# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2022

####################################################################### 
# 
# 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. 
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data_200129-rk03-105_2mes3edot_neutral
_database_code_depnum_ccdc_archive 'CCDC 2123081'
loop_
_audit_author_name
_audit_author_address
'Mori Hatsumi'
;The Institute for Solid State Physics, The University of Tokyo
Japan
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-02-17 downloaded from the CCDC.
;
_audit_creation_date             2021-11-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
hmori@issp.u-tokyo.ac.jp
ryohei.kameyama@issp.u-tokyo.ac.jp
_chemical_name_common            2MeS-3EDOT
_chemical_name_systematic        
5,5''-dimethylthio-2,2':5',2''-ter(3,4-ethylenedioxythiophene)
_chemical_formula_moiety         'C20 H18 O6 S5'
_chemical_formula_sum            'C20 H18 O6 S5'
_chemical_formula_weight         514.64
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H18 O6 S5'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   8.1299(9)
_cell_length_b                   16.3935(15)
_cell_length_c                   16.5034(13)
_cell_angle_alpha                90
_cell_angle_beta                 95.897(9)
_cell_angle_gamma                90
_cell_volume                     2187.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2458
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.4450
_cell_measurement_theta_min      2.7100
_shelx_estimated_absorpt_T_max   0.930
_shelx_estimated_absorpt_T_min   0.673
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_preparation       'liquid phase diffusion'
_exptl_crystal_recrystallization_method 
'liquid-liquid diffusion over chloroform/ethanol'
_exptl_crystal_size_max          0.76
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.060
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3729
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         1.756
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50   50.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50   50.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0258012000
_diffrn_orient_matrix_UB_12      -0.0273940000
_diffrn_orient_matrix_UB_13      -0.0320472000
_diffrn_orient_matrix_UB_21      0.0225867000
_diffrn_orient_matrix_UB_22      -0.0334495000
_diffrn_orient_matrix_UB_23      0.0260493000
_diffrn_orient_matrix_UB_31      -0.0807633000
_diffrn_orient_matrix_UB_32      -0.0005686000
_diffrn_orient_matrix_UB_33      0.0127326000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2871
_reflns_number_total             3729
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.927
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         3729
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0887
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1872P)²+1.2673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2460
_refine_ls_wR_factor_ref         0.2723
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.501
 0.499
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 O2-C8 \\sim O2-C8A
 with sigma of 0.02
 O3-C9 \\sim O3-C9A
 with sigma of 0.02
 C8-C9 \\sim C8A-C9A
 with sigma of 0.02
 O2-C9 \\sim O2-C9A
 with sigma of 0.04
 O3-C8 \\sim O3-C8A
 with sigma of 0.04
4. Others
 Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(1)
 Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C8A(H8AA,H8AB), C9A(H9AA,H9AB)
5.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.750000 0.65934(10) 0.500000 0.0484(6) Uani 1 2 d S T P . .
S2 S 0.5604(2) 0.53436(8) 0.27316(8) 0.0556(6) Uani 1 1 d . . . . .
S3 S 0.3874(2) 0.57656(9) 0.10820(9) 0.0669(6) Uani 1 1 d . . . . .
O1 O 0.6790(5) 0.43997(19) 0.41603(19) 0.0518(10) Uani 1 1 d . . . . .
O2 O 0.5969(5) 0.7531(2) 0.3611(2) 0.0537(10) Uani 1 1 d D . . . .
O3 O 0.4352(5) 0.7498(2) 0.1960(2) 0.0605(11) Uani 1 1 d D . . . .
C4 C 0.5682(6) 0.6831(3) 0.3169(3) 0.0422(12) Uani 1 1 d . . . . .
C3 C 0.6135(7) 0.6073(3) 0.3466(3) 0.0449(12) Uani 1 1 d . . . . .
C2 C 0.7159(6) 0.5095(3) 0.4590(3) 0.0411(11) Uani 1 1 d . . . . .
C1 C 0.6892(6) 0.5862(3) 0.4268(3) 0.0423(12) Uani 1 1 d . . . . .
C5 C 0.4905(7) 0.6821(3) 0.2363(3) 0.0488(13) Uani 1 1 d . . . . .
C6 C 0.4767(7) 0.6057(3) 0.2040(3) 0.0528(14) Uani 1 1 d . . . . .
C7 C 0.7401(10) 0.3692(3) 0.4582(3) 0.075(2) Uani 1 1 d . . . . .
H7A H 0.666414 0.324512 0.440941 0.090 Uiso 1 1 calc R U . . .
H7B H 0.846675 0.356583 0.439686 0.090 Uiso 1 1 calc R U . . .
C8 C 0.493(2) 0.8183(7) 0.3256(7) 0.059(3) Uani 0.68(3) 1 d D . P A 1
H8A H 0.530837 0.869831 0.349800 0.071 Uiso 0.68(3) 1 calc R U P A 1
H8B H 0.380369 0.809524 0.337656 0.071 Uiso 0.68(3) 1 calc R U P A 1
C9 C 0.498(3) 0.8222(8) 0.2361(8) 0.067(5) Uani 0.68(3) 1 d D . P A 1
H9A H 0.433335 0.868605 0.214721 0.081 Uiso 0.68(3) 1 calc R U P A 1
H9B H 0.611318 0.830648 0.224334 0.081 Uiso 0.68(3) 1 calc R U P A 1
C10 C 0.5386(11) 0.6122(6) 0.0446(4) 0.104(3) Uani 1 1 d . . . . .
H10A H 0.516020 0.589279 -0.008927 0.156 Uiso 1 1 calc R U . . .
H10B H 0.646829 0.595659 0.067511 0.156 Uiso 1 1 calc R U . . .
H10C H 0.533953 0.670588 0.041201 0.156 Uiso 1 1 calc R U . . .
C8A C 0.577(3) 0.8265(12) 0.3113(13) 0.050(6) Uani 0.32(3) 1 d D . P A 2
H8AA H 0.674493 0.835031 0.283148 0.060 Uiso 0.32(3) 1 calc R U P A 2
H8AB H 0.563297 0.873525 0.345653 0.060 Uiso 0.32(3) 1 calc R U P A 2
C9A C 0.429(4) 0.8174(19) 0.251(2) 0.077(13) Uani 0.32(3) 1 d D . P A 2
H9AA H 0.331873 0.811382 0.280032 0.092 Uiso 0.32(3) 1 calc R U P A 2
H9AB H 0.415031 0.867191 0.218986 0.092 Uiso 0.32(3) 1 calc R U P A 2


_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 C1 1.737(5) 2_656 ?
S1 C1 1.737(5) . ?
S2 C3 1.726(5) . ?
S2 C6 1.725(5) . ?
S3 C6 1.738(5) . ?
S3 C10 1.794(8) . ?
O1 C2 1.360(5) . ?
O1 C7 1.416(6) . ?
O2 C4 1.367(5) . ?
O2 C8 1.446(10) . ?
O2 C8A 1.457(16) . ?
O3 C5 1.348(6) . ?
O3 C9 1.428(11) . ?
O3 C9A 1.43(2) . ?
C4 C3 1.371(6) . ?
C4 C5 1.413(7) . ?
C3 C1 1.443(7) . ?
C2 C2 1.408(9) 2_656 ?
C2 C1 1.374(6) . ?
C5 C6 1.361(7) . ?
C7 C7 1.374(11) 2_656 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.484(16) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.49(2) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?

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 S1 C1 92.7(3) 2_656 . ?
C6 S2 C3 92.7(2) . . ?
C6 S3 C10 101.3(3) . . ?
C2 O1 C7 112.5(4) . . ?
C4 O2 C8 110.2(6) . . ?
C4 O2 C8A 113.0(10) . . ?
C5 O3 C9 111.8(8) . . ?
C5 O3 C9A 111.0(15) . . ?
O2 C4 C3 123.1(4) . . ?
O2 C4 C5 123.1(4) . . ?
C3 C4 C5 113.8(4) . . ?
C4 C3 S2 109.8(3) . . ?
C4 C3 C1 128.2(4) . . ?
C1 C3 S2 122.0(4) . . ?
O1 C2 C2 123.0(2) . 2_656 ?
O1 C2 C1 123.2(4) . . ?
C1 C2 C2 113.7(3) . 2_656 ?
C3 C1 S1 122.5(4) . . ?
C2 C1 S1 109.9(4) . . ?
C2 C1 C3 127.5(4) . . ?
O3 C5 C4 123.3(4) . . ?
O3 C5 C6 123.7(5) . . ?
C6 C5 C4 113.0(4) . . ?
S2 C6 S3 121.0(3) . . ?
C5 C6 S2 110.7(4) . . ?
C5 C6 S3 128.3(4) . . ?
O1 C7 H7A 107.4 . . ?
O1 C7 H7B 107.4 . . ?
C7 C7 O1 119.5(4) 2_656 . ?
C7 C7 H7A 107.4 2_656 . ?
C7 C7 H7B 107.4 2_656 . ?
H7A C7 H7B 107.0 . . ?
O2 C8 H8A 109.4 . . ?
O2 C8 H8B 109.4 . . ?
O2 C8 C9 111.2(13) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
O3 C9 C8 112.3(12) . . ?
O3 C9 H9A 109.1 . . ?
O3 C9 H9B 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
S3 C10 H10A 109.5 . . ?
S3 C10 H10B 109.5 . . ?
S3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C8A H8AA 109.8 . . ?
O2 C8A H8AB 109.8 . . ?
O2 C8A C9A 109(2) . . ?
H8AA C8A H8AB 108.3 . . ?
C9A C8A H8AA 109.8 . . ?
C9A C8A H8AB 109.8 . . ?
O3 C9A C8A 115(2) . . ?
O3 C9A H9AA 108.6 . . ?
O3 C9A H9AB 108.6 . . ?
C8A C9A H9AA 108.6 . . ?
C8A C9A H9AB 108.6 . . ?
H9AA C9A H9AB 107.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S2 C3 C1 S1 177.6(3) . . . . ?
S2 C3 C1 C2 -6.3(8) . . . . ?
O1 C2 C1 S1 179.6(4) . . . . ?
O1 C2 C1 C3 3.1(9) . . . . ?
O2 C4 C3 S2 -179.0(4) . . . . ?
O2 C4 C3 C1 3.0(9) . . . . ?
O2 C4 C5 O3 -1.1(9) . . . . ?
O2 C4 C5 C6 179.2(5) . . . . ?
O2 C8 C9 O3 62(2) . . . . ?
O2 C8A C9A O3 -60(5) . . . . ?
O3 C5 C6 S2 -179.8(5) . . . . ?
O3 C5 C6 S3 -0.7(9) . . . . ?
C4 O2 C8 C9 -46.9(17) . . . . ?
C4 O2 C8A C9A 41(3) . . . . ?
C4 C3 C1 S1 -4.6(8) . . . . ?
C4 C3 C1 C2 171.5(5) . . . . ?
C4 C5 C6 S2 -0.1(7) . . . . ?
C4 C5 C6 S3 178.9(4) . . . . ?
C3 S2 C6 S3 -178.8(4) . . . . ?
C3 S2 C6 C5 0.4(5) . . . . ?
C3 C4 C5 O3 179.4(5) . . . . ?
C3 C4 C5 C6 -0.3(8) . . . . ?
C2 O1 C7 C7 27.9(12) . . . 2_656 ?
C2 C2 C1 S1 -0.1(7) 2_656 . . . ?
C2 C2 C1 C3 -176.5(6) 2_656 . . . ?
C1 S1 C1 C3 176.7(6) 2_656 . . . ?
C1 S1 C1 C2 0.0(3) 2_656 . . . ?
C5 O3 C9 C8 -43(2) . . . . ?
C5 O3 C9A C8A 45(4) . . . . ?
C5 C4 C3 S2 0.5(6) . . . . ?
C5 C4 C3 C1 -177.5(5) . . . . ?
C6 S2 C3 C4 -0.5(4) . . . . ?
C6 S2 C3 C1 177.7(5) . . . . ?
C7 O1 C2 C2 -9.2(9) . . . 2_656 ?
C7 O1 C2 C1 171.1(6) . . . . ?
C8 O2 C4 C3 -162.2(9) . . . . ?
C8 O2 C4 C5 18.3(10) . . . . ?
C9 O3 C5 C4 13.8(12) . . . . ?
C9 O3 C5 C6 -166.6(10) . . . . ?
C10 S3 C6 S2 -108.0(5) . . . . ?
C10 S3 C6 C5 73.0(7) . . . . ?
C8A O2 C4 C3 165.5(14) . . . . ?
C8A O2 C4 C5 -14.0(14) . . . . ?
C9A O3 C5 C4 -14.1(19) . . . . ?
C9A O3 C5 C6 165.5(19) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2020-01-29
_olex2_exptl_crystal_mounting_method 'MiteGen Microloop'
_olex2_submission_original_sample_id RK03-105
_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 1.413
_oxdiff_exptl_absorpt_empirical_full_min 0.814
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.501 6732 2286 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.499 6725 2286 nmt -1.0007 0.0014 -0.0006 -0.0090 -1.0003 0.0005 0.4146
0.0014 1.0000

_twin_special_details            
;
Component 2 rotated by -179.7396° 
 around [-0.00 0.00 1.00] (reciprocal) or [0.20 0.00 0.98] (direct)
;
####################################################################### 
# 
# 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_200308-rk03-143_2mes3edot_pf6_ch2cl2
_database_code_depnum_ccdc_archive 'CCDC 2123091'
loop_
_audit_author_name
_audit_author_address
'Mori Hatsumi'
;The Institute for Solid State Physics, The University of Tokyo
Japan
;
_audit_update_record             
;
2021-11-19 deposited with the CCDC.	2022-02-17 downloaded from the CCDC.
;
_audit_creation_date             2021-11-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            
"5,5''-dimethylthio-2,2':5',2''-ter(3,4-ethylenedioxythiophene) radical cation hexafluoro-phosphate dichloromethane solvate"
_chemical_name_systematic        2MeS-3EDOT_PF6_CH2Cl2
_chemical_formula_moiety         'C20 H18 O6 S5, F6 P'
_chemical_formula_sum            'C20 H18 F6 O6 P S5'
_chemical_formula_weight         659.61
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
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'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.4985(13)
_cell_length_b                   29.366(2)
_cell_length_c                   7.0331(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.400(9)
_cell_angle_gamma                90
_cell_volume                     2722.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3695
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.5470
_cell_measurement_theta_min      2.6170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.560
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic bluish black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1340
_exptl_crystal_preparation       
'electrochemical oxidation of the corresponding donor,Magnetic properties'
_exptl_crystal_recrystallization_method 'electrochemical crystallization'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9292
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         2.592
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50   50.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50   50.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0160979000
_diffrn_orient_matrix_UB_12      0.0230511000
_diffrn_orient_matrix_UB_13      -0.0056867000
_diffrn_orient_matrix_UB_21      0.0466386000
_diffrn_orient_matrix_UB_22      0.0064516000
_diffrn_orient_matrix_UB_23      0.0616845000
_diffrn_orient_matrix_UB_31      0.0214944000
_diffrn_orient_matrix_UB_32      0.0032329000
_diffrn_orient_matrix_UB_33      -0.0825728000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1476
_reflns_number_total             2539
_reflns_odcompleteness_completeness 88.10
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.45
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         2539
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.1105
_refine_ls_R_factor_gt           0.0568
_refine_ls_restrained_S_all      1.089
_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)+(0.0671P)²+3.8037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1354
_refine_ls_wR_factor_ref         0.1602
_refine_special_details          
'Solvent mask option in Olex2 was used to analyze the disordered solvent molecules (114e for 2 voids in the unit cell).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 P1-F3 \\sim P1-F5 \\sim P1-F6 \\sim P1-F2 \\sim P1-F4 \\sim P1-F1
 with sigma of 0.02
 O4-C10 \\sim O4-C9A
 with sigma of 0.02
 F3-F5 \\sim F3-F2 \\sim F3-F4 \\sim F3-F1 \\sim F6-F5 \\sim F6-F2 \\sim F6-F4
\\sim F6-F1 \\sim F2-F3 \\sim F2-F6
 \\sim F5-F6 \\sim F5-F3
 with sigma of 0.04
 O3-C10 \\sim O3-C9A
 with sigma of 0.04
 O3-C9 \\sim O3-C10A
 with sigma of 0.02
 F3-F6 \\sim F5-F2 \\sim F1-F4
 with sigma of 0.05
 C10-C9 \\sim C9A-C10A
 with sigma of 0.02
 O4-C9 \\sim O4-C10A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
P1 \\sim F3 \\sim F5 \\sim F6 \\sim F2 \\sim F4 \\sim F1: within 2A with sigma
of 0.04 and sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 P1, F3, F5, F6, F2, F4, F1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C9A)=Sof(H9Aa)=Sof(H9Ab)=Sof(C10A)=Sof(H10c)=Sof(H10d)=1-FVAR(1)
 Sof(C10)=Sof(H10a)=Sof(H10b)=Sof(C9)=Sof(H9a)=Sof(H9b)=FVAR(1)
 Fixed Sof: O2(0.5) P1(0.5) F3(0.5) F5(0.5) F6(0.5) F2(0.5) F4(0.5) F1(0.5)
 C8(0.5) H8a(0.5) H8b(0.5) C7(0.5) H7a(0.5) H7b(0.5) O1(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b), C9(H9a,H9b), C9A(H9Aa,H9Ab), C10A(H10c,H10d), C8(H8a,H8b),
 C7(H7a,H7b)
6.b Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.39747(13) 0.500000 0.1902(2) 0.0524(4) Uani 1 2 d S T P . .
S2 S 0.55821(9) 0.63183(4) 0.28979(16) 0.0575(4) Uani 1 1 d . . . . .
S3 S 0.49273(12) 0.73198(4) 0.25268(18) 0.0736(5) Uani 1 1 d . . . . .
O3 O 0.2844(2) 0.58513(10) 0.1181(5) 0.0675(9) Uani 1 1 d D . . . .
O2 O 0.6826(15) 0.5481(10) 0.377(4) 0.052(4) Uani 0.5 1 d . . P A -1
O4 O 0.2896(3) 0.68383(11) 0.1202(5) 0.0781(10) Uani 1 1 d D . . . .
C2 C 0.4885(3) 0.54272(14) 0.2481(6) 0.0487(11) Uani 1 1 d . . . . .
C5 C 0.3727(4) 0.65700(16) 0.1725(6) 0.0579(12) Uani 1 1 d . . . . .
C3 C 0.4655(3) 0.58960(15) 0.2327(6) 0.0487(11) Uani 1 1 d . . . . .
C4 C 0.3711(4) 0.60938(16) 0.1726(6) 0.0552(12) Uani 1 1 d . . . . .
C1 C 0.5846(4) 0.52353(15) 0.3064(6) 0.0537(11) Uani 1 1 d . . . . .
C6 C 0.4693(4) 0.67420(15) 0.2338(6) 0.0575(12) Uani 1 1 d . . . . .
C11 C 0.6279(4) 0.73344(18) 0.3264(8) 0.0916(18) Uani 1 1 d . . . . .
H11A H 0.657181 0.720472 0.225892 0.137 Uiso 1 1 calc R U . . .
H11B H 0.648987 0.716215 0.444174 0.137 Uiso 1 1 calc R U . . .
H11C H 0.650042 0.764414 0.348809 0.137 Uiso 1 1 calc R U . . .
C10 C 0.2053(12) 0.6585(5) 0.018(4) 0.085(8) Uani 0.53(2) 1 d D . P B 1
H10A H 0.213548 0.652735 -0.113905 0.102 Uiso 0.53(2) 1 calc R U P B 1
H10B H 0.143790 0.676190 0.009362 0.102 Uiso 0.53(2) 1 calc R U P B 1
C9 C 0.1951(11) 0.6138(5) 0.117(3) 0.092(6) Uani 0.53(2) 1 d D . P B 1
H9A H 0.188630 0.619333 0.250072 0.110 Uiso 0.53(2) 1 calc R U P B 1
H9B H 0.134415 0.598095 0.049663 0.110 Uiso 0.53(2) 1 calc R U P B 1
P1 P 0.0027(8) 0.63090(9) 0.4938(17) 0.0811(10) Uani 0.5 1 d D U P C -1
F3 F -0.1061(7) 0.6139(4) 0.4452(18) 0.143(5) Uani 0.5 1 d D U P C -1
F5 F -0.0002(7) 0.6533(5) 0.2978(14) 0.132(4) Uani 0.5 1 d D U P C -1
F6 F 0.1110(7) 0.6469(6) 0.5479(16) 0.219(8) Uani 0.5 1 d D U P C -1
F2 F 0.0146(10) 0.6074(6) 0.6898(18) 0.193(7) Uani 0.5 1 d D U P C -1
F4 F 0.0286(15) 0.5876(4) 0.396(3) 0.255(8) Uani 0.5 1 d D U P C -1
F1 F -0.0307(16) 0.6738(3) 0.570(3) 0.277(9) Uani 0.5 1 d D U P C -1
C9A C 0.1987(14) 0.6583(7) 0.097(5) 0.100(11) Uani 0.47(2) 1 d D . P B 2
H9AA H 0.144184 0.675881 0.018570 0.120 Uiso 0.47(2) 1 calc R U P B 2
H9AB H 0.182913 0.654392 0.224636 0.120 Uiso 0.47(2) 1 calc R U P B 2
C10A C 0.2008(16) 0.6120(5) 0.006(4) 0.102(8) Uani 0.47(2) 1 d D . P B 2
H10C H 0.137039 0.596487 0.002029 0.122 Uiso 0.47(2) 1 calc R U P B 2
H10D H 0.209457 0.615399 -0.127059 0.122 Uiso 0.47(2) 1 calc R U P B 2
C8 C 0.7558(16) 0.5234(7) 0.443(2) 0.065(4) Uani 0.5 1 d . . P A -1
H8A H 0.756019 0.517802 0.579356 0.078 Uiso 0.5 1 calc R U P A -1
H8B H 0.817038 0.540320 0.439180 0.078 Uiso 0.5 1 calc R U P A -1
C7 C 0.7626(17) 0.4779(7) 0.347(3) 0.079(5) Uani 0.5 1 d . . P A -1
H7A H 0.818974 0.460568 0.421373 0.095 Uiso 0.5 1 calc R U P A -1
H7B H 0.774233 0.482474 0.216969 0.095 Uiso 0.5 1 calc R U P A -1
O1 O 0.6562(17) 0.4500(10) 0.336(4) 0.052(4) Uani 0.5 1 d . . P A -1


_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 C2 1.742(4) 6_565 ?
S1 C2 1.742(4) . ?
S2 C3 1.746(4) . ?
S2 C6 1.714(5) . ?
S3 C6 1.726(5) . ?
S3 C11 1.787(6) . ?
O3 C4 1.353(5) . ?
O3 C9 1.469(12) . ?
O3 C10A 1.463(13) . ?
O2 C1 1.49(2) . ?
O2 C8 1.23(3) . ?
O4 C5 1.356(5) . ?
O4 C10 1.420(13) . ?
O4 C9A 1.416(15) . ?
C2 C3 1.411(6) . ?
C2 C1 1.393(6) . ?
C5 C4 1.398(6) . ?
C5 C6 1.379(6) . ?
C3 C4 1.382(6) . ?
C1 C1 1.382(9) 6_565 ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C9 1.510(17) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
P1 F3 1.520(10) . ?
P1 F5 1.519(10) . ?
P1 F6 1.504(11) . ?
P1 F2 1.520(10) . ?
P1 F4 1.523(10) . ?
P1 F1 1.477(9) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A C10A 1.508(18) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.508(13) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 O1 1.64(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
C2 S1 C2 92.1(3) 6_565 . ?
C6 S2 C3 91.8(2) . . ?
C6 S3 C11 101.8(3) . . ?
C4 O3 C9 111.0(7) . . ?
C4 O3 C10A 112.9(9) . . ?
C8 O2 C1 115(2) . . ?
C5 O4 C10 111.1(8) . . ?
C5 O4 C9A 111.7(10) . . ?
C3 C2 S1 123.5(3) . . ?
C1 C2 S1 110.1(3) . . ?
C1 C2 C3 126.4(4) . . ?
O4 C5 C4 124.7(4) . . ?
O4 C5 C6 123.0(4) . . ?
C6 C5 C4 112.3(4) . . ?
C2 C3 S2 122.7(3) . . ?
C4 C3 S2 109.9(3) . . ?
C4 C3 C2 127.4(4) . . ?
O3 C4 C5 122.6(4) . . ?
O3 C4 C3 123.4(4) . . ?
C3 C4 C5 114.0(4) . . ?
C2 C1 O2 127.2(11) . . ?
C1 C1 O2 118.8(11) 6_565 . ?
C1 C1 C2 113.9(3) 6_565 . ?
S2 C6 S3 126.0(3) . . ?
C5 C6 S2 112.0(3) . . ?
C5 C6 S3 122.0(4) . . ?
S3 C11 H11A 109.5 . . ?
S3 C11 H11B 109.5 . . ?
S3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O4 C10 H10A 109.4 . . ?
O4 C10 H10B 109.4 . . ?
O4 C10 C9 111.3(15) . . ?
H10A C10 H10B 108.0 . . ?
C9 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
O3 C9 C10 110.1(15) . . ?
O3 C9 H9A 109.6 . . ?
O3 C9 H9B 109.6 . . ?
C10 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
H9A C9 H9B 108.2 . . ?
F3 P1 F2 87.9(8) . . ?
F3 P1 F4 85.9(9) . . ?
F5 P1 F3 95.9(8) . . ?
F5 P1 F2 175.2(12) . . ?
F5 P1 F4 85.1(10) . . ?
F6 P1 F3 178.2(11) . . ?
F6 P1 F5 85.9(7) . . ?
F6 P1 F2 90.3(8) . . ?
F6 P1 F4 94.1(10) . . ?
F2 P1 F4 92.3(11) . . ?
F1 P1 F3 90.3(9) . . ?
F1 P1 F5 90.5(12) . . ?
F1 P1 F6 89.9(12) . . ?
F1 P1 F2 92.4(11) . . ?
F1 P1 F4 173.8(15) . . ?
O4 C9A H9AA 108.4 . . ?
O4 C9A H9AB 108.4 . . ?
O4 C9A C10A 115.5(18) . . ?
H9AA C9A H9AB 107.5 . . ?
C10A C9A H9AA 108.4 . . ?
C10A C9A H9AB 108.4 . . ?
O3 C10A C9A 109.8(17) . . ?
O3 C10A H10C 109.7 . . ?
O3 C10A H10D 109.7 . . ?
C9A C10A H10C 109.7 . . ?
C9A C10A H10D 109.7 . . ?
H10C C10A H10D 108.2 . . ?
O2 C8 H8A 107.8 . . ?
O2 C8 H8B 107.8 . . ?
O2 C8 C7 118(2) . . ?
H8A C8 H8B 107.1 . . ?
C7 C8 H8A 107.8 . . ?
C7 C8 H8B 107.8 . . ?
C8 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
C8 C7 O1 109(2) . . ?
H7A C7 H7B 108.3 . . ?
O1 C7 H7A 109.9 . . ?
O1 C7 H7B 109.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C2 C3 S2 -179.5(2) . . . . ?
S1 C2 C3 C4 0.2(6) . . . . ?
S1 C2 C1 O2 -176.9(14) . . . . ?
S1 C2 C1 C1 -0.7(3) . . . 6_565 ?
S2 C3 C4 O3 179.8(3) . . . . ?
S2 C3 C4 C5 -0.1(5) . . . . ?
O2 C8 C7 O1 -53(2) . . . . ?
O4 C5 C4 O3 0.4(7) . . . . ?
O4 C5 C4 C3 -179.7(4) . . . . ?
O4 C5 C6 S2 180.0(3) . . . . ?
O4 C5 C6 S3 0.9(6) . . . . ?
O4 C10 C9 O3 -63(3) . . . . ?
O4 C9A C10A O3 56(4) . . . . ?
C2 S1 C2 C3 179.8(2) 6_565 . . . ?
C2 S1 C2 C1 0.9(4) 6_565 . . . ?
C2 C3 C4 O3 0.0(7) . . . . ?
C2 C3 C4 C5 -179.9(4) . . . . ?
C5 O4 C10 C9 45(2) . . . . ?
C5 O4 C9A C10A -38(3) . . . . ?
C3 S2 C6 S3 178.5(3) . . . . ?
C3 S2 C6 C5 -0.5(3) . . . . ?
C3 C2 C1 O2 4.2(15) . . . . ?
C3 C2 C1 C1 -179.5(3) . . . 6_565 ?
C4 O3 C9 C10 46(2) . . . . ?
C4 O3 C10A C9A -43(3) . . . . ?
C4 C5 C6 S2 0.5(5) . . . . ?
C4 C5 C6 S3 -178.6(3) . . . . ?
C1 O2 C8 C7 37(3) . . . . ?
C1 C2 C3 S2 -0.7(6) . . . . ?
C1 C2 C3 C4 179.0(4) . . . . ?
C6 S2 C3 C2 -179.9(3) . . . . ?
C6 S2 C3 C4 0.3(3) . . . . ?
C6 C5 C4 O3 179.9(4) . . . . ?
C6 C5 C4 C3 -0.2(5) . . . . ?
C11 S3 C6 S2 3.5(4) . . . . ?
C11 S3 C6 C5 -177.6(4) . . . . ?
C10 O4 C5 C4 -15.5(13) . . . . ?
C10 O4 C5 C6 165.0(13) . . . . ?
C9 O3 C4 C5 -16.8(10) . . . . ?
C9 O3 C4 C3 163.3(10) . . . . ?
C9A O4 C5 C4 10.2(16) . . . . ?
C9A O4 C5 C6 -169.3(15) . . . . ?
C10A O3 C4 C5 17.7(14) . . . . ?
C10A O3 C4 C3 -162.2(13) . . . . ?
C8 O2 C1 C2 171.2(15) . . . . ?
C8 O2 C1 C1 -5(3) . . . 6_565 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.255 102.7 57.4 ?
2 0.500 0.000 -0.257 102.7 57.4 ?

_olex2_exptl_crystal_mounting_method 'MiteGen microloop'
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.158
_oxdiff_exptl_absorpt_empirical_full_min 0.910
