data_PP4143 # 5. CRYSTAL DATA _chemical_compound_source ? _exptl_crystal_description needle _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _chemical_name_systematic ; ? ; _chemical_absolute_configuration ad _chemical_formula_sum 'C39 H45 N1 O5 S2' _chemical_formula_moiety 'C39 H45 N1 O5 S2' _chemical_formula_structural ? _chemical_formula_weight 671.93 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.8008(2) _cell_length_b 20.4180(4) _cell_length_c 23.6928(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3773.7(3) _cell_measurement_reflns_used 24109 _cell_measurement_theta_min 2 _cell_measurement_theta_max 66 _cell_formula_units_z 4 _exptl_crystal_density_diffrn 1.183 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _diffrn_radiation_type CU-K\a _diffrn_radiation_wavelength 1.54184 _exptl_absorpt_coefficient_mu 1.608 _cell_measurement_temperature 260.00(2) _exptl_crystal_F_000 1432 # 6. DATA COLLECTION _diffrn_ambient_temperature 260.00(2) _diffrn_measurement_device_type Nonius_KappaCCD _diffrn_radiation_monochromator 'graphite 002' _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Sheldrick 1996)' _exptl_absorpt_correction_T_min 0.6393 _exptl_absorpt_correction_T_max 0.8936 _diffrn_reflns_number 24109 _diffrn_measured_fraction_theta_max 0.9750 _diffrn_reflns_theta_full 66.5 _diffrn_measured_fraction_theta_full 0.9750 _reflns_number_total 6495 _reflns_Friedel_coverage 1.0000 _reflns_number_gt 4668 _reflns_threshold_expression >2.0\s(I) _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_av_R_equivalents 0.0431 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 66.55 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_max 28 _diffrn_special_details 'mosaicity from Denzo/Scalepack is 0.54' _diffrn_standards_number 0 _diffrn_standards_interval_time . _diffrn_standards_decay_% ? # 7. REFINEMENT DATA _refine_special_details ; Outlier data were removed using a local program based on the method of Prince and Nicholson. Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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_R_factor_all 0.066 _refine_ls_R_factor_gt 0.039 _refine_ls_wR_factor_ref 0.111 _refine_ls_wR_factor_gt 0.084 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 6495 _refine_ls_number_parameters 427 _refine_ls_number_restraints 0 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_weighting_scheme 'calc ' _refine_ls_weighting_details '1/[\s^2^(Fo^2^)+(0.0349P)^2^+0.8822P] where P=(Fo^2^+2Fc^2^)/3 ' _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.28 _refine_diff_density_min -0.27 _refine_ls_extinction_method 'SHELXL97 (Sheldrick 2008)' _refine_ls_extinction_coef 0.25E-02 _refine_ls_abs_structure_details 'Flack H. D. (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.015(19) # 8. COMPUTING DATA _computing_data_collection 'Collect (Nonius, 1998)' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1996)' _computing_data_reduction 'EVALCCD (Duisenberg, 2003)' _computing_structure_solution ; Direct methods (SIR2011, Burla et al., in press) ; _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics ; ORTEP (Johnson, 1976) PLATON (Spek, 2003) ; _computing_publication_material 'SHELX97(Sheldrick, 2008) and local programs' # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _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 S61 0.12560(10) 0.20455(4) 0.29762(3) 0.0587(2) Uani 1 1 d . . . S62 0.36859(11) 0.23542(5) 0.39336(4) 0.0685(3) Uani 1 1 d . . . O1 0.4184(3) 0.24603(9) 0.25615(8) 0.0563(5) Uani 1 1 d . . . O4 0.6166(3) 0.33706(10) 0.19107(9) 0.0671(6) Uani 1 1 d . . . O30 0.7592(3) 0.18681(12) 0.16521(9) 0.0684(6) Uani 1 1 d . . . O40 0.4811(3) 0.09635(10) 0.14175(8) 0.0593(6) Uani 1 1 d . . . O50 0.2361(3) 0.08414(9) 0.23109(8) 0.0545(5) Uani 1 1 d . . . N63 0.0304(3) 0.24357(13) 0.39776(10) 0.0579(7) Uani 1 1 d . . . C2 0.5916(4) 0.23491(15) 0.23861(12) 0.0544(8) Uani 1 1 d . . . C3 0.5873(4) 0.19645(16) 0.18341(12) 0.0540(7) Uani 1 1 d . . . C4 0.4949(4) 0.13241(14) 0.19338(12) 0.0501(7) Uani 1 1 d . . . C5 0.3168(4) 0.14443(14) 0.21711(12) 0.0498(7) Uani 1 1 d . . . C6 0.3339(4) 0.18651(14) 0.27004(12) 0.0524(8) Uani 1 1 d . . . C8 0.6060(5) 0.43921(16) 0.14316(15) 0.0671(9) Uani 1 1 d . . . C11 0.6816(4) 0.30004(16) 0.23647(14) 0.0651(9) Uani 1 1 d . . . C13 0.6263(6) 0.50666(17) 0.14140(18) 0.0813(11) Uani 1 1 d . . . C14 0.6860(5) 0.40098(17) 0.18991(16) 0.0790(11) Uani 1 1 d . . . C19 0.5105(6) 0.41050(19) 0.10193(17) 0.0881(12) Uani 1 1 d . . . C21 0.4511(7) 0.5136(2) 0.0592(2) 0.1049(16) Uani 1 1 d . . . C29 0.5504(7) 0.5426(2) 0.0992(2) 0.1018(15) Uani 1 1 d . . . C30 0.7843(6) 0.1810(4) 0.10666(18) 0.146(3) Uani 1 1 d . . . C31 0.9538(5) 0.2082(2) 0.08942(15) 0.0739(10) Uani 1 1 d . . . C32 1.0652(7) 0.1704(3) 0.05882(19) 0.1036(15) Uani 1 1 d . . . C33 1.2239(7) 0.2004(3) 0.0397(2) 0.1102(16) Uani 1 1 d . . . C34 1.2483(7) 0.2616(4) 0.0535(2) 0.129(2) Uani 1 1 d . . . C35 1.1373(12) 0.2967(4) 0.0843(3) 0.188(3) Uani 1 1 d . . . C36 0.9936(9) 0.2692(3) 0.1015(3) 0.136(2) Uani 1 1 d . . . C40 0.5428(6) 0.03146(19) 0.14449(17) 0.0928(14) Uani 1 1 d . . . C41 0.5017(5) -0.0040(2) 0.09091(18) 0.0816(11) Uani 1 1 d . . . C42 0.4992(7) -0.0708(2) 0.0907(2) 0.1052(15) Uani 1 1 d . . . C43 0.4585(7) -0.1050(3) 0.0428(3) 0.127(2) Uani 1 1 d . . . C44 0.4195(7) -0.0736(3) -0.0051(3) 0.122(2) Uani 1 1 d . . . C45 0.4242(9) -0.0069(3) -0.0067(2) 0.142(2) Uani 1 1 d . . . C46 0.4677(8) 0.0278(2) 0.0419(2) 0.129(2) Uani 1 1 d . . . C50 0.1005(5) 0.06623(18) 0.19353(16) 0.0774(11) Uani 1 1 d . . . C51 0.0042(4) 0.00960(16) 0.21644(15) 0.0633(9) Uani 1 1 d . . . C52 -0.0811(5) 0.01349(19) 0.26675(19) 0.0863(12) Uani 1 1 d . . . C53 -0.1766(6) -0.0373(3) 0.2870(2) 0.1116(16) Uani 1 1 d . . . C54 -0.1902(6) -0.0938(3) 0.2569(3) 0.1154(18) Uani 1 1 d . . . C55 -0.1072(8) -0.0994(2) 0.2072(3) 0.1096(16) Uani 1 1 d . . . C56 -0.0090(6) -0.0481(2) 0.18671(18) 0.0851(11) Uani 1 1 d . . . C62 0.1713(4) 0.22939(14) 0.36808(12) 0.0514(7) Uani 1 1 d . . . C64 0.0405(5) 0.26639(19) 0.45631(13) 0.0730(10) Uani 1 1 d . . . C65 0.0419(7) 0.3404(2) 0.45929(18) 0.1024(15) Uani 1 1 d . . . C66 -0.1439(4) 0.2326(2) 0.37643(14) 0.0704(10) Uani 1 1 d . . . C67 -0.2023(5) 0.1626(2) 0.38633(18) 0.0936(13) Uani 1 1 d . . . C999 0.4302(7) 0.4470(2) 0.06021(19) 0.1063(16) Uani 1 1 d . . . H2 0.6492 0.2073 0.2678 0.065 Uiso 1 1 calc R . . H3 0.5239 0.2224 0.1543 0.065 Uiso 1 1 calc R . . H4 0.5619 0.1059 0.2211 0.060 Uiso 1 1 calc R . . H5 0.2460 0.1682 0.1885 0.060 Uiso 1 1 calc R . . H6 0.4021 0.1624 0.2991 0.063 Uiso 1 1 calc R . . H13 0.6928 0.5281 0.1694 0.098 Uiso 1 1 calc R . . H19 0.4985 0.3642 0.1017 0.106 Uiso 1 1 calc R . . H21 0.3970 0.5392 0.0308 0.126 Uiso 1 1 calc R . . H29 0.5676 0.5886 0.0980 0.122 Uiso 1 1 calc R . . H32 1.0395 0.1260 0.0503 0.124 Uiso 1 1 calc R . . H33 1.3059 0.1766 0.0183 0.132 Uiso 1 1 calc R . . H34 1.3503 0.2824 0.0411 0.155 Uiso 1 1 calc R . . H35 1.1618 0.3410 0.0936 0.226 Uiso 1 1 calc R . . H36 0.9159 0.2944 0.1235 0.163 Uiso 1 1 calc R . . H42 0.5262 -0.0940 0.1243 0.126 Uiso 1 1 calc R . . H43 0.4579 -0.1515 0.0436 0.152 Uiso 1 1 calc R . . H44 0.3887 -0.0978 -0.0378 0.146 Uiso 1 1 calc R . . H45 0.3980 0.0157 -0.0407 0.171 Uiso 1 1 calc R . . H46 0.4737 0.0743 0.0407 0.155 Uiso 1 1 calc R . . H52 -0.0735 0.0527 0.2882 0.104 Uiso 1 1 calc R . . H53 -0.2339 -0.0331 0.3222 0.134 Uiso 1 1 calc R . . H54 -0.2575 -0.1291 0.2708 0.138 Uiso 1 1 calc R . . H55 -0.1162 -0.1388 0.1861 0.131 Uiso 1 1 calc R . . H56 0.0498 -0.0529 0.1518 0.102 Uiso 1 1 calc R . . H11A 0.6633 0.3239 0.2723 0.078 Uiso 1 1 calc R . . H11B 0.8064 0.2932 0.2315 0.078 Uiso 1 1 calc R . . H14A 0.8116 0.3986 0.1842 0.095 Uiso 1 1 calc R . . H14B 0.6641 0.4231 0.2264 0.095 Uiso 1 1 calc R . . H30A 0.6919 0.2047 0.0866 0.176 Uiso 1 1 calc R . . H30B 0.7779 0.1342 0.0958 0.176 Uiso 1 1 calc R . . H40A 0.4892 0.0085 0.1768 0.111 Uiso 1 1 calc R . . H40B 0.6684 0.0319 0.1504 0.111 Uiso 1 1 calc R . . H50A 0.1489 0.0547 0.1562 0.093 Uiso 1 1 calc R . . H50B 0.0219 0.1038 0.1884 0.093 Uiso 1 1 calc R . . H64A 0.1461 0.2490 0.4740 0.088 Uiso 1 1 calc R . . H64B -0.0590 0.2494 0.4777 0.088 Uiso 1 1 calc R . . H65A 0.1413 0.3573 0.4386 0.154 Uiso 1 1 calc R . . H65B 0.0490 0.3543 0.4988 0.154 Uiso 1 1 calc R . . H65C -0.0635 0.3576 0.4424 0.154 Uiso 1 1 calc R . . H66A -0.1471 0.2423 0.3355 0.084 Uiso 1 1 calc R . . H66B -0.2239 0.2630 0.3956 0.084 Uiso 1 1 calc R . . H67A -0.1238 0.1324 0.3672 0.140 Uiso 1 1 calc R . . H67B -0.3183 0.1569 0.3713 0.140 Uiso 1 1 calc R . . H67C -0.2024 0.1533 0.4269 0.140 Uiso 1 1 calc R . . H999 0.3613 0.4259 0.0326 0.128 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S61 0.0520(4) 0.0712(5) 0.0528(4) 0.0002(4) -0.0023(4) -0.0092(4) S62 0.0568(5) 0.0862(6) 0.0625(5) 0.0014(5) -0.0088(4) -0.0150(4) O1 0.0632(13) 0.0484(12) 0.0573(12) -0.0075(10) 0.0044(10) -0.0010(10) O4 0.0778(15) 0.0543(13) 0.0693(14) -0.0186(12) -0.0120(13) 0.0102(11) O30 0.0545(13) 0.0935(18) 0.0572(13) -0.0046(13) 0.0090(10) -0.0038(12) O40 0.0680(14) 0.0541(13) 0.0560(12) 0.0050(11) -0.0006(11) -0.0098(10) O50 0.0577(12) 0.0481(12) 0.0576(12) -0.0111(10) -0.0055(10) -0.0003(10) N63 0.0565(16) 0.0697(18) 0.0476(14) 0.0058(14) 0.0001(12) -0.0034(13) C2 0.0524(19) 0.0574(19) 0.0533(17) -0.0078(16) -0.0036(14) 0.0051(14) C3 0.0523(18) 0.061(2) 0.0483(16) -0.0041(16) 0.0004(13) 0.0006(14) C4 0.0531(17) 0.0531(18) 0.0441(16) -0.0010(15) -0.0007(14) -0.0042(13) C5 0.0595(19) 0.0434(16) 0.0466(16) -0.0053(14) -0.0022(13) 0.0012(13) C6 0.061(2) 0.0471(17) 0.0488(16) -0.0087(14) -0.0004(14) -0.0018(13) C8 0.079(2) 0.052(2) 0.071(2) -0.0081(19) 0.006(2) -0.0021(17) C11 0.068(2) 0.067(2) 0.0602(19) -0.0155(18) -0.0122(16) 0.0076(17) C13 0.093(3) 0.051(2) 0.100(3) -0.005(2) 0.008(3) -0.007(2) C14 0.091(3) 0.059(2) 0.087(3) -0.023(2) -0.014(2) 0.005(2) C19 0.124(3) 0.057(2) 0.083(3) -0.003(2) -0.023(3) 0.005(2) C21 0.137(5) 0.071(3) 0.106(4) 0.016(3) -0.009(3) 0.023(3) C29 0.127(4) 0.056(3) 0.122(4) 0.009(3) 0.013(3) 0.012(3) C30 0.088(3) 0.286(8) 0.065(3) -0.060(4) 0.024(2) -0.025(4) C31 0.062(2) 0.105(3) 0.055(2) -0.007(2) 0.0031(17) 0.000(2) C32 0.124(4) 0.104(4) 0.082(3) 0.000(3) 0.001(3) 0.005(3) C33 0.096(4) 0.151(5) 0.084(3) 0.013(4) 0.016(3) 0.003(4) C34 0.105(4) 0.187(7) 0.094(4) -0.046(5) 0.035(3) -0.006(4) C35 0.225(8) 0.190(7) 0.150(6) -0.071(7) 0.095(6) -0.038(5) C36 0.147(5) 0.125(5) 0.136(5) -0.020(4) 0.052(4) -0.013(4) C40 0.114(4) 0.079(3) 0.086(3) 0.034(2) -0.029(3) -0.030(2) C41 0.078(3) 0.075(3) 0.092(3) 0.022(2) -0.009(2) -0.023(2) C42 0.127(4) 0.080(3) 0.109(4) 0.026(3) -0.016(3) -0.023(3) C43 0.142(5) 0.090(4) 0.148(5) 0.013(3) -0.037(4) -0.048(4) C44 0.129(5) 0.105(4) 0.132(5) 0.034(3) -0.033(4) -0.058(4) C45 0.208(7) 0.122(5) 0.096(4) 0.026(5) -0.040(4) -0.032(3) C46 0.206(7) 0.086(3) 0.096(4) 0.026(4) -0.045(4) -0.023(3) C50 0.076(2) 0.075(2) 0.081(2) -0.027(2) -0.021(2) 0.008(2) C51 0.059(2) 0.054(2) 0.076(2) -0.0073(17) -0.0098(18) -0.0050(17) C52 0.088(3) 0.073(3) 0.098(3) -0.013(2) 0.017(2) -0.014(2) C53 0.091(3) 0.115(4) 0.129(4) -0.029(3) 0.032(3) -0.001(3) C54 0.094(3) 0.095(4) 0.157(5) -0.043(3) -0.022(4) 0.036(4) C55 0.135(4) 0.057(3) 0.136(4) -0.025(3) -0.033(4) -0.006(3) C56 0.092(3) 0.072(3) 0.092(3) -0.004(2) -0.010(2) -0.017(2) C62 0.0573(19) 0.0463(17) 0.0505(17) -0.0027(14) 0.0030(14) 0.0005(13) C64 0.077(2) 0.091(3) 0.0514(19) 0.010(2) 0.0053(17) -0.0114(19) C65 0.128(4) 0.093(3) 0.086(3) 0.008(3) 0.004(3) -0.031(3) C66 0.0496(19) 0.100(3) 0.062(2) 0.009(2) 0.0003(16) -0.0036(18) C67 0.067(3) 0.116(4) 0.098(3) -0.019(2) 0.004(2) 0.002(3) C999 0.152(5) 0.074(3) 0.093(3) -0.001(3) -0.028(3) 0.006(2) # 10. MOLECULAR GEOMETRY _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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S61 C62 1.781(3) . . ? S61 C6 1.790(3) . . ? S62 C62 1.656(3) . . ? O1 C6 1.421(3) . . ? O1 C2 1.431(3) . . ? O4 C11 1.409(3) . . ? O4 C14 1.413(4) . . ? O30 C30 1.406(4) . . ? O30 C3 1.423(4) . . ? O40 C40 1.411(4) . . ? O40 C4 1.432(3) . . ? O50 C5 1.422(3) . . ? O50 C50 1.430(4) . . ? N63 C62 1.337(4) . . ? N63 C64 1.466(4) . . ? N63 C66 1.468(4) . . ? C2 C11 1.505(4) . . ? C2 C3 1.526(4) . . ? C2 H2 1.0000 . . ? C3 C4 1.511(4) . . ? C3 H3 1.0000 . . ? C4 C5 1.519(4) . . ? C4 H4 1.0000 . . ? C5 C6 1.526(4) . . ? C5 H5 1.0000 . . ? C6 H6 1.0000 . . ? C8 C19 1.361(5) . . ? C8 C13 1.387(5) . . ? C8 C14 1.492(5) . . ? C11 H11A 0.9900 . . ? C11 H11B 0.9900 . . ? C13 C29 1.373(6) . . ? C13 H13 0.9500 . . ? C14 H14A 0.9900 . . ? C14 H14B 0.9900 . . ? C19 C999 1.387(6) . . ? C19 H19 0.9500 . . ? C21 C29 1.361(6) . . ? C21 C999 1.370(6) . . ? C21 H21 0.9500 . . ? C29 H29 0.9500 . . ? C30 C31 1.491(5) . . ? C30 H30A 0.9900 . . ? C30 H30B 0.9900 . . ? C31 C36 1.315(6) . . ? C31 C32 1.369(6) . . ? C32 C33 1.453(7) . . ? C32 H32 0.9500 . . ? C33 C34 1.307(7) . . ? C33 H33 0.9500 . . ? C34 C35 1.340(9) . . ? C34 H34 0.9500 . . ? C35 C36 1.319(8) . . ? C35 H35 0.9500 . . ? C36 H36 0.9500 . . ? C40 C41 1.496(5) . . ? C40 H40A 0.9900 . . ? C40 H40B 0.9900 . . ? C41 C46 1.358(6) . . ? C41 C42 1.363(5) . . ? C42 C43 1.369(6) . . ? C42 H42 0.9500 . . ? C43 C44 1.338(7) . . ? C43 H43 0.9500 . . ? C44 C45 1.363(7) . . ? C44 H44 0.9500 . . ? C45 C46 1.394(6) . . ? C45 H45 0.9500 . . ? C46 H46 0.9500 . . ? C50 C51 1.482(5) . . ? C50 H50A 0.9900 . . ? C50 H50B 0.9900 . . ? C51 C52 1.367(5) . . ? C51 C56 1.377(5) . . ? C52 C53 1.364(6) . . ? C52 H52 0.9500 . . ? C53 C54 1.361(7) . . ? C53 H53 0.9500 . . ? C54 C55 1.348(7) . . ? C54 H54 0.9500 . . ? C55 C56 1.385(6) . . ? C55 H55 0.9500 . . ? C56 H56 0.9500 . . ? C64 C65 1.513(5) . . ? C64 H64A 0.9900 . . ? C64 H64B 0.9900 . . ? C65 H65A 0.9800 . . ? C65 H65B 0.9800 . . ? C65 H65C 0.9800 . . ? C66 C67 1.519(5) . . ? C66 H66A 0.9900 . . ? C66 H66B 0.9900 . . ? C67 H67A 0.9800 . . ? C67 H67B 0.9800 . . ? C67 H67C 0.9800 . . ? C999 H999 0.9500 . . ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C62 S61 C6 102.66(14) . . . ? C6 O1 C2 111.7(2) . . . ? C11 O4 C14 111.8(2) . . . ? C30 O30 C3 116.2(3) . . . ? C40 O40 C4 114.7(2) . . . ? C5 O50 C50 113.8(2) . . . ? C62 N63 C64 121.5(3) . . . ? C62 N63 C66 123.2(2) . . . ? C64 N63 C66 115.1(3) . . . ? O1 C2 C11 108.1(2) . . . ? O1 C2 C3 108.0(2) . . . ? C11 C2 C3 115.9(2) . . . ? O1 C2 H2 108.20 . . . ? C11 C2 H2 108.20 . . . ? C3 C2 H2 108.20 . . . ? O30 C3 C4 112.2(3) . . . ? O30 C3 C2 108.1(2) . . . ? C4 C3 C2 108.8(2) . . . ? O30 C3 H3 109.30 . . . ? C4 C3 H3 109.30 . . . ? C2 C3 H3 109.30 . . . ? O40 C4 C3 110.3(2) . . . ? O40 C4 C5 109.3(2) . . . ? C3 C4 C5 110.7(2) . . . ? O40 C4 H4 108.80 . . . ? C3 C4 H4 108.80 . . . ? C5 C4 H4 108.80 . . . ? O50 C5 C4 110.6(2) . . . ? O50 C5 C6 109.6(2) . . . ? C4 C5 C6 108.4(2) . . . ? O50 C5 H5 109.40 . . . ? C4 C5 H5 109.40 . . . ? C6 C5 H5 109.40 . . . ? O1 C6 C5 109.4(2) . . . ? O1 C6 S61 109.27(19) . . . ? C5 C6 S61 109.7(2) . . . ? O1 C6 H6 109.50 . . . ? C5 C6 H6 109.50 . . . ? S61 C6 H6 109.50 . . . ? C19 C8 C13 117.9(4) . . . ? C19 C8 C14 122.4(3) . . . ? C13 C8 C14 119.6(3) . . . ? O4 C11 C2 109.4(2) . . . ? O4 C11 H11A 109.80 . . . ? C2 C11 H11A 109.80 . . . ? O4 C11 H11B 109.80 . . . ? C2 C11 H11B 109.80 . . . ? H11A C11 H11B 108.20 . . . ? C29 C13 C8 120.2(4) . . . ? C29 C13 H13 119.90 . . . ? C8 C13 H13 119.90 . . . ? O4 C14 C8 109.7(3) . . . ? O4 C14 H14A 109.70 . . . ? C8 C14 H14A 109.70 . . . ? O4 C14 H14B 109.70 . . . ? C8 C14 H14B 109.70 . . . ? H14A C14 H14B 108.20 . . . ? C8 C19 C999 121.8(4) . . . ? C8 C19 H19 119.10 . . . ? C999 C19 H19 119.10 . . . ? C29 C21 C999 119.1(4) . . . ? C29 C21 H21 120.40 . . . ? C999 C21 H21 120.40 . . . ? C21 C29 C13 121.4(4) . . . ? C21 C29 H29 119.30 . . . ? C13 C29 H29 119.30 . . . ? O30 C30 C31 111.2(4) . . . ? O30 C30 H30A 109.40 . . . ? C31 C30 H30A 109.40 . . . ? O30 C30 H30B 109.40 . . . ? C31 C30 H30B 109.40 . . . ? H30A C30 H30B 108.00 . . . ? C36 C31 C32 119.9(5) . . . ? C36 C31 C30 120.1(5) . . . ? C32 C31 C30 119.9(5) . . . ? C31 C32 C33 118.0(5) . . . ? C31 C32 H32 121.00 . . . ? C33 C32 H32 121.00 . . . ? C34 C33 C32 116.7(5) . . . ? C34 C33 H33 121.70 . . . ? C32 C33 H33 121.70 . . . ? C33 C34 C35 123.7(6) . . . ? C33 C34 H34 118.20 . . . ? C35 C34 H34 118.20 . . . ? C36 C35 C34 119.3(7) . . . ? C36 C35 H35 120.30 . . . ? C34 C35 H35 120.30 . . . ? C31 C36 C35 122.4(6) . . . ? C31 C36 H36 118.80 . . . ? C35 C36 H36 118.80 . . . ? O40 C40 C41 110.0(3) . . . ? O40 C40 H40A 109.70 . . . ? C41 C40 H40A 109.70 . . . ? O40 C40 H40B 109.70 . . . ? C41 C40 H40B 109.70 . . . ? H40A C40 H40B 108.20 . . . ? C46 C41 C42 118.2(4) . . . ? C46 C41 C40 122.4(4) . . . ? C42 C41 C40 119.4(4) . . . ? C41 C42 C43 121.1(5) . . . ? C41 C42 H42 119.40 . . . ? C43 C42 H42 119.40 . . . ? C44 C43 C42 120.8(5) . . . ? C44 C43 H43 119.60 . . . ? C42 C43 H43 119.60 . . . ? C43 C44 C45 119.7(5) . . . ? C43 C44 H44 120.20 . . . ? C45 C44 H44 120.20 . . . ? C44 C45 C46 119.5(5) . . . ? C44 C45 H45 120.30 . . . ? C46 C45 H45 120.30 . . . ? C41 C46 C45 120.7(5) . . . ? C41 C46 H46 119.70 . . . ? C45 C46 H46 119.70 . . . ? O50 C50 C51 110.3(3) . . . ? O50 C50 H50A 109.60 . . . ? C51 C50 H50A 109.60 . . . ? O50 C50 H50B 109.60 . . . ? C51 C50 H50B 109.60 . . . ? H50A C50 H50B 108.10 . . . ? C52 C51 C56 117.4(3) . . . ? C52 C51 C50 121.4(3) . . . ? C56 C51 C50 121.2(4) . . . ? C53 C52 C51 121.9(4) . . . ? C53 C52 H52 119.00 . . . ? C51 C52 H52 119.00 . . . ? C54 C53 C52 120.2(5) . . . ? C54 C53 H53 119.90 . . . ? C52 C53 H53 119.90 . . . ? C55 C54 C53 119.5(5) . . . ? C55 C54 H54 120.30 . . . ? C53 C54 H54 120.30 . . . ? C54 C55 C56 120.5(4) . . . ? C54 C55 H55 119.70 . . . ? C56 C55 H55 119.70 . . . ? C51 C56 C55 120.6(4) . . . ? C51 C56 H56 119.70 . . . ? C55 C56 H56 119.70 . . . ? N63 C62 S62 123.9(2) . . . ? N63 C62 S61 113.0(2) . . . ? S62 C62 S61 123.11(18) . . . ? N63 C64 C65 111.2(3) . . . ? N63 C64 H64A 109.40 . . . ? C65 C64 H64A 109.40 . . . ? N63 C64 H64B 109.40 . . . ? C65 C64 H64B 109.40 . . . ? H64A C64 H64B 108.00 . . . ? C64 C65 H65A 109.50 . . . ? C64 C65 H65B 109.50 . . . ? H65A C65 H65B 109.50 . . . ? C64 C65 H65C 109.50 . . . ? H65A C65 H65C 109.50 . . . ? H65B C65 H65C 109.50 . . . ? N63 C66 C67 111.6(3) . . . ? N63 C66 H66A 109.30 . . . ? C67 C66 H66A 109.30 . . . ? N63 C66 H66B 109.30 . . . ? C67 C66 H66B 109.30 . . . ? H66A C66 H66B 108.00 . . . ? C66 C67 H67A 109.50 . . . ? C66 C67 H67B 109.50 . . . ? H67A C67 H67B 109.50 . . . ? C66 C67 H67C 109.50 . . . ? H67A C67 H67C 109.50 . . . ? H67B C67 H67C 109.50 . . . ? C21 C999 C19 119.5(5) . . . ? C21 C999 H999 120.30 . . . ? C19 C999 H999 120.30 . . . ? 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 C6 O1 C2 C11 -168.4(2) . . . . ? C6 O1 C2 C3 65.5(3) . . . . ? C30 O30 C3 C4 88.7(4) . . . . ? C30 O30 C3 C2 -151.4(4) . . . . ? O1 C2 C3 O30 178.6(2) . . . . ? C11 C2 C3 O30 57.2(3) . . . . ? O1 C2 C3 C4 -59.4(3) . . . . ? C11 C2 C3 C4 179.2(3) . . . . ? C40 O40 C4 C3 126.9(3) . . . . ? C40 O40 C4 C5 -111.1(3) . . . . ? O30 C3 C4 O40 -63.3(3) . . . . ? C2 C3 C4 O40 177.2(2) . . . . ? O30 C3 C4 C5 175.5(2) . . . . ? C2 C3 C4 C5 56.1(3) . . . . ? C50 O50 C5 C4 -107.9(3) . . . . ? C50 O50 C5 C6 132.7(3) . . . . ? O40 C4 C5 O50 63.4(3) . . . . ? C3 C4 C5 O50 -174.9(2) . . . . ? O40 C4 C5 C6 -176.5(2) . . . . ? C3 C4 C5 C6 -54.7(3) . . . . ? C2 O1 C6 C5 -65.2(3) . . . . ? C2 O1 C6 S61 174.76(18) . . . . ? O50 C5 C6 O1 178.6(2) . . . . ? C4 C5 C6 O1 57.8(3) . . . . ? O50 C5 C6 S61 -61.6(3) . . . . ? C4 C5 C6 S61 177.6(2) . . . . ? C62 S61 C6 O1 -78.0(2) . . . . ? C62 S61 C6 C5 162.1(2) . . . . ? C14 O4 C11 C2 174.9(3) . . . . ? O1 C2 C11 O4 -70.0(3) . . . . ? C3 C2 C11 O4 51.3(4) . . . . ? C19 C8 C13 C29 0.4(6) . . . . ? C14 C8 C13 C29 -178.7(4) . . . . ? C11 O4 C14 C8 -176.9(3) . . . . ? C19 C8 C14 O4 -12.9(5) . . . . ? C13 C8 C14 O4 166.1(3) . . . . ? C13 C8 C19 C999 -2.1(7) . . . . ? C14 C8 C19 C999 176.9(4) . . . . ? C999 C21 C29 C13 -1.7(8) . . . . ? C8 C13 C29 C21 1.5(7) . . . . ? C3 O30 C30 C31 147.8(4) . . . . ? O30 C30 C31 C36 -56.5(7) . . . . ? O30 C30 C31 C32 126.3(5) . . . . ? C36 C31 C32 C33 -1.2(7) . . . . ? C30 C31 C32 C33 176.0(4) . . . . ? C31 C32 C33 C34 0.1(7) . . . . ? C32 C33 C34 C35 0.9(10) . . . . ? C33 C34 C35 C36 -0.9(12) . . . . ? C32 C31 C36 C35 1.4(10) . . . . ? C30 C31 C36 C35 -175.8(6) . . . . ? C34 C35 C36 C31 -0.3(12) . . . . ? C4 O40 C40 C41 172.8(3) . . . . ? O40 C40 C41 C46 21.3(7) . . . . ? O40 C40 C41 C42 -159.3(4) . . . . ? C46 C41 C42 C43 -2.0(8) . . . . ? C40 C41 C42 C43 178.5(5) . . . . ? C41 C42 C43 C44 -0.2(9) . . . . ? C42 C43 C44 C45 1.5(10) . . . . ? C43 C44 C45 C46 -0.8(10) . . . . ? C42 C41 C46 C45 2.8(9) . . . . ? C40 C41 C46 C45 -177.8(5) . . . . ? C44 C45 C46 C41 -1.4(10) . . . . ? C5 O50 C50 C51 -170.1(3) . . . . ? O50 C50 C51 C52 61.8(5) . . . . ? O50 C50 C51 C56 -121.0(4) . . . . ? C56 C51 C52 C53 -0.4(6) . . . . ? C50 C51 C52 C53 176.9(4) . . . . ? C51 C52 C53 C54 -0.3(7) . . . . ? C52 C53 C54 C55 0.6(8) . . . . ? C53 C54 C55 C56 -0.1(8) . . . . ? C52 C51 C56 C55 0.9(6) . . . . ? C50 C51 C56 C55 -176.5(4) . . . . ? C54 C55 C56 C51 -0.7(7) . . . . ? C64 N63 C62 S62 0.3(4) . . . . ? C66 N63 C62 S62 -174.6(3) . . . . ? C64 N63 C62 S61 -178.6(2) . . . . ? C66 N63 C62 S61 6.5(4) . . . . ? C6 S61 C62 N63 -178.0(2) . . . . ? C6 S61 C62 S62 3.0(2) . . . . ? C62 N63 C64 C65 93.3(4) . . . . ? C66 N63 C64 C65 -91.4(4) . . . . ? C62 N63 C66 C67 84.3(4) . . . . ? C64 N63 C66 C67 -90.9(4) . . . . ? C29 C21 C999 C19 0.0(8) . . . . ? C8 C19 C999 C21 2.0(8) . . . . ?