data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H22 Cd2 N16 O3' _chemical_formula_weight 807.38 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 10.3084(18) _cell_length_b 11.1749(19) _cell_length_c 14.372(2) _cell_angle_alpha 88.687(5) _cell_angle_beta 89.140(5) _cell_angle_gamma 68.924(5) _cell_volume 1544.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9982 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 27.60 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.736 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 796 _exptl_absorpt_coefficient_mu 1.432 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.741 _exptl_absorpt_correction_T_max 0.854 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15622 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6046 _reflns_number_gt 5061 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0485P)^2^+2.8601P] 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 6046 _refine_ls_number_parameters 417 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0419 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0990 _refine_ls_wR_factor_gt 0.0936 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.020 _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 Cd2 Cd 0.46122(3) 0.85805(3) 0.041140(18) 0.02941(10) Uani 1 1 d . . . Cd1 Cd -0.03175(3) 0.65638(3) 0.555184(18) 0.03015(10) Uani 1 1 d U . . C1 C -0.3342(5) 0.8003(5) 0.6930(3) 0.0488(11) Uani 1 1 d . . . H1 H -0.3070 0.7205 0.7230 0.059 Uiso 1 1 calc R . . C2 C -0.4548(5) 0.8964(5) 0.7212(4) 0.0538(12) Uani 1 1 d . . . H2 H -0.5057 0.8793 0.7703 0.065 Uiso 1 1 calc R . . C3 C -0.4236(5) 1.0297(5) 0.6123(4) 0.0513(12) Uani 1 1 d . . . H3 H -0.4526 1.1095 0.5823 0.062 Uiso 1 1 calc R . . C4 C -0.3009(4) 0.9352(4) 0.5822(3) 0.0357(9) Uani 1 1 d . . . C5 C -0.2161(4) 0.9575(4) 0.5041(3) 0.0348(9) Uani 1 1 d . . . C6 C -0.2605(5) 1.0850(4) 0.4546(4) 0.0510(12) Uani 1 1 d . . . H6A H -0.1846 1.0907 0.4175 0.076 Uiso 1 1 calc R . . H6B H -0.2873 1.1521 0.4995 0.076 Uiso 1 1 calc R . . H6C H -0.3379 1.0941 0.4152 0.076 Uiso 1 1 calc R . . C7 C 0.0817(4) 0.7791(4) 0.3932(3) 0.0319(8) Uani 1 1 d . . . C8 C 0.1705(4) 0.7958(4) 0.3148(3) 0.0352(9) Uani 1 1 d . . . C9 C 0.1268(6) 0.8998(6) 0.2563(5) 0.095(3) Uani 1 1 d . . . H9 H 0.0396 0.9630 0.2646 0.114 Uiso 1 1 calc R . . C10 C 0.2123(6) 0.9110(7) 0.1849(5) 0.106(3) Uani 1 1 d . . . H10 H 0.1799 0.9831 0.1459 0.127 Uiso 1 1 calc R . . C11 C 0.3790(5) 0.7270(4) 0.2256(4) 0.0500(12) Uani 1 1 d . . . H11 H 0.4672 0.6659 0.2163 0.060 Uiso 1 1 calc R . . C12 C 0.3005(5) 0.7081(4) 0.2984(3) 0.0492(12) Uani 1 1 d . . . H12 H 0.3358 0.6356 0.3367 0.059 Uiso 1 1 calc R . . C13 C 0.7249(5) 0.7568(5) 0.1933(3) 0.0489(12) Uani 1 1 d . . . H13 H 0.6764 0.8334 0.2228 0.059 Uiso 1 1 calc R . . C14 C 0.8524(5) 0.6782(5) 0.2276(3) 0.0547(13) Uani 1 1 d . . . H14 H 0.8876 0.7035 0.2797 0.066 Uiso 1 1 calc R . . C15 C 0.8708(5) 0.5369(4) 0.1136(3) 0.0430(10) Uani 1 1 d . . . H15 H 0.9204 0.4606 0.0841 0.052 Uiso 1 1 calc R . . C16 C 0.7422(4) 0.6140(4) 0.0779(3) 0.0318(8) Uani 1 1 d . . . C17 C 0.6786(4) 0.5796(4) -0.0048(3) 0.0336(9) Uani 1 1 d . . . C18 C 0.7527(5) 0.4580(5) -0.0557(4) 0.0526(12) Uani 1 1 d . . . H18A H 0.7426 0.3869 -0.0217 0.079 Uiso 1 1 calc R . . H18B H 0.8496 0.4455 -0.0615 0.079 Uiso 1 1 calc R . . H18C H 0.7135 0.4636 -0.1165 0.079 Uiso 1 1 calc R . . C19 C 0.3711(4) 0.7302(4) -0.1155(3) 0.0345(9) Uani 1 1 d . . . C20 C 0.2837(4) 0.7121(4) -0.1928(3) 0.0331(9) Uani 1 1 d . . . C21 C 0.3396(4) 0.6439(4) -0.2719(3) 0.0416(10) Uani 1 1 d . . . H21 H 0.4354 0.6050 -0.2791 0.050 Uiso 1 1 calc R . . C22 C 0.2505(5) 0.6345(4) -0.3404(3) 0.0424(10) Uani 1 1 d . . . H22 H 0.2890 0.5907 -0.3943 0.051 Uiso 1 1 calc R . . C23 C 0.0600(4) 0.7497(5) -0.2562(3) 0.0435(10) Uani 1 1 d . . . H23 H -0.0361 0.7852 -0.2495 0.052 Uiso 1 1 calc R . . C24 C 0.1415(5) 0.7670(5) -0.1860(3) 0.0444(11) Uani 1 1 d . . . H24 H 0.1003 0.8154 -0.1345 0.053 Uiso 1 1 calc R . . N1 N -0.2562(4) 0.8193(3) 0.6241(2) 0.0388(8) Uani 1 1 d . . . N2 N -0.5008(4) 1.0109(4) 0.6817(3) 0.0596(11) Uani 1 1 d . . . N3 N -0.1062(3) 0.8618(3) 0.4828(2) 0.0339(7) Uani 1 1 d . . . N4 N -0.0280(4) 0.8814(3) 0.4092(3) 0.0398(8) Uani 1 1 d . . . N5 N 0.3363(4) 0.8267(4) 0.1682(3) 0.0427(9) Uani 1 1 d . . . N6 N 0.9256(4) 0.5685(4) 0.1887(3) 0.0523(10) Uani 1 1 d . . . N7 N 0.6702(3) 0.7248(3) 0.1189(2) 0.0370(8) Uani 1 1 d . . . N8 N 0.5595(3) 0.6606(3) -0.0280(2) 0.0323(7) Uani 1 1 d . . . N9 N 0.4928(3) 0.6359(3) -0.1041(2) 0.0355(8) Uani 1 1 d . . . N10 N 0.1121(3) 0.6850(3) -0.3328(2) 0.0335(7) Uani 1 1 d . . . N11 N -0.1443(4) 0.5722(3) 0.4553(2) 0.0378(8) Uani 1 1 d . . . N12 N -0.2640(5) 0.6192(4) 0.4480(4) 0.0723(15) Uani 1 1 d . . . N13A N -0.393(2) 0.657(2) 0.4713(17) 0.116(9) Uani 0.50 1 d P A 1 N13B N -0.3690(19) 0.671(2) 0.4148(14) 0.098(7) Uani 0.50 1 d P A 2 N14 N 0.3789(4) 1.0747(3) 0.0498(3) 0.0468(10) Uani 1 1 d . . . N15 N 0.2700(4) 1.1544(4) 0.0705(3) 0.0565(11) Uani 1 1 d . . . N16 N 0.1681(6) 1.2336(5) 0.0900(5) 0.096(2) Uani 1 1 d . . . O1 O 0.1208(3) 0.6714(3) 0.4353(2) 0.0401(7) Uani 1 1 d . . . O2 O 0.3193(3) 0.8315(3) -0.0691(2) 0.0502(8) Uani 1 1 d . . . O3 O -0.1239(3) 0.5407(3) 0.6688(2) 0.0446(7) Uani 1 1 d U . . H3B H -0.1316 0.4774 0.6404 0.067 Uiso 1 1 d R . . H3C H -0.0734 0.5151 0.7173 0.067 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd2 0.03082(16) 0.02981(16) 0.02833(16) -0.00189(11) 0.00243(11) -0.01178(12) Cd1 0.03567(17) 0.03095(17) 0.02599(16) 0.00033(11) -0.00276(12) -0.01452(13) C1 0.051(3) 0.047(3) 0.047(3) 0.001(2) 0.011(2) -0.017(2) C2 0.048(3) 0.063(3) 0.050(3) -0.008(2) 0.020(2) -0.019(2) C3 0.044(3) 0.040(3) 0.064(3) -0.004(2) 0.012(2) -0.007(2) C4 0.036(2) 0.034(2) 0.036(2) -0.0068(17) 0.0032(17) -0.0125(18) C5 0.036(2) 0.030(2) 0.038(2) 0.0003(17) -0.0007(17) -0.0119(18) C6 0.052(3) 0.038(2) 0.059(3) 0.009(2) 0.002(2) -0.012(2) C7 0.034(2) 0.032(2) 0.032(2) 0.0005(16) 0.0038(16) -0.0150(17) C8 0.037(2) 0.033(2) 0.035(2) 0.0045(17) 0.0036(17) -0.0121(18) C9 0.060(4) 0.073(4) 0.114(6) 0.059(4) 0.044(4) 0.019(3) C10 0.062(4) 0.088(5) 0.120(6) 0.071(4) 0.050(4) 0.024(3) C11 0.040(2) 0.040(2) 0.060(3) 0.009(2) 0.016(2) -0.004(2) C12 0.046(3) 0.040(2) 0.052(3) 0.018(2) 0.012(2) -0.005(2) C13 0.043(3) 0.060(3) 0.037(2) -0.012(2) -0.002(2) -0.010(2) C14 0.049(3) 0.070(3) 0.042(3) -0.006(2) -0.011(2) -0.018(3) C15 0.039(2) 0.042(2) 0.044(3) 0.0010(19) -0.0051(19) -0.009(2) C16 0.030(2) 0.034(2) 0.031(2) 0.0031(16) 0.0016(16) -0.0115(17) C17 0.034(2) 0.034(2) 0.034(2) -0.0001(17) -0.0002(17) -0.0134(18) C18 0.045(3) 0.046(3) 0.060(3) -0.016(2) -0.006(2) -0.007(2) C19 0.036(2) 0.039(2) 0.032(2) -0.0009(17) -0.0039(17) -0.0172(19) C20 0.034(2) 0.033(2) 0.034(2) 0.0015(16) -0.0077(17) -0.0143(17) C21 0.033(2) 0.043(2) 0.047(3) -0.012(2) -0.0015(19) -0.0117(19) C22 0.043(2) 0.044(2) 0.041(2) -0.0149(19) 0.0033(19) -0.015(2) C23 0.031(2) 0.056(3) 0.042(2) -0.009(2) -0.0004(18) -0.013(2) C24 0.039(2) 0.058(3) 0.036(2) -0.015(2) 0.0010(19) -0.017(2) N1 0.0372(19) 0.0368(19) 0.040(2) -0.0010(15) 0.0079(15) -0.0110(16) N2 0.050(2) 0.051(3) 0.070(3) -0.009(2) 0.025(2) -0.010(2) N3 0.0343(18) 0.0338(18) 0.0344(18) -0.0007(14) 0.0048(14) -0.0134(15) N4 0.040(2) 0.0355(19) 0.043(2) 0.0051(15) 0.0100(16) -0.0125(16) N5 0.039(2) 0.043(2) 0.042(2) 0.0087(17) 0.0083(16) -0.0109(17) N6 0.044(2) 0.059(3) 0.046(2) 0.0033(19) -0.0151(18) -0.010(2) N7 0.0326(18) 0.042(2) 0.0332(18) -0.0043(15) 0.0006(14) -0.0092(15) N8 0.0333(18) 0.0314(17) 0.0333(18) -0.0001(14) -0.0048(14) -0.0129(15) N9 0.0359(19) 0.0364(19) 0.0351(18) -0.0036(14) -0.0050(15) -0.0138(15) N10 0.0357(18) 0.0341(18) 0.0320(18) -0.0021(14) -0.0042(14) -0.0138(15) N11 0.038(2) 0.0346(19) 0.040(2) 0.0015(15) -0.0109(16) -0.0126(16) N12 0.053(3) 0.038(2) 0.122(4) -0.011(3) -0.036(3) -0.010(2) N13A 0.042(7) 0.086(12) 0.22(3) -0.056(17) -0.001(13) -0.017(7) N13B 0.043(9) 0.075(9) 0.152(18) -0.016(12) -0.039(10) 0.009(7) N14 0.045(2) 0.0315(19) 0.064(3) -0.0033(17) 0.0221(19) -0.0142(17) N15 0.053(3) 0.041(2) 0.073(3) 0.003(2) 0.030(2) -0.015(2) N16 0.071(3) 0.057(3) 0.138(5) 0.005(3) 0.059(4) 0.002(3) O1 0.0433(17) 0.0336(15) 0.0404(17) 0.0056(13) 0.0077(13) -0.0111(13) O2 0.0427(18) 0.0441(18) 0.056(2) -0.0165(15) -0.0187(15) -0.0044(15) O3 0.0512(18) 0.0396(17) 0.0387(17) 0.0033(13) -0.0048(14) -0.0113(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd2 N14 2.265(4) . ? Cd2 O2 2.268(3) . ? Cd2 N5 2.311(3) . ? Cd2 N8 2.312(3) . ? Cd2 N14 2.402(4) 2_675 ? Cd2 N7 2.407(3) . ? Cd1 N11 2.278(3) . ? Cd1 N10 2.309(3) 1_556 ? Cd1 O1 2.359(3) . ? Cd1 N3 2.364(3) . ? Cd1 O3 2.445(3) . ? Cd1 N11 2.552(4) 2_566 ? Cd1 N1 2.575(3) . ? C1 N1 1.328(6) . ? C1 C2 1.382(7) . ? C1 H1 0.9300 . ? C2 N2 1.312(7) . ? C2 H2 0.9300 . ? C3 N2 1.326(6) . ? C3 C4 1.395(6) . ? C3 H3 0.9300 . ? C4 N1 1.340(5) . ? C4 C5 1.483(6) . ? C5 N3 1.286(5) . ? C5 C6 1.497(6) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 O1 1.265(5) . ? C7 N4 1.309(5) . ? C7 C8 1.492(6) . ? C8 C9 1.361(6) . ? C8 C12 1.367(6) . ? C9 C10 1.376(7) . ? C9 H9 0.9300 . ? C10 N5 1.309(6) . ? C10 H10 0.9300 . ? C11 N5 1.316(6) . ? C11 C12 1.371(6) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 N7 1.330(6) . ? C13 C14 1.382(7) . ? C13 H13 0.9300 . ? C14 N6 1.318(6) . ? C14 H14 0.9300 . ? C15 N6 1.338(6) . ? C15 C16 1.393(6) . ? C15 H15 0.9300 . ? C16 N7 1.339(5) . ? C16 C17 1.489(6) . ? C17 N8 1.279(5) . ? C17 C18 1.499(6) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 O2 1.265(5) . ? C19 N9 1.326(5) . ? C19 C20 1.503(5) . ? C20 C24 1.374(6) . ? C20 C21 1.381(6) . ? C21 C22 1.388(6) . ? C21 H21 0.9300 . ? C22 N10 1.336(5) . ? C22 H22 0.9300 . ? C23 N10 1.327(5) . ? C23 C24 1.383(6) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? N3 N4 1.380(5) . ? N8 N9 1.385(5) . ? N10 Cd1 2.309(3) 1_554 ? N11 N12 1.160(6) . ? N11 Cd1 2.552(4) 2_566 ? N12 N13B 1.134(19) . ? N12 N13A 1.283(19) . ? N14 N15 1.194(5) . ? N14 Cd2 2.402(4) 2_675 ? N15 N16 1.140(6) . ? O3 H3B 0.8531 . ? O3 H3C 0.8563 . ? 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 N14 Cd2 O2 100.40(14) . . ? N14 Cd2 N5 95.14(13) . . ? O2 Cd2 N5 96.50(14) . . ? N14 Cd2 N8 156.90(13) . . ? O2 Cd2 N8 68.93(11) . . ? N5 Cd2 N8 106.18(13) . . ? N14 Cd2 N14 74.94(14) . 2_675 ? O2 Cd2 N14 102.34(14) . 2_675 ? N5 Cd2 N14 159.97(15) . 2_675 ? N8 Cd2 N14 87.11(12) . 2_675 ? N14 Cd2 N7 122.34(14) . . ? O2 Cd2 N7 136.45(11) . . ? N5 Cd2 N7 88.22(12) . . ? N8 Cd2 N7 68.20(11) . . ? N14 Cd2 N7 82.84(13) 2_675 . ? N11 Cd1 N10 164.72(12) . 1_556 ? N11 Cd1 O1 90.88(12) . . ? N10 Cd1 O1 91.31(12) 1_556 . ? N11 Cd1 N3 95.24(12) . . ? N10 Cd1 N3 99.57(12) 1_556 . ? O1 Cd1 N3 67.62(10) . . ? N11 Cd1 O3 81.39(12) . . ? N10 Cd1 O3 90.15(11) 1_556 . ? O1 Cd1 O3 154.15(10) . . ? N3 Cd1 O3 137.37(11) . . ? N11 Cd1 N11 79.93(13) . 2_566 ? N10 Cd1 N11 85.89(11) 1_556 2_566 ? O1 Cd1 N11 76.57(11) . 2_566 ? N3 Cd1 N11 143.82(12) . 2_566 ? O3 Cd1 N11 77.80(11) . 2_566 ? N11 Cd1 N1 94.66(12) . . ? N10 Cd1 N1 94.91(12) 1_556 . ? O1 Cd1 N1 132.88(10) . . ? N3 Cd1 N1 65.28(11) . . ? O3 Cd1 N1 72.62(10) . . ? N11 Cd1 N1 150.41(11) 2_566 . ? N1 C1 C2 121.4(5) . . ? N1 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? N2 C2 C1 122.9(5) . . ? N2 C2 H2 118.6 . . ? C1 C2 H2 118.6 . . ? N2 C3 C4 123.0(5) . . ? N2 C3 H3 118.5 . . ? C4 C3 H3 118.5 . . ? N1 C4 C3 119.9(4) . . ? N1 C4 C5 117.7(4) . . ? C3 C4 C5 122.4(4) . . ? N3 C5 C4 116.0(4) . . ? N3 C5 C6 123.8(4) . . ? C4 C5 C6 120.2(4) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O1 C7 N4 128.8(4) . . ? O1 C7 C8 117.5(3) . . ? N4 C7 C8 113.7(3) . . ? C9 C8 C12 116.4(4) . . ? C9 C8 C7 121.7(4) . . ? C12 C8 C7 121.8(4) . . ? C8 C9 C10 119.7(5) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? N5 C10 C9 124.2(5) . . ? N5 C10 H10 117.9 . . ? C9 C10 H10 117.9 . . ? N5 C11 C12 123.6(4) . . ? N5 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C8 C12 C11 120.1(4) . . ? C8 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? N7 C13 C14 121.2(4) . . ? N7 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? N6 C14 C13 122.1(5) . . ? N6 C14 H14 119.0 . . ? C13 C14 H14 119.0 . . ? N6 C15 C16 122.5(4) . . ? N6 C15 H15 118.8 . . ? C16 C15 H15 118.8 . . ? N7 C16 C15 119.6(4) . . ? N7 C16 C17 117.2(3) . . ? C15 C16 C17 123.3(4) . . ? N8 C17 C16 115.3(4) . . ? N8 C17 C18 124.0(4) . . ? C16 C17 C18 120.8(4) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O2 C19 N9 128.3(4) . . ? O2 C19 C20 116.5(4) . . ? N9 C19 C20 115.2(4) . . ? C24 C20 C21 117.8(4) . . ? C24 C20 C19 119.1(4) . . ? C21 C20 C19 123.1(4) . . ? C20 C21 C22 118.9(4) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? N10 C22 C21 123.3(4) . . ? N10 C22 H22 118.4 . . ? C21 C22 H22 118.4 . . ? N10 C23 C24 123.3(4) . . ? N10 C23 H23 118.4 . . ? C24 C23 H23 118.4 . . ? C20 C24 C23 119.6(4) . . ? C20 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C1 N1 C4 117.0(4) . . ? C1 N1 Cd1 127.8(3) . . ? C4 N1 Cd1 115.2(3) . . ? C2 N2 C3 115.8(4) . . ? C5 N3 N4 116.3(3) . . ? C5 N3 Cd1 125.8(3) . . ? N4 N3 Cd1 117.9(2) . . ? C7 N4 N3 111.7(3) . . ? C10 N5 C11 116.0(4) . . ? C10 N5 Cd2 119.2(3) . . ? C11 N5 Cd2 124.8(3) . . ? C14 N6 C15 116.6(4) . . ? C13 N7 C16 118.1(4) . . ? C13 N7 Cd2 125.7(3) . . ? C16 N7 Cd2 115.9(3) . . ? C17 N8 N9 119.0(3) . . ? C17 N8 Cd2 122.7(3) . . ? N9 N8 Cd2 117.9(2) . . ? C19 N9 N8 109.5(3) . . ? C23 N10 C22 117.1(4) . . ? C23 N10 Cd1 121.0(3) . 1_554 ? C22 N10 Cd1 121.9(3) . 1_554 ? N12 N11 Cd1 119.5(3) . . ? N12 N11 Cd1 134.8(3) . 2_566 ? Cd1 N11 Cd1 100.07(13) . 2_566 ? N13B N12 N11 159.5(13) . . ? N13B N12 N13A 41.6(14) . . ? N11 N12 N13A 158.8(13) . . ? N15 N14 Cd2 134.9(3) . . ? N15 N14 Cd2 117.8(3) . 2_675 ? Cd2 N14 Cd2 105.06(14) . 2_675 ? N16 N15 N14 177.7(5) . . ? C7 O1 Cd1 114.0(2) . . ? C19 O2 Cd2 114.7(3) . . ? Cd1 O3 H3B 106.5 . . ? Cd1 O3 H3C 113.7 . . ? H3B O3 H3C 110.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N2 0.8(8) . . . . ? N2 C3 C4 N1 -0.1(8) . . . . ? N2 C3 C4 C5 179.6(5) . . . . ? N1 C4 C5 N3 0.5(6) . . . . ? C3 C4 C5 N3 -179.3(4) . . . . ? N1 C4 C5 C6 -179.9(4) . . . . ? C3 C4 C5 C6 0.4(7) . . . . ? O1 C7 C8 C9 169.6(6) . . . . ? N4 C7 C8 C9 -10.9(7) . . . . ? O1 C7 C8 C12 -11.1(6) . . . . ? N4 C7 C8 C12 168.5(5) . . . . ? C12 C8 C9 C10 0.7(11) . . . . ? C7 C8 C9 C10 -179.9(7) . . . . ? C8 C9 C10 N5 0.0(14) . . . . ? C9 C8 C12 C11 -0.6(8) . . . . ? C7 C8 C12 C11 -179.9(4) . . . . ? N5 C11 C12 C8 -0.3(9) . . . . ? N7 C13 C14 N6 -0.1(8) . . . . ? N6 C15 C16 N7 0.7(7) . . . . ? N6 C15 C16 C17 -179.1(4) . . . . ? N7 C16 C17 N8 -0.4(5) . . . . ? C15 C16 C17 N8 179.4(4) . . . . ? N7 C16 C17 C18 179.3(4) . . . . ? C15 C16 C17 C18 -0.9(6) . . . . ? O2 C19 C20 C24 -27.9(6) . . . . ? N9 C19 C20 C24 151.2(4) . . . . ? O2 C19 C20 C21 151.2(4) . . . . ? N9 C19 C20 C21 -29.7(6) . . . . ? C24 C20 C21 C22 0.3(7) . . . . ? C19 C20 C21 C22 -178.8(4) . . . . ? C20 C21 C22 N10 -2.0(7) . . . . ? C21 C20 C24 C23 1.6(7) . . . . ? C19 C20 C24 C23 -179.2(4) . . . . ? N10 C23 C24 C20 -2.1(7) . . . . ? C2 C1 N1 C4 -1.0(7) . . . . ? C2 C1 N1 Cd1 -178.2(4) . . . . ? C3 C4 N1 C1 0.7(6) . . . . ? C5 C4 N1 C1 -179.1(4) . . . . ? C3 C4 N1 Cd1 178.3(3) . . . . ? C5 C4 N1 Cd1 -1.5(5) . . . . ? N11 Cd1 N1 C1 85.0(4) . . . . ? N10 Cd1 N1 C1 -83.0(4) 1_556 . . . ? O1 Cd1 N1 C1 -179.4(4) . . . . ? N3 Cd1 N1 C1 178.7(4) . . . . ? O3 Cd1 N1 C1 5.6(4) . . . . ? N11 Cd1 N1 C1 7.3(5) 2_566 . . . ? N11 Cd1 N1 C4 -92.2(3) . . . . ? N10 Cd1 N1 C4 99.7(3) 1_556 . . . ? O1 Cd1 N1 C4 3.3(4) . . . . ? N3 Cd1 N1 C4 1.4(3) . . . . ? O3 Cd1 N1 C4 -171.7(3) . . . . ? N11 Cd1 N1 C4 -170.0(3) 2_566 . . . ? C1 C2 N2 C3 -0.2(8) . . . . ? C4 C3 N2 C2 -0.1(8) . . . . ? C4 C5 N3 N4 179.0(3) . . . . ? C6 C5 N3 N4 -0.6(6) . . . . ? C4 C5 N3 Cd1 1.0(5) . . . . ? C6 C5 N3 Cd1 -178.6(3) . . . . ? N11 Cd1 N3 C5 91.4(3) . . . . ? N10 Cd1 N3 C5 -92.3(3) 1_556 . . . ? O1 Cd1 N3 C5 -179.8(4) . . . . ? O3 Cd1 N3 C5 8.5(4) . . . . ? N11 Cd1 N3 C5 171.5(3) 2_566 . . . ? N1 Cd1 N3 C5 -1.3(3) . . . . ? N11 Cd1 N3 N4 -86.6(3) . . . . ? N10 Cd1 N3 N4 89.7(3) 1_556 . . . ? O1 Cd1 N3 N4 2.2(3) . . . . ? O3 Cd1 N3 N4 -169.5(2) . . . . ? N11 Cd1 N3 N4 -6.5(4) 2_566 . . . ? N1 Cd1 N3 N4 -179.3(3) . . . . ? O1 C7 N4 N3 0.1(6) . . . . ? C8 C7 N4 N3 -179.4(3) . . . . ? C5 N3 N4 C7 179.7(4) . . . . ? Cd1 N3 N4 C7 -2.1(4) . . . . ? C9 C10 N5 C11 -0.9(12) . . . . ? C9 C10 N5 Cd2 177.5(7) . . . . ? C12 C11 N5 C10 1.0(9) . . . . ? C12 C11 N5 Cd2 -177.3(4) . . . . ? N14 Cd2 N5 C10 34.1(6) . . . . ? O2 Cd2 N5 C10 -67.0(6) . . . . ? N8 Cd2 N5 C10 -136.9(6) . . . . ? N14 Cd2 N5 C10 93.1(7) 2_675 . . . ? N7 Cd2 N5 C10 156.4(6) . . . . ? N14 Cd2 N5 C11 -147.7(4) . . . . ? O2 Cd2 N5 C11 111.2(4) . . . . ? N8 Cd2 N5 C11 41.3(4) . . . . ? N14 Cd2 N5 C11 -88.6(5) 2_675 . . . ? N7 Cd2 N5 C11 -25.3(4) . . . . ? C13 C14 N6 C15 0.4(8) . . . . ? C16 C15 N6 C14 -0.8(7) . . . . ? C14 C13 N7 C16 0.0(7) . . . . ? C14 C13 N7 Cd2 -173.8(4) . . . . ? C15 C16 N7 C13 -0.3(6) . . . . ? C17 C16 N7 C13 179.5(4) . . . . ? C15 C16 N7 Cd2 174.1(3) . . . . ? C17 C16 N7 Cd2 -6.1(4) . . . . ? N14 Cd2 N7 C13 23.9(4) . . . . ? O2 Cd2 N7 C13 -168.6(3) . . . . ? N5 Cd2 N7 C13 -71.0(4) . . . . ? N8 Cd2 N7 C13 -179.2(4) . . . . ? N14 Cd2 N7 C13 91.0(4) 2_675 . . . ? N14 Cd2 N7 C16 -150.0(3) . . . . ? O2 Cd2 N7 C16 17.5(4) . . . . ? N5 Cd2 N7 C16 115.0(3) . . . . ? N8 Cd2 N7 C16 6.8(3) . . . . ? N14 Cd2 N7 C16 -82.9(3) 2_675 . . . ? C16 C17 N8 N9 -179.9(3) . . . . ? C18 C17 N8 N9 0.4(6) . . . . ? C16 C17 N8 Cd2 7.4(5) . . . . ? C18 C17 N8 Cd2 -172.3(3) . . . . ? N14 Cd2 N8 C17 114.3(4) . . . . ? O2 Cd2 N8 C17 -179.9(4) . . . . ? N5 Cd2 N8 C17 -89.0(3) . . . . ? N14 Cd2 N8 C17 75.7(3) 2_675 . . . ? N7 Cd2 N8 C17 -7.7(3) . . . . ? N14 Cd2 N8 N9 -58.5(5) . . . . ? O2 Cd2 N8 N9 7.3(3) . . . . ? N5 Cd2 N8 N9 98.2(3) . . . . ? N14 Cd2 N8 N9 -97.1(3) 2_675 . . . ? N7 Cd2 N8 N9 179.5(3) . . . . ? O2 C19 N9 N8 2.3(6) . . . . ? C20 C19 N9 N8 -176.7(3) . . . . ? C17 N8 N9 C19 179.3(4) . . . . ? Cd2 N8 N9 C19 -7.6(4) . . . . ? C24 C23 N10 C22 0.4(7) . . . . ? C24 C23 N10 Cd1 178.4(4) . . . 1_554 ? C21 C22 N10 C23 1.7(7) . . . . ? C21 C22 N10 Cd1 -176.3(3) . . . 1_554 ? N10 Cd1 N11 N12 135.2(5) 1_556 . . . ? O1 Cd1 N11 N12 -126.6(4) . . . . ? N3 Cd1 N11 N12 -59.0(4) . . . . ? O3 Cd1 N11 N12 78.1(4) . . . . ? N11 Cd1 N11 N12 157.2(5) 2_566 . . . ? N1 Cd1 N11 N12 6.5(4) . . . . ? N10 Cd1 N11 Cd1 -22.0(5) 1_556 . . 2_566 ? O1 Cd1 N11 Cd1 76.19(12) . . . 2_566 ? N3 Cd1 N11 Cd1 143.79(12) . . . 2_566 ? O3 Cd1 N11 Cd1 -79.04(12) . . . 2_566 ? N11 Cd1 N11 Cd1 0.0 2_566 . . 2_566 ? N1 Cd1 N11 Cd1 -150.65(12) . . . 2_566 ? Cd1 N11 N12 N13B 117(4) . . . . ? Cd1 N11 N12 N13B -95(4) 2_566 . . . ? Cd1 N11 N12 N13A -64(3) . . . . ? Cd1 N11 N12 N13A 84(3) 2_566 . . . ? O2 Cd2 N14 N15 61.9(6) . . . . ? N5 Cd2 N14 N15 -35.7(6) . . . . ? N8 Cd2 N14 N15 121.8(5) . . . . ? N14 Cd2 N14 N15 162.0(7) 2_675 . . . ? N7 Cd2 N14 N15 -126.8(5) . . . . ? O2 Cd2 N14 Cd2 -100.12(17) . . . 2_675 ? N5 Cd2 N14 Cd2 162.29(16) . . . 2_675 ? N8 Cd2 N14 Cd2 -40.2(4) . . . 2_675 ? N14 Cd2 N14 Cd2 0.0 2_675 . . 2_675 ? N7 Cd2 N14 Cd2 71.1(2) . . . 2_675 ? Cd2 N14 N15 N16 175(100) . . . . ? Cd2 N14 N15 N16 -25(16) 2_675 . . . ? N4 C7 O1 Cd1 1.9(6) . . . . ? C8 C7 O1 Cd1 -178.6(3) . . . . ? N11 Cd1 O1 C7 93.3(3) . . . . ? N10 Cd1 O1 C7 -101.8(3) 1_556 . . . ? N3 Cd1 O1 C7 -2.0(3) . . . . ? O3 Cd1 O1 C7 165.1(3) . . . . ? N11 Cd1 O1 C7 172.7(3) 2_566 . . . ? N1 Cd1 O1 C7 -3.9(3) . . . . ? N9 C19 O2 Cd2 4.3(6) . . . . ? C20 C19 O2 Cd2 -176.8(3) . . . . ? N14 Cd2 O2 C19 152.9(3) . . . . ? N5 Cd2 O2 C19 -110.6(3) . . . . ? N8 Cd2 O2 C19 -5.7(3) . . . . ? N14 Cd2 O2 C19 76.2(3) 2_675 . . . ? N7 Cd2 O2 C19 -16.3(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 O3 H3C N6 0.86 2.00 2.842(5) 167.6 2_666 O3 H3B O1 0.85 1.98 2.822(4) 170.7 2_566 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.349 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.110