# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'David Martin' _publ_contact_author_email dpm001@ucsd.edu loop_ _publ_author_name A.Tanakit M.Rouffet D.P.Martin S.M.Cohen data_zbg-1 _database_code_depnum_ccdc_archive 'CCDC 840783' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H26 N4 O7 S2' _chemical_formula_weight 594.65 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' 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.266(3) _cell_length_b 14.149(3) _cell_length_c 14.279(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.181(3) _cell_angle_gamma 90.00 _cell_volume 2653.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 21291 _cell_measurement_theta_min 1.55 _cell_measurement_theta_max 28.26 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.489 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.258 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9153 _exptl_absorpt_correction_T_max 0.9267 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 21291 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 28.26 _reflns_number_total 6181 _reflns_number_gt 4841 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1101P)^2^+3.9187P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6181 _refine_ls_number_parameters 384 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0876 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.2002 _refine_ls_wR_factor_gt 0.1843 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S -0.70291(5) 0.68914(5) -0.89261(5) 0.02153(19) Uani 1 1 d . . . S2 S -0.18866(5) 0.69400(5) -0.40737(5) 0.02018(19) Uani 1 1 d . . . O1 O -0.10849(18) 0.98926(15) -0.09608(15) 0.0302(5) Uani 1 1 d . . . O2 O -0.29618(17) 0.68222(16) -0.42561(16) 0.0300(5) Uani 1 1 d . . . O3 O -0.12268(18) 0.61522(15) -0.41586(16) 0.0318(5) Uani 1 1 d . . . O4 O -0.66722(18) 0.98718(16) -0.57605(16) 0.0323(5) Uani 1 1 d . . . O5 O -0.61759(18) 0.62657(15) -0.87329(17) 0.0325(5) Uani 1 1 d . . . O6 O -0.80097(17) 0.65122(16) -0.92897(16) 0.0310(5) Uani 1 1 d . . . O1W O -0.93144(17) 0.77151(17) -0.75544(16) 0.0314(5) Uani 1 1 d D . . H1WA H -0.896(3) 0.814(2) -0.719(2) 0.038 Uiso 1 1 d D . . H1WB H -0.950(3) 0.722(2) -0.723(2) 0.038 Uiso 1 1 d D . . N1 N -0.0341(2) 0.86950(18) -0.16629(17) 0.0265(5) Uani 1 1 d . . . N2 N -0.15467(19) 0.72935(18) -0.29821(17) 0.0236(5) Uani 1 1 d D . . H2N H -0.0860(14) 0.725(2) -0.281(2) 0.028 Uiso 1 1 d D . . N3 N -0.7837(2) 0.89714(18) -0.66649(18) 0.0275(6) Uani 1 1 d . . . N4 N -0.7241(2) 0.74082(19) -0.79412(18) 0.0261(5) Uani 1 1 d D . . H4N H -0.7906(16) 0.756(2) -0.791(3) 0.031 Uiso 1 1 d D . . C1 C -0.0215(2) 0.9404(2) -0.1107(2) 0.0285(6) Uani 1 1 d . . . H1 H 0.0441 0.9589 -0.0808 0.034 Uiso 1 1 calc R . . C2 C -0.1848(2) 0.9395(2) -0.1493(2) 0.0261(6) Uani 1 1 d . . . C3 C -0.2875(2) 0.9581(2) -0.1598(2) 0.0311(7) Uani 1 1 d . . . H3 H -0.3158 1.0081 -0.1276 0.037 Uiso 1 1 calc R . . C4 C -0.3462(3) 0.8975(2) -0.2215(2) 0.0330(7) Uani 1 1 d . . . H4 H -0.4178 0.9070 -0.2325 0.040 Uiso 1 1 calc R . . C5 C -0.3050(2) 0.8226(2) -0.2688(2) 0.0285(7) Uani 1 1 d . . . H5 H -0.3490 0.7832 -0.3102 0.034 Uiso 1 1 calc R . . C6 C -0.1997(2) 0.80542(19) -0.25553(19) 0.0217(6) Uani 1 1 d . . . C7 C -0.1410(2) 0.8662(2) -0.19391(19) 0.0221(6) Uani 1 1 d . . . C8 C -0.1553(2) 0.78468(18) -0.48170(18) 0.0177(5) Uani 1 1 d . . . C9 C -0.0525(2) 0.8033(2) -0.4846(2) 0.0239(6) Uani 1 1 d . . . H9 H -0.0011 0.7697 -0.4448 0.029 Uiso 1 1 calc R . . C10 C -0.0266(2) 0.8717(2) -0.5469(2) 0.0262(6) Uani 1 1 d . . . H10 H 0.0432 0.8849 -0.5492 0.031 Uiso 1 1 calc R . . C11 C -0.1011(2) 0.9214(2) -0.60617(19) 0.0224(6) Uani 1 1 d . . . C12 C -0.2029(2) 0.9027(2) -0.5999(2) 0.0242(6) Uani 1 1 d . . . H12 H -0.2545 0.9371 -0.6384 0.029 Uiso 1 1 calc R . . C13 C -0.2304(2) 0.8342(2) -0.5381(2) 0.0232(6) Uani 1 1 d . . . H13 H -0.3002 0.8217 -0.5349 0.028 Uiso 1 1 calc R . . C14 C -0.0718(3) 0.9914(2) -0.6768(2) 0.0288(7) Uani 1 1 d . . . H14A H -0.0019 0.9788 -0.6884 0.043 Uiso 1 1 calc R . . H14B H -0.0759 1.0556 -0.6519 0.043 Uiso 1 1 calc R . . H14C H -0.1183 0.9855 -0.7363 0.043 Uiso 1 1 calc R . . C15 C -0.7672(2) 0.9657(2) -0.6073(2) 0.0304(7) Uani 1 1 d . . . H15 H -0.8214 0.9998 -0.5863 0.036 Uiso 1 1 calc R . . C16 C -0.6144(2) 0.9231(2) -0.6231(2) 0.0276(6) Uani 1 1 d . . . C17 C -0.5102(2) 0.9178(2) -0.6198(2) 0.0290(7) Uani 1 1 d . . . H17 H -0.4640 0.9581 -0.5817 0.035 Uiso 1 1 calc R . . C18 C -0.4796(2) 0.8475(2) -0.6779(2) 0.0293(7) Uani 1 1 d . . . H18 H -0.4087 0.8395 -0.6794 0.035 Uiso 1 1 calc R . . C19 C -0.5475(2) 0.7877(2) -0.7343(2) 0.0282(6) Uani 1 1 d . . . H19 H -0.5216 0.7398 -0.7710 0.034 Uiso 1 1 calc R . . C20 C -0.6535(2) 0.7978(2) -0.73745(19) 0.0234(6) Uani 1 1 d . . . C21 C -0.6844(2) 0.8674(2) -0.6791(2) 0.0242(6) Uani 1 1 d . . . C22 C -0.6705(2) 0.77895(19) -0.96865(19) 0.0204(5) Uani 1 1 d . . . C23 C -0.5693(2) 0.7930(2) -0.9800(2) 0.0246(6) Uani 1 1 d . . . H23 H -0.5172 0.7546 -0.9470 0.030 Uiso 1 1 calc R . . C24 C -0.5453(2) 0.8643(2) -1.0405(2) 0.0265(6) Uani 1 1 d . . . H24 H -0.4762 0.8750 -1.0479 0.032 Uiso 1 1 calc R . . C25 C -0.6212(2) 0.9200(2) -1.0902(2) 0.0243(6) Uani 1 1 d . . . C26 C -0.7221(2) 0.9041(2) -1.0775(2) 0.0305(7) Uani 1 1 d . . . H26 H -0.7744 0.9420 -1.1109 0.037 Uiso 1 1 calc R . . C27 C -0.7478(2) 0.8341(2) -1.0172(2) 0.0284(6) Uani 1 1 d . . . H27 H -0.8168 0.8240 -1.0091 0.034 Uiso 1 1 calc R . . C28 C -0.5947(3) 0.9944(2) -1.1586(2) 0.0307(7) Uani 1 1 d . . . H28A H -0.5258 1.0181 -1.1376 0.046 Uiso 1 1 calc R . . H28B H -0.6434 1.0467 -1.1607 0.046 Uiso 1 1 calc R . . H28C H -0.5978 0.9667 -1.2218 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0225(4) 0.0199(3) 0.0217(4) -0.0032(2) 0.0014(3) -0.0003(3) S2 0.0256(4) 0.0166(3) 0.0182(3) -0.0008(2) 0.0026(3) -0.0016(3) O1 0.0379(13) 0.0264(11) 0.0269(11) -0.0032(8) 0.0064(9) -0.0047(9) O2 0.0239(11) 0.0347(12) 0.0308(12) 0.0050(9) 0.0019(9) -0.0074(9) O3 0.0397(13) 0.0219(10) 0.0347(12) 0.0017(9) 0.0083(10) 0.0037(9) O4 0.0357(13) 0.0313(12) 0.0298(11) -0.0068(9) 0.0043(10) -0.0066(10) O5 0.0323(12) 0.0245(11) 0.0409(13) 0.0026(9) 0.0055(10) 0.0050(9) O6 0.0251(11) 0.0368(12) 0.0308(12) -0.0021(9) 0.0026(9) -0.0077(10) O1W 0.0281(12) 0.0347(13) 0.0321(12) -0.0022(9) 0.0066(9) -0.0068(10) N1 0.0260(13) 0.0300(13) 0.0236(12) 0.0028(10) 0.0040(10) -0.0035(10) N2 0.0230(12) 0.0271(13) 0.0205(11) 0.0003(9) 0.0022(10) 0.0006(10) N3 0.0292(14) 0.0285(13) 0.0259(13) 0.0001(10) 0.0080(10) -0.0032(11) N4 0.0224(12) 0.0321(13) 0.0239(12) -0.0042(10) 0.0041(10) -0.0055(11) C1 0.0263(15) 0.0322(16) 0.0275(15) 0.0017(12) 0.0055(12) -0.0072(13) C2 0.0318(16) 0.0243(14) 0.0231(14) -0.0003(11) 0.0071(12) -0.0022(12) C3 0.0293(16) 0.0321(16) 0.0349(17) 0.0053(13) 0.0147(13) 0.0046(13) C4 0.0277(16) 0.0368(18) 0.0367(17) 0.0027(14) 0.0114(14) 0.0065(14) C5 0.0233(15) 0.0337(16) 0.0285(15) 0.0002(12) 0.0039(12) -0.0012(13) C6 0.0282(15) 0.0217(13) 0.0163(12) 0.0011(10) 0.0074(11) -0.0021(11) C7 0.0266(15) 0.0223(13) 0.0181(13) 0.0038(10) 0.0058(11) -0.0008(11) C8 0.0206(13) 0.0162(11) 0.0166(12) -0.0012(9) 0.0034(10) -0.0006(10) C9 0.0215(14) 0.0283(15) 0.0211(13) 0.0041(11) 0.0009(11) 0.0026(11) C10 0.0214(14) 0.0330(16) 0.0243(14) 0.0039(12) 0.0039(11) -0.0013(12) C11 0.0301(15) 0.0218(13) 0.0153(12) 0.0004(10) 0.0034(11) -0.0029(12) C12 0.0254(15) 0.0241(14) 0.0216(14) 0.0027(11) -0.0022(11) 0.0031(12) C13 0.0226(14) 0.0230(13) 0.0239(14) 0.0013(11) 0.0024(11) -0.0002(11) C14 0.0369(18) 0.0281(15) 0.0220(14) 0.0034(11) 0.0059(13) -0.0044(13) C15 0.0256(15) 0.0290(15) 0.0379(17) -0.0003(13) 0.0088(13) -0.0037(13) C16 0.0334(17) 0.0267(15) 0.0229(14) -0.0002(11) 0.0050(12) -0.0062(13) C17 0.0231(15) 0.0388(17) 0.0237(14) 0.0069(12) -0.0018(12) -0.0117(13) C18 0.0220(15) 0.0378(17) 0.0269(15) 0.0044(13) -0.0004(12) -0.0078(13) C19 0.0246(15) 0.0359(16) 0.0242(14) 0.0027(12) 0.0041(12) -0.0025(13) C20 0.0299(15) 0.0238(14) 0.0168(13) 0.0024(10) 0.0049(11) -0.0057(12) C21 0.0265(15) 0.0241(14) 0.0217(14) 0.0036(11) 0.0017(11) -0.0060(12) C22 0.0225(14) 0.0208(13) 0.0174(12) -0.0017(10) 0.0017(10) 0.0024(11) C23 0.0221(14) 0.0301(15) 0.0213(14) -0.0005(11) 0.0014(11) 0.0049(12) C24 0.0229(14) 0.0352(16) 0.0221(14) -0.0010(12) 0.0052(11) -0.0002(12) C25 0.0306(16) 0.0230(14) 0.0200(13) -0.0040(11) 0.0055(11) 0.0032(12) C26 0.0277(16) 0.0300(16) 0.0336(16) 0.0041(13) 0.0041(13) 0.0120(13) C27 0.0235(15) 0.0293(15) 0.0330(16) 0.0000(12) 0.0056(13) 0.0045(12) C28 0.0398(18) 0.0268(15) 0.0279(15) 0.0010(12) 0.0133(14) 0.0032(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O5 1.433(2) . ? S1 O6 1.434(2) . ? S1 N4 1.644(3) . ? S1 C22 1.764(3) . ? S2 O2 1.423(2) . ? S2 O3 1.433(2) . ? S2 N2 1.638(2) . ? S2 C8 1.761(3) . ? O1 C2 1.371(4) . ? O1 C1 1.386(4) . ? O4 C15 1.372(4) . ? O4 C16 1.378(4) . ? O1W H1WA 0.888(18) . ? O1W H1WB 0.894(18) . ? N1 C1 1.276(4) . ? N1 C7 1.418(4) . ? N2 C6 1.411(4) . ? N2 H2N 0.911(18) . ? N3 C15 1.284(4) . ? N3 C21 1.418(4) . ? N4 C20 1.402(4) . ? N4 H4N 0.915(18) . ? C1 H1 0.9500 . ? C2 C3 1.375(4) . ? C2 C7 1.387(4) . ? C3 C4 1.387(5) . ? C3 H3 0.9500 . ? C4 C5 1.408(4) . ? C4 H4 0.9500 . ? C5 C6 1.403(4) . ? C5 H5 0.9500 . ? C6 C7 1.388(4) . ? C8 C13 1.380(4) . ? C8 C9 1.395(4) . ? C9 C10 1.391(4) . ? C9 H9 0.9500 . ? C10 C11 1.396(4) . ? C10 H10 0.9500 . ? C11 C12 1.392(4) . ? C11 C14 1.504(4) . ? C12 C13 1.393(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15 0.9500 . ? C16 C17 1.378(4) . ? C16 C21 1.382(4) . ? C17 C18 1.392(5) . ? C17 H17 0.9500 . ? C18 C19 1.404(4) . ? C18 H18 0.9500 . ? C19 C20 1.408(4) . ? C19 H19 0.9500 . ? C20 C21 1.389(4) . ? C22 C23 1.389(4) . ? C22 C27 1.392(4) . ? C23 C24 1.394(4) . ? C23 H23 0.9500 . ? C24 C25 1.392(4) . ? C24 H24 0.9500 . ? C25 C26 1.394(4) . ? C25 C28 1.511(4) . ? C26 C27 1.386(4) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 S1 O6 119.31(14) . . ? O5 S1 N4 109.68(14) . . ? O6 S1 N4 102.67(13) . . ? O5 S1 C22 107.99(13) . . ? O6 S1 C22 109.54(14) . . ? N4 S1 C22 107.00(13) . . ? O2 S2 O3 120.12(14) . . ? O2 S2 N2 110.06(13) . . ? O3 S2 N2 103.25(14) . . ? O2 S2 C8 107.84(13) . . ? O3 S2 C8 107.86(13) . . ? N2 S2 C8 106.99(13) . . ? C2 O1 C1 103.0(2) . . ? C15 O4 C16 103.3(2) . . ? H1WA O1W H1WB 113(3) . . ? C1 N1 C7 103.6(3) . . ? C6 N2 S2 124.6(2) . . ? C6 N2 H2N 114(2) . . ? S2 N2 H2N 111(2) . . ? C15 N3 C21 103.5(3) . . ? C20 N4 S1 124.6(2) . . ? C20 N4 H4N 114(2) . . ? S1 N4 H4N 115(2) . . ? N1 C1 O1 116.6(3) . . ? N1 C1 H1 121.7 . . ? O1 C1 H1 121.7 . . ? O1 C2 C3 127.2(3) . . ? O1 C2 C7 108.3(3) . . ? C3 C2 C7 124.5(3) . . ? C2 C3 C4 114.1(3) . . ? C2 C3 H3 122.9 . . ? C4 C3 H3 122.9 . . ? C3 C4 C5 123.3(3) . . ? C3 C4 H4 118.3 . . ? C5 C4 H4 118.3 . . ? C6 C5 C4 120.8(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C7 C6 C5 115.9(3) . . ? C7 C6 N2 120.8(3) . . ? C5 C6 N2 123.3(3) . . ? C2 C7 C6 121.4(3) . . ? C2 C7 N1 108.4(3) . . ? C6 C7 N1 130.2(3) . . ? C13 C8 C9 120.9(3) . . ? C13 C8 S2 119.9(2) . . ? C9 C8 S2 119.1(2) . . ? C10 C9 C8 118.8(3) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C9 C10 C11 121.4(3) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C12 C11 C10 118.3(3) . . ? C12 C11 C14 121.0(3) . . ? C10 C11 C14 120.7(3) . . ? C11 C12 C13 121.2(3) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C8 C13 C12 119.4(3) . . ? C8 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 O4 116.6(3) . . ? N3 C15 H15 121.7 . . ? O4 C15 H15 121.7 . . ? C17 C16 O4 126.6(3) . . ? C17 C16 C21 125.2(3) . . ? O4 C16 C21 108.1(3) . . ? C16 C17 C18 113.2(3) . . ? C16 C17 H17 123.4 . . ? C18 C17 H17 123.4 . . ? C17 C18 C19 123.7(3) . . ? C17 C18 H18 118.2 . . ? C19 C18 H18 118.2 . . ? C18 C19 C20 120.9(3) . . ? C18 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C21 C20 N4 121.6(3) . . ? C21 C20 C19 115.6(3) . . ? N4 C20 C19 122.8(3) . . ? C16 C21 C20 121.3(3) . . ? C16 C21 N3 108.5(3) . . ? C20 C21 N3 130.2(3) . . ? C23 C22 C27 121.1(3) . . ? C23 C22 S1 119.9(2) . . ? C27 C22 S1 119.0(2) . . ? C22 C23 C24 119.0(3) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? C25 C24 C23 120.9(3) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C24 C25 C26 118.7(3) . . ? C24 C25 C28 120.4(3) . . ? C26 C25 C28 120.9(3) . . ? C27 C26 C25 121.4(3) . . ? C27 C26 H26 119.3 . . ? C25 C26 H26 119.3 . . ? C26 C27 C22 118.8(3) . . ? C26 C27 H27 120.6 . . ? C22 C27 H27 120.6 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? 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 H1WA N3 0.888(18) 1.96(2) 2.812(3) 160(4) . O1W H1WB N1 0.894(18) 1.96(2) 2.819(3) 162(3) 4_475 N2 H2N O1W 0.911(18) 2.032(19) 2.938(3) 173(3) 4_676 N4 H4N O1W 0.915(18) 2.02(2) 2.914(3) 166(3) . _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 1.179 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.101 data_thbi _database_code_depnum_ccdc_archive 'CCDC 840784' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H12 N2 O3 S' _chemical_formula_weight 288.32 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.930(3) _cell_length_b 11.347(6) _cell_length_c 11.935(6) _cell_angle_alpha 75.224(7) _cell_angle_beta 80.593(7) _cell_angle_gamma 80.207(7) _cell_volume 631.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8245 _cell_measurement_theta_min 1.78 _cell_measurement_theta_max 27.85 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 300 _exptl_absorpt_coefficient_mu 0.265 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9588 _exptl_absorpt_correction_T_max 0.9843 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 8245 _diffrn_reflns_av_R_equivalents 0.0430 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 27.85 _reflns_number_total 2852 _reflns_number_gt 2184 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0408P)^2^+0.3913P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2852 _refine_ls_number_parameters 185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0693 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.1120 _refine_ls_wR_factor_gt 0.0999 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.006 _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 S1 S 0.60780(11) 0.75823(5) 0.68958(5) 0.01832(16) Uani 1 1 d . . . O1 O -0.0876(4) 0.35211(15) 0.66462(14) 0.0260(4) Uani 1 1 d . . . H1 H -0.090(5) 0.393(2) 0.595(2) 0.031 Uiso 1 1 d . . . O2 O 0.7440(3) 0.81757(14) 0.57958(13) 0.0225(4) Uani 1 1 d . . . O3 O 0.7561(3) 0.69904(14) 0.78649(14) 0.0230(4) Uani 1 1 d . . . N1 N 0.4649(4) 0.64701(16) 0.65935(15) 0.0172(4) Uani 1 1 d . . . N2 N 0.2216(4) 0.57118(16) 0.55644(15) 0.0180(4) Uani 1 1 d . . . C1 C 0.3461(4) 0.54867(19) 0.73984(19) 0.0171(5) Uani 1 1 d . . . C2 C 0.3572(5) 0.4993(2) 0.85827(19) 0.0216(5) Uani 1 1 d . . . H2 H 0.4590 0.5310 0.9024 0.026 Uiso 1 1 calc R . . C3 C 0.2104(5) 0.4010(2) 0.9081(2) 0.0224(5) Uani 1 1 d . . . H3 H 0.2098 0.3647 0.9892 0.027 Uiso 1 1 calc R . . C4 C 0.0627(5) 0.3533(2) 0.8430(2) 0.0224(5) Uani 1 1 d . . . H4 H -0.0349 0.2857 0.8810 0.027 Uiso 1 1 calc R . . C5 C 0.0556(5) 0.4023(2) 0.72454(19) 0.0195(5) Uani 1 1 d . . . C6 C 0.1995(5) 0.50308(19) 0.67266(18) 0.0167(5) Uani 1 1 d . . . C7 C 0.3759(5) 0.6551(2) 0.55277(19) 0.0188(5) Uani 1 1 d . . . H7 H 0.4226 0.7157 0.4841 0.023 Uiso 1 1 calc R . . C8 C 0.3248(5) 0.85898(19) 0.73409(19) 0.0178(5) Uani 1 1 d . . . C9 C 0.2102(5) 0.8382(2) 0.85128(19) 0.0199(5) Uani 1 1 d . . . H9 H 0.2869 0.7706 0.9075 0.024 Uiso 1 1 calc R . . C10 C -0.0166(5) 0.9176(2) 0.8840(2) 0.0211(5) Uani 1 1 d . . . H10 H -0.0960 0.9035 0.9636 0.025 Uiso 1 1 calc R . . C11 C -0.1325(5) 1.0183(2) 0.8032(2) 0.0195(5) Uani 1 1 d . . . C12 C -0.0103(5) 1.0373(2) 0.6871(2) 0.0219(5) Uani 1 1 d . . . H12 H -0.0835 1.1061 0.6311 0.026 Uiso 1 1 calc R . . C13 C 0.2149(5) 0.9586(2) 0.65150(19) 0.0206(5) Uani 1 1 d . . . H13 H 0.2934 0.9722 0.5719 0.025 Uiso 1 1 calc R . . C14 C -0.3838(5) 1.1024(2) 0.8388(2) 0.0243(5) Uani 1 1 d . . . H14A H -0.3706 1.1866 0.7926 0.036 Uiso 1 1 calc R . . H14B H -0.3934 1.1005 0.9219 0.036 Uiso 1 1 calc R . . H14C H -0.5512 1.0751 0.8251 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0176(3) 0.0179(3) 0.0214(3) -0.0065(2) -0.0044(2) -0.0031(2) O1 0.0384(10) 0.0248(9) 0.0183(9) -0.0011(7) -0.0097(8) -0.0141(8) O2 0.0213(9) 0.0214(9) 0.0247(9) -0.0062(7) 0.0020(7) -0.0056(7) O3 0.0215(9) 0.0228(9) 0.0276(9) -0.0081(7) -0.0110(7) -0.0005(7) N1 0.0194(10) 0.0171(9) 0.0163(9) -0.0037(7) -0.0043(8) -0.0038(8) N2 0.0205(10) 0.0168(10) 0.0166(9) -0.0045(7) -0.0029(8) -0.0010(8) C1 0.0180(11) 0.0134(11) 0.0189(11) -0.0031(9) -0.0033(9) 0.0003(9) C2 0.0265(13) 0.0217(12) 0.0190(12) -0.0060(9) -0.0087(10) -0.0021(10) C3 0.0273(13) 0.0231(12) 0.0158(11) -0.0020(9) -0.0062(10) -0.0012(10) C4 0.0249(13) 0.0189(12) 0.0222(12) -0.0002(9) -0.0052(10) -0.0048(10) C5 0.0217(12) 0.0179(11) 0.0200(12) -0.0055(9) -0.0049(10) -0.0019(9) C6 0.0185(11) 0.0157(11) 0.0162(11) -0.0050(9) -0.0039(9) 0.0007(9) C7 0.0221(12) 0.0177(11) 0.0156(11) -0.0034(9) -0.0040(9) 0.0007(9) C8 0.0178(11) 0.0173(11) 0.0207(12) -0.0057(9) -0.0037(9) -0.0055(9) C9 0.0217(12) 0.0183(11) 0.0199(12) -0.0024(9) -0.0048(10) -0.0047(10) C10 0.0232(12) 0.0213(12) 0.0194(12) -0.0054(9) 0.0001(10) -0.0065(10) C11 0.0184(12) 0.0181(11) 0.0237(12) -0.0063(9) -0.0019(10) -0.0056(9) C12 0.0233(13) 0.0192(12) 0.0220(12) -0.0023(9) -0.0049(10) -0.0019(10) C13 0.0214(12) 0.0233(12) 0.0168(11) -0.0035(9) -0.0015(9) -0.0044(10) C14 0.0214(13) 0.0211(12) 0.0301(14) -0.0086(10) 0.0003(10) -0.0020(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O3 1.4270(16) . ? S1 O2 1.4292(17) . ? S1 N1 1.6844(18) . ? S1 C8 1.749(2) . ? O1 C5 1.358(2) . ? O1 H1 0.84(3) . ? N1 C7 1.389(3) . ? N1 C1 1.415(3) . ? N2 C7 1.304(3) . ? N2 C6 1.402(3) . ? C1 C2 1.388(3) . ? C1 C6 1.400(3) . ? C2 C3 1.385(3) . ? C2 H2 0.9500 . ? C3 C4 1.400(3) . ? C3 H3 0.9500 . ? C4 C5 1.385(3) . ? C4 H4 0.9500 . ? C5 C6 1.402(3) . ? C7 H7 0.9500 . ? C8 C13 1.393(3) . ? C8 C9 1.396(3) . ? C9 C10 1.382(3) . ? C9 H9 0.9500 . ? C10 C11 1.400(3) . ? C10 H10 0.9500 . ? C11 C12 1.396(3) . ? C11 C14 1.503(3) . ? C12 C13 1.383(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 S1 O2 121.95(10) . . ? O3 S1 N1 105.64(9) . . ? O2 S1 N1 104.48(9) . . ? O3 S1 C8 109.31(10) . . ? O2 S1 C8 109.33(10) . . ? N1 S1 C8 104.63(10) . . ? C5 O1 H1 111.2(18) . . ? C7 N1 C1 106.44(17) . . ? C7 N1 S1 124.02(15) . . ? C1 N1 S1 127.50(14) . . ? C7 N2 C6 105.16(17) . . ? C2 C1 C6 123.2(2) . . ? C2 C1 N1 132.64(19) . . ? C6 C1 N1 104.12(18) . . ? C3 C2 C1 115.77(19) . . ? C3 C2 H2 122.1 . . ? C1 C2 H2 122.1 . . ? C2 C3 C4 122.2(2) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C5 C4 C3 121.6(2) . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? O1 C5 C4 119.5(2) . . ? O1 C5 C6 123.3(2) . . ? C4 C5 C6 117.14(19) . . ? C1 C6 N2 111.01(19) . . ? C1 C6 C5 120.1(2) . . ? N2 C6 C5 128.94(18) . . ? N2 C7 N1 113.24(19) . . ? N2 C7 H7 123.4 . . ? N1 C7 H7 123.4 . . ? C13 C8 C9 120.8(2) . . ? C13 C8 S1 119.35(18) . . ? C9 C8 S1 119.84(17) . . ? C10 C9 C8 118.8(2) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C9 C10 C11 121.8(2) . . ? C9 C10 H10 119.1 . . ? C11 C10 H10 119.1 . . ? C12 C11 C10 117.9(2) . . ? C12 C11 C14 120.6(2) . . ? C10 C11 C14 121.5(2) . . ? C13 C12 C11 121.6(2) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C8 119.1(2) . . ? C12 C13 H13 120.5 . . ? C8 C13 H13 120.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? 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 O1 H1 N2 0.84(3) 1.95(3) 2.713(3) 151(2) 2_566 _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 27.85 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.325 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.071 data_zn4(thbi)6cl2 _database_code_depnum_ccdc_archive 'CCDC 840785' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H86 Cl2 N12 O20 S6 Zn4' _chemical_formula_weight 2204.47 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.7701(11) _cell_length_b 13.8498(12) _cell_length_c 14.3225(12) _cell_angle_alpha 74.033(3) _cell_angle_beta 71.268(3) _cell_angle_gamma 75.693(3) _cell_volume 2448.9(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 24336 _cell_measurement_theta_min 1.54 _cell_measurement_theta_max 25.06 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 1.224 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7102 _exptl_absorpt_correction_T_max 0.7494 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 24336 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0492 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 25.06 _reflns_number_total 8556 _reflns_number_gt 6422 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0757P)^2^+0.2250P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8556 _refine_ls_number_parameters 613 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0641 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1337 _refine_ls_wR_factor_gt 0.1136 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 0.16697(3) 1.14524(3) 0.39663(3) 0.02839(14) Uani 1 1 d . . . Zn2 Zn 0.08706(3) 0.90473(3) 0.48007(3) 0.02527(13) Uani 1 1 d . . . Cl1 Cl 0.28577(9) 1.24390(9) 0.36104(8) 0.0486(3) Uani 1 1 d . . . S1 S 0.20420(9) 1.26421(8) -0.02772(7) 0.0383(3) Uani 1 1 d . . . S2 S 0.29501(9) 0.61956(10) 0.77524(8) 0.0533(3) Uani 1 1 d . . . S3 S 0.24888(8) 0.81842(8) 0.07489(7) 0.0354(3) Uani 1 1 d . . . O1 O 0.00488(18) 1.03064(18) 0.40345(17) 0.0258(6) Uani 1 1 d . . . O2 O 0.2545(2) 1.3404(2) -0.0235(2) 0.0495(8) Uani 1 1 d . . . O3 O 0.1198(2) 1.2886(2) -0.0714(2) 0.0446(7) Uani 1 1 d . . . O4 O 0.20827(18) 0.99793(19) 0.44475(18) 0.0300(6) Uani 1 1 d . . . O5 O 0.2001(2) 0.5952(2) 0.8425(2) 0.0533(8) Uani 1 1 d . . . O6 O 0.3667(3) 0.6513(3) 0.8065(3) 0.0811(12) Uani 1 1 d . . . O7 O -0.03522(18) 0.81300(19) 0.50700(17) 0.0278(6) Uani 1 1 d . . . O8 O 0.1776(2) 0.8489(2) 0.0149(2) 0.0456(7) Uani 1 1 d . . . O9 O 0.3304(2) 0.8730(2) 0.0577(2) 0.0467(8) Uani 1 1 d . . . O10 O 0.0653(5) 0.5416(3) 0.6703(5) 0.1094(18) Uani 1 1 d . . . N1 N 0.1447(2) 1.1612(2) 0.2579(2) 0.0286(7) Uani 1 1 d . . . N2 N 0.1554(3) 1.2104(2) 0.0946(2) 0.0340(8) Uani 1 1 d . . . N3 N 0.1800(2) 0.8055(2) 0.5702(2) 0.0308(7) Uani 1 1 d . . . N4 N 0.2636(3) 0.7175(3) 0.6837(3) 0.0448(9) Uani 1 1 d . . . N5 N 0.1448(2) 0.8461(2) 0.3492(2) 0.0268(7) Uani 1 1 d . . . N6 N 0.1775(2) 0.8256(2) 0.1931(2) 0.0311(7) Uani 1 1 d . . . C1 C 0.1913(3) 1.2145(3) 0.1725(3) 0.0322(9) Uani 1 1 d . . . H1 H 0.2439 1.2517 0.1647 0.039 Uiso 1 1 calc R . . C2 C 0.0784(3) 1.1487(3) 0.1355(3) 0.0306(9) Uani 1 1 d . . . C3 C 0.0137(3) 1.1196(3) 0.0961(3) 0.0362(10) Uani 1 1 d . . . H3 H 0.0164 1.1401 0.0264 0.043 Uiso 1 1 calc R . . C4 C -0.0554(3) 1.0588(3) 0.1640(3) 0.0349(9) Uani 1 1 d . . . H4 H -0.1014 1.0371 0.1399 0.042 Uiso 1 1 calc R . . C5 C -0.0604(3) 1.0281(3) 0.2666(3) 0.0294(8) Uani 1 1 d . . . H5 H -0.1096 0.9864 0.3098 0.035 Uiso 1 1 calc R . . C6 C 0.0046(3) 1.0569(3) 0.3071(3) 0.0261(8) Uani 1 1 d . . . C7 C 0.0733(3) 1.1189(3) 0.2381(3) 0.0266(8) Uani 1 1 d . . . C8 C 0.2974(3) 1.1678(3) -0.0771(3) 0.0369(10) Uani 1 1 d . . . C9 C 0.2712(3) 1.1064(3) -0.1244(3) 0.0410(10) Uani 1 1 d . . . H9 H 0.2021 1.1161 -0.1291 0.049 Uiso 1 1 calc R . . C10 C 0.3464(4) 1.0320(4) -0.1641(3) 0.0508(12) Uani 1 1 d . . . H10 H 0.3287 0.9902 -0.1965 0.061 Uiso 1 1 calc R . . C11 C 0.4472(4) 1.0164(4) -0.1581(3) 0.0495(12) Uani 1 1 d . . . C12 C 0.4720(4) 1.0786(4) -0.1111(3) 0.0514(12) Uani 1 1 d . . . H12 H 0.5413 1.0688 -0.1065 0.062 Uiso 1 1 calc R . . C13 C 0.3981(4) 1.1540(4) -0.0711(3) 0.0465(11) Uani 1 1 d . . . H13 H 0.4162 1.1964 -0.0395 0.056 Uiso 1 1 calc R . . C14 C 0.5291(4) 0.9333(5) -0.2007(5) 0.0789(18) Uani 1 1 d . . . H14A H 0.4954 0.8824 -0.2082 0.118 Uiso 1 1 calc R . . H14B H 0.5731 0.9007 -0.1548 0.118 Uiso 1 1 calc R . . H14C H 0.5722 0.9629 -0.2667 0.118 Uiso 1 1 calc R . . C15 C 0.1867(3) 0.7233(3) 0.6400(3) 0.0363(9) Uani 1 1 d . . . H15 H 0.1435 0.6734 0.6586 0.044 Uiso 1 1 calc R . . C16 C 0.3081(3) 0.8064(4) 0.6376(3) 0.0398(10) Uani 1 1 d . . . C17 C 0.3842(3) 0.8462(4) 0.6527(4) 0.0558(13) Uani 1 1 d . . . H17 H 0.4228 0.8108 0.7000 0.067 Uiso 1 1 calc R . . C18 C 0.3986(4) 0.9412(4) 0.5932(4) 0.0591(14) Uani 1 1 d . . . H18 H 0.4496 0.9718 0.6004 0.071 Uiso 1 1 calc R . . C19 C 0.3428(3) 0.9957(4) 0.5225(3) 0.0446(11) Uani 1 1 d . . . H19 H 0.3563 1.0613 0.4846 0.054 Uiso 1 1 calc R . . C20 C 0.2684(3) 0.9545(3) 0.5077(3) 0.0309(9) Uani 1 1 d . . . C21 C 0.2539(3) 0.8585(3) 0.5679(3) 0.0314(9) Uani 1 1 d . . . C22 C 0.3579(4) 0.5161(5) 0.7146(3) 0.0630(16) Uani 1 1 d . . . C23 C 0.3031(5) 0.4415(4) 0.7245(4) 0.0779(18) Uani 1 1 d . . . H23 H 0.2313 0.4468 0.7600 0.093 Uiso 1 1 calc R . . C24 C 0.3551(7) 0.3586(5) 0.6814(5) 0.123(3) Uani 1 1 d . . . H24 H 0.3194 0.3068 0.6843 0.148 Uiso 1 1 calc R . . C25 C 0.4609(9) 0.3532(8) 0.6338(6) 0.149(5) Uani 1 1 d . . . C26 C 0.5134(7) 0.4286(9) 0.6201(6) 0.127(4) Uani 1 1 d . . . H26 H 0.5845 0.4245 0.5825 0.152 Uiso 1 1 calc R . . C27 C 0.4615(5) 0.5112(7) 0.6618(4) 0.102(3) Uani 1 1 d . . . H27 H 0.4968 0.5648 0.6545 0.123 Uiso 1 1 calc R . . C28 C 0.5125(9) 0.2550(9) 0.5878(9) 0.198(5) Uiso 1 1 d . . . H28A H 0.4819 0.2567 0.5342 0.298 Uiso 1 1 calc R . . H28B H 0.4997 0.1938 0.6410 0.298 Uiso 1 1 calc R . . H28C H 0.5876 0.2536 0.5599 0.298 Uiso 1 1 calc R . . C29 C 0.2094(3) 0.8574(3) 0.2605(3) 0.0296(9) Uani 1 1 d . . . H29 H 0.2715 0.8844 0.2435 0.036 Uiso 1 1 calc R . . C30 C 0.0826(3) 0.7905(3) 0.2464(3) 0.0274(8) Uani 1 1 d . . . C31 C 0.0128(3) 0.7543(3) 0.2198(3) 0.0356(9) Uani 1 1 d . . . H31 H 0.0245 0.7435 0.1541 0.043 Uiso 1 1 calc R . . C32 C -0.0757(3) 0.7351(3) 0.2972(3) 0.0385(10) Uani 1 1 d . . . H32 H -0.1261 0.7090 0.2834 0.046 Uiso 1 1 calc R . . C33 C -0.0960(3) 0.7515(3) 0.3944(3) 0.0320(9) Uani 1 1 d . . . H33 H -0.1589 0.7368 0.4434 0.038 Uiso 1 1 calc R . . C34 C -0.0258(3) 0.7890(3) 0.4200(3) 0.0268(8) Uani 1 1 d . . . C35 C 0.0657(3) 0.8046(3) 0.3430(3) 0.0256(8) Uani 1 1 d . . . C36 C 0.2980(3) 0.6891(3) 0.0849(3) 0.0326(9) Uani 1 1 d . . . C37 C 0.3786(3) 0.6451(4) 0.1300(3) 0.0480(12) Uani 1 1 d . . . H37 H 0.4059 0.6852 0.1564 0.058 Uiso 1 1 calc R . . C38 C 0.4183(3) 0.5435(4) 0.1360(3) 0.0505(12) Uani 1 1 d . . . H38 H 0.4736 0.5138 0.1668 0.061 Uiso 1 1 calc R . . C39 C 0.3806(3) 0.4828(3) 0.0987(3) 0.0381(10) Uani 1 1 d . . . C40 C 0.3005(3) 0.5285(3) 0.0534(3) 0.0416(10) Uani 1 1 d . . . H40 H 0.2741 0.4885 0.0261 0.050 Uiso 1 1 calc R . . C41 C 0.2582(3) 0.6309(3) 0.0467(3) 0.0402(10) Uani 1 1 d . . . H41 H 0.2027 0.6606 0.0164 0.048 Uiso 1 1 calc R . . C42 C 0.4241(4) 0.3714(3) 0.1073(3) 0.0501(12) Uani 1 1 d . . . H42A H 0.4998 0.3607 0.0955 0.075 Uiso 1 1 calc R . . H42B H 0.4083 0.3467 0.0569 0.075 Uiso 1 1 calc R . . H42C H 0.3929 0.3339 0.1750 0.075 Uiso 1 1 calc R . . C43 C -0.0224(6) 0.5391(7) 0.8464(8) 0.132(3) Uani 1 1 d . . . H43A H 0.0266 0.4779 0.8660 0.198 Uiso 1 1 calc R . . H43B H -0.0901 0.5383 0.8970 0.198 Uiso 1 1 calc R . . H43C H 0.0043 0.6000 0.8421 0.198 Uiso 1 1 calc R . . C44 C -0.0349(6) 0.5408(5) 0.7452(10) 0.132(4) Uani 1 1 d . . . H44A H -0.0629 0.4799 0.7495 0.158 Uiso 1 1 calc R . . H44B H -0.0848 0.6022 0.7254 0.158 Uiso 1 1 calc R . . C45 C 0.0640(11) 0.5392(6) 0.5747(10) 0.173(6) Uani 1 1 d . . . H45A H 0.0150 0.5992 0.5507 0.207 Uiso 1 1 calc R . . H45B H 0.0380 0.4772 0.5786 0.207 Uiso 1 1 calc R . . C46 C 0.1654(11) 0.5393(9) 0.5026(8) 0.183(6) Uani 1 1 d . . . H46A H 0.1852 0.6063 0.4877 0.275 Uiso 1 1 calc R . . H46B H 0.1629 0.5246 0.4403 0.275 Uiso 1 1 calc R . . H46C H 0.2168 0.4869 0.5309 0.275 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0305(3) 0.0362(3) 0.0217(2) -0.00714(19) -0.00836(19) -0.00891(19) Zn2 0.0266(2) 0.0294(2) 0.0238(2) -0.00827(18) -0.01255(18) -0.00157(18) Cl1 0.0506(6) 0.0653(8) 0.0385(6) -0.0117(5) -0.0055(5) -0.0335(6) S1 0.0585(7) 0.0350(6) 0.0230(5) -0.0008(4) -0.0130(5) -0.0143(5) S2 0.0457(7) 0.0723(9) 0.0320(6) 0.0098(6) -0.0200(5) -0.0037(6) S3 0.0407(6) 0.0460(6) 0.0213(5) -0.0062(4) -0.0080(4) -0.0126(5) O1 0.0300(14) 0.0288(14) 0.0186(13) -0.0063(11) -0.0098(11) 0.0004(11) O2 0.078(2) 0.0405(17) 0.0342(16) -0.0030(14) -0.0130(16) -0.0259(16) O3 0.0623(19) 0.0437(18) 0.0283(15) 0.0007(13) -0.0207(14) -0.0084(15) O4 0.0274(13) 0.0390(15) 0.0278(14) -0.0075(12) -0.0132(11) -0.0053(11) O5 0.0513(19) 0.062(2) 0.0357(17) -0.0034(15) -0.0097(15) -0.0013(16) O6 0.080(3) 0.109(3) 0.060(2) 0.026(2) -0.050(2) -0.035(2) O7 0.0303(14) 0.0348(14) 0.0209(13) -0.0074(11) -0.0088(11) -0.0066(11) O8 0.0568(18) 0.0545(19) 0.0281(15) -0.0039(14) -0.0200(14) -0.0084(15) O9 0.0516(18) 0.059(2) 0.0335(16) -0.0065(14) -0.0061(14) -0.0276(16) O10 0.140(5) 0.057(3) 0.164(5) 0.005(3) -0.103(4) -0.026(3) N1 0.0330(17) 0.0324(18) 0.0241(17) -0.0063(14) -0.0106(14) -0.0082(14) N2 0.047(2) 0.0376(19) 0.0191(16) -0.0015(14) -0.0103(15) -0.0130(16) N3 0.0297(17) 0.0350(18) 0.0322(18) -0.0091(15) -0.0159(14) -0.0016(14) N4 0.039(2) 0.057(2) 0.035(2) 0.0060(18) -0.0194(17) -0.0070(18) N5 0.0261(16) 0.0307(17) 0.0267(17) -0.0112(14) -0.0086(14) -0.0025(13) N6 0.0339(18) 0.0390(19) 0.0241(17) -0.0114(15) -0.0082(14) -0.0075(15) C1 0.036(2) 0.039(2) 0.027(2) -0.0082(18) -0.0120(18) -0.0103(18) C2 0.039(2) 0.030(2) 0.024(2) -0.0062(17) -0.0101(17) -0.0065(17) C3 0.052(3) 0.042(2) 0.022(2) -0.0034(18) -0.0199(19) -0.011(2) C4 0.041(2) 0.040(2) 0.032(2) -0.0082(18) -0.0185(19) -0.0108(19) C5 0.034(2) 0.029(2) 0.027(2) -0.0053(16) -0.0131(17) -0.0038(16) C6 0.031(2) 0.0274(19) 0.0227(19) -0.0079(16) -0.0125(16) 0.0001(16) C7 0.030(2) 0.031(2) 0.0215(19) -0.0049(16) -0.0120(16) -0.0041(16) C8 0.048(3) 0.043(2) 0.022(2) 0.0009(18) -0.0104(18) -0.020(2) C9 0.047(3) 0.042(2) 0.041(2) -0.009(2) -0.018(2) -0.012(2) C10 0.062(3) 0.053(3) 0.051(3) -0.020(2) -0.025(2) -0.012(2) C11 0.054(3) 0.058(3) 0.036(2) -0.008(2) -0.013(2) -0.010(2) C12 0.042(3) 0.076(4) 0.039(3) -0.009(2) -0.014(2) -0.016(2) C13 0.054(3) 0.061(3) 0.035(2) -0.015(2) -0.011(2) -0.025(2) C14 0.065(4) 0.100(5) 0.080(4) -0.045(4) -0.029(3) 0.013(3) C15 0.033(2) 0.043(2) 0.036(2) -0.007(2) -0.0181(19) -0.0021(18) C16 0.030(2) 0.060(3) 0.029(2) -0.005(2) -0.0149(18) -0.004(2) C17 0.041(3) 0.085(4) 0.044(3) 0.011(3) -0.028(2) -0.024(3) C18 0.041(3) 0.097(4) 0.051(3) -0.008(3) -0.025(2) -0.026(3) C19 0.035(2) 0.065(3) 0.038(2) -0.003(2) -0.015(2) -0.020(2) C20 0.0215(19) 0.048(2) 0.023(2) -0.0101(18) -0.0055(16) -0.0038(17) C21 0.024(2) 0.046(2) 0.025(2) -0.0090(18) -0.0101(16) -0.0020(17) C22 0.045(3) 0.086(4) 0.028(2) 0.008(3) -0.006(2) 0.017(3) C23 0.086(4) 0.055(4) 0.059(4) 0.001(3) -0.002(3) 0.011(3) C24 0.179(8) 0.064(4) 0.068(5) -0.005(4) 0.001(5) 0.026(5) C25 0.178(11) 0.115(7) 0.054(5) 0.000(5) -0.003(6) 0.096(7) C26 0.092(6) 0.164(10) 0.047(4) 0.009(6) 0.007(4) 0.046(6) C27 0.063(4) 0.153(7) 0.049(4) 0.003(4) -0.012(3) 0.024(4) C29 0.029(2) 0.034(2) 0.032(2) -0.0093(18) -0.0124(18) -0.0085(17) C30 0.033(2) 0.0254(19) 0.0247(19) -0.0052(16) -0.0110(17) -0.0032(16) C31 0.042(2) 0.044(2) 0.029(2) -0.0152(19) -0.0116(19) -0.0103(19) C32 0.042(2) 0.046(3) 0.039(2) -0.016(2) -0.016(2) -0.014(2) C33 0.032(2) 0.035(2) 0.032(2) -0.0090(18) -0.0066(17) -0.0117(17) C34 0.034(2) 0.0226(19) 0.026(2) -0.0064(16) -0.0119(17) -0.0025(16) C35 0.032(2) 0.0223(18) 0.027(2) -0.0083(15) -0.0139(17) -0.0004(15) C36 0.030(2) 0.047(2) 0.021(2) -0.0119(18) -0.0024(16) -0.0073(18) C37 0.044(3) 0.066(3) 0.048(3) -0.024(2) -0.025(2) -0.003(2) C38 0.041(3) 0.064(3) 0.052(3) -0.016(2) -0.025(2) 0.001(2) C39 0.032(2) 0.050(3) 0.027(2) -0.0100(19) -0.0022(18) -0.0054(19) C40 0.040(2) 0.049(3) 0.040(2) -0.016(2) -0.009(2) -0.012(2) C41 0.037(2) 0.059(3) 0.033(2) -0.017(2) -0.0157(19) -0.007(2) C42 0.049(3) 0.050(3) 0.044(3) -0.001(2) -0.012(2) -0.008(2) C43 0.063(5) 0.109(7) 0.203(11) -0.034(7) -0.013(6) -0.008(4) C44 0.068(5) 0.053(4) 0.293(14) -0.037(6) -0.084(7) 0.002(3) C45 0.331(18) 0.045(4) 0.231(14) 0.002(7) -0.233(14) -0.020(7) C46 0.34(2) 0.141(10) 0.114(9) -0.019(7) -0.111(10) -0.075(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O7 1.960(2) 2_576 ? Zn1 O4 1.966(3) . ? Zn1 N1 2.051(3) . ? Zn1 Cl1 2.2337(11) . ? Zn2 O1 2.023(2) 2_576 ? Zn2 O1 2.073(2) . ? Zn2 N5 2.089(3) . ? Zn2 N3 2.099(3) . ? Zn2 O4 2.207(2) . ? Zn2 O7 2.229(2) . ? Zn2 Zn2 3.1403(8) 2_576 ? S1 O3 1.419(3) . ? S1 O2 1.422(3) . ? S1 N2 1.688(3) . ? S1 C8 1.737(4) . ? S2 O6 1.405(4) . ? S2 O5 1.407(3) . ? S2 N4 1.686(3) . ? S2 C22 1.774(6) . ? S3 O8 1.420(3) . ? S3 O9 1.424(3) . ? S3 N6 1.678(3) . ? S3 C36 1.734(4) . ? O1 C6 1.328(4) . ? O1 Zn2 2.023(2) 2_576 ? O4 C20 1.339(4) . ? O7 C34 1.334(4) . ? O7 Zn1 1.960(2) 2_576 ? O10 C45 1.384(11) . ? O10 C44 1.451(10) . ? N1 C1 1.298(5) . ? N1 C7 1.395(4) . ? N2 C1 1.377(4) . ? N2 C2 1.403(5) . ? N3 C15 1.298(5) . ? N3 C21 1.383(5) . ? N4 C15 1.369(5) . ? N4 C16 1.412(6) . ? N5 C29 1.290(5) . ? N5 C35 1.386(4) . ? N6 C29 1.388(4) . ? N6 C30 1.412(5) . ? C1 H1 0.9500 . ? C2 C3 1.379(5) . ? C2 C7 1.396(5) . ? C3 C4 1.382(5) . ? C3 H3 0.9500 . ? C4 C5 1.396(5) . ? C4 H4 0.9500 . ? C5 C6 1.391(5) . ? C5 H5 0.9500 . ? C6 C7 1.394(5) . ? C8 C13 1.380(6) . ? C8 C9 1.392(5) . ? C9 C10 1.369(6) . ? C9 H9 0.9500 . ? C10 C11 1.377(6) . ? C10 H10 0.9500 . ? C11 C12 1.387(6) . ? C11 C14 1.507(7) . ? C12 C13 1.373(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15 0.9500 . ? C16 C21 1.375(5) . ? C16 C17 1.395(6) . ? C17 C18 1.378(7) . ? C17 H17 0.9500 . ? C18 C19 1.406(6) . ? C18 H18 0.9500 . ? C19 C20 1.384(5) . ? C19 H19 0.9500 . ? C20 C21 1.392(5) . ? C22 C23 1.376(8) . ? C22 C27 1.379(7) . ? C23 C24 1.382(9) . ? C23 H23 0.9500 . ? C24 C25 1.389(12) . ? C24 H24 0.9500 . ? C25 C26 1.349(14) . ? C25 C28 1.582(14) . ? C26 C27 1.368(12) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29 0.9500 . ? C30 C31 1.378(5) . ? C30 C35 1.387(5) . ? C31 C32 1.384(5) . ? C31 H31 0.9500 . ? C32 C33 1.400(5) . ? C32 H32 0.9500 . ? C33 C34 1.387(5) . ? C33 H33 0.9500 . ? C34 C35 1.401(5) . ? C36 C41 1.379(5) . ? C36 C37 1.389(5) . ? C37 C38 1.368(6) . ? C37 H37 0.9500 . ? C38 C39 1.380(6) . ? C38 H38 0.9500 . ? C39 C40 1.388(6) . ? C39 C42 1.497(6) . ? C40 C41 1.382(6) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.507(12) . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.446(15) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? 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 O7 Zn1 O4 106.26(10) 2_576 . ? O7 Zn1 N1 110.54(11) 2_576 . ? O4 Zn1 N1 105.59(11) . . ? O7 Zn1 Cl1 114.27(8) 2_576 . ? O4 Zn1 Cl1 117.49(8) . . ? N1 Zn1 Cl1 102.25(9) . . ? O1 Zn2 O1 79.88(10) 2_576 . ? O1 Zn2 N5 164.67(10) 2_576 . ? O1 Zn2 N5 89.23(10) . . ? O1 Zn2 N3 91.85(10) 2_576 . ? O1 Zn2 N3 165.45(11) . . ? N5 Zn2 N3 100.94(12) . . ? O1 Zn2 O4 93.44(9) 2_576 . ? O1 Zn2 O4 87.01(9) . . ? N5 Zn2 O4 96.74(10) . . ? N3 Zn2 O4 81.53(11) . . ? O1 Zn2 O7 88.53(9) 2_576 . ? O1 Zn2 O7 91.02(9) . . ? N5 Zn2 O7 80.86(10) . . ? N3 Zn2 O7 100.79(11) . . ? O4 Zn2 O7 176.92(8) . . ? O1 Zn2 Zn2 40.52(6) 2_576 2_576 ? O1 Zn2 Zn2 39.36(6) . 2_576 ? N5 Zn2 Zn2 127.76(8) . 2_576 ? N3 Zn2 Zn2 131.27(9) . 2_576 ? O4 Zn2 Zn2 90.24(7) . 2_576 ? O7 Zn2 Zn2 89.72(7) . 2_576 ? O3 S1 O2 122.03(19) . . ? O3 S1 N2 105.41(17) . . ? O2 S1 N2 103.88(16) . . ? O3 S1 C8 109.91(18) . . ? O2 S1 C8 109.30(19) . . ? N2 S1 C8 104.72(18) . . ? O6 S2 O5 121.7(2) . . ? O6 S2 N4 104.8(2) . . ? O5 S2 N4 106.18(18) . . ? O6 S2 C22 110.0(3) . . ? O5 S2 C22 107.7(2) . . ? N4 S2 C22 105.2(2) . . ? O8 S3 O9 122.16(18) . . ? O8 S3 N6 106.16(17) . . ? O9 S3 N6 103.73(16) . . ? O8 S3 C36 109.67(18) . . ? O9 S3 C36 110.15(19) . . ? N6 S3 C36 103.01(17) . . ? C6 O1 Zn2 129.3(2) . 2_576 ? C6 O1 Zn2 130.3(2) . . ? Zn2 O1 Zn2 100.12(10) 2_576 . ? C20 O4 Zn1 125.9(2) . . ? C20 O4 Zn2 108.1(2) . . ? Zn1 O4 Zn2 115.78(11) . . ? C34 O7 Zn1 125.5(2) . 2_576 ? C34 O7 Zn2 107.8(2) . . ? Zn1 O7 Zn2 114.17(11) 2_576 . ? C45 O10 C44 114.7(8) . . ? C1 N1 C7 106.7(3) . . ? C1 N1 Zn1 127.2(3) . . ? C7 N1 Zn1 126.0(2) . . ? C1 N2 C2 107.4(3) . . ? C1 N2 S1 124.5(3) . . ? C2 N2 S1 128.0(3) . . ? C15 N3 C21 106.4(3) . . ? C15 N3 Zn2 145.6(3) . . ? C21 N3 Zn2 106.4(2) . . ? C15 N4 C16 107.2(3) . . ? C15 N4 S2 124.1(3) . . ? C16 N4 S2 128.7(3) . . ? C29 N5 C35 106.2(3) . . ? C29 N5 Zn2 143.1(3) . . ? C35 N5 Zn2 106.5(2) . . ? C29 N6 C30 107.2(3) . . ? C29 N6 S3 124.4(3) . . ? C30 N6 S3 128.0(2) . . ? N1 C1 N2 111.8(3) . . ? N1 C1 H1 124.1 . . ? N2 C1 H1 124.1 . . ? C3 C2 C7 121.6(3) . . ? C3 C2 N2 134.0(3) . . ? C7 C2 N2 104.4(3) . . ? C2 C3 C4 116.0(3) . . ? C2 C3 H3 122.0 . . ? C4 C3 H3 122.0 . . ? C3 C4 C5 122.7(3) . . ? C3 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? C6 C5 C4 121.8(3) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? O1 C6 C5 125.4(3) . . ? O1 C6 C7 119.6(3) . . ? C5 C6 C7 115.0(3) . . ? C6 C7 N1 127.4(3) . . ? C6 C7 C2 122.9(3) . . ? N1 C7 C2 109.7(3) . . ? C13 C8 C9 120.2(4) . . ? C13 C8 S1 119.6(3) . . ? C9 C8 S1 120.2(3) . . ? C10 C9 C8 119.2(4) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 121.6(4) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C12 118.5(4) . . ? C10 C11 C14 121.2(4) . . ? C12 C11 C14 120.2(4) . . ? C13 C12 C11 121.0(4) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C8 119.6(4) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 N4 111.7(4) . . ? N3 C15 H15 124.2 . . ? N4 C15 H15 124.2 . . ? C21 C16 C17 121.8(4) . . ? C21 C16 N4 103.9(3) . . ? C17 C16 N4 134.2(4) . . ? C18 C17 C16 114.3(4) . . ? C18 C17 H17 122.8 . . ? C16 C17 H17 122.8 . . ? C17 C18 C19 124.3(4) . . ? C17 C18 H18 117.8 . . ? C19 C18 H18 117.8 . . ? C20 C19 C18 120.5(4) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? O4 C20 C19 127.2(4) . . ? O4 C20 C21 117.8(3) . . ? C19 C20 C21 115.0(4) . . ? C16 C21 N3 110.8(4) . . ? C16 C21 C20 124.0(4) . . ? N3 C21 C20 125.1(3) . . ? C23 C22 C27 122.0(6) . . ? C23 C22 S2 119.2(4) . . ? C27 C22 S2 118.7(6) . . ? C22 C23 C24 118.3(7) . . ? C22 C23 H23 120.8 . . ? C24 C23 H23 120.8 . . ? C23 C24 C25 118.2(9) . . ? C23 C24 H24 120.9 . . ? C25 C24 H24 120.9 . . ? C26 C25 C24 123.3(9) . . ? C26 C25 C28 122.6(11) . . ? C24 C25 C28 113.8(12) . . ? C25 C26 C27 118.3(8) . . ? C25 C26 H26 120.9 . . ? C27 C26 H26 120.9 . . ? C26 C27 C22 119.7(8) . . ? C26 C27 H27 120.1 . . ? C22 C27 H27 120.1 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N5 C29 N6 111.9(3) . . ? N5 C29 H29 124.0 . . ? N6 C29 H29 124.0 . . ? C31 C30 C35 122.5(3) . . ? C31 C30 N6 134.1(3) . . ? C35 C30 N6 103.3(3) . . ? C30 C31 C32 114.1(3) . . ? C30 C31 H31 122.9 . . ? C32 C31 H31 122.9 . . ? C31 C32 C33 124.5(4) . . ? C31 C32 H32 117.8 . . ? C33 C32 H32 117.8 . . ? C34 C33 C32 121.0(4) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? O7 C34 C33 128.4(3) . . ? O7 C34 C35 116.9(3) . . ? C33 C34 C35 114.6(3) . . ? N5 C35 C30 111.4(3) . . ? N5 C35 C34 125.1(3) . . ? C30 C35 C34 123.2(3) . . ? C41 C36 C37 120.4(4) . . ? C41 C36 S3 120.0(3) . . ? C37 C36 S3 119.6(3) . . ? C38 C37 C36 119.4(4) . . ? C38 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? C37 C38 C39 121.9(4) . . ? C37 C38 H38 119.0 . . ? C39 C38 H38 119.0 . . ? C38 C39 C40 117.7(4) . . ? C38 C39 C42 121.1(4) . . ? C40 C39 C42 121.2(4) . . ? C41 C40 C39 121.8(4) . . ? C41 C40 H40 119.1 . . ? C39 C40 H40 119.1 . . ? C36 C41 C40 118.9(4) . . ? C36 C41 H41 120.6 . . ? C40 C41 H41 120.6 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C44 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? O10 C44 C43 109.6(6) . . ? O10 C44 H44A 109.8 . . ? C43 C44 H44A 109.8 . . ? O10 C44 H44B 109.8 . . ? C43 C44 H44B 109.8 . . ? H44A C44 H44B 108.2 . . ? O10 C45 C46 112.9(10) . . ? O10 C45 H45A 109.0 . . ? C46 C45 H45A 109.0 . . ? O10 C45 H45B 109.0 . . ? C46 C45 H45B 109.0 . . ? H45A C45 H45B 107.8 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.876 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.134 data_co(acac)2(zbg-1)2 _database_code_depnum_ccdc_archive 'CCDC 840786' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H38 Co N4 O10 S2' _chemical_formula_weight 833.77 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.764(2) _cell_length_b 11.592(2) _cell_length_c 15.174(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.642(2) _cell_angle_gamma 90.00 _cell_volume 1839.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23543 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 27.73 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 866 _exptl_absorpt_coefficient_mu 0.646 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6179 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512X512 _diffrn_reflns_number 23543 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0310 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 27.73 _reflns_number_total 4218 _reflns_number_gt 3609 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+1.3132P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4218 _refine_ls_number_parameters 256 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0948 _refine_ls_wR_factor_gt 0.0905 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.0000 0.5000 0.0000 0.01494(10) Uani 1 2 d S . . S2 S 0.23230(5) 0.14344(4) -0.08012(3) 0.02336(12) Uani 1 1 d . . . O1 O 0.37991(13) 0.59872(12) 0.13278(9) 0.0264(3) Uani 1 1 d . . . O2 O 0.34417(15) 0.12226(13) -0.11368(10) 0.0317(3) Uani 1 1 d . . . O3 O 0.10878(15) 0.13033(12) -0.13923(9) 0.0310(3) Uani 1 1 d . . . O4 O -0.01702(12) 0.34269(11) 0.05651(8) 0.0183(3) Uani 1 1 d . . . O5 O -0.01312(12) 0.58022(11) 0.11606(8) 0.0188(3) Uani 1 1 d . . . N1 N 0.21178(14) 0.50611(13) 0.04651(10) 0.0184(3) Uani 1 1 d . . . N2 N 0.23490(16) 0.27618(14) -0.04389(11) 0.0220(3) Uani 1 1 d . . . H2N H 0.160(2) 0.306(2) -0.0553(15) 0.026 Uiso 1 1 d . . . C1 C 0.25322(18) 0.59650(17) 0.09383(13) 0.0237(4) Uani 1 1 d . . . H1 H 0.1980 0.6580 0.1009 0.028 Uiso 1 1 calc R . . C2 C 0.42515(19) 0.49589(17) 0.10631(13) 0.0229(4) Uani 1 1 d . . . C3 C 0.54864(19) 0.45568(19) 0.12798(14) 0.0282(4) Uani 1 1 d . . . H3 H 0.6173 0.4973 0.1653 0.034 Uiso 1 1 calc R . . C4 C 0.56457(19) 0.34948(19) 0.09083(15) 0.0301(5) Uani 1 1 d . . . H4 H 0.6476 0.3163 0.1039 0.036 Uiso 1 1 calc R . . C5 C 0.46400(19) 0.28848(18) 0.03488(14) 0.0267(4) Uani 1 1 d . . . H5 H 0.4809 0.2162 0.0106 0.032 Uiso 1 1 calc R . . C6 C 0.33976(18) 0.33139(16) 0.01406(12) 0.0205(4) Uani 1 1 d . . . C7 C 0.32172(17) 0.43807(16) 0.05224(12) 0.0187(4) Uani 1 1 d . . . C8 C 0.24303(19) 0.05564(16) 0.01602(12) 0.0217(4) Uani 1 1 d . . . C9 C 0.33595(18) -0.02882(17) 0.03711(13) 0.0220(4) Uani 1 1 d . . . H9 H 0.3975 -0.0371 0.0018 0.026 Uiso 1 1 calc R . . C10 C 0.33863(18) -0.10172(17) 0.11051(13) 0.0233(4) Uani 1 1 d . . . H10 H 0.4024 -0.1599 0.1251 0.028 Uiso 1 1 calc R . . C11 C 0.24892(18) -0.09030(16) 0.16277(12) 0.0219(4) Uani 1 1 d . . . C12 C 0.1563(2) -0.00423(19) 0.13968(15) 0.0312(5) Uani 1 1 d . . . H12 H 0.0942 0.0041 0.1746 0.037 Uiso 1 1 calc R . . C13 C 0.1524(2) 0.06920(19) 0.06740(15) 0.0323(5) Uani 1 1 d . . . H13 H 0.0892 0.1278 0.0530 0.039 Uiso 1 1 calc R . . C14 C 0.2504(2) -0.16727(18) 0.24307(13) 0.0268(4) Uani 1 1 d . . . H14A H 0.3056 -0.2340 0.2411 0.040 Uiso 1 1 calc R . . H14B H 0.1634 -0.1938 0.2411 0.040 Uiso 1 1 calc R . . H14C H 0.2833 -0.1241 0.2992 0.040 Uiso 1 1 calc R . . C15 C -0.09937(19) 0.20698(16) 0.14526(14) 0.0242(4) Uani 1 1 d . . . H15A H -0.1346 0.1661 0.0883 0.036 Uiso 1 1 calc R . . H15B H -0.1630 0.2085 0.1820 0.036 Uiso 1 1 calc R . . H15C H -0.0223 0.1672 0.1788 0.036 Uiso 1 1 calc R . . C16 C -0.06574(16) 0.32935(16) 0.12469(12) 0.0181(4) Uani 1 1 d . . . C17 C -0.08606(18) 0.41614(16) 0.18362(12) 0.0204(4) Uani 1 1 d . . . H17 H -0.1259 0.3939 0.2306 0.024 Uiso 1 1 calc R . . C18 C -0.05349(17) 0.53250(16) 0.18015(12) 0.0187(4) Uani 1 1 d . . . C19 C -0.0623(2) 0.60968(18) 0.25845(13) 0.0290(5) Uani 1 1 d . . . H19A H 0.0239 0.6299 0.2928 0.044 Uiso 1 1 calc R . . H19B H -0.1077 0.5692 0.2982 0.044 Uiso 1 1 calc R . . H19C H -0.1090 0.6801 0.2352 0.044 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.01770(18) 0.01507(17) 0.01338(16) -0.00025(12) 0.00634(12) 0.00122(12) S2 0.0336(3) 0.0183(2) 0.0206(2) -0.00072(17) 0.01136(19) 0.00508(19) O1 0.0231(7) 0.0273(7) 0.0281(7) -0.0048(6) 0.0048(6) -0.0030(6) O2 0.0455(9) 0.0277(8) 0.0285(7) 0.0025(6) 0.0219(7) 0.0095(7) O3 0.0439(9) 0.0236(7) 0.0240(7) -0.0027(6) 0.0049(6) 0.0017(6) O4 0.0204(6) 0.0182(6) 0.0180(6) 0.0007(5) 0.0080(5) 0.0019(5) O5 0.0227(7) 0.0195(6) 0.0158(6) -0.0013(5) 0.0080(5) 0.0014(5) N1 0.0192(8) 0.0195(8) 0.0180(7) 0.0002(6) 0.0073(6) 0.0017(6) N2 0.0219(8) 0.0179(8) 0.0268(8) -0.0011(6) 0.0068(7) 0.0047(6) C1 0.0227(10) 0.0247(10) 0.0242(9) -0.0039(8) 0.0066(8) 0.0003(8) C2 0.0253(10) 0.0240(10) 0.0207(9) 0.0039(7) 0.0079(8) -0.0015(8) C3 0.0207(10) 0.0347(11) 0.0278(10) 0.0081(9) 0.0031(8) -0.0032(8) C4 0.0190(10) 0.0345(11) 0.0367(11) 0.0136(9) 0.0063(8) 0.0054(8) C5 0.0257(10) 0.0230(10) 0.0334(10) 0.0075(8) 0.0112(8) 0.0065(8) C6 0.0236(9) 0.0197(9) 0.0202(8) 0.0055(7) 0.0092(7) 0.0014(7) C7 0.0183(9) 0.0217(9) 0.0176(8) 0.0064(7) 0.0070(7) 0.0032(7) C8 0.0279(10) 0.0175(9) 0.0211(9) -0.0011(7) 0.0084(8) 0.0022(7) C9 0.0198(9) 0.0216(9) 0.0265(9) -0.0028(7) 0.0093(8) 0.0004(7) C10 0.0228(9) 0.0193(9) 0.0280(9) 0.0004(8) 0.0065(8) 0.0026(7) C11 0.0236(9) 0.0197(9) 0.0225(9) -0.0023(7) 0.0054(7) -0.0021(7) C12 0.0330(11) 0.0339(12) 0.0319(11) 0.0052(9) 0.0182(9) 0.0102(9) C13 0.0355(12) 0.0330(11) 0.0334(11) 0.0073(9) 0.0182(9) 0.0154(9) C14 0.0313(11) 0.0256(10) 0.0244(9) 0.0003(8) 0.0083(8) -0.0005(8) C15 0.0240(10) 0.0208(9) 0.0306(10) 0.0048(8) 0.0118(8) 0.0010(7) C16 0.0131(8) 0.0207(9) 0.0198(8) 0.0043(7) 0.0022(7) 0.0027(7) C17 0.0218(9) 0.0251(10) 0.0168(8) 0.0042(7) 0.0095(7) 0.0022(7) C18 0.0177(9) 0.0222(9) 0.0168(8) 0.0009(7) 0.0052(7) 0.0051(7) C19 0.0460(13) 0.0246(10) 0.0208(9) -0.0002(8) 0.0164(9) 0.0051(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O5 2.0257(12) 3_565 ? Co1 O5 2.0257(12) . ? Co1 O4 2.0416(13) . ? Co1 O4 2.0416(13) 3_565 ? Co1 N1 2.2228(16) . ? Co1 N1 2.2228(16) 3_565 ? S2 O3 1.4257(16) . ? S2 O2 1.4348(15) . ? S2 N2 1.6320(17) . ? S2 C8 1.7602(19) . ? O1 C1 1.353(2) . ? O1 C2 1.383(2) . ? O4 C16 1.275(2) . ? O5 C18 1.281(2) . ? N1 C1 1.289(2) . ? N1 C7 1.408(2) . ? N2 C6 1.410(2) . ? N2 H2N 0.85(2) . ? C1 H1 0.9500 . ? C2 C3 1.373(3) . ? C2 C7 1.390(3) . ? C3 C4 1.381(3) . ? C3 H3 0.9500 . ? C4 C5 1.400(3) . ? C4 H4 0.9500 . ? C5 C6 1.392(3) . ? C5 H5 0.9500 . ? C6 C7 1.398(3) . ? C8 C9 1.382(3) . ? C8 C13 1.394(3) . ? C9 C10 1.393(3) . ? C9 H9 0.9500 . ? C10 C11 1.393(3) . ? C10 H10 0.9500 . ? C11 C12 1.396(3) . ? C11 C14 1.507(3) . ? C12 C13 1.381(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.515(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.397(3) . ? C17 C18 1.398(3) . ? C17 H17 0.9500 . ? C18 C19 1.508(3) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Co1 O5 180.00(7) 3_565 . ? O5 Co1 O4 89.24(5) 3_565 . ? O5 Co1 O4 90.76(5) . . ? O5 Co1 O4 90.76(5) 3_565 3_565 ? O5 Co1 O4 89.24(5) . 3_565 ? O4 Co1 O4 180.0 . 3_565 ? O5 Co1 N1 90.81(5) 3_565 . ? O5 Co1 N1 89.19(5) . . ? O4 Co1 N1 94.70(5) . . ? O4 Co1 N1 85.30(5) 3_565 . ? O5 Co1 N1 89.19(5) 3_565 3_565 ? O5 Co1 N1 90.81(5) . 3_565 ? O4 Co1 N1 85.30(5) . 3_565 ? O4 Co1 N1 94.70(5) 3_565 3_565 ? N1 Co1 N1 180.0 . 3_565 ? O3 S2 O2 119.64(9) . . ? O3 S2 N2 104.58(9) . . ? O2 S2 N2 109.38(9) . . ? O3 S2 C8 109.20(9) . . ? O2 S2 C8 107.38(9) . . ? N2 S2 C8 105.86(9) . . ? C1 O1 C2 104.15(15) . . ? C16 O4 Co1 122.96(11) . . ? C18 O5 Co1 124.59(12) . . ? C1 N1 C7 104.23(15) . . ? C1 N1 Co1 113.39(12) . . ? C7 N1 Co1 141.81(12) . . ? C6 N2 S2 125.84(14) . . ? C6 N2 H2N 121.3(16) . . ? S2 N2 H2N 111.8(16) . . ? N1 C1 O1 116.08(17) . . ? N1 C1 H1 122.0 . . ? O1 C1 H1 122.0 . . ? C3 C2 O1 127.62(18) . . ? C3 C2 C7 124.97(19) . . ? O1 C2 C7 107.42(16) . . ? C2 C3 C4 114.27(19) . . ? C2 C3 H3 122.9 . . ? C4 C3 H3 122.9 . . ? C3 C4 C5 123.03(19) . . ? C3 C4 H4 118.5 . . ? C5 C4 H4 118.5 . . ? C6 C5 C4 121.43(19) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 116.23(18) . . ? C5 C6 N2 124.36(18) . . ? C7 C6 N2 119.39(17) . . ? C2 C7 C6 120.06(17) . . ? C2 C7 N1 108.12(16) . . ? C6 C7 N1 131.82(17) . . ? C9 C8 C13 120.93(18) . . ? C9 C8 S2 120.26(15) . . ? C13 C8 S2 118.73(15) . . ? C8 C9 C10 119.49(18) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C9 C10 C11 120.74(18) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C10 C11 C12 118.38(18) . . ? C10 C11 C14 121.81(18) . . ? C12 C11 C14 119.80(18) . . ? C13 C12 C11 121.7(2) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C8 118.75(19) . . ? C12 C13 H13 120.6 . . ? C8 C13 H13 120.6 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O4 C16 C17 126.05(17) . . ? O4 C16 C15 116.42(16) . . ? C17 C16 C15 117.48(16) . . ? C16 C17 C18 126.32(17) . . ? C16 C17 H17 116.8 . . ? C18 C17 H17 116.8 . . ? O5 C18 C17 125.34(17) . . ? O5 C18 C19 115.96(17) . . ? C17 C18 C19 118.67(17) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? 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 N2 H2N O5 0.85(2) 2.10(2) 2.904(2) 157(2) 3_565 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.73 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.168 _refine_diff_density_min -0.428 _refine_diff_density_rms 0.063 data_ni(acac)2(zbg-1)2 _database_code_depnum_ccdc_archive 'CCDC 840787' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H38 N4 Ni O10 S2' _chemical_formula_weight 833.55 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.6601(7) _cell_length_b 11.6640(7) _cell_length_c 15.1089(9) _cell_angle_alpha 90.00 _cell_angle_beta 103.4680(10) _cell_angle_gamma 90.00 _cell_volume 1827.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 14427 _cell_measurement_theta_min 2.12 _cell_measurement_theta_max 27.55 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 0.711 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8096 _exptl_absorpt_correction_T_max 0.9070 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 14427 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 27.55 _reflns_number_total 4073 _reflns_number_gt 3495 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0269P)^2^+1.3127P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4073 _refine_ls_number_parameters 256 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0421 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0826 _refine_ls_wR_factor_gt 0.0763 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.024 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.5000 0.0000 0.0000 0.01367(9) Uani 1 2 d S . . S1 S 0.73143(5) -0.35506(4) -0.08035(3) 0.02032(12) Uani 1 1 d . . . O1 O 0.87693(13) 0.09864(11) 0.13252(9) 0.0228(3) Uani 1 1 d . . . O2 O 0.60722(15) -0.36851(12) -0.14041(10) 0.0268(3) Uani 1 1 d . . . O3 O 0.84489(15) -0.37463(12) -0.11395(10) 0.0275(3) Uani 1 1 d . . . O4 O 0.51697(12) 0.15623(11) -0.05482(9) 0.0168(3) Uani 1 1 d . . . O5 O 0.51505(12) -0.08085(11) -0.11443(8) 0.0168(3) Uani 1 1 d . . . N1 N 0.70709(15) 0.00553(13) 0.04752(11) 0.0166(3) Uani 1 1 d . . . N2 N 0.73259(16) -0.22399(13) -0.04273(11) 0.0188(3) Uani 1 1 d . . . H2N H 0.661(2) -0.1938(19) -0.0553(15) 0.023 Uiso 1 1 d . . . C1 C 0.74892(18) 0.09583(17) 0.09421(13) 0.0208(4) Uani 1 1 d . . . H1 H 0.6931 0.1569 0.1013 0.025 Uiso 1 1 calc R . . C2 C 0.92237(19) -0.00390(16) 0.10589(13) 0.0192(4) Uani 1 1 d . . . C3 C 1.04764(19) -0.04288(18) 0.12784(14) 0.0244(4) Uani 1 1 d . . . H3 H 1.1166 -0.0006 0.1647 0.029 Uiso 1 1 calc R . . C4 C 1.06416(19) -0.14902(18) 0.09145(15) 0.0259(5) Uani 1 1 d . . . H4 H 1.1480 -0.1818 0.1046 0.031 Uiso 1 1 calc R . . C5 C 0.96283(19) -0.21013(17) 0.03625(14) 0.0229(4) Uani 1 1 d . . . H5 H 0.9802 -0.2824 0.0126 0.028 Uiso 1 1 calc R . . C6 C 0.83687(18) -0.16824(16) 0.01481(13) 0.0178(4) Uani 1 1 d . . . C7 C 0.81822(17) -0.06192(15) 0.05271(12) 0.0160(4) Uani 1 1 d . . . C8 C 0.74269(18) -0.44386(16) 0.01555(13) 0.0191(4) Uani 1 1 d . . . C9 C 0.83431(18) -0.52956(16) 0.03481(14) 0.0199(4) Uani 1 1 d . . . H9 H 0.8952 -0.5386 -0.0017 0.024 Uiso 1 1 calc R . . C10 C 0.83683(18) -0.60254(16) 0.10797(13) 0.0200(4) Uani 1 1 d . . . H10 H 0.9002 -0.6613 0.1217 0.024 Uiso 1 1 calc R . . C11 C 0.74728(18) -0.59027(16) 0.16134(13) 0.0198(4) Uani 1 1 d . . . C12 C 0.6559(2) -0.50279(18) 0.14017(15) 0.0272(5) Uani 1 1 d . . . H12 H 0.5944 -0.4937 0.1762 0.033 Uiso 1 1 calc R . . C13 C 0.6528(2) -0.42944(18) 0.06831(15) 0.0282(5) Uani 1 1 d . . . H13 H 0.5903 -0.3700 0.0549 0.034 Uiso 1 1 calc R . . C14 C 0.7482(2) -0.66779(17) 0.24128(14) 0.0231(4) Uani 1 1 d . . . H14A H 0.8028 -0.7346 0.2383 0.035 Uiso 1 1 calc R . . H14B H 0.6600 -0.6933 0.2395 0.035 Uiso 1 1 calc R . . H14C H 0.7823 -0.6259 0.2980 0.035 Uiso 1 1 calc R . . C15 C 0.59718(19) 0.29096(16) -0.14555(14) 0.0224(4) Uani 1 1 d . . . H15A H 0.5200 0.3293 -0.1811 0.034 Uiso 1 1 calc R . . H15B H 0.6637 0.2893 -0.1807 0.034 Uiso 1 1 calc R . . H15C H 0.6297 0.3329 -0.0886 0.034 Uiso 1 1 calc R . . C16 C 0.56359(17) 0.16975(16) -0.12428(13) 0.0168(4) Uani 1 1 d . . . C17 C 0.58294(18) 0.08311(16) -0.18436(13) 0.0193(4) Uani 1 1 d . . . H17 H 0.6206 0.1057 -0.2328 0.023 Uiso 1 1 calc R . . C18 C 0.55256(17) -0.03214(16) -0.18007(13) 0.0175(4) Uani 1 1 d . . . C19 C 0.5607(2) -0.10925(17) -0.25869(13) 0.0262(5) Uani 1 1 d . . . H19A H 0.6079 -0.1792 -0.2355 0.039 Uiso 1 1 calc R . . H19B H 0.6060 -0.0692 -0.2991 0.039 Uiso 1 1 calc R . . H19C H 0.4735 -0.1294 -0.2926 0.039 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01576(17) 0.01372(17) 0.01226(18) -0.00010(12) 0.00470(13) 0.00163(12) S1 0.0281(3) 0.0165(2) 0.0177(3) -0.00058(18) 0.0082(2) 0.00455(19) O1 0.0202(7) 0.0224(7) 0.0243(8) -0.0043(6) 0.0025(6) -0.0021(6) O2 0.0356(8) 0.0218(7) 0.0201(8) -0.0030(6) 0.0008(6) 0.0018(6) O3 0.0387(9) 0.0243(7) 0.0247(8) 0.0018(6) 0.0181(7) 0.0082(6) O4 0.0193(6) 0.0169(6) 0.0151(7) 0.0008(5) 0.0058(5) 0.0022(5) O5 0.0197(6) 0.0174(6) 0.0141(7) -0.0003(5) 0.0058(5) 0.0018(5) N1 0.0175(8) 0.0171(8) 0.0159(8) 0.0007(6) 0.0052(6) 0.0015(6) N2 0.0199(8) 0.0157(8) 0.0206(9) -0.0003(6) 0.0042(7) 0.0052(6) C1 0.0191(9) 0.0217(10) 0.0207(10) -0.0025(8) 0.0032(8) 0.0009(8) C2 0.0231(10) 0.0195(9) 0.0158(10) 0.0028(7) 0.0058(8) 0.0002(7) C3 0.0177(9) 0.0298(11) 0.0241(11) 0.0056(9) 0.0018(8) -0.0022(8) C4 0.0153(9) 0.0305(11) 0.0317(12) 0.0113(9) 0.0051(8) 0.0060(8) C5 0.0219(10) 0.0204(10) 0.0279(11) 0.0068(8) 0.0087(9) 0.0064(8) C6 0.0190(9) 0.0191(9) 0.0162(10) 0.0033(7) 0.0061(8) 0.0009(7) C7 0.0160(8) 0.0178(9) 0.0152(9) 0.0040(7) 0.0059(7) 0.0018(7) C8 0.0245(10) 0.0154(9) 0.0181(10) -0.0007(7) 0.0063(8) 0.0014(8) C9 0.0206(9) 0.0180(9) 0.0227(11) -0.0033(8) 0.0083(8) 0.0003(7) C10 0.0185(9) 0.0173(9) 0.0236(11) -0.0004(8) 0.0034(8) 0.0019(7) C11 0.0225(9) 0.0172(9) 0.0194(10) -0.0023(8) 0.0042(8) -0.0022(8) C12 0.0292(11) 0.0299(11) 0.0261(12) 0.0029(9) 0.0138(9) 0.0080(9) C13 0.0313(11) 0.0282(11) 0.0287(12) 0.0083(9) 0.0145(9) 0.0145(9) C14 0.0273(10) 0.0211(10) 0.0211(11) 0.0005(8) 0.0061(8) 0.0004(8) C15 0.0242(10) 0.0194(10) 0.0255(11) 0.0030(8) 0.0100(9) 0.0009(8) C16 0.0131(8) 0.0193(9) 0.0170(10) 0.0043(7) 0.0014(7) 0.0035(7) C17 0.0204(9) 0.0232(10) 0.0163(10) 0.0028(8) 0.0081(8) 0.0024(8) C18 0.0158(8) 0.0232(10) 0.0130(9) 0.0012(7) 0.0023(7) 0.0039(7) C19 0.0419(12) 0.0229(10) 0.0161(10) -0.0002(8) 0.0117(9) 0.0039(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O5 2.0083(12) . ? Ni1 O5 2.0084(12) 3_655 ? Ni1 O4 2.0271(12) . ? Ni1 O4 2.0271(12) 3_655 ? Ni1 N1 2.1575(16) . ? Ni1 N1 2.1575(16) 3_655 ? S1 O2 1.4288(16) . ? S1 O3 1.4348(13) . ? S1 N2 1.6300(16) . ? S1 C8 1.7622(19) . ? O1 C1 1.353(2) . ? O1 C2 1.385(2) . ? O4 C16 1.271(2) . ? O5 C18 1.285(2) . ? N1 C1 1.288(2) . ? N1 C7 1.409(2) . ? N2 C6 1.402(3) . ? N2 H2N 0.82(2) . ? C1 H1 0.9500 . ? C2 C3 1.376(3) . ? C2 C7 1.386(3) . ? C3 C4 1.382(3) . ? C3 H3 0.9500 . ? C4 C5 1.397(3) . ? C4 H4 0.9500 . ? C5 C6 1.394(3) . ? C5 H5 0.9500 . ? C6 C7 1.399(3) . ? C8 C9 1.380(3) . ? C8 C13 1.392(2) . ? C9 C10 1.390(3) . ? C9 H9 0.9500 . ? C10 C11 1.393(2) . ? C10 H10 0.9500 . ? C11 C12 1.396(3) . ? C11 C14 1.507(3) . ? C12 C13 1.377(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.511(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.405(3) . ? C17 C18 1.388(3) . ? C17 H17 0.9500 . ? C18 C19 1.509(3) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Ni1 O5 180.00(3) . 3_655 ? O5 Ni1 O4 92.16(5) . . ? O5 Ni1 O4 87.84(5) 3_655 . ? O5 Ni1 O4 87.84(5) . 3_655 ? O5 Ni1 O4 92.16(5) 3_655 3_655 ? O4 Ni1 O4 180.0 . 3_655 ? O5 Ni1 N1 91.13(5) . . ? O5 Ni1 N1 88.87(5) 3_655 . ? O4 Ni1 N1 85.83(5) . . ? O4 Ni1 N1 94.17(5) 3_655 . ? O5 Ni1 N1 88.87(5) . 3_655 ? O5 Ni1 N1 91.13(5) 3_655 3_655 ? O4 Ni1 N1 94.17(5) . 3_655 ? O4 Ni1 N1 85.83(5) 3_655 3_655 ? N1 Ni1 N1 180.0 . 3_655 ? O2 S1 O3 119.38(9) . . ? O2 S1 N2 104.78(9) . . ? O3 S1 N2 109.51(9) . . ? O2 S1 C8 109.47(9) . . ? O3 S1 C8 107.20(9) . . ? N2 S1 C8 105.73(9) . . ? C1 O1 C2 103.95(15) . . ? C16 O4 Ni1 122.55(11) . . ? C18 O5 Ni1 123.95(12) . . ? C1 N1 C7 104.28(16) . . ? C1 N1 Ni1 113.80(12) . . ? C7 N1 Ni1 141.60(13) . . ? C6 N2 S1 126.30(14) . . ? C6 N2 H2N 120.2(16) . . ? S1 N2 H2N 113.1(16) . . ? N1 C1 O1 116.11(17) . . ? N1 C1 H1 121.9 . . ? O1 C1 H1 121.9 . . ? C3 C2 O1 126.93(19) . . ? C3 C2 C7 125.43(18) . . ? O1 C2 C7 107.64(16) . . ? C2 C3 C4 113.98(19) . . ? C2 C3 H3 123.0 . . ? C4 C3 H3 123.0 . . ? C3 C4 C5 122.82(18) . . ? C3 C4 H4 118.6 . . ? C5 C4 H4 118.6 . . ? C6 C5 C4 121.93(18) . . ? C6 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? C5 C6 C7 115.87(18) . . ? C5 C6 N2 124.28(17) . . ? C7 C6 N2 119.82(16) . . ? C2 C7 C6 119.93(16) . . ? C2 C7 N1 108.01(16) . . ? C6 C7 N1 132.05(18) . . ? C9 C8 C13 120.96(18) . . ? C9 C8 S1 120.55(13) . . ? C13 C8 S1 118.40(15) . . ? C8 C9 C10 119.51(16) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C9 C10 C11 120.55(18) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C10 C11 C12 118.59(18) . . ? C10 C11 C14 121.67(17) . . ? C12 C11 C14 119.73(16) . . ? C13 C12 C11 121.48(17) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C12 C13 C8 118.90(18) . . ? C12 C13 H13 120.6 . . ? C8 C13 H13 120.6 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O4 C16 C17 126.05(17) . . ? O4 C16 C15 116.69(16) . . ? C17 C16 C15 117.24(15) . . ? C18 C17 C16 126.54(16) . . ? C18 C17 H17 116.7 . . ? C16 C17 H17 116.7 . . ? O5 C18 C17 125.62(17) . . ? O5 C18 C19 115.44(17) . . ? C17 C18 C19 118.94(16) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? 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 N2 H2N O5 0.82(2) 2.08(2) 2.858(2) 159(2) . _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.329 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.063 data_cu(oac)2(zbg-1)2 _database_code_depnum_ccdc_archive 'CCDC 840788' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H36 Cu2 N4 O14 S2' _chemical_formula_weight 939.89 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' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1836(4) _cell_length_b 14.1253(8) _cell_length_c 17.2139(9) _cell_angle_alpha 81.6850(10) _cell_angle_beta 78.7190(10) _cell_angle_gamma 80.1590(10) _cell_volume 1909.93(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 22099 _cell_measurement_theta_min 1.21 _cell_measurement_theta_max 24.10 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 1.298 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7374 _exptl_absorpt_correction_T_max 0.9499 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 22099 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0314 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 24.10 _reflns_number_total 6061 _reflns_number_gt 5280 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0469P)^2^+1.6727P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6061 _refine_ls_number_parameters 535 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0390 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0975 _refine_ls_wR_factor_gt 0.0808 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.143 _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 Cu1 Cu 0.04040(4) 0.44544(2) 0.44139(2) 0.01373(11) Uani 1 1 d . . . Cu2 Cu 0.52822(5) 1.08019(3) 0.45675(2) 0.01869(12) Uani 1 1 d . . . S1 S 0.36386(10) 0.59269(6) 0.19363(5) 0.01976(19) Uani 1 1 d . . . S2 S 0.95110(12) 1.03515(6) 0.20262(5) 0.0299(2) Uani 1 1 d . . . O1 O 0.1764(3) 0.19100(15) 0.32189(12) 0.0183(5) Uani 1 1 d . . . O2 O 0.5245(3) 0.58231(17) 0.14206(13) 0.0277(6) Uani 1 1 d . . . O3 O 0.3224(3) 0.66892(16) 0.24368(13) 0.0274(6) Uani 1 1 d . . . O4 O 0.5508(3) 1.37682(15) 0.38205(12) 0.0181(5) Uani 1 1 d . . . O5 O 1.1179(3) 1.06005(18) 0.18523(16) 0.0379(6) Uani 1 1 d . . . O6 O 0.9239(4) 0.93900(17) 0.23533(15) 0.0425(7) Uani 1 1 d . . . O7 O -0.0733(3) 0.55128(15) 0.37445(12) 0.0188(5) Uani 1 1 d . . . O8 O -0.1405(3) 0.64385(15) 0.47462(12) 0.0183(5) Uani 1 1 d . . . O9 O -0.1705(3) 0.39236(15) 0.48143(12) 0.0190(5) Uani 1 1 d . . . O10 O -0.2345(3) 0.48438(15) 0.58157(12) 0.0177(5) Uani 1 1 d . . . O11 O 0.7628(3) 1.01728(18) 0.43503(17) 0.0397(7) Uani 1 1 d . . . O12 O 0.7144(3) 0.87860(15) 0.50863(13) 0.0209(5) Uani 1 1 d . . . O13 O 0.5683(3) 1.11859(17) 0.55646(14) 0.0297(6) Uani 1 1 d . . . O14 O 0.5150(3) 0.98107(16) 0.63120(13) 0.0307(6) Uani 1 1 d . . . N1 N 0.1448(3) 0.34227(17) 0.35338(14) 0.0152(5) Uani 1 1 d . . . N2 N 0.3434(3) 0.49469(18) 0.25469(15) 0.0171(6) Uani 1 1 d D . . H2N H 0.310(4) 0.504(2) 0.3038(12) 0.020 Uiso 1 1 d D . . N3 N 0.5759(3) 1.21625(18) 0.38541(14) 0.0161(6) Uani 1 1 d . . . N4 N 0.8301(4) 1.1030(2) 0.26642(16) 0.0275(7) Uani 1 1 d D . . H4N H 0.786(4) 1.070(2) 0.3075(16) 0.033 Uiso 1 1 d D . . C1 C 0.2636(4) 0.3341(2) 0.28227(17) 0.0149(6) Uani 1 1 d . . . C2 C 0.3566(4) 0.4009(2) 0.23283(18) 0.0172(7) Uani 1 1 d . . . C3 C 0.4611(4) 0.3692(2) 0.16545(19) 0.0210(7) Uani 1 1 d . . . H3 H 0.5261 0.4126 0.1303 0.025 Uiso 1 1 calc R . . C4 C 0.4728(4) 0.2740(2) 0.14802(19) 0.0234(7) Uani 1 1 d . . . H4 H 0.5448 0.2551 0.1007 0.028 Uiso 1 1 calc R . . C5 C 0.3838(4) 0.2067(2) 0.19701(19) 0.0214(7) Uani 1 1 d . . . H5 H 0.3925 0.1420 0.1856 0.026 Uiso 1 1 calc R . . C6 C 0.2817(4) 0.2406(2) 0.26345(18) 0.0179(7) Uani 1 1 d . . . C7 C 0.1010(4) 0.2572(2) 0.37147(18) 0.0172(7) Uani 1 1 d . . . H7 H 0.0200 0.2421 0.4173 0.021 Uiso 1 1 calc R . . C8 C 0.2096(4) 0.6023(2) 0.13303(18) 0.0179(7) Uani 1 1 d . . . C9 C 0.2548(4) 0.6079(2) 0.05125(19) 0.0236(7) Uani 1 1 d . . . H9 H 0.3700 0.6029 0.0267 0.028 Uiso 1 1 calc R . . C10 C 0.1293(4) 0.6210(3) 0.0052(2) 0.0272(8) Uani 1 1 d . . . H10 H 0.1599 0.6243 -0.0512 0.033 Uiso 1 1 calc R . . C11 C -0.0394(4) 0.6293(2) 0.03965(19) 0.0224(7) Uani 1 1 d . . . C12 C -0.0813(4) 0.6222(2) 0.12258(19) 0.0242(7) Uani 1 1 d . . . H12 H -0.1964 0.6268 0.1473 0.029 Uiso 1 1 calc R . . C13 C 0.0425(4) 0.6086(2) 0.1696(2) 0.0243(7) Uani 1 1 d . . . H13 H 0.0129 0.6036 0.2261 0.029 Uiso 1 1 calc R . . C14 C -0.1760(4) 0.6467(3) -0.0105(2) 0.0333(9) Uani 1 1 d . . . H14A H -0.2864 0.6514 0.0244 0.050 Uiso 1 1 calc R . . H14B H -0.1627 0.5930 -0.0424 0.050 Uiso 1 1 calc R . . H14C H -0.1675 0.7072 -0.0459 0.050 Uiso 1 1 calc R . . C15 C 0.6965(4) 1.2507(2) 0.32240(18) 0.0166(7) Uani 1 1 d . . . C16 C 0.8155(4) 1.2035(2) 0.26500(18) 0.0192(7) Uani 1 1 d . . . C17 C 0.9123(4) 1.2622(2) 0.20908(18) 0.0200(7) Uani 1 1 d . . . H17 H 0.9935 1.2338 0.1683 0.024 Uiso 1 1 calc R . . C18 C 0.8929(4) 1.3625(2) 0.21143(19) 0.0206(7) Uani 1 1 d . . . H18 H 0.9633 1.3995 0.1727 0.025 Uiso 1 1 calc R . . C19 C 0.7757(4) 1.4094(2) 0.26768(18) 0.0184(7) Uani 1 1 d . . . H19 H 0.7622 1.4773 0.2692 0.022 Uiso 1 1 calc R . . C20 C 0.6803(4) 1.3499(2) 0.32131(17) 0.0160(7) Uani 1 1 d . . . C21 C 0.4972(4) 1.2926(2) 0.41609(18) 0.0182(7) Uani 1 1 d . . . H21 H 0.4069 1.2901 0.4600 0.022 Uiso 1 1 calc R . . C22 C 0.8658(4) 1.0652(2) 0.11435(19) 0.0243(8) Uani 1 1 d . . . C23 C 0.7086(5) 1.0415(2) 0.1133(2) 0.0271(8) Uani 1 1 d . . . H23 H 0.6489 1.0086 0.1594 0.033 Uiso 1 1 calc R . . C24 C 0.6398(5) 1.0659(2) 0.0449(2) 0.0315(8) Uani 1 1 d . . . H24 H 0.5314 1.0506 0.0446 0.038 Uiso 1 1 calc R . . C25 C 0.7263(5) 1.1126(2) -0.0237(2) 0.0298(8) Uani 1 1 d . . . C26 C 0.8840(5) 1.1344(2) -0.0219(2) 0.0309(9) Uani 1 1 d . . . H26 H 0.9451 1.1658 -0.0683 0.037 Uiso 1 1 calc R . . C27 C 0.9542(5) 1.1111(2) 0.0469(2) 0.0290(8) Uani 1 1 d . . . H27 H 1.0624 1.1266 0.0475 0.035 Uiso 1 1 calc R . . C28 C 0.6488(6) 1.1398(3) -0.0982(2) 0.0437(11) Uani 1 1 d . . . H28A H 0.7264 1.1725 -0.1401 0.066 Uiso 1 1 calc R . . H28B H 0.5425 1.1834 -0.0864 0.066 Uiso 1 1 calc R . . H28C H 0.6272 1.0813 -0.1164 0.066 Uiso 1 1 calc R . . C29 C -0.1344(4) 0.6295(2) 0.40320(18) 0.0156(7) Uani 1 1 d . . . C30 C -0.2035(4) 0.7137(2) 0.34839(19) 0.0215(7) Uani 1 1 d . . . H30A H -0.1111 0.7473 0.3186 0.032 Uiso 1 1 calc R . . H30B H -0.2856 0.7585 0.3800 0.032 Uiso 1 1 calc R . . H30C H -0.2585 0.6898 0.3109 0.032 Uiso 1 1 calc R . . C31 C -0.2640(4) 0.4200(2) 0.54336(18) 0.0159(7) Uani 1 1 d . . . C32 C -0.4230(4) 0.3768(2) 0.57482(19) 0.0228(7) Uani 1 1 d . . . H32A H -0.5161 0.4162 0.5516 0.034 Uiso 1 1 calc R . . H32B H -0.4488 0.3752 0.6330 0.034 Uiso 1 1 calc R . . H32C H -0.4077 0.3109 0.5604 0.034 Uiso 1 1 calc R . . C33 C 0.8088(4) 0.9309(2) 0.46214(18) 0.0198(7) Uani 1 1 d . . . C34 C 0.9909(4) 0.8899(3) 0.4374(2) 0.0272(8) Uani 1 1 d . . . H34A H 1.0585 0.9085 0.4723 0.041 Uiso 1 1 calc R . . H34B H 1.0304 0.9154 0.3821 0.041 Uiso 1 1 calc R . . H34C H 1.0024 0.8193 0.4418 0.041 Uiso 1 1 calc R . . C35 C 0.5543(4) 1.0644(2) 0.62208(19) 0.0210(7) Uani 1 1 d . . . C36 C 0.5831(5) 1.1028(3) 0.6943(2) 0.0290(8) Uani 1 1 d . . . H36A H 0.4759 1.1146 0.7310 0.043 Uiso 1 1 calc R . . H36B H 0.6299 1.1634 0.6781 0.043 Uiso 1 1 calc R . . H36C H 0.6624 1.0553 0.7210 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0131(2) 0.0149(2) 0.0133(2) -0.00171(15) -0.00203(15) -0.00264(15) Cu2 0.0153(2) 0.0192(2) 0.0192(2) 0.00219(16) -0.00133(16) -0.00152(16) S1 0.0200(4) 0.0241(4) 0.0169(4) 0.0041(3) -0.0065(3) -0.0098(3) S2 0.0447(6) 0.0206(5) 0.0219(5) -0.0055(4) -0.0071(4) 0.0063(4) O1 0.0210(12) 0.0167(11) 0.0175(11) -0.0039(9) -0.0032(9) -0.0023(9) O2 0.0186(12) 0.0418(15) 0.0227(12) 0.0072(11) -0.0036(10) -0.0138(11) O3 0.0401(15) 0.0230(13) 0.0238(12) 0.0017(10) -0.0135(11) -0.0128(11) O4 0.0167(11) 0.0204(12) 0.0172(11) -0.0042(9) -0.0034(9) -0.0007(9) O5 0.0354(16) 0.0383(16) 0.0420(16) -0.0188(12) -0.0138(13) 0.0095(12) O6 0.081(2) 0.0185(13) 0.0249(13) -0.0024(11) -0.0114(14) 0.0054(13) O7 0.0220(12) 0.0179(12) 0.0165(11) -0.0018(9) -0.0056(9) -0.0011(9) O8 0.0199(12) 0.0173(11) 0.0160(11) -0.0026(9) -0.0018(9) 0.0006(9) O9 0.0175(12) 0.0226(12) 0.0180(11) -0.0038(9) -0.0007(10) -0.0080(9) O10 0.0163(11) 0.0197(12) 0.0178(11) -0.0029(9) -0.0016(9) -0.0054(9) O11 0.0182(13) 0.0305(15) 0.0556(18) 0.0185(13) 0.0065(12) 0.0024(11) O12 0.0165(12) 0.0218(12) 0.0225(12) -0.0008(10) -0.0014(10) -0.0014(9) O13 0.0322(14) 0.0367(14) 0.0249(13) 0.0064(11) -0.0124(11) -0.0177(11) O14 0.0515(17) 0.0197(13) 0.0183(12) -0.0014(10) -0.0030(11) -0.0023(11) N1 0.0141(13) 0.0168(14) 0.0146(13) -0.0016(11) -0.0039(11) -0.0007(11) N2 0.0207(15) 0.0185(14) 0.0123(13) -0.0014(11) -0.0032(12) -0.0038(11) N3 0.0165(14) 0.0185(14) 0.0140(13) 0.0006(11) -0.0042(11) -0.0048(11) N4 0.045(2) 0.0167(15) 0.0157(14) -0.0003(11) 0.0018(14) -0.0006(13) C1 0.0118(15) 0.0219(17) 0.0116(15) -0.0026(12) -0.0055(12) 0.0004(12) C2 0.0142(16) 0.0224(17) 0.0157(16) -0.0008(13) -0.0082(13) 0.0000(13) C3 0.0166(17) 0.0300(19) 0.0165(16) -0.0014(14) -0.0039(14) -0.0043(14) C4 0.0194(17) 0.033(2) 0.0178(16) -0.0088(14) -0.0032(14) 0.0014(14) C5 0.0207(17) 0.0225(18) 0.0223(17) -0.0093(14) -0.0064(14) 0.0021(14) C6 0.0174(17) 0.0224(17) 0.0151(16) -0.0011(13) -0.0064(13) -0.0031(13) C7 0.0152(16) 0.0218(17) 0.0154(15) -0.0047(13) -0.0058(13) 0.0009(13) C8 0.0188(17) 0.0191(17) 0.0165(16) 0.0027(13) -0.0054(14) -0.0064(13) C9 0.0158(17) 0.035(2) 0.0188(17) 0.0004(14) -0.0018(14) -0.0037(14) C10 0.0239(19) 0.042(2) 0.0150(16) 0.0012(15) -0.0045(15) -0.0048(16) C11 0.0212(18) 0.0247(18) 0.0221(17) 0.0053(14) -0.0072(14) -0.0087(14) C12 0.0160(17) 0.033(2) 0.0216(17) 0.0039(14) -0.0004(14) -0.0077(14) C13 0.0225(18) 0.033(2) 0.0178(16) -0.0001(14) -0.0022(14) -0.0091(15) C14 0.0228(19) 0.055(2) 0.0231(19) 0.0081(17) -0.0100(16) -0.0127(17) C15 0.0165(16) 0.0192(17) 0.0154(15) -0.0003(13) -0.0067(13) -0.0033(13) C16 0.0238(18) 0.0180(17) 0.0162(16) -0.0012(13) -0.0071(14) -0.0007(13) C17 0.0190(17) 0.0258(18) 0.0140(16) -0.0021(13) -0.0034(14) 0.0008(14) C18 0.0173(17) 0.0264(18) 0.0191(16) 0.0028(14) -0.0069(14) -0.0060(14) C19 0.0195(17) 0.0182(16) 0.0200(16) -0.0016(13) -0.0081(14) -0.0050(13) C20 0.0131(16) 0.0231(17) 0.0133(15) -0.0049(13) -0.0059(13) -0.0004(13) C21 0.0146(16) 0.0252(18) 0.0154(16) 0.0008(13) -0.0038(13) -0.0057(14) C22 0.034(2) 0.0168(17) 0.0193(17) -0.0065(14) 0.0008(15) 0.0005(14) C23 0.033(2) 0.0214(18) 0.0233(18) -0.0056(14) 0.0041(16) -0.0023(15) C24 0.037(2) 0.0242(19) 0.034(2) -0.0086(16) -0.0081(18) -0.0023(16) C25 0.048(2) 0.0146(17) 0.0268(19) -0.0062(14) -0.0077(17) -0.0002(16) C26 0.050(2) 0.0196(18) 0.0195(18) -0.0023(14) 0.0049(17) -0.0075(16) C27 0.037(2) 0.0232(19) 0.0273(19) -0.0064(15) 0.0003(16) -0.0088(16) C28 0.069(3) 0.032(2) 0.032(2) -0.0062(17) -0.020(2) 0.001(2) C29 0.0120(16) 0.0196(17) 0.0155(16) -0.0007(13) -0.0005(13) -0.0064(13) C30 0.0248(18) 0.0193(17) 0.0188(16) -0.0008(13) -0.0047(14) 0.0008(14) C31 0.0153(16) 0.0171(16) 0.0154(16) 0.0028(13) -0.0065(13) -0.0020(13) C32 0.0207(18) 0.034(2) 0.0173(16) -0.0030(14) -0.0012(14) -0.0150(15) C33 0.0169(17) 0.0237(18) 0.0182(16) -0.0004(14) -0.0035(14) -0.0026(14) C34 0.0179(18) 0.031(2) 0.0277(19) 0.0020(15) -0.0002(15) 0.0009(15) C35 0.0152(17) 0.0229(19) 0.0218(17) 0.0011(14) -0.0036(14) 0.0031(13) C36 0.034(2) 0.030(2) 0.0229(18) -0.0006(15) -0.0063(16) -0.0052(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O10 1.960(2) 2_566 ? Cu1 O9 1.961(2) . ? Cu1 O7 1.968(2) . ? Cu1 O8 1.984(2) 2_566 ? Cu1 N1 2.204(2) . ? Cu1 Cu1 2.6293(7) 2_566 ? Cu2 O11 1.961(2) . ? Cu2 O14 1.964(2) 2_676 ? Cu2 O12 1.969(2) 2_676 ? Cu2 O13 1.974(2) . ? Cu2 N3 2.177(2) . ? Cu2 Cu2 2.5837(7) 2_676 ? S1 O3 1.431(2) . ? S1 O2 1.433(2) . ? S1 N2 1.624(3) . ? S1 C8 1.765(3) . ? S2 O6 1.430(3) . ? S2 O5 1.432(3) . ? S2 N4 1.631(3) . ? S2 C22 1.762(3) . ? O1 C7 1.346(4) . ? O1 C6 1.381(4) . ? O4 C21 1.351(4) . ? O4 C20 1.380(4) . ? O7 C29 1.260(4) . ? O8 C29 1.265(4) . ? O8 Cu1 1.984(2) 2_566 ? O9 C31 1.255(4) . ? O10 C31 1.276(4) . ? O10 Cu1 1.960(2) 2_566 ? O11 C33 1.263(4) . ? O12 C33 1.251(4) . ? O12 Cu2 1.969(2) 2_676 ? O13 C35 1.267(4) . ? O14 C35 1.253(4) . ? O14 Cu2 1.964(2) 2_676 ? N1 C7 1.291(4) . ? N1 C1 1.412(4) . ? N2 C2 1.411(4) . ? N2 H2N 0.860(18) . ? N3 C21 1.285(4) . ? N3 C15 1.407(4) . ? N4 C16 1.401(4) . ? N4 H4N 0.841(18) . ? C1 C6 1.383(4) . ? C1 C2 1.397(4) . ? C2 C3 1.381(4) . ? C3 C4 1.403(5) . ? C3 H3 0.9500 . ? C4 C5 1.382(5) . ? C4 H4 0.9500 . ? C5 C6 1.372(4) . ? C5 H5 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.378(4) . ? C8 C13 1.383(4) . ? C9 C10 1.389(5) . ? C9 H9 0.9500 . ? C10 C11 1.384(5) . ? C10 H10 0.9500 . ? C11 C12 1.394(5) . ? C11 C14 1.508(5) . ? C12 C13 1.389(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C20 1.382(4) . ? C15 C16 1.401(4) . ? C16 C17 1.392(4) . ? C17 C18 1.403(5) . ? C17 H17 0.9500 . ? C18 C19 1.379(5) . ? C18 H18 0.9500 . ? C19 C20 1.374(4) . ? C19 H19 0.9500 . ? C21 H21 0.9500 . ? C22 C27 1.380(5) . ? C22 C23 1.388(5) . ? C23 C24 1.378(5) . ? C23 H23 0.9500 . ? C24 C25 1.393(5) . ? C24 H24 0.9500 . ? C25 C26 1.384(5) . ? C25 C28 1.513(5) . ? C26 C27 1.388(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.509(4) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.503(4) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.505(4) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.499(5) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? 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 O10 Cu1 O9 168.40(9) 2_566 . ? O10 Cu1 O7 87.46(9) 2_566 . ? O9 Cu1 O7 91.39(9) . . ? O10 Cu1 O8 90.87(9) 2_566 2_566 ? O9 Cu1 O8 88.01(9) . 2_566 ? O7 Cu1 O8 168.71(9) . 2_566 ? O10 Cu1 N1 95.45(9) 2_566 . ? O9 Cu1 N1 96.11(9) . . ? O7 Cu1 N1 100.35(9) . . ? O8 Cu1 N1 90.92(9) 2_566 . ? O10 Cu1 Cu1 80.33(6) 2_566 2_566 ? O9 Cu1 Cu1 88.10(6) . 2_566 ? O7 Cu1 Cu1 88.44(6) . 2_566 ? O8 Cu1 Cu1 80.28(6) 2_566 2_566 ? N1 Cu1 Cu1 170.13(7) . 2_566 ? O11 Cu2 O14 88.15(12) . 2_676 ? O11 Cu2 O12 169.51(9) . 2_676 ? O14 Cu2 O12 91.49(10) 2_676 2_676 ? O11 Cu2 O13 89.94(12) . . ? O14 Cu2 O13 169.59(9) 2_676 . ? O12 Cu2 O13 88.53(10) 2_676 . ? O11 Cu2 N3 94.89(10) . . ? O14 Cu2 N3 95.55(9) 2_676 . ? O12 Cu2 N3 95.58(9) 2_676 . ? O13 Cu2 N3 94.81(9) . . ? O11 Cu2 Cu2 85.24(7) . 2_676 ? O14 Cu2 Cu2 85.28(7) 2_676 2_676 ? O12 Cu2 Cu2 84.29(6) 2_676 2_676 ? O13 Cu2 Cu2 84.36(7) . 2_676 ? N3 Cu2 Cu2 179.17(7) . 2_676 ? O3 S1 O2 119.02(14) . . ? O3 S1 N2 104.59(13) . . ? O2 S1 N2 110.15(14) . . ? O3 S1 C8 109.76(15) . . ? O2 S1 C8 106.92(14) . . ? N2 S1 C8 105.67(14) . . ? O6 S2 O5 120.20(17) . . ? O6 S2 N4 104.00(15) . . ? O5 S2 N4 110.39(16) . . ? O6 S2 C22 108.72(16) . . ? O5 S2 C22 107.34(16) . . ? N4 S2 C22 105.24(16) . . ? C7 O1 C6 104.2(2) . . ? C21 O4 C20 104.1(2) . . ? C29 O7 Cu1 118.63(19) . . ? C29 O8 Cu1 127.3(2) . 2_566 ? C31 O9 Cu1 119.36(19) . . ? C31 O10 Cu1 128.03(19) . 2_566 ? C33 O11 Cu2 122.4(2) . . ? C33 O12 Cu2 123.5(2) . 2_676 ? C35 O13 Cu2 123.1(2) . . ? C35 O14 Cu2 122.9(2) . 2_676 ? C7 N1 C1 103.7(2) . . ? C7 N1 Cu1 115.9(2) . . ? C1 N1 Cu1 140.0(2) . . ? C2 N2 S1 125.8(2) . . ? C2 N2 H2N 120(2) . . ? S1 N2 H2N 114(2) . . ? C21 N3 C15 104.3(2) . . ? C21 N3 Cu2 115.0(2) . . ? C15 N3 Cu2 138.7(2) . . ? C16 N4 S2 127.6(2) . . ? C16 N4 H4N 119(3) . . ? S2 N4 H4N 112(3) . . ? C6 C1 C2 119.8(3) . . ? C6 C1 N1 108.3(3) . . ? C2 C1 N1 131.9(3) . . ? C3 C2 C1 117.1(3) . . ? C3 C2 N2 123.6(3) . . ? C1 C2 N2 119.3(3) . . ? C2 C3 C4 121.1(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 122.5(3) . . ? C5 C4 H4 118.7 . . ? C3 C4 H4 118.7 . . ? C6 C5 C4 114.8(3) . . ? C6 C5 H5 122.6 . . ? C4 C5 H5 122.6 . . ? C5 C6 O1 127.8(3) . . ? C5 C6 C1 124.7(3) . . ? O1 C6 C1 107.5(3) . . ? N1 C7 O1 116.4(3) . . ? N1 C7 H7 121.8 . . ? O1 C7 H7 121.8 . . ? C9 C8 C13 121.2(3) . . ? C9 C8 S1 120.6(2) . . ? C13 C8 S1 118.2(2) . . ? C8 C9 C10 119.0(3) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C10 C9 121.4(3) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C12 118.3(3) . . ? C10 C11 C14 121.4(3) . . ? C12 C11 C14 120.3(3) . . ? C13 C12 C11 121.1(3) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C8 C13 C12 119.0(3) . . ? C8 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C20 C15 C16 120.2(3) . . ? C20 C15 N3 108.0(3) . . ? C16 C15 N3 131.8(3) . . ? C17 C16 C15 116.0(3) . . ? C17 C16 N4 124.3(3) . . ? C15 C16 N4 119.7(3) . . ? C16 C17 C18 121.6(3) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? C19 C18 C17 122.7(3) . . ? C19 C18 H18 118.6 . . ? C17 C18 H18 118.6 . . ? C20 C19 C18 114.4(3) . . ? C20 C19 H19 122.8 . . ? C18 C19 H19 122.8 . . ? C19 C20 O4 127.2(3) . . ? C19 C20 C15 125.1(3) . . ? O4 C20 C15 107.7(3) . . ? N3 C21 O4 115.9(3) . . ? N3 C21 H21 122.0 . . ? O4 C21 H21 122.0 . . ? C27 C22 C23 120.3(3) . . ? C27 C22 S2 120.7(3) . . ? C23 C22 S2 119.0(3) . . ? C24 C23 C22 119.5(3) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? C23 C24 C25 121.2(4) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.4 . . ? C26 C25 C24 118.5(3) . . ? C26 C25 C28 120.8(3) . . ? C24 C25 C28 120.7(4) . . ? C25 C26 C27 120.9(3) . . ? C25 C26 H26 119.5 . . ? C27 C26 H26 119.5 . . ? C22 C27 C26 119.6(3) . . ? C22 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O7 C29 O8 125.1(3) . . ? O7 C29 C30 118.0(3) . . ? O8 C29 C30 116.9(3) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O9 C31 O10 124.1(3) . . ? O9 C31 C32 118.9(3) . . ? O10 C31 C32 116.9(3) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O12 C33 O11 124.5(3) . . ? O12 C33 C34 118.6(3) . . ? O11 C33 C34 116.9(3) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O14 C35 O13 124.4(3) . . ? O14 C35 C36 117.5(3) . . ? O13 C35 C36 118.2(3) . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? 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 N2 H2N O10 0.860(18) 1.969(19) 2.827(3) 175(3) 2_566 N4 H4N O11 0.841(18) 2.20(2) 2.963(4) 151(3) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.10 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.446 _refine_diff_density_min -0.583 _refine_diff_density_rms 0.136 data_zn(zbg-2)cl2 _database_code_depnum_ccdc_archive 'CCDC 840789' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53 H67 Cl4 N6 O7 S2 Zn2' _chemical_formula_weight 1236.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 15.5779(10) _cell_length_b 11.6168(7) _cell_length_c 30.984(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5607.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 24454 _cell_measurement_theta_min 1.75 _cell_measurement_theta_max 26.79 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.48 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2572 _exptl_absorpt_coefficient_mu 1.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5852 _exptl_absorpt_correction_T_max 0.6020 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 24454 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0667 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 26.79 _reflns_number_total 11534 _reflns_number_gt 10599 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0395P)^2^+4.9931P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.030(10) _refine_ls_number_reflns 11534 _refine_ls_number_parameters 675 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0473 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1114 _refine_ls_wR_factor_gt 0.1087 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.054 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.41583(3) 0.25838(3) 0.384270(14) 0.02066(11) Uani 1 1 d . . . Zn2 Zn 0.43038(3) 0.24746(4) 0.649450(15) 0.01909(10) Uani 1 1 d . . . Cl1 Cl 0.36855(7) 0.07969(8) 0.39358(3) 0.0317(2) Uani 1 1 d . . . Cl2 Cl 0.51647(6) 0.29100(9) 0.33507(3) 0.0302(2) Uani 1 1 d . . . Cl3 Cl 0.48239(6) 0.42346(8) 0.63827(4) 0.0299(2) Uani 1 1 d . . . Cl4 Cl 0.32988(7) 0.23965(9) 0.70009(3) 0.0295(2) Uani 1 1 d . . . S1 S 0.25100(6) 0.41460(8) 0.36141(3) 0.0249(2) Uani 1 1 d . . . S2 S 0.58799(6) 0.07621(8) 0.67042(3) 0.0226(2) Uani 1 1 d . . . O1 O 0.49275(17) 0.3657(2) 0.51302(9) 0.0270(6) Uani 1 1 d . . . O2 O 0.2407(2) 0.5373(3) 0.35563(10) 0.0343(7) Uani 1 1 d . . . O3 O 0.26880(18) 0.3490(2) 0.32233(9) 0.0284(6) Uani 1 1 d . . . O4 O 0.34523(16) 0.1476(2) 0.52054(9) 0.0254(6) Uani 1 1 d . . . O5 O 0.57179(17) 0.1358(3) 0.71049(9) 0.0290(6) Uani 1 1 d . . . O6 O 0.59564(18) -0.0471(3) 0.67161(10) 0.0297(6) Uani 1 1 d . . . O7 O 0.2836(3) 0.7865(4) 0.82827(17) 0.0724(13) Uani 1 1 d . . . H7 H 0.2801 0.8304 0.8068 0.109 Uiso 1 1 calc R . . N1 N 0.4619(2) 0.3130(3) 0.44515(11) 0.0238(7) Uani 1 1 d . . . N2 N 0.3256(2) 0.3827(3) 0.39388(11) 0.0236(7) Uani 1 1 d . . . N3 N 0.37834(19) 0.1960(3) 0.58840(10) 0.0203(6) Uani 1 1 d . . . N4 N 0.51469(19) 0.1179(3) 0.63784(10) 0.0206(6) Uani 1 1 d . . . N5 N 0.3520(3) 1.0007(6) 0.7915(2) 0.083(2) Uani 1 1 d . . . H5N H 0.3297 0.9317 0.8018 0.099 Uiso 1 1 calc R . . N6 N 0.3303(2) 0.4992(3) 0.25501(12) 0.0302(8) Uani 1 1 d . . . H6N H 0.303(3) 0.443(4) 0.2726(16) 0.036 Uiso 1 1 d . . . C1 C 0.4002(3) 0.3909(3) 0.45939(13) 0.0221(8) Uani 1 1 d . . . C2 C 0.3304(2) 0.4309(3) 0.43570(13) 0.0234(8) Uani 1 1 d . . . C3 C 0.2793(3) 0.5109(3) 0.45725(14) 0.0280(9) Uani 1 1 d . . . H3 H 0.2306 0.5428 0.4432 0.034 Uiso 1 1 calc R . . C4 C 0.2993(3) 0.5447(4) 0.49956(15) 0.0318(10) Uani 1 1 d . . . H4 H 0.2633 0.6002 0.5130 0.038 Uiso 1 1 calc R . . C5 C 0.3683(3) 0.5021(4) 0.52294(15) 0.0323(10) Uani 1 1 d . . . H5 H 0.3800 0.5249 0.5518 0.039 Uiso 1 1 calc R . . C6 C 0.4187(3) 0.4239(4) 0.50084(14) 0.0264(9) Uani 1 1 d . . . C7 C 0.5151(2) 0.3013(3) 0.47741(13) 0.0232(8) Uani 1 1 d . . . C8 C 0.5917(3) 0.2320(4) 0.47971(15) 0.0274(9) Uani 1 1 d . . . C9 C 0.6383(3) 0.2231(3) 0.51817(17) 0.0303(9) Uani 1 1 d . . . H9 H 0.6210 0.2652 0.5430 0.036 Uiso 1 1 calc R . . C10 C 0.7103(3) 0.1521(4) 0.51975(17) 0.0351(10) Uani 1 1 d . . . H10 H 0.7423 0.1457 0.5457 0.042 Uiso 1 1 calc R . . C11 C 0.7353(3) 0.0909(4) 0.48365(16) 0.0358(10) Uani 1 1 d . . . H11 H 0.7838 0.0415 0.4851 0.043 Uiso 1 1 calc R . . C12 C 0.6904(3) 0.1009(5) 0.44549(16) 0.0407(11) Uani 1 1 d . . . H12 H 0.7085 0.0594 0.4207 0.049 Uiso 1 1 calc R . . C13 C 0.6189(3) 0.1719(4) 0.44343(15) 0.0341(10) Uani 1 1 d . . . H13 H 0.5883 0.1794 0.4171 0.041 Uiso 1 1 calc R . . C14 C 0.1539(2) 0.3619(3) 0.38393(13) 0.0227(8) Uani 1 1 d . . . C15 C 0.0804(3) 0.4284(3) 0.38152(14) 0.0279(9) Uani 1 1 d . . . H15 H 0.0821 0.5026 0.3687 0.033 Uiso 1 1 calc R . . C16 C 0.0053(3) 0.3858(4) 0.39792(14) 0.0300(9) Uani 1 1 d . . . H16 H -0.0455 0.4306 0.3957 0.036 Uiso 1 1 calc R . . C17 C 0.0016(3) 0.2779(4) 0.41780(15) 0.0305(9) Uani 1 1 d . . . C18 C 0.0759(3) 0.2129(4) 0.41946(13) 0.0274(9) Uani 1 1 d . . . H18 H 0.0744 0.1387 0.4323 0.033 Uiso 1 1 calc R . . C19 C 0.1525(3) 0.2537(3) 0.40277(13) 0.0227(8) Uani 1 1 d . . . H19 H 0.2031 0.2084 0.4042 0.027 Uiso 1 1 calc R . . C20 C -0.0807(3) 0.2335(4) 0.4378(2) 0.0515(17) Uani 1 1 d . . . H20A H -0.1285 0.2837 0.4296 0.077 Uiso 1 1 calc R . . H20B H -0.0749 0.2329 0.4693 0.077 Uiso 1 1 calc R . . H20C H -0.0918 0.1551 0.4276 0.077 Uiso 1 1 calc R . . C21 C 0.2469(2) 0.2786(3) 0.55650(13) 0.0230(8) Uani 1 1 d . . . C22 C 0.1969(2) 0.2882(3) 0.51941(14) 0.0260(8) Uani 1 1 d . . . H22 H 0.2122 0.2469 0.4941 0.031 Uiso 1 1 calc R . . C23 C 0.1252(2) 0.3574(3) 0.51937(15) 0.0285(8) Uani 1 1 d . . . H23 H 0.0919 0.3650 0.4938 0.034 Uiso 1 1 calc R . . C24 C 0.1016(3) 0.4159(4) 0.55619(14) 0.0293(9) Uani 1 1 d . . . H24 H 0.0513 0.4621 0.5562 0.035 Uiso 1 1 calc R . . C25 C 0.1515(3) 0.4072(4) 0.59328(15) 0.0361(10) Uani 1 1 d . . . H25 H 0.1358 0.4494 0.6183 0.043 Uiso 1 1 calc R . . C26 C 0.2235(3) 0.3379(4) 0.59407(13) 0.0338(10) Uani 1 1 d . . . H26 H 0.2565 0.3305 0.6197 0.041 Uiso 1 1 calc R . . C27 C 0.3247(2) 0.2095(4) 0.55694(13) 0.0235(8) Uani 1 1 d . . . C28 C 0.4388(2) 0.1189(3) 0.57297(13) 0.0208(8) Uani 1 1 d . . . C29 C 0.5085(2) 0.0734(3) 0.59643(13) 0.0211(8) Uani 1 1 d . . . C30 C 0.5566(2) -0.0077(3) 0.57395(13) 0.0241(8) Uani 1 1 d . . . H30 H 0.6040 -0.0438 0.5877 0.029 Uiso 1 1 calc R . . C31 C 0.5359(3) -0.0371(4) 0.53096(14) 0.0282(9) Uani 1 1 d . . . H31 H 0.5709 -0.0922 0.5167 0.034 Uiso 1 1 calc R . . C32 C 0.4673(3) 0.0101(4) 0.50837(13) 0.0277(9) Uani 1 1 d . . . H32 H 0.4545 -0.0094 0.4793 0.033 Uiso 1 1 calc R . . C33 C 0.4196(2) 0.0879(4) 0.53193(14) 0.0252(9) Uani 1 1 d . . . C34 C 0.6870(2) 0.1292(3) 0.65017(12) 0.0213(7) Uani 1 1 d . . . H34 H 0.6332 0.0996 0.6594 0.026 Uiso 1 1 calc R . . C35 C 0.7568(2) 0.0571(3) 0.64774(13) 0.0243(8) Uani 1 1 d . . . H35 H 0.7510 -0.0221 0.6549 0.029 Uiso 1 1 calc R . . C36 C 0.8361(3) 0.1007(4) 0.63477(14) 0.0264(9) Uani 1 1 d . . . H36 H 0.8840 0.0505 0.6328 0.032 Uiso 1 1 calc R . . C37 C 0.8462(3) 0.2164(4) 0.62470(14) 0.0266(8) Uani 1 1 d . . . C38 C 0.7747(3) 0.2881(4) 0.62644(14) 0.0273(8) Uani 1 1 d . . . H38 H 0.7805 0.3670 0.6189 0.033 Uiso 1 1 calc R . . C39 C 0.6942(3) 0.2458(3) 0.63923(13) 0.0262(9) Uani 1 1 d . . . H39 H 0.6456 0.2951 0.6404 0.031 Uiso 1 1 calc R . . C40 C 0.9322(3) 0.2624(4) 0.61127(19) 0.0359(11) Uani 1 1 d . . . H40A H 0.9776 0.2162 0.6246 0.054 Uiso 1 1 calc R . . H40B H 0.9376 0.3426 0.6207 0.054 Uiso 1 1 calc R . . H40C H 0.9374 0.2585 0.5798 0.054 Uiso 1 1 calc R . . C41 C 0.3755(4) 0.9664(7) 0.7500(2) 0.075(2) Uani 1 1 d . . . H41A H 0.3913 1.0378 0.7345 0.090 Uiso 1 1 calc R . . H41B H 0.3222 0.9379 0.7362 0.090 Uiso 1 1 calc R . . C42 C 0.4401(3) 0.8848(4) 0.73970(16) 0.0398(11) Uani 1 1 d . . . H42A H 0.4948 0.9092 0.7524 0.060 Uiso 1 1 calc R . . H42B H 0.4462 0.8795 0.7083 0.060 Uiso 1 1 calc R . . H42C H 0.4240 0.8094 0.7513 0.060 Uiso 1 1 calc R . . C43 C 0.2798(3) 1.0758(5) 0.80022(14) 0.0416(11) Uani 1 1 d . . . H43A H 0.2969 1.1555 0.7929 0.050 Uiso 1 1 calc R . . H43B H 0.2682 1.0738 0.8316 0.050 Uiso 1 1 calc R . . C44 C 0.1975(3) 1.0494(5) 0.77702(16) 0.0443(12) Uani 1 1 d . . . H44A H 0.2022 1.0740 0.7469 0.066 Uiso 1 1 calc R . . H44B H 0.1501 1.0907 0.7909 0.066 Uiso 1 1 calc R . . H44C H 0.1864 0.9664 0.7782 0.066 Uiso 1 1 calc R . . C45 C 0.4342(4) 1.0177(5) 0.82618(18) 0.0597(17) Uani 1 1 d . . . H45A H 0.4137 1.0273 0.8562 0.072 Uiso 1 1 calc R . . H45B H 0.4747 0.9521 0.8248 0.072 Uiso 1 1 calc R . . C46 C 0.4704(7) 1.1163(6) 0.8108(3) 0.118(4) Uani 1 1 d . . . H46A H 0.4959 1.1014 0.7824 0.176 Uiso 1 1 calc R . . H46B H 0.5151 1.1425 0.8308 0.176 Uiso 1 1 calc R . . H46C H 0.4262 1.1760 0.8081 0.176 Uiso 1 1 calc R . . C47 C 0.3510(3) 0.4395(4) 0.21319(14) 0.0305(9) Uani 1 1 d . . . H47A H 0.2968 0.4209 0.1981 0.037 Uiso 1 1 calc R . . H47B H 0.3841 0.4928 0.1946 0.037 Uiso 1 1 calc R . . C48 C 0.4013(3) 0.3319(4) 0.21930(17) 0.0427(11) Uani 1 1 d . . . H48A H 0.4601 0.3513 0.2277 0.064 Uiso 1 1 calc R . . H48B H 0.4022 0.2883 0.1922 0.064 Uiso 1 1 calc R . . H48C H 0.3746 0.2852 0.2419 0.064 Uiso 1 1 calc R . . C49 C 0.4088(3) 0.5287(4) 0.28155(14) 0.0320(9) Uani 1 1 d . . . H49A H 0.4389 0.4566 0.2893 0.038 Uiso 1 1 calc R . . H49B H 0.3901 0.5659 0.3087 0.038 Uiso 1 1 calc R . . C50 C 0.4718(3) 0.6083(4) 0.25860(17) 0.0399(11) Uani 1 1 d . . . H50A H 0.4964 0.5684 0.2336 0.060 Uiso 1 1 calc R . . H50B H 0.5179 0.6300 0.2786 0.060 Uiso 1 1 calc R . . H50C H 0.4417 0.6776 0.2489 0.060 Uiso 1 1 calc R . . C51 C 0.2717(3) 0.6000(4) 0.24814(17) 0.0438(12) Uani 1 1 d . . . H51A H 0.2944 0.6477 0.2243 0.053 Uiso 1 1 calc R . . H51B H 0.2713 0.6479 0.2746 0.053 Uiso 1 1 calc R . . C52 C 0.1808(4) 0.5650(6) 0.2376(2) 0.0605(16) Uani 1 1 d . . . H52A H 0.1779 0.5378 0.2077 0.091 Uiso 1 1 calc R . . H52B H 0.1426 0.6313 0.2412 0.091 Uiso 1 1 calc R . . H52C H 0.1627 0.5031 0.2571 0.091 Uiso 1 1 calc R . . C53 C 0.2030(5) 0.7856(8) 0.8508(3) 0.086(2) Uiso 1 1 d . . . H53A H 0.2129 0.8014 0.8815 0.129 Uiso 1 1 calc R . . H53B H 0.1760 0.7099 0.8477 0.129 Uiso 1 1 calc R . . H53C H 0.1652 0.8448 0.8387 0.129 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0217(2) 0.0182(2) 0.0221(2) -0.00245(18) 0.00167(18) 0.00016(17) Zn2 0.01897(19) 0.0188(2) 0.0195(2) 0.00044(16) 0.00148(17) -0.00061(16) Cl1 0.0385(5) 0.0218(4) 0.0347(6) 0.0026(4) -0.0078(4) -0.0074(4) Cl2 0.0306(5) 0.0307(5) 0.0292(5) 0.0039(4) 0.0095(4) 0.0064(4) Cl3 0.0305(5) 0.0216(5) 0.0375(6) 0.0039(4) -0.0053(4) -0.0048(4) Cl4 0.0257(5) 0.0391(6) 0.0238(5) 0.0052(4) 0.0065(4) 0.0043(4) S1 0.0253(4) 0.0231(5) 0.0264(5) 0.0049(4) 0.0041(4) 0.0028(4) S2 0.0215(4) 0.0241(5) 0.0221(5) 0.0042(4) 0.0022(4) 0.0039(4) O1 0.0259(13) 0.0301(15) 0.0250(15) -0.0087(12) 0.0003(12) -0.0012(12) O2 0.0418(17) 0.0258(15) 0.0354(17) 0.0097(13) 0.0094(13) 0.0043(13) O3 0.0309(15) 0.0295(16) 0.0248(15) 0.0044(12) 0.0043(12) -0.0009(12) O4 0.0232(13) 0.0291(14) 0.0238(14) -0.0061(12) 0.0018(11) 0.0009(11) O5 0.0301(15) 0.0352(16) 0.0216(15) 0.0007(12) -0.0008(12) 0.0089(13) O6 0.0275(14) 0.0271(15) 0.0344(16) 0.0109(13) 0.0025(13) 0.0051(12) O7 0.056(2) 0.072(3) 0.089(4) 0.019(3) -0.001(2) -0.005(2) N1 0.0222(16) 0.0217(16) 0.0275(18) -0.0052(14) 0.0023(13) -0.0017(13) N2 0.0224(16) 0.0215(16) 0.0271(18) -0.0023(14) 0.0012(13) 0.0026(13) N3 0.0189(15) 0.0206(16) 0.0214(16) -0.0007(13) -0.0001(12) -0.0036(13) N4 0.0190(14) 0.0207(15) 0.0219(17) 0.0016(13) 0.0001(12) 0.0050(13) N5 0.032(2) 0.105(5) 0.111(5) -0.078(4) 0.012(3) -0.007(3) N6 0.0284(18) 0.0289(19) 0.033(2) 0.0087(15) 0.0040(15) 0.0020(16) C1 0.0249(18) 0.0162(17) 0.025(2) -0.0021(15) 0.0051(15) -0.0020(16) C2 0.0230(18) 0.0192(18) 0.028(2) 0.0029(15) 0.0053(15) -0.0040(15) C3 0.0221(19) 0.0212(19) 0.041(2) 0.0051(17) 0.0079(17) -0.0013(16) C4 0.036(2) 0.020(2) 0.040(2) -0.0088(17) 0.0141(19) 0.0010(18) C5 0.035(2) 0.027(2) 0.035(2) -0.0119(18) 0.0109(19) -0.0087(18) C6 0.026(2) 0.027(2) 0.026(2) -0.0044(16) 0.0036(15) -0.0044(16) C7 0.0223(18) 0.0214(19) 0.026(2) -0.0067(16) 0.0017(15) -0.0036(16) C8 0.0231(19) 0.027(2) 0.032(2) -0.0016(17) 0.0003(16) -0.0086(16) C9 0.028(2) 0.029(2) 0.034(2) -0.001(2) -0.0010(18) -0.0078(17) C10 0.026(2) 0.038(2) 0.041(3) 0.012(2) -0.0055(19) -0.0089(18) C11 0.0203(19) 0.038(3) 0.049(3) 0.009(2) -0.0004(18) 0.0049(18) C12 0.031(2) 0.049(3) 0.042(3) -0.009(2) 0.001(2) 0.007(2) C13 0.024(2) 0.043(3) 0.035(2) -0.006(2) -0.0030(17) 0.007(2) C14 0.0235(18) 0.0242(18) 0.0205(19) -0.0010(15) 0.0021(15) 0.0000(15) C15 0.032(2) 0.0245(19) 0.027(2) 0.0002(18) -0.0038(17) 0.0062(16) C16 0.0224(19) 0.027(2) 0.040(3) -0.0081(18) -0.0015(17) 0.0060(17) C17 0.028(2) 0.031(2) 0.033(2) -0.0072(18) 0.0084(17) -0.0012(18) C18 0.031(2) 0.025(2) 0.027(2) -0.0012(16) 0.0043(16) -0.0002(17) C19 0.0243(19) 0.027(2) 0.0168(19) 0.0015(15) 0.0050(14) 0.0026(15) C20 0.030(3) 0.028(2) 0.097(5) -0.001(3) 0.028(3) 0.000(2) C21 0.0200(18) 0.0232(19) 0.026(2) 0.0004(15) -0.0028(15) -0.0018(16) C22 0.0287(19) 0.0251(19) 0.0242(19) 0.0016(18) -0.0015(17) -0.0063(16) C23 0.0255(19) 0.030(2) 0.030(2) 0.0070(19) -0.0073(17) -0.0031(17) C24 0.0224(19) 0.034(2) 0.031(2) 0.0055(18) -0.0006(16) 0.0045(17) C25 0.031(2) 0.049(3) 0.027(2) -0.005(2) -0.0022(17) 0.016(2) C26 0.034(2) 0.050(3) 0.018(2) -0.0018(18) -0.0068(17) 0.013(2) C27 0.0237(19) 0.0225(19) 0.024(2) 0.0008(15) 0.0010(15) -0.0016(16) C28 0.0201(17) 0.0183(19) 0.024(2) 0.0004(15) 0.0037(15) -0.0014(15) C29 0.0187(17) 0.0175(18) 0.027(2) 0.0014(15) 0.0053(14) -0.0064(14) C30 0.0242(18) 0.0184(19) 0.030(2) 0.0007(15) 0.0011(16) 0.0019(16) C31 0.027(2) 0.024(2) 0.033(2) -0.0074(16) 0.0053(16) -0.0001(17) C32 0.029(2) 0.029(2) 0.026(2) -0.0027(16) 0.0059(16) 0.0010(17) C33 0.0236(19) 0.022(2) 0.030(2) 0.0009(16) 0.0043(15) -0.0051(16) C34 0.0195(16) 0.0225(18) 0.0220(19) 0.0015(15) 0.0017(15) -0.0030(15) C35 0.0243(18) 0.0235(18) 0.025(2) -0.0018(16) -0.0002(16) 0.0022(15) C36 0.025(2) 0.024(2) 0.031(2) -0.0044(17) 0.0011(16) 0.0083(16) C37 0.0216(18) 0.032(2) 0.027(2) -0.0048(17) -0.0021(15) 0.0003(17) C38 0.027(2) 0.0213(19) 0.034(2) -0.0001(16) 0.0011(17) -0.0034(16) C39 0.0227(19) 0.029(2) 0.027(2) -0.0008(16) -0.0008(15) 0.0087(16) C40 0.023(2) 0.028(2) 0.056(3) -0.009(2) 0.0022(19) 0.0019(17) C41 0.048(3) 0.116(6) 0.060(4) -0.038(4) -0.019(3) 0.034(4) C42 0.036(2) 0.040(3) 0.043(3) -0.009(2) 0.007(2) -0.001(2) C43 0.051(3) 0.048(3) 0.025(2) -0.0045(19) -0.002(2) 0.018(2) C44 0.041(3) 0.059(3) 0.033(3) 0.002(2) -0.004(2) 0.010(2) C45 0.089(4) 0.047(3) 0.043(3) 0.010(2) 0.029(3) 0.024(3) C46 0.192(10) 0.046(4) 0.115(7) 0.021(4) 0.111(7) 0.034(5) C47 0.0246(19) 0.038(2) 0.029(2) -0.0004(18) -0.0014(16) -0.0065(18) C48 0.047(3) 0.039(3) 0.041(3) -0.009(2) 0.003(2) -0.003(2) C49 0.036(2) 0.032(2) 0.028(2) 0.0062(18) -0.0028(18) 0.0028(19) C50 0.039(3) 0.036(3) 0.045(3) 0.001(2) -0.005(2) -0.009(2) C51 0.048(3) 0.038(3) 0.045(3) 0.008(2) 0.007(2) 0.014(2) C52 0.042(3) 0.061(4) 0.079(4) -0.001(3) -0.003(3) 0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N2 2.037(3) . ? Zn1 N1 2.116(3) . ? Zn1 Cl2 2.2193(11) . ? Zn1 Cl1 2.2214(11) . ? Zn2 N4 2.030(3) . ? Zn2 N3 2.143(3) . ? Zn2 Cl4 2.2184(11) . ? Zn2 Cl3 2.2264(10) . ? S1 O2 1.446(3) . ? S1 O3 1.457(3) . ? S1 N2 1.581(3) . ? S1 C14 1.774(4) . ? S2 O6 1.438(3) . ? S2 O5 1.444(3) . ? S2 N4 1.599(3) . ? S2 C34 1.775(4) . ? O1 C7 1.378(5) . ? O1 C6 1.389(5) . ? O4 C27 1.375(5) . ? O4 C33 1.395(5) . ? O7 C53 1.437(8) . ? O7 H7 0.8400 . ? N1 C7 1.305(5) . ? N1 C1 1.393(5) . ? N2 C2 1.414(5) . ? N3 C27 1.294(5) . ? N3 C28 1.385(5) . ? N4 C29 1.387(5) . ? N5 C41 1.396(8) . ? N5 C43 1.448(7) . ? N5 C45 1.683(9) . ? N5 H5N 0.9300 . ? N6 C51 1.500(6) . ? N6 C47 1.505(6) . ? N6 C49 1.514(5) . ? N6 H6N 0.95(5) . ? C1 C6 1.371(6) . ? C1 C2 1.392(6) . ? C2 C3 1.393(6) . ? C3 C4 1.403(6) . ? C3 H3 0.9500 . ? C4 C5 1.388(7) . ? C4 H4 0.9500 . ? C5 C6 1.383(6) . ? C5 H5 0.9500 . ? C7 C8 1.441(6) . ? C8 C13 1.389(6) . ? C8 C9 1.399(7) . ? C9 C10 1.393(6) . ? C9 H9 0.9500 . ? C10 C11 1.382(7) . ? C10 H10 0.9500 . ? C11 C12 1.378(7) . ? C11 H11 0.9500 . ? C12 C13 1.388(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.383(5) . ? C14 C19 1.386(5) . ? C15 C16 1.369(6) . ? C15 H15 0.9500 . ? C16 C17 1.398(6) . ? C16 H16 0.9500 . ? C17 C18 1.383(6) . ? C17 C20 1.514(6) . ? C18 C19 1.384(6) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.393(6) . ? C21 C26 1.401(6) . ? C21 C27 1.454(6) . ? C22 C23 1.376(6) . ? C22 H22 0.9500 . ? C23 C24 1.378(6) . ? C23 H23 0.9500 . ? C24 C25 1.391(6) . ? C24 H24 0.9500 . ? C25 C26 1.381(6) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C28 C33 1.355(6) . ? C28 C29 1.409(5) . ? C29 C30 1.390(5) . ? C30 C31 1.412(6) . ? C30 H30 0.9500 . ? C31 C32 1.391(6) . ? C31 H31 0.9500 . ? C32 C33 1.379(6) . ? C32 H32 0.9500 . ? C34 C35 1.375(5) . ? C34 C39 1.400(5) . ? C34 H34 0.9500 . ? C35 C36 1.394(6) . ? C35 H35 0.9500 . ? C36 C37 1.388(6) . ? C36 H36 0.9500 . ? C37 C38 1.392(6) . ? C37 C40 1.501(6) . ? C38 C39 1.405(6) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.419(7) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.502(7) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 C46 1.363(9) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 C48 1.487(7) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 C50 1.524(6) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.509(8) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N1 83.75(13) . . ? N2 Zn1 Cl2 117.82(10) . . ? N1 Zn1 Cl2 108.76(9) . . ? N2 Zn1 Cl1 114.51(10) . . ? N1 Zn1 Cl1 106.08(10) . . ? Cl2 Zn1 Cl1 118.88(4) . . ? N4 Zn2 N3 83.19(13) . . ? N4 Zn2 Cl4 123.49(10) . . ? N3 Zn2 Cl4 110.24(9) . . ? N4 Zn2 Cl3 114.70(10) . . ? N3 Zn2 Cl3 104.87(9) . . ? Cl4 Zn2 Cl3 113.85(4) . . ? O2 S1 O3 115.72(17) . . ? O2 S1 N2 113.04(19) . . ? O3 S1 N2 105.44(17) . . ? O2 S1 C14 107.11(18) . . ? O3 S1 C14 107.97(18) . . ? N2 S1 C14 107.18(18) . . ? O6 S2 O5 118.03(18) . . ? O6 S2 N4 112.15(18) . . ? O5 S2 N4 105.83(17) . . ? O6 S2 C34 106.42(17) . . ? O5 S2 C34 106.83(18) . . ? N4 S2 C34 106.99(17) . . ? C7 O1 C6 104.9(3) . . ? C27 O4 C33 104.2(3) . . ? C53 O7 H7 109.5 . . ? C7 N1 C1 105.3(3) . . ? C7 N1 Zn1 150.1(3) . . ? C1 N1 Zn1 104.1(2) . . ? C2 N2 S1 121.9(3) . . ? C2 N2 Zn1 112.3(3) . . ? S1 N2 Zn1 125.47(19) . . ? C27 N3 C28 105.0(3) . . ? C27 N3 Zn2 151.1(3) . . ? C28 N3 Zn2 103.2(2) . . ? C29 N4 S2 121.4(3) . . ? C29 N4 Zn2 113.3(2) . . ? S2 N4 Zn2 125.08(19) . . ? C41 N5 C43 123.2(6) . . ? C41 N5 C45 115.0(4) . . ? C43 N5 C45 113.7(4) . . ? C41 N5 H5N 99.6 . . ? C43 N5 H5N 99.6 . . ? C45 N5 H5N 99.6 . . ? C51 N6 C47 111.6(4) . . ? C51 N6 C49 113.1(4) . . ? C47 N6 C49 113.5(3) . . ? C51 N6 H6N 110(3) . . ? C47 N6 H6N 106(3) . . ? C49 N6 H6N 102(3) . . ? C6 C1 C2 124.5(4) . . ? C6 C1 N1 109.4(4) . . ? C2 C1 N1 126.1(4) . . ? C1 C2 C3 114.6(4) . . ? C1 C2 N2 113.1(3) . . ? C3 C2 N2 132.3(4) . . ? C2 C3 C4 120.5(4) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 124.0(4) . . ? C5 C4 H4 118.0 . . ? C3 C4 H4 118.0 . . ? C6 C5 C4 114.6(4) . . ? C6 C5 H5 122.7 . . ? C4 C5 H5 122.7 . . ? C1 C6 C5 121.9(4) . . ? C1 C6 O1 107.1(3) . . ? C5 C6 O1 131.1(4) . . ? N1 C7 O1 113.3(3) . . ? N1 C7 C8 128.5(4) . . ? O1 C7 C8 118.2(4) . . ? C13 C8 C9 119.6(4) . . ? C13 C8 C7 119.5(4) . . ? C9 C8 C7 120.9(4) . . ? C10 C9 C8 119.4(5) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C11 C10 C9 120.2(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 120.6(4) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C13 119.8(4) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C8 120.4(4) . . ? C12 C13 H13 119.8 . . ? C8 C13 H13 119.8 . . ? C15 C14 C19 121.0(4) . . ? C15 C14 S1 119.5(3) . . ? C19 C14 S1 119.5(3) . . ? C16 C15 C14 119.1(4) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? C15 C16 C17 121.6(4) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C18 C17 C16 118.1(4) . . ? C18 C17 C20 120.5(4) . . ? C16 C17 C20 121.4(4) . . ? C17 C18 C19 121.3(4) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? C18 C19 C14 118.9(4) . . ? C18 C19 H19 120.6 . . ? C14 C19 H19 120.6 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C26 120.0(4) . . ? C22 C21 C27 121.2(4) . . ? C26 C21 C27 118.8(4) . . ? C23 C22 C21 120.1(4) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 120.3(4) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C23 C24 C25 119.9(4) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C26 C25 C24 120.7(4) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C25 C26 C21 118.9(4) . . ? C25 C26 H26 120.5 . . ? C21 C26 H26 120.5 . . ? N3 C27 O4 113.8(3) . . ? N3 C27 C21 127.8(4) . . ? O4 C27 C21 118.4(3) . . ? C33 C28 N3 110.2(3) . . ? C33 C28 C29 123.7(4) . . ? N3 C28 C29 126.1(4) . . ? N4 C29 C30 132.7(4) . . ? N4 C29 C28 113.0(3) . . ? C30 C29 C28 114.3(4) . . ? C29 C30 C31 120.9(4) . . ? C29 C30 H30 119.6 . . ? C31 C30 H30 119.6 . . ? C32 C31 C30 123.7(4) . . ? C32 C31 H31 118.2 . . ? C30 C31 H31 118.2 . . ? C33 C32 C31 114.0(4) . . ? C33 C32 H32 123.0 . . ? C31 C32 H32 123.0 . . ? C28 C33 C32 123.5(4) . . ? C28 C33 O4 106.8(3) . . ? C32 C33 O4 129.8(4) . . ? C35 C34 C39 120.9(4) . . ? C35 C34 S2 119.7(3) . . ? C39 C34 S2 119.4(3) . . ? C35 C34 H34 119.6 . . ? C39 C34 H34 119.6 . . ? S2 C34 H34 3.2 . . ? C34 C35 C36 119.7(4) . . ? C34 C35 H35 120.2 . . ? C36 C35 H35 120.2 . . ? C37 C36 C35 121.1(4) . . ? C37 C36 H36 119.4 . . ? C35 C36 H36 119.4 . . ? C36 C37 C38 118.7(4) . . ? C36 C37 C40 120.5(4) . . ? C38 C37 C40 120.8(4) . . ? C37 C38 C39 121.0(4) . . ? C37 C38 H38 119.5 . . ? C39 C38 H38 119.5 . . ? C34 C39 C38 118.6(4) . . ? C34 C39 H39 120.7 . . ? C38 C39 H39 120.7 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N5 C41 C42 125.7(6) . . ? N5 C41 H41A 105.9 . . ? C42 C41 H41A 105.9 . . ? N5 C41 H41B 105.9 . . ? C42 C41 H41B 105.9 . . ? H41A C41 H41B 106.2 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N5 C43 C44 116.8(4) . . ? N5 C43 H43A 108.1 . . ? C44 C43 H43A 108.1 . . ? N5 C43 H43B 108.1 . . ? C44 C43 H43B 108.1 . . ? H43A C43 H43B 107.3 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C46 C45 N5 100.9(7) . . ? C46 C45 H45A 111.6 . . ? N5 C45 H45A 111.6 . . ? C46 C45 H45B 111.6 . . ? N5 C45 H45B 111.6 . . ? H45A C45 H45B 109.4 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C48 C47 N6 113.0(4) . . ? C48 C47 H47A 109.0 . . ? N6 C47 H47A 109.0 . . ? C48 C47 H47B 109.0 . . ? N6 C47 H47B 109.0 . . ? H47A C47 H47B 107.8 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? N6 C49 C50 113.9(4) . . ? N6 C49 H49A 108.8 . . ? C50 C49 H49A 108.8 . . ? N6 C49 H49B 108.8 . . ? C50 C49 H49B 108.8 . . ? H49A C49 H49B 107.7 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? N6 C51 C52 113.0(5) . . ? N6 C51 H51A 109.0 . . ? C52 C51 H51A 109.0 . . ? N6 C51 H51B 109.0 . . ? C52 C51 H51B 109.0 . . ? H51A C51 H51B 107.8 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? O7 C53 H53A 109.5 . . ? O7 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? O7 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? 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 N6 H6N O3 0.95(5) 1.97(5) 2.883(4) 163(4) . _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.79 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.809 _refine_diff_density_min -0.709 _refine_diff_density_rms 0.078 data_zn(zbg-3)3 _database_code_depnum_ccdc_archive 'CCDC 840790' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H47 N9 O7 S3 Zn' _chemical_formula_weight 999.48 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.016(3) _cell_length_b 21.426(5) _cell_length_c 15.589(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.610(4) _cell_angle_gamma 90.00 _cell_volume 4601.6(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 33817 _cell_measurement_theta_min 1.63 _cell_measurement_theta_max 26.89 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 0.732 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8615 _exptl_absorpt_correction_T_max 0.9574 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 33817 _diffrn_reflns_av_R_equivalents 0.1116 _diffrn_reflns_av_sigmaI/netI 0.1225 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.89 _reflns_number_total 9507 _reflns_number_gt 6341 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9507 _refine_ls_number_parameters 612 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0927 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.1362 _refine_ls_wR_factor_gt 0.1175 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _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 0.66540(3) 0.178774(17) 0.01147(3) 0.01755(12) Uani 1 1 d . . . S1 S 0.65990(6) 0.06024(4) -0.14123(6) 0.0207(2) Uani 1 1 d . . . S2 S 0.66823(6) 0.27193(4) 0.19644(6) 0.0176(2) Uani 1 1 d . . . S3 S 0.60599(6) -0.06772(4) 0.34029(6) 0.0187(2) Uani 1 1 d . . . O1 O 0.55880(15) 0.07159(10) -0.13742(17) 0.0227(6) Uani 1 1 d . . . O2 O 0.68507(17) 0.06001(11) -0.22652(16) 0.0275(6) Uani 1 1 d . . . O3 O 0.75501(15) 0.23448(10) 0.21894(16) 0.0213(6) Uani 1 1 d . . . O4 O 0.67885(16) 0.33725(10) 0.22101(17) 0.0243(6) Uani 1 1 d . . . O5 O 0.54101(16) -0.01643(10) 0.32016(16) 0.0223(6) Uani 1 1 d . . . O6 O 0.56965(17) -0.13015(10) 0.34296(16) 0.0242(6) Uani 1 1 d . . . O7 O 0.64113(18) 0.23415(12) 0.65346(19) 0.0345(7) Uani 1 1 d . . . N1 N 0.80562(19) 0.20337(12) 0.0250(2) 0.0197(7) Uani 1 1 d . . . N2 N 0.9626(2) 0.22248(13) 0.0694(2) 0.0273(8) Uani 1 1 d . . . H2N H 1.015(3) 0.2443(16) 0.093(3) 0.033 Uiso 1 1 d . . . N3 N 0.71875(19) 0.10793(12) -0.07626(19) 0.0183(7) Uani 1 1 d . . . N4 N 0.54943(19) 0.21568(12) -0.0666(2) 0.0185(7) Uani 1 1 d . . . N5 N 0.4237(2) 0.25222(14) -0.1599(2) 0.0247(8) Uani 1 1 d . . . H5N H 0.381(3) 0.2497(17) -0.204(3) 0.030 Uiso 1 1 d . . . N6 N 0.63054(19) 0.26150(11) 0.09654(19) 0.0165(6) Uani 1 1 d . . . N7 N 0.64101(18) 0.10947(11) 0.09291(18) 0.0156(6) Uani 1 1 d . . . N8 N 0.5739(2) 0.02567(12) 0.13901(19) 0.0175(7) Uani 1 1 d . . . H8N H 0.532(2) -0.0024(15) 0.142(2) 0.021 Uiso 1 1 d . . . N9 N 0.6749(2) -0.06993(12) 0.2664(2) 0.0180(7) Uani 1 1 d . . . H9N H 0.710(2) -0.0981(15) 0.273(2) 0.022 Uiso 1 1 d . . . C1 C 0.8713(2) 0.24049(16) 0.0715(2) 0.0225(8) Uani 1 1 d . . . H1 H 0.8555 0.2759 0.1028 0.027 Uiso 1 1 calc R . . C2 C 0.9572(2) 0.16881(16) 0.0182(3) 0.0246(9) Uani 1 1 d . . . C3 C 1.0260(3) 0.12849(17) -0.0063(3) 0.0334(10) Uani 1 1 d . . . H3 H 1.0938 0.1345 0.0122 0.040 Uiso 1 1 calc R . . C4 C 0.9887(3) 0.07992(18) -0.0586(3) 0.0337(10) Uani 1 1 d . . . H4 H 1.0330 0.0515 -0.0770 0.040 Uiso 1 1 calc R . . C5 C 0.8887(3) 0.06920(16) -0.0871(3) 0.0270(9) Uani 1 1 d . . . H5 H 0.8678 0.0345 -0.1237 0.032 Uiso 1 1 calc R . . C6 C 0.8202(2) 0.10905(15) -0.0621(2) 0.0194(8) Uani 1 1 d . . . C7 C 0.8599(2) 0.15855(15) -0.0090(2) 0.0188(8) Uani 1 1 d . . . C8 C 0.6833(2) -0.01610(15) -0.0994(3) 0.0213(8) Uani 1 1 d . . . C9 C 0.7160(3) -0.02592(16) -0.0114(3) 0.0261(9) Uani 1 1 d . . . H9 H 0.7318 0.0087 0.0267 0.031 Uiso 1 1 calc R . . C10 C 0.7258(3) -0.08612(16) 0.0216(3) 0.0295(9) Uani 1 1 d . . . H10 H 0.7483 -0.0925 0.0822 0.035 Uiso 1 1 calc R . . C11 C 0.7029(3) -0.13731(16) -0.0333(3) 0.0298(10) Uani 1 1 d . . . C12 C 0.6714(3) -0.12649(16) -0.1211(3) 0.0339(10) Uani 1 1 d . . . H12 H 0.6562 -0.1611 -0.1593 0.041 Uiso 1 1 calc R . . C13 C 0.6612(2) -0.06690(16) -0.1552(3) 0.0279(9) Uani 1 1 d . . . H13 H 0.6394 -0.0606 -0.2159 0.033 Uiso 1 1 calc R . . C14 C 0.7163(3) -0.20252(17) 0.0026(3) 0.0448(13) Uani 1 1 d . . . H14A H 0.6632 -0.2291 -0.0266 0.067 Uiso 1 1 calc R . . H14B H 0.7161 -0.2017 0.0655 0.067 Uiso 1 1 calc R . . H14C H 0.7783 -0.2193 -0.0075 0.067 Uiso 1 1 calc R . . C15 C 0.4911(2) 0.20716(16) -0.1424(3) 0.0230(8) Uani 1 1 d . . . H15 H 0.4961 0.1730 -0.1802 0.028 Uiso 1 1 calc R . . C16 C 0.4369(2) 0.29319(16) -0.0896(2) 0.0218(8) Uani 1 1 d . . . C17 C 0.3875(3) 0.34590(16) -0.0690(3) 0.0270(9) Uani 1 1 d . . . H17 H 0.3338 0.3631 -0.1078 0.032 Uiso 1 1 calc R . . C18 C 0.4224(2) 0.37117(15) 0.0118(3) 0.0251(9) Uani 1 1 d . . . H18 H 0.3913 0.4074 0.0286 0.030 Uiso 1 1 calc R . . C19 C 0.5014(2) 0.34666(15) 0.0713(3) 0.0218(8) Uani 1 1 d . . . H19 H 0.5211 0.3661 0.1264 0.026 Uiso 1 1 calc R . . C20 C 0.5510(2) 0.29419(15) 0.0502(2) 0.0182(8) Uani 1 1 d . . . C21 C 0.5157(2) 0.26944(14) -0.0324(2) 0.0172(8) Uani 1 1 d . . . C22 C 0.5836(2) 0.24121(14) 0.2556(2) 0.0177(8) Uani 1 1 d . . . C23 C 0.5857(3) 0.17791(15) 0.2745(2) 0.0223(8) Uani 1 1 d . . . H23 H 0.6338 0.1520 0.2572 0.027 Uiso 1 1 calc R . . C24 C 0.5182(3) 0.15275(15) 0.3182(2) 0.0253(9) Uani 1 1 d . . . H24 H 0.5200 0.1093 0.3305 0.030 Uiso 1 1 calc R . . C25 C 0.4474(3) 0.18966(16) 0.3447(3) 0.0271(9) Uani 1 1 d . . . C26 C 0.4467(3) 0.25274(16) 0.3262(3) 0.0278(9) Uani 1 1 d . . . H26 H 0.3988 0.2787 0.3436 0.033 Uiso 1 1 calc R . . C27 C 0.5145(2) 0.27874(15) 0.2829(2) 0.0219(8) Uani 1 1 d . . . H27 H 0.5138 0.3223 0.2717 0.026 Uiso 1 1 calc R . . C28 C 0.3748(3) 0.16158(18) 0.3934(3) 0.0391(11) Uani 1 1 d . . . H28A H 0.3338 0.1318 0.3556 0.059 Uiso 1 1 calc R . . H28B H 0.3342 0.1947 0.4109 0.059 Uiso 1 1 calc R . . H28C H 0.4091 0.1400 0.4455 0.059 Uiso 1 1 calc R . . C29 C 0.5619(2) 0.07528(14) 0.0861(2) 0.0182(8) Uani 1 1 d . . . H29 H 0.5028 0.0848 0.0478 0.022 Uiso 1 1 calc R . . C30 C 0.6678(2) 0.02696(14) 0.1841(2) 0.0157(7) Uani 1 1 d . . . C31 C 0.7202(2) -0.01421(14) 0.2437(2) 0.0163(8) Uani 1 1 d . . . C32 C 0.8168(2) -0.00094(15) 0.2727(2) 0.0218(8) Uani 1 1 d . . . H32 H 0.8550 -0.0282 0.3132 0.026 Uiso 1 1 calc R . . C33 C 0.8594(2) 0.05183(15) 0.2436(3) 0.0238(8) Uani 1 1 d . . . H33 H 0.9262 0.0597 0.2652 0.029 Uiso 1 1 calc R . . C34 C 0.8080(2) 0.09290(15) 0.1848(2) 0.0188(8) Uani 1 1 d . . . H34 H 0.8377 0.1288 0.1655 0.023 Uiso 1 1 calc R . . C35 C 0.7103(2) 0.07946(14) 0.1550(2) 0.0159(7) Uani 1 1 d . . . C36 C 0.6819(2) -0.05165(14) 0.4414(2) 0.0181(8) Uani 1 1 d . . . C37 C 0.7705(3) -0.08202(16) 0.4653(3) 0.0247(9) Uani 1 1 d . . . H37 H 0.7909 -0.1120 0.4275 0.030 Uiso 1 1 calc R . . C38 C 0.8284(3) -0.06813(17) 0.5445(3) 0.0284(9) Uani 1 1 d . . . H38 H 0.8896 -0.0882 0.5602 0.034 Uiso 1 1 calc R . . C39 C 0.7995(3) -0.02560(16) 0.6018(3) 0.0258(9) Uani 1 1 d . . . C40 C 0.7091(3) 0.00248(16) 0.5777(3) 0.0264(9) Uani 1 1 d . . . H40 H 0.6866 0.0304 0.6170 0.032 Uiso 1 1 calc R . . C41 C 0.6513(2) -0.00952(16) 0.4975(3) 0.0249(9) Uani 1 1 d . . . H41 H 0.5907 0.0112 0.4811 0.030 Uiso 1 1 calc R . . C42 C 0.8632(3) -0.0095(2) 0.6862(3) 0.0417(11) Uani 1 1 d . . . H42A H 0.8308 0.0216 0.7169 0.063 Uiso 1 1 calc R . . H42B H 0.9246 0.0076 0.6750 0.063 Uiso 1 1 calc R . . H42C H 0.8762 -0.0471 0.7222 0.063 Uiso 1 1 calc R . . C43 C 0.6302(3) 0.3137(2) 0.7563(3) 0.0519(13) Uani 1 1 d . . . H43A H 0.6425 0.3461 0.7154 0.078 Uiso 1 1 calc R . . H43B H 0.6551 0.3274 0.8163 0.078 Uiso 1 1 calc R . . H43C H 0.5602 0.3061 0.7491 0.078 Uiso 1 1 calc R . . C44 C 0.6801(3) 0.2548(2) 0.7385(3) 0.0459(12) Uani 1 1 d . . . H44A H 0.7506 0.2625 0.7439 0.055 Uiso 1 1 calc R . . H44B H 0.6707 0.2225 0.7815 0.055 Uiso 1 1 calc R . . C45 C 0.6875(3) 0.17942(19) 0.6282(3) 0.0430(12) Uani 1 1 d . . . H45A H 0.6848 0.1455 0.6707 0.052 Uiso 1 1 calc R . . H45B H 0.7565 0.1884 0.6267 0.052 Uiso 1 1 calc R . . C46 C 0.6356(3) 0.15987(19) 0.5392(3) 0.0463(12) Uani 1 1 d . . . H46A H 0.5709 0.1441 0.5433 0.070 Uiso 1 1 calc R . . H46B H 0.6727 0.1269 0.5167 0.070 Uiso 1 1 calc R . . H46C H 0.6293 0.1958 0.4997 0.070 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0134(2) 0.0202(2) 0.0181(3) 0.00409(17) 0.00027(17) -0.00149(15) S1 0.0185(4) 0.0248(4) 0.0187(6) -0.0029(4) 0.0030(4) -0.0043(4) S2 0.0160(4) 0.0204(4) 0.0150(5) -0.0012(4) -0.0006(4) -0.0031(3) S3 0.0203(5) 0.0175(4) 0.0180(6) 0.0026(4) 0.0026(4) 0.0011(3) O1 0.0148(12) 0.0246(12) 0.0273(17) -0.0029(11) 0.0005(11) -0.0039(10) O2 0.0304(14) 0.0389(14) 0.0145(16) -0.0024(12) 0.0077(12) -0.0058(11) O3 0.0142(12) 0.0292(13) 0.0177(16) 0.0033(11) -0.0037(11) 0.0001(10) O4 0.0251(13) 0.0205(12) 0.0268(17) -0.0036(11) 0.0037(12) -0.0079(10) O5 0.0217(13) 0.0203(12) 0.0234(16) 0.0027(11) -0.0004(11) 0.0063(10) O6 0.0265(13) 0.0180(12) 0.0264(17) 0.0041(11) 0.0009(12) -0.0017(10) O7 0.0240(14) 0.0396(15) 0.037(2) 0.0032(14) -0.0022(13) 0.0043(12) N1 0.0206(15) 0.0179(14) 0.0199(19) -0.0010(13) 0.0018(14) -0.0024(12) N2 0.0202(17) 0.0281(16) 0.033(2) -0.0012(15) 0.0044(16) -0.0114(13) N3 0.0173(15) 0.0232(14) 0.0147(18) -0.0042(12) 0.0040(13) -0.0049(12) N4 0.0152(14) 0.0205(14) 0.0179(19) -0.0014(13) -0.0023(13) -0.0008(12) N5 0.0204(17) 0.0305(16) 0.018(2) 0.0016(15) -0.0089(14) 0.0008(14) N6 0.0171(15) 0.0182(13) 0.0128(18) 0.0004(12) -0.0006(13) -0.0013(11) N7 0.0129(14) 0.0177(13) 0.0152(18) 0.0011(12) -0.0002(13) 0.0002(11) N8 0.0153(15) 0.0182(14) 0.0177(19) 0.0012(13) -0.0001(13) -0.0018(12) N9 0.0206(16) 0.0148(14) 0.0188(19) 0.0041(13) 0.0042(14) 0.0062(11) C1 0.0213(19) 0.0257(18) 0.021(2) 0.0021(16) 0.0051(17) -0.0046(15) C2 0.0181(18) 0.0263(18) 0.028(3) 0.0022(17) 0.0002(17) -0.0046(15) C3 0.0157(19) 0.040(2) 0.045(3) -0.004(2) 0.0055(19) 0.0008(17) C4 0.022(2) 0.041(2) 0.040(3) -0.006(2) 0.011(2) 0.0014(18) C5 0.028(2) 0.0285(19) 0.026(3) -0.0069(17) 0.0085(18) -0.0014(16) C6 0.0164(18) 0.0285(18) 0.013(2) 0.0008(15) 0.0010(15) -0.0038(14) C7 0.0171(18) 0.0246(17) 0.015(2) 0.0040(15) 0.0040(16) 0.0002(14) C8 0.0178(18) 0.0216(17) 0.026(3) -0.0036(16) 0.0096(17) -0.0039(14) C9 0.029(2) 0.0262(19) 0.024(3) -0.0033(17) 0.0070(18) -0.0010(16) C10 0.031(2) 0.033(2) 0.028(3) 0.0019(18) 0.0131(19) 0.0030(17) C11 0.024(2) 0.0245(19) 0.045(3) 0.0004(19) 0.017(2) 0.0040(16) C12 0.032(2) 0.0231(19) 0.049(3) -0.0119(19) 0.015(2) -0.0039(16) C13 0.0214(19) 0.031(2) 0.031(3) -0.0104(18) 0.0047(18) -0.0051(16) C14 0.043(3) 0.025(2) 0.072(4) 0.002(2) 0.026(3) 0.0005(19) C15 0.0188(18) 0.0268(18) 0.022(2) 0.0010(17) -0.0009(17) -0.0014(15) C16 0.0177(18) 0.0268(18) 0.019(2) 0.0078(16) -0.0017(16) -0.0027(15) C17 0.0210(19) 0.0277(19) 0.030(3) 0.0085(18) -0.0002(18) 0.0079(16) C18 0.023(2) 0.0227(18) 0.030(3) 0.0013(17) 0.0073(18) 0.0049(15) C19 0.0212(19) 0.0262(18) 0.017(2) 0.0009(16) 0.0022(16) -0.0003(15) C20 0.0158(17) 0.0185(16) 0.020(2) 0.0042(15) 0.0020(16) -0.0022(14) C21 0.0159(17) 0.0203(16) 0.014(2) 0.0019(15) -0.0002(16) -0.0014(14) C22 0.0176(17) 0.0226(17) 0.010(2) 0.0013(14) -0.0036(15) -0.0025(14) C23 0.027(2) 0.0225(17) 0.017(2) -0.0021(15) 0.0023(17) -0.0029(15) C24 0.038(2) 0.0190(17) 0.020(2) -0.0010(16) 0.0076(19) -0.0070(16) C25 0.029(2) 0.031(2) 0.023(2) -0.0046(17) 0.0099(18) -0.0071(16) C26 0.029(2) 0.032(2) 0.025(3) -0.0054(17) 0.0114(19) -0.0013(16) C27 0.027(2) 0.0184(16) 0.019(2) -0.0022(15) 0.0019(17) -0.0011(15) C28 0.041(3) 0.040(2) 0.041(3) -0.001(2) 0.022(2) -0.0081(19) C29 0.0139(17) 0.0194(16) 0.020(2) 0.0009(15) 0.0009(15) 0.0039(14) C30 0.0137(17) 0.0183(16) 0.015(2) -0.0038(14) 0.0020(15) -0.0013(13) C31 0.0186(18) 0.0177(16) 0.013(2) 0.0011(14) 0.0028(15) 0.0013(14) C32 0.0208(19) 0.0231(18) 0.019(2) 0.0029(16) -0.0027(16) 0.0071(15) C33 0.0152(18) 0.0280(18) 0.025(2) 0.0030(17) -0.0045(17) -0.0004(15) C34 0.0166(17) 0.0186(16) 0.020(2) -0.0005(15) -0.0011(16) -0.0014(13) C35 0.0173(17) 0.0161(16) 0.013(2) -0.0014(14) -0.0003(15) 0.0037(13) C36 0.0221(19) 0.0170(16) 0.015(2) 0.0046(14) 0.0039(16) -0.0005(14) C37 0.026(2) 0.0262(18) 0.021(2) 0.0003(17) 0.0024(18) 0.0070(16) C38 0.023(2) 0.039(2) 0.021(2) 0.0045(18) 0.0007(18) 0.0084(17) C39 0.028(2) 0.033(2) 0.017(2) -0.0025(17) 0.0038(18) 0.0013(16) C40 0.027(2) 0.0302(19) 0.021(2) -0.0065(17) 0.0025(18) 0.0073(16) C41 0.0194(19) 0.0279(19) 0.026(3) 0.0009(17) 0.0014(18) 0.0065(15) C42 0.038(3) 0.053(3) 0.031(3) -0.011(2) 0.001(2) 0.007(2) C43 0.048(3) 0.060(3) 0.047(4) -0.014(2) 0.007(3) -0.010(2) C44 0.030(2) 0.075(3) 0.032(3) 0.002(2) 0.003(2) -0.003(2) C45 0.038(3) 0.043(2) 0.049(3) 0.015(2) 0.013(2) 0.017(2) C46 0.048(3) 0.036(2) 0.056(4) -0.006(2) 0.013(3) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N4 2.005(3) . ? Zn1 N1 2.008(3) . ? Zn1 N7 2.023(3) . ? Zn1 N3 2.261(3) . ? Zn1 N6 2.319(3) . ? S1 O2 1.437(2) . ? S1 O1 1.450(2) . ? S1 N3 1.563(3) . ? S1 C8 1.769(3) . ? S2 O3 1.445(2) . ? S2 O4 1.451(2) . ? S2 N6 1.566(3) . ? S2 C22 1.759(3) . ? S3 O5 1.425(2) . ? S3 O6 1.435(2) . ? S3 N9 1.634(3) . ? S3 C36 1.766(4) . ? O7 C44 1.409(5) . ? O7 C45 1.431(4) . ? N1 C1 1.327(4) . ? N1 C7 1.389(4) . ? N2 C1 1.343(4) . ? N2 C2 1.394(5) . ? N2 H2N 0.89(4) . ? N3 C6 1.399(4) . ? N4 C15 1.320(4) . ? N4 C21 1.389(4) . ? N5 C15 1.343(4) . ? N5 C16 1.390(5) . ? N5 H5N 0.83(4) . ? N6 C20 1.399(4) . ? N7 C29 1.317(4) . ? N7 C35 1.396(4) . ? N8 C29 1.337(4) . ? N8 C30 1.374(4) . ? N8 H8N 0.85(3) . ? N9 C31 1.428(4) . ? N9 H9N 0.77(3) . ? C1 H1 0.9500 . ? C2 C7 1.370(5) . ? C2 C3 1.398(5) . ? C3 C4 1.366(5) . ? C3 H3 0.9500 . ? C4 C5 1.409(5) . ? C4 H4 0.9500 . ? C5 C6 1.393(5) . ? C5 H5 0.9500 . ? C6 C7 1.396(5) . ? C8 C9 1.380(5) . ? C8 C13 1.392(5) . ? C9 C10 1.386(5) . ? C9 H9 0.9500 . ? C10 C11 1.392(5) . ? C10 H10 0.9500 . ? C11 C12 1.378(6) . ? C11 C14 1.505(5) . ? C12 C13 1.380(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15 0.9500 . ? C16 C21 1.383(5) . ? C16 C17 1.392(5) . ? C17 C18 1.376(5) . ? C17 H17 0.9500 . ? C18 C19 1.408(5) . ? C18 H18 0.9500 . ? C19 C20 1.393(4) . ? C19 H19 0.9500 . ? C20 C21 1.396(5) . ? C22 C27 1.384(4) . ? C22 C23 1.387(4) . ? C23 C24 1.374(5) . ? C23 H23 0.9500 . ? C24 C25 1.390(5) . ? C24 H24 0.9500 . ? C25 C26 1.382(5) . ? C25 C28 1.503(5) . ? C26 C27 1.381(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29 0.9500 . ? C30 C35 1.387(4) . ? C30 C31 1.389(5) . ? C31 C32 1.375(5) . ? C32 C33 1.393(5) . ? C32 H32 0.9500 . ? C33 C34 1.375(5) . ? C33 H33 0.9500 . ? C34 C35 1.392(4) . ? C34 H34 0.9500 . ? C36 C41 1.379(5) . ? C36 C37 1.390(5) . ? C37 C38 1.380(5) . ? C37 H37 0.9500 . ? C38 C39 1.388(5) . ? C38 H38 0.9500 . ? C39 C40 1.391(5) . ? C39 C42 1.488(5) . ? C40 C41 1.382(5) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.492(6) . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.502(6) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? 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 Zn1 N1 128.95(11) . . ? N4 Zn1 N7 117.30(11) . . ? N1 Zn1 N7 113.69(11) . . ? N4 Zn1 N3 102.65(11) . . ? N1 Zn1 N3 79.25(10) . . ? N7 Zn1 N3 89.98(10) . . ? N4 Zn1 N6 79.23(11) . . ? N1 Zn1 N6 92.54(10) . . ? N7 Zn1 N6 97.14(10) . . ? N3 Zn1 N6 170.82(9) . . ? O2 S1 O1 116.54(16) . . ? O2 S1 N3 114.30(15) . . ? O1 S1 N3 105.49(14) . . ? O2 S1 C8 106.13(16) . . ? O1 S1 C8 104.83(14) . . ? N3 S1 C8 109.01(17) . . ? O3 S2 O4 115.50(14) . . ? O3 S2 N6 106.07(14) . . ? O4 S2 N6 113.55(14) . . ? O3 S2 C22 106.46(15) . . ? O4 S2 C22 105.59(14) . . ? N6 S2 C22 109.37(15) . . ? O5 S3 O6 120.63(14) . . ? O5 S3 N9 107.70(14) . . ? O6 S3 N9 104.63(14) . . ? O5 S3 C36 107.57(15) . . ? O6 S3 C36 108.34(15) . . ? N9 S3 C36 107.28(15) . . ? C44 O7 C45 113.6(3) . . ? C1 N1 C7 104.5(3) . . ? C1 N1 Zn1 141.4(2) . . ? C7 N1 Zn1 111.8(2) . . ? C1 N2 C2 107.4(3) . . ? C1 N2 H2N 124(2) . . ? C2 N2 H2N 129(2) . . ? C6 N3 S1 120.9(2) . . ? C6 N3 Zn1 109.4(2) . . ? S1 N3 Zn1 129.58(15) . . ? C15 N4 C21 105.1(3) . . ? C15 N4 Zn1 142.0(2) . . ? C21 N4 Zn1 112.9(2) . . ? C15 N5 C16 107.9(3) . . ? C15 N5 H5N 120(3) . . ? C16 N5 H5N 132(3) . . ? C20 N6 S2 122.2(2) . . ? C20 N6 Zn1 108.6(2) . . ? S2 N6 Zn1 127.59(15) . . ? C29 N7 C35 105.6(3) . . ? C29 N7 Zn1 126.5(2) . . ? C35 N7 Zn1 126.6(2) . . ? C29 N8 C30 107.4(3) . . ? C29 N8 H8N 126(2) . . ? C30 N8 H8N 127(2) . . ? C31 N9 S3 119.9(2) . . ? C31 N9 H9N 113(3) . . ? S3 N9 H9N 112(3) . . ? N1 C1 N2 112.5(3) . . ? N1 C1 H1 123.7 . . ? N2 C1 H1 123.7 . . ? C7 C2 N2 104.8(3) . . ? C7 C2 C3 120.9(3) . . ? N2 C2 C3 134.3(3) . . ? C4 C3 C2 115.2(3) . . ? C4 C3 H3 122.4 . . ? C2 C3 H3 122.4 . . ? C3 C4 C5 124.2(3) . . ? C3 C4 H4 117.9 . . ? C5 C4 H4 117.9 . . ? C6 C5 C4 120.6(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 114.4(3) . . ? C5 C6 N3 132.7(3) . . ? C7 C6 N3 112.9(3) . . ? C2 C7 N1 110.8(3) . . ? C2 C7 C6 124.8(3) . . ? N1 C7 C6 124.4(3) . . ? C9 C8 C13 119.8(3) . . ? C9 C8 S1 120.8(3) . . ? C13 C8 S1 119.2(3) . . ? C8 C9 C10 120.2(3) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C11 120.6(4) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 118.3(3) . . ? C12 C11 C14 121.4(4) . . ? C10 C11 C14 120.2(4) . . ? C11 C12 C13 121.9(4) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C12 C13 C8 119.2(4) . . ? C12 C13 H13 120.4 . . ? C8 C13 H13 120.4 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C15 N5 112.3(3) . . ? N4 C15 H15 123.9 . . ? N5 C15 H15 123.9 . . ? C21 C16 N5 104.5(3) . . ? C21 C16 C17 121.4(4) . . ? N5 C16 C17 134.0(4) . . ? C18 C17 C16 115.0(3) . . ? C18 C17 H17 122.5 . . ? C16 C17 H17 122.5 . . ? C17 C18 C19 124.0(3) . . ? C17 C18 H18 118.0 . . ? C19 C18 H18 118.0 . . ? C20 C19 C18 120.8(4) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C21 114.6(3) . . ? C19 C20 N6 131.8(3) . . ? C21 C20 N6 113.6(3) . . ? C16 C21 N4 110.2(3) . . ? C16 C21 C20 124.1(3) . . ? N4 C21 C20 125.5(3) . . ? C27 C22 C23 119.5(3) . . ? C27 C22 S2 121.4(2) . . ? C23 C22 S2 119.1(2) . . ? C24 C23 C22 119.9(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 121.3(3) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.4 . . ? C26 C25 C24 118.2(3) . . ? C26 C25 C28 121.2(3) . . ? C24 C25 C28 120.6(3) . . ? C27 C26 C25 121.2(3) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C26 C27 C22 119.9(3) . . ? C26 C27 H27 120.0 . . ? C22 C27 H27 120.0 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N7 C29 N8 112.6(3) . . ? N7 C29 H29 123.7 . . ? N8 C29 H29 123.7 . . ? N8 C30 C35 106.2(3) . . ? N8 C30 C31 131.9(3) . . ? C35 C30 C31 121.8(3) . . ? C32 C31 C30 117.1(3) . . ? C32 C31 N9 123.2(3) . . ? C30 C31 N9 119.5(3) . . ? C31 C32 C33 121.0(3) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C34 C33 C32 122.2(3) . . ? C34 C33 H33 118.9 . . ? C32 C33 H33 118.9 . . ? C33 C34 C35 116.9(3) . . ? C33 C34 H34 121.6 . . ? C35 C34 H34 121.6 . . ? C30 C35 C34 120.9(3) . . ? C30 C35 N7 108.3(3) . . ? C34 C35 N7 130.7(3) . . ? C41 C36 C37 120.2(4) . . ? C41 C36 S3 119.1(3) . . ? C37 C36 S3 120.6(3) . . ? C38 C37 C36 119.2(3) . . ? C38 C37 H37 120.4 . . ? C36 C37 H37 120.4 . . ? C37 C38 C39 121.6(3) . . ? C37 C38 H38 119.2 . . ? C39 C38 H38 119.2 . . ? C38 C39 C40 118.0(4) . . ? C38 C39 C42 121.5(3) . . ? C40 C39 C42 120.5(3) . . ? C41 C40 C39 121.1(3) . . ? C41 C40 H40 119.4 . . ? C39 C40 H40 119.4 . . ? C36 C41 C40 119.8(3) . . ? C36 C41 H41 120.1 . . ? C40 C41 H41 120.1 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C44 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? O7 C44 C43 109.1(4) . . ? O7 C44 H44A 109.9 . . ? C43 C44 H44A 109.9 . . ? O7 C44 H44B 109.9 . . ? C43 C44 H44B 109.9 . . ? H44A C44 H44B 108.3 . . ? O7 C45 C46 108.4(3) . . ? O7 C45 H45A 110.0 . . ? C46 C45 H45A 110.0 . . ? O7 C45 H45B 110.0 . . ? C46 C45 H45B 110.0 . . ? H45A C45 H45B 108.4 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? 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 N2 H2N O7 0.89(4) 1.90(4) 2.763(4) 162(3) 4_665 N8 H8N O1 0.85(3) 1.95(3) 2.790(3) 173(3) 3_655 N9 H9N O4 0.77(3) 2.08(3) 2.836(3) 169(3) 2_645 N5 H5N O3 0.83(4) 1.97(4) 2.756(4) 158(4) 4_565 _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 26.89 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.496 _refine_diff_density_min -0.592 _refine_diff_density_rms 0.103 data_co(zbg-3)3 _database_code_depnum_ccdc_archive 'CCDC 840791' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H47 Co N9 O7 S3' _chemical_formula_weight 993.04 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.0823(13) _cell_length_b 21.4210(19) _cell_length_c 15.6384(14) _cell_angle_alpha 90.00 _cell_angle_beta 100.980(2) _cell_angle_gamma 90.00 _cell_volume 4631.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 35930 _cell_measurement_theta_min 1.63 _cell_measurement_theta_max 26.72 _exptl_crystal_description Block _exptl_crystal_colour Purple _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2068 _exptl_absorpt_coefficient_mu 0.567 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9197 _exptl_absorpt_correction_T_max 0.9832 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 35930 _diffrn_reflns_av_R_equivalents 0.1073 _diffrn_reflns_av_sigmaI/netI 0.1346 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.72 _reflns_number_total 9787 _reflns_number_gt 5398 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0425P)^2^+0.4936P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9787 _refine_ls_number_parameters 612 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1358 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1284 _refine_ls_wR_factor_gt 0.1060 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.015 _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 0.33165(4) 0.17927(3) 0.98812(3) 0.02211(15) Uani 1 1 d . . . S1 S 0.32918(7) 0.26954(5) 0.80485(6) 0.0201(2) Uani 1 1 d . . . S2 S 0.33936(7) 0.06086(5) 1.13945(6) 0.0253(3) Uani 1 1 d . . . S3 S 0.39642(7) -0.06776(5) 0.65951(6) 0.0225(2) Uani 1 1 d . . . O1 O 0.24324(17) 0.23126(12) 0.78248(15) 0.0226(6) Uani 1 1 d . . . O2 O 0.31706(18) 0.33527(12) 0.78142(15) 0.0252(7) Uani 1 1 d . . . O3 O 0.44079(18) 0.07247(13) 1.13588(15) 0.0256(7) Uani 1 1 d . . . O4 O 0.3147(2) 0.06108(14) 1.22470(16) 0.0340(7) Uani 1 1 d . . . O5 O 0.46036(18) -0.01562(12) 0.67988(16) 0.0250(7) Uani 1 1 d . . . O6 O 0.43448(19) -0.12971(12) 0.65637(16) 0.0281(7) Uani 1 1 d . . . O7 O 0.3562(2) 0.23354(16) 1.3456(2) 0.0495(9) Uani 1 1 d . . . N1 N 0.4481(2) 0.21569(15) 1.06897(19) 0.0204(8) Uani 1 1 d . . . N2 N 0.5732(3) 0.25296(17) 1.1621(2) 0.0281(9) Uani 1 1 d . . . H2N H 0.623(3) 0.2565(19) 1.206(2) 0.034 Uiso 1 1 d . . . N3 N 0.3681(2) 0.25873(14) 0.90509(18) 0.0180(7) Uani 1 1 d . . . N4 N 0.1906(2) 0.20328(15) 0.97227(19) 0.0218(8) Uani 1 1 d . . . N5 N 0.0334(3) 0.22159(18) 0.9292(2) 0.0307(9) Uani 1 1 d . . . H5N H -0.016(3) 0.239(2) 0.907(3) 0.037 Uiso 1 1 d . . . N6 N 0.2795(2) 0.10840(15) 1.07371(18) 0.0228(8) Uani 1 1 d . . . N7 N 0.3574(2) 0.10899(14) 0.90679(18) 0.0180(7) Uani 1 1 d . . . N8 N 0.4265(2) 0.02496(16) 0.8614(2) 0.0192(8) Uani 1 1 d . . . H8N H 0.470(3) -0.0033(18) 0.858(2) 0.023 Uiso 1 1 d . . . N9 N 0.3272(2) -0.07135(16) 0.7326(2) 0.0224(8) Uani 1 1 d . . . H9N H 0.293(3) -0.1013(19) 0.726(2) 0.027 Uiso 1 1 d . . . C1 C 0.5070(3) 0.2082(2) 1.1457(2) 0.0264(10) Uani 1 1 d . . . H1 H 0.5023 0.1746 1.1842 0.032 Uiso 1 1 calc R . . C2 C 0.5601(3) 0.2940(2) 1.0916(2) 0.0244(10) Uani 1 1 d . . . C3 C 0.6092(3) 0.3461(2) 1.0695(3) 0.0313(11) Uani 1 1 d . . . H3 H 0.6631 0.3633 1.1081 0.038 Uiso 1 1 calc R . . C4 C 0.5751(3) 0.3713(2) 0.9883(3) 0.0310(11) Uani 1 1 d . . . H4 H 0.6061 0.4074 0.9712 0.037 Uiso 1 1 calc R . . C5 C 0.4960(3) 0.34570(19) 0.9294(3) 0.0251(10) Uani 1 1 d . . . H5 H 0.4757 0.3647 0.8741 0.030 Uiso 1 1 calc R . . C6 C 0.4474(3) 0.29345(19) 0.9508(2) 0.0206(9) Uani 1 1 d . . . C7 C 0.4820(3) 0.26937(19) 1.0344(2) 0.0212(9) Uani 1 1 d . . . C8 C 0.4141(3) 0.24007(18) 0.7447(2) 0.0196(9) Uani 1 1 d . . . C9 C 0.4808(3) 0.2787(2) 0.7179(2) 0.0275(10) Uani 1 1 d . . . H9 H 0.4809 0.3221 0.7299 0.033 Uiso 1 1 calc R . . C10 C 0.5483(3) 0.2533(2) 0.6731(3) 0.0305(11) Uani 1 1 d . . . H10 H 0.5947 0.2800 0.6550 0.037 Uiso 1 1 calc R . . C11 C 0.5493(3) 0.1902(2) 0.6543(3) 0.0311(11) Uani 1 1 d . . . C12 C 0.4804(3) 0.1522(2) 0.6808(2) 0.0306(11) Uani 1 1 d . . . H12 H 0.4796 0.1088 0.6679 0.037 Uiso 1 1 calc R . . C13 C 0.4125(3) 0.1767(2) 0.7258(2) 0.0246(9) Uani 1 1 d . . . H13 H 0.3657 0.1502 0.7436 0.030 Uiso 1 1 calc R . . C14 C 0.6219(3) 0.1628(2) 0.6050(3) 0.0476(14) Uani 1 1 d . . . H14A H 0.6563 0.1283 0.6386 0.071 Uiso 1 1 calc R . . H14B H 0.6683 0.1950 0.5960 0.071 Uiso 1 1 calc R . . H14C H 0.5880 0.1472 0.5484 0.071 Uiso 1 1 calc R . . C15 C 0.1246(3) 0.2406(2) 0.9267(2) 0.0265(10) Uani 1 1 d . . . H15 H 0.1395 0.2765 0.8960 0.032 Uiso 1 1 calc R . . C16 C 0.0396(3) 0.1681(2) 0.9808(3) 0.0289(10) Uani 1 1 d . . . C17 C -0.0270(3) 0.1279(2) 1.0060(3) 0.0382(12) Uani 1 1 d . . . H17 H -0.0947 0.1336 0.9876 0.046 Uiso 1 1 calc R . . C18 C 0.0109(3) 0.0788(2) 1.0596(3) 0.0396(12) Uani 1 1 d . . . H18 H -0.0326 0.0504 1.0784 0.047 Uiso 1 1 calc R . . C19 C 0.1113(3) 0.0694(2) 1.0874(3) 0.0328(11) Uani 1 1 d . . . H19 H 0.1337 0.0352 1.1245 0.039 Uiso 1 1 calc R . . C20 C 0.1774(3) 0.10936(19) 1.0612(2) 0.0231(9) Uani 1 1 d . . . C21 C 0.1377(3) 0.15837(19) 1.0072(2) 0.0231(10) Uani 1 1 d . . . C22 C 0.3166(3) -0.01616(19) 1.0984(3) 0.0255(10) Uani 1 1 d . . . C23 C 0.2831(3) -0.0263(2) 1.0106(3) 0.0306(11) Uani 1 1 d . . . H23 H 0.2658 0.0081 0.9723 0.037 Uiso 1 1 calc R . . C24 C 0.2747(3) -0.0867(2) 0.9787(3) 0.0336(11) Uani 1 1 d . . . H24 H 0.2522 -0.0934 0.9182 0.040 Uiso 1 1 calc R . . C25 C 0.2985(3) -0.1376(2) 1.0330(3) 0.0349(11) Uani 1 1 d . . . C26 C 0.3308(3) -0.1265(2) 1.1215(3) 0.0381(12) Uani 1 1 d . . . H26 H 0.3470 -0.1608 1.1600 0.046 Uiso 1 1 calc R . . C27 C 0.3397(3) -0.0663(2) 1.1545(3) 0.0318(11) Uani 1 1 d . . . H27 H 0.3616 -0.0595 1.2150 0.038 Uiso 1 1 calc R . . C28 C 0.2865(4) -0.2027(2) 0.9977(3) 0.0527(14) Uani 1 1 d . . . H28A H 0.3413 -0.2283 1.0257 0.079 Uiso 1 1 calc R . . H28B H 0.2842 -0.2018 0.9346 0.079 Uiso 1 1 calc R . . H28C H 0.2263 -0.2205 1.0095 0.079 Uiso 1 1 calc R . . C29 C 0.4368(3) 0.07524(18) 0.9146(2) 0.0197(9) Uani 1 1 d . . . H29 H 0.4952 0.0852 0.9536 0.024 Uiso 1 1 calc R . . C30 C 0.3323(3) 0.02589(18) 0.8158(2) 0.0170(9) Uani 1 1 d . . . C31 C 0.2809(3) -0.01603(18) 0.7553(2) 0.0193(9) Uani 1 1 d . . . C32 C 0.1843(3) -0.0031(2) 0.7261(2) 0.0280(10) Uani 1 1 d . . . H32 H 0.1464 -0.0303 0.6853 0.034 Uiso 1 1 calc R . . C33 C 0.1412(3) 0.0493(2) 0.7556(3) 0.0278(10) Uani 1 1 d . . . H33 H 0.0745 0.0567 0.7340 0.033 Uiso 1 1 calc R . . C34 C 0.1912(3) 0.09027(19) 0.8139(2) 0.0231(9) Uani 1 1 d . . . H34 H 0.1606 0.1258 0.8329 0.028 Uiso 1 1 calc R . . C35 C 0.2892(3) 0.07815(18) 0.8449(2) 0.0187(9) Uani 1 1 d . . . C36 C 0.3206(3) -0.05169(19) 0.5586(2) 0.0231(10) Uani 1 1 d . . . C37 C 0.3501(3) -0.0091(2) 0.5026(2) 0.0310(11) Uani 1 1 d . . . H37 H 0.4096 0.0126 0.5192 0.037 Uiso 1 1 calc R . . C38 C 0.2922(3) 0.0018(2) 0.4220(3) 0.0371(12) Uani 1 1 d . . . H38 H 0.3145 0.0291 0.3822 0.044 Uiso 1 1 calc R . . C39 C 0.2021(3) -0.0264(2) 0.3980(3) 0.0328(11) Uani 1 1 d . . . C40 C 0.1741(3) -0.0693(2) 0.4539(2) 0.0333(11) Uani 1 1 d . . . H40 H 0.1139 -0.0902 0.4373 0.040 Uiso 1 1 calc R . . C41 C 0.2321(3) -0.0827(2) 0.5339(2) 0.0276(10) Uani 1 1 d . . . H41 H 0.2119 -0.1126 0.5716 0.033 Uiso 1 1 calc R . . C42 C 0.1374(3) -0.0103(3) 0.3118(3) 0.0569(16) Uani 1 1 d . . . H42A H 0.1216 -0.0485 0.2774 0.085 Uiso 1 1 calc R . . H42B H 0.1711 0.0189 0.2796 0.085 Uiso 1 1 calc R . . H42C H 0.0777 0.0090 0.3225 0.085 Uiso 1 1 calc R . . C43 C 0.3632(4) 0.1600(3) 1.4613(3) 0.0622(16) Uani 1 1 d . . . H43A H 0.4293 0.1478 1.4575 0.093 Uiso 1 1 calc R . . H43B H 0.3300 0.1247 1.4826 0.093 Uiso 1 1 calc R . . H43C H 0.3652 0.1952 1.5017 0.093 Uiso 1 1 calc R . . C44 C 0.3086(4) 0.1794(3) 1.3713(3) 0.0586(15) Uani 1 1 d . . . H44A H 0.3095 0.1451 1.3290 0.070 Uiso 1 1 calc R . . H44B H 0.2404 0.1892 1.3735 0.070 Uiso 1 1 calc R . . C45 C 0.3149(4) 0.2533(3) 1.2620(3) 0.0611(17) Uani 1 1 d . . . H45A H 0.2447 0.2604 1.2577 0.073 Uiso 1 1 calc R . . H45B H 0.3238 0.2210 1.2188 0.073 Uiso 1 1 calc R . . C46 C 0.3649(4) 0.3142(3) 1.2437(3) 0.0678(17) Uani 1 1 d . . . H46A H 0.3556 0.3458 1.2867 0.102 Uiso 1 1 calc R . . H46B H 0.3369 0.3291 1.1851 0.102 Uiso 1 1 calc R . . H46C H 0.4343 0.3065 1.2477 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0169(3) 0.0243(3) 0.0235(3) -0.0073(3) -0.0006(2) 0.0025(3) S1 0.0198(5) 0.0201(6) 0.0188(5) 0.0012(4) -0.0005(4) 0.0044(5) S2 0.0260(6) 0.0282(6) 0.0216(5) 0.0055(5) 0.0041(4) 0.0067(5) S3 0.0254(6) 0.0191(6) 0.0218(5) -0.0021(4) 0.0015(4) -0.0014(5) O1 0.0181(14) 0.0277(17) 0.0192(14) 0.0026(12) -0.0035(11) -0.0014(13) O2 0.0307(16) 0.0189(17) 0.0253(15) 0.0048(12) 0.0034(12) 0.0079(13) O3 0.0236(15) 0.0279(17) 0.0237(15) 0.0044(13) 0.0004(12) 0.0037(14) O4 0.0412(18) 0.043(2) 0.0202(15) 0.0095(14) 0.0110(13) 0.0124(16) O5 0.0267(16) 0.0203(16) 0.0261(15) -0.0026(12) 0.0001(12) -0.0055(13) O6 0.0360(17) 0.0168(16) 0.0301(16) -0.0033(13) 0.0026(13) 0.0013(14) O7 0.038(2) 0.057(3) 0.050(2) -0.0022(18) -0.0015(17) -0.0120(19) N1 0.0202(18) 0.022(2) 0.0171(17) -0.0011(14) -0.0017(14) 0.0024(16) N2 0.023(2) 0.035(2) 0.021(2) -0.0069(17) -0.0080(15) -0.0004(19) N3 0.0157(17) 0.0188(19) 0.0177(17) -0.0011(14) -0.0011(13) 0.0017(15) N4 0.0211(18) 0.022(2) 0.0227(18) 0.0007(15) 0.0045(15) 0.0049(16) N5 0.024(2) 0.028(2) 0.038(2) 0.0025(18) 0.0008(17) 0.0091(18) N6 0.0205(18) 0.026(2) 0.0206(18) 0.0031(15) 0.0011(14) 0.0079(16) N7 0.0156(17) 0.0173(19) 0.0210(18) -0.0006(14) 0.0031(14) 0.0012(15) N8 0.0179(19) 0.018(2) 0.0205(18) -0.0039(15) 0.0004(14) 0.0020(15) N9 0.027(2) 0.015(2) 0.0247(18) -0.0015(16) 0.0037(15) -0.0084(16) C1 0.025(2) 0.028(3) 0.024(2) -0.0007(19) -0.0027(19) 0.000(2) C2 0.021(2) 0.025(3) 0.025(2) -0.0048(19) -0.0011(18) 0.001(2) C3 0.026(2) 0.031(3) 0.035(3) -0.008(2) 0.001(2) -0.002(2) C4 0.032(3) 0.022(3) 0.039(3) -0.006(2) 0.007(2) -0.006(2) C5 0.028(2) 0.021(2) 0.026(2) -0.0011(19) 0.0030(19) 0.002(2) C6 0.017(2) 0.023(2) 0.021(2) -0.0052(18) -0.0009(17) 0.0066(19) C7 0.017(2) 0.019(2) 0.027(2) -0.0052(18) 0.0034(18) 0.0038(19) C8 0.023(2) 0.020(2) 0.012(2) 0.0017(17) -0.0028(17) 0.0059(19) C9 0.032(2) 0.025(3) 0.025(2) 0.0024(19) 0.0050(19) -0.003(2) C10 0.026(2) 0.039(3) 0.028(2) 0.005(2) 0.010(2) -0.002(2) C11 0.035(3) 0.031(3) 0.029(2) 0.004(2) 0.010(2) 0.007(2) C12 0.041(3) 0.025(3) 0.025(2) -0.0002(19) 0.005(2) 0.009(2) C13 0.030(2) 0.022(2) 0.021(2) 0.0054(19) 0.0050(18) 0.001(2) C14 0.050(3) 0.054(4) 0.044(3) 0.005(3) 0.025(2) 0.010(3) C15 0.023(2) 0.029(3) 0.027(2) -0.0010(19) 0.0048(19) 0.007(2) C16 0.023(2) 0.033(3) 0.030(2) -0.001(2) 0.0056(19) 0.007(2) C17 0.020(2) 0.048(3) 0.047(3) -0.002(2) 0.007(2) 0.000(2) C18 0.032(3) 0.040(3) 0.049(3) 0.004(2) 0.016(2) -0.005(2) C19 0.031(3) 0.037(3) 0.032(2) 0.009(2) 0.010(2) 0.002(2) C20 0.023(2) 0.025(3) 0.022(2) -0.0013(18) 0.0069(18) 0.003(2) C21 0.026(2) 0.023(2) 0.022(2) -0.0010(18) 0.0066(18) 0.0012(19) C22 0.020(2) 0.025(3) 0.033(2) 0.005(2) 0.0070(19) 0.005(2) C23 0.035(3) 0.029(3) 0.029(3) 0.008(2) 0.011(2) 0.001(2) C24 0.038(3) 0.034(3) 0.033(3) -0.001(2) 0.018(2) -0.004(2) C25 0.027(3) 0.028(3) 0.055(3) 0.006(2) 0.020(2) 0.002(2) C26 0.029(3) 0.027(3) 0.059(3) 0.022(2) 0.011(2) 0.005(2) C27 0.029(2) 0.034(3) 0.032(2) 0.012(2) 0.0051(19) 0.006(2) C28 0.051(3) 0.032(3) 0.083(4) 0.000(3) 0.033(3) 0.002(3) C29 0.020(2) 0.023(2) 0.015(2) -0.0042(17) 0.0002(16) 0.0020(19) C30 0.018(2) 0.018(2) 0.014(2) 0.0022(17) 0.0020(16) 0.0002(18) C31 0.028(2) 0.012(2) 0.019(2) -0.0008(17) 0.0077(17) -0.0056(19) C32 0.027(2) 0.030(3) 0.023(2) -0.003(2) -0.0051(18) -0.009(2) C33 0.020(2) 0.028(3) 0.032(2) -0.001(2) -0.0030(19) 0.003(2) C34 0.022(2) 0.019(2) 0.026(2) -0.0004(18) 0.0002(18) 0.0030(19) C35 0.021(2) 0.015(2) 0.018(2) 0.0008(16) -0.0024(16) -0.0078(18) C36 0.027(2) 0.024(2) 0.018(2) -0.0002(18) 0.0045(18) -0.002(2) C37 0.032(3) 0.032(3) 0.029(3) 0.003(2) 0.004(2) -0.008(2) C38 0.043(3) 0.040(3) 0.026(2) 0.013(2) 0.002(2) -0.009(2) C39 0.029(3) 0.046(3) 0.022(2) 0.002(2) 0.0011(19) 0.000(2) C40 0.026(2) 0.049(3) 0.025(2) 0.000(2) 0.0030(19) -0.007(2) C41 0.031(2) 0.031(3) 0.022(2) -0.0020(19) 0.0065(19) -0.010(2) C42 0.047(3) 0.090(5) 0.030(3) 0.019(3) -0.001(2) -0.012(3) C43 0.065(4) 0.055(4) 0.066(4) 0.006(3) 0.009(3) 0.004(3) C44 0.060(4) 0.046(4) 0.075(4) -0.017(3) 0.024(3) -0.017(3) C45 0.043(3) 0.096(5) 0.043(3) -0.002(3) 0.004(3) 0.009(3) C46 0.067(4) 0.078(5) 0.059(4) 0.023(3) 0.014(3) 0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N4 2.021(3) . ? Co1 N1 2.026(3) . ? Co1 N7 2.048(3) . ? Co1 N6 2.239(3) . ? Co1 N3 2.258(3) . ? S1 O1 1.449(3) . ? S1 O2 1.457(3) . ? S1 N3 1.576(3) . ? S1 C8 1.773(4) . ? S2 O4 1.440(3) . ? S2 O3 1.461(3) . ? S2 N6 1.573(3) . ? S2 C22 1.777(4) . ? S3 O5 1.432(3) . ? S3 O6 1.436(3) . ? S3 N9 1.638(3) . ? S3 C36 1.762(4) . ? O7 C45 1.393(5) . ? O7 C44 1.435(6) . ? N1 C1 1.332(4) . ? N1 C7 1.393(5) . ? N2 C1 1.328(5) . ? N2 C2 1.395(5) . ? N2 H2N 0.88(4) . ? N3 C6 1.417(5) . ? N4 C15 1.327(5) . ? N4 C21 1.391(5) . ? N5 C15 1.355(5) . ? N5 C16 1.395(5) . ? N5 H5N 0.81(4) . ? N6 C20 1.412(5) . ? N7 C29 1.317(4) . ? N7 C35 1.393(4) . ? N8 C29 1.352(5) . ? N8 C30 1.381(4) . ? N8 H8N 0.87(4) . ? N9 C31 1.430(5) . ? N9 H9N 0.80(4) . ? C1 H1 0.9500 . ? C2 C7 1.382(5) . ? C2 C3 1.390(6) . ? C3 C4 1.379(5) . ? C3 H3 0.9500 . ? C4 C5 1.414(5) . ? C4 H4 0.9500 . ? C5 C6 1.386(5) . ? C5 H5 0.9500 . ? C6 C7 1.404(5) . ? C8 C9 1.375(5) . ? C8 C13 1.389(5) . ? C9 C10 1.394(5) . ? C9 H9 0.9500 . ? C10 C11 1.384(6) . ? C10 H10 0.9500 . ? C11 C12 1.389(6) . ? C11 C14 1.512(6) . ? C12 C13 1.394(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15 0.9500 . ? C16 C21 1.379(5) . ? C16 C17 1.385(6) . ? C17 C18 1.385(6) . ? C17 H17 0.9500 . ? C18 C19 1.413(6) . ? C18 H18 0.9500 . ? C19 C20 1.383(5) . ? C19 H19 0.9500 . ? C20 C21 1.396(5) . ? C22 C23 1.382(5) . ? C22 C27 1.386(5) . ? C23 C24 1.384(6) . ? C23 H23 0.9500 . ? C24 C25 1.383(6) . ? C24 H24 0.9500 . ? C25 C26 1.394(6) . ? C25 C28 1.497(6) . ? C26 C27 1.384(6) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29 0.9500 . ? C30 C35 1.391(5) . ? C30 C31 1.401(5) . ? C31 C32 1.379(5) . ? C32 C33 1.394(5) . ? C32 H32 0.9500 . ? C33 C34 1.362(5) . ? C33 H33 0.9500 . ? C34 C35 1.398(5) . ? C34 H34 0.9500 . ? C36 C37 1.383(5) . ? C36 C41 1.400(5) . ? C37 C38 1.383(5) . ? C37 H37 0.9500 . ? C38 C39 1.391(6) . ? C38 H38 0.9500 . ? C39 C40 1.377(6) . ? C39 C42 1.516(6) . ? C40 C41 1.388(5) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.527(6) . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.536(7) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? 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 Co1 N1 129.65(13) . . ? N4 Co1 N7 113.42(12) . . ? N1 Co1 N7 116.91(12) . . ? N4 Co1 N6 79.57(12) . . ? N1 Co1 N6 101.94(12) . . ? N7 Co1 N6 89.43(12) . . ? N4 Co1 N3 93.62(12) . . ? N1 Co1 N3 79.82(12) . . ? N7 Co1 N3 96.34(11) . . ? N6 Co1 N3 172.44(11) . . ? O1 S1 O2 115.72(15) . . ? O1 S1 N3 105.85(16) . . ? O2 S1 N3 113.20(16) . . ? O1 S1 C8 106.68(17) . . ? O2 S1 C8 105.62(17) . . ? N3 S1 C8 109.53(16) . . ? O4 S2 O3 116.42(16) . . ? O4 S2 N6 114.13(17) . . ? O3 S2 N6 105.74(17) . . ? O4 S2 C22 106.17(19) . . ? O3 S2 C22 104.75(17) . . ? N6 S2 C22 109.11(18) . . ? O5 S3 O6 120.37(17) . . ? O5 S3 N9 108.29(17) . . ? O6 S3 N9 104.83(17) . . ? O5 S3 C36 107.15(18) . . ? O6 S3 C36 108.44(17) . . ? N9 S3 C36 107.12(18) . . ? C45 O7 C44 111.9(4) . . ? C1 N1 C7 104.3(3) . . ? C1 N1 Co1 143.8(3) . . ? C7 N1 Co1 111.9(2) . . ? C1 N2 C2 108.6(3) . . ? C1 N2 H2N 129(3) . . ? C2 N2 H2N 122(3) . . ? C6 N3 S1 121.1(3) . . ? C6 N3 Co1 110.4(2) . . ? S1 N3 Co1 127.50(17) . . ? C15 N4 C21 104.8(3) . . ? C15 N4 Co1 142.3(3) . . ? C21 N4 Co1 111.3(2) . . ? C15 N5 C16 108.0(3) . . ? C15 N5 H5N 126(3) . . ? C16 N5 H5N 126(3) . . ? C20 N6 S2 120.3(3) . . ? C20 N6 Co1 110.4(2) . . ? S2 N6 Co1 129.30(18) . . ? C29 N7 C35 105.4(3) . . ? C29 N7 Co1 126.4(2) . . ? C35 N7 Co1 126.8(2) . . ? C29 N8 C30 106.7(3) . . ? C29 N8 H8N 127(3) . . ? C30 N8 H8N 126(2) . . ? C31 N9 S3 119.6(3) . . ? C31 N9 H9N 113(3) . . ? S3 N9 H9N 113(3) . . ? N2 C1 N1 112.4(4) . . ? N2 C1 H1 123.8 . . ? N1 C1 H1 123.8 . . ? C7 C2 C3 121.2(4) . . ? C7 C2 N2 103.9(4) . . ? C3 C2 N2 134.8(4) . . ? C4 C3 C2 116.2(4) . . ? C4 C3 H3 121.9 . . ? C2 C3 H3 121.9 . . ? C3 C4 C5 122.6(4) . . ? C3 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? C6 C5 C4 121.4(4) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 115.0(4) . . ? C5 C6 N3 132.8(4) . . ? C7 C6 N3 112.2(3) . . ? C2 C7 N1 110.7(3) . . ? C2 C7 C6 123.6(4) . . ? N1 C7 C6 125.5(3) . . ? C9 C8 C13 120.5(4) . . ? C9 C8 S1 121.1(3) . . ? C13 C8 S1 118.4(3) . . ? C8 C9 C10 119.3(4) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C11 C10 C9 121.4(4) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C12 118.4(4) . . ? C10 C11 C14 121.5(4) . . ? C12 C11 C14 120.1(4) . . ? C11 C12 C13 121.0(4) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? C8 C13 C12 119.4(4) . . ? C8 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C15 N5 111.9(4) . . ? N4 C15 H15 124.0 . . ? N5 C15 H15 124.0 . . ? C21 C16 C17 121.0(4) . . ? C21 C16 N5 104.2(4) . . ? C17 C16 N5 134.7(4) . . ? C16 C17 C18 116.1(4) . . ? C16 C17 H17 122.0 . . ? C18 C17 H17 122.0 . . ? C17 C18 C19 122.9(4) . . ? C17 C18 H18 118.6 . . ? C19 C18 H18 118.6 . . ? C20 C19 C18 120.7(4) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C21 115.4(4) . . ? C19 C20 N6 132.4(4) . . ? C21 C20 N6 112.1(4) . . ? C16 C21 N4 111.1(4) . . ? C16 C21 C20 123.9(4) . . ? N4 C21 C20 125.0(4) . . ? C23 C22 C27 120.1(4) . . ? C23 C22 S2 120.6(3) . . ? C27 C22 S2 119.1(3) . . ? C22 C23 C24 119.6(4) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C25 C24 C23 121.6(4) . . ? C25 C24 H24 119.2 . . ? C23 C24 H24 119.2 . . ? C24 C25 C26 117.9(4) . . ? C24 C25 C28 120.8(4) . . ? C26 C25 C28 121.3(4) . . ? C27 C26 C25 121.3(4) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C26 C27 C22 119.5(4) . . ? C26 C27 H27 120.3 . . ? C22 C27 H27 120.3 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N7 C29 N8 113.0(3) . . ? N7 C29 H29 123.5 . . ? N8 C29 H29 123.5 . . ? N8 C30 C35 106.1(3) . . ? N8 C30 C31 131.4(4) . . ? C35 C30 C31 122.4(3) . . ? C32 C31 C30 116.4(4) . . ? C32 C31 N9 123.5(4) . . ? C30 C31 N9 119.9(3) . . ? C31 C32 C33 121.1(4) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C34 C33 C32 122.6(4) . . ? C34 C33 H33 118.7 . . ? C32 C33 H33 118.7 . . ? C33 C34 C35 117.6(4) . . ? C33 C34 H34 121.2 . . ? C35 C34 H34 121.2 . . ? C30 C35 N7 108.9(3) . . ? C30 C35 C34 120.0(3) . . ? N7 C35 C34 131.1(4) . . ? C37 C36 C41 119.8(4) . . ? C37 C36 S3 119.5(3) . . ? C41 C36 S3 120.6(3) . . ? C38 C37 C36 119.4(4) . . ? C38 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? C37 C38 C39 121.5(4) . . ? C37 C38 H38 119.2 . . ? C39 C38 H38 119.2 . . ? C40 C39 C38 118.3(4) . . ? C40 C39 C42 121.4(4) . . ? C38 C39 C42 120.3(4) . . ? C39 C40 C41 121.3(4) . . ? C39 C40 H40 119.3 . . ? C41 C40 H40 119.3 . . ? C40 C41 C36 119.4(4) . . ? C40 C41 H41 120.3 . . ? C36 C41 H41 120.3 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C44 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? O7 C44 C43 107.3(4) . . ? O7 C44 H44A 110.3 . . ? C43 C44 H44A 110.3 . . ? O7 C44 H44B 110.3 . . ? C43 C44 H44B 110.3 . . ? H44A C44 H44B 108.5 . . ? O7 C45 C46 107.9(4) . . ? O7 C45 H45A 110.1 . . ? C46 C45 H45A 110.1 . . ? O7 C45 H45B 110.1 . . ? C46 C45 H45B 110.1 . . ? H45A C45 H45B 108.4 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? 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 N2 H2N O1 0.88(4) 1.90(4) 2.770(4) 169(4) 4_666 N5 H5N O7 0.81(4) 1.96(4) 2.759(5) 169(4) 4_565 N8 H8N O3 0.87(4) 1.94(4) 2.797(4) 171(3) 3_657 N9 H9N O2 0.80(4) 2.04(4) 2.830(4) 168(4) 2_546 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.72 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.489 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.087 data_cu(zbg-3)3 _database_code_depnum_ccdc_archive 'CCDC 840792' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H37 Cu N9 O6 S3' _chemical_formula_weight 923.53 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' S S 0.1246 0.1234 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3070(14) _cell_length_b 14.164(2) _cell_length_c 16.076(2) _cell_angle_alpha 106.952(2) _cell_angle_beta 104.444(2) _cell_angle_gamma 104.477(2) _cell_volume 2037.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23801 _cell_measurement_theta_min 1.60 _cell_measurement_theta_max 28.39 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 954 _exptl_absorpt_coefficient_mu 0.751 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8957 _exptl_absorpt_correction_T_max 0.9778 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 23801 _diffrn_reflns_av_R_equivalents 0.0800 _diffrn_reflns_av_sigmaI/netI 0.1222 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.39 _reflns_number_total 9239 _reflns_number_gt 5798 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0430P)^2^+2.5090P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9239 _refine_ls_number_parameters 565 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1205 _refine_ls_R_factor_gt 0.0673 _refine_ls_wR_factor_ref 0.1572 _refine_ls_wR_factor_gt 0.1267 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -1.13950(5) -0.22318(4) -0.28872(4) 0.01736(15) Uani 1 1 d . . . S1 S -1.08300(12) 0.01923(9) -0.26377(7) 0.0189(3) Uani 1 1 d . . . S2 S -1.12570(12) -0.45243(9) -0.31839(8) 0.0193(3) Uani 1 1 d . . . S3 S -0.39128(12) 0.10383(9) -0.08612(8) 0.0196(3) Uani 1 1 d . . . O1 O -1.1890(3) 0.0496(3) -0.2284(2) 0.0228(7) Uani 1 1 d . . . O2 O -0.9528(3) 0.0302(2) -0.19535(19) 0.0210(7) Uani 1 1 d . . . O3 O -1.1899(3) -0.5494(2) -0.3076(2) 0.0229(7) Uani 1 1 d . . . O4 O -1.1700(3) -0.4547(3) -0.4126(2) 0.0223(7) Uani 1 1 d . . . O5 O -0.4866(3) 0.0860(3) -0.0358(2) 0.0227(7) Uani 1 1 d . . . O6 O -0.2409(3) 0.1345(3) -0.0395(2) 0.0225(7) Uani 1 1 d . . . N1 N -1.3424(4) -0.2897(3) -0.3741(2) 0.0194(8) Uani 1 1 d . . . N2 N -1.5615(4) -0.3731(3) -0.4787(3) 0.0223(9) Uani 1 1 d D . . H2N H -1.647(3) -0.423(3) -0.510(3) 0.027 Uiso 1 1 d D . . N3 N -1.1465(4) -0.0993(3) -0.3376(2) 0.0187(8) Uani 1 1 d . . . N4 N -1.1534(4) -0.1607(3) -0.1468(2) 0.0182(8) Uani 1 1 d . . . N5 N -1.1444(4) -0.1085(3) -0.0003(3) 0.0210(9) Uani 1 1 d D . . H5N H -1.125(5) -0.061(3) 0.0555(18) 0.025 Uiso 1 1 d D . . N6 N -1.1537(4) -0.3558(3) -0.2559(2) 0.0171(8) Uani 1 1 d . . . N7 N -0.9284(4) -0.1753(3) -0.2470(2) 0.0182(8) Uani 1 1 d . . . N8 N -0.7092(4) -0.1088(3) -0.1428(2) 0.0185(8) Uani 1 1 d D . . H8N H -0.638(4) -0.093(4) -0.090(2) 0.022 Uiso 1 1 d D . . N9 N -0.4338(4) -0.0079(3) -0.1735(3) 0.0203(9) Uani 1 1 d D . . H9N H -0.365(4) -0.001(4) -0.199(3) 0.024 Uiso 1 1 d D . . C1 C -1.4556(5) -0.3761(4) -0.4096(3) 0.0220(10) Uani 1 1 d . . . H1 H -1.4629 -0.4335 -0.3897 0.026 Uiso 1 1 calc R . . C2 C -1.5105(5) -0.2774(4) -0.4881(3) 0.0192(10) Uani 1 1 d . . . C3 C -1.5647(5) -0.2282(4) -0.5453(3) 0.0239(11) Uani 1 1 d . . . H3 H -1.6578 -0.2600 -0.5910 0.029 Uiso 1 1 calc R . . C4 C -1.4735(5) -0.1301(4) -0.5308(3) 0.0210(10) Uani 1 1 d . . . H4 H -1.5058 -0.0946 -0.5690 0.025 Uiso 1 1 calc R . . C5 C -1.3360(5) -0.0798(4) -0.4630(3) 0.0202(10) Uani 1 1 d . . . H5 H -1.2792 -0.0118 -0.4558 0.024 Uiso 1 1 calc R . . C6 C -1.2829(5) -0.1296(4) -0.4066(3) 0.0173(9) Uani 1 1 d . . . C7 C -1.3742(5) -0.2275(4) -0.4223(3) 0.0182(10) Uani 1 1 d . . . C8 C -1.0298(5) 0.1075(4) -0.3179(3) 0.0182(10) Uani 1 1 d . . . C9 C -1.0774(5) 0.1920(4) -0.3092(3) 0.0243(11) Uani 1 1 d . . . H9 H -1.1456 0.1985 -0.2797 0.029 Uiso 1 1 calc R . . C10 C -1.0258(5) 0.2669(4) -0.3435(3) 0.0290(12) Uani 1 1 d . . . H10 H -1.0587 0.3247 -0.3369 0.035 Uiso 1 1 calc R . . C11 C -0.9264(5) 0.2586(4) -0.3874(3) 0.0240(11) Uani 1 1 d . . . C12 C -0.8819(5) 0.1729(4) -0.3969(3) 0.0261(11) Uani 1 1 d . . . H12 H -0.8155 0.1654 -0.4278 0.031 Uiso 1 1 calc R . . C13 C -0.9320(5) 0.0976(4) -0.3622(3) 0.0259(11) Uani 1 1 d . . . H13 H -0.8993 0.0397 -0.3689 0.031 Uiso 1 1 calc R . . C14 C -0.8699(5) 0.3419(4) -0.4237(3) 0.0288(12) Uani 1 1 d . . . H14A H -0.8130 0.4089 -0.3714 0.043 Uiso 1 1 calc R . . H14B H -0.9503 0.3507 -0.4645 0.043 Uiso 1 1 calc R . . H14C H -0.8099 0.3200 -0.4586 0.043 Uiso 1 1 calc R . . C15 C -1.1525(4) -0.0841(4) -0.0762(3) 0.0201(10) Uani 1 1 d . . . H15 H -1.1570 -0.0186 -0.0785 0.024 Uiso 1 1 calc R . . C16 C -1.1369(5) -0.2083(4) -0.0207(3) 0.0217(10) Uani 1 1 d . . . C17 C -1.1279(5) -0.2739(4) 0.0284(3) 0.0267(11) Uani 1 1 d . . . H17 H -1.1220 -0.2527 0.0914 0.032 Uiso 1 1 calc R . . C18 C -1.1280(5) -0.3716(4) -0.0203(3) 0.0281(12) Uani 1 1 d . . . H18 H -1.1230 -0.4194 0.0103 0.034 Uiso 1 1 calc R . . C19 C -1.1353(5) -0.4039(4) -0.1140(3) 0.0241(11) Uani 1 1 d . . . H19 H -1.1346 -0.4723 -0.1440 0.029 Uiso 1 1 calc R . . C20 C -1.1435(5) -0.3385(4) -0.1629(3) 0.0205(10) Uani 1 1 d . . . C21 C -1.1438(4) -0.2396(4) -0.1131(3) 0.0189(10) Uani 1 1 d . . . C22 C -0.9387(5) -0.4241(4) -0.2812(3) 0.0221(10) Uani 1 1 d . . . C23 C -0.8729(5) -0.4386(4) -0.2021(3) 0.0297(12) Uani 1 1 d . . . H23 H -0.9282 -0.4730 -0.1733 0.036 Uiso 1 1 calc R . . C24 C -0.7243(6) -0.4019(5) -0.1652(4) 0.0377(14) Uani 1 1 d . . . H24 H -0.6781 -0.4112 -0.1107 0.045 Uiso 1 1 calc R . . C25 C -0.6430(5) -0.3520(4) -0.2070(4) 0.0338(13) Uani 1 1 d . . . C26 C -0.7120(5) -0.3436(4) -0.2887(4) 0.0306(12) Uani 1 1 d . . . H26 H -0.6569 -0.3126 -0.3195 0.037 Uiso 1 1 calc R . . C27 C -0.8593(5) -0.3792(4) -0.3263(3) 0.0260(11) Uani 1 1 d . . . H27 H -0.9053 -0.3729 -0.3824 0.031 Uiso 1 1 calc R . . C28 C -0.4817(5) -0.3047(5) -0.1627(4) 0.0485(17) Uani 1 1 d . . . H28A H -0.4543 -0.2335 -0.1167 0.073 Uiso 1 1 calc R . . H28B H -0.4396 -0.3012 -0.2106 0.073 Uiso 1 1 calc R . . H28C H -0.4468 -0.3486 -0.1321 0.073 Uiso 1 1 calc R . . C29 C -0.8488(4) -0.1576(4) -0.1616(3) 0.0190(10) Uani 1 1 d . . . H29 H -0.8863 -0.1773 -0.1184 0.023 Uiso 1 1 calc R . . C30 C -0.6935(5) -0.0944(4) -0.2210(3) 0.0176(9) Uani 1 1 d . . . C31 C -0.5741(5) -0.0521(4) -0.2415(3) 0.0190(10) Uani 1 1 d . . . C32 C -0.5965(5) -0.0589(4) -0.3323(3) 0.0214(10) Uani 1 1 d . . . H32 H -0.5174 -0.0325 -0.3495 0.026 Uiso 1 1 calc R . . C33 C -0.7353(5) -0.1048(4) -0.3989(3) 0.0209(10) Uani 1 1 d . . . H33 H -0.7471 -0.1102 -0.4608 0.025 Uiso 1 1 calc R . . C34 C -0.8549(5) -0.1420(4) -0.3777(3) 0.0188(10) Uani 1 1 d . . . H34 H -0.9483 -0.1696 -0.4228 0.023 Uiso 1 1 calc R . . C35 C -0.8324(5) -0.1371(3) -0.2871(3) 0.0178(9) Uani 1 1 d . . . C36 C -0.4260(5) 0.1960(4) -0.1332(3) 0.0191(10) Uani 1 1 d . . . C37 C -0.3244(5) 0.2470(4) -0.1625(3) 0.0229(10) Uani 1 1 d . . . H37 H -0.2357 0.2357 -0.1536 0.028 Uiso 1 1 calc R . . C38 C -0.3541(5) 0.3145(4) -0.2047(3) 0.0270(11) Uani 1 1 d . . . H38 H -0.2858 0.3490 -0.2262 0.032 Uiso 1 1 calc R . . C39 C -0.4827(5) 0.3331(4) -0.2166(3) 0.0283(12) Uani 1 1 d . . . C40 C -0.5816(6) 0.2802(4) -0.1864(4) 0.0345(13) Uani 1 1 d . . . H40 H -0.6696 0.2924 -0.1941 0.041 Uiso 1 1 calc R . . C41 C -0.5565(5) 0.2106(4) -0.1456(3) 0.0299(12) Uani 1 1 d . . . H41 H -0.6264 0.1736 -0.1266 0.036 Uiso 1 1 calc R . . C42 C -0.5149(6) 0.4066(5) -0.2640(4) 0.0403(14) Uani 1 1 d . . . H42A H -0.5506 0.3689 -0.3315 0.060 Uiso 1 1 calc R . . H42B H -0.4274 0.4666 -0.2458 0.060 Uiso 1 1 calc R . . H42C H -0.5875 0.4321 -0.2456 0.060 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0137(3) 0.0176(3) 0.0186(3) 0.0071(2) 0.0039(2) 0.0032(2) S1 0.0173(5) 0.0189(6) 0.0194(5) 0.0071(5) 0.0069(4) 0.0041(5) S2 0.0157(5) 0.0185(6) 0.0212(6) 0.0071(5) 0.0050(4) 0.0039(5) S3 0.0167(5) 0.0222(6) 0.0194(5) 0.0093(5) 0.0060(4) 0.0042(5) O1 0.0226(17) 0.0222(19) 0.0275(17) 0.0072(15) 0.0168(14) 0.0087(15) O2 0.0200(16) 0.0209(18) 0.0170(15) 0.0060(13) 0.0028(12) 0.0038(14) O3 0.0212(17) 0.0182(18) 0.0284(17) 0.0097(15) 0.0082(14) 0.0047(14) O4 0.0203(17) 0.0271(19) 0.0197(16) 0.0105(14) 0.0062(13) 0.0073(15) O5 0.0199(17) 0.0264(19) 0.0210(16) 0.0103(15) 0.0089(13) 0.0033(15) O6 0.0173(16) 0.0238(19) 0.0226(16) 0.0091(14) 0.0044(13) 0.0030(14) N1 0.0170(19) 0.018(2) 0.0214(19) 0.0068(16) 0.0056(15) 0.0042(16) N2 0.0153(19) 0.022(2) 0.024(2) 0.0058(18) 0.0034(16) 0.0026(17) N3 0.0140(18) 0.021(2) 0.0183(18) 0.0074(16) 0.0038(14) 0.0039(16) N4 0.0102(17) 0.022(2) 0.0176(18) 0.0046(16) 0.0028(14) 0.0032(16) N5 0.020(2) 0.020(2) 0.0177(19) 0.0037(17) 0.0063(16) 0.0018(17) N6 0.0150(18) 0.019(2) 0.0195(18) 0.0087(16) 0.0070(14) 0.0062(16) N7 0.0173(19) 0.016(2) 0.0211(19) 0.0087(16) 0.0055(15) 0.0050(16) N8 0.0143(19) 0.020(2) 0.0155(18) 0.0047(16) 0.0049(14) -0.0008(16) N9 0.0142(19) 0.025(2) 0.022(2) 0.0086(17) 0.0085(15) 0.0045(17) C1 0.020(2) 0.022(3) 0.022(2) 0.009(2) 0.0040(18) 0.006(2) C2 0.017(2) 0.017(2) 0.019(2) 0.0041(19) 0.0056(17) 0.0021(19) C3 0.020(2) 0.029(3) 0.020(2) 0.010(2) 0.0020(18) 0.008(2) C4 0.021(2) 0.023(3) 0.018(2) 0.007(2) 0.0048(18) 0.009(2) C5 0.021(2) 0.017(2) 0.024(2) 0.007(2) 0.0098(18) 0.0053(19) C6 0.017(2) 0.019(2) 0.016(2) 0.0060(19) 0.0069(17) 0.0063(19) C7 0.015(2) 0.022(3) 0.019(2) 0.0077(19) 0.0073(17) 0.0082(19) C8 0.016(2) 0.015(2) 0.020(2) 0.0061(19) 0.0062(17) 0.0004(18) C9 0.022(2) 0.025(3) 0.030(3) 0.011(2) 0.013(2) 0.012(2) C10 0.032(3) 0.021(3) 0.036(3) 0.011(2) 0.011(2) 0.013(2) C11 0.025(3) 0.023(3) 0.020(2) 0.007(2) 0.0065(19) 0.007(2) C12 0.030(3) 0.025(3) 0.028(3) 0.010(2) 0.017(2) 0.009(2) C13 0.027(3) 0.032(3) 0.033(3) 0.019(2) 0.020(2) 0.018(2) C14 0.030(3) 0.025(3) 0.031(3) 0.014(2) 0.011(2) 0.004(2) C15 0.014(2) 0.022(3) 0.023(2) 0.008(2) 0.0070(18) 0.0044(19) C16 0.020(2) 0.023(3) 0.019(2) 0.006(2) 0.0085(18) 0.002(2) C17 0.027(3) 0.028(3) 0.023(2) 0.009(2) 0.011(2) 0.004(2) C18 0.035(3) 0.029(3) 0.022(2) 0.014(2) 0.011(2) 0.006(2) C19 0.027(3) 0.022(3) 0.025(2) 0.009(2) 0.011(2) 0.009(2) C20 0.014(2) 0.024(3) 0.021(2) 0.008(2) 0.0053(17) 0.0046(19) C21 0.014(2) 0.025(3) 0.021(2) 0.013(2) 0.0076(17) 0.0063(19) C22 0.019(2) 0.011(2) 0.033(3) 0.006(2) 0.0082(19) 0.0042(19) C23 0.022(3) 0.027(3) 0.035(3) 0.011(2) 0.003(2) 0.008(2) C24 0.026(3) 0.041(4) 0.040(3) 0.009(3) 0.005(2) 0.014(3) C25 0.014(2) 0.029(3) 0.044(3) -0.001(3) 0.005(2) 0.007(2) C26 0.024(3) 0.015(3) 0.051(3) 0.007(2) 0.018(2) 0.006(2) C27 0.027(3) 0.020(3) 0.030(3) 0.009(2) 0.010(2) 0.008(2) C28 0.021(3) 0.040(4) 0.061(4) 0.000(3) 0.004(3) 0.005(3) C29 0.013(2) 0.023(3) 0.019(2) 0.010(2) 0.0043(17) 0.0021(19) C30 0.017(2) 0.019(2) 0.020(2) 0.0092(19) 0.0068(17) 0.0091(19) C31 0.020(2) 0.019(2) 0.022(2) 0.012(2) 0.0091(18) 0.0064(19) C32 0.022(2) 0.021(3) 0.025(2) 0.012(2) 0.0137(19) 0.005(2) C33 0.024(2) 0.022(3) 0.020(2) 0.009(2) 0.0102(18) 0.009(2) C34 0.020(2) 0.020(2) 0.019(2) 0.0083(19) 0.0058(17) 0.010(2) C35 0.019(2) 0.012(2) 0.024(2) 0.0064(19) 0.0093(18) 0.0056(18) C36 0.016(2) 0.019(2) 0.016(2) 0.0040(19) 0.0030(17) 0.0019(19) C37 0.018(2) 0.022(3) 0.027(2) 0.007(2) 0.0096(19) 0.005(2) C38 0.026(3) 0.026(3) 0.030(3) 0.014(2) 0.011(2) 0.007(2) C39 0.027(3) 0.020(3) 0.033(3) 0.011(2) 0.007(2) 0.003(2) C40 0.026(3) 0.041(3) 0.042(3) 0.022(3) 0.011(2) 0.015(3) C41 0.019(2) 0.041(3) 0.038(3) 0.020(3) 0.014(2) 0.012(2) C42 0.035(3) 0.044(4) 0.048(3) 0.028(3) 0.012(3) 0.013(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N7 1.978(4) . ? Cu1 N1 1.993(4) . ? Cu1 N6 2.075(4) . ? Cu1 N3 2.131(4) . ? Cu1 N4 2.248(4) . ? S1 O2 1.447(3) . ? S1 O1 1.451(3) . ? S1 N3 1.599(4) . ? S1 C8 1.775(5) . ? S2 O3 1.447(3) . ? S2 O4 1.457(3) . ? S2 N6 1.583(4) . ? S2 C22 1.770(5) . ? S3 O6 1.431(3) . ? S3 O5 1.440(3) . ? S3 N9 1.649(4) . ? S3 C36 1.755(5) . ? N1 C1 1.316(6) . ? N1 C7 1.379(5) . ? N2 C1 1.369(5) . ? N2 C2 1.392(6) . ? N2 H2N 0.890(19) . ? N3 C6 1.426(5) . ? N4 C15 1.318(6) . ? N4 C21 1.390(6) . ? N5 C15 1.352(6) . ? N5 C16 1.381(6) . ? N5 H5N 0.886(19) . ? N6 C20 1.415(5) . ? N7 C29 1.325(5) . ? N7 C35 1.394(6) . ? N8 C29 1.343(5) . ? N8 C30 1.371(5) . ? N8 H8N 0.892(19) . ? N9 C31 1.428(5) . ? N9 H9N 0.897(19) . ? C1 H1 0.9500 . ? C2 C7 1.385(6) . ? C2 C3 1.398(6) . ? C3 C4 1.386(7) . ? C3 H3 0.9500 . ? C4 C5 1.405(6) . ? C4 H4 0.9500 . ? C5 C6 1.392(6) . ? C5 H5 0.9500 . ? C6 C7 1.377(6) . ? C8 C13 1.384(6) . ? C8 C9 1.386(6) . ? C9 C10 1.384(7) . ? C9 H9 0.9500 . ? C10 C11 1.390(7) . ? C10 H10 0.9500 . ? C11 C12 1.383(7) . ? C11 C14 1.517(6) . ? C12 C13 1.389(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15 0.9500 . ? C16 C17 1.389(6) . ? C16 C21 1.398(6) . ? C17 C18 1.376(7) . ? C17 H17 0.9500 . ? C18 C19 1.417(6) . ? C18 H18 0.9500 . ? C19 C20 1.383(6) . ? C19 H19 0.9500 . ? C20 C21 1.398(6) . ? C22 C27 1.380(6) . ? C22 C23 1.383(6) . ? C23 C24 1.392(7) . ? C23 H23 0.9500 . ? C24 C25 1.383(8) . ? C24 H24 0.9500 . ? C25 C26 1.383(7) . ? C25 C28 1.515(7) . ? C26 C27 1.381(7) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29 0.9500 . ? C30 C31 1.389(6) . ? C30 C35 1.407(6) . ? C31 C32 1.389(6) . ? C32 C33 1.407(6) . ? C32 H32 0.9500 . ? C33 C34 1.379(6) . ? C33 H33 0.9500 . ? C34 C35 1.395(6) . ? C34 H34 0.9500 . ? C36 C37 1.380(6) . ? C36 C41 1.386(6) . ? C37 C38 1.375(6) . ? C37 H37 0.9500 . ? C38 C39 1.393(7) . ? C38 H38 0.9500 . ? C39 C40 1.382(7) . ? C39 C42 1.513(7) . ? C40 C41 1.374(7) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? 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 N7 Cu1 N1 159.45(16) . . ? N7 Cu1 N6 92.65(14) . . ? N1 Cu1 N6 90.64(15) . . ? N7 Cu1 N3 92.52(14) . . ? N1 Cu1 N3 82.87(14) . . ? N6 Cu1 N3 172.98(13) . . ? N7 Cu1 N4 96.14(14) . . ? N1 Cu1 N4 104.40(14) . . ? N6 Cu1 N4 80.83(14) . . ? N3 Cu1 N4 103.31(14) . . ? O2 S1 O1 116.29(19) . . ? O2 S1 N3 107.26(19) . . ? O1 S1 N3 112.2(2) . . ? O2 S1 C8 105.55(19) . . ? O1 S1 C8 105.5(2) . . ? N3 S1 C8 109.8(2) . . ? O3 S2 O4 115.65(19) . . ? O3 S2 N6 112.5(2) . . ? O4 S2 N6 106.66(19) . . ? O3 S2 C22 107.3(2) . . ? O4 S2 C22 107.1(2) . . ? N6 S2 C22 107.3(2) . . ? O6 S3 O5 119.00(18) . . ? O6 S3 N9 105.0(2) . . ? O5 S3 N9 107.37(19) . . ? O6 S3 C36 109.8(2) . . ? O5 S3 C36 107.7(2) . . ? N9 S3 C36 107.4(2) . . ? C1 N1 C7 106.0(4) . . ? C1 N1 Cu1 143.9(3) . . ? C7 N1 Cu1 109.7(3) . . ? C1 N2 C2 107.1(4) . . ? C1 N2 H2N 125(3) . . ? C2 N2 H2N 128(3) . . ? C6 N3 S1 116.2(3) . . ? C6 N3 Cu1 109.3(3) . . ? S1 N3 Cu1 118.69(19) . . ? C15 N4 C21 104.3(4) . . ? C15 N4 Cu1 151.5(3) . . ? C21 N4 Cu1 103.7(3) . . ? C15 N5 C16 108.2(4) . . ? C15 N5 H5N 123(3) . . ? C16 N5 H5N 127(3) . . ? C20 N6 S2 122.4(3) . . ? C20 N6 Cu1 114.0(3) . . ? S2 N6 Cu1 120.6(2) . . ? C29 N7 C35 105.3(4) . . ? C29 N7 Cu1 122.2(3) . . ? C35 N7 Cu1 131.6(3) . . ? C29 N8 C30 108.0(4) . . ? C29 N8 H8N 126(3) . . ? C30 N8 H8N 126(3) . . ? C31 N9 S3 118.8(3) . . ? C31 N9 H9N 112(3) . . ? S3 N9 H9N 108(3) . . ? N1 C1 N2 111.7(4) . . ? N1 C1 H1 124.1 . . ? N2 C1 H1 124.1 . . ? C7 C2 N2 104.9(4) . . ? C7 C2 C3 119.9(4) . . ? N2 C2 C3 135.2(4) . . ? C4 C3 C2 115.4(4) . . ? C4 C3 H3 122.3 . . ? C2 C3 H3 122.3 . . ? C3 C4 C5 124.0(4) . . ? C3 C4 H4 118.0 . . ? C5 C4 H4 118.0 . . ? C6 C5 C4 120.1(4) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 115.3(4) . . ? C7 C6 N3 113.4(4) . . ? C5 C6 N3 131.2(4) . . ? C6 C7 N1 124.5(4) . . ? C6 C7 C2 125.2(4) . . ? N1 C7 C2 110.3(4) . . ? C13 C8 C9 119.6(4) . . ? C13 C8 S1 120.4(4) . . ? C9 C8 S1 119.8(4) . . ? C10 C9 C8 120.2(5) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 120.8(5) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C12 C11 C10 118.2(5) . . ? C12 C11 C14 121.6(5) . . ? C10 C11 C14 120.2(5) . . ? C11 C12 C13 121.6(5) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C8 C13 C12 119.5(5) . . ? C8 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C15 N5 112.8(4) . . ? N4 C15 H15 123.6 . . ? N5 C15 H15 123.6 . . ? N5 C16 C17 134.3(4) . . ? N5 C16 C21 103.8(4) . . ? C17 C16 C21 121.9(5) . . ? C18 C17 C16 115.6(4) . . ? C18 C17 H17 122.2 . . ? C16 C17 H17 122.2 . . ? C17 C18 C19 122.9(5) . . ? C17 C18 H18 118.6 . . ? C19 C18 H18 118.6 . . ? C20 C19 C18 121.6(5) . . ? C20 C19 H19 119.2 . . ? C18 C19 H19 119.2 . . ? C19 C20 C21 115.1(4) . . ? C19 C20 N6 130.6(4) . . ? C21 C20 N6 114.3(4) . . ? N4 C21 C16 110.9(4) . . ? N4 C21 C20 126.2(4) . . ? C16 C21 C20 122.9(4) . . ? C27 C22 C23 120.9(4) . . ? C27 C22 S2 119.7(4) . . ? C23 C22 S2 119.1(4) . . ? C22 C23 C24 119.0(5) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? C25 C24 C23 120.8(5) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C26 C25 C24 118.8(5) . . ? C26 C25 C28 120.5(5) . . ? C24 C25 C28 120.6(5) . . ? C27 C26 C25 121.3(5) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C22 C27 C26 119.1(5) . . ? C22 C27 H27 120.4 . . ? C26 C27 H27 120.4 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N7 C29 N8 112.5(4) . . ? N7 C29 H29 123.7 . . ? N8 C29 H29 123.7 . . ? N8 C30 C31 132.5(4) . . ? N8 C30 C35 105.4(4) . . ? C31 C30 C35 122.0(4) . . ? C32 C31 C30 117.1(4) . . ? C32 C31 N9 121.3(4) . . ? C30 C31 N9 121.5(4) . . ? C31 C32 C33 120.6(4) . . ? C31 C32 H32 119.7 . . ? C33 C32 H32 119.7 . . ? C34 C33 C32 122.6(4) . . ? C34 C33 H33 118.7 . . ? C32 C33 H33 118.7 . . ? C33 C34 C35 116.9(4) . . ? C33 C34 H34 121.6 . . ? C35 C34 H34 121.6 . . ? N7 C35 C34 130.4(4) . . ? N7 C35 C30 108.7(4) . . ? C34 C35 C30 120.8(4) . . ? C37 C36 C41 121.9(4) . . ? C37 C36 S3 118.1(4) . . ? C41 C36 S3 119.8(4) . . ? C38 C37 C36 118.6(4) . . ? C38 C37 H37 120.7 . . ? C36 C37 H37 120.7 . . ? C37 C38 C39 121.1(5) . . ? C37 C38 H38 119.4 . . ? C39 C38 H38 119.4 . . ? C40 C39 C38 118.3(5) . . ? C40 C39 C42 121.0(5) . . ? C38 C39 C42 120.6(5) . . ? C41 C40 C39 122.0(5) . . ? C41 C40 H40 119.0 . . ? C39 C40 H40 119.0 . . ? C40 C41 C36 117.9(5) . . ? C40 C41 H41 121.0 . . ? C36 C41 H41 121.0 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? 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 N2 H2N O4 0.890(19) 2.01(2) 2.896(5) 174(5) 2_244 N5 H5N O2 0.886(19) 2.06(3) 2.822(5) 144(4) 2_355 N8 H8N O5 0.892(19) 2.08(2) 2.944(4) 165(4) 2_455 N9 H9N O1 0.897(19) 2.01(2) 2.882(5) 165(4) 1_655 _diffrn_measured_fraction_theta_max 0.903 _diffrn_reflns_theta_full 28.39 _diffrn_measured_fraction_theta_full 0.903 _refine_diff_density_max 0.607 _refine_diff_density_min -1.481 _refine_diff_density_rms 0.116 data_ni(zbg)2(h2o)2 _database_code_depnum_ccdc_archive 'CCDC 840793' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H34 N6 Ni O7 S2' _chemical_formula_weight 725.47 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.9382(15) _cell_length_b 9.6780(11) _cell_length_c 26.487(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.538(2) _cell_angle_gamma 90.00 _cell_volume 3306.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23225 _cell_measurement_theta_min 1.54 _cell_measurement_theta_max 23.55 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 0.769 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8251 _exptl_absorpt_correction_T_max 0.9626 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 23225 _diffrn_reflns_av_R_equivalents 0.0822 _diffrn_reflns_av_sigmaI/netI 0.0713 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 23.55 _reflns_number_total 4828 _reflns_number_gt 3493 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0536P)^2^+3.1468P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4828 _refine_ls_number_parameters 438 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0771 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1311 _refine_ls_wR_factor_gt 0.1144 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.033 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.55888(4) 0.19723(6) 0.351603(19) 0.02528(19) Uani 1 1 d . A . S1 S 0.36171(8) 0.31886(11) 0.26589(4) 0.0236(3) Uani 1 1 d . . . S2A S 0.74576(15) 0.0173(2) 0.42649(8) 0.0177(5) Uiso 0.50 1 d P A 1 S2B S 0.74346(17) -0.0141(2) 0.40243(9) 0.0251(5) Uiso 0.50 1 d P A 2 O1 O 0.4464(2) 0.3003(3) 0.23302(10) 0.0274(7) Uani 1 1 d . . . O2 O 0.3124(2) 0.4541(3) 0.26079(10) 0.0283(7) Uani 1 1 d . . . O3A O 0.7567(4) 0.0294(6) 0.48058(18) 0.0218(12) Uiso 0.50 1 d P A 1 O3B O 0.7323(5) -0.0442(7) 0.4555(2) 0.0356(15) Uiso 0.50 1 d P A 2 O4A O 0.6785(4) -0.0962(6) 0.40718(18) 0.0222(12) Uiso 0.50 1 d P A 1 O4B O 0.6914(5) -0.1106(6) 0.3671(2) 0.0341(15) Uiso 0.50 1 d P A 2 O5 O 0.4979(2) -0.0016(3) 0.33770(10) 0.0295(7) Uiso 1 1 d D . . H5OA H 0.495(3) -0.053(3) 0.3647(10) 0.035 Uiso 1 1 d D . . H5OB H 0.532(3) -0.050(4) 0.3163(11) 0.035 Uiso 1 1 d D . . O6 O 0.6198(2) 0.1915(3) 0.28208(11) 0.0291(7) Uani 1 1 d D . . H6OA H 0.567(2) 0.217(4) 0.2610(13) 0.035 Uiso 1 1 d D . . H6OB H 0.638(3) 0.110(3) 0.2704(14) 0.035 Uiso 1 1 d D . . O7 O 0.4511(3) 0.8075(4) 0.41627(11) 0.0533(10) Uani 1 1 d . . . N1 N 0.4837(3) 0.1943(3) 0.41601(12) 0.0241(8) Uani 1 1 d . . . N2 N 0.4027(3) 0.1785(4) 0.48669(13) 0.0324(9) Uani 1 1 d D . . H2N H 0.383(3) 0.164(4) 0.5183(9) 0.039 Uiso 1 1 d D . . N3 N 0.4060(3) 0.2835(3) 0.32118(11) 0.0245(8) Uani 1 1 d . . . N4 N 0.6175(3) 0.3945(4) 0.36290(12) 0.0273(9) Uani 1 1 d . A . N5 N 0.6786(3) 0.6056(4) 0.37722(13) 0.0343(10) Uani 1 1 d D . . H5N H 0.682(4) 0.698(2) 0.3769(16) 0.041 Uiso 1 1 d D . . N6 N 0.7061(3) 0.1443(4) 0.39237(13) 0.0316(9) Uani 1 1 d . . . C1 C 0.4921(4) 0.1579(4) 0.46429(15) 0.0302(11) Uani 1 1 d . . . H1 H 0.5536 0.1215 0.4813 0.036 Uiso 1 1 calc R . . C2 C 0.3301(3) 0.2310(5) 0.45047(15) 0.0286(11) Uani 1 1 d . . . C3 C 0.2268(3) 0.2705(5) 0.45041(16) 0.0336(12) Uani 1 1 d . . . H3 H 0.1893 0.2637 0.4797 0.040 Uiso 1 1 calc R . . C4 C 0.1828(4) 0.3200(5) 0.40502(16) 0.0380(12) Uani 1 1 d . . . H4 H 0.1127 0.3501 0.4035 0.046 Uiso 1 1 calc R . . C5 C 0.2357(3) 0.3288(5) 0.36039(15) 0.0307(11) Uani 1 1 d . . . H5 H 0.2005 0.3629 0.3301 0.037 Uiso 1 1 calc R . . C6 C 0.3381(3) 0.2883(4) 0.36043(14) 0.0246(10) Uani 1 1 d . . . C7 C 0.3831(3) 0.2403(4) 0.40698(15) 0.0250(10) Uani 1 1 d . . . C8 C 0.2649(3) 0.1979(4) 0.24597(13) 0.0213(10) Uani 1 1 d . . . C9 C 0.2876(3) 0.0579(5) 0.25034(15) 0.0295(11) Uani 1 1 d . . . H9 H 0.3525 0.0280 0.2658 0.035 Uiso 1 1 calc R . . C10 C 0.2145(3) -0.0374(5) 0.23184(14) 0.0294(11) Uani 1 1 d . . . H10 H 0.2301 -0.1332 0.2342 0.035 Uiso 1 1 calc R . . C11 C 0.1185(3) 0.0047(5) 0.20989(14) 0.0299(11) Uani 1 1 d . . . C12 C 0.0975(3) 0.1450(5) 0.20624(15) 0.0330(11) Uani 1 1 d . . . H12 H 0.0322 0.1749 0.1913 0.040 Uiso 1 1 calc R . . C13 C 0.1704(3) 0.2427(5) 0.22402(14) 0.0275(11) Uani 1 1 d . . . H13 H 0.1554 0.3386 0.2211 0.033 Uiso 1 1 calc R . . C14 C 0.0407(4) -0.1019(5) 0.18939(17) 0.0448(13) Uani 1 1 d . . . H14A H 0.0659 -0.1462 0.1594 0.067 Uiso 1 1 calc R . . H14B H -0.0259 -0.0567 0.1801 0.067 Uiso 1 1 calc R . . H14C H 0.0315 -0.1719 0.2154 0.067 Uiso 1 1 calc R . . C15 C 0.6023(4) 0.5267(5) 0.35464(15) 0.0347(12) Uani 1 1 d . . . H15 H 0.5440 0.5630 0.3349 0.042 Uiso 1 1 calc R . . C16 C 0.7493(4) 0.5179(5) 0.40207(15) 0.0310(11) Uani 1 1 d . A . C17 C 0.8438(4) 0.5357(6) 0.43106(18) 0.0501(15) Uani 1 1 d . . . H17 H 0.8732 0.6244 0.4377 0.060 Uiso 1 1 calc R . . C18 C 0.8907(4) 0.4180(7) 0.44909(19) 0.0586(17) Uani 1 1 d . A . H18 H 0.9548 0.4262 0.4689 0.070 Uiso 1 1 calc R . . C19 C 0.8499(4) 0.2851(6) 0.44010(16) 0.0432(13) Uani 1 1 d . . . H19 H 0.8855 0.2074 0.4549 0.052 Uiso 1 1 calc R A . C20 C 0.7576(3) 0.2652(5) 0.40966(14) 0.0282(11) Uani 1 1 d . A . C21 C 0.7102(3) 0.3875(4) 0.39272(13) 0.0235(10) Uani 1 1 d . . . C22 C 0.8753(3) -0.0191(5) 0.40147(17) 0.0331(11) Uani 1 1 d . . . C23 C 0.9071(4) 0.0239(5) 0.35563(16) 0.0368(12) Uani 1 1 d . A . H23 H 0.8581 0.0602 0.3305 0.044 Uiso 1 1 calc R . . C24 C 1.0099(4) 0.0144(5) 0.34621(16) 0.0386(12) Uani 1 1 d . . . H24 H 1.0314 0.0444 0.3145 0.046 Uiso 1 1 calc R A . C25 C 1.0824(3) -0.0384(5) 0.38231(15) 0.0312(11) Uani 1 1 d . A . C26 C 1.0487(3) -0.0836(5) 0.42779(15) 0.0317(11) Uani 1 1 d . . . H26 H 1.0973 -0.1219 0.4527 0.038 Uiso 1 1 calc R A . C27 C 0.9464(4) -0.0741(5) 0.43755(17) 0.0366(12) Uani 1 1 d . A . H27 H 0.9246 -0.1053 0.4690 0.044 Uiso 1 1 calc R . . C28 C 1.1961(4) -0.0444(6) 0.37309(19) 0.0522(15) Uani 1 1 d . . . H28A H 1.2070 -0.1147 0.3474 0.078 Uiso 1 1 calc R A . H28B H 1.2367 -0.0681 0.4047 0.078 Uiso 1 1 calc R . . H28C H 1.2184 0.0459 0.3612 0.078 Uiso 1 1 calc R . . C29 C 0.3991(6) 0.7096(6) 0.4095(2) 0.0654(18) Uani 1 1 d . . . C30 C 0.3479(5) 0.6734(6) 0.35687(19) 0.0672(18) Uani 1 1 d . . . H30A H 0.3686 0.7411 0.3321 0.101 Uiso 1 1 calc R . . H30B H 0.2723 0.6749 0.3578 0.101 Uiso 1 1 calc R . . H30C H 0.3700 0.5809 0.3471 0.101 Uiso 1 1 calc R . . C31 C 0.3663(10) 0.6219(8) 0.4510(2) 0.197(7) Uani 1 1 d . . . H31A H 0.4275 0.5804 0.4692 0.296 Uiso 1 1 calc R . . H31B H 0.3203 0.5487 0.4369 0.296 Uiso 1 1 calc R . . H31C H 0.3293 0.6785 0.4744 0.296 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0201(4) 0.0163(4) 0.0387(3) 0.0013(2) -0.0022(2) -0.0005(3) S1 0.0213(6) 0.0195(7) 0.0294(5) 0.0002(4) -0.0002(4) 0.0001(5) O1 0.0221(17) 0.0252(18) 0.0351(15) 0.0001(13) 0.0045(12) 0.0004(14) O2 0.0269(18) 0.0186(18) 0.0391(16) 0.0008(13) 0.0011(13) 0.0008(14) O6 0.0238(19) 0.0169(18) 0.0461(18) 0.0004(14) -0.0002(13) 0.0039(15) O7 0.056(3) 0.067(3) 0.0364(19) -0.0049(18) -0.0020(16) -0.010(2) N1 0.023(2) 0.013(2) 0.035(2) 0.0033(15) -0.0083(15) -0.0019(17) N2 0.030(2) 0.034(3) 0.033(2) 0.0079(17) 0.0026(17) 0.0024(19) N3 0.021(2) 0.024(2) 0.0280(18) -0.0038(15) -0.0032(15) 0.0006(17) N4 0.032(2) 0.017(2) 0.0322(19) 0.0064(15) -0.0042(16) -0.0011(18) N5 0.051(3) 0.018(2) 0.034(2) -0.0025(18) 0.0015(18) -0.011(2) N6 0.020(2) 0.019(2) 0.055(2) 0.0136(17) -0.0022(17) -0.0004(18) C1 0.029(3) 0.017(3) 0.043(3) 0.0058(19) -0.010(2) -0.003(2) C2 0.027(3) 0.031(3) 0.028(2) 0.0056(19) -0.0028(19) 0.001(2) C3 0.029(3) 0.041(3) 0.032(2) 0.006(2) 0.006(2) 0.004(2) C4 0.025(3) 0.049(4) 0.040(3) 0.003(2) 0.004(2) 0.008(2) C5 0.025(3) 0.034(3) 0.031(2) 0.0020(19) -0.0047(19) 0.009(2) C6 0.022(3) 0.019(3) 0.032(2) -0.0012(18) -0.0019(18) 0.001(2) C7 0.019(3) 0.016(3) 0.038(2) -0.0016(18) -0.0033(19) 0.002(2) C8 0.020(2) 0.021(3) 0.023(2) -0.0016(17) 0.0012(17) -0.001(2) C9 0.026(3) 0.026(3) 0.035(2) 0.000(2) -0.0062(19) 0.001(2) C10 0.031(3) 0.023(3) 0.034(2) -0.0004(19) 0.002(2) -0.003(2) C11 0.025(3) 0.039(3) 0.027(2) -0.0081(19) 0.0046(19) -0.008(2) C12 0.023(3) 0.038(3) 0.036(2) -0.007(2) -0.0063(19) 0.004(2) C13 0.028(3) 0.028(3) 0.025(2) 0.0011(18) -0.0025(19) 0.004(2) C14 0.035(3) 0.052(4) 0.048(3) -0.015(2) 0.000(2) -0.010(3) C15 0.045(3) 0.022(3) 0.035(2) 0.006(2) -0.009(2) -0.005(2) C16 0.032(3) 0.033(3) 0.029(2) -0.004(2) 0.004(2) -0.005(2) C17 0.032(3) 0.059(4) 0.060(3) -0.039(3) 0.003(3) -0.013(3) C18 0.037(3) 0.076(5) 0.060(3) -0.044(3) -0.017(3) 0.015(3) C19 0.036(3) 0.058(4) 0.034(2) -0.008(2) -0.010(2) 0.012(3) C20 0.025(3) 0.037(3) 0.022(2) 0.0032(19) -0.0001(19) 0.004(2) C21 0.025(3) 0.027(3) 0.0176(19) -0.0047(18) -0.0020(18) -0.004(2) C22 0.022(3) 0.020(3) 0.056(3) 0.009(2) -0.007(2) -0.006(2) C23 0.048(3) 0.024(3) 0.035(2) -0.005(2) -0.019(2) 0.003(2) C24 0.052(4) 0.036(3) 0.029(2) -0.002(2) 0.005(2) 0.005(3) C25 0.028(3) 0.030(3) 0.036(2) -0.002(2) 0.002(2) 0.002(2) C26 0.026(3) 0.036(3) 0.032(2) 0.006(2) -0.0054(19) 0.008(2) C27 0.029(3) 0.034(3) 0.047(3) 0.018(2) 0.006(2) 0.006(2) C28 0.043(3) 0.051(4) 0.065(3) 0.006(3) 0.024(3) 0.007(3) C29 0.107(6) 0.037(4) 0.053(3) -0.009(3) 0.009(3) -0.001(4) C30 0.090(5) 0.050(4) 0.060(4) -0.018(3) -0.006(3) 0.008(4) C31 0.456(19) 0.086(6) 0.044(4) 0.009(4) -0.026(7) -0.137(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 2.029(3) . ? Ni1 O6 2.060(3) . ? Ni1 N4 2.068(4) . ? Ni1 O5 2.101(3) . ? Ni1 N6 2.175(3) . ? Ni1 N3 2.238(3) . ? S1 O2 1.458(3) . ? S1 O1 1.463(3) . ? S1 N3 1.568(3) . ? S1 C8 1.765(4) . ? S2A O3A 1.433(5) . ? S2A O4A 1.468(6) . ? S2A N6 1.587(4) . ? S2A C22 1.883(5) . ? S2B O4B 1.450(6) . ? S2B O3B 1.453(6) . ? S2B N6 1.623(4) . ? S2B C22 1.708(5) . ? O5 H5OA 0.876(18) . ? O5 H5OB 0.880(18) . ? O6 H6OA 0.886(18) . ? O6 H6OB 0.884(18) . ? O7 C29 1.167(7) . ? N1 C1 1.323(5) . ? N1 C7 1.378(5) . ? N2 C1 1.356(6) . ? N2 C2 1.385(5) . ? N2 H2N 0.904(19) . ? N3 C6 1.413(5) . ? N4 C15 1.310(5) . ? N4 C21 1.385(5) . ? N5 C15 1.350(6) . ? N5 C16 1.376(6) . ? N5 H5N 0.892(19) . ? N6 C20 1.404(6) . ? C1 H1 0.9500 . ? C2 C3 1.390(6) . ? C2 C7 1.389(6) . ? C3 C4 1.376(6) . ? C3 H3 0.9500 . ? C4 C5 1.415(6) . ? C4 H4 0.9500 . ? C5 C6 1.382(6) . ? C5 H5 0.9500 . ? C6 C7 1.401(5) . ? C8 C13 1.381(6) . ? C8 C9 1.389(6) . ? C9 C10 1.383(6) . ? C9 H9 0.9500 . ? C10 C11 1.390(6) . ? C10 H10 0.9500 . ? C11 C12 1.386(6) . ? C11 C14 1.513(6) . ? C12 C13 1.391(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15 0.9500 . ? C16 C21 1.375(6) . ? C16 C17 1.402(7) . ? C17 C18 1.359(8) . ? C17 H17 0.9500 . ? C18 C19 1.403(7) . ? C18 H18 0.9500 . ? C19 C20 1.401(6) . ? C19 H19 0.9500 . ? C20 C21 1.391(6) . ? C22 C23 1.377(6) . ? C22 C27 1.380(6) . ? C23 C24 1.376(6) . ? C23 H23 0.9500 . ? C24 C25 1.383(6) . ? C24 H24 0.9500 . ? C25 C26 1.384(6) . ? C25 C28 1.511(6) . ? C26 C27 1.372(6) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C31 1.477(9) . ? C29 C30 1.535(7) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? 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 Ni1 O6 173.46(12) . . ? N1 Ni1 N4 94.92(13) . . ? O6 Ni1 N4 89.56(12) . . ? N1 Ni1 O5 86.35(12) . . ? O6 Ni1 O5 89.07(11) . . ? N4 Ni1 O5 178.16(12) . . ? N1 Ni1 N6 92.20(13) . . ? O6 Ni1 N6 93.20(12) . . ? N4 Ni1 N6 81.31(14) . . ? O5 Ni1 N6 99.99(13) . . ? N1 Ni1 N3 80.74(12) . . ? O6 Ni1 N3 94.46(12) . . ? N4 Ni1 N3 90.64(13) . . ? O5 Ni1 N3 88.25(12) . . ? N6 Ni1 N3 168.84(13) . . ? O2 S1 O1 113.47(16) . . ? O2 S1 N3 114.06(17) . . ? O1 S1 N3 107.08(17) . . ? O2 S1 C8 105.80(18) . . ? O1 S1 C8 106.72(17) . . ? N3 S1 C8 109.43(18) . . ? O3A S2A O4A 114.7(3) . . ? O3A S2A N6 120.5(3) . . ? O4A S2A N6 103.0(3) . . ? O3A S2A C22 110.3(3) . . ? O4A S2A C22 104.9(3) . . ? N6 S2A C22 101.6(2) . . ? O4B S2B O3B 114.7(4) . . ? O4B S2B N6 112.7(3) . . ? O3B S2B N6 107.3(3) . . ? O4B S2B C22 112.6(3) . . ? O3B S2B C22 100.6(3) . . ? N6 S2B C22 108.0(2) . . ? Ni1 O5 H5OA 115(3) . . ? Ni1 O5 H5OB 113(3) . . ? H5OA O5 H5OB 106(3) . . ? Ni1 O6 H6OA 103(3) . . ? Ni1 O6 H6OB 118(3) . . ? H6OA O6 H6OB 104(3) . . ? C1 N1 C7 104.9(3) . . ? C1 N1 Ni1 143.9(3) . . ? C7 N1 Ni1 111.0(2) . . ? C1 N2 C2 107.8(3) . . ? C1 N2 H2N 134(3) . . ? C2 N2 H2N 118(3) . . ? C6 N3 S1 118.5(3) . . ? C6 N3 Ni1 109.3(2) . . ? S1 N3 Ni1 131.69(19) . . ? C15 N4 C21 104.8(4) . . ? C15 N4 Ni1 146.0(3) . . ? C21 N4 Ni1 109.2(3) . . ? C15 N5 C16 107.3(4) . . ? C15 N5 H5N 127(3) . . ? C16 N5 H5N 126(3) . . ? C20 N6 S2A 109.6(3) . . ? C20 N6 S2B 127.3(3) . . ? S2A N6 S2B 25.33(9) . . ? C20 N6 Ni1 109.9(3) . . ? S2A N6 Ni1 134.1(2) . . ? S2B N6 Ni1 122.8(2) . . ? N1 C1 N2 112.1(4) . . ? N1 C1 H1 123.9 . . ? N2 C1 H1 123.9 . . ? N2 C2 C3 134.5(4) . . ? N2 C2 C7 104.2(4) . . ? C3 C2 C7 121.3(4) . . ? C4 C3 C2 115.4(4) . . ? C4 C3 H3 122.3 . . ? C2 C3 H3 122.3 . . ? C3 C4 C5 123.8(4) . . ? C3 C4 H4 118.1 . . ? C5 C4 H4 118.1 . . ? C6 C5 C4 120.7(4) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 115.2(4) . . ? C5 C6 N3 131.3(4) . . ? C7 C6 N3 113.4(4) . . ? N1 C7 C2 110.9(4) . . ? N1 C7 C6 125.5(4) . . ? C2 C7 C6 123.6(4) . . ? C13 C8 C9 121.0(4) . . ? C13 C8 S1 120.1(3) . . ? C9 C8 S1 118.8(3) . . ? C10 C9 C8 119.1(4) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 121.1(4) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C12 C11 C10 118.7(4) . . ? C12 C11 C14 121.4(4) . . ? C10 C11 C14 119.8(4) . . ? C11 C12 C13 121.2(4) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C8 C13 C12 118.9(4) . . ? C8 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C15 N5 112.6(4) . . ? N4 C15 H15 123.7 . . ? N5 C15 H15 123.7 . . ? C21 C16 N5 105.0(4) . . ? C21 C16 C17 120.3(5) . . ? N5 C16 C17 134.7(5) . . ? C18 C17 C16 115.8(5) . . ? C18 C17 H17 122.1 . . ? C16 C17 H17 122.1 . . ? C17 C18 C19 123.8(5) . . ? C17 C18 H18 118.1 . . ? C19 C18 H18 118.1 . . ? C20 C19 C18 121.0(5) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C21 C20 C19 113.7(4) . . ? C21 C20 N6 114.7(4) . . ? C19 C20 N6 131.5(4) . . ? C16 C21 N4 110.3(4) . . ? C16 C21 C20 125.2(4) . . ? N4 C21 C20 124.4(4) . . ? C23 C22 C27 119.8(4) . . ? C23 C22 S2B 111.9(3) . . ? C27 C22 S2B 127.8(4) . . ? C23 C22 S2A 126.2(3) . . ? C27 C22 S2A 113.1(3) . . ? S2B C22 S2A 21.93(9) . . ? C24 C23 C22 120.1(4) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.8(4) . . ? C23 C24 H24 119.6 . . ? C25 C24 H24 119.6 . . ? C24 C25 C26 118.4(4) . . ? C24 C25 C28 121.2(4) . . ? C26 C25 C28 120.4(4) . . ? C27 C26 C25 121.2(4) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C26 C27 C22 119.7(4) . . ? C26 C27 H27 120.1 . . ? C22 C27 H27 120.1 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O7 C29 C31 123.2(6) . . ? O7 C29 C30 121.8(5) . . ? C31 C29 C30 114.5(6) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5OA O7 0.876(18) 2.03(2) 2.883(5) 164(4) 1_545 O5 H5OB O1 0.880(18) 1.99(2) 2.814(4) 156(4) 2_645 O6 H6OA O1 0.886(18) 1.85(2) 2.714(4) 164(4) . O6 H6OB O2 0.884(18) 1.86(2) 2.738(4) 171(4) 2_645 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 23.55 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.822 _refine_diff_density_min -0.519 _refine_diff_density_rms 0.077 data_ZBG-4 _database_code_depnum_ccdc_archive 'CCDC 840794' #TrackingRef '- Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H36 N8 O10 S2' _chemical_formula_weight 852.89 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8042(9) _cell_length_b 9.6531(12) _cell_length_c 13.5213(16) _cell_angle_alpha 93.722(2) _cell_angle_beta 95.255(2) _cell_angle_gamma 109.926(2) _cell_volume 948.6(2) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 12272 _cell_measurement_theta_min 1.52 _cell_measurement_theta_max 25.38 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9505 _exptl_absorpt_correction_T_max 0.9957 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_reflns_number 12272 _diffrn_reflns_av_R_equivalents 0.0503 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 25.38 _reflns_number_total 3443 _reflns_number_gt 2894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+11.6081P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3443 _refine_ls_number_parameters 281 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1067 _refine_ls_R_factor_gt 0.0939 _refine_ls_wR_factor_ref 0.2473 _refine_ls_wR_factor_gt 0.2419 _refine_ls_goodness_of_fit_ref 1.195 _refine_ls_restrained_S_all 1.194 _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 S1 S 0.4371(2) 0.48320(18) 0.21408(13) 0.0191(4) Uani 1 1 d . . . O1 O 0.5481(6) 0.5504(5) 0.1397(4) 0.0244(11) Uani 1 1 d . . . O2 O 0.4564(6) 0.3554(5) 0.2542(4) 0.0233(11) Uani 1 1 d . . . O3 O 0.2920(7) 0.6448(5) 0.4841(4) 0.0266(11) Uani 1 1 d . . . O4 O 0.2853(7) 0.4200(5) 0.4697(4) 0.0286(12) Uani 1 1 d . . . O5 O 0.1512(7) 0.4939(6) 0.5866(4) 0.0310(12) Uani 1 1 d . . . N1 N 0.6952(7) 0.8499(6) 0.4719(4) 0.0169(11) Uani 1 1 d D . . H1N H 0.716(10) 0.767(5) 0.484(5) 0.020 Uiso 1 1 d D . . N2 N 0.7299(8) 1.0834(6) 0.4671(4) 0.0202(12) Uani 1 1 d D . . H2N H 0.771(10) 1.180(3) 0.488(5) 0.024 Uiso 1 1 d D . . N3 N 0.4759(7) 0.6043(6) 0.3102(4) 0.0194(12) Uani 1 1 d D . . H3N H 0.440(10) 0.559(7) 0.364(3) 0.023 Uiso 1 1 d D . . N4 N 0.2401(8) 0.5191(6) 0.5141(4) 0.0224(13) Uani 1 1 d . . . C1 C 0.7707(8) 0.9840(7) 0.5212(5) 0.0173(13) Uani 1 1 d . . . C2 C 0.6221(9) 1.0102(7) 0.3790(5) 0.0203(14) Uani 1 1 d . . . C3 C 0.5477(9) 1.0641(8) 0.2995(5) 0.0227(15) Uani 1 1 d . . . H3 H 0.5658 1.1662 0.2977 0.027 Uiso 1 1 calc R . . C4 C 0.4444(9) 0.9568(8) 0.2225(5) 0.0225(15) Uani 1 1 d . . . H4 H 0.3897 0.9872 0.1663 0.027 Uiso 1 1 calc R . . C5 C 0.4180(9) 0.8071(8) 0.2245(5) 0.0222(15) Uani 1 1 d . . . H5 H 0.3453 0.7389 0.1701 0.027 Uiso 1 1 calc R . . C6 C 0.4951(9) 0.7549(7) 0.3037(5) 0.0181(14) Uani 1 1 d . . . C7 C 0.5998(9) 0.8613(7) 0.3815(5) 0.0177(14) Uani 1 1 d . . . C8 C 0.8819(9) 1.0229(8) 0.6188(5) 0.0197(14) Uani 1 1 d . . . C9 C 0.9033(10) 0.9106(8) 0.6758(5) 0.0228(15) Uani 1 1 d . . . H9 H 0.8480 0.8092 0.6507 0.027 Uiso 1 1 calc R . . C10 C 1.0066(9) 0.9513(8) 0.7693(5) 0.0236(15) Uani 1 1 d . . . H10 H 1.0231 0.8771 0.8080 0.028 Uiso 1 1 calc R . . C11 C 1.0861(10) 1.0999(8) 0.8065(6) 0.0264(16) Uani 1 1 d . . . H11 H 1.1552 1.1260 0.8708 0.032 Uiso 1 1 calc R . . C12 C 1.0659(10) 1.2079(8) 0.7520(6) 0.0257(16) Uani 1 1 d . . . H12 H 1.1218 1.3089 0.7783 0.031 Uiso 1 1 calc R . . C13 C 0.9636(9) 1.1719(7) 0.6578(5) 0.0223(15) Uani 1 1 d . . . H13 H 0.9494 1.2480 0.6202 0.027 Uiso 1 1 calc R . . C14 C 0.2043(9) 0.4338(7) 0.1631(5) 0.0187(14) Uani 1 1 d . . . C15 C 0.0720(9) 0.4390(7) 0.2252(5) 0.0195(14) Uani 1 1 d . . . H15 H 0.1071 0.4801 0.2929 0.023 Uiso 1 1 calc R . . C16 C -0.1106(10) 0.3829(7) 0.1856(5) 0.0236(15) Uani 1 1 d . . . H16 H -0.2015 0.3874 0.2266 0.028 Uiso 1 1 calc R . . C17 C -0.1652(9) 0.3195(8) 0.0861(5) 0.0224(15) Uani 1 1 d . . . C18 C -0.0285(9) 0.3171(8) 0.0270(5) 0.0244(15) Uani 1 1 d . . . H18 H -0.0625 0.2756 -0.0406 0.029 Uiso 1 1 calc R . . C19 C 0.1539(9) 0.3734(8) 0.0643(5) 0.0239(15) Uani 1 1 d . . . H19 H 0.2449 0.3710 0.0228 0.029 Uiso 1 1 calc R . . C20 C -0.3666(9) 0.2538(8) 0.0445(5) 0.0238(15) Uani 1 1 d . . . H20A H -0.4420 0.2388 0.0997 0.036 Uiso 1 1 calc R . . H20B H -0.3902 0.1585 0.0056 0.036 Uiso 1 1 calc R . . H20C H -0.3977 0.3217 0.0014 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0178(8) 0.0179(8) 0.0234(9) 0.0013(7) 0.0020(6) 0.0088(6) O1 0.020(2) 0.026(3) 0.029(3) 0.003(2) 0.004(2) 0.011(2) O2 0.022(2) 0.017(2) 0.033(3) 0.004(2) 0.005(2) 0.010(2) O3 0.027(3) 0.017(3) 0.040(3) 0.009(2) 0.012(2) 0.010(2) O4 0.049(3) 0.019(3) 0.023(3) 0.002(2) 0.004(2) 0.018(2) O5 0.033(3) 0.032(3) 0.030(3) 0.009(2) 0.011(2) 0.011(2) N1 0.019(3) 0.014(3) 0.021(3) 0.006(2) 0.005(2) 0.009(2) N2 0.027(3) 0.013(3) 0.022(3) 0.001(2) 0.004(2) 0.009(2) N3 0.019(3) 0.019(3) 0.022(3) 0.002(2) 0.004(2) 0.008(2) N4 0.019(3) 0.020(3) 0.026(3) -0.001(2) 0.000(2) 0.005(2) C1 0.014(3) 0.018(3) 0.022(3) 0.004(3) 0.009(3) 0.006(3) C2 0.020(3) 0.020(3) 0.025(4) 0.004(3) 0.007(3) 0.011(3) C3 0.026(4) 0.023(4) 0.027(4) 0.013(3) 0.010(3) 0.015(3) C4 0.021(3) 0.031(4) 0.023(4) 0.012(3) 0.004(3) 0.016(3) C5 0.023(3) 0.023(4) 0.024(4) 0.002(3) 0.003(3) 0.012(3) C6 0.015(3) 0.021(3) 0.021(3) 0.002(3) 0.005(3) 0.009(3) C7 0.015(3) 0.023(3) 0.021(3) 0.004(3) 0.004(3) 0.013(3) C8 0.018(3) 0.023(4) 0.021(3) 0.004(3) 0.005(3) 0.010(3) C9 0.028(4) 0.018(3) 0.025(4) -0.001(3) 0.003(3) 0.012(3) C10 0.024(4) 0.017(3) 0.029(4) 0.003(3) 0.004(3) 0.006(3) C11 0.025(4) 0.028(4) 0.026(4) -0.003(3) 0.000(3) 0.010(3) C12 0.025(4) 0.014(3) 0.036(4) -0.004(3) 0.014(3) 0.001(3) C13 0.024(4) 0.016(3) 0.028(4) 0.006(3) 0.005(3) 0.008(3) C14 0.023(3) 0.016(3) 0.019(3) 0.004(3) 0.002(3) 0.010(3) C15 0.020(3) 0.021(3) 0.018(3) 0.004(3) 0.002(3) 0.008(3) C16 0.027(4) 0.018(3) 0.033(4) 0.003(3) 0.010(3) 0.015(3) C17 0.023(3) 0.021(4) 0.026(4) 0.006(3) 0.000(3) 0.011(3) C18 0.027(4) 0.027(4) 0.020(4) -0.005(3) -0.002(3) 0.012(3) C19 0.023(4) 0.030(4) 0.024(4) 0.005(3) 0.005(3) 0.015(3) C20 0.021(3) 0.027(4) 0.022(4) 0.002(3) 0.004(3) 0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O2 1.427(5) . ? S1 O1 1.429(5) . ? S1 N3 1.623(6) . ? S1 C14 1.772(7) . ? O3 N4 1.248(8) . ? O4 N4 1.263(7) . ? O5 N4 1.242(8) . ? N1 C1 1.328(8) . ? N1 C7 1.402(8) . ? N1 H1N 0.89(2) . ? N2 C1 1.347(9) . ? N2 C2 1.388(9) . ? N2 H2N 0.89(2) . ? N3 C6 1.419(9) . ? N3 H3N 0.89(2) . ? C1 C8 1.463(9) . ? C2 C3 1.389(10) . ? C2 C7 1.391(9) . ? C3 C4 1.394(10) . ? C3 H3 0.9500 . ? C4 C5 1.390(10) . ? C4 H4 0.9500 . ? C5 C6 1.387(9) . ? C5 H5 0.9500 . ? C6 C7 1.400(9) . ? C8 C13 1.404(9) . ? C8 C9 1.416(10) . ? C9 C10 1.390(10) . ? C9 H9 0.9500 . ? C10 C11 1.392(10) . ? C10 H10 0.9500 . ? C11 C12 1.359(11) . ? C11 H11 0.9500 . ? C12 C13 1.396(10) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C19 1.389(9) . ? C14 C15 1.401(9) . ? C15 C16 1.381(9) . ? C15 H15 0.9500 . ? C16 C17 1.407(10) . ? C16 H16 0.9500 . ? C17 C18 1.395(10) . ? C17 C20 1.517(9) . ? C18 C19 1.371(10) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 S1 O1 119.9(3) . . ? O2 S1 N3 104.9(3) . . ? O1 S1 N3 108.9(3) . . ? O2 S1 C14 106.9(3) . . ? O1 S1 C14 107.5(3) . . ? N3 S1 C14 108.3(3) . . ? C1 N1 C7 108.6(5) . . ? C1 N1 H1N 128(5) . . ? C7 N1 H1N 122(5) . . ? C1 N2 C2 109.0(5) . . ? C1 N2 H2N 122(5) . . ? C2 N2 H2N 129(5) . . ? C6 N3 S1 124.1(5) . . ? C6 N3 H3N 122(5) . . ? S1 N3 H3N 110(5) . . ? O5 N4 O3 121.1(6) . . ? O5 N4 O4 121.3(6) . . ? O3 N4 O4 117.6(6) . . ? N1 C1 N2 109.4(6) . . ? N1 C1 C8 126.9(6) . . ? N2 C1 C8 123.7(6) . . ? N2 C2 C3 130.6(6) . . ? N2 C2 C7 106.3(6) . . ? C3 C2 C7 123.0(6) . . ? C2 C3 C4 114.9(6) . . ? C2 C3 H3 122.6 . . ? C4 C3 H3 122.6 . . ? C5 C4 C3 122.9(6) . . ? C5 C4 H4 118.6 . . ? C3 C4 H4 118.6 . . ? C6 C5 C4 121.7(6) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C7 116.1(6) . . ? C5 C6 N3 124.8(6) . . ? C7 C6 N3 119.1(6) . . ? C2 C7 C6 121.3(6) . . ? C2 C7 N1 106.7(6) . . ? C6 C7 N1 132.0(6) . . ? C13 C8 C9 119.6(6) . . ? C13 C8 C1 120.0(6) . . ? C9 C8 C1 120.4(6) . . ? C10 C9 C8 118.9(6) . . ? C10 C9 H9 120.5 . . ? C8 C9 H9 120.5 . . ? C9 C10 C11 120.5(7) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 120.8(7) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 120.6(6) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C8 119.7(6) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? C19 C14 C15 121.1(6) . . ? C19 C14 S1 118.5(5) . . ? C15 C14 S1 120.0(5) . . ? C16 C15 C14 118.3(6) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? C15 C16 C17 121.6(6) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C18 C17 C16 118.0(6) . . ? C18 C17 C20 121.0(6) . . ? C16 C17 C20 121.1(6) . . ? C19 C18 C17 121.6(6) . . ? C19 C18 H18 119.2 . . ? C17 C18 H18 119.2 . . ? C18 C19 C14 119.4(6) . . ? C18 C19 H19 120.3 . . ? C14 C19 H19 120.3 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 N1 H1N O4 0.89(2) 1.95(3) 2.819(7) 167(7) 2_666 N2 H2N O3 0.89(2) 1.94(4) 2.729(7) 146(7) 2_676 N3 H3N O4 0.89(2) 2.18(3) 3.052(8) 165(7) . _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.38 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.862 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.125