# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_exp_4329_auto
_database_code_depnum_ccdc_archive 'CCDC 2257065'
loop_
_audit_author_name
_audit_author_address
'Lin Hanze'
;Wuyi university
China
;
_audit_update_record             
;
2023-04-18 deposited with the CCDC.	2023-06-15 downloaded from the CCDC.
;
_audit_creation_date             2022-09-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H25 N O3 S'
_chemical_formula_sum            'C23 H25 N O3 S'
_chemical_formula_weight         395.50
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H23 O3 N1 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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                   15.4147(5)
_cell_length_b                   10.4118(4)
_cell_length_c                   12.7924(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2053.11(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4192
_cell_measurement_temperature    298.37(10)
_cell_measurement_theta_max      75.8170
_cell_measurement_theta_min      5.1380
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.586
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7909
_diffrn_reflns_point_group_measured_fraction_full 0.713
_diffrn_reflns_point_group_measured_fraction_max 0.659
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.098
_diffrn_reflns_theta_min         5.126
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.37(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     39.00  64.00   0.50    1.79    --  108.86 -57.00 -30.00   50
  2  ω     37.00  62.00   0.50    1.79    --  108.86 -57.00 -60.00   50
  3  ω     38.00  65.00   0.50    1.79    --  108.86 -57.00 -90.00   54
  4  ω     41.00  66.00   0.50    1.79    --  108.86 -57.00-180.00   50
  5  ω    -17.00  27.00   0.50    0.45    --  -48.55  19.00-120.00   88
  6  ω    -73.00 -21.00   0.50    0.45    --  -48.55 125.00-180.00  104
  7  ω    -70.00 -24.00   0.50    1.79    --  -91.75 105.00-122.00   92
  8  ω    -83.00 -30.00   0.50    1.79    --  -91.75 139.00 128.00  106
  9  ω    -65.00 -39.00   0.50    1.79    --  -91.75  57.00  60.00   52
 10  ω   -118.00 -43.00   0.50    0.45    --  -48.55 -20.00 -69.00  150
 11  ω   -158.00 -90.00   0.50    1.79    --  -91.75 -20.00 -69.00  136
 12  ω     78.00 108.00   0.50    1.79    --  108.86-125.00 -90.00   60
 13  ω     38.00  63.00   0.50    1.79    --  108.86-125.00 -90.00   50
 14  ω     41.00 101.00   0.50    1.79    --  108.86 -99.00 150.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0142064000
_diffrn_orient_matrix_UB_12      -0.1416127000
_diffrn_orient_matrix_UB_13      0.0302636000
_diffrn_orient_matrix_UB_21      -0.0989024000
_diffrn_orient_matrix_UB_22      -0.0193657000
_diffrn_orient_matrix_UB_23      0.0073517000
_diffrn_orient_matrix_UB_31      -0.0025638000
_diffrn_orient_matrix_UB_32      -0.0380900000
_diffrn_orient_matrix_UB_33      -0.1163564000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.352
_reflns_Friedel_fraction_full    0.418
_reflns_Friedel_fraction_max     0.360
_reflns_number_gt                2534
_reflns_number_total             2859
_reflns_odcompleteness_completeness 98.25
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.01(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2859
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0548
_refine_ls_restrained_S_all      1.014
_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)+(0.1190P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1463
_refine_ls_wR_factor_ref         0.1530
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained planarity
 C00C, C00I, C00G, C00H, C00O, C00F, C006, C008
 with sigma of 0.1
3.a Ternary CH refined with riding coordinates:
 C00D(H00D), C00K(H00K)
3.b Secondary CH2 refined with riding coordinates:
 C00P(H00H,H00M)
3.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00I(H00I), C00O(H00O), C00F(H00F), C008(H008), C00E(H00E),
 C00J(H00J), C00L(H00L), C00N(H00N)
3.d Fitted hexagon refined as free rotating group:
 C006(C00C,C00I,C00G,C00O,C00F)
3.e Idealised Me refined as rotating group:
 C00M(H00A,H00B,H00G), C00Q(H00P,H00Q,H00R), C00R(H00S,H00T,H00U), C00S(H00V,
 H00W,H00X)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.62570(5) 0.74646(9) 0.41121(12) 0.0590(3) Uani 1 1 d . . . . .
O002 O 0.6724(2) 0.7978(3) 0.3246(3) 0.0716(8) Uani 1 1 d . . . . .
O003 O 0.4898(2) 0.5683(4) 0.5059(2) 0.0736(10) Uani 1 1 d . . . . .
O004 O 0.5609(2) 0.8203(4) 0.4625(4) 0.0850(11) Uani 1 1 d . . . . .
N005 N 0.5766(2) 0.6166(3) 0.3644(3) 0.0534(7) Uani 1 1 d . . . . .
C006 C 0.35868(13) 0.3409(2) 0.44255(17) 0.0468(8) Uani 1 1 d G . . . .
C00C C 0.31400(15) 0.45253(17) 0.4682(2) 0.0549(9) Uani 1 1 d G . . . .
H00C H 0.332914 0.531378 0.442767 0.066 Uiso 1 1 calc R U . . .
C00I C 0.24104(14) 0.44627(18) 0.5319(2) 0.0546(9) Uani 1 1 d G . . . .
H00I H 0.211149 0.520933 0.549019 0.066 Uiso 1 1 calc R U . . .
C00G C 0.21277(12) 0.3284(2) 0.5699(2) 0.0477(8) Uani 1 1 d G . . . .
C00O C 0.25745(15) 0.21682(18) 0.5442(2) 0.0554(9) Uani 1 1 d G . . . .
H00O H 0.238537 0.137966 0.569656 0.066 Uiso 1 1 calc R U . . .
C00F C 0.33041(15) 0.22307(18) 0.4806(2) 0.0561(9) Uani 1 1 d G . . . .
H00F H 0.360303 0.148408 0.463404 0.067 Uiso 1 1 calc R U . . .
C007 C 0.8242(3) 0.6231(4) 0.6535(4) 0.0600(10) Uani 1 1 d . . . . .
C008 C 0.4328(2) 0.3419(4) 0.3677(3) 0.0511(8) Uani 1 1 d . . . . .
H008 H 0.436599 0.269770 0.325012 0.061 Uiso 1 1 calc R U . . .
C009 C 0.4952(2) 0.4303(4) 0.3518(3) 0.0476(8) Uani 1 1 d . . . . .
C00A C 0.7014(2) 0.6942(4) 0.5047(3) 0.0518(8) Uani 1 1 d . . . . .
C00B C 0.5149(2) 0.5423(4) 0.4188(3) 0.0528(8) Uani 1 1 d . . . . .
C00D C 0.5587(2) 0.4287(4) 0.2647(3) 0.0531(8) Uani 1 1 d . . . . .
H00D H 0.539703 0.398985 0.195725 0.064 Uiso 1 1 calc R U . . .
C00E C 0.7885(3) 0.6899(4) 0.4792(3) 0.0593(10) Uani 1 1 d . . . . .
H00E H 0.806371 0.710196 0.411755 0.071 Uiso 1 1 calc R U . . .
C00H C 0.1282(2) 0.3244(4) 0.6375(4) 0.0538(9) Uani 1 1 d . . . . .
C00J C 0.8487(3) 0.6557(5) 0.5537(4) 0.0670(12) Uani 1 1 d . . . . .
H00J H 0.907254 0.654643 0.536030 0.080 Uiso 1 1 calc R U . . .
C00K C 0.6092(3) 0.5514(4) 0.2723(3) 0.0547(9) Uani 1 1 d . . . . .
H00K H 0.621181 0.600936 0.208781 0.066 Uiso 1 1 calc R U . . .
C00L C 0.6754(3) 0.6616(5) 0.6061(4) 0.0657(11) Uani 1 1 d . . . . .
H00L H 0.617060 0.663635 0.624527 0.079 Uiso 1 1 calc R U . . .
C00M C 0.1289(3) 0.4324(6) 0.7183(4) 0.0679(12) Uani 1 1 d . . . . .
H00A H 0.179422 0.424467 0.761697 0.102 Uiso 1 1 calc R U . . .
H00B H 0.077739 0.426931 0.760836 0.102 Uiso 1 1 calc R U . . .
H00G H 0.130011 0.513853 0.683085 0.102 Uiso 1 1 calc R U . . .
C00N C 0.7366(3) 0.6267(5) 0.6775(4) 0.0697(12) Uani 1 1 d . . . . .
H00N H 0.718968 0.604708 0.744720 0.084 Uiso 1 1 calc R U . . .
C00P C 0.6545(3) 0.4283(5) 0.2898(4) 0.0634(11) Uani 1 1 d . . . . .
H00H H 0.671667 0.407434 0.360804 0.076 Uiso 1 1 calc R U . . .
H00M H 0.694183 0.398776 0.236098 0.076 Uiso 1 1 calc R U . . .
C00Q C 0.0506(3) 0.3467(7) 0.5634(5) 0.0802(14) Uani 1 1 d . . . . .
H00P H 0.053437 0.432256 0.535525 0.120 Uiso 1 1 calc R U . . .
H00Q H -0.002591 0.336100 0.601366 0.120 Uiso 1 1 calc R U . . .
H00R H 0.052841 0.285788 0.507135 0.120 Uiso 1 1 calc R U . . .
C00R C 0.1177(3) 0.1968(6) 0.6940(5) 0.0786(15) Uani 1 1 d . . . . .
H00S H 0.109677 0.129423 0.643619 0.118 Uiso 1 1 calc R U . . .
H00T H 0.068160 0.200721 0.739262 0.118 Uiso 1 1 calc R U . . .
H00U H 0.168777 0.179565 0.734618 0.118 Uiso 1 1 calc R U . . .
C00S C 0.8903(4) 0.5885(6) 0.7345(6) 0.0876(16) Uani 1 1 d . . . . .
H00V H 0.888721 0.497557 0.746760 0.131 Uiso 1 1 calc R U . . .
H00W H 0.877554 0.633131 0.798345 0.131 Uiso 1 1 calc R U . . .
H00X H 0.946927 0.612615 0.710305 0.131 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O002 1.425(3) . ?
S001 O004 1.421(3) . ?
S001 N005 1.661(3) . ?
S001 C00A 1.758(5) . ?
O003 C00B 1.211(5) . ?
N005 C00B 1.409(5) . ?
N005 C00K 1.450(5) . ?
C006 C00C 1.3900 . ?
C006 C00F 1.3900 . ?
C006 C008 1.492(4) . ?
C00C H00C 0.9300 . ?
C00C C00I 1.3900 . ?
C00I H00I 0.9300 . ?
C00I C00G 1.3900 . ?
C00G C00O 1.3900 . ?
C00G C00H 1.566(4) . ?
C00O H00O 0.9300 . ?
C00O C00F 1.3900 . ?
C00F H00F 0.9300 . ?
C007 C00J 1.375(7) . ?
C007 C00N 1.385(7) . ?
C007 C00S 1.497(8) . ?
C008 H008 0.9300 . ?
C008 C009 1.347(6) . ?
C009 C00B 1.479(5) . ?
C009 C00D 1.483(5) . ?
C00A C00E 1.382(6) . ?
C00A C00L 1.399(6) . ?
C00D H00D 0.9800 . ?
C00D C00K 1.499(6) . ?
C00D C00P 1.512(5) . ?
C00E H00E 0.9300 . ?
C00E C00J 1.377(7) . ?
C00H C00M 1.528(7) . ?
C00H C00Q 1.544(6) . ?
C00H C00R 1.520(7) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9800 . ?
C00K C00P 1.477(6) . ?
C00L H00L 0.9300 . ?
C00L C00N 1.362(7) . ?
C00M H00A 0.9600 . ?
C00M H00B 0.9600 . ?
C00M H00G 0.9600 . ?
C00N H00N 0.9300 . ?
C00P H00H 0.9700 . ?
C00P H00M 0.9700 . ?
C00Q H00P 0.9600 . ?
C00Q H00Q 0.9600 . ?
C00Q H00R 0.9600 . ?
C00R H00S 0.9600 . ?
C00R H00T 0.9600 . ?
C00R H00U 0.9600 . ?
C00S H00V 0.9600 . ?
C00S H00W 0.9600 . ?
C00S H00X 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O002 S001 N005 104.8(2) . . ?
O002 S001 C00A 108.07(18) . . ?
O004 S001 O002 120.7(2) . . ?
O004 S001 N005 106.66(19) . . ?
O004 S001 C00A 108.7(2) . . ?
N005 S001 C00A 107.19(18) . . ?
C00B N005 S001 125.2(3) . . ?
C00B N005 C00K 112.2(3) . . ?
C00K N005 S001 121.1(3) . . ?
C00C C006 C00F 120.0 . . ?
C00C C006 C008 121.7(2) . . ?
C00F C006 C008 118.1(2) . . ?
C006 C00C H00C 120.0 . . ?
C006 C00C C00I 120.0 . . ?
C00I C00C H00C 120.0 . . ?
C00C C00I H00I 120.0 . . ?
C00C C00I C00G 120.0 . . ?
C00G C00I H00I 120.0 . . ?
C00I C00G C00H 118.6(2) . . ?
C00O C00G C00I 120.0 . . ?
C00O C00G C00H 121.4(2) . . ?
C00G C00O H00O 120.0 . . ?
C00G C00O C00F 120.0 . . ?
C00F C00O H00O 120.0 . . ?
C006 C00F H00F 120.0 . . ?
C00O C00F C006 120.0 . . ?
C00O C00F H00F 120.0 . . ?
C00J C007 C00N 117.9(4) . . ?
C00J C007 C00S 121.0(4) . . ?
C00N C007 C00S 121.1(5) . . ?
C006 C008 H008 114.8 . . ?
C009 C008 C006 130.5(4) . . ?
C009 C008 H008 114.8 . . ?
C008 C009 C00B 126.7(4) . . ?
C008 C009 C00D 125.2(4) . . ?
C00B C009 C00D 108.0(3) . . ?
C00E C00A S001 119.6(3) . . ?
C00E C00A C00L 119.3(4) . . ?
C00L C00A S001 121.1(3) . . ?
O003 C00B N005 123.2(4) . . ?
O003 C00B C009 130.1(4) . . ?
N005 C00B C009 106.6(3) . . ?
C009 C00D H00D 118.9 . . ?
C009 C00D C00K 106.5(3) . . ?
C009 C00D C00P 119.0(3) . . ?
C00K C00D H00D 118.9 . . ?
C00K C00D C00P 58.8(3) . . ?
C00P C00D H00D 118.9 . . ?
C00A C00E H00E 120.0 . . ?
C00J C00E C00A 120.0(4) . . ?
C00J C00E H00E 120.0 . . ?
C00M C00H C00G 110.4(3) . . ?
C00M C00H C00Q 108.1(4) . . ?
C00Q C00H C00G 107.5(3) . . ?
C00R C00H C00G 112.0(4) . . ?
C00R C00H C00M 108.9(4) . . ?
C00R C00H C00Q 110.0(4) . . ?
C007 C00J C00E 121.4(4) . . ?
C007 C00J H00J 119.3 . . ?
C00E C00J H00J 119.3 . . ?
N005 C00K C00D 105.8(3) . . ?
N005 C00K H00K 119.5 . . ?
N005 C00K C00P 116.5(4) . . ?
C00D C00K H00K 119.5 . . ?
C00P C00K C00D 61.1(3) . . ?
C00P C00K H00K 119.5 . . ?
C00A C00L H00L 120.4 . . ?
C00N C00L C00A 119.2(4) . . ?
C00N C00L H00L 120.4 . . ?
C00H C00M H00A 109.5 . . ?
C00H C00M H00B 109.5 . . ?
C00H C00M H00G 109.5 . . ?
H00A C00M H00B 109.5 . . ?
H00A C00M H00G 109.5 . . ?
H00B C00M H00G 109.5 . . ?
C007 C00N H00N 118.9 . . ?
C00L C00N C007 122.2(4) . . ?
C00L C00N H00N 118.9 . . ?
C00D C00P H00H 117.8 . . ?
C00D C00P H00M 117.8 . . ?
C00K C00P C00D 60.2(3) . . ?
C00K C00P H00H 117.8 . . ?
C00K C00P H00M 117.8 . . ?
H00H C00P H00M 114.9 . . ?
C00H C00Q H00P 109.5 . . ?
C00H C00Q H00Q 109.5 . . ?
C00H C00Q H00R 109.5 . . ?
H00P C00Q H00Q 109.5 . . ?
H00P C00Q H00R 109.5 . . ?
H00Q C00Q H00R 109.5 . . ?
C00H C00R H00S 109.5 . . ?
C00H C00R H00T 109.5 . . ?
C00H C00R H00U 109.5 . . ?
H00S C00R H00T 109.5 . . ?
H00S C00R H00U 109.5 . . ?
H00T C00R H00U 109.5 . . ?
C007 C00S H00V 109.5 . . ?
C007 C00S H00W 109.5 . . ?
C007 C00S H00X 109.5 . . ?
H00V C00S H00W 109.5 . . ?
H00V C00S H00X 109.5 . . ?
H00W C00S H00X 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 N005 C00B O003 1.7(6) . . . . ?
S001 N005 C00B C009 -174.7(3) . . . . ?
S001 N005 C00K C00D 170.6(3) . . . . ?
S001 N005 C00K C00P 105.5(4) . . . . ?
S001 C00A C00E C00J 176.5(4) . . . . ?
S001 C00A C00L C00N -177.2(4) . . . . ?
O002 S001 N005 C00B -172.3(3) . . . . ?
O002 S001 N005 C00K 22.9(4) . . . . ?
O002 S001 C00A C00E -9.6(4) . . . . ?
O002 S001 C00A C00L 167.8(3) . . . . ?
O004 S001 N005 C00B -43.2(4) . . . . ?
O004 S001 N005 C00K 151.9(3) . . . . ?
O004 S001 C00A C00E -142.2(3) . . . . ?
O004 S001 C00A C00L 35.2(4) . . . . ?
N005 S001 C00A C00E 102.9(3) . . . . ?
N005 S001 C00A C00L -79.7(4) . . . . ?
N005 C00K C00P C00D 94.1(4) . . . . ?
C006 C00C C00I C00G 0.0 . . . . ?
C006 C008 C009 C00B 11.4(6) . . . . ?
C006 C008 C009 C00D -171.0(3) . . . . ?
C00C C006 C00F C00O 0.0 . . . . ?
C00C C006 C008 C009 36.1(5) . . . . ?
C00C C00I C00G C00O 0.0 . . . . ?
C00C C00I C00G C00H -177.5(3) . . . . ?
C00I C00G C00O C00F 0.0 . . . . ?
C00I C00G C00H C00M -45.0(4) . . . . ?
C00I C00G C00H C00Q 72.7(4) . . . . ?
C00I C00G C00H C00R -166.4(3) . . . . ?
C00G C00O C00F C006 0.0 . . . . ?
C00O C00G C00H C00M 137.6(3) . . . . ?
C00O C00G C00H C00Q -104.8(4) . . . . ?
C00O C00G C00H C00R 16.1(5) . . . . ?
C00F C006 C00C C00I 0.0 . . . . ?
C00F C006 C008 C009 -148.9(4) . . . . ?
C008 C006 C00C C00I 174.9(3) . . . . ?
C008 C006 C00F C00O -175.1(3) . . . . ?
C008 C009 C00B O003 11.8(7) . . . . ?
C008 C009 C00B N005 -172.1(4) . . . . ?
C008 C009 C00D C00K 174.5(4) . . . . ?
C008 C009 C00D C00P -122.5(4) . . . . ?
C009 C00D C00K N005 2.4(4) . . . . ?
C009 C00D C00K C00P 114.3(4) . . . . ?
C009 C00D C00P C00K -92.5(4) . . . . ?
C00A S001 N005 C00B 73.0(3) . . . . ?
C00A S001 N005 C00K -91.8(3) . . . . ?
C00A C00E C00J C007 1.2(7) . . . . ?
C00A C00L C00N C007 0.3(7) . . . . ?
C00B N005 C00K C00D 4.0(4) . . . . ?
C00B N005 C00K C00P -61.1(4) . . . . ?
C00B C009 C00D C00K -7.5(4) . . . . ?
C00B C009 C00D C00P 55.5(5) . . . . ?
C00D C009 C00B O003 -166.1(4) . . . . ?
C00D C009 C00B N005 9.9(4) . . . . ?
C00E C00A C00L C00N 0.2(6) . . . . ?
C00H C00G C00O C00F 177.4(3) . . . . ?
C00J C007 C00N C00L -0.2(7) . . . . ?
C00K N005 C00B O003 167.7(4) . . . . ?
C00K N005 C00B C009 -8.7(4) . . . . ?
C00L C00A C00E C00J -1.0(6) . . . . ?
C00N C007 C00J C00E -0.6(7) . . . . ?
C00P C00D C00K N005 -111.9(4) . . . . ?
C00S C007 C00J C00E -178.8(5) . . . . ?
C00S C007 C00N C00L 178.0(5) . . . . ?

_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 1.307
_oxdiff_exptl_absorpt_empirical_full_min 0.517
####################################################################### 
# 
# 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_exp_4718_auto
_database_code_depnum_ccdc_archive 'CCDC 2257688'
loop_
_audit_author_name
_audit_author_address
'Lin Hanze'
;Wuyi university
China
;
_audit_update_record             
;
2023-04-26 deposited with the CCDC.	2023-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H29 Cl2 N2 O6 S2'
_chemical_formula_weight         744.65

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'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_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'

_cell_length_a                   6.7397(2)
_cell_length_b                   8.1678(2)
_cell_length_c                   16.0806(5)
_cell_angle_alpha                93.714(2)
_cell_angle_beta                 95.548(2)
_cell_angle_gamma                96.111(2)
_cell_volume                     873.54(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    13172
_cell_measurement_theta_min      5.4020
_cell_measurement_theta_max      74.9700

_exptl_crystal_description       block
_exptl_crystal_colour            color
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_F_000             385
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.208
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.23945
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23126
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.463
_diffrn_reflns_theta_max         77.646
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_point_group_measured_fraction_full 0.952
_reflns_number_total             6332
_reflns_number_gt                5031
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.855
_reflns_Friedel_fraction_max     0.782
_reflns_Friedel_fraction_full    0.909

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1156P)²] 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 1890 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.029(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6332
_refine_ls_number_parameters     452
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1721
_refine_ls_wR_factor_gt          0.1584
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
S14 S 0.66307(19) 0.80865(16) 0.85404(10) 0.0632(4) Uani 1 1 d . . . . .
S40 S 0.3187(2) 0.22689(17) 0.15508(11) 0.0690(4) Uani 1 1 d . . . . .
Cl39 Cl -0.2683(3) 0.3450(3) 0.66974(14) 0.0978(6) Uani 1 1 d . . . . .
Cl18 Cl 1.1314(3) 0.6920(3) 0.31061(15) 0.1103(7) Uani 1 1 d . . . . .
O16 O 0.5084(7) 0.8219(6) 0.9080(3) 0.0794(13) Uani 1 1 d . . . . .
N31 N 0.4146(7) 0.2139(6) 0.2539(4) 0.0648(12) Uani 1 1 d . . . . .
O17 O 0.8153(6) 0.8068(6) 0.6823(3) 0.0757(12) Uani 1 1 d . . . . .
O15 O 0.7665(7) 0.6669(5) 0.8526(3) 0.0793(13) Uani 1 1 d . . . . .
O42 O 0.4894(8) 0.2247(7) 0.1084(3) 0.0871(15) Uani 1 1 d . . . . .
O41 O 0.2096(10) 0.3643(6) 0.1543(4) 0.0972(17) Uani 1 1 d . . . . .
O43 O 0.1181(7) 0.2049(7) 0.3159(3) 0.0827(13) Uani 1 1 d . . . . .
C24 C 1.0362(8) 0.9685(7) 0.8968(4) 0.0627(14) Uani 1 1 d . . . . .
H24 H 1.078082 0.864591 0.902460 0.075 Uiso 1 1 calc R U . . .
N13 N 0.5450(7) 0.8235(6) 0.7587(3) 0.0609(11) Uani 1 1 d . . . . .
C12 C 0.6331(8) 0.7952(7) 0.6841(4) 0.0638(15) Uani 1 1 d . . . . .
C26 C 0.2981(8) 0.1996(7) 0.3223(4) 0.0625(14) Uani 1 1 d . . . . .
C27 C 0.4350(8) 0.1668(7) 0.3953(4) 0.0621(14) Uani 1 1 d . . . . .
C44 C 0.1551(8) 0.0452(7) 0.1281(4) 0.0602(13) Uani 1 1 d . . . . .
C8 C 0.3274(8) 0.7900(8) 0.7458(4) 0.0678(15) Uani 1 1 d . . . . .
H8 H 0.244671 0.864149 0.773424 0.081 Uiso 1 1 calc R U . . .
C1 C 0.6435(8) 0.7152(7) 0.4819(4) 0.0583(13) Uani 1 1 d . . . . .
C22 C 1.1132(11) 1.2633(9) 0.9076(4) 0.0750(17) Uani 1 1 d . . . . .
C23 C 1.1701(9) 1.1089(8) 0.9148(4) 0.0683(15) Uani 1 1 d . . . . .
H23 H 1.303274 1.098132 0.932442 0.082 Uiso 1 1 calc R U . . .
C4 C 0.9442(10) 0.7041(8) 0.3766(4) 0.0692(15) Uani 1 1 d . . . . .
C9 C 0.2771(8) 0.7364(9) 0.6564(4) 0.0693(15) Uani 1 1 d . . . . .
H9 H 0.159155 0.774326 0.626217 0.083 Uiso 1 1 calc R U . . .
C10 C 0.4692(7) 0.7471(7) 0.6170(4) 0.0598(13) Uani 1 1 d . . . . .
C19 C 0.8371(8) 0.9851(7) 0.8701(4) 0.0568(13) Uani 1 1 d . . . . .
C7 C 0.4773(8) 0.7109(7) 0.5350(4) 0.0632(14) Uani 1 1 d . . . . .
H7 H 0.352620 0.676023 0.505673 0.076 Uiso 1 1 calc R U . . .
C32 C 0.4065(9) 0.1739(7) 0.4770(4) 0.0661(15) Uani 1 1 d . . . . .
H32 H 0.513558 0.144326 0.511604 0.079 Uiso 1 1 calc R U . . .
C33 C 0.2381(9) 0.2194(7) 0.5222(4) 0.0611(13) Uani 1 1 d . . . . .
C5 C 0.9700(9) 0.8144(8) 0.4448(4) 0.0687(15) Uani 1 1 d . . . . .
H5 H 1.087988 0.885796 0.455839 0.082 Uiso 1 1 calc R U . . .
C2 C 0.6184(10) 0.6106(8) 0.4100(4) 0.0698(16) Uani 1 1 d . . . . .
H2 H 0.497221 0.544105 0.396573 0.084 Uiso 1 1 calc R U . . .
C3 C 0.7672(12) 0.6013(8) 0.3574(5) 0.0767(17) Uani 1 1 d . . . . .
H3 H 0.748720 0.527452 0.310037 0.092 Uiso 1 1 calc R U . . .
C45 C 0.2341(9) -0.1029(8) 0.1196(5) 0.0714(17) Uani 1 1 d . . . . .
H45 H 0.372455 -0.104713 0.126630 0.086 Uiso 1 1 calc R U . . .
C20 C 0.7744(10) 1.1378(8) 0.8643(5) 0.0772(19) Uani 1 1 d . . . . .
H20 H 0.640523 1.148544 0.848001 0.093 Uiso 1 1 calc R U . . .
C11 C 0.2463(10) 0.6161(9) 0.7219(5) 0.0778(18) Uani 1 1 d . . . . .
H11A H 0.109703 0.581123 0.732716 0.093 Uiso 1 1 calc R U . . .
H11B H 0.337769 0.532529 0.727615 0.093 Uiso 1 1 calc R U . . .
C30 C 0.6139(8) 0.1663(8) 0.2738(4) 0.0666(15) Uani 1 1 d . . . . .
H30 H 0.728652 0.226966 0.251969 0.080 Uiso 1 1 calc R U . . .
C34 C 0.1065(10) 0.3294(8) 0.4940(4) 0.0674(14) Uani 1 1 d . . . . .
H34 H 0.122107 0.376804 0.443652 0.081 Uiso 1 1 calc R U . . .
C21 C 0.9133(12) 1.2777(8) 0.8832(5) 0.084(2) Uani 1 1 d . . . . .
H21 H 0.871112 1.381990 0.879349 0.101 Uiso 1 1 calc R U . . .
C37 C 0.0612(11) 0.1909(8) 0.6457(5) 0.0744(16) Uani 1 1 d . . . . .
H37 H 0.046404 0.144739 0.696423 0.089 Uiso 1 1 calc R U . . .
C29 C 0.6264(10) -0.0031(8) 0.2955(5) 0.0744(17) Uani 1 1 d . . . . .
H29A H 0.751049 -0.049600 0.288944 0.089 Uiso 1 1 calc R U . . .
H29B H 0.506335 -0.080959 0.283692 0.089 Uiso 1 1 calc R U . . .
C6 C 0.8216(9) 0.8204(8) 0.4975(4) 0.0645(14) Uani 1 1 d . . . . .
H6 H 0.840491 0.895851 0.544173 0.077 Uiso 1 1 calc R U . . .
C47 C -0.0965(13) -0.2439(11) 0.0895(5) 0.083(2) Uani 1 1 d . . . . .
C36 C -0.0709(9) 0.2983(8) 0.6136(5) 0.0702(16) Uani 1 1 d . . . . .
C38 C 0.2146(10) 0.1567(8) 0.5984(4) 0.0696(15) Uani 1 1 d . . . . .
H38 H 0.306315 0.088094 0.619152 0.083 Uiso 1 1 calc R U . . .
C48 C -0.1701(11) -0.0933(12) 0.0950(6) 0.094(2) Uani 1 1 d . . . . .
H48 H -0.307872 -0.090570 0.084817 0.112 Uiso 1 1 calc R U . . .
C46 C 0.1116(12) -0.2468(9) 0.1010(5) 0.083(2) Uani 1 1 d . . . . .
H46 H 0.165863 -0.346592 0.096025 0.100 Uiso 1 1 calc R U . . .
C35 C -0.0460(9) 0.3685(8) 0.5398(5) 0.0717(16) Uani 1 1 d . . . . .
H35 H -0.132260 0.442757 0.520668 0.086 Uiso 1 1 calc R U . . .
C49 C -0.0499(10) 0.0528(10) 0.1147(5) 0.0775(19) Uani 1 1 d . . . . .
H49 H -0.103631 0.152889 0.118851 0.093 Uiso 1 1 calc R U . . .
C28 C 0.6280(9) 0.1316(8) 0.3635(4) 0.0695(15) Uani 1 1 d . . . . .
H28 H 0.753768 0.167911 0.398859 0.083 Uiso 1 1 calc R U . . .
C25 C 1.2627(16) 1.4177(11) 0.9278(6) 0.108(3) Uani 1 1 d . . . . .
C50 C -0.2333(18) -0.4046(14) 0.0719(7) 0.130(4) Uani 1 1 d . . . . .
H50A H -0.369927 -0.383652 0.075199 0.194 Uiso 1 1 calc R U . . .
H50B H -0.197364 -0.480217 0.112581 0.194 Uiso 1 1 calc R U . . .
H50C H -0.219327 -0.451709 0.016810 0.194 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
S14 O15 1.414(5) . ?
S14 O16 1.427(5) . ?
S14 N13 1.676(6) . ?
S14 C19 1.747(6) . ?
S40 O41 1.406(5) . ?
S40 O42 1.434(5) . ?
S40 N31 1.670(6) . ?
S40 C44 1.756(6) . ?
Cl39 C36 1.739(7) . ?
Cl18 C4 1.732(7) . ?
N31 C26 1.416(8) . ?
N31 C30 1.451(7) . ?
O17 C12 1.225(7) . ?
O43 C26 1.213(7) . ?
C24 C23 1.378(9) . ?
C24 C19 1.392(8) . ?
C24 H24 0.9300 . ?
N13 C12 1.405(8) . ?
N13 C8 1.455(7) . ?
C12 C10 1.470(9) . ?
C26 C27 1.478(9) . ?
C27 C32 1.344(9) . ?
C27 C28 1.492(8) . ?
C44 C45 1.377(9) . ?
C44 C49 1.387(9) . ?
C8 C9 1.472(10) . ?
C8 C11 1.479(9) . ?
C8 H8 0.9800 . ?
C1 C2 1.379(9) . ?
C1 C6 1.391(8) . ?
C1 C7 1.471(8) . ?
C22 C23 1.366(10) . ?
C22 C21 1.386(11) . ?
C22 C25 1.524(10) . ?
C23 H23 0.9300 . ?
C4 C5 1.359(10) . ?
C4 C3 1.381(10) . ?
C9 C10 1.492(8) . ?
C9 C11 1.501(10) . ?
C9 H9 0.9800 . ?
C10 C7 1.340(9) . ?
C19 C20 1.365(8) . ?
C7 H7 0.9300 . ?
C32 C33 1.473(9) . ?
C32 H32 0.9300 . ?
C33 C38 1.376(10) . ?
C33 C34 1.394(8) . ?
C5 C6 1.374(8) . ?
C5 H5 0.9300 . ?
C2 C3 1.378(9) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C45 C46 1.361(10) . ?
C45 H45 0.9300 . ?
C20 C21 1.395(10) . ?
C20 H20 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C30 C29 1.457(9) . ?
C30 C28 1.484(10) . ?
C30 H30 0.9800 . ?
C34 C35 1.374(9) . ?
C34 H34 0.9300 . ?
C21 H21 0.9300 . ?
C37 C38 1.382(9) . ?
C37 C36 1.402(10) . ?
C37 H37 0.9300 . ?
C29 C28 1.499(10) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C6 H6 0.9300 . ?
C47 C48 1.375(12) . ?
C47 C46 1.400(12) . ?
C47 C50 1.516(12) . ?
C36 C35 1.369(10) . ?
C38 H38 0.9300 . ?
C48 C49 1.370(11) . ?
C48 H48 0.9300 . ?
C46 H46 0.9300 . ?
C35 H35 0.9300 . ?
C49 H49 0.9300 . ?
C28 H28 0.9800 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O15 S14 O16 119.9(3) . . ?
O15 S14 N13 109.2(3) . . ?
O16 S14 N13 103.2(3) . . ?
O15 S14 C19 109.2(3) . . ?
O16 S14 C19 110.0(3) . . ?
N13 S14 C19 104.1(3) . . ?
O41 S40 O42 119.5(4) . . ?
O41 S40 N31 107.4(3) . . ?
O42 S40 N31 103.7(3) . . ?
O41 S40 C44 109.8(3) . . ?
O42 S40 C44 109.5(3) . . ?
N31 S40 C44 106.0(3) . . ?
C26 N31 C30 111.7(5) . . ?
C26 N31 S40 124.1(4) . . ?
C30 N31 S40 121.8(4) . . ?
C23 C24 C19 118.8(6) . . ?
C23 C24 H24 120.6 . . ?
C19 C24 H24 120.6 . . ?
C12 N13 C8 111.8(5) . . ?
C12 N13 S14 123.3(4) . . ?
C8 N13 S14 119.2(4) . . ?
O17 C12 N13 122.2(6) . . ?
O17 C12 C10 130.5(6) . . ?
N13 C12 C10 107.3(5) . . ?
O43 C26 N31 123.2(6) . . ?
O43 C26 C27 129.8(7) . . ?
N31 C26 C27 106.9(5) . . ?
C32 C27 C26 129.4(5) . . ?
C32 C27 C28 123.3(6) . . ?
C26 C27 C28 107.2(5) . . ?
C45 C44 C49 121.1(6) . . ?
C45 C44 S40 119.0(4) . . ?
C49 C44 S40 119.9(5) . . ?
N13 C8 C9 106.1(5) . . ?
N13 C8 C11 115.9(5) . . ?
C9 C8 C11 61.2(5) . . ?
N13 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C11 C8 H8 119.6 . . ?
C2 C1 C6 117.5(5) . . ?
C2 C1 C7 117.5(5) . . ?
C6 C1 C7 125.0(5) . . ?
C23 C22 C21 118.4(6) . . ?
C23 C22 C25 121.5(7) . . ?
C21 C22 C25 120.1(8) . . ?
C22 C23 C24 122.0(6) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C5 C4 C3 120.9(6) . . ?
C5 C4 Cl18 120.6(5) . . ?
C3 C4 Cl18 118.4(5) . . ?
C8 C9 C10 107.1(5) . . ?
C8 C9 C11 59.6(5) . . ?
C10 C9 C11 118.7(5) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C11 C9 H9 118.7 . . ?
C7 C10 C12 129.6(5) . . ?
C7 C10 C9 122.8(5) . . ?
C12 C10 C9 107.5(5) . . ?
C20 C19 C24 120.5(6) . . ?
C20 C19 S14 120.1(5) . . ?
C24 C19 S14 119.0(4) . . ?
C10 C7 C1 133.0(5) . . ?
C10 C7 H7 113.5 . . ?
C1 C7 H7 113.5 . . ?
C27 C32 C33 132.3(6) . . ?
C27 C32 H32 113.9 . . ?
C33 C32 H32 113.9 . . ?
C38 C33 C34 117.9(6) . . ?
C38 C33 C32 118.4(6) . . ?
C34 C33 C32 123.6(6) . . ?
C4 C5 C6 120.0(6) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C3 C2 C1 122.1(6) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 118.4(6) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C46 C45 C44 120.6(6) . . ?
C46 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C19 C20 C21 119.3(6) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C8 C11 C9 59.2(5) . . ?
C8 C11 H11A 117.9 . . ?
C9 C11 H11A 117.9 . . ?
C8 C11 H11B 117.9 . . ?
C9 C11 H11B 117.9 . . ?
H11A C11 H11B 115.0 . . ?
N31 C30 C29 116.8(5) . . ?
N31 C30 C28 106.1(5) . . ?
C29 C30 C28 61.3(5) . . ?
N31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C28 C30 H30 119.3 . . ?
C35 C34 C33 120.7(6) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C22 C21 C20 120.9(6) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C38 C37 C36 116.9(7) . . ?
C38 C37 H37 121.5 . . ?
C36 C37 H37 121.5 . . ?
C30 C29 C28 60.2(5) . . ?
C30 C29 H29A 117.7 . . ?
C28 C29 H29A 117.7 . . ?
C30 C29 H29B 117.7 . . ?
C28 C29 H29B 117.7 . . ?
H29A C29 H29B 114.9 . . ?
C5 C6 C1 121.0(6) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C48 C47 C46 118.3(7) . . ?
C48 C47 C50 122.0(9) . . ?
C46 C47 C50 119.7(9) . . ?
C35 C36 C37 121.3(6) . . ?
C35 C36 Cl39 119.5(5) . . ?
C37 C36 Cl39 119.2(6) . . ?
C33 C38 C37 123.1(6) . . ?
C33 C38 H38 118.5 . . ?
C37 C38 H38 118.5 . . ?
C49 C48 C47 123.0(7) . . ?
C49 C48 H48 118.5 . . ?
C47 C48 H48 118.5 . . ?
C45 C46 C47 119.7(7) . . ?
C45 C46 H46 120.2 . . ?
C47 C46 H46 120.2 . . ?
C36 C35 C34 120.0(6) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C48 C49 C44 117.2(7) . . ?
C48 C49 H49 121.4 . . ?
C44 C49 H49 121.4 . . ?
C30 C28 C27 107.1(5) . . ?
C30 C28 C29 58.5(4) . . ?
C27 C28 C29 119.3(5) . . ?
C30 C28 H28 118.7 . . ?
C27 C28 H28 118.7 . . ?
C29 C28 H28 118.7 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O41 S40 N31 C26 57.5(5) . . . . ?
O42 S40 N31 C26 -175.2(5) . . . . ?
C44 S40 N31 C26 -59.9(5) . . . . ?
O41 S40 N31 C30 -141.7(5) . . . . ?
O42 S40 N31 C30 -14.3(5) . . . . ?
C44 S40 N31 C30 101.0(5) . . . . ?
O15 S14 N13 C12 -42.7(5) . . . . ?
O16 S14 N13 C12 -171.3(5) . . . . ?
C19 S14 N13 C12 73.8(5) . . . . ?
O15 S14 N13 C8 108.4(5) . . . . ?
O16 S14 N13 C8 -20.2(5) . . . . ?
C19 S14 N13 C8 -135.1(5) . . . . ?
C8 N13 C12 O17 -175.6(6) . . . . ?
S14 N13 C12 O17 -22.6(8) . . . . ?
C8 N13 C12 C10 2.4(7) . . . . ?
S14 N13 C12 C10 155.4(4) . . . . ?
C30 N31 C26 O43 -166.8(6) . . . . ?
S40 N31 C26 O43 -4.3(9) . . . . ?
C30 N31 C26 C27 9.3(6) . . . . ?
S40 N31 C26 C27 171.8(4) . . . . ?
O43 C26 C27 C32 -18.0(11) . . . . ?
N31 C26 C27 C32 166.3(6) . . . . ?
O43 C26 C27 C28 165.5(7) . . . . ?
N31 C26 C27 C28 -10.2(6) . . . . ?
O41 S40 C44 C45 175.6(6) . . . . ?
O42 S40 C44 C45 42.6(6) . . . . ?
N31 S40 C44 C45 -68.7(6) . . . . ?
O41 S40 C44 C49 -3.6(7) . . . . ?
O42 S40 C44 C49 -136.6(6) . . . . ?
N31 S40 C44 C49 112.1(6) . . . . ?
C12 N13 C8 C9 0.1(7) . . . . ?
S14 N13 C8 C9 -154.1(4) . . . . ?
C12 N13 C8 C11 65.4(7) . . . . ?
S14 N13 C8 C11 -88.8(6) . . . . ?
C21 C22 C23 C24 1.5(11) . . . . ?
C25 C22 C23 C24 179.9(7) . . . . ?
C19 C24 C23 C22 0.3(10) . . . . ?
N13 C8 C9 C10 -2.6(7) . . . . ?
C11 C8 C9 C10 -113.7(6) . . . . ?
N13 C8 C9 C11 111.2(6) . . . . ?
O17 C12 C10 C7 -3.6(12) . . . . ?
N13 C12 C10 C7 178.6(6) . . . . ?
O17 C12 C10 C9 173.9(7) . . . . ?
N13 C12 C10 C9 -4.0(6) . . . . ?
C8 C9 C10 C7 -178.3(6) . . . . ?
C11 C9 C10 C7 117.4(7) . . . . ?
C8 C9 C10 C12 4.0(7) . . . . ?
C11 C9 C10 C12 -60.2(7) . . . . ?
C23 C24 C19 C20 -2.0(9) . . . . ?
C23 C24 C19 S14 -175.7(5) . . . . ?
O15 S14 C19 C20 172.5(6) . . . . ?
O16 S14 C19 C20 -54.1(6) . . . . ?
N13 S14 C19 C20 55.9(6) . . . . ?
O15 S14 C19 C24 -13.8(6) . . . . ?
O16 S14 C19 C24 119.6(5) . . . . ?
N13 S14 C19 C24 -130.4(5) . . . . ?
C12 C10 C7 C1 -4.4(12) . . . . ?
C9 C10 C7 C1 178.4(6) . . . . ?
C2 C1 C7 C10 153.9(7) . . . . ?
C6 C1 C7 C10 -28.2(10) . . . . ?
C26 C27 C32 C33 -1.9(11) . . . . ?
C28 C27 C32 C33 174.1(6) . . . . ?
C27 C32 C33 C38 155.1(7) . . . . ?
C27 C32 C33 C34 -28.2(10) . . . . ?
C3 C4 C5 C6 2.4(10) . . . . ?
Cl18 C4 C5 C6 -178.8(5) . . . . ?
C6 C1 C2 C3 4.0(9) . . . . ?
C7 C1 C2 C3 -178.0(6) . . . . ?
C1 C2 C3 C4 -1.9(10) . . . . ?
C5 C4 C3 C2 -1.3(10) . . . . ?
Cl18 C4 C3 C2 179.8(5) . . . . ?
C49 C44 C45 C46 -2.7(11) . . . . ?
S40 C44 C45 C46 178.2(6) . . . . ?
C24 C19 C20 C21 1.9(11) . . . . ?
S14 C19 C20 C21 175.4(6) . . . . ?
N13 C8 C11 C9 -94.8(6) . . . . ?
C10 C9 C11 C8 93.9(6) . . . . ?
C26 N31 C30 C29 61.0(7) . . . . ?
S40 N31 C30 C29 -101.9(6) . . . . ?
C26 N31 C30 C28 -4.5(6) . . . . ?
S40 N31 C30 C28 -167.4(4) . . . . ?
C38 C33 C34 C35 -2.4(9) . . . . ?
C32 C33 C34 C35 -179.0(6) . . . . ?
C23 C22 C21 C20 -1.7(12) . . . . ?
C25 C22 C21 C20 179.9(7) . . . . ?
C19 C20 C21 C22 0.0(12) . . . . ?
N31 C30 C29 C28 -94.4(6) . . . . ?
C4 C5 C6 C1 -0.3(10) . . . . ?
C2 C1 C6 C5 -2.8(9) . . . . ?
C7 C1 C6 C5 179.3(6) . . . . ?
C38 C37 C36 C35 -1.4(10) . . . . ?
C38 C37 C36 Cl39 179.5(5) . . . . ?
C34 C33 C38 C37 3.5(9) . . . . ?
C32 C33 C38 C37 -179.6(6) . . . . ?
C36 C37 C38 C33 -1.7(10) . . . . ?
C46 C47 C48 C49 -2.9(13) . . . . ?
C50 C47 C48 C49 176.8(9) . . . . ?
C44 C45 C46 C47 0.8(12) . . . . ?
C48 C47 C46 C45 1.9(12) . . . . ?
C50 C47 C46 C45 -177.8(8) . . . . ?
C37 C36 C35 C34 2.5(10) . . . . ?
Cl39 C36 C35 C34 -178.4(5) . . . . ?
C33 C34 C35 C36 -0.5(10) . . . . ?
C47 C48 C49 C44 1.0(12) . . . . ?
C45 C44 C49 C48 1.7(11) . . . . ?
S40 C44 C49 C48 -179.1(6) . . . . ?
N31 C30 C28 C27 -2.1(6) . . . . ?
C29 C30 C28 C27 -114.3(6) . . . . ?
N31 C30 C28 C29 112.2(6) . . . . ?
C32 C27 C28 C30 -169.2(6) . . . . ?
C26 C27 C28 C30 7.6(7) . . . . ?
C32 C27 C28 C29 127.8(7) . . . . ?
C26 C27 C28 C29 -55.4(8) . . . . ?
C30 C29 C28 C27 92.9(6) . . . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.057

