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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4b
_database_code_depnum_ccdc_archive 'CCDC 2235014'
loop_
_audit_author_name
_audit_author_address
'Mohammad Al Bayer'
;La Trobe University
Australia
;
_audit_update_record             
;
2023-01-08 deposited with the CCDC.	2023-07-04 downloaded from the CCDC.
;
_audit_creation_date             2023-01-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 N2 O10 S2, C27 H21 N2 O10 S2'
_chemical_formula_sum            'C54 H43 N4 O20 S4'
_chemical_formula_weight         1196.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         C27H20N2O8S2
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                   13.0431(6)
_cell_length_b                   15.4223(7)
_cell_length_c                   17.5012(7)
_cell_angle_alpha                76.057(4)
_cell_angle_beta                 83.296(4)
_cell_angle_gamma                84.321(4)
_cell_volume                     3384.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9404
_cell_measurement_temperature    150
_cell_measurement_theta_max      70.9420
_cell_measurement_theta_min      4.0890
_shelx_estimated_absorpt_T_max   0.780
_shelx_estimated_absorpt_T_min   0.707
_exptl_absorpt_coefficient_mu    1.864
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1238
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            44877
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.369
_diffrn_reflns_theta_min         3.421
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -101.00 -63.00   0.50    0.50    --  -38.50 -60.00 165.00   76
  2  ω    -49.00 -22.00   0.50    0.50    --  -38.50 -60.00 165.00   54
  3  ω    -13.00  44.00   0.50    0.50    --   42.60 -60.00 165.00  114
  4  ω     25.00 100.00   0.50    0.50    --   42.60  60.00 -55.00  150
  5  ω     37.00  86.00   0.50    2.02    --  100.00 -60.00 165.00   98
  6  ω     82.00 164.00   0.50    2.02    --  100.00  60.00 -55.00  164
  7  ω    -57.00 -19.00   0.50    0.50    --  -38.50 -65.00 120.00   76
  8  ω      4.00  29.00   0.50    0.50    --  -38.50  21.00 150.00   50
  9  ω    -42.00 -17.00   0.50    0.50    --  -38.50  32.00-120.00   50
 10  ω    -72.00 -32.00   0.50    0.50    --  -38.50 104.00  60.00   80
 11  ω    -25.00   9.00   0.50    0.50    --  -38.50 104.00  60.00   68
 12  ω    -18.00  25.00   0.50    0.50    --  -38.50  65.00  30.00   86
 13  ω    -56.00 -20.00   0.50    0.50    --  -38.50  65.00  30.00   72
 14  ω    -45.00 -20.00   0.50    0.50    --  -38.50  21.00 -90.00   50
 15  ω      0.00  25.00   0.50    0.50    --  -38.50  32.00-120.00   50
 16  ω     -2.00  30.00   0.50    0.50    --  -38.50  21.00 -90.00   64
 17  ω    -45.00 -20.00   0.50    0.50    --  -38.50  21.00 150.00   50
 18  ω    -96.00 -27.00   0.50    0.50    --  -38.50 -65.00 -90.00  138
 19  ω    -35.00  -7.00   0.50    0.50    --  -38.50  60.00 -55.00   56
 20  ω    -99.00 -61.00   0.50    0.50    --  -38.50 -65.00 120.00   76
 21  ω     23.00  83.00   0.50    0.50    --   42.60  65.00  90.00  120
 22  ω     35.00  61.00   0.50    0.50    --   42.60  32.00   0.00   52
 23  ω     50.00  95.00   0.50    0.50    --   42.60-138.00 150.00   90
 24  ω    -23.00  35.00   0.50    0.50    --   42.60 -32.00 -30.00  116
 25  ω     52.00  94.00   0.50    0.50    --   42.60-138.00  60.00   84
 26  ω     70.00  96.00   0.50    0.50    --   42.60-138.00 -60.00   52
 27  ω      8.00  73.00   0.50    0.50    --   42.60-104.00-180.00  130
 28  ω     79.00 104.00   0.50    0.50    --   42.60  32.00   0.00   50
 29  ω     13.00  38.00   0.50    0.50    --   42.60-104.00  30.00   50
 30  ω     54.00 101.00   0.50    0.50    --   42.60  54.00-120.00   94
 31  ω     40.00  65.00   0.50    0.50    --   42.60-138.00 -60.00   50
 32  ω    137.00 163.00   0.50    2.02    --  100.00 145.00-150.00   52
 33  ω    104.00 163.00   0.50    2.02    --  100.00  77.00-180.00  118
 34  ω     91.00 120.00   0.50    2.02    --  100.00  25.00-150.00   58
 35  ω     53.00  79.00   0.50    2.02    --  100.00 -77.00  30.00   52
 36  ω     40.00 102.00   0.50    2.02    --  100.00 -42.00-150.00  124
 37  ω     76.00 126.00   0.50    2.02    --  100.00-145.00-180.00  100
 38  ω     38.00  95.00   0.50    2.02    --  100.00 -42.00 -60.00  114
 39  ω     94.00 124.00   0.50    2.02    --  100.00 -77.00 150.00   60
 40  ω     44.00  69.00   0.50    2.02    --  100.00 -77.00 150.00   50
 41  ω     48.00 109.00   0.50    2.02    --  100.00-117.00  60.00  122
 42  ω    117.00 143.00   0.50    2.02    --  100.00  77.00  30.00   52
 43  ω     57.00  84.00   0.50    2.02    --  100.00-145.00-150.00   54
 44  ω     97.00 122.00   0.50    2.02    --  100.00 -87.00-180.00   50
 45  ω     94.00 163.00   0.50    2.02    --  100.00  33.00 -90.00  138
 46  ω     91.00 126.00   0.50    2.02    --  100.00  25.00  30.00   70
 47  ω     75.00 120.00   0.50    2.02    --  100.00 -68.00-120.00   90
 48  ω     39.00  64.00   0.50    2.02    --  100.00 -68.00-120.00   50
 49  ω     44.00 109.00   0.50    2.02    --  100.00 -33.00 120.00  130
 50  ω    110.00 154.00   0.50    2.02    --  100.00  77.00   0.00   88
 51  ω     95.00 174.00   0.50    2.02    --  100.00   8.00-180.00  158
 52  ω     81.00 107.00   0.50    2.02    --  100.00 -50.00  30.00   52
 53  ω     70.00 106.00   0.50    2.02    --  100.00 -96.00 -30.00   72
 54  ω     89.00 115.00   0.50    2.02    --  100.00-145.00-150.00   52
 55  ω     99.00 128.00   0.50    2.02    --  100.00  42.00  60.00   58
 56  ω     45.00 102.00   0.50    2.02    --  100.00 -50.00   0.00  114
 57  ω     74.00 105.00   0.50    2.02    --  100.00 -42.00   0.00   62
 58  ω     82.00 107.00   0.50    2.02    --  100.00 -33.00  30.00   50
 59  ω     81.00 106.00   0.50    2.02    --  100.00-117.00-180.00   50
 60  ω     58.00 109.00   0.50    2.02    --  100.00-112.00-149.84  102
 61  ω     75.00 108.00   0.50    2.02    --  100.00-117.00-120.00   66
 62  ω    128.00 165.00   0.50    2.02    --  100.00  25.00-150.00   74
 63  ω    118.00 163.00   0.50    2.02    --  100.00  96.00-120.00   90
 64  ω     65.00 109.00   0.50    2.02    --  100.00-117.00 -30.00   88
 65  ω     39.00  64.00   0.50    2.02    --  100.00 -50.00 -30.00   50
 66  ω     79.00 104.00   0.50    2.02    --  100.00 -77.00 -90.00   50
 67  ω     91.00 122.00   0.50    2.02    --  100.00  59.00 -30.00   62
 68  ω    135.00 160.00   0.50    2.02    --  100.00  68.00 150.00   50
 69  ω     49.00  75.00   0.50    2.02    --  100.00 -33.00  30.00   52
 70  ω     34.00  59.00   0.50    2.02    --  100.00 -96.00-180.00   50
 71  ω     78.00 118.00   0.50    2.02    --  100.00 -59.00-150.00   80
 72  ω     45.00  71.00   0.50    2.02    --  100.00 -59.00-150.00   52
 73  ω     82.00 163.00   0.50    2.02    --  100.00  68.00  60.00  162
 74  ω    115.00 141.00   0.50    2.02    --  100.00  42.00  90.00   52
 75  ω     55.00  81.00   0.50    2.02    --  100.00-145.00   0.00   52
 76  ω    101.00 126.00   0.50    2.02    --  100.00-145.00   0.00   50
 77  ω     94.00 120.00   0.50    2.02    --  100.00  42.00  30.00   52
 78  ω     45.00  70.00   0.50    2.02    --  100.00 -87.00   0.00   50
 79  ω     80.00 105.00   0.50    2.02    --  100.00 -87.00   0.00   50
 80  ω    110.00 144.00   0.50    2.02    --  100.00  77.00-150.00   68
 81  ω    109.00 152.00   0.50    2.02    --  100.00  77.00 -90.00   86
 82  ω    112.00 137.00   0.50    2.02    --  100.00 117.00  30.00   50
 83  ω     92.00 123.00   0.50    2.02    --  100.00 -77.00  60.00   62
 84  ω     64.00  89.00   0.50    2.02    --  100.00 -42.00 -30.00   50
 85  ω    101.00 140.00   0.50    2.02    --  100.00 145.00  90.00   78
 86  ω     39.00  74.00   0.50    2.02    --  100.00-117.00-180.00   70
 87  ω     98.00 123.00   0.50    2.02    --  100.00  -8.00 -60.00   50
 88  ω    100.00 125.00   0.50    2.02    --  100.00 -77.00 -30.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0791356000
_diffrn_orient_matrix_UB_12      0.0697882000
_diffrn_orient_matrix_UB_13      -0.0372451000
_diffrn_orient_matrix_UB_21      0.0521267000
_diffrn_orient_matrix_UB_22      -0.0618106000
_diffrn_orient_matrix_UB_23      -0.0527708000
_diffrn_orient_matrix_UB_31      -0.0723922000
_diffrn_orient_matrix_UB_32      0.0442716000
_diffrn_orient_matrix_UB_33      -0.0642735000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8385
_reflns_number_total             13077
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.257
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     746
_refine_ls_number_reflns         13077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0807
_refine_ls_restrained_S_all      1.074
_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)+(0.1616P)²+0.2799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2365
_refine_ls_wR_factor_ref         0.2641
_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 C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00W(H00W), C00Y(H00Y), C011(H011), C01B(H01D)
2.b Secondary CH2 refined with riding coordinates:
 C00Z(H00A,H00B), C018(H01A,H01B)
2.c Aromatic/amide H refined with riding coordinates:
 C01A(H01C), C01D(H01E), C01F(H01F), C01G(H01G), C01M(H01M), C01O(H01O),
 C01P(H01P), C01R(H01R), C01T(H01T), C01U(H01U), C01V(H01V), C01W(H01W),
 C020(H020), C021(H021), C022(H022), C023(H023), C024(H024), C026(H026),
 C027(H027), C029(H029)
2.d Idealised Me refined as rotating group:
 C028(H02G,H02H,H02I), C02C(H02A,H02B,H02C), C02E(H02D,H02E,H02F), C02F(H02J,
 H02K,H02L)
2.e Idealised tetrahedral OH refined as rotating group:
 O009(H009), O2(H2), O00T(H00T)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.15899(7) 0.36914(7) 0.59743(6) 0.0555(3) Uani 1 1 d . . . . .
S002 S -0.06958(8) 0.50642(8) 0.61029(6) 0.0609(3) Uani 1 1 d . . . . .
S003 S 0.38307(8) 0.13429(9) 0.75835(7) 0.0703(4) Uani 1 1 d . . . . .
S004 S -0.32653(8) 0.31083(10) 0.80293(8) 0.0718(4) Uani 1 1 d . . . . .
O006 O 0.0448(2) 0.2766(2) 0.53436(18) 0.0588(7) Uani 1 1 d . . . . .
O007 O -0.0391(2) 0.3412(2) 0.80486(18) 0.0612(8) Uani 1 1 d . . . . .
O008 O 0.0980(2) 0.1472(2) 0.71785(19) 0.0649(8) Uani 1 1 d . . . . .
O009 O -0.0641(2) 0.4073(2) 1.02486(17) 0.0604(7) Uani 1 1 d . . . . .
H009 H -0.036979 0.368959 1.060972 0.091 Uiso 1 1 calc R U . . .
O00A O 0.3946(2) 0.2192(2) 0.5398(2) 0.0717(9) Uani 1 1 d . . . . .
O2 O 0.1812(3) 0.2578(2) 0.38362(18) 0.0650(8) Uani 1 1 d . . . . .
H2 H 0.241691 0.261935 0.361153 0.097 Uiso 1 1 calc R U . . .
O00C O -0.3043(2) 0.0684(2) 0.5181(2) 0.0687(9) Uani 1 1 d . . . . .
O00D O 0.0444(2) 0.5568(2) 0.70583(18) 0.0668(8) Uani 1 1 d . . . . .
O00E O -0.0218(3) 0.6829(2) 0.85420(18) 0.0724(9) Uani 1 1 d . . . . .
O00F O -0.3074(2) 0.5665(3) 0.7440(2) 0.0730(9) Uani 1 1 d . . . . .
O00G O 0.4202(3) 0.0197(3) 0.6657(2) 0.0793(11) Uani 1 1 d . . . . .
O00H O -0.0931(3) 0.7341(2) 0.74226(19) 0.0727(9) Uani 1 1 d . . . . .
N00I N -0.1954(2) 0.3872(2) 0.8610(2) 0.0529(8) Uani 1 1 d . . . . .
N00J N 0.2542(3) 0.0844(2) 0.67741(19) 0.0542(8) Uani 1 1 d . . . . .
N00K N 0.2186(2) 0.2342(2) 0.53425(19) 0.0512(8) Uani 1 1 d . . . . .
N00L N -0.1303(2) 0.5621(2) 0.73792(18) 0.0508(8) Uani 1 1 d . . . . .
O00M O -0.1158(3) 0.2873(2) 0.9944(2) 0.0827(11) Uani 1 1 d . . . . .
O00N O 0.3246(2) 0.4003(3) 1.0340(2) 0.0817(11) Uani 1 1 d . . . . .
O00O O 0.0541(3) -0.0502(2) 0.6678(2) 0.0812(10) Uani 1 1 d . . . . .
O00P O -0.2960(3) 0.2855(3) 0.3832(2) 0.0822(10) Uani 1 1 d . . . . .
O00Q O -0.3641(2) 0.4025(3) 0.9140(2) 0.0878(12) Uani 1 1 d . . . . .
O00R O 0.1325(4) 0.1213(2) 0.4005(2) 0.0972(14) Uani 1 1 d . . . . .
O00S O 0.3867(3) 0.5741(3) 0.8386(2) 0.0917(12) Uani 1 1 d . . . . .
O00T O 0.1653(4) -0.0636(3) 0.7598(2) 0.0976(14) Uani 1 1 d . . . . .
H00T H 0.127835 -0.103949 0.785964 0.146 Uiso 1 1 calc R U . . .
C00U C -0.1321(3) 0.3410(3) 0.8120(2) 0.0511(9) Uani 1 1 d . . . . .
C00V C -0.1090(3) 0.3668(3) 0.9814(2) 0.0536(9) Uani 1 1 d . . . . .
C00W C -0.1275(3) 0.5851(3) 0.8142(2) 0.0506(9) Uani 1 1 d . . . . .
H00W H -0.200888 0.597008 0.835129 0.061 Uiso 1 1 calc R U . . .
C00X C 0.1306(3) 0.2863(3) 0.5499(2) 0.0532(9) Uani 1 1 d . . . . .
C00Y C -0.1546(3) 0.4345(3) 0.9137(2) 0.0521(9) Uani 1 1 d . . . . .
H00Y H -0.216015 0.466064 0.937855 0.062 Uiso 1 1 calc R U . . .
C00Z C -0.0815(3) 0.5061(3) 0.8735(2) 0.0525(9) Uani 1 1 d . . . . .
H00A H -0.021668 0.477680 0.845981 0.063 Uiso 1 1 calc R U . . .
H00B H -0.054913 0.529206 0.914924 0.063 Uiso 1 1 calc R U . . .
C010 C -0.1991(3) 0.2000(3) 0.6719(3) 0.0550(10) Uani 1 1 d . . . . .
C011 C 0.2076(3) 0.0295(3) 0.6339(2) 0.0548(10) Uani 1 1 d . . . . .
H011 H 0.265051 -0.009685 0.613917 0.066 Uiso 1 1 calc R U . . .
C012 C 0.3111(3) 0.2587(3) 0.5528(2) 0.0564(10) Uani 1 1 d . . . . .
C013 C 0.1915(3) 0.1363(3) 0.7215(2) 0.0541(10) Uani 1 1 d . . . . .
C014 C 0.2533(3) 0.1747(3) 0.7687(3) 0.0575(10) Uani 1 1 d . . . . .
C015 C -0.1960(3) 0.2950(3) 0.7715(2) 0.0509(9) Uani 1 1 d . . . . .
C016 C 0.2902(3) 0.3326(3) 0.5936(2) 0.0544(10) Uani 1 1 d . . . . .
C017 C -0.2769(3) 0.4385(3) 0.5464(2) 0.0585(10) Uani 1 1 d . . . . .
C018 C 0.1537(3) 0.0830(3) 0.5621(2) 0.0528(9) Uani 1 1 d . . . . .
H01A H 0.134787 0.040267 0.532979 0.063 Uiso 1 1 calc R U . . .
H01B H 0.088542 0.112742 0.581635 0.063 Uiso 1 1 calc R U . . .
C019 C -0.2754(3) 0.1116(3) 0.5706(3) 0.0588(10) Uani 1 1 d . . . . .
C01A C 0.2062(3) 0.2302(3) 0.8128(3) 0.0606(11) Uani 1 1 d . . . . .
H01C H 0.134564 0.243820 0.806709 0.073 Uiso 1 1 calc R U . . .
C01B C 0.2142(3) 0.1532(3) 0.5046(2) 0.0532(10) Uani 1 1 d . . . . .
H01D H 0.286784 0.126907 0.496971 0.064 Uiso 1 1 calc R U . . .
C01C C -0.2238(3) 0.5507(3) 0.7102(3) 0.0578(10) Uani 1 1 d . . . . .
C01D C -0.1526(3) 0.2484(3) 0.7195(3) 0.0567(10) Uani 1 1 d . . . . .
H01E H -0.079149 0.246387 0.712236 0.068 Uiso 1 1 calc R U . . .
C01E C -0.0744(3) 0.6729(3) 0.8012(2) 0.0584(10) Uani 1 1 d . . . . .
C01F C -0.3027(3) 0.2120(3) 0.6573(3) 0.0621(11) Uani 1 1 d . . . . .
H01F H -0.348137 0.251501 0.681838 0.075 Uiso 1 1 calc R U . . .
C01G C -0.3418(3) 0.1674(3) 0.6076(3) 0.0636(12) Uani 1 1 d . . . . .
H01G H -0.413196 0.175435 0.599301 0.076 Uiso 1 1 calc R U . . .
C01H C -0.3002(3) 0.3737(3) 0.8693(3) 0.0614(11) Uani 1 1 d . . . . .
C01I C 0.3642(3) 0.4184(3) 0.6795(3) 0.0600(11) Uani 1 1 d . . . . .
C01J C 0.2441(3) 0.2728(3) 0.8676(3) 0.0614(11) Uani 1 1 d . . . . .
C01K C 0.1708(4) 0.1763(3) 0.4241(3) 0.0618(11) Uani 1 1 d . . . . .
C01L C 0.3570(3) 0.0699(3) 0.6927(2) 0.0628(12) Uani 1 1 d . . . . .
C01M C 0.2776(3) 0.4660(3) 0.7042(3) 0.0648(11) Uani 1 1 d . . . . .
H01M H 0.213684 0.462510 0.684519 0.078 Uiso 1 1 calc R U . . .
C01N C -0.2029(3) 0.5150(3) 0.6393(2) 0.0556(10) Uani 1 1 d . . . . .
C01O C 0.1736(3) 0.3276(4) 0.9049(3) 0.0682(13) Uani 1 1 d . . . . .
H01O H 0.103905 0.336625 0.892195 0.082 Uiso 1 1 calc R U . . .
C01P C -0.1345(3) 0.1414(3) 0.6349(3) 0.0631(11) Uani 1 1 d . . . . .
H01P H -0.063495 0.131228 0.644191 0.076 Uiso 1 1 calc R U . . .
C01Q C -0.0402(3) 0.5460(3) 0.6920(2) 0.0565(10) Uani 1 1 d . . . . .
C01R C -0.1723(4) 0.0986(3) 0.5857(3) 0.0695(13) Uani 1 1 d . . . . .
H01R H -0.127054 0.058948 0.561110 0.083 Uiso 1 1 calc R U . . .
C01S C 0.1322(5) -0.0320(3) 0.6889(3) 0.0701(13) Uani 1 1 d . . . . .
C01T C 0.3661(3) 0.3576(3) 0.6273(3) 0.0627(11) Uani 1 1 d . . . . .
H01T H 0.432871 0.330900 0.614976 0.075 Uiso 1 1 calc R U . . .
C01U C -0.3720(4) 0.4289(4) 0.5192(3) 0.0691(12) Uani 1 1 d . . . . .
H01U H -0.433842 0.458198 0.538102 0.083 Uiso 1 1 calc R U . . .
C01V C -0.1883(3) 0.3950(3) 0.5179(3) 0.0614(10) Uani 1 1 d . . . . .
H01V H -0.123979 0.400759 0.536032 0.074 Uiso 1 1 calc R U . . .
C01W C 0.2812(3) 0.5192(3) 0.7570(3) 0.0626(11) Uani 1 1 d . . . . .
H01W H 0.220180 0.551014 0.774088 0.075 Uiso 1 1 calc R U . . .
C01X C -0.2840(4) 0.3354(3) 0.4372(3) 0.0679(12) Uani 1 1 d . . . . .
C01Y C 0.3035(3) 0.3571(4) 0.9787(3) 0.0710(14) Uani 1 1 d . . . . .
C01Z C 0.3744(3) 0.5255(4) 0.7848(3) 0.0683(12) Uani 1 1 d . . . . .
C020 C -0.2799(3) 0.4896(3) 0.6068(3) 0.0625(11) Uani 1 1 d . . . . .
H020 H -0.347517 0.507844 0.626498 0.075 Uiso 1 1 calc R U . . .
C021 C 0.2031(4) 0.3684(4) 0.9593(3) 0.0743(14) Uani 1 1 d . . . . .
H021 H 0.153536 0.404970 0.983993 0.089 Uiso 1 1 calc R U . . .
C022 C -0.3755(4) 0.3779(3) 0.4657(3) 0.0720(13) Uani 1 1 d . . . . .
H022 H -0.439706 0.371233 0.447926 0.086 Uiso 1 1 calc R U . . .
C023 C -0.1905(4) 0.3430(3) 0.4635(3) 0.0640(11) Uani 1 1 d . . . . .
H023 H -0.128814 0.313312 0.444852 0.077 Uiso 1 1 calc R U . . .
C024 C 0.3467(4) 0.2655(4) 0.8856(3) 0.0876(19) Uani 1 1 d . . . . .
H024 H 0.397173 0.231020 0.859529 0.105 Uiso 1 1 calc R U . . .
C026 C 0.4597(4) 0.4272(4) 0.7073(3) 0.0777(15) Uani 1 1 d . . . . .
H026 H 0.521431 0.396635 0.689759 0.093 Uiso 1 1 calc R U . . .
C027 C 0.3771(4) 0.3076(5) 0.9408(4) 0.092(2) Uani 1 1 d . . . . .
H027 H 0.447278 0.302056 0.951923 0.111 Uiso 1 1 calc R U . . .
C028 C -0.4079(4) 0.0849(4) 0.4986(3) 0.0850(17) Uani 1 1 d . . . . .
H02G H -0.417016 0.054168 0.457169 0.127 Uiso 1 1 calc R U . . .
H02H H -0.423379 0.149480 0.479329 0.127 Uiso 1 1 calc R U . . .
H02I H -0.454868 0.062516 0.545609 0.127 Uiso 1 1 calc R U . . .
C029 C 0.4624(4) 0.4796(5) 0.7592(4) 0.0864(17) Uani 1 1 d . . . . .
H029 H 0.526429 0.484635 0.778148 0.104 Uiso 1 1 calc R U . . .
C02C C 0.2984(4) 0.6169(5) 0.8707(4) 0.098(2) Uani 1 1 d . . . . .
H02A H 0.269616 0.664505 0.829163 0.146 Uiso 1 1 calc R U . . .
H02B H 0.316917 0.642904 0.912637 0.146 Uiso 1 1 calc R U . . .
H02C H 0.246676 0.573267 0.892835 0.146 Uiso 1 1 calc R U . . .
C02E C 0.4285(4) 0.3908(5) 1.0557(4) 0.107(3) Uani 1 1 d . . . . .
H02D H 0.475846 0.412610 1.008672 0.160 Uiso 1 1 calc R U . . .
H02E H 0.447701 0.327558 1.078309 0.160 Uiso 1 1 calc R U . . .
H02F H 0.432903 0.425864 1.094891 0.160 Uiso 1 1 calc R U . . .
C02F C -0.2044(5) 0.2409(4) 0.3521(4) 0.0933(18) Uani 1 1 d . . . . .
H02J H -0.223507 0.204810 0.317643 0.140 Uiso 1 1 calc R U . . .
H02K H -0.169452 0.201948 0.395823 0.140 Uiso 1 1 calc R U . . .
H02L H -0.157709 0.285611 0.321585 0.140 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 C00X 1.772(4) . ?
S001 C016 1.747(4) . ?
S002 C01N 1.755(4) . ?
S002 C01Q 1.778(4) . ?
S003 C014 1.750(4) . ?
S003 C01L 1.769(4) . ?
S004 C015 1.739(4) . ?
S004 C01H 1.764(4) . ?
O006 C00X 1.214(5) . ?
O007 C00U 1.205(5) . ?
O008 C013 1.222(5) . ?
O009 H009 0.8400 . ?
O009 C00V 1.310(4) . ?
O00A C012 1.218(5) . ?
O2 H2 0.8400 . ?
O2 C01K 1.298(6) . ?
O00C C019 1.363(4) . ?
O00C C028 1.416(5) . ?
O00D C01Q 1.192(5) . ?
O00E C01E 1.262(5) . ?
O00F C01C 1.210(5) . ?
O00G C01L 1.208(5) . ?
O00H C01E 1.249(5) . ?
N00I C00U 1.392(5) . ?
N00I C00Y 1.477(4) . ?
N00I C01H 1.388(5) . ?
N00J C011 1.479(5) . ?
N00J C013 1.387(5) . ?
N00J C01L 1.385(5) . ?
N00K C00X 1.374(5) . ?
N00K C012 1.394(5) . ?
N00K C01B 1.472(5) . ?
N00L C00W 1.467(4) . ?
N00L C01C 1.405(5) . ?
N00L C01Q 1.381(5) . ?
O00M C00V 1.202(5) . ?
O00N C01Y 1.365(5) . ?
O00N C02E 1.433(6) . ?
O00O C01S 1.203(6) . ?
O00P C01X 1.385(5) . ?
O00P C02F 1.437(7) . ?
O00Q C01H 1.203(5) . ?
O00R C01K 1.201(6) . ?
O00S C01Z 1.368(5) . ?
O00S C02C 1.399(6) . ?
O00T H00T 0.8400 . ?
O00T C01S 1.324(6) . ?
C00U C015 1.482(5) . ?
C00V C00Y 1.514(6) . ?
C00W H00W 1.0000 . ?
C00W C00Z 1.521(6) . ?
C00W C01E 1.539(6) . ?
C00Y H00Y 1.0000 . ?
C00Y C00Z 1.517(6) . ?
C00Z H00A 0.9900 . ?
C00Z H00B 0.9900 . ?
C010 C01D 1.458(5) . ?
C010 C01F 1.390(5) . ?
C010 C01P 1.396(6) . ?
C011 H011 1.0000 . ?
C011 C018 1.531(5) . ?
C011 C01S 1.522(8) . ?
C012 C016 1.474(6) . ?
C013 C014 1.473(5) . ?
C014 C01A 1.346(6) . ?
C015 C01D 1.334(6) . ?
C016 C01T 1.341(5) . ?
C017 C01U 1.412(6) . ?
C017 C01V 1.381(6) . ?
C017 C020 1.459(6) . ?
C018 H01A 0.9900 . ?
C018 H01B 0.9900 . ?
C018 C01B 1.506(7) . ?
C019 C01G 1.378(6) . ?
C019 C01R 1.385(6) . ?
C01A H01C 0.9500 . ?
C01A C01J 1.440(5) . ?
C01B H01D 1.0000 . ?
C01B C01K 1.528(5) . ?
C01C C01N 1.461(6) . ?
C01D H01E 0.9500 . ?
C01F H01F 0.9500 . ?
C01F C01G 1.397(5) . ?
C01G H01G 0.9500 . ?
C01I C01M 1.369(6) . ?
C01I C01T 1.456(6) . ?
C01I C026 1.419(6) . ?
C01J C01O 1.398(6) . ?
C01J C024 1.398(6) . ?
C01M H01M 0.9500 . ?
C01M C01W 1.383(6) . ?
C01N C020 1.343(6) . ?
C01O H01O 0.9500 . ?
C01O C021 1.368(6) . ?
C01P H01P 0.9500 . ?
C01P C01R 1.365(6) . ?
C01R H01R 0.9500 . ?
C01T H01T 0.9500 . ?
C01U H01U 0.9500 . ?
C01U C022 1.367(6) . ?
C01V H01V 0.9500 . ?
C01V C023 1.388(6) . ?
C01W H01W 0.9500 . ?
C01W C01Z 1.381(6) . ?
C01X C022 1.402(7) . ?
C01X C023 1.378(7) . ?
C01Y C021 1.376(6) . ?
C01Y C027 1.376(6) . ?
C01Z C029 1.376(7) . ?
C020 H020 0.9500 . ?
C021 H021 0.9500 . ?
C022 H022 0.9500 . ?
C023 H023 0.9500 . ?
C024 H024 0.9500 . ?
C024 C027 1.397(6) . ?
C026 H026 0.9500 . ?
C026 C029 1.358(7) . ?
C027 H027 0.9500 . ?
C028 H02G 0.9800 . ?
C028 H02H 0.9800 . ?
C028 H02I 0.9800 . ?
C029 H029 0.9500 . ?
C02C H02A 0.9800 . ?
C02C H02B 0.9800 . ?
C02C H02C 0.9800 . ?
C02E H02D 0.9800 . ?
C02E H02E 0.9800 . ?
C02E H02F 0.9800 . ?
C02F H02J 0.9800 . ?
C02F H02K 0.9800 . ?
C02F H02L 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
C016 S001 C00X 91.56(18) . . ?
C01N S002 C01Q 91.96(19) . . ?
C014 S003 C01L 91.90(19) . . ?
C015 S004 C01H 92.35(18) . . ?
C00V O009 H009 109.5 . . ?
C01K O2 H2 109.5 . . ?
C019 O00C C028 117.5(3) . . ?
C00U N00I C00Y 123.1(3) . . ?
C01H N00I C00U 116.3(3) . . ?
C01H N00I C00Y 119.6(3) . . ?
C013 N00J C011 120.3(3) . . ?
C01L N00J C011 121.8(3) . . ?
C01L N00J C013 115.9(3) . . ?
C00X N00K C012 116.6(3) . . ?
C00X N00K C01B 121.5(3) . . ?
C012 N00K C01B 121.8(3) . . ?
C01C N00L C00W 121.9(3) . . ?
C01Q N00L C00W 121.1(3) . . ?
C01Q N00L C01C 117.0(3) . . ?
C01Y O00N C02E 118.1(3) . . ?
C01X O00P C02F 117.3(4) . . ?
C01Z O00S C02C 118.0(4) . . ?
C01S O00T H00T 109.5 . . ?
O007 C00U N00I 122.7(3) . . ?
O007 C00U C015 127.2(3) . . ?
N00I C00U C015 110.1(3) . . ?
O009 C00V C00Y 110.5(4) . . ?
O00M C00V O009 125.1(4) . . ?
O00M C00V C00Y 124.4(3) . . ?
N00L C00W H00W 107.0 . . ?
N00L C00W C00Z 110.6(3) . . ?
N00L C00W C01E 109.5(3) . . ?
C00Z C00W H00W 107.0 . . ?
C00Z C00W C01E 115.3(3) . . ?
C01E C00W H00W 107.0 . . ?
O006 C00X S001 124.3(3) . . ?
O006 C00X N00K 125.0(3) . . ?
N00K C00X S001 110.7(3) . . ?
N00I C00Y C00V 109.6(3) . . ?
N00I C00Y H00Y 106.1 . . ?
N00I C00Y C00Z 115.7(3) . . ?
C00V C00Y H00Y 106.1 . . ?
C00V C00Y C00Z 112.4(3) . . ?
C00Z C00Y H00Y 106.1 . . ?
C00W C00Z H00A 108.3 . . ?
C00W C00Z H00B 108.3 . . ?
C00Y C00Z C00W 115.8(3) . . ?
C00Y C00Z H00A 108.3 . . ?
C00Y C00Z H00B 108.3 . . ?
H00A C00Z H00B 107.4 . . ?
C01F C010 C01D 124.3(4) . . ?
C01F C010 C01P 117.7(3) . . ?
C01P C010 C01D 118.0(4) . . ?
N00J C011 H011 107.1 . . ?
N00J C011 C018 114.8(3) . . ?
N00J C011 C01S 110.9(3) . . ?
C018 C011 H011 107.1 . . ?
C01S C011 H011 107.1 . . ?
C01S C011 C018 109.4(4) . . ?
O00A C012 N00K 122.8(4) . . ?
O00A C012 C016 127.1(4) . . ?
N00K C012 C016 110.0(3) . . ?
O008 C013 N00J 121.6(3) . . ?
O008 C013 C014 127.3(3) . . ?
N00J C013 C014 111.0(3) . . ?
C013 C014 S003 110.2(3) . . ?
C01A C014 S003 130.2(3) . . ?
C01A C014 C013 119.6(4) . . ?
C00U C015 S004 110.6(3) . . ?
C01D C015 S004 128.3(3) . . ?
C01D C015 C00U 121.1(4) . . ?
C012 C016 S001 110.9(3) . . ?
C01T C016 S001 128.9(3) . . ?
C01T C016 C012 119.9(4) . . ?
C01U C017 C020 117.3(4) . . ?
C01V C017 C01U 118.5(4) . . ?
C01V C017 C020 124.1(4) . . ?
C011 C018 H01A 108.1 . . ?
C011 C018 H01B 108.1 . . ?
H01A C018 H01B 107.3 . . ?
C01B C018 C011 116.6(3) . . ?
C01B C018 H01A 108.1 . . ?
C01B C018 H01B 108.1 . . ?
O00C C019 C01G 123.8(4) . . ?
O00C C019 C01R 116.7(4) . . ?
C01G C019 C01R 119.5(4) . . ?
C014 C01A H01C 114.0 . . ?
C014 C01A C01J 132.1(4) . . ?
C01J C01A H01C 114.0 . . ?
N00K C01B C018 112.6(3) . . ?
N00K C01B H01D 107.4 . . ?
N00K C01B C01K 111.1(3) . . ?
C018 C01B H01D 107.4 . . ?
C018 C01B C01K 110.6(3) . . ?
C01K C01B H01D 107.4 . . ?
O00F C01C N00L 122.5(4) . . ?
O00F C01C C01N 127.4(4) . . ?
N00L C01C C01N 110.1(3) . . ?
C010 C01D H01E 114.6 . . ?
C015 C01D C010 130.7(4) . . ?
C015 C01D H01E 114.6 . . ?
O00E C01E C00W 118.5(4) . . ?
O00H C01E O00E 122.9(4) . . ?
O00H C01E C00W 118.3(3) . . ?
C010 C01F H01F 119.1 . . ?
C010 C01F C01G 121.8(4) . . ?
C01G C01F H01F 119.1 . . ?
C019 C01G C01F 119.0(4) . . ?
C019 C01G H01G 120.5 . . ?
C01F C01G H01G 120.5 . . ?
N00I C01H S004 110.1(3) . . ?
O00Q C01H S004 124.9(3) . . ?
O00Q C01H N00I 125.0(4) . . ?
C01M C01I C01T 124.9(4) . . ?
C01M C01I C026 118.4(4) . . ?
C026 C01I C01T 116.7(4) . . ?
C01O C01J C01A 117.9(4) . . ?
C024 C01J C01A 125.2(4) . . ?
C024 C01J C01O 116.9(4) . . ?
O2 C01K C01B 115.1(4) . . ?
O00R C01K O2 123.5(4) . . ?
O00R C01K C01B 121.4(4) . . ?
O00G C01L S003 124.6(3) . . ?
O00G C01L N00J 124.9(4) . . ?
N00J C01L S003 110.5(3) . . ?
C01I C01M H01M 119.3 . . ?
C01I C01M C01W 121.5(4) . . ?
C01W C01M H01M 119.3 . . ?
C01C C01N S002 111.0(3) . . ?
C020 C01N S002 127.9(3) . . ?
C020 C01N C01C 121.0(4) . . ?
C01J C01O H01O 119.3 . . ?
C021 C01O C01J 121.3(4) . . ?
C021 C01O H01O 119.3 . . ?
C010 C01P H01P 119.7 . . ?
C01R C01P C010 120.6(4) . . ?
C01R C01P H01P 119.7 . . ?
O00D C01Q S002 125.5(3) . . ?
O00D C01Q N00L 124.7(4) . . ?
N00L C01Q S002 109.8(3) . . ?
C019 C01R H01R 119.3 . . ?
C01P C01R C019 121.4(4) . . ?
C01P C01R H01R 119.3 . . ?
O00O C01S O00T 125.7(6) . . ?
O00O C01S C011 122.4(4) . . ?
O00T C01S C011 111.8(5) . . ?
C016 C01T C01I 131.3(4) . . ?
C016 C01T H01T 114.3 . . ?
C01I C01T H01T 114.3 . . ?
C017 C01U H01U 119.8 . . ?
C022 C01U C017 120.4(4) . . ?
C022 C01U H01U 119.8 . . ?
C017 C01V H01V 119.1 . . ?
C017 C01V C023 121.8(4) . . ?
C023 C01V H01V 119.1 . . ?
C01M C01W H01W 120.3 . . ?
C01Z C01W C01M 119.4(4) . . ?
C01Z C01W H01W 120.3 . . ?
O00P C01X C022 115.2(4) . . ?
C023 C01X O00P 124.0(4) . . ?
C023 C01X C022 120.8(4) . . ?
O00N C01Y C021 116.1(4) . . ?
O00N C01Y C027 123.7(4) . . ?
C021 C01Y C027 120.2(4) . . ?
O00S C01Z C01W 124.5(4) . . ?
O00S C01Z C029 115.8(4) . . ?
C029 C01Z C01W 119.7(4) . . ?
C017 C020 H020 114.6 . . ?
C01N C020 C017 130.7(4) . . ?
C01N C020 H020 114.6 . . ?
C01O C021 C01Y 120.8(4) . . ?
C01O C021 H021 119.6 . . ?
C01Y C021 H021 119.6 . . ?
C01U C022 C01X 119.8(4) . . ?
C01U C022 H022 120.1 . . ?
C01X C022 H022 120.1 . . ?
C01V C023 H023 120.6 . . ?
C01X C023 C01V 118.7(4) . . ?
C01X C023 H023 120.6 . . ?
C01J C024 H024 119.1 . . ?
C027 C024 C01J 121.9(4) . . ?
C027 C024 H024 119.1 . . ?
C01I C026 H026 120.2 . . ?
C029 C026 C01I 119.7(4) . . ?
C029 C026 H026 120.2 . . ?
C01Y C027 C024 118.9(4) . . ?
C01Y C027 H027 120.6 . . ?
C024 C027 H027 120.6 . . ?
O00C C028 H02G 109.5 . . ?
O00C C028 H02H 109.5 . . ?
O00C C028 H02I 109.5 . . ?
H02G C028 H02H 109.5 . . ?
H02G C028 H02I 109.5 . . ?
H02H C028 H02I 109.5 . . ?
C01Z C029 H029 119.3 . . ?
C026 C029 C01Z 121.3(4) . . ?
C026 C029 H029 119.3 . . ?
O00S C02C H02A 109.5 . . ?
O00S C02C H02B 109.5 . . ?
O00S C02C H02C 109.5 . . ?
H02A C02C H02B 109.5 . . ?
H02A C02C H02C 109.5 . . ?
H02B C02C H02C 109.5 . . ?
O00N C02E H02D 109.5 . . ?
O00N C02E H02E 109.5 . . ?
O00N C02E H02F 109.5 . . ?
H02D C02E H02E 109.5 . . ?
H02D C02E H02F 109.5 . . ?
H02E C02E H02F 109.5 . . ?
O00P C02F H02J 109.5 . . ?
O00P C02F H02K 109.5 . . ?
O00P C02F H02L 109.5 . . ?
H02J C02F H02K 109.5 . . ?
H02J C02F H02L 109.5 . . ?
H02K C02F H02L 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 C016 C01T C01I 3.1(9) . . . . ?
S002 C01N C020 C017 8.6(8) . . . . ?
S003 C014 C01A C01J -2.2(9) . . . . ?
S004 C015 C01D C010 2.3(8) . . . . ?
O007 C00U C015 S004 178.1(4) . . . . ?
O007 C00U C015 C01D -1.2(7) . . . . ?
O008 C013 C014 S003 176.7(4) . . . . ?
O008 C013 C014 C01A -1.6(8) . . . . ?
O009 C00V C00Y N00I 174.3(3) . . . . ?
O009 C00V C00Y C00Z 44.1(5) . . . . ?
O00A C012 C016 S001 179.3(4) . . . . ?
O00A C012 C016 C01T -6.1(8) . . . . ?
O00C C019 C01G C01F -176.7(5) . . . . ?
O00C C019 C01R C01P 177.5(5) . . . . ?
O00F C01C C01N S002 178.3(4) . . . . ?
O00F C01C C01N C020 -4.8(8) . . . . ?
N00I C00U C015 S004 -2.7(4) . . . . ?
N00I C00U C015 C01D 178.0(4) . . . . ?
N00I C00Y C00Z C00W 62.8(5) . . . . ?
N00J C011 C018 C01B 49.6(5) . . . . ?
N00J C011 C01S O00O 144.7(4) . . . . ?
N00J C011 C01S O00T -37.4(5) . . . . ?
N00J C013 C014 S003 -4.5(5) . . . . ?
N00J C013 C014 C01A 177.2(4) . . . . ?
N00K C012 C016 S001 -4.7(5) . . . . ?
N00K C012 C016 C01T 170.0(4) . . . . ?
N00K C01B C01K O2 24.1(5) . . . . ?
N00K C01B C01K O00R -157.7(5) . . . . ?
N00L C00W C00Z C00Y -80.5(4) . . . . ?
N00L C00W C01E O00E -147.1(4) . . . . ?
N00L C00W C01E O00H 39.4(5) . . . . ?
N00L C01C C01N S002 -4.0(5) . . . . ?
N00L C01C C01N C020 172.8(4) . . . . ?
O00M C00V C00Y N00I -7.5(6) . . . . ?
O00M C00V C00Y C00Z -137.7(5) . . . . ?
O00N C01Y C021 C01O -179.6(5) . . . . ?
O00N C01Y C027 C024 179.5(6) . . . . ?
O00P C01X C022 C01U -179.8(5) . . . . ?
O00P C01X C023 C01V -179.9(5) . . . . ?
O00S C01Z C029 C026 178.4(6) . . . . ?
C00U N00I C00Y C00V -70.9(5) . . . . ?
C00U N00I C00Y C00Z 57.5(5) . . . . ?
C00U N00I C01H S004 -7.9(5) . . . . ?
C00U N00I C01H O00Q 173.8(5) . . . . ?
C00U C015 C01D C010 -178.5(4) . . . . ?
C00V C00Y C00Z C00W -170.1(3) . . . . ?
C00W N00L C01C O00F 6.4(7) . . . . ?
C00W N00L C01C C01N -171.4(4) . . . . ?
C00W N00L C01Q S002 172.7(3) . . . . ?
C00W N00L C01Q O00D -6.9(7) . . . . ?
C00X S001 C016 C012 2.1(4) . . . . ?
C00X S001 C016 C01T -171.9(5) . . . . ?
C00X N00K C012 O00A -178.1(4) . . . . ?
C00X N00K C012 C016 5.7(5) . . . . ?
C00X N00K C01B C018 -62.6(5) . . . . ?
C00X N00K C01B C01K 62.1(5) . . . . ?
C00Y N00I C00U O007 -5.2(7) . . . . ?
C00Y N00I C00U C015 175.5(4) . . . . ?
C00Y N00I C01H S004 -176.9(3) . . . . ?
C00Y N00I C01H O00Q 4.7(8) . . . . ?
C00Z C00W C01E O00E -21.5(6) . . . . ?
C00Z C00W C01E O00H 165.0(4) . . . . ?
C010 C01F C01G C019 -1.4(8) . . . . ?
C010 C01P C01R C019 0.0(8) . . . . ?
C011 N00J C013 O008 -9.3(6) . . . . ?
C011 N00J C013 C014 171.8(4) . . . . ?
C011 N00J C01L S003 -170.9(3) . . . . ?
C011 N00J C01L O00G 8.4(8) . . . . ?
C011 C018 C01B N00K -75.7(4) . . . . ?
C011 C018 C01B C01K 159.3(3) . . . . ?
C012 N00K C00X S001 -4.1(5) . . . . ?
C012 N00K C00X O006 176.8(4) . . . . ?
C012 N00K C01B C018 113.2(4) . . . . ?
C012 N00K C01B C01K -122.2(4) . . . . ?
C012 C016 C01T C01I -170.5(5) . . . . ?
C013 N00J C011 C018 70.3(5) . . . . ?
C013 N00J C011 C01S -54.3(5) . . . . ?
C013 N00J C01L S003 -6.8(5) . . . . ?
C013 N00J C01L O00G 172.6(5) . . . . ?
C013 C014 C01A C01J 175.7(5) . . . . ?
C014 S003 C01L O00G -176.1(5) . . . . ?
C014 S003 C01L N00J 3.3(4) . . . . ?
C014 C01A C01J C01O -179.8(6) . . . . ?
C014 C01A C01J C024 1.7(10) . . . . ?
C015 S004 C01H N00I 5.0(4) . . . . ?
C015 S004 C01H O00Q -176.6(5) . . . . ?
C016 S001 C00X O006 -179.9(4) . . . . ?
C016 S001 C00X N00K 0.9(3) . . . . ?
C017 C01U C022 C01X -0.6(8) . . . . ?
C017 C01V C023 C01X 0.4(8) . . . . ?
C018 C011 C01S O00O 17.1(6) . . . . ?
C018 C011 C01S O00T -165.0(4) . . . . ?
C018 C01B C01K O2 149.9(4) . . . . ?
C018 C01B C01K O00R -31.9(6) . . . . ?
C01A C01J C01O C021 178.2(5) . . . . ?
C01A C01J C024 C027 -178.6(6) . . . . ?
C01B N00K C00X S001 171.8(3) . . . . ?
C01B N00K C00X O006 -7.3(7) . . . . ?
C01B N00K C012 O00A 6.0(7) . . . . ?
C01B N00K C012 C016 -170.2(4) . . . . ?
C01C N00L C00W C00Z 109.6(4) . . . . ?
C01C N00L C00W C01E -122.1(4) . . . . ?
C01C N00L C01Q S002 -4.1(5) . . . . ?
C01C N00L C01Q O00D 176.3(4) . . . . ?
C01C C01N C020 C017 -167.7(5) . . . . ?
C01D C010 C01F C01G 176.3(5) . . . . ?
C01D C010 C01P C01R -175.8(5) . . . . ?
C01E C00W C00Z C00Y 154.5(3) . . . . ?
C01F C010 C01D C015 17.1(8) . . . . ?
C01F C010 C01P C01R 0.7(8) . . . . ?
C01G C019 C01R C01P -1.5(8) . . . . ?
C01H S004 C015 C00U -1.3(3) . . . . ?
C01H S004 C015 C01D 177.9(5) . . . . ?
C01H N00I C00U O007 -173.9(4) . . . . ?
C01H N00I C00U C015 6.9(5) . . . . ?
C01H N00I C00Y C00V 97.4(5) . . . . ?
C01H N00I C00Y C00Z -134.2(4) . . . . ?
C01I C01M C01W C01Z 0.9(8) . . . . ?
C01I C026 C029 C01Z -0.8(10) . . . . ?
C01J C01O C021 C01Y 0.4(9) . . . . ?
C01J C024 C027 C01Y 0.3(11) . . . . ?
C01L S003 C014 C013 0.7(4) . . . . ?
C01L S003 C014 C01A 178.7(5) . . . . ?
C01L N00J C011 C018 -126.2(4) . . . . ?
C01L N00J C011 C01S 109.2(5) . . . . ?
C01L N00J C013 O008 -173.7(4) . . . . ?
C01L N00J C013 C014 7.4(6) . . . . ?
C01M C01I C01T C016 -1.4(9) . . . . ?
C01M C01I C026 C029 2.2(9) . . . . ?
C01M C01W C01Z O00S -178.3(5) . . . . ?
C01M C01W C01Z C029 0.5(8) . . . . ?
C01N S002 C01Q O00D -179.2(5) . . . . ?
C01N S002 C01Q N00L 1.2(3) . . . . ?
C01O C01J C024 C027 2.8(10) . . . . ?
C01P C010 C01D C015 -166.6(5) . . . . ?
C01P C010 C01F C01G 0.0(8) . . . . ?
C01Q S002 C01N C01C 1.6(4) . . . . ?
C01Q S002 C01N C020 -175.0(5) . . . . ?
C01Q N00L C00W C00Z -67.0(5) . . . . ?
C01Q N00L C00W C01E 61.3(5) . . . . ?
C01Q N00L C01C O00F -176.9(4) . . . . ?
C01Q N00L C01C C01N 5.3(6) . . . . ?
C01R C019 C01G C01F 2.2(8) . . . . ?
C01S C011 C018 C01B 175.0(3) . . . . ?
C01T C01I C01M C01W 176.7(5) . . . . ?
C01T C01I C026 C029 -176.9(6) . . . . ?
C01U C017 C01V C023 0.3(7) . . . . ?
C01U C017 C020 C01N -174.5(5) . . . . ?
C01V C017 C01U C022 -0.1(8) . . . . ?
C01V C017 C020 C01N 9.4(9) . . . . ?
C01W C01Z C029 C026 -0.6(10) . . . . ?
C020 C017 C01U C022 -176.5(5) . . . . ?
C020 C017 C01V C023 176.3(5) . . . . ?
C021 C01Y C027 C024 -3.2(11) . . . . ?
C022 C01X C023 C01V -1.1(8) . . . . ?
C023 C01X C022 C01U 1.2(8) . . . . ?
C024 C01J C01O C021 -3.1(9) . . . . ?
C026 C01I C01M C01W -2.3(8) . . . . ?
C026 C01I C01T C016 177.6(6) . . . . ?
C027 C01Y C021 C01O 2.9(10) . . . . ?
C028 O00C C019 C01G 2.5(8) . . . . ?
C028 O00C C019 C01R -176.5(5) . . . . ?
C02C O00S C01Z C01W 3.3(9) . . . . ?
C02C O00S C01Z C029 -175.6(6) . . . . ?
C02E O00N C01Y C021 -179.7(6) . . . . ?
C02E O00N C01Y C027 -2.3(10) . . . . ?
C02F O00P C01X C022 179.8(5) . . . . ?
C02F O00P C01X C023 -1.3(8) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.935 0.000 0.000 928.7 268.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.554
_oxdiff_exptl_absorpt_empirical_full_min 0.677
####################################################################### 
# 
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 2235015'
loop_
_audit_author_name
_audit_author_address
'Mohammad Al Bayer'
;La Trobe University
Australia
;
_audit_update_record             
;
2023-01-08 deposited with the CCDC.	2023-07-04 downloaded from the CCDC.
;
_audit_creation_date             2023-01-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.07.19 svn.r715e62df for OlexSys, GUI svn.r6380)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 N2 O10 S2, 2(C4 H10 O)'
_chemical_formula_sum            'C35 H42 N2 O12 S2'
_chemical_formula_weight         746.82
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C21H20N4S2O8
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      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A e a 2'
_space_group_name_Hall           'A 2 -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, z+1/2'

_cell_length_a                   13.1496(5)
_cell_length_b                   21.1566(8)
_cell_length_c                   13.3584(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3716.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2275
_cell_measurement_temperature    150
_cell_measurement_theta_max      70.2360
_cell_measurement_theta_min      4.1730
_shelx_estimated_absorpt_T_max   0.837
_shelx_estimated_absorpt_T_min   0.526
_exptl_absorpt_coefficient_mu    1.841
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68373
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7099
_diffrn_reflns_point_group_measured_fraction_full 0.819
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.110
_diffrn_reflns_theta_min         4.179
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00 -39.00   0.50    2.56    --  -38.50 109.00  33.00   54
  2  ω    -58.00   2.00   0.50    2.56    --  -38.50  75.00 -50.00  120
  3  ω    -33.00  -7.00   0.50    2.56    --  -38.50  50.00 165.00   52
  4  ω    -62.00 -25.00   0.50    2.56    --  -38.50 -50.00  19.00   74
  5  ω     48.00  73.00   0.50    2.56    --   42.60-109.00 -63.00   50
  6  ω     53.00  79.00   0.50    2.56    --   42.60  50.00 165.00   52
  7  ω      2.00  27.00   0.50    2.56    --   42.60 -75.00-178.00   50
  8  ω      8.00  33.00   0.50    2.56    --   42.60 -50.00  19.00   50
  9  ω    103.00 163.00   0.50   10.26    --  100.00  75.00 -50.00  120
 10  ω    127.00 153.00   0.50   10.26    --  100.00 109.00  33.00   52
 11  ω    117.00 155.00   0.50   10.26    --  100.00  50.00 165.00   76
 12  ω     80.00 107.00   0.50   10.26    --  100.00 -75.00-178.00   54
 13  ω     47.00 116.00   0.50   10.26    --  100.00 -50.00  19.00  138
 14  ω     53.00  78.00   0.50   10.26    --  100.00-109.00 -63.00   50
 15  ω    -37.00  35.00   0.50    2.56    --  -38.50  11.00  60.00  144
 16  ω    -89.00 -56.00   0.50    2.56    --  -38.50 -54.00-150.00   66
 17  ω     -4.00  54.00   0.50    2.56    --   42.60 -43.00-180.00  116
 18  ω    105.00 153.00   0.50   10.26    --  100.00  77.00-180.00   96
 19  ω     35.00 117.00   0.50   10.26    --  100.00 -87.00 -60.00  164
 20  ω    109.00 157.00   0.50   10.26    --  100.00  77.00  90.00   96
 21  ω     48.00 103.00   0.50   10.26    --  100.00-117.00-120.00  110
 22  ω     70.00 122.00   0.50   10.26    --  100.00 -68.00 -60.00  104
 23  ω     98.00 123.00   0.50   10.26    --  100.00  42.00  60.00   50
 24  ω    131.00 156.00   0.50   10.26    --  100.00 145.00-180.00   50
 25  ω    106.00 145.00   0.50   10.26    --  100.00 117.00 120.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1103857000
_diffrn_orient_matrix_UB_12      0.0043167000
_diffrn_orient_matrix_UB_13      0.0380559000
_diffrn_orient_matrix_UB_21      0.0265669000
_diffrn_orient_matrix_UB_22      -0.0446677000
_diffrn_orient_matrix_UB_23      0.0872367000
_diffrn_orient_matrix_UB_31      0.0289371000
_diffrn_orient_matrix_UB_32      0.0573385000
_diffrn_orient_matrix_UB_33      0.0651205000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.550
_reflns_Friedel_fraction_full    0.622
_reflns_Friedel_fraction_max     0.599
_reflns_number_gt                2464
_reflns_number_total             2902
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 749 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2902
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.078
_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)+(0.0666P)²+0.2768P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1251
_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 C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H2A(0.5) H2B(0.5)
3.a Ternary CH refined with riding coordinates:
 C1(H1)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C16(H16A,H16B), C17(H17A,H17B)
3.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C10(H10), C7(H7), C9(H9), C12(H12)
3.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C18(H18A,H18B,H18C)
3.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.26355(8) 0.58347(5) 0.66456(8) 0.0299(3) Uani 1 1 d . . . . .
O5 O 0.7807(3) 0.57711(17) 0.6140(3) 0.0353(9) Uani 1 1 d . . . . .
O1 O -0.1058(3) 0.61289(15) 0.3943(2) 0.0349(7) Uani 1 1 d . . . . .
O4 O 0.1761(3) 0.58738(16) 0.3903(2) 0.0340(8) Uani 1 1 d . . . . .
O3 O 0.0709(3) 0.56630(17) 0.7138(3) 0.0370(8) Uani 1 1 d . . . . .
O2 O -0.0052(3) 0.67141(15) 0.4928(3) 0.0412(8) Uani 1 1 d . . . . .
H2 H -0.034099 0.701657 0.463541 0.062 Uiso 1 1 calc R U . . .
N1 N 0.1081(3) 0.57118(17) 0.5458(3) 0.0244(8) Uani 1 1 d . . . . .
O6 O 0.3831(3) 0.74060(15) 0.4067(3) 0.0503(10) Uani 1 1 d . . . . .
C3 C -0.0403(3) 0.6173(2) 0.4569(3) 0.0269(9) Uani 1 1 d . . . . .
C4 C 0.1317(4) 0.5720(2) 0.6468(3) 0.0261(10) Uani 1 1 d . . . . .
C11 C 0.6803(4) 0.5811(2) 0.5892(4) 0.0305(10) Uani 1 1 d . . . . .
C13 C 0.5579(4) 0.5786(2) 0.4562(3) 0.0329(10) Uani 1 1 d . . . . .
H13 H 0.543165 0.574825 0.386883 0.039 Uiso 1 1 calc R U . . .
C1 C 0.0050(3) 0.5593(2) 0.5093(3) 0.0252(9) Uani 1 1 d . . . . .
H1 H -0.038065 0.551010 0.569538 0.030 Uiso 1 1 calc R U . . .
C6 C 0.2858(3) 0.5861(2) 0.5348(4) 0.0253(9) Uani 1 1 d . . . . .
C10 C 0.6030(3) 0.5901(2) 0.6572(4) 0.0363(11) Uani 1 1 d . . . . .
H10 H 0.618184 0.594125 0.726468 0.044 Uiso 1 1 calc R U . . .
C8 C 0.4780(3) 0.5871(2) 0.5241(3) 0.0286(10) Uani 1 1 d . . . . .
C5 C 0.1876(3) 0.58247(19) 0.4796(3) 0.0239(9) Uani 1 1 d . . . . .
C2 C 0.000000 0.500000 0.4447(4) 0.0256(12) Uani 1 2 d S T P . .
H2A H -0.060838 0.502001 0.401109 0.031 Uiso 0.5 1 calc R U P . .
H2B H 0.060837 0.497999 0.401107 0.031 Uiso 0.5 1 calc R U P . .
C7 C 0.3744(3) 0.5875(2) 0.4853(4) 0.0292(9) Uani 1 1 d . . . . .
H7 H 0.368934 0.588905 0.414406 0.035 Uiso 1 1 calc R U . . .
C9 C 0.5030(4) 0.5933(3) 0.6247(4) 0.0378(12) Uani 1 1 d . . . . .
H9 H 0.450328 0.599836 0.672263 0.045 Uiso 1 1 calc R U . . .
C12 C 0.6574(4) 0.5756(2) 0.4877(4) 0.0328(10) Uani 1 1 d . . . . .
H12 H 0.710475 0.569863 0.440292 0.039 Uiso 1 1 calc R U . . .
C14 C 0.8047(4) 0.5838(3) 0.7175(4) 0.0410(14) Uani 1 1 d . . . . .
H14A H 0.878307 0.579770 0.726861 0.062 Uiso 1 1 calc R U . . .
H14B H 0.769873 0.550705 0.755839 0.062 Uiso 1 1 calc R U . . .
H14C H 0.782278 0.625370 0.741030 0.062 Uiso 1 1 calc R U . . .
C16 C 0.2774(5) 0.7482(3) 0.4306(7) 0.065(2) Uani 1 1 d . . . . .
H16A H 0.239027 0.710820 0.406898 0.078 Uiso 1 1 calc R U . . .
H16B H 0.250374 0.785901 0.395732 0.078 Uiso 1 1 calc R U . . .
C17 C 0.4015(7) 0.7341(3) 0.3012(5) 0.070(2) Uani 1 1 d . . . . .
H17A H 0.371717 0.770513 0.265066 0.083 Uiso 1 1 calc R U . . .
H17B H 0.368617 0.695059 0.276225 0.083 Uiso 1 1 calc R U . . .
C15 C 0.2629(7) 0.7555(3) 0.5403(7) 0.078(2) Uani 1 1 d . . . . .
H15A H 0.189996 0.755981 0.555619 0.117 Uiso 1 1 calc R U . . .
H15B H 0.293700 0.795342 0.562334 0.117 Uiso 1 1 calc R U . . .
H15C H 0.295312 0.720143 0.575186 0.117 Uiso 1 1 calc R U . . .
C18 C 0.5123(8) 0.7312(4) 0.2822(7) 0.089(3) Uani 1 1 d . . . . .
H18A H 0.524410 0.723678 0.210745 0.133 Uiso 1 1 calc R U . . .
H18B H 0.542212 0.696705 0.321289 0.133 Uiso 1 1 calc R U . . .
H18C H 0.543779 0.771333 0.301806 0.133 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.767(5) . ?
S1 C6 1.759(5) . ?
O5 C11 1.364(6) . ?
O5 C14 1.425(6) . ?
O1 C3 1.204(5) . ?
O4 C5 1.206(6) . ?
O3 C4 1.206(6) . ?
O2 H2 0.8400 . ?
O2 C3 1.323(5) . ?
N1 C4 1.384(5) . ?
N1 C1 1.462(6) . ?
N1 C5 1.390(6) . ?
O6 C16 1.434(8) . ?
O6 C17 1.436(9) . ?
C3 C1 1.534(6) . ?
C11 C10 1.376(7) . ?
C11 C12 1.394(7) . ?
C13 H13 0.9500 . ?
C13 C8 1.399(7) . ?
C13 C12 1.375(7) . ?
C1 H1 1.0000 . ?
C1 C2 1.524(5) . ?
C6 C5 1.489(6) . ?
C6 C7 1.341(7) . ?
C10 H10 0.9500 . ?
C10 C9 1.387(7) . ?
C8 C7 1.458(6) . ?
C8 C9 1.390(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C7 H7 0.9500 . ?
C9 H9 0.9500 . ?
C12 H12 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C15 1.486(11) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.481(13) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
C6 S1 C4 92.0(2) . . ?
C11 O5 C14 116.3(4) . . ?
C3 O2 H2 109.5 . . ?
C4 N1 C1 122.3(4) . . ?
C4 N1 C5 116.7(4) . . ?
C5 N1 C1 120.9(3) . . ?
C16 O6 C17 113.1(6) . . ?
O1 C3 O2 124.6(4) . . ?
O1 C3 C1 122.2(4) . . ?
O2 C3 C1 113.1(4) . . ?
O3 C4 S1 124.3(3) . . ?
O3 C4 N1 125.0(4) . . ?
N1 C4 S1 110.7(3) . . ?
O5 C11 C10 124.3(4) . . ?
O5 C11 C12 116.1(4) . . ?
C10 C11 C12 119.6(5) . . ?
C8 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C8 121.5(4) . . ?
N1 C1 C3 112.0(4) . . ?
N1 C1 H1 106.7 . . ?
N1 C1 C2 111.8(3) . . ?
C3 C1 H1 106.7 . . ?
C2 C1 C3 112.5(3) . . ?
C2 C1 H1 106.7 . . ?
C5 C6 S1 110.0(3) . . ?
C7 C6 S1 129.1(4) . . ?
C7 C6 C5 120.7(4) . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 120.0(5) . . ?
C9 C10 H10 120.0 . . ?
C13 C8 C7 118.2(4) . . ?
C9 C8 C13 117.5(4) . . ?
C9 C8 C7 124.3(5) . . ?
O4 C5 N1 123.3(4) . . ?
O4 C5 C6 126.4(4) . . ?
N1 C5 C6 110.2(4) . . ?
C1 C2 C1 111.0(5) 2_565 . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 2_565 . ?
C1 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 2_565 . ?
H2A C2 H2B 108.0 . . ?
C6 C7 C8 129.6(4) . . ?
C6 C7 H7 115.2 . . ?
C8 C7 H7 115.2 . . ?
C10 C9 C8 121.5(5) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 119.9(5) . . ?
C13 C12 H12 120.0 . . ?
O5 C14 H14A 109.5 . . ?
O5 C14 H14B 109.5 . . ?
O5 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O6 C16 H16A 109.5 . . ?
O6 C16 H16B 109.5 . . ?
O6 C16 C15 110.9(6) . . ?
H16A C16 H16B 108.1 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
O6 C17 H17A 109.7 . . ?
O6 C17 H17B 109.7 . . ?
O6 C17 C18 109.8(6) . . ?
H17A C17 H17B 108.2 . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
S1 C6 C5 O4 174.7(4) . . . . ?
S1 C6 C5 N1 -6.4(4) . . . . ?
S1 C6 C7 C8 0.1(8) . . . . ?
O5 C11 C10 C9 -179.8(5) . . . . ?
O5 C11 C12 C13 179.5(4) . . . . ?
O1 C3 C1 N1 154.5(4) . . . . ?
O1 C3 C1 C2 27.6(6) . . . . ?
O2 C3 C1 N1 -29.9(5) . . . . ?
O2 C3 C1 C2 -156.9(3) . . . . ?
N1 C1 C2 C1 80.7(3) . . . 2_565 ?
C3 C1 C2 C1 -152.2(4) . . . 2_565 ?
C4 S1 C6 C5 4.0(3) . . . . ?
C4 S1 C6 C7 -172.2(4) . . . . ?
C4 N1 C1 C3 114.2(4) . . . . ?
C4 N1 C1 C2 -118.4(4) . . . . ?
C4 N1 C5 O4 -174.7(4) . . . . ?
C4 N1 C5 C6 6.3(5) . . . . ?
C11 C10 C9 C8 0.5(8) . . . . ?
C13 C8 C7 C6 169.9(5) . . . . ?
C13 C8 C9 C10 -1.1(8) . . . . ?
C1 N1 C4 S1 176.9(3) . . . . ?
C1 N1 C4 O3 -3.8(7) . . . . ?
C1 N1 C5 O4 5.1(7) . . . . ?
C1 N1 C5 C6 -173.9(4) . . . . ?
C6 S1 C4 O3 -180.0(4) . . . . ?
C6 S1 C4 N1 -0.7(3) . . . . ?
C10 C11 C12 C13 -0.7(8) . . . . ?
C8 C13 C12 C11 0.0(8) . . . . ?
C5 N1 C4 S1 -3.3(5) . . . . ?
C5 N1 C4 O3 176.0(4) . . . . ?
C5 N1 C1 C3 -65.6(5) . . . . ?
C5 N1 C1 C2 61.7(5) . . . . ?
C5 C6 C7 C8 -175.8(4) . . . . ?
C7 C6 C5 O4 -8.7(7) . . . . ?
C7 C6 C5 N1 170.2(4) . . . . ?
C7 C8 C9 C10 177.5(5) . . . . ?
C9 C8 C7 C6 -8.6(8) . . . . ?
C12 C11 C10 C9 0.4(8) . . . . ?
C12 C13 C8 C7 -177.8(4) . . . . ?
C12 C13 C8 C9 0.8(8) . . . . ?
C14 O5 C11 C10 -0.9(7) . . . . ?
C14 O5 C11 C12 178.9(5) . . . . ?
C16 O6 C17 C18 175.9(6) . . . . ?
C17 O6 C16 C15 -179.3(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 1.550
_oxdiff_exptl_absorpt_empirical_full_min 0.743
####################################################################### 
# 
# 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_11b
_database_code_depnum_ccdc_archive 'CCDC 2235016'
loop_
_audit_author_name
_audit_author_address
'Mohammad Al Bayer'
;La Trobe University
Australia
;
_audit_update_record             
;
2023-01-08 deposited with the CCDC.	2023-07-04 downloaded from the CCDC.
;
_audit_creation_date             2023-01-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H11 N O5 S'
_chemical_formula_sum            'C14 H11 N O5 S'
_chemical_formula_weight         305.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H18N2O6S2
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      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                   23.240(4)
_cell_length_b                   13.0799(9)
_cell_length_c                   13.2996(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4042.8(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2032
_cell_measurement_temperature    150
_cell_measurement_theta_max      70.5630
_cell_measurement_theta_min      3.8920
_shelx_estimated_absorpt_T_max   0.787
_shelx_estimated_absorpt_T_min   0.744
_exptl_absorpt_coefficient_mu    1.569
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.003
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1264
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1559
_diffrn_reflns_av_unetI/netI     0.0780
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27673
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.249
_diffrn_reflns_theta_min         3.804
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00 -60.00   0.50    2.27    --  -38.50 -63.00  17.00   56
  2  ω    -22.00  24.00   0.50    2.27    --  -38.50  63.00 154.00   92
  3  ω    -74.00   5.00   0.50    2.27    --  -38.50 105.00-118.00  158
  4  ω    -13.00  13.00   0.50    2.27    --  -38.50  62.00   4.00   52
  5  ω     24.00  93.00   0.50    2.27    --   42.60  62.00   4.00  138
  6  ω     59.00  84.00   0.50    2.27    --   42.60  63.00 154.00   50
  7  ω     14.00  76.00   0.50    2.27    --   42.60-105.00 140.00  124
  8  ω      8.00  43.00   0.50    2.27    --   42.60 -63.00  17.00   70
  9  ω     -4.00  21.00   0.50    2.27    --   42.60 -62.00-133.00   50
 10  ω    100.00 125.00   0.50    9.07    --  100.00  62.00   4.00   50
 11  ω    113.00 138.00   0.50    9.07    --  100.00 105.00-118.00   50
 12  ω     68.00  94.00   0.50    9.07    --  100.00 -63.00  17.00   52
 13  ω     98.00 123.00   0.50    9.07    --  100.00  63.00 154.00   50
 14  ω    139.00 164.00   0.50    9.07    --  100.00  62.00   4.00   50
 15  ω     58.00  83.00   0.50    9.07    --  100.00-105.00 140.00   50
 16  ω     46.00  72.00   0.50    9.07    --  100.00 -62.00-133.00   52
 17  ω    -71.00 -46.00   0.50    2.27    --  -38.50 -62.00-133.00   50
 18  ω    -56.00 -16.00   0.50    2.27    --  -38.50 104.00  60.00   80
 19  ω    -82.00 -29.00   0.50    2.27    --  -38.50 -65.00-180.00  106
 20  ω     28.00 114.00   0.50    2.27    --   42.60  11.00 -60.00  172
 21  ω      8.00  48.00   0.50    2.27    --   42.60-104.00-150.00   80
 22  ω    103.00 163.00   0.50    9.07    --  100.00 117.00-180.00  120
 23  ω     39.00 127.00   0.50    9.07    --  100.00 -87.00-120.00  176
 24  ω    105.00 165.00   0.50    9.07    --  100.00  77.00-150.00  120
 25  ω     30.00  70.00   0.50    9.07    --  100.00 -96.00 -60.00   80
 26  ω     87.00 171.00   0.50    9.07    --  100.00  17.00 -60.00  168
 27  ω     89.00 162.00   0.50    9.07    --  100.00  42.00 120.00  146
 28  ω     94.00 165.00   0.50    9.07    --  100.00  33.00   0.00  142
 29  ω     41.00  67.00   0.50    9.07    --  100.00 -42.00   0.00   52
 30  ω     72.00 106.00   0.50    9.07    --  100.00 -42.00   0.00   68
 31  ω    124.00 149.00   0.50    9.07    --  100.00  50.00  90.00   50
 32  ω     89.00 159.00   0.50    9.07    --  100.00 145.00   0.00  140
 33  ω    113.00 158.00   0.50    9.07    --  100.00  77.00-180.00   90
 34  ω     91.00 118.00   0.50    9.07    --  100.00  -8.00-180.00   54
 35  ω     56.00  81.00   0.50    9.07    --  100.00 -25.00   0.00   50
 36  ω     67.00  93.00   0.50    9.07    --  100.00 -17.00  60.00   52
 37  ω     28.00  80.00   0.50    9.07    --  100.00  -8.00-180.00  104
 38  ω     60.00 104.00   0.50    9.07    --  100.00 -33.00  30.00   88
 39  ω     80.00 105.00   0.50    9.07    --  100.00 -96.00 -60.00   50
 40  ω     49.00  74.00   0.50    9.07    --  100.00 -96.00 120.00   50
 41  ω    123.00 163.00   0.50    9.07    --  100.00  25.00 -30.00   80
 42  ω     89.00 142.00   0.50    9.07    --  100.00  50.00-120.00  106
 43  ω    105.00 130.00   0.50    9.07    --  100.00 117.00-120.00   50
 44  ω     97.00 123.00   0.50    9.07    --  100.00  33.00 120.00   52
 45  ω    100.00 125.00   0.50    9.07    --  100.00  33.00 150.00   50
 46  ω     59.00  84.00   0.50    9.07    --  100.00 -42.00-180.00   50
 47  ω     84.00 110.00   0.50    9.07    --  100.00  50.00  90.00   52
 48  ω     93.00 118.00   0.50    9.07    --  100.00  50.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0385339000
_diffrn_orient_matrix_UB_12      -0.0032014000
_diffrn_orient_matrix_UB_13      -0.1109091000
_diffrn_orient_matrix_UB_21      -0.0733800000
_diffrn_orient_matrix_UB_22      -0.0498412000
_diffrn_orient_matrix_UB_23      -0.0219429000
_diffrn_orient_matrix_UB_31      -0.0809059000
_diffrn_orient_matrix_UB_32      0.0436210000
_diffrn_orient_matrix_UB_33      -0.0330528000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1802
_reflns_number_total             3692
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3692
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1561
_refine_ls_R_factor_gt           0.1158
_refine_ls_restrained_S_all      1.046
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3094
_refine_ls_wR_factor_ref         0.3585
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C007(H007)
2.b Secondary CH2 refined with riding coordinates:
 C00C(H00A,H00B)
2.c Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00F(H00F), C00G(H00G), C00J(H00J), C00K(H00K)
2.d Idealised Me refined as rotating group:
 C00L(H00C,H00D,H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.42354(7) 0.50143(9) 0.43469(11) 0.0944(6) Uani 1 1 d . . . . .
O002 O 0.4213(2) 0.5857(3) 0.1578(3) 0.1101(15) Uani 1 1 d . . . . .
O003 O 0.36134(19) 0.8563(3) 0.1654(3) 0.1105(14) Uani 1 1 d . . . . .
N004 N 0.42359(19) 0.6577(3) 0.3140(3) 0.0772(12) Uani 1 1 d . . . . .
O005 O 0.4233(2) 0.6957(3) 0.4836(3) 0.1125(15) Uani 1 1 d . . . . .
O006 O 0.4193(3) -0.0171(3) 0.3954(4) 0.161(3) Uani 1 1 d . . . . .
C007 C 0.4194(2) 0.7647(3) 0.2807(4) 0.0795(14) Uani 1 1 d . . . . .
H007 H 0.418904 0.808695 0.342172 0.095 Uiso 1 1 calc R U . . .
O008 O 0.3200(2) 0.7313(4) 0.2516(4) 0.1382(18) Uani 1 1 d . . . . .
C009 C 0.4232(2) 0.4787(4) 0.3074(4) 0.0816(15) Uani 1 1 d . . . . .
C00A C 0.4228(3) 0.6339(4) 0.4174(4) 0.0892(16) Uani 1 1 d . . . . .
C00B C 0.4230(2) 0.2849(4) 0.2984(4) 0.0857(16) Uani 1 1 d . . . . .
C00C C 0.4721(2) 0.7934(3) 0.2203(4) 0.0840(14) Uani 1 1 d . . . . .
H00A H 0.466185 0.862470 0.191609 0.101 Uiso 1 1 calc R U . . .
H00B H 0.475948 0.744987 0.163554 0.101 Uiso 1 1 calc R U . . .
C00D C 0.4218(3) 0.5764(4) 0.2520(5) 0.0883(16) Uani 1 1 d . . . . .
C00E C 0.4238(3) 0.3878(3) 0.2587(5) 0.0884(16) Uani 1 1 d . . . . .
H00E H 0.424947 0.392408 0.187483 0.106 Uiso 1 1 calc R U . . .
C00F C 0.4191(3) 0.2028(4) 0.2330(5) 0.115(2) Uani 1 1 d . . . . .
H00F H 0.417428 0.214758 0.162575 0.138 Uiso 1 1 calc R U . . .
C00G C 0.4176(4) 0.1049(4) 0.2682(5) 0.130(3) Uani 1 1 d . . . . .
H00G H 0.414253 0.049944 0.221900 0.156 Uiso 1 1 calc R U . . .
C00H C 0.4207(3) 0.0843(4) 0.3681(4) 0.115(3) Uani 1 1 d . . . . .
C00I C 0.3639(3) 0.7829(6) 0.2249(5) 0.1019(18) Uani 1 1 d . . . . .
C00J C 0.4281(4) 0.2621(4) 0.3989(5) 0.127(3) Uani 1 1 d . . . . .
H00J H 0.433600 0.316320 0.445439 0.152 Uiso 1 1 calc R U . . .
C00K C 0.4256(4) 0.1627(4) 0.4347(5) 0.146(4) Uani 1 1 d . . . . .
H00K H 0.427267 0.149449 0.504879 0.175 Uiso 1 1 calc R U . . .
C00L C 0.4146(5) -0.0398(5) 0.4985(7) 0.213(6) Uani 1 1 d . . . . .
H00C H 0.376286 -0.020201 0.522601 0.319 Uiso 1 1 calc R U . . .
H00D H 0.443934 -0.001792 0.535913 0.319 Uiso 1 1 calc R U . . .
H00H H 0.420247 -0.113323 0.508813 0.319 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 C009 1.718(5) . ?
S001 C00A 1.748(6) . ?
O002 C00D 1.259(7) . ?
O003 C00I 1.245(8) . ?
N004 C007 1.471(6) . ?
N004 C00A 1.410(6) . ?
N004 C00D 1.347(7) . ?
O005 C00A 1.195(6) . ?
O006 C00H 1.375(6) . ?
O006 C00L 1.407(10) . ?
C007 H007 1.0000 . ?
C007 C00C 1.511(7) . ?
C007 C00I 1.508(8) . ?
O008 C00I 1.274(8) . ?
C009 C00D 1.475(7) . ?
C009 C00E 1.354(7) . ?
C00B C00E 1.446(6) . ?
C00B C00F 1.385(8) . ?
C00B C00J 1.376(8) . ?
C00C C00C 1.518(11) 3_655 ?
C00C H00A 0.9900 . ?
C00C H00B 0.9900 . ?
C00E H00E 0.9500 . ?
C00F H00F 0.9500 . ?
C00F C00G 1.364(8) . ?
C00G H00G 0.9500 . ?
C00G C00H 1.357(8) . ?
C00H C00K 1.360(8) . ?
C00J H00J 0.9500 . ?
C00J C00K 1.386(8) . ?
C00K H00K 0.9500 . ?
C00L H00C 0.9800 . ?
C00L H00D 0.9800 . ?
C00L H00H 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
C009 S001 C00A 92.4(2) . . ?
C00A N004 C007 120.2(4) . . ?
C00D N004 C007 124.4(4) . . ?
C00D N004 C00A 115.0(4) . . ?
C00H O006 C00L 117.6(5) . . ?
N004 C007 H007 107.5 . . ?
N004 C007 C00C 110.1(4) . . ?
N004 C007 C00I 110.8(5) . . ?
C00C C007 H007 107.5 . . ?
C00I C007 H007 107.5 . . ?
C00I C007 C00C 113.1(5) . . ?
C00D C009 S001 110.1(4) . . ?
C00E C009 S001 128.5(4) . . ?
C00E C009 C00D 121.4(5) . . ?
N004 C00A S001 110.3(4) . . ?
O005 C00A S001 125.0(5) . . ?
O005 C00A N004 124.7(5) . . ?
C00F C00B C00E 119.6(5) . . ?
C00J C00B C00E 123.7(5) . . ?
C00J C00B C00F 116.6(5) . . ?
C007 C00C C00C 114.6(5) . 3_655 ?
C007 C00C H00A 108.6 . . ?
C007 C00C H00B 108.6 . . ?
C00C C00C H00A 108.6 3_655 . ?
C00C C00C H00B 108.6 3_655 . ?
H00A C00C H00B 107.6 . . ?
O002 C00D N004 122.2(4) . . ?
O002 C00D C009 125.6(5) . . ?
N004 C00D C009 112.2(5) . . ?
C009 C00E C00B 130.0(5) . . ?
C009 C00E H00E 115.0 . . ?
C00B C00E H00E 115.0 . . ?
C00B C00F H00F 119.5 . . ?
C00G C00F C00B 120.9(6) . . ?
C00G C00F H00F 119.5 . . ?
C00F C00G H00G 119.3 . . ?
C00H C00G C00F 121.4(5) . . ?
C00H C00G H00G 119.3 . . ?
C00G C00H O006 116.7(5) . . ?
C00G C00H C00K 119.5(5) . . ?
C00K C00H O006 123.8(6) . . ?
O003 C00I C007 118.4(6) . . ?
O003 C00I O008 123.2(6) . . ?
O008 C00I C007 117.7(6) . . ?
C00B C00J H00J 118.9 . . ?
C00B C00J C00K 122.3(5) . . ?
C00K C00J H00J 118.9 . . ?
C00H C00K C00J 119.1(6) . . ?
C00H C00K H00K 120.4 . . ?
C00J C00K H00K 120.4 . . ?
O006 C00L H00C 109.5 . . ?
O006 C00L H00D 109.5 . . ?
O006 C00L H00H 109.5 . . ?
H00C C00L H00D 109.5 . . ?
H00C C00L H00H 109.5 . . ?
H00D C00L H00H 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 C009 C00D O002 -180.0(5) . . . . ?
S001 C009 C00D N004 2.5(6) . . . . ?
S001 C009 C00E C00B 2.3(10) . . . . ?
N004 C007 C00C C00C -65.4(4) . . . 3_655 ?
N004 C007 C00I O003 -157.3(5) . . . . ?
N004 C007 C00I O008 32.2(7) . . . . ?
O006 C00H C00K C00J 178.3(8) . . . . ?
C007 N004 C00A S001 176.1(4) . . . . ?
C007 N004 C00A O005 -5.9(9) . . . . ?
C007 N004 C00D O002 6.1(9) . . . . ?
C007 N004 C00D C009 -176.2(5) . . . . ?
C009 S001 C00A N004 -1.3(4) . . . . ?
C009 S001 C00A O005 -179.3(6) . . . . ?
C00A S001 C009 C00D -0.6(4) . . . . ?
C00A S001 C009 C00E 179.5(6) . . . . ?
C00A N004 C007 C00C 120.4(5) . . . . ?
C00A N004 C007 C00I -113.8(5) . . . . ?
C00A N004 C00D O002 178.8(6) . . . . ?
C00A N004 C00D C009 -3.6(7) . . . . ?
C00B C00F C00G C00H -1.0(13) . . . . ?
C00B C00J C00K C00H 3.3(13) . . . . ?
C00C C007 C00I O003 -33.2(7) . . . . ?
C00C C007 C00I O008 156.4(5) . . . . ?
C00D N004 C007 C00C -67.4(7) . . . . ?
C00D N004 C007 C00I 58.5(7) . . . . ?
C00D N004 C00A S001 3.1(6) . . . . ?
C00D N004 C00A O005 -178.9(6) . . . . ?
C00D C009 C00E C00B -177.5(6) . . . . ?
C00E C009 C00D O002 -0.1(9) . . . . ?
C00E C009 C00D N004 -177.7(5) . . . . ?
C00E C00B C00F C00G -179.2(7) . . . . ?
C00E C00B C00J C00K 178.2(7) . . . . ?
C00F C00B C00E C009 174.7(6) . . . . ?
C00F C00B C00J C00K -4.3(11) . . . . ?
C00F C00G C00H O006 -179.4(8) . . . . ?
C00F C00G C00H C00K -0.2(13) . . . . ?
C00G C00H C00K C00J -0.9(13) . . . . ?
C00I C007 C00C C00C 170.1(4) . . . 3_655 ?
C00J C00B C00E C009 -7.9(11) . . . . ?
C00J C00B C00F C00G 3.1(10) . . . . ?
C00L O006 C00H C00G -171.6(9) . . . . ?
C00L O006 C00H C00K 9.2(13) . . . . ?

_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 2.959
_oxdiff_exptl_absorpt_empirical_full_min 0.405
