# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Yu Hui' _publ_contact_author_email jiehuiyu@yahoo.com.cn _publ_section_title ; New photoluminescence acylhydrazidate-coordinated complexes ; _publ_author_name 'Yu Hui' # Attachment '2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 787403' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 Cd N6 O4' _chemical_formula_weight 464.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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 23.543(5) _cell_length_b 10.041(2) _cell_length_c 6.9386(14) _cell_angle_alpha 90.00 _cell_angle_beta 101.73(3) _cell_angle_gamma 90.00 _cell_volume 1605.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.922 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 1.400 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 0.869 _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 7698 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 27.43 _reflns_number_total 1827 _reflns_number_gt 1760 _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^)+(0.0270P)^2^+1.7518P] 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 1827 _refine_ls_number_parameters 123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0233 _refine_ls_R_factor_gt 0.0219 _refine_ls_wR_factor_ref 0.0580 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.128 _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 0.0000 -0.070623(18) 0.2500 0.02213(8) Uani 1 2 d S . . N1 N 0.07711(8) -0.22703(17) 0.3005(2) 0.0262(3) Uani 1 1 d . . . N2 N 0.13078(8) -0.1063(2) 0.7957(3) 0.0322(4) Uani 1 1 d . . . N3 N 0.18141(8) -0.1811(2) 0.8390(3) 0.0347(4) Uani 1 1 d . . . H3A H 0.2032 -0.1675 0.9528 0.042 Uiso 1 1 calc R . . O1 O 0.04741(7) -0.06396(15) 0.5768(2) 0.0308(4) Uani 1 1 d . . . O2 O 0.24464(7) -0.34136(18) 0.7857(3) 0.0429(4) Uani 1 1 d . . . C1 C 0.11371(8) -0.2140(2) 0.4771(3) 0.0245(4) Uani 1 1 d . . . C2 C 0.16524(9) -0.2851(2) 0.5270(3) 0.0277(4) Uani 1 1 d . . . C3 C 0.18116(10) -0.3692(2) 0.3864(4) 0.0350(5) Uani 1 1 d . . . H3B H 0.2159 -0.4162 0.4140 0.042 Uiso 1 1 calc R . . C4 C 0.14441(11) -0.3807(2) 0.2074(4) 0.0380(5) Uani 1 1 d . . . H4A H 0.1544 -0.4351 0.1111 0.046 Uiso 1 1 calc R . . C5 C 0.09154(10) -0.3106(2) 0.1681(3) 0.0312(4) Uani 1 1 d . . . C6 C 0.04893(12) -0.3283(3) -0.0219(4) 0.0432(6) Uani 1 1 d . . . H6A H 0.0157 -0.2729 -0.0222 0.065 Uiso 1 1 calc R . . H6B H 0.0370 -0.4198 -0.0360 0.065 Uiso 1 1 calc R . . H6C H 0.0667 -0.3035 -0.1294 0.065 Uiso 1 1 calc R . . C7 C 0.09762(8) -0.1238(2) 0.6230(3) 0.0250(4) Uani 1 1 d . . . C8 C 0.20063(9) -0.2718(2) 0.7255(3) 0.0310(4) 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 0.02088(12) 0.02934(12) 0.01407(12) 0.000 -0.00142(8) 0.000 N1 0.0292(8) 0.0296(8) 0.0186(8) 0.0018(7) 0.0023(7) 0.0017(7) N2 0.0252(9) 0.0439(10) 0.0237(9) -0.0011(8) -0.0042(8) 0.0088(8) N3 0.0248(9) 0.0468(11) 0.0269(9) 0.0017(8) -0.0077(8) 0.0085(8) O1 0.0238(7) 0.0458(9) 0.0194(8) -0.0044(6) -0.0034(6) 0.0120(6) O2 0.0296(8) 0.0523(10) 0.0416(9) 0.0048(8) -0.0048(8) 0.0148(7) C1 0.0247(9) 0.0281(9) 0.0199(9) 0.0045(7) 0.0029(8) 0.0015(7) C2 0.0255(9) 0.0313(10) 0.0264(10) 0.0065(8) 0.0053(8) 0.0032(8) C3 0.0349(12) 0.0358(11) 0.0357(12) 0.0069(9) 0.0103(10) 0.0099(9) C4 0.0504(14) 0.0349(11) 0.0308(11) -0.0010(9) 0.0130(11) 0.0114(10) C5 0.0410(12) 0.0286(10) 0.0236(10) 0.0013(8) 0.0057(9) 0.0009(8) C6 0.0567(16) 0.0449(13) 0.0249(11) -0.0073(10) 0.0013(11) 0.0040(11) C7 0.0216(9) 0.0316(10) 0.0203(9) 0.0030(8) 0.0005(8) 0.0033(7) C8 0.0246(10) 0.0366(11) 0.0300(11) 0.0081(9) 0.0014(9) 0.0037(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.2499(16) 6 ? Cd1 O1 2.2499(16) 5_556 ? Cd1 O1 2.3156(17) . ? Cd1 O1 2.3156(17) 2 ? Cd1 N1 2.3719(18) 2 ? Cd1 N1 2.3719(18) . ? N1 C5 1.338(3) . ? N1 C1 1.353(3) . ? N2 C7 1.302(3) . ? N2 N3 1.389(2) . ? N3 C8 1.341(3) . ? O1 C7 1.306(2) . ? O1 Cd1 2.2499(16) 5_556 ? O2 C8 1.249(3) . ? C1 C2 1.389(3) . ? C1 C7 1.465(3) . ? C2 C3 1.398(3) . ? C2 C8 1.464(3) . ? C3 C4 1.367(4) . ? C4 C5 1.407(3) . ? C5 C6 1.496(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 Cd1 O1 106.17(9) 6 5_556 ? O1 Cd1 O1 108.24(6) 6 . ? O1 Cd1 O1 69.65(6) 5_556 . ? O1 Cd1 O1 69.65(6) 6 2 ? O1 Cd1 O1 108.24(6) 5_556 2 ? O1 Cd1 O1 176.69(7) . 2 ? O1 Cd1 N1 140.05(6) 6 2 ? O1 Cd1 N1 91.64(6) 5_556 2 ? O1 Cd1 N1 111.46(6) . 2 ? O1 Cd1 N1 70.88(6) 2 2 ? O1 Cd1 N1 91.64(6) 6 . ? O1 Cd1 N1 140.05(6) 5_556 . ? O1 Cd1 N1 70.88(6) . . ? O1 Cd1 N1 111.46(6) 2 . ? N1 Cd1 N1 97.08(9) 2 . ? C5 N1 C1 118.58(18) . . ? C5 N1 Cd1 127.39(14) . . ? C1 N1 Cd1 113.40(13) . . ? C7 N2 N3 116.98(19) . . ? C8 N3 N2 128.12(18) . . ? C7 O1 Cd1 131.86(13) . 5_556 ? C7 O1 Cd1 117.32(13) . . ? Cd1 O1 Cd1 110.35(6) 5_556 . ? N1 C1 C2 122.63(19) . . ? N1 C1 C7 118.61(17) . . ? C2 C1 C7 118.74(18) . . ? C1 C2 C3 118.7(2) . . ? C1 C2 C8 119.28(19) . . ? C3 C2 C8 121.98(19) . . ? C4 C3 C2 118.4(2) . . ? C3 C4 C5 120.4(2) . . ? N1 C5 C4 121.2(2) . . ? N1 C5 C6 117.5(2) . . ? C4 C5 C6 121.3(2) . . ? N2 C7 O1 120.48(19) . . ? N2 C7 C1 121.90(18) . . ? O1 C7 C1 117.58(18) . . ? O2 C8 N3 122.6(2) . . ? O2 C8 C2 122.6(2) . . ? N3 C8 C2 114.75(18) . . ? 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 1.98 2.832(3) 173.3 7_547 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.496 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.091 # Attachment '3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 806678' #TrackingRef '3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 N6 O8 Zn' _chemical_formula_weight 489.75 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' Zn Zn 0.2839 1.4301 '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 7.6143(5) _cell_length_b 7.7643(5) _cell_length_c 8.7796(5) _cell_angle_alpha 84.066(2) _cell_angle_beta 71.700(2) _cell_angle_gamma 67.977(2) _cell_volume 456.78(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.780 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 252 _exptl_absorpt_coefficient_mu 1.409 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 0.869 _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 2783 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 28.31 _reflns_number_total 2112 _reflns_number_gt 2083 _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^)+(0.0538P)^2^+0.1958P] 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 2112 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0850 _refine_ls_wR_factor_gt 0.0849 _refine_ls_goodness_of_fit_ref 1.115 _refine_ls_restrained_S_all 1.115 _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 Zn1 Zn 0.0000 1.0000 1.0000 0.01927(11) Uani 1 2 d S . . N1 N -0.0110(2) 1.1298(2) 0.76457(17) 0.0178(3) Uani 1 1 d . . . N2 N 0.4282(2) 0.7318(2) 0.59241(18) 0.0229(3) Uani 1 1 d . . . N3 N 0.4702(2) 0.7912(2) 0.43572(18) 0.0230(3) Uani 1 1 d . . . H3A H 0.5755 0.7181 0.3692 0.028 Uiso 1 1 calc R . . OW1 O 0.22046(19) 1.1199(2) 1.00130(17) 0.0255(3) Uani 1 1 d . . . OW2 O 0.1797(3) 0.4535(3) 0.7971(2) 0.0365(4) Uani 1 1 d . . . O1 O 0.21638(19) 0.79422(17) 0.84491(15) 0.0228(3) Uani 1 1 d . . . O2 O 0.4212(2) 0.9827(2) 0.22703(16) 0.0290(3) Uani 1 1 d . . . C1 C -0.1345(2) 1.2879(2) 0.7204(2) 0.0201(3) Uani 1 1 d . . . C2 C -0.1026(3) 1.3424(2) 0.5595(2) 0.0223(3) Uani 1 1 d . . . H2BC H -0.1940 1.4494 0.5318 0.027 Uiso 1 1 calc R . . C3 C 0.0631(3) 1.2381(2) 0.4427(2) 0.0221(3) Uani 1 1 d . . . H3B H 0.0888 1.2759 0.3366 0.027 Uiso 1 1 calc R . . C4 C 0.1924(2) 1.0729(2) 0.4887(2) 0.0179(3) Uani 1 1 d . . . C5 C 0.1480(2) 1.0235(2) 0.64850(19) 0.0165(3) Uani 1 1 d . . . C6 C -0.3107(3) 1.4061(3) 0.8459(2) 0.0334(4) Uani 1 1 d . . . H6A H -0.3119 1.3501 0.9488 0.050 Uiso 1 1 calc R . . H6B H -0.4295 1.4173 0.8224 0.050 Uiso 1 1 calc R . . H6C H -0.3046 1.5271 0.8474 0.050 Uiso 1 1 calc R . . C7 C 0.2710(2) 0.8432(2) 0.6972(2) 0.0183(3) Uani 1 1 d . . . C8 C 0.3680(2) 0.9483(2) 0.3738(2) 0.0204(3) Uani 1 1 d . . . H2BB H 0.324(5) 1.080(4) 0.924(4) 0.038(7) Uiso 1 1 d . . . H2BA H 0.187(6) 0.544(6) 0.818(5) 0.063(11) Uiso 1 1 d . . . H1A H 0.257(4) 1.086(4) 1.081(4) 0.034(7) Uiso 1 1 d . . . H2A H 0.181(6) 0.399(5) 0.863(5) 0.057(12) 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 Zn1 0.01959(15) 0.02077(15) 0.01225(16) -0.00178(10) -0.00037(10) -0.00468(11) N1 0.0168(6) 0.0202(6) 0.0144(6) -0.0016(5) -0.0024(5) -0.0057(5) N2 0.0210(7) 0.0262(7) 0.0159(7) -0.0020(6) -0.0034(5) -0.0035(6) N3 0.0171(6) 0.0302(7) 0.0151(7) -0.0043(6) -0.0004(5) -0.0036(6) OW1 0.0205(6) 0.0354(7) 0.0189(6) -0.0009(6) -0.0029(5) -0.0103(5) OW2 0.0460(9) 0.0295(7) 0.0311(9) -0.0003(7) -0.0075(7) -0.0135(7) O1 0.0257(6) 0.0210(5) 0.0137(6) 0.0013(5) -0.0024(5) -0.0028(5) O2 0.0247(6) 0.0449(8) 0.0130(6) 0.0018(6) -0.0009(5) -0.0120(6) C1 0.0192(7) 0.0206(7) 0.0192(8) -0.0017(6) -0.0057(6) -0.0052(6) C2 0.0244(8) 0.0200(7) 0.0219(8) 0.0021(6) -0.0087(6) -0.0064(6) C3 0.0261(8) 0.0250(8) 0.0170(8) 0.0038(6) -0.0069(6) -0.0117(7) C4 0.0172(7) 0.0227(7) 0.0150(7) -0.0009(6) -0.0028(5) -0.0097(6) C5 0.0149(6) 0.0201(7) 0.0147(7) -0.0017(6) -0.0027(5) -0.0074(6) C6 0.0281(9) 0.0323(9) 0.0230(9) -0.0039(8) -0.0049(7) 0.0062(7) C7 0.0174(7) 0.0204(7) 0.0155(7) -0.0014(6) -0.0030(6) -0.0060(6) C8 0.0171(7) 0.0297(8) 0.0148(7) -0.0020(6) -0.0020(6) -0.0105(6) _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 Zn1 O1 2.0465(12) . ? Zn1 O1 2.0465(12) 2_577 ? Zn1 OW1 2.2068(13) 2_577 ? Zn1 OW1 2.2068(13) . ? Zn1 N1 2.2157(15) 2_577 ? Zn1 N1 2.2157(15) . ? N1 C1 1.344(2) . ? N1 C5 1.354(2) . ? N2 C7 1.313(2) . ? N2 N3 1.382(2) . ? N3 C8 1.344(2) . ? O1 C7 1.295(2) . ? O2 C8 1.256(2) . ? C1 C2 1.404(3) . ? C1 C6 1.488(2) . ? C2 C3 1.376(3) . ? C3 C4 1.404(2) . ? C4 C5 1.385(2) . ? C4 C8 1.458(2) . ? C5 C7 1.471(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 180.0 . 2_577 ? O1 Zn1 OW1 89.84(5) . 2_577 ? O1 Zn1 OW1 90.16(5) 2_577 2_577 ? O1 Zn1 OW1 90.16(5) . . ? O1 Zn1 OW1 89.84(5) 2_577 . ? OW1 Zn1 OW1 180.0 2_577 . ? O1 Zn1 N1 101.52(5) . 2_577 ? O1 Zn1 N1 78.48(5) 2_577 2_577 ? OW1 Zn1 N1 88.92(5) 2_577 2_577 ? OW1 Zn1 N1 91.08(5) . 2_577 ? O1 Zn1 N1 78.48(5) . . ? O1 Zn1 N1 101.52(5) 2_577 . ? OW1 Zn1 N1 91.08(5) 2_577 . ? OW1 Zn1 N1 88.92(5) . . ? N1 Zn1 N1 180.0 2_577 . ? C1 N1 C5 117.84(15) . . ? C1 N1 Zn1 133.28(11) . . ? C5 N1 Zn1 108.82(11) . . ? C7 N2 N3 116.95(15) . . ? C8 N3 N2 128.47(14) . . ? C7 O1 Zn1 115.51(10) . . ? N1 C1 C2 121.76(15) . . ? N1 C1 C6 118.71(16) . . ? C2 C1 C6 119.53(16) . . ? C3 C2 C1 120.28(16) . . ? C2 C3 C4 117.98(17) . . ? C5 C4 C3 118.72(15) . . ? C5 C4 C8 118.73(15) . . ? C3 C4 C8 122.52(16) . . ? N1 C5 C4 123.31(15) . . ? N1 C5 C7 116.92(15) . . ? C4 C5 C7 119.70(14) . . ? O1 C7 N2 120.79(15) . . ? O1 C7 C5 118.27(14) . . ? N2 C7 C5 120.90(15) . . ? O2 C8 N3 121.68(15) . . ? O2 C8 C4 123.17(16) . . ? N3 C8 C4 115.15(15) . . ? 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 OW2 0.86 2.05 2.911(2) 177.5 2_666 OW2 H2BA O1 0.77(4) 2.09(4) 2.848(2) 173(4) . _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 0.393 _refine_diff_density_min -0.859 _refine_diff_density_rms 0.119 # Attachment '1.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 806682' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Cd N6 O5' _chemical_formula_weight 510.78 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9373(3) _cell_length_b 10.1767(4) _cell_length_c 12.9063(4) _cell_angle_alpha 110.058(2) _cell_angle_beta 106.054(2) _cell_angle_gamma 92.891(2) _cell_volume 928.82(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.826 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512 _exptl_absorpt_coefficient_mu 1.223 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.885 _exptl_absorpt_correction_T_max 0.885 _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 6815 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0533 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 28.26 _reflns_number_total 4585 _reflns_number_gt 4008 _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^)+(0.0485P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4585 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0892 _refine_ls_wR_factor_gt 0.0847 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 Cd1 Cd 1.47118(2) 1.343094(19) 1.056824(17) 0.02303(8) Uani 1 1 d . . . O1 O 1.5727(3) 1.5888(2) 1.11653(18) 0.0321(5) Uani 1 1 d . . . O2 O 1.9740(4) 1.8705(3) 1.5628(2) 0.0558(8) Uani 1 1 d . . . O3 O 1.1813(3) 1.4098(2) 1.0334(2) 0.0318(5) Uani 1 1 d . . . O4 O 0.6799(3) 1.1475(2) 1.1342(2) 0.0338(5) Uani 1 1 d . . . N1 N 1.5962(3) 1.4507(3) 1.2689(2) 0.0316(5) Uani 1 1 d . . . N2 N 1.7560(4) 1.7836(3) 1.2586(2) 0.0408(7) Uani 1 1 d . . . N3 N 1.8547(4) 1.8501(3) 1.3753(3) 0.0451(7) Uani 1 1 d . . . H3A H 1.9079 1.9349 1.3952 0.054 Uiso 1 1 calc R . . N4 N 1.2711(3) 1.1949(3) 1.1108(2) 0.0271(5) Uani 1 1 d . . . N5 N 0.9055(3) 1.3774(3) 1.0501(2) 0.0268(5) Uani 1 1 d . . . H5A H 0.8815 1.4458 1.0266 0.032 Uiso 1 1 calc R . . N6 N 0.7707(3) 1.3131(3) 1.0747(2) 0.0258(5) Uani 1 1 d . . . C1 C 1.6140(4) 1.3872(3) 1.3449(3) 0.0356(7) Uani 1 1 d . . . H1A H 1.5571 1.2941 1.3174 0.043 Uiso 1 1 calc R . . C2 C 1.7114(4) 1.4490(3) 1.4629(3) 0.0360(7) Uani 1 1 d . . . C3 C 1.7975(5) 1.5863(4) 1.5027(3) 0.0384(7) Uani 1 1 d . . . H3B H 1.8636 1.6326 1.5805 0.046 Uiso 1 1 calc R . . C4 C 1.7842(4) 1.6551(3) 1.4242(3) 0.0342(7) Uani 1 1 d . . . C5 C 1.6830(4) 1.5852(3) 1.3077(3) 0.0295(6) Uani 1 1 d . . . C6 C 1.6691(4) 1.6547(3) 1.2239(3) 0.0304(6) Uani 1 1 d . . . C7 C 1.8781(5) 1.7998(3) 1.4610(3) 0.0394(7) Uani 1 1 d . . . C8 C 1.7172(6) 1.3611(4) 1.5375(3) 0.0466(9) Uani 1 1 d . . . H8A H 1.5961 1.3261 1.5286 0.056 Uiso 1 1 calc R . . H8B H 1.7725 1.2794 1.5078 0.056 Uiso 1 1 calc R . . C9 C 1.8147(6) 1.4362(5) 1.6652(3) 0.0543(10) Uani 1 1 d . . . H9A H 1.8095 1.3723 1.7047 0.081 Uiso 1 1 calc R . . H9B H 1.7602 1.5164 1.6964 0.081 Uiso 1 1 calc R . . H9C H 1.9365 1.4678 1.6758 0.081 Uiso 1 1 calc R . . C10 C 1.3064(4) 1.0896(3) 1.1479(3) 0.0313(6) Uani 1 1 d . . . H10A H 1.4175 1.0623 1.1526 0.038 Uiso 1 1 calc R . . C11 C 1.1878(4) 1.0161(3) 1.1806(3) 0.0273(6) Uani 1 1 d . . . C12 C 1.0225(4) 1.0553(3) 1.1710(3) 0.0267(6) Uani 1 1 d . . . H12A H 0.9405 1.0105 1.1925 0.032 Uiso 1 1 calc R . . C13 C 0.9777(3) 1.1632(3) 1.1286(2) 0.0227(5) Uani 1 1 d . . . C14 C 1.1075(3) 1.2294(3) 1.1007(2) 0.0214(5) Uani 1 1 d . . . C15 C 1.0675(3) 1.3446(3) 1.0590(3) 0.0235(5) Uani 1 1 d . . . C16 C 0.8030(3) 1.2081(3) 1.1129(2) 0.0247(5) Uani 1 1 d . . . C17 C 1.2459(4) 0.9009(4) 1.2253(3) 0.0377(7) Uani 1 1 d . . . H17A H 1.2966 0.8360 1.1719 0.045 Uiso 1 1 calc R . . H17B H 1.1426 0.8478 1.2273 0.045 Uiso 1 1 calc R . . C18 C 1.3810(6) 0.9592(5) 1.3454(4) 0.0661(13) Uani 1 1 d . . . H18A H 1.4130 0.8824 1.3700 0.099 Uiso 1 1 calc R . . H18B H 1.3309 1.0224 1.3988 0.099 Uiso 1 1 calc R . . H18C H 1.4849 1.0096 1.3435 0.099 Uiso 1 1 calc R . . OW1 O 1.4076(3) 1.1279(3) 0.9050(2) 0.0453(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 Cd1 0.01754(11) 0.02068(11) 0.02927(12) 0.00818(8) 0.00697(8) -0.00084(7) O1 0.0349(11) 0.0242(10) 0.0309(11) 0.0078(8) 0.0050(9) -0.0034(8) O2 0.0697(19) 0.0394(15) 0.0352(14) 0.0038(11) -0.0008(13) -0.0228(13) O3 0.0214(9) 0.0341(12) 0.0499(14) 0.0252(10) 0.0145(9) 0.0045(8) O4 0.0254(10) 0.0321(11) 0.0540(14) 0.0222(10) 0.0203(10) 0.0019(8) N1 0.0321(13) 0.0242(12) 0.0317(13) 0.0060(10) 0.0067(11) -0.0048(10) N2 0.0482(17) 0.0262(14) 0.0350(15) 0.0064(11) 0.0028(13) -0.0116(12) N3 0.0534(18) 0.0271(14) 0.0361(16) 0.0043(12) -0.0011(13) -0.0168(13) N4 0.0182(10) 0.0250(12) 0.0374(14) 0.0111(10) 0.0088(10) 0.0024(9) N5 0.0216(11) 0.0262(12) 0.0382(14) 0.0189(11) 0.0093(10) 0.0028(9) N6 0.0168(10) 0.0275(12) 0.0369(14) 0.0159(10) 0.0096(10) 0.0020(9) C1 0.0410(17) 0.0262(15) 0.0343(17) 0.0078(13) 0.0103(14) -0.0061(13) C2 0.0397(17) 0.0324(16) 0.0314(16) 0.0098(13) 0.0079(13) -0.0001(13) C3 0.0427(18) 0.0323(17) 0.0325(16) 0.0060(13) 0.0090(14) -0.0031(14) C4 0.0348(16) 0.0275(15) 0.0304(16) 0.0035(12) 0.0060(13) -0.0046(12) C5 0.0260(13) 0.0255(14) 0.0316(15) 0.0052(12) 0.0087(12) -0.0020(11) C6 0.0277(14) 0.0229(14) 0.0328(16) 0.0034(12) 0.0073(12) -0.0014(11) C7 0.0443(18) 0.0294(16) 0.0334(17) 0.0047(13) 0.0065(14) -0.0081(14) C8 0.057(2) 0.040(2) 0.0386(19) 0.0157(16) 0.0095(17) 0.0009(17) C9 0.064(3) 0.054(2) 0.040(2) 0.0207(18) 0.0071(18) -0.001(2) C10 0.0193(13) 0.0272(14) 0.0439(18) 0.0125(13) 0.0058(12) 0.0032(11) C11 0.0256(13) 0.0240(13) 0.0296(14) 0.0110(11) 0.0039(11) 0.0010(11) C12 0.0253(13) 0.0270(14) 0.0302(15) 0.0131(12) 0.0101(11) 0.0000(11) C13 0.0194(12) 0.0222(12) 0.0244(13) 0.0067(10) 0.0065(10) 0.0011(10) C14 0.0182(11) 0.0193(12) 0.0221(13) 0.0046(10) 0.0042(10) -0.0027(9) C15 0.0188(12) 0.0240(13) 0.0279(14) 0.0105(11) 0.0074(10) -0.0009(10) C16 0.0196(12) 0.0234(13) 0.0302(14) 0.0089(11) 0.0083(11) -0.0006(10) C17 0.0364(17) 0.0344(17) 0.048(2) 0.0239(15) 0.0100(15) 0.0071(13) C18 0.074(3) 0.071(3) 0.051(3) 0.030(2) 0.004(2) 0.025(2) OW1 0.0568(15) 0.0301(12) 0.0453(14) 0.0127(11) 0.0129(12) 0.0018(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 Cd1 OW1 2.300(2) . ? Cd1 N6 2.370(2) 1_655 ? Cd1 O1 2.373(2) . ? Cd1 O3 2.3996(19) . ? Cd1 N1 2.451(3) . ? Cd1 O1 2.503(2) 2_887 ? Cd1 N4 2.525(2) . ? O1 C6 1.296(4) . ? O1 Cd1 2.503(2) 2_887 ? O2 C7 1.251(4) . ? O3 C15 1.273(3) . ? O4 C16 1.271(3) . ? N1 C1 1.330(4) . ? N1 C5 1.358(4) . ? N2 C6 1.316(4) . ? N2 N3 1.391(4) . ? N3 C7 1.344(5) . ? N4 C10 1.327(4) . ? N4 C14 1.346(3) . ? N5 C15 1.328(4) . ? N5 N6 1.390(3) . ? N6 C16 1.331(4) . ? N6 Cd1 2.370(2) 1_455 ? C1 C2 1.398(4) . ? C2 C3 1.379(5) . ? C2 C8 1.516(5) . ? C3 C4 1.401(5) . ? C4 C5 1.397(4) . ? C4 C7 1.471(4) . ? C5 C6 1.465(4) . ? C8 C9 1.507(5) . ? C10 C11 1.411(4) . ? C11 C12 1.376(4) . ? C11 C17 1.514(4) . ? C12 C13 1.405(4) . ? C13 C14 1.395(3) . ? C13 C16 1.465(4) . ? C14 C15 1.464(4) . ? C17 C18 1.514(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 OW1 Cd1 N6 84.11(9) . 1_655 ? OW1 Cd1 O1 144.41(8) . . ? N6 Cd1 O1 86.24(8) 1_655 . ? OW1 Cd1 O3 100.74(9) . . ? N6 Cd1 O3 170.12(7) 1_655 . ? O1 Cd1 O3 84.86(7) . . ? OW1 Cd1 N1 141.55(9) . . ? N6 Cd1 N1 81.32(9) 1_655 . ? O1 Cd1 N1 69.67(8) . . ? O3 Cd1 N1 99.54(8) . . ? OW1 Cd1 O1 76.87(8) . 2_887 ? N6 Cd1 O1 94.25(8) 1_655 2_887 ? O1 Cd1 O1 69.78(8) . 2_887 ? O3 Cd1 O1 78.65(7) . 2_887 ? N1 Cd1 O1 139.41(8) . 2_887 ? OW1 Cd1 N4 77.35(9) . . ? N6 Cd1 N4 121.91(8) 1_655 . ? O1 Cd1 N4 135.47(8) . . ? O3 Cd1 N4 67.81(7) . . ? N1 Cd1 N4 80.63(8) . . ? O1 Cd1 N4 132.40(8) 2_887 . ? C6 O1 Cd1 117.05(19) . . ? C6 O1 Cd1 130.98(19) . 2_887 ? Cd1 O1 Cd1 110.22(8) . 2_887 ? C15 O3 Cd1 118.80(17) . . ? C1 N1 C5 117.7(3) . . ? C1 N1 Cd1 127.9(2) . . ? C5 N1 Cd1 113.3(2) . . ? C6 N2 N3 118.1(3) . . ? C7 N3 N2 128.7(3) . . ? C10 N4 C14 116.7(2) . . ? C10 N4 Cd1 128.78(18) . . ? C14 N4 Cd1 114.54(18) . . ? C15 N5 N6 127.1(2) . . ? C16 N6 N5 118.5(2) . . ? C16 N6 Cd1 108.02(16) . 1_455 ? N5 N6 Cd1 133.45(17) . 1_455 ? N1 C1 C2 125.3(3) . . ? C3 C2 C1 117.0(3) . . ? C3 C2 C8 124.7(3) . . ? C1 C2 C8 118.3(3) . . ? C2 C3 C4 119.1(3) . . ? C5 C4 C3 120.0(3) . . ? C5 C4 C7 118.6(3) . . ? C3 C4 C7 121.4(3) . . ? N1 C5 C4 120.9(3) . . ? N1 C5 C6 118.2(3) . . ? C4 C5 C6 120.9(3) . . ? O1 C6 N2 120.6(3) . . ? O1 C6 C5 120.0(3) . . ? N2 C6 C5 119.4(3) . . ? O2 C7 N3 122.3(3) . . ? O2 C7 C4 123.5(3) . . ? N3 C7 C4 114.3(3) . . ? C9 C8 C2 115.9(3) . . ? N4 C10 C11 124.8(3) . . ? C12 C11 C10 117.1(3) . . ? C12 C11 C17 123.0(3) . . ? C10 C11 C17 119.8(3) . . ? C11 C12 C13 119.9(3) . . ? C14 C13 C12 117.6(2) . . ? C14 C13 C16 119.4(2) . . ? C12 C13 C16 123.0(2) . . ? N4 C14 C13 123.9(2) . . ? N4 C14 C15 116.9(2) . . ? C13 C14 C15 119.2(2) . . ? O3 C15 N5 122.2(3) . . ? O3 C15 C14 122.0(2) . . ? N5 C15 C14 115.9(2) . . ? O4 C16 N6 119.0(2) . . ? O4 C16 C13 121.1(3) . . ? N6 C16 C13 119.9(2) . . ? C11 C17 C18 112.6(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3A O2 0.86 1.97 2.833(4) 178.5 2_998 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.027 _refine_diff_density_min -1.171 _refine_diff_density_rms 0.105 # Attachment '4.CIF' data_4 _database_code_depnum_ccdc_archive 'CCDC 846165' #TrackingRef '4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H36 N12 O12 Pb2' _chemical_formula_weight 1483.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9785(3) _cell_length_b 11.0668(2) _cell_length_c 12.5104(3) _cell_angle_alpha 80.5580(10) _cell_angle_beta 75.7950(10) _cell_angle_gamma 72.1860(10) _cell_volume 1269.13(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.941 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 6.705 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.506 _exptl_absorpt_correction_T_max 0.511 _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 9337 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 28.26 _reflns_number_total 6255 _reflns_number_gt 5713 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0432P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6255 _refine_ls_number_parameters 378 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0282 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0653 _refine_ls_wR_factor_gt 0.0640 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.940866(12) 0.446370(10) 0.177757(10) 0.02811(5) Uani 1 1 d . . . OW1 O 1.0489(4) 0.6494(3) 0.0706(3) 0.0484(7) Uani 1 1 d . . . O1 O 0.7299(3) 0.6091(3) 0.2896(2) 0.0443(6) Uani 1 1 d . . . O2 O 0.3412(3) 0.6248(3) 0.0542(3) 0.0497(8) Uani 1 1 d . . . O3 O 0.1042(3) 0.7095(2) 0.6718(2) 0.0357(5) Uani 1 1 d . . . O4 O 0.0894(3) 1.0924(2) 0.8921(2) 0.0414(6) Uani 1 1 d . . . O5 O 0.3279(3) 1.0195(2) 0.3785(2) 0.0375(6) Uani 1 1 d . . . N1 N 0.6551(3) 0.5295(3) 0.1694(3) 0.0408(7) Uani 1 1 d . . . N2 N 0.5514(3) 0.5389(3) 0.1103(3) 0.0416(8) Uani 1 1 d . . . H2A H 0.5701 0.4809 0.0665 0.050 Uiso 1 1 calc R . . N3 N 0.0462(3) 0.8063(3) 0.8272(2) 0.0336(6) Uani 1 1 d . . . N4 N 0.0459(3) 0.9077(3) 0.8797(2) 0.0333(6) Uani 1 1 d . . . H4A H 0.0098 0.9058 0.9496 0.040 Uiso 1 1 calc R . . N5 N 1.0782(3) 0.4962(3) 0.3063(3) 0.0369(6) Uani 1 1 d . . . N6 N 1.2161(4) 0.3177(3) 0.1596(3) 0.0490(8) Uani 1 1 d . . . C1 C 0.0988(3) 0.8065(3) 0.7201(3) 0.0272(6) Uani 1 1 d . . . C2 C 0.1536(3) 0.9118(3) 0.6577(3) 0.0246(6) Uani 1 1 d . . . C3 C 0.2113(3) 0.9114(3) 0.5433(3) 0.0267(6) Uani 1 1 d . . . H3B H 0.2112 0.8463 0.5049 0.032 Uiso 1 1 calc R . . C4 C 0.2682(3) 1.0093(3) 0.4892(3) 0.0276(6) Uani 1 1 d . . . C5 C 0.2679(4) 1.1079(3) 0.5466(3) 0.0348(7) Uani 1 1 d . . . H5A H 0.3058 1.1737 0.5088 0.042 Uiso 1 1 calc R . . C6 C 0.2122(4) 1.1080(3) 0.6581(3) 0.0317(7) Uani 1 1 d . . . H6A H 0.2130 1.1734 0.6959 0.038 Uiso 1 1 calc R . . C7 C 0.1542(3) 1.0100(3) 0.7149(3) 0.0257(6) Uani 1 1 d . . . C8 C 0.0951(4) 1.0073(3) 0.8341(3) 0.0294(6) Uani 1 1 d . . . C9 C 0.4261(4) 0.6278(4) 0.1136(3) 0.0352(7) Uani 1 1 d . . . C10 C 0.3961(3) 0.7265(3) 0.1869(3) 0.0311(7) Uani 1 1 d . . . C11 C 0.2714(4) 0.8269(4) 0.1916(3) 0.0418(9) Uani 1 1 d . . . H11A H 0.2036 0.8290 0.1514 0.050 Uiso 1 1 calc R . . C12 C 0.2486(4) 0.9246(4) 0.2571(3) 0.0408(8) Uani 1 1 d . . . H12A H 0.1670 0.9939 0.2596 0.049 Uiso 1 1 calc R . . C13 C 0.3493(4) 0.9167(3) 0.3184(3) 0.0307(7) Uani 1 1 d . . . C14 C 0.4711(4) 0.8179(3) 0.3162(3) 0.0312(6) Uani 1 1 d . . . H14A H 0.5361 0.8149 0.3593 0.037 Uiso 1 1 calc R . . C15 C 0.4972(3) 0.7209(3) 0.2486(3) 0.0289(6) Uani 1 1 d . . . C16 C 0.6323(4) 0.6161(3) 0.2371(3) 0.0343(7) Uani 1 1 d . . . C17 C 1.0135(6) 0.5890(4) 0.3727(4) 0.0497(10) Uani 1 1 d . . . H17A H 0.9183 0.6338 0.3717 0.060 Uiso 1 1 calc R . . C18 C 1.0814(7) 0.6225(5) 0.4438(4) 0.0620(13) Uani 1 1 d . . . H18A H 1.0327 0.6889 0.4880 0.074 Uiso 1 1 calc R . . C19 C 1.2158(7) 0.5586(6) 0.4474(4) 0.0661(15) Uani 1 1 d . . . H19A H 1.2614 0.5789 0.4957 0.079 Uiso 1 1 calc R . . C20 C 1.2900(5) 0.4610(5) 0.3796(5) 0.0624(14) Uani 1 1 d . . . C21 C 1.4346(7) 0.3880(8) 0.3790(7) 0.090(2) Uani 1 1 d . . . H21A H 1.4824 0.4022 0.4288 0.108 Uiso 1 1 calc R . . C22 C 1.5011(6) 0.3025(8) 0.3110(7) 0.089(2) Uani 1 1 d . . . H22A H 1.5961 0.2579 0.3132 0.107 Uiso 1 1 calc R . . C23 C 1.4334(5) 0.2717(5) 0.2292(6) 0.0777(19) Uani 1 1 d . . . C24 C 1.5015(6) 0.1852(7) 0.1486(8) 0.102(3) Uani 1 1 d . . . H24A H 1.5981 0.1409 0.1438 0.122 Uiso 1 1 calc R . . C25 C 1.4294(8) 0.1654(6) 0.0780(7) 0.091(3) Uani 1 1 d . . . H25A H 1.4754 0.1073 0.0255 0.110 Uiso 1 1 calc R . . C26 C 1.2832(6) 0.2336(5) 0.0848(5) 0.0699(16) Uani 1 1 d . . . H26A H 1.2328 0.2199 0.0366 0.084 Uiso 1 1 calc R . . C27 C 1.2895(4) 0.3373(4) 0.2297(4) 0.0497(11) Uani 1 1 d . . . C28 C 1.2171(4) 0.4323(4) 0.3051(4) 0.0437(9) Uani 1 1 d . . . H2W H 1.132(7) 0.624(5) 0.086(5) 0.074(19) Uiso 1 1 d . . . H1W H 1.025(7) 0.709(6) 0.092(6) 0.08(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.02989(7) 0.02491(7) 0.03114(7) -0.00401(4) -0.00813(5) -0.00786(4) OW1 0.0513(18) 0.0390(16) 0.0582(19) 0.0010(14) -0.0137(15) -0.0185(14) O1 0.0406(14) 0.0473(15) 0.0511(17) -0.0206(13) -0.0226(12) -0.0023(11) O2 0.0350(13) 0.0629(18) 0.0572(18) -0.0378(15) -0.0184(12) 0.0015(12) O3 0.0532(15) 0.0296(11) 0.0293(12) -0.0100(9) -0.0026(10) -0.0199(10) O4 0.0612(17) 0.0378(13) 0.0292(13) -0.0162(10) 0.0021(11) -0.0218(12) O5 0.0535(15) 0.0314(12) 0.0265(12) -0.0105(10) 0.0048(11) -0.0165(11) N1 0.0311(14) 0.0409(16) 0.055(2) -0.0221(15) -0.0185(14) 0.0005(12) N2 0.0349(15) 0.0432(17) 0.0517(19) -0.0285(15) -0.0169(14) 0.0003(13) N3 0.0468(16) 0.0288(13) 0.0289(14) -0.0105(11) -0.0009(12) -0.0175(12) N4 0.0483(16) 0.0332(14) 0.0205(13) -0.0100(11) 0.0005(11) -0.0163(12) N5 0.0446(16) 0.0357(15) 0.0371(16) 0.0026(12) -0.0179(13) -0.0166(12) N6 0.0376(17) 0.0399(17) 0.064(2) -0.0104(16) 0.0021(16) -0.0096(13) C1 0.0310(15) 0.0242(14) 0.0283(15) -0.0057(12) -0.0057(12) -0.0091(11) C2 0.0247(13) 0.0237(13) 0.0256(15) -0.0065(11) -0.0048(11) -0.0054(11) C3 0.0311(15) 0.0231(13) 0.0253(15) -0.0088(11) -0.0029(12) -0.0057(11) C4 0.0297(15) 0.0258(14) 0.0264(15) -0.0097(12) -0.0004(12) -0.0069(11) C5 0.0433(19) 0.0300(16) 0.0336(18) -0.0093(13) 0.0011(14) -0.0175(14) C6 0.0400(17) 0.0266(15) 0.0318(17) -0.0109(13) -0.0022(13) -0.0142(13) C7 0.0254(14) 0.0277(14) 0.0237(14) -0.0085(11) -0.0012(11) -0.0069(11) C8 0.0333(15) 0.0285(15) 0.0265(15) -0.0114(12) -0.0049(12) -0.0053(12) C9 0.0269(15) 0.0423(19) 0.0407(19) -0.0188(15) -0.0094(14) -0.0063(13) C10 0.0279(15) 0.0368(17) 0.0300(16) -0.0129(13) -0.0051(12) -0.0066(13) C11 0.0313(17) 0.048(2) 0.048(2) -0.0231(17) -0.0136(15) 0.0006(15) C12 0.0344(17) 0.0411(19) 0.043(2) -0.0195(16) -0.0059(15) 0.0019(14) C13 0.0378(17) 0.0322(16) 0.0217(15) -0.0125(12) 0.0046(12) -0.0127(13) C14 0.0341(16) 0.0385(17) 0.0255(15) -0.0084(13) -0.0057(12) -0.0138(13) C15 0.0298(15) 0.0319(16) 0.0266(15) -0.0073(12) -0.0059(12) -0.0083(12) C16 0.0328(16) 0.0367(17) 0.0352(18) -0.0121(14) -0.0097(14) -0.0058(13) C17 0.074(3) 0.044(2) 0.042(2) -0.0071(18) -0.019(2) -0.025(2) C18 0.102(4) 0.065(3) 0.043(2) -0.002(2) -0.028(3) -0.048(3) C19 0.095(4) 0.077(3) 0.053(3) 0.004(3) -0.034(3) -0.053(3) C20 0.059(3) 0.076(3) 0.067(3) 0.031(3) -0.036(2) -0.042(3) C21 0.056(3) 0.115(6) 0.110(6) 0.030(5) -0.050(4) -0.036(4) C22 0.039(3) 0.107(5) 0.119(6) 0.039(5) -0.044(3) -0.021(3) C23 0.033(2) 0.061(3) 0.117(5) 0.028(3) -0.008(3) -0.005(2) C24 0.041(3) 0.075(4) 0.148(7) 0.023(4) 0.010(4) 0.002(3) C25 0.072(4) 0.049(3) 0.116(6) -0.010(3) 0.036(4) -0.006(3) C26 0.057(3) 0.047(3) 0.090(4) -0.024(3) 0.018(3) -0.012(2) C27 0.0322(18) 0.044(2) 0.068(3) 0.018(2) -0.0122(18) -0.0151(16) C28 0.043(2) 0.045(2) 0.049(2) 0.0164(17) -0.0203(17) -0.0236(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 O3 2.391(2) 2_666 ? Pb1 N5 2.569(3) . ? Pb1 O1 2.587(3) . ? Pb1 N6 2.652(3) . ? Pb1 N1 2.738(3) . ? Pb1 N3 2.770(3) 2_666 ? Pb1 OW1 2.791(3) . ? Pb1 C1 2.980(3) 2_666 ? Pb1 C16 3.059(3) . ? Pb1 Pb1 4.3740(3) 2_765 ? OW1 H2W 0.85(6) . ? OW1 H1W 0.70(6) . ? O1 C16 1.280(4) . ? O2 C9 1.267(4) . ? O3 C1 1.297(4) . ? O3 Pb1 2.391(2) 2_666 ? O4 C8 1.260(4) . ? O5 C4 1.367(4) . ? O5 C13 1.400(4) . ? N1 C16 1.313(4) . ? N1 N2 1.383(4) . ? N2 C9 1.330(5) . ? N2 H2A 0.8600 . ? N3 C1 1.314(4) . ? N3 N4 1.389(4) . ? N3 Pb1 2.770(3) 2_666 ? N4 C8 1.330(4) . ? N4 H4A 0.8600 . ? N5 C17 1.332(6) . ? N5 C28 1.347(5) . ? N6 C26 1.336(6) . ? N6 C27 1.351(6) . ? C1 C2 1.465(4) . ? C1 Pb1 2.980(3) 2_666 ? C2 C7 1.398(4) . ? C2 C3 1.405(4) . ? C3 C4 1.379(4) . ? C3 H3B 0.9300 . ? C4 C5 1.401(4) . ? C5 C6 1.368(5) . ? C5 H5A 0.9300 . ? C6 C7 1.395(4) . ? C6 H6A 0.9300 . ? C7 C8 1.463(4) . ? C9 C10 1.455(5) . ? C10 C11 1.388(5) . ? C10 C15 1.395(4) . ? C11 C12 1.393(5) . ? C11 H11A 0.9300 . ? C12 C13 1.381(5) . ? C12 H12A 0.9300 . ? C13 C14 1.362(5) . ? C14 C15 1.398(4) . ? C14 H14A 0.9300 . ? C15 C16 1.478(5) . ? C17 C18 1.395(6) . ? C17 H17A 0.9300 . ? C18 C19 1.318(8) . ? C18 H18A 0.9300 . ? C19 C20 1.392(8) . ? C19 H19A 0.9300 . ? C20 C21 1.420(8) . ? C20 C28 1.439(6) . ? C21 C22 1.289(10) . ? C21 H21A 0.9300 . ? C22 C23 1.488(11) . ? C22 H22A 0.9300 . ? C23 C27 1.396(6) . ? C23 C24 1.407(11) . ? C24 C25 1.348(12) . ? C24 H24A 0.9300 . ? C25 C26 1.412(9) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? C27 C28 1.430(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 O3 Pb1 N5 82.23(9) 2_666 . ? O3 Pb1 O1 86.57(9) 2_666 . ? N5 Pb1 O1 81.35(9) . . ? O3 Pb1 N6 85.86(10) 2_666 . ? N5 Pb1 N6 63.02(12) . . ? O1 Pb1 N6 144.25(10) . . ? O3 Pb1 N1 91.00(10) 2_666 . ? N5 Pb1 N1 130.72(10) . . ? O1 Pb1 N1 49.45(8) . . ? N6 Pb1 N1 165.36(11) . . ? O3 Pb1 N3 50.78(8) 2_666 2_666 ? N5 Pb1 N3 117.88(9) . 2_666 ? O1 Pb1 N3 124.96(9) . 2_666 ? N6 Pb1 N3 74.09(10) . 2_666 ? N1 Pb1 N3 92.87(9) . 2_666 ? O3 Pb1 OW1 154.92(10) 2_666 . ? N5 Pb1 OW1 72.73(10) . . ? O1 Pb1 OW1 88.17(11) . . ? N6 Pb1 OW1 84.18(11) . . ? N1 Pb1 OW1 104.03(11) . . ? N3 Pb1 OW1 145.36(10) 2_666 . ? O3 Pb1 C1 25.00(8) 2_666 2_666 ? N5 Pb1 C1 102.21(9) . 2_666 ? O1 Pb1 C1 104.24(9) . 2_666 ? N6 Pb1 C1 81.87(10) . 2_666 ? N1 Pb1 C1 89.25(10) . 2_666 ? N3 Pb1 C1 26.08(9) 2_666 2_666 ? OW1 Pb1 C1 165.94(10) . 2_666 ? O3 Pb1 C16 91.77(10) 2_666 . ? N5 Pb1 C16 105.69(10) . . ? O1 Pb1 C16 24.42(8) . . ? N6 Pb1 C16 168.67(11) . . ? N1 Pb1 C16 25.41(9) . . ? N3 Pb1 C16 112.74(9) 2_666 . ? OW1 Pb1 C16 93.50(11) . . ? C1 Pb1 C16 100.52(9) 2_666 . ? O3 Pb1 Pb1 150.21(5) 2_666 2_765 ? N5 Pb1 Pb1 118.15(7) . 2_765 ? O1 Pb1 Pb1 116.34(7) . 2_765 ? N6 Pb1 Pb1 85.17(9) . 2_765 ? N1 Pb1 Pb1 90.59(8) . 2_765 ? N3 Pb1 Pb1 99.43(6) 2_666 2_765 ? OW1 Pb1 Pb1 51.26(7) . 2_765 ? C1 Pb1 Pb1 125.32(6) 2_666 2_765 ? C16 Pb1 Pb1 102.06(7) . 2_765 ? Pb1 OW1 H2W 100(4) . . ? Pb1 OW1 H1W 122(6) . . ? H2W OW1 H1W 99(6) . . ? C16 O1 Pb1 98.9(2) . . ? C1 O3 Pb1 103.8(2) . 2_666 ? C4 O5 C13 118.1(3) . . ? C16 N1 N2 118.9(3) . . ? C16 N1 Pb1 91.1(2) . . ? N2 N1 Pb1 146.9(2) . . ? C9 N2 N1 127.2(3) . . ? C9 N2 H2A 116.4 . . ? N1 N2 H2A 116.4 . . ? C1 N3 N4 118.1(3) . . ? C1 N3 Pb1 85.91(18) . 2_666 ? N4 N3 Pb1 152.9(2) . 2_666 ? C8 N4 N3 127.4(3) . . ? C8 N4 H4A 116.3 . . ? N3 N4 H4A 116.3 . . ? C17 N5 C28 119.0(4) . . ? C17 N5 Pb1 120.0(3) . . ? C28 N5 Pb1 120.9(3) . . ? C26 N6 C27 119.4(4) . . ? C26 N6 Pb1 122.2(4) . . ? C27 N6 Pb1 118.4(3) . . ? O3 C1 N3 118.2(3) . . ? O3 C1 C2 121.0(3) . . ? N3 C1 C2 120.8(3) . . ? O3 C1 Pb1 51.19(16) . 2_666 ? N3 C1 Pb1 68.01(17) . 2_666 ? C2 C1 Pb1 165.8(2) . 2_666 ? C7 C2 C3 120.3(3) . . ? C7 C2 C1 118.8(3) . . ? C3 C2 C1 120.9(3) . . ? C4 C3 C2 118.8(3) . . ? C4 C3 H3B 120.6 . . ? C2 C3 H3B 120.6 . . ? O5 C4 C3 124.4(3) . . ? O5 C4 C5 114.8(3) . . ? C3 C4 C5 120.8(3) . . ? C6 C5 C4 120.4(3) . . ? C6 C5 H5A 119.8 . . ? C4 C5 H5A 119.8 . . ? C5 C6 C7 119.9(3) . . ? C5 C6 H6A 120.0 . . ? C7 C6 H6A 120.0 . . ? C6 C7 C2 119.8(3) . . ? C6 C7 C8 121.0(3) . . ? C2 C7 C8 119.2(3) . . ? O4 C8 N4 120.8(3) . . ? O4 C8 C7 123.6(3) . . ? N4 C8 C7 115.6(3) . . ? O2 C9 N2 120.4(3) . . ? O2 C9 C10 123.5(3) . . ? N2 C9 C10 116.0(3) . . ? C11 C10 C15 120.9(3) . . ? C11 C10 C9 120.2(3) . . ? C15 C10 C9 118.9(3) . . ? C10 C11 C12 119.4(3) . . ? C10 C11 H11A 120.3 . . ? C12 C11 H11A 120.3 . . ? C13 C12 C11 118.8(3) . . ? C13 C12 H12A 120.6 . . ? C11 C12 H12A 120.6 . . ? C14 C13 C12 122.6(3) . . ? C14 C13 O5 119.7(3) . . ? C12 C13 O5 117.6(3) . . ? C13 C14 C15 119.2(3) . . ? C13 C14 H14A 120.4 . . ? C15 C14 H14A 120.4 . . ? C10 C15 C14 119.0(3) . . ? C10 C15 C16 119.4(3) . . ? C14 C15 C16 121.5(3) . . ? O1 C16 N1 118.8(3) . . ? O1 C16 C15 121.6(3) . . ? N1 C16 C15 119.6(3) . . ? O1 C16 Pb1 56.67(18) . . ? N1 C16 Pb1 63.51(18) . . ? C15 C16 Pb1 166.6(3) . . ? N5 C17 C18 123.3(5) . . ? N5 C17 H17A 118.3 . . ? C18 C17 H17A 118.3 . . ? C19 C18 C17 119.0(5) . . ? C19 C18 H18A 120.5 . . ? C17 C18 H18A 120.5 . . ? C18 C19 C20 120.6(4) . . ? C18 C19 H19A 119.7 . . ? C20 C19 H19A 119.7 . . ? C19 C20 C21 123.8(6) . . ? C19 C20 C28 118.5(5) . . ? C21 C20 C28 117.7(6) . . ? C22 C21 C20 121.6(6) . . ? C22 C21 H21A 119.2 . . ? C20 C21 H21A 119.2 . . ? C21 C22 C23 123.2(5) . . ? C21 C22 H22A 118.4 . . ? C23 C22 H22A 118.4 . . ? C27 C23 C24 116.3(7) . . ? C27 C23 C22 117.4(6) . . ? C24 C23 C22 126.3(6) . . ? C25 C24 C23 121.2(5) . . ? C25 C24 H24A 119.4 . . ? C23 C24 H24A 119.4 . . ? C24 C25 C26 119.2(6) . . ? C24 C25 H25A 120.4 . . ? C26 C25 H25A 120.4 . . ? N6 C26 C25 120.9(7) . . ? N6 C26 H26A 119.5 . . ? C25 C26 H26A 119.5 . . ? N6 C27 C23 122.9(5) . . ? N6 C27 C28 118.2(3) . . ? C23 C27 C28 118.8(5) . . ? N5 C28 C27 119.4(4) . . ? N5 C28 C20 119.4(4) . . ? C27 C28 C20 121.2(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 N2 H2A O2 0.86 1.93 2.760(4) 162.2 2_665 N4 H4A O4 0.86 1.98 2.843(4) 175.3 2_577 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.048 _refine_diff_density_min -1.424 _refine_diff_density_rms 0.132 # Attachment '5.CIF' data_5 _database_code_depnum_ccdc_archive 'CCDC 846166' #TrackingRef '5.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H44 Cd2 N16 O10' _chemical_formula_weight 1325.87 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 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 24.837(5) _cell_length_b 10.147(2) _cell_length_c 20.137(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.51(3) _cell_angle_gamma 90.00 _cell_volume 5042.2(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.747 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2672 _exptl_absorpt_coefficient_mu 0.926 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.912 _exptl_absorpt_correction_T_max 0.912 _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 24496 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0338 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.34 _reflns_number_total 4594 _reflns_number_gt 3516 _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^)+(0.0423P)^2^+13.0746P] 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 4594 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0592 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1117 _refine_ls_wR_factor_gt 0.1010 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 Cd1 Cd -0.043104(14) 0.15571(3) -0.052178(17) 0.05543(14) Uani 1 1 d . . . O1 O -0.01456(13) 0.0123(3) 0.07942(16) 0.0600(8) Uani 1 1 d . . . O2 O -0.22696(16) -0.0635(5) 0.0148(2) 0.1025(14) Uani 1 1 d . . . O3 O -0.16099(17) 0.1762(4) -0.11578(19) 0.0852(11) Uani 1 1 d . . . O4 O -0.07335(17) -0.1703(4) -0.2727(2) 0.0861(12) Uani 1 1 d . . . OW1 O -0.2688(3) 0.1585(8) -0.0458(5) 0.243(5) Uani 1 1 d . . . N1 N -0.2233(3) -0.2691(8) 0.1051(4) 0.151(3) Uani 1 1 d . . . H1A H -0.2364 -0.3347 0.1250 0.181 Uiso 1 1 calc R . . H1B H -0.2427 -0.2296 0.0731 0.181 Uiso 1 1 calc R . . N2 N -0.14853(16) 0.0416(4) 0.0068(2) 0.0662(11) Uani 1 1 d . . . H2A H -0.1658 0.0911 -0.0231 0.079 Uiso 1 1 calc R . . N3 N -0.09333(15) 0.0634(4) 0.02041(19) 0.0560(9) Uani 1 1 d . . . N4 N -0.1703(3) -0.2029(7) -0.3437(3) 0.135(2) Uani 1 1 d . . . H4A H -0.1914 -0.2385 -0.3755 0.162 Uiso 1 1 calc R . . H4B H -0.1369 -0.2271 -0.3366 0.162 Uiso 1 1 calc R . . N5 N -0.09047(19) 0.0638(4) -0.1458(2) 0.0681(11) Uani 1 1 d . . . N6 N -0.06964(18) -0.0270(4) -0.1882(2) 0.0676(11) Uani 1 1 d . . . H6A H -0.0356 -0.0447 -0.1805 0.081 Uiso 1 1 calc R . . N7 N 0.03475(17) 0.2682(4) -0.0038(2) 0.0606(10) Uani 1 1 d . . . N8 N -0.0410(2) 0.3627(4) -0.1013(2) 0.0668(11) Uani 1 1 d . . . C1 C -0.1415(4) -0.2938(6) 0.1763(4) 0.099(2) Uani 1 1 d . . . H1C H -0.1570 -0.3609 0.1991 0.119 Uiso 1 1 calc R . . C2 C -0.0891(3) -0.2611(6) 0.1944(3) 0.0920(19) Uani 1 1 d . . . H2B H -0.0695 -0.3048 0.2299 0.110 Uiso 1 1 calc R . . C3 C -0.0645(3) -0.1645(5) 0.1613(3) 0.0732(15) Uani 1 1 d . . . H3A H -0.0282 -0.1444 0.1736 0.088 Uiso 1 1 calc R . . C4 C -0.0937(2) -0.0965(4) 0.1091(2) 0.0584(12) Uani 1 1 d . . . C5 C -0.1485(2) -0.1240(5) 0.0896(3) 0.0681(14) Uani 1 1 d . . . C6 C -0.1731(3) -0.2287(7) 0.1239(4) 0.091(2) Uani 1 1 d . . . C7 C -0.06637(19) -0.0030(4) 0.0699(2) 0.0526(11) Uani 1 1 d . . . C8 C -0.1780(2) -0.0490(6) 0.0355(3) 0.0737(15) Uani 1 1 d . . . C9 C -0.2428(3) -0.0721(7) -0.3175(4) 0.095(2) Uani 1 1 d . . . H9A H -0.2654 -0.1092 -0.3526 0.114 Uiso 1 1 calc R . . C10 C -0.2630(3) 0.0198(7) -0.2782(4) 0.101(2) Uani 1 1 d . . . H10A H -0.2988 0.0472 -0.2875 0.121 Uiso 1 1 calc R . . C11 C -0.2310(2) 0.0730(6) -0.2246(3) 0.0834(16) Uani 1 1 d . . . H11A H -0.2455 0.1334 -0.1968 0.100 Uiso 1 1 calc R . . C12 C -0.1770(2) 0.0365(5) -0.2119(3) 0.0643(12) Uani 1 1 d . . . C13 C -0.1548(2) -0.0550(5) -0.2530(2) 0.0627(12) Uani 1 1 d . . . C14 C -0.1888(3) -0.1118(5) -0.3063(3) 0.0766(16) Uani 1 1 d . . . C15 C -0.1427(2) 0.0947(5) -0.1562(3) 0.0667(13) Uani 1 1 d . . . C16 C -0.0976(2) -0.0897(5) -0.2401(3) 0.0654(13) Uani 1 1 d . . . C17 C 0.0712(2) 0.2229(5) 0.0433(3) 0.0675(13) Uani 1 1 d . . . H17A H 0.0631 0.1469 0.0660 0.081 Uiso 1 1 calc R . . C18 C 0.1214(2) 0.2827(6) 0.0610(3) 0.0792(15) Uani 1 1 d . . . H18A H 0.1465 0.2461 0.0936 0.095 Uiso 1 1 calc R . . C19 C 0.1326(3) 0.3979(6) 0.0288(3) 0.0869(18) Uani 1 1 d . . . H19A H 0.1656 0.4404 0.0396 0.104 Uiso 1 1 calc R . . C20 C 0.0941(3) 0.4503(5) -0.0200(3) 0.0775(16) Uani 1 1 d . . . C21 C 0.1020(3) 0.5738(6) -0.0537(4) 0.100(2) Uani 1 1 d . . . H21A H 0.1341 0.6208 -0.0435 0.120 Uiso 1 1 calc R . . C22 C 0.0633(3) 0.6207(6) -0.0996(4) 0.102(2) Uani 1 1 d . . . H22A H 0.0686 0.7019 -0.1193 0.123 Uiso 1 1 calc R . . C23 C 0.0151(3) 0.5514(5) -0.1188(3) 0.0778(17) Uani 1 1 d . . . C24 C -0.0246(3) 0.5968(6) -0.1684(3) 0.089(2) Uani 1 1 d . . . H24A H -0.0192 0.6745 -0.1912 0.107 Uiso 1 1 calc R . . C25 C -0.0705(3) 0.5276(6) -0.1828(3) 0.092(2) Uani 1 1 d . . . H25A H -0.0971 0.5567 -0.2157 0.111 Uiso 1 1 calc R . . C26 C -0.0779(3) 0.4100(5) -0.1474(3) 0.0802(16) Uani 1 1 d . . . H26A H -0.1103 0.3640 -0.1570 0.096 Uiso 1 1 calc R . . C27 C 0.0456(2) 0.3824(4) -0.0357(3) 0.0631(13) Uani 1 1 d . . . C28 C 0.0054(2) 0.4318(5) -0.0864(3) 0.0665(14) 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 0.0677(2) 0.0429(2) 0.0573(2) 0.00084(15) 0.01429(16) -0.00390(16) O1 0.063(2) 0.0545(19) 0.065(2) -0.0025(15) 0.0172(16) 0.0002(15) O2 0.063(2) 0.136(4) 0.108(3) -0.008(3) 0.009(2) -0.028(3) O3 0.113(3) 0.074(2) 0.070(2) -0.0077(19) 0.016(2) 0.020(2) O4 0.096(3) 0.075(3) 0.085(3) -0.019(2) 0.002(2) 0.021(2) OW1 0.111(5) 0.266(10) 0.341(12) 0.157(8) -0.031(6) 0.003(5) N1 0.140(6) 0.151(6) 0.167(7) 0.000(5) 0.037(5) -0.051(5) N2 0.061(3) 0.068(3) 0.070(3) 0.001(2) 0.011(2) 0.000(2) N3 0.060(2) 0.052(2) 0.058(2) 0.0004(18) 0.0129(19) -0.0028(18) N4 0.121(5) 0.154(6) 0.129(5) -0.032(5) 0.011(4) -0.015(5) N5 0.083(3) 0.059(3) 0.061(3) -0.007(2) -0.002(2) -0.001(2) N6 0.077(3) 0.059(2) 0.065(3) -0.006(2) -0.001(2) 0.007(2) N7 0.076(3) 0.048(2) 0.061(2) -0.0052(19) 0.023(2) -0.007(2) N8 0.090(3) 0.049(2) 0.065(3) -0.003(2) 0.025(2) 0.006(2) C1 0.143(7) 0.067(4) 0.093(5) 0.013(4) 0.046(5) -0.012(4) C2 0.127(6) 0.072(4) 0.084(4) 0.017(3) 0.040(4) 0.004(4) C3 0.095(4) 0.061(3) 0.069(3) 0.008(3) 0.032(3) 0.009(3) C4 0.074(3) 0.045(2) 0.060(3) -0.004(2) 0.024(2) -0.003(2) C5 0.084(4) 0.055(3) 0.072(3) -0.010(2) 0.034(3) -0.007(3) C6 0.090(4) 0.084(4) 0.106(5) -0.030(4) 0.045(4) -0.036(4) C7 0.062(3) 0.043(2) 0.055(3) -0.004(2) 0.017(2) 0.001(2) C8 0.071(4) 0.078(4) 0.075(4) -0.013(3) 0.020(3) -0.012(3) C9 0.074(4) 0.087(4) 0.119(6) 0.016(4) -0.017(4) -0.016(3) C10 0.070(4) 0.095(5) 0.135(6) 0.002(5) 0.003(4) 0.000(4) C11 0.071(4) 0.076(4) 0.105(5) 0.005(3) 0.018(3) 0.002(3) C12 0.072(3) 0.055(3) 0.067(3) 0.007(2) 0.012(3) -0.003(2) C13 0.068(3) 0.055(3) 0.064(3) 0.009(2) 0.003(2) -0.006(2) C14 0.104(5) 0.060(3) 0.066(3) -0.006(3) 0.012(3) -0.011(3) C15 0.081(4) 0.056(3) 0.063(3) 0.008(3) 0.009(3) 0.002(3) C16 0.086(4) 0.050(3) 0.061(3) 0.002(2) 0.011(3) 0.003(3) C17 0.087(4) 0.055(3) 0.063(3) -0.008(2) 0.020(3) -0.011(3) C18 0.090(4) 0.073(4) 0.077(4) -0.018(3) 0.020(3) -0.007(3) C19 0.087(4) 0.073(4) 0.107(5) -0.028(4) 0.036(4) -0.027(3) C20 0.091(4) 0.058(3) 0.090(4) -0.012(3) 0.038(3) -0.012(3) C21 0.119(6) 0.060(4) 0.129(6) -0.005(4) 0.049(5) -0.032(4) C22 0.144(7) 0.057(4) 0.116(6) 0.014(4) 0.060(5) -0.009(4) C23 0.115(5) 0.042(3) 0.085(4) 0.000(3) 0.051(4) -0.004(3) C24 0.133(6) 0.051(3) 0.092(5) 0.012(3) 0.056(4) 0.017(4) C25 0.138(6) 0.063(4) 0.082(4) 0.016(3) 0.041(4) 0.031(4) C26 0.114(5) 0.058(3) 0.071(4) 0.000(3) 0.023(3) 0.017(3) C27 0.082(4) 0.042(2) 0.072(3) -0.010(2) 0.037(3) -0.009(2) C28 0.095(4) 0.048(3) 0.062(3) -0.005(2) 0.034(3) 0.007(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 Cd1 N3 2.232(4) . ? Cd1 N5 2.304(4) . ? Cd1 N8 2.325(4) . ? Cd1 O1 2.331(3) 5 ? Cd1 N7 2.359(4) . ? O1 C7 1.289(5) . ? O1 Cd1 2.331(3) 5 ? O2 C8 1.248(6) . ? O3 C15 1.278(6) . ? O4 C16 1.246(6) . ? N1 C6 1.326(8) . ? N2 C8 1.347(6) . ? N2 N3 1.385(5) . ? N3 C7 1.321(6) . ? N4 C14 1.309(8) . ? N5 C15 1.328(6) . ? N5 N6 1.395(5) . ? N6 C16 1.347(6) . ? N7 C17 1.318(6) . ? N7 C27 1.366(6) . ? N8 C26 1.320(7) . ? N8 C28 1.352(7) . ? C1 C2 1.352(9) . ? C1 C6 1.407(10) . ? C2 C3 1.368(7) . ? C3 C4 1.392(7) . ? C4 C5 1.400(7) . ? C4 C7 1.451(6) . ? C5 C6 1.440(8) . ? C5 C8 1.457(8) . ? C9 C10 1.356(9) . ? C9 C14 1.393(8) . ? C10 C11 1.376(8) . ? C11 C12 1.386(7) . ? C12 C13 1.397(7) . ? C12 C15 1.456(7) . ? C13 C14 1.411(7) . ? C13 C16 1.458(7) . ? C17 C18 1.395(7) . ? C18 C19 1.380(8) . ? C19 C20 1.397(9) . ? C20 C27 1.392(7) . ? C20 C21 1.449(8) . ? C21 C22 1.344(9) . ? C22 C23 1.406(9) . ? C23 C24 1.399(9) . ? C23 C28 1.411(7) . ? C24 C25 1.342(9) . ? C25 C26 1.412(8) . ? C27 C28 1.437(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 N3 Cd1 N5 95.44(15) . . ? N3 Cd1 N8 134.34(14) . . ? N5 Cd1 N8 92.97(15) . . ? N3 Cd1 O1 104.55(12) . 5 ? N5 Cd1 O1 77.39(14) . 5 ? N8 Cd1 O1 121.08(13) . 5 ? N3 Cd1 N7 115.18(14) . . ? N5 Cd1 N7 148.49(15) . . ? N8 Cd1 N7 71.41(16) . . ? O1 Cd1 N7 87.38(12) 5 . ? C7 O1 Cd1 120.5(3) . 5 ? C8 N2 N3 126.8(4) . . ? C7 N3 N2 118.3(4) . . ? C7 N3 Cd1 115.8(3) . . ? N2 N3 Cd1 123.5(3) . . ? C15 N5 N6 118.9(4) . . ? C15 N5 Cd1 115.6(3) . . ? N6 N5 Cd1 125.3(3) . . ? C16 N6 N5 126.3(4) . . ? C17 N7 C27 118.5(5) . . ? C17 N7 Cd1 126.3(3) . . ? C27 N7 Cd1 114.4(4) . . ? C26 N8 C28 118.3(5) . . ? C26 N8 Cd1 125.5(4) . . ? C28 N8 Cd1 115.8(4) . . ? C2 C1 C6 121.7(6) . . ? C1 C2 C3 120.9(7) . . ? C2 C3 C4 120.0(6) . . ? C3 C4 C5 121.3(5) . . ? C3 C4 C7 119.9(5) . . ? C5 C4 C7 118.6(5) . . ? C4 C5 C6 117.6(6) . . ? C4 C5 C8 119.8(5) . . ? C6 C5 C8 122.6(6) . . ? N1 C6 C1 119.7(7) . . ? N1 C6 C5 121.8(8) . . ? C1 C6 C5 118.4(6) . . ? O1 C7 N3 117.6(4) . . ? O1 C7 C4 121.3(4) . . ? N3 C7 C4 121.0(4) . . ? O2 C8 N2 119.6(6) . . ? O2 C8 C5 125.3(5) . . ? N2 C8 C5 115.2(5) . . ? C10 C9 C14 121.1(6) . . ? C9 C10 C11 120.6(6) . . ? C10 C11 C12 120.0(6) . . ? C11 C12 C13 120.4(5) . . ? C11 C12 C15 120.1(5) . . ? C13 C12 C15 119.4(5) . . ? C12 C13 C14 118.6(5) . . ? C12 C13 C16 119.8(5) . . ? C14 C13 C16 121.6(5) . . ? N4 C14 C9 120.4(6) . . ? N4 C14 C13 120.4(6) . . ? C9 C14 C13 119.2(6) . . ? O3 C15 N5 117.7(5) . . ? O3 C15 C12 122.3(5) . . ? N5 C15 C12 120.0(5) . . ? O4 C16 N6 118.7(5) . . ? O4 C16 C13 125.8(5) . . ? N6 C16 C13 115.5(5) . . ? N7 C17 C18 123.6(5) . . ? C19 C18 C17 118.0(6) . . ? C18 C19 C20 119.7(6) . . ? C27 C20 C19 118.4(5) . . ? C27 C20 C21 118.9(6) . . ? C19 C20 C21 122.7(6) . . ? C22 C21 C20 120.2(6) . . ? C21 C22 C23 122.3(6) . . ? C24 C23 C22 122.8(6) . . ? C24 C23 C28 118.0(6) . . ? C22 C23 C28 119.1(6) . . ? C25 C24 C23 119.6(6) . . ? C24 C25 C26 119.3(7) . . ? N8 C26 C25 122.8(6) . . ? N7 C27 C20 121.7(5) . . ? N7 C27 C28 118.1(5) . . ? C20 C27 C28 120.1(5) . . ? N8 C28 C23 121.9(6) . . ? N8 C28 C27 118.8(5) . . ? C23 C28 C27 119.2(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 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.440 _refine_diff_density_min -1.074 _refine_diff_density_rms 0.073