1 1 d . . . H10 H -0.3876 1.0734 0.1577 0.070 Uiso 1 1 calc R . . C11 C -0.5905(12) 0.9412(9) 0.1427(3) 0.053(2) Uani 1 1 d . . . H11 H -0.6839 0.9996 0.1297 0.064 Uiso 1 1 calc R . . C12 C -0.6298(10) 0.8088(9) 0.1449(3) 0.0493(19) Uani 1 1 d . . . H12 H -0.7506 0.7787 0.1335 0.059 Uiso 1 1 calc R . . C13 C -0.4933(9) 0.7212(8) 0.1637(3) 0.0400(16) Uani 1 1 d . . . H13 H -0.5210 0.6324 0.1642 0.048 Uiso 1 1 calc R . . C14 C -0.3137(9) 0.7657(6) 0.1821(3) 0.0332(13) Uani 1 1 d . . . C15 C -0.1696(8) 0.6686(6) 0.2016(2) 0.0298(12) Uani 1 1 d . . . C16 C 0.1494(9) 0.6391(5) 0.2442(3) 0.0286(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.03250(15) 0.02281(14) 0.03249(15) 0.00082(8) -0.00485(10) -0.00081(8) O1 0.031(2) 0.028(2) 0.052(3) -0.0015(19) 0.000(2) -0.0035(18) O2 0.056(3) 0.052(3) 0.052(3) 0.022(3) 0.018(3) 0.020(3) N1 0.041(3) 0.037(3) 0.028(3) 0.006(2) 0.001(2) 0.007(2) N2 0.043(3) 0.052(4) 0.038(3) 0.008(3) 0.002(3) 0.006(3) N3 0.044(3) 0.061(4) 0.037(3) 0.012(3) 0.006(3) 0.011(3) N4 0.049(3) 0.045(3) 0.038(3) 0.010(3) 0.000(3) 0.014(3) N5 0.038(3) 0.040(3) 0.034(3) 0.007(2) 0.000(2) 0.010(2) N6 0.036(3) 0.021(2) 0.049(3) -0.005(2) -0.007(2) 0.006(2) N7 0.033(3) 0.027(3) 0.038(3) -0.006(2) -0.003(2) 0.003(2) N8 0.035(3) 0.029(3) 0.046(3) -0.006(2) -0.009(2) 0.003(2) N9 0.031(3) 0.026(3) 0.041(3) 0.000(2) -0.006(2) 0.002(2) N10 0.030(3) 0.025(2) 0.035(3) -0.004(2) -0.005(2) 0.001(2) C1 0.051(4) 0.052(4) 0.049(4) 0.007(3) -0.008(3) 0.011(4) C2 0.068(6) 0.089(7) 0.054(5) 0.003(5) -0.021(4) 0.033(5) C3 0.114(9) 0.075(7) 0.057(6) 0.007(5) -0.013(6) 0.051(6) C4 0.126(10) 0.063(6) 0.045(5) 0.020(4) 0.010(6) 0.031(6) C5 0.075(6) 0.045(4) 0.047(4) 0.010(3) 0.009(4) 0.014(4) C6 0.044(4) 0.037(3) 0.033(3) -0.002(3) -0.004(3) 0.011(3) C7 0.044(4) 0.035(3) 0.033(3) 0.001(3) -0.001(3) 0.005(3) C8 0.037(3) 0.035(3) 0.038(3) -0.002(3) -0.009(3) 0.005(3) C9 0.051(4) 0.030(3) 0.073(6) 0.002(3) -0.013(4) 0.002(3) C10 0.073(5) 0.036(4) 0.064(5) 0.004(3) -0.020(4) 0.012(4) C11 0.052(4) 0.068(5) 0.039(4) 0.004(4) -0.008(3) 0.026(4) C12 0.024(3) 0.078(6) 0.045(4) 0.009(4) -0.005(3) 0.003(3) C13 0.033(3) 0.046(4) 0.041(4) -0.002(3) -0.001(3) -0.005(3) C14 0.034(3) 0.030(3) 0.036(3) -0.005(2) 0.003(3) 0.004(3) C15 0.030(3) 0.030(3) 0.030(3) -0.004(2) 0.003(2) 0.003(2) C16 0.031(3) 0.021(3) 0.033(3) 0.000(2) -0.006(2) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 N10 2.397(5) . ? Pb1 O2 2.450(5) . ? Pb1 N5 2.457(6) . ? Pb1 O1 2.568(4) . ? Pb1 N7 2.648(5) 2_545 ? O1 C15 1.236(7) . ? O2 C7 1.230(8) . ? N1 C7 1.349(9) . ? N1 C8 1.398(8) . ? N2 C8 1.317(9) . ? N2 N3 1.366(8) . ? N3 N4 1.288(8) . ? N4 N5 1.366(8) . ? N5 C8 1.342(9) . ? N6 C15 1.357(8) . ? N6 C16 1.388(7) . ? N7 C16 1.317(8) . ? N7 N8 1.355(7) . ? N7 Pb1 2.648(5) 2 ? N8 N9 1.311(7) . ? N9 N10 1.357(7) . ? N10 C16 1.331(7) . ? C1 C6 1.386(10) . ? C1 C2 1.394(11) . ? C2 C3 1.372(16) . ? C3 C4 1.369(17) . ? C4 C5 1.403(12) . ? C5 C6 1.366(10) . ? C6 C7 1.501(9) . ? C9 C10 1.385(10) . ? C9 C14 1.389(9) . ? C10 C11 1.350(12) . ? C11 C12 1.384(14) . ? C12 C13 1.373(10) . ? C13 C14 1.390(9) . ? C14 C15 1.479(8) . ? 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 N10 Pb1 O2 83.93(19) . . ? N10 Pb1 N5 83.54(19) . . ? O2 Pb1 N5 67.25(17) . . ? N10 Pb1 O1 68.40(15) . . ? O2 Pb1 O1 69.23(16) . . ? N5 Pb1 O1 129.98(16) . . ? N10 Pb1 N7 84.59(17) . 2_545 ? O2 Pb1 N7 150.49(17) . 2_545 ? N5 Pb1 N7 84.49(17) . 2_545 ? O1 Pb1 N7 130.13(16) . 2_545 ? C15 O1 Pb1 130.0(4) . . ? C7 O2 Pb1 140.2(5) . . ? C7 N1 C8 124.1(6) . . ? C8 N2 N3 104.0(6) . . ? N4 N3 N2 110.3(6) . . ? N3 N4 N5 109.2(5) . . ? C8 N5 N4 104.0(6) . . ? C8 N5 Pb1 133.1(4) . . ? N4 N5 Pb1 122.6(4) . . ? C15 N6 C16 125.2(5) . . ? C16 N7 N8 105.0(5) . . ? C16 N7 Pb1 155.8(4) . 2 ? N8 N7 Pb1 98.9(4) . 2 ? N9 N8 N7 109.2(5) . . ? N8 N9 N10 109.0(5) . . ? C16 N10 N9 104.6(5) . . ? C16 N10 Pb1 133.3(4) . . ? N9 N10 Pb1 122.0(4) . . ? C6 C1 C2 120.5(8) . . ? C3 C2 C1 118.7(10) . . ? C4 C3 C2 120.9(9) . . ? C3 C4 C5 120.4(9) . . ? C6 C5 C4 118.8(9) . . ? C5 C6 C1 120.5(7) . . ? C5 C6 C7 124.3(7) . . ? C1 C6 C7 115.2(6) . . ? O2 C7 N1 122.0(6) . . ? O2 C7 C6 118.9(6) . . ? N1 C7 C6 119.0(6) . . ? N2 C8 N5 112.5(6) . . ? N2 C8 N1 121.4(6) . . ? N5 C8 N1 126.0(6) . . ? C10 C9 C14 120.4(8) . . ? C11 C10 C9 120.9(8) . . ? C10 C11 C12 119.2(7) . . ? C13 C12 C11 121.1(7) . . ? C12 C13 C14 119.9(7) . . ? C9 C14 C13 118.5(6) . . ? C9 C14 C15 123.0(6) . . ? C13 C14 C15 118.5(6) . . ? O1 C15 N6 121.4(6) . . ? O1 C15 C14 121.3(5) . . ? N6 C15 C14 117.4(5) . . ? N7 C16 N10 112.2(5) . . ? N7 C16 N6 121.0(5) . . ? N10 C16 N6 126.7(5) . . ? 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 N6 H6 N9 0.86 2.21 3.018(7) 156.3 2 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.251 _refine_diff_density_min -2.007 _refine_diff_density_rms 0.168