# Electronic Supplementary Material (ESI) for CrystEngComm # 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_www _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H36 N4 O12 Zn2' _chemical_formula_weight 943.51 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 8.9669(13) _cell_length_b 9.9577(15) _cell_length_c 12.1033(18) _cell_angle_alpha 107.249(2) _cell_angle_beta 92.764(2) _cell_angle_gamma 106.282(2) _cell_volume 980.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5012 _cell_measurement_theta_min 1.78 _cell_measurement_theta_max 25.06 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 1.297 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2316 _exptl_absorpt_correction_T_max 0.3306 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5012 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0612 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.06 _reflns_number_total 3405 _reflns_number_gt 2581 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0343P)^2^+1.0176P] 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 3405 _refine_ls_number_parameters 280 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0733 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.0880 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.044 _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 0.47792(6) 0.19207(5) 0.19356(4) 0.03058(16) Uani 1 1 d . . . C1 C 0.6888(5) 0.3360(5) 0.0248(4) 0.0410(11) Uani 1 1 d . . . H1A H 0.7005 0.2435 -0.0099 0.049 Uiso 1 1 calc R . . C2 C 0.7657(6) 0.4528(6) -0.0141(4) 0.0511(13) Uani 1 1 d . . . H2A H 0.8294 0.4382 -0.0721 0.061 Uiso 1 1 calc R . . C3 C 0.7467(6) 0.5872(6) 0.0331(4) 0.0504(13) Uani 1 1 d . . . H3A H 0.7964 0.6651 0.0070 0.060 Uiso 1 1 calc R . . C4 C 0.6516(5) 0.6089(5) 0.1219(4) 0.0387(11) Uani 1 1 d . . . C5 C 0.6196(6) 0.7449(5) 0.1749(4) 0.0497(13) Uani 1 1 d . . . H5A H 0.6622 0.8251 0.1494 0.060 Uiso 1 1 calc R . . C6 C 0.5296(6) 0.7597(5) 0.2605(4) 0.0506(13) Uani 1 1 d . . . H6A H 0.5097 0.8491 0.2919 0.061 Uiso 1 1 calc R . . C7 C 0.4642(5) 0.6410(5) 0.3039(4) 0.0378(11) Uani 1 1 d . . . C8 C 0.3767(5) 0.6511(5) 0.3975(4) 0.0484(13) Uani 1 1 d . . . H8A H 0.3578 0.7396 0.4351 0.058 Uiso 1 1 calc R . . C9 C 0.3198(5) 0.5323(5) 0.4333(4) 0.0473(12) Uani 1 1 d . . . H9A H 0.2622 0.5389 0.4956 0.057 Uiso 1 1 calc R . . C10 C 0.3480(5) 0.4004(5) 0.3762(4) 0.0390(11) Uani 1 1 d . . . H10A H 0.3085 0.3196 0.4015 0.047 Uiso 1 1 calc R . . C11 C 0.4884(5) 0.5039(4) 0.2516(3) 0.0307(9) Uani 1 1 d . . . C12 C 0.5826(5) 0.4872(4) 0.1578(3) 0.0311(10) Uani 1 1 d . . . C13 C 0.2246(5) -0.0357(5) 0.2559(4) 0.0334(10) Uani 1 1 d . . . C14 C 0.1641(5) -0.0920(4) 0.3530(3) 0.0311(10) Uani 1 1 d . . . C15 C 0.0475(5) -0.2239(5) 0.3308(4) 0.0398(11) Uani 1 1 d . . . H15A H 0.0028 -0.2796 0.2541 0.048 Uiso 1 1 calc R . . C16 C -0.0048(5) -0.2756(5) 0.4215(4) 0.0429(11) Uani 1 1 d . . . H16A H -0.0825 -0.3660 0.4055 0.051 Uiso 1 1 calc R . . C17 C 0.0602(5) -0.1908(5) 0.5361(3) 0.0342(10) Uani 1 1 d . . . C18 C 0.1745(5) -0.0580(5) 0.5585(4) 0.0395(11) Uani 1 1 d . . . H18A H 0.2170 -0.0003 0.6353 0.047 Uiso 1 1 calc R . . C19 C 0.2269(5) -0.0095(5) 0.4678(4) 0.0377(11) Uani 1 1 d . . . H19A H 0.3057 0.0802 0.4840 0.045 Uiso 1 1 calc R . . C20 C 0.0830(5) -0.1719(5) 0.7395(3) 0.0378(11) Uani 1 1 d . . . H20A H 0.0852 -0.0682 0.7635 0.045 Uiso 1 1 calc R . . C21 C 0.2483(5) -0.1813(5) 0.7508(3) 0.0302(9) Uani 1 1 d . . . C22 C -0.0105(5) -0.2505(6) 0.8164(4) 0.0600(15) Uani 1 1 d . . . H22A H -0.1153 -0.2442 0.8105 0.090 Uiso 1 1 calc R . . H22B H 0.0390 -0.2043 0.8961 0.090 Uiso 1 1 calc R . . H22C H -0.0142 -0.3524 0.7909 0.090 Uiso 1 1 calc R . . N1 N 0.5998(4) 0.3519(4) 0.1091(3) 0.0327(8) Uani 1 1 d . . . N2 N 0.4292(4) 0.3853(4) 0.2868(3) 0.0310(8) Uani 1 1 d . . . O1 O 0.3508(3) 0.0706(3) 0.2845(2) 0.0408(7) Uani 1 1 d . . . O2 O 0.1494(4) -0.0953(4) 0.1559(3) 0.0526(9) Uani 1 1 d . . . O3 O 0.0030(3) -0.2482(3) 0.6215(2) 0.0433(8) Uani 1 1 d . . . O4 O 0.2869(4) -0.2788(4) 0.6807(3) 0.0479(8) Uani 1 1 d . . . O5 O 0.3446(3) -0.0873(3) 0.8393(2) 0.0356(7) Uani 1 1 d . . . O1W O 0.3050(3) 0.0838(3) 0.0509(2) 0.0404(7) Uani 1 1 d D . . H2 H 0.2678 0.0058 0.0688 0.061 Uiso 1 1 d RD . . H1 H 0.3181 0.0221 -0.0106 0.061 Uiso 1 1 d RD . . 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 0.0331(3) 0.0297(3) 0.0307(3) 0.0107(2) 0.0091(2) 0.0106(2) C1 0.043(3) 0.050(3) 0.033(3) 0.014(2) 0.012(2) 0.018(2) C2 0.050(3) 0.069(4) 0.037(3) 0.024(3) 0.018(2) 0.013(3) C3 0.050(3) 0.054(3) 0.045(3) 0.028(3) 0.005(2) 0.000(3) C4 0.040(3) 0.038(3) 0.032(2) 0.016(2) -0.005(2) 0.000(2) C5 0.060(3) 0.032(3) 0.053(3) 0.021(2) -0.006(3) 0.003(2) C6 0.062(3) 0.030(3) 0.052(3) 0.006(2) -0.008(3) 0.014(2) C7 0.040(3) 0.032(3) 0.035(3) 0.002(2) -0.006(2) 0.013(2) C8 0.047(3) 0.037(3) 0.049(3) -0.008(2) 0.000(2) 0.017(2) C9 0.042(3) 0.051(3) 0.038(3) -0.003(2) 0.009(2) 0.015(2) C10 0.033(3) 0.048(3) 0.031(2) 0.007(2) 0.0072(19) 0.011(2) C11 0.029(2) 0.031(2) 0.029(2) 0.0074(18) -0.0013(18) 0.0084(19) C12 0.032(2) 0.034(2) 0.026(2) 0.0100(18) -0.0031(18) 0.0077(19) C13 0.036(3) 0.033(2) 0.035(3) 0.013(2) 0.012(2) 0.012(2) C14 0.031(2) 0.035(2) 0.029(2) 0.0119(19) 0.0081(18) 0.011(2) C15 0.039(3) 0.047(3) 0.026(2) 0.011(2) 0.0004(19) 0.005(2) C16 0.033(3) 0.045(3) 0.039(3) 0.016(2) 0.004(2) -0.007(2) C17 0.029(2) 0.050(3) 0.028(2) 0.020(2) 0.0089(18) 0.013(2) C18 0.044(3) 0.040(3) 0.028(2) 0.009(2) 0.004(2) 0.006(2) C19 0.038(3) 0.034(2) 0.036(3) 0.012(2) 0.008(2) 0.002(2) C20 0.032(3) 0.056(3) 0.027(2) 0.015(2) 0.0073(19) 0.013(2) C21 0.030(2) 0.039(3) 0.024(2) 0.017(2) 0.0077(18) 0.008(2) C22 0.036(3) 0.103(4) 0.039(3) 0.032(3) 0.011(2) 0.007(3) N1 0.037(2) 0.034(2) 0.0274(19) 0.0106(15) 0.0092(16) 0.0103(17) N2 0.029(2) 0.034(2) 0.0299(19) 0.0118(15) 0.0036(15) 0.0081(16) O1 0.0417(19) 0.0434(19) 0.0331(17) 0.0165(14) 0.0073(14) 0.0021(15) O2 0.056(2) 0.060(2) 0.0271(18) 0.0152(15) 0.0047(15) -0.0059(17) O3 0.0304(17) 0.064(2) 0.0320(17) 0.0245(15) 0.0034(13) 0.0002(15) O4 0.053(2) 0.059(2) 0.0327(18) 0.0039(15) 0.0105(15) 0.0293(18) O5 0.0327(17) 0.0396(17) 0.0328(17) 0.0126(14) 0.0049(13) 0.0076(14) O1W 0.0479(19) 0.0385(18) 0.0327(17) 0.0116(13) 0.0078(14) 0.0099(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.028(3) . ? Zn1 O1W 2.061(3) . ? Zn1 N2 2.097(3) . ? Zn1 O5 2.127(3) 2_656 ? Zn1 N1 2.206(3) . ? Zn1 O4 2.323(3) 2_656 ? Zn1 C21 2.554(4) 2_656 ? C1 N1 1.325(5) . ? C1 C2 1.399(6) . ? C1 H1A 0.9300 . ? C2 C3 1.353(6) . ? C2 H2A 0.9300 . ? C3 C4 1.408(6) . ? C3 H3A 0.9300 . ? C4 C12 1.399(6) . ? C4 C5 1.431(6) . ? C5 C6 1.342(7) . ? C5 H5A 0.9300 . ? C6 C7 1.424(6) . ? C6 H6A 0.9300 . ? C7 C8 1.404(6) . ? C7 C11 1.406(5) . ? C8 C9 1.354(6) . ? C8 H8A 0.9300 . ? C9 C10 1.390(6) . ? C9 H9A 0.9300 . ? C10 N2 1.327(5) . ? C10 H10A 0.9300 . ? C11 N2 1.352(5) . ? C11 C12 1.445(5) . ? C12 N1 1.358(5) . ? C13 O2 1.242(5) . ? C13 O1 1.263(5) . ? C13 C14 1.507(6) . ? C14 C15 1.372(6) . ? C14 C19 1.383(5) . ? C15 C16 1.393(6) . ? C15 H15A 0.9300 . ? C16 C17 1.388(6) . ? C16 H16A 0.9300 . ? C17 C18 1.369(6) . ? C17 O3 1.376(5) . ? C18 C19 1.377(6) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? C20 O3 1.444(5) . ? C20 C21 1.513(6) . ? C20 C22 1.523(6) . ? C20 H20A 0.9800 . ? C21 O4 1.229(5) . ? C21 O5 1.277(5) . ? C21 Zn1 2.554(4) 2_656 ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? O4 Zn1 2.323(3) 2_656 ? O5 Zn1 2.127(3) 2_656 ? O1W H2 0.8500 . ? O1W H1 0.8500 . ? 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 O1W 89.73(11) . . ? O1 Zn1 N2 93.47(12) . . ? O1W Zn1 N2 106.76(12) . . ? O1 Zn1 O5 99.24(11) . 2_656 ? O1W Zn1 O5 105.72(11) . 2_656 ? N2 Zn1 O5 145.05(12) . 2_656 ? O1 Zn1 N1 170.81(12) . . ? O1W Zn1 N1 91.52(12) . . ? N2 Zn1 N1 77.46(12) . . ? O5 Zn1 N1 89.19(11) 2_656 . ? O1 Zn1 O4 96.64(12) . 2_656 ? O1W Zn1 O4 163.75(10) . 2_656 ? N2 Zn1 O4 87.82(11) . 2_656 ? O5 Zn1 O4 58.56(10) 2_656 2_656 ? N1 Zn1 O4 84.57(12) . 2_656 ? O1 Zn1 C21 100.50(12) . 2_656 ? O1W Zn1 C21 135.33(12) . 2_656 ? N2 Zn1 C21 115.73(13) . 2_656 ? O5 Zn1 C21 29.93(11) 2_656 2_656 ? N1 Zn1 C21 84.95(12) . 2_656 ? O4 Zn1 C21 28.69(11) 2_656 2_656 ? N1 C1 C2 122.6(4) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C3 C2 C1 119.6(4) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? C2 C3 C4 119.8(4) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C12 C4 C3 116.8(4) . . ? C12 C4 C5 118.8(4) . . ? C3 C4 C5 124.3(4) . . ? C6 C5 C4 121.7(4) . . ? C6 C5 H5A 119.2 . . ? C4 C5 H5A 119.2 . . ? C5 C6 C7 121.2(4) . . ? C5 C6 H6A 119.4 . . ? C7 C6 H6A 119.4 . . ? C8 C7 C11 116.8(4) . . ? C8 C7 C6 124.3(4) . . ? C11 C7 C6 118.9(4) . . ? C9 C8 C7 120.2(4) . . ? C9 C8 H8A 119.9 . . ? C7 C8 H8A 119.9 . . ? C8 C9 C10 119.4(4) . . ? C8 C9 H9A 120.3 . . ? C10 C9 H9A 120.3 . . ? N2 C10 C9 122.6(4) . . ? N2 C10 H10A 118.7 . . ? C9 C10 H10A 118.7 . . ? N2 C11 C7 122.7(4) . . ? N2 C11 C12 117.6(3) . . ? C7 C11 C12 119.8(4) . . ? N1 C12 C4 123.2(4) . . ? N1 C12 C11 117.3(4) . . ? C4 C12 C11 119.5(4) . . ? O2 C13 O1 125.2(4) . . ? O2 C13 C14 119.0(4) . . ? O1 C13 C14 115.8(4) . . ? C15 C14 C19 118.6(4) . . ? C15 C14 C13 121.8(4) . . ? C19 C14 C13 119.6(4) . . ? C14 C15 C16 121.0(4) . . ? C14 C15 H15A 119.5 . . ? C16 C15 H15A 119.5 . . ? C17 C16 C15 119.3(4) . . ? C17 C16 H16A 120.3 . . ? C15 C16 H16A 120.3 . . ? C18 C17 O3 123.9(4) . . ? C18 C17 C16 119.8(4) . . ? O3 C17 C16 116.4(4) . . ? C17 C18 C19 120.2(4) . . ? C17 C18 H18A 119.9 . . ? C19 C18 H18A 119.9 . . ? C18 C19 C14 121.0(4) . . ? C18 C19 H19A 119.5 . . ? C14 C19 H19A 119.5 . . ? O3 C20 C21 111.2(3) . . ? O3 C20 C22 106.3(3) . . ? C21 C20 C22 108.8(4) . . ? O3 C20 H20A 110.1 . . ? C21 C20 H20A 110.1 . . ? C22 C20 H20A 110.1 . . ? O4 C21 O5 121.2(4) . . ? O4 C21 C20 121.6(4) . . ? O5 C21 C20 117.1(4) . . ? O4 C21 Zn1 65.2(2) . 2_656 ? O5 C21 Zn1 56.2(2) . 2_656 ? C20 C21 Zn1 170.1(3) . 2_656 ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C1 N1 C12 117.9(4) . . ? C1 N1 Zn1 130.1(3) . . ? C12 N1 Zn1 112.0(3) . . ? C10 N2 C11 118.4(4) . . ? C10 N2 Zn1 126.0(3) . . ? C11 N2 Zn1 115.7(3) . . ? C13 O1 Zn1 132.4(3) . . ? C17 O3 C20 117.2(3) . . ? C21 O4 Zn1 86.1(2) . 2_656 ? C21 O5 Zn1 93.9(2) . 2_656 ? Zn1 O1W H2 96.6 . . ? Zn1 O1W H1 122.2 . . ? H2 O1W H1 82.1 . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.408 _refine_diff_density_min -0.629 _refine_diff_density_rms 0.075 _database_code_depnum_ccdc_archive 'CCDC 936383' ####################################################################### # # 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_www _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H34 Cd3 N2 O16' _chemical_formula_weight 1015.79 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 27.652(5) _cell_length_b 7.178(5) _cell_length_c 20.457(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 120.883(5) _cell_angle_gamma 90.000(5) _cell_volume 3485(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8363 _cell_measurement_theta_min 1.72 _cell_measurement_theta_max 24.98 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.936 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 1.890 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6294 _exptl_absorpt_correction_T_max 0.6494 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8363 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 24.98 _reflns_number_total 3057 _reflns_number_gt 2703 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0069P)^2^+25.1635P] 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 SHELXL _refine_ls_extinction_coef 0.00019(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3057 _refine_ls_number_parameters 233 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0410 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.0670 _refine_ls_wR_factor_gt 0.0647 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.078 _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 C1 C 0.0824(2) -0.1605(7) 0.8597(3) 0.0284(11) Uani 1 1 d . . . C2 C 0.1170(2) -0.3051(7) 0.8612(3) 0.0351(12) Uani 1 1 d . . . H2A H 0.1198 -0.4147 0.8871 0.042 Uiso 1 1 calc R . . C3 C 0.1466(2) -0.2862(7) 0.8246(3) 0.0351(12) Uani 1 1 d . . . H3A H 0.1694 -0.3830 0.8258 0.042 Uiso 1 1 calc R . . C4 C 0.14262(19) -0.1242(7) 0.7860(3) 0.0291(11) Uani 1 1 d . . . C5 C 0.1078(2) 0.0191(7) 0.7822(3) 0.0371(12) Uani 1 1 d . . . H5A H 0.1040 0.1272 0.7549 0.045 Uiso 1 1 calc R . . C6 C 0.0785(2) -0.0027(7) 0.8203(3) 0.0364(12) Uani 1 1 d . . . H6A H 0.0555 0.0938 0.8188 0.044 Uiso 1 1 calc R . . C7 C 0.0529(2) -0.1814(7) 0.9037(3) 0.0324(12) Uani 1 1 d . . . C8 C 0.17966(19) 0.0392(7) 0.7171(3) 0.0306(11) Uani 1 1 d . . . H8A H 0.1871 0.1454 0.7511 0.037 Uiso 1 1 calc R . . C9 C 0.2307(2) 0.0075(8) 0.7091(3) 0.0436(14) Uani 1 1 d . . . H9A H 0.2630 -0.0184 0.7583 0.065 Uiso 1 1 calc R . . H9B H 0.2376 0.1171 0.6883 0.065 Uiso 1 1 calc R . . H9C H 0.2237 -0.0963 0.6758 0.065 Uiso 1 1 calc R . . C10 C 0.1279(2) 0.0811(7) 0.6403(3) 0.0318(12) Uani 1 1 d . . . C11 C 0.1923(2) 0.4906(8) 0.5590(4) 0.0511(16) Uani 1 1 d . . . H11A H 0.1970 0.3769 0.5834 0.061 Uiso 1 1 calc R . . C12 C 0.2338(2) 0.5494(8) 0.5443(4) 0.0518(17) Uani 1 1 d . . . H12A H 0.2651 0.4745 0.5585 0.062 Uiso 1 1 calc R . . C13 C 0.22878(19) 0.7170(7) 0.5092(3) 0.0313(12) Uani 1 1 d . . . C14 C 0.1818(2) 0.8201(8) 0.4917(4) 0.0460(15) Uani 1 1 d . . . H14A H 0.1767 0.9364 0.4690 0.055 Uiso 1 1 calc R . . C15 C 0.1419(2) 0.7522(8) 0.5074(4) 0.0473(16) Uani 1 1 d . . . H15A H 0.1105 0.8252 0.4946 0.057 Uiso 1 1 calc R . . N1 N 0.14636(17) 0.5890(6) 0.5398(2) 0.0354(10) Uani 1 1 d . . . O1 O 0.03618(16) -0.0384(5) 0.9208(2) 0.0414(9) Uani 1 1 d . . . O2 O 0.04699(16) -0.3460(5) 0.9212(2) 0.0427(9) Uani 1 1 d . . . O3 O 0.17483(14) -0.1251(5) 0.75245(19) 0.0336(8) Uani 1 1 d . . . O4 O 0.08878(14) -0.0341(5) 0.61134(19) 0.0377(9) Uani 1 1 d . . . O5 O 0.13028(16) 0.2315(6) 0.6119(3) 0.0655(14) Uani 1 1 d . . . O6 O -0.00659(12) 0.3026(4) 0.52626(17) 0.0232(7) Uani 1 1 d . . . H5 H 0.0028 0.2852 0.5724 0.028 Uiso 1 1 d R . . O1W O 0.0841(2) 0.5976(6) 0.6484(2) 0.0712(15) Uani 1 1 d D . . H1 H 0.0907 0.7138 0.6552 0.085 Uiso 1 1 d RD . . H2 H 0.0483 0.5980 0.6255 0.085 Uiso 1 1 d RD . . Cd1 Cd 0.0000 0.0000 0.5000 0.02384(14) Uani 1 2 d S . . Cd2 Cd 0.068820(14) 0.45802(5) 0.53880(2) 0.02478(12) Uani 1 1 d . . . O2W O -0.0129(2) -0.5972(8) 0.8096(3) 0.1005(19) Uani 1 1 d D . . H3 H 0.0155 -0.5472 0.8476 0.121 Uiso 1 1 d RD . . H4 H -0.0170 -0.5700 0.7667 0.121 Uiso 1 1 d RD . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.027(3) 0.037(3) 0.024(3) 0.001(2) 0.015(2) -0.001(2) C2 0.044(3) 0.035(3) 0.038(3) 0.008(2) 0.029(3) 0.003(2) C3 0.037(3) 0.036(3) 0.043(3) 0.009(2) 0.028(3) 0.012(2) C4 0.022(3) 0.041(3) 0.027(3) 0.000(2) 0.014(2) -0.002(2) C5 0.045(3) 0.035(3) 0.041(3) 0.013(2) 0.028(3) 0.007(2) C6 0.039(3) 0.041(3) 0.039(3) 0.002(3) 0.027(3) 0.007(2) C7 0.033(3) 0.041(3) 0.029(3) -0.003(2) 0.020(2) -0.004(2) C8 0.030(3) 0.030(3) 0.038(3) 0.002(2) 0.022(2) -0.006(2) C9 0.029(3) 0.056(4) 0.051(3) 0.017(3) 0.024(3) -0.001(3) C10 0.027(3) 0.037(3) 0.041(3) 0.010(2) 0.025(2) 0.005(2) C11 0.039(3) 0.049(4) 0.075(4) 0.030(3) 0.036(3) 0.007(3) C12 0.027(3) 0.057(4) 0.078(4) 0.042(3) 0.032(3) 0.018(3) C13 0.019(3) 0.040(3) 0.033(3) 0.010(2) 0.013(2) 0.001(2) C14 0.038(3) 0.038(3) 0.073(4) 0.018(3) 0.037(3) 0.005(3) C15 0.034(3) 0.039(3) 0.082(5) 0.016(3) 0.039(3) 0.007(3) N1 0.028(2) 0.044(3) 0.041(3) 0.010(2) 0.023(2) -0.001(2) O1 0.058(3) 0.037(2) 0.053(2) -0.0068(18) 0.045(2) -0.0040(18) O2 0.064(3) 0.036(2) 0.049(2) -0.0014(18) 0.044(2) -0.0077(18) O3 0.034(2) 0.036(2) 0.040(2) 0.0120(16) 0.0259(17) 0.0075(15) O4 0.033(2) 0.039(2) 0.035(2) 0.0022(17) 0.0132(17) -0.0016(17) O5 0.034(2) 0.067(3) 0.091(4) 0.054(3) 0.030(2) 0.012(2) O6 0.0248(18) 0.0225(16) 0.0274(17) 0.0000(13) 0.0171(15) -0.0027(13) O1W 0.108(4) 0.067(3) 0.047(3) -0.027(2) 0.045(3) -0.050(3) Cd1 0.0277(3) 0.0181(2) 0.0314(3) -0.0025(2) 0.0192(2) -0.00182(19) Cd2 0.0241(2) 0.02328(19) 0.0331(2) 0.00134(15) 0.01911(16) -0.00222(14) O2W 0.116(5) 0.086(4) 0.086(4) -0.012(3) 0.042(4) -0.025(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.363(7) . ? C1 C2 1.400(7) . ? C1 C7 1.502(6) . ? C2 C3 1.370(7) . ? C2 H2A 0.9300 . ? C3 C4 1.378(7) . ? C3 H3A 0.9300 . ? C4 O3 1.375(5) . ? C4 C5 1.384(7) . ? C5 C6 1.389(7) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 O1 1.247(6) . ? C7 O2 1.269(6) . ? C8 O3 1.425(5) . ? C8 C10 1.516(7) . ? C8 C9 1.518(7) . ? C8 H8A 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 O4 1.243(6) . ? C10 O5 1.245(6) . ? C11 N1 1.324(7) . ? C11 C12 1.392(7) . ? C11 H11A 0.9300 . ? C12 C13 1.372(7) . ? C12 H12A 0.9300 . ? C13 C14 1.373(7) . ? C13 C13 1.481(9) 7_566 ? C14 C15 1.386(7) . ? C14 H14A 0.9300 . ? C15 N1 1.320(7) . ? C15 H15A 0.9300 . ? N1 Cd2 2.332(4) . ? O1 Cd1 2.317(3) 2_556 ? O2 Cd2 2.303(4) 6_556 ? O4 Cd1 2.352(3) . ? O5 Cd2 2.271(4) . ? O6 Cd2 2.261(3) . ? O6 Cd1 2.267(3) . ? O6 Cd2 2.310(3) 5_566 ? O6 H5 0.8500 . ? O1W Cd2 2.290(4) . ? O1W H1 0.8500 . ? O1W H2 0.8500 . ? Cd1 O6 2.267(3) 5_556 ? Cd1 O1 2.317(3) 6 ? Cd1 O1 2.317(3) 2_556 ? Cd1 O4 2.352(3) 5_556 ? Cd2 O2 2.303(4) 6 ? Cd2 O6 2.310(3) 5_566 ? Cd2 Cd2 3.3416(9) 5_566 ? O2W H3 0.8499 . ? O2W H4 0.8500 . ? 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 C6 C1 C2 118.3(4) . . ? C6 C1 C7 122.4(5) . . ? C2 C1 C7 119.2(4) . . ? C3 C2 C1 120.5(5) . . ? C3 C2 H2A 119.8 . . ? C1 C2 H2A 119.8 . . ? C2 C3 C4 120.1(5) . . ? C2 C3 H3A 119.9 . . ? C4 C3 H3A 119.9 . . ? O3 C4 C3 113.6(4) . . ? O3 C4 C5 125.9(4) . . ? C3 C4 C5 120.5(4) . . ? C4 C5 C6 118.3(5) . . ? C4 C5 H5A 120.9 . . ? C6 C5 H5A 120.9 . . ? C1 C6 C5 122.2(5) . . ? C1 C6 H6A 118.9 . . ? C5 C6 H6A 118.9 . . ? O1 C7 O2 124.6(4) . . ? O1 C7 C1 118.6(5) . . ? O2 C7 C1 116.8(4) . . ? O3 C8 C10 113.9(4) . . ? O3 C8 C9 105.3(4) . . ? C10 C8 C9 110.8(4) . . ? O3 C8 H8A 108.9 . . ? C10 C8 H8A 108.9 . . ? C9 C8 H8A 108.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O4 C10 O5 126.6(5) . . ? O4 C10 C8 119.3(4) . . ? O5 C10 C8 114.0(5) . . ? N1 C11 C12 123.0(5) . . ? N1 C11 H11A 118.5 . . ? C12 C11 H11A 118.5 . . ? C13 C12 C11 120.5(5) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C12 C13 C14 115.9(5) . . ? C12 C13 C13 122.3(6) . 7_566 ? C14 C13 C13 121.9(6) . 7_566 ? C13 C14 C15 120.6(5) . . ? C13 C14 H14A 119.7 . . ? C15 C14 H14A 119.7 . . ? N1 C15 C14 123.3(5) . . ? N1 C15 H15A 118.4 . . ? C14 C15 H15A 118.4 . . ? C15 N1 C11 116.8(4) . . ? C15 N1 Cd2 120.4(3) . . ? C11 N1 Cd2 121.6(4) . . ? C7 O1 Cd1 130.5(3) . 2_556 ? C7 O2 Cd2 128.1(3) . 6_556 ? C4 O3 C8 120.2(4) . . ? C10 O4 Cd1 127.8(3) . . ? C10 O5 Cd2 136.6(3) . . ? Cd2 O6 Cd1 108.55(12) . . ? Cd2 O6 Cd2 93.97(11) . 5_566 ? Cd1 O6 Cd2 134.67(14) . 5_566 ? Cd2 O6 H5 102.0 . . ? Cd1 O6 H5 96.1 . . ? Cd2 O6 H5 117.5 5_566 . ? Cd2 O1W H1 120.3 . . ? Cd2 O1W H2 83.3 . . ? H1 O1W H2 100.3 . . ? O6 Cd1 O6 180.00(17) 5_556 . ? O6 Cd1 O1 80.34(12) 5_556 6 ? O6 Cd1 O1 99.66(12) . 6 ? O6 Cd1 O1 99.66(12) 5_556 2_556 ? O6 Cd1 O1 80.34(12) . 2_556 ? O1 Cd1 O1 180.00(13) 6 2_556 ? O6 Cd1 O4 87.65(12) 5_556 . ? O6 Cd1 O4 92.35(12) . . ? O1 Cd1 O4 94.53(13) 6 . ? O1 Cd1 O4 85.47(13) 2_556 . ? O6 Cd1 O4 92.35(12) 5_556 5_556 ? O6 Cd1 O4 87.65(12) . 5_556 ? O1 Cd1 O4 85.47(13) 6 5_556 ? O1 Cd1 O4 94.53(13) 2_556 5_556 ? O4 Cd1 O4 180.00(16) . 5_556 ? O6 Cd2 O5 93.24(12) . . ? O6 Cd2 O1W 91.28(13) . . ? O5 Cd2 O1W 88.24(19) . . ? O6 Cd2 O2 88.69(12) . 6 ? O5 Cd2 O2 98.27(16) . 6 ? O1W Cd2 O2 173.48(16) . 6 ? O6 Cd2 O6 86.03(11) . 5_566 ? O5 Cd2 O6 175.13(15) . 5_566 ? O1W Cd2 O6 86.96(15) . 5_566 ? O2 Cd2 O6 86.53(12) 6 5_566 ? O6 Cd2 N1 172.12(14) . . ? O5 Cd2 N1 84.76(14) . . ? O1W Cd2 N1 96.27(16) . . ? O2 Cd2 N1 84.06(14) 6 . ? O6 Cd2 N1 96.59(13) 5_566 . ? O6 Cd2 Cd2 43.59(8) . 5_566 ? O5 Cd2 Cd2 136.63(10) . 5_566 ? O1W Cd2 Cd2 88.77(13) . 5_566 ? O2 Cd2 Cd2 86.72(9) 6 5_566 ? O6 Cd2 Cd2 42.44(7) 5_566 5_566 ? N1 Cd2 Cd2 138.54(11) . 5_566 ? H3 O2W H4 114.6 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.085 _refine_diff_density_min -0.947 _refine_diff_density_rms 0.098 _database_code_depnum_ccdc_archive 'CCDC 936384' ####################################################################### # # 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_www _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H34 Co3 N2 O16' _chemical_formula_weight 855.38 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' Co Co 0.3494 0.9721 '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 26.884(5) _cell_length_b 6.861(5) _cell_length_c 20.315(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 119.611(5) _cell_angle_gamma 90.000(5) _cell_volume 3258(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7655 _cell_measurement_theta_min 1.74 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1748 _exptl_absorpt_coefficient_mu 1.591 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6825 _exptl_absorpt_correction_T_max 0.7014 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7655 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2846 _reflns_number_gt 2290 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0567P)^2^+11.4019P] 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 SHELXL _refine_ls_extinction_coef 0.00015(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2846 _refine_ls_number_parameters 233 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0549 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.0984 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.07913(17) 0.3312(6) 0.8607(2) 0.0296(9) Uani 1 1 d . . . C2 C 0.07305(19) 0.4962(7) 0.8204(3) 0.0366(10) Uani 1 1 d . . . H2A H 0.0499 0.5965 0.8208 0.044 Uiso 1 1 calc R . . C3 C 0.1011(2) 0.5173(7) 0.7785(3) 0.0402(11) Uani 1 1 d . . . H3A H 0.0961 0.6296 0.7502 0.048 Uiso 1 1 calc R . . C4 C 0.13622(17) 0.3697(6) 0.7794(2) 0.0301(9) Uani 1 1 d . . . C5 C 0.1418(2) 0.2021(7) 0.8182(3) 0.0408(11) Uani 1 1 d . . . H5A H 0.1647 0.1016 0.8173 0.049 Uiso 1 1 calc R . . C6 C 0.1137(2) 0.1814(7) 0.8583(3) 0.0393(11) Uani 1 1 d . . . H6A H 0.1175 0.0661 0.8845 0.047 Uiso 1 1 calc R . . C7 C 0.05215(17) 0.3070(6) 0.9093(2) 0.0284(9) Uani 1 1 d . . . C8 C 0.22531(19) 0.5202(7) 0.6996(3) 0.0445(12) Uani 1 1 d . . . H8A H 0.2577 0.4929 0.7483 0.067 Uiso 1 1 calc R . . H8B H 0.2321 0.6380 0.6797 0.067 Uiso 1 1 calc R . . H8C H 0.2196 0.4142 0.6658 0.067 Uiso 1 1 calc R . . C9 C 0.17215(17) 0.5451(6) 0.7076(3) 0.0336(10) Uani 1 1 d . . . H9A H 0.1785 0.6541 0.7421 0.040 Uiso 1 1 calc R . . C10 C 0.11950(16) 0.5910(6) 0.6306(2) 0.0249(8) Uani 1 1 d . . . C11 C 0.13792(19) 1.2591(7) 0.5047(3) 0.0432(12) Uani 1 1 d . . . H11A H 0.1056 1.3361 0.4897 0.052 Uiso 1 1 calc R . . C12 C 0.17994(19) 1.3264(7) 0.4903(3) 0.0460(13) Uani 1 1 d . . . H12A H 0.1756 1.4472 0.4674 0.055 Uiso 1 1 calc R . . C13 C 0.22755(16) 1.2188(6) 0.5091(2) 0.0295(9) Uani 1 1 d . . . C14 C 0.2312(2) 1.0458(8) 0.5452(4) 0.073(2) Uani 1 1 d . . . H14A H 0.2630 0.9659 0.5603 0.088 Uiso 1 1 calc R . . C15 C 0.1883(2) 0.9898(8) 0.5592(4) 0.071(2) Uani 1 1 d . . . H15A H 0.1926 0.8730 0.5847 0.085 Uiso 1 1 calc R . . Co1 Co 0.0000 0.5000 0.5000 0.0196(2) Uani 1 2 d S . . Co2 Co 0.06409(2) 0.96221(7) 0.53436(3) 0.02181(17) Uani 1 1 d . . . N1 N 0.14086(14) 1.0928(5) 0.5384(2) 0.0306(8) Uani 1 1 d . . . O1 O 0.04966(13) 0.1336(4) 0.92942(17) 0.0356(7) Uani 1 1 d . . . O2 O 0.03470(12) 0.4536(4) 0.92805(16) 0.0303(7) Uani 1 1 d . . . O3 O 0.16678(12) 0.3723(4) 0.74128(17) 0.0363(7) Uani 1 1 d . . . O4 O 0.07921(12) 0.4721(4) 0.60220(15) 0.0293(6) Uani 1 1 d . . . O5 O 0.12208(12) 0.7497(4) 0.60316(19) 0.0411(8) Uani 1 1 d . . . O6 O -0.00686(10) 0.8019(3) 0.52187(15) 0.0213(6) Uani 1 1 d . . . H5 H 0.0046 0.7946 0.5690 0.026 Uiso 1 1 d R . . O1W O 0.07795(14) 1.0874(4) 0.63646(17) 0.0387(7) Uani 1 1 d . . . H1 H 0.0628 1.0792 0.6644 0.046 Uiso 1 1 d R . . H2 H 0.1123 1.0670 0.6710 0.046 Uiso 1 1 d R . . O2W O -0.0108(3) -0.0916(10) 0.8097(4) 0.129(2) 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 C1 0.033(2) 0.038(2) 0.024(2) -0.0016(18) 0.0190(19) -0.0022(18) C2 0.035(2) 0.043(3) 0.040(3) 0.009(2) 0.026(2) 0.0093(19) C3 0.052(3) 0.042(3) 0.037(3) 0.014(2) 0.030(2) 0.008(2) C4 0.025(2) 0.041(2) 0.029(2) 0.0014(18) 0.0174(18) 0.0039(18) C5 0.052(3) 0.042(3) 0.043(3) 0.007(2) 0.035(3) 0.011(2) C6 0.048(3) 0.039(3) 0.044(3) 0.005(2) 0.032(2) 0.009(2) C7 0.028(2) 0.034(2) 0.027(2) -0.0039(18) 0.0169(19) -0.0014(17) C8 0.028(2) 0.061(3) 0.049(3) 0.015(2) 0.022(2) -0.001(2) C9 0.031(2) 0.037(2) 0.039(3) 0.0064(19) 0.022(2) -0.0038(18) C10 0.028(2) 0.028(2) 0.030(2) 0.0028(17) 0.0226(18) 0.0006(17) C11 0.033(2) 0.032(2) 0.080(4) 0.017(2) 0.040(3) 0.0116(19) C12 0.039(3) 0.033(2) 0.083(4) 0.026(2) 0.043(3) 0.011(2) C13 0.022(2) 0.034(2) 0.036(2) 0.0102(18) 0.0173(19) 0.0020(17) C14 0.042(3) 0.066(4) 0.132(6) 0.068(4) 0.058(4) 0.028(3) C15 0.039(3) 0.068(4) 0.117(5) 0.065(4) 0.047(3) 0.020(3) Co1 0.0253(4) 0.0142(4) 0.0258(4) 0.0001(3) 0.0175(3) -0.0008(3) Co2 0.0237(3) 0.0182(3) 0.0299(3) 0.0009(2) 0.0181(2) -0.0022(2) N1 0.0263(18) 0.0334(19) 0.040(2) 0.0077(16) 0.0227(16) -0.0004(15) O1 0.058(2) 0.0247(16) 0.0422(18) 0.0010(13) 0.0388(17) 0.0017(14) O2 0.0413(17) 0.0261(15) 0.0373(17) -0.0010(12) 0.0299(15) 0.0015(13) O3 0.0373(16) 0.0419(18) 0.0403(18) 0.0101(14) 0.0272(15) 0.0058(14) O4 0.0315(15) 0.0274(15) 0.0282(16) 0.0018(12) 0.0141(13) -0.0023(12) O5 0.0278(16) 0.0339(17) 0.062(2) 0.0208(15) 0.0224(15) 0.0001(13) O6 0.0261(14) 0.0189(13) 0.0247(14) 0.0009(10) 0.0170(12) -0.0020(10) O1W 0.0513(19) 0.0398(17) 0.0272(16) -0.0020(13) 0.0212(15) -0.0026(15) O2W 0.135(5) 0.096(4) 0.145(6) -0.020(4) 0.061(4) -0.008(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.358(6) . ? C1 C6 1.402(6) . ? C1 C7 1.495(5) . ? C2 C3 1.396(6) . ? C2 H2A 0.9300 . ? C3 C4 1.379(6) . ? C3 H3A 0.9300 . ? C4 C5 1.360(6) . ? C4 O3 1.379(5) . ? C5 C6 1.365(6) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 O2 1.246(5) . ? C7 O1 1.271(5) . ? C8 C9 1.525(6) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 O3 1.411(5) . ? C9 C10 1.537(6) . ? C9 H9A 0.9800 . ? C10 O5 1.241(5) . ? C10 O4 1.247(5) . ? C11 N1 1.313(5) . ? C11 C12 1.379(6) . ? C11 H11A 0.9300 . ? C12 C13 1.359(6) . ? C12 H12A 0.9300 . ? C13 C14 1.373(6) . ? C13 C13 1.491(7) 7_576 ? C14 C15 1.373(7) . ? C14 H14A 0.9300 . ? C15 N1 1.330(6) . ? C15 H15A 0.9300 . ? Co1 O2 2.111(3) 2_556 ? Co1 O2 2.111(3) 6_565 ? Co1 O4 2.124(3) . ? Co1 O4 2.124(3) 5_566 ? Co1 O6 2.145(3) . ? Co1 O6 2.145(3) 5_566 ? Co2 O1 2.076(3) 6_565 ? Co2 O5 2.087(3) . ? Co2 O1W 2.101(3) . ? Co2 O6 2.106(2) . ? Co2 O6 2.134(3) 5_576 ? Co2 N1 2.214(3) . ? O1 Co2 2.076(3) 6_566 ? O2 Co1 2.111(3) 2_556 ? O6 Co2 2.134(3) 5_576 ? O6 H5 0.8499 . ? O1W H1 0.8500 . ? O1W H2 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 118.3(4) . . ? C2 C1 C7 122.5(4) . . ? C6 C1 C7 119.2(4) . . ? C1 C2 C3 120.9(4) . . ? C1 C2 H2A 119.6 . . ? C3 C2 H2A 119.6 . . ? C4 C3 C2 119.2(4) . . ? C4 C3 H3A 120.4 . . ? C2 C3 H3A 120.4 . . ? C5 C4 C3 120.5(4) . . ? C5 C4 O3 114.3(4) . . ? C3 C4 O3 125.2(4) . . ? C4 C5 C6 120.0(4) . . ? C4 C5 H5A 120.0 . . ? C6 C5 H5A 120.0 . . ? C5 C6 C1 121.1(4) . . ? C5 C6 H6A 119.5 . . ? C1 C6 H6A 119.5 . . ? O2 C7 O1 124.7(4) . . ? O2 C7 C1 119.4(4) . . ? O1 C7 C1 115.9(3) . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 C8 106.5(3) . . ? O3 C9 C10 113.7(3) . . ? C8 C9 C10 110.8(4) . . ? O3 C9 H9A 108.6 . . ? C8 C9 H9A 108.6 . . ? C10 C9 H9A 108.6 . . ? O5 C10 O4 126.5(4) . . ? O5 C10 C9 114.2(4) . . ? O4 C10 C9 119.3(3) . . ? N1 C11 C12 123.8(4) . . ? N1 C11 H11A 118.1 . . ? C12 C11 H11A 118.1 . . ? C13 C12 C11 121.0(4) . . ? C13 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? C12 C13 C14 115.4(4) . . ? C12 C13 C13 122.7(5) . 7_576 ? C14 C13 C13 121.9(5) . 7_576 ? C13 C14 C15 120.4(4) . . ? C13 C14 H14A 119.8 . . ? C15 C14 H14A 119.8 . . ? N1 C15 C14 123.9(4) . . ? N1 C15 H15A 118.0 . . ? C14 C15 H15A 118.0 . . ? O2 Co1 O2 180.000(1) 2_556 6_565 ? O2 Co1 O4 83.23(11) 2_556 . ? O2 Co1 O4 96.77(11) 6_565 . ? O2 Co1 O4 96.77(11) 2_556 5_566 ? O2 Co1 O4 83.23(11) 6_565 5_566 ? O4 Co1 O4 180.000(1) . 5_566 ? O2 Co1 O6 83.67(10) 2_556 . ? O2 Co1 O6 96.33(10) 6_565 . ? O4 Co1 O6 91.83(10) . . ? O4 Co1 O6 88.17(10) 5_566 . ? O2 Co1 O6 96.33(10) 2_556 5_566 ? O2 Co1 O6 83.67(10) 6_565 5_566 ? O4 Co1 O6 88.17(10) . 5_566 ? O4 Co1 O6 91.83(10) 5_566 5_566 ? O6 Co1 O6 180.000(1) . 5_566 ? O1 Co2 O5 99.51(13) 6_565 . ? O1 Co2 O1W 174.33(12) 6_565 . ? O5 Co2 O1W 85.13(13) . . ? O1 Co2 O6 90.70(11) 6_565 . ? O5 Co2 O6 92.77(11) . . ? O1W Co2 O6 92.34(11) . . ? O1 Co2 O6 88.34(11) 6_565 5_576 ? O5 Co2 O6 172.12(12) . 5_576 ? O1W Co2 O6 87.00(11) . 5_576 ? O6 Co2 O6 87.76(10) . 5_576 ? O1 Co2 N1 82.18(13) 6_565 . ? O5 Co2 N1 83.32(12) . . ? O1W Co2 N1 95.20(13) . . ? O6 Co2 N1 171.17(12) . . ? O6 Co2 N1 97.20(12) 5_576 . ? C11 N1 C15 115.4(4) . . ? C11 N1 Co2 121.2(3) . . ? C15 N1 Co2 121.8(3) . . ? C7 O1 Co2 127.9(3) . 6_566 ? C7 O2 Co1 134.1(3) . 2_556 ? C4 O3 C9 121.0(3) . . ? C10 O4 Co1 128.0(3) . . ? C10 O5 Co2 136.4(3) . . ? Co2 O6 Co2 92.24(10) . 5_576 ? Co2 O6 Co1 111.33(11) . . ? Co2 O6 Co1 137.25(13) 5_576 . ? Co2 O6 H5 95.3 . . ? Co2 O6 H5 114.3 5_576 . ? Co1 O6 H5 99.0 . . ? Co2 O1W H1 136.3 . . ? Co2 O1W H2 109.7 . . ? H1 O1W H2 97.0 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.740 _refine_diff_density_min -0.677 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 936385' ####################################################################### # # 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_www _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H36 Cd5 N18 O14' _chemical_formula_weight 1482.81 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 8.631(5) _cell_length_b 9.153(5) _cell_length_c 16.265(5) _cell_angle_alpha 74.694(5) _cell_angle_beta 87.290(5) _cell_angle_gamma 70.685(5) _cell_volume 1168.5(10) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5753 _cell_measurement_theta_min 1.30 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.107 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 718 _exptl_absorpt_coefficient_mu 2.321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5836 _exptl_absorpt_correction_T_max 0.6173 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5753 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3999 _reflns_number_gt 3519 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.1110P)^2^+0.2762P] 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 3999 _refine_ls_number_parameters 317 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0576 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1490 _refine_ls_wR_factor_gt 0.1433 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1336(8) -0.2188(8) 0.2670(4) 0.0289(14) Uani 1 1 d . . . C2 C 0.2549(9) -0.2116(9) 0.3176(6) 0.0408(19) Uani 1 1 d . . . H2A H 0.2503 -0.1134 0.3257 0.049 Uiso 1 1 calc R . . C3 C 0.3839(9) -0.3503(9) 0.3566(5) 0.0401(18) Uani 1 1 d . . . H3A H 0.4627 -0.3443 0.3915 0.048 Uiso 1 1 calc R . . C4 C 0.3945(8) -0.4958(8) 0.3432(5) 0.0319(15) Uani 1 1 d . . . C5 C 0.2800(9) -0.5057(8) 0.2908(5) 0.0371(17) Uani 1 1 d . . . H5A H 0.2879 -0.6031 0.2806 0.045 Uiso 1 1 calc R . . C6 C 0.1521(8) -0.3664(8) 0.2534(5) 0.0347(16) Uani 1 1 d . . . H6A H 0.0753 -0.3730 0.2175 0.042 Uiso 1 1 calc R . . C7 C -0.0088(8) -0.0728(8) 0.2288(4) 0.0265(14) Uani 1 1 d . . . C8 C 0.5260(9) -0.7828(8) 0.3915(5) 0.0342(16) Uani 1 1 d . . . H8A H 0.4195 -0.7924 0.4107 0.041 Uiso 1 1 calc R . . C9 C 0.6588(12) -0.8908(10) 0.4584(6) 0.054(2) Uani 1 1 d . . . H9A H 0.6344 -0.8608 0.5111 0.081 Uiso 1 1 calc R . . H9B H 0.7627 -0.8801 0.4398 0.081 Uiso 1 1 calc R . . H9C H 0.6639 -1.0002 0.4670 0.081 Uiso 1 1 calc R . . C10 C 0.5633(8) -0.8295(9) 0.3078(4) 0.0322(15) Uani 1 1 d . . . C11 C 0.0569(13) 0.2318(10) 0.3571(6) 0.056(2) Uani 1 1 d . . . H11A H 0.1274 0.1470 0.3381 0.068 Uiso 1 1 calc R . . C12 C -0.1401(10) 0.4375(11) 0.3600(6) 0.047(2) Uani 1 1 d . . . H12A H -0.2333 0.5283 0.3461 0.056 Uiso 1 1 calc R . . C13 C -0.0686(16) 0.4606(18) 0.5023(7) 0.080(3) Uani 1 1 d U . . H13A H -0.0576 0.3801 0.5561 0.096 Uiso 1 1 calc R . . H13B H -0.1762 0.5415 0.4982 0.096 Uiso 1 1 calc R . . C14 C -0.2950(10) 0.7069(8) 0.1622(6) 0.046(2) Uani 1 1 d . . . H14A H -0.2041 0.6942 0.1953 0.055 Uiso 1 1 calc R . . C15 C -0.5128(8) 0.8064(8) 0.0885(5) 0.0321(15) Uani 1 1 d . . . H15A H -0.6090 0.8789 0.0590 0.038 Uiso 1 1 calc R . . Cd1 Cd -0.16497(5) 0.32302(5) 0.17798(3) 0.02310(19) Uani 1 1 d . . . Cd2 Cd -0.5000 0.5000 0.0000 0.0221(2) Uani 1 2 d S . . N1 N -0.0511(11) 0.3867(12) 0.4317(5) 0.061(2) Uani 1 1 d . . . N2 N 0.0803(14) 0.2547(12) 0.4316(6) 0.075(3) Uani 1 1 d . . . N3 N -0.0771(8) 0.3402(8) 0.3105(4) 0.0374(14) Uani 1 1 d . . . N4 N -0.3207(7) 0.5871(7) 0.1424(4) 0.0338(13) Uani 1 1 d . . . N5 N -0.4639(7) 0.6561(7) 0.0932(4) 0.0307(13) Uani 1 1 d . . . N6 N -0.4103(7) 0.8493(6) 0.1309(4) 0.0327(13) Uani 1 1 d . . . O1 O -0.0174(6) 0.0554(5) 0.2440(3) 0.0363(12) Uani 1 1 d . . . O2 O -0.1111(6) -0.0878(6) 0.1816(4) 0.0419(13) Uani 1 1 d . . . O3 O 0.5257(6) -0.6235(6) 0.3853(4) 0.0423(13) Uani 1 1 d . . . O4 O 0.5439(9) -0.9549(7) 0.3028(4) 0.0591(17) Uani 1 1 d . . . O5 O 0.6116(7) -0.7386(7) 0.2466(3) 0.0455(14) Uani 1 1 d . . . O1W O 0.0055(18) -0.1490(18) 0.0298(10) 0.162(5) Uiso 1 1 d D . . H1 H -0.0892 -0.1527 0.0209 0.243 Uiso 1 1 d RD . . H2 H 0.0122 -0.0610 -0.0014 0.243 Uiso 1 1 d RD . . C16 C -0.8567(8) 0.4471(8) 0.0833(4) 0.0310(15) Uani 1 1 d . . . H16A H -0.9231 0.5535 0.0630 0.037 Uiso 1 1 calc R . . C17 C -0.7790(9) 0.2011(8) 0.1387(5) 0.0363(16) Uani 1 1 d . . . H17A H -0.7798 0.0982 0.1655 0.044 Uiso 1 1 calc R . . Cd3 Cd -0.38134(5) 0.07651(5) 0.15474(3) 0.02400(19) Uani 1 1 d . . . N7 N -0.6945(7) 0.3973(7) 0.0756(4) 0.0302(13) Uani 1 1 d . . . N8 N -0.6453(7) 0.2329(6) 0.1133(4) 0.0313(13) Uani 1 1 d . . . N9 N -0.9146(6) 0.3301(7) 0.1227(4) 0.0301(12) Uani 1 1 d . . . O6 O -0.2917(5) 0.2723(5) 0.0730(3) 0.0263(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.024(3) 0.026(3) 0.039(4) -0.014(3) -0.004(3) -0.006(3) C2 0.030(4) 0.025(4) 0.070(5) -0.023(4) -0.014(4) -0.002(3) C3 0.034(4) 0.034(4) 0.052(5) -0.018(3) -0.021(3) -0.002(3) C4 0.024(3) 0.033(4) 0.035(4) -0.010(3) -0.008(3) -0.002(3) C5 0.035(4) 0.029(4) 0.049(4) -0.021(3) -0.007(3) -0.002(3) C6 0.028(4) 0.030(4) 0.049(4) -0.018(3) -0.013(3) -0.005(3) C7 0.019(3) 0.028(3) 0.037(4) -0.013(3) -0.001(3) -0.010(3) C8 0.038(4) 0.025(3) 0.033(4) -0.005(3) -0.002(3) -0.002(3) C9 0.059(6) 0.039(4) 0.050(5) -0.011(4) -0.020(4) 0.005(4) C10 0.025(3) 0.036(4) 0.030(4) -0.011(3) -0.005(3) -0.001(3) C11 0.077(6) 0.036(4) 0.054(5) -0.017(4) -0.029(5) -0.006(4) C12 0.032(4) 0.073(6) 0.056(5) -0.043(5) 0.006(4) -0.023(4) C13 0.093(7) 0.130(8) 0.061(5) -0.055(5) 0.003(5) -0.070(6) C14 0.041(4) 0.026(4) 0.069(6) -0.010(4) -0.031(4) -0.008(3) C15 0.027(4) 0.024(3) 0.045(4) -0.015(3) -0.009(3) -0.003(3) Cd1 0.0195(3) 0.0201(3) 0.0322(3) -0.0108(2) -0.00382(19) -0.00599(19) Cd2 0.0220(4) 0.0191(3) 0.0272(4) -0.0076(3) -0.0028(3) -0.0077(3) N1 0.068(5) 0.107(7) 0.042(4) -0.043(4) 0.008(4) -0.053(5) N2 0.107(8) 0.073(6) 0.056(5) -0.013(5) -0.030(5) -0.040(6) N3 0.036(3) 0.044(4) 0.043(4) -0.028(3) -0.002(3) -0.016(3) N4 0.027(3) 0.025(3) 0.051(4) -0.013(3) -0.011(3) -0.006(2) N5 0.034(3) 0.028(3) 0.032(3) -0.012(2) -0.006(2) -0.009(2) N6 0.033(3) 0.022(3) 0.047(4) -0.017(3) -0.011(3) -0.005(2) O1 0.036(3) 0.018(2) 0.053(3) -0.009(2) -0.013(2) -0.0050(19) O2 0.031(3) 0.029(3) 0.066(4) -0.024(2) -0.016(3) 0.001(2) O3 0.037(3) 0.031(3) 0.056(3) -0.018(2) -0.015(2) 0.000(2) O4 0.094(5) 0.037(3) 0.047(3) -0.013(3) -0.015(3) -0.018(3) O5 0.034(3) 0.066(4) 0.040(3) -0.012(3) 0.004(2) -0.023(3) C16 0.028(3) 0.028(3) 0.033(4) -0.010(3) -0.007(3) -0.001(3) C17 0.031(4) 0.028(4) 0.045(4) -0.002(3) 0.002(3) -0.010(3) Cd3 0.0217(3) 0.0188(3) 0.0333(3) -0.0108(2) -0.0032(2) -0.00529(19) N7 0.032(3) 0.026(3) 0.032(3) -0.007(2) -0.002(2) -0.009(2) N8 0.022(3) 0.020(3) 0.046(3) -0.002(2) 0.000(2) -0.004(2) N9 0.019(3) 0.030(3) 0.039(3) -0.006(2) 0.000(2) -0.008(2) O6 0.027(2) 0.024(2) 0.029(2) -0.0054(18) -0.0053(19) -0.0103(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.383(10) . ? C1 C2 1.391(10) . ? C1 C7 1.493(9) . ? C2 C3 1.400(10) . ? C2 H2A 0.9300 . ? C3 C4 1.378(10) . ? C3 H3A 0.9300 . ? C4 C5 1.375(10) . ? C4 O3 1.376(8) . ? C5 C6 1.392(10) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 O1 1.240(8) . ? C7 O2 1.260(8) . ? C8 O3 1.435(9) . ? C8 C9 1.509(10) . ? C8 C10 1.522(10) . ? C8 H8A 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 O4 1.236(10) . ? C10 O5 1.269(9) . ? C11 N2 1.318(12) . ? C11 N3 1.350(11) . ? C11 H11A 0.9300 . ? C12 N1 1.315(11) . ? C12 N3 1.324(10) . ? C12 H12A 0.9300 . ? C13 N1 1.457(12) . ? C13 C13 1.57(2) 2_566 ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 N4 1.308(9) . ? C14 N6 1.337(9) . ? C14 H14A 0.9300 . ? C15 N5 1.280(9) . ? C15 N6 1.358(9) . ? C15 H15A 0.9300 . ? Cd1 N4 2.274(6) . ? Cd1 O6 2.293(5) . ? Cd1 N9 2.315(5) 1_655 ? Cd1 O1 2.335(5) . ? Cd1 O5 2.338(5) 1_465 ? Cd1 N3 2.379(6) . ? Cd1 Cd3 3.4678(15) . ? Cd2 O6 2.325(4) . ? Cd2 O6 2.325(4) 2_465 ? Cd2 N7 2.335(6) 2_465 ? Cd2 N7 2.335(6) . ? Cd2 N5 2.433(6) . ? Cd2 N5 2.433(6) 2_465 ? N1 N2 1.357(13) . ? N4 N5 1.370(8) . ? N6 Cd3 2.306(6) 1_565 ? O2 Cd3 2.307(5) . ? O4 Cd3 2.430(7) 1_645 ? O5 Cd1 2.338(5) 1_645 ? O5 Cd3 2.521(6) 1_645 ? O1W H1 0.8500 . ? O1W H2 0.8500 . ? C16 N9 1.330(9) . ? C16 N7 1.332(9) . ? C16 H16A 0.9300 . ? C17 N8 1.304(9) . ? C17 N9 1.336(9) . ? C17 H17A 0.9300 . ? Cd3 O6 2.267(4) . ? Cd3 N8 2.274(5) . ? Cd3 N6 2.306(6) 1_545 ? Cd3 O4 2.430(7) 1_465 ? Cd3 O5 2.521(6) 1_465 ? N7 N8 1.391(8) . ? N9 Cd1 2.315(5) 1_455 ? 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 C6 C1 C2 116.9(6) . . ? C6 C1 C7 122.0(6) . . ? C2 C1 C7 121.1(6) . . ? C1 C2 C3 120.9(7) . . ? C1 C2 H2A 119.6 . . ? C3 C2 H2A 119.6 . . ? C4 C3 C2 120.1(7) . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.4(6) . . ? C3 C4 O3 114.7(6) . . ? C5 C4 O3 124.9(6) . . ? C4 C5 C6 118.4(7) . . ? C4 C5 H5A 120.8 . . ? C6 C5 H5A 120.8 . . ? C1 C6 C5 123.2(7) . . ? C1 C6 H6A 118.4 . . ? C5 C6 H6A 118.4 . . ? O1 C7 O2 124.3(6) . . ? O1 C7 C1 118.3(6) . . ? O2 C7 C1 117.4(6) . . ? O3 C8 C9 105.0(6) . . ? O3 C8 C10 112.8(6) . . ? C9 C8 C10 109.9(6) . . ? O3 C8 H8A 109.7 . . ? C9 C8 H8A 109.7 . . ? C10 C8 H8A 109.7 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O4 C10 O5 123.2(7) . . ? O4 C10 C8 117.9(7) . . ? O5 C10 C8 119.0(7) . . ? N2 C11 N3 115.1(9) . . ? N2 C11 H11A 122.4 . . ? N3 C11 H11A 122.4 . . ? N1 C12 N3 109.9(8) . . ? N1 C12 H12A 125.1 . . ? N3 C12 H12A 125.1 . . ? N1 C13 C13 108.5(11) . 2_566 ? N1 C13 H13A 110.0 . . ? C13 C13 H13A 110.0 2_566 . ? N1 C13 H13B 110.0 . . ? C13 C13 H13B 110.0 2_566 . ? H13A C13 H13B 108.4 . . ? N4 C14 N6 114.4(7) . . ? N4 C14 H14A 122.8 . . ? N6 C14 H14A 122.8 . . ? N5 C15 N6 113.3(6) . . ? N5 C15 H15A 123.4 . . ? N6 C15 H15A 123.4 . . ? N4 Cd1 O6 92.33(19) . . ? N4 Cd1 N9 102.2(2) . 1_655 ? O6 Cd1 N9 103.73(19) . 1_655 ? N4 Cd1 O1 167.9(2) . . ? O6 Cd1 O1 96.28(17) . . ? N9 Cd1 O1 84.05(19) 1_655 . ? N4 Cd1 O5 89.2(2) . 1_465 ? O6 Cd1 O5 77.26(18) . 1_465 ? N9 Cd1 O5 168.4(2) 1_655 1_465 ? O1 Cd1 O5 84.4(2) . 1_465 ? N4 Cd1 N3 91.7(2) . . ? O6 Cd1 N3 164.80(19) . . ? N9 Cd1 N3 89.7(2) 1_655 . ? O1 Cd1 N3 77.9(2) . . ? O5 Cd1 N3 88.1(2) 1_465 . ? N4 Cd1 Cd3 112.65(15) . . ? O6 Cd1 Cd3 40.22(11) . . ? N9 Cd1 Cd3 127.82(15) 1_655 . ? O1 Cd1 Cd3 69.84(13) . . ? O5 Cd1 Cd3 46.62(15) 1_465 . ? N3 Cd1 Cd3 125.17(16) . . ? O6 Cd2 O6 180.0(2) . 2_465 ? O6 Cd2 N7 90.40(18) . 2_465 ? O6 Cd2 N7 89.60(18) 2_465 2_465 ? O6 Cd2 N7 89.60(18) . . ? O6 Cd2 N7 90.40(18) 2_465 . ? N7 Cd2 N7 180.0(3) 2_465 . ? O6 Cd2 N5 92.26(18) . . ? O6 Cd2 N5 87.74(18) 2_465 . ? N7 Cd2 N5 80.8(2) 2_465 . ? N7 Cd2 N5 99.2(2) . . ? O6 Cd2 N5 87.74(18) . 2_465 ? O6 Cd2 N5 92.26(18) 2_465 2_465 ? N7 Cd2 N5 99.2(2) 2_465 2_465 ? N7 Cd2 N5 80.8(2) . 2_465 ? N5 Cd2 N5 180.0(2) . 2_465 ? C12 N1 N2 111.0(7) . . ? C12 N1 C13 128.9(10) . . ? N2 N1 C13 119.8(9) . . ? C11 N2 N1 101.3(8) . . ? C12 N3 C11 102.7(7) . . ? C12 N3 Cd1 133.6(6) . . ? C11 N3 Cd1 123.6(5) . . ? C14 N4 N5 104.4(6) . . ? C14 N4 Cd1 128.9(5) . . ? N5 N4 Cd1 126.7(4) . . ? C15 N5 N4 107.2(6) . . ? C15 N5 Cd2 133.6(5) . . ? N4 N5 Cd2 114.1(4) . . ? C14 N6 C15 100.7(5) . . ? C14 N6 Cd3 119.4(5) . 1_565 ? C15 N6 Cd3 139.8(4) . 1_565 ? C7 O1 Cd1 132.7(5) . . ? C7 O2 Cd3 125.0(4) . . ? C4 O3 C8 118.4(6) . . ? C10 O4 Cd3 94.5(5) . 1_645 ? C10 O5 Cd1 146.9(5) . 1_645 ? C10 O5 Cd3 89.5(5) . 1_645 ? Cd1 O5 Cd3 90.99(19) 1_645 1_645 ? H1 O1W H2 108.2 . . ? N9 C16 N7 113.6(6) . . ? N9 C16 H16A 123.2 . . ? N7 C16 H16A 123.2 . . ? N8 C17 N9 113.8(6) . . ? N8 C17 H17A 123.1 . . ? N9 C17 H17A 123.1 . . ? O6 Cd3 N8 89.88(18) . . ? O6 Cd3 N6 132.6(2) . 1_545 ? N8 Cd3 N6 94.6(2) . 1_545 ? O6 Cd3 O2 88.55(19) . . ? N8 Cd3 O2 173.4(2) . . ? N6 Cd3 O2 81.78(19) 1_545 . ? O6 Cd3 O4 126.82(19) . 1_465 ? N8 Cd3 O4 89.3(2) . 1_465 ? N6 Cd3 O4 100.5(2) 1_545 1_465 ? O2 Cd3 O4 96.8(2) . 1_465 ? O6 Cd3 O5 74.08(17) . 1_465 ? N8 Cd3 O5 86.4(2) . 1_465 ? N6 Cd3 O5 153.3(2) 1_545 1_465 ? O2 Cd3 O5 99.24(18) . 1_465 ? O4 Cd3 O5 52.80(19) 1_465 1_465 ? O6 Cd3 Cd1 40.77(11) . . ? N8 Cd3 Cd1 108.14(15) . . ? N6 Cd3 Cd1 155.12(15) 1_545 . ? O2 Cd3 Cd1 74.55(14) . . ? O4 Cd3 Cd1 89.96(16) 1_465 . ? O5 Cd3 Cd1 42.38(12) 1_465 . ? C16 N7 N8 104.3(5) . . ? C16 N7 Cd2 137.2(5) . . ? N8 N7 Cd2 117.4(4) . . ? C17 N8 N7 105.9(5) . . ? C17 N8 Cd3 127.6(5) . . ? N7 N8 Cd3 124.2(4) . . ? C16 N9 C17 102.4(6) . . ? C16 N9 Cd1 134.3(5) . 1_455 ? C17 N9 Cd1 122.5(4) . 1_455 ? Cd3 O6 Cd1 99.02(17) . . ? Cd3 O6 Cd2 114.27(19) . . ? Cd1 O6 Cd2 111.59(19) . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 2.670 _refine_diff_density_min -1.661 _refine_diff_density_rms 0.233 _database_code_depnum_ccdc_archive 'CCDC 936386' ####################################################################### # # 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_www _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H16 N2 O7 Zn' _chemical_formula_weight 473.73 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 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 10.7045(17) _cell_length_b 13.064(2) _cell_length_c 16.586(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.546(2) _cell_angle_gamma 90.00 _cell_volume 2199.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 10716 _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 1.160 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7762 _exptl_absorpt_correction_T_max 0.8011 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10716 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3838 _reflns_number_gt 2876 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.1476P)^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 3838 _refine_ls_number_parameters 305 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0840 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.2052 _refine_ls_wR_factor_gt 0.1853 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.004 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1936(4) 0.8400(3) 0.3200(3) 0.0440(9) Uani 1 1 d . . . C2 C -0.1865(4) 0.7919(3) 0.3961(3) 0.0478(10) Uani 1 1 d . . . H2A H -0.1175 0.7474 0.4217 0.057 Uiso 1 1 calc R . . C3 C -0.2821(5) 0.8107(4) 0.4332(3) 0.0519(11) Uani 1 1 d . . . C4 C -0.3856(5) 0.8767(4) 0.3964(3) 0.0573(12) Uani 1 1 d . . . H4A H -0.4488 0.8898 0.4226 0.069 Uiso 1 1 calc R . . C5 C -0.3936(4) 0.9233(4) 0.3190(3) 0.0561(11) Uani 1 1 d . A . C6 C -0.2968(5) 0.9041(4) 0.2818(3) 0.0515(10) Uani 1 1 d . . . H6A H -0.3020 0.9351 0.2303 0.062 Uiso 1 1 calc R . . C7 C -0.0878(4) 0.8232(3) 0.2802(3) 0.0506(11) Uani 1 1 d . . . C8 C -0.2735(6) 0.7635(4) 0.5180(4) 0.0619(13) Uani 1 1 d . . . C9 C -0.5969(5) 1.0114(4) 0.3077(4) 0.0695(14) Uani 1 1 d . A . H9A H -0.5624 1.0304 0.3679 0.083 Uiso 1 1 calc R . . C10 C -0.6671(6) 1.1011(5) 0.2585(5) 0.0862(19) Uani 1 1 d . . . H10A H -0.6073 1.1578 0.2665 0.129 Uiso 1 1 calc R . . H10B H -0.7395 1.1195 0.2779 0.129 Uiso 1 1 calc R . . H10C H -0.6997 1.0838 0.1992 0.129 Uiso 1 1 calc R . . C11 C -0.6842(7) 0.9221(6) 0.2991(9) 0.102(3) Uani 1 1 d . . . C17 C 0.0136(3) 0.6085(2) 0.16305(18) 0.0667(14) Uani 1 1 d G . . H17A H -0.0219 0.6068 0.2074 0.080 Uiso 1 1 calc R . . C18 C -0.0385(3) 0.5350(3) 0.1001(2) 0.0583(12) Uani 1 1 d G . . H18A H -0.1055 0.4899 0.1006 0.070 Uiso 1 1 calc R . . C19 C 0.0208(3) 0.5367(2) 0.03605(18) 0.0457(9) Uani 1 1 d G . . C20 C 0.1197(3) 0.6083(3) 0.0394(2) 0.0704(15) Uani 1 1 d G . . H20A H 0.1571 0.6153 -0.0038 0.085 Uiso 1 1 calc R . . C21 C 0.1584(3) 0.6702(3) 0.11485(18) 0.0702(15) Uani 1 1 d G . . H21A H 0.2340 0.7097 0.1240 0.084 Uiso 1 1 calc R . . N1 N 0.0998(3) 0.6766(2) 0.17074(17) 0.0507(9) Uani 1 1 d G . . O1 O -0.0961(4) 0.8622(3) 0.2093(2) 0.0680(10) Uani 1 1 d . . . O2 O 0.0093(4) 0.7701(3) 0.3212(2) 0.0620(9) Uani 1 1 d . . . O3 O -0.1737(4) 0.7010(3) 0.5471(2) 0.0772(11) Uani 1 1 d . . . H1 H -0.1579 0.6882 0.6026 0.116 Uiso 1 1 d R . . O4 O -0.3503(6) 0.7826(4) 0.5548(3) 0.1069(17) Uani 1 1 d . . . O5 O -0.4875(4) 0.9921(3) 0.2769(3) 0.0741(10) Uani 1 1 d . . . O7A O -0.7248(11) 0.9147(8) 0.3774(7) 0.078(3) Uani 0.50 1 d P A 1 O6A O -0.6620(14) 0.8498(11) 0.2306(10) 0.076(4) Uani 0.40 1 d P A 1 O7B O -0.7689(12) 0.9099(7) 0.3147(10) 0.095(3) Uani 0.50 1 d P . 2 O6B O -0.7212(11) 0.8679(10) 0.2446(7) 0.084(3) Uani 0.60 1 d P . 2 Zn1 Zn 0.15621(5) 0.76948(4) 0.27554(3) 0.0525(3) Uani 1 1 d . . . N2 N 0.2830(4) 0.6731(3) 0.3607(3) 0.0575(10) Uani 1 1 d . . . C13 C 0.4830(5) 0.5809(4) 0.4060(3) 0.0642(13) Uani 1 1 d . . . H13A H 0.5626 0.5662 0.3972 0.077 Uiso 1 1 calc R B . C14 C 0.4538(5) 0.5359(4) 0.4714(3) 0.0657(13) Uani 1 1 d . . . C12 C 0.3969(5) 0.6478(4) 0.3529(3) 0.0655(13) Uani 1 1 d . B . H12A H 0.4207 0.6769 0.3088 0.079 Uiso 1 1 calc R . . C16B C 0.2740(18) 0.6515(17) 0.4414(11) 0.077(6) Uani 0.40 1 d P B 1 H16A H 0.2057 0.6815 0.4565 0.093 Uiso 0.40 1 calc PR B 1 C15B C 0.3583(16) 0.5899(13) 0.4986(9) 0.066(4) Uani 0.40 1 d P B 1 H15A H 0.3545 0.5828 0.5535 0.079 Uiso 0.40 1 calc PR B 1 C16A C 0.2363(12) 0.6084(11) 0.4051(9) 0.082(4) Uani 0.60 1 d P B 2 H16B H 0.1471 0.6109 0.3995 0.098 Uiso 0.60 1 calc PR B 2 C15A C 0.3149(11) 0.5368(10) 0.4599(9) 0.083(3) Uani 0.60 1 d P B 2 H15B H 0.2786 0.4903 0.4886 0.100 Uiso 0.60 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.041(2) 0.043(2) 0.047(2) -0.0077(18) 0.0117(17) -0.0005(17) C2 0.040(2) 0.049(2) 0.052(2) -0.0103(19) 0.0115(19) -0.0016(18) C3 0.050(3) 0.052(2) 0.056(3) -0.007(2) 0.019(2) -0.010(2) C4 0.049(3) 0.061(3) 0.069(3) -0.004(2) 0.030(2) -0.003(2) C5 0.042(2) 0.054(3) 0.075(3) -0.002(2) 0.023(2) 0.002(2) C6 0.045(2) 0.056(3) 0.055(3) 0.001(2) 0.018(2) -0.001(2) C7 0.049(3) 0.047(2) 0.054(3) -0.011(2) 0.014(2) -0.001(2) C8 0.062(3) 0.068(3) 0.061(3) -0.002(2) 0.027(3) -0.008(3) C9 0.062(3) 0.057(3) 0.100(4) 0.010(3) 0.040(3) 0.013(2) C10 0.080(4) 0.070(4) 0.126(5) 0.026(4) 0.058(4) 0.031(3) C11 0.049(4) 0.067(4) 0.180(9) 0.038(5) 0.021(5) 0.018(3) C17 0.074(3) 0.073(3) 0.062(3) -0.001(3) 0.035(3) 0.006(3) C18 0.054(3) 0.064(3) 0.067(3) 0.001(2) 0.034(2) -0.005(2) C19 0.043(2) 0.052(2) 0.042(2) 0.0086(18) 0.0133(17) 0.0072(19) C20 0.062(3) 0.097(4) 0.062(3) -0.011(3) 0.034(2) -0.028(3) C21 0.053(3) 0.096(4) 0.067(3) -0.019(3) 0.026(2) -0.023(3) N1 0.047(2) 0.057(2) 0.052(2) 0.0003(17) 0.0208(17) -0.0019(18) O1 0.074(2) 0.082(2) 0.054(2) 0.0014(17) 0.0299(17) 0.0114(19) O2 0.049(2) 0.077(2) 0.063(2) 0.0064(17) 0.0224(17) 0.0146(17) O3 0.085(3) 0.094(3) 0.055(2) 0.0094(19) 0.026(2) 0.006(2) O4 0.104(4) 0.148(5) 0.090(3) 0.028(3) 0.061(3) 0.024(3) O5 0.062(2) 0.075(2) 0.098(2) 0.026(2) 0.0435(19) 0.0262(19) O7A 0.087(7) 0.075(6) 0.100(7) 0.009(6) 0.066(6) 0.011(5) O6A 0.065(8) 0.064(7) 0.090(9) -0.017(5) 0.011(7) 0.006(6) O7B 0.076(8) 0.056(5) 0.173(12) 0.005(7) 0.068(8) 0.009(5) O6B 0.081(7) 0.081(7) 0.083(6) 0.017(5) 0.017(6) 0.003(6) Zn1 0.0467(4) 0.0599(4) 0.0533(4) 0.0045(2) 0.0191(3) 0.0091(2) N2 0.054(2) 0.057(2) 0.062(2) 0.0100(19) 0.0199(19) 0.0117(19) C13 0.053(3) 0.082(3) 0.059(3) 0.013(3) 0.022(2) 0.022(3) C14 0.060(3) 0.063(3) 0.079(3) 0.022(3) 0.029(3) 0.021(2) C12 0.059(3) 0.084(4) 0.059(3) 0.020(3) 0.026(2) 0.020(3) C16B 0.071(13) 0.107(16) 0.070(12) 0.022(9) 0.045(10) 0.050(11) C15B 0.080(10) 0.083(11) 0.045(7) 0.028(7) 0.036(7) 0.051(9) C16A 0.042(5) 0.099(10) 0.093(10) 0.033(7) 0.005(6) 0.002(6) C15A 0.066(6) 0.081(8) 0.101(9) 0.036(7) 0.023(6) 0.008(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 C1 C6 1.370(6) . ? C1 C2 1.390(6) . ? C1 C7 1.497(6) . ? C2 C3 1.374(7) . ? C2 H2A 0.9300 . ? C3 C4 1.383(7) . ? C3 C8 1.510(7) . ? C4 C5 1.398(7) . ? C4 H4A 0.9300 . ? C5 O5 1.363(6) . ? C5 C6 1.388(7) . ? C6 H6A 0.9300 . ? C7 O2 1.256(6) . ? C7 O1 1.259(6) . ? C8 O4 1.196(7) . ? C8 O3 1.308(7) . ? C9 O5 1.442(6) . ? C9 C11 1.474(10) . ? C9 C10 1.488(8) . ? C9 H9A 0.9800 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 O7B 1.031(12) . ? C11 O6B 1.117(12) . ? C11 O7A 1.497(16) . ? C11 O6A 1.554(19) . ? C11 Zn1 2.573(8) 1_455 ? C17 N1 1.2582(18) . ? C17 C18 1.3975(19) . ? C17 H17A 0.9300 . ? C18 C19 1.400(2) . ? C18 H18A 0.9300 . ? C19 C20 1.400(2) . ? C19 C19 1.486(7) 3_565 ? C20 C21 1.436(2) . ? C20 H20A 0.9300 . ? C21 N1 1.2768(18) . ? C21 H21A 0.9300 . ? N1 Zn1 2.047(3) . ? O2 Zn1 1.950(4) . ? O3 H1 0.8966 . ? O7B O6B 1.514(17) . ? O7B Zn1 2.025(11) 1_455 ? O6B Zn1 2.017(11) 1_455 ? Zn1 O6B 2.017(11) 1_655 ? Zn1 O7B 2.025(11) 1_655 ? Zn1 N2 2.050(4) . ? Zn1 C11 2.573(8) 1_655 ? N2 C12 1.308(6) . ? N2 C16A 1.320(15) . ? N2 C16B 1.402(18) . ? C13 C14 1.354(7) . ? C13 C12 1.368(7) . ? C13 H13A 0.9300 . ? C14 C15B 1.427(14) . ? C14 C15A 1.438(13) . ? C14 C14 1.471(9) 3_666 ? C12 H12A 0.9300 . ? C16B C15B 1.35(2) . ? C16B H16A 0.9300 . ? C15B H15A 0.9300 . ? C16A C15A 1.386(17) . ? C16A H16B 0.9300 . ? C15A H15B 0.9300 . ? 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 C6 C1 C2 119.9(4) . . ? C6 C1 C7 119.8(4) . . ? C2 C1 C7 120.2(4) . . ? C3 C2 C1 119.6(4) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? C2 C3 C4 121.2(4) . . ? C2 C3 C8 120.7(5) . . ? C4 C3 C8 118.0(4) . . ? C3 C4 C5 119.0(4) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? O5 C5 C6 115.1(4) . . ? O5 C5 C4 125.3(4) . . ? C6 C5 C4 119.5(4) . . ? C1 C6 C5 120.7(4) . . ? C1 C6 H6A 119.6 . . ? C5 C6 H6A 119.6 . . ? O2 C7 O1 122.0(4) . . ? O2 C7 C1 117.0(4) . . ? O1 C7 C1 121.0(4) . . ? O4 C8 O3 123.7(6) . . ? O4 C8 C3 122.7(6) . . ? O3 C8 C3 113.6(5) . . ? O5 C9 C11 112.8(6) . . ? O5 C9 C10 105.6(4) . . ? C11 C9 C10 112.1(5) . . ? O5 C9 H9A 108.7 . . ? C11 C9 H9A 108.7 . . ? C10 C9 H9A 108.7 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O7B C11 O6B 89.5(12) . . ? O7B C11 C9 132.8(12) . . ? O6B C11 C9 129.1(13) . . ? O7B C11 O7A 41.6(10) . . ? O6B C11 O7A 122.4(11) . . ? C9 C11 O7A 108.5(9) . . ? O7B C11 O6A 116.2(13) . . ? O6B C11 O6A 28.3(9) . . ? C9 C11 O6A 108.2(8) . . ? O7A C11 O6A 138.6(9) . . ? O7B C11 Zn1 47.5(7) . 1_455 ? O6B C11 Zn1 48.6(7) . 1_455 ? C9 C11 Zn1 176.8(7) . 1_455 ? O7A C11 Zn1 73.8(6) . 1_455 ? O6A C11 Zn1 70.5(8) . 1_455 ? N1 C17 C18 131.8 . . ? N1 C17 H17A 114.1 . . ? C18 C17 H17A 114.1 . . ? C17 C18 C19 112.7 . . ? C17 C18 H18A 123.6 . . ? C19 C18 H18A 123.6 . . ? C18 C19 C20 120.0 . . ? C18 C19 C19 120.5(4) . 3_565 ? C20 C19 C19 119.5(4) . 3_565 ? C19 C20 C21 114.6 . . ? C19 C20 H20A 122.7 . . ? C21 C20 H20A 122.7 . . ? N1 C21 C20 126.7 . . ? N1 C21 H21A 116.7 . . ? C20 C21 H21A 116.7 . . ? C17 N1 C21 113.2 . . ? C17 N1 Zn1 120.92(15) . . ? C21 N1 Zn1 125.09(15) . . ? C7 O2 Zn1 115.0(3) . . ? C8 O3 H1 111.1 . . ? C5 O5 C9 118.9(4) . . ? C11 O7B O6B 47.6(9) . . ? C11 O7B Zn1 110.4(10) . 1_455 ? O6B O7B Zn1 67.7(6) . 1_455 ? C11 O6B O7B 42.9(7) . . ? C11 O6B Zn1 106.8(9) . 1_455 ? O7B O6B Zn1 68.3(6) . 1_455 ? O2 Zn1 O6B 140.0(4) . 1_655 ? O2 Zn1 O7B 99.1(4) . 1_655 ? O6B Zn1 O7B 44.0(5) 1_655 1_655 ? O2 Zn1 N1 105.99(14) . . ? O6B Zn1 N1 101.6(4) 1_655 . ? O7B Zn1 N1 142.1(4) 1_655 . ? O2 Zn1 N2 100.01(16) . . ? O6B Zn1 N2 103.0(3) 1_655 . ? O7B Zn1 N2 103.2(4) 1_655 . ? N1 Zn1 N2 99.96(15) . . ? O2 Zn1 C11 121.1(3) . 1_655 ? O6B Zn1 C11 24.6(3) 1_655 1_655 ? O7B Zn1 C11 22.1(3) 1_655 1_655 ? N1 Zn1 C11 126.2(4) . 1_655 ? N2 Zn1 C11 96.3(2) . 1_655 ? C12 N2 C16A 115.0(7) . . ? C12 N2 C16B 113.1(8) . . ? C16A N2 C16B 35.3(9) . . ? C12 N2 Zn1 121.4(3) . . ? C16A N2 Zn1 119.5(6) . . ? C16B N2 Zn1 123.4(7) . . ? C14 C13 C12 120.8(5) . . ? C14 C13 H13A 119.6 . . ? C12 C13 H13A 119.6 . . ? C13 C14 C15B 114.2(7) . . ? C13 C14 C15A 112.6(6) . . ? C15B C14 C15A 39.1(7) . . ? C13 C14 C14 120.9(6) . 3_666 ? C15B C14 C14 120.9(8) . 3_666 ? C15A C14 C14 123.0(7) . 3_666 ? N2 C12 C13 123.8(5) . . ? N2 C12 H12A 118.1 . . ? C13 C12 H12A 118.1 . . ? C15B C16B N2 123.9(12) . . ? C15B C16B H16A 118.1 . . ? N2 C16B H16A 118.1 . . ? C16B C15B C14 117.4(11) . . ? C16B C15B H15A 121.3 . . ? C14 C15B H15A 121.3 . . ? N2 C16A C15A 122.6(11) . . ? N2 C16A H16B 118.7 . . ? C15A C16A H16B 118.7 . . ? C16A C15A C14 118.6(10) . . ? C16A C15A H15B 120.7 . . ? C14 C15A H15B 120.7 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.158 _refine_diff_density_min -0.741 _refine_diff_density_rms 0.119 _database_code_depnum_ccdc_archive 'CCDC 936387' ####################################################################### # # 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_www _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H86 Cd6 N24 O41' _chemical_formula_weight 2570.01 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' 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' H H 0.0000 0.0000 '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 15.532(3) _cell_length_b 19.713(3) _cell_length_c 15.214(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.792(4) _cell_angle_gamma 90.00 _cell_volume 4354.9(14) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 10366 _cell_measurement_theta_min 1.74 _cell_measurement_theta_max 24.99 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.960 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2556 _exptl_absorpt_coefficient_mu 1.549 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6889 _exptl_absorpt_correction_T_max 0.7171 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10366 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_sigmaI/netI 0.0606 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3821 _reflns_number_gt 2878 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _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^)+(0.0553P)^2^+114.7413P] 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 3821 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0654 _refine_ls_wR_factor_ref 0.1660 _refine_ls_wR_factor_gt 0.1500 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 C1 C 0.1824(7) 0.1341(6) 0.4656(7) 0.044(3) Uani 1 1 d . . . C2 C 0.2203(7) 0.1779(7) 0.4140(8) 0.052(3) Uani 1 1 d . . . H2A H 0.1822 0.2074 0.3695 0.062 Uiso 1 1 calc R . . C3 C 0.3125(7) 0.1764(6) 0.4301(7) 0.046(3) Uani 1 1 d . . . C4 C 0.3694(7) 0.1331(6) 0.4987(7) 0.041(3) Uani 1 1 d . . . H4A H 0.4325 0.1325 0.5108 0.049 Uiso 1 1 calc R . . C5 C 0.3323(6) 0.0911(5) 0.5485(6) 0.031(2) Uani 1 1 d . . . C6 C 0.2397(6) 0.0917(5) 0.5328(7) 0.034(2) Uani 1 1 d . . . H6A H 0.2157 0.0635 0.5676 0.041 Uiso 1 1 calc R . . C7 C 0.0803(8) 0.1329(9) 0.4438(8) 0.067(5) Uani 1 1 d . . . C8 C 0.3953(6) 0.0436(5) 0.6201(7) 0.034(2) Uani 1 1 d . . . C9 C 0.4423(8) 0.2225(6) 0.3985(10) 0.056(3) Uani 1 1 d . . . H9A H 0.4734 0.2280 0.4665 0.068 Uiso 1 1 calc R . . C10 C 0.4619(10) 0.2848(7) 0.3496(11) 0.074(4) Uani 1 1 d . . . H10A H 0.4393 0.3245 0.3710 0.111 Uiso 1 1 calc R . . H10B H 0.4315 0.2802 0.2829 0.111 Uiso 1 1 calc R . . H10C H 0.5270 0.2889 0.3642 0.111 Uiso 1 1 calc R . . C11 C 0.4801(7) 0.1576(6) 0.3673(8) 0.041(3) Uani 1 1 d . . . C12 C -0.2453(7) 0.0806(5) 0.5118(7) 0.034(2) Uani 1 1 d . . . H12A H -0.2942 0.0977 0.4614 0.041 Uiso 1 1 calc R . . C13 C -0.1147(7) 0.0494(6) 0.6019(8) 0.044(3) Uani 1 1 d . . . H13A H -0.0520 0.0396 0.6246 0.053 Uiso 1 1 calc R . . C16 C -0.3324(7) 0.0586(6) 0.6173(8) 0.041(3) Uani 1 1 d . . . H16A H -0.3411 0.0144 0.6409 0.049 Uiso 1 1 calc R . . H16B H -0.3865 0.0687 0.5627 0.049 Uiso 1 1 calc R . . C17 C -0.3216(7) 0.1119(6) 0.6926(8) 0.047(3) Uani 1 1 d . . . H17A H -0.3752 0.1104 0.7112 0.056 Uiso 1 1 calc R . . H17B H -0.2682 0.1007 0.7473 0.056 Uiso 1 1 calc R . . C14 C -0.2522(7) 0.2628(6) 0.6223(9) 0.049(3) Uani 1 1 d . . . H14A H -0.2108 0.2904 0.6075 0.059 Uiso 1 1 calc R . . C15 C -0.3688(7) 0.2323(6) 0.6494(8) 0.044(3) Uani 1 1 d . . . H15A H -0.4252 0.2311 0.6578 0.053 Uiso 1 1 calc R . . Cd1 Cd -0.10628(5) 0.10747(4) 0.39765(5) 0.0353(2) Uani 1 1 d . . . Cd2 Cd 0.5000 -0.04727(6) 0.7500 0.0346(3) Uani 1 2 d S . . N1 N -0.1588(6) 0.0766(5) 0.5153(6) 0.039(2) Uani 1 1 d . . . N2 N -0.1675(6) 0.0382(5) 0.6503(6) 0.043(2) Uani 1 1 d . . . N3 N -0.2515(5) 0.0571(4) 0.5902(5) 0.0305(18) Uani 1 1 d . . . N4 N -0.3112(6) 0.1799(5) 0.6631(6) 0.041(2) Uani 1 1 d . . . N5 N -0.2355(6) 0.1992(5) 0.6444(7) 0.046(2) Uani 1 1 d . . . N6 N -0.3345(6) 0.2859(5) 0.6223(6) 0.043(2) Uani 1 1 d . . . O1 O 0.0286(6) 0.1665(9) 0.3764(7) 0.128(6) Uani 1 1 d . . . O2 O 0.0479(5) 0.0961(5) 0.4924(7) 0.063(2) Uani 1 1 d . . . O3 O 0.3604(4) 0.0058(4) 0.6664(5) 0.0402(17) Uani 1 1 d . . . O4 O 0.4785(4) 0.0418(5) 0.6327(5) 0.056(2) Uani 1 1 d . . . O5 O 0.3436(6) 0.2191(5) 0.3781(6) 0.064(3) Uani 1 1 d . . . O6 O 0.4234(5) 0.1222(5) 0.3063(5) 0.055(2) Uani 1 1 d . . . O7 O 0.5613(5) 0.1476(4) 0.4034(6) 0.059(2) Uani 1 1 d . . . O1W O -0.0974(6) -0.0082(6) 0.3582(7) 0.086(3) Uani 1 1 d . . . O2W O -0.2494(5) 0.0795(4) 0.2855(5) 0.052(2) Uani 1 1 d . . . O3W O -0.0726(13) 0.0774(13) 0.2611(13) 0.203(9) Uani 1 1 d . . . O4W O -0.5000 0.1944(18) 0.7500 0.141(17) Uani 0.50 2 d SP . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(6) 0.062(7) 0.033(5) -0.008(5) 0.011(5) 0.013(5) C2 0.041(6) 0.071(9) 0.040(6) 0.002(6) 0.011(5) 0.030(6) C3 0.043(6) 0.060(8) 0.039(6) 0.010(6) 0.017(5) 0.014(6) C4 0.026(5) 0.053(7) 0.044(6) 0.005(5) 0.012(5) 0.009(5) C5 0.025(5) 0.036(6) 0.030(5) 0.000(4) 0.007(4) -0.001(4) C6 0.022(5) 0.042(6) 0.036(5) -0.003(4) 0.007(4) 0.014(4) C7 0.035(6) 0.123(13) 0.031(6) -0.024(7) -0.001(5) 0.038(8) C8 0.024(5) 0.042(6) 0.036(5) -0.003(5) 0.009(4) 0.001(4) C9 0.050(7) 0.060(8) 0.071(8) 0.015(7) 0.036(6) 0.015(6) C10 0.086(10) 0.065(9) 0.085(10) 0.019(8) 0.047(9) 0.017(8) C11 0.039(6) 0.047(7) 0.044(6) 0.004(5) 0.024(5) 0.003(5) C12 0.034(5) 0.033(5) 0.035(5) -0.004(4) 0.014(4) -0.002(4) C13 0.033(5) 0.048(7) 0.051(6) 0.011(5) 0.013(5) 0.009(5) C16 0.036(5) 0.045(6) 0.050(6) 0.009(5) 0.025(5) 0.004(5) C17 0.039(6) 0.058(8) 0.053(7) 0.001(6) 0.027(5) 0.008(5) C14 0.040(6) 0.044(7) 0.072(8) -0.004(6) 0.032(6) 0.002(5) C15 0.032(5) 0.054(7) 0.051(6) -0.004(6) 0.019(5) 0.009(5) Cd1 0.0254(4) 0.0457(5) 0.0354(4) 0.0027(3) 0.0117(3) 0.0019(3) Cd2 0.0180(5) 0.0469(7) 0.0373(6) 0.000 0.0080(4) 0.000 N1 0.040(5) 0.045(5) 0.037(5) 0.001(4) 0.018(4) 0.001(4) N2 0.034(5) 0.052(6) 0.040(5) 0.010(4) 0.009(4) 0.011(4) N3 0.029(4) 0.030(4) 0.035(4) 0.002(4) 0.014(4) -0.001(3) N4 0.038(5) 0.048(6) 0.042(5) 0.009(4) 0.020(4) 0.009(4) N5 0.027(4) 0.049(6) 0.065(6) -0.003(5) 0.019(4) -0.003(4) N6 0.034(5) 0.045(6) 0.052(5) 0.002(4) 0.015(4) 0.001(4) O1 0.045(5) 0.274(18) 0.065(6) 0.045(9) 0.020(5) 0.089(8) O2 0.021(4) 0.077(6) 0.082(6) -0.014(5) 0.007(4) 0.008(4) O3 0.025(3) 0.045(4) 0.043(4) 0.000(3) 0.002(3) -0.004(3) O4 0.021(4) 0.090(7) 0.055(5) 0.025(5) 0.011(3) 0.013(4) O5 0.056(5) 0.077(6) 0.071(6) 0.029(5) 0.037(5) 0.038(5) O6 0.039(4) 0.076(6) 0.051(5) -0.022(4) 0.018(4) 0.002(4) O7 0.029(4) 0.066(6) 0.075(6) 0.005(5) 0.012(4) 0.011(4) O1W 0.057(6) 0.106(8) 0.087(7) -0.033(6) 0.015(5) 0.017(6) O2W 0.030(4) 0.067(5) 0.056(5) -0.002(4) 0.011(4) -0.004(4) O3W 0.173(17) 0.29(3) 0.156(15) -0.061(17) 0.075(14) -0.054(17) O4W 0.19(4) 0.08(2) 0.23(5) 0.000 0.17(4) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.375(14) . ? C1 C2 1.426(16) . ? C1 C7 1.500(15) . ? C2 C3 1.366(14) . ? C2 H2A 0.9300 . ? C3 O5 1.356(13) . ? C3 C4 1.393(14) . ? C4 C5 1.379(14) . ? C4 H4A 0.9300 . ? C5 C6 1.373(12) . ? C5 C8 1.505(13) . ? C6 H6A 0.9300 . ? C7 O1 1.245(16) . ? C7 O2 1.261(17) . ? C8 O4 1.237(11) . ? C8 O3 1.271(12) . ? C8 Cd2 2.734(10) . ? C9 O5 1.454(14) . ? C9 C10 1.520(17) . ? C9 C11 1.550(16) . ? C9 H9A 0.9800 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 O7 1.200(12) . ? C11 O6 1.243(13) . ? C12 N3 1.315(12) . ? C12 N1 1.328(12) . ? C12 H12A 0.9300 . ? C13 N2 1.301(13) . ? C13 N1 1.361(13) . ? C13 H13A 0.9300 . ? C16 N3 1.455(12) . ? C16 C17 1.519(15) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N4 1.440(14) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C14 N5 1.299(14) . ? C14 N6 1.357(13) . ? C14 H14A 0.9300 . ? C15 N6 1.313(14) . ? C15 N4 1.333(13) . ? C15 H15A 0.9300 . ? Cd1 N6 2.271(9) 7_456 ? Cd1 N1 2.297(8) . ? Cd1 O2 2.327(7) . ? Cd1 O2W 2.338(7) . ? Cd1 O1W 2.374(11) . ? Cd1 O3W 2.390(18) . ? Cd1 O1 2.515(13) . ? Cd2 O6 2.248(7) 6_556 ? Cd2 O6 2.248(7) 5_656 ? Cd2 O3 2.336(7) 2_656 ? Cd2 O3 2.336(6) . ? Cd2 O4 2.441(8) 2_656 ? Cd2 O4 2.441(8) . ? Cd2 C8 2.734(10) 2_656 ? N2 N3 1.353(11) . ? N4 N5 1.360(11) . ? N6 Cd1 2.271(9) 7_456 ? O6 Cd2 2.248(7) 5_656 ? 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 C6 C1 C2 119.5(10) . . ? C6 C1 C7 120.6(11) . . ? C2 C1 C7 119.8(11) . . ? C3 C2 C1 120.0(10) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? O5 C3 C2 116.8(10) . . ? O5 C3 C4 123.7(10) . . ? C2 C3 C4 119.6(11) . . ? C5 C4 C3 120.1(9) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C6 C5 C4 121.1(9) . . ? C6 C5 C8 120.2(9) . . ? C4 C5 C8 118.7(8) . . ? C5 C6 C1 119.7(10) . . ? C5 C6 H6A 120.1 . . ? C1 C6 H6A 120.1 . . ? O1 C7 O2 120.9(12) . . ? O1 C7 C1 119.8(15) . . ? O2 C7 C1 119.3(11) . . ? O4 C8 O3 121.6(9) . . ? O4 C8 C5 120.3(9) . . ? O3 C8 C5 118.0(8) . . ? O4 C8 Cd2 63.2(6) . . ? O3 C8 Cd2 58.4(5) . . ? C5 C8 Cd2 176.3(7) . . ? O5 C9 C10 108.2(10) . . ? O5 C9 C11 112.5(10) . . ? C10 C9 C11 110.7(10) . . ? O5 C9 H9A 108.5 . . ? C10 C9 H9A 108.5 . . ? C11 C9 H9A 108.5 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O7 C11 O6 126.9(11) . . ? O7 C11 C9 116.5(11) . . ? O6 C11 C9 116.6(10) . . ? N3 C12 N1 110.0(9) . . ? N3 C12 H12A 125.0 . . ? N1 C12 H12A 125.0 . . ? N2 C13 N1 114.3(9) . . ? N2 C13 H13A 122.8 . . ? N1 C13 H13A 122.8 . . ? N3 C16 C17 110.6(8) . . ? N3 C16 H16A 109.5 . . ? C17 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? N4 C17 C16 113.8(9) . . ? N4 C17 H17A 108.8 . . ? C16 C17 H17A 108.8 . . ? N4 C17 H17B 108.8 . . ? C16 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? N5 C14 N6 115.2(10) . . ? N5 C14 H14A 122.4 . . ? N6 C14 H14A 122.4 . . ? N6 C15 N4 110.4(9) . . ? N6 C15 H15A 124.8 . . ? N4 C15 H15A 124.8 . . ? N6 Cd1 N1 96.4(3) 7_456 . ? N6 Cd1 O2 116.8(3) 7_456 . ? N1 Cd1 O2 93.7(3) . . ? N6 Cd1 O2W 83.5(3) 7_456 . ? N1 Cd1 O2W 89.8(3) . . ? O2 Cd1 O2W 158.8(3) . . ? N6 Cd1 O1W 155.8(3) 7_456 . ? N1 Cd1 O1W 90.6(4) . . ? O2 Cd1 O1W 85.7(3) . . ? O2W Cd1 O1W 73.4(3) . . ? N6 Cd1 O3W 108.5(7) 7_456 . ? N1 Cd1 O3W 149.2(6) . . ? O2 Cd1 O3W 91.1(5) . . ? O2W Cd1 O3W 75.6(5) . . ? O1W Cd1 O3W 59.5(7) . . ? N6 Cd1 O1 82.6(4) 7_456 . ? N1 Cd1 O1 139.9(3) . . ? O2 Cd1 O1 53.3(3) . . ? O2W Cd1 O1 129.4(3) . . ? O1W Cd1 O1 106.6(4) . . ? O3W Cd1 O1 63.5(6) . . ? O6 Cd2 O6 97.9(5) 6_556 5_656 ? O6 Cd2 O3 127.0(3) 6_556 2_656 ? O6 Cd2 O3 89.3(3) 5_656 2_656 ? O6 Cd2 O3 89.3(3) 6_556 . ? O6 Cd2 O3 127.0(3) 5_656 . ? O3 Cd2 O3 126.8(3) 2_656 . ? O6 Cd2 O4 98.5(3) 6_556 2_656 ? O6 Cd2 O4 142.9(3) 5_656 2_656 ? O3 Cd2 O4 54.5(2) 2_656 2_656 ? O3 Cd2 O4 86.3(3) . 2_656 ? O6 Cd2 O4 142.9(2) 6_556 . ? O6 Cd2 O4 98.5(3) 5_656 . ? O3 Cd2 O4 86.3(3) 2_656 . ? O3 Cd2 O4 54.5(2) . . ? O4 Cd2 O4 87.9(4) 2_656 . ? O6 Cd2 C8 114.4(3) 6_556 2_656 ? O6 Cd2 C8 116.5(3) 5_656 2_656 ? O3 Cd2 C8 27.6(2) 2_656 2_656 ? O3 Cd2 C8 107.4(3) . 2_656 ? O4 Cd2 C8 26.9(2) 2_656 2_656 ? O4 Cd2 C8 87.1(3) . 2_656 ? O6 Cd2 C8 116.5(3) 6_556 . ? O6 Cd2 C8 114.4(3) 5_656 . ? O3 Cd2 C8 107.4(3) 2_656 . ? O3 Cd2 C8 27.6(2) . . ? O4 Cd2 C8 87.1(3) 2_656 . ? O4 Cd2 C8 26.9(2) . . ? C8 Cd2 C8 98.2(4) 2_656 . ? C12 N1 C13 102.5(8) . . ? C12 N1 Cd1 126.0(7) . . ? C13 N1 Cd1 131.5(7) . . ? C13 N2 N3 102.9(8) . . ? C12 N3 N2 110.2(8) . . ? C12 N3 C16 126.7(8) . . ? N2 N3 C16 122.5(8) . . ? C15 N4 N5 109.4(9) . . ? C15 N4 C17 128.8(9) . . ? N5 N4 C17 121.8(8) . . ? C14 N5 N4 102.5(8) . . ? C15 N6 C14 102.5(9) . . ? C15 N6 Cd1 126.6(7) . 7_456 ? C14 N6 Cd1 130.3(8) . 7_456 ? C7 O1 Cd1 88.4(11) . . ? C7 O2 Cd1 96.8(7) . . ? C8 O3 Cd2 93.9(5) . . ? C8 O4 Cd2 89.9(6) . . ? C3 O5 C9 118.1(9) . . ? C11 O6 Cd2 108.9(6) . 5_656 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.700 _refine_diff_density_min -1.302 _refine_diff_density_rms 0.150 _database_code_depnum_ccdc_archive 'CCDC 936388'