# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ts221118-tsue_autored
_database_code_depnum_ccdc_archive 'CCDC 2346149'
loop_
_audit_author_name
_audit_author_address
'Takuya Shimajiri'
;Kyushu University
Japan
;
_audit_update_record             
;
2024-04-06 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_audit_creation_date             2022-11-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
yishigaki@sci.hokudai.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ts221118-tsue
_chemical_formula_moiety         'C F3 O3 S, C26 H25 O2'
_chemical_formula_sum            'C27 H25 F3 O5 S'
_chemical_formula_weight         518.53
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H25 O4 S1 F3'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   30.2694(6)
_cell_length_b                   7.47312(14)
_cell_length_c                   21.6600(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4899.63(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7322
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.3260
_cell_measurement_theta_min      2.9120
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.703
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2160
_exptl_crystal_recrystallization_method 'recrystallized from CH2Cl2/Et2O'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20956
_diffrn_reflns_point_group_measured_fraction_full 0.863
_diffrn_reflns_point_group_measured_fraction_max 0.803
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.804
_diffrn_reflns_theta_min         2.920
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00  31.00   0.50   50.76    --  -42.88  79.00  61.00  206
  2  ω   -177.00 -84.00   0.50   60.44    -- -106.00-103.00-151.00  186
  3  ω   -177.00 -83.00   0.50   60.44    -- -106.00 -48.00  72.00  188
  4  ω     73.00 118.00   0.50   50.76    --   42.88 125.00 150.00   90
  5  ω     73.00 118.00   0.50   50.76    --   42.88 125.00 -90.00   90
  6  ω     73.00 118.00   0.50   50.76    --   42.88 125.00-180.00   90
  7  ω    -37.00  26.00   0.50   50.76    --   42.88 -19.00 -60.00  126
  8  ω    -67.00 -32.00   0.50   60.44    -- -106.00  61.00 -90.00   70
  9  ω     41.00  67.00   0.50   60.44    --  112.39 -61.00 120.00   52
 10  ω     69.00 102.00   0.50   60.44    --  112.39 -77.00-180.00   66
 11  ω     39.00  64.00   0.50   60.44    --  112.39 -61.00 150.00   50
 12  ω     39.00  68.00   0.50   60.44    --  112.39 -61.00   0.00   58
 13  ω     41.00  71.00   0.50   60.44    --  112.39 -61.00 -30.00   60
 14  ω     40.00  70.00   0.50   60.44    --  112.39 -61.00 -60.00   60
 15  ω    123.00 177.00   0.50   60.44    --  112.39  79.00  61.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0092315000
_diffrn_orient_matrix_UB_12      0.0602650000
_diffrn_orient_matrix_UB_13      0.1028755000
_diffrn_orient_matrix_UB_21      -0.0479317000
_diffrn_orient_matrix_UB_22      -0.0002678000
_diffrn_orient_matrix_UB_23      -0.0691057000
_diffrn_orient_matrix_UB_31      -0.0144451000
_diffrn_orient_matrix_UB_32      -0.0377648000
_diffrn_orient_matrix_UB_33      0.1647005000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.637
_reflns_Friedel_fraction_full    0.719
_reflns_Friedel_fraction_max     0.642
_reflns_number_gt                6921
_reflns_number_total             8411
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.203
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Flack x determined using 2333 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.474(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         8411
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0595
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1032P)²+2.3059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1592
_refine_ls_wR_factor_ref         0.1708
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C40(H40), C5(H5), C50(H50), C25(H25), C29(H29), C17(H17), C48(H48), C43(H43),
 C47(H47), C41(H41), C3(H3), C44(H44), C31(H31), C18(H18), C14(H14), C51(H51),
 C21(H21), C24(H24), C15(H15), C22(H22)
2.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C9(H9A,H9B,H9C), C35(H35A,H35B,H35C), C19(H19A,H19B,
 H19C), C26(H26A,H26B,H26C), C45(H45A,H45B,H45C), C34(H34A,H34B,H34C), C7(H7A,
 H7B,H7C), C8(H8A,H8B,H8C), C52(H52A,H52B,H52C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S2 S 0.70054(5) 0.2417(2) 0.00659(8) 0.0511(4) Uani 1 1 d . . . . .
S1 S 0.56282(6) 0.7557(3) 0.48650(8) 0.0628(5) Uani 1 1 d . . . . .
F6 F 0.67267(15) 0.5402(5) -0.04252(19) 0.0672(11) Uani 1 1 d . . . . .
F1 F 0.51353(15) 0.9809(5) 0.5464(2) 0.0692(11) Uani 1 1 d . . . . .
O4 O 0.83491(13) 0.4518(7) 0.1580(2) 0.0525(11) Uani 1 1 d . . . . .
O3 O 0.70625(14) 0.3779(6) 0.57807(19) 0.0515(11) Uani 1 1 d . . . . .
F3 F 0.49762(13) 0.9568(5) 0.4499(2) 0.0644(10) Uani 1 1 d . . . . .
O1 O 0.58016(15) 0.7683(6) -0.08670(19) 0.0492(10) Uani 1 1 d . . . . .
F5 F 0.62113(12) 0.3753(6) -0.0046(2) 0.0716(12) Uani 1 1 d . . . . .
O2 O 0.69767(13) 0.8656(6) 0.3398(2) 0.0525(11) Uani 1 1 d . . . . .
O10 O 0.68511(14) 0.1430(6) 0.0598(2) 0.0590(12) Uani 1 1 d . . . . .
O8 O 0.74215(14) 0.3287(9) 0.0166(2) 0.0731(16) Uani 1 1 d . . . . .
F4 F 0.66563(18) 0.5233(6) 0.0584(2) 0.0803(13) Uani 1 1 d . . . . .
F2 F 0.47982(16) 0.7468(7) 0.5121(3) 0.0881(14) Uani 1 1 d . . . . .
O9 O 0.69275(18) 0.1647(7) -0.0537(3) 0.0727(14) Uani 1 1 d . . . . .
C28 C 0.56090(18) 0.2789(7) 0.1962(3) 0.0371(12) Uani 1 1 d . . . . .
C40 C 0.66305(17) 0.4316(7) 0.4255(3) 0.0361(11) Uani 1 1 d . . . . .
H40 H 0.636004 0.467040 0.406888 0.043 Uiso 1 1 calc R U . . .
C37 C 0.65157(17) 0.3479(7) 0.2979(3) 0.0351(11) Uani 1 1 d . . . . .
C38 C 0.69418(17) 0.3733(6) 0.3214(3) 0.0340(11) Uani 1 1 d . . . . .
C36 C 0.61405(17) 0.3200(7) 0.2799(2) 0.0342(11) Uani 1 1 d . . . . .
C46 C 0.73081(17) 0.3902(7) 0.2790(2) 0.0329(10) Uani 1 1 d . . . . .
C27 C 0.57082(17) 0.2848(7) 0.2603(3) 0.0353(12) Uani 1 1 d . . . . .
C5 C 0.36277(17) 0.6028(8) 0.2119(3) 0.0423(13) Uani 1 1 d . . . . .
H5 H 0.339360 0.588409 0.183114 0.051 Uiso 1 1 calc R U . . .
C39 C 0.69870(16) 0.3785(7) 0.3878(2) 0.0313(10) Uani 1 1 d . . . . .
C13 C 0.56741(18) 0.7733(7) 0.1035(3) 0.0379(12) Uani 1 1 d . . . . .
C50 C 0.76113(19) 0.3384(8) 0.1765(3) 0.0413(12) Uani 1 1 d . . . . .
H50 H 0.758211 0.290917 0.136042 0.050 Uiso 1 1 calc R U . . .
C6 C 0.40408(19) 0.6540(7) 0.1905(3) 0.0403(13) Uani 1 1 d . . . . .
C25 C 0.58659(19) 0.8309(7) 0.2760(3) 0.0389(12) Uani 1 1 d . . . . .
H25 H 0.556559 0.838135 0.288496 0.047 Uiso 1 1 calc R U . . .
C11 C 0.51873(19) 0.7331(7) 0.1928(3) 0.0390(12) Uani 1 1 d . . . . .
C10 C 0.48227(17) 0.7051(7) 0.2114(3) 0.0361(11) Uani 1 1 d . . . . .
C42 C 0.70574(19) 0.3755(8) 0.5160(3) 0.0415(13) Uani 1 1 d . . . . .
C29 C 0.5183(2) 0.2432(7) 0.1789(3) 0.0420(13) Uani 1 1 d . . . . .
H29 H 0.511424 0.238634 0.136166 0.050 Uiso 1 1 calc R U . . .
C1 C 0.43908(17) 0.6674(7) 0.2335(3) 0.0374(12) Uani 1 1 d . . . . .
C17 C 0.6046(2) 0.8846(7) 0.0121(3) 0.0444(13) Uani 1 1 d . . . . .
H17 H 0.626238 0.959724 -0.006207 0.053 Uiso 1 1 calc R U . . .
C48 C 0.80370(18) 0.4976(8) 0.2539(3) 0.0393(12) Uani 1 1 d . . . . .
H48 H 0.829970 0.558324 0.265612 0.047 Uiso 1 1 calc R U . . .
C12 C 0.56157(17) 0.7699(7) 0.1698(3) 0.0360(11) Uani 1 1 d . . . . .
C43 C 0.74161(18) 0.3170(8) 0.4807(3) 0.0405(12) Uani 1 1 d . . . . .
H43 H 0.767858 0.275317 0.499920 0.049 Uiso 1 1 calc R U . . .
C2 C 0.43162(18) 0.6408(7) 0.2965(3) 0.0406(12) Uani 1 1 d . . . . .
C49 C 0.80006(18) 0.4261(8) 0.1945(3) 0.0412(12) Uani 1 1 d . . . . .
C32 C 0.53746(18) 0.2524(7) 0.3049(3) 0.0384(12) Uani 1 1 d . . . . .
C47 C 0.76952(17) 0.4809(7) 0.2958(3) 0.0351(11) Uani 1 1 d . . . . .
H47 H 0.772253 0.530931 0.335932 0.042 Uiso 1 1 calc R U . . .
C20 C 0.59649(17) 0.7963(7) 0.2132(2) 0.0341(11) Uani 1 1 d . . . . .
C33 C 0.5967(2) 0.3086(8) 0.1497(3) 0.0459(14) Uani 1 1 d . . . . .
H33A H 0.608618 0.429702 0.154486 0.069 Uiso 1 1 calc R U . . .
H33B H 0.584551 0.294638 0.108052 0.069 Uiso 1 1 calc R U . . .
H33C H 0.620303 0.220910 0.156171 0.069 Uiso 1 1 calc R U . . .
C41 C 0.66686(18) 0.4329(8) 0.4886(3) 0.0417(13) Uani 1 1 d . . . . .
H41 H 0.642943 0.472933 0.513390 0.050 Uiso 1 1 calc R U . . .
C3 C 0.3893(2) 0.5920(8) 0.3161(3) 0.0449(13) Uani 1 1 d . . . . .
H3 H 0.383925 0.572119 0.358761 0.054 Uiso 1 1 calc R U . . .
O5 O 0.59300(18) 0.9130(11) 0.4751(3) 0.095(2) Uani 1 1 d . . . . .
C44 C 0.73801(18) 0.3211(7) 0.4171(3) 0.0373(11) Uani 1 1 d . . . . .
H44 H 0.762416 0.284655 0.392534 0.045 Uiso 1 1 calc R U . . .
C31 C 0.49543(19) 0.2191(7) 0.2839(3) 0.0449(14) Uani 1 1 d . . . . .
H31 H 0.472763 0.199043 0.313492 0.054 Uiso 1 1 calc R U . . .
O6 O 0.5575(2) 0.6608(10) 0.4313(3) 0.095(2) Uani 1 1 d . . . . .
C18 C 0.59940(19) 0.8805(8) 0.0748(3) 0.0412(12) Uani 1 1 d . . . . .
H18 H 0.618102 0.952561 0.099786 0.049 Uiso 1 1 calc R U . . .
C14 C 0.53913(18) 0.6714(7) 0.0646(3) 0.0396(12) Uani 1 1 d . . . . .
H14 H 0.515895 0.603424 0.082504 0.048 Uiso 1 1 calc R U . . .
C51 C 0.72738(17) 0.3223(7) 0.2184(3) 0.0371(11) Uani 1 1 d . . . . .
H51 H 0.700910 0.263816 0.206236 0.044 Uiso 1 1 calc R U . . .
C16 C 0.5775(2) 0.7767(7) -0.0249(3) 0.0425(13) Uani 1 1 d . . . . .
C21 C 0.64164(19) 0.7776(7) 0.1970(3) 0.0394(12) Uani 1 1 d . . . . .
H21 H 0.649296 0.747913 0.155697 0.047 Uiso 1 1 calc R U . . .
C24 C 0.61929(19) 0.8542(7) 0.3195(3) 0.0381(11) Uani 1 1 d . . . . .
H24 H 0.611826 0.877435 0.361338 0.046 Uiso 1 1 calc R U . . .
C9 C 0.4114(2) 0.6932(9) 0.1227(3) 0.0526(16) Uani 1 1 d . . . . .
H9A H 0.428642 0.596121 0.104120 0.079 Uiso 1 1 calc R U . . .
H9B H 0.427546 0.806211 0.118349 0.079 Uiso 1 1 calc R U . . .
H9C H 0.382813 0.702675 0.101771 0.079 Uiso 1 1 calc R U . . .
C23 C 0.66322(19) 0.8436(8) 0.3016(3) 0.0398(12) Uani 1 1 d . . . . .
C4 C 0.35463(19) 0.5721(7) 0.2737(3) 0.0433(13) Uani 1 1 d . . . . .
C15 C 0.54471(19) 0.6694(7) 0.0023(3) 0.0429(12) Uani 1 1 d . . . . .
H15 H 0.526496 0.595646 -0.022720 0.051 Uiso 1 1 calc R U . . .
C30 C 0.48437(18) 0.2132(7) 0.2216(3) 0.0434(13) Uani 1 1 d . . . . .
O7 O 0.5733(3) 0.6750(9) 0.5419(3) 0.100(2) Uani 1 1 d . . . . .
C35 C 0.5479(2) 0.2609(9) 0.3722(3) 0.0496(14) Uani 1 1 d . . . . .
H35A H 0.554361 0.384938 0.383819 0.074 Uiso 1 1 calc R U . . .
H35B H 0.573754 0.185900 0.380900 0.074 Uiso 1 1 calc R U . . .
H35C H 0.522590 0.217450 0.395999 0.074 Uiso 1 1 calc R U . . .
C19 C 0.6130(2) 0.8773(10) -0.1164(3) 0.0594(17) Uani 1 1 d . . . . .
H19A H 0.609888 0.867028 -0.161325 0.089 Uiso 1 1 calc R U . . .
H19B H 0.642517 0.836680 -0.104141 0.089 Uiso 1 1 calc R U . . .
H19C H 0.609033 1.002404 -0.104090 0.089 Uiso 1 1 calc R U . . .
C26 C 0.6888(2) 0.8991(9) 0.4036(3) 0.0541(16) Uani 1 1 d . . . . .
H26A H 0.671350 1.008844 0.407649 0.081 Uiso 1 1 calc R U . . .
H26B H 0.716801 0.913121 0.425918 0.081 Uiso 1 1 calc R U . . .
H26C H 0.672310 0.798294 0.421064 0.081 Uiso 1 1 calc R U . . .
C22 C 0.67452(18) 0.8017(9) 0.2400(3) 0.0444(13) Uani 1 1 d . . . . .
H22 H 0.704646 0.790231 0.228352 0.053 Uiso 1 1 calc R U . . .
C54 C 0.6629(2) 0.4292(8) 0.0045(3) 0.0525(15) Uani 1 1 d . . . . .
C45 C 0.7453(2) 0.3155(12) 0.6096(3) 0.0582(18) Uani 1 1 d . . . . .
H45A H 0.751976 0.192985 0.596417 0.087 Uiso 1 1 calc R U . . .
H45B H 0.740177 0.317326 0.654266 0.087 Uiso 1 1 calc R U . . .
H45C H 0.770256 0.393722 0.599520 0.087 Uiso 1 1 calc R U . . .
C34 C 0.43775(18) 0.1766(9) 0.2008(3) 0.0501(15) Uani 1 1 d . . . . .
H34A H 0.430622 0.050406 0.207916 0.075 Uiso 1 1 calc R U . . .
H34B H 0.435048 0.203562 0.156648 0.075 Uiso 1 1 calc R U . . .
H34C H 0.417253 0.252164 0.224171 0.075 Uiso 1 1 calc R U . . .
C53 C 0.5116(3) 0.8689(8) 0.4987(3) 0.0602(18) Uani 1 1 d . . . . .
C7 C 0.4682(2) 0.6641(9) 0.3422(3) 0.0521(15) Uani 1 1 d . . . . .
H7A H 0.476456 0.790777 0.344342 0.078 Uiso 1 1 calc R U . . .
H7B H 0.493800 0.593251 0.329276 0.078 Uiso 1 1 calc R U . . .
H7C H 0.458253 0.623737 0.382947 0.078 Uiso 1 1 calc R U . . .
C8 C 0.3094(2) 0.5184(9) 0.2968(4) 0.0580(17) Uani 1 1 d . . . . .
H8A H 0.311263 0.402145 0.317571 0.087 Uiso 1 1 calc R U . . .
H8B H 0.288933 0.509808 0.261846 0.087 Uiso 1 1 calc R U . . .
H8C H 0.298551 0.608563 0.326012 0.087 Uiso 1 1 calc R U . . .
C52 C 0.8348(2) 0.3780(13) 0.0965(3) 0.068(2) Uani 1 1 d . . . . .
H52A H 0.808811 0.421613 0.074091 0.103 Uiso 1 1 calc R U . . .
H52B H 0.833775 0.247096 0.098918 0.103 Uiso 1 1 calc R U . . .
H52C H 0.861654 0.415091 0.074803 0.103 Uiso 1 1 calc R U . . .


_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
S2 O10 1.446(5) . ?
S2 O8 1.434(5) . ?
S2 O9 1.447(5) . ?
S2 C54 1.806(7) . ?
S1 O5 1.509(7) . ?
S1 O6 1.399(6) . ?
S1 O7 1.381(6) . ?
S1 C53 1.785(7) . ?
F6 C54 1.346(8) . ?
F1 C53 1.332(8) . ?
O4 C49 1.332(7) . ?
O4 C52 1.441(8) . ?
O3 C42 1.344(7) . ?
O3 C45 1.442(8) . ?
F3 C53 1.315(8) . ?
O1 C16 1.343(7) . ?
O1 C19 1.438(8) . ?
F5 C54 1.342(7) . ?
O2 C23 1.341(7) . ?
O2 C26 1.430(8) . ?
F4 C54 1.365(8) . ?
F2 C53 1.359(8) . ?
C28 C27 1.421(8) . ?
C28 C29 1.370(8) . ?
C28 C33 1.496(8) . ?
C40 H40 0.9500 . ?
C40 C39 1.410(7) . ?
C40 C41 1.372(8) . ?
C37 C38 1.399(8) . ?
C37 C36 1.219(7) . ?
C38 C46 1.446(8) . ?
C38 C39 1.445(8) . ?
C36 C27 1.400(7) . ?
C46 C47 1.402(7) . ?
C46 C51 1.411(7) . ?
C27 C32 1.418(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(8) . ?
C5 C4 1.381(9) . ?
C39 C44 1.415(7) . ?
C13 C12 1.447(8) . ?
C13 C18 1.402(8) . ?
C13 C14 1.422(7) . ?
C50 H50 0.9500 . ?
C50 C49 1.403(8) . ?
C50 C51 1.371(8) . ?
C6 C1 1.414(8) . ?
C6 C9 1.514(9) . ?
C25 H25 0.9500 . ?
C25 C20 1.417(8) . ?
C25 C24 1.377(8) . ?
C11 C10 1.193(8) . ?
C11 C12 1.416(8) . ?
C10 C1 1.421(8) . ?
C42 C43 1.399(8) . ?
C42 C41 1.387(8) . ?
C29 H29 0.9500 . ?
C29 C30 1.399(9) . ?
C1 C2 1.397(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.369(8) . ?
C17 C16 1.401(8) . ?
C48 H48 0.9500 . ?
C48 C49 1.398(8) . ?
C48 C47 1.382(8) . ?
C12 C20 1.429(8) . ?
C43 H43 0.9500 . ?
C43 C44 1.382(8) . ?
C2 C3 1.398(8) . ?
C2 C7 1.495(8) . ?
C32 C31 1.374(8) . ?
C32 C35 1.492(8) . ?
C47 H47 0.9500 . ?
C20 C21 1.418(8) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C41 H41 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.401(9) . ?
C44 H44 0.9500 . ?
C31 H31 0.9500 . ?
C31 C30 1.391(9) . ?
C18 H18 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.360(8) . ?
C51 H51 0.9500 . ?
C16 C15 1.405(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.375(8) . ?
C24 H24 0.9500 . ?
C24 C23 1.387(8) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C23 C22 1.414(9) . ?
C4 C8 1.513(9) . ?
C15 H15 0.9500 . ?
C30 C34 1.507(8) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C22 H22 0.9500 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O10 S2 O9 117.6(3) . . ?
O10 S2 C54 102.2(3) . . ?
O8 S2 O10 113.2(3) . . ?
O8 S2 O9 117.4(3) . . ?
O8 S2 C54 101.9(3) . . ?
O9 S2 C54 100.6(3) . . ?
O5 S1 C53 100.4(4) . . ?
O6 S1 O5 109.0(5) . . ?
O6 S1 C53 105.4(4) . . ?
O7 S1 O5 110.1(4) . . ?
O7 S1 O6 123.2(4) . . ?
O7 S1 C53 106.2(4) . . ?
C49 O4 C52 119.4(5) . . ?
C42 O3 C45 118.6(5) . . ?
C16 O1 C19 117.5(5) . . ?
C23 O2 C26 118.2(5) . . ?
C27 C28 C33 120.0(5) . . ?
C29 C28 C27 118.2(5) . . ?
C29 C28 C33 121.8(5) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 H40 119.5 . . ?
C41 C40 C39 121.0(5) . . ?
C36 C37 C38 176.7(6) . . ?
C37 C38 C46 119.2(5) . . ?
C37 C38 C39 116.9(5) . . ?
C39 C38 C46 123.9(5) . . ?
C37 C36 C27 178.6(6) . . ?
C47 C46 C38 121.2(5) . . ?
C47 C46 C51 118.5(5) . . ?
C51 C46 C38 120.2(5) . . ?
C36 C27 C28 119.9(5) . . ?
C36 C27 C32 119.4(5) . . ?
C32 C27 C28 120.6(5) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C4 C5 C6 122.0(5) . . ?
C40 C39 C38 120.7(4) . . ?
C40 C39 C44 118.0(5) . . ?
C44 C39 C38 121.2(4) . . ?
C18 C13 C12 122.3(5) . . ?
C18 C13 C14 117.4(5) . . ?
C14 C13 C12 120.3(5) . . ?
C49 C50 H50 120.5 . . ?
C51 C50 H50 120.5 . . ?
C51 C50 C49 118.9(5) . . ?
C5 C6 C1 118.3(5) . . ?
C5 C6 C9 120.6(5) . . ?
C1 C6 C9 121.0(5) . . ?
C20 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C24 C25 C20 121.8(5) . . ?
C10 C11 C12 178.5(6) . . ?
C11 C10 C1 178.7(6) . . ?
O3 C42 C43 122.9(5) . . ?
O3 C42 C41 115.8(5) . . ?
C41 C42 C43 121.3(5) . . ?
C28 C29 H29 118.6 . . ?
C28 C29 C30 122.8(6) . . ?
C30 C29 H29 118.6 . . ?
C6 C1 C10 118.7(5) . . ?
C2 C1 C6 120.8(5) . . ?
C2 C1 C10 120.4(5) . . ?
C18 C17 H17 120.4 . . ?
C18 C17 C16 119.2(6) . . ?
C16 C17 H17 120.4 . . ?
C49 C48 H48 119.6 . . ?
C47 C48 H48 119.6 . . ?
C47 C48 C49 120.7(5) . . ?
C11 C12 C13 117.7(5) . . ?
C11 C12 C20 118.2(5) . . ?
C20 C12 C13 124.1(5) . . ?
C42 C43 H43 120.7 . . ?
C44 C43 C42 118.6(5) . . ?
C44 C43 H43 120.7 . . ?
C1 C2 C3 118.8(5) . . ?
C1 C2 C7 120.7(5) . . ?
C3 C2 C7 120.5(6) . . ?
O4 C49 C50 124.6(6) . . ?
O4 C49 C48 115.4(5) . . ?
C48 C49 C50 120.0(5) . . ?
C27 C32 C35 120.4(5) . . ?
C31 C32 C27 117.7(5) . . ?
C31 C32 C35 121.8(5) . . ?
C46 C47 H47 120.0 . . ?
C48 C47 C46 119.9(5) . . ?
C48 C47 H47 120.0 . . ?
C25 C20 C12 120.1(5) . . ?
C25 C20 C21 117.4(5) . . ?
C21 C20 C12 122.4(5) . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C40 C41 C42 119.8(5) . . ?
C40 C41 H41 120.1 . . ?
C42 C41 H41 120.1 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(6) . . ?
C4 C3 H3 119.5 . . ?
C39 C44 H44 119.3 . . ?
C43 C44 C39 121.3(5) . . ?
C43 C44 H44 119.3 . . ?
C32 C31 H31 118.3 . . ?
C32 C31 C30 123.3(6) . . ?
C30 C31 H31 118.3 . . ?
C13 C18 H18 118.9 . . ?
C17 C18 C13 122.1(5) . . ?
C17 C18 H18 118.9 . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.2(5) . . ?
C15 C14 H14 119.4 . . ?
C46 C51 H51 119.0 . . ?
C50 C51 C46 121.9(5) . . ?
C50 C51 H51 119.0 . . ?
O1 C16 C17 124.2(6) . . ?
O1 C16 C15 115.7(6) . . ?
C17 C16 C15 120.1(6) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.1(5) . . ?
C22 C21 H21 119.4 . . ?
C25 C24 H24 120.3 . . ?
C25 C24 C23 119.4(5) . . ?
C23 C24 H24 120.3 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O2 C23 C24 124.5(5) . . ?
O2 C23 C22 114.9(5) . . ?
C24 C23 C22 120.5(5) . . ?
C5 C4 C3 118.9(5) . . ?
C5 C4 C8 121.8(6) . . ?
C3 C4 C8 119.3(6) . . ?
C14 C15 C16 119.8(5) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C29 C30 C34 121.2(6) . . ?
C31 C30 C29 117.4(5) . . ?
C31 C30 C34 121.5(6) . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O1 C19 H19A 109.5 . . ?
O1 C19 H19B 109.5 . . ?
O1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C26 H26A 109.5 . . ?
O2 C26 H26B 109.5 . . ?
O2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C22 C23 119.6(5) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
F6 C54 S2 111.0(5) . . ?
F6 C54 F4 108.4(5) . . ?
F5 C54 S2 111.4(4) . . ?
F5 C54 F6 106.3(6) . . ?
F5 C54 F4 109.7(6) . . ?
F4 C54 S2 109.9(5) . . ?
O3 C45 H45A 109.5 . . ?
O3 C45 H45B 109.5 . . ?
O3 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C30 C34 H34A 109.5 . . ?
C30 C34 H34B 109.5 . . ?
C30 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
F1 C53 S1 112.0(5) . . ?
F1 C53 F2 106.6(6) . . ?
F3 C53 S1 113.5(5) . . ?
F3 C53 F1 108.9(5) . . ?
F3 C53 F2 106.2(6) . . ?
F2 C53 S1 109.2(4) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C52 H52A 109.5 . . ?
O4 C52 H52B 109.5 . . ?
O4 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C42 C43 C44 -179.4(5) . . . . ?
O3 C42 C41 C40 -178.7(5) . . . . ?
O1 C16 C15 C14 -179.0(5) . . . . ?
O2 C23 C22 C21 -179.6(5) . . . . ?
O10 S2 C54 F6 179.1(5) . . . . ?
O10 S2 C54 F5 -62.7(5) . . . . ?
O10 S2 C54 F4 59.1(5) . . . . ?
O8 S2 C54 F6 61.8(5) . . . . ?
O8 S2 C54 F5 -179.9(5) . . . . ?
O8 S2 C54 F4 -58.1(5) . . . . ?
O9 S2 C54 F6 -59.4(5) . . . . ?
O9 S2 C54 F5 58.9(6) . . . . ?
O9 S2 C54 F4 -179.3(5) . . . . ?
C28 C27 C32 C31 -1.3(8) . . . . ?
C28 C27 C32 C35 -179.3(5) . . . . ?
C28 C29 C30 C31 -0.6(8) . . . . ?
C28 C29 C30 C34 179.2(5) . . . . ?
C40 C39 C44 C43 -0.1(8) . . . . ?
C37 C38 C46 C47 155.1(5) . . . . ?
C37 C38 C46 C51 -21.8(7) . . . . ?
C37 C38 C39 C40 -26.1(7) . . . . ?
C37 C38 C39 C44 150.3(5) . . . . ?
C38 C46 C47 C48 -178.9(5) . . . . ?
C38 C46 C51 C50 178.9(5) . . . . ?
C38 C39 C44 C43 -176.5(5) . . . . ?
C36 C27 C32 C31 179.8(5) . . . . ?
C36 C27 C32 C35 1.8(8) . . . . ?
C46 C38 C39 C40 154.8(5) . . . . ?
C46 C38 C39 C44 -28.9(7) . . . . ?
C27 C28 C29 C30 0.2(8) . . . . ?
C27 C32 C31 C30 0.9(8) . . . . ?
C5 C6 C1 C10 174.8(5) . . . . ?
C5 C6 C1 C2 -4.0(8) . . . . ?
C39 C40 C41 C42 -2.2(9) . . . . ?
C39 C38 C46 C47 -25.7(7) . . . . ?
C39 C38 C46 C51 157.3(5) . . . . ?
C13 C12 C20 C25 165.7(5) . . . . ?
C13 C12 C20 C21 -18.6(8) . . . . ?
C13 C14 C15 C16 -3.3(8) . . . . ?
C6 C5 C4 C3 -0.5(8) . . . . ?
C6 C5 C4 C8 179.3(6) . . . . ?
C6 C1 C2 C3 3.0(8) . . . . ?
C6 C1 C2 C7 -176.9(5) . . . . ?
C25 C20 C21 C22 -3.4(8) . . . . ?
C25 C24 C23 O2 179.4(5) . . . . ?
C25 C24 C23 C22 -2.7(8) . . . . ?
C11 C12 C20 C25 -16.1(7) . . . . ?
C11 C12 C20 C21 159.6(5) . . . . ?
C10 C1 C2 C3 -175.7(5) . . . . ?
C10 C1 C2 C7 4.4(8) . . . . ?
C42 C43 C44 C39 -1.6(9) . . . . ?
C29 C28 C27 C36 179.7(5) . . . . ?
C29 C28 C27 C32 0.7(8) . . . . ?
C1 C2 C3 C4 -0.8(8) . . . . ?
C17 C16 C15 C14 0.4(8) . . . . ?
C12 C13 C18 C17 -179.4(5) . . . . ?
C12 C13 C14 C15 -178.4(5) . . . . ?
C12 C20 C21 C22 -179.2(5) . . . . ?
C43 C42 C41 C40 0.4(9) . . . . ?
C2 C3 C4 C5 -0.5(9) . . . . ?
C2 C3 C4 C8 179.7(5) . . . . ?
C49 C50 C51 C46 -0.5(8) . . . . ?
C49 C48 C47 C46 0.5(8) . . . . ?
C32 C31 C30 C29 0.0(8) . . . . ?
C32 C31 C30 C34 -179.8(5) . . . . ?
C47 C46 C51 C50 1.9(8) . . . . ?
C47 C48 C49 O4 179.4(5) . . . . ?
C47 C48 C49 C50 0.9(8) . . . . ?
C20 C25 C24 C23 -0.1(8) . . . . ?
C20 C21 C22 C23 0.8(9) . . . . ?
C33 C28 C27 C36 0.5(8) . . . . ?
C33 C28 C27 C32 -178.4(5) . . . . ?
C33 C28 C29 C30 179.3(5) . . . . ?
C41 C40 C39 C38 178.5(5) . . . . ?
C41 C40 C39 C44 2.0(8) . . . . ?
C41 C42 C43 C44 1.5(9) . . . . ?
O5 S1 C53 F1 -60.0(5) . . . . ?
O5 S1 C53 F3 63.9(6) . . . . ?
O5 S1 C53 F2 -177.9(5) . . . . ?
O6 S1 C53 F1 -173.2(5) . . . . ?
O6 S1 C53 F3 -49.3(6) . . . . ?
O6 S1 C53 F2 69.0(7) . . . . ?
C18 C13 C12 C11 150.4(5) . . . . ?
C18 C13 C12 C20 -31.4(8) . . . . ?
C18 C13 C14 C15 4.0(8) . . . . ?
C18 C17 C16 O1 -178.9(5) . . . . ?
C18 C17 C16 C15 1.7(8) . . . . ?
C14 C13 C12 C11 -27.0(7) . . . . ?
C14 C13 C12 C20 151.2(5) . . . . ?
C14 C13 C18 C17 -1.9(8) . . . . ?
C51 C46 C47 C48 -1.9(7) . . . . ?
C51 C50 C49 O4 -179.3(6) . . . . ?
C51 C50 C49 C48 -0.9(8) . . . . ?
C16 C17 C18 C13 -0.9(9) . . . . ?
C24 C25 C20 C12 178.9(5) . . . . ?
C24 C25 C20 C21 3.1(8) . . . . ?
C24 C23 C22 C21 2.3(9) . . . . ?
C9 C6 C1 C10 -4.8(8) . . . . ?
C9 C6 C1 C2 176.4(5) . . . . ?
C4 C5 C6 C1 2.7(8) . . . . ?
C4 C5 C6 C9 -177.7(5) . . . . ?
O7 S1 C53 F1 54.6(6) . . . . ?
O7 S1 C53 F3 178.5(5) . . . . ?
O7 S1 C53 F2 -63.2(7) . . . . ?
C35 C32 C31 C30 178.9(5) . . . . ?
C19 O1 C16 C17 0.0(8) . . . . ?
C19 O1 C16 C15 179.5(5) . . . . ?
C26 O2 C23 C24 1.2(8) . . . . ?
C26 O2 C23 C22 -176.8(5) . . . . ?
C45 O3 C42 C43 -0.7(9) . . . . ?
C45 O3 C42 C41 178.4(6) . . . . ?
C7 C2 C3 C4 179.1(6) . . . . ?
C52 O4 C49 C50 -3.5(9) . . . . ?
C52 O4 C49 C48 178.1(6) . . . . ?

_olex2_submission_original_sample_id ts221118-tsue
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.526
_oxdiff_exptl_absorpt_empirical_full_min 0.353
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ts240117-kakt1-150k_autored
_database_code_depnum_ccdc_archive 'CCDC 2346150'
loop_
_audit_author_name
_audit_author_address
'Takuya Shimajiri'
;Kyushu University
Japan
;
_audit_update_record             
;
2024-04-06 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_audit_creation_date             2024-01-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
t.shimajiri@sci.hokudai.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ts240117-kakt1-150K_autored
_chemical_formula_moiety         'C24 H19 O, C F3 O3 S'
_chemical_formula_sum            'C25 H19 F3 O4 S'
_chemical_formula_weight         472.46
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H19 F3 O4 S'
_chemical_oxdiff_usercomment     150K
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   7.3296(2)
_cell_length_b                   14.8403(4)
_cell_length_c                   19.7980(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.989(3)
_cell_angle_gamma                90
_cell_volume                     2120.85(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13165
_cell_measurement_temperature    150
_cell_measurement_theta_max      76.7190
_cell_measurement_theta_min      2.1950
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.651
_exptl_absorpt_coefficient_mu    1.875
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.493
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light red'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 10 1 0.0727
-2 9 2 0.0769
-1 -10 1 0.0530
0 -1 -13 0.0078
0 1 13 0.0217
1 0 12 0.0286
0 0 -12 0.0116
5 -3 -3 0.0705
3 4 7 0.0802
3 -6 -8 0.0646
-1 -6 -9 0.0462
2 9 -3 0.0855
0 10 -1 0.0699
-4 4 5 0.1388
-2 -9 3 0.0798
1 5 -11 0.0478
0 7 -9 0.0466
-1 7 -7 0.0595
0 -7 9 0.0522
0 1 -13 0.0116
0 -1 13 0.0250
0 -6 -10 0.0349
0 0 -13 0.0078

_exptl_crystal_recrystallization_method 
'obtained by recrystallization from MeCN/Et2O'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.7470 9.5013 0.9672 0.8305 -0.0219 -0.5561
-2.0337 8.6439 2.3342 0.6351 -0.0176 -0.7719
-0.7633 -9.5049 0.6548 -0.9652 0.0245 0.2597
-0.0541 -0.7827 -12.5936 -0.0219 -0.9727 0.2327
-0.0372 0.8590 12.6253 0.0213 0.9675 -0.2528
0.8274 0.0775 12.0819 0.0226 0.9987 -0.0559
-0.4026 -0.4656 -12.4119 -0.0221 -0.9882 0.1539
4.5690 -2.6635 -2.5505 0.1442 0.1840 0.9722
2.9740 3.9121 7.0485 0.5881 0.7701 0.2467
2.9899 -5.7002 -7.7730 -0.2521 -0.3355 0.9068
-1.3188 -5.5865 -9.0761 -0.5980 -0.7859 0.1541
1.8405 8.7080 -3.1763 0.9918 -0.1286 0.0086
0.1045 9.5938 -1.1723 0.9205 -0.1182 -0.3725
-4.1163 4.4033 4.5007 0.0495 -0.0034 -0.9982
-1.9399 -8.6092 3.2857 -0.9913 0.1286 -0.0324
1.0322 5.4162 -10.5902 0.6462 -0.7535 0.1281
-0.3382 6.6506 -8.9686 0.6402 -0.7443 -0.1963
-1.4060 7.1286 -7.0047 0.5867 -0.6812 -0.4400
0.2440 -6.5880 9.1118 -0.6428 0.7474 0.1744
0.0930 1.2568 -12.5955 0.1832 -0.9687 0.1717
-0.0397 -1.3100 12.5634 -0.1836 0.9707 -0.1594
0.3683 -6.3484 -9.6365 -0.5255 -0.6894 0.4973
0.1483 0.1216 -12.7293 0.0812 -0.9702 0.2324

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16796
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.869
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.271
_diffrn_reflns_theta_min         4.536
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00  31.00   0.50    1.45    --  -42.91  90.00  54.00  218
  2  ω    -30.00  78.00   0.50    1.45    --   42.91 -90.00 -59.00  216
  3  ω   -177.00 -79.00   0.50    3.45    -- -106.00 -90.00 -59.00  196
  4  ω   -105.00 -32.00   0.50    3.45    -- -106.00  90.00  54.00  146
  5  ω     39.00 105.00   0.50    3.45    --  112.36 -90.00 -59.00  132
  6  ω    -26.00  38.00   0.50    1.45    --  -42.91  19.00  60.00  128
  7  ω    -43.00  34.00   0.50    1.45    --  -42.91  38.00   0.00  154
  8  ω     73.00 118.00   0.50    1.45    --   42.91 125.00   0.00   90
  9  ω     73.00 118.00   0.50    1.45    --   42.91 125.00 -90.00   90
 10  ω    -30.00  65.00   0.50    1.45    --   42.91 -57.00 120.00  190
 11  ω     73.00 118.00   0.50    1.45    --   42.91 125.00 150.00   90
 12  ω     73.00 118.00   0.50    1.45    --   42.91 125.00-180.00   90
 13  ω    -37.00  26.00   0.50    1.45    --   42.91 -19.00-150.00  126
 14  ω   -177.00 -84.00   0.50    3.45    -- -106.00 -45.00-180.00  186
 15  ω   -177.00 -77.00   0.50    3.45    -- -106.00 -77.00 -90.00  200
 16  ω   -177.00 -84.00   0.50    3.45    -- -106.00 -45.00-150.00  186
 17  ω    -71.00 -32.00   0.50    3.45    -- -106.00  61.00   0.00   78
 18  ω   -112.00 -32.00   0.50    3.45    -- -106.00 125.00-150.00  160
 19  ω   -112.00 -32.00   0.50    3.45    -- -106.00 125.00 -30.00  160
 20  ω   -105.00 -32.00   0.50    3.45    -- -106.00  77.00-120.00  146
 21  ω   -112.00 -32.00   0.50    3.45    -- -106.00 125.00  90.00  160
 22  ω   -177.00 -84.00   0.50    3.45    -- -106.00 -45.00 -60.00  186
 23  ω   -105.00 -32.00   0.50    3.45    -- -106.00  77.00 -30.00  146
 24  ω     90.00 178.00   0.50    3.45    --  112.36  61.00   0.00  176
 25  ω     89.00 178.00   0.50    3.45    --  112.36  30.00  30.00  178
 26  ω     90.00 178.00   0.50    3.45    --  112.36  45.00 120.00  176
 27  ω     39.00 105.00   0.50    3.45    --  112.36 -95.00  60.00  132
 28  ω     39.00  71.00   0.50    3.45    --  112.36 -61.00   0.00   64
 29  ω     39.00  71.00   0.50    3.45    --  112.36 -61.00 120.00   64
 30  ω     39.00  71.00   0.50    3.45    --  112.36 -61.00 150.00   64
 31  ω     90.00 178.00   0.50    3.45    --  112.36  61.00 150.00  176
 32  ω     39.00  71.00   0.50    3.45    --  112.36 -61.00  60.00   64
 33  ω     39.00  71.00   0.50    3.45    --  112.36 -61.00  90.00   64
 34  ω     79.00 178.00   0.50    3.45    --  112.36  90.00  54.00  198
 35  ω   -116.00 -14.00   0.50    1.45    --  -42.91 -77.00-120.00  204
 36  ω   -116.00 -14.00   0.50    1.45    --  -42.91 -77.00 -30.00  204
 37  ω   -116.00 -14.00   0.50    1.45    --  -42.91 -77.00   0.00  204
 38  ω   -116.00 -20.00   0.50    1.45    --  -42.91 -57.00 150.00  192
 39  ω   -116.00 -20.00   0.50    1.45    --  -42.91 -57.00  30.00  192
 40  ω   -116.00 -14.00   0.50    1.45    --  -42.91 -77.00 120.00  204
 41  ω     21.00 120.00   0.50    1.45    --   42.91  38.00 -90.00  198
 42  ω     14.00 117.00   0.50    1.45    --   42.91  77.00 -90.00  206
 43  ω     14.00 117.00   0.50    1.45    --   42.91  77.00 120.00  206
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0841334000
_diffrn_orient_matrix_UB_12      0.0944772000
_diffrn_orient_matrix_UB_13      -0.0044953000
_diffrn_orient_matrix_UB_21      0.0811126000
_diffrn_orient_matrix_UB_22      -0.0037756000
_diffrn_orient_matrix_UB_23      0.0771274000
_diffrn_orient_matrix_UB_31      0.1785756000
_diffrn_orient_matrix_UB_32      -0.0428021000
_diffrn_orient_matrix_UB_33      -0.0165850000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.780
_reflns_Friedel_fraction_full    0.815
_reflns_Friedel_fraction_max     0.763
_reflns_number_gt                3805
_reflns_number_total             3924
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Flack x determined using 1590 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.36(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3924
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0624
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1259P)²+2.1837P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1716
_refine_ls_wR_factor_ref         0.1729
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Free rotating group:
 S2(O3,O4,O5,C6,F7,F8,F9)
2.b Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00J(H00J), C00M(H00M), C00N(H00N), C00P(H00P),
 C00R(H00R), C00S(H00S), C00U(H00U), C00W(H00W)
2.c Idealised Me refined as rotating group:
 C00Q(H00A,H00B,H00D), C00T(H00F,H00G,H00H), C00V(H00I,H00K,H00L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O002 O 0.7926(5) 0.78022(19) 0.56218(19) 0.0268(6) Uani 1 1 d . . . . .
C009 C 0.7821(6) 0.6401(3) 0.6239(2) 0.0228(9) Uani 1 1 d . . . . .
C00A C 0.7700(6) 0.7350(3) 0.6200(2) 0.0236(9) Uani 1 1 d . . . . .
C00B C 0.8037(7) 0.3192(3) 0.5643(3) 0.0224(8) Uani 1 1 d . . . . .
C00C C 0.7693(6) 0.1793(3) 0.6227(2) 0.0259(9) Uani 1 1 d . . . . .
H00C H 0.743848 0.147216 0.661515 0.031 Uiso 1 1 calc R U . . .
C00D C 0.7686(6) 0.2732(3) 0.6232(2) 0.0231(9) Uani 1 1 d . . . . .
C00E C 0.7603(7) 0.5982(3) 0.6862(2) 0.0274(9) Uani 1 1 d . . . . .
H00E H 0.768427 0.534532 0.690425 0.033 Uiso 1 1 calc R U . . .
C00F C 0.8119(6) 0.5910(3) 0.5652(3) 0.0224(8) Uani 1 1 d . . . . .
C00G C 0.8071(7) 0.1314(3) 0.5653(3) 0.0272(8) Uani 1 1 d . . . . .
C00H C 0.8130(7) 0.4965(3) 0.5651(2) 0.0240(8) Uani 1 1 d . . . . .
C00I C 0.8361(6) 0.2718(3) 0.5057(2) 0.0235(9) Uani 1 1 d . . . . .
C00J C 0.7331(6) 0.7873(3) 0.6745(2) 0.0281(10) Uani 1 1 d . . . . .
H00J H 0.722293 0.850920 0.670601 0.034 Uiso 1 1 calc R U . . .
C00K C 0.8411(6) 0.6404(3) 0.5060(2) 0.0224(9) Uani 1 1 d . . . . .
C00L C 0.8076(7) 0.4151(3) 0.5647(2) 0.0225(8) Uani 1 1 d . . . . .
C00M C 0.8369(6) 0.1785(3) 0.5083(2) 0.0255(9) Uani 1 1 d . . . . .
H00M H 0.858902 0.145718 0.469220 0.031 Uiso 1 1 calc R U . . .
C00N C 0.8786(7) 0.5987(3) 0.4453(2) 0.0276(10) Uani 1 1 d . . . . .
H00N H 0.888785 0.534983 0.443297 0.033 Uiso 1 1 calc R U . . .
C00O C 0.8279(6) 0.7353(3) 0.5068(2) 0.0242(9) Uani 1 1 d . . . . .
C00P C 0.8816(7) 0.7443(4) 0.3916(3) 0.0324(10) Uani 1 1 d . . . . .
H00P H 0.892993 0.778912 0.352229 0.039 Uiso 1 1 calc R U . . .
C00Q C 0.8660(7) 0.3210(3) 0.4423(2) 0.0312(10) Uani 1 1 d . . . . .
H00A H 0.751326 0.351749 0.421799 0.047 Uiso 1 1 calc R U . . .
H00B H 0.901126 0.277943 0.409278 0.047 Uiso 1 1 calc R U . . .
H00D H 0.965052 0.365547 0.454355 0.047 Uiso 1 1 calc R U . . .
C00R C 0.7274(7) 0.6495(4) 0.7404(2) 0.0325(11) Uani 1 1 d . . . . .
H00R H 0.714454 0.621278 0.782380 0.039 Uiso 1 1 calc R U . . .
C00S C 0.9002(7) 0.6498(4) 0.3897(2) 0.0306(10) Uani 1 1 d . . . . .
H00S H 0.927828 0.621482 0.349647 0.037 Uiso 1 1 calc R U . . .
C00T C 0.7302(7) 0.3236(3) 0.6852(2) 0.0304(10) Uani 1 1 d . . . . .
H00F H 0.835876 0.362478 0.702782 0.046 Uiso 1 1 calc R U . . .
H00G H 0.710870 0.280496 0.720835 0.046 Uiso 1 1 calc R U . . .
H00H H 0.618806 0.360595 0.672469 0.046 Uiso 1 1 calc R U . . .
C00U C 0.8471(7) 0.7869(3) 0.4497(3) 0.0295(10) Uani 1 1 d . . . . .
H00U H 0.836508 0.850631 0.450872 0.035 Uiso 1 1 calc R U . . .
C00V C 0.8087(8) 0.0295(3) 0.5666(4) 0.0368(11) Uani 1 1 d . . . . .
H00I H 0.929882 0.008210 0.589953 0.055 Uiso 1 1 calc R U . . .
H00K H 0.784965 0.006417 0.519488 0.055 Uiso 1 1 calc R U . . .
H00L H 0.712129 0.007738 0.591150 0.055 Uiso 1 1 calc R U . . .
C00W C 0.7126(7) 0.7438(3) 0.7342(3) 0.0318(10) Uani 1 1 d . . . . .
H00W H 0.687926 0.778239 0.772091 0.038 Uiso 1 1 calc R U . . .
S2 S 0.19806(17) 0.47769(6) 0.30580(8) 0.0284(3) Uani 1 1 d G . . A -1
O3 O 0.2365(3) 0.39149(7) 0.27734(11) 0.0449(10) Uani 1 1 d G . . A -1
O4 O 0.0974(2) 0.54100(10) 0.25777(10) 0.0453(10) Uani 1 1 d G . . A -1
O5 O 0.1432(3) 0.47450(13) 0.37243(9) 0.0499(12) Uani 1 1 d G . . A -1
C6 C 0.43097(19) 0.52954(9) 0.32541(11) 0.0392(12) Uani 1 1 d G . . A -1
F7 F 0.4255(3) 0.61172(10) 0.35286(13) 0.0517(9) Uani 1 1 d G . . A -1
F8 F 0.5479(2) 0.48014(14) 0.37007(14) 0.0661(13) Uani 1 1 d G . . A -1
F9 F 0.5076(3) 0.53866(15) 0.26918(14) 0.0619(11) Uani 1 1 d G . . A -1


_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
O002 C00A 1.361(6) . ?
O002 C00O 1.347(6) . ?
C009 C00A 1.413(6) . ?
C009 C00E 1.414(6) . ?
C009 C00F 1.421(6) . ?
C00A C00J 1.393(6) . ?
C00B C00D 1.413(6) . ?
C00B C00I 1.412(6) . ?
C00B C00L 1.424(5) . ?
C00C H00C 0.9500 . ?
C00C C00D 1.394(6) . ?
C00C C00G 1.408(7) . ?
C00D C00T 1.505(6) . ?
C00E H00E 0.9500 . ?
C00E C00R 1.372(7) . ?
C00F C00H 1.403(6) . ?
C00F C00K 1.430(6) . ?
C00G C00M 1.377(7) . ?
C00G C00V 1.514(6) . ?
C00H C00L 1.209(6) . ?
C00I C00M 1.386(6) . ?
C00I C00Q 1.501(6) . ?
C00J H00J 0.9500 . ?
C00J C00W 1.378(7) . ?
C00K C00N 1.420(6) . ?
C00K C00O 1.412(6) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00S 1.368(7) . ?
C00O C00U 1.392(6) . ?
C00P H00P 0.9500 . ?
C00P C00S 1.410(7) . ?
C00P C00U 1.373(7) . ?
C00Q H00A 0.9800 . ?
C00Q H00B 0.9800 . ?
C00Q H00D 0.9800 . ?
C00R H00R 0.9500 . ?
C00R C00W 1.406(7) . ?
C00S H00S 0.9500 . ?
C00T H00F 0.9800 . ?
C00T H00G 0.9800 . ?
C00T H00H 0.9800 . ?
C00U H00U 0.9500 . ?
C00V H00I 0.9800 . ?
C00V H00K 0.9800 . ?
C00V H00L 0.9800 . ?
C00W H00W 0.9500 . ?
S2 O3 1.4452 . ?
S2 O4 1.4449 . ?
S2 O5 1.4450 . ?
S2 C6 1.8513 . ?
C6 F7 1.3386 . ?
C6 F8 1.3384 . ?
C6 F9 1.3381 . ?

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
C00O O002 C00A 120.7(3) . . ?
C00A C009 C00E 118.1(4) . . ?
C00A C009 C00F 118.9(4) . . ?
C00E C009 C00F 123.0(4) . . ?
O002 C00A C009 121.5(4) . . ?
O002 C00A C00J 116.5(4) . . ?
C00J C00A C009 122.1(4) . . ?
C00D C00B C00L 118.9(4) . . ?
C00I C00B C00D 121.3(4) . . ?
C00I C00B C00L 119.8(4) . . ?
C00D C00C H00C 119.6 . . ?
C00D C00C C00G 120.8(4) . . ?
C00G C00C H00C 119.6 . . ?
C00B C00D C00T 121.4(4) . . ?
C00C C00D C00B 118.4(4) . . ?
C00C C00D C00T 120.3(4) . . ?
C009 C00E H00E 120.0 . . ?
C00R C00E C009 120.0(4) . . ?
C00R C00E H00E 120.0 . . ?
C009 C00F C00K 118.3(4) . . ?
C00H C00F C009 121.0(4) . . ?
C00H C00F C00K 120.7(4) . . ?
C00C C00G C00V 119.5(5) . . ?
C00M C00G C00C 119.2(4) . . ?
C00M C00G C00V 121.2(5) . . ?
C00L C00H C00F 177.8(5) . . ?
C00B C00I C00Q 121.0(4) . . ?
C00M C00I C00B 117.9(4) . . ?
C00M C00I C00Q 121.1(4) . . ?
C00A C00J H00J 121.0 . . ?
C00W C00J C00A 118.0(4) . . ?
C00W C00J H00J 121.0 . . ?
C00N C00K C00F 123.3(4) . . ?
C00O C00K C00F 118.8(4) . . ?
C00O C00K C00N 117.9(4) . . ?
C00H C00L C00B 179.3(5) . . ?
C00G C00M C00I 122.4(4) . . ?
C00G C00M H00M 118.8 . . ?
C00I C00M H00M 118.8 . . ?
C00K C00N H00N 119.8 . . ?
C00S C00N C00K 120.3(5) . . ?
C00S C00N H00N 119.8 . . ?
O002 C00O C00K 121.7(4) . . ?
O002 C00O C00U 116.8(4) . . ?
C00U C00O C00K 121.5(4) . . ?
C00S C00P H00P 119.6 . . ?
C00U C00P H00P 119.6 . . ?
C00U C00P C00S 120.9(4) . . ?
C00I C00Q H00A 109.5 . . ?
C00I C00Q H00B 109.5 . . ?
C00I C00Q H00D 109.5 . . ?
H00A C00Q H00B 109.5 . . ?
H00A C00Q H00D 109.5 . . ?
H00B C00Q H00D 109.5 . . ?
C00E C00R H00R 119.8 . . ?
C00E C00R C00W 120.4(5) . . ?
C00W C00R H00R 119.8 . . ?
C00N C00S C00P 120.3(5) . . ?
C00N C00S H00S 119.9 . . ?
C00P C00S H00S 119.9 . . ?
C00D C00T H00F 109.5 . . ?
C00D C00T H00G 109.5 . . ?
C00D C00T H00H 109.5 . . ?
H00F C00T H00G 109.5 . . ?
H00F C00T H00H 109.5 . . ?
H00G C00T H00H 109.5 . . ?
C00O C00U H00U 120.5 . . ?
C00P C00U C00O 119.1(5) . . ?
C00P C00U H00U 120.5 . . ?
C00G C00V H00I 109.5 . . ?
C00G C00V H00K 109.5 . . ?
C00G C00V H00L 109.5 . . ?
H00I C00V H00K 109.5 . . ?
H00I C00V H00L 109.5 . . ?
H00K C00V H00L 109.5 . . ?
C00J C00W C00R 121.5(5) . . ?
C00J C00W H00W 119.3 . . ?
C00R C00W H00W 119.3 . . ?
O3 S2 C6 102.4 . . ?
O4 S2 O3 115.5 . . ?
O4 S2 O5 115.5 . . ?
O4 S2 C6 102.4 . . ?
O5 S2 O3 115.5 . . ?
O5 S2 C6 102.4 . . ?
F7 C6 S2 111.9 . . ?
F8 C6 S2 111.9 . . ?
F8 C6 F7 107.0 . . ?
F9 C6 S2 111.9 . . ?
F9 C6 F7 107.0 . . ?
F9 C6 F8 107.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 C00A C00J C00W -178.9(4) . . . . ?
O002 C00O C00U C00P -179.4(4) . . . . ?
C009 C00A C00J C00W 1.6(7) . . . . ?
C009 C00E C00R C00W 0.9(8) . . . . ?
C009 C00F C00K C00N 177.7(4) . . . . ?
C009 C00F C00K C00O -3.9(6) . . . . ?
C00A O002 C00O C00K 0.6(7) . . . . ?
C00A O002 C00O C00U 179.4(4) . . . . ?
C00A C009 C00E C00R 0.3(7) . . . . ?
C00A C009 C00F C00H -175.9(4) . . . . ?
C00A C009 C00F C00K 4.3(6) . . . . ?
C00A C00J C00W C00R -0.3(7) . . . . ?
C00B C00I C00M C00G 0.2(7) . . . . ?
C00C C00G C00M C00I 1.8(8) . . . . ?
C00D C00B C00I C00M -1.5(7) . . . . ?
C00D C00B C00I C00Q 177.6(4) . . . . ?
C00D C00C C00G C00M -2.4(7) . . . . ?
C00D C00C C00G C00V 179.4(4) . . . . ?
C00E C009 C00A O002 178.9(4) . . . . ?
C00E C009 C00A C00J -1.6(6) . . . . ?
C00E C009 C00F C00H 2.8(7) . . . . ?
C00E C009 C00F C00K -177.0(4) . . . . ?
C00E C00R C00W C00J -0.9(8) . . . . ?
C00F C009 C00A O002 -2.3(6) . . . . ?
C00F C009 C00A C00J 177.2(4) . . . . ?
C00F C009 C00E C00R -178.4(4) . . . . ?
C00F C00K C00N C00S 178.2(4) . . . . ?
C00F C00K C00O O002 1.4(6) . . . . ?
C00F C00K C00O C00U -177.2(4) . . . . ?
C00G C00C C00D C00B 1.1(7) . . . . ?
C00G C00C C00D C00T -179.3(4) . . . . ?
C00H C00F C00K C00N -2.2(7) . . . . ?
C00H C00F C00K C00O 176.3(4) . . . . ?
C00I C00B C00D C00C 0.9(7) . . . . ?
C00I C00B C00D C00T -178.7(4) . . . . ?
C00K C00N C00S C00P -1.3(7) . . . . ?
C00K C00O C00U C00P -0.7(7) . . . . ?
C00L C00B C00D C00C -178.6(4) . . . . ?
C00L C00B C00D C00T 1.8(7) . . . . ?
C00L C00B C00I C00M 178.0(4) . . . . ?
C00L C00B C00I C00Q -2.9(7) . . . . ?
C00N C00K C00O O002 180.0(4) . . . . ?
C00N C00K C00O C00U 1.3(7) . . . . ?
C00O O002 C00A C009 -0.2(6) . . . . ?
C00O O002 C00A C00J -179.7(4) . . . . ?
C00O C00K C00N C00S -0.3(7) . . . . ?
C00Q C00I C00M C00G -179.0(4) . . . . ?
C00S C00P C00U C00O -0.9(7) . . . . ?
C00U C00P C00S C00N 2.0(8) . . . . ?
C00V C00G C00M C00I 180.0(5) . . . . ?
O3 S2 C6 F7 -180.0 . . . . ?
O3 S2 C6 F8 -60.0 . . . . ?
O3 S2 C6 F9 60.0 . . . . ?
O4 S2 C6 F7 60.0 . . . . ?
O4 S2 C6 F8 180.0 . . . . ?
O4 S2 C6 F9 -60.0 . . . . ?
O5 S2 C6 F7 -60.0 . . . . ?
O5 S2 C6 F8 60.0 . . . . ?
O5 S2 C6 F9 180.0 . . . . ?

_olex2_submission_original_sample_id ts240117-kakt1-150K_autored
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.047
_oxdiff_exptl_absorpt_empirical_full_min 0.604
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ts240206-tsue2-150k_auto
_database_code_depnum_ccdc_archive 'CCDC 2346151'
loop_
_audit_author_name
_audit_author_address
'Takuya Shimajiri'
;Kyushu University
Japan
;
_audit_update_record             
;
2024-04-06 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_audit_creation_date             2024-02-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
t.shimajiri@sci.hokudai.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ts240206-tsue2-150K_auto
_chemical_formula_moiety         'C24 H19 O, B F4'
_chemical_formula_sum            'C24 H19 B F4 O'
_chemical_formula_weight         410.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H19 O B F4'
_chemical_oxdiff_usercomment     150K
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.8567(3)
_cell_length_b                   19.3806(9)
_cell_length_c                   14.5799(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.309(4)
_cell_angle_gamma                90
_cell_volume                     1934.24(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6840
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.1350
_cell_measurement_theta_min      3.7400
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    0.932
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.700
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 -3 -6 0.0656
4 -1 -6 0.0722
4 1 -1 0.0886
1 3 9 0.0776
-4 -2 -3 0.0722
-1 12 -1 0.0191
1 -12 -1 0.0307
0 -12 2 0.0304
-2 -9 -4 0.0512
-3 -3 7 0.0564
3 5 -5 0.0660
-1 4 9 0.0578
1 12 -2 0.0248
0 12 3 0.0212
0 13 0 0.0078
0 13 0 0.0097

_exptl_crystal_recrystallization_method 
'obtained by recrystallization from CH2Cl2/THF'
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.043
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.2287 -2.8179 -5.7415 0.3081 0.8701 -0.3848
3.6981 -0.7925 -5.6880 -0.1931 -0.5535 -0.8102
4.4322 0.9569 -1.0002 -0.3072 -0.8735 -0.3777
0.7553 3.1406 8.9131 -0.1707 -0.4770 0.8622
-4.1350 -2.0545 -2.6110 0.3328 0.9430 -0.0092
-0.5198 12.3366 -1.4237 0.9392 -0.3312 0.0903
0.9245 -12.2317 -1.1277 -0.8791 0.3092 -0.3628
0.3646 -12.1395 2.3126 -0.9430 0.3328 0.0092
-2.3506 -9.1022 -3.8918 -0.2666 0.8929 -0.3629
-2.9959 -2.5513 7.0953 -0.1492 0.5099 0.8472
3.3798 4.8567 -5.3689 0.2100 -0.7126 -0.6694
-1.0034 3.9903 8.8302 0.0520 -0.1655 0.9848
1.0535 11.9371 -2.0940 0.7909 -0.6058 -0.0859
0.1371 12.0483 2.6751 0.7142 -0.5452 0.4390
-0.3126 12.5468 0.1641 0.8783 -0.4171 0.2336
0.1632 12.5659 0.1935 0.8348 -0.5109 0.2050

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16551
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.416
_diffrn_reflns_theta_min         3.798
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00  -2.00   0.50    9.09    --  -42.78 111.00-162.00  174
  2  ω      3.00  89.00   0.50    9.09    --   42.78-111.00 104.00  172
  3  ω   -177.00 -81.00   0.50   15.27    -- -106.00-111.00 104.00  192
  4  ω   -108.00 -30.00   0.50   15.27    -- -106.00 111.00-162.00  156
  5  ω     82.00 178.00   0.50   15.27    --  112.36 111.00-162.00  192
  6  ω     38.00 108.00   0.50   15.27    --  112.36-111.00 104.00  140
  7  ω    -43.00  34.00   0.50    9.09    --  -42.78  38.00 -30.00  154
  8  ω   -117.00 -14.00   0.50    9.09    --  -42.78 -77.00  30.00  206
  9  ω    -37.00  26.00   0.50    9.09    --   42.78 -19.00-150.00  126
 10  ω    -71.00 -32.00   0.50   15.27    -- -106.00  61.00  30.00   78
 11  ω   -105.00 -32.00   0.50   15.27    -- -106.00  77.00-180.00  146
 12  ω    -71.00 -32.00   0.50   15.27    -- -106.00  61.00 -30.00   78
 13  ω   -177.00 -82.00   0.50   15.27    -- -106.00 -30.00 120.00  190
 14  ω     39.00  71.00   0.50   15.27    --  112.36 -61.00-120.00   64
 15  ω     39.00  71.00   0.50   15.27    --  112.36 -61.00  60.00   64
 16  ω     39.00  71.00   0.50   15.27    --  112.36 -61.00 120.00   64
 17  ω     39.00  71.00   0.50   15.27    --  112.36 -61.00 150.00   64
 18  ω     90.00 178.00   0.50   15.27    --  112.36  61.00-150.00  176
 19  ω     90.00 178.00   0.50   15.27    --  112.36  45.00 -60.00  176
 20  ω     39.00 105.00   0.50   15.27    --  112.36 -95.00 120.00  132
 21  ω     39.00  71.00   0.50   15.27    --  112.36 -61.00 -60.00   64
 22  ω     39.00  71.00   0.50   15.27    --  112.36 -61.00   0.00   64
 23  ω   -117.00 -14.00   0.50    9.09    --  -42.78 -77.00 -60.00  206
 24  ω   -117.00 -18.00   0.50    9.09    --  -42.78 -77.00 120.00  198
 25  ω   -117.00 -14.00   0.50    9.09    --  -42.78 -77.00-150.00  206
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0920156000
_diffrn_orient_matrix_UB_12      0.0681753000
_diffrn_orient_matrix_UB_13      -0.0353719000
_diffrn_orient_matrix_UB_21      -0.1942821000
_diffrn_orient_matrix_UB_22      -0.0377716000
_diffrn_orient_matrix_UB_23      -0.0237461000
_diffrn_orient_matrix_UB_31      -0.0667385000
_diffrn_orient_matrix_UB_32      0.0156873000
_diffrn_orient_matrix_UB_33      0.0968588000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3128
_reflns_number_total             3923
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3923
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0873
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1334P)²+1.7974P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2488
_refine_ls_wR_factor_ref         0.2605
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C16(H16), C19(H19), C8(H8), C14(H14), C15(H15), C22(H22), C00O(H00O),
 C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.6750(3) 0.22406(10) 0.47411(13) 0.0413(5) Uani 1 1 d . . . . .
F1 F 0.5937(4) 0.54271(11) 0.21132(14) 0.0668(6) Uani 1 1 d . . . . .
F2 F 0.7251(4) 0.44091(12) 0.17267(16) 0.0759(7) Uani 1 1 d . . . . .
F4 F 0.5956(6) 0.45408(16) 0.30870(19) 0.1241(15) Uani 1 1 d . . . . .
C1 C 0.6715(4) 0.22170(15) 0.66629(19) 0.0372(6) Uani 1 1 d . . . . .
C17 C 0.6669(4) 0.28442(14) 0.5212(2) 0.0378(6) Uani 1 1 d . . . . .
C18 C 0.6876(4) 0.16309(15) 0.51933(19) 0.0380(6) Uani 1 1 d . . . . .
C5 C 0.6742(4) 0.28084(15) 0.9916(2) 0.0398(7) Uani 1 1 d . . . . .
C4 C 0.6642(4) 0.21771(15) 0.9431(2) 0.0378(6) Uani 1 1 d . . . . .
C13 C 0.6643(4) 0.28545(14) 0.61785(19) 0.0376(6) Uani 1 1 d . . . . .
C9 C 0.6561(4) 0.15396(15) 0.9895(2) 0.0395(6) Uani 1 1 d . . . . .
C6 C 0.6728(4) 0.27881(16) 1.0869(2) 0.0425(7) Uani 1 1 d . . . . .
H6 H 0.678161 0.320757 1.120681 0.051 Uiso 1 1 calc R U . . .
C16 C 0.6593(4) 0.34493(16) 0.4699(2) 0.0419(7) Uani 1 1 d . . . . .
H16 H 0.658080 0.343272 0.404743 0.050 Uiso 1 1 calc R U . . .
C19 C 0.7035(5) 0.10401(16) 0.4654(2) 0.0434(7) Uani 1 1 d . . . . .
H19 H 0.704081 0.107269 0.400430 0.052 Uiso 1 1 calc R U . . .
C3 C 0.6663(4) 0.21887(14) 0.8459(2) 0.0391(7) Uani 1 1 d . . . . .
C7 C 0.6638(5) 0.21622(16) 1.1338(2) 0.0438(7) Uani 1 1 d . . . . .
F3 F 0.8781(5) 0.50786(19) 0.2781(3) 0.1372(16) Uani 1 1 d . . . . .
C23 C 0.6836(4) 0.15934(15) 0.61576(19) 0.0385(6) Uani 1 1 d . . . . .
C2 C 0.6681(5) 0.22017(14) 0.7628(2) 0.0400(7) Uani 1 1 d . . . . .
C8 C 0.6558(4) 0.15455(16) 1.0847(2) 0.0420(7) Uani 1 1 d . . . . .
H8 H 0.649942 0.112093 1.117020 0.050 Uiso 1 1 calc R U . . .
C14 C 0.6569(5) 0.35037(16) 0.6617(2) 0.0425(7) Uani 1 1 d . . . . .
H14 H 0.655718 0.352631 0.726752 0.051 Uiso 1 1 calc R U . . .
C15 C 0.6537(5) 0.40673(16) 0.5145(2) 0.0439(7) Uani 1 1 d . . . . .
H15 H 0.651128 0.448279 0.479838 0.053 Uiso 1 1 calc R U . . .
C22 C 0.6976(5) 0.09315(16) 0.6575(2) 0.0459(7) Uani 1 1 d . . . . .
H22 H 0.694859 0.088957 0.722365 0.055 Uiso 1 1 calc R U . . .
C00O C 0.6515(5) 0.41006(16) 0.6113(2) 0.0446(7) Uani 1 1 d . . . . .
H00O H 0.646380 0.453501 0.641211 0.054 Uiso 1 1 calc R U . . .
C10 C 0.6855(5) 0.34871(16) 0.9420(2) 0.0470(7) Uani 1 1 d . . . . .
H10A H 0.803366 0.349683 0.907094 0.070 Uiso 1 1 calc R U . . .
H10B H 0.690547 0.386470 0.986803 0.070 Uiso 1 1 calc R U . . .
H10C H 0.569929 0.354161 0.899883 0.070 Uiso 1 1 calc R U . . .
C20 C 0.7183(5) 0.04146(16) 0.5083(2) 0.0499(8) Uani 1 1 d . . . . .
H20 H 0.731154 0.000940 0.472513 0.060 Uiso 1 1 calc R U . . .
C12 C 0.6458(5) 0.08716(16) 0.9369(2) 0.0481(8) Uani 1 1 d . . . . .
H12A H 0.530228 0.087392 0.894107 0.072 Uiso 1 1 calc R U . . .
H12B H 0.636870 0.048578 0.979943 0.072 Uiso 1 1 calc R U . . .
H12C H 0.763472 0.081975 0.902484 0.072 Uiso 1 1 calc R U . . .
C21 C 0.7150(5) 0.03566(17) 0.6048(2) 0.0519(8) Uani 1 1 d . . . . .
H21 H 0.724869 -0.008478 0.633006 0.062 Uiso 1 1 calc R U . . .
C11 C 0.6655(5) 0.2151(2) 1.2376(2) 0.0550(9) Uani 1 1 d . . . . .
H11A H 0.778667 0.188725 1.262173 0.083 Uiso 1 1 calc R U . . .
H11B H 0.545283 0.193523 1.256794 0.083 Uiso 1 1 calc R U . . .
H11C H 0.673761 0.262508 1.261060 0.083 Uiso 1 1 calc R U . . .
B1 B 0.6997(7) 0.4861(2) 0.2433(3) 0.0572(10) Uani 1 1 d . . . . .


_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
O1 C17 1.359(3) . ?
O1 C18 1.353(3) . ?
F1 B1 1.382(5) . ?
F2 B1 1.371(4) . ?
F4 B1 1.372(5) . ?
C1 C13 1.423(4) . ?
C1 C23 1.420(4) . ?
C1 C2 1.408(4) . ?
C17 C13 1.410(4) . ?
C17 C16 1.390(4) . ?
C18 C19 1.397(4) . ?
C18 C23 1.410(4) . ?
C5 C4 1.413(4) . ?
C5 C6 1.390(4) . ?
C5 C10 1.505(4) . ?
C4 C9 1.411(4) . ?
C4 C3 1.418(4) . ?
C13 C14 1.414(4) . ?
C9 C8 1.388(4) . ?
C9 C12 1.504(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.395(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.364(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.365(4) . ?
C3 C2 1.213(4) . ?
C7 C8 1.392(4) . ?
C7 C11 1.513(4) . ?
F3 B1 1.364(6) . ?
C23 C22 1.421(4) . ?
C8 H8 0.9500 . ?
C14 H14 0.9500 . ?
C14 C00O 1.370(4) . ?
C15 H15 0.9500 . ?
C15 C00O 1.414(4) . ?
C22 H22 0.9500 . ?
C22 C21 1.363(4) . ?
C00O H00O 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C21 1.412(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C21 H21 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O1 C17 120.6(2) . . ?
C23 C1 C13 118.9(3) . . ?
C2 C1 C13 120.8(3) . . ?
C2 C1 C23 120.3(3) . . ?
O1 C17 C13 121.3(2) . . ?
O1 C17 C16 117.1(2) . . ?
C16 C17 C13 121.6(3) . . ?
O1 C18 C19 116.5(2) . . ?
O1 C18 C23 121.8(2) . . ?
C19 C18 C23 121.7(3) . . ?
C4 C5 C10 121.2(3) . . ?
C6 C5 C4 118.2(3) . . ?
C6 C5 C10 120.5(3) . . ?
C5 C4 C3 118.9(3) . . ?
C9 C4 C5 121.3(3) . . ?
C9 C4 C3 119.7(3) . . ?
C17 C13 C1 118.8(2) . . ?
C17 C13 C14 117.9(3) . . ?
C14 C13 C1 123.3(3) . . ?
C4 C9 C12 120.7(3) . . ?
C8 C9 C4 118.3(3) . . ?
C8 C9 C12 120.9(3) . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.1(3) . . ?
C7 C6 H6 119.4 . . ?
C17 C16 H16 120.5 . . ?
C15 C16 C17 119.0(3) . . ?
C15 C16 H16 120.5 . . ?
C18 C19 H19 120.8 . . ?
C20 C19 C18 118.4(3) . . ?
C20 C19 H19 120.8 . . ?
C2 C3 C4 179.7(3) . . ?
C6 C7 C11 120.2(3) . . ?
C8 C7 C6 119.8(3) . . ?
C8 C7 C11 120.0(3) . . ?
C1 C23 C22 123.4(3) . . ?
C18 C23 C1 118.6(3) . . ?
C18 C23 C22 118.0(3) . . ?
C3 C2 C1 179.6(4) . . ?
C9 C8 C7 121.2(3) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C13 C14 H14 119.7 . . ?
C00O C14 C13 120.6(3) . . ?
C00O C14 H14 119.7 . . ?
C16 C15 H15 119.4 . . ?
C16 C15 C00O 121.2(3) . . ?
C00O C15 H15 119.4 . . ?
C23 C22 H22 119.9 . . ?
C21 C22 C23 120.1(3) . . ?
C21 C22 H22 119.9 . . ?
C14 C00O C15 119.7(3) . . ?
C14 C00O H00O 120.1 . . ?
C15 C00O H00O 120.1 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.5(3) . . ?
C21 C20 H20 119.3 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
F2 B1 F1 109.9(3) . . ?
F2 B1 F4 109.1(4) . . ?
F4 B1 F1 108.0(3) . . ?
F3 B1 F1 108.9(4) . . ?
F3 B1 F2 109.1(4) . . ?
F3 B1 F4 111.9(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C17 C13 C1 0.3(4) . . . . ?
O1 C17 C13 C14 179.6(3) . . . . ?
O1 C17 C16 C15 -179.1(3) . . . . ?
O1 C18 C19 C20 179.4(3) . . . . ?
O1 C18 C23 C1 -1.8(4) . . . . ?
O1 C18 C23 C22 180.0(3) . . . . ?
C1 C13 C14 C00O 179.6(3) . . . . ?
C1 C23 C22 C21 -177.9(3) . . . . ?
C17 O1 C18 C19 -177.4(3) . . . . ?
C17 O1 C18 C23 3.0(4) . . . . ?
C17 C13 C14 C00O 0.3(5) . . . . ?
C17 C16 C15 C00O -1.3(5) . . . . ?
C18 O1 C17 C13 -2.3(4) . . . . ?
C18 O1 C17 C16 178.3(3) . . . . ?
C18 C19 C20 C21 0.9(5) . . . . ?
C18 C23 C22 C21 0.2(5) . . . . ?
C5 C4 C9 C8 0.8(4) . . . . ?
C5 C4 C9 C12 -179.9(3) . . . . ?
C5 C6 C7 C8 -0.1(5) . . . . ?
C5 C6 C7 C11 179.1(3) . . . . ?
C4 C5 C6 C7 0.6(5) . . . . ?
C4 C9 C8 C7 -0.2(4) . . . . ?
C13 C1 C23 C18 -0.1(4) . . . . ?
C13 C1 C23 C22 178.0(3) . . . . ?
C13 C17 C16 C15 1.5(5) . . . . ?
C13 C14 C00O C15 -0.1(5) . . . . ?
C6 C5 C4 C9 -1.0(4) . . . . ?
C6 C5 C4 C3 -179.7(3) . . . . ?
C6 C7 C8 C9 -0.2(5) . . . . ?
C16 C17 C13 C1 179.7(3) . . . . ?
C16 C17 C13 C14 -1.0(4) . . . . ?
C16 C15 C00O C14 0.6(5) . . . . ?
C19 C18 C23 C1 178.6(3) . . . . ?
C19 C18 C23 C22 0.4(4) . . . . ?
C19 C20 C21 C22 -0.3(5) . . . . ?
C3 C4 C9 C8 179.5(3) . . . . ?
C3 C4 C9 C12 -1.2(4) . . . . ?
C23 C1 C13 C17 0.8(4) . . . . ?
C23 C1 C13 C14 -178.4(3) . . . . ?
C23 C18 C19 C20 -1.0(5) . . . . ?
C23 C22 C21 C20 -0.3(5) . . . . ?
C2 C1 C13 C17 -179.6(3) . . . . ?
C2 C1 C13 C14 1.1(5) . . . . ?
C2 C1 C23 C18 -179.7(3) . . . . ?
C2 C1 C23 C22 -1.6(5) . . . . ?
C10 C5 C4 C9 179.2(3) . . . . ?
C10 C5 C4 C3 0.4(4) . . . . ?
C10 C5 C6 C7 -179.6(3) . . . . ?
C12 C9 C8 C7 -179.5(3) . . . . ?
C11 C7 C8 C9 -179.3(3) . . . . ?

_olex2_submission_original_sample_id ts240206-tsue2-150K_auto
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.415
_oxdiff_exptl_absorpt_empirical_full_min 0.484
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ts240209-tsue2-150kre_auto
_database_code_depnum_ccdc_archive 'CCDC 2346152'
loop_
_audit_author_name
_audit_author_address
'Takuya Shimajiri'
;Kyushu University
Japan
;
_audit_update_record             
;
2024-04-06 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_audit_creation_date             2024-02-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
t.shimajiri@sci.hokudai.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ts240209-tsue2-150Kre_auto
_chemical_formula_moiety         'C2 F6 N O4 S2, C24 H19 O'
_chemical_formula_sum            'C26 H19 F6 N O5 S2'
_chemical_formula_weight         603.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H19 F6 N O5 S2'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.78770(10)
_cell_length_b                   13.5269(3)
_cell_length_c                   14.2246(3)
_cell_angle_alpha                115.433(2)
_cell_angle_beta                 102.323(2)
_cell_angle_gamma                95.020(2)
_cell_volume                     1294.52(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17451
_cell_measurement_temperature    150
_cell_measurement_theta_max      77.2440
_cell_measurement_theta_min      3.6030
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.560
_exptl_absorpt_coefficient_mu    2.622
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 -1 0 0.0875
-4 2 -4 0.0685
-5 1 -1 0.0692
0 -3 9 0.0601
0 3 -9 0.0903
0 -8 8 0.0188
2 6 0 0.0953
2 -2 7 0.0785
0 7 -8 0.0336
-4 -4 2 0.0517
3 6 -7 0.0787
4 2 2 0.0981
0 -8 7 0.0190
0 -7 -1 0.0955
0 6 3 0.0816
-1 8 -1 0.0760
0 0 8 0.0714
1 -1 -8 0.1107
3 -6 5 0.0654
-3 6 -4 0.0686

_exptl_crystal_recrystallization_method 
'obtained by recrystallization from CH2Cl2/Et2O'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.8444 -0.6437 0.3536 0.2382 -0.7955 0.5571
-3.9960 1.6694 -3.7536 -0.1625 0.5383 -0.8269
-4.7734 0.7834 -0.8019 -0.2303 0.7684 -0.5971
0.0490 -2.9376 8.9167 -0.0852 0.2955 0.9515
0.2853 2.9424 -9.0420 0.1031 -0.3555 -0.9290
0.1229 -7.5621 7.5829 -0.6944 0.0926 0.7136
1.9384 6.2740 0.4298 0.9131 -0.1181 0.3902
1.7545 -1.6963 7.3897 0.1295 -0.0142 0.9915
-0.2080 7.4057 -7.7147 0.6656 -0.0889 -0.7410
-4.1440 -4.0610 2.2344 -0.6965 0.6584 -0.2853
3.0638 5.6939 -7.0807 0.6805 -0.6456 -0.3465
3.8375 1.6067 2.2754 0.5125 -0.4826 0.7103
-0.1798 -8.0185 7.0189 -0.7875 0.1044 0.6074
0.0697 -7.1100 -1.3318 -0.9173 -0.2736 -0.2895
0.2335 6.0825 2.7144 0.8519 0.2546 0.4576
-0.5654 8.2904 -1.0484 0.9585 0.2850 -0.0092
-0.1339 -0.1492 8.1358 0.2244 0.3716 0.9009
0.7677 -0.8392 -7.8430 -0.2976 -0.4909 -0.8188
3.2069 -5.7905 5.1081 -0.3560 -0.4687 0.8084
-3.3673 6.1062 -4.4162 0.4064 0.5341 -0.7414

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25054
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.286
_diffrn_reflns_theta_min         3.583
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00 117.00   0.50    0.10    --   42.91  77.00 120.00  206
  2  ω     14.00 117.00   0.50    0.10    --   42.91  77.00  30.00  206
  3  ω     21.00 117.00   0.50    0.10    --   42.91  57.00  30.00  192
  4  ω     14.00 117.00   0.50    0.10    --   42.91  77.00 -60.00  206
  5  ω     14.00 117.00   0.50    0.10    --   42.91  77.00-180.00  206
  6  ω     14.00 117.00   0.50    0.10    --   42.91  77.00-150.00  206
  7  ω     20.00 121.00   0.50    0.10    --   42.91  33.00 -46.00  202
  8  ω     21.00 117.00   0.50    0.10    --   42.91  57.00 -60.00  192
  9  ω     21.00 117.00   0.50    0.10    --   42.91  57.00 120.00  192
 10  ω    -30.00  65.00   0.50    0.10    --   42.91 -57.00 120.00  190
 11  ω    -35.00  38.00   0.50    0.10    --   42.91 -33.00 155.00  146
 12  ω    -37.00  26.00   0.50    0.10    --   42.91 -19.00   0.00  126
 13  ω    -34.00  30.00   0.50    0.10    --   42.91 -38.00-180.00  128
 14  ω     13.00  97.00   0.50    0.10    --   42.91-125.00  60.00  168
 15  ω     39.00 105.00   0.50    0.42    --  112.36 -95.00  90.00  132
 16  ω     39.00 111.00   0.50    0.42    --  112.36-125.00  30.00  144
 17  ω     39.00 105.00   0.50    0.42    --  112.36 -95.00 -30.00  132
 18  ω     39.00 105.00   0.50    0.42    --  112.36 -95.00-120.00  132
 19  ω     39.00 105.00   0.50    0.42    --  112.36 -77.00-120.00  132
 20  ω     39.00  71.00   0.50    0.42    --  112.36 -61.00-150.00   64
 21  ω     39.00  71.00   0.50    0.42    --  112.36 -61.00-180.00   64
 22  ω     39.00  71.00   0.50    0.42    --  112.36 -61.00 -60.00   64
 23  ω     39.00  71.00   0.50    0.42    --  112.36 -61.00 -30.00   64
 24  ω     90.00 178.00   0.50    0.42    --  112.36  33.00 -46.00  176
 25  ω     90.00 178.00   0.50    0.42    --  112.36  61.00  90.00  176
 26  ω     73.00 118.00   0.50    0.10    --   42.91 125.00   0.00   90
 27  ω    -38.00  35.00   0.50    0.10    --  -42.91  33.00 -46.00  146
 28  ω    -71.00 -32.00   0.50    0.42    -- -106.00  61.00-180.00   78
 29  ω   -105.00 -32.00   0.50    0.42    -- -106.00  77.00 120.00  146
 30  ω   -126.00 -32.00   0.50    0.42    -- -106.00 144.00  10.80  188
 31  ω   -112.00 -32.00   0.50    0.42    -- -106.00 125.00 120.00  160
 32  ω   -112.00 -32.00   0.50    0.42    -- -106.00 125.00  90.00  160
 33  ω   -112.00 -32.00   0.50    0.42    -- -106.00 125.00  30.00  160
 34  ω   -112.00 -32.00   0.50    0.42    -- -106.00 125.00   0.00  160
 35  ω   -107.00 -31.00   0.50    0.42    -- -106.00 103.00  -9.22  152
 36  ω   -112.00 -32.00   0.50    0.42    -- -106.00 125.00-180.00  160
 37  ω   -177.00 -82.00   0.50    0.42    -- -106.00 -30.00-120.00  190
 38  ω   -177.00 -83.00   0.50    0.42    -- -106.00 -49.00 -83.67  188
 39  ω   -121.00 -20.00   0.50    0.10    --  -42.91 -33.00 155.00  202
 40  ω   -177.00 -83.00   0.50    0.42    -- -106.00 -33.00 155.00  188
 41  ω   -177.00 -83.00   0.50    0.42    -- -106.00 -95.00  60.00  188
 42  ω   -177.00 -73.00   0.50    0.42    -- -106.00-125.00  60.00  208
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0633693000
_diffrn_orient_matrix_UB_12      0.1238420000
_diffrn_orient_matrix_UB_13      0.0308997000
_diffrn_orient_matrix_UB_21      -0.1635777000
_diffrn_orient_matrix_UB_22      0.0287269000
_diffrn_orient_matrix_UB_23      0.0435048000
_diffrn_orient_matrix_UB_31      0.1094993000
_diffrn_orient_matrix_UB_32      0.0206345000
_diffrn_orient_matrix_UB_33      0.1129092000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4797
_reflns_number_total             5270
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0401
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0593P)²+0.5973P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1146
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C14(H14), C23(H23), C8(H8), C20(H20), C21(H21), C17(H17), C16(H16),
 C15(H15), C22(H22)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.61384(6) 1.23876(4) 0.73944(4) 0.03506(13) Uani 1 1 d . . . . .
S2 S 0.92840(6) 1.18603(4) 0.82357(3) 0.03351(13) Uani 1 1 d . . . . .
O1 O 0.18379(17) 0.80387(9) 0.79364(9) 0.0312(3) Uani 1 1 d . . . . .
O2 O 0.68432(19) 1.24228(14) 0.65642(12) 0.0492(4) Uani 1 1 d . . . . .
O4 O 0.9501(2) 1.12719(13) 0.71794(11) 0.0522(4) Uani 1 1 d . . . . .
F25 F 0.5148(2) 1.02243(12) 0.62586(14) 0.0811(5) Uani 1 1 d . . . . .
F30 F 1.0602(2) 1.39039(13) 0.97710(12) 0.0770(5) Uani 1 1 d . . . . .
F27 F 0.3113(2) 1.11214(15) 0.60154(15) 0.0823(5) Uani 1 1 d . . . . .
F26 F 0.3799(2) 1.09566(15) 0.74822(15) 0.0790(5) Uani 1 1 d . . . . .
O5 O 0.9785(2) 1.14288(13) 0.89888(12) 0.0531(4) Uani 1 1 d . . . . .
F29 F 1.0589(2) 1.36784(15) 0.81916(14) 0.0842(6) Uani 1 1 d . . . . .
F28 F 1.25019(19) 1.30849(18) 0.90416(16) 0.0860(5) Uani 1 1 d . . . . .
N25 N 0.7441(2) 1.22218(14) 0.83015(12) 0.0373(3) Uani 1 1 d . . . . .
C4 C 0.2816(2) 0.35614(13) 0.35273(12) 0.0251(3) Uani 1 1 d . . . . .
C24 C 0.1645(2) 0.71026(13) 0.60261(13) 0.0272(3) Uani 1 1 d . . . . .
C3 C 0.2665(2) 0.44926(13) 0.44604(12) 0.0261(3) Uani 1 1 d . . . . .
O3 O 0.5194(2) 1.32315(14) 0.78986(17) 0.0662(5) Uani 1 1 d . . . . .
C1 C 0.2287(2) 0.62005(13) 0.61489(13) 0.0263(3) Uani 1 1 d . . . . .
C13 C 0.2707(2) 0.62480(13) 0.71907(13) 0.0271(3) Uani 1 1 d . . . . .
C5 C 0.3411(2) 0.26438(13) 0.36266(13) 0.0273(3) Uani 1 1 d . . . . .
C9 C 0.2347(2) 0.35651(14) 0.25109(13) 0.0288(3) Uani 1 1 d . . . . .
C2 C 0.2499(2) 0.52776(13) 0.52460(13) 0.0274(3) Uani 1 1 d . . . . .
C19 C 0.1429(2) 0.80098(13) 0.69474(13) 0.0279(3) Uani 1 1 d . . . . .
C18 C 0.2451(2) 0.71850(13) 0.80666(13) 0.0291(3) Uani 1 1 d . . . . .
C6 C 0.3481(2) 0.17288(14) 0.26915(14) 0.0318(4) Uani 1 1 d . . . . .
H6 H 0.388069 0.110617 0.274495 0.038 Uiso 1 1 calc R U . . .
C14 C 0.3364(2) 0.53970(14) 0.74054(14) 0.0313(4) Uani 1 1 d . . . . .
H14 H 0.354864 0.475393 0.683384 0.038 Uiso 1 1 calc R U . . .
C23 C 0.1223(2) 0.71544(15) 0.50327(14) 0.0320(4) Uani 1 1 d . . . . .
H23 H 0.135976 0.655965 0.440011 0.038 Uiso 1 1 calc R U . . .
C8 C 0.2440(2) 0.26254(14) 0.16050(13) 0.0329(4) Uani 1 1 d . . . . .
H8 H 0.212460 0.261366 0.091671 0.039 Uiso 1 1 calc R U . . .
C20 C 0.0798(2) 0.89185(14) 0.68915(14) 0.0327(4) Uani 1 1 d . . . . .
H20 H 0.064958 0.951672 0.751737 0.039 Uiso 1 1 calc R U . . .
C7 C 0.2981(2) 0.17005(14) 0.16774(14) 0.0331(4) Uani 1 1 d . . . . .
C21 C 0.0395(2) 0.89299(15) 0.59058(15) 0.0355(4) Uani 1 1 d . . . . .
H21 H -0.004516 0.954304 0.585364 0.043 Uiso 1 1 calc R U . . .
C17 C 0.2807(3) 0.72833(15) 0.91095(14) 0.0350(4) Uani 1 1 d . . . . .
H17 H 0.261110 0.791593 0.968683 0.042 Uiso 1 1 calc R U . . .
C10 C 0.3959(3) 0.26586(16) 0.47117(14) 0.0354(4) Uani 1 1 d . . . . .
H10A H 0.494901 0.329557 0.520003 0.053 Uiso 1 1 calc R U . . .
H10B H 0.434987 0.196257 0.462456 0.053 Uiso 1 1 calc R U . . .
H10C H 0.293596 0.272722 0.501839 0.053 Uiso 1 1 calc R U . . .
C16 C 0.3447(3) 0.64436(16) 0.92817(14) 0.0367(4) Uani 1 1 d . . . . .
H16 H 0.370187 0.649995 0.998856 0.044 Uiso 1 1 calc R U . . .
C15 C 0.3733(3) 0.54993(15) 0.84289(15) 0.0350(4) Uani 1 1 d . . . . .
H15 H 0.418457 0.493051 0.856739 0.042 Uiso 1 1 calc R U . . .
C22 C 0.0620(3) 0.80513(16) 0.49729(15) 0.0362(4) Uani 1 1 d . . . . .
H22 H 0.035403 0.808193 0.430351 0.043 Uiso 1 1 calc R U . . .
C12 C 0.1792(3) 0.45637(15) 0.24150(14) 0.0379(4) Uani 1 1 d . . . . .
H12A H 0.068542 0.468411 0.263238 0.057 Uiso 1 1 calc R U . . .
H12B H 0.158521 0.443044 0.166229 0.057 Uiso 1 1 calc R U . . .
H12C H 0.274566 0.522692 0.288803 0.057 Uiso 1 1 calc R U . . .
C11 C 0.3026(3) 0.06794(17) 0.06762(16) 0.0476(5) Uani 1 1 d . . . . .
H11A H 0.409747 0.038750 0.084043 0.071 Uiso 1 1 calc R U . . .
H11B H 0.305969 0.088193 0.009550 0.071 Uiso 1 1 calc R U . . .
H11C H 0.195023 0.010571 0.044251 0.071 Uiso 1 1 calc R U . . .
C26 C 1.0833(3) 1.3208(2) 0.88372(18) 0.0493(5) Uani 1 1 d . . . . .
C25 C 0.4454(3) 1.10950(19) 0.6747(2) 0.0519(5) Uani 1 1 d . . . . .


_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 O2 1.4208(15) . ?
S1 N25 1.5727(16) . ?
S1 O3 1.4238(16) . ?
S1 C25 1.824(2) . ?
S2 O4 1.4228(14) . ?
S2 O5 1.4280(14) . ?
S2 N25 1.5652(16) . ?
S2 C26 1.829(2) . ?
O1 C19 1.357(2) . ?
O1 C18 1.356(2) . ?
F25 C25 1.316(3) . ?
F30 C26 1.319(3) . ?
F27 C25 1.322(3) . ?
F26 C25 1.330(3) . ?
F29 C26 1.316(3) . ?
F28 C26 1.311(3) . ?
C4 C3 1.421(2) . ?
C4 C5 1.414(2) . ?
C4 C9 1.416(2) . ?
C24 C1 1.422(2) . ?
C24 C19 1.414(2) . ?
C24 C23 1.414(2) . ?
C3 C2 1.208(2) . ?
C1 C13 1.419(2) . ?
C1 C2 1.409(2) . ?
C13 C18 1.412(2) . ?
C13 C14 1.421(2) . ?
C5 C6 1.390(2) . ?
C5 C10 1.502(2) . ?
C9 C8 1.389(2) . ?
C9 C12 1.505(2) . ?
C19 C20 1.390(2) . ?
C18 C17 1.394(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.365(2) . ?
C23 H23 0.9500 . ?
C23 C22 1.368(2) . ?
C8 H8 0.9500 . ?
C8 C7 1.392(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.377(3) . ?
C7 C11 1.509(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.409(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.373(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C15 1.410(2) . ?
C15 H15 0.9500 . ?
C22 H22 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 N25 116.79(8) . . ?
O2 S1 O3 118.11(11) . . ?
O2 S1 C25 106.05(11) . . ?
N25 S1 C25 101.19(9) . . ?
O3 S1 N25 108.44(11) . . ?
O3 S1 C25 103.97(12) . . ?
O4 S2 O5 118.43(10) . . ?
O4 S2 N25 116.56(9) . . ?
O4 S2 C26 104.48(11) . . ?
O5 S2 N25 108.69(10) . . ?
O5 S2 C26 104.39(10) . . ?
N25 S2 C26 102.06(10) . . ?
C18 O1 C19 120.60(13) . . ?
S2 N25 S1 124.75(10) . . ?
C5 C4 C3 119.57(14) . . ?
C5 C4 C9 121.20(14) . . ?
C9 C4 C3 119.23(14) . . ?
C19 C24 C1 118.61(15) . . ?
C23 C24 C1 123.74(14) . . ?
C23 C24 C19 117.64(15) . . ?
C2 C3 C4 178.68(18) . . ?
C13 C1 C24 118.95(14) . . ?
C2 C1 C24 120.12(15) . . ?
C2 C1 C13 120.93(15) . . ?
C1 C13 C14 123.62(15) . . ?
C18 C13 C1 118.72(15) . . ?
C18 C13 C14 117.66(15) . . ?
C4 C5 C10 120.97(14) . . ?
C6 C5 C4 118.11(15) . . ?
C6 C5 C10 120.93(15) . . ?
C4 C9 C12 121.09(14) . . ?
C8 C9 C4 118.03(15) . . ?
C8 C9 C12 120.87(15) . . ?
C3 C2 C1 178.92(18) . . ?
O1 C19 C24 121.49(15) . . ?
O1 C19 C20 116.50(14) . . ?
C20 C19 C24 122.01(16) . . ?
O1 C18 C13 121.62(15) . . ?
O1 C18 C17 116.35(14) . . ?
C17 C18 C13 122.03(16) . . ?
C5 C6 H6 119.1 . . ?
C5 C6 C7 121.75(16) . . ?
C7 C6 H6 119.1 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.31(15) . . ?
C15 C14 H14 119.8 . . ?
C24 C23 H23 119.6 . . ?
C22 C23 C24 120.72(16) . . ?
C22 C23 H23 119.6 . . ?
C9 C8 H8 119.1 . . ?
C9 C8 C7 121.87(16) . . ?
C7 C8 H8 119.1 . . ?
C19 C20 H20 120.8 . . ?
C21 C20 C19 118.32(16) . . ?
C21 C20 H20 120.8 . . ?
C6 C7 C11 120.24(17) . . ?
C8 C7 C6 119.01(15) . . ?
C8 C7 C11 120.75(17) . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.40(17) . . ?
C22 C21 H21 119.3 . . ?
C18 C17 H17 120.8 . . ?
C16 C17 C18 118.37(16) . . ?
C16 C17 H17 120.8 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C17 C16 H16 119.4 . . ?
C17 C16 C15 121.21(16) . . ?
C15 C16 H16 119.4 . . ?
C14 C15 C16 120.41(17) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C23 C22 C21 119.89(17) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
F30 C26 S2 111.11(16) . . ?
F29 C26 S2 111.03(15) . . ?
F29 C26 F30 107.9(2) . . ?
F28 C26 S2 110.61(18) . . ?
F28 C26 F30 106.59(19) . . ?
F28 C26 F29 109.4(2) . . ?
F25 C25 S1 111.05(17) . . ?
F25 C25 F27 108.2(2) . . ?
F25 C25 F26 108.27(19) . . ?
F27 C25 S1 110.55(15) . . ?
F27 C25 F26 108.5(2) . . ?
F26 C25 S1 110.19(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C19 C20 C21 178.99(15) . . . . ?
O1 C18 C17 C16 -179.35(16) . . . . ?
O2 S1 N25 S2 -12.76(17) . . . . ?
O2 S1 C25 F25 56.09(18) . . . . ?
O2 S1 C25 F27 -64.0(2) . . . . ?
O2 S1 C25 F26 176.05(15) . . . . ?
O4 S2 N25 S1 -23.30(17) . . . . ?
O4 S2 C26 F30 171.55(15) . . . . ?
O4 S2 C26 F29 51.4(2) . . . . ?
O4 S2 C26 F28 -70.27(18) . . . . ?
O5 S2 N25 S1 -160.27(12) . . . . ?
O5 S2 C26 F30 -63.43(18) . . . . ?
O5 S2 C26 F29 176.45(18) . . . . ?
O5 S2 C26 F28 54.74(19) . . . . ?
N25 S1 C25 F25 -66.25(18) . . . . ?
N25 S1 C25 F27 173.63(18) . . . . ?
N25 S1 C25 F26 53.71(18) . . . . ?
N25 S2 C26 F30 49.71(18) . . . . ?
N25 S2 C26 F29 -70.40(19) . . . . ?
N25 S2 C26 F28 167.89(16) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C4 C9 C8 C7 -0.2(3) . . . . ?
C24 C1 C13 C18 0.7(2) . . . . ?
C24 C1 C13 C14 -179.71(15) . . . . ?
C24 C19 C20 C21 -0.7(3) . . . . ?
C24 C23 C22 C21 -0.7(3) . . . . ?
C3 C4 C5 C6 177.67(15) . . . . ?
C3 C4 C5 C10 -2.6(2) . . . . ?
C3 C4 C9 C8 -177.49(15) . . . . ?
C3 C4 C9 C12 3.5(2) . . . . ?
O3 S1 N25 S2 -149.21(13) . . . . ?
O3 S1 C25 F25 -178.68(17) . . . . ?
O3 S1 C25 F27 61.2(2) . . . . ?
O3 S1 C25 F26 -58.72(19) . . . . ?
C1 C24 C19 O1 0.7(2) . . . . ?
C1 C24 C19 C20 -179.64(15) . . . . ?
C1 C24 C23 C22 -179.59(16) . . . . ?
C1 C13 C18 O1 -0.8(2) . . . . ?
C1 C13 C18 C17 179.03(16) . . . . ?
C1 C13 C14 C15 -179.78(16) . . . . ?
C13 C18 C17 C16 0.8(3) . . . . ?
C13 C14 C15 C16 0.7(3) . . . . ?
C5 C4 C9 C8 1.7(2) . . . . ?
C5 C4 C9 C12 -177.26(15) . . . . ?
C5 C6 C7 C8 1.6(3) . . . . ?
C5 C6 C7 C11 -178.30(17) . . . . ?
C9 C4 C5 C6 -1.6(2) . . . . ?
C9 C4 C5 C10 178.19(15) . . . . ?
C9 C8 C7 C6 -1.4(3) . . . . ?
C9 C8 C7 C11 178.49(18) . . . . ?
C2 C1 C13 C18 -179.23(15) . . . . ?
C2 C1 C13 C14 0.4(2) . . . . ?
C19 O1 C18 C13 0.8(2) . . . . ?
C19 O1 C18 C17 -179.01(15) . . . . ?
C19 C24 C1 C13 -0.7(2) . . . . ?
C19 C24 C1 C2 179.27(14) . . . . ?
C19 C24 C23 C22 -0.3(2) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C18 O1 C19 C24 -0.8(2) . . . . ?
C18 O1 C19 C20 179.55(15) . . . . ?
C18 C13 C14 C15 -0.2(3) . . . . ?
C18 C17 C16 C15 -0.3(3) . . . . ?
C14 C13 C18 O1 179.61(15) . . . . ?
C14 C13 C18 C17 -0.6(2) . . . . ?
C23 C24 C1 C13 178.60(15) . . . . ?
C23 C24 C1 C2 -1.5(2) . . . . ?
C23 C24 C19 O1 -178.61(15) . . . . ?
C23 C24 C19 C20 1.1(2) . . . . ?
C20 C21 C22 C23 1.1(3) . . . . ?
C17 C16 C15 C14 -0.4(3) . . . . ?
C10 C5 C6 C7 -179.89(16) . . . . ?
C12 C9 C8 C7 178.78(17) . . . . ?
C26 S2 N25 S1 89.82(14) . . . . ?
C25 S1 N25 S2 101.80(15) . . . . ?

_olex2_submission_original_sample_id ts240209-tsue2-150Kre_auto
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.711
_oxdiff_exptl_absorpt_empirical_full_min 0.744
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ts240209-tsue1-150k_auto
_database_code_depnum_ccdc_archive 'CCDC 2346153'
loop_
_audit_author_name
_audit_author_address
'Takuya Shimajiri'
;Kyushu University
Japan
;
_audit_update_record             
;
2024-04-06 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_audit_creation_date             2024-02-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
t.shimajiri@sci.hokudai.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        ts240209-tsue1-150K_auto
_chemical_formula_moiety         'C2 F6 N O4 S2, C24 H19 O'
_chemical_formula_sum            'C26 H19 F6 N O5 S2'
_chemical_formula_weight         603.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H19 F6 N O5 S2'
_chemical_oxdiff_usercomment     '150 K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   14.24260(18)
_cell_length_b                   14.5647(2)
_cell_length_c                   15.1706(2)
_cell_angle_alpha                117.8081(14)
_cell_angle_beta                 98.1608(11)
_cell_angle_gamma                104.9911(12)
_cell_volume                     2558.63(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    33431
_cell_measurement_temperature    150
_cell_measurement_theta_max      77.2310
_cell_measurement_theta_min      3.3890
_shelx_estimated_absorpt_T_max   0.661
_shelx_estimated_absorpt_T_min   0.503
_exptl_absorpt_coefficient_mu    2.653
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.328
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -1 8 0.1021
-1 -8 1 0.1312
1 -9 8 0.1493
-2 0 -7 0.1201
-1 9 -8 0.1212
9 -4 0 0.0899
8 2 -4 0.1530
0 9 -6 0.1350
5 -9 5 0.1480
7 -3 5 0.1161
3 -9 7 0.1497
4 7 -2 0.1730
-3 9 -7 0.1193
4 -9 1 0.1383
6 1 -8 0.1528
2 8 -8 0.1292
-8 7 -2 0.0896
-9 0 3 0.0959
-6 0 8 0.1167
-6 3 7 0.1026
-3 9 -2 0.1344
-2 -8 8 0.1488
-9 4 2 0.0615
9 0 -5 0.1310
3 -2 -8 0.1273
-2 -2 10 0.1241
-3 2 8 0.1045
-1 9 -2 0.1386
1 8 -8 0.1185
2 2 -10 0.1411
1 -8 1 0.1281
1 -1 -8 0.1160
-1 8 -1 0.1387
-1 -3 10 0.1198

_exptl_crystal_recrystallization_method 
'obtained by recrystallization from CH2Cl2/Et2O'
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.229
_exptl_crystal_size_min          0.174
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.0464 -0.8499 7.9416 0.9116 0.3790 -0.1585
-1.0798 -7.8753 1.1578 -0.5149 -0.2110 -0.8307
0.6096 -8.5956 7.7708 0.2429 0.1028 -0.9643
-2.0509 0.0286 -7.4737 -0.9221 -0.3818 0.0691
-0.5706 8.6544 -7.6709 -0.2256 -0.0955 0.9696
9.0184 -4.3834 -0.1337 -0.1784 0.9579 -0.2241
8.0836 2.2347 -4.2895 -0.1595 0.8625 0.4794
-0.3818 9.1877 -6.0725 0.0095 -0.0345 1.0029
4.6297 -9.1104 4.5603 -0.0935 0.4871 -0.8720
6.7725 -3.3274 5.3468 0.5059 0.8279 -0.2553
2.9648 -8.7123 7.2156 0.2170 0.3571 -0.9121
4.2589 6.5173 -2.4132 0.3245 0.5271 0.7889
-2.7980 8.7780 -7.1824 -0.2044 -0.3366 0.9221
4.1814 -8.7349 1.0506 -0.4869 0.3713 -0.7913
6.3192 0.9758 -8.0492 -0.7403 0.5693 0.3696
1.9211 7.9871 -7.6728 -0.2273 0.1775 0.9615
-7.8523 6.9187 -1.9949 0.1540 -0.8323 0.5377
-8.9854 0.2710 2.9194 0.1793 -0.9567 -0.2290
-5.8454 -0.0545 8.0453 0.8233 -0.5026 -0.2662
-6.0940 2.5481 6.5848 0.8537 -0.5231 0.0106
-3.3680 8.9656 -1.5554 0.4627 -0.2859 0.8412
-1.6459 -8.1490 7.5180 0.2018 -0.1517 -0.9689
-8.9183 4.0692 2.0182 0.3777 -0.9132 0.1662
8.5243 0.4727 -4.9037 -0.3636 0.8752 0.3230
2.7243 -1.9033 -7.6060 -0.9928 0.1296 -0.0097
-2.4002 -2.4730 9.6088 0.8862 -0.1149 -0.4510
-2.7267 1.7384 7.7139 0.9923 -0.1301 -0.0085
-1.3527 8.8648 -1.8073 0.4668 -0.0638 0.8824
0.6957 8.2007 -8.0543 -0.2807 0.0340 0.9599
2.4023 2.4583 -9.6054 -0.8870 0.1150 0.4495
0.5363 -8.2408 0.6639 -0.5688 -0.0428 -0.8217
0.8284 -1.1611 -7.8139 -0.9974 -0.0790 0.0231
-0.5446 8.1874 -0.5364 0.5794 0.0437 0.8142
-0.7224 -2.5846 9.5444 0.9046 0.0725 -0.4217

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            49231
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.329
_diffrn_reflns_theta_min         3.376
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00 117.00   0.50    0.07    --   42.91  77.00 120.00  206
  2  ω     14.00 117.00   0.50    0.07    --   42.91  77.00  30.00  206
  3  ω     14.00 117.00   0.50    0.07    --   42.91  77.00 -60.00  206
  4  ω     14.00 117.00   0.50    0.07    --   42.91  77.00-150.00  206
  5  ω    -34.00  43.00   0.50    0.07    --   42.91 -38.00-180.00  154
  6  ω    -34.00  43.00   0.50    0.07    --   42.91 -38.00  60.00  154
  7  ω    -30.00  72.00   0.50    0.07    --   42.91 -77.00   0.00  204
  8  ω     39.00  71.00   0.50    0.16    --  112.36 -61.00 120.00   64
  9  ω     39.00  71.00   0.50    0.16    --  112.36 -61.00  90.00   64
 10  ω     39.00  71.00   0.50    0.16    --  112.36 -61.00   0.00   64
 11  ω     39.00 105.00   0.50    0.16    --  112.36 -77.00 -90.00  132
 12  ω     39.00 111.00   0.50    0.16    --  112.36-125.00 -60.00  144
 13  ω     38.00 108.00   0.50    0.16    --  112.36-111.00-146.00  140
 14  ω      3.00  89.00   0.50    0.07    --   42.91-111.00-146.00  172
 15  ω     39.00 111.00   0.50    0.16    --  112.36-125.00  90.00  144
 16  ω     39.00 111.00   0.50    0.16    --  112.36-125.00 120.00  144
 17  ω     90.00 178.00   0.50    0.16    --  112.36  61.00 -30.00  176
 18  ω     90.00 178.00   0.50    0.16    --  112.36  61.00  90.00  176
 19  ω     73.00 118.00   0.50    0.07    --   42.91 125.00  60.00   90
 20  ω     73.00 118.00   0.50    0.07    --   42.91 125.00  90.00   90
 21  ω     82.00 178.00   0.50    0.16    --  112.36 111.00 -53.00  192
 22  ω     90.00 178.00   0.50    0.16    --  112.36  61.00-150.00  176
 23  ω     73.00 118.00   0.50    0.07    --   42.91 125.00-150.00   90
 24  ω     73.00 118.00   0.50    0.07    --   42.91 125.00-120.00   90
 25  ω   -130.00 -32.00   0.50    0.16    -- -106.00 151.00  78.63  196
 26  ω   -126.00 -32.00   0.50    0.16    -- -106.00 144.00 173.61  188
 27  ω   -112.00 -32.00   0.50    0.16    -- -106.00 125.00  60.00  160
 28  ω   -112.00 -32.00   0.50    0.16    -- -106.00 125.00  30.00  160
 29  ω   -112.00 -32.00   0.50    0.16    -- -106.00 125.00 -30.00  160
 30  ω   -108.00 -30.00   0.50    0.16    -- -106.00 111.00 -53.00  156
 31  ω    -89.00  -2.00   0.50    0.07    --  -42.91 111.00 -53.00  174
 32  ω   -126.00 -32.00   0.50    0.16    -- -106.00 144.00-168.26  188
 33  ω   -105.00 -32.00   0.50    0.16    -- -106.00  77.00 -30.00  146
 34  ω   -105.00 -32.00   0.50    0.16    -- -106.00  77.00-150.00  146
 35  ω    -71.00 -32.00   0.50    0.16    -- -106.00  61.00 120.00   78
 36  ω   -177.00 -83.00   0.50    0.16    -- -106.00 -62.00 146.75  188
 37  ω   -177.00 -82.00   0.50    0.16    -- -106.00 -64.00 -63.70  190
 38  ω   -116.00 -14.00   0.50    0.07    --  -42.91 -77.00-150.00  204
 39  ω   -177.00 -78.00   0.50    0.16    -- -106.00 -75.00-109.86  198
 40  ω   -177.00 -79.00   0.50    0.16    -- -106.00 -81.00-119.92  196
 41  ω   -177.00 -81.00   0.50    0.16    -- -106.00-111.00-146.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0207933000
_diffrn_orient_matrix_UB_12      0.0798830000
_diffrn_orient_matrix_UB_13      0.1179846000
_diffrn_orient_matrix_UB_21      0.1134069000
_diffrn_orient_matrix_UB_22      0.0141886000
_diffrn_orient_matrix_UB_23      0.0200255000
_diffrn_orient_matrix_UB_31      0.0235281000
_diffrn_orient_matrix_UB_32      0.1000057000
_diffrn_orient_matrix_UB_33      -0.0153210000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9627
_reflns_number_total             10472
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.00164(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     728
_refine_ls_number_reflns         10472
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0589P)²+0.6592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1011
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C32(H32), C49(H49), C40(H40), C8(H8), C34(H34), C6(H6), C14(H14), C23(H23),
 C17(H17), C46(H46), C48(H48), C16(H16), C43(H43), C15(H15), C41(H41), C47(H47),
  C22(H22), C42(H42), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C10(H10A,H10B,H10C), C38(H38A,H38B,H38C), C12(H12A,H12B,
 H12C), C37(H37A,H37B,H37C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.73245(3) 0.52263(3) 0.23629(3) 0.02971(9) Uani 1 1 d . . . . .
S3 S 0.26947(3) 0.33104(3) 0.14943(3) 0.02932(9) Uani 1 1 d . . . . .
S2 S 0.76817(3) 0.33811(3) 0.22459(3) 0.02991(9) Uani 1 1 d . . . . .
S4 S 0.21391(3) 0.51703(3) 0.21718(3) 0.03201(9) Uani 1 1 d . . . . .
F5 F 0.93056(8) 0.44437(9) 0.38926(8) 0.0475(2) Uani 1 1 d . . . . .
F4 F 0.79769(9) 0.47801(9) 0.42370(8) 0.0488(3) Uani 1 1 d . . . . .
F1 F 0.74368(8) 0.50467(11) 0.05777(9) 0.0541(3) Uani 1 1 d . . . . .
F3 F 0.61221(9) 0.38099(9) 0.04394(8) 0.0546(3) Uani 1 1 d . . . . .
F7 F 0.32422(9) 0.31351(11) -0.01354(8) 0.0557(3) Uani 1 1 d . . . . .
F6 F 0.80925(9) 0.32062(9) 0.38810(9) 0.0539(3) Uani 1 1 d . . . . .
F2 F 0.61972(9) 0.54989(11) 0.10689(9) 0.0549(3) Uani 1 1 d . . . . .
O1 O 0.89067(9) 1.04034(9) 0.81542(8) 0.0349(2) Uani 1 1 d . . . . .
O5 O 0.66285(9) 0.28184(9) 0.20721(10) 0.0408(3) Uani 1 1 d . . . . .
O2 O 0.40982(8) 0.09836(9) 0.20800(8) 0.0338(2) Uani 1 1 d . . . . .
O4 O 0.64862(9) 0.49926(10) 0.27446(9) 0.0382(3) Uani 1 1 d . . . . .
F8 F 0.42146(9) 0.46073(9) 0.13299(10) 0.0607(3) Uani 1 1 d . . . . .
F9 F 0.42818(9) 0.30084(11) 0.09305(9) 0.0572(3) Uani 1 1 d . . . . .
O7 O 0.32675(10) 0.37507(10) 0.25545(9) 0.0394(3) Uani 1 1 d . . . . .
O6 O 0.82420(10) 0.27230(10) 0.17312(9) 0.0435(3) Uani 1 1 d . . . . .
O3 O 0.80118(10) 0.63591(9) 0.28728(10) 0.0460(3) Uani 1 1 d . . . . .
O9 O 0.30908(9) 0.58751(10) 0.29715(10) 0.0466(3) Uani 1 1 d . . . . .
O8 O 0.21126(11) 0.21380(9) 0.08583(10) 0.0456(3) Uani 1 1 d . . . . .
O10 O 0.16851(11) 0.56078(11) 0.16306(11) 0.0511(3) Uani 1 1 d . . . . .
F10 F 0.14791(14) 0.43793(15) 0.32929(13) 0.0849(5) Uani 1 1 d . . . . .
N00P N 0.20347(10) 0.39578(11) 0.13244(10) 0.0350(3) Uani 1 1 d . . . . .
F12 F 0.11675(13) 0.58190(12) 0.35259(13) 0.0853(5) Uani 1 1 d . . . . .
N00R N 0.79567(10) 0.44406(11) 0.21448(10) 0.0340(3) Uani 1 1 d . . . . .
F11 F 0.03097(10) 0.42322(13) 0.21408(13) 0.0863(5) Uani 1 1 d . . . . .
C35 C 0.44333(11) 0.14700(11) 0.73598(11) 0.0266(3) Uani 1 1 d . . . . .
C29 C 0.40325(10) 0.05947(11) 0.54584(11) 0.0250(3) Uani 1 1 d . . . . .
C30 C 0.40134(10) 0.04964(11) 0.63435(10) 0.0235(3) Uani 1 1 d . . . . .
C39 C 0.36390(11) -0.01812(12) 0.27970(11) 0.0277(3) Uani 1 1 d . . . . .
C32 C 0.35932(11) -0.06499(12) 0.70767(12) 0.0293(3) Uani 1 1 d . . . . .
H32 H 0.331506 -0.136441 0.699079 0.035 Uiso 1 1 calc R U . . .
C28 C 0.40589(11) 0.06795(11) 0.47062(11) 0.0267(3) Uani 1 1 d . . . . .
C3 C 0.89707(10) 1.04997(11) 0.46325(11) 0.0266(3) Uani 1 1 d . . . . .
C50 C 0.45438(11) 0.18440(12) 0.39626(11) 0.0277(3) Uani 1 1 d . . . . .
C31 C 0.35836(10) -0.05771(11) 0.61978(11) 0.0257(3) Uani 1 1 d . . . . .
C27 C 0.40833(10) 0.07810(12) 0.38306(11) 0.0264(3) Uani 1 1 d . . . . .
C2 C 0.89234(11) 1.04599(12) 0.54074(11) 0.0283(3) Uani 1 1 d . . . . .
C24 C 0.93125(11) 1.14516(13) 0.73144(12) 0.0297(3) Uani 1 1 d . . . . .
C13 C 0.84623(11) 0.94110(12) 0.62647(11) 0.0273(3) Uani 1 1 d . . . . .
C4 C 0.90321(10) 1.05491(11) 0.37332(11) 0.0247(3) Uani 1 1 d . . . . .
C49 C 0.50196(12) 0.28514(13) 0.49514(12) 0.0322(3) Uani 1 1 d . . . . .
H49 H 0.502617 0.283810 0.557242 0.039 Uiso 1 1 calc R U . . .
C40 C 0.31735(11) -0.12798(13) 0.25786(12) 0.0315(3) Uani 1 1 d . . . . .
H40 H 0.316097 -0.140429 0.313910 0.038 Uiso 1 1 calc R U . . .
C18 C 0.84748(11) 0.94333(13) 0.72084(12) 0.0302(3) Uani 1 1 d . . . . .
C5 C 0.86489(11) 0.95449(11) 0.27347(11) 0.0269(3) Uani 1 1 d . . . . .
C9 C 0.94843(11) 1.16004(11) 0.38410(11) 0.0269(3) Uani 1 1 d . . . . .
C1 C 0.88990(10) 1.04399(12) 0.63164(11) 0.0271(3) Uani 1 1 d . . . . .
C8 C 0.95346(12) 1.16215(12) 0.29483(12) 0.0306(3) Uani 1 1 d . . . . .
H8 H 0.983189 1.232121 0.301046 0.037 Uiso 1 1 calc R U . . .
C34 C 0.44162(11) 0.13447(12) 0.82101(11) 0.0296(3) Uani 1 1 d . . . . .
H34 H 0.469577 0.199052 0.889665 0.035 Uiso 1 1 calc R U . . .
C6 C 0.87261(11) 0.96203(12) 0.18694(11) 0.0295(3) Uani 1 1 d . . . . .
H6 H 0.847507 0.895470 0.119707 0.035 Uiso 1 1 calc R U . . .
C14 C 0.80050(11) 0.83632(12) 0.53147(12) 0.0304(3) Uani 1 1 d . . . . .
H14 H 0.799496 0.832168 0.466944 0.037 Uiso 1 1 calc R U . . .
C45 C 0.45449(11) 0.19102(13) 0.30600(12) 0.0302(3) Uani 1 1 d . . . . .
C44 C 0.36532(11) -0.00357(13) 0.19400(12) 0.0311(3) Uani 1 1 d . . . . .
C7 C 0.91625(12) 1.06470(12) 0.19564(12) 0.0305(3) Uani 1 1 d . . . . .
C36 C 0.31275(12) -0.16069(12) 0.51150(12) 0.0321(3) Uani 1 1 d . . . . .
H36A H 0.251817 -0.158905 0.474180 0.048 Uiso 1 1 calc R U . . .
H36B H 0.293816 -0.227334 0.516544 0.048 Uiso 1 1 calc R U . . .
H36C H 0.362922 -0.162915 0.473253 0.048 Uiso 1 1 calc R U . . .
C23 C 0.97311(12) 1.25186(13) 0.74490(13) 0.0349(3) Uani 1 1 d . . . . .
H23 H 0.973279 1.258312 0.685422 0.042 Uiso 1 1 calc R U . . .
C33 C 0.40010(11) 0.02992(13) 0.80862(12) 0.0303(3) Uani 1 1 d . . . . .
C19 C 0.93219(12) 1.13906(13) 0.82192(12) 0.0335(3) Uani 1 1 d . . . . .
C17 C 0.80369(12) 0.84635(15) 0.72135(13) 0.0362(3) Uani 1 1 d . . . . .
H17 H 0.804720 0.849365 0.785415 0.043 Uiso 1 1 calc R U . . .
C46 C 0.49963(13) 0.29146(14) 0.31270(13) 0.0366(3) Uani 1 1 d . . . . .
H46 H 0.498825 0.294196 0.251258 0.044 Uiso 1 1 calc R U . . .
C10 C 0.81770(12) 0.84350(12) 0.26267(13) 0.0342(3) Uani 1 1 d . . . . .
H10A H 0.861269 0.839480 0.315867 0.051 Uiso 1 1 calc R U . . .
H10B H 0.810969 0.783451 0.192802 0.051 Uiso 1 1 calc R U . . .
H10C H 0.750042 0.835066 0.272291 0.051 Uiso 1 1 calc R U . . .
C38 C 0.48783(14) 0.26099(12) 0.75135(12) 0.0366(3) Uani 1 1 d . . . . .
H38A H 0.543802 0.264022 0.720667 0.055 Uiso 1 1 calc R U . . .
H38B H 0.513918 0.317743 0.826392 0.055 Uiso 1 1 calc R U . . .
H38C H 0.434746 0.275444 0.716986 0.055 Uiso 1 1 calc R U . . .
C48 C 0.54695(13) 0.38427(14) 0.50197(14) 0.0380(3) Uani 1 1 d . . . . .
H48 H 0.579161 0.451352 0.568645 0.046 Uiso 1 1 calc R U . . .
C16 C 0.75900(12) 0.74633(14) 0.62739(14) 0.0371(3) Uani 1 1 d . . . . .
H16 H 0.728456 0.679695 0.626717 0.044 Uiso 1 1 calc R U . . .
C43 C 0.31974(13) -0.09365(15) 0.09075(12) 0.0391(4) Uani 1 1 d . . . . .
H43 H 0.320072 -0.082567 0.033831 0.047 Uiso 1 1 calc R U . . .
C26 C 0.83007(12) 0.39905(12) 0.36431(12) 0.0344(3) Uani 1 1 d . . . . .
C15 C 0.75762(12) 0.74070(13) 0.53165(13) 0.0350(3) Uani 1 1 d . . . . .
H15 H 0.726953 0.670622 0.467426 0.042 Uiso 1 1 calc R U . . .
C51 C 0.36682(13) 0.35426(14) 0.08735(13) 0.0374(3) Uani 1 1 d . . . . .
C12 C 0.98953(13) 1.26597(12) 0.49007(12) 0.0347(3) Uani 1 1 d . . . . .
H12A H 0.933553 1.276235 0.519684 0.052 Uiso 1 1 calc R U . . .
H12B H 1.021036 1.329598 0.483140 0.052 Uiso 1 1 calc R U . . .
H12C H 1.040783 1.261148 0.536484 0.052 Uiso 1 1 calc R U . . .
C41 C 0.27411(12) -0.21642(14) 0.15657(13) 0.0377(3) Uani 1 1 d . . . . .
H41 H 0.243796 -0.290024 0.142530 0.045 Uiso 1 1 calc R U . . .
C25 C 0.67413(12) 0.48728(14) 0.10339(12) 0.0362(3) Uani 1 1 d . . . . .
C47 C 0.54559(13) 0.38700(14) 0.41027(15) 0.0397(4) Uani 1 1 d . . . . .
H47 H 0.577104 0.456367 0.415970 0.048 Uiso 1 1 calc R U . . .
C22 C 1.01325(13) 1.34562(14) 0.84302(14) 0.0424(4) Uani 1 1 d . . . . .
H22 H 1.039935 1.417190 0.851598 0.051 Uiso 1 1 calc R U . . .
C42 C 0.27454(13) -0.19834(15) 0.07327(13) 0.0414(4) Uani 1 1 d . . . . .
H42 H 0.242784 -0.260120 0.003321 0.050 Uiso 1 1 calc R U . . .
C37 C 0.39800(15) 0.01900(15) 0.90249(13) 0.0435(4) Uani 1 1 d . . . . .
H37A H 0.455512 0.080827 0.963197 0.065 Uiso 1 1 calc R U . . .
H37B H 0.403421 -0.052202 0.887645 0.065 Uiso 1 1 calc R U . . .
H37C H 0.333717 0.021263 0.917629 0.065 Uiso 1 1 calc R U . . .
C11 C 0.92464(15) 1.07099(15) 0.10052(13) 0.0421(4) Uani 1 1 d . . . . .
H11A H 0.889360 1.118295 0.094480 0.063 Uiso 1 1 calc R U . . .
H11B H 0.893197 0.995722 0.037726 0.063 Uiso 1 1 calc R U . . .
H11C H 0.996807 1.103053 0.107510 0.063 Uiso 1 1 calc R U . . .
C20 C 0.97537(14) 1.23473(16) 0.92184(13) 0.0450(4) Uani 1 1 d . . . . .
H20 H 0.977205 1.229626 0.982198 0.054 Uiso 1 1 calc R U . . .
C21 C 1.01512(14) 1.33626(16) 0.93135(14) 0.0477(4) Uani 1 1 d . . . . .
H21 H 1.044664 1.401967 0.999225 0.057 Uiso 1 1 calc R U . . .
C52 C 0.12217(15) 0.48780(15) 0.28244(16) 0.0484(4) Uani 1 1 d . . . . .


_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 O4 1.4306(12) . ?
S1 O3 1.4274(12) . ?
S1 N00R 1.5793(14) . ?
S1 C25 1.8317(16) . ?
S3 O7 1.4348(11) . ?
S3 O8 1.4273(12) . ?
S3 N00P 1.5670(14) . ?
S3 C51 1.8300(17) . ?
S2 O5 1.4288(12) . ?
S2 O6 1.4281(12) . ?
S2 N00R 1.5758(13) . ?
S2 C26 1.8350(16) . ?
S4 O9 1.4193(12) . ?
S4 O10 1.4313(13) . ?
S4 N00P 1.5764(14) . ?
S4 C52 1.8279(19) . ?
F5 C26 1.3234(19) . ?
F4 C26 1.3315(19) . ?
F1 C25 1.3238(19) . ?
F3 C25 1.324(2) . ?
F7 C51 1.3287(19) . ?
F6 C26 1.3277(18) . ?
F2 C25 1.329(2) . ?
O1 C18 1.3571(19) . ?
O1 C19 1.356(2) . ?
O2 C45 1.3607(19) . ?
O2 C44 1.3534(19) . ?
F8 C51 1.308(2) . ?
F9 C51 1.330(2) . ?
F10 C52 1.309(3) . ?
F12 C52 1.317(2) . ?
F11 C52 1.313(2) . ?
C35 C30 1.4161(19) . ?
C35 C34 1.387(2) . ?
C35 C38 1.5050(19) . ?
C29 C30 1.4184(18) . ?
C29 C28 1.208(2) . ?
C30 C31 1.4185(19) . ?
C39 C27 1.426(2) . ?
C39 C40 1.416(2) . ?
C39 C44 1.413(2) . ?
C32 H32 0.9500 . ?
C32 C31 1.384(2) . ?
C32 C33 1.397(2) . ?
C28 C27 1.4075(19) . ?
C3 C2 1.214(2) . ?
C3 C4 1.4129(19) . ?
C50 C27 1.420(2) . ?
C50 C49 1.416(2) . ?
C50 C45 1.4170(19) . ?
C31 C36 1.5048(19) . ?
C2 C1 1.398(2) . ?
C24 C1 1.424(2) . ?
C24 C23 1.415(2) . ?
C24 C19 1.415(2) . ?
C13 C18 1.414(2) . ?
C13 C1 1.426(2) . ?
C13 C14 1.413(2) . ?
C4 C5 1.4201(19) . ?
C4 C9 1.4186(19) . ?
C49 H49 0.9500 . ?
C49 C48 1.367(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.369(2) . ?
C18 C17 1.393(2) . ?
C5 C6 1.384(2) . ?
C5 C10 1.5005(19) . ?
C9 C8 1.380(2) . ?
C9 C12 1.503(2) . ?
C8 H8 0.9500 . ?
C8 C7 1.397(2) . ?
C34 H34 0.9500 . ?
C34 C33 1.392(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.397(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.370(2) . ?
C45 C46 1.386(2) . ?
C44 C43 1.396(2) . ?
C7 C11 1.507(2) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C23 H23 0.9500 . ?
C23 C22 1.366(2) . ?
C33 C37 1.508(2) . ?
C19 C20 1.392(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.373(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.374(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C48 H48 0.9500 . ?
C48 C47 1.408(2) . ?
C16 H16 0.9500 . ?
C16 C15 1.413(2) . ?
C43 H43 0.9500 . ?
C43 C42 1.370(3) . ?
C15 H15 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C41 H41 0.9500 . ?
C41 C42 1.406(2) . ?
C47 H47 0.9500 . ?
C22 H22 0.9500 . ?
C22 C21 1.406(3) . ?
C42 H42 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C21 1.368(3) . ?
C21 H21 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 S1 N00R 116.98(7) . . ?
O4 S1 C25 105.20(7) . . ?
O3 S1 O4 118.00(8) . . ?
O3 S1 N00R 109.23(8) . . ?
O3 S1 C25 103.90(7) . . ?
N00R S1 C25 101.06(7) . . ?
O7 S3 N00P 116.57(7) . . ?
O7 S3 C51 104.28(8) . . ?
O8 S3 O7 117.78(7) . . ?
O8 S3 N00P 109.19(8) . . ?
O8 S3 C51 104.46(8) . . ?
N00P S3 C51 102.44(8) . . ?
O5 S2 N00R 116.85(7) . . ?
O5 S2 C26 104.89(7) . . ?
O6 S2 O5 118.10(7) . . ?
O6 S2 N00R 108.49(8) . . ?
O6 S2 C26 104.09(7) . . ?
N00R S2 C26 102.24(7) . . ?
O9 S4 O10 118.47(8) . . ?
O9 S4 N00P 117.33(7) . . ?
O9 S4 C52 105.87(9) . . ?
O10 S4 N00P 107.38(8) . . ?
O10 S4 C52 103.57(9) . . ?
N00P S4 C52 101.96(8) . . ?
C19 O1 C18 120.56(12) . . ?
C44 O2 C45 120.72(11) . . ?
S3 N00P S4 124.84(8) . . ?
S2 N00R S1 124.55(9) . . ?
C30 C35 C38 120.96(12) . . ?
C34 C35 C30 118.14(13) . . ?
C34 C35 C38 120.90(13) . . ?
C28 C29 C30 179.34(14) . . ?
C35 C30 C29 119.52(12) . . ?
C35 C30 C31 120.98(12) . . ?
C29 C30 C31 119.49(12) . . ?
C40 C39 C27 123.53(13) . . ?
C44 C39 C27 118.57(13) . . ?
C44 C39 C40 117.90(13) . . ?
C31 C32 H32 119.1 . . ?
C31 C32 C33 121.75(13) . . ?
C33 C32 H32 119.1 . . ?
C29 C28 C27 179.56(16) . . ?
C2 C3 C4 179.66(18) . . ?
C49 C50 C27 123.73(13) . . ?
C49 C50 C45 117.54(13) . . ?
C45 C50 C27 118.72(13) . . ?
C30 C31 C36 120.70(12) . . ?
C32 C31 C30 118.24(13) . . ?
C32 C31 C36 121.05(12) . . ?
C28 C27 C39 120.51(13) . . ?
C28 C27 C50 120.53(13) . . ?
C50 C27 C39 118.97(12) . . ?
C3 C2 C1 178.23(17) . . ?
C23 C24 C1 123.19(14) . . ?
C19 C24 C1 118.64(14) . . ?
C19 C24 C23 118.16(14) . . ?
C18 C13 C1 118.71(13) . . ?
C14 C13 C18 117.89(13) . . ?
C14 C13 C1 123.40(13) . . ?
C3 C4 C5 119.56(12) . . ?
C3 C4 C9 119.55(13) . . ?
C9 C4 C5 120.88(13) . . ?
C50 C49 H49 119.7 . . ?
C48 C49 C50 120.54(14) . . ?
C48 C49 H49 119.7 . . ?
C39 C40 H40 119.8 . . ?
C41 C40 C39 120.47(14) . . ?
C41 C40 H40 119.8 . . ?
O1 C18 C13 121.59(13) . . ?
O1 C18 C17 116.68(13) . . ?
C17 C18 C13 121.72(14) . . ?
C4 C5 C10 120.63(13) . . ?
C6 C5 C4 118.19(12) . . ?
C6 C5 C10 121.18(13) . . ?
C4 C9 C12 120.64(13) . . ?
C8 C9 C4 118.21(13) . . ?
C8 C9 C12 121.15(13) . . ?
C2 C1 C24 120.40(13) . . ?
C2 C1 C13 120.89(13) . . ?
C24 C1 C13 118.71(13) . . ?
C9 C8 H8 118.9 . . ?
C9 C8 C7 122.11(13) . . ?
C7 C8 H8 118.9 . . ?
C35 C34 H34 119.1 . . ?
C35 C34 C33 121.89(13) . . ?
C33 C34 H34 119.1 . . ?
C5 C6 H6 119.1 . . ?
C5 C6 C7 121.89(13) . . ?
C7 C6 H6 119.1 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.56(14) . . ?
C15 C14 H14 119.7 . . ?
O2 C45 C50 121.32(13) . . ?
O2 C45 C46 116.66(13) . . ?
C46 C45 C50 122.02(15) . . ?
O2 C44 C39 121.68(13) . . ?
O2 C44 C43 116.80(13) . . ?
C43 C44 C39 121.51(14) . . ?
C8 C7 C6 118.71(13) . . ?
C8 C7 C11 120.24(13) . . ?
C6 C7 C11 121.05(14) . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C24 C23 H23 119.9 . . ?
C22 C23 C24 120.28(16) . . ?
C22 C23 H23 119.9 . . ?
C32 C33 C37 120.29(14) . . ?
C34 C33 C32 119.00(13) . . ?
C34 C33 C37 120.71(14) . . ?
O1 C19 C24 121.70(14) . . ?
O1 C19 C20 117.04(15) . . ?
C20 C19 C24 121.26(16) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 C18 118.64(14) . . ?
C16 C17 H17 120.7 . . ?
C45 C46 H46 120.8 . . ?
C47 C46 C45 118.46(14) . . ?
C47 C46 H46 120.8 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C49 C48 H48 120.0 . . ?
C49 C48 C47 120.05(16) . . ?
C47 C48 H48 120.0 . . ?
C17 C16 H16 119.4 . . ?
C17 C16 C15 121.20(14) . . ?
C15 C16 H16 119.4 . . ?
C44 C43 H43 120.7 . . ?
C42 C43 C44 118.59(14) . . ?
C42 C43 H43 120.7 . . ?
F5 C26 S2 111.34(11) . . ?
F5 C26 F4 108.04(13) . . ?
F5 C26 F6 107.73(13) . . ?
F4 C26 S2 111.19(11) . . ?
F6 C26 S2 110.23(10) . . ?
F6 C26 F4 108.18(14) . . ?
C14 C15 C16 119.98(15) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
F7 C51 S3 110.87(12) . . ?
F7 C51 F9 107.21(14) . . ?
F8 C51 S3 111.24(11) . . ?
F8 C51 F7 108.86(14) . . ?
F8 C51 F9 109.02(15) . . ?
F9 C51 S3 109.53(11) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C40 C41 H41 120.0 . . ?
C40 C41 C42 120.03(16) . . ?
C42 C41 H41 120.0 . . ?
F1 C25 S1 111.84(11) . . ?
F1 C25 F3 107.95(14) . . ?
F1 C25 F2 108.27(13) . . ?
F3 C25 S1 110.93(11) . . ?
F3 C25 F2 108.17(14) . . ?
F2 C25 S1 109.55(11) . . ?
C46 C47 C48 121.38(15) . . ?
C46 C47 H47 119.3 . . ?
C48 C47 H47 119.3 . . ?
C23 C22 H22 120.0 . . ?
C23 C22 C21 120.04(17) . . ?
C21 C22 H22 120.0 . . ?
C43 C42 C41 121.46(15) . . ?
C43 C42 H42 119.3 . . ?
C41 C42 H42 119.3 . . ?
C33 C37 H37A 109.5 . . ?
C33 C37 H37B 109.5 . . ?
C33 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C19 C20 H20 120.7 . . ?
C21 C20 C19 118.67(17) . . ?
C21 C20 H20 120.7 . . ?
C22 C21 H21 119.2 . . ?
C20 C21 C22 121.55(16) . . ?
C20 C21 H21 119.2 . . ?
F10 C52 S4 111.73(14) . . ?
F10 C52 F12 108.73(18) . . ?
F10 C52 F11 108.30(18) . . ?
F12 C52 S4 109.72(14) . . ?
F11 C52 S4 110.21(14) . . ?
F11 C52 F12 108.07(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C18 C17 C16 179.91(14) . . . . ?
O1 C19 C20 C21 -177.96(15) . . . . ?
O5 S2 N00R S1 28.24(13) . . . . ?
O5 S2 C26 F5 173.48(11) . . . . ?
O5 S2 C26 F4 -65.99(12) . . . . ?
O5 S2 C26 F6 53.98(13) . . . . ?
O2 C45 C46 C47 180.00(14) . . . . ?
O2 C44 C43 C42 179.52(15) . . . . ?
O4 S1 N00R S2 4.32(13) . . . . ?
O4 S1 C25 F1 -179.80(12) . . . . ?
O4 S1 C25 F3 -59.21(13) . . . . ?
O4 S1 C25 F2 60.15(13) . . . . ?
O7 S3 N00P S4 14.20(14) . . . . ?
O7 S3 C51 F7 177.86(11) . . . . ?
O7 S3 C51 F8 -60.85(14) . . . . ?
O7 S3 C51 F9 59.75(13) . . . . ?
O6 S2 N00R S1 164.79(9) . . . . ?
O6 S2 C26 F5 48.78(12) . . . . ?
O6 S2 C26 F4 169.31(11) . . . . ?
O6 S2 C26 F6 -70.72(13) . . . . ?
O3 S1 N00R S2 141.67(10) . . . . ?
O3 S1 C25 F1 55.56(14) . . . . ?
O3 S1 C25 F3 176.15(12) . . . . ?
O3 S1 C25 F2 -64.49(13) . . . . ?
O9 S4 N00P S3 23.95(14) . . . . ?
O9 S4 C52 F10 -59.99(16) . . . . ?
O9 S4 C52 F12 60.67(18) . . . . ?
O9 S4 C52 F11 179.55(14) . . . . ?
O8 S3 N00P S4 150.74(10) . . . . ?
O8 S3 C51 F7 53.65(14) . . . . ?
O8 S3 C51 F8 174.94(12) . . . . ?
O8 S3 C51 F9 -64.47(13) . . . . ?
O10 S4 N00P S3 160.34(10) . . . . ?
O10 S4 C52 F10 174.66(15) . . . . ?
O10 S4 C52 F12 -64.67(17) . . . . ?
O10 S4 C52 F11 54.21(16) . . . . ?
N00P S3 C51 F7 -60.21(13) . . . . ?
N00P S3 C51 F8 61.08(14) . . . . ?
N00P S3 C51 F9 -178.32(11) . . . . ?
N00P S4 C52 F10 63.24(16) . . . . ?
N00P S4 C52 F12 -176.10(15) . . . . ?
N00P S4 C52 F11 -57.22(16) . . . . ?
N00R S1 C25 F1 -57.65(13) . . . . ?
N00R S1 C25 F3 62.94(13) . . . . ?
N00R S1 C25 F2 -177.71(11) . . . . ?
N00R S2 C26 F5 -64.12(12) . . . . ?
N00R S2 C26 F4 56.41(12) . . . . ?
N00R S2 C26 F6 176.39(12) . . . . ?
C35 C30 C31 C32 -0.6(2) . . . . ?
C35 C30 C31 C36 179.26(13) . . . . ?
C35 C34 C33 C32 0.2(2) . . . . ?
C35 C34 C33 C37 -179.16(15) . . . . ?
C29 C30 C31 C32 178.77(13) . . . . ?
C29 C30 C31 C36 -1.4(2) . . . . ?
C30 C35 C34 C33 -0.1(2) . . . . ?
C39 C40 C41 C42 -0.8(2) . . . . ?
C39 C44 C43 C42 -1.2(2) . . . . ?
C3 C4 C5 C6 -179.59(13) . . . . ?
C3 C4 C5 C10 0.2(2) . . . . ?
C3 C4 C9 C8 179.90(13) . . . . ?
C3 C4 C9 C12 -0.2(2) . . . . ?
C50 C49 C48 C47 0.5(2) . . . . ?
C50 C45 C46 C47 0.1(2) . . . . ?
C31 C32 C33 C34 -0.6(2) . . . . ?
C31 C32 C33 C37 178.81(15) . . . . ?
C27 C39 C40 C41 178.54(14) . . . . ?
C27 C39 C44 O2 1.7(2) . . . . ?
C27 C39 C44 C43 -177.52(14) . . . . ?
C27 C50 C49 C48 178.43(14) . . . . ?
C27 C50 C45 O2 1.3(2) . . . . ?
C27 C50 C45 C46 -178.76(13) . . . . ?
C24 C23 C22 C21 1.4(2) . . . . ?
C24 C19 C20 C21 1.6(3) . . . . ?
C13 C18 C17 C16 0.5(2) . . . . ?
C13 C14 C15 C16 -0.1(2) . . . . ?
C4 C5 C6 C7 -0.2(2) . . . . ?
C4 C9 C8 C7 -0.4(2) . . . . ?
C49 C50 C27 C39 -179.08(13) . . . . ?
C49 C50 C27 C28 1.4(2) . . . . ?
C49 C50 C45 O2 -179.53(13) . . . . ?
C49 C50 C45 C46 0.4(2) . . . . ?
C49 C48 C47 C46 0.0(3) . . . . ?
C40 C39 C27 C28 -1.3(2) . . . . ?
C40 C39 C27 C50 179.13(13) . . . . ?
C40 C39 C44 O2 -178.86(13) . . . . ?
C40 C39 C44 C43 1.9(2) . . . . ?
C40 C41 C42 C43 1.6(3) . . . . ?
C18 O1 C19 C24 0.7(2) . . . . ?
C18 O1 C19 C20 -179.73(14) . . . . ?
C18 C13 C1 C2 178.73(13) . . . . ?
C18 C13 C1 C24 -1.2(2) . . . . ?
C18 C13 C14 C15 1.0(2) . . . . ?
C18 C17 C16 C15 0.4(2) . . . . ?
C5 C4 C9 C8 0.5(2) . . . . ?
C5 C4 C9 C12 -179.56(13) . . . . ?
C5 C6 C7 C8 0.3(2) . . . . ?
C5 C6 C7 C11 179.53(15) . . . . ?
C9 C4 C5 C6 -0.2(2) . . . . ?
C9 C4 C5 C10 179.64(13) . . . . ?
C9 C8 C7 C6 0.0(2) . . . . ?
C9 C8 C7 C11 -179.21(15) . . . . ?
C1 C24 C23 C22 -178.82(14) . . . . ?
C1 C24 C19 O1 -3.1(2) . . . . ?
C1 C24 C19 C20 177.36(14) . . . . ?
C1 C13 C18 O1 -1.2(2) . . . . ?
C1 C13 C18 C17 178.20(13) . . . . ?
C1 C13 C14 C15 -178.39(14) . . . . ?
C34 C35 C30 C29 -179.09(13) . . . . ?
C34 C35 C30 C31 0.2(2) . . . . ?
C14 C13 C18 O1 179.42(13) . . . . ?
C14 C13 C18 C17 -1.2(2) . . . . ?
C14 C13 C1 C2 -1.9(2) . . . . ?
C14 C13 C1 C24 178.12(13) . . . . ?
C45 O2 C44 C39 -0.4(2) . . . . ?
C45 O2 C44 C43 178.87(13) . . . . ?
C45 C50 C27 C39 0.0(2) . . . . ?
C45 C50 C27 C28 -179.52(13) . . . . ?
C45 C50 C49 C48 -0.7(2) . . . . ?
C45 C46 C47 C48 -0.3(2) . . . . ?
C44 O2 C45 C50 -1.2(2) . . . . ?
C44 O2 C45 C46 178.93(13) . . . . ?
C44 C39 C27 C28 178.07(13) . . . . ?
C44 C39 C27 C50 -1.5(2) . . . . ?
C44 C39 C40 C41 -0.9(2) . . . . ?
C44 C43 C42 C41 -0.6(3) . . . . ?
C23 C24 C1 C2 2.3(2) . . . . ?
C23 C24 C1 C13 -177.76(13) . . . . ?
C23 C24 C19 O1 177.89(13) . . . . ?
C23 C24 C19 C20 -1.7(2) . . . . ?
C23 C22 C21 C20 -1.4(3) . . . . ?
C33 C32 C31 C30 0.7(2) . . . . ?
C33 C32 C31 C36 -179.11(14) . . . . ?
C19 O1 C18 C13 1.5(2) . . . . ?
C19 O1 C18 C17 -177.93(13) . . . . ?
C19 C24 C1 C2 -176.69(13) . . . . ?
C19 C24 C1 C13 3.3(2) . . . . ?
C19 C24 C23 C22 0.2(2) . . . . ?
C19 C20 C21 C22 -0.1(3) . . . . ?
C17 C16 C15 C14 -0.6(2) . . . . ?
C10 C5 C6 C7 179.95(14) . . . . ?
C38 C35 C30 C29 1.4(2) . . . . ?
C38 C35 C30 C31 -179.29(13) . . . . ?
C38 C35 C34 C33 179.47(14) . . . . ?
C26 S2 N00R S1 -85.62(11) . . . . ?
C51 S3 N00P S4 -98.92(11) . . . . ?
C12 C9 C8 C7 179.65(14) . . . . ?
C25 S1 N00R S2 -109.21(11) . . . . ?
C52 S4 N00P S3 -91.14(12) . . . . ?

_olex2_submission_original_sample_id ts240209-tsue1-150K_auto
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.872
_oxdiff_exptl_absorpt_empirical_full_min 0.668
