# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_shelxl _database_code_depnum_ccdc_archive 'CCDC 793034' #TrackingRef '15302_web_deposit_cif_file_0_Qing-FengXu_1352376743.793034.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H13 N3 Na2 O6 S' _chemical_formula_sum 'C15 H13 N3 Na2 O6 S' _chemical_formula_weight 409.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.261(5) _cell_length_b 17.726(5) _cell_length_c 6.0562(17) _cell_angle_alpha 90.00 _cell_angle_beta 100.721(8) _cell_angle_gamma 90.00 _cell_volume 1715.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.585 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8964 _exptl_absorpt_correction_T_max 0.9780 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7897 _diffrn_reflns_av_R_equivalents 0.0986 _diffrn_reflns_av_sigmaI/netI 0.1021 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 3.43 _diffrn_reflns_theta_max 24.30 _reflns_number_total 2585 _reflns_number_gt 1794 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0353P)^2^+4.1469P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2585 _refine_ls_number_parameters 257 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1362 _refine_ls_R_factor_gt 0.0892 _refine_ls_wR_factor_ref 0.1569 _refine_ls_wR_factor_gt 0.1382 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.09407(10) 0.12364(10) 0.5972(3) 0.0295(4) Uani 1 1 d . . . Na1 Na 0.89909(15) 0.07253(15) 0.2697(4) 0.0349(7) Uani 1 1 d . . . Na2 Na 1.00982(14) 0.19895(14) 0.0421(4) 0.0327(7) Uani 1 1 d . . . O1 O 0.9330(3) 0.0822(3) -0.0833(7) 0.0399(12) Uani 1 1 d D . . H1C H 0.902(3) 0.109(3) -0.172(9) 0.048 Uiso 1 1 d D . . H1D H 0.958(4) 0.051(3) -0.144(10) 0.048 Uiso 1 1 d D . . O2 O 0.9092(3) 0.2305(3) 0.2609(7) 0.0363(11) Uani 1 1 d D . . H2C H 0.877(3) 0.210(3) 0.330(10) 0.044 Uiso 1 1 d D . . H2D H 0.878(3) 0.265(3) 0.206(10) 0.044 Uiso 1 1 d D . . O3 O 0.8377(2) 0.1449(2) 0.5455(7) 0.0334(11) Uani 1 1 d . . . O4 O 0.0716(2) 0.1904(2) 0.7122(7) 0.0326(11) Uani 1 1 d . . . O5 O 0.0849(3) 0.0552(2) 0.7235(7) 0.0368(12) Uani 1 1 d . . . O6 O 0.0501(2) 0.1182(3) 0.3639(6) 0.0384(12) Uani 1 1 d . . . N1 N 0.7477(3) 0.0715(3) 0.1866(9) 0.0351(14) Uani 1 1 d . . . N2 N 0.4894(3) 0.1337(3) 0.4440(9) 0.0397(15) Uani 1 1 d . . . N3 N 0.4595(3) 0.1597(3) 0.6074(9) 0.0441(15) Uani 1 1 d . . . C1 C 0.7552(4) 0.1446(4) 0.5229(10) 0.0304(15) Uani 1 1 d . . . C2 C 0.7126(4) 0.1820(4) 0.6682(11) 0.0420(18) Uani 1 1 d . . . H2 H 0.7438 0.2090 0.7891 0.050 Uiso 1 1 calc R . . C3 C 0.6256(4) 0.1814(4) 0.6429(12) 0.0415(18) Uani 1 1 d . . . H3 H 0.5998 0.2074 0.7468 0.050 Uiso 1 1 calc R . . C4 C 0.5771(4) 0.1431(4) 0.4674(11) 0.0353(16) Uani 1 1 d . . . C5 C 0.6170(4) 0.1069(4) 0.3050(10) 0.0324(16) Uani 1 1 d . . . C6 C 0.7054(4) 0.1068(3) 0.3316(10) 0.0274(15) Uani 1 1 d . . . C7 C 0.5718(4) 0.0722(4) 0.1102(11) 0.0434(18) Uani 1 1 d . . . H7 H 0.5130 0.0730 0.0797 0.052 Uiso 1 1 calc R . . C8 C 0.6155(4) 0.0373(4) -0.0335(12) 0.0463(19) Uani 1 1 d . . . H8 H 0.5865 0.0125 -0.1620 0.056 Uiso 1 1 calc R . . C9 C 0.7035(4) 0.0382(4) 0.0100(11) 0.0420(19) Uani 1 1 d . . . H9 H 0.7319 0.0140 -0.0917 0.050 Uiso 1 1 calc R . . C10 C 0.3713(4) 0.1480(4) 0.5890(11) 0.0376(17) Uani 1 1 d . . . C11 C 0.3387(4) 0.1729(4) 0.7682(11) 0.0428(19) Uani 1 1 d . . . H11 H 0.3744 0.1954 0.8905 0.051 Uiso 1 1 calc R . . C12 C 0.2546(4) 0.1658(4) 0.7737(11) 0.0440(19) Uani 1 1 d . . . H12 H 0.2333 0.1821 0.8996 0.053 Uiso 1 1 calc R . . C13 C 0.2016(4) 0.1340(4) 0.5888(10) 0.0289(15) Uani 1 1 d . . . C14 C 0.2345(4) 0.1094(4) 0.4082(11) 0.0422(19) Uani 1 1 d . . . H14 H 0.1993 0.0867 0.2856 0.051 Uiso 1 1 calc R . . C15 C 0.3189(4) 0.1177(5) 0.4049(12) 0.051(2) Uani 1 1 d . . . H15 H 0.3404 0.1028 0.2779 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0261(9) 0.0323(10) 0.0309(8) 0.0030(7) 0.0075(7) 0.0024(8) Na1 0.0311(14) 0.0387(17) 0.0360(14) 0.0008(12) 0.0095(12) 0.0010(13) Na2 0.0296(14) 0.0382(17) 0.0313(13) 0.0023(11) 0.0084(11) 0.0000(12) O1 0.049(3) 0.040(3) 0.034(3) 0.006(2) 0.015(2) 0.009(3) O2 0.027(3) 0.046(4) 0.038(3) 0.006(2) 0.008(2) 0.002(2) O3 0.023(2) 0.040(3) 0.036(2) 0.003(2) 0.004(2) -0.001(2) O4 0.029(2) 0.031(3) 0.040(2) -0.003(2) 0.011(2) 0.006(2) O5 0.031(3) 0.034(3) 0.050(3) 0.014(2) 0.019(2) 0.005(2) O6 0.025(2) 0.057(3) 0.031(2) -0.002(2) 0.002(2) -0.002(2) N1 0.032(3) 0.034(4) 0.042(3) -0.013(3) 0.011(3) -0.003(3) N2 0.025(3) 0.043(4) 0.051(3) -0.003(3) 0.009(3) -0.002(3) N3 0.027(3) 0.056(4) 0.051(4) -0.003(3) 0.011(3) 0.001(3) C1 0.025(4) 0.035(4) 0.030(3) 0.005(3) 0.003(3) 0.001(3) C2 0.038(4) 0.051(5) 0.038(4) -0.015(3) 0.009(3) -0.010(4) C3 0.034(4) 0.042(5) 0.053(4) -0.015(4) 0.019(4) -0.002(3) C4 0.027(4) 0.038(5) 0.043(4) -0.002(3) 0.010(3) -0.003(3) C5 0.024(3) 0.040(5) 0.031(3) -0.002(3) 0.001(3) -0.005(3) C6 0.026(3) 0.019(4) 0.038(3) -0.001(3) 0.006(3) 0.001(3) C7 0.026(4) 0.056(5) 0.049(4) -0.011(4) 0.010(3) -0.007(4) C8 0.042(4) 0.053(5) 0.044(4) -0.016(4) 0.006(4) -0.009(4) C9 0.032(4) 0.053(5) 0.043(4) -0.014(4) 0.012(3) -0.006(4) C10 0.022(4) 0.044(5) 0.048(4) -0.007(3) 0.008(3) 0.003(3) C11 0.026(4) 0.063(6) 0.039(4) -0.017(4) 0.005(3) -0.012(4) C12 0.035(4) 0.063(6) 0.035(4) -0.008(4) 0.011(3) -0.001(4) C13 0.027(3) 0.032(4) 0.029(3) 0.007(3) 0.008(3) 0.005(3) C14 0.028(4) 0.054(5) 0.045(4) -0.019(4) 0.009(3) -0.007(4) C15 0.042(4) 0.066(6) 0.049(4) -0.019(4) 0.021(4) -0.006(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 S1 O4 1.454(4) . ? S1 O5 1.456(4) . ? S1 O6 1.463(4) . ? S1 C13 1.768(6) . ? Na1 O5 2.279(5) 3_656 ? Na1 O1 2.311(5) . ? Na1 N1 2.420(6) . ? Na1 O3 2.460(5) . ? Na1 O6 2.547(5) 1_655 ? Na1 O2 2.806(6) . ? Na1 Na2 3.330(3) . ? Na1 H2C 2.50(7) . ? Na2 O4 2.352(5) 4_665 ? Na2 O2 2.356(5) . ? Na2 O4 2.402(4) 1_654 ? Na2 O6 2.408(5) 1_655 ? Na2 O1 2.463(6) . ? Na2 O2 2.470(5) 4_565 ? Na2 Na2 3.528(3) 4_566 ? Na2 Na2 3.528(3) 4_565 ? Na2 H1C 2.54(7) . ? O1 H1C 0.821(10) . ? O1 H1D 0.820(10) . ? O2 Na2 2.470(5) 4_566 ? O2 H2C 0.818(10) . ? O2 H2D 0.819(10) . ? O3 C1 1.323(7) . ? O4 Na2 2.352(5) 4_466 ? O4 Na2 2.402(4) 1_456 ? O5 Na1 2.279(5) 3_656 ? O6 Na2 2.408(5) 1_455 ? O6 Na1 2.547(5) 1_455 ? N1 C9 1.313(8) . ? N1 C6 1.363(7) . ? N2 N3 1.268(7) . ? N2 C4 1.417(8) . ? N3 C10 1.432(8) . ? C1 C2 1.386(8) . ? C1 C6 1.449(8) . ? C2 C3 1.394(9) . ? C2 H2 0.9400 . ? C3 C4 1.378(9) . ? C3 H3 0.9400 . ? C4 C5 1.428(8) . ? C5 C7 1.410(8) . ? C5 C6 1.416(8) . ? C7 C8 1.369(9) . ? C7 H7 0.9400 . ? C8 C9 1.406(9) . ? C8 H8 0.9400 . ? C9 H9 0.9400 . ? C10 C11 1.367(8) . ? C10 C15 1.380(9) . ? C11 C12 1.381(8) . ? C11 H11 0.9400 . ? C12 C13 1.398(9) . ? C12 H12 0.9400 . ? C13 C14 1.375(8) . ? C14 C15 1.385(9) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 S1 O5 111.5(3) . . ? O4 S1 O6 113.2(3) . . ? O5 S1 O6 111.9(3) . . ? O4 S1 C13 105.5(3) . . ? O5 S1 C13 107.5(3) . . ? O6 S1 C13 106.7(3) . . ? O5 Na1 O1 92.52(18) 3_656 . ? O5 Na1 N1 96.03(19) 3_656 . ? O1 Na1 N1 102.54(19) . . ? O5 Na1 O3 124.42(16) 3_656 . ? O1 Na1 O3 141.8(2) . . ? N1 Na1 O3 67.62(16) . . ? O5 Na1 O6 102.10(17) 3_656 1_655 ? O1 Na1 O6 78.33(17) . 1_655 ? N1 Na1 O6 161.8(2) . 1_655 ? O3 Na1 O6 100.25(16) . 1_655 ? O5 Na1 O2 170.04(17) 3_656 . ? O1 Na1 O2 83.32(17) . . ? N1 Na1 O2 93.71(18) . . ? O3 Na1 O2 61.66(14) . . ? O6 Na1 O2 68.23(15) 1_655 . ? O5 Na1 Na2 127.39(13) 3_656 . ? O1 Na1 Na2 47.69(14) . . ? N1 Na1 Na2 121.78(16) . . ? O3 Na1 Na2 104.43(13) . . ? O6 Na1 Na2 46.04(11) 1_655 . ? O2 Na1 Na2 44.14(10) . . ? O5 Na1 H2C 170.0(9) 3_656 . ? O1 Na1 H2C 97.5(9) . . ? N1 Na1 H2C 82.4(11) . . ? O3 Na1 H2C 45.9(7) . . ? O6 Na1 H2C 79.5(11) 1_655 . ? O2 Na1 H2C 16.5(4) . . ? Na2 Na1 H2C 60.6(5) . . ? O4 Na2 O2 80.81(17) 4_665 . ? O4 Na2 O4 101.90(16) 4_665 1_654 ? O2 Na2 O4 157.57(18) . 1_654 ? O4 Na2 O6 96.38(17) 4_665 1_655 ? O2 Na2 O6 78.37(16) . 1_655 ? O4 Na2 O6 122.89(17) 1_654 1_655 ? O4 Na2 O1 170.54(17) 4_665 . ? O2 Na2 O1 90.44(17) . . ? O4 Na2 O1 87.56(16) 1_654 . ? O6 Na2 O1 78.23(17) 1_655 . ? O4 Na2 O2 93.09(18) 4_665 4_565 ? O2 Na2 O2 80.08(14) . 4_565 ? O4 Na2 O2 77.54(15) 1_654 4_565 ? O6 Na2 O2 154.70(17) 1_655 4_565 ? O1 Na2 O2 88.88(17) . 4_565 ? O4 Na2 Na1 126.84(13) 4_665 . ? O2 Na2 Na1 56.05(13) . . ? O4 Na2 Na1 130.09(15) 1_654 . ? O6 Na2 Na1 49.58(11) 1_655 . ? O1 Na2 Na1 43.93(11) . . ? O2 Na2 Na1 106.65(13) 4_565 . ? O4 Na2 Na2 42.64(12) 4_665 4_566 ? O2 Na2 Na2 44.31(13) . 4_566 ? O4 Na2 Na2 144.38(15) 1_654 4_566 ? O6 Na2 Na2 69.73(11) 1_655 4_566 ? O1 Na2 Na2 127.93(12) . 4_566 ? O2 Na2 Na2 103.07(14) 4_565 4_566 ? Na1 Na2 Na2 84.47(6) . 4_566 ? O4 Na2 Na2 83.11(14) 4_665 4_565 ? O2 Na2 Na2 118.16(15) . 4_565 ? O4 Na2 Na2 41.55(10) 1_654 4_565 ? O6 Na2 Na2 162.96(11) 1_655 4_565 ? O1 Na2 Na2 104.34(12) . 4_565 ? O2 Na2 Na2 41.78(11) 4_565 4_565 ? Na1 Na2 Na2 141.90(7) . 4_565 ? Na2 Na2 Na2 118.27(14) 4_566 4_565 ? O4 Na2 H1C 160.9(8) 4_665 . ? O2 Na2 H1C 87.2(14) . . ? O4 Na2 H1C 83.7(14) 1_654 . ? O6 Na2 H1C 95.7(7) 1_655 . ? O1 Na2 H1C 18.8(5) . . ? O2 Na2 H1C 70.1(5) 4_565 . ? Na1 Na2 H1C 54.2(12) . . ? Na2 Na2 H1C 130.6(15) 4_566 . ? Na2 Na2 H1C 89.6(10) 4_565 . ? Na1 O1 Na2 88.38(18) . . ? Na1 O1 H1C 115(5) . . ? Na2 O1 H1C 86(5) . . ? Na1 O1 H1D 126(5) . . ? Na2 O1 H1D 116(5) . . ? H1C O1 H1D 114(7) . . ? Na2 O2 Na2 93.91(18) . 4_566 ? Na2 O2 Na1 79.82(16) . . ? Na2 O2 Na1 121.73(19) 4_566 . ? Na2 O2 H2C 140(5) . . ? Na2 O2 H2C 106(5) 4_566 . ? Na1 O2 H2C 60(5) . . ? Na2 O2 H2D 113(5) . . ? Na2 O2 H2D 101(5) 4_566 . ? Na1 O2 H2D 135(5) . . ? H2C O2 H2D 97(6) . . ? C1 O3 Na1 117.3(4) . . ? S1 O4 Na2 126.4(2) . 4_466 ? S1 O4 Na2 129.1(3) . 1_456 ? Na2 O4 Na2 95.81(16) 4_466 1_456 ? S1 O5 Na1 144.5(3) . 3_656 ? S1 O6 Na2 138.9(3) . 1_455 ? S1 O6 Na1 121.0(2) . 1_455 ? Na2 O6 Na1 84.38(15) 1_455 1_455 ? C9 N1 C6 117.7(5) . . ? C9 N1 Na1 123.7(4) . . ? C6 N1 Na1 118.6(4) . . ? N3 N2 C4 113.8(5) . . ? N2 N3 C10 114.2(6) . . ? O3 C1 C2 123.3(6) . . ? O3 C1 C6 119.3(5) . . ? C2 C1 C6 117.3(6) . . ? C1 C2 C3 122.9(6) . . ? C1 C2 H2 118.5 . . ? C3 C2 H2 118.5 . . ? C4 C3 C2 120.8(6) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 N2 123.8(6) . . ? C3 C4 C5 119.0(6) . . ? N2 C4 C5 117.1(6) . . ? C7 C5 C6 117.0(6) . . ? C7 C5 C4 122.6(6) . . ? C6 C5 C4 120.3(6) . . ? N1 C6 C5 123.4(6) . . ? N1 C6 C1 116.9(5) . . ? C5 C6 C1 119.7(5) . . ? C8 C7 C5 118.5(6) . . ? C8 C7 H7 120.7 . . ? C5 C7 H7 120.7 . . ? C7 C8 C9 120.4(7) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? N1 C9 C8 122.9(6) . . ? N1 C9 H9 118.6 . . ? C8 C9 H9 118.6 . . ? C11 C10 C15 119.7(6) . . ? C11 C10 N3 115.0(6) . . ? C15 C10 N3 125.3(6) . . ? C10 C11 C12 121.5(6) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C11 C12 C13 118.9(6) . . ? C11 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? C14 C13 C12 119.5(6) . . ? C14 C13 S1 121.5(5) . . ? C12 C13 S1 119.0(5) . . ? C13 C14 C15 120.8(6) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C10 C15 C14 119.6(6) . . ? C10 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Na1 Na2 O4 -131.1(2) 3_656 . . 4_665 ? O1 Na1 Na2 O4 177.2(2) . . . 4_665 ? N1 Na1 Na2 O4 99.9(2) . . . 4_665 ? O3 Na1 Na2 O4 27.5(2) . . . 4_665 ? O6 Na1 Na2 O4 -62.9(2) 1_655 . . 4_665 ? O2 Na1 Na2 O4 41.8(2) . . . 4_665 ? O5 Na1 Na2 O2 -173.0(2) 3_656 . . . ? O1 Na1 Na2 O2 135.4(2) . . . . ? N1 Na1 Na2 O2 58.0(2) . . . . ? O3 Na1 Na2 O2 -14.32(18) . . . . ? O6 Na1 Na2 O2 -104.7(2) 1_655 . . . ? O5 Na1 Na2 O4 34.2(3) 3_656 . . 1_654 ? O1 Na1 Na2 O4 -17.4(2) . . . 1_654 ? N1 Na1 Na2 O4 -94.8(2) . . . 1_654 ? O3 Na1 Na2 O4 -167.16(19) . . . 1_654 ? O6 Na1 Na2 O4 102.4(2) 1_655 . . 1_654 ? O2 Na1 Na2 O4 -152.8(2) . . . 1_654 ? O5 Na1 Na2 O6 -68.2(2) 3_656 . . 1_655 ? O1 Na1 Na2 O6 -119.9(2) . . . 1_655 ? N1 Na1 Na2 O6 162.8(2) . . . 1_655 ? O3 Na1 Na2 O6 90.40(19) . . . 1_655 ? O2 Na1 Na2 O6 104.7(2) . . . 1_655 ? O5 Na1 Na2 O1 51.6(2) 3_656 . . . ? N1 Na1 Na2 O1 -77.4(2) . . . . ? O3 Na1 Na2 O1 -149.7(2) . . . . ? O6 Na1 Na2 O1 119.9(2) 1_655 . . . ? O2 Na1 Na2 O1 -135.4(2) . . . . ? O5 Na1 Na2 O2 121.7(2) 3_656 . . 4_565 ? O1 Na1 Na2 O2 70.1(2) . . . 4_565 ? N1 Na1 Na2 O2 -7.2(2) . . . 4_565 ? O3 Na1 Na2 O2 -79.60(18) . . . 4_565 ? O6 Na1 Na2 O2 -170.0(2) 1_655 . . 4_565 ? O2 Na1 Na2 O2 -65.29(15) . . . 4_565 ? O5 Na1 Na2 Na2 -136.23(19) 3_656 . . 4_566 ? O1 Na1 Na2 Na2 172.15(18) . . . 4_566 ? N1 Na1 Na2 Na2 94.78(17) . . . 4_566 ? O3 Na1 Na2 Na2 22.42(12) . . . 4_566 ? O6 Na1 Na2 Na2 -67.99(14) 1_655 . . 4_566 ? O2 Na1 Na2 Na2 36.73(15) . . . 4_566 ? O5 Na1 Na2 Na2 93.4(2) 3_656 . . 4_565 ? O1 Na1 Na2 Na2 41.8(2) . . . 4_565 ? N1 Na1 Na2 Na2 -35.6(3) . . . 4_565 ? O3 Na1 Na2 Na2 -107.95(19) . . . 4_565 ? O6 Na1 Na2 Na2 161.7(2) 1_655 . . 4_565 ? O2 Na1 Na2 Na2 -93.6(2) . . . 4_565 ? O5 Na1 O1 Na2 -141.44(17) 3_656 . . . ? N1 Na1 O1 Na2 121.81(19) . . . . ? O3 Na1 O1 Na2 52.2(3) . . . . ? O6 Na1 O1 Na2 -39.60(16) 1_655 . . . ? O2 Na1 O1 Na2 29.48(15) . . . . ? O4 Na2 O1 Na1 -13.5(12) 4_665 . . . ? O2 Na2 O1 Na1 -35.61(18) . . . . ? O4 Na2 O1 Na1 166.74(18) 1_654 . . . ? O6 Na2 O1 Na1 42.41(16) 1_655 . . . ? O2 Na2 O1 Na1 -115.68(17) 4_565 . . . ? Na2 Na2 O1 Na1 -9.9(2) 4_566 . . . ? Na2 Na2 O1 Na1 -154.89(12) 4_565 . . . ? O4 Na2 O2 Na2 -25.72(16) 4_665 . . 4_566 ? O4 Na2 O2 Na2 -124.6(5) 1_654 . . 4_566 ? O6 Na2 O2 Na2 72.81(15) 1_655 . . 4_566 ? O1 Na2 O2 Na2 150.70(18) . . . 4_566 ? O2 Na2 O2 Na2 -120.5(3) 4_565 . . 4_566 ? Na1 Na2 O2 Na2 121.56(18) . . . 4_566 ? Na2 Na2 O2 Na2 -102.74(18) 4_565 . . 4_566 ? O4 Na2 O2 Na1 -147.27(16) 4_665 . . . ? O4 Na2 O2 Na1 113.8(5) 1_654 . . . ? O6 Na2 O2 Na1 -48.75(14) 1_655 . . . ? O1 Na2 O2 Na1 29.14(15) . . . . ? O2 Na2 O2 Na1 117.93(14) 4_565 . . . ? Na2 Na2 O2 Na1 -121.56(18) 4_566 . . . ? Na2 Na2 O2 Na1 135.70(12) 4_565 . . . ? O5 Na1 O2 Na2 34.2(10) 3_656 . . . ? O1 Na1 O2 Na2 -31.51(17) . . . . ? N1 Na1 O2 Na2 -133.72(17) . . . . ? O3 Na1 O2 Na2 164.21(19) . . . . ? O6 Na1 O2 Na2 48.56(14) 1_655 . . . ? O5 Na1 O2 Na2 -54.0(11) 3_656 . . 4_566 ? O1 Na1 O2 Na2 -119.8(2) . . . 4_566 ? N1 Na1 O2 Na2 138.0(2) . . . 4_566 ? O3 Na1 O2 Na2 75.9(2) . . . 4_566 ? O6 Na1 O2 Na2 -39.74(19) 1_655 . . 4_566 ? Na2 Na1 O2 Na2 -88.3(2) . . . 4_566 ? O5 Na1 O3 C1 -78.1(5) 3_656 . . . ? O1 Na1 O3 C1 85.3(5) . . . . ? N1 Na1 O3 C1 3.6(4) . . . . ? O6 Na1 O3 C1 169.5(4) 1_655 . . . ? O2 Na1 O3 C1 111.2(4) . . . . ? Na2 Na1 O3 C1 122.4(4) . . . . ? O5 S1 O4 Na2 -147.2(3) . . . 4_466 ? O6 S1 O4 Na2 -20.0(4) . . . 4_466 ? C13 S1 O4 Na2 96.4(3) . . . 4_466 ? O5 S1 O4 Na2 -7.6(4) . . . 1_456 ? O6 S1 O4 Na2 119.7(3) . . . 1_456 ? C13 S1 O4 Na2 -124.0(3) . . . 1_456 ? O4 S1 O5 Na1 -178.1(4) . . . 3_656 ? O6 S1 O5 Na1 53.9(5) . . . 3_656 ? C13 S1 O5 Na1 -63.0(5) . . . 3_656 ? O4 S1 O6 Na2 42.2(4) . . . 1_455 ? O5 S1 O6 Na2 169.3(3) . . . 1_455 ? C13 S1 O6 Na2 -73.4(4) . . . 1_455 ? O4 S1 O6 Na1 -78.7(3) . . . 1_455 ? O5 S1 O6 Na1 48.4(4) . . . 1_455 ? C13 S1 O6 Na1 165.7(3) . . . 1_455 ? O5 Na1 N1 C9 -57.3(6) 3_656 . . . ? O1 Na1 N1 C9 36.6(6) . . . . ? O3 Na1 N1 C9 177.8(6) . . . . ? O6 Na1 N1 C9 127.4(6) 1_655 . . . ? O2 Na1 N1 C9 120.6(5) . . . . ? Na2 Na1 N1 C9 84.3(6) . . . . ? O5 Na1 N1 C6 122.1(4) 3_656 . . . ? O1 Na1 N1 C6 -144.0(4) . . . . ? O3 Na1 N1 C6 -2.8(4) . . . . ? O6 Na1 N1 C6 -53.3(8) 1_655 . . . ? O2 Na1 N1 C6 -60.0(4) . . . . ? Na2 Na1 N1 C6 -96.3(4) . . . . ? C4 N2 N3 C10 -177.9(6) . . . . ? Na1 O3 C1 C2 179.1(5) . . . . ? Na1 O3 C1 C6 -4.2(7) . . . . ? O3 C1 C2 C3 179.9(7) . . . . ? C6 C1 C2 C3 3.1(10) . . . . ? C1 C2 C3 C4 -0.5(11) . . . . ? C2 C3 C4 N2 173.4(7) . . . . ? C2 C3 C4 C5 -2.9(11) . . . . ? N3 N2 C4 C3 -4.2(10) . . . . ? N3 N2 C4 C5 172.2(6) . . . . ? C3 C4 C5 C7 -174.4(7) . . . . ? N2 C4 C5 C7 9.0(10) . . . . ? C3 C4 C5 C6 3.6(10) . . . . ? N2 C4 C5 C6 -173.0(6) . . . . ? C9 N1 C6 C5 2.3(9) . . . . ? Na1 N1 C6 C5 -177.2(5) . . . . ? C9 N1 C6 C1 -178.7(6) . . . . ? Na1 N1 C6 C1 1.9(7) . . . . ? C7 C5 C6 N1 -3.8(10) . . . . ? C4 C5 C6 N1 178.1(6) . . . . ? C7 C5 C6 C1 177.2(6) . . . . ? C4 C5 C6 C1 -0.9(9) . . . . ? O3 C1 C6 N1 1.6(9) . . . . ? C2 C1 C6 N1 178.6(6) . . . . ? O3 C1 C6 C5 -179.3(6) . . . . ? C2 C1 C6 C5 -2.4(9) . . . . ? C6 C5 C7 C8 3.5(10) . . . . ? C4 C5 C7 C8 -178.5(7) . . . . ? C5 C7 C8 C9 -1.9(11) . . . . ? C6 N1 C9 C8 -0.4(10) . . . . ? Na1 N1 C9 C8 179.0(5) . . . . ? C7 C8 C9 N1 0.2(12) . . . . ? N2 N3 C10 C11 177.4(6) . . . . ? N2 N3 C10 C15 -5.7(11) . . . . ? C15 C10 C11 C12 2.6(12) . . . . ? N3 C10 C11 C12 179.6(7) . . . . ? C10 C11 C12 C13 -1.5(11) . . . . ? C11 C12 C13 C14 1.1(10) . . . . ? C11 C12 C13 S1 179.1(6) . . . . ? O4 S1 C13 C14 -144.6(6) . . . . ? O5 S1 C13 C14 96.4(6) . . . . ? O6 S1 C13 C14 -23.8(6) . . . . ? O4 S1 C13 C12 37.5(6) . . . . ? O5 S1 C13 C12 -81.6(6) . . . . ? O6 S1 C13 C12 158.2(5) . . . . ? C12 C13 C14 C15 -1.8(11) . . . . ? S1 C13 C14 C15 -179.7(6) . . . . ? C11 C10 C15 C14 -3.2(12) . . . . ? N3 C10 C15 C14 -179.9(7) . . . . ? C13 C14 C15 C10 2.8(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2D O3 0.819(10) 1.93(2) 2.715(6) 161(7) 4_565 O2 H2C O3 0.818(10) 1.94(3) 2.715(6) 159(7) . O1 H1D O5 0.820(10) 2.34(5) 2.961(6) 133(6) 1_654 O1 H1C O3 0.821(10) 1.94(3) 2.719(6) 159(7) 1_554 _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 24.30 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 0.301 _refine_diff_density_min -0.382 _refine_diff_density_rms 0.069 data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 830666' #TrackingRef 'web_deposit_cif_file_1_Qing-FengXu_1352376743.830666.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H15 N3 O7 S2 Zn, 2(C2 H6 S)' _chemical_formula_sum 'C21 H27 N3 O7 S4 Zn' _chemical_formula_weight 627.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.686(2) _cell_length_b 12.346(2) _cell_length_c 16.492(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.346(5) _cell_angle_gamma 90.00 _cell_volume 2756.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8215 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.4 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 1.238 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.683 _exptl_absorpt_correction_T_max 0.8361 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15230 _diffrn_reflns_av_R_equivalents 0.0690 _diffrn_reflns_av_sigmaI/netI 0.0943 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5091 _reflns_number_gt 3864 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.7.0' _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^)+(0.0794P)^2^+4.8230P] 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 5091 _refine_ls_number_parameters 327 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1076 _refine_ls_R_factor_gt 0.0797 _refine_ls_wR_factor_ref 0.1956 _refine_ls_wR_factor_gt 0.1801 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.97956(5) 0.38737(6) 0.04225(4) 0.0307(2) Uani 1 1 d . . . S1 S 0.09242(10) 0.75443(13) 0.12093(9) 0.0329(4) Uani 1 1 d . . . S2 S 1.03690(12) 0.15701(14) 0.12311(10) 0.0409(4) Uani 1 1 d . . . O1 O 0.9080(3) 0.5140(3) -0.0335(2) 0.0310(9) Uani 1 1 d . . . O2 O 0.0833(3) 0.6885(4) 0.1918(3) 0.0472(12) Uani 1 1 d . . . O3 O 0.0235(3) 0.7209(4) 0.0474(3) 0.0436(11) Uani 1 1 d . . . O4 O 0.0837(3) 0.8698(4) 0.1334(3) 0.0472(12) Uani 1 1 d . . . O5 O 1.0489(3) 0.2809(4) 0.1259(2) 0.0386(10) Uani 1 1 d . . . N1 N 0.8558(3) 0.4103(4) 0.0950(3) 0.0306(11) Uani 1 1 d . . . N2 N 0.5424(3) 0.6028(4) 0.0622(3) 0.0361(12) Uani 1 1 d . . . N3 N 0.4913(4) 0.6769(5) 0.0254(3) 0.0393(13) Uani 1 1 d . . . C1 C 0.8300(5) 0.3590(5) 0.1594(4) 0.0370(14) Uani 1 1 d . . . H1 H 0.8751 0.3100 0.1880 0.044 Uiso 1 1 calc R . . C2 C 0.7392(5) 0.3746(6) 0.1866(4) 0.0395(15) Uani 1 1 d . . . H2 H 0.7234 0.3348 0.2315 0.047 Uiso 1 1 calc R . . C3 C 0.6731(4) 0.4477(6) 0.1478(4) 0.0393(15) Uani 1 1 d . . . H3 H 0.6121 0.4586 0.1664 0.047 Uiso 1 1 calc R . . C4 C 0.6965(4) 0.5064(5) 0.0803(3) 0.0299(13) Uani 1 1 d . . . C5 C 0.7901(4) 0.4858(5) 0.0554(3) 0.0317(13) Uani 1 1 d . . . C6 C 0.8217(4) 0.5410(5) -0.0125(4) 0.0309(13) Uani 1 1 d . . . C7 C 0.7576(4) 0.6166(5) -0.0537(4) 0.0352(14) Uani 1 1 d . . . H7 H 0.7764 0.6546 -0.0984 0.042 Uiso 1 1 calc R . . C8 C 0.6662(4) 0.6369(5) -0.0298(4) 0.0375(15) Uani 1 1 d . . . H8 H 0.6243 0.6882 -0.0592 0.045 Uiso 1 1 calc R . . C9 C 0.6350(4) 0.5846(5) 0.0351(4) 0.0345(14) Uani 1 1 d . . . C10 C 0.3979(4) 0.6922(5) 0.0531(4) 0.0336(14) Uani 1 1 d . . . C11 C 0.3645(4) 0.6316(5) 0.1140(4) 0.0359(14) Uani 1 1 d . . . H11 H 0.4045 0.5765 0.1404 0.043 Uiso 1 1 calc R . . C12 C 0.2721(4) 0.6514(5) 0.1363(4) 0.0351(14) Uani 1 1 d . . . H12 H 0.2503 0.6111 0.1786 0.042 Uiso 1 1 calc R . . C13 C 0.2124(4) 0.7307(5) 0.0959(3) 0.0302(13) Uani 1 1 d . . . C14 C 0.2442(4) 0.7914(5) 0.0337(4) 0.0394(15) Uani 1 1 d . . . H14 H 0.2034 0.8452 0.0064 0.047 Uiso 1 1 calc R . . C15 C 0.3379(5) 0.7715(6) 0.0123(4) 0.0407(15) Uani 1 1 d . . . H15 H 0.3601 0.8118 -0.0297 0.049 Uiso 1 1 calc R . . C16 C 1.1190(6) 0.1088(6) 0.0569(4) 0.056(2) Uani 1 1 d . . . H16A H 1.0971 0.1341 0.0016 0.085 Uiso 1 1 calc R . . H16B H 1.1197 0.0303 0.0576 0.085 Uiso 1 1 calc R . . H16C H 1.1850 0.1358 0.0755 0.085 Uiso 1 1 calc R . . C17 C 1.1034(5) 0.1125(6) 0.2171(4) 0.0474(17) Uani 1 1 d . . . H17A H 1.1712 0.1372 0.2214 0.071 Uiso 1 1 calc R . . H17B H 1.1021 0.0340 0.2192 0.071 Uiso 1 1 calc R . . H17C H 1.0733 0.1420 0.2621 0.071 Uiso 1 1 calc R . . S3 S 0.7758(3) 0.9620(3) 0.1347(3) 0.0821(17) Uiso 0.694(10) 1 d PD A 1 O6 O 0.6934(10) 1.0264(12) 0.1436(9) 0.123(4) Uiso 0.694(10) 1 d PD A 1 C18 C 0.7433(15) 0.8250(16) 0.1204(12) 0.109(6) Uiso 0.694(10) 1 d P A 1 H18A H 0.7330 0.7935 0.1724 0.163 Uiso 0.694(10) 1 calc PR A 1 H18B H 0.7960 0.7865 0.0993 0.163 Uiso 0.694(10) 1 calc PR A 1 H18C H 0.6830 0.8192 0.0817 0.163 Uiso 0.694(10) 1 calc PR A 1 C19 C 0.8662(10) 0.9455(13) 0.2233(8) 0.061(4) Uiso 0.694(10) 1 d PD A 1 H19A H 0.8861 1.0161 0.2458 0.092 Uiso 0.694(10) 1 calc PR A 1 H19B H 0.9232 0.9081 0.2083 0.092 Uiso 0.694(10) 1 calc PR A 1 H19C H 0.8383 0.9034 0.2641 0.092 Uiso 0.694(10) 1 calc PR A 1 S3' S 0.7316(10) 0.9453(11) 0.1828(9) 0.123(5) Uiso 0.306(10) 1 d PD A 2 O6' O 0.682(2) 1.047(2) 0.182(2) 0.123(4) Uiso 0.306(10) 1 d PD A 2 C18' C 0.704(2) 0.816(2) 0.1460(19) 0.067(8) Uiso 0.306(10) 1 d PD A 2 H18D H 0.6608 0.7807 0.1795 0.101 Uiso 0.306(10) 1 calc PR A 2 H18E H 0.7646 0.7746 0.1480 0.101 Uiso 0.306(10) 1 calc PR A 2 H18F H 0.6714 0.8202 0.0898 0.101 Uiso 0.306(10) 1 calc PR A 2 C19' C 0.854(3) 0.937(4) 0.196(3) 0.094(14) Uiso 0.306(10) 1 d P A 2 H19D H 0.8819 1.0097 0.1964 0.141 Uiso 0.306(10) 1 calc PR A 2 H19E H 0.8749 0.8962 0.1511 0.141 Uiso 0.306(10) 1 calc PR A 2 H19F H 0.8773 0.9015 0.2473 0.141 Uiso 0.306(10) 1 calc PR A 2 S4 S 0.4313(5) 0.0984(9) 0.1834(7) 0.073(2) Uiso 0.51(3) 1 d PD B 1 O7 O 0.3358(10) 0.1578(17) 0.1699(12) 0.084(5) Uiso 0.51(3) 1 d PD B 1 C20 C 0.446(2) 0.054(2) 0.0858(18) 0.102(5) Uiso 0.51(3) 1 d P B 1 H20A H 0.3859 0.0175 0.0612 0.153 Uiso 0.51(3) 1 calc PR B 1 H20B H 0.5010 0.0045 0.0894 0.153 Uiso 0.51(3) 1 calc PR B 1 H20C H 0.4579 0.1159 0.0523 0.153 Uiso 0.51(3) 1 calc PR B 1 C21 C 0.5330(15) 0.1908(19) 0.1836(15) 0.065(7) Uiso 0.51(3) 1 d PD B 1 H21A H 0.5281 0.2263 0.1307 0.097 Uiso 0.51(3) 1 calc PR B 1 H21B H 0.5947 0.1512 0.1941 0.097 Uiso 0.51(3) 1 calc PR B 1 H21C H 0.5309 0.2449 0.2260 0.097 Uiso 0.51(3) 1 calc PR B 1 S4' S 0.4260(4) 0.1248(8) 0.2047(7) 0.062(2) Uiso 0.49(3) 1 d PD B 2 O7' O 0.3374(9) 0.1939(15) 0.1917(10) 0.067(4) Uiso 0.49(3) 1 d PD B 2 C20' C 0.427(2) 0.040(2) 0.118(2) 0.102(5) Uiso 0.49(3) 1 d P B 2 H20D H 0.3628 0.0074 0.1024 0.153 Uiso 0.49(3) 1 calc PR B 2 H20E H 0.4763 -0.0168 0.1307 0.153 Uiso 0.49(3) 1 calc PR B 2 H20F H 0.4441 0.0826 0.0721 0.153 Uiso 0.49(3) 1 calc PR B 2 C21' C 0.5179(19) 0.215(2) 0.1977(16) 0.077(8) Uiso 0.49(3) 1 d P B 2 H21D H 0.5175 0.2349 0.1409 0.115 Uiso 0.49(3) 1 calc PR B 2 H21E H 0.5809 0.1819 0.2188 0.115 Uiso 0.49(3) 1 calc PR B 2 H21F H 0.5080 0.2787 0.2297 0.115 Uiso 0.49(3) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0266(4) 0.0294(4) 0.0370(4) 0.0016(3) 0.0071(3) 0.0016(3) S1 0.0286(7) 0.0353(9) 0.0356(8) -0.0043(6) 0.0075(6) 0.0026(6) S2 0.0386(9) 0.0327(9) 0.0512(10) 0.0054(7) 0.0061(7) 0.0018(7) O1 0.0214(19) 0.034(2) 0.039(2) 0.0009(18) 0.0101(17) -0.0005(17) O2 0.037(2) 0.062(3) 0.046(3) 0.012(2) 0.020(2) 0.006(2) O3 0.033(2) 0.052(3) 0.044(2) -0.014(2) 0.001(2) 0.007(2) O4 0.040(2) 0.030(3) 0.074(3) -0.015(2) 0.013(2) 0.003(2) O5 0.039(2) 0.032(3) 0.045(2) 0.0049(19) 0.008(2) 0.0029(19) N1 0.028(2) 0.032(3) 0.032(3) 0.000(2) 0.006(2) 0.004(2) N2 0.026(2) 0.036(3) 0.048(3) -0.005(2) 0.009(2) 0.001(2) N3 0.027(3) 0.042(3) 0.052(3) -0.001(3) 0.011(2) 0.008(2) C1 0.038(3) 0.035(4) 0.038(3) 0.004(3) 0.007(3) 0.006(3) C2 0.041(3) 0.046(4) 0.034(3) 0.003(3) 0.015(3) 0.005(3) C3 0.030(3) 0.046(4) 0.044(4) 0.001(3) 0.013(3) 0.008(3) C4 0.028(3) 0.030(3) 0.033(3) -0.001(2) 0.011(2) 0.000(2) C5 0.030(3) 0.032(3) 0.033(3) -0.004(3) 0.002(2) 0.005(3) C6 0.024(3) 0.033(3) 0.037(3) -0.003(3) 0.006(2) -0.002(2) C7 0.031(3) 0.033(4) 0.043(3) 0.001(3) 0.008(3) 0.001(3) C8 0.027(3) 0.038(4) 0.048(4) 0.006(3) 0.009(3) 0.011(3) C9 0.028(3) 0.034(4) 0.042(3) -0.004(3) 0.008(3) 0.002(3) C10 0.030(3) 0.032(3) 0.040(3) -0.004(3) 0.007(3) 0.003(3) C11 0.027(3) 0.038(4) 0.042(3) 0.002(3) 0.002(3) 0.002(3) C12 0.030(3) 0.043(4) 0.033(3) 0.000(3) 0.008(3) -0.001(3) C13 0.025(3) 0.032(3) 0.034(3) -0.003(3) 0.006(2) 0.001(2) C14 0.031(3) 0.039(4) 0.049(4) 0.003(3) 0.006(3) 0.012(3) C15 0.041(4) 0.040(4) 0.043(3) 0.002(3) 0.012(3) 0.004(3) C16 0.077(5) 0.045(5) 0.050(4) 0.003(3) 0.019(4) 0.027(4) C17 0.051(4) 0.040(4) 0.055(4) 0.011(3) 0.019(3) 0.015(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.984(4) 3_765 ? Zn1 O3 1.989(4) 3_665 ? Zn1 N1 2.033(5) . ? Zn1 O5 2.038(4) . ? Zn1 O1 2.146(4) . ? S1 O2 1.445(5) . ? S1 O4 1.447(5) . ? S1 O3 1.483(4) . ? S1 C13 1.774(6) . ? S2 O5 1.539(5) . ? S2 C17 1.766(7) . ? S2 C16 1.779(7) . ? O1 C6 1.321(7) . ? O1 Zn1 1.984(4) 3_765 ? O3 Zn1 1.989(4) 3_665 ? N1 C1 1.328(8) . ? N1 C5 1.391(7) . ? N2 N3 1.253(7) . ? N2 C9 1.422(8) . ? N3 C10 1.432(7) . ? C1 C2 1.394(9) . ? C1 H1 0.9400 . ? C2 C3 1.370(9) . ? C2 H2 0.9400 . ? C3 C4 1.404(8) . ? C3 H3 0.9400 . ? C4 C9 1.419(8) . ? C4 C5 1.423(8) . ? C5 C6 1.430(8) . ? C6 C7 1.390(8) . ? C7 C8 1.387(8) . ? C7 H7 0.9400 . ? C8 C9 1.372(9) . ? C8 H8 0.9400 . ? C10 C11 1.381(9) . ? C10 C15 1.387(8) . ? C11 C12 1.389(8) . ? C11 H11 0.9400 . ? C12 C13 1.384(8) . ? C12 H12 0.9400 . ? C13 C14 1.390(9) . ? C14 C15 1.399(9) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? S3 O6 1.405(12) . ? S3 C18 1.76(2) . ? S3 C19 1.784(12) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? S3' O6' 1.422(18) . ? S3' C19' 1.66(5) . ? S3' C18' 1.73(2) . ? C18' H18D 0.9700 . ? C18' H18E 0.9700 . ? C18' H18F 0.9700 . ? C19' H19D 0.9700 . ? C19' H19E 0.9700 . ? C19' H19F 0.9700 . ? S4 O7 1.488(13) . ? S4 C20 1.74(3) . ? S4 C21 1.799(16) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C20 H20C 0.9700 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? S4' O7' 1.471(12) . ? S4' C21' 1.69(2) . ? S4' C20' 1.78(3) . ? C20' H20D 0.9700 . ? C20' H20E 0.9700 . ? C20' H20F 0.9700 . ? C21' H21D 0.9700 . ? C21' H21E 0.9700 . ? C21' H21F 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 106.91(18) 3_765 3_665 ? O1 Zn1 N1 130.46(18) 3_765 . ? O3 Zn1 N1 118.88(19) 3_665 . ? O1 Zn1 O5 98.92(16) 3_765 . ? O3 Zn1 O5 91.58(18) 3_665 . ? N1 Zn1 O5 97.77(18) . . ? O1 Zn1 O1 78.68(15) 3_765 . ? O3 Zn1 O1 95.63(17) 3_665 . ? N1 Zn1 O1 79.03(17) . . ? O5 Zn1 O1 172.78(16) . . ? O2 S1 O4 114.9(3) . . ? O2 S1 O3 112.6(3) . . ? O4 S1 O3 109.6(3) . . ? O2 S1 C13 106.7(3) . . ? O4 S1 C13 107.1(3) . . ? O3 S1 C13 105.3(3) . . ? O5 S2 C17 104.1(3) . . ? O5 S2 C16 106.0(3) . . ? C17 S2 C16 98.2(3) . . ? C6 O1 Zn1 126.6(4) . 3_765 ? C6 O1 Zn1 112.4(3) . . ? Zn1 O1 Zn1 101.32(15) 3_765 . ? S1 O3 Zn1 137.5(3) . 3_665 ? S2 O5 Zn1 125.7(2) . . ? C1 N1 C5 117.8(5) . . ? C1 N1 Zn1 127.7(4) . . ? C5 N1 Zn1 114.5(4) . . ? N3 N2 C9 115.0(5) . . ? N2 N3 C10 113.7(5) . . ? N1 C1 C2 123.0(6) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C3 C2 C1 120.0(6) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 119.9(6) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C9 125.5(5) . . ? C3 C4 C5 117.1(5) . . ? C9 C4 C5 117.4(5) . . ? N1 C5 C4 122.2(5) . . ? N1 C5 C6 116.0(5) . . ? C4 C5 C6 121.8(5) . . ? O1 C6 C7 124.5(5) . . ? O1 C6 C5 117.9(5) . . ? C7 C6 C5 117.6(5) . . ? C8 C7 C6 120.9(6) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C9 C8 C7 122.2(6) . . ? C9 C8 H8 118.9 . . ? C7 C8 H8 118.9 . . ? C8 C9 C4 120.1(5) . . ? C8 C9 N2 124.3(5) . . ? C4 C9 N2 115.5(5) . . ? C11 C10 C15 120.0(6) . . ? C11 C10 N3 124.4(5) . . ? C15 C10 N3 115.6(6) . . ? C10 C11 C12 120.5(6) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C13 C12 C11 119.6(6) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C14 120.7(5) . . ? C12 C13 S1 120.4(5) . . ? C14 C13 S1 118.9(4) . . ? C13 C14 C15 119.2(6) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C10 C15 C14 120.1(6) . . ? C10 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? S2 C16 H16A 109.5 . . ? S2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? S2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? S2 C17 H17A 109.5 . . ? S2 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? S2 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O6 S3 C18 111.6(10) . . ? O6 S3 C19 116.8(8) . . ? C18 S3 C19 97.6(8) . . ? O6' S3' C19' 122(2) . . ? O6' S3' C18' 136.8(19) . . ? C19' S3' C18' 99(2) . . ? S3' C18' H18D 109.5 . . ? S3' C18' H18E 109.5 . . ? H18D C18' H18E 109.5 . . ? S3' C18' H18F 109.5 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? S3' C19' H19D 109.5 . . ? S3' C19' H19E 109.5 . . ? H19D C19' H19E 109.5 . . ? S3' C19' H19F 109.5 . . ? H19D C19' H19F 109.5 . . ? H19E C19' H19F 109.5 . . ? O7 S4 C20 103.3(12) . . ? O7 S4 C21 110.5(11) . . ? C20 S4 C21 90.5(13) . . ? O7' S4' C21' 102.4(12) . . ? O7' S4' C20' 109.3(11) . . ? C21' S4' C20' 103.6(14) . . ? S4' C20' H20D 109.5 . . ? S4' C20' H20E 109.5 . . ? H20D C20' H20E 109.5 . . ? S4' C20' H20F 109.5 . . ? H20D C20' H20F 109.5 . . ? H20E C20' H20F 109.5 . . ? S4' C21' H21D 109.5 . . ? S4' C21' H21E 109.5 . . ? H21D C21' H21E 109.5 . . ? S4' C21' H21F 109.5 . . ? H21D C21' H21F 109.5 . . ? H21E C21' H21F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Zn1 O1 C6 -137.8(4) 3_765 . . . ? O3 Zn1 O1 C6 116.0(4) 3_665 . . . ? N1 Zn1 O1 C6 -2.3(4) . . . . ? O5 Zn1 O1 C6 -66.6(13) . . . . ? O1 Zn1 O1 Zn1 0.0 3_765 . . 3_765 ? O3 Zn1 O1 Zn1 -106.16(19) 3_665 . . 3_765 ? N1 Zn1 O1 Zn1 135.5(2) . . . 3_765 ? O5 Zn1 O1 Zn1 71.2(13) . . . 3_765 ? O2 S1 O3 Zn1 -84.9(5) . . . 3_665 ? O4 S1 O3 Zn1 145.8(4) . . . 3_665 ? C13 S1 O3 Zn1 31.0(5) . . . 3_665 ? C17 S2 O5 Zn1 -173.3(3) . . . . ? C16 S2 O5 Zn1 83.6(4) . . . . ? O1 Zn1 O5 S2 -138.2(3) 3_765 . . . ? O3 Zn1 O5 S2 -30.9(3) 3_665 . . . ? N1 Zn1 O5 S2 88.6(3) . . . . ? O1 Zn1 O5 S2 151.7(11) . . . . ? O1 Zn1 N1 C1 -114.9(5) 3_765 . . . ? O3 Zn1 N1 C1 90.0(5) 3_665 . . . ? O5 Zn1 N1 C1 -6.1(5) . . . . ? O1 Zn1 N1 C1 -179.5(5) . . . . ? O1 Zn1 N1 C5 68.0(4) 3_765 . . . ? O3 Zn1 N1 C5 -87.0(4) 3_665 . . . ? O5 Zn1 N1 C5 176.8(4) . . . . ? O1 Zn1 N1 C5 3.4(4) . . . . ? C9 N2 N3 C10 179.0(5) . . . . ? C5 N1 C1 C2 2.6(9) . . . . ? Zn1 N1 C1 C2 -174.4(5) . . . . ? N1 C1 C2 C3 -1.9(10) . . . . ? C1 C2 C3 C4 0.5(10) . . . . ? C2 C3 C4 C9 -179.7(6) . . . . ? C2 C3 C4 C5 0.0(9) . . . . ? C1 N1 C5 C4 -2.0(8) . . . . ? Zn1 N1 C5 C4 175.4(4) . . . . ? C1 N1 C5 C6 178.6(5) . . . . ? Zn1 N1 C5 C6 -4.0(6) . . . . ? C3 C4 C5 N1 0.7(9) . . . . ? C9 C4 C5 N1 -179.6(5) . . . . ? C3 C4 C5 C6 -179.9(5) . . . . ? C9 C4 C5 C6 -0.2(9) . . . . ? Zn1 O1 C6 C7 58.6(7) 3_765 . . . ? Zn1 O1 C6 C7 -176.6(5) . . . . ? Zn1 O1 C6 C5 -123.9(5) 3_765 . . . ? Zn1 O1 C6 C5 0.9(6) . . . . ? N1 C5 C6 O1 2.0(8) . . . . ? C4 C5 C6 O1 -177.4(5) . . . . ? N1 C5 C6 C7 179.7(5) . . . . ? C4 C5 C6 C7 0.3(9) . . . . ? O1 C6 C7 C8 177.1(6) . . . . ? C5 C6 C7 C8 -0.4(9) . . . . ? C6 C7 C8 C9 0.4(10) . . . . ? C7 C8 C9 C4 -0.3(10) . . . . ? C7 C8 C9 N2 179.7(6) . . . . ? C3 C4 C9 C8 179.9(6) . . . . ? C5 C4 C9 C8 0.2(9) . . . . ? C3 C4 C9 N2 -0.1(9) . . . . ? C5 C4 C9 N2 -179.8(5) . . . . ? N3 N2 C9 C8 -4.5(9) . . . . ? N3 N2 C9 C4 175.6(5) . . . . ? N2 N3 C10 C11 -0.6(9) . . . . ? N2 N3 C10 C15 -178.2(5) . . . . ? C15 C10 C11 C12 -1.8(9) . . . . ? N3 C10 C11 C12 -179.3(6) . . . . ? C10 C11 C12 C13 1.5(9) . . . . ? C11 C12 C13 C14 -0.6(9) . . . . ? C11 C12 C13 S1 177.8(5) . . . . ? O2 S1 C13 C12 7.0(6) . . . . ? O4 S1 C13 C12 130.5(5) . . . . ? O3 S1 C13 C12 -112.9(5) . . . . ? O2 S1 C13 C14 -174.6(5) . . . . ? O4 S1 C13 C14 -51.0(5) . . . . ? O3 S1 C13 C14 65.6(5) . . . . ? C12 C13 C14 C15 -0.1(9) . . . . ? S1 C13 C14 C15 -178.5(5) . . . . ? C11 C10 C15 C14 1.1(9) . . . . ? N3 C10 C15 C14 178.9(6) . . . . ? C13 C14 C15 C10 -0.2(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C17 H17C O2 0.97 2.44 3.283(8) 144.5 2_645 C17 H17B O4 0.97 2.46 3.293(9) 143.2 1_645 C17 H17A O7 0.97 2.53 3.429(17) 153.5 1_655 C17 H17A O7' 0.97 2.50 3.440(15) 164.5 1_655 C1 H1 O2 0.94 2.48 3.319(8) 147.8 2_645 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.825 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.102 data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 902380' #TrackingRef 'web_deposit_cif_file_4_Qing-FengXu_1352376743.902380.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H23 Mn N3 O6 S2' _chemical_formula_sum 'C20 H23 Mn N3 O6 S2' _chemical_formula_weight 520.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 11.2413(17) _cell_length_b 18.498(3) _cell_length_c 11.1404(16) _cell_angle_alpha 90.00 _cell_angle_beta 99.012(4) _cell_angle_gamma 90.00 _cell_volume 2287.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7092 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1076 _exptl_absorpt_coefficient_mu 0.801 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.750 _exptl_absorpt_correction_T_max 0.881 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21898 _diffrn_reflns_av_R_equivalents 0.0636 _diffrn_reflns_av_sigmaI/netI 0.0518 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4184 _reflns_number_gt 3394 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0655P)^2^+3.7833P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4184 _refine_ls_number_parameters 297 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0848 _refine_ls_R_factor_gt 0.0664 _refine_ls_wR_factor_ref 0.1591 _refine_ls_wR_factor_gt 0.1499 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _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 Mn1 Mn 0.42993(6) 0.43862(3) 0.58301(6) 0.0310(2) Uani 1 1 d . . . S1 S 1.34074(10) 0.68989(6) 1.44284(10) 0.0344(3) Uani 1 1 d . . . S2 S 0.46022(11) 0.33734(6) 0.83478(11) 0.0395(3) Uani 1 1 d . . . O1 O 0.5783(3) 0.51285(17) 0.5981(2) 0.0370(7) Uani 1 1 d . . . O2 O 1.4462(3) 0.65289(19) 1.4143(3) 0.0510(9) Uani 1 1 d . . . O3 O 1.3526(4) 0.76653(18) 1.4376(3) 0.0597(10) Uani 1 1 d . . . O4 O 1.3092(3) 0.6639(2) 1.5571(3) 0.0535(9) Uani 1 1 d . . . O5 O 0.3841(3) 0.38345(18) 0.7394(3) 0.0504(9) Uani 1 1 d . . . O6 O 0.3123(3) 0.52236(18) 0.6415(3) 0.0512(9) Uani 1 1 d D . . H6 H 0.333(5) 0.5560(12) 0.601(3) 0.061 Uiso 1 1 d D . . N1 N 0.7244(3) 0.61627(19) 0.5386(3) 0.0340(8) Uani 1 1 d . . . N2 N 0.9417(3) 0.6182(2) 0.9512(3) 0.0412(9) Uani 1 1 d . . . N3 N 0.9454(4) 0.5931(2) 1.0570(4) 0.0493(11) Uani 1 1 d . . . C1 C 0.7425(4) 0.5912(2) 0.6548(4) 0.0309(9) Uani 1 1 d . . . C2 C 0.6642(4) 0.5342(2) 0.6830(4) 0.0306(9) Uani 1 1 d . . . C3 C 0.6860(4) 0.5049(3) 0.7985(4) 0.0373(10) Uani 1 1 d . . . H3 H 0.6389 0.4666 0.8180 0.045 Uiso 1 1 calc R . . C4 C 0.7772(4) 0.5317(3) 0.8860(4) 0.0372(10) Uani 1 1 d . . . H4 H 0.7901 0.5102 0.9625 0.045 Uiso 1 1 calc R . . C5 C 0.8488(4) 0.5887(2) 0.8636(4) 0.0358(10) Uani 1 1 d . . . C6 C 0.8351(4) 0.6188(2) 0.7451(4) 0.0343(10) Uani 1 1 d . . . C7 C 0.9067(4) 0.6753(3) 0.7089(5) 0.0436(12) Uani 1 1 d . . . H7 H 0.9667 0.6964 0.7650 0.052 Uiso 1 1 calc R . . C8 C 0.8872(5) 0.6985(3) 0.5915(5) 0.0507(13) Uani 1 1 d . . . H8 H 0.9347 0.7350 0.5666 0.061 Uiso 1 1 calc R . . C9 C 0.7959(4) 0.6673(3) 0.5089(5) 0.0442(12) Uani 1 1 d . . . H9 H 0.7849 0.6833 0.4288 0.053 Uiso 1 1 calc R . . C10 C 1.0411(4) 0.6208(3) 1.1436(4) 0.0430(12) Uani 1 1 d . . . C11 C 1.0409(5) 0.5984(3) 1.2628(5) 0.0628(16) Uani 1 1 d . . . H11 H 0.9799 0.5682 1.2808 0.075 Uiso 1 1 calc R . . C12 C 1.1306(5) 0.6205(3) 1.3543(4) 0.0576(15) Uani 1 1 d . . . H12 H 1.1296 0.6055 1.4339 0.069 Uiso 1 1 calc R . . C13 C 1.2204(4) 0.6642(2) 1.3284(4) 0.0344(10) Uani 1 1 d . . . C14 C 1.2207(4) 0.6881(3) 1.2104(4) 0.0392(11) Uani 1 1 d . . . H14 H 1.2813 0.7190 1.1936 0.047 Uiso 1 1 calc R . . C15 C 1.1312(4) 0.6661(2) 1.1173(4) 0.0386(11) Uani 1 1 d . . . H15 H 1.1318 0.6818 1.0380 0.046 Uiso 1 1 calc R . . C16 C 0.4306(5) 0.2462(3) 0.7872(5) 0.0535(14) Uani 1 1 d . . . H16A H 0.3457 0.2401 0.7605 0.080 Uiso 1 1 calc R . . H16B H 0.4564 0.2142 0.8540 0.080 Uiso 1 1 calc R . . H16C H 0.4736 0.2353 0.7215 0.080 Uiso 1 1 calc R . . C17 C 0.3789(6) 0.3389(4) 0.9581(5) 0.0672(17) Uani 1 1 d . . . H17A H 0.3876 0.3854 0.9966 0.101 Uiso 1 1 calc R . . H17B H 0.4097 0.3022 1.0157 0.101 Uiso 1 1 calc R . . H17C H 0.2953 0.3298 0.9290 0.101 Uiso 1 1 calc R . . C18 C 0.2706(4) 0.5301(3) 0.7575(5) 0.0459(12) Uani 1 1 d D . . H18 H 0.2481 0.4825 0.7854 0.055 Uiso 1 1 calc R . . C19 C 0.3715(7) 0.5612(4) 0.8492(7) 0.086(2) Uani 1 1 d . . . H19A H 0.4362 0.5268 0.8642 0.130 Uiso 1 1 calc R . . H19B H 0.3420 0.5713 0.9237 0.130 Uiso 1 1 calc R . . H19C H 0.4003 0.6050 0.8177 0.130 Uiso 1 1 calc R . . C20 C 0.1606(7) 0.5800(4) 0.7434(8) 0.097(3) Uani 1 1 d . . . H20A H 0.1845 0.6282 0.7258 0.145 Uiso 1 1 calc R . . H20B H 0.1270 0.5802 0.8175 0.145 Uiso 1 1 calc R . . H20C H 0.1013 0.5630 0.6780 0.145 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0313(4) 0.0322(4) 0.0274(4) 0.0008(3) -0.0024(3) -0.0036(3) S1 0.0344(6) 0.0329(6) 0.0326(6) -0.0038(5) -0.0055(5) -0.0011(5) S2 0.0415(7) 0.0404(7) 0.0357(6) 0.0048(5) 0.0035(5) 0.0011(5) O1 0.0360(17) 0.0451(19) 0.0256(15) 0.0011(13) -0.0083(13) -0.0133(14) O2 0.0373(19) 0.057(2) 0.055(2) -0.0069(17) -0.0026(16) 0.0118(16) O3 0.071(3) 0.034(2) 0.065(2) -0.0027(17) -0.020(2) -0.0080(17) O4 0.056(2) 0.069(2) 0.0332(18) -0.0018(17) 0.0005(16) -0.0118(18) O5 0.059(2) 0.051(2) 0.0419(19) 0.0175(16) 0.0109(17) 0.0148(17) O6 0.066(2) 0.043(2) 0.049(2) 0.0096(16) 0.0216(18) 0.0118(18) N1 0.032(2) 0.036(2) 0.0311(19) 0.0030(16) -0.0031(16) -0.0026(16) N2 0.036(2) 0.048(2) 0.035(2) -0.0060(18) -0.0079(17) -0.0001(18) N3 0.043(2) 0.064(3) 0.036(2) -0.004(2) -0.0113(19) -0.011(2) C1 0.028(2) 0.033(2) 0.030(2) -0.0006(18) -0.0029(18) 0.0032(18) C2 0.026(2) 0.034(2) 0.029(2) -0.0030(18) -0.0023(18) -0.0019(18) C3 0.037(3) 0.043(3) 0.029(2) 0.0022(19) -0.0015(19) -0.008(2) C4 0.038(3) 0.044(3) 0.026(2) 0.0005(19) -0.0060(19) -0.005(2) C5 0.028(2) 0.041(3) 0.034(2) -0.007(2) -0.0084(19) 0.0017(19) C6 0.026(2) 0.035(2) 0.039(2) -0.0061(19) -0.0052(19) -0.0005(18) C7 0.032(3) 0.042(3) 0.052(3) -0.003(2) -0.008(2) -0.008(2) C8 0.047(3) 0.048(3) 0.053(3) 0.008(2) -0.006(2) -0.018(2) C9 0.046(3) 0.043(3) 0.042(3) 0.009(2) 0.002(2) -0.012(2) C10 0.038(3) 0.053(3) 0.034(3) -0.002(2) -0.008(2) -0.008(2) C11 0.060(4) 0.082(4) 0.042(3) 0.006(3) -0.005(3) -0.031(3) C12 0.059(3) 0.080(4) 0.031(3) 0.003(3) -0.003(2) -0.027(3) C13 0.032(2) 0.034(2) 0.034(2) -0.0010(19) -0.0025(19) 0.0010(19) C14 0.035(3) 0.041(3) 0.039(3) 0.002(2) -0.003(2) -0.005(2) C15 0.038(3) 0.044(3) 0.032(2) 0.002(2) -0.002(2) 0.000(2) C16 0.062(4) 0.041(3) 0.054(3) 0.006(2) -0.001(3) 0.001(3) C17 0.081(4) 0.085(5) 0.037(3) 0.012(3) 0.014(3) 0.020(4) C18 0.047(3) 0.041(3) 0.054(3) 0.008(2) 0.024(3) 0.009(2) C19 0.088(5) 0.076(5) 0.097(6) -0.031(4) 0.022(4) -0.007(4) C20 0.081(5) 0.088(5) 0.135(7) 0.015(5) 0.058(5) 0.038(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 Mn1 O1 2.146(3) . ? Mn1 O5 2.151(3) . ? Mn1 O2 2.189(3) 3_767 ? Mn1 O1 2.197(3) 3_666 ? Mn1 O6 2.201(3) . ? Mn1 N1 2.267(4) 3_666 ? S1 O3 1.426(4) . ? S1 O2 1.447(3) . ? S1 O4 1.455(4) . ? S1 C13 1.772(4) . ? S2 O5 1.518(3) . ? S2 C17 1.765(5) . ? S2 C16 1.783(5) . ? O1 C2 1.303(5) . ? O1 Mn1 2.197(3) 3_666 ? O2 Mn1 2.189(3) 3_767 ? O6 H6 0.824(10) . ? O6 C18 1.449(6) . ? O6 H6 0.824(10) . ? N1 C9 1.315(6) . ? N1 C1 1.360(5) . ? N1 Mn1 2.267(4) 3_666 ? N2 N3 1.261(5) . ? N2 C5 1.422(5) . ? N3 C10 1.423(6) . ? C1 C6 1.425(6) . ? C1 C2 1.438(6) . ? C2 C3 1.383(6) . ? C3 C4 1.391(6) . ? C3 H3 0.9300 . ? C4 C5 1.372(6) . ? C4 H4 0.9300 . ? C5 C6 1.419(6) . ? C6 C7 1.416(6) . ? C7 C8 1.361(7) . ? C7 H7 0.9300 . ? C8 C9 1.392(7) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.381(7) . ? C10 C11 1.392(7) . ? C11 C12 1.379(7) . ? C11 H11 0.9300 . ? C12 C13 1.360(7) . ? C12 H12 0.9300 . ? C13 C14 1.387(6) . ? C14 C15 1.388(6) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.516(9) . ? C18 C20 1.532(8) . ? C18 H18 0.9800 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 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 O1 Mn1 O5 121.47(13) . . ? O1 Mn1 O2 90.51(13) . 3_767 ? O5 Mn1 O2 81.63(13) . 3_767 ? O1 Mn1 O1 74.38(11) . 3_666 ? O5 Mn1 O1 163.15(13) . 3_666 ? O2 Mn1 O1 105.30(13) 3_767 3_666 ? O1 Mn1 O6 91.27(13) . . ? O5 Mn1 O6 82.10(13) . . ? O2 Mn1 O6 161.92(13) 3_767 . ? O1 Mn1 O6 92.49(12) 3_666 . ? O1 Mn1 N1 147.75(12) . 3_666 ? O5 Mn1 N1 90.78(14) . 3_666 ? O2 Mn1 N1 95.02(13) 3_767 3_666 ? O1 Mn1 N1 73.51(12) 3_666 3_666 ? O6 Mn1 N1 93.04(14) . 3_666 ? O3 S1 O2 112.1(2) . . ? O3 S1 O4 113.6(2) . . ? O2 S1 O4 110.9(2) . . ? O3 S1 C13 107.6(2) . . ? O2 S1 C13 105.9(2) . . ? O4 S1 C13 106.1(2) . . ? O5 S2 C17 103.4(2) . . ? O5 S2 C16 105.3(2) . . ? C17 S2 C16 98.7(3) . . ? C2 O1 Mn1 136.8(3) . . ? C2 O1 Mn1 117.5(3) . 3_666 ? Mn1 O1 Mn1 105.62(11) . 3_666 ? S1 O2 Mn1 154.7(2) . 3_767 ? S2 O5 Mn1 130.8(2) . . ? H6 O6 C18 125.0(16) . . ? H6 O6 Mn1 98(3) . . ? C18 O6 Mn1 128.8(3) . . ? H6 O6 H6 0(4) . . ? C18 O6 H6 125.0(16) . . ? Mn1 O6 H6 98(3) . . ? C9 N1 C1 118.6(4) . . ? C9 N1 Mn1 127.7(3) . 3_666 ? C1 N1 Mn1 113.7(3) . 3_666 ? N3 N2 C5 114.4(4) . . ? N2 N3 C10 114.3(4) . . ? N1 C1 C6 122.2(4) . . ? N1 C1 C2 116.9(4) . . ? C6 C1 C2 120.9(4) . . ? O1 C2 C3 124.1(4) . . ? O1 C2 C1 118.2(4) . . ? C3 C2 C1 117.7(4) . . ? C2 C3 C4 121.1(4) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 122.4(4) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 119.3(4) . . ? C4 C5 N2 124.0(4) . . ? C6 C5 N2 116.7(4) . . ? C7 C6 C5 124.8(4) . . ? C7 C6 C1 116.7(4) . . ? C5 C6 C1 118.5(4) . . ? C8 C7 C6 119.5(4) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C9 119.8(5) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? N1 C9 C8 123.1(4) . . ? N1 C9 H9 118.4 . . ? C8 C9 H9 118.4 . . ? C15 C10 C11 119.6(4) . . ? C15 C10 N3 125.2(4) . . ? C11 C10 N3 115.2(4) . . ? C12 C11 C10 120.5(5) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 120.0(5) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.2(4) . . ? C12 C13 S1 121.0(4) . . ? C14 C13 S1 118.8(3) . . ? C13 C14 C15 120.4(4) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C10 C15 C14 119.3(4) . . ? C10 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? S2 C16 H16A 109.5 . . ? S2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? S2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? S2 C17 H17A 109.5 . . ? S2 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? S2 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O6 C18 C19 109.0(5) . . ? O6 C18 C20 109.7(5) . . ? C19 C18 C20 110.3(5) . . ? O6 C18 H18 109.3 . . ? C19 C18 H18 109.3 . . ? C20 C18 H18 109.3 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Mn1 O1 C2 5.7(5) . . . . ? O2 Mn1 O1 C2 -74.8(4) 3_767 . . . ? O1 Mn1 O1 C2 179.5(5) 3_666 . . . ? O6 Mn1 O1 C2 87.2(4) . . . . ? N1 Mn1 O1 C2 -175.0(4) 3_666 . . . ? O5 Mn1 O1 Mn1 -173.75(13) . . . 3_666 ? O2 Mn1 O1 Mn1 105.76(15) 3_767 . . 3_666 ? O1 Mn1 O1 Mn1 0.0 3_666 . . 3_666 ? O6 Mn1 O1 Mn1 -92.23(14) . . . 3_666 ? N1 Mn1 O1 Mn1 5.5(3) 3_666 . . 3_666 ? O3 S1 O2 Mn1 157.5(5) . . . 3_767 ? O4 S1 O2 Mn1 29.3(6) . . . 3_767 ? C13 S1 O2 Mn1 -85.4(5) . . . 3_767 ? C17 S2 O5 Mn1 159.7(3) . . . . ? C16 S2 O5 Mn1 -97.3(3) . . . . ? O1 Mn1 O5 S2 -53.7(3) . . . . ? O2 Mn1 O5 S2 31.7(3) 3_767 . . . ? O1 Mn1 O5 S2 147.5(3) 3_666 . . . ? O6 Mn1 O5 S2 -140.3(3) . . . . ? N1 Mn1 O5 S2 126.7(3) 3_666 . . . ? O1 Mn1 O6 H6 43(4) . . . . ? O5 Mn1 O6 H6 164(4) . . . . ? O2 Mn1 O6 H6 138(4) 3_767 . . . ? O1 Mn1 O6 H6 -32(4) 3_666 . . . ? N1 Mn1 O6 H6 -105(4) 3_666 . . . ? O1 Mn1 O6 C18 -105.5(4) . . . . ? O5 Mn1 O6 C18 16.1(4) . . . . ? O2 Mn1 O6 C18 -10.0(7) 3_767 . . . ? O1 Mn1 O6 C18 -180.0(4) 3_666 . . . ? N1 Mn1 O6 C18 106.4(4) 3_666 . . . ? C5 N2 N3 C10 177.8(4) . . . . ? C9 N1 C1 C6 0.7(6) . . . . ? Mn1 N1 C1 C6 -180.0(3) 3_666 . . . ? C9 N1 C1 C2 -178.6(4) . . . . ? Mn1 N1 C1 C2 0.7(5) 3_666 . . . ? Mn1 O1 C2 C3 5.4(7) . . . . ? Mn1 O1 C2 C3 -175.1(3) 3_666 . . . ? Mn1 O1 C2 C1 -175.4(3) . . . . ? Mn1 O1 C2 C1 4.0(5) 3_666 . . . ? N1 C1 C2 O1 -3.2(6) . . . . ? C6 C1 C2 O1 177.5(4) . . . . ? N1 C1 C2 C3 176.1(4) . . . . ? C6 C1 C2 C3 -3.2(6) . . . . ? O1 C2 C3 C4 -178.1(4) . . . . ? C1 C2 C3 C4 2.7(7) . . . . ? C2 C3 C4 C5 0.9(7) . . . . ? C3 C4 C5 C6 -4.0(7) . . . . ? C3 C4 C5 N2 179.1(4) . . . . ? N3 N2 C5 C4 -7.5(7) . . . . ? N3 N2 C5 C6 175.5(4) . . . . ? C4 C5 C6 C7 -177.0(4) . . . . ? N2 C5 C6 C7 0.1(7) . . . . ? C4 C5 C6 C1 3.3(6) . . . . ? N2 C5 C6 C1 -179.5(4) . . . . ? N1 C1 C6 C7 1.3(6) . . . . ? C2 C1 C6 C7 -179.4(4) . . . . ? N1 C1 C6 C5 -179.0(4) . . . . ? C2 C1 C6 C5 0.3(6) . . . . ? C5 C6 C7 C8 178.2(5) . . . . ? C1 C6 C7 C8 -2.2(7) . . . . ? C6 C7 C8 C9 1.1(8) . . . . ? C1 N1 C9 C8 -2.0(7) . . . . ? Mn1 N1 C9 C8 178.8(4) 3_666 . . . ? C7 C8 C9 N1 1.1(8) . . . . ? N2 N3 C10 C15 -5.6(7) . . . . ? N2 N3 C10 C11 175.0(5) . . . . ? C15 C10 C11 C12 -0.7(9) . . . . ? N3 C10 C11 C12 178.7(6) . . . . ? C10 C11 C12 C13 -0.3(10) . . . . ? C11 C12 C13 C14 1.4(9) . . . . ? C11 C12 C13 S1 -176.8(5) . . . . ? O3 S1 C13 C12 -129.7(5) . . . . ? O2 S1 C13 C12 110.2(5) . . . . ? O4 S1 C13 C12 -7.7(5) . . . . ? O3 S1 C13 C14 52.0(4) . . . . ? O2 S1 C13 C14 -68.1(4) . . . . ? O4 S1 C13 C14 174.0(4) . . . . ? C12 C13 C14 C15 -1.6(7) . . . . ? S1 C13 C14 C15 176.8(4) . . . . ? C11 C10 C15 C14 0.5(8) . . . . ? N3 C10 C15 C14 -178.8(5) . . . . ? C13 C14 C15 C10 0.6(7) . . . . ? H6 O6 C18 C19 -63(5) . . . . ? Mn1 O6 C18 C19 77.5(5) . . . . ? H6 O6 C18 C20 58(5) . . . . ? Mn1 O6 C18 C20 -161.6(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.641 _refine_diff_density_min -0.370 _refine_diff_density_rms 0.079 data_shelxl _database_code_depnum_ccdc_archive 'CCDC 915065' #TrackingRef 'shelxl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H15 N3 O5 Pb S2, 2(C3 H8 O)' _chemical_formula_sum 'C23 H31 N3 O7 Pb S2' _chemical_formula_weight 732.82 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.449(3) _cell_length_b 12.019(4) _cell_length_c 13.797(4) _cell_angle_alpha 104.264(5) _cell_angle_beta 99.355(3) _cell_angle_gamma 106.490(6) _cell_volume 1409.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6035 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.74 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.726 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 6.175 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0918 _exptl_absorpt_correction_T_max 0.3436 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13783 _diffrn_reflns_av_R_equivalents 0.0908 _diffrn_reflns_av_sigmaI/netI 0.1074 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5129 _reflns_number_gt 3933 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _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.Their C21'- O7',C21'- C22', C21'-C23', C18'-O6',C18'-C19',C18'-C20',O21-O7,C21-C22, C21-C23, C18-O6,C18-C19,C18-C20 distances were constrained. ; _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^)+(0.0505P)^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 5129 _refine_ls_number_parameters 306 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0713 _refine_ls_R_factor_gt 0.0534 _refine_ls_wR_factor_ref 0.1275 _refine_ls_wR_factor_gt 0.1191 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 1.003 _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 Pb1 Pb -0.22499(4) 0.46991(3) 0.00140(2) 0.03853(15) Uani 1 1 d . . . S1 S 0.3330(3) 1.2536(2) 0.97547(18) 0.0428(6) Uani 1 1 d . . . S2 S -0.2489(4) 0.1838(3) 0.0212(3) 0.0702(9) Uani 1 1 d . . . O1 O 0.0184(7) 0.5909(6) 0.0909(4) 0.0413(16) Uani 1 1 d . . . O2 O 0.2114(9) 1.3039(7) 0.9849(5) 0.059(2) Uani 1 1 d . . . O3 O 0.4763(10) 1.3453(9) 0.9984(6) 0.114(4) Uani 1 1 d . . . O4 O 0.3287(12) 1.1669(8) 1.0320(6) 0.084(3) Uani 1 1 d . . . O5 O -0.1789(9) 0.3186(6) 0.0776(6) 0.068(2) Uani 1 1 d . . . O6 O 0.217(3) 0.452(2) 0.2571(17) 0.144(4) Uiso 0.50 1 d PD A 1 O6' O -0.002(3) 0.402(3) 0.360(2) 0.144(4) Uiso 0.50 1 d PD B 2 O7 O 0.352(5) 0.137(4) 0.289(3) 0.253(10) Uiso 0.50 1 d PD C 1 O7' O 0.488(5) 0.192(4) 0.463(3) 0.253(10) Uiso 0.50 1 d PD D 2 N1 N -0.2168(9) 0.5553(7) 0.1822(5) 0.0386(19) Uani 1 1 d . . . N2 N 0.0921(10) 0.8742(7) 0.4951(5) 0.045(2) Uani 1 1 d . . . N3 N 0.2170(11) 0.9575(9) 0.5353(7) 0.067(3) Uani 1 1 d . . . C1 C -0.3305(13) 0.5316(10) 0.2248(8) 0.060(3) Uani 1 1 d . . . H1 H -0.4231 0.4720 0.1865 0.072 Uiso 1 1 calc R . . C2 C -0.3137(15) 0.5960(11) 0.3288(9) 0.071(4) Uani 1 1 d . . . H2 H -0.3943 0.5760 0.3592 0.086 Uiso 1 1 calc R . . C3 C -0.1846(12) 0.6846(10) 0.3838(7) 0.049(3) Uani 1 1 d . . . H3 H -0.1765 0.7277 0.4517 0.059 Uiso 1 1 calc R . . C4 C -0.0620(11) 0.7132(8) 0.3406(6) 0.038(2) Uani 1 1 d . . . C5 C -0.0829(11) 0.6420(8) 0.2377(7) 0.036(2) Uani 1 1 d . . . C6 C 0.0374(11) 0.6624(9) 0.1856(7) 0.040(2) Uani 1 1 d . . . C7 C 0.1741(12) 0.7573(9) 0.2403(7) 0.050(3) Uani 1 1 d . . . H7 H 0.2537 0.7749 0.2085 0.060 Uiso 1 1 calc R . . C8 C 0.1918(12) 0.8252(9) 0.3413(7) 0.051(3) Uani 1 1 d . . . H8 H 0.2848 0.8864 0.3760 0.061 Uiso 1 1 calc R . . C9 C 0.0790(11) 0.8065(9) 0.3921(6) 0.042(2) Uani 1 1 d . . . C10 C 0.2323(12) 1.0275(9) 0.6414(7) 0.048(3) Uani 1 1 d . . . C11 C 0.3757(13) 1.1133(12) 0.6901(8) 0.076(4) Uani 1 1 d . . . H11 H 0.4515 1.1235 0.6545 0.091 Uiso 1 1 calc R . . C12 C 0.4057(13) 1.1831(11) 0.7911(8) 0.066(4) Uani 1 1 d . . . H12 H 0.5019 1.2405 0.8243 0.079 Uiso 1 1 calc R . . C13 C 0.2911(11) 1.1673(8) 0.8434(7) 0.042(2) Uani 1 1 d . . . C14 C 0.1473(11) 1.0838(8) 0.7929(7) 0.042(2) Uani 1 1 d . . . H14 H 0.0700 1.0756 0.8274 0.051 Uiso 1 1 calc R . . C15 C 0.1174(12) 1.0122(9) 0.6913(7) 0.047(3) Uani 1 1 d . . . H15 H 0.0212 0.9550 0.6577 0.056 Uiso 1 1 calc R . . C16 C -0.0940(18) 0.1299(13) 0.0253(14) 0.119(7) Uani 1 1 d . . . H16A H -0.0263 0.1684 -0.0109 0.178 Uiso 1 1 calc R . . H16B H -0.1309 0.0431 -0.0070 0.178 Uiso 1 1 calc R . . H16C H -0.0404 0.1488 0.0958 0.178 Uiso 1 1 calc R . . C17 C -0.3383(16) 0.1155(12) 0.1058(11) 0.088(4) Uani 1 1 d . . . H17A H -0.2690 0.1444 0.1729 0.132 Uiso 1 1 calc R . . H17B H -0.3664 0.0284 0.0792 0.132 Uiso 1 1 calc R . . H17C H -0.4280 0.1367 0.1111 0.132 Uiso 1 1 calc R . . C18 C 0.169(4) 0.491(4) 0.352(3) 0.144(4) Uiso 0.50 1 d PD A 1 C18' C 0.149(4) 0.478(3) 0.367(4) 0.144(4) Uiso 0.50 1 d PD B 2 C19 C 0.312(5) 0.512(3) 0.428(2) 0.144(4) Uiso 0.50 1 d PD A 1 C19' C 0.285(4) 0.451(4) 0.414(3) 0.144(4) Uiso 0.50 1 d PD B 2 C20 C 0.139(5) 0.358(3) 0.343(3) 0.144(4) Uiso 0.50 1 d PD A 1 C20' C 0.086(4) 0.338(3) 0.316(3) 0.144(4) Uiso 0.50 1 d PD B 2 C21 C 0.475(6) 0.255(5) 0.325(4) 0.253(10) Uiso 0.50 1 d PD C 1 C21' C 0.440(7) 0.151(5) 0.351(4) 0.253(10) Uiso 0.50 1 d PD D 2 C22 C 0.436(8) 0.291(6) 0.427(4) 0.253(10) Uiso 0.50 1 d PD C 1 C22' C 0.534(6) 0.282(6) 0.367(5) 0.253(10) Uiso 0.50 1 d PD D 2 C23 C 0.573(5) 0.202(6) 0.382(5) 0.253(10) Uiso 0.50 1 d PD C 1 C23' C 0.311(5) 0.195(7) 0.368(6) 0.253(10) Uiso 0.50 1 d PD D 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.0376(3) 0.0383(2) 0.0293(2) -0.00381(15) 0.00416(16) 0.01188(18) S1 0.0422(16) 0.0434(14) 0.0312(13) -0.0043(11) 0.0037(11) 0.0136(12) S2 0.091(3) 0.0551(19) 0.068(2) 0.0147(16) 0.0238(18) 0.0330(18) O1 0.027(4) 0.048(4) 0.033(3) -0.012(3) 0.004(3) 0.012(3) O2 0.074(5) 0.066(5) 0.048(4) 0.007(4) 0.023(4) 0.046(4) O3 0.066(6) 0.133(9) 0.057(5) -0.049(5) 0.030(5) -0.032(6) O4 0.147(9) 0.080(6) 0.041(5) 0.021(4) 0.013(5) 0.069(6) O5 0.086(6) 0.036(4) 0.082(6) 0.019(4) 0.015(5) 0.024(4) N1 0.037(5) 0.035(4) 0.030(4) -0.001(3) 0.003(4) 0.004(4) N2 0.045(5) 0.046(5) 0.027(4) -0.006(4) 0.001(4) 0.012(4) N3 0.058(7) 0.066(7) 0.046(6) -0.017(5) 0.002(5) 0.013(5) C1 0.048(7) 0.064(7) 0.048(7) -0.002(6) 0.023(6) -0.001(6) C2 0.077(10) 0.078(9) 0.050(7) 0.004(6) 0.041(7) 0.013(7) C3 0.053(7) 0.054(7) 0.026(5) -0.003(5) 0.010(5) 0.009(6) C4 0.048(6) 0.044(6) 0.017(4) -0.001(4) 0.009(4) 0.015(5) C5 0.037(6) 0.037(5) 0.032(5) 0.003(4) 0.003(4) 0.018(5) C6 0.047(6) 0.045(6) 0.030(5) 0.003(4) 0.016(5) 0.021(5) C7 0.036(6) 0.060(7) 0.036(6) -0.007(5) 0.014(5) 0.005(5) C8 0.033(6) 0.053(7) 0.039(6) -0.013(5) -0.003(5) 0.002(5) C9 0.039(6) 0.053(6) 0.020(5) -0.007(4) 0.002(4) 0.014(5) C10 0.046(7) 0.042(6) 0.040(6) -0.010(5) 0.004(5) 0.013(5) C11 0.042(7) 0.101(10) 0.047(7) -0.023(7) 0.015(6) 0.008(7) C12 0.036(7) 0.081(9) 0.045(7) -0.018(6) 0.012(5) -0.003(6) C13 0.036(6) 0.038(5) 0.041(6) -0.003(4) 0.005(5) 0.015(5) C14 0.031(6) 0.043(6) 0.040(6) -0.002(4) 0.003(4) 0.009(5) C15 0.036(6) 0.042(6) 0.040(6) -0.007(5) 0.001(5) 0.003(5) C16 0.110(13) 0.075(10) 0.22(2) 0.060(12) 0.109(14) 0.060(10) C17 0.106(12) 0.093(11) 0.099(11) 0.048(9) 0.051(9) 0.053(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 O1 2.285(6) . ? Pb1 O5 2.419(7) . ? Pb1 N1 2.431(7) . ? Pb1 O2 2.643(7) 2_576 ? Pb1 O1 2.670(6) 2_565 ? S1 O3 1.411(9) . ? S1 O4 1.443(8) . ? S1 O2 1.452(7) . ? S1 C13 1.776(9) . ? S2 O5 1.507(8) . ? S2 C16 1.759(13) . ? S2 C17 1.774(13) . ? O1 C6 1.327(10) . ? O1 Pb1 2.670(6) 2_565 ? O2 Pb1 2.643(7) 2_576 ? O6 C18 1.47(2) . ? O6' C18' 1.431(19) . ? O7 C21 1.46(2) . ? O7' C21' 1.44(2) . ? N1 C1 1.302(12) . ? N1 C5 1.348(11) . ? N2 N3 1.243(12) . ? N2 C9 1.418(10) . ? N3 C10 1.458(12) . ? C1 C2 1.412(14) . ? C1 H1 0.9300 . ? C2 C3 1.327(15) . ? C2 H2 0.9300 . ? C3 C4 1.385(13) . ? C3 H3 0.9300 . ? C4 C9 1.410(13) . ? C4 C5 1.414(11) . ? C5 C6 1.436(13) . ? C6 C7 1.400(13) . ? C7 C8 1.387(13) . ? C7 H7 0.9300 . ? C8 C9 1.365(14) . ? C8 H8 0.9300 . ? C10 C15 1.371(14) . ? C10 C11 1.385(15) . ? C11 C12 1.374(14) . ? C11 H11 0.9300 . ? C12 C13 1.390(14) . ? C12 H12 0.9300 . ? C13 C14 1.383(13) . ? C14 C15 1.387(12) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.483(19) . ? C18 C20 1.512(19) . ? C18' C19' 1.499(19) . ? C18' C20' 1.539(19) . ? C21 C23 1.49(2) . ? C21 C22 1.50(2) . ? C21' C23' 1.49(2) . ? C21' C22' 1.51(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Pb1 O5 86.3(3) . . ? O1 Pb1 N1 70.0(2) . . ? O5 Pb1 N1 76.6(3) . . ? O1 Pb1 O2 74.0(2) . 2_576 ? O5 Pb1 O2 151.5(2) . 2_576 ? N1 Pb1 O2 77.4(2) . 2_576 ? O1 Pb1 O1 68.0(2) . 2_565 ? O5 Pb1 O1 78.3(2) . 2_565 ? N1 Pb1 O1 131.9(2) . 2_565 ? O2 Pb1 O1 111.7(2) 2_576 2_565 ? O3 S1 O4 114.5(7) . . ? O3 S1 O2 112.2(6) . . ? O4 S1 O2 111.0(5) . . ? O3 S1 C13 107.1(5) . . ? O4 S1 C13 105.5(5) . . ? O2 S1 C13 105.9(4) . . ? O5 S2 C16 104.8(6) . . ? O5 S2 C17 106.6(6) . . ? C16 S2 C17 99.7(7) . . ? C6 O1 Pb1 117.2(6) . . ? C6 O1 Pb1 129.5(5) . 2_565 ? Pb1 O1 Pb1 112.0(2) . 2_565 ? S1 O2 Pb1 126.9(5) . 2_576 ? S2 O5 Pb1 122.1(4) . . ? C1 N1 C5 119.7(8) . . ? C1 N1 Pb1 126.1(7) . . ? C5 N1 Pb1 114.0(6) . . ? N3 N2 C9 113.3(9) . . ? N2 N3 C10 113.8(9) . . ? N1 C1 C2 120.2(10) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? C3 C2 C1 121.1(11) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 120.2(9) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C9 124.5(8) . . ? C3 C4 C5 116.3(9) . . ? C9 C4 C5 119.2(9) . . ? N1 C5 C4 122.4(9) . . ? N1 C5 C6 116.5(8) . . ? C4 C5 C6 121.1(9) . . ? O1 C6 C7 122.6(9) . . ? O1 C6 C5 120.3(9) . . ? C7 C6 C5 117.1(8) . . ? C8 C7 C6 120.6(9) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C9 C8 C7 123.0(9) . . ? C9 C8 H8 118.5 . . ? C7 C8 H8 118.5 . . ? C8 C9 C4 119.0(8) . . ? C8 C9 N2 124.8(9) . . ? C4 C9 N2 116.2(8) . . ? C15 C10 C11 121.3(9) . . ? C15 C10 N3 124.4(9) . . ? C11 C10 N3 114.3(10) . . ? C12 C11 C10 119.9(11) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C13 119.5(10) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 119.9(9) . . ? C14 C13 S1 120.9(8) . . ? C12 C13 S1 119.2(7) . . ? C13 C14 C15 120.6(9) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C10 C15 C14 118.7(9) . . ? C10 C15 H15 120.7 . . ? C14 C15 H15 120.7 . . ? S2 C16 H16A 109.5 . . ? S2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? S2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? S2 C17 H17A 109.5 . . ? S2 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? S2 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O6 C18 C19 98(2) . . ? O6 C18 C20 80.3(19) . . ? C19 C18 C20 84.7(19) . . ? O6' C18' C19' 121(3) . . ? O6' C18' C20' 56(2) . . ? C19' C18' C20' 82.7(19) . . ? O7 C21 C23 90(2) . . ? O7 C21 C22 93(2) . . ? C23 C21 C22 82(2) . . ? O7' C21' C23' 84(2) . . ? O7' C21' C22' 81(2) . . ? C23' C21' C22' 87(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Pb1 O1 C6 -89.6(6) . . . . ? N1 Pb1 O1 C6 -12.5(6) . . . . ? O2 Pb1 O1 C6 69.6(6) 2_576 . . . ? O1 Pb1 O1 C6 -168.4(8) 2_565 . . . ? O5 Pb1 O1 Pb1 78.8(3) . . . 2_565 ? N1 Pb1 O1 Pb1 155.9(3) . . . 2_565 ? O2 Pb1 O1 Pb1 -122.0(3) 2_576 . . 2_565 ? O1 Pb1 O1 Pb1 0.0 2_565 . . 2_565 ? O3 S1 O2 Pb1 14.0(7) . . . 2_576 ? O4 S1 O2 Pb1 143.5(5) . . . 2_576 ? C13 S1 O2 Pb1 -102.5(5) . . . 2_576 ? C16 S2 O5 Pb1 126.5(7) . . . . ? C17 S2 O5 Pb1 -128.4(6) . . . . ? O1 Pb1 O5 S2 -146.7(6) . . . . ? N1 Pb1 O5 S2 142.9(6) . . . . ? O2 Pb1 O5 S2 167.6(4) 2_576 . . . ? O1 Pb1 O5 S2 -78.4(6) 2_565 . . . ? O1 Pb1 N1 C1 -176.3(9) . . . . ? O5 Pb1 N1 C1 -85.4(9) . . . . ? O2 Pb1 N1 C1 106.3(9) 2_576 . . . ? O1 Pb1 N1 C1 -145.8(8) 2_565 . . . ? O1 Pb1 N1 C5 9.4(6) . . . . ? O5 Pb1 N1 C5 100.3(6) . . . . ? O2 Pb1 N1 C5 -67.9(6) 2_576 . . . ? O1 Pb1 N1 C5 40.0(7) 2_565 . . . ? C9 N2 N3 C10 -179.7(8) . . . . ? C5 N1 C1 C2 -0.2(16) . . . . ? Pb1 N1 C1 C2 -174.2(8) . . . . ? N1 C1 C2 C3 2.6(19) . . . . ? C1 C2 C3 C4 -1.8(19) . . . . ? C2 C3 C4 C9 179.2(11) . . . . ? C2 C3 C4 C5 -1.1(15) . . . . ? C1 N1 C5 C4 -2.9(14) . . . . ? Pb1 N1 C5 C4 171.8(6) . . . . ? C1 N1 C5 C6 179.7(9) . . . . ? Pb1 N1 C5 C6 -5.7(10) . . . . ? C3 C4 C5 N1 3.5(13) . . . . ? C9 C4 C5 N1 -176.8(8) . . . . ? C3 C4 C5 C6 -179.1(9) . . . . ? C9 C4 C5 C6 0.6(13) . . . . ? Pb1 O1 C6 C7 -167.0(7) . . . . ? Pb1 O1 C6 C7 27.0(13) 2_565 . . . ? Pb1 O1 C6 C5 15.0(11) . . . . ? Pb1 O1 C6 C5 -151.0(6) 2_565 . . . ? N1 C5 C6 O1 -5.7(13) . . . . ? C4 C5 C6 O1 176.7(8) . . . . ? N1 C5 C6 C7 176.2(8) . . . . ? C4 C5 C6 C7 -1.4(13) . . . . ? O1 C6 C7 C8 -176.3(9) . . . . ? C5 C6 C7 C8 1.8(15) . . . . ? C6 C7 C8 C9 -1.5(17) . . . . ? C7 C8 C9 C4 0.7(16) . . . . ? C7 C8 C9 N2 -179.7(9) . . . . ? C3 C4 C9 C8 179.5(10) . . . . ? C5 C4 C9 C8 -0.2(14) . . . . ? C3 C4 C9 N2 -0.2(14) . . . . ? C5 C4 C9 N2 -179.9(8) . . . . ? N3 N2 C9 C8 2.4(14) . . . . ? N3 N2 C9 C4 -177.9(9) . . . . ? N2 N3 C10 C15 -5.4(15) . . . . ? N2 N3 C10 C11 174.5(10) . . . . ? C15 C10 C11 C12 1.5(19) . . . . ? N3 C10 C11 C12 -178.5(11) . . . . ? C10 C11 C12 C13 0(2) . . . . ? C11 C12 C13 C14 -1.5(18) . . . . ? C11 C12 C13 S1 177.5(10) . . . . ? O3 S1 C13 C14 -168.9(9) . . . . ? O4 S1 C13 C14 68.7(9) . . . . ? O2 S1 C13 C14 -49.0(9) . . . . ? O3 S1 C13 C12 12.1(11) . . . . ? O4 S1 C13 C12 -110.2(10) . . . . ? O2 S1 C13 C12 132.0(9) . . . . ? C12 C13 C14 C15 2.3(15) . . . . ? S1 C13 C14 C15 -176.7(7) . . . . ? C11 C10 C15 C14 -0.7(16) . . . . ? N3 C10 C15 C14 179.2(9) . . . . ? C13 C14 C15 C10 -1.2(15) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.466 _refine_diff_density_min -2.989 _refine_diff_density_rms 0.183 data_g120702c _database_code_depnum_ccdc_archive 'CCDC 915408' #TrackingRef 'g120702c.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H38 Cd2 N6 O14 S4' _chemical_formula_sum 'C34 H38 Cd2 N6 O14 S4' _chemical_formula_weight 1107.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_HALL '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5738(5) _cell_length_b 13.7497(7) _cell_length_c 20.2518(17) _cell_angle_alpha 99.783(6) _cell_angle_beta 96.824(6) _cell_angle_gamma 105.468(6) _cell_volume 1972.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4687 _cell_measurement_theta_min 3.0885 _cell_measurement_theta_max 29.5506 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.865 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 1.366 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.90105 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.4692 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10942 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0585 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.50 _reflns_number_total 10942 _reflns_number_gt 9154 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _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^)+(0.0621P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10942 _refine_ls_number_parameters 591 _refine_ls_number_restraints 23 _refine_ls_R_factor_all 0.0549 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1030 _refine_ls_wR_factor_gt 0.0987 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.70257(5) 0.45608(3) -0.32749(2) 0.01805(11) Uani 1 1 d . A . Cd2 Cd 0.83022(6) 0.15819(3) 0.32193(3) 0.02316(13) Uani 1 1 d . . . S1 S 1.36389(18) 1.00015(11) 0.30789(8) 0.0177(3) Uani 1 1 d . . . S2 S 0.27930(18) 0.30542(11) -0.29923(8) 0.0170(3) Uani 1 1 d . . . S3A S 0.6738(4) 0.3434(3) -0.48725(17) 0.0270(5) Uani 0.50 1 d PD A 1 S3B S 0.7289(4) 0.4373(3) -0.49027(17) 0.0270(5) Uani 0.50 1 d PD A 2 S4A S 1.0193(4) 0.1763(3) 0.47377(17) 0.0312(8) Uani 0.50 1 d PD B 1 S4B S 0.7440(8) 0.1008(4) 0.4704(3) 0.0374(13) Uani 0.32 1 d PD B 2 S4C S 0.8083(15) 0.1873(8) 0.5065(5) 0.044(3) Uani 0.18 1 d PD B 3 O1 O 0.7279(5) 0.6228(3) -0.2867(2) 0.0199(9) Uani 1 1 d . A . O2 O 1.4517(5) 0.9248(3) 0.3272(2) 0.0279(10) Uani 1 1 d . . . O3 O 1.2199(5) 1.0141(4) 0.3466(2) 0.0446(14) Uani 1 1 d . . . O4 O 1.4992(6) 1.0993(3) 0.3103(2) 0.0310(11) Uani 1 1 d . . . O5 O 0.8001(5) 0.3033(3) 0.2922(2) 0.0210(10) Uani 1 1 d . . . O6 O 0.3942(5) 0.4012(3) -0.3129(2) 0.0202(9) Uani 1 1 d . . . O7 O 0.0865(5) 0.3078(3) -0.3044(2) 0.0287(11) Uani 1 1 d . . . O8 O 0.3057(5) 0.2143(3) -0.3391(2) 0.0259(10) Uani 1 1 d . . . O9 O 0.6073(5) 0.4331(4) -0.4385(2) 0.0369(12) Uani 1 1 d D . . O10 O 1.0140(5) 0.4968(3) -0.3483(2) 0.0193(10) Uani 1 1 d D . . H10A H 1.052(7) 0.5600(10) -0.335(3) 0.029 Uiso 1 1 d D . . H10B H 1.035(8) 0.444(3) -0.342(3) 0.029 Uiso 1 1 d D . . O11 O 0.7176(6) 0.2852(3) -0.3426(3) 0.0295(11) Uani 1 1 d D . . H11A H 0.761(9) 0.333(4) -0.310(2) 0.044 Uiso 1 1 d D . . H11B H 0.658(7) 0.229(3) -0.337(4) 0.044 Uiso 1 1 d D . . O12 O 0.8310(7) 0.1935(4) 0.4331(2) 0.0526(14) Uani 1 1 d D . . O13 O 1.1520(6) 0.2205(3) 0.3486(3) 0.0282(11) Uani 1 1 d D . . H13A H 1.244(5) 0.200(5) 0.354(4) 0.042 Uiso 1 1 d D . . H13B H 1.207(8) 0.271(3) 0.335(4) 0.042 Uiso 1 1 d D . . O14 O 0.8550(5) -0.0036(3) 0.3244(3) 0.0401(13) Uani 1 1 d D . . H14A H 0.964(4) -0.001(5) 0.323(5) 0.060 Uiso 1 1 d D . . H14B H 0.785(8) -0.042(5) 0.343(4) 0.060 Uiso 1 1 d D . . N1 N 0.8056(6) 0.4848(4) -0.2132(2) 0.0183(11) Uani 1 1 d . . . N2 N 0.9616(6) 0.7472(4) -0.0062(2) 0.0217(11) Uani 1 1 d . . . N3 N 1.0068(6) 0.8442(3) 0.0165(2) 0.0199(11) Uani 1 1 d . . . N4 N 0.7880(6) 0.1241(3) 0.2060(3) 0.0179(11) Uani 1 1 d . . . N5 N 0.5633(6) 0.2524(3) 0.0142(2) 0.0176(11) Uani 1 1 d . . . N6 N 0.5259(6) 0.3295(3) -0.0049(3) 0.0228(12) Uani 1 1 d . . . C1 C 0.8175(7) 0.5815(4) -0.1799(3) 0.0164(13) Uani 1 1 d . A . C2 C 0.7753(7) 0.6515(4) -0.2210(3) 0.0170(13) Uani 1 1 d . . . C3 C 0.7899(7) 0.7514(4) -0.1860(3) 0.0201(14) Uani 1 1 d . A . H3 H 0.7588 0.7987 -0.2111 0.024 Uiso 1 1 calc R . . C4 C 0.8476(7) 0.7833(4) -0.1167(3) 0.0198(13) Uani 1 1 d . . . H4 H 0.8579 0.8523 -0.0956 0.024 Uiso 1 1 calc R A . C5 C 0.8915(7) 0.7171(4) -0.0766(3) 0.0200(13) Uani 1 1 d . A . C6 C 0.8735(7) 0.6140(4) -0.1082(3) 0.0180(13) Uani 1 1 d . . . C7 C 0.9118(8) 0.5401(4) -0.0732(3) 0.0261(15) Uani 1 1 d . A . H7 H 0.9480 0.5581 -0.0251 0.031 Uiso 1 1 calc R . . C8 C 0.8979(9) 0.4430(5) -0.1069(3) 0.0296(16) Uani 1 1 d . . . H8 H 0.9238 0.3933 -0.0830 0.036 Uiso 1 1 calc R A . C9 C 0.8443(8) 0.4185(5) -0.1778(3) 0.0215(14) Uani 1 1 d . A . H9 H 0.8355 0.3511 -0.2015 0.026 Uiso 1 1 calc R . . C10 C 1.0857(7) 0.8761(4) 0.0863(3) 0.0180(13) Uani 1 1 d . . . C11 C 1.2197(7) 0.9710(4) 0.1060(3) 0.0172(13) Uani 1 1 d . . . H11 H 1.2531 1.0110 0.0730 0.021 Uiso 1 1 calc R . . C12 C 1.3047(8) 1.0078(4) 0.1724(3) 0.0173(13) Uani 1 1 d . . . H12 H 1.3986 1.0725 0.1849 0.021 Uiso 1 1 calc R . . C13 C 1.2557(7) 0.9522(4) 0.2216(3) 0.0188(13) Uani 1 1 d . . . C14 C 1.1161(7) 0.8579(4) 0.2029(3) 0.0205(13) Uani 1 1 d . . . H14 H 1.0787 0.8203 0.2367 0.025 Uiso 1 1 calc R . . C15 C 1.0326(7) 0.8191(4) 0.1362(3) 0.0175(13) Uani 1 1 d . . . H15 H 0.9394 0.7543 0.1236 0.021 Uiso 1 1 calc R . . C16 C 0.7371(7) 0.1996(4) 0.1799(3) 0.0194(14) Uani 1 1 d . B . C17 C 0.7392(7) 0.2908(4) 0.2272(3) 0.0146(13) Uani 1 1 d . . . C18 C 0.6758(7) 0.3647(4) 0.1998(3) 0.0183(13) Uani 1 1 d . B . H18 H 0.6738 0.4255 0.2297 0.022 Uiso 1 1 calc R . . C19 C 0.6163(7) 0.3528(4) 0.1313(3) 0.0182(13) Uani 1 1 d . . . H19 H 0.5728 0.4050 0.1156 0.022 Uiso 1 1 calc R B . C20 C 0.6178(7) 0.2675(4) 0.0844(3) 0.0168(12) Uani 1 1 d . B . C21 C 0.6769(7) 0.1873(4) 0.1085(3) 0.0154(12) Uani 1 1 d . . . C22 C 0.6748(7) 0.0953(4) 0.0663(3) 0.0186(13) Uani 1 1 d . B . H22 H 0.6340 0.0838 0.0186 0.022 Uiso 1 1 calc R . . C23 C 0.7322(7) 0.0211(4) 0.0938(3) 0.0197(14) Uani 1 1 d . . . H23 H 0.7344 -0.0408 0.0652 0.024 Uiso 1 1 calc R B . C24 C 0.7864(8) 0.0384(4) 0.1637(3) 0.0233(15) Uani 1 1 d . B . H24 H 0.8242 -0.0134 0.1822 0.028 Uiso 1 1 calc R . . C25 C 0.4699(7) 0.3146(4) -0.0758(3) 0.0168(12) Uani 1 1 d . . . C26 C 0.3941(7) 0.3899(4) -0.0961(3) 0.0200(14) Uani 1 1 d . . . H26 H 0.3841 0.4450 -0.0628 0.024 Uiso 1 1 calc R . . C27 C 0.3347(7) 0.3840(4) -0.1635(3) 0.0159(13) Uani 1 1 d . . . H27 H 0.2794 0.4338 -0.1766 0.019 Uiso 1 1 calc R . . C28 C 0.3541(7) 0.3064(4) -0.2131(3) 0.0158(13) Uani 1 1 d . . . C29 C 0.4303(7) 0.2321(4) -0.1932(3) 0.0188(13) Uani 1 1 d . . . H29 H 0.4424 0.1779 -0.2266 0.023 Uiso 1 1 calc R . . C30 C 0.4879(7) 0.2366(4) -0.1259(3) 0.0213(14) Uani 1 1 d . . . H30 H 0.5409 0.1858 -0.1131 0.026 Uiso 1 1 calc R . . C31A C 0.648(2) 0.3761(13) -0.5678(7) 0.047(5) Uiso 0.50 1 d PD A 1 H31A H 0.7439 0.4402 -0.5672 0.071 Uiso 0.50 1 calc PR A 1 H31B H 0.5246 0.3858 -0.5783 0.071 Uiso 0.50 1 calc PR A 1 H31C H 0.6601 0.3205 -0.6026 0.071 Uiso 0.50 1 calc PR A 1 C31B C 0.5754(18) 0.3801(11) -0.5690(7) 0.029(3) Uiso 0.50 1 d PD A 2 H31D H 0.5183 0.3067 -0.5706 0.043 Uiso 0.50 1 calc PR A 2 H31E H 0.6452 0.3875 -0.6065 0.043 Uiso 0.50 1 calc PR A 2 H31F H 0.4781 0.4146 -0.5733 0.043 Uiso 0.50 1 calc PR A 2 C32A C 0.4812(15) 0.2301(9) -0.5069(7) 0.036(2) Uiso 0.50 1 d PD A 1 H32A H 0.4715 0.1988 -0.4669 0.054 Uiso 0.50 1 calc PR A 1 H32B H 0.4989 0.1809 -0.5448 0.054 Uiso 0.50 1 calc PR A 1 H32C H 0.3669 0.2480 -0.5198 0.054 Uiso 0.50 1 calc PR A 1 C32B C 0.8036(17) 0.5652(8) -0.5043(7) 0.036(2) Uiso 0.50 1 d PD A 2 H32D H 0.8932 0.6097 -0.4648 0.054 Uiso 0.50 1 calc PR A 2 H32E H 0.6961 0.5915 -0.5111 0.054 Uiso 0.50 1 calc PR A 2 H32F H 0.8627 0.5647 -0.5449 0.054 Uiso 0.50 1 calc PR A 2 C33A C 0.921(2) 0.1235(18) 0.5407(9) 0.033(5) Uiso 0.50 1 d PD B 1 H33A H 0.8455 0.0517 0.5227 0.050 Uiso 0.50 1 calc PR B 1 H33B H 0.8416 0.1639 0.5589 0.050 Uiso 0.50 1 calc PR B 1 H33C H 1.0205 0.1261 0.5770 0.050 Uiso 0.50 1 calc PR B 1 C33B C 0.913(4) 0.149(2) 0.5462(12) 0.046(11) Uiso 0.32 1 d PD B 2 H33D H 1.0328 0.1409 0.5366 0.070 Uiso 0.32 1 calc PR B 2 H33E H 0.8730 0.1104 0.5809 0.070 Uiso 0.32 1 calc PR B 2 H33F H 0.9265 0.2223 0.5628 0.070 Uiso 0.32 1 calc PR B 2 C33C C 0.933(7) 0.096(3) 0.517(3) 0.070(19) Uiso 0.18 1 d PD B 3 H33G H 1.0666 0.1299 0.5217 0.105 Uiso 0.18 1 calc PR B 3 H33H H 0.8938 0.0392 0.4766 0.105 Uiso 0.18 1 calc PR B 3 H33I H 0.9069 0.0688 0.5573 0.105 Uiso 0.18 1 calc PR B 3 C34A C 1.1471(17) 0.3032(9) 0.5184(7) 0.040(4) Uiso 0.50 1 d PD B 1 H34A H 1.2092 0.3418 0.4870 0.059 Uiso 0.50 1 calc PR B 1 H34B H 1.2406 0.2996 0.5551 0.059 Uiso 0.50 1 calc PR B 1 H34C H 1.0622 0.3382 0.5378 0.059 Uiso 0.50 1 calc PR B 1 C34B C 0.547(3) 0.1239(18) 0.5053(13) 0.041(6) Uiso 0.32 1 d PD B 2 H34D H 0.4382 0.1033 0.4690 0.062 Uiso 0.32 1 calc PR B 2 H34E H 0.5751 0.1975 0.5254 0.062 Uiso 0.32 1 calc PR B 2 H34F H 0.5208 0.0836 0.5403 0.062 Uiso 0.32 1 calc PR B 2 C34C C 0.595(4) 0.090(3) 0.500(3) 0.056(13) Uiso 0.18 1 d PD B 3 H34G H 0.4908 0.1170 0.4885 0.084 Uiso 0.18 1 calc PR B 3 H34H H 0.5881 0.0691 0.5441 0.084 Uiso 0.18 1 calc PR B 3 H34I H 0.5884 0.0301 0.4651 0.084 Uiso 0.18 1 calc PR B 3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0196(2) 0.0187(2) 0.0137(2) 0.0019(2) 0.0009(2) 0.00388(18) Cd2 0.0279(2) 0.0176(2) 0.0219(3) 0.0069(2) -0.0052(2) 0.00553(19) S1 0.0176(7) 0.0187(8) 0.0164(9) 0.0017(6) 0.0020(6) 0.0061(6) S2 0.0157(7) 0.0191(8) 0.0168(9) 0.0054(6) 0.0024(6) 0.0053(6) S3A 0.0257(11) 0.0357(13) 0.0197(13) 0.0007(11) 0.0013(10) 0.0135(11) S3B 0.0257(11) 0.0357(13) 0.0197(13) 0.0007(11) 0.0013(10) 0.0135(11) S4A 0.0345(18) 0.042(2) 0.0180(18) 0.0052(15) -0.0023(15) 0.0174(16) S4B 0.058(4) 0.036(3) 0.014(3) 0.006(3) 0.007(3) 0.005(3) S4C 0.057(6) 0.048(7) 0.021(6) 0.009(5) 0.004(5) 0.007(6) O1 0.026(2) 0.022(2) 0.013(2) 0.0052(18) 0.0031(18) 0.0081(18) O2 0.020(2) 0.024(2) 0.038(3) 0.007(2) -0.005(2) 0.0086(18) O3 0.024(2) 0.084(4) 0.024(3) -0.003(3) 0.006(2) 0.022(3) O4 0.040(2) 0.022(2) 0.024(3) 0.003(2) -0.004(2) 0.002(2) O5 0.026(2) 0.013(2) 0.019(3) 0.0005(18) -0.0026(19) 0.0026(18) O6 0.0201(19) 0.021(2) 0.020(3) 0.0112(19) 0.0029(19) 0.0036(17) O7 0.017(2) 0.046(3) 0.025(3) 0.010(2) 0.0029(19) 0.010(2) O8 0.038(2) 0.023(2) 0.022(3) 0.0121(19) 0.011(2) 0.0104(19) O9 0.028(2) 0.069(3) 0.013(3) 0.011(2) 0.005(2) 0.011(2) O10 0.022(2) 0.014(2) 0.022(3) 0.0021(19) 0.0017(18) 0.0068(19) O11 0.030(2) 0.018(3) 0.034(3) 0.003(2) 0.004(2) -0.001(2) O12 0.072(4) 0.058(3) 0.019(3) 0.013(3) -0.005(3) 0.007(3) O13 0.026(2) 0.023(3) 0.032(3) 0.008(2) -0.003(2) 0.003(2) O14 0.019(2) 0.027(3) 0.079(4) 0.027(3) 0.010(3) 0.004(2) N1 0.021(3) 0.021(3) 0.014(3) 0.004(2) 0.001(2) 0.009(2) N2 0.023(3) 0.022(3) 0.022(3) 0.002(2) 0.008(2) 0.008(2) N3 0.022(3) 0.018(3) 0.018(3) -0.002(2) 0.001(2) 0.006(2) N4 0.021(2) 0.009(2) 0.028(3) 0.008(2) 0.005(2) 0.009(2) N5 0.016(3) 0.015(2) 0.020(3) 0.006(2) 0.002(2) 0.003(2) N6 0.032(3) 0.015(3) 0.020(3) 0.005(2) -0.001(2) 0.005(2) C1 0.013(3) 0.021(3) 0.015(4) 0.003(3) 0.003(2) 0.004(3) C2 0.011(3) 0.020(3) 0.020(4) 0.003(3) 0.003(2) 0.003(3) C3 0.020(3) 0.017(3) 0.026(4) 0.007(3) 0.006(3) 0.006(3) C4 0.024(3) 0.016(3) 0.019(4) 0.002(3) 0.000(3) 0.008(3) C5 0.016(3) 0.024(3) 0.020(3) 0.006(3) 0.002(3) 0.006(3) C6 0.014(3) 0.020(3) 0.022(4) 0.004(3) 0.005(3) 0.007(3) C7 0.036(4) 0.026(4) 0.013(4) 0.002(3) -0.001(3) 0.009(3) C8 0.045(4) 0.025(4) 0.022(4) 0.012(3) -0.004(3) 0.015(3) C9 0.032(3) 0.017(3) 0.018(4) 0.002(3) 0.005(3) 0.011(3) C10 0.025(3) 0.018(3) 0.014(3) 0.001(3) 0.005(3) 0.013(3) C11 0.023(3) 0.012(3) 0.018(3) 0.002(3) 0.008(3) 0.006(3) C12 0.020(3) 0.011(3) 0.020(4) 0.002(2) 0.005(3) 0.001(2) C13 0.017(3) 0.021(3) 0.019(4) 0.001(3) 0.003(3) 0.008(3) C14 0.022(3) 0.024(3) 0.022(4) 0.013(3) 0.012(3) 0.009(3) C15 0.020(3) 0.011(3) 0.022(4) 0.007(3) 0.006(3) 0.002(2) C16 0.014(3) 0.021(3) 0.022(4) 0.011(3) 0.002(3) 0.000(3) C17 0.010(3) 0.010(3) 0.021(4) 0.003(3) -0.001(2) 0.002(2) C18 0.028(3) 0.006(3) 0.019(4) -0.003(2) 0.002(3) 0.005(2) C19 0.025(3) 0.015(3) 0.019(4) 0.009(3) 0.000(3) 0.011(3) C20 0.015(3) 0.016(3) 0.015(3) 0.000(3) 0.000(3) 0.000(2) C21 0.009(3) 0.014(3) 0.021(4) 0.004(3) 0.001(2) 0.001(2) C22 0.018(3) 0.015(3) 0.022(4) 0.005(3) 0.003(3) 0.002(2) C23 0.023(3) 0.009(3) 0.024(4) -0.002(3) 0.007(3) 0.002(2) C24 0.025(3) 0.016(3) 0.034(4) 0.012(3) 0.002(3) 0.011(3) C25 0.022(3) 0.014(3) 0.014(3) 0.006(2) 0.002(2) 0.004(2) C26 0.025(3) 0.013(3) 0.020(4) 0.003(3) 0.003(3) 0.003(3) C27 0.021(3) 0.012(3) 0.020(4) 0.012(3) 0.001(3) 0.008(3) C28 0.012(3) 0.013(3) 0.021(4) 0.007(3) 0.004(2) -0.001(2) C29 0.023(3) 0.020(3) 0.016(3) 0.007(3) 0.004(3) 0.008(3) C30 0.023(3) 0.020(3) 0.029(4) 0.009(3) 0.012(3) 0.013(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O9 2.220(4) . ? Cd1 O1 2.249(4) . ? Cd1 N1 2.285(5) . ? Cd1 O6 2.326(3) . ? Cd1 O11 2.352(4) . ? Cd1 O10 2.380(4) . ? Cd1 H11A 1.93(6) . ? Cd2 O12 2.220(5) . ? Cd2 O5 2.239(4) . ? Cd2 N4 2.280(5) . ? Cd2 O14 2.290(4) . ? Cd2 O13 2.320(4) . ? Cd2 O4 2.389(4) 1_445 ? S1 O3 1.451(4) . ? S1 O2 1.453(4) . ? S1 O4 1.460(4) . ? S1 C13 1.773(6) . ? S2 O8 1.446(4) . ? S2 O7 1.461(4) . ? S2 O6 1.462(4) . ? S2 C28 1.765(6) . ? S3A O9 1.669(5) . ? S3A C31A 1.768(13) . ? S3A C32A 1.776(11) . ? S3B O9 1.473(5) . ? S3B C31B 1.777(12) . ? S3B C32B 1.781(11) . ? S4A O12 1.654(5) . ? S4A C34A 1.776(11) . ? S4A C33A 1.791(14) . ? S4B O12 1.620(7) . ? S4B C33B 1.781(18) . ? S4B C34B 1.803(15) . ? S4C O12 1.531(10) . ? S4C C34C 1.778(19) . ? S4C C33C 1.784(19) . ? O1 C2 1.299(7) . ? O4 Cd2 2.389(4) 1_665 ? O5 C17 1.308(7) . ? O10 H10A 0.823(10) . ? O10 H10B 0.817(10) . ? O11 H11A 0.815(10) . ? O11 H11B 0.817(10) . ? O13 H13A 0.820(10) . ? O13 H13B 0.822(10) . ? O14 H14A 0.816(10) . ? O14 H14B 0.817(10) . ? N1 C9 1.321(7) . ? N1 C1 1.358(7) . ? N2 N3 1.272(6) . ? N2 C5 1.411(7) . ? N3 C10 1.414(7) . ? N4 C24 1.331(8) . ? N4 C16 1.363(7) . ? N5 N6 1.275(6) . ? N5 C20 1.396(7) . ? N6 C25 1.412(7) . ? C1 C6 1.422(8) . ? C1 C2 1.447(8) . ? C2 C3 1.403(8) . ? C3 C4 1.378(8) . ? C3 H3 0.9500 . ? C4 C5 1.395(7) . ? C4 H4 0.9500 . ? C5 C6 1.417(8) . ? C6 C7 1.404(8) . ? C7 C8 1.363(8) . ? C7 H7 0.9500 . ? C8 C9 1.401(9) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.383(7) . ? C10 C15 1.412(8) . ? C11 C12 1.368(8) . ? C11 H11 0.9500 . ? C12 C13 1.382(8) . ? C12 H12 0.9500 . ? C13 C14 1.396(8) . ? C14 C15 1.372(8) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C21 1.429(8) . ? C16 C17 1.439(8) . ? C17 C18 1.400(7) . ? C18 C19 1.375(8) . ? C18 H18 0.9500 . ? C19 C20 1.382(7) . ? C19 H19 0.9500 . ? C20 C21 1.431(7) . ? C21 C22 1.397(8) . ? C22 C23 1.383(8) . ? C22 H22 0.9500 . ? C23 C24 1.387(9) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C30 1.392(8) . ? C25 C26 1.405(7) . ? C26 C27 1.369(8) . ? C26 H26 0.9500 . ? C27 C28 1.387(8) . ? C27 H27 0.9500 . ? C28 C29 1.393(7) . ? C29 C30 1.367(8) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31A H31A 0.9800 . ? C31A H31B 0.9800 . ? C31A H31C 0.9800 . ? C31B H31D 0.9800 . ? C31B H31E 0.9800 . ? C31B H31F 0.9800 . ? C32A H32A 0.9800 . ? C32A H32B 0.9800 . ? C32A H32C 0.9800 . ? C32B H32D 0.9800 . ? C32B H32E 0.9800 . ? C32B H32F 0.9800 . ? C33A H33A 0.9800 . ? C33A H33B 0.9800 . ? C33A H33C 0.9800 . ? C33B H33D 0.9800 . ? C33B H33E 0.9800 . ? C33B H33F 0.9800 . ? C33C H33G 0.9800 . ? C33C H33H 0.9800 . ? C33C H33I 0.9800 . ? C34A H34A 0.9800 . ? C34A H34B 0.9800 . ? C34A H34C 0.9800 . ? C34B H34D 0.9800 . ? C34B H34E 0.9800 . ? C34B H34F 0.9800 . ? C34C H34G 0.9800 . ? C34C H34H 0.9800 . ? C34C H34I 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O9 Cd1 O1 104.16(16) . . ? O9 Cd1 N1 178.24(17) . . ? O1 Cd1 N1 74.37(15) . . ? O9 Cd1 O6 89.49(15) . . ? O1 Cd1 O6 92.79(13) . . ? N1 Cd1 O6 91.53(16) . . ? O9 Cd1 O11 90.05(17) . . ? O1 Cd1 O11 165.47(16) . . ? N1 Cd1 O11 91.38(17) . . ? O6 Cd1 O11 90.35(14) . . ? O9 Cd1 O10 88.27(14) . . ? O1 Cd1 O10 92.35(13) . . ? N1 Cd1 O10 90.83(16) . . ? O6 Cd1 O10 174.77(14) . . ? O11 Cd1 O10 84.92(14) . . ? O9 Cd1 H11A 108.3(10) . . ? O1 Cd1 H11A 146.6(8) . . ? N1 Cd1 H11A 73.1(9) . . ? O6 Cd1 H11A 95(2) . . ? O11 Cd1 H11A 18.8(8) . . ? O10 Cd1 H11A 81(2) . . ? O12 Cd2 O5 101.76(17) . . ? O12 Cd2 N4 171.91(17) . . ? O5 Cd2 N4 74.61(15) . . ? O12 Cd2 O14 92.1(2) . . ? O5 Cd2 O14 166.1(2) . . ? N4 Cd2 O14 91.45(19) . . ? O12 Cd2 O13 86.63(18) . . ? O5 Cd2 O13 93.56(14) . . ? N4 Cd2 O13 100.72(17) . . ? O14 Cd2 O13 88.35(14) . . ? O12 Cd2 O4 85.78(17) . 1_445 ? O5 Cd2 O4 87.92(13) . 1_445 ? N4 Cd2 O4 86.85(16) . 1_445 ? O14 Cd2 O4 92.00(14) . 1_445 ? O13 Cd2 O4 172.41(17) . 1_445 ? O3 S1 O2 113.4(3) . . ? O3 S1 O4 110.6(3) . . ? O2 S1 O4 112.3(2) . . ? O3 S1 C13 107.2(3) . . ? O2 S1 C13 106.8(3) . . ? O4 S1 C13 106.1(3) . . ? O8 S2 O7 115.0(3) . . ? O8 S2 O6 112.8(2) . . ? O7 S2 O6 109.3(2) . . ? O8 S2 C28 106.8(2) . . ? O7 S2 C28 106.0(2) . . ? O6 S2 C28 106.3(3) . . ? O9 S3A C31A 102.5(6) . . ? O9 S3A C32A 106.0(5) . . ? C31A S3A C32A 96.7(7) . . ? O9 S3B C31B 104.9(5) . . ? O9 S3B C32B 110.0(5) . . ? C31B S3B C32B 97.5(7) . . ? O12 S4A C34A 102.9(5) . . ? O12 S4A C33A 98.7(6) . . ? C34A S4A C33A 100.8(9) . . ? O12 S4B C33B 95.5(11) . . ? O12 S4B C34B 109.2(8) . . ? C33B S4B C34B 98.2(13) . . ? O12 S4C C34C 105.5(18) . . ? O12 S4C C33C 98(2) . . ? C34C S4C C33C 90(2) . . ? C2 O1 Cd1 114.1(3) . . ? S1 O4 Cd2 134.5(2) . 1_665 ? C17 O5 Cd2 113.2(3) . . ? S2 O6 Cd1 133.1(2) . . ? S3B O9 S3A 46.8(2) . . ? S3B O9 Cd1 125.2(3) . . ? S3A O9 Cd1 115.2(2) . . ? Cd1 O10 H10A 103(4) . . ? Cd1 O10 H10B 98(4) . . ? H10A O10 H10B 142(6) . . ? Cd1 O11 H11A 50(5) . . ? Cd1 O11 H11B 139(5) . . ? H11A O11 H11B 120(7) . . ? S4C O12 S4B 45.6(5) . . ? S4C O12 S4A 70.2(5) . . ? S4B O12 S4A 77.7(3) . . ? S4C O12 Cd2 165.0(5) . . ? S4B O12 Cd2 119.4(3) . . ? S4A O12 Cd2 109.1(3) . . ? Cd2 O13 H13A 141(5) . . ? Cd2 O13 H13B 120(5) . . ? H13A O13 H13B 94(6) . . ? Cd2 O14 H14A 107(5) . . ? Cd2 O14 H14B 120(5) . . ? H14A O14 H14B 126(7) . . ? C9 N1 C1 119.1(5) . . ? C9 N1 Cd1 127.8(4) . . ? C1 N1 Cd1 113.0(4) . . ? N3 N2 C5 113.6(5) . . ? N2 N3 C10 114.3(4) . . ? C24 N4 C16 118.9(5) . . ? C24 N4 Cd2 128.6(4) . . ? C16 N4 Cd2 112.0(4) . . ? N6 N5 C20 114.0(5) . . ? N5 N6 C25 114.3(5) . . ? N1 C1 C6 121.9(5) . . ? N1 C1 C2 117.0(5) . . ? C6 C1 C2 121.0(5) . . ? O1 C2 C3 122.3(5) . . ? O1 C2 C1 121.3(5) . . ? C3 C2 C1 116.4(5) . . ? C4 C3 C2 122.4(5) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C3 C4 C5 121.8(5) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C4 C5 N2 124.2(5) . . ? C4 C5 C6 118.9(5) . . ? N2 C5 C6 116.9(5) . . ? C7 C6 C5 124.1(6) . . ? C7 C6 C1 116.5(5) . . ? C5 C6 C1 119.4(5) . . ? C8 C7 C6 121.2(6) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 118.2(5) . . ? C7 C8 H8 120.9 . . ? C9 C8 H8 120.9 . . ? N1 C9 C8 123.1(6) . . ? N1 C9 H9 118.5 . . ? C8 C9 H9 118.5 . . ? C11 C10 C15 119.1(5) . . ? C11 C10 N3 116.5(5) . . ? C15 C10 N3 124.4(5) . . ? C12 C11 C10 120.6(5) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C13 120.8(5) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C14 119.3(6) . . ? C12 C13 S1 120.9(5) . . ? C14 C13 S1 119.7(5) . . ? C15 C14 C13 120.4(5) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C10 119.7(5) . . ? C14 C15 H15 120.2 . . ? C10 C15 H15 120.2 . . ? N4 C16 C21 121.5(5) . . ? N4 C16 C17 117.4(5) . . ? C21 C16 C17 121.0(5) . . ? O5 C17 C18 122.7(5) . . ? O5 C17 C16 120.8(5) . . ? C18 C17 C16 116.5(5) . . ? C19 C18 C17 122.6(5) . . ? C19 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? C18 C19 C20 122.1(5) . . ? C18 C19 H19 118.9 . . ? C20 C19 H19 118.9 . . ? C19 C20 N5 124.6(5) . . ? C19 C20 C21 118.6(5) . . ? N5 C20 C21 116.7(5) . . ? C22 C21 C16 117.4(5) . . ? C22 C21 C20 123.6(5) . . ? C16 C21 C20 119.0(5) . . ? C23 C22 C21 120.0(6) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 119.0(5) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? N4 C24 C23 123.1(5) . . ? N4 C24 H24 118.5 . . ? C23 C24 H24 118.5 . . ? C30 C25 C26 118.5(5) . . ? C30 C25 N6 126.9(5) . . ? C26 C25 N6 114.6(5) . . ? C27 C26 C25 120.2(5) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C28 120.9(5) . . ? C26 C27 H27 119.5 . . ? C28 C27 H27 119.5 . . ? C27 C28 C29 118.9(5) . . ? C27 C28 S2 118.5(4) . . ? C29 C28 S2 122.6(4) . . ? C30 C29 C28 120.5(5) . . ? C30 C29 H29 119.7 . . ? C28 C29 H29 119.7 . . ? C29 C30 C25 120.9(5) . . ? C29 C30 H30 119.6 . . ? C25 C30 H30 119.6 . . ? S3A C31A H31A 109.5 . . ? S3A C31A H31B 109.5 . . ? H31A C31A H31B 109.5 . . ? S3A C31A H31C 109.5 . . ? H31A C31A H31C 109.5 . . ? H31B C31A H31C 109.5 . . ? S3B C31B H31D 109.5 . . ? S3B C31B H31E 109.5 . . ? H31D C31B H31E 109.5 . . ? S3B C31B H31F 109.5 . . ? H31D C31B H31F 109.5 . . ? H31E C31B H31F 109.5 . . ? S3A C32A H32A 109.5 . . ? S3A C32A H32B 109.5 . . ? H32A C32A H32B 109.5 . . ? S3A C32A H32C 109.5 . . ? H32A C32A H32C 109.5 . . ? H32B C32A H32C 109.5 . . ? S3B C32B H32D 109.5 . . ? S3B C32B H32E 109.5 . . ? H32D C32B H32E 109.5 . . ? S3B C32B H32F 109.5 . . ? H32D C32B H32F 109.5 . . ? H32E C32B H32F 109.5 . . ? S4A C33A H33A 109.5 . . ? S4A C33A H33B 109.5 . . ? H33A C33A H33B 109.5 . . ? S4A C33A H33C 109.5 . . ? H33A C33A H33C 109.5 . . ? H33B C33A H33C 109.5 . . ? S4B C33B H33D 109.5 . . ? S4B C33B H33E 109.5 . . ? H33D C33B H33E 109.5 . . ? S4B C33B H33F 109.5 . . ? H33D C33B H33F 109.5 . . ? H33E C33B H33F 109.5 . . ? S4C C33C H33G 109.5 . . ? S4C C33C H33H 109.5 . . ? H33G C33C H33H 109.5 . . ? S4C C33C H33I 109.5 . . ? H33G C33C H33I 109.5 . . ? H33H C33C H33I 109.5 . . ? S4A C34A H34A 109.5 . . ? S4A C34A H34B 109.5 . . ? H34A C34A H34B 109.5 . . ? S4A C34A H34C 109.5 . . ? H34A C34A H34C 109.5 . . ? H34B C34A H34C 109.5 . . ? S4B C34B H34D 109.5 . . ? S4B C34B H34E 109.5 . . ? H34D C34B H34E 109.5 . . ? S4B C34B H34F 109.5 . . ? H34D C34B H34F 109.5 . . ? H34E C34B H34F 109.5 . . ? S4C C34C H34G 109.5 . . ? S4C C34C H34H 109.5 . . ? H34G C34C H34H 109.5 . . ? S4C C34C H34I 109.5 . . ? H34G C34C H34I 109.5 . . ? H34H C34C H34I 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O14 H14B O2 0.817(10) 2.41(6) 2.960(5) 125(6) 1_445 O14 H14B O8 0.817(10) 2.27(5) 2.908(6) 135(7) 2_655 O14 H14A O3 0.816(10) 1.89(3) 2.685(5) 165(9) 1_545 O13 H13B O1 0.822(10) 1.88(2) 2.680(6) 165(7) 2_765 O13 H13A O3 0.820(10) 2.49(5) 3.012(6) 122(5) 1_545 O11 H11B O8 0.817(10) 2.61(6) 3.024(6) 113(5) . O11 H11B O2 0.817(10) 2.110(17) 2.916(6) 169(6) 2_765 O11 H11A N1 0.815(10) 2.53(2) 3.318(7) 165(6) . O10 H10B O7 0.817(10) 2.239(16) 3.045(5) 169(6) 1_655 O10 H10A O5 0.823(10) 1.91(2) 2.706(5) 163(6) 2_765 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.757 _refine_diff_density_min -0.901 _refine_diff_density_rms 0.135