# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Miao Du' _publ_contact_author_email dumiao@public.tpt.tj.cn loop_ _publ_author_name 'Chun-Sen Liu' 'Miao Du' 'Shaoming Fang' data_1 _database_code_depnum_ccdc_archive 'CCDC 838704' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H12 Cu N2 O4 S2' _chemical_formula_weight 447.96 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 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 7.9092(5) _cell_length_b 11.2366(6) _cell_length_c 19.2416(10) _cell_angle_alpha 90.00 _cell_angle_beta 95.413(6) _cell_angle_gamma 90.00 _cell_volume 1702.42(17) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3230 _cell_measurement_theta_min 3.1508 _cell_measurement_theta_max 26.3139 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.748 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 1.557 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6117 _exptl_absorpt_correction_T_max 0.7063 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 7289 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0523 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3001 _reflns_number_gt 2077 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0212P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3173 _refine_ls_number_parameters 251 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0553 _refine_ls_wR_factor_gt 0.0532 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 1.007 _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 C5 C 0.4484(7) 0.5082(4) 0.2575(3) 0.0486(15) Uani 0.660(7) 1 d PD A 1 H5A H 0.3321 0.4893 0.2654 0.058 Uiso 0.660(7) 1 calc PR A 1 H5B H 0.5215 0.4774 0.2967 0.058 Uiso 0.660(7) 1 calc PR A 1 C6 C 0.4675(6) 0.6400(4) 0.2551(3) 0.0514(18) Uani 0.660(7) 1 d PD A 1 H6A H 0.4369 0.6733 0.2987 0.062 Uiso 0.660(7) 1 calc PR A 1 H6B H 0.3890 0.6714 0.2179 0.062 Uiso 0.660(7) 1 calc PR A 1 C5' C 0.3994(10) 0.5425(8) 0.2261(6) 0.0486(15) Uani 0.340(7) 1 d PD A 2 H5'1 H 0.3477 0.6015 0.1940 0.058 Uiso 0.340(7) 1 calc PR A 2 H5'2 H 0.3092 0.5049 0.2490 0.058 Uiso 0.340(7) 1 calc PR A 2 C6' C 0.5183(13) 0.6048(9) 0.2806(5) 0.0514(18) Uani 0.340(7) 1 d PD A 2 H6'1 H 0.5715 0.5462 0.3126 0.062 Uiso 0.340(7) 1 calc PR A 2 H6'2 H 0.4536 0.6587 0.3072 0.062 Uiso 0.340(7) 1 calc PR A 2 Cu1 Cu 1.04878(4) 0.19258(3) 0.155831(15) 0.02838(10) Uani 1 1 d . . . C1 C 0.8194(4) 0.3607(2) 0.16030(14) 0.0295(6) Uani 1 1 d . . . C2 C 0.9789(4) 0.5896(2) 0.21143(14) 0.0296(7) Uani 1 1 d . . . C3 C 0.7901(3) 0.5648(2) 0.20981(11) 0.0236(6) Uani 1 1 d . A . C4 C 0.7190(3) 0.4633(2) 0.18525(12) 0.0262(6) Uani 1 1 d . A . C7 C 1.1699(4) 0.3807(2) 0.05974(14) 0.0349(7) Uani 1 1 d . . . H7A H 1.1274 0.4379 0.0884 0.042 Uiso 1 1 calc R . . C8 C 1.2497(4) 0.4164(3) 0.00170(13) 0.0419(8) Uani 1 1 d . . . H8A H 1.2607 0.4970 -0.0078 0.050 Uiso 1 1 calc R . . C9 C 1.3114(4) 0.3347(3) -0.04092(14) 0.0419(8) Uani 1 1 d . . . H9A H 1.3661 0.3594 -0.0791 0.050 Uiso 1 1 calc R . . C10 C 1.2931(3) 0.2126(2) -0.02768(12) 0.0310(7) Uani 1 1 d . . . C11 C 1.3436(4) 0.1183(3) -0.07079(13) 0.0397(8) Uani 1 1 d . . . H11A H 1.3948 0.1366 -0.1110 0.048 Uiso 1 1 calc R . . C12 C 1.3191(4) 0.0032(3) -0.05471(14) 0.0387(8) Uani 1 1 d . . . H12A H 1.3515 -0.0562 -0.0844 0.046 Uiso 1 1 calc R . . C13 C 1.2441(3) -0.0291(3) 0.00747(13) 0.0298(7) Uani 1 1 d . . . C14 C 1.2182(4) -0.1464(3) 0.02913(14) 0.0391(8) Uani 1 1 d . . . H14A H 1.2503 -0.2100 0.0024 0.047 Uiso 1 1 calc R . . C15 C 1.1460(4) -0.1667(2) 0.08946(14) 0.0392(7) Uani 1 1 d . . . H15A H 1.1308 -0.2443 0.1045 0.047 Uiso 1 1 calc R . . C16 C 1.0949(3) -0.0714(2) 0.12858(14) 0.0341(7) Uani 1 1 d . . . H16A H 1.0447 -0.0868 0.1694 0.041 Uiso 1 1 calc R . . C17 C 1.1913(3) 0.0617(2) 0.05022(12) 0.0250(6) Uani 1 1 d . . . C18 C 1.2140(3) 0.1836(2) 0.03235(12) 0.0253(6) Uani 1 1 d . . . N1 N 1.1533(3) 0.26547(19) 0.07481(10) 0.0283(6) Uani 1 1 d . . . N2 N 1.1154(3) 0.04113(18) 0.10959(10) 0.0267(5) Uani 1 1 d . . . O1 O 0.9669(2) 0.34347(15) 0.19050(9) 0.0322(5) Uani 1 1 d . . . O2 O 0.7514(3) 0.29592(18) 0.11353(10) 0.0508(6) Uani 1 1 d . . . O3 O 1.0453(2) 0.58829(16) 0.15606(9) 0.0433(5) Uani 1 1 d . . . O4 O 1.0575(2) 0.61151(16) 0.27121(9) 0.0360(5) Uani 1 1 d . . . S1 S 0.68175(9) 0.68784(6) 0.24130(3) 0.03310(18) Uani 1 1 d D . . S2 S 0.50043(10) 0.43319(7) 0.17788(4) 0.0465(2) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C5 0.023(3) 0.040(3) 0.085(5) 0.005(3) 0.019(3) 0.009(2) C6 0.026(3) 0.059(4) 0.071(4) -0.019(3) 0.012(3) 0.002(3) C5' 0.023(3) 0.040(3) 0.085(5) 0.005(3) 0.019(3) 0.009(2) C6' 0.026(3) 0.059(4) 0.071(4) -0.019(3) 0.012(3) 0.002(3) Cu1 0.0324(2) 0.02501(18) 0.02912(17) 0.00308(17) 0.01027(14) 0.00227(18) C1 0.0367(19) 0.0216(14) 0.0321(16) 0.0004(13) 0.0136(14) -0.0013(14) C2 0.0413(18) 0.0137(14) 0.0366(16) -0.0024(13) 0.0183(14) -0.0011(13) C3 0.0300(16) 0.0223(14) 0.0194(13) 0.0003(12) 0.0066(11) 0.0026(13) C4 0.0272(16) 0.0261(14) 0.0253(14) 0.0048(13) 0.0030(11) 0.0020(13) C7 0.0425(19) 0.0295(17) 0.0329(15) 0.0017(15) 0.0048(14) -0.0033(16) C8 0.059(2) 0.0315(18) 0.0358(17) 0.0100(15) 0.0076(15) -0.0057(16) C9 0.052(2) 0.049(2) 0.0255(15) 0.0092(15) 0.0088(14) -0.0021(17) C10 0.0330(17) 0.0364(18) 0.0238(14) 0.0049(14) 0.0033(12) 0.0017(15) C11 0.0397(19) 0.054(2) 0.0265(15) 0.0029(16) 0.0091(13) 0.0057(17) C12 0.045(2) 0.045(2) 0.0281(15) -0.0082(15) 0.0098(14) 0.0061(17) C13 0.0255(16) 0.0333(16) 0.0300(15) -0.0042(14) 0.0000(12) -0.0002(14) C14 0.0426(19) 0.0310(16) 0.0435(17) -0.0126(15) 0.0031(15) 0.0039(15) C15 0.047(2) 0.0226(17) 0.0483(17) 0.0029(15) 0.0048(15) -0.0028(15) C16 0.0354(17) 0.0328(16) 0.0341(16) 0.0050(15) 0.0037(13) -0.0049(15) C17 0.0203(15) 0.0286(15) 0.0260(14) -0.0006(13) 0.0015(11) 0.0002(13) C18 0.0228(14) 0.0293(15) 0.0234(13) 0.0011(14) 0.0007(11) 0.0021(14) N1 0.0323(15) 0.0255(12) 0.0276(13) 0.0031(11) 0.0062(10) -0.0006(11) N2 0.0278(13) 0.0241(12) 0.0287(12) 0.0014(11) 0.0047(10) -0.0024(11) O1 0.0339(12) 0.0278(10) 0.0362(10) 0.0008(9) 0.0102(9) 0.0056(9) O2 0.0535(14) 0.0436(13) 0.0547(13) -0.0276(12) 0.0022(11) 0.0013(12) O3 0.0569(14) 0.0363(12) 0.0413(11) -0.0033(10) 0.0294(10) -0.0101(11) O4 0.0290(11) 0.0406(12) 0.0399(11) -0.0162(10) 0.0112(9) -0.0049(10) S1 0.0354(4) 0.0252(4) 0.0399(4) -0.0042(4) 0.0102(3) 0.0039(4) S2 0.0321(4) 0.0449(5) 0.0617(5) -0.0094(4) -0.0003(4) -0.0055(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 C5 C6 1.490(5) . ? C5 S2 1.828(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 S1 1.821(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C5' C6' 1.512(14) . ? C5' S2 1.774(7) . ? C5' H5'1 0.9700 . ? C5' H5'2 0.9700 . ? C6' S1 1.816(7) . ? C6' H6'1 0.9700 . ? C6' H6'2 0.9700 . ? Cu1 O4 1.9313(17) 2_745 ? Cu1 O1 1.9547(17) . ? Cu1 N1 2.007(2) . ? Cu1 N2 2.013(2) . ? Cu1 S1 2.7690(8) 2_745 ? C1 O2 1.240(3) . ? C1 O1 1.268(3) . ? C1 C4 1.504(4) . ? C2 O3 1.232(3) . ? C2 O4 1.279(3) . ? C2 C3 1.517(4) . ? C3 C4 1.337(3) . ? C3 S1 1.764(2) . ? C4 S2 1.754(3) . ? C7 N1 1.336(3) . ? C7 C8 1.393(3) . ? C7 H7A 0.9300 . ? C8 C9 1.352(4) . ? C8 H8A 0.9300 . ? C9 C10 1.405(4) . ? C9 H9A 0.9300 . ? C10 C18 1.403(3) . ? C10 C11 1.426(4) . ? C11 C12 1.348(4) . ? C11 H11A 0.9300 . ? C12 C13 1.431(4) . ? C12 H12A 0.9300 . ? C13 C17 1.398(3) . ? C13 C14 1.404(4) . ? C14 C15 1.360(4) . ? C14 H14A 0.9300 . ? C15 C16 1.391(4) . ? C15 H15A 0.9300 . ? C16 N2 1.330(3) . ? C16 H16A 0.9300 . ? C17 N2 1.359(3) . ? C17 C18 1.428(3) . ? C18 N1 1.348(3) . ? O4 Cu1 1.9313(17) 2_755 ? S1 Cu1 2.7690(8) 2_755 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C5 S2 113.7(4) . . ? C6 C5 H5A 108.8 . . ? S2 C5 H5A 108.8 . . ? C6 C5 H5B 108.8 . . ? S2 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C5 C6 S1 113.3(4) . . ? C5 C6 H6A 108.9 . . ? S1 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? S1 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C6' C5' S2 113.7(7) . . ? C6' C5' H5'1 108.8 . . ? S2 C5' H5'1 108.8 . . ? C6' C5' H5'2 108.8 . . ? S2 C5' H5'2 108.8 . . ? H5'1 C5' H5'2 107.7 . . ? C5' C6' S1 111.7(7) . . ? C5' C6' H6'1 109.3 . . ? S1 C6' H6'1 109.3 . . ? C5' C6' H6'2 109.3 . . ? S1 C6' H6'2 109.3 . . ? H6'1 C6' H6'2 107.9 . . ? O4 Cu1 O1 88.86(7) 2_745 . ? O4 Cu1 N1 175.26(8) 2_745 . ? O1 Cu1 N1 94.88(8) . . ? O4 Cu1 N2 94.16(8) 2_745 . ? O1 Cu1 N2 173.18(8) . . ? N1 Cu1 N2 81.81(8) . . ? O4 Cu1 S1 80.20(6) 2_745 2_745 ? O1 Cu1 S1 91.73(6) . 2_745 ? N1 Cu1 S1 102.56(6) . 2_745 ? N2 Cu1 S1 94.80(6) . 2_745 ? O2 C1 O1 124.1(3) . . ? O2 C1 C4 118.4(3) . . ? O1 C1 C4 117.5(2) . . ? O3 C2 O4 124.7(3) . . ? O3 C2 C3 118.7(2) . . ? O4 C2 C3 116.6(2) . . ? C4 C3 C2 123.0(2) . . ? C4 C3 S1 126.0(2) . . ? C2 C3 S1 110.96(17) . . ? C3 C4 C1 123.3(2) . . ? C3 C4 S2 124.8(2) . . ? C1 C4 S2 111.84(19) . . ? N1 C7 C8 120.9(3) . . ? N1 C7 H7A 119.5 . . ? C8 C7 H7A 119.5 . . ? C9 C8 C7 120.5(3) . . ? C9 C8 H8A 119.7 . . ? C7 C8 H8A 119.7 . . ? C8 C9 C10 120.2(3) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C18 C10 C9 116.0(2) . . ? C18 C10 C11 118.5(2) . . ? C9 C10 C11 125.5(2) . . ? C12 C11 C10 121.7(3) . . ? C12 C11 H11A 119.1 . . ? C10 C11 H11A 119.1 . . ? C11 C12 C13 120.9(3) . . ? C11 C12 H12A 119.5 . . ? C13 C12 H12A 119.5 . . ? C17 C13 C14 116.8(2) . . ? C17 C13 C12 118.5(3) . . ? C14 C13 C12 124.7(3) . . ? C15 C14 C13 119.7(3) . . ? C15 C14 H14A 120.2 . . ? C13 C14 H14A 120.2 . . ? C14 C15 C16 120.0(3) . . ? C14 C15 H15A 120.0 . . ? C16 C15 H15A 120.0 . . ? N2 C16 C15 122.3(2) . . ? N2 C16 H16A 118.9 . . ? C15 C16 H16A 118.9 . . ? N2 C17 C13 123.4(2) . . ? N2 C17 C18 116.1(2) . . ? C13 C17 C18 120.4(2) . . ? N1 C18 C10 123.5(2) . . ? N1 C18 C17 116.7(2) . . ? C10 C18 C17 119.8(2) . . ? C7 N1 C18 118.8(2) . . ? C7 N1 Cu1 128.33(18) . . ? C18 N1 Cu1 112.86(16) . . ? C16 N2 C17 117.8(2) . . ? C16 N2 Cu1 129.66(18) . . ? C17 N2 Cu1 112.50(16) . . ? C1 O1 Cu1 107.23(16) . . ? C2 O4 Cu1 122.45(16) . 2_755 ? C3 S1 C6' 97.3(3) . . ? C3 S1 C6 107.91(15) . . ? C3 S1 Cu1 83.95(8) . 2_755 ? C6' S1 Cu1 104.0(4) . 2_755 ? C6 S1 Cu1 124.4(2) . 2_755 ? C4 S2 C5' 108.3(2) . . ? C4 S2 C5 98.12(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 C5 C6 S1 -59.1(7) . . . . ? S2 C5' C6' S1 63.2(13) . . . . ? O3 C2 C3 C4 59.1(3) . . . . ? O4 C2 C3 C4 -121.4(3) . . . . ? O3 C2 C3 S1 -118.9(2) . . . . ? O4 C2 C3 S1 60.6(3) . . . . ? C2 C3 C4 C1 3.4(4) . . . . ? S1 C3 C4 C1 -178.88(18) . . . . ? C2 C3 C4 S2 -176.44(19) . . . . ? S1 C3 C4 S2 1.2(3) . . . . ? O2 C1 C4 C3 -149.7(2) . . . . ? O1 C1 C4 C3 32.8(4) . . . . ? O2 C1 C4 S2 30.2(3) . . . . ? O1 C1 C4 S2 -147.29(19) . . . . ? N1 C7 C8 C9 0.4(4) . . . . ? C7 C8 C9 C10 1.0(4) . . . . ? C8 C9 C10 C18 -2.1(4) . . . . ? C8 C9 C10 C11 176.2(3) . . . . ? C18 C10 C11 C12 -0.8(4) . . . . ? C9 C10 C11 C12 -179.0(3) . . . . ? C10 C11 C12 C13 -1.3(4) . . . . ? C11 C12 C13 C17 2.1(4) . . . . ? C11 C12 C13 C14 -178.2(3) . . . . ? C17 C13 C14 C15 -0.5(4) . . . . ? C12 C13 C14 C15 179.8(3) . . . . ? C13 C14 C15 C16 1.4(4) . . . . ? C14 C15 C16 N2 -0.7(4) . . . . ? C14 C13 C17 N2 -1.2(4) . . . . ? C12 C13 C17 N2 178.6(2) . . . . ? C14 C13 C17 C18 179.6(2) . . . . ? C12 C13 C17 C18 -0.7(4) . . . . ? C9 C10 C18 N1 1.9(4) . . . . ? C11 C10 C18 N1 -176.5(2) . . . . ? C9 C10 C18 C17 -179.5(2) . . . . ? C11 C10 C18 C17 2.2(4) . . . . ? N2 C17 C18 N1 -2.0(3) . . . . ? C13 C17 C18 N1 177.3(2) . . . . ? N2 C17 C18 C10 179.3(2) . . . . ? C13 C17 C18 C10 -1.4(4) . . . . ? C8 C7 N1 C18 -0.6(4) . . . . ? C8 C7 N1 Cu1 178.56(19) . . . . ? C10 C18 N1 C7 -0.5(4) . . . . ? C17 C18 N1 C7 -179.3(2) . . . . ? C10 C18 N1 Cu1 -179.87(19) . . . . ? C17 C18 N1 Cu1 1.4(3) . . . . ? O1 Cu1 N1 C7 6.3(2) . . . . ? S1 Cu1 N1 C7 -86.6(2) 2_745 . . . ? O1 Cu1 N1 C18 -174.48(17) . . . . ? N2 Cu1 N1 C18 -0.48(17) . . . . ? S1 Cu1 N1 C18 92.65(16) 2_745 . . . ? C15 C16 N2 C17 -0.9(4) . . . . ? C15 C16 N2 Cu1 178.69(19) . . . . ? C13 C17 N2 C16 1.9(4) . . . . ? C18 C17 N2 C16 -178.8(2) . . . . ? C13 C17 N2 Cu1 -177.8(2) . . . . ? C18 C17 N2 Cu1 1.5(3) . . . . ? O4 Cu1 N2 C16 -2.7(2) 2_745 . . . ? N1 Cu1 N2 C16 179.8(2) . . . . ? S1 Cu1 N2 C16 77.8(2) 2_745 . . . ? O4 Cu1 N2 C17 176.92(17) 2_745 . . . ? N1 Cu1 N2 C17 -0.56(16) . . . . ? S1 Cu1 N2 C17 -102.58(16) 2_745 . . . ? O2 C1 O1 Cu1 -5.3(3) . . . . ? C4 C1 O1 Cu1 171.99(17) . . . . ? O4 Cu1 O1 C1 -87.97(16) 2_745 . . . ? N1 Cu1 O1 C1 89.11(17) . . . . ? S1 Cu1 O1 C1 -168.13(15) 2_745 . . . ? O3 C2 O4 Cu1 146.6(2) . . . 2_755 ? C3 C2 O4 Cu1 -32.8(3) . . . 2_755 ? C4 C3 S1 C6' 34.9(4) . . . . ? C2 C3 S1 C6' -147.2(4) . . . . ? C4 C3 S1 C6 14.0(3) . . . . ? C2 C3 S1 C6 -168.0(3) . . . . ? C4 C3 S1 Cu1 138.3(2) . . . 2_755 ? C2 C3 S1 Cu1 -43.78(16) . . . 2_755 ? C5' C6' S1 C3 -67.2(9) . . . . ? C5' C6' S1 C6 52.3(8) . . . . ? C5' C6' S1 Cu1 -152.7(8) . . . 2_755 ? C5 C6 S1 C3 16.6(6) . . . . ? C5 C6 S1 C6' -48.5(7) . . . . ? C5 C6 S1 Cu1 -78.4(5) . . . 2_755 ? C3 C4 S2 C5' -13.3(5) . . . . ? C1 C4 S2 C5' 166.9(5) . . . . ? C3 C4 S2 C5 -37.0(3) . . . . ? C1 C4 S2 C5 143.2(2) . . . . ? C6' C5' S2 C4 -20.5(10) . . . . ? C6' C5' S2 C5 48.9(8) . . . . ? C6 C5 S2 C4 67.4(5) . . . . ? C6 C5 S2 C5' -48.7(6) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.323 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.058 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 838705' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Cu N2 O5 S2' _chemical_formula_weight 441.95 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 Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 15.308(3) _cell_length_b 16.129(2) _cell_length_c 7.999(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.94(3) _cell_angle_gamma 90.00 _cell_volume 1844.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2281 _cell_measurement_theta_min 3.1573 _cell_measurement_theta_max 26.3136 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900 _exptl_absorpt_coefficient_mu 1.440 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6886 _exptl_absorpt_correction_T_max 0.7715 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 16.2542 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5547 _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_sigmaI/netI 0.0988 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3071 _reflns_number_gt 2108 _reflns_threshold_expression i>2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET) (compiled May 29 2009,17:40:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET) (compiled May 29 2009,17:40:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET) (compiled May 29 2009,17:40:42) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0576P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(3) _refine_ls_number_reflns 3071 _refine_ls_number_parameters 242 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0845 _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1292 _refine_ls_wR_factor_gt 0.1231 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.021 _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 C5 C 0.5804(11) 0.8003(7) 1.2607(14) 0.085(6) Uani 0.694(13) 1 d PD A 1 H5A H 0.5825 0.8604 1.2631 0.102 Uiso 0.694(13) 1 calc PR A 1 H5B H 0.5152 0.7836 1.2152 0.102 Uiso 0.694(13) 1 calc PR A 1 C6 C 0.6267(10) 0.7674(5) 1.4495(11) 0.065(5) Uani 0.694(13) 1 d PD A 1 H6A H 0.5999 0.7949 1.5278 0.078 Uiso 0.694(13) 1 calc PR A 1 H6B H 0.6929 0.7805 1.4915 0.078 Uiso 0.694(13) 1 calc PR A 1 C5' C 0.630(2) 0.8073(7) 1.314(2) 0.085(6) Uani 0.306(13) 1 d PD A 2 H5'1 H 0.6923 0.8089 1.4052 0.102 Uiso 0.306(13) 1 calc PR A 2 H5'2 H 0.6074 0.8638 1.2908 0.102 Uiso 0.306(13) 1 calc PR A 2 C6' C 0.5659(18) 0.7579(10) 1.385(3) 0.065(5) Uani 0.306(13) 1 d PD A 2 H6'1 H 0.5053 0.7519 1.2899 0.078 Uiso 0.306(13) 1 calc PR A 2 H6'2 H 0.5570 0.7881 1.4821 0.078 Uiso 0.306(13) 1 calc PR A 2 Cu1 Cu 0.74340(7) 0.58108(9) 0.75257(18) 0.0414(3) Uani 1 1 d . . . C1 C 0.7487(6) 0.6360(5) 1.0971(15) 0.038(2) Uani 1 1 d . . . C2 C 0.7247(6) 0.5412(6) 1.3857(15) 0.037(2) Uani 1 1 d . . . C3 C 0.6879(5) 0.6685(6) 1.2001(12) 0.043(2) Uani 1 1 d . A . C4 C 0.6801(5) 0.6245(6) 1.3356(12) 0.044(2) Uani 1 1 d . A . C7 C 0.8230(5) 0.7479(5) 0.7990(13) 0.042(3) Uani 1 1 d . . . H7A H 0.7711 0.7595 0.8298 0.050 Uiso 1 1 calc R . . C8 C 0.8827(6) 0.8127(5) 0.7970(13) 0.041(3) Uani 1 1 d . . . H8A H 0.8704 0.8665 0.8244 0.049 Uiso 1 1 calc R . . C9 C 0.9616(5) 0.7955(5) 0.7529(12) 0.028(2) Uani 1 1 d . . . C10 C 1.0268(5) 0.8649(5) 0.7523(13) 0.034(2) Uani 1 1 d . . . C11 C 1.0089(5) 0.9460(5) 0.7767(13) 0.036(2) Uani 1 1 d . . . H11A H 0.9541 0.9607 0.7942 0.043 Uiso 1 1 calc R . . C12 C 1.0733(6) 1.0062(6) 0.7750(13) 0.048(3) Uani 1 1 d . . . H12A H 1.0597 1.0614 0.7895 0.058 Uiso 1 1 calc R . . C13 C 1.1715(6) 0.9115(6) 0.7360(14) 0.045(3) Uani 1 1 d . . . H13A H 1.2283 0.8990 0.7240 0.054 Uiso 1 1 calc R . . C14 C 1.1120(6) 0.8466(6) 0.7339(14) 0.048(3) Uani 1 1 d . . . H14A H 1.1284 0.7921 0.7206 0.057 Uiso 1 1 calc R . . C15 C 0.9729(6) 0.7142(6) 0.7142(15) 0.054(3) Uani 1 1 d . . . H15A H 1.0243 0.6993 0.6847 0.065 Uiso 1 1 calc R . . C16 C 0.9113(6) 0.6557(6) 0.7182(14) 0.050(3) Uani 1 1 d . . . H16A H 0.9218 0.6015 0.6903 0.060 Uiso 1 1 calc R . . N1 N 0.8365(4) 0.6708(5) 0.7594(11) 0.043(2) Uani 1 1 d . . . N2 N 1.1528(4) 0.9888(4) 0.7537(10) 0.0337(18) Uani 1 1 d . . . O1 O 0.7052(4) 0.6353(4) 0.9301(10) 0.0436(17) Uani 1 1 d . . . O2 O 0.8323(4) 0.6256(4) 1.1765(9) 0.0576(19) Uani 1 1 d . . . O3 O 0.7241(5) 0.4942(4) 1.2668(10) 0.069(2) Uani 1 1 d . . . O4 O 0.7619(4) 0.5231(4) 1.5517(11) 0.0474(18) Uani 1 1 d . . . O5 O 0.9022(6) 0.5066(5) 1.0027(12) 0.088(3) Uani 1 1 d . . . H1W H 0.9152 0.5550 1.0465 0.106 Uiso 1 1 d R . . H2W H 0.8620 0.5070 0.8969 0.106 Uiso 1 1 d R . . S1 S 0.61249(16) 0.65712(16) 1.4620(4) 0.0528(7) Uani 1 1 d D . . S2 S 0.63625(19) 0.76288(18) 1.1131(4) 0.0686(8) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C5 0.079(16) 0.113(11) 0.086(14) 0.010(10) 0.057(13) 0.036(10) C6 0.077(11) 0.069(8) 0.038(10) -0.018(7) 0.007(9) 0.032(9) C5' 0.079(16) 0.113(11) 0.086(14) 0.010(10) 0.057(13) 0.036(10) C6' 0.077(11) 0.069(8) 0.038(10) -0.018(7) 0.007(9) 0.032(9) Cu1 0.0470(6) 0.0378(4) 0.0527(6) -0.0045(5) 0.0340(5) -0.0167(5) C1 0.043(5) 0.025(5) 0.058(7) 0.006(5) 0.033(5) -0.010(4) C2 0.028(5) 0.053(6) 0.031(7) -0.016(5) 0.011(5) -0.014(4) C3 0.037(5) 0.057(6) 0.043(6) -0.010(5) 0.023(5) -0.019(4) C4 0.034(5) 0.067(6) 0.034(6) -0.012(5) 0.015(4) -0.023(4) C7 0.039(5) 0.032(5) 0.070(8) -0.016(5) 0.037(5) -0.015(4) C8 0.040(5) 0.029(5) 0.063(8) 0.000(5) 0.028(5) -0.005(4) C9 0.024(4) 0.033(5) 0.027(6) 0.006(4) 0.009(4) -0.005(4) C10 0.027(4) 0.038(5) 0.038(7) 0.006(5) 0.014(5) -0.013(4) C11 0.023(4) 0.017(4) 0.069(8) 0.007(4) 0.019(4) -0.007(3) C12 0.043(5) 0.043(6) 0.064(8) 0.016(6) 0.026(5) 0.009(4) C13 0.032(5) 0.047(6) 0.067(8) 0.010(5) 0.032(5) -0.002(4) C14 0.051(6) 0.042(6) 0.063(8) -0.008(5) 0.036(6) -0.017(5) C15 0.033(5) 0.056(6) 0.092(10) -0.002(6) 0.046(6) -0.001(4) C16 0.048(5) 0.034(6) 0.084(9) -0.010(6) 0.043(6) -0.021(4) N1 0.037(4) 0.038(5) 0.067(6) 0.004(4) 0.033(4) -0.009(3) N2 0.032(4) 0.034(4) 0.039(5) 0.001(4) 0.017(4) -0.011(3) O1 0.055(4) 0.048(4) 0.040(5) -0.003(3) 0.030(4) -0.017(3) O2 0.043(4) 0.084(5) 0.054(5) -0.012(3) 0.027(3) -0.006(3) O3 0.096(6) 0.052(4) 0.068(6) -0.032(4) 0.038(5) -0.025(4) O4 0.052(4) 0.043(4) 0.057(6) -0.014(3) 0.032(4) -0.014(3) O5 0.134(7) 0.060(5) 0.088(7) -0.001(5) 0.061(5) -0.003(5) S1 0.0472(12) 0.0711(18) 0.0522(18) -0.0086(14) 0.0325(13) -0.0043(12) S2 0.0722(16) 0.0710(18) 0.078(2) 0.0072(15) 0.0451(16) 0.0085(14) _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 C5 C6 1.517(5) . ? C5 S2 1.792(9) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 S1 1.799(9) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C5' C6' 1.520(5) . ? C5' S2 1.796(11) . ? C5' H5'1 0.9700 . ? C5' H5'2 0.9700 . ? C6' S1 1.795(11) . ? C6' H6'1 0.9700 . ? C6' H6'2 0.9700 . ? Cu1 O1 1.928(6) . ? Cu1 O4 1.965(7) 1_554 ? Cu1 N1 2.019(7) . ? Cu1 N2 2.037(6) 3_445 ? Cu1 S1 2.756(3) 1_554 ? C1 O2 1.220(11) . ? C1 O1 1.261(11) . ? C1 C3 1.540(11) . ? C2 O3 1.214(11) . ? C2 O4 1.278(11) . ? C2 C4 1.496(13) . ? C3 C4 1.336(12) . ? C3 S2 1.741(10) . ? C4 S1 1.765(9) . ? C7 N1 1.316(10) . ? C7 C8 1.393(11) . ? C7 H7A 0.9300 . ? C8 C9 1.401(11) . ? C8 H8A 0.9300 . ? C9 C15 1.372(12) . ? C9 C10 1.501(8) . ? C10 C11 1.364(10) . ? C10 C14 1.397(11) . ? C11 C12 1.388(11) . ? C11 H11A 0.9300 . ? C12 N2 1.319(10) . ? C12 H12A 0.9300 . ? C13 N2 1.297(11) . ? C13 C14 1.384(12) . ? C13 H13A 0.9300 . ? C14 H14A 0.9300 . ? C15 C16 1.342(11) . ? C15 H15A 0.9300 . ? C16 N1 1.322(10) . ? C16 H16A 0.9300 . ? N2 Cu1 2.037(6) 3 ? O4 Cu1 1.965(7) 1_556 ? O5 H1W 0.8499 . ? O5 H2W 0.8500 . ? S1 Cu1 2.756(3) 1_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C5 S2 112.0(6) . . ? C6 C5 H5A 109.2 . . ? S2 C5 H5A 109.2 . . ? C6 C5 H5B 109.2 . . ? S2 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C5 C6 S1 112.2(6) . . ? C5 C6 H6A 109.2 . . ? S1 C6 H6A 109.2 . . ? C5 C6 H6B 109.2 . . ? S1 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C6' C5' S2 111.7(8) . . ? C6' C5' H5'1 109.3 . . ? S2 C5' H5'1 109.3 . . ? C6' C5' H5'2 109.3 . . ? S2 C5' H5'2 109.3 . . ? H5'1 C5' H5'2 107.9 . . ? C5' C6' S1 111.8(8) . . ? C5' C6' H6'1 109.2 . . ? S1 C6' H6'1 109.2 . . ? C5' C6' H6'2 109.2 . . ? S1 C6' H6'2 109.2 . . ? H6'1 C6' H6'2 107.9 . . ? O1 Cu1 O4 171.3(3) . 1_554 ? O1 Cu1 N1 93.0(3) . . ? O4 Cu1 N1 93.3(3) 1_554 . ? O1 Cu1 N2 86.7(3) . 3_445 ? O4 Cu1 N2 87.3(3) 1_554 3_445 ? N1 Cu1 N2 178.0(4) . 3_445 ? O1 Cu1 S1 95.7(2) . 1_554 ? O4 Cu1 S1 78.2(2) 1_554 1_554 ? N1 Cu1 S1 89.8(2) . 1_554 ? N2 Cu1 S1 92.2(2) 3_445 1_554 ? O2 C1 O1 127.5(8) . . ? O2 C1 C3 119.4(9) . . ? O1 C1 C3 112.2(7) . . ? O3 C2 O4 123.2(10) . . ? O3 C2 C4 118.4(10) . . ? O4 C2 C4 118.4(9) . . ? C4 C3 C1 120.0(8) . . ? C4 C3 S2 128.9(7) . . ? C1 C3 S2 111.1(6) . . ? C3 C4 C2 122.0(9) . . ? C3 C4 S1 123.2(8) . . ? C2 C4 S1 114.8(7) . . ? N1 C7 C8 123.0(7) . . ? N1 C7 H7A 118.5 . . ? C8 C7 H7A 118.5 . . ? C7 C8 C9 118.8(8) . . ? C7 C8 H8A 120.6 . . ? C9 C8 H8A 120.6 . . ? C15 C9 C8 115.9(7) . . ? C15 C9 C10 125.0(7) . . ? C8 C9 C10 119.1(7) . . ? C11 C10 C14 117.4(7) . . ? C11 C10 C9 123.2(6) . . ? C14 C10 C9 119.3(7) . . ? C10 C11 C12 119.4(7) . . ? C10 C11 H11A 120.3 . . ? C12 C11 H11A 120.3 . . ? N2 C12 C11 122.9(8) . . ? N2 C12 H12A 118.5 . . ? C11 C12 H12A 118.5 . . ? N2 C13 C14 124.0(8) . . ? N2 C13 H13A 118.0 . . ? C14 C13 H13A 118.0 . . ? C13 C14 C10 118.3(9) . . ? C13 C14 H14A 120.8 . . ? C10 C14 H14A 120.8 . . ? C16 C15 C9 121.3(8) . . ? C16 C15 H15A 119.4 . . ? C9 C15 H15A 119.4 . . ? N1 C16 C15 123.7(9) . . ? N1 C16 H16A 118.1 . . ? C15 C16 H16A 118.1 . . ? C7 N1 C16 117.3(7) . . ? C7 N1 Cu1 120.8(5) . . ? C16 N1 Cu1 121.8(6) . . ? C13 N2 C12 117.9(7) . . ? C13 N2 Cu1 121.7(5) . 3 ? C12 N2 Cu1 120.4(6) . 3 ? C1 O1 Cu1 126.8(5) . . ? C2 O4 Cu1 126.9(6) . 1_556 ? H1W O5 H2W 112.5 . . ? C4 S1 C6' 108.3(4) . . ? C4 S1 C6 98.9(5) . . ? C4 S1 Cu1 87.3(3) . 1_556 ? C6' S1 Cu1 140.7(10) . 1_556 ? C6 S1 Cu1 114.9(4) . 1_556 ? C3 S2 C5 106.6(4) . . ? C3 S2 C5' 98.7(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 C5 C6 S1 -66.5(12) . . . . ? S2 C5' C6' S1 67.4(16) . . . . ? O2 C1 C3 C4 -61.6(11) . . . . ? O1 C1 C3 C4 128.4(8) . . . . ? O2 C1 C3 S2 119.0(8) . . . . ? O1 C1 C3 S2 -51.0(8) . . . . ? C1 C3 C4 C2 -3.4(12) . . . . ? S2 C3 C4 C2 175.9(6) . . . . ? C1 C3 C4 S1 179.7(6) . . . . ? S2 C3 C4 S1 -1.0(12) . . . . ? O3 C2 C4 C3 -39.2(12) . . . . ? O4 C2 C4 C3 140.6(9) . . . . ? O3 C2 C4 S1 138.0(8) . . . . ? O4 C2 C4 S1 -42.2(8) . . . . ? N1 C7 C8 C9 -0.8(15) . . . . ? C7 C8 C9 C15 0.2(14) . . . . ? C7 C8 C9 C10 -179.4(8) . . . . ? C15 C9 C10 C11 174.2(13) . . . . ? C8 C9 C10 C11 -6.2(11) . . . . ? C15 C9 C10 C14 -8.6(12) . . . . ? C8 C9 C10 C14 170.9(11) . . . . ? C14 C10 C11 C12 2.5(15) . . . . ? C9 C10 C11 C12 179.7(8) . . . . ? C10 C11 C12 N2 -1.2(15) . . . . ? N2 C13 C14 C10 -0.2(16) . . . . ? C11 C10 C14 C13 -1.9(16) . . . . ? C9 C10 C14 C13 -179.2(8) . . . . ? C8 C9 C15 C16 0.3(16) . . . . ? C10 C9 C15 C16 179.9(8) . . . . ? C9 C15 C16 N1 -0.3(17) . . . . ? C8 C7 N1 C16 0.8(15) . . . . ? C8 C7 N1 Cu1 -176.8(7) . . . . ? C15 C16 N1 C7 -0.2(15) . . . . ? C15 C16 N1 Cu1 177.3(8) . . . . ? O1 Cu1 N1 C7 -29.4(8) . . . . ? O4 Cu1 N1 C7 144.5(8) 1_554 . . . ? S1 Cu1 N1 C7 66.3(8) 1_554 . . . ? O1 Cu1 N1 C16 153.2(8) . . . . ? O4 Cu1 N1 C16 -32.9(8) 1_554 . . . ? S1 Cu1 N1 C16 -111.1(8) 1_554 . . . ? C14 C13 N2 C12 1.6(15) . . . . ? C14 C13 N2 Cu1 -179.3(8) . . . 3 ? C11 C12 N2 C13 -0.9(14) . . . . ? C11 C12 N2 Cu1 179.9(7) . . . 3 ? O2 C1 O1 Cu1 23.7(12) . . . . ? C3 C1 O1 Cu1 -167.4(5) . . . . ? N1 Cu1 O1 C1 -78.0(7) . . . . ? S1 Cu1 O1 C1 -168.1(6) 1_554 . . . ? O3 C2 O4 Cu1 -165.0(6) . . . 1_556 ? C4 C2 O4 Cu1 15.2(10) . . . 1_556 ? C3 C4 S1 C6' -3.4(13) . . . . ? C2 C4 S1 C6' 179.5(12) . . . . ? C3 C4 S1 C6 -31.8(9) . . . . ? C2 C4 S1 C6 151.1(7) . . . . ? C3 C4 S1 Cu1 -146.5(7) . . . 1_556 ? C2 C4 S1 Cu1 36.3(6) . . . 1_556 ? C5' C6' S1 C4 -30.3(16) . . . . ? C5' C6' S1 C6 44.8(10) . . . . ? C5' C6' S1 Cu1 78.7(12) . . . 1_556 ? C5 C6 S1 C4 66.6(9) . . . . ? C5 C6 S1 C6' -45.2(9) . . . . ? C5 C6 S1 Cu1 157.7(7) . . . 1_556 ? C4 C3 S2 C5 7.9(11) . . . . ? C1 C3 S2 C5 -172.8(8) . . . . ? C4 C3 S2 C5' 30.9(13) . . . . ? C1 C3 S2 C5' -149.8(10) . . . . ? C6 C5 S2 C3 26.5(11) . . . . ? C6 C5 S2 C5' -46.9(11) . . . . ? C6' C5' S2 C3 -64.2(15) . . . . ? C6' C5' S2 C5 47.6(11) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.831 _refine_diff_density_min -0.471 _refine_diff_density_rms 0.086 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 838706' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H18 Cu2 N O10 S4' _chemical_formula_weight 627.62 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 7.7845(5) _cell_length_b 12.2006(6) _cell_length_c 12.2707(6) _cell_angle_alpha 109.260(4) _cell_angle_beta 94.393(5) _cell_angle_gamma 99.606(4) _cell_volume 1073.86(10) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3759 _cell_measurement_theta_min 2.9933 _cell_measurement_theta_max 26.3064 _exptl_crystal_description prism _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.922 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 622 _exptl_absorpt_coefficient_mu 2.424 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5825 _exptl_absorpt_correction_T_max 0.7278 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 6241 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3784 _reflns_number_gt 2880 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0775P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3997 _refine_ls_number_parameters 339 _refine_ls_number_restraints 250 _refine_ls_R_factor_all 0.0532 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.1153 _refine_ls_wR_factor_gt 0.1112 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 1.011 _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 C5 C 0.6578(5) -0.1331(5) 0.5175(4) 0.0471(16) Uani 0.602(5) 1 d PD A 1 H5A H 0.7190 -0.0508 0.5447 0.057 Uiso 0.602(5) 1 calc PR A 1 H5B H 0.5995 -0.1468 0.5803 0.057 Uiso 0.602(5) 1 calc PR A 1 C6 C 0.7901(5) -0.2128(5) 0.4868(4) 0.0474(16) Uani 0.602(5) 1 d PD A 1 H6A H 0.7280 -0.2941 0.4469 0.057 Uiso 0.602(5) 1 calc PR A 1 H6B H 0.8585 -0.2092 0.5578 0.057 Uiso 0.602(5) 1 calc PR A 1 C5' C 0.6306(6) -0.2044(6) 0.4895(5) 0.0471(16) Uani 0.398(5) 1 d PD A 2 H5'1 H 0.5793 -0.1949 0.5608 0.057 Uiso 0.398(5) 1 calc PR A 2 H5'2 H 0.6343 -0.2876 0.4535 0.057 Uiso 0.398(5) 1 calc PR A 2 C6' C 0.8156(6) -0.1317(8) 0.5187(5) 0.0474(16) Uani 0.398(5) 1 d PD A 2 H6'1 H 0.8772 -0.1455 0.5832 0.057 Uiso 0.398(5) 1 calc PR A 2 H6'2 H 0.8112 -0.0481 0.5434 0.057 Uiso 0.398(5) 1 calc PR A 2 O3 O 0.4068(5) -0.1744(3) 0.1297(3) 0.0459(11) Uani 0.547(4) 1 d PDU B 1 O4 O 0.5406(5) 0.0128(3) 0.2247(3) 0.0322(8) Uani 0.547(4) 1 d PDU . 1 O3' O 0.4670(8) -0.1790(4) 0.1051(3) 0.0459(11) Uani 0.453(4) 1 d PD B 2 O4' O 0.4851(7) 0.0016(3) 0.2327(4) 0.0322(8) Uani 0.453(4) 1 d PD B 2 Cu1 Cu 1.18361(5) -0.05365(3) 0.10165(3) 0.02209(9) Uani 1 1 d . . . Cu2 Cu 1.45828(4) -0.11326(3) -0.09397(3) 0.02399(10) Uani 1 1 d . . . C1 C 0.8992(4) -0.1075(3) 0.2021(2) 0.0247(7) Uani 1 1 d U B . C2 C 0.5219(4) -0.0972(2) 0.2047(2) 0.0289(8) Uani 1 1 d DU . . C3 C 0.8011(4) -0.1354(2) 0.2932(2) 0.0215(7) Uani 1 1 d . . . C4 C 0.6283(4) -0.1321(2) 0.2933(2) 0.0209(7) Uani 1 1 d D A . C7 C 1.2547(4) 0.2118(3) 0.1961(2) 0.0204(7) Uani 1 1 d . B . C8 C 0.8970(4) 0.2486(3) 0.1346(2) 0.0228(7) Uani 1 1 d . . . C9 C 1.0364(4) 0.3433(2) 0.2246(2) 0.0205(7) Uani 1 1 d . . . C10 C 1.1970(4) 0.3267(2) 0.2522(2) 0.0192(7) Uani 1 1 d . . . C11 C 1.1344(5) 0.5812(3) 0.3696(4) 0.0526(13) Uani 1 1 d . . . H11A H 1.2034 0.6119 0.3195 0.063 Uiso 1 1 calc R . . H11B H 1.0923 0.6466 0.4222 0.063 Uiso 1 1 calc R . . C12 C 1.2505(5) 0.5355(3) 0.4394(3) 0.0493(12) Uani 1 1 d . . . H12A H 1.1789 0.4972 0.4831 0.059 Uiso 1 1 calc R . . H12B H 1.3343 0.6020 0.4951 0.059 Uiso 1 1 calc R . . O1 O 1.0630(3) -0.10246(18) 0.21217(16) 0.0266(5) Uani 1 1 d U . . O2 O 0.8156(4) -0.0970(3) 0.1189(2) 0.0602(7) Uani 1 1 d U . . O5 O 1.1546(3) 0.11633(17) 0.18140(17) 0.0268(5) Uani 1 1 d . . . O6 O 1.4102(3) 0.22755(19) 0.1737(2) 0.0339(6) Uani 1 1 d . . . O7 O 0.9307(3) 0.20647(19) 0.03376(17) 0.0291(6) Uani 1 1 d . . . O8 O 0.7538(3) 0.2263(2) 0.17211(18) 0.0353(7) Uani 1 1 d . . . O9 O 1.3331(2) -0.00279(16) 0.00340(15) 0.0163(5) Uani 1 1 d . . . H9 H 1.2677 0.0313 -0.0443 0.020 Uiso 1 1 calc R B . O10 O 0.7832(5) 0.1950(3) 0.4024(2) 0.0810(12) Uani 1 1 d . . . H1W H 0.7177 0.2455 0.4212 0.121 Uiso 1 1 d R . . H2W H 0.8099 0.1842 0.3342 0.121 Uiso 1 1 d R . . S1 S 0.49325(11) -0.16113(8) 0.39157(7) 0.0377(2) Uani 1 1 d D . . S2 S 0.93702(11) -0.16865(8) 0.39408(7) 0.0360(2) Uani 1 1 d D A . S3 S 0.94926(11) 0.47149(8) 0.28141(8) 0.0366(2) Uani 1 1 d . . . S4 S 1.36927(10) 0.43196(7) 0.35330(7) 0.0290(2) Uani 1 1 d . . . N1 N 0.5348(6) 0.6056(4) 1.0407(3) 0.0466(14) Uani 0.50 1 d PDU . . H1D H 0.5230 0.6974 1.0796 0.070 Uiso 0.50 1 d PR . . C13 C 0.4712(8) 0.5389(4) 1.1163(4) 0.0611(19) Uani 0.50 1 d PDU . . H13A H 0.3507 0.5433 1.1250 0.073 Uiso 0.50 1 d PR . . H13B H 0.5404 0.5728 1.1921 0.073 Uiso 0.50 1 d PR . . C14 C 0.4854(8) 0.4114(5) 1.0593(4) 0.0596(18) Uani 0.50 1 d PDU . . H14A H 0.3721 0.3603 1.0465 0.071 Uiso 0.50 1 d PR . . H14B H 0.5633 0.3907 1.1103 0.071 Uiso 0.50 1 d PR . . C15 C 0.7203(6) 0.5985(5) 1.0261(5) 0.0610(19) Uani 0.50 1 d PDU . . H15A H 0.7917 0.6303 1.1012 0.073 Uiso 0.50 1 d PR . . H15B H 0.7630 0.6446 0.9801 0.073 Uiso 0.50 1 d PR . . C16 C 0.7318(6) 0.4704(5) 0.9674(5) 0.0579(18) Uani 0.50 1 d PDU . . H16A H 0.8110 0.4477 1.0159 0.069 Uiso 0.50 1 d PR . . H16B H 0.7762 0.4608 0.8947 0.069 Uiso 0.50 1 d PR . . N2 N 0.5547(6) 0.3939(4) 0.9464(4) 0.0466(14) Uani 0.50 1 d PDU . . H2D H 0.5734 0.2945 0.8984 0.070 Uiso 0.50 1 d PR . . C17 C 0.4340(7) 0.4266(5) 0.8679(4) 0.0519(18) Uani 0.50 1 d PDU . . H17A H 0.3193 0.3767 0.8524 0.062 Uiso 0.50 1 d PR . . H17B H 0.4788 0.4160 0.7952 0.062 Uiso 0.50 1 d PR . . C18 C 0.4228(8) 0.5546(5) 0.9253(4) 0.0509(18) Uani 0.50 1 d PDU . . H18A H 0.4620 0.5992 0.8772 0.061 Uiso 0.50 1 d PR . . H18B H 0.3028 0.5600 0.9347 0.061 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C5 0.056(3) 0.074(4) 0.036(2) 0.034(2) 0.0240(19) 0.041(3) C6 0.034(3) 0.074(4) 0.045(2) 0.038(3) 0.006(2) 0.002(3) C5' 0.056(3) 0.074(4) 0.036(2) 0.034(2) 0.0240(19) 0.041(3) C6' 0.034(3) 0.074(4) 0.045(2) 0.038(3) 0.006(2) 0.002(3) O3 0.030(2) 0.0528(15) 0.0517(16) 0.0346(12) -0.0224(16) -0.0205(16) O4 0.042(2) 0.0492(12) 0.0281(11) 0.0250(9) 0.0312(13) 0.0357(13) O3' 0.030(2) 0.0528(15) 0.0517(16) 0.0346(12) -0.0224(16) -0.0205(16) O4' 0.042(2) 0.0492(12) 0.0281(11) 0.0250(9) 0.0312(13) 0.0357(13) Cu1 0.02020(18) 0.02207(17) 0.02211(16) 0.00552(12) 0.01044(13) 0.00037(15) Cu2 0.00954(16) 0.02128(18) 0.03244(19) -0.00197(14) 0.00521(14) 0.00201(14) C1 0.0268(15) 0.0271(13) 0.0273(13) 0.0155(10) 0.0089(11) 0.0103(12) C2 0.0226(15) 0.0412(15) 0.0308(14) 0.0201(11) 0.0098(12) 0.0091(13) C3 0.0248(15) 0.0234(13) 0.0209(13) 0.0126(10) 0.0036(11) 0.0070(12) C4 0.0231(15) 0.0201(13) 0.0219(13) 0.0093(10) 0.0048(11) 0.0056(12) C7 0.0169(14) 0.0230(14) 0.0186(13) 0.0033(10) 0.0018(11) 0.0048(12) C8 0.0141(14) 0.0223(14) 0.0284(15) 0.0036(11) 0.0026(11) 0.0048(12) C9 0.0165(14) 0.0185(13) 0.0219(13) 0.0009(10) 0.0042(11) 0.0027(12) C10 0.0121(13) 0.0213(13) 0.0213(13) 0.0039(10) 0.0043(10) 0.0021(11) C11 0.038(2) 0.0285(19) 0.070(3) -0.0070(17) -0.0173(19) 0.0092(17) C12 0.043(2) 0.043(2) 0.040(2) -0.0139(16) -0.0107(17) 0.0169(18) O1 0.0236(10) 0.0343(10) 0.0257(9) 0.0151(8) 0.0095(8) 0.0045(9) O2 0.0511(14) 0.1181(17) 0.0507(12) 0.0630(11) 0.0249(10) 0.0461(14) O5 0.0242(11) 0.0194(10) 0.0361(11) 0.0065(8) 0.0165(9) 0.0034(9) O6 0.0130(10) 0.0235(11) 0.0566(13) 0.0012(9) 0.0132(9) 0.0029(9) O7 0.0270(12) 0.0306(11) 0.0217(10) 0.0034(8) 0.0032(9) -0.0039(10) O8 0.0150(10) 0.0378(13) 0.0348(12) -0.0096(10) 0.0087(9) -0.0011(10) O9 0.0100(9) 0.0221(9) 0.0180(8) 0.0082(7) 0.0032(7) 0.0036(8) O10 0.112(3) 0.074(2) 0.0410(16) 0.0054(14) 0.0108(17) 0.006(2) S1 0.0269(4) 0.0574(5) 0.0427(4) 0.0309(3) 0.0168(3) 0.0127(4) S2 0.0286(4) 0.0601(5) 0.0362(4) 0.0338(3) 0.0076(3) 0.0183(4) S3 0.0234(4) 0.0296(4) 0.0429(5) -0.0072(3) -0.0057(4) 0.0133(3) S4 0.0165(4) 0.0275(4) 0.0324(4) -0.0008(3) -0.0053(3) 0.0033(3) N1 0.066(3) 0.037(2) 0.034(2) 0.0156(18) -0.003(2) 0.001(2) C13 0.079(4) 0.057(3) 0.046(3) 0.022(2) 0.011(3) 0.002(3) C14 0.075(4) 0.052(3) 0.051(3) 0.025(2) 0.004(3) 0.000(3) C15 0.067(3) 0.044(3) 0.061(3) 0.016(3) -0.001(3) -0.009(3) C16 0.064(3) 0.046(3) 0.060(3) 0.018(3) 0.004(3) 0.002(3) N2 0.063(3) 0.037(2) 0.040(2) 0.0188(19) -0.003(2) 0.003(2) C17 0.063(3) 0.043(3) 0.042(3) 0.013(2) -0.008(3) 0.001(3) C18 0.063(3) 0.042(3) 0.041(3) 0.012(2) -0.009(3) 0.003(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 C5 C6 1.517(6) . ? C5 S1 1.830(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 S2 1.814(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C5' C6' 1.508(6) . ? C5' S1 1.810(6) . ? C5' H5'1 0.9700 . ? C5' H5'2 0.9700 . ? C6' S2 1.829(5) . ? C6' H6'1 0.9700 . ? C6' H6'2 0.9700 . ? O3 C2 1.248(4) . ? O4 C2 1.263(4) . ? O4 Cu2 2.317(4) 2_755 ? O3' C2 1.283(4) . ? O4' C2 1.229(4) . ? Cu1 O1 1.902(2) . ? Cu1 O9 1.9132(19) . ? Cu1 O5 2.040(2) . ? Cu1 O7 2.0505(19) 2_755 ? Cu2 O8 1.916(2) 2_755 ? Cu2 O6 1.918(2) 2_855 ? Cu2 O9 1.9359(18) . ? Cu2 O9 1.9481(17) 2_855 ? Cu2 O4 2.317(4) 2_755 ? Cu2 Cu2 2.8888(7) 2_855 ? C1 O2 1.223(4) . ? C1 O1 1.261(4) . ? C1 C3 1.497(4) . ? C2 C4 1.528(4) . ? C3 C4 1.353(4) . ? C3 S2 1.758(3) . ? C4 S1 1.742(3) . ? C7 O5 1.238(3) . ? C7 O6 1.260(4) . ? C7 C10 1.504(4) . ? C8 O7 1.240(3) . ? C8 O8 1.261(4) . ? C8 C9 1.513(4) . ? C9 C10 1.336(4) . ? C9 S3 1.760(3) . ? C10 S4 1.762(3) . ? C11 C12 1.493(6) . ? C11 S3 1.790(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 S4 1.796(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? O6 Cu2 1.918(2) 2_855 ? O7 Cu1 2.0505(19) 2_755 ? O8 Cu2 1.916(2) 2_755 ? O9 Cu2 1.9481(17) 2_855 ? O9 H9 0.9800 . ? O10 H1W 0.8500 . ? O10 H2W 0.8500 . ? N1 N2 0.727(6) 2_667 ? N1 C14 1.168(6) 2_667 ? N1 C17 1.324(7) 2_667 ? N1 C15 1.482(5) . ? N1 C18 1.483(5) . ? N1 C13 1.484(6) . ? N1 H1D 1.0859 . ? C13 C17 0.761(8) 2_667 ? C13 N2 1.323(8) 2_667 ? C13 C18 1.497(9) 2_667 ? C13 C14 1.508(7) . ? C13 H13A 0.9600 . ? C13 H13B 0.9601 . ? C14 C18 0.740(8) 2_667 ? C14 N1 1.168(6) 2_667 ? C14 N2 1.488(5) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C15 C16 1.511(7) . ? C15 H15A 0.9599 . ? C15 H15B 0.9600 . ? C16 N2 1.482(5) . ? C16 H16A 0.9600 . ? C16 H16B 0.9599 . ? N2 N1 0.727(6) 2_667 ? N2 C13 1.323(8) 2_667 ? N2 C18 1.474(6) 2_667 ? N2 C17 1.486(6) . ? N2 H2D 1.2000 . ? C17 C13 0.761(8) 2_667 ? C17 N1 1.324(7) 2_667 ? C17 C18 1.507(7) . ? C17 H17A 0.9600 . ? C17 H17B 0.9599 . ? C18 C14 0.740(8) 2_667 ? C18 N2 1.474(6) 2_667 ? C18 C13 1.497(9) 2_667 ? C18 H18A 0.9599 . ? C18 H18B 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C5 S1 111.3(3) . . ? C6 C5 H5A 109.4 . . ? S1 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? S1 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C5 C6 S2 111.3(4) . . ? C5 C6 H6A 109.4 . . ? S2 C6 H6A 109.4 . . ? C5 C6 H6B 109.4 . . ? S2 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? C6' C5' S1 111.9(5) . . ? C6' C5' H5'1 109.2 . . ? S1 C5' H5'1 109.2 . . ? C6' C5' H5'2 109.2 . . ? S1 C5' H5'2 109.2 . . ? H5'1 C5' H5'2 107.9 . . ? C5' C6' S2 111.8(4) . . ? C5' C6' H6'1 109.3 . . ? S2 C6' H6'1 109.3 . . ? C5' C6' H6'2 109.3 . . ? S2 C6' H6'2 109.3 . . ? H6'1 C6' H6'2 107.9 . . ? C2 O4 Cu2 129.2(3) . 2_755 ? O1 Cu1 O9 172.39(9) . . ? O1 Cu1 O5 90.52(9) . . ? O9 Cu1 O5 90.27(8) . . ? O1 Cu1 O7 93.05(8) . 2_755 ? O9 Cu1 O7 91.02(8) . 2_755 ? O5 Cu1 O7 141.60(9) . 2_755 ? O8 Cu2 O6 88.63(9) 2_755 2_855 ? O8 Cu2 O9 93.08(8) 2_755 . ? O6 Cu2 O9 172.91(10) 2_855 . ? O8 Cu2 O9 175.64(9) 2_755 2_855 ? O6 Cu2 O9 94.01(8) 2_855 2_855 ? O9 Cu2 O9 83.89(8) . 2_855 ? O8 Cu2 O4 94.79(12) 2_755 2_755 ? O6 Cu2 O4 97.15(12) 2_855 2_755 ? O9 Cu2 O4 89.58(11) . 2_755 ? O9 Cu2 O4 88.34(11) 2_855 2_755 ? O8 Cu2 Cu2 135.10(7) 2_755 2_855 ? O6 Cu2 Cu2 135.41(6) 2_855 2_855 ? O9 Cu2 Cu2 42.11(5) . 2_855 ? O9 Cu2 Cu2 41.79(5) 2_855 2_855 ? O4 Cu2 Cu2 88.59(7) 2_755 2_855 ? O2 C1 O1 123.3(3) . . ? O2 C1 C3 118.6(3) . . ? O1 C1 C3 118.0(3) . . ? O4' C2 O3 112.4(4) . . ? O3 C2 O4 124.2(4) . . ? O4' C2 O3' 123.9(4) . . ? O4 C2 O3' 125.4(4) . . ? O4' C2 C4 120.2(3) . . ? O3 C2 C4 119.3(3) . . ? O4 C2 C4 115.6(3) . . ? O3' C2 C4 115.7(3) . . ? C4 C3 C1 121.0(3) . . ? C4 C3 S2 126.8(2) . . ? C1 C3 S2 112.2(2) . . ? C3 C4 C2 123.2(3) . . ? C3 C4 S1 127.6(2) . . ? C2 C4 S1 109.2(2) . . ? O5 C7 O6 127.6(3) . . ? O5 C7 C10 119.9(3) . . ? O6 C7 C10 112.4(2) . . ? O7 C8 O8 127.6(3) . . ? O7 C8 C9 118.5(3) . . ? O8 C8 C9 113.9(2) . . ? C10 C9 C8 123.1(3) . . ? C10 C9 S3 128.2(2) . . ? C8 C9 S3 108.7(2) . . ? C9 C10 C7 122.7(2) . . ? C9 C10 S4 126.5(2) . . ? C7 C10 S4 110.8(2) . . ? C12 C11 S3 113.5(3) . . ? C12 C11 H11A 108.9 . . ? S3 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? S3 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C11 C12 S4 113.9(3) . . ? C11 C12 H12A 108.8 . . ? S4 C12 H12A 108.8 . . ? C11 C12 H12B 108.8 . . ? S4 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? C1 O1 Cu1 116.2(2) . . ? C7 O5 Cu1 130.4(2) . . ? C7 O6 Cu2 129.50(19) . 2_855 ? C8 O7 Cu1 131.7(2) . 2_755 ? C8 O8 Cu2 129.69(18) . 2_755 ? Cu1 O9 Cu2 119.15(10) . . ? Cu1 O9 Cu2 111.60(8) . 2_855 ? Cu2 O9 Cu2 96.11(8) . 2_855 ? Cu1 O9 H9 109.7 . . ? Cu2 O9 H9 109.7 . . ? Cu2 O9 H9 109.7 2_855 . ? H1W O10 H2W 111.9 . . ? C4 S1 C5' 105.3(2) . . ? C4 S1 C5 100.51(18) . . ? C3 S2 C6 104.96(18) . . ? C3 S2 C6' 99.9(2) . . ? C9 S3 C11 103.95(16) . . ? C10 S4 C12 101.35(15) . . ? N2 N1 C14 100.9(6) 2_667 2_667 ? N2 N1 C17 87.8(6) 2_667 2_667 ? C14 N1 C17 153.2(6) 2_667 2_667 ? N2 N1 C15 172.8(7) 2_667 . ? C14 N1 C15 85.2(5) 2_667 . ? C17 N1 C15 85.0(4) 2_667 . ? N2 N1 C18 75.1(5) 2_667 . ? C17 N1 C18 137.1(5) 2_667 . ? C15 N1 C18 109.9(4) . . ? N2 N1 C13 62.9(6) 2_667 . ? C14 N1 C13 135.3(5) 2_667 . ? C15 N1 C13 110.0(4) . . ? C18 N1 C13 109.3(4) . . ? N2 N1 H1D 72.0 2_667 . ? C14 N1 H1D 103.5 2_667 . ? C17 N1 H1D 103.3 2_667 . ? C15 N1 H1D 110.4 . . ? C18 N1 H1D 108.0 . . ? C13 N1 H1D 109.3 . . ? C17 C13 N2 86.6(6) 2_667 2_667 ? C17 C13 N1 62.9(5) 2_667 . ? C17 C13 C18 76.1(7) 2_667 2_667 ? N2 C13 C18 119.4(5) 2_667 2_667 ? N1 C13 C18 95.1(4) . 2_667 ? C17 C13 C14 104.6(7) 2_667 . ? N2 C13 C14 121.3(4) 2_667 . ? N1 C13 C14 108.3(4) . . ? C17 C13 C16 141.2(7) 2_667 2_667 ? N2 C13 C16 54.6(3) 2_667 2_667 ? N1 C13 C16 79.8(3) . 2_667 ? C18 C13 C16 120.1(4) 2_667 2_667 ? C14 C13 C16 96.8(4) . 2_667 ? C17 C13 H13A 145.2 2_667 . ? N2 C13 H13A 80.4 2_667 . ? N1 C13 H13A 109.7 . . ? C18 C13 H13A 138.1 2_667 . ? C14 C13 H13A 109.7 . . ? C17 C13 H13B 52.3 2_667 . ? N2 C13 H13B 120.6 2_667 . ? N1 C13 H13B 110.0 . . ? C18 C13 H13B 93.0 2_667 . ? C14 C13 H13B 110.5 . . ? C16 C13 H13B 145.2 2_667 . ? H13A C13 H13B 108.5 . . ? C18 C14 N1 99.6(6) 2_667 2_667 ? C18 C14 N2 74.5(5) 2_667 . ? C18 C14 C13 74.9(7) 2_667 . ? N1 C14 C13 104.8(5) 2_667 . ? N2 C14 C13 110.5(4) . . ? C18 C14 C15 140.7(8) 2_667 2_667 ? N1 C14 C15 54.7(3) 2_667 2_667 ? N2 C14 C15 83.3(3) . 2_667 ? C13 C14 C15 83.4(4) . 2_667 ? C18 C14 C17 51.5(6) 2_667 2_667 ? N1 C14 C17 106.1(5) 2_667 2_667 ? N2 C14 C17 100.0(4) . 2_667 ? C15 C14 C17 103.1(4) 2_667 2_667 ? C18 C14 H14A 171.0 2_667 . ? N1 C14 H14A 86.6 2_667 . ? N2 C14 H14A 109.8 . . ? C13 C14 H14A 109.9 . . ? C15 C14 H14A 48.3 2_667 . ? C17 C14 H14A 133.1 2_667 . ? C18 C14 H14B 63.0 2_667 . ? N1 C14 H14B 134.9 2_667 . ? N2 C14 H14B 109.4 . . ? C13 C14 H14B 109.1 . . ? C15 C14 H14B 156.3 2_667 . ? C17 C14 H14B 94.5 2_667 . ? H14A C14 H14B 108.0 . . ? N1 C15 C16 109.3(4) . . ? C16 C15 C14 95.6(4) . 2_667 ? C16 C15 C17 97.0(4) . 2_667 ? C14 C15 C17 81.6(3) 2_667 2_667 ? N1 C15 H15A 109.5 . . ? C16 C15 H15A 109.7 . . ? C14 C15 H15A 147.1 2_667 . ? C17 C15 H15A 75.0 2_667 . ? N1 C15 H15B 109.9 . . ? C16 C15 H15B 110.2 . . ? C14 C15 H15B 80.8 2_667 . ? C17 C15 H15B 148.8 2_667 . ? H15A C15 H15B 108.2 . . ? N2 C16 C15 109.5(4) . . ? N2 C16 C13 46.7(3) . 2_667 ? C15 C16 C13 84.2(4) . 2_667 ? N2 C16 C18 49.5(2) . 2_667 ? C15 C16 C18 82.9(4) . 2_667 ? C13 C16 C18 81.7(3) 2_667 2_667 ? N2 C16 H16A 109.6 . . ? C15 C16 H16A 110.0 . . ? C13 C16 H16A 156.3 2_667 . ? C18 C16 H16A 81.4 2_667 . ? N2 C16 H16B 109.8 . . ? C15 C16 H16B 109.6 . . ? C13 C16 H16B 83.1 2_667 . ? C18 C16 H16B 159.2 2_667 . ? H16A C16 H16B 108.4 . . ? N1 N2 C13 87.8(7) 2_667 2_667 ? N1 N2 C18 76.5(5) 2_667 2_667 ? C13 N2 C18 119.7(5) 2_667 2_667 ? N1 N2 C16 143.0(7) 2_667 . ? C13 N2 C16 78.7(4) 2_667 . ? C18 N2 C16 80.7(4) 2_667 . ? N1 N2 C17 62.9(6) 2_667 . ? C18 N2 C17 124.0(5) 2_667 . ? C16 N2 C17 109.5(4) . . ? N1 N2 C14 50.4(5) 2_667 . ? C13 N2 C14 121.6(5) 2_667 . ? C16 N2 C14 109.4(4) . . ? C17 N2 C14 109.2(4) . . ? N1 N2 H2D 110.9 2_667 . ? C13 N2 H2D 119.4 2_667 . ? C18 N2 H2D 120.6 2_667 . ? C16 N2 H2D 105.7 . . ? C17 N2 H2D 109.4 . . ? C14 N2 H2D 113.5 . . ? C13 C17 N1 86.3(5) 2_667 2_667 ? C13 C17 N2 62.7(5) 2_667 . ? C13 C17 C18 74.6(6) 2_667 . ? N1 C17 C18 101.8(4) 2_667 . ? N2 C17 C18 108.9(4) . . ? C13 C17 C14 52.0(6) 2_667 2_667 ? N1 C17 C14 98.2(4) 2_667 2_667 ? N2 C17 C14 94.8(4) . 2_667 ? C13 C17 C15 126.4(6) 2_667 2_667 ? N1 C17 C15 51.0(3) 2_667 2_667 ? N2 C17 C15 80.2(3) . 2_667 ? C18 C17 C15 83.5(4) . 2_667 ? C14 C17 C15 98.3(3) 2_667 2_667 ? C13 C17 H17A 172.9 2_667 . ? N1 C17 H17A 87.4 2_667 . ? N2 C17 H17A 110.3 . . ? C18 C17 H17A 110.1 . . ? C14 C17 H17A 132.5 2_667 . ? C15 C17 H17A 50.6 2_667 . ? C13 C17 H17B 74.3 2_667 . ? N1 C17 H17B 136.3 2_667 . ? N2 C17 H17B 109.5 . . ? C18 C17 H17B 109.8 . . ? C14 C17 H17B 99.6 2_667 . ? C15 C17 H17B 158.7 2_667 . ? H17A C17 H17B 108.3 . . ? C14 C18 N2 76.6(5) 2_667 2_667 ? C14 C18 N1 50.9(4) 2_667 . ? C14 C18 C13 76.6(7) 2_667 2_667 ? N2 C18 C13 111.9(5) 2_667 2_667 ? N1 C18 C13 91.3(4) . 2_667 ? C14 C18 C17 106.0(8) 2_667 . ? N2 C18 C17 119.1(5) 2_667 . ? N1 C18 C17 109.9(4) . . ? C14 C18 C16 126.1(6) 2_667 2_667 ? N2 C18 C16 49.9(3) 2_667 2_667 ? N1 C18 C16 75.6(3) . 2_667 ? C13 C18 C16 114.6(5) 2_667 2_667 ? C17 C18 C16 96.6(4) . 2_667 ? C14 C18 H18A 63.1 2_667 . ? N2 C18 H18A 123.0 2_667 . ? N1 C18 H18A 109.2 . . ? C13 C18 H18A 96.6 2_667 . ? C17 C18 H18A 109.9 . . ? C16 C18 H18A 148.5 2_667 . ? C14 C18 H18B 144.0 2_667 . ? N2 C18 H18B 81.6 2_667 . ? N1 C18 H18B 109.9 . . ? C13 C18 H18B 138.8 2_667 . ? C17 C18 H18B 109.6 . . ? H18A C18 H18B 108.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S1 C5 C6 S2 71.9(4) . . . . ? S1 C5' C6' S2 -70.9(7) . . . . ? Cu2 O4 C2 O4' -107.1(9) 2_755 . . . ? Cu2 O4 C2 O3 -45.9(6) 2_755 . . . ? Cu2 O4 C2 O3' -13.7(7) 2_755 . . . ? Cu2 O4 C2 C4 144.9(3) 2_755 . . . ? O2 C1 C3 C4 -9.5(4) . . . . ? O1 C1 C3 C4 174.2(2) . . . . ? O2 C1 C3 S2 171.3(2) . . . . ? O1 C1 C3 S2 -5.0(3) . . . . ? C1 C3 C4 C2 -1.7(4) . . . . ? S2 C3 C4 C2 177.36(19) . . . . ? C1 C3 C4 S1 -179.8(2) . . . . ? S2 C3 C4 S1 -0.7(4) . . . . ? O4' C2 C4 C3 -103.4(4) . . . . ? O3 C2 C4 C3 110.3(4) . . . . ? O4 C2 C4 C3 -80.0(4) . . . . ? O3' C2 C4 C3 80.7(4) . . . . ? O4' C2 C4 S1 75.0(4) . . . . ? O3 C2 C4 S1 -71.3(4) . . . . ? O4 C2 C4 S1 98.4(3) . . . . ? O3' C2 C4 S1 -100.8(4) . . . . ? O7 C8 C9 C10 -58.1(5) . . . . ? O8 C8 C9 C10 125.2(3) . . . . ? O7 C8 C9 S3 121.9(3) . . . . ? O8 C8 C9 S3 -54.8(3) . . . . ? C8 C9 C10 C7 0.1(5) . . . . ? S3 C9 C10 C7 -179.8(2) . . . . ? C8 C9 C10 S4 178.6(2) . . . . ? S3 C9 C10 S4 -1.3(5) . . . . ? O5 C7 C10 C9 -43.7(4) . . . . ? O6 C7 C10 C9 139.2(3) . . . . ? O5 C7 C10 S4 137.6(2) . . . . ? O6 C7 C10 S4 -39.6(3) . . . . ? S3 C11 C12 S4 69.0(4) . . . . ? O2 C1 O1 Cu1 9.1(4) . . . . ? C3 C1 O1 Cu1 -174.87(18) . . . . ? O5 Cu1 O1 C1 72.7(2) . . . . ? O7 Cu1 O1 C1 -69.0(2) 2_755 . . . ? O6 C7 O5 Cu1 -7.0(5) . . . . ? C10 C7 O5 Cu1 176.28(19) . . . . ? O1 Cu1 O5 C7 144.5(3) . . . . ? O9 Cu1 O5 C7 -28.0(3) . . . . ? O7 Cu1 O5 C7 -119.9(3) 2_755 . . . ? O5 C7 O6 Cu2 7.7(5) . . . 2_855 ? C10 C7 O6 Cu2 -175.4(2) . . . 2_855 ? O8 C8 O7 Cu1 -21.8(5) . . . 2_755 ? C9 C8 O7 Cu1 162.0(2) . . . 2_755 ? O7 C8 O8 Cu2 4.9(5) . . . 2_755 ? C9 C8 O8 Cu2 -178.8(2) . . . 2_755 ? O5 Cu1 O9 Cu2 170.80(11) . . . . ? O7 Cu1 O9 Cu2 -47.58(11) 2_755 . . . ? O5 Cu1 O9 Cu2 60.20(11) . . . 2_855 ? O7 Cu1 O9 Cu2 -158.18(11) 2_755 . . 2_855 ? O8 Cu2 O9 Cu1 57.94(12) 2_755 . . . ? O9 Cu2 O9 Cu1 -118.92(13) 2_855 . . . ? O4 Cu2 O9 Cu1 152.71(13) 2_755 . . . ? Cu2 Cu2 O9 Cu1 -118.92(13) 2_855 . . . ? O8 Cu2 O9 Cu2 176.85(10) 2_755 . . 2_855 ? O9 Cu2 O9 Cu2 0.0 2_855 . . 2_855 ? O4 Cu2 O9 Cu2 -88.37(11) 2_755 . . 2_855 ? C3 C4 S1 C5' -2.9(3) . . . . ? C2 C4 S1 C5' 178.8(3) . . . . ? C3 C4 S1 C5 22.9(3) . . . . ? C2 C4 S1 C5 -155.4(2) . . . . ? C6' C5' S1 C4 39.0(5) . . . . ? C6' C5' S1 C5 -43.4(5) . . . . ? C6 C5 S1 C4 -58.7(4) . . . . ? C6 C5 S1 C5' 44.8(5) . . . . ? C4 C3 S2 C6 6.1(3) . . . . ? C1 C3 S2 C6 -174.8(2) . . . . ? C4 C3 S2 C6' -23.3(4) . . . . ? C1 C3 S2 C6' 155.8(3) . . . . ? C5 C6 S2 C3 -41.8(3) . . . . ? C5 C6 S2 C6' 41.7(4) . . . . ? C5' C6' S2 C3 59.3(6) . . . . ? C5' C6' S2 C6 -43.7(5) . . . . ? C10 C9 S3 C11 7.9(4) . . . . ? C8 C9 S3 C11 -172.0(2) . . . . ? C12 C11 S3 C9 -41.3(3) . . . . ? C9 C10 S4 C12 20.0(3) . . . . ? C7 C10 S4 C12 -161.3(2) . . . . ? C11 C12 S4 C10 -53.9(3) . . . . ? N2 N1 C13 C17 -140.7(8) 2_667 . . 2_667 ? C14 N1 C13 C17 141.6(9) 2_667 . . 2_667 ? C15 N1 C13 C17 37.6(7) . . . 2_667 ? C18 N1 C13 C17 158.4(7) . . . 2_667 ? C14 N1 C13 N2 -77.7(8) 2_667 . . 2_667 ? C17 N1 C13 N2 140.7(8) 2_667 . . 2_667 ? C15 N1 C13 N2 178.3(7) . . . 2_667 ? C18 N1 C13 N2 -61.0(5) . . . 2_667 ? N2 N1 C13 C18 147.8(6) 2_667 . . 2_667 ? C14 N1 C13 C18 70.1(8) 2_667 . . 2_667 ? C17 N1 C13 C18 -71.5(7) 2_667 . . 2_667 ? C15 N1 C13 C18 -33.9(4) . . . 2_667 ? C18 N1 C13 C18 86.8(5) . . . 2_667 ? N2 N1 C13 C14 121.9(6) 2_667 . . . ? C14 N1 C13 C14 44.2(10) 2_667 . . . ? C17 N1 C13 C14 -97.4(8) 2_667 . . . ? C15 N1 C13 C14 -59.8(5) . . . . ? C18 N1 C13 C14 60.9(6) . . . . ? N2 N1 C13 C16 28.1(5) 2_667 . . 2_667 ? C14 N1 C13 C16 -49.6(7) 2_667 . . 2_667 ? C17 N1 C13 C16 168.8(7) 2_667 . . 2_667 ? C15 N1 C13 C16 -153.6(4) . . . 2_667 ? C18 N1 C13 C16 -32.9(4) . . . 2_667 ? C17 C13 C14 C18 -0.2(6) 2_667 . . 2_667 ? N2 C13 C14 C18 94.7(7) 2_667 . . 2_667 ? N1 C13 C14 C18 65.7(6) . . . 2_667 ? C16 C13 C14 C18 147.1(6) 2_667 . . 2_667 ? C17 C13 C14 N1 -96.4(7) 2_667 . . 2_667 ? N2 C13 C14 N1 -1.4(7) 2_667 . . 2_667 ? N1 C13 C14 N1 -30.5(6) . . . 2_667 ? C18 C13 C14 N1 -96.2(7) 2_667 . . 2_667 ? C16 C13 C14 N1 50.9(4) 2_667 . . 2_667 ? C17 C13 C14 N2 -66.8(7) 2_667 . . . ? N2 C13 C14 N2 28.1(8) 2_667 . . . ? N1 C13 C14 N2 -1.0(6) . . . . ? C18 C13 C14 N2 -66.6(6) 2_667 . . . ? C16 C13 C14 N2 80.5(4) 2_667 . . . ? C17 C13 C14 C15 -147.2(6) 2_667 . . 2_667 ? N2 C13 C14 C15 -52.2(5) 2_667 . . 2_667 ? N1 C13 C14 C15 -81.3(4) . . . 2_667 ? C18 C13 C14 C15 -147.0(7) 2_667 . . 2_667 ? C16 C13 C14 C15 0.1(3) 2_667 . . 2_667 ? N2 C13 C14 C17 94.9(7) 2_667 . . 2_667 ? N1 C13 C14 C17 65.8(6) . . . 2_667 ? C18 C13 C14 C17 0.2(6) 2_667 . . 2_667 ? C16 C13 C14 C17 147.3(7) 2_667 . . 2_667 ? C14 N1 C15 C16 -75.2(6) 2_667 . . . ? C17 N1 C15 C16 79.9(5) 2_667 . . . ? C18 N1 C15 C16 -58.8(6) . . . . ? C13 N1 C15 C16 61.6(6) . . . . ? C17 N1 C15 C14 155.0(5) 2_667 . . 2_667 ? C18 N1 C15 C14 16.4(4) . . . 2_667 ? C13 N1 C15 C14 136.7(5) . . . 2_667 ? C14 N1 C15 C17 -155.0(5) 2_667 . . 2_667 ? C18 N1 C15 C17 -138.6(5) . . . 2_667 ? C13 N1 C15 C17 -18.3(3) . . . 2_667 ? N1 C15 C16 N2 -1.4(7) . . . . ? C14 C15 C16 N2 -40.0(5) 2_667 . . . ? C17 C15 C16 N2 42.2(5) 2_667 . . . ? N1 C15 C16 C13 38.5(5) . . . 2_667 ? C14 C15 C16 C13 -0.1(3) 2_667 . . 2_667 ? C17 C15 C16 C13 82.1(3) 2_667 . . 2_667 ? N1 C15 C16 C18 -43.8(4) . . . 2_667 ? C14 C15 C16 C18 -82.5(3) 2_667 . . 2_667 ? C17 C15 C16 C18 -0.3(2) 2_667 . . 2_667 ? C15 C16 N2 N1 -9.4(13) . . . 2_667 ? C13 C16 N2 N1 -70.7(11) 2_667 . . 2_667 ? C18 C16 N2 N1 52.3(10) 2_667 . . 2_667 ? C15 C16 N2 C13 61.3(5) . . . 2_667 ? C18 C16 N2 C13 123.0(5) 2_667 . . 2_667 ? C15 C16 N2 C18 -61.7(5) . . . 2_667 ? C13 C16 N2 C18 -123.0(5) 2_667 . . 2_667 ? C15 C16 N2 C17 61.2(6) . . . . ? C13 C16 N2 C17 -0.1(3) 2_667 . . . ? C18 C16 N2 C17 122.9(5) 2_667 . . . ? C15 C16 N2 C14 -58.5(6) . . . . ? C13 C16 N2 C14 -119.8(5) 2_667 . . . ? C18 C16 N2 C14 3.2(4) 2_667 . . . ? C18 C14 N2 N1 -150.4(11) 2_667 . . 2_667 ? C13 C14 N2 N1 -83.5(8) . . . 2_667 ? C15 C14 N2 N1 -3.1(7) 2_667 . . 2_667 ? C17 C14 N2 N1 -105.3(8) 2_667 . . 2_667 ? C18 C14 N2 C13 -95.1(8) 2_667 . . 2_667 ? N1 C14 N2 C13 55.3(7) 2_667 . . 2_667 ? C13 C14 N2 C13 -28.2(7) . . . 2_667 ? C15 C14 N2 C13 52.2(5) 2_667 . . 2_667 ? C17 C14 N2 C13 -50.0(5) 2_667 . . 2_667 ? N1 C14 N2 C18 150.4(11) 2_667 . . 2_667 ? C13 C14 N2 C18 66.9(7) . . . 2_667 ? C15 C14 N2 C18 147.3(8) 2_667 . . 2_667 ? C17 C14 N2 C18 45.1(6) 2_667 . . 2_667 ? C18 C14 N2 C16 -6.6(8) 2_667 . . . ? N1 C14 N2 C16 143.8(9) 2_667 . . . ? C13 C14 N2 C16 60.3(6) . . . . ? C15 C14 N2 C16 140.7(4) 2_667 . . . ? C17 C14 N2 C16 38.5(5) 2_667 . . . ? C18 C14 N2 C17 -126.4(7) 2_667 . . . ? N1 C14 N2 C17 24.0(7) 2_667 . . . ? C13 C14 N2 C17 -59.5(5) . . . . ? C15 C14 N2 C17 20.9(4) 2_667 . . . ? C17 C14 N2 C17 -81.3(4) 2_667 . . . ? N1 N2 C17 C13 140.6(9) 2_667 . . 2_667 ? C18 N2 C17 C13 92.0(7) 2_667 . . 2_667 ? C16 N2 C17 C13 0.3(7) . . . 2_667 ? C14 N2 C17 C13 120.0(6) . . . 2_667 ? C13 N2 C17 N1 -140.6(9) 2_667 . . 2_667 ? C18 N2 C17 N1 -48.6(6) 2_667 . . 2_667 ? C16 N2 C17 N1 -140.4(7) . . . 2_667 ? C14 N2 C17 N1 -20.6(5) . . . 2_667 ? N1 N2 C17 C18 80.2(7) 2_667 . . . ? C13 N2 C17 C18 -60.4(6) 2_667 . . . ? C18 N2 C17 C18 31.6(8) 2_667 . . . ? C16 N2 C17 C18 -60.2(6) . . . . ? C14 N2 C17 C18 59.6(6) . . . . ? N1 N2 C17 C14 98.2(6) 2_667 . . 2_667 ? C13 N2 C17 C14 -42.4(5) 2_667 . . 2_667 ? C18 N2 C17 C14 49.6(6) 2_667 . . 2_667 ? C16 N2 C17 C14 -42.1(5) . . . 2_667 ? C14 N2 C17 C14 77.6(5) . . . 2_667 ? N1 N2 C17 C15 0.6(5) 2_667 . . 2_667 ? C13 N2 C17 C15 -140.0(7) 2_667 . . 2_667 ? C18 N2 C17 C15 -48.0(5) 2_667 . . 2_667 ? C16 N2 C17 C15 -139.7(4) . . . 2_667 ? C14 N2 C17 C15 -20.0(4) . . . 2_667 ? N2 N1 C18 C14 150.6(11) 2_667 . . 2_667 ? C17 N1 C18 C14 -139.6(10) 2_667 . . 2_667 ? C15 N1 C18 C14 -34.9(9) . . . 2_667 ? C13 N1 C18 C14 -155.7(8) . . . 2_667 ? C14 N1 C18 N2 -150.6(11) 2_667 . . 2_667 ? C17 N1 C18 N2 69.8(8) 2_667 . . 2_667 ? C15 N1 C18 N2 174.5(9) . . . 2_667 ? C13 N1 C18 N2 53.7(6) . . . 2_667 ? N2 N1 C18 C13 -137.8(7) 2_667 . . 2_667 ? C14 N1 C18 C13 71.5(8) 2_667 . . 2_667 ? C17 N1 C18 C13 -68.0(7) 2_667 . . 2_667 ? C15 N1 C18 C13 36.7(5) . . . 2_667 ? C13 N1 C18 C13 -84.1(5) . . . 2_667 ? N2 N1 C18 C17 -114.7(7) 2_667 . . . ? C14 N1 C18 C17 94.7(9) 2_667 . . . ? C17 N1 C18 C17 -44.9(9) 2_667 . . . ? C15 N1 C18 C17 59.8(6) . . . . ? C13 N1 C18 C17 -61.0(6) . . . . ? N2 N1 C18 C16 -22.8(6) 2_667 . . 2_667 ? C14 N1 C18 C16 -173.4(9) 2_667 . . 2_667 ? C17 N1 C18 C16 47.0(7) 2_667 . . 2_667 ? C15 N1 C18 C16 151.7(4) . . . 2_667 ? C13 N1 C18 C16 30.9(4) . . . 2_667 ? C13 C17 C18 C14 0.2(6) 2_667 . . 2_667 ? N1 C17 C18 C14 83.0(7) 2_667 . . 2_667 ? N2 C17 C18 C14 53.5(7) . . . 2_667 ? C15 C17 C18 C14 130.8(7) 2_667 . . 2_667 ? C13 C17 C18 N2 -83.1(7) 2_667 . . 2_667 ? N1 C17 C18 N2 -0.3(6) 2_667 . . 2_667 ? N2 C17 C18 N2 -29.8(7) . . . 2_667 ? C14 C17 C18 N2 -83.3(6) 2_667 . . 2_667 ? C15 C17 C18 N2 47.5(5) 2_667 . . 2_667 ? C13 C17 C18 N1 -53.4(6) 2_667 . . . ? N1 C17 C18 N1 29.4(6) 2_667 . . . ? N2 C17 C18 N1 -0.1(6) . . . . ? C14 C17 C18 N1 -53.6(5) 2_667 . . . ? C15 C17 C18 N1 77.2(4) 2_667 . . . ? N1 C17 C18 C13 82.8(5) 2_667 . . 2_667 ? N2 C17 C18 C13 53.3(5) . . . 2_667 ? C14 C17 C18 C13 -0.2(6) 2_667 . . 2_667 ? C15 C17 C18 C13 130.6(6) 2_667 . . 2_667 ? C13 C17 C18 C16 -130.4(6) 2_667 . . 2_667 ? N1 C17 C18 C16 -47.6(4) 2_667 . . 2_667 ? N2 C17 C18 C16 -77.1(4) . . . 2_667 ? C14 C17 C18 C16 -130.6(7) 2_667 . . 2_667 ? C15 C17 C18 C16 0.3(2) 2_667 . . 2_667 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.817 _refine_diff_density_min -0.774 _refine_diff_density_rms 0.109 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 838707' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H40 Cl2 Mn2 N8 O14 S2' _chemical_formula_weight 1269.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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 13.9737(7) _cell_length_b 13.9846(6) _cell_length_c 16.1404(8) _cell_angle_alpha 112.092(4) _cell_angle_beta 98.552(4) _cell_angle_gamma 104.588(4) _cell_volume 2722.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 4043 _cell_measurement_theta_min 3.0297 _cell_measurement_theta_max 28.2190 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.714 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8417 _exptl_absorpt_correction_T_max 0.8883 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 18224 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.1513 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.50 _reflns_number_total 9903 _reflns_number_gt 4409 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0256P)^2^+0.0100P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9903 _refine_ls_number_parameters 746 _refine_ls_number_restraints 62 _refine_ls_R_factor_all 0.1294 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.0966 _refine_ls_wR_factor_gt 0.0896 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 1.088 _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 C5 C -0.0364(6) 0.5466(5) -0.1390(5) 0.072(4) Uani 0.663(8) 1 d PD A 1 H5A H -0.0564 0.4722 -0.1451 0.087 Uiso 0.663(8) 1 calc PR A 1 H5B H -0.0893 0.5508 -0.1825 0.087 Uiso 0.663(8) 1 calc PR A 1 C6 C 0.0638(6) 0.5719(5) -0.1648(6) 0.064(3) Uani 0.663(8) 1 d PD A 1 H6A H 0.0573 0.5137 -0.2243 0.077 Uiso 0.663(8) 1 calc PR A 1 H6B H 0.1177 0.5727 -0.1189 0.077 Uiso 0.663(8) 1 calc PR A 1 C5' C 0.0098(14) 0.5471(9) -0.1132(9) 0.072(4) Uani 0.337(8) 1 d PD A 2 H5'1 H 0.0793 0.5519 -0.0883 0.087 Uiso 0.337(8) 1 calc PR A 2 H5'2 H -0.0347 0.4724 -0.1331 0.087 Uiso 0.337(8) 1 calc PR A 2 C6' C 0.0059(11) 0.5729(8) -0.1968(6) 0.064(3) Uani 0.337(8) 1 d PD A 2 H6'1 H -0.0616 0.5758 -0.2177 0.077 Uiso 0.337(8) 1 calc PR A 2 H6'2 H 0.0159 0.5141 -0.2470 0.077 Uiso 0.337(8) 1 calc PR A 2 Mn1 Mn -0.10240(5) 0.96445(6) 0.18684(5) 0.0364(2) Uani 1 1 d . . . Mn2 Mn 0.25262(5) 1.00006(6) 0.15461(5) 0.0396(2) Uani 1 1 d . . . C1 C 0.0246(4) 0.8570(4) 0.0735(4) 0.0371(13) Uani 1 1 d . . . C2 C 0.0362(3) 0.7698(3) -0.0121(3) 0.0343(12) Uani 1 1 d . A . C3 C 0.1330(4) 0.9090(4) -0.0590(4) 0.0380(13) Uani 1 1 d . . . C4 C 0.0865(3) 0.7938(4) -0.0695(3) 0.0350(12) Uani 1 1 d . A . C7 C 0.0472(4) 1.2067(4) 0.3265(4) 0.0508(15) Uani 1 1 d . . . H7A H 0.0221 1.2241 0.2793 0.061 Uiso 1 1 calc R . . C8 C 0.1110(4) 1.2929(4) 0.4114(4) 0.0563(15) Uani 1 1 d . . . H8A H 0.1253 1.3655 0.4210 0.068 Uiso 1 1 calc R . . C9 C 0.1509(4) 1.2680(5) 0.4784(4) 0.0577(16) Uani 1 1 d . . . H9A H 0.1933 1.3237 0.5351 0.069 Uiso 1 1 calc R . . C10 C 0.1290(4) 1.1590(5) 0.4634(4) 0.0517(15) Uani 1 1 d . . . C11 C 0.1713(4) 1.1249(6) 0.5299(4) 0.0642(18) Uani 1 1 d . . . H11A H 0.2162 1.1777 0.5866 0.077 Uiso 1 1 calc R . . C12 C 0.1474(4) 1.0186(6) 0.5121(4) 0.0661(18) Uani 1 1 d . . . H12A H 0.1776 0.9992 0.5559 0.079 Uiso 1 1 calc R . . C13 C 0.0771(4) 0.9354(5) 0.4276(4) 0.0506(15) Uani 1 1 d . . . C14 C 0.0483(5) 0.8247(6) 0.4081(5) 0.0674(18) Uani 1 1 d . . . H14A H 0.0776 0.8023 0.4500 0.081 Uiso 1 1 calc R . . C15 C -0.0234(5) 0.7494(5) 0.3272(5) 0.0716(19) Uani 1 1 d . . . H15A H -0.0435 0.6752 0.3130 0.086 Uiso 1 1 calc R . . C16 C -0.0659(4) 0.7862(5) 0.2663(4) 0.0578(16) Uani 1 1 d . . . H16A H -0.1159 0.7343 0.2121 0.069 Uiso 1 1 calc R . . C17 C 0.0323(4) 0.9638(5) 0.3610(4) 0.0419(13) Uani 1 1 d . . . C18 C 0.0618(3) 1.0777(4) 0.3780(4) 0.0365(13) Uani 1 1 d . . . N3 N -0.2189(3) 1.0207(4) 0.2664(3) 0.0449(11) Uani 1 1 d . . . C20 C -0.2099(4) 1.1223(5) 0.3240(4) 0.0585(16) Uani 1 1 d . . . H20A H -0.1534 1.1797 0.3312 0.070 Uiso 1 1 calc R . . C21 C -0.2803(5) 1.1474(6) 0.3740(4) 0.0703(19) Uani 1 1 d . . . H21A H -0.2719 1.2196 0.4123 0.084 Uiso 1 1 calc R . . C22 C -0.3607(5) 1.0643(7) 0.3652(4) 0.075(2) Uani 1 1 d . . . H22A H -0.4077 1.0794 0.3991 0.089 Uiso 1 1 calc R . . C23 C -0.3754(4) 0.9554(6) 0.3063(4) 0.0607(17) Uani 1 1 d . . . C24 C -0.4592(5) 0.8635(7) 0.2928(5) 0.080(2) Uani 1 1 d . . . H24A H -0.5088 0.8745 0.3245 0.097 Uiso 1 1 calc R . . C25 C -0.4678(5) 0.7628(7) 0.2361(5) 0.077(2) Uani 1 1 d . . . H25A H -0.5204 0.7040 0.2324 0.092 Uiso 1 1 calc R . . C26 C -0.3993(4) 0.7424(5) 0.1810(5) 0.0572(16) Uani 1 1 d . . . C27 C -0.4114(5) 0.6381(6) 0.1123(5) 0.074(2) Uani 1 1 d . . . H27A H -0.4641 0.5769 0.1044 0.089 Uiso 1 1 calc R . . C28 C -0.3464(5) 0.6272(5) 0.0579(5) 0.0703(18) Uani 1 1 d . . . H28A H -0.3559 0.5590 0.0109 0.084 Uiso 1 1 calc R . . C29 C -0.2650(4) 0.7186(4) 0.0726(4) 0.0551(15) Uani 1 1 d . . . H29A H -0.2203 0.7097 0.0353 0.066 Uiso 1 1 calc R . . N4 N -0.2490(3) 0.8177(3) 0.1376(3) 0.0404(11) Uani 1 1 d . . . C31 C 0.2505(4) 0.7539(5) 0.0948(4) 0.0534(15) Uani 1 1 d . . . H31A H 0.1925 0.7434 0.1165 0.064 Uiso 1 1 calc R . . C32 C 0.2752(4) 0.6621(4) 0.0435(4) 0.0609(16) Uani 1 1 d . . . H32A H 0.2345 0.5923 0.0321 0.073 Uiso 1 1 calc R . . C33 C 0.3590(5) 0.6760(5) 0.0106(4) 0.0606(16) Uani 1 1 d . . . H33A H 0.3738 0.6154 -0.0268 0.073 Uiso 1 1 calc R . . C34 C 0.4230(4) 0.7817(4) 0.0331(4) 0.0461(14) Uani 1 1 d . . . C35 C 0.5185(5) 0.8036(5) 0.0094(4) 0.0564(16) Uani 1 1 d . . . H35A H 0.5364 0.7459 -0.0286 0.068 Uiso 1 1 calc R . . C36 C 0.5815(4) 0.9058(5) 0.0414(4) 0.0511(15) Uani 1 1 d . . . H36A H 0.6444 0.9180 0.0274 0.061 Uiso 1 1 calc R . . C37 C 0.5561(4) 0.9969(5) 0.0962(3) 0.0399(13) Uani 1 1 d . . . C38 C 0.6214(4) 1.1047(5) 0.1337(4) 0.0523(15) Uani 1 1 d . . . H38A H 0.6868 1.1197 0.1248 0.063 Uiso 1 1 calc R . . C39 C 0.5912(4) 1.1879(5) 0.1829(4) 0.0577(16) Uani 1 1 d . . . H39A H 0.6355 1.2599 0.2091 0.069 Uiso 1 1 calc R . . C40 C 0.4932(4) 1.1639(4) 0.1935(4) 0.0507(14) Uani 1 1 d . . . H40A H 0.4722 1.2221 0.2254 0.061 Uiso 1 1 calc R . . C41 C 0.4599(4) 0.9789(4) 0.1144(3) 0.0354(12) Uani 1 1 d . . . C42 C 0.3940(4) 0.8696(4) 0.0853(3) 0.0369(12) Uani 1 1 d . . . C43 C 0.2251(4) 1.2214(5) 0.1565(4) 0.0689(18) Uani 1 1 d . . . H43A H 0.1909 1.1789 0.0938 0.083 Uiso 1 1 calc R . . C44 C 0.2440(5) 1.3337(6) 0.1933(5) 0.087(2) Uani 1 1 d . . . H44A H 0.2230 1.3655 0.1559 0.105 Uiso 1 1 calc R . . C45 C 0.2940(5) 1.3967(5) 0.2858(6) 0.087(2) Uani 1 1 d . . . H45A H 0.3072 1.4720 0.3114 0.105 Uiso 1 1 calc R . . C46 C 0.3251(4) 1.3485(5) 0.3415(5) 0.0611(17) Uani 1 1 d . . . C47 C 0.3755(5) 1.4078(5) 0.4377(5) 0.077(2) Uani 1 1 d . . . H47A H 0.3876 1.4828 0.4666 0.092 Uiso 1 1 calc R . . C48 C 0.4056(4) 1.3582(6) 0.4875(5) 0.075(2) Uani 1 1 d . . . H48A H 0.4413 1.4000 0.5498 0.090 Uiso 1 1 calc R . . C49 C 0.3847(4) 1.2422(5) 0.4477(4) 0.0578(16) Uani 1 1 d . . . C50 C 0.4129(4) 1.1840(7) 0.4958(4) 0.0727(19) Uani 1 1 d . . . H50A H 0.4510 1.2216 0.5577 0.087 Uiso 1 1 calc R . . C51 C 0.3851(5) 1.0742(6) 0.4528(5) 0.0742(19) Uani 1 1 d . . . H51A H 0.4014 1.0355 0.4856 0.089 Uiso 1 1 calc R . . C52 C 0.3320(4) 1.0191(5) 0.3596(5) 0.0601(16) Uani 1 1 d . . . H52A H 0.3137 0.9432 0.3309 0.072 Uiso 1 1 calc R . . C53 C 0.3311(4) 1.1804(5) 0.3525(4) 0.0422(14) Uani 1 1 d . . . C54 C 0.3014(4) 1.2341(4) 0.2987(4) 0.0445(14) Uani 1 1 d . . . N1 N 0.0211(3) 1.1022(3) 0.3103(3) 0.0400(10) Uani 1 1 d . . . N2 N -0.0398(3) 0.8902(4) 0.2805(3) 0.0439(11) Uani 1 1 d . . . C19 C -0.3013(4) 0.9387(5) 0.2574(4) 0.0445(14) Uani 1 1 d . . . C30 C -0.3155(4) 0.8297(4) 0.1903(4) 0.0426(13) Uani 1 1 d . . . N5 N 0.3065(3) 0.8550(3) 0.1137(3) 0.0388(10) Uani 1 1 d . . . N6 N 0.4264(3) 1.0624(3) 0.1608(3) 0.0401(11) Uani 1 1 d . . . N7 N 0.2537(3) 1.1726(3) 0.2068(3) 0.0470(12) Uani 1 1 d . . . N8 N 0.3060(3) 1.0695(3) 0.3092(3) 0.0402(11) Uani 1 1 d . . . O1 O 0.1009(3) 0.9142(3) 0.1431(3) 0.0631(11) Uani 1 1 d . . . O1W O 0.8822(4) 0.4515(5) 0.3915(3) 0.162(2) Uani 1 1 d . . . H1W H 0.8393 0.4054 0.4021 0.194 Uiso 1 1 d R . . H2W H 0.8531 0.4666 0.3502 0.194 Uiso 1 1 d R . . O2 O -0.0632(3) 0.8621(3) 0.0706(2) 0.0482(9) Uani 1 1 d . . . O2W O 0.0758(4) 0.5974(5) 0.4616(5) 0.202(3) Uani 1 1 d . . . H3W H 0.0944 0.5428 0.4578 0.242 Uiso 1 1 d R . . H4W H 0.0320 0.5785 0.4108 0.242 Uiso 1 1 d R . . O3 O 0.1946(3) 0.9813(3) 0.0171(2) 0.0541(10) Uani 1 1 d . . . O4 O 0.1124(3) 0.9240(2) -0.1294(2) 0.0501(9) Uani 1 1 d . . . O5 O 0.3237(5) 0.6443(5) 0.2830(5) 0.210(3) Uani 1 1 d U . . O6 O 0.3357(5) 0.8060(5) 0.3943(5) 0.169(2) Uani 1 1 d U . . O7 O 0.6666(6) 0.4655(5) 0.3273(4) 0.194(3) Uani 1 1 d U . . O8 O 0.6502(4) 0.6129(4) 0.3065(3) 0.139(2) Uani 1 1 d U . . O9 O 0.1977(8) 0.7038(9) 0.2961(9) 0.327(6) Uani 1 1 d U . . O10 O 0.2370(8) 0.6432(6) 0.3812(6) 0.263(4) Uani 1 1 d U . . O11 O 0.5670(4) 0.4425(4) 0.1898(4) 0.143(2) Uani 1 1 d U . . O12 O 0.7342(6) 0.5089(7) 0.2220(6) 0.240(4) Uani 1 1 d U . . S1 S 0.10149(12) 0.70054(11) -0.17224(10) 0.0607(5) Uani 1 1 d D . . S2 S -0.02938(11) 0.63818(11) -0.02255(11) 0.0601(4) Uani 1 1 d D . . Cl1 Cl 0.28148(15) 0.69807(15) 0.34332(16) 0.0867(6) Uani 1 1 d . . . Cl2 Cl 0.6528(2) 0.50797(17) 0.26312(15) 0.1141(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C5 0.072(9) 0.044(4) 0.066(7) -0.001(4) 0.007(6) 0.008(5) C6 0.088(8) 0.032(4) 0.050(7) 0.001(4) 0.010(6) 0.015(5) C5' 0.072(9) 0.044(4) 0.066(7) -0.001(4) 0.007(6) 0.008(5) C6' 0.088(8) 0.032(4) 0.050(7) 0.001(4) 0.010(6) 0.015(5) Mn1 0.0357(5) 0.0366(5) 0.0287(5) 0.0103(4) 0.0056(4) 0.0068(4) Mn2 0.0370(5) 0.0357(5) 0.0356(5) 0.0074(4) 0.0046(4) 0.0108(4) C1 0.041(4) 0.035(3) 0.035(4) 0.017(3) 0.017(3) 0.006(3) C2 0.035(3) 0.030(3) 0.032(3) 0.009(2) 0.003(3) 0.011(2) C3 0.045(4) 0.036(3) 0.037(4) 0.011(3) 0.020(3) 0.023(3) C4 0.042(3) 0.033(3) 0.029(3) 0.010(2) 0.012(3) 0.015(3) C7 0.048(4) 0.047(4) 0.046(4) 0.018(3) 0.006(3) 0.004(3) C8 0.052(4) 0.044(4) 0.048(4) 0.006(3) 0.004(3) 0.002(3) C9 0.033(3) 0.064(5) 0.044(4) 0.006(3) -0.001(3) -0.001(3) C10 0.035(3) 0.071(4) 0.034(4) 0.012(3) 0.007(3) 0.009(3) C11 0.040(4) 0.098(5) 0.029(4) 0.007(4) 0.000(3) 0.018(4) C12 0.059(4) 0.101(6) 0.045(5) 0.035(4) 0.006(4) 0.037(4) C13 0.044(4) 0.067(4) 0.051(4) 0.030(4) 0.016(3) 0.027(3) C14 0.075(5) 0.088(5) 0.063(5) 0.045(4) 0.021(4) 0.047(4) C15 0.100(6) 0.061(4) 0.067(5) 0.031(4) 0.017(4) 0.045(4) C16 0.067(4) 0.052(4) 0.048(4) 0.016(3) 0.007(3) 0.023(3) C17 0.032(3) 0.060(4) 0.039(4) 0.024(3) 0.013(3) 0.018(3) C18 0.029(3) 0.053(4) 0.029(3) 0.019(3) 0.010(3) 0.014(3) N3 0.046(3) 0.053(3) 0.035(3) 0.020(2) 0.008(2) 0.015(3) C20 0.063(4) 0.066(4) 0.051(4) 0.026(3) 0.018(3) 0.028(4) C21 0.078(5) 0.092(5) 0.050(4) 0.025(4) 0.025(4) 0.047(5) C22 0.064(5) 0.131(7) 0.052(5) 0.044(5) 0.031(4) 0.055(5) C23 0.046(4) 0.108(6) 0.041(4) 0.041(4) 0.016(3) 0.033(4) C24 0.053(5) 0.149(7) 0.071(6) 0.075(6) 0.031(4) 0.034(6) C25 0.040(4) 0.125(7) 0.076(6) 0.075(5) 0.003(4) 0.004(5) C26 0.042(4) 0.069(5) 0.065(5) 0.045(4) 0.007(4) 0.005(4) C27 0.044(4) 0.078(5) 0.094(6) 0.059(5) -0.007(4) -0.010(4) C28 0.065(5) 0.038(4) 0.087(6) 0.024(4) -0.008(4) 0.003(4) C29 0.050(4) 0.044(4) 0.060(4) 0.018(3) 0.001(3) 0.012(3) N4 0.029(3) 0.043(3) 0.046(3) 0.020(2) 0.007(2) 0.009(2) C31 0.043(4) 0.057(4) 0.063(4) 0.032(3) 0.008(3) 0.016(3) C32 0.060(4) 0.035(4) 0.074(5) 0.019(3) -0.003(4) 0.013(3) C33 0.073(5) 0.046(4) 0.056(4) 0.012(3) 0.009(4) 0.029(4) C34 0.054(4) 0.046(4) 0.040(4) 0.020(3) 0.004(3) 0.022(3) C35 0.062(4) 0.078(5) 0.041(4) 0.022(3) 0.021(3) 0.045(4) C36 0.039(4) 0.088(5) 0.050(4) 0.043(4) 0.015(3) 0.034(4) C37 0.035(3) 0.054(4) 0.037(3) 0.025(3) 0.006(3) 0.017(3) C38 0.027(3) 0.077(5) 0.057(4) 0.039(4) 0.006(3) 0.012(4) C39 0.040(4) 0.062(4) 0.061(5) 0.029(4) 0.002(3) 0.002(3) C40 0.049(4) 0.044(4) 0.048(4) 0.014(3) 0.004(3) 0.012(3) C41 0.036(3) 0.044(3) 0.026(3) 0.017(3) 0.004(3) 0.015(3) C42 0.044(3) 0.043(3) 0.027(3) 0.019(3) 0.004(3) 0.019(3) C43 0.084(5) 0.057(4) 0.060(5) 0.020(4) -0.002(4) 0.034(4) C44 0.128(6) 0.072(5) 0.081(6) 0.041(5) 0.017(5) 0.058(5) C45 0.115(6) 0.043(4) 0.100(7) 0.022(5) 0.031(5) 0.034(4) C46 0.060(4) 0.039(4) 0.066(5) 0.008(4) 0.017(4) 0.010(3) C47 0.070(5) 0.041(4) 0.074(6) -0.008(4) 0.017(4) -0.003(4) C48 0.047(4) 0.068(5) 0.052(5) -0.006(4) 0.000(4) -0.017(4) C49 0.047(4) 0.067(5) 0.034(4) 0.007(4) 0.008(3) 0.003(3) C50 0.055(4) 0.113(6) 0.038(4) 0.027(5) 0.010(3) 0.020(4) C51 0.081(5) 0.099(6) 0.054(5) 0.041(4) 0.019(4) 0.036(5) C52 0.060(4) 0.069(4) 0.054(5) 0.026(4) 0.023(4) 0.023(4) C53 0.027(3) 0.053(4) 0.036(4) 0.010(3) 0.009(3) 0.010(3) C54 0.044(4) 0.037(3) 0.040(4) 0.006(3) 0.007(3) 0.010(3) N1 0.041(3) 0.040(3) 0.033(3) 0.012(2) 0.007(2) 0.009(2) N2 0.052(3) 0.043(3) 0.029(3) 0.011(2) 0.007(2) 0.014(2) C19 0.036(3) 0.066(4) 0.038(4) 0.030(3) 0.010(3) 0.016(3) C30 0.024(3) 0.060(4) 0.047(4) 0.034(3) 0.000(3) 0.007(3) N5 0.035(3) 0.036(3) 0.039(3) 0.015(2) 0.005(2) 0.007(2) N6 0.042(3) 0.038(3) 0.037(3) 0.016(2) 0.007(2) 0.009(2) N7 0.055(3) 0.037(3) 0.041(3) 0.010(2) 0.002(3) 0.020(2) N8 0.040(3) 0.045(3) 0.035(3) 0.016(2) 0.008(2) 0.016(2) O1 0.038(2) 0.074(3) 0.037(3) -0.005(2) 0.007(2) 0.001(2) O1W 0.155(5) 0.200(6) 0.098(5) 0.029(4) 0.028(4) 0.065(5) O2 0.042(2) 0.055(2) 0.040(2) 0.0113(18) 0.0110(19) 0.019(2) O2W 0.157(6) 0.286(8) 0.267(9) 0.216(8) 0.089(6) 0.075(6) O3 0.069(3) 0.036(2) 0.038(3) 0.0101(19) -0.002(2) 0.006(2) O4 0.075(3) 0.040(2) 0.027(2) 0.0161(18) 0.004(2) 0.0097(19) O5 0.242(6) 0.148(5) 0.295(7) 0.088(5) 0.222(6) 0.081(4) O6 0.181(6) 0.087(4) 0.185(6) 0.041(4) 0.008(5) 0.009(4) O7 0.363(8) 0.121(5) 0.108(5) 0.054(4) 0.015(5) 0.118(5) O8 0.227(6) 0.088(4) 0.076(4) 0.011(3) -0.003(4) 0.072(4) O9 0.229(8) 0.303(9) 0.363(11) 0.063(7) 0.006(7) 0.121(8) O10 0.438(9) 0.161(6) 0.260(7) 0.123(5) 0.257(7) 0.070(5) O11 0.159(5) 0.097(4) 0.110(4) 0.026(3) -0.030(4) 0.010(3) O12 0.200(7) 0.267(8) 0.222(8) 0.045(6) 0.075(6) 0.112(6) S1 0.0897(12) 0.0411(9) 0.0466(10) 0.0072(7) 0.0332(9) 0.0242(9) S2 0.0696(11) 0.0353(9) 0.0633(12) 0.0160(8) 0.0222(9) 0.0041(8) Cl1 0.0813(14) 0.0613(12) 0.1230(19) 0.0374(12) 0.0543(14) 0.0213(11) Cl2 0.183(2) 0.0726(14) 0.0542(14) 0.0003(11) -0.0118(15) 0.0584(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 C5 C6 1.514(5) . ? C5 S2 1.804(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 S1 1.797(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C5' C6' 1.520(6) . ? C5' S2 1.803(9) . ? C5' H5'1 0.9700 . ? C5' H5'2 0.9700 . ? C6' S1 1.799(9) . ? C6' H6'1 0.9700 . ? C6' H6'2 0.9700 . ? Mn1 O4 2.114(3) 2_575 ? Mn1 O2 2.133(3) . ? Mn1 N1 2.253(4) . ? Mn1 N4 2.283(4) . ? Mn1 N2 2.318(4) . ? Mn1 N3 2.329(4) . ? Mn2 O1 2.099(3) . ? Mn2 O3 2.138(4) . ? Mn2 N7 2.232(4) . ? Mn2 N8 2.232(4) . ? Mn2 N5 2.242(4) . ? Mn2 N6 2.337(4) . ? C1 O2 1.241(5) . ? C1 O1 1.256(6) . ? C1 C2 1.523(6) . ? C2 C4 1.332(6) . ? C2 S2 1.768(4) . ? C3 O4 1.237(5) . ? C3 O3 1.260(6) . ? C3 C4 1.510(6) . ? C4 S1 1.763(4) . ? C7 N1 1.325(5) . ? C7 C8 1.407(7) . ? C7 H7A 0.9300 . ? C8 C9 1.343(7) . ? C8 H8A 0.9300 . ? C9 C10 1.393(7) . ? C9 H9A 0.9300 . ? C10 C18 1.404(7) . ? C10 C11 1.438(7) . ? C11 C12 1.343(7) . ? C11 H11A 0.9300 . ? C12 C13 1.419(7) . ? C12 H12A 0.9300 . ? C13 C14 1.392(7) . ? C13 C17 1.397(7) . ? C14 C15 1.365(8) . ? C14 H14A 0.9300 . ? C15 C16 1.394(7) . ? C15 H15A 0.9300 . ? C16 N2 1.326(6) . ? C16 H16A 0.9300 . ? C17 N2 1.358(6) . ? C17 C18 1.446(6) . ? C18 N1 1.352(6) . ? N3 C20 1.334(6) . ? N3 C19 1.349(6) . ? C20 C21 1.391(6) . ? C20 H20A 0.9300 . ? C21 C22 1.343(8) . ? C21 H21A 0.9300 . ? C22 C23 1.400(8) . ? C22 H22A 0.9300 . ? C23 C19 1.406(6) . ? C23 C24 1.424(8) . ? C24 C25 1.322(8) . ? C24 H24A 0.9300 . ? C25 C26 1.409(7) . ? C25 H25A 0.9300 . ? C26 C30 1.405(7) . ? C26 C27 1.411(8) . ? C27 C28 1.350(7) . ? C27 H27A 0.9300 . ? C28 C29 1.395(7) . ? C28 H28A 0.9300 . ? C29 N4 1.323(6) . ? C29 H29A 0.9300 . ? N4 C30 1.350(5) . ? C31 N5 1.323(6) . ? C31 C32 1.400(6) . ? C31 H31A 0.9300 . ? C32 C33 1.357(6) . ? C32 H32A 0.9300 . ? C33 C34 1.395(7) . ? C33 H33A 0.9300 . ? C34 C42 1.399(6) . ? C34 C35 1.435(7) . ? C35 C36 1.326(7) . ? C35 H35A 0.9300 . ? C36 C37 1.417(6) . ? C36 H36A 0.9300 . ? C37 C38 1.389(6) . ? C37 C41 1.400(6) . ? C38 C39 1.346(6) . ? C38 H38A 0.9300 . ? C39 C40 1.378(6) . ? C39 H39A 0.9300 . ? C40 N6 1.337(6) . ? C40 H40A 0.9300 . ? C41 N6 1.366(5) . ? C41 C42 1.424(6) . ? C42 N5 1.363(5) . ? C43 N7 1.320(6) . ? C43 C44 1.390(7) . ? C43 H43A 0.9300 . ? C44 C45 1.373(8) . ? C44 H44A 0.9300 . ? C45 C46 1.393(8) . ? C45 H45A 0.9300 . ? C46 C54 1.407(7) . ? C46 C47 1.416(8) . ? C47 C48 1.331(8) . ? C47 H47A 0.9300 . ? C48 C49 1.432(8) . ? C48 H48A 0.9300 . ? C49 C50 1.403(7) . ? C49 C53 1.414(7) . ? C50 C51 1.345(7) . ? C50 H50A 0.9300 . ? C51 C52 1.384(8) . ? C51 H51A 0.9300 . ? C52 N8 1.329(6) . ? C52 H52A 0.9300 . ? C53 N8 1.361(6) . ? C53 C54 1.426(7) . ? C54 N7 1.358(6) . ? C19 C30 1.440(6) . ? O1W H1W 0.8499 . ? O1W H2W 0.8501 . ? O2W H3W 0.8500 . ? O2W H4W 0.8499 . ? O4 Mn1 2.114(3) 2_575 ? O5 Cl1 1.305(5) . ? O6 Cl1 1.353(6) . ? O7 Cl2 1.387(6) . ? O8 Cl2 1.381(4) . ? O9 Cl1 1.337(10) . ? O10 Cl1 1.255(5) . ? O11 Cl2 1.374(5) . ? O12 Cl2 1.399(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C5 S2 113.5(5) . . ? C6 C5 H5A 108.9 . . ? S2 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? S2 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? C5 C6 S1 113.8(5) . . ? C5 C6 H6A 108.8 . . ? S1 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? S1 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? C6' C5' S2 113.0(7) . . ? C6' C5' H5'1 109.0 . . ? S2 C5' H5'1 109.0 . . ? C6' C5' H5'2 109.0 . . ? S2 C5' H5'2 109.0 . . ? H5'1 C5' H5'2 107.8 . . ? C5' C6' S1 112.9(7) . . ? C5' C6' H6'1 109.0 . . ? S1 C6' H6'1 109.0 . . ? C5' C6' H6'2 109.0 . . ? S1 C6' H6'2 109.0 . . ? H6'1 C6' H6'2 107.8 . . ? O4 Mn1 O2 92.52(12) 2_575 . ? O4 Mn1 N1 88.94(14) 2_575 . ? O2 Mn1 N1 120.52(13) . . ? O4 Mn1 N4 114.41(14) 2_575 . ? O2 Mn1 N4 84.48(14) . . ? N1 Mn1 N4 145.97(15) . . ? O4 Mn1 N2 160.50(15) 2_575 . ? O2 Mn1 N2 92.41(13) . . ? N1 Mn1 N2 72.34(16) . . ? N4 Mn1 N2 84.85(15) . . ? O4 Mn1 N3 87.03(13) 2_575 . ? O2 Mn1 N3 153.22(14) . . ? N1 Mn1 N3 86.25(14) . . ? N4 Mn1 N3 71.48(15) . . ? N2 Mn1 N3 96.89(13) . . ? O1 Mn2 O3 85.94(14) . . ? O1 Mn2 N7 102.05(14) . . ? O3 Mn2 N7 87.80(15) . . ? O1 Mn2 N8 95.68(14) . . ? O3 Mn2 N8 162.22(14) . . ? N7 Mn2 N8 74.53(16) . . ? O1 Mn2 N5 96.35(14) . . ? O3 Mn2 N5 96.77(13) . . ? N7 Mn2 N5 161.32(15) . . ? N8 Mn2 N5 100.63(15) . . ? O1 Mn2 N6 168.65(14) . . ? O3 Mn2 N6 96.10(13) . . ? N7 Mn2 N6 89.19(14) . . ? N8 Mn2 N6 85.79(13) . . ? N5 Mn2 N6 72.34(14) . . ? O2 C1 O1 124.3(5) . . ? O2 C1 C2 116.3(5) . . ? O1 C1 C2 119.3(4) . . ? C4 C2 C1 123.0(4) . . ? C4 C2 S2 127.3(4) . . ? C1 C2 S2 109.7(3) . . ? O4 C3 O3 124.0(5) . . ? O4 C3 C4 116.6(5) . . ? O3 C3 C4 119.3(5) . . ? C2 C4 C3 123.6(4) . . ? C2 C4 S1 127.1(4) . . ? C3 C4 S1 109.1(3) . . ? N1 C7 C8 123.4(5) . . ? N1 C7 H7A 118.3 . . ? C8 C7 H7A 118.3 . . ? C9 C8 C7 118.5(6) . . ? C9 C8 H8A 120.8 . . ? C7 C8 H8A 120.8 . . ? C8 C9 C10 120.3(6) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C9 C10 C18 117.9(6) . . ? C9 C10 C11 123.9(6) . . ? C18 C10 C11 118.2(6) . . ? C12 C11 C10 121.6(6) . . ? C12 C11 H11A 119.2 . . ? C10 C11 H11A 119.2 . . ? C11 C12 C13 121.2(6) . . ? C11 C12 H12A 119.4 . . ? C13 C12 H12A 119.4 . . ? C14 C13 C17 117.6(6) . . ? C14 C13 C12 122.6(6) . . ? C17 C13 C12 119.7(6) . . ? C15 C14 C13 119.5(6) . . ? C15 C14 H14A 120.2 . . ? C13 C14 H14A 120.2 . . ? C14 C15 C16 118.6(6) . . ? C14 C15 H15A 120.7 . . ? C16 C15 H15A 120.7 . . ? N2 C16 C15 124.3(6) . . ? N2 C16 H16A 117.8 . . ? C15 C16 H16A 117.8 . . ? N2 C17 C13 123.7(5) . . ? N2 C17 C18 117.1(5) . . ? C13 C17 C18 119.2(5) . . ? N1 C18 C10 122.1(5) . . ? N1 C18 C17 117.9(5) . . ? C10 C18 C17 120.0(5) . . ? C20 N3 C19 117.1(4) . . ? C20 N3 Mn1 127.8(4) . . ? C19 N3 Mn1 114.9(3) . . ? N3 C20 C21 123.8(6) . . ? N3 C20 H20A 118.1 . . ? C21 C20 H20A 118.1 . . ? C22 C21 C20 118.1(6) . . ? C22 C21 H21A 121.0 . . ? C20 C21 H21A 121.0 . . ? C21 C22 C23 121.5(6) . . ? C21 C22 H22A 119.2 . . ? C23 C22 H22A 119.2 . . ? C22 C23 C19 116.1(6) . . ? C22 C23 C24 124.6(6) . . ? C19 C23 C24 119.3(6) . . ? C25 C24 C23 121.2(6) . . ? C25 C24 H24A 119.4 . . ? C23 C24 H24A 119.4 . . ? C24 C25 C26 121.6(6) . . ? C24 C25 H25A 119.2 . . ? C26 C25 H25A 119.2 . . ? C30 C26 C25 119.9(6) . . ? C30 C26 C27 116.1(5) . . ? C25 C26 C27 123.9(6) . . ? C28 C27 C26 120.1(6) . . ? C28 C27 H27A 120.0 . . ? C26 C27 H27A 120.0 . . ? C27 C28 C29 119.7(6) . . ? C27 C28 H28A 120.2 . . ? C29 C28 H28A 120.2 . . ? N4 C29 C28 122.6(5) . . ? N4 C29 H29A 118.7 . . ? C28 C29 H29A 118.7 . . ? C29 N4 C30 118.0(5) . . ? C29 N4 Mn1 125.1(3) . . ? C30 N4 Mn1 115.9(3) . . ? N5 C31 C32 122.7(5) . . ? N5 C31 H31A 118.7 . . ? C32 C31 H31A 118.7 . . ? C33 C32 C31 119.4(5) . . ? C33 C32 H32A 120.3 . . ? C31 C32 H32A 120.3 . . ? C32 C33 C34 119.6(5) . . ? C32 C33 H33A 120.2 . . ? C34 C33 H33A 120.2 . . ? C33 C34 C42 117.8(5) . . ? C33 C34 C35 123.0(5) . . ? C42 C34 C35 119.2(5) . . ? C36 C35 C34 120.3(5) . . ? C36 C35 H35A 119.8 . . ? C34 C35 H35A 119.8 . . ? C35 C36 C37 122.1(5) . . ? C35 C36 H36A 118.9 . . ? C37 C36 H36A 118.9 . . ? C38 C37 C41 117.2(5) . . ? C38 C37 C36 123.8(5) . . ? C41 C37 C36 119.0(5) . . ? C39 C38 C37 120.8(5) . . ? C39 C38 H38A 119.6 . . ? C37 C38 H38A 119.6 . . ? C38 C39 C40 118.5(5) . . ? C38 C39 H39A 120.7 . . ? C40 C39 H39A 120.7 . . ? N6 C40 C39 124.3(5) . . ? N6 C40 H40A 117.9 . . ? C39 C40 H40A 117.9 . . ? N6 C41 C37 122.7(4) . . ? N6 C41 C42 117.8(4) . . ? C37 C41 C42 119.4(4) . . ? N5 C42 C34 122.4(5) . . ? N5 C42 C41 117.9(4) . . ? C34 C42 C41 119.6(5) . . ? N7 C43 C44 122.7(6) . . ? N7 C43 H43A 118.7 . . ? C44 C43 H43A 118.7 . . ? C45 C44 C43 118.9(6) . . ? C45 C44 H44A 120.5 . . ? C43 C44 H44A 120.5 . . ? C44 C45 C46 120.3(6) . . ? C44 C45 H45A 119.9 . . ? C46 C45 H45A 119.9 . . ? C45 C46 C54 116.9(6) . . ? C45 C46 C47 123.5(6) . . ? C54 C46 C47 119.6(6) . . ? C48 C47 C46 121.2(6) . . ? C48 C47 H47A 119.4 . . ? C46 C47 H47A 119.4 . . ? C47 C48 C49 121.8(7) . . ? C47 C48 H48A 119.1 . . ? C49 C48 H48A 119.1 . . ? C50 C49 C53 116.7(6) . . ? C50 C49 C48 125.1(7) . . ? C53 C49 C48 118.1(6) . . ? C51 C50 C49 120.4(6) . . ? C51 C50 H50A 119.8 . . ? C49 C50 H50A 119.8 . . ? C50 C51 C52 119.6(6) . . ? C50 C51 H51A 120.2 . . ? C52 C51 H51A 120.2 . . ? N8 C52 C51 123.1(6) . . ? N8 C52 H52A 118.4 . . ? C51 C52 H52A 118.4 . . ? N8 C53 C49 122.3(5) . . ? N8 C53 C54 117.8(5) . . ? C49 C53 C54 120.0(5) . . ? N7 C54 C46 122.4(5) . . ? N7 C54 C53 118.3(5) . . ? C46 C54 C53 119.3(6) . . ? C7 N1 C18 117.7(5) . . ? C7 N1 Mn1 124.6(4) . . ? C18 N1 Mn1 117.1(3) . . ? C16 N2 C17 116.2(5) . . ? C16 N2 Mn1 128.6(4) . . ? C17 N2 Mn1 115.2(4) . . ? N3 C19 C23 123.3(5) . . ? N3 C19 C30 117.5(4) . . ? C23 C19 C30 119.1(5) . . ? N4 C30 C26 123.5(5) . . ? N4 C30 C19 117.8(5) . . ? C26 C30 C19 118.6(5) . . ? C31 N5 C42 118.0(4) . . ? C31 N5 Mn2 125.5(3) . . ? C42 N5 Mn2 114.6(3) . . ? C40 N6 C41 116.3(4) . . ? C40 N6 Mn2 131.1(3) . . ? C41 N6 Mn2 112.3(3) . . ? C43 N7 C54 118.7(5) . . ? C43 N7 Mn2 126.9(4) . . ? C54 N7 Mn2 113.8(3) . . ? C52 N8 C53 117.8(5) . . ? C52 N8 Mn2 127.4(4) . . ? C53 N8 Mn2 113.7(3) . . ? C1 O1 Mn2 131.1(3) . . ? H1W O1W H2W 111.4 . . ? C1 O2 Mn1 123.3(3) . . ? H3W O2W H4W 107.9 . . ? C3 O3 Mn2 138.9(4) . . ? C3 O4 Mn1 148.0(3) . 2_575 ? C4 S1 C6 103.9(3) . . ? C4 S1 C6' 103.4(4) . . ? C2 S2 C5' 104.0(4) . . ? C2 S2 C5 104.2(3) . . ? O10 Cl1 O5 113.0(4) . . ? O10 Cl1 O9 97.4(6) . . ? O5 Cl1 O9 107.7(7) . . ? O10 Cl1 O6 119.9(5) . . ? O5 Cl1 O6 115.0(4) . . ? O9 Cl1 O6 100.4(5) . . ? O11 Cl2 O8 111.1(3) . . ? O11 Cl2 O7 112.8(4) . . ? O8 Cl2 O7 110.1(3) . . ? O11 Cl2 O12 104.0(4) . . ? O8 Cl2 O12 110.2(5) . . ? O7 Cl2 O12 108.5(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 C5 C6 S1 -66.7(9) . . . . ? S2 C5' C6' S1 68.6(13) . . . . ? O2 C1 C2 C4 110.8(5) . . . . ? O1 C1 C2 C4 -73.0(6) . . . . ? O2 C1 C2 S2 -67.4(5) . . . . ? O1 C1 C2 S2 108.7(4) . . . . ? C1 C2 C4 C3 -3.1(8) . . . . ? S2 C2 C4 C3 174.8(4) . . . . ? C1 C2 C4 S1 -177.7(4) . . . . ? S2 C2 C4 S1 0.2(7) . . . . ? O4 C3 C4 C2 -130.3(5) . . . . ? O3 C3 C4 C2 54.2(7) . . . . ? O4 C3 C4 S1 45.1(5) . . . . ? O3 C3 C4 S1 -130.3(4) . . . . ? N1 C7 C8 C9 2.7(8) . . . . ? C7 C8 C9 C10 -0.1(8) . . . . ? C8 C9 C10 C18 -2.2(7) . . . . ? C8 C9 C10 C11 177.7(5) . . . . ? C9 C10 C11 C12 179.8(5) . . . . ? C18 C10 C11 C12 -0.4(8) . . . . ? C10 C11 C12 C13 -1.7(8) . . . . ? C11 C12 C13 C14 -178.0(5) . . . . ? C11 C12 C13 C17 0.6(8) . . . . ? C17 C13 C14 C15 -1.6(8) . . . . ? C12 C13 C14 C15 177.0(5) . . . . ? C13 C14 C15 C16 -0.1(9) . . . . ? C14 C15 C16 N2 1.5(9) . . . . ? C14 C13 C17 N2 2.4(7) . . . . ? C12 C13 C17 N2 -176.3(4) . . . . ? C14 C13 C17 C18 -178.9(4) . . . . ? C12 C13 C17 C18 2.4(7) . . . . ? C9 C10 C18 N1 2.1(7) . . . . ? C11 C10 C18 N1 -177.8(4) . . . . ? C9 C10 C18 C17 -176.7(4) . . . . ? C11 C10 C18 C17 3.5(7) . . . . ? N2 C17 C18 N1 -4.5(6) . . . . ? C13 C17 C18 N1 176.7(4) . . . . ? N2 C17 C18 C10 174.3(4) . . . . ? C13 C17 C18 C10 -4.5(6) . . . . ? O4 Mn1 N3 C20 -56.4(4) 2_575 . . . ? O2 Mn1 N3 C20 -146.1(4) . . . . ? N1 Mn1 N3 C20 32.8(4) . . . . ? N4 Mn1 N3 C20 -173.4(4) . . . . ? N2 Mn1 N3 C20 104.4(4) . . . . ? O4 Mn1 N3 C19 128.8(3) 2_575 . . . ? O2 Mn1 N3 C19 39.1(5) . . . . ? N1 Mn1 N3 C19 -142.0(4) . . . . ? N4 Mn1 N3 C19 11.8(3) . . . . ? N2 Mn1 N3 C19 -70.3(4) . . . . ? C19 N3 C20 C21 -0.4(8) . . . . ? Mn1 N3 C20 C21 -175.1(4) . . . . ? N3 C20 C21 C22 1.5(9) . . . . ? C20 C21 C22 C23 -1.4(9) . . . . ? C21 C22 C23 C19 0.1(9) . . . . ? C21 C22 C23 C24 -179.3(6) . . . . ? C22 C23 C24 C25 -179.8(6) . . . . ? C19 C23 C24 C25 0.8(9) . . . . ? C23 C24 C25 C26 -5.0(10) . . . . ? C24 C25 C26 C30 4.2(9) . . . . ? C24 C25 C26 C27 -172.9(6) . . . . ? C30 C26 C27 C28 -2.2(8) . . . . ? C25 C26 C27 C28 175.1(5) . . . . ? C26 C27 C28 C29 2.6(9) . . . . ? C27 C28 C29 N4 -1.0(8) . . . . ? C28 C29 N4 C30 -1.0(7) . . . . ? C28 C29 N4 Mn1 167.0(4) . . . . ? O4 Mn1 N4 C29 100.3(4) 2_575 . . . ? O2 Mn1 N4 C29 10.0(4) . . . . ? N1 Mn1 N4 C29 -130.2(4) . . . . ? N2 Mn1 N4 C29 -82.9(4) . . . . ? N3 Mn1 N4 C29 178.1(4) . . . . ? O4 Mn1 N4 C30 -91.5(3) 2_575 . . . ? O2 Mn1 N4 C30 178.2(3) . . . . ? N1 Mn1 N4 C30 38.0(4) . . . . ? N2 Mn1 N4 C30 85.3(3) . . . . ? N3 Mn1 N4 C30 -13.7(3) . . . . ? N5 C31 C32 C33 -0.7(8) . . . . ? C31 C32 C33 C34 4.0(8) . . . . ? C32 C33 C34 C42 -3.4(8) . . . . ? C32 C33 C34 C35 173.2(5) . . . . ? C33 C34 C35 C36 -172.5(5) . . . . ? C42 C34 C35 C36 4.1(8) . . . . ? C34 C35 C36 C37 -2.8(8) . . . . ? C35 C36 C37 C38 177.6(5) . . . . ? C35 C36 C37 C41 -2.4(7) . . . . ? C41 C37 C38 C39 -2.1(7) . . . . ? C36 C37 C38 C39 177.9(5) . . . . ? C37 C38 C39 C40 -1.4(8) . . . . ? C38 C39 C40 N6 2.5(8) . . . . ? C38 C37 C41 N6 4.8(7) . . . . ? C36 C37 C41 N6 -175.2(4) . . . . ? C38 C37 C41 C42 -173.9(4) . . . . ? C36 C37 C41 C42 6.1(7) . . . . ? C33 C34 C42 N5 -0.4(7) . . . . ? C35 C34 C42 N5 -177.2(4) . . . . ? C33 C34 C42 C41 176.4(5) . . . . ? C35 C34 C42 C41 -0.4(7) . . . . ? N6 C41 C42 N5 -6.5(6) . . . . ? C37 C41 C42 N5 172.3(4) . . . . ? N6 C41 C42 C34 176.5(4) . . . . ? C37 C41 C42 C34 -4.7(7) . . . . ? N7 C43 C44 C45 -0.3(10) . . . . ? C43 C44 C45 C46 0.0(10) . . . . ? C44 C45 C46 C54 -0.9(9) . . . . ? C44 C45 C46 C47 -178.8(6) . . . . ? C45 C46 C47 C48 -178.6(6) . . . . ? C54 C46 C47 C48 3.6(9) . . . . ? C46 C47 C48 C49 -3.0(10) . . . . ? C47 C48 C49 C50 -179.2(6) . . . . ? C47 C48 C49 C53 0.5(8) . . . . ? C53 C49 C50 C51 -3.0(8) . . . . ? C48 C49 C50 C51 176.8(5) . . . . ? C49 C50 C51 C52 2.7(9) . . . . ? C50 C51 C52 N8 -0.3(9) . . . . ? C50 C49 C53 N8 1.1(7) . . . . ? C48 C49 C53 N8 -178.7(4) . . . . ? C50 C49 C53 C54 -178.9(4) . . . . ? C48 C49 C53 C54 1.3(7) . . . . ? C45 C46 C54 N7 2.3(8) . . . . ? C47 C46 C54 N7 -179.7(5) . . . . ? C45 C46 C54 C53 -179.7(5) . . . . ? C47 C46 C54 C53 -1.7(8) . . . . ? N8 C53 C54 N7 -2.6(7) . . . . ? C49 C53 C54 N7 177.4(4) . . . . ? N8 C53 C54 C46 179.3(4) . . . . ? C49 C53 C54 C46 -0.6(7) . . . . ? C8 C7 N1 C18 -2.8(7) . . . . ? C8 C7 N1 Mn1 168.2(4) . . . . ? C10 C18 N1 C7 0.4(6) . . . . ? C17 C18 N1 C7 179.2(4) . . . . ? C10 C18 N1 Mn1 -171.3(3) . . . . ? C17 C18 N1 Mn1 7.5(5) . . . . ? O4 Mn1 N1 C7 8.8(4) 2_575 . . . ? O2 Mn1 N1 C7 101.1(4) . . . . ? N4 Mn1 N1 C7 -126.5(4) . . . . ? N2 Mn1 N1 C7 -176.7(4) . . . . ? N3 Mn1 N1 C7 -78.2(4) . . . . ? O4 Mn1 N1 C18 179.9(3) 2_575 . . . ? O2 Mn1 N1 C18 -87.8(3) . . . . ? N4 Mn1 N1 C18 44.6(4) . . . . ? N2 Mn1 N1 C18 -5.6(3) . . . . ? N3 Mn1 N1 C18 92.8(3) . . . . ? C15 C16 N2 C17 -0.9(7) . . . . ? C15 C16 N2 Mn1 179.9(4) . . . . ? C13 C17 N2 C16 -1.1(7) . . . . ? C18 C17 N2 C16 -179.8(4) . . . . ? C13 C17 N2 Mn1 178.2(3) . . . . ? C18 C17 N2 Mn1 -0.6(5) . . . . ? O4 Mn1 N2 C16 -160.9(4) 2_575 . . . ? O2 Mn1 N2 C16 -56.4(4) . . . . ? N1 Mn1 N2 C16 -177.7(4) . . . . ? N4 Mn1 N2 C16 27.9(4) . . . . ? N3 Mn1 N2 C16 98.5(4) . . . . ? O4 Mn1 N2 C17 20.0(6) 2_575 . . . ? O2 Mn1 N2 C17 124.5(3) . . . . ? N1 Mn1 N2 C17 3.2(3) . . . . ? N4 Mn1 N2 C17 -151.3(3) . . . . ? N3 Mn1 N2 C17 -80.7(3) . . . . ? C20 N3 C19 C23 -1.0(7) . . . . ? Mn1 N3 C19 C23 174.4(4) . . . . ? C20 N3 C19 C30 175.6(4) . . . . ? Mn1 N3 C19 C30 -9.0(5) . . . . ? C22 C23 C19 N3 1.1(8) . . . . ? C24 C23 C19 N3 -179.4(5) . . . . ? C22 C23 C19 C30 -175.5(5) . . . . ? C24 C23 C19 C30 4.0(8) . . . . ? C29 N4 C30 C26 1.4(7) . . . . ? Mn1 N4 C30 C26 -167.7(4) . . . . ? C29 N4 C30 C19 -176.5(4) . . . . ? Mn1 N4 C30 C19 14.4(5) . . . . ? C25 C26 C30 N4 -177.2(5) . . . . ? C27 C26 C30 N4 0.2(8) . . . . ? C25 C26 C30 C19 0.7(8) . . . . ? C27 C26 C30 C19 178.0(5) . . . . ? N3 C19 C30 N4 -3.5(7) . . . . ? C23 C19 C30 N4 173.3(4) . . . . ? N3 C19 C30 C26 178.6(5) . . . . ? C23 C19 C30 C26 -4.6(7) . . . . ? C32 C31 N5 C42 -3.1(7) . . . . ? C32 C31 N5 Mn2 160.0(4) . . . . ? C34 C42 N5 C31 3.6(7) . . . . ? C41 C42 N5 C31 -173.3(4) . . . . ? C34 C42 N5 Mn2 -161.3(3) . . . . ? C41 C42 N5 Mn2 21.8(5) . . . . ? O1 Mn2 N5 C31 -2.6(4) . . . . ? O3 Mn2 N5 C31 -89.3(4) . . . . ? N7 Mn2 N5 C31 167.4(5) . . . . ? N8 Mn2 N5 C31 94.4(4) . . . . ? N6 Mn2 N5 C31 176.5(4) . . . . ? O1 Mn2 N5 C42 161.0(3) . . . . ? O3 Mn2 N5 C42 74.4(3) . . . . ? N7 Mn2 N5 C42 -29.0(7) . . . . ? N8 Mn2 N5 C42 -102.0(3) . . . . ? N6 Mn2 N5 C42 -19.9(3) . . . . ? C39 C40 N6 C41 0.1(7) . . . . ? C39 C40 N6 Mn2 -172.3(4) . . . . ? C37 C41 N6 C40 -3.8(6) . . . . ? C42 C41 N6 C40 174.9(4) . . . . ? C37 C41 N6 Mn2 170.0(3) . . . . ? C42 C41 N6 Mn2 -11.2(5) . . . . ? O1 Mn2 N6 C40 -166.4(6) . . . . ? O3 Mn2 N6 C40 93.7(4) . . . . ? N7 Mn2 N6 C40 6.0(4) . . . . ? N8 Mn2 N6 C40 -68.5(4) . . . . ? N5 Mn2 N6 C40 -171.1(5) . . . . ? O1 Mn2 N6 C41 20.9(9) . . . . ? O3 Mn2 N6 C41 -78.9(3) . . . . ? N7 Mn2 N6 C41 -166.6(3) . . . . ? N8 Mn2 N6 C41 118.8(3) . . . . ? N5 Mn2 N6 C41 16.3(3) . . . . ? C44 C43 N7 C54 1.6(8) . . . . ? C44 C43 N7 Mn2 -169.2(4) . . . . ? C46 C54 N7 C43 -2.6(8) . . . . ? C53 C54 N7 C43 179.4(4) . . . . ? C46 C54 N7 Mn2 169.3(4) . . . . ? C53 C54 N7 Mn2 -8.7(6) . . . . ? O1 Mn2 N7 C43 -85.1(5) . . . . ? O3 Mn2 N7 C43 0.3(4) . . . . ? N8 Mn2 N7 C43 -177.8(5) . . . . ? N5 Mn2 N7 C43 105.0(6) . . . . ? N6 Mn2 N7 C43 96.4(4) . . . . ? O1 Mn2 N7 C54 103.7(3) . . . . ? O3 Mn2 N7 C54 -170.9(3) . . . . ? N8 Mn2 N7 C54 11.1(3) . . . . ? N5 Mn2 N7 C54 -66.1(6) . . . . ? N6 Mn2 N7 C54 -74.8(3) . . . . ? C51 C52 N8 C53 -1.5(7) . . . . ? C51 C52 N8 Mn2 165.4(4) . . . . ? C49 C53 N8 C52 1.1(7) . . . . ? C54 C53 N8 C52 -178.9(4) . . . . ? C49 C53 N8 Mn2 -167.6(4) . . . . ? C54 C53 N8 Mn2 12.5(5) . . . . ? O1 Mn2 N8 C52 79.3(4) . . . . ? O3 Mn2 N8 C52 173.7(4) . . . . ? N7 Mn2 N8 C52 -179.8(4) . . . . ? N5 Mn2 N8 C52 -18.3(4) . . . . ? N6 Mn2 N8 C52 -89.4(4) . . . . ? O1 Mn2 N8 C53 -113.4(3) . . . . ? O3 Mn2 N8 C53 -18.9(6) . . . . ? N7 Mn2 N8 C53 -12.4(3) . . . . ? N5 Mn2 N8 C53 149.0(3) . . . . ? N6 Mn2 N8 C53 77.9(3) . . . . ? O2 C1 O1 Mn2 -135.7(4) . . . . ? C2 C1 O1 Mn2 48.4(6) . . . . ? O3 Mn2 O1 C1 15.6(4) . . . . ? N7 Mn2 O1 C1 102.5(5) . . . . ? N8 Mn2 O1 C1 177.8(5) . . . . ? N5 Mn2 O1 C1 -80.8(5) . . . . ? N6 Mn2 O1 C1 -85.2(9) . . . . ? O1 C1 O2 Mn1 -3.0(7) . . . . ? C2 C1 O2 Mn1 172.9(3) . . . . ? O4 Mn1 O2 C1 106.6(3) 2_575 . . . ? N1 Mn1 O2 C1 16.4(4) . . . . ? N4 Mn1 O2 C1 -139.1(4) . . . . ? N2 Mn1 O2 C1 -54.5(4) . . . . ? N3 Mn1 O2 C1 -165.0(3) . . . . ? O4 C3 O3 Mn2 178.0(3) . . . . ? C4 C3 O3 Mn2 -6.9(7) . . . . ? O1 Mn2 O3 C3 -41.9(5) . . . . ? N7 Mn2 O3 C3 -144.2(5) . . . . ? N8 Mn2 O3 C3 -137.9(5) . . . . ? N5 Mn2 O3 C3 54.0(5) . . . . ? N6 Mn2 O3 C3 126.9(5) . . . . ? O3 C3 O4 Mn1 -25.8(9) . . . 2_575 ? C4 C3 O4 Mn1 159.0(4) . . . 2_575 ? C2 C4 S1 C6 -14.4(6) . . . . ? C3 C4 S1 C6 170.4(4) . . . . ? C2 C4 S1 C6' 15.4(7) . . . . ? C3 C4 S1 C6' -159.8(6) . . . . ? C5 C6 S1 C4 47.7(7) . . . . ? C5 C6 S1 C6' -45.0(7) . . . . ? C5' C6' S1 C4 -49.6(11) . . . . ? C5' C6' S1 C6 44.9(7) . . . . ? C4 C2 S2 C5' 11.4(8) . . . . ? C1 C2 S2 C5' -170.4(7) . . . . ? C4 C2 S2 C5 -12.1(6) . . . . ? C1 C2 S2 C5 166.1(4) . . . . ? C6' C5' S2 C2 -45.6(12) . . . . ? C6' C5' S2 C5 47.7(8) . . . . ? C6 C5 S2 C2 45.1(7) . . . . ? C6 C5 S2 C5' -47.4(9) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.939 _refine_diff_density_min -0.421 _refine_diff_density_rms 0.060 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 838708' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H40 Cl2 Mn2 N9 O12 S2' _chemical_formula_weight 1215.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Mn Mn 0.3368 0.7283 '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 14.4203(8) _cell_length_b 14.8169(7) _cell_length_c 15.5464(7) _cell_angle_alpha 89.536(4) _cell_angle_beta 62.541(5) _cell_angle_gamma 65.838(5) _cell_volume 2621.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 7278 _cell_measurement_theta_min 2.9757 _cell_measurement_theta_max 26.3150 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1242 _exptl_absorpt_coefficient_mu 0.735 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8375 _exptl_absorpt_correction_T_max 0.8729 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 16748 _diffrn_reflns_av_R_equivalents 0.0218 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9230 _reflns_number_gt 6919 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0552P)^2^+1.2285P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9739 _refine_ls_number_parameters 710 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0681 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1198 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 C5 C 0.9206(5) 0.3163(4) 0.0439(5) 0.0551(13) Uani 0.555(5) 1 d PD A 1 H5A H 0.8842 0.3657 0.1046 0.066 Uiso 0.555(5) 1 calc PR A 1 H5B H 0.9845 0.2568 0.0423 0.066 Uiso 0.555(5) 1 calc PR A 1 C6 C 0.9699(5) 0.3602(5) -0.0435(5) 0.058(2) Uani 0.555(5) 1 d PD A 1 H6A H 0.9974 0.3147 -0.1039 0.070 Uiso 0.555(5) 1 calc PR A 1 H6B H 1.0368 0.3652 -0.0479 0.070 Uiso 0.555(5) 1 calc PR A 1 C5' C 0.9543(5) 0.2823(4) -0.0307(6) 0.0551(13) Uani 0.445(5) 1 d PD A 2 H5'1 H 1.0151 0.2264 -0.0248 0.066 Uiso 0.445(5) 1 calc PR A 2 H5'2 H 0.9742 0.2722 -0.0998 0.066 Uiso 0.445(5) 1 calc PR A 2 C6' C 0.9511(7) 0.3801(5) -0.0011(8) 0.058(2) Uani 0.445(5) 1 d PD A 2 H6'1 H 1.0306 0.3723 -0.0334 0.070 Uiso 0.445(5) 1 calc PR A 2 H6'2 H 0.9193 0.3955 0.0702 0.070 Uiso 0.445(5) 1 calc PR A 2 Mn1 Mn 0.45091(4) 0.29166(3) 0.10149(3) 0.03546(12) Uani 1 1 d . . . Mn2 Mn 0.47231(4) 0.61603(3) 0.24301(3) 0.03791(13) Uani 1 1 d . . . C1 C 0.5879(2) 0.4067(2) 0.0997(2) 0.0360(6) Uani 1 1 d . . . C2 C 0.6332(2) 0.5789(2) 0.0284(2) 0.0385(7) Uani 1 1 d . . . C3 C 0.7085(2) 0.4011(2) 0.0539(2) 0.0363(6) Uani 1 1 d . A . C4 C 0.7278(2) 0.4793(2) 0.0234(2) 0.0358(6) Uani 1 1 d . A . C7 C 0.7014(3) 0.1279(3) -0.0703(3) 0.0551(9) Uani 1 1 d . . . H7A H 0.7273 0.1622 -0.0441 0.066 Uiso 1 1 calc R . . C8 C 0.7836(3) 0.0441(3) -0.1480(3) 0.0723(12) Uani 1 1 d . . . H8A H 0.8635 0.0224 -0.1734 0.087 Uiso 1 1 calc R . . C9 C 0.7466(4) -0.0063(3) -0.1869(3) 0.0835(13) Uani 1 1 d . . . H9A H 0.8008 -0.0633 -0.2389 0.100 Uiso 1 1 calc R . . C10 C 0.6284(4) 0.0278(3) -0.1489(3) 0.0708(11) Uani 1 1 d . . . H10A H 0.6017 -0.0056 -0.1752 0.085 Uiso 1 1 calc R . . C11 C 0.5493(3) 0.1121(2) -0.0712(2) 0.0463(8) Uani 1 1 d . . . C12 C 0.4213(3) 0.1520(3) -0.0257(2) 0.0480(8) Uani 1 1 d . . . C13 C 0.3708(4) 0.1283(4) -0.0740(3) 0.0972(17) Uani 1 1 d . . . H13A H 0.4178 0.0879 -0.1381 0.117 Uiso 1 1 calc R . . C14 C 0.2511(5) 0.1650(5) -0.0263(4) 0.111(2) Uani 1 1 d . . . H14A H 0.2165 0.1496 -0.0579 0.133 Uiso 1 1 calc R . . C15 C 0.1839(4) 0.2234(4) 0.0667(3) 0.0782(12) Uani 1 1 d . . . H15A H 0.1030 0.2468 0.1012 0.094 Uiso 1 1 calc R . . C16 C 0.2383(3) 0.2471(3) 0.1089(3) 0.0573(9) Uani 1 1 d . . . H16A H 0.1919 0.2888 0.1723 0.069 Uiso 1 1 calc R . . C17 C 0.5675(4) 0.1194(3) 0.1984(3) 0.0667(10) Uani 1 1 d . . . H17A H 0.6360 0.1038 0.1384 0.080 Uiso 1 1 calc R . . C18 C 0.5738(4) 0.0622(3) 0.2673(4) 0.0789(12) Uani 1 1 d . . . H18A H 0.6449 0.0088 0.2542 0.095 Uiso 1 1 calc R . . C19 C 0.4732(5) 0.0854(4) 0.3554(4) 0.0868(14) Uani 1 1 d . . . H19A H 0.4749 0.0477 0.4033 0.104 Uiso 1 1 calc R . . C20 C 0.3692(4) 0.1650(4) 0.3728(3) 0.0766(12) Uani 1 1 d . . . H20A H 0.3002 0.1814 0.4325 0.092 Uiso 1 1 calc R . . C21 C 0.3683(3) 0.2203(3) 0.3009(2) 0.0508(8) Uani 1 1 d . . . C22 C 0.2617(3) 0.3098(3) 0.3155(2) 0.0500(8) Uani 1 1 d . . . C23 C 0.1492(4) 0.3326(4) 0.3919(3) 0.0729(12) Uani 1 1 d . . . H23A H 0.1377 0.2908 0.4366 0.088 Uiso 1 1 calc R . . C24 C 0.0551(4) 0.4185(4) 0.4001(3) 0.0809(13) Uani 1 1 d . . . H24A H -0.0209 0.4338 0.4494 0.097 Uiso 1 1 calc R . . C25 C 0.0733(3) 0.4805(4) 0.3365(3) 0.0759(12) Uani 1 1 d . . . H25A H 0.0109 0.5403 0.3434 0.091 Uiso 1 1 calc R . . C26 C 0.1864(3) 0.4527(3) 0.2611(3) 0.0604(9) Uani 1 1 d . . . H26A H 0.1989 0.4942 0.2162 0.073 Uiso 1 1 calc R . . C27 C 0.4274(3) 0.8010(3) 0.3876(3) 0.0582(9) Uani 1 1 d . . . H27A H 0.5019 0.7570 0.3764 0.070 Uiso 1 1 calc R . . C28 C 0.3701(4) 0.8952(3) 0.4480(3) 0.0693(11) Uani 1 1 d . . . H28A H 0.4046 0.9140 0.4777 0.083 Uiso 1 1 calc R . . C29 C 0.2620(4) 0.9608(3) 0.4638(3) 0.0694(11) Uani 1 1 d . . . H29A H 0.2218 1.0256 0.5036 0.083 Uiso 1 1 calc R . . C30 C 0.2124(3) 0.9298(3) 0.4200(3) 0.0565(9) Uani 1 1 d . . . H30A H 0.1388 0.9739 0.4296 0.068 Uiso 1 1 calc R . . C31 C 0.2730(3) 0.8331(2) 0.3618(2) 0.0418(7) Uani 1 1 d . . . C32 C 0.2246(3) 0.7935(2) 0.3150(2) 0.0405(7) Uani 1 1 d . . . C33 C 0.1108(3) 0.8464(3) 0.3323(3) 0.0539(9) Uani 1 1 d . . . H33A H 0.0612 0.9105 0.3745 0.065 Uiso 1 1 calc R . . C34 C 0.0718(3) 0.8041(3) 0.2872(3) 0.0652(10) Uani 1 1 d . . . H34A H -0.0050 0.8385 0.2997 0.078 Uiso 1 1 calc R . . C35 C 0.1460(3) 0.7109(3) 0.2237(3) 0.0651(10) Uani 1 1 d . . . H35A H 0.1213 0.6815 0.1914 0.078 Uiso 1 1 calc R . . C36 C 0.2581(3) 0.6617(3) 0.2087(3) 0.0588(9) Uani 1 1 d . . . H36A H 0.3091 0.5984 0.1650 0.071 Uiso 1 1 calc R . . C37 C 0.3517(3) 0.4992(3) 0.3959(3) 0.0601(9) Uani 1 1 d . . . H37A H 0.2858 0.5417 0.3921 0.072 Uiso 1 1 calc R . . C38 C 0.3488(4) 0.4211(4) 0.4443(3) 0.0752(12) Uani 1 1 d . . . H38A H 0.2819 0.4116 0.4729 0.090 Uiso 1 1 calc R . . C39 C 0.4450(5) 0.3585(4) 0.4495(3) 0.0862(14) Uani 1 1 d . . . H39A H 0.4453 0.3047 0.4807 0.103 Uiso 1 1 calc R . . C40 C 0.5417(4) 0.3757(3) 0.4081(3) 0.0748(12) Uani 1 1 d . . . H40A H 0.6079 0.3339 0.4119 0.090 Uiso 1 1 calc R . . C41 C 0.5405(3) 0.4549(2) 0.3609(2) 0.0482(8) Uani 1 1 d . . . C42 C 0.6399(3) 0.4799(2) 0.3170(2) 0.0460(8) Uani 1 1 d . . . C43 C 0.7391(3) 0.4322(3) 0.3273(3) 0.0638(10) Uani 1 1 d . . . H43A H 0.7473 0.3792 0.3602 0.077 Uiso 1 1 calc R . . C44 C 0.8237(3) 0.4638(4) 0.2889(3) 0.0740(12) Uani 1 1 d . . . H44A H 0.8899 0.4322 0.2955 0.089 Uiso 1 1 calc R . . C45 C 0.8114(3) 0.5414(3) 0.2409(3) 0.0658(10) Uani 1 1 d . . . H45A H 0.8675 0.5649 0.2160 0.079 Uiso 1 1 calc R . . C46 C 0.7134(3) 0.5844(3) 0.2300(3) 0.0546(9) Uani 1 1 d . . . H46A H 0.7058 0.6360 0.1955 0.066 Uiso 1 1 calc R . . C47 C 0.9725(3) 0.0174(3) 0.0544(3) 0.0648(10) Uani 1 1 d . . . C48 C 0.9085(4) -0.0228(4) 0.1223(4) 0.0910(14) Uani 1 1 d . . . H48A H 0.8979 -0.0744 0.1009 0.109 Uiso 1 1 calc R . . C49 C 0.8595(4) 0.0131(5) 0.2228(5) 0.1007(16) Uani 1 1 d . . . H49A H 0.8169 -0.0148 0.2692 0.121 Uiso 1 1 calc R . . C50 C 0.8740(4) 0.0894(4) 0.2533(4) 0.0913(14) Uani 1 1 d . . . H50A H 0.8409 0.1160 0.3204 0.110 Uiso 1 1 calc R . . C51 C 0.9396(5) 0.1254(4) 0.1808(5) 0.0900(14) Uani 1 1 d . . . H51A H 0.9496 0.1780 0.2010 0.108 Uiso 1 1 calc R . . N1 N 0.5860(2) 0.16130(19) -0.03157(18) 0.0427(6) Uani 1 1 d . . . N2 N 0.3544(2) 0.21363(19) 0.06396(19) 0.0434(6) Uani 1 1 d . . . N3 N 0.4672(2) 0.1969(2) 0.2138(2) 0.0504(7) Uani 1 1 d . . . N4 N 0.2792(2) 0.3685(2) 0.24978(19) 0.0472(6) Uani 1 1 d . . . N5 N 0.2968(2) 0.70097(19) 0.25429(19) 0.0435(6) Uani 1 1 d . . . N6 N 0.3817(2) 0.76904(19) 0.34388(19) 0.0444(6) Uani 1 1 d . . . N7 N 0.4459(2) 0.5159(2) 0.35437(19) 0.0469(6) Uani 1 1 d . . . N8 N 0.6295(2) 0.5548(2) 0.26707(19) 0.0448(6) Uani 1 1 d . . . N9 N 0.9902(3) 0.0910(3) 0.0835(3) 0.0782(10) Uani 1 1 d . . . S1 S 0.81346(7) 0.28107(6) 0.04645(8) 0.0548(2) Uani 1 1 d D . . S2 S 0.86229(7) 0.48488(7) -0.03478(7) 0.0575(2) Uani 1 1 d D . . Cl1 Cl 0.06224(9) 0.77372(9) 0.58210(8) 0.0747(3) Uani 1 1 d . . . Cl2 Cl 0.74955(8) 0.80161(7) 0.34397(7) 0.0581(2) Uani 1 1 d . . . O1 O 0.58561(17) 0.32462(16) 0.08574(17) 0.0488(5) Uani 1 1 d . . . O2 O 0.50005(16) 0.48998(16) 0.14761(15) 0.0446(5) Uani 1 1 d . . . O3 O 0.57229(18) 0.64774(16) 0.10569(16) 0.0473(5) Uani 1 1 d . . . O4 O 0.62780(18) 0.58510(16) -0.04938(16) 0.0474(5) Uani 1 1 d . . . O5 O 0.0043(3) 0.7482(3) 0.6744(2) 0.0895(9) Uani 1 1 d . . . O6 O 0.0086(3) 0.8760(3) 0.5896(3) 0.1424(17) Uani 1 1 d . . . O7 O 0.1824(3) 0.7452(3) 0.5553(3) 0.1221(14) Uani 1 1 d . . . O8 O 0.0733(4) 0.7147(4) 0.5033(3) 0.1445(17) Uani 1 1 d . . . O9 O 0.6610(4) 0.7772(4) 0.3942(3) 0.1539(19) Uani 1 1 d . . . O10 O 0.7210(5) 0.8951(3) 0.3916(3) 0.1468(18) Uani 1 1 d . . . O11 O 0.7736(5) 0.7993(3) 0.2471(2) 0.1583(19) Uani 1 1 d . . . O12 O 0.8414(5) 0.7303(5) 0.3459(6) 0.245(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C5 0.045(3) 0.047(3) 0.083(4) 0.017(3) -0.042(3) -0.017(2) C6 0.032(3) 0.059(4) 0.071(6) 0.016(4) -0.023(4) -0.014(3) C5' 0.045(3) 0.047(3) 0.083(4) 0.017(3) -0.042(3) -0.017(2) C6' 0.032(3) 0.059(4) 0.071(6) 0.016(4) -0.023(4) -0.014(3) Mn1 0.0340(2) 0.0351(3) 0.0366(2) 0.00990(19) -0.0176(2) -0.01538(19) Mn2 0.0357(2) 0.0337(3) 0.0433(3) 0.0066(2) -0.0227(2) -0.01160(19) C1 0.0359(16) 0.0383(18) 0.0393(16) 0.0115(13) -0.0237(14) -0.0163(14) C2 0.0346(16) 0.0379(18) 0.0462(18) 0.0172(15) -0.0194(14) -0.0205(14) C3 0.0329(15) 0.0328(16) 0.0457(17) 0.0088(13) -0.0246(14) -0.0115(12) C4 0.0314(15) 0.0388(17) 0.0388(16) 0.0108(13) -0.0197(13) -0.0151(13) C7 0.0405(18) 0.054(2) 0.056(2) 0.0170(18) -0.0192(17) -0.0147(16) C8 0.042(2) 0.062(3) 0.065(3) 0.015(2) -0.0096(19) -0.0030(19) C9 0.074(3) 0.057(3) 0.054(2) -0.004(2) -0.005(2) -0.005(2) C10 0.077(3) 0.055(2) 0.056(2) -0.0053(19) -0.021(2) -0.024(2) C11 0.0523(19) 0.0382(18) 0.0399(17) 0.0055(14) -0.0176(15) -0.0200(15) C12 0.059(2) 0.046(2) 0.0465(19) 0.0081(15) -0.0278(17) -0.0287(17) C13 0.091(3) 0.125(4) 0.076(3) -0.021(3) -0.039(3) -0.052(3) C14 0.089(4) 0.158(5) 0.108(4) -0.012(4) -0.057(3) -0.067(4) C15 0.062(2) 0.101(4) 0.087(3) 0.010(3) -0.042(2) -0.044(2) C16 0.048(2) 0.067(2) 0.058(2) 0.0066(18) -0.0254(18) -0.0287(18) C17 0.070(2) 0.069(3) 0.067(2) 0.030(2) -0.042(2) -0.028(2) C18 0.097(3) 0.074(3) 0.089(3) 0.041(3) -0.066(3) -0.038(3) C19 0.132(4) 0.093(4) 0.083(3) 0.055(3) -0.077(3) -0.066(3) C20 0.098(3) 0.099(4) 0.057(2) 0.039(2) -0.043(2) -0.063(3) C21 0.072(2) 0.064(2) 0.0377(17) 0.0178(16) -0.0312(18) -0.045(2) C22 0.061(2) 0.063(2) 0.0364(17) 0.0087(16) -0.0231(17) -0.0383(19) C23 0.072(3) 0.099(4) 0.045(2) 0.013(2) -0.014(2) -0.054(3) C24 0.053(2) 0.093(4) 0.059(3) -0.011(3) -0.002(2) -0.031(3) C25 0.051(2) 0.077(3) 0.067(3) -0.011(2) -0.014(2) -0.018(2) C26 0.054(2) 0.051(2) 0.056(2) -0.0012(18) -0.0193(19) -0.0162(18) C27 0.060(2) 0.050(2) 0.069(2) 0.0022(18) -0.039(2) -0.0225(18) C28 0.080(3) 0.058(3) 0.076(3) -0.002(2) -0.042(2) -0.033(2) C29 0.079(3) 0.043(2) 0.072(3) -0.0050(19) -0.031(2) -0.024(2) C30 0.056(2) 0.039(2) 0.058(2) 0.0020(16) -0.0242(18) -0.0136(16) C31 0.0443(17) 0.0361(17) 0.0388(16) 0.0088(14) -0.0183(14) -0.0161(14) C32 0.0394(16) 0.0380(18) 0.0380(16) 0.0112(14) -0.0181(14) -0.0140(14) C33 0.0411(18) 0.045(2) 0.056(2) 0.0056(16) -0.0224(17) -0.0060(15) C34 0.045(2) 0.067(3) 0.081(3) 0.019(2) -0.039(2) -0.0151(19) C35 0.059(2) 0.063(3) 0.085(3) 0.013(2) -0.051(2) -0.022(2) C36 0.055(2) 0.049(2) 0.075(2) 0.0024(18) -0.044(2) -0.0133(17) C37 0.062(2) 0.072(3) 0.050(2) 0.0110(19) -0.0250(18) -0.038(2) C38 0.101(3) 0.095(3) 0.055(2) 0.024(2) -0.033(2) -0.075(3) C39 0.134(4) 0.078(3) 0.087(3) 0.046(3) -0.068(3) -0.068(3) C40 0.099(3) 0.065(3) 0.084(3) 0.040(2) -0.059(3) -0.042(2) C41 0.066(2) 0.0416(19) 0.0446(18) 0.0106(15) -0.0356(17) -0.0216(16) C42 0.0518(19) 0.0386(18) 0.0493(19) 0.0054(15) -0.0331(16) -0.0129(15) C43 0.071(2) 0.058(2) 0.066(2) 0.0135(19) -0.048(2) -0.016(2) C44 0.055(2) 0.086(3) 0.081(3) 0.001(2) -0.048(2) -0.016(2) C45 0.052(2) 0.075(3) 0.072(3) 0.002(2) -0.034(2) -0.027(2) C46 0.052(2) 0.053(2) 0.064(2) 0.0095(18) -0.0329(18) -0.0238(17) C47 0.057(2) 0.048(2) 0.106(3) 0.038(2) -0.051(2) -0.0264(19) C48 0.087(3) 0.090(4) 0.119(4) 0.038(3) -0.053(3) -0.059(3) C49 0.088(3) 0.126(5) 0.110(4) 0.052(4) -0.052(3) -0.066(3) C50 0.076(3) 0.098(4) 0.110(4) 0.035(3) -0.057(3) -0.037(3) C51 0.108(4) 0.074(3) 0.124(5) 0.043(3) -0.081(4) -0.047(3) N1 0.0365(14) 0.0377(15) 0.0429(14) 0.0104(12) -0.0157(12) -0.0125(11) N2 0.0439(15) 0.0432(16) 0.0456(15) 0.0088(12) -0.0229(13) -0.0214(12) N3 0.0595(17) 0.0519(18) 0.0483(16) 0.0188(13) -0.0317(15) -0.0274(14) N4 0.0481(16) 0.0523(17) 0.0396(14) 0.0044(13) -0.0193(13) -0.0245(14) N5 0.0401(14) 0.0383(15) 0.0517(15) 0.0054(12) -0.0279(13) -0.0120(12) N6 0.0452(15) 0.0386(15) 0.0496(15) 0.0058(12) -0.0263(13) -0.0162(12) N7 0.0539(16) 0.0447(16) 0.0446(15) 0.0086(12) -0.0257(13) -0.0234(13) N8 0.0468(15) 0.0416(15) 0.0509(16) 0.0094(13) -0.0298(13) -0.0181(12) N9 0.089(3) 0.064(2) 0.113(3) 0.045(2) -0.068(2) -0.044(2) S1 0.0423(5) 0.0374(5) 0.0912(7) 0.0223(4) -0.0406(5) -0.0156(4) S2 0.0372(4) 0.0595(6) 0.0767(6) 0.0316(5) -0.0266(4) -0.0256(4) Cl1 0.0757(7) 0.0715(7) 0.0666(6) 0.0306(5) -0.0302(5) -0.0314(6) Cl2 0.0626(5) 0.0611(6) 0.0602(5) 0.0142(4) -0.0289(5) -0.0388(5) O1 0.0397(12) 0.0348(12) 0.0737(15) 0.0121(11) -0.0295(11) -0.0174(10) O2 0.0331(11) 0.0386(13) 0.0510(13) -0.0014(10) -0.0176(10) -0.0109(10) O3 0.0503(13) 0.0346(12) 0.0482(13) 0.0118(10) -0.0231(11) -0.0138(10) O4 0.0543(13) 0.0461(13) 0.0495(13) 0.0185(10) -0.0340(11) -0.0204(11) O5 0.100(2) 0.104(3) 0.0680(18) 0.0402(18) -0.0371(17) -0.0560(19) O6 0.096(3) 0.084(3) 0.130(3) 0.047(2) -0.016(2) 0.011(2) O7 0.068(2) 0.126(3) 0.138(3) 0.063(3) -0.041(2) -0.029(2) O8 0.182(4) 0.193(5) 0.076(2) 0.034(3) -0.039(3) -0.132(4) O9 0.159(4) 0.225(5) 0.111(3) 0.016(3) -0.031(3) -0.158(4) O10 0.259(5) 0.108(3) 0.086(2) 0.012(2) -0.059(3) -0.127(4) O11 0.256(5) 0.130(4) 0.057(2) 0.019(2) -0.055(3) -0.089(4) O12 0.182(5) 0.185(6) 0.379(10) 0.003(6) -0.216(6) -0.004(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 C5 C6 1.499(5) . ? C5 S1 1.807(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 S2 1.817(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C5' C6' 1.500(5) . ? C5' S1 1.829(6) . ? C5' H5'1 0.9700 . ? C5' H5'2 0.9700 . ? C6' S2 1.818(7) . ? C6' H6'1 0.9700 . ? C6' H6'2 0.9700 . ? Mn1 O4 2.099(2) 2_665 ? Mn1 O1 2.099(2) . ? Mn1 N1 2.252(3) . ? Mn1 N3 2.268(3) . ? Mn1 N4 2.283(3) . ? Mn1 N2 2.386(2) . ? Mn2 O3 2.135(2) . ? Mn2 O2 2.176(2) . ? Mn2 N5 2.237(2) . ? Mn2 N6 2.247(3) . ? Mn2 N7 2.271(3) . ? Mn2 N8 2.278(2) . ? C1 O2 1.244(3) . ? C1 O1 1.254(3) . ? C1 C3 1.510(4) . ? C2 O4 1.247(3) . ? C2 O3 1.253(4) . ? C2 C4 1.517(4) . ? C3 C4 1.333(4) . ? C3 S1 1.762(3) . ? C4 S2 1.761(3) . ? C7 N1 1.336(4) . ? C7 C8 1.380(5) . ? C7 H7A 0.9300 . ? C8 C9 1.356(6) . ? C8 H8A 0.9300 . ? C9 C10 1.371(6) . ? C9 H9A 0.9300 . ? C10 C11 1.382(5) . ? C10 H10A 0.9300 . ? C11 N1 1.347(4) . ? C11 C12 1.472(4) . ? C12 N2 1.329(4) . ? C12 C13 1.391(5) . ? C13 C14 1.372(6) . ? C13 H13A 0.9300 . ? C14 C15 1.349(6) . ? C14 H14A 0.9300 . ? C15 C16 1.368(5) . ? C15 H15A 0.9300 . ? C16 N2 1.335(4) . ? C16 H16A 0.9300 . ? C17 N3 1.339(4) . ? C17 C18 1.373(5) . ? C17 H17A 0.9300 . ? C18 C19 1.366(6) . ? C18 H18A 0.9300 . ? C19 C20 1.377(6) . ? C19 H19A 0.9300 . ? C20 C21 1.384(5) . ? C20 H20A 0.9300 . ? C21 N3 1.345(4) . ? C21 C22 1.478(5) . ? C22 N4 1.339(4) . ? C22 C23 1.392(5) . ? C23 C24 1.380(6) . ? C23 H23A 0.9300 . ? C24 C25 1.355(6) . ? C24 H24A 0.9300 . ? C25 C26 1.378(5) . ? C25 H25A 0.9300 . ? C26 N4 1.341(4) . ? C26 H26A 0.9300 . ? C27 N6 1.340(4) . ? C27 C28 1.369(5) . ? C27 H27A 0.9300 . ? C28 C29 1.359(5) . ? C28 H28A 0.9300 . ? C29 C30 1.381(5) . ? C29 H29A 0.9300 . ? C30 C31 1.379(4) . ? C30 H30A 0.9300 . ? C31 N6 1.348(4) . ? C31 C32 1.474(4) . ? C32 N5 1.342(4) . ? C32 C33 1.387(4) . ? C33 C34 1.364(5) . ? C33 H33A 0.9300 . ? C34 C35 1.365(5) . ? C34 H34A 0.9300 . ? C35 C36 1.374(4) . ? C35 H35A 0.9300 . ? C36 N5 1.339(4) . ? C36 H36A 0.9300 . ? C37 N7 1.337(4) . ? C37 C38 1.378(5) . ? C37 H37A 0.9300 . ? C38 C39 1.356(6) . ? C38 H38A 0.9300 . ? C39 C40 1.372(6) . ? C39 H39A 0.9300 . ? C40 C41 1.378(5) . ? C40 H40A 0.9300 . ? C41 N7 1.344(4) . ? C41 C42 1.479(5) . ? C42 N8 1.345(4) . ? C42 C43 1.397(4) . ? C43 C44 1.362(6) . ? C43 H43A 0.9300 . ? C44 C45 1.362(6) . ? C44 H44A 0.9300 . ? C45 C46 1.383(5) . ? C45 H45A 0.9300 . ? C46 N8 1.334(4) . ? C46 H46A 0.9300 . ? C47 N9 1.342(5) . ? C47 C48 1.365(6) . ? C47 C47 1.481(8) 2_755 ? C48 C49 1.383(7) . ? C48 H48A 0.9300 . ? C49 C50 1.357(7) . ? C49 H49A 0.9300 . ? C50 C51 1.367(7) . ? C50 H50A 0.9300 . ? C51 N9 1.330(6) . ? C51 H51A 0.9300 . ? Cl1 O6 1.367(4) . ? Cl1 O8 1.419(4) . ? Cl1 O5 1.430(3) . ? Cl1 O7 1.447(3) . ? Cl2 O12 1.327(5) . ? Cl2 O9 1.350(3) . ? Cl2 O11 1.378(4) . ? Cl2 O10 1.381(3) . ? O4 Mn1 2.099(2) 2_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C5 S1 113.2(4) . . ? C6 C5 H5A 108.9 . . ? S1 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? S1 C5 H5B 108.9 . . ? H5A C5 H5B 107.8 . . ? C5 C6 S2 112.3(4) . . ? C5 C6 H6A 109.1 . . ? S2 C6 H6A 109.1 . . ? C5 C6 H6B 109.1 . . ? S2 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? C6' C5' S1 112.0(5) . . ? C6' C5' H5'1 109.2 . . ? S1 C5' H5'1 109.2 . . ? C6' C5' H5'2 109.2 . . ? S1 C5' H5'2 109.2 . . ? H5'1 C5' H5'2 107.9 . . ? C5' C6' S2 111.9(5) . . ? C5' C6' H6'1 109.2 . . ? S2 C6' H6'1 109.2 . . ? C5' C6' H6'2 109.2 . . ? S2 C6' H6'2 109.2 . . ? H6'1 C6' H6'2 107.9 . . ? O4 Mn1 O1 96.43(8) 2_665 . ? O4 Mn1 N1 106.87(9) 2_665 . ? O1 Mn1 N1 88.49(9) . . ? O4 Mn1 N3 157.05(10) 2_665 . ? O1 Mn1 N3 92.18(9) . . ? N1 Mn1 N3 94.56(10) . . ? O4 Mn1 N4 85.36(9) 2_665 . ? O1 Mn1 N4 115.39(9) . . ? N1 Mn1 N4 152.22(10) . . ? N3 Mn1 N4 71.73(10) . . ? O4 Mn1 N2 87.00(8) 2_665 . ? O1 Mn1 N2 159.40(9) . . ? N1 Mn1 N2 71.12(9) . . ? N3 Mn1 N2 92.39(9) . . ? N4 Mn1 N2 85.09(9) . . ? O3 Mn2 O2 83.98(8) . . ? O3 Mn2 N5 97.08(9) . . ? O2 Mn2 N5 86.90(8) . . ? O3 Mn2 N6 99.41(9) . . ? O2 Mn2 N6 159.53(8) . . ? N5 Mn2 N6 72.66(9) . . ? O3 Mn2 N7 153.37(9) . . ? O2 Mn2 N7 82.19(9) . . ? N5 Mn2 N7 104.76(10) . . ? N6 Mn2 N7 101.49(9) . . ? O3 Mn2 N8 90.27(9) . . ? O2 Mn2 N8 105.31(8) . . ? N5 Mn2 N8 166.39(9) . . ? N6 Mn2 N8 94.89(9) . . ? N7 Mn2 N8 71.72(10) . . ? O2 C1 O1 125.2(3) . . ? O2 C1 C3 119.0(3) . . ? O1 C1 C3 115.8(2) . . ? O4 C2 O3 126.0(3) . . ? O4 C2 C4 114.8(3) . . ? O3 C2 C4 119.1(3) . . ? C4 C3 C1 121.8(2) . . ? C4 C3 S1 126.9(2) . . ? C1 C3 S1 111.2(2) . . ? C3 C4 C2 123.6(2) . . ? C3 C4 S2 128.0(2) . . ? C2 C4 S2 108.4(2) . . ? N1 C7 C8 122.3(4) . . ? N1 C7 H7A 118.9 . . ? C8 C7 H7A 118.9 . . ? C9 C8 C7 119.2(4) . . ? C9 C8 H8A 120.4 . . ? C7 C8 H8A 120.4 . . ? C8 C9 C10 119.3(4) . . ? C8 C9 H9A 120.4 . . ? C10 C9 H9A 120.4 . . ? C9 C10 C11 119.5(4) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? N1 C11 C10 121.3(3) . . ? N1 C11 C12 116.3(3) . . ? C10 C11 C12 122.4(3) . . ? N2 C12 C13 120.6(3) . . ? N2 C12 C11 117.2(3) . . ? C13 C12 C11 122.2(3) . . ? C14 C13 C12 119.5(4) . . ? C14 C13 H13A 120.3 . . ? C12 C13 H13A 120.3 . . ? C15 C14 C13 119.7(4) . . ? C15 C14 H14A 120.1 . . ? C13 C14 H14A 120.1 . . ? C14 C15 C16 118.1(4) . . ? C14 C15 H15A 121.0 . . ? C16 C15 H15A 121.0 . . ? N2 C16 C15 123.6(4) . . ? N2 C16 H16A 118.2 . . ? C15 C16 H16A 118.2 . . ? N3 C17 C18 122.9(4) . . ? N3 C17 H17A 118.6 . . ? C18 C17 H17A 118.6 . . ? C19 C18 C17 118.5(4) . . ? C19 C18 H18A 120.7 . . ? C17 C18 H18A 120.7 . . ? C18 C19 C20 119.5(4) . . ? C18 C19 H19A 120.3 . . ? C20 C19 H19A 120.3 . . ? C19 C20 C21 119.5(4) . . ? C19 C20 H20A 120.2 . . ? C21 C20 H20A 120.2 . . ? N3 C21 C20 121.0(4) . . ? N3 C21 C22 116.1(3) . . ? C20 C21 C22 122.9(3) . . ? N4 C22 C23 121.1(4) . . ? N4 C22 C21 115.9(3) . . ? C23 C22 C21 123.0(3) . . ? C24 C23 C22 118.8(4) . . ? C24 C23 H23A 120.6 . . ? C22 C23 H23A 120.6 . . ? C25 C24 C23 120.1(4) . . ? C25 C24 H24A 119.9 . . ? C23 C24 H24A 119.9 . . ? C24 C25 C26 118.4(4) . . ? C24 C25 H25A 120.8 . . ? C26 C25 H25A 120.8 . . ? N4 C26 C25 122.8(4) . . ? N4 C26 H26A 118.6 . . ? C25 C26 H26A 118.6 . . ? N6 C27 C28 123.4(3) . . ? N6 C27 H27A 118.3 . . ? C28 C27 H27A 118.3 . . ? C29 C28 C27 118.8(4) . . ? C29 C28 H28A 120.6 . . ? C27 C28 H28A 120.6 . . ? C28 C29 C30 119.1(3) . . ? C28 C29 H29A 120.4 . . ? C30 C29 H29A 120.4 . . ? C31 C30 C29 119.5(3) . . ? C31 C30 H30A 120.2 . . ? C29 C30 H30A 120.2 . . ? N6 C31 C30 121.3(3) . . ? N6 C31 C32 115.9(3) . . ? C30 C31 C32 122.7(3) . . ? N5 C32 C33 120.7(3) . . ? N5 C32 C31 116.2(2) . . ? C33 C32 C31 123.2(3) . . ? C34 C33 C32 119.7(3) . . ? C34 C33 H33A 120.1 . . ? C32 C33 H33A 120.1 . . ? C33 C34 C35 119.6(3) . . ? C33 C34 H34A 120.2 . . ? C35 C34 H34A 120.2 . . ? C34 C35 C36 118.5(3) . . ? C34 C35 H35A 120.8 . . ? C36 C35 H35A 120.8 . . ? N5 C36 C35 122.7(3) . . ? N5 C36 H36A 118.7 . . ? C35 C36 H36A 118.7 . . ? N7 C37 C38 122.3(4) . . ? N7 C37 H37A 118.8 . . ? C38 C37 H37A 118.8 . . ? C39 C38 C37 119.1(4) . . ? C39 C38 H38A 120.5 . . ? C37 C38 H38A 120.5 . . ? C38 C39 C40 119.1(4) . . ? C38 C39 H39A 120.4 . . ? C40 C39 H39A 120.4 . . ? C39 C40 C41 119.9(4) . . ? C39 C40 H40A 120.1 . . ? C41 C40 H40A 120.1 . . ? N7 C41 C40 121.0(3) . . ? N7 C41 C42 116.0(3) . . ? C40 C41 C42 123.0(3) . . ? N8 C42 C43 120.3(3) . . ? N8 C42 C41 116.2(3) . . ? C43 C42 C41 123.5(3) . . ? C44 C43 C42 119.6(4) . . ? C44 C43 H43A 120.2 . . ? C42 C43 H43A 120.2 . . ? C43 C44 C45 120.0(3) . . ? C43 C44 H44A 120.0 . . ? C45 C44 H44A 120.0 . . ? C44 C45 C46 118.3(4) . . ? C44 C45 H45A 120.9 . . ? C46 C45 H45A 120.9 . . ? N8 C46 C45 122.7(4) . . ? N8 C46 H46A 118.7 . . ? C45 C46 H46A 118.7 . . ? N9 C47 C48 121.0(4) . . ? N9 C47 C47 116.1(4) . 2_755 ? C48 C47 C47 122.9(5) . 2_755 ? C47 C48 C49 120.0(5) . . ? C47 C48 H48A 120.0 . . ? C49 C48 H48A 120.0 . . ? C50 C49 C48 119.6(5) . . ? C50 C49 H49A 120.2 . . ? C48 C49 H49A 120.2 . . ? C49 C50 C51 116.8(5) . . ? C49 C50 H50A 121.6 . . ? C51 C50 H50A 121.6 . . ? N9 C51 C50 125.1(5) . . ? N9 C51 H51A 117.5 . . ? C50 C51 H51A 117.5 . . ? C7 N1 C11 118.5(3) . . ? C7 N1 Mn1 122.7(2) . . ? C11 N1 Mn1 118.79(19) . . ? C12 N2 C16 118.4(3) . . ? C12 N2 Mn1 113.0(2) . . ? C16 N2 Mn1 125.6(2) . . ? C17 N3 C21 118.7(3) . . ? C17 N3 Mn1 124.4(2) . . ? C21 N3 Mn1 116.9(2) . . ? C22 N4 C26 118.7(3) . . ? C22 N4 Mn1 115.4(2) . . ? C26 N4 Mn1 122.7(2) . . ? C36 N5 C32 118.8(3) . . ? C36 N5 Mn2 123.3(2) . . ? C32 N5 Mn2 117.73(19) . . ? C27 N6 C31 117.8(3) . . ? C27 N6 Mn2 124.9(2) . . ? C31 N6 Mn2 117.34(19) . . ? C37 N7 C41 118.7(3) . . ? C37 N7 Mn2 123.1(2) . . ? C41 N7 Mn2 116.6(2) . . ? C46 N8 C42 119.1(3) . . ? C46 N8 Mn2 124.0(2) . . ? C42 N8 Mn2 116.8(2) . . ? C51 N9 C47 117.4(4) . . ? C3 S1 C5 99.06(19) . . ? C3 S1 C5' 104.1(2) . . ? C4 S2 C6 104.65(19) . . ? C4 S2 C6' 101.5(3) . . ? O6 Cl1 O8 113.9(3) . . ? O6 Cl1 O5 110.9(2) . . ? O8 Cl1 O5 110.7(2) . . ? O6 Cl1 O7 107.2(3) . . ? O8 Cl1 O7 103.9(3) . . ? O5 Cl1 O7 109.9(2) . . ? O12 Cl2 O9 105.4(4) . . ? O12 Cl2 O11 109.9(4) . . ? O9 Cl2 O11 109.6(3) . . ? O12 Cl2 O10 109.6(4) . . ? O9 Cl2 O10 110.0(3) . . ? O11 Cl2 O10 112.1(3) . . ? C1 O1 Mn1 132.22(18) . . ? C1 O2 Mn2 130.76(18) . . ? C2 O3 Mn2 118.30(19) . . ? C2 O4 Mn1 132.8(2) . 2_665 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S1 C5 C6 S2 69.7(6) . . . . ? S1 C5' C6' S2 -71.1(7) . . . . ? O2 C1 C3 C4 -30.5(4) . . . . ? O1 C1 C3 C4 149.7(3) . . . . ? O2 C1 C3 S1 150.2(2) . . . . ? O1 C1 C3 S1 -29.6(3) . . . . ? C1 C3 C4 C2 -1.9(4) . . . . ? S1 C3 C4 C2 177.2(2) . . . . ? C1 C3 C4 S2 -177.8(2) . . . . ? S1 C3 C4 S2 1.3(4) . . . . ? O4 C2 C4 C3 -94.5(3) . . . . ? O3 C2 C4 C3 88.7(4) . . . . ? O4 C2 C4 S2 82.1(3) . . . . ? O3 C2 C4 S2 -94.8(3) . . . . ? N1 C7 C8 C9 0.2(6) . . . . ? C7 C8 C9 C10 0.6(6) . . . . ? C8 C9 C10 C11 -0.5(6) . . . . ? C9 C10 C11 N1 -0.4(6) . . . . ? C9 C10 C11 C12 -179.1(4) . . . . ? N1 C11 C12 N2 -17.2(4) . . . . ? C10 C11 C12 N2 161.5(3) . . . . ? N1 C11 C12 C13 162.0(4) . . . . ? C10 C11 C12 C13 -19.3(6) . . . . ? N2 C12 C13 C14 -3.2(7) . . . . ? C11 C12 C13 C14 177.7(5) . . . . ? C12 C13 C14 C15 -0.1(9) . . . . ? C13 C14 C15 C16 2.4(9) . . . . ? C14 C15 C16 N2 -1.6(7) . . . . ? N3 C17 C18 C19 -0.1(7) . . . . ? C17 C18 C19 C20 -0.2(7) . . . . ? C18 C19 C20 C21 -0.1(7) . . . . ? C19 C20 C21 N3 0.7(6) . . . . ? C19 C20 C21 C22 -177.0(4) . . . . ? N3 C21 C22 N4 -12.2(4) . . . . ? C20 C21 C22 N4 165.6(3) . . . . ? N3 C21 C22 C23 167.4(3) . . . . ? C20 C21 C22 C23 -14.8(5) . . . . ? N4 C22 C23 C24 -1.0(5) . . . . ? C21 C22 C23 C24 179.4(3) . . . . ? C22 C23 C24 C25 -2.0(6) . . . . ? C23 C24 C25 C26 3.3(6) . . . . ? C24 C25 C26 N4 -1.7(6) . . . . ? N6 C27 C28 C29 -1.0(6) . . . . ? C27 C28 C29 C30 1.1(6) . . . . ? C28 C29 C30 C31 0.5(6) . . . . ? C29 C30 C31 N6 -2.4(5) . . . . ? C29 C30 C31 C32 178.2(3) . . . . ? N6 C31 C32 N5 -4.4(4) . . . . ? C30 C31 C32 N5 175.0(3) . . . . ? N6 C31 C32 C33 174.7(3) . . . . ? C30 C31 C32 C33 -5.9(5) . . . . ? N5 C32 C33 C34 0.0(5) . . . . ? C31 C32 C33 C34 -179.1(3) . . . . ? C32 C33 C34 C35 -1.4(6) . . . . ? C33 C34 C35 C36 1.2(6) . . . . ? C34 C35 C36 N5 0.5(6) . . . . ? N7 C37 C38 C39 -0.4(6) . . . . ? C37 C38 C39 C40 1.1(7) . . . . ? C38 C39 C40 C41 -0.8(7) . . . . ? C39 C40 C41 N7 -0.3(6) . . . . ? C39 C40 C41 C42 178.3(4) . . . . ? N7 C41 C42 N8 -6.0(4) . . . . ? C40 C41 C42 N8 175.3(3) . . . . ? N7 C41 C42 C43 172.3(3) . . . . ? C40 C41 C42 C43 -6.4(5) . . . . ? N8 C42 C43 C44 1.8(5) . . . . ? C41 C42 C43 C44 -176.4(3) . . . . ? C42 C43 C44 C45 0.0(6) . . . . ? C43 C44 C45 C46 -1.9(6) . . . . ? C44 C45 C46 N8 2.0(6) . . . . ? N9 C47 C48 C49 0.9(7) . . . . ? C47 C47 C48 C49 179.9(5) 2_755 . . . ? C47 C48 C49 C50 1.0(8) . . . . ? C48 C49 C50 C51 -1.2(7) . . . . ? C49 C50 C51 N9 -0.4(7) . . . . ? C8 C7 N1 C11 -1.2(5) . . . . ? C8 C7 N1 Mn1 175.9(3) . . . . ? C10 C11 N1 C7 1.3(5) . . . . ? C12 C11 N1 C7 180.0(3) . . . . ? C10 C11 N1 Mn1 -175.9(3) . . . . ? C12 C11 N1 Mn1 2.8(4) . . . . ? O4 Mn1 N1 C7 108.2(2) 2_665 . . . ? O1 Mn1 N1 C7 11.9(2) . . . . ? N3 Mn1 N1 C7 -80.2(2) . . . . ? N4 Mn1 N1 C7 -138.6(3) . . . . ? N2 Mn1 N1 C7 -171.1(3) . . . . ? O4 Mn1 N1 C11 -74.7(2) 2_665 . . . ? O1 Mn1 N1 C11 -171.0(2) . . . . ? N3 Mn1 N1 C11 96.9(2) . . . . ? N4 Mn1 N1 C11 38.5(3) . . . . ? N2 Mn1 N1 C11 6.0(2) . . . . ? C13 C12 N2 C16 4.0(5) . . . . ? C11 C12 N2 C16 -176.9(3) . . . . ? C13 C12 N2 Mn1 -157.5(3) . . . . ? C11 C12 N2 Mn1 21.7(4) . . . . ? C15 C16 N2 C12 -1.6(6) . . . . ? C15 C16 N2 Mn1 157.3(3) . . . . ? O4 Mn1 N2 C12 94.2(2) 2_665 . . . ? O1 Mn1 N2 C12 -6.1(4) . . . . ? N1 Mn1 N2 C12 -14.7(2) . . . . ? N3 Mn1 N2 C12 -108.7(2) . . . . ? N4 Mn1 N2 C12 179.8(2) . . . . ? O4 Mn1 N2 C16 -65.6(3) 2_665 . . . ? O1 Mn1 N2 C16 -166.0(3) . . . . ? N1 Mn1 N2 C16 -174.6(3) . . . . ? N3 Mn1 N2 C16 91.4(3) . . . . ? N4 Mn1 N2 C16 19.9(3) . . . . ? C18 C17 N3 C21 0.7(6) . . . . ? C18 C17 N3 Mn1 -178.6(3) . . . . ? C20 C21 N3 C17 -0.9(5) . . . . ? C22 C21 N3 C17 176.9(3) . . . . ? C20 C21 N3 Mn1 178.3(3) . . . . ? C22 C21 N3 Mn1 -3.8(4) . . . . ? O4 Mn1 N3 C17 -165.9(3) 2_665 . . . ? O1 Mn1 N3 C17 -53.7(3) . . . . ? N1 Mn1 N3 C17 34.9(3) . . . . ? N4 Mn1 N3 C17 -169.8(3) . . . . ? N2 Mn1 N3 C17 106.2(3) . . . . ? O4 Mn1 N3 C21 14.8(4) 2_665 . . . ? O1 Mn1 N3 C21 127.0(2) . . . . ? N1 Mn1 N3 C21 -144.3(2) . . . . ? N4 Mn1 N3 C21 10.9(2) . . . . ? N2 Mn1 N3 C21 -73.1(2) . . . . ? C23 C22 N4 C26 2.6(5) . . . . ? C21 C22 N4 C26 -177.7(3) . . . . ? C23 C22 N4 Mn1 -157.7(3) . . . . ? C21 C22 N4 Mn1 21.9(3) . . . . ? C25 C26 N4 C22 -1.3(5) . . . . ? C25 C26 N4 Mn1 157.5(3) . . . . ? O4 Mn1 N4 C22 163.9(2) 2_665 . . . ? O1 Mn1 N4 C22 -101.1(2) . . . . ? N1 Mn1 N4 C22 45.9(3) . . . . ? N3 Mn1 N4 C22 -17.6(2) . . . . ? N2 Mn1 N4 C22 76.6(2) . . . . ? O4 Mn1 N4 C26 4.5(3) 2_665 . . . ? O1 Mn1 N4 C26 99.4(3) . . . . ? N1 Mn1 N4 C26 -113.6(3) . . . . ? N3 Mn1 N4 C26 -177.0(3) . . . . ? N2 Mn1 N4 C26 -82.9(3) . . . . ? C35 C36 N5 C32 -2.0(5) . . . . ? C35 C36 N5 Mn2 173.7(3) . . . . ? C33 C32 N5 C36 1.7(5) . . . . ? C31 C32 N5 C36 -179.2(3) . . . . ? C33 C32 N5 Mn2 -174.2(2) . . . . ? C31 C32 N5 Mn2 4.9(3) . . . . ? O3 Mn2 N5 C36 83.6(3) . . . . ? O2 Mn2 N5 C36 0.1(3) . . . . ? N6 Mn2 N5 C36 -178.7(3) . . . . ? N7 Mn2 N5 C36 -81.0(3) . . . . ? N8 Mn2 N5 C36 -154.1(4) . . . . ? O3 Mn2 N5 C32 -100.7(2) . . . . ? O2 Mn2 N5 C32 175.8(2) . . . . ? N6 Mn2 N5 C32 -3.0(2) . . . . ? N7 Mn2 N5 C32 94.7(2) . . . . ? N8 Mn2 N5 C32 21.5(5) . . . . ? C28 C27 N6 C31 -0.9(5) . . . . ? C28 C27 N6 Mn2 179.4(3) . . . . ? C30 C31 N6 C27 2.6(5) . . . . ? C32 C31 N6 C27 -178.0(3) . . . . ? C30 C31 N6 Mn2 -177.7(2) . . . . ? C32 C31 N6 Mn2 1.8(3) . . . . ? O3 Mn2 N6 C27 -85.2(3) . . . . ? O2 Mn2 N6 C27 176.7(3) . . . . ? N5 Mn2 N6 C27 -179.8(3) . . . . ? N7 Mn2 N6 C27 78.2(3) . . . . ? N8 Mn2 N6 C27 5.9(3) . . . . ? O3 Mn2 N6 C31 95.0(2) . . . . ? O2 Mn2 N6 C31 -3.0(4) . . . . ? N5 Mn2 N6 C31 0.5(2) . . . . ? N7 Mn2 N6 C31 -101.6(2) . . . . ? N8 Mn2 N6 C31 -173.9(2) . . . . ? C38 C37 N7 C41 -0.7(5) . . . . ? C38 C37 N7 Mn2 164.3(3) . . . . ? C40 C41 N7 C37 1.0(5) . . . . ? C42 C41 N7 C37 -177.6(3) . . . . ? C40 C41 N7 Mn2 -165.0(3) . . . . ? C42 C41 N7 Mn2 16.4(3) . . . . ? O3 Mn2 N7 C37 -130.4(3) . . . . ? O2 Mn2 N7 C37 -71.1(3) . . . . ? N5 Mn2 N7 C37 13.6(3) . . . . ? N6 Mn2 N7 C37 88.5(3) . . . . ? N8 Mn2 N7 C37 179.9(3) . . . . ? O3 Mn2 N7 C41 34.9(3) . . . . ? O2 Mn2 N7 C41 94.3(2) . . . . ? N5 Mn2 N7 C41 179.0(2) . . . . ? N6 Mn2 N7 C41 -106.2(2) . . . . ? N8 Mn2 N7 C41 -14.8(2) . . . . ? C45 C46 N8 C42 -0.1(5) . . . . ? C45 C46 N8 Mn2 -176.0(3) . . . . ? C43 C42 N8 C46 -1.8(5) . . . . ? C41 C42 N8 C46 176.6(3) . . . . ? C43 C42 N8 Mn2 174.4(2) . . . . ? C41 C42 N8 Mn2 -7.2(3) . . . . ? O3 Mn2 N8 C46 27.3(3) . . . . ? O2 Mn2 N8 C46 111.2(3) . . . . ? N5 Mn2 N8 C46 -95.6(5) . . . . ? N6 Mn2 N8 C46 -72.1(3) . . . . ? N7 Mn2 N8 C46 -172.7(3) . . . . ? O3 Mn2 N8 C42 -148.6(2) . . . . ? O2 Mn2 N8 C42 -64.8(2) . . . . ? N5 Mn2 N8 C42 88.5(5) . . . . ? N6 Mn2 N8 C42 111.9(2) . . . . ? N7 Mn2 N8 C42 11.4(2) . . . . ? C50 C51 N9 C47 2.1(7) . . . . ? C48 C47 N9 C51 -2.3(6) . . . . ? C47 C47 N9 C51 178.6(4) 2_755 . . . ? C4 C3 S1 C5 24.8(4) . . . . ? C1 C3 S1 C5 -156.0(3) . . . . ? C4 C3 S1 C5' -9.4(4) . . . . ? C1 C3 S1 C5' 169.7(3) . . . . ? C6 C5 S1 C3 -60.8(5) . . . . ? C6 C5 S1 C5' 41.0(5) . . . . ? C6' C5' S1 C3 44.5(6) . . . . ? C6' C5' S1 C5 -40.8(5) . . . . ? C3 C4 S2 C6 -0.3(4) . . . . ? C2 C4 S2 C6 -176.7(3) . . . . ? C3 C4 S2 C6' -19.8(4) . . . . ? C2 C4 S2 C6' 163.8(3) . . . . ? C5 C6 S2 C4 -34.9(6) . . . . ? C5 C6 S2 C6' 48.0(8) . . . . ? C5' C6' S2 C4 54.9(7) . . . . ? C5' C6' S2 C6 -46.7(8) . . . . ? O2 C1 O1 Mn1 16.3(5) . . . . ? C3 C1 O1 Mn1 -163.89(19) . . . . ? O4 Mn1 O1 C1 37.6(3) 2_665 . . . ? N1 Mn1 O1 C1 144.4(3) . . . . ? N3 Mn1 O1 C1 -121.1(3) . . . . ? N4 Mn1 O1 C1 -50.3(3) . . . . ? N2 Mn1 O1 C1 136.2(3) . . . . ? O1 C1 O2 Mn2 144.8(2) . . . . ? C3 C1 O2 Mn2 -34.9(4) . . . . ? O3 Mn2 O2 C1 77.1(3) . . . . ? N5 Mn2 O2 C1 174.5(3) . . . . ? N6 Mn2 O2 C1 177.9(3) . . . . ? N7 Mn2 O2 C1 -80.1(3) . . . . ? N8 Mn2 O2 C1 -11.6(3) . . . . ? O4 C2 O3 Mn2 124.6(3) . . . . ? C4 C2 O3 Mn2 -58.9(3) . . . . ? O2 Mn2 O3 C2 -17.7(2) . . . . ? N5 Mn2 O3 C2 -103.8(2) . . . . ? N6 Mn2 O3 C2 -177.3(2) . . . . ? N7 Mn2 O3 C2 41.3(3) . . . . ? N8 Mn2 O3 C2 87.7(2) . . . . ? O3 C2 O4 Mn1 13.6(5) . . . 2_665 ? C4 C2 O4 Mn1 -162.99(18) . . . 2_665 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.750 _refine_diff_density_min -0.477 _refine_diff_density_rms 0.052