# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_bww18543a
_database_code_depnum_ccdc_archive 'CCDC 1891975'
loop_
_audit_author_name
_audit_author_address
'Xing Gao'
; China Agricultural University
China
;
_audit_update_record             
;
2019-01-19 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N O4 S'
_chemical_formula_sum            'C31 H25 N O4 S'
_chemical_formula_weight         507.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.6699(15)
_cell_length_b                   11.185(2)
_cell_length_c                   14.839(3)
_cell_angle_alpha                97.37(3)
_cell_angle_beta                 95.12(3)
_cell_angle_gamma                94.17(3)
_cell_volume                     1252.9(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3796
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4778
_cell_measurement_theta_min      1.3907
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11494
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_min         1.391
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5108
_reflns_number_total             5668
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         5668
_refine_ls_number_restraints     310
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      1.064
_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)+(0.0291P)²+0.8649P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1138
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C14A-C13A = C15A-C14A = C15A-C10A = C11A-C10A = C12A-C11A = C13A-C12A = C13-
 C12 = C14-C13 = C15-C14 = C15-C10 = C11-C10 = C12-C11
 1.39 with sigma of 0.02
 C9A-C10A = C9-C10
 1.51 with sigma of 0.02
 C8A-C7 = C8-C7
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C10A \\sim C15A
\\sim C14A \\sim C13A \\sim C12A \\sim C11A: within 1.7A with sigma of 0.01 and
sigma for terminal atoms of 0.01
C8 \\sim C9 \\sim C9A \\sim C8A: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C8) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C9A)
\\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq,
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C10A)
\\sim Ueq, Uanis(C15A) \\sim Ueq, Uanis(C14A) \\sim Ueq, Uanis(C13A) \\sim Ueq,
Uanis(C12A) \\sim Ueq, Uanis(C11A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
4. Others
 Sof(C8A)=Sof(H8A)=Sof(C9A)=Sof(H9A)=Sof(C10A)=Sof(C15A)=Sof(H15A)=Sof(C14A)=
 Sof(H14A)=Sof(C13A)=Sof(H13A)=Sof(C12A)=Sof(H12A)=Sof(C11A)=Sof(H11A)=1-FVAR(1)
 Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=Sof(C10)=Sof(C11)=Sof(H11)=Sof(C12)=Sof(H12)=
 Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=FVAR(1)
5.a Riding coordinates:
 C8A(H8A), C9A(H9A)
5.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C15A(H15A), C14A(H14A), C13A(H13A),
 C12A(H12A), C11A(H11A)
5.d X=CH2 refined with riding coordinates:
 C18(H18A,H18B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.32821(6) 0.09053(4) 0.20987(3) 0.02808(12) Uani 1 1 d . . . . .
O1 O 0.37346(17) -0.04447(11) 0.22264(9) 0.0288(3) Uani 1 1 d . . . . .
O2 O 0.45752(17) 0.16988(12) 0.26716(10) 0.0358(3) Uani 1 1 d . . . . .
O3 O 0.30640(18) 0.09211(13) 0.11447(10) 0.0354(3) Uani 1 1 d . . . . .
O4 O -0.03250(17) 0.02676(13) 0.35242(9) 0.0330(3) Uani 1 1 d . . . . .
N1 N 0.14311(19) 0.10247(14) 0.25247(10) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.3669(2) -0.07384(16) 0.31200(13) 0.0264(4) Uani 1 1 d . . . . .
C2 C 0.4671(3) -0.16594(17) 0.33394(14) 0.0319(4) Uani 1 1 d . . . . .
H2 H 0.536632 -0.204130 0.290722 0.038 Uiso 1 1 calc R . . . .
C3 C 0.4645(3) -0.20163(19) 0.41976(15) 0.0369(5) Uani 1 1 d . . . . .
H3 H 0.530143 -0.266170 0.435255 0.044 Uiso 1 1 calc R . . . .
C4 C 0.3660(3) -0.1432(2) 0.48319(15) 0.0399(5) Uani 1 1 d . . . . .
H4 H 0.365562 -0.166782 0.542431 0.048 Uiso 1 1 calc R . . . .
C5 C 0.2682(3) -0.0503(2) 0.45997(14) 0.0362(5) Uani 1 1 d . . . . .
H5 H 0.203006 -0.009491 0.504138 0.043 Uiso 1 1 calc R . . . .
C6 C 0.2638(2) -0.01586(17) 0.37321(13) 0.0276(4) Uani 1 1 d . . . . .
C7 C 0.1414(2) 0.07931(18) 0.34942(12) 0.0281(4) Uani 1 1 d D . . . .
C8 C 0.1864(4) 0.2021(3) 0.40803(19) 0.0251(6) Uani 0.799(5) 1 d D U P A 1
H8 H 0.286586 0.251191 0.397000 0.030 Uiso 0.799(5) 1 calc R . P A 1
C9 C 0.0904(3) 0.2428(2) 0.47397(17) 0.0298(6) Uani 0.799(5) 1 d D U P A 1
H9 H -0.014601 0.195133 0.479805 0.036 Uiso 0.799(5) 1 calc R . P A 1
C10 C 0.1313(4) 0.3543(3) 0.5386(3) 0.0307(7) Uani 0.799(5) 1 d D U P A 1
C11 C 0.2462(5) 0.4498(3) 0.5232(3) 0.0403(8) Uani 0.799(5) 1 d D U P A 1
H11 H 0.297075 0.446890 0.467004 0.048 Uiso 0.799(5) 1 calc R . P A 1
C12 C 0.2871(9) 0.5503(5) 0.5903(4) 0.0466(12) Uani 0.799(5) 1 d D U P A 1
H12 H 0.365744 0.615181 0.579322 0.056 Uiso 0.799(5) 1 calc R . P A 1
C13 C 0.2146(10) 0.5560(6) 0.6719(4) 0.0453(11) Uani 0.799(5) 1 d D U P A 1
H13 H 0.246149 0.623072 0.718059 0.054 Uiso 0.799(5) 1 calc R . P A 1
C14 C 0.0970(6) 0.4644(4) 0.6863(3) 0.0518(10) Uani 0.799(5) 1 d D U P A 1
H14 H 0.043253 0.469601 0.741766 0.062 Uiso 0.799(5) 1 calc R . P A 1
C15 C 0.0550(5) 0.3638(3) 0.6207(2) 0.0432(8) Uani 0.799(5) 1 d D U P A 1
H15 H -0.026654 0.300766 0.631976 0.052 Uiso 0.799(5) 1 calc R . P A 1
C16 C -0.1412(2) 0.06811(19) 0.28159(13) 0.0300(4) Uani 1 1 d . . . . .
H16A H -0.168875 0.152297 0.300016 0.036 Uiso 1 1 calc R . . . .
H16B H -0.252454 0.015773 0.266894 0.036 Uiso 1 1 calc R . . . .
C17 C -0.0324(2) 0.06090(16) 0.19933(12) 0.0246(4) Uani 1 1 d . . . . .
C18 C -0.0941(3) -0.1670(2) 0.17377(18) 0.0473(6) Uani 1 1 d . . . . .
H18A H -0.145590 -0.165855 0.229732 0.057 Uiso 1 1 calc R . . . .
H18B H -0.087254 -0.241723 0.136281 0.057 Uiso 1 1 calc R . . . .
C19 C -0.0324(2) -0.06550(16) 0.14825(13) 0.0285(4) Uani 1 1 d . . . . .
H19 H 0.017732 -0.071861 0.091720 0.034 Uiso 1 1 calc R . . . .
C20 C -0.0896(2) 0.15142(16) 0.13677(12) 0.0240(4) Uani 1 1 d . . . . .
C21 C -0.0200(2) 0.27145(17) 0.15157(13) 0.0280(4) Uani 1 1 d . . . . .
H21 H 0.068409 0.297527 0.200567 0.034 Uiso 1 1 calc R . . . .
C22 C -0.0784(2) 0.35316(17) 0.09572(13) 0.0279(4) Uani 1 1 d . . . . .
H22 H -0.028105 0.434502 0.106595 0.034 Uiso 1 1 calc R . . . .
C23 C -0.2091(2) 0.31891(17) 0.02390(13) 0.0271(4) Uani 1 1 d . . . . .
C24 C -0.2808(3) 0.19895(17) 0.01040(14) 0.0309(4) Uani 1 1 d . . . . .
H24 H -0.371852 0.173390 -0.037398 0.037 Uiso 1 1 calc R . . . .
C25 C -0.2212(2) 0.11654(17) 0.06576(13) 0.0285(4) Uani 1 1 d . . . . .
H25 H -0.270990 0.035097 0.054964 0.034 Uiso 1 1 calc R . . . .
C26 C -0.2690(2) 0.40779(17) -0.03569(14) 0.0296(4) Uani 1 1 d . . . . .
C27 C -0.2838(3) 0.52770(17) 0.00037(15) 0.0337(4) Uani 1 1 d . . . . .
H27 H -0.252431 0.553164 0.063677 0.040 Uiso 1 1 calc R . . . .
C28 C -0.3434(3) 0.61012(19) -0.05478(17) 0.0406(5) Uani 1 1 d . . . . .
H28 H -0.352173 0.691473 -0.029081 0.049 Uiso 1 1 calc R . . . .
C29 C -0.3901(3) 0.5749(2) -0.14661(18) 0.0463(6) Uani 1 1 d . . . . .
H29 H -0.432726 0.631379 -0.184068 0.056 Uiso 1 1 calc R . . . .
C30 C -0.3746(3) 0.4572(2) -0.18395(18) 0.0505(6) Uani 1 1 d . . . . .
H30 H -0.405899 0.432652 -0.247377 0.061 Uiso 1 1 calc R . . . .
C31 C -0.3131(3) 0.37399(19) -0.12892(15) 0.0412(5) Uani 1 1 d . . . . .
H31 H -0.301200 0.293411 -0.155377 0.049 Uiso 1 1 calc R . . . .
C8A C 0.1447(15) 0.1689(11) 0.4333(7) 0.026(2) Uani 0.201(5) 1 d D U P A 2
H8A H 0.081731 0.143748 0.480827 0.031 Uiso 0.201(5) 1 d R . P A 2
C9A C 0.1576(13) 0.2819(10) 0.4245(7) 0.033(2) Uani 0.201(5) 1 d D U P A 2
H9A H 0.196659 0.303773 0.369439 0.039 Uiso 0.201(5) 1 d R . P A 2
C10A C 0.1722(17) 0.3786(12) 0.5063(9) 0.031(2) Uani 0.201(5) 1 d D U P A 2
C15A C 0.0983(19) 0.3589(12) 0.5839(11) 0.039(2) Uani 0.201(5) 1 d D U P A 2
H15A H 0.025286 0.286850 0.584932 0.046 Uiso 0.201(5) 1 calc R . P A 2
C14A C 0.130(2) 0.4447(16) 0.6619(11) 0.047(2) Uani 0.201(5) 1 d D U P A 2
H14A H 0.081221 0.431659 0.716862 0.056 Uiso 0.201(5) 1 calc R . P A 2
C13A C 0.237(4) 0.552(3) 0.657(2) 0.045(3) Uani 0.201(5) 1 d D U P A 2
H13A H 0.257875 0.613846 0.707692 0.054 Uiso 0.201(5) 1 calc R . P A 2
C12A C 0.311(4) 0.567(2) 0.5769(16) 0.043(3) Uani 0.201(5) 1 d D U P A 2
H12A H 0.388529 0.636539 0.574247 0.051 Uiso 0.201(5) 1 calc R . P A 2
C11A C 0.273(2) 0.4822(14) 0.5021(11) 0.042(3) Uani 0.201(5) 1 d D U P A 2
H11A H 0.317695 0.495627 0.446199 0.050 Uiso 0.201(5) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.6045(14) . ?
S1 O2 1.4219(15) . ?
S1 O3 1.4130(15) . ?
S1 N1 1.6123(16) . ?
O1 C1 1.411(2) . ?
O4 C7 1.425(2) . ?
O4 C16 1.427(2) . ?
N1 C7 1.495(2) . ?
N1 C17 1.509(2) . ?
C1 C2 1.384(3) . ?
C1 C6 1.386(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(3) . ?
C6 C7 1.524(3) . ?
C7 C8 1.527(3) . ?
C7 C8A 1.491(10) . ?
C8 H8 0.9500 . ?
C8 C9 1.330(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.469(4) . ?
C10 C11 1.389(4) . ?
C10 C15 1.393(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.400(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.373(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.365(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(4) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.536(3) . ?
C17 C19 1.516(2) . ?
C17 C20 1.521(2) . ?
C18 H18A 0.9500 . ?
C18 H18B 0.9500 . ?
C18 C19 1.312(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(2) . ?
C20 C25 1.389(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.391(3) . ?
C23 C24 1.395(3) . ?
C23 C26 1.484(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.395(3) . ?
C26 C31 1.391(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.384(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.379(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.394(3) . ?
C31 H31 0.9500 . ?
C8A H8A 0.9500 . ?
C8A C9A 1.284(17) . ?
C9A H9A 0.9501 . ?
C9A C10A 1.508(13) . ?
C10A C15A 1.364(13) . ?
C10A C11A 1.357(13) . ?
C15A H15A 0.9500 . ?
C15A C14A 1.397(15) . ?
C14A H14A 0.9500 . ?
C14A C13A 1.423(18) . ?
C13A H13A 0.9500 . ?
C13A C12A 1.379(18) . ?
C12A H12A 0.9500 . ?
C12A C11A 1.360(17) . ?
C11A H11A 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
O1 S1 N1 103.65(8) . . ?
O2 S1 O1 106.51(8) . . ?
O2 S1 N1 107.90(9) . . ?
O3 S1 O1 105.34(9) . . ?
O3 S1 O2 121.40(9) . . ?
O3 S1 N1 110.53(9) . . ?
C1 O1 S1 115.01(11) . . ?
C7 O4 C16 107.12(14) . . ?
C7 N1 S1 115.72(12) . . ?
C7 N1 C17 110.52(14) . . ?
C17 N1 S1 123.52(12) . . ?
C2 C1 O1 115.67(17) . . ?
C2 C1 C6 122.18(18) . . ?
C6 C1 O1 122.14(16) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.04(19) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.01(19) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.1(2) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 117.72(17) . . ?
C1 C6 C7 123.75(17) . . ?
C5 C6 C7 118.48(17) . . ?
O4 C7 N1 103.28(14) . . ?
O4 C7 C6 106.13(15) . . ?
O4 C7 C8 115.03(18) . . ?
O4 C7 C8A 96.3(5) . . ?
N1 C7 C6 112.62(15) . . ?
N1 C7 C8 106.04(18) . . ?
C6 C7 C8 113.42(17) . . ?
C8A C7 N1 128.4(5) . . ?
C8A C7 C6 106.7(5) . . ?
C7 C8 H8 118.8 . . ?
C9 C8 C7 122.4(3) . . ?
C9 C8 H8 118.8 . . ?
C8 C9 H9 116.9 . . ?
C8 C9 C10 126.3(3) . . ?
C10 C9 H9 116.9 . . ?
C11 C10 C9 123.3(3) . . ?
C11 C10 C15 118.2(3) . . ?
C15 C10 C9 118.5(3) . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.1(3) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.7(4) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.5(5) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.7(4) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
O4 C16 H16A 110.8 . . ?
O4 C16 H16B 110.8 . . ?
O4 C16 C17 104.98(14) . . ?
H16A C16 H16B 108.8 . . ?
C17 C16 H16A 110.8 . . ?
C17 C16 H16B 110.8 . . ?
N1 C17 C16 96.73(14) . . ?
N1 C17 C19 111.45(14) . . ?
N1 C17 C20 111.49(14) . . ?
C19 C17 C16 114.16(16) . . ?
C19 C17 C20 112.24(15) . . ?
C20 C17 C16 109.84(14) . . ?
H18A C18 H18B 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C19 C18 H18B 120.0 . . ?
C17 C19 H19 116.5 . . ?
C18 C19 C17 127.0(2) . . ?
C18 C19 H19 116.5 . . ?
C21 C20 C17 121.64(16) . . ?
C25 C20 C17 119.91(16) . . ?
C25 C20 C21 118.36(17) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.65(17) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.45(17) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 C24 117.70(17) . . ?
C22 C23 C26 120.63(17) . . ?
C24 C23 C26 121.67(17) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.93(18) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 H25 119.5 . . ?
C24 C25 C20 120.91(17) . . ?
C24 C25 H25 119.5 . . ?
C27 C26 C23 120.88(18) . . ?
C31 C26 C23 121.06(18) . . ?
C31 C26 C27 118.06(19) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.0(2) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.4(2) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.6(2) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 119.9 . . ?
C29 C30 C31 120.2(2) . . ?
C31 C30 H30 119.9 . . ?
C26 C31 C30 120.7(2) . . ?
C26 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C7 C8A H8A 116.2 . . ?
C9A C8A C7 118.1(10) . . ?
C9A C8A H8A 118.4 . . ?
C8A C9A H9A 117.5 . . ?
C8A C9A C10A 121.6(10) . . ?
C10A C9A H9A 117.8 . . ?
C15A C10A C9A 121.2(12) . . ?
C11A C10A C9A 117.3(12) . . ?
C11A C10A C15A 121.2(12) . . ?
C10A C15A H15A 120.0 . . ?
C10A C15A C14A 120.0(12) . . ?
C14A C15A H15A 120.0 . . ?
C15A C14A H14A 121.0 . . ?
C15A C14A C13A 118.0(17) . . ?
C13A C14A H14A 121.0 . . ?
C14A C13A H13A 120.1 . . ?
C12A C13A C14A 120(2) . . ?
C12A C13A H13A 120.1 . . ?
C13A C12A H12A 120.0 . . ?
C11A C12A C13A 120(2) . . ?
C11A C12A H12A 120.0 . . ?
C10A C11A C12A 120.8(15) . . ?
C10A C11A H11A 119.6 . . ?
C12A C11A H11A 119.6 . . ?

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 O1 C1 C2 -155.72(14) . . . . ?
S1 O1 C1 C6 25.6(2) . . . . ?
S1 N1 C7 O4 -147.28(12) . . . . ?
S1 N1 C7 C6 -33.23(19) . . . . ?
S1 N1 C7 C8 91.37(17) . . . . ?
S1 N1 C7 C8A 103.4(6) . . . . ?
S1 N1 C17 C16 166.96(13) . . . . ?
S1 N1 C17 C19 47.7(2) . . . . ?
S1 N1 C17 C20 -78.60(17) . . . . ?
O1 S1 N1 C7 56.78(14) . . . . ?
O1 S1 N1 C17 -85.02(15) . . . . ?
O1 C1 C2 C3 -178.66(17) . . . . ?
O1 C1 C6 C5 -179.20(17) . . . . ?
O1 C1 C6 C7 3.3(3) . . . . ?
O2 S1 O1 C1 61.75(14) . . . . ?
O2 S1 N1 C7 -55.91(15) . . . . ?
O2 S1 N1 C17 162.29(14) . . . . ?
O3 S1 O1 C1 -168.10(12) . . . . ?
O3 S1 N1 C7 169.21(13) . . . . ?
O3 S1 N1 C17 27.41(16) . . . . ?
O4 C7 C8 C9 16.5(3) . . . . ?
O4 C7 C8A C9A -115.6(9) . . . . ?
O4 C16 C17 N1 -38.48(17) . . . . ?
O4 C16 C17 C19 78.68(19) . . . . ?
O4 C16 C17 C20 -154.25(15) . . . . ?
N1 S1 O1 C1 -51.95(14) . . . . ?
N1 C7 C8 C9 129.9(2) . . . . ?
N1 C7 C8A C9A -3.1(13) . . . . ?
N1 C17 C19 C18 98.8(2) . . . . ?
N1 C17 C20 C21 -20.6(2) . . . . ?
N1 C17 C20 C25 163.02(16) . . . . ?
C1 C2 C3 C4 -1.7(3) . . . . ?
C1 C6 C7 O4 112.90(19) . . . . ?
C1 C6 C7 N1 0.6(3) . . . . ?
C1 C6 C7 C8 -119.8(2) . . . . ?
C1 C6 C7 C8A -145.2(6) . . . . ?
C2 C1 C6 C5 2.2(3) . . . . ?
C2 C1 C6 C7 -175.30(18) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C3 C4 C5 C6 1.3(3) . . . . ?
C4 C5 C6 C1 -2.9(3) . . . . ?
C4 C5 C6 C7 174.75(19) . . . . ?
C5 C6 C7 O4 -64.5(2) . . . . ?
C5 C6 C7 N1 -176.85(17) . . . . ?
C5 C6 C7 C8 62.7(3) . . . . ?
C5 C6 C7 C8A 37.3(6) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C6 C7 C8 C9 -106.0(3) . . . . ?
C6 C7 C8A C9A 135.5(9) . . . . ?
C7 O4 C16 C17 42.12(19) . . . . ?
C7 N1 C17 C16 23.46(17) . . . . ?
C7 N1 C17 C19 -95.82(17) . . . . ?
C7 N1 C17 C20 137.90(15) . . . . ?
C7 C8 C9 C10 174.5(2) . . . . ?
C7 C8A C9A C10A -176.4(9) . . . . ?
C8 C9 C10 C11 19.9(5) . . . . ?
C8 C9 C10 C15 -158.3(3) . . . . ?
C9 C10 C11 C12 -176.1(4) . . . . ?
C9 C10 C15 C14 176.4(3) . . . . ?
C10 C11 C12 C13 0.0(9) . . . . ?
C11 C10 C15 C14 -1.9(5) . . . . ?
C11 C12 C13 C14 -2.2(11) . . . . ?
C12 C13 C14 C15 2.4(10) . . . . ?
C13 C14 C15 C10 -0.3(7) . . . . ?
C15 C10 C11 C12 2.1(6) . . . . ?
C16 O4 C7 N1 -25.28(18) . . . . ?
C16 O4 C7 C6 -143.94(15) . . . . ?
C16 O4 C7 C8 89.8(2) . . . . ?
C16 O4 C7 C8A 106.7(5) . . . . ?
C16 C17 C19 C18 -9.6(3) . . . . ?
C16 C17 C20 C21 85.4(2) . . . . ?
C16 C17 C20 C25 -91.0(2) . . . . ?
C17 N1 C7 O4 -0.68(18) . . . . ?
C17 N1 C7 C6 113.37(16) . . . . ?
C17 N1 C7 C8 -122.03(17) . . . . ?
C17 N1 C7 C8A -110.0(6) . . . . ?
C17 C20 C21 C22 -177.72(16) . . . . ?
C17 C20 C25 C24 177.09(17) . . . . ?
C19 C17 C20 C21 -146.42(17) . . . . ?
C19 C17 C20 C25 37.2(2) . . . . ?
C20 C17 C19 C18 -135.4(2) . . . . ?
C20 C21 C22 C23 0.7(3) . . . . ?
C21 C20 C25 C24 0.6(3) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
C21 C22 C23 C26 -179.58(17) . . . . ?
C22 C23 C24 C25 -1.2(3) . . . . ?
C22 C23 C26 C27 -37.5(3) . . . . ?
C22 C23 C26 C31 142.8(2) . . . . ?
C23 C24 C25 C20 0.7(3) . . . . ?
C23 C26 C27 C28 -178.56(18) . . . . ?
C23 C26 C31 C30 178.0(2) . . . . ?
C24 C23 C26 C27 142.4(2) . . . . ?
C24 C23 C26 C31 -37.3(3) . . . . ?
C25 C20 C21 C22 -1.3(3) . . . . ?
C26 C23 C24 C25 178.89(18) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C27 C26 C31 C30 -1.7(3) . . . . ?
C27 C28 C29 C30 -1.0(3) . . . . ?
C28 C29 C30 C31 0.4(4) . . . . ?
C29 C30 C31 C26 0.9(4) . . . . ?
C31 C26 C27 C28 1.1(3) . . . . ?
C8A C9A C10A C15A -29.4(18) . . . . ?
C8A C9A C10A C11A 145.7(13) . . . . ?
C9A C10A C15A C14A 173.0(13) . . . . ?
C9A C10A C11A C12A -172(2) . . . . ?
C10A C15A C14A C13A 1(3) . . . . ?
C15A C10A C11A C12A 3(3) . . . . ?
C15A C14A C13A C12A -2(4) . . . . ?
C14A C13A C12A C11A 4(5) . . . . ?
C13A C12A C11A C10A -4(4) . . . . ?
C11A C10A C15A C14A -2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bww19081
_database_code_depnum_ccdc_archive 'CCDC 1916284'
loop_
_audit_author_name
_audit_author_address
'Xing Gao'
; China Agricultural University
China
;
_audit_update_record             
;
2019-05-15 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;
_audit_creation_date             2019-04-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 N O4 S'
_chemical_formula_sum            'C26 H23 N O4 S'
_chemical_formula_weight         445.51
_chemical_absolute_configuration ?
_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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.5652(15)
_cell_length_b                   9.5590(19)
_cell_length_c                   32.515(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2351.4(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7177
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.3469
_cell_measurement_theta_min      2.2208
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1851
_diffrn_reflns_av_unetI/netI     0.1415
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            14656
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.712
_diffrn_reflns_theta_min         2.221
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.723
_reflns_Friedel_fraction_full    0.975
_reflns_Friedel_fraction_max     0.943
_reflns_number_gt                4201
_reflns_number_total             5288
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.977
_refine_diff_density_rms         0.153
_refine_ls_abs_structure_details 
;
 Flack x determined using 882 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.24(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1505
_refine_ls_R_factor_gt           0.1261
_refine_ls_restrained_S_all      1.142
_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)+(0.1403P)²+2.8313P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2985
_refine_ls_wR_factor_ref         0.3277
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24)
2.c X=CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C)
;
_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 0.6934(2) 0.5222(2) 0.59291(6) 0.0355(5) Uani 1 1 d . . . . .
O1 O 0.6674(8) 0.3553(6) 0.59028(17) 0.0406(14) Uani 1 1 d . . . . .
O2 O 0.7550(7) 0.5499(7) 0.63382(16) 0.0423(15) Uani 1 1 d . . . . .
O3 O 0.7954(8) 0.5593(8) 0.55777(16) 0.0425(14) Uani 1 1 d . . . . .
O4 O 0.1987(7) 0.5208(6) 0.59571(15) 0.0354(12) Uani 1 1 d . . . . .
N1 N 0.4934(8) 0.5814(8) 0.5888(2) 0.0362(15) Uani 1 1 d . . . . .
C1 C 0.5425(12) 0.2992(9) 0.6171(3) 0.0390(18) Uani 1 1 d . . . . .
C2 C 0.5674(15) 0.1561(11) 0.6271(3) 0.051(2) Uani 1 1 d . . . . .
H2 H 0.663720 0.104245 0.616161 0.061 Uiso 1 1 calc R . . . .
C3 C 0.4453(17) 0.0947(11) 0.6534(4) 0.067(3) Uani 1 1 d . . . . .
H3 H 0.461260 -0.000302 0.661123 0.080 Uiso 1 1 calc R . . . .
C4 C 0.2990(16) 0.1683(10) 0.6689(3) 0.057(3) Uani 1 1 d . . . . .
H4 H 0.215973 0.123296 0.686375 0.068 Uiso 1 1 calc R . . . .
C5 C 0.2780(12) 0.3084(11) 0.6583(3) 0.045(2) Uani 1 1 d . . . . .
H5 H 0.180619 0.359383 0.669036 0.054 Uiso 1 1 calc R . . . .
C6 C 0.3968(11) 0.3751(10) 0.6323(2) 0.0350(17) Uani 1 1 d . . . . .
C7 C 0.3583(9) 0.5263(9) 0.6189(2) 0.0315(16) Uani 1 1 d . . . . .
C8 C 0.2112(11) 0.6280(9) 0.5646(2) 0.0363(17) Uani 1 1 d . . . . .
H8A H 0.184025 0.721064 0.576313 0.044 Uiso 1 1 calc R . . . .
H8B H 0.127716 0.608947 0.541777 0.044 Uiso 1 1 calc R . . . .
C9 C 0.4068(10) 0.6224(9) 0.5489(2) 0.0320(16) Uani 1 1 d . . . . .
C10 C 0.4582(11) 0.7698(10) 0.5354(3) 0.0414(19) Uani 1 1 d . . . . .
H10 H 0.407524 0.802658 0.510504 0.050 Uiso 1 1 calc R . . . .
C11 C 0.5674(14) 0.8582(11) 0.5551(3) 0.051(2) Uani 1 1 d . . . . .
H11A H 0.621635 0.830699 0.580175 0.061 Uiso 1 1 calc R . . . .
H11B H 0.590295 0.948246 0.543932 0.061 Uiso 1 1 calc R . . . .
C12 C 0.4339(10) 0.5103(10) 0.5151(2) 0.0364(17) Uani 1 1 d . . . . .
C13 C 0.3551(12) 0.3804(11) 0.5171(2) 0.046(2) Uani 1 1 d . . . . .
H13 H 0.285350 0.356036 0.540278 0.056 Uiso 1 1 calc R . . . .
C14 C 0.3774(15) 0.2852(13) 0.4852(3) 0.055(3) Uani 1 1 d . . . . .
H14 H 0.319794 0.197131 0.486938 0.066 Uiso 1 1 calc R . . . .
C15 C 0.4806(11) 0.3142(11) 0.4512(3) 0.043(2) Uani 1 1 d . . . . .
H15 H 0.494047 0.247403 0.429745 0.052 Uiso 1 1 calc R . . . .
C16 C 0.5638(12) 0.4429(13) 0.4491(3) 0.052(3) Uani 1 1 d . . . . .
H16 H 0.638296 0.464465 0.426444 0.063 Uiso 1 1 calc R . . . .
C17 C 0.5380(12) 0.5419(11) 0.4805(2) 0.043(2) Uani 1 1 d . . . . .
H17 H 0.591747 0.631435 0.478340 0.052 Uiso 1 1 calc R . . . .
C18 C 0.3441(10) 0.6266(9) 0.6554(2) 0.0362(17) Uani 1 1 d . . . . .
H18 H 0.449284 0.649223 0.669921 0.043 Uiso 1 1 calc R . . . .
C19 C 0.1935(11) 0.6839(9) 0.6681(2) 0.0381(18) Uani 1 1 d . . . . .
H19 H 0.089805 0.662718 0.652838 0.046 Uiso 1 1 calc R . . . .
C20 C 0.1739(12) 0.7788(9) 0.7043(2) 0.0402(19) Uani 1 1 d . . . . .
C21 C 0.2992(14) 0.7795(10) 0.7356(3) 0.047(2) Uani 1 1 d . . . . .
H21 H 0.399962 0.720641 0.733505 0.057 Uiso 1 1 calc R . . . .
C22 C 0.2795(16) 0.8648(15) 0.7700(3) 0.066(3) Uani 1 1 d . . . . .
H22 H 0.364282 0.862024 0.791522 0.079 Uiso 1 1 calc R . . . .
C23 C 0.1385(15) 0.9519(12) 0.7726(3) 0.056(3) Uani 1 1 d . . . . .
H23 H 0.128086 1.013342 0.795397 0.067 Uiso 1 1 calc R . . . .
C24 C 0.0099(15) 0.9525(11) 0.7424(3) 0.054(2) Uani 1 1 d . . . . .
H24 H -0.090673 1.011097 0.745534 0.065 Uiso 1 1 calc R . . . .
C25 C 0.0251(12) 0.8687(10) 0.7077(2) 0.0414(19) Uani 1 1 d . . . . .
C26 C -0.1159(14) 0.8774(12) 0.6744(4) 0.059(3) Uani 1 1 d . . . . .
H26A H -0.059226 0.887874 0.647491 0.088 Uiso 1 1 calc GR . . . .
H26B H -0.192337 0.958270 0.679661 0.088 Uiso 1 1 calc GR . . . .
H26C H -0.187120 0.791768 0.674669 0.088 Uiso 1 1 calc GR . . . .


_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 1.610(7) . ?
S1 O2 1.434(5) . ?
S1 O3 1.424(6) . ?
S1 N1 1.620(7) . ?
O1 C1 1.394(11) . ?
O4 C7 1.424(9) . ?
O4 C8 1.444(9) . ?
N1 C7 1.510(9) . ?
N1 C9 1.506(10) . ?
C1 C2 1.419(13) . ?
C1 C6 1.408(12) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.406(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(14) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(12) . ?
C6 C7 1.538(12) . ?
C7 C18 1.530(11) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.567(11) . ?
C9 C10 1.526(12) . ?
C9 C12 1.548(12) . ?
C10 H10 0.9500 . ?
C10 C11 1.343(13) . ?
C11 H11A 0.9500 . ?
C11 H11B 0.9500 . ?
C12 C13 1.379(13) . ?
C12 C17 1.405(10) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(14) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(13) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(15) . ?
C16 H16 0.9500 . ?
C16 C17 1.406(13) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.330(12) . ?
C19 H19 0.9500 . ?
C19 C20 1.493(11) . ?
C20 C21 1.392(12) . ?
C20 C25 1.421(12) . ?
C21 H21 0.9500 . ?
C21 C22 1.392(14) . ?
C22 H22 0.9500 . ?
C22 C23 1.355(16) . ?
C23 H23 0.9500 . ?
C23 C24 1.381(14) . ?
C24 H24 0.9500 . ?
C24 C25 1.391(12) . ?
C25 C26 1.521(13) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 103.1(4) . . ?
O2 S1 O1 105.8(4) . . ?
O2 S1 N1 108.4(4) . . ?
O3 S1 O1 105.7(4) . . ?
O3 S1 O2 121.5(4) . . ?
O3 S1 N1 110.7(4) . . ?
C1 O1 S1 115.5(5) . . ?
C7 O4 C8 106.8(6) . . ?
C7 N1 S1 117.2(5) . . ?
C9 N1 S1 124.6(5) . . ?
C9 N1 C7 110.8(6) . . ?
O1 C1 C2 115.1(8) . . ?
O1 C1 C6 123.5(8) . . ?
C6 C1 C2 121.4(9) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 C1 117.4(9) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.2(9) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.8(10) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(9) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C7 122.2(8) . . ?
C5 C6 C1 118.9(8) . . ?
C5 C6 C7 118.8(8) . . ?
O4 C7 N1 104.1(6) . . ?
O4 C7 C6 106.0(6) . . ?
O4 C7 C18 112.0(6) . . ?
N1 C7 C6 112.5(6) . . ?
N1 C7 C18 109.4(7) . . ?
C18 C7 C6 112.5(6) . . ?
O4 C8 H8A 110.7 . . ?
O4 C8 H8B 110.7 . . ?
O4 C8 C9 105.4(6) . . ?
H8A C8 H8B 108.8 . . ?
C9 C8 H8A 110.7 . . ?
C9 C8 H8B 110.7 . . ?
N1 C9 C8 98.0(5) . . ?
N1 C9 C10 112.1(7) . . ?
N1 C9 C12 112.0(6) . . ?
C10 C9 C8 107.6(7) . . ?
C10 C9 C12 113.7(6) . . ?
C12 C9 C8 112.3(7) . . ?
C9 C10 H10 116.5 . . ?
C11 C10 C9 127.0(8) . . ?
C11 C10 H10 116.5 . . ?
C10 C11 H11A 120.0 . . ?
C10 C11 H11B 120.0 . . ?
H11A C11 H11B 120.0 . . ?
C13 C12 C9 122.2(7) . . ?
C13 C12 C17 118.3(8) . . ?
C17 C12 C9 119.6(8) . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(8) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 118.8 . . ?
C15 C14 C13 122.3(10) . . ?
C15 C14 H14 118.8 . . ?
C14 C15 H15 120.9 . . ?
C14 C15 C16 118.2(9) . . ?
C16 C15 H15 120.9 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0(8) . . ?
C17 C16 H16 120.0 . . ?
C12 C17 C16 121.0(9) . . ?
C12 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C7 C18 H18 118.0 . . ?
C19 C18 C7 124.0(7) . . ?
C19 C18 H18 118.0 . . ?
C18 C19 H19 117.3 . . ?
C18 C19 C20 125.4(8) . . ?
C20 C19 H19 117.3 . . ?
C21 C20 C19 120.8(8) . . ?
C21 C20 C25 118.7(8) . . ?
C25 C20 C19 120.5(8) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.2(9) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.6(10) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.9(9) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 121.1(9) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 C26 122.3(8) . . ?
C24 C25 C20 118.5(8) . . ?
C24 C25 C26 119.2(9) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 O1 C1 C2 -155.7(7) . . . . ?
S1 O1 C1 C6 26.9(10) . . . . ?
S1 N1 C7 O4 -145.5(5) . . . . ?
S1 N1 C7 C6 -31.1(8) . . . . ?
S1 N1 C7 C18 94.7(7) . . . . ?
S1 N1 C9 C8 165.2(6) . . . . ?
S1 N1 C9 C10 -82.1(8) . . . . ?
S1 N1 C9 C12 47.2(9) . . . . ?
O1 S1 N1 C7 54.9(6) . . . . ?
O1 S1 N1 C9 -92.1(7) . . . . ?
O1 C1 C2 C3 -179.3(9) . . . . ?
O1 C1 C6 C5 178.8(7) . . . . ?
O1 C1 C6 C7 2.7(12) . . . . ?
O2 S1 O1 C1 62.1(6) . . . . ?
O2 S1 N1 C7 -56.9(7) . . . . ?
O2 S1 N1 C9 156.1(6) . . . . ?
O3 S1 O1 C1 -167.9(5) . . . . ?
O3 S1 N1 C7 167.5(6) . . . . ?
O3 S1 N1 C9 20.5(8) . . . . ?
O4 C7 C18 C19 10.4(12) . . . . ?
O4 C8 C9 N1 -33.3(8) . . . . ?
O4 C8 C9 C10 -149.6(7) . . . . ?
O4 C8 C9 C12 84.5(7) . . . . ?
N1 S1 O1 C1 -51.7(6) . . . . ?
N1 C7 C18 C19 125.3(9) . . . . ?
N1 C9 C10 C11 0.4(12) . . . . ?
N1 C9 C12 C13 68.6(10) . . . . ?
N1 C9 C12 C17 -113.1(8) . . . . ?
C1 C2 C3 C4 1.8(17) . . . . ?
C1 C6 C7 O4 112.6(8) . . . . ?
C1 C6 C7 N1 -0.7(10) . . . . ?
C1 C6 C7 C18 -124.7(8) . . . . ?
C2 C1 C6 C5 1.5(12) . . . . ?
C2 C1 C6 C7 -174.5(8) . . . . ?
C2 C3 C4 C5 -1.4(18) . . . . ?
C3 C4 C5 C6 1.0(16) . . . . ?
C4 C5 C6 C1 -1.1(13) . . . . ?
C4 C5 C6 C7 175.1(9) . . . . ?
C5 C6 C7 O4 -63.5(9) . . . . ?
C5 C6 C7 N1 -176.7(7) . . . . ?
C5 C6 C7 C18 59.2(9) . . . . ?
C6 C1 C2 C3 -1.9(14) . . . . ?
C6 C7 C18 C19 -108.9(9) . . . . ?
C7 O4 C8 C9 40.2(8) . . . . ?
C7 N1 C9 C8 16.4(8) . . . . ?
C7 N1 C9 C10 129.1(7) . . . . ?
C7 N1 C9 C12 -101.7(7) . . . . ?
C7 C18 C19 C20 178.1(8) . . . . ?
C8 O4 C7 N1 -28.3(8) . . . . ?
C8 O4 C7 C6 -147.2(6) . . . . ?
C8 O4 C7 C18 89.8(8) . . . . ?
C8 C9 C10 C11 107.0(10) . . . . ?
C8 C9 C12 C13 -40.5(10) . . . . ?
C8 C9 C12 C17 137.7(7) . . . . ?
C9 N1 C7 O4 5.9(8) . . . . ?
C9 N1 C7 C6 120.3(7) . . . . ?
C9 N1 C7 C18 -114.0(7) . . . . ?
C9 C12 C13 C14 177.4(9) . . . . ?
C9 C12 C17 C16 -179.4(8) . . . . ?
C10 C9 C12 C13 -163.0(8) . . . . ?
C10 C9 C12 C17 15.2(10) . . . . ?
C12 C9 C10 C11 -127.9(10) . . . . ?
C12 C13 C14 C15 1.4(16) . . . . ?
C13 C12 C17 C16 -1.1(13) . . . . ?
C13 C14 C15 C16 0.0(16) . . . . ?
C14 C15 C16 C17 -1.9(14) . . . . ?
C15 C16 C17 C12 2.5(14) . . . . ?
C17 C12 C13 C14 -0.8(14) . . . . ?
C18 C19 C20 C21 -21.4(14) . . . . ?
C18 C19 C20 C25 159.6(9) . . . . ?
C19 C20 C21 C22 -178.2(10) . . . . ?
C19 C20 C25 C24 178.3(9) . . . . ?
C19 C20 C25 C26 -2.5(14) . . . . ?
C20 C21 C22 C23 -1.9(18) . . . . ?
C21 C20 C25 C24 -0.7(14) . . . . ?
C21 C20 C25 C26 178.5(9) . . . . ?
C21 C22 C23 C24 3.0(19) . . . . ?
C22 C23 C24 C25 -3.0(18) . . . . ?
C23 C24 C25 C20 1.8(16) . . . . ?
C23 C24 C25 C26 -177.4(11) . . . . ?
C25 C20 C21 C22 0.8(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bww19099
_database_code_depnum_ccdc_archive 'CCDC 1916285'
loop_
_audit_author_name
_audit_author_address
'Xing Gao'
; China Agricultural University
China
;
_audit_update_record             
;
2019-05-15 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;
_audit_creation_date             2019-04-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H26 Cl N O6 S'
_chemical_formula_sum            'C32 H26 Cl N O6 S'
_chemical_formula_weight         588.05
_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'
Cl Cl 0.1484 0.1585 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.7340(19)
_cell_length_b                   11.144(2)
_cell_length_c                   25.686(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2786.3(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6832
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4855
_cell_measurement_theta_min      1.8274
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            17291
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         3.000
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                5835
_reflns_number_total             6358
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 1855 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0593
_refine_ls_restrained_S_all      1.111
_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)+(0.0197P)²+1.8897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1063
_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:
 C8(H8A,H8B), C9(H9A,H9B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C28(H28),
  C29(H29), C30(H30), C31(H31), C32(H32)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Cl1 Cl 0.14108(14) 0.89827(11) 0.14896(5) 0.0477(3) Uani 1 1 d . . . . .
S1 S 0.79352(11) 0.07661(10) 0.02950(4) 0.0251(2) Uani 1 1 d . . . . .
O1 O 0.7273(3) 0.1205(3) -0.01583(10) 0.0332(7) Uani 1 1 d . . . . .
O2 O 0.8869(3) -0.0211(3) 0.02685(11) 0.0303(7) Uani 1 1 d . . . . .
O3 O 0.8770(3) 0.1887(3) 0.05208(11) 0.0272(6) Uani 1 1 d . . . . .
O4 O 0.4174(3) 0.3508(3) 0.17329(13) 0.0398(8) Uani 1 1 d . . . . .
O5 O 0.5287(3) 0.4209(3) 0.10269(11) 0.0287(6) Uani 1 1 d . . . . .
O6 O 0.6280(3) 0.0694(3) 0.16033(9) 0.0226(6) Uani 1 1 d . . . . .
N1 N 0.6831(3) 0.0493(3) 0.07432(11) 0.0206(7) Uani 1 1 d . . . . .
C1 C 0.2298(5) 0.7629(4) 0.14652(18) 0.0310(10) Uani 1 1 d . . . . .
C2 C 0.2261(5) 0.6884(4) 0.1887(2) 0.0458(13) Uani 1 1 d . . . . .
H2 H 0.177060 0.710618 0.219239 0.055 Uiso 1 1 calc R . . . .
C3 C 0.2950(5) 0.5798(5) 0.18628(18) 0.0434(12) Uani 1 1 d . . . . .
H3 H 0.292183 0.526655 0.215177 0.052 Uiso 1 1 calc R . . . .
C4 C 0.3679(4) 0.5480(3) 0.14228(16) 0.0266(9) Uani 1 1 d . . . . .
C5 C 0.3713(5) 0.6253(4) 0.10034(16) 0.0326(10) Uani 1 1 d . . . . .
H5 H 0.422405 0.604257 0.070187 0.039 Uiso 1 1 calc R . . . .
C6 C 0.3006(5) 0.7338(4) 0.10177(17) 0.0347(10) Uani 1 1 d . . . . .
H6 H 0.301089 0.786408 0.072666 0.042 Uiso 1 1 calc R . . . .
C7 C 0.4386(4) 0.4296(4) 0.14196(16) 0.0271(9) Uani 1 1 d . . . . .
C8 C 0.5994(4) 0.3061(4) 0.09878(17) 0.0293(9) Uani 1 1 d . . . . .
H8A H 0.611198 0.270934 0.133885 0.035 Uiso 1 1 calc R . . . .
H8B H 0.691489 0.317805 0.083243 0.035 Uiso 1 1 calc R . . . .
C9 C 0.5144(5) 0.2215(4) 0.06469(17) 0.0295(10) Uani 1 1 d . . . . .
H9A H 0.536159 0.238443 0.027764 0.035 Uiso 1 1 calc R . . . .
H9B H 0.415947 0.240101 0.070029 0.035 Uiso 1 1 calc R . . . .
C10 C 0.5364(4) 0.0865(4) 0.07469(15) 0.0228(8) Uani 1 1 d . . . . .
C11 C 0.4507(4) 0.0106(4) 0.03673(15) 0.0245(9) Uani 1 1 d . . . . .
C12 C 0.3122(4) 0.0386(4) 0.02908(17) 0.0319(10) Uani 1 1 d . . . . .
H12 H 0.272970 0.105792 0.046285 0.038 Uiso 1 1 calc R . . . .
C13 C 0.2321(5) -0.0313(4) -0.00346(18) 0.0375(11) Uani 1 1 d . . . . .
H13 H 0.138263 -0.011106 -0.008587 0.045 Uiso 1 1 calc R . . . .
C14 C 0.2865(5) -0.1300(4) -0.02861(18) 0.0379(11) Uani 1 1 d . . . . .
H14 H 0.230786 -0.177341 -0.050991 0.045 Uiso 1 1 calc R . . . .
C15 C 0.4223(5) -0.1591(5) -0.02087(18) 0.0392(12) Uani 1 1 d . . . . .
H15 H 0.460604 -0.227045 -0.037822 0.047 Uiso 1 1 calc R . . . .
C16 C 0.5040(5) -0.0890(4) 0.01175(17) 0.0343(10) Uani 1 1 d . . . . .
H16 H 0.597568 -0.110075 0.016912 0.041 Uiso 1 1 calc R . . . .
C17 C 0.5026(4) 0.0518(4) 0.13163(15) 0.0262(9) Uani 1 1 d . . . . .
H17A H 0.428644 0.103563 0.145616 0.031 Uiso 1 1 calc R . . . .
H17B H 0.472673 -0.032912 0.133729 0.031 Uiso 1 1 calc R . . . .
C18 C 0.7359(4) 0.0262(3) 0.12836(14) 0.0211(8) Uani 1 1 d . . . . .
C19 C 0.8634(4) 0.1009(3) 0.13940(14) 0.0215(8) Uani 1 1 d . . . . .
C20 C 0.9211(4) 0.0970(4) 0.18923(15) 0.0243(8) Uani 1 1 d . . . . .
H20 H 0.881484 0.046130 0.214836 0.029 Uiso 1 1 calc R . . . .
C21 C 1.0348(5) 0.1655(4) 0.20207(17) 0.0310(10) Uani 1 1 d . . . . .
H21 H 1.071469 0.162196 0.236318 0.037 Uiso 1 1 calc R . . . .
C22 C 1.0948(5) 0.2385(4) 0.16520(18) 0.0320(10) Uani 1 1 d . . . . .
H22 H 1.172880 0.285322 0.174102 0.038 Uiso 1 1 calc R . . . .
C23 C 1.0417(4) 0.2439(4) 0.11528(17) 0.0275(9) Uani 1 1 d . . . . .
H23 H 1.082935 0.293538 0.089603 0.033 Uiso 1 1 calc R . . . .
C24 C 0.9269(4) 0.1751(4) 0.10354(15) 0.0239(9) Uani 1 1 d . . . . .
C25 C 0.7622(4) -0.1060(3) 0.13627(14) 0.0226(8) Uani 1 1 d . . . . .
H25 H 0.820182 -0.145850 0.112082 0.027 Uiso 1 1 calc R . . . .
C26 C 0.7091(4) -0.1700(4) 0.17498(15) 0.0254(8) Uani 1 1 d . . . . .
H26 H 0.649172 -0.129379 0.198270 0.030 Uiso 1 1 calc R . . . .
C27 C 0.7347(5) -0.2982(4) 0.18507(16) 0.0299(10) Uani 1 1 d . . . . .
C28 C 0.8419(5) -0.3611(4) 0.16117(17) 0.0381(12) Uani 1 1 d . . . . .
H28 H 0.901879 -0.320108 0.138066 0.046 Uiso 1 1 calc R . . . .
C29 C 0.8618(7) -0.4814(5) 0.1705(2) 0.0564(17) Uani 1 1 d . . . . .
H29 H 0.934000 -0.523112 0.153403 0.068 Uiso 1 1 calc R . . . .
C30 C 0.7766(8) -0.5420(4) 0.2050(2) 0.0626(19) Uani 1 1 d . . . . .
H30 H 0.789785 -0.625145 0.211440 0.075 Uiso 1 1 calc R . . . .
C31 C 0.6727(6) -0.4806(5) 0.2299(2) 0.0520(16) Uani 1 1 d . . . . .
H31 H 0.615041 -0.521717 0.253770 0.062 Uiso 1 1 calc R . . . .
C32 C 0.6512(5) -0.3597(4) 0.22044(18) 0.0401(12) Uani 1 1 d . . . . .
H32 H 0.579582 -0.318435 0.238055 0.048 Uiso 1 1 calc R . . . .


_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
Cl1 C1 1.739(4) . ?
S1 O1 1.418(3) . ?
S1 O2 1.420(3) . ?
S1 O3 1.599(3) . ?
S1 N1 1.604(3) . ?
O3 C24 1.416(4) . ?
O4 C7 1.209(5) . ?
O5 C7 1.340(5) . ?
O5 C8 1.456(5) . ?
O6 C17 1.439(4) . ?
O6 C18 1.417(4) . ?
N1 C10 1.487(5) . ?
N1 C18 1.502(4) . ?
C1 C2 1.367(6) . ?
C1 C6 1.379(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(6) . ?
C4 C5 1.380(5) . ?
C4 C7 1.488(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(6) . ?
C6 H6 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.529(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.542(6) . ?
C10 C11 1.537(5) . ?
C10 C17 1.548(5) . ?
C11 C12 1.398(5) . ?
C11 C16 1.384(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.383(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.375(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.394(6) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.520(5) . ?
C18 C25 1.509(5) . ?
C19 C20 1.399(5) . ?
C19 C24 1.384(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.378(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.388(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.328(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.474(5) . ?
C27 C28 1.399(6) . ?
C27 C32 1.398(6) . ?
C28 H28 0.9500 . ?
C28 C29 1.376(6) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(9) . ?
C30 H30 0.9500 . ?
C30 C31 1.378(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.384(6) . ?
C32 H32 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
O1 S1 O2 121.07(18) . . ?
O1 S1 O3 105.02(17) . . ?
O1 S1 N1 110.52(17) . . ?
O2 S1 O3 106.93(17) . . ?
O2 S1 N1 108.51(17) . . ?
O3 S1 N1 103.22(16) . . ?
C24 O3 S1 115.4(2) . . ?
C7 O5 C8 115.1(3) . . ?
C18 O6 C17 106.6(3) . . ?
C10 N1 S1 126.5(3) . . ?
C10 N1 C18 111.7(3) . . ?
C18 N1 S1 117.8(3) . . ?
C2 C1 Cl1 119.1(4) . . ?
C2 C1 C6 122.1(4) . . ?
C6 C1 Cl1 118.8(4) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.8(4) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C7 118.0(4) . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 C7 122.6(4) . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.7(4) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 118.3(4) . . ?
C1 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
O4 C7 O5 124.1(4) . . ?
O4 C7 C4 124.2(4) . . ?
O5 C7 C4 111.8(3) . . ?
O5 C8 H8A 109.9 . . ?
O5 C8 H8B 109.9 . . ?
O5 C8 C9 109.0(3) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 109.9 . . ?
C9 C8 H8B 109.9 . . ?
C8 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
C8 C9 C10 115.5(3) . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
N1 C10 C9 113.9(3) . . ?
N1 C10 C11 111.3(3) . . ?
N1 C10 C17 98.1(3) . . ?
C9 C10 C17 111.8(3) . . ?
C11 C10 C9 110.9(3) . . ?
C11 C10 C17 110.3(3) . . ?
C12 C11 C10 119.4(4) . . ?
C16 C11 C10 122.2(4) . . ?
C16 C11 C12 118.4(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.0(4) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.2(4) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(5) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 121.0(4) . . ?
C11 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
O6 C17 C10 105.6(3) . . ?
O6 C17 H17A 110.6 . . ?
O6 C17 H17B 110.6 . . ?
C10 C17 H17A 110.6 . . ?
C10 C17 H17B 110.6 . . ?
H17A C17 H17B 108.7 . . ?
O6 C18 N1 102.9(3) . . ?
O6 C18 C19 108.1(3) . . ?
O6 C18 C25 112.3(3) . . ?
N1 C18 C19 111.0(3) . . ?
N1 C18 C25 110.4(3) . . ?
C25 C18 C19 111.8(3) . . ?
C20 C19 C18 118.8(3) . . ?
C24 C19 C18 124.6(3) . . ?
C24 C19 C20 116.6(4) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.5(4) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(4) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.3(4) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.7 . . ?
C22 C23 C24 118.6(4) . . ?
C24 C23 H23 120.7 . . ?
C19 C24 O3 122.1(4) . . ?
C19 C24 C23 123.0(4) . . ?
C23 C24 O3 114.8(4) . . ?
C18 C25 H25 118.0 . . ?
C26 C25 C18 124.0(4) . . ?
C26 C25 H25 118.0 . . ?
C25 C26 H26 117.0 . . ?
C25 C26 C27 125.9(4) . . ?
C27 C26 H26 117.0 . . ?
C28 C27 C26 122.4(4) . . ?
C32 C27 C26 119.4(4) . . ?
C32 C27 C28 118.2(4) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.1(5) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0(6) . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.2 . . ?
C31 C30 C29 119.5(5) . . ?
C31 C30 H30 120.2 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.9(5) . . ?
C32 C31 H31 119.6 . . ?
C27 C32 H32 119.9 . . ?
C31 C32 C27 120.2(5) . . ?
C31 C32 H32 119.9 . . ?

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
Cl1 C1 C2 C3 179.0(4) . . . . ?
Cl1 C1 C6 C5 179.9(4) . . . . ?
S1 O3 C24 C19 -27.1(5) . . . . ?
S1 O3 C24 C23 154.3(3) . . . . ?
S1 N1 C10 C9 -52.0(4) . . . . ?
S1 N1 C10 C11 74.2(4) . . . . ?
S1 N1 C10 C17 -170.2(3) . . . . ?
S1 N1 C18 O6 149.6(2) . . . . ?
S1 N1 C18 C19 34.1(4) . . . . ?
S1 N1 C18 C25 -90.4(4) . . . . ?
O1 S1 O3 C24 166.4(3) . . . . ?
O1 S1 N1 C10 -12.2(4) . . . . ?
O1 S1 N1 C18 -167.8(3) . . . . ?
O2 S1 O3 C24 -63.8(3) . . . . ?
O2 S1 N1 C10 -147.1(3) . . . . ?
O2 S1 N1 C18 57.3(3) . . . . ?
O3 S1 N1 C10 99.7(3) . . . . ?
O3 S1 N1 C18 -56.0(3) . . . . ?
O5 C8 C9 C10 -154.7(3) . . . . ?
O6 C18 C19 C20 63.5(4) . . . . ?
O6 C18 C19 C24 -115.5(4) . . . . ?
O6 C18 C25 C26 -11.6(5) . . . . ?
N1 S1 O3 C24 50.6(3) . . . . ?
N1 C10 C11 C12 -175.4(4) . . . . ?
N1 C10 C11 C16 8.1(6) . . . . ?
N1 C10 C17 O6 31.7(4) . . . . ?
N1 C18 C19 C20 175.7(3) . . . . ?
N1 C18 C19 C24 -3.4(5) . . . . ?
N1 C18 C25 C26 -125.9(4) . . . . ?
C1 C2 C3 C4 0.9(8) . . . . ?
C2 C1 C6 C5 -0.7(7) . . . . ?
C2 C3 C4 C5 -0.2(8) . . . . ?
C2 C3 C4 C7 -179.4(5) . . . . ?
C3 C4 C5 C6 -0.9(7) . . . . ?
C3 C4 C7 O4 13.7(7) . . . . ?
C3 C4 C7 O5 -166.3(4) . . . . ?
C4 C5 C6 C1 1.4(7) . . . . ?
C5 C4 C7 O4 -165.5(5) . . . . ?
C5 C4 C7 O5 14.5(6) . . . . ?
C6 C1 C2 C3 -0.4(8) . . . . ?
C7 O5 C8 C9 88.9(4) . . . . ?
C7 C4 C5 C6 178.2(4) . . . . ?
C8 O5 C7 O4 1.7(6) . . . . ?
C8 O5 C7 C4 -178.3(3) . . . . ?
C8 C9 C10 N1 -51.1(5) . . . . ?
C8 C9 C10 C11 -177.6(4) . . . . ?
C8 C9 C10 C17 58.9(5) . . . . ?
C9 C10 C11 C12 -47.6(5) . . . . ?
C9 C10 C11 C16 136.0(4) . . . . ?
C9 C10 C17 O6 -88.1(4) . . . . ?
C10 N1 C18 O6 -9.5(4) . . . . ?
C10 N1 C18 C19 -125.0(3) . . . . ?
C10 N1 C18 C25 110.5(4) . . . . ?
C10 C11 C12 C13 -177.6(4) . . . . ?
C10 C11 C16 C15 177.4(4) . . . . ?
C11 C10 C17 O6 148.1(3) . . . . ?
C11 C12 C13 C14 0.5(7) . . . . ?
C12 C11 C16 C15 0.9(7) . . . . ?
C12 C13 C14 C15 0.2(7) . . . . ?
C13 C14 C15 C16 -0.4(7) . . . . ?
C14 C15 C16 C11 -0.2(7) . . . . ?
C16 C11 C12 C13 -1.1(6) . . . . ?
C17 O6 C18 N1 30.6(4) . . . . ?
C17 O6 C18 C19 148.1(3) . . . . ?
C17 O6 C18 C25 -88.2(4) . . . . ?
C17 C10 C11 C12 76.8(5) . . . . ?
C17 C10 C11 C16 -99.6(5) . . . . ?
C18 O6 C17 C10 -41.0(4) . . . . ?
C18 N1 C10 C9 104.9(4) . . . . ?
C18 N1 C10 C11 -128.9(3) . . . . ?
C18 N1 C10 C17 -13.3(4) . . . . ?
C18 C19 C20 C21 -178.1(4) . . . . ?
C18 C19 C24 O3 0.3(6) . . . . ?
C18 C19 C24 C23 178.7(4) . . . . ?
C18 C25 C26 C27 -178.2(4) . . . . ?
C19 C18 C25 C26 110.1(4) . . . . ?
C19 C20 C21 C22 -0.9(6) . . . . ?
C20 C19 C24 O3 -178.8(3) . . . . ?
C20 C19 C24 C23 -0.4(6) . . . . ?
C20 C21 C22 C23 0.1(7) . . . . ?
C21 C22 C23 C24 0.5(7) . . . . ?
C22 C23 C24 O3 178.2(4) . . . . ?
C22 C23 C24 C19 -0.3(6) . . . . ?
C24 C19 C20 C21 1.0(6) . . . . ?
C25 C18 C19 C20 -60.5(5) . . . . ?
C25 C18 C19 C24 120.4(4) . . . . ?
C25 C26 C27 C28 14.2(7) . . . . ?
C25 C26 C27 C32 -167.0(4) . . . . ?
C26 C27 C28 C29 -178.7(4) . . . . ?
C26 C27 C32 C31 179.1(4) . . . . ?
C27 C28 C29 C30 -1.3(8) . . . . ?
C28 C27 C32 C31 -2.0(7) . . . . ?
C28 C29 C30 C31 -0.3(8) . . . . ?
C29 C30 C31 C32 0.8(8) . . . . ?
C30 C31 C32 C27 0.4(8) . . . . ?
C32 C27 C28 C29 2.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
