# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Teng-Yue Jian' 'Song Ye' _publ_contact_author_name 'Song Ye' _publ_contact_author_email songye@iccas.ac.cn data_mx442 _database_code_depnum_ccdc_archive 'CCDC 799082' #TrackingRef 'mx442.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H31 N O5 S' _chemical_formula_sum 'C33 H31 N O5 S' _chemical_formula_weight 553.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.047(2) _cell_length_b 23.865(6) _cell_length_c 12.926(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.916(4) _cell_angle_gamma 90.00 _cell_volume 2740.2(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 517 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 27.48 _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 0.162 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9729 _exptl_absorpt_correction_T_max 0.9919 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_device_type 'MM007-HF CCD(Saturn 724+)' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28977 _diffrn_reflns_av_R_equivalents 0.0688 _diffrn_reflns_av_sigmaI/netI 0.0409 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5011 _reflns_number_gt 4587 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 200)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _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^)+(0.0331P)^2^+3.4947P] 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 5011 _refine_ls_number_parameters 455 _refine_ls_number_restraints 175 _refine_ls_R_factor_all 0.0930 _refine_ls_R_factor_gt 0.0827 _refine_ls_wR_factor_ref 0.1595 _refine_ls_wR_factor_gt 0.1548 _refine_ls_goodness_of_fit_ref 1.249 _refine_ls_restrained_S_all 1.238 _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 0.41457(9) 0.62224(4) 0.40003(7) 0.0365(2) Uani 1 1 d . . . O1 O 0.1849(3) 0.69700(10) 0.45705(18) 0.0444(6) Uani 1 1 d . A . O2 O 0.4538(3) 0.77181(13) 0.3804(2) 0.0717(10) Uani 1 1 d . . . O3 O 0.4692(3) 0.82133(11) 0.2382(2) 0.0560(7) Uani 1 1 d . . . O4 O 0.4959(3) 0.59689(11) 0.32826(19) 0.0466(6) Uani 1 1 d . . . O5 O 0.4890(3) 0.65835(10) 0.47987(19) 0.0493(7) Uani 1 1 d . . . N1 N 0.2761(3) 0.65998(11) 0.31951(19) 0.0312(6) Uani 1 1 d . A . C1 C 0.2825(3) 0.66349(14) 0.2089(2) 0.0322(7) Uani 1 1 d . . . C2 C 0.2009(4) 0.70147(13) 0.3667(2) 0.0332(7) Uani 1 1 d . . . C3 C 0.1394(4) 0.75163(13) 0.2965(2) 0.0325(7) Uani 1 1 d . A . C4 C 0.2551(4) 0.76545(13) 0.2277(2) 0.0349(8) Uani 1 1 d . . . H4A H 0.2130 0.7957 0.1771 0.042 Uiso 1 1 calc R A . C5 C 0.2786(3) 0.71384(14) 0.1654(2) 0.0334(7) Uani 1 1 d . A . H5A H 0.2908 0.7175 0.0943 0.040 Uiso 1 1 calc R . . C6 C 0.2662(11) 0.6093(3) 0.1520(6) 0.0332(14) Uani 0.808(5) 1 d PDU A 1 C7 C 0.3330(7) 0.6012(2) 0.0667(4) 0.0373(13) Uani 0.808(5) 1 d PDU A 1 H7 H 0.3955 0.6298 0.0472 0.045 Uiso 0.808(5) 1 calc PR A 1 C8 C 0.3111(6) 0.5510(2) 0.0065(4) 0.0415(13) Uani 0.808(5) 1 d PDU A 1 C9 C 0.3782(6) 0.5421(2) -0.0819(4) 0.0548(14) Uani 0.808(5) 1 d PDU A 1 H9 H 0.4368 0.5709 -0.1050 0.066 Uiso 0.808(5) 1 calc PR A 1 C10 C 0.3596(7) 0.4921(2) -0.1349(4) 0.0645(16) Uani 0.808(5) 1 d PDU A 1 H10 H 0.4051 0.4865 -0.1946 0.077 Uiso 0.808(5) 1 calc PR A 1 C11 C 0.2741(7) 0.4492(3) -0.1017(4) 0.0647(18) Uani 0.808(5) 1 d PDU A 1 H11 H 0.2637 0.4145 -0.1382 0.078 Uiso 0.808(5) 1 calc PR A 1 C12 C 0.2058(6) 0.4569(2) -0.0177(4) 0.0599(16) Uani 0.808(5) 1 d PDU A 1 H12 H 0.1463 0.4277 0.0032 0.072 Uiso 0.808(5) 1 calc PR A 1 C13 C 0.2225(6) 0.5081(2) 0.0390(4) 0.0447(15) Uani 0.808(5) 1 d PDU A 1 C14 C 0.1527(5) 0.51797(19) 0.1256(4) 0.0438(12) Uani 0.808(5) 1 d PDU A 1 H14 H 0.0903 0.4897 0.1462 0.053 Uiso 0.808(5) 1 calc PR A 1 C15 C 0.1717(6) 0.5667(2) 0.1806(4) 0.0381(12) Uani 0.808(5) 1 d PDU A 1 H15 H 0.1220 0.5723 0.2382 0.046 Uiso 0.808(5) 1 calc PR A 1 C6' C 0.284(5) 0.6157(10) 0.132(3) 0.036(8) Uani 0.192(5) 1 d PDU A 2 C7' C 0.201(2) 0.5690(7) 0.1419(13) 0.028(5) Uani 0.192(5) 1 d PDU A 2 H7' H 0.1421 0.5681 0.1955 0.033 Uiso 0.192(5) 1 calc PR A 2 C8' C 0.199(2) 0.5218(6) 0.0746(14) 0.030(5) Uani 0.192(5) 1 d PDU A 2 C9' C 0.1223(19) 0.4720(5) 0.0878(12) 0.044(5) Uani 0.192(5) 1 d PDU A 2 H9' H 0.0647 0.4696 0.1419 0.053 Uiso 0.192(5) 1 calc PR A 2 C10' C 0.129(2) 0.4268(6) 0.0237(14) 0.052(5) Uani 0.192(5) 1 d PDU A 2 H10' H 0.0829 0.3925 0.0371 0.062 Uiso 0.192(5) 1 calc PR A 2 C11' C 0.204(2) 0.4304(7) -0.0614(15) 0.057(6) Uani 0.192(5) 1 d PDU A 2 H11' H 0.2019 0.3999 -0.1089 0.068 Uiso 0.192(5) 1 calc PR A 2 C12' C 0.281(2) 0.4781(7) -0.0757(14) 0.054(6) Uani 0.192(5) 1 d PDU A 2 H12' H 0.3336 0.4802 -0.1324 0.065 Uiso 0.192(5) 1 calc PR A 2 C13' C 0.283(2) 0.5246(6) -0.0070(14) 0.040(5) Uani 0.192(5) 1 d PDU A 2 C14' C 0.363(2) 0.5738(6) -0.0182(14) 0.043(5) Uani 0.192(5) 1 d PDU A 2 H14' H 0.4156 0.5766 -0.0751 0.052 Uiso 0.192(5) 1 calc PR A 2 C15' C 0.368(3) 0.6173(8) 0.0496(18) 0.037(7) Uani 0.192(5) 1 d PDU A 2 H15' H 0.4288 0.6491 0.0422 0.045 Uiso 0.192(5) 1 calc PR A 2 C16 C 0.1150(5) 0.80101(14) 0.3681(3) 0.0454(9) Uani 1 1 d . . . H16A H 0.0347 0.7908 0.4072 0.055 Uiso 1 1 calc R A . H16B H 0.2087 0.8071 0.4205 0.055 Uiso 1 1 calc R . . C17 C 0.0715(5) 0.85589(15) 0.3092(3) 0.0576(11) Uani 1 1 d . A . H17A H 0.0483 0.8842 0.3587 0.086 Uiso 1 1 calc R . . H17B H -0.0171 0.8497 0.2538 0.086 Uiso 1 1 calc R . . H17C H 0.1555 0.8689 0.2775 0.086 Uiso 1 1 calc R . . C18 C -0.0149(4) 0.73562(13) 0.2295(2) 0.0325(7) Uani 1 1 d . . . C19 C -0.1195(4) 0.70764(14) 0.2763(3) 0.0400(8) Uani 1 1 d . A . H19A H -0.0908 0.6947 0.3468 0.048 Uiso 1 1 calc R . . C20 C -0.2652(4) 0.69824(15) 0.2225(3) 0.0480(9) Uani 1 1 d . . . H20A H -0.3348 0.6787 0.2559 0.058 Uiso 1 1 calc R A . C21 C -0.3090(4) 0.71711(16) 0.1209(3) 0.0504(10) Uani 1 1 d . A . H21A H -0.4095 0.7116 0.0845 0.060 Uiso 1 1 calc R . . C22 C -0.2066(4) 0.74390(17) 0.0725(3) 0.0502(10) Uani 1 1 d . . . H22A H -0.2360 0.7563 0.0017 0.060 Uiso 1 1 calc R A . C23 C -0.0607(4) 0.75304(15) 0.1258(3) 0.0385(8) Uani 1 1 d . A . H23A H 0.0091 0.7715 0.0909 0.046 Uiso 1 1 calc R . . C24 C 0.4032(4) 0.78568(14) 0.2921(3) 0.0420(9) Uani 1 1 d . A . C25 C 0.6167(5) 0.84186(18) 0.2906(4) 0.0660(13) Uani 1 1 d . . . H25A H 0.6154 0.8513 0.3650 0.079 Uiso 1 1 calc R . . H25B H 0.6947 0.8130 0.2889 0.079 Uiso 1 1 calc R . . C26 C 0.6478(6) 0.8912(2) 0.2338(4) 0.0860(17) Uani 1 1 d . . . H26A H 0.7451 0.9070 0.2674 0.129 Uiso 1 1 calc R . . H26B H 0.5684 0.9190 0.2345 0.129 Uiso 1 1 calc R . . H26C H 0.6512 0.8810 0.1608 0.129 Uiso 1 1 calc R . . C27 C 0.3225(4) 0.56954(13) 0.4590(3) 0.0338(7) Uani 1 1 d . . . C28 C 0.3074(4) 0.51676(14) 0.4148(3) 0.0461(9) Uani 1 1 d . . . H28A H 0.3414 0.5092 0.3510 0.055 Uiso 1 1 calc R . . C29 C 0.2415(5) 0.47483(15) 0.4654(3) 0.0505(10) Uani 1 1 d . . . H29A H 0.2300 0.4384 0.4353 0.061 Uiso 1 1 calc R . . C30 C 0.1925(4) 0.48493(15) 0.5581(3) 0.0435(9) Uani 1 1 d . . . C31 C 0.2116(4) 0.53766(16) 0.6012(3) 0.0474(9) Uani 1 1 d . . . H31A H 0.1796 0.5450 0.6658 0.057 Uiso 1 1 calc R . . C32 C 0.2762(4) 0.58010(15) 0.5527(3) 0.0429(9) Uani 1 1 d . . . H32A H 0.2887 0.6163 0.5836 0.051 Uiso 1 1 calc R . . C33 C 0.1237(4) 0.43799(17) 0.6116(4) 0.0588(11) Uani 1 1 d . . . H33A H 0.0768 0.4534 0.6677 0.088 Uiso 1 1 calc R . . H33B H 0.2025 0.4113 0.6418 0.088 Uiso 1 1 calc R . . H33C H 0.0473 0.4188 0.5598 0.088 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 0.0293(4) 0.0404(5) 0.0373(5) 0.0105(4) 0.0002(3) -0.0021(4) O1 0.0598(16) 0.0455(14) 0.0282(12) 0.0069(11) 0.0092(11) 0.0078(12) O2 0.071(2) 0.069(2) 0.0584(18) 0.0236(15) -0.0313(15) -0.0282(16) O3 0.0387(15) 0.0570(16) 0.0656(18) 0.0222(14) -0.0068(13) -0.0182(13) O4 0.0331(13) 0.0617(16) 0.0462(14) 0.0167(13) 0.0104(11) 0.0108(12) O5 0.0481(15) 0.0474(15) 0.0442(14) 0.0118(12) -0.0124(12) -0.0127(12) N1 0.0300(14) 0.0332(14) 0.0289(14) 0.0061(11) 0.0017(11) -0.0001(11) C1 0.0251(16) 0.0397(18) 0.0303(16) 0.0041(14) 0.0014(13) -0.0006(14) C2 0.0357(18) 0.0336(17) 0.0282(17) 0.0029(14) 0.0003(14) -0.0021(14) C3 0.0387(19) 0.0297(16) 0.0275(16) 0.0039(13) 0.0022(14) -0.0004(14) C4 0.0352(18) 0.0327(17) 0.0327(17) 0.0073(14) -0.0041(14) -0.0052(14) C5 0.0280(17) 0.0448(19) 0.0265(16) 0.0057(14) 0.0027(13) -0.0049(14) C6 0.028(3) 0.043(3) 0.027(3) 0.004(2) 0.000(2) 0.005(2) C7 0.034(3) 0.041(3) 0.035(3) 0.005(2) 0.002(2) 0.005(2) C8 0.037(3) 0.047(3) 0.036(3) -0.002(3) -0.001(2) 0.011(3) C9 0.049(3) 0.072(3) 0.041(3) -0.002(2) 0.001(2) 0.024(3) C10 0.067(3) 0.077(4) 0.043(3) -0.016(3) -0.006(2) 0.034(3) C11 0.062(4) 0.061(4) 0.059(4) -0.022(3) -0.020(3) 0.024(3) C12 0.053(3) 0.057(3) 0.061(3) -0.015(3) -0.013(3) 0.012(3) C13 0.037(3) 0.044(3) 0.046(3) -0.009(3) -0.009(2) 0.012(2) C14 0.038(3) 0.040(3) 0.051(3) -0.002(2) 0.002(2) -0.003(2) C15 0.038(3) 0.039(3) 0.037(3) 0.000(2) 0.007(2) -0.002(2) C6' 0.035(10) 0.036(10) 0.036(11) 0.002(8) 0.006(8) 0.001(7) C7' 0.030(8) 0.031(8) 0.022(8) 0.007(7) 0.006(7) -0.011(7) C8' 0.030(8) 0.038(8) 0.025(8) 0.002(7) 0.010(7) 0.003(7) C9' 0.048(8) 0.039(8) 0.043(8) 0.000(7) 0.000(7) 0.005(7) C10' 0.053(9) 0.042(8) 0.056(9) -0.011(7) 0.000(7) -0.001(7) C11' 0.053(9) 0.057(9) 0.055(9) -0.003(7) -0.003(7) 0.010(7) C12' 0.051(9) 0.053(9) 0.055(9) -0.009(8) 0.003(7) 0.005(7) C13' 0.039(8) 0.039(9) 0.039(8) -0.003(7) 0.001(7) 0.003(7) C14' 0.042(9) 0.048(9) 0.041(9) 0.004(7) 0.012(7) 0.004(7) C15' 0.039(10) 0.043(10) 0.031(9) -0.009(8) 0.008(7) 0.003(7) C16 0.058(2) 0.0376(19) 0.0372(19) -0.0017(16) 0.0002(17) 0.0023(17) C17 0.079(3) 0.036(2) 0.050(2) -0.0013(18) -0.006(2) 0.008(2) C18 0.0350(18) 0.0287(16) 0.0335(17) 0.0009(14) 0.0059(14) 0.0014(14) C19 0.046(2) 0.0352(18) 0.0406(19) 0.0044(15) 0.0137(16) 0.0020(16) C20 0.039(2) 0.044(2) 0.064(3) 0.0032(19) 0.0186(19) -0.0076(17) C21 0.0304(19) 0.059(2) 0.059(2) 0.001(2) 0.0005(17) -0.0056(17) C22 0.045(2) 0.064(3) 0.038(2) 0.0060(18) -0.0011(17) -0.0048(19) C23 0.0324(18) 0.048(2) 0.0340(18) 0.0032(16) 0.0037(14) -0.0057(15) C24 0.044(2) 0.0317(18) 0.045(2) 0.0095(16) -0.0056(17) -0.0063(16) C25 0.040(2) 0.060(3) 0.089(3) 0.015(2) -0.011(2) -0.017(2) C26 0.064(3) 0.092(4) 0.092(4) 0.016(3) -0.011(3) -0.042(3) C27 0.0329(18) 0.0307(17) 0.0357(18) 0.0057(14) 0.0013(14) 0.0002(14) C28 0.056(2) 0.038(2) 0.046(2) 0.0059(16) 0.0133(18) 0.0062(17) C29 0.060(3) 0.0319(19) 0.058(2) 0.0016(17) 0.007(2) -0.0027(18) C30 0.0314(19) 0.046(2) 0.050(2) 0.0175(17) 0.0013(16) 0.0027(16) C31 0.050(2) 0.052(2) 0.042(2) 0.0163(18) 0.0123(17) 0.0064(18) C32 0.050(2) 0.0398(19) 0.0379(19) 0.0055(16) 0.0059(16) 0.0025(17) C33 0.046(2) 0.055(2) 0.073(3) 0.028(2) 0.007(2) -0.0044(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O5 1.414(3) . ? S1 O4 1.424(3) . ? S1 N1 1.723(3) . ? S1 C27 1.760(3) . ? O1 C2 1.208(4) . ? O2 C24 1.193(4) . ? O3 C24 1.313(4) . ? O3 C25 1.462(4) . ? N1 C2 1.405(4) . ? N1 C1 1.444(4) . ? C1 C5 1.324(4) . ? C1 C6 1.482(6) . ? C1 C6' 1.518(15) . ? C2 C3 1.541(4) . ? C3 C4 1.533(5) . ? C3 C16 1.540(4) . ? C3 C18 1.545(4) . ? C4 C5 1.508(5) . ? C4 C24 1.517(5) . ? C4 H4A 1.0000 . ? C5 H5A 0.9500 . ? C6 C7 1.367(8) . ? C6 C15 1.421(9) . ? C7 C8 1.422(7) . ? C7 H7 0.9500 . ? C8 C9 1.409(7) . ? C8 C13 1.412(7) . ? C9 C10 1.370(7) . ? C9 H9 0.9500 . ? C10 C11 1.398(8) . ? C10 H10 0.9500 . ? C11 C12 1.360(7) . ? C11 H11 0.9500 . ? C12 C13 1.419(7) . ? C12 H12 0.9500 . ? C13 C14 1.405(7) . ? C14 C15 1.357(7) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C6' C7' 1.365(12) . ? C6' C15' 1.419(13) . ? C7' C8' 1.421(11) . ? C7' H7' 0.9500 . ? C8' C9' 1.405(11) . ? C8' C13' 1.409(11) . ? C9' C10' 1.369(11) . ? C9' H9' 0.9500 . ? C10' C11' 1.400(12) . ? C10' H10' 0.9500 . ? C11' C12' 1.361(11) . ? C11' H11' 0.9500 . ? C12' C13' 1.420(11) . ? C12' H12' 0.9500 . ? C13' C14' 1.404(11) . ? C14' C15' 1.354(11) . ? C14' H14' 0.9500 . ? C15' H15' 0.9500 . ? C16 C17 1.528(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.388(5) . ? C18 C23 1.389(4) . ? C19 C20 1.387(5) . ? C19 H19A 0.9500 . ? C20 C21 1.374(5) . ? C20 H20A 0.9500 . ? C21 C22 1.370(5) . ? C21 H21A 0.9500 . ? C22 C23 1.386(5) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C25 C26 1.443(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C32 1.378(5) . ? C27 C28 1.379(5) . ? C28 C29 1.391(5) . ? C28 H28A 0.9500 . ? C29 C30 1.375(5) . ? C29 H29A 0.9500 . ? C30 C31 1.374(5) . ? C30 C33 1.510(5) . ? C31 C32 1.378(5) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 S1 O4 120.07(17) . . ? O5 S1 N1 108.28(14) . . ? O4 S1 N1 103.58(14) . . ? O5 S1 C27 108.59(16) . . ? O4 S1 C27 108.91(16) . . ? N1 S1 C27 106.59(14) . . ? C24 O3 C25 116.0(3) . . ? C2 N1 C1 120.2(3) . . ? C2 N1 S1 117.6(2) . . ? C1 N1 S1 117.9(2) . . ? C5 C1 N1 118.0(3) . . ? C5 C1 C6 126.1(4) . . ? N1 C1 C6 115.0(4) . . ? C5 C1 C6' 113.9(13) . . ? N1 C1 C6' 128.0(12) . . ? C6 C1 C6' 14.0(10) . . ? O1 C2 N1 120.9(3) . . ? O1 C2 C3 122.8(3) . . ? N1 C2 C3 116.3(3) . . ? C4 C3 C16 112.1(3) . . ? C4 C3 C2 107.4(3) . . ? C16 C3 C2 108.5(3) . . ? C4 C3 C18 111.8(3) . . ? C16 C3 C18 108.0(3) . . ? C2 C3 C18 109.0(3) . . ? C5 C4 C24 110.7(3) . . ? C5 C4 C3 108.4(3) . . ? C24 C4 C3 112.2(3) . . ? C5 C4 H4A 108.5 . . ? C24 C4 H4A 108.5 . . ? C3 C4 H4A 108.5 . . ? C1 C5 C4 120.6(3) . . ? C1 C5 H5A 119.7 . . ? C4 C5 H5A 119.7 . . ? C7 C6 C15 119.2(5) . . ? C7 C6 C1 120.4(6) . . ? C15 C6 C1 120.2(6) . . ? C6 C7 C8 121.5(6) . . ? C6 C7 H7 119.2 . . ? C8 C7 H7 119.2 . . ? C9 C8 C13 119.3(5) . . ? C9 C8 C7 122.3(6) . . ? C13 C8 C7 118.4(5) . . ? C10 C9 C8 120.3(6) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 120.5(5) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 120.6(5) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C13 120.5(6) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C14 C13 C8 118.8(4) . . ? C14 C13 C12 122.4(5) . . ? C8 C13 C12 118.8(5) . . ? C15 C14 C13 122.0(5) . . ? C15 C14 H14 119.0 . . ? C13 C14 H14 119.0 . . ? C14 C15 C6 120.0(5) . . ? C14 C15 H15 120.0 . . ? C6 C15 H15 120.0 . . ? C7' C6' C15' 118.7(11) . . ? C7' C6' C1 118.3(14) . . ? C15' C6' C1 123.0(13) . . ? C6' C7' C8' 121.9(11) . . ? C6' C7' H7' 119.0 . . ? C8' C7' H7' 119.0 . . ? C9' C8' C13' 118.6(9) . . ? C9' C8' C7' 123.0(11) . . ? C13' C8' C7' 118.4(10) . . ? C10' C9' C8' 120.8(11) . . ? C10' C9' H9' 119.6 . . ? C8' C9' H9' 119.6 . . ? C9' C10' C11' 120.8(12) . . ? C9' C10' H10' 119.6 . . ? C11' C10' H10' 119.6 . . ? C12' C11' C10' 119.5(12) . . ? C12' C11' H11' 120.3 . . ? C10' C11' H11' 120.3 . . ? C11' C12' C13' 121.0(11) . . ? C11' C12' H12' 119.5 . . ? C13' C12' H12' 119.5 . . ? C14' C13' C8' 118.6(10) . . ? C14' C13' C12' 122.3(11) . . ? C8' C13' C12' 119.1(9) . . ? C15' C14' C13' 122.0(11) . . ? C15' C14' H14' 119.0 . . ? C13' C14' H14' 119.0 . . ? C14' C15' C6' 120.3(12) . . ? C14' C15' H15' 119.9 . . ? C6' C15' H15' 119.9 . . ? C17 C16 C3 114.2(3) . . ? C17 C16 H16A 108.7 . . ? C3 C16 H16A 108.7 . . ? C17 C16 H16B 108.7 . . ? C3 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 117.5(3) . . ? C19 C18 C3 119.5(3) . . ? C23 C18 C3 122.7(3) . . ? C20 C19 C18 121.4(3) . . ? C20 C19 H19A 119.3 . . ? C18 C19 H19A 119.3 . . ? C21 C20 C19 120.1(3) . . ? C21 C20 H20A 120.0 . . ? C19 C20 H20A 120.0 . . ? C22 C21 C20 119.5(3) . . ? C22 C21 H21A 120.3 . . ? C20 C21 H21A 120.3 . . ? C21 C22 C23 120.6(3) . . ? C21 C22 H22A 119.7 . . ? C23 C22 H22A 119.7 . . ? C22 C23 C18 120.9(3) . . ? C22 C23 H23A 119.5 . . ? C18 C23 H23A 119.5 . . ? O2 C24 O3 123.8(3) . . ? O2 C24 C4 125.2(3) . . ? O3 C24 C4 111.0(3) . . ? C26 C25 O3 106.7(3) . . ? C26 C25 H25A 110.4 . . ? O3 C25 H25A 110.4 . . ? C26 C25 H25B 110.4 . . ? O3 C25 H25B 110.4 . . ? H25A C25 H25B 108.6 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C32 C27 C28 120.6(3) . . ? C32 C27 S1 119.8(3) . . ? C28 C27 S1 119.4(3) . . ? C27 C28 C29 118.7(3) . . ? C27 C28 H28A 120.7 . . ? C29 C28 H28A 120.7 . . ? C30 C29 C28 121.5(4) . . ? C30 C29 H29A 119.3 . . ? C28 C29 H29A 119.3 . . ? C31 C30 C29 118.5(3) . . ? C31 C30 C33 121.7(4) . . ? C29 C30 C33 119.8(4) . . ? C30 C31 C32 121.3(4) . . ? C30 C31 H31A 119.3 . . ? C32 C31 H31A 119.3 . . ? C27 C32 C31 119.4(3) . . ? C27 C32 H32A 120.3 . . ? C31 C32 H32A 120.3 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 S1 N1 C2 -35.1(3) . . . . ? O4 S1 N1 C2 -163.6(2) . . . . ? C27 S1 N1 C2 81.6(3) . . . . ? O5 S1 N1 C1 121.4(2) . . . . ? O4 S1 N1 C1 -7.1(3) . . . . ? C27 S1 N1 C1 -121.9(2) . . . . ? C2 N1 C1 C5 29.0(4) . . . . ? S1 N1 C1 C5 -126.9(3) . . . . ? C2 N1 C1 C6 -140.9(5) . . . . ? S1 N1 C1 C6 63.2(5) . . . . ? C2 N1 C1 C6' -147(2) . . . . ? S1 N1 C1 C6' 57(2) . . . . ? C1 N1 C2 O1 174.4(3) . . . . ? S1 N1 C2 O1 -29.6(4) . . . . ? C1 N1 C2 C3 -4.7(4) . . . . ? S1 N1 C2 C3 151.2(2) . . . . ? O1 C2 C3 C4 142.7(3) . . . . ? N1 C2 C3 C4 -38.1(4) . . . . ? O1 C2 C3 C16 21.4(4) . . . . ? N1 C2 C3 C16 -159.5(3) . . . . ? O1 C2 C3 C18 -96.0(4) . . . . ? N1 C2 C3 C18 83.1(3) . . . . ? C16 C3 C4 C5 176.6(3) . . . . ? C2 C3 C4 C5 57.5(3) . . . . ? C18 C3 C4 C5 -62.0(3) . . . . ? C16 C3 C4 C24 54.0(4) . . . . ? C2 C3 C4 C24 -65.1(3) . . . . ? C18 C3 C4 C24 175.4(3) . . . . ? N1 C1 C5 C4 -5.0(4) . . . . ? C6 C1 C5 C4 163.6(5) . . . . ? C6' C1 C5 C4 171.5(18) . . . . ? C24 C4 C5 C1 84.7(4) . . . . ? C3 C4 C5 C1 -38.8(4) . . . . ? C5 C1 C6 C7 40.2(10) . . . . ? N1 C1 C6 C7 -150.8(6) . . . . ? C6' C1 C6 C7 9(9) . . . . ? C5 C1 C6 C15 -135.1(6) . . . . ? N1 C1 C6 C15 33.9(9) . . . . ? C6' C1 C6 C15 -167(10) . . . . ? C15 C6 C7 C8 -0.5(12) . . . . ? C1 C6 C7 C8 -175.8(6) . . . . ? C6 C7 C8 C9 179.6(7) . . . . ? C6 C7 C8 C13 -2.4(9) . . . . ? C13 C8 C9 C10 -0.9(7) . . . . ? C7 C8 C9 C10 177.1(5) . . . . ? C8 C9 C10 C11 -0.2(7) . . . . ? C9 C10 C11 C12 1.3(8) . . . . ? C10 C11 C12 C13 -1.3(8) . . . . ? C9 C8 C13 C14 -178.3(4) . . . . ? C7 C8 C13 C14 3.7(7) . . . . ? C9 C8 C13 C12 0.9(7) . . . . ? C7 C8 C13 C12 -177.1(5) . . . . ? C11 C12 C13 C14 179.3(5) . . . . ? C11 C12 C13 C8 0.1(8) . . . . ? C8 C13 C14 C15 -2.1(8) . . . . ? C12 C13 C14 C15 178.7(5) . . . . ? C13 C14 C15 C6 -0.8(9) . . . . ? C7 C6 C15 C14 2.1(11) . . . . ? C1 C6 C15 C14 177.5(6) . . . . ? C5 C1 C6' C7' -140(3) . . . . ? N1 C1 C6' C7' 36(5) . . . . ? C6 C1 C6' C7' 12(6) . . . . ? C5 C1 C6' C15' 40(5) . . . . ? N1 C1 C6' C15' -144(3) . . . . ? C6 C1 C6' C15' -168(13) . . . . ? C15' C6' C7' C8' 2(6) . . . . ? C1 C6' C7' C8' -178(3) . . . . ? C6' C7' C8' C9' 176(3) . . . . ? C6' C7' C8' C13' -2(4) . . . . ? C13' C8' C9' C10' 1(3) . . . . ? C7' C8' C9' C10' -177(2) . . . . ? C8' C9' C10' C11' -5(3) . . . . ? C9' C10' C11' C12' 5(3) . . . . ? C10' C11' C12' C13' -1(4) . . . . ? C9' C8' C13' C14' -178(2) . . . . ? C7' C8' C13' C14' 0(4) . . . . ? C9' C8' C13' C12' 3(3) . . . . ? C7' C8' C13' C12' -179(2) . . . . ? C11' C12' C13' C14' 178(2) . . . . ? C11' C12' C13' C8' -2(4) . . . . ? C8' C13' C14' C15' 3(4) . . . . ? C12' C13' C14' C15' -178(2) . . . . ? C13' C14' C15' C6' -4(5) . . . . ? C7' C6' C15' C14' 1(6) . . . . ? C1 C6' C15' C14' -179(3) . . . . ? C4 C3 C16 C17 54.8(4) . . . . ? C2 C3 C16 C17 173.2(3) . . . . ? C18 C3 C16 C17 -68.8(4) . . . . ? C4 C3 C18 C19 162.7(3) . . . . ? C16 C3 C18 C19 -73.6(4) . . . . ? C2 C3 C18 C19 44.1(4) . . . . ? C4 C3 C18 C23 -24.2(4) . . . . ? C16 C3 C18 C23 99.6(4) . . . . ? C2 C3 C18 C23 -142.7(3) . . . . ? C23 C18 C19 C20 -1.1(5) . . . . ? C3 C18 C19 C20 172.4(3) . . . . ? C18 C19 C20 C21 -0.5(6) . . . . ? C19 C20 C21 C22 1.7(6) . . . . ? C20 C21 C22 C23 -1.3(6) . . . . ? C21 C22 C23 C18 -0.4(6) . . . . ? C19 C18 C23 C22 1.5(5) . . . . ? C3 C18 C23 C22 -171.8(3) . . . . ? C25 O3 C24 O2 3.3(6) . . . . ? C25 O3 C24 C4 -177.3(3) . . . . ? C5 C4 C24 O2 -90.9(5) . . . . ? C3 C4 C24 O2 30.3(5) . . . . ? C5 C4 C24 O3 89.7(3) . . . . ? C3 C4 C24 O3 -149.1(3) . . . . ? C24 O3 C25 C26 -163.4(4) . . . . ? O5 S1 C27 C32 27.4(3) . . . . ? O4 S1 C27 C32 159.8(3) . . . . ? N1 S1 C27 C32 -89.0(3) . . . . ? O5 S1 C27 C28 -147.8(3) . . . . ? O4 S1 C27 C28 -15.4(3) . . . . ? N1 S1 C27 C28 95.7(3) . . . . ? C32 C27 C28 C29 1.5(5) . . . . ? S1 C27 C28 C29 176.7(3) . . . . ? C27 C28 C29 C30 -0.4(6) . . . . ? C28 C29 C30 C31 -0.8(6) . . . . ? C28 C29 C30 C33 -179.0(4) . . . . ? C29 C30 C31 C32 0.9(6) . . . . ? C33 C30 C31 C32 179.1(3) . . . . ? C28 C27 C32 C31 -1.3(5) . . . . ? S1 C27 C32 C31 -176.5(3) . . . . ? C30 C31 C32 C27 0.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.452 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.050