# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_avs04_106_auto
_database_code_depnum_ccdc_archive 'CCDC 2330479'
loop_
_audit_author_name
_audit_author_address
'Craig Robertson'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2024-02-02 deposited with the CCDC.	2024-08-08 downloaded from the CCDC.
;
_audit_creation_date             2023-12-11
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H8 N2 O3 S'
_chemical_formula_sum            'C7 H8 N2 O3 S'
_chemical_formula_weight         200.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         CH8N2O3S
_chemical_oxdiff_usercomment     AVS04_106
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   22.162(3)
_cell_length_b                   7.1809(10)
_cell_length_c                   10.8505(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1726.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4299
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.0770
_cell_measurement_theta_min      2.9950
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.927
_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.808
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7410
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.808
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.208
_diffrn_reflns_theta_min         2.982
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.808
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00 -32.00   0.50    2.00    --  -10.30  36.00 -54.00   60
  2  ω    -38.00  79.00   0.50    2.00    --  -10.30  57.00  90.00  234
  3  ω     29.00  59.00   0.50    2.00    --  -10.30  36.00 -54.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0152226000
_diffrn_orient_matrix_UB_12      -0.0810768000
_diffrn_orient_matrix_UB_13      0.0205016000
_diffrn_orient_matrix_UB_21      0.0277604000
_diffrn_orient_matrix_UB_22      -0.0370411000
_diffrn_orient_matrix_UB_23      0.0215680000
_diffrn_orient_matrix_UB_31      -0.0049634000
_diffrn_orient_matrix_UB_32      0.0420942000
_diffrn_orient_matrix_UB_33      0.0581652000
_diffrn_oxdiff_digest_frames     
;
0166b5f0fe4c86f724e6c3b266d2e968c300029499f
;
_diffrn_oxdiff_digest_hkl        
;
01bfc94518f7a7509aef32726d1fcc47ddfe5b
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1838
_reflns_number_total             2080
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         2080
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0306
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+0.9349P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0867
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.48887(2) 0.24759(4) 0.59691(3) 0.01520(12) Uani 1 1 d . . . . .
O1 O 0.37699(4) 0.11863(14) 0.53145(8) 0.0199(2) Uani 1 1 d . . . . .
O2 O 0.63268(4) 0.38637(14) 0.41480(8) 0.0181(2) Uani 1 1 d . . . . .
O3 O 0.68082(5) 0.45906(17) 0.59102(9) 0.0275(3) Uani 1 1 d . . . . .
N2 N 0.43836(5) 0.18026(16) 0.37082(9) 0.0145(2) Uani 1 1 d . . . . .
H2 H 0.441491 0.183755 0.290005 0.017 Uiso 1 1 calc R . . . .
N1 N 0.53848(5) 0.27406(15) 0.38394(10) 0.0141(2) Uani 1 1 d . . . . .
C6 C 0.67898(6) 0.46049(18) 0.48112(12) 0.0173(3) Uani 1 1 d . . . . .
C4 C 0.38467(6) 0.12463(18) 0.42024(12) 0.0150(3) Uani 1 1 d . . . . .
C2 C 0.57987(5) 0.32779(18) 0.46970(11) 0.0145(3) Uani 1 1 d . . . . .
C7 C 0.72440(6) 0.5435(2) 0.39636(13) 0.0208(3) Uani 1 1 d . . . . .
H7A H 0.723056 0.478860 0.316881 0.031 Uiso 1 1 calc GR . . . .
H7B H 0.764750 0.530663 0.432317 0.031 Uiso 1 1 calc GR . . . .
H7C H 0.715304 0.675801 0.384074 0.031 Uiso 1 1 calc GR . . . .
C5 C 0.33724(6) 0.0725(2) 0.32817(12) 0.0205(3) Uani 1 1 d . . . . .
H5A H 0.322194 -0.052837 0.346469 0.031 Uiso 1 1 calc GR . . . .
H5B H 0.354643 0.074443 0.245154 0.031 Uiso 1 1 calc GR . . . .
H5C H 0.303853 0.161702 0.332656 0.031 Uiso 1 1 calc GR . . . .
C1 C 0.48774(5) 0.23104(17) 0.43919(13) 0.0132(3) Uani 1 1 d . . . . .
C3 C 0.56286(6) 0.32295(19) 0.58913(11) 0.0161(3) Uani 1 1 d . . . . .
H3 H 0.587458 0.355520 0.657521 0.019 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7156(14) . ?
S1 C3 1.7289(13) . ?
O1 C4 1.2193(16) . ?
O2 C6 1.3618(15) . ?
O2 C2 1.3790(15) . ?
O3 C6 1.1932(16) . ?
N2 C4 1.3649(16) . ?
N2 C1 1.3714(16) . ?
N1 C2 1.3625(16) . ?
N1 C1 1.3111(17) . ?
C6 C7 1.4881(18) . ?
C4 C5 1.4977(17) . ?
C2 C3 1.3500(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C3 89.24(6) . . ?
C6 O2 C2 122.05(10) . . ?
C4 N2 C1 124.12(11) . . ?
C1 N1 C2 109.38(11) . . ?
O2 C6 C7 109.86(11) . . ?
O3 C6 O2 123.40(12) . . ?
O3 C6 C7 126.73(12) . . ?
O1 C4 N2 121.39(12) . . ?
O1 C4 C5 123.59(11) . . ?
N2 C4 C5 115.02(11) . . ?
N1 C2 O2 111.27(10) . . ?
C3 C2 O2 131.26(11) . . ?
C3 C2 N1 117.41(11) . . ?
N2 C1 S1 124.72(10) . . ?
N1 C1 S1 115.30(10) . . ?
N1 C1 N2 119.98(12) . . ?
C2 C3 S1 108.64(9) . . ?

_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 1.450
_oxdiff_exptl_absorpt_empirical_full_min 0.801
####################################################################### 
# 
# 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_avs_30_11_23_dry_auto
_database_code_depnum_ccdc_archive 'CCDC 2330480'
loop_
_audit_author_name
_audit_author_address
'Craig Robertson'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2024-02-02 deposited with the CCDC.	2024-08-08 downloaded from the CCDC.
;
_audit_creation_date             2023-12-11
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H5 Cl N2 O S'
_chemical_formula_sum            'C5 H5 Cl N2 O S'
_chemical_formula_weight         176.62
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'AVS_30_11_23 dry sample'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   5.0499(2)
_cell_length_b                   7.4591(3)
_cell_length_c                   9.4964(3)
_cell_angle_alpha                90.462(3)
_cell_angle_beta                 91.106(3)
_cell_angle_gamma                108.081(4)
_cell_volume                     339.94(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5479
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.1260
_cell_measurement_theta_min      2.1620
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.925
_exptl_absorpt_coefficient_mu    0.790
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             180
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.834
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7149
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.834
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.213
_diffrn_reflns_theta_min         2.145
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.834
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -100.00  29.00   0.50    5.00    --  -10.20 -72.00  90.00  258
  2  ω   -100.00  26.00   0.50    5.00    --  -10.20 -57.00 -30.00  252
  3  ω   -100.00  79.00   0.50    5.00    --  -10.20  19.00-180.00  358
  4  ω   -100.00  39.00   0.50    5.00    --  -10.20 -38.00-150.00  278
  5  ω    -50.00  53.00   0.50    5.00    --  -10.20  72.00-120.00  206
  6  ω    -50.00  79.00   0.50    5.00    --  -10.20  72.00 -60.00  258
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0060843000
_diffrn_orient_matrix_UB_12      -0.0484248000
_diffrn_orient_matrix_UB_13      -0.0651621000
_diffrn_orient_matrix_UB_21      0.0467842000
_diffrn_orient_matrix_UB_22      -0.0690890000
_diffrn_orient_matrix_UB_23      0.0343493000
_diffrn_orient_matrix_UB_31      -0.1400599000
_diffrn_orient_matrix_UB_32      -0.0537614000
_diffrn_orient_matrix_UB_33      0.0124959000
_diffrn_oxdiff_digest_frames     
;
01cb9a27efd4f1e71af5e66352a1c5f623000260564
;
_diffrn_oxdiff_digest_hkl        
;
01e777fa1d499bcd35d46013f7b7097d2593d1
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1578
_reflns_number_total             1682
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1682
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.067
_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)+(0.0414P)²+0.1190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0701
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.26698(6) 0.18797(4) 0.59974(3) 0.01108(10) Uani 1 1 d . . . . .
Cl1 Cl 0.12739(6) 0.23194(4) 0.90303(3) 0.01475(10) Uani 1 1 d . . . . .
O1 O 0.29406(19) 0.10765(13) 0.32699(10) 0.0184(2) Uani 1 1 d . . . . .
N2 N 0.6930(2) 0.31176(14) 0.41569(10) 0.0111(2) Uani 1 1 d . . . . .
H2 H 0.864335 0.380552 0.397281 0.013 Uiso 1 1 calc R . . . .
N1 N 0.7566(2) 0.42983(14) 0.64647(11) 0.0123(2) Uani 1 1 d . . . . .
C3 C 0.5982(2) 0.32027(16) 0.54934(12) 0.0100(2) Uani 1 1 d . . . . .
C2 C 0.6167(3) 0.41126(17) 0.77144(13) 0.0129(2) Uani 1 1 d . . . . .
H2A H 0.697564 0.479488 0.854660 0.016 Uiso 1 1 calc R . . . .
C4 C 0.5350(3) 0.20193(16) 0.30965(12) 0.0122(2) Uani 1 1 d . . . . .
C5 C 0.6863(3) 0.20858(18) 0.17375(13) 0.0154(2) Uani 1 1 d . . . . .
H5A H 0.565216 0.119850 0.105363 0.023 Uiso 1 1 calc GR . . . .
H5B H 0.855770 0.173716 0.191178 0.023 Uiso 1 1 calc GR . . . .
H5C H 0.736539 0.336514 0.136257 0.023 Uiso 1 1 calc GR . . . .
C1 C 0.3554(3) 0.28847(16) 0.76644(12) 0.0121(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C3 1.7362(12) . ?
S1 C1 1.7359(12) . ?
Cl1 C1 1.7180(12) . ?
O1 C4 1.2169(16) . ?
N2 C3 1.3730(15) . ?
N2 C4 1.3681(15) . ?
N1 C3 1.3086(15) . ?
N1 C2 1.3789(15) . ?
C2 C1 1.3522(18) . ?
C4 C5 1.5058(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C3 87.21(6) . . ?
C4 N2 C3 123.44(11) . . ?
C3 N1 C2 109.99(10) . . ?
N2 C3 S1 122.68(9) . . ?
N1 C3 S1 116.33(9) . . ?
N1 C3 N2 121.00(11) . . ?
C1 C2 N1 114.85(11) . . ?
O1 C4 N2 121.57(11) . . ?
O1 C4 C5 124.27(11) . . ?
N2 C4 C5 114.15(10) . . ?
Cl1 C1 S1 121.79(7) . . ?
C2 C1 S1 111.61(9) . . ?
C2 C1 Cl1 126.60(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 1.859
_oxdiff_exptl_absorpt_empirical_full_min 0.375
####################################################################### 
# 
# 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_centric
_database_code_depnum_ccdc_archive 'CCDC 2362657'
loop_
_audit_author_name
_audit_author_address
'Craig Robertson'
;University of Liverpool
United Kingdom
;
_audit_update_record             
;
2024-06-13 deposited with the CCDC.	2024-08-08 downloaded from the CCDC.
;
_audit_creation_date             2019-07-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C21 H15 Cl N2 O6 S)'
_chemical_formula_sum            'C42 H30 Cl2 N4 O12 S2'
_chemical_formula_weight         917.72
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z+1/2'
3 'x+1/2, -y+1/2, z'
4 '-x+1/2, y+1/2, z+1/2'

_cell_length_a                   20.4035(6)
_cell_length_b                   8.6054(3)
_cell_length_c                   23.5849(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4141.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6735
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.38
_cell_measurement_theta_min      2.64
_exptl_absorpt_coefficient_mu    0.327
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1192 before and 0.0480 after correction. The Ratio of minimum to maximum transmission is 0.9214. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            18121
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         2.57
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                6797
_reflns_number_total             7989
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(9)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     564
_refine_ls_number_reflns         7989
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0529P)²+1.9730P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1082
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.54(7)
 0.46(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
C32 \\sim O9: within 2A with sigma of 0.00005 and sigma for terminal atoms of
0.00005
4.a Aromatic/amide H refined with riding coordinates:
 C37(H37), C10(H10), C38(H38), C24(H24), C30(H30), C3(H3), C39(H39), C31(H31),
 C40(H40), C16(H16), C17(H17), C8(H8), C9(H9), C28(H28), C19(H19), C18(H18),
 C29(H29), C7(H7)
4.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C33(H33A,H33B,H33C), C21(H21A,H21B,H21C), C42(H42A,H42B,
 H42C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
S2 S 0.37619(4) 0.29514(10) 0.43108(4) 0.0262(2) Uani 1 d . . . .
S1 S 0.37332(4) 0.22309(10) 0.57776(4) 0.0251(2) Uani 1 d . . . .
Cl1 Cl 0.16923(5) 0.24053(12) 0.56534(5) 0.0388(3) Uani 1 d . . . .
Cl2 Cl 0.58092(5) 0.26528(13) 0.43470(5) 0.0434(3) Uani 1 d . . . .
O11 O 0.23339(10) -0.0012(3) 0.33691(9) 0.0223(5) Uani 1 d . . . .
O8 O 0.41862(10) -0.3009(3) 0.37134(9) 0.0220(5) Uani 1 d . . . .
O5 O 0.51163(10) 0.5338(3) 0.66963(10) 0.0223(5) Uani 1 d . . . .
O10 O 0.35398(10) -0.0755(3) 0.47100(9) 0.0217(5) Uani 1 d . . . .
O3 O 0.23248(12) 0.7232(3) 0.67888(13) 0.0359(7) Uani 1 d . . . .
O4 O 0.39269(10) 0.5930(3) 0.53326(9) 0.0223(5) Uani 1 d . . . .
O2 O 0.31997(10) 0.8224(3) 0.63287(9) 0.0231(5) Uani 1 d . . . .
O1 O 0.36063(12) 0.4290(3) 0.71350(10) 0.0320(6) Uani 1 d . . . .
O7 O 0.38601(11) 0.0955(3) 0.29162(10) 0.0312(6) Uani 1 d . . . .
O12 O 0.23045(11) 0.1479(3) 0.41557(10) 0.0302(6) Uani 1 d . . . .
O6 O 0.51936(12) 0.3825(3) 0.59146(10) 0.0317(6) Uani 1 d . . . .
N4 N 0.36838(11) 0.0078(3) 0.38102(11) 0.0193(6) Uani 1 d . . . .
N1 N 0.27447(12) 0.3983(3) 0.59836(11) 0.0218(6) Uani 1 d . . . .
N2 N 0.37644(11) 0.5148(3) 0.62374(11) 0.0187(6) Uani 1 d . . . .
N3 N 0.47251(12) 0.1170(3) 0.40336(11) 0.0230(6) Uani 1 d . . . .
C5 C 0.46447(15) 0.7098(4) 0.59927(13) 0.0181(7) Uani 1 d . . . .
C2 C 0.25166(17) 0.2627(4) 0.57537(17) 0.0227(8) Uani 1 d . . . .
C11 C 0.51573(14) 0.3927(4) 0.64220(15) 0.0230(7) Uani 1 d . . . .
C37 C 0.17620(16) -0.2331(4) 0.35876(17) 0.0245(8) Uani 1 d . . . .
H37 H 0.1427 -0.2014 0.3333 0.029 Uiso 1 calc . . R .
C27 C 0.38459(15) -0.3059(4) 0.31982(14) 0.0227(7) Uani 1 d . . . .
C13 C 0.37355(13) 0.5375(4) 0.68355(14) 0.0208(7) Uani 1 d . . . .
C12 C 0.51440(18) 0.2632(4) 0.6839(2) 0.0287(9) Uani 1 d . . . .
H12A H 0.5586 0.2198 0.6879 0.043 Uiso 1 calc . . GR .
H12B H 0.4844 0.1821 0.6705 0.043 Uiso 1 calc . . GR .
H12C H 0.4993 0.3023 0.7207 0.043 Uiso 1 calc . . GR .
C34 C 0.33631(14) -0.0842(4) 0.42184(13) 0.0177(6) Uani 1 d . . . .
C20 C 0.25711(15) 0.7655(4) 0.63578(15) 0.0190(7) Uani 1 d . . . .
C22 C 0.40885(14) 0.1290(4) 0.40265(13) 0.0198(7) Uani 1 d . . . .
C4 C 0.40928(13) 0.6050(4) 0.58252(13) 0.0182(6) Uani 1 d . . . .
C36 C 0.22988(14) -0.1386(4) 0.36832(14) 0.0206(7) Uani 1 d . . . .
C25 C 0.37130(14) -0.0137(4) 0.32086(14) 0.0220(7) Uani 1 d . . . .
C26 C 0.35822(14) -0.1708(4) 0.29772(14) 0.0213(7) Uani 1 d . . . .
C10 C 0.46967(15) 0.8499(4) 0.56998(14) 0.0215(7) Uani 1 d . . . .
H10 H 0.4372 0.8773 0.5429 0.026 Uiso 1 calc . . R .
C14 C 0.38455(15) 0.6974(4) 0.70590(14) 0.0222(7) Uani 1 d . . . .
C38 C 0.17187(16) -0.3733(4) 0.38640(16) 0.0308(8) Uani 1 d . . . .
H38 H 0.1353 -0.4391 0.3795 0.037 Uiso 1 calc . . R .
C24 C 0.45363(16) 0.3550(4) 0.44641(15) 0.0293(8) Uani 1 d . . . .
H24 H 0.4646 0.4496 0.4649 0.035 Uiso 1 calc . . R .
C30 C 0.30846(18) -0.3219(5) 0.22330(16) 0.0366(10) Uani 1 d . . . .
H30 H 0.2812 -0.3287 0.1907 0.044 Uiso 1 calc . . R .
C35 C 0.27984(14) -0.1827(4) 0.40595(14) 0.0180(7) Uani 1 d . . . .
C41 C 0.23272(14) 0.1384(4) 0.36440(15) 0.0237(7) Uani 1 d . . . .
C6 C 0.51352(14) 0.6698(4) 0.63758(14) 0.0199(7) Uani 1 d . . . .
C3 C 0.29720(16) 0.1555(4) 0.56097(15) 0.0252(7) Uani 1 d . . . .
H3 H 0.2882 0.0576 0.5441 0.030 Uiso 1 calc . . R .
C39 C 0.22034(15) -0.4205(4) 0.42439(15) 0.0265(7) Uani 1 d . . . .
H39 H 0.2168 -0.5173 0.4435 0.032 Uiso 1 calc . . R .
C31 C 0.32040(16) -0.1794(5) 0.24753(15) 0.0289(8) Uani 1 d . . . .
H31 H 0.3034 -0.0875 0.2307 0.035 Uiso 1 calc . . R .
C33 C 0.51275(17) -0.2635(4) 0.42813(19) 0.0284(8) Uani 1 d . . . .
H33A H 0.5291 -0.1571 0.4325 0.043 Uiso 1 calc . . GR .
H33B H 0.5489 -0.3371 0.4336 0.043 Uiso 1 calc . . GR .
H33C H 0.4786 -0.2832 0.4564 0.043 Uiso 1 calc . . GR .
C40 C 0.27378(14) -0.3242(4) 0.43394(15) 0.0216(7) Uani 1 d . . . .
H40 H 0.3067 -0.3554 0.4600 0.026 Uiso 1 calc . . R .
C16 C 0.36585(17) 0.9735(5) 0.70758(16) 0.0307(8) Uani 1 d . . . .
H16 H 0.3448 1.0625 0.6923 0.037 Uiso 1 calc . . R .
O9 O 0.51405(13) -0.2794(5) 0.32667(14) 0.0568(9) Uani 1 d . . . U
C17 C 0.40658(18) 0.9875(5) 0.75427(16) 0.0365(9) Uani 1 d . . . .
H17 H 0.4146 1.0868 0.7704 0.044 Uiso 1 calc . . R .
C21 C 0.22559(18) 0.7677(4) 0.57830(19) 0.0282(8) Uani 1 d . . . .
H21A H 0.2024 0.6694 0.5720 0.042 Uiso 1 calc . . GR .
H21B H 0.2594 0.7811 0.5492 0.042 Uiso 1 calc . . GR .
H21C H 0.1944 0.8540 0.5762 0.042 Uiso 1 calc . . GR .
C8 C 0.56940(16) 0.9091(4) 0.61922(16) 0.0306(8) Uani 1 d . . . .
H8 H 0.6049 0.9777 0.6265 0.037 Uiso 1 calc . . R .
C15 C 0.35620(15) 0.8302(4) 0.68364(14) 0.0216(7) Uani 1 d . . . .
C23 C 0.49664(18) 0.2486(4) 0.42852(18) 0.0234(8) Uani 1 d . . . .
C9 C 0.52193(15) 0.9497(4) 0.57994(16) 0.0293(8) Uani 1 d . . . .
H9 H 0.5251 1.0452 0.5599 0.035 Uiso 1 calc . . R .
C42 C 0.23640(18) 0.2689(4) 0.32345(19) 0.0307(9) Uani 1 d . . . .
H42A H 0.2712 0.2482 0.2958 0.046 Uiso 1 calc . . GR .
H42B H 0.2461 0.3655 0.3438 0.046 Uiso 1 calc . . GR .
H42C H 0.1944 0.2791 0.3037 0.046 Uiso 1 calc . . GR .
C1 C 0.33811(14) 0.3913(4) 0.60184(13) 0.0186(6) Uani 1 d . . . .
C28 C 0.37397(16) -0.4489(5) 0.29421(16) 0.0301(8) Uani 1 d . . . .
H28 H 0.3927 -0.5408 0.3096 0.036 Uiso 1 calc . . R .
C19 C 0.42333(15) 0.7127(5) 0.75448(15) 0.0282(8) Uani 1 d . . . .
H19 H 0.4414 0.6226 0.7718 0.034 Uiso 1 calc . . R .
C18 C 0.43558(17) 0.8565(6) 0.77746(16) 0.0405(11) Uani 1 d . . . .
H18 H 0.4639 0.8661 0.8092 0.049 Uiso 1 calc . . R .
C29 C 0.33566(18) -0.4552(5) 0.24589(16) 0.0373(10) Uani 1 d . . . .
H29 H 0.3279 -0.5525 0.2280 0.045 Uiso 1 calc . . R .
C7 C 0.56540(17) 0.7694(4) 0.64778(17) 0.0274(8) Uani 1 d . . . .
H7 H 0.5983 0.7417 0.6744 0.033 Uiso 1 calc . . R .
C32 C 0.48487(18) -0.2835(7) 0.37001(19) 0.0526(9) Uani 1 d . . . U


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 C22 1.714(3) . ?
S2 C24 1.701(3) . ?
S1 C3 1.705(3) . ?
S1 C1 1.713(3) . ?
Cl1 C2 1.709(3) . ?
Cl2 C23 1.732(4) . ?
O11 C36 1.397(4) . ?
O11 C41 1.365(4) . ?
O8 C27 1.400(4) . ?
O8 C32 1.360(4) . ?
O5 C11 1.379(4) . ?
O5 C6 1.393(4) . ?
O10 C34 1.216(4) . ?
O3 C20 1.191(5) . ?
O4 C4 1.215(4) . ?
O2 C20 1.375(4) . ?
O2 C15 1.409(4) . ?
O1 C13 1.200(4) . ?
O7 C25 1.204(4) . ?
O12 C41 1.211(4) . ?
O6 C11 1.202(4) . ?
N4 C34 1.408(4) . ?
N4 C22 1.425(4) . ?
N4 C25 1.432(4) . ?
N1 C2 1.368(4) . ?
N1 C1 1.302(4) . ?
N2 C13 1.425(4) . ?
N2 C4 1.413(4) . ?
N2 C1 1.417(4) . ?
N3 C22 1.303(4) . ?
N3 C23 1.370(4) . ?
C5 C4 1.496(4) . ?
C5 C10 1.393(5) . ?
C5 C6 1.392(4) . ?
C2 C3 1.353(5) . ?
C11 C12 1.486(5) . ?
C37 H37 0.9500 . ?
C37 C36 1.382(4) . ?
C37 C38 1.374(5) . ?
C27 C26 1.384(5) . ?
C27 C28 1.388(5) . ?
C13 C14 1.490(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C34 C35 1.479(4) . ?
C20 C21 1.501(6) . ?
C36 C35 1.404(4) . ?
C25 C26 1.482(5) . ?
C26 C31 1.415(5) . ?
C10 H10 0.9500 . ?
C10 C9 1.390(4) . ?
C14 C15 1.385(5) . ?
C14 C19 1.399(5) . ?
C38 H38 0.9500 . ?
C38 C39 1.395(5) . ?
C24 H24 0.9500 . ?
C24 C23 1.337(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.374(6) . ?
C30 C29 1.382(6) . ?
C35 C40 1.390(5) . ?
C41 C42 1.483(5) . ?
C6 C7 1.384(5) . ?
C3 H3 0.9500 . ?
C39 H39 0.9500 . ?
C39 C40 1.388(4) . ?
C31 H31 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C33 C32 1.494(6) . ?
C40 H40 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.385(6) . ?
C16 C15 1.370(5) . ?
O9 C32 1.184(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C8 H8 0.9500 . ?
C8 C9 1.385(5) . ?
C8 C7 1.380(5) . ?
C9 H9 0.9500 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C28 H28 0.9500 . ?
C28 C29 1.383(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.374(6) . ?
C18 H18 0.9500 . ?
C29 H29 0.9500 . ?
C7 H7 0.9500 . ?

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
C24 S2 C22 88.54(16) . . ?
C3 S1 C1 89.03(16) . . ?
C41 O11 C36 119.5(2) . . ?
C32 O8 C27 118.4(3) . . ?
C11 O5 C6 118.9(2) . . ?
C20 O2 C15 117.7(3) . . ?
C34 N4 C22 115.9(3) . . ?
C34 N4 C25 128.6(3) . . ?
C22 N4 C25 115.2(3) . . ?
C1 N1 C2 109.0(3) . . ?
C4 N2 C13 128.7(3) . . ?
C4 N2 C1 115.0(2) . . ?
C1 N2 C13 116.2(3) . . ?
C22 N3 C23 107.3(3) . . ?
C10 C5 C4 116.6(3) . . ?
C6 C5 C4 124.3(3) . . ?
C6 C5 C10 118.8(3) . . ?
N1 C2 Cl1 119.0(3) . . ?
C3 C2 Cl1 124.4(3) . . ?
C3 C2 N1 116.6(3) . . ?
O5 C11 C12 110.4(3) . . ?
O6 C11 O5 122.4(3) . . ?
O6 C11 C12 127.2(3) . . ?
C36 C37 H37 120.3 . . ?
C38 C37 H37 120.3 . . ?
C38 C37 C36 119.3(3) . . ?
C26 C27 O8 119.6(3) . . ?
C26 C27 C28 121.4(3) . . ?
C28 C27 O8 118.9(3) . . ?
O1 C13 N2 119.0(3) . . ?
O1 C13 C14 122.9(3) . . ?
N2 C13 C14 118.1(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O10 C34 N4 118.6(3) . . ?
O10 C34 C35 120.5(3) . . ?
N4 C34 C35 120.7(3) . . ?
O3 C20 O2 123.0(3) . . ?
O3 C20 C21 126.5(3) . . ?
O2 C20 C21 110.5(3) . . ?
N4 C22 S2 121.7(2) . . ?
N3 C22 S2 116.7(2) . . ?
N3 C22 N4 121.6(3) . . ?
O4 C4 N2 118.6(3) . . ?
O4 C4 C5 120.9(3) . . ?
N2 C4 C5 120.4(3) . . ?
O11 C36 C35 121.8(3) . . ?
C37 C36 O11 116.9(3) . . ?
C37 C36 C35 121.3(3) . . ?
O7 C25 N4 118.5(3) . . ?
O7 C25 C26 123.1(3) . . ?
N4 C25 C26 118.4(3) . . ?
C27 C26 C25 123.9(3) . . ?
C27 C26 C31 118.9(3) . . ?
C31 C26 C25 117.0(3) . . ?
C5 C10 H10 119.7 . . ?
C9 C10 C5 120.6(3) . . ?
C9 C10 H10 119.7 . . ?
C15 C14 C13 124.4(3) . . ?
C15 C14 C19 118.0(3) . . ?
C19 C14 C13 117.5(3) . . ?
C37 C38 H38 119.5 . . ?
C37 C38 C39 121.0(3) . . ?
C39 C38 H38 119.5 . . ?
S2 C24 H24 125.2 . . ?
C23 C24 S2 109.6(3) . . ?
C23 C24 H24 125.2 . . ?
C31 C30 H30 119.7 . . ?
C31 C30 C29 120.6(4) . . ?
C29 C30 H30 119.7 . . ?
C36 C35 C34 124.8(3) . . ?
C40 C35 C34 116.8(3) . . ?
C40 C35 C36 118.2(3) . . ?
O11 C41 C42 110.9(3) . . ?
O12 C41 O11 122.2(3) . . ?
O12 C41 C42 126.9(3) . . ?
C5 C6 O5 122.7(3) . . ?
C7 C6 O5 116.6(3) . . ?
C7 C6 C5 120.6(3) . . ?
S1 C3 H3 125.2 . . ?
C2 C3 S1 109.6(3) . . ?
C2 C3 H3 125.2 . . ?
C38 C39 H39 120.4 . . ?
C40 C39 C38 119.2(3) . . ?
C40 C39 H39 120.4 . . ?
C26 C31 H31 120.3 . . ?
C30 C31 C26 119.4(4) . . ?
C30 C31 H31 120.3 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
C35 C40 H40 119.5 . . ?
C39 C40 C35 121.0(3) . . ?
C39 C40 H40 119.5 . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.5(4) . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(4) . . ?
C18 C17 H17 120.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C7 C8 C9 120.3(3) . . ?
C14 C15 O2 120.1(3) . . ?
C16 C15 O2 118.0(3) . . ?
C16 C15 C14 121.8(3) . . ?
N3 C23 Cl2 117.5(3) . . ?
C24 C23 Cl2 124.6(3) . . ?
C24 C23 N3 117.8(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 C10 119.6(3) . . ?
C8 C9 H9 120.2 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N1 C1 S1 115.9(2) . . ?
N1 C1 N2 122.6(3) . . ?
N2 C1 S1 121.5(2) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 C27 118.8(4) . . ?
C29 C28 H28 120.6 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.7(4) . . ?
C18 C19 H19 119.6 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(4) . . ?
C19 C18 H18 120.0 . . ?
C30 C29 C28 120.8(4) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.0(3) . . ?
C8 C7 H7 120.0 . . ?
O8 C32 C33 111.7(3) . . ?
O9 C32 O8 121.5(4) . . ?
O9 C32 C33 126.7(3) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.54(7)
2 0.46(7)

