#------------------------------------------------------------------------------ #$Date: 2020-10-06 14:42:04 +0300 (Tue, 06 Oct 2020) $ #$Revision: 258102 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240516.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7240516 loop_ _publ_author_name 'Chang, Meng-Yang' 'Lai, Kai-Xiang' 'Chang, Yu-Lun' _publ_section_title ; In(OTf)3-catalyzed intramolecular hydroarylation of \a-phenylallyl \b-ketosulfones -- synthesis of sulfonyl 1-benzosuberones and 1-tetralones ; _journal_issue 31 _journal_name_full 'RSC Advances' _journal_page_first 18231 _journal_page_last 18244 _journal_paper_doi 10.1039/D0RA01962C _journal_volume 10 _journal_year 2020 _chemical_formula_sum 'C36 H34 O4 S' _chemical_formula_weight 562.69 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/6 _audit_update_record ; 2019-05-13 deposited with the CCDC. 2020-05-06 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 98.529(16) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.699(4) _cell_length_b 7.434(2) _cell_length_c 24.908(8) _cell_measurement_reflns_used 4475 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 21.2627 _cell_measurement_theta_min 2.8541 _cell_volume 2874.8(14) _computing_cell_refinement 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_data_reduction 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' _diffrn_ambient_temperature 296(2) _diffrn_detector_area_resol_mean 8.3333 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0753 _diffrn_reflns_av_unetI/netI 0.0862 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 5423 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 25.146 _diffrn_reflns_theta_min 1.312 _exptl_absorpt_coefficient_mu 0.153 _exptl_absorpt_correction_T_max 0.9484 _exptl_absorpt_correction_T_min 0.5049 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2014/4 (Bruker AXS Inc.)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description Tabullar _exptl_crystal_F_000 1192 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.339 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.060 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 374 _refine_ls_number_reflns 5423 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.047 _refine_ls_R_factor_all 0.1166 _refine_ls_R_factor_gt 0.0641 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0991P)^2^+0.4045P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1662 _refine_ls_wR_factor_ref 0.1989 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3333 _reflns_number_total 5423 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra01962c2.cif _cod_data_source_block twin5 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 7240513--7240516.cif. ; _cod_original_cell_volume 2874.6(14) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7240516 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelxl_version_number 2014/6 _shelx_res_file ; TITL twin4_a.res in P2(1)/c CELL 0.71073 15.6989 7.4336 24.9077 90.000 98.529 90.000 ZERR 4.000 0.0037 0.0021 0.0075 0.000 0.016 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H O S UNIT 144 136 16 4 MERG 0 L.S. 4 ACTA 50 BOND $H FMAP 2 PLAN 5 TEMP 23.000 WGHT 0.099100 0.404500 BASF 0.24846 FVAR 0.50186 C1 1 0.878222 1.000573 0.737738 11.00000 0.04105 0.04125 = 0.06860 0.00151 0.01639 -0.00599 C2 1 0.956136 0.915192 0.755895 11.00000 0.04597 0.05039 = 0.08593 0.00173 0.01355 -0.00587 AFIX 43 H2 2 0.981078 0.840441 0.732639 11.00000 -1.20000 AFIX 0 C3 1 0.996095 0.941537 0.808200 11.00000 0.04566 0.05830 = 0.08541 0.00978 0.00126 -0.00461 AFIX 43 H3 2 1.049058 0.887283 0.819640 11.00000 -1.20000 AFIX 0 C4 1 0.958611 1.048480 0.844604 11.00000 0.05441 0.05627 = 0.07587 0.00746 0.00129 -0.01978 C5 1 0.881715 1.132391 0.825345 11.00000 0.06170 0.05908 = 0.07969 -0.01551 0.01444 -0.00844 AFIX 43 H5 2 0.856146 1.205637 0.848689 11.00000 -1.20000 AFIX 0 C6 1 0.841745 1.111271 0.772863 11.00000 0.04727 0.05509 = 0.07513 -0.01254 0.00436 -0.00174 AFIX 43 H6 2 0.790379 1.171037 0.760931 11.00000 -1.20000 AFIX 0 C7 1 0.999148 1.071360 0.902236 11.00000 0.09057 0.09220 = 0.07899 0.01473 -0.00287 -0.02811 AFIX 137 H7A 2 1.034421 0.968609 0.913390 11.00000 -1.50000 H7B 2 0.954996 1.082343 0.924893 11.00000 -1.50000 H7C 2 1.034124 1.177859 0.905529 11.00000 -1.50000 AFIX 0 C8 1 0.725726 0.847852 0.680090 11.00000 0.03835 0.04117 = 0.05124 -0.00505 0.00945 0.00162 AFIX 13 H8 2 0.699440 0.916219 0.707014 11.00000 -1.20000 AFIX 0 C9 1 0.663076 0.861884 0.626853 11.00000 0.05236 0.03947 = 0.06183 0.00087 0.00131 0.00212 AFIX 23 H9A 2 0.607068 0.820987 0.633820 11.00000 -1.20000 H9B 2 0.657343 0.988099 0.617100 11.00000 -1.20000 AFIX 0 C10 1 0.685056 0.759434 0.577756 11.00000 0.07255 0.04344 = 0.04946 0.00345 0.00246 -0.00459 AFIX 23 H10A 2 0.733213 0.818812 0.564892 11.00000 -1.20000 H10B 2 0.636215 0.766344 0.548992 11.00000 -1.20000 AFIX 0 C11 1 0.708204 0.560546 0.588278 11.00000 0.04520 0.04536 = 0.04268 -0.00139 0.00706 -0.00349 AFIX 13 H11 2 0.768363 0.558931 0.605806 11.00000 -1.20000 AFIX 0 C12 1 0.656114 0.475557 0.628782 11.00000 0.03667 0.03868 = 0.04291 0.00122 0.00556 0.00351 C13 1 0.674404 0.519177 0.683852 11.00000 0.03568 0.03640 = 0.04453 -0.00015 0.00606 0.00135 C14 1 0.743959 0.657206 0.704647 11.00000 0.03476 0.04293 = 0.04678 -0.00198 0.00953 -0.00077 AFIX 13 H14 2 0.797685 0.615456 0.693197 11.00000 -1.20000 AFIX 0 C15 1 0.760175 0.669541 0.766419 11.00000 0.03900 0.04354 = 0.04980 -0.00123 0.00843 -0.00942 C16 1 0.833999 0.607796 0.795654 11.00000 0.04830 0.04511 = 0.05503 0.00408 0.01167 -0.00226 AFIX 43 H16 2 0.873952 0.549770 0.777616 11.00000 -1.20000 AFIX 0 C17 1 0.852671 0.628586 0.853140 11.00000 0.05329 0.04128 = 0.04912 0.00006 0.01132 -0.00764 C18 1 0.931244 0.576043 0.883008 11.00000 0.06361 0.06042 = 0.05707 0.00905 0.00080 0.00194 AFIX 43 H18 2 0.972340 0.519858 0.865477 11.00000 -1.20000 AFIX 0 C19 1 0.948035 0.605779 0.936705 11.00000 0.08172 0.07172 = 0.06068 0.01348 -0.00452 -0.00064 AFIX 43 H19 2 1.000966 0.571335 0.955792 11.00000 -1.20000 AFIX 0 C20 1 0.887023 0.687913 0.964421 11.00000 0.10539 0.06572 = 0.04501 -0.00042 0.00085 -0.00305 AFIX 43 H20 2 0.899433 0.704662 1.001765 11.00000 -1.20000 AFIX 0 C21 1 0.810334 0.743105 0.937530 11.00000 0.08042 0.06406 = 0.05274 -0.00270 0.01840 -0.00394 AFIX 43 H21 2 0.770651 0.799357 0.956191 11.00000 -1.20000 AFIX 0 C22 1 0.790500 0.714618 0.880273 11.00000 0.05907 0.04664 = 0.05225 0.00155 0.00965 -0.00797 C23 1 0.712907 0.773302 0.849602 11.00000 0.05313 0.06360 = 0.06336 -0.01513 0.02496 -0.00475 AFIX 43 H23 2 0.671329 0.827658 0.867148 11.00000 -1.20000 AFIX 0 C24 1 0.697734 0.752132 0.795186 11.00000 0.04271 0.06459 = 0.05128 -0.00777 0.01083 0.00083 AFIX 43 H24 2 0.645811 0.791841 0.775972 11.00000 -1.20000 AFIX 0 C25 1 0.631383 0.423691 0.720356 11.00000 0.04115 0.05083 = 0.04170 -0.00616 0.00413 0.00133 AFIX 43 H25 2 0.643981 0.449427 0.757219 11.00000 -1.20000 AFIX 0 C26 1 0.571308 0.293529 0.703463 11.00000 0.04216 0.04388 = 0.04492 -0.00101 0.01072 -0.00350 C27 1 0.549360 0.258159 0.649148 11.00000 0.03876 0.03781 = 0.05185 -0.00101 0.00526 0.00009 C28 1 0.592497 0.347861 0.612131 11.00000 0.04542 0.04637 = 0.04170 -0.00679 0.00355 0.00306 AFIX 43 H28 2 0.578551 0.322004 0.575345 11.00000 -1.20000 AFIX 0 C29 1 0.705900 0.455904 0.535784 11.00000 0.05729 0.04506 = 0.04636 0.00024 0.01601 -0.00526 C30 1 0.636776 0.466384 0.493595 11.00000 0.06784 0.06132 = 0.04902 -0.00037 0.00562 -0.00929 AFIX 43 H30 2 0.589678 0.537944 0.497922 11.00000 -1.20000 AFIX 0 C31 1 0.636560 0.374203 0.446121 11.00000 0.09586 0.07768 = 0.04763 -0.00384 0.00689 -0.02413 AFIX 43 H31 2 0.589260 0.382360 0.418919 11.00000 -1.20000 AFIX 0 C32 1 0.705905 0.269382 0.438321 11.00000 0.11943 0.07637 = 0.06320 -0.02177 0.03362 -0.02444 AFIX 43 H32 2 0.706864 0.209555 0.405624 11.00000 -1.20000 AFIX 0 C33 1 0.773157 0.255047 0.479504 11.00000 0.09598 0.06628 = 0.09083 -0.01668 0.03615 0.00338 AFIX 43 H33 2 0.819691 0.182184 0.474912 11.00000 -1.20000 AFIX 0 C34 1 0.773866 0.345678 0.527660 11.00000 0.07005 0.05818 = 0.06464 -0.00294 0.01769 0.00115 AFIX 43 H34 2 0.820555 0.332783 0.555098 11.00000 -1.20000 AFIX 0 C35 1 0.461725 0.095211 0.578630 11.00000 0.06274 0.06610 = 0.06753 -0.00698 -0.00908 -0.01832 AFIX 137 H35A 2 0.440862 0.204493 0.560784 11.00000 -1.50000 H35B 2 0.416620 0.006872 0.574470 11.00000 -1.50000 H35C 2 0.509749 0.051038 0.562731 11.00000 -1.50000 AFIX 0 C36 1 0.553235 0.222787 0.794752 11.00000 0.07834 0.08694 = 0.04931 0.00011 0.01831 -0.03141 AFIX 137 H36A 2 0.613286 0.195829 0.804804 11.00000 -1.50000 H36B 2 0.519736 0.145636 0.814410 11.00000 -1.50000 H36C 2 0.542884 0.346042 0.803310 11.00000 -1.50000 AFIX 0 O1 3 0.798474 1.139142 0.649324 11.00000 0.07822 0.05059 = 0.08599 0.01787 0.00647 -0.00881 O2 3 0.876369 0.852829 0.643516 11.00000 0.05767 0.07485 = 0.08229 -0.01763 0.03279 -0.00768 O3 3 0.488195 0.129477 0.634541 11.00000 0.05428 0.05610 = 0.05932 -0.00503 0.00527 -0.01878 O4 3 0.529293 0.194492 0.738203 11.00000 0.06162 0.06516 = 0.05165 0.00003 0.01430 -0.02138 S1 4 0.823863 0.966800 0.671863 11.00000 0.04701 0.04964 = 0.06536 -0.00020 0.01340 -0.00622 HKLF 5 REM twin4_a.res in P2(1)/c REM R1 = 0.0641 for 3333 Fo > 4sig(Fo) and 0.1166 for all 5423 data REM 374 parameters refined using 0 restraints END WGHT 0.0990 0.4076 REM Highest difference peak 0.339, deepest hole -0.291, 1-sigma level 0.060 Q1 1 0.9043 0.5284 0.8276 11.00000 0.05 0.34 Q2 1 0.8013 0.6515 0.7632 11.00000 0.05 0.28 Q3 1 0.7017 0.8492 0.6580 11.00000 0.05 0.25 Q4 1 0.3944 0.0261 0.5063 11.00000 0.05 0.24 Q5 1 0.6120 0.0199 0.5293 11.00000 0.05 0.24 ; _shelx_res_checksum 85000 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8782(2) 1.0006(5) 0.73774(16) 0.0495(10) Uani 1 1 d . . . . . C2 C 0.9561(2) 0.9152(6) 0.75589(19) 0.0604(12) Uani 1 1 d . . . . . H2 H 0.9811 0.8404 0.7326 0.072 Uiso 1 1 calc R U . . . C3 C 0.9961(2) 0.9415(6) 0.80820(19) 0.0640(12) Uani 1 1 d . . . . . H3 H 1.0491 0.8873 0.8196 0.077 Uiso 1 1 calc R U . . . C4 C 0.9586(2) 1.0485(6) 0.84460(19) 0.0630(12) Uani 1 1 d . . . . . C5 C 0.8817(3) 1.1324(6) 0.82535(19) 0.0664(12) Uani 1 1 d . . . . . H5 H 0.8561 1.2056 0.8487 0.080 Uiso 1 1 calc R U . . . C6 C 0.8417(2) 1.1113(6) 0.77286(18) 0.0596(11) Uani 1 1 d . . . . . H6 H 0.7904 1.1710 0.7609 0.072 Uiso 1 1 calc R U . . . C7 C 0.9991(3) 1.0714(8) 0.90224(19) 0.0888(17) Uani 1 1 d . . . . . H7A H 1.0344 0.9686 0.9134 0.133 Uiso 1 1 calc R U . . . H7B H 0.9550 1.0823 0.9249 0.133 Uiso 1 1 calc R U . . . H7C H 1.0341 1.1779 0.9055 0.133 Uiso 1 1 calc R U . . . C8 C 0.72573(19) 0.8479(5) 0.68009(15) 0.0433(9) Uani 1 1 d . . . . . H8 H 0.6994 0.9162 0.7070 0.052 Uiso 1 1 calc R U . . . C9 C 0.6631(2) 0.8619(5) 0.62685(16) 0.0519(10) Uani 1 1 d . . . . . H9A H 0.6071 0.8210 0.6338 0.062 Uiso 1 1 calc R U . . . H9B H 0.6573 0.9881 0.6171 0.062 Uiso 1 1 calc R U . . . C10 C 0.6851(3) 0.7594(5) 0.57776(16) 0.0558(10) Uani 1 1 d . . . . . H10A H 0.7332 0.8188 0.5649 0.067 Uiso 1 1 calc R U . . . H10B H 0.6362 0.7663 0.5490 0.067 Uiso 1 1 calc R U . . . C11 C 0.7082(2) 0.5605(5) 0.58828(14) 0.0444(9) Uani 1 1 d . . . . . H11 H 0.7684 0.5589 0.6058 0.053 Uiso 1 1 calc R U . . . C12 C 0.65611(18) 0.4756(5) 0.62878(14) 0.0395(8) Uani 1 1 d . . . . . C13 C 0.67440(18) 0.5192(5) 0.68385(14) 0.0389(8) Uani 1 1 d . . . . . C14 C 0.74396(19) 0.6572(5) 0.70465(14) 0.0411(9) Uani 1 1 d . . . . . H14 H 0.7977 0.6155 0.6932 0.049 Uiso 1 1 calc R U . . . C15 C 0.76018(19) 0.6695(5) 0.76642(14) 0.0439(9) Uani 1 1 d . . . . . C16 C 0.8340(2) 0.6078(5) 0.79565(15) 0.0491(10) Uani 1 1 d . . . . . H16 H 0.8740 0.5498 0.7776 0.059 Uiso 1 1 calc R U . . . C17 C 0.8527(2) 0.6286(5) 0.85314(15) 0.0475(9) Uani 1 1 d . . . . . C18 C 0.9312(2) 0.5760(6) 0.88301(17) 0.0612(12) Uani 1 1 d . . . . . H18 H 0.9723 0.5199 0.8655 0.073 Uiso 1 1 calc R U . . . C19 C 0.9480(3) 0.6058(7) 0.93671(19) 0.0729(14) Uani 1 1 d . . . . . H19 H 1.0010 0.5713 0.9558 0.087 Uiso 1 1 calc R U . . . C20 C 0.8870(3) 0.6879(7) 0.96442(18) 0.0731(13) Uani 1 1 d . . . . . H20 H 0.8994 0.7047 1.0018 0.088 Uiso 1 1 calc R U . . . C21 C 0.8103(3) 0.7431(7) 0.93753(17) 0.0649(12) Uani 1 1 d . . . . . H21 H 0.7707 0.7994 0.9562 0.078 Uiso 1 1 calc R U . . . C22 C 0.7905(2) 0.7146(6) 0.88027(16) 0.0525(10) Uani 1 1 d . . . . . C23 C 0.7129(2) 0.7733(6) 0.84960(17) 0.0584(11) Uani 1 1 d . . . . . H23 H 0.6713 0.8277 0.8671 0.070 Uiso 1 1 calc R U . . . C24 C 0.6977(2) 0.7521(6) 0.79519(16) 0.0525(10) Uani 1 1 d . . . . . H24 H 0.6458 0.7918 0.7760 0.063 Uiso 1 1 calc R U . . . C25 C 0.63138(19) 0.4237(5) 0.72036(15) 0.0448(9) Uani 1 1 d . . . . . H25 H 0.6440 0.4494 0.7572 0.054 Uiso 1 1 calc R U . . . C26 C 0.5713(2) 0.2935(5) 0.70346(15) 0.0432(9) Uani 1 1 d . . . . . C27 C 0.54936(19) 0.2582(5) 0.64915(15) 0.0430(9) Uani 1 1 d . . . . . C28 C 0.5925(2) 0.3479(5) 0.61213(15) 0.0448(9) Uani 1 1 d . . . . . H28 H 0.5786 0.3220 0.5753 0.054 Uiso 1 1 calc R U . . . C29 C 0.7059(2) 0.4559(5) 0.53578(15) 0.0487(9) Uani 1 1 d . . . . . C30 C 0.6368(3) 0.4664(6) 0.49360(16) 0.0597(11) Uani 1 1 d . . . . . H30 H 0.5897 0.5379 0.4979 0.072 Uiso 1 1 calc R U . . . C31 C 0.6366(3) 0.3742(7) 0.44612(18) 0.0741(14) Uani 1 1 d . . . . . H31 H 0.5893 0.3824 0.4189 0.089 Uiso 1 1 calc R U . . . C32 C 0.7059(4) 0.2694(8) 0.4383(2) 0.0843(16) Uani 1 1 d . . . . . H32 H 0.7069 0.2096 0.4056 0.101 Uiso 1 1 calc R U . . . C33 C 0.7732(3) 0.2550(7) 0.4795(2) 0.0821(14) Uani 1 1 d . . . . . H33 H 0.8197 0.1822 0.4749 0.099 Uiso 1 1 calc R U . . . C34 C 0.7739(3) 0.3457(6) 0.52766(18) 0.0635(12) Uani 1 1 d . . . . . H34 H 0.8206 0.3328 0.5551 0.076 Uiso 1 1 calc R U . . . C35 C 0.4617(3) 0.0952(7) 0.57863(17) 0.0674(13) Uani 1 1 d . . . . . H35A H 0.4409 0.2045 0.5608 0.101 Uiso 1 1 calc R U . . . H35B H 0.4166 0.0069 0.5745 0.101 Uiso 1 1 calc R U . . . H35C H 0.5097 0.0510 0.5627 0.101 Uiso 1 1 calc R U . . . C36 C 0.5532(3) 0.2228(7) 0.79475(16) 0.0706(13) Uani 1 1 d . . . . . H36A H 0.6133 0.1958 0.8048 0.106 Uiso 1 1 calc R U . . . H36B H 0.5197 0.1456 0.8144 0.106 Uiso 1 1 calc R U . . . H36C H 0.5429 0.3460 0.8033 0.106 Uiso 1 1 calc R U . . . O1 O 0.79847(18) 1.1391(4) 0.64932(13) 0.0722(9) Uani 1 1 d . . . . . O2 O 0.87637(16) 0.8528(4) 0.64352(12) 0.0693(9) Uani 1 1 d . . . . . O3 O 0.48819(15) 0.1295(4) 0.63454(11) 0.0569(7) Uani 1 1 d . . . . . O4 O 0.52929(15) 0.1945(4) 0.73820(10) 0.0589(8) Uani 1 1 d . . . . . S1 S 0.82386(5) 0.96680(15) 0.67186(4) 0.0535(3) 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 C1 0.0410(16) 0.041(2) 0.069(3) 0.002(2) 0.0164(17) -0.0060(16) C2 0.0460(18) 0.050(3) 0.086(3) 0.002(2) 0.014(2) -0.0059(18) C3 0.0457(19) 0.058(3) 0.085(3) 0.010(3) 0.001(2) -0.005(2) C4 0.054(2) 0.056(3) 0.076(3) 0.007(3) 0.001(2) -0.020(2) C5 0.062(2) 0.059(3) 0.080(3) -0.016(3) 0.014(2) -0.008(2) C6 0.0473(18) 0.055(3) 0.075(3) -0.013(2) 0.0044(19) -0.0017(19) C7 0.091(3) 0.092(4) 0.079(4) 0.015(3) -0.003(3) -0.028(3) C8 0.0384(15) 0.041(2) 0.051(2) -0.0051(19) 0.0094(14) 0.0016(16) C9 0.0524(18) 0.039(2) 0.062(3) 0.001(2) 0.0013(17) 0.0021(18) C10 0.073(2) 0.043(2) 0.049(2) 0.003(2) 0.0025(19) -0.005(2) C11 0.0452(16) 0.045(2) 0.043(2) -0.0014(18) 0.0071(14) -0.0035(16) C12 0.0367(14) 0.039(2) 0.043(2) 0.0012(18) 0.0056(13) 0.0035(15) C13 0.0357(14) 0.036(2) 0.045(2) -0.0001(17) 0.0061(14) 0.0014(15) C14 0.0348(14) 0.043(2) 0.047(2) -0.0020(18) 0.0095(14) -0.0008(15) C15 0.0390(16) 0.044(2) 0.050(2) -0.0012(19) 0.0084(15) -0.0094(16) C16 0.0483(18) 0.045(2) 0.055(3) 0.004(2) 0.0117(17) -0.0023(17) C17 0.0533(18) 0.041(2) 0.049(2) 0.0001(19) 0.0113(17) -0.0076(17) C18 0.064(2) 0.060(3) 0.057(3) 0.009(2) 0.0008(19) 0.002(2) C19 0.082(3) 0.072(3) 0.061(3) 0.013(3) -0.005(2) -0.001(3) C20 0.105(3) 0.066(3) 0.045(3) 0.000(3) 0.001(2) -0.003(3) C21 0.080(3) 0.064(3) 0.053(3) -0.003(2) 0.018(2) -0.004(2) C22 0.059(2) 0.047(2) 0.052(3) 0.002(2) 0.0097(18) -0.0080(19) C23 0.0531(19) 0.064(3) 0.063(3) -0.015(2) 0.0250(18) -0.005(2) C24 0.0427(17) 0.065(3) 0.051(3) -0.008(2) 0.0108(16) 0.0008(19) C25 0.0411(16) 0.051(2) 0.042(2) -0.0062(19) 0.0041(14) 0.0013(16) C26 0.0422(16) 0.044(2) 0.045(2) -0.0010(19) 0.0107(15) -0.0035(16) C27 0.0388(15) 0.038(2) 0.052(2) -0.0010(19) 0.0053(15) 0.0001(16) C28 0.0454(17) 0.046(2) 0.042(2) -0.0068(19) 0.0035(15) 0.0031(17) C29 0.0573(19) 0.045(2) 0.046(2) 0.000(2) 0.0160(16) -0.0053(19) C30 0.068(2) 0.061(3) 0.049(3) 0.000(2) 0.0056(19) -0.009(2) C31 0.096(3) 0.078(4) 0.048(3) -0.004(3) 0.007(2) -0.024(3) C32 0.119(4) 0.076(4) 0.063(3) -0.022(3) 0.034(3) -0.024(3) C33 0.096(3) 0.066(3) 0.091(4) -0.017(3) 0.036(3) 0.003(3) C34 0.070(2) 0.058(3) 0.065(3) -0.003(2) 0.018(2) 0.001(2) C35 0.063(2) 0.066(3) 0.068(3) -0.007(3) -0.009(2) -0.018(2) C36 0.078(3) 0.087(4) 0.049(3) 0.000(3) 0.018(2) -0.031(3) O1 0.0782(17) 0.0506(19) 0.086(2) 0.0179(17) 0.0065(16) -0.0088(15) O2 0.0577(14) 0.075(2) 0.082(2) -0.0176(18) 0.0328(14) -0.0077(15) O3 0.0543(13) 0.0561(18) 0.0593(18) -0.0050(15) 0.0053(12) -0.0188(13) O4 0.0616(14) 0.065(2) 0.0517(18) 0.0000(16) 0.0143(12) -0.0214(14) S1 0.0470(5) 0.0496(6) 0.0654(7) -0.0002(6) 0.0134(4) -0.0062(5) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 119.4(4) . . ? C6 C1 S1 119.2(3) . . ? C2 C1 S1 121.4(3) . . ? C3 C2 C1 119.9(4) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 121.2(4) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 117.5(4) . . ? C5 C4 C7 120.6(5) . . ? C3 C4 C7 121.9(4) . . ? C6 C5 C4 122.1(4) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C5 C6 C1 119.7(4) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C14 117.4(3) . . ? C9 C8 S1 108.4(3) . . ? C14 C8 S1 112.3(2) . . ? C9 C8 H8 106.0 . . ? C14 C8 H8 106.0 . . ? S1 C8 H8 106.0 . . ? C10 C9 C8 117.9(3) . . ? C10 C9 H9A 107.8 . . ? C8 C9 H9A 107.8 . . ? C10 C9 H9B 107.8 . . ? C8 C9 H9B 107.8 . . ? H9A C9 H9B 107.2 . . ? C9 C10 C11 114.9(3) . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.5 . . ? C29 C11 C12 114.2(3) . . ? C29 C11 C10 111.8(3) . . ? C12 C11 C10 112.0(3) . . ? C29 C11 H11 106.0 . . ? C12 C11 H11 106.0 . . ? C10 C11 H11 106.0 . . ? C28 C12 C13 118.9(3) . . ? C28 C12 C11 121.0(3) . . ? C13 C12 C11 120.0(3) . . ? C12 C13 C25 118.0(3) . . ? C12 C13 C14 121.3(3) . . ? C25 C13 C14 120.5(3) . . ? C15 C14 C13 112.7(3) . . ? C15 C14 C8 109.6(3) . . ? C13 C14 C8 113.4(3) . . ? C15 C14 H14 106.9 . . ? C13 C14 H14 106.9 . . ? C8 C14 H14 106.9 . . ? C16 C15 C24 118.0(3) . . ? C16 C15 C14 121.6(3) . . ? C24 C15 C14 120.4(3) . . ? C15 C16 C17 122.3(4) . . ? C15 C16 H16 118.8 . . ? C17 C16 H16 118.8 . . ? C18 C17 C22 119.2(4) . . ? C18 C17 C16 122.5(4) . . ? C22 C17 C16 118.2(3) . . ? C19 C18 C17 120.8(4) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 121.0(4) . . ? C18 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C21 C20 C19 120.8(4) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 119.7(4) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C23 C22 C17 118.8(4) . . ? C23 C22 C21 122.6(4) . . ? C17 C22 C21 118.6(4) . . ? C24 C23 C22 121.2(4) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C23 C24 C15 121.3(3) . . ? C23 C24 H24 119.4 . . ? C15 C24 H24 119.4 . . ? C26 C25 C13 122.2(3) . . ? C26 C25 H25 118.9 . . ? C13 C25 H25 118.9 . . ? C27 C26 C25 119.9(3) . . ? C27 C26 O4 116.4(3) . . ? C25 C26 O4 123.8(3) . . ? O3 C27 C26 117.4(3) . . ? O3 C27 C28 123.4(3) . . ? C26 C27 C28 119.1(3) . . ? C27 C28 C12 121.7(3) . . ? C27 C28 H28 119.1 . . ? C12 C28 H28 119.1 . . ? C34 C29 C30 116.9(4) . . ? C34 C29 C11 120.6(3) . . ? C30 C29 C11 122.4(4) . . ? C31 C30 C29 121.7(4) . . ? C31 C30 H30 119.2 . . ? C29 C30 H30 119.2 . . ? C30 C31 C32 120.4(4) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C33 C32 C31 118.6(5) . . ? C33 C32 H32 120.7 . . ? C31 C32 H32 120.7 . . ? C32 C33 C34 121.6(5) . . ? C32 C33 H33 119.2 . . ? C34 C33 H33 119.2 . . ? C33 C34 C29 120.7(4) . . ? C33 C34 H34 119.6 . . ? C29 C34 H34 119.6 . . ? O3 C35 H35A 109.5 . . ? O3 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? O3 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O4 C36 H36A 109.5 . . ? O4 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? O4 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C27 O3 C35 118.7(3) . . ? C26 O4 C36 117.6(3) . . ? O1 S1 O2 118.8(2) . . ? O1 S1 C1 107.92(19) . . ? O2 S1 C1 108.01(18) . . ? O1 S1 C8 106.79(17) . . ? O2 S1 C8 109.06(17) . . ? C1 S1 C8 105.54(17) . . ? 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 C1 C6 1.385(5) . ? C1 C2 1.393(5) . ? C1 S1 1.752(4) . ? C2 C3 1.374(6) . ? C2 H2 0.9300 . ? C3 C4 1.400(6) . ? C3 H3 0.9300 . ? C4 C5 1.380(6) . ? C4 C7 1.491(6) . ? C5 C6 1.373(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.533(5) . ? C8 C14 1.553(5) . ? C8 S1 1.814(3) . ? C8 H8 0.9800 . ? C9 C10 1.523(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.536(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C29 1.517(5) . ? C11 C12 1.527(5) . ? C11 H11 0.9800 . ? C12 C28 1.396(5) . ? C12 C13 1.397(5) . ? C13 C25 1.403(5) . ? C13 C14 1.532(5) . ? C14 C15 1.525(5) . ? C14 H14 0.9800 . ? C15 C16 1.354(5) . ? C15 C24 1.435(5) . ? C16 C17 1.427(5) . ? C16 H16 0.9300 . ? C17 C18 1.398(5) . ? C17 C22 1.419(5) . ? C18 C19 1.343(6) . ? C18 H18 0.9300 . ? C19 C20 1.401(7) . ? C19 H19 0.9300 . ? C20 C21 1.352(6) . ? C20 H20 0.9300 . ? C21 C22 1.430(6) . ? C21 H21 0.9300 . ? C22 C23 1.408(5) . ? C23 C24 1.350(5) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.373(5) . ? C25 H25 0.9300 . ? C26 C27 1.371(5) . ? C26 O4 1.377(4) . ? C27 O3 1.366(4) . ? C27 C28 1.392(5) . ? C28 H28 0.9300 . ? C29 C34 1.384(5) . ? C29 C30 1.396(5) . ? C30 C31 1.366(6) . ? C30 H30 0.9300 . ? C31 C32 1.376(7) . ? C31 H31 0.9300 . ? C32 C33 1.363(7) . ? C32 H32 0.9300 . ? C33 C34 1.374(6) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 O3 1.416(5) . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 O4 1.419(5) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? O1 S1 1.431(3) . ? O2 S1 1.438(3) . ?