# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_2o
_database_code_depnum_ccdc_archive 'CCDC 2401652'
loop_
_audit_author_name
_audit_author_address
'Daichi Kitagawa'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-11-12 deposited with the CCDC.	2025-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H22 F6 S2'
_chemical_formula_sum            'C29 H22 F6 S2'
_chemical_formula_weight         548.59

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.794(4)
_cell_length_b                   11.522(6)
_cell_length_c                   13.183(6)
_cell_angle_alpha                74.384(14)
_cell_angle_beta                 83.177(15)
_cell_angle_gamma                78.470(14)
_cell_volume                     1257.4(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    110.1500
_cell_measurement_reflns_used    3519
_cell_measurement_theta_min      2.3695
_cell_measurement_theta_max      27.3660

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_F_000             564
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.274
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8934
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Rigaku AFC11 with Saturn 724+ CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            12623
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.746
_diffrn_reflns_theta_max         27.385
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             5569
_reflns_number_gt                4468
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;
????
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0582P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5569
_refine_ls_number_parameters     338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0967
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_restrained_S_all      0.978
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
F1 F 0.75820(12) 0.67464(9) 0.81343(9) 0.0291(3) Uani 1 1 d . . . . .
F2 F 0.80520(12) 0.74539(10) 0.94159(8) 0.0297(3) Uani 1 1 d . . . . .
F3 F 1.02903(12) 0.72622(9) 0.74265(9) 0.0354(3) Uani 1 1 d . . . . .
F4 F 1.00758(12) 0.86499(10) 0.83038(8) 0.0319(3) Uani 1 1 d . . . . .
F5 F 0.88272(11) 0.87823(10) 0.58902(8) 0.0286(2) Uani 1 1 d . . . . .
F6 F 0.94685(11) 1.01450(9) 0.65456(8) 0.0247(2) Uani 1 1 d . . . . .
C1 C 0.43319(19) 1.12312(14) 0.85018(12) 0.0175(3) Uani 1 1 d . . . . .
H1 H 0.5449 1.1250 0.8375 0.026 Uiso 1 1 calc R U . . .
H2 H 0.3883 1.1693 0.9024 0.026 Uiso 1 1 calc R U . . .
H3 H 0.3822 1.1601 0.7840 0.026 Uiso 1 1 calc R U . . .
C2 C 0.50796(18) 0.89099(14) 0.86963(12) 0.0146(3) Uani 1 1 d . . . . .
C3 C 0.40885(18) 0.99270(14) 0.89118(12) 0.0149(3) Uani 1 1 d . . . . .
C4 C 0.27989(18) 0.95903(14) 0.96077(12) 0.0156(3) Uani 1 1 d . . . . .
H4 H 0.2005 1.0176 0.9835 0.019 Uiso 1 1 calc R U . . .
C5 C 0.27845(18) 0.83466(14) 0.99299(12) 0.0149(3) Uani 1 1 d . . . . .
C6 C 0.16592(18) 0.77298(14) 1.07187(12) 0.0155(3) Uani 1 1 d . . . . .
C7 C 0.12906(19) 0.65819(14) 1.07447(12) 0.0178(3) Uani 1 1 d . . . . .
C8 C 0.01869(19) 0.61125(15) 1.15240(13) 0.0210(4) Uani 1 1 d . . . . .
H5 H -0.0070 0.5343 1.1546 0.025 Uiso 1 1 calc R U . . .
C9 C -0.05418(19) 0.67364(16) 1.22639(13) 0.0228(4) Uani 1 1 d . . . . .
H6 H -0.1293 0.6398 1.2779 0.027 Uiso 1 1 calc R U . . .
C10 C -0.0170(2) 0.78589(16) 1.22497(14) 0.0228(4) Uani 1 1 d . . . . .
H7 H -0.0659 0.8292 1.2755 0.027 Uiso 1 1 calc R U . . .
C11 C 0.09315(18) 0.83408(15) 1.14835(12) 0.0184(3) Uani 1 1 d . . . . .
H8 H 0.1196 0.9102 1.1479 0.022 Uiso 1 1 calc R U . . .
C12 C 0.2012(2) 0.58344(15) 0.99697(14) 0.0230(4) Uani 1 1 d . . . . .
H9 H 0.3074 0.5442 1.0150 0.034 Uiso 1 1 calc R U . . .
H10 H 0.2037 0.6372 0.9254 0.034 Uiso 1 1 calc R U . . .
H11 H 0.1391 0.5205 1.0003 0.034 Uiso 1 1 calc R U . . .
C13 C 0.65319(18) 0.88394(14) 0.80360(12) 0.0154(3) Uani 1 1 d . . . . .
C14 C 0.78370(19) 0.77748(15) 0.83666(13) 0.0192(3) Uani 1 1 d . . . . .
C15 C 0.92967(19) 0.81855(15) 0.77138(14) 0.0218(4) Uani 1 1 d . . . . .
C16 C 0.86460(18) 0.92122(15) 0.67711(12) 0.0179(3) Uani 1 1 d . . . . .
C17 C 0.69499(18) 0.95957(14) 0.70953(12) 0.0152(3) Uani 1 1 d . . . . .
C18 C 0.35261(18) 0.96350(14) 0.65160(12) 0.0177(3) Uani 1 1 d . . . . .
H12 H 0.4218 0.8842 0.6715 0.027 Uiso 1 1 calc R U . . .
H13 H 0.2885 0.9632 0.5958 0.027 Uiso 1 1 calc R U . . .
H14 H 0.2852 0.9781 0.7133 0.027 Uiso 1 1 calc R U . . .
C19 C 0.59881(18) 1.05881(14) 0.63844(12) 0.0151(3) Uani 1 1 d . . . . .
C20 C 0.44822(18) 1.06315(14) 0.61214(12) 0.0154(3) Uani 1 1 d . . . . .
C21 C 0.39596(19) 1.17392(14) 0.53617(12) 0.0169(3) Uani 1 1 d . . . . .
H15 H 0.2954 1.1927 0.5101 0.020 Uiso 1 1 calc R U . . .
C22 C 0.50224(18) 1.25154(14) 0.50343(12) 0.0159(3) Uani 1 1 d . . . . .
C23 C 0.49644(18) 1.36459(14) 0.41648(12) 0.0157(3) Uani 1 1 d . . . . .
C24 C 0.6308(2) 1.37976(15) 0.34879(13) 0.0211(4) Uani 1 1 d . . . . .
H16 H 0.7233 1.3211 0.3631 0.025 Uiso 1 1 calc R U . . .
C25 C 0.6308(2) 1.47922(15) 0.26110(14) 0.0237(4) Uani 1 1 d . . . . .
H17 H 0.7225 1.4879 0.2158 0.028 Uiso 1 1 calc R U . . .
C26 C 0.4968(2) 1.56542(15) 0.24018(13) 0.0231(4) Uani 1 1 d . . . . .
H18 H 0.4956 1.6329 0.1799 0.028 Uiso 1 1 calc R U . . .
C27 C 0.3639(2) 1.55280(15) 0.30777(14) 0.0226(4) Uani 1 1 d . . . . .
H19 H 0.2729 1.6131 0.2931 0.027 Uiso 1 1 calc R U . . .
C28 C 0.36004(19) 1.45444(15) 0.39647(13) 0.0205(4) Uani 1 1 d . . . . .
C29 C 0.2125(2) 1.44856(19) 0.46738(17) 0.0383(5) Uani 1 1 d . . . . .
H20 H 0.1514 1.5311 0.4594 0.057 Uiso 1 1 calc R U . . .
H21 H 0.2388 1.4143 0.5410 0.057 Uiso 1 1 calc R U . . .
H22 H 0.1516 1.3964 0.4479 0.057 Uiso 1 1 calc R U . . .
S1 S 0.43989(5) 0.75649(3) 0.93500(3) 0.01613(11) Uani 1 1 d . . . . .
S2 S 0.67126(4) 1.18995(3) 0.56879(3) 0.01691(11) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C14 1.3660(19) . ?
F2 C14 1.3581(19) . ?
F3 C15 1.344(2) . ?
F4 C15 1.363(2) . ?
F5 C16 1.3614(19) . ?
F6 C16 1.3617(19) . ?
C1 C3 1.503(2) . ?
C2 C3 1.388(2) . ?
C2 C13 1.459(2) . ?
C2 S1 1.7411(17) . ?
C3 C4 1.420(2) . ?
C4 C5 1.383(2) . ?
C5 C6 1.485(2) . ?
C5 S1 1.7357(17) . ?
C6 C11 1.404(2) . ?
C6 C7 1.414(2) . ?
C7 C8 1.401(2) . ?
C7 C12 1.513(2) . ?
C8 C9 1.387(2) . ?
C9 C10 1.391(2) . ?
C10 C11 1.395(2) . ?
C13 C17 1.368(2) . ?
C13 C14 1.510(2) . ?
C14 C15 1.541(2) . ?
C15 C16 1.542(2) . ?
C16 C17 1.513(2) . ?
C17 C19 1.458(2) . ?
C18 C20 1.502(2) . ?
C19 C20 1.396(2) . ?
C19 S2 1.7409(17) . ?
C20 C21 1.425(2) . ?
C21 C22 1.375(2) . ?
C22 C23 1.482(2) . ?
C22 S2 1.7345(17) . ?
C23 C24 1.404(2) . ?
C23 C28 1.418(2) . ?
C24 C25 1.391(2) . ?
C25 C26 1.383(3) . ?
C26 C27 1.390(2) . ?
C27 C28 1.395(2) . ?
C28 C29 1.508(2) . ?

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
C3 C2 C13 129.58(14) . . ?
C3 C2 S1 111.26(12) . . ?
C13 C2 S1 119.16(12) . . ?
C2 C3 C4 111.52(14) . . ?
C2 C3 C1 125.69(14) . . ?
C4 C3 C1 122.77(14) . . ?
C5 C4 C3 114.97(14) . . ?
C4 C5 C6 126.59(14) . . ?
C4 C5 S1 109.68(12) . . ?
C6 C5 S1 123.54(12) . . ?
C11 C6 C7 118.90(14) . . ?
C11 C6 C5 116.80(14) . . ?
C7 C6 C5 124.29(14) . . ?
C8 C7 C6 118.39(15) . . ?
C8 C7 C12 117.99(15) . . ?
C6 C7 C12 123.61(15) . . ?
C9 C8 C7 122.05(15) . . ?
C8 C9 C10 119.80(15) . . ?
C9 C10 C11 119.11(16) . . ?
C10 C11 C6 121.73(15) . . ?
C17 C13 C2 130.35(15) . . ?
C17 C13 C14 110.29(14) . . ?
C2 C13 C14 119.34(14) . . ?
F2 C14 F1 105.98(13) . . ?
F2 C14 C13 114.20(13) . . ?
F1 C14 C13 111.45(13) . . ?
F2 C14 C15 110.89(14) . . ?
F1 C14 C15 109.39(13) . . ?
C13 C14 C15 104.95(13) . . ?
F3 C15 F4 107.31(14) . . ?
F3 C15 C14 112.88(14) . . ?
F4 C15 C14 109.15(14) . . ?
F3 C15 C16 113.54(14) . . ?
F4 C15 C16 109.75(14) . . ?
C14 C15 C16 104.15(13) . . ?
F5 C16 F6 106.00(12) . . ?
F5 C16 C17 112.02(13) . . ?
F6 C16 C17 113.14(13) . . ?
F5 C16 C15 109.81(13) . . ?
F6 C16 C15 110.47(13) . . ?
C17 C16 C15 105.44(13) . . ?
C13 C17 C19 129.43(15) . . ?
C13 C17 C16 110.64(14) . . ?
C19 C17 C16 119.73(14) . . ?
C20 C19 C17 128.02(14) . . ?
C20 C19 S2 111.19(12) . . ?
C17 C19 S2 120.73(12) . . ?
C19 C20 C21 111.25(14) . . ?
C19 C20 C18 126.18(14) . . ?
C21 C20 C18 122.47(14) . . ?
C22 C21 C20 114.86(15) . . ?
C21 C22 C23 129.43(15) . . ?
C21 C22 S2 110.24(12) . . ?
C23 C22 S2 119.87(12) . . ?
C24 C23 C28 119.13(15) . . ?
C24 C23 C22 117.90(14) . . ?
C28 C23 C22 122.91(14) . . ?
C25 C24 C23 121.14(16) . . ?
C26 C25 C24 119.75(16) . . ?
C25 C26 C27 119.67(15) . . ?
C26 C27 C28 122.06(16) . . ?
C27 C28 C23 118.21(15) . . ?
C27 C28 C29 118.95(16) . . ?
C23 C28 C29 122.83(15) . . ?
C5 S1 C2 92.56(8) . . ?
C22 S2 C19 92.45(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
C13 C2 C3 C4 -179.38(15) . . . . ?
S1 C2 C3 C4 0.23(17) . . . . ?
C13 C2 C3 C1 -1.1(3) . . . . ?
S1 C2 C3 C1 178.55(12) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
C1 C3 C4 C5 -178.17(14) . . . . ?
C3 C4 C5 C6 174.58(14) . . . . ?
C3 C4 C5 S1 -0.54(17) . . . . ?
C4 C5 C6 C11 -25.6(2) . . . . ?
S1 C5 C6 C11 148.92(13) . . . . ?
C4 C5 C6 C7 154.67(16) . . . . ?
S1 C5 C6 C7 -30.8(2) . . . . ?
C11 C6 C7 C8 1.2(2) . . . . ?
C5 C6 C7 C8 -179.01(14) . . . . ?
C11 C6 C7 C12 -179.37(15) . . . . ?
C5 C6 C7 C12 0.4(2) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C12 C7 C8 C9 -179.61(16) . . . . ?
C7 C8 C9 C10 -0.6(3) . . . . ?
C8 C9 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C6 0.8(3) . . . . ?
C7 C6 C11 C10 -1.6(2) . . . . ?
C5 C6 C11 C10 178.64(15) . . . . ?
C3 C2 C13 C17 -37.7(3) . . . . ?
S1 C2 C13 C17 142.70(15) . . . . ?
C3 C2 C13 C14 144.06(17) . . . . ?
S1 C2 C13 C14 -35.53(19) . . . . ?
C17 C13 C14 F2 140.03(15) . . . . ?
C2 C13 C14 F2 -41.4(2) . . . . ?
C17 C13 C14 F1 -99.92(16) . . . . ?
C2 C13 C14 F1 78.64(18) . . . . ?
C17 C13 C14 C15 18.38(17) . . . . ?
C2 C13 C14 C15 -163.06(14) . . . . ?
F2 C14 C15 F3 91.48(17) . . . . ?
F1 C14 C15 F3 -25.06(19) . . . . ?
C13 C14 C15 F3 -144.74(14) . . . . ?
F2 C14 C15 F4 -27.76(18) . . . . ?
F1 C14 C15 F4 -144.29(13) . . . . ?
C13 C14 C15 F4 96.02(15) . . . . ?
F2 C14 C15 C16 -144.92(13) . . . . ?
F1 C14 C15 C16 98.55(15) . . . . ?
C13 C14 C15 C16 -21.14(16) . . . . ?
F3 C15 C16 F5 19.36(19) . . . . ?
F4 C15 C16 F5 139.43(13) . . . . ?
C14 C15 C16 F5 -103.82(14) . . . . ?
F3 C15 C16 F6 -97.21(16) . . . . ?
F4 C15 C16 F6 22.86(18) . . . . ?
C14 C15 C16 F6 139.61(13) . . . . ?
F3 C15 C16 C17 140.22(14) . . . . ?
F4 C15 C16 C17 -99.71(15) . . . . ?
C14 C15 C16 C17 17.04(16) . . . . ?
C2 C13 C17 C19 -11.2(3) . . . . ?
C14 C13 C17 C19 167.17(15) . . . . ?
C2 C13 C17 C16 174.10(15) . . . . ?
C14 C13 C17 C16 -7.55(18) . . . . ?
F5 C16 C17 C13 113.00(15) . . . . ?
F6 C16 C17 C13 -127.25(15) . . . . ?
C15 C16 C17 C13 -6.41(17) . . . . ?
F5 C16 C17 C19 -62.31(19) . . . . ?
F6 C16 C17 C19 57.45(19) . . . . ?
C15 C16 C17 C19 178.28(13) . . . . ?
C13 C17 C19 C20 -38.8(3) . . . . ?
C16 C17 C19 C20 135.49(17) . . . . ?
C13 C17 C19 S2 144.38(15) . . . . ?
C16 C17 C19 S2 -41.31(19) . . . . ?
C17 C19 C20 C21 -177.37(15) . . . . ?
S2 C19 C20 C21 -0.31(17) . . . . ?
C17 C19 C20 C18 -0.8(3) . . . . ?
S2 C19 C20 C18 176.26(12) . . . . ?
C19 C20 C21 C22 1.0(2) . . . . ?
C18 C20 C21 C22 -175.73(14) . . . . ?
C20 C21 C22 C23 170.86(15) . . . . ?
C20 C21 C22 S2 -1.19(18) . . . . ?
C21 C22 C23 C24 -134.36(18) . . . . ?
S2 C22 C23 C24 37.04(19) . . . . ?
C21 C22 C23 C28 42.9(3) . . . . ?
S2 C22 C23 C28 -145.73(14) . . . . ?
C28 C23 C24 C25 -1.9(2) . . . . ?
C22 C23 C24 C25 175.43(15) . . . . ?
C23 C24 C25 C26 0.4(3) . . . . ?
C24 C25 C26 C27 0.9(3) . . . . ?
C25 C26 C27 C28 -0.7(3) . . . . ?
C26 C27 C28 C23 -0.7(3) . . . . ?
C26 C27 C28 C29 178.68(17) . . . . ?
C24 C23 C28 C27 2.0(2) . . . . ?
C22 C23 C28 C27 -175.19(15) . . . . ?
C24 C23 C28 C29 -177.37(17) . . . . ?
C22 C23 C28 C29 5.4(3) . . . . ?
C4 C5 S1 C2 0.56(12) . . . . ?
C6 C5 S1 C2 -174.74(13) . . . . ?
C3 C2 S1 C5 -0.46(12) . . . . ?
C13 C2 S1 C5 179.20(13) . . . . ?
C21 C22 S2 C19 0.84(13) . . . . ?
C23 C22 S2 C19 -172.09(13) . . . . ?
C20 C19 S2 C22 -0.30(12) . . . . ?
C17 C19 S2 C22 177.01(13) . . . . ?

_refine_diff_density_max         0.365
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.059



_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_3o
_database_code_depnum_ccdc_archive 'CCDC 2401653'
loop_
_audit_author_name
_audit_author_address
'Daichi Kitagawa'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-11-12 deposited with the CCDC.	2025-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H26 F6 S2'
_chemical_formula_sum            'C31 H26 F6 S2'
_chemical_formula_weight         576.64

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.615(5)
_cell_length_b                   12.566(7)
_cell_length_c                   13.128(7)
_cell_angle_alpha                72.681(14)
_cell_angle_beta                 83.144(17)
_cell_angle_gamma                82.304(16)
_cell_volume                     1339.9(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    110.1500
_cell_measurement_reflns_used    3856
_cell_measurement_theta_min      2.3940
_cell_measurement_theta_max      27.4739

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2600
_exptl_crystal_size_mid          0.1500
_exptl_crystal_size_min          0.0900
_exptl_absorpt_coefficient_mu    0.261
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8515
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110.1500
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Rigaku AFC11 with Saturn 724+ CCD'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            13691
_diffrn_reflns_av_unetI/netI     0.0808
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.677
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             5998
_reflns_number_gt                4509
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;
????
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0349P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5998
_refine_ls_number_parameters     356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0884
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_restrained_S_all      0.919
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
F1 F -0.30877(11) 0.71364(9) 0.56373(8) 0.0288(3) Uani 1 1 d . . . . .
F2 F -0.26540(12) 0.77388(8) 0.69611(9) 0.0270(3) Uani 1 1 d . . . . .
F3 F -0.50864(11) 0.58434(9) 0.67715(8) 0.0240(2) Uani 1 1 d . . . . .
F4 F -0.54045(11) 0.70825(8) 0.76555(8) 0.0245(2) Uani 1 1 d . . . . .
F5 F -0.44893(11) 0.44858(8) 0.85813(8) 0.0193(2) Uani 1 1 d . . . . .
F6 F -0.38673(11) 0.57827(8) 0.91937(7) 0.0195(2) Uani 1 1 d . . . . .
C1 C 0.0666(2) 0.38209(13) 0.65483(14) 0.0172(4) Uani 1 1 d . . . . .
H1 H 0.1162 0.3498 0.7222 0.026 Uiso 1 1 calc R U . . .
H2 H 0.1142 0.3429 0.6026 0.026 Uiso 1 1 calc R U . . .
H3 H -0.0462 0.3739 0.6676 0.026 Uiso 1 1 calc R U . . .
C2 C -0.00958(19) 0.59151(13) 0.63338(13) 0.0138(3) Uani 1 1 d . . . . .
C3 C 0.09037(19) 0.50352(13) 0.61225(13) 0.0138(3) Uani 1 1 d . . . . .
C4 C 0.22092(19) 0.54263(14) 0.54138(13) 0.0151(3) Uani 1 1 d . . . . .
H4 H 0.3014 0.4933 0.5183 0.018 Uiso 1 1 calc R U . . .
C5 C 0.22319(19) 0.65665(14) 0.50837(13) 0.0145(3) Uani 1 1 d . . . . .
C6 C 0.34011(19) 0.72010(13) 0.42971(13) 0.0145(3) Uani 1 1 d . . . . .
C7 C 0.39672(19) 0.81717(13) 0.43724(13) 0.0151(3) Uani 1 1 d . . . . .
C8 C 0.5119(2) 0.86534(14) 0.35863(14) 0.0191(4) Uani 1 1 d . . . . .
H5 H 0.5510 0.9310 0.3626 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5707(2) 0.82132(15) 0.27578(14) 0.0212(4) Uani 1 1 d . . . . .
H6 H 0.6494 0.8561 0.2241 0.025 Uiso 1 1 calc R U . . .
C10 C 0.5141(2) 0.72584(15) 0.26839(14) 0.0213(4) Uani 1 1 d . . . . .
H7 H 0.5533 0.6948 0.2115 0.026 Uiso 1 1 calc R U . . .
C11 C 0.40008(19) 0.67621(14) 0.34469(14) 0.0183(4) Uani 1 1 d . . . . .
H8 H 0.3615 0.6109 0.3394 0.022 Uiso 1 1 calc R U . . .
C12 C 0.3419(2) 0.87475(14) 0.52296(14) 0.0183(4) Uani 1 1 d . . . . .
H9 H 0.4333 0.8999 0.5451 0.022 Uiso 1 1 calc R U . . .
H10 H 0.2937 0.8210 0.5864 0.022 Uiso 1 1 calc R U . . .
C13 C 0.2219(2) 0.97577(15) 0.48217(16) 0.0276(4) Uani 1 1 d . . . . .
H11 H 0.2690 1.0283 0.4185 0.041 Uiso 1 1 calc R U . . .
H12 H 0.1909 1.0133 0.5382 0.041 Uiso 1 1 calc R U . . .
H13 H 0.1291 0.9504 0.4637 0.041 Uiso 1 1 calc R U . . .
C14 C -0.15636(19) 0.58914(13) 0.70133(13) 0.0137(3) Uani 1 1 d . . . . .
C15 C -0.2894(2) 0.68020(14) 0.66975(13) 0.0177(4) Uani 1 1 d . . . . .
C16 C -0.43519(19) 0.63123(14) 0.73571(14) 0.0171(4) Uani 1 1 d . . . . .
C17 C -0.36815(19) 0.54005(13) 0.83145(13) 0.0146(3) Uani 1 1 d . . . . .
C18 C -0.19713(18) 0.51560(13) 0.79693(13) 0.0128(3) Uani 1 1 d . . . . .
C19 C 0.14217(19) 0.53530(14) 0.85403(13) 0.0165(4) Uani 1 1 d . . . . .
H14 H 0.2106 0.5289 0.7905 0.025 Uiso 1 1 calc R U . . .
H15 H 0.2064 0.5383 0.9097 0.025 Uiso 1 1 calc R U . . .
H16 H 0.0696 0.6039 0.8351 0.025 Uiso 1 1 calc R U . . .
C20 C -0.09856(18) 0.42969(13) 0.86851(13) 0.0137(3) Uani 1 1 d . . . . .
C21 C 0.05022(19) 0.43577(13) 0.89489(13) 0.0138(3) Uani 1 1 d . . . . .
C22 C 0.10601(19) 0.33572(13) 0.97073(13) 0.0151(3) Uani 1 1 d . . . . .
H17 H 0.2063 0.3257 0.9975 0.018 Uiso 1 1 calc R U . . .
C23 C 0.00478(19) 0.25477(13) 1.00249(13) 0.0148(3) Uani 1 1 d . . . . .
C24 C 0.0163(2) 0.14381(13) 1.08286(13) 0.0167(4) Uani 1 1 d . . . . .
C25 C -0.1170(2) 0.11215(15) 1.15176(14) 0.0230(4) Uani 1 1 d . . . . .
H18 H -0.2106 0.1622 1.1459 0.028 Uiso 1 1 calc R U . . .
C26 C -0.1145(2) 0.00870(17) 1.22854(16) 0.0306(5) Uani 1 1 d . . . . .
H19 H -0.2056 -0.0116 1.2752 0.037 Uiso 1 1 calc R U . . .
C27 C 0.0210(2) -0.06468(16) 1.23682(16) 0.0338(5) Uani 1 1 d . . . . .
H20 H 0.0231 -0.1358 1.2891 0.041 Uiso 1 1 calc R U . . .
C28 C 0.1528(2) -0.03481(15) 1.16942(16) 0.0290(5) Uani 1 1 d . . . . .
H21 H 0.2451 -0.0862 1.1760 0.035 Uiso 1 1 calc R U . . .
C29 C 0.1551(2) 0.06876(14) 1.09162(14) 0.0198(4) Uani 1 1 d . . . . .
C30 C 0.3044(2) 0.09562(15) 1.02115(15) 0.0244(4) Uani 1 1 d . . . . .
H22 H 0.2788 0.1568 0.9559 0.029 Uiso 1 1 calc R U . . .
H23 H 0.3504 0.0288 0.9986 0.029 Uiso 1 1 calc R U . . .
C31 C 0.4262(2) 0.13112(16) 1.07705(17) 0.0301(5) Uani 1 1 d . . . . .
H24 H 0.3812 0.1970 1.0999 0.045 Uiso 1 1 calc R U . . .
H25 H 0.5194 0.1496 1.0273 0.045 Uiso 1 1 calc R U . . .
H26 H 0.4559 0.0695 1.1397 0.045 Uiso 1 1 calc R U . . .
S1 S 0.05872(5) 0.71972(3) 0.56500(3) 0.01529(11) Uani 1 1 d . . . . .
S2 S -0.16561(5) 0.30127(3) 0.93729(3) 0.01612(11) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C15 1.353(2) . ?
F2 C15 1.369(2) . ?
F3 C16 1.3507(19) . ?
F4 C16 1.3485(19) . ?
F5 C17 1.3581(19) . ?
F6 C17 1.3617(19) . ?
C1 C3 1.494(2) . ?
C2 C3 1.383(2) . ?
C2 C14 1.456(2) . ?
C2 S1 1.7362(18) . ?
C3 C4 1.414(2) . ?
C4 C5 1.370(2) . ?
C5 C6 1.481(2) . ?
C5 S1 1.7283(18) . ?
C6 C11 1.404(2) . ?
C6 C7 1.406(2) . ?
C7 C8 1.400(2) . ?
C7 C12 1.510(2) . ?
C8 C9 1.378(3) . ?
C9 C10 1.387(2) . ?
C10 C11 1.384(2) . ?
C12 C13 1.531(2) . ?
C14 C18 1.358(2) . ?
C14 C15 1.508(2) . ?
C15 C16 1.528(2) . ?
C16 C17 1.538(2) . ?
C17 C18 1.508(2) . ?
C18 C20 1.453(2) . ?
C19 C21 1.498(2) . ?
C20 C21 1.384(2) . ?
C20 S2 1.7353(18) . ?
C21 C22 1.418(2) . ?
C22 C23 1.367(2) . ?
C23 C24 1.476(2) . ?
C23 S2 1.7325(18) . ?
C24 C25 1.398(2) . ?
C24 C29 1.414(2) . ?
C25 C26 1.387(3) . ?
C26 C27 1.381(3) . ?
C27 C28 1.375(3) . ?
C28 C29 1.396(2) . ?
C29 C30 1.507(3) . ?
C30 C31 1.531(3) . ?

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
C3 C2 C14 129.37(15) . . ?
C3 C2 S1 111.41(13) . . ?
C14 C2 S1 119.22(12) . . ?
C2 C3 C4 111.18(15) . . ?
C2 C3 C1 126.09(15) . . ?
C4 C3 C1 122.72(15) . . ?
C5 C4 C3 115.24(15) . . ?
C4 C5 C6 126.51(15) . . ?
C4 C5 S1 109.90(13) . . ?
C6 C5 S1 123.44(13) . . ?
C11 C6 C7 119.20(15) . . ?
C11 C6 C5 116.29(15) . . ?
C7 C6 C5 124.47(15) . . ?
C8 C7 C6 117.74(16) . . ?
C8 C7 C12 117.07(15) . . ?
C6 C7 C12 125.19(15) . . ?
C9 C8 C7 122.66(16) . . ?
C8 C9 C10 119.42(16) . . ?
C11 C10 C9 119.40(17) . . ?
C10 C11 C6 121.57(16) . . ?
C7 C12 C13 110.91(15) . . ?
C18 C14 C2 129.80(15) . . ?
C18 C14 C15 109.98(15) . . ?
C2 C14 C15 120.19(14) . . ?
F1 C15 F2 106.36(13) . . ?
F1 C15 C14 114.06(14) . . ?
F2 C15 C14 110.79(14) . . ?
F1 C15 C16 111.46(14) . . ?
F2 C15 C16 109.26(14) . . ?
C14 C15 C16 104.91(14) . . ?
F4 C16 F3 107.40(13) . . ?
F4 C16 C15 113.43(14) . . ?
F3 C16 C15 109.28(14) . . ?
F4 C16 C17 112.90(14) . . ?
F3 C16 C17 110.03(14) . . ?
C15 C16 C17 103.75(13) . . ?
F5 C17 F6 105.81(13) . . ?
F5 C17 C18 113.21(13) . . ?
F6 C17 C18 111.84(13) . . ?
F5 C17 C16 110.85(13) . . ?
F6 C17 C16 109.86(14) . . ?
C18 C17 C16 105.33(13) . . ?
C14 C18 C20 129.33(15) . . ?
C14 C18 C17 110.61(14) . . ?
C20 C18 C17 119.79(14) . . ?
C21 C20 C18 128.20(15) . . ?
C21 C20 S2 111.12(12) . . ?
C18 C20 S2 120.65(12) . . ?
C20 C21 C22 111.49(15) . . ?
C20 C21 C19 125.87(15) . . ?
C22 C21 C19 122.59(15) . . ?
C23 C22 C21 115.01(15) . . ?
C22 C23 C24 131.01(15) . . ?
C22 C23 S2 109.96(12) . . ?
C24 C23 S2 118.94(12) . . ?
C25 C24 C29 119.28(16) . . ?
C25 C24 C23 118.04(15) . . ?
C29 C24 C23 122.67(15) . . ?
C26 C25 C24 120.96(18) . . ?
C27 C26 C25 119.73(19) . . ?
C28 C27 C26 119.96(18) . . ?
C27 C28 C29 121.98(18) . . ?
C28 C29 C24 118.10(17) . . ?
C28 C29 C30 118.85(16) . . ?
C24 C29 C30 123.05(16) . . ?
C29 C30 C31 112.78(16) . . ?
C5 S1 C2 92.27(9) . . ?
C23 S2 C20 92.42(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
C14 C2 C3 C4 179.97(15) . . . . ?
S1 C2 C3 C4 0.42(17) . . . . ?
C14 C2 C3 C1 1.3(3) . . . . ?
S1 C2 C3 C1 -178.29(13) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C1 C3 C4 C5 178.79(15) . . . . ?
C3 C4 C5 C6 -176.07(15) . . . . ?
C3 C4 C5 S1 -0.46(18) . . . . ?
C4 C5 C6 C11 34.6(2) . . . . ?
S1 C5 C6 C11 -140.40(14) . . . . ?
C4 C5 C6 C7 -143.19(17) . . . . ?
S1 C5 C6 C7 41.8(2) . . . . ?
C11 C6 C7 C8 -0.2(2) . . . . ?
C5 C6 C7 C8 177.56(15) . . . . ?
C11 C6 C7 C12 179.09(15) . . . . ?
C5 C6 C7 C12 -3.1(3) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C12 C7 C8 C9 -179.52(16) . . . . ?
C7 C8 C9 C10 0.4(3) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C9 C10 C11 C6 -0.1(3) . . . . ?
C7 C6 C11 C10 0.3(2) . . . . ?
C5 C6 C11 C10 -177.62(15) . . . . ?
C8 C7 C12 C13 80.13(19) . . . . ?
C6 C7 C12 C13 -99.18(19) . . . . ?
C3 C2 C14 C18 37.7(3) . . . . ?
S1 C2 C14 C18 -142.82(16) . . . . ?
C3 C2 C14 C15 -144.41(17) . . . . ?
S1 C2 C14 C15 35.1(2) . . . . ?
C18 C14 C15 F1 -142.27(15) . . . . ?
C2 C14 C15 F1 39.4(2) . . . . ?
C18 C14 C15 F2 97.77(16) . . . . ?
C2 C14 C15 F2 -80.54(19) . . . . ?
C18 C14 C15 C16 -20.02(18) . . . . ?
C2 C14 C15 C16 161.67(14) . . . . ?
F1 C15 C16 F4 -90.13(17) . . . . ?
F2 C15 C16 F4 27.14(18) . . . . ?
C14 C15 C16 F4 145.96(14) . . . . ?
F1 C15 C16 F3 29.67(18) . . . . ?
F2 C15 C16 F3 146.93(13) . . . . ?
C14 C15 C16 F3 -94.24(15) . . . . ?
F1 C15 C16 C17 147.00(14) . . . . ?
F2 C15 C16 C17 -95.73(15) . . . . ?
C14 C15 C16 C17 23.09(16) . . . . ?
F4 C16 C17 F5 95.27(16) . . . . ?
F3 C16 C17 F5 -24.70(18) . . . . ?
C15 C16 C17 F5 -141.51(13) . . . . ?
F4 C16 C17 F6 -21.32(18) . . . . ?
F3 C16 C17 F6 -141.29(13) . . . . ?
C15 C16 C17 F6 101.90(15) . . . . ?
F4 C16 C17 C18 -141.93(13) . . . . ?
F3 C16 C17 C18 98.10(15) . . . . ?
C15 C16 C17 C18 -18.71(16) . . . . ?
C2 C14 C18 C20 12.2(3) . . . . ?
C15 C14 C18 C20 -165.94(16) . . . . ?
C2 C14 C18 C17 -173.86(15) . . . . ?
C15 C14 C18 C17 8.04(19) . . . . ?
F5 C17 C18 C14 128.42(15) . . . . ?
F6 C17 C18 C14 -112.16(16) . . . . ?
C16 C17 C18 C14 7.15(18) . . . . ?
F5 C17 C18 C20 -56.94(19) . . . . ?
F6 C17 C18 C20 62.48(19) . . . . ?
C16 C17 C18 C20 -178.21(14) . . . . ?
C14 C18 C20 C21 40.1(3) . . . . ?
C17 C18 C20 C21 -133.44(18) . . . . ?
C14 C18 C20 S2 -142.14(16) . . . . ?
C17 C18 C20 S2 44.4(2) . . . . ?
C18 C20 C21 C22 177.84(16) . . . . ?
S2 C20 C21 C22 -0.13(18) . . . . ?
C18 C20 C21 C19 0.2(3) . . . . ?
S2 C20 C21 C19 -177.73(13) . . . . ?
C20 C21 C22 C23 -0.1(2) . . . . ?
C19 C21 C22 C23 177.59(15) . . . . ?
C21 C22 C23 C24 -176.28(17) . . . . ?
C21 C22 C23 S2 0.28(19) . . . . ?
C22 C23 C24 C25 136.43(19) . . . . ?
S2 C23 C24 C25 -39.9(2) . . . . ?
C22 C23 C24 C29 -44.4(3) . . . . ?
S2 C23 C24 C29 139.32(15) . . . . ?
C29 C24 C25 C26 0.3(3) . . . . ?
C23 C24 C25 C26 179.51(17) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C25 C26 C27 C28 0.3(3) . . . . ?
C26 C27 C28 C29 0.1(3) . . . . ?
C27 C28 C29 C24 -0.3(3) . . . . ?
C27 C28 C29 C30 179.68(17) . . . . ?
C25 C24 C29 C28 0.1(2) . . . . ?
C23 C24 C29 C28 -179.09(16) . . . . ?
C25 C24 C29 C30 -179.86(16) . . . . ?
C23 C24 C29 C30 0.9(3) . . . . ?
C28 C29 C30 C31 -78.6(2) . . . . ?
C24 C29 C30 C31 101.4(2) . . . . ?
C4 C5 S1 C2 0.59(13) . . . . ?
C6 C5 S1 C2 176.35(14) . . . . ?
C3 C2 S1 C5 -0.58(13) . . . . ?
C14 C2 S1 C5 179.82(13) . . . . ?
C22 C23 S2 C20 -0.30(13) . . . . ?
C24 C23 S2 C20 176.74(14) . . . . ?
C21 C20 S2 C23 0.25(13) . . . . ?
C18 C20 S2 C23 -177.89(14) . . . . ?

_refine_diff_density_max         0.395
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.061



_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_6o-beta
_database_code_depnum_ccdc_archive 'CCDC 2401657'
loop_
_audit_author_name
_audit_author_address
'Daichi Kitagawa'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-11-12 deposited with the CCDC.	2025-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H30 F6 S2'
_chemical_formula_sum            'C33 H30 F6 S2'
_chemical_formula_weight         604.69

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   27.5476(7)
_cell_length_b                   8.8577(2)
_cell_length_c                   12.0476(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2939.72(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7582
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.241
_shelx_estimated_absorpt_T_min   0.920
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.876
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            22120
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.246
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.754
_diffrn_reflns_point_group_measured_fraction_full 0.769
_reflns_number_total             5094
_reflns_number_gt                4986
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.440
_reflns_Friedel_fraction_max     0.484
_reflns_Friedel_fraction_full    0.515

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0476P)²+1.4659P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1453 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5094
_refine_ls_number_parameters     388
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0929
_refine_ls_wR_factor_gt          0.0917
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.57333(2) 0.53949(7) 0.74248(7) 0.02773(16) Uani 1 1 d . . . . .
S2 S 0.34765(2) 0.57037(7) 0.66278(7) 0.02699(16) Uani 1 1 d . . . . .
F1 F 0.54261(10) 0.8496(2) 0.7862(3) 0.0783(10) Uani 1 1 d . . . . .
F2 F 0.52701(13) 0.8732(3) 0.6160(3) 0.0896(11) Uani 1 1 d . . . . .
C17 C 0.4669(2) 0.9395(6) 0.7608(6) 0.0335(14) Uani 0.619(4) 1 d . . P A 1
F3 F 0.47489(13) 0.9636(4) 0.8701(4) 0.0573(10) Uani 0.619(4) 1 d . . P A 1
F4 F 0.46518(16) 1.0725(4) 0.7104(6) 0.0573(11) Uani 0.619(4) 1 d . . P A 1
C17B C 0.4649(4) 0.9440(10) 0.7012(10) 0.0335(14) Uani 0.381(4) 1 d . . P A 2
F3B F 0.4711(3) 1.0650(10) 0.7677(8) 0.0573(10) Uani 0.381(4) 1 d . . P A 2
F4B F 0.46030(19) 0.9975(5) 0.5963(7) 0.0573(11) Uani 0.381(4) 1 d . . P A 2
F5 F 0.39546(10) 0.8705(2) 0.8347(2) 0.0604(7) Uani 1 1 d . . . . .
F6 F 0.39001(9) 0.8932(2) 0.6607(2) 0.0543(6) Uani 1 1 d . . . . .
C1 C 0.46183(10) 0.3964(3) 0.5514(3) 0.0300(6) Uani 1 1 d . . . . .
H1A H 0.4380 0.3408 0.5958 0.045 Uiso 1 1 calc R U . . .
H1B H 0.4703 0.3371 0.4855 0.045 Uiso 1 1 calc R U . . .
H1C H 0.4480 0.4933 0.5284 0.045 Uiso 1 1 calc R U . . .
C2 C 0.51556(9) 0.5490(3) 0.6843(3) 0.0238(6) Uani 1 1 d . . . . .
C3 C 0.50653(10) 0.4237(3) 0.6195(3) 0.0240(5) Uani 1 1 d . . . . .
C4 C 0.54652(10) 0.3220(3) 0.6194(3) 0.0252(5) Uani 1 1 d . . . . .
H4 H 0.5464 0.2298 0.5790 0.030 Uiso 1 1 calc R U . . .
C5 C 0.58501(10) 0.3673(3) 0.6818(3) 0.0252(6) Uani 1 1 d . . . . .
C6 C 0.63265(10) 0.2929(3) 0.7022(3) 0.0250(5) Uani 1 1 d . . . . .
C7 C 0.64048(11) 0.2136(3) 0.8012(3) 0.0285(6) Uani 1 1 d . . . . .
C8 C 0.68603(11) 0.1491(3) 0.8192(3) 0.0296(6) Uani 1 1 d . . . . .
H8 H 0.6917 0.0960 0.8864 0.035 Uiso 1 1 calc R U . . .
C9 C 0.72319(9) 0.1598(3) 0.7423(3) 0.0289(6) Uani 1 1 d . . . . .
C10 C 0.71452(10) 0.2380(3) 0.6444(3) 0.0285(6) Uani 1 1 d . . . . .
H10 H 0.7396 0.2450 0.5905 0.034 Uiso 1 1 calc R U . . .
C11 C 0.66980(10) 0.3068(3) 0.6232(3) 0.0257(6) Uani 1 1 d . . . . .
C12 C 0.60081(12) 0.1956(4) 0.8867(3) 0.0391(7) Uani 1 1 d . . . . .
H12A H 0.5994 0.2862 0.9333 0.059 Uiso 1 1 calc R U . . .
H12B H 0.6077 0.1074 0.9332 0.059 Uiso 1 1 calc R U . . .
H12C H 0.5696 0.1815 0.8491 0.059 Uiso 1 1 calc R U . . .
C13 C 0.77200(11) 0.0890(3) 0.7645(3) 0.0372(8) Uani 1 1 d . . . . .
H13A H 0.7859 0.1324 0.8322 0.056 Uiso 1 1 calc R U . . .
H13B H 0.7937 0.1088 0.7017 0.056 Uiso 1 1 calc R U . . .
H13C H 0.7681 -0.0202 0.7740 0.056 Uiso 1 1 calc R U . . .
C14 C 0.66227(12) 0.3921(4) 0.5169(3) 0.0346(7) Uani 1 1 d . . . . .
H14A H 0.6923 0.3901 0.4731 0.052 Uiso 1 1 calc R U . . .
H14B H 0.6537 0.4970 0.5338 0.052 Uiso 1 1 calc R U . . .
H14C H 0.6360 0.3450 0.4743 0.052 Uiso 1 1 calc R U . . .
C15 C 0.48494(9) 0.6797(3) 0.7085(3) 0.0260(6) Uani 1 1 d . . . . .
C16 C 0.50744(10) 0.8354(3) 0.7118(3) 0.0333(7) Uani 1 1 d . . . . .
C18 C 0.42031(9) 0.8482(3) 0.7410(3) 0.0302(6) Uani 1 1 d . . . . .
C19 C 0.43662(9) 0.6871(3) 0.7273(3) 0.0259(6) Uani 1 1 d . . . . .
C20 C 0.44590(11) 0.3959(3) 0.8764(3) 0.0312(6) Uani 1 1 d . . . . .
H20A H 0.4638 0.4880 0.8955 0.047 Uiso 1 1 calc R U . . .
H20B H 0.4679 0.3243 0.8401 0.047 Uiso 1 1 calc R U . . .
H20C H 0.4327 0.3503 0.9442 0.047 Uiso 1 1 calc R U . . .
C21 C 0.40146(9) 0.5644(2) 0.7376(3) 0.0240(5) Uani 1 1 d . . . . .
C22 C 0.40510(9) 0.4343(3) 0.7992(3) 0.0232(5) Uani 1 1 d . . . . .
C23 C 0.36350(10) 0.3395(3) 0.7830(3) 0.0254(6) Uani 1 1 d . . . . .
H23 H 0.3598 0.2448 0.8190 0.030 Uiso 1 1 calc R U . . .
C24 C 0.32996(9) 0.3961(3) 0.7121(3) 0.0246(6) Uani 1 1 d . . . . .
C25 C 0.28404(9) 0.3252(3) 0.6722(3) 0.0243(6) Uani 1 1 d . . . . .
C26 C 0.24033(9) 0.3499(3) 0.7298(3) 0.0258(6) Uani 1 1 d . . . . .
C27 C 0.19849(10) 0.2767(3) 0.6927(3) 0.0297(6) Uani 1 1 d . . . . .
H27 H 0.1689 0.2915 0.7318 0.036 Uiso 1 1 calc R U . . .
C28 C 0.19875(10) 0.1827(3) 0.6003(3) 0.0304(7) Uani 1 1 d . . . . .
C29 C 0.24232(11) 0.1626(3) 0.5440(3) 0.0315(7) Uani 1 1 d . . . . .
H29 H 0.2429 0.0998 0.4800 0.038 Uiso 1 1 calc R U . . .
C30 C 0.28529(10) 0.2322(3) 0.5788(3) 0.0280(6) Uani 1 1 d . . . . .
C31 C 0.33160(12) 0.2061(4) 0.5153(3) 0.0371(7) Uani 1 1 d . . . . .
H31A H 0.3481 0.3028 0.5036 0.056 Uiso 1 1 calc R U . . .
H31B H 0.3240 0.1602 0.4434 0.056 Uiso 1 1 calc R U . . .
H31C H 0.3528 0.1384 0.5577 0.056 Uiso 1 1 calc R U . . .
C32 C 0.23819(11) 0.4520(3) 0.8293(3) 0.0313(6) Uani 1 1 d . . . . .
H32A H 0.2042 0.4721 0.8483 0.047 Uiso 1 1 calc R U . . .
H32B H 0.2546 0.5474 0.8122 0.047 Uiso 1 1 calc R U . . .
H32C H 0.2544 0.4032 0.8922 0.047 Uiso 1 1 calc R U . . .
C33 C 0.15278(11) 0.1047(3) 0.5631(3) 0.0385(8) Uani 1 1 d . . . . .
H33A H 0.1585 0.0548 0.4916 0.058 Uiso 1 1 calc R U . . .
H33B H 0.1268 0.1794 0.5549 0.058 Uiso 1 1 calc R U . . .
H33C H 0.1433 0.0293 0.6185 0.058 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 C5 1.721(3) . ?
S1 C2 1.741(3) . ?
S2 C24 1.724(3) . ?
S2 C21 1.735(3) . ?
F1 C16 1.325(4) . ?
F2 C16 1.317(4) . ?
C17 F4 1.326(7) . ?
C17 F3 1.351(8) . ?
C17 C18 1.537(6) . ?
C17 C16 1.563(7) . ?
C17B F3B 1.349(12) . ?
C17B F4B 1.356(14) . ?
C17B C16 1.520(11) . ?
C17B C18 1.569(11) . ?
F5 C18 1.335(4) . ?
F6 C18 1.338(4) . ?
C1 C3 1.499(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.379(4) . ?
C2 C15 1.462(3) . ?
C3 C4 1.423(4) . ?
C4 C5 1.361(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.489(4) . ?
C6 C7 1.401(4) . ?
C6 C11 1.403(4) . ?
C7 C8 1.396(4) . ?
C7 C12 1.510(4) . ?
C8 C9 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(5) . ?
C9 C13 1.508(4) . ?
C10 C11 1.398(4) . ?
C10 H10 0.9500 . ?
C11 C14 1.502(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C19 1.352(3) . ?
C15 C16 1.513(3) . ?
C18 C19 1.505(3) . ?
C19 C21 1.461(3) . ?
C20 C22 1.498(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.374(4) . ?
C22 C23 1.434(3) . ?
C23 C24 1.354(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.492(3) . ?
C25 C30 1.395(4) . ?
C25 C26 1.407(4) . ?
C26 C27 1.396(4) . ?
C26 C32 1.503(4) . ?
C27 C28 1.390(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(5) . ?
C28 C33 1.511(4) . ?
C29 C30 1.399(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.505(4) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 C2 92.43(13) . . ?
C24 S2 C21 92.02(13) . . ?
F4 C17 F3 108.2(5) . . ?
F4 C17 C18 111.4(5) . . ?
F3 C17 C18 111.7(5) . . ?
F4 C17 C16 112.2(5) . . ?
F3 C17 C16 110.2(5) . . ?
C18 C17 C16 103.1(3) . . ?
F3B C17B F4B 106.7(9) . . ?
F3B C17B C16 110.8(9) . . ?
F4B C17B C16 111.9(8) . . ?
F3B C17B C18 110.2(9) . . ?
F4B C17B C18 113.6(8) . . ?
C16 C17B C18 103.6(6) . . ?
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C15 130.2(3) . . ?
C3 C2 S1 110.74(19) . . ?
C15 C2 S1 119.0(2) . . ?
C2 C3 C4 111.7(2) . . ?
C2 C3 C1 126.0(2) . . ?
C4 C3 C1 122.2(2) . . ?
C5 C4 C3 114.6(2) . . ?
C5 C4 H4 122.7 . . ?
C3 C4 H4 122.7 . . ?
C4 C5 C6 130.3(2) . . ?
C4 C5 S1 110.52(19) . . ?
C6 C5 S1 119.2(2) . . ?
C7 C6 C11 120.6(3) . . ?
C7 C6 C5 119.9(3) . . ?
C11 C6 C5 119.5(3) . . ?
C8 C7 C6 118.4(3) . . ?
C8 C7 C12 120.1(3) . . ?
C6 C7 C12 121.5(3) . . ?
C9 C8 C7 122.2(3) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
C8 C9 C10 118.4(2) . . ?
C8 C9 C13 120.8(3) . . ?
C10 C9 C13 120.8(3) . . ?
C9 C10 C11 121.6(3) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C6 118.7(3) . . ?
C10 C11 C14 119.8(3) . . ?
C6 C11 C14 121.5(2) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C19 C15 C2 129.8(2) . . ?
C19 C15 C16 110.8(2) . . ?
C2 C15 C16 119.4(2) . . ?
F2 C16 F1 105.6(3) . . ?
F2 C16 C15 112.1(3) . . ?
F1 C16 C15 113.8(3) . . ?
F2 C16 C17B 94.6(5) . . ?
F1 C16 C17B 124.1(5) . . ?
C15 C16 C17B 105.0(4) . . ?
F2 C16 C17 118.3(4) . . ?
F1 C16 C17 102.2(4) . . ?
C15 C16 C17 104.8(3) . . ?
F5 C18 F6 104.3(2) . . ?
F5 C18 C19 112.7(3) . . ?
F6 C18 C19 112.9(3) . . ?
F5 C18 C17 102.7(4) . . ?
F6 C18 C17 118.5(3) . . ?
C19 C18 C17 105.4(3) . . ?
F5 C18 C17B 125.5(5) . . ?
F6 C18 C17B 96.1(5) . . ?
C19 C18 C17B 104.2(4) . . ?
C15 C19 C21 129.1(2) . . ?
C15 C19 C18 111.0(2) . . ?
C21 C19 C18 119.9(2) . . ?
C22 C20 H20A 109.5 . . ?
C22 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C22 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C19 128.4(3) . . ?
C22 C21 S2 111.63(19) . . ?
C19 C21 S2 120.0(2) . . ?
C21 C22 C23 111.0(2) . . ?
C21 C22 C20 125.5(2) . . ?
C23 C22 C20 123.4(2) . . ?
C24 C23 C22 114.5(2) . . ?
C24 C23 H23 122.8 . . ?
C22 C23 H23 122.8 . . ?
C23 C24 C25 128.7(2) . . ?
C23 C24 S2 110.85(19) . . ?
C25 C24 S2 120.4(2) . . ?
C30 C25 C26 120.7(2) . . ?
C30 C25 C24 119.2(3) . . ?
C26 C25 C24 120.1(3) . . ?
C27 C26 C25 118.5(3) . . ?
C27 C26 C32 120.2(3) . . ?
C25 C26 C32 121.4(2) . . ?
C28 C27 C26 122.0(3) . . ?
C28 C27 H27 119.0 . . ?
C26 C27 H27 119.0 . . ?
C27 C28 C29 118.2(3) . . ?
C27 C28 C33 120.5(3) . . ?
C29 C28 C33 121.3(3) . . ?
C28 C29 C30 121.8(3) . . ?
C28 C29 H29 119.1 . . ?
C30 C29 H29 119.1 . . ?
C25 C30 C29 118.8(3) . . ?
C25 C30 C31 121.4(3) . . ?
C29 C30 C31 119.8(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C32 H32A 109.5 . . ?
C26 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C26 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C28 C33 H33C 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
C5 S1 C2 C3 -0.7(2) . . . . ?
C5 S1 C2 C15 179.3(2) . . . . ?
C15 C2 C3 C4 -179.5(3) . . . . ?
S1 C2 C3 C4 0.6(3) . . . . ?
C15 C2 C3 C1 3.5(5) . . . . ?
S1 C2 C3 C1 -176.5(2) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C1 C3 C4 C5 177.1(3) . . . . ?
C3 C4 C5 C6 180.0(3) . . . . ?
C3 C4 C5 S1 -0.5(3) . . . . ?
C2 S1 C5 C4 0.7(2) . . . . ?
C2 S1 C5 C6 -179.7(2) . . . . ?
C4 C5 C6 C7 -100.5(4) . . . . ?
S1 C5 C6 C7 80.0(3) . . . . ?
C4 C5 C6 C11 81.4(4) . . . . ?
S1 C5 C6 C11 -98.1(3) . . . . ?
C11 C6 C7 C8 0.0(4) . . . . ?
C5 C6 C7 C8 -178.1(3) . . . . ?
C11 C6 C7 C12 -179.2(3) . . . . ?
C5 C6 C7 C12 2.7(4) . . . . ?
C6 C7 C8 C9 -0.6(4) . . . . ?
C12 C7 C8 C9 178.6(3) . . . . ?
C7 C8 C9 C10 0.2(4) . . . . ?
C7 C8 C9 C13 179.8(3) . . . . ?
C8 C9 C10 C11 0.9(4) . . . . ?
C13 C9 C10 C11 -178.8(3) . . . . ?
C9 C10 C11 C6 -1.4(4) . . . . ?
C9 C10 C11 C14 179.1(3) . . . . ?
C7 C6 C11 C10 1.0(4) . . . . ?
C5 C6 C11 C10 179.1(2) . . . . ?
C7 C6 C11 C14 -179.6(3) . . . . ?
C5 C6 C11 C14 -1.5(4) . . . . ?
C3 C2 C15 C19 38.8(6) . . . . ?
S1 C2 C15 C19 -141.3(3) . . . . ?
C3 C2 C15 C16 -139.5(3) . . . . ?
S1 C2 C15 C16 40.5(4) . . . . ?
C19 C15 C16 F2 -117.8(3) . . . . ?
C2 C15 C16 F2 60.7(4) . . . . ?
C19 C15 C16 F1 122.4(3) . . . . ?
C2 C15 C16 F1 -59.0(4) . . . . ?
C19 C15 C16 C17B -16.4(6) . . . . ?
C2 C15 C16 C17B 162.2(5) . . . . ?
C19 C15 C16 C17 11.7(5) . . . . ?
C2 C15 C16 C17 -169.8(4) . . . . ?
F3B C17B C16 F2 -104.9(9) . . . . ?
F4B C17B C16 F2 14.1(7) . . . . ?
C18 C17B C16 F2 136.9(6) . . . . ?
F3B C17B C16 F1 7.5(12) . . . . ?
F4B C17B C16 F1 126.5(7) . . . . ?
C18 C17B C16 F1 -110.8(6) . . . . ?
F3B C17B C16 C15 140.8(8) . . . . ?
F4B C17B C16 C15 -100.2(7) . . . . ?
C18 C17B C16 C15 22.6(7) . . . . ?
F4 C17 C16 F2 -14.3(7) . . . . ?
F3 C17 C16 F2 -134.9(4) . . . . ?
C18 C17 C16 F2 105.7(4) . . . . ?
F4 C17 C16 F1 101.0(6) . . . . ?
F3 C17 C16 F1 -19.6(5) . . . . ?
C18 C17 C16 F1 -139.0(4) . . . . ?
F4 C17 C16 C15 -140.0(5) . . . . ?
F3 C17 C16 C15 99.4(4) . . . . ?
C18 C17 C16 C15 -20.0(5) . . . . ?
F4 C17 C18 F5 -100.0(6) . . . . ?
F3 C17 C18 F5 21.1(5) . . . . ?
C16 C17 C18 F5 139.5(4) . . . . ?
F4 C17 C18 F6 14.3(7) . . . . ?
F3 C17 C18 F6 135.4(4) . . . . ?
C16 C17 C18 F6 -106.2(4) . . . . ?
F4 C17 C18 C19 141.8(5) . . . . ?
F3 C17 C18 C19 -97.0(4) . . . . ?
C16 C17 C18 C19 21.3(5) . . . . ?
F3B C17B C18 F5 -8.0(12) . . . . ?
F4B C17B C18 F5 -127.6(6) . . . . ?
C16 C17B C18 F5 110.7(6) . . . . ?
F3B C17B C18 F6 104.5(9) . . . . ?
F4B C17B C18 F6 -15.2(7) . . . . ?
C16 C17B C18 F6 -136.8(6) . . . . ?
F3B C17B C18 C19 -140.0(8) . . . . ?
F4B C17B C18 C19 100.4(7) . . . . ?
C16 C17B C18 C19 -21.3(7) . . . . ?
C2 C15 C19 C21 5.5(6) . . . . ?
C16 C15 C19 C21 -176.2(3) . . . . ?
C2 C15 C19 C18 -176.1(3) . . . . ?
C16 C15 C19 C18 2.3(4) . . . . ?
F5 C18 C19 C15 -126.8(3) . . . . ?
F6 C18 C19 C15 115.3(3) . . . . ?
C17 C18 C19 C15 -15.5(5) . . . . ?
C17B C18 C19 C15 12.3(6) . . . . ?
F5 C18 C19 C21 51.9(4) . . . . ?
F6 C18 C19 C21 -66.0(4) . . . . ?
C17 C18 C19 C21 163.1(4) . . . . ?
C17B C18 C19 C21 -169.1(5) . . . . ?
C15 C19 C21 C22 47.1(6) . . . . ?
C18 C19 C21 C22 -131.2(3) . . . . ?
C15 C19 C21 S2 -130.9(3) . . . . ?
C18 C19 C21 S2 50.7(4) . . . . ?
C24 S2 C21 C22 -0.9(2) . . . . ?
C24 S2 C21 C19 177.4(2) . . . . ?
C19 C21 C22 C23 -177.5(3) . . . . ?
S2 C21 C22 C23 0.7(3) . . . . ?
C19 C21 C22 C20 4.2(5) . . . . ?
S2 C21 C22 C20 -177.5(2) . . . . ?
C21 C22 C23 C24 -0.1(4) . . . . ?
C20 C22 C23 C24 178.3(3) . . . . ?
C22 C23 C24 C25 176.7(3) . . . . ?
C22 C23 C24 S2 -0.7(3) . . . . ?
C21 S2 C24 C23 0.9(2) . . . . ?
C21 S2 C24 C25 -176.7(2) . . . . ?
C23 C24 C25 C30 -87.4(4) . . . . ?
S2 C24 C25 C30 89.8(3) . . . . ?
C23 C24 C25 C26 91.4(4) . . . . ?
S2 C24 C25 C26 -91.4(3) . . . . ?
C30 C25 C26 C27 1.4(4) . . . . ?
C24 C25 C26 C27 -177.4(2) . . . . ?
C30 C25 C26 C32 -178.8(3) . . . . ?
C24 C25 C26 C32 2.4(4) . . . . ?
C25 C26 C27 C28 -1.0(4) . . . . ?
C32 C26 C27 C28 179.2(3) . . . . ?
C26 C27 C28 C29 -0.1(4) . . . . ?
C26 C27 C28 C33 179.7(3) . . . . ?
C27 C28 C29 C30 0.9(4) . . . . ?
C33 C28 C29 C30 -178.9(3) . . . . ?
C26 C25 C30 C29 -0.6(4) . . . . ?
C24 C25 C30 C29 178.1(3) . . . . ?
C26 C25 C30 C31 179.2(3) . . . . ?
C24 C25 C30 C31 -2.0(4) . . . . ?
C28 C29 C30 C25 -0.5(4) . . . . ?
C28 C29 C30 C31 179.6(3) . . . . ?

_refine_diff_density_max         0.355
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_4o
_database_code_depnum_ccdc_archive 'CCDC 2401654'
loop_
_audit_author_name
_audit_author_address
'Daichi Kitagawa'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-11-12 deposited with the CCDC.	2025-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H30 F6 S2'
_chemical_formula_sum            'C33 H30 F6 S2'
_chemical_formula_weight         604.69

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.4689(2)
_cell_length_b                   13.9131(3)
_cell_length_c                   18.9810(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.3956(17)
_cell_angle_gamma                90
_cell_volume                     3027.86(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    29626
_cell_measurement_theta_min      1.8500
_cell_measurement_theta_max      30.2730

_exptl_crystal_description       Block
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.330
_exptl_absorpt_coefficient_mu    0.234
_shelx_estimated_absorpt_T_min   0.914
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65131
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku AFC11 with Saturn 724+ CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            43714
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.302
_diffrn_reflns_theta_max         30.203
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             8747
_reflns_number_gt                7521
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0786P)²+0.6922P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8747
_refine_ls_number_parameters     555
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1520
_refine_ls_wR_factor_gt          0.1464
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
F1 F 0.5810(2) 0.10039(19) 0.81874(9) 0.0740(6) Uani 0.792(5) 1 d . U P A 3
F2 F 0.69872(18) 0.15498(15) 0.74108(16) 0.0750(6) Uani 0.792(5) 1 d . . P A 3
F3 F 0.6981(3) -0.05435(16) 0.79698(16) 0.0931(10) Uani 0.792(5) 1 d . . P A 3
F4 F 0.74180(16) -0.01054(17) 0.69083(15) 0.0956(8) Uani 0.792(5) 1 d . . P A 3
F5 F 0.4923(5) -0.1107(3) 0.7565(3) 0.0720(8) Uani 0.792(5) 1 d . . P A 3
F6 F 0.5793(6) -0.1290(3) 0.6586(3) 0.0777(13) Uani 0.792(5) 1 d . . P A 3
C17 C 0.6554(5) -0.0149(3) 0.7377(3) 0.0637(10) Uani 0.792(5) 1 d . . P A 3
F1B F 0.6341(19) 0.1337(12) 0.7943(13) 0.190(11) Uani 0.208(5) 1 d . U P A 4
F2B F 0.7129(8) 0.1112(15) 0.6963(11) 0.164(8) Uani 0.208(5) 1 d . . P A 4
F4B F 0.7323(9) -0.0606(9) 0.7506(10) 0.141(8) Uani 0.208(5) 1 d . . P A 4
F5B F 0.4815(18) -0.1383(11) 0.7418(10) 0.074(3) Uani 0.208(5) 1 d . . P A 4
F6B F 0.600(2) -0.1208(15) 0.6528(9) 0.079(5) Uani 0.208(5) 1 d . . P A 4
C17B C 0.6398(18) -0.0057(17) 0.7537(10) 0.091(8) Uani 0.208(5) 1 d . . P A 4
C1 C 0.24858(16) 0.14989(16) 0.72896(12) 0.0705(5) Uani 1 1 d . . . . .
H16 H 0.2859 0.1040 0.7607 0.106 Uiso 1 1 calc R U . . .
H17 H 0.2110 0.1159 0.6900 0.106 Uiso 1 1 calc R U . . .
H18 H 0.1907 0.1861 0.7542 0.106 Uiso 1 1 calc R U . . .
C2 C 0.45414(12) 0.19519(11) 0.69164(7) 0.0459(3) Uani 1 1 d . . . . .
C3 C 0.33869(13) 0.21748(12) 0.70114(7) 0.0491(3) Uani 1 1 d . . . . .
C4 C 0.31539(13) 0.31513(12) 0.68468(8) 0.0510(3) Uani 1 1 d . . . . .
H4 H 0.2406 0.3422 0.6876 0.061 Uiso 1 1 calc R U . . .
C5 C 0.41028(12) 0.36704(11) 0.66421(7) 0.0472(3) Uani 1 1 d . . . . .
C6 C 0.42233(13) 0.46969(11) 0.64556(7) 0.0484(3) Uani 1 1 d . . . . .
C7 C 0.50777(15) 0.52391(13) 0.68148(9) 0.0588(4) Uani 1 1 d . . . . .
H5 H 0.5542 0.4944 0.7168 0.071 Uiso 1 1 calc R U . . .
C8 C 0.52532(17) 0.61976(15) 0.66627(11) 0.0681(5) Uani 1 1 d . . . . .
H6 H 0.5831 0.6550 0.6909 0.082 Uiso 1 1 calc R U . . .
C9 C 0.45740(19) 0.66324(14) 0.61473(12) 0.0728(5) Uani 1 1 d . . . . .
H7 H 0.4689 0.7284 0.6037 0.087 Uiso 1 1 calc R U . . .
C10 C 0.37222(19) 0.61087(14) 0.57927(11) 0.0695(5) Uani 1 1 d . . . . .
H8 H 0.3257 0.6418 0.5447 0.083 Uiso 1 1 calc R U . . .
C11 C 0.35275(15) 0.51405(12) 0.59277(8) 0.0547(3) Uani 1 1 d . . . . .
C12 C 0.25851(18) 0.46147(14) 0.55074(10) 0.0674(5) Uani 1 1 d . . . . .
H9 H 0.2665 0.3921 0.5614 0.081 Uiso 1 1 calc R U . . .
C13 C 0.2735(3) 0.4743(2) 0.47140(12) 0.1015(9) Uani 1 1 d . . . . .
H10 H 0.3504 0.4522 0.4587 0.152 Uiso 1 1 calc R U . . .
H11 H 0.2651 0.5417 0.4593 0.152 Uiso 1 1 calc R U . . .
H12 H 0.2146 0.4371 0.4460 0.152 Uiso 1 1 calc R U . . .
C14 C 0.1383(2) 0.4928(2) 0.57344(17) 0.1012(8) Uani 1 1 d . . . . .
H13 H 0.1287 0.5611 0.5648 0.152 Uiso 1 1 calc R U . . .
H14 H 0.1301 0.4800 0.6233 0.152 Uiso 1 1 calc R U . . .
H15 H 0.0792 0.4575 0.5468 0.152 Uiso 1 1 calc R U . . .
C15 C 0.50944(12) 0.10143(11) 0.70094(7) 0.0473(3) Uani 1 1 d . . . . .
C16 C 0.61415(15) 0.08976(13) 0.74968(10) 0.0619(4) Uani 1 1 d . . . . .
C18 C 0.54781(15) -0.06458(12) 0.70565(8) 0.0548(3) Uani 1 1 d . . . . .
C19 C 0.47422(13) 0.01557(11) 0.67496(7) 0.0483(3) Uani 1 1 d . . . . .
S1 S 0.53218(3) 0.29466(3) 0.66510(2) 0.05305(12) Uani 1 1 d . . . . .
S2 S 0.27905(7) -0.09832(4) 0.64755(4) 0.05387(16) Uani 0.872(2) 1 d . . P B 1
C20 C 0.4063(3) 0.1189(2) 0.53093(13) 0.0643(6) Uani 0.872(2) 1 d . . P B 1
H19 H 0.4885 0.1142 0.5437 0.096 Uiso 0.872(2) 1 calc R U P B 1
H20 H 0.3761 0.1802 0.5466 0.096 Uiso 0.872(2) 1 calc R U P B 1
H21 H 0.3964 0.1140 0.4802 0.096 Uiso 0.872(2) 1 calc R U P B 1
C21 C 0.3737(3) -0.0069(3) 0.62677(17) 0.0495(8) Uani 0.872(2) 1 d . . P B 1
C22 C 0.3409(2) 0.03854(19) 0.56548(12) 0.0507(5) Uani 0.872(2) 1 d . . P B 1
C23 C 0.23615(17) -0.00092(14) 0.53647(9) 0.0528(4) Uani 0.872(2) 1 d . . P B 1
H39 H 0.2012 0.0216 0.4943 0.063 Uiso 0.872(2) 1 calc R U P B 1
C24 C 0.19045(16) -0.07417(13) 0.57470(8) 0.0505(4) Uani 0.872(2) 1 d . . P B 1
C25 C 0.0793(2) -0.12741(15) 0.56667(13) 0.0518(4) Uani 0.872(2) 1 d . . P B 1
C26 C 0.0116(2) -0.1364(2) 0.62683(15) 0.0636(6) Uani 0.872(2) 1 d . . P B 1
H41 H 0.0400 -0.1097 0.6694 0.076 Uiso 0.872(2) 1 calc R U P B 1
C27 C -0.0944(4) -0.1824(3) 0.6264(2) 0.0687(8) Uani 0.872(2) 1 d . . P B 1
H42 H -0.1385 -0.1864 0.6674 0.082 Uiso 0.872(2) 1 calc R U P B 1
C28 C -0.1345(2) -0.2234(2) 0.56277(16) 0.0741(6) Uani 0.872(2) 1 d . . P B 1
H43 H -0.2063 -0.2560 0.5607 0.089 Uiso 0.872(2) 1 calc R U P B 1
C29 C -0.0687(2) -0.21597(19) 0.50337(14) 0.0677(6) Uani 0.872(2) 1 d . . P B 1
H44 H -0.0972 -0.2439 0.4613 0.081 Uiso 0.872(2) 1 calc R U P B 1
C30 C 0.0384(2) -0.16864(19) 0.50316(13) 0.0554(5) Uani 0.872(2) 1 d . . P B 1
C31 C 0.10883(19) -0.16630(18) 0.43632(10) 0.0640(5) Uani 0.872(2) 1 d . . P B
1
H22 H 0.1753 -0.1217 0.4437 0.077 Uiso 0.872(2) 1 calc R U P B 1
C32 C 0.0416(4) -0.1350(5) 0.37421(19) 0.164(2) Uani 0.872(2) 1 d . . P B 1
H23 H -0.0320 -0.1692 0.3718 0.246 Uiso 0.872(2) 1 calc R U P B 1
H24 H 0.0853 -0.1484 0.3322 0.246 Uiso 0.872(2) 1 calc R U P B 1
H25 H 0.0269 -0.0665 0.3773 0.246 Uiso 0.872(2) 1 calc R U P B 1
C33 C 0.1556(7) -0.2635(5) 0.4211(4) 0.245(5) Uani 0.872(2) 1 d . . P B 1
H26 H 0.1693 -0.2693 0.3710 0.368 Uiso 0.872(2) 1 calc R U P B 1
H27 H 0.0996 -0.3118 0.4349 0.368 Uiso 0.872(2) 1 calc R U P B 1
H28 H 0.2283 -0.2730 0.4473 0.368 Uiso 0.872(2) 1 calc R U P B 1
S2B S 0.3183(4) -0.1013(3) 0.6195(3) 0.0532(10) Uani 0.128(2) 1 d . . P B 2
C20B C 0.464(2) 0.1297(14) 0.5305(10) 0.068(4) Uani 0.128(2) 1 d . . P B 2
H29 H 0.4184 0.1885 0.5287 0.101 Uiso 0.128(2) 1 calc R U P B 2
H30 H 0.4952 0.1168 0.4845 0.101 Uiso 0.128(2) 1 calc R U P B 2
H31 H 0.5276 0.1369 0.5647 0.101 Uiso 0.128(2) 1 calc R U P B 2
C21B C 0.4052(17) -0.0018(13) 0.6224(14) 0.044(5) Uani 0.128(2) 1 d . . P B 2
C22B C 0.3881(14) 0.0484(11) 0.5516(7) 0.048(3) Uani 0.128(2) 1 d . . P B 2
C23B C 0.3111(12) -0.0014(10) 0.5070(7) 0.055(3) Uani 0.128(2) 1 d . . P B 2
H40 H 0.2960 0.0174 0.4601 0.066 Uiso 0.128(2) 1 calc R U P B 2
C24B C 0.2585(11) -0.0803(10) 0.5366(6) 0.053(3) Uani 0.128(2) 1 d . . P B 2
C25B C 0.1798(7) -0.1520(7) 0.4992(4) 0.056(3) Uani 0.128(2) 1 d G . P B 2
C30B C 0.0695(8) -0.1714(8) 0.5245(4) 0.048(3) Uani 0.128(2) 1 d G . P B 2
C29B C -0.0087(7) -0.2264(8) 0.4846(5) 0.074(5) Uani 0.128(2) 1 d G . P B 2
H45 H -0.0833 -0.2395 0.5016 0.089 Uiso 0.128(2) 1 calc R U P B 2
C28B C 0.0234(8) -0.2620(8) 0.4194(5) 0.0741(6) Uani 0.128(2) 1 d G . P B 2
H46 H -0.0296 -0.2992 0.3924 0.089 Uiso 0.128(2) 1 calc R U P B 2
C27B C 0.1337(8) -0.2426(7) 0.3942(4) 0.0687(8) Uani 0.128(2) 1 d G . P B 2
H47 H 0.1553 -0.2667 0.3501 0.082 Uiso 0.128(2) 1 calc R U P B 2
C26B C 0.2119(6) -0.1876(7) 0.4341(4) 0.046(2) Uani 0.128(2) 1 d G . P B 2
H48 H 0.2865 -0.1745 0.4170 0.055 Uiso 0.128(2) 1 calc R U P B 2
C31B C 0.0377(16) -0.1363(12) 0.5958(10) 0.055(3) Uani 0.128(2) 1 d . . P B 2
H32 H 0.0996 -0.1519 0.6312 0.066 Uiso 0.128(2) 1 calc R U P B 2
C32B C 0.0053(19) -0.0327(16) 0.5992(10) 0.090(6) Uani 0.128(2) 1 d . . P B 2
H33 H -0.0715 -0.0235 0.5779 0.135 Uiso 0.128(2) 1 calc R U P B 2
H34 H 0.0618 0.0052 0.5740 0.135 Uiso 0.128(2) 1 calc R U P B 2
H35 H 0.0047 -0.0122 0.6481 0.135 Uiso 0.128(2) 1 calc R U P B 2
C33B C -0.084(3) -0.200(2) 0.6102(19) 0.108(14) Uani 0.128(2) 1 d . . P B 2
H36 H -0.0625 -0.2639 0.6266 0.162 Uiso 0.128(2) 1 calc R U P B 2
H37 H -0.1295 -0.2052 0.5666 0.162 Uiso 0.128(2) 1 calc R U P B 2
H38 H -0.1294 -0.1681 0.6455 0.162 Uiso 0.128(2) 1 calc R U P B 2
F3B F 0.6011(14) -0.0394(9) 0.8223(4) 0.133(5) Uani 0.208(5) 1 d . . P A 4


_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
F1 C16 1.381(3) . ?
F2 C16 1.341(3) . ?
F3 C17 1.335(5) . ?
F4 C17 1.349(6) . ?
F5 C18 1.334(6) . ?
F6 C18 1.322(5) . ?
C17 C18 1.527(5) . ?
C17 C16 1.549(5) . ?
F1B C16 1.066(11) . ?
F2B C16 1.567(14) . ?
F4B C17B 1.31(2) . ?
F5B C18 1.458(18) . ?
F6B C18 1.42(2) . ?
C17B C16 1.36(2) . ?
C17B F3B 1.46(3) . ?
C17B C18 1.603(18) . ?
C1 C3 1.503(2) . ?
C2 C3 1.376(2) . ?
C2 C15 1.459(2) . ?
C2 S1 1.7298(15) . ?
C3 C4 1.418(2) . ?
C4 C5 1.370(2) . ?
C5 C6 1.479(2) . ?
C5 S1 1.7227(15) . ?
C6 C7 1.401(2) . ?
C6 C11 1.408(2) . ?
C7 C8 1.380(3) . ?
C8 C9 1.376(3) . ?
C9 C10 1.381(3) . ?
C10 C11 1.390(3) . ?
C11 C12 1.516(2) . ?
C12 C14 1.519(4) . ?
C12 C13 1.530(3) . ?
C15 C19 1.351(2) . ?
C15 C16 1.507(2) . ?
C18 C19 1.507(2) . ?
C19 C21B 1.28(2) . ?
C19 C21 1.487(4) . ?
S2 C21 1.724(4) . ?
S2 C24 1.7289(16) . ?
C20 C22 1.506(3) . ?
C21 C22 1.369(4) . ?
C22 C23 1.419(3) . ?
C23 C24 1.363(3) . ?
C24 C25 1.479(3) . ?
C25 C26 1.402(3) . ?
C25 C30 1.405(3) . ?
C26 C27 1.373(5) . ?
C27 C28 1.403(5) . ?
C28 C29 1.376(4) . ?
C29 C30 1.394(3) . ?
C30 C31 1.521(3) . ?
C31 C32 1.460(4) . ?
C31 C33 1.486(6) . ?
S2B C21B 1.71(2) . ?
S2B C24B 1.727(11) . ?
C20B C22B 1.49(2) . ?
C21B C22B 1.52(3) . ?
C22B C23B 1.394(17) . ?
C23B C24B 1.378(19) . ?
C24B C25B 1.510(13) . ?
C25B C30B 1.3900 . ?
C25B C26B 1.3900 . ?
C30B C29B 1.3900 . ?
C30B C31B 1.49(2) . ?
C29B C28B 1.3900 . ?
C28B C27B 1.3900 . ?
C27B C26B 1.3900 . ?
C31B C32B 1.49(3) . ?
C31B C33B 1.68(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F3 C17 F4 108.3(4) . . ?
F3 C17 C18 115.2(3) . . ?
F4 C17 C18 110.9(3) . . ?
F3 C17 C16 111.7(4) . . ?
F4 C17 C16 106.7(3) . . ?
C18 C17 C16 103.8(3) . . ?
F4B C17B C16 138(2) . . ?
F4B C17B F3B 96.7(17) . . ?
C16 C17B F3B 107.0(14) . . ?
F4B C17B C18 101.5(13) . . ?
C16 C17B C18 109.2(11) . . ?
F3B C17B C18 97.6(15) . . ?
C3 C2 C15 127.04(14) . . ?
C3 C2 S1 111.36(11) . . ?
C15 C2 S1 121.60(11) . . ?
C2 C3 C4 111.33(14) . . ?
C2 C3 C1 125.26(15) . . ?
C4 C3 C1 123.33(14) . . ?
C5 C4 C3 114.89(14) . . ?
C4 C5 C6 131.04(14) . . ?
C4 C5 S1 109.82(12) . . ?
C6 C5 S1 119.10(11) . . ?
C7 C6 C11 119.21(15) . . ?
C7 C6 C5 118.17(14) . . ?
C11 C6 C5 122.62(14) . . ?
C8 C7 C6 121.50(16) . . ?
C9 C8 C7 119.38(17) . . ?
C8 C9 C10 119.75(18) . . ?
C9 C10 C11 122.43(18) . . ?
C10 C11 C6 117.72(15) . . ?
C10 C11 C12 119.09(15) . . ?
C6 C11 C12 123.20(15) . . ?
C11 C12 C14 110.65(18) . . ?
C11 C12 C13 111.44(19) . . ?
C14 C12 C13 111.7(2) . . ?
C19 C15 C2 128.41(13) . . ?
C19 C15 C16 110.84(13) . . ?
C2 C15 C16 120.54(13) . . ?
F1B C16 C17B 118.3(12) . . ?
F2 C16 F1 105.05(18) . . ?
F1B C16 C15 125.4(7) . . ?
F2 C16 C15 114.85(16) . . ?
C17B C16 C15 107.9(7) . . ?
F1 C16 C15 109.73(17) . . ?
F2 C16 C17 113.2(3) . . ?
F1 C16 C17 109.4(2) . . ?
C15 C16 C17 104.6(2) . . ?
F1B C16 F2B 105.1(15) . . ?
C17B C16 F2B 93.6(13) . . ?
C15 C16 F2B 99.2(5) . . ?
F6 C18 F5 107.8(3) . . ?
F6B C18 F5B 100.3(12) . . ?
F6 C18 C19 113.6(3) . . ?
F5 C18 C19 111.3(3) . . ?
F6B C18 C19 112.3(7) . . ?
F5B C18 C19 114.1(8) . . ?
F6 C18 C17 110.2(4) . . ?
F5 C18 C17 109.0(3) . . ?
C19 C18 C17 104.95(19) . . ?
F6B C18 C17B 113.5(12) . . ?
F5B C18 C17B 115.9(11) . . ?
C19 C18 C17B 101.3(8) . . ?
C21B C19 C15 128.7(8) . . ?
C15 C19 C21 129.12(19) . . ?
C21B C19 C18 119.4(8) . . ?
C15 C19 C18 110.71(13) . . ?
C21 C19 C18 120.04(19) . . ?
C5 S1 C2 92.58(7) . . ?
C21 S2 C24 92.00(13) . . ?
C22 C21 C19 128.2(3) . . ?
C22 C21 S2 111.9(2) . . ?
C19 C21 S2 119.8(2) . . ?
C21 C22 C23 111.3(2) . . ?
C21 C22 C20 125.7(2) . . ?
C23 C22 C20 123.0(2) . . ?
C24 C23 C22 114.54(16) . . ?
C23 C24 C25 131.39(16) . . ?
C23 C24 S2 110.17(13) . . ?
C25 C24 S2 118.26(14) . . ?
C26 C25 C30 118.8(2) . . ?
C26 C25 C24 117.0(2) . . ?
C30 C25 C24 124.2(2) . . ?
C27 C26 C25 123.0(3) . . ?
C26 C27 C28 117.8(3) . . ?
C29 C28 C27 120.0(3) . . ?
C28 C29 C30 122.6(2) . . ?
C29 C30 C25 117.8(2) . . ?
C29 C30 C31 119.9(2) . . ?
C25 C30 C31 122.3(2) . . ?
C32 C31 C33 107.5(4) . . ?
C32 C31 C30 113.5(2) . . ?
C33 C31 C30 110.2(3) . . ?
C21B S2B C24B 96.4(10) . . ?
C19 C21B C22B 131.6(16) . . ?
C19 C21B S2B 121.8(17) . . ?
C22B C21B S2B 106.4(15) . . ?
C23B C22B C20B 125.5(13) . . ?
C23B C22B C21B 111.9(14) . . ?
C20B C22B C21B 121.6(14) . . ?
C24B C23B C22B 115.3(12) . . ?
C23B C24B C25B 126.7(10) . . ?
C23B C24B S2B 109.7(8) . . ?
C25B C24B S2B 122.4(9) . . ?
C30B C25B C26B 120.0 . . ?
C30B C25B C24B 120.3(7) . . ?
C26B C25B C24B 119.0(7) . . ?
C29B C30B C25B 120.0 . . ?
C29B C30B C31B 120.4(9) . . ?
C25B C30B C31B 119.6(9) . . ?
C30B C29B C28B 120.0 . . ?
C27B C28B C29B 120.0 . . ?
C28B C27B C26B 120.0 . . ?
C27B C26B C25B 120.0 . . ?
C32B C31B C30B 115.0(15) . . ?
C32B C31B C33B 107.2(18) . . ?
C30B C31B C33B 101.3(14) . . ?

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
C15 C2 C3 C4 -177.76(13) . . . . ?
S1 C2 C3 C4 1.58(16) . . . . ?
C15 C2 C3 C1 5.3(2) . . . . ?
S1 C2 C3 C1 -175.38(14) . . . . ?
C2 C3 C4 C5 -0.99(19) . . . . ?
C1 C3 C4 C5 176.04(15) . . . . ?
C3 C4 C5 C6 -177.56(14) . . . . ?
C3 C4 C5 S1 -0.07(16) . . . . ?
C4 C5 C6 C7 125.59(18) . . . . ?
S1 C5 C6 C7 -51.70(18) . . . . ?
C4 C5 C6 C11 -55.3(2) . . . . ?
S1 C5 C6 C11 127.38(14) . . . . ?
C11 C6 C7 C8 0.0(3) . . . . ?
C5 C6 C7 C8 179.06(16) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C7 C8 C9 C10 0.4(3) . . . . ?
C8 C9 C10 C11 -1.0(3) . . . . ?
C9 C10 C11 C6 1.0(3) . . . . ?
C9 C10 C11 C12 -179.2(2) . . . . ?
C7 C6 C11 C10 -0.5(2) . . . . ?
C5 C6 C11 C10 -179.53(16) . . . . ?
C7 C6 C11 C12 179.71(17) . . . . ?
C5 C6 C11 C12 0.6(2) . . . . ?
C10 C11 C12 C14 -72.4(3) . . . . ?
C6 C11 C12 C14 107.4(2) . . . . ?
C10 C11 C12 C13 52.5(3) . . . . ?
C6 C11 C12 C13 -127.6(2) . . . . ?
C3 C2 C15 C19 49.4(2) . . . . ?
S1 C2 C15 C19 -129.91(15) . . . . ?
C3 C2 C15 C16 -124.84(17) . . . . ?
S1 C2 C15 C16 55.88(19) . . . . ?
F4B C17B C16 F1B -76(3) . . . . ?
F3B C17B C16 F1B 45(2) . . . . ?
C18 C17B C16 F1B 149(2) . . . . ?
F4B C17B C16 C15 134(2) . . . . ?
F3B C17B C16 C15 -105.1(10) . . . . ?
C18 C17B C16 C15 -0.4(16) . . . . ?
F4B C17B C16 F2B 33(2) . . . . ?
F3B C17B C16 F2B 154.1(13) . . . . ?
C18 C17B C16 F2B -101.3(15) . . . . ?
C19 C15 C16 F1B -148(2) . . . . ?
C2 C15 C16 F1B 27(2) . . . . ?
C19 C15 C16 F2 136.5(2) . . . . ?
C2 C15 C16 F2 -48.3(3) . . . . ?
C19 C15 C16 C17B -1.3(11) . . . . ?
C2 C15 C16 C17B 173.9(11) . . . . ?
C19 C15 C16 F1 -105.45(19) . . . . ?
C2 C15 C16 F1 69.7(2) . . . . ?
C19 C15 C16 C17 11.8(3) . . . . ?
C2 C15 C16 C17 -173.0(2) . . . . ?
C19 C15 C16 F2B 95.6(9) . . . . ?
C2 C15 C16 F2B -89.3(9) . . . . ?
F3 C17 C16 F2 88.9(4) . . . . ?
F4 C17 C16 F2 -29.2(4) . . . . ?
C18 C17 C16 F2 -146.4(3) . . . . ?
F3 C17 C16 F1 -27.9(5) . . . . ?
F4 C17 C16 F1 -146.0(3) . . . . ?
C18 C17 C16 F1 96.8(3) . . . . ?
F3 C17 C16 C15 -145.4(3) . . . . ?
F4 C17 C16 C15 96.5(3) . . . . ?
C18 C17 C16 C15 -20.7(3) . . . . ?
F3 C17 C18 F6 -92.9(5) . . . . ?
F4 C17 C18 F6 30.5(4) . . . . ?
C16 C17 C18 F6 144.7(3) . . . . ?
F3 C17 C18 F5 25.1(5) . . . . ?
F4 C17 C18 F5 148.5(4) . . . . ?
C16 C17 C18 F5 -97.3(4) . . . . ?
F3 C17 C18 C19 144.5(4) . . . . ?
F4 C17 C18 C19 -92.1(3) . . . . ?
C16 C17 C18 C19 22.1(3) . . . . ?
F4B C17B C18 F6B -28(2) . . . . ?
C16 C17B C18 F6B 122.3(15) . . . . ?
F3B C17B C18 F6B -126.7(13) . . . . ?
F4B C17B C18 F5B 87(2) . . . . ?
C16 C17B C18 F5B -122.3(16) . . . . ?
F3B C17B C18 F5B -11.4(16) . . . . ?
F4B C17B C18 C19 -148.8(16) . . . . ?
C16 C17B C18 C19 1.8(16) . . . . ?
F3B C17B C18 C19 112.7(11) . . . . ?
C2 C15 C19 C21B 20.7(13) . . . . ?
C16 C15 C19 C21B -164.6(12) . . . . ?
C2 C15 C19 C21 3.7(3) . . . . ?
C16 C15 C19 C21 178.4(2) . . . . ?
C2 C15 C19 C18 -172.17(15) . . . . ?
C16 C15 C19 C18 2.50(19) . . . . ?
F6 C18 C19 C15 -136.4(4) . . . . ?
F5 C18 C19 C15 101.7(2) . . . . ?
F6B C18 C19 C15 -124.0(12) . . . . ?
F5B C18 C19 C15 122.7(7) . . . . ?
C17 C18 C19 C15 -16.0(3) . . . . ?
C17B C18 C19 C15 -2.6(9) . . . . ?
C4 C5 S1 C2 0.83(11) . . . . ?
C6 C5 S1 C2 178.66(11) . . . . ?
C3 C2 S1 C5 -1.41(11) . . . . ?
C15 C2 S1 C5 177.97(12) . . . . ?
C15 C19 C21 C22 47.1(4) . . . . ?
C18 C19 C21 C22 -137.4(3) . . . . ?
C15 C19 C21 S2 -130.8(2) . . . . ?
C18 C19 C21 S2 44.7(3) . . . . ?
C24 S2 C21 C22 -1.7(3) . . . . ?
C24 S2 C21 C19 176.5(2) . . . . ?
C19 C21 C22 C23 -176.8(3) . . . . ?
S2 C21 C22 C23 1.2(3) . . . . ?
C19 C21 C22 C20 4.4(5) . . . . ?
S2 C21 C22 C20 -177.6(2) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C20 C22 C23 C24 179.0(2) . . . . ?
C22 C23 C24 C25 173.5(2) . . . . ?
C22 C23 C24 S2 -1.4(2) . . . . ?
C21 S2 C24 C23 1.75(19) . . . . ?
C21 S2 C24 C25 -173.9(2) . . . . ?
C23 C24 C25 C26 -129.8(3) . . . . ?
S2 C24 C25 C26 44.8(3) . . . . ?
C23 C24 C25 C30 50.1(3) . . . . ?
S2 C24 C25 C30 -135.3(2) . . . . ?
C30 C25 C26 C27 -1.2(4) . . . . ?
C24 C25 C26 C27 178.8(3) . . . . ?
C25 C26 C27 C28 1.2(5) . . . . ?
C26 C27 C28 C29 -0.6(5) . . . . ?
C27 C28 C29 C30 0.0(4) . . . . ?
C28 C29 C30 C25 0.0(4) . . . . ?
C28 C29 C30 C31 177.7(2) . . . . ?
C26 C25 C30 C29 0.5(4) . . . . ?
C24 C25 C30 C29 -179.4(2) . . . . ?
C26 C25 C30 C31 -177.1(2) . . . . ?
C24 C25 C30 C31 3.0(3) . . . . ?
C29 C30 C31 C32 50.7(4) . . . . ?
C25 C30 C31 C32 -131.8(4) . . . . ?
C29 C30 C31 C33 -69.9(5) . . . . ?
C25 C30 C31 C33 107.6(5) . . . . ?
C15 C19 C21B C22B 37(2) . . . . ?
C18 C19 C21B C22B -129.4(12) . . . . ?
C15 C19 C21B S2B -149.1(7) . . . . ?
C18 C19 C21B S2B 44.8(17) . . . . ?
C24B S2B C21B C19 -177.7(14) . . . . ?
C24B S2B C21B C22B -2.2(9) . . . . ?
C19 C21B C22B C23B 173.7(17) . . . . ?
S2B C21B C22B C23B -1.1(12) . . . . ?
C19 C21B C22B C20B 5(2) . . . . ?
S2B C21B C22B C20B -170.3(16) . . . . ?
C20B C22B C23B C24B 173.8(16) . . . . ?
C21B C22B C23B C24B 5.2(16) . . . . ?
C22B C23B C24B C25B -174.4(12) . . . . ?
C22B C23B C24B S2B -6.7(16) . . . . ?
C21B S2B C24B C23B 5.1(11) . . . . ?
C21B S2B C24B C25B 173.4(12) . . . . ?
C23B C24B C25B C30B -125.7(12) . . . . ?
S2B C24B C25B C30B 68.0(12) . . . . ?
C23B C24B C25B C26B 45.0(16) . . . . ?
S2B C24B C25B C26B -121.2(9) . . . . ?
C26B C25B C30B C29B 0.0 . . . . ?
C24B C25B C30B C29B 170.6(10) . . . . ?
C26B C25B C30B C31B 177.5(12) . . . . ?
C24B C25B C30B C31B -11.9(12) . . . . ?
C25B C30B C29B C28B 0.0 . . . . ?
C31B C30B C29B C28B -177.4(12) . . . . ?
C30B C29B C28B C27B 0.0 . . . . ?
C29B C28B C27B C26B 0.0 . . . . ?
C28B C27B C26B C25B 0.0 . . . . ?
C30B C25B C26B C27B 0.0 . . . . ?
C24B C25B C26B C27B -170.8(10) . . . . ?
C29B C30B C31B C32B -103.7(15) . . . . ?
C25B C30B C31B C32B 78.9(16) . . . . ?
C29B C30B C31B C33B 11.6(19) . . . . ?
C25B C30B C31B C33B -165.9(16) . . . . ?

_refine_diff_density_max         0.428
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.044



####################################################################### 
# 
# 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_5o
_database_code_depnum_ccdc_archive 'CCDC 2401655'
loop_
_audit_author_name
_audit_author_address
'Daichi Kitagawa'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-11-12 deposited with the CCDC.	2025-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H34 F6 S2'
_chemical_formula_sum            'C35 H34 F6 S2'
_chemical_formula_weight         632.74

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.544(7)
_cell_length_b                   12.248(4)
_cell_length_c                   15.448(5)
_cell_angle_alpha                90
_cell_angle_beta                 126.469(3)
_cell_angle_gamma                90
_cell_volume                     3126.0(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4010
_cell_measurement_theta_min      2.0699
_cell_measurement_theta_max      27.4662

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             1320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.230
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8466
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device       'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_device_type  'Rigaku AFC11 with Saturn 724+ CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            15777
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.199
_diffrn_reflns_theta_max         27.489
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3568
_reflns_number_gt                3140
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0458P)²+2.2324P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3568
_refine_ls_number_parameters     221
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0928
_refine_ls_wR_factor_gt          0.0878
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.11402(9) 0.54429(12) 0.22054(12) 0.0191(3) Uani 1 1 d . . . . .
H1 H 0.0852 0.6119 0.1835 0.029 Uiso 1 1 calc R U . . .
H2 H 0.0845 0.4818 0.1733 0.029 Uiso 1 1 calc R U . . .
H3 H 0.1686 0.5466 0.2388 0.029 Uiso 1 1 calc R U . . .
C2 C 0.08710(8) 0.60366(11) 0.35509(11) 0.0142(3) Uani 1 1 d . . . . .
C3 C 0.11981(8) 0.53293(11) 0.32151(11) 0.0144(3) Uani 1 1 d . . . . .
C4 C 0.16402(8) 0.44753(11) 0.39765(11) 0.0144(3) Uani 1 1 d . . . . .
H4 H 0.1912 0.3917 0.3878 0.017 Uiso 1 1 calc R U . . .
C5 C 0.16403(8) 0.45270(11) 0.48564(11) 0.0142(3) Uani 1 1 d . . . . .
C6 C 0.20415(8) 0.38223(11) 0.58319(11) 0.0138(3) Uani 1 1 d . . . . .
C7 C 0.27382(9) 0.42707(12) 0.67557(11) 0.0174(3) Uani 1 1 d . . . . .
H5 H 0.2912 0.4975 0.6716 0.021 Uiso 1 1 calc R U . . .
C8 C 0.31806(9) 0.37136(13) 0.77271(12) 0.0219(3) Uani 1 1 d . . . . .
H6 H 0.3653 0.4028 0.8346 0.026 Uiso 1 1 calc R U . . .
C9 C 0.29207(10) 0.26939(13) 0.77767(13) 0.0248(3) Uani 1 1 d . . . . .
H7 H 0.3216 0.2298 0.8434 0.030 Uiso 1 1 calc R U . . .
C10 C 0.22259(10) 0.22433(12) 0.68650(12) 0.0212(3) Uani 1 1 d . . . . .
H8 H 0.2059 0.1539 0.6920 0.025 Uiso 1 1 calc R U . . .
C11 C 0.17617(9) 0.27787(11) 0.58719(11) 0.0153(3) Uani 1 1 d . . . . .
C12 C 0.09948(9) 0.22181(11) 0.48987(12) 0.0177(3) Uani 1 1 d . . . . .
C13 C 0.07477(11) 0.12292(14) 0.52557(14) 0.0309(4) Uani 1 1 d . . . . .
H9 H 0.1177 0.0678 0.5576 0.046 Uiso 1 1 calc R U . . .
H10 H 0.0245 0.0917 0.4630 0.046 Uiso 1 1 calc R U . . .
H11 H 0.0663 0.1462 0.5789 0.046 Uiso 1 1 calc R U . . .
C14 C 0.11645(9) 0.17806(12) 0.41154(12) 0.0214(3) Uani 1 1 d . . . . .
H12 H 0.1321 0.2387 0.3860 0.032 Uiso 1 1 calc R U . . .
H13 H 0.0676 0.1431 0.3500 0.032 Uiso 1 1 calc R U . . .
H14 H 0.1605 0.1246 0.4487 0.032 Uiso 1 1 calc R U . . .
C15 C 0.02620(9) 0.29916(13) 0.42909(13) 0.0249(3) Uani 1 1 d . . . . .
H15 H 0.0183 0.3321 0.4800 0.037 Uiso 1 1 calc R U . . .
H16 H -0.0223 0.2579 0.3745 0.037 Uiso 1 1 calc R U . . .
H17 H 0.0360 0.3568 0.3940 0.037 Uiso 1 1 calc R U . . .
S1 S 0.11233(2) 0.56711(3) 0.47994(3) 0.01545(11) Uani 1 1 d . . . . .
F1 F 0.02942(6) 0.95453(8) 0.21074(8) 0.0331(2) Uani 1 1 d . . . . .
F2 F 0.0720(8) 0.8285(8) 0.4345(7) 0.0317(13) Uani 0.63(4) 1 d D . P A 1
F3 F 0.1384(5) 0.8349(7) 0.3663(11) 0.0358(16) Uani 0.63(4) 1 d D . P A 1
C17 C 0.0646(6) 0.8130(7) 0.3421(9) 0.0176(12) Uani 0.63(4) 1 d D . P A 1
F2B F 0.0906(14) 0.8347(12) 0.4294(12) 0.034(2) Uani 0.37(4) 1 d D . P A 2
F3B F 0.1367(9) 0.8299(12) 0.335(2) 0.034(2) Uani 0.37(4) 1 d D . P A 2
C17B C 0.0704(9) 0.8135(12) 0.3307(15) 0.0176(12) Uani 0.37(4) 1 d D . P A 2
C16 C 0.03706(9) 0.69941(11) 0.29734(11) 0.0149(3) Uani 1 1 d D . . . .
C18 C 0.0000 0.88989(16) 0.2500 0.0197(4) Uani 1 2 d DS T P . .


_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
C1 C3 1.499(2) . ?
C2 C3 1.3732(19) . ?
C2 C16 1.4621(19) . ?
C2 S1 1.7323(15) . ?
C3 C4 1.4257(19) . ?
C4 C5 1.3607(19) . ?
C5 C6 1.4895(19) . ?
C5 S1 1.7287(14) . ?
C6 C7 1.399(2) . ?
C6 C11 1.4179(19) . ?
C7 C8 1.386(2) . ?
C8 C9 1.378(2) . ?
C9 C10 1.391(2) . ?
C10 C11 1.398(2) . ?
C11 C12 1.549(2) . ?
C12 C13 1.537(2) . ?
C12 C15 1.538(2) . ?
C12 C14 1.541(2) . ?
F1 C18 1.3400(15) . ?
F2 C17 1.357(8) . ?
F3 C17 1.356(9) . ?
C17 C16 1.506(9) . ?
C17 C18 1.558(9) . ?
F2B C17B 1.345(15) . ?
F3B C17B 1.335(15) . ?
C17B C16 1.506(15) . ?
C17B C18 1.542(15) . ?
C16 C16 1.346(3) 2 ?
C18 F1 1.3400(15) 2 ?
C18 C17B 1.542(15) 2 ?
C18 C17 1.558(9) 2 ?

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
C3 C2 C16 126.87(13) . . ?
C3 C2 S1 111.58(10) . . ?
C16 C2 S1 121.55(10) . . ?
C2 C3 C4 111.47(12) . . ?
C2 C3 C1 125.50(13) . . ?
C4 C3 C1 122.98(12) . . ?
C5 C4 C3 114.32(12) . . ?
C4 C5 C6 130.93(13) . . ?
C4 C5 S1 110.58(10) . . ?
C6 C5 S1 118.36(10) . . ?
C7 C6 C11 120.31(13) . . ?
C7 C6 C5 114.83(12) . . ?
C11 C6 C5 124.86(12) . . ?
C8 C7 C6 121.72(14) . . ?
C9 C8 C7 118.67(14) . . ?
C8 C9 C10 120.09(14) . . ?
C9 C10 C11 123.03(14) . . ?
C10 C11 C6 116.17(13) . . ?
C10 C11 C12 119.62(13) . . ?
C6 C11 C12 124.21(12) . . ?
C13 C12 C15 107.00(13) . . ?
C13 C12 C14 106.55(12) . . ?
C15 C12 C14 109.33(13) . . ?
C13 C12 C11 111.31(12) . . ?
C15 C12 C11 112.42(12) . . ?
C14 C12 C11 110.01(12) . . ?
C5 S1 C2 91.97(7) . . ?
F3 C17 F2 105.9(6) . . ?
F3 C17 C16 111.3(7) . . ?
F2 C17 C16 112.9(7) . . ?
F3 C17 C18 109.8(7) . . ?
F2 C17 C18 112.2(8) . . ?
C16 C17 C18 104.8(5) . . ?
F3B C17B F2B 106.9(11) . . ?
F3B C17B C16 113.5(12) . . ?
F2B C17B C16 109.8(12) . . ?
F3B C17B C18 112.9(12) . . ?
F2B C17B C18 108.0(12) . . ?
C16 C17B C18 105.6(9) . . ?
C16 C16 C2 126.46(8) 2 . ?
C16 C16 C17 111.9(3) 2 . ?
C2 C16 C17 121.7(4) . . ?
C16 C16 C17B 111.3(6) 2 . ?
C2 C16 C17B 121.6(6) . . ?
F1 C18 F1 107.56(17) . 2 ?
F1 C18 C17B 116.8(7) . 2 ?
F1 C18 C17B 105.4(6) 2 2 ?
F1 C18 C17B 105.4(6) . . ?
F1 C18 C17B 116.8(7) 2 . ?
C17B C18 C17B 105.3(12) 2 . ?
F1 C18 C17 108.2(5) . 2 ?
F1 C18 C17 113.7(5) 2 2 ?
F1 C18 C17 113.7(5) . . ?
F1 C18 C17 108.2(5) 2 . ?
C17 C18 C17 105.6(7) 2 . ?

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
C16 C2 C3 C4 -178.90(13) . . . . ?
S1 C2 C3 C4 1.30(15) . . . . ?
C16 C2 C3 C1 3.6(2) . . . . ?
S1 C2 C3 C1 -176.20(11) . . . . ?
C2 C3 C4 C5 0.69(17) . . . . ?
C1 C3 C4 C5 178.27(13) . . . . ?
C3 C4 C5 C6 -178.12(14) . . . . ?
C3 C4 C5 S1 -2.35(15) . . . . ?
C4 C5 C6 C7 103.04(18) . . . . ?
S1 C5 C6 C7 -72.46(15) . . . . ?
C4 C5 C6 C11 -77.7(2) . . . . ?
S1 C5 C6 C11 106.80(14) . . . . ?
C11 C6 C7 C8 0.9(2) . . . . ?
C5 C6 C7 C8 -179.84(13) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C7 C8 C9 C10 -0.2(2) . . . . ?
C8 C9 C10 C11 0.0(2) . . . . ?
C9 C10 C11 C6 0.6(2) . . . . ?
C9 C10 C11 C12 -179.82(14) . . . . ?
C7 C6 C11 C10 -0.99(19) . . . . ?
C5 C6 C11 C10 179.79(13) . . . . ?
C7 C6 C11 C12 179.42(13) . . . . ?
C5 C6 C11 C12 0.2(2) . . . . ?
C10 C11 C12 C13 13.38(19) . . . . ?
C6 C11 C12 C13 -167.04(13) . . . . ?
C10 C11 C12 C15 133.41(14) . . . . ?
C6 C11 C12 C15 -47.01(18) . . . . ?
C10 C11 C12 C14 -104.49(15) . . . . ?
C6 C11 C12 C14 75.09(17) . . . . ?
C4 C5 S1 C2 2.58(11) . . . . ?
C6 C5 S1 C2 178.96(11) . . . . ?
C3 C2 S1 C5 -2.23(11) . . . . ?
C16 C2 S1 C5 177.96(12) . . . . ?
C3 C2 C16 C16 64.6(3) . . . 2 ?
S1 C2 C16 C16 -115.57(19) . . . 2 ?
C3 C2 C16 C17 -116.7(7) . . . . ?
S1 C2 C16 C17 63.0(7) . . . . ?
C3 C2 C16 C17B -104.9(9) . . . . ?
S1 C2 C16 C17B 74.8(9) . . . . ?
F3 C17 C16 C16 -127.2(7) . . . 2 ?
F2 C17 C16 C16 113.9(6) . . . 2 ?
C18 C17 C16 C16 -8.6(10) . . . 2 ?
F3 C17 C16 C2 54.0(7) . . . . ?
F2 C17 C16 C2 -64.9(8) . . . . ?
C18 C17 C16 C2 172.7(4) . . . . ?
F3B C17B C16 C16 -115.9(12) . . . 2 ?
F2B C17B C16 C16 124.5(13) . . . 2 ?
C18 C17B C16 C16 8.3(12) . . . 2 ?
F3B C17B C16 C2 55.1(14) . . . . ?
F2B C17B C16 C2 -64.5(14) . . . . ?
C18 C17B C16 C2 179.3(5) . . . . ?
F3B C17B C18 F1 -2.2(14) . . . . ?
F2B C17B C18 F1 115.7(11) . . . . ?
C16 C17B C18 F1 -126.9(8) . . . . ?
F3B C17B C18 F1 -121.6(12) . . . 2 ?
F2B C17B C18 F1 -3.7(14) . . . 2 ?
C16 C17B C18 F1 113.8(9) . . . 2 ?
F3B C17B C18 C17B 121.8(15) . . . 2 ?
F2B C17B C18 C17B -120.2(13) . . . 2 ?
C16 C17B C18 C17B -2.8(4) . . . 2 ?
F3 C17 C18 F1 4.0(7) . . . . ?
F2 C17 C18 F1 121.5(5) . . . . ?
C16 C17 C18 F1 -115.6(7) . . . . ?
F3 C17 C18 F1 -115.4(6) . . . 2 ?
F2 C17 C18 F1 2.1(7) . . . 2 ?
C16 C17 C18 F1 124.9(7) . . . 2 ?
F3 C17 C18 C17 122.5(7) . . . 2 ?
F2 C17 C18 C17 -120.0(8) . . . 2 ?
C16 C17 C18 C17 2.9(3) . . . 2 ?

_refine_diff_density_max         0.337
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.049



####################################################################### 
# 
# 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_6o-alpha
_database_code_depnum_ccdc_archive 'CCDC 2401656'
loop_
_audit_author_name
_audit_author_address
'Daichi Kitagawa'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2024-11-12 deposited with the CCDC.	2025-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H30 F6 S2'
_chemical_formula_sum            'C33 H30 F6 S2'
_chemical_formula_weight         604.69

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   22.8674(15)
_cell_length_b                   9.2455(5)
_cell_length_c                   13.9064(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2940.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6093
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.241
_shelx_estimated_absorpt_T_min   0.931
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.793
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            32055
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.792
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3361
_reflns_number_gt                3279
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0587P)²+1.4195P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3361
_refine_ls_number_parameters     227
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1224
_refine_ls_wR_factor_gt          0.1214
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.39106(2) 0.56506(4) 0.88415(3) 0.03415(14) Uani 1 1 d . . . . .
F1 F 0.41994(15) 0.2578(3) 0.8596(2) 0.0486(7) Uani 0.500(4) 1 d D . P A 1
F2 F 0.40266(16) 0.2549(4) 0.7066(3) 0.0474(8) Uani 0.500(4) 1 d D . P A 1
C16 C 0.4445(3) 0.2785(10) 0.7728(6) 0.0277(16) Uani 0.500(4) 1 d D . P A 1
F1B F 0.4567(2) 0.2584(3) 0.8877(2) 0.0594(10) Uani 0.500(4) 1 d D . P A 2
F2B F 0.40300(16) 0.2505(4) 0.7595(4) 0.0615(11) Uani 0.500(4) 1 d D . P A 2
C16B C 0.4575(4) 0.2876(13) 0.7910(7) 0.041(2) Uani 0.500(4) 1 d D . P A 2
C1 C 0.45086(8) 0.6975(2) 0.62598(12) 0.0419(4) Uani 1 1 d . . . . .
H1A H 0.4641 0.6045 0.6000 0.063 Uiso 1 1 calc R U . . .
H1B H 0.4843 0.7632 0.6318 0.063 Uiso 1 1 calc R U . . .
H1C H 0.4217 0.7399 0.5826 0.063 Uiso 1 1 calc R U . . .
C2 C 0.43318(7) 0.55656(16) 0.78087(11) 0.0311(3) Uani 1 1 d . . . . .
C3 C 0.42400(7) 0.67447(18) 0.72333(11) 0.0324(3) Uani 1 1 d . . . . .
C4 C 0.38358(7) 0.77207(18) 0.76501(12) 0.0339(3) Uani 1 1 d . . . . .
H4 H 0.3726 0.8604 0.7351 0.041 Uiso 1 1 calc R U . . .
C5 C 0.36176(7) 0.72902(17) 0.85142(11) 0.0319(3) Uani 1 1 d . . . . .
C6 C 0.32071(7) 0.80324(16) 0.91781(11) 0.0317(3) Uani 1 1 d . . . . .
C7 C 0.26058(7) 0.77449(17) 0.91367(11) 0.0318(3) Uani 1 1 d . . . . .
C8 C 0.22388(7) 0.84331(17) 0.97904(12) 0.0355(3) Uani 1 1 d . . . . .
H8 H 0.1832 0.8226 0.9773 0.043 Uiso 1 1 calc R U . . .
C9 C 0.24453(8) 0.94104(18) 1.04661(12) 0.0379(4) Uani 1 1 d . . . . .
C10 C 0.30430(8) 0.96738(19) 1.04868(12) 0.0407(4) Uani 1 1 d . . . . .
H10 H 0.3193 1.0338 1.0946 0.049 Uiso 1 1 calc R U . . .
C11 C 0.34296(7) 0.90029(18) 0.98621(12) 0.0368(4) Uani 1 1 d . . . . .
C12 C 0.40750(9) 0.9329(2) 0.99014(16) 0.0498(5) Uani 1 1 d . . . . .
H12A H 0.4156 0.9971 1.0446 0.075 Uiso 1 1 calc R U . . .
H12B H 0.4195 0.9802 0.9303 0.075 Uiso 1 1 calc R U . . .
H12C H 0.4294 0.8425 0.9981 0.075 Uiso 1 1 calc R U . . .
C13 C 0.23568(7) 0.67383(19) 0.83935(13) 0.0380(4) Uani 1 1 d . . . . .
H13A H 0.2540 0.5785 0.8457 0.057 Uiso 1 1 calc R U . . .
H13B H 0.2434 0.7126 0.7750 0.057 Uiso 1 1 calc R U . . .
H13C H 0.1934 0.6648 0.8489 0.057 Uiso 1 1 calc R U . . .
C14 C 0.20370(10) 1.0195(2) 1.11366(13) 0.0491(5) Uani 1 1 d . . . . .
H14A H 0.1981 1.1188 1.0909 0.074 Uiso 1 1 calc R U . . .
H14B H 0.2206 1.0212 1.1784 0.074 Uiso 1 1 calc R U . . .
H14C H 0.1659 0.9695 1.1153 0.074 Uiso 1 1 calc R U . . .
C15 C 0.47194(7) 0.43382(16) 0.76532(11) 0.0319(3) Uani 1 1 d . . . . .
F3 F 0.48477(12) 0.0669(2) 0.7034(2) 0.0536(7) Uani 0.5 1 d . . P A .
F4 F 0.51738(12) 0.1374(4) 0.8409(2) 0.0599(7) Uani 0.5 1 d . . P A .
C17 C 0.5000 0.1838(3) 0.7500 0.0399(5) Uani 1 2 d DS T P . .


_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 C5 1.7188(16) . ?
S1 C2 1.7312(16) . ?
F1 C16 1.346(9) . ?
F2 C16 1.346(7) . ?
C16 C15 1.570(9) . ?
C16 C17 1.573(9) . ?
F1B C16B 1.373(10) . ?
F2B C16B 1.364(8) . ?
C16B C15 1.437(12) . ?
C16B C17 1.480(11) . ?
C1 C3 1.502(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.368(2) . ?
C2 C15 1.456(2) . ?
C3 C4 1.416(2) . ?
C4 C5 1.361(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.485(2) . ?
C6 C7 1.402(2) . ?
C6 C11 1.403(2) . ?
C7 C8 1.391(2) . ?
C7 C13 1.503(2) . ?
C8 C9 1.386(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(3) . ?
C9 C14 1.506(2) . ?
C10 C11 1.386(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.507(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C15 1.352(3) 4_656 ?
F3 F4 0.898(3) 4_656 ?
F3 C17 1.308(3) . ?
F3 F3 1.470(6) 4_656 ?
F4 F3 0.898(3) 4_656 ?
F4 C17 1.393(2) . ?
C17 F3 1.308(3) 4_656 ?
C17 F4 1.393(2) 4_656 ?
C17 C16B 1.480(11) 4_656 ?
C17 C16 1.573(9) 4_656 ?

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
C5 S1 C2 92.13(8) . . ?
F1 C16 F2 107.0(6) . . ?
F1 C16 C15 110.9(6) . . ?
F2 C16 C15 112.8(6) . . ?
F1 C16 C17 116.0(6) . . ?
F2 C16 C17 110.2(6) . . ?
C15 C16 C17 100.0(5) . . ?
F2B C16B F1B 104.7(8) . . ?
F2B C16B C15 111.6(7) . . ?
F1B C16B C15 115.5(7) . . ?
F2B C16B C17 108.3(7) . . ?
F1B C16B C17 104.9(7) . . ?
C15 C16B C17 111.3(7) . . ?
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C15 128.86(14) . . ?
C3 C2 S1 111.32(12) . . ?
C15 C2 S1 119.81(11) . . ?
C2 C3 C4 111.62(14) . . ?
C2 C3 C1 125.27(15) . . ?
C4 C3 C1 123.06(15) . . ?
C5 C4 C3 114.49(15) . . ?
C5 C4 H4 122.8 . . ?
C3 C4 H4 122.8 . . ?
C4 C5 C6 130.23(15) . . ?
C4 C5 S1 110.42(12) . . ?
C6 C5 S1 119.31(11) . . ?
C7 C6 C11 120.31(15) . . ?
C7 C6 C5 120.46(14) . . ?
C11 C6 C5 119.21(14) . . ?
C8 C7 C6 118.56(15) . . ?
C8 C7 C13 120.28(14) . . ?
C6 C7 C13 121.15(14) . . ?
C9 C8 C7 122.38(16) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C10 117.62(15) . . ?
C8 C9 C14 121.49(17) . . ?
C10 C9 C14 120.87(17) . . ?
C11 C10 C9 122.43(16) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C10 C11 C6 118.69(16) . . ?
C10 C11 C12 120.82(16) . . ?
C6 C11 C12 120.48(16) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 C13 H13A 109.5 . . ?
C7 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C7 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C15 C16B 107.3(4) 4_656 . ?
C15 C15 C2 128.64(9) 4_656 . ?
C16B C15 C2 123.8(4) . . ?
C15 C15 C16 113.5(3) 4_656 . ?
C2 C15 C16 117.4(3) . . ?
F4 F3 C17 75.8(2) 4_656 . ?
F4 F3 F3 129.1(3) 4_656 4_656 ?
C17 F3 F3 55.79(14) . 4_656 ?
F3 F4 C17 65.5(3) 4_656 . ?
F3 C17 F3 68.4(3) . 4_656 ?
F3 C17 F4 105.7(3) . . ?
F3 C17 F4 38.70(15) 4_656 . ?
F3 C17 F4 38.70(15) . 4_656 ?
F3 C17 F4 105.7(3) 4_656 4_656 ?
F4 C17 F4 144.1(3) . 4_656 ?
F3 C17 C16B 121.4(5) . 4_656 ?
F3 C17 C16B 123.5(4) 4_656 4_656 ?
F4 C17 C16B 111.2(3) . 4_656 ?
F4 C17 C16B 92.2(4) 4_656 4_656 ?
F3 C17 C16B 123.5(4) . . ?
F3 C17 C16B 121.4(5) 4_656 . ?
F4 C17 C16B 92.2(4) . . ?
F4 C17 C16B 111.2(3) 4_656 . ?
C16B C17 C16B 99.2(9) 4_656 . ?
F3 C17 C16 110.2(3) . . ?
F3 C17 C16 125.1(4) 4_656 . ?
F4 C17 C16 102.7(3) . . ?
F4 C17 C16 97.1(3) 4_656 . ?
F3 C17 C16 125.1(4) . 4_656 ?
F3 C17 C16 110.2(3) 4_656 4_656 ?
F4 C17 C16 97.1(3) . 4_656 ?
F4 C17 C16 102.7(3) 4_656 4_656 ?
C16 C17 C16 112.4(7) . 4_656 ?

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
C5 S1 C2 C3 -0.96(13) . . . . ?
C5 S1 C2 C15 178.97(13) . . . . ?
C15 C2 C3 C4 -178.72(16) . . . . ?
S1 C2 C3 C4 1.21(17) . . . . ?
C15 C2 C3 C1 3.7(3) . . . . ?
S1 C2 C3 C1 -176.39(13) . . . . ?
C2 C3 C4 C5 -0.9(2) . . . . ?
C1 C3 C4 C5 176.76(15) . . . . ?
C3 C4 C5 C6 177.56(15) . . . . ?
C3 C4 C5 S1 0.17(18) . . . . ?
C2 S1 C5 C4 0.44(13) . . . . ?
C2 S1 C5 C6 -177.27(13) . . . . ?
C4 C5 C6 C7 94.5(2) . . . . ?
S1 C5 C6 C7 -88.32(17) . . . . ?
C4 C5 C6 C11 -86.9(2) . . . . ?
S1 C5 C6 C11 90.32(17) . . . . ?
C11 C6 C7 C8 -0.5(2) . . . . ?
C5 C6 C7 C8 178.18(14) . . . . ?
C11 C6 C7 C13 178.42(15) . . . . ?
C5 C6 C7 C13 -2.9(2) . . . . ?
C6 C7 C8 C9 1.3(2) . . . . ?
C13 C7 C8 C9 -177.61(15) . . . . ?
C7 C8 C9 C10 -1.1(2) . . . . ?
C7 C8 C9 C14 177.13(15) . . . . ?
C8 C9 C10 C11 0.2(2) . . . . ?
C14 C9 C10 C11 -178.11(16) . . . . ?
C9 C10 C11 C6 0.6(3) . . . . ?
C9 C10 C11 C12 179.42(17) . . . . ?
C7 C6 C11 C10 -0.5(2) . . . . ?
C5 C6 C11 C10 -179.11(15) . . . . ?
C7 C6 C11 C12 -179.27(16) . . . . ?
C5 C6 C11 C12 2.1(2) . . . . ?
F2B C16B C15 C15 -137.7(6) . . . 4_656 ?
F1B C16B C15 C15 102.9(7) . . . 4_656 ?
C17 C16B C15 C15 -16.6(6) . . . 4_656 ?
F2B C16B C15 C2 48.0(8) . . . . ?
F1B C16B C15 C2 -71.4(8) . . . . ?
C17 C16B C15 C2 169.1(3) . . . . ?
C3 C2 C15 C15 44.9(3) . . . 4_656 ?
S1 C2 C15 C15 -135.0(2) . . . 4_656 ?
C3 C2 C15 C16B -142.0(4) . . . . ?
S1 C2 C15 C16B 38.0(4) . . . . ?
C3 C2 C15 C16 -127.1(4) . . . . ?
S1 C2 C15 C16 53.0(4) . . . . ?
F1 C16 C15 C15 128.8(5) . . . 4_656 ?
F2 C16 C15 C15 -111.2(5) . . . 4_656 ?
C17 C16 C15 C15 5.9(5) . . . 4_656 ?
F1 C16 C15 C2 -57.9(6) . . . . ?
F2 C16 C15 C2 62.1(7) . . . . ?
C17 C16 C15 C2 179.1(2) . . . . ?
F4 F3 C17 F3 -163.4(4) 4_656 . . 4_656 ?
F4 F3 C17 F4 -174.09(15) 4_656 . . . ?
F3 F3 C17 F4 -10.7(3) 4_656 . . . ?
F3 F3 C17 F4 163.4(4) 4_656 . . 4_656 ?
F4 F3 C17 C16B -46.4(5) 4_656 . . 4_656 ?
F3 F3 C17 C16B 117.0(4) 4_656 . . 4_656 ?
F4 F3 C17 C16B 82.4(6) 4_656 . . . ?
F3 F3 C17 C16B -114.2(5) 4_656 . . . ?
F4 F3 C17 C16 75.7(4) 4_656 . . . ?
F3 F3 C17 C16 -120.9(4) 4_656 . . . ?
F4 F3 C17 C16 -63.3(5) 4_656 . . 4_656 ?
F3 F3 C17 C16 100.1(4) 4_656 . . 4_656 ?
F3 F4 C17 F3 16.0(4) 4_656 . . . ?
F3 F4 C17 F4 9.7(2) 4_656 . . 4_656 ?
F3 F4 C17 C16B -117.5(6) 4_656 . . 4_656 ?
F3 F4 C17 C16B 141.8(5) 4_656 . . . ?
F3 F4 C17 C16 131.5(4) 4_656 . . . ?
F3 F4 C17 C16 -113.6(4) 4_656 . . 4_656 ?
F2B C16B C17 F3 -8.7(10) . . . . ?
F1B C16B C17 F3 102.7(5) . . . . ?
C15 C16B C17 F3 -131.6(4) . . . . ?
F2B C16B C17 F3 -92.2(7) . . . 4_656 ?
F1B C16B C17 F3 19.2(8) . . . 4_656 ?
C15 C16B C17 F3 144.9(4) . . . 4_656 ?
F2B C16B C17 F4 -119.1(7) . . . . ?
F1B C16B C17 F4 -7.7(6) . . . . ?
C15 C16B C17 F4 117.9(5) . . . . ?
F2B C16B C17 F4 33.0(9) . . . 4_656 ?
F1B C16B C17 F4 144.4(5) . . . 4_656 ?
C15 C16B C17 F4 -90.0(5) . . . 4_656 ?
F2B C16B C17 C16B 129.0(9) . . . 4_656 ?
F1B C16B C17 C16B -119.6(7) . . . 4_656 ?
C15 C16B C17 C16B 6.0(2) . . . 4_656 ?
F1 C16 C17 F3 94.3(5) . . . . ?
F2 C16 C17 F3 -27.4(7) . . . . ?
C15 C16 C17 F3 -146.4(3) . . . . ?
F1 C16 C17 F3 17.1(7) . . . 4_656 ?
F2 C16 C17 F3 -104.7(6) . . . 4_656 ?
C15 C16 C17 F3 136.3(3) . . . 4_656 ?
F1 C16 C17 F4 -17.8(6) . . . . ?
F2 C16 C17 F4 -139.6(5) . . . . ?
C15 C16 C17 F4 101.4(4) . . . . ?
F1 C16 C17 F4 132.0(5) . . . 4_656 ?
F2 C16 C17 F4 10.2(6) . . . 4_656 ?
C15 C16 C17 F4 -108.8(4) . . . 4_656 ?
F1 C16 C17 C16 -121.1(6) . . . 4_656 ?
F2 C16 C17 C16 117.1(7) . . . 4_656 ?
C15 C16 C17 C16 -1.91(16) . . . 4_656 ?

_refine_diff_density_max         0.260
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.044



####################################################################### 
# 
# 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_7o
_database_code_depnum_ccdc_archive 'CCDC 2416015'
loop_
_audit_author_name
_audit_author_address
'Daichi Kitagawa'
;Osaka Metropolitan University
Japan
;
_audit_update_record             
;
2025-01-10 deposited with the CCDC.	2025-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H54 F6 S2, C3 H6 O'
_chemical_formula_sum            'C48 H60 F6 O S2'
_chemical_formula_weight         831.08

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   23.9547(5)
_cell_length_b                   10.3420(2)
_cell_length_c                   29.3845(7)
_cell_angle_alpha                90
_cell_angle_beta                 111.651(2)
_cell_angle_gamma                90
_cell_volume                     6766.1(3)
_cell_formula_units_Z            6
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    9389
_cell_measurement_theta_min      3.9590
_cell_measurement_theta_max      71.4560

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_F_000             2652
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.560
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88199
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.98a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            18274
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         3.236
_diffrn_reflns_theta_max         71.513
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.806
_diffrn_reflns_point_group_measured_fraction_full 0.840
_reflns_number_total             10625
_reflns_number_gt                9387
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.600
_reflns_Friedel_fraction_max     0.642
_reflns_Friedel_fraction_full    0.678

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1017P)²+3.8979P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3173 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.015(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10625
_refine_ls_number_parameters     796
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1641
_refine_ls_wR_factor_gt          0.1544
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
F1 F 0.41750(16) 0.3402(3) 0.08518(11) 0.0651(10) Uani 1 1 d . . . . .
F2 F 0.39642(12) 0.3268(3) 0.14974(15) 0.0590(10) Uani 1 1 d . . . . .
F3 F 0.50650(14) 0.2047(5) 0.11998(15) 0.0892(16) Uani 1 1 d . . . . .
F4 F 0.47792(14) 0.1640(4) 0.17991(17) 0.0910(16) Uani 1 1 d . . . . .
F5 F 0.59568(11) 0.3140(3) 0.18012(13) 0.0490(8) Uani 1 1 d . . . . .
F6 F 0.55904(15) 0.3062(3) 0.23687(10) 0.0560(9) Uani 1 1 d . . . . .
F7 F 0.60061(11) 0.3051(3) 0.51763(14) 0.0531(9) Uani 1 1 d . . . . .
F8 F 0.56878(16) 0.3075(3) 0.57717(10) 0.0587(9) Uani 1 1 d . . . . .
F9 F 0.51538(14) 0.1647(4) 0.46981(15) 0.0848(14) Uani 1 1 d . . . . .
C1 C 0.50372(16) 0.7390(4) 0.10521(15) 0.0260(8) Uani 1 1 d . . . . .
H1 H 0.5258 0.8043 0.1293 0.039 Uiso 1 1 calc R U . . .
H1A H 0.4962 0.7713 0.0721 0.039 Uiso 1 1 calc R U . . .
H1B H 0.5276 0.6594 0.1107 0.039 Uiso 1 1 calc R U . . .
C2 C 0.43097(15) 0.5995(4) 0.12945(12) 0.0202(8) Uani 1 1 d . . . . .
C3 C 0.44532(15) 0.7113(4) 0.11058(13) 0.0212(7) Uani 1 1 d . . . . .
C4 C 0.39654(16) 0.8000(4) 0.09567(13) 0.0249(8) Uani 1 1 d . . . . .
H4 H 0.3988 0.8821 0.0819 0.030 Uiso 1 1 calc R U . . .
C5 C 0.34625(16) 0.7583(4) 0.10260(13) 0.0240(8) Uani 1 1 d . . . . .
C6 C 0.28781(16) 0.8252(4) 0.09175(13) 0.0248(8) Uani 1 1 d . . . . .
C7 C 0.28072(17) 0.9122(4) 0.12640(14) 0.0273(9) Uani 1 1 d . . . . .
C8 C 0.22567(18) 0.9743(5) 0.11476(14) 0.0291(9) Uani 1 1 d . . . . .
H8 H 0.2203 1.0324 0.1379 0.035 Uiso 1 1 calc R U . . .
C9 C 0.17804(18) 0.9543(5) 0.07038(15) 0.0309(9) Uani 1 1 d . . . . .
C10 C 0.18639(17) 0.8674(5) 0.03707(15) 0.0306(9) Uani 1 1 d . . . . .
H10 H 0.1543 0.8528 0.0067 0.037 Uiso 1 1 calc R U . . .
C11 C 0.24024(16) 0.8015(4) 0.04695(13) 0.0257(8) Uani 1 1 d . . . . .
C12 C 0.33055(18) 0.9365(4) 0.17610(15) 0.0318(9) Uani 1 1 d . . . . .
H12 H 0.3696 0.9086 0.1742 0.038 Uiso 1 1 calc R U . . .
C13 C 0.3195(3) 0.8567(5) 0.21531(16) 0.0501(13) Uani 1 1 d . . . . .
H13 H 0.2816 0.8835 0.2180 0.075 Uiso 1 1 calc R U . . .
H13A H 0.3526 0.8700 0.2468 0.075 Uiso 1 1 calc R U . . .
H13B H 0.3173 0.7649 0.2065 0.075 Uiso 1 1 calc R U . . .
C14 C 0.3358(2) 1.0792(5) 0.1909(2) 0.0545(14) Uani 1 1 d . . . . .
H14 H 0.2985 1.1072 0.1944 0.082 Uiso 1 1 calc R U . . .
H14A H 0.3427 1.1312 0.1657 0.082 Uiso 1 1 calc R U . . .
H14B H 0.3694 1.0904 0.2222 0.082 Uiso 1 1 calc R U . . .
C15 C 0.11828(18) 1.0208(5) 0.06046(15) 0.0373(11) Uani 1 1 d . . . . .
H15 H 0.1233 1.0805 0.0885 0.045 Uiso 1 1 calc R U . . .
C16 C 0.0700(2) 0.9237(6) 0.0583(2) 0.0608(18) Uani 1 1 d . . . . .
H16 H 0.0622 0.8673 0.0298 0.091 Uiso 1 1 calc R U . . .
H16A H 0.0331 0.9696 0.0554 0.091 Uiso 1 1 calc R U . . .
H16B H 0.0835 0.8713 0.0882 0.091 Uiso 1 1 calc R U . . .
C17 C 0.09854(19) 1.1017(5) 0.01396(17) 0.0390(11) Uani 1 1 d . . . . .
H17 H 0.1307 1.1618 0.0153 0.058 Uiso 1 1 calc R U . . .
H17A H 0.0624 1.1507 0.0111 0.058 Uiso 1 1 calc R U . . .
H17B H 0.0898 1.0447 -0.0145 0.058 Uiso 1 1 calc R U . . .
C18 C 0.24641(17) 0.7093(4) 0.00877(14) 0.0296(9) Uani 1 1 d . . . . .
H18 H 0.2843 0.6588 0.0245 0.035 Uiso 1 1 calc R U . . .
C19 C 0.1940(2) 0.6127(5) -0.00916(17) 0.0379(10) Uani 1 1 d . . . . .
H19 H 0.1898 0.5693 0.0191 0.057 Uiso 1 1 calc R U . . .
H19A H 0.2020 0.5482 -0.0304 0.057 Uiso 1 1 calc R U . . .
H19B H 0.1568 0.6589 -0.0275 0.057 Uiso 1 1 calc R U . . .
C20 C 0.2514(2) 0.7815(5) -0.03454(16) 0.0357(10) Uani 1 1 d . . . . .
H20 H 0.2161 0.8371 -0.0491 0.054 Uiso 1 1 calc R U . . .
H20A H 0.2535 0.7193 -0.0590 0.054 Uiso 1 1 calc R U . . .
H20B H 0.2878 0.8349 -0.0234 0.054 Uiso 1 1 calc R U . . .
C21 C 0.46784(16) 0.4852(4) 0.14929(13) 0.0211(7) Uani 1 1 d . . . . .
C22 C 0.44155(17) 0.3529(4) 0.13406(16) 0.0308(9) Uani 1 1 d . . . . .
C23 C 0.49296(19) 0.2568(4) 0.15626(18) 0.0355(10) Uani 1 1 d . . . . .
C24 C 0.54620(17) 0.3392(4) 0.18947(15) 0.0273(8) Uani 1 1 d . . . . .
C25 C 0.52561(16) 0.4770(4) 0.18034(13) 0.0199(7) Uani 1 1 d . . . . .
C26 C 0.49934(16) 0.7180(4) 0.23639(14) 0.0253(8) Uani 1 1 d . . . . .
H26 H 0.4770 0.7846 0.2130 0.038 Uiso 1 1 calc R U . . .
H26A H 0.5088 0.7495 0.2699 0.038 Uiso 1 1 calc R U . . .
H26B H 0.4748 0.6395 0.2313 0.038 Uiso 1 1 calc R U . . .
C27 C 0.56706(14) 0.5811(4) 0.20540(12) 0.0193(7) Uani 1 1 d . . . . .
C28 C 0.55628(15) 0.6880(4) 0.22881(12) 0.0206(7) Uani 1 1 d . . . . .
C29 C 0.60783(15) 0.7690(4) 0.24670(13) 0.0217(7) Uani 1 1 d . . . . .
H29 H 0.6088 0.8465 0.2644 0.026 Uiso 1 1 calc R U . . .
C30 C 0.65587(15) 0.7261(4) 0.23628(12) 0.0207(7) Uani 1 1 d . . . . .
C31 C 0.71487(15) 0.7900(4) 0.24596(13) 0.0219(7) Uani 1 1 d . . . . .
C32 C 0.76385(16) 0.7660(4) 0.28947(13) 0.0216(7) Uani 1 1 d . . . . .
C33 C 0.81751(16) 0.8314(4) 0.29765(14) 0.0247(8) Uani 1 1 d . . . . .
H33 H 0.8507 0.8164 0.3273 0.030 Uiso 1 1 calc R U . . .
C34 C 0.82407(17) 0.9181(4) 0.26375(14) 0.0248(8) Uani 1 1 d . . . . .
C35 C 0.77521(17) 0.9391(4) 0.22078(14) 0.0235(8) Uani 1 1 d . . . . .
H35 H 0.7792 0.9980 0.1973 0.028 Uiso 1 1 calc R U . . .
C36 C 0.72040(17) 0.8767(4) 0.21082(14) 0.0246(8) Uani 1 1 d . . . . .
C37 C 0.75912(16) 0.6723(4) 0.32806(14) 0.0266(8) Uani 1 1 d . . . . .
H37 H 0.7222 0.6187 0.3123 0.032 Uiso 1 1 calc R U . . .
C38 C 0.81277(18) 0.5799(4) 0.34711(16) 0.0328(9) Uani 1 1 d . . . . .
H38 H 0.8193 0.5392 0.3194 0.049 Uiso 1 1 calc R U . . .
H38A H 0.8046 0.5131 0.3675 0.049 Uiso 1 1 calc R U . . .
H38B H 0.8488 0.6284 0.3667 0.049 Uiso 1 1 calc R U . . .
C39 C 0.7518(2) 0.7450(5) 0.37049(16) 0.0348(10) Uani 1 1 d . . . . .
H39 H 0.7870 0.7998 0.3863 0.052 Uiso 1 1 calc R U . . .
H39A H 0.7479 0.6829 0.3944 0.052 Uiso 1 1 calc R U . . .
H39B H 0.7157 0.7990 0.3582 0.052 Uiso 1 1 calc R U . . .
C40 C 0.88347(17) 0.9861(4) 0.27245(14) 0.0264(8) Uani 1 1 d . . . . .
H40 H 0.8779 1.0423 0.2434 0.032 Uiso 1 1 calc R U . . .
C41 C 0.93237(19) 0.8886(5) 0.2762(2) 0.0399(11) Uani 1 1 d . . . . .
H41 H 0.9393 0.8331 0.3048 0.060 Uiso 1 1 calc R U . . .
H41A H 0.9695 0.9344 0.2797 0.060 Uiso 1 1 calc R U . . .
H41B H 0.9198 0.8353 0.2466 0.060 Uiso 1 1 calc R U . . .
C42 C 0.90203(18) 1.0730(5) 0.31756(16) 0.0343(9) Uani 1 1 d . . . . .
H42 H 0.8703 1.1366 0.3139 0.051 Uiso 1 1 calc R U . . .
H42A H 0.9394 1.1180 0.3211 0.051 Uiso 1 1 calc R U . . .
H42B H 0.9083 1.0202 0.3467 0.051 Uiso 1 1 calc R U . . .
C43 C 0.66811(18) 0.9047(4) 0.16319(15) 0.0296(9) Uani 1 1 d . . . . .
H43 H 0.6351 0.8428 0.1609 0.035 Uiso 1 1 calc R U . . .
C44 C 0.6844(2) 0.8844(6) 0.11875(15) 0.0467(13) Uani 1 1 d . . . . .
H44 H 0.7182 0.9407 0.1209 0.070 Uiso 1 1 calc R U . . .
H44A H 0.6498 0.9055 0.0891 0.070 Uiso 1 1 calc R U . . .
H44B H 0.6958 0.7939 0.1174 0.070 Uiso 1 1 calc R U . . .
C45 C 0.6444(3) 1.0400(6) 0.1637(2) 0.081(2) Uani 1 1 d . . . . .
H45 H 0.6364 1.0529 0.1938 0.121 Uiso 1 1 calc R U . . .
H45A H 0.6071 1.0518 0.1352 0.121 Uiso 1 1 calc R U . . .
H45B H 0.6743 1.1031 0.1624 0.121 Uiso 1 1 calc R U . . .
C46 C 0.49686(16) 0.7138(4) 0.56543(14) 0.0252(8) Uani 1 1 d . . . . .
H46 H 0.4740 0.7766 0.5406 0.038 Uiso 1 1 calc R U . . .
H46A H 0.5051 0.7499 0.5981 0.038 Uiso 1 1 calc R U . . .
H46B H 0.4734 0.6341 0.5616 0.038 Uiso 1 1 calc R U . . .
C47 C 0.56803(15) 0.5753(4) 0.53872(12) 0.0208(7) Uani 1 1 d . . . . .
C48 C 0.55513(15) 0.6843(4) 0.55931(13) 0.0218(8) Uani 1 1 d . . . . .
C49 C 0.60534(16) 0.7702(4) 0.57577(13) 0.0239(8) Uani 1 1 d . . . . .
H49 H 0.6045 0.8507 0.5911 0.029 Uiso 1 1 calc R U . . .
C50 C 0.65456(16) 0.7270(4) 0.56766(13) 0.0226(8) Uani 1 1 d . . . . .
C51 C 0.71358(16) 0.7911(4) 0.57774(13) 0.0240(8) Uani 1 1 d . . . . .
C52 C 0.72004(17) 0.8757(4) 0.54229(14) 0.0267(8) Uani 1 1 d . . . . .
C53 C 0.77532(17) 0.9366(4) 0.55243(14) 0.0268(8) Uani 1 1 d . . . . .
H53 H 0.7802 0.9935 0.5288 0.032 Uiso 1 1 calc R U . . .
C54 C 0.82344(17) 0.9165(4) 0.59614(14) 0.0268(8) Uani 1 1 d . . . . .
C55 C 0.81561(16) 0.8338(4) 0.63055(14) 0.0263(8) Uani 1 1 d . . . . .
H55 H 0.8480 0.8215 0.6609 0.032 Uiso 1 1 calc R U . . .
C56 C 0.76194(16) 0.7685(4) 0.62201(13) 0.0240(8) Uani 1 1 d . . . . .
C57 C 0.66923(17) 0.9009(5) 0.49308(15) 0.0310(9) Uani 1 1 d . . . . .
H57 H 0.6323 0.8568 0.4935 0.037 Uiso 1 1 calc R U . . .
C58 C 0.6836(2) 0.8464(7) 0.45150(17) 0.0549(15) Uani 1 1 d . . . . .
H58 H 0.7200 0.8876 0.4506 0.082 Uiso 1 1 calc R U . . .
H58A H 0.6500 0.8630 0.4206 0.082 Uiso 1 1 calc R U . . .
H58B H 0.6901 0.7530 0.4560 0.082 Uiso 1 1 calc R U . . .
C59 C 0.6558(3) 1.0442(6) 0.4850(2) 0.083(3) Uani 1 1 d . . . . .
H59 H 0.6483 1.0802 0.5130 0.125 Uiso 1 1 calc R U . . .
H59A H 0.6201 1.0566 0.4552 0.125 Uiso 1 1 calc R U . . .
H59B H 0.6901 1.0883 0.4815 0.125 Uiso 1 1 calc R U . . .
C60 C 0.88317(17) 0.9828(4) 0.60477(15) 0.0298(9) Uani 1 1 d . . . . .
H60 H 0.8778 1.0397 0.5759 0.036 Uiso 1 1 calc R U . . .
C61 C 0.93098(19) 0.8829(5) 0.6075(2) 0.0441(12) Uani 1 1 d . . . . .
H61 H 0.9393 0.8296 0.6369 0.066 Uiso 1 1 calc R U . . .
H61A H 0.9678 0.9271 0.6091 0.066 Uiso 1 1 calc R U . . .
H61B H 0.9166 0.8277 0.5784 0.066 Uiso 1 1 calc R U . . .
C62 C 0.90283(18) 1.0680(5) 0.65019(16) 0.0357(10) Uani 1 1 d . . . . .
H62 H 0.8709 1.1302 0.6477 0.053 Uiso 1 1 calc R U . . .
H62A H 0.9395 1.1147 0.6528 0.053 Uiso 1 1 calc R U . . .
H62B H 0.9107 1.0140 0.6793 0.053 Uiso 1 1 calc R U . . .
C63 C 0.75657(17) 0.6776(4) 0.66086(15) 0.0280(9) Uani 1 1 d . . . . .
H63 H 0.7185 0.6273 0.6459 0.034 Uiso 1 1 calc R U . . .
C64 C 0.8088(2) 0.5810(5) 0.6790(2) 0.0444(11) Uani 1 1 d . . . . .
H64 H 0.8125 0.5357 0.6509 0.067 Uiso 1 1 calc R U . . .
H64A H 0.8011 0.5181 0.7009 0.067 Uiso 1 1 calc R U . . .
H64B H 0.8462 0.6275 0.6967 0.067 Uiso 1 1 calc R U . . .
C65 C 0.7530(2) 0.7521(5) 0.70426(17) 0.0421(11) Uani 1 1 d . . . . .
H65 H 0.7894 0.8046 0.7189 0.063 Uiso 1 1 calc R U . . .
H65A H 0.7498 0.6911 0.7287 0.063 Uiso 1 1 calc R U . . .
H65B H 0.7177 0.8085 0.6932 0.063 Uiso 1 1 calc R U . . .
C66 C 0.52873(16) 0.4657(4) 0.51589(13) 0.0202(7) Uani 1 1 d . . . . .
C67 C 0.55197(16) 0.3306(4) 0.52877(14) 0.0264(8) Uani 1 1 d . . . . .
C68 C 0.5000 0.2395(6) 0.5000 0.0307(13) Uani 1 2 d S T P . .
S1 S 0.35768(3) 0.60466(8) 0.12778(3) 0.0220(3) Uani 1 1 d . . . . .
S2 S 0.63981(4) 0.58091(9) 0.20587(3) 0.0208(2) Uani 1 1 d . . . . .
S3 S 0.64118(4) 0.57715(9) 0.54025(3) 0.0227(2) Uani 1 1 d . . . . .
O1 O 0.5000 0.8833(7) 0.0000 0.106(3) Uani 1 2 d S T P . .
O2 O 0.5331(5) -0.1124(7) 0.3440(2) 0.186(4) Uani 1 1 d . . . . .
C71 C 0.5000 0.9978(7) 0.0000 0.0444(16) Uani 1 2 d S T P . .
C72 C 0.5111(3) -0.0087(5) 0.33295(17) 0.0565(15) Uani 1 1 d . . . . .
C73 C 0.5197(3) 0.0629(7) 0.2929(3) 0.079(2) Uani 1 1 d . . . . .
H73 H 0.5486 0.1330 0.3065 0.118 Uiso 1 1 calc R U . . .
H73A H 0.4812 0.0993 0.2714 0.118 Uiso 1 1 calc R U . . .
H73B H 0.5351 0.0042 0.2740 0.118 Uiso 1 1 calc R U . . .
C74 C 0.4730(3) 0.0463(8) 0.3564(3) 0.083(2) Uani 1 1 d . . . . .
H74 H 0.4630 -0.0204 0.3759 0.124 Uiso 1 1 calc R U . . .
H74A H 0.4360 0.0791 0.3314 0.124 Uiso 1 1 calc R U . . .
H74B H 0.4942 0.1175 0.3779 0.124 Uiso 1 1 calc R U . . .
C75 C 0.5500(3) 1.0672(12) -0.0030(4) 0.121(4) Uani 1 1 d . . . . .
H75 H 0.5832 1.0071 0.0013 0.182 Uiso 1 1 calc R U . . .
H75A H 0.5628 1.1330 0.0229 0.182 Uiso 1 1 calc R U . . .
H75B H 0.5383 1.1091 -0.0350 0.182 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
F1 C22 1.342(5) . ?
F2 C22 1.349(5) . ?
F3 C23 1.337(6) . ?
F4 C23 1.311(6) . ?
F5 C24 1.338(5) . ?
F6 C24 1.354(5) . ?
F7 C67 1.347(5) . ?
F8 C67 1.349(5) . ?
F9 C68 1.327(5) . ?
C1 C3 1.492(5) . ?
C1 H1 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 C3 1.379(5) . ?
C2 C21 1.462(5) . ?
C2 S1 1.739(3) . ?
C3 C4 1.422(5) . ?
C4 C5 1.364(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.487(5) . ?
C5 S1 1.731(4) . ?
C6 C11 1.409(5) . ?
C6 C7 1.415(6) . ?
C7 C8 1.392(5) . ?
C7 C12 1.528(5) . ?
C8 C9 1.396(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.396(6) . ?
C9 C15 1.517(5) . ?
C10 C11 1.391(5) . ?
C10 H10 0.9500 . ?
C11 C18 1.521(6) . ?
C12 C13 1.518(6) . ?
C12 C14 1.530(7) . ?
C12 H12 1.0000 . ?
C13 H13 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.515(7) . ?
C15 C17 1.521(6) . ?
C15 H15 1.0000 . ?
C16 H16 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C20 1.518(6) . ?
C18 C19 1.538(6) . ?
C18 H18 1.0000 . ?
C19 H19 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 H20 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C21 C25 1.350(6) . ?
C21 C22 1.504(5) . ?
C22 C23 1.529(6) . ?
C23 C24 1.545(5) . ?
C24 C25 1.499(5) . ?
C25 C27 1.466(5) . ?
C26 C28 1.493(5) . ?
C26 H26 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C27 C28 1.376(5) . ?
C27 S2 1.738(3) . ?
C28 C29 1.423(5) . ?
C29 C30 1.370(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.490(5) . ?
C30 S2 1.716(4) . ?
C31 C32 1.402(5) . ?
C31 C36 1.410(5) . ?
C32 C33 1.393(5) . ?
C32 C37 1.528(5) . ?
C33 C34 1.392(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.386(5) . ?
C34 C40 1.522(5) . ?
C35 C36 1.394(5) . ?
C35 H35 0.9500 . ?
C36 C43 1.523(5) . ?
C37 C39 1.521(6) . ?
C37 C38 1.532(6) . ?
C37 H37 1.0000 . ?
C38 H38 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C39 H39 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C40 C41 1.519(6) . ?
C40 C42 1.525(6) . ?
C40 H40 1.0000 . ?
C41 H41 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C42 H42 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C43 C44 1.509(6) . ?
C43 C45 1.512(7) . ?
C43 H43 1.0000 . ?
C44 H44 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C45 H45 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C46 C48 1.503(5) . ?
C46 H46 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C47 C48 1.367(5) . ?
C47 C66 1.468(5) . ?
C47 S3 1.736(3) . ?
C48 C49 1.429(5) . ?
C49 C50 1.362(5) . ?
C49 H49 0.9500 . ?
C50 C51 1.489(5) . ?
C50 S3 1.721(4) . ?
C51 C56 1.406(5) . ?
C51 C52 1.412(6) . ?
C52 C53 1.396(5) . ?
C52 C57 1.530(5) . ?
C53 C54 1.389(6) . ?
C53 H53 0.9500 . ?
C54 C55 1.389(6) . ?
C54 C60 1.521(5) . ?
C55 C56 1.391(5) . ?
C55 H55 0.9500 . ?
C56 C63 1.520(5) . ?
C57 C58 1.496(6) . ?
C57 C59 1.517(8) . ?
C57 H57 1.0000 . ?
C58 H58 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C59 H59 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C60 C62 1.522(6) . ?
C60 C61 1.522(6) . ?
C60 H60 1.0000 . ?
C61 H61 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C62 H62 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C63 C65 1.518(6) . ?
C63 C64 1.535(6) . ?
C63 H63 1.0000 . ?
C64 H64 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C65 H65 0.9800 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C66 C66 1.348(7) 2_656 ?
C66 C67 1.500(5) . ?
C67 C68 1.541(5) . ?
C68 F9 1.327(5) 2_656 ?
C68 C67 1.541(5) 2_656 ?
O1 C71 1.184(11) . ?
O2 C72 1.186(9) . ?
C71 C75 1.425(8) 2_655 ?
C71 C75 1.425(8) . ?
C72 C74 1.448(9) . ?
C72 C73 1.469(8) . ?
C73 H73 0.9800 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C74 H74 0.9800 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C75 H75 0.9800 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C1 H1 109.5 . . ?
C3 C1 H1A 109.5 . . ?
H1 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C2 C21 129.4(3) . . ?
C3 C2 S1 111.2(3) . . ?
C21 C2 S1 119.4(3) . . ?
C2 C3 C4 111.5(3) . . ?
C2 C3 C1 125.9(3) . . ?
C4 C3 C1 122.6(3) . . ?
C5 C4 C3 114.9(4) . . ?
C5 C4 H4 122.6 . . ?
C3 C4 H4 122.6 . . ?
C4 C5 C6 129.4(4) . . ?
C4 C5 S1 110.2(3) . . ?
C6 C5 S1 120.4(3) . . ?
C11 C6 C7 120.8(3) . . ?
C11 C6 C5 119.5(3) . . ?
C7 C6 C5 119.7(3) . . ?
C8 C7 C6 118.1(4) . . ?
C8 C7 C12 119.6(4) . . ?
C6 C7 C12 122.3(3) . . ?
C7 C8 C9 122.4(4) . . ?
C7 C8 H8 118.8 . . ?
C9 C8 H8 118.8 . . ?
C8 C9 C10 118.1(4) . . ?
C8 C9 C15 120.0(4) . . ?
C10 C9 C15 121.8(4) . . ?
C11 C10 C9 122.0(4) . . ?
C11 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C10 C11 C6 118.6(4) . . ?
C10 C11 C18 119.2(3) . . ?
C6 C11 C18 122.2(3) . . ?
C13 C12 C7 110.0(4) . . ?
C13 C12 C14 109.1(4) . . ?
C7 C12 C14 112.6(4) . . ?
C13 C12 H12 108.3 . . ?
C7 C12 H12 108.3 . . ?
C14 C12 H12 108.3 . . ?
C12 C13 H13 109.5 . . ?
C12 C13 H13A 109.5 . . ?
H13 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C14 H14 109.5 . . ?
C12 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C16 C15 C9 111.0(4) . . ?
C16 C15 C17 110.3(4) . . ?
C9 C15 C17 112.4(3) . . ?
C16 C15 H15 107.6 . . ?
C9 C15 H15 107.6 . . ?
C17 C15 H15 107.6 . . ?
C15 C16 H16 109.5 . . ?
C15 C16 H16A 109.5 . . ?
H16 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C17 H17 109.5 . . ?
C15 C17 H17A 109.5 . . ?
H17 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C20 C18 C11 111.7(4) . . ?
C20 C18 C19 109.8(3) . . ?
C11 C18 C19 111.8(4) . . ?
C20 C18 H18 107.8 . . ?
C11 C18 H18 107.8 . . ?
C19 C18 H18 107.8 . . ?
C18 C19 H19 109.5 . . ?
C18 C19 H19A 109.5 . . ?
H19 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C20 H20 109.5 . . ?
C18 C20 H20A 109.5 . . ?
H20 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C25 C21 C2 129.7(3) . . ?
C25 C21 C22 110.9(3) . . ?
C2 C21 C22 119.5(3) . . ?
F1 C22 F2 105.3(4) . . ?
F1 C22 C21 112.0(3) . . ?
F2 C22 C21 112.4(4) . . ?
F1 C22 C23 110.7(4) . . ?
F2 C22 C23 110.2(4) . . ?
C21 C22 C23 106.4(3) . . ?
F4 C23 F3 108.8(5) . . ?
F4 C23 C22 111.5(4) . . ?
F3 C23 C22 108.4(4) . . ?
F4 C23 C24 113.2(4) . . ?
F3 C23 C24 109.8(4) . . ?
C22 C23 C24 104.9(3) . . ?
F5 C24 F6 106.3(3) . . ?
F5 C24 C25 114.0(3) . . ?
F6 C24 C25 111.0(3) . . ?
F5 C24 C23 110.5(4) . . ?
F6 C24 C23 109.4(4) . . ?
C25 C24 C23 105.7(3) . . ?
C21 C25 C27 128.9(3) . . ?
C21 C25 C24 111.6(3) . . ?
C27 C25 C24 119.4(3) . . ?
C28 C26 H26 109.5 . . ?
C28 C26 H26A 109.5 . . ?
H26 C26 H26A 109.5 . . ?
C28 C26 H26B 109.5 . . ?
H26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C28 C27 C25 128.6(3) . . ?
C28 C27 S2 111.7(3) . . ?
C25 C27 S2 119.6(3) . . ?
C27 C28 C29 111.1(3) . . ?
C27 C28 C26 126.3(3) . . ?
C29 C28 C26 122.6(3) . . ?
C30 C29 C28 114.4(3) . . ?
C30 C29 H29 122.8 . . ?
C28 C29 H29 122.8 . . ?
C29 C30 C31 129.0(3) . . ?
C29 C30 S2 110.8(3) . . ?
C31 C30 S2 120.1(3) . . ?
C32 C31 C36 120.5(3) . . ?
C32 C31 C30 120.8(3) . . ?
C36 C31 C30 118.8(3) . . ?
C33 C32 C31 118.7(3) . . ?
C33 C32 C37 119.8(3) . . ?
C31 C32 C37 121.5(3) . . ?
C34 C33 C32 122.0(3) . . ?
C34 C33 H33 119.0 . . ?
C32 C33 H33 119.0 . . ?
C35 C34 C33 118.2(3) . . ?
C35 C34 C40 120.3(3) . . ?
C33 C34 C40 121.5(3) . . ?
C34 C35 C36 122.2(4) . . ?
C34 C35 H35 118.9 . . ?
C36 C35 H35 118.9 . . ?
C35 C36 C31 118.5(3) . . ?
C35 C36 C43 119.8(4) . . ?
C31 C36 C43 121.8(3) . . ?
C39 C37 C32 111.0(3) . . ?
C39 C37 C38 110.1(3) . . ?
C32 C37 C38 112.6(3) . . ?
C39 C37 H37 107.6 . . ?
C32 C37 H37 107.6 . . ?
C38 C37 H37 107.6 . . ?
C37 C38 H38 109.5 . . ?
C37 C38 H38A 109.5 . . ?
H38 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C39 H39 109.5 . . ?
C37 C39 H39A 109.5 . . ?
H39 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C41 C40 C34 110.7(3) . . ?
C41 C40 C42 111.0(3) . . ?
C34 C40 C42 111.9(3) . . ?
C41 C40 H40 107.7 . . ?
C34 C40 H40 107.7 . . ?
C42 C40 H40 107.7 . . ?
C40 C41 H41 109.5 . . ?
C40 C41 H41A 109.5 . . ?
H41 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C42 H42 109.5 . . ?
C40 C42 H42A 109.5 . . ?
H42 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C44 C43 C45 110.8(5) . . ?
C44 C43 C36 112.4(3) . . ?
C45 C43 C36 110.6(4) . . ?
C44 C43 H43 107.6 . . ?
C45 C43 H43 107.6 . . ?
C36 C43 H43 107.6 . . ?
C43 C44 H44 109.5 . . ?
C43 C44 H44A 109.5 . . ?
H44 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C45 H45 109.5 . . ?
C43 C45 H45A 109.5 . . ?
H45 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C48 C46 H46 109.5 . . ?
C48 C46 H46A 109.5 . . ?
H46 C46 H46A 109.5 . . ?
C48 C46 H46B 109.5 . . ?
H46 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C48 C47 C66 128.8(3) . . ?
C48 C47 S3 111.7(3) . . ?
C66 C47 S3 119.4(3) . . ?
C47 C48 C49 111.3(3) . . ?
C47 C48 C46 126.3(3) . . ?
C49 C48 C46 122.4(3) . . ?
C50 C49 C48 114.3(4) . . ?
C50 C49 H49 122.8 . . ?
C48 C49 H49 122.8 . . ?
C49 C50 C51 129.7(4) . . ?
C49 C50 S3 110.7(3) . . ?
C51 C50 S3 119.6(3) . . ?
C56 C51 C52 120.6(3) . . ?
C56 C51 C50 120.5(3) . . ?
C52 C51 C50 118.9(3) . . ?
C53 C52 C51 118.4(3) . . ?
C53 C52 C57 119.1(4) . . ?
C51 C52 C57 122.5(3) . . ?
C54 C53 C52 121.9(4) . . ?
C54 C53 H53 119.1 . . ?
C52 C53 H53 119.1 . . ?
C53 C54 C55 118.5(4) . . ?
C53 C54 C60 119.7(4) . . ?
C55 C54 C60 121.8(4) . . ?
C54 C55 C56 122.1(3) . . ?
C54 C55 H55 118.9 . . ?
C56 C55 H55 118.9 . . ?
C55 C56 C51 118.5(4) . . ?
C55 C56 C63 119.6(3) . . ?
C51 C56 C63 121.9(3) . . ?
C58 C57 C59 109.8(5) . . ?
C58 C57 C52 111.4(4) . . ?
C59 C57 C52 111.3(4) . . ?
C58 C57 H57 108.0 . . ?
C59 C57 H57 108.0 . . ?
C52 C57 H57 108.0 . . ?
C57 C58 H58 109.5 . . ?
C57 C58 H58A 109.5 . . ?
H58 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C59 H59 109.5 . . ?
C57 C59 H59A 109.5 . . ?
H59 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
H59 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C54 C60 C62 112.0(3) . . ?
C54 C60 C61 110.3(4) . . ?
C62 C60 C61 111.3(4) . . ?
C54 C60 H60 107.7 . . ?
C62 C60 H60 107.7 . . ?
C61 C60 H60 107.7 . . ?
C60 C61 H61 109.5 . . ?
C60 C61 H61A 109.5 . . ?
H61 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
H61 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C60 C62 H62 109.5 . . ?
C60 C62 H62A 109.5 . . ?
H62 C62 H62A 109.5 . . ?
C60 C62 H62B 109.5 . . ?
H62 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C65 C63 C56 111.3(4) . . ?
C65 C63 C64 109.2(4) . . ?
C56 C63 C64 112.2(3) . . ?
C65 C63 H63 108.0 . . ?
C56 C63 H63 108.0 . . ?
C64 C63 H63 108.0 . . ?
C63 C64 H64 109.5 . . ?
C63 C64 H64A 109.5 . . ?
H64 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
H64 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C63 C65 H65 109.5 . . ?
C63 C65 H65A 109.5 . . ?
H65 C65 H65A 109.5 . . ?
C63 C65 H65B 109.5 . . ?
H65 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C66 C66 C47 129.4(2) 2_656 . ?
C66 C66 C67 111.3(2) 2_656 . ?
C47 C66 C67 119.2(3) . . ?
F7 C67 F8 105.8(3) . . ?
F7 C67 C66 113.3(4) . . ?
F8 C67 C66 111.7(3) . . ?
F7 C67 C68 110.1(3) . . ?
F8 C67 C68 109.7(3) . . ?
C66 C67 C68 106.3(3) . . ?
F9 C68 F9 108.7(6) . 2_656 ?
F9 C68 C67 110.9(2) . 2_656 ?
F9 C68 C67 110.8(2) 2_656 2_656 ?
F9 C68 C67 110.8(2) . . ?
F9 C68 C67 110.9(2) 2_656 . ?
C67 C68 C67 104.7(4) 2_656 . ?
C5 S1 C2 92.23(18) . . ?
C30 S2 C27 91.98(17) . . ?
C50 S3 C47 91.94(18) . . ?
O1 C71 C75 120.2(5) . 2_655 ?
O1 C71 C75 120.2(5) . . ?
C75 C71 C75 119.5(11) 2_655 . ?
O2 C72 C74 121.3(7) . . ?
O2 C72 C73 119.7(7) . . ?
C74 C72 C73 118.9(6) . . ?
C72 C73 H73 109.5 . . ?
C72 C73 H73A 109.5 . . ?
H73 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C72 C74 H74 109.5 . . ?
C72 C74 H74A 109.5 . . ?
H74 C74 H74A 109.5 . . ?
C72 C74 H74B 109.5 . . ?
H74 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C71 C75 H75 109.5 . . ?
C71 C75 H75A 109.5 . . ?
H75 C75 H75A 109.5 . . ?
C71 C75 H75B 109.5 . . ?
H75 C75 H75B 109.5 . . ?
H75A C75 H75B 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
C21 C2 C3 C4 -179.2(4) . . . . ?
S1 C2 C3 C4 0.8(4) . . . . ?
C21 C2 C3 C1 1.5(6) . . . . ?
S1 C2 C3 C1 -178.5(3) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C1 C3 C4 C5 179.1(3) . . . . ?
C3 C4 C5 C6 179.5(4) . . . . ?
C3 C4 C5 S1 -0.5(4) . . . . ?
C4 C5 C6 C11 94.9(5) . . . . ?
S1 C5 C6 C11 -85.1(4) . . . . ?
C4 C5 C6 C7 -84.8(5) . . . . ?
S1 C5 C6 C7 95.1(4) . . . . ?
C11 C6 C7 C8 -0.6(6) . . . . ?
C5 C6 C7 C8 179.2(4) . . . . ?
C11 C6 C7 C12 177.7(4) . . . . ?
C5 C6 C7 C12 -2.5(6) . . . . ?
C6 C7 C8 C9 -0.4(6) . . . . ?
C12 C7 C8 C9 -178.8(4) . . . . ?
C7 C8 C9 C10 0.8(7) . . . . ?
C7 C8 C9 C15 177.7(4) . . . . ?
C8 C9 C10 C11 -0.1(7) . . . . ?
C15 C9 C10 C11 -177.0(4) . . . . ?
C9 C10 C11 C6 -0.9(6) . . . . ?
C9 C10 C11 C18 -179.4(4) . . . . ?
C7 C6 C11 C10 1.2(6) . . . . ?
C5 C6 C11 C10 -178.6(4) . . . . ?
C7 C6 C11 C18 179.6(4) . . . . ?
C5 C6 C11 C18 -0.1(6) . . . . ?
C8 C7 C12 C13 79.7(5) . . . . ?
C6 C7 C12 C13 -98.6(5) . . . . ?
C8 C7 C12 C14 -42.2(6) . . . . ?
C6 C7 C12 C14 139.5(4) . . . . ?
C8 C9 C15 C16 -112.3(5) . . . . ?
C10 C9 C15 C16 64.5(6) . . . . ?
C8 C9 C15 C17 123.6(5) . . . . ?
C10 C9 C15 C17 -59.5(6) . . . . ?
C10 C11 C18 C20 72.6(5) . . . . ?
C6 C11 C18 C20 -105.8(4) . . . . ?
C10 C11 C18 C19 -50.9(5) . . . . ?
C6 C11 C18 C19 130.7(4) . . . . ?
C3 C2 C21 C25 44.3(7) . . . . ?
S1 C2 C21 C25 -135.7(4) . . . . ?
C3 C2 C21 C22 -134.3(4) . . . . ?
S1 C2 C21 C22 45.7(5) . . . . ?
C25 C21 C22 F1 -126.2(4) . . . . ?
C2 C21 C22 F1 52.7(5) . . . . ?
C25 C21 C22 F2 115.5(4) . . . . ?
C2 C21 C22 F2 -65.7(5) . . . . ?
C25 C21 C22 C23 -5.2(5) . . . . ?
C2 C21 C22 C23 173.7(4) . . . . ?
F1 C22 C23 F4 -108.3(5) . . . . ?
F2 C22 C23 F4 7.8(6) . . . . ?
C21 C22 C23 F4 129.8(4) . . . . ?
F1 C22 C23 F3 11.5(5) . . . . ?
F2 C22 C23 F3 127.6(4) . . . . ?
C21 C22 C23 F3 -110.4(4) . . . . ?
F1 C22 C23 C24 128.8(4) . . . . ?
F2 C22 C23 C24 -115.1(4) . . . . ?
C21 C22 C23 C24 7.0(5) . . . . ?
F4 C23 C24 F5 108.0(5) . . . . ?
F3 C23 C24 F5 -13.9(5) . . . . ?
C22 C23 C24 F5 -130.2(4) . . . . ?
F4 C23 C24 F6 -8.7(5) . . . . ?
F3 C23 C24 F6 -130.5(4) . . . . ?
C22 C23 C24 F6 113.2(4) . . . . ?
F4 C23 C24 C25 -128.2(4) . . . . ?
F3 C23 C24 C25 109.9(4) . . . . ?
C22 C23 C24 C25 -6.4(5) . . . . ?
C2 C21 C25 C27 4.0(8) . . . . ?
C22 C21 C25 C27 -177.3(4) . . . . ?
C2 C21 C25 C24 -177.7(4) . . . . ?
C22 C21 C25 C24 1.0(5) . . . . ?
F5 C24 C25 C21 125.1(4) . . . . ?
F6 C24 C25 C21 -114.9(4) . . . . ?
C23 C24 C25 C21 3.6(5) . . . . ?
F5 C24 C25 C27 -56.4(5) . . . . ?
F6 C24 C25 C27 63.5(5) . . . . ?
C23 C24 C25 C27 -177.9(3) . . . . ?
C21 C25 C27 C28 43.6(7) . . . . ?
C24 C25 C27 C28 -134.6(4) . . . . ?
C21 C25 C27 S2 -134.0(4) . . . . ?
C24 C25 C27 S2 47.8(5) . . . . ?
C25 C27 C28 C29 -177.5(4) . . . . ?
S2 C27 C28 C29 0.3(4) . . . . ?
C25 C27 C28 C26 3.8(6) . . . . ?
S2 C27 C28 C26 -178.4(3) . . . . ?
C27 C28 C29 C30 1.2(5) . . . . ?
C26 C28 C29 C30 180.0(3) . . . . ?
C28 C29 C30 C31 175.1(3) . . . . ?
C28 C29 C30 S2 -2.1(4) . . . . ?
C29 C30 C31 C32 91.8(5) . . . . ?
S2 C30 C31 C32 -91.1(4) . . . . ?
C29 C30 C31 C36 -87.3(5) . . . . ?
S2 C30 C31 C36 89.8(4) . . . . ?
C36 C31 C32 C33 1.3(5) . . . . ?
C30 C31 C32 C33 -177.8(3) . . . . ?
C36 C31 C32 C37 -179.8(4) . . . . ?
C30 C31 C32 C37 1.1(6) . . . . ?
C31 C32 C33 C34 -0.9(6) . . . . ?
C37 C32 C33 C34 -179.8(4) . . . . ?
C32 C33 C34 C35 0.2(6) . . . . ?
C32 C33 C34 C40 -178.2(4) . . . . ?
C33 C34 C35 C36 0.1(6) . . . . ?
C40 C34 C35 C36 178.5(4) . . . . ?
C34 C35 C36 C31 0.3(6) . . . . ?
C34 C35 C36 C43 179.4(4) . . . . ?
C32 C31 C36 C35 -1.0(5) . . . . ?
C30 C31 C36 C35 178.1(3) . . . . ?
C32 C31 C36 C43 179.9(4) . . . . ?
C30 C31 C36 C43 -1.0(5) . . . . ?
C33 C32 C37 C39 77.1(5) . . . . ?
C31 C32 C37 C39 -101.7(4) . . . . ?
C33 C32 C37 C38 -46.8(5) . . . . ?
C31 C32 C37 C38 134.3(4) . . . . ?
C35 C34 C40 C41 -116.6(4) . . . . ?
C33 C34 C40 C41 61.8(5) . . . . ?
C35 C34 C40 C42 119.0(4) . . . . ?
C33 C34 C40 C42 -62.6(5) . . . . ?
C35 C36 C43 C44 54.3(5) . . . . ?
C31 C36 C43 C44 -126.6(4) . . . . ?
C35 C36 C43 C45 -70.1(6) . . . . ?
C31 C36 C43 C45 109.0(5) . . . . ?
C66 C47 C48 C49 -177.7(4) . . . . ?
S3 C47 C48 C49 0.8(4) . . . . ?
C66 C47 C48 C46 3.2(6) . . . . ?
S3 C47 C48 C46 -178.3(3) . . . . ?
C47 C48 C49 C50 0.1(5) . . . . ?
C46 C48 C49 C50 179.3(4) . . . . ?
C48 C49 C50 C51 177.2(4) . . . . ?
C48 C49 C50 S3 -1.0(4) . . . . ?
C49 C50 C51 C56 93.4(5) . . . . ?
S3 C50 C51 C56 -88.5(4) . . . . ?
C49 C50 C51 C52 -86.1(5) . . . . ?
S3 C50 C51 C52 92.0(4) . . . . ?
C56 C51 C52 C53 -0.4(6) . . . . ?
C50 C51 C52 C53 179.1(4) . . . . ?
C56 C51 C52 C57 178.5(4) . . . . ?
C50 C51 C52 C57 -2.0(6) . . . . ?
C51 C52 C53 C54 -0.3(6) . . . . ?
C57 C52 C53 C54 -179.2(4) . . . . ?
C52 C53 C54 C55 -0.4(6) . . . . ?
C52 C53 C54 C60 178.5(4) . . . . ?
C53 C54 C55 C56 1.8(6) . . . . ?
C60 C54 C55 C56 -177.1(4) . . . . ?
C54 C55 C56 C51 -2.4(6) . . . . ?
C54 C55 C56 C63 179.0(4) . . . . ?
C52 C51 C56 C55 1.6(6) . . . . ?
C50 C51 C56 C55 -177.8(4) . . . . ?
C52 C51 C56 C63 -179.8(4) . . . . ?
C50 C51 C56 C63 0.7(6) . . . . ?
C53 C52 C57 C58 66.9(6) . . . . ?
C51 C52 C57 C58 -111.9(5) . . . . ?
C53 C52 C57 C59 -56.1(6) . . . . ?
C51 C52 C57 C59 125.1(5) . . . . ?
C53 C54 C60 C62 121.5(4) . . . . ?
C55 C54 C60 C62 -59.6(6) . . . . ?
C53 C54 C60 C61 -113.9(5) . . . . ?
C55 C54 C60 C61 64.9(5) . . . . ?
C55 C56 C63 C65 72.5(5) . . . . ?
C51 C56 C63 C65 -106.0(4) . . . . ?
C55 C56 C63 C64 -50.3(5) . . . . ?
C51 C56 C63 C64 131.2(4) . . . . ?
C48 C47 C66 C66 44.2(8) . . . 2_656 ?
S3 C47 C66 C66 -134.1(5) . . . 2_656 ?
C48 C47 C66 C67 -134.1(4) . . . . ?
S3 C47 C66 C67 47.5(5) . . . . ?
C66 C66 C67 F7 121.0(4) 2_656 . . . ?
C47 C66 C67 F7 -60.3(5) . . . . ?
C66 C66 C67 F8 -119.6(5) 2_656 . . . ?
C47 C66 C67 F8 59.0(5) . . . . ?
C66 C66 C67 C68 0.0(5) 2_656 . . . ?
C47 C66 C67 C68 178.7(3) . . . . ?
F7 C67 C68 F9 -3.5(5) . . . . ?
F8 C67 C68 F9 -119.5(4) . . . . ?
C66 C67 C68 F9 119.6(4) . . . . ?
F7 C67 C68 F9 117.4(4) . . . 2_656 ?
F8 C67 C68 F9 1.4(5) . . . 2_656 ?
C66 C67 C68 F9 -119.5(4) . . . 2_656 ?
F7 C67 C68 C67 -123.1(4) . . . 2_656 ?
F8 C67 C68 C67 120.9(4) . . . 2_656 ?
C66 C67 C68 C67 -0.01(18) . . . 2_656 ?
C4 C5 S1 C2 0.8(3) . . . . ?
C6 C5 S1 C2 -179.2(3) . . . . ?
C3 C2 S1 C5 -0.9(3) . . . . ?
C21 C2 S1 C5 179.1(3) . . . . ?
C29 C30 S2 C27 1.9(3) . . . . ?
C31 C30 S2 C27 -175.6(3) . . . . ?
C28 C27 S2 C30 -1.3(3) . . . . ?
C25 C27 S2 C30 176.7(3) . . . . ?
C49 C50 S3 C47 1.2(3) . . . . ?
C51 C50 S3 C47 -177.2(3) . . . . ?
C48 C47 S3 C50 -1.1(3) . . . . ?
C66 C47 S3 C50 177.5(3) . . . . ?

_refine_diff_density_max         0.898
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.068



_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  mirror
