# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Paris E Georghiou' _publ_contact_author_email PARISG@MUN.CA _publ_section_title ; Pd-catalyzed reactions of thiacalix[4]arene 1,3-bistriflate: formation of thiacalix[2]phenoxathiins -structural and complexation studies ; loop_ _publ_author_name 'Paris E Georghiou' 'Julie L Collins' 'Almeqdad Habashneh' # Attachment '1,2_bistriflate_2g.cif' data_shelxl1 _database_code_depnum_ccdc_archive 'CCDC 687902' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42.35 H46.35 Cl1.05 F6 O8 S6 ' _chemical_formula_weight 1026.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.1289(15) _cell_length_b 19.649(3) _cell_length_c 22.054(3) _cell_angle_alpha 110.835(2) _cell_angle_beta 98.568(2) _cell_angle_gamma 104.848(2) _cell_volume 4954.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 24087 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 30.7 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.373 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2123 _exptl_absorpt_coefficient_mu 0.400 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9198 _exptl_absorpt_correction_T_max 0.9697 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 42658 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.50 _reflns_number_total 20324 _reflns_number_gt 17828 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1413P)^2^+12.5253P] 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 20324 _refine_ls_number_parameters 1117 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_gt 0.0862 _refine_ls_wR_factor_ref 0.2550 _refine_ls_wR_factor_gt 0.2452 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 Cl1 Cl 1.2038(3) 1.9700(2) 0.3673(2) 0.1077(11) Uani 0.70 1 d P . . Cl2 Cl 1.1706(5) 1.8212(3) 0.2721(2) 0.1356(16) Uani 0.70 1 d P . . Cl3 Cl 0.9939(3) 1.8788(2) 0.2788(2) 0.0984(10) Uani 0.70 1 d P . . S1 S 0.98221(8) 1.41686(6) 0.62260(5) 0.0270(2) Uani 1 1 d . . . S2 S 0.90164(8) 1.38157(6) 0.35950(5) 0.0253(2) Uani 1 1 d . . . S3 S 0.56435(8) 1.11049(6) 0.27846(5) 0.0228(2) Uani 1 1 d . . . S4 S 0.64161(8) 1.14015(6) 0.54124(5) 0.0254(2) Uani 1 1 d . . . S5 S 0.74848(9) 1.34433(6) 0.68014(5) 0.0285(2) Uani 1 1 d . . . S6 S 0.47468(9) 1.19947(6) 0.45488(5) 0.0295(2) Uani 1 1 d . . . S7 S 0.37870(10) 0.89922(6) -0.11129(5) 0.0304(2) Uani 1 1 d . . . S8 S 0.36905(8) 0.60967(6) -0.27044(5) 0.0243(2) Uani 1 1 d . . . S9 S 0.60538(8) 0.60687(6) -0.04124(5) 0.0263(2) Uani 1 1 d . . . S10 S 0.57420(9) 0.88730(6) 0.11968(5) 0.0285(2) Uani 1 1 d . . . S11 S 0.68295(8) 0.67435(6) -0.15845(5) 0.0277(2) Uani 1 1 d . . . S12 S 0.78397(9) 0.83165(6) 0.08199(5) 0.0296(2) Uani 1 1 d . . . F1 F 0.3547(2) 1.13937(17) 0.33066(13) 0.0415(6) Uani 1 1 d . . . F2 F 0.4574(2) 1.25861(17) 0.36643(15) 0.0428(7) Uani 1 1 d . . . F3 F 0.3137(2) 1.22954(19) 0.40162(16) 0.0472(7) Uani 1 1 d . . . F4 F 0.6022(4) 1.3957(3) 0.6370(2) 0.112(2) Uani 1 1 d . . . F5 F 0.6847(4) 1.4567(2) 0.74035(16) 0.0658(10) Uani 1 1 d . . . F6 F 0.7637(5) 1.4722(2) 0.6650(2) 0.0899(15) Uani 1 1 d . . . F7 F 0.6294(2) 0.7176(2) -0.25491(16) 0.0498(8) Uani 1 1 d . . . F8 F 0.5958(2) 0.5940(2) -0.28878(14) 0.0479(7) Uani 1 1 d . . . F9 F 0.7619(3) 0.6714(2) -0.25915(17) 0.0563(9) Uani 1 1 d . . . F10 F 0.8264(2) 0.70474(16) 0.06735(15) 0.0438(7) Uani 1 1 d . . . F11 F 0.8795(3) 0.7539(2) 0.00009(16) 0.0570(9) Uani 1 1 d . . . F12 F 0.9665(2) 0.8073(2) 0.10465(17) 0.0537(8) Uani 1 1 d . . . O1 O 0.5758(2) 1.18498(16) 0.42751(14) 0.0250(6) Uani 1 1 d . . . O2 O 0.7500(2) 1.31397(16) 0.60380(13) 0.0252(6) Uani 1 1 d . . . O3 O 0.8460(2) 1.37371(17) 0.48673(15) 0.0278(6) Uani 1 1 d . . . H91 H 0.8130 1.3608 0.4435 0.029 Uiso 1 1 d . . . O4 O 0.6840(2) 1.28167(16) 0.34879(14) 0.0249(6) Uani 1 1 d . . . H92 H 0.6266 1.2430 0.3386 0.029 Uiso 1 1 d . . . O5 O 0.4583(2) 0.78353(17) -0.19775(15) 0.0281(6) Uani 1 1 d . . . H89 H 0.4747 0.7404 -0.2273 0.029 Uiso 1 1 d . . . O6 O 0.5632(2) 0.66762(16) -0.14983(14) 0.0250(6) Uani 1 1 d . . . O7 O 0.6734(2) 0.77874(16) 0.02665(14) 0.0268(6) Uani 1 1 d . . . O8 O 0.7108(3) 0.60975(19) -0.15759(16) 0.0330(7) Uani 1 1 d . . . O9 O 0.7488(3) 0.75169(19) -0.11802(18) 0.0394(8) Uani 1 1 d . . . O10 O 0.7735(3) 0.83973(18) 0.14723(14) 0.0330(7) Uani 1 1 d . . . O11 O 0.8299(3) 0.8949(2) 0.06656(18) 0.0428(8) Uani 1 1 d . . . O12 O 0.5351(2) 0.86454(18) -0.02215(14) 0.0297(6) Uani 1 1 d . . . H90 H 0.5187 0.8668 -0.0628 0.029 Uiso 1 1 d . . . O13 O 0.5130(3) 1.2748(2) 0.50676(17) 0.0449(9) Uani 1 1 d . . . O14 O 0.4092(3) 1.1335(2) 0.46020(16) 0.0363(7) Uani 1 1 d . . . O15 O 0.8554(3) 1.3794(2) 0.72347(16) 0.0445(8) Uani 1 1 d . . . O16 O 0.6690(4) 1.2897(2) 0.6903(2) 0.0581(11) Uani 1 1 d . . . C1 C 0.7457(3) 1.2392(2) 0.32019(18) 0.0220(7) Uani 1 1 d . . . C2 C 0.7051(3) 1.1590(2) 0.28743(18) 0.0202(7) Uani 1 1 d . . . C3 C 0.7719(3) 1.1183(2) 0.26045(19) 0.0234(8) Uani 1 1 d . . . H1 H 0.7431 1.0635 0.2386 0.028 Uiso 1 1 calc R . . C4 C 0.8803(3) 1.1561(2) 0.2648(2) 0.0242(8) Uani 1 1 d . . . C5 C 0.9181(3) 1.2368(2) 0.2956(2) 0.0244(8) Uani 1 1 d . . . H2 H 0.9906 1.2640 0.2977 0.029 Uiso 1 1 calc R . . C6 C 0.8528(3) 1.2784(2) 0.32321(19) 0.0225(8) Uani 1 1 d . . . C7 C 0.9519(4) 1.1112(3) 0.2324(2) 0.0316(9) Uani 1 1 d . . . C8 C 0.9296(8) 1.0987(6) 0.1583(4) 0.097(3) Uani 1 1 d . . . H3 H 0.8696 1.0500 0.1310 0.116 Uiso 1 1 calc R . . H4 H 0.9955 1.0965 0.1431 0.116 Uiso 1 1 calc R . . H5 H 0.9094 1.1415 0.1535 0.116 Uiso 1 1 calc R . . C9 C 0.9253(5) 1.0332(3) 0.2353(3) 0.0475(13) Uani 1 1 d . . . H6 H 0.9709 1.0379 0.2771 0.057 Uiso 1 1 calc R . . H7 H 0.9397 0.9967 0.1966 0.057 Uiso 1 1 calc R . . H8 H 0.8480 1.0142 0.2342 0.057 Uiso 1 1 calc R . . C10 C 1.0723(5) 1.1550(4) 0.2692(6) 0.108(4) Uani 1 1 d . . . H9 H 1.1035 1.1894 0.2487 0.129 Uiso 1 1 calc R . . H10 H 1.1115 1.1181 0.2659 0.129 Uiso 1 1 calc R . . H11 H 1.0795 1.1856 0.3167 0.129 Uiso 1 1 calc R . . C11 C 0.9943(3) 1.4028(2) 0.4365(2) 0.0231(8) Uani 1 1 d . . . C12 C 0.9547(3) 1.3994(2) 0.49134(19) 0.0211(7) Uani 1 1 d . . . C13 C 1.0301(3) 1.4220(2) 0.55227(19) 0.0232(8) Uani 1 1 d . . . C14 C 1.1422(3) 1.4447(2) 0.5573(2) 0.0239(8) Uani 1 1 d . . . H12 H 1.1923 1.4603 0.5995 0.029 Uiso 1 1 calc R . . C15 C 1.1828(3) 1.4452(2) 0.5028(2) 0.0229(8) Uani 1 1 d . . . C16 C 1.1058(3) 1.4250(2) 0.4425(2) 0.0242(8) Uani 1 1 d . . . H13 H 1.1308 1.4266 0.4046 0.029 Uiso 1 1 calc R . . C17 C 1.3059(3) 1.4679(2) 0.5083(2) 0.0281(8) Uani 1 1 d . . . C18 C 1.3265(4) 1.4311(3) 0.4393(2) 0.0406(11) Uani 1 1 d . . . H14 H 1.3327 1.3804 0.4324 0.049 Uiso 1 1 calc R . . H15 H 1.3945 1.4645 0.4373 0.049 Uiso 1 1 calc R . . H16 H 1.2655 1.4250 0.4039 0.049 Uiso 1 1 calc R . . C19 C 1.3625(4) 1.4399(3) 0.5563(2) 0.0354(10) Uani 1 1 d . . . H17 H 1.3864 1.4802 0.6023 0.042 Uiso 1 1 calc R . . H18 H 1.4261 1.4287 0.5424 0.042 Uiso 1 1 calc R . . H19 H 1.3111 1.3929 0.5547 0.042 Uiso 1 1 calc R . . C20 C 1.3544(3) 1.5560(3) 0.5353(3) 0.0378(11) Uani 1 1 d . . . H20 H 1.3510 1.5714 0.4976 0.045 Uiso 1 1 calc R . . H21 H 1.4307 1.5733 0.5611 0.045 Uiso 1 1 calc R . . H22 H 1.3125 1.5797 0.5646 0.045 Uiso 1 1 calc R . . C21 C 0.8222(3) 1.2737(2) 0.58326(19) 0.0229(8) Uani 1 1 d . . . C22 C 0.7808(3) 1.1927(2) 0.5514(2) 0.0250(8) Uani 1 1 d . . . C23 C 0.8496(4) 1.1540(2) 0.5246(2) 0.0294(9) Uani 1 1 d . . . H23 H 0.8223 1.0992 0.5028 0.035 Uiso 1 1 calc R . . C24 C 0.9565(4) 1.1924(3) 0.5285(2) 0.0302(9) Uani 1 1 d . . . C25 C 0.9961(3) 1.2724(2) 0.5621(2) 0.0275(8) Uani 1 1 d . . . H24 H 1.0700 1.2996 0.5668 0.033 Uiso 1 1 calc R . . C26 C 0.9296(3) 1.3138(2) 0.58914(19) 0.0249(8) Uani 1 1 d . . . C27 C 1.0284(4) 1.1483(3) 0.4946(3) 0.0442(12) Uani 1 1 d . . . C28 C 1.0570(7) 1.1047(5) 0.5414(4) 0.076 Uiso 1 1 d . . . H25 H 1.1245 1.1381 0.5771 0.091 Uiso 1 1 calc R . . H26 H 1.0670 1.0565 0.5139 0.091 Uiso 1 1 calc R . . H27 H 0.9970 1.0930 0.5617 0.091 Uiso 1 1 calc R . . C29 C 0.9675(7) 1.0853(5) 0.4313(4) 0.076 Uiso 1 1 d . . . H28 H 0.9383 1.0384 0.4384 0.091 Uiso 1 1 calc R . . H29 H 1.0156 1.0769 0.4014 0.091 Uiso 1 1 calc R . . H30 H 0.9070 1.0975 0.4107 0.091 Uiso 1 1 calc R . . C30 C 1.1412(6) 1.2003(5) 0.5039(4) 0.076 Uiso 1 1 d . . . H31 H 1.1410 1.2169 0.4670 0.091 Uiso 1 1 calc R . . H32 H 1.1929 1.1721 0.5040 0.091 Uiso 1 1 calc R . . H33 H 1.1632 1.2457 0.5468 0.091 Uiso 1 1 calc R . . C31 C 0.6048(3) 0.9627(2) 0.36275(19) 0.0232(8) Uani 1 1 d . . . C32 C 0.6155(3) 1.0063(2) 0.4312(2) 0.0243(8) Uani 1 1 d . . . H34 H 0.6276 0.9848 0.4629 0.029 Uiso 1 1 calc R . . C33 C 0.6085(3) 1.0805(2) 0.45330(19) 0.0233(8) Uani 1 1 d . . . C34 C 0.5853(3) 1.1098(2) 0.40582(19) 0.0219(7) Uani 1 1 d . . . C35 C 0.5790(3) 1.0700(2) 0.33844(19) 0.0223(7) Uani 1 1 d . . . C36 C 0.5892(3) 0.9972(2) 0.31842(19) 0.0228(8) Uani 1 1 d . . . H35 H 0.5854 0.9697 0.2725 0.027 Uiso 1 1 calc R . . C37 C 0.6165(4) 0.8827(2) 0.3363(2) 0.0282(9) Uani 1 1 d . . . C38 C 0.6199(4) 0.8503(3) 0.3901(2) 0.0369(10) Uani 1 1 d . . . H36 H 0.6958 0.8659 0.4158 0.044 Uiso 1 1 calc R . . H37 H 0.5889 0.7938 0.3683 0.044 Uiso 1 1 calc R . . H38 H 0.5771 0.8705 0.4205 0.044 Uiso 1 1 calc R . . C39 C 0.7238(5) 0.8902(3) 0.3142(3) 0.0447(12) Uani 1 1 d . . . H39 H 0.7087 0.8818 0.2667 0.054 Uiso 1 1 calc R . . H40 H 0.7541 0.8516 0.3201 0.054 Uiso 1 1 calc R . . H41 H 0.7767 0.9421 0.3418 0.054 Uiso 1 1 calc R . . C40 C 0.5198(5) 0.8267(3) 0.2757(3) 0.0465(13) Uani 1 1 d . . . H42 H 0.4606 0.8019 0.2912 0.056 Uiso 1 1 calc R . . H43 H 0.5430 0.7871 0.2452 0.056 Uiso 1 1 calc R . . H44 H 0.4937 0.8552 0.2519 0.056 Uiso 1 1 calc R . . C41 C 0.2111(3) 0.6373(2) -0.2049(2) 0.0264(8) Uani 1 1 d . . . H45 H 0.1764 0.5828 -0.2255 0.032 Uiso 1 1 calc R . . C42 C 0.3082(3) 0.6697(2) -0.21759(19) 0.0230(8) Uani 1 1 d . . . C43 C 0.3610(3) 0.7495(2) -0.18853(19) 0.0236(8) Uani 1 1 d . . . C44 C 0.3120(3) 0.7966(2) -0.14786(19) 0.0246(8) Uani 1 1 d . . . C45 C 0.2149(3) 0.7628(2) -0.1353(2) 0.0276(8) Uani 1 1 d . . . H46 H 0.1828 0.7953 -0.1072 0.033 Uiso 1 1 calc R . . C46 C 0.1633(3) 0.6833(2) -0.1623(2) 0.0280(8) Uani 1 1 d . . . C47 C 0.0567(4) 0.6466(3) -0.1476(3) 0.0412(11) Uani 1 1 d . . . C48 C 0.0425(7) 0.5668(5) -0.1538(4) 0.076 Uiso 1 1 d . . . H47 H 0.0031 0.5299 -0.2001 0.091 Uiso 1 1 calc R . . H48 H 0.0007 0.5561 -0.1230 0.091 Uiso 1 1 calc R . . H49 H 0.1144 0.5617 -0.1423 0.091 Uiso 1 1 calc R . . C49 C -0.0376(7) 0.6162(5) -0.2164(4) 0.076 Uiso 1 1 d . . . H50 H -0.0678 0.6571 -0.2156 0.091 Uiso 1 1 calc R . . H51 H -0.0959 0.5708 -0.2205 0.091 Uiso 1 1 calc R . . H52 H -0.0064 0.6021 -0.2549 0.091 Uiso 1 1 calc R . . C50 C 0.0244(7) 0.6975(5) -0.0980(4) 0.076 Uiso 1 1 d . . . H53 H 0.0563 0.6997 -0.0540 0.091 Uiso 1 1 calc R . . H54 H -0.0555 0.6793 -0.1077 0.091 Uiso 1 1 calc R . . H55 H 0.0497 0.7491 -0.0976 0.091 Uiso 1 1 calc R . . C51 C 0.4879(3) 0.5944(2) -0.1632(2) 0.0237(8) Uani 1 1 d . . . C52 C 0.3980(3) 0.5609(2) -0.21913(19) 0.0229(8) Uani 1 1 d . . . C53 C 0.3255(4) 0.4886(2) -0.2335(2) 0.0274(8) Uani 1 1 d . . . H56 H 0.2645 0.4654 -0.2719 0.033 Uiso 1 1 calc R . . C54 C 0.3392(4) 0.4490(2) -0.1931(2) 0.0274(8) Uani 1 1 d . . . C55 C 0.4257(4) 0.4867(2) -0.1349(2) 0.0283(8) Uani 1 1 d . . . H57 H 0.4348 0.4618 -0.1057 0.034 Uiso 1 1 calc R . . C56 C 0.4996(3) 0.5602(2) -0.11829(19) 0.0240(8) Uani 1 1 d . . . C57 C 0.3049(5) 0.3264(3) -0.1754(3) 0.0469(13) Uani 1 1 d . . . H58 H 0.3426 0.2963 -0.2036 0.056 Uiso 1 1 calc R . . H59 H 0.2460 0.2915 -0.1671 0.056 Uiso 1 1 calc R . . H60 H 0.3569 0.3639 -0.1325 0.056 Uiso 1 1 calc R . . C58 C 0.2569(4) 0.3688(2) -0.2113(2) 0.0358(10) Uani 1 1 d . . . C59 C 0.1540(5) 0.3781(4) -0.1937(5) 0.077(2) Uani 1 1 d . . . H61 H 0.1588 0.3838 -0.1473 0.093 Uiso 1 1 calc R . . H62 H 0.0916 0.3324 -0.2244 0.093 Uiso 1 1 calc R . . H63 H 0.1444 0.4241 -0.1980 0.093 Uiso 1 1 calc R . . C60 C 0.2333(7) 0.3194(3) -0.2871(3) 0.076(2) Uani 1 1 d . . . H64 H 0.1712 0.3265 -0.3117 0.091 Uiso 1 1 calc R . . H65 H 0.2158 0.2648 -0.2952 0.091 Uiso 1 1 calc R . . H66 H 0.2978 0.3355 -0.3026 0.091 Uiso 1 1 calc R . . C61 C 0.5383(3) 0.6614(2) 0.01202(19) 0.0257(8) Uani 1 1 d . . . C62 C 0.5798(3) 0.7420(2) 0.04222(19) 0.0241(8) Uani 1 1 d . . . C63 C 0.5254(4) 0.7840(2) 0.08154(19) 0.0264(8) Uani 1 1 d . . . C64 C 0.4291(3) 0.7437(2) 0.0918(2) 0.0284(8) Uani 1 1 d . . . H67 H 0.3917 0.7723 0.1188 0.034 Uiso 1 1 calc R . . C65 C 0.3865(4) 0.6637(3) 0.0641(2) 0.0299(9) Uani 1 1 d . . . C66 C 0.4430(3) 0.6231(2) 0.0241(2) 0.0276(8) Uani 1 1 d . . . H68 H 0.4159 0.5682 0.0047 0.033 Uiso 1 1 calc R . . C67 C 0.2854(4) 0.6198(3) 0.0796(3) 0.0385(10) Uani 1 1 d . . . C68 C 0.3256(5) 0.5925(4) 0.1327(3) 0.0626(18) Uani 1 1 d . . . H69 H 0.3309 0.5411 0.1103 0.075 Uiso 1 1 calc R . . H70 H 0.2739 0.5901 0.1603 0.075 Uiso 1 1 calc R . . H71 H 0.3976 0.6289 0.1614 0.075 Uiso 1 1 calc R . . C69 C 0.2139(5) 0.5478(4) 0.0177(3) 0.0660(19) Uani 1 1 d . . . H72 H 0.1598 0.5607 -0.0078 0.079 Uiso 1 1 calc R . . H73 H 0.1762 0.5083 0.0317 0.079 Uiso 1 1 calc R . . H74 H 0.2595 0.5279 -0.0106 0.079 Uiso 1 1 calc R . . C70 C 0.2214(7) 0.6714(4) 0.1086(5) 0.091(3) Uani 1 1 d . . . H75 H 0.2489 0.6961 0.1578 0.109 Uiso 1 1 calc R . . H76 H 0.1439 0.6405 0.0959 0.109 Uiso 1 1 calc R . . H77 H 0.2299 0.7113 0.0910 0.109 Uiso 1 1 calc R . . C71 C 0.4652(3) 0.8956(2) 0.0073(2) 0.0241(8) Uani 1 1 d . . . C72 C 0.4697(3) 0.9067(2) 0.0743(2) 0.0265(8) Uani 1 1 d . . . C73 C 0.3966(4) 0.9368(2) 0.1059(2) 0.0290(9) Uani 1 1 d . . . H78 H 0.3994 0.9425 0.1508 0.035 Uiso 1 1 calc R . . C74 C 0.3201(3) 0.9586(2) 0.0735(2) 0.0304(9) Uani 1 1 d . . . C75 C 0.3177(3) 0.9484(2) 0.0073(2) 0.0298(9) Uani 1 1 d . . . H79 H 0.2672 0.9637 -0.0159 0.036 Uiso 1 1 calc R . . C76 C 0.3875(3) 0.9162(2) -0.0256(2) 0.0262(8) Uani 1 1 d . . . C77 C 0.2387(4) 0.9925(3) 0.1063(3) 0.0390(11) Uani 1 1 d . . . C78 C 0.2403(5) 0.9854(4) 0.1731(3) 0.0647(18) Uani 1 1 d . . . H80 H 0.1865 0.9361 0.1652 0.078 Uiso 1 1 calc R . . H81 H 0.2220 1.0280 0.2035 0.078 Uiso 1 1 calc R . . H82 H 0.3133 0.9876 0.1935 0.078 Uiso 1 1 calc R . . C79 C 0.2697(5) 1.0772(3) 0.1179(4) 0.073(2) Uani 1 1 d . . . H83 H 0.3209 1.1093 0.1625 0.087 Uiso 1 1 calc R . . H84 H 0.2038 1.0919 0.1154 0.087 Uiso 1 1 calc R . . H85 H 0.3044 1.0849 0.0834 0.087 Uiso 1 1 calc R . . C80 C 0.1227(4) 0.9487(4) 0.0605(3) 0.0540(15) Uani 1 1 d . . . H86 H 0.1073 0.9734 0.0303 0.065 Uiso 1 1 calc R . . H87 H 0.0705 0.9495 0.0880 0.065 Uiso 1 1 calc R . . H88 H 0.1160 0.8951 0.0338 0.065 Uiso 1 1 calc R . . C81 C 0.3951(4) 1.2066(3) 0.3830(2) 0.0336(9) Uani 1 1 d . . . C82 C 0.6947(5) 1.4215(3) 0.6795(3) 0.0516(14) Uani 1 1 d . . . C83 C 0.8683(4) 0.7695(3) 0.0614(2) 0.0380(10) Uani 1 1 d . . . C84 C 0.6656(4) 0.6633(3) -0.2460(3) 0.0401(11) Uani 1 1 d . . . C85 C 1.1008(10) 1.8968(7) 0.2845(6) 0.032(3) Uiso 0.35 1 d P . . C86 C 1.1106(11) 1.8769(8) 0.3226(7) 0.037(3) Uiso 0.35 1 d P . . 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 Cl1 0.089(2) 0.087(2) 0.144(3) 0.057(2) 0.015(2) 0.0201(18) Cl2 0.162(4) 0.127(3) 0.125(3) 0.034(3) 0.049(3) 0.080(3) Cl3 0.081(2) 0.088(2) 0.118(3) 0.0361(19) 0.0058(18) 0.0363(17) S1 0.0274(5) 0.0218(5) 0.0233(5) 0.0024(4) 0.0076(4) 0.0038(4) S2 0.0243(5) 0.0184(5) 0.0277(5) 0.0080(4) -0.0012(4) 0.0054(4) S3 0.0206(4) 0.0230(5) 0.0228(4) 0.0101(4) 0.0037(4) 0.0043(4) S4 0.0259(5) 0.0248(5) 0.0204(5) 0.0058(4) 0.0076(4) 0.0047(4) S5 0.0365(6) 0.0237(5) 0.0238(5) 0.0068(4) 0.0132(4) 0.0091(4) S6 0.0295(5) 0.0329(6) 0.0259(5) 0.0086(4) 0.0086(4) 0.0144(4) S7 0.0447(6) 0.0200(5) 0.0252(5) 0.0088(4) 0.0077(4) 0.0102(4) S8 0.0294(5) 0.0241(5) 0.0228(5) 0.0101(4) 0.0078(4) 0.0134(4) S9 0.0293(5) 0.0231(5) 0.0215(5) 0.0042(4) 0.0025(4) 0.0105(4) S10 0.0354(5) 0.0208(5) 0.0228(5) 0.0036(4) 0.0025(4) 0.0096(4) S11 0.0263(5) 0.0300(5) 0.0293(5) 0.0134(4) 0.0088(4) 0.0112(4) S12 0.0300(5) 0.0253(5) 0.0266(5) 0.0086(4) 0.0045(4) 0.0030(4) F1 0.0351(14) 0.0465(17) 0.0325(14) 0.0079(12) 0.0035(11) 0.0120(12) F2 0.0386(15) 0.0467(17) 0.0561(18) 0.0316(14) 0.0140(13) 0.0194(13) F3 0.0364(15) 0.062(2) 0.0545(18) 0.0245(15) 0.0163(13) 0.0319(15) F4 0.113(4) 0.125(4) 0.062(2) -0.024(3) -0.019(2) 0.097(3) F5 0.102(3) 0.062(2) 0.0402(17) 0.0073(16) 0.0269(18) 0.053(2) F6 0.154(5) 0.058(2) 0.106(3) 0.055(2) 0.070(3) 0.063(3) F7 0.0456(17) 0.074(2) 0.0553(18) 0.0465(17) 0.0200(14) 0.0278(16) F8 0.0439(16) 0.067(2) 0.0305(14) 0.0115(14) 0.0135(12) 0.0245(15) F9 0.0387(16) 0.098(3) 0.0539(19) 0.0442(19) 0.0260(14) 0.0309(17) F10 0.0436(16) 0.0355(15) 0.0497(17) 0.0154(13) 0.0064(13) 0.0154(13) F11 0.0512(19) 0.087(3) 0.0424(17) 0.0249(17) 0.0243(15) 0.0345(18) F12 0.0293(15) 0.065(2) 0.0549(19) 0.0212(16) -0.0004(13) 0.0091(14) O1 0.0245(14) 0.0214(14) 0.0280(14) 0.0070(11) 0.0084(11) 0.0098(11) O2 0.0264(14) 0.0283(15) 0.0206(13) 0.0078(11) 0.0094(11) 0.0104(12) O3 0.0176(13) 0.0303(15) 0.0303(15) 0.0085(12) 0.0038(11) 0.0069(11) O4 0.0234(13) 0.0206(14) 0.0290(14) 0.0068(11) 0.0076(11) 0.0092(11) O5 0.0252(14) 0.0251(15) 0.0339(15) 0.0128(12) 0.0087(12) 0.0067(12) O6 0.0252(14) 0.0225(14) 0.0285(14) 0.0099(11) 0.0079(11) 0.0103(11) O7 0.0298(15) 0.0240(14) 0.0224(13) 0.0074(11) 0.0052(11) 0.0063(12) O8 0.0327(16) 0.0369(17) 0.0385(17) 0.0176(14) 0.0153(13) 0.0201(14) O9 0.0326(17) 0.0338(18) 0.0476(19) 0.0173(15) 0.0088(15) 0.0049(14) O10 0.0356(16) 0.0313(16) 0.0235(14) 0.0073(12) 0.0032(12) 0.0061(13) O11 0.0444(19) 0.0323(18) 0.0429(19) 0.0177(15) 0.0063(15) -0.0016(15) O12 0.0351(16) 0.0337(16) 0.0256(14) 0.0111(12) 0.0134(12) 0.0187(13) O13 0.046(2) 0.043(2) 0.0337(17) -0.0015(15) 0.0076(15) 0.0225(17) O14 0.0294(16) 0.048(2) 0.0380(17) 0.0227(15) 0.0128(13) 0.0134(14) O15 0.047(2) 0.054(2) 0.0236(15) 0.0073(15) 0.0066(14) 0.0171(17) O16 0.080(3) 0.040(2) 0.046(2) 0.0155(17) 0.035(2) -0.001(2) C1 0.0226(18) 0.0239(19) 0.0186(17) 0.0081(15) 0.0034(14) 0.0087(15) C2 0.0197(17) 0.0206(18) 0.0196(17) 0.0085(14) 0.0032(14) 0.0063(14) C3 0.0262(19) 0.0198(18) 0.0254(19) 0.0105(15) 0.0054(15) 0.0088(15) C4 0.0240(19) 0.0212(19) 0.0280(19) 0.0101(16) 0.0056(15) 0.0095(15) C5 0.0207(18) 0.0233(19) 0.0272(19) 0.0103(16) 0.0038(15) 0.0056(15) C6 0.0225(18) 0.0180(18) 0.0238(18) 0.0072(15) 0.0021(15) 0.0058(15) C7 0.031(2) 0.027(2) 0.041(2) 0.0130(19) 0.0137(19) 0.0158(18) C8 0.169(9) 0.154(8) 0.085(5) 0.092(6) 0.097(6) 0.146(8) C9 0.058(3) 0.035(3) 0.062(3) 0.019(2) 0.030(3) 0.029(2) C10 0.025(3) 0.035(3) 0.205(10) -0.012(5) 0.021(4) 0.012(2) C11 0.0223(18) 0.0156(17) 0.0254(19) 0.0040(15) 0.0013(15) 0.0057(14) C12 0.0144(16) 0.0168(17) 0.0267(19) 0.0043(15) 0.0037(14) 0.0039(14) C13 0.0216(18) 0.0178(18) 0.0228(18) 0.0031(15) 0.0046(15) 0.0032(14) C14 0.0195(18) 0.0204(19) 0.0241(18) 0.0028(15) 0.0017(15) 0.0057(15) C15 0.0200(18) 0.0184(18) 0.0270(19) 0.0067(15) 0.0038(15) 0.0063(14) C16 0.0245(19) 0.0199(18) 0.0269(19) 0.0078(15) 0.0077(15) 0.0075(15) C17 0.0205(19) 0.030(2) 0.032(2) 0.0094(17) 0.0069(16) 0.0089(16) C18 0.030(2) 0.052(3) 0.039(3) 0.013(2) 0.011(2) 0.019(2) C19 0.025(2) 0.043(3) 0.043(3) 0.020(2) 0.0070(18) 0.0153(19) C20 0.0179(19) 0.032(2) 0.060(3) 0.015(2) 0.0094(19) 0.0071(17) C21 0.0264(19) 0.0238(19) 0.0197(17) 0.0085(15) 0.0068(15) 0.0104(16) C22 0.0258(19) 0.025(2) 0.0234(18) 0.0104(16) 0.0068(15) 0.0074(16) C23 0.031(2) 0.0209(19) 0.030(2) 0.0048(16) 0.0065(17) 0.0076(17) C24 0.029(2) 0.032(2) 0.031(2) 0.0118(18) 0.0101(17) 0.0135(18) C25 0.0233(19) 0.029(2) 0.027(2) 0.0084(17) 0.0046(16) 0.0085(16) C26 0.0256(19) 0.024(2) 0.0192(18) 0.0043(15) 0.0029(15) 0.0081(16) C27 0.033(2) 0.032(2) 0.063(3) 0.008(2) 0.019(2) 0.015(2) C31 0.0237(18) 0.0211(19) 0.0226(18) 0.0081(15) 0.0068(15) 0.0050(15) C32 0.0265(19) 0.0210(19) 0.0235(19) 0.0076(15) 0.0077(15) 0.0063(15) C33 0.0214(18) 0.0213(19) 0.0212(18) 0.0050(15) 0.0067(15) 0.0023(15) C34 0.0186(17) 0.0188(18) 0.0251(19) 0.0054(15) 0.0063(14) 0.0059(14) C35 0.0204(17) 0.0240(19) 0.0205(18) 0.0088(15) 0.0048(14) 0.0052(15) C36 0.0213(18) 0.0194(18) 0.0223(18) 0.0057(15) 0.0062(14) 0.0023(14) C37 0.041(2) 0.022(2) 0.0241(19) 0.0101(16) 0.0134(18) 0.0113(17) C38 0.051(3) 0.035(2) 0.034(2) 0.018(2) 0.015(2) 0.022(2) C39 0.059(3) 0.029(2) 0.059(3) 0.020(2) 0.035(3) 0.023(2) C40 0.071(4) 0.015(2) 0.038(3) 0.0094(19) -0.001(2) 0.001(2) C41 0.028(2) 0.0207(19) 0.031(2) 0.0119(16) 0.0065(16) 0.0079(16) C42 0.0254(19) 0.0235(19) 0.0230(18) 0.0096(15) 0.0072(15) 0.0124(16) C43 0.0223(18) 0.026(2) 0.0238(18) 0.0130(16) 0.0021(15) 0.0085(15) C44 0.031(2) 0.0191(18) 0.0221(18) 0.0067(15) 0.0016(16) 0.0108(16) C45 0.032(2) 0.029(2) 0.0255(19) 0.0110(17) 0.0087(16) 0.0149(17) C46 0.028(2) 0.029(2) 0.031(2) 0.0147(17) 0.0106(17) 0.0115(17) C47 0.039(3) 0.038(3) 0.060(3) 0.026(2) 0.030(2) 0.017(2) C51 0.028(2) 0.0174(18) 0.0263(19) 0.0063(15) 0.0105(16) 0.0113(15) C52 0.029(2) 0.0210(18) 0.0209(18) 0.0068(15) 0.0074(15) 0.0139(16) C53 0.033(2) 0.0206(19) 0.0239(19) 0.0041(15) 0.0034(16) 0.0102(16) C54 0.035(2) 0.0204(19) 0.0259(19) 0.0078(16) 0.0068(17) 0.0101(17) C55 0.037(2) 0.024(2) 0.0238(19) 0.0084(16) 0.0081(17) 0.0123(17) C56 0.030(2) 0.0183(18) 0.0220(18) 0.0053(15) 0.0032(15) 0.0115(16) C57 0.054(3) 0.029(2) 0.049(3) 0.019(2) -0.001(2) 0.003(2) C58 0.044(3) 0.020(2) 0.033(2) 0.0087(18) -0.0011(19) 0.0038(19) C59 0.046(3) 0.035(3) 0.142(7) 0.032(4) 0.030(4) 0.005(3) C60 0.131(7) 0.023(3) 0.038(3) 0.010(2) -0.016(3) -0.005(3) C61 0.029(2) 0.024(2) 0.0214(18) 0.0074(16) 0.0049(16) 0.0077(16) C62 0.0254(19) 0.0229(19) 0.0203(18) 0.0072(15) 0.0037(15) 0.0060(16) C63 0.035(2) 0.0218(19) 0.0177(17) 0.0050(15) 0.0031(16) 0.0097(17) C64 0.032(2) 0.028(2) 0.0237(19) 0.0074(16) 0.0073(16) 0.0127(17) C65 0.028(2) 0.030(2) 0.028(2) 0.0101(17) 0.0066(17) 0.0073(17) C66 0.029(2) 0.0210(19) 0.027(2) 0.0073(16) 0.0014(16) 0.0051(16) C67 0.034(2) 0.035(2) 0.043(3) 0.013(2) 0.014(2) 0.007(2) C68 0.054(3) 0.075(4) 0.051(3) 0.035(3) 0.013(3) -0.004(3) C69 0.038(3) 0.075(4) 0.048(3) 0.013(3) 0.005(3) -0.019(3) C70 0.072(5) 0.065(4) 0.163(9) 0.051(5) 0.080(6) 0.033(4) C71 0.0263(19) 0.0166(18) 0.0255(19) 0.0062(15) 0.0071(15) 0.0046(15) C72 0.030(2) 0.0196(19) 0.0232(19) 0.0052(15) 0.0050(16) 0.0050(16) C73 0.033(2) 0.022(2) 0.0246(19) 0.0037(16) 0.0105(17) 0.0037(17) C74 0.026(2) 0.023(2) 0.035(2) 0.0036(17) 0.0128(17) 0.0073(16) C75 0.028(2) 0.0198(19) 0.035(2) 0.0046(17) 0.0058(17) 0.0078(16) C76 0.032(2) 0.0163(18) 0.0254(19) 0.0047(15) 0.0072(16) 0.0067(16) C77 0.027(2) 0.033(2) 0.046(3) 0.001(2) 0.015(2) 0.0108(19) C78 0.054(3) 0.087(5) 0.054(3) 0.014(3) 0.036(3) 0.036(3) C79 0.054(4) 0.034(3) 0.119(6) 0.005(3) 0.051(4) 0.019(3) C80 0.035(3) 0.053(3) 0.062(4) 0.010(3) 0.020(3) 0.013(2) C81 0.034(2) 0.036(2) 0.033(2) 0.0148(19) 0.0098(18) 0.0149(19) C82 0.067(4) 0.051(3) 0.037(3) 0.006(2) 0.016(3) 0.036(3) C83 0.029(2) 0.047(3) 0.032(2) 0.013(2) 0.0067(18) 0.008(2) C84 0.031(2) 0.060(3) 0.045(3) 0.032(3) 0.019(2) 0.020(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 Cl1 C86 1.739(15) . ? Cl1 C85 1.905(14) . ? Cl2 C86 1.702(14) . ? Cl2 C85 1.899(14) . ? Cl3 C85 1.332(13) . ? Cl3 C86 1.701(14) . ? S1 C13 1.784(4) . ? S1 C26 1.786(4) . ? S2 C11 1.777(4) . ? S2 C6 1.785(4) . ? S3 C35 1.780(4) . ? S3 C2 1.793(4) . ? S4 C33 1.787(4) . ? S4 C22 1.789(4) . ? S5 O16 1.400(4) . ? S5 O15 1.413(4) . ? S5 O2 1.579(3) . ? S5 C82 1.832(6) . ? S6 O13 1.413(3) . ? S6 O14 1.415(3) . ? S6 O1 1.586(3) . ? S6 C81 1.835(5) . ? S7 C76 1.778(4) . ? S7 C44 1.793(4) . ? S8 C42 1.780(4) . ? S8 C52 1.781(4) . ? S9 C56 1.787(4) . ? S9 C61 1.789(4) . ? S10 C72 1.778(4) . ? S10 C63 1.788(4) . ? S11 O9 1.409(3) . ? S11 O8 1.413(3) . ? S11 O6 1.589(3) . ? S11 C84 1.836(5) . ? S12 O11 1.414(3) . ? S12 O10 1.422(3) . ? S12 O7 1.572(3) . ? S12 C83 1.836(5) . ? F1 C81 1.317(5) . ? F2 C81 1.331(5) . ? F3 C81 1.326(5) . ? F4 C82 1.272(7) . ? F5 C82 1.318(6) . ? F6 C82 1.328(8) . ? F7 C84 1.337(6) . ? F8 C84 1.331(6) . ? F9 C84 1.322(5) . ? F10 C83 1.312(6) . ? F11 C83 1.316(6) . ? F12 C83 1.327(5) . ? O1 C34 1.426(5) . ? O2 C21 1.409(5) . ? O3 C12 1.362(4) . ? O4 C1 1.368(5) . ? O5 C43 1.363(5) . ? O6 C51 1.420(5) . ? O7 C62 1.414(5) . ? O12 C71 1.349(5) . ? C1 C2 1.392(5) . ? C1 C6 1.399(5) . ? C2 C3 1.393(5) . ? C3 C4 1.397(6) . ? C4 C5 1.397(6) . ? C4 C7 1.532(5) . ? C5 C6 1.392(6) . ? C7 C9 1.509(7) . ? C7 C10 1.524(8) . ? C7 C8 1.534(8) . ? C11 C16 1.387(6) . ? C11 C12 1.401(6) . ? C12 C13 1.392(5) . ? C13 C14 1.399(5) . ? C14 C15 1.387(6) . ? C15 C16 1.402(6) . ? C15 C17 1.536(5) . ? C17 C20 1.532(6) . ? C17 C18 1.535(6) . ? C17 C19 1.537(6) . ? C21 C26 1.389(6) . ? C21 C22 1.404(6) . ? C22 C23 1.390(6) . ? C23 C24 1.386(6) . ? C24 C25 1.390(6) . ? C24 C27 1.539(6) . ? C25 C26 1.399(6) . ? C27 C29 1.433(9) . ? C27 C30 1.504(9) . ? C27 C28 1.620(10) . ? C31 C36 1.392(6) . ? C31 C32 1.410(5) . ? C31 C37 1.529(6) . ? C32 C33 1.395(6) . ? C33 C34 1.395(6) . ? C34 C35 1.389(5) . ? C35 C36 1.389(6) . ? C37 C40 1.530(7) . ? C37 C38 1.532(6) . ? C37 C39 1.547(6) . ? C41 C42 1.388(6) . ? C41 C46 1.398(6) . ? C42 C43 1.395(6) . ? C43 C44 1.399(6) . ? C44 C45 1.396(6) . ? C45 C46 1.389(6) . ? C46 C47 1.539(6) . ? C47 C50 1.397(9) . ? C47 C48 1.485(9) . ? C47 C49 1.615(10) . ? C51 C56 1.391(6) . ? C51 C52 1.392(6) . ? C52 C53 1.387(6) . ? C53 C54 1.394(6) . ? C54 C55 1.395(6) . ? C54 C58 1.537(6) . ? C55 C56 1.400(6) . ? C57 C58 1.518(7) . ? C58 C59 1.496(8) . ? C58 C60 1.539(7) . ? C61 C62 1.395(6) . ? C61 C66 1.402(6) . ? C62 C63 1.386(6) . ? C63 C64 1.407(6) . ? C64 C65 1.384(6) . ? C65 C66 1.400(6) . ? C65 C67 1.543(6) . ? C67 C70 1.511(8) . ? C67 C69 1.519(7) . ? C67 C68 1.531(8) . ? C71 C76 1.389(6) . ? C71 C72 1.405(6) . ? C72 C73 1.397(6) . ? C73 C74 1.388(6) . ? C74 C75 1.396(6) . ? C74 C77 1.536(6) . ? C75 C76 1.392(6) . ? C77 C79 1.523(8) . ? C77 C78 1.525(8) . ? C77 C80 1.527(7) . ? C85 C86 1.048(18) . ? 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 C86 Cl1 C85 33.0(6) . . ? C86 Cl2 C85 33.3(6) . . ? C85 Cl3 C86 38.0(7) . . ? C13 S1 C26 95.99(18) . . ? C11 S2 C6 101.51(18) . . ? C35 S3 C2 100.36(17) . . ? C33 S4 C22 97.63(18) . . ? O16 S5 O15 120.7(3) . . ? O16 S5 O2 110.4(2) . . ? O15 S5 O2 111.45(18) . . ? O16 S5 C82 107.9(3) . . ? O15 S5 C82 107.8(3) . . ? O2 S5 C82 95.6(2) . . ? O13 S6 O14 124.1(2) . . ? O13 S6 O1 107.06(19) . . ? O14 S6 O1 111.75(18) . . ? O13 S6 C81 105.2(2) . . ? O14 S6 C81 105.8(2) . . ? O1 S6 C81 99.99(18) . . ? C76 S7 C44 98.13(18) . . ? C42 S8 C52 97.88(18) . . ? C56 S9 C61 99.54(19) . . ? C72 S10 C63 100.50(19) . . ? O9 S11 O8 124.1(2) . . ? O9 S11 O6 106.25(18) . . ? O8 S11 O6 111.43(17) . . ? O9 S11 C84 106.2(2) . . ? O8 S11 C84 104.8(2) . . ? O6 S11 C84 101.82(18) . . ? O11 S12 O10 123.5(2) . . ? O11 S12 O7 107.77(19) . . ? O10 S12 O7 111.32(17) . . ? O11 S12 C83 105.9(2) . . ? O10 S12 C83 105.1(2) . . ? O7 S12 C83 100.71(19) . . ? C34 O1 S6 119.9(2) . . ? C21 O2 S5 118.8(2) . . ? C51 O6 S11 119.7(2) . . ? C62 O7 S12 122.2(2) . . ? O4 C1 C2 122.4(3) . . ? O4 C1 C6 118.5(3) . . ? C2 C1 C6 119.1(3) . . ? C1 C2 C3 120.3(3) . . ? C1 C2 S3 118.3(3) . . ? C3 C2 S3 121.4(3) . . ? C2 C3 C4 121.6(4) . . ? C5 C4 C3 117.2(4) . . ? C5 C4 C7 121.3(4) . . ? C3 C4 C7 121.3(4) . . ? C6 C5 C4 122.0(4) . . ? C5 C6 C1 119.8(4) . . ? C5 C6 S2 121.0(3) . . ? C1 C6 S2 119.2(3) . . ? C9 C7 C10 107.0(5) . . ? C9 C7 C4 111.7(4) . . ? C10 C7 C4 110.7(4) . . ? C9 C7 C8 108.4(5) . . ? C10 C7 C8 111.2(7) . . ? C4 C7 C8 108.0(4) . . ? C16 C11 C12 120.4(4) . . ? C16 C11 S2 119.6(3) . . ? C12 C11 S2 119.9(3) . . ? O3 C12 C13 119.2(3) . . ? O3 C12 C11 122.5(3) . . ? C13 C12 C11 118.3(3) . . ? C12 C13 C14 120.3(4) . . ? C12 C13 S1 119.3(3) . . ? C14 C13 S1 120.3(3) . . ? C15 C14 C13 122.2(4) . . ? C14 C15 C16 116.7(4) . . ? C14 C15 C17 121.8(4) . . ? C16 C15 C17 121.5(4) . . ? C11 C16 C15 122.0(4) . . ? C20 C17 C18 109.3(4) . . ? C20 C17 C15 108.8(3) . . ? C18 C17 C15 110.7(3) . . ? C20 C17 C19 109.6(4) . . ? C18 C17 C19 108.2(4) . . ? C15 C17 C19 110.2(3) . . ? C26 C21 C22 120.9(4) . . ? C26 C21 O2 120.3(3) . . ? C22 C21 O2 118.6(3) . . ? C23 C22 C21 118.0(4) . . ? C23 C22 S4 120.4(3) . . ? C21 C22 S4 121.5(3) . . ? C24 C23 C22 122.6(4) . . ? C23 C24 C25 118.0(4) . . ? C23 C24 C27 121.3(4) . . ? C25 C24 C27 120.6(4) . . ? C24 C25 C26 121.4(4) . . ? C21 C26 C25 119.0(4) . . ? C21 C26 S1 122.4(3) . . ? C25 C26 S1 118.3(3) . . ? C29 C27 C30 121.5(6) . . ? C29 C27 C24 112.2(5) . . ? C30 C27 C24 113.2(5) . . ? C29 C27 C28 102.6(5) . . ? C30 C27 C28 100.2(5) . . ? C24 C27 C28 104.0(5) . . ? C36 C31 C32 117.4(4) . . ? C36 C31 C37 119.2(3) . . ? C32 C31 C37 123.3(4) . . ? C33 C32 C31 121.2(4) . . ? C32 C33 C34 118.7(4) . . ? C32 C33 S4 120.5(3) . . ? C34 C33 S4 120.5(3) . . ? C35 C34 C33 121.6(4) . . ? C35 C34 O1 118.9(3) . . ? C33 C34 O1 119.4(3) . . ? C36 C35 C34 118.0(4) . . ? C36 C35 S3 119.4(3) . . ? C34 C35 S3 122.6(3) . . ? C35 C36 C31 122.8(4) . . ? C31 C37 C40 109.7(4) . . ? C31 C37 C38 111.7(3) . . ? C40 C37 C38 108.4(4) . . ? C31 C37 C39 107.8(3) . . ? C40 C37 C39 109.4(4) . . ? C38 C37 C39 109.8(4) . . ? C42 C41 C46 121.3(4) . . ? C41 C42 C43 120.9(4) . . ? C41 C42 S8 120.4(3) . . ? C43 C42 S8 118.7(3) . . ? O5 C43 C42 122.8(4) . . ? O5 C43 C44 118.6(4) . . ? C42 C43 C44 118.5(4) . . ? C45 C44 C43 119.6(4) . . ? C45 C44 S7 121.7(3) . . ? C43 C44 S7 118.7(3) . . ? C46 C45 C44 122.4(4) . . ? C45 C46 C41 117.2(4) . . ? C45 C46 C47 121.9(4) . . ? C41 C46 C47 120.8(4) . . ? C50 C47 C48 121.4(6) . . ? C50 C47 C46 115.4(5) . . ? C48 C47 C46 112.5(5) . . ? C50 C47 C49 105.5(5) . . ? C48 C47 C49 92.2(5) . . ? C46 C47 C49 105.3(5) . . ? C56 C51 C52 121.1(4) . . ? C56 C51 O6 120.4(3) . . ? C52 C51 O6 118.4(3) . . ? C53 C52 C51 118.8(4) . . ? C53 C52 S8 118.8(3) . . ? C51 C52 S8 122.4(3) . . ? C52 C53 C54 122.0(4) . . ? C53 C54 C55 117.5(4) . . ? C53 C54 C58 120.1(4) . . ? C55 C54 C58 122.3(4) . . ? C54 C55 C56 122.0(4) . . ? C51 C56 C55 118.2(4) . . ? C51 C56 S9 122.1(3) . . ? C55 C56 S9 119.7(3) . . ? C59 C58 C57 111.4(5) . . ? C59 C58 C54 108.9(4) . . ? C57 C58 C54 110.9(4) . . ? C59 C58 C60 110.4(6) . . ? C57 C58 C60 106.1(4) . . ? C54 C58 C60 109.1(4) . . ? C62 C61 C66 119.1(4) . . ? C62 C61 S9 121.0(3) . . ? C66 C61 S9 119.9(3) . . ? C63 C62 C61 120.7(4) . . ? C63 C62 O7 121.5(4) . . ? C61 C62 O7 117.6(3) . . ? C62 C63 C64 118.6(4) . . ? C62 C63 S10 122.1(3) . . ? C64 C63 S10 119.3(3) . . ? C65 C64 C63 122.6(4) . . ? C64 C65 C66 117.4(4) . . ? C64 C65 C67 122.3(4) . . ? C66 C65 C67 120.2(4) . . ? C65 C66 C61 121.6(4) . . ? C70 C67 C69 111.7(6) . . ? C70 C67 C68 107.5(6) . . ? C69 C67 C68 106.8(5) . . ? C70 C67 C65 111.7(4) . . ? C69 C67 C65 111.1(4) . . ? C68 C67 C65 107.9(4) . . ? O12 C71 C76 123.4(4) . . ? O12 C71 C72 118.6(4) . . ? C76 C71 C72 118.1(4) . . ? C73 C72 C71 120.2(4) . . ? C73 C72 S10 120.5(3) . . ? C71 C72 S10 119.2(3) . . ? C74 C73 C72 121.9(4) . . ? C73 C74 C75 117.3(4) . . ? C73 C74 C77 123.7(4) . . ? C75 C74 C77 119.0(4) . . ? C76 C75 C74 121.5(4) . . ? C71 C76 C75 121.0(4) . . ? C71 C76 S7 118.2(3) . . ? C75 C76 S7 120.8(3) . . ? C79 C77 C78 109.8(5) . . ? C79 C77 C80 109.4(5) . . ? C78 C77 C80 107.8(5) . . ? C79 C77 C74 108.7(4) . . ? C78 C77 C74 110.8(4) . . ? C80 C77 C74 110.2(4) . . ? F1 C81 F3 109.3(4) . . ? F1 C81 F2 109.6(4) . . ? F3 C81 F2 109.1(4) . . ? F1 C81 S6 111.1(3) . . ? F3 C81 S6 107.5(3) . . ? F2 C81 S6 110.2(3) . . ? F4 C82 F5 109.2(5) . . ? F4 C82 F6 108.5(6) . . ? F5 C82 F6 109.0(5) . . ? F4 C82 S5 112.3(4) . . ? F5 C82 S5 107.3(4) . . ? F6 C82 S5 110.4(4) . . ? F10 C83 F11 109.4(4) . . ? F10 C83 F12 108.6(4) . . ? F11 C83 F12 108.5(4) . . ? F10 C83 S12 111.1(3) . . ? F11 C83 S12 111.4(4) . . ? F12 C83 S12 107.8(3) . . ? F9 C84 F8 109.0(4) . . ? F9 C84 F7 108.6(4) . . ? F8 C84 F7 108.9(4) . . ? F9 C84 S11 108.2(3) . . ? F8 C84 S11 111.4(3) . . ? F7 C84 S11 110.6(4) . . ? C86 C85 Cl3 90.5(12) . . ? C86 C85 Cl2 63.0(10) . . ? Cl3 C85 Cl2 121.4(9) . . ? C86 C85 Cl1 64.8(10) . . ? Cl3 C85 Cl1 120.7(8) . . ? Cl2 C85 Cl1 95.0(6) . . ? C85 C86 Cl3 51.5(9) . . ? C85 C86 Cl2 83.7(11) . . ? Cl3 C86 Cl2 112.6(8) . . ? C85 C86 Cl1 82.2(11) . . ? Cl3 C86 Cl1 110.6(8) . . ? Cl2 C86 Cl1 109.1(8) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 2.895 _refine_diff_density_min -1.915 _refine_diff_density_rms 0.120 # Attachment 'Compound_2h.cif.cif' data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 687903' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H47 F3 O5 S5' _chemical_formula_weight 837.09 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' F F 0.0171 0.0103 '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 10.9907(13) _cell_length_b 14.3416(11) _cell_length_c 15.5658(8) _cell_angle_alpha 61.816(9) _cell_angle_beta 75.573(13) _cell_angle_gamma 81.851(13) _cell_volume 2093.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 138(2) _cell_measurement_reflns_used 8694 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 30.7 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.332 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9325 _exptl_absorpt_correction_T_max 0.9696 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 138(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 20163 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_sigmaI/netI 0.0721 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 26.50 _reflns_number_total 8573 _reflns_number_gt 7249 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1077P)^2^+2.5511P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8573 _refine_ls_number_parameters 488 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0973 _refine_ls_R_factor_gt 0.0865 _refine_ls_wR_factor_ref 0.2403 _refine_ls_wR_factor_gt 0.2274 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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 0.68523(10) 0.56829(7) 0.48372(7) 0.0334(2) Uani 1 1 d . . . S2 S 0.47550(9) 0.68689(8) 0.78002(7) 0.0322(2) Uani 1 1 d . . . S3 S 0.76983(9) 0.38441(7) 1.02180(7) 0.0315(2) Uani 1 1 d . . . S4 S 0.98781(10) 0.26756(8) 0.72609(8) 0.0353(3) Uani 1 1 d . . . S5 S 0.86568(9) 0.12938(7) 0.96757(8) 0.0344(3) Uani 1 1 d . . . F1 F 0.8209(3) -0.0087(2) 1.1518(2) 0.0587(8) Uani 1 1 d . . . F2 F 0.8526(3) 0.1473(2) 1.12880(19) 0.0501(6) Uani 1 1 d . . . F3 F 0.6762(3) 0.1136(2) 1.1139(2) 0.0589(8) Uani 1 1 d . . . O1 O 0.5383(3) 0.5353(2) 0.6867(2) 0.0368(6) Uani 1 1 d . . . O2 O 0.5970(3) 0.4743(2) 0.8774(2) 0.0401(7) Uani 1 1 d . . . O3 O 0.8144(2) 0.24788(19) 0.9191(2) 0.0311(6) Uani 1 1 d . . . O4 O 0.9982(3) 0.1247(2) 0.9569(2) 0.0381(6) Uani 1 1 d . . . O5 O 0.8001(3) 0.0708(2) 0.9429(2) 0.0456(7) Uani 1 1 d . . . C1 C 0.6015(3) 0.6278(3) 0.6350(3) 0.0292(8) Uani 1 1 d . . . C2 C 0.6805(4) 0.6488(3) 0.5428(3) 0.0296(8) Uani 1 1 d . . . C3 C 0.7456(4) 0.7436(3) 0.4874(3) 0.0313(8) Uani 1 1 d . . . H37 H 0.8011 0.7555 0.4258 0.038 Uiso 1 1 calc R . . C4 C 0.7316(4) 0.8211(3) 0.5196(3) 0.0312(8) Uani 1 1 d . . . C5 C 0.6499(3) 0.7986(3) 0.6112(3) 0.0302(8) Uani 1 1 d . . . H38 H 0.6373 0.8498 0.6352 0.036 Uiso 1 1 calc R . . C6 C 0.5859(3) 0.7036(3) 0.6689(3) 0.0294(8) Uani 1 1 d . . . C7 C 0.7956(4) 0.9284(3) 0.4564(3) 0.0355(9) Uani 1 1 d . . . C8 C 0.8364(4) 0.9645(4) 0.5232(3) 0.0454(10) Uani 1 1 d . . . H7 H 0.7683 1.0068 0.5432 0.054 Uiso 1 1 calc R . . H8 H 0.9113 1.0074 0.4863 0.054 Uiso 1 1 calc R . . H9 H 0.8557 0.9023 0.5826 0.054 Uiso 1 1 calc R . . C9 C 0.9124(4) 0.9227(3) 0.3806(3) 0.0445(10) Uani 1 1 d . . . H4 H 0.9863 0.9027 0.4109 0.053 Uiso 1 1 calc R . . H5 H 0.9248 0.9919 0.3218 0.053 Uiso 1 1 calc R . . H6 H 0.9008 0.8697 0.3607 0.053 Uiso 1 1 calc R . . C10 C 0.7018(4) 1.0093(3) 0.3997(4) 0.0470(11) Uani 1 1 d . . . H1 H 0.7452 1.0745 0.3498 0.056 Uiso 1 1 calc R . . H2 H 0.6350 1.0249 0.4465 0.056 Uiso 1 1 calc R . . H3 H 0.6650 0.9804 0.3663 0.056 Uiso 1 1 calc R . . C11 C 0.6224(3) 0.5416(3) 0.9087(3) 0.0301(8) Uani 1 1 d . . . C12 C 0.5733(3) 0.6457(3) 0.8683(3) 0.0291(8) Uani 1 1 d . . . C13 C 0.5963(4) 0.7155(3) 0.9007(3) 0.0319(8) Uani 1 1 d . . . H39 H 0.5621 0.7856 0.8728 0.038 Uiso 1 1 calc R . . C14 C 0.6681(3) 0.6867(3) 0.9731(3) 0.0305(8) Uani 1 1 d . . . C15 C 0.7181(3) 0.5834(3) 1.0100(3) 0.0303(8) Uani 1 1 d . . . H40 H 0.7679 0.5608 1.0587 0.036 Uiso 1 1 calc R . . C16 C 0.6975(3) 0.5127(3) 0.9781(3) 0.0298(8) Uani 1 1 d . . . C17 C 0.6985(4) 0.7678(3) 1.0010(3) 0.0364(9) Uani 1 1 d . . . C18 C 0.8028(5) 0.8375(4) 0.9173(4) 0.0470(11) Uani 1 1 d . . . H10 H 0.8850 0.8065 0.9322 0.056 Uiso 1 1 calc R . . H11 H 0.7936 0.9087 0.9125 0.056 Uiso 1 1 calc R . . H12 H 0.7963 0.8417 0.8539 0.056 Uiso 1 1 calc R . . C19 C 0.7461(5) 0.7144(4) 1.0989(4) 0.0473(11) Uani 1 1 d . . . H16 H 0.6746 0.7007 1.1551 0.057 Uiso 1 1 calc R . . H17 H 0.8042 0.7611 1.0977 0.057 Uiso 1 1 calc R . . H18 H 0.7897 0.6473 1.1062 0.057 Uiso 1 1 calc R . . C20 C 0.5832(4) 0.8375(4) 1.0138(4) 0.0454(10) Uani 1 1 d . . . H13 H 0.5799 0.8997 0.9498 0.054 Uiso 1 1 calc R . . H14 H 0.5892 0.8603 1.0628 0.054 Uiso 1 1 calc R . . H15 H 0.5069 0.7970 1.0371 0.054 Uiso 1 1 calc R . . C21 C 0.8958(3) 0.3353(3) 0.8699(3) 0.0278(7) Uani 1 1 d . . . C22 C 0.8799(4) 0.4062(3) 0.9087(3) 0.0289(8) Uani 1 1 d . . . C23 C 0.9482(3) 0.4993(3) 0.8547(3) 0.0285(7) Uani 1 1 d . . . H42 H 0.9398 0.5473 0.8819 0.034 Uiso 1 1 calc R . . C24 C 1.0277(4) 0.5237(3) 0.7627(3) 0.0298(8) Uani 1 1 d . . . C25 C 1.0411(3) 0.4482(3) 0.7269(3) 0.0305(8) Uani 1 1 d . . . H41 H 1.0973 0.4612 0.6654 0.037 Uiso 1 1 calc R . . C26 C 0.9747(3) 0.3556(3) 0.7787(3) 0.0289(8) Uani 1 1 d . . . C27 C 1.0964(4) 0.6277(3) 0.6999(3) 0.0351(9) Uani 1 1 d . . . C28 C 1.0623(4) 0.6830(3) 0.5958(3) 0.0415(10) Uani 1 1 d . . . H19 H 0.9763 0.6659 0.6021 0.050 Uiso 1 1 calc R . . H20 H 1.1207 0.6584 0.5514 0.050 Uiso 1 1 calc R . . H21 H 1.0682 0.7598 0.5682 0.050 Uiso 1 1 calc R . . C29 C 1.0584(5) 0.7030(3) 0.7473(3) 0.0491(11) Uani 1 1 d . . . H22 H 1.1290 0.7479 0.7295 0.059 Uiso 1 1 calc R . . H23 H 1.0356 0.6616 0.8199 0.059 Uiso 1 1 calc R . . H24 H 0.9862 0.7475 0.7227 0.059 Uiso 1 1 calc R . . C30 C 1.2385(4) 0.6052(4) 0.6882(3) 0.0446(10) Uani 1 1 d . . . H25 H 1.2577 0.5352 0.6906 0.054 Uiso 1 1 calc R . . H26 H 1.2668 0.6067 0.7424 0.054 Uiso 1 1 calc R . . H27 H 1.2818 0.6592 0.6241 0.054 Uiso 1 1 calc R . . C31 C 0.7983(4) 0.0939(3) 1.0983(3) 0.0416(10) Uani 1 1 d . . . C32 C 0.8244(4) 0.4125(3) 0.6125(3) 0.0356(9) Uani 1 1 d . . . H44 H 0.8774 0.4665 0.5996 0.043 Uiso 1 1 calc R . . C33 C 0.7189(4) 0.4379(3) 0.5704(3) 0.0327(8) Uani 1 1 d . . . C34 C 0.6436(4) 0.3583(3) 0.5870(3) 0.0333(8) Uani 1 1 d . . . H45 H 0.5726 0.3766 0.5571 0.040 Uiso 1 1 calc R . . C35 C 0.6711(4) 0.2514(3) 0.6473(3) 0.0328(8) Uani 1 1 d . . . C36 C 0.7751(4) 0.2274(3) 0.6909(3) 0.0330(8) Uani 1 1 d . . . H43 H 0.7948 0.1558 0.7331 0.040 Uiso 1 1 calc R . . C37 C 0.8509(4) 0.3079(3) 0.6730(3) 0.0333(8) Uani 1 1 d . . . C38 C 0.5856(4) 0.1657(3) 0.6635(3) 0.0331(8) Uani 1 1 d . . . C39 C 0.4515(4) 0.1845(4) 0.7131(3) 0.0452(10) Uani 1 1 d . . . H34 H 0.4416 0.1459 0.7857 0.054 Uiso 1 1 calc R . . H35 H 0.3911 0.1592 0.6924 0.054 Uiso 1 1 calc R . . H36 H 0.4364 0.2603 0.6927 0.054 Uiso 1 1 calc R . . C40 C 0.5833(4) 0.1740(3) 0.5614(3) 0.0378(9) Uani 1 1 d . . . H28 H 0.5147 0.2226 0.5347 0.045 Uiso 1 1 calc R . . H29 H 0.5703 0.1039 0.5694 0.045 Uiso 1 1 calc R . . H30 H 0.6635 0.2009 0.5153 0.045 Uiso 1 1 calc R . . C41 C 0.6309(5) 0.0554(3) 0.7295(3) 0.0459(11) Uani 1 1 d . . . H31 H 0.6897 0.0273 0.6881 0.055 Uiso 1 1 calc R . . H32 H 0.5589 0.0091 0.7668 0.055 Uiso 1 1 calc R . . H33 H 0.6735 0.0587 0.7763 0.055 Uiso 1 1 calc R . . H46 H 0.5082 0.5319 0.7400 0.066 Uiso 1 1 d . . . H47 H 0.6315 0.4249 0.8992 0.032 Uiso 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 0.0437(6) 0.0277(5) 0.0307(5) -0.0140(4) -0.0090(4) -0.0019(4) S2 0.0297(5) 0.0386(5) 0.0295(5) -0.0166(4) -0.0063(4) -0.0003(4) S3 0.0362(5) 0.0271(5) 0.0284(5) -0.0116(4) -0.0033(4) -0.0022(4) S4 0.0358(5) 0.0380(5) 0.0420(6) -0.0258(5) -0.0114(4) 0.0040(4) S5 0.0379(6) 0.0267(5) 0.0399(6) -0.0150(4) -0.0103(4) -0.0012(4) F1 0.078(2) 0.0336(13) 0.0476(16) -0.0074(12) -0.0068(14) -0.0015(13) F2 0.0622(17) 0.0494(15) 0.0429(14) -0.0239(12) -0.0116(12) -0.0020(13) F3 0.0431(16) 0.0613(17) 0.0610(18) -0.0236(15) 0.0021(13) -0.0069(13) O1 0.0396(16) 0.0352(14) 0.0328(15) -0.0132(12) -0.0018(12) -0.0113(12) O2 0.0449(17) 0.0380(15) 0.0441(17) -0.0226(13) -0.0114(13) -0.0032(13) O3 0.0303(14) 0.0240(12) 0.0404(15) -0.0149(11) -0.0087(11) -0.0014(10) O4 0.0332(15) 0.0338(14) 0.0453(17) -0.0169(13) -0.0101(12) 0.0037(11) O5 0.0544(19) 0.0285(14) 0.061(2) -0.0208(14) -0.0193(15) -0.0066(13) C1 0.0298(19) 0.0286(18) 0.0277(18) -0.0099(15) -0.0062(14) -0.0071(14) C2 0.032(2) 0.0265(17) 0.0313(19) -0.0121(15) -0.0110(15) -0.0013(15) C3 0.0306(19) 0.0298(18) 0.0313(19) -0.0125(15) -0.0041(15) -0.0037(15) C4 0.032(2) 0.0253(17) 0.035(2) -0.0128(15) -0.0068(15) -0.0035(14) C5 0.033(2) 0.0289(18) 0.033(2) -0.0171(16) -0.0083(15) -0.0006(15) C6 0.0296(19) 0.0314(18) 0.0273(18) -0.0123(15) -0.0073(14) -0.0030(15) C7 0.038(2) 0.0312(19) 0.041(2) -0.0185(17) -0.0066(17) -0.0054(16) C8 0.051(3) 0.043(2) 0.049(3) -0.026(2) -0.005(2) -0.014(2) C9 0.046(3) 0.038(2) 0.046(2) -0.019(2) 0.0038(19) -0.0143(19) C10 0.050(3) 0.030(2) 0.052(3) -0.0098(19) -0.010(2) -0.0072(18) C11 0.0294(19) 0.0324(18) 0.0278(18) -0.0137(15) -0.0007(14) -0.0083(15) C12 0.0273(18) 0.0330(18) 0.0269(18) -0.0135(15) -0.0054(14) -0.0014(14) C13 0.034(2) 0.0280(17) 0.0311(19) -0.0110(15) -0.0063(15) -0.0036(15) C14 0.0302(19) 0.0327(18) 0.0298(19) -0.0152(16) -0.0052(15) -0.0028(15) C15 0.0312(19) 0.0320(18) 0.0290(19) -0.0155(15) -0.0057(15) -0.0005(15) C16 0.0307(19) 0.0287(17) 0.0255(18) -0.0092(15) -0.0027(14) -0.0045(14) C17 0.046(2) 0.0315(19) 0.039(2) -0.0192(17) -0.0142(18) 0.0009(17) C18 0.054(3) 0.040(2) 0.056(3) -0.027(2) -0.012(2) -0.009(2) C19 0.059(3) 0.046(2) 0.054(3) -0.031(2) -0.030(2) 0.009(2) C20 0.049(3) 0.049(2) 0.050(3) -0.032(2) -0.018(2) 0.009(2) C21 0.0276(18) 0.0242(16) 0.0327(19) -0.0121(15) -0.0094(14) -0.0018(14) C22 0.0305(19) 0.0273(17) 0.0297(18) -0.0135(15) -0.0076(14) 0.0008(14) C23 0.0289(19) 0.0275(17) 0.0322(19) -0.0156(15) -0.0061(14) -0.0036(14) C24 0.031(2) 0.0290(18) 0.0307(19) -0.0132(15) -0.0087(15) -0.0031(15) C25 0.0274(18) 0.039(2) 0.0277(18) -0.0162(16) -0.0052(14) -0.0038(15) C26 0.0283(19) 0.0314(18) 0.0336(19) -0.0189(16) -0.0101(15) 0.0016(14) C27 0.035(2) 0.039(2) 0.0281(19) -0.0110(16) -0.0064(15) -0.0092(16) C28 0.045(2) 0.040(2) 0.036(2) -0.0124(18) -0.0098(18) -0.0070(18) C29 0.071(3) 0.034(2) 0.040(2) -0.0152(19) 0.000(2) -0.020(2) C30 0.037(2) 0.051(2) 0.038(2) -0.0102(19) -0.0085(18) -0.0114(19) C31 0.042(2) 0.033(2) 0.042(2) -0.0121(18) -0.0055(18) -0.0049(17) C32 0.040(2) 0.0318(19) 0.040(2) -0.0185(17) -0.0078(17) -0.0070(16) C33 0.035(2) 0.0314(18) 0.036(2) -0.0196(16) -0.0038(16) -0.0039(15) C34 0.036(2) 0.0325(19) 0.0312(19) -0.0145(16) -0.0047(15) -0.0055(16) C35 0.039(2) 0.0285(18) 0.0310(19) -0.0138(15) -0.0061(16) -0.0013(15) C36 0.039(2) 0.0291(18) 0.034(2) -0.0159(16) -0.0091(16) -0.0005(15) C37 0.035(2) 0.038(2) 0.035(2) -0.0219(17) -0.0095(16) -0.0003(16) C38 0.039(2) 0.0296(18) 0.0302(19) -0.0113(15) -0.0073(16) -0.0094(16) C39 0.046(3) 0.045(2) 0.042(2) -0.016(2) -0.0043(19) -0.0132(19) C40 0.042(2) 0.038(2) 0.036(2) -0.0169(17) -0.0100(17) -0.0043(17) C41 0.060(3) 0.035(2) 0.042(2) -0.0107(19) -0.018(2) -0.011(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 C33 1.767(4) . ? S1 C2 1.773(4) . ? S2 C6 1.779(4) . ? S2 C12 1.784(4) . ? S3 C16 1.776(4) . ? S3 C22 1.785(4) . ? S4 C26 1.775(4) . ? S4 C37 1.790(4) . ? S5 O5 1.410(3) . ? S5 O4 1.419(3) . ? S5 O3 1.583(3) . ? S5 C31 1.824(5) . ? F1 C31 1.328(5) . ? F2 C31 1.335(5) . ? F3 C31 1.317(5) . ? O1 C1 1.365(4) . ? O2 C11 1.354(5) . ? O3 C21 1.424(4) . ? C1 C6 1.392(5) . ? C1 C2 1.396(5) . ? C2 C3 1.401(5) . ? C3 C4 1.397(5) . ? C4 C5 1.398(5) . ? C4 C7 1.537(5) . ? C5 C6 1.399(5) . ? C7 C10 1.528(6) . ? C7 C8 1.534(6) . ? C7 C9 1.535(6) . ? C11 C16 1.394(5) . ? C11 C12 1.403(5) . ? C12 C13 1.391(5) . ? C13 C14 1.404(5) . ? C14 C15 1.396(5) . ? C14 C17 1.522(5) . ? C15 C16 1.387(5) . ? C17 C20 1.532(6) . ? C17 C18 1.536(6) . ? C17 C19 1.537(6) . ? C21 C22 1.380(5) . ? C21 C26 1.386(5) . ? C22 C23 1.400(5) . ? C23 C24 1.387(5) . ? C24 C25 1.410(5) . ? C24 C27 1.525(5) . ? C25 C26 1.384(5) . ? C27 C30 1.531(6) . ? C27 C29 1.535(6) . ? C27 C28 1.548(6) . ? C32 C37 1.379(5) . ? C32 C33 1.393(6) . ? C33 C34 1.392(5) . ? C34 C35 1.406(5) . ? C35 C36 1.393(5) . ? C35 C38 1.541(5) . ? C36 C37 1.399(5) . ? C38 C41 1.517(5) . ? C38 C39 1.535(6) . ? C38 C40 1.542(5) . ? 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 C33 S1 C2 106.18(18) . . ? C6 S2 C12 102.56(17) . . ? C16 S3 C22 97.16(17) . . ? C26 S4 C37 100.11(18) . . ? O5 S5 O4 124.30(19) . . ? O5 S5 O3 107.14(16) . . ? O4 S5 O3 111.24(16) . . ? O5 S5 C31 105.5(2) . . ? O4 S5 C31 106.50(19) . . ? O3 S5 C31 99.03(17) . . ? C21 O3 S5 122.1(2) . . ? O1 C1 C6 122.3(3) . . ? O1 C1 C2 118.7(3) . . ? C6 C1 C2 118.9(3) . . ? C1 C2 C3 120.1(3) . . ? C1 C2 S1 122.0(3) . . ? C3 C2 S1 117.3(3) . . ? C4 C3 C2 122.2(4) . . ? C3 C4 C5 116.3(3) . . ? C3 C4 C7 122.8(3) . . ? C5 C4 C7 120.9(3) . . ? C4 C5 C6 122.6(3) . . ? C1 C6 C5 119.9(3) . . ? C1 C6 S2 121.0(3) . . ? C5 C6 S2 118.9(3) . . ? C10 C7 C8 109.8(4) . . ? C10 C7 C9 108.5(4) . . ? C8 C7 C9 108.1(4) . . ? C10 C7 C4 108.3(3) . . ? C8 C7 C4 110.6(3) . . ? C9 C7 C4 111.6(3) . . ? O2 C11 C16 122.9(3) . . ? O2 C11 C12 118.8(3) . . ? C16 C11 C12 118.3(3) . . ? C13 C12 C11 119.8(3) . . ? C13 C12 S2 119.9(3) . . ? C11 C12 S2 120.3(3) . . ? C12 C13 C14 122.7(3) . . ? C15 C14 C13 116.2(3) . . ? C15 C14 C17 122.7(3) . . ? C13 C14 C17 120.9(3) . . ? C16 C15 C14 122.2(3) . . ? C15 C16 C11 120.9(3) . . ? C15 C16 S3 120.8(3) . . ? C11 C16 S3 118.3(3) . . ? C14 C17 C20 111.6(3) . . ? C14 C17 C18 108.0(3) . . ? C20 C17 C18 109.4(4) . . ? C14 C17 C19 111.6(3) . . ? C20 C17 C19 107.8(4) . . ? C18 C17 C19 108.4(4) . . ? C22 C21 C26 121.5(3) . . ? C22 C21 O3 117.7(3) . . ? C26 C21 O3 120.1(3) . . ? C21 C22 C23 118.4(3) . . ? C21 C22 S3 121.5(3) . . ? C23 C22 S3 120.0(3) . . ? C24 C23 C22 122.3(3) . . ? C23 C24 C25 116.9(3) . . ? C23 C24 C27 123.0(3) . . ? C25 C24 C27 120.1(3) . . ? C26 C25 C24 122.0(3) . . ? C25 C26 C21 118.8(3) . . ? C25 C26 S4 119.9(3) . . ? C21 C26 S4 121.3(3) . . ? C24 C27 C30 109.4(3) . . ? C24 C27 C29 111.6(3) . . ? C30 C27 C29 109.3(4) . . ? C24 C27 C28 109.0(3) . . ? C30 C27 C28 109.4(3) . . ? C29 C27 C28 108.0(4) . . ? F3 C31 F1 109.3(3) . . ? F3 C31 F2 108.7(4) . . ? F1 C31 F2 108.4(4) . . ? F3 C31 S5 112.0(3) . . ? F1 C31 S5 108.1(3) . . ? F2 C31 S5 110.4(3) . . ? C37 C32 C33 119.1(4) . . ? C34 C33 C32 120.3(4) . . ? C34 C33 S1 117.3(3) . . ? C32 C33 S1 122.1(3) . . ? C33 C34 C35 121.0(4) . . ? C36 C35 C34 118.1(4) . . ? C36 C35 C38 122.6(3) . . ? C34 C35 C38 119.3(3) . . ? C35 C36 C37 120.5(3) . . ? C32 C37 C36 121.1(4) . . ? C32 C37 S4 122.1(3) . . ? C36 C37 S4 116.7(3) . . ? C41 C38 C39 108.7(3) . . ? C41 C38 C35 111.7(3) . . ? C39 C38 C35 109.2(3) . . ? C41 C38 C40 109.5(3) . . ? C39 C38 C40 108.8(3) . . ? C35 C38 C40 108.9(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.904 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.094 # Attachment 'Compound_3.cif' data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 687904' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H50 O2 S4' _chemical_formula_weight 763.10 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 'P 1 21 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 13.5552(9) _cell_length_b 10.8734(6) _cell_length_c 14.9307(10) _cell_angle_alpha 90.00 _cell_angle_beta 111.6530(10) _cell_angle_gamma 90.00 _cell_volume 2045.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 9263 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 30.7 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.239 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 812 _exptl_absorpt_coefficient_mu 0.269 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.8756 _exptl_absorpt_correction_T_max 0.9416 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19278 _diffrn_reflns_av_R_equivalents 0.0165 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9291 _reflns_number_gt 9187 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0637P)^2^+0.8705P] 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 0.95(4) _refine_ls_number_reflns 9291 _refine_ls_number_parameters 470 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1034 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 0.74677(4) 0.56111(4) 0.31355(3) 0.01678(10) Uani 1 1 d . . . S2 S 0.67294(4) 0.58059(4) 0.55241(3) 0.01683(10) Uani 1 1 d . . . S3 S 0.99880(4) 0.25850(5) 0.60173(3) 0.02007(11) Uani 1 1 d . . . S4 S 0.39255(4) 0.28904(5) 0.27529(3) 0.01982(11) Uani 1 1 d . . . O1 O 0.85710(11) 0.47278(13) 0.51729(10) 0.0168(3) Uani 1 1 d . . . O2 O 0.59905(11) 0.41650(14) 0.37981(10) 0.0171(3) Uani 1 1 d . . . C1 C 0.83410(15) 0.43254(19) 0.35270(14) 0.0160(4) Uani 1 1 d . . . C2 C 0.86262(15) 0.36491(19) 0.28621(14) 0.0171(4) Uani 1 1 d . . . H1 H 0.8335 0.3874 0.2201 0.021 Uiso 1 1 calc R . . C3 C 0.93235(15) 0.26570(19) 0.31390(14) 0.0175(4) Uani 1 1 d . . . C4 C 0.97244(15) 0.23269(19) 0.41191(15) 0.0179(4) Uani 1 1 d . . . H2 H 1.0180 0.1635 0.4326 0.022 Uiso 1 1 calc R . . C5 C 0.94611(14) 0.3000(2) 0.47841(14) 0.0170(4) Uani 1 1 d . . . C6 C 0.87850(15) 0.40104(19) 0.44963(14) 0.0158(4) Uani 1 1 d . . . C7 C 0.96911(16) 0.1951(2) 0.24362(15) 0.0199(4) Uani 1 1 d . . . C8 C 1.08972(17) 0.2142(2) 0.27441(16) 0.0251(5) Uani 1 1 d . . . H3 H 1.1033 0.2869 0.2419 0.030 Uiso 1 1 calc R . . H4 H 1.1214 0.1417 0.2565 0.030 Uiso 1 1 calc R . . H5 H 1.1213 0.2260 0.3443 0.030 Uiso 1 1 calc R . . C9 C 0.94476(19) 0.0577(2) 0.24790(17) 0.0278(5) Uani 1 1 d . . . H6 H 0.9732 0.0299 0.3151 0.033 Uiso 1 1 calc R . . H7 H 0.9777 0.0107 0.2104 0.033 Uiso 1 1 calc R . . H8 H 0.8678 0.0450 0.2210 0.033 Uiso 1 1 calc R . . C10 C 0.91536(18) 0.2392(2) 0.13947(15) 0.0268(5) Uani 1 1 d . . . H9 H 0.9343 0.1842 0.0964 0.032 Uiso 1 1 calc R . . H10 H 0.9392 0.3229 0.1336 0.032 Uiso 1 1 calc R . . H11 H 0.8382 0.2389 0.1218 0.032 Uiso 1 1 calc R . . C11 C 0.74685(15) 0.44769(18) 0.60941(14) 0.0165(4) Uani 1 1 d . . . C12 C 0.83089(16) 0.40691(19) 0.58499(14) 0.0165(4) Uani 1 1 d . . . C13 C 0.88823(16) 0.3037(2) 0.63023(14) 0.0181(4) Uani 1 1 d . . . C14 C 0.86052(17) 0.2390(2) 0.69775(14) 0.0197(4) Uani 1 1 d . . . H12 H 0.8990 0.1672 0.7267 0.024 Uiso 1 1 calc R . . C15 C 0.77588(16) 0.2791(2) 0.72341(14) 0.0191(4) Uani 1 1 d . . . C16 C 0.72181(16) 0.3846(2) 0.67900(14) 0.0185(4) Uani 1 1 d . . . H13 H 0.6658 0.4145 0.6969 0.022 Uiso 1 1 calc R . . C17 C 0.74295(18) 0.2114(2) 0.79802(15) 0.0223(4) Uani 1 1 d . . . C18 C 0.8019(2) 0.0901(2) 0.83031(19) 0.0362(6) Uani 1 1 d . . . H14 H 0.8753 0.1068 0.8727 0.043 Uiso 1 1 calc R . . H15 H 0.8014 0.0440 0.7737 0.043 Uiso 1 1 calc R . . H16 H 0.7667 0.0415 0.8652 0.043 Uiso 1 1 calc R . . C19 C 0.7672(2) 0.2952(3) 0.88675(16) 0.0302(5) Uani 1 1 d . . . H17 H 0.8395 0.2793 0.9323 0.036 Uiso 1 1 calc R . . H18 H 0.7165 0.2782 0.9180 0.036 Uiso 1 1 calc R . . H19 H 0.7610 0.3815 0.8664 0.036 Uiso 1 1 calc R . . C20 C 0.6233(2) 0.1844(2) 0.75537(18) 0.0315(5) Uani 1 1 d . . . H20 H 0.5845 0.2531 0.7694 0.038 Uiso 1 1 calc R . . H21 H 0.6086 0.1088 0.7840 0.038 Uiso 1 1 calc R . . H22 H 0.6005 0.1739 0.6854 0.038 Uiso 1 1 calc R . . C21 C 0.54639(15) 0.50988(18) 0.50044(14) 0.0170(4) Uani 1 1 d . . . C22 C 0.52236(16) 0.43627(19) 0.41878(14) 0.0160(4) Uani 1 1 d . . . C23 C 0.42216(16) 0.38184(19) 0.37964(14) 0.0178(4) Uani 1 1 d . . . C24 C 0.34725(16) 0.40148(19) 0.42153(14) 0.0178(4) Uani 1 1 d . . . H23 H 0.2791 0.3649 0.3934 0.021 Uiso 1 1 calc R . . C25 C 0.37026(16) 0.47388(19) 0.50415(15) 0.0179(4) Uani 1 1 d . . . C26 C 0.47120(16) 0.52762(19) 0.54186(14) 0.0179(4) Uani 1 1 d . . . H24 H 0.4887 0.5779 0.5976 0.021 Uiso 1 1 calc R . . C27 C 0.29241(16) 0.4887(2) 0.55613(15) 0.0212(4) Uani 1 1 d . . . C28 C 0.2987(2) 0.6194(3) 0.5970(2) 0.0383(6) Uani 1 1 d . . . H25 H 0.3521 0.6217 0.6626 0.046 Uiso 1 1 calc R . . H26 H 0.2294 0.6426 0.5983 0.046 Uiso 1 1 calc R . . H27 H 0.3187 0.6771 0.5562 0.046 Uiso 1 1 calc R . . C29 C 0.17817(19) 0.4665(3) 0.4881(2) 0.0381(6) Uani 1 1 d . . . H28 H 0.1466 0.5443 0.4579 0.046 Uiso 1 1 calc R . . H29 H 0.1371 0.4333 0.5247 0.046 Uiso 1 1 calc R . . H30 H 0.1774 0.4075 0.4382 0.046 Uiso 1 1 calc R . . C30 C 0.3228(3) 0.3956(3) 0.6382(2) 0.0454(8) Uani 1 1 d . . . H31 H 0.2847 0.3184 0.6150 0.054 Uiso 1 1 calc R . . H32 H 0.3038 0.4281 0.6909 0.054 Uiso 1 1 calc R . . H33 H 0.3995 0.3806 0.6616 0.054 Uiso 1 1 calc R . . C31 C 0.62764(15) 0.48566(19) 0.23933(14) 0.0168(4) Uani 1 1 d . . . C32 C 0.59433(16) 0.4924(2) 0.13884(14) 0.0188(4) Uani 1 1 d . . . H34 H 0.6381 0.5331 0.1111 0.023 Uiso 1 1 calc R . . C33 C 0.49846(16) 0.4408(2) 0.07819(15) 0.0199(4) Uani 1 1 d . . . C34 C 0.43624(16) 0.3805(2) 0.12180(15) 0.0203(4) Uani 1 1 d . . . H35 H 0.3699 0.3461 0.0826 0.024 Uiso 1 1 calc R . . C35 C 0.47027(16) 0.37020(19) 0.22193(14) 0.0180(4) Uani 1 1 d . . . C36 C 0.56500(16) 0.42398(19) 0.28055(14) 0.0167(4) Uani 1 1 d . . . C37 C 0.45743(17) 0.4527(2) -0.03194(15) 0.0234(4) Uani 1 1 d . . . C38 C 0.54128(19) 0.5072(3) -0.06704(16) 0.0299(5) Uani 1 1 d . . . H36 H 0.5086 0.5256 -0.1360 0.036 Uiso 1 1 calc R . . H37 H 0.5989 0.4477 -0.0561 0.036 Uiso 1 1 calc R . . H38 H 0.5699 0.5830 -0.0314 0.036 Uiso 1 1 calc R . . C39 C 0.4249(2) 0.3256(2) -0.07888(17) 0.0337(6) Uani 1 1 d . . . H39 H 0.4860 0.2867 -0.0874 0.040 Uiso 1 1 calc R . . H40 H 0.3673 0.3353 -0.1418 0.040 Uiso 1 1 calc R . . H41 H 0.4005 0.2740 -0.0373 0.040 Uiso 1 1 calc R . . C40 C 0.36011(19) 0.5378(3) -0.06518(17) 0.0324(5) Uani 1 1 d . . . H42 H 0.2956 0.4888 -0.0780 0.039 Uiso 1 1 calc R . . H43 H 0.3561 0.5808 -0.1241 0.039 Uiso 1 1 calc R . . H44 H 0.3665 0.5982 -0.0146 0.039 Uiso 1 1 calc R . . C41 C 0.8614(2) 0.6443(2) 0.11867(17) 0.0310(5) Uani 1 1 d . . . H45 H 0.8638 0.6022 0.1752 0.037 Uiso 1 1 calc R . . C42 C 0.8376(2) 0.5812(2) 0.03321(18) 0.0334(5) Uani 1 1 d . . . H46 H 0.8233 0.4954 0.0309 0.040 Uiso 1 1 calc R . . C43 C 0.8344(2) 0.6420(3) -0.04904(18) 0.0360(6) Uani 1 1 d . . . H47 H 0.8170 0.5982 -0.1079 0.043 Uiso 1 1 calc R . . C44 C 0.8563(2) 0.7660(2) -0.04600(17) 0.0310(5) Uani 1 1 d . . . H48 H 0.8551 0.8076 -0.1024 0.037 Uiso 1 1 calc R . . C45 C 0.8801(2) 0.8299(2) 0.03995(18) 0.0311(5) Uani 1 1 d . . . H49 H 0.8953 0.9154 0.0426 0.037 Uiso 1 1 calc R . . C46 C 0.8818(2) 0.7688(3) 0.12176(17) 0.0335(5) Uani 1 1 d . . . H50 H 0.8971 0.8127 0.1803 0.040 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 0.0160(2) 0.0159(2) 0.0171(2) 0.00165(17) 0.00466(17) 0.00097(17) S2 0.0143(2) 0.0167(2) 0.0180(2) -0.00065(18) 0.00428(16) -0.00037(18) S3 0.0176(2) 0.0257(3) 0.0156(2) 0.00289(18) 0.00461(17) 0.00634(19) S4 0.0209(2) 0.0208(2) 0.0178(2) -0.00332(19) 0.00707(18) -0.00467(19) O1 0.0182(6) 0.0169(7) 0.0164(7) 0.0006(5) 0.0078(5) 0.0012(6) O2 0.0142(6) 0.0227(7) 0.0140(6) 0.0012(5) 0.0048(5) 0.0015(5) C1 0.0118(8) 0.0180(9) 0.0171(9) 0.0013(7) 0.0040(7) 0.0013(7) C2 0.0150(9) 0.0198(9) 0.0153(9) -0.0005(7) 0.0042(7) -0.0008(8) C3 0.0147(8) 0.0202(10) 0.0167(9) -0.0020(7) 0.0047(7) -0.0009(8) C4 0.0140(9) 0.0180(9) 0.0207(9) -0.0003(7) 0.0050(7) 0.0005(7) C5 0.0116(8) 0.0209(10) 0.0174(9) -0.0003(8) 0.0041(7) -0.0015(8) C6 0.0148(8) 0.0179(9) 0.0150(8) 0.0003(7) 0.0059(7) -0.0014(7) C7 0.0190(9) 0.0232(10) 0.0157(9) -0.0014(7) 0.0044(7) 0.0028(8) C8 0.0194(10) 0.0361(13) 0.0208(10) -0.0030(9) 0.0087(8) 0.0037(9) C9 0.0305(11) 0.0220(11) 0.0258(10) -0.0073(9) 0.0046(9) 0.0003(9) C10 0.0262(11) 0.0352(12) 0.0174(10) -0.0008(9) 0.0061(8) 0.0101(10) C11 0.0156(9) 0.0156(9) 0.0154(8) -0.0014(7) 0.0024(7) -0.0010(7) C12 0.0170(9) 0.0180(9) 0.0131(8) -0.0001(7) 0.0041(7) -0.0008(8) C13 0.0165(9) 0.0197(10) 0.0166(8) 0.0002(8) 0.0044(7) 0.0011(8) C14 0.0218(9) 0.0210(10) 0.0162(9) 0.0004(7) 0.0069(7) 0.0022(8) C15 0.0216(9) 0.0194(10) 0.0156(8) -0.0009(8) 0.0062(7) -0.0020(8) C16 0.0185(9) 0.0203(10) 0.0168(9) -0.0022(8) 0.0066(7) -0.0002(8) C17 0.0276(11) 0.0211(10) 0.0201(10) 0.0024(8) 0.0110(8) 0.0010(9) C18 0.0489(15) 0.0308(13) 0.0361(13) 0.0150(11) 0.0242(12) 0.0108(12) C19 0.0398(13) 0.0348(13) 0.0175(9) 0.0006(9) 0.0123(9) -0.0030(11) C20 0.0330(12) 0.0312(13) 0.0313(12) 0.0004(10) 0.0130(10) -0.0120(10) C21 0.0152(9) 0.0167(9) 0.0173(9) 0.0024(7) 0.0038(7) -0.0001(7) C22 0.0155(8) 0.0173(9) 0.0153(8) 0.0027(7) 0.0058(7) 0.0017(7) C23 0.0176(9) 0.0168(9) 0.0178(9) 0.0009(7) 0.0052(7) 0.0001(8) C24 0.0156(9) 0.0171(9) 0.0191(9) 0.0017(7) 0.0045(7) -0.0006(7) C25 0.0172(9) 0.0173(9) 0.0202(9) 0.0024(8) 0.0080(7) 0.0013(8) C26 0.0170(9) 0.0180(9) 0.0179(9) -0.0006(7) 0.0055(7) 0.0018(8) C27 0.0196(9) 0.0249(11) 0.0222(10) -0.0003(8) 0.0112(8) -0.0009(8) C28 0.0260(12) 0.0372(14) 0.0608(17) -0.0220(13) 0.0268(12) -0.0072(11) C29 0.0199(11) 0.0590(18) 0.0380(14) -0.0167(13) 0.0139(10) -0.0093(12) C30 0.0545(17) 0.0546(18) 0.0415(15) 0.0215(14) 0.0345(14) 0.0192(15) C31 0.0166(8) 0.0175(9) 0.0155(9) 0.0012(7) 0.0050(7) 0.0037(8) C32 0.0185(9) 0.0212(10) 0.0159(9) 0.0024(7) 0.0054(7) 0.0044(8) C33 0.0196(9) 0.0218(10) 0.0170(9) 0.0008(8) 0.0052(7) 0.0052(8) C34 0.0187(9) 0.0236(10) 0.0163(9) -0.0035(8) 0.0036(7) 0.0016(8) C35 0.0197(9) 0.0176(9) 0.0168(9) -0.0011(7) 0.0069(7) 0.0018(8) C36 0.0189(9) 0.0175(9) 0.0137(9) 0.0008(7) 0.0060(7) 0.0027(7) C37 0.0236(10) 0.0300(12) 0.0145(9) -0.0011(8) 0.0046(8) 0.0008(9) C38 0.0310(11) 0.0424(14) 0.0167(10) 0.0023(9) 0.0092(9) -0.0029(10) C39 0.0471(15) 0.0314(13) 0.0179(10) -0.0049(9) 0.0065(10) -0.0014(11) C40 0.0279(11) 0.0419(14) 0.0224(10) 0.0084(10) 0.0035(9) 0.0058(11) C41 0.0349(13) 0.0343(13) 0.0230(11) 0.0035(10) 0.0097(10) -0.0064(10) C42 0.0449(14) 0.0245(11) 0.0311(12) -0.0013(10) 0.0146(10) -0.0076(11) C43 0.0528(17) 0.0335(13) 0.0237(11) -0.0070(10) 0.0163(11) -0.0063(12) C44 0.0401(13) 0.0310(13) 0.0244(11) 0.0046(9) 0.0147(10) 0.0017(11) C45 0.0350(12) 0.0244(11) 0.0303(12) 0.0016(9) 0.0079(10) 0.0007(10) C46 0.0389(13) 0.0346(14) 0.0229(11) -0.0034(10) 0.0067(10) -0.0032(11) _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 1.785(2) . ? S1 C31 1.786(2) . ? S2 C21 1.776(2) . ? S2 C11 1.785(2) . ? S3 C5 1.770(2) . ? S3 C13 1.772(2) . ? S4 C35 1.773(2) . ? S4 C23 1.774(2) . ? O1 C12 1.388(2) . ? O1 C6 1.389(2) . ? O2 C36 1.383(2) . ? O2 C22 1.383(2) . ? C1 C6 1.390(3) . ? C1 C2 1.400(3) . ? C2 C3 1.393(3) . ? C3 C4 1.407(3) . ? C3 C7 1.525(3) . ? C4 C5 1.382(3) . ? C5 C6 1.393(3) . ? C7 C10 1.531(3) . ? C7 C9 1.536(3) . ? C7 C8 1.540(3) . ? C11 C16 1.388(3) . ? C11 C12 1.391(3) . ? C12 C13 1.390(3) . ? C13 C14 1.390(3) . ? C14 C15 1.406(3) . ? C15 C16 1.391(3) . ? C15 C17 1.533(3) . ? C17 C18 1.525(3) . ? C17 C20 1.536(3) . ? C17 C19 1.541(3) . ? C21 C26 1.387(3) . ? C21 C22 1.393(3) . ? C22 C23 1.397(3) . ? C23 C24 1.392(3) . ? C24 C25 1.398(3) . ? C25 C26 1.401(3) . ? C25 C27 1.532(3) . ? C27 C30 1.524(3) . ? C27 C29 1.525(3) . ? C27 C28 1.537(3) . ? C31 C36 1.391(3) . ? C31 C32 1.400(3) . ? C32 C33 1.398(3) . ? C33 C34 1.404(3) . ? C33 C37 1.535(3) . ? C34 C35 1.397(3) . ? C35 C36 1.388(3) . ? C37 C38 1.535(3) . ? C37 C40 1.536(3) . ? C37 C39 1.539(3) . ? C41 C42 1.378(3) . ? C41 C46 1.379(4) . ? C42 C43 1.381(3) . ? C43 C44 1.378(4) . ? C44 C45 1.388(3) . ? C45 C46 1.383(3) . ? 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 C31 100.49(9) . . ? C21 S2 C11 98.02(9) . . ? C5 S3 C13 97.28(9) . . ? C35 S4 C23 97.60(10) . . ? C12 O1 C6 114.72(15) . . ? C36 O2 C22 115.89(15) . . ? C6 C1 C2 118.84(18) . . ? C6 C1 S1 120.94(15) . . ? C2 C1 S1 120.17(15) . . ? C3 C2 C1 122.09(18) . . ? C2 C3 C4 117.76(18) . . ? C2 C3 C7 122.97(17) . . ? C4 C3 C7 119.23(18) . . ? C5 C4 C3 120.60(19) . . ? C4 C5 C6 120.73(18) . . ? C4 C5 S3 120.00(16) . . ? C6 C5 S3 119.27(15) . . ? O1 C6 C1 119.51(18) . . ? O1 C6 C5 120.58(17) . . ? C1 C6 C5 119.89(18) . . ? C3 C7 C10 112.77(17) . . ? C3 C7 C9 109.36(18) . . ? C10 C7 C9 108.55(18) . . ? C3 C7 C8 107.89(17) . . ? C10 C7 C8 108.40(18) . . ? C9 C7 C8 109.84(18) . . ? C16 C11 C12 119.28(18) . . ? C16 C11 S2 120.52(15) . . ? C12 C11 S2 120.20(15) . . ? O1 C12 C13 121.54(18) . . ? O1 C12 C11 118.75(17) . . ? C13 C12 C11 119.68(18) . . ? C12 C13 C14 120.60(19) . . ? C12 C13 S3 118.56(16) . . ? C14 C13 S3 120.83(16) . . ? C13 C14 C15 120.4(2) . . ? C16 C15 C14 117.75(18) . . ? C16 C15 C17 119.97(18) . . ? C14 C15 C17 122.29(19) . . ? C11 C16 C15 122.23(19) . . ? C18 C17 C15 112.74(19) . . ? C18 C17 C20 108.4(2) . . ? C15 C17 C20 109.66(18) . . ? C18 C17 C19 108.6(2) . . ? C15 C17 C19 108.27(18) . . ? C20 C17 C19 109.10(19) . . ? C26 C21 C22 119.82(18) . . ? C26 C21 S2 119.69(16) . . ? C22 C21 S2 120.49(15) . . ? O2 C22 C21 119.24(18) . . ? O2 C22 C23 121.61(18) . . ? C21 C22 C23 119.14(18) . . ? C24 C23 C22 120.34(19) . . ? C24 C23 S4 121.07(16) . . ? C22 C23 S4 118.59(15) . . ? C23 C24 C25 121.38(19) . . ? C24 C25 C26 117.15(18) . . ? C24 C25 C27 122.35(18) . . ? C26 C25 C27 120.39(18) . . ? C21 C26 C25 122.15(19) . . ? C30 C27 C29 109.7(2) . . ? C30 C27 C25 107.79(19) . . ? C29 C27 C25 111.49(18) . . ? C30 C27 C28 109.6(2) . . ? C29 C27 C28 107.7(2) . . ? C25 C27 C28 110.53(19) . . ? C36 C31 C32 119.42(18) . . ? C36 C31 S1 120.45(15) . . ? C32 C31 S1 120.09(16) . . ? C33 C32 C31 121.89(19) . . ? C32 C33 C34 117.44(18) . . ? C32 C33 C37 122.90(19) . . ? C34 C33 C37 119.61(18) . . ? C35 C34 C33 121.08(19) . . ? C36 C35 C34 120.28(19) . . ? C36 C35 S4 119.41(15) . . ? C34 C35 S4 120.30(16) . . ? O2 C36 C35 121.08(18) . . ? O2 C36 C31 119.07(18) . . ? C35 C36 C31 119.85(18) . . ? C33 C37 C38 112.15(18) . . ? C33 C37 C40 108.99(18) . . ? C38 C37 C40 108.2(2) . . ? C33 C37 C39 110.01(19) . . ? C38 C37 C39 108.38(19) . . ? C40 C37 C39 109.0(2) . . ? C42 C41 C46 119.7(2) . . ? C41 C42 C43 120.3(2) . . ? C44 C43 C42 120.2(2) . . ? C43 C44 C45 119.6(2) . . ? C46 C45 C44 119.9(2) . . ? C41 C46 C45 120.3(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.335 _refine_diff_density_min -0.373 _refine_diff_density_rms 0.058 # Attachment 'Compound_3a.cif' data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 687905' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H12 O2 S4' _chemical_formula_weight 460.58 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 'P 1 21/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.027(4) _cell_length_b 10.3137(18) _cell_length_c 24.212(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.240(6) _cell_angle_gamma 90.00 _cell_volume 3780.3(13) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 16949 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 30.7 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9125 _exptl_absorpt_correction_T_max 0.9596 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 42852 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0326 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 26.50 _reflns_number_total 7814 _reflns_number_gt 7498 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0' _computing_publication_material 'CrystalStructure 3.7.0' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0502P)^2^+4.0599P] 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 7814 _refine_ls_number_parameters 542 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1251 _refine_ls_wR_factor_gt 0.1231 _refine_ls_goodness_of_fit_ref 1.176 _refine_ls_restrained_S_all 1.176 _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 0.40925(4) 0.62420(7) 0.90189(3) 0.02454(15) Uani 1 1 d . . . S2 S 0.33569(4) 0.23383(7) 0.85740(3) 0.02430(15) Uani 1 1 d . . . S3 S 0.07837(4) 0.52031(7) 0.87657(3) 0.02838(16) Uani 1 1 d . . . S4 S 0.32843(5) 0.50564(7) 0.65965(3) 0.02852(17) Uani 1 1 d . . . S5 S 0.13512(4) 0.80966(7) 0.52752(3) 0.02311(15) Uani 1 1 d . . . S6 S 0.10744(4) 0.41619(7) 0.46212(3) 0.02400(15) Uani 1 1 d . . . S7 S 0.09115(5) 0.45800(7) 0.68360(3) 0.02698(16) Uani 1 1 d . . . S8 S 0.44995(5) 0.60226(7) 0.55368(4) 0.03415(18) Uani 1 1 d . . . O1 O 0.25994(11) 0.46134(17) 0.89288(8) 0.0232(4) Uani 1 1 d . . . O2 O 0.32958(12) 0.46935(17) 0.78492(8) 0.0240(4) Uani 1 1 d . . . O3 O 0.08994(11) 0.55472(17) 0.56288(8) 0.0228(4) Uani 1 1 d . . . O4 O 0.24754(12) 0.60845(18) 0.52034(9) 0.0276(4) Uani 1 1 d . . . C1 C 0.30264(17) 0.6798(3) 0.88884(11) 0.0231(5) Uani 1 1 d . . . C2 C 0.28309(19) 0.8121(3) 0.88425(12) 0.0280(6) Uani 1 1 d . . . H1 H 0.3267 0.8734 0.8876 0.034 Uiso 1 1 calc R . . C3 C 0.20081(19) 0.8549(3) 0.87494(12) 0.0292(6) Uani 1 1 d . . . H2 H 0.1879 0.9450 0.8707 0.035 Uiso 1 1 calc R . . C4 C 0.13700(19) 0.7671(3) 0.87168(12) 0.0282(6) Uani 1 1 d . . . H3 H 0.0807 0.7970 0.8653 0.034 Uiso 1 1 calc R . . C5 C 0.15586(17) 0.6348(3) 0.87780(12) 0.0247(5) Uani 1 1 d . . . C6 C 0.23876(17) 0.5918(3) 0.88583(11) 0.0221(5) Uani 1 1 d . . . C7 C 0.19566(16) 0.3757(3) 0.85434(11) 0.0213(5) Uani 1 1 d . . . C8 C 0.10720(18) 0.3924(3) 0.84076(12) 0.0251(5) Uani 1 1 d . . . C9 C 0.04380(18) 0.3041(3) 0.80342(13) 0.0292(6) Uani 1 1 d . . . H4 H -0.0166 0.3175 0.7930 0.035 Uiso 1 1 calc R . . C10 C 0.06890(19) 0.1958(3) 0.78125(13) 0.0298(6) Uani 1 1 d . . . H5 H 0.0258 0.1345 0.7559 0.036 Uiso 1 1 calc R . . C11 C 0.15702(18) 0.1774(3) 0.79627(12) 0.0253(6) Uani 1 1 d . . . H6 H 0.1738 0.1026 0.7814 0.030 Uiso 1 1 calc R . . C12 C 0.22157(17) 0.2666(3) 0.83285(12) 0.0232(5) Uani 1 1 d . . . C13 C 0.33779(17) 0.2394(3) 0.78469(12) 0.0247(5) Uani 1 1 d . . . C14 C 0.34379(18) 0.1242(3) 0.75682(13) 0.0286(6) Uani 1 1 d . . . H7 H 0.3464 0.0437 0.7767 0.034 Uiso 1 1 calc R . . C15 C 0.34603(18) 0.1260(3) 0.70032(13) 0.0302(6) Uani 1 1 d . . . H8 H 0.3509 0.0472 0.6819 0.036 Uiso 1 1 calc R . . C16 C 0.34112(18) 0.2427(3) 0.67086(13) 0.0290(6) Uani 1 1 d . . . H9 H 0.3412 0.2438 0.6317 0.035 Uiso 1 1 calc R . . C17 C 0.33604(16) 0.3582(3) 0.69828(12) 0.0247(6) Uani 1 1 d . . . C18 C 0.33563(16) 0.3570(3) 0.75573(12) 0.0226(5) Uani 1 1 d . . . C19 C 0.40711(16) 0.6654(3) 0.82972(12) 0.0240(5) Uani 1 1 d . . . C20 C 0.37159(16) 0.5793(3) 0.77928(12) 0.0226(5) Uani 1 1 d . . . C21 C 0.37567(17) 0.6093(3) 0.72435(12) 0.0248(5) Uani 1 1 d . . . C22 C 0.41389(18) 0.7254(3) 0.71946(13) 0.0292(6) Uani 1 1 d . . . H10 H 0.4177 0.7450 0.6824 0.035 Uiso 1 1 calc R . . C23 C 0.44636(18) 0.8121(3) 0.76847(13) 0.0299(6) Uani 1 1 d . . . H11 H 0.4709 0.8923 0.7646 0.036 Uiso 1 1 calc R . . C24 C 0.44310(17) 0.7819(3) 0.82313(13) 0.0277(6) Uani 1 1 d . . . H12 H 0.4658 0.8418 0.8567 0.033 Uiso 1 1 calc R . . C25 C 0.15054(16) 0.7607(3) 0.60275(12) 0.0229(5) Uani 1 1 d . . . C26 C 0.18657(17) 0.8485(3) 0.65228(12) 0.0243(5) Uani 1 1 d . . . H13 H 0.2049 0.9318 0.6461 0.029 Uiso 1 1 calc R . . C27 C 0.19560(18) 0.8148(3) 0.71007(13) 0.0267(6) Uani 1 1 d . . . H14 H 0.2204 0.8749 0.7434 0.032 Uiso 1 1 calc R . . C28 C 0.16854(17) 0.6934(3) 0.71963(12) 0.0251(6) Uani 1 1 d . . . H15 H 0.1756 0.6702 0.7596 0.030 Uiso 1 1 calc R . . C29 C 0.13120(16) 0.6060(3) 0.67070(12) 0.0230(5) Uani 1 1 d . . . C30 C 0.12395(16) 0.6385(3) 0.61244(11) 0.0210(5) Uani 1 1 d . . . C31 C 0.09587(16) 0.4221(3) 0.57259(11) 0.0218(5) Uani 1 1 d . . . C32 C 0.09465(16) 0.3643(3) 0.62409(12) 0.0230(5) Uani 1 1 d . . . C33 C 0.09321(17) 0.2302(3) 0.62798(13) 0.0261(6) Uani 1 1 d . . . H16 H 0.0946 0.1907 0.6638 0.031 Uiso 1 1 calc R . . C34 C 0.08974(17) 0.1534(3) 0.57981(13) 0.0285(6) Uani 1 1 d . . . H17 H 0.0848 0.0619 0.5815 0.034 Uiso 1 1 calc R . . C35 C 0.09350(17) 0.2102(3) 0.52952(13) 0.0257(6) Uani 1 1 d . . . H18 H 0.0924 0.1574 0.4970 0.031 Uiso 1 1 calc R . . C36 C 0.09891(16) 0.3444(3) 0.52612(12) 0.0235(5) Uani 1 1 d . . . C37 C 0.22311(17) 0.3915(3) 0.48780(11) 0.0226(5) Uani 1 1 d . . . C38 C 0.28214(17) 0.4944(3) 0.51144(12) 0.0226(5) Uani 1 1 d . . . C39 C 0.37083(17) 0.4772(3) 0.52554(12) 0.0238(5) Uani 1 1 d . . . C40 C 0.40015(17) 0.3572(3) 0.51729(12) 0.0256(6) Uani 1 1 d . . . H19 H 0.4602 0.3462 0.5262 0.031 Uiso 1 1 calc R . . C41 C 0.34252(19) 0.2531(3) 0.49609(13) 0.0278(6) Uani 1 1 d . . . H20 H 0.3633 0.1702 0.4917 0.033 Uiso 1 1 calc R . . C42 C 0.25422(18) 0.2707(3) 0.48132(12) 0.0265(6) Uani 1 1 d . . . H21 H 0.2146 0.1994 0.4666 0.032 Uiso 1 1 calc R . . C43 C 0.24785(17) 0.8283(3) 0.54341(12) 0.0238(5) Uani 1 1 d . . . C44 C 0.28922(18) 0.9479(3) 0.56000(13) 0.0276(6) Uani 1 1 d . . . H22 H 0.2569 1.0216 0.5618 0.033 Uiso 1 1 calc R . . C45 C 0.37781(19) 0.9609(3) 0.57412(14) 0.0302(6) Uani 1 1 d . . . H23 H 0.4059 1.0430 0.5859 0.036 Uiso 1 1 calc R . . C46 C 0.42481(18) 0.8549(3) 0.57100(13) 0.0280(6) Uani 1 1 d . . . H24 H 0.4853 0.8641 0.5809 0.034 Uiso 1 1 calc R . . C47 C 0.38414(18) 0.7340(3) 0.55345(12) 0.0242(5) Uani 1 1 d . . . C48 C 0.29521(17) 0.7211(3) 0.53863(12) 0.0231(5) 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 0.0223(3) 0.0267(4) 0.0232(3) -0.0011(3) 0.0092(3) -0.0004(3) S2 0.0234(3) 0.0259(3) 0.0242(3) 0.0010(2) 0.0115(3) 0.0034(3) S3 0.0258(3) 0.0322(4) 0.0322(4) 0.0019(3) 0.0177(3) 0.0040(3) S4 0.0309(4) 0.0324(4) 0.0233(3) 0.0011(3) 0.0132(3) 0.0032(3) S5 0.0213(3) 0.0244(3) 0.0242(3) 0.0035(2) 0.0109(3) 0.0013(2) S6 0.0207(3) 0.0287(4) 0.0218(3) 0.0002(2) 0.0090(2) -0.0019(3) S7 0.0310(4) 0.0289(4) 0.0248(3) 0.0010(3) 0.0160(3) -0.0036(3) S8 0.0210(3) 0.0307(4) 0.0513(5) -0.0040(3) 0.0170(3) -0.0018(3) O1 0.0212(9) 0.0206(9) 0.0254(9) 0.0023(7) 0.0086(7) 0.0028(7) O2 0.0270(9) 0.0212(9) 0.0279(9) -0.0030(7) 0.0161(8) -0.0002(7) O3 0.0249(9) 0.0213(9) 0.0209(9) 0.0021(7) 0.0093(7) -0.0014(7) O4 0.0228(9) 0.0218(10) 0.0396(11) -0.0024(8) 0.0155(8) -0.0015(7) C1 0.0260(13) 0.0253(14) 0.0186(12) -0.0002(10) 0.0108(10) 0.0037(11) C2 0.0346(15) 0.0264(14) 0.0224(13) -0.0019(11) 0.0124(11) -0.0016(12) C3 0.0387(15) 0.0232(14) 0.0241(13) -0.0007(11) 0.0131(12) 0.0069(12) C4 0.0297(14) 0.0314(15) 0.0237(13) -0.0014(11) 0.0125(11) 0.0081(12) C5 0.0266(13) 0.0278(14) 0.0206(12) 0.0012(10) 0.0117(10) 0.0035(11) C6 0.0255(13) 0.0229(13) 0.0181(12) 0.0019(10) 0.0099(10) 0.0035(10) C7 0.0230(12) 0.0224(13) 0.0190(12) -0.0003(10) 0.0101(10) -0.0013(10) C8 0.0278(13) 0.0271(14) 0.0240(13) 0.0034(11) 0.0150(11) 0.0030(11) C9 0.0231(13) 0.0352(16) 0.0301(14) 0.0035(12) 0.0130(11) -0.0032(11) C10 0.0300(14) 0.0306(15) 0.0262(14) -0.0015(11) 0.0107(11) -0.0099(12) C11 0.0302(14) 0.0244(14) 0.0233(13) 0.0005(10) 0.0139(11) -0.0028(11) C12 0.0235(12) 0.0268(14) 0.0208(12) 0.0039(10) 0.0112(10) 0.0013(11) C13 0.0230(12) 0.0268(14) 0.0260(13) -0.0048(11) 0.0127(11) -0.0001(11) C14 0.0264(13) 0.0252(14) 0.0367(15) -0.0023(12) 0.0166(12) -0.0002(11) C15 0.0283(14) 0.0309(15) 0.0335(15) -0.0096(12) 0.0159(12) -0.0013(12) C16 0.0232(13) 0.0358(16) 0.0274(14) -0.0085(12) 0.0111(11) -0.0017(11) C17 0.0177(12) 0.0326(15) 0.0243(13) -0.0028(11) 0.0101(10) -0.0013(11) C18 0.0196(12) 0.0238(13) 0.0241(13) -0.0015(10) 0.0097(10) 0.0009(10) C19 0.0201(12) 0.0258(14) 0.0258(13) 0.0011(11) 0.0104(10) 0.0021(10) C20 0.0188(12) 0.0207(13) 0.0274(13) 0.0008(10) 0.0097(10) 0.0022(10) C21 0.0240(13) 0.0256(14) 0.0275(13) -0.0003(11) 0.0139(11) 0.0027(11) C22 0.0255(13) 0.0356(16) 0.0299(14) 0.0076(12) 0.0154(12) 0.0060(12) C23 0.0248(13) 0.0268(15) 0.0385(16) 0.0033(12) 0.0149(12) -0.0006(11) C24 0.0218(13) 0.0280(15) 0.0319(14) -0.0015(11) 0.0111(11) -0.0017(11) C25 0.0186(12) 0.0281(14) 0.0239(13) 0.0024(10) 0.0113(10) 0.0044(10) C26 0.0236(12) 0.0219(13) 0.0292(13) -0.0011(10) 0.0136(11) 0.0004(10) C27 0.0255(13) 0.0276(14) 0.0267(13) -0.0057(11) 0.0118(11) -0.0013(11) C28 0.0231(13) 0.0314(15) 0.0212(13) 0.0009(11) 0.0104(10) 0.0059(11) C29 0.0183(12) 0.0255(14) 0.0255(13) 0.0025(10) 0.0102(10) 0.0019(10) C30 0.0165(11) 0.0235(13) 0.0223(12) -0.0013(10) 0.0082(10) 0.0000(10) C31 0.0171(11) 0.0234(13) 0.0239(13) 0.0014(10) 0.0085(10) 0.0005(10) C32 0.0176(12) 0.0263(14) 0.0230(12) 0.0012(10) 0.0074(10) 0.0002(10) C33 0.0211(12) 0.0279(14) 0.0286(14) 0.0082(11) 0.0108(11) -0.0002(11) C34 0.0224(13) 0.0249(14) 0.0385(15) 0.0014(12) 0.0143(12) 0.0007(11) C35 0.0231(13) 0.0257(14) 0.0290(14) -0.0034(11) 0.0126(11) 0.0006(11) C36 0.0152(11) 0.0291(14) 0.0245(13) 0.0032(10) 0.0075(10) 0.0000(10) C37 0.0220(12) 0.0295(14) 0.0183(12) 0.0009(10) 0.0110(10) 0.0009(10) C38 0.0245(13) 0.0232(13) 0.0218(12) -0.0004(10) 0.0119(10) 0.0021(10) C39 0.0231(12) 0.0292(14) 0.0212(12) 0.0012(10) 0.0119(10) 0.0001(11) C40 0.0243(13) 0.0313(15) 0.0233(13) 0.0008(11) 0.0127(11) 0.0040(11) C41 0.0331(15) 0.0266(14) 0.0272(14) -0.0019(11) 0.0168(12) 0.0027(12) C42 0.0298(14) 0.0274(14) 0.0244(13) -0.0015(11) 0.0141(11) -0.0017(11) C43 0.0233(12) 0.0271(14) 0.0213(12) 0.0028(10) 0.0105(10) -0.0014(11) C44 0.0308(14) 0.0232(14) 0.0302(14) -0.0002(11) 0.0154(12) 0.0000(11) C45 0.0316(14) 0.0262(15) 0.0358(15) -0.0035(12) 0.0179(12) -0.0062(12) C46 0.0241(13) 0.0317(15) 0.0294(14) 0.0034(11) 0.0132(11) -0.0048(11) C47 0.0260(13) 0.0256(14) 0.0234(13) 0.0003(10) 0.0133(11) -0.0020(11) C48 0.0250(13) 0.0248(14) 0.0193(12) 0.0002(10) 0.0098(10) -0.0013(10) _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 C19 1.782(3) . ? S1 C1 1.789(3) . ? S2 C13 1.778(3) . ? S2 C12 1.785(3) . ? S3 C5 1.761(3) . ? S3 C8 1.767(3) . ? S4 C21 1.758(3) . ? S4 C17 1.759(3) . ? S5 C43 1.787(3) . ? S5 C25 1.790(3) . ? S6 C36 1.782(3) . ? S6 C37 1.791(3) . ? S7 C29 1.757(3) . ? S7 C32 1.759(3) . ? S8 C47 1.759(3) . ? S8 C39 1.762(3) . ? O1 C6 1.383(3) . ? O1 C7 1.383(3) . ? O2 C20 1.380(3) . ? O2 C18 1.385(3) . ? O3 C30 1.374(3) . ? O3 C31 1.383(3) . ? O4 C48 1.369(3) . ? O4 C38 1.376(3) . ? C1 C6 1.393(4) . ? C1 C2 1.397(4) . ? C2 C3 1.385(4) . ? C3 C4 1.389(4) . ? C4 C5 1.394(4) . ? C5 C6 1.406(4) . ? C7 C12 1.394(4) . ? C7 C8 1.398(4) . ? C8 C9 1.385(4) . ? C9 C10 1.388(4) . ? C10 C11 1.385(4) . ? C11 C12 1.395(4) . ? C13 C18 1.393(4) . ? C13 C14 1.394(4) . ? C14 C15 1.386(4) . ? C15 C16 1.382(4) . ? C16 C17 1.385(4) . ? C17 C18 1.394(4) . ? C19 C24 1.391(4) . ? C19 C20 1.404(4) . ? C20 C21 1.398(4) . ? C21 C22 1.393(4) . ? C22 C23 1.383(4) . ? C23 C24 1.385(4) . ? C25 C30 1.395(4) . ? C25 C26 1.400(4) . ? C26 C27 1.380(4) . ? C27 C28 1.390(4) . ? C28 C29 1.390(4) . ? C29 C30 1.399(4) . ? C31 C32 1.391(4) . ? C31 C36 1.402(4) . ? C32 C33 1.387(4) . ? C33 C34 1.389(4) . ? C34 C35 1.379(4) . ? C35 C36 1.393(4) . ? C37 C42 1.390(4) . ? C37 C38 1.392(4) . ? C38 C39 1.399(4) . ? C39 C40 1.382(4) . ? C40 C41 1.385(4) . ? C41 C42 1.389(4) . ? C43 C44 1.386(4) . ? C43 C48 1.404(4) . ? C44 C45 1.392(4) . ? C45 C46 1.378(4) . ? C46 C47 1.395(4) . ? C47 C48 1.394(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 C19 S1 C1 100.76(12) . . ? C13 S2 C12 100.15(12) . . ? C5 S3 C8 97.73(13) . . ? C21 S4 C17 99.21(13) . . ? C43 S5 C25 99.70(12) . . ? C36 S6 C37 98.82(12) . . ? C29 S7 C32 99.81(13) . . ? C47 S8 C39 101.01(13) . . ? C6 O1 C7 117.17(19) . . ? C20 O2 C18 118.3(2) . . ? C30 O3 C31 120.32(19) . . ? C48 O4 C38 122.9(2) . . ? C6 C1 C2 118.7(2) . . ? C6 C1 S1 120.4(2) . . ? C2 C1 S1 120.9(2) . . ? C3 C2 C1 120.7(3) . . ? C2 C3 C4 120.6(3) . . ? C3 C4 C5 119.7(3) . . ? C4 C5 C6 119.5(3) . . ? C4 C5 S3 121.3(2) . . ? C6 C5 S3 119.2(2) . . ? O1 C6 C1 118.3(2) . . ? O1 C6 C5 120.9(2) . . ? C1 C6 C5 120.8(2) . . ? O1 C7 C12 118.7(2) . . ? O1 C7 C8 121.0(2) . . ? C12 C7 C8 120.2(2) . . ? C9 C8 C7 120.4(3) . . ? C9 C8 S3 120.2(2) . . ? C7 C8 S3 119.2(2) . . ? C8 C9 C10 119.7(3) . . ? C11 C10 C9 119.8(3) . . ? C10 C11 C12 121.4(3) . . ? C7 C12 C11 118.5(2) . . ? C7 C12 S2 120.7(2) . . ? C11 C12 S2 120.5(2) . . ? C18 C13 C14 119.3(2) . . ? C18 C13 S2 121.2(2) . . ? C14 C13 S2 119.4(2) . . ? C15 C14 C13 120.5(3) . . ? C16 C15 C14 119.9(3) . . ? C15 C16 C17 120.2(3) . . ? C16 C17 C18 120.1(3) . . ? C16 C17 S4 119.6(2) . . ? C18 C17 S4 120.3(2) . . ? O2 C18 C13 117.5(2) . . ? O2 C18 C17 122.5(2) . . ? C13 C18 C17 119.9(2) . . ? C24 C19 C20 119.0(2) . . ? C24 C19 S1 120.4(2) . . ? C20 C19 S1 120.6(2) . . ? O2 C20 C21 122.0(2) . . ? O2 C20 C19 118.1(2) . . ? C21 C20 C19 119.9(2) . . ? C22 C21 C20 120.0(3) . . ? C22 C21 S4 119.2(2) . . ? C20 C21 S4 120.7(2) . . ? C23 C22 C21 120.1(3) . . ? C22 C23 C24 120.0(3) . . ? C23 C24 C19 121.1(3) . . ? C30 C25 C26 119.3(2) . . ? C30 C25 S5 121.2(2) . . ? C26 C25 S5 119.5(2) . . ? C27 C26 C25 120.5(3) . . ? C26 C27 C28 120.3(2) . . ? C29 C28 C27 120.0(2) . . ? C28 C29 C30 119.9(3) . . ? C28 C29 S7 118.4(2) . . ? C30 C29 S7 121.7(2) . . ? O3 C30 C25 117.5(2) . . ? O3 C30 C29 122.5(2) . . ? C25 C30 C29 120.1(2) . . ? O3 C31 C32 123.1(2) . . ? O3 C31 C36 117.1(2) . . ? C32 C31 C36 119.7(2) . . ? C33 C32 C31 119.8(2) . . ? C33 C32 S7 119.0(2) . . ? C31 C32 S7 121.2(2) . . ? C32 C33 C34 120.5(3) . . ? C35 C34 C33 119.9(3) . . ? C34 C35 C36 120.4(3) . . ? C35 C36 C31 119.5(2) . . ? C35 C36 S6 119.9(2) . . ? C31 C36 S6 120.6(2) . . ? C42 C37 C38 119.3(2) . . ? C42 C37 S6 120.2(2) . . ? C38 C37 S6 120.4(2) . . ? O4 C38 C37 115.8(2) . . ? O4 C38 C39 124.2(2) . . ? C37 C38 C39 119.9(2) . . ? C40 C39 C38 120.0(3) . . ? C40 C39 S8 116.6(2) . . ? C38 C39 S8 123.4(2) . . ? C39 C40 C41 120.4(2) . . ? C40 C41 C42 119.6(3) . . ? C41 C42 C37 120.8(3) . . ? C44 C43 C48 119.3(2) . . ? C44 C43 S5 120.8(2) . . ? C48 C43 S5 119.9(2) . . ? C43 C44 C45 120.4(3) . . ? C46 C45 C44 120.1(3) . . ? C45 C46 C47 120.4(3) . . ? C48 C47 C46 119.6(3) . . ? C48 C47 S8 122.8(2) . . ? C46 C47 S8 117.6(2) . . ? O4 C48 C47 125.3(2) . . ? O4 C48 C43 114.6(2) . . ? C47 C48 C43 120.1(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.455 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.077 # Attachment 'Monotriflate_2f.cif' data_shelxl5 _database_code_depnum_ccdc_archive 'CCDC 687906' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H47 F3 O6 S5' _chemical_formula_weight 853.09 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' F F 0.0171 0.0103 '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 'P 1 21/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.490(3) _cell_length_b 16.513(2) _cell_length_c 21.792(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.682(5) _cell_angle_gamma 90.00 _cell_volume 4347.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 2600 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 30.4 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1792 _exptl_absorpt_coefficient_mu 0.323 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.8709 _exptl_absorpt_correction_T_max 0.9532 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46060 _diffrn_reflns_av_R_equivalents 0.0687 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8526 _reflns_number_gt 7862 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 3.7.0 (Rigaku 2005)' _computing_publication_material 'CrystalStructure 3.7.0 (Rigaku 2005)' _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^)+(0.1040P)^2^+7.5330P] 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 8526 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0760 _refine_ls_R_factor_gt 0.0695 _refine_ls_wR_factor_ref 0.1976 _refine_ls_wR_factor_gt 0.1930 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 0.03054(7) 0.15108(5) 0.42134(4) 0.0273(2) Uani 1 1 d . . . S2 S -0.13750(7) -0.15781(5) 0.42085(4) 0.0294(2) Uani 1 1 d . . . S3 S -0.54133(6) -0.04203(5) 0.28338(4) 0.0295(2) Uani 1 1 d . . . S4 S -0.36016(7) 0.25732(5) 0.26278(4) 0.0281(2) Uani 1 1 d . . . S5 S -0.19260(7) 0.33730(5) 0.39135(4) 0.0314(2) Uani 1 1 d . . . F1 F -0.0538(2) 0.31453(15) 0.50156(10) 0.0479(6) Uani 1 1 d . . . F2 F -0.0557(2) 0.43542(13) 0.46420(12) 0.0498(6) Uani 1 1 d . . . F3 F 0.02280(17) 0.33862(13) 0.42509(11) 0.0401(5) Uani 1 1 d . . . O1 O -0.14402(18) 0.02435(14) 0.41774(12) 0.0314(5) Uani 1 1 d . . . H45 H -0.1419 0.0779 0.4278 0.029 Uiso 1 1 d . . . O2 O -0.34690(19) -0.05490(15) 0.39462(11) 0.0316(5) Uani 1 1 d . . . H47 H -0.2859 -0.0414 0.4190 0.029 Uiso 1 1 d . . . O3 O -0.3915(2) 0.10232(14) 0.32663(11) 0.0309(5) Uani 1 1 d . . . H46 H -0.4049 0.0537 0.3437 0.029 Uiso 1 1 d . . . O4 O -0.18242(18) 0.24229(13) 0.38592(11) 0.0265(5) Uani 1 1 d . . . O5 O -0.1864(2) 0.37751(15) 0.33491(13) 0.0396(6) Uani 1 1 d . . . O6 O -0.2767(2) 0.35273(18) 0.42259(16) 0.0485(7) Uani 1 1 d . . . C1 C 0.0490(3) 0.04430(19) 0.42299(15) 0.0263(6) Uani 1 1 d . . . C2 C -0.0416(3) -0.0062(2) 0.41982(15) 0.0274(7) Uani 1 1 d . . . C3 C -0.0276(3) -0.0899(2) 0.41902(15) 0.0280(7) Uani 1 1 d . . . C4 C 0.0783(3) -0.1213(2) 0.42463(15) 0.0280(7) Uani 1 1 d . . . H1 H 0.0873 -0.1784 0.4241 0.034 Uiso 1 1 calc R . . C5 C 0.1712(3) -0.0723(2) 0.43102(15) 0.0291(7) Uani 1 1 d . . . C6 C 0.1543(3) 0.0112(2) 0.42893(15) 0.0284(7) Uani 1 1 d . . . H2 H 0.2155 0.0464 0.4316 0.034 Uiso 1 1 calc R . . C7 C 0.2859(3) -0.1107(2) 0.43944(18) 0.0344(7) Uani 1 1 d . . . C8 C 0.3124(4) -0.1628(3) 0.4989(2) 0.0604(13) Uani 1 1 d . . . H3 H 0.3503 -0.1299 0.5353 0.072 Uiso 1 1 calc R . . H4 H 0.3604 -0.2077 0.4934 0.072 Uiso 1 1 calc R . . H5 H 0.2436 -0.1843 0.5062 0.072 Uiso 1 1 calc R . . C9 C 0.3774(3) -0.0458(3) 0.4468(2) 0.0512(11) Uani 1 1 d . . . H6 H 0.3872 -0.0315 0.4050 0.061 Uiso 1 1 calc R . . H7 H 0.4471 -0.0673 0.4733 0.061 Uiso 1 1 calc R . . H8 H 0.3561 0.0025 0.4670 0.061 Uiso 1 1 calc R . . C10 C 0.2861(4) -0.1606(3) 0.3809(2) 0.0541(11) Uani 1 1 d . . . H9 H 0.2632 -0.2162 0.3869 0.065 Uiso 1 1 calc R . . H10 H 0.3608 -0.1611 0.3742 0.065 Uiso 1 1 calc R . . H11 H 0.2345 -0.1367 0.3438 0.065 Uiso 1 1 calc R . . C11 C -0.2384(3) -0.14545(19) 0.34672(16) 0.0270(6) Uani 1 1 d . . . C12 C -0.3333(3) -0.09896(19) 0.34399(15) 0.0262(6) Uani 1 1 d . . . C13 C -0.4173(3) -0.09757(19) 0.28773(16) 0.0272(7) Uani 1 1 d . . . C14 C -0.4067(3) -0.1430(2) 0.23565(16) 0.0277(7) Uani 1 1 d . . . H12 H -0.4648 -0.1417 0.1979 0.033 Uiso 1 1 calc R . . C15 C -0.3132(3) -0.1903(2) 0.23731(16) 0.0281(7) Uani 1 1 d . . . C16 C -0.2299(3) -0.1904(2) 0.29424(16) 0.0282(7) Uani 1 1 d . . . H13 H -0.1655 -0.2222 0.2970 0.034 Uiso 1 1 calc R . . C17 C -0.3020(3) -0.2419(2) 0.18069(17) 0.0322(7) Uani 1 1 d . . . C18 C -0.2091(3) -0.2077(3) 0.1541(2) 0.0426(9) Uani 1 1 d . . . H14 H -0.2397 -0.1672 0.1214 0.051 Uiso 1 1 calc R . . H15 H -0.1752 -0.2516 0.1354 0.051 Uiso 1 1 calc R . . H16 H -0.1530 -0.1822 0.1884 0.051 Uiso 1 1 calc R . . C19 C -0.2727(4) -0.3296(2) 0.2035(2) 0.0437(9) Uani 1 1 d . . . H17 H -0.1920 -0.3356 0.2171 0.052 Uiso 1 1 calc R . . H18 H -0.3028 -0.3674 0.1687 0.052 Uiso 1 1 calc R . . H19 H -0.3045 -0.3416 0.2393 0.052 Uiso 1 1 calc R . . C20 C -0.4093(3) -0.2439(3) 0.12781(19) 0.0457(10) Uani 1 1 d . . . H20 H -0.4550 -0.2896 0.1348 0.055 Uiso 1 1 calc R . . H21 H -0.3917 -0.2503 0.0867 0.055 Uiso 1 1 calc R . . H22 H -0.4500 -0.1932 0.1280 0.055 Uiso 1 1 calc R . . C21 C -0.5237(3) 0.04333(19) 0.23698(16) 0.0268(7) Uani 1 1 d . . . C22 C -0.4529(3) 0.10647(19) 0.26558(15) 0.0260(6) Uani 1 1 d . . . C23 C -0.4477(3) 0.17560(19) 0.22987(16) 0.0261(6) Uani 1 1 d . . . C24 C -0.5120(3) 0.1814(2) 0.16720(16) 0.0266(6) Uani 1 1 d . . . H23 H -0.5080 0.2293 0.1438 0.032 Uiso 1 1 calc R . . C25 C -0.5814(3) 0.1192(2) 0.13845(16) 0.0285(7) Uani 1 1 d . . . C26 C -0.5851(3) 0.0497(2) 0.17482(17) 0.0300(7) Uani 1 1 d . . . H24 H -0.6311 0.0058 0.1562 0.036 Uiso 1 1 calc R . . C27 C -0.6488(3) 0.1235(2) 0.06928(18) 0.0362(8) Uani 1 1 d . . . C28 C -0.6072(4) 0.0571(3) 0.0315(2) 0.0562(12) Uani 1 1 d . . . H25 H -0.5475 0.0789 0.0145 0.067 Uiso 1 1 calc R . . H26 H -0.6682 0.0390 -0.0036 0.067 Uiso 1 1 calc R . . H27 H -0.5792 0.0112 0.0594 0.067 Uiso 1 1 calc R . . C29 C -0.6395(4) 0.2056(3) 0.03918(18) 0.0442(9) Uani 1 1 d . . . H28 H -0.6982 0.2415 0.0458 0.053 Uiso 1 1 calc R . . H29 H -0.6473 0.1987 -0.0064 0.053 Uiso 1 1 calc R . . H30 H -0.5671 0.2295 0.0588 0.053 Uiso 1 1 calc R . . C30 C -0.7722(3) 0.1080(3) 0.0663(2) 0.0528(11) Uani 1 1 d . . . H31 H -0.7877 0.0498 0.0613 0.063 Uiso 1 1 calc R . . H32 H -0.8188 0.1372 0.0301 0.063 Uiso 1 1 calc R . . H33 H -0.7884 0.1271 0.1056 0.063 Uiso 1 1 calc R . . C31 C -0.2308(3) 0.20623(19) 0.27402(16) 0.0259(6) Uani 1 1 d . . . C32 C -0.1551(3) 0.20572(18) 0.33242(15) 0.0247(6) Uani 1 1 d . . . C33 C -0.0571(3) 0.16025(18) 0.34340(15) 0.0257(6) Uani 1 1 d . . . C34 C -0.0367(3) 0.1173(2) 0.29304(16) 0.0294(7) Uani 1 1 d . . . H34 H 0.0304 0.0875 0.2994 0.035 Uiso 1 1 calc R . . C35 C -0.1110(3) 0.1161(2) 0.23323(16) 0.0293(7) Uani 1 1 d . . . C36 C -0.2070(3) 0.16193(19) 0.22494(15) 0.0271(7) Uani 1 1 d . . . H35 H -0.2579 0.1630 0.1844 0.032 Uiso 1 1 calc R . . C37 C -0.0868(3) 0.0646(2) 0.17979(17) 0.0360(8) Uani 1 1 d . . . C38 C -0.0010(6) 0.1062(4) 0.1535(3) 0.093(2) Uani 1 1 d . . . H36 H -0.0376 0.1421 0.1187 0.112 Uiso 1 1 calc R . . H37 H 0.0425 0.0655 0.1377 0.112 Uiso 1 1 calc R . . H38 H 0.0481 0.1381 0.1871 0.112 Uiso 1 1 calc R . . C39 C -0.1880(5) 0.0517(5) 0.1257(3) 0.100(3) Uani 1 1 d . . . H39 H -0.2265 0.0025 0.1335 0.120 Uiso 1 1 calc R . . H40 H -0.1655 0.0458 0.0860 0.120 Uiso 1 1 calc R . . H41 H -0.2376 0.0983 0.1226 0.120 Uiso 1 1 calc R . . C40 C -0.0428(7) -0.0181(4) 0.2057(3) 0.096(2) Uani 1 1 d . . . H42 H 0.0380 -0.0159 0.2206 0.115 Uiso 1 1 calc R . . H43 H -0.0640 -0.0588 0.1721 0.115 Uiso 1 1 calc R . . H44 H -0.0743 -0.0327 0.2411 0.115 Uiso 1 1 calc R . . C41 C -0.0611(3) 0.3567(2) 0.44988(17) 0.0353(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0283(4) 0.0239(4) 0.0268(4) 0.0007(3) 0.0016(3) -0.0016(3) S2 0.0300(4) 0.0258(4) 0.0301(4) 0.0041(3) 0.0033(3) -0.0031(3) S3 0.0248(4) 0.0243(4) 0.0412(5) 0.0023(3) 0.0114(3) -0.0006(3) S4 0.0266(4) 0.0211(4) 0.0339(4) 0.0008(3) 0.0025(3) -0.0002(3) S5 0.0311(4) 0.0233(4) 0.0375(5) -0.0038(3) 0.0044(4) 0.0006(3) F1 0.0619(15) 0.0435(13) 0.0327(11) 0.0006(10) 0.0020(10) -0.0016(11) F2 0.0574(14) 0.0263(11) 0.0555(14) -0.0117(10) -0.0044(11) -0.0023(10) F3 0.0306(10) 0.0374(11) 0.0492(13) -0.0014(9) 0.0045(9) -0.0041(9) O1 0.0252(11) 0.0258(11) 0.0428(14) -0.0006(10) 0.0077(10) 0.0013(9) O2 0.0293(12) 0.0344(13) 0.0315(12) -0.0076(10) 0.0084(10) -0.0027(10) O3 0.0357(12) 0.0250(11) 0.0289(12) 0.0021(9) 0.0024(10) -0.0019(9) O4 0.0306(12) 0.0215(11) 0.0278(11) -0.0019(9) 0.0080(9) -0.0009(9) O5 0.0460(15) 0.0257(12) 0.0398(14) 0.0036(10) -0.0027(12) -0.0033(11) O6 0.0393(15) 0.0438(16) 0.0661(19) -0.0171(14) 0.0202(14) 0.0031(12) C1 0.0280(15) 0.0250(15) 0.0252(15) 0.0017(12) 0.0055(12) -0.0001(12) C2 0.0259(15) 0.0302(16) 0.0251(15) 0.0009(13) 0.0049(12) 0.0008(13) C3 0.0294(16) 0.0300(16) 0.0237(15) 0.0006(12) 0.0051(12) -0.0028(13) C4 0.0342(17) 0.0258(16) 0.0236(15) 0.0008(12) 0.0064(13) 0.0044(13) C5 0.0289(16) 0.0348(17) 0.0239(15) -0.0005(13) 0.0075(13) 0.0041(13) C6 0.0276(15) 0.0321(17) 0.0258(15) -0.0004(13) 0.0072(13) -0.0017(13) C7 0.0287(17) 0.0392(19) 0.0372(18) -0.0025(15) 0.0117(14) 0.0039(15) C8 0.039(2) 0.082(4) 0.061(3) 0.026(3) 0.014(2) 0.025(2) C9 0.0320(19) 0.051(2) 0.073(3) -0.008(2) 0.018(2) 0.0029(18) C10 0.046(2) 0.055(3) 0.066(3) -0.023(2) 0.024(2) 0.0034(19) C11 0.0301(16) 0.0224(14) 0.0285(16) 0.0028(12) 0.0073(13) -0.0030(12) C12 0.0302(16) 0.0215(15) 0.0285(15) -0.0011(12) 0.0107(13) -0.0057(12) C13 0.0262(15) 0.0209(15) 0.0359(17) 0.0021(13) 0.0105(13) -0.0022(12) C14 0.0280(16) 0.0272(15) 0.0284(16) 0.0013(13) 0.0084(13) -0.0030(13) C15 0.0298(16) 0.0258(16) 0.0303(16) 0.0008(13) 0.0107(13) -0.0039(13) C16 0.0294(16) 0.0239(15) 0.0323(17) -0.0001(13) 0.0095(13) 0.0003(12) C17 0.0315(17) 0.0347(18) 0.0326(17) -0.0051(14) 0.0122(14) -0.0017(14) C18 0.047(2) 0.044(2) 0.044(2) -0.0065(17) 0.0239(18) -0.0065(17) C19 0.053(2) 0.0326(19) 0.051(2) -0.0109(17) 0.0236(19) -0.0029(17) C20 0.043(2) 0.057(3) 0.037(2) -0.0159(18) 0.0106(17) -0.0024(18) C21 0.0257(15) 0.0221(15) 0.0336(17) 0.0017(13) 0.0092(13) 0.0015(12) C22 0.0237(14) 0.0238(15) 0.0304(16) -0.0004(12) 0.0066(12) 0.0023(12) C23 0.0241(15) 0.0229(15) 0.0310(16) -0.0008(12) 0.0063(13) 0.0004(12) C24 0.0237(15) 0.0258(15) 0.0298(16) 0.0013(13) 0.0061(13) 0.0027(12) C25 0.0239(15) 0.0308(17) 0.0300(16) -0.0019(13) 0.0054(13) 0.0041(13) C26 0.0228(15) 0.0280(16) 0.0385(18) -0.0047(14) 0.0065(13) 0.0005(12) C27 0.0320(18) 0.0390(19) 0.0343(19) -0.0052(15) 0.0021(15) 0.0032(15) C28 0.071(3) 0.059(3) 0.032(2) -0.0127(19) 0.001(2) 0.013(2) C29 0.047(2) 0.051(2) 0.0308(18) 0.0044(17) 0.0027(16) 0.0022(18) C30 0.033(2) 0.058(3) 0.057(3) 0.010(2) -0.0085(18) -0.0025(19) C31 0.0259(15) 0.0199(14) 0.0311(16) 0.0049(12) 0.0057(13) -0.0025(12) C32 0.0282(15) 0.0196(14) 0.0277(15) -0.0015(12) 0.0094(13) -0.0032(12) C33 0.0290(16) 0.0205(14) 0.0249(15) 0.0011(12) 0.0019(13) -0.0062(12) C34 0.0283(16) 0.0265(16) 0.0335(17) 0.0000(13) 0.0080(13) -0.0011(13) C35 0.0330(17) 0.0280(16) 0.0280(16) 0.0008(13) 0.0096(13) -0.0048(13) C36 0.0287(16) 0.0253(15) 0.0257(15) 0.0020(12) 0.0041(13) -0.0044(12) C37 0.0384(19) 0.0391(19) 0.0309(17) -0.0095(15) 0.0096(15) -0.0025(15) C38 0.136(6) 0.098(5) 0.069(4) -0.042(3) 0.068(4) -0.055(4) C39 0.056(3) 0.138(6) 0.092(5) -0.086(5) -0.006(3) 0.013(3) C40 0.166(7) 0.066(4) 0.057(3) -0.017(3) 0.033(4) 0.049(4) C41 0.0395(19) 0.0284(17) 0.0331(18) -0.0033(14) 0.0002(15) 0.0012(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C1 1.777(3) . ? S1 C33 1.779(3) . ? S2 C3 1.781(3) . ? S2 C11 1.791(3) . ? S3 C21 1.781(3) . ? S3 C13 1.782(3) . ? S4 C23 1.770(3) . ? S4 C31 1.784(3) . ? S5 O6 1.412(3) . ? S5 O5 1.417(3) . ? S5 O4 1.581(2) . ? S5 C41 1.834(4) . ? F1 C41 1.307(4) . ? F2 C41 1.335(4) . ? F3 C41 1.329(4) . ? O1 C2 1.365(4) . ? O2 C12 1.367(4) . ? O3 C22 1.359(4) . ? O4 C32 1.429(4) . ? C1 C2 1.393(5) . ? C1 C6 1.399(5) . ? C2 C3 1.393(5) . ? C3 C4 1.398(5) . ? C4 C5 1.392(5) . ? C5 C6 1.395(5) . ? C5 C7 1.535(5) . ? C7 C10 1.519(5) . ? C7 C8 1.519(6) . ? C7 C9 1.546(6) . ? C11 C16 1.390(5) . ? C11 C12 1.402(5) . ? C12 C13 1.397(5) . ? C13 C14 1.394(5) . ? C14 C15 1.398(5) . ? C15 C16 1.403(5) . ? C15 C17 1.534(5) . ? C17 C20 1.530(5) . ? C17 C18 1.531(5) . ? C17 C19 1.546(5) . ? C21 C26 1.381(5) . ? C21 C22 1.406(5) . ? C22 C23 1.393(5) . ? C23 C24 1.401(4) . ? C24 C25 1.388(5) . ? C25 C26 1.401(5) . ? C25 C27 1.530(5) . ? C27 C29 1.523(6) . ? C27 C28 1.539(6) . ? C27 C30 1.547(5) . ? C31 C32 1.380(4) . ? C31 C36 1.389(5) . ? C32 C33 1.404(5) . ? C33 C34 1.384(5) . ? C34 C35 1.395(5) . ? C35 C36 1.390(5) . ? C35 C37 1.532(5) . ? C37 C38 1.503(6) . ? C37 C39 1.508(6) . ? C37 C40 1.527(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 C33 98.57(14) . . ? C3 S2 C11 106.14(15) . . ? C21 S3 C13 101.90(14) . . ? C23 S4 C31 98.04(15) . . ? O6 S5 O5 123.00(19) . . ? O6 S5 O4 107.39(16) . . ? O5 S5 O4 112.15(14) . . ? O6 S5 C41 106.11(18) . . ? O5 S5 C41 106.61(17) . . ? O4 S5 C41 98.65(15) . . ? C32 O4 S5 121.38(19) . . ? C2 C1 C6 120.2(3) . . ? C2 C1 S1 119.6(2) . . ? C6 C1 S1 120.2(2) . . ? O1 C2 C1 121.5(3) . . ? O1 C2 C3 119.0(3) . . ? C1 C2 C3 119.4(3) . . ? C2 C3 C4 119.1(3) . . ? C2 C3 S2 121.6(3) . . ? C4 C3 S2 118.8(3) . . ? C5 C4 C3 122.6(3) . . ? C4 C5 C6 117.1(3) . . ? C4 C5 C7 120.0(3) . . ? C6 C5 C7 122.8(3) . . ? C5 C6 C1 121.3(3) . . ? C10 C7 C8 111.3(4) . . ? C10 C7 C5 108.9(3) . . ? C8 C7 C5 109.3(3) . . ? C10 C7 C9 107.8(3) . . ? C8 C7 C9 107.9(4) . . ? C5 C7 C9 111.7(3) . . ? C16 C11 C12 119.8(3) . . ? C16 C11 S2 119.9(3) . . ? C12 C11 S2 119.7(2) . . ? O2 C12 C13 118.7(3) . . ? O2 C12 C11 122.3(3) . . ? C13 C12 C11 119.0(3) . . ? C14 C13 C12 120.1(3) . . ? C14 C13 S3 119.6(3) . . ? C12 C13 S3 120.3(3) . . ? C13 C14 C15 122.0(3) . . ? C14 C15 C16 116.8(3) . . ? C14 C15 C17 122.3(3) . . ? C16 C15 C17 120.9(3) . . ? C11 C16 C15 122.2(3) . . ? C20 C17 C18 109.0(3) . . ? C20 C17 C15 112.2(3) . . ? C18 C17 C15 109.4(3) . . ? C20 C17 C19 108.2(3) . . ? C18 C17 C19 109.1(3) . . ? C15 C17 C19 108.9(3) . . ? C26 C21 C22 120.5(3) . . ? C26 C21 S3 120.0(2) . . ? C22 C21 S3 119.3(2) . . ? O3 C22 C23 119.6(3) . . ? O3 C22 C21 122.2(3) . . ? C23 C22 C21 118.3(3) . . ? C22 C23 C24 120.3(3) . . ? C22 C23 S4 120.7(3) . . ? C24 C23 S4 119.0(2) . . ? C25 C24 C23 121.8(3) . . ? C24 C25 C26 117.2(3) . . ? C24 C25 C27 122.3(3) . . ? C26 C25 C27 120.5(3) . . ? C21 C26 C25 121.9(3) . . ? C29 C27 C25 112.5(3) . . ? C29 C27 C28 109.3(4) . . ? C25 C27 C28 108.5(3) . . ? C29 C27 C30 108.2(3) . . ? C25 C27 C30 109.1(3) . . ? C28 C27 C30 109.1(4) . . ? C32 C31 C36 118.4(3) . . ? C32 C31 S4 121.0(3) . . ? C36 C31 S4 120.5(2) . . ? C31 C32 C33 121.6(3) . . ? C31 C32 O4 120.0(3) . . ? C33 C32 O4 117.7(3) . . ? C34 C33 C32 117.9(3) . . ? C34 C33 S1 121.4(3) . . ? C32 C33 S1 120.5(2) . . ? C33 C34 C35 122.4(3) . . ? C36 C35 C34 117.5(3) . . ? C36 C35 C37 122.2(3) . . ? C34 C35 C37 120.4(3) . . ? C31 C36 C35 122.2(3) . . ? C38 C37 C39 107.7(5) . . ? C38 C37 C40 109.0(5) . . ? C39 C37 C40 108.3(5) . . ? C38 C37 C35 109.4(3) . . ? C39 C37 C35 112.7(3) . . ? C40 C37 C35 109.7(3) . . ? F1 C41 F3 109.9(3) . . ? F1 C41 F2 109.2(3) . . ? F3 C41 F2 108.3(3) . . ? F1 C41 S5 111.2(3) . . ? F3 C41 S5 109.7(2) . . ? F2 C41 S5 108.4(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.592 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.091