# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_dev-215_auto
_database_code_depnum_ccdc_archive 'CCDC 2453064'
_audit_update_record             
;
2025-05-21 deposited with the CCDC.	2025-11-17 downloaded from the CCDC.
;
_audit_creation_date             2025-05-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H21 N O2 S'
_chemical_formula_sum            'C23 H21 N O2 S'
_chemical_formula_weight         375.47
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S'
_chemical_oxdiff_usercomment     01-02-2025
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           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                   6.4453(3)
_cell_length_b                   14.9945(5)
_cell_length_c                   20.1091(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1943.42(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6561
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      30.2910
_cell_measurement_theta_min      1.7850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.106a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0581
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9822
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.025
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_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    -32.00  13.00   0.50    4.00    --    6.15 -42.00 171.00   90
  2  ω    -65.00  21.00   0.50    4.00    --    6.15 -57.00  90.00  172
  3  ω     -2.00  24.00   0.50    4.00    --   -5.06 -99.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0913574000
_diffrn_orient_matrix_UB_12      -0.0095707000
_diffrn_orient_matrix_UB_13      0.0183285000
_diffrn_orient_matrix_UB_21      -0.0599477000
_diffrn_orient_matrix_UB_22      -0.0232698000
_diffrn_orient_matrix_UB_23      0.0239592000
_diffrn_orient_matrix_UB_31      0.0130896000
_diffrn_orient_matrix_UB_32      -0.0400566000
_diffrn_orient_matrix_UB_33      -0.0182805000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.706
_reflns_Friedel_fraction_full    0.980
_reflns_Friedel_fraction_max     0.968
_reflns_number_gt                3422
_reflns_number_total             3916
_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 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.106a (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 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 1187 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.21(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3916
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0522
_refine_ls_restrained_S_all      1.038
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1482
_refine_ls_wR_factor_ref         0.1535
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N004(H004), C008(H008), C00B(H00B), C00C(H00C), C00D(H00D), C00H(H00H),
 C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00N(H00N), C00O(H00O)
2.b Idealised Me refined as rotating group:
 C00P(H00A,H00E,H00F), C00Q(H00G,H00M,H00P), C00R(H00Q,H00R,H00S)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.55974(16) 0.34417(5) 0.28372(5) 0.0289(3) Uani 1 1 d . . . . .
O002 O 0.4706(5) 0.27842(15) 0.23912(15) 0.0387(8) Uani 1 1 d . . . . .
O003 O 0.7767(5) 0.33606(17) 0.29966(16) 0.0377(7) Uani 1 1 d . . . . .
N004 N 0.4443(6) 0.59400(19) 0.24786(16) 0.0294(7) Uani 1 1 d . . . . .
H004 H 0.460464 0.651617 0.254369 0.035 Uiso 1 1 calc R U . . .
C005 C 0.7256(6) 0.5552(2) 0.32358(19) 0.0256(8) Uani 1 1 d . . . . .
C006 C 0.3199(6) 0.4627(2) 0.20949(18) 0.0279(8) Uani 1 1 d . . . . .
C007 C 0.5679(6) 0.5296(2) 0.27444(17) 0.0244(7) Uani 1 1 d . . . . .
C008 C 0.9232(7) 0.5187(2) 0.32531(18) 0.0269(8) Uani 1 1 d . . . . .
H008 H 0.963396 0.476653 0.292439 0.032 Uiso 1 1 calc R U . . .
C009 C 0.4977(6) 0.4473(2) 0.25057(19) 0.0238(7) Uani 1 1 d . . . . .
C00A C 0.2905(6) 0.5565(2) 0.2094(2) 0.0299(8) Uani 1 1 d . . . . .
C00B C 0.6720(7) 0.6200(3) 0.3713(2) 0.0348(10) Uani 1 1 d . . . . .
H00B H 0.539380 0.647648 0.370063 0.042 Uiso 1 1 calc R U . . .
C00C C 0.1761(7) 0.4095(3) 0.1751(2) 0.0364(10) Uani 1 1 d . . . . .
H00C H 0.193461 0.346588 0.173541 0.044 Uiso 1 1 calc R U . . .
C00D C 1.0622(7) 0.5431(3) 0.3744(2) 0.0336(9) Uani 1 1 d . . . . .
H00D H 1.196272 0.516793 0.374826 0.040 Uiso 1 1 calc R U . . .
C00E C 0.0100(7) 0.4488(4) 0.1437(2) 0.0415(11) Uani 1 1 d . . . . .
C00F C 0.4196(6) 0.3407(2) 0.3585(2) 0.0302(8) Uani 1 1 d . . . . .
C00G C 1.0113(8) 0.6048(3) 0.4232(2) 0.0395(11) Uani 1 1 d . . . . .
C00H C 0.1233(7) 0.5972(3) 0.1778(2) 0.0396(11) Uani 1 1 d . . . . .
H00H H 0.106106 0.660155 0.178309 0.048 Uiso 1 1 calc R U . . .
C00I C 0.2192(7) 0.3071(2) 0.3591(2) 0.0345(10) Uani 1 1 d . . . . .
H00I H 0.162213 0.281332 0.319948 0.041 Uiso 1 1 calc R U . . .
C00J C 0.1020(8) 0.3111(3) 0.4170(2) 0.0426(11) Uani 1 1 d . . . . .
H00J H -0.032966 0.285617 0.417612 0.051 Uiso 1 1 calc R U . . .
C00K C -0.0168(7) 0.5423(3) 0.1455(2) 0.0450(11) Uani 1 1 d . . . . .
H00K H -0.133794 0.568037 0.124105 0.054 Uiso 1 1 calc R U . . .
C00L C 0.8139(8) 0.6432(3) 0.4202(2) 0.0425(11) Uani 1 1 d . . . . .
H00L H 0.775896 0.686454 0.452543 0.051 Uiso 1 1 calc R U . . .
C00M C 0.1790(8) 0.3519(3) 0.4741(2) 0.0476(12) Uani 1 1 d . . . . .
C00N C 0.5021(7) 0.3792(3) 0.4159(2) 0.0390(10) Uani 1 1 d . . . . .
H00N H 0.639471 0.402144 0.415852 0.047 Uiso 1 1 calc R U . . .
C00O C 0.3825(8) 0.3838(3) 0.4728(2) 0.0465(13) Uani 1 1 d . . . . .
H00O H 0.440041 0.409219 0.511959 0.056 Uiso 1 1 calc R U . . .
C00P C 1.1620(10) 0.6303(4) 0.4774(3) 0.0605(15) Uani 1 1 d . . . . .
H00A H 1.253768 0.579745 0.486887 0.091 Uiso 1 1 calc R U . . .
H00E H 1.085085 0.646244 0.517734 0.091 Uiso 1 1 calc R U . . .
H00F H 1.245101 0.681407 0.462820 0.091 Uiso 1 1 calc R U . . .
C00Q C 0.0463(11) 0.3622(4) 0.5346(3) 0.0697(18) Uani 1 1 d . . . . .
H00G H -0.093564 0.339882 0.525123 0.105 Uiso 1 1 calc R U . . .
H00M H 0.038711 0.425378 0.546843 0.105 Uiso 1 1 calc R U . . .
H00P H 0.106637 0.328136 0.571374 0.105 Uiso 1 1 calc R U . . .
C00R C -0.1507(10) 0.3953(5) 0.1069(3) 0.0646(16) Uani 1 1 d . . . . .
H00Q H -0.150967 0.412779 0.059887 0.097 Uiso 1 1 calc R U . . .
H00R H -0.287824 0.406711 0.126135 0.097 Uiso 1 1 calc R U . . .
H00S H -0.118066 0.331685 0.110540 0.097 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 O002 1.451(3) . ?
S001 O003 1.439(3) . ?
S001 C009 1.731(4) . ?
S001 C00F 1.756(4) . ?
N004 H004 0.8800 . ?
N004 C007 1.361(5) . ?
N004 C00A 1.378(5) . ?
C005 C007 1.469(5) . ?
C005 C008 1.386(6) . ?
C005 C00B 1.409(5) . ?
C006 C009 1.432(5) . ?
C006 C00A 1.420(5) . ?
C006 C00C 1.405(6) . ?
C007 C009 1.400(5) . ?
C008 H008 0.9500 . ?
C008 C00D 1.383(6) . ?
C00A C00H 1.392(6) . ?
C00B H00B 0.9500 . ?
C00B C00L 1.387(7) . ?
C00C H00C 0.9500 . ?
C00C C00E 1.375(6) . ?
C00D H00D 0.9500 . ?
C00D C00G 1.389(6) . ?
C00E C00K 1.414(7) . ?
C00E C00R 1.505(7) . ?
C00F C00I 1.386(6) . ?
C00F C00N 1.396(6) . ?
C00G C00L 1.398(7) . ?
C00G C00P 1.509(7) . ?
C00H H00H 0.9500 . ?
C00H C00K 1.384(7) . ?
C00I H00I 0.9500 . ?
C00I C00J 1.389(7) . ?
C00J H00J 0.9500 . ?
C00J C00M 1.393(7) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00M C00O 1.397(7) . ?
C00M C00Q 1.495(7) . ?
C00N H00N 0.9500 . ?
C00N C00O 1.381(7) . ?
C00O H00O 0.9500 . ?
C00P H00A 0.9800 . ?
C00P H00E 0.9800 . ?
C00P H00F 0.9800 . ?
C00Q H00G 0.9800 . ?
C00Q H00M 0.9800 . ?
C00Q H00P 0.9800 . ?
C00R H00Q 0.9800 . ?
C00R H00R 0.9800 . ?
C00R H00S 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
O002 S001 C009 106.10(18) . . ?
O002 S001 C00F 107.79(19) . . ?
O003 S001 O002 117.69(18) . . ?
O003 S001 C009 112.69(18) . . ?
O003 S001 C00F 107.85(19) . . ?
C009 S001 C00F 103.76(17) . . ?
C007 N004 H004 124.7 . . ?
C007 N004 C00A 110.7(3) . . ?
C00A N004 H004 124.7 . . ?
C008 C005 C007 123.3(3) . . ?
C008 C005 C00B 118.7(4) . . ?
C00B C005 C007 118.0(4) . . ?
C00A C006 C009 105.5(3) . . ?
C00C C006 C009 136.1(4) . . ?
C00C C006 C00A 118.3(4) . . ?
N004 C007 C005 118.9(3) . . ?
N004 C007 C009 107.6(3) . . ?
C009 C007 C005 133.3(3) . . ?
C005 C008 H008 119.7 . . ?
C00D C008 C005 120.6(4) . . ?
C00D C008 H008 119.7 . . ?
C006 C009 S001 123.5(3) . . ?
C007 C009 S001 125.5(3) . . ?
C007 C009 C006 108.3(3) . . ?
N004 C00A C006 107.9(3) . . ?
N004 C00A C00H 129.4(4) . . ?
C00H C00A C006 122.6(4) . . ?
C005 C00B H00B 120.2 . . ?
C00L C00B C005 119.6(4) . . ?
C00L C00B H00B 120.2 . . ?
C006 C00C H00C 120.1 . . ?
C00E C00C C006 119.7(4) . . ?
C00E C00C H00C 120.1 . . ?
C008 C00D H00D 119.1 . . ?
C008 C00D C00G 121.9(4) . . ?
C00G C00D H00D 119.1 . . ?
C00C C00E C00K 120.6(4) . . ?
C00C C00E C00R 122.3(5) . . ?
C00K C00E C00R 117.2(5) . . ?
C00I C00F S001 119.8(3) . . ?
C00I C00F C00N 119.9(4) . . ?
C00N C00F S001 120.0(3) . . ?
C00D C00G C00L 117.3(4) . . ?
C00D C00G C00P 121.8(5) . . ?
C00L C00G C00P 120.9(4) . . ?
C00A C00H H00H 121.4 . . ?
C00K C00H C00A 117.3(4) . . ?
C00K C00H H00H 121.4 . . ?
C00F C00I H00I 120.1 . . ?
C00F C00I C00J 119.8(4) . . ?
C00J C00I H00I 120.1 . . ?
C00I C00J H00J 119.5 . . ?
C00I C00J C00M 121.1(4) . . ?
C00M C00J H00J 119.5 . . ?
C00E C00K H00K 119.2 . . ?
C00H C00K C00E 121.5(4) . . ?
C00H C00K H00K 119.2 . . ?
C00B C00L C00G 121.9(4) . . ?
C00B C00L H00L 119.1 . . ?
C00G C00L H00L 119.1 . . ?
C00J C00M C00O 118.0(5) . . ?
C00J C00M C00Q 120.8(5) . . ?
C00O C00M C00Q 121.1(5) . . ?
C00F C00N H00N 120.2 . . ?
C00O C00N C00F 119.5(4) . . ?
C00O C00N H00N 120.2 . . ?
C00M C00O H00O 119.3 . . ?
C00N C00O C00M 121.5(5) . . ?
C00N C00O H00O 119.3 . . ?
C00G C00P H00A 109.5 . . ?
C00G C00P H00E 109.5 . . ?
C00G C00P H00F 109.5 . . ?
H00A C00P H00E 109.5 . . ?
H00A C00P H00F 109.5 . . ?
H00E C00P H00F 109.5 . . ?
C00M C00Q H00G 109.5 . . ?
C00M C00Q H00M 109.5 . . ?
C00M C00Q H00P 109.5 . . ?
H00G C00Q H00M 109.5 . . ?
H00G C00Q H00P 109.5 . . ?
H00M C00Q H00P 109.5 . . ?
C00E C00R H00Q 109.5 . . ?
C00E C00R H00R 109.5 . . ?
C00E C00R H00S 109.5 . . ?
H00Q C00R H00R 109.5 . . ?
H00Q C00R H00S 109.5 . . ?
H00R C00R H00S 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 C00F C00I C00J -174.6(3) . . . . ?
S001 C00F C00N C00O 173.8(3) . . . . ?
O002 S001 C009 C006 26.6(4) . . . . ?
O002 S001 C009 C007 -174.2(4) . . . . ?
O002 S001 C00F C00I -22.6(3) . . . . ?
O002 S001 C00F C00N 163.4(3) . . . . ?
O003 S001 C009 C006 156.7(3) . . . . ?
O003 S001 C009 C007 -44.0(4) . . . . ?
O003 S001 C00F C00I -150.6(3) . . . . ?
O003 S001 C00F C00N 35.3(3) . . . . ?
N004 C007 C009 S001 -163.8(3) . . . . ?
N004 C007 C009 C006 -1.9(4) . . . . ?
N004 C00A C00H C00K -175.8(4) . . . . ?
C005 C007 C009 S001 10.1(6) . . . . ?
C005 C007 C009 C006 171.9(4) . . . . ?
C005 C008 C00D C00G -0.5(6) . . . . ?
C005 C00B C00L C00G 0.8(7) . . . . ?
C006 C00A C00H C00K -0.2(6) . . . . ?
C006 C00C C00E C00K 0.2(6) . . . . ?
C006 C00C C00E C00R -179.2(4) . . . . ?
C007 N004 C00A C006 -1.7(4) . . . . ?
C007 N004 C00A C00H 174.4(4) . . . . ?
C007 C005 C008 C00D -177.5(3) . . . . ?
C007 C005 C00B C00L 177.4(4) . . . . ?
C008 C005 C007 N004 -140.2(4) . . . . ?
C008 C005 C007 C009 46.5(6) . . . . ?
C008 C005 C00B C00L -2.5(6) . . . . ?
C008 C00D C00G C00L -1.2(6) . . . . ?
C008 C00D C00G C00P 179.1(4) . . . . ?
C009 S001 C00F C00I 89.6(3) . . . . ?
C009 S001 C00F C00N -84.4(3) . . . . ?
C009 C006 C00A N004 0.5(4) . . . . ?
C009 C006 C00A C00H -176.0(4) . . . . ?
C009 C006 C00C C00E 174.9(4) . . . . ?
C00A N004 C007 C005 -172.6(3) . . . . ?
C00A N004 C007 C009 2.3(4) . . . . ?
C00A C006 C009 S001 163.2(3) . . . . ?
C00A C006 C009 C007 0.8(4) . . . . ?
C00A C006 C00C C00E -1.4(6) . . . . ?
C00A C00H C00K C00E -1.0(6) . . . . ?
C00B C005 C007 N004 40.0(5) . . . . ?
C00B C005 C007 C009 -133.3(5) . . . . ?
C00B C005 C008 C00D 2.4(6) . . . . ?
C00C C006 C009 S001 -13.4(7) . . . . ?
C00C C006 C009 C007 -175.8(4) . . . . ?
C00C C006 C00A N004 177.8(3) . . . . ?
C00C C006 C00A C00H 1.4(6) . . . . ?
C00C C00E C00K C00H 1.0(7) . . . . ?
C00D C00G C00L C00B 1.1(7) . . . . ?
C00F S001 C009 C006 -86.9(3) . . . . ?
C00F S001 C009 C007 72.4(4) . . . . ?
C00F C00I C00J C00M 2.8(7) . . . . ?
C00F C00N C00O C00M -1.0(7) . . . . ?
C00I C00F C00N C00O -0.2(6) . . . . ?
C00I C00J C00M C00O -3.9(7) . . . . ?
C00I C00J C00M C00Q 175.3(5) . . . . ?
C00J C00M C00O C00N 3.0(7) . . . . ?
C00N C00F C00I C00J -0.6(6) . . . . ?
C00P C00G C00L C00B -179.2(5) . . . . ?
C00Q C00M C00O C00N -176.2(5) . . . . ?
C00R C00E C00K C00H -179.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.128
_oxdiff_exptl_absorpt_empirical_full_min 0.777
####################################################################### 
# 
# 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_dt-223_auto
_database_code_depnum_ccdc_archive 'CCDC 2495886'
_audit_update_record             
;
2025-10-16 deposited with the CCDC.	2025-11-17 downloaded from the CCDC.
;
_audit_creation_date             2025-10-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 I N3 O2 S'
_chemical_formula_sum            'C18 H18 I N3 O2 S'
_chemical_formula_weight         467.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S I'
_chemical_oxdiff_usercomment     22-11-2024
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.6989(2)
_cell_length_b                   13.6394(3)
_cell_length_c                   17.7709(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.755(3)
_cell_angle_gamma                90
_cell_volume                     1844.35(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11064
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.8850
_cell_measurement_theta_min      1.9740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.866
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.106a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18586
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         1.890
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_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      2.00  27.00   0.50    0.44    --    5.38  97.00-102.00   50
  2  ω    -49.00 -19.00   0.50    0.44    --    5.38 -19.00 -30.00   60
  3  ω    -21.00  26.00   0.50    0.44    --   -5.23 -99.00 -30.00   94
  4  ω    -23.00   2.00   0.50    0.44    --   -5.23 -99.00  90.00   50
  5  ω    -27.00  36.00   0.50    0.44    --    5.38 -97.00 149.00  126
  6  ω    -77.00  10.00   0.50    0.44    --   -5.23 -57.00  60.00  174
  7  ω    -35.00   8.00   0.50    0.44    --   -5.23  97.00-102.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0016148000
_diffrn_orient_matrix_UB_12      -0.0447635000
_diffrn_orient_matrix_UB_13      -0.0204160000
_diffrn_orient_matrix_UB_21      0.0653762000
_diffrn_orient_matrix_UB_22      -0.0193784000
_diffrn_orient_matrix_UB_23      0.0285709000
_diffrn_orient_matrix_UB_31      -0.0664166000
_diffrn_orient_matrix_UB_32      -0.0180144000
_diffrn_orient_matrix_UB_33      0.0199660000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3353
_reflns_number_total             3773
_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 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.106a (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 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.735
_refine_diff_density_min         -1.052
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3773
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0485P)²+3.1715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0958
_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. Uiso/Uaniso restraints and constraints
Uanis(N12) = Uanis(N1) = Uanis(N2) = Uanis(C6) = Uanis(C11)
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C4(H4A,H4B), C1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C14(H14), C7(H7), C18(H18), C15(H15), C17(H17), C8(H8), C9(H9),
 C10(H10)
3.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_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
I1 I 0.12354(3) 0.02878(2) 0.35496(2) 0.03428(11) Uani 1 1 d . . . . .
S1 S 0.66648(10) 0.38730(5) 0.37873(5) 0.01789(17) Uani 1 1 d . . . . .
O2 O 0.6496(3) 0.48588(15) 0.40510(14) 0.0240(5) Uani 1 1 d . . . . .
O1 O 0.8378(3) 0.35137(16) 0.36912(14) 0.0257(5) Uani 1 1 d . . . . .
N2 N 0.3107(3) 0.50277(19) 0.29154(16) 0.0208(3) Uani 1 1 d . . . . .
N1 N 0.3896(3) 0.56260(18) 0.24523(15) 0.0208(3) Uani 1 1 d . . . . .
N12 N 0.3497(3) 0.65294(18) 0.25831(15) 0.0208(3) Uani 1 1 d . . . . .
C2 C 0.3420(4) 0.3994(2) 0.29001(16) 0.0165(6) Uani 1 1 d . . . . .
C13 C 0.5757(4) 0.3078(2) 0.44067(18) 0.0179(6) Uani 1 1 d . . . . .
C3 C 0.2086(4) 0.3370(2) 0.29000(17) 0.0189(6) Uani 1 1 d . . . . .
H3 H 0.095047 0.364463 0.289374 0.023 Uiso 1 1 calc R U . . .
C5 C 0.1272(4) 0.1869(2) 0.35352(19) 0.0238(7) Uani 1 1 d . . . . .
H5A H 0.004832 0.211612 0.345856 0.029 Uiso 1 1 calc R U . . .
H5B H 0.186199 0.211141 0.403441 0.029 Uiso 1 1 calc R U . . .
C6 C 0.2175(4) 0.5575(2) 0.33600(19) 0.0208(3) Uani 1 1 d . . . . .
C14 C 0.6086(4) 0.2072(2) 0.43766(18) 0.0213(6) Uani 1 1 d . . . . .
H14 H 0.678427 0.181636 0.402533 0.026 Uiso 1 1 calc R U . . .
C11 C 0.2448(4) 0.6538(2) 0.31446(18) 0.0208(3) Uani 1 1 d . . . . .
C16 C 0.4326(4) 0.1827(2) 0.53825(18) 0.0226(6) Uani 1 1 d . . . . .
C7 C 0.1171(4) 0.5344(2) 0.39286(19) 0.0214(6) Uani 1 1 d . . . . .
H7 H 0.098101 0.468562 0.407167 0.026 Uiso 1 1 calc R U . . .
C18 C 0.4743(4) 0.3459(2) 0.49149(18) 0.0202(6) Uani 1 1 d . . . . .
H18 H 0.452865 0.414432 0.492990 0.024 Uiso 1 1 calc R U . . .
C4 C 0.2220(4) 0.2272(2) 0.29089(19) 0.0207(6) Uani 1 1 d . . . . .
H4A H 0.347085 0.207247 0.300276 0.025 Uiso 1 1 calc R U . . .
H4B H 0.168162 0.200458 0.240966 0.025 Uiso 1 1 calc R U . . .
C15 C 0.5376(4) 0.1458(2) 0.48680(19) 0.0235(7) Uani 1 1 d . . . . .
H15 H 0.560230 0.077347 0.485713 0.028 Uiso 1 1 calc R U . . .
C17 C 0.4043(4) 0.2831(2) 0.54015(18) 0.0226(6) Uani 1 1 d . . . . .
H17 H 0.335652 0.309180 0.575521 0.027 Uiso 1 1 calc R U . . .
C1 C 0.5303(4) 0.3731(2) 0.28882(17) 0.0172(6) Uani 1 1 d . . . . .
H1A H 0.576835 0.414844 0.250902 0.021 Uiso 1 1 calc R U . . .
H1B H 0.536494 0.304095 0.272134 0.021 Uiso 1 1 calc R U . . .
C8 C 0.0477(4) 0.6125(2) 0.42665(19) 0.0255(7) Uani 1 1 d . . . . .
H8 H -0.021756 0.600262 0.465497 0.031 Uiso 1 1 calc R U . . .
C9 C 0.0755(4) 0.7106(2) 0.4059(2) 0.0275(7) Uani 1 1 d . . . . .
H9 H 0.025879 0.762156 0.431521 0.033 Uiso 1 1 calc R U . . .
C10 C 0.1721(4) 0.7330(2) 0.3497(2) 0.0262(7) Uani 1 1 d . . . . .
H10 H 0.189368 0.798935 0.335240 0.031 Uiso 1 1 calc R U . . .
C19 C 0.3495(5) 0.1137(3) 0.5887(2) 0.0326(8) Uani 1 1 d . . . . .
H19A H 0.253672 0.077681 0.558018 0.049 Uiso 1 1 calc R U . . .
H19B H 0.302797 0.151304 0.628147 0.049 Uiso 1 1 calc R U . . .
H19C H 0.438018 0.067197 0.612770 0.049 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
I1 C5 2.157(3) . ?
S1 O2 1.436(2) . ?
S1 O1 1.442(2) . ?
S1 C13 1.763(3) . ?
S1 C1 1.783(3) . ?
N2 N1 1.366(4) . ?
N2 C2 1.431(4) . ?
N2 C6 1.367(4) . ?
N1 N12 1.300(4) . ?
N12 C11 1.376(4) . ?
C2 C3 1.334(4) . ?
C2 C1 1.497(4) . ?
C13 C14 1.398(4) . ?
C13 C18 1.382(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.501(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.524(4) . ?
C6 C11 1.393(4) . ?
C6 C7 1.399(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(5) . ?
C11 C10 1.407(4) . ?
C16 C15 1.403(5) . ?
C16 C17 1.388(5) . ?
C16 C19 1.508(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.371(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.383(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C15 H15 0.9500 . ?
C17 H17 0.9500 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C8 H8 0.9500 . ?
C8 C9 1.412(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.366(5) . ?
C10 H10 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
O2 S1 O1 119.12(14) . . ?
O2 S1 C13 107.92(14) . . ?
O2 S1 C1 108.91(14) . . ?
O1 S1 C13 108.78(14) . . ?
O1 S1 C1 106.30(14) . . ?
C13 S1 C1 104.94(14) . . ?
N1 N2 C2 119.0(2) . . ?
N1 N2 C6 110.0(2) . . ?
C6 N2 C2 130.8(3) . . ?
N12 N1 N2 108.6(2) . . ?
N1 N12 C11 108.6(2) . . ?
N2 C2 C1 113.8(2) . . ?
C3 C2 N2 119.8(3) . . ?
C3 C2 C1 126.4(3) . . ?
C14 C13 S1 119.2(2) . . ?
C18 C13 S1 119.6(2) . . ?
C18 C13 C14 121.2(3) . . ?
C2 C3 H3 117.1 . . ?
C2 C3 C4 125.8(3) . . ?
C4 C3 H3 117.1 . . ?
I1 C5 H5A 109.2 . . ?
I1 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C4 C5 I1 112.2(2) . . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
N2 C6 C11 104.0(3) . . ?
N2 C6 C7 133.7(3) . . ?
C11 C6 C7 122.3(3) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.7(3) . . ?
C15 C14 H14 120.7 . . ?
N12 C11 C6 108.7(3) . . ?
N12 C11 C10 130.3(3) . . ?
C6 C11 C10 121.0(3) . . ?
C15 C16 C19 120.1(3) . . ?
C17 C16 C15 118.6(3) . . ?
C17 C16 C19 121.3(3) . . ?
C6 C7 H7 122.1 . . ?
C8 C7 C6 115.8(3) . . ?
C8 C7 H7 122.1 . . ?
C13 C18 H18 120.4 . . ?
C13 C18 C17 119.2(3) . . ?
C17 C18 H18 120.4 . . ?
C3 C4 C5 109.1(3) . . ?
C3 C4 H4A 109.9 . . ?
C3 C4 H4B 109.9 . . ?
C5 C4 H4A 109.9 . . ?
C5 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
C14 C15 C16 121.1(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
S1 C1 H1A 108.9 . . ?
S1 C1 H1B 108.9 . . ?
C2 C1 S1 113.6(2) . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C7 C8 H8 118.8 . . ?
C7 C8 C9 122.5(3) . . ?
C9 C8 H8 118.8 . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.6(3) . . ?
C10 C9 H9 119.2 . . ?
C11 C10 H10 121.6 . . ?
C9 C10 C11 116.8(3) . . ?
C9 C10 H10 121.6 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
I1 C5 C4 C3 176.2(2) . . . . ?
S1 C13 C14 C15 179.6(2) . . . . ?
S1 C13 C18 C17 -179.7(2) . . . . ?
O2 S1 C13 C14 -166.4(3) . . . . ?
O2 S1 C13 C18 13.3(3) . . . . ?
O2 S1 C1 C2 -55.2(2) . . . . ?
O1 S1 C13 C14 -35.9(3) . . . . ?
O1 S1 C13 C18 143.8(3) . . . . ?
O1 S1 C1 C2 175.3(2) . . . . ?
N2 N1 N12 C11 0.7(4) . . . . ?
N2 C2 C3 C4 -178.0(3) . . . . ?
N2 C2 C1 S1 75.7(3) . . . . ?
N2 C6 C11 N12 0.7(4) . . . . ?
N2 C6 C11 C10 -178.3(3) . . . . ?
N2 C6 C7 C8 177.8(4) . . . . ?
N1 N2 C2 C3 -136.8(3) . . . . ?
N1 N2 C2 C1 43.4(4) . . . . ?
N1 N2 C6 C11 -0.3(4) . . . . ?
N1 N2 C6 C7 -178.7(4) . . . . ?
N1 N12 C11 C6 -0.9(4) . . . . ?
N1 N12 C11 C10 178.0(3) . . . . ?
N12 C11 C10 C9 -178.4(3) . . . . ?
C2 N2 N1 N12 -177.2(3) . . . . ?
C2 N2 C6 C11 176.1(3) . . . . ?
C2 N2 C6 C7 -2.3(6) . . . . ?
C2 C3 C4 C5 130.0(3) . . . . ?
C13 S1 C1 C2 60.1(2) . . . . ?
C13 C14 C15 C16 0.8(5) . . . . ?
C13 C18 C17 C16 -0.7(5) . . . . ?
C3 C2 C1 S1 -104.1(3) . . . . ?
C6 N2 N1 N12 -0.3(4) . . . . ?
C6 N2 C2 C3 47.0(5) . . . . ?
C6 N2 C2 C1 -132.8(3) . . . . ?
C6 C11 C10 C9 0.4(5) . . . . ?
C6 C7 C8 C9 -0.2(5) . . . . ?
C14 C13 C18 C17 0.0(5) . . . . ?
C11 C6 C7 C8 -0.4(5) . . . . ?
C7 C6 C11 N12 179.3(3) . . . . ?
C7 C6 C11 C10 0.3(5) . . . . ?
C7 C8 C9 C10 0.9(6) . . . . ?
C18 C13 C14 C15 0.0(5) . . . . ?
C15 C16 C17 C18 1.4(5) . . . . ?
C17 C16 C15 C14 -1.4(5) . . . . ?
C1 S1 C13 C14 77.6(3) . . . . ?
C1 S1 C13 C18 -102.8(3) . . . . ?
C1 C2 C3 C4 1.7(5) . . . . ?
C8 C9 C10 C11 -1.0(5) . . . . ?
C19 C16 C15 C14 177.1(3) . . . . ?
C19 C16 C17 C18 -177.1(3) . . . . ?

_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 1.443
_oxdiff_exptl_absorpt_empirical_full_min 0.633
####################################################################### 
# 
# 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_dt-153_auto
_database_code_depnum_ccdc_archive 'CCDC 2453343'
_audit_update_record             
;
2025-05-22 deposited with the CCDC.	2025-11-17 downloaded from the CCDC.
;
_audit_creation_date             2024-12-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H19 N O3 S'
_chemical_formula_sum            'C22 H19 N O3 S'
_chemical_formula_weight         377.44
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     04-12-2024
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.1706(8)
_cell_length_b                   11.7513(8)
_cell_length_c                   21.1278(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3766.5(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7041
_cell_measurement_temperature    295.0(2)
_cell_measurement_theta_max      29.4850
_cell_measurement_theta_min      1.9560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.106a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_unetI/netI     0.0717
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            20539
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.365
_diffrn_reflns_theta_min         1.928
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_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    -33.00   0.00   0.50    6.00    --   -5.54  98.00 163.00   66
  2  ω     -9.00  24.00   0.50    6.00    --   -5.54 -98.00  56.00   66
  3  ω    -78.00 -12.00   0.50    6.00    --   -5.54 -57.00 -30.00  132
  4  ω    -21.00  24.00   0.50    6.00    --   -5.54 -99.00-120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0095895000
_diffrn_orient_matrix_UB_12      -0.0431474000
_diffrn_orient_matrix_UB_13      0.0117694000
_diffrn_orient_matrix_UB_21      0.0241196000
_diffrn_orient_matrix_UB_22      -0.0123744000
_diffrn_orient_matrix_UB_23      -0.0294644000
_diffrn_orient_matrix_UB_31      0.0545097000
_diffrn_orient_matrix_UB_32      0.0130281000
_diffrn_orient_matrix_UB_33      0.0109728000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_full    0.942
_reflns_Friedel_fraction_max     0.923
_reflns_number_gt                4876
_reflns_number_total             7412
_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 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.106a (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 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 1756 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(7)
_refine_ls_extinction_coef       0.0011(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     492
_refine_ls_number_reflns         7412
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0508P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1224
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N007(H007), N008(H008), C00D(H00D), C00K(H00K), C00M(H00M), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00U(H00U), C00V(H00V), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C010(H010), C011(H011), C013(H013), C014(H014), C015(H015),
 C016(H016), C017(H017), C018(H018), C01A(H01A), C01B(H01J), C01D(H01E),
 C01E(H01K), C01F(H01F)
2.b Idealised Me refined as rotating group:
 C01C(H01B,H01C,H01D), C01G(H01G,H01H,H01I), C01H(H01L,H01M,H01N), C01I(H01O,
 H01P,H01Q)
;
_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
S01 S 0.25830(7) -0.02487(11) 0.44956(6) 0.0537(3) Uani 1 1 d . . . . .
S02 S -0.20048(8) -0.47779(12) 0.54403(7) 0.0544(4) Uani 1 1 d . . . . .
O003 O 0.3239(2) -0.0392(3) 0.49843(18) 0.0684(11) Uani 1 1 d . . . . .
O004 O 0.0019(3) 0.3608(3) 0.28783(17) 0.0705(11) Uani 1 1 d . . . . .
O005 O 0.2619(2) 0.0737(3) 0.4098(2) 0.0755(12) Uani 1 1 d . . . . .
O006 O -0.2662(2) -0.4627(4) 0.49543(18) 0.0703(11) Uani 1 1 d . . . . .
N007 N 0.0113(2) -0.0282(4) 0.4981(2) 0.0517(11) Uani 1 1 d . . . . .
H007 H -0.043308 -0.010547 0.493244 0.062 Uiso 1 1 calc R U . . .
N008 N 0.0474(2) -0.4591(3) 0.4999(2) 0.0504(10) Uani 1 1 d . . . . .
H008 H 0.102463 -0.472815 0.505749 0.060 Uiso 1 1 calc R U . . .
O009 O -0.2042(2) -0.5781(4) 0.5824(2) 0.0801(12) Uani 1 1 d . . . . .
O00A O 0.0679(3) -0.8381(4) 0.71442(19) 0.0836(13) Uani 1 1 d . . . . .
C00B C -0.0772(3) -0.3856(4) 0.4602(2) 0.0453(12) Uani 1 1 d . . . . .
C00C C 0.0421(3) -0.1062(4) 0.5415(2) 0.0452(11) Uani 1 1 d . . . . .
C00D C 0.0787(4) -0.6559(5) 0.6730(3) 0.0618(14) Uani 1 1 d . . . . .
H00D H 0.117494 -0.638955 0.705749 0.074 Uiso 1 1 calc R U . . .
C00E C 0.0786(3) 0.0172(4) 0.4639(2) 0.0497(12) Uani 1 1 d . . . . .
C00F C -0.0982(3) -0.4655(4) 0.5088(2) 0.0469(12) Uani 1 1 d . . . . .
C00G C -0.2083(3) -0.3602(4) 0.5945(2) 0.0454(12) Uani 1 1 d . . . . .
C00H C -0.0199(3) -0.5104(4) 0.5326(2) 0.0478(11) Uani 1 1 d . . . . .
C00I C 0.1340(3) -0.1119(4) 0.5348(2) 0.0460(11) Uani 1 1 d . . . . .
C00J C 0.0002(3) -0.5964(4) 0.5805(2) 0.0494(12) Uani 1 1 d . . . . .
C00K C -0.1256(3) -0.3149(4) 0.4198(2) 0.0572(13) Uani 1 1 d . . . . .
H00K H -0.186798 -0.312689 0.422189 0.069 Uiso 1 1 calc R U . . .
C00L C 0.2650(3) -0.1456(4) 0.4001(2) 0.0491(12) Uani 1 1 d . . . . .
C00M C 0.0585(3) -0.5740(5) 0.6289(2) 0.0542(13) Uani 1 1 d . . . . .
H00M H 0.084472 -0.502485 0.631829 0.065 Uiso 1 1 calc R U . . .
C00N C 0.1566(3) -0.0326(4) 0.4853(2) 0.0480(12) Uani 1 1 d . . . . .
C00O C 0.0611(3) 0.1070(4) 0.4174(2) 0.0472(11) Uani 1 1 d . . . . .
C00P C -0.0035(3) -0.1688(5) 0.5861(3) 0.0598(14) Uani 1 1 d . . . . .
H00P H -0.064494 -0.163871 0.589805 0.072 Uiso 1 1 calc R U . . .
C00Q C -0.1771(4) -0.3693(6) 0.6560(2) 0.0655(15) Uani 1 1 d . . . . .
H00Q H -0.152957 -0.437334 0.670352 0.079 Uiso 1 1 calc R U . . .
C00R C 0.3010(3) -0.2459(5) 0.4209(3) 0.0575(13) Uani 1 1 d . . . . .
H00R H 0.321953 -0.251354 0.462134 0.069 Uiso 1 1 calc R U . . .
C00S C 0.0146(3) -0.3825(4) 0.4563(2) 0.0490(12) Uani 1 1 d . . . . .
C00T C 0.0422(4) -0.7625(5) 0.6692(2) 0.0604(14) Uani 1 1 d . . . . .
C00U C 0.1808(3) -0.1840(5) 0.5753(3) 0.0582(13) Uani 1 1 d . . . . .
H00U H 0.241795 -0.189244 0.572355 0.070 Uiso 1 1 calc R U . . .
C00V C 0.3066(4) -0.3385(5) 0.3814(3) 0.0624(14) Uani 1 1 d . . . . .
H00V H 0.331424 -0.405870 0.396106 0.075 Uiso 1 1 calc R U . . .
C00W C 0.0237(4) 0.2819(4) 0.3325(2) 0.0554(13) Uani 1 1 d . . . . .
C00X C -0.0813(4) -0.2489(5) 0.3767(3) 0.0657(15) Uani 1 1 d . . . . .
H00X H -0.113257 -0.202886 0.349239 0.079 Uiso 1 1 calc R U . . .
C00Y C 0.0597(3) -0.3142(5) 0.4139(3) 0.0574(13) Uani 1 1 d . . . . .
H00Y H 0.120948 -0.312168 0.413018 0.069 Uiso 1 1 calc R U . . .
C00Z C -0.2423(3) -0.2578(5) 0.5743(3) 0.0590(14) Uani 1 1 d . . . . .
H00Z H -0.262954 -0.250280 0.533085 0.071 Uiso 1 1 calc R U . . .
C010 C 0.0446(4) -0.2377(5) 0.6245(3) 0.0666(16) Uani 1 1 d . . . . .
H010 H 0.015767 -0.280467 0.655203 0.080 Uiso 1 1 calc R U . . .
C011 C 0.1363(4) -0.2462(5) 0.6190(3) 0.0653(15) Uani 1 1 d . . . . .
H011 H 0.167147 -0.295111 0.645623 0.078 Uiso 1 1 calc R U . . .
C012 C 0.2757(4) -0.3325(6) 0.3203(3) 0.0658(15) Uani 1 1 d . . . . .
C013 C 0.0949(4) 0.2146(5) 0.4243(3) 0.0745(17) Uani 1 1 d . . . . .
H013 H 0.131674 0.229197 0.458595 0.089 Uiso 1 1 calc R U . . .
C014 C -0.2458(4) -0.1660(5) 0.6153(3) 0.0712(16) Uani 1 1 d . . . . .
H014 H -0.268546 -0.097019 0.601181 0.085 Uiso 1 1 calc R U . . .
C015 C -0.1821(4) -0.2771(7) 0.6954(3) 0.083(2) Uani 1 1 d . . . . .
H015 H -0.161394 -0.284359 0.736635 0.099 Uiso 1 1 calc R U . . .
C016 C 0.0098(4) -0.2491(5) 0.3730(3) 0.0657(15) Uani 1 1 d . . . . .
H016 H 0.037774 -0.204782 0.342555 0.079 Uiso 1 1 calc R U . . .
C017 C 0.2382(4) -0.2317(6) 0.3002(3) 0.0736(17) Uani 1 1 d . . . . .
H017 H 0.216102 -0.226961 0.259272 0.088 Uiso 1 1 calc R U . . .
C018 C 0.2326(4) -0.1391(5) 0.3387(2) 0.0643(15) Uani 1 1 d . . . . .
H018 H 0.207282 -0.072045 0.324043 0.077 Uiso 1 1 calc R U . . .
C019 C -0.2160(4) -0.1756(7) 0.6768(3) 0.0773(19) Uani 1 1 d . . . . .
C01A C 0.0766(4) 0.3021(5) 0.3827(3) 0.0742(17) Uani 1 1 d . . . . .
H01A H 0.100487 0.374117 0.389091 0.089 Uiso 1 1 calc R U . . .
C01B C -0.0346(4) -0.7049(5) 0.5770(3) 0.0760(17) Uani 1 1 d . . . . .
H01J H -0.072952 -0.722449 0.544107 0.091 Uiso 1 1 calc R U . . .
C01C C 0.0253(5) 0.4755(5) 0.2995(3) 0.0824(19) Uani 1 1 d . . . . .
H01B H 0.008705 0.521500 0.263856 0.124 Uiso 1 1 calc R U . . .
H01C H 0.087854 0.480780 0.305841 0.124 Uiso 1 1 calc R U . . .
H01D H -0.004690 0.502160 0.336639 0.124 Uiso 1 1 calc R U . . .
C01D C -0.0127(4) 0.1758(5) 0.3248(3) 0.0696(16) Uani 1 1 d . . . . .
H01E H -0.050599 0.162350 0.291021 0.084 Uiso 1 1 calc R U . . .
C01E C -0.0145(5) -0.7871(6) 0.6202(3) 0.0834(19) Uani 1 1 d . . . . .
H01K H -0.038951 -0.859335 0.616587 0.100 Uiso 1 1 calc R U . . .
C01F C 0.0061(4) 0.0890(5) 0.3666(3) 0.0666(16) Uani 1 1 d . . . . .
H01F H -0.018768 0.017497 0.360446 0.080 Uiso 1 1 calc R U . . .
C01G C 0.2821(5) -0.4336(6) 0.2772(4) 0.095(2) Uani 1 1 d . . . . .
H01G H 0.341534 -0.440972 0.262166 0.142 Uiso 1 1 calc R U . . .
H01H H 0.243039 -0.423528 0.241927 0.142 Uiso 1 1 calc R U . . .
H01I H 0.265845 -0.501074 0.300040 0.142 Uiso 1 1 calc R U . . .
C01H C -0.2187(6) -0.0757(8) 0.7217(4) 0.132(4) Uani 1 1 d . . . . .
H01L H -0.159785 -0.056378 0.734311 0.198 Uiso 1 1 calc R U . . .
H01M H -0.252697 -0.095575 0.758382 0.198 Uiso 1 1 calc R U . . .
H01N H -0.245333 -0.011766 0.700896 0.198 Uiso 1 1 calc R U . . .
C01I C 0.0411(7) -0.9523(7) 0.7073(4) 0.133(4) Uani 1 1 d . . . . .
H01O H 0.057127 -0.978864 0.665929 0.200 Uiso 1 1 calc R U . . .
H01P H -0.021644 -0.957409 0.712448 0.200 Uiso 1 1 calc R U . . .
H01Q H 0.069608 -0.998362 0.738783 0.200 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
S01 O003 1.444(4) . ?
S01 O005 1.433(4) . ?
S01 C00L 1.765(5) . ?
S01 C00N 1.721(5) . ?
S02 O006 1.442(4) . ?
S02 O009 1.431(4) . ?
S02 C00F 1.727(5) . ?
S02 C00G 1.749(5) . ?
O004 C00W 1.364(6) . ?
O004 C01C 1.415(7) . ?
N007 H007 0.8600 . ?
N007 C00C 1.378(6) . ?
N007 C00E 1.360(6) . ?
N008 H008 0.8600 . ?
N008 C00H 1.372(6) . ?
N008 C00S 1.381(6) . ?
O00A C00T 1.362(6) . ?
O00A C01I 1.410(8) . ?
C00B C00F 1.427(7) . ?
C00B C00K 1.399(7) . ?
C00B C00S 1.396(6) . ?
C00C C00I 1.403(6) . ?
C00C C00P 1.382(7) . ?
C00D H00D 0.9300 . ?
C00D C00M 1.374(8) . ?
C00D C00T 1.371(8) . ?
C00E C00N 1.396(7) . ?
C00E C00O 1.465(7) . ?
C00F C00H 1.394(7) . ?
C00G C00Q 1.388(7) . ?
C00G C00Z 1.377(7) . ?
C00H C00J 1.462(7) . ?
C00I C00N 1.443(7) . ?
C00I C00U 1.397(7) . ?
C00J C00M 1.378(7) . ?
C00J C01B 1.382(7) . ?
C00K H00K 0.9300 . ?
C00K C00X 1.373(7) . ?
C00L C00R 1.371(7) . ?
C00L C018 1.389(7) . ?
C00M H00M 0.9300 . ?
C00O C013 1.372(7) . ?
C00O C01F 1.375(7) . ?
C00P H00P 0.9300 . ?
C00P C010 1.358(8) . ?
C00Q H00Q 0.9300 . ?
C00Q C015 1.367(9) . ?
C00R H00R 0.9300 . ?
C00R C00V 1.373(8) . ?
C00S C00Y 1.383(7) . ?
C00T C01E 1.377(8) . ?
C00U H00U 0.9300 . ?
C00U C011 1.357(8) . ?
C00V H00V 0.9300 . ?
C00V C012 1.376(8) . ?
C00W C01A 1.351(7) . ?
C00W C01D 1.373(7) . ?
C00X H00X 0.9300 . ?
C00X C016 1.384(8) . ?
C00Y H00Y 0.9300 . ?
C00Y C016 1.380(8) . ?
C00Z H00Z 0.9300 . ?
C00Z C014 1.383(8) . ?
C010 H010 0.9300 . ?
C010 C011 1.400(8) . ?
C011 H011 0.9300 . ?
C012 C017 1.380(9) . ?
C012 C01G 1.499(9) . ?
C013 H013 0.9300 . ?
C013 C01A 1.383(8) . ?
C014 H014 0.9300 . ?
C014 C019 1.382(9) . ?
C015 H015 0.9300 . ?
C015 C019 1.357(10) . ?
C016 H016 0.9300 . ?
C017 H017 0.9300 . ?
C017 C018 1.361(8) . ?
C018 H018 0.9300 . ?
C019 C01H 1.509(9) . ?
C01A H01A 0.9300 . ?
C01B H01J 0.9300 . ?
C01B C01E 1.363(9) . ?
C01C H01B 0.9600 . ?
C01C H01C 0.9600 . ?
C01C H01D 0.9600 . ?
C01D H01E 0.9300 . ?
C01D C01F 1.380(8) . ?
C01E H01K 0.9300 . ?
C01F H01F 0.9300 . ?
C01G H01G 0.9600 . ?
C01G H01H 0.9600 . ?
C01G H01I 0.9600 . ?
C01H H01L 0.9600 . ?
C01H H01M 0.9600 . ?
C01H H01N 0.9600 . ?
C01I H01O 0.9600 . ?
C01I H01P 0.9600 . ?
C01I H01Q 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S01 C00L 106.8(2) . . ?
O003 S01 C00N 107.3(2) . . ?
O005 S01 O003 119.2(3) . . ?
O005 S01 C00L 107.5(2) . . ?
O005 S01 C00N 109.6(2) . . ?
C00N S01 C00L 105.6(2) . . ?
O006 S02 C00F 107.7(2) . . ?
O006 S02 C00G 106.8(2) . . ?
O009 S02 O006 118.5(3) . . ?
O009 S02 C00F 110.4(2) . . ?
O009 S02 C00G 107.6(3) . . ?
C00F S02 C00G 105.0(2) . . ?
C00W O004 C01C 117.8(4) . . ?
C00C N007 H007 124.4 . . ?
C00E N007 H007 124.4 . . ?
C00E N007 C00C 111.1(4) . . ?
C00H N008 H008 124.6 . . ?
C00H N008 C00S 110.8(4) . . ?
C00S N008 H008 124.6 . . ?
C00T O00A C01I 117.7(5) . . ?
C00K C00B C00F 135.4(4) . . ?
C00S C00B C00F 106.4(4) . . ?
C00S C00B C00K 118.2(5) . . ?
N007 C00C C00I 107.6(4) . . ?
N007 C00C C00P 129.7(4) . . ?
C00P C00C C00I 122.7(5) . . ?
C00M C00D H00D 119.7 . . ?
C00T C00D H00D 119.7 . . ?
C00T C00D C00M 120.7(5) . . ?
N007 C00E C00N 107.4(4) . . ?
N007 C00E C00O 120.2(4) . . ?
C00N C00E C00O 132.3(5) . . ?
C00B C00F S02 124.5(4) . . ?
C00H C00F S02 125.3(4) . . ?
C00H C00F C00B 108.5(4) . . ?
C00Q C00G S02 119.2(4) . . ?
C00Z C00G S02 121.8(4) . . ?
C00Z C00G C00Q 119.0(5) . . ?
N008 C00H C00F 106.6(4) . . ?
N008 C00H C00J 119.8(4) . . ?
C00F C00H C00J 133.5(5) . . ?
C00C C00I C00N 106.1(4) . . ?
C00U C00I C00C 118.2(4) . . ?
C00U C00I C00N 135.7(4) . . ?
C00M C00J C00H 121.1(5) . . ?
C00M C00J C01B 117.4(5) . . ?
C01B C00J C00H 121.4(5) . . ?
C00B C00K H00K 120.6 . . ?
C00X C00K C00B 118.9(5) . . ?
C00X C00K H00K 120.6 . . ?
C00R C00L S01 121.7(4) . . ?
C00R C00L C018 119.1(5) . . ?
C018 C00L S01 119.2(4) . . ?
C00D C00M C00J 120.8(5) . . ?
C00D C00M H00M 119.6 . . ?
C00J C00M H00M 119.6 . . ?
C00E C00N S01 126.6(4) . . ?
C00E C00N C00I 107.8(4) . . ?
C00I C00N S01 124.4(4) . . ?
C013 C00O C00E 121.6(4) . . ?
C013 C00O C01F 116.9(5) . . ?
C01F C00O C00E 121.4(5) . . ?
C00C C00P H00P 121.4 . . ?
C010 C00P C00C 117.1(5) . . ?
C010 C00P H00P 121.4 . . ?
C00G C00Q H00Q 120.3 . . ?
C015 C00Q C00G 119.3(6) . . ?
C015 C00Q H00Q 120.3 . . ?
C00L C00R H00R 119.6 . . ?
C00L C00R C00V 120.7(5) . . ?
C00V C00R H00R 119.6 . . ?
N008 C00S C00B 107.6(4) . . ?
N008 C00S C00Y 129.3(4) . . ?
C00Y C00S C00B 123.1(5) . . ?
O00A C00T C00D 116.1(5) . . ?
O00A C00T C01E 124.7(6) . . ?
C00D C00T C01E 119.2(5) . . ?
C00I C00U H00U 120.3 . . ?
C011 C00U C00I 119.4(5) . . ?
C011 C00U H00U 120.3 . . ?
C00R C00V H00V 119.7 . . ?
C00R C00V C012 120.6(6) . . ?
C012 C00V H00V 119.7 . . ?
O004 C00W C01D 116.0(5) . . ?
C01A C00W O004 124.6(5) . . ?
C01A C00W C01D 119.4(5) . . ?
C00K C00X H00X 119.1 . . ?
C00K C00X C016 121.7(5) . . ?
C016 C00X H00X 119.1 . . ?
C00S C00Y H00Y 121.4 . . ?
C016 C00Y C00S 117.2(5) . . ?
C016 C00Y H00Y 121.4 . . ?
C00G C00Z H00Z 119.9 . . ?
C00G C00Z C014 120.1(5) . . ?
C014 C00Z H00Z 119.9 . . ?
C00P C010 H010 119.1 . . ?
C00P C010 C011 121.8(5) . . ?
C011 C010 H010 119.1 . . ?
C00U C011 C010 120.8(5) . . ?
C00U C011 H011 119.6 . . ?
C010 C011 H011 119.6 . . ?
C00V C012 C017 118.2(6) . . ?
C00V C012 C01G 120.4(6) . . ?
C017 C012 C01G 121.4(6) . . ?
C00O C013 H013 118.6 . . ?
C00O C013 C01A 122.9(5) . . ?
C01A C013 H013 118.6 . . ?
C00Z C014 H014 119.6 . . ?
C019 C014 C00Z 120.8(6) . . ?
C019 C014 H014 119.6 . . ?
C00Q C015 H015 118.6 . . ?
C019 C015 C00Q 122.8(6) . . ?
C019 C015 H015 118.6 . . ?
C00X C016 H016 119.6 . . ?
C00Y C016 C00X 120.9(5) . . ?
C00Y C016 H016 119.6 . . ?
C012 C017 H017 119.0 . . ?
C018 C017 C012 121.9(6) . . ?
C018 C017 H017 119.0 . . ?
C00L C018 H018 120.3 . . ?
C017 C018 C00L 119.4(5) . . ?
C017 C018 H018 120.3 . . ?
C014 C019 C01H 121.2(8) . . ?
C015 C019 C014 117.9(6) . . ?
C015 C019 C01H 120.8(7) . . ?
C00W C01A C013 119.2(5) . . ?
C00W C01A H01A 120.4 . . ?
C013 C01A H01A 120.4 . . ?
C00J C01B H01J 118.9 . . ?
C01E C01B C00J 122.2(6) . . ?
C01E C01B H01J 118.9 . . ?
O004 C01C H01B 109.5 . . ?
O004 C01C H01C 109.5 . . ?
O004 C01C H01D 109.5 . . ?
H01B C01C H01C 109.5 . . ?
H01B C01C H01D 109.5 . . ?
H01C C01C H01D 109.5 . . ?
C00W C01D H01E 119.6 . . ?
C00W C01D C01F 120.9(5) . . ?
C01F C01D H01E 119.6 . . ?
C00T C01E H01K 120.2 . . ?
C01B C01E C00T 119.6(6) . . ?
C01B C01E H01K 120.2 . . ?
C00O C01F C01D 120.7(5) . . ?
C00O C01F H01F 119.6 . . ?
C01D C01F H01F 119.6 . . ?
C012 C01G H01G 109.5 . . ?
C012 C01G H01H 109.5 . . ?
C012 C01G H01I 109.5 . . ?
H01G C01G H01H 109.5 . . ?
H01G C01G H01I 109.5 . . ?
H01H C01G H01I 109.5 . . ?
C019 C01H H01L 109.5 . . ?
C019 C01H H01M 109.5 . . ?
C019 C01H H01N 109.5 . . ?
H01L C01H H01M 109.5 . . ?
H01L C01H H01N 109.5 . . ?
H01M C01H H01N 109.5 . . ?
O00A C01I H01O 109.5 . . ?
O00A C01I H01P 109.5 . . ?
O00A C01I H01Q 109.5 . . ?
H01O C01I H01P 109.5 . . ?
H01O C01I H01Q 109.5 . . ?
H01P C01I H01Q 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
S01 C00L C00R C00V -179.2(4) . . . . ?
S01 C00L C018 C017 179.5(4) . . . . ?
S02 C00F C00H N008 -165.5(3) . . . . ?
S02 C00F C00H C00J 16.3(8) . . . . ?
S02 C00G C00Q C015 179.2(4) . . . . ?
S02 C00G C00Z C014 -178.7(4) . . . . ?
O003 S01 C00L C00R 22.0(5) . . . . ?
O003 S01 C00L C018 -158.4(4) . . . . ?
O003 S01 C00N C00E 153.8(4) . . . . ?
O003 S01 C00N C00I -40.5(5) . . . . ?
O004 C00W C01A C013 -179.1(6) . . . . ?
O004 C00W C01D C01F 178.9(5) . . . . ?
O005 S01 C00L C00R 151.0(4) . . . . ?
O005 S01 C00L C018 -29.4(5) . . . . ?
O005 S01 C00N C00E 23.0(5) . . . . ?
O005 S01 C00N C00I -171.2(4) . . . . ?
O006 S02 C00F C00B 39.1(5) . . . . ?
O006 S02 C00F C00H -157.3(4) . . . . ?
O006 S02 C00G C00Q 157.3(4) . . . . ?
O006 S02 C00G C00Z -24.6(4) . . . . ?
N007 C00C C00I C00N 0.3(5) . . . . ?
N007 C00C C00I C00U 178.4(5) . . . . ?
N007 C00C C00P C010 -178.1(5) . . . . ?
N007 C00E C00N S01 167.8(4) . . . . ?
N007 C00E C00N C00I 0.1(6) . . . . ?
N007 C00E C00O C013 115.9(6) . . . . ?
N007 C00E C00O C01F -60.4(7) . . . . ?
N008 C00H C00J C00M 53.4(7) . . . . ?
N008 C00H C00J C01B -123.1(6) . . . . ?
N008 C00S C00Y C016 176.7(5) . . . . ?
O009 S02 C00F C00B 169.8(4) . . . . ?
O009 S02 C00F C00H -26.6(5) . . . . ?
O009 S02 C00G C00Q 29.1(5) . . . . ?
O009 S02 C00G C00Z -152.8(4) . . . . ?
O00A C00T C01E C01B -179.0(6) . . . . ?
C00B C00F C00H N008 0.3(6) . . . . ?
C00B C00F C00H C00J -177.9(5) . . . . ?
C00B C00K C00X C016 -1.2(9) . . . . ?
C00B C00S C00Y C016 -1.8(8) . . . . ?
C00C N007 C00E C00N 0.1(6) . . . . ?
C00C N007 C00E C00O -176.5(4) . . . . ?
C00C C00I C00N S01 -168.3(4) . . . . ?
C00C C00I C00N C00E -0.3(5) . . . . ?
C00C C00I C00U C011 0.5(8) . . . . ?
C00C C00P C010 C011 -0.5(9) . . . . ?
C00D C00T C01E C01B -1.1(9) . . . . ?
C00E N007 C00C C00I -0.3(6) . . . . ?
C00E N007 C00C C00P 178.1(5) . . . . ?
C00E C00O C013 C01A -177.3(6) . . . . ?
C00E C00O C01F C01D 177.1(5) . . . . ?
C00F S02 C00G C00Q -88.5(4) . . . . ?
C00F S02 C00G C00Z 89.6(4) . . . . ?
C00F C00B C00K C00X -178.6(5) . . . . ?
C00F C00B C00S N008 1.1(5) . . . . ?
C00F C00B C00S C00Y 179.8(5) . . . . ?
C00F C00H C00J C00M -128.6(6) . . . . ?
C00F C00H C00J C01B 55.0(9) . . . . ?
C00G S02 C00F C00B -74.5(5) . . . . ?
C00G S02 C00F C00H 89.1(5) . . . . ?
C00G C00Q C015 C019 -0.5(9) . . . . ?
C00G C00Z C014 C019 -0.4(9) . . . . ?
C00H N008 C00S C00B -0.9(5) . . . . ?
C00H N008 C00S C00Y -179.5(5) . . . . ?
C00H C00J C00M C00D -178.5(5) . . . . ?
C00H C00J C01B C01E 178.0(6) . . . . ?
C00I C00C C00P C010 0.1(8) . . . . ?
C00I C00U C011 C010 -0.9(9) . . . . ?
C00J C01B C01E C00T 0.0(11) . . . . ?
C00K C00B C00F S02 -14.1(8) . . . . ?
C00K C00B C00F C00H 180.0(6) . . . . ?
C00K C00B C00S N008 -179.6(4) . . . . ?
C00K C00B C00S C00Y -0.9(7) . . . . ?
C00K C00X C016 C00Y -1.5(9) . . . . ?
C00L S01 C00N C00E -92.5(5) . . . . ?
C00L S01 C00N C00I 73.3(4) . . . . ?
C00L C00R C00V C012 -0.3(8) . . . . ?
C00M C00D C00T O00A 178.7(5) . . . . ?
C00M C00D C00T C01E 0.6(8) . . . . ?
C00M C00J C01B C01E 1.5(9) . . . . ?
C00N S01 C00L C00R -92.1(4) . . . . ?
C00N S01 C00L C018 87.5(4) . . . . ?
C00N C00E C00O C013 -59.8(8) . . . . ?
C00N C00E C00O C01F 123.9(6) . . . . ?
C00N C00I C00U C011 177.9(5) . . . . ?
C00O C00E C00N S01 -16.1(8) . . . . ?
C00O C00E C00N C00I 176.2(5) . . . . ?
C00O C013 C01A C00W -0.4(10) . . . . ?
C00P C00C C00I C00N -178.2(5) . . . . ?
C00P C00C C00I C00U -0.1(7) . . . . ?
C00P C010 C011 C00U 0.9(9) . . . . ?
C00Q C00G C00Z C014 -0.6(7) . . . . ?
C00Q C015 C019 C014 -0.5(10) . . . . ?
C00Q C015 C019 C01H -179.0(6) . . . . ?
C00R C00L C018 C017 -0.8(8) . . . . ?
C00R C00V C012 C017 -0.8(8) . . . . ?
C00R C00V C012 C01G 179.8(5) . . . . ?
C00S N008 C00H C00F 0.4(6) . . . . ?
C00S N008 C00H C00J 178.9(4) . . . . ?
C00S C00B C00F S02 165.1(4) . . . . ?
C00S C00B C00F C00H -0.9(5) . . . . ?
C00S C00B C00K C00X 2.3(7) . . . . ?
C00S C00Y C016 C00X 2.9(8) . . . . ?
C00T C00D C00M C00J 1.0(8) . . . . ?
C00U C00I C00N S01 14.1(8) . . . . ?
C00U C00I C00N C00E -177.8(6) . . . . ?
C00V C012 C017 C018 1.1(9) . . . . ?
C00W C01D C01F C00O 0.7(9) . . . . ?
C00Z C00G C00Q C015 1.1(8) . . . . ?
C00Z C014 C019 C015 0.9(9) . . . . ?
C00Z C014 C019 C01H 179.4(6) . . . . ?
C012 C017 C018 C00L -0.3(9) . . . . ?
C013 C00O C01F C01D 0.7(8) . . . . ?
C018 C00L C00R C00V 1.1(7) . . . . ?
C01A C00W C01D C01F -1.9(9) . . . . ?
C01B C00J C00M C00D -1.9(7) . . . . ?
C01C O004 C00W C01A -9.8(8) . . . . ?
C01C O004 C00W C01D 169.4(5) . . . . ?
C01D C00W C01A C013 1.8(9) . . . . ?
C01F C00O C013 C01A -0.8(9) . . . . ?
C01G C012 C017 C018 -179.5(6) . . . . ?
C01I O00A C00T C00D -171.8(6) . . . . ?
C01I O00A C00T C01E 6.2(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.304
_oxdiff_exptl_absorpt_empirical_full_min 0.740
