# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Marc Fourmigue' _publ_contact_author_email MARC.FOURMIGUE@UNIV-RENNES1.FR _publ_section_title ; Helical organization of chiral binaphthyl tetrathiafulvalene primary amides through hydrogen bonding interactions ; loop_ _publ_author_name 'Marc Fourmigue' 'Olivier Jeannin' 'Ali Saad' # Attachment '_R_-3.cif' data_ast4 _database_code_depnum_ccdc_archive 'CCDC 737671' #TrackingRef '_R_-3.cif' _audit_creation_date 2008-01-15T15:24:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety '2(C25 H16 O2 S3), C7 H8' _chemical_formula_sum 'C57 H40 O4 S6' _chemical_formula_weight 981.26 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration rmad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'P 31' _symmetry_space_group_name_Hall 'P 31' _symmetry_Int_Tables_number 144 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' _cell_length_a 11.2192(6) _cell_length_b 11.2192 _cell_length_c 32.2233(18) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 3512.6(3) _cell_formula_units_Z 3 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9367 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 27.46 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1530 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.342 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.781 _exptl_absorpt_correction_T_max 0.928 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by SAINT Bruker-AXS' _diffrn_orient_matrix_ub_11 0.219296E-1 _diffrn_orient_matrix_ub_12 -0.706306E-1 _diffrn_orient_matrix_ub_13 -0.105962E-1 _diffrn_orient_matrix_ub_21 -0.747076E-1 _diffrn_orient_matrix_ub_22 -0.714241E-1 _diffrn_orient_matrix_ub_23 0.177465E-1 _diffrn_orient_matrix_ub_31 -0.673115E-1 _diffrn_orient_matrix_ub_32 -0.224251E-1 _diffrn_orient_matrix_ub_33 -0.231486E-1 _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_unetI/netI 0.0289 _diffrn_reflns_number 66121 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.9 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 10482 _reflns_number_gt 10371 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART, 2006' _computing_cell_refinement 'Bruker SMART, 2006' _computing_data_reduction 'Bruker SAINT, 2006' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0261P)^2^+2.2730P] 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_number_reflns 10482 _refine_ls_number_parameters 604 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.082 _refine_ls_wR_factor_gt 0.0779 _refine_ls_goodness_of_fit_ref 1.161 _refine_ls_restrained_S_all 1.161 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(4) _refine_diff_density_max 0.335 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.051 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' 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 S1A S 0.58300(6) 0.51732(6) 0.106338(18) 0.02041(12) Uani 1 1 d . . . S2A S 0.31570(6) 0.48740(6) 0.093479(18) 0.02087(12) Uani 1 1 d . . . S3A S 0.37005(8) 0.38411(7) 0.17250(2) 0.03282(16) Uani 1 1 d . . . O1A O 0.75190(16) 0.79926(16) 0.03984(5) 0.0162(3) Uani 1 1 d . . . O2A O 0.49042(16) 0.75488(16) 0.00384(5) 0.0161(3) Uani 1 1 d . . . C1A C 0.7523(2) 0.9709(2) -0.00291(7) 0.0149(4) Uani 1 1 d . . . C2A C 0.8003(2) 0.8815(2) 0.00493(7) 0.0157(4) Uani 1 1 d . . . C3A C 0.8975(2) 0.8734(2) -0.02107(7) 0.0184(5) Uani 1 1 d . . . H3A H 0.9303 0.8143 -0.0144 0.022 Uiso 1 1 calc R . . C4A C 0.9430(2) 0.9524(2) -0.05590(8) 0.0205(5) Uani 1 1 d . . . H4A H 1.008 0.9477 -0.0727 0.025 Uiso 1 1 calc R . . C5A C 0.9340(2) 1.1195(2) -0.10409(8) 0.0217(5) Uani 1 1 d . . . H5A H 0.9984 1.115 -0.1212 0.026 Uiso 1 1 calc R . . C6A C 0.8805(3) 1.2008(3) -0.11521(8) 0.0253(5) Uani 1 1 d . . . H6A H 0.9079 1.2504 -0.1399 0.03 Uiso 1 1 calc R . . C7A C 0.7837(3) 1.2095(2) -0.08926(8) 0.0241(5) Uani 1 1 d . . . H7A H 0.747 1.2645 -0.097 0.029 Uiso 1 1 calc R . . C8A C 0.7433(2) 1.1372(2) -0.05252(7) 0.0187(5) Uani 1 1 d . . . H8A H 0.6801 1.1444 -0.0356 0.022 Uiso 1 1 calc R . . C9A C 0.7966(2) 1.0519(2) -0.04018(7) 0.0161(4) Uani 1 1 d . . . C10A C 0.8927(2) 1.0426(2) -0.06714(7) 0.0176(4) Uani 1 1 d . . . C11A C 0.6524(2) 0.9750(2) 0.02705(7) 0.0140(4) Uani 1 1 d . . . C12A C 0.5235(2) 0.8614(2) 0.03160(7) 0.0152(4) Uani 1 1 d . . . C13A C 0.4300(2) 0.8550(2) 0.06206(7) 0.0178(5) Uani 1 1 d . . . H13A H 0.3428 0.7778 0.0641 0.021 Uiso 1 1 calc R . . C14A C 0.4692(3) 0.9640(3) 0.08865(7) 0.0203(5) Uani 1 1 d . . . H14A H 0.4078 0.9593 0.1089 0.024 Uiso 1 1 calc R . . C15A C 0.6441(3) 1.1932(3) 0.11496(7) 0.0230(5) Uani 1 1 d . . . H15A H 0.5842 1.1887 0.1357 0.028 Uiso 1 1 calc R . . C16A C 0.7727(3) 1.3052(3) 0.11250(8) 0.0257(5) Uani 1 1 d . . . H16A H 0.7993 1.3777 0.131 0.031 Uiso 1 1 calc R . . C17A C 0.8661(3) 1.3116(2) 0.08181(8) 0.0230(5) Uani 1 1 d . . . H17A H 0.9546 1.3875 0.0808 0.028 Uiso 1 1 calc R . . C18A C 0.8273(2) 1.2074(2) 0.05378(7) 0.0194(5) Uani 1 1 d . . . H18A H 0.8898 1.2138 0.0337 0.023 Uiso 1 1 calc R . . C19A C 0.6936(2) 1.0894(2) 0.05464(7) 0.0163(4) Uani 1 1 d . . . C2OA C 0.6006(2) 1.0829(2) 0.08606(7) 0.0173(5) Uani 1 1 d . . . C21A C 0.6808(2) 0.6539(2) 0.03114(7) 0.0173(5) Uani 1 1 d . . . H21A H 0.7424 0.6176 0.0351 0.021 Uiso 1 1 calc R . . H21B H 0.6492 0.6376 0.0026 0.021 Uiso 1 1 calc R . . C22A C 0.3903(2) 0.6178(2) 0.01612(7) 0.0175(5) Uani 1 1 d . . . H22A H 0.3744 0.5553 -0.0067 0.021 Uiso 1 1 calc R . . H22B H 0.304 0.6146 0.0222 0.021 Uiso 1 1 calc R . . C23A C 0.5601(2) 0.5837(2) 0.06014(7) 0.0167(4) Uani 1 1 d . . . C24A C 0.4353(2) 0.5701(2) 0.05391(7) 0.0168(4) Uani 1 1 d . . . C25A C 0.4197(3) 0.4567(2) 0.12660(8) 0.0229(5) Uani 1 1 d . . . S1B S 0.62322(6) 0.89224(6) -0.172330(19) 0.02096(12) Uani 1 1 d . . . S2B S 0.82232(6) 0.80246(6) -0.178441(18) 0.01882(12) Uani 1 1 d . . . S3B S 0.82760(6) 0.99952(7) -0.241473(19) 0.02457(13) Uani 1 1 d . . . O1B O 0.45361(16) 0.61994(16) -0.08390(5) 0.0169(3) Uani 1 1 d . . . O2B O 0.65233(16) 0.51482(16) -0.11163(5) 0.0181(3) Uani 1 1 d . . . C1B C 0.3712(2) 0.3935(2) -0.10582(7) 0.0137(4) Uani 1 1 d . . . C2B C 0.3785(2) 0.5183(2) -0.11296(7) 0.0153(4) Uani 1 1 d . . . C3B C 0.3136(2) 0.5385(2) -0.14729(7) 0.0175(4) Uani 1 1 d . . . H3B H 0.3186 0.6229 -0.1515 0.021 Uiso 1 1 calc R . . C4B C 0.2430(2) 0.4326(2) -0.17446(7) 0.0169(5) Uani 1 1 d . . . H4B H 0.2005 0.4464 -0.1973 0.02 Uiso 1 1 calc R . . C5B C 0.1630(2) 0.1942(2) -0.19781(7) 0.0192(5) Uani 1 1 d . . . H5B H 0.1212 0.2071 -0.2209 0.023 Uiso 1 1 calc R . . C6B C 0.1567(2) 0.0711(3) -0.19204(7) 0.0219(5) Uani 1 1 d . . . H6B H 0.1115 0.0009 -0.2114 0.026 Uiso 1 1 calc R . . C7B C 0.2187(2) 0.0492(2) -0.15679(8) 0.0211(5) Uani 1 1 d . . . H7B H 0.2128 -0.0357 -0.1528 0.025 Uiso 1 1 calc R . . C8B C 0.2872(2) 0.1524(2) -0.12855(7) 0.0180(4) Uani 1 1 d . . . H8B H 0.3285 0.1375 -0.1057 0.022 Uiso 1 1 calc R . . C9B C 0.2959(2) 0.2822(2) -0.13379(7) 0.0133(4) Uani 1 1 d . . . C10B C 0.2325(2) 0.3032(2) -0.16904(7) 0.0155(4) Uani 1 1 d . . . C11B C 0.4518(2) 0.3796(2) -0.07122(7) 0.0140(4) Uani 1 1 d . . . C12B C 0.5925(2) 0.4402(2) -0.07579(7) 0.0154(4) Uani 1 1 d . . . C13B C 0.6749(2) 0.4274(2) -0.04523(8) 0.0203(5) Uani 1 1 d . . . H13B H 0.7692 0.4674 -0.0493 0.024 Uiso 1 1 calc R . . C14B C 0.6160(3) 0.3559(2) -0.00930(8) 0.0207(5) Uani 1 1 d . . . H14B H 0.6708 0.3468 0.0107 0.025 Uiso 1 1 calc R . . C15B C 0.4103(3) 0.2264(2) 0.03508(8) 0.0233(5) Uani 1 1 d . . . H15B H 0.4636 0.2161 0.0553 0.028 Uiso 1 1 calc R . . C16B C 0.2716(3) 0.1739(3) 0.04184(8) 0.0269(6) Uani 1 1 d . . . H16B H 0.232 0.1294 0.0667 0.032 Uiso 1 1 calc R . . C17B C 0.1896(3) 0.1876(2) 0.01097(8) 0.0243(5) Uani 1 1 d . . . H17B H 0.096 0.152 0.0157 0.029 Uiso 1 1 calc R . . C18B C 0.2463(2) 0.2527(2) -0.02574(7) 0.0193(5) Uani 1 1 d . . . H18B H 0.1908 0.2607 -0.0457 0.023 Uiso 1 1 calc R . . C19B C 0.3892(2) 0.3084(2) -0.03369(7) 0.0155(4) Uani 1 1 d . . . C20B C 0.4724(3) 0.2959(2) -0.00239(7) 0.0184(5) Uani 1 1 d . . . C21B C 0.5216(2) 0.7598(2) -0.09741(8) 0.0202(5) Uani 1 1 d . . . H21C H 0.5709 0.8191 -0.0742 0.024 Uiso 1 1 calc R . . H21D H 0.4533 0.7829 -0.1066 0.024 Uiso 1 1 calc R . . C22B C 0.7382(2) 0.6603(2) -0.10338(7) 0.0177(5) Uani 1 1 d . . . H22C H 0.8342 0.6847 -0.1039 0.021 Uiso 1 1 calc R . . H22D H 0.7179 0.681 -0.0759 0.021 Uiso 1 1 calc R . . C23B C 0.6220(2) 0.7867(2) -0.13252(7) 0.0181(5) Uani 1 1 d . . . C24B C 0.7140(2) 0.7437(2) -0.13508(7) 0.0170(4) Uani 1 1 d . . . C25B C 0.7613(2) 0.9034(2) -0.20008(7) 0.0193(5) Uani 1 1 d . . . C30 C 1.3157(3) 1.9302(3) -0.04541(9) 0.0318(6) Uani 1 1 d . . . H30A H 1.3531 1.9345 -0.0725 0.048 Uiso 1 1 calc R . . H30B H 1.3883 1.9636 -0.0252 0.048 Uiso 1 1 calc R . . H30C H 1.2731 1.9861 -0.0448 0.048 Uiso 1 1 calc R . . C31 C 1.2100(2) 1.7834(2) -0.03547(8) 0.0198(5) Uani 1 1 d . . . C32 C 1.1393(2) 1.7493(3) 0.00227(8) 0.0217(5) Uani 1 1 d . . . H32 H 1.1561 1.8184 0.0213 0.026 Uiso 1 1 calc R . . C33 C 1.0445(2) 1.6138(3) 0.01174(8) 0.0233(5) Uani 1 1 d . . . H33 H 0.9985 1.5928 0.037 0.028 Uiso 1 1 calc R . . C34 C 1.0176(3) 1.5089(3) -0.01616(9) 0.0267(6) Uani 1 1 d . . . H34 H 0.9548 1.418 -0.0095 0.032 Uiso 1 1 calc R . . C35 C 1.0855(3) 1.5415(3) -0.05412(8) 0.0279(6) Uani 1 1 d . . . H35 H 1.0677 1.4723 -0.0732 0.033 Uiso 1 1 calc R . . C36 C 1.1796(3) 1.6771(3) -0.06344(8) 0.0241(5) Uani 1 1 d . . . H36 H 1.2239 1.6979 -0.089 0.029 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 S1A 0.0290(3) 0.0188(3) 0.0164(3) -0.0008(2) -0.0036(2) 0.0141(2) S2A 0.0212(3) 0.0179(3) 0.0191(3) 0.0012(2) 0.0021(2) 0.0065(2) S3A 0.0464(4) 0.0249(3) 0.0192(3) 0.0059(3) 0.0028(3) 0.0118(3) O1A 0.0196(8) 0.0149(8) 0.0150(8) -0.0019(6) -0.0022(6) 0.0093(7) O2A 0.0178(8) 0.0154(8) 0.0133(8) -0.0003(6) 0.0001(6) 0.0068(7) C1A 0.0134(10) 0.0160(10) 0.0140(11) -0.0036(8) -0.0014(8) 0.0065(9) C2A 0.0141(10) 0.0151(10) 0.0158(11) -0.0045(8) -0.0033(8) 0.0058(9) C3A 0.0132(10) 0.0194(11) 0.0237(12) -0.0067(9) -0.0043(9) 0.0090(9) C4A 0.0146(11) 0.0202(12) 0.0237(12) -0.0074(9) 0.0023(9) 0.0065(9) C5A 0.0182(11) 0.0183(11) 0.0186(12) -0.0047(9) 0.0060(9) 0.0016(9) C6A 0.0299(14) 0.0187(12) 0.0166(12) 0.0020(9) 0.0012(10) 0.0043(10) C7A 0.0307(14) 0.0179(11) 0.0209(12) 0.0000(9) -0.0034(10) 0.0100(11) C8A 0.0193(11) 0.0166(11) 0.0172(11) -0.0017(9) 0.0010(9) 0.0066(9) C9A 0.0149(10) 0.0121(10) 0.0152(11) -0.0030(8) -0.0009(8) 0.0021(8) C10A 0.0146(10) 0.0153(11) 0.0171(11) -0.0050(9) -0.0001(8) 0.0031(9) C11A 0.0164(10) 0.0171(10) 0.0124(10) 0.0002(8) -0.0008(8) 0.0114(9) C12A 0.0211(11) 0.0169(11) 0.0121(10) -0.0005(8) -0.0028(8) 0.0128(9) C13A 0.0142(10) 0.0211(11) 0.0201(12) 0.0048(9) 0.0018(9) 0.0103(9) C14A 0.0237(12) 0.0313(13) 0.0141(11) 0.0035(9) 0.0048(9) 0.0199(11) C15A 0.0342(14) 0.0286(13) 0.0158(12) -0.0043(10) -0.0021(10) 0.0229(12) C16A 0.0387(15) 0.0255(13) 0.0191(12) -0.0078(10) -0.0083(11) 0.0207(12) C17A 0.0261(13) 0.0177(11) 0.0225(13) -0.0013(9) -0.0066(10) 0.0089(10) C18A 0.0237(12) 0.0189(11) 0.0180(12) 0.0014(9) 0.0005(9) 0.0123(10) C19A 0.0223(11) 0.0186(11) 0.0137(11) 0.0021(8) -0.0004(9) 0.0145(10) C2OA 0.0235(12) 0.0215(11) 0.0140(11) 0.0010(9) -0.0015(9) 0.0165(10) C21A 0.0208(11) 0.0151(10) 0.0180(11) -0.0030(9) -0.0013(9) 0.0106(9) C22A 0.0160(11) 0.0157(11) 0.0169(11) -0.0001(9) -0.0019(9) 0.0050(9) C23A 0.0238(12) 0.0139(10) 0.0150(11) -0.0013(8) -0.0016(9) 0.0112(9) C24A 0.0195(11) 0.0144(10) 0.0135(11) -0.0027(8) -0.0010(9) 0.0064(9) C25A 0.0341(14) 0.0147(11) 0.0174(12) -0.0037(9) -0.0021(10) 0.0104(10) S1B 0.0202(3) 0.0179(3) 0.0225(3) 0.0021(2) 0.0012(2) 0.0077(2) S2B 0.0163(3) 0.0221(3) 0.0147(3) 0.0009(2) 0.0016(2) 0.0070(2) S3B 0.0237(3) 0.0266(3) 0.0168(3) 0.0041(2) -0.0013(2) 0.0076(3) O1B 0.0184(8) 0.0131(7) 0.0166(8) -0.0007(6) 0.0006(6) 0.0060(6) O2B 0.0177(8) 0.0167(8) 0.0166(8) -0.0014(6) 0.0012(6) 0.0061(7) C1B 0.0127(10) 0.0168(10) 0.0104(10) 0.0004(8) 0.0012(8) 0.0065(8) C2B 0.0125(10) 0.0176(11) 0.0144(11) 0.0000(8) 0.0031(8) 0.0065(9) C3B 0.0158(11) 0.0201(11) 0.0193(12) 0.0049(9) 0.0032(9) 0.0110(9) C4B 0.0126(10) 0.0274(12) 0.0118(11) 0.0064(9) 0.0033(8) 0.0108(9) C5B 0.0131(10) 0.0283(13) 0.0102(10) 0.0009(9) -0.0001(8) 0.0059(10) C6B 0.0179(11) 0.0234(12) 0.0157(12) -0.0060(9) -0.0004(9) 0.0037(10) C7B 0.0220(12) 0.0150(11) 0.0214(12) 0.0013(9) 0.0038(9) 0.0056(9) C8B 0.0196(11) 0.0183(11) 0.0139(11) 0.0020(9) -0.0006(9) 0.0077(9) C9B 0.0113(10) 0.0143(10) 0.0116(10) 0.0006(8) 0.0008(8) 0.0045(8) C10B 0.0099(10) 0.0222(11) 0.0106(10) 0.0027(9) 0.0009(8) 0.0052(9) C11B 0.0172(10) 0.0118(10) 0.0142(11) -0.0031(8) -0.0037(8) 0.0081(9) C12B 0.0170(11) 0.0131(10) 0.0151(11) -0.0037(8) -0.0006(9) 0.0068(9) C13B 0.0177(11) 0.0189(11) 0.0263(13) -0.0072(9) -0.0082(9) 0.0106(10) C14B 0.0270(12) 0.0197(11) 0.0205(12) -0.0073(9) -0.0123(10) 0.0155(10) C15B 0.0357(14) 0.0166(11) 0.0162(11) 0.0000(9) -0.0088(10) 0.0120(11) C16B 0.0417(15) 0.0181(12) 0.0146(12) 0.0032(9) 0.0017(11) 0.0103(11) C17B 0.0237(12) 0.0185(12) 0.0218(13) -0.0016(10) 0.0025(10) 0.0040(10) C18B 0.0218(11) 0.0158(11) 0.0158(11) -0.0005(9) -0.0029(9) 0.0061(9) C19B 0.0213(11) 0.0113(10) 0.0138(11) -0.0026(8) -0.0042(9) 0.0080(9) C20B 0.0275(12) 0.0111(10) 0.0180(12) -0.0046(8) -0.0069(9) 0.0108(10) C21B 0.0216(12) 0.0145(11) 0.0222(12) -0.0012(9) 0.0047(9) 0.0073(9) C22B 0.0139(10) 0.0190(11) 0.0160(11) -0.0019(9) -0.0007(8) 0.0051(9) C23B 0.0174(11) 0.0144(10) 0.0161(11) -0.0022(8) -0.0006(9) 0.0032(9) C24B 0.0144(10) 0.0171(11) 0.0121(11) -0.0021(8) -0.0004(8) 0.0022(9) C25B 0.0157(11) 0.0180(11) 0.0178(12) -0.0023(9) -0.0040(9) 0.0035(9) C30 0.0355(15) 0.0263(14) 0.0319(15) 0.0064(11) -0.0008(12) 0.0141(12) C31 0.0178(11) 0.0243(12) 0.0220(12) 0.0014(10) -0.0037(9) 0.0139(10) C32 0.0231(12) 0.0293(13) 0.0204(12) -0.0042(10) -0.0034(10) 0.0188(11) C33 0.0183(11) 0.0335(14) 0.0221(13) 0.0038(10) 0.0003(9) 0.0160(11) C34 0.0175(12) 0.0247(13) 0.0354(15) 0.0023(11) -0.0052(10) 0.0086(10) C35 0.0217(12) 0.0325(14) 0.0276(14) -0.0120(11) -0.0069(10) 0.0122(11) C36 0.0178(12) 0.0345(14) 0.0192(12) -0.0024(10) 0.0002(9) 0.0126(11) #----------------------------------------------------------------------------# # 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_2 _geom_bond_publ_flag S1A C25A 1.732(3) . ? S1A C23A 1.740(2) . ? S2A C25A 1.738(3) . ? S2A C24A 1.744(2) . ? S3A C25A 1.646(3) . ? O1A C2A 1.382(3) . ? O1A C21A 1.440(3) . ? O2A C12A 1.387(3) . ? O2A C22A 1.434(3) . ? C1A C2A 1.378(3) . ? C1A C9A 1.436(3) . ? C1A C11A 1.497(3) . ? C2A C3A 1.413(3) . ? C3A C4A 1.361(4) . ? C4A C10A 1.429(3) . ? C5A C6A 1.366(4) . ? C5A C10A 1.406(3) . ? C6A C7A 1.413(4) . ? C7A C8A 1.378(3) . ? C8A C9A 1.416(3) . ? C9A C10A 1.429(3) . ? C11A C12A 1.377(3) . ? C11A C19A 1.434(3) . ? C12A C13A 1.412(3) . ? C13A C14A 1.373(3) . ? C14A C2OA 1.412(3) . ? C15A C16A 1.361(4) . ? C15A C2OA 1.426(3) . ? C16A C17A 1.416(4) . ? C17A C18A 1.365(3) . ? C18A C19A 1.421(3) . ? C19A C2OA 1.429(3) . ? C21A C23A 1.504(3) . ? C22A C24A 1.515(3) . ? C23A C24A 1.346(3) . ? S1B C25B 1.738(2) . ? S1B C23B 1.741(2) . ? S2B C25B 1.735(3) . ? S2B C24B 1.750(2) . ? S3B C25B 1.641(2) . ? O1B C2B 1.388(3) . ? O1B C21B 1.427(3) . ? O2B C12B 1.387(3) . ? O2B C22B 1.446(3) . ? C1B C2B 1.380(3) . ? C1B C9B 1.425(3) . ? C1B C11B 1.492(3) . ? C2B C3B 1.404(3) . ? C3B C4B 1.365(3) . ? C4B C10B 1.408(3) . ? C5B C6B 1.361(4) . ? C5B C10B 1.417(3) . ? C6B C7B 1.415(3) . ? C7B C8B 1.367(3) . ? C8B C9B 1.420(3) . ? C9B C10B 1.421(3) . ? C11B C12B 1.380(3) . ? C11B C19B 1.426(3) . ? C12B C13B 1.406(3) . ? C13B C14B 1.375(3) . ? C14B C20B 1.419(4) . ? C15B C16B 1.377(4) . ? C15B C20B 1.417(3) . ? C16B C17B 1.415(4) . ? C17B C18B 1.369(3) . ? C18B C19B 1.423(3) . ? C19B C20B 1.428(3) . ? C21B C23B 1.516(3) . ? C22B C24B 1.499(3) . ? C23B C24B 1.344(3) . ? C30 C31 1.507(4) . ? C31 C36 1.395(4) . ? C31 C32 1.396(4) . ? C32 C33 1.385(4) . ? C33 C34 1.388(4) . ? C34 C35 1.390(4) . ? C35 C36 1.383(4) . ? 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 C25A S1A C23A 97.87(12) . . ? C25A S2A C24A 98.07(12) . . ? C2A O1A C21A 114.06(17) . . ? C12A O2A C22A 118.33(17) . . ? C2A C1A C9A 118.4(2) . . ? C2A C1A C11A 118.4(2) . . ? C9A C1A C11A 123.2(2) . . ? C1A C2A O1A 117.9(2) . . ? C1A C2A C3A 122.2(2) . . ? O1A C2A C3A 119.9(2) . . ? C4A C3A C2A 119.8(2) . . ? C3A C4A C10A 121.2(2) . . ? C6A C5A C10A 120.8(2) . . ? C5A C6A C7A 120.0(2) . . ? C8A C7A C6A 120.4(2) . . ? C7A C8A C9A 120.9(2) . . ? C8A C9A C10A 117.9(2) . . ? C8A C9A C1A 122.2(2) . . ? C10A C9A C1A 119.8(2) . . ? C5A C10A C9A 119.9(2) . . ? C5A C10A C4A 121.6(2) . . ? C9A C10A C4A 118.5(2) . . ? C12A C11A C19A 118.8(2) . . ? C12A C11A C1A 119.7(2) . . ? C19A C11A C1A 121.1(2) . . ? C11A C12A O2A 115.72(19) . . ? C11A C12A C13A 122.1(2) . . ? O2A C12A C13A 122.2(2) . . ? C14A C13A C12A 119.3(2) . . ? C13A C14A C2OA 121.6(2) . . ? C16A C15A C2OA 120.5(2) . . ? C15A C16A C17A 120.3(2) . . ? C18A C17A C16A 120.5(2) . . ? C17A C18A C19A 121.4(2) . . ? C18A C19A C2OA 117.7(2) . . ? C18A C19A C11A 122.6(2) . . ? C2OA C19A C11A 119.6(2) . . ? C14A C2OA C15A 121.7(2) . . ? C14A C2OA C19A 118.7(2) . . ? C15A C2OA C19A 119.6(2) . . ? O1A C21A C23A 108.41(18) . . ? O2A C22A C24A 112.34(18) . . ? C24A C23A C21A 125.5(2) . . ? C24A C23A S1A 116.56(18) . . ? C21A C23A S1A 117.95(17) . . ? C23A C24A C22A 126.3(2) . . ? C23A C24A S2A 115.55(18) . . ? C22A C24A S2A 118.18(17) . . ? S3A C25A S1A 124.28(16) . . ? S3A C25A S2A 123.72(16) . . ? S1A C25A S2A 111.96(14) . . ? C25B S1B C23B 97.58(12) . . ? C25B S2B C24B 98.07(12) . . ? C2B O1B C21B 117.96(18) . . ? C12B O2B C22B 112.12(16) . . ? C2B C1B C9B 119.4(2) . . ? C2B C1B C11B 119.93(19) . . ? C9B C1B C11B 120.40(19) . . ? C1B C2B O1B 115.1(2) . . ? C1B C2B C3B 121.5(2) . . ? O1B C2B C3B 123.3(2) . . ? C4B C3B C2B 119.1(2) . . ? C3B C4B C10B 122.1(2) . . ? C6B C5B C10B 120.9(2) . . ? C5B C6B C7B 120.3(2) . . ? C8B C7B C6B 120.3(2) . . ? C7B C8B C9B 120.7(2) . . ? C8B C9B C10B 118.8(2) . . ? C8B C9B C1B 122.0(2) . . ? C10B C9B C1B 119.2(2) . . ? C4B C10B C5B 122.3(2) . . ? C4B C10B C9B 118.7(2) . . ? C5B C10B C9B 119.0(2) . . ? C12B C11B C19B 119.2(2) . . ? C12B C11B C1B 118.2(2) . . ? C19B C11B C1B 122.56(19) . . ? C11B C12B O2B 118.4(2) . . ? C11B C12B C13B 121.6(2) . . ? O2B C12B C13B 120.0(2) . . ? C14B C13B C12B 120.1(2) . . ? C13B C14B C20B 120.6(2) . . ? C16B C15B C20B 120.6(2) . . ? C15B C16B C17B 119.9(2) . . ? C18B C17B C16B 120.8(2) . . ? C17B C18B C19B 120.7(2) . . ? C18B C19B C11B 122.0(2) . . ? C18B C19B C20B 118.6(2) . . ? C11B C19B C20B 119.4(2) . . ? C15B C20B C14B 121.6(2) . . ? C15B C20B C19B 119.3(2) . . ? C14B C20B C19B 119.1(2) . . ? O1B C21B C23B 112.50(18) . . ? O2B C22B C24B 110.66(18) . . ? C24B C23B C21B 127.0(2) . . ? C24B C23B S1B 116.91(18) . . ? C21B C23B S1B 116.00(18) . . ? C23B C24B C22B 126.4(2) . . ? C23B C24B S2B 115.31(18) . . ? C22B C24B S2B 118.10(17) . . ? S3B C25B S2B 123.94(15) . . ? S3B C25B S1B 124.06(15) . . ? S2B C25B S1B 112.00(13) . . ? C36 C31 C32 117.8(2) . . ? C36 C31 C30 121.3(2) . . ? C32 C31 C30 120.9(2) . . ? C33 C32 C31 120.8(2) . . ? C32 C33 C34 120.7(2) . . ? C33 C34 C35 119.3(2) . . ? C36 C35 C34 119.8(2) . . ? C35 C36 C31 121.7(2) . . ? # Attachment '_S_-3.cif' data_ast169 _database_code_depnum_ccdc_archive 'CCDC 761559' #TrackingRef '_S_-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Dithiolone-thione (R)-3' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H40 O4 S6' _chemical_formula_weight 981.25 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' 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' _cell_length_a 11.2067(6) _cell_length_b 11.207 _cell_length_c 32.115(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3493.0(3) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1530 _exptl_absorpt_coefficient_mu 0.344 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 18613 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0768 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.53 _reflns_number_total 10017 _reflns_number_gt 8941 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0615P)^2^+21.8712P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(11) _refine_ls_number_reflns 10017 _refine_ls_number_parameters 605 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0947 _refine_ls_R_factor_gt 0.0864 _refine_ls_wR_factor_ref 0.2246 _refine_ls_wR_factor_gt 0.2189 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1A S 0.5846(2) 0.06804(19) 0.43607(6) 0.0249(4) Uani 1 1 d . . . S2A S 0.31669(19) -0.16906(19) 0.42350(6) 0.0240(4) Uani 1 1 d . . . S3A S 0.3716(3) -0.0109(3) 0.50237(7) 0.0386(5) Uani 1 1 d . . . O1A O 0.7529(5) -0.0460(5) 0.36909(16) 0.0200(10) Uani 1 1 d . . . O2A O 0.4893(5) -0.2638(5) 0.33342(16) 0.0186(10) Uani 1 1 d . . . C1A C 0.7511(7) -0.2187(7) 0.3267(2) 0.0160(13) Uani 1 1 d . . . C2A C 0.8007(7) -0.0806(6) 0.3343(2) 0.0174(14) Uani 1 1 d . . . C3A C 0.8967(6) 0.0235(7) 0.3081(2) 0.0189(14) Uani 1 1 d . . . H3A H 0.9293 0.1155 0.3147 0.023 Uiso 1 1 calc R . . C4A C 0.9417(7) -0.0089(8) 0.2734(3) 0.0274(17) Uani 1 1 d . . . H4A H 1.0061 0.0611 0.2565 0.033 Uiso 1 1 calc R . . C5A C 0.9316(7) -0.1861(8) 0.2251(3) 0.0269(17) Uani 1 1 d . . . H5A H 0.9960 -0.1172 0.2080 0.032 Uiso 1 1 calc R . . C6A C 0.8770(9) -0.3205(9) 0.2142(3) 0.0322(18) Uani 1 1 d . . . H6A H 0.9034 -0.3427 0.1892 0.039 Uiso 1 1 calc R . . C7A C 0.7825(8) -0.4251(9) 0.2396(3) 0.0283(17) Uani 1 1 d . . . H7A H 0.7470 -0.5168 0.2321 0.034 Uiso 1 1 calc R . . C8A C 0.7412(7) -0.3918(7) 0.2766(2) 0.0209(15) Uani 1 1 d . . . H8A H 0.6763 -0.4620 0.2933 0.025 Uiso 1 1 calc R . . C9A C 0.7953(7) -0.2550(7) 0.2891(2) 0.0168(13) Uani 1 1 d . . . C10A C 0.8913(7) -0.1514(7) 0.2620(2) 0.0186(13) Uani 1 1 d . . . C11A C 0.6519(6) -0.3217(6) 0.3568(2) 0.0131(12) Uani 1 1 d . . . C12A C 0.5229(7) -0.3373(6) 0.3616(2) 0.0188(14) Uani 1 1 d . . . C13A C 0.4289(7) -0.4234(7) 0.3914(2) 0.0206(15) Uani 1 1 d . . . H13A H 0.3416 -0.4332 0.3932 0.025 Uiso 1 1 calc R . . C14A C 0.4682(7) -0.4937(7) 0.4180(2) 0.0247(16) Uani 1 1 d . . . H14A H 0.4062 -0.5508 0.4381 0.030 Uiso 1 1 calc R . . C15A C 0.6445(8) -0.5486(7) 0.4448(2) 0.0229(15) Uani 1 1 d . . . H15A H 0.5848 -0.6044 0.4656 0.027 Uiso 1 1 calc R . . C16A C 0.7715(8) -0.5308(7) 0.4421(3) 0.0272(16) Uani 1 1 d . . . H16A H 0.7989 -0.5751 0.4611 0.033 Uiso 1 1 calc R . . C17A C 0.8645(8) -0.4470(8) 0.4113(3) 0.0284(17) Uani 1 1 d . . . H17A H 0.9521 -0.4367 0.4099 0.034 Uiso 1 1 calc R . . C18A C 0.8263(8) -0.3808(8) 0.3833(3) 0.0251(16) Uani 1 1 d . . . H18A H 0.8892 -0.3247 0.3632 0.030 Uiso 1 1 calc R . . C19A C 0.6919(7) -0.3958(7) 0.3841(2) 0.0214(15) Uani 1 1 d . . . C20A C 0.6009(7) -0.4818(7) 0.4158(2) 0.0181(14) Uani 1 1 d . . . C21A C 0.6830(7) 0.0289(7) 0.3604(2) 0.0194(14) Uani 1 1 d . . . H21A H 0.6510 0.0137 0.3317 0.023 Uiso 1 1 calc R . . H21B H 0.7450 0.1268 0.3643 0.023 Uiso 1 1 calc R . . C22A C 0.3903(7) -0.2265(7) 0.3458(2) 0.0190(14) Uani 1 1 d . . . H22A H 0.3039 -0.3094 0.3521 0.023 Uiso 1 1 calc R . . H22B H 0.3742 -0.1798 0.3229 0.023 Uiso 1 1 calc R . . C23A C 0.5613(7) -0.0227(7) 0.3901(2) 0.0190(14) Uani 1 1 d . . . C24A C 0.4370(7) -0.1327(7) 0.3840(2) 0.0202(14) Uani 1 1 d . . . C25A C 0.4212(9) -0.0327(8) 0.4561(3) 0.0288(17) Uani 1 1 d . . . S1B S 0.62004(18) -0.27033(19) 0.15698(6) 0.0244(4) Uani 1 1 d . . . S2B S 0.82003(17) 0.01810(19) 0.15119(6) 0.0229(4) Uani 1 1 d . . . S3B S 0.8251(2) -0.1732(2) 0.08811(7) 0.0294(4) Uani 1 1 d . . . O1B O 0.6511(5) 0.1361(5) 0.21778(16) 0.0206(11) Uani 1 1 d . . . O2B O 0.4507(5) -0.1680(5) 0.24559(16) 0.0185(10) Uani 1 1 d . . . C1B C 0.4494(7) 0.0723(6) 0.2580(2) 0.0161(13) Uani 1 1 d . . . C2B C 0.5897(7) 0.1500(6) 0.2534(2) 0.0161(13) Uani 1 1 d . . . C3B C 0.6734(7) 0.2474(7) 0.2837(3) 0.0247(17) Uani 1 1 d . . . H3B H 0.7676 0.3031 0.2791 0.030 Uiso 1 1 calc R . . C4B C 0.6153(8) 0.2597(7) 0.3198(3) 0.0257(17) Uani 1 1 d . . . H4B H 0.6705 0.3226 0.3400 0.031 Uiso 1 1 calc R . . C5B C 0.4108(9) 0.1876(8) 0.3645(3) 0.0299(18) Uani 1 1 d . . . H5B H 0.4643 0.2532 0.3844 0.036 Uiso 1 1 calc R . . C6B C 0.2700(9) 0.0984(9) 0.3716(3) 0.0312(18) Uani 1 1 d . . . H6B H 0.2299 0.1020 0.3966 0.037 Uiso 1 1 calc R . . C7B C 0.1910(8) 0.0044(8) 0.3410(3) 0.0263(16) Uani 1 1 d . . . H7B H 0.0975 -0.0537 0.3459 0.032 Uiso 1 1 calc R . . C8B C 0.2453(8) -0.0064(8) 0.3035(2) 0.0242(15) Uani 1 1 d . . . H8B H 0.1892 -0.0709 0.2838 0.029 Uiso 1 1 calc R . . C9B C 0.3871(7) 0.0814(7) 0.2955(2) 0.0175(13) Uani 1 1 d . . . C10B C 0.4716(8) 0.1770(7) 0.3265(2) 0.0228(15) Uani 1 1 d . . . C11B C 0.3706(6) -0.0224(7) 0.2238(2) 0.0148(12) Uani 1 1 d . . . C12B C 0.3753(6) -0.1428(7) 0.2162(2) 0.0177(14) Uani 1 1 d . . . C13B C 0.3103(7) -0.2244(7) 0.1827(2) 0.0204(14) Uani 1 1 d . . . H13B H 0.3137 -0.3048 0.1785 0.024 Uiso 1 1 calc R . . C14B C 0.2397(6) -0.1885(7) 0.1550(2) 0.0174(14) Uani 1 1 d . . . H14B H 0.1973 -0.2447 0.1321 0.021 Uiso 1 1 calc R . . C15B C 0.1609(7) -0.0317(8) 0.1309(2) 0.0225(15) Uani 1 1 d . . . H15B H 0.1203 -0.0850 0.1073 0.027 Uiso 1 1 calc R . . C16B C 0.1546(8) 0.0856(8) 0.1376(3) 0.0281(17) Uani 1 1 d . . . H16B H 0.1084 0.1108 0.1186 0.034 Uiso 1 1 calc R . . C17B C 0.2168(7) 0.1689(8) 0.1728(3) 0.0239(16) Uani 1 1 d . . . H17B H 0.2111 0.2480 0.1768 0.029 Uiso 1 1 calc R . . C18B C 0.2851(7) 0.1346(7) 0.2008(2) 0.0208(14) Uani 1 1 d . . . H18B H 0.3272 0.1914 0.2237 0.025 Uiso 1 1 calc R . . C19B C 0.2926(6) 0.0128(6) 0.1956(2) 0.0142(13) Uani 1 1 d . . . C20B C 0.2301(6) -0.0719(7) 0.1603(2) 0.0162(13) Uani 1 1 d . . . C21B C 0.5191(8) -0.2386(8) 0.2319(3) 0.0260(16) Uani 1 1 d . . . H21C H 0.4509 -0.3299 0.2225 0.031 Uiso 1 1 calc R . . H21D H 0.5680 -0.2492 0.2552 0.031 Uiso 1 1 calc R . . C22B C 0.7362(6) 0.0743(7) 0.2263(2) 0.0204(15) Uani 1 1 d . . . H22C H 0.7143 0.0321 0.2536 0.024 Uiso 1 1 calc R . . H22D H 0.8326 0.1452 0.2261 0.024 Uiso 1 1 calc R . . C23B C 0.6196(7) -0.1652(8) 0.1970(2) 0.0220(15) Uani 1 1 d . . . C24B C 0.7118(7) -0.0307(8) 0.1946(2) 0.0221(15) Uani 1 1 d . . . C25B C 0.7589(7) -0.1412(8) 0.1297(2) 0.0241(15) Uani 1 1 d . . . C30 C 1.2091(7) -0.5732(7) 0.2943(3) 0.0249(15) Uani 1 1 d . . . C31 C 1.1393(8) -0.6077(8) 0.3320(3) 0.0304(17) Uani 1 1 d . . . H31 H 1.1562 -0.6595 0.3513 0.036 Uiso 1 1 calc R . . C32 C 1.0455(7) -0.5663(8) 0.3416(3) 0.0281(17) Uani 1 1 d . . . H32 H 1.0022 -0.5891 0.3674 0.034 Uiso 1 1 calc R . . C33 C 1.0139(8) -0.4909(8) 0.3133(3) 0.0331(19) Uani 1 1 d . . . H33 H 0.9493 -0.4648 0.3199 0.040 Uiso 1 1 calc R . . C34 C 1.0815(9) -0.4563(9) 0.2753(3) 0.036(2) Uani 1 1 d . . . H34 H 1.0631 -0.4061 0.2559 0.043 Uiso 1 1 calc R . . C35 C 1.1785(8) -0.4980(8) 0.2664(3) 0.0296(17) Uani 1 1 d . . . H35 H 1.2236 -0.4740 0.2409 0.036 Uiso 1 1 calc R . . C36 C 1.3175(10) -0.6120(9) 0.2843(3) 0.039(2) Uani 1 1 d . . . H36A H 1.3323 -0.6073 0.2548 0.058 Uiso 1 1 calc R . . H36B H 1.2868 -0.7041 0.2938 0.058 Uiso 1 1 calc R . . H36C H 1.4022 -0.5493 0.2980 0.058 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 S1A 0.0354(10) 0.0251(8) 0.0204(10) -0.0020(7) -0.0038(8) 0.0198(8) S2A 0.0248(8) 0.0296(9) 0.0233(10) 0.0015(7) 0.0018(7) 0.0179(8) S3A 0.0532(13) 0.0586(14) 0.0230(12) -0.0057(10) 0.0023(10) 0.0422(12) O1A 0.026(2) 0.018(2) 0.018(3) 0.0004(19) -0.007(2) 0.012(2) O2A 0.020(2) 0.021(2) 0.018(3) 0.0018(19) 0.0012(19) 0.013(2) C1A 0.018(3) 0.017(3) 0.012(4) 0.002(2) 0.001(2) 0.008(3) C2A 0.021(3) 0.012(3) 0.022(4) 0.001(3) -0.009(3) 0.010(2) C3A 0.007(3) 0.015(3) 0.030(4) 0.002(3) -0.006(3) 0.001(2) C4A 0.014(3) 0.029(4) 0.033(5) 0.020(3) 0.004(3) 0.005(3) C5A 0.018(3) 0.039(4) 0.029(5) 0.017(3) 0.010(3) 0.019(3) C6A 0.040(4) 0.053(5) 0.023(5) -0.002(4) -0.001(3) 0.037(4) C7A 0.035(4) 0.041(4) 0.021(4) -0.002(3) -0.004(3) 0.027(4) C8A 0.019(3) 0.023(3) 0.023(4) 0.001(3) 0.003(3) 0.013(3) C9A 0.017(3) 0.026(3) 0.015(4) -0.002(3) 0.000(3) 0.017(3) C10A 0.016(3) 0.024(3) 0.017(4) 0.004(3) 0.001(3) 0.011(3) C11A 0.015(3) 0.010(3) 0.008(3) 0.001(2) -0.003(2) 0.002(2) C12A 0.024(3) 0.013(3) 0.018(4) -0.001(3) -0.001(3) 0.008(3) C13A 0.014(3) 0.017(3) 0.028(4) -0.005(3) 0.003(3) 0.005(3) C14A 0.024(3) 0.020(3) 0.020(4) 0.002(3) 0.008(3) 0.003(3) C15A 0.035(4) 0.020(3) 0.012(4) 0.003(3) -0.006(3) 0.013(3) C16A 0.040(4) 0.020(3) 0.021(4) -0.005(3) -0.011(3) 0.015(3) C17A 0.033(4) 0.025(4) 0.035(5) -0.007(3) -0.010(3) 0.020(3) C18A 0.037(4) 0.027(4) 0.020(4) 0.000(3) 0.002(3) 0.022(3) C19A 0.022(3) 0.014(3) 0.023(4) 0.000(3) 0.004(3) 0.005(3) C20A 0.029(3) 0.012(3) 0.012(4) -0.003(2) -0.002(3) 0.009(3) C21A 0.024(3) 0.021(3) 0.017(4) 0.002(3) -0.004(3) 0.014(3) C22A 0.021(3) 0.032(4) 0.011(4) -0.003(3) 0.001(3) 0.019(3) C23A 0.025(3) 0.019(3) 0.021(4) 0.001(3) -0.001(3) 0.017(3) C24A 0.018(3) 0.028(4) 0.020(4) 0.002(3) 0.000(3) 0.015(3) C25A 0.049(5) 0.034(4) 0.020(4) -0.001(3) -0.002(3) 0.033(4) S1B 0.0237(8) 0.0271(9) 0.0267(11) 0.0005(8) 0.0024(7) 0.0158(7) S2B 0.0189(8) 0.0297(9) 0.0197(10) 0.0029(7) 0.0026(7) 0.0119(7) S3B 0.0285(9) 0.0381(10) 0.0222(11) -0.0050(8) 0.0006(8) 0.0172(8) O1B 0.019(2) 0.024(2) 0.022(3) 0.010(2) 0.005(2) 0.013(2) O2B 0.019(2) 0.019(2) 0.023(3) 0.0026(19) -0.0006(19) 0.0131(19) C1B 0.023(3) 0.009(3) 0.017(4) 0.000(2) -0.003(3) 0.008(2) C2B 0.019(3) 0.015(3) 0.016(4) 0.005(3) 0.000(3) 0.010(3) C3B 0.023(3) 0.016(3) 0.036(5) -0.005(3) -0.017(3) 0.011(3) C4B 0.026(4) 0.023(3) 0.028(5) -0.006(3) -0.021(3) 0.012(3) C5B 0.042(4) 0.032(4) 0.029(5) -0.015(3) -0.011(4) 0.028(4) C6B 0.051(5) 0.041(4) 0.016(4) 0.003(3) 0.003(4) 0.035(4) C7B 0.022(3) 0.041(4) 0.023(4) 0.006(3) 0.007(3) 0.021(3) C8B 0.031(4) 0.035(4) 0.017(4) -0.004(3) -0.005(3) 0.024(3) C9B 0.025(3) 0.025(3) 0.010(4) 0.001(3) -0.005(3) 0.018(3) C10B 0.033(4) 0.021(3) 0.023(4) -0.001(3) -0.006(3) 0.020(3) C11B 0.016(3) 0.018(3) 0.011(3) 0.005(2) 0.001(2) 0.010(2) C12B 0.012(3) 0.020(3) 0.014(4) 0.009(3) 0.008(2) 0.003(2) C13B 0.014(3) 0.020(3) 0.022(4) -0.005(3) 0.003(3) 0.004(3) C14B 0.007(3) 0.021(3) 0.011(4) -0.003(3) 0.006(2) -0.003(2) C15B 0.013(3) 0.032(4) 0.013(4) -0.003(3) 0.003(3) 0.004(3) C16B 0.023(4) 0.043(4) 0.022(5) 0.009(3) -0.002(3) 0.019(3) C17B 0.022(3) 0.027(4) 0.028(4) 0.006(3) 0.005(3) 0.016(3) C18B 0.022(3) 0.023(3) 0.021(4) -0.004(3) -0.001(3) 0.014(3) C19B 0.012(3) 0.018(3) 0.015(4) 0.001(2) 0.001(2) 0.010(2) C20B 0.009(3) 0.024(3) 0.010(3) 0.002(3) 0.004(2) 0.004(2) C21B 0.029(4) 0.023(3) 0.030(5) 0.006(3) 0.003(3) 0.016(3) C22B 0.009(3) 0.019(3) 0.024(4) 0.007(3) 0.000(3) 0.001(2) C23B 0.021(3) 0.032(4) 0.017(4) 0.000(3) -0.001(3) 0.017(3) C24B 0.013(3) 0.039(4) 0.019(4) 0.005(3) 0.004(3) 0.017(3) C25B 0.022(3) 0.034(4) 0.018(4) 0.000(3) -0.002(3) 0.016(3) C30 0.020(3) 0.023(3) 0.026(4) -0.003(3) 0.000(3) 0.007(3) C31 0.028(4) 0.025(4) 0.030(5) 0.003(3) -0.004(3) 0.007(3) C32 0.019(3) 0.027(4) 0.027(5) -0.004(3) -0.002(3) 0.002(3) C33 0.032(4) 0.026(4) 0.043(6) -0.008(4) -0.004(4) 0.015(3) C34 0.030(4) 0.037(4) 0.033(5) 0.011(4) -0.008(4) 0.012(4) C35 0.023(4) 0.034(4) 0.024(5) 0.005(3) 0.002(3) 0.007(3) C36 0.054(5) 0.035(4) 0.038(6) -0.002(4) -0.006(4) 0.031(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 S1A C25A 1.724(9) . ? S1A C23A 1.736(7) . ? S2A C25A 1.737(9) . ? S2A C24A 1.745(7) . ? S3A C25A 1.646(9) . ? O1A C2A 1.376(9) . ? O1A C21A 1.433(8) . ? O2A C12A 1.395(8) . ? O2A C22A 1.424(7) . ? C1A C2A 1.380(9) . ? C1A C9A 1.438(9) . ? C1A C11A 1.489(9) . ? C2A C3A 1.405(10) . ? C3A C4A 1.345(11) . ? C4A C10A 1.450(11) . ? C5A C6A 1.359(12) . ? C5A C10A 1.389(11) . ? C6A C7A 1.387(12) . ? C7A C8A 1.392(11) . ? C8A C9A 1.396(10) . ? C9A C10A 1.420(10) . ? C11A C12A 1.376(9) . ? C11A C19A 1.425(10) . ? C12A C13A 1.393(10) . ? C13A C14A 1.376(11) . ? C14A C20A 1.427(10) . ? C15A C16A 1.338(11) . ? C15A C20A 1.426(9) . ? C16A C17A 1.403(12) . ? C17A C18A 1.363(10) . ? C18A C19A 1.430(10) . ? C19A C20A 1.421(10) . ? C21A C23A 1.524(10) . ? C22A C24A 1.527(10) . ? C23A C24A 1.334(10) . ? S1B C25B 1.742(8) . ? S1B C23B 1.747(8) . ? S2B C25B 1.706(8) . ? S2B C24B 1.746(7) . ? S3B C25B 1.651(8) . ? O1B C2B 1.383(9) . ? O1B C22B 1.457(8) . ? O2B C12B 1.387(8) . ? O2B C21B 1.419(8) . ? C1B C2B 1.372(9) . ? C1B C9B 1.421(10) . ? C1B C11B 1.476(9) . ? C2B C3B 1.412(10) . ? C3B C4B 1.371(12) . ? C4B C10B 1.416(11) . ? C5B C6B 1.401(12) . ? C5B C10B 1.431(12) . ? C6B C7B 1.389(12) . ? C7B C8B 1.382(11) . ? C8B C9B 1.413(10) . ? C9B C10B 1.423(10) . ? C11B C12B 1.397(9) . ? C11B C19B 1.442(9) . ? C12B C13B 1.364(10) . ? C13B C14B 1.378(10) . ? C14B C20B 1.373(10) . ? C15B C16B 1.368(11) . ? C15B C20B 1.431(10) . ? C16B C17B 1.408(11) . ? C17B C18B 1.356(10) . ? C18B C19B 1.419(9) . ? C19B C20B 1.419(9) . ? C21B C23B 1.506(10) . ? C22B C24B 1.474(11) . ? C23B C24B 1.337(10) . ? C30 C35 1.385(11) . ? C30 C31 1.390(12) . ? C30 C36 1.515(11) . ? C31 C32 1.379(11) . ? C32 C33 1.402(12) . ? C33 C34 1.384(13) . ? C34 C35 1.410(12) . ? 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 C25A S1A C23A 97.7(4) . . ? C25A S2A C24A 97.5(4) . . ? C2A O1A C21A 114.2(5) . . ? C12A O2A C22A 118.1(6) . . ? C2A C1A C9A 117.6(6) . . ? C2A C1A C11A 118.7(6) . . ? C9A C1A C11A 123.7(6) . . ? O1A C2A C1A 117.7(6) . . ? O1A C2A C3A 119.8(6) . . ? C1A C2A C3A 122.5(7) . . ? C4A C3A C2A 120.5(6) . . ? C3A C4A C10A 120.9(6) . . ? C6A C5A C10A 120.1(7) . . ? C5A C6A C7A 120.9(8) . . ? C6A C7A C8A 119.5(8) . . ? C7A C8A C9A 121.3(7) . . ? C8A C9A C10A 117.1(6) . . ? C8A C9A C1A 122.0(6) . . ? C10A C9A C1A 120.8(6) . . ? C5A C10A C9A 120.9(7) . . ? C5A C10A C4A 121.4(7) . . ? C9A C10A C4A 117.6(6) . . ? C12A C11A C19A 118.3(6) . . ? C12A C11A C1A 120.0(6) . . ? C19A C11A C1A 121.3(6) . . ? C11A C12A C13A 123.1(6) . . ? C11A C12A O2A 115.5(6) . . ? C13A C12A O2A 121.4(6) . . ? C14A C13A C12A 118.4(6) . . ? C13A C14A C20A 122.2(7) . . ? C16A C15A C20A 119.9(7) . . ? C15A C16A C17A 121.6(7) . . ? C18A C17A C16A 119.9(7) . . ? C17A C18A C19A 121.6(8) . . ? C20A C19A C11A 120.5(6) . . ? C20A C19A C18A 116.7(7) . . ? C11A C19A C18A 122.7(7) . . ? C19A C20A C14A 117.4(6) . . ? C19A C20A C15A 120.4(7) . . ? C14A C20A C15A 122.2(7) . . ? O1A C21A C23A 107.6(5) . . ? O2A C22A C24A 112.2(5) . . ? C24A C23A C21A 125.5(7) . . ? C24A C23A S1A 116.6(6) . . ? C21A C23A S1A 117.8(5) . . ? C23A C24A C22A 126.5(7) . . ? C23A C24A S2A 115.9(6) . . ? C22A C24A S2A 117.7(5) . . ? S3A C25A S1A 124.5(5) . . ? S3A C25A S2A 123.0(5) . . ? S1A C25A S2A 112.3(5) . . ? C25B S1B C23B 96.5(4) . . ? C25B S2B C24B 98.2(4) . . ? C2B O1B C22B 112.3(5) . . ? C12B O2B C21B 117.1(6) . . ? C2B C1B C9B 119.6(6) . . ? C2B C1B C11B 117.5(6) . . ? C9B C1B C11B 122.9(6) . . ? C1B C2B O1B 119.6(6) . . ? C1B C2B C3B 121.6(7) . . ? O1B C2B C3B 118.7(6) . . ? C4B C3B C2B 119.7(7) . . ? C3B C4B C10B 120.4(7) . . ? C6B C5B C10B 119.5(7) . . ? C7B C6B C5B 119.3(7) . . ? C8B C7B C6B 122.8(7) . . ? C7B C8B C9B 119.3(7) . . ? C8B C9B C10B 119.3(7) . . ? C8B C9B C1B 121.8(6) . . ? C10B C9B C1B 118.8(6) . . ? C4B C10B C9B 119.8(7) . . ? C4B C10B C5B 120.6(7) . . ? C9B C10B C5B 119.7(7) . . ? C12B C11B C19B 118.4(6) . . ? C12B C11B C1B 121.7(6) . . ? C19B C11B C1B 119.8(6) . . ? C13B C12B O2B 125.2(6) . . ? C13B C12B C11B 121.3(6) . . ? O2B C12B C11B 113.5(6) . . ? C12B C13B C14B 120.3(7) . . ? C20B C14B C13B 121.8(6) . . ? C16B C15B C20B 119.7(7) . . ? C15B C16B C17B 121.1(7) . . ? C18B C17B C16B 120.6(7) . . ? C17B C18B C19B 120.5(7) . . ? C18B C19B C20B 119.4(6) . . ? C18B C19B C11B 121.7(6) . . ? C20B C19B C11B 118.8(6) . . ? C14B C20B C19B 119.2(6) . . ? C14B C20B C15B 122.0(6) . . ? C19B C20B C15B 118.7(6) . . ? O2B C21B C23B 113.0(6) . . ? O1B C22B C24B 110.2(6) . . ? C24B C23B C21B 127.2(7) . . ? C24B C23B S1B 117.1(6) . . ? C21B C23B S1B 115.6(5) . . ? C23B C24B C22B 126.1(7) . . ? C23B C24B S2B 115.1(6) . . ? C22B C24B S2B 118.6(5) . . ? S3B C25B S2B 124.5(5) . . ? S3B C25B S1B 122.6(5) . . ? S2B C25B S1B 112.9(4) . . ? C35 C30 C31 117.1(7) . . ? C35 C30 C36 121.2(8) . . ? C31 C30 C36 121.7(8) . . ? C32 C31 C30 121.2(8) . . ? C31 C32 C33 121.6(8) . . ? C34 C33 C32 118.1(8) . . ? C33 C34 C35 119.4(8) . . ? C30 C35 C34 122.5(8) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.658 _refine_diff_density_min -0.526 _refine_diff_density_rms 0.126 # Attachment '_RS_-4.cif' data_as48conv _database_code_depnum_ccdc_archive 'CCDC 769799' #TrackingRef '_RS_-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H16 O3 S2' _chemical_formula_sum 'C25 H16 O3 S2' _chemical_formula_weight 428.50 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' 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 orthorhombic _symmetry_space_group_name_H-M Pbca 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' '-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 11.181(2) _cell_length_b 8.5699(17) _cell_length_c 41.840(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4009.1(14) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3893 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 21.00 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.291 _exptl_absorpt_correction_T_min 0.855401 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thin slices' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31745 _diffrn_reflns_av_R_equivalents 0.0715 _diffrn_reflns_av_sigmaI/netI 0.0607 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 54 _diffrn_reflns_theta_min 0.97 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4552 _reflns_number_gt 2404 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART, 2006' _computing_cell_refinement 'Bruker SMART, 2006' _computing_data_reduction 'Bruker SAINT, 2006' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0831P)^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 4552 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1127 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1612 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.58205(8) 0.70152(11) 0.013248(18) 0.0602(3) Uani 1 1 d . . . S2 S 0.81750(8) 0.69534(10) 0.04396(2) 0.0597(3) Uani 1 1 d . . . O1 O 0.45724(17) 0.6083(2) 0.09726(4) 0.0433(5) Uani 1 1 d . . . O2 O 0.69469(16) 0.6882(2) 0.11950(4) 0.0448(5) Uani 1 1 d . . . O3 O 0.7755(2) 0.8270(3) -0.01192(5) 0.0867(9) Uani 1 1 d . . . C1 C 0.4738(2) 0.8243(3) 0.13124(6) 0.0375(6) Uani 1 1 d . . . C2 C 0.4425(2) 0.7666(3) 0.10176(6) 0.0378(6) Uani 1 1 d . . . C3 C 0.3929(2) 0.8633(4) 0.07780(7) 0.0462(7) Uani 1 1 d . . . H3 H 0.3737 0.8223 0.0579 0.055 Uiso 1 1 calc R . . C4 C 0.3733(3) 1.0169(4) 0.08417(7) 0.0502(8) Uani 1 1 d . . . H4 H 0.3403 1.0802 0.0684 0.060 Uiso 1 1 calc R . . C5 C 0.3817(3) 1.2433(4) 0.12096(9) 0.0574(8) Uani 1 1 d . . . H5 H 0.3474 1.3071 0.1055 0.069 Uiso 1 1 calc R . . C6 C 0.4116(3) 1.3045(4) 0.14976(10) 0.0652(9) Uani 1 1 d . . . H6 H 0.3976 1.4095 0.1539 0.078 Uiso 1 1 calc R . . C7 C 0.4635(3) 1.2101(4) 0.17334(9) 0.0589(9) Uani 1 1 d . . . H7 H 0.4840 1.2529 0.1930 0.071 Uiso 1 1 calc R . . C8 C 0.4839(3) 1.0558(3) 0.16757(7) 0.0465(7) Uani 1 1 d . . . H8 H 0.5187 0.9949 0.1834 0.056 Uiso 1 1 calc R . . C9 C 0.4536(2) 0.9861(3) 0.13801(6) 0.0394(6) Uani 1 1 d . . . C10 C 0.4019(2) 1.0824(3) 0.11406(7) 0.0454(7) Uani 1 1 d . . . C11 C 0.5323(2) 0.7186(3) 0.15520(6) 0.0378(6) Uani 1 1 d . . . C12 C 0.6396(3) 0.6489(3) 0.14791(6) 0.0395(6) Uani 1 1 d . . . C13 C 0.6962(3) 0.5432(3) 0.16881(7) 0.0515(8) Uani 1 1 d . . . H13 H 0.7672 0.4949 0.1628 0.062 Uiso 1 1 calc R . . C14 C 0.6466(3) 0.5125(4) 0.19763(7) 0.0541(8) Uani 1 1 d . . . H14 H 0.6847 0.4431 0.2114 0.065 Uiso 1 1 calc R . . C15 C 0.4866(3) 0.5519(4) 0.23734(7) 0.0621(9) Uani 1 1 d . . . H15 H 0.5264 0.4877 0.2518 0.074 Uiso 1 1 calc R . . C16 C 0.3796(4) 0.6139(4) 0.24543(8) 0.0720(10) Uani 1 1 d . . . H16 H 0.3480 0.5948 0.2656 0.086 Uiso 1 1 calc R . . C17 C 0.3158(3) 0.7070(4) 0.22368(8) 0.0640(9) Uani 1 1 d . . . H17 H 0.2407 0.7451 0.2292 0.077 Uiso 1 1 calc R . . C18 C 0.3638(3) 0.7417(4) 0.19439(7) 0.0519(8) Uani 1 1 d . . . H18 H 0.3212 0.8041 0.1802 0.062 Uiso 1 1 calc R . . C19 C 0.4778(3) 0.6836(3) 0.18539(6) 0.0404(7) Uani 1 1 d . . . C20 C 0.5385(3) 0.5830(3) 0.20740(6) 0.0477(7) Uani 1 1 d . . . C21 C 0.4775(3) 0.5511(4) 0.06551(6) 0.0495(8) Uani 1 1 d . . . H21A H 0.4100 0.5791 0.0521 0.059 Uiso 1 1 calc R . . H21B H 0.4825 0.4381 0.0661 0.059 Uiso 1 1 calc R . . C22 C 0.7221(3) 0.5590(4) 0.09852(7) 0.0515(8) Uani 1 1 d . . . H22A H 0.6718 0.4701 0.1035 0.062 Uiso 1 1 calc R . . H22B H 0.8051 0.5282 0.1009 0.062 Uiso 1 1 calc R . . C23 C 0.5910(3) 0.6161(3) 0.05090(6) 0.0470(7) Uani 1 1 d . . . C24 C 0.6988(3) 0.6141(3) 0.06514(6) 0.0463(7) Uani 1 1 d . . . C25 C 0.7338(3) 0.7550(4) 0.01054(7) 0.0597(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0655(6) 0.0798(6) 0.0352(4) 0.0029(4) 0.0051(4) -0.0031(4) S2 0.0529(6) 0.0726(6) 0.0535(5) -0.0012(4) 0.0128(4) -0.0053(4) O1 0.0496(12) 0.0475(12) 0.0328(10) 0.0013(8) 0.0008(9) -0.0039(9) O2 0.0460(12) 0.0466(11) 0.0416(11) 0.0037(8) 0.0036(9) -0.0011(9) O3 0.090(2) 0.116(2) 0.0547(15) 0.0202(14) 0.0239(14) -0.0123(16) C1 0.0341(16) 0.0434(15) 0.0351(15) 0.0063(12) 0.0025(12) -0.0009(12) C2 0.0369(16) 0.0446(16) 0.0320(15) 0.0032(11) 0.0023(12) -0.0016(12) C3 0.0435(18) 0.0620(19) 0.0331(15) 0.0072(14) -0.0045(13) 0.0001(14) C4 0.0457(19) 0.060(2) 0.0448(18) 0.0202(15) -0.0048(14) 0.0042(15) C5 0.048(2) 0.0475(17) 0.077(2) 0.0177(16) 0.0020(17) 0.0002(15) C6 0.067(2) 0.0440(18) 0.085(3) -0.0022(18) 0.003(2) -0.0032(16) C7 0.060(2) 0.0519(19) 0.065(2) -0.0054(16) -0.0003(17) -0.0083(16) C8 0.0450(19) 0.0499(18) 0.0446(17) -0.0001(13) 0.0020(14) -0.0047(13) C9 0.0344(16) 0.0434(16) 0.0404(16) 0.0043(12) 0.0020(12) -0.0019(12) C10 0.0359(17) 0.0488(17) 0.0513(18) 0.0118(14) 0.0032(13) -0.0013(13) C11 0.0395(17) 0.0401(15) 0.0337(15) 0.0046(11) -0.0055(12) -0.0032(12) C12 0.0426(17) 0.0426(15) 0.0332(15) 0.0035(12) -0.0061(13) -0.0067(13) C13 0.0443(19) 0.0566(19) 0.0534(19) 0.0108(14) -0.0094(15) 0.0029(14) C14 0.058(2) 0.0570(18) 0.0474(18) 0.0161(15) -0.0220(16) -0.0044(16) C15 0.082(3) 0.066(2) 0.0390(18) 0.0130(15) -0.0070(17) -0.0136(19) C16 0.089(3) 0.090(3) 0.0368(19) 0.0077(18) 0.0106(19) -0.025(2) C17 0.061(2) 0.082(2) 0.050(2) -0.0031(17) 0.0136(17) -0.0139(18) C18 0.048(2) 0.0632(19) 0.0445(18) 0.0017(14) 0.0029(15) -0.0093(15) C19 0.0456(18) 0.0454(16) 0.0303(14) 0.0014(12) -0.0058(12) -0.0102(13) C20 0.059(2) 0.0509(17) 0.0332(16) 0.0061(13) -0.0098(14) -0.0144(15) C21 0.053(2) 0.0565(18) 0.0395(17) -0.0057(13) 0.0013(14) -0.0037(14) C22 0.050(2) 0.0501(18) 0.0542(19) -0.0009(14) 0.0039(15) 0.0085(14) C23 0.055(2) 0.0511(17) 0.0348(16) -0.0015(13) 0.0085(14) -0.0027(14) C24 0.052(2) 0.0472(16) 0.0400(16) -0.0038(12) 0.0105(14) 0.0012(14) C25 0.064(2) 0.071(2) 0.0440(18) -0.0012(15) 0.0152(17) -0.0022(17) _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 C23 1.740(3) . ? S1 C25 1.761(4) . ? S2 C24 1.741(3) . ? S2 C25 1.759(3) . ? O1 C2 1.380(3) . ? O1 C21 1.434(3) . ? O2 C12 1.380(3) . ? O2 C22 1.446(3) . ? O3 C25 1.217(4) . ? C1 C2 1.374(4) . ? C1 C9 1.433(4) . ? C1 C11 1.501(4) . ? C2 C3 1.414(4) . ? C3 C4 1.361(4) . ? C4 C10 1.407(4) . ? C5 C6 1.356(5) . ? C5 C10 1.427(4) . ? C6 C7 1.401(5) . ? C7 C8 1.363(4) . ? C8 C9 1.415(4) . ? C9 C10 1.421(4) . ? C11 C12 1.374(4) . ? C11 C19 1.435(4) . ? C12 C13 1.409(4) . ? C13 C14 1.353(4) . ? C14 C20 1.412(4) . ? C15 C16 1.351(5) . ? C15 C20 1.406(4) . ? C16 C17 1.405(5) . ? C17 C18 1.371(4) . ? C18 C19 1.418(4) . ? C19 C20 1.432(4) . ? C21 C23 1.515(4) . ? C22 C24 1.497(4) . ? C23 C24 1.345(4) . ? 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 C23 S1 C25 96.46(15) . . ? C24 S2 C25 96.63(16) . . ? C2 O1 C21 118.8(2) . . ? C12 O2 C22 115.5(2) . . ? C2 C1 C9 119.0(2) . . ? C2 C1 C11 119.5(2) . . ? C9 C1 C11 121.4(2) . . ? C1 C2 O1 116.5(2) . . ? C1 C2 C3 121.7(3) . . ? O1 C2 C3 121.8(2) . . ? C4 C3 C2 119.4(3) . . ? C3 C4 C10 121.5(3) . . ? C6 C5 C10 120.9(3) . . ? C5 C6 C7 120.3(3) . . ? C8 C7 C6 120.3(3) . . ? C7 C8 C9 121.6(3) . . ? C8 C9 C10 118.0(3) . . ? C8 C9 C1 122.9(2) . . ? C10 C9 C1 119.1(3) . . ? C4 C10 C9 119.2(3) . . ? C4 C10 C5 121.9(3) . . ? C9 C10 C5 118.9(3) . . ? C12 C11 C19 118.4(2) . . ? C12 C11 C1 119.6(2) . . ? C19 C11 C1 121.9(2) . . ? C11 C12 O2 118.3(2) . . ? C11 C12 C13 122.2(3) . . ? O2 C12 C13 119.4(3) . . ? C14 C13 C12 119.6(3) . . ? C13 C14 C20 121.7(3) . . ? C16 C15 C20 120.9(3) . . ? C15 C16 C17 120.7(3) . . ? C18 C17 C16 120.2(3) . . ? C17 C18 C19 120.9(3) . . ? C18 C19 C20 117.8(3) . . ? C18 C19 C11 122.8(3) . . ? C20 C19 C11 119.4(3) . . ? C15 C20 C14 122.0(3) . . ? C15 C20 C19 119.4(3) . . ? C14 C20 C19 118.5(3) . . ? O1 C21 C23 112.3(2) . . ? O2 C22 C24 106.8(2) . . ? C24 C23 C21 124.6(3) . . ? C24 C23 S1 117.2(2) . . ? C21 C23 S1 118.2(2) . . ? C23 C24 C22 124.9(3) . . ? C23 C24 S2 116.9(2) . . ? C22 C24 S2 118.0(2) . . ? O3 C25 S2 123.9(3) . . ? O3 C25 S1 123.4(3) . . ? S2 C25 S1 112.68(18) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.381 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.135 # Attachment '_RS_-5.cif' data_as78 _database_code_depnum_ccdc_archive 'CCDC 769800' #TrackingRef '_RS_-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Binapth-TTF(CO2Me)2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H22 O6 S4' _chemical_formula_weight 630.74 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8280(18) _cell_length_b 11.193(3) _cell_length_c 17.395(4) _cell_angle_alpha 72.117(12) _cell_angle_beta 88.424(13) _cell_angle_gamma 71.483(13) _cell_volume 1371.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8381 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 27.35 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.394 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.840482 _exptl_absorpt_correction_T_max 1.0 _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thin slices' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22019 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 27.53 _reflns_number_total 6195 _reflns_number_gt 5135 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART, 2006' _computing_cell_refinement 'Bruker SMART, 2006' _computing_data_reduction 'Bruker SAINT, 2006' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _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^)+(0.0470P)^2^+0.7321P] 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 6195 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.0972 _refine_ls_wR_factor_gt 0.0895 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.23475(6) 0.07559(4) 0.49998(3) 0.01972(11) Uani 1 1 d . . . S2 S -0.02223(6) 0.15328(4) 0.61752(3) 0.02110(11) Uani 1 1 d . . . S3 S 0.05253(6) 0.37821(4) 0.36973(3) 0.02164(11) Uani 1 1 d . . . S4 S -0.18851(6) 0.44770(4) 0.49537(3) 0.01897(11) Uani 1 1 d . . . O1 O 0.46856(16) -0.22757(11) 0.64434(7) 0.0172(2) Uani 1 1 d . . . O2 O 0.18505(15) -0.21457(12) 0.75524(7) 0.0179(2) Uani 1 1 d . . . O3 O -0.0912(2) 0.72687(14) 0.23336(8) 0.0329(3) Uani 1 1 d . . . O4 O -0.1497(2) 0.55911(14) 0.20671(8) 0.0342(3) Uani 1 1 d . . . O5 O -0.43844(19) 0.70485(14) 0.45713(8) 0.0319(3) Uani 1 1 d . . . O6 O -0.39648(17) 0.78755(13) 0.32555(8) 0.0256(3) Uani 1 1 d . . . C1 C 0.5362(2) -0.37887(16) 0.77769(10) 0.0160(3) Uani 1 1 d . . . C2 C 0.5215(2) -0.35711(16) 0.69542(10) 0.0169(3) Uani 1 1 d . . . C3 C 0.5644(2) -0.46280(17) 0.66224(10) 0.0196(4) Uani 1 1 d . . . H3 H 0.5508 -0.4451 0.6065 0.024 Uiso 1 1 calc R . . C4 C 0.6259(2) -0.59090(18) 0.71242(11) 0.0214(4) Uani 1 1 d . . . H4 H 0.6555 -0.6601 0.6903 0.026 Uiso 1 1 calc R . . C5 C 0.7088(2) -0.75305(18) 0.85082(11) 0.0235(4) Uani 1 1 d . . . H5 H 0.7414 -0.8229 0.8292 0.028 Uiso 1 1 calc R . . C6 C 0.7227(3) -0.78003(18) 0.93285(11) 0.0243(4) Uani 1 1 d . . . H6 H 0.7650 -0.8675 0.9666 0.029 Uiso 1 1 calc R . . C7 C 0.6729(2) -0.67505(18) 0.96630(11) 0.0215(4) Uani 1 1 d . . . H7 H 0.6801 -0.6936 1.0222 0.026 Uiso 1 1 calc R . . C8 C 0.6137(2) -0.54539(17) 0.91680(10) 0.0193(3) Uani 1 1 d . . . H8 H 0.5828 -0.4773 0.9399 0.023 Uiso 1 1 calc R . . C9 C 0.5989(2) -0.51320(17) 0.83103(10) 0.0170(3) Uani 1 1 d . . . C11 C 0.4802(2) -0.26228(16) 0.80882(10) 0.0161(3) Uani 1 1 d . . . C10 C 0.6452(2) -0.62014(17) 0.79758(10) 0.0189(3) Uani 1 1 d . . . C12 C 0.3020(2) -0.17902(17) 0.79459(10) 0.0170(3) Uani 1 1 d . . . C13 C 0.2428(2) -0.06673(17) 0.82197(10) 0.0203(4) Uani 1 1 d . . . H13 H 0.1234 -0.0112 0.8105 0.024 Uiso 1 1 calc R . . C14 C 0.3610(3) -0.04037(18) 0.86503(10) 0.0225(4) Uani 1 1 d . . . H14 H 0.3202 0.0318 0.8844 0.027 Uiso 1 1 calc R . . C15 C 0.6710(3) -0.09117(19) 0.92247(11) 0.0258(4) Uani 1 1 d . . . H15 H 0.6308 -0.0206 0.9433 0.031 Uiso 1 1 calc R . . C16 C 0.8511(3) -0.1642(2) 0.93270(11) 0.0281(4) Uani 1 1 d . . . H16 H 0.9322 -0.1428 0.9598 0.034 Uiso 1 1 calc R . . C17 C 0.9128(3) -0.2723(2) 0.90186(11) 0.0257(4) Uani 1 1 d . . . H17 H 1.0350 -0.3218 0.9086 0.031 Uiso 1 1 calc R . . C18 C 0.7947(2) -0.30494(18) 0.86215(11) 0.0218(4) Uani 1 1 d . . . H18 H 0.8379 -0.3762 0.8421 0.026 Uiso 1 1 calc R . . C19 C 0.6065(2) -0.23178(17) 0.85096(10) 0.0178(3) Uani 1 1 d . . . C20 C 0.5453(2) -0.12093(17) 0.88098(10) 0.0202(4) Uani 1 1 d . . . C21 C 0.3122(2) -0.19302(17) 0.58908(10) 0.0193(3) Uani 1 1 d . . . H21A H 0.2432 -0.2528 0.6101 0.023 Uiso 1 1 calc R . . H21B H 0.3502 -0.1999 0.5366 0.023 Uiso 1 1 calc R . . C22 C 0.0314(2) -0.11140(18) 0.70775(11) 0.0204(4) Uani 1 1 d . . . H22A H -0.0365 -0.0611 0.7416 0.024 Uiso 1 1 calc R . . H22B H -0.0465 -0.1513 0.6896 0.024 Uiso 1 1 calc R . . C23 C 0.1990(2) -0.05310(17) 0.58113(10) 0.0181(3) Uani 1 1 d . . . C24 C 0.0820(2) -0.01734(17) 0.63455(10) 0.0185(3) Uani 1 1 d . . . C25 C 0.0568(2) 0.20200(17) 0.52029(10) 0.0191(3) Uani 1 1 d . . . C26 C -0.0151(2) 0.32572(17) 0.46881(10) 0.0184(3) Uani 1 1 d . . . C27 C -0.1097(2) 0.53657(17) 0.34210(11) 0.0197(3) Uani 1 1 d . . . C28 C -0.2172(2) 0.56895(17) 0.39956(10) 0.0189(3) Uani 1 1 d . . . C29 C -0.1156(2) 0.62172(18) 0.25524(11) 0.0217(4) Uani 1 1 d . . . C30 C -0.1645(4) 0.6313(2) 0.12066(12) 0.0427(6) Uani 1 1 d . . . H30A H -0.2665 0.7112 0.1085 0.064 Uiso 1 1 calc R . . H30B H -0.1804 0.5770 0.0900 0.064 Uiso 1 1 calc R . . H30C H -0.0564 0.6535 0.1067 0.064 Uiso 1 1 calc R . . C31 C -0.3622(2) 0.69417(18) 0.39711(10) 0.0195(3) Uani 1 1 d . . . C32 C -0.5276(3) 0.91456(19) 0.32365(12) 0.0280(4) Uani 1 1 d . . . H32A H -0.6288 0.8997 0.3528 0.042 Uiso 1 1 calc R . . H32B H -0.5683 0.9675 0.2685 0.042 Uiso 1 1 calc R . . H32C H -0.4721 0.9602 0.3484 0.042 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 0.0207(2) 0.0165(2) 0.0171(2) -0.00231(17) 0.00182(16) -0.00245(17) S2 0.0226(2) 0.0166(2) 0.0183(2) -0.00298(17) 0.00237(16) -0.00114(17) S3 0.0256(2) 0.0157(2) 0.0208(2) -0.00425(17) 0.00595(17) -0.00480(18) S4 0.0209(2) 0.0157(2) 0.0171(2) -0.00269(16) 0.00192(16) -0.00414(17) O1 0.0192(6) 0.0145(6) 0.0145(6) -0.0006(5) -0.0013(4) -0.0044(5) O2 0.0168(6) 0.0166(6) 0.0172(6) -0.0027(5) -0.0014(4) -0.0034(5) O3 0.0459(9) 0.0265(8) 0.0266(7) -0.0041(6) 0.0080(6) -0.0170(7) O4 0.0545(9) 0.0262(8) 0.0192(7) -0.0033(6) -0.0040(6) -0.0127(7) O5 0.0325(7) 0.0258(7) 0.0232(7) 0.0001(6) 0.0078(6) 0.0017(6) O6 0.0261(7) 0.0204(7) 0.0211(6) 0.0005(5) 0.0026(5) -0.0020(6) C1 0.0154(8) 0.0141(8) 0.0171(8) -0.0040(6) 0.0011(6) -0.0038(6) C2 0.0159(8) 0.0132(8) 0.0175(8) -0.0002(6) 0.0002(6) -0.0037(6) C3 0.0218(8) 0.0206(9) 0.0167(8) -0.0062(7) 0.0017(6) -0.0068(7) C4 0.0241(9) 0.0170(9) 0.0240(9) -0.0098(7) 0.0023(7) -0.0046(7) C5 0.0283(9) 0.0139(9) 0.0263(9) -0.0058(7) 0.0012(7) -0.0047(7) C6 0.0291(10) 0.0139(9) 0.0251(9) -0.0008(7) -0.0022(7) -0.0055(7) C7 0.0264(9) 0.0176(9) 0.0168(8) -0.0004(7) -0.0005(7) -0.0067(7) C8 0.0215(8) 0.0167(9) 0.0190(8) -0.0049(7) 0.0015(7) -0.0059(7) C9 0.0162(8) 0.0141(8) 0.0182(8) -0.0024(7) 0.0007(6) -0.0043(7) C11 0.0200(8) 0.0127(8) 0.0131(8) -0.0006(6) 0.0010(6) -0.0053(7) C10 0.0188(8) 0.0153(8) 0.0215(9) -0.0054(7) 0.0012(7) -0.0043(7) C12 0.0219(8) 0.0142(8) 0.0129(8) -0.0004(6) 0.0011(6) -0.0069(7) C13 0.0232(9) 0.0135(8) 0.0183(8) -0.0015(7) 0.0011(7) -0.0012(7) C14 0.0340(10) 0.0136(8) 0.0177(8) -0.0037(7) 0.0020(7) -0.0060(8) C15 0.0427(11) 0.0202(9) 0.0179(9) -0.0039(7) 0.0007(8) -0.0166(9) C16 0.0350(10) 0.0309(11) 0.0224(9) -0.0038(8) -0.0047(8) -0.0199(9) C17 0.0249(9) 0.0273(10) 0.0223(9) -0.0010(8) -0.0012(7) -0.0114(8) C18 0.0247(9) 0.0192(9) 0.0196(9) -0.0021(7) -0.0001(7) -0.0080(7) C19 0.0238(9) 0.0149(8) 0.0128(8) -0.0002(6) 0.0004(6) -0.0079(7) C20 0.0302(9) 0.0146(9) 0.0148(8) -0.0006(7) 0.0006(7) -0.0095(7) C21 0.0203(8) 0.0182(9) 0.0171(8) -0.0050(7) -0.0013(6) -0.0036(7) C22 0.0162(8) 0.0209(9) 0.0189(8) -0.0029(7) 0.0002(6) -0.0023(7) C23 0.0186(8) 0.0159(8) 0.0160(8) -0.0023(7) -0.0032(6) -0.0029(7) C24 0.0175(8) 0.0162(8) 0.0175(8) -0.0025(7) -0.0024(6) -0.0021(7) C25 0.0187(8) 0.0182(9) 0.0190(8) -0.0046(7) 0.0008(6) -0.0051(7) C26 0.0187(8) 0.0170(9) 0.0182(8) -0.0039(7) 0.0000(6) -0.0056(7) C27 0.0202(8) 0.0166(9) 0.0207(9) -0.0036(7) -0.0004(7) -0.0057(7) C28 0.0194(8) 0.0169(9) 0.0174(8) -0.0022(7) -0.0015(6) -0.0048(7) C29 0.0191(8) 0.0215(9) 0.0208(9) -0.0054(7) 0.0035(7) -0.0028(7) C30 0.0669(16) 0.0351(13) 0.0181(10) -0.0023(9) -0.0049(10) -0.0111(12) C31 0.0174(8) 0.0187(9) 0.0191(8) -0.0022(7) -0.0002(6) -0.0049(7) C32 0.0238(9) 0.0194(10) 0.0299(10) 0.0019(8) 0.0015(8) -0.0016(8) _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 C25 1.7592(18) . ? S1 C23 1.7694(18) . ? S2 C24 1.7540(18) . ? S2 C25 1.7697(18) . ? S3 C27 1.7509(19) . ? S3 C26 1.7666(18) . ? S4 C26 1.7598(18) . ? S4 C28 1.7629(18) . ? O1 C2 1.382(2) . ? O1 C21 1.452(2) . ? O2 C12 1.378(2) . ? O2 C22 1.432(2) . ? O3 C29 1.196(2) . ? O4 C29 1.330(2) . ? O4 C30 1.454(2) . ? O5 C31 1.207(2) . ? O6 C31 1.325(2) . ? O6 C32 1.457(2) . ? C1 C2 1.378(2) . ? C1 C9 1.436(2) . ? C1 C11 1.499(2) . ? C2 C3 1.415(2) . ? C3 C4 1.366(3) . ? C4 C10 1.417(2) . ? C5 C6 1.365(3) . ? C5 C10 1.424(2) . ? C6 C7 1.410(3) . ? C7 C8 1.375(2) . ? C8 C9 1.422(2) . ? C9 C10 1.429(2) . ? C11 C12 1.388(2) . ? C11 C19 1.428(2) . ? C12 C13 1.417(2) . ? C13 C14 1.361(3) . ? C14 C20 1.419(3) . ? C15 C16 1.372(3) . ? C15 C20 1.412(2) . ? C16 C17 1.414(3) . ? C17 C18 1.367(3) . ? C18 C19 1.425(3) . ? C19 C20 1.431(2) . ? C21 C23 1.500(2) . ? C22 C24 1.517(2) . ? C23 C24 1.346(2) . ? C25 C26 1.344(3) . ? C27 C28 1.349(2) . ? C27 C29 1.512(2) . ? C28 C31 1.487(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 C25 S1 C23 94.39(8) . . ? C24 S2 C25 94.86(8) . . ? C27 S3 C26 95.33(8) . . ? C26 S4 C28 94.77(8) . . ? C2 O1 C21 113.96(13) . . ? C12 O2 C22 117.98(13) . . ? C29 O4 C30 114.80(16) . . ? C31 O6 C32 115.20(14) . . ? C2 C1 C9 118.70(15) . . ? C2 C1 C11 119.16(15) . . ? C9 C1 C11 122.11(15) . . ? C1 C2 O1 118.30(15) . . ? C1 C2 C3 122.03(16) . . ? O1 C2 C3 119.64(15) . . ? C4 C3 C2 119.71(16) . . ? C3 C4 C10 121.10(16) . . ? C6 C5 C10 121.33(17) . . ? C5 C6 C7 119.88(17) . . ? C8 C7 C6 120.47(17) . . ? C7 C8 C9 121.33(16) . . ? C8 C9 C10 117.91(15) . . ? C8 C9 C1 122.70(15) . . ? C10 C9 C1 119.37(15) . . ? C12 C11 C19 118.70(15) . . ? C12 C11 C1 119.47(15) . . ? C19 C11 C1 121.80(15) . . ? C4 C10 C5 121.87(16) . . ? C4 C10 C9 119.08(16) . . ? C5 C10 C9 119.05(16) . . ? O2 C12 C11 116.31(15) . . ? O2 C12 C13 122.00(15) . . ? C11 C12 C13 121.64(16) . . ? C14 C13 C12 119.85(17) . . ? C13 C14 C20 121.25(16) . . ? C16 C15 C20 121.31(18) . . ? C15 C16 C17 119.62(17) . . ? C18 C17 C16 120.67(18) . . ? C17 C18 C19 121.20(17) . . ? C18 C19 C11 122.50(16) . . ? C18 C19 C20 117.87(16) . . ? C11 C19 C20 119.59(16) . . ? C15 C20 C14 121.76(17) . . ? C15 C20 C19 119.31(17) . . ? C14 C20 C19 118.88(16) . . ? O1 C21 C23 107.50(13) . . ? O2 C22 C24 113.00(14) . . ? C24 C23 C21 124.81(16) . . ? C24 C23 S1 117.36(14) . . ? C21 C23 S1 117.63(13) . . ? C23 C24 C22 125.81(16) . . ? C23 C24 S2 117.02(14) . . ? C22 C24 S2 117.17(13) . . ? C26 C25 S1 124.84(14) . . ? C26 C25 S2 121.36(14) . . ? S1 C25 S2 113.79(10) . . ? C25 C26 S4 121.81(14) . . ? C25 C26 S3 123.37(14) . . ? S4 C26 S3 114.81(10) . . ? C28 C27 C29 127.01(16) . . ? C28 C27 S3 117.13(14) . . ? C29 C27 S3 115.85(13) . . ? C27 C28 C31 130.80(16) . . ? C27 C28 S4 117.82(14) . . ? C31 C28 S4 111.38(12) . . ? O3 C29 O4 125.40(17) . . ? O3 C29 C27 126.04(17) . . ? O4 C29 C27 108.55(15) . . ? O5 C31 O6 125.16(17) . . ? O5 C31 C28 120.38(16) . . ? O6 C31 C28 114.47(15) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.385 _refine_diff_density_min -0.326 _refine_diff_density_rms 0.060 # Attachment '_R_-2-THF05.cif' data_import _database_code_depnum_ccdc_archive 'CCDC 769801' #TrackingRef '_R_-2-THF05.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C30 H20 N2 O4 S4), C4 H8 O' _chemical_formula_sum 'C64 H48 N4 O9 S8' _chemical_formula_weight 1273.54 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 P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.895(6) _cell_length_b 37.71(2) _cell_length_c 10.367(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.31(4) _cell_angle_gamma 90.00 _cell_volume 3003(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 27603 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 23.817 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 0.359 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.778400 # #-------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18094 _diffrn_reflns_av_R_equivalents 0.0763 _diffrn_reflns_av_sigmaI/netI 0.2444 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -45 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.65 _diffrn_reflns_theta_max 26.25 _reflns_number_total 9137 _reflns_number_gt 4129 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0248P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(7) _refine_ls_number_reflns 9137 _refine_ls_number_parameters 766 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2219 _refine_ls_R_factor_gt 0.0741 _refine_ls_wR_factor_ref 0.0999 _refine_ls_wR_factor_gt 0.0753 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.003 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 0.3662(2) 0.72791(6) 0.73665(18) 0.0518(7) Uani 1 1 d . . . S2 S 0.6964(2) 0.71666(6) 0.65899(18) 0.0545(7) Uani 1 1 d . . . S3 S 0.1580(2) 0.70252(6) 0.44089(19) 0.0536(7) Uani 1 1 d . . . S4 S 0.4931(3) 0.68418(7) 0.3800(2) 0.0624(7) Uani 1 1 d . . . S1A S 0.4970(2) 0.31291(6) 0.44932(19) 0.0601(7) Uani 1 1 d . . . S2A S 0.8232(3) 0.31865(6) 0.3618(2) 0.0575(7) Uani 1 1 d . . . S3A S 0.2807(3) 0.33918(6) 0.1661(2) 0.0676(7) Uani 1 1 d . . . S4A S 0.6035(3) 0.34648(7) 0.0728(2) 0.0734(8) Uani 1 1 d . . . O1 O 0.3605(6) 0.74072(14) 0.9930(5) 0.0598(17) Uani 1 1 d . . . O2 O 0.9258(6) 0.75916(15) 0.9912(5) 0.0548(17) Uani 1 1 d . . . O3 O -0.1036(7) 0.64878(16) 0.2046(5) 0.0530(15) Uani 1 1 d . . . O4 O 0.2202(7) 0.62790(17) 0.0958(5) 0.0549(16) Uani 1 1 d . . . O1A O 0.4815(6) 0.27931(14) 0.6767(4) 0.0559(17) Uani 1 1 d . . . O2A O 1.0603(7) 0.28753(17) 0.7110(6) 0.069(2) Uani 1 1 d . . . O4A O 0.3809(8) 0.39686(16) -0.2186(5) 0.0617(17) Uani 1 1 d . . . O3A O -0.0192(7) 0.3801(2) -0.0463(5) 0.0679(18) Uani 1 1 d . . . O1B O 0.0137(8) 0.65648(16) 0.6991(6) 0.0832(19) Uani 1 1 d . . . N1 N 0.6327(8) 0.75946(16) 1.0812(6) 0.056(2) Uani 1 1 d . . . H1A H 0.6084 0.7649 1.1555 0.067 Uiso 1 1 calc R . . H1B H 0.7362 0.7627 1.0701 0.067 Uiso 1 1 calc R . . N2 N 1.0108(7) 0.71925(17) 0.8610(5) 0.0571(19) Uani 1 1 d . . . H2A H 1.1190 0.7222 0.8984 0.069 Uiso 1 1 calc R . . H2B H 0.9809 0.7043 0.7971 0.069 Uiso 1 1 calc R . . N1A N 0.7598(8) 0.27477(17) 0.7834(6) 0.058(2) Uani 1 1 d . . . H1A1 H 0.7317 0.2674 0.8542 0.070 Uiso 1 1 calc R . . H1A2 H 0.8677 0.2771 0.7818 0.070 Uiso 1 1 calc R . . N2A N 1.1241(8) 0.28169(18) 0.5156(6) 0.072(2) Uani 1 1 d . . . H2A1 H 1.2302 0.2761 0.5513 0.086 Uiso 1 1 calc R . . H2A2 H 1.0894 0.2827 0.4308 0.086 Uiso 1 1 calc R . . C1 C 0.5134(11) 0.7464(2) 0.9860(8) 0.040(2) Uani 1 1 d . . . C2 C 0.8906(10) 0.7377(2) 0.9015(9) 0.043(2) Uani 1 1 d . . . C3 C 0.5567(9) 0.73702(18) 0.8560(7) 0.033(2) Uani 1 1 d . . . C4 C 0.7082(10) 0.73203(18) 0.8232(6) 0.033(2) Uani 1 1 d . . . C5 C 0.4692(8) 0.7142(2) 0.6132(7) 0.043(2) Uani 1 1 d . . . C6 C 0.3846(9) 0.70261(19) 0.4958(7) 0.044(2) Uani 1 1 d . . . C7 C 0.1551(11) 0.6841(2) 0.2837(7) 0.044(2) Uani 1 1 d . . . C8 C 0.3050(11) 0.6757(2) 0.2590(7) 0.049(2) Uani 1 1 d . . . C9 C -0.0214(10) 0.6818(2) 0.1916(7) 0.060(2) Uani 1 1 d . . . H9A H -0.0937 0.7010 0.2105 0.072 Uiso 1 1 calc R . . H9B H -0.0099 0.6845 0.1009 0.072 Uiso 1 1 calc R . . C10 C 0.3297(11) 0.6569(2) 0.1340(7) 0.060(3) Uani 1 1 d . . . H10A H 0.3101 0.6739 0.0618 0.072 Uiso 1 1 calc R . . H10B H 0.4494 0.6489 0.1488 0.072 Uiso 1 1 calc R . . C11 C -0.1646(10) 0.6302(2) 0.0884(7) 0.042(2) Uani 1 1 d . . . C12 C -0.2957(10) 0.6461(2) -0.0116(8) 0.053(2) Uani 1 1 d . . . H12 H -0.3411 0.6682 0.0020 0.064 Uiso 1 1 calc R . . C13 C -0.3540(9) 0.6283(3) -0.1284(8) 0.054(2) Uani 1 1 d . . . H13 H -0.4402 0.6387 -0.1940 0.065 Uiso 1 1 calc R . . C14 C -0.2892(10) 0.5955(3) -0.1521(8) 0.044(2) Uani 1 1 d . . . C15 C -0.3442(10) 0.5769(3) -0.2740(8) 0.067(3) Uani 1 1 d . . . H15 H -0.4311 0.5867 -0.3404 0.081 Uiso 1 1 calc R . . C16 C -0.2750(13) 0.5456(3) -0.2963(9) 0.074(3) Uani 1 1 d . . . H16 H -0.3123 0.5344 -0.3778 0.089 Uiso 1 1 calc R . . C17 C -0.1462(12) 0.5299(2) -0.1966(9) 0.072(3) Uani 1 1 d . . . H17 H -0.1006 0.5080 -0.2119 0.086 Uiso 1 1 calc R . . C18 C -0.0865(11) 0.5465(3) -0.0770(9) 0.064(3) Uani 1 1 d . . . H18 H 0.0003 0.5359 -0.0126 0.077 Uiso 1 1 calc R . . C19 C -0.1557(10) 0.5793(2) -0.0512(8) 0.046(2) Uani 1 1 d . . . C20 C -0.0927(10) 0.5983(2) 0.0716(7) 0.043(2) Uani 1 1 d . . . C21 C 0.0572(11) 0.5849(2) 0.1756(7) 0.039(2) Uani 1 1 d . . . C22 C 0.0439(15) 0.5566(2) 0.2637(8) 0.058(3) Uani 1 1 d . . . C23 C -0.1170(14) 0.5391(3) 0.2569(9) 0.081(3) Uani 1 1 d . . . H23 H -0.2146 0.5453 0.1918 0.098 Uiso 1 1 calc R . . C24 C -0.1285(16) 0.5131(3) 0.3453(11) 0.100(4) Uani 1 1 d . . . H24 H -0.2337 0.5017 0.3425 0.121 Uiso 1 1 calc R . . C25 C 0.024(2) 0.5037(3) 0.4422(12) 0.121(5) Uani 1 1 d . . . H25 H 0.0174 0.4855 0.5012 0.145 Uiso 1 1 calc R . . C26 C 0.173(2) 0.5200(3) 0.4511(11) 0.102(4) Uani 1 1 d . . . H26 H 0.2687 0.5134 0.5174 0.123 Uiso 1 1 calc R . . C27 C 0.1910(17) 0.5474(3) 0.3611(9) 0.071(3) Uani 1 1 d . . . C28 C 0.3506(15) 0.5649(3) 0.3681(9) 0.073(3) Uani 1 1 d . . . H28 H 0.4489 0.5580 0.4314 0.088 Uiso 1 1 calc R . . C29 C 0.3618(12) 0.5916(2) 0.2829(9) 0.063(3) Uani 1 1 d . . . H29 H 0.4666 0.6034 0.2885 0.076 Uiso 1 1 calc R . . C30 C 0.2140(12) 0.6012(2) 0.1870(8) 0.049(2) Uani 1 1 d . . . C1A C 0.6379(11) 0.2824(2) 0.6775(8) 0.043(2) Uani 1 1 d . . . C2A C 1.0144(10) 0.2887(2) 0.5913(10) 0.049(2) Uani 1 1 d . . . C3A C 0.6858(9) 0.29713(19) 0.5574(7) 0.037(2) Uani 1 1 d . . . C4A C 0.8352(10) 0.29959(19) 0.5161(7) 0.040(2) Uani 1 1 d . . . C5A C 0.5987(10) 0.3236(2) 0.3201(8) 0.053(2) Uani 1 1 d . . . C7A C 0.2605(13) 0.3482(2) -0.0023(8) 0.062(3) Uani 1 1 d . . . C8A C 0.4055(12) 0.3517(2) -0.0437(8) 0.060(3) Uani 1 1 d . . . C10A C 0.4264(11) 0.3609(3) -0.1824(8) 0.075(3) Uani 1 1 d . . . H10C H 0.5463 0.3569 -0.1867 0.090 Uiso 1 1 calc R . . H10D H 0.3535 0.3452 -0.2460 0.090 Uiso 1 1 calc R . . C14A C 0.2437(13) 0.4760(3) 0.0450(10) 0.062(3) Uani 1 1 d . . . C15A C 0.3389(15) 0.5077(4) 0.0774(11) 0.094(4) Uani 1 1 d . . . H15A H 0.3595 0.5164 0.1635 0.112 Uiso 1 1 calc R . . C16A C 0.4007(14) 0.5256(3) -0.0153(17) 0.114(4) Uani 1 1 d . . . H16A H 0.4632 0.5465 0.0074 0.137 Uiso 1 1 calc R . . C17A C 0.3711(14) 0.5129(3) -0.1429(14) 0.101(4) Uani 1 1 d . . . H17A H 0.4136 0.5255 -0.2059 0.121 Uiso 1 1 calc R . . C18A C 0.2813(11) 0.4826(3) -0.1787(9) 0.069(3) Uani 1 1 d . . . H18A H 0.2622 0.4745 -0.2657 0.082 Uiso 1 1 calc R . . C20A C 0.1259(11) 0.4302(3) -0.1197(8) 0.049(2) Uani 1 1 d . . . C21A C 0.0926(12) 0.4171(2) -0.2593(8) 0.048(2) Uani 1 1 d . . . C22A C -0.0659(13) 0.4213(2) -0.3496(10) 0.060(3) Uani 1 1 d . . . C23A C -0.2133(15) 0.4357(2) -0.3116(9) 0.073(3) Uani 1 1 d . . . H23A H -0.2037 0.4417 -0.2233 0.088 Uiso 1 1 calc R . . C24A C -0.3708(14) 0.4409(3) -0.4011(13) 0.095(3) Uani 1 1 d . . . H24A H -0.4639 0.4509 -0.3729 0.114 Uiso 1 1 calc R . . C26A C -0.2538(17) 0.4166(3) -0.5732(11) 0.098(4) Uani 1 1 d . . . H26A H -0.2683 0.4100 -0.6615 0.117 Uiso 1 1 calc R . . C27A C -0.0883(16) 0.4107(3) -0.4859(10) 0.075(3) Uani 1 1 d . . . C28A C 0.0548(16) 0.3960(3) -0.5243(10) 0.077(3) Uani 1 1 d . . . H28A H 0.0445 0.3899 -0.6127 0.093 Uiso 1 1 calc R . . C29A C 0.2054(14) 0.3904(2) -0.4378(9) 0.071(3) Uani 1 1 d . . . H29A H 0.2975 0.3794 -0.4642 0.086 Uiso 1 1 calc R . . C30A C 0.2227(12) 0.4014(2) -0.3048(9) 0.054(2) Uani 1 1 d . . . C9A C 0.0779(11) 0.3507(2) -0.0849(8) 0.065(3) Uani 1 1 d . . . H9A1 H 0.0818 0.3536 -0.1772 0.078 Uiso 1 1 calc R . . H9A2 H 0.0172 0.3288 -0.0770 0.078 Uiso 1 1 calc R . . C13A C 0.1731(15) 0.4562(3) 0.1383(9) 0.090(4) Uani 1 1 d . . . H13A H 0.1872 0.4646 0.2245 0.108 Uiso 1 1 calc R . . C11A C 0.0669(11) 0.4126(3) -0.0247(10) 0.058(3) Uani 1 1 d . . . C12A C 0.0866(13) 0.4257(3) 0.1026(10) 0.076(3) Uani 1 1 d . . . H12A H 0.0399 0.4133 0.1639 0.091 Uiso 1 1 calc R . . C19A C 0.2169(11) 0.4631(3) -0.0845(10) 0.058(2) Uani 1 1 d . . . C25A C -0.3904(16) 0.4312(3) -0.5353(14) 0.107(4) Uani 1 1 d . . . H25A H -0.4955 0.4348 -0.5963 0.128 Uiso 1 1 calc R . . C6A C 0.5071(10) 0.3347(2) 0.2015(8) 0.057(2) Uani 1 1 d . . . C1B C 0.1431(13) 0.6325(3) 0.7564(9) 0.101(4) Uani 1 1 d . . . H1B1 H 0.1131 0.6213 0.8322 0.122 Uiso 1 1 calc R . . H1B2 H 0.2526 0.6450 0.7869 0.122 Uiso 1 1 calc R . . C2B C 0.1611(15) 0.6061(3) 0.6604(12) 0.153(6) Uani 1 1 d . . . H2B1 H 0.1615 0.5825 0.6982 0.183 Uiso 1 1 calc R . . H2B2 H 0.2692 0.6095 0.6326 0.183 Uiso 1 1 calc R . . C3B C 0.0124(13) 0.6102(3) 0.5474(9) 0.093(3) Uani 1 1 d . . . H3B1 H -0.0569 0.5887 0.5333 0.111 Uiso 1 1 calc R . . H3B2 H 0.0512 0.6155 0.4674 0.111 Uiso 1 1 calc R . . C4B C -0.0909(11) 0.6404(3) 0.5837(8) 0.073(3) Uani 1 1 d . . . H4B1 H -0.1180 0.6574 0.5117 0.088 Uiso 1 1 calc R . . H4B2 H -0.1990 0.6318 0.6015 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 0.0337(12) 0.0788(19) 0.0430(13) -0.0145(12) 0.0090(11) -0.0041(13) S2 0.0390(13) 0.0829(19) 0.0437(13) -0.0087(13) 0.0136(11) -0.0014(14) S3 0.0432(14) 0.0704(18) 0.0443(14) -0.0090(13) 0.0042(11) 0.0005(13) S4 0.0520(14) 0.0838(19) 0.0534(15) -0.0215(14) 0.0161(12) -0.0004(14) S1A 0.0383(13) 0.0823(19) 0.0614(16) 0.0300(14) 0.0150(12) 0.0123(14) S2A 0.0428(14) 0.0778(19) 0.0544(14) 0.0212(14) 0.0163(12) -0.0049(14) S3A 0.0565(16) 0.085(2) 0.0605(16) 0.0299(15) 0.0115(13) 0.0116(15) S4A 0.0651(17) 0.101(2) 0.0565(15) 0.0262(16) 0.0177(14) 0.0060(16) O1 0.024(3) 0.105(5) 0.053(3) -0.027(3) 0.014(3) -0.016(3) O2 0.035(3) 0.075(5) 0.055(4) -0.028(3) 0.013(3) -0.015(3) O3 0.060(4) 0.056(4) 0.042(4) -0.011(3) 0.010(3) -0.013(3) O4 0.058(4) 0.060(5) 0.043(4) -0.019(4) 0.003(3) -0.003(4) O1A 0.030(4) 0.084(5) 0.057(4) 0.032(3) 0.017(3) 0.016(3) O2A 0.037(4) 0.126(6) 0.046(4) 0.003(4) 0.013(3) 0.000(4) O4A 0.075(5) 0.057(5) 0.053(4) 0.013(3) 0.013(4) 0.018(4) O3A 0.067(4) 0.069(5) 0.071(4) 0.017(4) 0.024(4) 0.015(4) O1B 0.083(5) 0.087(5) 0.066(4) -0.031(4) -0.010(4) 0.024(4) N1 0.044(4) 0.085(6) 0.046(4) -0.031(4) 0.027(4) -0.015(4) N2 0.031(4) 0.077(5) 0.058(4) -0.027(4) 0.001(3) -0.002(4) N1A 0.031(4) 0.101(6) 0.047(4) 0.022(5) 0.016(4) 0.007(4) N2A 0.025(4) 0.133(7) 0.056(5) 0.017(5) 0.008(4) 0.017(4) C1 0.035(5) 0.045(6) 0.038(6) -0.005(4) 0.001(5) -0.009(5) C2 0.031(6) 0.047(7) 0.058(7) -0.003(5) 0.024(5) 0.003(5) C3 0.031(5) 0.033(5) 0.038(5) -0.006(4) 0.016(4) -0.002(4) C4 0.037(5) 0.037(6) 0.027(4) -0.006(4) 0.012(4) -0.001(4) C5 0.035(5) 0.070(6) 0.021(4) -0.011(5) -0.001(4) 0.003(5) C6 0.047(5) 0.053(6) 0.032(5) -0.002(4) 0.010(4) -0.002(5) C7 0.046(5) 0.043(6) 0.036(5) -0.001(4) -0.006(5) -0.014(5) C8 0.053(6) 0.046(6) 0.046(6) 0.003(5) 0.012(5) 0.003(5) C9 0.065(6) 0.060(7) 0.048(6) -0.012(5) -0.002(5) 0.008(6) C10 0.080(7) 0.077(8) 0.024(5) -0.010(5) 0.015(5) 0.007(6) C11 0.043(6) 0.051(7) 0.029(5) 0.002(5) 0.005(5) -0.002(5) C12 0.042(5) 0.060(7) 0.054(6) -0.002(5) 0.004(5) 0.012(5) C13 0.032(5) 0.062(8) 0.061(7) 0.014(6) -0.004(5) 0.003(5) C14 0.028(5) 0.049(7) 0.052(6) 0.005(6) 0.001(5) -0.004(5) C15 0.052(6) 0.092(9) 0.046(6) -0.018(6) -0.012(5) -0.013(6) C16 0.097(9) 0.076(9) 0.050(7) -0.025(6) 0.016(6) -0.018(7) C17 0.081(7) 0.061(7) 0.063(7) -0.011(6) -0.006(6) 0.005(6) C18 0.072(7) 0.063(8) 0.053(6) 0.004(6) 0.002(5) 0.004(6) C19 0.053(6) 0.041(6) 0.051(6) 0.001(5) 0.022(5) -0.003(5) C20 0.054(6) 0.036(6) 0.038(5) -0.002(5) 0.009(5) 0.009(5) C21 0.043(6) 0.043(7) 0.025(5) -0.006(5) -0.003(5) 0.003(5) C22 0.095(9) 0.042(7) 0.034(6) -0.007(6) 0.010(6) -0.004(7) C23 0.112(9) 0.073(8) 0.053(7) 0.008(6) 0.005(6) -0.006(8) C24 0.150(12) 0.080(9) 0.072(8) 0.020(7) 0.026(9) -0.021(8) C25 0.224(18) 0.069(10) 0.055(9) 0.019(7) 0.004(11) -0.024(11) C26 0.197(16) 0.033(8) 0.058(8) 0.001(7) -0.007(9) 0.023(9) C27 0.116(10) 0.052(8) 0.034(6) -0.005(6) -0.004(7) 0.034(8) C28 0.081(8) 0.069(9) 0.049(7) -0.028(6) -0.027(6) 0.027(7) C29 0.082(8) 0.050(7) 0.049(6) -0.008(5) -0.003(6) 0.014(6) C30 0.058(7) 0.047(7) 0.036(6) 0.003(5) 0.001(5) 0.020(6) C1A 0.032(6) 0.052(6) 0.047(6) 0.003(5) 0.011(5) 0.017(5) C2A 0.034(6) 0.054(6) 0.066(7) 0.001(6) 0.025(6) -0.002(5) C3A 0.038(5) 0.052(6) 0.025(5) 0.014(4) 0.015(4) -0.001(4) C4A 0.033(5) 0.048(6) 0.039(5) 0.007(4) 0.009(4) 0.002(4) C5A 0.053(6) 0.050(6) 0.059(6) 0.014(5) 0.018(5) -0.003(5) C7A 0.068(7) 0.060(7) 0.049(6) 0.008(5) -0.004(6) 0.005(6) C8A 0.074(7) 0.066(7) 0.036(6) 0.012(5) 0.007(5) 0.014(6) C10A 0.072(7) 0.102(9) 0.052(7) 0.002(6) 0.016(5) 0.038(6) C14A 0.076(7) 0.060(8) 0.042(7) -0.025(7) -0.003(6) 0.014(6) C15A 0.093(9) 0.109(12) 0.077(9) -0.047(9) 0.015(7) 0.008(8) C16A 0.104(9) 0.099(11) 0.147(13) -0.036(11) 0.047(10) -0.028(8) C17A 0.105(9) 0.081(10) 0.128(12) -0.013(8) 0.049(9) -0.031(7) C18A 0.078(7) 0.062(8) 0.068(7) -0.008(6) 0.020(6) -0.011(6) C20A 0.069(7) 0.045(7) 0.036(6) 0.001(5) 0.014(5) 0.007(5) C21A 0.048(6) 0.043(6) 0.047(6) 0.012(5) -0.003(5) 0.006(5) C22A 0.059(7) 0.063(7) 0.062(8) 0.016(6) 0.023(6) -0.001(6) C23A 0.087(8) 0.058(7) 0.063(7) 0.014(6) -0.005(7) -0.018(7) C24A 0.090(9) 0.094(9) 0.096(9) 0.016(8) 0.012(8) 0.000(7) C26A 0.091(10) 0.088(10) 0.088(9) 0.027(7) -0.033(9) -0.025(8) C27A 0.098(10) 0.067(8) 0.046(7) 0.017(6) -0.011(7) -0.028(7) C28A 0.092(8) 0.084(9) 0.062(8) 0.002(6) 0.033(8) -0.001(7) C29A 0.100(9) 0.071(8) 0.047(7) 0.009(6) 0.026(6) 0.003(7) C30A 0.054(7) 0.063(7) 0.038(6) 0.009(5) -0.001(6) 0.011(5) C9A 0.078(7) 0.050(7) 0.062(6) 0.010(5) 0.008(6) 0.001(6) C13A 0.131(10) 0.103(11) 0.034(7) -0.004(8) 0.018(7) 0.031(8) C11A 0.067(7) 0.053(8) 0.051(7) -0.001(7) 0.005(6) -0.001(6) C12A 0.104(9) 0.069(9) 0.061(8) 0.003(7) 0.029(6) -0.005(7) C19A 0.067(6) 0.041(7) 0.063(8) 0.002(7) 0.013(6) 0.000(6) C25A 0.072(9) 0.115(11) 0.109(11) 0.033(9) -0.032(8) -0.011(8) C6A 0.045(6) 0.059(7) 0.067(6) 0.017(6) 0.012(5) 0.002(5) C1B 0.094(9) 0.122(11) 0.073(8) 0.006(8) -0.014(7) 0.033(8) C2B 0.139(11) 0.142(13) 0.143(11) -0.054(10) -0.038(10) 0.073(10) C3B 0.102(8) 0.093(9) 0.086(8) -0.021(7) 0.029(7) 0.015(7) C4B 0.064(6) 0.092(8) 0.064(7) -0.007(6) 0.015(6) -0.001(6) _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 C3 1.747(7) . ? S1 C5 1.745(7) . ? S2 C5 1.750(7) . ? S2 C4 1.780(7) . ? S3 C6 1.749(7) . ? S3 C7 1.766(8) . ? S4 C8 1.739(8) . ? S4 C6 1.769(7) . ? S1A C3A 1.750(7) . ? S1A C5A 1.760(7) . ? S2A C4A 1.736(7) . ? S2A C5A 1.735(8) . ? S3A C6A 1.749(8) . ? S3A C7A 1.750(9) . ? S4A C6A 1.739(8) . ? S4A C8A 1.753(8) . ? O1 C1 1.244(8) . ? O2 C2 1.215(8) . ? O3 C11 1.380(8) . ? O3 C9 1.424(8) . ? O4 C30 1.388(8) . ? O4 C10 1.394(8) . ? O1A C1A 1.238(8) . ? O2A C2A 1.211(8) . ? O4A C30A 1.369(8) . ? O4A C10A 1.430(8) . ? O3A C11A 1.396(9) . ? O3A C9A 1.454(8) . ? O1B C1B 1.390(9) . ? O1B C4B 1.424(8) . ? N1 C1 1.295(8) . ? N1 H1A 0.8600 . ? N1 H1B 0.8600 . ? N2 C2 1.321(8) . ? N2 H2A 0.8600 . ? N2 H2B 0.8600 . ? N1A C1A 1.314(8) . ? N1A H1A1 0.8600 . ? N1A H1A2 0.8600 . ? N2A C2A 1.323(9) . ? N2A H2A1 0.8600 . ? N2A H2A2 0.8600 . ? C1 C3 1.506(9) . ? C2 C4 1.497(9) . ? C3 C4 1.331(8) . ? C5 C6 1.320(8) . ? C7 C8 1.307(9) . ? C7 C9 1.499(9) . ? C8 C10 1.528(9) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C20 1.359(9) . ? C11 C12 1.418(9) . ? C12 C13 1.368(9) . ? C12 H12 0.9300 . ? C13 C14 1.382(9) . ? C13 H13 0.9300 . ? C14 C15 1.424(10) . ? C14 C19 1.439(9) . ? C15 C16 1.341(10) . ? C15 H15 0.9300 . ? C16 C17 1.403(10) . ? C16 H16 0.9300 . ? C17 C18 1.370(10) . ? C17 H17 0.9300 . ? C18 C19 1.403(9) . ? C18 H18 0.9300 . ? C19 C20 1.447(9) . ? C20 C21 1.495(9) . ? C21 C30 1.364(9) . ? C21 C22 1.422(10) . ? C22 C27 1.397(11) . ? C22 C23 1.420(10) . ? C23 C24 1.358(11) . ? C23 H23 0.9300 . ? C24 C25 1.423(14) . ? C24 H24 0.9300 . ? C25 C26 1.312(13) . ? C25 H25 0.9300 . ? C26 C27 1.423(12) . ? C26 H26 0.9300 . ? C27 C28 1.408(12) . ? C28 C29 1.357(10) . ? C28 H28 0.9300 . ? C29 C30 1.396(10) . ? C29 H29 0.9300 . ? C1A C3A 1.489(9) . ? C2A C4A 1.507(10) . ? C3A C4A 1.348(9) . ? C5A C6A 1.341(8) . ? C7A C8A 1.318(10) . ? C7A C9A 1.501(9) . ? C8A C10A 1.525(10) . ? C10A H10C 0.9700 . ? C10A H10D 0.9700 . ? C14A C19A 1.397(10) . ? C14A C15A 1.411(12) . ? C14A C13A 1.431(11) . ? C15A C16A 1.353(12) . ? C15A H15A 0.9300 . ? C16A C17A 1.375(12) . ? C16A H16A 0.9300 . ? C17A C18A 1.353(10) . ? C17A H17A 0.9300 . ? C18A C19A 1.406(10) . ? C18A H18A 0.9300 . ? C20A C11A 1.356(10) . ? C20A C19A 1.438(10) . ? C20A C21A 1.495(10) . ? C21A C30A 1.360(10) . ? C21A C22A 1.388(10) . ? C22A C23A 1.420(11) . ? C22A C27A 1.439(11) . ? C23A C24A 1.384(11) . ? C23A H23A 0.9300 . ? C24A C25A 1.412(12) . ? C24A H24A 0.9300 . ? C26A C25A 1.347(13) . ? C26A C27A 1.425(12) . ? C26A H26A 0.9300 . ? C27A C28A 1.396(11) . ? C28A C29A 1.331(10) . ? C28A H28A 0.9300 . ? C29A C30A 1.417(10) . ? C29A H29A 0.9300 . ? C9A H9A1 0.9700 . ? C9A H9A2 0.9700 . ? C13A C12A 1.347(11) . ? C13A H13A 0.9300 . ? C11A C12A 1.384(11) . ? C12A H12A 0.9300 . ? C25A H25A 0.9300 . ? C1B C2B 1.439(11) . ? C1B H1B1 0.9700 . ? C1B H1B2 0.9700 . ? C2B C3B 1.463(10) . ? C2B H2B1 0.9700 . ? C2B H2B2 0.9700 . ? C3B C4B 1.498(10) . ? C3B H3B1 0.9700 . ? C3B H3B2 0.9700 . ? C4B H4B1 0.9700 . ? C4B H4B2 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 C3 S1 C5 96.2(3) . . ? C5 S2 C4 95.8(3) . . ? C6 S3 C7 95.5(4) . . ? C8 S4 C6 95.5(4) . . ? C3A S1A C5A 95.4(4) . . ? C4A S2A C5A 96.3(4) . . ? C6A S3A C7A 94.7(4) . . ? C6A S4A C8A 94.5(4) . . ? C11 O3 C9 115.7(6) . . ? C30 O4 C10 119.4(6) . . ? C30A O4A C10A 115.2(7) . . ? C11A O3A C9A 116.5(6) . . ? C1B O1B C4B 108.0(7) . . ? C1 N1 H1A 120.0 . . ? C1 N1 H1B 120.0 . . ? H1A N1 H1B 120.0 . . ? C2 N2 H2A 120.0 . . ? C2 N2 H2B 120.0 . . ? H2A N2 H2B 120.0 . . ? C1A N1A H1A1 120.0 . . ? C1A N1A H1A2 120.0 . . ? H1A1 N1A H1A2 120.0 . . ? C2A N2A H2A1 120.0 . . ? C2A N2A H2A2 120.0 . . ? H2A1 N2A H2A2 120.0 . . ? O1 C1 N1 124.5(7) . . ? O1 C1 C3 115.8(7) . . ? N1 C1 C3 119.7(7) . . ? O2 C2 N2 122.6(8) . . ? O2 C2 C4 122.2(8) . . ? N2 C2 C4 115.1(8) . . ? C4 C3 C1 131.6(7) . . ? C4 C3 S1 118.0(6) . . ? C1 C3 S1 110.1(5) . . ? C3 C4 C2 130.6(7) . . ? C3 C4 S2 116.0(6) . . ? C2 C4 S2 113.4(6) . . ? C6 C5 S1 123.5(5) . . ? C6 C5 S2 122.5(6) . . ? S1 C5 S2 114.0(4) . . ? C5 C6 S3 124.3(6) . . ? C5 C6 S4 122.3(6) . . ? S3 C6 S4 113.4(4) . . ? C8 C7 C9 127.7(7) . . ? C8 C7 S3 117.2(6) . . ? C9 C7 S3 115.1(6) . . ? C7 C8 C10 125.3(7) . . ? C7 C8 S4 118.4(6) . . ? C10 C8 S4 116.3(6) . . ? O3 C9 C7 111.6(7) . . ? O3 C9 H9A 109.3 . . ? C7 C9 H9A 109.3 . . ? O3 C9 H9B 109.3 . . ? C7 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? O4 C10 C8 114.4(6) . . ? O4 C10 H10A 108.7 . . ? C8 C10 H10A 108.7 . . ? O4 C10 H10B 108.7 . . ? C8 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C20 C11 O3 119.2(7) . . ? C20 C11 C12 122.5(8) . . ? O3 C11 C12 118.3(8) . . ? C13 C12 C11 118.7(7) . . ? C13 C12 H12 120.7 . . ? C11 C12 H12 120.7 . . ? C12 C13 C14 122.2(8) . . ? C12 C13 H13 118.9 . . ? C14 C13 H13 118.9 . . ? C13 C14 C15 123.4(9) . . ? C13 C14 C19 119.4(8) . . ? C15 C14 C19 117.2(9) . . ? C16 C15 C14 122.3(9) . . ? C16 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? C15 C16 C17 119.8(9) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 121.0(9) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C19 120.4(8) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C14 119.3(8) . . ? C18 C19 C20 122.4(8) . . ? C14 C19 C20 118.3(8) . . ? C11 C20 C19 118.9(8) . . ? C11 C20 C21 119.6(7) . . ? C19 C20 C21 121.4(8) . . ? C30 C21 C22 118.9(8) . . ? C30 C21 C20 117.4(8) . . ? C22 C21 C20 123.7(8) . . ? C27 C22 C23 120.4(10) . . ? C27 C22 C21 118.6(10) . . ? C23 C22 C21 121.0(10) . . ? C24 C23 C22 120.1(10) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 118.6(11) . . ? C23 C24 H24 120.7 . . ? C25 C24 H24 120.7 . . ? C26 C25 C24 122.2(13) . . ? C26 C25 H25 118.9 . . ? C24 C25 H25 118.9 . . ? C25 C26 C27 121.1(13) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C22 C27 C28 120.4(10) . . ? C22 C27 C26 117.6(12) . . ? C28 C27 C26 121.9(12) . . ? C29 C28 C27 120.3(9) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C28 C29 C30 119.2(9) . . ? C28 C29 H29 120.4 . . ? C30 C29 H29 120.4 . . ? C21 C30 O4 116.2(8) . . ? C21 C30 C29 122.5(9) . . ? O4 C30 C29 121.3(9) . . ? O1A C1A N1A 121.5(8) . . ? O1A C1A C3A 118.3(7) . . ? N1A C1A C3A 120.1(7) . . ? O2A C2A N2A 121.2(8) . . ? O2A C2A C4A 124.4(8) . . ? N2A C2A C4A 114.4(8) . . ? C4A C3A C1A 134.5(7) . . ? C4A C3A S1A 116.8(5) . . ? C1A C3A S1A 108.6(5) . . ? C3A C4A C2A 127.1(7) . . ? C3A C4A S2A 117.1(6) . . ? C2A C4A S2A 115.8(6) . . ? C6A C5A S2A 124.5(6) . . ? C6A C5A S1A 121.7(6) . . ? S2A C5A S1A 113.9(5) . . ? C8A C7A C9A 126.9(8) . . ? C8A C7A S3A 117.3(7) . . ? C9A C7A S3A 115.9(7) . . ? C7A C8A C10A 128.3(8) . . ? C7A C8A S4A 117.9(7) . . ? C10A C8A S4A 113.7(7) . . ? O4A C10A C8A 112.9(7) . . ? O4A C10A H10C 109.0 . . ? C8A C10A H10C 109.0 . . ? O4A C10A H10D 109.0 . . ? C8A C10A H10D 109.0 . . ? H10C C10A H10D 107.8 . . ? C19A C14A C15A 118.5(11) . . ? C19A C14A C13A 118.2(10) . . ? C15A C14A C13A 123.3(11) . . ? C16A C15A C14A 120.9(11) . . ? C16A C15A H15A 119.6 . . ? C14A C15A H15A 119.6 . . ? C15A C16A C17A 120.1(12) . . ? C15A C16A H16A 120.0 . . ? C17A C16A H16A 120.0 . . ? C18A C17A C16A 121.3(11) . . ? C18A C17A H17A 119.3 . . ? C16A C17A H17A 119.3 . . ? C17A C18A C19A 120.0(10) . . ? C17A C18A H18A 120.0 . . ? C19A C18A H18A 120.0 . . ? C11A C20A C19A 118.2(8) . . ? C11A C20A C21A 121.8(9) . . ? C19A C20A C21A 119.9(8) . . ? C30A C21A C22A 116.8(8) . . ? C30A C21A C20A 120.1(8) . . ? C22A C21A C20A 123.0(8) . . ? C21A C22A C23A 121.7(9) . . ? C21A C22A C27A 121.2(9) . . ? C23A C22A C27A 117.1(10) . . ? C24A C23A C22A 122.4(9) . . ? C24A C23A H23A 118.8 . . ? C22A C23A H23A 118.8 . . ? C23A C24A C25A 120.1(10) . . ? C23A C24A H24A 120.0 . . ? C25A C24A H24A 120.0 . . ? C25A C26A C27A 123.9(13) . . ? C25A C26A H26A 118.1 . . ? C27A C26A H26A 118.1 . . ? C28A C27A C26A 124.4(11) . . ? C28A C27A C22A 117.7(10) . . ? C26A C27A C22A 117.9(11) . . ? C29A C28A C27A 121.8(9) . . ? C29A C28A H28A 119.1 . . ? C27A C28A H28A 119.1 . . ? C28A C29A C30A 118.6(9) . . ? C28A C29A H29A 120.7 . . ? C30A C29A H29A 120.7 . . ? C21A C30A O4A 118.5(8) . . ? C21A C30A C29A 123.6(8) . . ? O4A C30A C29A 117.8(9) . . ? O3A C9A C7A 113.0(7) . . ? O3A C9A H9A1 109.0 . . ? C7A C9A H9A1 109.0 . . ? O3A C9A H9A2 109.0 . . ? C7A C9A H9A2 109.0 . . ? H9A1 C9A H9A2 107.8 . . ? C12A C13A C14A 120.7(9) . . ? C12A C13A H13A 119.6 . . ? C14A C13A H13A 119.6 . . ? C20A C11A C12A 122.5(9) . . ? C20A C11A O3A 123.3(9) . . ? C12A C11A O3A 114.2(10) . . ? C13A C12A C11A 120.3(10) . . ? C13A C12A H12A 119.9 . . ? C11A C12A H12A 119.9 . . ? C14A C19A C18A 119.2(10) . . ? C14A C19A C20A 119.9(10) . . ? C18A C19A C20A 120.8(9) . . ? C26A C25A C24A 118.6(12) . . ? C26A C25A H25A 120.7 . . ? C24A C25A H25A 120.7 . . ? C5A C6A S4A 123.0(6) . . ? C5A C6A S3A 122.1(6) . . ? S4A C6A S3A 114.9(5) . . ? O1B C1B C2B 109.6(8) . . ? O1B C1B H1B1 109.8 . . ? C2B C1B H1B1 109.8 . . ? O1B C1B H1B2 109.8 . . ? C2B C1B H1B2 109.8 . . ? H1B1 C1B H1B2 108.2 . . ? C1B C2B C3B 107.0(9) . . ? C1B C2B H2B1 110.3 . . ? C3B C2B H2B1 110.3 . . ? C1B C2B H2B2 110.3 . . ? C3B C2B H2B2 110.3 . . ? H2B1 C2B H2B2 108.6 . . ? C2B C3B C4B 105.2(8) . . ? C2B C3B H3B1 110.7 . . ? C4B C3B H3B1 110.7 . . ? C2B C3B H3B2 110.7 . . ? C4B C3B H3B2 110.7 . . ? H3B1 C3B H3B2 108.8 . . ? O1B C4B C3B 106.9(7) . . ? O1B C4B H4B1 110.3 . . ? C3B C4B H4B1 110.3 . . ? O1B C4B H4B2 110.3 . . ? C3B C4B H4B2 110.3 . . ? H4B1 C4B H4B2 108.6 . . ? 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 C1 C3 C4 -163.0(8) . . . . ? N1 C1 C3 C4 17.2(13) . . . . ? O1 C1 C3 S1 10.8(9) . . . . ? N1 C1 C3 S1 -169.0(6) . . . . ? C5 S1 C3 C4 0.8(6) . . . . ? C5 S1 C3 C1 -174.0(5) . . . . ? C1 C3 C4 C2 -7.3(14) . . . . ? S1 C3 C4 C2 179.3(6) . . . . ? C1 C3 C4 S2 173.7(6) . . . . ? S1 C3 C4 S2 0.3(8) . . . . ? O2 C2 C4 C3 -26.5(13) . . . . ? N2 C2 C4 C3 157.2(8) . . . . ? O2 C2 C4 S2 152.5(6) . . . . ? N2 C2 C4 S2 -23.8(9) . . . . ? C5 S2 C4 C3 -1.1(7) . . . . ? C5 S2 C4 C2 179.7(6) . . . . ? C3 S1 C5 C6 177.9(7) . . . . ? C3 S1 C5 S2 -1.5(5) . . . . ? C4 S2 C5 C6 -177.8(7) . . . . ? C4 S2 C5 S1 1.6(5) . . . . ? S1 C5 C6 S3 5.3(10) . . . . ? S2 C5 C6 S3 -175.3(4) . . . . ? S1 C5 C6 S4 -172.6(5) . . . . ? S2 C5 C6 S4 6.8(10) . . . . ? C7 S3 C6 C5 179.7(7) . . . . ? C7 S3 C6 S4 -2.2(5) . . . . ? C8 S4 C6 C5 179.7(7) . . . . ? C8 S4 C6 S3 1.6(5) . . . . ? C6 S3 C7 C8 2.3(7) . . . . ? C6 S3 C7 C9 -174.9(6) . . . . ? C9 C7 C8 C10 -8.3(14) . . . . ? S3 C7 C8 C10 175.0(6) . . . . ? C9 C7 C8 S4 175.2(7) . . . . ? S3 C7 C8 S4 -1.6(9) . . . . ? C6 S4 C8 C7 0.0(7) . . . . ? C6 S4 C8 C10 -176.9(6) . . . . ? C11 O3 C9 C7 -127.7(7) . . . . ? C8 C7 C9 O3 92.6(10) . . . . ? S3 C7 C9 O3 -90.6(7) . . . . ? C30 O4 C10 C8 -53.1(9) . . . . ? C7 C8 C10 O4 -45.4(11) . . . . ? S4 C8 C10 O4 131.1(6) . . . . ? C9 O3 C11 C20 115.4(8) . . . . ? C9 O3 C11 C12 -62.0(9) . . . . ? C20 C11 C12 C13 1.2(11) . . . . ? O3 C11 C12 C13 178.5(6) . . . . ? C11 C12 C13 C14 -0.1(11) . . . . ? C12 C13 C14 C15 -178.2(7) . . . . ? C12 C13 C14 C19 0.0(11) . . . . ? C13 C14 C15 C16 177.6(8) . . . . ? C19 C14 C15 C16 -0.6(12) . . . . ? C14 C15 C16 C17 1.3(13) . . . . ? C15 C16 C17 C18 -1.5(13) . . . . ? C16 C17 C18 C19 1.1(13) . . . . ? C17 C18 C19 C14 -0.4(12) . . . . ? C17 C18 C19 C20 -177.7(7) . . . . ? C13 C14 C19 C18 -178.1(7) . . . . ? C15 C14 C19 C18 0.2(10) . . . . ? C13 C14 C19 C20 -0.7(10) . . . . ? C15 C14 C19 C20 177.6(7) . . . . ? O3 C11 C20 C19 -179.2(6) . . . . ? C12 C11 C20 C19 -1.9(11) . . . . ? O3 C11 C20 C21 -3.4(11) . . . . ? C12 C11 C20 C21 173.9(7) . . . . ? C18 C19 C20 C11 179.0(7) . . . . ? C14 C19 C20 C11 1.7(10) . . . . ? C18 C19 C20 C21 3.3(11) . . . . ? C14 C19 C20 C21 -174.1(7) . . . . ? C11 C20 C21 C30 -71.7(9) . . . . ? C19 C20 C21 C30 104.0(8) . . . . ? C11 C20 C21 C22 107.0(9) . . . . ? C19 C20 C21 C22 -77.3(10) . . . . ? C30 C21 C22 C27 1.8(11) . . . . ? C20 C21 C22 C27 -177.0(7) . . . . ? C30 C21 C22 C23 179.2(7) . . . . ? C20 C21 C22 C23 0.5(12) . . . . ? C27 C22 C23 C24 -0.1(13) . . . . ? C21 C22 C23 C24 -177.4(8) . . . . ? C22 C23 C24 C25 -1.0(14) . . . . ? C23 C24 C25 C26 1.9(18) . . . . ? C24 C25 C26 C27 -1.6(19) . . . . ? C23 C22 C27 C28 -180.0(8) . . . . ? C21 C22 C27 C28 -2.5(12) . . . . ? C23 C22 C27 C26 0.4(12) . . . . ? C21 C22 C27 C26 177.8(8) . . . . ? C25 C26 C27 C22 0.5(15) . . . . ? C25 C26 C27 C28 -179.2(11) . . . . ? C22 C27 C28 C29 2.2(13) . . . . ? C26 C27 C28 C29 -178.1(8) . . . . ? C27 C28 C29 C30 -1.1(12) . . . . ? C22 C21 C30 O4 178.2(6) . . . . ? C20 C21 C30 O4 -3.0(10) . . . . ? C22 C21 C30 C29 -0.7(11) . . . . ? C20 C21 C30 C29 178.1(7) . . . . ? C10 O4 C30 C21 146.8(7) . . . . ? C10 O4 C30 C29 -34.3(10) . . . . ? C28 C29 C30 C21 0.4(12) . . . . ? C28 C29 C30 O4 -178.5(7) . . . . ? O1A C1A C3A C4A -168.9(8) . . . . ? N1A C1A C3A C4A 14.7(14) . . . . ? O1A C1A C3A S1A 8.7(9) . . . . ? N1A C1A C3A S1A -167.7(6) . . . . ? C5A S1A C3A C4A 3.2(7) . . . . ? C5A S1A C3A C1A -174.9(5) . . . . ? C1A C3A C4A C2A -4.0(15) . . . . ? S1A C3A C4A C2A 178.5(6) . . . . ? C1A C3A C4A S2A 178.4(7) . . . . ? S1A C3A C4A S2A 0.9(8) . . . . ? O2A C2A C4A C3A -26.0(14) . . . . ? N2A C2A C4A C3A 156.6(8) . . . . ? O2A C2A C4A S2A 151.7(8) . . . . ? N2A C2A C4A S2A -25.8(9) . . . . ? C5A S2A C4A C3A -4.6(7) . . . . ? C5A S2A C4A C2A 177.5(6) . . . . ? C4A S2A C5A C6A -173.8(7) . . . . ? C4A S2A C5A S1A 6.6(5) . . . . ? C3A S1A C5A C6A 174.2(7) . . . . ? C3A S1A C5A S2A -6.2(5) . . . . ? C6A S3A C7A C8A -5.6(8) . . . . ? C6A S3A C7A C9A 173.9(7) . . . . ? C9A C7A C8A C10A 3.3(16) . . . . ? S3A C7A C8A C10A -177.3(7) . . . . ? C9A C7A C8A S4A -178.6(7) . . . . ? S3A C7A C8A S4A 0.8(11) . . . . ? C6A S4A C8A C7A 4.4(8) . . . . ? C6A S4A C8A C10A -177.2(6) . . . . ? C30A O4A C10A C8A -103.7(8) . . . . ? C7A C8A C10A O4A 70.2(12) . . . . ? S4A C8A C10A O4A -108.0(7) . . . . ? C19A C14A C15A C16A 1.0(14) . . . . ? C13A C14A C15A C16A -179.0(10) . . . . ? C14A C15A C16A C17A 0.0(17) . . . . ? C15A C16A C17A C18A -0.3(18) . . . . ? C16A C17A C18A C19A -0.3(15) . . . . ? C11A C20A C21A C30A -104.8(9) . . . . ? C19A C20A C21A C30A 77.7(10) . . . . ? C11A C20A C21A C22A 78.0(11) . . . . ? C19A C20A C21A C22A -99.5(10) . . . . ? C30A C21A C22A C23A 176.8(8) . . . . ? C20A C21A C22A C23A -5.9(13) . . . . ? C30A C21A C22A C27A -2.3(12) . . . . ? C20A C21A C22A C27A 175.0(8) . . . . ? C21A C22A C23A C24A 178.2(8) . . . . ? C27A C22A C23A C24A -2.7(13) . . . . ? C22A C23A C24A C25A 1.4(15) . . . . ? C25A C26A C27A C28A -179.3(10) . . . . ? C25A C26A C27A C22A -0.5(15) . . . . ? C21A C22A C27A C28A 0.2(12) . . . . ? C23A C22A C27A C28A -178.9(8) . . . . ? C21A C22A C27A C26A -178.7(8) . . . . ? C23A C22A C27A C26A 2.3(12) . . . . ? C26A C27A C28A C29A -178.6(9) . . . . ? C22A C27A C28A C29A 2.7(14) . . . . ? C27A C28A C29A C30A -3.2(14) . . . . ? C22A C21A C30A O4A 179.9(7) . . . . ? C20A C21A C30A O4A 2.5(12) . . . . ? C22A C21A C30A C29A 1.8(12) . . . . ? C20A C21A C30A C29A -175.6(8) . . . . ? C10A O4A C30A C21A 110.8(8) . . . . ? C10A O4A C30A C29A -71.0(9) . . . . ? C28A C29A C30A C21A 0.9(14) . . . . ? C28A C29A C30A O4A -177.2(8) . . . . ? C11A O3A C9A C7A 45.6(9) . . . . ? C8A C7A C9A O3A -116.7(10) . . . . ? S3A C7A C9A O3A 63.9(8) . . . . ? C19A C14A C13A C12A 1.5(14) . . . . ? C15A C14A C13A C12A -178.5(9) . . . . ? C19A C20A C11A C12A 2.0(12) . . . . ? C21A C20A C11A C12A -175.6(8) . . . . ? C19A C20A C11A O3A -178.3(7) . . . . ? C21A C20A C11A O3A 4.1(12) . . . . ? C9A O3A C11A C20A 61.0(10) . . . . ? C9A O3A C11A C12A -119.3(8) . . . . ? C14A C13A C12A C11A 1.0(15) . . . . ? C20A C11A C12A C13A -2.8(14) . . . . ? O3A C11A C12A C13A 177.5(9) . . . . ? C15A C14A C19A C18A -1.6(13) . . . . ? C13A C14A C19A C18A 178.4(8) . . . . ? C15A C14A C19A C20A 177.8(8) . . . . ? C13A C14A C19A C20A -2.2(12) . . . . ? C17A C18A C19A C14A 1.3(13) . . . . ? C17A C18A C19A C20A -178.1(8) . . . . ? C11A C20A C19A C14A 0.5(12) . . . . ? C21A C20A C19A C14A 178.2(8) . . . . ? C11A C20A C19A C18A 179.9(7) . . . . ? C21A C20A C19A C18A -2.5(12) . . . . ? C27A C26A C25A C24A -0.9(18) . . . . ? C23A C24A C25A C26A 0.5(17) . . . . ? S2A C5A C6A S4A -1.2(11) . . . . ? S1A C5A C6A S4A 178.4(4) . . . . ? S2A C5A C6A S3A -179.8(4) . . . . ? S1A C5A C6A S3A -0.2(11) . . . . ? C8A S4A C6A C5A 173.2(8) . . . . ? C8A S4A C6A S3A -8.1(6) . . . . ? C7A S3A C6A C5A -172.8(7) . . . . ? C7A S3A C6A S4A 8.4(6) . . . . ? C4B O1B C1B C2B 18.4(12) . . . . ? O1B C1B C2B C3B -11.4(14) . . . . ? C1B C2B C3B C4B 0.2(13) . . . . ? C1B O1B C4B C3B -17.9(9) . . . . ? C2B C3B C4B O1B 10.6(10) . . . . ? _diffrn_measured_fraction_theta_max 0.861 _diffrn_reflns_theta_full 26.25 _diffrn_measured_fraction_theta_full 0.861 _refine_diff_density_max 0.272 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.060 # Attachment '_R_-2-THF2.cif' data_import_123 _database_code_depnum_ccdc_archive 'CCDC 769802' #TrackingRef '_R_-2-THF2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H20 N2 O4 S4, 2(C4 H8 O)' _chemical_formula_sum 'C38 H36 N2 O6 S4' _chemical_formula_weight 744.93 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 P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.444(5) _cell_length_b 8.203(5) _cell_length_c 19.741(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 106.302(5) _cell_angle_gamma 90.000(5) _cell_volume 1778.7(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 930 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 24.50 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 780 _exptl_absorpt_coefficient_mu 0.317 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.5295928 _exptl_absorpt_correction_T_max 0.917970522 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.576917 #-------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thin slices' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10931 _diffrn_reflns_av_R_equivalents 0.1013 _diffrn_reflns_av_sigmaI/netI 0.2060 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.40 _reflns_number_total 6754 _reflns_number_gt 3626 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART, 2006' _computing_cell_refinement 'Bruker SMART, 2006' _computing_data_reduction 'Bruker SAINT, 2006' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0488P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(12) _refine_ls_number_reflns 6754 _refine_ls_number_parameters 451 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1622 _refine_ls_R_factor_gt 0.0697 _refine_ls_wR_factor_ref 0.1577 _refine_ls_wR_factor_gt 0.1239 _refine_ls_goodness_of_fit_ref 0.969 _refine_ls_restrained_S_all 0.969 _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 S4 S 0.78023(14) -0.0159(2) 0.35048(10) 0.0196(5) Uani 1 1 d . . . S1 S 1.08340(14) -0.0320(2) 0.40125(10) 0.0192(4) Uani 1 1 d . . . S2 S 1.08269(15) 0.2534(2) 0.49325(11) 0.0235(5) Uani 1 1 d . . . S3 S 0.79357(15) 0.2898(2) 0.43136(11) 0.0209(5) Uani 1 1 d . . . O3 O 0.4819(4) 0.3974(6) 0.2980(3) 0.0163(12) Uani 1 1 d . . . O4 O 0.5192(4) 0.0719(6) 0.2156(3) 0.0217(13) Uani 1 1 d . . . O1A O 1.1684(4) 0.5839(6) 0.3649(3) 0.0230(13) Uani 1 1 d . . . O2 O 1.4062(4) 0.2394(6) 0.5749(3) 0.0195(12) Uani 1 1 d . . . O1 O 1.4300(4) 0.0939(6) 0.4410(3) 0.0225(13) Uani 1 1 d . . . N2 N 1.3392(5) 0.4434(7) 0.4943(3) 0.0194(15) Uani 1 1 d . . . H2A H 1.3982 0.5080 0.5139 0.023 Uiso 1 1 calc R . . H2B H 1.2843 0.4738 0.4570 0.023 Uiso 1 1 calc R . . C28 C 0.2521(6) 0.5323(9) 0.1164(4) 0.024(2) Uani 1 1 d . . . H28 H 0.3171 0.6046 0.1295 0.029 Uiso 1 1 calc R . . O1B O 0.9063(4) -0.0395(7) 0.1197(3) 0.0361(15) Uani 1 1 d . . . C4 C 1.2229(5) 0.1977(8) 0.4811(4) 0.0142(17) Uani 1 1 d . . . C1 C 0.9963(6) 0.1159(9) 0.4305(4) 0.0175(17) Uani 1 1 d . . . C10 C 0.5508(6) 0.3597(9) 0.3697(4) 0.023(2) Uani 1 1 d . . . H10A H 0.4964 0.3155 0.3949 0.028 Uiso 1 1 calc R . . H10B H 0.5860 0.4593 0.3933 0.028 Uiso 1 1 calc R . . C19 C 0.5594(6) 0.4619(9) 0.1326(4) 0.0190(16) Uani 1 1 d . . . C2 C 1.2228(5) 0.0670(9) 0.4397(4) 0.0170(17) Uani 1 1 d . . . N1 N 1.3415(5) -0.1521(7) 0.4090(3) 0.0248(17) Uani 1 1 d . . . H1A H 1.4074 -0.1941 0.4040 0.030 Uiso 1 1 calc R . . H1B H 1.2765 -0.2101 0.4011 0.030 Uiso 1 1 calc R . . C23 C 0.1899(6) 0.0846(10) 0.1257(4) 0.026(2) Uani 1 1 d . . . H23 H 0.1244 0.0127 0.1135 0.031 Uiso 1 1 calc R . . C7 C 0.6515(5) 0.2382(9) 0.3722(4) 0.0161(17) Uani 1 1 d . . . C5 C 1.3328(6) 0.2950(10) 0.5219(4) 0.0236(19) Uani 1 1 d . . . C8 C 0.6441(5) 0.0987(9) 0.3365(4) 0.0133(16) Uani 1 1 d . . . C29 C 0.2725(6) 0.3602(9) 0.1273(4) 0.0217(19) Uani 1 1 d . . . C13 C 0.7029(6) 0.6118(9) 0.2262(4) 0.0198(18) Uani 1 1 d . . . H13 H 0.7683 0.6834 0.2403 0.024 Uiso 1 1 calc R . . C9 C 0.5294(5) 0.0276(9) 0.2871(4) 0.022(2) Uani 1 1 d . . . H9A H 0.5313 -0.0903 0.2914 0.026 Uiso 1 1 calc R . . H9B H 0.4589 0.0673 0.3002 0.026 Uiso 1 1 calc R . . C11 C 0.5454(6) 0.4560(9) 0.2529(4) 0.0165(17) Uani 1 1 d . . . C16 C 0.6890(6) 0.5602(9) 0.0369(4) 0.0241(19) Uani 1 1 d . . . H16 H 0.7321 0.5902 0.0053 0.029 Uiso 1 1 calc R . . C30 C 0.3931(5) 0.2953(9) 0.1618(4) 0.0174(17) Uani 1 1 d . . . C25 C 0.0542(6) 0.3156(11) 0.0775(4) 0.032(2) Uani 1 1 d . . . H25 H -0.0122 0.2454 0.0652 0.039 Uiso 1 1 calc R . . C17 C 0.5828(5) 0.4622(10) 0.0136(4) 0.0239(18) Uani 1 1 d . . . H17 H 0.5555 0.4297 -0.0334 0.029 Uiso 1 1 calc R . . C21 C 0.4049(6) 0.1336(9) 0.1798(4) 0.0177(17) Uani 1 1 d . . . C27 C 0.1366(6) 0.5896(10) 0.0868(4) 0.032(2) Uani 1 1 d . . . H27 H 0.1239 0.7013 0.0806 0.038 Uiso 1 1 calc R . . C3 C 1.3400(6) 0.0037(9) 0.4289(4) 0.0197(18) Uani 1 1 d . . . C15 C 0.7282(6) 0.6104(9) 0.1058(4) 0.0221(19) Uani 1 1 d . . . H15 H 0.7966 0.6767 0.1203 0.027 Uiso 1 1 calc R . . C24 C 0.1710(5) 0.2512(9) 0.1081(4) 0.0209(18) Uani 1 1 d . . . C14 C 0.6658(6) 0.5629(9) 0.1554(4) 0.0169(17) Uani 1 1 d . . . C20 C 0.5008(6) 0.4089(9) 0.1846(4) 0.0191(18) Uani 1 1 d . . . C6 C 0.8729(6) 0.1262(8) 0.4073(4) 0.0137(16) Uani 1 1 d . . . C18 C 0.5201(6) 0.4156(8) 0.0609(4) 0.0211(19) Uani 1 1 d . . . H18 H 0.4505 0.3520 0.0452 0.025 Uiso 1 1 calc R . . C22 C 0.3038(6) 0.0271(9) 0.1607(4) 0.0208(18) Uani 1 1 d . . . H22 H 0.3144 -0.0830 0.1720 0.025 Uiso 1 1 calc R . . C12 C 0.6481(5) 0.5601(9) 0.2761(4) 0.0200(18) Uani 1 1 d . . . H12 H 0.6770 0.5919 0.3231 0.024 Uiso 1 1 calc R . . C26 C 0.0357(6) 0.4815(11) 0.0654(4) 0.032(2) Uani 1 1 d . . . H26 H -0.0417 0.5215 0.0434 0.038 Uiso 1 1 calc R . . C2B C 0.7097(7) 0.0582(10) 0.1153(5) 0.039(2) Uani 1 1 d . . . H2B1 H 0.6726 -0.0328 0.1329 0.047 Uiso 1 1 calc R . . H2B2 H 0.6465 0.1315 0.0891 0.047 Uiso 1 1 calc R . . C4B C 0.9136(6) 0.0395(10) 0.1861(5) 0.034(2) Uani 1 1 d . . . H4B1 H 0.9873 0.1041 0.2011 0.041 Uiso 1 1 calc R . . H4B2 H 0.9150 -0.0414 0.2222 0.041 Uiso 1 1 calc R . . C1B C 0.7898(7) 0.0016(12) 0.0713(5) 0.043(3) Uani 1 1 d . . . H1B1 H 0.7545 -0.0930 0.0436 0.051 Uiso 1 1 calc R . . H1B2 H 0.7993 0.0874 0.0395 0.051 Uiso 1 1 calc R . . C4A C 1.0370(6) 0.5597(10) 0.3451(5) 0.032(2) Uani 1 1 d . . . H4A1 H 0.9950 0.6575 0.3235 0.038 Uiso 1 1 calc R . . H4A2 H 1.0102 0.5330 0.3862 0.038 Uiso 1 1 calc R . . C3B C 0.8031(7) 0.1473(11) 0.1754(5) 0.034(2) Uani 1 1 d . . . H3B1 H 0.8191 0.2566 0.1614 0.041 Uiso 1 1 calc R . . H3B2 H 0.7760 0.1531 0.2177 0.041 Uiso 1 1 calc R . . C1A C 1.2055(7) 0.5310(11) 0.3051(5) 0.050(3) Uani 1 1 d . . . H1A1 H 1.2904 0.4986 0.3194 0.060 Uiso 1 1 calc R . . H1A2 H 1.1952 0.6181 0.2707 0.060 Uiso 1 1 calc R . . C3A C 1.0115(7) 0.4186(10) 0.2926(5) 0.040(2) Uani 1 1 d . . . H3A1 H 0.9874 0.3220 0.3137 0.048 Uiso 1 1 calc R . . H3A2 H 0.9469 0.4469 0.2507 0.048 Uiso 1 1 calc R . . C2A C 1.1263(8) 0.3894(14) 0.2746(6) 0.079(4) Uani 1 1 d . . . H2A1 H 1.1122 0.3848 0.2238 0.094 Uiso 1 1 calc R . . H2A2 H 1.1634 0.2879 0.2950 0.094 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 S4 0.0130(8) 0.0158(12) 0.0307(12) -0.0008(10) 0.0072(8) 0.0007(8) S1 0.0131(8) 0.0140(11) 0.0319(12) -0.0023(10) 0.0088(8) 0.0011(8) S2 0.0120(8) 0.0218(13) 0.0387(14) -0.0097(10) 0.0104(9) -0.0011(8) S3 0.0135(8) 0.0168(12) 0.0341(13) -0.0036(10) 0.0094(9) 0.0009(8) O3 0.014(2) 0.009(3) 0.028(3) 0.005(2) 0.010(2) 0.001(2) O4 0.013(2) 0.026(3) 0.028(3) 0.001(3) 0.008(2) 0.002(2) O1A 0.014(2) 0.021(3) 0.033(3) -0.004(3) 0.005(2) -0.002(2) O2 0.017(2) 0.013(3) 0.028(3) 0.007(3) 0.006(2) -0.002(2) O1 0.010(2) 0.013(3) 0.046(4) 0.004(3) 0.011(2) -0.004(2) N2 0.017(3) 0.015(4) 0.024(4) 0.005(3) 0.002(3) -0.003(3) C28 0.021(4) 0.023(5) 0.029(5) -0.001(4) 0.010(4) 0.004(3) O1B 0.026(3) 0.046(4) 0.040(4) -0.016(3) 0.016(3) -0.008(3) C4 0.005(3) 0.008(4) 0.030(5) 0.003(3) 0.005(3) 0.002(3) C1 0.015(3) 0.013(4) 0.026(5) 0.001(4) 0.009(3) -0.002(3) C10 0.021(4) 0.017(5) 0.038(6) 0.000(4) 0.020(4) -0.004(3) C19 0.016(3) 0.011(4) 0.032(5) 0.002(4) 0.008(3) -0.002(3) C2 0.010(3) 0.015(4) 0.028(5) 0.003(4) 0.009(3) -0.002(3) N1 0.013(3) 0.015(4) 0.050(5) -0.010(3) 0.015(3) -0.001(2) C23 0.015(4) 0.030(6) 0.031(5) -0.012(4) 0.004(4) -0.009(4) C7 0.010(3) 0.010(4) 0.030(5) 0.000(4) 0.008(3) 0.002(3) C5 0.018(4) 0.026(5) 0.030(5) 0.000(4) 0.013(4) 0.001(4) C8 0.007(3) 0.018(5) 0.015(4) -0.002(3) 0.003(3) -0.003(3) C29 0.018(4) 0.028(5) 0.021(5) 0.000(4) 0.009(3) 0.003(3) C13 0.019(4) 0.004(4) 0.034(5) 0.001(4) 0.003(4) -0.001(3) C9 0.011(3) 0.019(5) 0.035(5) -0.002(4) 0.008(4) -0.003(3) C11 0.016(3) 0.008(4) 0.030(5) 0.005(4) 0.013(3) 0.008(3) C16 0.022(4) 0.016(5) 0.038(5) 0.004(4) 0.015(4) 0.004(3) C30 0.016(3) 0.007(4) 0.031(5) 0.003(4) 0.009(3) -0.003(3) C25 0.019(4) 0.044(6) 0.036(6) 0.005(5) 0.010(4) 0.007(4) C17 0.021(4) 0.021(5) 0.027(5) 0.005(4) 0.002(3) 0.006(4) C21 0.016(4) 0.020(5) 0.019(4) 0.002(4) 0.009(3) 0.004(3) C27 0.034(5) 0.022(5) 0.039(6) 0.009(4) 0.009(4) 0.012(4) C3 0.023(4) 0.016(5) 0.023(5) 0.005(4) 0.013(3) 0.007(3) C15 0.018(4) 0.016(5) 0.034(5) -0.006(4) 0.010(4) -0.002(3) C24 0.008(3) 0.027(5) 0.025(5) -0.001(4) 0.002(3) 0.001(3) C14 0.018(3) 0.004(4) 0.030(5) 0.006(4) 0.009(3) 0.004(3) C20 0.013(3) 0.012(4) 0.034(5) 0.006(4) 0.009(3) 0.003(3) C6 0.015(3) 0.007(4) 0.022(4) 0.003(3) 0.011(3) -0.004(3) C18 0.018(4) 0.016(5) 0.032(5) 0.002(4) 0.011(4) 0.001(3) C22 0.022(4) 0.007(5) 0.030(5) 0.003(3) 0.002(4) 0.004(3) C12 0.016(3) 0.013(5) 0.030(5) 0.002(4) 0.006(3) 0.000(3) C26 0.016(4) 0.037(6) 0.036(5) 0.001(5) -0.002(3) 0.007(4) C2B 0.031(4) 0.015(5) 0.067(7) 0.003(5) 0.008(5) -0.002(4) C4B 0.024(4) 0.045(6) 0.036(6) -0.009(4) 0.012(4) -0.011(4) C1B 0.039(5) 0.047(7) 0.041(6) -0.001(5) 0.010(5) -0.022(5) C4A 0.010(3) 0.026(5) 0.056(6) 0.003(5) 0.004(4) 0.001(3) C3B 0.044(5) 0.030(6) 0.032(6) 0.003(4) 0.017(5) -0.001(4) C1A 0.034(5) 0.061(8) 0.066(8) -0.015(6) 0.031(5) -0.010(5) C3A 0.041(5) 0.026(6) 0.053(7) -0.003(5) 0.012(5) -0.002(4) C2A 0.075(7) 0.087(9) 0.091(10) -0.058(8) 0.052(7) -0.049(7) _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 S4 C6 1.754(7) . ? S4 C8 1.774(6) . ? S1 C2 1.761(7) . ? S1 C1 1.767(7) . ? S2 C4 1.748(6) . ? S2 C1 1.761(8) . ? S3 C6 1.758(7) . ? S3 C7 1.767(7) . ? O3 C11 1.384(7) . ? O3 C10 1.448(8) . ? O4 C21 1.395(8) . ? O4 C9 1.431(8) . ? O1A C1A 1.429(9) . ? O1A C4A 1.457(7) . ? O2 C5 1.230(9) . ? O1 C3 1.235(8) . ? N2 C5 1.345(9) . ? N2 H2A 0.8600 . ? N2 H2B 0.8600 . ? C28 C27 1.369(10) . ? C28 C29 1.438(10) . ? C28 H28 0.9300 . ? O1B C4B 1.444(9) . ? O1B C1B 1.445(10) . ? C4 C2 1.349(9) . ? C4 C5 1.516(10) . ? C1 C6 1.359(8) . ? C10 C7 1.514(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C19 C18 1.411(10) . ? C19 C14 1.437(9) . ? C19 C20 1.441(9) . ? C2 C3 1.509(8) . ? N1 C3 1.339(9) . ? N1 H1A 0.8600 . ? N1 H1B 0.8600 . ? C23 C22 1.376(9) . ? C23 C24 1.412(10) . ? C23 H23 0.9300 . ? C7 C8 1.334(9) . ? C8 C9 1.515(9) . ? C29 C24 1.430(9) . ? C29 C30 1.457(9) . ? C13 C12 1.375(9) . ? C13 C14 1.401(10) . ? C13 H13 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C20 1.357(10) . ? C11 C12 1.420(9) . ? C16 C15 1.372(11) . ? C16 C17 1.422(9) . ? C16 H16 0.9300 . ? C30 C21 1.371(10) . ? C30 C20 1.509(9) . ? C25 C26 1.387(11) . ? C25 C24 1.407(9) . ? C25 H25 0.9300 . ? C17 C18 1.383(9) . ? C17 H17 0.9300 . ? C21 C22 1.414(9) . ? C27 C26 1.423(10) . ? C27 H27 0.9300 . ? C15 C14 1.417(9) . ? C15 H15 0.9300 . ? C18 H18 0.9300 . ? C22 H22 0.9300 . ? C12 H12 0.9300 . ? C26 H26 0.9300 . ? C2B C1B 1.502(10) . ? C2B C3B 1.540(11) . ? C2B H2B1 0.9700 . ? C2B H2B2 0.9700 . ? C4B C3B 1.508(10) . ? C4B H4B1 0.9700 . ? C4B H4B2 0.9700 . ? C1B H1B1 0.9700 . ? C1B H1B2 0.9700 . ? C4A C3A 1.526(11) . ? C4A H4A1 0.9700 . ? C4A H4A2 0.9700 . ? C3B H3B1 0.9700 . ? C3B H3B2 0.9700 . ? C1A C2A 1.492(12) . ? C1A H1A1 0.9700 . ? C1A H1A2 0.9700 . ? C3A C2A 1.474(10) . ? C3A H3A1 0.9700 . ? C3A H3A2 0.9700 . ? C2A H2A1 0.9700 . ? C2A H2A2 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 C6 S4 C8 95.4(3) . . ? C2 S1 C1 93.9(3) . . ? C4 S2 C1 95.3(3) . . ? C6 S3 C7 95.1(3) . . ? C11 O3 C10 117.6(5) . . ? C21 O4 C9 113.4(5) . . ? C1A O1A C4A 105.1(6) . . ? C5 N2 H2A 120.0 . . ? C5 N2 H2B 120.0 . . ? H2A N2 H2B 120.0 . . ? C27 C28 C29 119.9(7) . . ? C27 C28 H28 120.1 . . ? C29 C28 H28 120.1 . . ? C4B O1B C1B 107.6(6) . . ? C2 C4 C5 126.8(6) . . ? C2 C4 S2 116.5(5) . . ? C5 C4 S2 116.5(5) . . ? C6 C1 S2 121.5(5) . . ? C6 C1 S1 124.2(5) . . ? S2 C1 S1 114.4(3) . . ? O3 C10 C7 111.9(6) . . ? O3 C10 H10A 109.2 . . ? C7 C10 H10A 109.2 . . ? O3 C10 H10B 109.2 . . ? C7 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C18 C19 C14 118.2(6) . . ? C18 C19 C20 123.5(6) . . ? C14 C19 C20 118.3(7) . . ? C4 C2 C3 120.7(6) . . ? C4 C2 S1 118.3(5) . . ? C3 C2 S1 121.0(6) . . ? C3 N1 H1A 120.0 . . ? C3 N1 H1B 120.0 . . ? H1A N1 H1B 120.0 . . ? C22 C23 C24 120.9(7) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 . . ? C8 C7 C10 127.8(6) . . ? C8 C7 S3 117.7(5) . . ? C10 C7 S3 114.5(5) . . ? O2 C5 N2 125.4(7) . . ? O2 C5 C4 121.5(7) . . ? N2 C5 C4 113.1(7) . . ? C7 C8 C9 125.9(6) . . ? C7 C8 S4 116.7(5) . . ? C9 C8 S4 117.4(5) . . ? C24 C29 C28 119.3(7) . . ? C24 C29 C30 119.2(7) . . ? C28 C29 C30 121.4(7) . . ? C12 C13 C14 123.7(7) . . ? C12 C13 H13 118.1 . . ? C14 C13 H13 118.1 . . ? O4 C9 C8 110.7(5) . . ? O4 C9 H9A 109.5 . . ? C8 C9 H9A 109.5 . . ? O4 C9 H9B 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C20 C11 O3 114.9(6) . . ? C20 C11 C12 122.6(6) . . ? O3 C11 C12 122.5(7) . . ? C15 C16 C17 120.1(6) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C21 C30 C29 119.1(6) . . ? C21 C30 C20 120.5(6) . . ? C29 C30 C20 120.0(6) . . ? C26 C25 C24 121.6(7) . . ? C26 C25 H25 119.2 . . ? C24 C25 H25 119.2 . . ? C18 C17 C16 119.8(7) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C30 C21 O4 119.5(6) . . ? C30 C21 C22 121.0(7) . . ? O4 C21 C22 119.5(7) . . ? C28 C27 C26 121.2(8) . . ? C28 C27 H27 119.4 . . ? C26 C27 H27 119.4 . . ? O1 C3 N1 123.4(6) . . ? O1 C3 C2 119.5(6) . . ? N1 C3 C2 117.0(6) . . ? C16 C15 C14 121.0(7) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C25 C24 C23 122.1(7) . . ? C25 C24 C29 118.8(7) . . ? C23 C24 C29 118.9(6) . . ? C13 C14 C15 122.6(7) . . ? C13 C14 C19 118.0(6) . . ? C15 C14 C19 119.3(7) . . ? C11 C20 C19 120.1(6) . . ? C11 C20 C30 121.3(6) . . ? C19 C20 C30 118.5(7) . . ? C1 C6 S4 123.9(5) . . ? C1 C6 S3 121.6(5) . . ? S4 C6 S3 114.5(4) . . ? C17 C18 C19 121.6(7) . . ? C17 C18 H18 119.2 . . ? C19 C18 H18 119.2 . . ? C23 C22 C21 120.8(7) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C13 C12 C11 117.2(7) . . ? C13 C12 H12 121.4 . . ? C11 C12 H12 121.4 . . ? C25 C26 C27 119.2(7) . . ? C25 C26 H26 120.4 . . ? C27 C26 H26 120.4 . . ? C1B C2B C3B 100.8(6) . . ? C1B C2B H2B1 111.6 . . ? C3B C2B H2B1 111.6 . . ? C1B C2B H2B2 111.6 . . ? C3B C2B H2B2 111.6 . . ? H2B1 C2B H2B2 109.4 . . ? O1B C4B C3B 107.6(7) . . ? O1B C4B H4B1 110.2 . . ? C3B C4B H4B1 110.2 . . ? O1B C4B H4B2 110.2 . . ? C3B C4B H4B2 110.2 . . ? H4B1 C4B H4B2 108.5 . . ? O1B C1B C2B 106.9(7) . . ? O1B C1B H1B1 110.4 . . ? C2B C1B H1B1 110.4 . . ? O1B C1B H1B2 110.4 . . ? C2B C1B H1B2 110.4 . . ? H1B1 C1B H1B2 108.6 . . ? O1A C4A C3A 105.8(6) . . ? O1A C4A H4A1 110.6 . . ? C3A C4A H4A1 110.6 . . ? O1A C4A H4A2 110.6 . . ? C3A C4A H4A2 110.6 . . ? H4A1 C4A H4A2 108.7 . . ? C4B C3B C2B 101.7(7) . . ? C4B C3B H3B1 111.4 . . ? C2B C3B H3B1 111.4 . . ? C4B C3B H3B2 111.4 . . ? C2B C3B H3B2 111.4 . . ? H3B1 C3B H3B2 109.3 . . ? O1A C1A C2A 106.4(6) . . ? O1A C1A H1A1 110.4 . . ? C2A C1A H1A1 110.4 . . ? O1A C1A H1A2 110.4 . . ? C2A C1A H1A2 110.4 . . ? H1A1 C1A H1A2 108.6 . . ? C2A C3A C4A 105.9(7) . . ? C2A C3A H3A1 110.6 . . ? C4A C3A H3A1 110.6 . . ? C2A C3A H3A2 110.6 . . ? C4A C3A H3A2 110.6 . . ? H3A1 C3A H3A2 108.7 . . ? C3A C2A C1A 104.9(8) . . ? C3A C2A H2A1 110.8 . . ? C1A C2A H2A1 110.8 . . ? C3A C2A H2A2 110.8 . . ? C1A C2A H2A2 110.8 . . ? H2A1 C2A H2A2 108.8 . . ? 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 C1 S2 C4 C2 -8.0(6) . . . . ? C1 S2 C4 C5 175.7(6) . . . . ? C4 S2 C1 C6 -167.5(6) . . . . ? C4 S2 C1 S1 12.4(5) . . . . ? C2 S1 C1 C6 168.0(6) . . . . ? C2 S1 C1 S2 -11.8(5) . . . . ? C11 O3 C10 C7 -56.4(8) . . . . ? C5 C4 C2 C3 -1.0(11) . . . . ? S2 C4 C2 C3 -176.9(5) . . . . ? C5 C4 C2 S1 176.8(6) . . . . ? S2 C4 C2 S1 0.9(8) . . . . ? C1 S1 C2 C4 6.7(6) . . . . ? C1 S1 C2 C3 -175.5(6) . . . . ? O3 C10 C7 C8 -47.2(9) . . . . ? O3 C10 C7 S3 134.2(5) . . . . ? C6 S3 C7 C8 6.1(6) . . . . ? C6 S3 C7 C10 -175.1(5) . . . . ? C2 C4 C5 O2 -72.2(10) . . . . ? S2 C4 C5 O2 103.7(7) . . . . ? C2 C4 C5 N2 108.2(8) . . . . ? S2 C4 C5 N2 -76.0(7) . . . . ? C10 C7 C8 C9 -2.7(11) . . . . ? S3 C7 C8 C9 175.8(5) . . . . ? C10 C7 C8 S4 179.2(6) . . . . ? S3 C7 C8 S4 -2.2(7) . . . . ? C6 S4 C8 C7 -3.0(6) . . . . ? C6 S4 C8 C9 178.8(5) . . . . ? C27 C28 C29 C24 -1.1(11) . . . . ? C27 C28 C29 C30 -177.0(7) . . . . ? C21 O4 C9 C8 -131.2(6) . . . . ? C7 C8 C9 O4 95.4(7) . . . . ? S4 C8 C9 O4 -86.6(7) . . . . ? C10 O3 C11 C20 146.0(6) . . . . ? C10 O3 C11 C12 -35.2(9) . . . . ? C24 C29 C30 C21 -5.0(10) . . . . ? C28 C29 C30 C21 170.9(7) . . . . ? C24 C29 C30 C20 -178.1(6) . . . . ? C28 C29 C30 C20 -2.1(10) . . . . ? C15 C16 C17 C18 -1.1(11) . . . . ? C29 C30 C21 O4 -177.2(6) . . . . ? C20 C30 C21 O4 -4.1(10) . . . . ? C29 C30 C21 C22 4.8(11) . . . . ? C20 C30 C21 C22 177.9(6) . . . . ? C9 O4 C21 C30 110.6(7) . . . . ? C9 O4 C21 C22 -71.3(8) . . . . ? C29 C28 C27 C26 -1.0(12) . . . . ? C4 C2 C3 O1 -19.9(11) . . . . ? S1 C2 C3 O1 162.3(6) . . . . ? C4 C2 C3 N1 157.5(7) . . . . ? S1 C2 C3 N1 -20.3(9) . . . . ? C17 C16 C15 C14 1.6(11) . . . . ? C26 C25 C24 C23 175.0(7) . . . . ? C26 C25 C24 C29 0.4(11) . . . . ? C22 C23 C24 C25 -174.7(7) . . . . ? C22 C23 C24 C29 -0.1(11) . . . . ? C28 C29 C24 C25 1.4(11) . . . . ? C30 C29 C24 C25 177.4(7) . . . . ? C28 C29 C24 C23 -173.4(7) . . . . ? C30 C29 C24 C23 2.6(10) . . . . ? C12 C13 C14 C15 -176.3(7) . . . . ? C12 C13 C14 C19 4.5(11) . . . . ? C16 C15 C14 C13 -179.9(7) . . . . ? C16 C15 C14 C19 -0.7(11) . . . . ? C18 C19 C14 C13 178.5(6) . . . . ? C20 C19 C14 C13 -3.5(10) . . . . ? C18 C19 C14 C15 -0.7(10) . . . . ? C20 C19 C14 C15 177.2(6) . . . . ? O3 C11 C20 C19 -179.9(6) . . . . ? C12 C11 C20 C19 1.3(11) . . . . ? O3 C11 C20 C30 -2.5(10) . . . . ? C12 C11 C20 C30 178.7(6) . . . . ? C18 C19 C20 C11 178.6(7) . . . . ? C14 C19 C20 C11 0.8(10) . . . . ? C18 C19 C20 C30 1.2(10) . . . . ? C14 C19 C20 C30 -176.6(6) . . . . ? C21 C30 C20 C11 -71.9(9) . . . . ? C29 C30 C20 C11 101.1(8) . . . . ? C21 C30 C20 C19 105.5(8) . . . . ? C29 C30 C20 C19 -81.5(8) . . . . ? S2 C1 C6 S4 -174.6(4) . . . . ? S1 C1 C6 S4 5.6(9) . . . . ? S2 C1 C6 S3 6.9(8) . . . . ? S1 C1 C6 S3 -172.9(4) . . . . ? C8 S4 C6 C1 -171.5(6) . . . . ? C8 S4 C6 S3 7.0(4) . . . . ? C7 S3 C6 C1 170.7(6) . . . . ? C7 S3 C6 S4 -7.9(4) . . . . ? C16 C17 C18 C19 -0.4(11) . . . . ? C14 C19 C18 C17 1.3(10) . . . . ? C20 C19 C18 C17 -176.6(7) . . . . ? C24 C23 C22 C21 -0.2(11) . . . . ? C30 C21 C22 C23 -2.3(11) . . . . ? O4 C21 C22 C23 179.7(6) . . . . ? C14 C13 C12 C11 -2.4(10) . . . . ? C20 C11 C12 C13 -0.6(10) . . . . ? O3 C11 C12 C13 -179.3(6) . . . . ? C24 C25 C26 C27 -2.5(12) . . . . ? C28 C27 C26 C25 2.8(12) . . . . ? C1B O1B C4B C3B -6.3(8) . . . . ? C4B O1B C1B C2B -19.0(8) . . . . ? C3B C2B C1B O1B 35.6(8) . . . . ? C1A O1A C4A C3A 28.4(8) . . . . ? O1B C4B C3B C2B 28.0(8) . . . . ? C1B C2B C3B C4B -37.7(8) . . . . ? C4A O1A C1A C2A -35.7(10) . . . . ? O1A C4A C3A C2A -10.5(10) . . . . ? C4A C3A C2A C1A -10.5(12) . . . . ? O1A C1A C2A C3A 28.7(12) . . . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 27.40 _diffrn_measured_fraction_theta_full 0.907 _refine_diff_density_max 0.400 _refine_diff_density_min -0.479 _refine_diff_density_rms 0.098 # Attachment '_R_-4.cif' data_AST47 _database_code_depnum_ccdc_archive 'CCDC 769803' #TrackingRef '_R_-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H16 O3 S2' _chemical_formula_sum 'C25 H16 O3 S2' _chemical_formula_weight 428.50 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' 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 P21 _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.4779(9) _cell_length_b 11.7236(18) _cell_length_c 20.177(3) _cell_angle_alpha 90.000 _cell_angle_beta 91.735(8) _cell_angle_gamma 90.000 _cell_volume 2004.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4758 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.291 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.901 _exptl_absorpt_correction_T_max 0.971 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.662259 # #-------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29489 _diffrn_reflns_av_R_equivalents 0.0535 _diffrn_reflns_av_sigmaI/netI 0.0676 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8916 _reflns_number_gt 5570 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0893P)^2^+2.0660P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(11) _refine_ls_number_reflns 8916 _refine_ls_number_parameters 531 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1291 _refine_ls_R_factor_gt 0.0725 _refine_ls_wR_factor_ref 0.2005 _refine_ls_wR_factor_gt 0.1717 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.3586(2) 0.72162(15) 0.55391(8) 0.0744(5) Uani 1 1 d . . . S2 S 0.4422(4) 0.9440(2) 0.50094(14) 0.1154(9) Uani 1 1 d . . . S1A S -0.0885(2) 0.69533(14) 0.53725(6) 0.0647(4) Uani 1 1 d . . . S2A S -0.01405(19) 0.88902(12) 0.62418(7) 0.0565(4) Uani 1 1 d . . . O1 O 0.3276(15) 0.7829(8) 0.4276(3) 0.186(4) Uani 1 1 d . . . O2 O 0.3307(5) 0.8211(4) 0.7203(2) 0.0612(10) Uani 1 1 d . . . O3 O 0.4969(5) 1.0478(5) 0.68173(19) 0.0721(13) Uani 1 1 d . . . O1A O 0.0117(8) 0.8937(5) 0.4948(2) 0.1000(17) Uani 1 1 d . . . O2A O -0.1080(4) 0.5244(3) 0.70476(16) 0.0453(8) Uani 1 1 d . . . O3A O 0.0223(4) 0.7276(3) 0.77184(16) 0.0462(8) Uani 1 1 d . . . C1 C 0.3745(13) 0.8109(9) 0.4831(4) 0.109(3) Uani 1 1 d . . . C2 C 0.4375(8) 0.8161(7) 0.6117(3) 0.074(2) Uani 1 1 d . . . C3 C 0.4795(9) 0.9209(7) 0.5841(4) 0.086(2) Uiso 1 1 d . A . C4 C 0.4611(10) 0.7801(8) 0.6793(4) 0.091(2) Uiso 1 1 d . . . H4A H 0.5605 0.8099 0.6968 0.109 Uiso 1 1 calc R . . H4B H 0.4660 0.6975 0.6811 0.109 Uiso 1 1 calc R . . C5 C 0.5546(10) 1.0199(9) 0.6208(5) 0.109(3) Uani 1 1 d . A 2 H5A H 0.6663 1.0036 0.6268 0.131 Uiso 1 1 calc R A 2 H5B H 0.5452 1.0866 0.5925 0.131 Uiso 1 1 calc R A 2 C6 C 0.3838(6) 0.8600(5) 0.7824(3) 0.0495(13) Uani 1 1 d . A 2 C7 C 0.4565(7) 0.7845(5) 0.8271(3) 0.0627(16) Uani 1 1 d . A 2 H7 H 0.4652 0.7074 0.8168 0.075 Uiso 1 1 calc R A 2 C8 C 0.5152(7) 0.8264(6) 0.8867(3) 0.0630(17) Uani 1 1 d . A 2 H8 H 0.5637 0.7764 0.9167 0.076 Uiso 1 1 calc R A 2 C9 C 0.5038(6) 0.9420(5) 0.9034(2) 0.0482(13) Uani 1 1 d . A 2 C10 C 0.5720(7) 0.9880(7) 0.9617(3) 0.0643(17) Uani 1 1 d . A 2 H10 H 0.6249 0.9396 0.9914 0.077 Uiso 1 1 calc R A 2 C11 C 0.5633(9) 1.0999(7) 0.9760(3) 0.075(2) Uani 1 1 d . A 2 H11 H 0.6089 1.1275 1.0154 0.090 Uiso 1 1 calc R A 2 C12 C 0.4856(9) 1.1752(6) 0.9317(3) 0.0739(19) Uani 1 1 d . A 2 H12 H 0.4824 1.2528 0.9411 0.089 Uiso 1 1 calc R A 2 C13 C 0.4145(7) 1.1342(5) 0.8748(3) 0.0580(15) Uani 1 1 d . A 2 H13 H 0.3594 1.1838 0.8466 0.070 Uiso 1 1 calc R A 2 C14 C 0.4241(6) 1.0161(5) 0.8582(2) 0.0428(12) Uani 1 1 d . A 2 C15 C 0.3599(5) 0.9726(4) 0.7963(2) 0.0397(11) Uani 1 1 d . A 2 C16 C 0.2715(5) 1.0467(4) 0.7476(2) 0.0364(10) Uani 1 1 d . A 2 C17 C 0.1130(6) 1.0779(4) 0.7587(2) 0.0414(11) Uani 1 1 d . A 2 C18 C 0.0318(6) 1.0428(5) 0.8160(3) 0.0504(13) Uani 1 1 d . A 2 H18 H 0.0845 1.0001 0.8486 0.060 Uiso 1 1 calc R A 2 C19 C -0.1236(7) 1.0716(6) 0.8235(3) 0.0680(18) Uani 1 1 d . A 2 H19 H -0.1756 1.0469 0.8608 0.082 Uiso 1 1 calc R A 2 C20 C -0.2043(8) 1.1371(7) 0.7761(4) 0.077(2) Uani 1 1 d . A 2 H20 H -0.3094 1.1562 0.7819 0.092 Uiso 1 1 calc R A 2 C22 C 0.0286(6) 1.1441(5) 0.7107(3) 0.0480(12) Uani 1 1 d . A 2 C21 C -0.1297(7) 1.1732(5) 0.7213(3) 0.0653(17) Uani 1 1 d . A 2 H21 H -0.1842 1.2180 0.6902 0.078 Uiso 1 1 calc R A 2 C23 C 0.1047(7) 1.1752(5) 0.6512(3) 0.0566(14) Uani 1 1 d . A 2 H23 H 0.0507 1.2172 0.6186 0.068 Uiso 1 1 calc R A 2 C24 C 0.2552(7) 1.1432(5) 0.6425(3) 0.0559(14) Uani 1 1 d . A 2 H24 H 0.3047 1.1653 0.6040 0.067 Uiso 1 1 calc R A 2 C25 C 0.3391(6) 1.0779(4) 0.6893(2) 0.0411(11) Uani 1 1 d . A 2 C1A C -0.0251(8) 0.8394(6) 0.5422(3) 0.0664(17) Uani 1 1 d . B 2 C2A C -0.1169(6) 0.6764(5) 0.6222(2) 0.0457(12) Uani 1 1 d . B 2 C3A C -0.0849(6) 0.7656(5) 0.6612(3) 0.0457(12) Uani 1 1 d . B 2 C4A C -0.1776(7) 0.5609(5) 0.6425(3) 0.0534(14) Uani 1 1 d . B 2 H4A1 H -0.2914 0.5644 0.6461 0.064 Uiso 1 1 calc R B 2 H4A2 H -0.1541 0.5054 0.6085 0.064 Uiso 1 1 calc R B 2 C5A C -0.1131(7) 0.7713(5) 0.7355(2) 0.0503(13) Uani 1 1 d . B 2 H5A1 H -0.1320 0.8497 0.7484 0.060 Uiso 1 1 calc R B 2 H5A2 H -0.2056 0.7267 0.7458 0.060 Uiso 1 1 calc R B 2 C6A C 0.0503(6) 0.5001(4) 0.7091(2) 0.0398(11) Uani 1 1 d . B 2 C7A C 0.1383(7) 0.4679(4) 0.6532(2) 0.0464(12) Uani 1 1 d . B 2 H7A H 0.0908 0.4678 0.6110 0.056 Uiso 1 1 calc R B 2 C8A C 0.2921(7) 0.4372(5) 0.6618(2) 0.0501(13) Uani 1 1 d . B 2 H8A H 0.3483 0.4149 0.6251 0.060 Uiso 1 1 calc R B 2 C9A C 0.3688(6) 0.4381(5) 0.7247(3) 0.0469(12) Uani 1 1 d . B 2 C10A C 0.5301(7) 0.4088(5) 0.7346(3) 0.0566(14) Uani 1 1 d . B 2 H10A H 0.5870 0.3840 0.6987 0.068 Uiso 1 1 calc R B 2 C11A C 0.6027(7) 0.4161(6) 0.7947(4) 0.0687(18) Uani 1 1 d . B 2 H11A H 0.7087 0.3966 0.7998 0.082 Uiso 1 1 calc R B 2 C12A C 0.5187(7) 0.4530(5) 0.8496(3) 0.0602(15) Uani 1 1 d . B 2 H12A H 0.5700 0.4584 0.8909 0.072 Uiso 1 1 calc R B 2 C13A C 0.3634(6) 0.4809(4) 0.8433(2) 0.0447(12) Uani 1 1 d . B 2 H13A H 0.3093 0.5047 0.8803 0.054 Uiso 1 1 calc R B 2 C14A C 0.2830(6) 0.4740(4) 0.7804(2) 0.0414(11) Uani 1 1 d . B 2 C15A C 0.1199(6) 0.5044(4) 0.7715(2) 0.0381(10) Uani 1 1 d . B 2 C16A C 0.0275(5) 0.5495(5) 0.8282(2) 0.0391(11) Uani 1 1 d . B 2 C17A C -0.0165(5) 0.4816(5) 0.8832(2) 0.0411(11) Uani 1 1 d . B 2 C18A C 0.0145(7) 0.3626(5) 0.8860(3) 0.0543(14) Uani 1 1 d . B 2 H18A H 0.0696 0.3280 0.8523 0.065 Uiso 1 1 calc R B 2 C19A C -0.0361(9) 0.2985(6) 0.9377(3) 0.0722(19) Uani 1 1 d . B 2 H19A H -0.0174 0.2203 0.9381 0.087 Uiso 1 1 calc R B 2 C20A C -0.1158(9) 0.3485(7) 0.9905(3) 0.0721(19) Uani 1 1 d . B 2 H20A H -0.1462 0.3045 1.0263 0.087 Uiso 1 1 calc R B 2 C21A C -0.1483(7) 0.4635(7) 0.9884(2) 0.0644(18) Uani 1 1 d . B 2 H21A H -0.2030 0.4967 1.0227 0.077 Uiso 1 1 calc R B 2 C22A C -0.0999(6) 0.5322(5) 0.9348(2) 0.0506(13) Uani 1 1 d . B 2 C23A C -0.1402(7) 0.6476(6) 0.9311(3) 0.0578(15) Uani 1 1 d . B 2 H23A H -0.1948 0.6808 0.9655 0.069 Uiso 1 1 calc R B 2 C24A C -0.1009(6) 0.7125(5) 0.8779(2) 0.0520(13) Uani 1 1 d . B 2 H24A H -0.1281 0.7893 0.8763 0.062 Uiso 1 1 calc R B 2 C25A C -0.0191(6) 0.6626(5) 0.8257(2) 0.0426(12) Uani 1 1 d . 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 S1 0.0969(12) 0.0637(10) 0.0629(9) -0.0135(8) 0.0045(8) 0.0049(9) S2 0.144(2) 0.0922(17) 0.1136(18) -0.0011(14) 0.0630(17) 0.0020(15) S1A 0.0900(11) 0.0697(10) 0.0336(6) 0.0033(7) -0.0108(7) -0.0054(9) S2A 0.0721(9) 0.0467(7) 0.0503(8) 0.0068(6) -0.0065(7) 0.0000(7) O1 0.343(13) 0.160(8) 0.055(4) -0.012(4) 0.002(5) 0.064(8) O2 0.063(3) 0.052(2) 0.067(3) -0.0005(19) -0.011(2) 0.0016(19) O3 0.050(2) 0.121(4) 0.046(2) -0.013(2) 0.0117(17) -0.015(3) O1A 0.154(5) 0.097(4) 0.049(3) 0.031(3) 0.004(3) -0.022(4) O2A 0.0456(19) 0.050(2) 0.0395(18) 0.0067(15) -0.0053(14) -0.0005(16) O3A 0.0448(19) 0.049(2) 0.0444(18) 0.0025(16) 0.0005(15) -0.0001(17) C1 0.152(9) 0.097(6) 0.078(6) -0.001(5) 0.013(5) 0.040(6) C2 0.059(4) 0.092(5) 0.070(4) -0.028(4) -0.003(3) 0.031(4) C5 0.070(5) 0.113(7) 0.145(8) -0.048(6) 0.027(5) -0.015(5) C6 0.052(3) 0.050(3) 0.046(3) 0.012(2) 0.001(2) -0.002(2) C7 0.064(4) 0.046(3) 0.078(4) 0.020(3) 0.002(3) 0.007(3) C8 0.055(3) 0.080(5) 0.054(3) 0.028(3) -0.001(3) 0.021(3) C9 0.043(3) 0.064(4) 0.037(3) 0.010(2) 0.005(2) 0.008(3) C10 0.065(4) 0.093(5) 0.035(3) 0.017(3) 0.007(2) 0.011(4) C11 0.092(5) 0.093(6) 0.040(3) -0.004(3) -0.011(3) -0.020(4) C12 0.113(5) 0.066(4) 0.043(3) -0.007(3) 0.006(3) -0.013(4) C13 0.073(4) 0.065(4) 0.036(3) 0.010(3) 0.008(3) 0.010(3) C14 0.039(3) 0.060(3) 0.029(2) 0.006(2) 0.0053(19) 0.006(2) C15 0.038(2) 0.046(3) 0.036(2) 0.007(2) 0.0029(19) 0.006(2) C16 0.040(3) 0.033(2) 0.036(2) -0.0002(19) -0.0050(19) 0.007(2) C17 0.045(3) 0.037(3) 0.042(3) -0.005(2) 0.003(2) 0.006(2) C18 0.047(3) 0.064(3) 0.041(3) -0.003(2) 0.008(2) 0.000(3) C19 0.051(4) 0.085(5) 0.069(4) -0.019(4) 0.015(3) -0.004(3) C20 0.048(4) 0.096(5) 0.087(5) -0.029(4) -0.006(3) 0.022(4) C22 0.050(3) 0.043(3) 0.051(3) -0.007(2) -0.011(2) 0.012(2) C21 0.056(4) 0.064(4) 0.075(4) -0.013(3) -0.010(3) 0.025(3) C23 0.070(4) 0.047(3) 0.052(3) 0.008(3) -0.013(3) 0.008(3) C24 0.065(4) 0.062(4) 0.041(3) 0.008(2) 0.006(3) -0.013(3) C25 0.039(3) 0.044(3) 0.041(3) 0.004(2) 0.004(2) -0.001(2) C1A 0.086(5) 0.072(4) 0.040(3) 0.011(3) -0.008(3) -0.004(4) C2A 0.052(3) 0.053(3) 0.032(2) 0.003(2) -0.008(2) 0.005(2) C3A 0.041(3) 0.050(3) 0.045(3) 0.007(2) -0.005(2) 0.001(2) C4A 0.054(3) 0.057(3) 0.048(3) -0.002(2) -0.023(2) -0.009(3) C5A 0.056(3) 0.055(3) 0.039(3) -0.004(2) -0.004(2) 0.008(3) C6A 0.044(3) 0.040(3) 0.035(2) 0.001(2) 0.006(2) -0.002(2) C7A 0.067(3) 0.043(3) 0.029(2) -0.004(2) -0.001(2) 0.000(3) C8A 0.066(4) 0.048(3) 0.037(3) -0.004(2) 0.017(2) 0.011(3) C9A 0.041(3) 0.041(3) 0.060(3) 0.000(2) 0.007(2) -0.002(2) C10A 0.053(3) 0.052(3) 0.065(4) 0.001(3) 0.016(3) 0.009(3) C11A 0.042(3) 0.062(4) 0.103(5) 0.006(4) 0.002(3) 0.005(3) C12A 0.049(3) 0.064(4) 0.068(4) 0.012(3) 0.001(3) 0.002(3) C13A 0.051(3) 0.048(3) 0.035(2) -0.001(2) -0.005(2) 0.002(2) C14A 0.050(3) 0.036(2) 0.039(2) 0.001(2) 0.005(2) 0.002(2) C15A 0.045(3) 0.038(3) 0.031(2) -0.0027(19) 0.0033(19) 0.001(2) C16A 0.035(2) 0.054(3) 0.028(2) -0.006(2) -0.0020(18) -0.002(2) C17A 0.033(2) 0.055(3) 0.035(2) 0.002(2) -0.0038(19) 0.000(2) C18A 0.065(4) 0.055(4) 0.043(3) 0.010(2) 0.001(2) -0.002(3) C19A 0.099(5) 0.068(4) 0.048(3) 0.017(3) -0.020(3) -0.005(4) C20A 0.083(5) 0.091(5) 0.042(3) 0.021(3) 0.001(3) -0.005(4) C21A 0.060(4) 0.105(6) 0.029(3) 0.014(3) 0.002(2) -0.001(4) C22A 0.040(3) 0.076(4) 0.035(3) 0.009(2) -0.004(2) 0.002(3) C23A 0.054(3) 0.084(4) 0.036(3) -0.009(3) 0.006(2) 0.014(3) C24A 0.054(3) 0.058(3) 0.044(3) -0.004(3) 0.000(2) 0.010(3) C25A 0.039(3) 0.054(3) 0.035(2) 0.000(2) 0.004(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C2 1.728(7) . ? S1 C1 1.780(10) . ? S2 C1 1.698(11) . ? S2 C3 1.720(9) . ? S1A C2A 1.753(5) . ? S1A C1A 1.774(7) . ? S2A C3A 1.744(5) . ? S2A C1A 1.754(6) . ? O1 C1 1.221(11) . ? O2 C6 1.396(7) . ? O2 C4 1.481(9) . ? O3 C5 1.377(9) . ? O3 C25 1.396(7) . ? O1A C1A 1.198(7) . ? O2A C6A 1.372(6) . ? O2A C4A 1.437(6) . ? O3A C25A 1.381(6) . ? O3A C5A 1.438(6) . ? C2 C3 1.400(11) . ? C2 C4 1.435(10) . ? C3 C5 1.506(12) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C15 1.366(8) . ? C6 C7 1.393(8) . ? C7 C8 1.379(9) . ? C7 H7 0.9300 . ? C8 C9 1.401(9) . ? C8 H8 0.9300 . ? C9 C10 1.403(8) . ? C9 C14 1.416(7) . ? C10 C11 1.346(10) . ? C10 H10 0.9300 . ? C11 C12 1.406(10) . ? C11 H11 0.9300 . ? C12 C13 1.368(8) . ? C12 H12 0.9300 . ? C13 C14 1.427(8) . ? C13 H13 0.9300 . ? C14 C15 1.440(7) . ? C15 C16 1.497(6) . ? C16 C25 1.373(7) . ? C16 C17 1.417(7) . ? C17 C22 1.418(7) . ? C17 C18 1.424(7) . ? C18 C19 1.373(8) . ? C18 H18 0.9300 . ? C19 C20 1.391(10) . ? C19 H19 0.9300 . ? C20 C21 1.358(10) . ? C20 H20 0.9300 . ? C22 C21 1.407(8) . ? C22 C23 1.429(8) . ? C21 H21 0.9300 . ? C23 C24 1.346(9) . ? C23 H23 0.9300 . ? C24 C25 1.394(8) . ? C24 H24 0.9300 . ? C2A C3A 1.332(7) . ? C2A C4A 1.510(8) . ? C3A C5A 1.526(7) . ? C4A H4A1 0.9700 . ? C4A H4A2 0.9700 . ? C5A H5A1 0.9700 . ? C5A H5A2 0.9700 . ? C6A C15A 1.375(6) . ? C6A C7A 1.422(7) . ? C7A C8A 1.359(8) . ? C7A H7A 0.9300 . ? C8A C9A 1.408(8) . ? C8A H8A 0.9300 . ? C9A C10A 1.418(8) . ? C9A C14A 1.421(7) . ? C10A C11A 1.345(9) . ? C10A H10A 0.9300 . ? C11A C12A 1.405(9) . ? C11A H11A 0.9300 . ? C12A C13A 1.359(8) . ? C12A H12A 0.9300 . ? C13A C14A 1.425(7) . ? C13A H13A 0.9300 . ? C14A C15A 1.434(7) . ? C15A C16A 1.502(6) . ? C16A C25A 1.384(7) . ? C16A C17A 1.425(7) . ? C17A C22A 1.408(7) . ? C17A C18A 1.420(8) . ? C18A C19A 1.365(8) . ? C18A H18A 0.9300 . ? C19A C20A 1.406(10) . ? C19A H19A 0.9300 . ? C20A C21A 1.376(10) . ? C20A H20A 0.9300 . ? C21A C22A 1.419(8) . ? C21A H21A 0.9300 . ? C22A C23A 1.397(9) . ? C23A C24A 1.364(8) . ? C23A H23A 0.9300 . ? C24A C25A 1.407(7) . ? C24A H24A 0.9300 . ? 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 C2 S1 C1 97.4(5) . . ? C1 S2 C3 96.5(4) . . ? C2A S1A C1A 96.7(3) . . ? C3A S2A C1A 96.9(3) . . ? C6 O2 C4 112.5(5) . . ? C5 O3 C25 121.7(5) . . ? C6A O2A C4A 119.6(4) . . ? C25A O3A C5A 112.3(4) . . ? O1 C1 S2 122.7(9) . . ? O1 C1 S1 123.2(9) . . ? S2 C1 S1 113.8(5) . . ? C3 C2 C4 127.3(7) . . ? C3 C2 S1 113.1(6) . . ? C4 C2 S1 119.5(7) . . ? C2 C3 C5 126.2(8) . . ? C2 C3 S2 119.0(6) . . ? C5 C3 S2 114.8(7) . . ? C2 C4 O2 110.5(6) . . ? C2 C4 H4A 109.6 . . ? O2 C4 H4A 109.6 . . ? C2 C4 H4B 109.6 . . ? O2 C4 H4B 109.6 . . ? H4A C4 H4B 108.1 . . ? O3 C5 C3 117.7(7) . . ? O3 C5 H5A 107.9 . . ? C3 C5 H5A 107.9 . . ? O3 C5 H5B 107.9 . . ? C3 C5 H5B 107.9 . . ? H5A C5 H5B 107.2 . . ? C15 C6 C7 123.1(5) . . ? C15 C6 O2 117.0(4) . . ? C7 C6 O2 119.8(5) . . ? C8 C7 C6 118.6(6) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C7 C8 C9 121.9(5) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C8 C9 C10 122.9(5) . . ? C8 C9 C14 118.3(5) . . ? C10 C9 C14 118.7(6) . . ? C11 C10 C9 122.1(6) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C10 C11 C12 120.2(6) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C13 C12 C11 120.0(6) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.7(5) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C9 C14 C13 118.2(5) . . ? C9 C14 C15 120.1(5) . . ? C13 C14 C15 121.6(4) . . ? C6 C15 C14 117.8(4) . . ? C6 C15 C16 120.0(4) . . ? C14 C15 C16 122.2(5) . . ? C25 C16 C17 119.3(4) . . ? C25 C16 C15 120.3(4) . . ? C17 C16 C15 120.3(4) . . ? C16 C17 C22 119.6(5) . . ? C16 C17 C18 122.6(4) . . ? C22 C17 C18 117.8(5) . . ? C19 C18 C17 120.5(6) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C18 C19 C20 120.9(6) . . ? C18 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C21 C20 C19 120.1(6) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C21 C22 C17 119.6(5) . . ? C21 C22 C23 121.5(5) . . ? C17 C22 C23 118.8(5) . . ? C20 C21 C22 121.1(6) . . ? C20 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C24 C23 C22 119.5(5) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? C23 C24 C25 122.1(5) . . ? C23 C24 H24 119.0 . . ? C25 C24 H24 119.0 . . ? C16 C25 C24 120.6(5) . . ? C16 C25 O3 116.9(4) . . ? C24 C25 O3 122.4(5) . . ? O1A C1A S2A 124.7(6) . . ? O1A C1A S1A 123.2(5) . . ? S2A C1A S1A 112.1(3) . . ? C3A C2A C4A 127.5(5) . . ? C3A C2A S1A 116.6(4) . . ? C4A C2A S1A 115.9(4) . . ? C2A C3A C5A 125.4(5) . . ? C2A C3A S2A 117.7(4) . . ? C5A C3A S2A 116.8(4) . . ? O2A C4A C2A 111.6(4) . . ? O2A C4A H4A1 109.3 . . ? C2A C4A H4A1 109.3 . . ? O2A C4A H4A2 109.3 . . ? C2A C4A H4A2 109.3 . . ? H4A1 C4A H4A2 108.0 . . ? O3A C5A C3A 109.8(4) . . ? O3A C5A H5A1 109.7 . . ? C3A C5A H5A1 109.7 . . ? O3A C5A H5A2 109.7 . . ? C3A C5A H5A2 109.7 . . ? H5A1 C5A H5A2 108.2 . . ? O2A C6A C15A 116.3(4) . . ? O2A C6A C7A 122.7(4) . . ? C15A C6A C7A 121.0(5) . . ? C8A C7A C6A 119.6(4) . . ? C8A C7A H7A 120.2 . . ? C6A C7A H7A 120.2 . . ? C7A C8A C9A 121.9(4) . . ? C7A C8A H8A 119.1 . . ? C9A C8A H8A 119.1 . . ? C8A C9A C10A 122.8(5) . . ? C8A C9A C14A 118.8(5) . . ? C10A C9A C14A 118.3(5) . . ? C11A C10A C9A 121.7(5) . . ? C11A C10A H10A 119.2 . . ? C9A C10A H10A 119.2 . . ? C10A C11A C12A 120.1(6) . . ? C10A C11A H11A 119.9 . . ? C12A C11A H11A 119.9 . . ? C13A C12A C11A 120.9(6) . . ? C13A C12A H12A 119.6 . . ? C11A C12A H12A 119.6 . . ? C12A C13A C14A 120.4(5) . . ? C12A C13A H13A 119.8 . . ? C14A C13A H13A 119.8 . . ? C9A C14A C13A 118.6(5) . . ? C9A C14A C15A 119.3(4) . . ? C13A C14A C15A 122.1(4) . . ? C6A C15A C14A 119.4(4) . . ? C6A C15A C16A 119.4(4) . . ? C14A C15A C16A 121.0(4) . . ? C25A C16A C17A 118.9(4) . . ? C25A C16A C15A 117.6(4) . . ? C17A C16A C15A 123.5(5) . . ? C22A C17A C18A 118.8(5) . . ? C22A C17A C16A 119.3(5) . . ? C18A C17A C16A 121.8(5) . . ? C19A C18A C17A 120.6(6) . . ? C19A C18A H18A 119.7 . . ? C17A C18A H18A 119.7 . . ? C18A C19A C20A 121.2(6) . . ? C18A C19A H19A 119.4 . . ? C20A C19A H19A 119.4 . . ? C21A C20A C19A 119.1(6) . . ? C21A C20A H20A 120.5 . . ? C19A C20A H20A 120.5 . . ? C20A C21A C22A 121.2(6) . . ? C20A C21A H21A 119.4 . . ? C22A C21A H21A 119.4 . . ? C23A C22A C17A 119.8(5) . . ? C23A C22A C21A 121.0(5) . . ? C17A C22A C21A 119.1(6) . . ? C24A C23A C22A 121.1(5) . . ? C24A C23A H23A 119.5 . . ? C22A C23A H23A 119.5 . . ? C23A C24A C25A 119.7(6) . . ? C23A C24A H24A 120.1 . . ? C25A C24A H24A 120.1 . . ? O3A C25A C16A 118.6(4) . . ? O3A C25A C24A 120.2(5) . . ? C16A C25A C24A 121.1(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 C3 S2 C1 O1 178.6(10) . . . . ? C3 S2 C1 S1 4.9(6) . . . . ? C2 S1 C1 O1 -177.6(10) . . . . ? C2 S1 C1 S2 -3.9(6) . . . . ? C1 S1 C2 C3 0.9(6) . . . . ? C1 S1 C2 C4 -175.8(6) . . . . ? C4 C2 C3 C5 -2.0(13) . . . . ? S1 C2 C3 C5 -178.4(6) . . . . ? C4 C2 C3 S2 178.8(6) . . . . ? S1 C2 C3 S2 2.5(8) . . . . ? C1 S2 C3 C2 -4.6(7) . . . . ? C1 S2 C3 C5 176.2(7) . . . . ? C3 C2 C4 O2 84.5(9) . . . . ? S1 C2 C4 O2 -99.4(7) . . . . ? C6 O2 C4 C2 -139.2(6) . . . . ? C25 O3 C5 C3 -59.0(11) . . . . ? C2 C3 C5 O3 -43.1(13) . . . . ? S2 C3 C5 O3 136.1(8) . . . . ? C4 O2 C6 C15 116.9(6) . . . . ? C4 O2 C6 C7 -63.5(7) . . . . ? C15 C6 C7 C8 -3.8(9) . . . . ? O2 C6 C7 C8 176.6(5) . . . . ? C6 C7 C8 C9 -0.1(9) . . . . ? C7 C8 C9 C10 -175.5(6) . . . . ? C7 C8 C9 C14 2.4(9) . . . . ? C8 C9 C10 C11 178.2(6) . . . . ? C14 C9 C10 C11 0.3(9) . . . . ? C9 C10 C11 C12 -0.7(11) . . . . ? C10 C11 C12 C13 1.9(11) . . . . ? C11 C12 C13 C14 -2.7(10) . . . . ? C8 C9 C14 C13 -179.1(5) . . . . ? C10 C9 C14 C13 -1.1(7) . . . . ? C8 C9 C14 C15 -1.2(7) . . . . ? C10 C9 C14 C15 176.8(5) . . . . ? C12 C13 C14 C9 2.3(8) . . . . ? C12 C13 C14 C15 -175.5(5) . . . . ? C7 C6 C15 C14 4.9(8) . . . . ? O2 C6 C15 C14 -175.5(4) . . . . ? C7 C6 C15 C16 -176.0(5) . . . . ? O2 C6 C15 C16 3.6(7) . . . . ? C9 C14 C15 C6 -2.3(7) . . . . ? C13 C14 C15 C6 175.5(5) . . . . ? C9 C14 C15 C16 178.6(4) . . . . ? C13 C14 C15 C16 -3.6(7) . . . . ? C6 C15 C16 C25 -71.3(7) . . . . ? C14 C15 C16 C25 107.8(5) . . . . ? C6 C15 C16 C17 103.7(6) . . . . ? C14 C15 C16 C17 -77.3(6) . . . . ? C25 C16 C17 C22 -2.3(7) . . . . ? C15 C16 C17 C22 -177.4(5) . . . . ? C25 C16 C17 C18 176.1(5) . . . . ? C15 C16 C17 C18 1.1(7) . . . . ? C16 C17 C18 C19 -177.6(5) . . . . ? C22 C17 C18 C19 0.8(8) . . . . ? C17 C18 C19 C20 -1.2(9) . . . . ? C18 C19 C20 C21 0.3(10) . . . . ? C16 C17 C22 C21 178.8(5) . . . . ? C18 C17 C22 C21 0.3(7) . . . . ? C16 C17 C22 C23 1.8(7) . . . . ? C18 C17 C22 C23 -176.7(5) . . . . ? C19 C20 C21 C22 1.0(10) . . . . ? C17 C22 C21 C20 -1.3(9) . . . . ? C23 C22 C21 C20 175.7(6) . . . . ? C21 C22 C23 C24 -178.4(6) . . . . ? C17 C22 C23 C24 -1.5(8) . . . . ? C22 C23 C24 C25 1.6(9) . . . . ? C17 C16 C25 C24 2.4(7) . . . . ? C15 C16 C25 C24 177.4(5) . . . . ? C17 C16 C25 O3 178.3(4) . . . . ? C15 C16 C25 O3 -6.7(7) . . . . ? C23 C24 C25 C16 -2.1(8) . . . . ? C23 C24 C25 O3 -177.7(5) . . . . ? C5 O3 C25 C16 146.5(7) . . . . ? C5 O3 C25 C24 -37.7(9) . . . . ? C3A S2A C1A O1A -180.0(7) . . . . ? C3A S2A C1A S1A -2.9(4) . . . . ? C2A S1A C1A O1A 179.4(7) . . . . ? C2A S1A C1A S2A 2.2(4) . . . . ? C1A S1A C2A C3A -0.4(5) . . . . ? C1A S1A C2A C4A 178.6(4) . . . . ? C4A C2A C3A C5A -3.9(9) . . . . ? S1A C2A C3A C5A 175.0(4) . . . . ? C4A C2A C3A S2A 179.5(4) . . . . ? S1A C2A C3A S2A -1.6(6) . . . . ? C1A S2A C3A C2A 2.8(5) . . . . ? C1A S2A C3A C5A -174.1(4) . . . . ? C6A O2A C4A C2A -66.7(6) . . . . ? C3A C2A C4A O2A -38.2(8) . . . . ? S1A C2A C4A O2A 142.9(4) . . . . ? C25A O3A C5A C3A -140.4(4) . . . . ? C2A C3A C5A O3A 87.8(6) . . . . ? S2A C3A C5A O3A -95.6(5) . . . . ? C4A O2A C6A C15A 158.3(4) . . . . ? C4A O2A C6A C7A -24.0(7) . . . . ? O2A C6A C7A C8A -175.4(5) . . . . ? C15A C6A C7A C8A 2.2(8) . . . . ? C6A C7A C8A C9A -1.1(8) . . . . ? C7A C8A C9A C10A -178.6(5) . . . . ? C7A C8A C9A C14A -1.0(8) . . . . ? C8A C9A C10A C11A 176.5(6) . . . . ? C14A C9A C10A C11A -1.1(8) . . . . ? C9A C10A C11A C12A 0.2(9) . . . . ? C10A C11A C12A C13A 0.6(9) . . . . ? C11A C12A C13A C14A -0.5(9) . . . . ? C8A C9A C14A C13A -176.5(5) . . . . ? C10A C9A C14A C13A 1.2(7) . . . . ? C8A C9A C14A C15A 2.1(7) . . . . ? C10A C9A C14A C15A 179.8(5) . . . . ? C12A C13A C14A C9A -0.4(8) . . . . ? C12A C13A C14A C15A -179.0(5) . . . . ? O2A C6A C15A C14A 176.7(4) . . . . ? C7A C6A C15A C14A -1.1(7) . . . . ? O2A C6A C15A C16A -8.1(7) . . . . ? C7A C6A C15A C16A 174.2(5) . . . . ? C9A C14A C15A C6A -1.1(7) . . . . ? C13A C14A C15A C6A 177.5(5) . . . . ? C9A C14A C15A C16A -176.2(5) . . . . ? C13A C14A C15A C16A 2.3(7) . . . . ? C6A C15A C16A C25A -63.8(6) . . . . ? C14A C15A C16A C25A 111.4(5) . . . . ? C6A C15A C16A C17A 115.0(5) . . . . ? C14A C15A C16A C17A -69.9(6) . . . . ? C25A C16A C17A C22A -2.8(6) . . . . ? C15A C16A C17A C22A 178.5(4) . . . . ? C25A C16A C17A C18A 174.0(5) . . . . ? C15A C16A C17A C18A -4.7(7) . . . . ? C22A C17A C18A C19A 0.1(8) . . . . ? C16A C17A C18A C19A -176.7(5) . . . . ? C17A C18A C19A C20A -1.8(10) . . . . ? C18A C19A C20A C21A 2.4(10) . . . . ? C19A C20A C21A C22A -1.3(10) . . . . ? C18A C17A C22A C23A -176.0(5) . . . . ? C16A C17A C22A C23A 0.8(7) . . . . ? C18A C17A C22A C21A 1.0(7) . . . . ? C16A C17A C22A C21A 177.8(5) . . . . ? C20A C21A C22A C23A 176.6(6) . . . . ? C20A C21A C22A C17A -0.4(8) . . . . ? C17A C22A C23A C24A 0.4(8) . . . . ? C21A C22A C23A C24A -176.6(5) . . . . ? C22A C23A C24A C25A 0.3(8) . . . . ? C5A O3A C25A C16A 119.6(5) . . . . ? C5A O3A C25A C24A -63.2(6) . . . . ? C17A C16A C25A O3A -179.2(4) . . . . ? C15A C16A C25A O3A -0.5(6) . . . . ? C17A C16A C25A C24A 3.6(7) . . . . ? C15A C16A C25A C24A -177.7(4) . . . . ? C23A C24A C25A O3A -179.5(5) . . . . ? C23A C24A C25A C16A -2.4(8) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.446 _refine_diff_density_min -0.917 _refine_diff_density_rms 0.065 # Attachment '_R_-5.cif' data_ast11 _database_code_depnum_ccdc_archive 'CCDC 769804' #TrackingRef '_R_-5.cif' _audit_creation_date 2009-09-28T17:23:38-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C32 H22 O6 S4' _chemical_formula_sum 'C32 H22 O6 S4' _chemical_formula_weight 630.74 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration rmad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_space_group_name_Hall 'C 2y' _symmetry_Int_Tables_number 5 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 35.007(13) _cell_length_b 7.425(2) _cell_length_c 11.354(5) _cell_angle_alpha 90 _cell_angle_beta 105.52(3) _cell_angle_gamma 90 _cell_volume 2843.5(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2454 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 27.35 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description stick _exptl_crystal_colour red _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.38 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.511556 _exptl_absorpt_correction_T_max 1. #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.511556 #-------------------------------------------------------------------# #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by SAINT Bruker-AXS' _diffrn_orient_matrix_ub_11 0.252255E-1 _diffrn_orient_matrix_ub_12 0.420702E-1 _diffrn_orient_matrix_ub_13 -0.163921E-1 _diffrn_orient_matrix_ub_21 0.131404E-1 _diffrn_orient_matrix_ub_22 0.6811E-3 _diffrn_orient_matrix_ub_23 0.897902E-1 _diffrn_orient_matrix_ub_31 0.83643E-2 _diffrn_orient_matrix_ub_32 -0.127947 _diffrn_orient_matrix_ub_33 -0.49119E-2 _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_unetI/netI 0.0839 _diffrn_reflns_number 9709 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 27.39 _diffrn_reflns_theta_full 27.39 _diffrn_measured_fraction_theta_full 0.985 _diffrn_measured_fraction_theta_max 0.985 _reflns_number_total 5732 _reflns_number_gt 4944 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART, 2006' _computing_cell_refinement 'Bruker SMART, 2006' _computing_data_reduction 'Bruker SAINT, 2006' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0464P)^2^+2.0928P] 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_number_reflns 5732 _refine_ls_number_parameters 381 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1237 _refine_ls_wR_factor_gt 0.1172 _refine_ls_goodness_of_fit_ref 1.08 _refine_ls_restrained_S_all 1.08 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(9) _refine_diff_density_max 0.709 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.085 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' 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 0.25531(3) -0.16996(13) 0.92049(11) 0.0182(2) Uani 1 1 d . . . S2 S 0.19691(3) 0.02130(13) 0.72005(11) 0.0179(2) Uani 1 1 d . . . S3 S 0.31630(3) -0.19776(13) 0.74299(11) 0.0184(2) Uani 1 1 d . . . S4 S 0.25365(3) -0.02557(13) 0.54266(11) 0.0169(2) Uani 1 1 d . . . O1 O 0.17860(9) -0.2751(3) 1.0681(3) 0.0159(7) Uani 1 1 d . . . O2 O 0.12497(9) -0.0146(3) 0.9363(3) 0.0179(7) Uani 1 1 d . . . O3 O 0.37414(10) -0.3082(4) 0.5117(3) 0.0234(7) Uani 1 1 d . . . O4 O 0.39507(9) -0.1785(4) 0.6992(3) 0.0247(7) Uani 1 1 d . . . O5 O 0.26705(9) 0.0076(4) 0.3104(3) 0.0213(7) Uani 1 1 d . . . O6 O 0.33370(9) -0.0275(4) 0.3618(3) 0.0195(7) Uani 1 1 d . . . C1 C 0.11401(14) -0.2717(5) 1.0940(4) 0.0176(10) Uani 1 1 d . . . C2 C 0.15458(13) -0.2547(5) 1.1445(4) 0.0170(9) Uani 1 1 d . . . C3 C 0.17142(14) -0.2173(5) 1.2716(4) 0.0193(10) Uani 1 1 d . . . H3 H 0.1987 -0.2023 1.3018 0.023 Uiso 1 1 calc R . . C4 C 0.14759(13) -0.2036(5) 1.3485(4) 0.0188(9) Uani 1 1 d . . . H4 H 0.1588 -0.1823 1.4313 0.023 Uiso 1 1 calc R . . C5 C 0.07993(14) -0.2076(6) 1.3816(5) 0.0225(10) Uani 1 1 d . . . H5 H 0.0908 -0.1908 1.4651 0.027 Uiso 1 1 calc R . . C6 C 0.03970(15) -0.2184(6) 1.3360(4) 0.0244(11) Uani 1 1 d . . . H6 H 0.0235 -0.2101 1.3886 0.029 Uiso 1 1 calc R . . C7 C 0.02245(14) -0.2424(5) 1.2075(5) 0.0228(10) Uani 1 1 d . . . H7 H -0.005 -0.2461 1.1768 0.027 Uiso 1 1 calc R . . C8 C 0.04604(14) -0.2599(5) 1.1296(4) 0.0205(10) Uani 1 1 d . . . H8 H 0.0344 -0.2763 1.0465 0.025 Uiso 1 1 calc R . . C9 C 0.08833(14) -0.2533(5) 1.1741(4) 0.0185(10) Uani 1 1 d . . . C10 C 0.10532(14) -0.2216(5) 1.3030(4) 0.0188(10) Uani 1 1 d . . . C11 C 0.09845(13) -0.2992(5) 0.9589(4) 0.0163(9) Uani 1 1 d . . . C12 C 0.10480(12) -0.1654(5) 0.8790(4) 0.0180(9) Uani 1 1 d . . . C13 C 0.09026(13) -0.1818(6) 0.7508(4) 0.0203(9) Uani 1 1 d . . . H13 H 0.0947 -0.09 0.7004 0.024 Uiso 1 1 calc R . . C14 C 0.06936(13) -0.3341(6) 0.6998(4) 0.0196(9) Uani 1 1 d . . . H14 H 0.0592 -0.3427 0.6155 0.023 Uiso 1 1 calc R . . C15 C 0.04295(13) -0.6392(5) 0.7242(5) 0.0236(11) Uani 1 1 d . . . H15 H 0.0331 -0.65 0.6399 0.028 Uiso 1 1 calc R . . C16 C 0.03795(14) -0.7780(6) 0.7996(5) 0.0253(11) Uani 1 1 d . . . H16 H 0.0247 -0.8823 0.7662 0.03 Uiso 1 1 calc R . . C17 C 0.05305(14) -0.7613(5) 0.9282(5) 0.0249(11) Uani 1 1 d . . . H17 H 0.0496 -0.8562 0.9779 0.03 Uiso 1 1 calc R . . C18 C 0.07270(13) -0.6087(5) 0.9817(5) 0.0206(10) Uani 1 1 d . . . H18 H 0.0825 -0.6014 1.0662 0.025 Uiso 1 1 calc R . . C19 C 0.07789(13) -0.4604(5) 0.9053(4) 0.0177(9) Uani 1 1 d . . . C20 C 0.06344(12) -0.4774(6) 0.7766(4) 0.0182(9) Uani 1 1 d . . . C21 C 0.20779(13) -0.1321(5) 1.0780(4) 0.0179(10) Uani 1 1 d . . . H21A H 0.2332 -0.1703 1.1306 0.022 Uiso 1 1 calc R . . H21B H 0.1993 -0.0253 1.1133 0.022 Uiso 1 1 calc R . . C22 C 0.14747(13) 0.0905(5) 0.8715(5) 0.0184(10) Uani 1 1 d . . . H22A H 0.1542 0.2052 0.9127 0.022 Uiso 1 1 calc R . . H22B H 0.131 0.1149 0.7897 0.022 Uiso 1 1 calc R . . C23 C 0.21180(13) -0.0905(5) 0.9515(4) 0.0174(10) Uani 1 1 d . . . C24 C 0.18530(13) -0.0012(5) 0.8623(4) 0.0179(10) Uani 1 1 d . . . C25 C 0.24463(15) -0.0800(6) 0.7706(5) 0.0177(9) Uani 1 1 d . . . C26 C 0.26853(13) -0.0969(5) 0.6966(4) 0.0161(9) Uani 1 1 d . . . C27 C 0.32725(13) -0.1633(5) 0.6019(4) 0.0170(9) Uani 1 1 d . . . C28 C 0.29884(13) -0.0831(5) 0.5122(4) 0.0161(10) Uani 1 1 d . . . C29 C 0.36753(14) -0.2262(5) 0.5954(4) 0.0188(10) Uani 1 1 d . . . C30 C 0.43614(13) -0.2257(7) 0.7056(5) 0.0313(12) Uani 1 1 d . . . H30A H 0.4395 -0.3538 0.7144 0.047 Uiso 1 1 calc R . . H30B H 0.4536 -0.1669 0.7746 0.047 Uiso 1 1 calc R . . H30C H 0.4423 -0.1875 0.632 0.047 Uiso 1 1 calc R . . C31 C 0.29826(13) -0.0314(5) 0.3838(4) 0.0179(9) Uani 1 1 d . . . C32 C 0.33221(14) 0.0147(6) 0.2352(4) 0.0231(11) Uani 1 1 d . . . H32A H 0.3131 -0.0618 0.1816 0.035 Uiso 1 1 calc R . . H32B H 0.3579 -0.0047 0.2221 0.035 Uiso 1 1 calc R . . H32C H 0.3247 0.1383 0.2187 0.035 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 0.0153(6) 0.0175(5) 0.0235(7) 0.0032(4) 0.0083(5) 0.0030(4) S2 0.0142(6) 0.0154(5) 0.0248(6) 0.0029(4) 0.0062(5) 0.0022(4) S3 0.0154(6) 0.0183(5) 0.0229(6) 0.0038(4) 0.0076(5) 0.0030(4) S4 0.0136(5) 0.0150(4) 0.0231(6) 0.0019(4) 0.0068(5) 0.0018(4) O1 0.0140(16) 0.0110(12) 0.0242(19) -0.0034(11) 0.0076(15) -0.0018(11) O2 0.0173(16) 0.0089(12) 0.0299(19) 0.0004(12) 0.0107(15) -0.0018(12) O3 0.0203(18) 0.0260(16) 0.0230(19) -0.0021(13) 0.0045(16) 0.0058(14) O4 0.0148(16) 0.0294(16) 0.028(2) -0.0086(15) 0.0036(15) 0.0000(14) O5 0.0150(16) 0.0232(16) 0.0253(19) 0.0032(13) 0.0046(15) 0.0025(13) O6 0.0156(16) 0.0187(14) 0.0259(19) 0.0024(13) 0.0083(15) -0.0010(13) C1 0.021(2) 0.0071(16) 0.025(3) 0.0006(15) 0.006(2) 0.0004(16) C2 0.019(2) 0.0084(16) 0.024(3) 0.0014(16) 0.008(2) -0.0007(16) C3 0.017(2) 0.0124(18) 0.028(3) 0.0016(17) 0.006(2) -0.0013(16) C4 0.020(2) 0.0125(18) 0.024(3) 0.0004(17) 0.005(2) -0.0027(17) C5 0.025(3) 0.020(2) 0.024(3) 0.0011(18) 0.010(2) -0.0047(19) C6 0.025(3) 0.029(2) 0.024(3) -0.0044(19) 0.015(2) -0.005(2) C7 0.015(2) 0.019(2) 0.034(3) 0.0011(19) 0.006(2) -0.0023(17) C8 0.021(2) 0.0165(19) 0.025(3) 0.0007(17) 0.006(2) -0.0045(18) C9 0.019(2) 0.0115(17) 0.027(3) 0.0010(16) 0.009(2) -0.0012(16) C10 0.020(2) 0.0128(18) 0.025(3) -0.0002(16) 0.008(2) 0.0002(16) C11 0.009(2) 0.0169(18) 0.025(3) -0.0007(17) 0.008(2) 0.0031(16) C12 0.015(2) 0.0085(17) 0.032(3) -0.0006(17) 0.009(2) 0.0016(16) C13 0.019(2) 0.0164(18) 0.027(3) 0.0046(18) 0.010(2) 0.0056(18) C14 0.013(2) 0.025(2) 0.019(3) -0.0022(18) 0.001(2) 0.0022(18) C15 0.015(2) 0.022(2) 0.032(3) -0.0072(19) 0.002(2) 0.0013(18) C16 0.018(3) 0.0153(19) 0.042(3) -0.0036(19) 0.008(2) -0.0011(18) C17 0.021(3) 0.0136(18) 0.042(3) 0.0007(18) 0.011(2) 0.0002(18) C18 0.020(3) 0.0170(19) 0.025(3) 0.0037(17) 0.007(2) 0.0024(18) C19 0.012(2) 0.0140(18) 0.027(3) 0.0003(17) 0.004(2) 0.0013(17) C20 0.008(2) 0.0189(19) 0.026(3) -0.0042(18) 0.0026(19) -0.0023(17) C21 0.010(2) 0.019(2) 0.026(3) -0.0037(17) 0.007(2) -0.0050(17) C22 0.015(2) 0.0119(17) 0.030(3) 0.0016(17) 0.010(2) 0.0001(16) C23 0.017(2) 0.0104(17) 0.026(3) -0.0035(17) 0.007(2) -0.0025(16) C24 0.018(2) 0.0113(19) 0.028(3) -0.0012(16) 0.011(2) -0.0025(16) C25 0.018(2) 0.0134(18) 0.022(2) 0.0030(15) 0.0056(19) -0.0009(16) C26 0.016(2) 0.0155(18) 0.016(2) 0.0050(16) 0.0027(19) 0.0032(17) C27 0.018(2) 0.0109(17) 0.023(3) -0.0038(17) 0.008(2) -0.0021(17) C28 0.006(2) 0.0138(18) 0.029(3) 0.0017(17) 0.007(2) -0.0002(16) C29 0.021(2) 0.0115(19) 0.026(3) 0.0041(17) 0.009(2) 0.0030(17) C30 0.009(2) 0.040(3) 0.044(4) -0.014(2) 0.006(2) 0.000(2) C31 0.018(2) 0.0076(16) 0.028(3) -0.0021(17) 0.007(2) -0.0036(17) C32 0.024(3) 0.017(2) 0.034(3) 0.0013(19) 0.019(2) 0.0005(19) #----------------------------------------------------------------------------# # 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_2 _geom_bond_publ_flag S1 C23 1.755(4) . ? S1 C25 1.773(5) . ? S2 C24 1.776(5) . ? S2 C25 1.781(5) . ? S3 C27 1.763(5) . ? S3 C26 1.778(5) . ? S4 C28 1.760(4) . ? S4 C26 1.767(5) . ? O1 C2 1.368(5) . ? O1 C21 1.457(5) . ? O2 C12 1.389(5) . ? O2 C22 1.443(5) . ? O3 C29 1.202(5) . ? O4 C29 1.355(6) . ? O4 C30 1.463(5) . ? O5 C31 1.219(6) . ? O6 C31 1.330(5) . ? O6 C32 1.458(5) . ? C1 C2 1.388(6) . ? C1 C9 1.446(6) . ? C1 C11 1.498(6) . ? C2 C3 1.433(6) . ? C3 C4 1.363(6) . ? C4 C10 1.437(6) . ? C5 C6 1.367(7) . ? C5 C10 1.422(6) . ? C6 C7 1.434(7) . ? C7 C8 1.368(6) . ? C8 C9 1.432(6) . ? C9 C10 1.444(7) . ? C11 C12 1.402(6) . ? C11 C19 1.445(6) . ? C12 C13 1.413(6) . ? C13 C14 1.386(6) . ? C14 C20 1.425(6) . ? C15 C16 1.380(6) . ? C15 C20 1.444(6) . ? C16 C17 1.419(7) . ? C17 C18 1.380(6) . ? C18 C19 1.444(6) . ? C19 C20 1.418(6) . ? C21 C23 1.512(6) . ? C22 C24 1.517(6) . ? C23 C24 1.350(7) . ? C25 C26 1.341(6) . ? C27 C28 1.356(6) . ? C27 C29 1.506(6) . ? C28 C31 1.502(6) . ? 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 C23 S1 C25 95.4(2) . . ? C24 S2 C25 95.2(2) . . ? C27 S3 C26 94.9(2) . . ? C28 S4 C26 94.5(2) . . ? C2 O1 C21 114.1(3) . . ? C12 O2 C22 118.4(3) . . ? C29 O4 C30 116.2(3) . . ? C31 O6 C32 113.6(4) . . ? C2 C1 C9 118.1(4) . . ? C2 C1 C11 119.1(4) . . ? C9 C1 C11 122.7(4) . . ? O1 C2 C1 117.6(4) . . ? O1 C2 C3 120.2(4) . . ? C1 C2 C3 122.3(4) . . ? C4 C3 C2 120.1(4) . . ? C3 C4 C10 120.7(4) . . ? C6 C5 C10 120.8(5) . . ? C5 C6 C7 120.2(4) . . ? C8 C7 C6 120.5(4) . . ? C7 C8 C9 121.0(5) . . ? C8 C9 C10 118.0(4) . . ? C8 C9 C1 122.2(4) . . ? C10 C9 C1 119.7(4) . . ? C5 C10 C4 121.6(4) . . ? C5 C10 C9 119.4(4) . . ? C4 C10 C9 119.0(4) . . ? C12 C11 C19 117.5(4) . . ? C12 C11 C1 119.3(4) . . ? C19 C11 C1 123.2(4) . . ? O2 C12 C11 114.7(4) . . ? O2 C12 C13 123.3(4) . . ? C11 C12 C13 122.0(4) . . ? C14 C13 C12 120.3(4) . . ? C13 C14 C20 120.0(4) . . ? C16 C15 C20 119.8(5) . . ? C15 C16 C17 119.9(4) . . ? C18 C17 C16 122.0(4) . . ? C17 C18 C19 119.3(5) . . ? C20 C19 C18 119.0(4) . . ? C20 C19 C11 120.5(4) . . ? C18 C19 C11 120.5(4) . . ? C19 C20 C14 119.6(4) . . ? C19 C20 C15 119.9(4) . . ? C14 C20 C15 120.5(4) . . ? O1 C21 C23 108.5(4) . . ? O2 C22 C24 113.4(3) . . ? C24 C23 C21 126.4(4) . . ? C24 C23 S1 118.3(3) . . ? C21 C23 S1 115.3(3) . . ? C23 C24 C22 127.3(4) . . ? C23 C24 S2 116.7(3) . . ? C22 C24 S2 115.9(3) . . ? C26 C25 S1 124.0(3) . . ? C26 C25 S2 121.8(4) . . ? S1 C25 S2 114.0(3) . . ? C25 C26 S4 121.6(3) . . ? C25 C26 S3 123.3(3) . . ? S4 C26 S3 115.1(2) . . ? C28 C27 C29 127.4(4) . . ? C28 C27 S3 116.9(3) . . ? C29 C27 S3 115.7(3) . . ? C27 C28 C31 131.1(4) . . ? C27 C28 S4 118.4(3) . . ? C31 C28 S4 110.4(3) . . ? O3 C29 O4 125.3(4) . . ? O3 C29 C27 125.2(5) . . ? O4 C29 C27 109.5(4) . . ? O5 C31 O6 125.2(4) . . ? O5 C31 C28 120.1(4) . . ? O6 C31 C28 114.6(4) . . ? # Attachment '_S_-2-DMSO2.cif' data_AST186 _database_code_depnum_ccdc_archive 'CCDC 769805' #TrackingRef '_S_-2-DMSO2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H20 N2 O4 S4, 2(C2 H6 O S)' _chemical_formula_sum 'C34 H32 N2 O6 S6' _chemical_formula_weight 756.98 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 P21 _symmetry_space_group_name_Hall ' P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.4261(6) _cell_length_b 8.1962(4) _cell_length_c 19.7771(8) _cell_angle_alpha 90.00 _cell_angle_beta 104.035(6) _cell_angle_gamma 90.00 _cell_volume 1796.85(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4151 _cell_measurement_theta_min 3.57 _cell_measurement_theta_max 27.49 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 0.427 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.362652 _exptl_absorpt_correction_T_max 0.547599 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.7096298 # #-------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19111 _diffrn_reflns_av_R_equivalents 0.0579 _diffrn_reflns_av_sigmaI/netI 0.0814 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7744 _reflns_number_gt 5328 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0366P)^2^+0.9227P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.06(8) _refine_ls_number_reflns 7744 _refine_ls_number_parameters 447 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0954 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1208 _refine_ls_wR_factor_gt 0.1040 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 1.08828(8) 1.05531(12) 0.40247(5) 0.0382(2) Uani 1 1 d . . . S2 S 1.08293(9) 0.76012(13) 0.48763(6) 0.0473(3) Uani 1 1 d . . . S3 S 0.79654(9) 0.72686(12) 0.42642(6) 0.0414(3) Uani 1 1 d . . . S4 S 0.79024(9) 1.03952(12) 0.35206(5) 0.0374(2) Uani 1 1 d . . . O1 O 1.4313(2) 0.9337(3) 0.43931(17) 0.0488(8) Uani 1 1 d . . . O2 O 1.3977(2) 0.7897(3) 0.57312(15) 0.0455(7) Uani 1 1 d . . . O3 O 0.4899(2) 0.6343(3) 0.29517(14) 0.0375(6) Uani 1 1 d . . . O4 O 0.5335(2) 0.9463(3) 0.21864(13) 0.0402(7) Uani 1 1 d . . . N1 N 1.3477(3) 1.1797(4) 0.4119(2) 0.0530(10) Uani 1 1 d . . . H1A H 1.4141 1.2203 0.4063 0.064 Uiso 1 1 calc R . . H1B H 1.2843 1.2398 0.4058 0.064 Uiso 1 1 calc R . . N2 N 1.3425(3) 0.5828(4) 0.49642(18) 0.0416(8) Uani 1 1 d . . . H2A H 1.3995 0.5196 0.5180 0.050 Uiso 1 1 calc R . . H2B H 1.2926 0.5496 0.4591 0.050 Uiso 1 1 calc R . . C1 C 0.9992(3) 0.9027(5) 0.4276(2) 0.0346(9) Uani 1 1 d . . . C2 C 1.2265(3) 0.9596(4) 0.4402(2) 0.0322(8) Uani 1 1 d . . . C3 C 1.2232(3) 0.8259(5) 0.4795(2) 0.0321(9) Uani 1 1 d . . . C4 C 1.3431(3) 1.0242(5) 0.4300(2) 0.0343(8) Uani 1 1 d . . . C5 C 1.3315(3) 0.7316(5) 0.5207(2) 0.0339(8) Uani 1 1 d . . . C6 C 0.8792(3) 0.8925(5) 0.4051(2) 0.0344(9) Uani 1 1 d . . . C7 C 0.6586(3) 0.7822(4) 0.36953(19) 0.0303(8) Uani 1 1 d . . . C8 C 0.6560(3) 0.9266(4) 0.33643(19) 0.0317(8) Uani 1 1 d . . . C9 C 0.5560(4) 0.6649(5) 0.36574(19) 0.0350(9) Uani 1 1 d . . . H9A H 0.5875 0.5626 0.3873 0.042 Uiso 1 1 calc R . . H9B H 0.5015 0.7092 0.3918 0.042 Uiso 1 1 calc R . . C10 C 0.5458(3) 1.0001(5) 0.28979(19) 0.0355(9) Uani 1 1 d . . . H10A H 0.4750 0.9680 0.3055 0.043 Uiso 1 1 calc R . . H10B H 0.5516 1.1182 0.2919 0.043 Uiso 1 1 calc R . . C11 C 0.5523(3) 0.5745(5) 0.2491(2) 0.0352(9) Uani 1 1 d . . . C12 C 0.6509(4) 0.4678(5) 0.2694(2) 0.0474(11) Uani 1 1 d . . . H12 H 0.6767 0.4342 0.3156 0.057 Uiso 1 1 calc R . . C13 C 0.7083(5) 0.4143(6) 0.2208(3) 0.0569(13) Uani 1 1 d . . . H13 H 0.7746 0.3455 0.2344 0.068 Uiso 1 1 calc R . . C14 C 0.6693(5) 0.4608(5) 0.1504(2) 0.0520(12) Uani 1 1 d . . . C15 C 0.7356(5) 0.4130(7) 0.0999(3) 0.0682(15) Uani 1 1 d . . . H15 H 0.8045 0.3489 0.1134 0.082 Uiso 1 1 calc R . . C16 C 0.6966(6) 0.4621(7) 0.0330(3) 0.0763(17) Uani 1 1 d . . . H16 H 0.7385 0.4288 0.0005 0.092 Uiso 1 1 calc R . . C17 C 0.5947(5) 0.5619(8) 0.0113(3) 0.0710(15) Uani 1 1 d . . . H17 H 0.5702 0.5950 -0.0350 0.085 Uiso 1 1 calc R . . C18 C 0.5314(5) 0.6105(6) 0.0581(2) 0.0578(13) Uani 1 1 d . . . H18 H 0.4632 0.6754 0.0433 0.069 Uiso 1 1 calc R . . C19 C 0.5680(4) 0.5636(5) 0.1288(2) 0.0446(10) Uani 1 1 d . . . C20 C 0.5086(4) 0.6206(5) 0.1803(2) 0.0411(10) Uani 1 1 d . . . C21 C 0.4044(4) 0.7347(5) 0.16216(19) 0.0400(9) Uani 1 1 d . . . C22 C 0.2866(4) 0.6822(6) 0.1261(2) 0.0488(11) Uani 1 1 d . . . C23 C 0.2636(5) 0.5181(7) 0.1031(2) 0.0665(14) Uani 1 1 d . . . H23 H 0.3266 0.4433 0.1104 0.080 Uiso 1 1 calc R . . C24 C 0.1488(6) 0.4696(9) 0.0703(3) 0.086(2) Uani 1 1 d . . . H24 H 0.1349 0.3616 0.0562 0.103 Uiso 1 1 calc R . . C25 C 0.0540(6) 0.5782(10) 0.0578(3) 0.091(2) Uani 1 1 d . . . H25 H -0.0225 0.5435 0.0342 0.109 Uiso 1 1 calc R . . C26 C 0.0713(4) 0.7377(9) 0.0800(2) 0.0721(16) Uani 1 1 d . . . H26 H 0.0061 0.8090 0.0726 0.087 Uiso 1 1 calc R . . C27 C 0.1888(4) 0.7940(7) 0.1142(2) 0.0514(12) Uani 1 1 d . . . C28 C 0.2090(4) 0.9533(7) 0.1384(2) 0.0593(13) Uani 1 1 d . . . H28 H 0.1446 1.0259 0.1311 0.071 Uiso 1 1 calc R . . C29 C 0.3218(4) 1.0059(6) 0.1728(2) 0.0528(11) Uani 1 1 d . . . H29 H 0.3340 1.1133 0.1881 0.063 Uiso 1 1 calc R . . C30 C 0.4195(4) 0.8943(5) 0.1848(2) 0.0412(10) Uani 1 1 d . . . S1A S 0.82423(16) 0.01320(19) 0.17230(8) 0.0771(4) Uani 1 1 d . A 1 O1A O 0.9342(4) 0.0632(7) 0.1548(3) 0.1274(19) Uani 1 1 d . A 1 C1A C 0.8490(7) -0.1819(7) 0.2102(3) 0.095(2) Uani 1 1 d . A 1 H1A1 H 0.9034 -0.1736 0.2554 0.142 Uiso 1 1 calc R A 1 H1A2 H 0.8834 -0.2516 0.1811 0.142 Uiso 1 1 calc R A 1 H1A3 H 0.7737 -0.2268 0.2147 0.142 Uiso 1 1 calc R A 1 C2A C 0.7254(7) -0.0425(9) 0.0928(4) 0.105(2) Uani 1 1 d . A 1 H2A1 H 0.7027 0.0529 0.0645 0.158 Uiso 1 1 calc R A 1 H2A2 H 0.6546 -0.0925 0.1017 0.158 Uiso 1 1 calc R A 1 H2A3 H 0.7650 -0.1185 0.0688 0.158 Uiso 1 1 calc R A 1 S1C S 0.09975(17) 0.5144(3) 0.31361(10) 0.0736(6) Uani 0.764(3) 1 d PD B 1 O1C O 0.1746(6) 0.4400(13) 0.3785(2) 0.063(2) Uani 0.764(3) 1 d PD B 1 C1C C 0.1850(13) 0.6757(14) 0.2857(8) 0.087(3) Uani 0.764(3) 1 d PD B 1 H1C1 H 0.2061 0.7563 0.3218 0.130 Uiso 0.764(3) 1 calc PR B 1 H1C2 H 0.1370 0.7253 0.2442 0.130 Uiso 0.764(3) 1 calc PR B 1 H1C3 H 0.2571 0.6311 0.2762 0.130 Uiso 0.764(3) 1 calc PR B 1 C2C C 0.1024(17) 0.3761(17) 0.2431(5) 0.189(8) Uani 0.764(3) 1 d PD B 1 H2C1 H 0.0601 0.2778 0.2488 0.284 Uiso 0.764(3) 1 calc PR B 1 H2C2 H 0.1845 0.3504 0.2434 0.284 Uiso 0.764(3) 1 calc PR B 1 H2C3 H 0.0640 0.4266 0.1995 0.284 Uiso 0.764(3) 1 calc PR B 1 S1D S 0.1894(6) 0.4782(8) 0.2919(3) 0.0736(6) Uani 0.236(3) 1 d PD B 2 O1D O 0.211(3) 0.452(5) 0.3684(6) 0.063(2) Uani 0.236(3) 1 d PD B 2 C1D C 0.151(6) 0.696(6) 0.297(3) 0.087(3) Uani 0.236(3) 1 d P B 2 H1D1 H 0.2162 0.7508 0.3290 0.130 Uiso 0.236(3) 1 calc PR B 2 H1D2 H 0.0790 0.7053 0.3141 0.130 Uiso 0.236(3) 1 calc PR B 2 H1D3 H 0.1377 0.7449 0.2521 0.130 Uiso 0.236(3) 1 calc PR B 2 C2D C 0.0325(18) 0.422(7) 0.263(2) 0.189(8) Uani 0.236(3) 1 d PD B 2 H2D1 H 0.0242 0.3066 0.2702 0.284 Uiso 0.236(3) 1 calc PR B 2 H2D2 H 0.0034 0.4470 0.2148 0.284 Uiso 0.236(3) 1 calc PR B 2 H2D3 H -0.0135 0.4808 0.2898 0.284 Uiso 0.236(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 S1 0.0254(5) 0.0377(5) 0.0497(6) 0.0089(4) 0.0059(4) -0.0004(4) S2 0.0230(5) 0.0517(7) 0.0660(8) 0.0243(5) 0.0083(5) 0.0014(4) S3 0.0269(5) 0.0417(6) 0.0512(7) 0.0157(5) 0.0010(4) -0.0011(4) S4 0.0285(5) 0.0344(5) 0.0457(6) 0.0064(4) 0.0022(4) -0.0023(4) O1 0.0283(16) 0.0385(16) 0.085(2) -0.0048(14) 0.0232(16) 0.0000(12) O2 0.0318(16) 0.0420(16) 0.0554(18) -0.0115(14) -0.0034(14) 0.0033(12) O3 0.0308(16) 0.0438(15) 0.0363(15) -0.0053(11) 0.0053(12) -0.0031(11) O4 0.0327(16) 0.0463(16) 0.0392(16) -0.0015(12) 0.0042(13) -0.0044(12) N1 0.031(2) 0.039(2) 0.093(3) 0.0168(19) 0.023(2) 0.0005(15) N2 0.037(2) 0.0320(19) 0.049(2) -0.0053(14) -0.0025(16) 0.0054(14) C1 0.026(2) 0.033(2) 0.044(2) 0.0033(17) 0.0056(18) 0.0005(16) C2 0.028(2) 0.0296(19) 0.040(2) -0.0072(16) 0.0110(17) -0.0007(15) C3 0.022(2) 0.034(2) 0.039(2) 0.0008(16) 0.0051(17) 0.0033(15) C4 0.030(2) 0.033(2) 0.043(2) -0.0053(17) 0.0120(17) -0.0064(16) C5 0.027(2) 0.032(2) 0.044(2) -0.0005(18) 0.0100(18) 0.0020(16) C6 0.028(2) 0.037(2) 0.039(2) 0.0049(16) 0.0079(18) -0.0008(16) C7 0.0227(19) 0.035(2) 0.032(2) -0.0004(15) 0.0038(16) 0.0031(15) C8 0.022(2) 0.034(2) 0.036(2) -0.0032(16) 0.0000(16) 0.0017(15) C9 0.033(2) 0.036(2) 0.034(2) -0.0031(16) 0.0038(18) -0.0048(16) C10 0.029(2) 0.034(2) 0.039(2) 0.0011(16) 0.0007(17) 0.0032(16) C11 0.031(2) 0.038(2) 0.037(2) -0.0062(16) 0.0075(17) -0.0086(16) C12 0.057(3) 0.037(2) 0.048(3) 0.0016(19) 0.012(2) 0.007(2) C13 0.064(3) 0.043(3) 0.067(3) -0.001(2) 0.022(3) 0.015(2) C14 0.063(3) 0.041(3) 0.056(3) -0.014(2) 0.021(2) 0.001(2) C15 0.075(4) 0.070(3) 0.068(4) -0.019(3) 0.033(3) 0.005(3) C16 0.096(5) 0.080(4) 0.065(4) -0.025(3) 0.044(4) -0.010(3) C17 0.083(4) 0.086(4) 0.047(3) -0.014(3) 0.021(3) -0.016(3) C18 0.053(3) 0.078(3) 0.043(3) -0.009(2) 0.012(2) -0.009(2) C19 0.052(3) 0.043(2) 0.041(2) -0.0134(19) 0.015(2) -0.012(2) C20 0.039(2) 0.039(2) 0.045(2) -0.0049(18) 0.009(2) -0.0078(18) C21 0.035(2) 0.053(3) 0.030(2) -0.0004(18) 0.0043(17) -0.0035(19) C22 0.041(3) 0.072(3) 0.032(2) -0.001(2) 0.005(2) -0.012(2) C23 0.061(3) 0.082(4) 0.051(3) -0.009(3) 0.004(2) -0.028(3) C24 0.075(4) 0.107(5) 0.065(4) -0.019(3) -0.001(3) -0.043(4) C25 0.051(4) 0.145(7) 0.066(4) -0.008(4) -0.005(3) -0.040(4) C26 0.035(3) 0.128(5) 0.049(3) 0.007(3) 0.002(2) -0.013(3) C27 0.034(3) 0.084(4) 0.032(2) 0.013(2) -0.0004(19) -0.007(2) C28 0.034(3) 0.087(4) 0.053(3) 0.016(3) 0.004(2) 0.013(2) C29 0.043(3) 0.064(3) 0.048(3) 0.009(2) 0.006(2) 0.011(2) C30 0.030(2) 0.057(3) 0.034(2) 0.0021(18) 0.0019(18) -0.0020(19) S1A 0.0886(11) 0.0627(9) 0.0775(10) -0.0067(7) 0.0152(8) 0.0047(8) O1A 0.072(3) 0.116(4) 0.191(5) 0.023(4) 0.027(3) -0.020(3) C1A 0.128(6) 0.064(4) 0.093(5) -0.003(3) 0.026(4) 0.024(4) C2A 0.109(6) 0.096(5) 0.092(5) 0.006(4) -0.013(4) -0.031(4) S1C 0.0565(11) 0.0930(14) 0.0640(11) 0.0203(10) 0.0001(8) 0.0003(10) O1C 0.067(6) 0.053(3) 0.058(2) 0.004(2) -0.010(2) 0.000(4) C1C 0.107(12) 0.089(6) 0.073(7) 0.003(5) 0.040(5) -0.006(6) C2C 0.36(2) 0.145(12) 0.049(7) -0.029(6) 0.018(9) -0.088(15) S1D 0.0565(11) 0.0930(14) 0.0640(11) 0.0203(10) 0.0001(8) 0.0003(10) O1D 0.067(6) 0.053(3) 0.058(2) 0.004(2) -0.010(2) 0.000(4) C1D 0.107(12) 0.089(6) 0.073(7) 0.003(5) 0.040(5) -0.006(6) C2D 0.36(2) 0.145(12) 0.049(7) -0.029(6) 0.018(9) -0.088(15) _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 C1 1.758(4) . ? S1 C2 1.759(4) . ? S2 C3 1.735(4) . ? S2 C1 1.772(4) . ? S3 C7 1.759(4) . ? S3 C6 1.763(4) . ? S4 C6 1.751(4) . ? S4 C8 1.754(4) . ? O1 C4 1.229(5) . ? O2 C5 1.222(5) . ? O3 C11 1.376(4) . ? O3 C9 1.439(4) . ? O4 C30 1.380(5) . ? O4 C10 1.449(4) . ? N1 C4 1.328(5) . ? N1 H1A 0.8600 . ? N1 H1B 0.8600 . ? N2 C5 1.328(5) . ? N2 H2A 0.8600 . ? N2 H2B 0.8600 . ? C1 C6 1.338(5) . ? C2 C3 1.350(5) . ? C2 C4 1.491(5) . ? C3 C5 1.518(5) . ? C7 C8 1.349(5) . ? C7 C9 1.504(5) . ? C8 C10 1.496(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C20 1.385(6) . ? C11 C12 1.405(6) . ? C12 C13 1.361(6) . ? C12 H12 0.9300 . ? C13 C14 1.408(7) . ? C13 H13 0.9300 . ? C14 C19 1.411(6) . ? C14 C15 1.446(6) . ? C15 C16 1.352(8) . ? C15 H15 0.9300 . ? C16 C17 1.403(8) . ? C16 H16 0.9300 . ? C17 C18 1.366(7) . ? C17 H17 0.9300 . ? C18 C19 1.412(6) . ? C18 H18 0.9300 . ? C19 C20 1.432(6) . ? C20 C21 1.488(6) . ? C21 C30 1.380(6) . ? C21 C22 1.428(6) . ? C22 C27 1.420(7) . ? C22 C23 1.424(7) . ? C23 C24 1.373(7) . ? C23 H23 0.9300 . ? C24 C25 1.378(9) . ? C24 H24 0.9300 . ? C25 C26 1.378(9) . ? C25 H25 0.9300 . ? C26 C27 1.425(6) . ? C26 H26 0.9300 . ? C27 C28 1.391(7) . ? C28 C29 1.373(7) . ? C28 H28 0.9300 . ? C29 C30 1.418(6) . ? C29 H29 0.9300 . ? S1A O1A 1.442(5) . ? S1A C1A 1.759(6) . ? S1A C2A 1.759(7) . ? C1A H1A1 0.9600 . ? C1A H1A2 0.9600 . ? C1A H1A3 0.9600 . ? C2A H2A1 0.9600 . ? C2A H2A2 0.9600 . ? C2A H2A3 0.9600 . ? S1C O1C 1.489(6) . ? S1C C2C 1.803(9) . ? S1C C1C 1.806(10) . ? C1C H1C1 0.9600 . ? C1C H1C2 0.9600 . ? C1C H1C3 0.9600 . ? C2C H2C1 0.9600 . ? C2C H2C2 0.9600 . ? C2C H2C3 0.9600 . ? S1D O1D 1.489(7) . ? S1D C2D 1.805(10) . ? S1D C1D 1.85(5) . ? C1D H1D1 0.9600 . ? C1D H1D2 0.9600 . ? C1D H1D3 0.9600 . ? C2D H2D1 0.9600 . ? C2D H2D2 0.9600 . ? C2D H2D3 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 C1 S1 C2 94.87(18) . . ? C3 S2 C1 95.37(18) . . ? C7 S3 C6 95.58(18) . . ? C6 S4 C8 95.64(18) . . ? C11 O3 C9 118.0(3) . . ? C30 O4 C10 115.0(3) . . ? C4 N1 H1A 120.0 . . ? C4 N1 H1B 120.0 . . ? H1A N1 H1B 120.0 . . ? C5 N2 H2A 120.0 . . ? C5 N2 H2B 120.0 . . ? H2A N2 H2B 120.0 . . ? C6 C1 S1 124.6(3) . . ? C6 C1 S2 121.6(3) . . ? S1 C1 S2 113.8(2) . . ? C3 C2 C4 121.1(4) . . ? C3 C2 S1 117.3(3) . . ? C4 C2 S1 121.6(3) . . ? C2 C3 C5 126.1(3) . . ? C2 C3 S2 117.5(3) . . ? C5 C3 S2 116.3(3) . . ? O1 C4 N1 122.3(4) . . ? O1 C4 C2 119.5(3) . . ? N1 C4 C2 118.2(4) . . ? O2 C5 N2 124.9(4) . . ? O2 C5 C3 120.9(3) . . ? N2 C5 C3 114.2(4) . . ? C1 C6 S4 123.7(3) . . ? C1 C6 S3 122.3(3) . . ? S4 C6 S3 114.0(2) . . ? C8 C7 C9 127.6(3) . . ? C8 C7 S3 116.6(3) . . ? C9 C7 S3 115.7(3) . . ? C7 C8 C10 124.7(3) . . ? C7 C8 S4 117.5(3) . . ? C10 C8 S4 117.8(3) . . ? O3 C9 C7 112.3(3) . . ? O3 C9 H9A 109.1 . . ? C7 C9 H9A 109.1 . . ? O3 C9 H9B 109.1 . . ? C7 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? O4 C10 C8 110.1(3) . . ? O4 C10 H10A 109.6 . . ? C8 C10 H10A 109.6 . . ? O4 C10 H10B 109.6 . . ? C8 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? O3 C11 C20 115.6(4) . . ? O3 C11 C12 122.8(4) . . ? C20 C11 C12 121.6(4) . . ? C13 C12 C11 119.3(4) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 121.3(4) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C13 C14 C19 120.1(4) . . ? C13 C14 C15 121.1(5) . . ? C19 C14 C15 118.8(5) . . ? C16 C15 C14 119.5(6) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 121.6(5) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C18 C17 C16 120.0(5) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 120.9(5) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? C14 C19 C18 119.1(4) . . ? C14 C19 C20 118.4(4) . . ? C18 C19 C20 122.5(4) . . ? C11 C20 C19 119.3(4) . . ? C11 C20 C21 119.1(4) . . ? C19 C20 C21 121.6(4) . . ? C30 C21 C22 118.5(4) . . ? C30 C21 C20 119.2(4) . . ? C22 C21 C20 122.2(4) . . ? C27 C22 C23 118.6(4) . . ? C27 C22 C21 119.8(4) . . ? C23 C22 C21 121.6(5) . . ? C24 C23 C22 120.4(6) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 121.1(6) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.4 . . ? C24 C25 C26 120.7(5) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C27 120.2(6) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C28 C27 C22 119.3(4) . . ? C28 C27 C26 121.7(5) . . ? C22 C27 C26 118.9(5) . . ? C29 C28 C27 121.6(5) . . ? C29 C28 H28 119.2 . . ? C27 C28 H28 119.2 . . ? C28 C29 C30 119.1(5) . . ? C28 C29 H29 120.4 . . ? C30 C29 H29 120.4 . . ? O4 C30 C21 118.6(4) . . ? O4 C30 C29 119.6(4) . . ? C21 C30 C29 121.7(4) . . ? O1A S1A C1A 107.5(3) . . ? O1A S1A C2A 105.5(4) . . ? C1A S1A C2A 98.4(3) . . ? S1A C1A H1A1 109.5 . . ? S1A C1A H1A2 109.5 . . ? H1A1 C1A H1A2 109.5 . . ? S1A C1A H1A3 109.5 . . ? H1A1 C1A H1A3 109.5 . . ? H1A2 C1A H1A3 109.5 . . ? S1A C2A H2A1 109.5 . . ? S1A C2A H2A2 109.5 . . ? H2A1 C2A H2A2 109.5 . . ? S1A C2A H2A3 109.5 . . ? H2A1 C2A H2A3 109.5 . . ? H2A2 C2A H2A3 109.5 . . ? O1C S1C C2C 107.2(7) . . ? O1C S1C C1C 108.9(6) . . ? C2C S1C C1C 96.4(6) . . ? S1C C1C H1C1 109.5 . . ? S1C C1C H1C2 109.5 . . ? H1C1 C1C H1C2 109.5 . . ? S1C C1C H1C3 109.5 . . ? H1C1 C1C H1C3 109.5 . . ? H1C2 C1C H1C3 109.5 . . ? S1C C2C H2C1 109.5 . . ? S1C C2C H2C2 109.5 . . ? H2C1 C2C H2C2 109.5 . . ? S1C C2C H2C3 109.5 . . ? H2C1 C2C H2C3 109.5 . . ? H2C2 C2C H2C3 109.5 . . ? O1D S1D C2D 100.7(18) . . ? O1D S1D C1D 93(2) . . ? C2D S1D C1D 92(3) . . ? S1D C1D H1D1 109.5 . . ? S1D C1D H1D2 109.5 . . ? H1D1 C1D H1D2 109.5 . . ? S1D C1D H1D3 109.5 . . ? H1D1 C1D H1D3 109.5 . . ? H1D2 C1D H1D3 109.5 . . ? S1D C2D H2D1 109.5 . . ? S1D C2D H2D2 109.5 . . ? H2D1 C2D H2D2 109.5 . . ? S1D C2D H2D3 109.5 . . ? H2D1 C2D H2D3 109.5 . . ? H2D2 C2D H2D3 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 C2 S1 C1 C6 -169.8(3) . . . . ? C2 S1 C1 S2 10.9(2) . . . . ? C3 S2 C1 C6 170.2(3) . . . . ? C3 S2 C1 S1 -10.5(2) . . . . ? C1 S1 C2 C3 -7.4(3) . . . . ? C1 S1 C2 C4 173.4(3) . . . . ? C4 C2 C3 C5 3.7(6) . . . . ? S1 C2 C3 C5 -175.5(3) . . . . ? C4 C2 C3 S2 -179.7(3) . . . . ? S1 C2 C3 S2 1.1(4) . . . . ? C1 S2 C3 C2 5.8(3) . . . . ? C1 S2 C3 C5 -177.3(3) . . . . ? C3 C2 C4 O1 21.3(5) . . . . ? S1 C2 C4 O1 -159.5(3) . . . . ? C3 C2 C4 N1 -157.8(4) . . . . ? S1 C2 C4 N1 21.4(5) . . . . ? C2 C3 C5 O2 70.8(5) . . . . ? S2 C3 C5 O2 -105.9(4) . . . . ? C2 C3 C5 N2 -112.1(4) . . . . ? S2 C3 C5 N2 71.3(4) . . . . ? S1 C1 C6 S4 -5.2(5) . . . . ? S2 C1 C6 S4 174.0(2) . . . . ? S1 C1 C6 S3 174.5(2) . . . . ? S2 C1 C6 S3 -6.3(5) . . . . ? C8 S4 C6 C1 171.9(3) . . . . ? C8 S4 C6 S3 -7.8(2) . . . . ? C7 S3 C6 C1 -171.3(3) . . . . ? C7 S3 C6 S4 8.4(2) . . . . ? C6 S3 C7 C8 -6.0(3) . . . . ? C6 S3 C7 C9 176.2(3) . . . . ? C9 C7 C8 C10 1.6(6) . . . . ? S3 C7 C8 C10 -175.8(3) . . . . ? C9 C7 C8 S4 179.0(3) . . . . ? S3 C7 C8 S4 1.5(4) . . . . ? C6 S4 C8 C7 3.9(3) . . . . ? C6 S4 C8 C10 -178.6(3) . . . . ? C11 O3 C9 C7 57.4(4) . . . . ? C8 C7 C9 O3 47.6(5) . . . . ? S3 C7 C9 O3 -134.9(3) . . . . ? C30 O4 C10 C8 133.3(3) . . . . ? C7 C8 C10 O4 -89.5(4) . . . . ? S4 C8 C10 O4 93.2(3) . . . . ? C9 O3 C11 C20 -149.1(3) . . . . ? C9 O3 C11 C12 33.6(5) . . . . ? O3 C11 C12 C13 -179.8(4) . . . . ? C20 C11 C12 C13 3.0(6) . . . . ? C11 C12 C13 C14 -1.3(7) . . . . ? C12 C13 C14 C19 -0.7(7) . . . . ? C12 C13 C14 C15 175.6(5) . . . . ? C13 C14 C15 C16 -178.9(5) . . . . ? C19 C14 C15 C16 -2.6(8) . . . . ? C14 C15 C16 C17 1.5(9) . . . . ? C15 C16 C17 C18 -0.7(9) . . . . ? C16 C17 C18 C19 0.9(8) . . . . ? C13 C14 C19 C18 179.2(4) . . . . ? C15 C14 C19 C18 2.8(6) . . . . ? C13 C14 C19 C20 1.2(6) . . . . ? C15 C14 C19 C20 -175.2(4) . . . . ? C17 C18 C19 C14 -2.0(7) . . . . ? C17 C18 C19 C20 175.9(4) . . . . ? O3 C11 C20 C19 -179.9(3) . . . . ? C12 C11 C20 C19 -2.5(6) . . . . ? O3 C11 C20 C21 3.0(5) . . . . ? C12 C11 C20 C21 -179.6(4) . . . . ? C14 C19 C20 C11 0.4(6) . . . . ? C18 C19 C20 C11 -177.5(4) . . . . ? C14 C19 C20 C21 177.4(4) . . . . ? C18 C19 C20 C21 -0.5(6) . . . . ? C11 C20 C21 C30 68.1(5) . . . . ? C19 C20 C21 C30 -108.9(5) . . . . ? C11 C20 C21 C22 -107.4(5) . . . . ? C19 C20 C21 C22 75.5(5) . . . . ? C30 C21 C22 C27 0.3(6) . . . . ? C20 C21 C22 C27 175.9(4) . . . . ? C30 C21 C22 C23 -178.1(4) . . . . ? C20 C21 C22 C23 -2.5(6) . . . . ? C27 C22 C23 C24 -0.2(7) . . . . ? C21 C22 C23 C24 178.2(4) . . . . ? C22 C23 C24 C25 1.1(8) . . . . ? C23 C24 C25 C26 -2.0(9) . . . . ? C24 C25 C26 C27 2.1(9) . . . . ? C23 C22 C27 C28 177.9(4) . . . . ? C21 C22 C27 C28 -0.5(6) . . . . ? C23 C22 C27 C26 0.3(6) . . . . ? C21 C22 C27 C26 -178.2(4) . . . . ? C25 C26 C27 C28 -178.8(5) . . . . ? C25 C26 C27 C22 -1.2(7) . . . . ? C22 C27 C28 C29 0.8(7) . . . . ? C26 C27 C28 C29 178.4(4) . . . . ? C27 C28 C29 C30 -0.9(7) . . . . ? C10 O4 C30 C21 -118.2(4) . . . . ? C10 O4 C30 C29 63.0(5) . . . . ? C22 C21 C30 O4 -179.0(3) . . . . ? C20 C21 C30 O4 5.3(6) . . . . ? C22 C21 C30 C29 -0.3(6) . . . . ? C20 C21 C30 C29 -176.0(4) . . . . ? C28 C29 C30 O4 179.3(4) . . . . ? C28 C29 C30 C21 0.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.420 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.061 # Attachment '_S_-4.cif' data_AST170 _database_code_depnum_ccdc_archive 'CCDC 769806' #TrackingRef '_S_-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H16 O3 S2' _chemical_formula_sum 'C25 H16 O3 S2' _chemical_formula_weight 428.50 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' 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 P21 _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.4781(5) _cell_length_b 11.7306(7) _cell_length_c 20.1726(9) _cell_angle_alpha 90.00 _cell_angle_beta 91.661(6) _cell_angle_gamma 90.00 _cell_volume 2005.39(19) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6550 _cell_measurement_theta_min 3.52 _cell_measurement_theta_max 27.49 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.419 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.291 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.870 _exptl_absorpt_correction_T_max 0.971 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.662259 # #-------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19097 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8531 _reflns_number_gt 6523 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1078P)^2^+1.7143P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(10) _refine_ls_number_reflns 8531 _refine_ls_number_parameters 536 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0912 _refine_ls_R_factor_gt 0.0677 _refine_ls_wR_factor_ref 0.1947 _refine_ls_wR_factor_gt 0.1784 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 S1A S 0.41168(19) 1.11790(12) 0.53720(5) 0.0597(4) Uani 1 1 d . . . S2A S 0.48624(16) 0.92384(10) 0.62419(6) 0.0516(3) Uani 1 1 d . . . O1A O 0.5106(7) 0.9184(5) 0.4946(2) 0.0929(15) Uani 1 1 d . . . O2A O 0.3920(3) 1.2883(3) 0.70484(14) 0.0417(7) Uani 1 1 d . . . O3A O 0.5231(3) 1.0856(3) 0.77192(14) 0.0427(7) Uani 1 1 d . . . C1A C 0.4755(8) 0.9739(5) 0.5422(2) 0.0627(14) Uani 1 1 d . . . C2A C 0.3841(6) 1.1365(4) 0.6221(2) 0.0446(10) Uani 1 1 d . . . C3A C 0.4153(5) 1.0476(4) 0.6614(2) 0.0402(9) Uani 1 1 d . . . C4A C 0.3236(6) 1.2520(4) 0.6428(2) 0.0498(11) Uani 1 1 d . . . H4A1 H 0.3475 1.3077 0.6090 0.060 Uiso 1 1 calc R . . H4A2 H 0.2098 1.2486 0.6463 0.060 Uiso 1 1 calc R . . C5A C 0.3876(6) 1.0411(4) 0.7358(2) 0.0448(10) Uani 1 1 d . . . H5A1 H 0.2946 1.0849 0.7464 0.054 Uiso 1 1 calc R . . H5A2 H 0.3699 0.9625 0.7486 0.054 Uiso 1 1 calc R . . C6A C 0.5503(5) 1.3130(4) 0.70918(19) 0.0363(8) Uani 1 1 d . . . C7A C 0.6377(6) 1.3447(4) 0.65270(19) 0.0423(10) Uani 1 1 d . . . H7A H 0.5904 1.3446 0.6105 0.051 Uiso 1 1 calc R . . C8A C 0.7934(6) 1.3754(4) 0.6618(2) 0.0475(11) Uani 1 1 d . . . H8A H 0.8504 1.3968 0.6251 0.057 Uiso 1 1 calc R . . C9A C 0.8693(5) 1.3754(4) 0.7248(2) 0.0417(9) Uani 1 1 d . . . C10A C 1.0305(6) 1.4042(4) 0.7343(3) 0.0543(12) Uani 1 1 d . . . H10A H 1.0873 1.4287 0.6982 0.065 Uiso 1 1 calc R . . C11A C 1.1037(6) 1.3969(5) 0.7944(3) 0.0647(15) Uani 1 1 d . . . H11A H 1.2099 1.4160 0.7992 0.078 Uiso 1 1 calc R . . C12A C 1.0195(6) 1.3602(5) 0.8500(3) 0.0564(12) Uani 1 1 d . . . H12A H 1.0707 1.3553 0.8913 0.068 Uiso 1 1 calc R . . C13A C 0.8634(5) 1.3320(4) 0.8435(2) 0.0431(10) Uani 1 1 d . . . H13A H 0.8093 1.3079 0.8804 0.052 Uiso 1 1 calc R . . C14A C 0.7825(5) 1.3394(4) 0.78034(19) 0.0363(8) Uani 1 1 d . . . C15A C 0.6202(5) 1.3085(3) 0.77145(19) 0.0353(8) Uani 1 1 d . . . C16A C 0.5273(5) 1.2636(4) 0.82844(18) 0.0363(9) Uani 1 1 d . . . C17A C 0.4827(5) 1.3314(4) 0.88306(19) 0.0387(9) Uani 1 1 d . . . C18A C 0.5145(6) 1.4510(4) 0.8859(2) 0.0514(12) Uani 1 1 d . . . H18A H 0.5700 1.4855 0.8522 0.062 Uiso 1 1 calc R . . C19A C 0.4638(8) 1.5151(5) 0.9379(2) 0.0650(15) Uani 1 1 d . . . H19A H 0.4819 1.5933 0.9383 0.078 Uiso 1 1 calc R . . C20A C 0.3845(7) 1.4644(6) 0.9909(3) 0.0646(15) Uani 1 1 d . . . H20A H 0.3554 1.5080 1.0270 0.078 Uiso 1 1 calc R . . C21A C 0.3507(6) 1.3498(6) 0.9885(2) 0.0599(15) Uani 1 1 d . . . H21A H 0.2946 1.3168 1.0225 0.072 Uiso 1 1 calc R . . C22A C 0.3998(5) 1.2811(5) 0.9351(2) 0.0468(11) Uani 1 1 d . . . C23A C 0.3587(6) 1.1651(5) 0.9311(2) 0.0550(13) Uani 1 1 d . . . H23A H 0.3036 1.1318 0.9653 0.066 Uiso 1 1 calc R . . C24A C 0.3982(6) 1.1007(5) 0.8780(2) 0.0478(11) Uani 1 1 d . . . H24A H 0.3704 1.0241 0.8763 0.057 Uiso 1 1 calc R . . C25A C 0.4811(5) 1.1497(4) 0.82548(19) 0.0386(9) Uani 1 1 d . . . S1B S 0.8583(2) 1.09136(13) 0.55356(7) 0.0698(4) Uani 1 1 d . . . S2B S 0.9403(3) 0.8686(2) 0.49983(11) 0.1031(7) Uani 1 1 d . . . O1B O 0.8292(15) 1.0293(8) 0.4277(3) 0.183(4) Uani 1 1 d . . . O2B O 0.9962(4) 0.7655(4) 0.68189(17) 0.0669(11) Uani 1 1 d . . . O3B O 0.8307(5) 0.9922(3) 0.71968(18) 0.0565(9) Uani 1 1 d . . . C1B C 0.8723(12) 1.0020(8) 0.4832(4) 0.102(3) Uani 1 1 d . . . C2B C 0.9370(7) 0.9979(6) 0.6117(3) 0.0684(16) Uani 1 1 d . . . C3B C 0.9790(8) 0.8926(6) 0.5850(3) 0.0776(17) Uiso 1 1 d . . . C4B C 1.0540(8) 0.7924(8) 0.6195(4) 0.088(2) Uani 1 1 d . . . H4B1 H 1.0407 0.7262 0.5911 0.106 Uiso 1 1 calc R . . H4B2 H 1.1663 0.8069 0.6245 0.106 Uiso 1 1 calc R . . C5B C 0.9595(10) 1.0352(7) 0.6794(3) 0.095(3) Uani 1 1 d . . . H5B1 H 0.9615 1.1178 0.6811 0.114 Uiso 1 1 calc R . . H5B2 H 1.0597 1.0071 0.6972 0.114 Uiso 1 1 calc R . . C6B C 0.8837(5) 0.9532(4) 0.7818(2) 0.0456(10) Uani 1 1 d . . . C7B C 0.9568(7) 1.0296(5) 0.8266(3) 0.0570(13) Uani 1 1 d . . . H7B H 0.9656 1.1066 0.8164 0.068 Uiso 1 1 calc R . . C8B C 1.0152(6) 0.9872(5) 0.8864(3) 0.0567(13) Uani 1 1 d . . . H8B H 1.0631 1.0372 0.9166 0.068 Uiso 1 1 calc R . . C9B C 1.0045(5) 0.8714(5) 0.9030(2) 0.0445(10) Uani 1 1 d . . . C10B C 1.0736(6) 0.8266(6) 0.9621(2) 0.0613(15) Uani 1 1 d . . . H10B H 1.1269 0.8748 0.9917 0.074 Uiso 1 1 calc R . . C11B C 1.0626(8) 0.7136(6) 0.9759(3) 0.0699(17) Uani 1 1 d . . . H11B H 1.1066 0.6855 1.0153 0.084 Uiso 1 1 calc R . . C12B C 0.9857(8) 0.6385(5) 0.9313(3) 0.0692(16) Uani 1 1 d . . . H12B H 0.9835 0.5608 0.9406 0.083 Uiso 1 1 calc R . . C13B C 0.9137(7) 0.6790(5) 0.8743(2) 0.0543(12) Uani 1 1 d . . . H13B H 0.8586 0.6294 0.8461 0.065 Uiso 1 1 calc R . . C14B C 0.9235(5) 0.7972(4) 0.85814(19) 0.0404(10) Uani 1 1 d . . . C15B C 0.8600(5) 0.8406(4) 0.79616(19) 0.0372(9) Uani 1 1 d . . . C16B C 0.7712(5) 0.7671(3) 0.74775(19) 0.0349(8) Uani 1 1 d . . . C17B C 0.6131(5) 0.7362(4) 0.7589(2) 0.0383(9) Uani 1 1 d . . . C18B C 0.5315(6) 0.7711(5) 0.8163(2) 0.0485(11) Uani 1 1 d . . . H18B H 0.5834 0.8145 0.8488 0.058 Uiso 1 1 calc R . . C19B C 0.3761(6) 0.7407(6) 0.8238(3) 0.0648(15) Uani 1 1 d . . . H19B H 0.3239 0.7641 0.8613 0.078 Uiso 1 1 calc R . . C20B C 0.2955(7) 0.6752(6) 0.7758(3) 0.0726(18) Uani 1 1 d . . . H20B H 0.1904 0.6558 0.7815 0.087 Uiso 1 1 calc R . . C21B C 0.3699(6) 0.6401(5) 0.7212(3) 0.0621(14) Uani 1 1 d . . . H21B H 0.3149 0.5963 0.6899 0.075 Uiso 1 1 calc R . . C22B C 0.5289(6) 0.6682(4) 0.7104(2) 0.0457(10) Uani 1 1 d . . . C23B C 0.6054(6) 0.6382(4) 0.6511(2) 0.0512(12) Uani 1 1 d . . . H23B H 0.5511 0.5966 0.6185 0.061 Uiso 1 1 calc R . . C24B C 0.7551(6) 0.6694(4) 0.6419(2) 0.0519(12) Uani 1 1 d . . . H24B H 0.8043 0.6473 0.6033 0.062 Uiso 1 1 calc R . . C25B C 0.8394(5) 0.7349(4) 0.68935(19) 0.0367(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1A 0.0831(9) 0.0637(8) 0.0316(5) -0.0035(5) -0.0115(5) 0.0065(7) S2A 0.0660(8) 0.0428(6) 0.0456(6) -0.0059(5) -0.0056(5) -0.0002(6) O1A 0.144(4) 0.088(3) 0.046(2) -0.024(2) 0.001(2) 0.021(3) O2A 0.0405(16) 0.0476(18) 0.0367(15) -0.0074(13) -0.0043(12) 0.0015(13) O3A 0.0421(16) 0.0463(17) 0.0396(14) -0.0001(13) 0.0013(12) 0.0004(14) C1A 0.082(4) 0.072(4) 0.034(2) -0.012(2) -0.004(2) 0.001(3) C2A 0.051(2) 0.048(2) 0.0343(19) -0.0039(18) -0.0084(17) -0.002(2) C3A 0.042(2) 0.041(2) 0.038(2) -0.0028(17) -0.0051(17) -0.0027(18) C4A 0.051(3) 0.055(3) 0.042(2) -0.001(2) -0.0217(19) 0.004(2) C5A 0.049(3) 0.050(3) 0.035(2) 0.0041(18) -0.0017(18) -0.009(2) C6A 0.040(2) 0.035(2) 0.0340(18) 0.0024(16) 0.0028(16) 0.0041(17) C7A 0.061(3) 0.041(2) 0.0248(17) 0.0042(16) -0.0030(17) 0.001(2) C8A 0.063(3) 0.045(2) 0.036(2) 0.0036(19) 0.017(2) -0.007(2) C9A 0.038(2) 0.040(2) 0.048(2) -0.0001(19) 0.0066(18) -0.0006(19) C10A 0.046(3) 0.050(3) 0.068(3) -0.002(2) 0.016(2) -0.008(2) C11A 0.035(2) 0.063(4) 0.097(4) -0.005(3) 0.006(3) -0.006(2) C12A 0.046(3) 0.054(3) 0.069(3) -0.011(3) -0.005(2) 0.002(2) C13A 0.044(2) 0.046(2) 0.039(2) -0.0015(18) -0.0039(17) -0.001(2) C14A 0.041(2) 0.034(2) 0.0342(18) -0.0009(15) 0.0026(16) -0.0015(17) C15A 0.041(2) 0.036(2) 0.0301(18) 0.0030(15) 0.0050(15) 0.0022(17) C16A 0.034(2) 0.048(2) 0.0265(17) 0.0009(16) -0.0032(15) -0.0015(18) C17A 0.031(2) 0.051(2) 0.0336(19) -0.0025(18) -0.0046(15) -0.0004(18) C18A 0.058(3) 0.056(3) 0.040(2) -0.010(2) -0.001(2) 0.001(2) C19A 0.087(4) 0.064(3) 0.043(3) -0.017(2) -0.011(3) 0.004(3) C20A 0.069(4) 0.084(4) 0.041(3) -0.022(3) 0.001(2) 0.005(3) C21A 0.050(3) 0.105(5) 0.0249(19) -0.013(2) -0.0003(18) 0.001(3) C22A 0.034(2) 0.075(3) 0.031(2) -0.007(2) -0.0027(16) -0.004(2) C23A 0.051(3) 0.082(4) 0.033(2) 0.008(2) 0.0054(19) -0.016(3) C24A 0.049(3) 0.054(3) 0.040(2) 0.004(2) 0.0019(18) -0.014(2) C25A 0.033(2) 0.050(3) 0.0325(19) 0.0032(17) -0.0029(16) -0.0019(18) S1B 0.0898(11) 0.0595(8) 0.0602(8) 0.0149(6) 0.0041(7) -0.0042(8) S2B 0.1277(18) 0.0891(14) 0.0953(13) 0.0010(11) 0.0491(13) -0.0021(12) O1B 0.351(13) 0.151(7) 0.048(3) 0.009(4) 0.011(5) -0.070(8) O2B 0.0429(18) 0.112(3) 0.0460(19) 0.015(2) 0.0094(14) 0.010(2) O3B 0.065(2) 0.0433(18) 0.061(2) 0.0007(16) -0.0107(17) 0.0000(16) C1B 0.145(8) 0.089(5) 0.073(5) 0.005(4) 0.020(5) -0.025(5) C2B 0.052(3) 0.079(4) 0.075(4) 0.030(3) 0.001(3) -0.025(3) C4B 0.060(4) 0.107(6) 0.100(5) 0.024(4) 0.019(3) 0.011(4) C5B 0.127(6) 0.097(5) 0.060(4) 0.028(3) -0.023(4) -0.070(5) C6B 0.041(2) 0.044(3) 0.051(3) -0.0113(19) 0.0021(19) 0.0014(19) C7B 0.058(3) 0.045(3) 0.068(3) -0.017(2) 0.004(3) -0.009(2) C8B 0.053(3) 0.070(3) 0.047(3) -0.024(2) 0.001(2) -0.021(3) C9B 0.040(2) 0.063(3) 0.0302(19) -0.0092(19) 0.0041(16) -0.009(2) C10B 0.058(3) 0.090(4) 0.036(2) -0.018(3) 0.003(2) -0.009(3) C11B 0.084(4) 0.089(5) 0.036(2) 0.000(3) -0.010(2) 0.015(3) C12B 0.102(5) 0.062(3) 0.044(3) 0.007(2) 0.002(3) 0.017(3) C13B 0.066(3) 0.059(3) 0.038(2) -0.007(2) 0.004(2) -0.012(3) C14B 0.036(2) 0.056(3) 0.0288(18) -0.0058(17) 0.0060(15) -0.0064(19) C15B 0.033(2) 0.043(2) 0.0357(19) -0.0066(17) 0.0047(15) -0.0045(17) C16B 0.037(2) 0.032(2) 0.0349(19) 0.0020(16) -0.0019(16) -0.0043(17) C17B 0.042(2) 0.036(2) 0.038(2) 0.0027(17) 0.0023(17) -0.0071(18) C18B 0.046(3) 0.057(3) 0.043(2) 0.002(2) 0.0054(19) -0.004(2) C19B 0.050(3) 0.080(4) 0.066(3) 0.019(3) 0.017(3) 0.005(3) C20B 0.044(3) 0.093(5) 0.081(4) 0.028(4) -0.004(3) -0.020(3) C21B 0.047(3) 0.064(3) 0.074(3) 0.011(3) -0.013(3) -0.023(3) C22B 0.048(2) 0.038(2) 0.050(2) 0.0078(19) -0.011(2) -0.012(2) C23B 0.064(3) 0.040(2) 0.048(2) -0.009(2) -0.012(2) -0.007(2) C24B 0.066(3) 0.048(3) 0.042(2) -0.010(2) 0.003(2) 0.010(2) C25B 0.038(2) 0.038(2) 0.0340(19) -0.0044(16) 0.0037(16) 0.0032(18) _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 S1A C2A 1.749(4) . ? S1A C1A 1.776(6) . ? S2A C3A 1.749(5) . ? S2A C1A 1.755(5) . ? O1A C1A 1.205(7) . ? O2A C6A 1.373(5) . ? O2A C4A 1.428(5) . ? O3A C25A 1.372(5) . ? O3A C5A 1.440(5) . ? C2A C3A 1.331(6) . ? C2A C4A 1.513(7) . ? C3A C5A 1.529(6) . ? C4A H4A1 0.9700 . ? C4A H4A2 0.9700 . ? C5A H5A1 0.9700 . ? C5A H5A2 0.9700 . ? C6A C15A 1.374(6) . ? C6A C7A 1.426(6) . ? C7A C8A 1.375(7) . ? C7A H7A 0.9300 . ? C8A C9A 1.408(7) . ? C8A H8A 0.9300 . ? C9A C10A 1.415(7) . ? C9A C14A 1.422(6) . ? C10A C11A 1.349(8) . ? C10A H10A 0.9300 . ? C11A C12A 1.414(8) . ? C11A H11A 0.9300 . ? C12A C13A 1.367(7) . ? C12A H12A 0.9300 . ? C13A C14A 1.432(6) . ? C13A H13A 0.9300 . ? C14A C15A 1.430(6) . ? C15A C16A 1.507(5) . ? C16A C25A 1.394(6) . ? C16A C17A 1.419(6) . ? C17A C22A 1.410(6) . ? C17A C18A 1.429(7) . ? C18A C19A 1.371(7) . ? C18A H18A 0.9300 . ? C19A C20A 1.410(9) . ? C19A H19A 0.9300 . ? C20A C21A 1.375(9) . ? C20A H20A 0.9300 . ? C21A C22A 1.418(7) . ? C21A H21A 0.9300 . ? C22A C23A 1.406(8) . ? C23A C24A 1.361(7) . ? C23A H23A 0.9300 . ? C24A C25A 1.410(6) . ? C24A H24A 0.9300 . ? S1B C2B 1.725(6) . ? S1B C1B 1.772(9) . ? S2B C1B 1.698(10) . ? S2B C3B 1.762(7) . ? O1B C1B 1.210(10) . ? O2B C25B 1.389(6) . ? O2B C4B 1.400(8) . ? O3B C6B 1.396(6) . ? O3B C5B 1.469(8) . ? C2B C3B 1.397(10) . ? C2B C5B 1.443(9) . ? C3B C4B 1.498(10) . ? C4B H4B1 0.9700 . ? C4B H4B2 0.9700 . ? C5B H5B1 0.9700 . ? C5B H5B2 0.9700 . ? C6B C15B 1.368(7) . ? C6B C7B 1.405(7) . ? C7B C8B 1.382(8) . ? C7B H7B 0.9300 . ? C8B C9B 1.403(8) . ? C8B H8B 0.9300 . ? C9B C10B 1.415(7) . ? C9B C14B 1.419(6) . ? C10B C11B 1.359(9) . ? C10B H10B 0.9300 . ? C11B C12B 1.405(9) . ? C11B H11B 0.9300 . ? C12B C13B 1.372(8) . ? C12B H12B 0.9300 . ? C13B C14B 1.427(7) . ? C13B H13B 0.9300 . ? C14B C15B 1.440(6) . ? C15B C16B 1.491(6) . ? C16B C25B 1.380(6) . ? C16B C17B 1.412(6) . ? C17B C18B 1.427(6) . ? C17B C22B 1.436(6) . ? C18B C19B 1.378(7) . ? C18B H18B 0.9300 . ? C19B C20B 1.398(9) . ? C19B H19B 0.9300 . ? C20B C21B 1.349(9) . ? C20B H20B 0.9300 . ? C21B C22B 1.410(7) . ? C21B H21B 0.9300 . ? C22B C23B 1.422(7) . ? C23B C24B 1.339(8) . ? C23B H23B 0.9300 . ? C24B C25B 1.407(7) . ? C24B H24B 0.9300 . ? 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 C2A S1A C1A 96.4(2) . . ? C3A S2A C1A 96.7(2) . . ? C6A O2A C4A 119.3(3) . . ? C25A O3A C5A 112.0(3) . . ? O1A C1A S2A 124.3(5) . . ? O1A C1A S1A 123.4(5) . . ? S2A C1A S1A 112.3(3) . . ? C3A C2A C4A 126.9(4) . . ? C3A C2A S1A 117.1(4) . . ? C4A C2A S1A 116.0(3) . . ? C2A C3A C5A 126.2(4) . . ? C2A C3A S2A 117.4(3) . . ? C5A C3A S2A 116.4(3) . . ? O2A C4A C2A 112.1(4) . . ? O2A C4A H4A1 109.2 . . ? C2A C4A H4A1 109.2 . . ? O2A C4A H4A2 109.2 . . ? C2A C4A H4A2 109.2 . . ? H4A1 C4A H4A2 107.9 . . ? O3A C5A C3A 109.6(4) . . ? O3A C5A H5A1 109.8 . . ? C3A C5A H5A1 109.8 . . ? O3A C5A H5A2 109.8 . . ? C3A C5A H5A2 109.8 . . ? H5A1 C5A H5A2 108.2 . . ? O2A C6A C15A 116.4(3) . . ? O2A C6A C7A 122.3(4) . . ? C15A C6A C7A 121.3(4) . . ? C8A C7A C6A 118.7(4) . . ? C8A C7A H7A 120.6 . . ? C6A C7A H7A 120.6 . . ? C7A C8A C9A 122.1(4) . . ? C7A C8A H8A 118.9 . . ? C9A C8A H8A 118.9 . . ? C8A C9A C10A 122.4(4) . . ? C8A C9A C14A 118.6(4) . . ? C10A C9A C14A 118.9(4) . . ? C11A C10A C9A 121.6(5) . . ? C11A C10A H10A 119.2 . . ? C9A C10A H10A 119.2 . . ? C10A C11A C12A 120.2(5) . . ? C10A C11A H11A 119.9 . . ? C12A C11A H11A 119.9 . . ? C13A C12A C11A 120.6(5) . . ? C13A C12A H12A 119.7 . . ? C11A C12A H12A 119.7 . . ? C12A C13A C14A 120.4(4) . . ? C12A C13A H13A 119.8 . . ? C14A C13A H13A 119.8 . . ? C9A C14A C15A 119.6(4) . . ? C9A C14A C13A 118.3(4) . . ? C15A C14A C13A 122.0(4) . . ? C6A C15A C14A 119.5(4) . . ? C6A C15A C16A 119.3(4) . . ? C14A C15A C16A 121.0(3) . . ? C25A C16A C17A 119.3(4) . . ? C25A C16A C15A 117.1(4) . . ? C17A C16A C15A 123.6(4) . . ? C22A C17A C16A 119.5(4) . . ? C22A C17A C18A 118.6(4) . . ? C16A C17A C18A 121.8(4) . . ? C19A C18A C17A 120.4(5) . . ? C19A C18A H18A 119.8 . . ? C17A C18A H18A 119.8 . . ? C18A C19A C20A 121.0(6) . . ? C18A C19A H19A 119.5 . . ? C20A C19A H19A 119.5 . . ? C21A C20A C19A 119.3(5) . . ? C21A C20A H20A 120.3 . . ? C19A C20A H20A 120.3 . . ? C20A C21A C22A 121.1(5) . . ? C20A C21A H21A 119.5 . . ? C22A C21A H21A 119.5 . . ? C23A C22A C17A 119.4(4) . . ? C23A C22A C21A 121.0(5) . . ? C17A C22A C21A 119.4(5) . . ? C24A C23A C22A 121.0(4) . . ? C24A C23A H23A 119.5 . . ? C22A C23A H23A 119.5 . . ? C23A C24A C25A 120.3(5) . . ? C23A C24A H24A 119.8 . . ? C25A C24A H24A 119.8 . . ? O3A C25A C16A 118.7(4) . . ? O3A C25A C24A 121.0(4) . . ? C16A C25A C24A 120.3(4) . . ? C2B S1B C1B 97.8(4) . . ? C1B S2B C3B 95.6(4) . . ? C25B O2B C4B 121.1(5) . . ? C6B O3B C5B 112.6(4) . . ? O1B C1B S2B 121.3(8) . . ? O1B C1B S1B 124.0(9) . . ? S2B C1B S1B 114.6(5) . . ? C3B C2B C5B 127.2(7) . . ? C3B C2B S1B 113.4(5) . . ? C5B C2B S1B 119.3(6) . . ? C2B C3B C4B 128.6(7) . . ? C2B C3B S2B 118.3(5) . . ? C4B C3B S2B 113.1(6) . . ? O2B C4B C3B 116.1(6) . . ? O2B C4B H4B1 108.3 . . ? C3B C4B H4B1 108.3 . . ? O2B C4B H4B2 108.3 . . ? C3B C4B H4B2 108.3 . . ? H4B1 C4B H4B2 107.4 . . ? C2B C5B O3B 109.9(5) . . ? C2B C5B H5B1 109.7 . . ? O3B C5B H5B1 109.7 . . ? C2B C5B H5B2 109.7 . . ? O3B C5B H5B2 109.7 . . ? H5B1 C5B H5B2 108.2 . . ? C15B C6B O3B 117.5(4) . . ? C15B C6B C7B 123.0(5) . . ? O3B C6B C7B 119.5(5) . . ? C8B C7B C6B 118.2(5) . . ? C8B C7B H7B 120.9 . . ? C6B C7B H7B 120.9 . . ? C7B C8B C9B 122.2(4) . . ? C7B C8B H8B 118.9 . . ? C9B C8B H8B 118.9 . . ? C8B C9B C10B 122.2(5) . . ? C8B C9B C14B 118.4(4) . . ? C10B C9B C14B 119.4(5) . . ? C11B C10B C9B 120.3(5) . . ? C11B C10B H10B 119.8 . . ? C9B C10B H10B 119.8 . . ? C10B C11B C12B 121.0(5) . . ? C10B C11B H11B 119.5 . . ? C12B C11B H11B 119.5 . . ? C13B C12B C11B 120.4(6) . . ? C13B C12B H12B 119.8 . . ? C11B C12B H12B 119.8 . . ? C12B C13B C14B 120.1(5) . . ? C12B C13B H13B 120.0 . . ? C14B C13B H13B 120.0 . . ? C9B C14B C13B 118.8(4) . . ? C9B C14B C15B 119.9(4) . . ? C13B C14B C15B 121.3(4) . . ? C6B C15B C14B 118.2(4) . . ? C6B C15B C16B 119.6(4) . . ? C14B C15B C16B 122.2(4) . . ? C25B C16B C17B 119.2(4) . . ? C25B C16B C15B 120.1(4) . . ? C17B C16B C15B 120.5(4) . . ? C16B C17B C18B 122.7(4) . . ? C16B C17B C22B 119.3(4) . . ? C18B C17B C22B 118.0(4) . . ? C19B C18B C17B 120.2(5) . . ? C19B C18B H18B 119.9 . . ? C17B C18B H18B 119.9 . . ? C18B C19B C20B 121.1(5) . . ? C18B C19B H19B 119.5 . . ? C20B C19B H19B 119.5 . . ? C21B C20B C19B 120.1(5) . . ? C21B C20B H20B 119.9 . . ? C19B C20B H20B 119.9 . . ? C20B C21B C22B 121.8(5) . . ? C20B C21B H21B 119.1 . . ? C22B C21B H21B 119.1 . . ? C21B C22B C23B 122.3(4) . . ? C21B C22B C17B 118.9(5) . . ? C23B C22B C17B 118.7(4) . . ? C24B C23B C22B 120.5(4) . . ? C24B C23B H23B 119.8 . . ? C22B C23B H23B 119.8 . . ? C23B C24B C25B 121.3(4) . . ? C23B C24B H24B 119.4 . . ? C25B C24B H24B 119.4 . . ? C16B C25B O2B 116.6(4) . . ? C16B C25B C24B 120.9(4) . . ? O2B C25B C24B 122.4(4) . . ? 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 C3A S2A C1A O1A -178.9(6) . . . . ? C3A S2A C1A S1A 2.7(4) . . . . ? C2A S1A C1A O1A 179.7(6) . . . . ? C2A S1A C1A S2A -1.9(4) . . . . ? C1A S1A C2A C3A 0.0(5) . . . . ? C1A S1A C2A C4A -178.7(4) . . . . ? C4A C2A C3A C5A 3.7(8) . . . . ? S1A C2A C3A C5A -174.8(4) . . . . ? C4A C2A C3A S2A -179.4(4) . . . . ? S1A C2A C3A S2A 2.0(5) . . . . ? C1A S2A C3A C2A -2.9(4) . . . . ? C1A S2A C3A C5A 174.2(4) . . . . ? C6A O2A C4A C2A 67.0(5) . . . . ? C3A C2A C4A O2A 38.1(7) . . . . ? S1A C2A C4A O2A -143.3(4) . . . . ? C25A O3A C5A C3A 140.2(4) . . . . ? C2A C3A C5A O3A -87.0(6) . . . . ? S2A C3A C5A O3A 96.1(4) . . . . ? C4A O2A C6A C15A -158.1(4) . . . . ? C4A O2A C6A C7A 23.4(6) . . . . ? O2A C6A C7A C8A 175.8(4) . . . . ? C15A C6A C7A C8A -2.5(7) . . . . ? C6A C7A C8A C9A 0.6(7) . . . . ? C7A C8A C9A C10A 178.4(5) . . . . ? C7A C8A C9A C14A 1.8(7) . . . . ? C8A C9A C10A C11A -175.8(5) . . . . ? C14A C9A C10A C11A 0.8(8) . . . . ? C9A C10A C11A C12A -0.3(8) . . . . ? C10A C11A C12A C13A -0.1(8) . . . . ? C11A C12A C13A C14A -0.2(8) . . . . ? C8A C9A C14A C15A -2.4(6) . . . . ? C10A C9A C14A C15A -179.1(4) . . . . ? C8A C9A C14A C13A 175.7(4) . . . . ? C10A C9A C14A C13A -1.0(6) . . . . ? C12A C13A C14A C9A 0.7(7) . . . . ? C12A C13A C14A C15A 178.8(4) . . . . ? O2A C6A C15A C14A -176.5(4) . . . . ? C7A C6A C15A C14A 1.9(6) . . . . ? O2A C6A C15A C16A 7.5(6) . . . . ? C7A C6A C15A C16A -174.0(4) . . . . ? C9A C14A C15A C6A 0.6(6) . . . . ? C13A C14A C15A C6A -177.5(4) . . . . ? C9A C14A C15A C16A 176.5(4) . . . . ? C13A C14A C15A C16A -1.6(6) . . . . ? C6A C15A C16A C25A 64.1(5) . . . . ? C14A C15A C16A C25A -111.8(4) . . . . ? C6A C15A C16A C17A -114.4(5) . . . . ? C14A C15A C16A C17A 69.7(5) . . . . ? C25A C16A C17A C22A 3.4(6) . . . . ? C15A C16A C17A C22A -178.1(4) . . . . ? C25A C16A C17A C18A -174.3(4) . . . . ? C15A C16A C17A C18A 4.2(6) . . . . ? C22A C17A C18A C19A -0.6(7) . . . . ? C16A C17A C18A C19A 177.1(5) . . . . ? C17A C18A C19A C20A 2.3(8) . . . . ? C18A C19A C20A C21A -3.3(9) . . . . ? C19A C20A C21A C22A 2.6(9) . . . . ? C16A C17A C22A C23A -1.8(6) . . . . ? C18A C17A C22A C23A 176.0(4) . . . . ? C16A C17A C22A C21A -177.9(4) . . . . ? C18A C17A C22A C21A -0.1(6) . . . . ? C20A C21A C22A C23A -176.9(5) . . . . ? C20A C21A C22A C17A -0.9(7) . . . . ? C17A C22A C23A C24A 0.2(7) . . . . ? C21A C22A C23A C24A 176.2(5) . . . . ? C22A C23A C24A C25A -0.3(7) . . . . ? C5A O3A C25A C16A -120.2(4) . . . . ? C5A O3A C25A C24A 62.3(5) . . . . ? C17A C16A C25A O3A 179.1(3) . . . . ? C15A C16A C25A O3A 0.5(5) . . . . ? C17A C16A C25A C24A -3.4(6) . . . . ? C15A C16A C25A C24A 178.0(4) . . . . ? C23A C24A C25A O3A 179.3(4) . . . . ? C23A C24A C25A C16A 1.9(7) . . . . ? C3B S2B C1B O1B 179.6(10) . . . . ? C3B S2B C1B S1B -4.4(6) . . . . ? C2B S1B C1B O1B 179.4(10) . . . . ? C2B S1B C1B S2B 3.5(6) . . . . ? C1B S1B C2B C3B -0.6(6) . . . . ? C1B S1B C2B C5B 176.5(6) . . . . ? C5B C2B C3B C4B 1.3(11) . . . . ? S1B C2B C3B C4B 178.2(6) . . . . ? C5B C2B C3B S2B -179.3(5) . . . . ? S1B C2B C3B S2B -2.4(7) . . . . ? C1B S2B C3B C2B 4.2(6) . . . . ? C1B S2B C3B C4B -176.3(6) . . . . ? C25B O2B C4B C3B 61.3(9) . . . . ? C2B C3B C4B O2B 42.0(11) . . . . ? S2B C3B C4B O2B -137.4(6) . . . . ? C3B C2B C5B O3B -82.8(9) . . . . ? S1B C2B C5B O3B 100.4(6) . . . . ? C6B O3B C5B C2B 138.5(6) . . . . ? C5B O3B C6B C15B -118.2(6) . . . . ? C5B O3B C6B C7B 62.3(6) . . . . ? C15B C6B C7B C8B 3.8(8) . . . . ? O3B C6B C7B C8B -176.7(5) . . . . ? C6B C7B C8B C9B 0.4(8) . . . . ? C7B C8B C9B C10B 175.6(5) . . . . ? C7B C8B C9B C14B -3.4(7) . . . . ? C8B C9B C10B C11B -179.0(5) . . . . ? C14B C9B C10B C11B 0.0(8) . . . . ? C9B C10B C11B C12B 1.3(9) . . . . ? C10B C11B C12B C13B -3.0(10) . . . . ? C11B C12B C13B C14B 3.2(9) . . . . ? C8B C9B C14B C13B 179.2(5) . . . . ? C10B C9B C14B C13B 0.2(6) . . . . ? C8B C9B C14B C15B 2.4(6) . . . . ? C10B C9B C14B C15B -176.7(4) . . . . ? C12B C13B C14B C9B -1.8(7) . . . . ? C12B C13B C14B C15B 175.0(5) . . . . ? O3B C6B C15B C14B 175.8(4) . . . . ? C7B C6B C15B C14B -4.7(7) . . . . ? O3B C6B C15B C16B -3.9(6) . . . . ? C7B C6B C15B C16B 175.6(4) . . . . ? C9B C14B C15B C6B 1.5(6) . . . . ? C13B C14B C15B C6B -175.2(4) . . . . ? C9B C14B C15B C16B -178.8(4) . . . . ? C13B C14B C15B C16B 4.4(6) . . . . ? C6B C15B C16B C25B 72.0(6) . . . . ? C14B C15B C16B C25B -107.7(5) . . . . ? C6B C15B C16B C17B -103.6(5) . . . . ? C14B C15B C16B C17B 76.8(5) . . . . ? C25B C16B C17B C18B -176.7(4) . . . . ? C15B C16B C17B C18B -1.1(6) . . . . ? C25B C16B C17B C22B 2.5(6) . . . . ? C15B C16B C17B C22B 178.1(4) . . . . ? C16B C17B C18B C19B 178.5(5) . . . . ? C22B C17B C18B C19B -0.7(7) . . . . ? C17B C18B C19B C20B 0.2(8) . . . . ? C18B C19B C20B C21B 0.3(9) . . . . ? C19B C20B C21B C22B -0.4(9) . . . . ? C20B C21B C22B C23B -175.7(5) . . . . ? C20B C21B C22B C17B -0.2(8) . . . . ? C16B C17B C22B C21B -178.5(4) . . . . ? C18B C17B C22B C21B 0.7(7) . . . . ? C16B C17B C22B C23B -2.8(6) . . . . ? C18B C17B C22B C23B 176.4(4) . . . . ? C21B C22B C23B C24B 178.0(5) . . . . ? C17B C22B C23B C24B 2.4(7) . . . . ? C22B C23B C24B C25B -1.7(8) . . . . ? C17B C16B C25B O2B -178.6(4) . . . . ? C15B C16B C25B O2B 5.8(6) . . . . ? C17B C16B C25B C24B -1.8(6) . . . . ? C15B C16B C25B C24B -177.4(4) . . . . ? C4B O2B C25B C16B -146.8(6) . . . . ? C4B O2B C25B C24B 36.4(8) . . . . ? C23B C24B C25B C16B 1.4(7) . . . . ? C23B C24B C25B O2B 178.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 2.000 _refine_diff_density_min -0.997 _refine_diff_density_rms 0.072