# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_Compound-1 _database_code_depnum_ccdc_archive 'CCDC 910896' #TrackingRef 'CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H18 N9 O9 S Zn2' _chemical_formula_sum 'C20 H18 N9 O9 S Zn2' _chemical_formula_weight 691.23 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_hall -P_2yn 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 12.6680(5) _cell_length_b 9.6186(4) _cell_length_c 20.4254(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.966(4) _cell_angle_gamma 90.00 _cell_volume 2475.32(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4702 _cell_measurement_theta_min 2.7812 _cell_measurement_theta_max 29.2744 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.855 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1396 _exptl_absorpt_coefficient_mu 2.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5722 _exptl_absorpt_correction_T_max 0.8023 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9675 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4511 _reflns_number_gt 3811 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0450P)^2^+1.7750P] 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 4511 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0460 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0906 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 0.74539(3) 0.56324(4) -0.174789(19) 0.03282(13) Uani 1 1 d . . . Zn2 Zn 0.89892(3) 0.40876(4) 0.055242(19) 0.03084(13) Uani 1 1 d . . . S1 S 0.90705(6) 0.37792(9) -0.08847(4) 0.0326(2) Uani 1 1 d . . . C1 C 0.6073(2) 1.0128(3) -0.00728(16) 0.0281(7) Uani 1 1 d . . . C2 C 0.5747(2) 0.9307(3) 0.04301(16) 0.0291(7) Uani 1 1 d . . . C3 C 0.4664(3) 0.9153(3) 0.04930(16) 0.0285(7) Uani 1 1 d . . . C4 C 0.7242(2) 1.0223(4) -0.01657(19) 0.0384(8) Uani 1 1 d . . . H4A H 0.7398 1.1142 -0.0325 0.046 Uiso 1 1 calc R . . H4B H 0.7661 1.0083 0.0254 0.046 Uiso 1 1 calc R . . C5 C 0.7032(2) 0.8102(3) -0.09079(16) 0.0322(7) Uani 1 1 d . . . H5 H 0.6335 0.7859 -0.0856 0.039 Uiso 1 1 calc R . . C6 C 0.8569(3) 0.8123(4) -0.1176(2) 0.0595(12) Uani 1 1 d . . . H6 H 0.9174 0.7864 -0.1367 0.071 Uiso 1 1 calc R . . C7 C 0.6558(3) 0.8623(4) 0.09181(18) 0.0397(8) Uani 1 1 d . . . H7A H 0.7165 0.9236 0.1006 0.048 Uiso 1 1 calc R . . H7B H 0.6253 0.8475 0.1329 0.048 Uiso 1 1 calc R . . C8 C 0.7872(3) 0.6767(4) 0.07241(18) 0.0389(8) Uani 1 1 d . . . H8 H 0.8484 0.7224 0.0901 0.047 Uiso 1 1 calc R . . C9 C 0.6800(3) 0.5304(4) 0.0292(2) 0.0490(10) Uani 1 1 d . . . H9 H 0.6535 0.4483 0.0099 0.059 Uiso 1 1 calc R . . C10 C 0.4300(3) 0.8134(4) 0.09902(18) 0.0404(8) Uani 1 1 d . . . H10A H 0.3672 0.7654 0.0794 0.049 Uiso 1 1 calc R . . H10B H 0.4851 0.7444 0.1093 0.049 Uiso 1 1 calc R . . C11 C 0.3281(3) 0.8547(4) 0.19631(17) 0.0383(8) Uani 1 1 d . . . H11 H 0.2725 0.7932 0.1851 0.046 Uiso 1 1 calc R . . C12 C 0.4298(3) 1.0013(5) 0.2435(2) 0.0532(11) Uani 1 1 d . . . H12 H 0.4586 1.0650 0.2746 0.064 Uiso 1 1 calc R . . C13 C 0.8274(2) 0.1384(3) 0.19686(16) 0.0317(7) Uani 1 1 d . . . C14 C 0.9235(3) 0.1015(4) 0.22969(18) 0.0387(8) Uani 1 1 d . . . H14 H 0.9857 0.1350 0.2149 0.046 Uiso 1 1 calc R . . C15 C 0.9296(3) 0.0162(4) 0.28393(18) 0.0382(8) Uani 1 1 d . . . C16 C 0.8373(3) -0.0301(4) 0.3067(2) 0.0475(10) Uani 1 1 d . . . H16 H 0.8401 -0.0870 0.3436 0.057 Uiso 1 1 calc R . . C17 C 0.7411(3) 0.0080(4) 0.2745(2) 0.0494(10) Uani 1 1 d . . . H17 H 0.6788 -0.0227 0.2902 0.059 Uiso 1 1 calc R . . C18 C 0.7355(3) 0.0905(4) 0.21982(18) 0.0386(8) Uani 1 1 d . . . H18 H 0.6698 0.1142 0.1981 0.046 Uiso 1 1 calc R . . C19 C 0.8249(3) 0.2237(3) 0.13617(16) 0.0329(7) Uani 1 1 d . . . C20 C 1.0363(3) -0.0280(4) 0.3154(2) 0.0488(10) Uani 1 1 d . . . N1 N 0.7659(2) 0.7413(3) -0.12665(14) 0.0355(7) Uani 1 1 d . . . N2 N 0.7532(2) 0.9179(3) -0.06347(14) 0.0326(7) Uani 1 1 d . . . N3 N 0.8540(3) 0.9206(4) -0.0797(2) 0.0654(11) Uani 1 1 d . . . N4 N 0.7840(2) 0.5499(3) 0.04867(15) 0.0362(7) Uani 1 1 d . . . N5 N 0.6912(2) 0.7293(3) 0.06740(14) 0.0350(7) Uani 1 1 d . . . N6 N 0.6201(2) 0.6358(3) 0.03967(17) 0.0474(8) Uani 1 1 d . . . N7 N 0.3404(2) 0.9292(3) 0.25067(14) 0.0355(7) Uani 1 1 d . . . N8 N 0.4058(2) 0.8799(3) 0.16019(13) 0.0322(6) Uani 1 1 d . . . N9 N 0.4721(3) 0.9748(4) 0.19013(16) 0.0546(9) Uani 1 1 d . . . O1 O 0.90923(18) 0.2945(3) 0.13120(12) 0.0417(6) Uani 1 1 d . . . O2 O 0.74713(19) 0.2261(3) 0.09526(12) 0.0432(6) Uani 1 1 d . . . O3 O 1.0443(3) -0.0927(5) 0.36655(19) 0.0985(14) Uani 1 1 d . . . O4 O 1.1137(2) 0.0076(3) 0.28624(15) 0.0614(8) Uani 1 1 d . . . O5 O 0.79997(19) 0.4036(3) -0.11992(14) 0.0473(7) Uani 1 1 d . . . O6 O 0.8972(2) 0.3043(2) -0.02657(11) 0.0418(6) Uani 1 1 d . . . O8 O 0.95555(19) 0.5140(3) -0.07331(14) 0.0516(7) Uani 1 1 d . . . O7 O 0.9675(2) 0.2978(3) -0.12970(14) 0.0643(8) Uani 1 1 d . . . O1W O 0.9308(3) 0.9516(4) 0.0802(2) 0.1023(14) Uani 1 1 d . . . H1A H 0.9546 0.9512 0.0420 0.153 Uiso 1 1 d R . . H1B H 0.9854 0.9257 0.1061 0.153 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0300(2) 0.0406(2) 0.0291(2) -0.00659(17) 0.00926(16) 0.00249(17) Zn2 0.0307(2) 0.0320(2) 0.0302(2) 0.00275(16) 0.00468(16) 0.00342(16) S1 0.0332(4) 0.0369(4) 0.0277(4) 0.0023(4) 0.0034(3) 0.0005(4) C1 0.0243(15) 0.0302(16) 0.0315(18) -0.0137(14) 0.0115(13) -0.0006(14) C2 0.0293(16) 0.0301(16) 0.0285(18) -0.0075(13) 0.0060(14) 0.0058(14) C3 0.0345(17) 0.0266(15) 0.0266(17) -0.0069(13) 0.0131(14) 0.0009(14) C4 0.0265(16) 0.0436(19) 0.047(2) -0.0175(17) 0.0128(15) -0.0033(15) C5 0.0253(15) 0.0395(18) 0.0334(18) -0.0092(15) 0.0106(14) -0.0010(15) C6 0.043(2) 0.052(2) 0.091(3) -0.024(2) 0.041(2) -0.0058(19) C7 0.042(2) 0.0414(19) 0.035(2) -0.0045(16) 0.0000(16) 0.0131(17) C8 0.0293(17) 0.0389(19) 0.048(2) 0.0014(17) 0.0028(15) 0.0058(15) C9 0.046(2) 0.041(2) 0.058(3) -0.0096(19) -0.0032(19) 0.0070(18) C10 0.053(2) 0.0340(18) 0.038(2) -0.0033(16) 0.0197(17) -0.0007(17) C11 0.0425(19) 0.0382(18) 0.036(2) -0.0013(16) 0.0150(16) -0.0107(16) C12 0.045(2) 0.079(3) 0.038(2) -0.019(2) 0.0147(18) -0.023(2) C13 0.0283(16) 0.0349(17) 0.0326(18) 0.0045(15) 0.0056(14) -0.0009(14) C14 0.0285(17) 0.050(2) 0.039(2) 0.0099(17) 0.0095(15) -0.0043(16) C15 0.0335(18) 0.046(2) 0.036(2) 0.0066(16) 0.0075(15) 0.0001(16) C16 0.044(2) 0.057(2) 0.042(2) 0.0190(19) 0.0103(17) -0.0025(19) C17 0.0349(19) 0.062(3) 0.053(3) 0.014(2) 0.0151(18) -0.0113(19) C18 0.0283(17) 0.046(2) 0.042(2) 0.0034(17) 0.0055(15) -0.0027(15) C19 0.0324(17) 0.0368(18) 0.0307(18) -0.0009(15) 0.0097(15) 0.0055(15) C20 0.041(2) 0.059(2) 0.044(2) 0.006(2) -0.0031(18) 0.007(2) N1 0.0291(14) 0.0374(15) 0.0426(18) -0.0070(13) 0.0159(13) 0.0000(12) N2 0.0218(13) 0.0364(15) 0.0418(17) -0.0080(13) 0.0144(12) -0.0008(12) N3 0.0389(18) 0.061(2) 0.104(3) -0.029(2) 0.040(2) -0.0168(16) N4 0.0338(15) 0.0341(15) 0.0411(18) 0.0021(13) 0.0057(13) 0.0072(13) N5 0.0336(15) 0.0337(15) 0.0368(17) -0.0012(13) -0.0003(13) 0.0064(13) N6 0.0353(16) 0.0450(18) 0.060(2) -0.0114(16) -0.0041(15) 0.0092(15) N7 0.0335(15) 0.0427(16) 0.0324(17) 0.0007(13) 0.0133(13) -0.0063(13) N8 0.0334(15) 0.0357(14) 0.0288(15) -0.0011(12) 0.0097(12) -0.0041(12) N9 0.0457(18) 0.082(2) 0.039(2) -0.0177(18) 0.0187(15) -0.0258(18) O1 0.0338(13) 0.0494(14) 0.0433(15) 0.0155(12) 0.0104(11) -0.0002(11) O2 0.0438(14) 0.0494(15) 0.0352(14) 0.0005(12) -0.0010(12) 0.0060(12) O3 0.067(2) 0.156(4) 0.074(3) 0.063(3) 0.0156(18) 0.045(2) O4 0.0307(13) 0.086(2) 0.066(2) 0.0288(17) -0.0043(13) -0.0035(14) O5 0.0367(13) 0.0488(15) 0.0535(17) 0.0059(12) -0.0087(12) -0.0061(12) O6 0.0637(16) 0.0324(12) 0.0306(13) 0.0030(10) 0.0101(12) -0.0037(12) O8 0.0421(14) 0.0475(15) 0.0627(19) 0.0142(13) -0.0067(13) -0.0124(13) O7 0.079(2) 0.075(2) 0.0420(17) 0.0018(15) 0.0224(15) 0.0249(17) O1W 0.062(2) 0.089(3) 0.152(4) -0.003(3) -0.011(2) -0.001(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O4 1.898(3) 4_565 ? Zn1 N1 1.978(3) . ? Zn1 O5 1.982(3) . ? Zn1 N7 2.038(3) 4_675 ? Zn2 O1 1.895(2) . ? Zn2 O6 1.948(2) . ? Zn2 N4 1.985(3) . ? Zn2 O8 1.986(2) 3_765 ? S1 O7 1.423(3) . ? S1 O5 1.460(2) . ? S1 O8 1.465(3) . ? S1 O6 1.466(2) . ? C1 C3 1.385(5) 3_675 ? C1 C2 1.392(5) . ? C1 C4 1.515(4) . ? C2 C3 1.400(4) . ? C2 C7 1.506(4) . ? C3 C1 1.385(5) 3_675 ? C3 C10 1.517(5) . ? C4 N2 1.460(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N2 1.309(4) . ? C5 N1 1.314(4) . ? C5 H5 0.9300 . ? C6 N3 1.299(5) . ? C6 N1 1.337(5) . ? C6 H6 0.9300 . ? C7 N5 1.461(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N4 1.311(4) . ? C8 N5 1.312(4) . ? C8 H8 0.9300 . ? C9 N6 1.297(5) . ? C9 N4 1.349(5) . ? C9 H9 0.9300 . ? C10 N8 1.464(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N8 1.312(4) . ? C11 N7 1.317(4) . ? C11 H11 0.9300 . ? C12 N9 1.290(5) . ? C12 N7 1.348(4) . ? C12 H12 0.9300 . ? C13 C14 1.374(5) . ? C13 C18 1.379(5) . ? C13 C19 1.484(5) . ? C14 C15 1.374(5) . ? C14 H14 0.9300 . ? C15 C16 1.377(5) . ? C15 C20 1.498(5) . ? C16 C17 1.373(5) . ? C16 H16 0.9300 . ? C17 C18 1.366(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 O2 1.224(4) . ? C19 O1 1.279(4) . ? C20 O3 1.210(5) . ? C20 O4 1.247(5) . ? N2 N3 1.353(4) . ? N5 N6 1.354(4) . ? N7 Zn1 2.038(3) 4_576 ? N8 N9 1.344(4) . ? O4 Zn1 1.898(3) 4_666 ? O8 Zn2 1.986(2) 3_765 ? O1W H1A 0.8648 . ? O1W H1B 0.8628 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 N1 125.69(12) 4_565 . ? O4 Zn1 O5 101.47(12) 4_565 . ? N1 Zn1 O5 111.67(12) . . ? O4 Zn1 N7 105.14(13) 4_565 4_675 ? N1 Zn1 N7 106.44(11) . 4_675 ? O5 Zn1 N7 104.57(11) . 4_675 ? O1 Zn2 O6 113.38(11) . . ? O1 Zn2 N4 116.08(11) . . ? O6 Zn2 N4 110.62(11) . . ? O1 Zn2 O8 94.65(10) . 3_765 ? O6 Zn2 O8 106.24(12) . 3_765 ? N4 Zn2 O8 114.64(11) . 3_765 ? O7 S1 O5 111.35(18) . . ? O7 S1 O8 111.67(18) . . ? O5 S1 O8 106.96(15) . . ? O7 S1 O6 110.35(16) . . ? O5 S1 O6 107.64(16) . . ? O8 S1 O6 108.71(15) . . ? C3 C1 C2 120.5(3) 3_675 . ? C3 C1 C4 119.8(3) 3_675 . ? C2 C1 C4 119.7(3) . . ? C1 C2 C3 119.8(3) . . ? C1 C2 C7 120.1(3) . . ? C3 C2 C7 120.1(3) . . ? C1 C3 C2 119.6(3) 3_675 . ? C1 C3 C10 120.3(3) 3_675 . ? C2 C3 C10 119.9(3) . . ? N2 C4 C1 110.9(3) . . ? N2 C4 H4A 109.5 . . ? C1 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? N2 C5 N1 110.1(3) . . ? N2 C5 H5 124.9 . . ? N1 C5 H5 124.9 . . ? N3 C6 N1 114.5(3) . . ? N3 C6 H6 122.7 . . ? N1 C6 H6 122.7 . . ? N5 C7 C2 111.7(3) . . ? N5 C7 H7A 109.3 . . ? C2 C7 H7A 109.3 . . ? N5 C7 H7B 109.3 . . ? C2 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? N4 C8 N5 109.7(3) . . ? N4 C8 H8 125.2 . . ? N5 C8 H8 125.2 . . ? N6 C9 N4 114.4(3) . . ? N6 C9 H9 122.8 . . ? N4 C9 H9 122.8 . . ? N8 C10 C3 113.2(3) . . ? N8 C10 H10A 108.9 . . ? C3 C10 H10A 108.9 . . ? N8 C10 H10B 108.9 . . ? C3 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? N8 C11 N7 110.1(3) . . ? N8 C11 H11 125.0 . . ? N7 C11 H11 125.0 . . ? N9 C12 N7 114.7(3) . . ? N9 C12 H12 122.6 . . ? N7 C12 H12 122.6 . . ? C14 C13 C18 119.0(3) . . ? C14 C13 C19 119.4(3) . . ? C18 C13 C19 121.6(3) . . ? C13 C14 C15 121.4(3) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C14 C15 C16 119.1(3) . . ? C14 C15 C20 119.3(3) . . ? C16 C15 C20 121.6(3) . . ? C17 C16 C15 119.7(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C18 C17 C16 121.0(3) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C13 119.9(3) . . ? C17 C18 H18 120.0 . . ? C13 C18 H18 120.0 . . ? O2 C19 O1 123.7(3) . . ? O2 C19 C13 121.7(3) . . ? O1 C19 C13 114.5(3) . . ? O3 C20 O4 123.7(4) . . ? O3 C20 C15 120.5(4) . . ? O4 C20 C15 115.9(3) . . ? C5 N1 C6 103.1(3) . . ? C5 N1 Zn1 131.1(2) . . ? C6 N1 Zn1 125.4(2) . . ? C5 N2 N3 109.7(3) . . ? C5 N2 C4 132.9(3) . . ? N3 N2 C4 117.1(3) . . ? C6 N3 N2 102.5(3) . . ? C8 N4 C9 103.3(3) . . ? C8 N4 Zn2 128.1(2) . . ? C9 N4 Zn2 127.7(2) . . ? C8 N5 N6 110.3(3) . . ? C8 N5 C7 128.8(3) . . ? N6 N5 C7 120.7(3) . . ? C9 N6 N5 102.3(3) . . ? C11 N7 C12 102.4(3) . . ? C11 N7 Zn1 128.4(2) . 4_576 ? C12 N7 Zn1 129.1(2) . 4_576 ? C11 N8 N9 109.9(3) . . ? C11 N8 C10 129.4(3) . . ? N9 N8 C10 120.5(3) . . ? C12 N9 N8 102.9(3) . . ? C19 O1 Zn2 112.7(2) . . ? C20 O4 Zn1 113.7(3) . 4_666 ? S1 O5 Zn1 129.29(16) . . ? S1 O6 Zn2 119.75(14) . . ? S1 O8 Zn2 137.22(18) . 3_765 ? H1A O1W H1B 102.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 C1 C2 C3 3.1(5) 3_675 . . . ? C4 C1 C2 C3 -176.2(3) . . . . ? C3 C1 C2 C7 -175.0(3) 3_675 . . . ? C4 C1 C2 C7 5.7(4) . . . . ? C1 C2 C3 C1 -3.0(5) . . . 3_675 ? C7 C2 C3 C1 175.1(3) . . . 3_675 ? C1 C2 C3 C10 173.1(3) . . . . ? C7 C2 C3 C10 -8.8(4) . . . . ? C3 C1 C4 N2 -87.1(4) 3_675 . . . ? C2 C1 C4 N2 92.2(4) . . . . ? C1 C2 C7 N5 -85.3(4) . . . . ? C3 C2 C7 N5 96.6(4) . . . . ? C1 C3 C10 N8 -84.5(4) 3_675 . . . ? C2 C3 C10 N8 99.4(4) . . . . ? C18 C13 C14 C15 1.2(6) . . . . ? C19 C13 C14 C15 -176.3(3) . . . . ? C13 C14 C15 C16 -1.7(6) . . . . ? C13 C14 C15 C20 176.2(4) . . . . ? C14 C15 C16 C17 0.8(6) . . . . ? C20 C15 C16 C17 -177.1(4) . . . . ? C15 C16 C17 C18 0.6(7) . . . . ? C16 C17 C18 C13 -1.1(6) . . . . ? C14 C13 C18 C17 0.2(6) . . . . ? C19 C13 C18 C17 177.6(3) . . . . ? C14 C13 C19 O2 158.5(3) . . . . ? C18 C13 C19 O2 -19.0(5) . . . . ? C14 C13 C19 O1 -22.5(5) . . . . ? C18 C13 C19 O1 160.1(3) . . . . ? C14 C15 C20 O3 173.4(4) . . . . ? C16 C15 C20 O3 -8.8(7) . . . . ? C14 C15 C20 O4 -5.7(6) . . . . ? C16 C15 C20 O4 172.1(4) . . . . ? N2 C5 N1 C6 1.6(4) . . . . ? N2 C5 N1 Zn1 174.6(2) . . . . ? N3 C6 N1 C5 -1.1(5) . . . . ? N3 C6 N1 Zn1 -174.5(3) . . . . ? O4 Zn1 N1 C5 31.0(4) 4_565 . . . ? O5 Zn1 N1 C5 -92.3(3) . . . . ? N7 Zn1 N1 C5 154.2(3) 4_675 . . . ? O4 Zn1 N1 C6 -157.5(3) 4_565 . . . ? O5 Zn1 N1 C6 79.3(4) . . . . ? N7 Zn1 N1 C6 -34.3(4) 4_675 . . . ? N1 C5 N2 N3 -1.7(4) . . . . ? N1 C5 N2 C4 -175.5(4) . . . . ? C1 C4 N2 C5 -10.8(6) . . . . ? C1 C4 N2 N3 175.8(3) . . . . ? N1 C6 N3 N2 0.1(6) . . . . ? C5 N2 N3 C6 1.0(5) . . . . ? C4 N2 N3 C6 175.8(4) . . . . ? N5 C8 N4 C9 0.0(4) . . . . ? N5 C8 N4 Zn2 -169.6(2) . . . . ? N6 C9 N4 C8 -0.3(5) . . . . ? N6 C9 N4 Zn2 169.4(3) . . . . ? O1 Zn2 N4 C8 87.5(3) . . . . ? O6 Zn2 N4 C8 -141.5(3) . . . . ? O8 Zn2 N4 C8 -21.4(4) 3_765 . . . ? O1 Zn2 N4 C9 -79.8(3) . . . . ? O6 Zn2 N4 C9 51.2(3) . . . . ? O8 Zn2 N4 C9 171.3(3) 3_765 . . . ? N4 C8 N5 N6 0.2(4) . . . . ? N4 C8 N5 C7 174.9(3) . . . . ? C2 C7 N5 C8 139.6(4) . . . . ? C2 C7 N5 N6 -46.2(4) . . . . ? N4 C9 N6 N5 0.4(5) . . . . ? C8 N5 N6 C9 -0.4(4) . . . . ? C7 N5 N6 C9 -175.5(3) . . . . ? N8 C11 N7 C12 0.8(4) . . . . ? N8 C11 N7 Zn1 179.3(2) . . . 4_576 ? N9 C12 N7 C11 -0.8(5) . . . . ? N9 C12 N7 Zn1 -179.2(3) . . . 4_576 ? N7 C11 N8 N9 -0.7(4) . . . . ? N7 C11 N8 C10 174.3(3) . . . . ? C3 C10 N8 C11 139.9(4) . . . . ? C3 C10 N8 N9 -45.6(4) . . . . ? N7 C12 N9 N8 0.4(5) . . . . ? C11 N8 N9 C12 0.2(4) . . . . ? C10 N8 N9 C12 -175.3(3) . . . . ? O2 C19 O1 Zn2 2.1(4) . . . . ? C13 C19 O1 Zn2 -176.9(2) . . . . ? O6 Zn2 O1 C19 -69.6(2) . . . . ? N4 Zn2 O1 C19 60.1(3) . . . . ? O8 Zn2 O1 C19 -179.5(2) 3_765 . . . ? O3 C20 O4 Zn1 5.3(6) . . . 4_666 ? C15 C20 O4 Zn1 -175.6(3) . . . 4_666 ? O7 S1 O5 Zn1 -92.6(2) . . . . ? O8 S1 O5 Zn1 29.7(3) . . . . ? O6 S1 O5 Zn1 146.4(2) . . . . ? O4 Zn1 O5 S1 165.2(2) 4_565 . . . ? N1 Zn1 O5 S1 -58.7(3) . . . . ? N7 Zn1 O5 S1 56.0(2) 4_675 . . . ? O7 S1 O6 Zn2 143.69(19) . . . . ? O5 S1 O6 Zn2 -94.61(18) . . . . ? O8 S1 O6 Zn2 20.9(2) . . . . ? O1 Zn2 O6 S1 -170.05(15) . . . . ? N4 Zn2 O6 S1 57.5(2) . . . . ? O8 Zn2 O6 S1 -67.46(19) 3_765 . . . ? O7 S1 O8 Zn2 -36.9(3) . . . 3_765 ? O5 S1 O8 Zn2 -158.9(2) . . . 3_765 ? O6 S1 O8 Zn2 85.1(3) . . . 3_765 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.504 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.076 data_Compound-2 _database_code_depnum_ccdc_archive 'CCDC 910897' #TrackingRef 'CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H23 N9 O11 S Zn1.50' _chemical_formula_sum 'C14 H23 N9 O11 S Zn1.50' _chemical_formula_weight 623.53 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 _symmetry_space_group_name_hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9100(4) _cell_length_b 12.0070(5) _cell_length_c 12.5260(5) _cell_angle_alpha 77.708(4) _cell_angle_beta 76.629(4) _cell_angle_gamma 76.378(4) _cell_volume 1249.15(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3681 _cell_measurement_theta_min 3.1824 _cell_measurement_theta_max 29.2074 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.658 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 638 _exptl_absorpt_coefficient_mu 1.606 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6358 _exptl_absorpt_correction_T_max 0.8306 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7909 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 25.34 _reflns_number_total 4555 _reflns_number_gt 3749 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0788P)^2^+2.0815P] 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 4555 _refine_ls_number_parameters 349 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.1495 _refine_ls_wR_factor_gt 0.1382 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.28638(6) -0.25325(4) -0.09607(4) 0.02846(18) Uani 1 1 d . . . Zn2 Zn 0.0000 0.0000 0.0000 0.0246(2) Uani 1 2 d S . . S1 S -0.05323(13) -0.20020(10) -0.14001(9) 0.0285(3) Uani 1 1 d . . . C1 C -0.0017(5) -0.5099(4) 0.3908(3) 0.0251(9) Uani 1 1 d . . . C2 C -0.0870(5) -0.4103(4) 0.4346(3) 0.0241(9) Uani 1 1 d . . . C3 C -0.0831(5) -0.3995(3) 0.5431(3) 0.0234(9) Uani 1 1 d . . . C4 C -0.0018(5) -0.5187(4) 0.2719(3) 0.0291(10) Uani 1 1 d . . . H4A H 0.0204 -0.5999 0.2641 0.035 Uiso 1 1 calc R . . H4B H -0.1053 -0.4840 0.2549 0.035 Uiso 1 1 calc R . . C5 C 0.1083(6) -0.4054(4) 0.0898(4) 0.0339(10) Uani 1 1 d . . . H5 H 0.0232 -0.3953 0.0551 0.041 Uiso 1 1 calc R . . C6 C 0.3269(6) -0.4033(5) 0.1255(4) 0.0479(14) Uani 1 1 d . . . H6 H 0.4272 -0.3888 0.1178 0.057 Uiso 1 1 calc R . . C7 C -0.1870(5) -0.3155(4) 0.3655(4) 0.0310(10) Uani 1 1 d . . . H7A H -0.2337 -0.3507 0.3217 0.037 Uiso 1 1 calc R . . H7B H -0.2716 -0.2736 0.4148 0.037 Uiso 1 1 calc R . . C8 C -0.1193(6) -0.1722(4) 0.1942(4) 0.0362(11) Uani 1 1 d . . . H8 H -0.1989 -0.1765 0.1594 0.043 Uiso 1 1 calc R . . C9 C 0.0723(8) -0.1276(5) 0.2306(5) 0.0551(16) Uani 1 1 d . . . H9 H 0.1572 -0.0926 0.2245 0.066 Uiso 1 1 calc R . . C10 C -0.1698(5) -0.2883(4) 0.5869(4) 0.0291(10) Uani 1 1 d . . . H10A H -0.1099 -0.2709 0.6348 0.035 Uiso 1 1 calc R . . H10B H -0.1765 -0.2246 0.5247 0.035 Uiso 1 1 calc R . . C11 C -0.3942(5) -0.2758(4) 0.7513(4) 0.0295(10) Uani 1 1 d . . . H11 H -0.3444 -0.2542 0.7991 0.035 Uiso 1 1 calc R . . C12 C -0.5595(6) -0.3218(5) 0.6812(4) 0.0467(14) Uani 1 1 d . . . H12 H -0.6529 -0.3385 0.6734 0.056 Uiso 1 1 calc R . . C13 C 0.3853(5) -0.1026(4) -0.0282(3) 0.0266(9) Uani 1 1 d . . . C14 C 0.4281(5) -0.0004(4) -0.0035(4) 0.0306(10) Uani 1 1 d . . . H14 H 0.3504 0.0652 0.0075 0.037 Uiso 1 1 calc R . . N1 N 0.2420(5) -0.3672(3) 0.0436(3) 0.0326(9) Uani 1 1 d . . . N2 N 0.1161(4) -0.4597(3) 0.1923(3) 0.0275(8) Uani 1 1 d . . . N3 N 0.2564(6) -0.4602(4) 0.2162(4) 0.0523(12) Uani 1 1 d . . . N4 N -0.0159(4) -0.1037(3) 0.1530(3) 0.0277(8) Uani 1 1 d . . . N5 N -0.0944(4) -0.2334(3) 0.2908(3) 0.0286(8) Uani 1 1 d . . . N6 N 0.0284(6) -0.2057(4) 0.3173(4) 0.0588(14) Uani 1 1 d . . . N7 N -0.5418(4) -0.2907(3) 0.7747(3) 0.0319(9) Uani 1 1 d . . . N8 N -0.3286(4) -0.2962(3) 0.6495(3) 0.0275(8) Uani 1 1 d . . . N9 N -0.4337(5) -0.3262(4) 0.6028(3) 0.0466(11) Uani 1 1 d . . . O1 O 0.1183(4) -0.2393(4) -0.1797(3) 0.0486(10) Uani 1 1 d . . . O2 O -0.0732(4) -0.1314(3) -0.0526(2) 0.0331(7) Uani 1 1 d . . . O3 O -0.1251(4) -0.3011(3) -0.0955(3) 0.0460(9) Uani 1 1 d . . . O4 O -0.1217(5) -0.1314(4) -0.2337(3) 0.0555(10) Uani 1 1 d . . . O5 O 0.2486(4) -0.0914(3) -0.0526(3) 0.0311(7) Uani 1 1 d . . . O6 O 0.4786(4) -0.1972(3) -0.0287(3) 0.0373(8) Uani 1 1 d . . . O1W O -0.2949(6) -0.3587(5) 0.1256(4) 0.0820(15) Uani 1 1 d . . . O2W O -0.5179(9) -0.2161(8) 0.2634(7) 0.147(3) Uani 1 1 d . . . O3W O 0.1063(10) -0.0758(9) -0.4323(6) 0.157(3) Uani 1 1 d . . . O4W O -0.7522(14) -0.2848(11) 0.4711(9) 0.101(4) Uani 0.50 1 d P . . O5W O -0.6095(18) -0.0032(10) 0.3176(14) 0.126(5) Uani 0.50 1 d P . . O6W O -0.3526(16) -0.0315(10) 0.4281(13) 0.118(5) Uani 0.50 1 d P . . O7W O -0.583(3) -0.467(3) 0.489(3) 0.34(2) Uani 0.50 1 d PU . . 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 0.0301(3) 0.0306(3) 0.0239(3) -0.0075(2) 0.0028(2) -0.0097(2) Zn2 0.0300(4) 0.0247(4) 0.0200(4) -0.0016(3) -0.0048(3) -0.0091(3) S1 0.0239(6) 0.0371(6) 0.0285(6) -0.0128(4) -0.0052(4) -0.0069(5) C1 0.025(2) 0.029(2) 0.020(2) -0.0024(16) 0.0011(16) -0.0119(18) C2 0.023(2) 0.024(2) 0.021(2) 0.0013(15) 0.0014(16) -0.0083(17) C3 0.022(2) 0.022(2) 0.024(2) -0.0042(15) 0.0032(16) -0.0077(17) C4 0.031(2) 0.037(2) 0.022(2) -0.0065(17) -0.0011(18) -0.015(2) C5 0.037(3) 0.044(3) 0.022(2) -0.0025(18) -0.0025(19) -0.016(2) C6 0.034(3) 0.056(3) 0.049(3) 0.013(2) -0.009(2) -0.019(3) C7 0.028(2) 0.032(2) 0.029(2) 0.0035(17) -0.0031(18) -0.0061(19) C8 0.037(3) 0.046(3) 0.027(2) 0.0044(19) -0.011(2) -0.015(2) C9 0.068(4) 0.060(4) 0.049(3) 0.019(3) -0.032(3) -0.040(3) C10 0.024(2) 0.031(2) 0.031(2) -0.0092(18) 0.0015(18) -0.0062(19) C11 0.026(2) 0.034(2) 0.030(2) -0.0121(18) -0.0034(18) -0.0050(19) C12 0.026(3) 0.081(4) 0.043(3) -0.033(3) 0.000(2) -0.017(3) C13 0.019(2) 0.036(2) 0.024(2) -0.0054(17) -0.0011(16) -0.0052(19) C14 0.021(2) 0.033(2) 0.040(3) -0.0122(19) -0.0069(18) -0.0026(18) N1 0.033(2) 0.038(2) 0.0236(19) -0.0033(15) 0.0011(16) -0.0091(18) N2 0.032(2) 0.030(2) 0.0198(18) -0.0043(14) 0.0000(15) -0.0087(16) N3 0.044(3) 0.068(3) 0.046(3) 0.014(2) -0.017(2) -0.027(2) N4 0.032(2) 0.0275(19) 0.0231(18) 0.0006(14) -0.0062(15) -0.0090(16) N5 0.031(2) 0.0269(19) 0.0264(19) -0.0006(14) -0.0057(15) -0.0068(16) N6 0.072(4) 0.065(3) 0.049(3) 0.024(2) -0.037(3) -0.039(3) N7 0.027(2) 0.044(2) 0.0265(19) -0.0137(16) 0.0002(15) -0.0086(17) N8 0.0213(19) 0.033(2) 0.0289(19) -0.0125(15) -0.0004(15) -0.0040(15) N9 0.032(2) 0.080(3) 0.035(2) -0.028(2) 0.0010(18) -0.016(2) O1 0.0261(19) 0.081(3) 0.045(2) -0.0352(19) 0.0006(15) -0.0074(18) O2 0.0303(18) 0.0392(18) 0.0346(17) -0.0171(14) -0.0019(14) -0.0104(14) O3 0.049(2) 0.043(2) 0.053(2) -0.0191(16) -0.0017(17) -0.0204(18) O4 0.057(3) 0.071(3) 0.044(2) -0.0007(18) -0.0271(19) -0.012(2) O5 0.0223(16) 0.0350(17) 0.0403(18) -0.0138(13) -0.0073(13) -0.0061(13) O6 0.0279(18) 0.0347(19) 0.052(2) -0.0160(15) -0.0103(15) -0.0014(15) O1W 0.064(3) 0.113(4) 0.072(3) 0.003(3) -0.025(3) -0.028(3) O2W 0.099(5) 0.185(8) 0.139(7) 0.000(6) -0.017(5) -0.019(5) O3W 0.146(7) 0.214(9) 0.094(5) 0.021(5) -0.006(5) -0.059(7) O4W 0.099(8) 0.149(10) 0.085(7) 0.044(7) -0.081(7) -0.077(8) O5W 0.138(12) 0.062(7) 0.202(15) -0.003(8) -0.109(11) -0.008(7) O6W 0.099(10) 0.064(7) 0.181(14) -0.027(8) -0.014(9) -0.006(7) O7W 0.20(2) 0.39(4) 0.56(4) -0.41(4) 0.06(3) -0.16(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.975(4) . ? Zn1 N1 2.001(4) . ? Zn1 N7 2.002(4) 1_654 ? Zn1 O5 2.060(3) . ? Zn1 O6 2.356(3) . ? Zn1 C13 2.555(4) . ? Zn2 N4 2.046(3) 2 ? Zn2 N4 2.046(3) . ? Zn2 O2 2.115(3) 2 ? Zn2 O2 2.115(3) . ? Zn2 O5 2.243(3) . ? Zn2 O5 2.243(3) 2 ? S1 O3 1.450(4) . ? S1 O4 1.453(4) . ? S1 O2 1.463(3) . ? S1 O1 1.488(4) . ? C1 C3 1.399(6) 2_546 ? C1 C2 1.402(6) . ? C1 C4 1.517(6) . ? C2 C3 1.401(6) . ? C2 C7 1.515(6) . ? C3 C1 1.399(6) 2_546 ? C3 C10 1.520(6) . ? C4 N2 1.471(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N2 1.319(6) . ? C5 N1 1.338(6) . ? C5 H5 0.9300 . ? C6 N3 1.301(7) . ? C6 N1 1.353(7) . ? C6 H6 0.9300 . ? C7 N5 1.471(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N5 1.312(6) . ? C8 N4 1.323(6) . ? C8 H8 0.9300 . ? C9 N6 1.324(7) . ? C9 N4 1.331(6) . ? C9 H9 0.9300 . ? C10 N8 1.464(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N8 1.323(5) . ? C11 N7 1.326(6) . ? C11 H11 0.9300 . ? C12 N9 1.307(6) . ? C12 N7 1.355(6) . ? C12 H12 0.9300 . ? C13 O6 1.240(5) . ? C13 O5 1.293(5) . ? C13 C14 1.477(6) . ? C14 C14 1.306(9) 2_655 ? C14 H14 0.9300 . ? N2 N3 1.349(6) . ? N5 N6 1.343(6) . ? N7 Zn1 2.002(4) 1_456 ? N8 N9 1.360(5) . ? O7W O7W 1.56(6) 2_446 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 N1 106.85(17) . . ? O1 Zn1 N7 93.21(14) . 1_654 ? N1 Zn1 N7 123.37(16) . 1_654 ? O1 Zn1 O5 103.67(14) . . ? N1 Zn1 O5 107.88(14) . . ? N7 Zn1 O5 118.00(14) 1_654 . ? O1 Zn1 O6 158.61(15) . . ? N1 Zn1 O6 91.41(14) . . ? N7 Zn1 O6 85.61(13) 1_654 . ? O5 Zn1 O6 59.01(12) . . ? O1 Zn1 C13 132.26(16) . . ? N1 Zn1 C13 102.23(15) . . ? N7 Zn1 C13 101.44(14) 1_654 . ? O5 Zn1 C13 30.19(13) . . ? O6 Zn1 C13 28.88(12) . . ? N4 Zn2 N4 180.0(2) 2 . ? N4 Zn2 O2 86.02(13) 2 2 ? N4 Zn2 O2 93.98(13) . 2 ? N4 Zn2 O2 93.98(13) 2 . ? N4 Zn2 O2 86.02(13) . . ? O2 Zn2 O2 180.00(18) 2 . ? N4 Zn2 O5 88.84(13) 2 . ? N4 Zn2 O5 91.16(13) . . ? O2 Zn2 O5 92.45(11) 2 . ? O2 Zn2 O5 87.55(11) . . ? N4 Zn2 O5 91.16(13) 2 2 ? N4 Zn2 O5 88.84(13) . 2 ? O2 Zn2 O5 87.55(11) 2 2 ? O2 Zn2 O5 92.45(11) . 2 ? O5 Zn2 O5 180.0(2) . 2 ? O3 S1 O4 109.9(2) . . ? O3 S1 O2 109.9(2) . . ? O4 S1 O2 111.1(2) . . ? O3 S1 O1 109.2(2) . . ? O4 S1 O1 108.5(2) . . ? O2 S1 O1 108.12(19) . . ? C3 C1 C2 120.0(4) 2_546 . ? C3 C1 C4 120.3(4) 2_546 . ? C2 C1 C4 119.7(4) . . ? C3 C2 C1 120.1(4) . . ? C3 C2 C7 119.9(4) . . ? C1 C2 C7 119.9(4) . . ? C1 C3 C2 119.9(4) 2_546 . ? C1 C3 C10 120.8(4) 2_546 . ? C2 C3 C10 119.3(4) . . ? N2 C4 C1 111.5(3) . . ? N2 C4 H4A 109.3 . . ? C1 C4 H4A 109.3 . . ? N2 C4 H4B 109.3 . . ? C1 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? N2 C5 N1 109.3(4) . . ? N2 C5 H5 125.3 . . ? N1 C5 H5 125.3 . . ? N3 C6 N1 114.3(5) . . ? N3 C6 H6 122.8 . . ? N1 C6 H6 122.8 . . ? N5 C7 C2 111.9(4) . . ? N5 C7 H7A 109.2 . . ? C2 C7 H7A 109.2 . . ? N5 C7 H7B 109.2 . . ? C2 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? N5 C8 N4 110.8(4) . . ? N5 C8 H8 124.6 . . ? N4 C8 H8 124.6 . . ? N6 C9 N4 114.1(5) . . ? N6 C9 H9 122.9 . . ? N4 C9 H9 122.9 . . ? N8 C10 C3 112.7(3) . . ? N8 C10 H10A 109.0 . . ? C3 C10 H10A 109.0 . . ? N8 C10 H10B 109.0 . . ? C3 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N8 C11 N7 109.5(4) . . ? N8 C11 H11 125.2 . . ? N7 C11 H11 125.2 . . ? N9 C12 N7 114.0(4) . . ? N9 C12 H12 123.0 . . ? N7 C12 H12 123.0 . . ? O6 C13 O5 119.6(4) . . ? O6 C13 C14 121.5(4) . . ? O5 C13 C14 118.8(4) . . ? O6 C13 Zn1 66.6(2) . . ? O5 C13 Zn1 53.2(2) . . ? C14 C13 Zn1 169.9(3) . . ? C14 C14 C13 122.0(6) 2_655 . ? C14 C14 H14 119.0 2_655 . ? C13 C14 H14 119.0 . . ? C5 N1 C6 102.9(4) . . ? C5 N1 Zn1 128.4(3) . . ? C6 N1 Zn1 127.3(3) . . ? C5 N2 N3 110.2(4) . . ? C5 N2 C4 127.8(4) . . ? N3 N2 C4 121.9(4) . . ? C6 N3 N2 103.3(4) . . ? C8 N4 C9 102.9(4) . . ? C8 N4 Zn2 124.8(3) . . ? C9 N4 Zn2 132.2(3) . . ? C8 N5 N6 109.4(4) . . ? C8 N5 C7 127.8(4) . . ? N6 N5 C7 122.7(4) . . ? C9 N6 N5 102.9(4) . . ? C11 N7 C12 103.6(4) . . ? C11 N7 Zn1 129.9(3) . 1_456 ? C12 N7 Zn1 125.9(3) . 1_456 ? C11 N8 N9 110.1(4) . . ? C11 N8 C10 129.3(4) . . ? N9 N8 C10 120.7(3) . . ? C12 N9 N8 102.9(4) . . ? S1 O1 Zn1 126.1(2) . . ? S1 O2 Zn2 146.9(2) . . ? C13 O5 Zn1 96.6(3) . . ? C13 O5 Zn2 138.6(3) . . ? Zn1 O5 Zn2 118.50(13) . . ? C13 O6 Zn1 84.5(3) . . ? 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 C3 C1 C2 C3 2.3(6) 2_546 . . . ? C4 C1 C2 C3 -177.7(4) . . . . ? C3 C1 C2 C7 -176.2(4) 2_546 . . . ? C4 C1 C2 C7 3.9(6) . . . . ? C1 C2 C3 C1 -2.3(6) . . . 2_546 ? C7 C2 C3 C1 176.2(4) . . . 2_546 ? C1 C2 C3 C10 177.0(4) . . . . ? C7 C2 C3 C10 -4.6(6) . . . . ? C3 C1 C4 N2 -96.3(5) 2_546 . . . ? C2 C1 C4 N2 83.7(5) . . . . ? C3 C2 C7 N5 96.5(5) . . . . ? C1 C2 C7 N5 -85.1(5) . . . . ? C1 C3 C10 N8 -86.4(5) 2_546 . . . ? C2 C3 C10 N8 94.4(5) . . . . ? O1 Zn1 C13 O6 -163.2(2) . . . . ? N1 Zn1 C13 O6 70.1(3) . . . . ? N7 Zn1 C13 O6 -58.1(3) 1_654 . . . ? O5 Zn1 C13 O6 174.7(4) . . . . ? O1 Zn1 C13 O5 22.1(3) . . . . ? N1 Zn1 C13 O5 -104.6(3) . . . . ? N7 Zn1 C13 O5 127.2(2) 1_654 . . . ? O6 Zn1 C13 O5 -174.7(4) . . . . ? O1 Zn1 C13 C14 -18.1(18) . . . . ? N1 Zn1 C13 C14 -144.8(17) . . . . ? N7 Zn1 C13 C14 87.0(17) 1_654 . . . ? O5 Zn1 C13 C14 -40.2(16) . . . . ? O6 Zn1 C13 C14 145.1(18) . . . . ? O6 C13 C14 C14 9.8(8) . . . 2_655 ? O5 C13 C14 C14 -168.3(5) . . . 2_655 ? Zn1 C13 C14 C14 -132.2(15) . . . 2_655 ? N2 C5 N1 C6 0.3(5) . . . . ? N2 C5 N1 Zn1 -166.6(3) . . . . ? N3 C6 N1 C5 0.4(7) . . . . ? N3 C6 N1 Zn1 167.5(4) . . . . ? O1 Zn1 N1 C5 -16.2(4) . . . . ? N7 Zn1 N1 C5 -121.9(4) 1_654 . . . ? O5 Zn1 N1 C5 94.7(4) . . . . ? O6 Zn1 N1 C5 152.5(4) . . . . ? C13 Zn1 N1 C5 125.4(4) . . . . ? O1 Zn1 N1 C6 179.9(4) . . . . ? N7 Zn1 N1 C6 74.3(5) 1_654 . . . ? O5 Zn1 N1 C6 -69.2(5) . . . . ? O6 Zn1 N1 C6 -11.4(4) . . . . ? C13 Zn1 N1 C6 -38.4(5) . . . . ? N1 C5 N2 N3 -0.8(6) . . . . ? N1 C5 N2 C4 -177.7(4) . . . . ? C1 C4 N2 C5 -147.6(4) . . . . ? C1 C4 N2 N3 35.8(6) . . . . ? N1 C6 N3 N2 -0.8(7) . . . . ? C5 N2 N3 C6 1.0(6) . . . . ? C4 N2 N3 C6 178.1(4) . . . . ? N5 C8 N4 C9 0.1(6) . . . . ? N5 C8 N4 Zn2 176.0(3) . . . . ? N6 C9 N4 C8 -0.6(7) . . . . ? N6 C9 N4 Zn2 -176.1(4) . . . . ? O2 Zn2 N4 C8 147.0(4) 2 . . . ? O2 Zn2 N4 C8 -33.0(4) . . . . ? O5 Zn2 N4 C8 -120.5(4) . . . . ? O5 Zn2 N4 C8 59.5(4) 2 . . . ? O2 Zn2 N4 C9 -38.4(5) 2 . . . ? O2 Zn2 N4 C9 141.6(5) . . . . ? O5 Zn2 N4 C9 54.2(5) . . . . ? O5 Zn2 N4 C9 -125.8(5) 2 . . . ? N4 C8 N5 N6 0.5(6) . . . . ? N4 C8 N5 C7 177.2(4) . . . . ? C2 C7 N5 C8 151.2(5) . . . . ? C2 C7 N5 N6 -32.6(6) . . . . ? N4 C9 N6 N5 0.9(8) . . . . ? C8 N5 N6 C9 -0.8(6) . . . . ? C7 N5 N6 C9 -177.7(5) . . . . ? N8 C11 N7 C12 0.4(5) . . . . ? N8 C11 N7 Zn1 -170.6(3) . . . 1_456 ? N9 C12 N7 C11 -0.3(7) . . . . ? N9 C12 N7 Zn1 171.2(4) . . . 1_456 ? N7 C11 N8 N9 -0.3(5) . . . . ? N7 C11 N8 C10 178.5(4) . . . . ? C3 C10 N8 C11 126.2(5) . . . . ? C3 C10 N8 N9 -55.1(6) . . . . ? N7 C12 N9 N8 0.1(7) . . . . ? C11 N8 N9 C12 0.1(6) . . . . ? C10 N8 N9 C12 -178.8(4) . . . . ? O3 S1 O1 Zn1 -97.2(3) . . . . ? O4 S1 O1 Zn1 143.0(3) . . . . ? O2 S1 O1 Zn1 22.3(4) . . . . ? N1 Zn1 O1 S1 59.9(3) . . . . ? N7 Zn1 O1 S1 -173.8(3) 1_654 . . . ? O5 Zn1 O1 S1 -53.9(3) . . . . ? O6 Zn1 O1 S1 -87.6(5) . . . . ? C13 Zn1 O1 S1 -65.1(4) . . . . ? O3 S1 O2 Zn2 163.4(4) . . . . ? O4 S1 O2 Zn2 -74.7(4) . . . . ? O1 S1 O2 Zn2 44.3(5) . . . . ? N4 Zn2 O2 S1 41.3(4) 2 . . . ? N4 Zn2 O2 S1 -138.7(4) . . . . ? O5 Zn2 O2 S1 -47.4(4) . . . . ? O5 Zn2 O2 S1 132.6(4) 2 . . . ? O6 C13 O5 Zn1 -5.6(4) . . . . ? C14 C13 O5 Zn1 172.6(3) . . . . ? O6 C13 O5 Zn2 143.4(3) . . . . ? C14 C13 O5 Zn2 -38.4(6) . . . . ? Zn1 C13 O5 Zn2 149.0(4) . . . . ? O1 Zn1 O5 C13 -163.4(2) . . . . ? N1 Zn1 O5 C13 83.6(3) . . . . ? N7 Zn1 O5 C13 -62.1(3) 1_654 . . . ? O6 Zn1 O5 C13 3.0(2) . . . . ? O1 Zn1 O5 Zn2 39.42(19) . . . . ? N1 Zn1 O5 Zn2 -73.65(19) . . . . ? N7 Zn1 O5 Zn2 140.64(17) 1_654 . . . ? O6 Zn1 O5 Zn2 -154.2(2) . . . . ? C13 Zn1 O5 Zn2 -157.2(3) . . . . ? N4 Zn2 O5 C13 112.3(4) 2 . . . ? N4 Zn2 O5 C13 -67.7(4) . . . . ? O2 Zn2 O5 C13 26.3(4) 2 . . . ? O2 Zn2 O5 C13 -153.7(4) . . . . ? N4 Zn2 O5 Zn1 -103.32(17) 2 . . . ? N4 Zn2 O5 Zn1 76.68(17) . . . . ? O2 Zn2 O5 Zn1 170.71(16) 2 . . . ? O2 Zn2 O5 Zn1 -9.29(16) . . . . ? O5 C13 O6 Zn1 4.9(4) . . . . ? C14 C13 O6 Zn1 -173.2(4) . . . . ? O1 Zn1 O6 C13 35.8(5) . . . . ? N1 Zn1 O6 C13 -113.2(3) . . . . ? N7 Zn1 O6 C13 123.4(3) 1_654 . . . ? O5 Zn1 O6 C13 -3.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.815 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.106 data_Compound-3 _database_code_depnum_ccdc_archive 'CCDC 910898' #TrackingRef 'CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H32 N18 O16 S3 Zn3' _chemical_formula_sum 'C24 H32 N18 O16 S3 Zn3' _chemical_formula_weight 1120.97 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_hall '-P 2ybc ' 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 16.3080(9) _cell_length_b 10.5170(5) _cell_length_c 22.9860(14) _cell_angle_alpha 90.00 _cell_angle_beta 104.444(6) _cell_angle_gamma 90.00 _cell_volume 3817.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2674 _cell_measurement_theta_min 3.1665 _cell_measurement_theta_max 29.1912 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.950 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2272 _exptl_absorpt_coefficient_mu 2.132 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.5487 _exptl_absorpt_correction_T_max 0.7691 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14048 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_sigmaI/netI 0.0792 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6379 _reflns_number_gt 4155 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0668P)^2^+0.4660P] 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 6379 _refine_ls_number_parameters 596 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.1019 _refine_ls_R_factor_gt 0.0631 _refine_ls_wR_factor_ref 0.1597 _refine_ls_wR_factor_gt 0.1375 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.78595(4) -0.82429(6) 0.74810(3) 0.0237(2) Uani 1 1 d . . . Zn2 Zn 0.88092(4) -0.32749(6) 0.75114(3) 0.0217(2) Uani 1 1 d . . . Zn3 Zn 0.44981(4) -0.83143(6) 0.75536(3) 0.0210(2) Uani 1 1 d . . . S1 S 0.59175(9) -1.02155(13) 0.71381(6) 0.0212(3) Uani 1 1 d . . . S2 S 0.71138(10) -0.52555(14) 0.71231(7) 0.0293(4) Uani 1 1 d . . . S3 S 0.95735(9) -0.01867(13) 0.78385(7) 0.0219(4) Uani 1 1 d . . . C1 C 0.5796(5) -0.9485(7) 0.5022(3) 0.0372(17) Uani 1 1 d . . . C2 C 0.5673(5) -1.0810(7) 0.4983(3) 0.0374(17) Uani 1 1 d . C . C3 C 0.4867(5) -1.1298(6) 0.4971(3) 0.0370(17) Uani 1 1 d . . . C4 C 0.6650(5) -0.8947(10) 0.5013(3) 0.064(3) Uani 1 1 d . . . H4A H 0.6917 -0.9496 0.4774 0.077 Uiso 1 1 calc R . . H4B H 0.6575 -0.8116 0.4823 0.077 Uiso 1 1 calc R . . C5 C 0.7039(4) -0.8682(7) 0.6153(3) 0.0422(18) Uani 1 1 d . . . H5 H 0.6495 -0.8703 0.6213 0.051 Uiso 1 1 calc R D . C6 C 0.8335(5) -0.8511(8) 0.6282(4) 0.049(2) Uani 1 1 d . . . H6 H 0.8903 -0.8384 0.6473 0.059 Uiso 1 1 calc R D . C7 C 0.6401(6) -1.1656(8) 0.4941(3) 0.059(2) Uani 1 1 d . . . H7A H 0.6928 -1.1286 0.5169 0.071 Uiso 1 1 calc R A 1 H7B H 0.6337 -1.2481 0.5113 0.071 Uiso 1 1 calc R A 1 C8 C 0.5860(5) -1.1706(8) 0.3814(3) 0.057(2) Uani 1 1 d D . . H8 H 0.5294 -1.1542 0.3796 0.069 Uiso 1 1 calc R B 1 C10 C 0.4724(7) -1.2741(7) 0.4950(3) 0.064(3) Uani 1 1 d . . . H10A H 0.4162 -1.2928 0.4703 0.076 Uiso 1 1 calc R . . H10B H 0.5133 -1.3145 0.4767 0.076 Uiso 1 1 calc R . . C11 C 0.5099(5) -1.2752(6) 0.6090(3) 0.0376(17) Uani 1 1 d . . . H11 H 0.5310 -1.1928 0.6155 0.045 Uiso 1 1 calc R . . C12 C 0.4738(5) -1.4585(6) 0.6199(3) 0.046(2) Uani 1 1 d . . . H12 H 0.4639 -1.5336 0.6384 0.055 Uiso 1 1 calc R . . C13 C 1.0029(5) -0.3674(6) 0.4998(3) 0.0346(16) Uani 1 1 d . . . C14 C 0.9271(5) -0.4288(7) 0.5009(3) 0.0387(17) Uani 1 1 d . . . C15 C 0.9239(5) -0.5631(6) 0.5006(3) 0.0383(18) Uani 1 1 d . . . C16 C 1.0041(6) -0.2200(6) 0.4991(3) 0.050(2) Uani 1 1 d . . . H16A H 0.9734 -0.1877 0.5271 0.060 Uiso 1 1 calc R . . H16B H 1.0621 -0.1902 0.5120 0.060 Uiso 1 1 calc R . . C17 C 0.9523(4) -0.2223(5) 0.3867(3) 0.0325(16) Uani 1 1 d D . . H17 H 0.9650 -0.3064 0.3800 0.039 Uiso 1 1 calc R . . C18 C 0.9141(7) -0.0358(6) 0.3755(4) 0.080(3) Uani 1 1 d D . . H18 H 0.8942 0.0411 0.3574 0.096 Uiso 1 1 calc R . . C19 C 0.8502(5) -0.3533(7) 0.5051(3) 0.0472(19) Uani 1 1 d . . . H19A H 0.8436 -0.2816 0.4778 0.057 Uiso 1 1 calc R . . H19B H 0.8002 -0.4064 0.4927 0.057 Uiso 1 1 calc R . . C20 C 0.8568(4) -0.3686(6) 0.6152(3) 0.0346(16) Uani 1 1 d . . . H20 H 0.8516 -0.4564 0.6176 0.042 Uiso 1 1 calc R E . C21 C 0.8668(7) -0.1759(7) 0.6349(4) 0.079(3) Uani 1 1 d . . . H21 H 0.8712 -0.0997 0.6560 0.095 Uiso 1 1 calc R E . C22 C 0.8421(5) -0.6298(8) 0.4949(3) 0.049(2) Uani 1 1 d . . . H22A H 0.8514 -0.7086 0.5176 0.059 Uiso 1 1 calc R . . H22B H 0.8041 -0.5770 0.5110 0.059 Uiso 1 1 calc R . . C23 C 0.8318(4) -0.6409(6) 0.3837(3) 0.0320(15) Uani 1 1 d . . . H23 H 0.8838 -0.6048 0.3836 0.038 Uiso 1 1 calc R . . C24 C 0.7130(6) -0.7220(12) 0.3585(4) 0.097(4) Uani 1 1 d . . . H24 H 0.6635 -0.7572 0.3349 0.117 Uiso 1 1 calc R . . N1 N 0.7717(3) -0.8505(5) 0.6575(2) 0.0291(12) Uani 1 1 d . D . N2 N 0.7214(4) -0.8828(6) 0.5629(2) 0.0412(15) Uani 1 1 d . D . N3 N 0.8067(4) -0.8712(7) 0.5704(3) 0.0547(17) Uani 1 1 d . D . N7 N 0.5054(3) -1.3535(4) 0.6513(2) 0.0251(11) Uani 1 1 d . . . N8 N 0.4811(4) -1.3258(4) 0.5554(2) 0.0366(14) Uani 1 1 d . . . N9 N 0.4581(4) -1.4471(5) 0.5619(3) 0.0479(17) Uani 1 1 d . . . N11 N 0.9189(3) -0.1418(5) 0.3440(2) 0.0297(13) Uani 1 1 d . . . N12 N 0.9655(4) -0.1712(5) 0.4390(2) 0.0377(15) Uani 1 1 d . . . N13 N 0.9392(7) -0.0492(6) 0.4331(3) 0.091(3) Uani 1 1 d . . . N14 N 0.8651(3) -0.2911(5) 0.6609(2) 0.0317(13) Uani 1 1 d . E . N15 N 0.8566(4) -0.3070(6) 0.5659(3) 0.0452(16) Uani 1 1 d . E . N16 N 0.8618(7) -0.1818(7) 0.5777(3) 0.100(3) Uani 1 1 d . E . N17 N 0.7775(3) -0.6817(5) 0.3358(2) 0.0375(14) Uani 1 1 d . . . N18 N 0.8043(3) -0.6569(5) 0.4316(3) 0.0378(14) Uani 1 1 d . . . N19 N 0.7264(5) -0.7070(11) 0.4158(3) 0.103(3) Uani 1 1 d . . . O1 O 0.6674(3) -0.9449(4) 0.7386(2) 0.0350(11) Uani 1 1 d . D . O2 O 0.5243(3) -0.9883(4) 0.7450(2) 0.0339(11) Uani 1 1 d . D . O3 O 0.6119(2) -1.1574(3) 0.7258(2) 0.0274(10) Uani 1 1 d . . . O4 O 0.5604(3) -1.0017(4) 0.6504(2) 0.0420(12) Uani 1 1 d . D . O5 O 0.7046(3) -0.6578(4) 0.7307(3) 0.0466(14) Uani 1 1 d . D . O6 O 0.6572(3) -0.4472(4) 0.7398(3) 0.0518(15) Uani 1 1 d . . . O7 O 0.8012(3) -0.4874(4) 0.7369(3) 0.0452(14) Uani 1 1 d . D . O8 O 0.6866(5) -0.5128(8) 0.6488(3) 0.109(3) Uani 1 1 d U D . O9 O 0.9640(3) -0.1554(4) 0.7700(2) 0.0310(10) Uani 1 1 d . E . O10 O 0.9858(3) 0.0005(4) 0.84824(19) 0.0360(11) Uani 1 1 d . E . O11 O 0.8660(3) -0.9843(4) 0.7622(2) 0.0331(11) Uani 1 1 d . . . O12 O 0.9940(3) -0.4427(4) 0.7493(2) 0.0307(10) Uani 1 1 d . . . N5 N 0.6430(4) -1.1812(7) 0.4317(3) 0.062(2) Uani 0.650(15) 1 d PD C 1 N6 N 0.7179(6) -1.1510(18) 0.4182(5) 0.098(7) Uani 0.650(15) 1 d PD C 1 C9 C 0.7008(6) -1.160(2) 0.3600(6) 0.107(9) Uani 0.650(15) 1 d PDU C 1 H9 H 0.7407 -1.1507 0.3376 0.128 Uiso 0.650(15) 1 calc PR C 1 N4 N 0.6135(4) -1.1842(6) 0.3350(2) 0.0448(16) Uani 0.650(15) 1 d PU . 1 N5A N 0.6430(4) -1.1812(7) 0.4317(3) 0.062(2) Uani 0.350(15) 1 d P C 2 N6A N 0.6878(14) -1.292(3) 0.4200(8) 0.073(10) Uani 0.350(15) 1 d P C 2 C9A C 0.6712(14) -1.294(2) 0.3606(12) 0.063(8) Uani 0.350(15) 1 d PDU C 2 H9A H 0.6920 -1.3537 0.3382 0.075 Uiso 0.350(15) 1 calc PR C 2 N4A N 0.6135(4) -1.1842(6) 0.3350(2) 0.0448(16) Uani 0.350(15) 1 d P . 2 O1W O 0.8907(3) -0.7038(4) 0.7660(3) 0.0421(13) Uani 1 1 d . D 2 O2W O 0.7832(3) -0.2043(4) 0.7611(2) 0.0392(12) Uani 1 1 d . E 2 O3W O 0.5437(3) -0.7106(4) 0.7385(3) 0.0519(15) Uani 1 1 d . F 2 O4W O 0.6839(5) -0.4704(9) 0.5349(3) 0.115(3) Uani 1 1 d . G 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0273(4) 0.0208(4) 0.0217(4) -0.0005(3) 0.0039(3) 0.0019(3) Zn2 0.0263(4) 0.0191(4) 0.0203(4) 0.0001(3) 0.0072(3) 0.0000(3) Zn3 0.0262(4) 0.0181(4) 0.0190(4) 0.0000(3) 0.0063(3) 0.0013(3) S1 0.0228(8) 0.0201(7) 0.0220(8) -0.0012(6) 0.0079(6) 0.0004(6) S2 0.0261(9) 0.0270(8) 0.0352(9) 0.0045(7) 0.0083(7) 0.0004(7) S3 0.0220(8) 0.0203(7) 0.0232(8) 0.0016(6) 0.0056(6) 0.0001(6) C1 0.040(4) 0.056(5) 0.018(3) 0.005(3) 0.012(3) -0.005(3) C2 0.051(5) 0.048(4) 0.015(3) -0.001(3) 0.010(3) 0.012(4) C3 0.060(5) 0.033(4) 0.017(3) 0.002(3) 0.008(3) -0.005(3) C4 0.050(5) 0.116(7) 0.025(4) 0.003(4) 0.007(4) -0.038(5) C5 0.025(4) 0.074(5) 0.031(4) 0.007(4) 0.014(3) -0.001(3) C6 0.023(4) 0.083(6) 0.042(5) 0.006(4) 0.009(4) -0.002(4) C7 0.064(6) 0.083(6) 0.028(4) -0.001(4) 0.006(4) 0.029(5) C8 0.052(5) 0.102(7) 0.018(4) 0.003(4) 0.011(4) 0.037(5) C10 0.130(8) 0.037(4) 0.020(4) -0.007(3) 0.012(5) -0.028(5) C11 0.061(5) 0.025(3) 0.024(4) -0.001(3) 0.006(4) -0.004(3) C12 0.079(6) 0.027(3) 0.033(4) -0.001(3) 0.016(4) -0.014(4) C13 0.051(5) 0.032(3) 0.015(3) -0.004(3) -0.003(3) -0.007(3) C14 0.049(5) 0.050(4) 0.013(3) 0.003(3) -0.001(3) 0.005(4) C15 0.056(5) 0.037(4) 0.022(4) 0.001(3) 0.009(4) -0.013(4) C16 0.087(6) 0.033(4) 0.026(4) -0.004(3) 0.005(4) 0.001(4) C17 0.054(5) 0.018(3) 0.025(4) -0.003(3) 0.011(3) 0.001(3) C18 0.167(10) 0.028(4) 0.033(5) 0.001(4) -0.001(6) 0.017(5) C19 0.056(5) 0.053(4) 0.032(4) 0.002(4) 0.009(4) 0.010(4) C20 0.043(4) 0.037(4) 0.020(4) 0.001(3) 0.000(3) 0.003(3) C21 0.162(10) 0.035(4) 0.049(5) 0.004(4) 0.045(6) 0.017(5) C22 0.068(5) 0.056(5) 0.025(4) -0.001(3) 0.014(4) -0.020(4) C23 0.025(4) 0.049(4) 0.023(3) 0.001(3) 0.008(3) -0.014(3) C24 0.050(6) 0.199(12) 0.044(6) -0.015(6) 0.013(5) -0.079(7) N1 0.027(3) 0.034(3) 0.025(3) 0.008(2) 0.004(2) 0.000(2) N2 0.037(4) 0.066(4) 0.024(3) 0.003(3) 0.012(3) -0.017(3) N3 0.040(4) 0.083(5) 0.044(4) 0.010(4) 0.016(3) 0.002(3) N7 0.027(3) 0.025(3) 0.023(3) 0.002(2) 0.007(2) -0.002(2) N8 0.063(4) 0.022(3) 0.024(3) -0.003(2) 0.009(3) -0.011(3) N9 0.076(5) 0.030(3) 0.033(4) -0.001(3) 0.004(3) -0.012(3) N11 0.037(3) 0.025(3) 0.026(3) -0.002(2) 0.005(3) -0.001(2) N12 0.065(4) 0.022(3) 0.024(3) -0.006(2) 0.007(3) 0.003(3) N13 0.196(9) 0.028(3) 0.040(4) -0.004(3) 0.012(5) 0.030(5) N14 0.032(3) 0.037(3) 0.025(3) 0.003(3) 0.005(3) 0.007(2) N15 0.064(4) 0.045(3) 0.025(3) 0.000(3) 0.008(3) 0.010(3) N16 0.216(11) 0.044(4) 0.048(5) 0.011(4) 0.046(6) 0.012(5) N17 0.027(3) 0.060(4) 0.026(3) 0.005(3) 0.007(3) -0.007(3) N18 0.030(3) 0.055(4) 0.031(3) 0.010(3) 0.011(3) -0.008(3) N19 0.058(5) 0.214(10) 0.040(5) 0.000(5) 0.018(4) -0.060(6) O1 0.032(3) 0.024(2) 0.048(3) -0.003(2) 0.007(2) -0.0095(18) O2 0.039(3) 0.022(2) 0.050(3) -0.007(2) 0.028(2) 0.0034(19) O3 0.025(2) 0.022(2) 0.037(3) 0.0013(19) 0.010(2) -0.0043(17) O4 0.058(3) 0.036(3) 0.030(3) 0.004(2) 0.007(2) -0.005(2) O5 0.025(3) 0.024(2) 0.093(4) -0.002(2) 0.018(3) 0.0014(19) O6 0.033(3) 0.036(3) 0.087(4) -0.004(3) 0.015(3) 0.018(2) O7 0.026(3) 0.016(2) 0.097(4) 0.004(2) 0.021(3) -0.0028(19) O8 0.110(6) 0.172(8) 0.041(4) 0.032(4) 0.010(4) -0.017(5) O9 0.024(2) 0.024(2) 0.046(3) -0.005(2) 0.011(2) 0.0003(18) O10 0.041(3) 0.039(2) 0.026(2) -0.002(2) 0.005(2) 0.000(2) O11 0.024(2) 0.024(2) 0.051(3) 0.000(2) 0.008(2) 0.0041(18) O12 0.033(3) 0.025(2) 0.039(3) -0.0004(19) 0.019(2) 0.0074(18) N5 0.051(4) 0.102(6) 0.029(4) 0.001(4) 0.006(3) 0.047(4) N6 0.040(8) 0.21(2) 0.037(7) -0.005(9) 0.000(6) 0.035(9) C9 0.029(6) 0.26(3) 0.030(8) -0.031(11) -0.004(6) 0.022(10) N4 0.037(3) 0.072(4) 0.024(3) -0.002(3) 0.005(3) 0.021(3) N5A 0.051(4) 0.102(6) 0.029(4) 0.001(4) 0.006(3) 0.047(4) N6A 0.051(14) 0.14(2) 0.020(10) -0.004(12) -0.006(9) 0.073(15) C9A 0.063(8) 0.063(8) 0.063(8) 0.0001(10) 0.015(2) 0.0002(10) N4A 0.037(3) 0.072(4) 0.024(3) -0.002(3) 0.005(3) 0.021(3) O1W 0.019(2) 0.027(2) 0.082(4) -0.005(2) 0.015(2) -0.0028(18) O2W 0.029(3) 0.020(2) 0.071(4) -0.002(2) 0.017(3) 0.0014(18) O3W 0.035(3) 0.024(2) 0.108(5) 0.002(3) 0.039(3) -0.008(2) O4W 0.070(5) 0.208(9) 0.063(5) -0.008(5) 0.009(4) -0.045(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N17 2.055(6) 4_546 ? Zn1 N1 2.057(5) . ? Zn1 O1W 2.084(4) . ? Zn1 O11 2.105(4) . ? Zn1 O5 2.173(4) . ? Zn1 O1 2.277(4) . ? Zn2 N14 2.061(5) . ? Zn2 N11 2.094(5) 4_556 ? Zn2 O7 2.100(4) . ? Zn2 O2W 2.110(4) . ? Zn2 O12 2.216(4) . ? Zn2 O9 2.238(4) . ? Zn3 N4A 2.082(5) 3_636 ? Zn3 N4 2.082(5) 3_636 ? Zn3 O2 2.098(4) . ? Zn3 O3W 2.099(4) . ? Zn3 N7 2.099(5) 2_656 ? Zn3 O6 2.153(4) 2_646 ? Zn3 O3 2.183(4) 2_656 ? S1 O4 1.435(5) . ? S1 O1 1.465(4) . ? S1 O3 1.477(4) . ? S1 O2 1.496(4) . ? S2 O8 1.421(7) . ? S2 O6 1.462(5) . ? S2 O5 1.466(5) . ? S2 O7 1.488(5) . ? S3 O10 1.450(5) . ? S3 O12 1.465(4) 2_756 ? S3 O9 1.483(4) . ? S3 O11 1.492(4) 1_565 ? C1 C3 1.362(10) 3_636 ? C1 C2 1.408(10) . ? C1 C4 1.508(10) . ? C2 C3 1.405(10) . ? C2 C7 1.507(10) . ? C3 C1 1.362(10) 3_636 ? C3 C10 1.534(9) . ? C4 N2 1.490(9) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N1 1.289(8) . ? C5 N2 1.315(8) . ? C5 H5 0.9300 . ? C6 N3 1.309(9) . ? C6 N1 1.344(9) . ? C6 H6 0.9300 . ? C7 N5 1.457(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N4 1.264(9) . ? C8 N5 1.295(9) . ? C8 H8 0.9300 . ? C10 N8 1.466(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N7 1.291(8) . ? C11 N8 1.315(8) . ? C11 H11 0.9300 . ? C12 N9 1.298(9) . ? C12 N7 1.350(8) . ? C12 H12 0.9300 . ? C13 C14 1.401(10) . ? C13 C15 1.403(10) 3_746 ? C13 C16 1.551(9) . ? C14 C15 1.413(9) . ? C14 C19 1.507(10) . ? C15 C13 1.403(10) 3_746 ? C15 C22 1.484(10) . ? C16 N12 1.461(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N12 1.286(8) . ? C17 N11 1.308(8) . ? C17 H17 0.9300 . ? C18 N13 1.293(10) . ? C18 N11 1.343(9) . ? C18 H18 0.9300 . ? C19 N15 1.458(9) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N15 1.305(8) . ? C20 N14 1.310(8) . ? C20 H20 0.9300 . ? C21 N16 1.298(11) . ? C21 N14 1.355(9) . ? C21 H21 0.9300 . ? C22 N18 1.460(9) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 N18 1.299(8) . ? C23 N17 1.302(8) . ? C23 H23 0.9300 . ? C24 N19 1.290(11) . ? C24 N17 1.354(10) . ? C24 H24 0.9300 . ? N2 N3 1.363(8) . ? N7 Zn3 2.099(5) 2_646 ? N8 N9 1.349(7) . ? N11 Zn2 2.094(5) 4 ? N12 N13 1.349(8) . ? N15 N16 1.343(9) . ? N17 Zn1 2.055(6) 4_545 ? N18 N19 1.340(9) . ? O3 Zn3 2.183(4) 2_646 ? O6 Zn3 2.153(4) 2_656 ? O11 S3 1.492(4) 1_545 ? O12 S3 1.465(4) 2_746 ? N5 N6 1.371(9) . ? N6 C9 1.300(17) . ? C9 N4 1.420(12) . ? C9 H9 0.9300 . ? N4 Zn3 2.082(5) 3_636 ? N6A C9A 1.32(3) . ? C9A H9A 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 N17 Zn1 N1 168.3(2) 4_546 . ? N17 Zn1 O1W 92.3(2) 4_546 . ? N1 Zn1 O1W 99.3(2) . . ? N17 Zn1 O11 93.7(2) 4_546 . ? N1 Zn1 O11 87.57(19) . . ? O1W Zn1 O11 90.51(16) . . ? N17 Zn1 O5 88.2(2) 4_546 . ? N1 Zn1 O5 90.7(2) . . ? O1W Zn1 O5 88.82(16) . . ? O11 Zn1 O5 178.0(2) . . ? N17 Zn1 O1 81.3(2) 4_546 . ? N1 Zn1 O1 87.11(19) . . ? O1W Zn1 O1 172.90(19) . . ? O11 Zn1 O1 92.79(15) . . ? O5 Zn1 O1 88.07(15) . . ? N14 Zn2 N11 170.2(2) . 4_556 ? N14 Zn2 O7 94.3(2) . . ? N11 Zn2 O7 92.8(2) 4_556 . ? N14 Zn2 O2W 95.0(2) . . ? N11 Zn2 O2W 91.3(2) 4_556 . ? O7 Zn2 O2W 93.09(16) . . ? N14 Zn2 O12 88.75(19) . . ? N11 Zn2 O12 84.20(19) 4_556 . ? O7 Zn2 O12 92.56(16) . . ? O2W Zn2 O12 172.97(17) . . ? N14 Zn2 O9 87.85(19) . . ? N11 Zn2 O9 85.22(18) 4_556 . ? O7 Zn2 O9 177.51(19) . . ? O2W Zn2 O9 85.39(15) . . ? O12 Zn2 O9 88.82(15) . . ? N4A Zn3 N4 0.0(5) 3_636 3_636 ? N4A Zn3 O2 96.1(2) 3_636 . ? N4 Zn3 O2 96.1(2) 3_636 . ? N4A Zn3 O3W 88.3(3) 3_636 . ? N4 Zn3 O3W 88.3(3) 3_636 . ? O2 Zn3 O3W 89.16(17) . . ? N4A Zn3 N7 170.9(2) 3_636 2_656 ? N4 Zn3 N7 170.9(2) 3_636 2_656 ? O2 Zn3 N7 88.04(18) . 2_656 ? O3W Zn3 N7 99.9(2) . 2_656 ? N4A Zn3 O6 83.6(2) 3_636 2_646 ? N4 Zn3 O6 83.6(2) 3_636 2_646 ? O2 Zn3 O6 93.52(17) . 2_646 ? O3W Zn3 O6 171.8(2) . 2_646 ? N7 Zn3 O6 88.0(2) 2_656 2_646 ? N4A Zn3 O3 89.6(2) 3_636 2_656 ? N4 Zn3 O3 89.6(2) 3_636 2_656 ? O2 Zn3 O3 172.14(17) . 2_656 ? O3W Zn3 O3 85.55(16) . 2_656 ? N7 Zn3 O3 87.15(17) 2_656 2_656 ? O6 Zn3 O3 92.53(17) 2_646 2_656 ? O4 S1 O1 111.6(3) . . ? O4 S1 O3 109.7(3) . . ? O1 S1 O3 109.5(2) . . ? O4 S1 O2 109.5(3) . . ? O1 S1 O2 109.5(3) . . ? O3 S1 O2 107.0(2) . . ? O8 S2 O6 110.1(4) . . ? O8 S2 O5 111.3(4) . . ? O6 S2 O5 108.3(3) . . ? O8 S2 O7 111.4(4) . . ? O6 S2 O7 109.1(3) . . ? O5 S2 O7 106.5(3) . . ? O10 S3 O12 112.2(3) . 2_756 ? O10 S3 O9 109.4(3) . . ? O12 S3 O9 109.8(3) 2_756 . ? O10 S3 O11 110.2(3) . 1_565 ? O12 S3 O11 108.6(3) 2_756 1_565 ? O9 S3 O11 106.5(2) . 1_565 ? C3 C1 C2 119.8(6) 3_636 . ? C3 C1 C4 120.8(7) 3_636 . ? C2 C1 C4 119.2(7) . . ? C3 C2 C1 118.8(6) . . ? C3 C2 C7 122.2(7) . . ? C1 C2 C7 119.1(7) . . ? C1 C3 C2 121.4(6) 3_636 . ? C1 C3 C10 118.9(7) 3_636 . ? C2 C3 C10 119.7(7) . . ? N2 C4 C1 111.8(6) . . ? N2 C4 H4A 109.3 . . ? C1 C4 H4A 109.3 . . ? N2 C4 H4B 109.3 . . ? C1 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? N1 C5 N2 111.3(6) . . ? N1 C5 H5 124.4 . . ? N2 C5 H5 124.4 . . ? N3 C6 N1 114.0(6) . . ? N3 C6 H6 123.0 . . ? N1 C6 H6 123.0 . . ? N5 C7 C2 110.5(6) . . ? N5 C7 H7A 109.6 . . ? C2 C7 H7A 109.6 . . ? N5 C7 H7B 109.6 . . ? C2 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? N4 C8 N5 114.6(7) . . ? N4 C8 H8 122.7 . . ? N5 C8 H8 122.7 . . ? N8 C10 C3 111.0(5) . . ? N8 C10 H10A 109.4 . . ? C3 C10 H10A 109.4 . . ? N8 C10 H10B 109.4 . . ? C3 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N7 C11 N8 111.9(6) . . ? N7 C11 H11 124.0 . . ? N8 C11 H11 124.0 . . ? N9 C12 N7 115.1(6) . . ? N9 C12 H12 122.4 . . ? N7 C12 H12 122.4 . . ? C14 C13 C15 121.2(6) . 3_746 ? C14 C13 C16 118.3(7) . . ? C15 C13 C16 120.5(6) 3_746 . ? C13 C14 C15 119.5(7) . . ? C13 C14 C19 120.7(6) . . ? C15 C14 C19 119.8(7) . . ? C13 C15 C14 119.4(6) 3_746 . ? C13 C15 C22 120.1(6) 3_746 . ? C14 C15 C22 120.3(7) . . ? N12 C16 C13 110.9(5) . . ? N12 C16 H16A 109.5 . . ? C13 C16 H16A 109.5 . . ? N12 C16 H16B 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 108.0 . . ? N12 C17 N11 111.9(5) . . ? N12 C17 H17 124.1 . . ? N11 C17 H17 124.1 . . ? N13 C18 N11 114.6(6) . . ? N13 C18 H18 122.7 . . ? N11 C18 H18 122.7 . . ? N15 C19 C14 112.0(6) . . ? N15 C19 H19A 109.2 . . ? C14 C19 H19A 109.2 . . ? N15 C19 H19B 109.2 . . ? C14 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? N15 C20 N14 111.4(6) . . ? N15 C20 H20 124.3 . . ? N14 C20 H20 124.3 . . ? N16 C21 N14 113.7(7) . . ? N16 C21 H21 123.1 . . ? N14 C21 H21 123.1 . . ? N18 C22 C15 109.0(6) . . ? N18 C22 H22A 109.9 . . ? C15 C22 H22A 109.9 . . ? N18 C22 H22B 109.9 . . ? C15 C22 H22B 109.9 . . ? H22A C22 H22B 108.3 . . ? N18 C23 N17 111.6(6) . . ? N18 C23 H23 124.2 . . ? N17 C23 H23 124.2 . . ? N19 C24 N17 114.0(7) . . ? N19 C24 H24 123.0 . . ? N17 C24 H24 123.0 . . ? C5 N1 C6 103.5(6) . . ? C5 N1 Zn1 129.7(5) . . ? C6 N1 Zn1 126.7(5) . . ? C5 N2 N3 108.9(6) . . ? C5 N2 C4 131.1(6) . . ? N3 N2 C4 119.7(6) . . ? C6 N3 N2 102.4(6) . . ? C11 N7 C12 101.8(5) . . ? C11 N7 Zn3 129.0(4) . 2_646 ? C12 N7 Zn3 128.8(4) . 2_646 ? C11 N8 N9 108.9(5) . . ? C11 N8 C10 131.7(5) . . ? N9 N8 C10 119.5(5) . . ? C12 N9 N8 102.2(5) . . ? C17 N11 C18 101.6(5) . . ? C17 N11 Zn2 128.8(4) . 4 ? C18 N11 Zn2 129.5(5) . 4 ? C17 N12 N13 109.2(5) . . ? C17 N12 C16 132.1(5) . . ? N13 N12 C16 118.7(5) . . ? C18 N13 N12 102.6(6) . . ? C20 N14 C21 102.2(6) . . ? C20 N14 Zn2 130.8(5) . . ? C21 N14 Zn2 126.8(5) . . ? C20 N15 N16 109.0(6) . . ? C20 N15 C19 130.5(6) . . ? N16 N15 C19 120.5(6) . . ? C21 N16 N15 103.7(6) . . ? C23 N17 C24 101.9(6) . . ? C23 N17 Zn1 128.4(4) . 4_545 ? C24 N17 Zn1 129.6(5) . 4_545 ? C23 N18 N19 109.0(6) . . ? C23 N18 C22 132.2(6) . . ? N19 N18 C22 118.8(6) . . ? C24 N19 N18 103.4(7) . . ? S1 O1 Zn1 163.0(3) . . ? S1 O2 Zn3 138.9(3) . . ? S1 O3 Zn3 139.1(2) . 2_646 ? S2 O5 Zn1 137.0(3) . . ? S2 O6 Zn3 157.8(4) . 2_656 ? S2 O7 Zn2 142.0(3) . . ? S3 O9 Zn2 138.8(2) . . ? S3 O11 Zn1 140.7(3) 1_545 . ? S3 O12 Zn2 150.3(3) 2_746 . ? C8 N5 N6 105.1(8) . . ? C8 N5 C7 132.6(7) . . ? N6 N5 C7 116.5(8) . . ? C9 N6 N5 104.0(9) . . ? N6 C9 N4 111.5(9) . . ? N6 C9 H9 124.3 . . ? N4 C9 H9 124.3 . . ? C8 N4 C9 99.7(6) . . ? C8 N4 Zn3 129.8(5) . 3_636 ? C9 N4 Zn3 126.0(7) . 3_636 ? N6A C9A H9A 125.2 . . ? 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 C3 C1 C2 C3 -2.0(10) 3_636 . . . ? C4 C1 C2 C3 -177.8(6) . . . . ? C3 C1 C2 C7 176.6(6) 3_636 . . . ? C4 C1 C2 C7 0.7(9) . . . . ? C1 C2 C3 C1 2.0(11) . . . 3_636 ? C7 C2 C3 C1 -176.5(6) . . . 3_636 ? C1 C2 C3 C10 -178.1(5) . . . . ? C7 C2 C3 C10 3.4(10) . . . . ? C3 C1 C4 N2 93.7(9) 3_636 . . . ? C2 C1 C4 N2 -90.5(9) . . . . ? C3 C2 C7 N5 91.0(9) . . . . ? C1 C2 C7 N5 -87.5(8) . . . . ? C1 C3 C10 N8 -85.1(9) 3_636 . . . ? C2 C3 C10 N8 95.0(9) . . . . ? C15 C13 C14 C15 -1.1(11) 3_746 . . . ? C16 C13 C14 C15 179.0(5) . . . . ? C15 C13 C14 C19 176.3(6) 3_746 . . . ? C16 C13 C14 C19 -3.6(9) . . . . ? C13 C14 C15 C13 1.1(10) . . . 3_746 ? C19 C14 C15 C13 -176.4(6) . . . 3_746 ? C13 C14 C15 C22 -173.2(6) . . . . ? C19 C14 C15 C22 9.4(9) . . . . ? C14 C13 C16 N12 -78.5(8) . . . . ? C15 C13 C16 N12 101.6(8) 3_746 . . . ? C13 C14 C19 N15 -76.9(8) . . . . ? C15 C14 C19 N15 100.5(7) . . . . ? C13 C15 C22 N18 -81.3(8) 3_746 . . . ? C14 C15 C22 N18 92.9(8) . . . . ? N2 C5 N1 C6 1.7(8) . . . . ? N2 C5 N1 Zn1 -179.2(4) . . . . ? N3 C6 N1 C5 -1.5(9) . . . . ? N3 C6 N1 Zn1 179.4(5) . . . . ? N17 Zn1 N1 C5 25.7(14) 4_546 . . . ? O1W Zn1 N1 C5 -147.6(6) . . . . ? O11 Zn1 N1 C5 122.3(6) . . . . ? O5 Zn1 N1 C5 -58.6(6) . . . . ? O1 Zn1 N1 C5 29.4(6) . . . . ? N17 Zn1 N1 C6 -155.3(9) 4_546 . . . ? O1W Zn1 N1 C6 31.4(6) . . . . ? O11 Zn1 N1 C6 -58.7(6) . . . . ? O5 Zn1 N1 C6 120.3(6) . . . . ? O1 Zn1 N1 C6 -151.7(6) . . . . ? N1 C5 N2 N3 -1.4(9) . . . . ? N1 C5 N2 C4 -174.3(7) . . . . ? C1 C4 N2 C5 -26.5(13) . . . . ? C1 C4 N2 N3 161.3(7) . . . . ? N1 C6 N3 N2 0.6(9) . . . . ? C5 N2 N3 C6 0.5(8) . . . . ? C4 N2 N3 C6 174.2(7) . . . . ? N8 C11 N7 C12 1.7(8) . . . . ? N8 C11 N7 Zn3 174.7(4) . . . 2_646 ? N9 C12 N7 C11 -1.0(9) . . . . ? N9 C12 N7 Zn3 -174.0(5) . . . 2_646 ? N7 C11 N8 N9 -1.9(9) . . . . ? N7 C11 N8 C10 179.0(8) . . . . ? C3 C10 N8 C11 -11.2(13) . . . . ? C3 C10 N8 N9 169.8(7) . . . . ? N7 C12 N9 N8 -0.1(9) . . . . ? C11 N8 N9 C12 1.2(8) . . . . ? C10 N8 N9 C12 -179.6(8) . . . . ? N12 C17 N11 C18 0.7(9) . . . . ? N12 C17 N11 Zn2 -178.0(5) . . . 4 ? N13 C18 N11 C17 -2.2(12) . . . . ? N13 C18 N11 Zn2 176.6(7) . . . 4 ? N11 C17 N12 N13 0.8(9) . . . . ? N11 C17 N12 C16 -177.1(8) . . . . ? C13 C16 N12 C17 -21.0(12) . . . . ? C13 C16 N12 N13 161.3(8) . . . . ? N11 C18 N13 N12 2.7(13) . . . . ? C17 N12 N13 C18 -2.1(11) . . . . ? C16 N12 N13 C18 176.2(9) . . . . ? N15 C20 N14 C21 2.2(9) . . . . ? N15 C20 N14 Zn2 -173.6(5) . . . . ? N16 C21 N14 C20 -1.3(12) . . . . ? N16 C21 N14 Zn2 174.7(7) . . . . ? O7 Zn2 N14 C20 -36.3(6) . . . . ? O2W Zn2 N14 C20 -129.8(6) . . . . ? O12 Zn2 N14 C20 56.1(6) . . . . ? O9 Zn2 N14 C20 145.0(6) . . . . ? O7 Zn2 N14 C21 148.8(7) . . . . ? O2W Zn2 N14 C21 55.3(7) . . . . ? O12 Zn2 N14 C21 -118.7(7) . . . . ? O9 Zn2 N14 C21 -29.9(7) . . . . ? N14 C20 N15 N16 -2.4(9) . . . . ? N14 C20 N15 C19 179.1(7) . . . . ? C14 C19 N15 C20 -67.4(11) . . . . ? C14 C19 N15 N16 114.3(9) . . . . ? N14 C21 N16 N15 -0.1(13) . . . . ? C20 N15 N16 C21 1.5(11) . . . . ? C19 N15 N16 C21 -179.8(8) . . . . ? N18 C23 N17 C24 1.3(9) . . . . ? N18 C23 N17 Zn1 178.0(4) . . . 4_545 ? N19 C24 N17 C23 0.1(13) . . . . ? N19 C24 N17 Zn1 -176.6(8) . . . 4_545 ? N17 C23 N18 N19 -2.2(9) . . . . ? N17 C23 N18 C22 178.3(7) . . . . ? C15 C22 N18 C23 5.3(11) . . . . ? C15 C22 N18 N19 -174.2(8) . . . . ? N17 C24 N19 N18 -1.3(14) . . . . ? C23 N18 N19 C24 2.0(12) . . . . ? C22 N18 N19 C24 -178.4(9) . . . . ? O4 S1 O1 Zn1 -19.4(10) . . . . ? O3 S1 O1 Zn1 102.3(9) . . . . ? O2 S1 O1 Zn1 -140.8(9) . . . . ? N17 Zn1 O1 S1 176.0(9) 4_546 . . . ? N1 Zn1 O1 S1 -3.2(9) . . . . ? O11 Zn1 O1 S1 -90.6(9) . . . . ? O5 Zn1 O1 S1 87.6(9) . . . . ? O4 S1 O2 Zn3 -58.8(5) . . . . ? O1 S1 O2 Zn3 63.8(5) . . . . ? O3 S1 O2 Zn3 -177.7(4) . . . . ? N4A Zn3 O2 S1 62.8(5) 3_636 . . . ? N4 Zn3 O2 S1 62.8(5) 3_636 . . . ? O3W Zn3 O2 S1 -25.4(5) . . . . ? N7 Zn3 O2 S1 -125.3(4) 2_656 . . . ? O6 Zn3 O2 S1 146.8(5) 2_646 . . . ? O4 S1 O3 Zn3 -90.2(4) . . . 2_646 ? O1 S1 O3 Zn3 147.0(4) . . . 2_646 ? O2 S1 O3 Zn3 28.5(5) . . . 2_646 ? O8 S2 O5 Zn1 90.4(6) . . . . ? O6 S2 O5 Zn1 -148.5(5) . . . . ? O7 S2 O5 Zn1 -31.3(6) . . . . ? N17 Zn1 O5 S2 116.5(5) 4_546 . . . ? N1 Zn1 O5 S2 -75.1(5) . . . . ? O1W Zn1 O5 S2 24.2(5) . . . . ? O1 Zn1 O5 S2 -162.2(5) . . . . ? O8 S2 O6 Zn3 13.9(10) . . . 2_656 ? O5 S2 O6 Zn3 -108.0(9) . . . 2_656 ? O7 S2 O6 Zn3 136.4(8) . . . 2_656 ? O8 S2 O7 Zn2 70.0(7) . . . . ? O6 S2 O7 Zn2 -51.8(7) . . . . ? O5 S2 O7 Zn2 -168.5(5) . . . . ? N14 Zn2 O7 S2 -65.5(6) . . . . ? N11 Zn2 O7 S2 121.3(6) 4_556 . . . ? O2W Zn2 O7 S2 29.8(6) . . . . ? O12 Zn2 O7 S2 -154.4(6) . . . . ? O10 S3 O9 Zn2 97.8(4) . . . . ? O12 S3 O9 Zn2 -138.7(4) 2_756 . . . ? O11 S3 O9 Zn2 -21.3(5) 1_565 . . . ? N14 Zn2 O9 S3 95.9(4) . . . . ? N11 Zn2 O9 S3 -91.1(4) 4_556 . . . ? O2W Zn2 O9 S3 0.7(4) . . . . ? O12 Zn2 O9 S3 -175.4(4) . . . . ? N17 Zn1 O11 S3 -84.1(5) 4_546 . . 1_545 ? N1 Zn1 O11 S3 107.5(5) . . . 1_545 ? O1W Zn1 O11 S3 8.2(5) . . . 1_545 ? O1 Zn1 O11 S3 -165.6(5) . . . 1_545 ? N14 Zn2 O12 S3 -23.3(5) . . . 2_746 ? N11 Zn2 O12 S3 163.5(5) 4_556 . . 2_746 ? O7 Zn2 O12 S3 70.9(5) . . . 2_746 ? O9 Zn2 O12 S3 -111.2(5) . . . 2_746 ? N4 C8 N5 N6 24.8(13) . . . . ? N4 C8 N5 C7 176.0(9) . . . . ? C2 C7 N5 C8 -23.5(14) . . . . ? C2 C7 N5 N6 125.2(11) . . . . ? C8 N5 N6 C9 -16.6(17) . . . . ? C7 N5 N6 C9 -173.3(13) . . . . ? N5 N6 C9 N4 5(2) . . . . ? N5 C8 N4 C9 -20.4(13) . . . . ? N5 C8 N4 Zn3 -177.1(6) . . . 3_636 ? N6 C9 N4 C8 8.4(18) . . . . ? N6 C9 N4 Zn3 166.3(12) . . . 3_636 ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 1.183 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.123 data_Compound-4 _database_code_depnum_ccdc_archive 'CCDC 910899' #TrackingRef 'CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H23 N9 O7.50 Zn' _chemical_formula_sum 'C20 H23 N9 O7.50 Zn' _chemical_formula_weight 574.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 _symmetry_space_group_name_hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1070(5) _cell_length_b 11.0730(7) _cell_length_c 12.5290(8) _cell_angle_alpha 69.771(6) _cell_angle_beta 78.299(4) _cell_angle_gamma 81.557(4) _cell_volume 1283.85(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2275 _cell_measurement_theta_min 3.0288 _cell_measurement_theta_max 29.1591 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 1.016 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7502 _exptl_absorpt_correction_T_max 0.8964 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8077 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0775 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.34 _reflns_number_total 4631 _reflns_number_gt 3442 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0783P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4631 _refine_ls_number_parameters 352 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0847 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1520 _refine_ls_wR_factor_gt 0.1345 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.49301(4) -0.19104(4) 0.42752(4) 0.03228(19) Uani 1 1 d . . . C1 C 0.5675(4) 0.3983(4) 0.0756(3) 0.0321(9) Uani 1 1 d . . . C2 C 0.4637(4) 0.4732(4) 0.1193(3) 0.0308(9) Uani 1 1 d . . . C3 C 0.3953(4) 0.5779(4) 0.0436(4) 0.0345(10) Uani 1 1 d . . . C4 C 0.6434(4) 0.2872(4) 0.1569(4) 0.0372(10) Uani 1 1 d . . . H4A H 0.7339 0.2715 0.1174 0.045 Uiso 1 1 calc R . . H4B H 0.6522 0.3109 0.2227 0.045 Uiso 1 1 calc R . . C5 C 0.5768(4) 0.0725(4) 0.2954(3) 0.0312(9) Uani 1 1 d . . . H5 H 0.6188 0.0724 0.3550 0.037 Uiso 1 1 calc R . . C6 C 0.4713(5) 0.0197(4) 0.1930(4) 0.0489(12) Uani 1 1 d . . . H6 H 0.4234 -0.0286 0.1686 0.059 Uiso 1 1 calc R . . C7 C 0.4214(5) 0.4412(4) 0.2494(4) 0.0402(10) Uani 1 1 d . . . H7A H 0.3238 0.4575 0.2671 0.048 Uiso 1 1 calc R . . H7B H 0.4447 0.3501 0.2871 0.048 Uiso 1 1 calc R . . C8 C 0.4316(4) 0.6003(4) 0.3487(4) 0.0403(10) Uani 1 1 d . . . H8 H 0.3387 0.6178 0.3682 0.048 Uiso 1 1 calc R . . C9 C 0.6410(5) 0.5980(5) 0.3296(5) 0.0554(13) Uani 1 1 d . . . H9 H 0.7260 0.6166 0.3344 0.067 Uiso 1 1 calc R . . C10 C 0.2860(5) 0.6642(4) 0.0900(4) 0.0459(11) Uani 1 1 d . . . H10A H 0.2989 0.6581 0.1664 0.055 Uiso 1 1 calc R . . H10B H 0.2945 0.7531 0.0407 0.055 Uiso 1 1 calc R . . C11 C 0.0394(6) 0.7062(6) 0.0628(6) 0.081(2) Uani 1 1 d . . . H11 H 0.0390 0.7945 0.0235 0.098 Uiso 1 1 calc R . . C12 C -0.0161(7) 0.5201(8) 0.1445(8) 0.106(3) Uani 1 1 d . . . H12 H -0.0683 0.4497 0.1747 0.127 Uiso 1 1 calc R . . C13 C 0.0852(4) -0.1715(4) 0.5445(4) 0.0365(10) Uani 1 1 d . . . C14 C -0.0180(4) -0.1766(4) 0.4874(4) 0.0373(10) Uani 1 1 d . . . H14 H 0.0035 -0.1797 0.4126 0.045 Uiso 1 1 calc R . . C15 C -0.1524(4) -0.1771(4) 0.5413(4) 0.0330(10) Uani 1 1 d . . . C16 C -0.1830(4) -0.1715(4) 0.6509(4) 0.0406(11) Uani 1 1 d . . . H16 H -0.2728 -0.1725 0.6874 0.049 Uiso 1 1 calc R . . C17 C -0.0822(5) -0.1644(5) 0.7089(4) 0.0512(12) Uani 1 1 d . . . H17 H -0.1043 -0.1590 0.7830 0.061 Uiso 1 1 calc R . . C18 C 0.0522(4) -0.1656(5) 0.6544(4) 0.0440(11) Uani 1 1 d . . . H18 H 0.1204 -0.1622 0.6930 0.053 Uiso 1 1 calc R . . C19 C 0.2282(4) -0.1773(4) 0.4840(4) 0.0385(10) Uani 1 1 d . . . C20 C -0.2588(4) -0.1866(4) 0.4779(4) 0.0343(10) Uani 1 1 d . . . N1 N 0.5124(3) -0.0231(3) 0.2965(3) 0.0338(8) Uani 1 1 d . . . N2 N 0.5733(3) 0.1686(3) 0.1976(3) 0.0347(8) Uani 1 1 d . . . N3 N 0.5052(5) 0.1357(4) 0.1302(4) 0.0559(12) Uani 1 1 d . . . N4 N 0.5258(3) 0.6548(3) 0.3710(3) 0.0370(8) Uani 1 1 d . . . N5 N 0.4876(4) 0.5179(3) 0.2952(3) 0.0363(8) Uani 1 1 d . . . N6 N 0.6249(4) 0.5138(4) 0.2814(4) 0.0586(12) Uani 1 1 d . . . N7 N -0.0677(5) 0.6404(6) 0.0925(6) 0.0922(18) Uani 1 1 d . . . N8 N 0.1496(4) 0.6299(4) 0.0964(4) 0.0544(11) Uani 1 1 d . . . N9 N 0.1146(5) 0.5095(5) 0.1493(6) 0.0921(19) Uani 1 1 d . . . O1 O 0.3232(3) -0.1839(3) 0.5396(3) 0.0435(8) Uani 1 1 d . . . O2 O 0.2536(3) -0.1774(3) 0.3826(3) 0.0497(8) Uani 1 1 d . . . O3 O -0.2261(3) -0.1925(4) 0.3783(3) 0.0577(9) Uani 1 1 d . . . O4 O -0.3814(3) -0.1878(3) 0.5291(2) 0.0392(7) Uani 1 1 d . . . O1W O 0.1157(5) 1.0011(5) -0.1727(4) 0.1021(15) Uani 1 1 d . . . H1A H 0.1519 1.0254 -0.1287 0.153 Uiso 1 1 d R . . H1B H 0.0482 1.0563 -0.1886 0.153 Uiso 1 1 d R . . O2W O -0.1445(8) 1.1013(9) -0.1801(7) 0.084(3) Uani 0.50 1 d P . . O3W O -0.3256(9) 0.7844(8) 0.0487(7) 0.190(4) Uani 1 1 d . . . O4W O -0.2073(16) 1.0028(10) -0.0117(13) 0.172(7) Uani 0.50 1 d PU . . O5W O 0.089(2) -0.485(2) 0.4434(18) 0.228(8) Uani 0.50 1 d PU . . 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 0.0297(3) 0.0342(3) 0.0336(3) -0.0095(2) -0.0083(2) -0.00428(19) C1 0.036(2) 0.025(2) 0.035(2) -0.0062(17) -0.0094(19) -0.0035(17) C2 0.036(2) 0.025(2) 0.033(2) -0.0094(17) -0.0046(18) -0.0087(17) C3 0.039(2) 0.028(2) 0.038(2) -0.0089(18) -0.0064(19) -0.0081(18) C4 0.038(2) 0.033(2) 0.039(2) -0.0066(19) -0.013(2) -0.0025(18) C5 0.033(2) 0.031(2) 0.031(2) -0.0084(18) -0.0124(18) -0.0001(17) C6 0.067(3) 0.040(3) 0.047(3) -0.009(2) -0.029(3) -0.011(2) C7 0.051(3) 0.034(2) 0.037(2) -0.0116(19) -0.003(2) -0.014(2) C8 0.038(2) 0.045(3) 0.045(3) -0.021(2) -0.005(2) -0.010(2) C9 0.042(3) 0.063(3) 0.076(4) -0.041(3) -0.012(3) -0.002(2) C10 0.049(3) 0.037(2) 0.054(3) -0.018(2) -0.012(2) 0.004(2) C11 0.057(4) 0.071(4) 0.105(5) -0.018(4) -0.020(4) 0.008(3) C12 0.066(5) 0.087(5) 0.150(8) -0.022(5) -0.003(4) -0.024(4) C13 0.023(2) 0.031(2) 0.056(3) -0.015(2) -0.009(2) -0.0018(17) C14 0.026(2) 0.042(2) 0.045(3) -0.014(2) -0.0101(19) -0.0013(18) C15 0.024(2) 0.031(2) 0.043(3) -0.0084(19) -0.0085(18) -0.0034(16) C16 0.022(2) 0.049(3) 0.055(3) -0.021(2) -0.007(2) -0.0040(18) C17 0.041(3) 0.078(4) 0.042(3) -0.026(3) -0.008(2) -0.010(2) C18 0.031(2) 0.059(3) 0.051(3) -0.026(2) -0.013(2) -0.006(2) C19 0.026(2) 0.037(2) 0.055(3) -0.016(2) -0.011(2) -0.0030(18) C20 0.028(2) 0.037(2) 0.038(3) -0.0111(19) -0.010(2) -0.0021(17) N1 0.0356(19) 0.0324(19) 0.0319(19) -0.0050(15) -0.0111(16) -0.0037(15) N2 0.0391(19) 0.0295(18) 0.039(2) -0.0093(16) -0.0181(17) -0.0014(15) N3 0.078(3) 0.041(2) 0.053(3) -0.002(2) -0.038(2) -0.014(2) N4 0.0351(19) 0.0367(19) 0.043(2) -0.0166(17) -0.0078(16) -0.0040(16) N5 0.045(2) 0.0315(19) 0.034(2) -0.0091(16) -0.0087(16) -0.0110(16) N6 0.041(2) 0.064(3) 0.086(3) -0.045(3) -0.009(2) -0.001(2) N7 0.053(3) 0.093(4) 0.120(5) -0.022(4) -0.012(3) -0.006(3) N8 0.045(2) 0.049(3) 0.061(3) -0.015(2) 0.001(2) 0.0001(19) N9 0.058(3) 0.067(4) 0.135(5) -0.014(3) -0.008(3) -0.010(3) O1 0.0245(15) 0.0542(19) 0.056(2) -0.0203(15) -0.0090(14) -0.0063(13) O2 0.0286(16) 0.070(2) 0.054(2) -0.0270(18) -0.0021(15) -0.0035(14) O3 0.0360(18) 0.090(3) 0.057(2) -0.033(2) -0.0112(16) -0.0086(17) O4 0.0216(15) 0.0538(18) 0.0393(17) -0.0078(14) -0.0072(13) -0.0092(12) O1W 0.107(4) 0.104(4) 0.092(4) -0.031(3) -0.013(3) -0.006(3) O2W 0.075(5) 0.120(7) 0.081(6) -0.065(6) -0.024(5) 0.010(5) O3W 0.200(8) 0.206(7) 0.194(8) -0.085(6) -0.133(7) 0.074(6) O4W 0.264(16) 0.096(8) 0.224(15) -0.082(9) -0.203(14) 0.070(9) O5W 0.228(8) 0.227(8) 0.228(8) -0.075(3) -0.0371(17) -0.0190(12) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O4 1.983(3) 1_655 ? Zn1 O1 1.995(3) . ? Zn1 N1 2.014(3) . ? Zn1 N4 2.025(4) 1_545 ? C1 C2 1.383(6) . ? C1 C3 1.404(6) 2_665 ? C1 C4 1.521(5) . ? C2 C3 1.411(5) . ? C2 C7 1.527(6) . ? C3 C1 1.404(6) 2_665 ? C3 C10 1.512(6) . ? C4 N2 1.467(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N1 1.317(5) . ? C5 N2 1.319(5) . ? C5 H5 0.9300 . ? C6 N3 1.307(6) . ? C6 N1 1.346(5) . ? C6 H6 0.9300 . ? C7 N5 1.468(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N5 1.311(6) . ? C8 N4 1.320(5) . ? C8 H8 0.9300 . ? C9 N6 1.316(6) . ? C9 N4 1.336(6) . ? C9 H9 0.9300 . ? C10 N8 1.462(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N7 1.313(8) . ? C11 N8 1.341(7) . ? C11 H11 0.9300 . ? C12 N9 1.321(8) . ? C12 N7 1.343(9) . ? C12 H12 0.9300 . ? C13 C18 1.373(6) . ? C13 C14 1.396(6) . ? C13 C19 1.493(6) . ? C14 C15 1.389(6) . ? C14 H14 0.9300 . ? C15 C16 1.366(6) . ? C15 C20 1.495(6) . ? C16 C17 1.392(6) . ? C16 H16 0.9300 . ? C17 C18 1.391(7) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 O2 1.245(6) . ? C19 O1 1.276(5) . ? C20 O3 1.247(5) . ? C20 O4 1.274(5) . ? N2 N3 1.356(5) . ? N4 Zn1 2.025(4) 1_565 ? N5 N6 1.359(5) . ? N8 N9 1.332(6) . ? O4 Zn1 1.983(3) 1_455 ? O1W H1A 0.8506 . ? O1W H1B 0.8533 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 O1 95.98(12) 1_655 . ? O4 Zn1 N1 104.52(12) 1_655 . ? O1 Zn1 N1 111.53(13) . . ? O4 Zn1 N4 115.28(13) 1_655 1_545 ? O1 Zn1 N4 116.01(13) . 1_545 ? N1 Zn1 N4 112.03(14) . 1_545 ? C2 C1 C3 121.2(3) . 2_665 ? C2 C1 C4 120.2(4) . . ? C3 C1 C4 118.6(4) 2_665 . ? C1 C2 C3 120.1(4) . . ? C1 C2 C7 120.0(3) . . ? C3 C2 C7 120.0(4) . . ? C1 C3 C2 118.7(4) 2_665 . ? C1 C3 C10 120.7(4) 2_665 . ? C2 C3 C10 120.6(4) . . ? N2 C4 C1 111.7(3) . . ? N2 C4 H4A 109.3 . . ? C1 C4 H4A 109.3 . . ? N2 C4 H4B 109.3 . . ? C1 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? N1 C5 N2 110.2(3) . . ? N1 C5 H5 124.9 . . ? N2 C5 H5 124.9 . . ? N3 C6 N1 113.6(4) . . ? N3 C6 H6 123.2 . . ? N1 C6 H6 123.2 . . ? N5 C7 C2 112.0(3) . . ? N5 C7 H7A 109.2 . . ? C2 C7 H7A 109.2 . . ? N5 C7 H7B 109.2 . . ? C2 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? N5 C8 N4 110.3(4) . . ? N5 C8 H8 124.8 . . ? N4 C8 H8 124.8 . . ? N6 C9 N4 114.8(4) . . ? N6 C9 H9 122.6 . . ? N4 C9 H9 122.6 . . ? N8 C10 C3 112.4(4) . . ? N8 C10 H10A 109.1 . . ? C3 C10 H10A 109.1 . . ? N8 C10 H10B 109.1 . . ? C3 C10 H10B 109.1 . . ? H10A C10 H10B 107.9 . . ? N7 C11 N8 111.4(6) . . ? N7 C11 H11 124.3 . . ? N8 C11 H11 124.3 . . ? N9 C12 N7 114.8(6) . . ? N9 C12 H12 122.6 . . ? N7 C12 H12 122.6 . . ? C18 C13 C14 119.2(4) . . ? C18 C13 C19 122.7(4) . . ? C14 C13 C19 118.1(4) . . ? C15 C14 C13 120.7(4) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C16 C15 C14 119.2(4) . . ? C16 C15 C20 122.1(4) . . ? C14 C15 C20 118.7(4) . . ? C15 C16 C17 121.2(4) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? C18 C17 C16 119.0(4) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C13 C18 C17 120.8(4) . . ? C13 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? O2 C19 O1 121.1(4) . . ? O2 C19 C13 120.6(4) . . ? O1 C19 C13 118.2(4) . . ? O3 C20 O4 122.3(4) . . ? O3 C20 C15 119.9(4) . . ? O4 C20 C15 117.7(4) . . ? C5 N1 C6 103.6(3) . . ? C5 N1 Zn1 124.4(3) . . ? C6 N1 Zn1 132.0(3) . . ? C5 N2 N3 109.2(3) . . ? C5 N2 C4 127.7(3) . . ? N3 N2 C4 122.7(3) . . ? C6 N3 N2 103.4(3) . . ? C8 N4 C9 103.0(4) . . ? C8 N4 Zn1 125.5(3) . 1_565 ? C9 N4 Zn1 130.6(3) . 1_565 ? C8 N5 N6 110.0(4) . . ? C8 N5 C7 128.6(4) . . ? N6 N5 C7 121.4(4) . . ? C9 N6 N5 101.9(4) . . ? C11 N7 C12 101.9(5) . . ? N9 N8 C11 108.6(5) . . ? N9 N8 C10 121.7(4) . . ? C11 N8 C10 129.5(5) . . ? C12 N9 N8 103.3(5) . . ? C19 O1 Zn1 104.4(3) . . ? C20 O4 Zn1 111.3(3) . 1_455 ? H1A O1W H1B 104.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 C1 C2 C3 -1.8(6) 2_665 . . . ? C4 C1 C2 C3 178.7(4) . . . . ? C3 C1 C2 C7 177.3(4) 2_665 . . . ? C4 C1 C2 C7 -2.3(5) . . . . ? C1 C2 C3 C1 1.7(6) . . . 2_665 ? C7 C2 C3 C1 -177.3(3) . . . 2_665 ? C1 C2 C3 C10 -177.2(4) . . . . ? C7 C2 C3 C10 3.8(6) . . . . ? C2 C1 C4 N2 85.2(5) . . . . ? C3 C1 C4 N2 -94.4(5) 2_665 . . . ? C1 C2 C7 N5 95.7(4) . . . . ? C3 C2 C7 N5 -85.3(5) . . . . ? C1 C3 C10 N8 82.4(5) 2_665 . . . ? C2 C3 C10 N8 -98.7(5) . . . . ? C18 C13 C14 C15 -0.7(6) . . . . ? C19 C13 C14 C15 177.2(4) . . . . ? C13 C14 C15 C16 0.5(6) . . . . ? C13 C14 C15 C20 -178.2(4) . . . . ? C14 C15 C16 C17 0.4(7) . . . . ? C20 C15 C16 C17 179.2(4) . . . . ? C15 C16 C17 C18 -1.2(7) . . . . ? C14 C13 C18 C17 -0.1(7) . . . . ? C19 C13 C18 C17 -177.9(4) . . . . ? C16 C17 C18 C13 1.0(7) . . . . ? C18 C13 C19 O2 -177.1(4) . . . . ? C14 C13 C19 O2 5.1(6) . . . . ? C18 C13 C19 O1 3.8(6) . . . . ? C14 C13 C19 O1 -174.1(4) . . . . ? C16 C15 C20 O3 -179.4(4) . . . . ? C14 C15 C20 O3 -0.7(6) . . . . ? C16 C15 C20 O4 0.8(6) . . . . ? C14 C15 C20 O4 179.5(4) . . . . ? N2 C5 N1 C6 0.9(5) . . . . ? N2 C5 N1 Zn1 179.3(3) . . . . ? N3 C6 N1 C5 -0.9(6) . . . . ? N3 C6 N1 Zn1 -179.2(3) . . . . ? O4 Zn1 N1 C5 -10.8(4) 1_655 . . . ? O1 Zn1 N1 C5 91.8(3) . . . . ? N4 Zn1 N1 C5 -136.3(3) 1_545 . . . ? O4 Zn1 N1 C6 167.2(4) 1_655 . . . ? O1 Zn1 N1 C6 -90.2(4) . . . . ? N4 Zn1 N1 C6 41.7(5) 1_545 . . . ? N1 C5 N2 N3 -0.6(5) . . . . ? N1 C5 N2 C4 -173.6(4) . . . . ? C1 C4 N2 C5 -152.4(4) . . . . ? C1 C4 N2 N3 35.5(6) . . . . ? N1 C6 N3 N2 0.5(6) . . . . ? C5 N2 N3 C6 0.0(5) . . . . ? C4 N2 N3 C6 173.4(4) . . . . ? N5 C8 N4 C9 -1.2(5) . . . . ? N5 C8 N4 Zn1 169.1(3) . . . 1_565 ? N6 C9 N4 C8 1.1(6) . . . . ? N6 C9 N4 Zn1 -168.5(3) . . . 1_565 ? N4 C8 N5 N6 0.9(5) . . . . ? N4 C8 N5 C7 -176.7(4) . . . . ? C2 C7 N5 C8 119.0(5) . . . . ? C2 C7 N5 N6 -58.4(5) . . . . ? N4 C9 N6 N5 -0.6(6) . . . . ? C8 N5 N6 C9 -0.2(5) . . . . ? C7 N5 N6 C9 177.6(4) . . . . ? N8 C11 N7 C12 -0.7(9) . . . . ? N9 C12 N7 C11 0.8(11) . . . . ? N7 C11 N8 N9 0.5(9) . . . . ? N7 C11 N8 C10 -174.3(6) . . . . ? C3 C10 N8 N9 52.1(7) . . . . ? C3 C10 N8 C11 -133.8(6) . . . . ? N7 C12 N9 N8 -0.5(10) . . . . ? C11 N8 N9 C12 0.0(8) . . . . ? C10 N8 N9 C12 175.3(6) . . . . ? O2 C19 O1 Zn1 0.5(5) . . . . ? C13 C19 O1 Zn1 179.6(3) . . . . ? O4 Zn1 O1 C19 176.2(3) 1_655 . . . ? N1 Zn1 O1 C19 68.0(3) . . . . ? N4 Zn1 O1 C19 -61.9(3) 1_545 . . . ? O3 C20 O4 Zn1 -2.9(5) . . . 1_455 ? C15 C20 O4 Zn1 176.9(3) . . . 1_455 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.911 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.089 data_Compound-5 _database_code_depnum_ccdc_archive 'CCDC 910900' #TrackingRef 'CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H23 Cd N9 O7.50' _chemical_formula_sum 'C20 H23 Cd N9 O7.50' _chemical_formula_weight 621.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 _symmetry_space_group_name_hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2980(4) _cell_length_b 11.1170(6) _cell_length_c 12.2680(4) _cell_angle_alpha 67.475(4) _cell_angle_beta 73.320(4) _cell_angle_gamma 68.923(4) _cell_volume 1192.25(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6559 _cell_measurement_theta_min 3.1514 _cell_measurement_theta_max 29.0825 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 0.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7444 _exptl_absorpt_correction_T_max 0.8998 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7408 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4358 _reflns_number_gt 4144 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0262P)^2^+0.6974P] 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 4358 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0237 _refine_ls_R_factor_gt 0.0221 _refine_ls_wR_factor_ref 0.0568 _refine_ls_wR_factor_gt 0.0561 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 0.134968(15) -0.279397(15) 0.426814(13) 0.02293(6) Uani 1 1 d . . . C1 C 0.0238(2) 0.4000(2) 0.11016(17) 0.0206(4) Uani 1 1 d . . . C2 C 0.1248(2) 0.4698(2) 0.04126(17) 0.0209(4) Uani 1 1 d . . . C3 C 0.1004(2) 0.5706(2) -0.06872(17) 0.0212(4) Uani 1 1 d . . . C4 C 0.0482(2) 0.2969(2) 0.23252(18) 0.0239(4) Uani 1 1 d . . . H4A H 0.1174 0.3145 0.2596 0.029 Uiso 1 1 calc R . . H4B H -0.0394 0.3097 0.2891 0.029 Uiso 1 1 calc R . . C5 C 0.0517(2) 0.0517(2) 0.31185(19) 0.0256(4) Uani 1 1 d . . . H5 H -0.0273 0.0583 0.3719 0.031 Uiso 1 1 calc R . . C6 C 0.2351(3) -0.0211(2) 0.1990(2) 0.0372(6) Uani 1 1 d . . . H6 H 0.3103 -0.0809 0.1657 0.045 Uiso 1 1 calc R . . C7 C 0.2647(2) 0.4281(2) 0.08128(19) 0.0249(4) Uani 1 1 d . . . H7A H 0.2901 0.3309 0.1213 0.030 Uiso 1 1 calc R . . H7B H 0.3364 0.4463 0.0108 0.030 Uiso 1 1 calc R . . C8 C 0.1672(2) 0.5679(2) 0.2269(2) 0.0289(5) Uani 1 1 d . . . H8 H 0.0709 0.5911 0.2274 0.035 Uiso 1 1 calc R . . C9 C 0.3640(2) 0.5444(3) 0.2614(2) 0.0371(6) Uani 1 1 d . . . H9 H 0.4321 0.5499 0.2940 0.045 Uiso 1 1 calc R . . C10 C 0.2096(2) 0.6462(2) -0.14380(19) 0.0286(5) Uani 1 1 d . . . H10A H 0.3004 0.5808 -0.1566 0.034 Uiso 1 1 calc R . . H10B H 0.1827 0.7007 -0.2215 0.034 Uiso 1 1 calc R . . C11 C 0.3405(3) 0.7364(3) -0.0637(2) 0.0363(5) Uani 1 1 d . . . H11 H 0.4294 0.6773 -0.0782 0.044 Uiso 1 1 calc R . . C12 C 0.1746(4) 0.8882(4) -0.0142(4) 0.0719(11) Uani 1 1 d . . . H12 H 0.1244 0.9611 0.0149 0.086 Uiso 1 1 calc R . . C13 C -0.3138(2) -0.2032(2) 0.53586(19) 0.0248(4) Uani 1 1 d . . . C14 C -0.4022(2) -0.2460(2) 0.50123(19) 0.0252(4) Uani 1 1 d . . . H14 H -0.3647 -0.2960 0.4480 0.030 Uiso 1 1 calc R . . C15 C -0.5472(2) -0.2144(2) 0.54583(18) 0.0236(4) Uani 1 1 d . . . C16 C -0.6007(2) -0.1407(2) 0.62615(19) 0.0269(5) Uani 1 1 d . . . H16 H -0.6971 -0.1186 0.6560 0.032 Uiso 1 1 calc R . . C17 C -0.5125(2) -0.0997(2) 0.6623(2) 0.0299(5) Uani 1 1 d . . . H17 H -0.5492 -0.0523 0.7176 0.036 Uiso 1 1 calc R . . C18 C -0.3701(2) -0.1294(2) 0.61619(19) 0.0281(5) Uani 1 1 d . . . H18 H -0.3113 -0.0998 0.6390 0.034 Uiso 1 1 calc R . . C19 C -0.1583(2) -0.2285(2) 0.48405(19) 0.0265(5) Uani 1 1 d . . . C20 C -0.6473(2) -0.2513(2) 0.50355(19) 0.0252(4) Uani 1 1 d . . . N1 N 0.1354(2) -0.06310(19) 0.29184(16) 0.0300(4) Uani 1 1 d . . . N2 N 0.09742(18) 0.15583(17) 0.23341(15) 0.0236(4) Uani 1 1 d . . . N3 N 0.2176(2) 0.1102(2) 0.15969(17) 0.0348(5) Uani 1 1 d . . . N4 N 0.22426(19) 0.60186(19) 0.29093(16) 0.0279(4) Uani 1 1 d . . . N5 N 0.26717(17) 0.49619(18) 0.16206(15) 0.0231(4) Uani 1 1 d . . . N6 N 0.3955(2) 0.4802(2) 0.18307(19) 0.0380(5) Uani 1 1 d . . . N7 N 0.3146(3) 0.8325(3) -0.0172(2) 0.0506(6) Uani 1 1 d . . . N8 N 0.22382(19) 0.73398(19) -0.08757(16) 0.0290(4) Uani 1 1 d . . . N9 N 0.1130(3) 0.8326(3) -0.0555(3) 0.0631(8) Uani 1 1 d . . . O1 O -0.08912(16) -0.17286(17) 0.50862(14) 0.0328(4) Uani 1 1 d . . . O2 O -0.10120(17) -0.30373(19) 0.41867(18) 0.0448(5) Uani 1 1 d . . . O3 O -0.60322(17) -0.30541(19) 0.42221(16) 0.0385(4) Uani 1 1 d . . . O4 O -0.77586(15) -0.22299(16) 0.55074(14) 0.0313(3) Uani 1 1 d . . . O1W O 0.13539(17) -0.47326(16) 0.59148(14) 0.0347(4) Uani 1 1 d . . . H1B H 0.2014 -0.5045 0.6321 0.052 Uiso 1 1 d R . . H1A H 0.1308 -0.5399 0.5771 0.052 Uiso 1 1 d R . . O2W O -0.3527(2) -0.4041(2) 0.28204(19) 0.0578(5) Uani 1 1 d . . . H2A H -0.3557 -0.3443 0.2136 0.087 Uiso 1 1 d R . . H2B H -0.4237 -0.3707 0.3282 0.087 Uiso 1 1 d R . . O3W O -0.4217(3) -0.2072(4) 0.0602(3) 0.1016(10) Uani 1 1 d . . . H3A H -0.3666 -0.1763 0.0789 0.152 Uiso 1 1 d R . . H3B H -0.4802 -0.1323 0.0247 0.152 Uiso 1 1 d R . . O4W O -0.1535(10) -0.2285(10) 0.1531(9) 0.188(5) Uani 0.50 1 d P . . H4 H -0.2224 -0.2212 0.1238 0.283 Uiso 0.50 1 d PR . . H4' H -0.0869 -0.2114 0.0953 0.283 Uiso 0.50 1 d PR . . 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 0.02202(9) 0.02230(9) 0.02741(9) -0.01022(7) -0.00414(6) -0.00707(6) C1 0.0267(10) 0.0169(10) 0.0190(9) -0.0077(8) -0.0053(8) -0.0038(8) C2 0.0227(10) 0.0210(10) 0.0223(10) -0.0113(8) -0.0058(8) -0.0037(8) C3 0.0249(10) 0.0208(10) 0.0205(9) -0.0096(8) -0.0023(8) -0.0075(8) C4 0.0307(11) 0.0206(10) 0.0219(10) -0.0063(8) -0.0086(8) -0.0061(9) C5 0.0264(11) 0.0238(11) 0.0246(10) -0.0045(9) -0.0035(8) -0.0089(9) C6 0.0418(14) 0.0286(13) 0.0347(12) -0.0154(10) 0.0047(10) -0.0054(10) C7 0.0242(10) 0.0257(11) 0.0278(11) -0.0121(9) -0.0078(8) -0.0040(9) C8 0.0210(10) 0.0337(12) 0.0357(12) -0.0161(10) -0.0062(9) -0.0055(9) C9 0.0274(12) 0.0489(15) 0.0485(14) -0.0283(12) -0.0111(10) -0.0085(11) C10 0.0315(12) 0.0312(12) 0.0250(11) -0.0083(9) -0.0039(9) -0.0124(10) C11 0.0282(12) 0.0454(15) 0.0414(13) -0.0178(12) -0.0029(10) -0.0150(11) C12 0.056(2) 0.066(2) 0.120(3) -0.068(2) -0.026(2) 0.0028(16) C13 0.0217(10) 0.0237(11) 0.0283(11) -0.0047(9) -0.0081(8) -0.0064(8) C14 0.0211(10) 0.0252(11) 0.0314(11) -0.0118(9) -0.0052(8) -0.0055(9) C15 0.0223(10) 0.0231(11) 0.0254(10) -0.0047(8) -0.0064(8) -0.0080(8) C16 0.0212(10) 0.0307(12) 0.0271(11) -0.0089(9) -0.0013(8) -0.0079(9) C17 0.0326(12) 0.0326(12) 0.0274(11) -0.0133(9) -0.0025(9) -0.0104(10) C18 0.0292(11) 0.0297(12) 0.0307(11) -0.0072(9) -0.0116(9) -0.0117(9) C19 0.0217(10) 0.0225(11) 0.0322(11) -0.0027(9) -0.0080(9) -0.0064(9) C20 0.0241(11) 0.0234(11) 0.0289(11) -0.0049(9) -0.0083(9) -0.0080(9) N1 0.0342(10) 0.0233(10) 0.0302(10) -0.0086(8) -0.0030(8) -0.0074(8) N2 0.0270(9) 0.0213(9) 0.0216(8) -0.0062(7) -0.0048(7) -0.0060(7) N3 0.0390(11) 0.0303(11) 0.0297(10) -0.0116(8) 0.0070(8) -0.0115(9) N4 0.0252(9) 0.0322(10) 0.0317(10) -0.0167(8) -0.0046(8) -0.0073(8) N5 0.0199(9) 0.0262(9) 0.0260(9) -0.0098(7) -0.0070(7) -0.0054(7) N6 0.0218(10) 0.0523(13) 0.0519(12) -0.0319(11) -0.0096(9) -0.0047(9) N7 0.0473(14) 0.0567(15) 0.0644(15) -0.0316(13) -0.0078(11) -0.0215(12) N8 0.0277(9) 0.0282(10) 0.0330(10) -0.0100(8) -0.0048(8) -0.0099(8) N9 0.0398(13) 0.0597(17) 0.108(2) -0.0558(17) -0.0234(14) 0.0052(12) O1 0.0237(8) 0.0403(9) 0.0396(9) -0.0118(7) -0.0073(7) -0.0143(7) O2 0.0265(9) 0.0477(11) 0.0709(12) -0.0361(10) 0.0043(8) -0.0134(8) O3 0.0284(8) 0.0537(11) 0.0472(10) -0.0304(9) -0.0049(7) -0.0128(8) O4 0.0197(8) 0.0404(9) 0.0374(8) -0.0145(7) -0.0041(6) -0.0108(7) O1W 0.0390(9) 0.0245(8) 0.0417(9) -0.0098(7) -0.0118(7) -0.0070(7) O2W 0.0400(11) 0.0828(16) 0.0604(12) -0.0383(12) -0.0095(9) -0.0106(10) O3W 0.093(2) 0.133(3) 0.0803(18) -0.0311(19) -0.0075(16) -0.042(2) O4W 0.133(7) 0.186(10) 0.171(9) 0.027(7) -0.010(6) -0.062(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N4 2.3022(17) 1_545 ? Cd1 O1 2.3132(16) . ? Cd1 O1W 2.3212(16) . ? Cd1 N1 2.3402(19) . ? Cd1 O4 2.3439(15) 1_655 ? Cd1 O2 2.5752(17) . ? Cd1 O3 2.5924(16) 1_655 ? C1 C3 1.396(3) 2_565 ? C1 C2 1.404(3) . ? C1 C4 1.523(3) . ? C2 C3 1.405(3) . ? C2 C7 1.511(3) . ? C3 C1 1.396(3) 2_565 ? C3 C10 1.520(3) . ? C4 N2 1.462(3) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N1 1.326(3) . ? C5 N2 1.329(3) . ? C5 H5 0.9300 . ? C6 N3 1.310(3) . ? C6 N1 1.355(3) . ? C6 H6 0.9300 . ? C7 N5 1.469(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N5 1.324(3) . ? C8 N4 1.325(3) . ? C8 H8 0.9300 . ? C9 N6 1.311(3) . ? C9 N4 1.352(3) . ? C9 H9 0.9300 . ? C10 N8 1.458(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N7 1.309(3) . ? C11 N8 1.327(3) . ? C11 H11 0.9300 . ? C12 N9 1.322(4) . ? C12 N7 1.345(4) . ? C12 H12 0.9300 . ? C13 C14 1.387(3) . ? C13 C18 1.389(3) . ? C13 C19 1.508(3) . ? C14 C15 1.398(3) . ? C14 H14 0.9300 . ? C15 C16 1.389(3) . ? C15 C20 1.508(3) . ? C16 C17 1.383(3) . ? C16 H16 0.9300 . ? C17 C18 1.378(3) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 O1 1.251(3) . ? C19 O2 1.256(3) . ? C20 O3 1.252(3) . ? C20 O4 1.260(3) . ? N2 N3 1.366(2) . ? N4 Cd1 2.3022(17) 1_565 ? N5 N6 1.355(2) . ? N8 N9 1.354(3) . ? O3 Cd1 2.5924(16) 1_455 ? O4 Cd1 2.3439(15) 1_455 ? O1W H1B 0.8498 . ? O1W H1A 0.8435 . ? O2W H2A 0.8484 . ? O2W H2B 0.8495 . ? O3W H3A 0.8764 . ? O3W H3B 0.8704 . ? O4W H4 0.8500 . ? O4W H4' 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Cd1 O1 135.01(6) 1_545 . ? N4 Cd1 O1W 93.73(6) 1_545 . ? O1 Cd1 O1W 89.93(6) . . ? N4 Cd1 N1 98.05(7) 1_545 . ? O1 Cd1 N1 85.20(6) . . ? O1W Cd1 N1 167.26(6) . . ? N4 Cd1 O4 137.12(6) 1_545 1_655 ? O1 Cd1 O4 87.79(5) . 1_655 ? O1W Cd1 O4 81.79(6) . 1_655 ? N1 Cd1 O4 86.26(6) . 1_655 ? N4 Cd1 O2 83.09(6) 1_545 . ? O1 Cd1 O2 52.86(5) . . ? O1W Cd1 O2 83.10(6) . . ? N1 Cd1 O2 103.08(7) . . ? O4 Cd1 O2 137.66(5) 1_655 . ? N4 Cd1 O3 85.31(6) 1_545 1_655 ? O1 Cd1 O3 139.43(5) . 1_655 ? O1W Cd1 O3 91.74(6) . 1_655 ? N1 Cd1 O3 84.41(6) . 1_655 ? O4 Cd1 O3 52.48(5) 1_655 1_655 ? O2 Cd1 O3 166.96(5) . 1_655 ? C3 C1 C2 120.00(18) 2_565 . ? C3 C1 C4 120.51(18) 2_565 . ? C2 C1 C4 119.43(18) . . ? C1 C2 C3 120.23(18) . . ? C1 C2 C7 119.52(18) . . ? C3 C2 C7 120.07(19) . . ? C1 C3 C2 119.76(19) 2_565 . ? C1 C3 C10 119.82(18) 2_565 . ? C2 C3 C10 120.41(18) . . ? N2 C4 C1 113.91(16) . . ? N2 C4 H4A 108.8 . . ? C1 C4 H4A 108.8 . . ? N2 C4 H4B 108.8 . . ? C1 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? N1 C5 N2 109.98(19) . . ? N1 C5 H5 125.0 . . ? N2 C5 H5 125.0 . . ? N3 C6 N1 114.9(2) . . ? N3 C6 H6 122.5 . . ? N1 C6 H6 122.5 . . ? N5 C7 C2 115.08(16) . . ? N5 C7 H7A 108.5 . . ? C2 C7 H7A 108.5 . . ? N5 C7 H7B 108.5 . . ? C2 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? N5 C8 N4 110.24(19) . . ? N5 C8 H8 124.9 . . ? N4 C8 H8 124.9 . . ? N6 C9 N4 114.3(2) . . ? N6 C9 H9 122.8 . . ? N4 C9 H9 122.8 . . ? N8 C10 C3 112.54(17) . . ? N8 C10 H10A 109.1 . . ? C3 C10 H10A 109.1 . . ? N8 C10 H10B 109.1 . . ? C3 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? N7 C11 N8 111.4(2) . . ? N7 C11 H11 124.3 . . ? N8 C11 H11 124.3 . . ? N9 C12 N7 115.5(3) . . ? N9 C12 H12 122.2 . . ? N7 C12 H12 122.2 . . ? C14 C13 C18 119.55(19) . . ? C14 C13 C19 121.79(19) . . ? C18 C13 C19 118.59(19) . . ? C13 C14 C15 120.5(2) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C16 C15 C14 118.80(19) . . ? C16 C15 C20 119.44(18) . . ? C14 C15 C20 121.66(19) . . ? C17 C16 C15 120.9(2) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C18 C17 C16 119.8(2) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C13 120.5(2) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? O1 C19 O2 121.6(2) . . ? O1 C19 C13 117.9(2) . . ? O2 C19 C13 120.47(19) . . ? O3 C20 O4 121.7(2) . . ? O3 C20 C15 120.46(19) . . ? O4 C20 C15 117.80(19) . . ? C5 N1 C6 102.89(18) . . ? C5 N1 Cd1 124.13(14) . . ? C6 N1 Cd1 130.69(15) . . ? C5 N2 N3 109.86(17) . . ? C5 N2 C4 128.09(18) . . ? N3 N2 C4 121.28(17) . . ? C6 N3 N2 102.32(18) . . ? C8 N4 C9 102.88(18) . . ? C8 N4 Cd1 134.39(15) . 1_565 ? C9 N4 Cd1 122.72(14) . 1_565 ? C8 N5 N6 109.62(17) . . ? C8 N5 C7 133.49(18) . . ? N6 N5 C7 116.79(16) . . ? C9 N6 N5 102.92(18) . . ? C11 N7 C12 102.0(2) . . ? C11 N8 N9 109.4(2) . . ? C11 N8 C10 128.1(2) . . ? N9 N8 C10 122.45(19) . . ? C12 N9 N8 101.7(2) . . ? C19 O1 Cd1 98.72(14) . . ? C19 O2 Cd1 86.32(13) . . ? C20 O3 Cd1 87.05(12) . 1_455 ? C20 O4 Cd1 98.48(13) . 1_455 ? Cd1 O1W H1B 118.6 . . ? Cd1 O1W H1A 114.8 . . ? H1B O1W H1A 105.9 . . ? H2A O2W H2B 105.2 . . ? H3A O3W H3B 101.7 . . ? H4 O4W H4' 107.7 . . ? 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 C3 C1 C2 C3 0.9(3) 2_565 . . . ? C4 C1 C2 C3 -176.40(18) . . . . ? C3 C1 C2 C7 -174.30(17) 2_565 . . . ? C4 C1 C2 C7 8.4(3) . . . . ? C1 C2 C3 C1 -0.9(3) . . . 2_565 ? C7 C2 C3 C1 174.28(17) . . . 2_565 ? C1 C2 C3 C10 -179.83(18) . . . . ? C7 C2 C3 C10 -4.7(3) . . . . ? C3 C1 C4 N2 80.6(2) 2_565 . . . ? C2 C1 C4 N2 -102.2(2) . . . . ? C1 C2 C7 N5 -89.1(2) . . . . ? C3 C2 C7 N5 95.7(2) . . . . ? C1 C3 C10 N8 113.1(2) 2_565 . . . ? C2 C3 C10 N8 -67.9(3) . . . . ? C18 C13 C14 C15 0.5(3) . . . . ? C19 C13 C14 C15 -176.41(19) . . . . ? C13 C14 C15 C16 -0.6(3) . . . . ? C13 C14 C15 C20 175.83(19) . . . . ? C14 C15 C16 C17 -0.4(3) . . . . ? C20 C15 C16 C17 -176.9(2) . . . . ? C15 C16 C17 C18 1.5(3) . . . . ? C16 C17 C18 C13 -1.6(3) . . . . ? C14 C13 C18 C17 0.6(3) . . . . ? C19 C13 C18 C17 177.6(2) . . . . ? C14 C13 C19 O1 171.5(2) . . . . ? C18 C13 C19 O1 -5.4(3) . . . . ? C14 C13 C19 O2 -8.7(3) . . . . ? C18 C13 C19 O2 174.3(2) . . . . ? C16 C15 C20 O3 172.7(2) . . . . ? C14 C15 C20 O3 -3.7(3) . . . . ? C16 C15 C20 O4 -5.7(3) . . . . ? C14 C15 C20 O4 177.90(19) . . . . ? N2 C5 N1 C6 1.5(2) . . . . ? N2 C5 N1 Cd1 165.86(14) . . . . ? N3 C6 N1 C5 -1.0(3) . . . . ? N3 C6 N1 Cd1 -163.95(17) . . . . ? N4 Cd1 N1 C5 155.49(18) 1_545 . . . ? O1 Cd1 N1 C5 20.68(18) . . . . ? O1W Cd1 N1 C5 -47.2(4) . . . . ? O4 Cd1 N1 C5 -67.42(18) 1_655 . . . ? O2 Cd1 N1 C5 70.77(18) . . . . ? O3 Cd1 N1 C5 -120.06(18) 1_655 . . . ? N4 Cd1 N1 C6 -44.7(2) 1_545 . . . ? O1 Cd1 N1 C6 -179.5(2) . . . . ? O1W Cd1 N1 C6 112.6(3) . . . . ? O4 Cd1 N1 C6 92.4(2) 1_655 . . . ? O2 Cd1 N1 C6 -129.5(2) . . . . ? O3 Cd1 N1 C6 39.7(2) 1_655 . . . ? N1 C5 N2 N3 -1.5(2) . . . . ? N1 C5 N2 C4 -171.38(19) . . . . ? C1 C4 N2 C5 -134.1(2) . . . . ? C1 C4 N2 N3 57.0(3) . . . . ? N1 C6 N3 N2 0.2(3) . . . . ? C5 N2 N3 C6 0.8(2) . . . . ? C4 N2 N3 C6 171.49(19) . . . . ? N5 C8 N4 C9 -0.8(3) . . . . ? N5 C8 N4 Cd1 -179.21(15) . . . 1_565 ? N6 C9 N4 C8 1.0(3) . . . . ? N6 C9 N4 Cd1 179.64(17) . . . 1_565 ? N4 C8 N5 N6 0.4(3) . . . . ? N4 C8 N5 C7 176.5(2) . . . . ? C2 C7 N5 C8 15.4(3) . . . . ? C2 C7 N5 N6 -168.70(19) . . . . ? N4 C9 N6 N5 -0.8(3) . . . . ? C8 N5 N6 C9 0.2(3) . . . . ? C7 N5 N6 C9 -176.7(2) . . . . ? N8 C11 N7 C12 0.1(3) . . . . ? N9 C12 N7 C11 0.2(4) . . . . ? N7 C11 N8 N9 -0.2(3) . . . . ? N7 C11 N8 C10 177.4(2) . . . . ? C3 C10 N8 C11 126.0(2) . . . . ? C3 C10 N8 N9 -56.7(3) . . . . ? N7 C12 N9 N8 -0.3(5) . . . . ? C11 N8 N9 C12 0.3(3) . . . . ? C10 N8 N9 C12 -177.4(3) . . . . ? O2 C19 O1 Cd1 -7.8(2) . . . . ? C13 C19 O1 Cd1 172.01(15) . . . . ? N4 Cd1 O1 C19 17.86(17) 1_545 . . . ? O1W Cd1 O1 C19 -77.35(13) . . . . ? N1 Cd1 O1 C19 114.44(14) . . . . ? O4 Cd1 O1 C19 -159.13(13) 1_655 . . . ? O2 Cd1 O1 C19 4.04(12) . . . . ? O3 Cd1 O1 C19 -169.95(12) 1_655 . . . ? O1 C19 O2 Cd1 6.9(2) . . . . ? C13 C19 O2 Cd1 -172.86(18) . . . . ? N4 Cd1 O2 C19 -174.19(14) 1_545 . . . ? O1 Cd1 O2 C19 -3.99(12) . . . . ? O1W Cd1 O2 C19 91.18(14) . . . . ? N1 Cd1 O2 C19 -77.50(14) . . . . ? O4 Cd1 O2 C19 21.46(18) 1_655 . . . ? O3 Cd1 O2 C19 158.4(2) 1_655 . . . ? O4 C20 O3 Cd1 5.0(2) . . . 1_455 ? C15 C20 O3 Cd1 -173.25(18) . . . 1_455 ? O3 C20 O4 Cd1 -5.6(2) . . . 1_455 ? C15 C20 O4 Cd1 172.70(15) . . . 1_455 ? 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 O1W H1A O2 0.84 1.85 2.679(2) 167.1 2_546 O1W H1B O2W 0.85 1.89 2.730(3) 172.3 2_546 O2W H2A O3W 0.85 2.03 2.852(4) 162.9 . O2W H2B O3 0.85 1.93 2.771(3) 170.2 . O3W H3B N7 0.87 2.50 2.961(4) 113.8 1_445 O4W H4 O3W 0.85 2.33 3.180(11) 175.1 . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.387 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.058 data_Compound-6 _database_code_depnum_ccdc_archive 'CCDC 910901' #TrackingRef 'CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Co N9 O7' _chemical_formula_sum 'C20 H22 Co N9 O7' _chemical_formula_weight 559.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 _symmetry_space_group_name_hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1440(8) _cell_length_b 10.7970(8) _cell_length_c 12.1600(8) _cell_angle_alpha 68.36(6) _cell_angle_beta 72.963(6) _cell_angle_gamma 70.147(7) _cell_volume 1142.78(43) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2681 _cell_measurement_theta_min 3.3899 _cell_measurement_theta_max 29.0184 _exptl_crystal_description needle _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.815 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7920 _exptl_absorpt_correction_T_max 0.9157 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8670 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0642 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 29.08 _reflns_number_total 5195 _reflns_number_gt 3885 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0457P)^2^+1.2206P] 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 5195 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0804 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1339 _refine_ls_wR_factor_gt 0.1185 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 Co1 Co -0.15106(5) 0.26932(4) 0.07703(4) 0.02738(14) Uani 1 1 d . . . C1 C -0.0214(3) -0.4011(3) 0.3888(3) 0.0238(7) Uani 1 1 d . . . C2 C -0.1234(3) -0.4738(3) 0.4577(3) 0.0236(6) Uani 1 1 d . . . C3 C -0.1025(3) -0.5736(3) 0.5689(3) 0.0242(7) Uani 1 1 d . . . C4 C -0.0429(4) -0.2996(3) 0.2661(3) 0.0277(7) Uani 1 1 d . . . H4A H 0.0474 -0.3108 0.2098 0.033 Uiso 1 1 calc R . . H4B H -0.1098 -0.3218 0.2380 0.033 Uiso 1 1 calc R . . C5 C -0.0542(4) -0.0466(3) 0.1839(3) 0.0267(7) Uani 1 1 d . . . H5 H 0.0266 -0.0511 0.1231 0.032 Uiso 1 1 calc R . . C6 C -0.2439(4) 0.0231(4) 0.2972(3) 0.0371(8) Uani 1 1 d . . . H6 H -0.3232 0.0824 0.3299 0.044 Uiso 1 1 calc R . . C7 C -0.2637(3) -0.4362(3) 0.4176(3) 0.0282(7) Uani 1 1 d . . . H7A H -0.3371 -0.4550 0.4888 0.034 Uiso 1 1 calc R . . H7B H -0.2890 -0.3377 0.3774 0.034 Uiso 1 1 calc R . . C8 C -0.1679(4) -0.5844(3) 0.2726(3) 0.0317(7) Uani 1 1 d . . . H8 H -0.0707 -0.6097 0.2727 0.038 Uiso 1 1 calc R . . C9 C -0.3620(5) -0.5530(6) 0.2342(5) 0.0664(15) Uani 1 1 d . . . H9 H -0.4309 -0.5537 0.1982 0.080 Uiso 1 1 calc R . . C10 C -0.2142(4) -0.6504(3) 0.6447(3) 0.0312(7) Uani 1 1 d . . . H10A H -0.1894 -0.7028 0.7232 0.037 Uiso 1 1 calc R . . H10B H -0.3057 -0.5841 0.6567 0.037 Uiso 1 1 calc R . . C11 C -0.3464(4) -0.7488(5) 0.5691(4) 0.0479(10) Uani 1 1 d . . . H11 H -0.4353 -0.6875 0.5820 0.058 Uiso 1 1 calc R . . C12 C -0.1805(6) -0.9099(6) 0.5252(6) 0.0826(18) Uani 1 1 d . . . H12 H -0.1316 -0.9882 0.5005 0.099 Uiso 1 1 calc R . . C13 C 0.2961(3) 0.2078(3) -0.0248(3) 0.0282(7) Uani 1 1 d . . . C14 C 0.3927(3) 0.2445(3) 0.0091(3) 0.0287(7) Uani 1 1 d . . . H14 H 0.3601 0.2934 0.0651 0.034 Uiso 1 1 calc R . . C15 C 0.5377(3) 0.2097(3) -0.0388(3) 0.0264(7) Uani 1 1 d . . . C16 C 0.5852(4) 0.1374(3) -0.1227(3) 0.0295(7) Uani 1 1 d . . . H16 H 0.6820 0.1134 -0.1555 0.035 Uiso 1 1 calc R . . C17 C 0.4892(4) 0.1009(4) -0.1577(3) 0.0344(8) Uani 1 1 d . . . H17 H 0.5213 0.0536 -0.2149 0.041 Uiso 1 1 calc R . . C18 C 0.3460(4) 0.1345(3) -0.1080(3) 0.0321(7) Uani 1 1 d . . . H18 H 0.2821 0.1078 -0.1304 0.039 Uiso 1 1 calc R . . C19 C 0.1396(4) 0.2404(3) 0.0306(3) 0.0348(8) Uani 1 1 d . . . C20 C 0.6446(4) 0.2400(3) 0.0038(3) 0.0280(7) Uani 1 1 d . . . N1 N -0.1450(3) 0.0692(3) 0.2028(2) 0.0300(6) Uani 1 1 d . . . N2 N -0.0964(3) -0.1550(3) 0.2652(2) 0.0250(6) Uani 1 1 d . . . N3 N -0.2198(3) -0.1113(3) 0.3396(2) 0.0378(7) Uani 1 1 d . . . N4 N -0.2251(3) -0.6204(3) 0.2090(2) 0.0305(6) Uani 1 1 d . . . N5 N -0.2660(3) -0.5078(3) 0.3366(2) 0.0263(6) Uani 1 1 d . . . N6 N -0.3933(4) -0.4860(5) 0.3125(4) 0.0675(12) Uani 1 1 d . . . N7 N -0.3207(5) -0.8520(5) 0.5275(4) 0.0733(13) Uani 1 1 d . . . N8 N -0.2281(3) -0.7439(3) 0.5904(2) 0.0318(6) Uani 1 1 d . . . N9 N -0.1180(4) -0.8461(4) 0.5609(4) 0.0715(12) Uani 1 1 d . . . O1 O 0.0603(3) 0.1908(3) 0.0062(2) 0.0408(6) Uani 1 1 d . . . O2 O 0.0938(3) 0.3140(3) 0.0985(3) 0.0613(9) Uani 1 1 d . . . O3 O 0.6052(3) 0.2959(3) 0.0865(2) 0.0418(6) Uani 1 1 d . . . O4 O 0.7750(2) 0.2066(2) -0.0418(2) 0.0347(6) Uani 1 1 d . . . O1W O -0.1535(3) 0.4520(2) -0.0658(2) 0.0400(6) Uani 1 1 d . . . H1B H -0.1376 0.5230 -0.0631 0.060 Uiso 1 1 d R . . H1A H -0.2118 0.4819 -0.1131 0.060 Uiso 1 1 d R . . O2W O 0.1627(13) -0.7630(11) 0.3555(10) 0.139(4) Uani 0.50 1 d P . . O3W O 0.4080(8) -0.7988(9) 0.4316(6) 0.100(3) Uani 0.50 1 d P . . O4W O 0.3434(3) 0.4131(4) 0.2192(3) 0.0682(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0297(3) 0.0242(2) 0.0296(2) -0.01045(17) -0.00713(17) -0.00498(18) C1 0.0313(18) 0.0204(15) 0.0204(14) -0.0087(11) -0.0051(12) -0.0046(13) C2 0.0275(17) 0.0223(15) 0.0227(15) -0.0106(12) -0.0067(12) -0.0025(13) C3 0.0286(17) 0.0229(15) 0.0229(15) -0.0110(12) -0.0010(12) -0.0078(13) C4 0.0364(19) 0.0236(16) 0.0235(16) -0.0062(12) -0.0083(13) -0.0073(14) C5 0.0278(17) 0.0234(16) 0.0278(16) -0.0046(12) -0.0061(13) -0.0078(13) C6 0.041(2) 0.0291(18) 0.0349(19) -0.0147(14) 0.0022(15) -0.0045(16) C7 0.0280(18) 0.0281(16) 0.0298(17) -0.0121(13) -0.0070(13) -0.0037(14) C8 0.0237(17) 0.0351(19) 0.0396(19) -0.0172(15) -0.0081(14) -0.0036(14) C9 0.031(2) 0.104(4) 0.096(4) -0.078(3) -0.014(2) -0.003(2) C10 0.035(2) 0.0319(18) 0.0289(17) -0.0105(13) -0.0029(14) -0.0128(15) C11 0.036(2) 0.071(3) 0.051(2) -0.033(2) 0.0002(17) -0.023(2) C12 0.074(4) 0.078(4) 0.126(5) -0.074(4) -0.023(3) -0.004(3) C13 0.0219(17) 0.0266(16) 0.0367(18) -0.0077(13) -0.0091(13) -0.0062(13) C14 0.0235(17) 0.0309(17) 0.0359(17) -0.0157(14) -0.0046(13) -0.0068(14) C15 0.0241(17) 0.0275(16) 0.0312(17) -0.0083(13) -0.0067(13) -0.0106(13) C16 0.0231(17) 0.0343(18) 0.0285(17) -0.0105(13) -0.0024(13) -0.0053(14) C17 0.040(2) 0.0375(19) 0.0310(18) -0.0146(14) -0.0062(14) -0.0118(16) C18 0.0287(19) 0.0347(18) 0.0403(19) -0.0102(14) -0.0147(14) -0.0114(15) C19 0.0242(18) 0.0276(18) 0.045(2) 0.0001(15) -0.0101(15) -0.0072(14) C20 0.0269(18) 0.0286(17) 0.0316(17) -0.0049(13) -0.0101(13) -0.0116(14) N1 0.0352(16) 0.0246(14) 0.0297(14) -0.0088(11) -0.0065(12) -0.0063(12) N2 0.0298(15) 0.0230(13) 0.0223(13) -0.0082(10) -0.0053(10) -0.0052(11) N3 0.0441(19) 0.0338(16) 0.0286(15) -0.0109(12) 0.0040(12) -0.0093(14) N4 0.0251(15) 0.0368(16) 0.0360(15) -0.0183(12) -0.0072(11) -0.0066(12) N5 0.0243(14) 0.0302(14) 0.0287(14) -0.0117(11) -0.0084(11) -0.0064(11) N6 0.0243(18) 0.108(3) 0.103(3) -0.083(3) -0.0137(18) 0.0001(19) N7 0.062(3) 0.102(3) 0.091(3) -0.062(3) 0.004(2) -0.044(3) N8 0.0325(16) 0.0335(15) 0.0336(15) -0.0123(12) -0.0050(12) -0.0125(13) N9 0.052(3) 0.069(3) 0.112(3) -0.062(3) -0.023(2) 0.008(2) O1 0.0237(13) 0.0444(15) 0.0517(15) -0.0013(11) -0.0129(11) -0.0153(11) O2 0.0328(16) 0.0613(19) 0.095(2) -0.0473(18) 0.0168(15) -0.0174(14) O3 0.0340(15) 0.0550(16) 0.0510(15) -0.0297(13) -0.0091(11) -0.0133(12) O4 0.0202(12) 0.0427(14) 0.0432(14) -0.0121(11) -0.0069(10) -0.0109(10) O1W 0.0509(17) 0.0257(12) 0.0431(14) -0.0061(10) -0.0154(12) -0.0087(11) O2W 0.149(10) 0.113(8) 0.128(8) -0.013(6) 0.003(7) -0.052(7) O3W 0.064(5) 0.135(7) 0.042(4) 0.008(4) 0.015(3) -0.011(5) O4W 0.054(2) 0.085(2) 0.081(2) -0.0469(19) -0.0220(17) -0.0052(17) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Co1 O1 2.069(3) . ? Co1 O1W 2.092(3) . ? Co1 N1 2.131(3) . ? Co1 N4 2.157(3) 1_565 ? Co1 O4 2.194(2) 1_455 ? Co1 O3 2.363(3) 1_455 ? C1 C2 1.396(4) . ? C1 C3 1.400(4) 2_546 ? C1 C4 1.516(4) . ? C2 C3 1.405(4) . ? C2 C7 1.516(4) . ? C3 C1 1.400(4) 2_546 ? C3 C10 1.512(5) . ? C4 N2 1.466(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N2 1.330(4) . ? C5 N1 1.330(4) . ? C5 H5 0.9300 . ? C6 N3 1.309(4) . ? C6 N1 1.347(4) . ? C6 H6 0.9300 . ? C7 N5 1.468(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N4 1.313(4) . ? C8 N5 1.320(4) . ? C8 H8 0.9300 . ? C9 N6 1.306(5) . ? C9 N4 1.334(5) . ? C9 H9 0.9300 . ? C10 N8 1.456(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N7 1.307(5) . ? C11 N8 1.321(5) . ? C11 H11 0.9300 . ? C12 N9 1.321(6) . ? C12 N7 1.342(7) . ? C12 H12 0.9300 . ? C13 C14 1.383(5) . ? C13 C18 1.387(5) . ? C13 C19 1.506(5) . ? C14 C15 1.388(4) . ? C14 H14 0.9300 . ? C15 C16 1.388(4) . ? C15 C20 1.500(4) . ? C16 C17 1.383(5) . ? C16 H16 0.9300 . ? C17 C18 1.377(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 O2 1.240(5) . ? C19 O1 1.253(4) . ? C20 O4 1.258(4) . ? C20 O3 1.258(4) . ? N2 N3 1.363(4) . ? N4 Co1 2.157(3) 1_545 ? N5 N6 1.332(4) . ? N8 N9 1.346(4) . ? O3 Co1 2.363(3) 1_655 ? O4 Co1 2.194(2) 1_655 ? O1W H1B 0.8486 . ? O1W H1A 0.8463 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1W 89.40(10) . . ? O1 Co1 N1 87.28(10) . . ? O1W Co1 N1 171.48(10) . . ? O1 Co1 N4 125.64(11) . 1_565 ? O1W Co1 N4 92.01(10) . 1_565 ? N1 Co1 N4 96.30(11) . 1_565 ? O1 Co1 O4 91.50(10) . 1_455 ? O1W Co1 O4 84.10(10) . 1_455 ? N1 Co1 O4 88.14(10) . 1_455 ? N4 Co1 O4 142.69(10) 1_565 1_455 ? O1 Co1 O3 148.19(10) . 1_455 ? O1W Co1 O3 90.87(10) . 1_455 ? N1 Co1 O3 87.83(10) . 1_455 ? N4 Co1 O3 86.14(10) 1_565 1_455 ? O4 Co1 O3 56.93(8) 1_455 1_455 ? C2 C1 C3 120.0(3) . 2_546 ? C2 C1 C4 119.5(3) . . ? C3 C1 C4 120.5(3) 2_546 . ? C1 C2 C3 120.6(3) . . ? C1 C2 C7 119.7(3) . . ? C3 C2 C7 119.5(3) . . ? C1 C3 C2 119.4(3) 2_546 . ? C1 C3 C10 119.9(3) 2_546 . ? C2 C3 C10 120.7(3) . . ? N2 C4 C1 113.9(2) . . ? N2 C4 H4A 108.8 . . ? C1 C4 H4A 108.8 . . ? N2 C4 H4B 108.8 . . ? C1 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? N2 C5 N1 109.7(3) . . ? N2 C5 H5 125.2 . . ? N1 C5 H5 125.2 . . ? N3 C6 N1 114.9(3) . . ? N3 C6 H6 122.6 . . ? N1 C6 H6 122.6 . . ? N5 C7 C2 116.0(3) . . ? N5 C7 H7A 108.3 . . ? C2 C7 H7A 108.3 . . ? N5 C7 H7B 108.3 . . ? C2 C7 H7B 108.3 . . ? H7A C7 H7B 107.4 . . ? N4 C8 N5 111.4(3) . . ? N4 C8 H8 124.3 . . ? N5 C8 H8 124.3 . . ? N6 C9 N4 115.9(4) . . ? N6 C9 H9 122.1 . . ? N4 C9 H9 122.1 . . ? N8 C10 C3 112.9(3) . . ? N8 C10 H10A 109.0 . . ? C3 C10 H10A 109.0 . . ? N8 C10 H10B 109.0 . . ? C3 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N7 C11 N8 110.4(4) . . ? N7 C11 H11 124.8 . . ? N8 C11 H11 124.8 . . ? N9 C12 N7 114.2(4) . . ? N9 C12 H12 122.9 . . ? N7 C12 H12 122.9 . . ? C14 C13 C18 119.0(3) . . ? C14 C13 C19 121.3(3) . . ? C18 C13 C19 119.7(3) . . ? C13 C14 C15 121.1(3) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C16 C15 C14 119.0(3) . . ? C16 C15 C20 119.3(3) . . ? C14 C15 C20 121.6(3) . . ? C17 C16 C15 120.3(3) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C18 C17 C16 120.0(3) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C13 120.6(3) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? O2 C19 O1 122.4(3) . . ? O2 C19 C13 119.5(3) . . ? O1 C19 C13 118.1(3) . . ? O4 C20 O3 119.9(3) . . ? O4 C20 C15 119.6(3) . . ? O3 C20 C15 120.6(3) . . ? C5 N1 C6 103.1(3) . . ? C5 N1 Co1 124.1(2) . . ? C6 N1 Co1 130.7(2) . . ? C5 N2 N3 109.7(3) . . ? C5 N2 C4 128.0(3) . . ? N3 N2 C4 121.2(3) . . ? C6 N3 N2 102.6(3) . . ? C8 N4 C9 101.1(3) . . ? C8 N4 Co1 137.2(2) . 1_545 ? C9 N4 Co1 121.4(2) . 1_545 ? C8 N5 N6 109.2(3) . . ? C8 N5 C7 134.9(3) . . ? N6 N5 C7 115.7(3) . . ? C9 N6 N5 102.3(3) . . ? C11 N7 C12 103.3(4) . . ? C11 N8 N9 109.9(3) . . ? C11 N8 C10 127.0(3) . . ? N9 N8 C10 122.9(3) . . ? C12 N9 N8 102.2(4) . . ? C19 O1 Co1 110.2(2) . . ? C20 O3 Co1 87.6(2) . 1_655 ? C20 O4 Co1 95.5(2) . 1_655 ? Co1 O1W H1B 124.4 . . ? Co1 O1W H1A 121.7 . . ? H1B O1W H1A 105.7 . . ? 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 C3 C1 C2 C3 -0.6(5) 2_546 . . . ? C4 C1 C2 C3 176.7(3) . . . . ? C3 C1 C2 C7 174.0(3) 2_546 . . . ? C4 C1 C2 C7 -8.8(4) . . . . ? C1 C2 C3 C1 0.6(5) . . . 2_546 ? C7 C2 C3 C1 -174.0(3) . . . 2_546 ? C1 C2 C3 C10 178.7(3) . . . . ? C7 C2 C3 C10 4.2(4) . . . . ? C2 C1 C4 N2 101.2(3) . . . . ? C3 C1 C4 N2 -81.6(4) 2_546 . . . ? C1 C2 C7 N5 89.3(4) . . . . ? C3 C2 C7 N5 -96.1(3) . . . . ? C1 C3 C10 N8 -113.6(3) 2_546 . . . ? C2 C3 C10 N8 68.2(4) . . . . ? C18 C13 C14 C15 0.2(5) . . . . ? C19 C13 C14 C15 177.5(3) . . . . ? C13 C14 C15 C16 0.4(5) . . . . ? C13 C14 C15 C20 -175.6(3) . . . . ? C14 C15 C16 C17 0.0(5) . . . . ? C20 C15 C16 C17 176.0(3) . . . . ? C15 C16 C17 C18 -1.0(5) . . . . ? C16 C17 C18 C13 1.5(5) . . . . ? C14 C13 C18 C17 -1.1(5) . . . . ? C19 C13 C18 C17 -178.5(3) . . . . ? C14 C13 C19 O2 7.7(5) . . . . ? C18 C13 C19 O2 -175.0(3) . . . . ? C14 C13 C19 O1 -172.0(3) . . . . ? C18 C13 C19 O1 5.3(5) . . . . ? C16 C15 C20 O4 4.0(5) . . . . ? C14 C15 C20 O4 179.9(3) . . . . ? C16 C15 C20 O3 -174.5(3) . . . . ? C14 C15 C20 O3 1.4(5) . . . . ? N2 C5 N1 C6 -1.4(4) . . . . ? N2 C5 N1 Co1 -166.4(2) . . . . ? N3 C6 N1 C5 1.4(4) . . . . ? N3 C6 N1 Co1 165.1(2) . . . . ? O1 Co1 N1 C5 -24.1(3) . . . . ? N4 Co1 N1 C5 -149.7(3) 1_565 . . . ? O4 Co1 N1 C5 67.5(3) 1_455 . . . ? O3 Co1 N1 C5 124.4(3) 1_455 . . . ? O1 Co1 N1 C6 175.2(3) . . . . ? N4 Co1 N1 C6 49.6(3) 1_565 . . . ? O4 Co1 N1 C6 -93.2(3) 1_455 . . . ? O3 Co1 N1 C6 -36.3(3) 1_455 . . . ? N1 C5 N2 N3 1.0(4) . . . . ? N1 C5 N2 C4 168.8(3) . . . . ? C1 C4 N2 C5 137.2(3) . . . . ? C1 C4 N2 N3 -56.2(4) . . . . ? N1 C6 N3 N2 -0.8(4) . . . . ? C5 N2 N3 C6 -0.1(4) . . . . ? C4 N2 N3 C6 -168.9(3) . . . . ? N5 C8 N4 C9 3.6(4) . . . . ? N5 C8 N4 Co1 176.1(2) . . . 1_545 ? N6 C9 N4 C8 -3.6(6) . . . . ? N6 C9 N4 Co1 -177.7(4) . . . 1_545 ? N4 C8 N5 N6 -2.5(4) . . . . ? N4 C8 N5 C7 -177.1(3) . . . . ? C2 C7 N5 C8 -12.9(5) . . . . ? C2 C7 N5 N6 172.8(3) . . . . ? N4 C9 N6 N5 2.2(6) . . . . ? C8 N5 N6 C9 0.2(5) . . . . ? C7 N5 N6 C9 175.9(4) . . . . ? N8 C11 N7 C12 0.2(6) . . . . ? N9 C12 N7 C11 -1.2(7) . . . . ? N7 C11 N8 N9 0.8(5) . . . . ? N7 C11 N8 C10 -175.4(3) . . . . ? C3 C10 N8 C11 -126.8(4) . . . . ? C3 C10 N8 N9 57.5(5) . . . . ? N7 C12 N9 N8 1.6(7) . . . . ? C11 N8 N9 C12 -1.4(5) . . . . ? C10 N8 N9 C12 174.9(4) . . . . ? O2 C19 O1 Co1 6.9(4) . . . . ? C13 C19 O1 Co1 -173.4(2) . . . . ? O1W Co1 O1 C19 78.1(2) . . . . ? N1 Co1 O1 C19 -109.7(2) . . . . ? N4 Co1 O1 C19 -13.9(3) 1_565 . . . ? O4 Co1 O1 C19 162.2(2) 1_455 . . . ? O3 Co1 O1 C19 168.8(2) 1_455 . . . ? O4 C20 O3 Co1 -2.6(3) . . . 1_655 ? C15 C20 O3 Co1 175.8(3) . . . 1_655 ? O3 C20 O4 Co1 2.8(3) . . . 1_655 ? C15 C20 O4 Co1 -175.6(2) . . . 1_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 O1W H1A O4W 0.85 1.91 2.740(4) 167.7 2_565 O1W H1B O2 0.85 3.21 3.272(4) 86.8 . _diffrn_measured_fraction_theta_max 0.848 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.751 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.079 data_Compound-7 _database_code_depnum_ccdc_archive 'CCDC 910902' #TrackingRef 'CIFs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H25 Cu2 N9 O10.50' _chemical_formula_sum 'C28 H25 Cu2 N9 O10.50' _chemical_formula_weight 782.65 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 Triclinic _symmetry_space_group_name_H-M p-1 _symmetry_space_group_name_hall -p1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4710(8) _cell_length_b 11.8330(10) _cell_length_c 12.2720(10) _cell_angle_alpha 80.712(7) _cell_angle_beta 68.015(7) _cell_angle_gamma 77.768(6) _cell_volume 1503.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 796 _exptl_absorpt_coefficient_mu 1.492 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6467 _exptl_absorpt_correction_T_max 0.8531 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8771 _diffrn_reflns_av_R_equivalents 0.0530 _diffrn_reflns_av_sigmaI/netI 0.0915 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5185 _reflns_number_gt 3578 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0645P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5185 _refine_ls_number_parameters 482 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0946 _refine_ls_R_factor_gt 0.0620 _refine_ls_wR_factor_ref 0.1511 _refine_ls_wR_factor_gt 0.1303 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.025 _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 -0.06594(5) 0.42375(5) 0.42351(5) 0.0317(2) Uani 1 1 d . . . Cu2A Cu 0.7807(3) 0.8507(2) -0.0583(2) 0.0450(6) Uani 0.30 1 d P . . Cu2 Cu 0.67694(10) 0.86891(8) -0.01962(7) 0.0362(3) Uani 0.70 1 d P . . C1 C 0.3666(4) 0.0204(4) 0.5355(4) 0.0308(11) Uani 1 1 d . . . C2 C 0.4276(5) 0.0814(4) 0.5818(4) 0.0325(11) Uani 1 1 d . . . C3 C 0.5591(4) 0.0621(4) 0.5478(4) 0.0320(11) Uani 1 1 d . . . C4 C 0.2221(5) 0.0445(4) 0.5681(4) 0.0361(12) Uani 1 1 d . . . H4A H 0.1942 -0.0221 0.5545 0.043 Uiso 1 1 calc R . . H4B H 0.1816 0.0565 0.6512 0.043 Uiso 1 1 calc R . . C5 C 0.0689(5) 0.2136(4) 0.5205(5) 0.0381(12) Uani 1 1 d . . . H5 H -0.0023 0.2030 0.5874 0.046 Uiso 1 1 calc R . . C6 C 0.1934(5) 0.2758(4) 0.3582(4) 0.0372(12) Uani 1 1 d . . . H6 H 0.2236 0.3213 0.2876 0.045 Uiso 1 1 calc R . . C7 C 0.3467(5) 0.1640(4) 0.6750(4) 0.0331(11) Uani 1 1 d . . . H7A H 0.2692 0.1336 0.7229 0.040 Uiso 1 1 calc R . . H7B H 0.3930 0.1668 0.7261 0.040 Uiso 1 1 calc R . . C8 C 0.1962(5) 0.3440(4) 0.6450(4) 0.0336(11) Uani 1 1 d . . . H8 H 0.1202 0.3186 0.6927 0.040 Uiso 1 1 calc R . . C9 C 0.3332(5) 0.4442(5) 0.5316(5) 0.0424(13) Uani 1 1 d . . . H9 H 0.3684 0.5067 0.4837 0.051 Uiso 1 1 calc R . . C10 C 0.6260(5) 0.1334(4) 0.5917(5) 0.0388(12) Uani 1 1 d . . . H10A H 0.6892 0.1673 0.5241 0.047 Uiso 1 1 calc R . . H10B H 0.5638 0.1967 0.6317 0.047 Uiso 1 1 calc R . . C11 C 0.6385(6) 0.0121(5) 0.7768(5) 0.0438(13) Uani 1 1 d . . . H11 H 0.5523 0.0078 0.8137 0.053 Uiso 1 1 calc R . . C12 C 0.8319(6) -0.0098(6) 0.7400(6) 0.0576(17) Uani 1 1 d . . . H12 H 0.9111 -0.0343 0.7479 0.069 Uiso 1 1 calc R . . C13 C -0.2065(8) 0.2386(5) 0.2480(6) 0.064(2) Uani 1 1 d . . . C14 C -0.1691(6) 0.1603(5) 0.1624(5) 0.0478(14) Uani 1 1 d . . . H14 H -0.0837 0.1362 0.1188 0.057 Uiso 1 1 calc R . . C15 C -0.2679(5) 0.1197(4) 0.1455(4) 0.0386(12) Uani 1 1 d . . . C16 C -0.3960(6) 0.1575(5) 0.2126(5) 0.0538(15) Uani 1 1 d . . . H16 H -0.4596 0.1286 0.2015 0.065 Uiso 1 1 calc R . . C17 C -0.4290(8) 0.2360(6) 0.2937(6) 0.0679(19) Uani 1 1 d . . . H17 H -0.5142 0.2631 0.3351 0.081 Uiso 1 1 calc R . . C18 C -0.3363(8) 0.2731(6) 0.3124(6) 0.0657(19) Uani 1 1 d . . . H18 H -0.3586 0.3237 0.3703 0.079 Uiso 1 1 calc R . . C19 C -0.1182(7) 0.2825(6) 0.2828(6) 0.0611(17) Uiso 1 1 d . . . C20 C -0.2376(6) 0.0342(5) 0.0577(5) 0.0409(13) Uani 1 1 d . . . C21 C 0.2449(5) 0.5923(5) 0.1932(5) 0.0445(13) Uani 1 1 d . . . C22 C 0.3439(5) 0.6520(4) 0.1758(5) 0.0411(13) Uani 1 1 d . . . H22 H 0.3498 0.6812 0.2392 0.049 Uiso 1 1 calc R . . C23 C 0.4337(5) 0.6677(5) 0.0636(5) 0.0471(14) Uani 1 1 d . . . C24 C 0.4232(6) 0.6242(5) -0.0306(5) 0.0525(15) Uani 1 1 d . . . H24 H 0.4824 0.6358 -0.1060 0.063 Uiso 1 1 calc R . . C25 C 0.3253(6) 0.5635(6) -0.0132(6) 0.0636(18) Uani 1 1 d . . . H25 H 0.3200 0.5327 -0.0759 0.076 Uiso 1 1 calc R . . C26 C 0.2372(6) 0.5500(6) 0.0974(6) 0.0601(17) Uani 1 1 d . . . H26 H 0.1702 0.5114 0.1089 0.072 Uiso 1 1 calc R . . C27 C 0.1507(5) 0.5723(5) 0.3137(6) 0.0495(15) Uani 1 1 d . . . C28 C 0.5364(6) 0.7325(5) 0.0400(6) 0.0582(17) Uani 1 1 d . . . N1 N 0.0715(3) 0.2958(3) 0.4350(3) 0.0303(9) Uani 1 1 d . . . N2 N 0.1833(3) 0.1472(3) 0.4978(3) 0.0280(9) Uani 1 1 d . . . N3 N 0.2638(4) 0.1872(4) 0.3927(4) 0.0387(10) Uani 1 1 d . . . N4 N 0.2057(4) 0.4467(4) 0.5856(4) 0.0372(10) Uani 1 1 d . . . N5 N 0.3123(4) 0.2821(3) 0.6260(3) 0.0314(9) Uani 1 1 d . . . N6 N 0.4015(4) 0.3468(4) 0.5529(4) 0.0423(11) Uani 1 1 d . . . N7 N 0.7255(5) -0.0355(4) 0.8212(4) 0.0515(13) Uani 1 1 d . . . N8 N 0.6887(4) 0.0673(4) 0.6721(4) 0.0342(10) Uani 1 1 d . . . N9 N 0.8163(4) 0.0548(4) 0.6445(4) 0.0501(12) Uani 1 1 d . . . O1 O -0.1572(5) 0.3146(5) 0.3851(5) 0.0850(16) Uani 1 1 d . . . O2A O 0.0354(14) 0.2419(13) 0.1957(12) 0.052(3) Uani 0.30 1 d PU . . O2 O -0.0254(8) 0.2970(7) 0.2114(6) 0.0372(17) Uani 0.50 1 d PU . . O2B O -0.080(2) 0.3740(15) 0.274(2) 0.063(7) Uani 0.20 1 d P . . O3 O -0.1331(4) 0.0203(4) -0.0223(4) 0.0589(12) Uani 1 1 d . . . O4 O -0.3260(4) -0.0215(3) 0.0723(3) 0.0509(10) Uani 1 1 d . . . O5 O 0.0604(4) 0.5248(4) 0.3210(4) 0.0760(14) Uani 1 1 d . . . O6 O 0.1683(4) 0.6023(4) 0.3986(4) 0.0654(13) Uani 1 1 d . . . O7 O 0.5447(5) 0.7749(5) 0.1191(5) 0.0884(16) Uani 1 1 d U . . O8 O 0.6094(4) 0.7564(4) -0.0623(4) 0.0712(13) Uani 1 1 d . . . O1W O 0.8461(17) 0.7607(16) -0.0104(11) 0.058(4) Uani 0.50 1 d PU . . O1WA O 0.8354(17) 0.7456(16) 0.0416(17) 0.093(6) Uani 0.50 1 d P . . O2W O 0.0255(6) 0.1713(5) -0.1633(5) 0.0997(17) Uani 1 1 d . . . O3W O 0.9155(16) 0.5345(14) 0.0986(14) 0.142(5) Uani 0.50 1 d PU . . 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 0.0229(3) 0.0290(4) 0.0409(4) -0.0007(3) -0.0118(3) 0.0001(2) Cu2A 0.0535(17) 0.0406(14) 0.0483(13) -0.0040(11) -0.0264(13) -0.0077(12) Cu2 0.0416(6) 0.0399(6) 0.0307(5) 0.0026(4) -0.0109(4) -0.0222(5) C1 0.025(3) 0.029(3) 0.035(3) 0.001(2) -0.014(2) 0.005(2) C2 0.036(3) 0.028(3) 0.032(3) -0.001(2) -0.018(2) 0.007(2) C3 0.034(3) 0.027(3) 0.035(3) -0.006(2) -0.018(2) 0.006(2) C4 0.035(3) 0.032(3) 0.037(3) 0.001(2) -0.012(2) -0.001(2) C5 0.026(3) 0.034(3) 0.046(3) 0.000(3) -0.006(2) -0.001(2) C6 0.032(3) 0.037(3) 0.034(3) 0.001(2) -0.009(2) 0.004(2) C7 0.035(3) 0.030(3) 0.030(3) -0.003(2) -0.013(2) 0.006(2) C8 0.025(3) 0.031(3) 0.043(3) -0.005(2) -0.013(2) 0.003(2) C9 0.033(3) 0.039(3) 0.049(3) 0.006(3) -0.012(2) -0.004(2) C10 0.039(3) 0.034(3) 0.045(3) 0.000(2) -0.022(2) 0.001(2) C11 0.050(3) 0.050(3) 0.040(3) 0.001(3) -0.018(3) -0.027(3) C12 0.058(4) 0.063(4) 0.068(4) -0.004(4) -0.041(4) -0.011(3) C13 0.107(6) 0.034(3) 0.083(5) 0.007(3) -0.073(5) -0.014(3) C14 0.067(4) 0.037(3) 0.052(3) -0.006(3) -0.035(3) -0.007(3) C15 0.047(3) 0.034(3) 0.038(3) 0.003(2) -0.018(3) -0.011(2) C16 0.065(4) 0.043(3) 0.047(3) 0.005(3) -0.014(3) -0.014(3) C17 0.079(5) 0.064(5) 0.054(4) -0.004(4) -0.020(4) -0.008(4) C18 0.084(5) 0.060(4) 0.049(4) -0.009(3) -0.032(4) 0.016(4) C20 0.052(4) 0.039(3) 0.046(3) 0.002(3) -0.031(3) -0.015(3) C21 0.033(3) 0.033(3) 0.059(4) 0.008(3) -0.015(3) 0.000(2) C22 0.033(3) 0.033(3) 0.052(3) -0.003(3) -0.007(2) -0.007(2) C23 0.045(3) 0.029(3) 0.057(4) 0.006(3) -0.006(3) -0.013(3) C24 0.046(4) 0.059(4) 0.044(3) 0.002(3) -0.007(3) -0.010(3) C25 0.061(4) 0.077(5) 0.063(4) -0.004(4) -0.034(4) -0.009(4) C26 0.045(4) 0.064(4) 0.081(5) -0.004(4) -0.032(3) -0.013(3) C27 0.028(3) 0.035(3) 0.067(4) 0.019(3) -0.009(3) 0.000(3) C28 0.063(4) 0.045(4) 0.053(4) -0.015(3) 0.008(3) -0.026(3) N1 0.024(2) 0.029(2) 0.036(2) 0.0004(19) -0.0105(18) -0.0017(17) N2 0.018(2) 0.031(2) 0.032(2) -0.0030(18) -0.0077(17) -0.0002(17) N3 0.027(2) 0.037(3) 0.040(2) 0.003(2) -0.0054(19) 0.0017(19) N4 0.032(3) 0.033(3) 0.040(2) -0.001(2) -0.0124(19) 0.0040(19) N5 0.030(2) 0.032(2) 0.031(2) -0.0061(18) -0.0111(18) 0.0012(18) N6 0.029(2) 0.040(3) 0.049(3) 0.003(2) -0.010(2) 0.000(2) N7 0.076(4) 0.048(3) 0.049(3) 0.011(2) -0.037(3) -0.033(3) N8 0.031(2) 0.036(2) 0.040(2) -0.003(2) -0.0162(19) -0.0097(19) N9 0.042(3) 0.059(3) 0.053(3) 0.004(3) -0.020(2) -0.017(2) O1 0.069(3) 0.083(4) 0.109(4) -0.027(4) -0.031(3) -0.013(3) O2A 0.060(5) 0.051(5) 0.067(5) -0.007(4) -0.041(4) -0.015(4) O2 0.038(2) 0.039(2) 0.0365(19) -0.0060(10) -0.0131(11) -0.0069(10) O2B 0.106(18) 0.011(9) 0.106(18) -0.004(11) -0.084(16) 0.008(11) O3 0.037(2) 0.074(3) 0.071(3) -0.028(2) -0.012(2) -0.017(2) O4 0.060(3) 0.054(2) 0.049(2) 0.0035(19) -0.0221(19) -0.031(2) O5 0.025(2) 0.056(3) 0.117(4) 0.032(3) -0.004(2) -0.011(2) O6 0.040(2) 0.069(3) 0.049(2) 0.020(2) 0.009(2) 0.006(2) O7 0.082(3) 0.110(3) 0.078(3) -0.032(3) -0.002(2) -0.058(3) O8 0.061(3) 0.061(3) 0.068(3) 0.000(2) 0.013(2) -0.032(2) O1W 0.048(5) 0.060(6) 0.064(5) 0.000(4) -0.022(4) -0.005(4) O1WA 0.072(10) 0.065(9) 0.174(18) 0.011(12) -0.083(13) -0.019(7) O2W 0.088(4) 0.100(4) 0.091(4) 0.022(3) -0.010(3) -0.036(3) O3W 0.150(7) 0.132(7) 0.146(6) 0.001(5) -0.064(5) -0.019(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 1.970(4) . ? Cu1 N4 1.992(4) 2_566 ? Cu1 O5 1.999(4) . ? Cu1 O1 2.031(5) . ? Cu1 O6 2.063(4) 2_566 ? Cu1 O2B 2.085(19) . ? Cu2A Cu2 1.091(3) . ? Cu2A O1W 1.353(16) . ? Cu2A O1WA 1.788(17) . ? Cu2A N7 2.025(5) 1_564 ? Cu2A O4 2.210(4) 1_665 ? Cu2A O2A 2.333(16) 2_665 ? Cu2 O4 1.838(3) 1_665 ? Cu2 O8 1.900(5) . ? Cu2 N7 2.036(5) 1_564 ? Cu2 O1W 2.117(17) . ? Cu2 O7 2.147(5) . ? Cu2 O1WA 2.354(17) . ? Cu2 C28 2.362(6) . ? C1 C2 1.406(6) . ? C1 C3 1.429(6) 2_656 ? C1 C4 1.526(7) . ? C2 C3 1.385(7) . ? C2 C7 1.518(6) . ? C3 C1 1.429(6) 2_656 ? C3 C10 1.522(7) . ? C4 N2 1.462(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N1 1.307(6) . ? C5 N2 1.333(6) . ? C5 H5 0.9300 . ? C6 N3 1.297(6) . ? C6 N1 1.358(6) . ? C6 H6 0.9300 . ? C7 N5 1.464(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N4 1.316(7) . ? C8 N5 1.332(6) . ? C8 H8 0.9300 . ? C9 N6 1.298(7) . ? C9 N4 1.356(6) . ? C9 H9 0.9300 . ? C10 N8 1.466(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N7 1.296(7) . ? C11 N8 1.321(7) . ? C11 H11 0.9300 . ? C12 N7 1.313(8) . ? C12 N9 1.342(8) . ? C12 H12 0.9300 . ? C13 C14 1.398(8) . ? C13 C18 1.405(10) . ? C13 C19 1.449(9) . ? C14 C15 1.414(8) . ? C14 H14 0.9300 . ? C15 C16 1.404(8) . ? C15 C20 1.493(7) . ? C16 C17 1.365(8) . ? C16 H16 0.9300 . ? C17 C18 1.338(10) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 O2 1.123(9) . ? C19 O2B 1.23(2) . ? C19 O1 1.258(8) . ? C19 O2A 1.696(17) . ? C20 O3 1.231(6) . ? C20 O4 1.266(6) . ? C21 C26 1.388(8) . ? C21 C22 1.394(8) . ? C21 C27 1.486(8) . ? C22 C23 1.389(8) . ? C22 H22 0.9300 . ? C23 C24 1.392(8) . ? C23 C28 1.455(9) . ? C24 C25 1.392(9) . ? C24 H24 0.9300 . ? C25 C26 1.363(9) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 O5 1.249(7) . ? C27 O6 1.249(7) . ? C28 O7 1.204(7) . ? C28 O8 1.247(7) . ? N2 N3 1.355(6) . ? N4 Cu1 1.992(4) 2_566 ? N5 N6 1.364(6) . ? N7 Cu2A 2.025(5) 1_546 ? N7 Cu2 2.036(5) 1_546 ? N8 N9 1.353(6) . ? O1 O2B 1.48(3) . ? O2A O2 0.834(13) . ? O2A Cu2A 2.333(16) 2_665 ? O2 O2B 1.20(2) . ? O4 Cu2 1.838(3) 1_445 ? O4 Cu2A 2.210(4) 1_445 ? O6 Cu1 2.063(4) 2_566 ? O1W O1WA 0.61(2) . ? 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 N1 Cu1 N4 179.17(15) . 2_566 ? N1 Cu1 O5 91.46(17) . . ? N4 Cu1 O5 88.92(18) 2_566 . ? N1 Cu1 O1 91.49(19) . . ? N4 Cu1 O1 88.81(19) 2_566 . ? O5 Cu1 O1 132.1(2) . . ? N1 Cu1 O6 91.66(16) . 2_566 ? N4 Cu1 O6 87.55(17) 2_566 2_566 ? O5 Cu1 O6 136.4(2) . 2_566 ? O1 Cu1 O6 91.2(2) . 2_566 ? N1 Cu1 O2B 95.9(5) . . ? N4 Cu1 O2B 84.9(5) 2_566 . ? O5 Cu1 O2B 90.0(8) . . ? O1 Cu1 O2B 42.2(7) . . ? O6 Cu1 O2B 132.8(8) 2_566 . ? Cu2 Cu2A O1W 119.7(8) . . ? Cu2 Cu2A O1WA 107.2(6) . . ? O1W Cu2A O1WA 15.7(11) . . ? Cu2 Cu2A N7 75.0(2) . 1_564 ? O1W Cu2A N7 161.2(6) . 1_564 ? O1WA Cu2A N7 176.9(7) . 1_564 ? Cu2 Cu2A O4 56.04(14) . 1_665 ? O1W Cu2A O4 110.0(6) . 1_665 ? O1WA Cu2A O4 95.3(7) . 1_665 ? N7 Cu2A O4 87.77(19) 1_564 1_665 ? Cu2 Cu2A O2A 149.4(3) . 2_665 ? O1W Cu2A O2A 66.0(7) . 2_665 ? O1WA Cu2A O2A 81.6(8) . 2_665 ? N7 Cu2A O2A 95.4(4) 1_564 2_665 ? O4 Cu2A O2A 154.0(3) 1_665 2_665 ? Cu2A Cu2 O4 94.48(17) . 1_665 ? Cu2A Cu2 O8 108.61(18) . . ? O4 Cu2 O8 155.00(18) 1_665 . ? Cu2A Cu2 N7 73.8(2) . 1_564 ? O4 Cu2 N7 98.51(17) 1_665 1_564 ? O8 Cu2 N7 97.07(19) . 1_564 ? Cu2A Cu2 O1W 33.7(5) . . ? O4 Cu2 O1W 96.6(5) 1_665 . ? O8 Cu2 O1W 97.5(6) . . ? N7 Cu2 O1W 106.8(4) 1_564 . ? Cu2A Cu2 O7 130.8(2) . . ? O4 Cu2 O7 95.66(18) 1_665 . ? O8 Cu2 O7 62.12(18) . . ? N7 Cu2 O7 150.4(2) 1_564 . ? O1W Cu2 O7 97.2(5) . . ? Cu2A Cu2 O1WA 46.5(5) . . ? O4 Cu2 O1WA 89.3(5) 1_665 . ? O8 Cu2 O1WA 99.6(5) . . ? N7 Cu2 O1WA 120.3(5) 1_564 . ? O1W Cu2 O1WA 14.4(6) . . ? O7 Cu2 O1WA 85.7(5) . . ? Cu2A Cu2 C28 126.7(2) . . ? O4 Cu2 C28 124.76(19) 1_665 . ? O8 Cu2 C28 31.75(19) . . ? N7 Cu2 C28 125.0(2) 1_564 . ? O1W Cu2 C28 100.6(6) . . ? O7 Cu2 C28 30.50(18) . . ? O1WA Cu2 C28 94.9(5) . . ? C2 C1 C3 119.9(4) . 2_656 ? C2 C1 C4 121.2(4) . . ? C3 C1 C4 118.9(4) 2_656 . ? C3 C2 C1 120.7(4) . . ? C3 C2 C7 120.3(4) . . ? C1 C2 C7 119.0(4) . . ? C2 C3 C1 119.5(4) . 2_656 ? C2 C3 C10 120.8(4) . . ? C1 C3 C10 119.6(4) 2_656 . ? N2 C4 C1 110.8(4) . . ? N2 C4 H4A 109.5 . . ? C1 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? N1 C5 N2 110.1(4) . . ? N1 C5 H5 125.0 . . ? N2 C5 H5 125.0 . . ? N3 C6 N1 113.7(5) . . ? N3 C6 H6 123.1 . . ? N1 C6 H6 123.1 . . ? N5 C7 C2 113.7(4) . . ? N5 C7 H7A 108.8 . . ? C2 C7 H7A 108.8 . . ? N5 C7 H7B 108.8 . . ? C2 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? N4 C8 N5 109.4(5) . . ? N4 C8 H8 125.3 . . ? N5 C8 H8 125.3 . . ? N6 C9 N4 114.0(5) . . ? N6 C9 H9 123.0 . . ? N4 C9 H9 123.0 . . ? N8 C10 C3 114.3(4) . . ? N8 C10 H10A 108.7 . . ? C3 C10 H10A 108.7 . . ? N8 C10 H10B 108.7 . . ? C3 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? N7 C11 N8 111.0(5) . . ? N7 C11 H11 124.5 . . ? N8 C11 H11 124.5 . . ? N7 C12 N9 114.1(5) . . ? N7 C12 H12 123.0 . . ? N9 C12 H12 123.0 . . ? C14 C13 C18 120.4(6) . . ? C14 C13 C19 123.9(7) . . ? C18 C13 C19 115.6(6) . . ? C13 C14 C15 116.4(6) . . ? C13 C14 H14 121.8 . . ? C15 C14 H14 121.8 . . ? C16 C15 C14 120.5(5) . . ? C16 C15 C20 119.0(5) . . ? C14 C15 C20 120.5(5) . . ? C17 C16 C15 121.4(6) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C18 C17 C16 118.7(7) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? C17 C18 C13 122.5(6) . . ? C17 C18 H18 118.7 . . ? C13 C18 H18 118.7 . . ? O2 C19 O2B 61.1(13) . . ? O2 C19 O1 125.3(7) . . ? O2B C19 O1 73.2(12) . . ? O2 C19 C13 116.3(7) . . ? O2B C19 C13 138.8(10) . . ? O1 C19 C13 117.7(7) . . ? O2B C19 O2A 81.6(13) . . ? O1 C19 O2A 127.0(6) . . ? C13 C19 O2A 112.1(6) . . ? O3 C20 O4 123.6(5) . . ? O3 C20 C15 121.1(5) . . ? O4 C20 C15 115.3(5) . . ? C26 C21 C22 119.2(6) . . ? C26 C21 C27 120.7(6) . . ? C22 C21 C27 120.0(5) . . ? C23 C22 C21 119.8(5) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C22 C23 C24 119.5(5) . . ? C22 C23 C28 122.0(5) . . ? C24 C23 C28 118.5(5) . . ? C23 C24 C25 120.8(6) . . ? C23 C24 H24 119.6 . . ? C25 C24 H24 119.6 . . ? C26 C25 C24 118.9(6) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? C25 C26 C21 121.7(6) . . ? C25 C26 H26 119.1 . . ? C21 C26 H26 119.1 . . ? O5 C27 O6 125.4(6) . . ? O5 C27 C21 116.2(6) . . ? O6 C27 C21 118.4(5) . . ? O7 C28 O8 117.8(6) . . ? O7 C28 C23 119.8(6) . . ? O8 C28 C23 122.0(6) . . ? O7 C28 Cu2 64.8(4) . . ? O8 C28 Cu2 53.3(3) . . ? C23 C28 Cu2 167.3(5) . . ? C5 N1 C6 103.6(4) . . ? C5 N1 Cu1 128.4(3) . . ? C6 N1 Cu1 128.0(3) . . ? C5 N2 N3 109.0(4) . . ? C5 N2 C4 128.3(4) . . ? N3 N2 C4 122.6(4) . . ? C6 N3 N2 103.6(4) . . ? C8 N4 C9 104.0(4) . . ? C8 N4 Cu1 128.2(4) . 2_566 ? C9 N4 Cu1 127.9(4) . 2_566 ? C8 N5 N6 109.6(4) . . ? C8 N5 C7 128.0(4) . . ? N6 N5 C7 122.4(4) . . ? C9 N6 N5 103.1(4) . . ? C11 N7 C12 104.2(5) . . ? C11 N7 Cu2A 149.6(5) . 1_546 ? C12 N7 Cu2A 105.0(4) . 1_546 ? C11 N7 Cu2 119.8(4) . 1_546 ? C12 N7 Cu2 135.9(4) . 1_546 ? C11 N8 N9 109.1(4) . . ? C11 N8 C10 129.4(5) . . ? N9 N8 C10 121.6(4) . . ? C12 N9 N8 101.7(5) . . ? C19 O1 O2B 52.5(7) . . ? C19 O1 Cu1 120.0(5) . . ? O2B O1 Cu1 70.9(7) . . ? O2 O2A Cu2A 149.4(15) . 2_665 ? C19 O2A Cu2A 163.1(7) . 2_665 ? O2A O2 C19 119.4(15) . . ? O2A O2 O2B 145.1(14) . . ? C19 O2 O2B 63.8(13) . . ? O2 O2B C19 55.1(8) . . ? O2 O2B O1 103.7(14) . . ? C19 O2B O1 54.3(11) . . ? O2 O2B Cu1 134.8(13) . . ? C19 O2B Cu1 118.0(17) . . ? O1 O2B Cu1 67.0(9) . . ? C20 O4 Cu2 127.1(4) . 1_445 ? C20 O4 Cu2A 99.1(4) . 1_445 ? C27 O5 Cu1 145.4(5) . . ? C27 O6 Cu1 128.6(4) . 2_566 ? C28 O7 Cu2 84.7(4) . . ? C28 O8 Cu2 95.0(4) . . ? O1WA O1W Cu2A 127(4) . . ? O1WA O1W Cu2 106(3) . . ? O1W O1WA Cu2 60(3) . . ? 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 O1W Cu2A Cu2 O4 95.2(9) . . . 1_665 ? O1WA Cu2A Cu2 O4 84.7(7) . . . 1_665 ? N7 Cu2A Cu2 O4 -97.57(18) 1_564 . . 1_665 ? O2A Cu2A Cu2 O4 -172.3(8) 2_665 . . 1_665 ? O1W Cu2A Cu2 O8 -75.1(9) . . . . ? O1WA Cu2A Cu2 O8 -85.6(7) . . . . ? N7 Cu2A Cu2 O8 92.2(2) 1_564 . . . ? O4 Cu2A Cu2 O8 -170.3(2) 1_665 . . . ? O2A Cu2A Cu2 O8 17.4(8) 2_665 . . . ? O1W Cu2A Cu2 N7 -167.3(9) . . . 1_564 ? O1WA Cu2A Cu2 N7 -177.7(7) . . . 1_564 ? O4 Cu2A Cu2 N7 97.57(18) 1_665 . . 1_564 ? O2A Cu2A Cu2 N7 -74.8(8) 2_665 . . 1_564 ? O1WA Cu2A Cu2 O1W -10.4(14) . . . . ? N7 Cu2A Cu2 O1W 167.3(9) 1_564 . . . ? O4 Cu2A Cu2 O1W -95.2(9) 1_665 . . . ? O2A Cu2A Cu2 O1W 92.5(12) 2_665 . . . ? O1W Cu2A Cu2 O7 -6.3(9) . . . . ? O1WA Cu2A Cu2 O7 -16.7(7) . . . . ? N7 Cu2A Cu2 O7 161.0(2) 1_564 . . . ? O4 Cu2A Cu2 O7 -101.4(2) 1_665 . . . ? O2A Cu2A Cu2 O7 86.2(8) 2_665 . . . ? O1W Cu2A Cu2 O1WA 10.4(14) . . . . ? N7 Cu2A Cu2 O1WA 177.7(7) 1_564 . . . ? O4 Cu2A Cu2 O1WA -84.7(7) 1_665 . . . ? O2A Cu2A Cu2 O1WA 102.9(10) 2_665 . . . ? O1W Cu2A Cu2 C28 -45.4(9) . . . . ? O1WA Cu2A Cu2 C28 -55.8(7) . . . . ? N7 Cu2A Cu2 C28 121.9(3) 1_564 . . . ? O4 Cu2A Cu2 C28 -140.5(3) 1_665 . . . ? O2A Cu2A Cu2 C28 47.1(8) 2_665 . . . ? C3 C1 C2 C3 -0.3(8) 2_656 . . . ? C4 C1 C2 C3 -177.3(5) . . . . ? C3 C1 C2 C7 -176.8(4) 2_656 . . . ? C4 C1 C2 C7 6.1(7) . . . . ? C1 C2 C3 C1 0.3(8) . . . 2_656 ? C7 C2 C3 C1 176.8(4) . . . 2_656 ? C1 C2 C3 C10 176.1(5) . . . . ? C7 C2 C3 C10 -7.4(7) . . . . ? C2 C1 C4 N2 80.9(5) . . . . ? C3 C1 C4 N2 -96.1(5) 2_656 . . . ? C3 C2 C7 N5 94.9(5) . . . . ? C1 C2 C7 N5 -88.5(6) . . . . ? C2 C3 C10 N8 112.3(5) . . . . ? C1 C3 C10 N8 -71.9(6) 2_656 . . . ? C18 C13 C14 C15 0.1(9) . . . . ? C19 C13 C14 C15 175.4(6) . . . . ? C13 C14 C15 C16 0.0(8) . . . . ? C13 C14 C15 C20 -178.9(5) . . . . ? C14 C15 C16 C17 1.4(9) . . . . ? C20 C15 C16 C17 -179.7(6) . . . . ? C15 C16 C17 C18 -2.9(10) . . . . ? C16 C17 C18 C13 3.0(11) . . . . ? C14 C13 C18 C17 -1.6(10) . . . . ? C19 C13 C18 C17 -177.3(7) . . . . ? C14 C13 C19 O2 34.9(11) . . . . ? C18 C13 C19 O2 -149.6(8) . . . . ? C14 C13 C19 O2B 110(2) . . . . ? C18 C13 C19 O2B -74(2) . . . . ? C14 C13 C19 O1 -153.7(7) . . . . ? C18 C13 C19 O1 21.8(9) . . . . ? C14 C13 C19 O2A 7.4(10) . . . . ? C18 C13 C19 O2A -177.1(7) . . . . ? C16 C15 C20 O3 161.7(6) . . . . ? C14 C15 C20 O3 -19.4(8) . . . . ? C16 C15 C20 O4 -18.6(7) . . . . ? C14 C15 C20 O4 160.3(5) . . . . ? C26 C21 C22 C23 -0.4(8) . . . . ? C27 C21 C22 C23 178.2(5) . . . . ? C21 C22 C23 C24 0.4(8) . . . . ? C21 C22 C23 C28 177.9(5) . . . . ? C22 C23 C24 C25 -1.1(9) . . . . ? C28 C23 C24 C25 -178.7(6) . . . . ? C23 C24 C25 C26 1.8(9) . . . . ? C24 C25 C26 C21 -1.8(10) . . . . ? C22 C21 C26 C25 1.1(9) . . . . ? C27 C21 C26 C25 -177.5(6) . . . . ? C26 C21 C27 O5 -5.8(8) . . . . ? C22 C21 C27 O5 175.6(5) . . . . ? C26 C21 C27 O6 173.4(5) . . . . ? C22 C21 C27 O6 -5.3(8) . . . . ? C22 C23 C28 O7 -0.4(10) . . . . ? C24 C23 C28 O7 177.2(6) . . . . ? C22 C23 C28 O8 -172.8(6) . . . . ? C24 C23 C28 O8 4.7(9) . . . . ? C22 C23 C28 Cu2 -108(2) . . . . ? C24 C23 C28 Cu2 69(2) . . . . ? Cu2A Cu2 C28 O7 109.9(4) . . . . ? O4 Cu2 C28 O7 -19.6(5) 1_665 . . . ? O8 Cu2 C28 O7 173.2(7) . . . . ? N7 Cu2 C28 O7 -154.5(4) 1_564 . . . ? O1W Cu2 C28 O7 86.2(6) . . . . ? O1WA Cu2 C28 O7 72.9(7) . . . . ? Cu2A Cu2 C28 O8 -63.3(5) . . . . ? O4 Cu2 C28 O8 167.2(4) 1_665 . . . ? N7 Cu2 C28 O8 32.3(5) 1_564 . . . ? O1W Cu2 C28 O8 -87.0(5) . . . . ? O7 Cu2 C28 O8 -173.2(7) . . . . ? O1WA Cu2 C28 O8 -100.3(6) . . . . ? Cu2A Cu2 C28 C23 -135.8(19) . . . . ? O4 Cu2 C28 C23 95(2) 1_665 . . . ? O8 Cu2 C28 C23 -73(2) . . . . ? N7 Cu2 C28 C23 -40(2) 1_564 . . . ? O1W Cu2 C28 C23 -160(2) . . . . ? O7 Cu2 C28 C23 114(2) . . . . ? O1WA Cu2 C28 C23 -173(2) . . . . ? N2 C5 N1 C6 0.4(5) . . . . ? N2 C5 N1 Cu1 -176.7(3) . . . . ? N3 C6 N1 C5 -0.2(5) . . . . ? N3 C6 N1 Cu1 176.8(3) . . . . ? O5 Cu1 N1 C5 151.9(4) . . . . ? O1 Cu1 N1 C5 -75.9(4) . . . . ? O6 Cu1 N1 C5 15.4(4) 2_566 . . . ? O2B Cu1 N1 C5 -117.9(9) . . . . ? O5 Cu1 N1 C6 -24.4(4) . . . . ? O1 Cu1 N1 C6 107.8(4) . . . . ? O6 Cu1 N1 C6 -160.9(4) 2_566 . . . ? O2B Cu1 N1 C6 65.8(8) . . . . ? N1 C5 N2 N3 -0.4(5) . . . . ? N1 C5 N2 C4 -178.4(4) . . . . ? C1 C4 N2 C5 -160.0(4) . . . . ? C1 C4 N2 N3 22.3(6) . . . . ? N1 C6 N3 N2 0.0(5) . . . . ? C5 N2 N3 C6 0.3(5) . . . . ? C4 N2 N3 C6 178.4(4) . . . . ? N5 C8 N4 C9 -1.0(5) . . . . ? N5 C8 N4 Cu1 179.0(3) . . . 2_566 ? N6 C9 N4 C8 0.8(6) . . . . ? N6 C9 N4 Cu1 -179.2(3) . . . 2_566 ? N4 C8 N5 N6 0.9(5) . . . . ? N4 C8 N5 C7 179.4(4) . . . . ? C2 C7 N5 C8 124.2(5) . . . . ? C2 C7 N5 N6 -57.4(5) . . . . ? N4 C9 N6 N5 -0.3(5) . . . . ? C8 N5 N6 C9 -0.3(5) . . . . ? C7 N5 N6 C9 -179.0(4) . . . . ? N8 C11 N7 C12 -1.1(6) . . . . ? N8 C11 N7 Cu2A -164.8(6) . . . 1_546 ? N8 C11 N7 Cu2 -178.1(3) . . . 1_546 ? N9 C12 N7 C11 1.0(7) . . . . ? N9 C12 N7 Cu2A 172.6(4) . . . 1_546 ? N9 C12 N7 Cu2 177.4(4) . . . 1_546 ? N7 C11 N8 N9 0.8(6) . . . . ? N7 C11 N8 C10 -179.4(4) . . . . ? C3 C10 N8 C11 -62.0(6) . . . . ? C3 C10 N8 N9 117.9(5) . . . . ? N7 C12 N9 N8 -0.6(6) . . . . ? C11 N8 N9 C12 -0.1(5) . . . . ? C10 N8 N9 C12 -180.0(4) . . . . ? O2 C19 O1 O2B 33.7(12) . . . . ? C13 C19 O1 O2B -136.8(12) . . . . ? O2A C19 O1 O2B 65.2(13) . . . . ? O2 C19 O1 Cu1 10.7(11) . . . . ? O2B C19 O1 Cu1 -23.0(10) . . . . ? C13 C19 O1 Cu1 -159.8(5) . . . . ? O2A C19 O1 Cu1 42.2(11) . . . . ? N1 Cu1 O1 C19 -78.0(6) . . . . ? N4 Cu1 O1 C19 102.8(6) 2_566 . . . ? O5 Cu1 O1 C19 15.3(7) . . . . ? O6 Cu1 O1 C19 -169.7(5) 2_566 . . . ? O2B Cu1 O1 C19 19.1(9) . . . . ? N1 Cu1 O1 O2B -97.1(8) . . . . ? N4 Cu1 O1 O2B 83.7(8) 2_566 . . . ? O5 Cu1 O1 O2B -3.8(9) . . . . ? O6 Cu1 O1 O2B 171.2(8) 2_566 . . . ? O2B C19 O2A O2 -34.3(15) . . . . ? O1 C19 O2A O2 -95.7(15) . . . . ? C13 C19 O2A O2 105.2(13) . . . . ? O2 C19 O2A Cu2A -118(3) . . . 2_665 ? O2B C19 O2A Cu2A -153(3) . . . 2_665 ? O1 C19 O2A Cu2A 146(3) . . . 2_665 ? C13 C19 O2A Cu2A -13(3) . . . 2_665 ? Cu2A O2A O2 C19 149.7(17) 2_665 . . . ? C19 O2A O2 O2B 85(3) . . . . ? Cu2A O2A O2 O2B -125(3) 2_665 . . . ? O2B C19 O2 O2A 140.5(16) . . . . ? O1 C19 O2 O2A 103.2(14) . . . . ? C13 C19 O2 O2A -86.2(14) . . . . ? O1 C19 O2 O2B -37.3(12) . . . . ? C13 C19 O2 O2B 133.3(12) . . . . ? O2A C19 O2 O2B -140.5(16) . . . . ? O2A O2 O2B C19 -104(3) . . . . ? O2A O2 O2B O1 -79(3) . . . . ? C19 O2 O2B O1 25.6(9) . . . . ? O2A O2 O2B Cu1 -8(5) . . . . ? C19 O2 O2B Cu1 97(3) . . . . ? O1 C19 O2B O2 148.9(9) . . . . ? C13 C19 O2B O2 -98.0(18) . . . . ? O2A C19 O2B O2 16.0(7) . . . . ? O2 C19 O2B O1 -148.9(9) . . . . ? C13 C19 O2B O1 113.1(17) . . . . ? O2A C19 O2B O1 -132.9(7) . . . . ? O2 C19 O2B Cu1 -127.0(15) . . . . ? O1 C19 O2B Cu1 21.9(11) . . . . ? C13 C19 O2B Cu1 135.0(12) . . . . ? O2A C19 O2B Cu1 -110.9(13) . . . . ? C19 O1 O2B O2 -25.9(8) . . . . ? Cu1 O1 O2B O2 133.1(13) . . . . ? Cu1 O1 O2B C19 159.0(9) . . . . ? C19 O1 O2B Cu1 -159.0(9) . . . . ? N1 Cu1 O2B O2 -1(3) . . . . ? N4 Cu1 O2B O2 179(3) 2_566 . . . ? O5 Cu1 O2B O2 91(3) . . . . ? O1 Cu1 O2B O2 -87(2) . . . . ? O6 Cu1 O2B O2 -99(3) 2_566 . . . ? N1 Cu1 O2B C19 66.5(16) . . . . ? N4 Cu1 O2B C19 -113.1(16) 2_566 . . . ? O5 Cu1 O2B C19 158.0(16) . . . . ? O1 Cu1 O2B C19 -19.2(11) . . . . ? O6 Cu1 O2B C19 -31.3(19) 2_566 . . . ? N1 Cu1 O2B O1 85.7(7) . . . . ? N4 Cu1 O2B O1 -93.9(7) 2_566 . . . ? O5 Cu1 O2B O1 177.2(6) . . . . ? O6 Cu1 O2B O1 -12.0(10) 2_566 . . . ? O3 C20 O4 Cu2 -1.3(8) . . . 1_445 ? C15 C20 O4 Cu2 179.0(3) . . . 1_445 ? O3 C20 O4 Cu2A 8.6(6) . . . 1_445 ? C15 C20 O4 Cu2A -171.1(4) . . . 1_445 ? O6 C27 O5 Cu1 -27.5(11) . . . . ? C21 C27 O5 Cu1 151.6(6) . . . . ? N1 Cu1 O5 C27 -59.3(7) . . . . ? N4 Cu1 O5 C27 119.9(7) 2_566 . . . ? O1 Cu1 O5 C27 -152.6(7) . . . . ? O6 Cu1 O5 C27 34.6(8) 2_566 . . . ? O2B Cu1 O5 C27 -155.2(9) . . . . ? O5 C27 O6 Cu1 4.3(8) . . . 2_566 ? C21 C27 O6 Cu1 -174.8(3) . . . 2_566 ? O8 C28 O7 Cu2 6.2(6) . . . . ? C23 C28 O7 Cu2 -166.6(6) . . . . ? Cu2A Cu2 O7 C28 -95.2(5) . . . . ? O4 Cu2 O7 C28 163.9(4) 1_665 . . . ? O8 Cu2 O7 C28 -4.0(4) . . . . ? N7 Cu2 O7 C28 45.6(6) 1_564 . . . ? O1W Cu2 O7 C28 -98.7(6) . . . . ? O1WA Cu2 O7 C28 -107.3(6) . . . . ? O7 C28 O8 Cu2 -7.0(7) . . . . ? C23 C28 O8 Cu2 165.6(6) . . . . ? Cu2A Cu2 O8 C28 130.9(4) . . . . ? O4 Cu2 O8 C28 -25.6(7) 1_665 . . . ? N7 Cu2 O8 C28 -153.8(4) 1_564 . . . ? O1W Cu2 O8 C28 98.2(6) . . . . ? O7 Cu2 O8 C28 3.9(4) . . . . ? O1WA Cu2 O8 C28 83.8(7) . . . . ? Cu2 Cu2A O1W O1WA -40(5) . . . . ? N7 Cu2A O1W O1WA -178(3) 1_564 . . . ? O4 Cu2A O1W O1WA 22(5) 1_665 . . . ? O2A Cu2A O1W O1WA 174(5) 2_665 . . . ? O1WA Cu2A O1W Cu2 40(5) . . . . ? N7 Cu2A O1W Cu2 -139(3) 1_564 . . . ? O4 Cu2A O1W Cu2 61.5(4) 1_665 . . . ? O2A Cu2A O1W Cu2 -146.2(4) 2_665 . . . ? Cu2A Cu2 O1W O1WA 148(4) . . . . ? O4 Cu2 O1W O1WA 60(4) 1_665 . . . ? O8 Cu2 O1W O1WA -99(4) . . . . ? N7 Cu2 O1W O1WA 161(4) 1_564 . . . ? O7 Cu2 O1W O1WA -37(4) . . . . ? C28 Cu2 O1W O1WA -67(4) . . . . ? O4 Cu2 O1W Cu2A -88.2(7) 1_665 . . . ? O8 Cu2 O1W Cu2A 112.5(7) . . . . ? N7 Cu2 O1W Cu2A 12.8(9) 1_564 . . . ? O7 Cu2 O1W Cu2A 175.2(7) . . . . ? O1WA Cu2 O1W Cu2A -148(4) . . . . ? C28 Cu2 O1W Cu2A 144.5(7) . . . . ? Cu2 O1W O1WA Cu2A -17(2) . . . . ? Cu2A O1W O1WA Cu2 17(2) . . . . ? Cu2 Cu2A O1WA O1W 144(5) . . . . ? O4 Cu2A O1WA O1W -160(5) 1_665 . . . ? O2A Cu2A O1WA O1W -6(5) 2_665 . . . ? O1W Cu2A O1WA Cu2 -144(5) . . . . ? O4 Cu2A O1WA Cu2 56.0(2) 1_665 . . . ? O2A Cu2A O1WA Cu2 -149.9(4) 2_665 . . . ? Cu2A Cu2 O1WA O1W -24(3) . . . . ? O4 Cu2 O1WA O1W -121(4) 1_665 . . . ? O8 Cu2 O1WA O1W 83(4) . . . . ? N7 Cu2 O1WA O1W -21(4) 1_564 . . . ? O7 Cu2 O1WA O1W 144(4) . . . . ? C28 Cu2 O1WA O1W 114(4) . . . . ? O4 Cu2 O1WA Cu2A -96.9(5) 1_665 . . . ? O8 Cu2 O1WA Cu2A 106.6(5) . . . . ? N7 Cu2 O1WA Cu2A 2.6(7) 1_564 . . . ? O1W Cu2 O1WA Cu2A 24(3) . . . . ? O7 Cu2 O1WA Cu2A 167.4(5) . . . . ? C28 Cu2 O1WA Cu2A 138.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.943 _refine_diff_density_max 0.961 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.086 #=========================END