# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_8-149_2
_database_code_depnum_ccdc_archive 'CCDC 2050633'
loop_
_audit_author_name
_audit_author_address
thiosulfate
;USTC
China
;
_audit_update_record             
;
2020-12-16 deposited with the CCDC.	2021-03-11 downloaded from the CCDC.
;
_audit_creation_date             2020-10-12
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 I O2 S2'
_chemical_formula_sum            'C21 H19 I O2 S2'
_chemical_formula_weight         494.38
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.1814(3)
_cell_length_b                   11.4924(4)
_cell_length_c                   21.1523(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1988.82(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10713
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      29.0480
_cell_measurement_theta_min      2.5960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.833
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21959
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.641
_diffrn_reflns_theta_min         1.926
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  30.00   1.00    2.01    --  -11.27 -99.00 -30.00   50
  2  ω    -36.00  63.00   1.00    2.01    --  -11.27  37.00-180.00   99
  3  ω    -12.00  86.00   1.00    2.01    --   11.90  37.00-120.00   98
  4  ω    -20.00  23.00   1.00    2.01    --   11.90 -99.00  60.00   43
  5  ω     -8.00  17.00   1.00    2.01    --   11.90-113.00  82.00   25
  6  ω    -63.00  32.00   1.00    2.01    --   11.90 -37.00-120.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0690740000
_diffrn_orient_matrix_UB_12      -0.0002801000
_diffrn_orient_matrix_UB_13      -0.0202414000
_diffrn_orient_matrix_UB_21      -0.0509825000
_diffrn_orient_matrix_UB_22      0.0134955000
_diffrn_orient_matrix_UB_23      0.0261216000
_diffrn_orient_matrix_UB_31      0.0112075000
_diffrn_orient_matrix_UB_32      0.0602442000
_diffrn_orient_matrix_UB_33      -0.0059169000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.714
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.861
_reflns_number_gt                4708
_reflns_number_total             5022
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details 
;
 Flack x determined using 1831 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.016(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         5022
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      1.049
_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)+(0.0231P)²+0.1079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0539
_refine_ls_wR_factor_ref         0.0562
_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:
 C3(H3), C4(H4), C11(H11), C12(H12), C13(H13), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C)
;
_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
I1 I 0.54258(3) 0.62517(2) 0.34023(2) 0.02057(8) Uani 1 1 d . . . . .
S1 S 0.46501(12) 0.56498(8) 0.51575(4) 0.01727(19) Uani 1 1 d . . . . .
S2 S 0.44862(14) 0.49958(8) 0.60695(4) 0.0202(2) Uani 1 1 d . . . . .
O1 O 0.5440(5) 0.3954(2) 0.61385(12) 0.0329(7) Uani 1 1 d . . . . .
O2 O 0.2752(4) 0.4970(3) 0.61729(13) 0.0337(8) Uani 1 1 d . . . . .
C1 C 0.6178(4) 0.4060(3) 0.41590(16) 0.0121(7) Uani 1 1 d . . . . .
C2 C 0.6056(4) 0.2873(3) 0.43196(16) 0.0133(7) Uani 1 1 d . . . . .
C3 C 0.4997(4) 0.2173(3) 0.39778(17) 0.0167(8) Uani 1 1 d . . . . .
H3 H 0.490966 0.138874 0.407986 0.020 Uiso 1 1 calc R U . . .
C4 C 0.4070(4) 0.2615(3) 0.34902(17) 0.0180(8) Uani 1 1 d . . . . .
H4 H 0.336515 0.212062 0.327418 0.022 Uiso 1 1 calc R U . . .
C5 C 0.4155(4) 0.3780(3) 0.33103(15) 0.0150(7) Uani 1 1 d . . . . .
C6 C 0.5219(5) 0.4478(3) 0.36576(16) 0.0133(7) Uani 1 1 d . . . . .
C7 C 0.7035(5) 0.2379(3) 0.48618(17) 0.0173(8) Uani 1 1 d . . . . .
H7A H 0.817974 0.244486 0.476944 0.026 Uiso 1 1 calc R U . . .
H7B H 0.675625 0.157473 0.491989 0.026 Uiso 1 1 calc R U . . .
H7C H 0.679015 0.280393 0.524098 0.026 Uiso 1 1 calc R U . . .
C8 C 0.3151(5) 0.4212(4) 0.27618(18) 0.0236(9) Uani 1 1 d . . . . .
H8A H 0.386425 0.444143 0.242358 0.035 Uiso 1 1 calc R U . . .
H8B H 0.250952 0.486797 0.289370 0.035 Uiso 1 1 calc R U . . .
H8C H 0.243983 0.360245 0.261840 0.035 Uiso 1 1 calc R U . . .
C9 C 0.7324(4) 0.4829(3) 0.45172(16) 0.0131(7) Uani 1 1 d . . . . .
C10 C 0.6787(4) 0.5574(3) 0.49964(17) 0.0124(7) Uani 1 1 d . . . . .
C11 C 0.7856(5) 0.6312(3) 0.53162(16) 0.0177(7) Uani 1 1 d . . . . .
H11 H 0.746593 0.682269 0.562220 0.021 Uiso 1 1 calc R U . . .
C12 C 0.9507(5) 0.6275(3) 0.51720(16) 0.0188(7) Uani 1 1 d . . . . .
H12 H 1.024153 0.674072 0.539240 0.023 Uiso 1 1 calc R U . . .
C13 C 1.0060(4) 0.5543(3) 0.46996(17) 0.0182(8) Uani 1 1 d . . . . .
H13 H 1.116918 0.553273 0.460364 0.022 Uiso 1 1 calc R U . . .
C14 C 0.9009(4) 0.4824(3) 0.43640(17) 0.0137(7) Uani 1 1 d . . . . .
C15 C 0.9662(5) 0.4073(3) 0.38406(16) 0.0193(8) Uani 1 1 d . . . . .
H15A H 0.925981 0.435252 0.344218 0.029 Uiso 1 1 calc R U . . .
H15B H 0.930866 0.328507 0.390323 0.029 Uiso 1 1 calc R U . . .
H15C H 1.083460 0.410235 0.384192 0.029 Uiso 1 1 calc R U . . .
C16 C 0.5341(4) 0.6064(3) 0.65722(15) 0.0163(7) Uani 1 1 d . . . . .
C17 C 0.4599(5) 0.7146(3) 0.66067(16) 0.0187(7) Uani 1 1 d . . . . .
H17 H 0.372197 0.733060 0.634536 0.022 Uiso 1 1 calc R U . . .
C18 C 0.5191(6) 0.7947(3) 0.70391(18) 0.0253(9) Uani 1 1 d . . . . .
H18 H 0.470360 0.867524 0.707082 0.030 Uiso 1 1 calc R U . . .
C19 C 0.6496(6) 0.7674(4) 0.74222(18) 0.0291(10) Uani 1 1 d . . . . .
H19 H 0.687305 0.821017 0.771738 0.035 Uiso 1 1 calc R U . . .
C20 C 0.7242(6) 0.6605(4) 0.73674(19) 0.0304(11) Uani 1 1 d . . . . .
H20 H 0.814411 0.643460 0.761839 0.036 Uiso 1 1 calc R U . . .
C21 C 0.6675(5) 0.5784(4) 0.69477(19) 0.0246(9) Uani 1 1 d . . . . .
H21 H 0.717418 0.505903 0.691636 0.029 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
I1 C6 2.116(3) . ?
S1 S2 2.0748(13) . ?
S1 C10 1.783(4) . ?
S2 O1 1.436(3) . ?
S2 O2 1.436(3) . ?
S2 C16 1.768(4) . ?
C1 C2 1.410(5) . ?
C1 C6 1.404(5) . ?
C1 C9 1.495(5) . ?
C2 C3 1.386(5) . ?
C2 C7 1.509(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(5) . ?
C5 C6 1.393(5) . ?
C5 C8 1.506(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.397(5) . ?
C9 C14 1.416(5) . ?
C10 C11 1.394(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(5) . ?
C14 C15 1.501(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.386(5) . ?
C16 C21 1.388(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.377(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.376(6) . ?
C21 H21 0.9300 . ?

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
C10 S1 S2 102.90(12) . . ?
O1 S2 S1 111.17(12) . . ?
O1 S2 C16 107.61(18) . . ?
O2 S2 S1 102.29(14) . . ?
O2 S2 O1 120.3(2) . . ?
O2 S2 C16 108.27(17) . . ?
C16 S2 S1 106.39(11) . . ?
C2 C1 C9 119.7(3) . . ?
C6 C1 C2 118.3(3) . . ?
C6 C1 C9 122.1(3) . . ?
C1 C2 C7 120.6(3) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 C7 120.7(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.1(3) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C6 116.1(3) . . ?
C4 C5 C8 120.0(3) . . ?
C6 C5 C8 123.9(3) . . ?
C1 C6 I1 118.5(3) . . ?
C5 C6 I1 118.0(3) . . ?
C5 C6 C1 123.4(3) . . ?
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 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C1 122.2(3) . . ?
C10 C9 C14 118.4(3) . . ?
C14 C9 C1 119.5(3) . . ?
C9 C10 S1 118.5(3) . . ?
C11 C10 S1 119.5(3) . . ?
C11 C10 C9 121.8(3) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.1(4) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.0 . . ?
C12 C13 C14 122.0(3) . . ?
C14 C13 H13 119.0 . . ?
C9 C14 C15 121.2(3) . . ?
C13 C14 C9 118.9(3) . . ?
C13 C14 C15 119.9(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 S2 118.8(3) . . ?
C17 C16 C21 121.5(4) . . ?
C21 C16 S2 119.6(3) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.5(4) . . ?
C18 C17 H17 120.7 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(4) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.8(4) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.1(4) . . ?
C21 C20 H20 119.4 . . ?
C16 C21 H21 120.8 . . ?
C20 C21 C16 118.4(4) . . ?
C20 C21 H21 120.8 . . ?

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 S2 C16 C17 62.8(3) . . . . ?
S1 S2 C16 C21 -120.7(3) . . . . ?
S1 C10 C11 C12 -177.8(3) . . . . ?
S2 S1 C10 C9 115.3(3) . . . . ?
S2 S1 C10 C11 -69.3(3) . . . . ?
S2 C16 C17 C18 174.8(3) . . . . ?
S2 C16 C21 C20 -175.4(3) . . . . ?
O1 S2 C16 C17 -177.9(3) . . . . ?
O1 S2 C16 C21 -1.5(3) . . . . ?
O2 S2 C16 C17 -46.5(3) . . . . ?
O2 S2 C16 C21 130.0(3) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C1 C9 C10 S1 -2.9(5) . . . . ?
C1 C9 C10 C11 -178.2(3) . . . . ?
C1 C9 C14 C13 179.9(3) . . . . ?
C1 C9 C14 C15 1.0(5) . . . . ?
C2 C1 C6 I1 -178.9(2) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C2 C1 C9 C10 -100.3(4) . . . . ?
C2 C1 C9 C14 80.6(4) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C3 C4 C5 C8 178.3(3) . . . . ?
C4 C5 C6 I1 179.3(2) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C6 C1 C2 C3 -0.1(5) . . . . ?
C6 C1 C2 C7 -178.9(3) . . . . ?
C6 C1 C9 C10 80.4(5) . . . . ?
C6 C1 C9 C14 -98.7(4) . . . . ?
C7 C2 C3 C4 178.6(3) . . . . ?
C8 C5 C6 I1 0.4(5) . . . . ?
C8 C5 C6 C1 -178.4(3) . . . . ?
C9 C1 C2 C3 -179.5(3) . . . . ?
C9 C1 C2 C7 1.8(5) . . . . ?
C9 C1 C6 I1 0.4(5) . . . . ?
C9 C1 C6 C5 179.2(3) . . . . ?
C9 C10 C11 C12 -2.5(6) . . . . ?
C10 C9 C14 C13 0.8(5) . . . . ?
C10 C9 C14 C15 -178.1(3) . . . . ?
C10 C11 C12 C13 2.4(6) . . . . ?
C11 C12 C13 C14 -0.8(5) . . . . ?
C12 C13 C14 C9 -0.9(5) . . . . ?
C12 C13 C14 C15 178.0(3) . . . . ?
C14 C9 C10 S1 176.2(3) . . . . ?
C14 C9 C10 C11 0.9(5) . . . . ?
C16 C17 C18 C19 0.4(6) . . . . ?
C17 C16 C21 C20 1.0(6) . . . . ?
C17 C18 C19 C20 1.3(6) . . . . ?
C18 C19 C20 C21 -2.0(6) . . . . ?
C19 C20 C21 C16 0.9(6) . . . . ?
C21 C16 C17 C18 -1.6(5) . . . . ?

_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 2.743
_oxdiff_exptl_absorpt_empirical_full_min 0.519
####################################################################### 
# 
# 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_9-55-2
_database_code_depnum_ccdc_archive 'CCDC 2050636'
loop_
_audit_author_name
_audit_author_address
'phosphine oxide'
;USTC
China
;
_audit_update_record             
;
2020-12-16 deposited with the CCDC.	2021-03-11 downloaded from the CCDC.
;
_audit_creation_date             2020-11-09
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H26 F3 O4 P S2'
_chemical_formula_sum            'C33 H26 F3 O4 P S2'
_chemical_formula_weight         638.63
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
P P 0.2955 0.4335 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.1979(2)
_cell_length_b                   13.5767(2)
_cell_length_c                   24.3814(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3044.68(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7024
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.3100
_cell_measurement_theta_min      3.6100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.564
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17344
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10913
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.642
_diffrn_reflns_theta_min         3.626
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00  21.00   1.00    1.00    --  -40.73  57.00-150.00   89
  2  ω     24.00  73.00   1.00    1.00    --   40.73-125.00  90.00   49
  3  ω     35.00 114.00   1.00    1.00    --   40.73  57.00-150.00   79
  4  ω     31.00  92.00   1.00    1.00    --  106.95 -94.00 -60.00   61
  5  ω    105.00 175.00   1.00    1.00    --  106.95  45.00  60.00   70
  6  ω     85.00 178.00   1.00    1.00    --  106.95  30.00 150.00   93
  7  ω     72.00 100.00   1.00    1.00    --  106.95 -94.00  90.00   28
  8  ω     31.00 133.00   1.00    1.00    --  106.95 -30.00 -30.00  102
  9  ω     35.00  66.00   1.00    1.00    --  106.95-125.00 -60.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0483704000
_diffrn_orient_matrix_UB_12      -0.0604851000
_diffrn_orient_matrix_UB_13      -0.0502786000
_diffrn_orient_matrix_UB_21      -0.1120988000
_diffrn_orient_matrix_UB_22      0.0801324000
_diffrn_orient_matrix_UB_23      -0.0145016000
_diffrn_orient_matrix_UB_31      0.1145553000
_diffrn_orient_matrix_UB_32      0.0529541000
_diffrn_orient_matrix_UB_33      -0.0354296000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.947
_reflns_number_gt                5612
_reflns_number_total             5938
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 2170 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.015(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         5938
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.024
_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)+(0.0561P)²+0.6425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1112
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C16(H16),
 C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28),
  C29(H29), C31(H31), C32(H32)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C33(H33A,H33B,H33C)
;
_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 0.07603(11) 0.34552(7) 0.63857(4) 0.0329(2) Uani 1 1 d . . . . .
S2 S 0.49579(10) 0.70575(6) 0.56799(4) 0.0243(2) Uani 1 1 d . . . . .
P1 P 0.28379(9) 0.47539(6) 0.74853(3) 0.02073(19) Uani 1 1 d . . . . .
F1 F -0.1439(4) 0.2852(3) 0.58590(15) 0.0845(12) Uani 1 1 d . . . . .
F2 F 0.0491(4) 0.2727(3) 0.53908(14) 0.0842(12) Uani 1 1 d . . . . .
F3 F -0.0491(5) 0.4115(3) 0.54884(16) 0.0928(14) Uani 1 1 d . . . . .
O1 O 0.2270(3) 0.37414(18) 0.73914(10) 0.0287(6) Uani 1 1 d . . . . .
O2 O 0.4317(3) 0.63227(17) 0.61344(10) 0.0259(5) Uani 1 1 d . . . . .
O3 O 0.6450(3) 0.7192(2) 0.58067(12) 0.0358(7) Uani 1 1 d . . . . .
O4 O 0.4552(3) 0.67019(19) 0.51494(10) 0.0327(6) Uani 1 1 d . . . . .
C1 C 0.2813(4) 0.5071(3) 0.82055(14) 0.0250(7) Uani 1 1 d . . . . .
C2 C 0.3471(5) 0.5900(3) 0.84331(17) 0.0355(9) Uani 1 1 d . . . . .
H2 H 0.390671 0.636518 0.820636 0.043 Uiso 1 1 calc R U . . .
C3 C 0.3478(6) 0.6034(3) 0.89960(18) 0.0447(11) Uani 1 1 d . . . . .
H3 H 0.391557 0.658979 0.914537 0.054 Uiso 1 1 calc R U . . .
C4 C 0.2835(6) 0.5343(4) 0.93392(17) 0.0479(11) Uani 1 1 d . . . . .
H4 H 0.283514 0.543970 0.971680 0.057 Uiso 1 1 calc R U . . .
C5 C 0.2204(6) 0.4522(4) 0.91202(18) 0.0489(12) Uani 1 1 d . . . . .
H5 H 0.178137 0.405599 0.934974 0.059 Uiso 1 1 calc R U . . .
C6 C 0.2191(5) 0.4380(3) 0.85549(17) 0.0374(9) Uani 1 1 d . . . . .
H6 H 0.176215 0.381739 0.840948 0.045 Uiso 1 1 calc R U . . .
C7 C 0.1835(4) 0.5692(2) 0.71196(14) 0.0193(7) Uani 1 1 d . . . . .
C8 C 0.1056(4) 0.6414(3) 0.74033(15) 0.0261(8) Uani 1 1 d . . . . .
H8 H 0.109136 0.643105 0.778444 0.031 Uiso 1 1 calc R U . . .
C9 C 0.0227(4) 0.7110(3) 0.71216(17) 0.0325(8) Uani 1 1 d . . . . .
H9 H -0.027027 0.759914 0.731134 0.039 Uiso 1 1 calc R U . . .
C10 C 0.0155(4) 0.7060(3) 0.65533(16) 0.0313(8) Uani 1 1 d . . . . .
H10 H -0.041133 0.751679 0.636576 0.038 Uiso 1 1 calc R U . . .
C11 C 0.0907(4) 0.6344(2) 0.62547(15) 0.0241(7) Uani 1 1 d . . . . .
C12 C 0.1776(4) 0.5665(2) 0.65385(14) 0.0203(7) Uani 1 1 d . . . . .
C13 C 0.0766(5) 0.6325(3) 0.56392(16) 0.0331(8) Uani 1 1 d . . . . .
H13A H 0.170608 0.622612 0.547766 0.050 Uiso 1 1 calc R U . . .
H13B H 0.037053 0.694043 0.551448 0.050 Uiso 1 1 calc R U . . .
H13C H 0.013019 0.579778 0.553328 0.050 Uiso 1 1 calc R U . . .
C14 C 0.2716(4) 0.4972(2) 0.62253(13) 0.0206(7) Uani 1 1 d . . . . .
C15 C 0.4022(4) 0.5331(2) 0.60161(13) 0.0217(7) Uani 1 1 d . . . . .
C16 C 0.5030(4) 0.4745(3) 0.57466(15) 0.0293(8) Uani 1 1 d . . . . .
H16 H 0.590852 0.500530 0.562543 0.035 Uiso 1 1 calc R U . . .
C17 C 0.4693(5) 0.3758(3) 0.56625(17) 0.0354(9) Uani 1 1 d . . . . .
H17 H 0.534327 0.335280 0.547678 0.043 Uiso 1 1 calc R U . . .
C18 C 0.3399(5) 0.3377(3) 0.58532(16) 0.0337(9) Uani 1 1 d . . . . .
H18 H 0.318694 0.271476 0.579737 0.040 Uiso 1 1 calc R U . . .
C19 C 0.2403(4) 0.3975(3) 0.61296(14) 0.0261(7) Uani 1 1 d . . . . .
C20 C -0.0185(5) 0.3296(3) 0.5748(2) 0.0470(11) Uani 1 1 d . . . . .
C21 C 0.4706(4) 0.4871(3) 0.72752(14) 0.0242(7) Uani 1 1 d . . . . .
C22 C 0.5400(4) 0.5782(3) 0.72462(16) 0.0304(8) Uani 1 1 d . . . . .
H22 H 0.487769 0.635472 0.731682 0.037 Uiso 1 1 calc R U . . .
C23 C 0.6869(5) 0.5843(4) 0.71124(19) 0.0430(11) Uani 1 1 d . . . . .
H23 H 0.733009 0.645263 0.709852 0.052 Uiso 1 1 calc R U . . .
C24 C 0.7634(5) 0.4997(4) 0.7001(2) 0.0503(12) Uani 1 1 d . . . . .
H24 H 0.861369 0.503556 0.690958 0.060 Uiso 1 1 calc R U . . .
C25 C 0.6957(5) 0.4085(4) 0.70239(19) 0.0478(12) Uani 1 1 d . . . . .
H25 H 0.748510 0.351799 0.694599 0.057 Uiso 1 1 calc R U . . .
C26 C 0.5489(4) 0.4012(3) 0.71628(16) 0.0327(8) Uani 1 1 d . . . . .
H26 H 0.503738 0.339995 0.718034 0.039 Uiso 1 1 calc R U . . .
C27 C 0.3961(4) 0.8107(3) 0.58503(15) 0.0247(7) Uani 1 1 d . . . . .
C28 C 0.2927(5) 0.8459(3) 0.54866(15) 0.0330(8) Uani 1 1 d . . . . .
H28 H 0.277942 0.815172 0.515010 0.040 Uiso 1 1 calc R U . . .
C29 C 0.2114(5) 0.9280(3) 0.56347(17) 0.0375(9) Uani 1 1 d . . . . .
H29 H 0.141632 0.952271 0.539376 0.045 Uiso 1 1 calc R U . . .
C30 C 0.2324(4) 0.9744(3) 0.61358(16) 0.0334(8) Uani 1 1 d . . . . .
C31 C 0.3365(5) 0.9376(3) 0.64868(17) 0.0358(9) Uani 1 1 d . . . . .
H31 H 0.352237 0.968632 0.682175 0.043 Uiso 1 1 calc R U . . .
C32 C 0.4179(4) 0.8558(3) 0.63522(15) 0.0303(8) Uani 1 1 d . . . . .
H32 H 0.486615 0.831257 0.659618 0.036 Uiso 1 1 calc R U . . .
C33 C 0.1449(6) 1.0637(3) 0.6295(2) 0.0517(13) Uani 1 1 d . . . . .
H33A H 0.087329 1.048797 0.661284 0.078 Uiso 1 1 calc R U . . .
H33B H 0.082108 1.081862 0.599710 0.078 Uiso 1 1 calc R U . . .
H33C H 0.209369 1.117322 0.637650 0.078 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
S1 C19 1.780(4) . ?
S1 C20 1.795(5) . ?
S2 O2 1.603(2) . ?
S2 O3 1.418(3) . ?
S2 O4 1.430(3) . ?
S2 C27 1.744(4) . ?
P1 O1 1.488(3) . ?
P1 C1 1.808(4) . ?
P1 C7 1.807(3) . ?
P1 C21 1.800(4) . ?
F1 C20 1.330(6) . ?
F2 C20 1.320(6) . ?
F3 C20 1.310(6) . ?
O2 C15 1.403(4) . ?
C1 C2 1.393(5) . ?
C1 C6 1.391(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.366(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.398(5) . ?
C7 C12 1.418(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.395(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.389(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.397(5) . ?
C11 C12 1.403(5) . ?
C11 C13 1.506(5) . ?
C12 C14 1.489(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.393(5) . ?
C14 C19 1.404(5) . ?
C15 C16 1.388(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.378(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.397(5) . ?
C21 C22 1.394(5) . ?
C21 C26 1.398(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.375(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.396(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.385(5) . ?
C27 C32 1.383(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.390(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.388(5) . ?
C30 C31 1.378(6) . ?
C30 C33 1.506(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.379(5) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 S1 C20 98.9(2) . . ?
O2 S2 C27 98.63(15) . . ?
O3 S2 O2 106.57(16) . . ?
O3 S2 O4 119.54(18) . . ?
O3 S2 C27 110.62(17) . . ?
O4 S2 O2 108.60(15) . . ?
O4 S2 C27 110.71(17) . . ?
O1 P1 C1 111.41(16) . . ?
O1 P1 C7 113.32(15) . . ?
O1 P1 C21 111.90(16) . . ?
C7 P1 C1 107.75(16) . . ?
C21 P1 C1 105.50(16) . . ?
C21 P1 C7 106.52(16) . . ?
C15 O2 S2 121.7(2) . . ?
C2 C1 P1 125.0(3) . . ?
C6 C1 P1 116.1(3) . . ?
C6 C1 C2 118.7(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(4) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 120.6(4) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 P1 120.8(3) . . ?
C8 C7 C12 119.5(3) . . ?
C12 C7 P1 119.6(3) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.8(3) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 120.5 . . ?
C10 C9 C8 119.0(3) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 119.0 . . ?
C9 C10 C11 122.0(3) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 C12 118.8(3) . . ?
C10 C11 C13 119.2(3) . . ?
C12 C11 C13 121.9(3) . . ?
C7 C12 C14 120.4(3) . . ?
C11 C12 C7 119.9(3) . . ?
C11 C12 C14 119.6(3) . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C12 117.9(3) . . ?
C15 C14 C19 117.0(3) . . ?
C19 C14 C12 125.1(3) . . ?
C14 C15 O2 115.3(3) . . ?
C16 C15 O2 121.2(3) . . ?
C16 C15 C14 123.3(3) . . ?
C15 C16 H16 120.9 . . ?
C15 C16 C17 118.3(4) . . ?
C17 C16 H16 120.9 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.3(4) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 S1 119.9(3) . . ?
C18 C19 S1 119.7(3) . . ?
C18 C19 C14 120.4(3) . . ?
F1 C20 S1 107.4(4) . . ?
F2 C20 S1 114.5(4) . . ?
F2 C20 F1 106.1(4) . . ?
F3 C20 S1 114.9(3) . . ?
F3 C20 F1 107.3(5) . . ?
F3 C20 F2 106.2(5) . . ?
C22 C21 P1 122.0(3) . . ?
C22 C21 C26 119.7(3) . . ?
C26 C21 P1 118.3(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(4) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.5(5) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(4) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.5(4) . . ?
C26 C25 H25 119.7 . . ?
C21 C26 H26 120.4 . . ?
C25 C26 C21 119.1(4) . . ?
C25 C26 H26 120.4 . . ?
C28 C27 S2 119.4(3) . . ?
C32 C27 S2 119.8(3) . . ?
C32 C27 C28 120.9(3) . . ?
C27 C28 H28 120.7 . . ?
C27 C28 C29 118.7(4) . . ?
C29 C28 H28 120.7 . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.2(4) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 C33 121.2(4) . . ?
C31 C30 C29 118.6(4) . . ?
C31 C30 C33 120.2(4) . . ?
C30 C31 H31 119.3 . . ?
C30 C31 C32 121.4(4) . . ?
C32 C31 H31 119.3 . . ?
C27 C32 H32 120.4 . . ?
C31 C32 C27 119.3(4) . . ?
C31 C32 H32 120.4 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
S2 O2 C15 C14 -137.1(3) . . . . ?
S2 O2 C15 C16 47.8(4) . . . . ?
S2 C27 C28 C29 178.3(3) . . . . ?
S2 C27 C32 C31 -178.8(3) . . . . ?
P1 C1 C2 C3 -175.2(4) . . . . ?
P1 C1 C6 C5 175.7(4) . . . . ?
P1 C7 C8 C9 -176.9(3) . . . . ?
P1 C7 C12 C11 175.0(3) . . . . ?
P1 C7 C12 C14 -9.8(5) . . . . ?
P1 C21 C22 C23 176.3(3) . . . . ?
P1 C21 C26 C25 -177.1(3) . . . . ?
O1 P1 C1 C2 169.8(3) . . . . ?
O1 P1 C1 C6 -4.4(4) . . . . ?
O1 P1 C7 C8 115.7(3) . . . . ?
O1 P1 C7 C12 -61.0(3) . . . . ?
O1 P1 C21 C22 170.1(3) . . . . ?
O1 P1 C21 C26 -12.8(3) . . . . ?
O2 S2 C27 C28 -112.6(3) . . . . ?
O2 S2 C27 C32 65.4(3) . . . . ?
O2 C15 C16 C17 177.4(3) . . . . ?
O3 S2 O2 C15 -104.6(3) . . . . ?
O3 S2 C27 C28 136.0(3) . . . . ?
O3 S2 C27 C32 -46.0(4) . . . . ?
O4 S2 O2 C15 25.4(3) . . . . ?
O4 S2 C27 C28 1.1(4) . . . . ?
O4 S2 C27 C32 179.2(3) . . . . ?
C1 P1 C7 C8 -8.1(3) . . . . ?
C1 P1 C7 C12 175.2(3) . . . . ?
C1 P1 C21 C22 -68.6(3) . . . . ?
C1 P1 C21 C26 108.5(3) . . . . ?
C1 C2 C3 C4 0.2(7) . . . . ?
C2 C1 C6 C5 1.1(7) . . . . ?
C2 C3 C4 C5 0.6(8) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C4 C5 C6 C1 -0.2(8) . . . . ?
C6 C1 C2 C3 -1.0(6) . . . . ?
C7 P1 C1 C2 -65.3(4) . . . . ?
C7 P1 C1 C6 120.5(3) . . . . ?
C7 P1 C21 C22 45.7(3) . . . . ?
C7 P1 C21 C26 -137.2(3) . . . . ?
C7 C8 C9 C10 1.6(6) . . . . ?
C7 C12 C14 C15 -96.5(4) . . . . ?
C7 C12 C14 C19 82.5(5) . . . . ?
C8 C7 C12 C11 -1.7(5) . . . . ?
C8 C7 C12 C14 173.5(3) . . . . ?
C8 C9 C10 C11 -1.1(6) . . . . ?
C9 C10 C11 C12 -0.9(6) . . . . ?
C9 C10 C11 C13 179.3(4) . . . . ?
C10 C11 C12 C7 2.2(5) . . . . ?
C10 C11 C12 C14 -173.0(3) . . . . ?
C11 C12 C14 C15 78.7(4) . . . . ?
C11 C12 C14 C19 -102.3(4) . . . . ?
C12 C7 C8 C9 -0.2(5) . . . . ?
C12 C14 C15 O2 0.9(4) . . . . ?
C12 C14 C15 C16 176.0(3) . . . . ?
C12 C14 C19 S1 0.7(5) . . . . ?
C12 C14 C19 C18 -176.8(3) . . . . ?
C13 C11 C12 C7 -177.9(3) . . . . ?
C13 C11 C12 C14 6.9(5) . . . . ?
C14 C15 C16 C17 2.6(5) . . . . ?
C15 C14 C19 S1 179.7(2) . . . . ?
C15 C14 C19 C18 2.3(5) . . . . ?
C15 C16 C17 C18 -1.2(6) . . . . ?
C16 C17 C18 C19 0.5(6) . . . . ?
C17 C18 C19 S1 -178.5(3) . . . . ?
C17 C18 C19 C14 -1.0(6) . . . . ?
C19 S1 C20 F1 176.5(4) . . . . ?
C19 S1 C20 F2 59.0(4) . . . . ?
C19 S1 C20 F3 -64.3(4) . . . . ?
C19 C14 C15 O2 -178.2(3) . . . . ?
C19 C14 C15 C16 -3.1(5) . . . . ?
C20 S1 C19 C14 109.3(3) . . . . ?
C20 S1 C19 C18 -73.3(4) . . . . ?
C21 P1 C1 C2 48.2(4) . . . . ?
C21 P1 C1 C6 -126.1(3) . . . . ?
C21 P1 C7 C8 -120.9(3) . . . . ?
C21 P1 C7 C12 62.4(3) . . . . ?
C21 C22 C23 C24 0.9(7) . . . . ?
C22 C21 C26 C25 0.1(6) . . . . ?
C22 C23 C24 C25 -0.4(7) . . . . ?
C23 C24 C25 C26 -0.3(7) . . . . ?
C24 C25 C26 C21 0.4(7) . . . . ?
C26 C21 C22 C23 -0.7(6) . . . . ?
C27 S2 O2 C15 140.8(3) . . . . ?
C27 C28 C29 C30 0.0(6) . . . . ?
C28 C27 C32 C31 -0.8(6) . . . . ?
C28 C29 C30 C31 0.2(7) . . . . ?
C28 C29 C30 C33 179.7(4) . . . . ?
C29 C30 C31 C32 -0.7(7) . . . . ?
C30 C31 C32 C27 1.0(6) . . . . ?
C32 C27 C28 C29 0.3(6) . . . . ?
C33 C30 C31 C32 179.8(4) . . . . ?

_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 4.204
_oxdiff_exptl_absorpt_empirical_full_min 0.446
####################################################################### 
# 
# 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_6-42
_database_code_depnum_ccdc_archive 'CCDC 2050635'
loop_
_audit_author_name
_audit_author_address
'phosphine oxide'
;USTC
China
;
_audit_update_record             
;
2020-12-16 deposited with the CCDC.	2021-03-11 downloaded from the CCDC.
;
_audit_creation_date             2020-10-12
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 F3 O P S'
_chemical_formula_sum            'C27 H22 F3 O P S'
_chemical_formula_weight         482.47
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   8.3423(8)
_cell_length_b                   9.5634(7)
_cell_length_c                   15.2295(15)
_cell_angle_alpha                89.937(7)
_cell_angle_beta                 79.651(8)
_cell_angle_gamma                77.950(7)
_cell_volume                     1168.08(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6203
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.9450
_cell_measurement_theta_min      2.5880
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0905
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.869
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15423
_diffrn_reflns_point_group_measured_fraction_full 0.913
_diffrn_reflns_point_group_measured_fraction_max 0.750
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.448
_diffrn_reflns_theta_min         2.179
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -36.00  56.00   1.00    1.00    --  -11.27  57.00  90.00   92
  2  ω     76.00 101.00   1.00    1.00    --   11.90 178.00 -60.00   25
  3  ω    -84.00  15.00   1.00    1.00    --  -11.27 -57.00 -60.00   99
  4  ω    -78.00  17.00   1.00    1.00    --  -11.27 -77.00-180.00   95
  5  ω     76.00 101.00   1.00    2.00    --   11.90 178.00 -60.00   25
  6  ω    -12.00  74.00   1.00    2.00    --   11.90  37.00 120.00   86
  7  ω     35.00 101.00   1.00    2.00    --   11.90 178.00  60.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0654525000
_diffrn_orient_matrix_UB_12      0.0143051000
_diffrn_orient_matrix_UB_13      0.0377176000
_diffrn_orient_matrix_UB_21      -0.0591922000
_diffrn_orient_matrix_UB_22      0.0154256000
_diffrn_orient_matrix_UB_23      -0.0286671000
_diffrn_orient_matrix_UB_31      -0.0058452000
_diffrn_orient_matrix_UB_32      -0.0729197000
_diffrn_orient_matrix_UB_33      -0.0005312000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.727
_reflns_Friedel_fraction_full    0.826
_reflns_Friedel_fraction_max     0.631
_reflns_number_gt                8043
_reflns_number_total             9720
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.787
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 
;
 Flack x determined using 2530 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     599
_refine_ls_number_reflns         9720
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0659
_refine_ls_restrained_S_all      1.042
_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)+(0.0773P)²+0.3707P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.1677
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C15(H15),
 C16(H16), C17(H17), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C30(H30),
  C31(H31), C32(H32), C38(H38), C39(H39), C40(H40), C44(H44), C45(H45),
 C46(H46), C47(H47), C48(H48), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C27(H27A,H27B,H27C), C34(H34A,H34B,H34C), C42(H42A,H42B,
 H42C)
;
_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 0.24332(19) 0.98113(15) 0.66082(11) 0.0295(3) Uani 1 1 d . . . . .
P1 P -0.06579(16) 0.78181(15) 0.83908(10) 0.0220(3) Uani 1 1 d . . . . .
F1 F 0.5332(6) 0.9157(5) 0.5532(5) 0.088(2) Uani 1 1 d . . . . .
F2 F 0.3491(9) 1.0536(9) 0.4970(4) 0.100(2) Uani 1 1 d . . . . .
F3 F 0.4520(6) 1.1323(4) 0.5990(3) 0.0557(12) Uani 1 1 d . . . . .
O1 O -0.1180(5) 0.6812(5) 0.7818(3) 0.0348(11) Uani 1 1 d . . . . .
C1 C -0.1747(7) 0.7853(6) 0.9535(4) 0.0207(11) Uani 1 1 d . . . . .
C2 C -0.1634(8) 0.6552(6) 0.9964(4) 0.0282(13) Uani 1 1 d . . . . .
H2 H -0.098661 0.572005 0.966535 0.034 Uiso 1 1 calc R U . . .
C3 C -0.2483(8) 0.6492(6) 1.0832(4) 0.0307(14) Uani 1 1 d . . . . .
H3 H -0.238458 0.562359 1.111456 0.037 Uiso 1 1 calc R U . . .
C4 C -0.3475(8) 0.7724(6) 1.1279(4) 0.0275(13) Uani 1 1 d . . . . .
H4 H -0.403292 0.768072 1.186169 0.033 Uiso 1 1 calc R U . . .
C5 C -0.3635(7) 0.9014(6) 1.0859(4) 0.0278(13) Uani 1 1 d . . . . .
H5 H -0.432515 0.983522 1.114969 0.033 Uiso 1 1 calc R U . . .
C6 C -0.2747(7) 0.9074(6) 0.9989(4) 0.0242(12) Uani 1 1 d . . . . .
H6 H -0.283115 0.994702 0.971284 0.029 Uiso 1 1 calc R U . . .
C7 C 0.1558(7) 0.7372(5) 0.8424(4) 0.0189(11) Uani 1 1 d . . . . .
C8 C 0.2104(7) 0.7359(6) 0.9239(4) 0.0218(12) Uani 1 1 d . . . . .
H8 H 0.132747 0.760737 0.976390 0.026 Uiso 1 1 calc R U . . .
C9 C 0.3783(7) 0.6982(6) 0.9277(4) 0.0219(12) Uani 1 1 d . . . . .
H9 H 0.413237 0.697661 0.982406 0.026 Uiso 1 1 calc R U . . .
C10 C 0.4939(7) 0.6615(6) 0.8497(4) 0.0202(11) Uani 1 1 d . . . . .
H10 H 0.606652 0.636106 0.852561 0.024 Uiso 1 1 calc R U . . .
C11 C 0.4448(7) 0.6616(6) 0.7671(4) 0.0204(11) Uani 1 1 d . . . . .
C12 C 0.2743(7) 0.7007(5) 0.7629(4) 0.0180(11) Uani 1 1 d . . . . .
C13 C 0.2259(6) 0.6976(6) 0.6722(4) 0.0184(11) Uani 1 1 d . . . . .
C14 C 0.1986(7) 0.5695(7) 0.6403(4) 0.0259(12) Uani 1 1 d . . . . .
C15 C 0.1585(8) 0.5631(7) 0.5557(4) 0.0355(15) Uani 1 1 d . . . . .
H15 H 0.144699 0.477044 0.532957 0.043 Uiso 1 1 calc R U . . .
C16 C 0.1390(9) 0.6840(8) 0.5051(5) 0.0401(16) Uani 1 1 d . . . . .
H16 H 0.107885 0.679263 0.449709 0.048 Uiso 1 1 calc R U . . .
C17 C 0.1651(7) 0.8101(7) 0.5358(4) 0.0310(14) Uani 1 1 d . . . . .
H17 H 0.152661 0.890892 0.501510 0.037 Uiso 1 1 calc R U . . .
C18 C 0.2109(7) 0.8160(6) 0.6197(4) 0.0221(11) Uani 1 1 d . . . . .
C19 C 0.2111(9) 0.4380(7) 0.6957(5) 0.0362(15) Uani 1 1 d . . . . .
H19A H 0.315410 0.419658 0.716458 0.054 Uiso 1 1 calc R U . . .
H19B H 0.205014 0.357343 0.659994 0.054 Uiso 1 1 calc R U . . .
H19C H 0.120965 0.453452 0.746054 0.054 Uiso 1 1 calc R U . . .
C20 C 0.4022(8) 1.0184(7) 0.5727(5) 0.0377(15) Uani 1 1 d . . . . .
C21 C -0.1071(7) 0.9629(7) 0.8047(4) 0.0269(13) Uani 1 1 d . . . . .
C22 C -0.2015(8) 1.0015(9) 0.7384(5) 0.0382(16) Uani 1 1 d . . . . .
H22 H -0.241478 0.932862 0.710573 0.046 Uiso 1 1 calc R U . . .
C23 C -0.2357(9) 1.1443(11) 0.7141(6) 0.057(3) Uani 1 1 d . . . . .
H23 H -0.300847 1.170067 0.670753 0.069 Uiso 1 1 calc R U . . .
C24 C -0.1756(10) 1.2468(10) 0.7525(5) 0.050(2) Uani 1 1 d . . . . .
H24 H -0.197557 1.340814 0.734615 0.060 Uiso 1 1 calc R U . . .
C25 C -0.0814(9) 1.2091(8) 0.8185(5) 0.0399(17) Uani 1 1 d . . . . .
H25 H -0.040858 1.278074 0.845663 0.048 Uiso 1 1 calc R U . . .
C26 C -0.0479(7) 1.0692(7) 0.8438(4) 0.0268(13) Uani 1 1 d . . . . .
H26 H 0.015608 1.044956 0.888073 0.032 Uiso 1 1 calc R U . . .
C27 C 0.5756(7) 0.6194(7) 0.6840(4) 0.0275(13) Uani 1 1 d . . . . .
H27A H 0.567267 0.528581 0.660545 0.041 Uiso 1 1 calc R U . . .
H27B H 0.684278 0.612240 0.698531 0.041 Uiso 1 1 calc R U . . .
H27C H 0.558470 0.690437 0.640142 0.041 Uiso 1 1 calc R U . . .
S2 S 0.8589(2) 0.50176(16) 0.32579(11) 0.0364(4) Uani 1 1 d . . . . .
P2 P 1.07521(15) 0.20582(14) 0.15545(9) 0.0194(3) Uani 1 1 d . . . . .
F4 F 0.5957(7) 0.5312(5) 0.4596(3) 0.0652(14) Uani 1 1 d . . . . .
F5 F 0.7543(7) 0.6738(8) 0.4647(5) 0.112(3) Uani 1 1 d . . . . .
F6 F 0.5922(7) 0.7012(7) 0.3736(4) 0.091(2) Uani 1 1 d . . . . .
O2 O 1.1220(5) 0.3141(5) 0.2110(3) 0.0294(10) Uani 1 1 d . . . . .
C28 C 0.7945(7) 0.2310(6) 0.3209(4) 0.0183(11) Uani 1 1 d . . . . .
C29 C 0.7845(7) 0.0983(6) 0.3561(4) 0.0235(11) Uani 1 1 d . . . . .
C30 C 0.8437(7) 0.0645(6) 0.4355(4) 0.0292(13) Uani 1 1 d . . . . .
H30 H 0.836861 -0.023640 0.460101 0.035 Uiso 1 1 calc R U . . .
C31 C 0.9114(8) 0.1575(8) 0.4780(4) 0.0380(16) Uani 1 1 d . . . . .
H31 H 0.953472 0.131224 0.529575 0.046 Uiso 1 1 calc R U . . .
C32 C 0.9171(8) 0.2915(7) 0.4436(4) 0.0316(14) Uani 1 1 d . . . . .
H32 H 0.961769 0.355814 0.472464 0.038 Uiso 1 1 calc R U . . .
C33 C 0.8557(7) 0.3287(6) 0.3663(4) 0.0224(11) Uani 1 1 d . . . . .
C34 C 0.7100(9) -0.0073(7) 0.3131(5) 0.0378(16) Uani 1 1 d . . . . .
H34A H 0.596430 -0.000092 0.342331 0.057 Uiso 1 1 calc R U . . .
H34B H 0.772581 -0.102378 0.318297 0.057 Uiso 1 1 calc R U . . .
H34C H 0.713214 0.012837 0.251123 0.057 Uiso 1 1 calc R U . . .
C35 C 0.6956(9) 0.6032(7) 0.4100(5) 0.0384(16) Uani 1 1 d . . . . .
C36 C 0.7371(7) 0.2660(5) 0.2336(4) 0.0169(10) Uani 1 1 d . . . . .
C37 C 0.8527(6) 0.2449(5) 0.1530(4) 0.0177(11) Uani 1 1 d . . . . .
C38 C 0.7989(7) 0.2634(6) 0.0711(4) 0.0222(12) Uani 1 1 d . . . . .
H38 H 0.875643 0.247929 0.017773 0.027 Uiso 1 1 calc R U . . .
C39 C 0.6293(7) 0.3051(6) 0.0705(4) 0.0254(13) Uani 1 1 d . . . . .
H39 H 0.592133 0.316070 0.016349 0.031 Uiso 1 1 calc R U . . .
C40 C 0.5155(8) 0.3303(6) 0.1496(4) 0.0279(13) Uani 1 1 d . . . . .
H40 H 0.402701 0.360756 0.148006 0.034 Uiso 1 1 calc R U . . .
C41 C 0.5664(7) 0.3111(6) 0.2320(4) 0.0231(12) Uani 1 1 d . . . . .
C42 C 0.4373(8) 0.3393(8) 0.3165(4) 0.0322(14) Uani 1 1 d . . . . .
H42A H 0.452325 0.419907 0.349197 0.048 Uiso 1 1 calc R U . . .
H42B H 0.449490 0.256578 0.352439 0.048 Uiso 1 1 calc R U . . .
H42C H 0.327930 0.359411 0.301648 0.048 Uiso 1 1 calc R U . . .
C43 C 1.1862(6) 0.2010(6) 0.0411(4) 0.0201(11) Uani 1 1 d . . . . .
C44 C 1.2703(7) 0.0757(6) -0.0071(4) 0.0240(12) Uani 1 1 d . . . . .
H44 H 1.266806 -0.012523 0.018073 0.029 Uiso 1 1 calc R U . . .
C45 C 1.3599(8) 0.0819(6) -0.0933(4) 0.0277(13) Uani 1 1 d . . . . .
H45 H 1.414754 -0.002051 -0.125858 0.033 Uiso 1 1 calc R U . . .
C46 C 1.3667(8) 0.2133(7) -0.1301(4) 0.0298(14) Uani 1 1 d . . . . .
H46 H 1.425877 0.217051 -0.187626 0.036 Uiso 1 1 calc R U . . .
C47 C 1.2873(8) 0.3386(6) -0.0827(4) 0.0282(13) Uani 1 1 d . . . . .
H47 H 1.293818 0.426515 -0.107619 0.034 Uiso 1 1 calc R U . . .
C48 C 1.1966(7) 0.3324(6) 0.0034(4) 0.0243(12) Uani 1 1 d . . . . .
H48 H 1.142840 0.416667 0.035782 0.029 Uiso 1 1 calc R U . . .
C49 C 1.1234(7) 0.0263(7) 0.1941(4) 0.0238(12) Uani 1 1 d . . . . .
C50 C 1.0671(7) -0.0858(7) 0.1584(4) 0.0268(13) Uani 1 1 d . . . . .
H50 H 1.001723 -0.067973 0.114523 0.032 Uiso 1 1 calc R U . . .
C51 C 1.1088(9) -0.2225(7) 0.1882(5) 0.0390(16) Uani 1 1 d . . . . .
H51 H 1.070333 -0.296750 0.165342 0.047 Uiso 1 1 calc R U . . .
C52 C 1.2086(9) -0.2482(8) 0.2528(5) 0.047(2) Uani 1 1 d . . . . .
H52 H 1.239568 -0.340751 0.271888 0.056 Uiso 1 1 calc R U . . .
C53 C 1.2620(9) -0.1384(9) 0.2889(5) 0.0444(19) Uani 1 1 d . . . . .
H53 H 1.324954 -0.156670 0.333833 0.053 Uiso 1 1 calc R U . . .
C54 C 1.2232(8) -0.0010(8) 0.2589(4) 0.0325(15) Uani 1 1 d . . . . .
H54 H 1.263164 0.072320 0.281855 0.039 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
S1 C18 1.789(6) . ?
S1 C20 1.800(7) . ?
P1 O1 1.480(4) . ?
P1 C1 1.812(6) . ?
P1 C7 1.818(5) . ?
P1 C21 1.791(6) . ?
F1 C20 1.297(8) . ?
F2 C20 1.326(9) . ?
F3 C20 1.331(8) . ?
C1 C2 1.398(8) . ?
C1 C6 1.387(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.389(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.404(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.397(8) . ?
C7 C12 1.412(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.384(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.383(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.392(8) . ?
C11 C12 1.406(8) . ?
C11 C27 1.508(8) . ?
C12 C13 1.509(8) . ?
C13 C14 1.395(8) . ?
C13 C18 1.382(8) . ?
C14 C15 1.392(8) . ?
C14 C19 1.510(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(10) . ?
C16 H16 0.9300 . ?
C16 C17 1.367(10) . ?
C17 H17 0.9300 . ?
C17 C18 1.403(8) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 C22 1.392(8) . ?
C21 C26 1.396(9) . ?
C22 H22 0.9300 . ?
C22 C23 1.400(12) . ?
C23 H23 0.9300 . ?
C23 C24 1.366(13) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(11) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(10) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
S2 C33 1.770(6) . ?
S2 C35 1.807(7) . ?
P2 O2 1.493(4) . ?
P2 C37 1.822(5) . ?
P2 C43 1.816(6) . ?
P2 C49 1.803(6) . ?
F4 C35 1.323(8) . ?
F5 C35 1.295(8) . ?
F6 C35 1.327(9) . ?
C28 C29 1.390(8) . ?
C28 C33 1.392(8) . ?
C28 C36 1.507(8) . ?
C29 C30 1.399(8) . ?
C29 C34 1.499(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.368(10) . ?
C31 H31 0.9300 . ?
C31 C32 1.391(9) . ?
C32 H32 0.9300 . ?
C32 C33 1.384(8) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C36 C37 1.405(7) . ?
C36 C41 1.403(8) . ?
C37 C38 1.398(8) . ?
C38 H38 0.9300 . ?
C38 C39 1.390(8) . ?
C39 H39 0.9300 . ?
C39 C40 1.381(9) . ?
C40 H40 0.9300 . ?
C40 C41 1.394(9) . ?
C41 C42 1.507(8) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.390(8) . ?
C43 C48 1.394(8) . ?
C44 H44 0.9300 . ?
C44 C45 1.397(8) . ?
C45 H45 0.9300 . ?
C45 C46 1.383(9) . ?
C46 H46 0.9300 . ?
C46 C47 1.377(9) . ?
C47 H47 0.9300 . ?
C47 C48 1.399(8) . ?
C48 H48 0.9300 . ?
C49 C50 1.403(9) . ?
C49 C54 1.393(8) . ?
C50 H50 0.9300 . ?
C50 C51 1.379(9) . ?
C51 H51 0.9300 . ?
C51 C52 1.390(11) . ?
C52 H52 0.9300 . ?
C52 C53 1.374(12) . ?
C53 H53 0.9300 . ?
C53 C54 1.384(10) . ?
C54 H54 0.9300 . ?

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 S1 C20 101.1(3) . . ?
O1 P1 C1 111.3(3) . . ?
O1 P1 C7 113.3(3) . . ?
O1 P1 C21 113.4(3) . . ?
C1 P1 C7 106.6(3) . . ?
C21 P1 C1 105.9(3) . . ?
C21 P1 C7 105.7(3) . . ?
C2 C1 P1 117.4(4) . . ?
C6 C1 P1 124.0(4) . . ?
C6 C1 C2 118.5(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(6) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(6) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(6) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.4(6) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C5 121.2(5) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C8 C7 P1 120.3(4) . . ?
C8 C7 C12 119.3(5) . . ?
C12 C7 P1 120.5(4) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 120.9(5) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.6(5) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.3(5) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C12 119.3(5) . . ?
C10 C11 C27 119.3(5) . . ?
C12 C11 C27 121.4(5) . . ?
C7 C12 C13 122.7(5) . . ?
C11 C12 C7 119.6(5) . . ?
C11 C12 C13 117.7(5) . . ?
C14 C13 C12 118.3(5) . . ?
C18 C13 C12 122.3(5) . . ?
C18 C13 C14 119.4(5) . . ?
C13 C14 C19 121.3(5) . . ?
C15 C14 C13 119.2(5) . . ?
C15 C14 C19 119.4(6) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.5(6) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.7(6) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.0(6) . . ?
C18 C17 H17 120.5 . . ?
C13 C18 S1 119.6(4) . . ?
C13 C18 C17 121.0(6) . . ?
C17 C18 S1 119.3(5) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
F1 C20 S1 114.7(5) . . ?
F1 C20 F2 107.1(7) . . ?
F1 C20 F3 107.4(6) . . ?
F2 C20 S1 114.0(5) . . ?
F2 C20 F3 105.4(6) . . ?
F3 C20 S1 107.7(5) . . ?
C22 C21 P1 120.4(5) . . ?
C22 C21 C26 118.2(6) . . ?
C26 C21 P1 121.4(5) . . ?
C21 C22 H22 120.3 . . ?
C21 C22 C23 119.5(8) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.2 . . ?
C24 C23 C22 121.6(7) . . ?
C24 C23 H23 119.2 . . ?
C23 C24 H24 120.4 . . ?
C23 C24 C25 119.2(7) . . ?
C25 C24 H24 120.4 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 119.9(8) . . ?
C26 C25 H25 120.0 . . ?
C21 C26 H26 119.2 . . ?
C25 C26 C21 121.6(6) . . ?
C25 C26 H26 119.2 . . ?
C11 C27 H27A 109.5 . . ?
C11 C27 H27B 109.5 . . ?
C11 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 S2 C35 98.5(3) . . ?
O2 P2 C37 112.1(2) . . ?
O2 P2 C43 110.4(2) . . ?
O2 P2 C49 113.6(3) . . ?
C43 P2 C37 107.7(2) . . ?
C49 P2 C37 106.1(3) . . ?
C49 P2 C43 106.6(2) . . ?
C29 C28 C33 120.1(5) . . ?
C29 C28 C36 118.5(5) . . ?
C33 C28 C36 121.4(5) . . ?
C28 C29 C30 118.2(5) . . ?
C28 C29 C34 122.4(5) . . ?
C30 C29 C34 119.4(5) . . ?
C29 C30 H30 119.1 . . ?
C31 C30 C29 121.8(5) . . ?
C31 C30 H30 119.1 . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.7(6) . . ?
C32 C31 H31 120.2 . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.6(6) . . ?
C33 C32 H32 120.2 . . ?
C28 C33 S2 120.8(4) . . ?
C32 C33 S2 118.7(5) . . ?
C32 C33 C28 120.5(5) . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
F4 C35 S2 117.0(4) . . ?
F4 C35 F6 103.7(6) . . ?
F5 C35 S2 111.9(5) . . ?
F5 C35 F4 106.6(7) . . ?
F5 C35 F6 105.4(7) . . ?
F6 C35 S2 111.2(5) . . ?
C37 C36 C28 120.2(5) . . ?
C41 C36 C28 120.1(5) . . ?
C41 C36 C37 119.6(5) . . ?
C36 C37 P2 119.6(4) . . ?
C38 C37 P2 119.6(4) . . ?
C38 C37 C36 120.6(5) . . ?
C37 C38 H38 120.5 . . ?
C39 C38 C37 119.1(5) . . ?
C39 C38 H38 120.5 . . ?
C38 C39 H39 119.8 . . ?
C40 C39 C38 120.5(5) . . ?
C40 C39 H39 119.7 . . ?
C39 C40 H40 119.4 . . ?
C39 C40 C41 121.3(5) . . ?
C41 C40 H40 119.4 . . ?
C36 C41 C42 121.9(5) . . ?
C40 C41 C36 118.9(5) . . ?
C40 C41 C42 119.3(5) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 P2 123.9(4) . . ?
C44 C43 C48 119.2(5) . . ?
C48 C43 P2 116.7(4) . . ?
C43 C44 H44 119.9 . . ?
C43 C44 C45 120.2(5) . . ?
C45 C44 H44 119.9 . . ?
C44 C45 H45 120.1 . . ?
C46 C45 C44 119.7(5) . . ?
C46 C45 H45 120.1 . . ?
C45 C46 H46 119.5 . . ?
C47 C46 C45 120.9(6) . . ?
C47 C46 H46 119.5 . . ?
C46 C47 H47 120.3 . . ?
C46 C47 C48 119.3(6) . . ?
C48 C47 H47 120.3 . . ?
C43 C48 C47 120.6(5) . . ?
C43 C48 H48 119.7 . . ?
C47 C48 H48 119.7 . . ?
C50 C49 P2 121.5(4) . . ?
C54 C49 P2 118.5(5) . . ?
C54 C49 C50 119.9(6) . . ?
C49 C50 H50 120.0 . . ?
C51 C50 C49 120.1(6) . . ?
C51 C50 H50 120.0 . . ?
C50 C51 H51 120.3 . . ?
C50 C51 C52 119.4(7) . . ?
C52 C51 H51 120.3 . . ?
C51 C52 H52 119.6 . . ?
C53 C52 C51 120.7(6) . . ?
C53 C52 H52 119.6 . . ?
C52 C53 H53 119.7 . . ?
C52 C53 C54 120.6(7) . . ?
C54 C53 H53 119.7 . . ?
C49 C54 H54 120.4 . . ?
C53 C54 C49 119.2(7) . . ?
C53 C54 H54 120.4 . . ?

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
P1 C1 C2 C3 -177.9(5) . . . . ?
P1 C1 C6 C5 176.3(5) . . . . ?
P1 C7 C8 C9 178.2(4) . . . . ?
P1 C7 C12 C11 -177.8(4) . . . . ?
P1 C7 C12 C13 0.4(7) . . . . ?
P1 C21 C22 C23 178.4(5) . . . . ?
P1 C21 C26 C25 -179.0(5) . . . . ?
O1 P1 C1 C2 55.8(5) . . . . ?
O1 P1 C1 C6 -120.7(5) . . . . ?
O1 P1 C7 C8 -133.0(4) . . . . ?
O1 P1 C7 C12 45.7(5) . . . . ?
O1 P1 C21 C22 8.8(6) . . . . ?
O1 P1 C21 C26 -172.0(5) . . . . ?
C1 P1 C7 C8 -10.2(5) . . . . ?
C1 P1 C7 C12 168.5(4) . . . . ?
C1 P1 C21 C22 -113.6(5) . . . . ?
C1 P1 C21 C26 65.6(5) . . . . ?
C1 C2 C3 C4 1.0(9) . . . . ?
C2 C1 C6 C5 -0.2(9) . . . . ?
C2 C3 C4 C5 0.6(10) . . . . ?
C3 C4 C5 C6 -1.9(9) . . . . ?
C4 C5 C6 C1 1.8(9) . . . . ?
C6 C1 C2 C3 -1.2(9) . . . . ?
C7 P1 C1 C2 -68.2(5) . . . . ?
C7 P1 C1 C6 115.3(5) . . . . ?
C7 P1 C21 C22 133.5(5) . . . . ?
C7 P1 C21 C26 -47.3(6) . . . . ?
C7 C8 C9 C10 0.1(8) . . . . ?
C7 C12 C13 C14 -90.6(6) . . . . ?
C7 C12 C13 C18 90.6(7) . . . . ?
C8 C7 C12 C11 1.0(8) . . . . ?
C8 C7 C12 C13 179.2(5) . . . . ?
C8 C9 C10 C11 0.1(8) . . . . ?
C9 C10 C11 C12 0.3(8) . . . . ?
C9 C10 C11 C27 -179.4(5) . . . . ?
C10 C11 C12 C7 -0.9(8) . . . . ?
C10 C11 C12 C13 -179.2(5) . . . . ?
C11 C12 C13 C14 87.6(6) . . . . ?
C11 C12 C13 C18 -91.2(6) . . . . ?
C12 C7 C8 C9 -0.6(8) . . . . ?
C12 C13 C14 C15 -178.2(5) . . . . ?
C12 C13 C14 C19 2.1(8) . . . . ?
C12 C13 C18 S1 -1.9(7) . . . . ?
C12 C13 C18 C17 -179.8(5) . . . . ?
C13 C14 C15 C16 -2.7(9) . . . . ?
C14 C13 C18 S1 179.3(4) . . . . ?
C14 C13 C18 C17 1.4(8) . . . . ?
C14 C15 C16 C17 2.5(10) . . . . ?
C15 C16 C17 C18 -0.4(10) . . . . ?
C16 C17 C18 S1 -179.4(5) . . . . ?
C16 C17 C18 C13 -1.5(9) . . . . ?
C18 S1 C20 F1 -54.1(6) . . . . ?
C18 S1 C20 F2 69.9(6) . . . . ?
C18 S1 C20 F3 -173.5(5) . . . . ?
C18 C13 C14 C15 0.7(8) . . . . ?
C18 C13 C14 C19 -179.1(5) . . . . ?
C19 C14 C15 C16 177.1(6) . . . . ?
C20 S1 C18 C13 124.9(5) . . . . ?
C20 S1 C18 C17 -57.2(5) . . . . ?
C21 P1 C1 C2 179.5(5) . . . . ?
C21 P1 C1 C6 3.0(6) . . . . ?
C21 P1 C7 C8 102.2(5) . . . . ?
C21 P1 C7 C12 -79.0(5) . . . . ?
C21 C22 C23 C24 1.4(11) . . . . ?
C22 C21 C26 C25 0.2(9) . . . . ?
C22 C23 C24 C25 -1.4(11) . . . . ?
C23 C24 C25 C26 0.7(10) . . . . ?
C24 C25 C26 C21 -0.2(10) . . . . ?
C26 C21 C22 C23 -0.8(9) . . . . ?
C27 C11 C12 C7 178.9(5) . . . . ?
C27 C11 C12 C13 0.6(8) . . . . ?
P2 C37 C38 C39 -174.6(4) . . . . ?
P2 C43 C44 C45 -176.6(4) . . . . ?
P2 C43 C48 C47 176.6(5) . . . . ?
P2 C49 C50 C51 178.8(5) . . . . ?
P2 C49 C54 C53 -179.6(5) . . . . ?
O2 P2 C37 C36 -53.3(5) . . . . ?
O2 P2 C37 C38 122.3(5) . . . . ?
O2 P2 C43 C44 131.8(5) . . . . ?
O2 P2 C43 C48 -43.1(5) . . . . ?
O2 P2 C49 C50 170.7(4) . . . . ?
O2 P2 C49 C54 -11.3(5) . . . . ?
C28 C29 C30 C31 -0.6(9) . . . . ?
C28 C36 C37 P2 -10.9(7) . . . . ?
C28 C36 C37 C38 173.6(5) . . . . ?
C28 C36 C41 C40 -174.3(5) . . . . ?
C28 C36 C41 C42 5.8(8) . . . . ?
C29 C28 C33 S2 -176.5(4) . . . . ?
C29 C28 C33 C32 4.2(8) . . . . ?
C29 C28 C36 C37 -95.9(6) . . . . ?
C29 C28 C36 C41 80.0(7) . . . . ?
C29 C30 C31 C32 2.3(9) . . . . ?
C30 C31 C32 C33 -0.7(9) . . . . ?
C31 C32 C33 S2 178.2(5) . . . . ?
C31 C32 C33 C28 -2.5(9) . . . . ?
C33 S2 C35 F4 -16.5(6) . . . . ?
C33 S2 C35 F5 107.0(6) . . . . ?
C33 S2 C35 F6 -135.4(5) . . . . ?
C33 C28 C29 C30 -2.6(8) . . . . ?
C33 C28 C29 C34 176.1(6) . . . . ?
C33 C28 C36 C37 84.4(6) . . . . ?
C33 C28 C36 C41 -99.7(6) . . . . ?
C34 C29 C30 C31 -179.4(6) . . . . ?
C35 S2 C33 C28 109.0(5) . . . . ?
C35 S2 C33 C32 -71.7(5) . . . . ?
C36 C28 C29 C30 177.7(5) . . . . ?
C36 C28 C29 C34 -3.5(8) . . . . ?
C36 C28 C33 S2 3.1(7) . . . . ?
C36 C28 C33 C32 -176.2(5) . . . . ?
C36 C37 C38 C39 1.0(8) . . . . ?
C37 P2 C43 C44 -105.4(5) . . . . ?
C37 P2 C43 C48 79.7(5) . . . . ?
C37 P2 C49 C50 47.1(5) . . . . ?
C37 P2 C49 C54 -134.9(5) . . . . ?
C37 C36 C41 C40 1.6(8) . . . . ?
C37 C36 C41 C42 -178.3(5) . . . . ?
C37 C38 C39 C40 1.1(9) . . . . ?
C38 C39 C40 C41 -1.8(9) . . . . ?
C39 C40 C41 C36 0.4(9) . . . . ?
C39 C40 C41 C42 -179.7(6) . . . . ?
C41 C36 C37 P2 173.2(4) . . . . ?
C41 C36 C37 C38 -2.3(8) . . . . ?
C43 P2 C37 C36 -175.0(4) . . . . ?
C43 P2 C37 C38 0.6(5) . . . . ?
C43 P2 C49 C50 -67.4(5) . . . . ?
C43 P2 C49 C54 110.5(5) . . . . ?
C43 C44 C45 C46 0.9(9) . . . . ?
C44 C43 C48 C47 1.5(9) . . . . ?
C44 C45 C46 C47 0.5(10) . . . . ?
C45 C46 C47 C48 -0.9(10) . . . . ?
C46 C47 C48 C43 -0.1(9) . . . . ?
C48 C43 C44 C45 -1.9(8) . . . . ?
C49 P2 C37 C36 71.2(5) . . . . ?
C49 P2 C37 C38 -113.2(4) . . . . ?
C49 P2 C43 C44 8.1(5) . . . . ?
C49 P2 C43 C48 -166.8(4) . . . . ?
C49 C50 C51 C52 -0.9(9) . . . . ?
C50 C49 C54 C53 -1.6(9) . . . . ?
C50 C51 C52 C53 1.9(10) . . . . ?
C51 C52 C53 C54 -2.7(11) . . . . ?
C52 C53 C54 C49 2.5(10) . . . . ?
C54 C49 C50 C51 0.8(9) . . . . ?

_olex2_date_sample_data_collection 2020-10-12
_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 1.483
_oxdiff_exptl_absorpt_empirical_full_min 0.542
