# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

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

data_3b
_database_code_depnum_ccdc_archive 'CCDC 2287882'
loop_
_audit_author_name
_audit_author_address
'Chong-Dao Lu'
;Yunnan University
China
;
_audit_update_record             
;
2023-08-10 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;
_audit_creation_date             2023-08-08
_diffrn_source_power             0.07
_audit_creation_method           
;
FinalCif V88 by Daniel Kratzert, Freiburg 2023,
https://github.com/dkratzert/FinalCif
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C25 H31 N O2 S'
_chemical_formula_moiety         'C25 H31 N O2 S'
_exptl_crystal_colour_primary    colourless
_chemical_formula_weight         409.57
_chemical_melting_point          ?
_chemical_absolute_configuration syn
_olex2_submission_special_instructions 'No special instructions were received'
_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)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C16(H16), C17(H17), C20(H20),
 C21(H21), C23(H23), C24(H24)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C4(H4A,H4B,H4C), C13(H13A,H13B,H13C),
 C15(H15A,H15B,H15C), C25(H25A,H25B,H25C)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.7335(11)
_cell_length_b                   6.0074(4)
_cell_length_c                   14.8867(12)
_cell_angle_alpha                90
_cell_angle_beta                 112.483(3)
_cell_angle_gamma                90
_cell_volume                     1134.84(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9859
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      28.45
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.683006
_exptl_absorpt_correction_T_max  0.745689
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1251 before and 0.0644 after correction.
 The Ratio of minimum to maximum transmission is 0.92.

Final HKLF 4 output contains 66847 reflections, Rint = 0.1591
 (29899 with I > 3sig(I), Rint = 0.0585)
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.965
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            5650
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_theta_min         2.566
_diffrn_reflns_theta_max         28.452
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5650
_reflns_number_gt                5308
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.819
_reflns_Friedel_fraction_max     0.981
_reflns_Friedel_fraction_full    0.993
_reflns_special_details          
;
 _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.
;
_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+0.2705P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5650
_refine_ls_number_parameters     268
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0704
_refine_ls_wR_factor_gt          0.0676
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_abs_structure_details 
;
 Flack x determined using 2273 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;

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'

_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_
_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 0.91956(3) 0.33248(7) 0.60869(3) 0.01518(10) Uani 1 1 d . . . . .
O1 O 0.57015(11) 0.2301(2) 0.82956(10) 0.0189(3) Uani 1 1 d . . . . .
O2 O 0.89939(11) 0.0914(2) 0.61710(11) 0.0243(3) Uani 1 1 d . . . . .
N1 N 0.89422(12) 0.4611(3) 0.70196(11) 0.0157(3) Uani 1 1 d . . . . .
C1 C 1.10819(15) 0.2621(4) 0.59913(16) 0.0239(4) Uani 1 1 d . . . . .
H1A H 1.085865 0.106055 0.588661 0.036 Uiso 1 1 calc R U . . .
H1B H 1.185312 0.269518 0.628126 0.036 Uiso 1 1 calc R U . . .
H1C H 1.082411 0.340845 0.536740 0.036 Uiso 1 1 calc R U . . .
C2 C 1.08419(16) 0.6214(3) 0.67468(16) 0.0231(4) Uani 1 1 d . . . . .
H2A H 1.051502 0.688512 0.610003 0.035 Uiso 1 1 calc R U . . .
H2B H 1.160391 0.647761 0.700097 0.035 Uiso 1 1 calc R U . . .
H2C H 1.054342 0.688601 0.718478 0.035 Uiso 1 1 calc R U . . .
C3 C 1.06291(13) 0.3711(3) 0.66762(13) 0.0153(4) Uani 1 1 d . . . . .
C4 C 1.10394(15) 0.2569(3) 0.76641(14) 0.0201(4) Uani 1 1 d . . . . .
H4A H 1.074306 0.329869 0.809141 0.030 Uiso 1 1 calc R U . . .
H4B H 1.180980 0.267378 0.795275 0.030 Uiso 1 1 calc R U . . .
H4C H 1.082936 0.099920 0.758412 0.030 Uiso 1 1 calc R U . . .
C5 C 0.80531(13) 0.5570(3) 0.68121(13) 0.0135(3) Uani 1 1 d . . . . .
C6 C 0.71812(13) 0.5619(3) 0.58222(13) 0.0133(3) Uani 1 1 d . . . . .
C7 C 0.64749(14) 0.3843(3) 0.55297(14) 0.0187(4) Uani 1 1 d . . . . .
H7 H 0.654709 0.262556 0.595779 0.022 Uiso 1 1 calc R U . . .
C8 C 0.56635(15) 0.3846(3) 0.46121(14) 0.0205(4) Uani 1 1 d . . . . .
H8 H 0.518301 0.263534 0.441657 0.025 Uiso 1 1 calc R U . . .
C9 C 0.55584(15) 0.5620(3) 0.39844(14) 0.0186(4) Uani 1 1 d . . . . .
H9 H 0.500663 0.562439 0.335844 0.022 Uiso 1 1 calc R U . . .
C10 C 0.62613(15) 0.7387(3) 0.42733(14) 0.0191(4) Uani 1 1 d . . . . .
H10 H 0.618809 0.859835 0.384187 0.023 Uiso 1 1 calc R U . . .
C11 C 0.70737(14) 0.7403(3) 0.51905(14) 0.0172(4) Uani 1 1 d . . . . .
H11 H 0.755082 0.862030 0.538429 0.021 Uiso 1 1 calc R U . . .
C12 C 0.78557(14) 0.6664(3) 0.76658(13) 0.0148(3) Uani 1 1 d . . . . .
C13 C 0.74705(15) 0.9060(3) 0.73927(15) 0.0189(4) Uani 1 1 d . . . . .
H13A H 0.801415 0.991910 0.727068 0.028 Uiso 1 1 calc R U . . .
H13B H 0.732789 0.974308 0.792769 0.028 Uiso 1 1 calc R U . . .
H13C H 0.682339 0.904890 0.680513 0.028 Uiso 1 1 calc R U . . .
C14 C 0.88903(15) 0.6631(4) 0.85860(14) 0.0220(4) Uani 1 1 d . . . . .
H14A H 0.909449 0.506201 0.876370 0.026 Uiso 1 1 calc R U . . .
H14B H 0.945544 0.733141 0.842434 0.026 Uiso 1 1 calc R U . . .
C15 C 0.88271(17) 0.7819(4) 0.94691(16) 0.0294(5) Uani 1 1 d . . . . .
H15A H 0.875761 0.942548 0.934637 0.044 Uiso 1 1 calc R U . . .
H15B H 0.946947 0.752047 1.004074 0.044 Uiso 1 1 calc R U . . .
H15C H 0.821382 0.727382 0.958680 0.044 Uiso 1 1 calc R U . . .
C16 C 0.70541(14) 0.5234(3) 0.78674(13) 0.0158(4) Uani 1 1 d . . . . .
H16 H 0.718786 0.367802 0.792359 0.019 Uiso 1 1 calc R U . . .
C17 C 0.61844(14) 0.5915(3) 0.79743(14) 0.0169(4) Uani 1 1 d . . . . .
H17 H 0.597904 0.743259 0.786525 0.020 Uiso 1 1 calc R U . . .
C18 C 0.55276(15) 0.4309(3) 0.82649(13) 0.0152(4) Uani 1 1 d . . . . .
C19 C 0.46822(14) 0.5218(3) 0.85580(13) 0.0151(4) Uani 1 1 d . . . . .
C20 C 0.43345(14) 0.3907(3) 0.91566(13) 0.0164(4) Uani 1 1 d . . . . .
H20 H 0.462558 0.246729 0.935019 0.020 Uiso 1 1 calc R U . . .
C21 C 0.35687(14) 0.4702(3) 0.94667(14) 0.0177(4) Uani 1 1 d . . . . .
H21 H 0.335365 0.381372 0.988597 0.021 Uiso 1 1 calc R U . . .
C22 C 0.31077(14) 0.6787(3) 0.91732(13) 0.0168(4) Uani 1 1 d . . . . .
C23 C 0.34467(14) 0.8069(3) 0.85727(14) 0.0185(4) Uani 1 1 d . . . . .
H23 H 0.313592 0.948578 0.836203 0.022 Uiso 1 1 calc R U . . .
C24 C 0.42340(14) 0.7317(3) 0.82735(14) 0.0183(4) Uani 1 1 d . . . . .
H24 H 0.446657 0.823481 0.787504 0.022 Uiso 1 1 calc R U . . .
C25 C 0.22606(16) 0.7622(4) 0.95022(16) 0.0234(4) Uani 1 1 d . . . . .
H25A H 0.160464 0.680691 0.915885 0.035 Uiso 1 1 calc R U . . .
H25B H 0.214467 0.921417 0.935725 0.035 Uiso 1 1 calc R U . . .
H25C H 0.248277 0.738712 1.020384 0.035 Uiso 1 1 calc R U . . .


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 O2 1.4888(15) . ?
S1 N1 1.7366(16) . ?
S1 C3 1.8380(17) . ?
O1 C18 1.227(2) . ?
N1 C5 1.277(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C3 1.530(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C3 1.528(3) . ?
C3 C4 1.522(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.502(2) . ?
C5 C12 1.544(2) . ?
C6 C7 1.395(3) . ?
C6 C11 1.396(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.394(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.534(3) . ?
C12 C14 1.551(3) . ?
C12 C16 1.514(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.527(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C17 1.328(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.493(3) . ?
C18 C19 1.491(3) . ?
C19 C20 1.403(3) . ?
C19 C24 1.396(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.396(3) . ?
C22 C23 1.388(3) . ?
C22 C25 1.510(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.393(3) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 N1 105.36(8) . . ?
O2 S1 C3 106.41(8) . . ?
N1 S1 C3 93.89(8) . . ?
C5 N1 S1 118.22(13) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
C1 C3 S1 105.19(12) . . ?
C2 C3 S1 107.39(12) . . ?
C2 C3 C1 110.58(16) . . ?
C4 C3 S1 109.72(12) . . ?
C4 C3 C1 110.87(16) . . ?
C4 C3 C2 112.75(16) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 125.17(16) . . ?
N1 C5 C12 116.46(16) . . ?
C6 C5 C12 118.31(14) . . ?
C7 C6 C5 119.33(16) . . ?
C7 C6 C11 119.68(17) . . ?
C11 C6 C5 120.98(16) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.31(17) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 119.95(17) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.1 . . ?
C8 C9 C10 119.85(17) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.66(17) . . ?
C11 C10 H10 119.7 . . ?
C6 C11 H11 120.2 . . ?
C10 C11 C6 119.55(17) . . ?
C10 C11 H11 120.2 . . ?
C5 C12 C14 109.36(14) . . ?
C13 C12 C5 109.41(15) . . ?
C13 C12 C14 110.65(16) . . ?
C16 C12 C5 106.95(14) . . ?
C16 C12 C13 112.45(15) . . ?
C16 C12 C14 107.91(16) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 108.6 . . ?
C12 C14 H14B 108.6 . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 C12 114.81(16) . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16 116.4 . . ?
C17 C16 C12 127.17(17) . . ?
C17 C16 H16 116.4 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.41(17) . . ?
C18 C17 H17 119.8 . . ?
O1 C18 C17 121.02(18) . . ?
O1 C18 C19 120.76(17) . . ?
C19 C18 C17 118.17(16) . . ?
C20 C19 C18 118.18(16) . . ?
C24 C19 C18 122.98(17) . . ?
C24 C19 C20 118.83(17) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.28(17) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 121.09(18) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C25 120.66(17) . . ?
C23 C22 C21 118.40(17) . . ?
C23 C22 C25 120.93(17) . . ?
C22 C23 H23 119.4 . . ?
C22 C23 C24 121.23(18) . . ?
C24 C23 H23 119.4 . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.13(18) . . ?
C23 C24 H24 119.9 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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 C5 C6 2.1(2) . . . . ?
S1 N1 C5 C12 179.19(12) . . . . ?
O1 C18 C19 C20 20.7(3) . . . . ?
O1 C18 C19 C24 -160.10(19) . . . . ?
O2 S1 N1 C5 -99.67(15) . . . . ?
O2 S1 C3 C1 71.20(14) . . . . ?
O2 S1 C3 C2 -170.98(13) . . . . ?
O2 S1 C3 C4 -48.11(15) . . . . ?
N1 S1 C3 C1 178.47(13) . . . . ?
N1 S1 C3 C2 -63.71(14) . . . . ?
N1 S1 C3 C4 59.16(14) . . . . ?
N1 C5 C6 C7 84.7(2) . . . . ?
N1 C5 C6 C11 -94.8(2) . . . . ?
N1 C5 C12 C13 129.82(17) . . . . ?
N1 C5 C12 C14 8.5(2) . . . . ?
N1 C5 C12 C16 -108.14(18) . . . . ?
C3 S1 N1 C5 152.14(15) . . . . ?
C5 C6 C7 C8 -179.61(17) . . . . ?
C5 C6 C11 C10 179.42(17) . . . . ?
C5 C12 C14 C15 175.71(17) . . . . ?
C5 C12 C16 C17 -131.2(2) . . . . ?
C6 C5 C12 C13 -52.9(2) . . . . ?
C6 C5 C12 C14 -174.28(16) . . . . ?
C6 C5 C12 C16 69.1(2) . . . . ?
C6 C7 C8 C9 0.2(3) . . . . ?
C7 C6 C11 C10 -0.1(3) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C9 C10 C11 C6 0.2(3) . . . . ?
C11 C6 C7 C8 -0.1(3) . . . . ?
C12 C5 C6 C7 -92.2(2) . . . . ?
C12 C5 C6 C11 88.3(2) . . . . ?
C12 C16 C17 C18 -174.15(17) . . . . ?
C13 C12 C14 C15 55.1(2) . . . . ?
C13 C12 C16 C17 -11.1(3) . . . . ?
C14 C12 C16 C17 111.2(2) . . . . ?
C16 C12 C14 C15 -68.3(2) . . . . ?
C16 C17 C18 O1 -8.9(3) . . . . ?
C16 C17 C18 C19 168.53(17) . . . . ?
C17 C18 C19 C20 -156.73(17) . . . . ?
C17 C18 C19 C24 22.5(3) . . . . ?
C18 C19 C20 C21 178.47(17) . . . . ?
C18 C19 C24 C23 -179.99(17) . . . . ?
C19 C20 C21 C22 1.7(3) . . . . ?
C20 C19 C24 C23 -0.8(3) . . . . ?
C20 C21 C22 C23 -1.0(3) . . . . ?
C20 C21 C22 C25 178.99(18) . . . . ?
C21 C22 C23 C24 -0.6(3) . . . . ?
C22 C23 C24 C19 1.5(3) . . . . ?
C24 C19 C20 C21 -0.8(3) . . . . ?
C25 C22 C23 C24 179.43(18) . . . . ?

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

data_5a
_database_code_depnum_ccdc_archive 'CCDC 2287883'
loop_
_audit_author_name
_audit_author_address
'Chong-Dao Lu'
;Yunnan University
China
;
_audit_update_record             
;
2023-08-10 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;
_audit_creation_date             2023-04-05
_audit_creation_method           
;
FinalCif V88 by Daniel Kratzert, Freiburg 2023,
https://github.com/dkratzert/FinalCif
;
_diffrn_source_power             0.07
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C18 H24 N2 O S'
_chemical_formula_moiety         'C18 H24 N2 O S'
_chemical_formula_weight         316.45
_exptl_crystal_colour_primary    colourless
_chemical_melting_point          ?
_chemical_absolute_configuration syn
_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:
 C10(H10A,H10B), C28(H28A,H28B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C20(H20), C21(H21), C22(H22),
 C23(H23), C24(H24)
2.c X=CH2 refined with riding coordinates:
 C13(H13A,H13B), C31(H31A,H31B)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C16(H16A,H16B,H16C), C17(H17A,H17B,
 H17C), C18(H18A,H18B,H18C), C27(H27A,H27B,H27C), C29(H29A,H29B,H29C), C34(H34A,
 H34B,H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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'
_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.
;

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                   10.0440(6)
_cell_length_b                   15.6224(10)
_cell_length_c                   21.9085(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3437.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9931
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      28.23
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6902
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1018 before and 0.0650 after correction.
The Ratio of minimum to maximum transmission is 0.9256.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.963
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            46595
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_theta_min         2.231
_diffrn_reflns_theta_max         28.321
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8541
_reflns_number_gt                7639
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.795
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    1.000
_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.
;
_computing_data_collection       
'Bruker BIS V6.2.16/2021-10-22 && APEX4 2022.1-1'
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0296P)²+0.6936P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8541
_refine_ls_number_parameters     407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0752
_refine_ls_wR_factor_gt          0.0707
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   -0.02(2)
_refine_ls_abs_structure_details 
;
 Flack x determined using 3055 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;

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'

_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_
_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 0.43976(5) 0.62603(3) 0.50221(3) 0.01756(11) Uani 1 1 d . . . . .
O1 O 0.48870(15) 0.64295(10) 0.56507(7) 0.0240(4) Uani 1 1 d . . . . .
N1 N 0.37066(17) 0.52423(11) 0.50050(8) 0.0182(4) Uani 1 1 d . . . . .
N2 N 0.1025(2) 0.41000(15) 0.57833(10) 0.0311(5) Uani 1 1 d . . . . .
C1 C 0.5976(2) 0.47252(14) 0.48051(10) 0.0171(4) Uani 1 1 d . . . . .
C2 C 0.6809(2) 0.47987(15) 0.53097(10) 0.0213(5) Uani 1 1 d . . . . .
H2 H 0.645138 0.475043 0.570974 0.026 Uiso 1 1 calc R U . . .
C3 C 0.8166(2) 0.49430(16) 0.52287(11) 0.0249(5) Uani 1 1 d . . . . .
H3 H 0.873475 0.498562 0.557378 0.030 Uiso 1 1 calc R U . . .
C4 C 0.8687(2) 0.50242(15) 0.46484(11) 0.0253(5) Uani 1 1 d . . . . .
H4 H 0.960909 0.513591 0.459453 0.030 Uiso 1 1 calc R U . . .
C5 C 0.7862(2) 0.49424(15) 0.41442(11) 0.0243(5) Uani 1 1 d . . . . .
H5 H 0.822576 0.498752 0.374536 0.029 Uiso 1 1 calc R U . . .
C6 C 0.6509(2) 0.47952(14) 0.42174(10) 0.0203(4) Uani 1 1 d . . . . .
H6 H 0.594820 0.474225 0.387032 0.024 Uiso 1 1 calc R U . . .
C7 C 0.4498(2) 0.46225(14) 0.48906(8) 0.0152(4) Uani 1 1 d . . . . .
C8 C 0.38902(19) 0.37236(14) 0.48568(9) 0.0157(4) Uani 1 1 d . . . . .
C9 C 0.4454(2) 0.32369(14) 0.43063(10) 0.0201(4) Uani 1 1 d . . . . .
H9A H 0.431057 0.357345 0.393452 0.030 Uiso 1 1 calc R U . . .
H9B H 0.400124 0.268385 0.426778 0.030 Uiso 1 1 calc R U . . .
H9C H 0.541005 0.314262 0.436477 0.030 Uiso 1 1 calc R U . . .
C10 C 0.4234(2) 0.32424(14) 0.54558(10) 0.0186(4) Uani 1 1 d . . . . .
H10A H 0.521270 0.317997 0.548531 0.022 Uiso 1 1 calc R U . . .
H10B H 0.393487 0.359102 0.580733 0.022 Uiso 1 1 calc R U . . .
C11 C 0.3595(2) 0.23570(15) 0.54974(11) 0.0260(5) Uani 1 1 d . . . . .
H11A H 0.393538 0.199392 0.516773 0.039 Uiso 1 1 calc R U . . .
H11B H 0.262643 0.241140 0.545901 0.039 Uiso 1 1 calc R U . . .
H11C H 0.381272 0.209757 0.589227 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2377(2) 0.38103(14) 0.47955(9) 0.0169(4) Uani 1 1 d . . . . .
C13 C 0.1706(2) 0.37342(15) 0.42769(10) 0.0231(5) Uani 1 1 d . . . . .
H13A H 0.076457 0.379494 0.427523 0.028 Uiso 1 1 calc R U . . .
H13B H 0.216609 0.361891 0.390715 0.028 Uiso 1 1 calc R U . . .
C14 C 0.1627(2) 0.39859(15) 0.53449(10) 0.0206(5) Uani 1 1 d . . . . .
C15 C 0.27860(19) 0.68077(14) 0.49484(10) 0.0168(4) Uani 1 1 d . . . . .
C16 C 0.2190(2) 0.65563(16) 0.43352(10) 0.0248(5) Uani 1 1 d . . . . .
H16A H 0.284639 0.665392 0.401168 0.037 Uiso 1 1 calc R U . . .
H16B H 0.139596 0.690366 0.425601 0.037 Uiso 1 1 calc R U . . .
H16C H 0.194337 0.594941 0.434306 0.037 Uiso 1 1 calc R U . . .
C17 C 0.1892(2) 0.65682(15) 0.54855(10) 0.0216(5) Uani 1 1 d . . . . .
H17A H 0.166269 0.595943 0.546081 0.032 Uiso 1 1 calc R U . . .
H17B H 0.107581 0.691168 0.547128 0.032 Uiso 1 1 calc R U . . .
H17C H 0.236257 0.667990 0.586909 0.032 Uiso 1 1 calc R U . . .
C18 C 0.3133(2) 0.77601(14) 0.49621(11) 0.0212(5) Uani 1 1 d . . . . .
H18A H 0.361439 0.789171 0.533976 0.032 Uiso 1 1 calc R U . . .
H18B H 0.231324 0.809900 0.494492 0.032 Uiso 1 1 calc R U . . .
H18C H 0.369530 0.790008 0.461027 0.032 Uiso 1 1 calc R U . . .
S2 S 0.35837(5) 0.46831(3) 0.25215(3) 0.01928(12) Uani 1 1 d . . . . .
O2 O 0.39070(17) 0.48111(11) 0.31782(8) 0.0295(4) Uani 1 1 d . . . . .
N3 N 0.30369(17) 0.36340(11) 0.24546(9) 0.0183(4) Uani 1 1 d . . . . .
N4 N 0.0556(2) 0.24984(14) 0.32102(9) 0.0272(4) Uani 1 1 d . . . . .
C19 C 0.5390(2) 0.32403(13) 0.22835(9) 0.0152(4) Uani 1 1 d . . . . .
C20 C 0.6237(2) 0.32217(14) 0.27858(10) 0.0191(4) Uani 1 1 d . . . . .
H20 H 0.588908 0.310269 0.318002 0.023 Uiso 1 1 calc R U . . .
C21 C 0.7591(2) 0.33768(15) 0.27129(10) 0.0218(5) Uani 1 1 d . . . . .
H21 H 0.816188 0.336860 0.305854 0.026 Uiso 1 1 calc R U . . .
C22 C 0.8112(2) 0.35425(14) 0.21418(10) 0.0208(5) Uani 1 1 d . . . . .
H22 H 0.904030 0.363638 0.209421 0.025 Uiso 1 1 calc R U . . .
C23 C 0.7279(2) 0.35717(15) 0.16388(10) 0.0205(5) Uani 1 1 d . . . . .
H23 H 0.763561 0.369233 0.124643 0.025 Uiso 1 1 calc R U . . .
C24 C 0.5924(2) 0.34248(14) 0.17073(10) 0.0194(5) Uani 1 1 d . . . . .
H24 H 0.535454 0.344955 0.136146 0.023 Uiso 1 1 calc R U . . .
C25 C 0.3925(2) 0.30659(14) 0.23504(9) 0.0152(4) Uani 1 1 d . . . . .
C26 C 0.3442(2) 0.21342(13) 0.23045(9) 0.0160(4) Uani 1 1 d . . . . .
C27 C 0.4098(2) 0.16872(15) 0.17589(10) 0.0222(5) Uani 1 1 d . . . . .
H27A H 0.391253 0.201150 0.138562 0.033 Uiso 1 1 calc R U . . .
H27B H 0.373884 0.110667 0.171869 0.033 Uiso 1 1 calc R U . . .
H27C H 0.506235 0.165763 0.182383 0.033 Uiso 1 1 calc R U . . .
C28 C 0.3828(2) 0.16695(14) 0.29070(10) 0.0206(5) Uani 1 1 d . . . . .
H28A H 0.481084 0.165313 0.293882 0.025 Uiso 1 1 calc R U . . .
H28B H 0.348863 0.200765 0.325605 0.025 Uiso 1 1 calc R U . . .
C29 C 0.3295(2) 0.07568(15) 0.29584(12) 0.0275(5) Uani 1 1 d . . . . .
H29A H 0.358762 0.042288 0.260435 0.041 Uiso 1 1 calc R U . . .
H29B H 0.231953 0.076980 0.297095 0.041 Uiso 1 1 calc R U . . .
H29C H 0.363454 0.049223 0.333282 0.041 Uiso 1 1 calc R U . . .
C30 C 0.1924(2) 0.21376(13) 0.22400(10) 0.0166(4) Uani 1 1 d . . . . .
C31 C 0.1242(2) 0.19417(15) 0.17403(10) 0.0241(5) Uani 1 1 d . . . . .
H31A H 0.029623 0.195035 0.174709 0.029 Uiso 1 1 calc R U . . .
H31B H 0.169919 0.179287 0.137590 0.029 Uiso 1 1 calc R U . . .
C32 C 0.1169(2) 0.23584(14) 0.27794(10) 0.0192(5) Uani 1 1 d . . . . .
C33 C 0.1937(2) 0.51640(14) 0.23887(9) 0.0172(4) Uani 1 1 d . . . . .
C34 C 0.2205(2) 0.61267(15) 0.23834(11) 0.0240(5) Uani 1 1 d . . . . .
H34A H 0.254982 0.630382 0.278225 0.036 Uiso 1 1 calc R U . . .
H34B H 0.137430 0.643370 0.229793 0.036 Uiso 1 1 calc R U . . .
H34C H 0.286130 0.626020 0.206656 0.036 Uiso 1 1 calc R U . . .
C35 C 0.0983(2) 0.49152(15) 0.28991(10) 0.0218(5) Uani 1 1 d . . . . .
H35A H 0.085152 0.429355 0.289661 0.033 Uiso 1 1 calc R U . . .
H35B H 0.012516 0.520136 0.283623 0.033 Uiso 1 1 calc R U . . .
H35C H 0.135690 0.509049 0.329279 0.033 Uiso 1 1 calc R U . . .
C36 C 0.1458(2) 0.48641(15) 0.17618(9) 0.0225(5) Uani 1 1 d . . . . .
H36A H 0.215085 0.497662 0.145729 0.034 Uiso 1 1 calc R U . . .
H36B H 0.064559 0.517459 0.165074 0.034 Uiso 1 1 calc R U . . .
H36C H 0.127066 0.424875 0.177565 0.034 Uiso 1 1 calc R U . . .


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 1.4859(16) . ?
S1 N1 1.7355(18) . ?
S1 C15 1.838(2) . ?
N1 C7 1.278(3) . ?
N2 C14 1.149(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.399(3) . ?
C1 C7 1.505(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.533(3) . ?
C8 C9 1.534(3) . ?
C8 C10 1.551(3) . ?
C8 C12 1.532(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.528(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.327(3) . ?
C12 C14 1.446(3) . ?
C13 H13A 0.9500 . ?
C13 H13B 0.9500 . ?
C15 C16 1.522(3) . ?
C15 C17 1.527(3) . ?
C15 C18 1.528(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
S2 O2 1.4884(17) . ?
S2 N3 1.7347(18) . ?
S2 C33 1.840(2) . ?
N3 C25 1.279(3) . ?
N4 C32 1.148(3) . ?
C19 C20 1.391(3) . ?
C19 C24 1.401(3) . ?
C19 C25 1.504(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.380(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.538(3) . ?
C26 C27 1.533(3) . ?
C26 C28 1.556(3) . ?
C26 C30 1.531(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.527(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.327(3) . ?
C30 C32 1.446(3) . ?
C31 H31A 0.9500 . ?
C31 H31B 0.9500 . ?
C33 C34 1.528(3) . ?
C33 C35 1.523(3) . ?
C33 C36 1.529(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 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 108.38(9) . . ?
O1 S1 C15 106.86(10) . . ?
N1 S1 C15 94.15(9) . . ?
C7 N1 S1 116.72(14) . . ?
C2 C1 C6 119.70(19) . . ?
C2 C1 C7 120.18(18) . . ?
C6 C1 C7 120.03(18) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.9(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.6(2) . . ?
C5 C6 H6 120.2 . . ?
N1 C7 C1 123.89(19) . . ?
N1 C7 C8 117.10(17) . . ?
C1 C7 C8 118.99(18) . . ?
C7 C8 C9 110.17(17) . . ?
C7 C8 C10 108.32(16) . . ?
C9 C8 C10 110.05(17) . . ?
C12 C8 C7 108.57(17) . . ?
C12 C8 C9 109.95(17) . . ?
C12 C8 C10 109.74(17) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 108.9 . . ?
C8 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 C8 113.32(18) . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
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 . . ?
C13 C12 C8 124.84(19) . . ?
C13 C12 C14 117.7(2) . . ?
C14 C12 C8 117.44(18) . . ?
C12 C13 H13A 120.0 . . ?
C12 C13 H13B 120.0 . . ?
H13A C13 H13B 120.0 . . ?
N2 C14 C12 178.0(3) . . ?
C16 C15 S1 107.69(15) . . ?
C16 C15 C17 112.67(18) . . ?
C16 C15 C18 110.99(19) . . ?
C17 C15 S1 109.66(15) . . ?
C17 C15 C18 110.96(18) . . ?
C18 C15 S1 104.49(14) . . ?
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 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O2 S2 N3 106.12(10) . . ?
O2 S2 C33 107.11(10) . . ?
N3 S2 C33 95.03(9) . . ?
C25 N3 S2 116.75(15) . . ?
C20 C19 C24 118.90(19) . . ?
C20 C19 C25 121.16(18) . . ?
C24 C19 C25 119.95(18) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.5(2) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 119.9(2) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0(2) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
N3 C25 C19 125.04(19) . . ?
N3 C25 C26 116.66(18) . . ?
C19 C25 C26 118.29(17) . . ?
C25 C26 C28 107.91(17) . . ?
C27 C26 C25 110.27(17) . . ?
C27 C26 C28 109.98(18) . . ?
C30 C26 C25 108.48(17) . . ?
C30 C26 C27 110.97(18) . . ?
C30 C26 C28 109.16(17) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 108.7 . . ?
C26 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
C29 C28 C26 114.25(19) . . ?
C29 C28 H28A 108.7 . . ?
C29 C28 H28B 108.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C26 126.1(2) . . ?
C31 C30 C32 117.3(2) . . ?
C32 C30 C26 116.59(18) . . ?
C30 C31 H31A 120.0 . . ?
C30 C31 H31B 120.0 . . ?
H31A C31 H31B 120.0 . . ?
N4 C32 C30 177.1(2) . . ?
C34 C33 S2 104.17(14) . . ?
C34 C33 C36 110.50(18) . . ?
C35 C33 S2 110.21(15) . . ?
C35 C33 C34 111.57(18) . . ?
C35 C33 C36 112.54(18) . . ?
C36 C33 S2 107.44(15) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 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 C7 C1 3.3(3) . . . . ?
S1 N1 C7 C8 -178.34(14) . . . . ?
O1 S1 N1 C7 -87.90(17) . . . . ?
O1 S1 C15 C16 -173.41(15) . . . . ?
O1 S1 C15 C17 -50.48(17) . . . . ?
O1 S1 C15 C18 68.51(16) . . . . ?
N1 S1 C15 C16 -62.77(16) . . . . ?
N1 S1 C15 C17 60.16(16) . . . . ?
N1 S1 C15 C18 179.14(15) . . . . ?
N1 C7 C8 C9 136.13(19) . . . . ?
N1 C7 C8 C10 -103.4(2) . . . . ?
N1 C7 C8 C12 15.7(2) . . . . ?
C1 C2 C3 C4 0.8(4) . . . . ?
C1 C7 C8 C9 -45.4(2) . . . . ?
C1 C7 C8 C10 75.0(2) . . . . ?
C1 C7 C8 C12 -165.88(17) . . . . ?
C2 C1 C6 C5 -0.4(3) . . . . ?
C2 C1 C7 N1 80.0(3) . . . . ?
C2 C1 C7 C8 -98.3(2) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C3 C4 C5 C6 1.2(3) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C6 C1 C7 N1 -96.4(3) . . . . ?
C6 C1 C7 C8 85.2(2) . . . . ?
C7 C1 C2 C3 -176.3(2) . . . . ?
C7 C1 C6 C5 176.0(2) . . . . ?
C7 C8 C10 C11 175.81(18) . . . . ?
C7 C8 C12 C13 100.7(3) . . . . ?
C7 C8 C12 C14 -79.5(2) . . . . ?
C9 C8 C10 C11 -63.7(2) . . . . ?
C9 C8 C12 C13 -19.9(3) . . . . ?
C9 C8 C12 C14 159.89(19) . . . . ?
C10 C8 C12 C13 -141.1(2) . . . . ?
C10 C8 C12 C14 38.7(3) . . . . ?
C12 C8 C10 C11 57.4(2) . . . . ?
C15 S1 N1 C7 162.80(17) . . . . ?
S2 N3 C25 C19 0.1(3) . . . . ?
S2 N3 C25 C26 178.77(14) . . . . ?
O2 S2 N3 C25 -89.24(18) . . . . ?
O2 S2 C33 C34 75.29(16) . . . . ?
O2 S2 C33 C35 -44.51(17) . . . . ?
O2 S2 C33 C36 -167.45(15) . . . . ?
N3 S2 C33 C34 -176.12(15) . . . . ?
N3 S2 C33 C35 64.08(16) . . . . ?
N3 S2 C33 C36 -58.87(15) . . . . ?
N3 C25 C26 C27 135.7(2) . . . . ?
N3 C25 C26 C28 -104.2(2) . . . . ?
N3 C25 C26 C30 14.0(3) . . . . ?
C19 C20 C21 C22 -0.6(3) . . . . ?
C19 C25 C26 C27 -45.5(2) . . . . ?
C19 C25 C26 C28 74.6(2) . . . . ?
C19 C25 C26 C30 -167.26(17) . . . . ?
C20 C19 C24 C23 1.1(3) . . . . ?
C20 C19 C25 N3 90.2(3) . . . . ?
C20 C19 C25 C26 -88.5(2) . . . . ?
C20 C21 C22 C23 1.3(4) . . . . ?
C21 C22 C23 C24 -0.7(3) . . . . ?
C22 C23 C24 C19 -0.5(3) . . . . ?
C24 C19 C20 C21 -0.6(3) . . . . ?
C24 C19 C25 N3 -89.8(3) . . . . ?
C24 C19 C25 C26 91.5(2) . . . . ?
C25 C19 C20 C21 179.4(2) . . . . ?
C25 C19 C24 C23 -178.8(2) . . . . ?
C25 C26 C28 C29 174.31(18) . . . . ?
C25 C26 C30 C31 108.9(2) . . . . ?
C25 C26 C30 C32 -72.5(2) . . . . ?
C27 C26 C28 C29 -65.4(2) . . . . ?
C27 C26 C30 C31 -12.4(3) . . . . ?
C27 C26 C30 C32 166.26(19) . . . . ?
C28 C26 C30 C31 -133.7(2) . . . . ?
C28 C26 C30 C32 44.9(2) . . . . ?
C30 C26 C28 C29 56.6(2) . . . . ?
C33 S2 N3 C25 161.32(17) . . . . ?

