# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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 
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data_mo_cxy1999_0m
_database_code_depnum_ccdc_archive 'CCDC 2348416'
loop_
_audit_author_name
_audit_author_address
'Yang-En You'
;Hefei University of Technology
China
;
_audit_update_record             
;
2024-04-15 deposited with the CCDC.	2025-01-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H25 N O2 S'
_chemical_formula_sum            'C25 H25 N O2 S'
_chemical_formula_weight         403.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.464(2)
_cell_length_b                   10.664(2)
_cell_length_c                   10.689(2)
_cell_angle_alpha                77.562(8)
_cell_angle_beta                 67.113(7)
_cell_angle_gamma                69.242(7)
_cell_volume                     1023.4(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8693
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      30.64
_cell_measurement_theta_min      2.46
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0941 before and 0.0785 after correction.
The Ratio of minimum to maximum transmission is 0.9067.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.29
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            35427
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.743
_diffrn_reflns_theta_min         2.051
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec Metaljet'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5296
_reflns_number_total             6291
_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       'Apex3 (Bruker 2018)'
_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         0.410
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         6291
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+0.5197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1110
_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. Restrained distances
 N1-C6 \\sim N1-C6A
 with sigma of 0.02
 C25-C7 \\sim C25A-C7A
 with sigma of 0.02
 C10-C21 \\sim C10A-C21A
 with sigma of 0.04
 C25-C8 \\sim C25A-C8A
 with sigma of 0.02
 C25-C21 \\sim C25A-C21A
 with sigma of 0.02
 C6-C22 \\sim C6A-C22A
 with sigma of 0.04
 C7-C21 \\sim C7A-C21A
 with sigma of 0.04
 C8-C21 \\sim C8A-C21A
 with sigma of 0.04
 C6-C7 \\sim C6A-C7A
 with sigma of 0.02
 C19-C22 \\sim C19A-C22A
 with sigma of 0.04
 C7-C19 \\sim C7A-C19A
 with sigma of 0.02
 C7-C22 \\sim C7A-C22A
 with sigma of 0.02
 C7-C8 \\sim C7A-C8A
 with sigma of 0.04
 C8-C9 \\sim C8A-C9A
 with sigma of 0.02
 C9-C10 \\sim C9A-C10A
 with sigma of 0.02
 C10-C20 \\sim C10A-C20A
 with sigma of 0.02
 C6-C19 \\sim C6A-C19A
 with sigma of 0.04
 C12-C19 \\sim C12-C19A
 with sigma of 0.02
 C7-C12 \\sim C7A-C12
 with sigma of 0.04
 C20-C21 \\sim C20A-C21A
 with sigma of 0.02
 C8-C10 \\sim C8A-C10A
 with sigma of 0.04
 C9-C20 \\sim C9A-C20A
 with sigma of 0.04
 N1-C7 \\sim N1-C7A
 with sigma of 0.04
 C25-C6 \\sim C25A-C6A
 with sigma of 0.04
 C25-C9 \\sim C25A-C9A
 with sigma of 0.04
 C25-C19 \\sim C25A-C19A
 with sigma of 0.04
 C25-C20 \\sim C25A-C20A
 with sigma of 0.04
 C25-C22 \\sim C25A-C22A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C8) = Uanis(C8A)
Uanis(C9) = Uanis(C9A)
Uanis(C20) = Uanis(C20A)
Uanis(C22) = Uanis(C22A)
Uanis(C21) = Uanis(C21A)
Uanis(C7A) = Uanis(C7)
Uanis(C10) = Uanis(C10A)
Uanis(C6A) = Uanis(C6)
Uanis(C19A) = Uanis(C19)
Uanis(C25) = Uanis(C25A)
4. Others
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(C7A)=Sof(C8A)=Sof(H8A)=Sof(C9A)=Sof(H9A)=
 Sof(C10A)=Sof(H10A)=Sof(C19A)=Sof(H19C)=Sof(H19D)=Sof(C20A)=Sof(H20A)=
 Sof(C21A)=Sof(H21A)=Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=Sof(C25A)=1-FVAR(1)
 Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(C7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=Sof(C10)=
 Sof(H10)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=
 Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(C25)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C19(H19A,H19B), C6A(H6AA,H6AB), C19A(H19C,H19D)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18),
 C23(H23), C24(H24), C8(H8), C9(H9), C10(H10), C20(H20), C21(H21), C8A(H8A),
 C9A(H9A), C10A(H10A), C20A(H20A), C21A(H21A)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C22(H22A,H22B,H22C), C22A(H22D,H22E,H22F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.58641(3) 0.91284(3) 0.25399(3) 0.01639(8) Uani 1 1 d . . . . .
O1 O 0.65229(11) 0.92648(9) 0.10857(9) 0.0230(2) Uani 1 1 d . . . . .
O2 O 0.57461(10) 1.01113(9) 0.33372(9) 0.02012(19) Uani 1 1 d . . . . .
N1 N 0.68178(12) 0.76688(10) 0.30912(10) 0.0169(2) Uani 1 1 d D . . . .
C1 C -0.00056(18) 0.83437(18) 0.3956(2) 0.0459(5) Uani 1 1 d . . . . .
H1A H -0.051035 0.891569 0.333532 0.069 Uiso 1 1 calc R U . . .
H1B H -0.060691 0.855174 0.489580 0.069 Uiso 1 1 calc R U . . .
H1C H 0.016858 0.739528 0.387073 0.069 Uiso 1 1 calc R U . . .
C2 C 0.14288(16) 0.86032(14) 0.35937(18) 0.0306(3) Uani 1 1 d . . . . .
C3 C 0.22900(17) 0.87929(15) 0.22380(18) 0.0314(3) Uani 1 1 d . . . . .
H3 H 0.194280 0.880349 0.153501 0.038 Uiso 1 1 calc R U . . .
C4 C 0.36470(16) 0.89673(14) 0.18898(15) 0.0253(3) Uani 1 1 d . . . . .
H4 H 0.423185 0.908044 0.096127 0.030 Uiso 1 1 calc R U . . .
C5 C 0.41276(14) 0.89723(12) 0.29310(13) 0.0178(2) Uani 1 1 d . . . . .
C11 C 0.66805(13) 0.74758(12) 0.44827(12) 0.0167(2) Uani 1 1 d . . . . .
H11 H 0.629130 0.824378 0.498053 0.020 Uiso 1 1 calc R U . . .
C12 C 0.70763(14) 0.62550(12) 0.51297(12) 0.0175(2) Uani 1 1 d D . . . .
C13 C 0.69499(13) 0.61235(12) 0.65775(12) 0.0164(2) Uani 1 1 d . . . . .
C14 C 0.68874(13) 0.71898(13) 0.71955(13) 0.0181(2) Uani 1 1 d . . . . .
H14 H 0.698633 0.800885 0.666189 0.022 Uiso 1 1 calc R U . . .
C15 C 0.66835(14) 0.70657(14) 0.85716(13) 0.0209(3) Uani 1 1 d . . . . .
H15 H 0.661521 0.780638 0.897906 0.025 Uiso 1 1 calc R U . . .
C16 C 0.65785(15) 0.58604(15) 0.93589(13) 0.0240(3) Uani 1 1 d . . . . .
H16 H 0.643864 0.577612 1.030257 0.029 Uiso 1 1 calc R U . . .
C17 C 0.66786(16) 0.47860(15) 0.87613(14) 0.0248(3) Uani 1 1 d . . . . .
H17 H 0.662675 0.395560 0.929187 0.030 Uiso 1 1 calc R U . . .
C18 C 0.68545(15) 0.49160(13) 0.73903(13) 0.0210(3) Uani 1 1 d . . . . .
H18 H 0.691152 0.417271 0.699417 0.025 Uiso 1 1 calc R U . . .
C23 C 0.32716(14) 0.88146(13) 0.42964(14) 0.0215(3) Uani 1 1 d . . . . .
H23 H 0.360098 0.883987 0.500022 0.026 Uiso 1 1 calc R U . . .
C24 C 0.19332(16) 0.86205(14) 0.46142(16) 0.0275(3) Uani 1 1 d . . . . .
H24 H 0.135305 0.849766 0.554273 0.033 Uiso 1 1 calc R U . . .
C6 C 0.70375(17) 0.64879(13) 0.24289(14) 0.0159(3) Uani 0.8903(15) 1 d D . P A
1
H6A H 0.739307 0.668353 0.142572 0.019 Uiso 0.8903(15) 1 calc R U P A 1
H6B H 0.610073 0.629836 0.269934 0.019 Uiso 0.8903(15) 1 calc R U P A 1
C7 C 0.81523(15) 0.52491(13) 0.28563(14) 0.0151(3) Uani 0.8903(15) 1 d D . P A
1
C8 C 0.96237(17) 0.31945(16) 0.14729(17) 0.0211(3) Uani 0.8903(15) 1 d D . P A
1
H8 H 1.048421 0.342280 0.128148 0.025 Uiso 0.8903(15) 1 calc R U P A 1
C9 C 0.97235(19) 0.20387(17) 0.09785(18) 0.0253(3) Uani 0.8903(15) 1 d D . P A
1
H9 H 1.064512 0.148472 0.046796 0.030 Uiso 0.8903(15) 1 calc R U P A 1
C10 C 0.8476(2) 0.17035(17) 0.12348(17) 0.0235(3) Uani 0.8903(15) 1 d D . P A 1
H10 H 0.854032 0.091803 0.090194 0.028 Uiso 0.8903(15) 1 calc R U P A 1
C19 C 0.7591(2) 0.4991(2) 0.4423(2) 0.0192(5) Uani 0.8903(15) 1 d D . P A 1
H19A H 0.677699 0.460559 0.470576 0.023 Uiso 0.8903(15) 1 calc R U P A 1
H19B H 0.837978 0.431982 0.471857 0.023 Uiso 0.8903(15) 1 calc R U P A 1
C20 C 0.71324(17) 0.25166(15) 0.19782(16) 0.0214(3) Uani 0.8903(15) 1 d D . P A
1
H20 H 0.627349 0.229676 0.214220 0.026 Uiso 0.8903(15) 1 calc R U P A 1
C21 C 0.70435(16) 0.36530(15) 0.24831(16) 0.0181(3) Uani 0.8903(15) 1 d D . P A
1
H21 H 0.611896 0.419389 0.300396 0.022 Uiso 0.8903(15) 1 calc R U P A 1
C22 C 0.95965(16) 0.55584(15) 0.23785(16) 0.0222(3) Uani 0.8903(15) 1 d D . P A
1
H22A H 1.029899 0.480993 0.270249 0.033 Uiso 0.8903(15) 1 calc R U P A 1
H22B H 0.944564 0.638572 0.274656 0.033 Uiso 0.8903(15) 1 calc R U P A 1
H22C H 0.997135 0.567812 0.138009 0.033 Uiso 0.8903(15) 1 calc R U P A 1
C25 C 0.82875(16) 0.4021(2) 0.2242(2) 0.0137(3) Uani 0.8903(15) 1 d D . P A 1
C6A C 0.7671(14) 0.6458(10) 0.2310(11) 0.0159(3) Uani 0.1097(15) 1 d D . P A 2
H6AA H 0.872430 0.631964 0.205496 0.019 Uiso 0.1097(15) 1 calc R U P A 2
H6AB H 0.744702 0.659389 0.146289 0.019 Uiso 0.1097(15) 1 calc R U P A 2
C7A C 0.7283(11) 0.5226(9) 0.3184(10) 0.0151(3) Uani 0.1097(15) 1 d D . P A 2
C8A C 0.9541(13) 0.3515(13) 0.1858(15) 0.0211(3) Uani 0.1097(15) 1 d D . P A 2
H8A H 1.006943 0.399289 0.201532 0.025 Uiso 0.1097(15) 1 calc R U P A 2
C9A C 1.0279(13) 0.2382(12) 0.1152(13) 0.0253(3) Uani 0.1097(15) 1 d D . P A 2
H9A H 1.131221 0.207183 0.080671 0.030 Uiso 0.1097(15) 1 calc R U P A 2
C10A C 0.9456(17) 0.1715(14) 0.0966(16) 0.0235(3) Uani 0.1097(15) 1 d D . P A 2
H10A H 0.994858 0.091539 0.051079 0.028 Uiso 0.1097(15) 1 calc R U P A 2
C19A C 0.786(3) 0.497(2) 0.438(2) 0.0192(5) Uani 0.1097(15) 1 d D . P A 2
H19C H 0.763799 0.417913 0.499818 0.023 Uiso 0.1097(15) 1 calc R U P A 2
H19D H 0.892836 0.480446 0.403231 0.023 Uiso 0.1097(15) 1 calc R U P A 2
C20A C 0.7972(16) 0.2148(13) 0.1404(16) 0.0214(3) Uani 0.1097(15) 1 d D . P A 2
H20A H 0.745285 0.168273 0.121386 0.026 Uiso 0.1097(15) 1 calc R U P A 2
C21A C 0.7243(14) 0.3263(13) 0.2121(14) 0.0181(3) Uani 0.1097(15) 1 d D . P A 2
H21A H 0.620981 0.355022 0.246344 0.022 Uiso 0.1097(15) 1 calc R U P A 2
C22A C 0.5634(11) 0.5494(12) 0.3724(13) 0.0222(3) Uani 0.1097(15) 1 d D . P A 2
H22D H 0.516929 0.624980 0.429397 0.033 Uiso 0.1097(15) 1 calc R U P A 2
H22E H 0.539857 0.468882 0.426766 0.033 Uiso 0.1097(15) 1 calc R U P A 2
H22F H 0.527866 0.571626 0.295546 0.033 Uiso 0.1097(15) 1 calc R U P A 2
C25A C 0.7993(15) 0.3974(18) 0.235(2) 0.0137(3) Uani 0.1097(15) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4328(10) . ?
S1 O2 1.4322(9) . ?
S1 N1 1.6514(11) . ?
S1 C5 1.7601(13) . ?
N1 C11 1.4136(15) . ?
N1 C6 1.4806(16) . ?
N1 C6A 1.493(10) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.509(2) . ?
C2 C3 1.393(2) . ?
C2 C24 1.390(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.3898(18) . ?
C5 C23 1.3946(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.3406(17) . ?
C12 C13 1.4808(17) . ?
C12 C19 1.512(2) . ?
C12 C19A 1.536(16) . ?
C13 C14 1.4039(17) . ?
C13 C18 1.4016(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.3852(18) . ?
C15 H15 0.9500 . ?
C15 C16 1.391(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.382(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.3862(18) . ?
C18 H18 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.3874(19) . ?
C24 H24 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.5418(19) . ?
C7 C19 1.542(3) . ?
C7 C22 1.5278(19) . ?
C7 C25 1.527(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.398(2) . ?
C8 C25 1.397(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(2) . ?
C10 H10 0.9500 . ?
C10 C20 1.387(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20 0.9500 . ?
C20 C21 1.390(2) . ?
C21 H21 0.9500 . ?
C21 C25 1.4046(19) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C6A C7A 1.522(12) . ?
C7A C19A 1.554(15) . ?
C7A C22A 1.529(12) . ?
C7A C25A 1.556(13) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.380(13) . ?
C8A C25A 1.423(14) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.384(13) . ?
C10A H10A 0.9500 . ?
C10A C20A 1.364(15) . ?
C19A H19C 0.9900 . ?
C19A H19D 0.9900 . ?
C20A H20A 0.9500 . ?
C20A C21A 1.371(14) . ?
C21A H21A 0.9500 . ?
C21A C25A 1.379(14) . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 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
O1 S1 N1 106.93(6) . . ?
O1 S1 C5 108.06(6) . . ?
O2 S1 O1 120.09(6) . . ?
O2 S1 N1 106.30(6) . . ?
O2 S1 C5 108.99(6) . . ?
N1 S1 C5 105.56(6) . . ?
C11 N1 S1 117.55(8) . . ?
C11 N1 C6 117.89(10) . . ?
C11 N1 C6A 115.8(4) . . ?
C6 N1 S1 115.57(8) . . ?
C6A N1 S1 126.2(4) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.94(16) . . ?
C24 C2 C1 120.29(16) . . ?
C24 C2 C3 118.74(14) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.51(14) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.50(14) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 S1 120.10(11) . . ?
C4 C5 C23 121.08(13) . . ?
C23 C5 S1 118.79(10) . . ?
N1 C11 H11 118.6 . . ?
C12 C11 N1 122.79(11) . . ?
C12 C11 H11 118.6 . . ?
C11 C12 C13 120.16(11) . . ?
C11 C12 C19 120.98(13) . . ?
C11 C12 C19A 122.4(8) . . ?
C13 C12 C19 118.79(13) . . ?
C13 C12 C19A 116.9(7) . . ?
C14 C13 C12 122.18(11) . . ?
C18 C13 C12 120.18(11) . . ?
C18 C13 C14 117.62(11) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.00(12) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.22(12) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.67(12) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.22(13) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.4 . . ?
C17 C18 C13 121.23(12) . . ?
C17 C18 H18 119.4 . . ?
C5 C23 H23 120.4 . . ?
C24 C23 C5 119.19(13) . . ?
C24 C23 H23 120.4 . . ?
C2 C24 H24 119.5 . . ?
C23 C24 C2 120.96(14) . . ?
C23 C24 H24 119.5 . . ?
N1 C6 H6A 109.7 . . ?
N1 C6 H6B 109.7 . . ?
N1 C6 C7 109.90(11) . . ?
H6A C6 H6B 108.2 . . ?
C7 C6 H6A 109.7 . . ?
C7 C6 H6B 109.7 . . ?
C19 C7 C6 108.56(12) . . ?
C22 C7 C6 108.24(12) . . ?
C22 C7 C19 109.85(13) . . ?
C25 C7 C6 109.15(13) . . ?
C25 C7 C19 108.71(14) . . ?
C25 C7 C22 112.27(11) . . ?
C9 C8 H8 119.2 . . ?
C25 C8 H8 119.2 . . ?
C25 C8 C9 121.51(15) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.85(15) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C20 119.89(15) . . ?
C20 C10 H10 120.1 . . ?
C12 C19 C7 112.73(18) . . ?
C12 C19 H19A 109.0 . . ?
C12 C19 H19B 109.0 . . ?
C7 C19 H19A 109.0 . . ?
C7 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
C10 C20 H20 120.0 . . ?
C10 C20 C21 119.95(14) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.2 . . ?
C20 C21 C25 121.60(15) . . ?
C25 C21 H21 119.2 . . ?
C7 C22 H22A 109.5 . . ?
C7 C22 H22B 109.5 . . ?
C7 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C8 C25 C7 122.71(13) . . ?
C8 C25 C21 117.19(15) . . ?
C21 C25 C7 120.06(14) . . ?
N1 C6A H6AA 109.8 . . ?
N1 C6A H6AB 109.8 . . ?
N1 C6A C7A 109.5(8) . . ?
H6AA C6A H6AB 108.2 . . ?
C7A C6A H6AA 109.8 . . ?
C7A C6A H6AB 109.8 . . ?
C6A C7A C19A 106.4(12) . . ?
C6A C7A C22A 110.2(9) . . ?
C6A C7A C25A 111.3(11) . . ?
C19A C7A C25A 110.2(11) . . ?
C22A C7A C19A 110.6(12) . . ?
C22A C7A C25A 108.2(9) . . ?
C9A C8A H8A 119.8 . . ?
C9A C8A C25A 120.5(11) . . ?
C25A C8A H8A 119.8 . . ?
C8A C9A H9A 121.3 . . ?
C8A C9A C10A 117.4(12) . . ?
C10A C9A H9A 121.3 . . ?
C9A C10A H10A 118.3 . . ?
C20A C10A C9A 123.4(12) . . ?
C20A C10A H10A 118.3 . . ?
C12 C19A C7A 105.4(11) . . ?
C12 C19A H19C 110.7 . . ?
C12 C19A H19D 110.7 . . ?
C7A C19A H19C 110.7 . . ?
C7A C19A H19D 110.7 . . ?
H19C C19A H19D 108.8 . . ?
C10A C20A H20A 120.5 . . ?
C10A C20A C21A 119.0(12) . . ?
C21A C20A H20A 120.5 . . ?
C20A C21A H21A 119.6 . . ?
C20A C21A C25A 120.7(12) . . ?
C25A C21A H21A 119.6 . . ?
C7A C22A H22D 109.5 . . ?
C7A C22A H22E 109.5 . . ?
C7A C22A H22F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C8A C25A C7A 115.8(11) . . ?
C21A C25A C7A 125.1(11) . . ?
C21A C25A C8A 119.0(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C11 C12 162.06(11) . . . . ?
S1 N1 C6 C7 170.30(9) . . . . ?
S1 N1 C6A C7A -130.6(6) . . . . ?
S1 C5 C23 C24 -176.67(10) . . . . ?
O1 S1 N1 C11 161.05(9) . . . . ?
O1 S1 N1 C6 -52.39(11) . . . . ?
O1 S1 N1 C6A -27.4(6) . . . . ?
O1 S1 C5 C4 1.37(12) . . . . ?
O1 S1 C5 C23 179.48(10) . . . . ?
O2 S1 N1 C11 31.63(11) . . . . ?
O2 S1 N1 C6 178.20(9) . . . . ?
O2 S1 N1 C6A -156.8(6) . . . . ?
O2 S1 C5 C4 133.42(11) . . . . ?
O2 S1 C5 C23 -48.47(11) . . . . ?
N1 S1 C5 C4 -112.76(11) . . . . ?
N1 S1 C5 C23 65.35(11) . . . . ?
N1 C11 C12 C13 177.98(11) . . . . ?
N1 C11 C12 C19 -4.9(2) . . . . ?
N1 C11 C12 C19A 6.6(12) . . . . ?
N1 C6 C7 C19 57.85(16) . . . . ?
N1 C6 C7 C22 -61.35(14) . . . . ?
N1 C6 C7 C25 176.19(12) . . . . ?
N1 C6A C7A C19A -67.2(12) . . . . ?
N1 C6A C7A C22A 52.7(11) . . . . ?
N1 C6A C7A C25A 172.7(10) . . . . ?
C1 C2 C3 C4 -176.81(14) . . . . ?
C1 C2 C24 C23 177.91(13) . . . . ?
C2 C3 C4 C5 -1.1(2) . . . . ?
C3 C2 C24 C23 -0.4(2) . . . . ?
C3 C4 C5 S1 177.69(10) . . . . ?
C3 C4 C5 C23 -0.37(19) . . . . ?
C4 C5 C23 C24 1.42(19) . . . . ?
C5 S1 N1 C11 -84.05(10) . . . . ?
C5 S1 N1 C6 62.52(11) . . . . ?
C5 S1 N1 C6A 87.5(6) . . . . ?
C5 C23 C24 C2 -1.0(2) . . . . ?
C11 N1 C6 C7 -43.26(16) . . . . ?
C11 N1 C6A C7A 41.1(10) . . . . ?
C11 C12 C13 C14 -21.19(19) . . . . ?
C11 C12 C13 C18 157.33(13) . . . . ?
C11 C12 C19 C7 21.9(2) . . . . ?
C11 C12 C19A C7A -32(2) . . . . ?
C12 C13 C14 C15 176.18(12) . . . . ?
C12 C13 C18 C17 -177.46(12) . . . . ?
C13 C12 C19 C7 -160.89(12) . . . . ?
C13 C12 C19A C7A 156.5(10) . . . . ?
C13 C14 C15 C16 1.85(19) . . . . ?
C14 C13 C18 C17 1.13(19) . . . . ?
C14 C15 C16 C17 0.0(2) . . . . ?
C15 C16 C17 C18 -1.2(2) . . . . ?
C16 C17 C18 C13 0.7(2) . . . . ?
C18 C13 C14 C15 -2.38(18) . . . . ?
C24 C2 C3 C4 1.5(2) . . . . ?
C6 N1 C11 C12 16.28(18) . . . . ?
C6 C7 C19 C12 -47.51(18) . . . . ?
C6 C7 C25 C8 127.5(2) . . . . ?
C6 C7 C25 C21 -54.9(2) . . . . ?
C8 C9 C10 C20 0.1(3) . . . . ?
C9 C8 C25 C7 176.81(17) . . . . ?
C9 C8 C25 C21 -0.8(3) . . . . ?
C9 C10 C20 C21 -1.1(2) . . . . ?
C10 C20 C21 C25 1.1(3) . . . . ?
C19 C12 C13 C14 161.58(14) . . . . ?
C19 C12 C13 C18 -19.90(19) . . . . ?
C19 C7 C25 C8 -114.3(2) . . . . ?
C19 C7 C25 C21 63.3(2) . . . . ?
C20 C21 C25 C7 -177.82(16) . . . . ?
C20 C21 C25 C8 -0.1(3) . . . . ?
C22 C7 C19 C12 70.66(17) . . . . ?
C22 C7 C25 C8 7.5(3) . . . . ?
C22 C7 C25 C21 -174.96(17) . . . . ?
C25 C7 C19 C12 -166.13(14) . . . . ?
C25 C8 C9 C10 0.8(3) . . . . ?
C6A N1 C11 C12 -10.4(6) . . . . ?
C6A C7A C19A C12 59.9(18) . . . . ?
C6A C7A C25A C8A 63(2) . . . . ?
C6A C7A C25A C21A -120(2) . . . . ?
C8A C9A C10A C20A 2(2) . . . . ?
C9A C8A C25A C7A 177.6(14) . . . . ?
C9A C8A C25A C21A 0(3) . . . . ?
C9A C10A C20A C21A -3(2) . . . . ?
C10A C20A C21A C25A 3(2) . . . . ?
C19A C12 C13 C14 150.7(12) . . . . ?
C19A C12 C13 C18 -30.8(12) . . . . ?
C19A C7A C25A C8A -54(2) . . . . ?
C19A C7A C25A C21A 123(2) . . . . ?
C20A C21A C25A C7A -178.2(16) . . . . ?
C20A C21A C25A C8A -1(3) . . . . ?
C22A C7A C19A C12 -59.7(18) . . . . ?
C22A C7A C25A C8A -175.3(16) . . . . ?
C22A C7A C25A C21A 2(3) . . . . ?
C25A C7A C19A C12 -179.3(13) . . . . ?
C25A C8A C9A C10A -1(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_cxy5537_0m
_database_code_depnum_ccdc_archive 'CCDC 2348431'
loop_
_audit_author_name
_audit_author_address
'Yang-En You'
;Hefei University of Technology
China
;
_audit_update_record             
;
2024-04-15 deposited with the CCDC.	2025-01-28 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H23 N O2 S'
_chemical_formula_sum            'C20 H23 N O2 S'
_chemical_formula_weight         341.45
_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 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.7930(9)
_cell_length_b                   11.2663(10)
_cell_length_c                   14.8089(13)
_cell_angle_alpha                90
_cell_angle_beta                 99.678(3)
_cell_angle_gamma                90
_cell_volume                     1775.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9942
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      57.01
_cell_measurement_theta_min      4.10
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.115
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1231 before and 0.0825 after correction.
The Ratio of minimum to maximum transmission is 0.8837.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22394
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.009
_diffrn_reflns_theta_min         4.100
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   'microfocus Metaljet'
_diffrn_source_current           3.57
_diffrn_source_power             0.24947159999999996
_diffrn_source_type              'Incoatec Metaljet'
_diffrn_source_voltage           69.88
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3334
_reflns_number_total             3613
_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       'Apex3 (Bruker 2018)'
_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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2014'
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3613
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0693P)²+0.5759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1167
_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 Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C6(H6), C8(H8), C9(H9), C12(H12), C13(H13), C18(H18),
 C19(H19)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C16(H16A,H16B,H16C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.52863(3) 0.68162(3) 0.39466(2) 0.01535(13) Uani 1 1 d . . . . .
O1 O 0.45567(9) 0.58759(9) 0.42458(7) 0.0193(2) Uani 1 1 d . . . . .
O2 O 0.47170(9) 0.76311(9) 0.32547(7) 0.0209(2) Uani 1 1 d . . . . .
N1 N 0.64596(10) 0.61759(10) 0.35564(8) 0.0158(3) Uani 1 1 d . . . . .
C1 C 0.97806(14) 0.17236(13) 0.54595(11) 0.0232(3) Uani 1 1 d . . . . .
H1 H 1.012196 0.103895 0.578423 0.028 Uiso 1 1 calc R U . . .
C2 C 1.03452(13) 0.22051(14) 0.47696(11) 0.0242(3) Uani 1 1 d . . . . .
H2 H 1.108990 0.185484 0.462788 0.029 Uiso 1 1 calc R U . . .
C3 C 0.98356(14) 0.31950(13) 0.42819(11) 0.0216(3) Uani 1 1 d . . . . .
H3 H 1.024267 0.351385 0.381489 0.026 Uiso 1 1 calc R U . . .
C4 C 0.87322(12) 0.37315(12) 0.44663(9) 0.0162(3) Uani 1 1 d . . . . .
C5 C 0.81618(12) 0.47607(12) 0.39234(9) 0.0157(3) Uani 1 1 d . . . . .
C6 C 0.70425(13) 0.51893(11) 0.40449(9) 0.0157(3) Uani 1 1 d . . . . .
H6 H 0.662046 0.481215 0.448030 0.019 Uiso 1 1 calc R U . . .
C7 C 0.59531(12) 0.76453(12) 0.49165(9) 0.0160(3) Uani 1 1 d . . . . .
C8 C 0.63623(13) 0.70759(13) 0.57516(10) 0.0195(3) Uani 1 1 d . . . . .
H8 H 0.627409 0.624128 0.580664 0.023 Uiso 1 1 calc R U . . .
C9 C 0.68982(13) 0.77496(13) 0.64969(10) 0.0212(3) Uani 1 1 d . . . . .
H9 H 0.719293 0.736685 0.706392 0.025 Uiso 1 1 calc R U . . .
C10 C 0.70158(13) 0.89836(13) 0.64335(10) 0.0213(3) Uani 1 1 d . . . . .
C11 C 0.75531(17) 0.97121(15) 0.72593(12) 0.0323(4) Uani 1 1 d . . . . .
H11A H 0.843231 0.990441 0.723452 0.048 Uiso 1 1 calc R U . . .
H11B H 0.750727 0.925832 0.781727 0.048 Uiso 1 1 calc R U . . .
H11C H 0.706953 1.044769 0.726347 0.048 Uiso 1 1 calc R U . . .
C12 C 0.60801(12) 0.88677(12) 0.48327(10) 0.0182(3) Uani 1 1 d . . . . .
H12 H 0.580765 0.924757 0.426109 0.022 Uiso 1 1 calc R U . . .
C13 C 0.66081(13) 0.95258(13) 0.55915(10) 0.0212(3) Uani 1 1 d . . . . .
H13 H 0.669293 1.036071 0.553585 0.025 Uiso 1 1 calc R U . . .
C14 C 0.72519(13) 0.69241(12) 0.30654(9) 0.0166(3) Uani 1 1 d . . . . .
H14A H 0.782912 0.741062 0.350747 0.020 Uiso 1 1 calc R U . . .
H14B H 0.671796 0.746486 0.263866 0.020 Uiso 1 1 calc R U . . .
C15 C 0.80065(12) 0.61097(12) 0.25322(9) 0.0171(3) Uani 1 1 d . . . . .
C16 C 0.70994(14) 0.53640(13) 0.18500(10) 0.0225(3) Uani 1 1 d . . . . .
H16A H 0.758013 0.487331 0.148551 0.034 Uiso 1 1 calc R U . . .
H16B H 0.653771 0.589116 0.144320 0.034 Uiso 1 1 calc R U . . .
H16C H 0.660068 0.485103 0.218549 0.034 Uiso 1 1 calc R U . . .
C17 C 0.88493(12) 0.53093(12) 0.32149(9) 0.0182(3) Uani 1 1 d . . . . .
H17A H 0.919406 0.466728 0.287376 0.022 Uiso 1 1 calc R U . . .
H17B H 0.956532 0.578254 0.353216 0.022 Uiso 1 1 calc R U . . .
C18 C 0.87045(13) 0.22624(13) 0.56669(10) 0.0228(3) Uani 1 1 d . . . . .
H18 H 0.831419 0.194889 0.614446 0.027 Uiso 1 1 calc R U . . .
C19 C 0.81952(13) 0.32487(13) 0.51872(10) 0.0210(3) Uani 1 1 d . . . . .
H19 H 0.746639 0.360861 0.534779 0.025 Uiso 1 1 calc R U . . .
C20 C 0.88217(15) 0.68855(13) 0.20161(11) 0.0240(3) Uani 1 1 d . . . . .
H20A H 0.936520 0.739211 0.245276 0.036 Uiso 1 1 calc R U . . .
H20B H 0.827970 0.738323 0.157172 0.036 Uiso 1 1 calc R U . . .
H20C H 0.934159 0.637726 0.169394 0.036 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4338(10) . ?
S1 O2 1.4348(10) . ?
S1 N1 1.6444(11) . ?
S1 C7 1.7624(14) . ?
N1 C6 1.4148(17) . ?
N1 C14 1.4764(16) . ?
C1 H1 0.9500 . ?
C1 C2 1.385(2) . ?
C1 C18 1.390(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.4027(19) . ?
C4 C5 1.4844(19) . ?
C4 C19 1.4070(19) . ?
C5 C6 1.3409(19) . ?
C5 C17 1.5149(17) . ?
C6 H6 0.9500 . ?
C7 C8 1.3973(19) . ?
C7 C12 1.392(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.383(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.401(2) . ?
C10 C11 1.506(2) . ?
C10 C13 1.392(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 0.9500 . ?
C12 C13 1.386(2) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5313(17) . ?
C15 C16 1.534(2) . ?
C15 C17 1.5342(19) . ?
C15 C20 1.5323(18) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18 0.9500 . ?
C18 C19 1.382(2) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
O1 S1 O2 120.13(6) . . ?
O1 S1 N1 106.25(6) . . ?
O1 S1 C7 108.06(6) . . ?
O2 S1 N1 107.00(6) . . ?
O2 S1 C7 108.06(6) . . ?
N1 S1 C7 106.61(6) . . ?
C6 N1 S1 117.87(9) . . ?
C6 N1 C14 117.12(10) . . ?
C14 N1 S1 117.82(9) . . ?
C2 C1 H1 120.7 . . ?
C2 C1 C18 118.66(13) . . ?
C18 C1 H1 120.7 . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.83(13) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.27(13) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 121.31(12) . . ?
C3 C4 C19 116.91(13) . . ?
C19 C4 C5 121.78(12) . . ?
C4 C5 C17 119.14(11) . . ?
C6 C5 C4 120.63(11) . . ?
C6 C5 C17 120.22(12) . . ?
N1 C6 H6 118.4 . . ?
C5 C6 N1 123.20(12) . . ?
C5 C6 H6 118.4 . . ?
C8 C7 S1 120.20(11) . . ?
C12 C7 S1 119.00(11) . . ?
C12 C7 C8 120.80(13) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 C7 118.80(13) . . ?
C9 C8 H8 120.6 . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.44(13) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C11 120.90(14) . . ?
C13 C10 C9 118.50(14) . . ?
C13 C10 C11 120.60(13) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C12 H12 120.3 . . ?
C13 C12 C7 119.36(13) . . ?
C13 C12 H12 120.3 . . ?
C10 C13 H13 119.5 . . ?
C12 C13 C10 121.09(13) . . ?
C12 C13 H13 119.5 . . ?
N1 C14 H14A 110.0 . . ?
N1 C14 H14B 110.0 . . ?
N1 C14 C15 108.31(10) . . ?
H14A C14 H14B 108.4 . . ?
C15 C14 H14A 110.0 . . ?
C15 C14 H14B 110.0 . . ?
C14 C15 C16 109.38(11) . . ?
C14 C15 C17 108.68(11) . . ?
C14 C15 C20 108.37(11) . . ?
C16 C15 C17 110.74(11) . . ?
C20 C15 C16 109.90(12) . . ?
C20 C15 C17 109.72(11) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C5 C17 C15 113.02(11) . . ?
C5 C17 H17A 109.0 . . ?
C5 C17 H17B 109.0 . . ?
C15 C17 H17A 109.0 . . ?
C15 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C1 C18 H18 119.6 . . ?
C19 C18 C1 120.83(13) . . ?
C19 C18 H18 119.6 . . ?
C4 C19 H19 119.3 . . ?
C18 C19 C4 121.45(13) . . ?
C18 C19 H19 119.3 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C6 C5 -164.73(11) . . . . ?
S1 N1 C14 C15 -163.53(9) . . . . ?
S1 C7 C8 C9 179.08(10) . . . . ?
S1 C7 C12 C13 -179.76(10) . . . . ?
O1 S1 N1 C6 -40.10(12) . . . . ?
O1 S1 N1 C14 170.35(10) . . . . ?
O1 S1 C7 C8 36.52(12) . . . . ?
O1 S1 C7 C12 -144.36(10) . . . . ?
O2 S1 N1 C6 -169.58(10) . . . . ?
O2 S1 N1 C14 40.87(12) . . . . ?
O2 S1 C7 C8 167.95(10) . . . . ?
O2 S1 C7 C12 -12.94(12) . . . . ?
N1 S1 C7 C8 -77.33(11) . . . . ?
N1 S1 C7 C12 101.78(11) . . . . ?
N1 C14 C15 C16 59.76(14) . . . . ?
N1 C14 C15 C17 -61.26(14) . . . . ?
N1 C14 C15 C20 179.57(12) . . . . ?
C1 C2 C3 C4 -0.5(2) . . . . ?
C1 C18 C19 C4 0.9(2) . . . . ?
C2 C1 C18 C19 0.9(2) . . . . ?
C2 C3 C4 C5 -177.72(13) . . . . ?
C2 C3 C4 C19 2.3(2) . . . . ?
C3 C4 C5 C6 173.26(14) . . . . ?
C3 C4 C5 C17 -5.6(2) . . . . ?
C3 C4 C19 C18 -2.5(2) . . . . ?
C4 C5 C6 N1 179.20(12) . . . . ?
C4 C5 C17 C15 163.72(12) . . . . ?
C5 C4 C19 C18 177.50(13) . . . . ?
C6 N1 C14 C15 46.69(15) . . . . ?
C6 C5 C17 C15 -15.14(19) . . . . ?
C7 S1 N1 C6 74.98(11) . . . . ?
C7 S1 N1 C14 -74.57(11) . . . . ?
C7 C8 C9 C10 1.2(2) . . . . ?
C7 C12 C13 C10 0.20(19) . . . . ?
C8 C7 C12 C13 -0.65(19) . . . . ?
C8 C9 C10 C11 177.51(13) . . . . ?
C8 C9 C10 C13 -1.6(2) . . . . ?
C9 C10 C13 C12 0.9(2) . . . . ?
C11 C10 C13 C12 -178.21(13) . . . . ?
C12 C7 C8 C9 -0.02(19) . . . . ?
C14 N1 C6 C5 -14.97(19) . . . . ?
C14 C15 C17 C5 46.26(15) . . . . ?
C16 C15 C17 C5 -73.91(14) . . . . ?
C17 C5 C6 N1 -2.0(2) . . . . ?
C18 C1 C2 C3 -1.1(2) . . . . ?
C19 C4 C5 C6 -6.7(2) . . . . ?
C19 C4 C5 C17 174.42(13) . . . . ?
C20 C15 C17 C5 164.60(12) . . . . ?

_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_231216tbh_dzj_0m
_database_code_depnum_ccdc_archive 'CCDC 2348430'
loop_
_audit_author_name
_audit_author_address
'Yang-En You'
;Hefei University of Technology
China
;
_audit_update_record             
;
2024-04-15 deposited with the CCDC.	2025-01-28 downloaded from the CCDC.
;
_audit_creation_date             2023-12-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H21 N O2 S'
_chemical_formula_sum            'C15 H21 N O2 S'
_chemical_formula_weight         279.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.054(5)
_cell_length_b                   10.640(5)
_cell_length_c                   14.356(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.818(6)
_cell_angle_gamma                90
_cell_volume                     1497.5(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2695
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.26
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5724
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0789 before and 0.0430 after correction.
The Ratio of minimum to maximum transmission is 0.7677.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             600
_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  0.0324
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8502
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.362
_diffrn_reflns_theta_min         2.256
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2408
_reflns_number_total             3319
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         3319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.027
_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)+(0.0552P)²+0.4262P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1108
_refine_ls_wR_factor_ref         0.1258
_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 Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C10(H10), C11(H11), C13(H13), C14(H14)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.29168(5) 0.39830(4) 0.32145(4) 0.04262(17) Uani 1 1 d . . . . .
O1 O 0.26851(15) 0.39541(14) 0.22022(10) 0.0541(4) Uani 1 1 d . . . . .
O2 O 0.32338(15) 0.51443(12) 0.37101(11) 0.0576(4) Uani 1 1 d . . . . .
N1 N 0.15174(15) 0.34591(15) 0.34819(11) 0.0428(4) Uani 1 1 d . . . . .
C1 C 0.0934(2) 0.23034(19) 0.29969(15) 0.0485(5) Uani 1 1 d . . . . .
H1A H 0.153609 0.160223 0.322196 0.058 Uiso 1 1 calc R U . . .
H1B H 0.086335 0.238909 0.231498 0.058 Uiso 1 1 calc R U . . .
C2 C -0.0465(2) 0.2034(2) 0.31815(17) 0.0524(5) Uani 1 1 d . . . . .
C3 C -0.0338(2) 0.1931(2) 0.42489(17) 0.0601(6) Uani 1 1 d . . . . .
H3A H -0.124192 0.197446 0.438114 0.072 Uiso 1 1 calc R U . . .
H3B H 0.004305 0.111489 0.446117 0.072 Uiso 1 1 calc R U . . .
C4 C 0.0536(2) 0.2931(2) 0.48142(16) 0.0588(6) Uani 1 1 d . . . . .
C5 C 0.1392(2) 0.3593(2) 0.44433(15) 0.0520(5) Uani 1 1 d . . . . .
H5 H 0.194385 0.417726 0.482886 0.062 Uiso 1 1 calc R U . . .
C6 C -0.0971(3) 0.0801(2) 0.2685(2) 0.0780(8) Uani 1 1 d . . . . .
H6A H -0.104252 0.088614 0.200964 0.117 Uiso 1 1 calc R U . . .
H6B H -0.184949 0.059976 0.280279 0.117 Uiso 1 1 calc R U . . .
H6C H -0.033830 0.014095 0.292908 0.117 Uiso 1 1 calc R U . . .
C7 C -0.1458(2) 0.3093(2) 0.2790(2) 0.0712(7) Uani 1 1 d . . . . .
H7A H -0.113398 0.386629 0.310489 0.107 Uiso 1 1 calc R U . . .
H7B H -0.234109 0.290017 0.290413 0.107 Uiso 1 1 calc R U . . .
H7C H -0.152290 0.317847 0.211600 0.107 Uiso 1 1 calc R U . . .
C8 C 0.0387(3) 0.3143(3) 0.58171(19) 0.0929(10) Uani 1 1 d . . . . .
H8A H 0.054824 0.236882 0.616753 0.139 Uiso 1 1 calc R U . . .
H8B H -0.052016 0.343355 0.580818 0.139 Uiso 1 1 calc R U . . .
H8C H 0.103536 0.376206 0.611860 0.139 Uiso 1 1 calc R U . . .
C9 C 0.41917(18) 0.28844(17) 0.36738(13) 0.0384(4) Uani 1 1 d . . . . .
C10 C 0.4317(2) 0.18223(19) 0.31503(14) 0.0452(5) Uani 1 1 d . . . . .
H10 H 0.378122 0.172349 0.253753 0.054 Uiso 1 1 calc R U . . .
C11 C 0.5241(2) 0.0912(2) 0.35416(15) 0.0490(5) Uani 1 1 d . . . . .
H11 H 0.531845 0.019413 0.318769 0.059 Uiso 1 1 calc R U . . .
C12 C 0.60570(19) 0.10338(18) 0.44476(14) 0.0436(5) Uani 1 1 d . . . . .
C13 C 0.5938(2) 0.2115(2) 0.49544(15) 0.0493(5) Uani 1 1 d . . . . .
H13 H 0.649592 0.222299 0.555894 0.059 Uiso 1 1 calc R U . . .
C14 C 0.5012(2) 0.30353(18) 0.45830(14) 0.0462(5) Uani 1 1 d . . . . .
H14 H 0.493443 0.375280 0.493720 0.055 Uiso 1 1 calc R U . . .
C15 C 0.7026(2) 0.0002(2) 0.48722(16) 0.0577(6) Uani 1 1 d . . . . .
H15A H 0.652048 -0.069322 0.504299 0.086 Uiso 1 1 calc R U . . .
H15B H 0.764883 0.031020 0.543189 0.086 Uiso 1 1 calc R U . . .
H15C H 0.752878 -0.026917 0.441256 0.086 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4201(16) . ?
S1 O2 1.4262(15) . ?
S1 N1 1.6362(17) . ?
S1 C9 1.752(2) . ?
N1 C1 1.470(2) . ?
N1 C5 1.421(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.515(3) . ?
C2 C3 1.513(3) . ?
C2 C6 1.526(3) . ?
C2 C7 1.527(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.500(3) . ?
C4 C5 1.312(3) . ?
C4 C8 1.498(3) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.378(3) . ?
C9 C14 1.390(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.373(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(3) . ?
C12 C13 1.380(3) . ?
C12 C15 1.504(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(3) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
O1 S1 O2 119.80(9) . . ?
O1 S1 N1 106.16(8) . . ?
O1 S1 C9 108.12(9) . . ?
O2 S1 N1 106.66(9) . . ?
O2 S1 C9 109.05(9) . . ?
N1 S1 C9 106.25(9) . . ?
C1 N1 S1 116.59(13) . . ?
C5 N1 S1 117.39(13) . . ?
C5 N1 C1 115.58(16) . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
N1 C1 C2 111.34(17) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
C1 C2 C6 107.85(19) . . ?
C1 C2 C7 110.64(18) . . ?
C3 C2 C1 108.52(17) . . ?
C3 C2 C6 110.81(19) . . ?
C3 C2 C7 109.1(2) . . ?
C6 C2 C7 109.9(2) . . ?
C2 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 C2 113.83(18) . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 C8 121.6(2) . . ?
C8 C4 C3 117.1(2) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 N1 123.2(2) . . ?
C4 C5 H5 118.4 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 S1 119.32(15) . . ?
C10 C9 C14 119.99(18) . . ?
C14 C9 S1 120.56(15) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.40(18) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 119.1 . . ?
C10 C11 C12 121.70(19) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 C15 120.60(19) . . ?
C13 C12 C11 118.15(18) . . ?
C13 C12 C15 121.24(19) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.30(19) . . ?
C14 C13 H13 119.3 . . ?
C9 C14 H14 120.3 . . ?
C13 C14 C9 119.44(18) . . ?
C13 C14 H14 120.3 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 -170.89(14) . . . . ?
S1 N1 C5 C4 -160.72(18) . . . . ?
S1 C9 C10 C11 -174.72(15) . . . . ?
S1 C9 C14 C13 175.33(16) . . . . ?
O1 S1 N1 C1 47.06(16) . . . . ?
O1 S1 N1 C5 -169.50(14) . . . . ?
O1 S1 C9 C10 -30.53(18) . . . . ?
O1 S1 C9 C14 153.72(16) . . . . ?
O2 S1 N1 C1 175.88(14) . . . . ?
O2 S1 N1 C5 -40.68(16) . . . . ?
O2 S1 C9 C10 -162.30(15) . . . . ?
O2 S1 C9 C14 21.94(19) . . . . ?
N1 S1 C9 C10 83.08(17) . . . . ?
N1 S1 C9 C14 -92.68(17) . . . . ?
N1 C1 C2 C3 -57.9(2) . . . . ?
N1 C1 C2 C6 -177.99(19) . . . . ?
N1 C1 C2 C7 61.8(2) . . . . ?
C1 N1 C5 C4 -16.9(3) . . . . ?
C1 C2 C3 C4 44.1(2) . . . . ?
C2 C3 C4 C5 -17.8(3) . . . . ?
C2 C3 C4 C8 162.0(2) . . . . ?
C3 C4 C5 N1 2.9(3) . . . . ?
C5 N1 C1 C2 45.0(2) . . . . ?
C6 C2 C3 C4 162.30(19) . . . . ?
C7 C2 C3 C4 -76.6(2) . . . . ?
C8 C4 C5 N1 -177.0(2) . . . . ?
C9 S1 N1 C1 -67.88(16) . . . . ?
C9 S1 N1 C5 75.56(16) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C10 C9 C14 C13 -0.4(3) . . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
C10 C11 C12 C15 177.91(19) . . . . ?
C11 C12 C13 C14 1.6(3) . . . . ?
C12 C13 C14 C9 -1.0(3) . . . . ?
C14 C9 C10 C11 1.1(3) . . . . ?
C15 C12 C13 C14 -177.23(19) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
