# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 917515' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H42 Cd2 N12 O11' _chemical_formula_weight 1283.84 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting TRICLINIC _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.381(2) _cell_length_b 11.108(2) _cell_length_c 12.085(2) _cell_angle_alpha 106.65(3) _cell_angle_beta 103.76(3) _cell_angle_gamma 91.62(3) _cell_volume 1289.8(4) _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 GREEN _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 646 _exptl_absorpt_coefficient_mu 0.901 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.888 _exptl_absorpt_correction_T_max 0.914 _exptl_absorpt_process_details Process-auto _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 omega-scan _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12771 _diffrn_reflns_av_R_equivalents 0.0249 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.45 _reflns_number_total 5835 _reflns_number_gt 5119 _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^+0.5213P] 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 5835 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0346 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0840 _refine_ls_wR_factor_gt 0.0795 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.105 _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 Cd1 Cd -0.142802(17) 1.534176(17) 1.105261(16) 0.03306(7) Uani 1 1 d . . . O1 O -0.5558(2) 1.4225(3) 0.7155(2) 0.0689(7) Uani 1 1 d . . . O2 O -0.05300(17) 1.33423(17) 0.88267(17) 0.0384(4) Uani 1 1 d . . . O3 O -0.44510(19) 1.64273(19) 1.03059(19) 0.0447(4) Uani 1 1 d . . . O4 O -0.0715(3) 2.0366(2) 1.1849(2) 0.0661(7) Uani 1 1 d . . . N1 N -0.3640(2) 1.4551(2) 0.8584(2) 0.0407(5) Uani 1 1 d . . . H1A H -0.3980 1.5136 0.9029 0.049 Uiso 1 1 calc R . . N2 N -0.2344(2) 1.4343(2) 0.90669(19) 0.0341(4) Uani 1 1 d . . . N3 N -0.2309(2) 1.7224(2) 1.0923(2) 0.0357(5) Uani 1 1 d . . . N4 N -0.1391(2) 1.8291(2) 1.1344(2) 0.0402(5) Uani 1 1 d . . . H4A H -0.0566 1.8154 1.1464 0.048 Uiso 1 1 calc R . . N5 N -0.0858(2) 1.6305(2) 1.3179(2) 0.0376(5) Uani 1 1 d . . . N6 N 0.0170(2) 1.4240(2) 1.19709(19) 0.0355(5) Uani 1 1 d . . . C1 C -0.4578(3) 1.2194(3) 0.5638(3) 0.0554(8) Uani 1 1 d . . . H1B H -0.5451 1.2346 0.5347 0.066 Uiso 1 1 calc R . . C2 C -0.4024(4) 1.1253(3) 0.4960(3) 0.0588(9) Uani 1 1 d . . . H2A H -0.4519 1.0770 0.4205 0.071 Uiso 1 1 calc R . . C3 C -0.2734(4) 1.1015(3) 0.5390(3) 0.0591(8) Uani 1 1 d . . . H3A H -0.2364 1.0374 0.4919 0.071 Uiso 1 1 calc R . . C4 C -0.1981(3) 1.1717(3) 0.6514(3) 0.0475(7) Uani 1 1 d . . . H4B H -0.1117 1.1540 0.6800 0.057 Uiso 1 1 calc R . . C5 C -0.2528(3) 1.2691(2) 0.7213(2) 0.0346(5) Uani 1 1 d . . . C6 C -0.3833(3) 1.2929(3) 0.6769(2) 0.0398(6) Uani 1 1 d . . . C7 C -0.4408(3) 1.3943(3) 0.7507(3) 0.0460(7) Uani 1 1 d . . . C8 C -0.1763(2) 1.3482(2) 0.8407(2) 0.0316(5) Uani 1 1 d . . . C9 C -0.3413(4) 2.0937(3) 1.1785(3) 0.0595(9) Uani 1 1 d . . . H9A H -0.2785 2.1630 1.1987 0.071 Uiso 1 1 calc R . . C10 C -0.4731(4) 2.1103(4) 1.1755(3) 0.0730(11) Uani 1 1 d . . . H10A H -0.4993 2.1915 1.1936 0.088 Uiso 1 1 calc R . . C11 C -0.5662(4) 2.0081(4) 1.1461(3) 0.0674(10) Uani 1 1 d . . . H11A H -0.6538 2.0213 1.1480 0.081 Uiso 1 1 calc R . . C12 C -0.5316(3) 1.8866(3) 1.1140(3) 0.0529(8) Uani 1 1 d . . . H12A H -0.5961 1.8181 1.0910 0.064 Uiso 1 1 calc R . . C13 C -0.3984(3) 1.8670(3) 1.1163(2) 0.0406(6) Uani 1 1 d . . . C14 C -0.3036(3) 1.9707(3) 1.1504(2) 0.0438(6) Uani 1 1 d . . . C15 C -0.3587(3) 1.7383(3) 1.0781(2) 0.0358(5) Uani 1 1 d . . . C16 C -0.1629(3) 1.9504(3) 1.1586(3) 0.0448(6) Uani 1 1 d . . . C17 C -0.1392(3) 1.7264(3) 1.3776(3) 0.0477(7) Uani 1 1 d . . . H17A H -0.2128 1.7557 1.3362 0.057 Uiso 1 1 calc R . . C18 C -0.0902(4) 1.7857(3) 1.4998(3) 0.0571(8) Uani 1 1 d . . . H18A H -0.1323 1.8512 1.5391 0.069 Uiso 1 1 calc R . . C19 C 0.0197(4) 1.7467(3) 1.5609(3) 0.0544(8) Uani 1 1 d . . . H19A H 0.0547 1.7867 1.6421 0.065 Uiso 1 1 calc R . . C20 C 0.0798(3) 1.6463(3) 1.5009(2) 0.0432(6) Uani 1 1 d . . . C21 C 0.1963(3) 1.5998(3) 1.5583(3) 0.0549(8) Uani 1 1 d . . . H21A H 0.2336 1.6364 1.6397 0.066 Uiso 1 1 calc R . . C22 C 0.2526(3) 1.5048(3) 1.4973(3) 0.0551(8) Uani 1 1 d . . . H22A H 0.3303 1.4789 1.5361 0.066 Uiso 1 1 calc R . . C23 C 0.1946(3) 1.4426(3) 1.3731(3) 0.0424(6) Uani 1 1 d . . . C24 C 0.2455(3) 1.3381(3) 1.3068(3) 0.0565(8) Uani 1 1 d . . . H24A H 0.3240 1.3104 1.3421 0.068 Uiso 1 1 calc R . . C25 C 0.1807(4) 1.2773(3) 1.1913(3) 0.0576(8) Uani 1 1 d . . . H25A H 0.2125 1.2065 1.1477 0.069 Uiso 1 1 calc R . . C26 C 0.0657(3) 1.3231(3) 1.1397(3) 0.0473(7) Uani 1 1 d . . . H26A H 0.0210 1.2807 1.0609 0.057 Uiso 1 1 calc R . . C27 C 0.0223(3) 1.5895(2) 1.3782(2) 0.0355(5) Uani 1 1 d . . . C28 C 0.0788(2) 1.4828(2) 1.3132(2) 0.0338(5) Uani 1 1 d . . . OW1 O -0.31655(19) 1.4208(2) 1.13994(19) 0.0465(5) Uani 1 1 d . . . OW2 O 0.1141(6) 0.9491(6) 0.0630(6) 0.0827(17) Uani 0.50 1 d P . . 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 0.02453(10) 0.03633(11) 0.03320(11) 0.00863(7) -0.00046(7) 0.00787(7) O1 0.0341(12) 0.119(2) 0.0419(12) 0.0185(13) -0.0060(9) 0.0248(13) O2 0.0238(9) 0.0404(9) 0.0438(10) 0.0077(8) 0.0012(8) 0.0060(7) O3 0.0282(9) 0.0484(11) 0.0525(12) 0.0132(9) 0.0030(9) 0.0053(8) O4 0.0613(15) 0.0411(11) 0.0771(17) -0.0060(11) 0.0132(13) -0.0079(11) N1 0.0217(10) 0.0560(14) 0.0400(12) 0.0107(11) 0.0033(9) 0.0110(10) N2 0.0193(9) 0.0436(11) 0.0341(11) 0.0094(9) -0.0006(8) 0.0062(8) N3 0.0262(10) 0.0343(10) 0.0414(12) 0.0083(9) 0.0020(9) 0.0075(8) N4 0.0290(11) 0.0400(11) 0.0450(13) 0.0058(10) 0.0054(10) 0.0070(9) N5 0.0363(12) 0.0372(11) 0.0361(11) 0.0089(9) 0.0053(9) 0.0085(9) N6 0.0318(11) 0.0347(11) 0.0372(11) 0.0092(9) 0.0052(9) 0.0077(9) C1 0.0457(17) 0.074(2) 0.0393(16) 0.0196(16) -0.0045(13) -0.0060(16) C2 0.068(2) 0.0595(19) 0.0342(15) 0.0078(14) -0.0041(15) -0.0129(17) C3 0.070(2) 0.0482(17) 0.0457(17) -0.0001(14) 0.0074(16) -0.0001(16) C4 0.0429(16) 0.0434(15) 0.0460(16) 0.0051(13) 0.0026(13) 0.0040(12) C5 0.0302(12) 0.0381(13) 0.0323(12) 0.0101(11) 0.0033(10) -0.0041(10) C6 0.0299(13) 0.0523(15) 0.0343(13) 0.0152(12) 0.0009(11) -0.0014(11) C7 0.0284(13) 0.0707(19) 0.0390(14) 0.0217(14) 0.0022(11) 0.0056(13) C8 0.0216(11) 0.0363(12) 0.0343(12) 0.0114(10) 0.0014(9) 0.0015(9) C9 0.076(2) 0.0453(16) 0.0453(17) 0.0041(14) 0.0033(17) 0.0207(16) C10 0.087(3) 0.061(2) 0.064(2) 0.0080(18) 0.016(2) 0.047(2) C11 0.062(2) 0.086(3) 0.056(2) 0.0221(19) 0.0152(18) 0.048(2) C12 0.0434(17) 0.0653(19) 0.0526(17) 0.0201(15) 0.0118(14) 0.0266(15) C13 0.0399(15) 0.0497(15) 0.0344(13) 0.0143(12) 0.0097(11) 0.0210(12) C14 0.0491(16) 0.0427(14) 0.0321(13) 0.0047(11) 0.0031(12) 0.0155(13) C15 0.0339(13) 0.0419(13) 0.0343(13) 0.0163(11) 0.0073(11) 0.0123(11) C16 0.0510(17) 0.0383(14) 0.0367(14) 0.0010(11) 0.0081(13) 0.0054(12) C17 0.0510(18) 0.0458(15) 0.0457(16) 0.0134(13) 0.0103(14) 0.0178(13) C18 0.080(2) 0.0420(15) 0.0483(17) 0.0066(14) 0.0215(17) 0.0170(16) C19 0.075(2) 0.0460(16) 0.0342(14) 0.0072(13) 0.0063(15) 0.0008(16) C20 0.0493(16) 0.0388(13) 0.0346(14) 0.0105(11) -0.0009(12) -0.0020(12) C21 0.0575(19) 0.0557(18) 0.0369(15) 0.0149(14) -0.0157(14) -0.0045(15) C22 0.0447(17) 0.0621(19) 0.0499(17) 0.0244(16) -0.0134(14) 0.0065(15) C23 0.0323(14) 0.0476(15) 0.0470(15) 0.0212(13) 0.0005(12) 0.0076(11) C24 0.0412(17) 0.068(2) 0.065(2) 0.0312(17) 0.0066(15) 0.0256(15) C25 0.060(2) 0.0580(18) 0.0582(19) 0.0191(16) 0.0159(17) 0.0329(16) C26 0.0490(17) 0.0451(15) 0.0472(16) 0.0116(13) 0.0126(14) 0.0175(13) C27 0.0354(13) 0.0344(12) 0.0351(13) 0.0130(11) 0.0031(11) 0.0020(10) C28 0.0285(12) 0.0355(12) 0.0376(13) 0.0148(11) 0.0040(10) 0.0042(10) OW1 0.0272(9) 0.0573(12) 0.0538(12) 0.0206(10) 0.0033(9) 0.0055(8) OW2 0.076(4) 0.083(4) 0.092(4) 0.019(3) 0.039(3) -0.010(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 N2 2.285(2) . ? Cd1 N3 2.336(2) . ? Cd1 N6 2.345(2) . ? Cd1 OW1 2.355(2) . ? Cd1 N5 2.401(2) . ? Cd1 O2 2.420(2) 2_587 ? O1 C7 1.249(3) . ? O2 C8 1.291(3) . ? O2 Cd1 2.4204(19) 2_587 ? O3 C15 1.270(3) . ? O4 C16 1.244(4) . ? N1 C7 1.326(4) . ? N1 N2 1.387(3) . ? N1 H1A 0.8600 . ? N2 C8 1.318(3) . ? N3 C15 1.320(3) . ? N3 N4 1.390(3) . ? N4 C16 1.338(4) . ? N4 H4A 0.8600 . ? N5 C17 1.322(4) . ? N5 C27 1.352(3) . ? N6 C26 1.321(3) . ? N6 C28 1.353(3) . ? C1 C2 1.364(5) . ? C1 C6 1.398(4) . ? C1 H1B 0.9300 . ? C2 C3 1.379(5) . ? C2 H2A 0.9300 . ? C3 C4 1.384(4) . ? C3 H3A 0.9300 . ? C4 C5 1.395(4) . ? C4 H4B 0.9300 . ? C5 C6 1.396(4) . ? C5 C8 1.474(4) . ? C6 C7 1.461(4) . ? C9 C10 1.378(5) . ? C9 C14 1.401(4) . ? C9 H9A 0.9300 . ? C10 C11 1.376(6) . ? C10 H10A 0.9300 . ? C11 C12 1.377(5) . ? C11 H11A 0.9300 . ? C12 C13 1.401(4) . ? C12 H12A 0.9300 . ? C13 C14 1.392(4) . ? C13 C15 1.474(4) . ? C14 C16 1.469(4) . ? C17 C18 1.392(4) . ? C17 H17A 0.9300 . ? C18 C19 1.358(5) . ? C18 H18A 0.9300 . ? C19 C20 1.397(4) . ? C19 H19A 0.9300 . ? C20 C27 1.406(4) . ? C20 C21 1.431(4) . ? C21 C22 1.339(5) . ? C21 H21A 0.9300 . ? C22 C23 1.430(4) . ? C22 H22A 0.9300 . ? C23 C28 1.403(4) . ? C23 C24 1.405(4) . ? C24 C25 1.358(5) . ? C24 H24A 0.9300 . ? C25 C26 1.391(4) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? C27 C28 1.446(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cd1 N3 92.33(8) . . ? N2 Cd1 N6 113.69(8) . . ? N3 Cd1 N6 151.09(8) . . ? N2 Cd1 OW1 86.28(8) . . ? N3 Cd1 OW1 103.20(8) . . ? N6 Cd1 OW1 91.36(8) . . ? N2 Cd1 N5 169.65(7) . . ? N3 Cd1 N5 86.16(8) . . ? N6 Cd1 N5 70.43(8) . . ? OW1 Cd1 N5 84.11(8) . . ? N2 Cd1 O2 106.36(8) . 2_587 ? N3 Cd1 O2 77.99(7) . 2_587 ? N6 Cd1 O2 82.52(7) . 2_587 ? OW1 Cd1 O2 167.31(7) . 2_587 ? N5 Cd1 O2 83.37(8) . 2_587 ? C8 O2 Cd1 127.65(16) . 2_587 ? C7 N1 N2 126.8(2) . . ? C7 N1 H1A 116.6 . . ? N2 N1 H1A 116.6 . . ? C8 N2 N1 119.0(2) . . ? C8 N2 Cd1 123.15(16) . . ? N1 N2 Cd1 117.43(16) . . ? C15 N3 N4 118.3(2) . . ? C15 N3 Cd1 123.84(18) . . ? N4 N3 Cd1 115.46(15) . . ? C16 N4 N3 128.3(2) . . ? C16 N4 H4A 115.9 . . ? N3 N4 H4A 115.9 . . ? C17 N5 C27 118.3(2) . . ? C17 N5 Cd1 126.71(19) . . ? C27 N5 Cd1 114.51(17) . . ? C26 N6 C28 118.5(2) . . ? C26 N6 Cd1 124.71(19) . . ? C28 N6 Cd1 115.70(16) . . ? C2 C1 C6 120.1(3) . . ? C2 C1 H1B 120.0 . . ? C6 C1 H1B 120.0 . . ? C1 C2 C3 120.2(3) . . ? C1 C2 H2A 119.9 . . ? C3 C2 H2A 119.9 . . ? C2 C3 C4 120.9(3) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? C3 C4 C5 119.6(3) . . ? C3 C4 H4B 120.2 . . ? C5 C4 H4B 120.2 . . ? C4 C5 C6 119.2(3) . . ? C4 C5 C8 121.8(2) . . ? C6 C5 C8 119.0(2) . . ? C5 C6 C1 120.0(3) . . ? C5 C6 C7 119.1(2) . . ? C1 C6 C7 120.8(3) . . ? O1 C7 N1 121.4(3) . . ? O1 C7 C6 122.5(3) . . ? N1 C7 C6 116.1(2) . . ? O2 C8 N2 119.1(2) . . ? O2 C8 C5 121.1(2) . . ? N2 C8 C5 119.8(2) . . ? C10 C9 C14 118.9(4) . . ? C10 C9 H9A 120.6 . . ? C14 C9 H9A 120.6 . . ? C11 C10 C9 120.8(3) . . ? C11 C10 H10A 119.6 . . ? C9 C10 H10A 119.6 . . ? C10 C11 C12 121.0(3) . . ? C10 C11 H11A 119.5 . . ? C12 C11 H11A 119.5 . . ? C11 C12 C13 119.4(4) . . ? C11 C12 H12A 120.3 . . ? C13 C12 H12A 120.3 . . ? C14 C13 C12 119.4(3) . . ? C14 C13 C15 119.7(2) . . ? C12 C13 C15 120.8(3) . . ? C13 C14 C9 120.5(3) . . ? C13 C14 C16 119.4(2) . . ? C9 C14 C16 120.1(3) . . ? O3 C15 N3 119.5(2) . . ? O3 C15 C13 121.2(2) . . ? N3 C15 C13 119.3(3) . . ? O4 C16 N4 121.5(3) . . ? O4 C16 C14 124.2(3) . . ? N4 C16 C14 114.3(3) . . ? N5 C17 C18 122.9(3) . . ? N5 C17 H17A 118.5 . . ? C18 C17 H17A 118.5 . . ? C19 C18 C17 119.3(3) . . ? C19 C18 H18A 120.4 . . ? C17 C18 H18A 120.4 . . ? C18 C19 C20 119.6(3) . . ? C18 C19 H19A 120.2 . . ? C20 C19 H19A 120.2 . . ? C19 C20 C27 117.6(3) . . ? C19 C20 C21 123.2(3) . . ? C27 C20 C21 119.2(3) . . ? C22 C21 C20 121.5(3) . . ? C22 C21 H21A 119.3 . . ? C20 C21 H21A 119.3 . . ? C21 C22 C23 120.8(3) . . ? C21 C22 H22A 119.6 . . ? C23 C22 H22A 119.6 . . ? C28 C23 C24 117.0(3) . . ? C28 C23 C22 119.9(3) . . ? C24 C23 C22 123.0(3) . . ? C25 C24 C23 120.3(3) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C24 C25 C26 118.6(3) . . ? C24 C25 H25A 120.7 . . ? C26 C25 H25A 120.7 . . ? N6 C26 C25 123.3(3) . . ? N6 C26 H26A 118.4 . . ? C25 C26 H26A 118.4 . . ? N5 C27 C20 122.2(3) . . ? N5 C27 C28 118.2(2) . . ? C20 C27 C28 119.6(2) . . ? N6 C28 C23 122.3(2) . . ? N6 C28 C27 118.8(2) . . ? C23 C28 C27 119.0(2) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.676 _refine_diff_density_min -0.450 _refine_diff_density_rms 0.076 data_2 _database_code_depnum_ccdc_archive 'CCDC 917516' #TrackingRef '2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H38 Cd3 Cl12 N16 O14' _chemical_formula_weight 2113.78 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' Cl Cl 0.1484 0.1585 '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 9.2903(19) _cell_length_b 12.440(3) _cell_length_c 15.951(3) _cell_angle_alpha 88.00(3) _cell_angle_beta 88.44(3) _cell_angle_gamma 79.83(3) _cell_volume 1813.0(6) _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 0.13 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.936 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1042 _exptl_absorpt_coefficient_mu 1.395 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.834 _exptl_absorpt_correction_T_max 0.858 _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17706 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_sigmaI/netI 0.0591 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8190 _reflns_number_gt 6403 _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^)+(0.0379P)^2^+1.9749P] 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 8190 _refine_ls_number_parameters 529 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0582 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1044 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 -0.07518(3) 0.78068(2) 0.625134(17) 0.02622(9) Uani 1 1 d . . . Cd2 Cd 0.0000 0.5000 0.5000 0.02556(10) Uani 1 2 d S . . Cl1 Cl -0.82650(12) 1.03415(10) 0.84791(8) 0.0480(3) Uani 1 1 d . . . Cl2 Cl -0.51080(14) 0.94257(14) 0.91234(9) 0.0684(4) Uani 1 1 d . . . Cl3 Cl -0.40002(17) 0.73225(12) 0.11553(8) 0.0632(4) Uani 1 1 d . . . Cl4 Cl -0.08372(16) 0.60193(11) 0.15583(8) 0.0614(4) Uani 1 1 d . . . Cl5 Cl 0.65431(16) 0.53925(14) 0.90292(9) 0.0704(4) Uani 1 1 d . . . Cl6 Cl 0.34182(18) 0.68367(13) 0.93722(8) 0.0679(4) Uani 1 1 d . . . O1 O -0.8372(3) 0.8150(2) 0.56965(17) 0.0321(6) Uani 1 1 d . . . O2 O -0.2768(3) 0.6942(2) 0.66132(17) 0.0304(6) Uani 1 1 d . . . O3 O -0.5311(3) 0.9578(2) 0.3953(2) 0.0430(8) Uani 1 1 d . . . O4 O -0.0439(3) 0.6866(2) 0.48319(17) 0.0309(6) Uani 1 1 d . . . O5 O 0.5885(3) 0.3934(2) 0.59727(18) 0.0337(6) Uani 1 1 d . . . O6 O 0.0548(3) 0.6201(2) 0.66741(18) 0.0334(6) Uani 1 1 d . . . N1 N -0.6042(3) 0.7250(3) 0.5502(2) 0.0288(7) Uani 1 1 d . . . H1A H -0.6324 0.6999 0.5051 0.035 Uiso 1 1 calc R . . N2 N -0.4574(3) 0.6906(2) 0.5697(2) 0.0288(7) Uani 1 1 d . . . N3 N -0.3366(4) 0.9038(3) 0.4787(2) 0.0339(8) Uani 1 1 d . . . H3A H -0.3689 0.9570 0.5110 0.041 Uiso 1 1 calc R . . N4 N -0.2120(4) 0.8332(2) 0.5042(2) 0.0300(7) Uani 1 1 d . . . N5 N 0.3500(3) 0.4555(2) 0.5680(2) 0.0259(7) Uani 1 1 d . . . H5A H 0.3651 0.4221 0.5214 0.031 Uiso 1 1 calc R . . N6 N 0.2080(3) 0.5123(2) 0.5819(2) 0.0263(7) Uani 1 1 d . . . N7 N -0.1209(3) 0.9708(2) 0.6609(2) 0.0285(7) Uani 1 1 d . . . N8 N -0.0944(3) 0.8022(2) 0.7759(2) 0.0292(7) Uani 1 1 d . . . C1 C -0.7514(4) 0.9087(3) 0.7155(3) 0.0299(8) Uani 1 1 d . . . H1B H -0.8461 0.9339 0.6975 0.036 Uiso 1 1 calc R . . C2 C -0.7057(4) 0.9439(3) 0.7892(3) 0.0331(9) Uani 1 1 d . . . C3 C -0.5633(5) 0.9041(4) 0.8170(3) 0.0372(10) Uani 1 1 d . . . C4 C -0.4665(4) 0.8337(3) 0.7683(3) 0.0325(9) Uani 1 1 d . . . H4A H -0.3714 0.8094 0.7860 0.039 Uiso 1 1 calc R . . C5 C -0.5116(4) 0.7991(3) 0.6925(2) 0.0263(8) Uani 1 1 d . . . C6 C -0.6552(4) 0.8349(3) 0.6677(2) 0.0262(8) Uani 1 1 d . . . C7 C -0.7072(4) 0.7924(3) 0.5930(2) 0.0263(8) Uani 1 1 d . . . C8 C -0.4102(4) 0.7258(3) 0.6394(2) 0.0263(8) Uani 1 1 d . . . C9 C -0.3996(5) 0.8102(4) 0.2707(3) 0.0377(10) Uani 1 1 d . . . H9A H -0.4905 0.8514 0.2580 0.045 Uiso 1 1 calc R . . C10 C -0.3249(5) 0.7418(4) 0.2131(3) 0.0383(10) Uani 1 1 d . . . C11 C -0.1869(5) 0.6802(3) 0.2313(3) 0.0350(9) Uani 1 1 d . . . C12 C -0.1299(4) 0.6835(3) 0.3092(3) 0.0309(9) Uani 1 1 d . . . H12A H -0.0402 0.6406 0.3219 0.037 Uiso 1 1 calc R . . C13 C -0.2061(4) 0.7509(3) 0.3692(2) 0.0279(8) Uani 1 1 d . . . C14 C -0.3388(4) 0.8182(3) 0.3489(2) 0.0279(8) Uani 1 1 d . . . C15 C -0.4120(4) 0.8981(3) 0.4093(3) 0.0305(9) Uani 1 1 d . . . C16 C -0.1518(4) 0.7554(3) 0.4545(2) 0.0260(8) Uani 1 1 d . . . C17 C 0.5471(4) 0.4962(3) 0.7562(3) 0.0327(9) Uani 1 1 d . . . H17A H 0.6388 0.4542 0.7462 0.039 Uiso 1 1 calc R . . C18 C 0.5188(5) 0.5510(3) 0.8295(3) 0.0359(9) Uani 1 1 d . . . C19 C 0.3804(5) 0.6134(4) 0.8456(3) 0.0377(10) Uani 1 1 d . . . C20 C 0.2734(5) 0.6205(3) 0.7864(3) 0.0337(9) Uani 1 1 d . . . H20A H 0.1822 0.6631 0.7965 0.040 Uiso 1 1 calc R . . C21 C 0.2996(4) 0.5654(3) 0.7125(2) 0.0270(8) Uani 1 1 d . . . C22 C 0.4381(4) 0.5033(3) 0.6963(2) 0.0254(8) Uani 1 1 d . . . C23 C 0.4657(4) 0.4461(3) 0.6179(2) 0.0267(8) Uani 1 1 d . . . C24 C 0.1827(4) 0.5679(3) 0.6517(2) 0.0243(8) Uani 1 1 d . . . C25 C -0.1304(4) 1.0519(3) 0.6046(3) 0.0345(9) Uani 1 1 d . . . H25A H -0.1174 1.0354 0.5481 0.041 Uiso 1 1 calc R . . C26 C -0.1593(5) 1.1620(4) 0.6265(3) 0.0425(11) Uani 1 1 d . . . H26A H -0.1625 1.2172 0.5854 0.051 Uiso 1 1 calc R . . C27 C -0.1827(5) 1.1869(3) 0.7083(3) 0.0404(10) Uani 1 1 d . . . H27A H -0.2046 1.2595 0.7235 0.049 Uiso 1 1 calc R . . C28 C -0.1736(4) 1.1033(3) 0.7699(3) 0.0374(10) Uani 1 1 d . . . C29 C -0.1936(5) 1.1220(4) 0.8581(3) 0.0435(11) Uani 1 1 d . . . H29A H -0.2170 1.1935 0.8759 0.052 Uiso 1 1 calc R . . C30 C -0.1797(5) 1.0403(4) 0.9158(3) 0.0458(11) Uani 1 1 d . . . H30A H -0.1922 1.0555 0.9725 0.055 Uiso 1 1 calc R . . C31 C -0.1454(5) 0.9290(4) 0.8901(3) 0.0385(10) Uani 1 1 d . . . C32 C -0.1338(5) 0.8383(4) 0.9459(3) 0.0497(12) Uani 1 1 d . . . H32A H -0.1439 0.8490 1.0033 0.060 Uiso 1 1 calc R . . C33 C -0.1081(5) 0.7352(4) 0.9170(3) 0.0454(11) Uani 1 1 d . . . H33A H -0.1035 0.6752 0.9539 0.054 Uiso 1 1 calc R . . C34 C -0.0887(4) 0.7214(3) 0.8316(3) 0.0371(10) Uani 1 1 d . . . H34A H -0.0704 0.6504 0.8124 0.045 Uiso 1 1 calc R . . C35 C -0.1408(4) 0.9952(3) 0.7429(3) 0.0296(8) Uani 1 1 d . . . C36 C -0.1252(4) 0.9060(3) 0.8044(2) 0.0282(8) Uani 1 1 d . . . OW1 O 0.1641(3) 0.5078(2) 0.38740(17) 0.0328(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 0.02627(16) 0.02597(15) 0.02554(16) -0.00405(11) -0.00091(11) -0.00152(10) Cd2 0.0225(2) 0.02304(19) 0.0306(2) -0.00222(15) -0.00090(16) -0.00196(14) Cl1 0.0378(6) 0.0582(7) 0.0474(7) -0.0290(6) 0.0091(5) -0.0028(5) Cl2 0.0448(7) 0.1107(12) 0.0497(8) -0.0479(8) -0.0066(6) -0.0041(7) Cl3 0.0782(10) 0.0750(9) 0.0355(7) -0.0101(6) -0.0189(6) -0.0066(7) Cl4 0.0789(9) 0.0620(8) 0.0389(7) -0.0123(6) 0.0105(6) 0.0003(7) Cl5 0.0609(9) 0.1084(12) 0.0448(8) -0.0022(8) -0.0228(7) -0.0196(8) Cl6 0.0852(11) 0.0852(10) 0.0354(7) -0.0205(7) 0.0009(7) -0.0176(8) O1 0.0235(15) 0.0412(16) 0.0315(16) -0.0039(12) -0.0015(12) -0.0043(11) O2 0.0206(14) 0.0334(14) 0.0363(16) -0.0054(12) -0.0004(12) -0.0015(10) O3 0.0350(17) 0.0439(17) 0.0449(19) -0.0055(14) -0.0059(14) 0.0087(13) O4 0.0315(15) 0.0254(13) 0.0349(16) -0.0008(11) -0.0075(12) -0.0012(11) O5 0.0266(15) 0.0343(15) 0.0390(17) -0.0109(12) -0.0002(12) 0.0001(11) O6 0.0277(15) 0.0322(15) 0.0383(17) 0.0003(12) 0.0002(12) 0.0002(11) N1 0.0256(17) 0.0323(17) 0.0292(18) -0.0104(14) -0.0017(14) -0.0050(13) N2 0.0269(17) 0.0270(16) 0.0322(19) -0.0092(14) 0.0027(14) -0.0025(12) N3 0.0310(19) 0.0308(17) 0.037(2) -0.0037(15) -0.0027(15) 0.0037(13) N4 0.0340(19) 0.0229(16) 0.0326(19) -0.0035(13) -0.0034(15) -0.0025(13) N5 0.0273(17) 0.0257(16) 0.0249(17) -0.0084(13) 0.0018(13) -0.0041(12) N6 0.0209(16) 0.0268(16) 0.0302(18) -0.0031(13) -0.0011(13) -0.0011(12) N7 0.0287(17) 0.0287(17) 0.0279(18) -0.0061(14) 0.0004(14) -0.0034(13) N8 0.0268(17) 0.0280(17) 0.0320(19) -0.0025(14) 0.0001(14) -0.0024(12) C1 0.025(2) 0.030(2) 0.035(2) -0.0114(17) 0.0015(17) -0.0043(15) C2 0.029(2) 0.036(2) 0.035(2) -0.0167(18) 0.0061(17) -0.0047(16) C3 0.035(2) 0.047(3) 0.031(2) -0.0160(19) 0.0017(18) -0.0104(18) C4 0.028(2) 0.038(2) 0.032(2) -0.0122(17) 0.0003(17) -0.0051(16) C5 0.026(2) 0.0273(19) 0.026(2) -0.0053(15) 0.0019(16) -0.0060(14) C6 0.0230(19) 0.0264(18) 0.030(2) -0.0035(15) 0.0020(16) -0.0052(14) C7 0.025(2) 0.0250(18) 0.030(2) -0.0011(15) 0.0021(16) -0.0072(14) C8 0.028(2) 0.0206(17) 0.031(2) -0.0010(15) 0.0044(16) -0.0059(14) C9 0.032(2) 0.044(2) 0.037(2) 0.0067(19) -0.0066(19) -0.0064(18) C10 0.047(3) 0.044(2) 0.026(2) 0.0004(18) -0.0054(19) -0.0124(19) C11 0.043(2) 0.034(2) 0.028(2) -0.0012(17) 0.0026(18) -0.0056(17) C12 0.034(2) 0.0272(19) 0.031(2) -0.0016(16) 0.0041(17) -0.0062(15) C13 0.027(2) 0.0284(19) 0.029(2) 0.0031(16) -0.0011(16) -0.0053(15) C14 0.030(2) 0.0243(18) 0.029(2) -0.0021(15) 0.0007(16) -0.0050(14) C15 0.031(2) 0.0246(19) 0.035(2) -0.0017(16) 0.0000(17) -0.0028(15) C16 0.029(2) 0.0195(17) 0.031(2) -0.0024(15) -0.0015(16) -0.0074(14) C17 0.031(2) 0.036(2) 0.031(2) 0.0021(17) -0.0032(17) -0.0068(16) C18 0.040(2) 0.040(2) 0.031(2) 0.0002(18) -0.0046(18) -0.0148(18) C19 0.049(3) 0.045(2) 0.021(2) -0.0013(18) 0.0036(19) -0.0146(19) C20 0.037(2) 0.035(2) 0.031(2) -0.0071(17) 0.0034(18) -0.0098(17) C21 0.028(2) 0.0227(18) 0.030(2) 0.0003(15) 0.0011(16) -0.0056(14) C22 0.028(2) 0.0237(18) 0.025(2) -0.0015(15) 0.0012(16) -0.0060(14) C23 0.028(2) 0.0233(18) 0.029(2) -0.0004(15) 0.0010(16) -0.0038(14) C24 0.027(2) 0.0203(17) 0.025(2) -0.0014(14) 0.0011(15) -0.0028(14) C25 0.031(2) 0.042(2) 0.030(2) -0.0004(18) -0.0011(17) -0.0042(17) C26 0.037(2) 0.036(2) 0.054(3) 0.006(2) -0.004(2) -0.0067(18) C27 0.039(2) 0.032(2) 0.049(3) -0.008(2) 0.003(2) -0.0025(17) C28 0.029(2) 0.040(2) 0.044(3) -0.004(2) 0.0020(19) -0.0065(17) C29 0.049(3) 0.038(2) 0.045(3) -0.022(2) 0.010(2) -0.0064(19) C30 0.051(3) 0.053(3) 0.034(3) -0.015(2) 0.016(2) -0.011(2) C31 0.038(2) 0.043(2) 0.035(2) -0.0073(19) 0.0052(19) -0.0090(18) C32 0.055(3) 0.067(3) 0.028(2) 0.002(2) 0.003(2) -0.017(2) C33 0.055(3) 0.050(3) 0.032(2) 0.004(2) 0.001(2) -0.014(2) C34 0.037(2) 0.033(2) 0.040(3) -0.0006(19) 0.0011(19) -0.0056(17) C35 0.0207(19) 0.035(2) 0.032(2) -0.0010(17) 0.0010(16) -0.0031(15) C36 0.0225(19) 0.035(2) 0.027(2) -0.0035(16) 0.0023(15) -0.0052(15) OW1 0.0295(15) 0.0356(15) 0.0329(16) -0.0055(12) 0.0042(12) -0.0043(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 O6 2.236(3) . ? Cd1 N4 2.349(3) . ? Cd1 O2 2.368(3) . ? Cd1 N7 2.414(3) . ? Cd1 N8 2.428(3) . ? Cd1 O1 2.461(3) 1_655 ? Cd1 O4 2.571(3) . ? Cd2 O4 2.292(3) 2_566 ? Cd2 O4 2.292(3) . ? Cd2 OW1 2.335(3) . ? Cd2 OW1 2.335(3) 2_566 ? Cd2 N6 2.392(3) 2_566 ? Cd2 N6 2.392(3) . ? Cl1 C2 1.723(4) . ? Cl2 C3 1.718(4) . ? Cl3 C10 1.740(4) . ? Cl4 C11 1.734(4) . ? Cl5 C18 1.727(4) . ? Cl6 C19 1.726(4) . ? O1 C7 1.255(4) . ? O1 Cd1 2.461(3) 1_455 ? O2 C8 1.287(4) . ? O3 C15 1.240(5) . ? O4 C16 1.281(4) . ? O5 C23 1.253(4) . ? O6 C24 1.272(4) . ? N1 C7 1.343(5) . ? N1 N2 1.396(4) . ? N2 C8 1.322(5) . ? N3 C15 1.337(5) . ? N3 N4 1.385(4) . ? N4 C16 1.310(5) . ? N5 C23 1.340(5) . ? N5 N6 1.398(4) . ? N6 C24 1.325(5) . ? N7 C25 1.321(5) . ? N7 C35 1.354(5) . ? N8 C34 1.313(5) . ? N8 C36 1.363(5) . ? C1 C2 1.373(5) . ? C1 C6 1.394(5) . ? C2 C3 1.406(6) . ? C3 C4 1.383(6) . ? C4 C5 1.397(5) . ? C5 C6 1.393(5) . ? C5 C8 1.465(5) . ? C6 C7 1.449(5) . ? C9 C10 1.365(6) . ? C9 C14 1.397(6) . ? C10 C11 1.404(6) . ? C11 C12 1.369(6) . ? C12 C13 1.390(5) . ? C13 C14 1.401(5) . ? C13 C16 1.470(5) . ? C14 C15 1.474(5) . ? C17 C18 1.369(6) . ? C17 C22 1.401(5) . ? C18 C19 1.402(6) . ? C19 C20 1.379(6) . ? C20 C21 1.379(5) . ? C21 C22 1.401(5) . ? C21 C24 1.472(5) . ? C22 C23 1.455(5) . ? C25 C26 1.403(6) . ? C26 C27 1.355(7) . ? C27 C28 1.398(6) . ? C28 C35 1.405(6) . ? C28 C29 1.437(6) . ? C29 C30 1.338(7) . ? C30 C31 1.437(6) . ? C31 C32 1.403(6) . ? C31 C36 1.407(6) . ? C32 C33 1.358(7) . ? C33 C34 1.382(6) . ? C35 C36 1.445(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 O6 Cd1 N4 131.65(11) . . ? O6 Cd1 O2 83.21(10) . . ? N4 Cd1 O2 82.22(11) . . ? O6 Cd1 N7 140.59(10) . . ? N4 Cd1 N7 87.37(11) . . ? O2 Cd1 N7 111.90(10) . . ? O6 Cd1 N8 80.39(11) . . ? N4 Cd1 N8 139.81(11) . . ? O2 Cd1 N8 78.25(10) . . ? N7 Cd1 N8 68.37(11) . . ? O6 Cd1 O1 83.57(10) . 1_655 ? N4 Cd1 O1 97.95(11) . 1_655 ? O2 Cd1 O1 162.28(9) . 1_655 ? N7 Cd1 O1 85.78(11) . 1_655 ? N8 Cd1 O1 111.01(10) . 1_655 ? O6 Cd1 O4 81.28(10) . . ? N4 Cd1 O4 53.17(10) . . ? O2 Cd1 O4 90.73(9) . . ? N7 Cd1 O4 132.03(10) . . ? N8 Cd1 O4 159.59(9) . . ? O1 Cd1 O4 75.62(9) 1_655 . ? O4 Cd2 O4 180.000(1) 2_566 . ? O4 Cd2 OW1 96.06(10) 2_566 . ? O4 Cd2 OW1 83.94(10) . . ? O4 Cd2 OW1 83.94(10) 2_566 2_566 ? O4 Cd2 OW1 96.06(10) . 2_566 ? OW1 Cd2 OW1 180.0 . 2_566 ? O4 Cd2 N6 89.22(10) 2_566 2_566 ? O4 Cd2 N6 90.78(10) . 2_566 ? OW1 Cd2 N6 96.63(10) . 2_566 ? OW1 Cd2 N6 83.37(10) 2_566 2_566 ? O4 Cd2 N6 90.78(10) 2_566 . ? O4 Cd2 N6 89.22(10) . . ? OW1 Cd2 N6 83.37(10) . . ? OW1 Cd2 N6 96.63(10) 2_566 . ? N6 Cd2 N6 180.0 2_566 . ? C7 O1 Cd1 135.7(2) . 1_455 ? C8 O2 Cd1 126.7(2) . . ? C16 O4 Cd2 133.3(2) . . ? C16 O4 Cd1 90.1(2) . . ? Cd2 O4 Cd1 111.65(11) . . ? C24 O6 Cd1 135.3(2) . . ? C7 N1 N2 128.3(3) . . ? C8 N2 N1 117.8(3) . . ? C15 N3 N4 127.0(3) . . ? C16 N4 N3 119.1(3) . . ? C16 N4 Cd1 99.6(2) . . ? N3 N4 Cd1 140.4(3) . . ? C23 N5 N6 128.5(3) . . ? C24 N6 N5 117.2(3) . . ? C24 N6 Cd2 116.7(2) . . ? N5 N6 Cd2 125.6(2) . . ? C25 N7 C35 118.5(3) . . ? C25 N7 Cd1 123.4(3) . . ? C35 N7 Cd1 118.1(2) . . ? C34 N8 C36 117.6(4) . . ? C34 N8 Cd1 124.7(3) . . ? C36 N8 Cd1 117.4(2) . . ? C2 C1 C6 119.7(4) . . ? C1 C2 C3 120.0(4) . . ? C1 C2 Cl1 119.1(3) . . ? C3 C2 Cl1 120.9(3) . . ? C4 C3 C2 120.2(4) . . ? C4 C3 Cl2 120.2(3) . . ? C2 C3 Cl2 119.6(3) . . ? C3 C4 C5 119.9(4) . . ? C6 C5 C4 119.2(4) . . ? C6 C5 C8 120.0(3) . . ? C4 C5 C8 120.8(3) . . ? C5 C6 C1 120.8(3) . . ? C5 C6 C7 119.8(3) . . ? C1 C6 C7 119.4(3) . . ? O1 C7 N1 122.0(3) . . ? O1 C7 C6 123.6(4) . . ? N1 C7 C6 114.4(3) . . ? O2 C8 N2 120.3(3) . . ? O2 C8 C5 120.1(3) . . ? N2 C8 C5 119.6(3) . . ? C10 C9 C14 119.6(4) . . ? C9 C10 C11 120.7(4) . . ? C9 C10 Cl3 119.7(3) . . ? C11 C10 Cl3 119.6(3) . . ? C12 C11 C10 120.0(4) . . ? C12 C11 Cl4 118.7(3) . . ? C10 C11 Cl4 121.3(3) . . ? C11 C12 C13 120.0(4) . . ? C12 C13 C14 119.9(4) . . ? C12 C13 C16 122.2(3) . . ? C14 C13 C16 117.9(4) . . ? C9 C14 C13 119.6(4) . . ? C9 C14 C15 120.4(4) . . ? C13 C14 C15 120.0(3) . . ? O3 C15 N3 122.9(4) . . ? O3 C15 C14 122.6(4) . . ? N3 C15 C14 114.4(3) . . ? O4 C16 N4 117.1(3) . . ? O4 C16 C13 122.7(3) . . ? N4 C16 C13 120.2(3) . . ? C18 C17 C22 120.1(4) . . ? C17 C18 C19 120.4(4) . . ? C17 C18 Cl5 119.1(3) . . ? C19 C18 Cl5 120.4(3) . . ? C20 C19 C18 119.4(4) . . ? C20 C19 Cl6 119.2(4) . . ? C18 C19 Cl6 121.4(3) . . ? C19 C20 C21 121.0(4) . . ? C20 C21 C22 119.6(3) . . ? C20 C21 C24 120.8(3) . . ? C22 C21 C24 119.6(3) . . ? C17 C22 C21 119.5(4) . . ? C17 C22 C23 121.1(3) . . ? C21 C22 C23 119.3(3) . . ? O5 C23 N5 122.1(4) . . ? O5 C23 C22 123.0(3) . . ? N5 C23 C22 115.0(3) . . ? O6 C24 N6 119.5(3) . . ? O6 C24 C21 120.1(3) . . ? N6 C24 C21 120.3(3) . . ? N7 C25 C26 122.5(4) . . ? C27 C26 C25 119.2(4) . . ? C26 C27 C28 119.9(4) . . ? C27 C28 C35 117.4(4) . . ? C27 C28 C29 123.8(4) . . ? C35 C28 C29 118.9(4) . . ? C30 C29 C28 122.4(4) . . ? C29 C30 C31 120.0(4) . . ? C32 C31 C36 116.2(4) . . ? C32 C31 C30 123.8(4) . . ? C36 C31 C30 120.0(4) . . ? C33 C32 C31 120.7(4) . . ? C32 C33 C34 118.5(4) . . ? N8 C34 C33 124.1(4) . . ? N7 C35 C28 122.4(4) . . ? N7 C35 C36 118.1(3) . . ? C28 C35 C36 119.4(4) . . ? N8 C36 C31 122.8(4) . . ? N8 C36 C35 117.8(3) . . ? C31 C36 C35 119.4(4) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.912 _refine_diff_density_min -0.658 _refine_diff_density_rms 0.113 data_3 _database_code_depnum_ccdc_archive 'CCDC 917517' #TrackingRef '3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H12 Cd N6 O6' _chemical_formula_weight 472.70 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 P2(1)/C loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.216(3) _cell_length_b 5.3100(11) _cell_length_c 10.982(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.69(3) _cell_angle_gamma 90.00 _cell_volume 757.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.073 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 468 _exptl_absorpt_coefficient_mu 1.495 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.823 _exptl_absorpt_correction_T_max 0.861 _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6987 _diffrn_reflns_av_R_equivalents 0.0160 _diffrn_reflns_av_sigmaI/netI 0.0131 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1721 _reflns_number_gt 1604 _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^)+(0.0400P)^2^+1.3416P] 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 1721 _refine_ls_number_parameters 132 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0202 _refine_ls_R_factor_gt 0.0189 _refine_ls_wR_factor_ref 0.0705 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.135 _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 0.5000 0.0000 0.5000 0.00848(10) Uani 1 2 d S . . N1 N 0.33263(15) 0.1100(4) 0.42384(18) 0.0103(4) Uani 1 1 d . . . N2 N 0.24248(15) -0.3937(4) 0.59969(18) 0.0121(4) Uani 1 1 d . . . N3 N 0.13836(15) -0.3729(4) 0.55068(18) 0.0116(4) Uani 1 1 d . . . H3A H 0.0986 -0.4753 0.5802 0.014 Uiso 1 1 calc R . . O1 O 0.40397(12) -0.2547(3) 0.60050(15) 0.0105(3) Uani 1 1 d . . . O2 O -0.00234(12) -0.2283(3) 0.41784(15) 0.0131(3) Uani 1 1 d . . . OW1 O 0.49827(16) -0.2953(4) 0.34366(17) 0.0194(4) Uani 1 1 d . . . H01 H 0.530(4) -0.430(10) 0.357(4) 0.043(12) Uiso 1 1 d . . . H02 H 0.468(3) -0.294(6) 0.271(3) 0.016(8) Uiso 1 1 d . . . C1 C 0.29544(18) 0.2887(5) 0.3427(2) 0.0118(4) Uani 1 1 d . . . H1A H 0.3417 0.3951 0.3138 0.014 Uiso 1 1 calc R . . C2 C 0.18993(19) 0.3241(5) 0.2987(2) 0.0132(5) Uani 1 1 d . . . H2B H 0.1669 0.4537 0.2435 0.016 Uiso 1 1 calc R . . C3 C 0.12081(17) 0.1641(5) 0.3386(2) 0.0108(4) Uani 1 1 d . . . H3B H 0.0504 0.1824 0.3105 0.013 Uiso 1 1 calc R . . C4 C 0.15919(19) -0.0264(4) 0.4222(2) 0.0093(5) Uani 1 1 d . . . C5 C 0.26464(18) -0.0456(4) 0.4657(2) 0.0091(4) Uani 1 1 d . . . C6 C 0.30457(17) -0.2385(4) 0.5581(2) 0.0090(4) Uani 1 1 d . . . C7 C 0.09119(18) -0.2131(4) 0.4627(2) 0.0110(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 0.00592(14) 0.00933(15) 0.00987(14) 0.00046(7) 0.00066(9) -0.00108(7) N1 0.0097(9) 0.0085(10) 0.0115(9) 0.0006(7) -0.0007(7) -0.0008(7) N2 0.0079(9) 0.0133(10) 0.0145(9) 0.0023(8) 0.0001(7) -0.0004(8) N3 0.0085(9) 0.0132(10) 0.0132(9) 0.0028(8) 0.0025(7) -0.0036(7) O1 0.0065(7) 0.0123(8) 0.0117(7) 0.0029(6) -0.0007(6) -0.0006(6) O2 0.0080(7) 0.0149(9) 0.0155(8) 0.0002(6) 0.0000(6) -0.0033(6) OW1 0.0300(11) 0.0119(9) 0.0127(9) -0.0029(7) -0.0055(8) 0.0076(8) C1 0.0132(11) 0.0104(11) 0.0118(10) 0.0026(8) 0.0025(8) -0.0022(8) C2 0.0163(11) 0.0096(11) 0.0118(10) 0.0019(9) -0.0023(9) 0.0016(9) C3 0.0067(9) 0.0143(11) 0.0111(10) -0.0016(9) 0.0011(8) 0.0009(8) C4 0.0064(10) 0.0120(11) 0.0099(11) -0.0023(8) 0.0024(9) -0.0011(8) C5 0.0089(11) 0.0077(10) 0.0104(10) -0.0004(8) 0.0008(8) -0.0009(8) C6 0.0075(10) 0.0096(11) 0.0098(10) -0.0003(8) 0.0016(8) -0.0002(8) C7 0.0111(10) 0.0099(11) 0.0114(10) -0.0020(8) 0.0007(8) -0.0009(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 2.2754(17) . ? Cd1 O1 2.2754(17) 3_656 ? Cd1 N1 2.291(2) . ? Cd1 N1 2.291(2) 3_656 ? Cd1 OW1 2.3220(19) . ? Cd1 OW1 2.3220(19) 3_656 ? N1 C1 1.332(3) . ? N1 C5 1.362(3) . ? N2 C6 1.304(3) . ? N2 N3 1.386(3) . ? N3 C7 1.348(3) . ? O1 C6 1.313(3) . ? O2 C7 1.246(3) . ? C1 C2 1.401(3) . ? C2 C3 1.377(3) . ? C3 C4 1.397(3) . ? C4 C5 1.391(3) . ? C4 C7 1.462(3) . ? C5 C6 1.469(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 180.0 . 3_656 ? O1 Cd1 N1 74.98(7) . . ? O1 Cd1 N1 105.02(7) 3_656 . ? O1 Cd1 N1 105.02(7) . 3_656 ? O1 Cd1 N1 74.98(7) 3_656 3_656 ? N1 Cd1 N1 180.00(10) . 3_656 ? O1 Cd1 OW1 91.58(7) . . ? O1 Cd1 OW1 88.42(7) 3_656 . ? N1 Cd1 OW1 91.48(7) . . ? N1 Cd1 OW1 88.52(7) 3_656 . ? O1 Cd1 OW1 88.42(7) . 3_656 ? O1 Cd1 OW1 91.58(7) 3_656 3_656 ? N1 Cd1 OW1 88.52(7) . 3_656 ? N1 Cd1 OW1 91.48(7) 3_656 3_656 ? OW1 Cd1 OW1 180.0 . 3_656 ? C1 N1 C5 118.3(2) . . ? C1 N1 Cd1 129.60(16) . . ? C5 N1 Cd1 112.02(15) . . ? C6 N2 N3 117.2(2) . . ? C7 N3 N2 128.5(2) . . ? C6 O1 Cd1 113.61(14) . . ? N1 C1 C2 123.1(2) . . ? C3 C2 C1 119.0(2) . . ? C2 C3 C4 118.3(2) . . ? C5 C4 C3 119.8(2) . . ? C5 C4 C7 118.7(2) . . ? C3 C4 C7 121.5(2) . . ? N1 C5 C4 121.4(2) . . ? N1 C5 C6 118.8(2) . . ? C4 C5 C6 119.8(2) . . ? N2 C6 O1 119.2(2) . . ? N2 C6 C5 120.9(2) . . ? O1 C6 C5 119.9(2) . . ? O2 C7 N3 122.4(2) . . ? O2 C7 C4 123.0(2) . . ? N3 C7 C4 114.6(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.526 _refine_diff_density_min -0.682 _refine_diff_density_rms 0.101 data_4 _database_code_depnum_ccdc_archive 'CCDC 917518' #TrackingRef '4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H16 N6 O6 Pb S' _chemical_formula_weight 771.72 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 21.156(4) _cell_length_b 9.7332(19) _cell_length_c 23.917(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4924.7(17) _cell_formula_units_Z 8 _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 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.082 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2976 _exptl_absorpt_coefficient_mu 6.998 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.390 _exptl_absorpt_correction_T_max 0.432 _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 44566 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0296 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5626 _reflns_number_gt 4568 _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^)+(0.0214P)^2^+7.5888P] 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 5626 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0582 _refine_ls_wR_factor_gt 0.0550 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.039119(6) 0.433372(14) 0.061916(6) 0.03108(5) Uani 1 1 d . . . O1 O -0.06018(13) 0.5736(3) 0.08455(14) 0.0490(8) Uani 1 1 d . . . O2 O -0.27954(12) 0.3504(3) 0.01864(11) 0.0460(7) Uani 1 1 d . . . O3 O -0.18226(12) 0.3106(3) 0.42476(11) 0.0402(6) Uani 1 1 d . . . O4 O -0.40129(11) 0.5401(3) 0.36322(11) 0.0381(6) Uani 1 1 d . . . O5 O -0.16837(12) 0.8690(2) 0.23140(10) 0.0373(6) Uani 1 1 d . . . O6 O -0.28620(13) 0.8708(2) 0.22845(11) 0.0371(6) Uani 1 1 d . . . S1 S -0.22746(4) 0.79665(8) 0.22909(3) 0.02781(18) Uani 1 1 d . . . N1 N -0.11450(14) 0.4260(3) 0.02976(13) 0.0351(7) Uani 1 1 d . . . N2 N -0.17312(14) 0.3723(3) 0.01559(13) 0.0338(7) Uani 1 1 d . . . H2B H -0.1729 0.3108 -0.0102 0.041 Uiso 1 1 calc R . . N3 N -0.28781(14) 0.3367(3) 0.42940(12) 0.0322(7) Uani 1 1 d . . . H3A H -0.2888 0.2745 0.4549 0.039 Uiso 1 1 calc R . . N4 N -0.34533(14) 0.3913(3) 0.41336(13) 0.0325(7) Uani 1 1 d . . . N5 N 0.05155(14) 0.1694(3) 0.05407(12) 0.0343(7) Uani 1 1 d . . . N6 N -0.00619(15) 0.2983(3) 0.14154(12) 0.0371(7) Uani 1 1 d . . . C1 C -0.28524(17) 0.5401(4) 0.10882(15) 0.0333(8) Uani 1 1 d . . . H1B H -0.3233 0.5024 0.0969 0.040 Uiso 1 1 calc R . . C2 C -0.28423(17) 0.6324(4) 0.15237(15) 0.0347(8) Uani 1 1 d . . . H2A H -0.3216 0.6584 0.1699 0.042 Uiso 1 1 calc R . . C3 C -0.22665(17) 0.6866(3) 0.16996(13) 0.0264(7) Uani 1 1 d . . . C4 C -0.17061(16) 0.6519(3) 0.14454(14) 0.0280(7) Uani 1 1 d . . . H4A H -0.1327 0.6897 0.1569 0.034 Uiso 1 1 calc R . . C5 C -0.17120(16) 0.5583(3) 0.09946(14) 0.0261(7) Uani 1 1 d . . . C6 C -0.22872(16) 0.5031(3) 0.08256(13) 0.0269(7) Uani 1 1 d . . . C7 C -0.11290(17) 0.5183(4) 0.07047(15) 0.0319(8) Uani 1 1 d . . . C8 C -0.22993(17) 0.4033(4) 0.03657(15) 0.0314(8) Uani 1 1 d . . . C9 C -0.28669(16) 0.6404(3) 0.30820(14) 0.0274(7) Uani 1 1 d . . . H9A H -0.3240 0.6803 0.2957 0.033 Uiso 1 1 calc R . . C10 C -0.22920(16) 0.6797(3) 0.28601(13) 0.0269(7) Uani 1 1 d . . . C11 C -0.17224(17) 0.6241(4) 0.30469(15) 0.0334(8) Uani 1 1 d . . . H11A H -0.1341 0.6544 0.2899 0.040 Uiso 1 1 calc R . . C12 C -0.17316(17) 0.5247(4) 0.34499(15) 0.0330(8) Uani 1 1 d . . . H12A H -0.1355 0.4860 0.3574 0.040 Uiso 1 1 calc R . . C13 C -0.23091(16) 0.4807(3) 0.36763(13) 0.0270(7) Uani 1 1 d . . . C14 C -0.28775(16) 0.5385(3) 0.35029(14) 0.0250(7) Uani 1 1 d . . . C15 C -0.23087(17) 0.3700(4) 0.40962(14) 0.0297(8) Uani 1 1 d . . . C16 C -0.34638(17) 0.4897(4) 0.37562(14) 0.0293(7) Uani 1 1 d . . . C17 C 0.08090(19) 0.1082(5) 0.01219(17) 0.0443(10) Uani 1 1 d . . . H17A H 0.1005 0.1624 -0.0147 0.053 Uiso 1 1 calc R . . C18 C 0.0837(2) -0.0339(5) 0.00656(19) 0.0506(11) Uani 1 1 d . . . H18A H 0.1052 -0.0730 -0.0234 0.061 Uiso 1 1 calc R . . C19 C 0.0548(2) -0.1152(5) 0.0451(2) 0.0479(11) Uani 1 1 d . . . H19A H 0.0555 -0.2103 0.0411 0.057 Uiso 1 1 calc R . . C20 C 0.02372(18) -0.0542(4) 0.09105(18) 0.0398(9) Uani 1 1 d . . . C21 C -0.0063(2) -0.1315(5) 0.1336(2) 0.0525(12) Uani 1 1 d . . . H21A H -0.0073 -0.2268 0.1313 0.063 Uiso 1 1 calc R . . C22 C -0.0335(2) -0.0677(5) 0.1775(2) 0.0530(12) Uani 1 1 d . . . H22A H -0.0525 -0.1203 0.2053 0.064 Uiso 1 1 calc R . . C23 C -0.03380(18) 0.0789(4) 0.18240(18) 0.0431(10) Uani 1 1 d . . . C24 C -0.0611(2) 0.1474(5) 0.22772(18) 0.0507(11) Uani 1 1 d . . . H24A H -0.0786 0.0979 0.2572 0.061 Uiso 1 1 calc R . . C25 C -0.0620(2) 0.2874(5) 0.22846(17) 0.0528(12) Uani 1 1 d . . . H25A H -0.0810 0.3344 0.2578 0.063 Uiso 1 1 calc R . . C26 C -0.0338(2) 0.3592(5) 0.18440(17) 0.0478(10) Uani 1 1 d . . . H26A H -0.0346 0.4547 0.1853 0.057 Uiso 1 1 calc R . . C27 C 0.02357(16) 0.0913(4) 0.09389(16) 0.0330(8) Uani 1 1 d . . . C28 C -0.00580(17) 0.1586(4) 0.14002(15) 0.0335(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.02408(7) 0.03530(8) 0.03388(8) 0.00253(6) -0.00158(6) 0.00012(6) O1 0.0251(14) 0.0459(16) 0.076(2) -0.0272(15) 0.0073(14) -0.0048(13) O2 0.0266(14) 0.0636(18) 0.0477(16) -0.0241(15) 0.0009(12) -0.0068(13) O3 0.0287(14) 0.0488(16) 0.0429(15) 0.0137(13) -0.0013(11) 0.0024(13) O4 0.0225(13) 0.0427(15) 0.0491(16) 0.0123(12) -0.0027(11) -0.0007(11) O5 0.0389(15) 0.0322(13) 0.0406(14) -0.0029(11) 0.0076(12) -0.0137(12) O6 0.0442(16) 0.0300(13) 0.0372(14) 0.0004(11) 0.0072(12) 0.0091(12) S1 0.0328(5) 0.0229(4) 0.0278(4) -0.0006(3) 0.0056(4) -0.0015(4) N1 0.0260(15) 0.0356(16) 0.0436(17) -0.0135(14) 0.0096(14) -0.0025(14) N2 0.0284(16) 0.0350(16) 0.0379(17) -0.0127(14) 0.0061(13) -0.0023(14) N3 0.0270(16) 0.0352(16) 0.0345(16) 0.0114(13) 0.0011(12) 0.0015(13) N4 0.0252(16) 0.0349(15) 0.0375(16) 0.0078(13) 0.0047(13) 0.0028(13) N5 0.0263(16) 0.0399(17) 0.0366(17) -0.0040(14) -0.0006(13) -0.0015(14) N6 0.0362(18) 0.0436(18) 0.0315(16) -0.0033(14) -0.0015(14) -0.0003(15) C1 0.0211(17) 0.045(2) 0.0339(19) -0.0076(16) 0.0005(14) -0.0035(16) C2 0.0269(19) 0.042(2) 0.035(2) -0.0039(17) 0.0051(15) 0.0029(17) C3 0.0300(18) 0.0263(16) 0.0230(15) 0.0000(13) 0.0020(13) 0.0011(15) C4 0.0263(18) 0.0244(16) 0.0333(18) -0.0008(14) -0.0003(14) -0.0048(14) C5 0.0242(17) 0.0253(16) 0.0288(16) 0.0004(14) 0.0043(13) 0.0007(14) C6 0.0275(18) 0.0292(17) 0.0240(16) -0.0015(14) 0.0019(14) 0.0008(15) C7 0.0258(18) 0.0282(17) 0.042(2) -0.0030(15) 0.0046(16) -0.0039(15) C8 0.0294(19) 0.0337(18) 0.0309(18) -0.0021(15) 0.0014(15) -0.0006(16) C9 0.0280(18) 0.0260(16) 0.0282(17) -0.0015(14) -0.0012(14) 0.0005(14) C10 0.0304(18) 0.0257(16) 0.0244(16) -0.0025(13) 0.0017(14) -0.0057(15) C11 0.0247(18) 0.0400(19) 0.0356(19) 0.0026(16) 0.0033(15) -0.0049(16) C12 0.0236(18) 0.040(2) 0.0354(19) 0.0027(16) -0.0036(15) 0.0003(16) C13 0.0274(18) 0.0266(16) 0.0268(17) -0.0019(14) -0.0016(14) -0.0047(15) C14 0.0259(17) 0.0234(16) 0.0258(16) -0.0037(13) 0.0006(13) -0.0038(14) C15 0.0301(19) 0.0315(18) 0.0274(18) -0.0008(14) -0.0010(15) -0.0018(16) C16 0.0253(18) 0.0294(17) 0.0333(18) 0.0004(15) -0.0001(15) -0.0002(15) C17 0.029(2) 0.060(3) 0.045(2) -0.002(2) 0.0007(18) -0.0022(19) C18 0.034(2) 0.063(3) 0.055(3) -0.017(2) -0.005(2) 0.013(2) C19 0.035(2) 0.040(2) 0.068(3) -0.010(2) -0.012(2) 0.0061(19) C20 0.0248(19) 0.046(2) 0.049(2) 0.0019(19) -0.0092(17) -0.0049(17) C21 0.042(3) 0.041(2) 0.074(3) 0.010(2) -0.013(2) -0.011(2) C22 0.039(2) 0.054(3) 0.066(3) 0.021(2) -0.003(2) -0.013(2) C23 0.029(2) 0.055(2) 0.045(2) 0.010(2) -0.0051(17) -0.0078(19) C24 0.034(2) 0.077(3) 0.040(2) 0.009(2) 0.0049(18) -0.007(2) C25 0.042(2) 0.082(3) 0.035(2) -0.009(2) 0.0041(18) -0.005(2) C26 0.051(3) 0.054(2) 0.038(2) -0.010(2) 0.002(2) -0.007(2) C27 0.0192(17) 0.039(2) 0.041(2) 0.0018(17) -0.0042(15) -0.0048(15) C28 0.0261(18) 0.040(2) 0.0344(19) 0.0013(16) -0.0035(15) -0.0053(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 O4 2.424(3) 6_656 ? Pb1 N6 2.505(3) . ? Pb1 N4 2.548(3) 6_656 ? Pb1 O1 2.563(3) . ? Pb1 N5 2.590(3) . ? Pb1 Pb1 3.6322(6) 5_565 ? O1 C7 1.283(4) . ? O2 C8 1.245(4) . ? O3 C15 1.234(4) . ? O4 C16 1.296(4) . ? O4 Pb1 2.424(3) 6_556 ? O5 S1 1.436(3) . ? O6 S1 1.437(3) . ? S1 C3 1.774(3) . ? S1 C10 1.775(3) . ? N1 C7 1.325(4) . ? N1 N2 1.388(4) . ? N2 C8 1.337(4) . ? N3 C15 1.334(4) . ? N3 N4 1.382(4) . ? N4 C16 1.316(4) . ? N4 Pb1 2.548(3) 6_556 ? N5 C17 1.320(5) . ? N5 C27 1.355(5) . ? N6 C26 1.321(5) . ? N6 C28 1.360(5) . ? C1 C2 1.376(5) . ? C1 C6 1.398(5) . ? C2 C3 1.392(5) . ? C3 C4 1.374(5) . ? C4 C5 1.412(5) . ? C5 C6 1.390(5) . ? C5 C7 1.467(5) . ? C6 C8 1.468(5) . ? C9 C10 1.381(5) . ? C9 C14 1.413(5) . ? C10 C11 1.394(5) . ? C11 C12 1.366(5) . ? C12 C13 1.403(5) . ? C13 C14 1.391(5) . ? C13 C15 1.473(5) . ? C14 C16 1.460(5) . ? C17 C18 1.390(6) . ? C18 C19 1.359(7) . ? C19 C20 1.413(6) . ? C20 C21 1.416(6) . ? C20 C27 1.417(5) . ? C21 C22 1.347(7) . ? C22 C23 1.432(6) . ? C23 C24 1.398(6) . ? C23 C28 1.407(5) . ? C24 C25 1.362(7) . ? C25 C26 1.398(6) . ? C27 C28 1.426(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 O4 Pb1 N6 82.09(10) 6_656 . ? O4 Pb1 N4 53.02(9) 6_656 6_656 ? N6 Pb1 N4 96.11(10) . 6_656 ? O4 Pb1 O1 92.40(9) 6_656 . ? N6 Pb1 O1 78.78(10) . . ? N4 Pb1 O1 145.36(9) 6_656 . ? O4 Pb1 N5 115.22(9) 6_656 . ? N6 Pb1 N5 64.73(10) . . ? N4 Pb1 N5 76.12(9) 6_656 . ? O1 Pb1 N5 128.83(9) . . ? O4 Pb1 Pb1 133.34(7) 6_656 5_565 ? N6 Pb1 Pb1 129.27(7) . 5_565 ? N4 Pb1 Pb1 133.13(7) 6_656 5_565 ? O1 Pb1 Pb1 66.96(8) . 5_565 ? N5 Pb1 Pb1 109.97(7) . 5_565 ? C7 O1 Pb1 115.7(2) . . ? C16 O4 Pb1 97.7(2) . 6_556 ? O5 S1 O6 120.45(16) . . ? O5 S1 C3 108.57(16) . . ? O6 S1 C3 107.64(16) . . ? O5 S1 C10 107.64(16) . . ? O6 S1 C10 108.20(16) . . ? C3 S1 C10 102.97(15) . . ? C7 N1 N2 117.2(3) . . ? C8 N2 N1 128.8(3) . . ? C15 N3 N4 127.1(3) . . ? C16 N4 N3 119.0(3) . . ? C16 N4 Pb1 91.5(2) . 6_556 ? N3 N4 Pb1 147.3(2) . 6_556 ? C17 N5 C27 119.1(3) . . ? C17 N5 Pb1 123.4(3) . . ? C27 N5 Pb1 117.5(2) . . ? C26 N6 C28 118.2(3) . . ? C26 N6 Pb1 121.6(3) . . ? C28 N6 Pb1 120.1(2) . . ? C2 C1 C6 119.7(3) . . ? C1 C2 C3 119.3(3) . . ? C4 C3 C2 121.9(3) . . ? C4 C3 S1 120.6(3) . . ? C2 C3 S1 117.5(3) . . ? C3 C4 C5 119.3(3) . . ? C6 C5 C4 118.6(3) . . ? C6 C5 C7 119.7(3) . . ? C4 C5 C7 121.6(3) . . ? C5 C6 C1 121.3(3) . . ? C5 C6 C8 119.3(3) . . ? C1 C6 C8 119.5(3) . . ? O1 C7 N1 120.0(3) . . ? O1 C7 C5 119.7(3) . . ? N1 C7 C5 120.3(3) . . ? O2 C8 N2 122.4(3) . . ? O2 C8 C6 123.1(3) . . ? N2 C8 C6 114.5(3) . . ? C10 C9 C14 118.8(3) . . ? C9 C10 C11 122.0(3) . . ? C9 C10 S1 119.4(3) . . ? C11 C10 S1 118.5(3) . . ? C12 C11 C10 119.2(3) . . ? C11 C12 C13 120.0(3) . . ? C14 C13 C12 121.0(3) . . ? C14 C13 C15 120.0(3) . . ? C12 C13 C15 119.0(3) . . ? C13 C14 C9 118.8(3) . . ? C13 C14 C16 118.6(3) . . ? C9 C14 C16 122.5(3) . . ? O3 C15 N3 122.3(3) . . ? O3 C15 C13 122.9(3) . . ? N3 C15 C13 114.8(3) . . ? O4 C16 N4 116.6(3) . . ? O4 C16 C14 122.9(3) . . ? N4 C16 C14 120.5(3) . . ? N5 C17 C18 122.8(4) . . ? C19 C18 C17 119.7(4) . . ? C18 C19 C20 119.4(4) . . ? C19 C20 C21 123.1(4) . . ? C19 C20 C27 117.3(4) . . ? C21 C20 C27 119.7(4) . . ? C22 C21 C20 120.4(4) . . ? C21 C22 C23 121.7(4) . . ? C24 C23 C28 118.0(4) . . ? C24 C23 C22 122.8(4) . . ? C28 C23 C22 119.2(4) . . ? C25 C24 C23 119.5(4) . . ? C24 C25 C26 119.0(4) . . ? N6 C26 C25 123.3(4) . . ? N5 C27 C20 121.7(4) . . ? N5 C27 C28 118.5(3) . . ? C20 C27 C28 119.8(3) . . ? N6 C28 C23 121.9(4) . . ? N6 C28 C27 118.9(3) . . ? C23 C28 C27 119.2(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.919 _refine_diff_density_min -0.890 _refine_diff_density_rms 0.098