# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1942883'
loop_
_audit_author_name
_audit_author_address
liqiuyun
;Nankai university
China
;
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2020-01-03 downloaded from the CCDC.
;
_audit_creation_date             2019-07-24
_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         'C23 H18 Cl N O2 S'
_chemical_formula_sum            'C23 H18 Cl N O2 S'
_chemical_formula_weight         407.89
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.324(3)
_cell_length_b                   10.527(2)
_cell_length_c                   15.383(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.10(3)
_cell_angle_gamma                90
_cell_volume                     1943.9(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5022
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9825
_cell_measurement_theta_min      1.3591
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.323
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.5932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0918
_diffrn_reflns_av_unetI/netI     0.1066
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22390
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.889
_diffrn_reflns_theta_min         1.918
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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                2266
_reflns_number_total             4612
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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         0.323
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       0.0135(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4612
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0560
_refine_ls_restrained_S_all      0.907
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0690P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1500
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.49362(5) 0.04271(6) 0.12538(4) 0.0264(2) Uani 1 1 d . . . . .
Cl1 Cl -0.14870(7) 0.13679(8) 0.14034(6) 0.0529(3) Uani 1 1 d . . . . .
O1 O 0.43210(15) -0.06061(15) 0.07377(12) 0.0321(5) Uani 1 1 d . . . . .
O2 O 0.60980(14) 0.01878(17) 0.16143(13) 0.0369(5) Uani 1 1 d . . . . .
N1 N 0.47648(17) 0.17961(19) 0.07206(15) 0.0249(5) Uani 1 1 d . . . . .
C1 C 0.4213(2) 0.0953(2) 0.20456(17) 0.0265(6) Uani 1 1 d . . . . .
C2 C 0.4188(2) 0.0392(3) 0.28644(18) 0.0346(7) Uani 1 1 d . . . . .
H2 H 0.460220 -0.035708 0.305978 0.042 Uiso 1 1 calc R . . . .
C3 C 0.3542(2) 0.0963(3) 0.33806(19) 0.0401(7) Uani 1 1 d . . . . .
H3 H 0.349208 0.059418 0.393391 0.048 Uiso 1 1 calc R . . . .
C4 C 0.2960(2) 0.2086(3) 0.30875(18) 0.0345(7) Uani 1 1 d . . . . .
H4 H 0.254214 0.248650 0.345846 0.041 Uiso 1 1 calc R . . . .
C5 C 0.2981(2) 0.2624(3) 0.22680(18) 0.0299(6) Uani 1 1 d . . . . .
H5 H 0.257702 0.338027 0.207589 0.036 Uiso 1 1 calc R . . . .
C6 C 0.3607(2) 0.2034(2) 0.17297(16) 0.0235(6) Uani 1 1 d . . . . .
C7 C 0.3710(2) 0.2442(2) 0.08027(16) 0.0242(6) Uani 1 1 d . . . . .
C8 C 0.3781(2) 0.3875(2) 0.06812(17) 0.0256(6) Uani 1 1 d . . . . .
C9 C 0.4373(2) 0.4764(2) 0.12830(19) 0.0318(6) Uani 1 1 d . . . . .
H9 H 0.482512 0.449978 0.183858 0.038 Uiso 1 1 calc R . . . .
C10 C 0.4284(2) 0.6046(3) 0.1050(2) 0.0369(7) Uani 1 1 d . . . . .
H10 H 0.467905 0.666328 0.145037 0.044 Uiso 1 1 calc R . . . .
C11 C 0.3622(2) 0.6429(3) 0.0235(2) 0.0356(7) Uani 1 1 d . . . . .
H11 H 0.354831 0.730856 0.009468 0.043 Uiso 1 1 calc R . . . .
C12 C 0.3068(2) 0.5543(2) -0.03762(19) 0.0320(7) Uani 1 1 d . . . . .
H12 H 0.263672 0.580812 -0.093965 0.038 Uiso 1 1 calc R . . . .
C13 C 0.3154(2) 0.4257(2) -0.01489(17) 0.0263(6) Uani 1 1 d . . . . .
C14 C 0.2636(2) 0.3144(2) -0.06673(17) 0.0260(6) Uani 1 1 d . . . . .
C15 C 0.2691(2) 0.2049(2) -0.00025(16) 0.0239(6) Uani 1 1 d . . . . .
H15 H 0.287654 0.124249 -0.028027 0.029 Uiso 1 1 calc R . . . .
C16 C 0.1607(2) 0.1875(2) 0.03068(16) 0.0244(6) Uani 1 1 d . . . . .
C17 C 0.0805(2) 0.2816(2) 0.02085(17) 0.0285(6) Uani 1 1 d . . . . .
H17 H 0.090687 0.357839 -0.009340 0.034 Uiso 1 1 calc R . . . .
C18 C -0.0152(2) 0.2670(3) 0.05433(18) 0.0326(7) Uani 1 1 d . . . . .
H18 H -0.069508 0.332453 0.047087 0.039 Uiso 1 1 calc R . . . .
C19 C -0.0295(2) 0.1545(3) 0.09861(18) 0.0337(7) Uani 1 1 d . . . . .
C20 C 0.0484(2) 0.0579(3) 0.10771(18) 0.0341(7) Uani 1 1 d . . . . .
H20 H 0.037836 -0.018710 0.137399 0.041 Uiso 1 1 calc R . . . .
C21 C 0.1421(2) 0.0741(2) 0.07301(18) 0.0290(6) Uani 1 1 d . . . . .
H21 H 0.194658 0.006981 0.078000 0.035 Uiso 1 1 calc R . . . .
C22 C 0.2229(2) 0.3115(2) -0.15485(17) 0.0318(6) Uani 1 1 d . . . . .
H22 H 0.227726 0.387366 -0.187205 0.038 Uiso 1 1 calc R . . . .
C23 C 0.1702(3) 0.1982(3) -0.20693(19) 0.0420(8) Uani 1 1 d . . . . .
H23A H 0.204158 0.184460 -0.257943 0.063 Uiso 1 1 calc GR . . . .
H23B H 0.090136 0.213179 -0.228444 0.063 Uiso 1 1 calc GR . . . .
H23C H 0.181939 0.122943 -0.168439 0.063 Uiso 1 1 calc GR . . . .
H1 H 0.490(3) 0.174(3) 0.019(2) 0.063(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4544(18) . ?
S1 O2 1.4356(19) . ?
S1 N1 1.648(2) . ?
S1 C1 1.754(3) . ?
Cl1 C19 1.741(3) . ?
N1 C7 1.497(3) . ?
N1 H1 0.87(3) . ?
C1 C2 1.398(3) . ?
C1 C6 1.387(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.403(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.399(3) . ?
C6 C7 1.522(3) . ?
C7 C8 1.525(3) . ?
C7 C15 1.606(3) . ?
C8 C9 1.400(3) . ?
C8 C13 1.394(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.397(3) . ?
C13 C14 1.478(3) . ?
C14 C15 1.532(3) . ?
C14 C22 1.335(3) . ?
C15 H15 1.0000 . ?
C15 C16 1.526(3) . ?
C16 C17 1.383(3) . ?
C16 C21 1.404(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.398(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.398(4) . ?
C19 C20 1.383(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.500(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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 112.96(11) . . ?
O1 S1 C1 109.34(11) . . ?
O2 S1 O1 115.50(11) . . ?
O2 S1 N1 110.48(11) . . ?
O2 S1 C1 113.99(12) . . ?
N1 S1 C1 92.37(12) . . ?
S1 N1 H1 112(2) . . ?
C7 N1 S1 111.77(16) . . ?
C7 N1 H1 118(2) . . ?
C2 C1 S1 127.6(2) . . ?
C6 C1 S1 109.49(18) . . ?
C6 C1 C2 122.9(2) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.8(3) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.5(3) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.9(3) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 C7 114.0(2) . . ?
C5 C6 C7 127.2(2) . . ?
N1 C7 C6 102.09(19) . . ?
N1 C7 C8 111.35(19) . . ?
N1 C7 C15 111.14(19) . . ?
C6 C7 C8 114.4(2) . . ?
C6 C7 C15 115.7(2) . . ?
C8 C7 C15 102.51(19) . . ?
C9 C8 C7 128.0(2) . . ?
C13 C8 C7 111.2(2) . . ?
C13 C8 C9 120.7(2) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 C8 118.6(3) . . ?
C10 C9 H9 120.7 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 118.9(3) . . ?
C13 C12 H12 120.5 . . ?
C8 C13 C12 120.3(2) . . ?
C8 C13 C14 110.4(2) . . ?
C12 C13 C14 129.4(3) . . ?
C13 C14 C15 106.7(2) . . ?
C22 C14 C13 125.6(2) . . ?
C22 C14 C15 127.6(2) . . ?
C7 C15 H15 109.5 . . ?
C14 C15 C7 103.26(19) . . ?
C14 C15 H15 109.5 . . ?
C16 C15 C7 112.16(19) . . ?
C16 C15 C14 112.9(2) . . ?
C16 C15 H15 109.5 . . ?
C17 C16 C15 122.3(2) . . ?
C17 C16 C21 118.1(2) . . ?
C21 C16 C15 119.6(2) . . ?
C16 C17 H17 119.2 . . ?
C16 C17 C18 121.5(2) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 120.6 . . ?
C19 C18 C17 118.9(2) . . ?
C19 C18 H18 120.6 . . ?
C18 C19 Cl1 118.7(2) . . ?
C20 C19 Cl1 120.5(2) . . ?
C20 C19 C18 120.7(3) . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.3(2) . . ?
C21 C20 H20 120.3 . . ?
C16 C21 H21 119.3 . . ?
C20 C21 C16 121.4(2) . . ?
C20 C21 H21 119.3 . . ?
C14 C22 H22 117.4 . . ?
C14 C22 C23 125.3(2) . . ?
C23 C22 H22 117.4 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O1 0.87(3) 2.23(3) 3.003(3) 147(3) 3_655 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C7 C6 32.9(2) . . . . ?
S1 N1 C7 C8 155.42(17) . . . . ?
S1 N1 C7 C15 -91.0(2) . . . . ?
S1 C1 C2 C3 -178.9(2) . . . . ?
S1 C1 C6 C5 -178.94(19) . . . . ?
S1 C1 C6 C7 1.2(3) . . . . ?
Cl1 C19 C20 C21 179.4(2) . . . . ?
O1 S1 N1 C7 82.33(19) . . . . ?
O1 S1 C1 C2 79.1(3) . . . . ?
O1 S1 C1 C6 -99.00(19) . . . . ?
O2 S1 N1 C7 -146.58(17) . . . . ?
O2 S1 C1 C2 -51.9(3) . . . . ?
O2 S1 C1 C6 130.04(18) . . . . ?
N1 S1 C1 C2 -165.5(2) . . . . ?
N1 S1 C1 C6 16.4(2) . . . . ?
N1 C7 C8 C9 -74.4(3) . . . . ?
N1 C7 C8 C13 105.6(2) . . . . ?
N1 C7 C15 C14 -97.0(2) . . . . ?
N1 C7 C15 C16 141.2(2) . . . . ?
C1 S1 N1 C7 -29.85(18) . . . . ?
C1 C2 C3 C4 -1.6(4) . . . . ?
C1 C6 C7 N1 -20.5(3) . . . . ?
C1 C6 C7 C8 -140.9(2) . . . . ?
C1 C6 C7 C15 100.3(3) . . . . ?
C2 C1 C6 C5 2.9(4) . . . . ?
C2 C1 C6 C7 -177.0(2) . . . . ?
C2 C3 C4 C5 2.4(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C4 C5 C6 C1 -2.0(4) . . . . ?
C4 C5 C6 C7 177.9(2) . . . . ?
C5 C6 C7 N1 159.7(2) . . . . ?
C5 C6 C7 C8 39.3(4) . . . . ?
C5 C6 C7 C15 -79.5(3) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C6 C7 C8 C9 40.7(3) . . . . ?
C6 C7 C8 C13 -139.3(2) . . . . ?
C6 C7 C15 C14 147.2(2) . . . . ?
C6 C7 C15 C16 25.4(3) . . . . ?
C7 C8 C9 C10 -177.3(2) . . . . ?
C7 C8 C13 C12 177.1(2) . . . . ?
C7 C8 C13 C14 -1.5(3) . . . . ?
C7 C15 C16 C17 98.3(3) . . . . ?
C7 C15 C16 C21 -79.8(3) . . . . ?
C8 C7 C15 C14 22.1(2) . . . . ?
C8 C7 C15 C16 -99.7(2) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C8 C13 C14 C15 16.7(3) . . . . ?
C8 C13 C14 C22 -161.9(3) . . . . ?
C9 C8 C13 C12 -2.9(4) . . . . ?
C9 C8 C13 C14 178.5(2) . . . . ?
C9 C10 C11 C12 -2.3(4) . . . . ?
C10 C11 C12 C13 2.1(4) . . . . ?
C11 C12 C13 C8 0.5(3) . . . . ?
C11 C12 C13 C14 178.8(2) . . . . ?
C12 C13 C14 C15 -161.8(2) . . . . ?
C12 C13 C14 C22 19.7(4) . . . . ?
C13 C8 C9 C10 2.7(4) . . . . ?
C13 C14 C15 C7 -23.8(2) . . . . ?
C13 C14 C15 C16 97.6(2) . . . . ?
C13 C14 C22 C23 -179.9(2) . . . . ?
C14 C15 C16 C17 -17.8(3) . . . . ?
C14 C15 C16 C21 164.1(2) . . . . ?
C15 C7 C8 C9 166.7(2) . . . . ?
C15 C7 C8 C13 -13.3(2) . . . . ?
C15 C14 C22 C23 1.9(4) . . . . ?
C15 C16 C17 C18 -176.1(2) . . . . ?
C15 C16 C21 C20 175.4(2) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C16 C21 C20 -2.8(4) . . . . ?
C17 C18 C19 Cl1 179.9(2) . . . . ?
C17 C18 C19 C20 -1.3(4) . . . . ?
C18 C19 C20 C21 0.6(4) . . . . ?
C19 C20 C21 C16 1.5(4) . . . . ?
C21 C16 C17 C18 2.0(4) . . . . ?
C22 C14 C15 C7 154.7(3) . . . . ?
C22 C14 C15 C16 -83.9(3) . . . . ?

_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_r20190903a
_database_code_depnum_ccdc_archive 'CCDC 1951366'
loop_
_audit_author_name
_audit_author_address
liqiuyun
;Nankai university
China
;
_audit_update_record             
;
2019-09-04 deposited with the CCDC.	2020-01-03 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            'C27 H29 N O3 S2'
_chemical_formula_weight         479.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_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'
'-x, -y, -z'

_cell_length_a                   8.1485(2)
_cell_length_b                   9.0966(5)
_cell_length_c                   16.9811(6)
_cell_angle_alpha                103.951(4)
_cell_angle_beta                 91.350(3)
_cell_angle_gamma                100.482(3)
_cell_volume                     1198.20(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    12753
_cell_measurement_theta_min      2.3430
_cell_measurement_theta_max      32.9930

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.252
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61786
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12564
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.351
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4900
_reflns_number_gt                4493
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+0.9657P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4900
_refine_ls_number_parameters     306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1007
_refine_ls_wR_factor_gt          0.0985
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_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
S1 S 0.72482(5) 0.59102(5) 0.39139(2) 0.01846(11) Uani 1 1 d . . . . .
O1 O 0.76287(16) 0.45306(15) 0.40873(7) 0.0260(3) Uani 1 1 d . . . . .
O2 O 0.78230(17) 0.73354(15) 0.45167(7) 0.0277(3) Uani 1 1 d . . . . .
N1 N 0.79014(17) 0.60636(16) 0.30236(8) 0.0166(3) Uani 1 1 d . . . . .
H1A H 0.803(2) 0.701(2) 0.3033(12) 0.020 Uiso 1 1 d . U . . .
C1 C 0.3772(2) 0.57394(19) 0.41020(11) 0.0231(4) Uani 1 1 d . . . . .
H1 H 0.393452 0.603656 0.467858 0.028 Uiso 1 1 calc R U . . .
C2 C 0.2195(2) 0.5442(2) 0.37099(12) 0.0266(4) Uani 1 1 d . . . . .
H2 H 0.125179 0.555730 0.402111 0.032 Uiso 1 1 calc R U . . .
C3 C 0.1973(2) 0.49758(19) 0.28653(12) 0.0250(4) Uani 1 1 d . . . . .
H3 H 0.087895 0.477504 0.260815 0.030 Uiso 1 1 calc R U . . .
C4 C 0.3327(2) 0.47990(18) 0.23911(11) 0.0201(3) Uani 1 1 d . . . . .
H4 H 0.316402 0.446298 0.181523 0.024 Uiso 1 1 calc R U . . .
C5 C 0.49220(19) 0.51224(17) 0.27746(10) 0.0159(3) Uani 1 1 d . . . . .
C6 C 0.5106(2) 0.55839(18) 0.36143(10) 0.0179(3) Uani 1 1 d . . . . .
C7 C 0.65802(19) 0.50918(17) 0.23764(9) 0.0148(3) Uani 1 1 d . . . . .
C8 C 0.66951(19) 0.57374(18) 0.16331(9) 0.0153(3) Uani 1 1 d . . . . .
C9 C 0.6166(2) 0.70502(19) 0.15308(10) 0.0197(3) Uani 1 1 d . . . . .
H9 H 0.565090 0.765744 0.195274 0.024 Uiso 1 1 calc R U . . .
C10 C 0.6406(2) 0.7458(2) 0.07975(10) 0.0223(3) Uani 1 1 d . . . . .
H10 H 0.604562 0.834878 0.071410 0.027 Uiso 1 1 calc R U . . .
C11 C 0.7174(2) 0.6565(2) 0.01849(10) 0.0236(4) Uani 1 1 d . . . . .
H11 H 0.732680 0.685360 -0.031393 0.028 Uiso 1 1 calc R U . . .
C12 C 0.7717(2) 0.5262(2) 0.02902(10) 0.0219(3) Uani 1 1 d . . . . .
H12 H 0.824378 0.466301 -0.013016 0.026 Uiso 1 1 calc R U . . .
C13 C 0.74780(19) 0.48468(18) 0.10254(10) 0.0168(3) Uani 1 1 d . . . . .
C14 C 0.79228(19) 0.35415(18) 0.12952(10) 0.0175(3) Uani 1 1 d . . . . .
C15 C 0.8938(2) 0.2618(2) 0.09441(11) 0.0239(4) Uani 1 1 d . . . . .
H15 H 0.942029 0.280923 0.046584 0.029 Uiso 1 1 calc R U . . .
C16 C 0.9383(3) 0.1307(2) 0.12385(13) 0.0323(4) Uani 1 1 d . . . . .
H16A H 1.055452 0.157557 0.145327 0.048 Uiso 1 1 calc R U . . .
H16B H 0.922359 0.038117 0.078575 0.048 Uiso 1 1 calc R U . . .
H16C H 0.866071 0.110529 0.166928 0.048 Uiso 1 1 calc R U . . .
C17 C 0.70491(19) 0.34462(18) 0.20700(10) 0.0161(3) Uani 1 1 d . . . . .
H17 H 0.788601 0.332841 0.247932 0.019 Uiso 1 1 calc R U . . .
C18 C 0.55857(19) 0.20828(18) 0.19426(10) 0.0175(3) Uani 1 1 d . . . . .
C19 C 0.4700(2) 0.14140(19) 0.11952(10) 0.0211(3) Uani 1 1 d . . . . .
H19 H 0.499446 0.181060 0.073809 0.025 Uiso 1 1 calc R U . . .
C20 C 0.3381(2) 0.0163(2) 0.11129(11) 0.0241(4) Uani 1 1 d . . . . .
H20 H 0.277353 -0.026791 0.059975 0.029 Uiso 1 1 calc R U . . .
C21 C 0.2931(2) -0.04709(19) 0.17632(12) 0.0248(4) Uani 1 1 d . . . . .
C22 C 0.1487(3) -0.1827(2) 0.16486(14) 0.0358(5) Uani 1 1 d . . . . .
H22A H 0.097026 -0.207401 0.109387 0.054 Uiso 1 1 calc R U . . .
H22B H 0.065570 -0.156287 0.203908 0.054 Uiso 1 1 calc R U . . .
H22C H 0.190144 -0.272408 0.173877 0.054 Uiso 1 1 calc R U . . .
C23 C 0.3518(3) -0.0530(2) 0.32255(13) 0.0344(4) Uani 1 1 d . . . . .
H23A H 0.413500 -0.137093 0.318670 0.052 Uiso 1 1 calc R U . . .
H23B H 0.231719 -0.093526 0.322113 0.052 Uiso 1 1 calc R U . . .
H23C H 0.388677 0.026210 0.373255 0.052 Uiso 1 1 calc R U . . .
C24 C 0.3847(2) 0.0170(2) 0.25127(11) 0.0242(4) Uani 1 1 d . . . . .
C25 C 0.5143(2) 0.1440(2) 0.25907(11) 0.0223(3) Uani 1 1 d . . . . .
H25 H 0.574485 0.188213 0.310452 0.027 Uiso 1 1 calc R U . . .
S2 S 0.93097(5) 0.01662(5) 0.38884(3) 0.02203(12) Uani 1 1 d . . . . .
O3 O 0.81947(18) -0.07660(15) 0.31471(8) 0.0313(3) Uani 1 1 d . . . . .
C26 C 0.7981(3) 0.1012(2) 0.46072(12) 0.0324(4) Uani 1 1 d . . . . .
H26A H 0.734580 0.162550 0.436182 0.049 Uiso 1 1 calc R U . . .
H26B H 0.866175 0.168074 0.508797 0.049 Uiso 1 1 calc R U . . .
H26C H 0.720526 0.019581 0.476764 0.049 Uiso 1 1 calc R U . . .
C27 C 1.0295(3) 0.1883(2) 0.36262(12) 0.0308(4) Uani 1 1 d . . . . .
H27A H 1.101622 0.161913 0.318047 0.046 Uiso 1 1 calc R U . . .
H27B H 1.097195 0.258071 0.410019 0.046 Uiso 1 1 calc R U . . .
H27C H 0.943900 0.239204 0.345384 0.046 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4369(13) . ?
S1 O1 1.4398(12) . ?
S1 N1 1.6434(13) . ?
S1 C6 1.7579(17) . ?
N1 C7 1.509(2) . ?
N1 H1A 0.85(2) . ?
C1 C2 1.383(3) . ?
C1 C6 1.389(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.391(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(2) . ?
C5 C7 1.527(2) . ?
C7 C8 1.513(2) . ?
C7 C17 1.581(2) . ?
C8 C9 1.388(2) . ?
C8 C13 1.394(2) . ?
C9 C10 1.391(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.393(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.397(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.470(2) . ?
C14 C15 1.334(2) . ?
C14 C17 1.524(2) . ?
C15 C16 1.497(2) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.526(2) . ?
C17 H17 1.0000 . ?
C18 C19 1.388(2) . ?
C18 C25 1.391(2) . ?
C19 C20 1.393(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(3) . ?
C20 H20 0.9500 . ?
C21 C24 1.399(3) . ?
C21 C22 1.513(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.506(2) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.393(2) . ?
C25 H25 0.9500 . ?
S2 O3 1.5100(13) . ?
S2 C26 1.7792(19) . ?
S2 C27 1.7824(18) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 117.01(8) . . ?
O2 S1 N1 110.13(7) . . ?
O1 S1 N1 109.80(7) . . ?
O2 S1 C6 113.47(8) . . ?
O1 S1 C6 108.84(8) . . ?
N1 S1 C6 95.47(7) . . ?
C7 N1 S1 108.04(10) . . ?
C7 N1 H1A 111.5(13) . . ?
S1 N1 H1A 105.9(13) . . ?
C2 C1 C6 116.97(16) . . ?
C2 C1 H1 121.5 . . ?
C6 C1 H1 121.5 . . ?
C1 C2 C3 120.82(16) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C2 C3 C4 121.06(17) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.83(16) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C6 C5 C4 118.88(15) . . ?
C6 C5 C7 113.47(14) . . ?
C4 C5 C7 127.61(14) . . ?
C5 C6 C1 123.41(16) . . ?
C5 C6 S1 108.14(12) . . ?
C1 C6 S1 128.45(14) . . ?
N1 C7 C8 109.29(12) . . ?
N1 C7 C5 105.32(12) . . ?
C8 C7 C5 114.24(12) . . ?
N1 C7 C17 108.10(12) . . ?
C8 C7 C17 103.81(12) . . ?
C5 C7 C17 115.91(12) . . ?
C9 C8 C13 121.46(14) . . ?
C9 C8 C7 127.61(14) . . ?
C13 C8 C7 110.91(13) . . ?
C8 C9 C10 118.61(15) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
C9 C10 C11 120.20(15) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 121.20(15) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 118.82(15) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C8 C13 C12 119.70(15) . . ?
C8 C13 C14 110.19(14) . . ?
C12 C13 C14 130.11(15) . . ?
C15 C14 C13 126.84(15) . . ?
C15 C14 C17 125.41(15) . . ?
C13 C14 C17 107.73(13) . . ?
C14 C15 C16 125.64(16) . . ?
C14 C15 H15 117.2 . . ?
C16 C15 H15 117.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 C18 113.17(13) . . ?
C14 C17 C7 103.72(12) . . ?
C18 C17 C7 115.24(12) . . ?
C14 C17 H17 108.1 . . ?
C18 C17 H17 108.1 . . ?
C7 C17 H17 108.1 . . ?
C19 C18 C25 118.01(15) . . ?
C19 C18 C17 122.71(15) . . ?
C25 C18 C17 119.24(15) . . ?
C18 C19 C20 120.24(16) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 121.68(17) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C20 C21 C24 118.39(16) . . ?
C20 C21 C22 120.01(17) . . ?
C24 C21 C22 121.59(17) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C21 119.33(16) . . ?
C25 C24 C23 119.27(17) . . ?
C21 C24 C23 121.33(16) . . ?
C18 C25 C24 122.31(17) . . ?
C18 C25 H25 118.8 . . ?
C24 C25 H25 118.8 . . ?
O3 S2 C26 106.62(9) . . ?
O3 S2 C27 105.39(8) . . ?
C26 S2 C27 97.74(10) . . ?
S2 C26 H26A 109.5 . . ?
S2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
S2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
S2 C27 H27A 109.5 . . ?
S2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
S2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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
O2 S1 N1 C7 -146.54(10) . . . . ?
O1 S1 N1 C7 83.21(11) . . . . ?
C6 S1 N1 C7 -29.07(11) . . . . ?
C6 C1 C2 C3 1.4(2) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C5 -1.1(2) . . . . ?
C3 C4 C5 C6 1.1(2) . . . . ?
C3 C4 C5 C7 -176.45(15) . . . . ?
C4 C5 C6 C1 0.2(2) . . . . ?
C7 C5 C6 C1 178.08(14) . . . . ?
C4 C5 C6 S1 -179.79(12) . . . . ?
C7 C5 C6 S1 -1.93(16) . . . . ?
C2 C1 C6 C5 -1.4(2) . . . . ?
C2 C1 C6 S1 178.57(13) . . . . ?
O2 S1 C6 C5 133.33(11) . . . . ?
O1 S1 C6 C5 -94.50(12) . . . . ?
N1 S1 C6 C5 18.59(12) . . . . ?
O2 S1 C6 C1 -46.67(17) . . . . ?
O1 S1 C6 C1 85.50(16) . . . . ?
N1 S1 C6 C1 -161.41(15) . . . . ?
S1 N1 C7 C8 153.77(10) . . . . ?
S1 N1 C7 C5 30.62(13) . . . . ?
S1 N1 C7 C17 -93.87(12) . . . . ?
C6 C5 C7 N1 -17.75(17) . . . . ?
C4 C5 C7 N1 159.89(15) . . . . ?
C6 C5 C7 C8 -137.68(14) . . . . ?
C4 C5 C7 C8 40.0(2) . . . . ?
C6 C5 C7 C17 101.67(16) . . . . ?
C4 C5 C7 C17 -80.69(19) . . . . ?
N1 C7 C8 C9 -75.41(19) . . . . ?
C5 C7 C8 C9 42.3(2) . . . . ?
C17 C7 C8 C9 169.44(15) . . . . ?
N1 C7 C8 C13 102.93(15) . . . . ?
C5 C7 C8 C13 -139.40(14) . . . . ?
C17 C7 C8 C13 -12.22(17) . . . . ?
C13 C8 C9 C10 1.1(2) . . . . ?
C7 C8 C9 C10 179.24(15) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C9 C8 C13 C12 -1.0(2) . . . . ?
C7 C8 C13 C12 -179.47(14) . . . . ?
C9 C8 C13 C14 179.35(15) . . . . ?
C7 C8 C13 C14 0.90(18) . . . . ?
C11 C12 C13 C8 0.3(2) . . . . ?
C11 C12 C13 C14 179.88(16) . . . . ?
C8 C13 C14 C15 -167.03(17) . . . . ?
C12 C13 C14 C15 13.4(3) . . . . ?
C8 C13 C14 C17 11.48(18) . . . . ?
C12 C13 C14 C17 -168.10(16) . . . . ?
C13 C14 C15 C16 179.29(17) . . . . ?
C17 C14 C15 C16 1.0(3) . . . . ?
C15 C14 C17 C18 -74.1(2) . . . . ?
C13 C14 C17 C18 107.37(14) . . . . ?
C15 C14 C17 C7 160.32(16) . . . . ?
C13 C14 C17 C7 -18.22(16) . . . . ?
N1 C7 C17 C14 -97.91(13) . . . . ?
C8 C7 C17 C14 18.07(15) . . . . ?
C5 C7 C17 C14 144.19(13) . . . . ?
N1 C7 C17 C18 137.83(13) . . . . ?
C8 C7 C17 C18 -106.19(14) . . . . ?
C5 C7 C17 C18 19.93(19) . . . . ?
C14 C17 C18 C19 -25.6(2) . . . . ?
C7 C17 C18 C19 93.56(18) . . . . ?
C14 C17 C18 C25 152.22(14) . . . . ?
C7 C17 C18 C25 -88.63(17) . . . . ?
C25 C18 C19 C20 1.7(2) . . . . ?
C17 C18 C19 C20 179.55(14) . . . . ?
C18 C19 C20 C21 -1.3(2) . . . . ?
C19 C20 C21 C24 -0.5(2) . . . . ?
C19 C20 C21 C22 179.87(16) . . . . ?
C20 C21 C24 C25 1.7(2) . . . . ?
C22 C21 C24 C25 -178.65(16) . . . . ?
C20 C21 C24 C23 -175.29(16) . . . . ?
C22 C21 C24 C23 4.3(3) . . . . ?
C19 C18 C25 C24 -0.5(2) . . . . ?
C17 C18 C25 C24 -178.39(15) . . . . ?
C21 C24 C25 C18 -1.3(3) . . . . ?
C23 C24 C25 C18 175.81(16) . . . . ?

_refine_diff_density_max         0.718
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.052

