# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_exp_01
_database_code_depnum_ccdc_archive 'CCDC 2262519'
loop_
_audit_author_name
_audit_author_address
'Takashi Shirahata'
;Ehime University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2023-10-10 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 S16 Se4, F6 P'
_chemical_formula_sum            'C24 H16 F6 P S16 Se4'
_chemical_formula_weight         1278.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H16 F6 P1 S16 Se4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   11.3183(6)
_cell_length_b                   28.7569(10)
_cell_length_c                   12.7846(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.119(5)
_cell_angle_gamma                90
_cell_volume                     3931.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3822
_cell_measurement_temperature    296
_cell_measurement_theta_max      27.3170
_cell_measurement_theta_min      1.9910
_shelx_estimated_absorpt_T_max   0.857
_shelx_estimated_absorpt_T_min   0.433
_exptl_absorpt_coefficient_mu    4.676
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_correction_T_min  0.640
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.159
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2484
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 41 0 0.0138
-1 -40 2 0.0095
15 6 -1 0.0425
-7 -9 17 0.0968
-8 1 -12 0.0400
-15 -6 1 0.0700
11 1 8 0.0631

_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.034
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.4839 40.5351 0.0618 0.8448 0.4888 0.2175
-0.7204 -40.4026 1.5769 -0.8210 -0.4750 -0.3168
15.1879 5.9522 -1.0503 -0.4248 0.7341 0.5297
-7.1549 -8.7513 17.4301 -0.1630 0.2814 -0.9456
-8.0280 1.1699 -11.7354 0.4880 -0.8433 0.2252
-15.1156 -5.8129 0.7293 0.4296 -0.7423 -0.5142
11.3723 1.4717 7.7142 -0.5003 0.8645 0.0472

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12326
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.032
_diffrn_ambient_temperature      296
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  10.10   0.30   16.00    --  -20.40  76.00-150.00  137
  2  ω    -63.00  26.10   0.30   16.00    --  -20.40  57.00 -60.00  297
  3  ω     38.00  65.00   0.30   16.00    --  -20.40  57.00 -60.00   90
  4  ω   -108.00 -72.00   0.30   16.00    --  -20.40  38.00-120.00  120
  5  ω    -54.00  46.20   0.30   16.00    --  -20.40  38.00-120.00  334
  6  ω    -67.00 -42.10   0.30   16.00    --  -20.40  76.00-150.00   83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0369603000
_diffrn_orient_matrix_UB_12      0.0204223000
_diffrn_orient_matrix_UB_13      -0.0142676000
_diffrn_orient_matrix_UB_21      0.0462847000
_diffrn_orient_matrix_UB_22      0.0125490000
_diffrn_orient_matrix_UB_23      0.0414450000
_diffrn_orient_matrix_UB_31      0.0299088000
_diffrn_orient_matrix_UB_32      0.0057826000
_diffrn_orient_matrix_UB_33      -0.0390733000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3299
_reflns_number_total             4506
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         4506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+8.0794P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1063
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All F(H,H,H,H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.46331(4) 0.46525(2) 0.35965(3) 0.05652(14) Uani 1 1 d . . . . .
Se2 Se 0.46799(4) 0.58288(2) 0.36150(4) 0.06037(15) Uani 1 1 d . . . . .
S1 S 0.77179(13) 0.37295(4) 0.53911(9) 0.0659(3) Uani 1 1 d . . . . .
S2 S 0.85277(13) 0.36933(4) 0.29695(10) 0.0695(3) Uani 1 1 d . . . . .
S3 S 0.81328(10) 0.47278(3) 0.53044(8) 0.0453(2) Uani 1 1 d . . . . .
S4 S 0.87878(10) 0.47030(3) 0.32676(8) 0.0481(2) Uani 1 1 d . . . . .
S5 S 0.80947(10) 0.58554(3) 0.52092(8) 0.0520(3) Uani 1 1 d . . . . .
S6 S 0.87450(10) 0.58177(4) 0.31702(8) 0.0543(3) Uani 1 1 d . . . . .
S7 S 0.47905(13) 0.69036(4) 0.37441(13) 0.0843(4) Uani 1 1 d . . . . .
S8 S 0.76464(13) 0.68970(4) 0.49756(12) 0.0790(4) Uani 1 1 d . . . . .
C1 C 0.4853(5) 0.40927(14) 0.2959(4) 0.0651(12) Uani 1 1 d . . . . .
H1 H 0.475686 0.381277 0.328609 0.078 Uiso 1 1 calc R U . . .
C2 C 0.500000 0.50063(18) 0.250000 0.0430(11) Uani 1 2 d S T P . .
C3 C 0.500000 0.54713(19) 0.250000 0.0479(12) Uani 1 2 d S T P . .
C4 C 0.4906(4) 0.64049(13) 0.2998(4) 0.0629(11) Uani 1 1 d . . . . .
C5 C 0.7681(6) 0.32442(16) 0.4509(4) 0.0721(14) Uani 1 1 d . . . . .
C6 C 0.8643(6) 0.32370(17) 0.3983(5) 0.0799(15) Uani 1 1 d . . . . .
C7 C 0.8102(3) 0.41878(12) 0.4678(3) 0.0430(8) Uani 1 1 d . . . . .
C8 C 0.8409(4) 0.41772(12) 0.3748(3) 0.0456(9) Uani 1 1 d . . . . .
C9 C 0.8434(3) 0.50400(12) 0.4257(3) 0.0388(8) Uani 1 1 d . . . . .
C10 C 0.8414(3) 0.55105(12) 0.4218(3) 0.0410(8) Uani 1 1 d . . . . .
C11 C 0.7960(4) 0.63717(13) 0.4435(4) 0.0546(10) Uani 1 1 d . . . . .
C12 C 0.8271(4) 0.63448(14) 0.3524(4) 0.0576(10) Uani 1 1 d . . . . .
H12 H 0.823258 0.660592 0.308543 0.069 Uiso 1 1 calc R U . . .
C13 C 0.6138(6) 0.68169(17) 0.5028(4) 0.0829(18) Uani 1 1 d . . . . .
P1 P 1.000000 0.74255(5) 0.250000 0.0576(4) Uani 1 2 d S T P . .
F1 F 1.000000 0.79725(13) 0.250000 0.1109(17) Uani 1 2 d S T P . .
F2 F 1.000000 0.68768(12) 0.250000 0.0862(12) Uani 1 2 d S T P . .
F3 F 1.0182(4) 0.74256(13) 0.3761(2) 0.1199(13) Uani 1 1 d . . . . .
F4 F 0.8540(3) 0.74198(10) 0.2232(3) 0.1009(10) Uani 1 1 d . . . . .
H13A H 0.606(6) 0.701(2) 0.545(5) 0.121 Uiso 1 1 d . U . . .
H13B H 0.607(5) 0.652(2) 0.533(5) 0.121 Uiso 1 1 d . U . . .
H5A H 0.768(5) 0.298(2) 0.498(5) 0.121 Uiso 1 1 d . U . . .
H5B H 0.677(6) 0.3256(19) 0.381(5) 0.121 Uiso 1 1 d . U . . .
H6A H 0.855(5) 0.297(2) 0.348(5) 0.121 Uiso 1 1 d . U . . .
H6B H 0.952(6) 0.328(2) 0.457(5) 0.121 Uiso 1 1 d . 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
Se1 C1 1.858(4) . ?
Se1 C2 1.885(3) . ?
Se2 C3 1.886(3) . ?
Se2 C4 1.888(4) . ?
S1 C5 1.787(5) . ?
S1 C7 1.737(3) . ?
S2 C6 1.819(6) . ?
S2 C8 1.742(4) . ?
S3 C7 1.742(3) . ?
S3 C9 1.736(3) . ?
S4 C8 1.738(4) . ?
S4 C9 1.741(3) . ?
S5 C10 1.738(4) . ?
S5 C11 1.763(4) . ?
S6 C10 1.745(3) . ?
S6 C12 1.717(4) . ?
S7 C4 1.751(4) . ?
S7 C13 1.855(7) . ?
S8 C11 1.745(4) . ?
S8 C13 1.746(6) . ?
C1 C1 1.320(8) 2_655 ?
C1 H1 0.9300 . ?
C2 C3 1.337(7) . ?
C4 C4 1.357(9) 2_655 ?
C5 C6 1.454(7) . ?
C5 H5A 0.97(6) . ?
C5 H5B 1.12(6) . ?
C6 H6A 0.98(6) . ?
C6 H6B 1.04(6) . ?
C7 C8 1.344(5) . ?
C9 C10 1.354(5) . ?
C11 C12 1.324(6) . ?
C12 H12 0.9300 . ?
C13 H13A 0.80(6) . ?
C13 H13B 0.96(6) . ?
P1 F1 1.573(4) . ?
P1 F2 1.578(4) . ?
P1 F3 1.557(3) . ?
P1 F3 1.557(3) 2_755 ?
P1 F4 1.575(3) 2_755 ?
P1 F4 1.575(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
C1 Se1 C2 92.72(18) . . ?
C3 Se2 C4 94.38(18) . . ?
C7 S1 C5 102.7(2) . . ?
C8 S2 C6 99.8(2) . . ?
C9 S3 C7 94.92(16) . . ?
C8 S4 C9 94.90(16) . . ?
C10 S5 C11 94.11(18) . . ?
C12 S6 C10 94.59(18) . . ?
C4 S7 C13 100.7(2) . . ?
C11 S8 C13 103.3(2) . . ?
Se1 C1 H1 120.0 . . ?
C1 C1 Se1 119.93(13) 2_655 . ?
C1 C1 H1 120.0 2_655 . ?
Se1 C2 Se1 114.7(3) . 2_655 ?
C3 C2 Se1 122.66(13) . 2_655 ?
C3 C2 Se1 122.66(13) . . ?
Se2 C3 Se2 114.0(3) 2_655 . ?
C2 C3 Se2 123.02(14) . . ?
C2 C3 Se2 123.02(14) . 2_655 ?
S7 C4 Se2 116.5(2) . . ?
C4 C4 Se2 118.43(14) 2_655 . ?
C4 C4 S7 125.01(15) 2_655 . ?
S1 C5 H5A 103(3) . . ?
S1 C5 H5B 108(3) . . ?
C6 C5 S1 115.9(4) . . ?
C6 C5 H5A 115(4) . . ?
C6 C5 H5B 105(3) . . ?
H5A C5 H5B 110(4) . . ?
S2 C6 H6A 98(3) . . ?
S2 C6 H6B 105(3) . . ?
C5 C6 S2 115.4(4) . . ?
C5 C6 H6A 112(4) . . ?
C5 C6 H6B 111(3) . . ?
H6A C6 H6B 116(5) . . ?
S1 C7 S3 113.93(19) . . ?
C8 C7 S1 129.0(3) . . ?
C8 C7 S3 117.1(3) . . ?
S4 C8 S2 114.8(2) . . ?
C7 C8 S2 127.9(3) . . ?
C7 C8 S4 117.3(3) . . ?
S3 C9 S4 114.99(19) . . ?
C10 C9 S3 122.7(3) . . ?
C10 C9 S4 122.3(3) . . ?
S5 C10 S6 114.8(2) . . ?
C9 C10 S5 123.3(3) . . ?
C9 C10 S6 121.9(3) . . ?
S8 C11 S5 119.9(3) . . ?
C12 C11 S5 116.5(3) . . ?
C12 C11 S8 123.1(3) . . ?
S6 C12 H12 120.7 . . ?
C11 C12 S6 118.6(3) . . ?
C11 C12 H12 120.7 . . ?
S7 C13 H13A 105(5) . . ?
S7 C13 H13B 109(4) . . ?
S8 C13 S7 118.6(3) . . ?
S8 C13 H13A 105(5) . . ?
S8 C13 H13B 110(4) . . ?
H13A C13 H13B 109(5) . . ?
F1 P1 F2 180.0 . . ?
F1 P1 F4 90.59(12) . 2_755 ?
F1 P1 F4 90.59(12) . . ?
F3 P1 F1 89.99(15) 2_755 . ?
F3 P1 F1 89.99(15) . . ?
F3 P1 F2 90.01(15) 2_755 . ?
F3 P1 F2 90.01(15) . . ?
F3 P1 F3 180.0(3) 2_755 . ?
F3 P1 F4 90.1(2) 2_755 . ?
F3 P1 F4 89.9(2) . . ?
F3 P1 F4 90.1(2) . 2_755 ?
F3 P1 F4 89.9(2) 2_755 2_755 ?
F4 P1 F2 89.41(12) 2_755 . ?
F4 P1 F2 89.41(12) . . ?
F4 P1 F4 178.8(2) . 2_755 ?

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
Se1 C2 C3 Se2 -178.19(2) . . . 2_655 ?
Se1 C2 C3 Se2 1.81(2) . . . . ?
Se1 C2 C3 Se2 -178.19(2) 2_655 . . . ?
Se1 C2 C3 Se2 1.81(2) 2_655 . . 2_655 ?
S1 C5 C6 S2 -66.9(6) . . . . ?
S1 C7 C8 S2 -0.4(6) . . . . ?
S1 C7 C8 S4 -178.2(2) . . . . ?
S3 C7 C8 S2 177.2(2) . . . . ?
S3 C7 C8 S4 -0.6(4) . . . . ?
S3 C9 C10 S5 0.3(5) . . . . ?
S3 C9 C10 S6 178.93(19) . . . . ?
S4 C9 C10 S5 -178.7(2) . . . . ?
S4 C9 C10 S6 -0.1(4) . . . . ?
S5 C11 C12 S6 1.0(5) . . . . ?
S8 C11 C12 S6 172.0(2) . . . . ?
C1 Se1 C2 Se1 0.20(15) . . . 2_655 ?
C1 Se1 C2 C3 -179.80(15) . . . . ?
C2 Se1 C1 C1 -0.8(6) . . . 2_655 ?
C3 Se2 C4 S7 -177.1(2) . . . . ?
C3 Se2 C4 C4 5.4(5) . . . 2_655 ?
C4 Se2 C3 Se2 -1.44(13) . . . 2_655 ?
C4 Se2 C3 C2 178.56(13) . . . . ?
C4 S7 C13 S8 73.1(3) . . . . ?
C5 S1 C7 S3 176.8(3) . . . . ?
C5 S1 C7 C8 -5.5(5) . . . . ?
C6 S2 C8 S4 159.9(3) . . . . ?
C6 S2 C8 C7 -18.0(4) . . . . ?
C7 S1 C5 C6 39.1(5) . . . . ?
C7 S3 C9 S4 -9.1(2) . . . . ?
C7 S3 C9 C10 171.8(3) . . . . ?
C8 S2 C6 C5 51.2(5) . . . . ?
C8 S4 C9 S3 8.9(2) . . . . ?
C8 S4 C9 C10 -172.0(3) . . . . ?
C9 S3 C7 S1 -176.2(2) . . . . ?
C9 S3 C7 C8 5.9(3) . . . . ?
C9 S4 C8 S2 176.9(2) . . . . ?
C9 S4 C8 C7 -5.0(3) . . . . ?
C10 S5 C11 S8 -179.0(3) . . . . ?
C10 S5 C11 C12 -7.7(4) . . . . ?
C10 S6 C12 C11 6.3(4) . . . . ?
C11 S5 C10 S6 11.7(2) . . . . ?
C11 S5 C10 C9 -169.6(3) . . . . ?
C11 S8 C13 S7 -81.3(3) . . . . ?
C12 S6 C10 S5 -11.4(2) . . . . ?
C12 S6 C10 C9 169.9(3) . . . . ?
C13 S7 C4 Se2 64.0(3) . . . . ?
C13 S7 C4 C4 -118.8(6) . . . 2_655 ?
C13 S8 C11 S5 -66.2(3) . . . . ?
C13 S8 C11 C12 123.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.749
_oxdiff_exptl_absorpt_empirical_full_min 0.564

# start Validation Reply Form
_vrf_PLAT230_exp_01              
;
PROBLEM: Hirshfeld Test Diff for S8 --C13 . 9.2 s.u.
RESPONSE: 
PLAT230 can be attributed to the thermal vibration of the sigma-bond 
linker. This alert disappears in the analysis at 120 K using the same 
crystal.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_(ET-TSF-ET_H)PF6_at_50_K
_database_code_depnum_ccdc_archive 'CCDC 2262521'
loop_
_audit_author_name
_audit_author_address
'Takashi Shirahata'
;Ehime University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2023-10-10 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 S16 Se4, F6 P'
_chemical_formula_sum            'C24 H16 F6 P S16 Se4'
_chemical_formula_weight         1278.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H16 F6 P1 S16 Se4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   11.1972(4)
_cell_length_b                   28.5490(10)
_cell_length_c                   12.5806(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.047(4)
_cell_angle_gamma                90
_cell_volume                     3778.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4473
_cell_measurement_temperature    50
_cell_measurement_theta_max      29.6320
_cell_measurement_theta_min      2.0320
_shelx_estimated_absorpt_T_max   0.868
_shelx_estimated_absorpt_T_min   0.428
_exptl_absorpt_coefficient_mu    4.866
_exptl_absorpt_correction_T_max  0.808
_exptl_absorpt_correction_T_min  0.362
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2484
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 40 0 0.0062
-1 -40 2 0.0142
15 6 -1 0.0142
-9 -9 17 0.1165
-8 1 -11 0.0462
-15 -6 1 0.0826
7 -2 12 0.0802

_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.2344 40.2313 -0.3475 0.8401 0.4849 0.2431
-0.6536 -40.0981 1.5588 -0.8215 -0.4742 -0.3168
15.0177 6.0855 -1.3212 -0.4241 0.7346 0.5297
-8.7233 -9.1509 16.7438 -0.1029 0.1781 -0.9786
-7.9072 1.0352 -11.3645 0.4869 -0.8433 0.2276
-14.8266 -5.7318 0.5184 0.4358 -0.7550 -0.4900
6.8903 -1.7506 12.3168 -0.4771 0.8262 -0.2997

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11133
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.063
_diffrn_ambient_temperature      50
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00   9.50   0.30   32.00    --  -20.40  57.00 -90.00  245
  2  ω   -110.00 -68.00   0.30   32.00    --  -20.40  38.00  90.00  140
  3  ω      2.00  69.50   0.30   32.00    --  -20.40  38.00  90.00  225
  4  ω    -95.00  39.40   0.30   32.00    --  -20.40  38.00-120.00  448
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0378464000
_diffrn_orient_matrix_UB_12      0.0205342000
_diffrn_orient_matrix_UB_13      -0.0146417000
_diffrn_orient_matrix_UB_21      0.0474914000
_diffrn_orient_matrix_UB_22      0.0126960000
_diffrn_orient_matrix_UB_23      0.0423162000
_diffrn_orient_matrix_UB_31      0.0293809000
_diffrn_orient_matrix_UB_32      0.0058692000
_diffrn_orient_matrix_UB_33      -0.0399321000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3651
_reflns_number_total             4326
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         4326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0384P)²+17.3329P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1028
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.46211(4) 0.46459(2) 0.36090(3) 0.01740(12) Uani 1 1 d . . . . .
Se2 Se 0.46656(4) 0.58305(2) 0.36230(3) 0.01874(12) Uani 1 1 d . . . . .
S1 S 0.76730(14) 0.37237(4) 0.54125(11) 0.0370(3) Uani 1 1 d . . . . .
S2 S 0.84904(13) 0.36767(4) 0.29571(10) 0.0353(3) Uani 1 1 d . . . . .
S3 S 0.81413(9) 0.47263(3) 0.53337(8) 0.0137(2) Uani 1 1 d . . . . .
S4 S 0.87936(9) 0.46948(4) 0.32647(8) 0.0173(2) Uani 1 1 d . . . . .
S5 S 0.81362(10) 0.58612(3) 0.52433(9) 0.0195(2) Uani 1 1 d . . . . .
S6 S 0.87785(10) 0.58207(4) 0.31706(9) 0.0237(2) Uani 1 1 d . . . . .
S7 S 0.47760(11) 0.69136(4) 0.37538(11) 0.0280(3) Uani 1 1 d . . . . .
S8 S 0.76889(11) 0.69113(4) 0.49973(10) 0.0279(3) Uani 1 1 d . . . . .
C1 C 0.4848(5) 0.40782(15) 0.2963(4) 0.0302(11) Uani 1 1 d . . . . .
H1 H 0.474358 0.379020 0.329946 0.036 Uiso 1 1 calc R U . . .
C2 C 0.500000 0.50012(19) 0.250000 0.0159(11) Uani 1 2 d S T P . .
C3 C 0.500000 0.5471(2) 0.250000 0.0189(12) Uani 1 2 d S T P . .
C4 C 0.4903(4) 0.64125(14) 0.2998(4) 0.0208(9) Uani 1 1 d . . . . .
C5 C 0.7620(4) 0.32297(13) 0.4502(3) 0.0182(8) Uani 1 1 d . . . . .
H5A H 0.767080 0.293773 0.493993 0.022 Uiso 1 1 calc R U . . .
H5B H 0.679088 0.323020 0.387623 0.022 Uiso 1 1 calc R U . . .
C6 C 0.8669(4) 0.32272(17) 0.4006(4) 0.0270(10) Uani 1 1 d . . . . .
H6A H 0.868566 0.291767 0.365639 0.032 Uiso 1 1 calc R U . . .
H6B H 0.949368 0.327050 0.462311 0.032 Uiso 1 1 calc R U . . .
C7 C 0.8073(4) 0.41814(14) 0.4690(4) 0.0223(9) Uani 1 1 d . . . . .
C8 C 0.8384(4) 0.41673(15) 0.3744(4) 0.0230(9) Uani 1 1 d . . . . .
C9 C 0.8447(3) 0.50387(15) 0.4266(3) 0.0163(8) Uani 1 1 d . . . . .
C10 C 0.8448(4) 0.55119(14) 0.4232(3) 0.0169(8) Uani 1 1 d . . . . .
C11 C 0.7989(4) 0.63811(14) 0.4452(3) 0.0196(8) Uani 1 1 d . . . . .
C12 C 0.8288(4) 0.63517(14) 0.3522(4) 0.0224(9) Uani 1 1 d . . . . .
H12 H 0.823219 0.661899 0.305700 0.027 Uiso 1 1 calc R U . . .
C13 C 0.6132(5) 0.68257(15) 0.5058(4) 0.0286(10) Uani 1 1 d . . . . .
H13A H 0.603095 0.704032 0.563942 0.034 Uiso 1 1 calc R U . . .
H13B H 0.608573 0.650204 0.532402 0.034 Uiso 1 1 calc R U . . .
P1 P 1.000000 0.74144(5) 0.250000 0.0220(3) Uani 1 2 d S T P . .
F1 F 1.000000 0.79739(12) 0.250000 0.0266(8) Uani 1 2 d S T P . .
F2 F 1.000000 0.68586(12) 0.250000 0.0460(12) Uani 1 2 d S T P . .
F3 F 1.0213(3) 0.74174(10) 0.3818(2) 0.0372(7) Uani 1 1 d . . . . .
F4 F 0.8493(2) 0.74140(8) 0.2223(2) 0.0287(6) 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
Se1 C1 1.869(4) . ?
Se1 C2 1.887(3) . ?
Se2 C3 1.885(3) . ?
Se2 C4 1.895(4) . ?
S1 C5 1.805(4) . ?
S1 C7 1.736(4) . ?
S2 C6 1.802(5) . ?
S2 C8 1.743(4) . ?
S3 C7 1.744(4) . ?
S3 C9 1.741(4) . ?
S4 C8 1.741(4) . ?
S4 C9 1.743(4) . ?
S5 C10 1.743(4) . ?
S5 C11 1.763(4) . ?
S6 C10 1.742(4) . ?
S6 C12 1.721(4) . ?
S7 C4 1.750(4) . ?
S7 C13 1.831(5) . ?
S8 C11 1.742(4) . ?
S8 C13 1.788(5) . ?
C1 C1 1.321(9) 2_655 ?
C1 H1 0.9500 . ?
C2 C3 1.341(8) . ?
C4 C4 1.343(9) 2_655 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.507(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.350(6) . ?
C9 C10 1.351(6) . ?
C11 C12 1.326(6) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
P1 F1 1.597(4) . ?
P1 F2 1.587(4) . ?
P1 F3 1.592(3) 2_755 ?
P1 F3 1.592(3) . ?
P1 F4 1.602(2) . ?
P1 F4 1.602(2) 2_755 ?

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
C1 Se1 C2 92.6(2) . . ?
C3 Se2 C4 94.26(19) . . ?
C7 S1 C5 102.36(19) . . ?
C8 S2 C6 99.7(2) . . ?
C9 S3 C7 95.02(19) . . ?
C8 S4 C9 94.97(19) . . ?
C10 S5 C11 94.16(19) . . ?
C12 S6 C10 94.5(2) . . ?
C4 S7 C13 100.3(2) . . ?
C11 S8 C13 102.7(2) . . ?
Se1 C1 H1 120.1 . . ?
C1 C1 Se1 119.86(14) 2_655 . ?
C1 C1 H1 120.1 2_655 . ?
Se1 C2 Se1 115.0(3) 2_655 . ?
C3 C2 Se1 122.51(14) . . ?
C3 C2 Se1 122.51(14) . 2_655 ?
Se2 C3 Se2 114.0(3) . 2_655 ?
C2 C3 Se2 123.00(14) . 2_655 ?
C2 C3 Se2 123.00(14) . . ?
S7 C4 Se2 116.2(2) . . ?
C4 C4 Se2 118.52(13) 2_655 . ?
C4 C4 S7 125.18(14) 2_655 . ?
S1 C5 H5A 108.8 . . ?
S1 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 S1 113.9(3) . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
S2 C6 H6A 108.9 . . ?
S2 C6 H6B 108.9 . . ?
C5 C6 S2 113.2(3) . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.8 . . ?
S1 C7 S3 114.0(2) . . ?
C8 C7 S1 129.1(3) . . ?
C8 C7 S3 116.9(3) . . ?
S4 C8 S2 114.9(2) . . ?
C7 C8 S2 127.8(3) . . ?
C7 C8 S4 117.2(3) . . ?
S3 C9 S4 114.9(2) . . ?
C10 C9 S3 122.6(3) . . ?
C10 C9 S4 122.5(3) . . ?
S6 C10 S5 114.7(2) . . ?
C9 C10 S5 123.1(3) . . ?
C9 C10 S6 122.2(3) . . ?
S8 C11 S5 120.2(2) . . ?
C12 C11 S5 116.3(3) . . ?
C12 C11 S8 123.0(3) . . ?
S6 C12 H12 120.6 . . ?
C11 C12 S6 118.8(3) . . ?
C11 C12 H12 120.6 . . ?
S7 C13 H13A 107.9 . . ?
S7 C13 H13B 107.9 . . ?
S8 C13 S7 117.7(2) . . ?
S8 C13 H13A 107.9 . . ?
S8 C13 H13B 107.9 . . ?
H13A C13 H13B 107.2 . . ?
F1 P1 F4 90.04(10) . . ?
F1 P1 F4 90.04(10) . 2_755 ?
F2 P1 F1 180.0 . . ?
F2 P1 F3 90.31(12) . . ?
F2 P1 F3 90.31(12) . 2_755 ?
F2 P1 F4 89.96(10) . 2_755 ?
F2 P1 F4 89.96(10) . . ?
F3 P1 F1 89.69(12) 2_755 . ?
F3 P1 F1 89.69(12) . . ?
F3 P1 F3 179.4(2) . 2_755 ?
F3 P1 F4 89.85(14) 2_755 2_755 ?
F3 P1 F4 89.86(14) . . ?
F3 P1 F4 90.14(14) 2_755 . ?
F3 P1 F4 90.15(14) . 2_755 ?
F4 P1 F4 179.9(2) . 2_755 ?

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
Se1 C2 C3 Se2 -178.35(2) 2_655 . . . ?
Se1 C2 C3 Se2 1.65(2) 2_655 . . 2_655 ?
Se1 C2 C3 Se2 -178.35(2) . . . 2_655 ?
Se1 C2 C3 Se2 1.65(2) . . . . ?
S1 C5 C6 S2 -70.5(4) . . . . ?
S1 C7 C8 S2 -0.5(7) . . . . ?
S1 C7 C8 S4 -177.8(3) . . . . ?
S3 C7 C8 S2 176.3(3) . . . . ?
S3 C7 C8 S4 -0.9(5) . . . . ?
S3 C9 C10 S5 -0.3(5) . . . . ?
S3 C9 C10 S6 179.0(2) . . . . ?
S4 C9 C10 S5 -178.6(2) . . . . ?
S4 C9 C10 S6 0.8(5) . . . . ?
S5 C11 C12 S6 0.2(5) . . . . ?
S8 C11 C12 S6 171.1(2) . . . . ?
C1 Se1 C2 Se1 0.16(16) . . . 2_655 ?
C1 Se1 C2 C3 -179.84(16) . . . . ?
C2 Se1 C1 C1 -0.6(6) . . . 2_655 ?
C3 Se2 C4 S7 -177.2(2) . . . . ?
C3 Se2 C4 C4 5.5(4) . . . 2_655 ?
C4 Se2 C3 Se2 -1.45(12) . . . 2_655 ?
C4 Se2 C3 C2 178.55(12) . . . . ?
C4 S7 C13 S8 72.9(3) . . . . ?
C5 S1 C7 S3 177.5(2) . . . . ?
C5 S1 C7 C8 -5.5(5) . . . . ?
C6 S2 C8 S4 156.9(3) . . . . ?
C6 S2 C8 C7 -20.4(5) . . . . ?
C7 S1 C5 C6 40.6(4) . . . . ?
C7 S3 C9 S4 -9.9(3) . . . . ?
C7 S3 C9 C10 171.7(3) . . . . ?
C8 S2 C6 C5 55.0(3) . . . . ?
C8 S4 C9 S3 9.6(3) . . . . ?
C8 S4 C9 C10 -172.1(3) . . . . ?
C9 S3 C7 S1 -176.1(3) . . . . ?
C9 S3 C7 C8 6.5(4) . . . . ?
C9 S4 C8 S2 177.2(3) . . . . ?
C9 S4 C8 C7 -5.2(4) . . . . ?
C10 S5 C11 S8 -178.6(3) . . . . ?
C10 S5 C11 C12 -7.5(4) . . . . ?
C10 S6 C12 C11 7.2(4) . . . . ?
C11 S5 C10 S6 12.1(2) . . . . ?
C11 S5 C10 C9 -168.5(3) . . . . ?
C11 S8 C13 S7 -81.8(3) . . . . ?
C12 S6 C10 S5 -12.1(3) . . . . ?
C12 S6 C10 C9 168.5(3) . . . . ?
C13 S7 C4 Se2 64.5(3) . . . . ?
C13 S7 C4 C4 -118.5(5) . . . 2_655 ?
C13 S8 C11 S5 -65.7(3) . . . . ?
C13 S8 C11 C12 123.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.416
_oxdiff_exptl_absorpt_empirical_full_min 0.460
####################################################################### 
# 
# 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_exp_03_autored
_database_code_depnum_ccdc_archive 'CCDC 2299528'
loop_
_audit_author_name
_audit_author_address
'Takashi Shirahata'
;Ehime University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2023-10-10 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 S16 Se4, F6 P'
_chemical_formula_sum            'C24 H16 F6 P S16 Se4'
_chemical_formula_weight         1278.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H16 F6 P1 S16 Se4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   11.2465(5)
_cell_length_b                   28.5788(11)
_cell_length_c                   12.6059(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.051(5)
_cell_angle_gamma                90
_cell_volume                     3806.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2995
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.8840
_cell_measurement_theta_min      2.0200
_shelx_estimated_absorpt_T_max   0.849
_shelx_estimated_absorpt_T_min   0.416
_exptl_absorpt_coefficient_mu    4.830
_exptl_absorpt_correction_T_max  0.722
_exptl_absorpt_correction_T_min  0.322
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2484
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
12 -1 -16 0.0826
1 40 -1 0.0047
1 -40 -1 0.0153
-7 2 -12 0.0361
-11 -10 16 0.1232
15 5 0 0.0255
-14 -5 -1 0.0766
9 -1 10 0.0666

_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.035
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
11.5796 -1.3596 -15.8545 -0.2360 -0.1371 0.9620
0.7356 40.1579 -1.4671 0.8208 0.4754 0.3168
0.7037 -40.2456 -0.5045 -0.8484 -0.4915 -0.1967
-7.0879 2.0310 -12.1800 0.4792 -0.8279 0.2915
-10.5277 -9.5629 15.9136 -0.0292 0.0530 -0.9982
14.8207 5.2445 -0.1885 -0.4429 0.7633 0.4703
-14.3440 -4.5140 -1.3364 0.4618 -0.7960 -0.3912
9.2063 -0.5007 10.0427 -0.4965 0.8574 -0.1355

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11250
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.055
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  10.10   0.30   16.00    --  -20.40  57.00 -90.00  247
  2  ω   -110.00 -68.90   0.30   16.00    --  -20.40  38.00  90.00  137
  3  ω     -4.00  68.90   0.30   16.00    --  -20.40  38.00  90.00  243
  4  ω    -95.00  37.00   0.30   16.00    --  -20.40  38.00-120.00  440
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0373574000
_diffrn_orient_matrix_UB_12      0.0206050000
_diffrn_orient_matrix_UB_13      -0.0141686000
_diffrn_orient_matrix_UB_21      0.0476138000
_diffrn_orient_matrix_UB_22      0.0125130000
_diffrn_orient_matrix_UB_23      0.0423494000
_diffrn_orient_matrix_UB_31      0.0291372000
_diffrn_orient_matrix_UB_32      0.0058972000
_diffrn_orient_matrix_UB_33      -0.0399044000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3740
_reflns_number_total             4362
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.066
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         4362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0475
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0347P)²+17.4282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0934
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.46290(4) 0.46493(2) 0.36105(3) 0.02046(11) Uani 1 1 d . . . . .
Se2 Se 0.46731(4) 0.58336(2) 0.36247(4) 0.02388(12) Uani 1 1 d . . . . .
S1 S 0.76792(11) 0.37246(4) 0.54110(9) 0.0257(2) Uani 1 1 d . . . . .
S2 S 0.84888(11) 0.36773(4) 0.29547(9) 0.0248(2) Uani 1 1 d . . . . .
S3 S 0.81430(9) 0.47273(3) 0.53298(8) 0.01565(19) Uani 1 1 d . . . . .
S4 S 0.87873(9) 0.46958(3) 0.32613(8) 0.0171(2) Uani 1 1 d . . . . .
S5 S 0.81346(9) 0.58619(3) 0.52359(8) 0.0185(2) Uani 1 1 d . . . . .
S6 S 0.87654(9) 0.58203(3) 0.31616(8) 0.0198(2) Uani 1 1 d . . . . .
S7 S 0.47894(11) 0.69164(4) 0.37582(11) 0.0341(3) Uani 1 1 d . . . . .
S8 S 0.76927(10) 0.69125(3) 0.49945(10) 0.0270(2) Uani 1 1 d . . . . .
C1 C 0.4848(4) 0.40822(14) 0.2964(4) 0.0246(9) Uani 1 1 d . . . . .
H1 H 0.474326 0.379455 0.329924 0.029 Uiso 1 1 calc R U . . .
C2 C 0.500000 0.5007(2) 0.250000 0.0211(12) Uani 1 2 d S T P . .
C3 C 0.500000 0.5476(2) 0.250000 0.0231(12) Uani 1 2 d S T P . .
C4 C 0.4907(4) 0.64136(14) 0.3001(4) 0.0267(10) Uani 1 1 d . . . . .
C5 C 0.7619(4) 0.32322(13) 0.4499(3) 0.0201(8) Uani 1 1 d . . . . .
H5A H 0.765969 0.294007 0.493252 0.024 Uiso 1 1 calc R U . . .
H5B H 0.679554 0.323568 0.387190 0.024 Uiso 1 1 calc R U . . .
C6 C 0.8669(4) 0.32265(14) 0.4009(4) 0.0244(9) Uani 1 1 d . . . . .
H6A H 0.868629 0.291684 0.366231 0.029 Uiso 1 1 calc R U . . .
H6B H 0.948975 0.327030 0.462597 0.029 Uiso 1 1 calc R U . . .
C7 C 0.8082(4) 0.41817(12) 0.4690(3) 0.0162(8) Uani 1 1 d . . . . .
C8 C 0.8381(4) 0.41672(13) 0.3741(3) 0.0168(8) Uani 1 1 d . . . . .
C9 C 0.8444(3) 0.50383(13) 0.4263(3) 0.0147(7) Uani 1 1 d . . . . .
C10 C 0.8440(3) 0.55128(13) 0.4222(3) 0.0147(7) Uani 1 1 d . . . . .
C11 C 0.7988(4) 0.63813(13) 0.4445(3) 0.0199(8) Uani 1 1 d . . . . .
C12 C 0.8281(4) 0.63520(13) 0.3508(3) 0.0205(8) Uani 1 1 d . . . . .
H12 H 0.822442 0.661852 0.304220 0.025 Uiso 1 1 calc R U . . .
C13 C 0.6140(4) 0.68308(15) 0.5057(4) 0.0276(10) Uani 1 1 d . . . . .
H13A H 0.604228 0.704774 0.563368 0.033 Uiso 1 1 calc R U . . .
H13B H 0.609165 0.650876 0.532815 0.033 Uiso 1 1 calc R U . . .
P1 P 1.000000 0.74141(5) 0.250000 0.0207(3) Uani 1 2 d S T P . .
F1 F 1.000000 0.79732(12) 0.250000 0.0363(9) Uani 1 2 d S T P . .
F2 F 1.000000 0.68581(11) 0.250000 0.0346(9) Uani 1 2 d S T P . .
F3 F 1.0218(3) 0.74171(10) 0.3814(2) 0.0391(7) Uani 1 1 d . . . . .
F4 F 0.8501(2) 0.74137(9) 0.2227(2) 0.0316(6) 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
Se1 C1 1.868(4) . ?
Se1 C2 1.892(3) . ?
Se2 C3 1.884(3) . ?
Se2 C4 1.891(4) . ?
S1 C5 1.804(4) . ?
S1 C7 1.738(4) . ?
S2 C6 1.812(4) . ?
S2 C8 1.743(4) . ?
S3 C7 1.746(4) . ?
S3 C9 1.739(4) . ?
S4 C8 1.745(4) . ?
S4 C9 1.743(4) . ?
S5 C10 1.745(4) . ?
S5 C11 1.764(4) . ?
S6 C10 1.741(4) . ?
S6 C12 1.720(4) . ?
S7 C4 1.755(4) . ?
S7 C13 1.828(5) . ?
S8 C11 1.747(4) . ?
S8 C13 1.790(4) . ?
C1 C1 1.326(8) 2_655 ?
C1 H1 0.9500 . ?
C2 C3 1.339(8) . ?
C4 C4 1.350(9) 2_655 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.510(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.350(5) . ?
C9 C10 1.357(5) . ?
C11 C12 1.334(6) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
P1 F1 1.598(4) . ?
P1 F2 1.589(3) . ?
P1 F3 1.590(2) . ?
P1 F3 1.590(2) 2_755 ?
P1 F4 1.601(2) . ?
P1 F4 1.601(2) 2_755 ?

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
C1 Se1 C2 92.91(19) . . ?
C3 Se2 C4 94.14(19) . . ?
C7 S1 C5 102.30(18) . . ?
C8 S2 C6 99.57(18) . . ?
C9 S3 C7 94.97(17) . . ?
C9 S4 C8 94.93(17) . . ?
C10 S5 C11 94.06(18) . . ?
C12 S6 C10 94.76(18) . . ?
C4 S7 C13 100.6(2) . . ?
C11 S8 C13 103.02(19) . . ?
Se1 C1 H1 120.1 . . ?
C1 C1 Se1 119.82(13) 2_655 . ?
C1 C1 H1 120.1 2_655 . ?
Se1 C2 Se1 114.5(3) . 2_655 ?
C3 C2 Se1 122.73(14) . 2_655 ?
C3 C2 Se1 122.73(14) . . ?
Se2 C3 Se2 114.2(3) . 2_655 ?
C2 C3 Se2 122.88(14) . 2_655 ?
C2 C3 Se2 122.88(14) . . ?
S7 C4 Se2 116.4(2) . . ?
C4 C4 Se2 118.51(14) 2_655 . ?
C4 C4 S7 125.02(15) 2_655 . ?
S1 C5 H5A 108.8 . . ?
S1 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 S1 113.9(3) . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
S2 C6 H6A 109.0 . . ?
S2 C6 H6B 109.0 . . ?
C5 C6 S2 112.7(3) . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
S1 C7 S3 114.0(2) . . ?
C8 C7 S1 129.0(3) . . ?
C8 C7 S3 117.0(3) . . ?
S2 C8 S4 114.9(2) . . ?
C7 C8 S2 128.0(3) . . ?
C7 C8 S4 117.0(3) . . ?
S3 C9 S4 115.1(2) . . ?
C10 C9 S3 122.7(3) . . ?
C10 C9 S4 122.2(3) . . ?
S6 C10 S5 114.8(2) . . ?
C9 C10 S5 122.9(3) . . ?
C9 C10 S6 122.3(3) . . ?
S8 C11 S5 120.0(2) . . ?
C12 C11 S5 116.4(3) . . ?
C12 C11 S8 123.0(3) . . ?
S6 C12 H12 120.8 . . ?
C11 C12 S6 118.4(3) . . ?
C11 C12 H12 120.8 . . ?
S7 C13 H13A 107.8 . . ?
S7 C13 H13B 107.8 . . ?
S8 C13 S7 117.8(2) . . ?
S8 C13 H13A 107.8 . . ?
S8 C13 H13B 107.8 . . ?
H13A C13 H13B 107.2 . . ?
F1 P1 F4 90.04(10) . . ?
F1 P1 F4 90.04(10) . 2_755 ?
F2 P1 F1 180.0 . . ?
F2 P1 F3 90.30(12) . 2_755 ?
F2 P1 F3 90.30(12) . . ?
F2 P1 F4 89.96(10) . 2_755 ?
F2 P1 F4 89.96(10) . . ?
F3 P1 F1 89.70(12) . . ?
F3 P1 F1 89.70(12) 2_755 . ?
F3 P1 F3 179.4(2) 2_755 . ?
F3 P1 F4 90.07(14) . 2_755 ?
F3 P1 F4 90.07(14) 2_755 . ?
F3 P1 F4 89.93(14) . . ?
F3 P1 F4 89.93(14) 2_755 2_755 ?
F4 P1 F4 179.9(2) . 2_755 ?

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
Se1 C2 C3 Se2 1.64(2) . . . . ?
Se1 C2 C3 Se2 -178.36(2) . . . 2_655 ?
Se1 C2 C3 Se2 1.64(2) 2_655 . . 2_655 ?
Se1 C2 C3 Se2 -178.36(2) 2_655 . . . ?
S1 C5 C6 S2 -71.1(4) . . . . ?
S1 C7 C8 S2 -1.5(6) . . . . ?
S1 C7 C8 S4 -178.1(2) . . . . ?
S3 C7 C8 S2 176.4(2) . . . . ?
S3 C7 C8 S4 -0.3(4) . . . . ?
S3 C9 C10 S5 0.1(5) . . . . ?
S3 C9 C10 S6 179.0(2) . . . . ?
S4 C9 C10 S5 -178.4(2) . . . . ?
S4 C9 C10 S6 0.5(5) . . . . ?
S5 C11 C12 S6 0.1(5) . . . . ?
S8 C11 C12 S6 171.1(2) . . . . ?
C1 Se1 C2 Se1 0.10(13) . . . 2_655 ?
C1 Se1 C2 C3 -179.90(13) . . . . ?
C2 Se1 C1 C1 -0.4(5) . . . 2_655 ?
C3 Se2 C4 S7 -177.1(2) . . . . ?
C3 Se2 C4 C4 5.7(5) . . . 2_655 ?
C4 Se2 C3 Se2 -1.51(12) . . . 2_655 ?
C4 Se2 C3 C2 178.49(12) . . . . ?
C4 S7 C13 S8 72.7(3) . . . . ?
C5 S1 C7 S3 177.0(2) . . . . ?
C5 S1 C7 C8 -5.1(4) . . . . ?
C6 S2 C8 S4 156.9(2) . . . . ?
C6 S2 C8 C7 -19.8(4) . . . . ?
C7 S1 C5 C6 41.1(3) . . . . ?
C7 S3 C9 S4 -9.7(2) . . . . ?
C7 S3 C9 C10 171.7(3) . . . . ?
C8 S2 C6 C5 55.0(3) . . . . ?
C8 S4 C9 S3 9.6(2) . . . . ?
C8 S4 C9 C10 -171.8(3) . . . . ?
C9 S3 C7 S1 -175.8(2) . . . . ?
C9 S3 C7 C8 6.0(3) . . . . ?
C9 S4 C8 S2 177.3(2) . . . . ?
C9 S4 C8 C7 -5.6(3) . . . . ?
C10 S5 C11 S8 -178.6(2) . . . . ?
C10 S5 C11 C12 -7.4(3) . . . . ?
C10 S6 C12 C11 7.3(4) . . . . ?
C11 S5 C10 S6 12.1(2) . . . . ?
C11 S5 C10 C9 -168.9(3) . . . . ?
C11 S8 C13 S7 -81.2(3) . . . . ?
C12 S6 C10 S5 -12.2(2) . . . . ?
C12 S6 C10 C9 168.8(3) . . . . ?
C13 S7 C4 Se2 64.5(3) . . . . ?
C13 S7 C4 C4 -118.6(5) . . . 2_655 ?
C13 S8 C11 S5 -65.9(3) . . . . ?
C13 S8 C11 C12 123.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.240
_oxdiff_exptl_absorpt_empirical_full_min 0.538
####################################################################### 
# 
# 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_exp_06-120k
_database_code_depnum_ccdc_archive 'CCDC 2262520'
loop_
_audit_author_name
_audit_author_address
'Takashi Shirahata'
;Ehime University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2023-10-10 downloaded from the CCDC.
;
_audit_creation_date             2023-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 S16 Se4, F6 P'
_chemical_formula_sum            'C24 H16 F6 P S16 Se4'
_chemical_formula_weight         1278.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H16 F6 P1 S16 Se4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   11.2588(3)
_cell_length_b                   28.5988(6)
_cell_length_c                   12.6211(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.992(3)
_cell_angle_gamma                90
_cell_volume                     3818.96(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8468
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.1620
_cell_measurement_theta_min      2.0270
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.291
_exptl_absorpt_coefficient_mu    4.814
_exptl_absorpt_correction_T_max  0.729
_exptl_absorpt_correction_T_min  0.179
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2484
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -40 1 0.0045
12 1 -15 0.1673
0 40 1 0.0242
6 -1 13 0.0703
15 -3 0 0.0867
-15 3 -1 0.0664
-6 1 -13 0.0934
1 40 -1 0.0225

_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.4372 -40.1588 0.9064 -0.1056 0.9944 -0.0001
12.2010 0.5928 -15.3706 0.0104 -0.0981 -0.9951
-0.0770 40.2684 1.0053 0.1047 -0.9867 0.1241
6.3928 -0.6702 12.8460 -0.9556 -0.1012 0.2769
14.8599 -3.1252 0.0197 -0.8598 -0.0917 -0.5023
-14.6822 3.0583 -0.5819 0.8752 0.0933 0.4747
-5.7273 0.5015 -13.3923 0.9420 0.0997 -0.3204
1.4372 40.1588 -0.9064 0.1056 -0.9944 0.0001

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15296
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.052
_diffrn_ambient_temperature      120
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  27.00   0.25   16.00    --    5.00  76.00-120.00  104
  2  ω     27.00  60.00   0.25   16.00    --  -15.00  76.00 150.00  132
  3  ω    -54.00 -11.00   0.25   16.00    --  -15.00  76.00 -30.00  172
  4  ω     11.00  73.00   0.25   16.00    --  -15.00  76.00 -30.00  248
  5  ω    -58.00  14.00   0.25   16.00    --  -15.00  76.00 150.00  288
  6  ω    -69.00  33.00   0.25   16.00    --  -15.00  38.00 120.00  408
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0570363000
_diffrn_orient_matrix_UB_12      0.0036357000
_diffrn_orient_matrix_UB_13      -0.0458121000
_diffrn_orient_matrix_UB_21      -0.0113025000
_diffrn_orient_matrix_UB_22      -0.0244372000
_diffrn_orient_matrix_UB_23      -0.0035296000
_diffrn_orient_matrix_UB_31      -0.0334199000
_diffrn_orient_matrix_UB_32      0.0020621000
_diffrn_orient_matrix_UB_33      0.0382930000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3923
_reflns_number_total             4379
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.349
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         4379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0347
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0501P)²+5.8990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0930
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.46282(3) 0.46498(2) 0.36085(2) 0.02674(10) Uani 1 1 d . . . . .
Se2 Se 0.46710(3) 0.58335(2) 0.36229(2) 0.03029(10) Uani 1 1 d . . . . .
S1 S 0.76832(8) 0.37250(2) 0.54113(6) 0.03004(17) Uani 1 1 d . . . . .
S2 S 0.84946(7) 0.36787(2) 0.29560(6) 0.02990(17) Uani 1 1 d . . . . .
S3 S 0.81407(7) 0.47277(2) 0.53273(5) 0.02113(15) Uani 1 1 d . . . . .
S4 S 0.87882(7) 0.46963(2) 0.32629(6) 0.02236(15) Uani 1 1 d . . . . .
S5 S 0.81295(7) 0.58607(2) 0.52330(6) 0.02427(15) Uani 1 1 d . . . . .
S6 S 0.87648(7) 0.58202(2) 0.31636(6) 0.02510(15) Uani 1 1 d . . . . .
S7 S 0.47891(8) 0.69153(3) 0.37593(8) 0.0426(2) Uani 1 1 d . . . . .
S8 S 0.76912(8) 0.69112(2) 0.49938(7) 0.03487(18) Uani 1 1 d . . . . .
C1 C 0.4847(3) 0.40811(10) 0.2963(2) 0.0300(6) Uani 1 1 d . . . . .
H1 H 0.473928 0.379389 0.329774 0.036 Uiso 1 1 calc R U . . .
C2 C 0.500000 0.50052(14) 0.250000 0.0239(7) Uani 1 2 d S T P . .
C3 C 0.500000 0.54748(14) 0.250000 0.0266(8) Uani 1 2 d S T P . .
C4 C 0.4905(3) 0.64150(10) 0.3000(3) 0.0343(7) Uani 1 1 d . . . . .
C5 C 0.7621(3) 0.32344(9) 0.4499(2) 0.0267(6) Uani 1 1 d . . . . .
H5A H 0.766099 0.294225 0.493018 0.032 Uiso 1 1 calc R U . . .
H5B H 0.679844 0.323869 0.387376 0.032 Uiso 1 1 calc R U . . .
C6 C 0.8667(3) 0.32280(10) 0.4006(2) 0.0290(6) Uani 1 1 d . . . . .
H6A H 0.867990 0.291865 0.365776 0.035 Uiso 1 1 calc R U . . .
H6B H 0.948753 0.326999 0.462121 0.035 Uiso 1 1 calc R U . . .
C7 C 0.8085(2) 0.41815(8) 0.4686(2) 0.0210(5) Uani 1 1 d . . . . .
C8 C 0.8388(2) 0.41669(9) 0.3745(2) 0.0213(5) Uani 1 1 d . . . . .
C9 C 0.8441(2) 0.50373(9) 0.42613(19) 0.0188(5) Uani 1 1 d . . . . .
C10 C 0.8435(2) 0.55133(9) 0.4224(2) 0.0197(5) Uani 1 1 d . . . . .
C11 C 0.7986(3) 0.63805(9) 0.4451(2) 0.0263(6) Uani 1 1 d . . . . .
C12 C 0.8283(3) 0.63529(9) 0.3511(2) 0.0271(6) Uani 1 1 d . . . . .
H12 H 0.822858 0.661983 0.304913 0.032 Uiso 1 1 calc R U . . .
C13 C 0.6143(3) 0.68286(10) 0.5059(3) 0.0371(7) Uani 1 1 d . . . . .
H13A H 0.604561 0.704469 0.563714 0.045 Uiso 1 1 calc R U . . .
H13B H 0.609534 0.650642 0.532887 0.045 Uiso 1 1 calc R U . . .
P1 P 1.000000 0.74145(3) 0.250000 0.0264(2) Uani 1 2 d S T P . .
F1 F 1.000000 0.79726(8) 0.250000 0.0436(7) Uani 1 2 d S T P . .
F2 F 1.000000 0.68591(8) 0.250000 0.0416(6) Uani 1 2 d S T P . .
F3 F 1.0217(2) 0.74181(7) 0.38107(15) 0.0483(5) Uani 1 1 d . . . . .
F4 F 0.85029(16) 0.74133(6) 0.22264(16) 0.0393(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.872(3) . ?
Se1 C2 1.888(2) . ?
Se2 C3 1.886(2) . ?
Se2 C4 1.896(3) . ?
S1 C5 1.801(3) . ?
S1 C7 1.741(3) . ?
S2 C6 1.811(3) . ?
S2 C8 1.743(3) . ?
S3 C7 1.751(2) . ?
S3 C9 1.738(2) . ?
S4 C8 1.748(3) . ?
S4 C9 1.741(2) . ?
S5 C10 1.740(3) . ?
S5 C11 1.761(3) . ?
S6 C10 1.743(2) . ?
S6 C12 1.724(3) . ?
S7 C4 1.752(3) . ?
S7 C13 1.835(4) . ?
S8 C11 1.743(3) . ?
S8 C13 1.789(3) . ?
C1 C1 1.328(6) 2_655 ?
C1 H1 0.9500 . ?
C2 C3 1.343(6) . ?
C4 C4 1.349(7) 2_655 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.509(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.343(4) . ?
C9 C10 1.362(4) . ?
C11 C12 1.339(4) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
P1 F1 1.596(3) . ?
P1 F2 1.588(2) . ?
P1 F3 1.5875(18) 2_755 ?
P1 F3 1.5874(18) . ?
P1 F4 1.6007(17) . ?
P1 F4 1.6008(17) 2_755 ?

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
C1 Se1 C2 92.86(13) . . ?
C3 Se2 C4 94.27(14) . . ?
C7 S1 C5 102.01(13) . . ?
C8 S2 C6 99.39(13) . . ?
C9 S3 C7 94.73(12) . . ?
C9 S4 C8 94.86(12) . . ?
C10 S5 C11 94.30(13) . . ?
C12 S6 C10 94.66(13) . . ?
C4 S7 C13 100.64(14) . . ?
C11 S8 C13 102.88(14) . . ?
Se1 C1 H1 120.1 . . ?
C1 C1 Se1 119.71(9) 2_655 . ?
C1 C1 H1 120.1 2_655 . ?
Se1 C2 Se1 114.9(2) 2_655 . ?
C3 C2 Se1 122.56(10) . . ?
C3 C2 Se1 122.56(10) . 2_655 ?
Se2 C3 Se2 114.1(2) . 2_655 ?
C2 C3 Se2 122.95(10) . 2_655 ?
C2 C3 Se2 122.95(10) . . ?
S7 C4 Se2 116.25(18) . . ?
C4 C4 Se2 118.47(10) 2_655 . ?
C4 C4 S7 125.22(11) 2_655 . ?
S1 C5 H5A 108.7 . . ?
S1 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 S1 114.07(19) . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
S2 C6 H6A 109.0 . . ?
S2 C6 H6B 109.0 . . ?
C5 C6 S2 112.91(19) . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
S1 C7 S3 113.62(14) . . ?
C8 C7 S1 129.2(2) . . ?
C8 C7 S3 117.16(19) . . ?
S2 C8 S4 114.75(14) . . ?
C7 C8 S2 128.2(2) . . ?
C7 C8 S4 117.04(19) . . ?
S3 C9 S4 115.24(14) . . ?
C10 C9 S3 122.42(18) . . ?
C10 C9 S4 122.32(18) . . ?
S5 C10 S6 114.94(15) . . ?
C9 C10 S5 123.05(18) . . ?
C9 C10 S6 122.00(19) . . ?
S8 C11 S5 120.51(17) . . ?
C12 C11 S5 116.3(2) . . ?
C12 C11 S8 122.5(2) . . ?
S6 C12 H12 120.9 . . ?
C11 C12 S6 118.2(2) . . ?
C11 C12 H12 120.9 . . ?
S7 C13 H13A 107.9 . . ?
S7 C13 H13B 107.9 . . ?
S8 C13 S7 117.74(17) . . ?
S8 C13 H13A 107.9 . . ?
S8 C13 H13B 107.9 . . ?
H13A C13 H13B 107.2 . . ?
F1 P1 F4 90.13(7) . . ?
F1 P1 F4 90.12(7) . 2_755 ?
F2 P1 F1 180.0 . . ?
F2 P1 F4 89.88(7) . 2_755 ?
F2 P1 F4 89.87(7) . . ?
F3 P1 F1 89.64(8) 2_755 . ?
F3 P1 F1 89.64(8) . . ?
F3 P1 F2 90.36(8) 2_755 . ?
F3 P1 F2 90.36(8) . . ?
F3 P1 F3 179.28(17) . 2_755 ?
F3 P1 F4 89.99(10) . 2_755 ?
F3 P1 F4 89.99(10) 2_755 . ?
F3 P1 F4 90.01(10) 2_755 2_755 ?
F3 P1 F4 90.01(10) . . ?
F4 P1 F4 179.75(14) . 2_755 ?

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
Se1 C2 C3 Se2 -178.394(13) 2_655 . . . ?
Se1 C2 C3 Se2 1.607(13) 2_655 . . 2_655 ?
Se1 C2 C3 Se2 -178.393(13) . . . 2_655 ?
Se1 C2 C3 Se2 1.607(13) . . . . ?
S1 C5 C6 S2 -71.0(2) . . . . ?
S1 C7 C8 S2 -0.9(4) . . . . ?
S1 C7 C8 S4 -178.22(16) . . . . ?
S3 C7 C8 S2 176.71(15) . . . . ?
S3 C7 C8 S4 -0.6(3) . . . . ?
S3 C9 C10 S5 0.0(3) . . . . ?
S3 C9 C10 S6 178.87(14) . . . . ?
S4 C9 C10 S5 -178.34(14) . . . . ?
S4 C9 C10 S6 0.6(3) . . . . ?
S5 C11 C12 S6 0.1(3) . . . . ?
S8 C11 C12 S6 171.22(16) . . . . ?
C1 Se1 C2 Se1 0.07(9) . . . 2_655 ?
C1 Se1 C2 C3 -179.93(9) . . . . ?
C2 Se1 C1 C1 -0.3(3) . . . 2_655 ?
C3 Se2 C4 S7 -176.92(15) . . . . ?
C3 Se2 C4 C4 5.6(3) . . . 2_655 ?
C4 Se2 C3 Se2 -1.47(9) . . . 2_655 ?
C4 Se2 C3 C2 178.53(9) . . . . ?
C4 S7 C13 S8 72.6(2) . . . . ?
C5 S1 C7 S3 176.72(14) . . . . ?
C5 S1 C7 C8 -5.6(3) . . . . ?
C6 S2 C8 S4 157.44(15) . . . . ?
C6 S2 C8 C7 -19.9(3) . . . . ?
C7 S1 C5 C6 41.1(2) . . . . ?
C7 S3 C9 S4 -9.72(16) . . . . ?
C7 S3 C9 C10 171.9(2) . . . . ?
C8 S2 C6 C5 54.7(2) . . . . ?
C8 S4 C9 S3 9.49(16) . . . . ?
C8 S4 C9 C10 -172.1(2) . . . . ?
C9 S3 C7 S1 -175.82(15) . . . . ?
C9 S3 C7 C8 6.2(2) . . . . ?
C9 S4 C8 S2 177.00(15) . . . . ?
C9 S4 C8 C7 -5.3(2) . . . . ?
C10 S5 C11 S8 -178.65(17) . . . . ?
C10 S5 C11 C12 -7.4(2) . . . . ?
C10 S6 C12 C11 7.2(3) . . . . ?
C11 S5 C10 S6 12.06(16) . . . . ?
C11 S5 C10 C9 -169.0(2) . . . . ?
C11 S8 C13 S7 -81.60(19) . . . . ?
C12 S6 C10 S5 -12.06(16) . . . . ?
C12 S6 C10 C9 169.0(2) . . . . ?
C13 S7 C4 Se2 64.42(19) . . . . ?
C13 S7 C4 C4 -118.3(4) . . . 2_655 ?
C13 S8 C11 S5 -65.6(2) . . . . ?
C13 S8 C11 C12 123.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.884
_oxdiff_exptl_absorpt_empirical_full_min 0.478
