# 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H56 N12 O20 Zn2' _chemical_formula_weight 1131.69 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 _symmetry_space_group_name_Hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.122(2) _cell_length_b 11.522(3) _cell_length_c 12.223(3) _cell_angle_alpha 67.343(4) _cell_angle_beta 88.969(5) _cell_angle_gamma 71.665(4) _cell_volume 1240.0(5) _cell_formula_units_Z 1 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 1991 _cell_measurement_theta_min 2.4067 _cell_measurement_theta_max 25.8795 _exptl_crystal_description lamellar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 588 _exptl_absorpt_coefficient_mu 1.055 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8089 _exptl_absorpt_correction_T_max 0.9204 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6131 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0810 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4291 _reflns_number_gt 2843 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0815P)^2^+3.8121P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4291 _refine_ls_number_parameters 363 _refine_ls_number_restraints 84 _refine_ls_R_factor_all 0.1178 _refine_ls_R_factor_gt 0.0838 _refine_ls_wR_factor_ref 0.2129 _refine_ls_wR_factor_gt 0.1985 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.087 _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 0.52070(8) 0.26955(7) 0.69063(11) 0.0563(4) Uani 1 1 d . . . C1 C 0.0865(6) 0.4186(6) 0.6552(6) 0.0328(16) Uani 1 1 d . . . C2 C 0.0405(6) 0.5516(6) 0.6394(6) 0.0346(17) Uani 1 1 d . . . H2 H 0.1040 0.5975 0.6275 0.041 Uiso 1 1 calc R . . C3 C -0.1006(6) 0.6165(6) 0.6414(6) 0.0335(16) Uani 1 1 d . . . C4 C -0.1957(6) 0.5491(6) 0.6552(6) 0.0355(17) Uani 1 1 d . . . H4 H -0.2906 0.5937 0.6523 0.043 Uiso 1 1 calc R . . C5 C -0.1504(6) 0.4155(6) 0.6732(7) 0.0358(17) Uani 1 1 d . . . C6 C -0.0092(6) 0.3515(6) 0.6705(6) 0.0378(17) Uani 1 1 d . . . H6 H 0.0212 0.2631 0.6791 0.045 Uiso 1 1 calc R . . C7 C 0.2400(6) 0.3437(6) 0.6590(7) 0.0382(18) Uani 1 1 d . . . C8 C -0.1506(7) 0.7571(6) 0.6318(7) 0.0431(19) Uani 1 1 d . . . C9 C -0.2482(7) 0.3381(6) 0.6935(7) 0.0440(19) Uani 1 1 d . . . C10 C 0.6875(8) -0.0006(8) 0.8785(9) 0.064(2) Uani 1 1 d . . . H10 H 0.7681 0.0222 0.8770 0.077 Uiso 1 1 calc R . . C11 C 0.4842(8) 0.0026(7) 0.8466(8) 0.059(2) Uani 1 1 d . . . H11 H 0.3907 0.0328 0.8155 0.071 Uiso 1 1 calc R . . C12 C 0.7906(9) -0.2420(8) 1.0208(8) 0.070(3) Uani 1 1 d . . . H12A H 0.7505 -0.2942 1.0865 0.084 Uiso 1 1 calc R . . H12B H 0.8604 -0.2194 1.0541 0.084 Uiso 1 1 calc R . . C13 C 0.8595(9) -0.3236(8) 0.9523(8) 0.063(2) Uani 1 1 d . . . H13A H 0.9072 -0.2745 0.8914 0.076 Uiso 1 1 calc R . . H13B H 0.7884 -0.3387 0.9125 0.076 Uiso 1 1 calc R . . C14 C 0.9653(9) -0.4583(8) 1.0339(8) 0.072(3) Uani 1 1 d . . . H14A H 1.0366 -0.4430 1.0733 0.087 Uiso 1 1 calc R . . H14B H 0.9176 -0.5069 1.0951 0.087 Uiso 1 1 calc R . . C15 C 0.6062(7) 0.3249(7) 0.4463(9) 0.052(2) Uani 1 1 d . . . H15 H 0.6113 0.4067 0.4391 0.062 Uiso 1 1 calc R . . C16 C 0.5776(8) 0.1403(8) 0.5087(10) 0.061(3) Uani 1 1 d . B . H16 H 0.5571 0.0650 0.5579 0.073 Uiso 1 1 calc R . . C17 C 0.6778(9) 0.3343(8) 0.2496(9) 0.069(3) Uani 1 1 d . . . H17A H 0.7494 0.2678 0.2312 0.083 Uiso 1 1 calc R A 1 H17B H 0.7125 0.4057 0.2433 0.083 Uiso 1 1 calc R A 1 C18 C 0.541(2) 0.3880(17) 0.1662(19) 0.054(5) Uani 0.60(3) 1 d PU B 1 H18A H 0.5184 0.3144 0.1611 0.065 Uiso 0.60(3) 1 calc PR B 1 H18B H 0.4650 0.4367 0.1976 0.065 Uiso 0.60(3) 1 calc PR B 1 C19 C 0.558(2) 0.473(2) 0.0521(19) 0.079(6) Uani 0.60(3) 1 d PU . 1 H19A H 0.6443 0.4257 0.0292 0.095 Uiso 0.60(3) 1 calc PR B 1 H19B H 0.5728 0.5491 0.0594 0.095 Uiso 0.60(3) 1 calc PR B 1 C18' C 0.594(4) 0.386(3) 0.118(3) 0.063(6) Uani 0.40(3) 1 d PU B 2 H18C H 0.5777 0.3076 0.1178 0.076 Uiso 0.40(3) 1 calc PR B 2 H18D H 0.5031 0.4451 0.1214 0.076 Uiso 0.40(3) 1 calc PR B 2 C19' C 0.621(4) 0.446(4) 0.007(4) 0.101(10) Uani 0.40(3) 1 d PU B 2 N1 N 0.5669(5) 0.0817(6) 0.8155(6) 0.0509(17) Uani 1 1 d . . . N2 N 0.5489(7) -0.1199(6) 0.9245(7) 0.070(2) Uani 1 1 d . . . N3 N 0.6802(7) -0.1193(6) 0.9441(6) 0.0593(19) Uani 1 1 d . . . N4 N 0.5658(5) 0.2450(5) 0.5392(6) 0.0506(18) Uani 1 1 d . . . N5 N 0.6201(7) 0.1552(6) 0.4049(8) 0.064(2) Uani 1 1 d . . . N6 N 0.6384(6) 0.2765(6) 0.3656(7) 0.054(2) Uani 1 1 d . B . O1 O -0.0473(5) 0.8041(5) 0.6285(6) 0.0629(17) Uani 1 1 d . . . H1 H -0.0763 0.8749 0.6367 0.094 Uiso 1 1 calc R . . O2 O -0.2734(5) 0.8194(5) 0.6274(6) 0.0599(16) Uani 1 1 d . . . O3 O -0.3786(4) 0.3985(4) 0.6748(5) 0.0486(14) Uani 1 1 d . . . O4 O -0.1978(5) 0.2132(5) 0.7293(6) 0.0667(19) Uani 1 1 d . . . O5 O 0.2757(4) 0.2346(4) 0.6524(5) 0.0517(15) Uani 1 1 d . . . O6 O 0.3291(4) 0.3958(4) 0.6759(5) 0.0452(13) Uani 1 1 d . . . O1W O 0.1852(6) 0.0302(6) 0.6714(6) 0.078(2) Uani 1 1 d . . . H1WC H 0.2156 0.0931 0.6650 0.094 Uiso 1 1 d R . . H1WD H 0.2447 -0.0239 0.6485 0.094 Uiso 1 1 d R . . O2W O 0.9112(6) 0.0464(6) 0.6072(7) 0.095(3) Uani 1 1 d . . . H2WC H 0.8659 0.0968 0.6407 0.114 Uiso 1 1 d R . . H2WD H 0.9979 0.0339 0.6201 0.114 Uiso 1 1 d R . . O3W O 0.209(2) 0.873(2) 0.924(2) 0.163(7) Uani 0.50 1 d PU C 1 O5W O 0.078(3) 1.012(3) 0.881(2) 0.187(8) Uani 0.50 1 d PU D 2 O6W O 0.003(3) 1.080(3) 0.946(2) 0.181(8) Uani 0.50 1 d PU E 3 O4W O 0.440(3) 0.724(2) 0.097(2) 0.174(9) Uani 0.50 1 d P F 4 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 0.0160(4) 0.0216(4) 0.1216(9) -0.0195(4) 0.0031(4) -0.0050(3) C1 0.012(3) 0.025(3) 0.057(5) -0.013(3) -0.004(3) -0.005(2) C2 0.014(3) 0.026(3) 0.059(5) -0.011(3) -0.009(3) -0.009(2) C3 0.016(3) 0.026(3) 0.051(5) -0.011(3) -0.008(3) -0.002(2) C4 0.012(3) 0.033(3) 0.063(5) -0.022(3) -0.003(3) -0.006(2) C5 0.012(3) 0.030(3) 0.061(5) -0.014(3) -0.005(3) -0.007(2) C6 0.022(3) 0.023(3) 0.063(5) -0.013(3) -0.006(3) -0.006(3) C7 0.011(3) 0.029(3) 0.065(5) -0.011(3) -0.008(3) -0.003(2) C8 0.026(4) 0.028(3) 0.071(6) -0.016(3) -0.003(3) -0.008(3) C9 0.026(4) 0.033(4) 0.073(6) -0.020(4) 0.005(3) -0.012(3) C10 0.041(5) 0.047(5) 0.097(7) -0.020(5) 0.001(4) -0.016(4) C11 0.035(4) 0.043(4) 0.086(7) -0.013(4) 0.001(4) -0.014(3) C12 0.061(5) 0.048(5) 0.075(7) -0.016(5) -0.011(5) 0.005(4) C13 0.052(5) 0.048(5) 0.064(6) -0.014(4) -0.018(4) 0.008(4) C14 0.061(6) 0.054(5) 0.063(6) -0.008(4) -0.012(5) 0.013(4) C15 0.022(3) 0.031(4) 0.100(7) -0.025(4) -0.012(4) -0.006(3) C16 0.035(4) 0.043(4) 0.114(9) -0.032(5) 0.008(5) -0.022(4) C17 0.063(6) 0.049(5) 0.092(8) -0.023(5) -0.027(5) -0.019(4) C18 0.050(8) 0.060(7) 0.053(10) -0.006(7) -0.007(7) -0.038(6) C19 0.074(10) 0.073(9) 0.072(10) 0.001(7) -0.030(8) -0.038(8) C18' 0.069(11) 0.056(9) 0.060(12) -0.016(9) -0.012(9) -0.024(9) C19' 0.089(16) 0.108(15) 0.085(16) -0.021(12) -0.007(13) -0.026(13) N1 0.021(3) 0.038(3) 0.086(5) -0.019(3) -0.004(3) -0.007(3) N2 0.047(4) 0.040(4) 0.098(6) -0.006(4) -0.007(4) -0.009(3) N3 0.042(4) 0.044(4) 0.071(5) -0.011(3) -0.006(3) -0.001(3) N4 0.023(3) 0.023(3) 0.100(6) -0.015(3) 0.001(3) -0.011(2) N5 0.046(4) 0.035(3) 0.116(7) -0.031(4) -0.002(4) -0.018(3) N6 0.030(3) 0.033(3) 0.092(6) -0.017(4) -0.022(3) -0.009(3) O1 0.031(3) 0.036(3) 0.130(5) -0.039(3) 0.005(3) -0.014(2) O2 0.027(3) 0.034(3) 0.118(5) -0.036(3) -0.007(3) -0.001(2) O3 0.012(2) 0.033(2) 0.101(4) -0.029(3) 0.000(2) -0.0052(19) O4 0.023(2) 0.029(3) 0.139(6) -0.023(3) 0.006(3) -0.010(2) O5 0.021(2) 0.028(2) 0.106(5) -0.027(3) -0.006(2) -0.0057(19) O6 0.015(2) 0.031(2) 0.092(4) -0.026(2) -0.004(2) -0.0096(18) O1W 0.057(4) 0.061(4) 0.145(6) -0.062(4) 0.016(4) -0.032(3) O2W 0.049(3) 0.061(4) 0.208(9) -0.080(5) 0.032(4) -0.030(3) O3W 0.153(13) 0.165(13) 0.161(13) -0.073(11) 0.018(11) -0.028(10) O5W 0.161(12) 0.197(13) 0.180(13) -0.069(11) 0.000(10) -0.038(11) O6W 0.144(13) 0.200(15) 0.181(14) -0.064(11) -0.013(11) -0.046(12) O4W 0.23(3) 0.117(16) 0.18(2) -0.065(15) 0.022(18) -0.058(17) _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 O6 1.986(4) . ? Zn1 N4 2.001(7) . ? Zn1 O3 2.001(4) 1_655 ? Zn1 N1 2.019(6) . ? C1 C6 1.387(8) . ? C1 C2 1.389(8) . ? C1 C7 1.513(8) . ? C2 C3 1.393(8) . ? C2 H2 0.9300 . ? C3 C4 1.387(8) . ? C3 C8 1.494(8) . ? C4 C5 1.388(8) . ? C4 H4 0.9300 . ? C5 C6 1.393(9) . ? C5 C9 1.488(8) . ? C6 H6 0.9300 . ? C7 O5 1.228(7) . ? C7 O6 1.289(7) . ? C8 O2 1.214(8) . ? C8 O1 1.314(7) . ? C9 O4 1.258(8) . ? C9 O3 1.260(7) . ? C10 N1 1.313(9) . ? C10 N3 1.318(10) . ? C10 H10 0.9300 . ? C11 N2 1.317(10) . ? C11 N1 1.370(9) . ? C11 H11 0.9300 . ? C12 N3 1.466(9) . ? C12 C13 1.498(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.534(10) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C14 1.507(17) 2_747 ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N6 1.299(10) . ? C15 N4 1.311(10) . ? C15 H15 0.9300 . ? C16 N5 1.298(11) . ? C16 N4 1.365(10) . ? C16 H16 0.9300 . ? C17 N6 1.425(12) . ? C17 C18 1.535(16) . ? C17 C18' 1.63(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.41(2) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C19 1.55(3) 2_665 ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C18' C19' 1.32(4) . ? C18' H18C 0.9700 . ? C18' H18D 0.9700 . ? N2 N3 1.357(9) . ? N5 N6 1.365(8) . ? O1 H1 0.8200 . ? O3 Zn1 2.001(4) 1_455 ? O1W H1WC 0.8500 . ? O1W H1WD 0.8500 . ? O2W H2WC 0.8500 . ? O2W H2WD 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 O6 Zn1 N4 112.7(2) . . ? O6 Zn1 O3 96.19(16) . 1_655 ? N4 Zn1 O3 97.8(2) . 1_655 ? O6 Zn1 N1 117.4(2) . . ? N4 Zn1 N1 104.0(2) . . ? O3 Zn1 N1 127.3(2) 1_655 . ? C6 C1 C2 119.7(5) . . ? C6 C1 C7 118.9(5) . . ? C2 C1 C7 121.4(5) . . ? C1 C2 C3 120.2(5) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C4 C3 C2 119.7(5) . . ? C4 C3 C8 119.4(5) . . ? C2 C3 C8 120.9(5) . . ? C3 C4 C5 120.5(5) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 119.4(5) . . ? C4 C5 C9 122.1(5) . . ? C6 C5 C9 118.5(5) . . ? C1 C6 C5 120.5(6) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? O5 C7 O6 122.6(5) . . ? O5 C7 C1 120.1(5) . . ? O6 C7 C1 117.1(5) . . ? O2 C8 O1 124.7(6) . . ? O2 C8 C3 122.9(6) . . ? O1 C8 C3 112.4(5) . . ? O4 C9 O3 121.7(6) . . ? O4 C9 C5 118.7(6) . . ? O3 C9 C5 119.6(6) . . ? N1 C10 N3 111.7(7) . . ? N1 C10 H10 124.2 . . ? N3 C10 H10 124.2 . . ? N2 C11 N1 114.0(7) . . ? N2 C11 H11 123.0 . . ? N1 C11 H11 123.0 . . ? N3 C12 C13 111.2(7) . . ? N3 C12 H12A 109.4 . . ? C13 C12 H12A 109.4 . . ? N3 C12 H12B 109.4 . . ? C13 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 C13 C14 111.7(7) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C14 C14 C13 112.2(9) 2_747 . ? C14 C14 H14A 109.2 2_747 . ? C13 C14 H14A 109.2 . . ? C14 C14 H14B 109.2 2_747 . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? N6 C15 N4 112.2(7) . . ? N6 C15 H15 123.9 . . ? N4 C15 H15 123.9 . . ? N5 C16 N4 114.0(8) . . ? N5 C16 H16 123.0 . . ? N4 C16 H16 123.0 . . ? N6 C17 C18 103.8(11) . . ? N6 C17 C18' 130.7(16) . . ? C18 C17 C18' 28.8(11) . . ? N6 C17 H17A 111.0 . . ? C18 C17 H17A 111.0 . . ? C18' C17 H17A 88.6 . . ? N6 C17 H17B 111.0 . . ? C18 C17 H17B 111.0 . . ? C18' C17 H17B 103.6 . . ? H17A C17 H17B 109.0 . . ? C19 C18 C17 109.2(13) . . ? C19 C18 H18A 109.8 . . ? C17 C18 H18A 109.8 . . ? C19 C18 H18B 109.8 . . ? C17 C18 H18B 109.8 . . ? H18A C18 H18B 108.3 . . ? C18 C19 C19 119(2) . 2_665 ? C18 C19 H19A 107.5 . . ? C19 C19 H19A 107.5 2_665 . ? C18 C19 H19B 107.5 . . ? C19 C19 H19B 107.5 2_665 . ? H19A C19 H19B 107.0 . . ? C19' C18' C17 134(3) . . ? C19' C18' H18C 103.7 . . ? C17 C18' H18C 103.7 . . ? C19' C18' H18D 103.7 . . ? C17 C18' H18D 103.7 . . ? H18C C18' H18D 105.3 . . ? C10 N1 C11 102.1(6) . . ? C10 N1 Zn1 129.0(5) . . ? C11 N1 Zn1 128.6(5) . . ? C11 N2 N3 102.9(6) . . ? C10 N3 N2 109.3(6) . . ? C10 N3 C12 129.9(7) . . ? N2 N3 C12 120.6(7) . . ? C15 N4 C16 101.9(8) . . ? C15 N4 Zn1 126.7(5) . . ? C16 N4 Zn1 131.1(6) . . ? C16 N5 N6 103.2(7) . . ? C15 N6 N5 108.7(8) . . ? C15 N6 C17 130.1(7) . . ? N5 N6 C17 121.1(8) . . ? C8 O1 H1 109.5 . . ? C9 O3 Zn1 109.5(4) . 1_455 ? C7 O6 Zn1 108.3(4) . . ? H1WC O1W H1WD 108.4 . . ? H2WC O2W H2WD 108.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.3(11) . . . . ? C7 C1 C2 C3 -177.3(7) . . . . ? C1 C2 C3 C4 -2.1(11) . . . . ? C1 C2 C3 C8 176.4(7) . . . . ? C2 C3 C4 C5 3.3(11) . . . . ? C8 C3 C4 C5 -175.2(7) . . . . ? C3 C4 C5 C6 -3.6(11) . . . . ? C3 C4 C5 C9 177.4(7) . . . . ? C2 C1 C6 C5 -1.6(11) . . . . ? C7 C1 C6 C5 177.0(7) . . . . ? C4 C5 C6 C1 2.8(11) . . . . ? C9 C5 C6 C1 -178.2(7) . . . . ? C6 C1 C7 O5 13.9(11) . . . . ? C2 C1 C7 O5 -167.5(7) . . . . ? C6 C1 C7 O6 -162.3(7) . . . . ? C2 C1 C7 O6 16.3(11) . . . . ? C4 C3 C8 O2 -5.1(12) . . . . ? C2 C3 C8 O2 176.4(8) . . . . ? C4 C3 C8 O1 175.0(7) . . . . ? C2 C3 C8 O1 -3.5(10) . . . . ? C4 C5 C9 O4 -167.9(8) . . . . ? C6 C5 C9 O4 13.1(11) . . . . ? C4 C5 C9 O3 12.0(12) . . . . ? C6 C5 C9 O3 -167.1(7) . . . . ? N3 C12 C13 C14 -174.5(8) . . . . ? C12 C13 C14 C14 179.6(10) . . . 2_747 ? N6 C17 C18 C19 167.1(14) . . . . ? C18' C17 C18 C19 -32(3) . . . . ? C17 C18 C19 C19 173(3) . . . 2_665 ? N6 C17 C18' C19' 176(3) . . . . ? C18 C17 C18' C19' 151(6) . . . . ? N3 C10 N1 C11 -0.8(10) . . . . ? N3 C10 N1 Zn1 -174.6(6) . . . . ? N2 C11 N1 C10 0.6(11) . . . . ? N2 C11 N1 Zn1 174.4(6) . . . . ? O6 Zn1 N1 C10 -148.0(7) . . . . ? N4 Zn1 N1 C10 86.8(8) . . . . ? O3 Zn1 N1 C10 -24.7(9) 1_655 . . . ? O6 Zn1 N1 C11 39.9(8) . . . . ? N4 Zn1 N1 C11 -85.4(7) . . . . ? O3 Zn1 N1 C11 163.1(6) 1_655 . . . ? N1 C11 N2 N3 -0.2(10) . . . . ? N1 C10 N3 N2 0.8(11) . . . . ? N1 C10 N3 C12 175.6(8) . . . . ? C11 N2 N3 C10 -0.4(10) . . . . ? C11 N2 N3 C12 -175.7(8) . . . . ? C13 C12 N3 C10 -89.5(12) . . . . ? C13 C12 N3 N2 84.7(10) . . . . ? N6 C15 N4 C16 0.7(7) . . . . ? N6 C15 N4 Zn1 174.8(4) . . . . ? N5 C16 N4 C15 -0.8(8) . . . . ? N5 C16 N4 Zn1 -174.5(5) . . . . ? O6 Zn1 N4 C15 80.6(6) . . . . ? O3 Zn1 N4 C15 -19.5(6) 1_655 . . . ? N1 Zn1 N4 C15 -151.2(5) . . . . ? O6 Zn1 N4 C16 -107.1(6) . . . . ? O3 Zn1 N4 C16 152.8(6) 1_655 . . . ? N1 Zn1 N4 C16 21.1(6) . . . . ? N4 C16 N5 N6 0.6(9) . . . . ? N4 C15 N6 N5 -0.4(8) . . . . ? N4 C15 N6 C17 175.4(7) . . . . ? C16 N5 N6 C15 -0.1(8) . . . . ? C16 N5 N6 C17 -176.4(6) . . . . ? C18 C17 N6 C15 -98.2(11) . . . . ? C18' C17 N6 C15 -110.3(18) . . . . ? C18 C17 N6 N5 77.2(11) . . . . ? C18' C17 N6 N5 65.1(19) . . . . ? O4 C9 O3 Zn1 -7.1(10) . . . 1_455 ? C5 C9 O3 Zn1 173.0(6) . . . 1_455 ? O5 C7 O6 Zn1 -0.9(9) . . . . ? C1 C7 O6 Zn1 175.2(5) . . . . ? N4 Zn1 O6 C7 65.8(5) . . . . ? O3 Zn1 O6 C7 167.0(5) 1_655 . . . ? N1 Zn1 O6 C7 -55.0(6) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.159 _refine_diff_density_min -0.760 _refine_diff_density_rms 0.096 _database_code_depnum_ccdc_archive 'CCDC 917368' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H34 N12 O16 Zn3' _chemical_formula_weight 1038.82 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 C2/c _symmetry_space_group_name_hall -C2yc 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 10.1946(17) _cell_length_b 17.174(3) _cell_length_c 22.850(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.227(4) _cell_angle_gamma 90.00 _cell_volume 4000.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3352 _cell_measurement_theta_min 2.3232 _cell_measurement_theta_max 25.8751 _exptl_crystal_description lamellar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 1.872 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7293 _exptl_absorpt_correction_T_max 0.8647 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12009 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.12 _reflns_number_total 3959 _reflns_number_gt 3256 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0532P)^2^+30.1432P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3959 _refine_ls_number_parameters 300 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.0693 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1411 _refine_ls_wR_factor_gt 0.1343 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.012 _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 -0.05602(5) -0.12271(3) 0.01318(3) 0.03621(18) Uani 1 1 d . . . Zn2 Zn 0.5000 0.17576(5) 0.2500 0.0498(3) Uani 1 2 d S . . O1 O 0.5450(3) 0.1206(2) 0.17594(16) 0.0472(9) Uani 1 1 d . . . O1W O -0.0575(3) -0.2271(2) 0.05076(16) 0.0449(9) Uani 1 1 d . . . H1 H -0.0992 -0.2638 0.0342 0.067 Uiso 1 1 d R . . H2 H 0.0131 -0.2455 0.0649 0.067 Uiso 1 1 d R . . O2 O 0.3419(4) 0.0876(3) 0.1955(2) 0.0806(16) Uani 1 1 d . . . O3 O 0.0936(3) -0.0687(2) 0.04989(17) 0.0457(9) Uani 1 1 d . . . O4 O 0.2029(3) -0.1521(2) -0.00550(17) 0.0485(9) Uani 1 1 d . . . O5 O 0.6933(3) -0.1589(2) 0.00218(18) 0.0488(10) Uani 1 1 d . . . O6 O 0.7968(3) -0.06444(19) 0.04844(15) 0.0368(8) Uani 1 1 d . . . N1 N -0.0437(4) -0.1281(3) -0.07457(19) 0.0420(10) Uani 1 1 d . . . N2 N 0.0336(5) -0.1105(3) -0.1622(2) 0.0536(12) Uani 1 1 d . . . N3 N -0.0362(7) -0.1776(4) -0.1645(3) 0.0799(18) Uani 1 1 d . . . N4 N 0.3565(6) 0.2569(3) 0.2388(3) 0.0695(15) Uani 1 1 d . A . N5 N 0.2029(10) 0.3402(6) 0.2527(4) 0.130(3) Uani 1 1 d . . . N6 N 0.2445(12) 0.3532(6) 0.1951(5) 0.161(4) Uani 1 1 d . A . C1 C 0.4405(5) 0.0813(3) 0.1656(2) 0.0434(12) Uani 1 1 d . . . C2 C 0.2003(4) -0.0989(3) 0.0304(2) 0.0363(11) Uani 1 1 d . . . C3 C 0.6917(4) -0.0998(3) 0.0333(2) 0.0335(10) Uani 1 1 d . . . C4 C 0.4444(4) 0.0230(3) 0.1166(2) 0.0363(11) Uani 1 1 d . . . C5 C 0.3272(4) -0.0067(3) 0.0950(2) 0.0369(11) Uani 1 1 d . . . H5 H 0.2481 0.0137 0.1081 0.044 Uiso 1 1 calc R . . C6 C 0.3263(4) -0.0662(3) 0.0543(2) 0.0323(10) Uani 1 1 d . . . C7 C 0.4461(4) -0.0970(3) 0.0358(2) 0.0329(10) Uani 1 1 d . . . H7 H 0.4464 -0.1384 0.0097 0.039 Uiso 1 1 calc R . . C8 C 0.5646(4) -0.0670(3) 0.0557(2) 0.0310(10) Uani 1 1 d . . . C9 C 0.5634(4) -0.0061(3) 0.0955(2) 0.0333(10) Uani 1 1 d . . . H9 H 0.6421 0.0156 0.1082 0.040 Uiso 1 1 calc R . . C10 C 0.0280(5) -0.0825(3) -0.1087(2) 0.0454(13) Uani 1 1 d . . . H10 H 0.0689 -0.0369 -0.0964 0.054 Uiso 1 1 calc R . . C11 C -0.0803(8) -0.1851(4) -0.1114(3) 0.0705(19) Uani 1 1 d . . . H11 H -0.1328 -0.2266 -0.0999 0.085 Uiso 1 1 calc R . . C12 C 0.0958(7) -0.0758(5) -0.2136(3) 0.082(2) Uani 1 1 d . . . H12A H 0.1341 -0.1168 -0.2372 0.098 Uiso 1 1 calc R . . H12B H 0.1660 -0.0416 -0.2009 0.098 Uiso 1 1 calc R . . C13 C 0.0000 -0.0306(7) -0.2500 0.092(4) Uani 1 2 d S . . H13A H -0.0497 0.0029 -0.2240 0.110 Uiso 0.50 1 d PR . . H13B H 0.0497 0.0029 -0.2760 0.110 Uiso 0.50 1 d PR . . C14 C 0.2713(10) 0.2821(7) 0.2753(4) 0.113(3) Uani 1 1 d . A . C15 C 0.3376(13) 0.3006(7) 0.1900(5) 0.142(5) Uani 1 1 d . . . C16 C 0.068(2) 0.3706(11) 0.2861(9) 0.122(4) Uani 0.60 1 d PU A 1 C17 C 0.0000 0.313(7) 0.2500 0.126(5) Uani 0.14 2 d SPU . 1 C16' C 0.143(3) 0.4195(18) 0.2616(13) 0.121(5) Uani 0.40 1 d PU A 2 C17' C 0.0000 0.4125(13) 0.2500 0.134(5) Uani 0.86 2 d SPU . 2 O2W O 0.6664(4) 0.2187(2) 0.09592(17) 0.0545(10) Uani 1 1 d . . . H3 H 0.7056 0.1944 0.0687 0.082 Uiso 1 1 d R . . H4 H 0.6315 0.1857 0.1188 0.082 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0207(3) 0.0448(3) 0.0431(3) -0.0116(3) -0.0001(2) 0.0011(2) Zn2 0.0702(6) 0.0400(5) 0.0393(5) 0.000 0.0096(4) 0.000 O1 0.045(2) 0.050(2) 0.046(2) -0.0125(17) 0.0002(16) -0.0063(17) O1W 0.0301(17) 0.044(2) 0.061(2) -0.0063(17) -0.0086(16) 0.0009(15) O2 0.056(3) 0.100(4) 0.087(3) -0.049(3) 0.030(2) -0.013(2) O3 0.0138(14) 0.059(2) 0.065(2) -0.0199(19) 0.0001(14) 0.0016(14) O4 0.0232(16) 0.060(2) 0.062(2) -0.022(2) -0.0035(16) -0.0001(15) O5 0.0226(16) 0.044(2) 0.080(3) -0.024(2) 0.0036(16) -0.0003(14) O6 0.0152(13) 0.0417(18) 0.053(2) -0.0108(16) 0.0017(13) -0.0013(13) N1 0.035(2) 0.049(3) 0.042(2) -0.009(2) -0.0057(18) 0.0029(19) N2 0.048(3) 0.072(3) 0.040(3) -0.010(2) -0.001(2) 0.000(2) N3 0.118(5) 0.069(4) 0.052(4) -0.016(3) -0.001(3) -0.021(4) N4 0.095(4) 0.053(3) 0.061(3) 0.007(3) 0.016(3) 0.021(3) N5 0.167(9) 0.122(7) 0.100(6) -0.032(6) -0.027(6) 0.074(7) N6 0.205(12) 0.126(8) 0.152(10) 0.029(7) -0.030(8) 0.081(8) C1 0.040(3) 0.046(3) 0.043(3) -0.008(2) 0.004(2) 0.005(2) C2 0.019(2) 0.044(3) 0.046(3) 0.000(2) 0.0006(19) -0.0009(18) C3 0.0168(19) 0.040(3) 0.044(3) -0.001(2) 0.0028(18) 0.0010(17) C4 0.029(2) 0.037(3) 0.043(3) -0.005(2) 0.002(2) 0.0011(19) C5 0.0162(19) 0.050(3) 0.045(3) -0.005(2) 0.0077(19) 0.0040(19) C6 0.0190(19) 0.038(2) 0.040(3) -0.002(2) -0.0011(18) -0.0023(17) C7 0.022(2) 0.035(2) 0.041(3) -0.006(2) 0.0008(18) 0.0008(18) C8 0.0163(18) 0.037(2) 0.040(3) 0.002(2) -0.0001(17) -0.0004(17) C9 0.0196(19) 0.041(3) 0.040(3) -0.004(2) -0.0025(18) -0.0035(18) C10 0.035(3) 0.053(3) 0.048(3) -0.011(3) -0.002(2) -0.003(2) C11 0.100(5) 0.060(4) 0.052(4) -0.008(3) -0.003(4) -0.021(4) C12 0.070(4) 0.125(7) 0.050(4) -0.003(4) 0.005(3) -0.027(5) C13 0.140(11) 0.081(8) 0.053(6) 0.000 0.011(7) 0.000 C14 0.104(7) 0.146(9) 0.088(7) 0.020(6) -0.007(5) 0.051(7) C15 0.167(11) 0.141(10) 0.119(9) 0.045(8) 0.025(8) 0.059(9) C16 0.125(7) 0.118(7) 0.122(7) 0.000(5) -0.008(6) 0.017(5) C17 0.126(7) 0.123(7) 0.129(7) 0.000 -0.005(6) 0.000 C16' 0.119(7) 0.117(7) 0.126(7) -0.007(5) -0.004(6) 0.009(5) C17' 0.133(7) 0.131(7) 0.138(7) 0.000 -0.008(6) 0.000 O2W 0.052(2) 0.066(3) 0.046(2) -0.0016(19) 0.0039(18) 0.0055(19) _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 O3 1.970(3) . ? Zn1 O6 1.978(3) 1_455 ? Zn1 O1W 1.987(4) . ? Zn1 N1 2.012(4) . ? Zn2 O1 1.994(4) . ? Zn2 O1 1.994(4) 2_655 ? Zn2 N4 2.036(6) 2_655 ? Zn2 N4 2.036(6) . ? Zn2 C1 2.591(5) 2_655 ? O1 C1 1.283(6) . ? O1W H1 0.8492 . ? O1W H2 0.8490 . ? O2 C1 1.222(6) . ? O3 C2 1.286(5) . ? O4 C2 1.228(6) . ? O5 C3 1.239(6) . ? O6 C3 1.278(5) . ? O6 Zn1 1.978(3) 1_655 ? N1 C10 1.327(7) . ? N1 C11 1.343(7) . ? N2 C10 1.315(7) . ? N2 N3 1.356(7) . ? N2 C12 1.463(8) . ? N3 C11 1.302(8) . ? N4 C14 1.283(10) . ? N4 C15 1.355(11) . ? N5 C14 1.321(11) . ? N5 N6 1.402(13) . ? N5 C16' 1.51(3) . ? N5 C16 1.66(2) . ? N6 C15 1.316(13) . ? C1 C4 1.503(7) . ? C2 C6 1.503(6) . ? C3 C8 1.505(6) . ? C4 C5 1.388(6) . ? C4 C9 1.400(6) . ? C5 C6 1.379(7) . ? C5 H5 0.9300 . ? C6 C7 1.398(6) . ? C7 C8 1.388(6) . ? C7 H7 0.9300 . ? C8 C9 1.386(6) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.498(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C12 1.498(10) 2_554 ? C13 H13A 0.9712 . ? C13 H13B 0.9712 . ? C16 C17 1.46(8) . ? C17 C16 1.46(8) 2 ? C16' C17' 1.49(3) . ? C17' C16' 1.49(3) 2 ? O2W H3 0.8511 . ? O2W H4 0.8509 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O6 100.12(13) . 1_455 ? O3 Zn1 O1W 104.35(15) . . ? O6 Zn1 O1W 105.86(14) 1_455 . ? O3 Zn1 N1 113.26(16) . . ? O6 Zn1 N1 118.66(16) 1_455 . ? O1W Zn1 N1 112.94(17) . . ? O1 Zn2 O1 123.3(2) . 2_655 ? O1 Zn2 N4 105.34(19) . 2_655 ? O1 Zn2 N4 112.7(2) 2_655 2_655 ? O1 Zn2 N4 112.7(2) . . ? O1 Zn2 N4 105.34(19) 2_655 . ? N4 Zn2 N4 93.6(4) 2_655 . ? O1 Zn2 C1 106.27(17) . 2_655 ? O1 Zn2 C1 28.93(15) 2_655 2_655 ? N4 Zn2 C1 99.7(2) 2_655 2_655 ? N4 Zn2 C1 133.5(2) . 2_655 ? C1 O1 Zn2 102.3(3) . . ? Zn1 O1W H1 118.8 . . ? Zn1 O1W H2 119.6 . . ? H1 O1W H2 108.3 . . ? C2 O3 Zn1 108.5(3) . . ? C3 O6 Zn1 106.6(3) . 1_655 ? C10 N1 C11 102.3(5) . . ? C10 N1 Zn1 126.5(4) . . ? C11 N1 Zn1 129.8(4) . . ? C10 N2 N3 108.8(5) . . ? C10 N2 C12 128.2(6) . . ? N3 N2 C12 122.9(5) . . ? C11 N3 N2 103.3(5) . . ? C14 N4 C15 104.7(8) . . ? C14 N4 Zn2 129.6(6) . . ? C15 N4 Zn2 125.6(6) . . ? C14 N5 N6 109.0(8) . . ? C14 N5 C16' 147.5(14) . . ? N6 N5 C16' 96.1(14) . . ? C14 N5 C16 119.7(12) . . ? N6 N5 C16 129.4(10) . . ? C16' N5 C16 47.0(12) . . ? C15 N6 N5 101.2(8) . . ? O2 C1 O1 122.3(5) . . ? O2 C1 C4 120.0(5) . . ? O1 C1 C4 117.7(4) . . ? O4 C2 O3 123.5(4) . . ? O4 C2 C6 120.1(4) . . ? O3 C2 C6 116.5(4) . . ? O5 C3 O6 122.2(4) . . ? O5 C3 C8 121.0(4) . . ? O6 C3 C8 116.8(4) . . ? C5 C4 C9 119.5(4) . . ? C5 C4 C1 119.0(4) . . ? C9 C4 C1 121.3(4) . . ? C6 C5 C4 121.0(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 118.7(4) . . ? C5 C6 C2 121.7(4) . . ? C7 C6 C2 119.6(4) . . ? C8 C7 C6 121.4(4) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C9 C8 C7 119.0(4) . . ? C9 C8 C3 121.1(4) . . ? C7 C8 C3 120.0(4) . . ? C8 C9 C4 120.3(4) . . ? C8 C9 H9 119.9 . . ? C4 C9 H9 119.9 . . ? N2 C10 N1 110.9(5) . . ? N2 C10 H10 124.5 . . ? N1 C10 H10 124.5 . . ? N3 C11 N1 114.6(6) . . ? N3 C11 H11 122.7 . . ? N1 C11 H11 122.7 . . ? N2 C12 C13 111.9(5) . . ? N2 C12 H12A 109.2 . . ? C13 C12 H12A 109.2 . . ? N2 C12 H12B 109.2 . . ? C13 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? C12 C13 C12 117.5(10) 2_554 . ? C12 C13 H13A 107.9 2_554 . ? C12 C13 H13A 107.9 . . ? C12 C13 H13B 107.9 2_554 . ? C12 C13 H13B 107.9 . . ? H13A C13 H13B 107.4 . . ? N4 C14 N5 111.0(9) . . ? N6 C15 N4 114.1(10) . . ? C17 C16 N5 85.5(15) . . ? C16 C17 C16 95(7) . 2 ? C17' C16' N5 107(2) . . ? C16' C17' C16' 171(3) . 2 ? H3 O2W H4 108.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Zn2 O1 C1 60.3(3) 2_655 . . . ? N4 Zn2 O1 C1 -168.5(4) 2_655 . . . ? N4 Zn2 O1 C1 -67.8(4) . . . . ? C1 Zn2 O1 C1 86.3(4) 2_655 . . . ? O6 Zn1 O3 C2 -178.7(3) 1_455 . . . ? O1W Zn1 O3 C2 71.9(4) . . . . ? N1 Zn1 O3 C2 -51.3(4) . . . . ? O3 Zn1 N1 C10 -20.7(5) . . . . ? O6 Zn1 N1 C10 96.2(4) 1_455 . . . ? O1W Zn1 N1 C10 -139.1(4) . . . . ? O3 Zn1 N1 C11 143.8(5) . . . . ? O6 Zn1 N1 C11 -99.2(6) 1_455 . . . ? O1W Zn1 N1 C11 25.5(6) . . . . ? C10 N2 N3 C11 0.4(8) . . . . ? C12 N2 N3 C11 -176.3(6) . . . . ? O1 Zn2 N4 C14 151.6(9) . . . . ? O1 Zn2 N4 C14 14.6(9) 2_655 . . . ? N4 Zn2 N4 C14 -100.1(9) 2_655 . . . ? C1 Zn2 N4 C14 7.0(10) 2_655 . . . ? O1 Zn2 N4 C15 -33.4(10) . . . . ? O1 Zn2 N4 C15 -170.4(9) 2_655 . . . ? N4 Zn2 N4 C15 74.9(9) 2_655 . . . ? C1 Zn2 N4 C15 -178.1(9) 2_655 . . . ? C14 N5 N6 C15 -1.1(15) . . . . ? C16' N5 N6 C15 158.0(15) . . . . ? C16 N5 N6 C15 -165.2(14) . . . . ? Zn2 O1 C1 O2 5.1(7) . . . . ? Zn2 O1 C1 C4 -171.9(4) . . . . ? Zn1 O3 C2 O4 0.6(6) . . . . ? Zn1 O3 C2 C6 -178.9(3) . . . . ? Zn1 O6 C3 O5 -0.1(6) 1_655 . . . ? Zn1 O6 C3 C8 179.1(3) 1_655 . . . ? O2 C1 C4 C5 18.2(8) . . . . ? O1 C1 C4 C5 -164.7(5) . . . . ? O2 C1 C4 C9 -156.9(6) . . . . ? O1 C1 C4 C9 20.2(8) . . . . ? C9 C4 C5 C6 2.0(8) . . . . ? C1 C4 C5 C6 -173.2(5) . . . . ? C4 C5 C6 C7 1.0(7) . . . . ? C4 C5 C6 C2 -179.9(5) . . . . ? O4 C2 C6 C5 -179.6(5) . . . . ? O3 C2 C6 C5 -0.1(7) . . . . ? O4 C2 C6 C7 -0.5(7) . . . . ? O3 C2 C6 C7 179.0(4) . . . . ? C5 C6 C7 C8 -2.6(7) . . . . ? C2 C6 C7 C8 178.3(4) . . . . ? C6 C7 C8 C9 1.1(7) . . . . ? C6 C7 C8 C3 -178.0(4) . . . . ? O5 C3 C8 C9 173.0(5) . . . . ? O6 C3 C8 C9 -6.2(7) . . . . ? O5 C3 C8 C7 -8.0(7) . . . . ? O6 C3 C8 C7 172.9(4) . . . . ? C7 C8 C9 C4 1.9(7) . . . . ? C3 C8 C9 C4 -179.0(4) . . . . ? C5 C4 C9 C8 -3.5(7) . . . . ? C1 C4 C9 C8 171.6(5) . . . . ? N3 N2 C10 N1 -0.3(7) . . . . ? C12 N2 C10 N1 176.2(6) . . . . ? C11 N1 C10 N2 0.1(6) . . . . ? Zn1 N1 C10 N2 168.0(4) . . . . ? N2 N3 C11 N1 -0.3(9) . . . . ? C10 N1 C11 N3 0.2(8) . . . . ? Zn1 N1 C11 N3 -167.2(5) . . . . ? C10 N2 C12 C13 -95.2(8) . . . . ? N3 N2 C12 C13 80.8(9) . . . . ? N2 C12 C13 C12 -74.4(5) . . . 2_554 ? C15 N4 C14 N5 -1.7(13) . . . . ? Zn2 N4 C14 N5 174.1(7) . . . . ? N6 N5 C14 N4 1.8(15) . . . . ? C16' N5 C14 N4 -137(3) . . . . ? C16 N5 C14 N4 167.7(11) . . . . ? N5 N6 C15 N4 0.1(16) . . . . ? C14 N4 C15 N6 0.9(16) . . . . ? Zn2 N4 C15 N6 -175.0(9) . . . . ? C14 N5 C16 C17 -90(4) . . . . ? N6 N5 C16 C17 73(4) . . . . ? C16' N5 C16 C17 127(4) . . . . ? N5 C16 C17 C16 -110.9(12) . . . 2 ? C14 N5 C16' C17' -122(2) . . . . ? N6 N5 C16' C17' 96.9(18) . . . . ? C16 N5 C16' C17' -43.8(14) . . . . ? N5 C16' C17' C16' -167.6(17) . . . 2 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.12 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.872 _refine_diff_density_min -0.705 _refine_diff_density_rms 0.090 _database_code_depnum_ccdc_archive 'CCDC 917369' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H24 Cd N6 O8' _chemical_formula_weight 576.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.168(3) _cell_length_b 10.872(3) _cell_length_c 12.335(3) _cell_angle_alpha 96.229(4) _cell_angle_beta 111.668(4) _cell_angle_gamma 107.805(4) _cell_volume 1168.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2746 _cell_measurement_theta_min 2.4324 _cell_measurement_theta_max 26.0827 _exptl_crystal_description lamellar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.991 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7897 _exptl_absorpt_correction_T_max 0.9074 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6122 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4269 _reflns_number_gt 3830 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0591P)^2^+0.5273P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4269 _refine_ls_number_parameters 389 _refine_ls_number_restraints 72 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.1017 _refine_ls_wR_factor_gt 0.0972 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.18389(3) 0.33266(3) 0.60506(3) 0.02834(12) Uani 1 1 d . . . C1 C 0.3994(4) 0.2240(4) 0.6265(4) 0.0326(9) Uani 1 1 d . D . C2 C 0.5200(4) 0.1659(4) 0.6400(4) 0.0301(9) Uani 1 1 d . . . C3 C 0.4943(4) 0.0381(4) 0.6579(4) 0.0317(9) Uani 1 1 d . . . H3 H 0.4041 -0.0101 0.6620 0.038 Uiso 1 1 calc R . . C4 C 0.6037(4) -0.0176(4) 0.6697(4) 0.0326(9) Uani 1 1 d . . . C5 C 0.5725(5) -0.1567(4) 0.6836(5) 0.0465(12) Uani 1 1 d . . . C6 C 0.7370(4) 0.0542(4) 0.6621(4) 0.0311(9) Uani 1 1 d . . . H6 H 0.8093 0.0163 0.6688 0.037 Uiso 1 1 calc R . . C7 C 0.7640(4) 0.1818(4) 0.6447(4) 0.0273(8) Uani 1 1 d . . . C8 C 0.9115(4) 0.2553(4) 0.6371(4) 0.0293(8) Uani 1 1 d . . . C9 C 0.6552(4) 0.2377(4) 0.6331(4) 0.0279(8) Uani 1 1 d . . . H9 H 0.6723 0.3229 0.6208 0.033 Uiso 1 1 calc R . . C10 C -0.0323(5) 0.1065(5) 0.3498(4) 0.0442(11) Uani 1 1 d . . . H10 H -0.0130 0.0392 0.3857 0.053 Uiso 1 1 calc R D . C11 C -0.0354(9) 0.2870(6) 0.3181(5) 0.078(2) Uani 1 1 d . . . H11 H -0.0138 0.3783 0.3310 0.094 Uiso 1 1 calc R D . C12 C -0.2130(7) -0.0359(6) 0.1404(5) 0.0675(16) Uani 1 1 d . . . H12A H -0.3208 -0.0547 0.1161 0.081 Uiso 1 1 calc R A 1 H12B H -0.1910 -0.1090 0.1715 0.081 Uiso 1 1 calc R A 1 C13 C -0.1792(10) -0.0287(9) 0.0321(8) 0.063(2) Uani 0.70 1 d PU B 1 H13A H -0.2417 -0.1140 -0.0265 0.076 Uiso 0.70 1 calc PR B 1 H13B H -0.2135 0.0377 -0.0030 0.076 Uiso 0.70 1 calc PR B 1 C13' C -0.127(2) -0.0767(18) 0.0783(18) 0.053(4) Uani 0.30 1 d PU B 2 H13C H -0.0744 -0.1248 0.1283 0.064 Uiso 0.30 1 calc PR B 2 H13D H -0.2043 -0.1425 0.0047 0.064 Uiso 0.30 1 calc PR B 2 C14 C -0.0254(8) 0.0017(8) 0.0461(6) 0.091(2) Uani 1 1 d . . . H14A H 0.0319 0.0914 0.0980 0.109 Uiso 1 1 calc R B 1 H14B H 0.0112 -0.0567 0.0929 0.109 Uiso 1 1 calc R B 1 C15 C 0.2743(8) 0.5484(7) 0.8501(5) 0.0660(16) Uani 1 1 d . . . H15 H 0.2367 0.6004 0.8013 0.079 Uiso 1 1 calc R C 1 C16 C 0.3120(12) 0.3934(10) 0.9012(11) 0.055(3) Uani 0.50 1 d P D 1 H16 H 0.3204 0.3104 0.8967 0.066 Uiso 0.50 1 calc PR D 1 C17 C 0.2781(19) 0.6713(15) 1.0410(13) 0.057(4) Uani 0.50 1 d PU D 1 H17A H 0.3585 0.7018 1.1223 0.069 Uiso 0.50 1 calc PR D 1 H17B H 0.2790 0.7481 1.0074 0.069 Uiso 0.50 1 calc PR D 1 C18 C 0.1267(17) 0.6057(17) 1.0431(14) 0.066(4) Uani 0.50 1 d PU D 1 H18A H 0.1114 0.6691 1.0942 0.079 Uiso 0.50 1 calc PR D 1 H18B H 0.1296 0.5313 1.0795 0.079 Uiso 0.50 1 calc PR D 1 C19 C -0.0087(15) 0.5550(16) 0.9210(11) 0.078(4) Uani 0.50 1 d P D 1 N4 N 0.2988(15) 0.4540(12) 0.8117(11) 0.034(3) Uani 0.50 1 d P D 1 N5 N 0.3121(10) 0.4611(9) 0.9974(8) 0.058(2) Uani 0.50 1 d P D 1 N6 N 0.3046(11) 0.5722(10) 0.9655(8) 0.046(2) Uani 0.50 1 d P D 1 C16' C 0.4669(11) 0.5615(10) 0.8478(9) 0.049(2) Uani 0.50 1 d P D 2 H16' H 0.5427 0.5555 0.8249 0.058 Uiso 0.50 1 calc PR D 2 C17' C 0.3400(16) 0.7028(14) 1.0354(12) 0.054(3) Uani 0.50 1 d PU D 2 H17C H 0.3543 0.7913 1.0221 0.065 Uiso 0.50 1 calc PR D 2 H17D H 0.4199 0.7123 1.1130 0.065 Uiso 0.50 1 calc PR D 2 C18' C 0.1876(19) 0.6453(14) 1.0403(12) 0.051(3) Uani 0.50 1 d PU D 2 H18C H 0.1067 0.6342 0.9627 0.062 Uiso 0.50 1 calc PR D 2 H18D H 0.1823 0.7072 1.0999 0.062 Uiso 0.50 1 calc PR D 2 C19' C 0.1618(14) 0.5065(14) 1.0735(10) 0.065(3) Uani 0.50 1 d P D 2 N4' N 0.3199(14) 0.4863(13) 0.7821(12) 0.036(3) Uani 0.50 1 d P D 2 N5' N 0.4976(9) 0.6449(9) 0.9476(8) 0.054(2) Uani 0.50 1 d P D 2 N6' N 0.3577(11) 0.6246(10) 0.9432(9) 0.045(2) Uani 0.50 1 d P D 2 N1 N 0.0286(4) 0.2335(4) 0.4058(3) 0.0396(8) Uani 1 1 d . D . N2 N -0.1292(7) 0.2052(6) 0.2143(5) 0.0871(19) Uani 1 1 d . B . N3 N -0.1246(5) 0.0870(4) 0.2358(4) 0.0507(10) Uani 1 1 d . B . O1 O 0.2795(4) 0.1551(3) 0.6294(4) 0.0551(10) Uani 1 1 d . D . O2 O 0.4251(3) 0.3415(3) 0.6153(3) 0.0435(8) Uani 1 1 d . D . O5 O 0.9353(3) 0.3664(3) 0.6127(3) 0.0402(7) Uani 1 1 d . . . O4 O 0.6820(4) -0.1978(3) 0.6882(4) 0.0675(12) Uani 1 1 d . . . H4 H 0.6560 -0.2769 0.6886 0.101 Uiso 1 1 calc R D . O3 O 0.4576(4) -0.2231(4) 0.6904(5) 0.0780(14) Uani 1 1 d . . . O6 O 1.0059(3) 0.1996(3) 0.6565(3) 0.0424(8) Uani 1 1 d . . . O1W O 0.2391(4) 0.5325(4) 0.5444(4) 0.0804(15) Uani 1 1 d . D . H1WB H 0.1812 0.5640 0.4951 0.096 Uiso 1 1 d R . . H1WA H 0.3066 0.5999 0.6028 0.096 Uiso 1 1 d R . . O2W O 0.6521(7) 0.5613(6) 0.6433(6) 0.0578(16) Uani 0.60 1 d P E 1 O2W' O 0.6603(10) 0.5736(7) 0.7589(8) 0.050(2) Uani 0.40 1 d P F 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 Cd1 0.02067(16) 0.03014(18) 0.03628(19) 0.01056(12) 0.01401(13) 0.00907(12) C1 0.0246(19) 0.043(2) 0.034(2) 0.0090(19) 0.0155(17) 0.0133(18) C2 0.0215(18) 0.035(2) 0.034(2) 0.0060(17) 0.0126(17) 0.0108(16) C3 0.0218(18) 0.031(2) 0.041(2) 0.0065(18) 0.0162(18) 0.0058(16) C4 0.0264(19) 0.030(2) 0.041(2) 0.0066(18) 0.0160(18) 0.0074(16) C5 0.034(2) 0.031(2) 0.069(3) 0.009(2) 0.020(2) 0.0084(19) C6 0.0204(18) 0.030(2) 0.040(2) 0.0042(18) 0.0117(17) 0.0079(16) C7 0.0187(17) 0.031(2) 0.031(2) 0.0049(16) 0.0119(16) 0.0063(15) C8 0.0212(18) 0.033(2) 0.034(2) 0.0080(17) 0.0128(17) 0.0084(16) C9 0.0222(18) 0.027(2) 0.034(2) 0.0057(16) 0.0120(17) 0.0086(15) C10 0.043(3) 0.050(3) 0.040(3) 0.016(2) 0.021(2) 0.013(2) C11 0.121(6) 0.058(4) 0.045(3) 0.012(3) 0.010(4) 0.051(4) C12 0.061(3) 0.063(4) 0.051(3) -0.007(3) 0.018(3) 0.003(3) C13 0.064(5) 0.058(5) 0.045(4) -0.001(4) 0.013(4) 0.011(4) C13' 0.060(8) 0.044(7) 0.046(7) 0.007(6) 0.028(6) 0.001(6) C14 0.087(5) 0.092(5) 0.063(4) -0.020(4) 0.035(4) 0.002(4) C15 0.093(4) 0.089(5) 0.045(3) 0.026(3) 0.032(3) 0.063(4) C16 0.049(6) 0.041(6) 0.064(7) 0.014(5) 0.015(5) 0.014(5) C17 0.060(7) 0.062(6) 0.045(5) 0.004(4) 0.027(5) 0.013(6) C18 0.063(7) 0.075(7) 0.054(6) 0.012(5) 0.027(5) 0.018(6) C19 0.069(8) 0.131(12) 0.045(7) 0.027(7) 0.027(6) 0.046(8) N4 0.031(5) 0.036(6) 0.038(7) 0.010(4) 0.017(4) 0.011(5) N5 0.060(5) 0.055(6) 0.045(5) 0.019(4) 0.016(4) 0.010(4) N6 0.044(5) 0.047(6) 0.037(5) 0.006(4) 0.009(4) 0.015(4) C16' 0.043(5) 0.056(6) 0.045(6) 0.010(5) 0.022(5) 0.012(5) C17' 0.059(7) 0.056(6) 0.043(5) 0.000(4) 0.021(5) 0.020(5) C18' 0.058(7) 0.056(6) 0.040(5) 0.013(4) 0.022(5) 0.020(6) C19' 0.070(7) 0.097(9) 0.051(7) 0.030(6) 0.033(6) 0.047(7) N4' 0.022(4) 0.049(7) 0.037(7) 0.014(5) 0.019(4) 0.005(5) N5' 0.042(5) 0.063(6) 0.041(5) 0.009(4) 0.012(4) 0.007(4) N6' 0.046(6) 0.042(6) 0.040(6) 0.005(4) 0.017(4) 0.012(4) N1 0.042(2) 0.043(2) 0.037(2) 0.0104(17) 0.0163(17) 0.0209(17) N2 0.124(5) 0.076(4) 0.043(3) 0.007(3) 0.002(3) 0.058(4) N3 0.050(2) 0.059(3) 0.037(2) 0.0060(19) 0.0161(19) 0.016(2) O1 0.0349(17) 0.054(2) 0.100(3) 0.035(2) 0.0439(19) 0.0226(15) O2 0.0325(15) 0.0391(18) 0.070(2) 0.0197(16) 0.0265(16) 0.0193(13) O5 0.0263(14) 0.0355(17) 0.060(2) 0.0186(15) 0.0197(14) 0.0090(12) O4 0.050(2) 0.0340(19) 0.129(4) 0.025(2) 0.045(2) 0.0196(16) O3 0.048(2) 0.039(2) 0.157(4) 0.039(2) 0.056(3) 0.0106(17) O6 0.0278(14) 0.0483(18) 0.067(2) 0.0284(16) 0.0286(15) 0.0197(14) O1W 0.0403(19) 0.042(2) 0.132(4) 0.048(2) 0.006(2) 0.0097(16) O2W 0.060(4) 0.041(3) 0.085(5) 0.018(3) 0.042(4) 0.020(3) O2W' 0.059(5) 0.025(4) 0.061(6) 0.020(4) 0.020(4) 0.013(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 Cd1 N4' 2.244(14) . ? Cd1 O6 2.284(3) 1_455 ? Cd1 N1 2.284(4) . ? Cd1 O1W 2.348(3) . ? Cd1 O2 2.380(3) . ? Cd1 N4 2.394(13) . ? Cd1 O1 2.413(3) . ? Cd1 O5 2.696(3) 1_455 ? Cd1 C1 2.736(4) . ? Cd1 C8 2.827(4) 1_455 ? C1 O1 1.236(5) . ? C1 O2 1.257(5) . ? C1 C2 1.509(5) . ? C2 C3 1.391(6) . ? C2 C9 1.397(5) . ? C3 C4 1.392(5) . ? C3 H3 0.9300 . ? C4 C6 1.384(5) . ? C4 C5 1.489(6) . ? C5 O3 1.209(6) . ? C5 O4 1.306(6) . ? C6 C7 1.386(6) . ? C6 H6 0.9300 . ? C7 C9 1.389(5) . ? C7 C8 1.511(5) . ? C8 O5 1.250(5) . ? C8 O6 1.251(4) . ? C8 Cd1 2.827(4) 1_655 ? C9 H9 0.9300 . ? C10 N1 1.312(6) . ? C10 N3 1.319(6) . ? C10 H10 0.9300 . ? C11 N2 1.293(8) . ? C11 N1 1.334(6) . ? C11 H11 0.9300 . ? C12 N3 1.457(7) . ? C12 C13' 1.48(2) . ? C12 C13 1.502(11) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.434(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13' C14 1.340(18) . ? C13' H13C 0.9700 . ? C13' H13D 0.9700 . ? C14 C14 1.414(12) 2 ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N6' 1.170(11) . ? C15 N4 1.216(14) . ? C15 N4' 1.315(15) . ? C15 N6 1.317(11) . ? C15 H15 0.9300 . ? C16 N5 1.326(14) . ? C16 N4 1.332(15) . ? C16 H16 0.9300 . ? C17 C18 1.498(18) . ? C17 N6 1.499(18) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.514(19) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? N5 N6 1.325(13) . ? C16' N5' 1.317(13) . ? C16' N4' 1.332(17) . ? C16' H16' 0.9300 . ? C17' N6' 1.444(16) . ? C17' C18' 1.511(18) . ? C17' H17C 0.9700 . ? C17' H17D 0.9700 . ? C18' C19' 1.576(18) . ? C18' H18C 0.9700 . ? C18' H18D 0.9700 . ? N5' N6' 1.350(13) . ? N2 N3 1.351(7) . ? O5 Cd1 2.696(3) 1_655 ? O4 H4 0.8200 . ? O6 Cd1 2.284(3) 1_655 ? O1W H1WB 0.8599 . ? O1W H1WA 0.8601 . ? 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 N4' Cd1 O6 97.1(2) . 1_455 ? N4' Cd1 N1 161.5(4) . . ? O6 Cd1 N1 90.24(13) 1_455 . ? N4' Cd1 O1W 77.8(3) . . ? O6 Cd1 O1W 139.58(12) 1_455 . ? N1 Cd1 O1W 85.62(15) . . ? N4' Cd1 O2 85.2(3) . . ? O6 Cd1 O2 134.88(10) 1_455 . ? N1 Cd1 O2 101.59(13) . . ? O1W Cd1 O2 85.13(12) . . ? N4' Cd1 N4 14.0(3) . . ? O6 Cd1 N4 83.9(3) 1_455 . ? N1 Cd1 N4 166.4(3) . . ? O1W Cd1 N4 90.9(3) . . ? O2 Cd1 N4 91.2(3) . . ? N4' Cd1 O1 105.4(4) . . ? O6 Cd1 O1 82.28(10) 1_455 . ? N1 Cd1 O1 92.37(13) . . ? O1W Cd1 O1 138.00(13) . . ? O2 Cd1 O1 54.16(10) . . ? N4 Cd1 O1 99.0(3) . . ? N4' Cd1 O5 86.7(3) . 1_455 ? O6 Cd1 O5 51.52(9) 1_455 1_455 ? N1 Cd1 O5 84.62(12) . 1_455 ? O1W Cd1 O5 88.06(12) . 1_455 ? O2 Cd1 O5 170.38(10) . 1_455 ? N4 Cd1 O5 82.1(3) . 1_455 ? O1 Cd1 O5 133.59(9) . 1_455 ? N4' Cd1 C1 96.1(4) . . ? O6 Cd1 C1 108.53(11) 1_455 . ? N1 Cd1 C1 97.60(13) . . ? O1W Cd1 C1 111.88(13) . . ? O2 Cd1 C1 27.31(11) . . ? N4 Cd1 C1 95.9(3) . . ? O1 Cd1 C1 26.85(11) . . ? O5 Cd1 C1 160.03(11) 1_455 . ? N4' Cd1 C8 94.0(3) . 1_455 ? O6 Cd1 C8 25.62(10) 1_455 1_455 ? N1 Cd1 C8 85.30(13) . 1_455 ? O1W Cd1 C8 114.02(13) . 1_455 ? O2 Cd1 C8 160.27(11) . 1_455 ? N4 Cd1 C8 84.1(3) . 1_455 ? O1 Cd1 C8 107.58(11) . 1_455 ? O5 Cd1 C8 26.03(10) 1_455 1_455 ? C1 Cd1 C8 134.09(12) . 1_455 ? O1 C1 O2 122.2(4) . . ? O1 C1 C2 118.7(4) . . ? O2 C1 C2 119.2(3) . . ? O1 C1 Cd1 61.8(2) . . ? O2 C1 Cd1 60.4(2) . . ? C2 C1 Cd1 179.1(3) . . ? C3 C2 C9 119.8(3) . . ? C3 C2 C1 119.1(3) . . ? C9 C2 C1 121.0(4) . . ? C2 C3 C4 120.0(4) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C6 C4 C3 119.7(4) . . ? C6 C4 C5 120.7(4) . . ? C3 C4 C5 119.6(4) . . ? O3 C5 O4 124.2(4) . . ? O3 C5 C4 122.9(4) . . ? O4 C5 C4 112.9(4) . . ? C4 C6 C7 120.9(4) . . ? C4 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C6 C7 C9 119.6(3) . . ? C6 C7 C8 118.5(3) . . ? C9 C7 C8 121.9(3) . . ? O5 C8 O6 122.8(3) . . ? O5 C8 C7 120.5(3) . . ? O6 C8 C7 116.7(3) . . ? O5 C8 Cd1 71.1(2) . 1_655 ? O6 C8 Cd1 52.14(19) . 1_655 ? C7 C8 Cd1 166.7(3) . 1_655 ? C7 C9 C2 120.1(4) . . ? C7 C9 H9 120.0 . . ? C2 C9 H9 120.0 . . ? N1 C10 N3 111.0(4) . . ? N1 C10 H10 124.5 . . ? N3 C10 H10 124.5 . . ? N2 C11 N1 116.5(5) . . ? N2 C11 H11 121.8 . . ? N1 C11 H11 121.8 . . ? N3 C12 C13' 114.7(8) . . ? N3 C12 C13 112.7(5) . . ? N3 C12 H12A 109.1 . . ? C13' C12 H12A 132.7 . . ? C13 C12 H12A 109.1 . . ? N3 C12 H12B 109.1 . . ? C13' C12 H12B 74.3 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C14 C13 C12 119.4(7) . . ? C14 C13 H13A 107.5 . . ? C12 C13 H13A 107.5 . . ? C14 C13 H13B 107.5 . . ? C12 C13 H13B 107.5 . . ? H13A C13 H13B 107.0 . . ? C14 C13' C12 127.7(15) . . ? C14 C13' H13C 105.4 . . ? C12 C13' H13C 105.4 . . ? C14 C13' H13D 105.4 . . ? C12 C13' H13D 105.4 . . ? H13C C13' H13D 106.0 . . ? C13' C14 C14 139.8(11) . 2 ? C14 C14 C13 127.3(9) 2 . ? C13' C14 H14A 114.7 . . ? C14 C14 H14A 105.5 2 . ? C13 C14 H14A 105.5 . . ? C13' C14 H14B 66.0 . . ? C14 C14 H14B 105.5 2 . ? C13 C14 H14B 105.5 . . ? H14A C14 H14B 106.1 . . ? N6' C15 N4 122.6(9) . . ? N6' C15 N4' 123.3(10) . . ? N4 C15 N6 115.5(8) . . ? N4' C15 N6 134.7(8) . . ? N6' C15 H15 104.0 . . ? N4 C15 H15 122.2 . . ? N4' C15 H15 100.4 . . ? N6 C15 H15 122.2 . . ? N5 C16 N4 114.6(10) . . ? N5 C16 H16 122.7 . . ? N4 C16 H16 122.7 . . ? C18 C17 N6 108.7(12) . . ? C18 C17 H17A 110.0 . . ? N6 C17 H17A 110.0 . . ? C18 C17 H17B 110.0 . . ? N6 C17 H17B 110.0 . . ? H17A C17 H17B 108.3 . . ? C17 C18 C19 114.9(13) . . ? C17 C18 H18A 108.5 . . ? C19 C18 H18A 108.5 . . ? C17 C18 H18B 108.5 . . ? C19 C18 H18B 108.5 . . ? H18A C18 H18B 107.5 . . ? C15 N4 C16 100.3(10) . . ? C15 N4 Cd1 125.3(9) . . ? C16 N4 Cd1 122.4(9) . . ? N6 N5 C16 101.4(9) . . ? C15 N6 N5 105.7(8) . . ? C15 N6 C17 130.6(10) . . ? N5 N6 C17 119.9(10) . . ? N5' C16' N4' 115.3(10) . . ? N5' C16' H16' 122.3 . . ? N4' C16' H16' 122.3 . . ? N6' C17' C18' 114.7(11) . . ? N6' C17' H17C 108.6 . . ? C18' C17' H17C 108.6 . . ? N6' C17' H17D 108.6 . . ? C18' C17' H17D 108.6 . . ? H17C C17' H17D 107.6 . . ? C17' C18' C19' 111.9(12) . . ? C17' C18' H18C 109.2 . . ? C19' C18' H18C 109.2 . . ? C17' C18' H18D 109.2 . . ? C19' C18' H18D 109.2 . . ? H18C C18' H18D 107.9 . . ? C15 N4' C16' 93.7(11) . . ? C15 N4' Cd1 130.2(9) . . ? C16' N4' Cd1 135.5(9) . . ? C16' N5' N6' 102.8(8) . . ? C15 N6' N5' 104.0(9) . . ? C15 N6' C17' 135.0(10) . . ? N5' N6' C17' 120.5(10) . . ? C10 N1 C11 101.5(4) . . ? C10 N1 Cd1 128.8(3) . . ? C11 N1 Cd1 129.4(4) . . ? C11 N2 N3 101.8(4) . . ? C10 N3 N2 109.1(4) . . ? C10 N3 C12 130.0(5) . . ? N2 N3 C12 120.9(5) . . ? C1 O1 Cd1 91.3(3) . . ? C1 O2 Cd1 92.3(2) . . ? C8 O5 Cd1 82.9(2) . 1_655 ? C5 O4 H4 109.5 . . ? C8 O6 Cd1 102.2(2) . 1_655 ? Cd1 O1W H1WB 131.5 . . ? Cd1 O1W H1WA 112.9 . . ? H1WB O1W H1WA 105.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4' Cd1 C1 O1 112.3(4) . . . . ? O6 Cd1 C1 O1 12.7(3) 1_455 . . . ? N1 Cd1 C1 O1 -80.1(3) . . . . ? O1W Cd1 C1 O1 -168.4(3) . . . . ? O2 Cd1 C1 O1 179.3(5) . . . . ? N4 Cd1 C1 O1 98.2(4) . . . . ? O5 Cd1 C1 O1 15.0(5) 1_455 . . . ? C8 Cd1 C1 O1 10.7(4) 1_455 . . . ? N4' Cd1 C1 O2 -67.0(4) . . . . ? O6 Cd1 C1 O2 -166.6(3) 1_455 . . . ? N1 Cd1 C1 O2 100.6(3) . . . . ? O1W Cd1 C1 O2 12.3(3) . . . . ? N4 Cd1 C1 O2 -81.1(4) . . . . ? O1 Cd1 C1 O2 -179.3(5) . . . . ? O5 Cd1 C1 O2 -164.3(3) 1_455 . . . ? C8 Cd1 C1 O2 -168.6(2) 1_455 . . . ? O1 C1 C2 C3 -1.4(6) . . . . ? O2 C1 C2 C3 177.1(4) . . . . ? O1 C1 C2 C9 177.7(4) . . . . ? O2 C1 C2 C9 -3.8(6) . . . . ? C9 C2 C3 C4 0.4(6) . . . . ? C1 C2 C3 C4 179.5(4) . . . . ? C2 C3 C4 C6 -0.7(6) . . . . ? C2 C3 C4 C5 -177.4(4) . . . . ? C6 C4 C5 O3 -179.9(5) . . . . ? C3 C4 C5 O3 -3.2(8) . . . . ? C6 C4 C5 O4 0.4(7) . . . . ? C3 C4 C5 O4 177.1(4) . . . . ? C3 C4 C6 C7 0.9(6) . . . . ? C5 C4 C6 C7 177.6(4) . . . . ? C4 C6 C7 C9 -0.8(6) . . . . ? C4 C6 C7 C8 -179.9(4) . . . . ? C6 C7 C8 O5 174.8(4) . . . . ? C9 C7 C8 O5 -4.3(6) . . . . ? C6 C7 C8 O6 -5.4(6) . . . . ? C9 C7 C8 O6 175.5(4) . . . . ? C6 C7 C8 Cd1 25.4(14) . . . 1_655 ? C9 C7 C8 Cd1 -153.7(10) . . . 1_655 ? C6 C7 C9 C2 0.5(6) . . . . ? C8 C7 C9 C2 179.6(4) . . . . ? C3 C2 C9 C7 -0.3(6) . . . . ? C1 C2 C9 C7 -179.4(4) . . . . ? N3 C12 C13 C14 57.0(10) . . . . ? C13' C12 C13 C14 -44.3(13) . . . . ? N3 C12 C13' C14 -40(2) . . . . ? C13 C12 C13' C14 55.3(17) . . . . ? C12 C13' C14 C14 -146.5(17) . . . 2 ? C12 C13' C14 C13 -54.2(17) . . . . ? C12 C13 C14 C13' 46.6(14) . . . . ? C12 C13 C14 C14 172.4(10) . . . 2 ? N6 C17 C18 C19 -60.2(18) . . . . ? N6' C15 N4 C16 57.0(13) . . . . ? N4' C15 N4 C16 157(3) . . . . ? N6 C15 N4 C16 15.0(13) . . . . ? N6' C15 N4 Cd1 -160.3(8) . . . . ? N4' C15 N4 Cd1 -60(2) . . . . ? N6 C15 N4 Cd1 157.6(7) . . . . ? N5 C16 N4 C15 -7.2(14) . . . . ? N5 C16 N4 Cd1 -151.4(8) . . . . ? N4' Cd1 N4 C15 68(2) . . . . ? O6 Cd1 N4 C15 -91.7(9) 1_455 . . . ? N1 Cd1 N4 C15 -26.7(18) . . . . ? O1W Cd1 N4 C15 48.1(9) . . . . ? O2 Cd1 N4 C15 133.2(9) . . . . ? O1 Cd1 N4 C15 -172.9(9) . . . . ? O5 Cd1 N4 C15 -39.8(9) 1_455 . . . ? C1 Cd1 N4 C15 160.2(9) . . . . ? C8 Cd1 N4 C15 -66.0(9) 1_455 . . . ? N4' Cd1 N4 C16 -156(3) . . . . ? O6 Cd1 N4 C16 43.3(10) 1_455 . . . ? N1 Cd1 N4 C16 108.3(13) . . . . ? O1W Cd1 N4 C16 -176.9(10) . . . . ? O2 Cd1 N4 C16 -91.7(10) . . . . ? O1 Cd1 N4 C16 -37.9(10) . . . . ? O5 Cd1 N4 C16 95.2(10) 1_455 . . . ? C1 Cd1 N4 C16 -64.8(10) . . . . ? C8 Cd1 N4 C16 69.1(10) 1_455 . . . ? N4 C16 N5 N6 -2.5(13) . . . . ? N6' C15 N6 N5 -128.6(15) . . . . ? N4 C15 N6 N5 -17.6(13) . . . . ? N4' C15 N6 N5 -40.0(16) . . . . ? N6' C15 N6 C17 74.2(16) . . . . ? N4 C15 N6 C17 -174.8(13) . . . . ? N4' C15 N6 C17 162.8(13) . . . . ? C16 N5 N6 C15 10.6(11) . . . . ? C16 N5 N6 C17 170.8(11) . . . . ? C18 C17 N6 C15 92.9(16) . . . . ? C18 C17 N6 N5 -61.5(16) . . . . ? N6' C17' C18' C19' 63.5(15) . . . . ? N6' C15 N4' C16' -10.4(13) . . . . ? N4 C15 N4' C16' -108(3) . . . . ? N6 C15 N4' C16' -56.8(15) . . . . ? N6' C15 N4' Cd1 177.8(8) . . . . ? N4 C15 N4' Cd1 81(2) . . . . ? N6 C15 N4' Cd1 131.4(12) . . . . ? N5' C16' N4' C15 6.5(12) . . . . ? N5' C16' N4' Cd1 177.5(9) . . . . ? O6 Cd1 N4' C15 -46.9(10) 1_455 . . . ? N1 Cd1 N4' C15 65.8(13) . . . . ? O1W Cd1 N4' C15 92.4(10) . . . . ? O2 Cd1 N4' C15 178.4(10) . . . . ? N4 Cd1 N4' C15 -67(2) . . . . ? O1 Cd1 N4' C15 -130.8(10) . . . . ? O5 Cd1 N4' C15 3.6(10) 1_455 . . . ? C1 Cd1 N4' C15 -156.5(10) . . . . ? C8 Cd1 N4' C15 -21.4(10) 1_455 . . . ? O6 Cd1 N4' C16' 144.8(12) 1_455 . . . ? N1 Cd1 N4' C16' -102.5(17) . . . . ? O1W Cd1 N4' C16' -75.9(12) . . . . ? O2 Cd1 N4' C16' 10.1(12) . . . . ? N4 Cd1 N4' C16' 125(4) . . . . ? O1 Cd1 N4' C16' 60.9(13) . . . . ? O5 Cd1 N4' C16' -164.6(13) 1_455 . . . ? C1 Cd1 N4' C16' 35.2(13) . . . . ? C8 Cd1 N4' C16' 170.4(12) 1_455 . . . ? N4' C16' N5' N6' -2.2(13) . . . . ? N4 C15 N6' N5' 41.4(13) . . . . ? N4' C15 N6' N5' 9.9(13) . . . . ? N6 C15 N6' N5' 131.6(15) . . . . ? N4 C15 N6' C17' -146.8(14) . . . . ? N4' C15 N6' C17' -178.3(13) . . . . ? N6 C15 N6' C17' -56.6(15) . . . . ? C16' N5' N6' C15 -3.9(11) . . . . ? C16' N5' N6' C17' -177.2(11) . . . . ? C18' C17' N6' C15 26(2) . . . . ? C18' C17' N6' N5' -163.2(11) . . . . ? N3 C10 N1 C11 0.9(6) . . . . ? N3 C10 N1 Cd1 175.4(3) . . . . ? N2 C11 N1 C10 0.0(8) . . . . ? N2 C11 N1 Cd1 -174.5(5) . . . . ? N4' Cd1 N1 C10 -169.3(9) . . . . ? O6 Cd1 N1 C10 -55.5(4) 1_455 . . . ? O1W Cd1 N1 C10 164.7(4) . . . . ? O2 Cd1 N1 C10 80.6(4) . . . . ? N4 Cd1 N1 C10 -119.8(11) . . . . ? O1 Cd1 N1 C10 26.8(4) . . . . ? O5 Cd1 N1 C10 -106.8(4) 1_455 . . . ? C1 Cd1 N1 C10 53.2(4) . . . . ? C8 Cd1 N1 C10 -80.7(4) 1_455 . . . ? N4' Cd1 N1 C11 3.8(11) . . . . ? O6 Cd1 N1 C11 117.5(5) 1_455 . . . ? O1W Cd1 N1 C11 -22.2(5) . . . . ? O2 Cd1 N1 C11 -106.4(5) . . . . ? N4 Cd1 N1 C11 53.2(12) . . . . ? O1 Cd1 N1 C11 -160.2(5) . . . . ? O5 Cd1 N1 C11 66.2(5) 1_455 . . . ? C1 Cd1 N1 C11 -133.8(5) . . . . ? C8 Cd1 N1 C11 92.3(5) 1_455 . . . ? N1 C11 N2 N3 -0.8(9) . . . . ? N1 C10 N3 N2 -1.5(6) . . . . ? N1 C10 N3 C12 178.5(5) . . . . ? C11 N2 N3 C10 1.3(7) . . . . ? C11 N2 N3 C12 -178.7(6) . . . . ? C13' C12 N3 C10 -84.1(12) . . . . ? C13 C12 N3 C10 -124.3(7) . . . . ? C13' C12 N3 N2 95.9(11) . . . . ? C13 C12 N3 N2 55.7(8) . . . . ? O2 C1 O1 Cd1 0.7(5) . . . . ? C2 C1 O1 Cd1 179.1(3) . . . . ? N4' Cd1 O1 C1 -72.6(4) . . . . ? O6 Cd1 O1 C1 -167.9(3) 1_455 . . . ? N1 Cd1 O1 C1 102.2(3) . . . . ? O1W Cd1 O1 C1 16.1(4) . . . . ? O2 Cd1 O1 C1 -0.4(3) . . . . ? N4 Cd1 O1 C1 -85.3(4) . . . . ? O5 Cd1 O1 C1 -173.0(2) 1_455 . . . ? C8 Cd1 O1 C1 -172.0(3) 1_455 . . . ? O1 C1 O2 Cd1 -0.7(5) . . . . ? C2 C1 O2 Cd1 -179.1(3) . . . . ? N4' Cd1 O2 C1 113.3(4) . . . . ? O6 Cd1 O2 C1 18.0(3) 1_455 . . . ? N1 Cd1 O2 C1 -84.1(3) . . . . ? O1W Cd1 O2 C1 -168.6(3) . . . . ? N4 Cd1 O2 C1 100.6(4) . . . . ? O1 Cd1 O2 C1 0.4(3) . . . . ? C8 Cd1 O2 C1 24.8(5) 1_455 . . . ? O6 C8 O5 Cd1 7.3(4) . . . 1_655 ? C7 C8 O5 Cd1 -172.9(4) . . . 1_655 ? O5 C8 O6 Cd1 -8.8(5) . . . 1_655 ? C7 C8 O6 Cd1 171.4(3) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.767 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.095 _database_code_depnum_ccdc_archive 'CCDC 917370' ####################################################################### # # 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_1917 #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H16 N6 O6 Zn' _chemical_formula_sum 'C21 H16 N6 O6 Zn' _chemical_formula_weight 513.79 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' 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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5581(4) _cell_length_b 10.3024(5) _cell_length_c 11.8449(5) _cell_angle_alpha 83.516(4) _cell_angle_beta 70.759(4) _cell_angle_gamma 69.978(4) _cell_volume 1034.67(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3887 _cell_measurement_theta_min 3.4179 _cell_measurement_theta_max 29.1402 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.649 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 1.242 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.95742 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6669 _diffrn_reflns_av_R_equivalents 0.0232 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3829 _reflns_number_gt 3447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0303P)^2^+0.3702P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3829 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0733 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.23653(3) 0.58834(2) 0.65273(2) 0.02734(10) Uani 1 1 d . . . C1 C 0.3052(3) 0.3206(2) 0.66847(19) 0.0264(5) Uani 1 1 d . . . C2 C 0.7775(2) -0.1044(2) 0.64897(19) 0.0272(5) Uani 1 1 d . . . C3 C 0.2789(2) -0.1519(2) 0.6479(2) 0.0283(5) Uani 1 1 d . . . C4 C 0.3863(2) 0.1667(2) 0.66393(18) 0.0232(4) Uani 1 1 d . . . C5 C 0.5401(2) 0.1081(2) 0.66394(18) 0.0232(4) Uani 1 1 d . . . H5 H 0.5962 0.1640 0.6693 0.028 Uiso 1 1 calc R . . C6 C 0.6107(2) -0.0349(2) 0.65582(18) 0.0222(4) Uani 1 1 d . . . C7 C 0.5251(2) -0.1178(2) 0.65165(18) 0.0247(5) Uani 1 1 d . . . H7 H 0.5720 -0.2133 0.6484 0.030 Uiso 1 1 calc R . . C8 C 0.3716(2) -0.0612(2) 0.65226(18) 0.0238(4) Uani 1 1 d . . . C9 C 0.3038(2) 0.0822(2) 0.65638(18) 0.0244(4) Uani 1 1 d . . . H9 H 0.2015 0.1218 0.6540 0.029 Uiso 1 1 calc R . . C10 C 0.1635(3) 0.7162(2) 0.4275(2) 0.0299(5) Uani 1 1 d . . . H10 H 0.1449 0.8059 0.4496 0.036 Uiso 1 1 calc R . . C11 C 0.2122(3) 0.5023(2) 0.4248(2) 0.0399(6) Uani 1 1 d . . . H11 H 0.2351 0.4103 0.4489 0.048 Uiso 1 1 calc R . . C12 C 0.1272(3) 0.7676(2) 0.2242(2) 0.0342(5) Uani 1 1 d . . . H12A H 0.0595 0.8595 0.2533 0.041 Uiso 1 1 calc R . . H12B H 0.0712 0.7297 0.1890 0.041 Uiso 1 1 calc R . . C13 C 0.2729(3) 0.7791(2) 0.1283(2) 0.0332(5) Uani 1 1 d . . . C14 C 0.2565(3) 0.8891(3) 0.0489(2) 0.0472(7) Uani 1 1 d . . . H14 H 0.1575 0.9518 0.0552 0.057 Uiso 1 1 calc R . . C15 C 0.3852(4) 0.9061(3) -0.0390(3) 0.0612(9) Uani 1 1 d . . . H15 H 0.3730 0.9801 -0.0918 0.073 Uiso 1 1 calc R . . C16 C 0.5331(3) 0.8129(3) -0.0489(2) 0.0579(8) Uani 1 1 d . . . H16 H 0.6201 0.8248 -0.1081 0.070 Uiso 1 1 calc R . . C17 C 0.5517(3) 0.7028(3) 0.0288(2) 0.0395(6) Uani 1 1 d . . . C18 C 0.4206(3) 0.6875(2) 0.1173(2) 0.0361(5) Uani 1 1 d . . . H18 H 0.4328 0.6137 0.1703 0.043 Uiso 1 1 calc R . . C19 C -0.2918(3) 0.5950(3) 1.0221(2) 0.0491(7) Uani 1 1 d . . . H19A H -0.2856 0.5752 1.1027 0.059 Uiso 1 1 calc R . . H19B H -0.2875 0.5107 0.9900 0.059 Uiso 1 1 calc R . . C20 C -0.0631(3) 0.5896(2) 0.8411(2) 0.0332(5) Uani 1 1 d . . . H20 H -0.0792 0.5323 0.7948 0.040 Uiso 1 1 calc R . . C21 C 0.0263(3) 0.7163(3) 0.9032(2) 0.0458(6) Uani 1 1 d . . . H21 H 0.0902 0.7662 0.9053 0.055 Uiso 1 1 calc R . . N1 N 0.1980(2) 0.60550(18) 0.49401(16) 0.0293(4) Uani 1 1 d . . . N2 N 0.1592(2) 0.68149(18) 0.32498(16) 0.0291(4) Uani 1 1 d . . . N3 N 0.1909(3) 0.5430(2) 0.32163(19) 0.0419(5) Uani 1 1 d . . . N4 N 0.0552(2) 0.63902(18) 0.80758(16) 0.0313(4) Uani 1 1 d . . . N5 N -0.1548(2) 0.6328(2) 0.94954(18) 0.0397(5) Uani 1 1 d . . . N6 N -0.0982(3) 0.7153(2) 0.9921(2) 0.0540(6) Uani 1 1 d . . . O1 O 0.16695(18) 0.36569(15) 0.67155(15) 0.0376(4) Uani 1 1 d . . . O2 O 0.38487(18) 0.39913(14) 0.66588(15) 0.0345(4) Uani 1 1 d . . . O3 O 0.85011(18) -0.02043(16) 0.65877(18) 0.0441(4) Uani 1 1 d . . . H3 H 0.9414 -0.0649 0.6537 0.066 Uiso 1 1 calc R . . O4 O 0.8417(2) -0.22633(17) 0.6352(2) 0.0585(6) Uani 1 1 d . . . O5 O 0.34611(18) -0.28102(15) 0.65390(15) 0.0374(4) Uani 1 1 d . . . O6 O 0.14638(19) -0.09721(17) 0.63887(18) 0.0477(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02707(15) 0.01727(14) 0.03970(17) -0.00116(10) -0.01149(12) -0.00826(10) C1 0.0281(12) 0.0189(11) 0.0311(11) -0.0017(8) -0.0101(9) -0.0048(9) C2 0.0216(11) 0.0230(11) 0.0392(12) 0.0016(9) -0.0121(10) -0.0080(9) C3 0.0234(11) 0.0260(12) 0.0393(13) -0.0036(9) -0.0096(10) -0.0118(9) C4 0.0247(11) 0.0172(10) 0.0279(11) 0.0001(8) -0.0086(9) -0.0065(8) C5 0.0224(11) 0.0194(10) 0.0319(11) -0.0005(8) -0.0106(9) -0.0097(8) C6 0.0186(10) 0.0203(10) 0.0290(11) 0.0006(8) -0.0084(9) -0.0072(8) C7 0.0212(11) 0.0153(10) 0.0363(12) -0.0018(8) -0.0090(9) -0.0038(8) C8 0.0209(11) 0.0194(10) 0.0322(11) -0.0019(8) -0.0090(9) -0.0066(8) C9 0.0155(10) 0.0214(10) 0.0355(12) -0.0017(8) -0.0090(9) -0.0034(8) C10 0.0273(12) 0.0244(11) 0.0378(13) -0.0030(9) -0.0059(10) -0.0112(9) C11 0.0526(16) 0.0236(12) 0.0464(15) -0.0042(10) -0.0199(13) -0.0103(11) C12 0.0296(12) 0.0332(12) 0.0420(13) -0.0015(10) -0.0139(11) -0.0096(10) C13 0.0339(13) 0.0340(13) 0.0320(12) -0.0023(10) -0.0104(10) -0.0106(10) C14 0.0390(15) 0.0461(15) 0.0447(15) 0.0054(12) -0.0120(12) -0.0020(12) C15 0.0508(18) 0.0623(19) 0.0482(17) 0.0222(14) -0.0082(15) -0.0048(15) C16 0.0422(16) 0.0667(19) 0.0430(16) 0.0164(14) -0.0004(13) -0.0083(14) C17 0.0347(14) 0.0423(14) 0.0323(13) 0.0007(10) -0.0073(11) -0.0047(11) C18 0.0357(14) 0.0358(13) 0.0346(13) 0.0027(10) -0.0110(11) -0.0098(11) C19 0.0324(14) 0.0523(16) 0.0453(15) 0.0086(12) 0.0006(12) -0.0073(12) C20 0.0282(12) 0.0345(13) 0.0354(13) -0.0070(10) -0.0085(11) -0.0076(10) C21 0.0453(16) 0.0412(15) 0.0564(17) -0.0124(12) -0.0187(14) -0.0140(12) N1 0.0280(10) 0.0224(9) 0.0372(10) -0.0034(8) -0.0082(8) -0.0085(8) N2 0.0262(10) 0.0258(10) 0.0359(10) -0.0019(8) -0.0081(8) -0.0101(8) N3 0.0553(14) 0.0264(11) 0.0480(13) -0.0062(9) -0.0214(11) -0.0108(9) N4 0.0297(11) 0.0259(10) 0.0385(11) -0.0053(8) -0.0110(9) -0.0071(8) N5 0.0321(11) 0.0428(12) 0.0380(12) -0.0049(9) -0.0073(10) -0.0066(9) N6 0.0529(15) 0.0586(15) 0.0469(13) -0.0191(11) -0.0092(12) -0.0138(12) O1 0.0269(9) 0.0226(8) 0.0597(11) -0.0023(7) -0.0156(8) -0.0010(7) O2 0.0338(9) 0.0161(7) 0.0563(10) -0.0006(7) -0.0175(8) -0.0079(6) O3 0.0238(9) 0.0282(9) 0.0886(14) -0.0050(8) -0.0272(9) -0.0077(7) O4 0.0280(10) 0.0252(10) 0.1248(18) -0.0094(10) -0.0314(11) -0.0015(7) O5 0.0305(9) 0.0191(8) 0.0684(11) -0.0023(7) -0.0194(8) -0.0109(7) O6 0.0255(9) 0.0332(9) 0.0940(14) -0.0046(9) -0.0281(9) -0.0110(7) _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 O5 1.9718(15) 1_565 ? Zn1 O2 2.0047(15) . ? Zn1 N1 2.0093(18) . ? Zn1 N4 2.0355(18) . ? Zn1 O1 2.5661(16) . ? Zn1 C1 2.607(2) . ? C1 O1 1.231(3) . ? C1 O2 1.279(3) . ? C1 C4 1.507(3) . ? C2 O4 1.197(3) . ? C2 O3 1.316(2) . ? C2 C6 1.486(3) . ? C3 O6 1.233(3) . ? C3 O5 1.269(3) . ? C3 C8 1.507(3) . ? C4 C5 1.385(3) . ? C4 C9 1.386(3) . ? C5 C6 1.393(3) . ? C5 H5 0.9300 . ? C6 C7 1.385(3) . ? C7 C8 1.379(3) . ? C7 H7 0.9300 . ? C8 C9 1.394(3) . ? C9 H9 0.9300 . ? C10 N1 1.319(3) . ? C10 N2 1.321(3) . ? C10 H10 0.9300 . ? C11 N3 1.304(3) . ? C11 N1 1.359(3) . ? C11 H11 0.9300 . ? C12 N2 1.457(3) . ? C12 C13 1.511(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C18 1.376(3) . ? C13 C14 1.389(3) . ? C14 C15 1.375(4) . ? C14 H14 0.9300 . ? C15 C16 1.386(4) . ? C15 H15 0.9300 . ? C16 C17 1.378(4) . ? C16 H16 0.9300 . ? C17 C18 1.388(3) . ? C17 C19 1.510(3) 1_654 ? C18 H18 0.9300 . ? C19 N5 1.463(3) . ? C19 C17 1.510(3) 1_456 ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N5 1.317(3) . ? C20 N4 1.322(3) . ? C20 H20 0.9300 . ? C21 N6 1.306(3) . ? C21 N4 1.357(3) . ? C21 H21 0.9300 . ? N2 N3 1.355(3) . ? N5 N6 1.363(3) . ? O3 H3 0.8200 . ? O5 Zn1 1.9718(15) 1_545 ? 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 O5 Zn1 O2 106.17(6) 1_565 . ? O5 Zn1 N1 107.87(7) 1_565 . ? O2 Zn1 N1 108.95(7) . . ? O5 Zn1 N4 101.41(7) 1_565 . ? O2 Zn1 N4 110.16(7) . . ? N1 Zn1 N4 121.08(7) . . ? O5 Zn1 O1 161.76(6) 1_565 . ? O2 Zn1 O1 56.04(5) . . ? N1 Zn1 O1 83.93(6) . . ? N4 Zn1 O1 83.23(6) . . ? O5 Zn1 C1 134.73(7) 1_565 . ? O2 Zn1 C1 28.58(6) . . ? N1 Zn1 C1 95.83(7) . . ? N4 Zn1 C1 98.14(7) . . ? O1 Zn1 C1 27.51(6) . . ? O1 C1 O2 122.79(18) . . ? O1 C1 C4 119.02(19) . . ? O2 C1 C4 118.17(18) . . ? O1 C1 Zn1 74.38(12) . . ? O2 C1 Zn1 48.55(9) . . ? C4 C1 Zn1 165.57(15) . . ? O4 C2 O3 122.4(2) . . ? O4 C2 C6 123.4(2) . . ? O3 C2 C6 114.27(17) . . ? O6 C3 O5 125.2(2) . . ? O6 C3 C8 118.84(19) . . ? O5 C3 C8 115.93(18) . . ? C5 C4 C9 119.54(18) . . ? C5 C4 C1 122.38(18) . . ? C9 C4 C1 118.06(18) . . ? C4 C5 C6 119.85(18) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C7 C6 C5 119.80(18) . . ? C7 C6 C2 117.36(17) . . ? C5 C6 C2 122.83(18) . . ? C8 C7 C6 121.08(18) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 118.60(19) . . ? C7 C8 C3 120.88(18) . . ? C9 C8 C3 120.52(18) . . ? C4 C9 C8 121.08(19) . . ? C4 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? N1 C10 N2 110.30(19) . . ? N1 C10 H10 124.8 . . ? N2 C10 H10 124.8 . . ? N3 C11 N1 114.3(2) . . ? N3 C11 H11 122.8 . . ? N1 C11 H11 122.8 . . ? N2 C12 C13 113.62(18) . . ? N2 C12 H12A 108.8 . . ? C13 C12 H12A 108.8 . . ? N2 C12 H12B 108.8 . . ? C13 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? C18 C13 C14 118.7(2) . . ? C18 C13 C12 123.3(2) . . ? C14 C13 C12 118.0(2) . . ? C15 C14 C13 120.7(2) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.0(2) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C17 C16 C15 120.3(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 119.1(2) . . ? C16 C17 C19 123.5(2) . 1_654 ? C18 C17 C19 117.5(2) . 1_654 ? C13 C18 C17 121.4(2) . . ? C13 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? N5 C19 C17 115.3(2) . 1_456 ? N5 C19 H19A 108.5 . . ? C17 C19 H19A 108.5 1_456 . ? N5 C19 H19B 108.5 . . ? C17 C19 H19B 108.5 1_456 . ? H19A C19 H19B 107.5 . . ? N5 C20 N4 110.4(2) . . ? N5 C20 H20 124.8 . . ? N4 C20 H20 124.8 . . ? N6 C21 N4 114.8(2) . . ? N6 C21 H21 122.6 . . ? N4 C21 H21 122.6 . . ? C10 N1 C11 102.74(19) . . ? C10 N1 Zn1 129.39(15) . . ? C11 N1 Zn1 127.73(15) . . ? C10 N2 N3 109.77(18) . . ? C10 N2 C12 129.93(19) . . ? N3 N2 C12 120.30(18) . . ? C11 N3 N2 102.86(18) . . ? C20 N4 C21 102.6(2) . . ? C20 N4 Zn1 124.67(15) . . ? C21 N4 Zn1 132.54(17) . . ? C20 N5 N6 109.9(2) . . ? C20 N5 C19 127.8(2) . . ? N6 N5 C19 122.2(2) . . ? C21 N6 N5 102.3(2) . . ? C1 O1 Zn1 78.11(12) . . ? C1 O2 Zn1 102.87(13) . . ? C2 O3 H3 109.5 . . ? C3 O5 Zn1 120.24(14) . 1_545 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Zn1 C1 O1 172.86(12) 1_565 . . . ? O2 Zn1 C1 O1 175.6(2) . . . . ? N1 Zn1 C1 O1 -64.77(14) . . . . ? N4 Zn1 C1 O1 57.83(14) . . . . ? O5 Zn1 C1 O2 -2.70(18) 1_565 . . . ? N1 Zn1 C1 O2 119.67(14) . . . . ? N4 Zn1 C1 O2 -117.72(14) . . . . ? O1 Zn1 C1 O2 -175.6(2) . . . . ? O5 Zn1 C1 C4 -27.9(6) 1_565 . . . ? O2 Zn1 C1 C4 -25.2(5) . . . . ? N1 Zn1 C1 C4 94.5(6) . . . . ? N4 Zn1 C1 C4 -142.9(6) . . . . ? O1 Zn1 C1 C4 159.3(7) . . . . ? O1 C1 C4 C5 -178.0(2) . . . . ? O2 C1 C4 C5 3.7(3) . . . . ? Zn1 C1 C4 C5 25.0(7) . . . . ? O1 C1 C4 C9 3.7(3) . . . . ? O2 C1 C4 C9 -174.57(19) . . . . ? Zn1 C1 C4 C9 -153.3(5) . . . . ? C9 C4 C5 C6 0.3(3) . . . . ? C1 C4 C5 C6 -177.98(18) . . . . ? C4 C5 C6 C7 -2.1(3) . . . . ? C4 C5 C6 C2 176.74(19) . . . . ? O4 C2 C6 C7 3.2(3) . . . . ? O3 C2 C6 C7 -177.12(19) . . . . ? O4 C2 C6 C5 -175.7(2) . . . . ? O3 C2 C6 C5 4.1(3) . . . . ? C5 C6 C7 C8 1.7(3) . . . . ? C2 C6 C7 C8 -177.16(19) . . . . ? C6 C7 C8 C9 0.4(3) . . . . ? C6 C7 C8 C3 -179.92(19) . . . . ? O6 C3 C8 C7 -174.2(2) . . . . ? O5 C3 C8 C7 5.8(3) . . . . ? O6 C3 C8 C9 5.4(3) . . . . ? O5 C3 C8 C9 -174.6(2) . . . . ? C5 C4 C9 C8 1.9(3) . . . . ? C1 C4 C9 C8 -179.78(19) . . . . ? C7 C8 C9 C4 -2.2(3) . . . . ? C3 C8 C9 C4 178.12(19) . . . . ? N2 C12 C13 C18 18.7(3) . . . . ? N2 C12 C13 C14 -160.2(2) . . . . ? C18 C13 C14 C15 0.0(4) . . . . ? C12 C13 C14 C15 178.9(3) . . . . ? C13 C14 C15 C16 0.0(5) . . . . ? C14 C15 C16 C17 0.2(5) . . . . ? C15 C16 C17 C18 -0.5(5) . . . . ? C15 C16 C17 C19 178.5(3) . . . 1_654 ? C14 C13 C18 C17 -0.2(4) . . . . ? C12 C13 C18 C17 -179.1(2) . . . . ? C16 C17 C18 C13 0.5(4) . . . . ? C19 C17 C18 C13 -178.5(2) 1_654 . . . ? N2 C10 N1 C11 -0.7(2) . . . . ? N2 C10 N1 Zn1 175.22(14) . . . . ? N3 C11 N1 C10 0.9(3) . . . . ? N3 C11 N1 Zn1 -175.12(17) . . . . ? O5 Zn1 N1 C10 -35.9(2) 1_565 . . . ? O2 Zn1 N1 C10 -150.71(18) . . . . ? N4 Zn1 N1 C10 80.1(2) . . . . ? O1 Zn1 N1 C10 158.38(19) . . . . ? C1 Zn1 N1 C10 -176.78(19) . . . . ? O5 Zn1 N1 C11 139.2(2) 1_565 . . . ? O2 Zn1 N1 C11 24.3(2) . . . . ? N4 Zn1 N1 C11 -104.9(2) . . . . ? O1 Zn1 N1 C11 -26.6(2) . . . . ? C1 Zn1 N1 C11 -1.8(2) . . . . ? N1 C10 N2 N3 0.4(3) . . . . ? N1 C10 N2 C12 -179.6(2) . . . . ? C13 C12 N2 C10 93.3(3) . . . . ? C13 C12 N2 N3 -86.6(2) . . . . ? N1 C11 N3 N2 -0.7(3) . . . . ? C10 N2 N3 C11 0.2(3) . . . . ? C12 N2 N3 C11 -179.8(2) . . . . ? N5 C20 N4 C21 -0.7(3) . . . . ? N5 C20 N4 Zn1 174.90(15) . . . . ? N6 C21 N4 C20 1.1(3) . . . . ? N6 C21 N4 Zn1 -174.03(17) . . . . ? O5 Zn1 N4 C20 172.31(17) 1_565 . . . ? O2 Zn1 N4 C20 -75.56(19) . . . . ? N1 Zn1 N4 C20 53.1(2) . . . . ? O1 Zn1 N4 C20 -25.56(18) . . . . ? C1 Zn1 N4 C20 -48.74(19) . . . . ? O5 Zn1 N4 C21 -13.5(2) 1_565 . . . ? O2 Zn1 N4 C21 98.6(2) . . . . ? N1 Zn1 N4 C21 -132.7(2) . . . . ? O1 Zn1 N4 C21 148.6(2) . . . . ? C1 Zn1 N4 C21 125.5(2) . . . . ? N4 C20 N5 N6 0.2(3) . . . . ? N4 C20 N5 C19 -175.8(2) . . . . ? C17 C19 N5 C20 -103.7(3) 1_456 . . . ? C17 C19 N5 N6 80.8(3) 1_456 . . . ? N4 C21 N6 N5 -1.0(3) . . . . ? C20 N5 N6 C21 0.5(3) . . . . ? C19 N5 N6 C21 176.7(2) . . . . ? O2 C1 O1 Zn1 4.0(2) . . . . ? C4 C1 O1 Zn1 -174.21(19) . . . . ? O5 Zn1 O1 C1 -16.4(3) 1_565 . . . ? O2 Zn1 O1 C1 -2.56(13) . . . . ? N1 Zn1 O1 C1 115.18(14) . . . . ? N4 Zn1 O1 C1 -122.45(14) . . . . ? O1 C1 O2 Zn1 -5.1(3) . . . . ? C4 C1 O2 Zn1 173.09(15) . . . . ? O5 Zn1 O2 C1 178.01(13) 1_565 . . . ? N1 Zn1 O2 C1 -66.05(15) . . . . ? N4 Zn1 O2 C1 68.98(15) . . . . ? O1 Zn1 O2 C1 2.47(12) . . . . ? O6 C3 O5 Zn1 -1.3(3) . . . 1_545 ? C8 C3 O5 Zn1 178.66(14) . . . 1_545 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.288 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.054 _database_code_depnum_ccdc_archive 'CCDC 917371' ####################################################################### # # 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_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H46 Cd N12 O24' _chemical_formula_weight 1431.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 _symmetry_space_group_name_Hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3410(4) _cell_length_b 12.5779(6) _cell_length_c 14.0193(5) _cell_angle_alpha 103.842(4) _cell_angle_beta 105.081(3) _cell_angle_gamma 99.784(4) _cell_volume 1496.11(11) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5311 _cell_measurement_theta_min 2.9845 _cell_measurement_theta_max 29.1599 _exptl_crystal_description lamellar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 730 _exptl_absorpt_coefficient_mu 0.462 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _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 9489 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5531 _reflns_number_gt 5067 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0307P)^2^+0.2098P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5531 _refine_ls_number_parameters 455 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0345 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0687 _refine_ls_wR_factor_gt 0.0658 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.5000 1.0000 0.5000 0.02643(8) Uani 1 2 d S . . C1 C 0.4010(2) 0.94535(17) 0.25165(15) 0.0268(4) Uani 1 1 d . . . C2 C 0.4204(2) 0.88773(16) 0.14871(14) 0.0244(4) Uani 1 1 d . . . C3 C 0.3553(2) 0.91744(17) 0.06081(14) 0.0257(4) Uani 1 1 d . . . H3 H 0.3001 0.9724 0.0654 0.031 Uiso 1 1 calc R . . C4 C 0.3720(2) 0.86576(17) -0.03420(14) 0.0271(4) Uani 1 1 d . . . C5 C 0.4539(2) 0.78440(17) -0.04099(15) 0.0287(4) Uani 1 1 d . . . H5 H 0.4662 0.7503 -0.1040 0.034 Uiso 1 1 calc R . . C6 C 0.5181(2) 0.75319(17) 0.04581(15) 0.0280(4) Uani 1 1 d . . . C7 C 0.5024(2) 0.80559(17) 0.14082(15) 0.0270(4) Uani 1 1 d . . . H7 H 0.5471 0.7854 0.1991 0.032 Uiso 1 1 calc R . . C8 C 0.3010(2) 0.89709(17) -0.12833(15) 0.0299(5) Uani 1 1 d . . . C9 C 0.6003(2) 0.66235(18) 0.03510(16) 0.0326(5) Uani 1 1 d . . . C10 C 0.1282(3) 0.1930(2) 1.15353(17) 0.0413(6) Uani 1 1 d . . . C11 C -0.1831(2) 0.43034(17) 0.99980(16) 0.0307(5) Uani 1 1 d . . . C12 C 0.0188(2) 0.15612(19) 0.77946(15) 0.0320(5) Uani 1 1 d . . . C13 C -0.0039(2) 0.20901(17) 0.88011(15) 0.0283(4) Uani 1 1 d . A . C14 C 0.0619(2) 0.17577(18) 0.96542(15) 0.0325(5) Uani 1 1 d . . . H14 H 0.1131 0.1186 0.9578 0.039 Uiso 1 1 calc R A . C15 C 0.0520(2) 0.22687(18) 1.06169(15) 0.0317(5) Uani 1 1 d . A . C16 C -0.0274(2) 0.31015(18) 1.07224(15) 0.0308(5) Uani 1 1 d . . . H16 H -0.0346 0.3445 1.1368 0.037 Uiso 1 1 calc R A . C17 C -0.0961(2) 0.34274(17) 0.98740(15) 0.0281(4) Uani 1 1 d . A . C18 C -0.0830(2) 0.29272(17) 0.89115(15) 0.0287(4) Uani 1 1 d . . . H18 H -0.1273 0.3154 0.8343 0.034 Uiso 1 1 calc R A . C19 C 0.8017(2) 0.89130(18) 0.56665(15) 0.0296(5) Uani 1 1 d . . . H19 H 0.7836 0.8852 0.6275 0.036 Uiso 1 1 calc R . . C20 C 0.7983(2) 0.93323(18) 0.43011(15) 0.0310(5) Uani 1 1 d . . . H20 H 0.7737 0.9645 0.3760 0.037 Uiso 1 1 calc R . . C21 C 0.9830(2) 0.76379(18) 0.55763(16) 0.0333(5) Uani 1 1 d . . . H21A H 0.9738 0.7568 0.6233 0.040 Uiso 1 1 calc R . . H21B H 1.0903 0.7929 0.5670 0.040 Uiso 1 1 calc R . . C22 C 0.9248(2) 0.64918(18) 0.47782(15) 0.0294(5) Uani 1 1 d . . . C23 C 1.0147(3) 0.6092(2) 0.42015(16) 0.0373(5) Uani 1 1 d . . . H23 H 1.1114 0.6532 0.4309 0.045 Uiso 1 1 calc R . . C24 C 0.9623(3) 0.5049(2) 0.34719(19) 0.0496(6) Uani 1 1 d . . . H24 H 1.0240 0.4785 0.3093 0.060 Uiso 1 1 calc R . . C25 C 0.8194(3) 0.4394(2) 0.32996(18) 0.0449(6) Uani 1 1 d . . . H25 H 0.7845 0.3689 0.2803 0.054 Uiso 1 1 calc R . . C26 C 0.7811(2) 0.58194(18) 0.46036(16) 0.0337(5) Uani 1 1 d . . . H26 H 0.7203 0.6076 0.4993 0.040 Uiso 1 1 calc R . . C27 C 0.7267(2) 0.47807(18) 0.38659(16) 0.0347(5) Uani 1 1 d . . . C28 C 0.4294(3) 0.5948(2) 0.63092(19) 0.0429(6) Uani 1 1 d . . . H28A H 0.4717 0.6402 0.7029 0.052 Uiso 1 1 calc R . . H28B H 0.4969 0.5467 0.6167 0.052 Uiso 1 1 calc R . . C29 C 0.4134(3) 0.72149(19) 0.43325(17) 0.0380(5) Uani 1 1 d . . . H29 H 0.4088 0.7213 0.3661 0.046 Uiso 1 1 calc R . . C30 C 0.4244(2) 0.77812(18) 0.58836(17) 0.0349(5) Uani 1 1 d . . . H30 H 0.4291 0.8222 0.6532 0.042 Uiso 1 1 calc R . . N1 N 0.73638(19) 0.94972(15) 0.50829(13) 0.0307(4) Uani 1 1 d . . . N2 N 0.89572(19) 0.86954(15) 0.43720(12) 0.0296(4) Uani 1 1 d . . . N3 N 0.89662(18) 0.84282(14) 0.52589(12) 0.0270(4) Uani 1 1 d . . . N4 N 0.4176(2) 0.81509(14) 0.50655(13) 0.0337(4) Uani 1 1 d . . . N5 N 0.4161(2) 0.63073(16) 0.46414(15) 0.0416(5) Uani 1 1 d . . . N6 N 0.4237(2) 0.67005(15) 0.56479(14) 0.0351(4) Uani 1 1 d . . . O1 O 0.46606(17) 0.91590(13) 0.32749(10) 0.0377(4) Uani 1 1 d . . . O2 O 0.32437(17) 1.01731(13) 0.25553(10) 0.0371(4) Uani 1 1 d . . . O3 O 0.2223(2) 0.97269(15) -0.10947(11) 0.0488(4) Uani 1 1 d . . . H3A H 0.1891 0.9906 -0.1619 0.073 Uiso 1 1 calc R . . O4 O 0.31383(19) 0.85836(14) -0.21236(11) 0.0461(4) Uani 1 1 d . . . O5 O 0.6057(2) 0.61372(15) -0.05246(12) 0.0523(4) Uani 1 1 d . . . O6 O 0.6636(2) 0.63910(15) 0.11745(12) 0.0501(4) Uani 1 1 d . . . H6 H 0.7030 0.5865 0.1029 0.075 Uiso 1 1 calc R . . O7 O 0.08105(19) 0.07919(14) 0.76561(11) 0.0423(4) Uani 1 1 d . . . O8 O -0.03247(19) 0.20243(15) 0.70757(11) 0.0451(4) Uani 1 1 d . . . H8 H -0.0035 0.1788 0.6579 0.068 Uiso 1 1 calc R . . O9 O -0.2465(2) 0.45512(14) 0.91832(12) 0.0464(4) Uani 1 1 d . . . H9 H -0.2868 0.5070 0.9337 0.070 Uiso 1 1 calc R . . O10 O -0.1917(2) 0.47542(14) 1.08720(12) 0.0474(4) Uani 1 1 d . . . O11 O 0.1317(2) 0.23628(17) 1.23998(12) 0.0664(6) Uani 1 1 d . A . O12 O 0.166(4) 0.095(2) 1.1239(8) 0.053(4) Uani 0.59(7) 1 d P A 1 H12 H 0.2164 0.0819 1.1749 0.080 Uiso 0.59(7) 1 calc PR A 1 O12' O 0.231(5) 0.137(3) 1.1364(13) 0.048(5) Uani 0.41(7) 1 d P A 2 H12' H 0.2549 0.1066 1.1820 0.072 Uiso 0.41(7) 1 calc PR A 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 Cd1 0.03420(13) 0.02406(12) 0.02883(12) 0.01008(9) 0.01617(9) 0.01455(9) C1 0.0283(10) 0.0271(11) 0.0260(10) 0.0083(9) 0.0085(9) 0.0087(9) C2 0.0254(10) 0.0229(10) 0.0261(10) 0.0058(8) 0.0102(8) 0.0080(8) C3 0.0308(10) 0.0222(10) 0.0267(10) 0.0057(8) 0.0110(9) 0.0121(8) C4 0.0322(11) 0.0244(11) 0.0265(10) 0.0056(9) 0.0120(9) 0.0098(9) C5 0.0349(11) 0.0262(11) 0.0261(10) 0.0026(9) 0.0138(9) 0.0110(9) C6 0.0294(10) 0.0232(11) 0.0329(11) 0.0052(9) 0.0120(9) 0.0116(9) C7 0.0299(10) 0.0256(11) 0.0268(10) 0.0090(9) 0.0079(9) 0.0102(9) C8 0.0369(11) 0.0268(11) 0.0288(11) 0.0064(9) 0.0141(9) 0.0119(9) C9 0.0348(11) 0.0277(12) 0.0372(12) 0.0066(10) 0.0129(10) 0.0146(9) C10 0.0569(15) 0.0476(15) 0.0322(12) 0.0150(11) 0.0212(11) 0.0308(12) C11 0.0348(11) 0.0255(11) 0.0370(12) 0.0100(10) 0.0157(10) 0.0130(9) C12 0.0368(12) 0.0364(13) 0.0294(11) 0.0138(10) 0.0124(9) 0.0174(10) C13 0.0323(11) 0.0302(12) 0.0281(10) 0.0107(9) 0.0135(9) 0.0137(9) C14 0.0423(12) 0.0327(12) 0.0324(11) 0.0115(10) 0.0171(10) 0.0236(10) C15 0.0398(12) 0.0349(12) 0.0286(10) 0.0122(9) 0.0160(9) 0.0184(10) C16 0.0390(12) 0.0297(12) 0.0289(10) 0.0063(9) 0.0175(10) 0.0149(9) C17 0.0304(10) 0.0228(11) 0.0357(11) 0.0085(9) 0.0152(9) 0.0110(9) C18 0.0320(11) 0.0275(11) 0.0306(10) 0.0115(9) 0.0112(9) 0.0112(9) C19 0.0314(11) 0.0338(12) 0.0254(10) 0.0054(9) 0.0132(9) 0.0111(9) C20 0.0344(11) 0.0315(12) 0.0315(11) 0.0113(9) 0.0139(9) 0.0113(10) C21 0.0317(11) 0.0359(13) 0.0339(11) 0.0102(10) 0.0084(9) 0.0160(10) C22 0.0357(11) 0.0307(12) 0.0298(10) 0.0148(9) 0.0129(9) 0.0164(9) C23 0.0385(12) 0.0401(14) 0.0400(12) 0.0141(11) 0.0187(10) 0.0143(10) C24 0.0577(16) 0.0516(16) 0.0464(14) 0.0062(12) 0.0315(13) 0.0199(13) C25 0.0607(16) 0.0322(13) 0.0406(13) 0.0055(11) 0.0185(12) 0.0115(12) C26 0.0378(12) 0.0339(13) 0.0394(12) 0.0157(10) 0.0199(10) 0.0159(10) C27 0.0430(12) 0.0296(12) 0.0362(11) 0.0186(10) 0.0108(10) 0.0115(10) C28 0.0484(14) 0.0328(13) 0.0500(14) 0.0212(11) 0.0110(12) 0.0104(11) C29 0.0454(13) 0.0326(13) 0.0400(12) 0.0106(10) 0.0212(11) 0.0085(10) C30 0.0408(12) 0.0265(12) 0.0379(12) 0.0063(10) 0.0174(10) 0.0065(10) N1 0.0333(9) 0.0315(10) 0.0313(9) 0.0074(8) 0.0149(8) 0.0140(8) N2 0.0338(9) 0.0319(10) 0.0286(9) 0.0104(8) 0.0145(8) 0.0129(8) N3 0.0305(9) 0.0273(9) 0.0253(8) 0.0062(7) 0.0112(7) 0.0113(7) N4 0.0410(10) 0.0258(10) 0.0400(10) 0.0111(8) 0.0205(9) 0.0091(8) N5 0.0537(12) 0.0285(11) 0.0462(11) 0.0075(9) 0.0241(10) 0.0118(9) N6 0.0386(10) 0.0272(10) 0.0414(10) 0.0116(8) 0.0150(9) 0.0077(8) O1 0.0509(9) 0.0475(10) 0.0240(7) 0.0147(7) 0.0126(7) 0.0293(8) O2 0.0526(9) 0.0432(9) 0.0262(7) 0.0103(7) 0.0163(7) 0.0332(8) O3 0.0777(12) 0.0582(11) 0.0309(8) 0.0214(8) 0.0227(9) 0.0498(10) O4 0.0678(11) 0.0513(11) 0.0261(8) 0.0088(7) 0.0206(8) 0.0273(9) O5 0.0676(11) 0.0490(11) 0.0454(10) 0.0032(8) 0.0208(9) 0.0380(9) O6 0.0655(11) 0.0479(11) 0.0524(10) 0.0200(9) 0.0209(9) 0.0431(9) O7 0.0642(10) 0.0487(10) 0.0317(8) 0.0177(7) 0.0234(8) 0.0392(9) O8 0.0681(11) 0.0598(11) 0.0317(8) 0.0252(8) 0.0276(8) 0.0437(9) O9 0.0615(11) 0.0429(11) 0.0496(9) 0.0196(8) 0.0219(9) 0.0363(9) O10 0.0678(11) 0.0441(10) 0.0446(9) 0.0122(8) 0.0281(9) 0.0363(9) O11 0.1127(16) 0.0780(14) 0.0304(9) 0.0191(9) 0.0308(10) 0.0627(13) O12 0.087(10) 0.061(7) 0.029(2) 0.017(3) 0.018(4) 0.055(8) O12' 0.073(11) 0.057(9) 0.031(3) 0.016(5) 0.020(5) 0.049(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.3090(13) 2_676 ? Cd1 O1 2.3090(13) . ? Cd1 N4 2.3540(17) 2_676 ? Cd1 N4 2.3540(17) . ? Cd1 N1 2.3801(16) 2_676 ? Cd1 N1 2.3801(16) . ? C1 O2 1.246(2) . ? C1 O1 1.251(2) . ? C1 C2 1.523(3) . ? C2 C7 1.387(3) . ? C2 C3 1.391(3) . ? C3 C4 1.396(3) . ? C3 H3 0.9300 . ? C4 C5 1.378(3) . ? C4 C8 1.490(3) . ? C5 C6 1.387(3) . ? C5 H5 0.9300 . ? C6 C7 1.394(3) . ? C6 C9 1.481(3) . ? C7 H7 0.9300 . ? C8 O4 1.208(2) . ? C8 O3 1.316(2) . ? C9 O5 1.251(2) . ? C9 O6 1.278(3) . ? C10 O11 1.193(3) . ? C10 O12' 1.323(13) . ? C10 O12 1.335(11) . ? C10 C15 1.494(3) . ? C11 O10 1.250(2) . ? C11 O9 1.278(3) . ? C11 C17 1.480(3) . ? C12 O7 1.213(2) . ? C12 O8 1.307(2) . ? C12 C13 1.495(3) . ? C13 C18 1.387(3) . ? C13 C14 1.388(3) . ? C14 C15 1.383(3) . ? C14 H14 0.9300 . ? C15 C16 1.384(3) . ? C16 C17 1.386(3) . ? C16 H16 0.9300 . ? C17 C18 1.392(3) . ? C18 H18 0.9300 . ? C19 N1 1.327(3) . ? C19 N3 1.329(2) . ? C19 H19 0.9300 . ? C20 N2 1.311(3) . ? C20 N1 1.357(2) . ? C20 H20 0.9300 . ? C21 N3 1.461(3) . ? C21 C22 1.507(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.384(3) . ? C22 C26 1.386(3) . ? C23 C24 1.373(3) . ? C23 H23 0.9300 . ? C24 C25 1.372(3) . ? C24 H24 0.9300 . ? C25 C27 1.390(3) . ? C25 H25 0.9300 . ? C26 C27 1.374(3) . ? C26 H26 0.9300 . ? C27 C28 1.510(3) 2_666 ? C28 N6 1.472(3) . ? C28 C27 1.510(3) 2_666 ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 N5 1.316(3) . ? C29 N4 1.352(3) . ? C29 H29 0.9300 . ? C30 N6 1.318(3) . ? C30 N4 1.328(3) . ? C30 H30 0.9300 . ? N2 N3 1.362(2) . ? N5 N6 1.358(2) . ? O3 H3A 0.8200 . ? O6 H6 0.8200 . ? O8 H8 0.8200 . ? O9 H9 0.8200 . ? O12 H12 0.8200 . ? O12' H12' 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cd1 O1 180.000(1) 2_676 . ? O1 Cd1 N4 85.58(6) 2_676 2_676 ? O1 Cd1 N4 94.42(6) . 2_676 ? O1 Cd1 N4 94.42(6) 2_676 . ? O1 Cd1 N4 85.58(6) . . ? N4 Cd1 N4 180.0 2_676 . ? O1 Cd1 N1 78.31(5) 2_676 2_676 ? O1 Cd1 N1 101.69(5) . 2_676 ? N4 Cd1 N1 83.64(6) 2_676 2_676 ? N4 Cd1 N1 96.36(6) . 2_676 ? O1 Cd1 N1 101.69(5) 2_676 . ? O1 Cd1 N1 78.31(5) . . ? N4 Cd1 N1 96.36(6) 2_676 . ? N4 Cd1 N1 83.64(6) . . ? N1 Cd1 N1 180.000(1) 2_676 . ? O2 C1 O1 124.67(18) . . ? O2 C1 C2 119.34(17) . . ? O1 C1 C2 115.99(18) . . ? C7 C2 C3 119.06(17) . . ? C7 C2 C1 121.05(17) . . ? C3 C2 C1 119.88(17) . . ? C2 C3 C4 120.76(19) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 119.62(18) . . ? C5 C4 C8 119.78(16) . . ? C3 C4 C8 120.60(18) . . ? C4 C5 C6 120.21(17) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C7 120.07(18) . . ? C5 C6 C9 118.90(17) . . ? C7 C6 C9 121.02(18) . . ? C2 C7 C6 120.27(18) . . ? C2 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? O4 C8 O3 123.5(2) . . ? O4 C8 C4 124.36(19) . . ? O3 C8 C4 112.12(16) . . ? O5 C9 O6 123.7(2) . . ? O5 C9 C6 119.07(19) . . ? O6 C9 C6 117.18(17) . . ? O11 C10 O12' 120.2(8) . . ? O11 C10 O12 123.6(4) . . ? O11 C10 C15 124.5(2) . . ? O12' C10 C15 112.2(5) . . ? O12 C10 C15 110.8(4) . . ? O10 C11 O9 123.6(2) . . ? O10 C11 C17 119.53(19) . . ? O9 C11 C17 116.82(17) . . ? O7 C12 O8 122.87(18) . . ? O7 C12 C13 123.79(18) . . ? O8 C12 C13 113.33(18) . . ? C18 C13 C14 119.64(17) . . ? C18 C13 C12 121.95(18) . . ? C14 C13 C12 118.36(18) . . ? C15 C14 C13 120.64(19) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 119.47(19) . . ? C14 C15 C10 120.02(19) . . ? C16 C15 C10 120.51(17) . . ? C15 C16 C17 120.53(18) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C16 C17 C18 119.76(19) . . ? C16 C17 C11 119.74(17) . . ? C18 C17 C11 120.50(18) . . ? C13 C18 C17 119.93(18) . . ? C13 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? N1 C19 N3 110.45(17) . . ? N1 C19 H19 124.8 . . ? N3 C19 H19 124.8 . . ? N2 C20 N1 114.37(18) . . ? N2 C20 H20 122.8 . . ? N1 C20 H20 122.8 . . ? N3 C21 C22 110.97(16) . . ? N3 C21 H21A 109.4 . . ? C22 C21 H21A 109.4 . . ? N3 C21 H21B 109.4 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C23 C22 C26 118.7(2) . . ? C23 C22 C21 120.24(18) . . ? C26 C22 C21 121.11(18) . . ? C24 C23 C22 120.5(2) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C25 C24 C23 120.3(2) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C24 C25 C27 120.2(2) . . ? C24 C25 H25 119.9 . . ? C27 C25 H25 119.9 . . ? C27 C26 C22 121.29(19) . . ? C27 C26 H26 119.4 . . ? C22 C26 H26 119.4 . . ? C26 C27 C25 119.01(19) . . ? C26 C27 C28 120.8(2) . 2_666 ? C25 C27 C28 120.2(2) . 2_666 ? N6 C28 C27 112.16(18) . 2_666 ? N6 C28 H28A 109.2 . . ? C27 C28 H28A 109.2 2_666 . ? N6 C28 H28B 109.2 . . ? C27 C28 H28B 109.2 2_666 . ? H28A C28 H28B 107.9 . . ? N5 C29 N4 114.85(19) . . ? N5 C29 H29 122.6 . . ? N4 C29 H29 122.6 . . ? N6 C30 N4 110.42(19) . . ? N6 C30 H30 124.8 . . ? N4 C30 H30 124.8 . . ? C19 N1 C20 102.80(17) . . ? C19 N1 Cd1 127.06(13) . . ? C20 N1 Cd1 125.46(14) . . ? C20 N2 N3 103.12(15) . . ? C19 N3 N2 109.26(17) . . ? C19 N3 C21 129.96(17) . . ? N2 N3 C21 120.55(15) . . ? C30 N4 C29 102.43(18) . . ? C30 N4 Cd1 129.28(14) . . ? C29 N4 Cd1 123.44(13) . . ? C29 N5 N6 102.17(18) . . ? C30 N6 N5 110.12(17) . . ? C30 N6 C28 129.07(19) . . ? N5 N6 C28 120.81(18) . . ? C1 O1 Cd1 127.49(13) . . ? C8 O3 H3A 109.5 . . ? C9 O6 H6 109.5 . . ? C12 O8 H8 109.5 . . ? C11 O9 H9 109.5 . . ? C10 O12 H12 109.5 . . ? C10 O12' H12' 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C7 -178.71(18) . . . . ? O1 C1 C2 C7 1.6(3) . . . . ? O2 C1 C2 C3 1.3(3) . . . . ? O1 C1 C2 C3 -178.35(18) . . . . ? C7 C2 C3 C4 -0.1(3) . . . . ? C1 C2 C3 C4 179.91(17) . . . . ? C2 C3 C4 C5 0.0(3) . . . . ? C2 C3 C4 C8 179.47(17) . . . . ? C3 C4 C5 C6 0.7(3) . . . . ? C8 C4 C5 C6 -178.83(18) . . . . ? C4 C5 C6 C7 -1.2(3) . . . . ? C4 C5 C6 C9 177.64(18) . . . . ? C3 C2 C7 C6 -0.5(3) . . . . ? C1 C2 C7 C6 179.56(17) . . . . ? C5 C6 C7 C2 1.1(3) . . . . ? C9 C6 C7 C2 -177.73(18) . . . . ? C5 C4 C8 O4 -2.6(3) . . . . ? C3 C4 C8 O4 177.9(2) . . . . ? C5 C4 C8 O3 177.64(18) . . . . ? C3 C4 C8 O3 -1.9(3) . . . . ? C5 C6 C9 O5 -2.2(3) . . . . ? C7 C6 C9 O5 176.61(19) . . . . ? C5 C6 C9 O6 177.11(19) . . . . ? C7 C6 C9 O6 -4.0(3) . . . . ? O7 C12 C13 C18 -176.4(2) . . . . ? O8 C12 C13 C18 4.8(3) . . . . ? O7 C12 C13 C14 6.2(3) . . . . ? O8 C12 C13 C14 -172.57(19) . . . . ? C18 C13 C14 C15 -1.3(3) . . . . ? C12 C13 C14 C15 176.16(19) . . . . ? C13 C14 C15 C16 1.4(3) . . . . ? C13 C14 C15 C10 -177.8(2) . . . . ? O11 C10 C15 C14 176.3(2) . . . . ? O12' C10 C15 C14 16(2) . . . . ? O12 C10 C15 C14 -15.5(18) . . . . ? O11 C10 C15 C16 -3.0(4) . . . . ? O12' C10 C15 C16 -163(2) . . . . ? O12 C10 C15 C16 165.2(18) . . . . ? C14 C15 C16 C17 -0.2(3) . . . . ? C10 C15 C16 C17 179.0(2) . . . . ? C15 C16 C17 C18 -1.1(3) . . . . ? C15 C16 C17 C11 178.75(18) . . . . ? O10 C11 C17 C16 1.1(3) . . . . ? O9 C11 C17 C16 -178.58(19) . . . . ? O10 C11 C17 C18 -179.00(19) . . . . ? O9 C11 C17 C18 1.3(3) . . . . ? C14 C13 C18 C17 0.0(3) . . . . ? C12 C13 C18 C17 -177.41(18) . . . . ? C16 C17 C18 C13 1.2(3) . . . . ? C11 C17 C18 C13 -178.62(18) . . . . ? N3 C21 C22 C23 111.5(2) . . . . ? N3 C21 C22 C26 -68.3(2) . . . . ? C26 C22 C23 C24 0.0(3) . . . . ? C21 C22 C23 C24 -179.9(2) . . . . ? C22 C23 C24 C25 0.6(4) . . . . ? C23 C24 C25 C27 -0.2(4) . . . . ? C23 C22 C26 C27 -0.8(3) . . . . ? C21 C22 C26 C27 179.04(19) . . . . ? C22 C26 C27 C25 1.2(3) . . . . ? C22 C26 C27 C28 179.38(19) . . . 2_666 ? C24 C25 C27 C26 -0.6(3) . . . . ? C24 C25 C27 C28 -178.9(2) . . . 2_666 ? N3 C19 N1 C20 -0.1(2) . . . . ? N3 C19 N1 Cd1 156.42(13) . . . . ? N2 C20 N1 C19 0.0(2) . . . . ? N2 C20 N1 Cd1 -157.04(14) . . . . ? O1 Cd1 N1 C19 52.27(18) 2_676 . . . ? O1 Cd1 N1 C19 -127.73(18) . . . . ? N4 Cd1 N1 C19 139.05(17) 2_676 . . . ? N4 Cd1 N1 C19 -40.95(17) . . . . ? O1 Cd1 N1 C20 -156.26(16) 2_676 . . . ? O1 Cd1 N1 C20 23.74(16) . . . . ? N4 Cd1 N1 C20 -69.48(16) 2_676 . . . ? N4 Cd1 N1 C20 110.52(16) . . . . ? N1 C20 N2 N3 0.1(2) . . . . ? N1 C19 N3 N2 0.1(2) . . . . ? N1 C19 N3 C21 -174.30(19) . . . . ? C20 N2 N3 C19 -0.2(2) . . . . ? C20 N2 N3 C21 174.90(18) . . . . ? C22 C21 N3 C19 112.8(2) . . . . ? C22 C21 N3 N2 -61.1(2) . . . . ? N6 C30 N4 C29 -0.2(2) . . . . ? N6 C30 N4 Cd1 -155.65(14) . . . . ? N5 C29 N4 C30 0.4(3) . . . . ? N5 C29 N4 Cd1 157.71(15) . . . . ? O1 Cd1 N4 C30 -12.56(18) 2_676 . . . ? O1 Cd1 N4 C30 167.44(18) . . . . ? N1 Cd1 N4 C30 -91.27(18) 2_676 . . . ? N1 Cd1 N4 C30 88.73(18) . . . . ? O1 Cd1 N4 C29 -163.42(17) 2_676 . . . ? O1 Cd1 N4 C29 16.58(17) . . . . ? N1 Cd1 N4 C29 117.87(17) 2_676 . . . ? N1 Cd1 N4 C29 -62.13(17) . . . . ? N4 C29 N5 N6 -0.4(2) . . . . ? N4 C30 N6 N5 0.0(2) . . . . ? N4 C30 N6 C28 -179.89(19) . . . . ? C29 N5 N6 C30 0.2(2) . . . . ? C29 N5 N6 C28 -179.85(19) . . . . ? C27 C28 N6 C30 100.0(3) 2_666 . . . ? C27 C28 N6 N5 -79.9(2) 2_666 . . . ? O2 C1 O1 Cd1 -10.3(3) . . . . ? C2 C1 O1 Cd1 169.29(12) . . . . ? N4 Cd1 O1 C1 -45.96(17) 2_676 . . . ? N4 Cd1 O1 C1 134.04(17) . . . . ? N1 Cd1 O1 C1 38.44(17) 2_676 . . . ? N1 Cd1 O1 C1 -141.56(17) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.241 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.054 _database_code_depnum_ccdc_archive 'CCDC 917372'