# Electronic Supplementary Material (ESI) for Chemical Science.
# 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. 
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#######################################################################

data_cu_1008_2_0m
_database_code_depnum_ccdc_archive 'CCDC 2335107'
loop_
_audit_author_name
_audit_author_address
'Biming Mao'
;sdfmu
China
;
_audit_update_record             
;
2024-02-25 deposited with the CCDC.	2024-05-16 downloaded from the CCDC.
;
_audit_creation_date             2023-10-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 N O3 S'
_chemical_formula_sum            'C23 H23 N O3 S'
_chemical_formula_weight         393.48
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           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                   10.9922(2)
_cell_length_b                   11.1557(2)
_cell_length_c                   16.1415(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1979.36(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      74.56
_cell_measurement_theta_min      4.82
_shelx_estimated_absorpt_T_max   0.853
_shelx_estimated_absorpt_T_min   0.734
_exptl_absorpt_coefficient_mu    1.645
_exptl_absorpt_correction_T_max  0.0872
_exptl_absorpt_correction_T_min  0.0109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1047 before and 0.0591 after correction.
The Ratio of minimum to maximum transmission is 0.1250.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16934
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.600
_diffrn_reflns_theta_min         4.819
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           0.95
_diffrn_source_power             0.0475
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                3960
_reflns_number_total             3987
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         0.632
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details 
;
 Flack x determined using 1649 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.030(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3987
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0588
_refine_ls_restrained_S_all      1.133
_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)+(0.1052P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1293
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00A(H00A)
2.b Secondary CH2 refined with riding coordinates:
 C00D(H00D,H00E), C00I(H00H,H00I), C00O(H00N,H00O)
2.c Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00E(H00F), C00G(H00G), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C00Q(H00S), C00R(H00T)
2.d Idealised Me refined as rotating group:
 C00P(H00P,H00Q,H00R), C00S(H00U,H00V,H00W)
;
_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 0.07515(5) 0.28752(5) 0.76990(4) 0.0451(2) Uani 1 1 d . . . . .
O002 O 0.34688(16) 0.34789(16) 0.54846(12) 0.0465(4) Uani 1 1 d . . . . .
O003 O 0.1286(2) 0.4035(2) 0.78082(12) 0.0568(5) Uani 1 1 d . . . . .
O004 O 0.1171(2) 0.1910(2) 0.82107(13) 0.0591(5) Uani 1 1 d . . . . .
C005 C 0.4542(2) 0.1723(2) 0.68733(16) 0.0448(5) Uani 1 1 d . . . . .
C006 C 0.1608(2) 0.4272(2) 0.57911(16) 0.0445(5) Uani 1 1 d . . . . .
N007 N 0.0882(2) 0.25474(19) 0.67107(13) 0.0452(5) Uani 1 1 d . . . . .
C008 C 0.1774(2) 0.3157(2) 0.62261(15) 0.0440(5) Uani 1 1 d . . . . .
C009 C 0.2883(2) 0.2728(2) 0.60272(15) 0.0446(5) Uani 1 1 d . . . . .
C00A C 0.3532(2) 0.1585(2) 0.62328(16) 0.0454(5) Uani 1 1 d . . . . .
H00A H 0.391294 0.128215 0.571061 0.054 Uiso 1 1 calc R U . . .
C00B C 0.6385(3) 0.0947(3) 0.7494(2) 0.0559(6) Uani 1 1 d . . . . .
H00B H 0.704572 0.039840 0.748280 0.067 Uiso 1 1 calc R U . . .
C00C C 0.5528(2) 0.0933(2) 0.68598(18) 0.0507(6) Uani 1 1 d . . . . .
H00C H 0.561442 0.038306 0.641444 0.061 Uiso 1 1 calc R U . . .
C00D C 0.2627(2) 0.0611(2) 0.65382(16) 0.0469(5) Uani 1 1 d . . . . .
H00D H 0.301199 -0.018769 0.648664 0.056 Uiso 1 1 calc R U . . .
H00E H 0.244413 0.074809 0.713130 0.056 Uiso 1 1 calc R U . . .
C00E C 0.1145(3) -0.0418(3) 0.46233(18) 0.0546(6) Uani 1 1 d . . . . .
H00F H 0.082221 -0.120678 0.459756 0.065 Uiso 1 1 calc R U . . .
C00F C 0.1449(2) 0.0621(2) 0.60503(17) 0.0460(5) Uani 1 1 d . . . . .
C00G C 0.0695(2) 0.5133(2) 0.57338(16) 0.0489(5) Uani 1 1 d . . . . .
H00G H -0.003898 0.505502 0.603946 0.059 Uiso 1 1 calc R U . . .
C00H C 0.1297(3) 0.0066(2) 0.53446(16) 0.0489(5) Uani 1 1 d . . . . .
C00I C 0.0425(2) 0.1380(2) 0.64071(17) 0.0477(5) Uani 1 1 d . . . . .
H00H H -0.019784 0.151848 0.597466 0.057 Uiso 1 1 calc R U . . .
H00I H 0.003488 0.094256 0.686971 0.057 Uiso 1 1 calc R U . . .
C00J C 0.1968(3) 0.6225(2) 0.47597(17) 0.0517(6) Uani 1 1 d . . . . .
H00J H 0.207024 0.689851 0.440609 0.062 Uiso 1 1 calc R U . . .
C00K C 0.2887(3) 0.5381(2) 0.48117(16) 0.0481(5) Uani 1 1 d . . . . .
H00K H 0.361890 0.545528 0.450268 0.058 Uiso 1 1 calc R U . . .
C00L C 0.0889(3) 0.6109(2) 0.52176(17) 0.0514(6) Uani 1 1 d . . . . .
H00L H 0.028001 0.670992 0.517319 0.062 Uiso 1 1 calc R U . . .
C00M C 0.4452(2) 0.2543(3) 0.75211(16) 0.0486(5) Uani 1 1 d . . . . .
H00M H 0.379273 0.309312 0.753625 0.058 Uiso 1 1 calc R U . . .
C00N C 0.2683(2) 0.4417(2) 0.53405(15) 0.0453(5) Uani 1 1 d . . . . .
C00O C 0.1453(3) 0.0208(3) 0.38189(19) 0.0649(8) Uani 1 1 d . . . . .
H00N H 0.203327 -0.029536 0.350420 0.078 Uiso 1 1 calc R U . . .
H00O H 0.070336 0.028417 0.348308 0.078 Uiso 1 1 calc R U . . .
C00P C 0.1998(3) 0.1431(4) 0.3936(2) 0.0669(8) Uani 1 1 d . . . . .
H00P H 0.207438 0.182904 0.339735 0.100 Uiso 1 1 calc R U . . .
H00Q H 0.280430 0.135411 0.418990 0.100 Uiso 1 1 calc R U . . .
H00R H 0.147119 0.190907 0.429800 0.100 Uiso 1 1 calc R U . . .
C00Q C 0.5325(3) 0.2560(3) 0.81467(18) 0.0524(6) Uani 1 1 d . . . . .
H00S H 0.526343 0.312946 0.858225 0.063 Uiso 1 1 calc R U . . .
C00R C 0.6282(3) 0.1751(3) 0.81377(19) 0.0548(6) Uani 1 1 d . . . . .
H00T H 0.686287 0.175032 0.857322 0.066 Uiso 1 1 calc R U . . .
C00S C -0.0836(2) 0.2987(3) 0.78343(19) 0.0553(6) Uani 1 1 d . . . . .
H00U H -0.101646 0.316680 0.841578 0.083 Uiso 1 1 calc R U . . .
H00V H -0.121998 0.222632 0.768007 0.083 Uiso 1 1 calc R U . . .
H00W H -0.115439 0.363054 0.748229 0.083 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O003 1.432(2) . ?
S001 O004 1.433(2) . ?
S001 N007 1.643(2) . ?
S001 C00S 1.763(3) . ?
O002 C009 1.373(3) . ?
O002 C00N 1.377(3) . ?
C005 C00A 1.525(3) . ?
C005 C00C 1.397(4) . ?
C005 C00M 1.393(4) . ?
C006 C008 1.440(3) . ?
C006 C00G 1.392(4) . ?
C006 C00N 1.397(3) . ?
N007 C008 1.427(3) . ?
N007 C00I 1.479(3) . ?
C008 C009 1.348(4) . ?
C009 C00A 1.498(3) . ?
C00A H00A 1.0000 . ?
C00A C00D 1.553(4) . ?
C00B H00B 0.9500 . ?
C00B C00C 1.391(4) . ?
C00B C00R 1.377(5) . ?
C00C H00C 0.9500 . ?
C00D H00D 0.9900 . ?
C00D H00E 0.9900 . ?
C00D C00F 1.515(4) . ?
C00E H00F 0.9500 . ?
C00E C00H 1.294(4) . ?
C00E C00O 1.513(4) . ?
C00F C00H 1.307(4) . ?
C00F C00I 1.522(4) . ?
C00G H00G 0.9500 . ?
C00G C00L 1.387(4) . ?
C00I H00H 0.9900 . ?
C00I H00I 0.9900 . ?
C00J H00J 0.9500 . ?
C00J C00K 1.384(4) . ?
C00J C00L 1.404(4) . ?
C00K H00K 0.9500 . ?
C00K C00N 1.391(4) . ?
C00L H00L 0.9500 . ?
C00M H00M 0.9500 . ?
C00M C00Q 1.393(4) . ?
C00O H00N 0.9900 . ?
C00O H00O 0.9900 . ?
C00O C00P 1.502(6) . ?
C00P H00P 0.9800 . ?
C00P H00Q 0.9800 . ?
C00P H00R 0.9800 . ?
C00Q H00S 0.9500 . ?
C00Q C00R 1.386(5) . ?
C00R H00T 0.9500 . ?
C00S H00U 0.9800 . ?
C00S H00V 0.9800 . ?
C00S H00W 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S001 O004 118.41(14) . . ?
O003 S001 N007 106.55(11) . . ?
O003 S001 C00S 109.08(14) . . ?
O004 S001 N007 111.35(12) . . ?
O004 S001 C00S 107.48(15) . . ?
N007 S001 C00S 102.86(13) . . ?
C009 O002 C00N 106.13(19) . . ?
C00C C005 C00A 119.4(2) . . ?
C00M C005 C00A 121.5(2) . . ?
C00M C005 C00C 118.8(2) . . ?
C00G C006 C008 136.1(2) . . ?
C00G C006 C00N 119.6(2) . . ?
C00N C006 C008 104.3(2) . . ?
C008 N007 S001 119.09(17) . . ?
C008 N007 C00I 118.1(2) . . ?
C00I N007 S001 119.21(18) . . ?
N007 C008 C006 126.3(2) . . ?
C009 C008 C006 107.8(2) . . ?
C009 C008 N007 125.6(2) . . ?
O002 C009 C00A 116.0(2) . . ?
C008 C009 O002 111.0(2) . . ?
C008 C009 C00A 132.8(2) . . ?
C005 C00A H00A 107.5 . . ?
C005 C00A C00D 108.8(2) . . ?
C009 C00A C005 114.3(2) . . ?
C009 C00A H00A 107.5 . . ?
C009 C00A C00D 111.2(2) . . ?
C00D C00A H00A 107.5 . . ?
C00C C00B H00B 119.8 . . ?
C00R C00B H00B 119.8 . . ?
C00R C00B C00C 120.4(3) . . ?
C005 C00C H00C 119.8 . . ?
C00B C00C C005 120.5(3) . . ?
C00B C00C H00C 119.8 . . ?
C00A C00D H00D 109.2 . . ?
C00A C00D H00E 109.2 . . ?
H00D C00D H00E 107.9 . . ?
C00F C00D C00A 112.2(2) . . ?
C00F C00D H00D 109.2 . . ?
C00F C00D H00E 109.2 . . ?
C00H C00E H00F 118.3 . . ?
C00H C00E C00O 123.4(3) . . ?
C00O C00E H00F 118.3 . . ?
C00D C00F C00I 116.0(2) . . ?
C00H C00F C00D 123.9(2) . . ?
C00H C00F C00I 120.0(2) . . ?
C006 C00G H00G 121.0 . . ?
C00L C00G C006 118.1(2) . . ?
C00L C00G H00G 121.0 . . ?
C00E C00H C00F 176.3(3) . . ?
N007 C00I C00F 111.4(2) . . ?
N007 C00I H00H 109.4 . . ?
N007 C00I H00I 109.4 . . ?
C00F C00I H00H 109.4 . . ?
C00F C00I H00I 109.4 . . ?
H00H C00I H00I 108.0 . . ?
C00K C00J H00J 119.3 . . ?
C00K C00J C00L 121.5(3) . . ?
C00L C00J H00J 119.3 . . ?
C00J C00K H00K 121.8 . . ?
C00J C00K C00N 116.5(2) . . ?
C00N C00K H00K 121.8 . . ?
C00G C00L C00J 121.2(2) . . ?
C00G C00L H00L 119.4 . . ?
C00J C00L H00L 119.4 . . ?
C005 C00M H00M 119.9 . . ?
C00Q C00M C005 120.3(3) . . ?
C00Q C00M H00M 119.9 . . ?
O002 C00N C006 110.8(2) . . ?
O002 C00N C00K 126.2(2) . . ?
C00K C00N C006 123.1(2) . . ?
C00E C00O H00N 108.8 . . ?
C00E C00O H00O 108.8 . . ?
H00N C00O H00O 107.7 . . ?
C00P C00O C00E 113.6(3) . . ?
C00P C00O H00N 108.8 . . ?
C00P C00O H00O 108.8 . . ?
C00O C00P H00P 109.5 . . ?
C00O C00P H00Q 109.5 . . ?
C00O C00P H00R 109.5 . . ?
H00P C00P H00Q 109.5 . . ?
H00P C00P H00R 109.5 . . ?
H00Q C00P H00R 109.5 . . ?
C00M C00Q H00S 119.8 . . ?
C00R C00Q C00M 120.4(3) . . ?
C00R C00Q H00S 119.8 . . ?
C00B C00R C00Q 119.6(3) . . ?
C00B C00R H00T 120.2 . . ?
C00Q C00R H00T 120.2 . . ?
S001 C00S H00U 109.5 . . ?
S001 C00S H00V 109.5 . . ?
S001 C00S H00W 109.5 . . ?
H00U C00S H00V 109.5 . . ?
H00U C00S H00W 109.5 . . ?
H00V C00S H00W 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 N007 C008 C006 -88.6(3) . . . . ?
S001 N007 C008 C009 98.6(3) . . . . ?
S001 N007 C00I C00F -117.7(2) . . . . ?
O002 C009 C00A C005 79.4(3) . . . . ?
O002 C009 C00A C00D -157.0(2) . . . . ?
O003 S001 N007 C008 20.7(2) . . . . ?
O003 S001 N007 C00I 179.0(2) . . . . ?
O004 S001 N007 C008 -109.8(2) . . . . ?
O004 S001 N007 C00I 48.5(2) . . . . ?
C005 C00A C00D C00F 166.4(2) . . . . ?
C005 C00M C00Q C00R -0.9(4) . . . . ?
C006 C008 C009 O002 -0.3(3) . . . . ?
C006 C008 C009 C00A -175.3(3) . . . . ?
C006 C00G C00L C00J 0.5(4) . . . . ?
N007 C008 C009 O002 173.7(2) . . . . ?
N007 C008 C009 C00A -1.3(4) . . . . ?
C008 C006 C00G C00L -179.1(3) . . . . ?
C008 C006 C00N O002 -0.5(3) . . . . ?
C008 C006 C00N C00K 178.3(2) . . . . ?
C008 N007 C00I C00F 40.8(3) . . . . ?
C008 C009 C00A C005 -105.8(3) . . . . ?
C008 C009 C00A C00D 17.8(4) . . . . ?
C009 O002 C00N C006 0.4(3) . . . . ?
C009 O002 C00N C00K -178.4(2) . . . . ?
C009 C00A C00D C00F 39.8(3) . . . . ?
C00A C005 C00C C00B -172.2(2) . . . . ?
C00A C005 C00M C00Q 173.0(2) . . . . ?
C00A C00D C00F C00H 84.5(3) . . . . ?
C00A C00D C00F C00I -92.7(3) . . . . ?
C00C C005 C00A C009 -151.9(2) . . . . ?
C00C C005 C00A C00D 83.2(3) . . . . ?
C00C C005 C00M C00Q -0.8(4) . . . . ?
C00C C00B C00R C00Q -0.8(4) . . . . ?
C00D C00F C00I N007 42.6(3) . . . . ?
C00G C006 C008 N007 6.4(5) . . . . ?
C00G C006 C008 C009 -179.7(3) . . . . ?
C00G C006 C00N O002 179.6(2) . . . . ?
C00G C006 C00N C00K -1.5(4) . . . . ?
C00H C00E C00O C00P 2.1(5) . . . . ?
C00H C00F C00I N007 -134.7(3) . . . . ?
C00I N007 C008 C006 112.9(3) . . . . ?
C00I N007 C008 C009 -59.9(3) . . . . ?
C00J C00K C00N O002 179.9(3) . . . . ?
C00J C00K C00N C006 1.2(4) . . . . ?
C00K C00J C00L C00G -0.8(4) . . . . ?
C00L C00J C00K C00N -0.1(4) . . . . ?
C00M C005 C00A C009 34.3(3) . . . . ?
C00M C005 C00A C00D -90.5(3) . . . . ?
C00M C005 C00C C00B 1.7(4) . . . . ?
C00M C00Q C00R C00B 1.7(4) . . . . ?
C00N O002 C009 C008 -0.1(3) . . . . ?
C00N O002 C009 C00A 175.8(2) . . . . ?
C00N C006 C008 N007 -173.4(2) . . . . ?
C00N C006 C008 C009 0.5(3) . . . . ?
C00N C006 C00G C00L 0.6(4) . . . . ?
C00R C00B C00C C005 -0.9(4) . . . . ?
C00S S001 N007 C008 135.4(2) . . . . ?
C00S S001 N007 C00I -66.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mbm_auto
_database_code_depnum_ccdc_archive 'CCDC 2335108'
loop_
_audit_author_name
_audit_author_address
'Biming Mao'
;sdfmu
China
;
_audit_update_record             
;
2024-02-25 deposited with the CCDC.	2024-05-16 downloaded from the CCDC.
;
_audit_creation_date             2023-11-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 N O3 S'
_chemical_formula_sum            'C23 H23 N O3 S'
_chemical_formula_weight         393.48
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           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                   7.79420(10)
_cell_length_b                   10.27180(10)
_cell_length_c                   25.9536(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2077.86(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9819
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.1870
_cell_measurement_theta_min      1.7110
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.745
_exptl_absorpt_coefficient_mu    1.567
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.00814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1448
_diffrn_reflns_av_unetI/netI     0.0799
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            18670
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.322
_diffrn_reflns_theta_min         3.406
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     69.00  95.00   0.50    0.51    --   42.30  82.00 -90.00   52
  2  ω     21.00  72.00   0.50    0.51    --   42.30 -43.00   0.00  102
  3  ω     37.00  67.00   0.50    0.51    --   42.30 -82.00   0.00   60
  4  ω    100.00 131.00   0.50    0.51    --   42.30  82.00 -90.00   62
  5  ω    -47.00 -22.00   0.50    0.51    --   42.30 -82.00-180.00   50
  6  ω     42.00  72.00   0.50    0.51    --   42.30 -54.00-120.00   60
  7  ω     34.00  67.00   0.50    0.51    --   42.30 -82.00  90.00   66
  8  ω     12.00  67.00   0.50    0.51    --   42.30 -77.00   0.00  110
  9  ω     72.00 129.00   0.50    0.51    --   42.30  54.00  30.00  114
 10  ω     19.00  70.00   0.50    0.51    --   42.30 -82.00 -90.00  102
 11  ω     31.00  57.00   0.50    0.51    --   42.30  82.00 -90.00   52
 12  ω     35.00  69.00   0.50    0.51    --   42.30 -82.00-180.00   68
 13  ω    -45.00  13.00   0.50    0.51    --   42.30 -77.00 120.00  116
 14  ω     28.00  61.00   0.50    0.51    --   42.30 -77.00 120.00   66
 15  ω     14.00 126.00   0.50    0.51    --   42.30  54.00-180.00  224
 16  ω    -47.00  -8.00   0.50    0.51    --   42.30 -43.00   0.00   78
 17  ω    -22.00  51.00   0.50    0.51    --   42.30 -65.00-120.00  146
 18  ω    -28.00  -2.00   0.50    0.51    --   42.30 -77.00   0.00   52
 19  ω     42.00  67.00   0.50    0.51    --   42.30 -65.00 120.00   50
 20  ω    -34.00  -9.00   0.50    0.51    --   42.30 -65.00 120.00   50
 21  ω     32.00  57.00   0.50    0.51    --   42.30  54.00  30.00   50
 22  ω     71.00  96.00   0.50    0.51    --   42.30  65.00 -60.00   50
 23  ω     -4.00  21.00   0.50    0.51    --   42.30 -54.00-120.00   50
 24  ω     37.00  93.00   0.50    0.50    --   93.70 -82.00  90.00  112
 25  ω    149.00 183.00   0.50    0.50    --   93.70   8.00 150.00   68
 26  ω     81.00 183.00   0.50    0.50    --   93.70  42.00  60.00  204
 27  ω      8.00 110.00   0.50    0.50    --   93.70 -59.00 120.00  204
 28  ω     86.00 112.00   0.50    0.50    --   93.70 -82.00 150.00   52
 29  ω     83.00 146.00   0.50    0.50    --   93.70   8.00 150.00  126
 30  ω      4.00 111.00   0.50    0.50    --   93.70 -59.00 -30.00  214
 31  ω     71.00  97.00   0.50    0.50    --   93.70 -82.00   0.00   52
 32  ω     23.00  97.00   0.50    0.50    --   93.70 -82.00 -30.00  148
 33  ω     72.00  98.00   0.50    0.50    --   93.70 -82.00 -60.00   52
 34  ω      6.00 103.00   0.50    0.50    --   93.70 -82.00-120.00  194
 35  ω     68.00 116.00   0.50    0.50    --   93.70  50.00  90.00   96
 36  ω     15.00  64.00   0.50    0.50    --   93.70 -82.00 -60.00   98
 37  ω      4.00  52.00   0.50    0.50    --   93.70   8.00 150.00   96
 38  ω     98.00 126.00   0.50    0.50    --   93.70 -33.00 120.00   56
 39  ω     75.00 102.00   0.50    0.50    --   93.70 -82.00  30.00   54
 40  ω    157.00 183.00   0.50    0.50    --   93.70  33.00  30.00   52
 41  ω    143.00 169.00   0.50    0.50    --   93.70  50.00  90.00   52
 42  ω     65.00  92.00   0.50    0.50    --   93.70 -82.00-150.00   54
 43  ω     28.00  61.00   0.50    0.50    --   93.70 -82.00 -90.00   66
 44  ω     66.00  91.00   0.50    0.50    --   93.70 -82.00 -90.00   50
 45  ω     93.00 118.00   0.50    0.50    --   93.70  33.00  30.00   50
 46  ω     12.00  72.00   0.50    0.50    --   93.70 -33.00 120.00  120
 47  ω     11.00 105.00   0.50    0.50    --   93.70 -82.00 120.00  188
 48  ω      5.00  38.00   0.50    0.50    --   93.70 -82.00  30.00   66
 49  ω     67.00 105.00   0.50    0.50    --   93.70 -82.00-180.00   76
 50  ω      4.00  42.00   0.50    0.50    --   93.70 -42.00-180.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1902327000
_diffrn_orient_matrix_UB_12      0.0403254000
_diffrn_orient_matrix_UB_13      -0.0018283000
_diffrn_orient_matrix_UB_21      -0.0487457000
_diffrn_orient_matrix_UB_22      -0.1236357000
_diffrn_orient_matrix_UB_23      0.0302544000
_diffrn_orient_matrix_UB_31      0.0220585000
_diffrn_orient_matrix_UB_32      0.0747855000
_diffrn_orient_matrix_UB_33      0.0510341000
_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              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.709
_reflns_Friedel_fraction_full    0.978
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                3327
_reflns_number_total             3774
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Flack x determined using 1021 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(4)
_refine_ls_extinction_coef       0.0065(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         3774
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0729
_refine_ls_restrained_S_all      1.152
_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)+(0.1125P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1902
_refine_ls_wR_factor_ref         0.1940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C5(H5), C20(H20), C15(H15), C19(H19), C21(H21), C7(H7),
 C18(H18), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C28(H28A,H28B,H28C), C22(H22A,H22B,H22C)
;
_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
S25 S 0.02313(15) 0.41848(10) 0.73013(5) 0.0381(4) Uani 1 1 d . . . . .
O9 O 0.3902(4) 0.3886(3) 0.57573(12) 0.0409(8) Uani 1 1 d . . . . .
O27 O 0.1499(5) 0.4788(4) 0.76166(15) 0.0553(10) Uani 1 1 d . . . . .
O26 O -0.0091(5) 0.2831(3) 0.73861(16) 0.0564(10) Uani 1 1 d . . . . .
N24 N 0.0615(5) 0.4455(4) 0.66870(15) 0.0381(9) Uani 1 1 d . . . . .
C13 C 0.0945(6) 0.4075(5) 0.55026(18) 0.0399(11) Uani 1 1 d . . . . .
C1 C 0.2264(6) 0.4473(5) 0.59042(18) 0.0357(10) Uani 1 1 d . . . . .
C8 C 0.4567(6) 0.3294(4) 0.61810(19) 0.0370(10) Uani 1 1 d . . . . .
C4 C 0.4033(6) 0.2711(5) 0.7065(2) 0.0427(11) Uani 1 1 d . . . . .
H4 H 0.334557 0.272392 0.735821 0.051 Uiso 1 1 calc R U . . .
C3 C 0.3502(6) 0.3342(4) 0.66137(18) 0.0342(10) Uani 1 1 d . . . . .
C14 C 0.3941(7) 0.6641(5) 0.60363(19) 0.0436(12) Uani 1 1 d . . . . .
C2 C 0.2002(5) 0.4063(4) 0.64625(18) 0.0345(10) Uani 1 1 d . . . . .
C12 C 0.0674(6) 0.5071(5) 0.5172(2) 0.0451(12) Uani 1 1 d . . . . .
C6 C 0.6624(7) 0.2056(6) 0.6633(2) 0.0557(15) Uani 1 1 d . . . . .
H6 H 0.767223 0.162458 0.664753 0.067 Uiso 1 1 calc R U . . .
C5 C 0.5577(7) 0.2075(5) 0.7069(2) 0.0527(14) Uani 1 1 d . . . . .
H5 H 0.593219 0.164869 0.736693 0.063 Uiso 1 1 calc R U . . .
C20 C 0.0260(7) 0.2774(5) 0.5459(2) 0.0468(12) Uani 1 1 d . . . . .
H20 H -0.048563 0.263185 0.518482 0.056 Uiso 1 1 calc R U . . .
C11 C 0.1718(7) 0.6245(5) 0.5305(2) 0.0481(13) Uani 1 1 d . . . . .
H11A H 0.102675 0.702945 0.528916 0.058 Uiso 1 1 calc R U . . .
H11B H 0.268657 0.633651 0.507327 0.058 Uiso 1 1 calc R U . . .
C10 C 0.2320(6) 0.5979(5) 0.58565(19) 0.0399(11) Uani 1 1 d . . . . .
H10 H 0.140499 0.630463 0.608108 0.048 Uiso 1 1 calc R U . . .
C15 C 0.3859(9) 0.7532(6) 0.6441(2) 0.0577(15) Uani 1 1 d . . . . .
H15 H 0.281144 0.770837 0.659745 0.069 Uiso 1 1 calc R U . . .
C19 C 0.5520(8) 0.6427(6) 0.5809(2) 0.0560(14) Uani 1 1 d . . . . .
H19 H 0.560084 0.586177 0.552975 0.067 Uiso 1 1 calc R U . . .
C21 C 0.0559(7) 0.1760(5) 0.5759(2) 0.0520(13) Uani 1 1 d . . . . .
H21 H 0.129014 0.188186 0.603792 0.062 Uiso 1 1 calc R U . . .
C23 C -0.0460(9) 0.5072(7) 0.4709(2) 0.0670(18) Uani 1 1 d . . . . .
H23A H 0.021886 0.521927 0.440554 0.101 Uiso 1 1 calc R U . . .
H23B H -0.130012 0.575032 0.474108 0.101 Uiso 1 1 calc R U . . .
H23C H -0.102947 0.424567 0.468091 0.101 Uiso 1 1 calc R U . . .
C7 C 0.6142(6) 0.2663(6) 0.6182(2) 0.0501(13) Uani 1 1 d . . . . .
H7 H 0.683990 0.264937 0.589190 0.060 Uiso 1 1 calc R U . . .
C28 C -0.1689(8) 0.5037(5) 0.7360(3) 0.0555(15) Uani 1 1 d . . . . .
H28A H -0.210339 0.496563 0.770744 0.083 Uiso 1 1 calc R U . . .
H28B H -0.252242 0.467753 0.712777 0.083 Uiso 1 1 calc R U . . .
H28C H -0.150149 0.593660 0.727790 0.083 Uiso 1 1 calc R U . . .
C18 C 0.6972(9) 0.7037(8) 0.5989(3) 0.075(2) Uani 1 1 d . . . . .
H18 H 0.803177 0.685323 0.584083 0.089 Uiso 1 1 calc R U . . .
C16 C 0.5325(11) 0.8154(7) 0.6611(3) 0.076(2) Uani 1 1 d . . . . .
H16 H 0.525560 0.874254 0.688199 0.091 Uiso 1 1 calc R U . . .
C22 C -0.0184(9) 0.0437(6) 0.5686(3) 0.0710(18) Uani 1 1 d . . . . .
H22A H -0.092420 0.043959 0.539008 0.107 Uiso 1 1 calc R U . . .
H22B H -0.083175 0.019908 0.598591 0.107 Uiso 1 1 calc R U . . .
H22C H 0.072488 -0.017977 0.563401 0.107 Uiso 1 1 calc R U . . .
C17 C 0.6863(11) 0.7917(8) 0.6386(3) 0.084(3) Uani 1 1 d . . . . .
H17 H 0.784102 0.834765 0.650071 0.100 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
S25 O27 1.425(4) . ?
S25 O26 1.430(3) . ?
S25 N24 1.646(4) . ?
S25 C28 1.741(6) . ?
O9 C1 1.463(5) . ?
O9 C8 1.359(6) . ?
N24 C2 1.292(6) . ?
C13 C1 1.520(7) . ?
C13 C12 1.352(7) . ?
C13 C20 1.443(7) . ?
C1 C2 1.523(7) . ?
C1 C10 1.552(7) . ?
C8 C3 1.398(7) . ?
C8 C7 1.388(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.402(7) . ?
C4 C5 1.369(7) . ?
C3 C2 1.439(6) . ?
C14 C10 1.509(7) . ?
C14 C15 1.394(8) . ?
C14 C19 1.382(8) . ?
C12 C11 1.495(8) . ?
C12 C23 1.493(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.395(8) . ?
C6 C7 1.378(8) . ?
C5 H5 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.321(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.531(7) . ?
C10 H10 0.9800 . ?
C15 H15 0.9300 . ?
C15 C16 1.381(9) . ?
C19 H19 0.9300 . ?
C19 C18 1.376(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.489(8) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C7 H7 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C17 1.374(12) . ?
C16 H16 0.9300 . ?
C16 C17 1.355(12) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C17 H17 0.9300 . ?

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
O27 S25 O26 117.2(2) . . ?
O27 S25 N24 110.9(2) . . ?
O27 S25 C28 109.1(3) . . ?
O26 S25 N24 110.2(2) . . ?
O26 S25 C28 108.9(3) . . ?
N24 S25 C28 99.0(3) . . ?
C8 O9 C1 107.8(3) . . ?
C2 N24 S25 122.4(3) . . ?
C12 C13 C1 109.7(4) . . ?
C12 C13 C20 126.4(5) . . ?
C20 C13 C1 123.6(4) . . ?
O9 C1 C13 107.5(4) . . ?
O9 C1 C2 104.5(3) . . ?
O9 C1 C10 111.4(4) . . ?
C13 C1 C2 119.2(4) . . ?
C13 C1 C10 103.5(4) . . ?
C2 C1 C10 110.8(4) . . ?
O9 C8 C3 114.0(4) . . ?
O9 C8 C7 123.3(5) . . ?
C7 C8 C3 122.7(5) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C5 C4 C3 119.1(5) . . ?
C8 C3 C4 118.7(4) . . ?
C8 C3 C2 106.4(4) . . ?
C4 C3 C2 134.9(4) . . ?
C15 C14 C10 119.3(5) . . ?
C19 C14 C10 122.8(5) . . ?
C19 C14 C15 117.9(5) . . ?
N24 C2 C1 117.1(4) . . ?
N24 C2 C3 135.8(4) . . ?
C3 C2 C1 107.0(4) . . ?
C13 C12 C11 112.3(4) . . ?
C13 C12 C23 127.2(5) . . ?
C23 C12 C11 120.5(5) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C7 C6 C5 121.5(5) . . ?
C4 C5 C6 121.0(5) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C13 C20 H20 115.9 . . ?
C21 C20 C13 128.2(5) . . ?
C21 C20 H20 115.9 . . ?
C12 C11 H11A 111.0 . . ?
C12 C11 H11B 111.0 . . ?
C12 C11 C10 103.8(4) . . ?
H11A C11 H11B 109.0 . . ?
C10 C11 H11A 111.0 . . ?
C10 C11 H11B 111.0 . . ?
C1 C10 H10 105.8 . . ?
C14 C10 C1 116.6(4) . . ?
C14 C10 C11 117.7(4) . . ?
C14 C10 H10 105.8 . . ?
C11 C10 C1 104.1(4) . . ?
C11 C10 H10 105.8 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(6) . . ?
C16 C15 H15 119.8 . . ?
C14 C19 H19 119.5 . . ?
C18 C19 C14 121.0(6) . . ?
C18 C19 H19 119.5 . . ?
C20 C21 H21 117.4 . . ?
C20 C21 C22 125.1(6) . . ?
C22 C21 H21 117.4 . . ?
C12 C23 H23A 109.5 . . ?
C12 C23 H23B 109.5 . . ?
C12 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 C7 H7 121.5 . . ?
C6 C7 C8 117.1(5) . . ?
C6 C7 H7 121.5 . . ?
S25 C28 H28A 109.5 . . ?
S25 C28 H28B 109.5 . . ?
S25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C19 C18 H18 119.9 . . ?
C17 C18 C19 120.2(7) . . ?
C17 C18 H18 119.9 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.8(7) . . ?
C17 C16 H16 119.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.7(7) . . ?
C16 C17 H17 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S25 N24 C2 C1 -175.1(3) . . . . ?
S25 N24 C2 C3 1.4(8) . . . . ?
O9 C1 C2 N24 -179.5(4) . . . . ?
O9 C1 C2 C3 3.0(5) . . . . ?
O9 C1 C10 C14 -41.0(6) . . . . ?
O9 C1 C10 C11 90.5(4) . . . . ?
O9 C8 C3 C4 177.2(4) . . . . ?
O9 C8 C3 C2 -1.4(5) . . . . ?
O9 C8 C7 C6 -177.3(5) . . . . ?
O27 S25 N24 C2 61.4(4) . . . . ?
O26 S25 N24 C2 -70.0(4) . . . . ?
C13 C1 C2 N24 -59.5(6) . . . . ?
C13 C1 C2 C3 123.0(4) . . . . ?
C13 C1 C10 C14 -156.2(4) . . . . ?
C13 C1 C10 C11 -24.7(5) . . . . ?
C13 C12 C11 C10 -15.3(6) . . . . ?
C13 C20 C21 C22 -179.3(6) . . . . ?
C1 O9 C8 C3 3.4(5) . . . . ?
C1 O9 C8 C7 -178.4(4) . . . . ?
C1 C13 C12 C11 -0.8(6) . . . . ?
C1 C13 C12 C23 177.2(5) . . . . ?
C1 C13 C20 C21 3.9(8) . . . . ?
C8 O9 C1 C13 -131.4(4) . . . . ?
C8 O9 C1 C2 -3.8(4) . . . . ?
C8 O9 C1 C10 115.9(4) . . . . ?
C8 C3 C2 N24 -177.9(5) . . . . ?
C8 C3 C2 C1 -1.1(5) . . . . ?
C4 C3 C2 N24 3.8(9) . . . . ?
C4 C3 C2 C1 -179.4(5) . . . . ?
C3 C8 C7 C6 0.8(8) . . . . ?
C3 C4 C5 C6 0.5(8) . . . . ?
C14 C15 C16 C17 0.4(10) . . . . ?
C14 C19 C18 C17 -2.8(10) . . . . ?
C2 C1 C10 C14 75.0(5) . . . . ?
C2 C1 C10 C11 -153.5(4) . . . . ?
C12 C13 C1 O9 -101.7(4) . . . . ?
C12 C13 C1 C2 139.8(5) . . . . ?
C12 C13 C1 C10 16.3(5) . . . . ?
C12 C13 C20 C21 176.5(6) . . . . ?
C12 C11 C10 C1 24.2(5) . . . . ?
C12 C11 C10 C14 155.1(5) . . . . ?
C5 C4 C3 C8 0.3(7) . . . . ?
C5 C4 C3 C2 178.5(5) . . . . ?
C5 C6 C7 C8 0.0(8) . . . . ?
C20 C13 C1 O9 72.0(6) . . . . ?
C20 C13 C1 C2 -46.5(6) . . . . ?
C20 C13 C1 C10 -170.0(5) . . . . ?
C20 C13 C12 C11 -174.3(5) . . . . ?
C20 C13 C12 C23 3.7(9) . . . . ?
C10 C1 C2 N24 60.3(5) . . . . ?
C10 C1 C2 C3 -117.2(4) . . . . ?
C10 C14 C15 C16 -179.7(6) . . . . ?
C10 C14 C19 C18 -179.1(5) . . . . ?
C15 C14 C10 C1 -118.6(5) . . . . ?
C15 C14 C10 C11 116.5(6) . . . . ?
C15 C14 C19 C18 2.4(9) . . . . ?
C15 C16 C17 C18 -0.7(11) . . . . ?
C19 C14 C10 C1 62.9(7) . . . . ?
C19 C14 C10 C11 -61.9(7) . . . . ?
C19 C14 C15 C16 -1.2(9) . . . . ?
C19 C18 C17 C16 1.9(11) . . . . ?
C23 C12 C11 C10 166.6(5) . . . . ?
C7 C8 C3 C4 -1.0(7) . . . . ?
C7 C8 C3 C2 -179.6(4) . . . . ?
C7 C6 C5 C4 -0.7(9) . . . . ?
C28 S25 N24 C2 175.9(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 91.214
_oxdiff_exptl_absorpt_empirical_full_min 0.247
