# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_wangyilin-lych_0302_auto
_database_code_depnum_ccdc_archive 'CCDC 2269490'
loop_
_audit_author_name
_audit_author_address
'Yilin Wang'
;Lanzhou University
China
;
_audit_update_record             
;
2023-06-13 deposited with the CCDC.	2023-09-21 downloaded from the CCDC.
;
_audit_creation_date             2023-03-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C21 H17 N O2 S)'
_chemical_formula_sum            'C42 H34 N2 O4 S2'
_chemical_formula_weight         694.83
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   15.7591(3)
_cell_length_b                   7.23760(10)
_cell_length_c                   17.3492(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.140(2)
_cell_angle_gamma                90
_cell_volume                     1776.42(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9495
_cell_measurement_temperature    295.50(11)
_cell_measurement_theta_max      76.0670
_cell_measurement_theta_min      2.8050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.723
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10993
_diffrn_reflns_point_group_measured_fraction_full 0.738
_diffrn_reflns_point_group_measured_fraction_max 0.691
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.265
_diffrn_reflns_theta_min         3.124
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.50(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00 114.00   0.50    0.05    --   44.32   8.00 -36.00  186
  2  ω    132.00 173.00   0.50    0.05    --  109.62 125.00-150.00   82
  3  ω     79.00 110.00   0.50    0.05    --  109.62 125.00-150.00   62
  4  ω     98.00 156.00   0.50    0.05    --  109.62   8.00 -36.00  116
  5  ω     60.00  88.00   0.50    0.05    --  109.62   8.00 -36.00   56
  6  ω     41.00 111.00   0.50    0.05    --  109.62-125.00 150.00  140
  7  ω     36.00 107.00   0.50    0.05    --  109.62-125.00 120.00  142
  8  ω     37.00  62.00   0.50    0.05    --  109.62 -61.00 120.00   50
  9  ω     39.00  68.00   0.50    0.05    --  109.62 -61.00  30.00   58
 10  ω     39.00  65.00   0.50    0.05    --  109.62 -61.00   0.00   52
 11  ω     36.00  61.00   0.50    0.05    --  109.62 -61.00 -30.00   50
 12  ω     41.00  67.00   0.50    0.05    --  109.62 -61.00-180.00   52
 13  ω    -27.00  34.00   0.50    0.05    --   44.32 -37.00   0.00  122
 14  ω    -22.00   3.00   0.50    0.05    --  -44.32   8.00 -36.00   50
 15  ω    -29.00  -4.00   0.50    0.05    --   44.32  -8.00 148.00   50
 16  ω     43.00  68.00   0.50    0.05    --  109.62 -61.00 150.00   50
 17  ω   -147.00 -60.00   0.50    0.05    -- -100.00  -8.00 148.00  174
 18  ω   -120.00 -16.00   0.50    0.05    --  -44.32  -8.00 148.00  208
 19  ω    -53.00 -28.00   0.50    0.05    -- -100.00  61.00 150.00   50
 20  ω   -103.00 -69.00   0.50    0.05    -- -100.00  77.00  90.00   68
 21  ω    -73.00 -44.00   0.50    0.05    -- -100.00  61.00  30.00   58
 22  ω    -52.00 -26.00   0.50    0.05    -- -100.00  45.00   0.00   52
 23  ω    -52.00 -25.00   0.50    0.05    -- -100.00  45.00 -90.00   54
 24  ω   -121.00 -82.00   0.50    0.05    --  -44.32 179.00 -90.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0237521000
_diffrn_orient_matrix_UB_12      0.0124153000
_diffrn_orient_matrix_UB_13      0.0960327000
_diffrn_orient_matrix_UB_21      0.1057142000
_diffrn_orient_matrix_UB_22      0.0187989000
_diffrn_orient_matrix_UB_23      0.0225180000
_diffrn_orient_matrix_UB_31      -0.0107603000
_diffrn_orient_matrix_UB_32      0.2116197000
_diffrn_orient_matrix_UB_33      -0.0076569000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.459
_reflns_Friedel_fraction_full    0.487
_reflns_Friedel_fraction_max     0.435
_reflns_number_gt                4779
_reflns_number_total             5123
_reflns_odcompleteness_completeness 99.04
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_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         0.299
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1418 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.44(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         5123
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.065
_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)+(0.0787P)²+0.2709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1154
_refine_ls_wR_factor_ref         0.1181
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C4(H4A,H4B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C13(H13), C16(H16), C18(H18), C25(H25), C27(H27), C28(H28), C30(H30),
 C31(H31), C32(H32), C35(H35), C36(H36), C40(H40), C42(H42), C5(H5), C9(H9),
 C10(H10), C11(H11), C14(H14), C17(H17), C21(H21), C22(H22), C24(H24), C29(H29),
  C34(H34), C37(H37), C38(H38), C41(H41)
;
_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 0.78788(7) 0.63179(15) 0.57078(6) 0.0497(3) Uani 1 1 d . . . . .
O2 O 0.7537(3) 0.5896(7) 0.4812(3) 0.0726(12) Uani 1 1 d . . . . .
O3 O 0.8148(4) 0.4877(6) 0.6304(4) 0.0789(14) Uani 1 1 d . . . . .
N1 N 0.7099(3) 0.7630(5) 0.5846(2) 0.0413(9) Uani 1 1 d . . . . .
C3 C 0.7584(3) 0.9235(6) 0.6428(2) 0.0315(8) Uani 1 1 d . . . . .
C6 C 0.6068(3) 1.1194(7) 0.6040(3) 0.0416(11) Uani 1 1 d . . . . .
C8 C 0.7902(4) 1.0612(9) 0.7849(3) 0.0551(13) Uani 1 1 d . . . . .
H8 H 0.794608 1.175159 0.762148 0.066 Uiso 1 1 calc R U . . .
C12 C 0.6793(3) 1.0555(6) 0.5785(2) 0.0374(10) Uani 1 1 d . . . . .
H12 H 0.706167 1.157903 0.559470 0.045 Uiso 1 1 calc R U . . .
C13 C 0.5425(4) 0.9981(10) 0.6133(4) 0.0633(15) Uani 1 1 d . . . . .
H13 H 0.542848 0.873878 0.599678 0.076 Uiso 1 1 calc R U . . .
C16 C 0.7954(6) 0.8720(14) 0.9011(4) 0.090(3) Uani 1 1 d . . . . .
H16 H 0.805230 0.860132 0.957781 0.108 Uiso 1 1 calc R U . . .
C18 C 0.9991(4) 1.0867(9) 0.6596(4) 0.0577(13) Uani 1 1 d . . . . .
H18 H 1.038886 1.189018 0.674746 0.069 Uiso 1 1 calc R U . . .
C20 C 0.7692(3) 0.9058(7) 0.7336(3) 0.0388(9) Uani 1 1 d . . . . .
C23 C 0.8546(3) 0.9448(6) 0.6407(3) 0.0353(9) Uani 1 1 d . . . . .
C25 C 0.4779(5) 1.0605(13) 0.6425(5) 0.079(2) Uani 1 1 d . . . . .
H25 H 0.436511 0.977786 0.649395 0.095 Uiso 1 1 calc R U . . .
C27 C 0.6006(4) 1.3051(8) 0.6238(4) 0.0592(14) Uani 1 1 d . . . . .
H27 H 0.641556 1.390166 0.617882 0.071 Uiso 1 1 calc R U . . .
C28 C 1.0223(4) 0.9365(9) 0.6261(4) 0.0607(14) Uani 1 1 d . . . . .
H28 H 1.080114 0.932653 0.623844 0.073 Uiso 1 1 calc R U . . .
C30 C 0.9604(4) 0.7888(8) 0.5952(4) 0.0552(13) Uani 1 1 d . . . . .
H30 H 0.973698 0.686813 0.569787 0.066 Uiso 1 1 calc R U . . .
C31 C 0.9159(3) 1.0930(7) 0.6724(3) 0.0422(10) Uani 1 1 d . . . . .
H31 H 0.903417 1.191084 0.700533 0.051 Uiso 1 1 calc R U . . .
C32 C 0.7580(4) 0.7368(7) 0.7664(3) 0.0486(12) Uani 1 1 d . . . . .
H32 H 0.740575 0.631758 0.731994 0.058 Uiso 1 1 calc R U . . .
C33 C 0.8783(3) 0.8013(7) 0.6043(3) 0.0400(10) Uani 1 1 d . . . . .
C35 C 0.7734(5) 0.7287(10) 0.8519(5) 0.0672(17) Uani 1 1 d . . . . .
H35 H 0.767682 0.615253 0.874341 0.081 Uiso 1 1 calc R U . . .
C36 C 0.5380(5) 1.3647(9) 0.6508(5) 0.076(2) Uani 1 1 d . . . . .
H36 H 0.536697 1.489638 0.662722 0.091 Uiso 1 1 calc R U . . .
C39 C 0.6522(4) 0.8890(7) 0.5151(3) 0.0490(12) Uani 1 1 d . . . . .
H39A H 0.585321 0.859842 0.489295 0.059 Uiso 1 1 calc R U . . .
H39B H 0.674424 0.901861 0.471307 0.059 Uiso 1 1 calc R U . . .
C40 C 0.8048(5) 1.0508(10) 0.8687(4) 0.0677(17) Uani 1 1 d . . . . .
H40 H 0.820147 1.155242 0.903455 0.081 Uiso 1 1 calc R U . . .
C42 C 0.4757(5) 1.2470(12) 0.6614(5) 0.079(2) Uani 1 1 d . . . . .
H42 H 0.432970 1.290741 0.680772 0.095 Uiso 1 1 calc R U . . .
S2 S 0.21461(7) 0.86877(15) 0.43123(6) 0.0489(3) Uani 1 1 d . . . . .
O1 O 0.1865(4) 1.0173(5) 0.3682(4) 0.0686(11) Uani 1 1 d . . . . .
O4 O 0.2488(4) 0.9172(8) 0.5193(3) 0.0847(15) Uani 1 1 d . . . . .
N2 N 0.2925(3) 0.7363(5) 0.4172(2) 0.0393(8) Uani 1 1 d . . . . .
C1 C 0.1501(3) 0.5527(6) 0.3612(2) 0.0325(8) Uani 1 1 d . . . . .
C2 C 0.1256(3) 0.7049(6) 0.3984(3) 0.0389(9) Uani 1 1 d . . . . .
C4 C 0.3519(4) 0.6018(8) 0.4890(3) 0.0506(12) Uani 1 1 d . . . . .
H4A H 0.419033 0.629035 0.515128 0.061 Uiso 1 1 calc R U . . .
H4B H 0.329431 0.587253 0.532522 0.061 Uiso 1 1 calc R U . . .
C5 C 0.0862(3) 0.4059(6) 0.3329(3) 0.0436(10) Uani 1 1 d . . . . .
H5 H 0.101354 0.301681 0.310176 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2339(3) 0.5916(7) 0.2683(2) 0.0369(9) Uani 1 1 d . . . . .
C9 C 0.2459(4) 0.7570(8) 0.2369(3) 0.0527(13) Uani 1 1 d . . . . .
H9 H 0.263227 0.859473 0.272957 0.063 Uiso 1 1 calc R U . . .
C10 C 0.4014(4) 0.1951(7) 0.3799(4) 0.0494(12) Uani 1 1 d . . . . .
H10 H 0.361697 0.112302 0.389211 0.059 Uiso 1 1 calc R U . . .
C11 C 0.5237(4) 0.4346(14) 0.3578(5) 0.077(2) Uani 1 1 d . . . . .
H11 H 0.567176 0.515538 0.353418 0.093 Uiso 1 1 calc R U . . .
C14 C 0.0399(4) 0.7113(8) 0.4046(4) 0.0498(12) Uani 1 1 d . . . . .
H14 H 0.023722 0.814803 0.427001 0.060 Uiso 1 1 calc R U . . .
C15 C 0.3238(3) 0.4438(6) 0.4248(3) 0.0391(10) Uani 1 1 d . . . . .
H15 H 0.296819 0.339977 0.442796 0.047 Uiso 1 1 calc R U . . .
C17 C 0.2332(5) 0.7777(11) 0.1528(4) 0.0713(19) Uani 1 1 d . . . . .
H17 H 0.242284 0.891138 0.132432 0.086 Uiso 1 1 calc R U . . .
C19 C 0.2443(3) 0.5744(6) 0.3588(2) 0.0343(9) Uani 1 1 d . . . . .
C21 C 0.4663(5) 0.1303(9) 0.3489(4) 0.0673(17) Uani 1 1 d . . . . .
H21 H 0.467755 0.006049 0.335808 0.081 Uiso 1 1 calc R U . . .
C22 C 0.1961(6) 0.4575(13) 0.1300(4) 0.085(2) Uani 1 1 d . . . . .
H22 H 0.180270 0.353822 0.094725 0.102 Uiso 1 1 calc R U . . .
C24 C -0.0189(4) 0.5638(8) 0.3772(4) 0.0575(13) Uani 1 1 d . . . . .
H24 H -0.074072 0.562349 0.384243 0.069 Uiso 1 1 calc R U . . .
C26 C 0.3977(3) 0.3795(6) 0.3959(3) 0.0392(10) Uani 1 1 d . . . . .
C29 C 0.0034(4) 0.4111(8) 0.3378(4) 0.0524(12) Uani 1 1 d . . . . .
H29 H -0.039440 0.314508 0.315305 0.063 Uiso 1 1 calc R U . . .
C34 C 0.4580(4) 0.5014(8) 0.3834(4) 0.0545(13) Uani 1 1 d . . . . .
H34 H 0.454429 0.627312 0.392124 0.065 Uiso 1 1 calc R U . . .
C37 C 0.2091(4) 0.4375(8) 0.2148(4) 0.0551(13) Uani 1 1 d . . . . .
H37 H 0.201305 0.322912 0.235022 0.066 Uiso 1 1 calc R U . . .
C38 C 0.5260(5) 0.2532(13) 0.3389(5) 0.082(2) Uani 1 1 d . . . . .
H38 H 0.568734 0.212689 0.318972 0.098 Uiso 1 1 calc R U . . .
C41 C 0.2053(5) 0.6165(11) 0.0985(3) 0.0708(19) Uani 1 1 d . . . . .
H41 H 0.193823 0.625482 0.041240 0.085 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 O2 1.435(4) . ?
S1 O3 1.397(5) . ?
S1 N1 1.652(4) . ?
S1 C33 1.773(5) . ?
N1 C3 1.508(5) . ?
N1 C39 1.466(6) . ?
C3 C12 1.577(6) . ?
C3 C20 1.515(5) . ?
C3 C23 1.539(6) . ?
C6 C12 1.470(7) . ?
C6 C13 1.402(8) . ?
C6 C27 1.402(8) . ?
C8 H8 0.9300 . ?
C8 C20 1.381(7) . ?
C8 C40 1.370(8) . ?
C12 H12 0.9800 . ?
C12 C39 1.559(6) . ?
C13 H13 0.9300 . ?
C13 C25 1.398(10) . ?
C16 H16 0.9300 . ?
C16 C35 1.290(12) . ?
C16 C40 1.444(11) . ?
C18 H18 0.9300 . ?
C18 C28 1.357(9) . ?
C18 C31 1.424(8) . ?
C20 C32 1.392(7) . ?
C23 C31 1.385(6) . ?
C23 C33 1.351(7) . ?
C25 H25 0.9300 . ?
C25 C42 1.393(13) . ?
C27 H27 0.9300 . ?
C27 C36 1.335(10) . ?
C28 H28 0.9300 . ?
C28 C30 1.386(8) . ?
C30 H30 0.9300 . ?
C30 C33 1.374(7) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C32 C35 1.395(8) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C36 C42 1.374(11) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9300 . ?
C42 H42 0.9300 . ?
S2 O1 1.457(5) . ?
S2 O4 1.422(5) . ?
S2 N2 1.658(4) . ?
S2 C2 1.731(5) . ?
N2 C4 1.532(6) . ?
N2 C19 1.516(5) . ?
C1 C2 1.414(6) . ?
C1 C5 1.395(6) . ?
C1 C19 1.511(6) . ?
C2 C14 1.401(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C15 1.520(7) . ?
C5 H5 0.9300 . ?
C5 C29 1.345(8) . ?
C7 C9 1.363(7) . ?
C7 C19 1.510(5) . ?
C7 C37 1.393(7) . ?
C9 H9 0.9300 . ?
C9 C17 1.391(8) . ?
C10 H10 0.9300 . ?
C10 C21 1.429(8) . ?
C10 C26 1.369(7) . ?
C11 H11 0.9300 . ?
C11 C34 1.380(10) . ?
C11 C38 1.358(13) . ?
C14 H14 0.9300 . ?
C14 C24 1.355(8) . ?
C15 H15 0.9800 . ?
C15 C19 1.584(6) . ?
C15 C26 1.529(6) . ?
C17 H17 0.9300 . ?
C17 C41 1.441(11) . ?
C21 H21 0.9300 . ?
C21 C38 1.360(10) . ?
C22 H22 0.9300 . ?
C22 C37 1.400(9) . ?
C22 C41 1.310(10) . ?
C24 H24 0.9300 . ?
C24 C29 1.423(8) . ?
C26 C34 1.383(7) . ?
C29 H29 0.9300 . ?
C34 H34 0.9300 . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C41 H41 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 N1 109.3(2) . . ?
O2 S1 C33 111.5(3) . . ?
O3 S1 O2 119.3(3) . . ?
O3 S1 N1 108.9(3) . . ?
O3 S1 C33 109.6(3) . . ?
N1 S1 C33 95.5(2) . . ?
C3 N1 S1 110.5(3) . . ?
C39 N1 S1 118.0(3) . . ?
C39 N1 C3 91.1(3) . . ?
N1 C3 C12 89.0(3) . . ?
N1 C3 C20 115.0(4) . . ?
N1 C3 C23 106.0(3) . . ?
C20 C3 C12 118.6(4) . . ?
C20 C3 C23 111.9(3) . . ?
C23 C3 C12 113.8(3) . . ?
C13 C6 C12 122.3(5) . . ?
C27 C6 C12 121.5(5) . . ?
C27 C6 C13 116.1(6) . . ?
C20 C8 H8 119.4 . . ?
C40 C8 H8 119.4 . . ?
C40 C8 C20 121.3(6) . . ?
C3 C12 H12 111.8 . . ?
C6 C12 C3 117.1(3) . . ?
C6 C12 H12 111.8 . . ?
C6 C12 C39 116.6(4) . . ?
C39 C12 C3 85.2(3) . . ?
C39 C12 H12 111.8 . . ?
C6 C13 H13 119.4 . . ?
C25 C13 C6 121.2(7) . . ?
C25 C13 H13 119.4 . . ?
C35 C16 H16 119.8 . . ?
C35 C16 C40 120.4(6) . . ?
C40 C16 H16 119.8 . . ?
C28 C18 H18 118.9 . . ?
C28 C18 C31 122.2(5) . . ?
C31 C18 H18 118.9 . . ?
C8 C20 C3 119.1(4) . . ?
C8 C20 C32 119.4(4) . . ?
C32 C20 C3 121.5(4) . . ?
C31 C23 C3 126.2(4) . . ?
C33 C23 C3 114.3(4) . . ?
C33 C23 C31 119.5(4) . . ?
C13 C25 H25 120.1 . . ?
C42 C25 C13 119.7(7) . . ?
C42 C25 H25 120.1 . . ?
C6 C27 H27 118.7 . . ?
C36 C27 C6 122.5(6) . . ?
C36 C27 H27 118.7 . . ?
C18 C28 H28 119.7 . . ?
C18 C28 C30 120.5(5) . . ?
C30 C28 H28 119.8 . . ?
C28 C30 H30 121.9 . . ?
C33 C30 C28 116.3(5) . . ?
C33 C30 H30 121.9 . . ?
C18 C31 H31 121.9 . . ?
C23 C31 C18 116.3(5) . . ?
C23 C31 H31 121.9 . . ?
C20 C32 H32 120.8 . . ?
C20 C32 C35 118.5(5) . . ?
C35 C32 H32 120.8 . . ?
C23 C33 S1 109.7(3) . . ?
C23 C33 C30 125.0(5) . . ?
C30 C33 S1 125.3(4) . . ?
C16 C35 C32 122.7(6) . . ?
C16 C35 H35 118.7 . . ?
C32 C35 H35 118.7 . . ?
C27 C36 H36 119.0 . . ?
C27 C36 C42 122.0(7) . . ?
C42 C36 H36 119.0 . . ?
N1 C39 C12 91.3(3) . . ?
N1 C39 H39A 113.4 . . ?
N1 C39 H39B 113.4 . . ?
C12 C39 H39A 113.4 . . ?
C12 C39 H39B 113.4 . . ?
H39A C39 H39B 110.7 . . ?
C8 C40 C16 117.6(6) . . ?
C8 C40 H40 121.2 . . ?
C16 C40 H40 121.2 . . ?
C25 C42 H42 120.8 . . ?
C36 C42 C25 118.4(7) . . ?
C36 C42 H42 120.8 . . ?
O1 S2 N2 108.4(3) . . ?
O1 S2 C2 108.9(3) . . ?
O4 S2 O1 118.1(3) . . ?
O4 S2 N2 110.2(3) . . ?
O4 S2 C2 113.0(3) . . ?
N2 S2 C2 95.78(19) . . ?
C4 N2 S2 118.3(3) . . ?
C19 N2 S2 111.0(3) . . ?
C19 N2 C4 89.9(3) . . ?
C2 C1 C19 113.6(4) . . ?
C5 C1 C2 117.0(4) . . ?
C5 C1 C19 129.4(4) . . ?
C1 C2 S2 109.8(3) . . ?
C14 C2 S2 128.4(4) . . ?
C14 C2 C1 121.8(5) . . ?
N2 C4 H4A 113.6 . . ?
N2 C4 H4B 113.6 . . ?
H4A C4 H4B 110.9 . . ?
C15 C4 N2 90.3(3) . . ?
C15 C4 H4A 113.6 . . ?
C15 C4 H4B 113.6 . . ?
C1 C5 H5 119.1 . . ?
C29 C5 C1 121.8(5) . . ?
C29 C5 H5 119.1 . . ?
C9 C7 C19 121.2(4) . . ?
C9 C7 C37 118.9(4) . . ?
C37 C7 C19 119.8(4) . . ?
C7 C9 H9 118.9 . . ?
C7 C9 C17 122.2(6) . . ?
C17 C9 H9 118.9 . . ?
C21 C10 H10 120.1 . . ?
C26 C10 H10 120.1 . . ?
C26 C10 C21 119.8(5) . . ?
C34 C11 H11 119.3 . . ?
C38 C11 H11 119.3 . . ?
C38 C11 C34 121.3(6) . . ?
C2 C14 H14 120.7 . . ?
C24 C14 C2 118.7(5) . . ?
C24 C14 H14 120.7 . . ?
C4 C15 H15 111.8 . . ?
C4 C15 C19 87.9(3) . . ?
C4 C15 C26 116.9(4) . . ?
C19 C15 H15 111.8 . . ?
C26 C15 H15 111.8 . . ?
C26 C15 C19 114.8(4) . . ?
C9 C17 H17 121.3 . . ?
C9 C17 C41 117.4(6) . . ?
C41 C17 H17 121.3 . . ?
N2 C19 C15 88.5(3) . . ?
C1 C19 N2 105.8(3) . . ?
C1 C19 C15 113.1(4) . . ?
C7 C19 N2 115.0(4) . . ?
C7 C19 C1 112.3(3) . . ?
C7 C19 C15 119.3(4) . . ?
C10 C21 H21 120.6 . . ?
C38 C21 C10 118.9(6) . . ?
C38 C21 H21 120.6 . . ?
C37 C22 H22 118.7 . . ?
C41 C22 H22 118.7 . . ?
C41 C22 C37 122.5(7) . . ?
C14 C24 H24 119.8 . . ?
C14 C24 C29 120.3(5) . . ?
C29 C24 H24 119.8 . . ?
C10 C26 C15 118.0(4) . . ?
C10 C26 C34 119.8(5) . . ?
C34 C26 C15 122.2(5) . . ?
C5 C29 C24 120.2(5) . . ?
C5 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
C11 C34 C26 119.5(6) . . ?
C11 C34 H34 120.3 . . ?
C26 C34 H34 120.3 . . ?
C7 C37 C22 119.1(6) . . ?
C7 C37 H37 120.4 . . ?
C22 C37 H37 120.4 . . ?
C11 C38 C21 120.5(6) . . ?
C11 C38 H38 119.7 . . ?
C21 C38 H38 119.7 . . ?
C17 C41 H41 120.1 . . ?
C22 C41 C17 119.7(5) . . ?
C22 C41 H41 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C3 C12 134.6(3) . . . . ?
S1 N1 C3 C20 -104.0(4) . . . . ?
S1 N1 C3 C23 20.1(4) . . . . ?
S1 N1 C39 C12 -128.2(3) . . . . ?
O2 S1 N1 C3 -133.6(3) . . . . ?
O2 S1 N1 C39 -30.9(4) . . . . ?
O2 S1 C33 C23 124.6(4) . . . . ?
O2 S1 C33 C30 -55.8(5) . . . . ?
O3 S1 N1 C3 94.4(4) . . . . ?
O3 S1 N1 C39 -162.9(4) . . . . ?
O3 S1 C33 C23 -101.1(4) . . . . ?
O3 S1 C33 C30 78.5(5) . . . . ?
N1 S1 C33 C23 11.3(4) . . . . ?
N1 S1 C33 C30 -169.1(5) . . . . ?
N1 C3 C12 C6 104.2(4) . . . . ?
N1 C3 C12 C39 -13.3(4) . . . . ?
N1 C3 C20 C8 -163.8(5) . . . . ?
N1 C3 C20 C32 16.0(6) . . . . ?
N1 C3 C23 C31 168.1(4) . . . . ?
N1 C3 C23 C33 -12.3(5) . . . . ?
C3 N1 C39 C12 -14.3(4) . . . . ?
C3 C12 C39 N1 13.7(4) . . . . ?
C3 C20 C32 C35 176.9(5) . . . . ?
C3 C23 C31 C18 -177.0(4) . . . . ?
C3 C23 C33 S1 -0.3(5) . . . . ?
C3 C23 C33 C30 -179.9(4) . . . . ?
C6 C12 C39 N1 -104.2(4) . . . . ?
C6 C13 C25 C42 1.2(10) . . . . ?
C6 C27 C36 C42 0.4(10) . . . . ?
C8 C20 C32 C35 -3.4(8) . . . . ?
C12 C3 C20 C8 -60.3(6) . . . . ?
C12 C3 C20 C32 119.4(5) . . . . ?
C12 C3 C23 C31 71.9(5) . . . . ?
C12 C3 C23 C33 -108.5(4) . . . . ?
C12 C6 C13 C25 176.1(5) . . . . ?
C12 C6 C27 C36 -176.9(6) . . . . ?
C13 C6 C12 C3 -65.1(6) . . . . ?
C13 C6 C12 C39 33.6(6) . . . . ?
C13 C6 C27 C36 0.6(9) . . . . ?
C13 C25 C42 C36 -0.2(11) . . . . ?
C18 C28 C30 C33 -2.8(9) . . . . ?
C20 C3 C12 C6 -13.9(6) . . . . ?
C20 C3 C12 C39 -131.4(4) . . . . ?
C20 C3 C23 C31 -65.9(6) . . . . ?
C20 C3 C23 C33 113.8(4) . . . . ?
C20 C8 C40 C16 -1.3(10) . . . . ?
C20 C32 C35 C16 1.7(9) . . . . ?
C23 C3 C12 C6 -148.6(4) . . . . ?
C23 C3 C12 C39 93.8(4) . . . . ?
C23 C3 C20 C8 75.2(6) . . . . ?
C23 C3 C20 C32 -105.1(5) . . . . ?
C27 C6 C12 C3 112.3(5) . . . . ?
C27 C6 C12 C39 -149.0(5) . . . . ?
C27 C6 C13 C25 -1.4(8) . . . . ?
C27 C36 C42 C25 -0.6(10) . . . . ?
C28 C18 C31 C23 -6.4(8) . . . . ?
C28 C30 C33 S1 -179.7(4) . . . . ?
C28 C30 C33 C23 -0.2(8) . . . . ?
C31 C18 C28 C30 6.2(9) . . . . ?
C31 C23 C33 S1 179.4(3) . . . . ?
C31 C23 C33 C30 -0.3(7) . . . . ?
C33 S1 N1 C3 -18.6(3) . . . . ?
C33 S1 N1 C39 84.2(4) . . . . ?
C33 C23 C31 C18 3.4(7) . . . . ?
C35 C16 C40 C8 -0.4(11) . . . . ?
C39 N1 C3 C12 14.1(4) . . . . ?
C39 N1 C3 C20 135.5(4) . . . . ?
C39 N1 C3 C23 -100.4(4) . . . . ?
C40 C8 C20 C3 -177.1(6) . . . . ?
C40 C8 C20 C32 3.2(9) . . . . ?
C40 C16 C35 C32 0.2(11) . . . . ?
S2 N2 C4 C15 128.2(3) . . . . ?
S2 N2 C19 C1 -20.5(4) . . . . ?
S2 N2 C19 C7 104.0(4) . . . . ?
S2 N2 C19 C15 -134.1(3) . . . . ?
S2 C2 C14 C24 -177.8(4) . . . . ?
O1 S2 N2 C4 164.3(4) . . . . ?
O1 S2 N2 C19 -93.8(4) . . . . ?
O1 S2 C2 C1 101.4(4) . . . . ?
O1 S2 C2 C14 -78.1(5) . . . . ?
O4 S2 N2 C4 33.7(5) . . . . ?
O4 S2 N2 C19 135.6(4) . . . . ?
O4 S2 C2 C1 -125.2(4) . . . . ?
O4 S2 C2 C14 55.3(5) . . . . ?
N2 S2 C2 C1 -10.4(3) . . . . ?
N2 S2 C2 C14 170.1(4) . . . . ?
N2 C4 C15 C19 -13.6(4) . . . . ?
N2 C4 C15 C26 103.2(4) . . . . ?
C1 C2 C14 C24 2.8(7) . . . . ?
C1 C5 C29 C24 -3.9(8) . . . . ?
C2 S2 N2 C4 -83.5(4) . . . . ?
C2 S2 N2 C19 18.4(3) . . . . ?
C2 C1 C5 C29 2.5(7) . . . . ?
C2 C1 C19 N2 13.1(5) . . . . ?
C2 C1 C19 C7 -113.1(4) . . . . ?
C2 C1 C19 C15 108.3(4) . . . . ?
C2 C14 C24 C29 -4.2(8) . . . . ?
C4 N2 C19 C1 100.0(4) . . . . ?
C4 N2 C19 C7 -135.5(4) . . . . ?
C4 N2 C19 C15 -13.6(4) . . . . ?
C4 C15 C19 N2 13.7(4) . . . . ?
C4 C15 C19 C1 -92.8(4) . . . . ?
C4 C15 C19 C7 131.8(4) . . . . ?
C4 C15 C26 C10 144.9(5) . . . . ?
C4 C15 C26 C34 -36.9(6) . . . . ?
C5 C1 C2 S2 178.6(3) . . . . ?
C5 C1 C2 C14 -1.9(6) . . . . ?
C5 C1 C19 N2 -166.3(4) . . . . ?
C5 C1 C19 C7 67.5(6) . . . . ?
C5 C1 C19 C15 -71.0(5) . . . . ?
C7 C9 C17 C41 0.7(8) . . . . ?
C9 C7 C19 N2 -15.1(6) . . . . ?
C9 C7 C19 C1 105.9(5) . . . . ?
C9 C7 C19 C15 -118.4(5) . . . . ?
C9 C7 C37 C22 -0.8(9) . . . . ?
C9 C17 C41 C22 -2.3(10) . . . . ?
C10 C21 C38 C11 -0.2(10) . . . . ?
C10 C26 C34 C11 -2.3(8) . . . . ?
C14 C24 C29 C5 4.8(9) . . . . ?
C15 C26 C34 C11 179.5(5) . . . . ?
C19 N2 C4 C15 14.2(4) . . . . ?
C19 C1 C2 S2 -0.8(4) . . . . ?
C19 C1 C2 C14 178.7(4) . . . . ?
C19 C1 C5 C29 -178.2(5) . . . . ?
C19 C7 C9 C17 -177.4(5) . . . . ?
C19 C7 C37 C22 177.4(6) . . . . ?
C19 C15 C26 C10 -114.2(5) . . . . ?
C19 C15 C26 C34 64.0(6) . . . . ?
C21 C10 C26 C15 177.1(5) . . . . ?
C21 C10 C26 C34 -1.1(8) . . . . ?
C26 C10 C21 C38 2.4(9) . . . . ?
C26 C15 C19 N2 -105.0(4) . . . . ?
C26 C15 C19 C1 148.4(4) . . . . ?
C26 C15 C19 C7 13.0(6) . . . . ?
C34 C11 C38 C21 -3.3(12) . . . . ?
C37 C7 C9 C17 0.8(8) . . . . ?
C37 C7 C19 N2 166.7(5) . . . . ?
C37 C7 C19 C1 -72.3(6) . . . . ?
C37 C7 C19 C15 63.4(6) . . . . ?
C37 C22 C41 C17 2.3(12) . . . . ?
C38 C11 C34 C26 4.6(10) . . . . ?
C41 C22 C37 C7 -0.8(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.877
_oxdiff_exptl_absorpt_empirical_full_min 0.414
####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 2294248'
loop_
_audit_author_name
_audit_author_address
'Yilin Wang'
;Lanzhou University
China
;
_audit_update_record             
;
2023-09-11 deposited with the CCDC.	2023-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H13 N O6 S'
_chemical_formula_weight         311.30

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.787(5)
_cell_length_b                   7.0172(12)
_cell_length_c                   13.601(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.886(3)
_cell_angle_gamma                90
_cell_volume                     2759.9(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1716
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      26.77

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   0.5954
_exptl_transmission_factor_max   0.7462
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.262
_shelx_estimated_absorpt_T_min   0.926
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 'fine-focus sealed tube'
_diffrn_reflns_number            9211
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.408
_diffrn_reflns_theta_max         31.255
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3981
_reflns_number_gt                2258
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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 SMART APEX II'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0810P)²+0.0110P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3981
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0510
_refine_ls_wR_factor_ref         0.1631
_refine_ls_wR_factor_gt          0.1365
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.29407(7) 0.7654(3) 0.20309(15) 0.0423(5) Uani 1 1 d . . . . .
C2 C 0.24615(8) 0.7711(3) 0.17882(17) 0.0505(6) Uani 1 1 d . . . . .
H2 H 0.2292 0.7694 0.1118 0.061 Uiso 1 1 calc R U . . .
C3 C 0.22459(8) 0.7795(3) 0.25702(19) 0.0533(6) Uani 1 1 d . . . . .
H3 H 0.1925 0.7874 0.2432 0.064 Uiso 1 1 calc R U . . .
C4 C 0.25014(8) 0.7762(3) 0.35640(19) 0.0534(6) Uani 1 1 d . . . . .
H4 H 0.2348 0.7785 0.4085 0.064 Uiso 1 1 calc R U . . .
C5 C 0.29778(8) 0.7696(3) 0.38007(16) 0.0453(5) Uani 1 1 d . . . . .
H5 H 0.3146 0.7664 0.4472 0.054 Uiso 1 1 calc R U . . .
C6 C 0.37151(7) 0.7724(3) 0.31058(14) 0.0386(4) Uani 1 1 d . . . . .
C7 C 0.39217(9) 0.9995(3) 0.22782(18) 0.0610(7) Uani 1 1 d . . . . .
H7A H 0.3687 1.0885 0.1933 0.073 Uiso 1 1 calc R U . . .
H7B H 0.4221 1.0313 0.2158 0.073 Uiso 1 1 calc R U . . .
C8 C 0.44026(7) 0.9794(3) 0.41024(17) 0.0469(5) Uani 1 1 d . . . . .
C9 C 0.39487(7) 0.5985(3) 0.36581(16) 0.0421(5) Uani 1 1 d . . . . .
C10 C 0.43441(9) 0.4821(3) 0.52611(18) 0.0593(6) Uani 1 1 d . . . . .
H10A H 0.4577 0.4259 0.4960 0.071 Uiso 1 1 calc R U . . .
H10B H 0.4124 0.3838 0.5324 0.071 Uiso 1 1 calc R U . . .
C11 C 0.45608(12) 0.5609(5) 0.6260(2) 0.0877(10) Uani 1 1 d . . . . .
H11A H 0.4768 0.6617 0.6187 0.132 Uiso 1 1 calc R U . . .
H11B H 0.4730 0.4624 0.6681 0.132 Uiso 1 1 calc R U . . .
H11C H 0.4326 0.6102 0.6566 0.132 Uiso 1 1 calc R U . . .
C12 C 0.39313(7) 0.9743(3) 0.33960(16) 0.0483(5) Uani 1 1 d . . . . .
H12 H 0.3715 1.0605 0.3614 0.058 Uiso 1 1 calc R U . . .
C13 C 0.31981(7) 0.7680(3) 0.30226(14) 0.0370(4) Uani 1 1 d . . . . .
N1 N 0.37894(6) 0.7952(3) 0.20637(13) 0.0476(5) Uani 1 1 d . . . . .
O1 O 0.39680(6) 0.4477(2) 0.32661(13) 0.0636(5) Uani 1 1 d . . . . .
O2 O 0.41087(5) 0.6377(2) 0.46254(10) 0.0501(4) Uani 1 1 d . . . . .
O3 O 0.44289(5) 1.0454(2) 0.49782(12) 0.0613(5) Uani 1 1 d . . . . .
H3A H 0.4701 1.0501 0.5290 0.092 Uiso 1 1 calc R U . . .
O4 O 0.47416(6) 0.9191(3) 0.38019(13) 0.0687(5) Uani 1 1 d . . . . .
O5 O 0.32250(7) 0.9003(3) 0.04639(12) 0.0830(6) Uani 1 1 d . . . . .
O6 O 0.33065(6) 0.5604(3) 0.08455(14) 0.0786(6) Uani 1 1 d . . . . .
S1 S 0.33022(2) 0.75111(10) 0.11983(4) 0.0560(2) Uani 1 1 d . . . . .


_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
C1 C13 1.382(3) . ?
C1 C2 1.386(3) . ?
C1 S1 1.743(2) . ?
C2 C3 1.369(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 C13 1.373(3) . ?
C5 H5 0.9300 . ?
C6 N1 1.495(3) . ?
C6 C9 1.512(3) . ?
C6 C13 1.517(3) . ?
C6 C12 1.567(3) . ?
C7 N1 1.497(3) . ?
C7 C12 1.524(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O4 1.251(3) . ?
C8 O3 1.263(3) . ?
C8 C12 1.499(3) . ?
C9 O1 1.193(2) . ?
C9 O2 1.316(2) . ?
C10 O2 1.463(2) . ?
C10 C11 1.465(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12 0.9800 . ?
N1 S1 1.6634(18) . ?
O3 H3A 0.8200 . ?
O5 S1 1.4271(18) . ?
O6 S1 1.4225(19) . ?

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
C13 C1 C2 122.0(2) . . ?
C13 C1 S1 110.50(16) . . ?
C2 C1 S1 127.48(17) . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C4 120.5(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 121.5(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C13 C5 C4 118.4(2) . . ?
C13 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
N1 C6 C9 113.71(17) . . ?
N1 C6 C13 108.07(15) . . ?
C9 C6 C13 111.00(16) . . ?
N1 C6 C12 89.81(15) . . ?
C9 C6 C12 119.48(16) . . ?
C13 C6 C12 112.71(16) . . ?
N1 C7 C12 91.41(16) . . ?
N1 C7 H7A 113.4 . . ?
C12 C7 H7A 113.4 . . ?
N1 C7 H7B 113.4 . . ?
C12 C7 H7B 113.4 . . ?
H7A C7 H7B 110.7 . . ?
O4 C8 O3 124.06(19) . . ?
O4 C8 C12 119.2(2) . . ?
O3 C8 C12 116.7(2) . . ?
O1 C9 O2 126.0(2) . . ?
O1 C9 C6 124.04(19) . . ?
O2 C9 C6 109.93(17) . . ?
O2 C10 C11 107.9(2) . . ?
O2 C10 H10A 110.1 . . ?
C11 C10 H10A 110.1 . . ?
O2 C10 H10B 110.1 . . ?
C11 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 C7 115.3(2) . . ?
C8 C12 C6 116.61(17) . . ?
C7 C12 C6 86.86(16) . . ?
C8 C12 H12 112.0 . . ?
C7 C12 H12 112.0 . . ?
C6 C12 H12 112.0 . . ?
C5 C13 C1 119.78(19) . . ?
C5 C13 C6 127.35(17) . . ?
C1 C13 C6 112.86(18) . . ?
C6 N1 C7 90.55(15) . . ?
C6 N1 S1 110.40(13) . . ?
C7 N1 S1 117.40(14) . . ?
C9 O2 C10 116.21(17) . . ?
C8 O3 H3A 109.5 . . ?
O6 S1 O5 117.84(13) . . ?
O6 S1 N1 109.68(11) . . ?
O5 S1 N1 109.00(10) . . ?
O6 S1 C1 109.28(10) . . ?
O5 S1 C1 113.06(12) . . ?
N1 S1 C1 95.72(9) . . ?

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
C13 C1 C2 C3 0.0(3) . . . . ?
S1 C1 C2 C3 179.03(17) . . . . ?
C1 C2 C3 C4 -2.0(3) . . . . ?
C2 C3 C4 C5 1.7(3) . . . . ?
C3 C4 C5 C13 0.5(3) . . . . ?
N1 C6 C9 O1 -39.2(3) . . . . ?
C13 C6 C9 O1 82.9(3) . . . . ?
C12 C6 C9 O1 -143.3(2) . . . . ?
N1 C6 C9 O2 143.05(17) . . . . ?
C13 C6 C9 O2 -94.86(19) . . . . ?
C12 C6 C9 O2 38.9(3) . . . . ?
O4 C8 C12 C7 -31.7(3) . . . . ?
O3 C8 C12 C7 148.5(2) . . . . ?
O4 C8 C12 C6 68.1(3) . . . . ?
O3 C8 C12 C6 -111.8(2) . . . . ?
N1 C7 C12 C8 109.34(19) . . . . ?
N1 C7 C12 C6 -8.71(15) . . . . ?
N1 C6 C12 C8 -108.1(2) . . . . ?
C9 C6 C12 C8 9.3(3) . . . . ?
C13 C6 C12 C8 142.3(2) . . . . ?
N1 C6 C12 C7 8.72(15) . . . . ?
C9 C6 C12 C7 126.1(2) . . . . ?
C13 C6 C12 C7 -100.84(19) . . . . ?
C4 C5 C13 C1 -2.5(3) . . . . ?
C4 C5 C13 C6 176.22(19) . . . . ?
C2 C1 C13 C5 2.3(3) . . . . ?
S1 C1 C13 C5 -176.90(15) . . . . ?
C2 C1 C13 C6 -176.59(17) . . . . ?
S1 C1 C13 C6 4.2(2) . . . . ?
N1 C6 C13 C5 -172.41(18) . . . . ?
C9 C6 C13 C5 62.3(3) . . . . ?
C12 C6 C13 C5 -74.8(3) . . . . ?
N1 C6 C13 C1 6.4(2) . . . . ?
C9 C6 C13 C1 -118.94(19) . . . . ?
C12 C6 C13 C1 104.01(19) . . . . ?
C9 C6 N1 C7 -131.27(18) . . . . ?
C13 C6 N1 C7 105.02(17) . . . . ?
C12 C6 N1 C7 -8.86(15) . . . . ?
C9 C6 N1 S1 109.08(16) . . . . ?
C13 C6 N1 S1 -14.62(19) . . . . ?
C12 C6 N1 S1 -128.51(14) . . . . ?
C12 C7 N1 C6 9.12(16) . . . . ?
C12 C7 N1 S1 122.55(15) . . . . ?
O1 C9 O2 C10 2.1(3) . . . . ?
C6 C9 O2 C10 179.83(17) . . . . ?
C11 C10 O2 C9 170.9(2) . . . . ?
C6 N1 S1 O6 -97.64(15) . . . . ?
C7 N1 S1 O6 160.58(16) . . . . ?
C6 N1 S1 O5 132.00(15) . . . . ?
C7 N1 S1 O5 30.2(2) . . . . ?
C6 N1 S1 C1 15.21(15) . . . . ?
C7 N1 S1 C1 -86.58(17) . . . . ?
C13 C1 S1 O6 101.62(17) . . . . ?
C2 C1 S1 O6 -77.5(2) . . . . ?
C13 C1 S1 O5 -125.02(16) . . . . ?
C2 C1 S1 O5 55.8(2) . . . . ?
C13 C1 S1 N1 -11.56(16) . . . . ?
C2 C1 S1 N1 169.30(19) . . . . ?

_refine_diff_density_max         0.294
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.051



####################################################################### 
# 
# 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_1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2294249'
loop_
_audit_author_name
_audit_author_address
'Yilin Wang'
;Lanzhou University
China
;
_audit_update_record             
;
2023-09-11 deposited with the CCDC.	2023-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H13 N O2 S'
_chemical_formula_weight         271.32

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   11.6930(16)
_cell_length_b                   12.6184(17)
_cell_length_c                   8.9005(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1313.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3685
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.39

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   0.6617
_exptl_transmission_factor_max   0.7462
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.243
_shelx_estimated_absorpt_T_min   0.931
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 'fine-focus sealed tube'
_diffrn_reflns_number            8634
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.375
_diffrn_reflns_theta_max         31.202
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.784
_diffrn_reflns_point_group_measured_fraction_full 0.946
_reflns_number_total             3333
_reflns_number_gt                2797
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.604
_reflns_Friedel_fraction_max     0.627
_reflns_Friedel_fraction_full    0.886

_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 SMART APEX II'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0550P)²+0.0881P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 972 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3333
_refine_ls_number_parameters     172
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0955
_refine_ls_wR_factor_gt          0.0890
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.42356(19) 0.50187(19) 0.5569(3) 0.0488(6) Uani 1 1 d . . . . .
H1 H 0.4347 0.5730 0.5339 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3162(2) 0.4605(2) 0.5506(3) 0.0583(7) Uani 1 1 d . . . . .
H2 H 0.2546 0.5036 0.5254 0.070 Uiso 1 1 calc R U . . .
C3 C 0.2989(2) 0.3555(3) 0.5812(4) 0.0675(8) Uani 1 1 d . . . . .
H3 H 0.2257 0.3270 0.5752 0.081 Uiso 1 1 calc R U . . .
C4 C 0.3891(3) 0.2924(2) 0.6207(4) 0.0692(9) Uani 1 1 d . . . . .
H4 H 0.3771 0.2211 0.6418 0.083 Uiso 1 1 calc R U . . .
C5 C 0.4989(2) 0.3347(2) 0.6292(3) 0.0567(7) Uani 1 1 d . . . . .
H5 H 0.5602 0.2918 0.6567 0.068 Uiso 1 1 calc R U . . .
C6 C 0.51650(19) 0.44018(18) 0.5969(3) 0.0423(5) Uani 1 1 d . . . . .
C7 C 0.6343(2) 0.4876(2) 0.6055(3) 0.0481(5) Uani 1 1 d . . . . .
H7 H 0.6904 0.4369 0.6446 0.058 Uiso 1 1 calc R U . . .
C8 C 0.6453(3) 0.5961(3) 0.6815(3) 0.0623(7) Uani 1 1 d . . . . .
H8A H 0.5751 0.6199 0.7289 0.075 Uiso 1 1 calc R U . . .
H8B H 0.7090 0.6005 0.7511 0.075 Uiso 1 1 calc R U . . .
C9 C 0.67649(19) 0.54131(17) 0.4598(3) 0.0396(4) Uani 1 1 d . . . . .
H9 H 0.6235 0.5329 0.3753 0.048 Uiso 1 1 calc R U . . .
C10 C 0.79945(18) 0.52395(18) 0.4171(3) 0.0417(5) Uani 1 1 d . . . . .
C11 C 0.8458(2) 0.4330(2) 0.3555(3) 0.0562(6) Uani 1 1 d . . . . .
H11 H 0.8008 0.3736 0.3371 0.067 Uiso 1 1 calc R U . . .
C12 C 0.9620(3) 0.4333(3) 0.3219(4) 0.0703(9) Uani 1 1 d . . . . .
H12 H 0.9951 0.3727 0.2813 0.084 Uiso 1 1 calc R U . . .
C13 C 1.0291(2) 0.5208(3) 0.3472(4) 0.0693(8) Uani 1 1 d . . . . .
H13 H 1.1063 0.5188 0.3220 0.083 Uiso 1 1 calc R U . . .
C14 C 0.9840(2) 0.6112(2) 0.4092(3) 0.0593(7) Uani 1 1 d . . . . .
H14 H 1.0291 0.6705 0.4274 0.071 Uiso 1 1 calc R U . . .
C15 C 0.86827(19) 0.61010(19) 0.4434(3) 0.0434(5) Uani 1 1 d . . . . .
N1 N 0.66816(14) 0.64793(15) 0.5347(2) 0.0437(4) Uani 1 1 d . . . . .
O1 O 0.82863(19) 0.74888(16) 0.6607(2) 0.0624(5) Uani 1 1 d . . . . .
O2 O 0.77362(18) 0.79488(14) 0.4035(3) 0.0606(5) Uani 1 1 d . . . . .
S1 S 0.78818(5) 0.71529(4) 0.51593(8) 0.04547(16) Uani 1 1 d . . . . .


_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
C1 C2 1.361(3) . ?
C1 C6 1.383(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.504(3) . ?
C7 C8 1.532(4) . ?
C7 C9 1.545(3) . ?
C7 H7 0.9800 . ?
C8 N1 1.486(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.503(3) . ?
C9 N1 1.505(3) . ?
C9 H9 0.9800 . ?
C10 C15 1.373(3) . ?
C10 C11 1.383(3) . ?
C11 C12 1.392(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.373(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(3) . ?
C14 H14 0.9300 . ?
C15 S1 1.748(2) . ?
N1 S1 1.6492(18) . ?
O1 S1 1.436(2) . ?
O2 S1 1.428(2) . ?

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
C2 C1 C6 121.3(2) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
C1 C2 C3 119.9(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 C7 120.7(2) . . ?
C1 C6 C7 120.6(2) . . ?
C6 C7 C8 117.0(2) . . ?
C6 C7 C9 115.1(2) . . ?
C8 C7 C9 87.25(18) . . ?
C6 C7 H7 111.8 . . ?
C8 C7 H7 111.8 . . ?
C9 C7 H7 111.8 . . ?
N1 C8 C7 91.15(19) . . ?
N1 C8 H8A 113.4 . . ?
C7 C8 H8A 113.4 . . ?
N1 C8 H8B 113.4 . . ?
C7 C8 H8B 113.4 . . ?
H8A C8 H8B 110.7 . . ?
C10 C9 N1 107.70(17) . . ?
C10 C9 C7 117.0(2) . . ?
N1 C9 C7 89.97(18) . . ?
C10 C9 H9 113.3 . . ?
N1 C9 H9 113.3 . . ?
C7 C9 H9 113.3 . . ?
C15 C10 C11 119.7(2) . . ?
C15 C10 C9 113.7(2) . . ?
C11 C10 C9 126.6(2) . . ?
C10 C11 C12 117.7(3) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C13 C12 C11 121.7(3) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 117.1(3) . . ?
C13 C14 H14 121.5 . . ?
C15 C14 H14 121.5 . . ?
C10 C15 C14 122.8(2) . . ?
C10 C15 S1 110.50(17) . . ?
C14 C15 S1 126.6(2) . . ?
C8 N1 C9 90.44(18) . . ?
C8 N1 S1 117.96(17) . . ?
C9 N1 S1 111.16(14) . . ?
O2 S1 O1 117.41(13) . . ?
O2 S1 N1 109.39(11) . . ?
O1 S1 N1 109.97(12) . . ?
O2 S1 C15 109.82(12) . . ?
O1 S1 C15 112.27(12) . . ?
N1 S1 C15 95.85(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
C6 C1 C2 C3 -1.3(4) . . . . ?
C1 C2 C3 C4 1.1(5) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C3 C4 C5 C6 -0.4(5) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C4 C5 C6 C7 179.9(3) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C1 C6 C7 -179.1(2) . . . . ?
C5 C6 C7 C8 -136.1(3) . . . . ?
C1 C6 C7 C8 43.6(3) . . . . ?
C5 C6 C7 C9 123.6(3) . . . . ?
C1 C6 C7 C9 -56.7(3) . . . . ?
C6 C7 C8 N1 -108.7(2) . . . . ?
C9 C7 C8 N1 8.15(18) . . . . ?
C6 C7 C9 C10 -139.4(2) . . . . ?
C8 C7 C9 C10 101.9(2) . . . . ?
C6 C7 C9 N1 110.6(2) . . . . ?
C8 C7 C9 N1 -8.05(18) . . . . ?
N1 C9 C10 C15 -5.5(3) . . . . ?
C7 C9 C10 C15 -104.8(2) . . . . ?
N1 C9 C10 C11 175.1(2) . . . . ?
C7 C9 C10 C11 75.8(3) . . . . ?
C15 C10 C11 C12 -0.2(4) . . . . ?
C9 C10 C11 C12 179.1(3) . . . . ?
C10 C11 C12 C13 -0.6(5) . . . . ?
C11 C12 C13 C14 1.0(5) . . . . ?
C12 C13 C14 C15 -0.6(5) . . . . ?
C11 C10 C15 C14 0.7(4) . . . . ?
C9 C10 C15 C14 -178.7(2) . . . . ?
C11 C10 C15 S1 178.2(2) . . . . ?
C9 C10 C15 S1 -1.2(3) . . . . ?
C13 C14 C15 C10 -0.3(4) . . . . ?
C13 C14 C15 S1 -177.4(2) . . . . ?
C7 C8 N1 C9 -8.36(19) . . . . ?
C7 C8 N1 S1 -122.74(17) . . . . ?
C10 C9 N1 C8 -110.1(2) . . . . ?
C7 C9 N1 C8 8.29(18) . . . . ?
C10 C9 N1 S1 10.3(2) . . . . ?
C7 C9 N1 S1 128.68(15) . . . . ?
C8 N1 S1 O2 -154.0(2) . . . . ?
C9 N1 S1 O2 103.56(18) . . . . ?
C8 N1 S1 O1 -23.7(2) . . . . ?
C9 N1 S1 O1 -126.12(17) . . . . ?
C8 N1 S1 C15 92.6(2) . . . . ?
C9 N1 S1 C15 -9.86(18) . . . . ?
C10 C15 S1 O2 -106.41(19) . . . . ?
C14 C15 S1 O2 70.9(3) . . . . ?
C10 C15 S1 O1 121.03(18) . . . . ?
C14 C15 S1 O1 -61.6(3) . . . . ?
C10 C15 S1 N1 6.6(2) . . . . ?
C14 C15 S1 N1 -176.0(2) . . . . ?

_refine_diff_density_max         0.195
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.034



####################################################################### 
# 
# 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_wangyil_0601-3_auto
_database_code_depnum_ccdc_archive 'CCDC 2269492'
loop_
_audit_author_name
_audit_author_address
'Yilin Wang'
;Lanzhou University
China
;
_audit_update_record             
;
2023-06-13 deposited with the CCDC.	2023-09-21 downloaded from the CCDC.
;
_audit_creation_date             2023-06-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H17 N O2 S'
_chemical_formula_sum            'C21 H17 N O2 S'
_chemical_formula_weight         347.42
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   6.9772(3)
_cell_length_b                   19.6390(11)
_cell_length_c                   25.1001(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3439.3(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8917
_cell_measurement_temperature    247(3)
_cell_measurement_theta_max      31.1340
_cell_measurement_theta_min      2.0770
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.202
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.77a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            22015
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.950
_diffrn_reflns_theta_min         2.074
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      247(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  24.00   0.50    9.09    --    3.60 -99.00   0.00   52
  2  ω     -7.00  19.00   0.50    9.09    --    3.60 -99.00 -90.00   52
  3  ω      0.00  69.00   0.50    9.09    --    3.60  37.00  60.00  138
  4  ω    -74.00   6.00   0.50    9.09    --   -6.41 -57.00-120.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0264076000
_diffrn_orient_matrix_UB_12      0.0346024000
_diffrn_orient_matrix_UB_13      -0.0031236000
_diffrn_orient_matrix_UB_21      -0.0966434000
_diffrn_orient_matrix_UB_22      0.0084613000
_diffrn_orient_matrix_UB_23      -0.0058630000
_diffrn_orient_matrix_UB_31      -0.0176782000
_diffrn_orient_matrix_UB_32      0.0057368000
_diffrn_orient_matrix_UB_33      0.0274719000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3581
_reflns_number_total             4525
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.77a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.77a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.77a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         4525
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      1.054
_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)+(0.0623P)²+0.7690P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1324
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00C(H00A,H00C)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
 C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S01 S 0.57129(5) 0.48423(2) 0.30293(2) 0.03925(13) Uani 1 1 d . . . . .
O002 O 0.39417(15) 0.49860(6) 0.32978(5) 0.0467(3) Uani 1 1 d . . . . .
O003 O 0.58466(19) 0.42293(6) 0.27245(5) 0.0553(3) Uani 1 1 d . . . . .
N004 N 0.6148(2) 0.54717(7) 0.26253(5) 0.0421(3) Uani 1 1 d . . . . .
C005 C 0.4389(2) 0.68050(7) 0.33401(5) 0.0363(3) Uani 1 1 d . . . . .
C006 C 0.6506(2) 0.60131(7) 0.38413(5) 0.0360(3) Uani 1 1 d . . . . .
C007 C 0.7802(2) 0.54152(8) 0.38555(5) 0.0377(3) Uani 1 1 d . . . . .
C008 C 0.5825(2) 0.62571(8) 0.43724(5) 0.0389(3) Uani 1 1 d . . . . .
C009 C 0.5979(2) 0.63033(7) 0.33769(5) 0.0360(3) Uani 1 1 d . . . . .
C00A C 0.7586(2) 0.48571(8) 0.35085(5) 0.0378(3) Uani 1 1 d . . . . .
C00B C 0.2587(2) 0.66444(8) 0.35463(6) 0.0406(3) Uani 1 1 d . . . . .
H00B H 0.240155 0.622424 0.371813 0.049 Uiso 1 1 calc R U . . .
C00C C 0.6962(2) 0.60982(8) 0.28640(6) 0.0422(3) Uani 1 1 d . . . . .
H00A H 0.685034 0.647172 0.260696 0.051 Uiso 1 1 calc R U . . .
H00C H 0.832766 0.602569 0.293482 0.051 Uiso 1 1 calc R U . . .
C00D C 0.9267(2) 0.53673(10) 0.42327(6) 0.0500(4) Uani 1 1 d . . . . .
H00D H 0.944664 0.572503 0.447646 0.060 Uiso 1 1 calc R U . . .
C00E C 0.8796(3) 0.42997(9) 0.35292(7) 0.0499(4) Uani 1 1 d . . . . .
H00E H 0.863989 0.393860 0.328718 0.060 Uiso 1 1 calc R U . . .
C00F C 0.4597(3) 0.74275(9) 0.30821(6) 0.0480(4) Uani 1 1 d . . . . .
H00F H 0.578788 0.754424 0.293271 0.058 Uiso 1 1 calc R U . . .
C00G C 0.1074(2) 0.70937(9) 0.35017(7) 0.0493(4) Uani 1 1 d . . . . .
H00G H -0.012902 0.697746 0.364388 0.059 Uiso 1 1 calc R U . . .
C00H C 0.4861(3) 0.58244(9) 0.47106(7) 0.0555(4) Uani 1 1 d . . . . .
H00H H 0.457953 0.537825 0.459966 0.067 Uiso 1 1 calc R U . . .
C00I C 1.0454(3) 0.48090(11) 0.42559(7) 0.0593(5) Uani 1 1 d . . . . .
H00I H 1.142903 0.479219 0.451409 0.071 Uiso 1 1 calc R U . . .
C00J C 0.3079(3) 0.78769(9) 0.30421(6) 0.0562(5) Uani 1 1 d . . . . .
H00J H 0.325220 0.829878 0.287186 0.067 Uiso 1 1 calc R U . . .
C00K C 0.1313(3) 0.77096(9) 0.32507(7) 0.0549(4) Uani 1 1 d . . . . .
H00K H 0.028073 0.801473 0.322141 0.066 Uiso 1 1 calc R U . . .
C00L C 1.0236(3) 0.42757(11) 0.39070(7) 0.0598(5) Uani 1 1 d . . . . .
H00L H 1.105908 0.389741 0.392512 0.072 Uiso 1 1 calc R U . . .
C00M C 0.4299(3) 0.60397(12) 0.52128(7) 0.0698(6) Uani 1 1 d . . . . .
H00M H 0.361149 0.574204 0.543515 0.084 Uiso 1 1 calc R U . . .
C00N C 0.4730(4) 0.66726(12) 0.53863(7) 0.0718(6) Uani 1 1 d . . . . .
H00N H 0.437926 0.681125 0.573127 0.086 Uiso 1 1 calc R U . . .
C00O C 0.6204(3) 0.69064(11) 0.45456(8) 0.0687(6) Uani 1 1 d . . . . .
H00O H 0.682154 0.721581 0.431723 0.082 Uiso 1 1 calc R U . . .
C00P C 0.5683(4) 0.71100(13) 0.50543(9) 0.0879(8) Uani 1 1 d . . . . .
H00P H 0.598686 0.755140 0.517212 0.105 Uiso 1 1 calc R U . . .
H004 H 0.681(3) 0.5328(10) 0.2373(8) 0.060(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S01 O002 1.4356(11) . ?
S01 O003 1.4296(12) . ?
S01 N004 1.6275(14) . ?
S01 C00A 1.7761(15) . ?
N004 C00C 1.481(2) . ?
N004 H004 0.83(2) . ?
C005 C009 1.487(2) . ?
C005 C00B 1.396(2) . ?
C005 C00F 1.391(2) . ?
C006 C007 1.483(2) . ?
C006 C008 1.4940(18) . ?
C006 C009 1.349(2) . ?
C007 C00A 1.408(2) . ?
C007 C00D 1.397(2) . ?
C008 C00H 1.377(2) . ?
C008 C00O 1.373(2) . ?
C009 C00C 1.5131(19) . ?
C00A C00E 1.384(2) . ?
C00B H00B 0.9400 . ?
C00B C00G 1.381(2) . ?
C00C H00A 0.9800 . ?
C00C H00C 0.9800 . ?
C00D H00D 0.9400 . ?
C00D C00I 1.375(3) . ?
C00E H00E 0.9400 . ?
C00E C00L 1.382(3) . ?
C00F H00F 0.9400 . ?
C00F C00J 1.382(3) . ?
C00G H00G 0.9400 . ?
C00G C00K 1.374(3) . ?
C00H H00H 0.9400 . ?
C00H C00M 1.386(2) . ?
C00I H00I 0.9400 . ?
C00I C00L 1.374(3) . ?
C00J H00J 0.9400 . ?
C00J C00K 1.378(3) . ?
C00K H00K 0.9400 . ?
C00L H00L 0.9400 . ?
C00M H00M 0.9400 . ?
C00M C00N 1.351(3) . ?
C00N H00N 0.9400 . ?
C00N C00P 1.369(3) . ?
C00O H00O 0.9400 . ?
C00O C00P 1.386(3) . ?
C00P H00P 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O002 S01 N004 107.69(7) . . ?
O002 S01 C00A 108.20(7) . . ?
O003 S01 O002 118.23(7) . . ?
O003 S01 N004 107.09(7) . . ?
O003 S01 C00A 109.16(7) . . ?
N004 S01 C00A 105.79(7) . . ?
S01 N004 H004 108.6(14) . . ?
C00C N004 S01 116.76(9) . . ?
C00C N004 H004 112.3(15) . . ?
C00B C005 C009 119.96(13) . . ?
C00F C005 C009 122.24(14) . . ?
C00F C005 C00B 117.73(15) . . ?
C007 C006 C008 115.25(12) . . ?
C009 C006 C007 121.44(12) . . ?
C009 C006 C008 123.31(14) . . ?
C00A C007 C006 122.42(13) . . ?
C00D C007 C006 121.09(14) . . ?
C00D C007 C00A 116.44(15) . . ?
C00H C008 C006 120.49(14) . . ?
C00O C008 C006 121.29(14) . . ?
C00O C008 C00H 118.18(15) . . ?
C005 C009 C00C 117.49(12) . . ?
C006 C009 C005 122.49(12) . . ?
C006 C009 C00C 119.97(14) . . ?
C007 C00A S01 120.69(11) . . ?
C00E C00A S01 117.49(12) . . ?
C00E C00A C007 121.82(14) . . ?
C005 C00B H00B 119.5 . . ?
C00G C00B C005 120.96(14) . . ?
C00G C00B H00B 119.5 . . ?
N004 C00C C009 113.06(12) . . ?
N004 C00C H00A 109.0 . . ?
N004 C00C H00C 109.0 . . ?
C009 C00C H00A 109.0 . . ?
C009 C00C H00C 109.0 . . ?
H00A C00C H00C 107.8 . . ?
C007 C00D H00D 119.2 . . ?
C00I C00D C007 121.55(17) . . ?
C00I C00D H00D 119.2 . . ?
C00A C00E H00E 120.1 . . ?
C00L C00E C00A 119.76(17) . . ?
C00L C00E H00E 120.1 . . ?
C005 C00F H00F 119.5 . . ?
C00J C00F C005 121.00(16) . . ?
C00J C00F H00F 119.5 . . ?
C00B C00G H00G 119.8 . . ?
C00K C00G C00B 120.44(17) . . ?
C00K C00G H00G 119.8 . . ?
C008 C00H H00H 119.7 . . ?
C008 C00H C00M 120.69(17) . . ?
C00M C00H H00H 119.7 . . ?
C00D C00I H00I 119.5 . . ?
C00L C00I C00D 120.94(16) . . ?
C00L C00I H00I 119.5 . . ?
C00F C00J H00J 119.8 . . ?
C00K C00J C00F 120.33(15) . . ?
C00K C00J H00J 119.8 . . ?
C00G C00K C00J 119.53(17) . . ?
C00G C00K H00K 120.2 . . ?
C00J C00K H00K 120.2 . . ?
C00E C00L H00L 120.3 . . ?
C00I C00L C00E 119.46(18) . . ?
C00I C00L H00L 120.3 . . ?
C00H C00M H00M 119.6 . . ?
C00N C00M C00H 120.74(19) . . ?
C00N C00M H00M 119.6 . . ?
C00M C00N H00N 120.4 . . ?
C00M C00N C00P 119.28(17) . . ?
C00P C00N H00N 120.4 . . ?
C008 C00O H00O 119.7 . . ?
C008 C00O C00P 120.6(2) . . ?
C00P C00O H00O 119.7 . . ?
C00N C00P C00O 120.5(2) . . ?
C00N C00P H00P 119.8 . . ?
C00O C00P H00P 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S01 N004 C00C C009 -44.20(17) . . . . ?
S01 C00A C00E C00L -177.80(14) . . . . ?
O002 S01 N004 C00C 79.14(12) . . . . ?
O002 S01 C00A C007 -51.33(13) . . . . ?
O002 S01 C00A C00E 128.03(13) . . . . ?
O003 S01 N004 C00C -152.73(11) . . . . ?
O003 S01 C00A C007 178.78(12) . . . . ?
O003 S01 C00A C00E -1.85(15) . . . . ?
N004 S01 C00A C007 63.85(13) . . . . ?
N004 S01 C00A C00E -116.79(13) . . . . ?
C005 C009 C00C N004 -94.12(15) . . . . ?
C005 C00B C00G C00K 0.2(2) . . . . ?
C005 C00F C00J C00K -1.1(3) . . . . ?
C006 C007 C00A S01 -0.09(19) . . . . ?
C006 C007 C00A C00E -179.43(14) . . . . ?
C006 C007 C00D C00I 178.73(16) . . . . ?
C006 C008 C00H C00M 177.19(18) . . . . ?
C006 C008 C00O C00P -175.3(2) . . . . ?
C006 C009 C00C N004 83.31(17) . . . . ?
C007 C006 C008 C00H -57.2(2) . . . . ?
C007 C006 C008 C00O 120.22(19) . . . . ?
C007 C006 C009 C005 167.10(13) . . . . ?
C007 C006 C009 C00C -10.2(2) . . . . ?
C007 C00A C00E C00L 1.6(2) . . . . ?
C007 C00D C00I C00L -0.1(3) . . . . ?
C008 C006 C007 C00A 134.89(14) . . . . ?
C008 C006 C007 C00D -42.53(19) . . . . ?
C008 C006 C009 C005 -12.1(2) . . . . ?
C008 C006 C009 C00C 170.56(13) . . . . ?
C008 C00H C00M C00N -1.7(4) . . . . ?
C008 C00O C00P C00N -2.0(4) . . . . ?
C009 C005 C00B C00G -177.93(14) . . . . ?
C009 C005 C00F C00J 178.33(14) . . . . ?
C009 C006 C007 C00A -44.4(2) . . . . ?
C009 C006 C007 C00D 138.18(15) . . . . ?
C009 C006 C008 C00H 122.04(18) . . . . ?
C009 C006 C008 C00O -60.5(2) . . . . ?
C00A S01 N004 C00C -36.39(13) . . . . ?
C00A C007 C00D C00I 1.2(2) . . . . ?
C00A C00E C00L C00I -0.4(3) . . . . ?
C00B C005 C009 C006 -53.1(2) . . . . ?
C00B C005 C009 C00C 124.28(14) . . . . ?
C00B C005 C00F C00J 1.4(2) . . . . ?
C00B C00G C00K C00J 0.1(3) . . . . ?
C00D C007 C00A S01 177.44(11) . . . . ?
C00D C007 C00A C00E -1.9(2) . . . . ?
C00D C00I C00L C00E -0.3(3) . . . . ?
C00F C005 C009 C006 130.03(15) . . . . ?
C00F C005 C009 C00C -52.60(19) . . . . ?
C00F C005 C00B C00G -0.9(2) . . . . ?
C00F C00J C00K C00G 0.4(3) . . . . ?
C00H C008 C00O C00P 2.2(3) . . . . ?
C00H C00M C00N C00P 1.9(4) . . . . ?
C00M C00N C00P C00O -0.1(4) . . . . ?
C00O C008 C00H C00M -0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.553
_oxdiff_exptl_absorpt_empirical_full_min 0.572
####################################################################### 
# 
# 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_wangyil_0615_auto
_database_code_depnum_ccdc_archive 'CCDC 2278125'
loop_
_audit_author_name
_audit_author_address
'Yilin Wang'
;Lanzhou University
China
;
_audit_update_record             
;
2023-06-30 deposited with the CCDC.	2023-09-21 downloaded from the CCDC.
;
_audit_creation_date             2023-06-30
_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         'C22 H19 N O2 S'
_chemical_formula_sum            'C22 H19 N O2 P S0.25'
_chemical_formula_weight         368.37
_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'
P P 0.1023 0.0942 '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                   8.6492(2)
_cell_length_b                   17.3276(5)
_cell_length_c                   12.0342(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.352(2)
_cell_angle_gamma                90
_cell_volume                     1795.71(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11283
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      30.6100
_cell_measurement_theta_min      2.0660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.803
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.803
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.766
_diffrn_reflns_theta_min         2.066
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.803
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00  41.00   0.50    0.58    --    4.00  86.00  33.00  126
  2  ω    -20.00  63.00   0.50    0.58    --   -6.19  57.00-120.00  166
  3  ω     25.00  73.00   0.50    0.58    --    4.00  37.00-180.00   96
  4  ω    -33.00   5.00   0.50    0.58    --    4.00 -86.00 -84.00   76
  5  ω    -16.00  37.00   0.50    0.58    --    4.00 -99.00  60.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0230039000
_diffrn_orient_matrix_UB_12      -0.0330163000
_diffrn_orient_matrix_UB_13      -0.0291576000
_diffrn_orient_matrix_UB_21      -0.0352671000
_diffrn_orient_matrix_UB_22      0.0155836000
_diffrn_orient_matrix_UB_23      -0.0506680000
_diffrn_orient_matrix_UB_31      0.0707863000
_diffrn_orient_matrix_UB_32      0.0185146000
_diffrn_orient_matrix_UB_33      -0.0093399000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3806
_reflns_number_total             4511
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      1.068
_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)+(0.0404P)²+0.7240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0941
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00A(H00A), C00C(H00C)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
 C00J(H00L), C00K(H00M), C00L(H00N), C00M(H00O), C00N(H00P), C00O(H00Q),
 C00P(H00R), C00Q(H00S)
2.c Idealised Me refined as rotating group:
 C00I(H00I,H00J,H00K)
;
_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
S01 S 0.56998(3) 0.82439(2) 0.40700(3) 0.01751(9) Uani 1 1 d . . . . .
O002 O 0.56128(11) 0.89146(5) 0.47582(8) 0.0247(2) Uani 1 1 d . . . . .
O003 O 0.57912(11) 0.83521(6) 0.28957(8) 0.0232(2) Uani 1 1 d . . . . .
N004 N 0.71686(12) 0.76918(6) 0.45734(9) 0.0164(2) Uani 1 1 d . . . . .
C005 C 0.49315(14) 0.68304(7) 0.44176(10) 0.0162(2) Uani 1 1 d . . . . .
C006 C 0.42530(14) 0.75522(7) 0.42486(10) 0.0170(2) Uani 1 1 d . . . . .
C007 C 0.67488(14) 0.63198(7) 0.66606(10) 0.0173(2) Uani 1 1 d . . . . .
C008 C 0.67026(14) 0.68461(7) 0.45585(10) 0.0153(2) Uani 1 1 d . . . . .
C009 C 0.74123(14) 0.63536(7) 0.37051(10) 0.0176(2) Uani 1 1 d . . . . .
C00A C 0.74798(14) 0.67849(7) 0.57945(10) 0.0162(2) Uani 1 1 d . . . . .
H00A H 0.857711 0.660832 0.577172 0.019 Uiso 1 1 calc R U . . .
C00B C 0.26544(15) 0.76673(8) 0.41207(11) 0.0217(3) Uani 1 1 d . . . . .
H00B H 0.222314 0.816945 0.401948 0.026 Uiso 1 1 calc R U . . .
C00C C 0.74662(15) 0.76751(7) 0.58347(10) 0.0181(2) Uani 1 1 d . . . . .
H00C H 0.654721 0.787066 0.619587 0.022 Uiso 1 1 calc R U . . .
C00D C 0.77152(15) 0.66492(8) 0.26757(11) 0.0221(3) Uani 1 1 d . . . . .
H00D H 0.749339 0.717451 0.250007 0.026 Uiso 1 1 calc R U . . .
C00E C 0.39755(15) 0.61856(8) 0.44146(11) 0.0215(3) Uani 1 1 d . . . . .
H00E H 0.440878 0.568319 0.450431 0.026 Uiso 1 1 calc R U . . .
C00F C 0.52962(15) 0.64987(8) 0.70170(11) 0.0213(3) Uani 1 1 d . . . . .
H00F H 0.472616 0.692571 0.669798 0.026 Uiso 1 1 calc R U . . .
C00G C 0.75605(15) 0.56944(8) 0.71547(11) 0.0212(3) Uani 1 1 d . . . . .
H00G H 0.854886 0.556467 0.692412 0.025 Uiso 1 1 calc R U . . .
C00H C 0.77438(15) 0.55831(8) 0.39506(12) 0.0228(3) Uani 1 1 d . . . . .
H00H H 0.754631 0.537885 0.465614 0.027 Uiso 1 1 calc R U . . .
C00I C 0.89227(17) 0.81001(8) 0.62577(12) 0.0260(3) Uani 1 1 d . . . . .
H00I H 0.981079 0.788214 0.591629 0.039 Uiso 1 1 calc R U . . .
H00J H 0.909102 0.804726 0.707079 0.039 Uiso 1 1 calc R U . . .
H00K H 0.881393 0.864758 0.606128 0.039 Uiso 1 1 calc R U . . .
C00J C 0.23741(16) 0.62878(9) 0.42781(12) 0.0260(3) Uani 1 1 d . . . . .
H00L H 0.171470 0.584916 0.427437 0.031 Uiso 1 1 calc R U . . .
C00K C 0.83628(16) 0.51096(8) 0.31694(13) 0.0271(3) Uani 1 1 d . . . . .
H00M H 0.857553 0.458260 0.333915 0.033 Uiso 1 1 calc R U . . .
C00L C 0.17160(15) 0.70205(9) 0.41467(12) 0.0254(3) Uani 1 1 d . . . . .
H00N H 0.061867 0.707660 0.407467 0.030 Uiso 1 1 calc R U . . .
C00M C 0.83459(17) 0.61734(9) 0.18999(12) 0.0282(3) Uani 1 1 d . . . . .
H00O H 0.855607 0.637731 0.119678 0.034 Uiso 1 1 calc R U . . .
C00N C 0.46818(16) 0.60584(9) 0.78312(12) 0.0268(3) Uani 1 1 d . . . . .
H00P H 0.369054 0.618301 0.806120 0.032 Uiso 1 1 calc R U . . .
C00O C 0.86679(16) 0.54072(9) 0.21453(13) 0.0283(3) Uani 1 1 d . . . . .
H00Q H 0.909726 0.508617 0.161276 0.034 Uiso 1 1 calc R U . . .
C00P C 0.69521(17) 0.52574(9) 0.79771(13) 0.0289(3) Uani 1 1 d . . . . .
H00R H 0.752650 0.483614 0.830943 0.035 Uiso 1 1 calc R U . . .
C00Q C 0.55047(18) 0.54371(9) 0.83124(13) 0.0308(3) Uani 1 1 d . . . . .
H00S H 0.507843 0.513629 0.886908 0.037 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S01 O002 1.4331(10) . ?
S01 O003 1.4350(10) . ?
S01 N004 1.6591(11) . ?
S01 C006 1.7604(13) . ?
N004 C008 1.5195(15) . ?
N004 C00C 1.5160(16) . ?
C005 C006 1.3885(17) . ?
C005 C008 1.5256(16) . ?
C005 C00E 1.3897(17) . ?
C006 C00B 1.3912(17) . ?
C007 C00A 1.5029(17) . ?
C007 C00F 1.3996(17) . ?
C007 C00G 1.3940(18) . ?
C008 C009 1.5091(16) . ?
C008 C00A 1.5777(17) . ?
C009 C00D 1.3879(18) . ?
C009 C00H 1.3914(19) . ?
C00A H00A 1.0000 . ?
C00A C00C 1.5433(17) . ?
C00B H00B 0.9500 . ?
C00B C00L 1.386(2) . ?
C00C H00C 1.0000 . ?
C00C C00I 1.5063(18) . ?
C00D H00D 0.9500 . ?
C00D C00M 1.3942(19) . ?
C00E H00E 0.9500 . ?
C00E C00J 1.3908(18) . ?
C00F H00F 0.9500 . ?
C00F C00N 1.3863(19) . ?
C00G H00G 0.9500 . ?
C00G C00P 1.3881(19) . ?
C00H H00H 0.9500 . ?
C00H C00K 1.3919(19) . ?
C00I H00I 0.9800 . ?
C00I H00J 0.9800 . ?
C00I H00K 0.9800 . ?
C00J H00L 0.9500 . ?
C00J C00L 1.394(2) . ?
C00K H00M 0.9500 . ?
C00K C00O 1.384(2) . ?
C00L H00N 0.9500 . ?
C00M H00O 0.9500 . ?
C00M C00O 1.383(2) . ?
C00N H00P 0.9500 . ?
C00N C00Q 1.387(2) . ?
C00O H00Q 0.9500 . ?
C00P H00R 0.9500 . ?
C00P C00Q 1.386(2) . ?
C00Q H00S 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O002 S01 O003 118.29(6) . . ?
O002 S01 N004 109.65(6) . . ?
O002 S01 C006 113.91(6) . . ?
O003 S01 N004 108.92(6) . . ?
O003 S01 C006 108.31(6) . . ?
N004 S01 C006 95.26(6) . . ?
C008 N004 S01 111.01(8) . . ?
C00C N004 S01 115.43(8) . . ?
C00C N004 C008 90.77(9) . . ?
C006 C005 C008 113.98(11) . . ?
C006 C005 C00E 118.72(11) . . ?
C00E C005 C008 127.28(11) . . ?
C005 C006 S01 109.61(9) . . ?
C005 C006 C00B 123.20(12) . . ?
C00B C006 S01 126.82(10) . . ?
C00F C007 C00A 122.79(11) . . ?
C00G C007 C00A 119.01(11) . . ?
C00G C007 C00F 118.18(12) . . ?
N004 C008 C005 106.32(9) . . ?
N004 C008 C00A 87.96(9) . . ?
C005 C008 C00A 116.02(10) . . ?
C009 C008 N004 115.41(10) . . ?
C009 C008 C005 112.47(10) . . ?
C009 C008 C00A 116.04(10) . . ?
C00D C009 C008 121.43(12) . . ?
C00D C009 C00H 119.42(12) . . ?
C00H C009 C008 119.14(11) . . ?
C007 C00A C008 121.34(10) . . ?
C007 C00A H00A 108.5 . . ?
C007 C00A C00C 120.61(10) . . ?
C008 C00A H00A 108.5 . . ?
C00C C00A C008 87.63(9) . . ?
C00C C00A H00A 108.5 . . ?
C006 C00B H00B 121.3 . . ?
C00L C00B C006 117.36(12) . . ?
C00L C00B H00B 121.3 . . ?
N004 C00C C00A 89.36(9) . . ?
N004 C00C H00C 111.2 . . ?
C00A C00C H00C 111.2 . . ?
C00I C00C N004 112.80(10) . . ?
C00I C00C C00A 119.39(11) . . ?
C00I C00C H00C 111.2 . . ?
C009 C00D H00D 120.1 . . ?
C009 C00D C00M 119.85(13) . . ?
C00M C00D H00D 120.1 . . ?
C005 C00E H00E 120.5 . . ?
C005 C00E C00J 118.93(13) . . ?
C00J C00E H00E 120.5 . . ?
C007 C00F H00F 119.7 . . ?
C00N C00F C007 120.59(13) . . ?
C00N C00F H00F 119.7 . . ?
C007 C00G H00G 119.4 . . ?
C00P C00G C007 121.25(13) . . ?
C00P C00G H00G 119.4 . . ?
C009 C00H H00H 119.8 . . ?
C009 C00H C00K 120.45(13) . . ?
C00K C00H H00H 119.8 . . ?
C00C C00I H00I 109.5 . . ?
C00C C00I H00J 109.5 . . ?
C00C C00I H00K 109.5 . . ?
H00I C00I H00J 109.5 . . ?
H00I C00I H00K 109.5 . . ?
H00J C00I H00K 109.5 . . ?
C00E C00J H00L 119.3 . . ?
C00E C00J C00L 121.39(13) . . ?
C00L C00J H00L 119.3 . . ?
C00H C00K H00M 120.0 . . ?
C00O C00K C00H 119.94(14) . . ?
C00O C00K H00M 120.0 . . ?
C00B C00L C00J 120.35(12) . . ?
C00B C00L H00N 119.8 . . ?
C00J C00L H00N 119.8 . . ?
C00D C00M H00O 119.7 . . ?
C00O C00M C00D 120.55(13) . . ?
C00O C00M H00O 119.7 . . ?
C00F C00N H00P 119.8 . . ?
C00F C00N C00Q 120.44(13) . . ?
C00Q C00N H00P 119.8 . . ?
C00K C00O H00Q 120.1 . . ?
C00M C00O C00K 119.78(13) . . ?
C00M C00O H00Q 120.1 . . ?
C00G C00P H00R 120.1 . . ?
C00Q C00P C00G 119.85(13) . . ?
C00Q C00P H00R 120.1 . . ?
C00N C00Q H00S 120.2 . . ?
C00P C00Q C00N 119.67(13) . . ?
C00P C00Q H00S 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S01 N004 C008 C005 -16.78(11) . . . . ?
S01 N004 C008 C009 108.67(10) . . . . ?
S01 N004 C008 C00A -133.33(8) . . . . ?
S01 N004 C00C C00A 129.75(8) . . . . ?
S01 N004 C00C C00I -108.40(11) . . . . ?
S01 C006 C00B C00L 171.12(10) . . . . ?
O002 S01 N004 C008 136.73(8) . . . . ?
O002 S01 N004 C00C 35.28(10) . . . . ?
O002 S01 C006 C005 -130.04(9) . . . . ?
O002 S01 C006 C00B 56.82(13) . . . . ?
O003 S01 N004 C008 -92.40(9) . . . . ?
O003 S01 N004 C00C 166.15(8) . . . . ?
O003 S01 C006 C005 96.10(10) . . . . ?
O003 S01 C006 C00B -77.03(13) . . . . ?
N004 S01 C006 C005 -15.83(10) . . . . ?
N004 S01 C006 C00B 171.04(12) . . . . ?
N004 C008 C009 C00D -33.72(16) . . . . ?
N004 C008 C009 C00H 147.41(11) . . . . ?
N004 C008 C00A C007 140.19(11) . . . . ?
N004 C008 C00A C00C 15.34(8) . . . . ?
C005 C006 C00B C00L -1.15(19) . . . . ?
C005 C008 C009 C00D 88.50(14) . . . . ?
C005 C008 C009 C00H -90.37(14) . . . . ?
C005 C008 C00A C007 33.00(16) . . . . ?
C005 C008 C00A C00C -91.85(11) . . . . ?
C005 C00E C00J C00L -0.1(2) . . . . ?
C006 S01 N004 C008 19.02(9) . . . . ?
C006 S01 N004 C00C -82.44(9) . . . . ?
C006 C005 C008 N004 5.22(14) . . . . ?
C006 C005 C008 C009 -122.01(12) . . . . ?
C006 C005 C008 C00A 101.06(12) . . . . ?
C006 C005 C00E C00J -2.02(19) . . . . ?
C006 C00B C00L C00J -1.0(2) . . . . ?
C007 C00A C00C N004 -140.84(11) . . . . ?
C007 C00A C00C C00I 103.15(14) . . . . ?
C007 C00F C00N C00Q 0.6(2) . . . . ?
C007 C00G C00P C00Q 0.6(2) . . . . ?
C008 N004 C00C C00A 15.96(9) . . . . ?
C008 N004 C00C C00I 137.81(11) . . . . ?
C008 C005 C006 S01 7.73(13) . . . . ?
C008 C005 C006 C00B -178.84(11) . . . . ?
C008 C005 C00E C00J 179.76(12) . . . . ?
C008 C009 C00D C00M -178.85(12) . . . . ?
C008 C009 C00H C00K 178.40(12) . . . . ?
C008 C00A C00C N004 -15.37(8) . . . . ?
C008 C00A C00C C00I -131.38(12) . . . . ?
C009 C008 C00A C007 -102.38(13) . . . . ?
C009 C008 C00A C00C 132.76(11) . . . . ?
C009 C00D C00M C00O 0.2(2) . . . . ?
C009 C00H C00K C00O 0.7(2) . . . . ?
C00A C007 C00F C00N -179.01(12) . . . . ?
C00A C007 C00G C00P 178.50(13) . . . . ?
C00A C008 C009 C00D -134.58(12) . . . . ?
C00A C008 C009 C00H 46.55(16) . . . . ?
C00C N004 C008 C005 100.94(10) . . . . ?
C00C N004 C008 C009 -133.61(11) . . . . ?
C00C N004 C008 C00A -15.61(9) . . . . ?
C00D C009 C00H C00K -0.5(2) . . . . ?
C00D C00M C00O C00K 0.0(2) . . . . ?
C00E C005 C006 S01 -170.73(10) . . . . ?
C00E C005 C006 C00B 2.71(19) . . . . ?
C00E C005 C008 N004 -176.49(12) . . . . ?
C00E C005 C008 C009 56.28(17) . . . . ?
C00E C005 C008 C00A -80.65(16) . . . . ?
C00E C00J C00L C00B 1.7(2) . . . . ?
C00F C007 C00A C008 -63.23(17) . . . . ?
C00F C007 C00A C00C 44.46(17) . . . . ?
C00F C007 C00G C00P 0.1(2) . . . . ?
C00F C00N C00Q C00P 0.1(2) . . . . ?
C00G C007 C00A C008 118.42(13) . . . . ?
C00G C007 C00A C00C -133.88(12) . . . . ?
C00G C007 C00F C00N -0.65(19) . . . . ?
C00G C00P C00Q C00N -0.7(2) . . . . ?
C00H C009 C00D C00M 0.0(2) . . . . ?
C00H C00K C00O C00M -0.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.167
_oxdiff_exptl_absorpt_empirical_full_min 0.672
####################################################################### 
# 
# 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_wangyil_0627_auto
_database_code_depnum_ccdc_archive 'CCDC 2278127'
loop_
_audit_author_name
_audit_author_address
'Yilin Wang'
;Lanzhou University
China
;
_audit_update_record             
;
2023-06-30 deposited with the CCDC.	2023-09-21 downloaded from the CCDC.
;
_audit_creation_date             2023-06-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C22 H19 N O2 S)'
_chemical_formula_sum            'C44 H38 N2 O4 S2'
_chemical_formula_weight         722.88
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   15.2972(15)
_cell_length_b                   7.4805(5)
_cell_length_c                   17.3374(16)
_cell_angle_alpha                90
_cell_angle_beta                 107.376(10)
_cell_angle_gamma                90
_cell_volume                     1893.4(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5083
_cell_measurement_temperature    302.9(2)
_cell_measurement_theta_max      30.9160
_cell_measurement_theta_min      2.4540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29238
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0834
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.804
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17540
_diffrn_reflns_point_group_measured_fraction_full 0.899
_diffrn_reflns_point_group_measured_fraction_max 0.668
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.778
_diffrn_reflns_theta_min         2.440
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      302.9(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.804
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  65.00   0.50    8.21    --   -6.19   6.00 -49.00  186
  2  ω    -54.00 -27.00   0.50    8.21    --   -6.19  -6.00 133.00   54
  3  ω    -14.00  36.00   0.50    8.21    --    4.00 -99.00 150.00  100
  4  ω     28.00  59.00   0.50    8.21    --    4.00  37.00  90.00   62
  5  ω    -74.00   7.00   0.50    8.21    --   -6.19 -57.00 -60.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0388981000
_diffrn_orient_matrix_UB_12      0.0063120000
_diffrn_orient_matrix_UB_13      0.0141467000
_diffrn_orient_matrix_UB_21      0.0291788000
_diffrn_orient_matrix_UB_22      0.0063556000
_diffrn_orient_matrix_UB_23      0.0402923000
_diffrn_orient_matrix_UB_31      0.0005974000
_diffrn_orient_matrix_UB_32      0.0943458000
_diffrn_orient_matrix_UB_33      -0.0036612000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.659
_reflns_Friedel_fraction_full    0.797
_reflns_Friedel_fraction_max     0.531
_reflns_number_gt                4330
_reflns_number_total             7899
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         1.174
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details 
;
 Flack x determined using 1478 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         7899
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1554
_refine_ls_R_factor_gt           0.0949
_refine_ls_restrained_S_all      1.000
_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)+(0.1746P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2269
_refine_ls_wR_factor_ref         0.2786
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C14(H14), C32(H32), C38(H38), C42(H42)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C13(H13), C16(H16), C24(H24), C25(H25), C28(H28), C29(H29), C31(H31),
 C33(H33), C35(H35), C36(H36), C37(H37), C39(H39), C41(H41), C2(H2), C5(H5),
 C7(H7), C11(H11), C15(H15), C17(H17), C19(H19), C21(H21), C22(H22), C26(H26),
 C27(H27), C30(H30), C40(H40), C43(H43)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.75434(16) 0.4111(3) 0.47308(14) 0.0658(6) Uani 1 1 d . . . . .
O1 O 0.6756(5) 0.3179(8) 0.4236(5) 0.086(2) Uani 1 1 d . . . . .
O2 O 0.8281(5) 0.3035(8) 0.5231(5) 0.083(2) Uani 1 1 d . . . . .
N1 N 0.7920(5) 0.5490(9) 0.4161(4) 0.0566(16) Uani 1 1 d . . . . .
C1 C 0.8566(5) 0.9055(11) 0.3475(5) 0.0547(18) Uani 1 1 d . . . . .
C3 C 0.9428(7) 0.6220(12) 0.5345(6) 0.071(2) Uani 1 1 d . . . . .
H3A H 0.906003 0.657557 0.568056 0.107 Uiso 1 1 calc R U . . .
H3B H 0.995391 0.698461 0.544715 0.107 Uiso 1 1 calc R U . . .
H3C H 0.962390 0.500505 0.546446 0.107 Uiso 1 1 calc R U . . .
C4 C 0.7445(5) 0.7280(10) 0.4105(5) 0.0489(16) Uani 1 1 d . . . . .
C9 C 0.5554(8) 0.671(2) 0.2118(7) 0.103(4) Uani 1 1 d . . . . .
H9 H 0.529604 0.581305 0.174979 0.123 Uiso 1 1 calc R U . . .
C10 C 0.7142(6) 0.7415(10) 0.4859(5) 0.0527(17) Uani 1 1 d . . . . .
C12 C 0.7179(7) 0.5797(10) 0.5254(5) 0.063(2) Uani 1 1 d . . . . .
C13 C 0.6272(7) 0.6301(16) 0.2812(6) 0.082(3) Uani 1 1 d . . . . .
H13 H 0.647814 0.512962 0.291314 0.098 Uiso 1 1 calc R U . . .
C14 C 0.8394(6) 0.8225(11) 0.4204(5) 0.0548(18) Uani 1 1 d . . . . .
H14 H 0.854598 0.905660 0.466141 0.066 Uiso 1 1 calc R U . . .
C16 C 0.8742(7) 1.0866(13) 0.3480(7) 0.076(3) Uani 1 1 d . . . . .
H16 H 0.874312 1.154625 0.392938 0.092 Uiso 1 1 calc R U . . .
C18 C 0.6671(6) 0.7639(11) 0.3344(5) 0.0563(18) Uani 1 1 d . . . . .
C24 C 0.8534(8) 0.8057(16) 0.2795(6) 0.083(3) Uani 1 1 d . . . . .
H24 H 0.837591 0.685298 0.276492 0.099 Uiso 1 1 calc R U . . .
C25 C 0.5613(7) 0.9781(17) 0.2522(7) 0.082(3) Uani 1 1 d . . . . .
H25 H 0.538141 1.093823 0.244170 0.099 Uiso 1 1 calc R U . . .
C28 C 0.6341(7) 0.9361(13) 0.3179(6) 0.070(2) Uani 1 1 d . . . . .
H28 H 0.662455 1.027398 0.352830 0.083 Uiso 1 1 calc R U . . .
C29 C 0.6611(9) 0.8761(14) 0.5882(6) 0.083(3) Uani 1 1 d . . . . .
H29 H 0.643776 0.977685 0.610892 0.100 Uiso 1 1 calc R U . . .
C31 C 0.6929(8) 0.5603(14) 0.5969(6) 0.077(3) Uani 1 1 d . . . . .
H31 H 0.695619 0.449851 0.622108 0.092 Uiso 1 1 calc R U . . .
C32 C 0.8862(6) 0.6370(11) 0.4455(5) 0.0578(19) Uani 1 1 d . . . . .
H32 H 0.923325 0.604407 0.410356 0.069 Uiso 1 1 calc R U . . .
C33 C 0.8747(9) 0.891(2) 0.2148(7) 0.100(4) Uani 1 1 d . . . . .
H33 H 0.875206 0.824530 0.169569 0.120 Uiso 1 1 calc R U . . .
C35 C 0.8919(10) 1.169(2) 0.2820(10) 0.117(5) Uani 1 1 d . . . . .
H35 H 0.902013 1.291275 0.281581 0.140 Uiso 1 1 calc R U . . .
C36 C 0.6827(7) 0.8917(11) 0.5176(6) 0.067(2) Uani 1 1 d . . . . .
H36 H 0.676446 1.000870 0.490893 0.080 Uiso 1 1 calc R U . . .
C37 C 0.6644(8) 0.7105(16) 0.6277(7) 0.084(3) Uani 1 1 d . . . . .
H37 H 0.647250 0.703103 0.674731 0.101 Uiso 1 1 calc R U . . .
C39 C 0.5231(8) 0.841(2) 0.1978(7) 0.095(3) Uani 1 1 d . . . . .
H39 H 0.475164 0.866176 0.151538 0.114 Uiso 1 1 calc R U . . .
C41 C 0.8939(10) 1.063(3) 0.2172(10) 0.120(6) Uani 1 1 d . . . . .
H41 H 0.909196 1.114642 0.174169 0.144 Uiso 1 1 calc R U . . .
S2 S 1.24565(18) -0.0863(2) 0.60150(15) 0.0696(7) Uani 1 1 d . . . . .
O3 O 1.1740(6) -0.2002(8) 0.6108(5) 0.088(2) Uani 1 1 d . . . . .
O4 O 1.3264(6) -0.1713(9) 0.5942(5) 0.094(2) Uani 1 1 d . . . . .
N2 N 1.2048(5) 0.0482(9) 0.5240(4) 0.0592(16) Uani 1 1 d . . . . .
C2 C 1.3264(9) 0.2173(16) 0.8024(6) 0.089(3) Uani 1 1 d . . . . .
H2 H 1.342340 0.210046 0.858398 0.106 Uiso 1 1 calc R U . . .
C5 C 1.4714(8) 0.351(2) 0.4480(8) 0.107(4) Uani 1 1 d . . . . .
H5 H 1.519701 0.377059 0.427677 0.128 Uiso 1 1 calc R U . . .
C6 C 1.3264(6) 0.2687(11) 0.5063(5) 0.0576(19) Uani 1 1 d . . . . .
C7 C 1.3279(9) 0.3846(15) 0.7655(6) 0.085(3) Uani 1 1 d . . . . .
H7 H 1.343881 0.486998 0.797013 0.102 Uiso 1 1 calc R U . . .
C8 C 1.1358(5) 0.4021(11) 0.4194(5) 0.0585(19) Uani 1 1 d . . . . .
C11 C 1.1383(8) 0.2972(17) 0.3536(6) 0.085(3) Uani 1 1 d . . . . .
H11 H 1.153416 0.176607 0.360454 0.102 Uiso 1 1 calc R U . . .
C15 C 1.3020(8) 0.0658(14) 0.7574(6) 0.082(3) Uani 1 1 d . . . . .
H15 H 1.301293 -0.044966 0.781577 0.099 Uiso 1 1 calc R U . . .
C17 C 1.0977(10) 0.658(2) 0.3322(10) 0.120(5) Uani 1 1 d . . . . .
H17 H 1.084134 0.779513 0.324932 0.144 Uiso 1 1 calc R U . . .
C19 C 1.4405(10) 0.181(2) 0.4440(7) 0.104(4) Uani 1 1 d . . . . .
H19 H 1.467531 0.093212 0.420780 0.125 Uiso 1 1 calc R U . . .
C20 C 1.2794(6) 0.2468(9) 0.6353(5) 0.0504(17) Uani 1 1 d . . . . .
C21 C 1.1175(10) 0.377(2) 0.2762(7) 0.105(4) Uani 1 1 d . . . . .
H21 H 1.117014 0.307461 0.231609 0.127 Uiso 1 1 calc R U . . .
C22 C 1.3684(7) 0.1356(15) 0.4741(6) 0.075(3) Uani 1 1 d . . . . .
H22 H 1.348687 0.017680 0.472585 0.090 Uiso 1 1 calc R U . . .
C23 C 1.0556(7) 0.1179(13) 0.5647(7) 0.078(3) Uani 1 1 d . . . . .
H23A H 1.041789 -0.005511 0.570831 0.117 Uiso 1 1 calc R U . . .
H23B H 0.999549 0.184263 0.545335 0.117 Uiso 1 1 calc R U . . .
H23C H 1.091162 0.165100 0.615914 0.117 Uiso 1 1 calc R U . . .
C26 C 1.1175(7) 0.5806(13) 0.4090(7) 0.077(3) Uani 1 1 d . . . . .
H26 H 1.118280 0.651307 0.453292 0.092 Uiso 1 1 calc R U . . .
C27 C 1.4342(8) 0.4824(19) 0.4808(7) 0.088(3) Uani 1 1 d . . . . .
H27 H 1.457543 0.597908 0.484638 0.106 Uiso 1 1 calc R U . . .
C30 C 1.3593(7) 0.4423(13) 0.5092(6) 0.071(2) Uani 1 1 d . . . . .
H30 H 1.331589 0.533076 0.530061 0.086 Uiso 1 1 calc R U . . .
C34 C 1.2490(6) 0.2323(9) 0.5419(5) 0.0516(18) Uani 1 1 d . . . . .
C38 C 1.1534(6) 0.3200(11) 0.5019(5) 0.0550(18) Uani 1 1 d . . . . .
H38 H 1.137556 0.403440 0.539238 0.066 Uiso 1 1 calc R U . . .
C40 C 1.3051(7) 0.3958(11) 0.6813(5) 0.064(2) Uani 1 1 d . . . . .
H40 H 1.307518 0.505480 0.656803 0.076 Uiso 1 1 calc R U . . .
C42 C 1.1096(6) 0.1334(11) 0.5046(5) 0.060(2) Uani 1 1 d . . . . .
H42 H 1.071701 0.098211 0.450458 0.072 Uiso 1 1 calc R U . . .
C43 C 1.0987(11) 0.551(4) 0.2668(10) 0.140(7) Uani 1 1 d . . . . .
H43 H 1.085909 0.601654 0.215649 0.168 Uiso 1 1 calc R U . . .
C44 C 1.2785(7) 0.0834(10) 0.6749(5) 0.061(2) Uani 1 1 d . . . . .


_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 1.434(7) . ?
S1 O2 1.445(7) . ?
S1 N1 1.648(7) . ?
S1 C12 1.740(9) . ?
N1 C4 1.513(10) . ?
N1 C32 1.526(10) . ?
C1 C14 1.499(11) . ?
C1 C16 1.380(12) . ?
C1 C24 1.385(13) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 C32 1.531(12) . ?
C4 C10 1.515(11) . ?
C4 C14 1.578(11) . ?
C4 C18 1.510(12) . ?
C9 H9 0.9300 . ?
C9 C13 1.400(16) . ?
C9 C39 1.358(17) . ?
C10 C12 1.383(11) . ?
C10 C36 1.398(11) . ?
C12 C31 1.409(13) . ?
C13 H13 0.9300 . ?
C13 C18 1.374(12) . ?
C14 H14 0.9800 . ?
C14 C32 1.563(12) . ?
C16 H16 0.9300 . ?
C16 C35 1.395(17) . ?
C18 C28 1.382(13) . ?
C24 H24 0.9300 . ?
C24 C33 1.410(16) . ?
C25 H25 0.9300 . ?
C25 C28 1.370(14) . ?
C25 C39 1.399(17) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C29 C36 1.364(14) . ?
C29 C37 1.409(15) . ?
C31 H31 0.9300 . ?
C31 C37 1.370(14) . ?
C32 H32 0.9800 . ?
C33 H33 0.9300 . ?
C33 C41 1.32(2) . ?
C35 H35 0.9300 . ?
C35 C41 1.38(2) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C39 H39 0.9300 . ?
C41 H41 0.9300 . ?
S2 O3 1.435(8) . ?
S2 O4 1.429(8) . ?
S2 N2 1.645(7) . ?
S2 C44 1.761(9) . ?
N2 C34 1.525(10) . ?
N2 C42 1.533(11) . ?
C2 H2 0.9300 . ?
C2 C7 1.408(15) . ?
C2 C15 1.363(16) . ?
C5 H5 0.9300 . ?
C5 C19 1.347(18) . ?
C5 C27 1.347(18) . ?
C6 C22 1.388(13) . ?
C6 C30 1.388(13) . ?
C6 C34 1.514(12) . ?
C7 H7 0.9300 . ?
C7 C40 1.398(13) . ?
C8 C11 1.395(14) . ?
C8 C26 1.365(13) . ?
C8 C38 1.505(11) . ?
C11 H11 0.9300 . ?
C11 C21 1.415(18) . ?
C15 H15 0.9300 . ?
C15 C44 1.373(13) . ?
C17 H17 0.9300 . ?
C17 C26 1.401(17) . ?
C17 C43 1.39(3) . ?
C19 H19 0.9300 . ?
C19 C22 1.396(18) . ?
C20 C34 1.550(11) . ?
C20 C40 1.359(11) . ?
C20 C44 1.404(10) . ?
C21 H21 0.9300 . ?
C21 C43 1.33(2) . ?
C22 H22 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C23 C42 1.515(13) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C30 1.406(15) . ?
C30 H30 0.9300 . ?
C34 C38 1.563(12) . ?
C38 H38 0.9800 . ?
C38 C42 1.555(12) . ?
C40 H40 0.9300 . ?
C42 H42 0.9800 . ?
C43 H43 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 117.0(4) . . ?
O1 S1 N1 109.1(4) . . ?
O1 S1 C12 108.8(4) . . ?
O2 S1 N1 111.0(4) . . ?
O2 S1 C12 113.9(5) . . ?
N1 S1 C12 94.7(4) . . ?
C4 N1 S1 110.1(5) . . ?
C4 N1 C32 91.6(6) . . ?
C32 N1 S1 122.3(6) . . ?
C16 C1 C14 119.0(8) . . ?
C16 C1 C24 119.4(9) . . ?
C24 C1 C14 121.6(8) . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C32 C3 H3A 109.5 . . ?
C32 C3 H3B 109.5 . . ?
C32 C3 H3C 109.5 . . ?
N1 C4 C10 105.6(6) . . ?
N1 C4 C14 88.8(6) . . ?
C10 C4 C14 112.7(6) . . ?
C18 C4 N1 116.7(6) . . ?
C18 C4 C10 112.4(7) . . ?
C18 C4 C14 118.1(7) . . ?
C13 C9 H9 119.7 . . ?
C39 C9 H9 119.7 . . ?
C39 C9 C13 120.6(11) . . ?
C12 C10 C4 113.0(7) . . ?
C12 C10 C36 118.5(8) . . ?
C36 C10 C4 128.5(7) . . ?
C10 C12 S1 110.4(7) . . ?
C10 C12 C31 122.9(8) . . ?
C31 C12 S1 126.6(7) . . ?
C9 C13 H13 120.2 . . ?
C18 C13 C9 119.6(12) . . ?
C18 C13 H13 120.2 . . ?
C1 C14 C4 118.8(7) . . ?
C1 C14 H14 111.1 . . ?
C1 C14 C32 115.0(7) . . ?
C4 C14 H14 111.1 . . ?
C32 C14 C4 87.8(6) . . ?
C32 C14 H14 111.1 . . ?
C1 C16 H16 119.6 . . ?
C1 C16 C35 120.8(13) . . ?
C35 C16 H16 119.6 . . ?
C13 C18 C4 122.1(8) . . ?
C13 C18 C28 118.5(9) . . ?
C28 C18 C4 119.3(7) . . ?
C1 C24 H24 120.8 . . ?
C1 C24 C33 118.4(11) . . ?
C33 C24 H24 120.8 . . ?
C28 C25 H25 121.2 . . ?
C28 C25 C39 117.7(11) . . ?
C39 C25 H25 121.2 . . ?
C18 C28 H28 118.6 . . ?
C25 C28 C18 122.9(10) . . ?
C25 C28 H28 118.6 . . ?
C36 C29 H29 119.1 . . ?
C36 C29 C37 121.9(9) . . ?
C37 C29 H29 119.1 . . ?
C12 C31 H31 121.3 . . ?
C37 C31 C12 117.4(9) . . ?
C37 C31 H31 121.3 . . ?
N1 C32 C3 119.9(7) . . ?
N1 C32 C14 89.0(6) . . ?
N1 C32 H32 110.5 . . ?
C3 C32 C14 114.8(7) . . ?
C3 C32 H32 110.5 . . ?
C14 C32 H32 110.5 . . ?
C24 C33 H33 119.4 . . ?
C41 C33 C24 121.2(13) . . ?
C41 C33 H33 119.4 . . ?
C16 C35 H35 120.9 . . ?
C41 C35 C16 118.2(13) . . ?
C41 C35 H35 120.9 . . ?
C10 C36 H36 120.4 . . ?
C29 C36 C10 119.2(9) . . ?
C29 C36 H36 120.4 . . ?
C29 C37 H37 120.0 . . ?
C31 C37 C29 120.1(9) . . ?
C31 C37 H37 120.0 . . ?
C9 C39 C25 120.6(11) . . ?
C9 C39 H39 119.7 . . ?
C25 C39 H39 119.7 . . ?
C33 C41 C35 121.7(11) . . ?
C33 C41 H41 119.1 . . ?
C35 C41 H41 119.1 . . ?
O3 S2 N2 109.8(4) . . ?
O3 S2 C44 114.2(5) . . ?
O4 S2 O3 117.1(5) . . ?
O4 S2 N2 109.1(5) . . ?
O4 S2 C44 108.5(5) . . ?
N2 S2 C44 96.1(4) . . ?
C34 N2 S2 110.5(5) . . ?
C34 N2 C42 90.2(6) . . ?
C42 N2 S2 122.6(6) . . ?
C7 C2 H2 119.4 . . ?
C15 C2 H2 119.4 . . ?
C15 C2 C7 121.2(9) . . ?
C19 C5 H5 119.2 . . ?
C27 C5 H5 119.2 . . ?
C27 C5 C19 121.6(12) . . ?
C22 C6 C34 123.1(8) . . ?
C30 C6 C22 118.6(9) . . ?
C30 C6 C34 118.2(8) . . ?
C2 C7 H7 120.2 . . ?
C40 C7 C2 119.6(9) . . ?
C40 C7 H7 120.2 . . ?
C11 C8 C38 120.5(8) . . ?
C26 C8 C11 119.7(9) . . ?
C26 C8 C38 119.8(9) . . ?
C8 C11 H11 120.5 . . ?
C8 C11 C21 119.0(12) . . ?
C21 C11 H11 120.5 . . ?
C2 C15 H15 121.4 . . ?
C2 C15 C44 117.2(9) . . ?
C44 C15 H15 121.4 . . ?
C26 C17 H17 120.6 . . ?
C43 C17 H17 120.6 . . ?
C43 C17 C26 118.8(15) . . ?
C5 C19 H19 119.5 . . ?
C5 C19 C22 121.0(11) . . ?
C22 C19 H19 119.5 . . ?
C40 C20 C34 128.0(7) . . ?
C40 C20 C44 118.1(7) . . ?
C44 C20 C34 114.0(7) . . ?
C11 C21 H21 119.8 . . ?
C43 C21 C11 120.5(14) . . ?
C43 C21 H21 119.8 . . ?
C6 C22 C19 119.1(11) . . ?
C6 C22 H22 120.4 . . ?
C19 C22 H22 120.4 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C42 C23 H23A 109.5 . . ?
C42 C23 H23B 109.5 . . ?
C42 C23 H23C 109.5 . . ?
C8 C26 C17 120.7(13) . . ?
C8 C26 H26 119.7 . . ?
C17 C26 H26 119.7 . . ?
C5 C27 H27 120.6 . . ?
C5 C27 C30 118.8(12) . . ?
C30 C27 H27 120.6 . . ?
C6 C30 C27 120.7(10) . . ?
C6 C30 H30 119.6 . . ?
C27 C30 H30 119.6 . . ?
N2 C34 C20 104.6(6) . . ?
N2 C34 C38 89.4(6) . . ?
C6 C34 N2 115.7(6) . . ?
C6 C34 C20 112.7(7) . . ?
C6 C34 C38 119.1(7) . . ?
C20 C34 C38 112.5(6) . . ?
C8 C38 C34 118.1(7) . . ?
C8 C38 H38 111.0 . . ?
C8 C38 C42 115.9(7) . . ?
C34 C38 H38 111.0 . . ?
C42 C38 C34 88.0(6) . . ?
C42 C38 H38 111.0 . . ?
C7 C40 H40 119.9 . . ?
C20 C40 C7 120.1(8) . . ?
C20 C40 H40 119.9 . . ?
N2 C42 C38 89.4(6) . . ?
N2 C42 H42 110.5 . . ?
C23 C42 N2 119.6(7) . . ?
C23 C42 C38 114.7(7) . . ?
C23 C42 H42 110.5 . . ?
C38 C42 H42 110.5 . . ?
C17 C43 H43 119.4 . . ?
C21 C43 C17 121.2(12) . . ?
C21 C43 H43 119.4 . . ?
C15 C44 S2 127.8(7) . . ?
C15 C44 C20 123.7(8) . . ?
C20 C44 S2 108.5(6) . . ?

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 C4 C10 24.8(7) . . . . ?
S1 N1 C4 C14 138.1(5) . . . . ?
S1 N1 C4 C18 -100.8(7) . . . . ?
S1 N1 C32 C3 -9.7(10) . . . . ?
S1 N1 C32 C14 -128.0(6) . . . . ?
S1 C12 C31 C37 -178.8(9) . . . . ?
O1 S1 N1 C4 88.5(6) . . . . ?
O1 S1 N1 C32 -166.0(6) . . . . ?
O1 S1 C12 C10 -97.4(7) . . . . ?
O1 S1 C12 C31 81.2(10) . . . . ?
O2 S1 N1 C4 -141.1(5) . . . . ?
O2 S1 N1 C32 -35.6(7) . . . . ?
O2 S1 C12 C10 130.1(7) . . . . ?
O2 S1 C12 C31 -51.3(10) . . . . ?
N1 S1 C12 C10 14.7(7) . . . . ?
N1 S1 C12 C31 -166.8(9) . . . . ?
N1 C4 C10 C12 -14.4(9) . . . . ?
N1 C4 C10 C36 167.0(9) . . . . ?
N1 C4 C14 C1 105.1(7) . . . . ?
N1 C4 C14 C32 -12.4(6) . . . . ?
N1 C4 C18 C13 14.7(11) . . . . ?
N1 C4 C18 C28 -166.4(7) . . . . ?
C1 C14 C32 N1 -108.6(7) . . . . ?
C1 C14 C32 C3 128.6(8) . . . . ?
C1 C16 C35 C41 -2(2) . . . . ?
C1 C24 C33 C41 -2.5(19) . . . . ?
C4 N1 C32 C3 105.5(8) . . . . ?
C4 N1 C32 C14 -12.8(6) . . . . ?
C4 C10 C12 S1 -1.3(10) . . . . ?
C4 C10 C12 C31 -180.0(9) . . . . ?
C4 C10 C36 C29 -178.1(10) . . . . ?
C4 C14 C32 N1 12.3(5) . . . . ?
C4 C14 C32 C3 -110.5(8) . . . . ?
C4 C18 C28 C25 -176.8(9) . . . . ?
C9 C13 C18 C4 179.7(9) . . . . ?
C9 C13 C18 C28 0.7(14) . . . . ?
C10 C4 C14 C1 -148.5(7) . . . . ?
C10 C4 C14 C32 94.1(7) . . . . ?
C10 C4 C18 C13 -107.5(9) . . . . ?
C10 C4 C18 C28 71.4(9) . . . . ?
C10 C12 C31 C37 -0.4(15) . . . . ?
C12 S1 N1 C4 -23.2(6) . . . . ?
C12 S1 N1 C32 82.2(7) . . . . ?
C12 C10 C36 C29 3.3(14) . . . . ?
C12 C31 C37 C29 -0.1(17) . . . . ?
C13 C9 C39 C25 0.3(18) . . . . ?
C13 C18 C28 C25 2.2(14) . . . . ?
C14 C1 C16 C35 179.0(10) . . . . ?
C14 C1 C24 C33 -176.9(9) . . . . ?
C14 C4 C10 C12 -109.8(8) . . . . ?
C14 C4 C10 C36 71.6(11) . . . . ?
C14 C4 C18 C13 118.7(9) . . . . ?
C14 C4 C18 C28 -62.3(10) . . . . ?
C16 C1 C14 C4 119.6(9) . . . . ?
C16 C1 C14 C32 -138.4(8) . . . . ?
C16 C1 C24 C33 4.3(16) . . . . ?
C16 C35 C41 C33 4(2) . . . . ?
C18 C4 C10 C12 113.9(8) . . . . ?
C18 C4 C10 C36 -64.7(11) . . . . ?
C18 C4 C14 C1 -14.8(10) . . . . ?
C18 C4 C14 C32 -132.3(7) . . . . ?
C24 C1 C14 C4 -59.2(12) . . . . ?
C24 C1 C14 C32 42.9(12) . . . . ?
C24 C1 C16 C35 -2.2(16) . . . . ?
C24 C33 C41 C35 -2(2) . . . . ?
C28 C25 C39 C9 2.4(16) . . . . ?
C32 N1 C4 C10 -100.6(7) . . . . ?
C32 N1 C4 C14 12.7(6) . . . . ?
C32 N1 C4 C18 133.8(7) . . . . ?
C36 C10 C12 S1 177.5(7) . . . . ?
C36 C10 C12 C31 -1.2(14) . . . . ?
C36 C29 C37 C31 2.3(19) . . . . ?
C37 C29 C36 C10 -3.9(17) . . . . ?
C39 C9 C13 C18 -1.9(17) . . . . ?
C39 C25 C28 C18 -3.8(15) . . . . ?
S2 N2 C34 C6 99.4(7) . . . . ?
S2 N2 C34 C20 -25.2(7) . . . . ?
S2 N2 C34 C38 -138.3(5) . . . . ?
S2 N2 C42 C23 9.5(11) . . . . ?
S2 N2 C42 C38 127.8(6) . . . . ?
O3 S2 N2 C34 142.9(6) . . . . ?
O3 S2 N2 C42 38.8(7) . . . . ?
O3 S2 C44 C15 51.0(11) . . . . ?
O3 S2 C44 C20 -130.5(7) . . . . ?
O4 S2 N2 C34 -87.6(6) . . . . ?
O4 S2 N2 C42 168.3(6) . . . . ?
O4 S2 C44 C15 -81.6(11) . . . . ?
O4 S2 C44 C20 96.9(7) . . . . ?
N2 S2 C44 C15 165.8(10) . . . . ?
N2 S2 C44 C20 -15.6(7) . . . . ?
N2 C34 C38 C8 -105.6(7) . . . . ?
N2 C34 C38 C42 12.9(6) . . . . ?
C2 C7 C40 C20 1.7(17) . . . . ?
C2 C15 C44 S2 179.2(9) . . . . ?
C2 C15 C44 C20 0.8(17) . . . . ?
C5 C19 C22 C6 2.0(17) . . . . ?
C5 C27 C30 C6 2.4(15) . . . . ?
C6 C34 C38 C8 13.7(10) . . . . ?
C6 C34 C38 C42 132.2(7) . . . . ?
C7 C2 C15 C44 -0.4(19) . . . . ?
C8 C11 C21 C43 2(2) . . . . ?
C8 C38 C42 N2 107.6(7) . . . . ?
C8 C38 C42 C23 -129.7(9) . . . . ?
C11 C8 C26 C17 2.6(16) . . . . ?
C11 C8 C38 C34 61.5(11) . . . . ?
C11 C8 C38 C42 -41.0(12) . . . . ?
C11 C21 C43 C17 -1(2) . . . . ?
C15 C2 C7 C40 -0.8(19) . . . . ?
C19 C5 C27 C30 -2.0(17) . . . . ?
C20 C34 C38 C8 148.8(7) . . . . ?
C20 C34 C38 C42 -92.7(7) . . . . ?
C22 C6 C30 C27 -0.6(13) . . . . ?
C22 C6 C34 N2 -13.0(11) . . . . ?
C22 C6 C34 C20 107.2(9) . . . . ?
C22 C6 C34 C38 -117.7(8) . . . . ?
C26 C8 C11 C21 -3.0(16) . . . . ?
C26 C8 C38 C34 -118.3(9) . . . . ?
C26 C8 C38 C42 139.3(9) . . . . ?
C26 C17 C43 C21 0(2) . . . . ?
C27 C5 C19 C22 -0.2(19) . . . . ?
C30 C6 C22 C19 -1.6(14) . . . . ?
C30 C6 C34 N2 169.7(7) . . . . ?
C30 C6 C34 C20 -70.0(9) . . . . ?
C30 C6 C34 C38 65.0(10) . . . . ?
C34 N2 C42 C23 -105.2(8) . . . . ?
C34 N2 C42 C38 13.1(6) . . . . ?
C34 C6 C22 C19 -178.8(9) . . . . ?
C34 C6 C30 C27 176.7(8) . . . . ?
C34 C20 C40 C7 178.0(10) . . . . ?
C34 C20 C44 S2 2.0(10) . . . . ?
C34 C20 C44 C15 -179.3(10) . . . . ?
C34 C38 C42 N2 -12.8(6) . . . . ?
C34 C38 C42 C23 109.8(8) . . . . ?
C38 C8 C11 C21 177.3(10) . . . . ?
C38 C8 C26 C17 -177.7(10) . . . . ?
C40 C20 C34 N2 -165.3(9) . . . . ?
C40 C20 C34 C6 68.3(11) . . . . ?
C40 C20 C34 C38 -69.8(11) . . . . ?
C40 C20 C44 S2 -178.6(7) . . . . ?
C40 C20 C44 C15 0.0(15) . . . . ?
C42 N2 C34 C6 -135.3(7) . . . . ?
C42 N2 C34 C20 100.1(6) . . . . ?
C42 N2 C34 C38 -13.1(6) . . . . ?
C43 C17 C26 C8 -1(2) . . . . ?
C44 S2 N2 C34 24.4(6) . . . . ?
C44 S2 N2 C42 -79.7(7) . . . . ?
C44 C20 C34 N2 14.0(9) . . . . ?
C44 C20 C34 C6 -112.5(8) . . . . ?
C44 C20 C34 C38 109.5(8) . . . . ?
C44 C20 C40 C7 -1.3(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.285
_oxdiff_exptl_absorpt_empirical_full_min 0.620
