# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_publication_text _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author_name 'Li-Ya Wang' _publ_contact_author_address ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; _publ_contact_author_email wlya@lynu.edu.cn _publ_contact_author_phone ' (+86) 379-65523593' _publ_contact_author_fax ' (+86) 379-65511205' loop_ _publ_author_name _publ_author_address 'Liu Guang-Zhen' ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; 'li Shi-Hui' ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; 'Li-Ya Wang' ;College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. ; data_1 _database_code_depnum_ccdc_archive 'CCDC 835699' #TrackingRef 'CIF 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H24 Cu2 N2 O8' _chemical_formula_weight 667.59 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.7691(12) _cell_length_b 15.978(2) _cell_length_c 19.948(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.217(2) _cell_angle_gamma 90.00 _cell_volume 2778.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2801 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 21.04 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 1.586 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6925 _exptl_absorpt_correction_T_max 0.8704 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20903 _diffrn_reflns_av_R_equivalents 0.0531 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5162 _reflns_number_gt 3672 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+1.8949P] 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 5162 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0681 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.1010 _refine_ls_wR_factor_gt 0.0880 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Cu1 Cu 0.19175(5) 0.22808(3) 0.30768(2) 0.03243(14) Uani 1 1 d . . . Cu2 Cu 0.33080(5) 0.29269(3) 0.20956(2) 0.03306(14) Uani 1 1 d . . . N1 N 0.4428(3) 0.36155(18) 0.13431(15) 0.0350(7) Uani 1 1 d . . . N2 N 0.0749(4) 0.15419(19) 0.37974(15) 0.0371(7) Uani 1 1 d . . . O1 O 0.3096(3) 0.39269(16) 0.26343(14) 0.0510(7) Uani 1 1 d . . . O2 O 0.1864(3) 0.34102(15) 0.34698(12) 0.0436(7) Uani 1 1 d . . . O3 O -0.0065(3) 0.75618(15) 0.25239(12) 0.0400(6) Uani 1 1 d . . . O4 O -0.1217(3) 0.81344(17) 0.33597(13) 0.0495(7) Uani 1 1 d . . . O5 O 0.3994(3) 0.21211(16) 0.35573(13) 0.0462(7) Uani 1 1 d . . . O6 O 0.5150(3) 0.25986(16) 0.26872(12) 0.0411(6) Uani 1 1 d . . . O7 O 0.6740(3) 0.68266(16) 0.33326(13) 0.0459(7) Uani 1 1 d . . . O8 O 0.7776(3) 0.62721(15) 0.24598(13) 0.0473(7) Uani 1 1 d . . . C1 C 0.2417(4) 0.4006(2) 0.31568(19) 0.0385(9) Uani 1 1 d . . . C2 C 0.2251(4) 0.4882(2) 0.34073(19) 0.0366(9) Uani 1 1 d . . . C3 C 0.1419(5) 0.5066(3) 0.3938(2) 0.0499(11) Uani 1 1 d . . . H3 H 0.0960 0.4638 0.4161 0.060 Uiso 1 1 calc R . . C4 C 0.1269(5) 0.5888(3) 0.4138(2) 0.0511(11) Uani 1 1 d . . . H4 H 0.0700 0.6005 0.4494 0.061 Uiso 1 1 calc R . . C5 C 0.1937(4) 0.6540(2) 0.38244(19) 0.0380(9) Uani 1 1 d . . . C6 C 0.2763(5) 0.6350(3) 0.3298(2) 0.0574(13) Uani 1 1 d . . . H6 H 0.3232 0.6777 0.3080 0.069 Uiso 1 1 calc R . . C7 C 0.2909(5) 0.5527(3) 0.3086(2) 0.0542(12) Uani 1 1 d . . . H7 H 0.3458 0.5413 0.2723 0.065 Uiso 1 1 calc R . . C8 C 0.1793(5) 0.7434(2) 0.40569(19) 0.0436(10) Uani 1 1 d . . . H8A H 0.2734 0.7590 0.4329 0.052 Uiso 1 1 calc R . . H8B H 0.0967 0.7465 0.4343 0.052 Uiso 1 1 calc R . . C9 C 0.1480(4) 0.8071(2) 0.34837(19) 0.0395(9) Uani 1 1 d . . . H9A H 0.1500 0.8632 0.3670 0.047 Uiso 1 1 calc R . . H9B H 0.2280 0.8033 0.3185 0.047 Uiso 1 1 calc R . . C10 C -0.0051(4) 0.7914(2) 0.30893(18) 0.0352(9) Uani 1 1 d . . . C11 C 0.5166(4) 0.2305(2) 0.32696(19) 0.0357(9) Uani 1 1 d . . . C12 C 0.6716(4) 0.2185(2) 0.3671(2) 0.0447(10) Uani 1 1 d . . . H12A H 0.7506 0.2172 0.3366 0.054 Uiso 1 1 calc R . . H12B H 0.6734 0.1654 0.3906 0.054 Uiso 1 1 calc R . . C13 C 0.7059(5) 0.2896(2) 0.4184(2) 0.0485(11) Uani 1 1 d . . . H13A H 0.6284 0.2889 0.4496 0.058 Uiso 1 1 calc R . . H13B H 0.8042 0.2787 0.4441 0.058 Uiso 1 1 calc R . . C14 C 0.7101(4) 0.3757(2) 0.38770(19) 0.0405(9) Uani 1 1 d . . . C15 C 0.7855(5) 0.3912(2) 0.3320(2) 0.0510(11) Uani 1 1 d . . . H15 H 0.8352 0.3475 0.3127 0.061 Uiso 1 1 calc R . . C16 C 0.7891(5) 0.4702(2) 0.3042(2) 0.0468(10) Uani 1 1 d . . . H16 H 0.8384 0.4785 0.2657 0.056 Uiso 1 1 calc R . . C17 C 0.7207(4) 0.5367(2) 0.33272(19) 0.0382(9) Uani 1 1 d . . . C18 C 0.6447(5) 0.5220(3) 0.3894(2) 0.0557(12) Uani 1 1 d . . . H18 H 0.5967 0.5660 0.4094 0.067 Uiso 1 1 calc R . . C19 C 0.6403(5) 0.4431(3) 0.4160(2) 0.0566(12) Uani 1 1 d . . . H19 H 0.5892 0.4344 0.4539 0.068 Uiso 1 1 calc R . . C20 C 0.7250(4) 0.6219(2) 0.30213(19) 0.0376(9) Uani 1 1 d . . . C21 C 0.0132(5) 0.0808(2) 0.36112(18) 0.0409(10) Uani 1 1 d . . . H21 H -0.0086 0.0702 0.3152 0.049 Uiso 1 1 calc R . . C22 C -0.0202(4) 0.0196(2) 0.40528(17) 0.0378(9) Uani 1 1 d . . . H22 H -0.0638 -0.0306 0.3892 0.045 Uiso 1 1 calc R . . C23 C 0.0115(4) 0.0327(2) 0.47492(17) 0.0309(8) Uani 1 1 d . . . C24 C 0.0682(5) 0.1115(2) 0.49390(19) 0.0410(10) Uani 1 1 d . . . H24 H 0.0863 0.1252 0.5394 0.049 Uiso 1 1 calc R . . C25 C 0.0979(5) 0.1693(2) 0.44571(19) 0.0424(10) Uani 1 1 d . . . H25 H 0.1359 0.2214 0.4600 0.051 Uiso 1 1 calc R . . C26 C 0.4901(5) 0.4402(2) 0.14548(18) 0.0416(10) Uani 1 1 d . . . H26 H 0.5064 0.4587 0.1899 0.050 Uiso 1 1 calc R . . C27 C 0.5159(5) 0.4951(2) 0.09532(18) 0.0423(10) Uani 1 1 d . . . H27 H 0.5496 0.5491 0.1062 0.051 Uiso 1 1 calc R . . C28 C 0.4921(4) 0.4706(2) 0.02805(17) 0.0317(8) Uani 1 1 d . . . C29 C 0.4513(5) 0.3871(2) 0.01682(18) 0.0414(10) Uani 1 1 d . . . H29 H 0.4397 0.3659 -0.0269 0.050 Uiso 1 1 calc R . . C30 C 0.4282(5) 0.3362(2) 0.07013(18) 0.0416(10) Uani 1 1 d . . . H30 H 0.4008 0.2808 0.0611 0.050 Uiso 1 1 calc 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 Cu1 0.0413(3) 0.0294(3) 0.0278(2) 0.00801(18) 0.0089(2) 0.0001(2) Cu2 0.0414(3) 0.0301(3) 0.0289(3) 0.00853(18) 0.0092(2) -0.0001(2) N1 0.0415(19) 0.0334(18) 0.0311(17) 0.0083(13) 0.0078(14) -0.0034(14) N2 0.044(2) 0.0359(18) 0.0325(18) 0.0089(14) 0.0088(15) -0.0010(15) O1 0.072(2) 0.0353(15) 0.0495(18) -0.0010(13) 0.0249(16) 0.0018(14) O2 0.0622(19) 0.0332(15) 0.0370(15) -0.0004(12) 0.0129(14) -0.0015(13) O3 0.0437(16) 0.0417(15) 0.0349(15) -0.0089(12) 0.0060(12) 0.0023(12) O4 0.0460(17) 0.0623(19) 0.0401(16) -0.0228(14) 0.0044(14) -0.0017(14) O5 0.0461(17) 0.0533(18) 0.0388(15) 0.0180(13) 0.0032(13) 0.0006(13) O6 0.0439(16) 0.0438(16) 0.0364(15) 0.0131(12) 0.0078(12) 0.0006(13) O7 0.068(2) 0.0347(15) 0.0368(15) -0.0016(12) 0.0138(14) 0.0060(14) O8 0.067(2) 0.0318(15) 0.0470(17) -0.0015(12) 0.0236(15) -0.0005(13) C1 0.042(2) 0.038(2) 0.035(2) -0.0006(18) 0.0000(19) 0.0031(18) C2 0.040(2) 0.032(2) 0.038(2) 0.0019(17) 0.0039(18) 0.0033(17) C3 0.070(3) 0.038(2) 0.044(2) -0.0019(19) 0.017(2) -0.013(2) C4 0.065(3) 0.051(3) 0.040(2) -0.007(2) 0.019(2) -0.004(2) C5 0.041(2) 0.037(2) 0.036(2) 0.0024(17) 0.0024(18) 0.0018(18) C6 0.076(3) 0.036(2) 0.067(3) 0.005(2) 0.035(3) 0.000(2) C7 0.062(3) 0.041(3) 0.065(3) -0.001(2) 0.032(2) 0.005(2) C8 0.054(3) 0.041(2) 0.035(2) -0.0070(18) -0.0027(19) 0.0010(19) C9 0.046(2) 0.029(2) 0.042(2) -0.0091(17) 0.0000(19) -0.0039(17) C10 0.044(2) 0.027(2) 0.035(2) 0.0009(16) 0.0042(18) -0.0017(17) C11 0.041(2) 0.027(2) 0.039(2) 0.0032(17) 0.0020(18) 0.0013(17) C12 0.044(2) 0.036(2) 0.053(3) 0.0129(19) 0.002(2) 0.0059(18) C13 0.053(3) 0.051(3) 0.040(2) 0.011(2) -0.004(2) -0.002(2) C14 0.041(2) 0.043(2) 0.036(2) 0.0052(18) -0.0005(18) -0.0020(19) C15 0.067(3) 0.035(2) 0.053(3) -0.003(2) 0.018(2) 0.005(2) C16 0.057(3) 0.035(2) 0.052(3) 0.0018(19) 0.021(2) -0.004(2) C17 0.042(2) 0.035(2) 0.038(2) -0.0009(17) 0.0062(18) -0.0014(18) C18 0.084(3) 0.042(3) 0.046(3) 0.004(2) 0.027(2) 0.014(2) C19 0.083(3) 0.051(3) 0.041(3) 0.012(2) 0.028(2) 0.009(2) C20 0.042(2) 0.033(2) 0.037(2) -0.0030(17) 0.0016(19) -0.0021(17) C21 0.057(3) 0.039(2) 0.027(2) 0.0036(17) 0.0074(19) -0.008(2) C22 0.053(3) 0.033(2) 0.029(2) 0.0018(16) 0.0082(18) -0.0074(18) C23 0.034(2) 0.030(2) 0.030(2) 0.0050(15) 0.0108(16) -0.0027(16) C24 0.058(3) 0.036(2) 0.030(2) 0.0014(17) 0.0091(19) -0.0098(19) C25 0.057(3) 0.035(2) 0.037(2) 0.0055(17) 0.012(2) -0.0101(19) C26 0.059(3) 0.041(2) 0.025(2) 0.0019(17) 0.0084(19) -0.009(2) C27 0.066(3) 0.030(2) 0.033(2) 0.0014(17) 0.011(2) -0.0089(19) C28 0.038(2) 0.030(2) 0.028(2) 0.0057(15) 0.0077(16) -0.0014(16) C29 0.062(3) 0.036(2) 0.027(2) 0.0003(16) 0.0091(19) -0.0096(19) C30 0.059(3) 0.030(2) 0.036(2) 0.0044(17) 0.010(2) -0.0073(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 Cu1 O3 1.963(3) 2_545 ? Cu1 O8 1.969(3) 2_645 ? Cu1 O2 1.970(2) . ? Cu1 O5 1.980(3) . ? Cu1 N2 2.198(3) . ? Cu1 Cu2 2.6267(6) . ? Cu2 O1 1.946(3) . ? Cu2 O7 1.953(3) 2_645 ? Cu2 O6 1.965(3) . ? Cu2 O4 1.984(3) 2_545 ? Cu2 N1 2.179(3) . ? N1 C26 1.334(4) . ? N1 C30 1.335(4) . ? N2 C21 1.328(4) . ? N2 C25 1.332(5) . ? O1 C1 1.261(4) . ? O2 C1 1.264(4) . ? O3 C10 1.259(4) . ? O3 Cu1 1.963(3) 2 ? O4 C10 1.256(4) . ? O4 Cu2 1.984(3) 2 ? O5 C11 1.265(4) . ? O6 C11 1.252(4) . ? O7 C20 1.261(4) . ? O7 Cu2 1.953(3) 2_655 ? O8 C20 1.259(4) . ? O8 Cu1 1.969(3) 2_655 ? C1 C2 1.498(5) . ? C2 C7 1.374(5) . ? C2 C3 1.381(5) . ? C3 C4 1.383(5) . ? C3 H3 0.9300 . ? C4 C5 1.377(5) . ? C4 H4 0.9300 . ? C5 C6 1.373(5) . ? C5 C8 1.512(5) . ? C6 C7 1.390(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.533(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.502(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.513(5) . ? C12 C13 1.536(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.508(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.376(5) . ? C14 C19 1.387(5) . ? C15 C16 1.380(5) . ? C15 H15 0.9300 . ? C16 C17 1.374(5) . ? C16 H16 0.9300 . ? C17 C18 1.394(5) . ? C17 C20 1.494(5) . ? C18 C19 1.370(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C21 C22 1.368(5) . ? C21 H21 0.9300 . ? C22 C23 1.403(5) . ? C22 H22 0.9300 . ? C23 C24 1.390(5) . ? C23 C23 1.477(6) 3_556 ? C24 C25 1.378(5) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.368(5) . ? C26 H26 0.9300 . ? C27 C28 1.392(5) . ? C27 H27 0.9300 . ? C28 C29 1.392(5) . ? C28 C28 1.479(6) 3_665 ? C29 C30 1.371(5) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cu1 O8 90.46(11) 2_545 2_645 ? O3 Cu1 O2 88.83(11) 2_545 . ? O8 Cu1 O2 167.56(11) 2_645 . ? O3 Cu1 O5 168.99(10) 2_545 . ? O8 Cu1 O5 89.16(12) 2_645 . ? O2 Cu1 O5 89.18(11) . . ? O3 Cu1 N2 96.21(11) 2_545 . ? O8 Cu1 N2 90.95(11) 2_645 . ? O2 Cu1 N2 101.47(11) . . ? O5 Cu1 N2 94.80(11) . . ? O3 Cu1 Cu2 82.86(7) 2_545 . ? O8 Cu1 Cu2 79.34(8) 2_645 . ? O2 Cu1 Cu2 88.25(8) . . ? O5 Cu1 Cu2 86.25(8) . . ? N2 Cu1 Cu2 170.23(8) . . ? O1 Cu2 O7 169.10(11) . 2_645 ? O1 Cu2 O6 90.53(12) . . ? O7 Cu2 O6 89.99(11) 2_645 . ? O1 Cu2 O4 88.66(12) . 2_545 ? O7 Cu2 O4 88.57(12) 2_645 2_545 ? O6 Cu2 O4 167.96(10) . 2_545 ? O1 Cu2 N1 92.46(11) . . ? O7 Cu2 N1 98.23(11) 2_645 . ? O6 Cu2 N1 98.40(11) . . ? O4 Cu2 N1 93.64(11) 2_545 . ? O1 Cu2 Cu1 80.29(8) . . ? O7 Cu2 Cu1 88.99(8) 2_645 . ? O6 Cu2 Cu1 82.26(7) . . ? O4 Cu2 Cu1 85.77(8) 2_545 . ? N1 Cu2 Cu1 172.74(8) . . ? C26 N1 C30 116.2(3) . . ? C26 N1 Cu2 121.0(2) . . ? C30 N1 Cu2 120.3(2) . . ? C21 N2 C25 116.8(3) . . ? C21 N2 Cu1 119.7(2) . . ? C25 N2 Cu1 121.2(3) . . ? C1 O1 Cu2 128.4(3) . . ? C1 O2 Cu1 117.8(2) . . ? C10 O3 Cu1 125.1(3) . 2 ? C10 O4 Cu2 120.7(2) . 2 ? C11 O5 Cu1 120.0(2) . . ? C11 O6 Cu2 125.7(3) . . ? C20 O7 Cu2 118.0(2) . 2_655 ? C20 O8 Cu1 128.6(2) . 2_655 ? O1 C1 O2 125.0(4) . . ? O1 C1 C2 116.2(3) . . ? O2 C1 C2 118.8(3) . . ? C7 C2 C3 118.7(4) . . ? C7 C2 C1 119.0(4) . . ? C3 C2 C1 122.3(3) . . ? C2 C3 C4 119.9(4) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 122.0(4) . . ? C5 C4 H4 119.0 . . ? C3 C4 H4 119.0 . . ? C6 C5 C4 117.7(4) . . ? C6 C5 C8 120.8(4) . . ? C4 C5 C8 121.4(4) . . ? C5 C6 C7 121.0(4) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C2 C7 C6 120.7(4) . . ? C2 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C5 C8 C9 114.4(3) . . ? C5 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? C5 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C10 C9 C8 111.0(3) . . ? C10 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? C10 C9 H9B 109.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? O4 C10 O3 125.5(4) . . ? O4 C10 C9 116.8(3) . . ? O3 C10 C9 117.7(3) . . ? O6 C11 O5 125.4(3) . . ? O6 C11 C12 117.2(4) . . ? O5 C11 C12 117.3(3) . . ? C11 C12 C13 111.0(3) . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12B 109.4 . . ? C13 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C14 C13 C12 114.6(3) . . ? C14 C13 H13A 108.6 . . ? C12 C13 H13A 108.6 . . ? C14 C13 H13B 108.6 . . ? C12 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? C15 C14 C19 117.4(4) . . ? C15 C14 C13 121.8(4) . . ? C19 C14 C13 120.8(4) . . ? C14 C15 C16 121.6(4) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C17 C16 C15 120.7(4) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C16 C17 C18 118.3(4) . . ? C16 C17 C20 120.3(3) . . ? C18 C17 C20 121.4(4) . . ? C19 C18 C17 120.3(4) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C14 121.6(4) . . ? C18 C19 H19 119.2 . . ? C14 C19 H19 119.2 . . ? O8 C20 O7 124.7(3) . . ? O8 C20 C17 116.9(3) . . ? O7 C20 C17 118.3(3) . . ? N2 C21 C22 124.1(3) . . ? N2 C21 H21 118.0 . . ? C22 C21 H21 118.0 . . ? C21 C22 C23 119.8(3) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C24 C23 C22 115.6(3) . . ? C24 C23 C23 121.8(4) . 3_556 ? C22 C23 C23 122.6(4) . 3_556 ? C25 C24 C23 120.4(4) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? N2 C25 C24 123.2(4) . . ? N2 C25 H25 118.4 . . ? C24 C25 H25 118.4 . . ? N1 C26 C27 123.7(3) . . ? N1 C26 H26 118.1 . . ? C27 C26 H26 118.1 . . ? C26 C27 C28 120.3(3) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C27 C28 C29 115.7(3) . . ? C27 C28 C28 122.3(4) . 3_665 ? C29 C28 C28 122.0(4) . 3_665 ? C30 C29 C28 120.0(3) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? N1 C30 C29 123.9(3) . . ? N1 C30 H30 118.1 . . ? C29 C30 H30 118.1 . . ? 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 O3 Cu1 Cu2 O1 90.34(12) 2_545 . . . ? O8 Cu1 Cu2 O1 -177.83(12) 2_645 . . . ? O2 Cu1 Cu2 O1 1.30(12) . . . . ? O5 Cu1 Cu2 O1 -87.99(12) . . . . ? N2 Cu1 Cu2 O1 175.5(5) . . . . ? O3 Cu1 Cu2 O7 -87.66(11) 2_545 . . 2_645 ? O8 Cu1 Cu2 O7 4.16(12) 2_645 . . 2_645 ? O2 Cu1 Cu2 O7 -176.70(11) . . . 2_645 ? O5 Cu1 Cu2 O7 94.01(12) . . . 2_645 ? N2 Cu1 Cu2 O7 -2.5(5) . . . 2_645 ? O3 Cu1 Cu2 O6 -177.78(10) 2_545 . . . ? O8 Cu1 Cu2 O6 -85.96(12) 2_645 . . . ? O2 Cu1 Cu2 O6 93.17(11) . . . . ? O5 Cu1 Cu2 O6 3.88(11) . . . . ? N2 Cu1 Cu2 O6 -92.6(5) . . . . ? O3 Cu1 Cu2 O4 0.99(11) 2_545 . . 2_545 ? O8 Cu1 Cu2 O4 92.81(12) 2_645 . . 2_545 ? O2 Cu1 Cu2 O4 -88.06(12) . . . 2_545 ? O5 Cu1 Cu2 O4 -177.35(12) . . . 2_545 ? N2 Cu1 Cu2 O4 86.1(5) . . . 2_545 ? O3 Cu1 Cu2 N1 86.5(7) 2_545 . . . ? O8 Cu1 Cu2 N1 178.3(7) 2_645 . . . ? O2 Cu1 Cu2 N1 -2.5(7) . . . . ? O5 Cu1 Cu2 N1 -91.8(7) . . . . ? N2 Cu1 Cu2 N1 171.7(8) . . . . ? O1 Cu2 N1 C26 10.7(3) . . . . ? O7 Cu2 N1 C26 -171.4(3) 2_645 . . . ? O6 Cu2 N1 C26 -80.2(3) . . . . ? O4 Cu2 N1 C26 99.5(3) 2_545 . . . ? Cu1 Cu2 N1 C26 14.5(9) . . . . ? O1 Cu2 N1 C30 -150.6(3) . . . . ? O7 Cu2 N1 C30 27.3(3) 2_645 . . . ? O6 Cu2 N1 C30 118.5(3) . . . . ? O4 Cu2 N1 C30 -61.8(3) 2_545 . . . ? Cu1 Cu2 N1 C30 -146.8(5) . . . . ? O3 Cu1 N2 C21 69.1(3) 2_545 . . . ? O8 Cu1 N2 C21 -21.4(3) 2_645 . . . ? O2 Cu1 N2 C21 159.2(3) . . . . ? O5 Cu1 N2 C21 -110.7(3) . . . . ? Cu2 Cu1 N2 C21 -14.9(7) . . . . ? O3 Cu1 N2 C25 -128.7(3) 2_545 . . . ? O8 Cu1 N2 C25 140.7(3) 2_645 . . . ? O2 Cu1 N2 C25 -38.7(3) . . . . ? O5 Cu1 N2 C25 51.5(3) . . . . ? Cu2 Cu1 N2 C25 147.2(4) . . . . ? O7 Cu2 O1 C1 5.9(9) 2_645 . . . ? O6 Cu2 O1 C1 -86.7(3) . . . . ? O4 Cu2 O1 C1 81.2(3) 2_545 . . . ? N1 Cu2 O1 C1 174.8(3) . . . . ? Cu1 Cu2 O1 C1 -4.7(3) . . . . ? O3 Cu1 O2 C1 -81.7(3) 2_545 . . . ? O8 Cu1 O2 C1 5.1(7) 2_645 . . . ? O5 Cu1 O2 C1 87.5(3) . . . . ? N2 Cu1 O2 C1 -177.8(3) . . . . ? Cu2 Cu1 O2 C1 1.2(3) . . . . ? O3 Cu1 O5 C11 -12.4(7) 2_545 . . . ? O8 Cu1 O5 C11 75.7(3) 2_645 . . . ? O2 Cu1 O5 C11 -92.0(3) . . . . ? N2 Cu1 O5 C11 166.5(3) . . . . ? Cu2 Cu1 O5 C11 -3.7(3) . . . . ? O1 Cu2 O6 C11 74.4(3) . . . . ? O7 Cu2 O6 C11 -94.7(3) 2_645 . . . ? O4 Cu2 O6 C11 -11.6(7) 2_545 . . . ? N1 Cu2 O6 C11 167.0(3) . . . . ? Cu1 Cu2 O6 C11 -5.7(3) . . . . ? Cu2 O1 C1 O2 7.5(6) . . . . ? Cu2 O1 C1 C2 -171.5(2) . . . . ? Cu1 O2 C1 O1 -5.0(5) . . . . ? Cu1 O2 C1 C2 174.0(3) . . . . ? O1 C1 C2 C7 -3.7(6) . . . . ? O2 C1 C2 C7 177.2(4) . . . . ? O1 C1 C2 C3 174.3(4) . . . . ? O2 C1 C2 C3 -4.8(6) . . . . ? C7 C2 C3 C4 -0.3(6) . . . . ? C1 C2 C3 C4 -178.3(4) . . . . ? C2 C3 C4 C5 -0.4(7) . . . . ? C3 C4 C5 C6 0.3(6) . . . . ? C3 C4 C5 C8 -178.7(4) . . . . ? C4 C5 C6 C7 0.5(7) . . . . ? C8 C5 C6 C7 179.5(4) . . . . ? C3 C2 C7 C6 1.1(7) . . . . ? C1 C2 C7 C6 179.2(4) . . . . ? C5 C6 C7 C2 -1.2(7) . . . . ? C6 C5 C8 C9 43.4(5) . . . . ? C4 C5 C8 C9 -137.6(4) . . . . ? C5 C8 C9 C10 64.5(4) . . . . ? Cu2 O4 C10 O3 0.8(5) 2 . . . ? Cu2 O4 C10 C9 -177.9(2) 2 . . . ? Cu1 O3 C10 O4 0.6(5) 2 . . . ? Cu1 O3 C10 C9 179.3(2) 2 . . . ? C8 C9 C10 O4 75.6(4) . . . . ? C8 C9 C10 O3 -103.2(4) . . . . ? Cu2 O6 C11 O5 4.8(5) . . . . ? Cu2 O6 C11 C12 -173.2(2) . . . . ? Cu1 O5 C11 O6 0.7(5) . . . . ? Cu1 O5 C11 C12 178.7(2) . . . . ? O6 C11 C12 C13 101.0(4) . . . . ? O5 C11 C12 C13 -77.1(4) . . . . ? C11 C12 C13 C14 -60.4(5) . . . . ? C12 C13 C14 C15 -44.9(6) . . . . ? C12 C13 C14 C19 136.6(4) . . . . ? C19 C14 C15 C16 -1.4(6) . . . . ? C13 C14 C15 C16 -179.9(4) . . . . ? C14 C15 C16 C17 1.9(7) . . . . ? C15 C16 C17 C18 -1.5(6) . . . . ? C15 C16 C17 C20 -179.9(4) . . . . ? C16 C17 C18 C19 0.6(7) . . . . ? C20 C17 C18 C19 179.0(4) . . . . ? C17 C18 C19 C14 -0.1(7) . . . . ? C15 C14 C19 C18 0.5(7) . . . . ? C13 C14 C19 C18 179.1(4) . . . . ? Cu1 O8 C20 O7 3.7(6) 2_655 . . . ? Cu1 O8 C20 C17 -177.5(2) 2_655 . . . ? Cu2 O7 C20 O8 2.2(5) 2_655 . . . ? Cu2 O7 C20 C17 -176.5(3) 2_655 . . . ? C16 C17 C20 O8 7.8(6) . . . . ? C18 C17 C20 O8 -170.5(4) . . . . ? C16 C17 C20 O7 -173.3(4) . . . . ? C18 C17 C20 O7 8.3(6) . . . . ? C25 N2 C21 C22 -3.2(6) . . . . ? Cu1 N2 C21 C22 159.6(3) . . . . ? N2 C21 C22 C23 -0.3(6) . . . . ? C21 C22 C23 C24 3.6(6) . . . . ? C21 C22 C23 C23 -175.5(4) . . . 3_556 ? C22 C23 C24 C25 -3.5(6) . . . . ? C23 C23 C24 C25 175.7(4) 3_556 . . . ? C21 N2 C25 C24 3.4(6) . . . . ? Cu1 N2 C25 C24 -159.3(3) . . . . ? C23 C24 C25 N2 0.0(6) . . . . ? C30 N1 C26 C27 3.3(6) . . . . ? Cu2 N1 C26 C27 -158.7(3) . . . . ? N1 C26 C27 C28 0.4(6) . . . . ? C26 C27 C28 C29 -3.9(6) . . . . ? C26 C27 C28 C28 175.6(4) . . . 3_665 ? C27 C28 C29 C30 3.8(6) . . . . ? C28 C28 C29 C30 -175.7(4) 3_665 . . . ? C26 N1 C30 C29 -3.4(6) . . . . ? Cu2 N1 C30 C29 158.7(3) . . . . ? C28 C29 C30 N1 -0.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.819 _refine_diff_density_min -0.345 _refine_diff_density_rms 0.072 # Attachment 'CIF 2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 835700' #TrackingRef 'CIF 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H25 Co N3 O5' _chemical_formula_weight 542.44 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' Co Co 0.3494 0.9721 '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 Orthorhombic _symmetry_space_group_name_H-M Ibam loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x, -y, -z+1/2' '-x, y, -z+1/2' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z+1' '-x+1/2, y+1/2, -z+1' '-x, -y, -z' 'x, y, -z' '-x, y, z-1/2' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' _cell_length_a 9.2137(14) _cell_length_b 28.298(3) _cell_length_c 20.620(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5376.2(11) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9900 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.340 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2248 _exptl_absorpt_coefficient_mu 0.680 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7274 _exptl_absorpt_correction_T_max 0.9290 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 23782 _diffrn_reflns_av_R_equivalents 0.0847 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 28.29 _reflns_number_total 3423 _reflns_number_gt 2931 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0704P)^2^+26.1094P] 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 3423 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0700 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1842 _refine_ls_wR_factor_gt 0.1793 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.7786(5) -3.89921(13) -0.61094(18) 0.0527(10) Uani 1 1 d . . . C2 C -0.7801(8) -3.93306(19) -0.6683(2) 0.095(2) Uani 1 1 d . . . C3 C -0.8193(13) -3.9186(3) -0.7281(4) 0.071(3) Uani 0.50 1 d P . . C4 C -0.8061(18) -3.9483(4) -0.7830(5) 0.098(4) Uani 0.50 1 d P . . C5 C -0.7184(12) -3.9928(2) -0.7794(3) 0.133(3) Uani 1 1 d . . . C6 C -0.7052(11) -3.9752(2) -0.6636(3) 0.122(3) Uani 1 1 d . . . O1 O -0.6836(3) -3.90730(8) -0.56898(12) 0.0434(6) Uani 1 1 d . . . O2 O -0.8661(4) -3.86589(12) -0.60991(18) 0.0837(12) Uani 1 1 d . . . Co1 Co -0.60497(7) -3.860747(19) -0.5000 0.0333(2) Uani 1 2 d S . . N1 N -0.4020(5) -3.89817(14) -0.5000 0.0460(10) Uani 1 2 d S . . N2 N -0.5208(3) -3.81845(10) -0.58094(15) 0.0462(7) Uani 1 1 d . . . O3W O -0.7960(4) -3.81894(11) -0.5000 0.0417(8) Uani 1 2 d S . . H3W H -0.8333 -3.8304 -0.4671 0.063 Uiso 1 1 d R . . C7 C -0.2721(7) -3.8776(2) -0.5000 0.085(3) Uani 1 2 d S . . H7A H -0.2688 -3.8447 -0.5000 0.102 Uiso 1 2 calc SR . . C8 C -0.1428(7) -3.9016(2) -0.5000 0.088(3) Uani 1 2 d S . . H8A H -0.0555 -3.8851 -0.5000 0.105 Uiso 1 2 calc SR . . C9 C -0.1431(6) -3.95079(19) -0.5000 0.0483(12) Uani 1 2 d S . . C10 C -0.2776(6) -3.97202(18) -0.5000 0.0579(15) Uani 1 2 d S . . H10A H -0.2850 -4.0048 -0.5000 0.070 Uiso 1 2 calc SR . . C11 C -0.4001(6) -3.94494(18) -0.5000 0.0563(15) Uani 1 2 d S . . H11A H -0.4890 -3.9605 -0.5000 0.068 Uiso 1 2 calc SR . . C12 C -0.0067(6) -3.97634(19) -0.5000 0.0545(14) Uani 1 2 d S . . H12A H 0.0782 -3.9586 -0.5000 0.065 Uiso 1 2 calc SR . . C13 C -0.4476(6) -3.84083(16) -0.6278(3) 0.0758(16) Uani 1 1 d . . . H13A H -0.4465 -3.8737 -0.6272 0.091 Uiso 1 1 calc R . . C14 C -0.3741(6) -3.81833(19) -0.6767(3) 0.0825(17) Uani 1 1 d . . . H14A H -0.3260 -3.8358 -0.7083 0.099 Uiso 1 1 calc R . . C15 C -0.3722(5) -3.76900(16) -0.6787(2) 0.0571(11) Uani 1 1 d . . . C16 C -0.4547(6) -3.74633(15) -0.63264(19) 0.0624(12) Uani 1 1 d . . . H16A H -0.4626 -3.7136 -0.6333 0.075 Uiso 1 1 calc R . . C17 C -0.5253(5) -3.77187(13) -0.58565(18) 0.0538(10) Uani 1 1 d . . . H17A H -0.5798 -3.7554 -0.5552 0.065 Uiso 1 1 calc R . . C18 C -0.2919(5) -3.74156(18) -0.7275(2) 0.0684(13) Uani 1 1 d . . . H18A H -0.3020 -3.7089 -0.7259 0.082 Uiso 1 1 calc 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 C1 0.079(3) 0.0425(18) 0.0368(18) -0.0096(14) -0.0121(18) 0.0042(18) C2 0.163(6) 0.070(3) 0.052(3) -0.030(2) -0.036(3) 0.039(4) C3 0.111(8) 0.061(5) 0.040(4) -0.011(4) -0.015(5) -0.007(5) C4 0.175(14) 0.071(6) 0.047(5) -0.020(5) -0.012(7) -0.015(8) C5 0.255(10) 0.080(4) 0.065(3) -0.028(3) 0.005(5) -0.055(6) C6 0.224(9) 0.082(4) 0.062(3) -0.038(3) -0.038(5) 0.052(5) O1 0.0564(15) 0.0337(11) 0.0401(12) -0.0069(9) -0.0054(11) -0.0001(10) O2 0.107(3) 0.070(2) 0.074(2) -0.0326(17) -0.043(2) 0.035(2) Co1 0.0411(4) 0.0264(3) 0.0323(3) 0.000 0.000 -0.0031(2) N1 0.036(2) 0.0315(19) 0.071(3) 0.000 0.000 0.0002(16) N2 0.0488(17) 0.0431(15) 0.0466(16) 0.0071(12) 0.0106(14) -0.0081(13) O3W 0.054(2) 0.0357(16) 0.0350(16) 0.000 0.000 0.0062(15) C7 0.040(3) 0.035(3) 0.180(9) 0.000 0.000 -0.002(2) C8 0.034(3) 0.043(3) 0.187(10) 0.000 0.000 -0.006(2) C9 0.034(2) 0.041(3) 0.069(3) 0.000 0.000 0.000(2) C10 0.038(3) 0.031(2) 0.104(5) 0.000 0.000 0.001(2) C11 0.039(3) 0.031(2) 0.099(5) 0.000 0.000 -0.006(2) C12 0.033(2) 0.050(3) 0.080(4) 0.000 0.000 -0.003(2) C13 0.100(4) 0.049(2) 0.079(3) 0.014(2) 0.048(3) 0.004(2) C14 0.096(4) 0.069(3) 0.082(3) 0.022(3) 0.051(3) 0.008(3) C15 0.052(2) 0.066(2) 0.053(2) 0.024(2) -0.0063(18) -0.0167(19) C16 0.096(3) 0.048(2) 0.0433(19) 0.0111(17) -0.006(2) -0.021(2) C17 0.082(3) 0.0437(18) 0.0357(17) 0.0051(14) -0.0027(18) -0.0084(19) C18 0.067(3) 0.076(3) 0.062(3) 0.029(2) -0.001(2) -0.022(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.241(5) . ? C1 O1 1.252(5) . ? C1 C2 1.523(5) . ? C2 C3 1.348(10) . ? C2 C6 1.382(8) . ? C3 C4 1.415(12) . ? C4 C5 1.498(16) . ? C5 C5 1.278(13) 3_5-3 ? C5 C6 1.490(7) 3_5-3 ? C6 C5 1.490(7) 3_5-3 ? O1 Co1 2.070(2) . ? Co1 O1 2.070(2) 10_554 ? Co1 O3W 2.121(4) . ? Co1 N1 2.149(4) . ? Co1 N2 2.195(3) 10_554 ? Co1 N2 2.195(3) . ? N1 C11 1.323(6) . ? N1 C7 1.332(8) . ? N2 C17 1.322(5) . ? N2 C13 1.337(5) . ? O3W H3W 0.8260 . ? C7 C8 1.371(9) . ? C7 H7A 0.9300 . ? C8 C9 1.393(8) . ? C8 H8A 0.9300 . ? C9 C10 1.377(8) . ? C9 C12 1.450(8) . ? C10 C11 1.364(8) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C12 1.345(11) 9_5-4 ? C12 H12A 0.9300 . ? C13 C14 1.372(6) . ? C13 H13A 0.9300 . ? C14 C15 1.396(7) . ? C14 H14A 0.9300 . ? C15 C16 1.375(7) . ? C15 C18 1.470(5) . ? C16 C17 1.373(5) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C18 1.299(10) 13_4-3 ? C18 H18A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 125.6(3) . . ? O2 C1 C2 119.0(4) . . ? O1 C1 C2 115.4(4) . . ? C3 C2 C6 117.5(6) . . ? C3 C2 C1 121.4(6) . . ? C6 C2 C1 118.9(4) . . ? C2 C3 C4 121.8(9) . . ? C3 C4 C5 120.4(10) . . ? C5 C5 C6 123.7(8) 3_5-3 3_5-3 ? C5 C5 C4 108.4(7) 3_5-3 . ? C6 C5 C4 121.0(8) 3_5-3 . ? C2 C6 C5 115.3(6) . 3_5-3 ? C1 O1 Co1 127.1(2) . . ? O1 Co1 O1 86.84(14) . 10_554 ? O1 Co1 O3W 93.70(10) . . ? O1 Co1 O3W 93.70(10) 10_554 . ? O1 Co1 N1 89.48(11) . . ? O1 Co1 N1 89.48(11) 10_554 . ? O3W Co1 N1 175.62(15) . . ? O1 Co1 N2 173.30(11) . 10_554 ? O1 Co1 N2 87.02(11) 10_554 10_554 ? O3W Co1 N2 89.38(11) . 10_554 ? N1 Co1 N2 87.78(12) . 10_554 ? O1 Co1 N2 87.02(11) . . ? O1 Co1 N2 173.30(11) 10_554 . ? O3W Co1 N2 89.38(11) . . ? N1 Co1 N2 87.78(12) . . ? N2 Co1 N2 98.97(17) 10_554 . ? C11 N1 C7 115.3(5) . . ? C11 N1 Co1 120.3(4) . . ? C7 N1 Co1 124.5(4) . . ? C17 N2 C13 115.8(3) . . ? C17 N2 Co1 126.0(3) . . ? C13 N2 Co1 118.0(3) . . ? Co1 O3W H3W 97.3 . . ? N1 C7 C8 124.3(6) . . ? N1 C7 H7A 117.8 . . ? C8 C7 H7A 117.8 . . ? C7 C8 C9 119.6(6) . . ? C7 C8 H8A 120.2 . . ? C9 C8 H8A 120.2 . . ? C10 C9 C8 116.0(5) . . ? C10 C9 C12 124.2(5) . . ? C8 C9 C12 119.8(5) . . ? C11 C10 C9 120.0(5) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? N1 C11 C10 124.9(5) . . ? N1 C11 H11A 117.5 . . ? C10 C11 H11A 117.5 . . ? C12 C12 C9 125.2(7) 9_5-4 . ? C12 C12 H12A 117.4 9_5-4 . ? C9 C12 H12A 117.4 . . ? N2 C13 C14 124.1(4) . . ? N2 C13 H13A 118.0 . . ? C14 C13 H13A 118.0 . . ? C13 C14 C15 119.5(5) . . ? C13 C14 H14A 120.3 . . ? C15 C14 H14A 120.3 . . ? C16 C15 C14 116.0(4) . . ? C16 C15 C18 120.3(4) . . ? C14 C15 C18 123.7(5) . . ? C17 C16 C15 120.3(4) . . ? C17 C16 H16A 119.9 . . ? C15 C16 H16A 119.9 . . ? N2 C17 C16 124.2(4) . . ? N2 C17 H17A 117.9 . . ? C16 C17 H17A 117.9 . . ? C18 C18 C15 126.5(6) 13_4-3 . ? C18 C18 H18A 116.8 13_4-3 . ? C15 C18 H18A 116.8 . . ? 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 C3 30.5(12) . . . . ? O1 C1 C2 C3 -147.6(8) . . . . ? O2 C1 C2 C6 -166.7(7) . . . . ? O1 C1 C2 C6 15.2(10) . . . . ? C6 C2 C3 C4 10.0(17) . . . . ? C1 C2 C3 C4 173.1(11) . . . . ? C2 C3 C4 C5 -14(2) . . . . ? C3 C4 C5 C5 27.3(15) . . . 3_5-3 ? C3 C4 C5 C6 179.2(11) . . . 3_5-3 ? C3 C2 C6 C5 -19.4(14) . . . 3_5-3 ? C1 C2 C6 C5 177.1(8) . . . 3_5-3 ? O2 C1 O1 Co1 -17.5(7) . . . . ? C2 C1 O1 Co1 160.5(4) . . . . ? C1 O1 Co1 O1 118.5(3) . . . 10_554 ? C1 O1 Co1 O3W 25.0(3) . . . . ? C1 O1 Co1 N1 -152.0(3) . . . . ? C1 O1 Co1 N2 142.2(10) . . . 10_554 ? C1 O1 Co1 N2 -64.2(3) . . . . ? O1 Co1 N1 C11 -43.42(7) . . . . ? O1 Co1 N1 C11 43.42(7) 10_554 . . . ? O3W Co1 N1 C11 180.0 . . . . ? N2 Co1 N1 C11 130.46(8) 10_554 . . . ? N2 Co1 N1 C11 -130.46(8) . . . . ? O1 Co1 N1 C7 136.58(7) . . . . ? O1 Co1 N1 C7 -136.58(7) 10_554 . . . ? O3W Co1 N1 C7 0.0 . . . . ? N2 Co1 N1 C7 -49.54(8) 10_554 . . . ? N2 Co1 N1 C7 49.54(8) . . . . ? O1 Co1 N2 C17 138.4(4) . . . . ? O1 Co1 N2 C17 162.1(9) 10_554 . . . ? O3W Co1 N2 C17 44.6(4) . . . . ? N1 Co1 N2 C17 -132.1(4) . . . . ? N2 Co1 N2 C17 -44.7(4) 10_554 . . . ? O1 Co1 N2 C13 -47.4(4) . . . . ? O1 Co1 N2 C13 -23.7(12) 10_554 . . . ? O3W Co1 N2 C13 -141.1(4) . . . . ? N1 Co1 N2 C13 42.2(4) . . . . ? N2 Co1 N2 C13 129.6(4) 10_554 . . . ? C11 N1 C7 C8 0.0 . . . . ? Co1 N1 C7 C8 180.0 . . . . ? N1 C7 C8 C9 0.0 . . . . ? C7 C8 C9 C10 0.0 . . . . ? C7 C8 C9 C12 180.0 . . . . ? C8 C9 C10 C11 0.0 . . . . ? C12 C9 C10 C11 180.0 . . . . ? C7 N1 C11 C10 0.0 . . . . ? Co1 N1 C11 C10 180.0 . . . . ? C9 C10 C11 N1 0.0 . . . . ? C10 C9 C12 C12 0.0 . . . 9_5-4 ? C8 C9 C12 C12 180.0 . . . 9_5-4 ? C17 N2 C13 C14 3.2(8) . . . . ? Co1 N2 C13 C14 -171.6(5) . . . . ? N2 C13 C14 C15 0.7(10) . . . . ? C13 C14 C15 C16 -4.4(8) . . . . ? C13 C14 C15 C18 177.4(5) . . . . ? C14 C15 C16 C17 4.1(7) . . . . ? C18 C15 C16 C17 -177.6(4) . . . . ? C13 N2 C17 C16 -3.5(7) . . . . ? Co1 N2 C17 C16 170.9(3) . . . . ? C15 C16 C17 N2 -0.2(7) . . . . ? C16 C15 C18 C18 178.5(6) . . . 13_4-3 ? C14 C15 C18 C18 -3.4(10) . . . 13_4-3 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3W H3W O2 0.83 1.90 2.705(4) 163.2 10_554 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.682 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.074 # Attachment 'CIF 3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 835701' #TrackingRef 'CIF 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H11 N3 O4 Zn' _chemical_formula_weight 326.61 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 Orthorhombic _symmetry_space_group_name_H-M 'Pbca ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.940(5) _cell_length_b 9.870(5) _cell_length_c 26.176(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2568(2) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5092 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 26.93 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.930 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5861 _exptl_absorpt_correction_T_max 0.7350 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17332 _diffrn_reflns_av_R_equivalents 0.0743 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 25.49 _reflns_number_total 2369 _reflns_number_gt 1931 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0512P)^2^+37.2912P] 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 2369 _refine_ls_number_parameters 181 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0908 _refine_ls_R_factor_gt 0.0779 _refine_ls_wR_factor_ref 0.1971 _refine_ls_wR_factor_gt 0.1889 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.176 _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 0.41477(8) 0.12260(9) 0.54662(3) 0.0225(3) Uani 1 1 d . . . N1 N 0.3510(6) -0.0610(6) 0.5204(3) 0.0257(14) Uani 1 1 d . . . N2 N 0.4083(6) -0.1534(6) 0.4881(2) 0.0223(13) Uani 1 1 d . . . N3 N 0.2297(6) -0.2483(6) 0.5226(2) 0.0249(14) Uani 1 1 d . . . O1 O 0.4767(6) 0.2861(7) 0.6136(2) 0.0377(15) Uani 1 1 d . . . O2 O 0.3898(7) 0.0860(6) 0.6206(2) 0.0407(15) Uani 1 1 d . . . O3 O 0.5187(11) 0.0499(9) 0.8692(3) 0.085(3) Uani 1 1 d . . . H3A H 0.5172 -0.0307 0.8768 0.127 Uiso 1 1 d R . . O4 O 0.3897(16) 0.0551(14) 0.9321(5) 0.137(5) Uani 1 1 d U . . C2 C 0.4021(8) 0.2179(8) 0.6963(3) 0.0295(18) Uani 1 1 d . . . C7 C 0.4680(9) 0.3211(10) 0.7219(3) 0.038(2) Uani 1 1 d . . . H2 H 0.5286 0.3759 0.7044 0.045 Uiso 1 1 calc R . . C6 C 0.4444(10) 0.3433(9) 0.7733(3) 0.039(2) Uani 1 1 d . . . H3 H 0.4926 0.4104 0.7903 0.046 Uiso 1 1 calc R . . C5 C 0.3507(9) 0.2680(9) 0.7999(3) 0.035(2) Uani 1 1 d . . . C4 C 0.2863(10) 0.1638(10) 0.7744(3) 0.043(2) Uani 1 1 d . . . H5 H 0.2255 0.1094 0.7920 0.051 Uiso 1 1 calc R . . C3 C 0.3106(9) 0.1390(10) 0.7232(3) 0.039(2) Uani 1 1 d . . . H6 H 0.2655 0.0691 0.7066 0.047 Uiso 1 1 calc R . . C1 C 0.4245(8) 0.1972(10) 0.6410(3) 0.0336(19) Uani 1 1 d . . . C8 C 0.3231(11) 0.2983(11) 0.8553(3) 0.047(2) Uani 1 1 d . . . H8A H 0.2434 0.2487 0.8656 0.057 Uiso 1 1 calc R . . H8B H 0.3032 0.3942 0.8586 0.057 Uiso 1 1 calc R . . C9 C 0.4369(10) 0.2633(10) 0.8917(3) 0.043(2) Uani 1 1 d . . . H9A H 0.5211 0.2966 0.8779 0.052 Uiso 1 1 calc R . . H9B H 0.4216 0.3078 0.9242 0.052 Uiso 1 1 calc R . . C10 C 0.4468(12) 0.1147(12) 0.8999(4) 0.050(3) Uani 1 1 d . . . C11 C 0.2462(9) -0.1217(9) 0.5401(3) 0.0331(18) Uani 1 1 d . . . H11 H 0.1890 -0.0813 0.5637 0.040 Uiso 1 1 calc R . . C12 C 0.3333(8) -0.2629(8) 0.4902(3) 0.0267(17) Uani 1 1 d . . . H12 H 0.3501 -0.3411 0.4715 0.032 Uiso 1 1 calc 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 0.0190(5) 0.0161(5) 0.0324(5) -0.0024(4) 0.0020(3) 0.0010(4) N1 0.019(3) 0.016(3) 0.042(4) -0.005(3) 0.006(3) -0.001(3) N2 0.020(3) 0.015(3) 0.032(3) -0.005(2) 0.002(3) 0.001(2) N3 0.019(3) 0.017(3) 0.038(3) -0.003(3) 0.003(3) -0.005(3) O1 0.039(3) 0.039(4) 0.035(3) -0.001(3) 0.001(3) 0.002(3) O2 0.056(4) 0.032(4) 0.034(3) -0.007(3) 0.001(3) 0.000(3) O3 0.119(8) 0.055(5) 0.079(6) 0.004(5) 0.031(6) 0.022(6) O4 0.173(9) 0.093(7) 0.146(8) 0.011(7) 0.071(7) 0.017(7) C2 0.030(4) 0.025(4) 0.034(4) -0.001(3) -0.003(3) 0.006(3) C7 0.033(5) 0.038(5) 0.042(5) 0.002(4) 0.003(4) -0.008(4) C6 0.042(5) 0.034(5) 0.040(5) -0.007(4) -0.004(4) -0.008(4) C5 0.035(5) 0.037(5) 0.034(4) 0.001(4) -0.003(4) 0.007(4) C4 0.041(5) 0.046(6) 0.041(5) 0.007(4) 0.006(4) -0.006(5) C3 0.039(5) 0.034(5) 0.044(5) -0.003(4) -0.001(4) -0.003(4) C1 0.023(4) 0.041(5) 0.037(5) -0.002(4) -0.001(3) 0.007(4) C8 0.055(6) 0.047(6) 0.039(5) -0.004(4) 0.005(4) 0.019(5) C9 0.052(6) 0.044(6) 0.034(5) -0.007(4) -0.002(4) -0.001(5) C10 0.067(7) 0.047(6) 0.036(5) 0.007(5) 0.009(5) 0.010(6) C11 0.028(4) 0.027(4) 0.045(5) -0.010(4) 0.012(4) -0.005(4) C12 0.028(4) 0.017(4) 0.035(4) -0.004(3) 0.002(3) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.985(6) . ? Zn1 N2 2.003(6) 5_656 ? Zn1 N3 2.020(6) 8_665 ? Zn1 N1 2.038(6) . ? Zn1 O1 2.460(6) . ? Zn1 C1 2.579(9) . ? N1 C11 1.308(10) . ? N1 N2 1.368(8) . ? N2 C12 1.314(10) . ? N2 Zn1 2.003(6) 5_656 ? N3 C11 1.341(10) . ? N3 C12 1.342(10) . ? N3 Zn1 2.020(6) 8_655 ? O1 C1 1.246(11) . ? O2 C1 1.269(11) . ? O3 C10 1.251(13) . ? O3 H3A 0.8200 . ? O4 C10 1.174(15) . ? C2 C7 1.384(12) . ? C2 C3 1.389(12) . ? C2 C1 1.480(12) . ? C7 C6 1.383(12) . ? C7 H2 0.9300 . ? C6 C5 1.380(13) . ? C6 H3 0.9300 . ? C5 C4 1.384(13) . ? C5 C8 1.505(12) . ? C4 C3 1.384(12) . ? C4 H5 0.9300 . ? C3 H6 0.9300 . ? C8 C9 1.519(13) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.485(14) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zn1 N2 125.5(3) . 5_656 ? O2 Zn1 N3 109.3(3) . 8_665 ? N2 Zn1 N3 112.8(3) 5_656 8_665 ? O2 Zn1 N1 97.3(3) . . ? N2 Zn1 N1 104.8(2) 5_656 . ? N3 Zn1 N1 103.6(3) 8_665 . ? O2 Zn1 O1 57.1(2) . . ? N2 Zn1 O1 90.2(2) 5_656 . ? N3 Zn1 O1 89.2(2) 8_665 . ? N1 Zn1 O1 154.2(2) . . ? O2 Zn1 C1 28.7(3) . . ? N2 Zn1 C1 111.0(3) 5_656 . ? N3 Zn1 C1 98.3(3) 8_665 . ? N1 Zn1 C1 126.0(3) . . ? O1 Zn1 C1 28.5(2) . . ? C11 N1 N2 105.7(6) . . ? C11 N1 Zn1 121.5(5) . . ? N2 N1 Zn1 132.2(5) . . ? C12 N2 N1 106.6(6) . . ? C12 N2 Zn1 129.9(5) . 5_656 ? N1 N2 Zn1 123.0(5) . 5_656 ? C11 N3 C12 102.8(6) . . ? C11 N3 Zn1 124.6(5) . 8_655 ? C12 N3 Zn1 132.4(5) . 8_655 ? C1 O1 Zn1 81.1(5) . . ? C1 O2 Zn1 102.6(6) . . ? C10 O3 H3A 109.3 . . ? C7 C2 C3 118.6(8) . . ? C7 C2 C1 120.3(8) . . ? C3 C2 C1 121.1(8) . . ? C6 C7 C2 120.5(8) . . ? C6 C7 H2 119.8 . . ? C2 C7 H2 119.8 . . ? C5 C6 C7 121.3(8) . . ? C5 C6 H3 119.3 . . ? C7 C6 H3 119.3 . . ? C6 C5 C4 118.0(8) . . ? C6 C5 C8 120.1(9) . . ? C4 C5 C8 121.9(9) . . ? C3 C4 C5 121.2(9) . . ? C3 C4 H5 119.4 . . ? C5 C4 H5 119.4 . . ? C4 C3 C2 120.3(9) . . ? C4 C3 H6 119.8 . . ? C2 C3 H6 119.8 . . ? O1 C1 O2 118.7(8) . . ? O1 C1 C2 122.0(8) . . ? O2 C1 C2 119.4(8) . . ? O1 C1 Zn1 70.4(5) . . ? O2 C1 Zn1 48.7(4) . . ? C2 C1 Zn1 166.2(6) . . ? C5 C8 C9 115.0(8) . . ? C5 C8 H8A 108.5 . . ? C9 C8 H8A 108.5 . . ? C5 C8 H8B 108.5 . . ? C9 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? C10 C9 C8 111.4(9) . . ? C10 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? C10 C9 H9B 109.3 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? O4 C10 O3 118.7(13) . . ? O4 C10 C9 124.5(12) . . ? O3 C10 C9 116.8(10) . . ? N1 C11 N3 112.9(7) . . ? N1 C11 H11 123.5 . . ? N3 C11 H11 123.5 . . ? N2 C12 N3 111.9(7) . . ? N2 C12 H12 124.0 . . ? N3 C12 H12 124.0 . . ? 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 O2 Zn1 N1 C11 41.5(7) . . . . ? N2 Zn1 N1 C11 171.2(6) 5_656 . . . ? N3 Zn1 N1 C11 -70.4(7) 8_665 . . . ? O1 Zn1 N1 C11 47.5(10) . . . . ? C1 Zn1 N1 C11 40.7(8) . . . . ? O2 Zn1 N1 N2 -127.6(7) . . . . ? N2 Zn1 N1 N2 2.1(8) 5_656 . . . ? N3 Zn1 N1 N2 120.5(7) 8_665 . . . ? O1 Zn1 N1 N2 -121.6(7) . . . . ? C1 Zn1 N1 N2 -128.4(6) . . . . ? C11 N1 N2 C12 0.5(9) . . . . ? Zn1 N1 N2 C12 170.9(6) . . . . ? C11 N1 N2 Zn1 -172.8(5) . . . 5_656 ? Zn1 N1 N2 Zn1 -2.4(9) . . . 5_656 ? O2 Zn1 O1 C1 -4.5(5) . . . . ? N2 Zn1 O1 C1 -138.0(5) 5_656 . . . ? N3 Zn1 O1 C1 109.2(5) 8_665 . . . ? N1 Zn1 O1 C1 -11.5(8) . . . . ? N2 Zn1 O2 C1 67.4(6) 5_656 . . . ? N3 Zn1 O2 C1 -71.4(6) 8_665 . . . ? N1 Zn1 O2 C1 -178.6(5) . . . . ? O1 Zn1 O2 C1 4.5(5) . . . . ? C3 C2 C7 C6 1.0(14) . . . . ? C1 C2 C7 C6 178.1(8) . . . . ? C2 C7 C6 C5 -2.9(15) . . . . ? C7 C6 C5 C4 3.7(14) . . . . ? C7 C6 C5 C8 -177.5(9) . . . . ? C6 C5 C4 C3 -2.6(14) . . . . ? C8 C5 C4 C3 178.6(9) . . . . ? C5 C4 C3 C2 0.7(15) . . . . ? C7 C2 C3 C4 0.1(13) . . . . ? C1 C2 C3 C4 -177.0(8) . . . . ? Zn1 O1 C1 O2 6.7(7) . . . . ? Zn1 O1 C1 C2 -173.3(8) . . . . ? Zn1 O2 C1 O1 -8.4(9) . . . . ? Zn1 O2 C1 C2 171.6(6) . . . . ? C7 C2 C1 O1 -16.4(13) . . . . ? C3 C2 C1 O1 160.7(8) . . . . ? C7 C2 C1 O2 163.6(8) . . . . ? C3 C2 C1 O2 -19.3(12) . . . . ? C7 C2 C1 Zn1 -169(2) . . . . ? C3 C2 C1 Zn1 8(3) . . . . ? O2 Zn1 C1 O1 172.1(8) . . . . ? N2 Zn1 C1 O1 45.8(5) 5_656 . . . ? N3 Zn1 C1 O1 -72.6(5) 8_665 . . . ? N1 Zn1 C1 O1 173.8(4) . . . . ? N2 Zn1 C1 O2 -126.4(5) 5_656 . . . ? N3 Zn1 C1 O2 115.3(6) 8_665 . . . ? N1 Zn1 C1 O2 1.7(7) . . . . ? O1 Zn1 C1 O2 -172.1(8) . . . . ? O2 Zn1 C1 C2 -32(2) . . . . ? N2 Zn1 C1 C2 -159(3) 5_656 . . . ? N3 Zn1 C1 C2 83(3) 8_665 . . . ? N1 Zn1 C1 C2 -31(3) . . . . ? O1 Zn1 C1 C2 155(3) . . . . ? C6 C5 C8 C9 -69.5(12) . . . . ? C4 C5 C8 C9 109.3(11) . . . . ? C5 C8 C9 C10 -74.6(12) . . . . ? C8 C9 C10 O4 -89.9(16) . . . . ? C8 C9 C10 O3 88.3(13) . . . . ? N2 N1 C11 N3 -0.4(10) . . . . ? Zn1 N1 C11 N3 -172.1(5) . . . . ? C12 N3 C11 N1 0.1(9) . . . . ? Zn1 N3 C11 N1 176.6(5) 8_655 . . . ? N1 N2 C12 N3 -0.5(9) . . . . ? Zn1 N2 C12 N3 172.2(5) 5_656 . . . ? C11 N3 C12 N2 0.2(9) . . . . ? Zn1 N3 C12 N2 -175.9(5) 8_655 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3A O1 0.82 1.83 2.643(11) 173.3 3_646 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.179 _refine_diff_density_min -0.935 _refine_diff_density_rms 0.146 # Attachment 'CIF 4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 835702' #TrackingRef 'CIF 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H17 Cd N2 O4.50' _chemical_formula_weight 469.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.156(2) _cell_length_b 11.1833(14) _cell_length_c 21.237(3) _cell_angle_alpha 90.00 _cell_angle_beta 111.8290(10) _cell_angle_gamma 90.00 _cell_volume 3782.4(8) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4306 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 23.72 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.650 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1880 _exptl_absorpt_coefficient_mu 1.186 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7559 _exptl_absorpt_correction_T_max 0.8422 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13982 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3522 _reflns_number_gt 2836 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+2.5909P] 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 3522 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 -0.028011(13) 0.10411(2) 0.057858(11) 0.04250(9) Uani 1 1 d . . . O1 O 0.09990(14) 0.2158(2) 0.10703(12) 0.0656(7) Uani 1 1 d . . . O2 O 0.07669(15) 0.0712(2) 0.16692(12) 0.0670(7) Uani 1 1 d . . . O3 O 0.49357(14) 0.40529(17) 0.46056(10) 0.0486(5) Uani 1 1 d . . . O4 O 0.44666(15) 0.2234(2) 0.45648(11) 0.0599(6) Uani 1 1 d . . . N1 N -0.10305(16) 0.2230(2) 0.10497(13) 0.0495(6) Uani 1 1 d . . . N2 N -0.16540(15) 0.0332(2) 0.02460(12) 0.0458(6) Uani 1 1 d . . . C1 C 0.1243(2) 0.1484(3) 0.15776(17) 0.0506(8) Uani 1 1 d . . . C2 C 0.21344(19) 0.1565(3) 0.20644(14) 0.0432(7) Uani 1 1 d . . . C3 C 0.2676(2) 0.2416(3) 0.19818(15) 0.0506(8) Uani 1 1 d . . . H3 H 0.2474 0.2976 0.1635 0.061 Uiso 1 1 calc R . . C4 C 0.3508(2) 0.2445(3) 0.24056(16) 0.0509(8) Uani 1 1 d . . . H4 H 0.3860 0.3026 0.2343 0.061 Uiso 1 1 calc R . . C5 C 0.38293(19) 0.1614(3) 0.29263(15) 0.0444(7) Uani 1 1 d . . . C6 C 0.3289(2) 0.0771(3) 0.30102(16) 0.0499(8) Uani 1 1 d . . . H6 H 0.3493 0.0208 0.3355 0.060 Uiso 1 1 calc R . . C7 C 0.2448(2) 0.0747(3) 0.25898(16) 0.0505(8) Uani 1 1 d . . . H7 H 0.2092 0.0180 0.2660 0.061 Uiso 1 1 calc R . . C8 C 0.47493(19) 0.1625(3) 0.33712(16) 0.0526(8) Uani 1 1 d . . . H8A H 0.5074 0.1461 0.3092 0.063 Uiso 1 1 calc R . . H8B H 0.4857 0.0985 0.3701 0.063 Uiso 1 1 calc R . . C9 C 0.50544(18) 0.2799(3) 0.37478(15) 0.0468(7) Uani 1 1 d . . . H9A H 0.5663 0.2813 0.3913 0.056 Uiso 1 1 calc R . . H9B H 0.4850 0.3452 0.3428 0.056 Uiso 1 1 calc R . . C10 C 0.47876(16) 0.3017(3) 0.43354(14) 0.0377(6) Uani 1 1 d . . . C11 C -0.0685(3) 0.3160(3) 0.1457(2) 0.0710(11) Uani 1 1 d . . . H11 H -0.0120 0.3330 0.1557 0.085 Uiso 1 1 calc R . . C12 C -0.1126(3) 0.3867(3) 0.1729(2) 0.0822(13) Uani 1 1 d . . . H12 H -0.0868 0.4498 0.2016 0.099 Uiso 1 1 calc R . . C13 C -0.1964(3) 0.3624(3) 0.1569(2) 0.0730(11) Uani 1 1 d . . . H13 H -0.2281 0.4098 0.1743 0.088 Uiso 1 1 calc R . . C14 C -0.2331(2) 0.2680(3) 0.11515(17) 0.0568(9) Uani 1 1 d . . . H14 H -0.2899 0.2513 0.1036 0.068 Uiso 1 1 calc R . . C15 C -0.18403(19) 0.1978(3) 0.09051(14) 0.0425(7) Uani 1 1 d . . . C16 C -0.21833(18) 0.0914(3) 0.04733(15) 0.0424(7) Uani 1 1 d . . . C17 C -0.3000(2) 0.0533(3) 0.03144(18) 0.0603(9) Uani 1 1 d . . . H17 H -0.3359 0.0950 0.0473 0.072 Uiso 1 1 calc R . . C18 C -0.3279(2) -0.0476(4) -0.0084(2) 0.0766(12) Uani 1 1 d . . . H18 H -0.3821 -0.0762 -0.0184 0.092 Uiso 1 1 calc R . . C19 C -0.2744(2) -0.1044(3) -0.0327(2) 0.0741(11) Uani 1 1 d . . . H19 H -0.2924 -0.1707 -0.0608 0.089 Uiso 1 1 calc R . . C20 C -0.1942(2) -0.0629(3) -0.01520(18) 0.0573(9) Uani 1 1 d . . . H20 H -0.1580 -0.1028 -0.0316 0.069 Uiso 1 1 calc R . . O5 O 0.0000 -0.0139(5) 0.2500 0.284(6) Uani 1 2 d S . . H1W H 0.0400 0.0190 0.2420 0.427 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 Cd1 0.03586(13) 0.05036(15) 0.04071(14) -0.00834(10) 0.01357(10) 0.00108(10) O1 0.0461(14) 0.0887(19) 0.0507(14) 0.0033(13) 0.0049(11) -0.0010(13) O2 0.0513(14) 0.0770(17) 0.0626(16) -0.0075(13) 0.0095(13) -0.0157(13) O3 0.0623(14) 0.0412(12) 0.0439(12) -0.0053(9) 0.0216(11) -0.0108(10) O4 0.0672(15) 0.0597(14) 0.0581(14) -0.0044(11) 0.0296(12) -0.0266(12) N1 0.0497(16) 0.0470(15) 0.0556(16) -0.0117(12) 0.0239(14) -0.0027(12) N2 0.0385(14) 0.0510(16) 0.0463(15) -0.0059(12) 0.0139(12) 0.0046(12) C1 0.0452(19) 0.058(2) 0.0462(19) -0.0198(16) 0.0144(16) -0.0005(16) C2 0.0447(18) 0.0466(17) 0.0352(16) -0.0136(13) 0.0112(14) 0.0013(14) C3 0.051(2) 0.0503(19) 0.0439(18) -0.0017(15) 0.0097(16) 0.0024(16) C4 0.0451(19) 0.0494(19) 0.054(2) -0.0033(15) 0.0135(16) -0.0043(15) C5 0.0427(18) 0.0476(18) 0.0382(17) -0.0146(14) 0.0095(14) 0.0018(14) C6 0.057(2) 0.0476(19) 0.0387(17) -0.0042(13) 0.0104(16) 0.0035(15) C7 0.051(2) 0.052(2) 0.0457(19) -0.0093(15) 0.0147(16) -0.0094(15) C8 0.0421(18) 0.062(2) 0.0467(19) -0.0117(16) 0.0086(15) 0.0111(16) C9 0.0337(16) 0.062(2) 0.0432(17) -0.0071(15) 0.0132(14) -0.0055(14) C10 0.0254(14) 0.0452(17) 0.0369(15) 0.0024(13) 0.0051(12) -0.0022(13) C11 0.072(3) 0.061(2) 0.085(3) -0.026(2) 0.036(2) -0.009(2) C12 0.109(4) 0.056(2) 0.097(3) -0.029(2) 0.056(3) -0.009(2) C13 0.094(3) 0.056(2) 0.092(3) -0.013(2) 0.061(3) 0.005(2) C14 0.066(2) 0.053(2) 0.066(2) 0.0031(17) 0.0416(19) 0.0111(17) C15 0.0481(18) 0.0413(16) 0.0412(17) 0.0045(13) 0.0202(15) 0.0058(14) C16 0.0375(16) 0.0502(18) 0.0387(16) 0.0051(13) 0.0131(13) 0.0103(14) C17 0.0415(19) 0.075(2) 0.065(2) -0.0069(19) 0.0216(18) 0.0082(17) C18 0.042(2) 0.092(3) 0.090(3) -0.024(2) 0.018(2) -0.008(2) C19 0.051(2) 0.080(3) 0.080(3) -0.034(2) 0.011(2) -0.006(2) C20 0.0410(19) 0.064(2) 0.061(2) -0.0202(17) 0.0127(17) 0.0053(16) O5 0.590(18) 0.081(4) 0.408(13) 0.000 0.447(14) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O3 2.233(2) 8_455 ? Cd1 N1 2.321(2) . ? Cd1 N2 2.334(2) . ? Cd1 O3 2.3702(19) 4_545 ? Cd1 O2 2.373(2) . ? Cd1 O1 2.400(2) . ? Cd1 C1 2.729(3) . ? O1 C1 1.252(4) . ? O2 C1 1.252(4) . ? O3 C10 1.276(3) . ? O3 Cd1 2.233(2) 8_556 ? O3 Cd1 2.3702(19) 4 ? O4 C10 1.228(3) . ? N1 C15 1.337(4) . ? N1 C11 1.341(4) . ? N2 C20 1.342(4) . ? N2 C16 1.344(4) . ? C1 C2 1.497(4) . ? C2 C3 1.386(4) . ? C2 C7 1.387(5) . ? C3 C4 1.377(4) . ? C3 H3 0.9300 . ? C4 C5 1.392(4) . ? C4 H4 0.9300 . ? C5 C6 1.379(4) . ? C5 C8 1.508(4) . ? C6 C7 1.386(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.524(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.500(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.364(5) . ? C11 H11 0.9300 . ? C12 C13 1.375(6) . ? C12 H12 0.9300 . ? C13 C14 1.371(5) . ? C13 H13 0.9300 . ? C14 C15 1.388(4) . ? C14 H14 0.9300 . ? C15 C16 1.484(4) . ? C16 C17 1.381(4) . ? C17 C18 1.384(5) . ? C17 H17 0.9300 . ? C18 C19 1.365(5) . ? C18 H18 0.9300 . ? C19 C20 1.367(5) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? O5 H1W 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 O3 Cd1 N1 137.34(8) 8_455 . ? O3 Cd1 N2 101.55(8) 8_455 . ? N1 Cd1 N2 70.46(9) . . ? O3 Cd1 O3 70.48(8) 8_455 4_545 ? N1 Cd1 O3 145.20(8) . 4_545 ? N2 Cd1 O3 85.24(8) . 4_545 ? O3 Cd1 O2 124.76(8) 8_455 . ? N1 Cd1 O2 90.45(9) . . ? N2 Cd1 O2 123.74(9) . . ? O3 Cd1 O2 82.60(8) 4_545 . ? O3 Cd1 O1 89.30(8) 8_455 . ? N1 Cd1 O1 94.48(9) . . ? N2 Cd1 O1 164.93(8) . . ? O3 Cd1 O1 108.43(8) 4_545 . ? O2 Cd1 O1 54.43(8) . . ? O3 Cd1 C1 106.73(9) 8_455 . ? N1 Cd1 C1 94.86(9) . . ? N2 Cd1 C1 149.77(10) . . ? O3 Cd1 C1 94.21(9) 4_545 . ? O2 Cd1 C1 27.27(9) . . ? O1 Cd1 C1 27.30(9) . . ? C1 O1 Cd1 91.1(2) . . ? C1 O2 Cd1 92.4(2) . . ? C10 O3 Cd1 107.45(17) . 8_556 ? C10 O3 Cd1 142.91(18) . 4 ? Cd1 O3 Cd1 109.52(8) 8_556 4 ? C15 N1 C11 119.0(3) . . ? C15 N1 Cd1 118.42(19) . . ? C11 N1 Cd1 122.6(2) . . ? C20 N2 C16 118.3(3) . . ? C20 N2 Cd1 123.8(2) . . ? C16 N2 Cd1 117.9(2) . . ? O2 C1 O1 121.4(3) . . ? O2 C1 C2 119.5(3) . . ? O1 C1 C2 119.1(3) . . ? O2 C1 Cd1 60.32(17) . . ? O1 C1 Cd1 61.56(17) . . ? C2 C1 Cd1 170.0(2) . . ? C3 C2 C7 118.5(3) . . ? C3 C2 C1 121.0(3) . . ? C7 C2 C1 120.4(3) . . ? C4 C3 C2 121.0(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.8(3) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 118.2(3) . . ? C6 C5 C8 121.5(3) . . ? C4 C5 C8 120.3(3) . . ? C5 C6 C7 121.2(3) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C2 120.3(3) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? C5 C8 C9 114.3(3) . . ? C5 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? C5 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C10 C9 C8 115.2(3) . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9B 108.5 . . ? C8 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? O4 C10 O3 120.9(3) . . ? O4 C10 C9 122.3(3) . . ? O3 C10 C9 116.8(2) . . ? N1 C11 C12 122.7(4) . . ? N1 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C11 C12 C13 118.3(4) . . ? C11 C12 H12 120.8 . . ? C13 C12 H12 120.8 . . ? C14 C13 C12 119.9(3) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 118.8(3) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? N1 C15 C14 121.2(3) . . ? N1 C15 C16 116.8(3) . . ? C14 C15 C16 122.0(3) . . ? N2 C16 C17 121.5(3) . . ? N2 C16 C15 116.4(3) . . ? C17 C16 C15 122.1(3) . . ? C16 C17 C18 119.3(3) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C19 C18 C17 118.9(4) . . ? C19 C18 H18 120.6 . . ? C17 C18 H18 120.6 . . ? C18 C19 C20 119.3(4) . . ? C18 C19 H19 120.3 . . ? C20 C19 H19 120.3 . . ? N2 C20 C19 122.7(3) . . ? N2 C20 H20 118.7 . . ? C19 C20 H20 118.7 . . ? 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 O3 Cd1 O1 C1 -130.63(19) 8_455 . . . ? N1 Cd1 O1 C1 91.9(2) . . . . ? N2 Cd1 O1 C1 92.9(4) . . . . ? O3 Cd1 O1 C1 -61.5(2) 4_545 . . . ? O2 Cd1 O1 C1 4.58(18) . . . . ? O3 Cd1 O2 C1 54.4(2) 8_455 . . . ? N1 Cd1 O2 C1 -99.8(2) . . . . ? N2 Cd1 O2 C1 -166.38(18) . . . . ? O3 Cd1 O2 C1 114.4(2) 4_545 . . . ? O1 Cd1 O2 C1 -4.58(18) . . . . ? O3 Cd1 N1 C15 84.5(2) 8_455 . . . ? N2 Cd1 N1 C15 -1.4(2) . . . . ? O3 Cd1 N1 C15 -49.7(3) 4_545 . . . ? O2 Cd1 N1 C15 -127.3(2) . . . . ? O1 Cd1 N1 C15 178.4(2) . . . . ? C1 Cd1 N1 C15 -154.2(2) . . . . ? O3 Cd1 N1 C11 -95.1(3) 8_455 . . . ? N2 Cd1 N1 C11 179.0(3) . . . . ? O3 Cd1 N1 C11 130.7(3) 4_545 . . . ? O2 Cd1 N1 C11 53.1(3) . . . . ? O1 Cd1 N1 C11 -1.2(3) . . . . ? C1 Cd1 N1 C11 26.1(3) . . . . ? O3 Cd1 N2 C20 44.3(3) 8_455 . . . ? N1 Cd1 N2 C20 -179.4(3) . . . . ? O3 Cd1 N2 C20 -24.7(3) 4_545 . . . ? O2 Cd1 N2 C20 -102.5(3) . . . . ? O1 Cd1 N2 C20 179.6(3) . . . . ? C1 Cd1 N2 C20 -114.9(3) . . . . ? O3 Cd1 N2 C16 -136.5(2) 8_455 . . . ? N1 Cd1 N2 C16 -0.1(2) . . . . ? O3 Cd1 N2 C16 154.6(2) 4_545 . . . ? O2 Cd1 N2 C16 76.8(2) . . . . ? O1 Cd1 N2 C16 -1.1(5) . . . . ? C1 Cd1 N2 C16 64.4(3) . . . . ? Cd1 O2 C1 O1 8.4(3) . . . . ? Cd1 O2 C1 C2 -168.5(2) . . . . ? Cd1 O1 C1 O2 -8.3(3) . . . . ? Cd1 O1 C1 C2 168.6(2) . . . . ? O3 Cd1 C1 O2 -135.73(19) 8_455 . . . ? N1 Cd1 C1 O2 81.5(2) . . . . ? N2 Cd1 C1 O2 22.9(3) . . . . ? O3 Cd1 C1 O2 -64.9(2) 4_545 . . . ? O1 Cd1 C1 O2 171.9(3) . . . . ? O3 Cd1 C1 O1 52.4(2) 8_455 . . . ? N1 Cd1 C1 O1 -90.35(19) . . . . ? N2 Cd1 C1 O1 -149.0(2) . . . . ? O3 Cd1 C1 O1 123.28(19) 4_545 . . . ? O2 Cd1 C1 O1 -171.9(3) . . . . ? O3 Cd1 C1 C2 -44.0(15) 8_455 . . . ? N1 Cd1 C1 C2 173.2(15) . . . . ? N2 Cd1 C1 C2 114.6(15) . . . . ? O3 Cd1 C1 C2 26.9(15) 4_545 . . . ? O2 Cd1 C1 C2 91.7(15) . . . . ? O1 Cd1 C1 C2 -96.4(15) . . . . ? O2 C1 C2 C3 -179.4(3) . . . . ? O1 C1 C2 C3 3.7(4) . . . . ? Cd1 C1 C2 C3 94.6(15) . . . . ? O2 C1 C2 C7 3.9(4) . . . . ? O1 C1 C2 C7 -173.0(3) . . . . ? Cd1 C1 C2 C7 -82.1(15) . . . . ? C7 C2 C3 C4 0.7(5) . . . . ? C1 C2 C3 C4 -176.1(3) . . . . ? C2 C3 C4 C5 0.4(5) . . . . ? C3 C4 C5 C6 -0.7(5) . . . . ? C3 C4 C5 C8 177.7(3) . . . . ? C4 C5 C6 C7 -0.1(5) . . . . ? C8 C5 C6 C7 -178.5(3) . . . . ? C5 C6 C7 C2 1.2(5) . . . . ? C3 C2 C7 C6 -1.4(4) . . . . ? C1 C2 C7 C6 175.3(3) . . . . ? C6 C5 C8 C9 -122.9(3) . . . . ? C4 C5 C8 C9 58.8(4) . . . . ? C5 C8 C9 C10 74.2(4) . . . . ? Cd1 O3 C10 O4 9.5(3) 8_556 . . . ? Cd1 O3 C10 O4 -165.7(2) 4 . . . ? Cd1 O3 C10 C9 -168.21(19) 8_556 . . . ? Cd1 O3 C10 C9 16.5(4) 4 . . . ? C8 C9 C10 O4 11.3(4) . . . . ? C8 C9 C10 O3 -171.0(3) . . . . ? C15 N1 C11 C12 -0.2(6) . . . . ? Cd1 N1 C11 C12 179.4(3) . . . . ? N1 C11 C12 C13 -1.1(7) . . . . ? C11 C12 C13 C14 0.8(6) . . . . ? C12 C13 C14 C15 0.8(6) . . . . ? C11 N1 C15 C14 1.9(5) . . . . ? Cd1 N1 C15 C14 -177.7(2) . . . . ? C11 N1 C15 C16 -177.8(3) . . . . ? Cd1 N1 C15 C16 2.5(3) . . . . ? C13 C14 C15 N1 -2.2(5) . . . . ? C13 C14 C15 C16 177.5(3) . . . . ? C20 N2 C16 C17 1.0(4) . . . . ? Cd1 N2 C16 C17 -178.3(2) . . . . ? C20 N2 C16 C15 -179.3(3) . . . . ? Cd1 N2 C16 C15 1.4(3) . . . . ? N1 C15 C16 N2 -2.6(4) . . . . ? C14 C15 C16 N2 177.7(3) . . . . ? N1 C15 C16 C17 177.1(3) . . . . ? C14 C15 C16 C17 -2.6(5) . . . . ? N2 C16 C17 C18 0.5(5) . . . . ? C15 C16 C17 C18 -179.2(3) . . . . ? C16 C17 C18 C19 -2.1(6) . . . . ? C17 C18 C19 C20 2.2(7) . . . . ? C16 N2 C20 C19 -0.9(5) . . . . ? Cd1 N2 C20 C19 178.4(3) . . . . ? C18 C19 C20 N2 -0.8(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H1W O2 0.85 2.01 2.734(3) 143.1 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.555 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.060 # Attachment 'CIF 5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 835703' #TrackingRef 'CIF 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H56 Cd3 N4 O14' _chemical_formula_weight 1346.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 19.2973(12) _cell_length_b 15.0215(9) _cell_length_c 19.6662(12) _cell_angle_alpha 90.00 _cell_angle_beta 92.5750(10) _cell_angle_gamma 90.00 _cell_volume 5695.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9909 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 26.02 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2704 _exptl_absorpt_coefficient_mu 1.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7736 _exptl_absorpt_correction_T_max 0.8815 _exptl_absorpt_process_details adabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 42833 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 25.50 _reflns_number_total 10597 _reflns_number_gt 8111 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0437P)^2^+2.2349P] 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 10597 _refine_ls_number_parameters 799 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0490 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0885 _refine_ls_wR_factor_gt 0.0826 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O9 O 0.6873(17) 0.424(3) 0.7846(15) 0.062(7) Uani 0.508(6) 1 d P A 1 O10 O 0.6072(16) 0.3370(16) 0.7916(14) 0.046(4) Uani 0.508(6) 1 d P A 1 O11 O 0.7063(7) 0.6847(16) 1.1950(16) 0.052(3) Uani 0.508(6) 1 d P . 1 O12 O 0.5990(15) 0.7414(19) 1.1657(16) 0.048(3) Uani 0.508(6) 1 d P . 1 C47 C 0.6265(6) 0.4610(7) 0.8718(5) 0.056(6) Uani 0.508(6) 1 d PG A 1 C48 C 0.5728(5) 0.4408(4) 0.9139(4) 0.083(3) Uani 0.508(6) 1 d PG A 1 H48 H 0.5449 0.3913 0.9048 0.100 Uiso 0.508(6) 1 calc PR A 1 C49 C 0.5606(4) 0.4945(5) 0.9696(3) 0.109(4) Uani 0.508(6) 1 d PG A 1 H49 H 0.5246 0.4810 0.9978 0.131 Uiso 0.508(6) 1 calc PR A 1 C50 C 0.6022(5) 0.5685(5) 0.9833(3) 0.076(3) Uani 0.508(6) 1 d PG A 1 C51 C 0.6560(5) 0.5887(5) 0.9412(5) 0.071(4) Uani 0.508(6) 1 d PG A 1 H51 H 0.6838 0.6382 0.9503 0.085 Uiso 0.508(6) 1 calc PR A 1 C52 C 0.6681(6) 0.5350(8) 0.8854(6) 0.107(8) Uani 0.508(6) 1 d PG A 1 H52 H 0.7041 0.5485 0.8572 0.128 Uiso 0.508(6) 1 calc PR A 1 C53 C 0.6382(18) 0.4063(17) 0.8105(16) 0.046(8) Uani 0.508(6) 1 d P A 1 C54 C 0.5908(7) 0.6269(8) 1.0468(6) 0.087(4) Uani 0.508(6) 1 d P A 1 H54A H 0.5891 0.6890 1.0334 0.105 Uiso 0.508(6) 1 calc PR A 1 H54B H 0.5465 0.6118 1.0653 0.105 Uiso 0.508(6) 1 calc PR A 1 C55 C 0.6452(8) 0.6145(9) 1.0985(6) 0.071(4) Uani 0.508(6) 1 d P A 1 H55A H 0.6892 0.6157 1.0764 0.085 Uiso 0.508(6) 1 calc PR A 1 H55B H 0.6401 0.5554 1.1175 0.085 Uiso 0.508(6) 1 calc PR A 1 C56 C 0.6501(16) 0.684(2) 1.1602(14) 0.040(6) Uani 0.508(6) 1 d P A 1 O9' O 0.6838(8) 0.6896(19) 1.1904(17) 0.066(5) Uani 0.492(6) 1 d P . 2 O10' O 0.5804(15) 0.729(2) 1.1635(18) 0.068(6) Uani 0.492(6) 1 d P . 2 O11' O 0.6896(13) 0.428(2) 0.7692(15) 0.043(4) Uani 0.492(6) 1 d P A 2 O12' O 0.5978(18) 0.3322(19) 0.7945(17) 0.069(9) Uani 0.492(6) 1 d P A 2 C47' C 0.6381(4) 0.6465(5) 1.0855(3) 0.052(4) Uani 0.492(6) 1 d PG A 2 C48' C 0.6860(3) 0.5798(4) 1.0736(3) 0.057(2) Uani 0.492(6) 1 d PG A 2 H48' H 0.7163 0.5606 1.1088 0.068 Uiso 0.492(6) 1 calc PR A 2 C49' C 0.6887(3) 0.5419(4) 1.0094(3) 0.072(3) Uani 0.492(6) 1 d PG A 2 H49' H 0.7208 0.4973 1.0015 0.086 Uiso 0.492(6) 1 calc PR A 2 C50' C 0.6435(4) 0.5706(5) 0.9569(3) 0.080(5) Uani 0.492(6) 1 d PG A 2 C51' C 0.5955(4) 0.6373(5) 0.9687(3) 0.086(3) Uani 0.492(6) 1 d PG A 2 H51' H 0.5653 0.6565 0.9336 0.103 Uiso 0.492(6) 1 calc PR A 2 C52' C 0.5928(4) 0.6752(5) 1.0330(4) 0.072(3) Uani 0.492(6) 1 d PG A 2 H52' H 0.5607 0.7198 1.0409 0.086 Uiso 0.492(6) 1 calc PR A 2 C53' C 0.6332(19) 0.694(2) 1.1484(17) 0.055(8) Uani 0.492(6) 1 d P A 2 C54' C 0.6500(11) 0.5361(8) 0.8829(6) 0.075(5) Uani 0.492(6) 1 d P A 2 H54C H 0.6301 0.5797 0.8514 0.090 Uiso 0.492(6) 1 calc PR A 2 H54D H 0.6987 0.5297 0.8737 0.090 Uiso 0.492(6) 1 calc PR A 2 C55' C 0.6154(9) 0.4511(10) 0.8714(6) 0.050(5) Uani 0.492(6) 1 d P A 2 H55C H 0.5657 0.4616 0.8681 0.060 Uiso 0.492(6) 1 calc PR A 2 H55D H 0.6249 0.4138 0.9110 0.060 Uiso 0.492(6) 1 calc PR A 2 C56' C 0.6355(19) 0.399(2) 0.8082(17) 0.052(11) Uani 0.492(6) 1 d P A 2 Cd1 Cd 0.324461(15) 0.182414(16) 0.745781(14) 0.04823(9) Uani 1 1 d . . . Cd2 Cd 0.489878(14) 0.315030(15) 0.757511(13) 0.04245(8) Uani 1 1 d . . . Cd3 Cd 0.696279(14) 0.305194(16) 0.703424(13) 0.04652(8) Uani 1 1 d . . . O1 O 0.40930(15) 0.07380(17) 0.76333(15) 0.0690(8) Uani 1 1 d . . . O2 O 0.32894(16) 0.03439(17) 0.68682(15) 0.0673(8) Uani 1 1 d . . . O3 O 0.51785(18) -0.52156(19) 0.70232(17) 0.0851(10) Uani 1 1 d . . . O4 O 0.45449(17) -0.55120(17) 0.78758(17) 0.0757(9) Uani 1 1 d . . . O5 O 0.49864(16) 0.2686(2) 0.62676(16) 0.0762(9) Uani 1 1 d . A . O6 O 0.40340(14) 0.26256(15) 0.68160(12) 0.0525(6) Uani 1 1 d . A . O7 O 0.36043(14) -0.16273(18) 0.30544(14) 0.0632(7) Uani 1 1 d . . . O8 O 0.30300(17) -0.20791(19) 0.39179(16) 0.0779(9) Uani 1 1 d . . . O13 O 0.52799(15) 0.17252(16) 0.77178(14) 0.0592(7) Uani 1 1 d . A . H1W H 0.4969 0.1291 0.7684 0.092(16) Uiso 1 1 d R . . H2W H 0.5631 0.1615 0.7382 0.095(16) Uiso 1 1 d R . . O14 O 0.61379(14) 0.38144(17) 0.63130(13) 0.0605(7) Uani 1 1 d . A . H3W H 0.5810 0.4159 0.6538 0.091 Uiso 1 1 d R . . H4W H 0.5827 0.3306 0.6242 0.091 Uiso 1 1 d R . . N1 N 0.25053(19) 0.1112(2) 0.82122(18) 0.0644(9) Uani 1 1 d . . . N2 N 0.23180(17) -0.2386(2) 1.21328(15) 0.0547(8) Uani 1 1 d . . . N3 N 0.78755(17) 0.3819(2) 0.65605(17) 0.0598(8) Uani 1 1 d . A . N4 N 0.76374(19) 0.7820(2) 0.33143(19) 0.0680(10) Uani 1 1 d . . . C1 C 0.4148(2) -0.0728(2) 0.7200(2) 0.0578(10) Uani 1 1 d . . . C2 C 0.4740(2) -0.0932(3) 0.7592(3) 0.0756(13) Uani 1 1 d . . . H2 H 0.4945 -0.0491 0.7865 0.091 Uiso 1 1 calc R . . C3 C 0.5036(3) -0.1769(3) 0.7590(3) 0.0927(17) Uani 1 1 d . . . H3 H 0.5432 -0.1883 0.7863 0.111 Uiso 1 1 calc R . . C4 C 0.4752(3) -0.2436(3) 0.7189(3) 0.0800(14) Uani 1 1 d . . . C5 C 0.4172(3) -0.2228(3) 0.6795(3) 0.0935(17) Uani 1 1 d . . . H5 H 0.3972 -0.2666 0.6515 0.112 Uiso 1 1 calc R . . C6 C 0.3871(3) -0.1382(3) 0.6797(3) 0.0793(14) Uani 1 1 d . . . H6 H 0.3478 -0.1267 0.6520 0.095 Uiso 1 1 calc R . . C7 C 0.3819(2) 0.0174(2) 0.7228(2) 0.0540(10) Uani 1 1 d . . . C8 C 0.5021(3) -0.3376(3) 0.7163(4) 0.107(2) Uani 1 1 d . . . H8A H 0.4976 -0.3586 0.6697 0.128 Uiso 1 1 calc R . . H8B H 0.5510 -0.3374 0.7298 0.128 Uiso 1 1 calc R . . C9 C 0.4663(2) -0.3997(2) 0.7598(2) 0.0675(12) Uani 1 1 d . . . H9A H 0.4168 -0.3906 0.7528 0.081 Uiso 1 1 calc R . . H9B H 0.4786 -0.3852 0.8069 0.081 Uiso 1 1 calc R . . C10 C 0.4817(2) -0.4979(2) 0.7488(2) 0.0580(10) Uani 1 1 d . . . C11 C 0.4215(2) 0.0671(2) 0.48478(19) 0.0529(9) Uani 1 1 d . . . C12 C 0.3831(2) 0.0006(3) 0.5135(2) 0.0665(11) Uani 1 1 d . . . H12 H 0.3748 0.0029 0.5597 0.080 Uiso 1 1 calc R . . C13 C 0.3564(2) -0.0702(3) 0.4740(2) 0.0682(12) Uani 1 1 d . . . H13 H 0.3304 -0.1143 0.4942 0.082 Uiso 1 1 calc R . . C14 C 0.36829(19) -0.0749(2) 0.40607(19) 0.0496(9) Uani 1 1 d . . . C15 C 0.4063(2) -0.0089(3) 0.3779(2) 0.0580(10) Uani 1 1 d . . . H15 H 0.4144 -0.0109 0.3317 0.070 Uiso 1 1 calc R . . C16 C 0.4331(2) 0.0607(3) 0.4169(2) 0.0618(11) Uani 1 1 d . . . H16 H 0.4595 0.1041 0.3965 0.074 Uiso 1 1 calc R . . C17 C 0.4537(2) 0.1415(3) 0.5281(2) 0.0595(10) Uani 1 1 d . . . H17A H 0.4934 0.1177 0.5542 0.071 Uiso 1 1 calc R . . H17B H 0.4707 0.1871 0.4981 0.071 Uiso 1 1 calc R . . C18 C 0.4053(2) 0.1840(2) 0.57631(18) 0.0521(9) Uani 1 1 d . A . H18A H 0.3801 0.1372 0.5985 0.062 Uiso 1 1 calc R . . H18B H 0.3717 0.2194 0.5500 0.062 Uiso 1 1 calc R . . C19 C 0.4392(2) 0.2426(2) 0.63041(17) 0.0457(9) Uani 1 1 d . . . C20 C 0.3425(2) -0.1534(3) 0.3657(2) 0.0555(10) Uani 1 1 d . . . C21 C 0.2365(3) 0.1453(3) 0.8817(3) 0.0839(14) Uani 1 1 d . . . H21 H 0.2600 0.1965 0.8959 0.101 Uiso 1 1 calc R . . C22 C 0.1894(3) 0.1093(3) 0.9245(3) 0.0856(15) Uani 1 1 d . . . H22 H 0.1808 0.1370 0.9656 0.103 Uiso 1 1 calc R . . C23 C 0.1551(2) 0.0317(3) 0.9057(2) 0.0711(12) Uani 1 1 d . . . C24 C 0.1701(2) -0.0049(3) 0.8442(2) 0.0752(13) Uani 1 1 d . . . H24 H 0.1484 -0.0573 0.8297 0.090 Uiso 1 1 calc R . . C25 C 0.2171(2) 0.0356(3) 0.8039(2) 0.0717(12) Uani 1 1 d . . . H25 H 0.2263 0.0093 0.7624 0.086 Uiso 1 1 calc R . . C26 C 0.1064(2) -0.0120(3) 0.9534(2) 0.0810(14) Uani 1 1 d . . . H26A H 0.0757 -0.0524 0.9281 0.097 Uiso 1 1 calc R . . H26B H 0.0782 0.0330 0.9743 0.097 Uiso 1 1 calc R . . C27 C 0.1479(2) -0.0634(3) 1.0086(2) 0.0743(13) Uani 1 1 d . . . H27A H 0.1755 -0.1085 0.9871 0.089 Uiso 1 1 calc R . . H27B H 0.1796 -0.0227 1.0325 0.089 Uiso 1 1 calc R . . C28 C 0.1035(2) -0.1076(3) 1.0594(2) 0.0645(11) Uani 1 1 d . . . H28A H 0.0732 -0.1506 1.0363 0.077 Uiso 1 1 calc R . . H28B H 0.0747 -0.0632 1.0802 0.077 Uiso 1 1 calc R . . C29 C 0.2155(2) -0.1530(3) 1.2168(2) 0.0687(12) Uani 1 1 d . . . H29 H 0.2326 -0.1208 1.2543 0.082 Uiso 1 1 calc R . . C30 C 0.1751(2) -0.1093(3) 1.1690(2) 0.0715(13) Uani 1 1 d . . . H30 H 0.1664 -0.0488 1.1740 0.086 Uiso 1 1 calc R . . C31 C 0.1473(2) -0.1538(3) 1.1137(2) 0.0566(10) Uani 1 1 d . . . C32 C 0.1654(3) -0.2423(3) 1.1092(2) 0.0885(16) Uani 1 1 d . . . H32 H 0.1494 -0.2756 1.0718 0.106 Uiso 1 1 calc R . . C33 C 0.2065(3) -0.2815(3) 1.1587(2) 0.0885(17) Uani 1 1 d . . . H33 H 0.2173 -0.3414 1.1541 0.106 Uiso 1 1 calc R . . C34 C 0.8137(2) 0.4552(3) 0.6863(2) 0.0733(12) Uani 1 1 d . . . H34 H 0.8005 0.4679 0.7302 0.088 Uiso 1 1 calc R A . C35 C 0.8578(2) 0.5119(3) 0.6573(3) 0.0845(14) Uani 1 1 d . A . H35 H 0.8724 0.5633 0.6800 0.101 Uiso 1 1 calc R . . C36 C 0.8803(3) 0.4937(4) 0.5956(3) 0.0980(17) Uani 1 1 d . . . C37 C 0.8546(4) 0.4182(4) 0.5628(3) 0.128(3) Uani 1 1 d . A . H37 H 0.8685 0.4040 0.5194 0.153 Uiso 1 1 calc R . . C38 C 0.8085(3) 0.3644(3) 0.5949(3) 0.0913(16) Uani 1 1 d . . . H38 H 0.7916 0.3138 0.5725 0.110 Uiso 1 1 calc R A . C39 C 0.9263(4) 0.5579(5) 0.5588(5) 0.166(4) Uani 1 1 d . A . H39A H 0.9567 0.5885 0.5917 0.199 Uiso 1 1 calc R . . H39B H 0.9548 0.5251 0.5282 0.199 Uiso 1 1 calc R . . C40 C 0.8840(5) 0.6237(8) 0.5198(4) 0.225(6) Uani 1 1 d . . . H40A H 0.8574 0.6572 0.5518 0.270 Uiso 1 1 calc R A . H40B H 0.8510 0.5913 0.4905 0.270 Uiso 1 1 calc R . . C41 C 0.9201(4) 0.6881(7) 0.4771(5) 0.203(5) Uani 1 1 d . A . H41A H 0.9573 0.6590 0.4541 0.244 Uiso 1 1 calc R . . H41B H 0.9397 0.7360 0.5049 0.244 Uiso 1 1 calc R . . C42 C 0.7867(3) 0.8340(3) 0.3824(3) 0.1004(19) Uani 1 1 d . . . H42 H 0.7698 0.8919 0.3843 0.120 Uiso 1 1 calc R . . C43 C 0.8334(4) 0.8069(4) 0.4315(4) 0.150(3) Uani 1 1 d . A . H43 H 0.8441 0.8425 0.4692 0.180 Uiso 1 1 calc R . . C44 C 0.8647(4) 0.7253(6) 0.4241(5) 0.147(3) Uani 1 1 d . . . C45 C 0.8392(5) 0.6705(5) 0.3736(4) 0.174(4) Uani 1 1 d . A . H45 H 0.8551 0.6122 0.3708 0.208 Uiso 1 1 calc R . . C46 C 0.7912(3) 0.7011(4) 0.3281(3) 0.115(2) Uani 1 1 d . . . H46 H 0.7764 0.6639 0.2925 0.138 Uiso 1 1 calc R A . 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 O9 0.094(9) 0.058(9) 0.035(13) -0.023(9) 0.014(7) 0.002(7) O10 0.055(9) 0.023(6) 0.059(9) -0.017(5) -0.003(6) -0.001(5) O11 0.031(7) 0.061(5) 0.064(6) -0.026(4) -0.006(7) -0.007(6) O12 0.066(10) 0.033(7) 0.048(5) -0.005(4) 0.017(6) -0.008(6) C47 0.053(9) 0.062(11) 0.055(10) -0.026(7) 0.014(7) -0.010(6) C48 0.114(8) 0.083(6) 0.054(5) -0.015(5) 0.022(6) -0.042(6) C49 0.124(10) 0.137(10) 0.070(7) -0.032(7) 0.044(6) -0.039(8) C50 0.099(8) 0.071(7) 0.056(6) -0.014(5) -0.009(5) 0.005(6) C51 0.094(8) 0.054(6) 0.066(6) -0.024(5) 0.034(6) -0.033(6) C52 0.106(12) 0.126(16) 0.089(13) -0.068(10) 0.014(8) -0.050(10) C53 0.055(16) 0.043(10) 0.036(12) 0.006(7) -0.022(10) -0.019(8) C54 0.107(9) 0.085(9) 0.068(7) -0.044(6) -0.007(6) 0.033(7) C55 0.092(9) 0.063(8) 0.059(6) -0.025(6) 0.016(6) -0.001(7) C56 0.049(15) 0.043(7) 0.029(10) 0.005(6) 0.006(10) 0.007(7) O9' 0.044(12) 0.086(7) 0.069(8) -0.024(6) -0.006(11) 0.000(10) O10' 0.097(17) 0.044(9) 0.067(8) -0.005(6) 0.041(10) -0.006(8) O11' 0.052(6) 0.050(6) 0.027(10) -0.008(6) 0.004(5) -0.007(5) O12' 0.061(10) 0.058(11) 0.083(15) -0.011(7) -0.037(10) -0.015(6) C47' 0.056(7) 0.043(7) 0.059(8) -0.021(5) 0.018(6) -0.005(5) C48' 0.057(5) 0.054(5) 0.060(5) -0.022(4) 0.004(4) 0.001(4) C49' 0.079(7) 0.073(6) 0.064(6) -0.030(5) 0.007(5) 0.012(5) C50' 0.113(11) 0.063(7) 0.068(8) -0.028(6) 0.052(8) -0.058(8) C51' 0.112(9) 0.088(8) 0.057(6) -0.024(6) -0.006(6) 0.022(7) C52' 0.086(8) 0.059(7) 0.071(7) -0.014(6) 0.010(6) 0.012(6) C53' 0.07(2) 0.042(13) 0.048(12) -0.008(9) -0.007(9) -0.014(11) C54' 0.128(11) 0.044(8) 0.057(9) -0.022(6) 0.043(7) -0.032(6) C55' 0.047(7) 0.056(9) 0.046(10) -0.014(6) -0.013(6) -0.007(6) C56' 0.07(2) 0.049(14) 0.042(13) -0.020(10) 0.000(11) 0.035(14) Cd1 0.06193(18) 0.03337(14) 0.04901(16) -0.00708(11) -0.00185(13) 0.00188(11) Cd2 0.05419(16) 0.03051(13) 0.04220(15) -0.00577(10) -0.00290(11) -0.00086(11) Cd3 0.05680(17) 0.03971(14) 0.04251(15) -0.01325(11) -0.00380(12) -0.00010(12) O1 0.077(2) 0.0361(14) 0.094(2) -0.0148(14) 0.0005(16) -0.0013(13) O2 0.083(2) 0.0464(15) 0.0721(19) -0.0004(13) -0.0045(16) 0.0140(14) O3 0.106(3) 0.0591(18) 0.091(2) -0.0118(16) 0.004(2) 0.0358(18) O4 0.095(2) 0.0325(14) 0.100(2) 0.0016(15) 0.0007(19) 0.0020(14) O5 0.069(2) 0.0720(19) 0.088(2) -0.0348(16) 0.0039(16) -0.0218(16) O6 0.0768(18) 0.0381(13) 0.0424(14) -0.0087(11) -0.0007(13) -0.0018(12) O7 0.0642(18) 0.0656(17) 0.0590(17) -0.0303(14) -0.0052(14) 0.0054(14) O8 0.086(2) 0.0637(18) 0.084(2) -0.0392(16) 0.0114(18) -0.0189(17) O13 0.0590(17) 0.0392(14) 0.079(2) 0.0007(12) -0.0010(15) 0.0024(13) O14 0.0653(18) 0.0547(15) 0.0613(17) -0.0022(13) -0.0004(13) 0.0042(13) N1 0.075(2) 0.058(2) 0.060(2) 0.0046(17) 0.0030(18) -0.0080(18) N2 0.066(2) 0.0452(17) 0.0519(19) -0.0067(14) -0.0116(15) -0.0026(15) N3 0.059(2) 0.060(2) 0.061(2) -0.0094(16) 0.0000(17) -0.0042(16) N4 0.071(2) 0.054(2) 0.077(2) -0.0042(18) -0.0180(19) 0.0060(18) C1 0.076(3) 0.0308(18) 0.067(3) -0.0013(17) 0.006(2) 0.0031(18) C2 0.081(3) 0.041(2) 0.103(4) -0.004(2) -0.012(3) 0.006(2) C3 0.087(4) 0.059(3) 0.132(5) 0.013(3) -0.001(3) 0.015(3) C4 0.071(3) 0.037(2) 0.132(5) 0.016(3) 0.011(3) 0.002(2) C5 0.115(5) 0.045(3) 0.121(5) -0.022(3) 0.015(4) -0.005(3) C6 0.093(4) 0.048(2) 0.096(4) -0.005(2) -0.013(3) 0.002(2) C7 0.068(3) 0.0322(19) 0.063(3) -0.0004(17) 0.013(2) -0.0006(18) C8 0.106(4) 0.050(3) 0.169(6) 0.016(3) 0.061(4) 0.024(3) C9 0.071(3) 0.0311(19) 0.099(3) -0.003(2) -0.006(2) 0.0049(19) C10 0.064(3) 0.033(2) 0.076(3) -0.011(2) -0.014(2) 0.0099(19) C11 0.060(2) 0.043(2) 0.056(2) -0.0151(17) 0.0022(19) 0.0016(18) C12 0.092(3) 0.058(2) 0.050(2) -0.0190(19) 0.011(2) -0.014(2) C13 0.085(3) 0.049(2) 0.071(3) -0.015(2) 0.015(2) -0.018(2) C14 0.053(2) 0.044(2) 0.051(2) -0.0192(17) -0.0032(17) 0.0018(17) C15 0.072(3) 0.055(2) 0.047(2) -0.0136(18) -0.0004(19) 0.003(2) C16 0.083(3) 0.046(2) 0.057(2) -0.0111(18) 0.007(2) -0.005(2) C17 0.067(3) 0.052(2) 0.060(2) -0.0203(19) -0.003(2) -0.0041(19) C18 0.065(2) 0.048(2) 0.042(2) -0.0103(16) -0.0052(18) -0.0067(18) C19 0.064(3) 0.0291(17) 0.043(2) -0.0023(14) -0.0082(18) -0.0007(17) C20 0.048(2) 0.048(2) 0.069(3) -0.023(2) -0.010(2) 0.0080(18) C21 0.104(4) 0.071(3) 0.077(3) 0.002(3) 0.014(3) -0.022(3) C22 0.107(4) 0.080(3) 0.071(3) 0.007(3) 0.015(3) -0.014(3) C23 0.067(3) 0.077(3) 0.068(3) 0.031(2) -0.007(2) -0.008(2) C24 0.079(3) 0.075(3) 0.070(3) 0.015(2) -0.012(3) -0.023(2) C25 0.081(3) 0.068(3) 0.065(3) 0.003(2) -0.006(2) -0.014(2) C26 0.080(3) 0.085(3) 0.077(3) 0.026(3) -0.003(3) -0.009(3) C27 0.074(3) 0.077(3) 0.071(3) 0.026(2) 0.001(2) -0.006(2) C28 0.066(3) 0.059(2) 0.067(3) 0.009(2) -0.006(2) -0.007(2) C29 0.077(3) 0.056(2) 0.072(3) -0.021(2) -0.020(2) 0.011(2) C30 0.080(3) 0.047(2) 0.086(3) -0.013(2) -0.027(3) 0.011(2) C31 0.062(3) 0.053(2) 0.054(2) 0.0038(18) -0.0022(19) -0.0072(19) C32 0.144(5) 0.052(3) 0.065(3) -0.012(2) -0.045(3) 0.006(3) C33 0.137(5) 0.044(2) 0.080(3) -0.010(2) -0.055(3) 0.007(3) C34 0.070(3) 0.078(3) 0.072(3) -0.016(2) 0.003(2) -0.019(2) C35 0.073(3) 0.080(3) 0.102(4) -0.016(3) 0.013(3) -0.022(3) C36 0.091(4) 0.083(4) 0.124(5) 0.000(3) 0.044(4) -0.016(3) C37 0.164(6) 0.117(5) 0.108(5) -0.039(4) 0.080(5) -0.048(5) C38 0.115(4) 0.081(3) 0.081(4) -0.027(3) 0.036(3) -0.021(3) C39 0.178(8) 0.108(5) 0.221(9) -0.009(6) 0.111(7) -0.038(5) C40 0.247(11) 0.297(13) 0.125(7) 0.152(8) -0.055(7) -0.095(10) C41 0.109(6) 0.316(14) 0.182(9) 0.093(9) -0.012(6) 0.009(7) C42 0.120(5) 0.060(3) 0.115(4) -0.003(3) -0.058(4) 0.001(3) C43 0.182(8) 0.094(5) 0.162(7) 0.001(4) -0.118(6) -0.002(5) C44 0.125(6) 0.149(7) 0.160(7) 0.043(6) -0.063(5) 0.014(5) C45 0.219(9) 0.128(6) 0.165(8) -0.027(5) -0.093(7) 0.093(6) C46 0.143(6) 0.080(4) 0.116(5) -0.018(3) -0.055(4) 0.053(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 O9 C53 1.13(5) . ? O9 Cd3 2.41(4) . ? O10 C53 1.25(4) . ? O10 Cd2 2.36(3) . ? O10 Cd3 2.54(3) . ? O11 C56 1.26(3) . ? O11 Cd1 2.40(2) 3_667 ? O12 C56 1.32(4) . ? O12 Cd2 2.48(3) 3_667 ? O12 Cd1 2.51(2) 3_667 ? C47 C48 1.3900 . ? C47 C52 1.3900 . ? C47 C53 1.48(3) . ? C48 C49 1.3900 . ? C48 H48 0.9300 . ? C49 C50 1.3900 . ? C49 H49 0.9300 . ? C50 C51 1.3900 . ? C50 C54 1.550(10) . ? C51 C52 1.3900 . ? C51 H51 0.9300 . ? C52 H52 0.9300 . ? C54 C55 1.442(16) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C56 1.60(4) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? O9' C53' 1.25(3) . ? O9' Cd1 2.31(3) 3_667 ? O10' C53' 1.19(5) . ? O10' Cd2 2.21(3) 3_667 ? O11' C56' 1.39(5) . ? O11' Cd3 2.26(3) . ? O12' C56' 1.26(5) . ? O12' Cd2 2.19(3) . ? C47' C48' 1.3900 . ? C47' C52' 1.3900 . ? C47' C53' 1.43(4) . ? C48' C49' 1.3900 . ? C48' H48' 0.9300 . ? C49' C50' 1.3900 . ? C49' H49' 0.9300 . ? C50' C51' 1.3900 . ? C50' C54' 1.554(11) . ? C51' C52' 1.3900 . ? C51' H51' 0.9300 . ? C52' H52' 0.9300 . ? C54' C55' 1.454(15) . ? C54' H54C 0.9700 . ? C54' H54D 0.9700 . ? C55' C56' 1.53(3) . ? C55' H55C 0.9700 . ? C55' H55D 0.9700 . ? Cd1 N4 2.293(3) 3_666 ? Cd1 O9' 2.31(3) 3_667 ? Cd1 O1 2.326(3) . ? Cd1 O6 2.353(3) . ? Cd1 N1 2.360(3) . ? Cd1 O11 2.40(2) 3_667 ? Cd1 O12 2.51(2) 3_667 ? Cd1 O2 2.511(3) . ? Cd2 O10' 2.21(3) 3_667 ? Cd2 O4 2.211(3) 1_565 ? Cd2 O13 2.277(2) . ? Cd2 O6 2.326(2) . ? Cd2 O12 2.48(3) 3_667 ? Cd3 N2 2.325(3) 3_657 ? Cd3 N3 2.333(3) . ? Cd3 O8 2.376(3) 3_656 ? Cd3 O14 2.378(3) . ? Cd3 O7 2.406(3) 3_656 ? Cd3 C20 2.741(4) 3_656 ? O1 C7 1.263(4) . ? O2 C7 1.244(5) . ? O3 C10 1.226(5) . ? O4 C10 1.240(5) . ? O4 Cd2 2.211(3) 1_545 ? O5 C19 1.217(4) . ? O6 C19 1.282(4) . ? O7 C20 1.257(5) . ? O7 Cd3 2.406(3) 3_656 ? O8 C20 1.245(5) . ? O8 Cd3 2.376(3) 3_656 ? O13 H1W 0.8872 . ? O13 H2W 0.9808 . ? O14 H3W 0.9433 . ? O14 H4W 0.9766 . ? N1 C21 1.334(6) . ? N1 C25 1.343(5) . ? N2 C33 1.326(5) . ? N2 C29 1.327(5) . ? N2 Cd3 2.325(3) 3_657 ? N3 C38 1.313(5) . ? N3 C34 1.340(5) . ? N4 C46 1.328(5) . ? N4 C42 1.331(6) . ? N4 Cd1 2.293(3) 3_666 ? C1 C6 1.358(6) . ? C1 C2 1.382(6) . ? C1 C7 1.498(5) . ? C2 C3 1.382(6) . ? C2 H2 0.9300 . ? C3 C4 1.373(7) . ? C3 H3 0.9300 . ? C4 C5 1.368(7) . ? C4 C8 1.506(6) . ? C5 C6 1.398(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C8 C9 1.460(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.521(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C16 1.366(5) . ? C11 C12 1.380(5) . ? C11 C17 1.520(5) . ? C12 C13 1.402(5) . ? C12 H12 0.9300 . ? C13 C14 1.368(5) . ? C13 H13 0.9300 . ? C14 C15 1.365(5) . ? C14 C20 1.495(5) . ? C15 C16 1.383(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.504(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.507(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C20 Cd3 2.741(4) 3_656 ? C21 C22 1.375(6) . ? C21 H21 0.9300 . ? C22 C23 1.383(6) . ? C22 H22 0.9300 . ? C23 C24 1.373(6) . ? C23 C26 1.507(6) . ? C24 C25 1.373(6) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.530(6) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.500(5) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C31 1.502(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.362(6) . ? C29 H29 0.9300 . ? C30 C31 1.365(5) . ? C30 H30 0.9300 . ? C31 C32 1.378(6) . ? C32 C33 1.362(6) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 C35 1.349(6) . ? C34 H34 0.9300 . ? C35 C36 1.334(7) . ? C35 H35 0.9300 . ? C36 C37 1.386(7) . ? C36 C39 1.516(8) . ? C37 C38 1.376(7) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 C40 1.475(11) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 C41 1.476(10) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C44 1.563(10) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.354(7) . ? C42 H42 0.9300 . ? C43 C44 1.378(10) . ? C43 H43 0.9300 . ? C44 C45 1.364(10) . ? C45 C46 1.341(8) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C53 O9 Cd3 102(3) . . ? C53 O10 Cd2 130.0(18) . . ? C53 O10 Cd3 92(2) . . ? Cd2 O10 Cd3 116.8(10) . . ? C56 O11 Cd1 93(2) . 3_667 ? C56 O12 Cd2 111(2) . 3_667 ? C56 O12 Cd1 86(2) . 3_667 ? Cd2 O12 Cd1 97.7(11) 3_667 3_667 ? C48 C47 C52 120.0 . . ? C48 C47 C53 120.5(16) . . ? C52 C47 C53 119.4(16) . . ? C47 C48 C49 120.0 . . ? C47 C48 H48 120.0 . . ? C49 C48 H48 120.0 . . ? C50 C49 C48 120.0 . . ? C50 C49 H49 120.0 . . ? C48 C49 H49 120.0 . . ? C49 C50 C51 120.0 . . ? C49 C50 C54 120.4(8) . . ? C51 C50 C54 119.6(8) . . ? C50 C51 C52 120.0 . . ? C50 C51 H51 120.0 . . ? C52 C51 H51 120.0 . . ? C51 C52 C47 120.0 . . ? C51 C52 H52 120.0 . . ? C47 C52 H52 120.0 . . ? O9 C53 O10 118(4) . . ? O9 C53 C47 113(3) . . ? O10 C53 C47 128(3) . . ? C55 C54 C50 111.7(9) . . ? C55 C54 H54A 109.3 . . ? C50 C54 H54A 109.3 . . ? C55 C54 H54B 109.3 . . ? C50 C54 H54B 109.3 . . ? H54A C54 H54B 107.9 . . ? C54 C55 C56 118.0(14) . . ? C54 C55 H55A 107.8 . . ? C56 C55 H55A 107.8 . . ? C54 C55 H55B 107.8 . . ? C56 C55 H55B 107.8 . . ? H55A C55 H55B 107.2 . . ? O11 C56 O12 125(3) . . ? O11 C56 C55 116(2) . . ? O12 C56 C55 118(2) . . ? C53' O9' Cd1 104(2) . 3_667 ? C53' O10' Cd2 127(3) . 3_667 ? C56' O11' Cd3 98(2) . . ? C56' O12' Cd2 134(2) . . ? C48' C47' C52' 120.0 . . ? C48' C47' C53' 124.9(13) . . ? C52' C47' C53' 115.0(13) . . ? C47' C48' C49' 120.0 . . ? C47' C48' H48' 120.0 . . ? C49' C48' H48' 120.0 . . ? C50' C49' C48' 120.0 . . ? C50' C49' H49' 120.0 . . ? C48' C49' H49' 120.0 . . ? C51' C50' C49' 120.0 . . ? C51' C50' C54' 118.6(8) . . ? C49' C50' C54' 121.1(9) . . ? C52' C51' C50' 120.0 . . ? C52' C51' H51' 120.0 . . ? C50' C51' H51' 120.0 . . ? C51' C52' C47' 120.0 . . ? C51' C52' H52' 120.0 . . ? C47' C52' H52' 120.0 . . ? O10' C53' O9' 121(3) . . ? O10' C53' C47' 121(3) . . ? O9' C53' C47' 118(3) . . ? C55' C54' C50' 112.5(8) . . ? C55' C54' H54C 109.1 . . ? C50' C54' H54C 109.1 . . ? C55' C54' H54D 109.1 . . ? C50' C54' H54D 109.1 . . ? H54C C54' H54D 107.8 . . ? C54' C55' C56' 116(2) . . ? C54' C55' H55C 108.2 . . ? C56' C55' H55C 108.2 . . ? C54' C55' H55D 108.2 . . ? C56' C55' H55D 108.2 . . ? H55C C55' H55D 107.4 . . ? O12' C56' O11' 124(3) . . ? O12' C56' C55' 114(3) . . ? O11' C56' C55' 121(3) . . ? N4 Cd1 O9' 95.7(6) 3_666 3_667 ? N4 Cd1 O1 139.34(11) 3_666 . ? O9' Cd1 O1 124.7(6) 3_667 . ? N4 Cd1 O6 90.26(11) 3_666 . ? O9' Cd1 O6 85.8(7) 3_667 . ? O1 Cd1 O6 88.29(9) . . ? N4 Cd1 N1 94.03(13) 3_666 . ? O9' Cd1 N1 88.7(8) 3_667 . ? O1 Cd1 N1 91.73(11) . . ? O6 Cd1 N1 173.36(10) . . ? N4 Cd1 O11 86.3(6) 3_666 3_667 ? O9' Cd1 O11 10.7(7) 3_667 3_667 ? O1 Cd1 O11 134.4(6) . 3_667 ? O6 Cd1 O11 90.9(6) . 3_667 ? N1 Cd1 O11 84.4(6) . 3_667 ? N4 Cd1 O12 138.6(8) 3_666 3_667 ? O9' Cd1 O12 45.1(10) 3_667 3_667 ? O1 Cd1 O12 80.1(8) . 3_667 ? O6 Cd1 O12 76.3(6) . 3_667 ? N1 Cd1 O12 97.1(6) . 3_667 ? O11 Cd1 O12 55.6(9) 3_667 3_667 ? N4 Cd1 O2 86.60(11) 3_666 . ? O9' Cd1 O2 174.0(8) 3_667 . ? O1 Cd1 O2 53.76(9) . . ? O6 Cd1 O2 99.72(9) . . ? N1 Cd1 O2 85.61(11) . . ? O11 Cd1 O2 167.3(4) 3_667 . ? O12 Cd1 O2 133.9(8) 3_667 . ? O12' Cd2 O10' 114.0(12) . 3_667 ? O12' Cd2 O4 96.0(7) . 1_565 ? O10' Cd2 O4 82.8(10) 3_667 1_565 ? O12' Cd2 O13 76.9(8) . . ? O10' Cd2 O13 80.7(10) 3_667 . ? O4 Cd2 O13 157.42(11) 1_565 . ? O12' Cd2 O6 153.8(7) . . ? O10' Cd2 O6 84.6(7) 3_667 . ? O4 Cd2 O6 104.96(10) 1_565 . ? O13 Cd2 O6 88.80(9) . . ? O12' Cd2 O10 3.1(17) . . ? O10' Cd2 O10 117.0(11) 3_667 . ? O4 Cd2 O10 95.8(4) 1_565 . ? O13 Cd2 O10 78.2(6) . . ? O6 Cd2 O10 152.0(5) . . ? O12' Cd2 O12 120.6(12) . 3_667 ? O10' Cd2 O12 7.3(13) 3_667 3_667 ? O4 Cd2 O12 85.3(8) 1_565 3_667 ? O13 Cd2 O12 80.3(8) . 3_667 ? O6 Cd2 O12 77.3(6) . 3_667 ? O10 Cd2 O12 123.7(10) . 3_667 ? O11' Cd3 N2 89.7(8) . 3_657 ? O11' Cd3 N3 83.7(8) . . ? N2 Cd3 N3 93.22(12) 3_657 . ? O11' Cd3 O8 163.0(8) . 3_656 ? N2 Cd3 O8 105.44(11) 3_657 3_656 ? N3 Cd3 O8 87.57(11) . 3_656 ? O11' Cd3 O14 84.0(8) . . ? N2 Cd3 O14 171.84(10) 3_657 . ? N3 Cd3 O14 91.22(10) . . ? O8 Cd3 O14 81.58(10) 3_656 . ? O11' Cd3 O7 136.8(8) . 3_656 ? N2 Cd3 O7 85.61(10) 3_657 3_656 ? N3 Cd3 O7 139.38(10) . 3_656 ? O8 Cd3 O7 54.17(10) 3_656 3_656 ? O14 Cd3 O7 95.45(9) . 3_656 ? O11' Cd3 O9 6.6(17) . . ? N2 Cd3 O9 84.9(8) 3_657 . ? N3 Cd3 O9 88.6(8) . . ? O8 Cd3 O9 169.1(9) 3_656 . ? O14 Cd3 O9 88.4(8) . . ? O7 Cd3 O9 131.5(8) 3_656 . ? O11' Cd3 O10 52.9(10) . . ? N2 Cd3 O10 90.0(6) 3_657 . ? N3 Cd3 O10 136.5(6) . . ? O8 Cd3 O10 133.0(7) 3_656 . ? O14 Cd3 O10 82.0(6) . . ? O7 Cd3 O10 84.1(6) 3_656 . ? O9 Cd3 O10 48.5(10) . . ? O11' Cd3 C20 160.3(7) . 3_656 ? N2 Cd3 C20 97.59(11) 3_657 3_656 ? N3 Cd3 C20 114.00(13) . 3_656 ? O8 Cd3 C20 26.98(11) 3_656 3_656 ? O14 Cd3 C20 86.82(10) . 3_656 ? O7 Cd3 C20 27.28(11) 3_656 3_656 ? O9 Cd3 C20 157.0(8) . 3_656 ? O10 Cd3 C20 108.5(7) . 3_656 ? C7 O1 Cd1 96.1(2) . . ? C7 O2 Cd1 87.9(2) . . ? C10 O4 Cd2 106.1(3) . 1_545 ? C19 O6 Cd2 100.8(2) . . ? C19 O6 Cd1 133.3(2) . . ? Cd2 O6 Cd1 106.99(9) . . ? C20 O7 Cd3 91.4(2) . 3_656 ? C20 O8 Cd3 93.1(2) . 3_656 ? Cd2 O13 H1W 118.0 . . ? Cd2 O13 H2W 107.8 . . ? H1W O13 H2W 108.1 . . ? Cd3 O14 H3W 115.4 . . ? Cd3 O14 H4W 95.7 . . ? H3W O14 H4W 94.4 . . ? C21 N1 C25 115.9(4) . . ? C21 N1 Cd1 122.7(3) . . ? C25 N1 Cd1 121.4(3) . . ? C33 N2 C29 115.7(3) . . ? C33 N2 Cd3 123.2(3) . 3_657 ? C29 N2 Cd3 121.1(2) . 3_657 ? C38 N3 C34 116.5(4) . . ? C38 N3 Cd3 122.4(3) . . ? C34 N3 Cd3 120.3(3) . . ? C46 N4 C42 117.0(4) . . ? C46 N4 Cd1 117.8(3) . 3_666 ? C42 N4 Cd1 125.0(3) . 3_666 ? C6 C1 C2 117.3(4) . . ? C6 C1 C7 121.3(4) . . ? C2 C1 C7 121.4(4) . . ? C1 C2 C3 122.1(4) . . ? C1 C2 H2 118.9 . . ? C3 C2 H2 118.9 . . ? C4 C3 C2 120.7(5) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C5 C4 C3 117.0(4) . . ? C5 C4 C8 117.9(5) . . ? C3 C4 C8 125.0(5) . . ? C4 C5 C6 122.4(5) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C1 C6 C5 120.4(5) . . ? C1 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? O2 C7 O1 122.1(3) . . ? O2 C7 C1 120.3(4) . . ? O1 C7 C1 117.7(4) . . ? C9 C8 C4 114.0(4) . . ? C9 C8 H8A 108.7 . . ? C4 C8 H8A 108.7 . . ? C9 C8 H8B 108.7 . . ? C4 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C8 C9 C10 115.8(4) . . ? C8 C9 H9A 108.3 . . ? C10 C9 H9A 108.3 . . ? C8 C9 H9B 108.3 . . ? C10 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? O3 C10 O4 122.8(4) . . ? O3 C10 C9 120.6(4) . . ? O4 C10 C9 116.6(4) . . ? C16 C11 C12 117.6(3) . . ? C16 C11 C17 121.2(4) . . ? C12 C11 C17 121.1(3) . . ? C11 C12 C13 120.9(4) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C13 C12 120.4(4) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C15 C14 C13 118.4(3) . . ? C15 C14 C20 122.0(4) . . ? C13 C14 C20 119.5(4) . . ? C14 C15 C16 121.2(4) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C11 C16 C15 121.5(4) . . ? C11 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C18 C17 C11 114.6(3) . . ? C18 C17 H17A 108.6 . . ? C11 C17 H17A 108.6 . . ? C18 C17 H17B 108.6 . . ? C11 C17 H17B 108.6 . . ? H17A C17 H17B 107.6 . . ? C17 C18 C19 115.6(3) . . ? C17 C18 H18A 108.4 . . ? C19 C18 H18A 108.4 . . ? C17 C18 H18B 108.4 . . ? C19 C18 H18B 108.4 . . ? H18A C18 H18B 107.5 . . ? O5 C19 O6 120.9(3) . . ? O5 C19 C18 121.8(3) . . ? O6 C19 C18 117.3(3) . . ? O8 C20 O7 121.0(3) . . ? O8 C20 C14 119.7(4) . . ? O7 C20 C14 119.3(4) . . ? O8 C20 Cd3 59.93(19) . 3_656 ? O7 C20 Cd3 61.35(19) . 3_656 ? C14 C20 Cd3 175.4(3) . 3_656 ? N1 C21 C22 124.1(5) . . ? N1 C21 H21 117.9 . . ? C22 C21 H21 117.9 . . ? C21 C22 C23 119.3(5) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? C24 C23 C22 117.1(4) . . ? C24 C23 C26 122.4(4) . . ? C22 C23 C26 120.4(5) . . ? C23 C24 C25 120.2(4) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? N1 C25 C24 123.4(4) . . ? N1 C25 H25 118.3 . . ? C24 C25 H25 118.3 . . ? C23 C26 C27 109.9(4) . . ? C23 C26 H26A 109.7 . . ? C27 C26 H26A 109.7 . . ? C23 C26 H26B 109.7 . . ? C27 C26 H26B 109.7 . . ? H26A C26 H26B 108.2 . . ? C28 C27 C26 113.5(4) . . ? C28 C27 H27A 108.9 . . ? C26 C27 H27A 108.9 . . ? C28 C27 H27B 108.9 . . ? C26 C27 H27B 108.9 . . ? H27A C27 H27B 107.7 . . ? C27 C28 C31 111.0(3) . . ? C27 C28 H28A 109.4 . . ? C31 C28 H28A 109.4 . . ? C27 C28 H28B 109.4 . . ? C31 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? N2 C29 C30 124.1(4) . . ? N2 C29 H29 118.0 . . ? C30 C29 H29 118.0 . . ? C29 C30 C31 120.4(4) . . ? C29 C30 H30 119.8 . . ? C31 C30 H30 119.8 . . ? C30 C31 C32 115.6(4) . . ? C30 C31 C28 121.9(4) . . ? C32 C31 C28 122.4(4) . . ? C33 C32 C31 120.8(4) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? N2 C33 C32 123.4(4) . . ? N2 C33 H33 118.3 . . ? C32 C33 H33 118.3 . . ? N3 C34 C35 124.3(5) . . ? N3 C34 H34 117.9 . . ? C35 C34 H34 117.9 . . ? C36 C35 C34 119.5(5) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? C35 C36 C37 117.8(5) . . ? C35 C36 C39 121.7(6) . . ? C37 C36 C39 120.2(6) . . ? C38 C37 C36 119.5(5) . . ? C38 C37 H37 120.2 . . ? C36 C37 H37 120.2 . . ? N3 C38 C37 122.3(5) . . ? N3 C38 H38 118.8 . . ? C37 C38 H38 118.8 . . ? C40 C39 C36 110.7(7) . . ? C40 C39 H39A 109.5 . . ? C36 C39 H39A 109.5 . . ? C40 C39 H39B 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 108.1 . . ? C39 C40 C41 118.1(8) . . ? C39 C40 H40A 107.8 . . ? C41 C40 H40A 107.8 . . ? C39 C40 H40B 107.8 . . ? C41 C40 H40B 107.8 . . ? H40A C40 H40B 107.1 . . ? C40 C41 C44 106.7(7) . . ? C40 C41 H41A 110.4 . . ? C44 C41 H41A 110.4 . . ? C40 C41 H41B 110.4 . . ? C44 C41 H41B 110.4 . . ? H41A C41 H41B 108.6 . . ? N4 C42 C43 123.3(5) . . ? N4 C42 H42 118.4 . . ? C43 C42 H42 118.4 . . ? C42 C43 C44 118.2(6) . . ? C42 C43 H43 120.9 . . ? C44 C43 H43 120.9 . . ? C45 C44 C43 118.0(6) . . ? C45 C44 C41 118.9(8) . . ? C43 C44 C41 122.4(9) . . ? C46 C45 C44 119.6(7) . . ? C46 C45 H45 120.2 . . ? C44 C45 H45 120.2 . . ? N4 C46 C45 123.1(6) . . ? N4 C46 H46 118.4 . . ? C45 C46 H46 118.4 . . ? 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 C52 C47 C48 C49 0.0 . . . . ? C53 C47 C48 C49 -177.5(16) . . . . ? C47 C48 C49 C50 0.0 . . . . ? C48 C49 C50 C51 0.0 . . . . ? C48 C49 C50 C54 -177.8(9) . . . . ? C49 C50 C51 C52 0.0 . . . . ? C54 C50 C51 C52 177.8(9) . . . . ? C50 C51 C52 C47 0.0 . . . . ? C48 C47 C52 C51 0.0 . . . . ? C53 C47 C52 C51 177.5(16) . . . . ? Cd3 O9 C53 O10 1(3) . . . . ? Cd3 O9 C53 C47 170.1(16) . . . . ? Cd2 O10 C53 O9 -128(3) . . . . ? Cd3 O10 C53 O9 -1(3) . . . . ? Cd2 O10 C53 C47 64(4) . . . . ? Cd3 O10 C53 C47 -168(2) . . . . ? C48 C47 C53 O9 -173(2) . . . . ? C52 C47 C53 O9 10(3) . . . . ? C48 C47 C53 O10 -5(3) . . . . ? C52 C47 C53 O10 178(2) . . . . ? C49 C50 C54 C55 107.6(11) . . . . ? C51 C50 C54 C55 -70.2(13) . . . . ? C50 C54 C55 C56 167.6(15) . . . . ? Cd1 O11 C56 O12 -2(3) 3_667 . . . ? Cd1 O11 C56 C55 169.5(18) 3_667 . . . ? Cd2 O12 C56 O11 -95(3) 3_667 . . . ? Cd1 O12 C56 O11 2(3) 3_667 . . . ? Cd2 O12 C56 C55 94(2) 3_667 . . . ? Cd1 O12 C56 C55 -169(2) 3_667 . . . ? C54 C55 C56 O11 -163(2) . . . . ? C54 C55 C56 O12 9(3) . . . . ? C52' C47' C48' C49' 0.0 . . . . ? C53' C47' C48' C49' -176.2(19) . . . . ? C47' C48' C49' C50' 0.0 . . . . ? C48' C49' C50' C51' 0.0 . . . . ? C48' C49' C50' C54' 174.0(9) . . . . ? C49' C50' C51' C52' 0.0 . . . . ? C54' C50' C51' C52' -174.2(9) . . . . ? C50' C51' C52' C47' 0.0 . . . . ? C48' C47' C52' C51' 0.0 . . . . ? C53' C47' C52' C51' 176.5(18) . . . . ? Cd2 O10' C53' O9' -64(5) 3_667 . . . ? Cd2 O10' C53' C47' 108(3) 3_667 . . . ? Cd1 O9' C53' O10' -33(4) 3_667 . . . ? Cd1 O9' C53' C47' 155(2) 3_667 . . . ? C48' C47' C53' O10' -156(2) . . . . ? C52' C47' C53' O10' 28(4) . . . . ? C48' C47' C53' O9' 16(4) . . . . ? C52' C47' C53' O9' -160(3) . . . . ? C51' C50' C54' C55' -102.1(11) . . . . ? C49' C50' C54' C55' 83.8(14) . . . . ? C50' C54' C55' C56' -163.4(17) . . . . ? Cd2 O12' C56' O11' -108(3) . . . . ? Cd2 O12' C56' C55' 70(4) . . . . ? Cd3 O11' C56' O12' -12(3) . . . . ? Cd3 O11' C56' C55' 169.8(19) . . . . ? C54' C55' C56' O12' -171(2) . . . . ? C54' C55' C56' O11' 7(3) . . . . ? C56' O12' Cd2 O10' -105(4) . . . 3_667 ? C56' O12' Cd2 O4 -20(4) . . . 1_565 ? C56' O12' Cd2 O13 -179(4) . . . . ? C56' O12' Cd2 O6 123(3) . . . . ? C56' O12' Cd2 O10 66(19) . . . . ? C56' O12' Cd2 O12 -108(4) . . . 3_667 ? C53 O10 Cd2 O12' -103(19) . . . . ? Cd3 O10 Cd2 O12' 139(20) . . . . ? C53 O10 Cd2 O10' -94(3) . . . 3_667 ? Cd3 O10 Cd2 O10' 148.2(13) . . . 3_667 ? C53 O10 Cd2 O4 -9(3) . . . 1_565 ? Cd3 O10 Cd2 O4 -127.0(9) . . . 1_565 ? C53 O10 Cd2 O13 -167(3) . . . . ? Cd3 O10 Cd2 O13 75.1(9) . . . . ? C53 O10 Cd2 O6 129(2) . . . . ? Cd3 O10 Cd2 O6 11(2) . . . . ? C53 O10 Cd2 O12 -97(3) . . . 3_667 ? Cd3 O10 Cd2 O12 144.8(12) . . . 3_667 ? C56' O11' Cd3 N2 -85.4(16) . . . 3_657 ? C56' O11' Cd3 N3 -178.7(17) . . . . ? C56' O11' Cd3 O8 122(2) . . . 3_656 ? C56' O11' Cd3 O14 89.4(16) . . . . ? C56' O11' Cd3 O7 -2(2) . . . 3_656 ? C56' O11' Cd3 O9 -41(11) . . . . ? C56' O11' Cd3 O10 4.9(15) . . . . ? C56' O11' Cd3 C20 27(4) . . . 3_656 ? C53 O9 Cd3 O11' 129(13) . . . . ? C53 O9 Cd3 N2 -95(2) . . . 3_657 ? C53 O9 Cd3 N3 172(2) . . . . ? C53 O9 Cd3 O8 102(5) . . . 3_656 ? C53 O9 Cd3 O14 80(2) . . . . ? C53 O9 Cd3 O7 -15(3) . . . 3_656 ? C53 O9 Cd3 O10 -0.4(18) . . . . ? C53 O9 Cd3 C20 3(4) . . . 3_656 ? C53 O10 Cd3 O11' -6.1(18) . . . . ? Cd2 O10 Cd3 O11' 131.2(17) . . . . ? C53 O10 Cd3 N2 83.5(17) . . . 3_657 ? Cd2 O10 Cd3 N2 -139.2(10) . . . 3_657 ? C53 O10 Cd3 N3 -11(2) . . . . ? Cd2 O10 Cd3 N3 126.1(9) . . . . ? C53 O10 Cd3 O8 -165.2(14) . . . 3_656 ? Cd2 O10 Cd3 O8 -27.8(15) . . . 3_656 ? C53 O10 Cd3 O14 -94.6(17) . . . . ? Cd2 O10 Cd3 O14 42.8(10) . . . . ? C53 O10 Cd3 O7 169.1(17) . . . 3_656 ? Cd2 O10 Cd3 O7 -53.6(10) . . . 3_656 ? C53 O10 Cd3 O9 0.3(16) . . . . ? Cd2 O10 Cd3 O9 137.6(18) . . . . ? C53 O10 Cd3 C20 -178.5(15) . . . 3_656 ? Cd2 O10 Cd3 C20 -41.2(12) . . . 3_656 ? N4 Cd1 O1 C7 -17.4(3) 3_666 . . . ? O9' Cd1 O1 C7 170.4(9) 3_667 . . . ? O6 Cd1 O1 C7 -105.8(2) . . . . ? N1 Cd1 O1 C7 80.8(2) . . . . ? O11 Cd1 O1 C7 164.7(9) 3_667 . . . ? O12 Cd1 O1 C7 177.8(7) 3_667 . . . ? O2 Cd1 O1 C7 -2.4(2) . . . . ? N4 Cd1 O2 C7 172.8(2) 3_666 . . . ? O9' Cd1 O2 C7 -75(4) 3_667 . . . ? O1 Cd1 O2 C7 2.5(2) . . . . ? O6 Cd1 O2 C7 83.1(2) . . . . ? N1 Cd1 O2 C7 -92.9(2) . . . . ? O11 Cd1 O2 C7 -131(3) 3_667 . . . ? O12 Cd1 O2 C7 2.7(9) 3_667 . . . ? O12' Cd2 O6 C19 -16(2) . . . . ? O10' Cd2 O6 C19 -152.9(10) 3_667 . . . ? O4 Cd2 O6 C19 126.0(2) 1_565 . . . ? O13 Cd2 O6 C19 -72.1(2) . . . . ? O10 Cd2 O6 C19 -10.4(15) . . . . ? O12 Cd2 O6 C19 -152.4(8) 3_667 . . . ? O12' Cd2 O6 Cd1 126(2) . . . . ? O10' Cd2 O6 Cd1 -10.9(10) 3_667 . . . ? O4 Cd2 O6 Cd1 -91.92(12) 1_565 . . . ? O13 Cd2 O6 Cd1 69.95(11) . . . . ? O10 Cd2 O6 Cd1 131.6(15) . . . . ? O12 Cd2 O6 Cd1 -10.4(8) 3_667 . . . ? N4 Cd1 O6 C19 -85.4(3) 3_666 . . . ? O9' Cd1 O6 C19 178.9(7) 3_667 . . . ? O1 Cd1 O6 C19 53.9(3) . . . . ? N1 Cd1 O6 C19 144.2(9) . . . . ? O11 Cd1 O6 C19 -171.7(6) 3_667 . . . ? O12 Cd1 O6 C19 134.1(9) 3_667 . . . ? O2 Cd1 O6 C19 1.2(3) . . . . ? N4 Cd1 O6 Cd2 150.76(12) 3_666 . . . ? O9' Cd1 O6 Cd2 55.1(6) 3_667 . . . ? O1 Cd1 O6 Cd2 -69.89(10) . . . . ? N1 Cd1 O6 Cd2 20.4(10) . . . . ? O11 Cd1 O6 Cd2 64.5(6) 3_667 . . . ? O12 Cd1 O6 Cd2 10.3(8) 3_667 . . . ? O2 Cd1 O6 Cd2 -122.64(10) . . . . ? N4 Cd1 N1 C21 -110.1(4) 3_666 . . . ? O9' Cd1 N1 C21 -14.5(7) 3_667 . . . ? O1 Cd1 N1 C21 110.2(4) . . . . ? O6 Cd1 N1 C21 20.0(11) . . . . ? O11 Cd1 N1 C21 -24.3(7) 3_667 . . . ? O12 Cd1 N1 C21 29.9(9) 3_667 . . . ? O2 Cd1 N1 C21 163.6(4) . . . . ? N4 Cd1 N1 C25 66.4(3) 3_666 . . . ? O9' Cd1 N1 C25 162.0(6) 3_667 . . . ? O1 Cd1 N1 C25 -73.3(3) . . . . ? O6 Cd1 N1 C25 -163.5(8) . . . . ? O11 Cd1 N1 C25 152.2(6) 3_667 . . . ? O12 Cd1 N1 C25 -153.6(9) 3_667 . . . ? O2 Cd1 N1 C25 -19.9(3) . . . . ? O11' Cd3 N3 C38 -157.6(9) . . . . ? N2 Cd3 N3 C38 113.1(4) 3_657 . . . ? O8 Cd3 N3 C38 7.7(4) 3_656 . . . ? O14 Cd3 N3 C38 -73.8(4) . . . . ? O7 Cd3 N3 C38 26.1(5) 3_656 . . . ? O9 Cd3 N3 C38 -162.1(9) . . . . ? O10 Cd3 N3 C38 -153.5(10) . . . . ? C20 Cd3 N3 C38 13.3(4) 3_656 . . . ? O11' Cd3 N3 C34 11.9(8) . . . . ? N2 Cd3 N3 C34 -77.4(3) 3_657 . . . ? O8 Cd3 N3 C34 177.3(3) 3_656 . . . ? O14 Cd3 N3 C34 95.7(3) . . . . ? O7 Cd3 N3 C34 -164.4(3) 3_656 . . . ? O9 Cd3 N3 C34 7.4(9) . . . . ? O10 Cd3 N3 C34 16.0(10) . . . . ? C20 Cd3 N3 C34 -177.2(3) 3_656 . . . ? C6 C1 C2 C3 -1.3(7) . . . . ? C7 C1 C2 C3 177.7(4) . . . . ? C1 C2 C3 C4 0.5(8) . . . . ? C2 C3 C4 C5 0.4(8) . . . . ? C2 C3 C4 C8 -178.3(5) . . . . ? C3 C4 C5 C6 -0.6(8) . . . . ? C8 C4 C5 C6 178.2(5) . . . . ? C2 C1 C6 C5 1.2(7) . . . . ? C7 C1 C6 C5 -177.9(4) . . . . ? C4 C5 C6 C1 -0.2(8) . . . . ? Cd1 O2 C7 O1 -4.3(4) . . . . ? Cd1 O2 C7 C1 174.6(3) . . . . ? Cd1 O1 C7 O2 4.7(4) . . . . ? Cd1 O1 C7 C1 -174.3(3) . . . . ? C6 C1 C7 O2 -1.4(6) . . . . ? C2 C1 C7 O2 179.6(4) . . . . ? C6 C1 C7 O1 177.6(4) . . . . ? C2 C1 C7 O1 -1.4(6) . . . . ? C5 C4 C8 C9 -82.3(7) . . . . ? C3 C4 C8 C9 96.4(7) . . . . ? C4 C8 C9 C10 168.6(5) . . . . ? Cd2 O4 C10 O3 3.0(5) 1_545 . . . ? Cd2 O4 C10 C9 -179.0(3) 1_545 . . . ? C8 C9 C10 O3 -5.4(7) . . . . ? C8 C9 C10 O4 176.6(5) . . . . ? C16 C11 C12 C13 -0.7(6) . . . . ? C17 C11 C12 C13 -176.8(4) . . . . ? C11 C12 C13 C14 0.3(7) . . . . ? C12 C13 C14 C15 -0.3(6) . . . . ? C12 C13 C14 C20 176.9(4) . . . . ? C13 C14 C15 C16 0.7(6) . . . . ? C20 C14 C15 C16 -176.3(4) . . . . ? C12 C11 C16 C15 1.1(6) . . . . ? C17 C11 C16 C15 177.2(4) . . . . ? C14 C15 C16 C11 -1.2(6) . . . . ? C16 C11 C17 C18 136.5(4) . . . . ? C12 C11 C17 C18 -47.5(5) . . . . ? C11 C17 C18 C19 166.7(3) . . . . ? Cd2 O6 C19 O5 -14.0(4) . . . . ? Cd1 O6 C19 O5 -140.0(3) . . . . ? Cd2 O6 C19 C18 164.5(3) . . . . ? Cd1 O6 C19 C18 38.5(5) . . . . ? C17 C18 C19 O5 14.9(5) . . . . ? C17 C18 C19 O6 -163.7(3) . . . . ? Cd3 O8 C20 O7 6.2(4) 3_656 . . . ? Cd3 O8 C20 C14 -174.7(3) 3_656 . . . ? Cd3 O7 C20 O8 -6.1(4) 3_656 . . . ? Cd3 O7 C20 C14 174.7(3) 3_656 . . . ? C15 C14 C20 O8 -173.8(4) . . . . ? C13 C14 C20 O8 9.1(6) . . . . ? C15 C14 C20 O7 5.4(6) . . . . ? C13 C14 C20 O7 -171.7(4) . . . . ? C15 C14 C20 Cd3 103(4) . . . 3_656 ? C13 C14 C20 Cd3 -75(4) . . . 3_656 ? C25 N1 C21 C22 -2.2(7) . . . . ? Cd1 N1 C21 C22 174.5(4) . . . . ? N1 C21 C22 C23 1.9(8) . . . . ? C21 C22 C23 C24 -0.5(7) . . . . ? C21 C22 C23 C26 176.4(5) . . . . ? C22 C23 C24 C25 -0.3(7) . . . . ? C26 C23 C24 C25 -177.2(4) . . . . ? C21 N1 C25 C24 1.2(7) . . . . ? Cd1 N1 C25 C24 -175.5(3) . . . . ? C23 C24 C25 N1 0.0(7) . . . . ? C24 C23 C26 C27 98.5(5) . . . . ? C22 C23 C26 C27 -78.3(6) . . . . ? C23 C26 C27 C28 178.7(4) . . . . ? C26 C27 C28 C31 -177.7(4) . . . . ? C33 N2 C29 C30 0.4(7) . . . . ? Cd3 N2 C29 C30 178.3(4) 3_657 . . . ? N2 C29 C30 C31 1.4(8) . . . . ? C29 C30 C31 C32 -2.6(7) . . . . ? C29 C30 C31 C28 -179.0(4) . . . . ? C27 C28 C31 C30 83.4(5) . . . . ? C27 C28 C31 C32 -92.7(5) . . . . ? C30 C31 C32 C33 2.2(8) . . . . ? C28 C31 C32 C33 178.6(5) . . . . ? C29 N2 C33 C32 -0.8(8) . . . . ? Cd3 N2 C33 C32 -178.7(4) 3_657 . . . ? C31 C32 C33 N2 -0.5(9) . . . . ? C38 N3 C34 C35 1.8(7) . . . . ? Cd3 N3 C34 C35 -168.3(4) . . . . ? N3 C34 C35 C36 -3.1(8) . . . . ? C34 C35 C36 C37 2.6(9) . . . . ? C34 C35 C36 C39 176.1(6) . . . . ? C35 C36 C37 C38 -1.2(11) . . . . ? C39 C36 C37 C38 -174.8(7) . . . . ? C34 N3 C38 C37 -0.3(8) . . . . ? Cd3 N3 C38 C37 169.6(5) . . . . ? C36 C37 C38 N3 0.0(11) . . . . ? C35 C36 C39 C40 -86.8(10) . . . . ? C37 C36 C39 C40 86.5(9) . . . . ? C36 C39 C40 C41 -176.2(9) . . . . ? C39 C40 C41 C44 160.7(9) . . . . ? C46 N4 C42 C43 -3.1(10) . . . . ? Cd1 N4 C42 C43 172.3(6) 3_666 . . . ? N4 C42 C43 C44 7.8(12) . . . . ? C42 C43 C44 C45 -10.1(14) . . . . ? C42 C43 C44 C41 179.1(8) . . . . ? C40 C41 C44 C45 -70.1(13) . . . . ? C40 C41 C44 C43 100.6(11) . . . . ? C43 C44 C45 C46 8.2(15) . . . . ? C41 C44 C45 C46 179.3(8) . . . . ? C42 N4 C46 C45 0.9(11) . . . . ? Cd1 N4 C46 C45 -174.8(7) 3_666 . . . ? C44 C45 C46 N4 -3.7(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H1W O1 0.89 1.88 2.727(4) 158.7 . O13 H2W O7 0.98 1.74 2.694(4) 163.1 3_656 O14 H3W O3 0.94 1.84 2.781(4) 176.4 1_565 O14 H4W O5 0.98 1.87 2.793(4) 155.7 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.966 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.064