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

data_exp_2988
_audit_block_doi                 10.5517/ccdc.csd.cc2b80yl
_database_code_depnum_ccdc_archive 'CCDC 2152669'
loop_
_audit_author_name
_audit_author_address
'Ryota Akai'
;Osaka University
Japan
;
_audit_update_record             
;
2022-02-17 deposited with the CCDC.	2022-05-09 downloaded from the CCDC.
;
_audit_creation_date             2021-07-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        BTDBS-nBuA
_chemical_formula_moiety         'C20 H12 O6 S4, 2(C4 H12 N)'
_chemical_formula_sum            'C28 H36 N2 O6 S4'
_chemical_formula_weight         624.83
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   28.773(4)
_cell_length_b                   7.4823(5)
_cell_length_c                   7.5607(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.416(9)
_cell_angle_gamma                90
_cell_volume                     1627.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1613
_cell_measurement_temperature    293
_cell_measurement_theta_max      71.3170
_cell_measurement_theta_min      6.1770
_shelx_estimated_absorpt_T_max   0.864
_shelx_estimated_absorpt_T_min   0.583
_exptl_absorpt_coefficient_mu    3.022
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull yellowish yellow'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            7609
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.428
_diffrn_reflns_theta_min         6.111
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.000
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -85.00 -16.00   0.50   10.00    --    0.00 -19.00-150.00  138
  2  ω    -81.00  13.00   0.50   10.00    --    0.00 -19.00 -60.00  188
  3  ω     14.00  67.00   0.50   50.00    --   94.90 -45.00  90.00  106
  4  ω    128.00 154.00   0.50   50.00    --   94.90  30.00-120.00   52
  5  ω     78.00 155.00   0.50   50.00    --   94.90  30.00 -90.00  154
  6  ω     76.00 104.00   0.50   50.00    --   94.90  45.00 -30.00   56
  7  ω      5.00  98.00   0.50   50.00    --   94.90 -61.00  90.00  186
  8  ω    111.00 181.00   0.50   50.00    --   94.90  45.00 -30.00  140
  9  ω     87.00 112.00   0.50   50.00    --   94.90 -45.00  90.00   50
 10  ω     77.00 178.00   0.50   50.00    --   94.90  45.00 -60.00  202
 11  ω     78.00 128.00   0.50   50.00    --   94.90  45.00-150.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0401972000
_diffrn_orient_matrix_UB_12      0.1304937000
_diffrn_orient_matrix_UB_13      -0.0422797000
_diffrn_orient_matrix_UB_21      -0.0313245000
_diffrn_orient_matrix_UB_22      -0.1033712000
_diffrn_orient_matrix_UB_23      0.1267703000
_diffrn_orient_matrix_UB_31      0.0165771000
_diffrn_orient_matrix_UB_32      0.1210813000
_diffrn_orient_matrix_UB_33      0.1537921000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2134
_reflns_number_total             3156
_reflns_odcompleteness_completeness 98.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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         0.698
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1243
_refine_ls_R_factor_gt           0.0933
_refine_ls_restrained_S_all      1.106
_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)+(0.0239P)²+6.7234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2209
_refine_ls_wR_factor_ref         0.2346
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00H(H00J,H00K), C00I(H00L,H00M), C00J(H00N,H00O)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G)
2.c Idealised Me refined as rotating group:
 N006(H00A,H00H,H00I), 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
S001 S 0.78190(7) 0.49900(19) 0.47757(18) 0.0577(5) Uani 1 1 d . . . . .
S002 S 0.57299(7) 0.4421(2) 0.9468(2) 0.0675(5) Uani 1 1 d . . . . .
O003 O 0.79040(17) 0.3253(6) 0.4015(6) 0.0730(14) Uani 1 1 d . . . . .
O004 O 0.81054(18) 0.5368(7) 0.6308(5) 0.0778(15) Uani 1 1 d . . . . .
O005 O 0.78414(19) 0.6379(6) 0.3435(6) 0.0766(15) Uani 1 1 d . . . . .
N006 N 0.8136(2) -0.0263(7) 0.5061(6) 0.0676(16) Uani 1 1 d . . . . .
H00A H 0.801409 -0.099012 0.424324 0.081 Uiso 1 1 calc R U . . .
H00H H 0.806052 0.086159 0.480059 0.081 Uiso 1 1 calc R U . . .
H00I H 0.802673 -0.054650 0.611526 0.081 Uiso 1 1 calc R U . . .
C10 C 0.6325(3) 0.5043(8) 0.6686(8) 0.0623(17) Uani 1 1 d . . . . .
C008 C 0.7236(2) 0.4990(8) 0.5451(8) 0.0606(16) Uani 1 1 d . . . . .
C009 C 0.5851(3) 0.5154(8) 0.7346(9) 0.0648(18) Uani 1 1 d . . . . .
C00A C 0.5161(2) 0.5086(9) 0.9267(9) 0.0641(17) Uani 1 1 d . . . . .
C00B C 0.6656(3) 0.3925(10) 0.7418(9) 0.073(2) Uani 1 1 d . . . . .
H00B H 0.657455 0.316255 0.833111 0.088 Uiso 1 1 calc R U . . .
C00C C 0.5073(3) 0.5843(10) 0.7656(10) 0.075(2) Uani 1 1 d . . . . .
H00C H 0.478455 0.630115 0.730292 0.090 Uiso 1 1 calc R U . . .
C00D C 0.5464(3) 0.5855(10) 0.6587(10) 0.077(2) Uani 1 1 d . . . . .
H00D H 0.545692 0.631203 0.544309 0.092 Uiso 1 1 calc R U . . .
C00E C 0.7106(3) 0.3905(10) 0.6835(10) 0.073(2) Uani 1 1 d . . . . .
H00E H 0.732384 0.315391 0.737663 0.088 Uiso 1 1 calc R U . . .
C00F C 0.6902(3) 0.6069(10) 0.4666(10) 0.079(2) Uani 1 1 d . . . . .
H00F H 0.697941 0.679382 0.371747 0.095 Uiso 1 1 calc R U . . .
C00G C 0.6454(3) 0.6080(10) 0.5279(11) 0.085(2) Uani 1 1 d . . . . .
H00G H 0.623336 0.681034 0.472497 0.102 Uiso 1 1 calc R U . . .
C00H C 0.8650(4) -0.0451(17) 0.5103(12) 0.121(4) Uani 1 1 d . . . . .
H00J H 0.872408 -0.171191 0.520271 0.145 Uiso 1 1 calc R U . . .
H00K H 0.876452 -0.003893 0.397863 0.145 Uiso 1 1 calc R U . . .
C00I C 0.8883(5) 0.043(3) 0.641(2) 0.215(9) Uani 1 1 d . . . . .
H00L H 0.874490 0.013642 0.752879 0.258 Uiso 1 1 calc R U . . .
H00M H 0.884714 0.170212 0.621960 0.258 Uiso 1 1 calc R U . . .
C00J C 0.9400(7) -0.001(4) 0.652(3) 0.299(14) Uani 1 1 d . . . . .
H00N H 0.944149 -0.129698 0.642430 0.359 Uiso 1 1 calc R U . . .
H00O H 0.955600 0.054694 0.554540 0.359 Uiso 1 1 calc R U . . .
C11 C 0.9590(11) 0.055(8) 0.805(5) 0.61(5) Uani 1 1 d . . . . .
H11A H 0.948131 -0.017220 0.900183 0.917 Uiso 1 1 calc R U . . .
H11B H 0.950244 0.177620 0.824564 0.917 Uiso 1 1 calc R U . . .
H11C H 0.992214 0.047035 0.800305 0.917 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O003 1.445(4) . ?
S001 O004 1.433(4) . ?
S001 O005 1.454(4) . ?
S001 C008 1.765(7) . ?
S002 C009 1.739(7) . ?
S002 C00A 1.714(7) . ?
N006 H00A 0.8900 . ?
N006 H00H 0.8900 . ?
N006 H00I 0.8900 . ?
N006 C00H 1.483(11) . ?
C10 C009 1.465(10) . ?
C10 C00B 1.374(9) . ?
C10 C00G 1.375(9) . ?
C008 C00E 1.384(9) . ?
C008 C00F 1.378(9) . ?
C009 C00D 1.347(9) . ?
C00A C00A 1.467(14) 3_667 ?
C00A C00C 1.362(10) . ?
C00B H00B 0.9300 . ?
C00B C00E 1.377(10) . ?
C00C H00C 0.9300 . ?
C00C C00D 1.402(11) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00F H00F 0.9300 . ?
C00F C00G 1.381(11) . ?
C00G H00G 0.9300 . ?
C00H H00J 0.9700 . ?
C00H H00K 0.9700 . ?
C00H C00I 1.350(15) . ?
C00I H00L 0.9700 . ?
C00I H00M 0.9700 . ?
C00I C00J 1.52(2) . ?
C00J H00N 0.9700 . ?
C00J H00O 0.9700 . ?
C00J C11 1.34(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S001 O005 110.8(3) . . ?
O003 S001 C008 106.7(3) . . ?
O004 S001 O003 113.6(3) . . ?
O004 S001 O005 112.8(3) . . ?
O004 S001 C008 107.3(3) . . ?
O005 S001 C008 105.1(3) . . ?
C00A S002 C009 92.3(3) . . ?
H00A N006 H00H 109.5 . . ?
H00A N006 H00I 109.5 . . ?
H00H N006 H00I 109.5 . . ?
C00H N006 H00A 109.5 . . ?
C00H N006 H00H 109.5 . . ?
C00H N006 H00I 109.5 . . ?
C00B C10 C009 122.6(6) . . ?
C00B C10 C00G 117.2(7) . . ?
C00G C10 C009 120.2(6) . . ?
C00E C008 S001 119.8(5) . . ?
C00F C008 S001 122.2(6) . . ?
C00F C008 C00E 118.1(7) . . ?
C10 C009 S002 120.4(5) . . ?
C00D C009 S002 109.4(6) . . ?
C00D C009 C10 130.1(7) . . ?
C00A C00A S002 121.8(7) 3_667 . ?
C00C C00A S002 110.9(6) . . ?
C00C C00A C00A 127.2(8) . 3_667 ?
C10 C00B H00B 119.2 . . ?
C10 C00B C00E 121.7(7) . . ?
C00E C00B H00B 119.2 . . ?
C00A C00C H00C 123.7 . . ?
C00A C00C C00D 112.5(7) . . ?
C00D C00C H00C 123.7 . . ?
C009 C00D C00C 114.8(7) . . ?
C009 C00D H00D 122.6 . . ?
C00C C00D H00D 122.6 . . ?
C008 C00E H00E 119.7 . . ?
C00B C00E C008 120.7(7) . . ?
C00B C00E H00E 119.7 . . ?
C008 C00F H00F 119.8 . . ?
C008 C00F C00G 120.3(7) . . ?
C00G C00F H00F 119.8 . . ?
C10 C00G C00F 121.9(7) . . ?
C10 C00G H00G 119.0 . . ?
C00F C00G H00G 119.0 . . ?
N006 C00H H00J 108.2 . . ?
N006 C00H H00K 108.2 . . ?
H00J C00H H00K 107.3 . . ?
C00I C00H N006 116.5(11) . . ?
C00I C00H H00J 108.2 . . ?
C00I C00H H00K 108.2 . . ?
C00H C00I H00L 108.8 . . ?
C00H C00I H00M 108.8 . . ?
C00H C00I C00J 113.8(16) . . ?
H00L C00I H00M 107.7 . . ?
C00J C00I H00L 108.8 . . ?
C00J C00I H00M 108.8 . . ?
C00I C00J H00N 109.4 . . ?
C00I C00J H00O 109.4 . . ?
H00N C00J H00O 108.0 . . ?
C11 C00J C00I 111(3) . . ?
C11 C00J H00N 109.4 . . ?
C11 C00J H00O 109.4 . . ?
C00J C11 H11A 109.5 . . ?
C00J C11 H11B 109.5 . . ?
C00J C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C008 C00E C00B 178.0(6) . . . . ?
S001 C008 C00F C00G -177.5(6) . . . . ?
S002 C009 C00D C00C 0.6(8) . . . . ?
S002 C00A C00C C00D 0.9(8) . . . . ?
O003 S001 C008 C00E 67.5(6) . . . . ?
O003 S001 C008 C00F -113.7(6) . . . . ?
O004 S001 C008 C00E -54.5(6) . . . . ?
O004 S001 C008 C00F 124.3(6) . . . . ?
O005 S001 C008 C00E -174.8(5) . . . . ?
O005 S001 C008 C00F 4.0(7) . . . . ?
N006 C00H C00I C00J 172.4(15) . . . . ?
C10 C009 C00D C00C -175.7(7) . . . . ?
C10 C00B C00E C008 -1.6(12) . . . . ?
C008 C00F C00G C10 0.5(13) . . . . ?
C009 S002 C00A C00A -177.2(8) . . . 3_667 ?
C009 S002 C00A C00C -0.4(6) . . . . ?
C009 C10 C00B C00E -176.8(7) . . . . ?
C009 C10 C00G C00F 177.3(7) . . . . ?
C00A S002 C009 C10 176.7(6) . . . . ?
C00A S002 C009 C00D -0.1(6) . . . . ?
C00A C00A C00C C00D 177.4(8) 3_667 . . . ?
C00A C00C C00D C009 -1.0(10) . . . . ?
C00B C10 C009 S002 19.9(9) . . . . ?
C00B C10 C009 C00D -164.1(7) . . . . ?
C00B C10 C00G C00F -2.8(12) . . . . ?
C00E C008 C00F C00G 1.3(11) . . . . ?
C00F C008 C00E C00B -0.8(11) . . . . ?
C00G C10 C009 S002 -160.2(6) . . . . ?
C00G C10 C009 C00D 15.9(11) . . . . ?
C00G C10 C00B C00E 3.3(11) . . . . ?
C00H C00I C00J C11 -166(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 1.555
_oxdiff_exptl_absorpt_empirical_full_min 0.711
####################################################################### 
# 
# 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_3004
_audit_block_doi                 10.5517/ccdc.csd.cc2b8s3j
_database_code_depnum_ccdc_archive 'CCDC 2153387'
loop_
_audit_author_name
_audit_author_address
'Ryota Akai'
;Osaka University
Japan
;
_audit_update_record             
;
2022-02-20 deposited with the CCDC.	2022-05-09 downloaded from the CCDC.
;
_audit_creation_date             2021-07-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        BTDS-isoBuA
_chemical_formula_moiety         'C20 H12 O6 S4, 2(C4 H12 N)'
_chemical_formula_sum            'C28 H36 N2 O6 S4'
_chemical_formula_weight         624.83
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNSO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   27.9234(7)
_cell_length_b                   7.4749(2)
_cell_length_c                   7.6043(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.855(3)
_cell_angle_gamma                90
_cell_volume                     1581.51(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2408
_cell_measurement_temperature    293
_cell_measurement_theta_max      73.2480
_cell_measurement_theta_min      4.7720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8176
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.292
_diffrn_reflns_theta_min         3.177
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00  14.00   0.50    1.00    --    0.00 -19.00   0.00  202
  2  ω    -39.00   5.00   0.50    1.00    --    0.00 -37.00  90.00   88
  3  ω    -72.00 -43.00   0.50    1.00    --    0.00 -37.00  90.00   58
  4  ω    140.00 166.00   0.50    5.00    --   94.90  45.00  90.00   52
  5  ω    130.00 172.00   0.50    5.00    --   94.90  15.00-150.00   84
  6  ω     74.00 184.00   0.50    5.00    --   94.90  77.00-120.00  220
  7  ω     25.00 111.00   0.50    5.00    --   94.90 -61.00 120.00  172
  8  ω     18.00 119.00   0.50    5.00    --   94.90 -77.00  90.00  202
  9  ω    104.00 130.00   0.50    5.00    --   94.90  45.00  90.00   52
 10  ω     75.00 174.00   0.50    5.00    --   94.90  45.00 -30.00  198
 11  ω     69.00 112.00   0.50    5.00    --   94.90 -45.00 120.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0238005000
_diffrn_orient_matrix_UB_12      -0.1821774000
_diffrn_orient_matrix_UB_13      0.0293335000
_diffrn_orient_matrix_UB_21      -0.0488495000
_diffrn_orient_matrix_UB_22      0.0755088000
_diffrn_orient_matrix_UB_23      -0.0756701000
_diffrn_orient_matrix_UB_31      0.0108988000
_diffrn_orient_matrix_UB_32      -0.0595104000
_diffrn_orient_matrix_UB_33      -0.1863545000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2320
_reflns_number_total             3124
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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         0.514
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.042
_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)+(0.0638P)²+0.5068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1326
_refine_ls_wR_factor_ref         0.1441
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00I(H00I)
2.b Secondary CH2 refined with riding coordinates:
 C00H(H00A,H00H)
2.c Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G)
2.d Idealised Me refined as rotating group:
 N8(H8A,H8B,H8C), C00J(H00J,H00K,H00L), C00K(H00M,H00N,H00O)
;
_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
S001 S 0.79044(2) 0.49672(9) 0.53902(9) 0.0354(2) Uani 1 1 d . . . . .
S002 S 0.57532(3) 0.44238(12) 0.96207(11) 0.0486(2) Uani 1 1 d . . . . .
O003 O 0.79239(8) 0.6334(3) 0.4034(3) 0.0468(5) Uani 1 1 d . . . . .
O004 O 0.80022(7) 0.3208(3) 0.4713(3) 0.0486(5) Uani 1 1 d . . . . .
O005 O 0.81968(8) 0.5401(3) 0.6982(3) 0.0487(5) Uani 1 1 d . . . . .
N8 N 0.82630(9) -0.0341(3) 0.5763(3) 0.0419(6) Uani 1 1 d . . . . .
H8A H 0.809909 -0.092758 0.488882 0.050 Uiso 1 1 calc R U . . .
H8B H 0.823398 0.083139 0.557859 0.050 Uiso 1 1 calc R U . . .
H8C H 0.814729 -0.062039 0.678278 0.050 Uiso 1 1 calc R U . . .
C10 C 0.73014(11) 0.4962(4) 0.5947(4) 0.0388(6) Uani 1 1 d . . . . .
C008 C 0.63629(11) 0.5020(4) 0.6958(4) 0.0436(7) Uani 1 1 d . . . . .
C009 C 0.51614(11) 0.5110(4) 0.9312(4) 0.0449(7) Uani 1 1 d . . . . .
C00A C 0.58749(11) 0.5142(4) 0.7546(4) 0.0449(7) Uani 1 1 d . . . . .
C00B C 0.71734(11) 0.3895(5) 0.7310(5) 0.0534(9) Uani 1 1 d . . . . .
H00B H 0.740094 0.315054 0.789790 0.064 Uiso 1 1 calc R U . . .
C00C C 0.67098(11) 0.3926(5) 0.7806(5) 0.0543(9) Uani 1 1 d . . . . .
H00C H 0.662854 0.319771 0.872664 0.065 Uiso 1 1 calc R U . . .
C00D C 0.54729(12) 0.5856(5) 0.6682(5) 0.0561(9) Uani 1 1 d . . . . .
H00D H 0.546525 0.630876 0.554054 0.067 Uiso 1 1 calc R U . . .
C00E C 0.50704(12) 0.5847(5) 0.7673(5) 0.0548(9) Uani 1 1 d . . . . .
H00E H 0.477172 0.629639 0.725453 0.066 Uiso 1 1 calc R U . . .
C00F C 0.69534(12) 0.6018(5) 0.5062(5) 0.0601(10) Uani 1 1 d . . . . .
H00F H 0.703231 0.671819 0.411786 0.072 Uiso 1 1 calc R U . . .
C00G C 0.64938(13) 0.6045(5) 0.5561(5) 0.0638(10) Uani 1 1 d . . . . .
H00G H 0.626506 0.676548 0.494822 0.077 Uiso 1 1 calc R U . . .
C00H C 0.87785(13) -0.0852(5) 0.5827(5) 0.0642(10) Uani 1 1 d . . . . .
H00A H 0.880215 -0.214379 0.591678 0.077 Uiso 1 1 calc R U . . .
H00H H 0.890243 -0.050328 0.472326 0.077 Uiso 1 1 calc R U . . .
C00I C 0.90858(16) -0.0052(7) 0.7294(6) 0.0784(13) Uani 1 1 d . . . . .
H00I H 0.893797 -0.029280 0.839343 0.094 Uiso 1 1 calc R U . . .
C00J C 0.9123(2) 0.1998(8) 0.7074(8) 0.117(2) Uani 1 1 d . . . . .
H00J H 0.925203 0.226386 0.597294 0.176 Uiso 1 1 calc R U . . .
H00K H 0.933072 0.248113 0.802755 0.176 Uiso 1 1 calc R U . . .
H00L H 0.880930 0.252100 0.708521 0.176 Uiso 1 1 calc R U . . .
C00K C 0.95794(19) -0.0853(10) 0.7449(10) 0.143(3) Uani 1 1 d . . . . .
H00M H 0.955496 -0.213343 0.748978 0.215 Uiso 1 1 calc R U . . .
H00N H 0.975421 -0.043038 0.850882 0.215 Uiso 1 1 calc R U . . .
H00O H 0.974538 -0.050935 0.644624 0.215 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O003 1.456(2) . ?
S001 O004 1.447(2) . ?
S001 O005 1.439(2) . ?
S001 C10 1.770(3) . ?
S002 C009 1.727(3) . ?
S002 C00A 1.727(3) . ?
N8 H8A 0.8900 . ?
N8 H8B 0.8900 . ?
N8 H8C 0.8900 . ?
N8 C00H 1.486(4) . ?
C10 C00B 1.378(4) . ?
C10 C00F 1.382(4) . ?
C008 C00A 1.473(4) . ?
C008 C00C 1.385(4) . ?
C008 C00G 1.384(5) . ?
C009 C009 1.448(6) 3_667 ?
C009 C00E 1.366(5) . ?
C00A C00D 1.361(4) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.379(4) . ?
C00C H00C 0.9300 . ?
C00D H00D 0.9300 . ?
C00D C00E 1.405(5) . ?
C00E H00E 0.9300 . ?
C00F H00F 0.9300 . ?
C00F C00G 1.369(5) . ?
C00G H00G 0.9300 . ?
C00H H00A 0.9700 . ?
C00H H00H 0.9700 . ?
C00H C00I 1.475(6) . ?
C00I H00I 0.9800 . ?
C00I C00J 1.546(7) . ?
C00I C00K 1.498(7) . ?
C00J H00J 0.9600 . ?
C00J H00K 0.9600 . ?
C00J H00L 0.9600 . ?
C00K H00M 0.9600 . ?
C00K H00N 0.9600 . ?
C00K H00O 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S001 C10 105.34(13) . . ?
O004 S001 O003 111.47(13) . . ?
O004 S001 C10 107.16(13) . . ?
O005 S001 O003 112.65(13) . . ?
O005 S001 O004 113.19(13) . . ?
O005 S001 C10 106.43(13) . . ?
C00A S002 C009 92.48(16) . . ?
H8A N8 H8B 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 109.5 . . ?
C00H N8 H8A 109.5 . . ?
C00H N8 H8B 109.5 . . ?
C00H N8 H8C 109.5 . . ?
C00B C10 S001 119.6(2) . . ?
C00B C10 C00F 118.7(3) . . ?
C00F C10 S001 121.7(2) . . ?
C00C C008 C00A 121.6(3) . . ?
C00G C008 C00A 120.7(3) . . ?
C00G C008 C00C 117.7(3) . . ?
C009 C009 S002 121.0(3) 3_667 . ?
C00E C009 S002 110.2(2) . . ?
C00E C009 C009 128.8(4) . 3_667 ?
C008 C00A S002 121.1(2) . . ?
C00D C00A S002 110.2(3) . . ?
C00D C00A C008 128.6(3) . . ?
C10 C00B H00B 119.8 . . ?
C10 C00B C00C 120.3(3) . . ?
C00C C00B H00B 119.8 . . ?
C008 C00C H00C 119.4 . . ?
C00B C00C C008 121.2(3) . . ?
C00B C00C H00C 119.4 . . ?
C00A C00D H00D 123.1 . . ?
C00A C00D C00E 113.8(3) . . ?
C00E C00D H00D 123.1 . . ?
C009 C00E C00D 113.3(3) . . ?
C009 C00E H00E 123.3 . . ?
C00D C00E H00E 123.3 . . ?
C10 C00F H00F 119.6 . . ?
C00G C00F C10 120.7(3) . . ?
C00G C00F H00F 119.6 . . ?
C008 C00G H00G 119.4 . . ?
C00F C00G C008 121.3(3) . . ?
C00F C00G H00G 119.4 . . ?
N8 C00H H00A 108.6 . . ?
N8 C00H H00H 108.6 . . ?
H00A C00H H00H 107.5 . . ?
C00I C00H N8 114.9(3) . . ?
C00I C00H H00A 108.6 . . ?
C00I C00H H00H 108.6 . . ?
C00H C00I H00I 108.1 . . ?
C00H C00I C00J 111.1(4) . . ?
C00H C00I C00K 111.7(5) . . ?
C00J C00I H00I 108.1 . . ?
C00K C00I H00I 108.1 . . ?
C00K C00I C00J 109.6(5) . . ?
C00I C00J H00J 109.5 . . ?
C00I C00J H00K 109.5 . . ?
C00I C00J H00L 109.5 . . ?
H00J C00J H00K 109.5 . . ?
H00J C00J H00L 109.5 . . ?
H00K C00J H00L 109.5 . . ?
C00I C00K H00M 109.5 . . ?
C00I C00K H00N 109.5 . . ?
C00I C00K H00O 109.5 . . ?
H00M C00K H00N 109.5 . . ?
H00M C00K H00O 109.5 . . ?
H00N C00K H00O 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C10 C00B C00C 177.5(3) . . . . ?
S001 C10 C00F C00G -177.4(3) . . . . ?
S002 C009 C00E C00D 0.0(4) . . . . ?
S002 C00A C00D C00E 0.5(4) . . . . ?
O003 S001 C10 C00B -175.0(3) . . . . ?
O003 S001 C10 C00F 4.3(3) . . . . ?
O004 S001 C10 C00B 66.2(3) . . . . ?
O004 S001 C10 C00F -114.5(3) . . . . ?
O005 S001 C10 C00B -55.1(3) . . . . ?
O005 S001 C10 C00F 124.1(3) . . . . ?
N8 C00H C00I C00J -66.6(5) . . . . ?
N8 C00H C00I C00K 170.7(4) . . . . ?
C10 C00B C00C C008 -0.1(6) . . . . ?
C10 C00F C00G C008 -0.1(6) . . . . ?
C008 C00A C00D C00E -176.5(3) . . . . ?
C009 S002 C00A C008 176.8(3) . . . . ?
C009 S002 C00A C00D -0.5(3) . . . . ?
C009 C009 C00E C00D 179.4(4) 3_667 . . . ?
C00A S002 C009 C009 -179.2(4) . . . 3_667 ?
C00A S002 C009 C00E 0.3(3) . . . . ?
C00A C008 C00C C00B -176.3(3) . . . . ?
C00A C008 C00G C00F 176.4(4) . . . . ?
C00A C00D C00E C009 -0.3(5) . . . . ?
C00B C10 C00F C00G 1.9(6) . . . . ?
C00C C008 C00A S002 17.4(5) . . . . ?
C00C C008 C00A C00D -165.9(4) . . . . ?
C00C C008 C00G C00F -1.8(6) . . . . ?
C00F C10 C00B C00C -1.8(5) . . . . ?
C00G C008 C00A S002 -160.7(3) . . . . ?
C00G C008 C00A C00D 16.0(6) . . . . ?
C00G C008 C00C C00B 1.8(6) . . . . ?

_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 1.522
_oxdiff_exptl_absorpt_empirical_full_min 0.543
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_3007
_audit_block_doi                 10.5517/ccdc.csd.cc2b8sdt
_database_code_depnum_ccdc_archive 'CCDC 2153396'
loop_
_audit_author_name
_audit_author_address
'Ryota Akai'
;Osaka University
Japan
;
_audit_update_record             
;
2022-02-20 deposited with the CCDC.	2022-05-09 downloaded from the CCDC.
;
_audit_creation_date             2021-07-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        BTDS-tBuA
_chemical_formula_moiety         'C10 H6 O3 S2, C4 H12 N'
_chemical_formula_sum            'C14 H18 N O3 S2'
_chemical_formula_weight         312.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.3519(6)
_cell_length_b                   6.3675(5)
_cell_length_c                   21.2470(11)
_cell_angle_alpha                86.182(5)
_cell_angle_beta                 83.257(6)
_cell_angle_gamma                63.396(9)
_cell_volume                     762.96(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3206
_cell_measurement_temperature    293
_cell_measurement_theta_max      73.2900
_cell_measurement_theta_min      6.2770
_shelx_estimated_absorpt_T_max   0.855
_shelx_estimated_absorpt_T_min   0.565
_exptl_absorpt_coefficient_mu    3.223
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             330
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6682
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.459
_diffrn_reflns_theta_min         4.191
_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 0.954
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  88.00   0.50    2.00    --    0.00  19.00 120.00  146
  2  ω     -5.00  21.00   0.50    2.00    --    0.00  77.00-150.00   52
  3  ω      7.00  78.00   0.50    2.00    --    0.00  57.00-180.00  142
  4  ω    -15.00  11.00   0.50    2.00    --    0.00  19.00 120.00   52
  5  ω     60.00  86.00   0.50    2.00    --    0.00  77.00-150.00   52
  6  ω     20.00  46.00   0.50    3.00    --   94.90 -61.00  60.00   52
  7  ω     18.00 126.00   0.50    3.00    --   94.90 -82.00 -60.00  216
  8  ω     26.00 114.00   0.50    3.00    --   94.90 -61.00 -60.00  176
  9  ω     61.00 121.00   0.50    3.00    --   94.90 -82.00-180.00  120
 10  ω     59.00  94.00   0.50    3.00    --   94.90 -30.00 150.00   70
 11  ω      5.00  60.00   0.50    3.00    --   94.90 -77.00-150.00  110
 12  ω     19.00  64.00   0.50    3.00    --   94.90 -61.00 150.00   90
 13  ω     26.00  51.00   0.50    3.00    --   94.90 -30.00 150.00   50
 14  ω     62.00 118.00   0.50    3.00    --   94.90 -61.00  60.00  112
 15  ω    131.00 164.00   0.50    3.00    --   94.90  30.00 150.00   66
 16  ω     82.00 122.00   0.50    3.00    --   94.90  30.00 150.00   80
 17  ω      8.00  37.00   0.50    3.00    --   94.90 -82.00 -90.00   58
 18  ω     42.00  71.00   0.50    3.00    --   94.90 -82.00 -90.00   58
 19  ω     56.00 121.00   0.50    3.00    --   94.90 -82.00  30.00  130
 20  ω     79.00 183.00   0.50    3.00    --   94.90  30.00 120.00  208
 21  ω    159.00 184.00   0.50    3.00    --   94.90  15.00  60.00   50
 22  ω     73.00 153.00   0.50    3.00    --   94.90  15.00  60.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0635063000
_diffrn_orient_matrix_UB_12      0.0163189000
_diffrn_orient_matrix_UB_13      0.0723291000
_diffrn_orient_matrix_UB_21      -0.1259510000
_diffrn_orient_matrix_UB_22      -0.1562360000
_diffrn_orient_matrix_UB_23      -0.0036376000
_diffrn_orient_matrix_UB_31      0.2332373000
_diffrn_orient_matrix_UB_32      -0.2203677000
_diffrn_orient_matrix_UB_33      0.0093501000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2415
_reflns_number_total             2962
_reflns_odcompleteness_completeness 99.38
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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         0.676
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2962
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0677
_refine_ls_restrained_S_all      1.050
_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)+(0.1475P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1913
_refine_ls_wR_factor_ref         0.2030
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H)
2.b Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C00I(H00A,H00B,H00I), C00J(H00J,H00K,H00L), C00K(H00M,H00N,
 H00O)
;
_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
S001 S -0.12727(12) 0.81868(12) 0.77480(3) 0.0453(3) Uani 1 1 d . . . . .
S002 S 0.81136(14) 0.82574(13) 0.55644(4) 0.0557(3) Uani 1 1 d . . . . .
O003 O -0.0614(4) 0.8620(4) 0.83401(10) 0.0569(6) Uani 1 1 d . . . . .
O004 O -0.3652(4) 0.9865(4) 0.76287(11) 0.0593(6) Uani 1 1 d . . . . .
O005 O -0.0831(4) 0.5768(4) 0.76976(12) 0.0596(6) Uani 1 1 d . . . . .
N1 N 0.1872(4) 0.1466(4) 0.82945(11) 0.0480(6) Uani 1 1 d . . . . .
H1A H 0.329237 0.080949 0.807690 0.058 Uiso 1 1 calc R U . . .
H1B H 0.101502 0.287504 0.812788 0.058 Uiso 1 1 calc R U . . .
H1C H 0.114590 0.056092 0.827640 0.058 Uiso 1 1 calc R U . . .
C007 C 0.0636(5) 0.8710(5) 0.71553(13) 0.0439(6) Uani 1 1 d . . . . .
C008 C 0.3804(5) 0.9746(5) 0.63249(14) 0.0456(6) Uani 1 1 d . . . . .
C009 C 0.2148(6) 0.1723(5) 0.89691(14) 0.0508(7) Uani 1 1 d . . . . .
C00A C 0.5459(5) 1.0358(5) 0.59123(14) 0.0481(7) Uani 1 1 d . . . . .
C00B C 0.8892(5) 1.0343(5) 0.51981(14) 0.0481(7) Uani 1 1 d . . . . .
C00C C -0.0088(6) 1.0926(6) 0.68780(17) 0.0576(8) Uani 1 1 d . . . . .
H00C H -0.162944 1.207569 0.697064 0.069 Uiso 1 1 calc R U . . .
C00D C 0.7180(6) 1.2534(6) 0.53462(16) 0.0564(8) Uani 1 1 d . . . . .
H00D H 0.728319 1.389502 0.519777 0.068 Uiso 1 1 calc R U . . .
C00E C 0.1476(6) 1.1427(6) 0.64649(16) 0.0587(8) Uani 1 1 d . . . . .
H00E H 0.096838 1.291193 0.627643 0.070 Uiso 1 1 calc R U . . .
C00F C 0.2940(6) 0.7004(6) 0.70117(17) 0.0587(8) Uani 1 1 d . . . . .
H00F H 0.343112 0.550754 0.719210 0.070 Uiso 1 1 calc R U . . .
C00G C 0.5239(6) 1.2556(6) 0.57440(16) 0.0565(8) Uani 1 1 d . . . . .
H00G H 0.393192 1.392978 0.587971 0.068 Uiso 1 1 calc R U . . .
C00H C 0.4490(6) 0.7521(6) 0.66047(17) 0.0574(8) Uani 1 1 d . . . . .
H00H H 0.602988 0.636666 0.651330 0.069 Uiso 1 1 calc R U . . .
C00I C 0.3441(7) 0.3214(6) 0.8977(2) 0.0687(10) Uani 1 1 d . . . . .
H00A H 0.493069 0.249570 0.872240 0.103 Uiso 1 1 calc R U . . .
H00B H 0.371199 0.334324 0.940454 0.103 Uiso 1 1 calc R U . . .
H00I H 0.250379 0.475050 0.880837 0.103 Uiso 1 1 calc R U . . .
C00J C 0.3581(8) -0.0744(7) 0.92295(19) 0.0723(10) Uani 1 1 d . . . . .
H00J H 0.281359 -0.170639 0.917065 0.108 Uiso 1 1 calc R U . . .
H00K H 0.369376 -0.066628 0.967326 0.108 Uiso 1 1 calc R U . . .
H00L H 0.514001 -0.141176 0.900860 0.108 Uiso 1 1 calc R U . . .
C00K C -0.0321(7) 0.2881(8) 0.93150(19) 0.0797(12) Uani 1 1 d . . . . .
H00M H -0.118234 0.442023 0.913731 0.120 Uiso 1 1 calc R U . . .
H00N H -0.020688 0.300692 0.975627 0.120 Uiso 1 1 calc R U . . .
H00O H -0.113218 0.194758 0.927016 0.120 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O003 1.451(2) . ?
S001 O004 1.448(2) . ?
S001 O005 1.446(2) . ?
S001 C007 1.765(3) . ?
S002 C00A 1.732(3) . ?
S002 C00B 1.724(3) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C009 1.492(4) . ?
C007 C00C 1.386(4) . ?
C007 C00F 1.389(4) . ?
C008 C00A 1.460(4) . ?
C008 C00E 1.394(4) . ?
C008 C00H 1.395(4) . ?
C009 C00I 1.510(4) . ?
C009 C00J 1.524(5) . ?
C009 C00K 1.519(5) . ?
C00A C00G 1.369(4) . ?
C00B C00B 1.450(6) 2_776 ?
C00B C00D 1.359(4) . ?
C00C H00C 0.9300 . ?
C00C C00E 1.379(4) . ?
C00D H00D 0.9300 . ?
C00D C00G 1.406(4) . ?
C00E H00E 0.9300 . ?
C00F H00F 0.9300 . ?
C00F C00H 1.371(4) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00I H00A 0.9600 . ?
C00I H00B 0.9600 . ?
C00I H00I 0.9600 . ?
C00J H00J 0.9600 . ?
C00J H00K 0.9600 . ?
C00J H00L 0.9600 . ?
C00K H00M 0.9600 . ?
C00K H00N 0.9600 . ?
C00K H00O 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S001 C007 104.72(13) . . ?
O004 S001 O003 112.18(14) . . ?
O004 S001 C007 106.15(14) . . ?
O005 S001 O003 112.15(14) . . ?
O005 S001 O004 113.55(14) . . ?
O005 S001 C007 107.39(13) . . ?
C00B S002 C00A 92.80(14) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C009 N1 H1A 109.5 . . ?
C009 N1 H1B 109.5 . . ?
C009 N1 H1C 109.5 . . ?
C00C C007 S001 119.5(2) . . ?
C00C C007 C00F 119.5(3) . . ?
C00F C007 S001 120.6(2) . . ?
C00E C008 C00A 120.0(3) . . ?
C00E C008 C00H 117.9(3) . . ?
C00H C008 C00A 122.0(3) . . ?
N1 C009 C00I 107.7(3) . . ?
N1 C009 C00J 106.9(2) . . ?
N1 C009 C00K 107.3(3) . . ?
C00I C009 C00J 111.3(3) . . ?
C00I C009 C00K 111.9(3) . . ?
C00K C009 C00J 111.5(3) . . ?
C008 C00A S002 122.5(2) . . ?
C00G C00A S002 109.7(2) . . ?
C00G C00A C008 127.8(3) . . ?
C00B C00B S002 120.9(3) 2_776 . ?
C00D C00B S002 110.1(2) . . ?
C00D C00B C00B 129.0(4) . 2_776 ?
C007 C00C H00C 120.0 . . ?
C00E C00C C007 120.0(3) . . ?
C00E C00C H00C 120.0 . . ?
C00B C00D H00D 123.0 . . ?
C00B C00D C00G 113.9(3) . . ?
C00G C00D H00D 123.0 . . ?
C008 C00E H00E 119.4 . . ?
C00C C00E C008 121.1(3) . . ?
C00C C00E H00E 119.4 . . ?
C007 C00F H00F 119.9 . . ?
C00H C00F C007 120.1(3) . . ?
C00H C00F H00F 119.9 . . ?
C00A C00G C00D 113.5(3) . . ?
C00A C00G H00G 123.2 . . ?
C00D C00G H00G 123.2 . . ?
C008 C00H H00H 119.4 . . ?
C00F C00H C008 121.3(3) . . ?
C00F C00H H00H 119.4 . . ?
C009 C00I H00A 109.5 . . ?
C009 C00I H00B 109.5 . . ?
C009 C00I H00I 109.5 . . ?
H00A C00I H00B 109.5 . . ?
H00A C00I H00I 109.5 . . ?
H00B C00I H00I 109.5 . . ?
C009 C00J H00J 109.5 . . ?
C009 C00J H00K 109.5 . . ?
C009 C00J H00L 109.5 . . ?
H00J C00J H00K 109.5 . . ?
H00J C00J H00L 109.5 . . ?
H00K C00J H00L 109.5 . . ?
C009 C00K H00M 109.5 . . ?
C009 C00K H00N 109.5 . . ?
C009 C00K H00O 109.5 . . ?
H00M C00K H00N 109.5 . . ?
H00M C00K H00O 109.5 . . ?
H00N C00K H00O 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C007 C00C C00E 173.0(3) . . . . ?
S001 C007 C00F C00H -172.4(3) . . . . ?
S002 C00A C00G C00D -0.3(4) . . . . ?
S002 C00B C00D C00G -0.7(4) . . . . ?
O003 S001 C007 C00C -92.5(3) . . . . ?
O003 S001 C007 C00F 80.7(3) . . . . ?
O004 S001 C007 C00C 26.3(3) . . . . ?
O004 S001 C007 C00F -160.5(3) . . . . ?
O005 S001 C007 C00C 148.1(3) . . . . ?
O005 S001 C007 C00F -38.7(3) . . . . ?
C007 C00C C00E C008 -0.9(5) . . . . ?
C007 C00F C00H C008 -0.2(5) . . . . ?
C008 C00A C00G C00D 178.9(3) . . . . ?
C00A S002 C00B C00B -179.9(3) . . . 2_776 ?
C00A S002 C00B C00D 0.5(3) . . . . ?
C00A C008 C00E C00C -176.8(3) . . . . ?
C00A C008 C00H C00F 177.3(3) . . . . ?
C00B S002 C00A C008 -179.3(3) . . . . ?
C00B S002 C00A C00G -0.1(2) . . . . ?
C00B C00B C00D C00G 179.7(4) 2_776 . . . ?
C00B C00D C00G C00A 0.7(4) . . . . ?
C00C C007 C00F C00H 0.8(5) . . . . ?
C00E C008 C00A S002 -164.0(2) . . . . ?
C00E C008 C00A C00G 16.8(5) . . . . ?
C00E C008 C00H C00F -0.9(5) . . . . ?
C00F C007 C00C C00E -0.2(5) . . . . ?
C00H C008 C00A S002 17.8(4) . . . . ?
C00H C008 C00A C00G -161.3(3) . . . . ?
C00H C008 C00E C00C 1.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.406
_oxdiff_exptl_absorpt_empirical_full_min 0.629
####################################################################### 
# 
# 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_3314
_audit_block_doi                 10.5517/ccdc.csd.cc2b8vxd
_database_code_depnum_ccdc_archive 'CCDC 2153474'
loop_
_audit_author_name
_audit_author_address
'Ryota Akai'
;Osaka University
Japan
;
_audit_update_record             
;
2022-02-21 deposited with the CCDC.	2022-05-09 downloaded from the CCDC.
;
_audit_creation_date             2022-01-15
_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            ?
_chemical_name_systematic        BTDBS
_chemical_formula_moiety         'C20 H12 O6 S4, 2(H3 O), 2(H2 O), C4 H8 O2'
_chemical_formula_sum            'C24 H30 O12 S4'
_chemical_formula_weight         638.72
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHOS
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.8387(11)
_cell_length_b                   6.0329(4)
_cell_length_c                   13.8772(10)
_cell_angle_alpha                90
_cell_angle_beta                 102.928(7)
_cell_angle_gamma                90
_cell_volume                     1374.00(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    685
_cell_measurement_temperature    213
_cell_measurement_theta_max      74.0150
_cell_measurement_theta_min      6.4660
_shelx_estimated_absorpt_T_max   0.835
_shelx_estimated_absorpt_T_min   0.706
_exptl_absorpt_coefficient_mu    3.742
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1078
_diffrn_reflns_av_unetI/netI     0.1315
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7363
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.287
_diffrn_reflns_theta_min         5.391
_diffrn_ambient_temperature      213
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00 -36.00   0.50    1.00    --    0.00 -37.00 -30.00   94
  2  ω    -30.00  16.00   0.50    1.00    --    0.00 -37.00 -30.00   92
  3  ω     -4.00  87.00   0.50    1.00    --    0.00  57.00-150.00  182
  4  ω      6.00 125.00   0.50    3.00    --   94.90 -82.00-180.00  238
  5  ω      5.00  69.00   0.50    3.00    --   94.90 -82.00-120.00  128
  6  ω     87.00 120.00   0.50    3.00    --   94.90 -82.00-120.00   66
  7  ω     74.00 115.00   0.50    3.00    --   94.90  15.00-150.00   82
  8  ω     83.00 109.00   0.50    3.00    --   94.90 -61.00 -60.00   52
  9  ω      5.00  72.00   0.50    3.00    --   94.90 -61.00 -60.00  134
 10  ω     77.00 146.00   0.50    3.00    --   94.90  82.00 -30.00  138
 11  ω    140.00 184.00   0.50    3.00    --   94.90  15.00-150.00   88
 12  ω     79.00 104.00   0.50    3.00    --   94.90 -82.00 120.00   50
 13  ω     85.00 149.00   0.50    3.00    --   94.90  82.00  30.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0799944000
_diffrn_orient_matrix_UB_12      -0.0673870000
_diffrn_orient_matrix_UB_13      -0.0717772000
_diffrn_orient_matrix_UB_21      0.0223799000
_diffrn_orient_matrix_UB_22      -0.2463376000
_diffrn_orient_matrix_UB_23      0.0187893000
_diffrn_orient_matrix_UB_31      -0.0435849000
_diffrn_orient_matrix_UB_32      -0.0028310000
_diffrn_orient_matrix_UB_33      0.0864972000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1551
_reflns_number_total             2692
_reflns_odcompleteness_completeness 99.37
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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         0.373
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2692
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1177
_refine_ls_R_factor_gt           0.0640
_refine_ls_restrained_S_all      0.927
_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)+(0.0757P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1502
_refine_ls_wR_factor_ref         0.1816
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O005(H00K,H00L), O006(H00N,H00O)
2.b Secondary CH2 refined with riding coordinates:
 C00J(H00B,H00C), C00K(H00E,H00J)
2.c Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00D(H00D), C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I)
;
_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
S001 S 0.70461(7) 0.41822(19) 0.36542(9) 0.0352(3) Uani 1 1 d . . . . .
S002 S 0.91644(8) 0.3815(2) 0.86631(10) 0.0379(4) Uani 1 1 d . . . . .
O003 O 0.7394(2) 0.5406(6) 0.2941(3) 0.0426(9) Uani 1 1 d . . . . .
O004 O 0.6243(2) 0.5014(6) 0.3692(3) 0.0434(9) Uani 1 1 d . . . . .
O005 O 0.5115(2) -0.1881(6) 0.2312(3) 0.0443(10) Uani 1 1 d G . . . .
H00K H 0.556609 -0.133935 0.224625 0.066 Uiso 1 1 d G U . . .
H00L H 0.511289 -0.167668 0.291687 0.066 Uiso 1 1 d G U . . .
O006 O 0.6497(2) -0.1153(6) 0.2139(3) 0.0449(9) Uani 1 1 d G . . . .
H00N H 0.670777 -0.003607 0.247487 0.067 Uiso 1 1 d G U . . .
H00O H 0.682858 -0.220502 0.233823 0.067 Uiso 1 1 d G U . . .
O007 O 0.7049(2) 0.1810(6) 0.3504(3) 0.0506(10) Uani 1 1 d . . . . .
O008 O 0.5035(2) -0.1179(7) 0.4145(3) 0.0531(11) Uani 1 1 d . . . . .
C009 C 0.7670(3) 0.4645(8) 0.4843(4) 0.0339(11) Uani 1 1 d . . . . .
C00A C 0.8169(3) 0.3417(8) 0.6505(4) 0.0373(12) Uani 1 1 d . . . . .
H00A H 0.821004 0.230593 0.698880 0.045 Uiso 1 1 calc R U . . .
C00B C 0.9826(3) 0.5425(8) 0.9516(4) 0.0338(11) Uani 1 1 d . . . . .
C00C C 0.9041(3) 0.5877(8) 0.7767(4) 0.0318(11) Uani 1 1 d . . . . .
C00D C 0.7730(3) 0.3026(8) 0.5556(4) 0.0375(12) Uani 1 1 d . . . . .
H00D H 0.747100 0.165150 0.539488 0.045 Uiso 1 1 calc R U . . .
C00E C 0.8555(3) 0.5475(7) 0.6754(4) 0.0333(11) Uani 1 1 d . . . . .
C00F C 0.8047(3) 0.6692(8) 0.5083(4) 0.0375(12) Uani 1 1 d . . . . .
H00F H 0.800350 0.780505 0.459994 0.045 Uiso 1 1 calc R U . . .
C00G C 0.9940(3) 0.7449(8) 0.9115(4) 0.0372(12) Uani 1 1 d . . . . .
H00G H 1.028007 0.856104 0.945891 0.045 Uiso 1 1 calc R U . . .
C00H C 0.9488(3) 0.7684(8) 0.8124(4) 0.0383(12) Uani 1 1 d . . . . .
H00H H 0.949905 0.897804 0.774960 0.046 Uiso 1 1 calc R U . . .
C00I C 0.8480(3) 0.7071(8) 0.6031(4) 0.0410(13) Uani 1 1 d . . . . .
H00I H 0.873276 0.845434 0.618909 0.049 Uiso 1 1 calc R U . . .
C00J C 0.4312(4) -0.1142(13) 0.4502(5) 0.069(2) Uani 1 1 d . . . . .
H00B H 0.430293 -0.241954 0.493544 0.083 Uiso 1 1 calc R U . . .
H00C H 0.383864 -0.124889 0.394518 0.083 Uiso 1 1 calc R U . . .
C00K C 0.5739(4) -0.0954(14) 0.4937(5) 0.071(2) Uani 1 1 d . . . . .
H00E H 0.623082 -0.093041 0.466983 0.085 Uiso 1 1 calc R U . . .
H00J H 0.577611 -0.222706 0.538365 0.085 Uiso 1 1 calc R U . . .
H00M H 0.470(4) -0.110(10) 0.187(4) 0.051(17) Uiso 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
S001 O003 1.459(4) . ?
S001 O004 1.454(3) . ?
S001 O007 1.447(4) . ?
S001 C009 1.769(5) . ?
S002 C00B 1.731(5) . ?
S002 C00C 1.738(5) . ?
O005 H00K 0.8504 . ?
O005 H00L 0.8498 . ?
O005 H00M 0.95(6) . ?
O006 H00N 0.8500 . ?
O006 H00O 0.8498 . ?
O008 C00J 1.414(7) . ?
O008 C00K 1.431(7) . ?
C009 C00D 1.378(7) . ?
C009 C00F 1.394(6) . ?
C00A H00A 0.9400 . ?
C00A C00D 1.379(7) . ?
C00A C00E 1.408(6) . ?
C00B C00B 1.434(10) 3_767 ?
C00B C00G 1.373(7) . ?
C00C C00E 1.481(7) . ?
C00C C00H 1.354(7) . ?
C00D H00D 0.9400 . ?
C00E C00I 1.376(7) . ?
C00F H00F 0.9400 . ?
C00F C00I 1.373(7) . ?
C00G H00G 0.9400 . ?
C00G C00H 1.422(7) . ?
C00H H00H 0.9400 . ?
C00I H00I 0.9400 . ?
C00J H00B 0.9800 . ?
C00J H00C 0.9800 . ?
C00J C00K 1.497(10) 3_656 ?
C00K H00E 0.9800 . ?
C00K H00J 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S001 C009 108.0(2) . . ?
O004 S001 O003 111.5(2) . . ?
O004 S001 C009 106.0(2) . . ?
O007 S001 O003 112.8(2) . . ?
O007 S001 O004 112.4(2) . . ?
O007 S001 C009 105.6(2) . . ?
C00B S002 C00C 92.5(2) . . ?
H00K O005 H00L 104.5 . . ?
H00K O005 H00M 106.7 . . ?
H00L O005 H00M 113.9 . . ?
H00N O006 H00O 104.5 . . ?
C00J O008 C00K 111.1(5) . . ?
C00D C009 S001 119.4(4) . . ?
C00D C009 C00F 120.0(5) . . ?
C00F C009 S001 120.4(4) . . ?
C00D C00A H00A 119.9 . . ?
C00D C00A C00E 120.3(5) . . ?
C00E C00A H00A 119.9 . . ?
C00B C00B S002 120.3(5) 3_767 . ?
C00G C00B S002 110.4(4) . . ?
C00G C00B C00B 129.3(6) . 3_767 ?
C00E C00C S002 121.0(3) . . ?
C00H C00C S002 110.3(4) . . ?
C00H C00C C00E 128.5(5) . . ?
C009 C00D C00A 120.1(4) . . ?
C009 C00D H00D 119.9 . . ?
C00A C00D H00D 119.9 . . ?
C00A C00E C00C 120.2(4) . . ?
C00I C00E C00A 118.5(5) . . ?
C00I C00E C00C 121.3(4) . . ?
C009 C00F H00F 120.3 . . ?
C00I C00F C009 119.5(5) . . ?
C00I C00F H00F 120.3 . . ?
C00B C00G H00G 123.6 . . ?
C00B C00G C00H 112.8(4) . . ?
C00H C00G H00G 123.6 . . ?
C00C C00H C00G 114.0(5) . . ?
C00C C00H H00H 123.0 . . ?
C00G C00H H00H 123.0 . . ?
C00E C00I H00I 119.2 . . ?
C00F C00I C00E 121.6(5) . . ?
C00F C00I H00I 119.2 . . ?
O008 C00J H00B 109.6 . . ?
O008 C00J H00C 109.6 . . ?
O008 C00J C00K 110.5(6) . 3_656 ?
H00B C00J H00C 108.1 . . ?
C00K C00J H00B 109.6 3_656 . ?
C00K C00J H00C 109.6 3_656 . ?
O008 C00K C00J 110.2(6) . 3_656 ?
O008 C00K H00E 109.6 . . ?
O008 C00K H00J 109.6 . . ?
C00J C00K H00E 109.6 3_656 . ?
C00J C00K H00J 109.6 3_656 . ?
H00E C00K H00J 108.1 . . ?

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
S001 C009 C00D C00A -175.6(4) . . . . ?
S001 C009 C00F C00I 175.3(4) . . . . ?
S002 C00B C00G C00H 0.3(6) . . . . ?
S002 C00C C00E C00A 1.4(6) . . . . ?
S002 C00C C00E C00I -177.5(4) . . . . ?
S002 C00C C00H C00G 0.3(6) . . . . ?
O003 S001 C009 C00D -150.2(4) . . . . ?
O003 S001 C009 C00F 35.0(5) . . . . ?
O004 S001 C009 C00D 90.2(4) . . . . ?
O004 S001 C009 C00F -84.6(5) . . . . ?
O007 S001 C009 C00D -29.2(5) . . . . ?
O007 S001 C009 C00F 155.9(4) . . . . ?
C009 C00F C00I C00E 0.0(8) . . . . ?
C00A C00E C00I C00F -0.4(8) . . . . ?
C00B S002 C00C C00E 175.4(4) . . . . ?
C00B S002 C00C C00H -0.1(4) . . . . ?
C00B C00B C00G C00H 179.9(6) 3_767 . . . ?
C00B C00G C00H C00C -0.4(7) . . . . ?
C00C S002 C00B C00B -179.7(6) . . . 3_767 ?
C00C S002 C00B C00G -0.1(4) . . . . ?
C00C C00E C00I C00F 178.5(5) . . . . ?
C00D C009 C00F C00I 0.5(8) . . . . ?
C00D C00A C00E C00C -178.6(5) . . . . ?
C00D C00A C00E C00I 0.2(7) . . . . ?
C00E C00A C00D C009 0.3(8) . . . . ?
C00E C00C C00H C00G -174.7(5) . . . . ?
C00F C009 C00D C00A -0.7(8) . . . . ?
C00H C00C C00E C00A 176.0(5) . . . . ?
C00H C00C C00E C00I -2.9(8) . . . . ?
C00J O008 C00K C00J -57.2(9) . . . 3_656 ?
C00K O008 C00J C00K 57.4(9) . . . 3_656 ?

_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 2.401
_oxdiff_exptl_absorpt_empirical_full_min 0.539
####################################################################### 
# 
# 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_3003
_audit_block_doi                 10.5517/ccdc.csd.cc2b8scs
_database_code_depnum_ccdc_archive 'CCDC 2153395'
loop_
_audit_author_name
_audit_author_address
'Ryota Akai'
;Osaka University
Japan
;
_audit_update_record             
;
2022-02-20 deposited with the CCDC.	2022-05-09 downloaded from the CCDC.
;
_audit_creation_date             2021-07-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        BTDS-rac-sec-BuA
_chemical_formula_moiety         'C20 H12 O6 S4, 2(C3.592 H10.777 N)'
_chemical_formula_sum            'C28 H34 N2 O6 S4'
_chemical_formula_weight         622.81
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
_chemical_oxdiff_usercomment     YY-2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   23.2637(8)
_cell_length_b                   6.0279(2)
_cell_length_c                   11.1259(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.013(3)
_cell_angle_gamma                90
_cell_volume                     1548.53(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3575
_cell_measurement_temperature    293
_cell_measurement_theta_max      74.0260
_cell_measurement_theta_min      3.8440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.176
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8780
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.165
_diffrn_reflns_theta_min         3.829
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00  69.00   0.50    1.00    --    0.00  77.00-120.00   72
  2  ω     16.00  50.00   0.50    1.00    --    0.00  37.00 120.00   68
  3  ω    -14.00  89.00   0.50    1.00    --    0.00  37.00 -60.00  206
  4  ω     44.00  70.00   0.50    5.00    --   94.90 -82.00 150.00   52
  5  ω      7.00  44.00   0.50    5.00    --   94.90 -61.00 -60.00   74
  6  ω     54.00  85.00   0.50    5.00    --   94.90 -61.00 -60.00   62
  7  ω     33.00 124.00   0.50    5.00    --   94.90 -82.00-180.00  182
  8  ω     17.00 123.00   0.50    5.00    --   94.90 -82.00 120.00  212
  9  ω     93.00 118.00   0.50    5.00    --   94.90 -61.00 -60.00   50
 10  ω     68.00 142.00   0.50    5.00    --   94.90  77.00 -60.00  148
 11  ω     93.00 123.00   0.50    5.00    --   94.90 -82.00  60.00   60
 12  ω     90.00 116.00   0.50    5.00    --   94.90 -82.00-120.00   52
 13  ω      7.00  34.00   0.50    5.00    --   94.90 -82.00 150.00   54
 14  ω    158.00 183.00   0.50    5.00    --   94.90  30.00-120.00   50
 15  ω     71.00 164.00   0.50    5.00    --   94.90  15.00  60.00  186
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0334270000
_diffrn_orient_matrix_UB_12      -0.2194145000
_diffrn_orient_matrix_UB_13      -0.0231771000
_diffrn_orient_matrix_UB_21      0.0561628000
_diffrn_orient_matrix_UB_22      -0.1309846000
_diffrn_orient_matrix_UB_23      0.0378985000
_diffrn_orient_matrix_UB_31      -0.0133675000
_diffrn_orient_matrix_UB_32      -0.0010480000
_diffrn_orient_matrix_UB_33      0.1322871000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2436
_reflns_number_total             3060
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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         0.383
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         3060
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      1.062
_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)+(0.0904P)²+0.0501P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1492
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=FVAR(1)
2.a Ternary CH refined with riding coordinates:
 C00H(H00J)
2.b Secondary CH2 refined with riding coordinates:
 C00J(H00N,H00O)
2.c Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G)
2.d Idealised Me refined as rotating group:
 N006(H00A,H00H,H00I), C00I(H00K,H00L,H00M), C1(H1A,H1B,H1C)
;
_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
S001 S 0.42871(2) 0.62418(9) 0.87159(5) 0.0603(2) Uani 1 1 d . . . . .
S002 S 0.22498(3) 0.60337(11) 0.34688(5) 0.0712(2) Uani 1 1 d . . . . .
O003 O 0.23846(10) 0.4857(4) 0.24015(15) 0.0892(6) Uani 1 1 d . . . . .
O004 O 0.17499(8) 0.5099(4) 0.39435(15) 0.0884(6) Uani 1 1 d . . . . .
O005 O 0.22126(12) 0.8415(3) 0.32960(18) 0.1006(7) Uani 1 1 d . . . . .
N006 N 0.17917(10) 0.1189(4) 0.14215(18) 0.0727(6) Uani 1 1 d . . . . .
H00A H 0.182755 0.080361 0.066211 0.087 Uiso 1 1 calc R U . . .
H00H H 0.189500 0.005549 0.191323 0.087 Uiso 1 1 calc R U . . .
H00I H 0.201915 0.234762 0.163217 0.087 Uiso 1 1 calc R U . . .
C007 C 0.41193(10) 0.4283(4) 0.7590(2) 0.0560(5) Uani 1 1 d . . . . .
C008 C 0.36751(10) 0.4730(4) 0.65680(19) 0.0550(5) Uani 1 1 d . . . . .
C009 C 0.48290(9) 0.4605(4) 0.94603(19) 0.0569(5) Uani 1 1 d . . . . .
C00A C 0.28334(11) 0.5583(4) 0.4614(2) 0.0599(5) Uani 1 1 d . . . . .
C00B C 0.44637(11) 0.2451(4) 0.7817(2) 0.0656(6) Uani 1 1 d . . . . .
H00B H 0.443633 0.120302 0.732238 0.079 Uiso 1 1 calc R U . . .
C00C C 0.29605(11) 0.7158(4) 0.5501(2) 0.0663(6) Uani 1 1 d . . . . .
H00C H 0.276679 0.851088 0.545125 0.080 Uiso 1 1 calc R U . . .
C00D C 0.33770(11) 0.6722(4) 0.6466(2) 0.0650(6) Uani 1 1 d . . . . .
H00D H 0.345951 0.779474 0.706286 0.078 Uiso 1 1 calc R U . . .
C00E C 0.48614(11) 0.2633(4) 0.8866(2) 0.0654(6) Uani 1 1 d . . . . .
H00E H 0.512254 0.151754 0.913218 0.078 Uiso 1 1 calc R U . . .
C00F C 0.31310(13) 0.3593(5) 0.4684(2) 0.0769(7) Uani 1 1 d . . . . .
H00F H 0.305136 0.253611 0.407739 0.092 Uiso 1 1 calc R U . . .
C00G C 0.35451(13) 0.3177(5) 0.5649(2) 0.0768(7) Uani 1 1 d . . . . .
H00G H 0.374199 0.183076 0.568924 0.092 Uiso 1 1 calc R U . . .
C00H C 0.11837(17) 0.1789(8) 0.1516(4) 0.1168(13) Uani 1 1 d . . . . .
H00J H 0.117200 0.249183 0.230693 0.140 Uiso 1 1 calc R U . . .
C00I C 0.1011(3) 0.3603(12) 0.0515(6) 0.202(3) Uani 1 1 d . . . . .
H00K H 0.126250 0.486284 0.065876 0.304 Uiso 1 1 calc R U . . .
H00L H 0.061759 0.405524 0.054536 0.304 Uiso 1 1 calc R U . . .
H00M H 0.104850 0.299396 -0.026931 0.304 Uiso 1 1 calc R U . . .
C00J C 0.0822(3) -0.0257(13) 0.1484(7) 0.194(3) Uani 1 1 d . . . . .
H00N H 0.078053 -0.088204 0.067473 0.233 Uiso 1 1 calc R U . A 1
H00O H 0.101169 -0.135052 0.203692 0.233 Uiso 1 1 calc R U . A 1
C1 C 0.0258(6) 0.025(4) 0.1824(13) 0.317(16) Uani 0.592(19) 1 d . . P B 1
H1A H 0.027239 0.017629 0.268907 0.475 Uiso 0.592(19) 1 calc R U P B 1
H1B H -0.001805 -0.081283 0.145955 0.475 Uiso 0.592(19) 1 calc R U P B 1
H1C H 0.014519 0.170999 0.154970 0.475 Uiso 0.592(19) 1 calc R U P B 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
S001 C007 1.731(2) . ?
S001 C009 1.730(2) . ?
S002 O003 1.4502(19) . ?
S002 O004 1.449(2) . ?
S002 O005 1.450(2) . ?
S002 C00A 1.766(3) . ?
N006 H00A 0.8900 . ?
N006 H00H 0.8900 . ?
N006 H00I 0.8900 . ?
N006 C00H 1.476(4) . ?
C007 C008 1.465(3) . ?
C007 C00B 1.370(3) . ?
C008 C00D 1.384(3) . ?
C008 C00G 1.392(3) . ?
C009 C009 1.438(5) 3_667 ?
C009 C00E 1.366(3) . ?
C00A C00C 1.375(3) . ?
C00A C00F 1.382(4) . ?
C00B H00B 0.9300 . ?
C00B C00E 1.402(3) . ?
C00C H00C 0.9300 . ?
C00C C00D 1.381(3) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00F H00F 0.9300 . ?
C00F C00G 1.376(4) . ?
C00G H00G 0.9300 . ?
C00H H00J 0.9800 . ?
C00H C00I 1.578(8) . ?
C00H C00J 1.491(8) . ?
C00I H00K 0.9600 . ?
C00I H00L 0.9600 . ?
C00I H00M 0.9600 . ?
C00J H00N 0.9700 . ?
C00J H00O 0.9700 . ?
C00J C1 1.440(15) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C009 S001 C007 92.53(11) . . ?
O003 S002 C00A 106.95(13) . . ?
O004 S002 O003 111.82(13) . . ?
O004 S002 O005 113.34(16) . . ?
O004 S002 C00A 104.93(10) . . ?
O005 S002 O003 113.03(13) . . ?
O005 S002 C00A 106.04(12) . . ?
H00A N006 H00H 109.5 . . ?
H00A N006 H00I 109.5 . . ?
H00H N006 H00I 109.5 . . ?
C00H N006 H00A 109.5 . . ?
C00H N006 H00H 109.5 . . ?
C00H N006 H00I 109.5 . . ?
C008 C007 S001 120.77(16) . . ?
C00B C007 S001 109.93(18) . . ?
C00B C007 C008 129.3(2) . . ?
C00D C008 C007 121.5(2) . . ?
C00D C008 C00G 117.5(2) . . ?
C00G C008 C007 121.0(2) . . ?
C009 C009 S001 120.5(2) 3_667 . ?
C00E C009 S001 110.15(17) . . ?
C00E C009 C009 129.4(3) . 3_667 ?
C00C C00A S002 119.36(19) . . ?
C00C C00A C00F 119.8(2) . . ?
C00F C00A S002 120.64(19) . . ?
C007 C00B H00B 123.1 . . ?
C007 C00B C00E 113.7(2) . . ?
C00E C00B H00B 123.1 . . ?
C00A C00C H00C 120.2 . . ?
C00A C00C C00D 119.7(2) . . ?
C00D C00C H00C 120.2 . . ?
C008 C00D H00D 119.1 . . ?
C00C C00D C008 121.7(2) . . ?
C00C C00D H00D 119.1 . . ?
C009 C00E C00B 113.6(2) . . ?
C009 C00E H00E 123.2 . . ?
C00B C00E H00E 123.2 . . ?
C00A C00F H00F 120.0 . . ?
C00G C00F C00A 120.0(2) . . ?
C00G C00F H00F 120.0 . . ?
C008 C00G H00G 119.4 . . ?
C00F C00G C008 121.3(2) . . ?
C00F C00G H00G 119.4 . . ?
N006 C00H H00J 107.6 . . ?
N006 C00H C00I 106.4(4) . . ?
N006 C00H C00J 109.8(4) . . ?
C00I C00H H00J 107.6 . . ?
C00J C00H H00J 107.6 . . ?
C00J C00H C00I 117.5(5) . . ?
C00H C00I H00K 109.5 . . ?
C00H C00I H00L 109.5 . . ?
C00H C00I H00M 109.5 . . ?
H00K C00I H00L 109.5 . . ?
H00K C00I H00M 109.5 . . ?
H00L C00I H00M 109.5 . . ?
C00H C00J H00N 109.6 . . ?
C00H C00J H00O 109.6 . . ?
H00N C00J H00O 108.1 . . ?
C1 C00J C00H 110.4(10) . . ?
C1 C00J H00N 109.6 . . ?
C1 C00J H00O 109.6 . . ?
C00J C1 H1A 109.5 . . ?
C00J C1 H1B 109.5 . . ?
C00J C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C007 C008 C00D 0.2(3) . . . . ?
S001 C007 C008 C00G 178.91(19) . . . . ?
S001 C007 C00B C00E -1.0(3) . . . . ?
S001 C009 C00E C00B 1.0(3) . . . . ?
S002 C00A C00C C00D 173.5(2) . . . . ?
S002 C00A C00F C00G -173.4(2) . . . . ?
O003 S002 C00A C00C 151.6(2) . . . . ?
O003 S002 C00A C00F -33.8(2) . . . . ?
O004 S002 C00A C00C -89.5(2) . . . . ?
O004 S002 C00A C00F 85.1(2) . . . . ?
O005 S002 C00A C00C 30.7(2) . . . . ?
O005 S002 C00A C00F -154.6(2) . . . . ?
N006 C00H C00J C1 168.1(8) . . . . ?
C007 S001 C009 C009 178.3(2) . . . 3_667 ?
C007 S001 C009 C00E -1.29(18) . . . . ?
C007 C008 C00D C00C 179.6(2) . . . . ?
C007 C008 C00G C00F -179.6(2) . . . . ?
C007 C00B C00E C009 0.0(3) . . . . ?
C008 C007 C00B C00E 177.4(2) . . . . ?
C009 S001 C007 C008 -177.26(17) . . . . ?
C009 S001 C007 C00B 1.28(18) . . . . ?
C009 C009 C00E C00B -178.6(3) 3_667 . . . ?
C00A C00C C00D C008 0.2(4) . . . . ?
C00A C00F C00G C008 -0.2(4) . . . . ?
C00B C007 C008 C00D -178.1(2) . . . . ?
C00B C007 C008 C00G 0.7(4) . . . . ?
C00C C00A C00F C00G 1.2(4) . . . . ?
C00D C008 C00G C00F -0.8(4) . . . . ?
C00F C00A C00C C00D -1.2(4) . . . . ?
C00G C008 C00D C00C 0.8(4) . . . . ?
C00I C00H C00J C1 -70.1(10) . . . . ?

_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 2.824
_oxdiff_exptl_absorpt_empirical_full_min 0.560
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_3312
_audit_block_doi                 10.5517/ccdc.csd.cc2b8vwc
_database_code_depnum_ccdc_archive 'CCDC 2153473'
loop_
_audit_author_name
_audit_author_address
'Ryota Akai'
;Osaka University
Japan
;
_audit_update_record             
;
2022-02-21 deposited with the CCDC.	2022-05-09 downloaded from the CCDC.
;
_audit_creation_date             2022-01-14
_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            ?
_chemical_name_systematic        BTDPh
_chemical_formula_moiety         '2(C10 H7 S)'
_chemical_formula_sum            'C20 H14 S2'
_chemical_formula_weight         318.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHS
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.68780(10)
_cell_length_b                   7.86580(10)
_cell_length_c                   16.9636(2)
_cell_angle_alpha                86.3680(10)
_cell_angle_beta                 89.9800(10)
_cell_angle_gamma                89.8680(10)
_cell_volume                     757.410(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    23281
_cell_measurement_temperature    213
_cell_measurement_theta_max      74.0990
_cell_measurement_theta_min      5.2290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.102
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67486
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            49945
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.460
_diffrn_reflns_theta_min         2.610
_diffrn_ambient_temperature      213
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00  18.00   0.50    1.00    --    0.00 -19.00  90.00  214
  2  ω    -29.00  89.00   0.50    1.00    --    0.00  77.00 120.00  236
  3  ω    -18.00  89.00   0.50    1.00    --    0.00  19.00  90.00  214
  4  ω      5.00 114.00   0.50    2.00    --   94.90 -45.00  60.00  218
  5  ω      5.00 126.00   0.50    2.00    --   94.90 -82.00 -60.00  242
  6  ω      5.00 118.00   0.50    2.00    --   94.90 -61.00-150.00  226
  7  ω      5.00 126.00   0.50    2.00    --   94.90 -82.00-150.00  242
  8  ω     71.00 184.00   0.50    2.00    --   94.90  15.00 120.00  226
  9  ω      5.00 126.00   0.50    2.00    --   94.90 -82.00  60.00  242
 10  ω     65.00 184.00   0.50    2.00    --   94.90  77.00 150.00  238
 11  ω      5.00 118.00   0.50    2.00    --   94.90 -61.00-120.00  226
 12  ω     71.00 184.00   0.50    2.00    --   94.90  15.00  30.00  226
 13  ω      5.00 124.00   0.50    2.00    --   94.90 -77.00  90.00  238
 14  ω      5.00 126.00   0.50    2.00    --   94.90 -82.00-120.00  242
 15  ω      5.00 111.00   0.50    2.00    --   94.90 -30.00 -90.00  212
 16  ω    -22.00  89.00   0.50    1.00    --    0.00  57.00   0.00  222
 17  ω    -17.00  89.00   0.50    1.00    --    0.00  37.00 -90.00  212
 18  ω    -18.00  89.00   0.50    1.00    --    0.00  19.00-150.00  214
 19  ω     65.00 184.00   0.50    2.00    --   94.90  77.00-180.00  238
 20  ω     63.00 184.00   0.50    2.00    --   94.90  82.00 -60.00  242
 21  ω     75.00 184.00   0.50    2.00    --   94.90  45.00 120.00  218
 22  ω     78.00 184.00   0.50    2.00    --   94.90  30.00 -30.00  212
 23  ω     63.00 184.00   0.50    2.00    --   94.90  82.00   0.00  242
 24  ω     63.00 184.00   0.50    2.00    --   94.90  82.00  30.00  242
 25  ω     63.00 184.00   0.50    2.00    --   94.90  82.00 120.00  242
 26  ω     75.00 184.00   0.50    2.00    --   94.90  45.00 -90.00  218
 27  ω     65.00 184.00   0.50    2.00    --   94.90  77.00-150.00  238
 28  ω     65.00 184.00   0.50    2.00    --   94.90  77.00 -90.00  238
 29  ω     65.00 184.00   0.50    2.00    --   94.90  77.00  60.00  238
 30  ω     71.00 184.00   0.50    2.00    --   94.90  15.00 -90.00  226
 31  ω    -17.00  89.00   0.50    1.00    --    0.00  37.00 -60.00  212
 32  ω    -17.00  89.00   0.50    1.00    --    0.00  37.00   0.00  212
 33  ω    -17.00  89.00   0.50    1.00    --    0.00  37.00  30.00  212
 34  ω     63.00 184.00   0.50    2.00    --   94.90  82.00-120.00  242
 35  ω     75.00 184.00   0.50    2.00    --   94.90  45.00 150.00  218
 36  ω     65.00 184.00   0.50    2.00    --   94.90  77.00 -30.00  238
 37  ω     63.00 184.00   0.50    2.00    --   94.90  82.00  90.00  242
 38  ω     71.00 184.00   0.50    2.00    --   94.90  61.00-150.00  226
 39  ω     65.00 184.00   0.50    2.00    --   94.90  77.00  30.00  238
 40  ω     75.00 184.00   0.50    2.00    --   94.90  45.00 -30.00  218
 41  ω     71.00 184.00   0.50    2.00    --   94.90  61.00-180.00  226
 42  ω     71.00 184.00   0.50    2.00    --   94.90  61.00  90.00  226
 43  ω     63.00 184.00   0.50    2.00    --   94.90  82.00-150.00  242
 44  ω     65.00 184.00   0.50    2.00    --   94.90  77.00   0.00  238
 45  ω     71.00 184.00   0.50    2.00    --   94.90  61.00   0.00  226
 46  ω    -18.00  89.00   0.50    1.00    --    0.00  19.00  60.00  214
 47  ω    -89.00  18.00   0.50    1.00    --    0.00 -19.00 -60.00  214
 48  ω    -89.00  22.00   0.50    1.00    --    0.00 -57.00 120.00  222
 49  ω     65.00 184.00   0.50    2.00    --   94.90  77.00  90.00  238
 50  ω      5.00 118.00   0.50    2.00    --   94.90 -61.00  60.00  226
 51  ω     75.00 184.00   0.50    2.00    --   94.90  45.00-180.00  218
 52  ω     75.00 184.00   0.50    2.00    --   94.90  45.00   0.00  218
 53  ω     75.00 184.00   0.50    2.00    --   94.90  45.00 -60.00  218
 54  ω     75.00 184.00   0.50    2.00    --   94.90  45.00  60.00  218
 55  ω     75.00 184.00   0.50    2.00    --   94.90  45.00  90.00  218
 56  ω     75.00 184.00   0.50    2.00    --   94.90  45.00-120.00  218
 57  ω     65.00 184.00   0.50    2.00    --   94.90  77.00-120.00  238
 58  ω     65.00 184.00   0.50    2.00    --   94.90  77.00 -60.00  238
 59  ω     65.00 184.00   0.50    2.00    --   94.90  77.00 120.00  238
 60  ω     63.00 184.00   0.50    2.00    --   94.90  82.00 -90.00  242
 61  ω    -89.00  89.00   0.50    1.00    --    0.00   0.00-120.00  356
 62  ω    -89.00  89.00   0.50    1.00    --    0.00   0.00-150.00  356
 63  ω    -89.00  89.00   0.50    1.00    --    0.00   0.00-180.00  356
 64  ω     78.00 184.00   0.50    2.00    --   94.90  30.00  30.00  212
 65  ω     78.00 184.00   0.50    2.00    --   94.90  30.00-150.00  212
 66  ω     71.00 184.00   0.50    2.00    --   94.90  61.00 -60.00  226
 67  ω     63.00 184.00   0.50    2.00    --   94.90  82.00-180.00  242
 68  ω     71.00 184.00   0.50    2.00    --   94.90  61.00 150.00  226
 69  ω     63.00 184.00   0.50    2.00    --   94.90  82.00  60.00  242
 70  ω     63.00 184.00   0.50    2.00    --   94.90  82.00 150.00  242
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0001226000
_diffrn_orient_matrix_UB_12      0.0383505000
_diffrn_orient_matrix_UB_13      -0.0901913000
_diffrn_orient_matrix_UB_21      -0.0436634000
_diffrn_orient_matrix_UB_22      -0.1898750000
_diffrn_orient_matrix_UB_23      -0.0119394000
_diffrn_orient_matrix_UB_31      -0.2673106000
_diffrn_orient_matrix_UB_32      0.0314854000
_diffrn_orient_matrix_UB_33      0.0019279000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2849
_reflns_number_total             3036
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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         0.347
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.221
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3036
_refine_ls_number_restraints     174
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0594
_refine_ls_restrained_S_all      1.187
_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)+2.2733P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1446
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 C00G, S002, C003, C00C, C006, C007, C00A, C00E, C00I, C00M, C00J
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C00K, S001, C004, C009, C005, C008, C00B, C00D, C00F, C00L, C00H
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C00G \\sim S002 \\sim C003 \\sim C00C \\sim C006 \\sim C007 \\sim C00A \\sim
C00E \\sim C00I \\sim C00M \\sim C00J: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 1.7A
C00K \\sim S001 \\sim C004 \\sim C009 \\sim C005 \\sim C008 \\sim C00B \\sim
C00D \\sim C00F \\sim C00L \\sim C00H: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 1.7A
4.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00K(H00K), C00H(H00H), C00L(H00L), C00F(H00F), C007(H007),
 C008(H008), C00A(H00A), C00B(H00B), C00G(H00G), C00M(H00M), C00J(H00J),
 C00I(H00I), C00E(H00E)
4.b Fitted hexagon refined as free rotating group:
 C005(C00D,C00K,C00H,C00L,C00F), C00G(C00M,C00J,C00I,C00E,C006)
;
_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
S001 S -0.11689(17) 1.00507(12) 0.37675(6) 0.0343(2) Uani 1 1 d . U . . .
S002 S 0.38062(16) 0.39182(12) 0.39114(6) 0.0344(2) Uani 1 1 d . U . . .
C003 C 0.5877(7) 0.4337(4) 0.3174(2) 0.0310(8) Uani 1 1 d . U . . .
C004 C 0.0904(6) 0.9031(4) 0.3216(2) 0.0303(7) Uani 1 1 d . U . . .
C005 C 0.0550(4) 0.8753(3) 0.23700(11) 0.0319(8) Uani 1 1 d G U . . .
C00D C 0.2223(4) 0.7827(3) 0.19797(14) 0.0405(9) Uani 1 1 d G U . . .
H00D H 0.354061 0.739747 0.224984 0.049 Uiso 1 1 calc R U . . .
C00K C 0.1927(4) 0.7542(3) 0.11855(14) 0.0470(10) Uani 1 1 d G U . . .
H00K H 0.304649 0.692207 0.092431 0.056 Uiso 1 1 calc R U . . .
C00H C -0.0042(5) 0.8183(4) 0.07817(11) 0.0460(10) Uani 1 1 d G U . . .
H00H H -0.023992 0.799238 0.025032 0.055 Uiso 1 1 calc R U . . .
C00L C -0.1715(4) 0.9109(4) 0.11720(14) 0.0456(10) Uani 1 1 d G U . . .
H00L H -0.303224 0.953810 0.090185 0.055 Uiso 1 1 calc R U . . .
C00F C -0.1419(4) 0.9394(3) 0.19662(14) 0.0385(9) Uani 1 1 d G U . . .
H00F H -0.253817 1.001352 0.222738 0.046 Uiso 1 1 calc R U . . .
C007 C 0.7733(7) 0.5201(5) 0.3471(2) 0.0355(8) Uani 1 1 d . U . . .
H007 H 0.903831 0.553798 0.317069 0.043 Uiso 1 1 calc R U . . .
C008 C 0.2747(7) 0.8509(5) 0.3691(2) 0.0362(8) Uani 1 1 d . U . . .
H008 H 0.405708 0.794784 0.350547 0.043 Uiso 1 1 calc R U . . .
C009 C 0.0447(7) 0.9723(4) 0.4625(2) 0.0319(8) Uani 1 1 d . U . . .
C00A C 0.7485(7) 0.5534(5) 0.4275(2) 0.0356(8) Uani 1 1 d . U . . .
H00A H 0.860798 0.610949 0.455358 0.043 Uiso 1 1 calc R U . . .
C00B C 0.2485(7) 0.8899(5) 0.4483(2) 0.0358(8) Uani 1 1 d . U . . .
H00B H 0.359769 0.861843 0.487195 0.043 Uiso 1 1 calc R U . . .
C00C C 0.5445(7) 0.4933(5) 0.4602(2) 0.0330(8) Uani 1 1 d . U . . .
C00G C 0.7084(4) 0.4385(3) 0.17715(15) 0.0427(9) Uani 1 1 d G U . . .
H00G H 0.838095 0.503271 0.189698 0.051 Uiso 1 1 calc R U . . .
C00M C 0.6722(5) 0.3969(4) 0.09968(13) 0.0476(10) Uani 1 1 d G U . . .
H00M H 0.777743 0.433742 0.060384 0.057 Uiso 1 1 calc R U . . .
C00J C 0.4783(5) 0.3001(4) 0.08093(11) 0.0460(10) Uani 1 1 d G U . . .
H00J H 0.454084 0.272195 0.029088 0.055 Uiso 1 1 calc R U . . .
C00I C 0.3205(4) 0.2449(4) 0.13965(15) 0.0474(10) Uani 1 1 d G U . . .
H00I H 0.190775 0.180177 0.127107 0.057 Uiso 1 1 calc R U . . .
C00E C 0.3567(4) 0.2866(3) 0.21713(13) 0.0408(9) Uani 1 1 d G U . . .
H00E H 0.251123 0.249704 0.256422 0.049 Uiso 1 1 calc R U . . .
C006 C 0.5506(5) 0.3834(3) 0.23588(11) 0.0331(8) Uani 1 1 d G 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
S001 C004 1.732(4) . ?
S001 C009 1.726(4) . ?
S002 C003 1.734(4) . ?
S002 C00C 1.732(4) . ?
C003 C007 1.370(5) . ?
C003 C006 1.478(4) . ?
C004 C005 1.479(4) . ?
C004 C008 1.368(5) . ?
C005 C00D 1.3900 . ?
C005 C00F 1.3900 . ?
C00D H00D 0.9300 . ?
C00D C00K 1.3900 . ?
C00K H00K 0.9300 . ?
C00K C00H 1.3900 . ?
C00H H00H 0.9300 . ?
C00H C00L 1.3900 . ?
C00L H00L 0.9300 . ?
C00L C00F 1.3900 . ?
C00F H00F 0.9300 . ?
C007 H007 0.9300 . ?
C007 C00A 1.411(6) . ?
C008 H008 0.9300 . ?
C008 C00B 1.406(5) . ?
C009 C009 1.462(7) 2_576 ?
C009 C00B 1.355(5) . ?
C00A H00A 0.9300 . ?
C00A C00C 1.359(5) . ?
C00B H00B 0.9300 . ?
C00C C00C 1.452(8) 2_666 ?
C00G H00G 0.9300 . ?
C00G C00M 1.3900 . ?
C00G C006 1.3900 . ?
C00M H00M 0.9300 . ?
C00M C00J 1.3900 . ?
C00J H00J 0.9300 . ?
C00J C00I 1.3900 . ?
C00I H00I 0.9300 . ?
C00I C00E 1.3900 . ?
C00E H00E 0.9300 . ?
C00E C006 1.3900 . ?

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
C009 S001 C004 92.50(18) . . ?
C00C S002 C003 92.67(18) . . ?
C007 C003 S002 109.6(3) . . ?
C007 C003 C006 128.6(3) . . ?
C006 C003 S002 121.8(3) . . ?
C005 C004 S001 122.2(2) . . ?
C008 C004 S001 109.5(3) . . ?
C008 C004 C005 128.2(3) . . ?
C00D C005 C004 118.9(2) . . ?
C00D C005 C00F 120.0 . . ?
C00F C005 C004 121.1(2) . . ?
C005 C00D H00D 120.0 . . ?
C005 C00D C00K 120.0 . . ?
C00K C00D H00D 120.0 . . ?
C00D C00K H00K 120.0 . . ?
C00H C00K C00D 120.0 . . ?
C00H C00K H00K 120.0 . . ?
C00K C00H H00H 120.0 . . ?
C00L C00H C00K 120.0 . . ?
C00L C00H H00H 120.0 . . ?
C00H C00L H00L 120.0 . . ?
C00H C00L C00F 120.0 . . ?
C00F C00L H00L 120.0 . . ?
C005 C00F H00F 120.0 . . ?
C00L C00F C005 120.0 . . ?
C00L C00F H00F 120.0 . . ?
C003 C007 H007 123.0 . . ?
C003 C007 C00A 113.9(4) . . ?
C00A C007 H007 123.0 . . ?
C004 C008 H008 123.0 . . ?
C004 C008 C00B 114.0(4) . . ?
C00B C008 H008 123.0 . . ?
C009 C009 S001 120.8(4) 2_576 . ?
C00B C009 S001 110.7(3) . . ?
C00B C009 C009 128.5(4) . 2_576 ?
C007 C00A H00A 123.3 . . ?
C00C C00A C007 113.5(3) . . ?
C00C C00A H00A 123.3 . . ?
C008 C00B H00B 123.4 . . ?
C009 C00B C008 113.3(3) . . ?
C009 C00B H00B 123.4 . . ?
C00A C00C S002 110.4(3) . . ?
C00A C00C C00C 129.3(4) . 2_666 ?
C00C C00C S002 120.3(4) 2_666 . ?
C00M C00G H00G 120.0 . . ?
C00M C00G C006 120.0 . . ?
C006 C00G H00G 120.0 . . ?
C00G C00M H00M 120.0 . . ?
C00J C00M C00G 120.0 . . ?
C00J C00M H00M 120.0 . . ?
C00M C00J H00J 120.0 . . ?
C00M C00J C00I 120.0 . . ?
C00I C00J H00J 120.0 . . ?
C00J C00I H00I 120.0 . . ?
C00E C00I C00J 120.0 . . ?
C00E C00I H00I 120.0 . . ?
C00I C00E H00E 120.0 . . ?
C00I C00E C006 120.0 . . ?
C006 C00E H00E 120.0 . . ?
C00G C006 C003 119.2(2) . . ?
C00E C006 C003 120.8(2) . . ?
C00E C006 C00G 120.0 . . ?

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
S001 C004 C005 C00D -175.86(18) . . . . ?
S001 C004 C005 C00F 3.9(4) . . . . ?
S001 C004 C008 C00B 0.9(4) . . . . ?
S001 C009 C00B C008 -0.7(4) . . . . ?
S002 C003 C007 C00A -0.6(4) . . . . ?
S002 C003 C006 C00G 172.13(19) . . . . ?
S002 C003 C006 C00E -5.8(4) . . . . ?
C003 S002 C00C C00A -0.8(3) . . . . ?
C003 S002 C00C C00C 178.3(4) . . . 2_666 ?
C003 C007 C00A C00C 0.0(5) . . . . ?
C004 S001 C009 C009 -177.8(4) . . . 2_576 ?
C004 S001 C009 C00B 1.0(3) . . . . ?
C004 C005 C00D C00K 179.7(3) . . . . ?
C004 C005 C00F C00L -179.7(3) . . . . ?
C004 C008 C00B C009 -0.1(5) . . . . ?
C005 C004 C008 C00B -176.6(3) . . . . ?
C005 C00D C00K C00H 0.0 . . . . ?
C00D C005 C00F C00L 0.0 . . . . ?
C00D C00K C00H C00L 0.0 . . . . ?
C00K C00H C00L C00F 0.0 . . . . ?
C00H C00L C00F C005 0.0 . . . . ?
C00F C005 C00D C00K 0.0 . . . . ?
C007 C003 C006 C00G -5.9(5) . . . . ?
C007 C003 C006 C00E 176.2(3) . . . . ?
C007 C00A C00C S002 0.6(4) . . . . ?
C007 C00A C00C C00C -178.3(5) . . . 2_666 ?
C008 C004 C005 C00D 1.3(5) . . . . ?
C008 C004 C005 C00F -179.0(3) . . . . ?
C009 S001 C004 C005 176.6(3) . . . . ?
C009 S001 C004 C008 -1.1(3) . . . . ?
C009 C009 C00B C008 178.0(5) 2_576 . . . ?
C00C S002 C003 C007 0.7(3) . . . . ?
C00C S002 C003 C006 -177.6(3) . . . . ?
C00G C00M C00J C00I 0.0 . . . . ?
C00M C00G C006 C003 -178.0(3) . . . . ?
C00M C00G C006 C00E 0.0 . . . . ?
C00M C00J C00I C00E 0.0 . . . . ?
C00J C00I C00E C006 0.0 . . . . ?
C00I C00E C006 C003 178.0(3) . . . . ?
C00I C00E C006 C00G 0.0 . . . . ?
C006 C003 C007 C00A 177.6(3) . . . . ?
C006 C00G C00M C00J 0.0 . . . . ?

_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 1.744
_oxdiff_exptl_absorpt_empirical_full_min 0.632
_exptl_crystal_preparation       Luminescent
