# Supplementary Information (SI) for Dalton Transactions.
# 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_As(Cys)3
_database_code_depnum_ccdc_archive 'CCDC 2380696'
loop_
_audit_author_name
_audit_author_address
'Timothy Johnstone'
;University of California, Santa Cruz
United States of America
;
_audit_update_record             
;
2024-08-29 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H18 As N3 O6 S3'
_chemical_formula_sum            'C9 H18 As N3 O6 S3'
_chemical_formula_weight         435.36
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         AsS3C9N3O6H18
_chemical_oxdiff_usercomment     'Sh0289- tricysteinyl arsine'
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'
As As -0.9300 1.0051 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   11.9981(3)
_cell_length_b                   5.10005(13)
_cell_length_c                   26.8857(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.718(2)
_cell_angle_gamma                90
_cell_volume                     1641.70(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6481
_cell_measurement_temperature    104(6)
_cell_measurement_theta_max      75.6520
_cell_measurement_theta_min      3.8830
_shelx_estimated_absorpt_T_max   0.825
_shelx_estimated_absorpt_T_min   0.455
_exptl_absorpt_coefficient_mu    6.667
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.593
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.112a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             888
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 2 0.0151
1 0 -2 0.0168
0 -1 -2 0.0606
-1 0 -1 0.0151
1 0 1 0.0193
0 0 -1 0.0168
0 0 1 0.0185
1 1 2 0.0567
-1 -1 -2 0.0609
-2 1 1 0.0401
-1 0 -2 0.0155

_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0008 -0.0006 1.9996 -0.0815 -0.0183 0.1445
1.0008 0.0006 -1.9996 0.0815 0.0183 -0.1445
0.0012 -0.9992 -2.0007 0.2949 0.0925 0.0938
-0.9999 0.0004 -1.0000 0.0394 -0.1180 0.0729
0.9999 -0.0004 1.0000 -0.0394 0.1180 -0.0729
0.0003 0.0003 -0.9999 0.0403 -0.0332 -0.0239
-0.0003 -0.0003 0.9999 -0.0403 0.0332 0.0239
0.9990 0.9991 2.0008 -0.2940 -0.0077 -0.1906
-0.9990 -0.9991 -2.0008 0.2940 0.0077 0.1906
-2.0013 0.9996 1.0006 -0.2564 -0.2953 0.0759
-0.9996 0.0007 -1.9999 0.0796 -0.1513 0.0491

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            9541
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.233
_diffrn_reflns_theta_min         3.295
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      104(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00  23.00   0.50    2.00    --  -49.16  85.00 -83.00  190
  2  ω    -20.00   6.00   0.50    2.00    --   49.16 -85.00 157.00   52
  3  ω     11.00  42.00   0.50    2.00    --   49.16 -85.00 157.00   62
  4  ω   -150.00-116.00   0.50    4.00    --  -84.25 -85.00 157.00   68
  5  ω    102.00 177.00   0.50    4.00    --  105.75  85.00 -83.00  150
  6  ω     60.00 110.00   0.50    4.00    --  105.75 -85.00 157.00  100
  7  ω   -115.00 -82.00   0.50    2.00    --  -49.16 -57.00-150.00   66
  8  ω   -118.00 -83.00   0.50    2.00    --  -49.16 -57.00 150.00   70
  9  ω   -117.00 -92.00   0.50    2.00    --  -49.16-125.00 -60.00   50
 10  ω     92.00 120.00   0.50    2.00    --   49.16  57.00 -30.00   56
 11  ω     82.00 107.00   0.50    2.00    --   49.16  57.00  90.00   50
 12  ω    -45.00 -17.00   0.50    4.00    --  -84.25  45.00 120.00   56
 13  ω    -45.00 -18.00   0.50    4.00    --  -84.25  45.00 -90.00   54
 14  ω   -136.00 -92.00   0.50    4.00    --  -84.25 -61.00-150.00   88
 15  ω   -116.00 -83.00   0.50    4.00    --  -84.25 -45.00  90.00   66
 16  ω    -84.00 -59.00   0.50    4.00    --  -84.25  85.00 -83.00   50
 17  ω   -147.00-121.00   0.50    4.00    --  -84.25 -45.00  90.00   52
 18  ω     58.00 103.00   0.50    4.00    --  105.75 -95.00 150.00   90
 19  ω    101.00 175.00   0.50    4.00    --  105.75  30.00  60.00  148
 20  ω     34.00 100.00   0.50    4.00    --  105.75 -95.00 -90.00  132
 21  ω     36.00  71.00   0.50    4.00    --  105.75 -61.00 150.00   70
 22  ω     73.00  98.00   0.50    4.00    --  105.75 -95.00-120.00   50
 23  ω     72.00  99.00   0.50    4.00    --  105.75 -95.00  30.00   54
 24  ω     99.00 178.00   0.50    4.00    --  105.75  15.00  30.00  158
 25  ω     35.00  70.00   0.50    4.00    --  105.75 -61.00 -90.00   70
 26  ω     46.00  74.00   0.50    4.00    --  105.75 -77.00  60.00   56
 27  ω     97.00 177.00   0.50    4.00    --  105.75  45.00-120.00  160
 28  ω     37.00  63.00   0.50    4.00    --  105.75 -95.00-120.00   52
 29  ω    109.00 135.00   0.50    4.00    --  105.75  77.00   0.00   52
 30  ω     34.00  74.00   0.50    4.00    --  105.75 -95.00  60.00   80
 31  ω     41.00  66.00   0.50    4.00    --  105.75 -95.00  30.00   50
 32  ω    132.00 178.00   0.50    4.00    --  105.75  77.00 -30.00   92
 33  ω    100.00 128.00   0.50    4.00    --  105.75  77.00 -30.00   56
 34  ω     45.00  70.00   0.50    4.00    --  105.75 -61.00-120.00   50
 35  ω     64.00 103.00   0.50    4.00    --  105.75 -95.00 -30.00   78
 36  ω     43.00 111.00   0.50    4.00    --  105.75-125.00 150.00  136
 37  ω     39.00  72.00   0.50    4.00    --  105.75-125.00   0.00   66
 38  ω     36.00  64.00   0.50    4.00    --  105.75 -61.00 -30.00   56
 39  ω    -49.00 -24.00   0.50    2.00    --  -49.41  85.00 -83.00   50
 40  ω    115.00 140.00   0.50    4.00    --  105.75  85.00 -83.00   50
 41  ω    -49.00 -24.00   0.50    2.00    --  -49.41  85.00 -83.00   50
 42  ω    132.00 158.00   0.50    4.00    --  105.75  90.00  17.00   52
 43  ω     99.00 131.00   0.50    4.00    --  105.75  61.00 -60.00   64
 44  ω    139.00 165.00   0.50    4.00    --  105.75  61.00 -60.00   52
 45  ω     34.00  59.00   0.50    4.00    --  105.75 -61.00-150.00   50
 46  ω     34.00  59.00   0.50    4.00    --  105.75 -61.00 120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0008983000
_diffrn_orient_matrix_UB_12      -0.2143359000
_diffrn_orient_matrix_UB_13      -0.0403446000
_diffrn_orient_matrix_UB_21      0.0847719000
_diffrn_orient_matrix_UB_22      -0.1589557000
_diffrn_orient_matrix_UB_23      0.0332125000
_diffrn_orient_matrix_UB_31      -0.0967742000
_diffrn_orient_matrix_UB_32      -0.1416612000
_diffrn_orient_matrix_UB_33      0.0237898000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                2811
_reflns_number_total             2977
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.112a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 42.96a 64-bit (release 27-07-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.112a (Rigaku OD, 2024)'
_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    ?
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.116
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.00(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2977
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.074
_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)+(0.0656P)²+3.2344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1028
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.00434
 -0.00434
2.a Ternary CH refined with riding coordinates:
 C12(H12), C22(H22), C32(H32)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C21(H21A,H21B), C31(H31A,H31B)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C), N3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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_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
As1 As 0.93105(5) 0.70685(13) 0.84846(3) 0.0206(2) Uani 1 1 d . . . . .
S1 S 0.74983(13) 0.7579(4) 0.86139(6) 0.0245(4) Uani 1 1 d . . . . .
O11 O 0.6244(4) 0.5237(9) 1.02309(16) 0.0174(9) Uani 1 1 d . . . . .
O12 O 0.6809(5) 0.1544(10) 0.9896(2) 0.0331(13) Uani 1 1 d . . . . .
C13 C 0.6460(5) 0.3836(13) 0.9870(2) 0.0161(13) Uani 1 1 d . . . . .
C12 C 0.6348(5) 0.5077(13) 0.9344(2) 0.0169(13) Uani 1 1 d . . . . .
H12 H 0.600870 0.378234 0.909869 0.020 Uiso 1 1 calc R U . . .
C11 C 0.7515(6) 0.5789(16) 0.9205(3) 0.0240(15) Uani 1 1 d . . . . .
H11A H 0.796010 0.416757 0.917816 0.029 Uiso 1 1 calc R U . . .
H11B H 0.788015 0.688302 0.947240 0.029 Uiso 1 1 calc R U . . .
N1 N 0.5630(4) 0.7437(13) 0.9356(2) 0.0243(13) Uani 1 1 d . . . . .
H1A H 0.541629 0.793475 0.903936 0.036 Uiso 1 1 calc R U . . .
H1B H 0.601831 0.876310 0.951387 0.036 Uiso 1 1 calc R U . . .
H1C H 0.501388 0.706384 0.952379 0.036 Uiso 1 1 calc R U . . .
S2 S 0.99735(14) 0.9907(4) 0.90799(6) 0.0247(4) Uani 1 1 d . . . . .
O21 O 1.2269(3) 0.9674(9) 0.81305(15) 0.0152(9) Uani 1 1 d . . . . .
O22 O 1.1790(4) 0.5675(9) 0.83761(18) 0.0177(10) Uani 1 1 d . . . . .
C23 C 1.2091(5) 0.7994(12) 0.8451(2) 0.0107(12) Uani 1 1 d . . . . .
C22 C 1.2253(5) 0.8811(13) 0.9005(2) 0.0159(13) Uani 1 1 d . . . . .
H22 H 1.289148 0.776044 0.915648 0.019 Uiso 1 1 calc R U . . .
C21 C 1.1254(6) 0.8223(15) 0.9298(3) 0.0259(16) Uani 1 1 d . . . . .
H21A H 1.143594 0.871145 0.965082 0.031 Uiso 1 1 calc R U . . .
H21B H 1.111603 0.630994 0.928784 0.031 Uiso 1 1 calc R U . . .
N2 N 1.2587(4) 1.1616(10) 0.90392(19) 0.0158(11) Uani 1 1 d . . . . .
H2A H 1.266802 1.210151 0.936527 0.024 Uiso 1 1 calc R U . . .
H2B H 1.205190 1.262209 0.887791 0.024 Uiso 1 1 calc R U . . .
H2C H 1.324703 1.184092 0.889564 0.024 Uiso 1 1 calc R U . . .
S3 S 0.92397(13) 0.9850(3) 0.78383(6) 0.0212(4) Uani 1 1 d . . . . .
O31 O 1.0112(4) 0.2621(8) 0.67043(17) 0.0187(10) Uani 1 1 d . . . . .
O32 O 1.0364(4) 0.6467(9) 0.63442(15) 0.0169(10) Uani 1 1 d . . . . .
C33 C 1.0298(5) 0.5027(13) 0.6717(2) 0.0131(12) Uani 1 1 d . . . . .
C32 C 1.0409(5) 0.6402(11) 0.7228(2) 0.0126(12) Uani 1 1 d . . . . .
H32 H 1.065109 0.512094 0.749493 0.015 Uiso 1 1 calc R U . . .
C31 C 0.9250(5) 0.7522(13) 0.7322(2) 0.0164(13) Uani 1 1 d . . . . .
H31A H 0.874453 0.604819 0.739028 0.020 Uiso 1 1 calc R U . . .
H31B H 0.894499 0.840337 0.701467 0.020 Uiso 1 1 calc R U . . .
N3 N 1.1236(4) 0.8556(10) 0.72070(19) 0.0116(10) Uani 1 1 d . . . . .
H3A H 1.150798 0.896202 0.752144 0.017 Uiso 1 1 calc R U . . .
H3B H 1.090055 0.999298 0.706332 0.017 Uiso 1 1 calc R U . . .
H3C H 1.180764 0.803506 0.702339 0.017 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
As1 S1 2.2393(16) . ?
As1 S2 2.2637(19) . ?
As1 S3 2.2408(18) . ?
S1 C11 1.831(7) . ?
O11 C13 1.247(8) . ?
O12 C13 1.242(9) . ?
C13 C12 1.547(8) . ?
C12 H12 1.0000 . ?
C12 C11 1.516(9) . ?
C12 N1 1.482(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
S2 C21 1.824(8) . ?
O21 C23 1.244(8) . ?
O22 C23 1.249(7) . ?
C23 C22 1.545(9) . ?
C22 H22 1.0000 . ?
C22 C21 1.507(9) . ?
C22 N2 1.487(8) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
S3 C31 1.827(6) . ?
O31 C33 1.247(8) . ?
O32 C33 1.248(8) . ?
C33 C32 1.541(8) . ?
C32 H32 1.0000 . ?
C32 C31 1.540(8) . ?
C32 N3 1.484(8) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 H3C 0.9100 . ?

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
S1 As1 S2 96.67(7) . . ?
S1 As1 S3 93.35(6) . . ?
S3 As1 S2 97.90(7) . . ?
C11 S1 As1 96.9(2) . . ?
O11 C13 C12 117.9(6) . . ?
O12 C13 O11 125.5(6) . . ?
O12 C13 C12 116.5(6) . . ?
C13 C12 H12 109.8 . . ?
C11 C12 C13 107.2(5) . . ?
C11 C12 H12 109.8 . . ?
N1 C12 C13 109.1(5) . . ?
N1 C12 H12 109.8 . . ?
N1 C12 C11 111.0(5) . . ?
S1 C11 H11A 109.2 . . ?
S1 C11 H11B 109.2 . . ?
C12 C11 S1 112.0(5) . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C12 N1 H1A 109.5 . . ?
C12 N1 H1B 109.5 . . ?
C12 N1 H1C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C21 S2 As1 100.2(3) . . ?
O21 C23 O22 126.9(6) . . ?
O21 C23 C22 117.7(5) . . ?
O22 C23 C22 115.4(5) . . ?
C23 C22 H22 107.1 . . ?
C21 C22 C23 113.4(5) . . ?
C21 C22 H22 107.1 . . ?
N2 C22 C23 109.6(5) . . ?
N2 C22 H22 107.1 . . ?
N2 C22 C21 112.3(6) . . ?
S2 C21 H21A 108.6 . . ?
S2 C21 H21B 108.6 . . ?
C22 C21 S2 114.8(5) . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
H21A C21 H21B 107.5 . . ?
C22 N2 H2A 109.5 . . ?
C22 N2 H2B 109.5 . . ?
C22 N2 H2C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C31 S3 As1 100.1(2) . . ?
O31 C33 O32 125.3(6) . . ?
O31 C33 C32 118.5(6) . . ?
O32 C33 C32 116.2(6) . . ?
C33 C32 H32 110.3 . . ?
C31 C32 C33 106.8(4) . . ?
C31 C32 H32 110.3 . . ?
N3 C32 C33 108.8(5) . . ?
N3 C32 H32 110.3 . . ?
N3 C32 C31 110.2(5) . . ?
S3 C31 H31A 108.6 . . ?
S3 C31 H31B 108.6 . . ?
C32 C31 S3 114.6(4) . . ?
C32 C31 H31A 108.6 . . ?
C32 C31 H31B 108.6 . . ?
H31A C31 H31B 107.6 . . ?
C32 N3 H3A 109.5 . . ?
C32 N3 H3B 109.5 . . ?
C32 N3 H3C 109.5 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 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
As1 S1 C11 C12 -164.4(5) . . . . ?
As1 S2 C21 C22 86.0(5) . . . . ?
As1 S3 C31 C32 -79.1(4) . . . . ?
O11 C13 C12 C11 100.7(7) . . . . ?
O11 C13 C12 N1 -19.5(8) . . . . ?
O12 C13 C12 C11 -76.1(8) . . . . ?
O12 C13 C12 N1 163.6(6) . . . . ?
C13 C12 C11 S1 -174.4(5) . . . . ?
N1 C12 C11 S1 -55.3(7) . . . . ?
O21 C23 C22 C21 127.4(6) . . . . ?
O21 C23 C22 N2 1.1(7) . . . . ?
O22 C23 C22 C21 -52.5(7) . . . . ?
O22 C23 C22 N2 -178.8(5) . . . . ?
C23 C22 C21 S2 -61.3(7) . . . . ?
N2 C22 C21 S2 63.6(7) . . . . ?
O31 C33 C32 C31 -94.7(6) . . . . ?
O31 C33 C32 N3 146.4(5) . . . . ?
O32 C33 C32 C31 82.7(6) . . . . ?
O32 C33 C32 N3 -36.2(7) . . . . ?
C33 C32 C31 S3 -167.1(4) . . . . ?
N3 C32 C31 S3 -49.1(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.715
_oxdiff_exptl_absorpt_empirical_full_min 0.557
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.00434
2 -0.00434
####################################################################### 
# 
# 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_Sb(Cys)3
_database_code_depnum_ccdc_archive 'CCDC 2380697'
loop_
_audit_author_name
_audit_author_address
'Timothy Johnstone'
;University of California, Santa Cruz
United States of America
;
_audit_update_record             
;
2024-08-29 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H18 N3 O6 S3 Sb'
_chemical_formula_sum            'C9 H18 N3 O6 S3 Sb'
_chemical_formula_weight         482.19
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         SbC9H18N3O6S3
_chemical_oxdiff_usercomment     'antimony tricysteine'
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'
Sb Sb -0.0562 5.8946 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   12.1577(8)
_cell_length_b                   5.0648(4)
_cell_length_c                   27.3420(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.891(6)
_cell_angle_gamma                90
_cell_volume                     1677.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1362
_cell_measurement_temperature    99.97(13)
_cell_measurement_theta_max      76.5170
_cell_measurement_theta_min      3.2070
_shelx_estimated_absorpt_T_max   0.730
_shelx_estimated_absorpt_T_min   0.162
_exptl_absorpt_coefficient_mu    16.828
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_correction_T_min  0.279
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             960
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 0 -1 0.0135
1 2 -2 0.0838
-1 1 2 0.0795
1 -1 -2 0.0676
-1 0 -2 0.0178
1 0 2 0.0050
-2 -1 2 0.0582
2 1 -2 0.0638
-1 0 1 0.0185
1 0 -1 0.0143

_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.0020 -0.0050 -1.0066 0.2079 -0.0251 -0.1476
1.0125 1.9946 -1.9819 0.2241 -0.5604 0.1733
-0.9944 1.0000 2.0153 -0.1304 -0.2992 0.1120
0.9944 -1.0000 -2.0153 0.1304 0.2992 -0.1120
-1.0020 0.0037 -1.9981 -0.0078 0.0546 0.1686
1.0020 -0.0037 1.9981 0.0078 -0.0546 -0.1686
-2.0076 -0.9936 1.9960 -0.2776 0.2948 0.0146
2.0076 0.9936 -1.9960 0.2776 -0.2948 -0.0146
-1.0008 0.0023 1.0036 -0.1232 0.0041 0.0548
1.0008 -0.0023 -1.0036 0.1232 -0.0041 -0.0548

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1154
_diffrn_reflns_av_unetI/netI     0.1160
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            9272
_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         68.102
_diffrn_reflns_theta_min         3.245
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  21.00   0.50    0.05    --  -49.41 100.00 148.00  150
  2  ω    -73.00 -35.00   0.50    0.05    --  -84.25 100.00 148.00   76
  3  ω    -50.00 -25.00   0.50    0.05    --  -84.25  45.00   0.00   50
  4  ω    -40.00 -14.00   0.50    0.05    --  -84.25  45.00 -60.00   52
  5  ω    -50.00 -25.00   0.50    0.05    --  -84.25  45.00 -90.00   50
  6  ω     82.00 107.00   0.50    0.05    --   49.41  57.00-150.00   50
  7  ω     88.00 113.00   0.50    0.05    --   49.41  57.00-180.00   50
  8  ω     83.00 108.00   0.50    0.05    --   49.41  57.00-120.00   50
  9  ω     84.00 111.00   0.50    0.05    --   49.41  57.00   0.00   54
 10  ω    112.00 176.00   0.50    0.05    --  105.75  30.00-120.00  128
 11  ω    138.00 171.00   0.50    0.05    --  105.75  45.00-150.00   66
 12  ω     97.00 131.00   0.50    0.05    --  105.75  45.00-150.00   68
 13  ω    128.00 177.00   0.50    0.05    --  105.75  30.00 -90.00   98
 14  ω    109.00 166.00   0.50    0.05    --  105.75  45.00   0.00  114
 15  ω    109.00 160.00   0.50    0.05    --  105.75 100.00 148.00  102
 16  ω     71.00  96.00   0.50    0.05    --  105.75 -77.00  60.00   50
 17  ω     34.00  68.00   0.50    0.05    --  105.75 -77.00  60.00   68
 18  ω     45.00  70.00   0.50    0.05    --  105.75 -61.00  60.00   50
 19  ω     40.00  65.00   0.50    0.05    --  105.75 -61.00  90.00   50
 20  ω     36.00  65.00   0.50    0.05    --  105.75 -61.00 -90.00   58
 21  ω     40.00  65.00   0.50    0.05    --  105.75 -61.00-120.00   50
 22  ω     34.00  70.00   0.50    0.05    --  105.75 -61.00-150.00   72
 23  ω     34.00  59.00   0.50    0.05    --  105.75 -61.00-180.00   50
 24  ω     38.00  83.00   0.50    0.05    --  105.75 -77.00-150.00   90
 25  ω     45.00  70.00   0.50    0.05    --  105.75-125.00-150.00   50
 26  ω     38.00  69.00   0.50    0.05    --  105.75-125.00-120.00   62
 27  ω     40.00  74.00   0.50    0.05    --  105.75-125.00-180.00   68
 28  ω     80.00 111.00   0.50    0.05    --  105.75-125.00-150.00   62
 29  ω     74.00 100.00   0.50    0.05    --  105.75-125.00-120.00   52
 30  ω     74.00 104.00   0.50    0.05    --  105.75 -95.00-120.00   60
 31  ω     39.00 100.00   0.50    0.05    --  105.75 -95.00 -30.00  122
 32  ω     54.00 102.00   0.50    0.05    --  105.75-125.00  30.00   96
 33  ω     55.00 107.00   0.50    0.05    --  105.75-100.00  43.00  104
 34  ω     35.00  88.00   0.50    0.05    --  105.75 -95.00 150.00  106
 35  ω     15.00  77.00   0.50    0.05    --   49.41-100.00  43.00  124
 36  ω   -121.00 -84.00   0.50    0.05    --  -49.41 -57.00  60.00   74
 37  ω   -120.00 -94.00   0.50    0.05    --  -49.41 -57.00 120.00   52
 38  ω   -113.00 -84.00   0.50    0.05    --  -49.41 -57.00  90.00   58
 39  ω   -113.00 -88.00   0.50    0.05    --  -49.41 -57.00  30.00   50
 40  ω   -156.00-131.00   0.50    0.05    --  -84.25 -77.00 -30.00   50
 41  ω   -156.00-128.00   0.50    0.05    --  -84.25 -77.00   0.00   56
 42  ω   -131.00-104.00   0.50    0.05    --  -84.25-100.00  43.00   54
 43  ω   -116.00 -88.00   0.50    0.05    --  -49.41-125.00 -60.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0845859000
_diffrn_orient_matrix_UB_12      0.0312097000
_diffrn_orient_matrix_UB_13      -0.0384765000
_diffrn_orient_matrix_UB_21      -0.0217574000
_diffrn_orient_matrix_UB_22      -0.2867220000
_diffrn_orient_matrix_UB_23      -0.0169230000
_diffrn_orient_matrix_UB_31      -0.0925150000
_diffrn_orient_matrix_UB_32      0.0962437000
_diffrn_orient_matrix_UB_33      -0.0378288000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2581
_reflns_number_total             3062
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_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         1.071
_refine_diff_density_min         -0.729
_refine_diff_density_rms         0.158
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.016(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3062
_refine_ls_number_restraints     241
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0553
_refine_ls_restrained_S_all      0.970
_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)+(0.0420P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1285
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.01585
 -0.01585
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Ternary CH refined with riding coordinates:
 C12(H12), C22(H22), C32(H32)
4.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C21(H21A,H21B), C31(H31A,H31B)
4.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C), N3(H3A,H3B,H3C)
;
_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
Sb01 Sb 0.56787(6) 0.4909(2) 0.65291(3) 0.0198(3) Uani 1 1 d . . . . .
S1 S 0.7563(3) 0.5949(8) 0.63605(12) 0.0244(8) Uani 1 1 d . U . . .
O11 O 0.8762(8) 0.3663(19) 0.4767(3) 0.022(2) Uani 1 1 d . U . . .
O12 O 0.8207(11) -0.008(4) 0.5087(4) 0.052(3) Uani 1 1 d . U . . .
N1 N 0.9376(10) 0.583(3) 0.5626(5) 0.031(3) Uani 1 1 d . U . . .
H1A H 0.900675 0.710194 0.544479 0.038 Uiso 1 1 calc R U . . .
H1B H 1.001116 0.541773 0.548932 0.038 Uiso 1 1 calc R U . . .
H1C H 0.954163 0.642370 0.593777 0.038 Uiso 1 1 calc R U . . .
C11 C 0.7535(11) 0.422(3) 0.5770(5) 0.028(3) Uani 1 1 d . U . . .
H11A H 0.707870 0.260710 0.578466 0.034 Uiso 1 1 calc R U . . .
H11B H 0.718370 0.537184 0.550922 0.034 Uiso 1 1 calc R U . . .
C12 C 0.8680(12) 0.345(3) 0.5638(5) 0.024(2) Uani 1 1 d . U . . .
H12 H 0.902027 0.214380 0.587911 0.029 Uiso 1 1 calc R U . . .
C13 C 0.8555(11) 0.225(3) 0.5116(5) 0.019(2) Uani 1 1 d . U . . .
S2 S 0.4957(3) 0.8041(8) 0.58949(12) 0.0237(8) Uani 1 1 d . U . . .
O21 O 0.3345(8) 0.4163(18) 0.6621(4) 0.021(2) Uani 1 1 d . U . . .
O22 O 0.2763(7) 0.810(2) 0.6869(3) 0.0200(19) Uani 1 1 d . U . . .
N2 N 0.2395(8) 1.005(3) 0.5974(4) 0.022(2) Uani 1 1 d . U . . .
H2A H 0.227182 1.049897 0.565156 0.027 Uiso 1 1 calc R U . . .
H2B H 0.295376 1.104721 0.611764 0.027 Uiso 1 1 calc R U . . .
H2C H 0.177068 1.032996 0.612765 0.027 Uiso 1 1 calc R U . . .
C21 C 0.3637(11) 0.659(3) 0.5694(5) 0.024(3) Uani 1 1 d . U . . .
H21A H 0.341781 0.721223 0.535670 0.028 Uiso 1 1 calc R U . . .
H21B H 0.372869 0.465112 0.567964 0.028 Uiso 1 1 calc R U . . .
C22 C 0.2703(10) 0.720(3) 0.6013(5) 0.018(2) Uani 1 1 d . U . . .
H22 H 0.204628 0.614197 0.588449 0.021 Uiso 1 1 calc R U . . .
C23 C 0.2964(11) 0.646(3) 0.6549(5) 0.015(2) Uani 1 1 d . U . . .
S3 S 0.5787(3) 0.8025(7) 0.72058(12) 0.0204(7) Uani 1 1 d . U . . .
O31 O 0.4765(7) 0.0905(18) 0.8330(3) 0.0189(19) Uani 1 1 d . U . . .
O32 O 0.4618(6) 0.488(3) 0.8668(3) 0.0198(16) Uani 1 1 d . U . . .
N3 N 0.3748(9) 0.689(2) 0.7803(4) 0.017(2) Uani 1 1 d . U . . .
H3A H 0.343475 0.715863 0.749228 0.020 Uiso 1 1 calc R U . . .
H3B H 0.408442 0.839868 0.791663 0.020 Uiso 1 1 calc R U . . .
H3C H 0.321569 0.642671 0.800126 0.020 Uiso 1 1 calc R U . . .
C31 C 0.5723(11) 0.581(3) 0.7726(4) 0.018(2) Uani 1 1 d . U . . .
H31A H 0.622362 0.429892 0.768314 0.021 Uiso 1 1 calc R U . . .
H31B H 0.600281 0.675575 0.802750 0.021 Uiso 1 1 calc R U . . .
C32 C 0.4579(9) 0.473(4) 0.7798(4) 0.016(2) Uani 1 1 d . U . . .
H32 H 0.434989 0.343286 0.753384 0.019 Uiso 1 1 calc R U . . .
C33 C 0.4647(10) 0.336(3) 0.8305(5) 0.016(2) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb01 S1 2.433(3) . ?
Sb01 S2 2.456(4) . ?
Sb01 S3 2.427(4) . ?
S1 C11 1.834(14) . ?
O11 C13 1.238(17) . ?
O12 C13 1.25(2) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C12 1.472(19) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.52(2) . ?
C12 H12 1.0000 . ?
C12 C13 1.55(2) . ?
S2 C21 1.806(14) . ?
O21 C23 1.261(16) . ?
O22 C23 1.246(17) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
N2 C22 1.49(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.521(19) . ?
C22 H22 1.0000 . ?
C22 C23 1.518(19) . ?
S3 C31 1.818(13) . ?
O31 C33 1.251(16) . ?
O32 C33 1.260(17) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 H3C 0.9100 . ?
N3 C32 1.488(19) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.523(18) . ?
C32 H32 1.0000 . ?
C32 C33 1.546(18) . ?

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
S1 Sb01 S2 90.70(12) . . ?
S3 Sb01 S1 90.74(12) . . ?
S3 Sb01 S2 96.39(13) . . ?
C11 S1 Sb01 96.7(4) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C12 N1 H1A 109.5 . . ?
C12 N1 H1B 109.5 . . ?
C12 N1 H1C 109.5 . . ?
S1 C11 H11A 109.1 . . ?
S1 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 S1 112.5(9) . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
N1 C12 C11 109.7(13) . . ?
N1 C12 H12 110.4 . . ?
N1 C12 C13 108.3(12) . . ?
C11 C12 H12 110.4 . . ?
C11 C12 C13 107.5(11) . . ?
C13 C12 H12 110.4 . . ?
O11 C13 O12 125.8(13) . . ?
O11 C13 C12 118.3(13) . . ?
O12 C13 C12 115.9(12) . . ?
C21 S2 Sb01 101.9(5) . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C22 N2 H2A 109.5 . . ?
C22 N2 H2B 109.5 . . ?
C22 N2 H2C 109.5 . . ?
S2 C21 H21A 108.4 . . ?
S2 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C22 C21 S2 115.5(9) . . ?
C22 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
N2 C22 C21 110.4(12) . . ?
N2 C22 H22 107.6 . . ?
N2 C22 C23 109.8(11) . . ?
C21 C22 H22 107.6 . . ?
C23 C22 C21 113.5(11) . . ?
C23 C22 H22 107.6 . . ?
O21 C23 C22 115.1(13) . . ?
O22 C23 O21 126.5(13) . . ?
O22 C23 C22 118.5(13) . . ?
C31 S3 Sb01 101.0(5) . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C32 N3 H3A 109.5 . . ?
C32 N3 H3B 109.5 . . ?
C32 N3 H3C 109.5 . . ?
S3 C31 H31A 108.5 . . ?
S3 C31 H31B 108.5 . . ?
H31A C31 H31B 107.5 . . ?
C32 C31 S3 115.1(9) . . ?
C32 C31 H31A 108.5 . . ?
C32 C31 H31B 108.5 . . ?
N3 C32 C31 111.5(14) . . ?
N3 C32 H32 110.0 . . ?
N3 C32 C33 108.0(10) . . ?
C31 C32 H32 110.0 . . ?
C31 C32 C33 107.4(9) . . ?
C33 C32 H32 110.0 . . ?
O31 C33 O32 125.0(13) . . ?
O31 C33 C32 119.6(13) . . ?
O32 C33 C32 115.3(14) . . ?

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
Sb01 S1 C11 C12 -156.7(10) . . . . ?
Sb01 S2 C21 C22 81.9(11) . . . . ?
Sb01 S3 C31 C32 -76.7(10) . . . . ?
S1 C11 C12 N1 -57.5(14) . . . . ?
S1 C11 C12 C13 -175.0(10) . . . . ?
N1 C12 C13 O11 -18.6(17) . . . . ?
N1 C12 C13 O12 164.1(13) . . . . ?
C11 C12 C13 O11 99.9(15) . . . . ?
C11 C12 C13 O12 -77.4(17) . . . . ?
S2 C21 C22 N2 68.5(13) . . . . ?
S2 C21 C22 C23 -55.3(16) . . . . ?
N2 C22 C23 O21 -173.0(10) . . . . ?
N2 C22 C23 O22 8.8(16) . . . . ?
C21 C22 C23 O21 -48.9(16) . . . . ?
C21 C22 C23 O22 132.9(13) . . . . ?
S3 C31 C32 N3 -51.2(12) . . . . ?
S3 C31 C32 C33 -169.3(10) . . . . ?
N3 C32 C33 O31 141.8(12) . . . . ?
N3 C32 C33 O32 -40.8(15) . . . . ?
C31 C32 C33 O31 -97.8(15) . . . . ?
C31 C32 C33 O32 79.6(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.498
_oxdiff_exptl_absorpt_empirical_full_min 0.714
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.01585
2 -0.01585
####################################################################### 
# 
# 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_Bi(Cys)3
_database_code_depnum_ccdc_archive 'CCDC 2380698'
loop_
_audit_author_name
_audit_author_address
'Timothy Johnstone'
;University of California, Santa Cruz
United States of America
;
_audit_update_record             
;
2024-08-29 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H18 Bi N3 O6 S3, H2 O'
_chemical_formula_sum            'C9 H20 Bi N3 O7 S3'
_chemical_formula_weight         587.44
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'BiC9H25N3O8S3 '
_chemical_oxdiff_usercomment     'Bismuth tricysteine'
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'
Bi Bi -4.0111 8.9310 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.10700(10)
_cell_length_b                   11.7830(3)
_cell_length_c                   28.0118(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1685.63(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4497
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      75.9260
_cell_measurement_theta_min      3.1270
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    24.366
_exptl_absorpt_correction_T_max  0.26930
_exptl_absorpt_correction_T_min  0.18267
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       lath
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_crystal_size_rad          0.030
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            6486
_diffrn_reflns_point_group_measured_fraction_full 0.922
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.075
_diffrn_reflns_theta_min         3.155
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00 -14.00   0.50    0.76    --  -84.25  38.00  38.00   52
  2  ω    -80.00 -54.00   0.50    0.19    --  -49.41 117.00-100.00   52
  3  ω    -22.00  10.00   0.50    0.19    --  -49.41  19.00 -60.00   64
  4  ω    -24.00  17.00   0.50    0.19    --  -49.41  19.00-180.00   82
  5  ω   -118.00 -92.00   0.50    0.19    --  -49.41-125.00 -30.00   52
  6  ω   -156.00-110.00   0.50    0.76    --  -84.25 -85.00  62.00   92
  7  ω   -140.00-115.00   0.50    0.76    --  -84.25 -38.00-115.00   50
  8  ω   -115.00 -87.00   0.50    0.19    --  -49.41-125.00 -90.00   56
  9  ω     35.00  72.00   0.50    0.76    --  105.75 -61.00  60.00   74
 10  ω     59.00 104.00   0.50    0.76    --  105.75 -95.00  60.00   90
 11  ω     34.00  59.00   0.50    0.76    --  105.75 -61.00 -90.00   50
 12  ω     34.00  66.00   0.50    0.76    --  105.75 -61.00-120.00   64
 13  ω    105.00 161.00   0.50    0.76    --  105.75  30.00-120.00  112
 14  ω    147.00 174.00   0.50    0.76    --  105.75 125.00-120.00   54
 15  ω    125.00 151.00   0.50    0.76    --  105.75 117.00-100.00   52
 16  ω     95.00 135.00   0.50    0.76    --  105.75 125.00-120.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1395962000
_diffrn_orient_matrix_UB_12      0.0500541000
_diffrn_orient_matrix_UB_13      0.0439402000
_diffrn_orient_matrix_UB_21      -0.2283822000
_diffrn_orient_matrix_UB_22      -0.0390652000
_diffrn_orient_matrix_UB_23      0.0320105000
_diffrn_orient_matrix_UB_31      0.1390889000
_diffrn_orient_matrix_UB_32      -0.1143099000
_diffrn_orient_matrix_UB_33      0.0082906000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.543
_reflns_Friedel_fraction_full    0.810
_reflns_Friedel_fraction_max     0.787
_reflns_number_gt                2679
_reflns_number_total             2915
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_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         1.887
_refine_diff_density_min         -1.612
_refine_diff_density_rms         0.184
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.043(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         2915
_refine_ls_number_restraints     528
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      0.962
_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)+(0.0448P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0765
_refine_ls_wR_factor_ref         0.0786
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.0429
 -0.0429
2. Restrained distances
 O1WA-H1WA = O1WA-H1WB
 0.84 with sigma of 0.02
 H1WA-H1WB
 1.33 with sigma of 0.02
 O2WA-H2WA = O2WA-H2WB
 0.84 with sigma of 0.02
 H2WA-H2WB
 1.33 with sigma of 0.02
 H1WB-O32A \\sim H1WA-O11_$1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Same fragment restrains
{S1, C11, C12, C13, O11, O12, N11} sigma for 1-2: 0.02, 1-3: 0.04
as in
{S3B, C31B, C32B, C33B, O31B, O32B, N31B}
{S1, C11, C12, C13, O11, O12, N11} sigma for 1-2: 0.02, 1-3: 0.04
as in
{S3A, C31A, C32A, C33A, O31A, O32A, N31A}
{S1, C11, C12, C13, O11, O12, N11} sigma for 1-2: 0.02, 1-3: 0.04
as in
{S2, C21, C22, C23, O21, O22, N21}
6. Others
 Sof(S3B)=Sof(C31B)=Sof(H31F)=Sof(H31G)=Sof(C32B)=Sof(H32B)=Sof(C33B)=
 Sof(O31B)=Sof(O32B)=Sof(N31B)=Sof(H31H)=Sof(H31I)=Sof(H31J)=Sof(O2WA)=
 Sof(H2WA)=Sof(H2WB)=1-FVAR(1)
 Sof(S3A)=Sof(C31A)=Sof(H31A)=Sof(H31B)=Sof(C32A)=Sof(H32A)=Sof(C33A)=
 Sof(O31A)=Sof(O32A)=Sof(N31A)=Sof(H31C)=Sof(H31D)=Sof(H31E)=Sof(O1WA)=
 Sof(H1WA)=Sof(H1WB)=FVAR(1)
7.a Ternary CH refined with riding coordinates:
 C12(H12), C22(H22), C32A(H32A), C32B(H32B)
7.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C21(H21A,H21B), C31A(H31A,H31B), C31B(H31F,H31G)
7.c Idealised Me refined as rotating group:
 N11(H11C,H11D,H11E), N21(H21C,H21D,H21E), N31A(H31C,H31D,H31E), N31B(H31H,
 H31I,H31J)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi01 Bi 0.24935(8) 0.76254(2) 0.42038(2) 0.01818(14) Uani 1 1 d . . . . .
S1 S -0.1461(5) 0.85071(17) 0.46130(9) 0.0183(4) Uani 1 1 d D U . . .
C11 C 0.016(2) 0.9688(7) 0.4923(3) 0.0223(18) Uani 1 1 d D U . . .
H11A H -0.072114 0.981495 0.523325 0.027 Uiso 1 1 calc R U . . .
H11B H 0.199970 0.947501 0.498936 0.027 Uiso 1 1 calc R U . . .
C12 C 0.0126(17) 1.0786(7) 0.4640(3) 0.0176(14) Uani 1 1 d D U . . .
H12 H 0.127115 1.133762 0.481304 0.021 Uiso 1 1 calc R U . . .
C13 C 0.1234(19) 1.0665(7) 0.4135(3) 0.0202(14) Uani 1 1 d D U . . .
O11 O 0.0015(17) 1.1037(5) 0.3795(3) 0.0329(16) Uani 1 1 d D U . . .
O12 O 0.3438(15) 1.0158(7) 0.4120(4) 0.0375(19) Uani 1 1 d D U . . .
N11 N -0.2533(19) 1.1286(5) 0.4623(2) 0.0165(12) Uani 1 1 d D U . . .
H11C H -0.360753 1.082683 0.444986 0.020 Uiso 1 1 calc R U . . .
H11D H -0.245753 1.198261 0.448309 0.020 Uiso 1 1 calc R U . . .
H11E H -0.316927 1.135580 0.492476 0.020 Uiso 1 1 calc R U . . .
S2 S -0.0400(5) 0.58888(18) 0.40957(9) 0.0218(5) Uani 1 1 d D U . . .
C21 C 0.158(2) 0.5153(7) 0.3640(3) 0.0203(18) Uani 1 1 d D U . . .
H21A H 0.097188 0.538141 0.331835 0.024 Uiso 1 1 calc R U . . .
H21B H 0.343444 0.539114 0.367170 0.024 Uiso 1 1 calc R U . . .
C22 C 0.1418(18) 0.3862(7) 0.3684(3) 0.0169(14) Uani 1 1 d D U . . .
H22 H 0.263800 0.351875 0.344545 0.020 Uiso 1 1 calc R U . . .
C23 C 0.2250(18) 0.3464(6) 0.4182(3) 0.0148(12) Uani 1 1 d D U . . .
O21 O 0.0527(13) 0.3281(6) 0.4485(2) 0.0184(13) Uani 1 1 d D U . . .
O22 O 0.4716(13) 0.3403(6) 0.4260(3) 0.0229(13) Uani 1 1 d D U . . .
N21 N -0.1264(15) 0.3445(6) 0.3582(3) 0.0190(15) Uani 1 1 d D U . . .
H21C H -0.194147 0.383510 0.333062 0.023 Uiso 1 1 calc R U . . .
H21D H -0.229449 0.355150 0.384351 0.023 Uiso 1 1 calc R U . . .
H21E H -0.120164 0.269246 0.351010 0.023 Uiso 1 1 calc R U . . .
S3A S 0.213(4) 0.8257(15) 0.3317(9) 0.018(2) Uani 0.497(10) 1 d D U P A 1
C31A C 0.553(4) 0.8725(16) 0.3234(7) 0.018(3) Uani 0.497(10) 1 d D U P A 1
H31A H 0.632739 0.887266 0.355019 0.022 Uiso 0.497(10) 1 calc R U P A 1
H31B H 0.654039 0.811140 0.307835 0.022 Uiso 0.497(10) 1 calc R U P A 1
C32A C 0.570(4) 0.9793(15) 0.2932(6) 0.019(2) Uani 0.497(10) 1 d D U P A 1
H32A H 0.757548 0.988867 0.283829 0.023 Uiso 0.497(10) 1 calc R U P A 1
C33A C 0.412(3) 0.9698(13) 0.2473(6) 0.019(2) Uani 0.497(10) 1 d D U P A 1
O31A O 0.246(4) 1.0414(9) 0.2375(4) 0.027(3) Uani 0.497(10) 1 d D U P A 1
O32A O 0.458(3) 0.8813(12) 0.2220(5) 0.024(3) Uani 0.497(10) 1 d D U P A 1
N31A N 0.494(3) 1.0817(14) 0.3203(6) 0.016(3) Uani 0.497(10) 1 d D U P A 1
H31C H 0.509784 1.143905 0.301259 0.020 Uiso 0.497(10) 1 calc R U P A 1
H31D H 0.599969 1.089347 0.346173 0.020 Uiso 0.497(10) 1 calc R U P A 1
H31E H 0.324648 1.074910 0.330115 0.020 Uiso 0.497(10) 1 calc R U P A 1
S3B S 0.204(4) 0.8025(15) 0.3334(9) 0.019(2) Uani 0.503(10) 1 d D U P A 2
C31B C 0.552(4) 0.8333(16) 0.3234(7) 0.020(3) Uani 0.503(10) 1 d D U P A 2
H31F H 0.634362 0.857753 0.353746 0.024 Uiso 0.503(10) 1 calc R U P A 2
H31G H 0.642967 0.763927 0.312304 0.024 Uiso 0.503(10) 1 calc R U P A 2
C32B C 0.581(3) 0.9264(15) 0.2863(5) 0.018(2) Uani 0.503(10) 1 d D U P A 2
H32B H 0.771101 0.936605 0.279125 0.022 Uiso 0.503(10) 1 calc R U P A 2
C33B C 0.440(4) 0.8921(15) 0.2404(6) 0.019(3) Uani 0.503(10) 1 d D U P A 2
O31B O 0.278(3) 0.9576(10) 0.2233(5) 0.029(3) Uani 0.503(10) 1 d D U P A 2
O32B O 0.513(3) 0.7991(10) 0.2220(5) 0.027(3) Uani 0.503(10) 1 d D U P A 2
N31B N 0.475(3) 1.0358(13) 0.3040(6) 0.017(3) Uani 0.503(10) 1 d D U P A 2
H31H H 0.418823 1.078318 0.278881 0.020 Uiso 0.503(10) 1 calc R U P A 2
H31I H 0.601994 1.074068 0.320062 0.020 Uiso 0.503(10) 1 calc R U P A 2
H31J H 0.337631 1.022227 0.324031 0.020 Uiso 0.503(10) 1 calc R U P A 2
O1WA O -0.128(3) 0.7197(12) 0.2285(6) 0.027(3) Uani 0.497(10) 1 d D U P A 1
H1WA H -0.17(3) 0.723(16) 0.1994(16) 0.040 Uiso 0.497(10) 1 d D U P A 1
H1WB H 0.029(18) 0.74(2) 0.230(7) 0.040 Uiso 0.497(10) 1 d D U P A 1
O2WA O 0.119(3) 0.6807(11) 0.2214(6) 0.024(3) Uani 0.503(10) 1 d D U P A 2
H2WA H 0.21(3) 0.730(14) 0.235(6) 0.036 Uiso 0.503(10) 1 d D U P A 2
H2WB H 0.01(4) 0.67(2) 0.242(6) 0.036 Uiso 0.503(10) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi01 S1 2.544(2) . ?
Bi01 S2 2.542(2) . ?
Bi01 S3A 2.60(2) . ?
Bi01 S3B 2.49(2) . ?
S1 C11 1.837(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.518(11) . ?
C12 H12 1.0000 . ?
C12 C13 1.529(12) . ?
C12 N11 1.481(11) . ?
C13 O11 1.221(12) . ?
C13 O12 1.275(11) . ?
N11 H11C 0.9100 . ?
N11 H11D 0.9100 . ?
N11 H11E 0.9100 . ?
S2 C21 1.847(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.529(10) . ?
C22 H22 1.0000 . ?
C22 C23 1.531(10) . ?
C22 N21 1.483(11) . ?
C23 O21 1.241(10) . ?
C23 O22 1.281(11) . ?
N21 H21C 0.9100 . ?
N21 H21D 0.9100 . ?
N21 H21E 0.9100 . ?
S3A C31A 1.836(16) . ?
C31A H31A 0.9900 . ?
C31A H31B 0.9900 . ?
C31A C32A 1.519(17) . ?
C32A H32A 1.0000 . ?
C32A C33A 1.523(17) . ?
C32A N31A 1.478(18) . ?
C33A O31A 1.226(17) . ?
C33A O32A 1.282(17) . ?
N31A H31C 0.9100 . ?
N31A H31D 0.9100 . ?
N31A H31E 0.9100 . ?
S3B C31B 1.835(16) . ?
C31B H31F 0.9900 . ?
C31B H31G 0.9900 . ?
C31B C32B 1.517(17) . ?
C32B H32B 1.0000 . ?
C32B C33B 1.529(17) . ?
C32B N31B 1.484(17) . ?
C33B O31B 1.229(17) . ?
C33B O32B 1.267(17) . ?
N31B H31H 0.9100 . ?
N31B H31I 0.9100 . ?
N31B H31J 0.9100 . ?
O1WA H1WA 0.84(3) . ?
O1WA H1WB 0.84(3) . ?
O2WA H2WA 0.84(3) . ?
O2WA H2WB 0.84(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
S1 Bi01 S3A 104.9(5) . . ?
S2 Bi01 S1 85.46(7) . . ?
S2 Bi01 S3A 94.3(5) . . ?
S3B Bi01 S1 106.9(5) . . ?
S3B Bi01 S2 89.0(4) . . ?
C11 S1 Bi01 99.5(4) . . ?
S1 C11 H11A 108.9 . . ?
S1 C11 H11B 108.9 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 S1 113.2(6) . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C11 C12 H12 107.1 . . ?
C11 C12 C13 113.5(7) . . ?
C13 C12 H12 107.1 . . ?
N11 C12 C11 111.5(7) . . ?
N11 C12 H12 107.1 . . ?
N11 C12 C13 110.3(7) . . ?
O11 C13 C12 120.0(8) . . ?
O11 C13 O12 126.4(10) . . ?
O12 C13 C12 113.6(9) . . ?
C12 N11 H11C 109.5 . . ?
C12 N11 H11D 109.5 . . ?
C12 N11 H11E 109.5 . . ?
H11C N11 H11D 109.5 . . ?
H11C N11 H11E 109.5 . . ?
H11D N11 H11E 109.5 . . ?
C21 S2 Bi01 98.1(3) . . ?
S2 C21 H21A 109.1 . . ?
S2 C21 H21B 109.1 . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 S2 112.3(6) . . ?
C22 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C21 C22 H22 108.2 . . ?
C21 C22 C23 111.4(7) . . ?
C23 C22 H22 108.2 . . ?
N21 C22 C21 111.4(7) . . ?
N21 C22 H22 108.2 . . ?
N21 C22 C23 109.3(7) . . ?
O21 C23 C22 118.6(8) . . ?
O21 C23 O22 124.8(8) . . ?
O22 C23 C22 116.5(7) . . ?
C22 N21 H21C 109.5 . . ?
C22 N21 H21D 109.5 . . ?
C22 N21 H21E 109.5 . . ?
H21C N21 H21D 109.5 . . ?
H21C N21 H21E 109.5 . . ?
H21D N21 H21E 109.5 . . ?
C31A S3A Bi01 98.0(11) . . ?
S3A C31A H31A 109.2 . . ?
S3A C31A H31B 109.2 . . ?
H31A C31A H31B 107.9 . . ?
C32A C31A S3A 111.9(12) . . ?
C32A C31A H31A 109.2 . . ?
C32A C31A H31B 109.2 . . ?
C31A C32A H32A 107.1 . . ?
C31A C32A C33A 112.3(14) . . ?
C33A C32A H32A 107.1 . . ?
N31A C32A C31A 112.0(14) . . ?
N31A C32A H32A 107.1 . . ?
N31A C32A C33A 110.8(14) . . ?
O31A C33A C32A 120.3(14) . . ?
O31A C33A O32A 124.3(15) . . ?
O32A C33A C32A 115.3(14) . . ?
C32A N31A H31C 109.5 . . ?
C32A N31A H31D 109.5 . . ?
C32A N31A H31E 109.5 . . ?
H31C N31A H31D 109.5 . . ?
H31C N31A H31E 109.5 . . ?
H31D N31A H31E 109.5 . . ?
C31B S3B Bi01 95.6(11) . . ?
S3B C31B H31F 109.7 . . ?
S3B C31B H31G 109.7 . . ?
H31F C31B H31G 108.2 . . ?
C32B C31B S3B 109.9(12) . . ?
C32B C31B H31F 109.7 . . ?
C32B C31B H31G 109.7 . . ?
C31B C32B H32B 108.6 . . ?
C31B C32B C33B 109.9(14) . . ?
C33B C32B H32B 108.6 . . ?
N31B C32B C31B 111.3(13) . . ?
N31B C32B H32B 108.6 . . ?
N31B C32B C33B 109.9(13) . . ?
O31B C33B C32B 118.6(14) . . ?
O31B C33B O32B 125.7(15) . . ?
O32B C33B C32B 115.6(15) . . ?
C32B N31B H31H 109.5 . . ?
C32B N31B H31I 109.5 . . ?
C32B N31B H31J 109.5 . . ?
H31H N31B H31I 109.5 . . ?
H31H N31B H31J 109.5 . . ?
H31I N31B H31J 109.5 . . ?
H1WA O1WA H1WB 105(5) . . ?
H2WA O2WA H2WB 104(4) . . ?

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
Bi01 S1 C11 C12 93.6(7) . . . . ?
Bi01 S2 C21 C22 147.2(7) . . . . ?
Bi01 S3A C31A C32A -141.0(13) . . . . ?
Bi01 S3B C31B C32B -144.7(13) . . . . ?
S1 C11 C12 C13 -53.8(10) . . . . ?
S1 C11 C12 N11 71.5(9) . . . . ?
C11 C12 C13 O11 131.0(9) . . . . ?
C11 C12 C13 O12 -48.9(10) . . . . ?
N11 C12 C13 O11 5.1(11) . . . . ?
N11 C12 C13 O12 -174.8(7) . . . . ?
S2 C21 C22 C23 -56.8(10) . . . . ?
S2 C21 C22 N21 65.5(9) . . . . ?
C21 C22 C23 O21 96.6(9) . . . . ?
C21 C22 C23 O22 -79.8(9) . . . . ?
N21 C22 C23 O21 -27.0(9) . . . . ?
N21 C22 C23 O22 156.6(7) . . . . ?
S3A C31A C32A C33A -49(2) . . . . ?
S3A C31A C32A N31A 76.0(18) . . . . ?
C31A C32A C33A O31A 125.4(19) . . . . ?
C31A C32A C33A O32A -52(2) . . . . ?
N31A C32A C33A O31A -1(2) . . . . ?
N31A C32A C33A O32A -177.8(16) . . . . ?
S3B C31B C32B C33B -56.0(19) . . . . ?
S3B C31B C32B N31B 66.0(18) . . . . ?
C31B C32B C33B O31B 127(2) . . . . ?
C31B C32B C33B O32B -57(2) . . . . ?
N31B C32B C33B O31B 4(3) . . . . ?
N31B C32B C33B O32B -179.5(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.130
_oxdiff_exptl_absorpt_empirical_full_min 0.659
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.0429
2 -0.0429


