#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/79/7247988.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_7247988
loop_
_publ_author_name
'Tanioka, Masaru'
'Oyama, Masaya'
'Nakajima, Kaito'
'Mori, Minori'
'Harada, Mei'
'Matsuya, Yuji'
'Kamino, Shinichiro'
_publ_section_title
;
 Coerulein B: a water-soluble and water-compatible near-infrared
 photoredox catalyst.
;
_journal_issue                   5
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              4474
_journal_page_last               4479
_journal_paper_doi               10.1039/d3cp05585j
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C21 H9 F3 O6 S'
_chemical_formula_sum            'C21 H9 F3 O6 S'
_chemical_formula_weight         446.34
_chemical_name_systematic        CB-OTf
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-12
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2023-11-16 deposited with the CCDC.	2024-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                100.454(2)
_cell_angle_beta                 90.274(2)
_cell_angle_gamma                98.211(2)
_cell_formula_units_Z            2
_cell_length_a                   5.78110(10)
_cell_length_b                   12.0613(4)
_cell_length_c                   12.5328(3)
_cell_measurement_reflns_used    5663
_cell_measurement_temperature    103.15
_cell_measurement_theta_max      68.2320
_cell_measurement_theta_min      3.5420
_cell_volume                     850.14(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      103.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  -1.00   0.50    0.30    --  -41.44  21.00  30.00   54
  2  ω    -55.00 -29.00   0.50    1.18    --  -95.43  50.00  30.00   52
  3  ω    -56.00 -29.00   0.50    1.18    --  -95.43  50.00   0.00   54
  4  ω    -66.00 -27.00   0.50    1.18    --  -95.43  59.00  60.00   78
  5  ω    -54.00 -27.00   0.50    1.18    --  -95.43  59.00  90.00   54
  6  ω    -57.00 -32.00   0.50    1.18    --  -95.43  50.00  90.00   50
  7  ω    -70.00 -44.00   0.50    0.30    --  -41.44 119.00  52.00   52
  8  ω    -99.00 -67.00   0.50    1.18    --  -95.43 119.00  52.00   64
  9  ω    -92.00 -28.00   0.50    1.18    --  -95.43 117.00 -60.00  128
 10  ω    -81.00 -56.00   0.50    1.18    --  -95.43 156.00-151.00   50
 11  ω    -97.00 -48.00   0.50    1.18    --  -95.43  96.00 -60.00   98
 12  ω    -57.00 -32.00   0.50    1.18    --  -95.43  50.00 -90.00   50
 13  ω    -22.00  34.00   0.50    0.30    --  -41.44  11.00-120.00  112
 14  ω     80.00 113.00   0.50    0.30    --   41.75  21.00 -60.00   66
 15  ω     72.00  98.00   0.50    0.30    --   41.75  32.00 -90.00   52
 16  ω     74.00 119.00   0.50    1.18    --   95.75  59.00 -30.00   90
 17  ω    127.00 164.00   0.50    1.18    --   95.75  59.00 -30.00   74
 18  ω    138.00 163.00   0.50    1.18    --   95.75 117.00 -90.00   50
 19  ω    107.00 134.00   0.50    1.18    --   95.75 119.00  52.00   54
 20  ω     79.00 108.00   0.50    0.30    --   41.75 138.00   0.00   58
 21  ω     67.00 108.00   0.50    0.30    --   41.75 138.00 -90.00   82
 22  ω     64.00  96.00   0.50    0.30    --   41.75 156.00-151.00   64
 23  ω     91.00 133.00   0.50    1.18    --   95.75 117.00 -90.00   84
 24  ω     29.00  65.00   0.50    0.30    --   41.75  32.00 -90.00   72
 25  ω     26.00  52.00   0.50    0.30    --   41.75  21.00 -60.00   52
 26  ω     31.00  57.00   0.50    1.18    --   95.75 -50.00-150.00   52
 27  ω     51.00 106.00   0.50    1.18    --   95.75 -77.00-180.00  110
 28  ω     85.00 110.00   0.50    1.18    --   95.75-117.00-120.00   50
 29  ω     65.00  94.00   0.50    1.18    --   95.75-117.00-150.00   58
 30  ω     41.00  68.00   0.50    1.18    --   95.75 -59.00-120.00   54
 31  ω     29.00  54.00   0.50    1.18    --   95.75 -50.00-180.00   50
 32  ω     30.00  67.00   0.50    1.18    --   95.75 -59.00-180.00   74
 33  ω     34.00  60.00   0.50    1.18    --   95.75-117.00-150.00   52
 34  ω     24.00  49.00   0.50    0.30    --   41.75-119.00 -32.00   50
 35  ω     48.00  73.00   0.50    1.18    --   95.75-119.00 -32.00   50
 36  ω     63.00  92.00   0.50    1.18    --   95.75 -77.00 -30.00   58
 37  ω     33.00  65.00   0.50    1.18    --   95.75 -59.00  30.00   64
 38  ω     31.00 106.00   0.50    1.18    --   95.75 -77.00   0.00  150
 39  ω     39.00  99.00   0.50    1.18    --   95.75-117.00 150.00  120
 40  ω     57.00  82.00   0.50    1.18    --   95.75-156.00 171.00   50
 41  ω     58.00 107.00   0.50    0.30    --   41.75-156.00 171.00   98
 42  ω     29.00  54.00   0.50    1.18    --   95.75 -50.00 120.00   50
 43  ω     29.00  83.00   0.50    1.18    --   95.75 -68.00 120.00  108
 44  ω     -9.00  35.00   0.50    0.30    --   41.75 -54.00   0.00   88
 45  ω    -25.00  14.00   0.50    0.30    --   41.75 -32.00  60.00   78
 46  ω    -88.00 -60.00   0.50    0.30    --  -41.44-156.00 171.00   56
 47  ω    -81.00 -18.00   0.50    0.30    --  -41.44 -77.00-180.00  126
 48  ω    -99.00 -67.00   0.50    0.30    --  -41.44-138.00-150.00   64
 49  ω   -109.00 -84.00   0.50    0.30    --  -41.44-138.00 -90.00   50
 50  ω   -124.00 -99.00   0.50    1.18    --  -95.43-119.00 -32.00   50
 51  ω   -137.00 -76.00   0.50    1.18    --  -95.43 -50.00  60.00  122
 52  ω   -162.00 -91.00   0.50    1.18    --  -95.43 -42.00   0.00  142
 53  ω   -149.00 -83.00   0.50    1.18    --  -95.43 -42.00 -90.00  132
 54  ω   -128.00 -83.00   0.50    1.18    --  -95.43 -25.00-180.00   90
 55  ω   -160.00 -81.00   0.50    1.18    --  -95.43 -50.00-120.00  158
 56  ω   -142.00 -78.00   0.50    1.18    --  -95.43 -86.00 -30.00  128
 57  ω    -94.00 -68.00   0.50    0.30    --  -41.44 156.00-151.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0170666000
_diffrn_orient_matrix_UB_12      -0.0464582000
_diffrn_orient_matrix_UB_13      -0.1221514000
_diffrn_orient_matrix_UB_21      0.0455981000
_diffrn_orient_matrix_UB_22      0.1227905000
_diffrn_orient_matrix_UB_23      -0.0217846000
_diffrn_orient_matrix_UB_31      0.2649392000
_diffrn_orient_matrix_UB_32      0.0013639000
_diffrn_orient_matrix_UB_33      0.0156275000
_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  0.0334
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7226
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.300
_diffrn_reflns_theta_min         3.588
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.395
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.298
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.80a (Rigaku Oxford Diffraction, 2020)
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_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_description       plate
_exptl_crystal_F_000             452
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CHCl3/Et2O'
_exptl_crystal_size_max          0.797
_exptl_crystal_size_mid          0.153
_exptl_crystal_size_min          0.061
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.0011(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3076
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0490P)²+0.2755P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2865
_reflns_number_total             3076
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp05585j2.cif
_cod_data_source_block           exp_29
_cod_depositor_comments
;
Adding full bibliography for 7247986--7247988.cif.

2025-04-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C42 H18 F6 O12 S2'
_cod_original_formula_weight         892.68
_cod_original_formula_moiety         '2(C21 H9 F3 O6 S)'
_cod_original_formula_units_Z            1
_cod_database_code               7247988
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C42 H18 F6 O12 S2 '
_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.
;
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C2(H2), C15(H15), C5(H5), C10(H10), C4(H4), C18(H18), C17(H17),
 C16(H16)
;
_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 1.393
_oxdiff_exptl_absorpt_empirical_full_min 0.806
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.20913(6) 0.23045(3) 0.05312(3) 0.01824(13) Uani 1 1 d . . . . .
F2 F 0.54881(16) 0.14267(9) 0.12889(8) 0.0282(2) Uani 1 1 d . . . . .
F1 F 0.66208(16) 0.28547(9) 0.05119(9) 0.0342(3) Uani 1 1 d . . . . .
F3 F 0.52476(18) 0.12237(9) -0.04546(8) 0.0343(3) Uani 1 1 d . . . . .
O1 O 0.67858(17) 0.38811(9) 0.48079(8) 0.0186(2) Uani 1 1 d . . . . .
O3 O 0.23131(18) 0.32719(9) 0.15646(8) 0.0193(2) Uani 1 1 d . . . . .
O6 O 0.17848(19) 0.28478(10) -0.03548(9) 0.0254(3) Uani 1 1 d . . . . .
O4 O -0.29205(17) 0.13141(9) 0.41538(9) 0.0214(2) Uani 1 1 d . . . . .
O2 O 1.14500(18) 0.49529(10) 0.79702(9) 0.0237(3) Uani 1 1 d . . . . .
O5 O 0.06102(19) 0.13140(10) 0.06978(9) 0.0243(3) Uani 1 1 d . . . . .
C19 C -0.0581(3) 0.13951(13) 0.57304(12) 0.0177(3) Uani 1 1 d . . . . .
C6 C 0.5212(2) 0.32814(12) 0.64669(12) 0.0170(3) Uani 1 1 d . . . . .
C8 C 0.2985(2) 0.27472(12) 0.47581(12) 0.0165(3) Uani 1 1 d . . . . .
C7 C 0.3318(2) 0.26158(13) 0.58790(12) 0.0169(3) Uani 1 1 d . . . . .
C1 C 0.7051(3) 0.38730(12) 0.58957(12) 0.0170(3) Uani 1 1 d . . . . .
C9 C 0.0914(3) 0.22968(12) 0.41469(12) 0.0174(3) Uani 1 1 d . . . . .
C12 C 0.4560(3) 0.35240(13) 0.31976(12) 0.0182(3) Uani 1 1 d . . . . .
H12 H 0.579562 0.393652 0.286933 0.022 Uiso 1 1 calc R U . . .
C13 C 0.4746(2) 0.33801(12) 0.42625(12) 0.0170(3) Uani 1 1 d . . . . .
C2 C 0.9117(2) 0.43978(13) 0.63714(12) 0.0185(3) Uani 1 1 d . . . . .
H2 H 1.029181 0.472077 0.594492 0.022 Uiso 1 1 calc R U . . .
C11 C 0.2498(3) 0.30409(13) 0.26327(12) 0.0179(3) Uani 1 1 d . . . . .
C14 C 0.1590(2) 0.17918(12) 0.62961(12) 0.0170(3) Uani 1 1 d . . . . .
C20 C -0.1049(2) 0.16494(12) 0.46432(12) 0.0173(3) Uani 1 1 d . . . . .
C15 C 0.2041(3) 0.13303(13) 0.72132(12) 0.0197(3) Uani 1 1 d . . . . .
H15 H 0.354409 0.151906 0.756232 0.024 Uiso 1 1 calc R U . . .
C3 C 0.9567(3) 0.44756(13) 0.75203(13) 0.0189(3) Uani 1 1 d . . . . .
C5 C 0.5595(3) 0.34739(13) 0.76367(12) 0.0191(3) Uani 1 1 d . . . . .
H5 H 0.436844 0.320247 0.806732 0.023 Uiso 1 1 calc R U . . .
C10 C 0.0635(3) 0.24538(13) 0.30815(12) 0.0180(3) Uani 1 1 d . . . . .
H10 H -0.078646 0.216710 0.267773 0.022 Uiso 1 1 calc R U . . .
C4 C 0.7607(3) 0.40189(13) 0.81343(13) 0.0205(3) Uani 1 1 d . . . . .
H4 H 0.776995 0.411191 0.890127 0.025 Uiso 1 1 calc R U . . .
C18 C -0.2298(3) 0.06705(13) 0.61548(13) 0.0199(3) Uani 1 1 d . . . . .
H18 H -0.377148 0.043129 0.578413 0.024 Uiso 1 1 calc R U . . .
C17 C -0.1872(3) 0.02990(13) 0.71075(13) 0.0221(3) Uani 1 1 d . . . . .
H17 H -0.307307 -0.016052 0.741043 0.026 Uiso 1 1 calc R U . . .
C16 C 0.0325(3) 0.06017(13) 0.76201(13) 0.0220(3) Uani 1 1 d . . . . .
H16 H 0.065572 0.030983 0.825009 0.026 Uiso 1 1 calc R U . . .
C21 C 0.5078(3) 0.19349(14) 0.04706(13) 0.0226(3) Uani 1 1 d . . . . .
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -1 1 0.4493
0 7 -5 0.0768
-4 0 0 0.3926
0 -7 5 0.0694
4 -1 1 0.4493
0 7 1 0.0843
-4 1 -1 0.3838
0 -7 -1 0.0712
0 -4 -6 0.0339
0 4 6 0.0583
0 0 8 0.0320
0 0 -8 0.0132
0 0 -8 0.0188
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
O3 S1 C21 101.30(7) . . ?
O6 S1 O3 105.62(6) . . ?
O6 S1 O5 122.85(7) . . ?
O6 S1 C21 106.97(7) . . ?
O5 S1 O3 111.86(6) . . ?
O5 S1 C21 106.10(7) . . ?
C13 O1 C1 120.07(11) . . ?
C11 O3 S1 122.22(9) . . ?
C14 C19 C20 121.87(13) . . ?
C18 C19 C14 120.18(14) . . ?
C18 C19 C20 117.78(13) . . ?
C7 C6 C1 119.22(13) . . ?
C7 C6 C5 126.45(13) . . ?
C5 C6 C1 114.33(13) . . ?
C9 C8 C7 122.79(13) . . ?
C13 C8 C7 119.82(13) . . ?
C13 C8 C9 117.36(14) . . ?
C6 C7 C8 117.48(13) . . ?
C6 C7 C14 125.37(14) . . ?
C8 C7 C14 117.14(13) . . ?
O1 C1 C6 120.55(13) . . ?
C2 C1 O1 116.05(13) . . ?
C2 C1 C6 123.35(14) . . ?
C8 C9 C20 119.78(13) . . ?
C10 C9 C8 121.39(13) . . ?
C10 C9 C20 118.83(13) . . ?
C13 C12 H12 121.5 . . ?
C11 C12 H12 121.5 . . ?
C11 C12 C13 116.97(13) . . ?
O1 C13 C8 121.35(13) . . ?
O1 C13 C12 115.81(13) . . ?
C12 C13 C8 122.83(13) . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 120.98(13) . . ?
C3 C2 H2 119.5 . . ?
C12 C11 O3 115.24(13) . . ?
C12 C11 C10 123.61(14) . . ?
C10 C11 O3 120.92(13) . . ?
C19 C14 C7 119.60(13) . . ?
C15 C14 C19 117.64(13) . . ?
C15 C14 C7 122.68(13) . . ?
O4 C20 C19 122.16(13) . . ?
O4 C20 C9 120.97(14) . . ?
C19 C20 C9 116.81(12) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.18(14) . . ?
C16 C15 H15 119.4 . . ?
O2 C3 C2 121.88(13) . . ?
O2 C3 C4 121.94(14) . . ?
C2 C3 C4 116.07(13) . . ?
C6 C5 H5 118.6 . . ?
C4 C5 C6 122.76(14) . . ?
C4 C5 H5 118.6 . . ?
C9 C10 H10 121.1 . . ?
C11 C10 C9 117.73(13) . . ?
C11 C10 H10 121.1 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.56(14) . . ?
C5 C4 H4 119.2 . . ?
C19 C18 H18 119.6 . . ?
C17 C18 C19 120.71(14) . . ?
C17 C18 H18 119.6 . . ?
C18 C17 H17 120.2 . . ?
C18 C17 C16 119.61(14) . . ?
C16 C17 H17 120.2 . . ?
C15 C16 C17 120.21(14) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
F2 C21 S1 110.08(10) . . ?
F2 C21 F3 109.01(13) . . ?
F1 C21 S1 110.42(11) . . ?
F1 C21 F2 109.50(13) . . ?
F1 C21 F3 109.62(13) . . ?
F3 C21 S1 108.18(11) . . ?
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 O3 1.5693(11) . ?
S1 O6 1.4103(12) . ?
S1 O5 1.4156(11) . ?
S1 C21 1.8424(16) . ?
F2 C21 1.3233(19) . ?
F1 C21 1.3134(19) . ?
F3 C21 1.3245(19) . ?
O1 C1 1.3731(18) . ?
O1 C13 1.3646(18) . ?
O3 C11 1.4224(18) . ?
O4 C20 1.2201(18) . ?
O2 C3 1.2376(19) . ?
C19 C14 1.416(2) . ?
C19 C20 1.482(2) . ?
C19 C18 1.399(2) . ?
C6 C7 1.383(2) . ?
C6 C1 1.459(2) . ?
C6 C5 1.453(2) . ?
C8 C7 1.457(2) . ?
C8 C9 1.404(2) . ?
C8 C13 1.400(2) . ?
C7 C14 1.473(2) . ?
C1 C2 1.350(2) . ?
C9 C20 1.488(2) . ?
C9 C10 1.394(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(2) . ?
C12 C11 1.381(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.446(2) . ?
C11 C10 1.382(2) . ?
C14 C15 1.403(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.391(2) . ?
C3 C4 1.471(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.342(2) . ?
C10 H10 0.9500 . ?
C4 H4 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.382(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.391(2) . ?
C16 H16 0.9500 . ?
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
S1 O3 C11 C12 117.02(13) . . . . ?
S1 O3 C11 C10 -68.22(16) . . . . ?
O1 C1 C2 C3 177.98(13) . . . . ?
O3 S1 C21 F2 69.18(12) . . . . ?
O3 S1 C21 F1 -51.83(12) . . . . ?
O3 S1 C21 F3 -171.79(10) . . . . ?
O3 C11 C10 C9 -177.60(13) . . . . ?
O6 S1 O3 C11 175.99(10) . . . . ?
O6 S1 C21 F2 179.55(10) . . . . ?
O6 S1 C21 F1 58.53(13) . . . . ?
O6 S1 C21 F3 -61.43(13) . . . . ?
O2 C3 C4 C5 -178.08(15) . . . . ?
O5 S1 O3 C11 40.02(12) . . . . ?
O5 S1 C21 F2 -47.74(13) . . . . ?
O5 S1 C21 F1 -168.75(11) . . . . ?
O5 S1 C21 F3 71.28(12) . . . . ?
C19 C14 C15 C16 -6.7(2) . . . . ?
C19 C18 C17 C16 -3.3(2) . . . . ?
C6 C7 C14 C19 162.94(14) . . . . ?
C6 C7 C14 C15 -20.3(2) . . . . ?
C6 C1 C2 C3 -4.6(2) . . . . ?
C6 C5 C4 C3 0.9(2) . . . . ?
C8 C7 C14 C19 -16.4(2) . . . . ?
C8 C7 C14 C15 160.40(14) . . . . ?
C8 C9 C20 O4 175.16(14) . . . . ?
C8 C9 C20 C19 -7.3(2) . . . . ?
C8 C9 C10 C11 1.9(2) . . . . ?
C7 C6 C1 O1 7.6(2) . . . . ?
C7 C6 C1 C2 -169.70(14) . . . . ?
C7 C6 C5 C4 171.72(15) . . . . ?
C7 C8 C9 C20 -0.3(2) . . . . ?
C7 C8 C9 C10 178.90(13) . . . . ?
C7 C8 C13 O1 0.1(2) . . . . ?
C7 C8 C13 C12 178.97(14) . . . . ?
C7 C14 C15 C16 176.47(14) . . . . ?
C1 O1 C13 C8 -6.8(2) . . . . ?
C1 O1 C13 C12 174.17(12) . . . . ?
C1 C6 C7 C8 -13.9(2) . . . . ?
C1 C6 C7 C14 166.82(13) . . . . ?
C1 C6 C5 C4 -8.7(2) . . . . ?
C1 C2 C3 O2 179.97(14) . . . . ?
C1 C2 C3 C4 -3.7(2) . . . . ?
C9 C8 C7 C6 -167.20(13) . . . . ?
C9 C8 C7 C14 12.2(2) . . . . ?
C9 C8 C13 O1 177.81(13) . . . . ?
C9 C8 C13 C12 -3.3(2) . . . . ?
C12 C11 C10 C9 -3.3(2) . . . . ?
C13 O1 C1 C6 3.1(2) . . . . ?
C13 O1 C1 C2 -179.38(13) . . . . ?
C13 C8 C7 C6 10.4(2) . . . . ?
C13 C8 C7 C14 -170.21(13) . . . . ?
C13 C8 C9 C20 -177.98(13) . . . . ?
C13 C8 C9 C10 1.2(2) . . . . ?
C13 C12 C11 O3 175.98(12) . . . . ?
C13 C12 C11 C10 1.4(2) . . . . ?
C2 C3 C4 C5 5.6(2) . . . . ?
C11 C12 C13 O1 -178.99(12) . . . . ?
C11 C12 C13 C8 2.0(2) . . . . ?
C14 C19 C20 O4 -179.66(14) . . . . ?
C14 C19 C20 C9 2.9(2) . . . . ?
C14 C19 C18 C17 -2.4(2) . . . . ?
C14 C15 C16 C17 1.2(2) . . . . ?
C20 C19 C14 C7 9.1(2) . . . . ?
C20 C19 C14 C15 -167.82(13) . . . . ?
C20 C19 C18 C17 172.88(13) . . . . ?
C20 C9 C10 C11 -178.91(13) . . . . ?
C5 C6 C7 C8 165.71(14) . . . . ?
C5 C6 C7 C14 -13.6(2) . . . . ?
C5 C6 C1 O1 -172.06(13) . . . . ?
C5 C6 C1 C2 10.7(2) . . . . ?
C10 C9 C20 O4 -4.1(2) . . . . ?
C10 C9 C20 C19 173.46(13) . . . . ?
C18 C19 C14 C7 -175.82(13) . . . . ?
C18 C19 C14 C15 7.2(2) . . . . ?
C18 C19 C20 O4 5.2(2) . . . . ?
C18 C19 C20 C9 -172.32(13) . . . . ?
C18 C17 C16 C15 3.9(2) . . . . ?
C21 S1 O3 C11 -72.62(11) . . . . ?
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
3.7231 -1.2416 0.9791 0.0016 -0.0040 1.0000
0.0173 7.0822 -4.6021 0.2334 0.9707 -0.0577
-3.7205 0.2386 -0.3271 -0.0346 -0.1332 -0.9905
0.0024 -7.0863 4.6057 -0.2333 -0.9704 0.0629
3.7230 -1.1368 0.9693 -0.0020 0.0091 1.0000
-0.0522 7.3715 1.0911 -0.4766 0.8790 0.0133
-3.7245 1.2450 -0.9535 -0.0049 0.0038 -1.0000
0.0369 -7.3661 -1.0949 0.4766 -0.8790 -0.0174
0.0033 -3.8157 -6.2233 0.9375 -0.3328 -0.1016
-0.0564 3.8378 6.2179 -0.9388 0.3332 0.0875
-0.0644 -0.0253 8.0042 -0.9776 -0.1804 0.1080
-0.0286 0.0548 -8.0045 0.9747 0.1798 -0.1326
0.1298 0.0044 -8.0010 0.9793 0.1808 -0.0906
