#------------------------------------------------------------------------------
#$Date: 2024-08-05 20:21:00 +0300 (Mon, 05 Aug 2024) $
#$Revision: 293680 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/31/7133110.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7133110
loop_
_publ_author_name
'Shimajiri, Takuya'
'Tsue, Taiga'
'Koakutsu, Shumpei'
'Ishigaki, Yusuke'
'Suzuki, Takanori'
_publ_section_title
;
 Crystallographic and spectroscopic studies on persistent triarylpropargyl
 cations.
;
_journal_issue                   56
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7152
_journal_page_last               7155
_journal_paper_doi               10.1039/d4cc01786b
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C F3 O3 S, C26 H25 O2'
_chemical_formula_sum            'C27 H25 F3 O5 S'
_chemical_formula_weight         518.53
_chemical_name_systematic        ts221118-tsue
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-19
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_audit_update_record
;
2024-04-06 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.2694(6)
_cell_length_b                   7.47312(14)
_cell_length_c                   21.6600(5)
_cell_measurement_reflns_used    7322
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.3260
_cell_measurement_theta_min      2.9120
_cell_volume                     4899.64(18)
_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)'
_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_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_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_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_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.406
_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
_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_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_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0595
_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
_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_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc01786b2.cif
_cod_data_source_block           ts221118-tsue_autored
_cod_depositor_comments
'Adding full bibliography for 7133110--7133114.cif.'
_cod_original_cell_volume        4899.63(17)
_cod_database_code               7133110
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C27 H25 O4 S1 F3'
_chemical_oxdiff_usercomment     '150 K'
_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.
;
_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)
;
_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
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'
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 . . .
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'
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_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_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) . . . . ?
