# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_ic19018
_database_code_depnum_ccdc_archive 'CCDC 2175654'
loop_
_audit_author_name
_audit_author_address
'Chi-Hua Wu'
;National Taiwan University
Taiwan
;
_audit_update_record             
;
2022-05-30 deposited with the CCDC.	2022-07-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H23 N O2 S'
_chemical_formula_weight         533.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'

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

_cell_length_a                   29.846(2)
_cell_length_b                   16.8082(12)
_cell_length_c                   10.7713(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.761(6)
_cell_angle_gamma                90.00
_cell_volume                     5325.3(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1324
_cell_measurement_theta_min      4.9110
_cell_measurement_theta_max      72.3920

_exptl_crystal_description       plate
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2224
_exptl_absorpt_coefficient_mu    1.352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80827
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.2496
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9816
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0924
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         67.98
_reflns_number_total             4839
_reflns_number_gt                2471
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4839
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1550
_refine_ls_R_factor_gt           0.0897
_refine_ls_wR_factor_ref         0.3067
_refine_ls_wR_factor_gt          0.2720
_refine_ls_goodness_of_fit_ref   1.341
_refine_ls_restrained_S_all      1.341
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.16741(6) 0.31962(11) 0.44248(17) 0.0586(5) Uani 1 1 d . . .
O1 O 0.17109(15) 0.2070(3) 0.2555(4) 0.0581(12) Uani 1 1 d . . .
O2 O 0.22653(14) 0.1811(3) 0.1484(4) 0.0525(11) Uani 1 1 d . . .
N1 N 0.25048(18) 0.3714(3) 0.4896(5) 0.0507(13) Uani 1 1 d . . .
C1 C 0.1810(2) 0.3893(4) 0.5604(6) 0.0552(17) Uani 1 1 d . . .
C2 C 0.1538(3) 0.4232(4) 0.6398(7) 0.067(2) Uani 1 1 d . . .
H2A H 0.1227 0.4089 0.6325 0.081 Uiso 1 1 calc R . .
C3 C 0.1728(3) 0.4777(5) 0.7288(7) 0.070(2) Uani 1 1 d . . .
H3A H 0.1545 0.5020 0.7822 0.085 Uiso 1 1 calc R . .
C4 C 0.2185(3) 0.4973(4) 0.7408(7) 0.068(2) Uani 1 1 d . . .
H4A H 0.2311 0.5341 0.8040 0.081 Uiso 1 1 calc R . .
C5 C 0.2461(3) 0.4646(4) 0.6633(6) 0.0605(18) Uani 1 1 d . . .
H5A H 0.2772 0.4790 0.6719 0.073 Uiso 1 1 calc R . .
C6 C 0.2270(2) 0.4101(4) 0.5725(6) 0.0525(16) Uani 1 1 d . . .
C7 C 0.2234(2) 0.3224(4) 0.4156(6) 0.0481(15) Uani 1 1 d . . .
C8 C 0.2095(2) 0.2213(4) 0.2427(6) 0.0508(16) Uani 1 1 d . . .
C9 C 0.2402(2) 0.2791(4) 0.3179(5) 0.0463(15) Uani 1 1 d . . .
C10 C 0.2826(2) 0.2892(4) 0.2942(6) 0.0497(15) Uani 1 1 d . . .
H10A H 0.3023 0.3255 0.3445 0.060 Uiso 1 1 calc R . .
C11 C 0.2992(2) 0.2469(4) 0.1957(6) 0.0503(16) Uani 1 1 d . . .
C12 C 0.3424(2) 0.2570(4) 0.1675(6) 0.0538(16) Uani 1 1 d . . .
H12A H 0.3631 0.2914 0.2184 0.065 Uiso 1 1 calc R . .
C13 C 0.3560(2) 0.2180(4) 0.0666(6) 0.0562(17) Uani 1 1 d . . .
C14 C 0.3261(2) 0.1648(4) 0.0002(6) 0.0522(16) Uani 1 1 d . . .
H14A H 0.3356 0.1354 -0.0661 0.063 Uiso 1 1 calc R . .
C15 C 0.2826(2) 0.1525(4) 0.0264(6) 0.0550(17) Uani 1 1 d . . .
H15A H 0.2622 0.1166 -0.0225 0.066 Uiso 1 1 calc R . .
C16 C 0.2698(2) 0.1935(4) 0.1245(6) 0.0484(15) Uani 1 1 d . . .
C17 C 0.4023(2) 0.2290(5) 0.0334(6) 0.0571(18) Uani 1 1 d . . .
C18 C 0.4276(2) 0.2968(4) 0.0513(6) 0.0546(17) Uani 1 1 d . . .
C19 C 0.4082(2) 0.3729(4) 0.0897(6) 0.0584(18) Uani 1 1 d . . .
C20 C 0.3724(2) 0.4094(5) 0.0134(7) 0.0615(19) Uani 1 1 d . . .
H20A H 0.3595 0.3851 -0.0641 0.074 Uiso 1 1 calc R . .
C21 C 0.3548(3) 0.4812(5) 0.0477(9) 0.076(2) Uani 1 1 d . . .
H21A H 0.3305 0.5065 -0.0063 0.091 Uiso 1 1 calc R . .
C22 C 0.3733(3) 0.5150(5) 0.1623(10) 0.081(3) Uani 1 1 d . . .
H22A H 0.3608 0.5629 0.1885 0.097 Uiso 1 1 calc R . .
C23 C 0.4088(3) 0.4805(5) 0.2367(10) 0.086(3) Uani 1 1 d . . .
H23A H 0.4215 0.5052 0.3139 0.104 Uiso 1 1 calc R . .
C24 C 0.4269(3) 0.4098(5) 0.2028(7) 0.071(2) Uani 1 1 d . . .
H24A H 0.4520 0.3863 0.2562 0.085 Uiso 1 1 calc R . .
C25 C 0.4752(3) 0.3007(5) 0.0304(7) 0.066(2) Uani 1 1 d . . .
C26 C 0.4896(3) 0.3661(6) -0.0317(8) 0.090(3) Uani 1 1 d . . .
H26A H 0.4690 0.4084 -0.0575 0.108 Uiso 1 1 calc R . .
C27 C 0.5332(3) 0.3700(7) -0.0561(10) 0.107(3) Uani 1 1 d . . .
H27A H 0.5420 0.4138 -0.1024 0.128 Uiso 1 1 calc R . .
C28 C 0.5641(3) 0.3122(7) -0.0150(10) 0.095(3) Uani 1 1 d . . .
H28A H 0.5941 0.3151 -0.0333 0.115 Uiso 1 1 calc R . .
C29 C 0.5513(3) 0.2496(5) 0.0536(10) 0.087(3) Uani 1 1 d . . .
H29A H 0.5730 0.2104 0.0868 0.104 Uiso 1 1 calc R . .
C30 C 0.5074(2) 0.2435(5) 0.0741(8) 0.070(2) Uani 1 1 d . . .
H30A H 0.4989 0.1990 0.1193 0.084 Uiso 1 1 calc R . .
C31 C 0.4195(2) 0.1590(5) -0.0319(6) 0.0611(18) Uani 1 1 d . . .
C32 C 0.4286(2) 0.1682(5) -0.1541(7) 0.070(2) Uani 1 1 d . . .
H32A H 0.4237 0.2180 -0.1959 0.084 Uiso 1 1 calc R . .
C33 C 0.4449(3) 0.1038(6) -0.2142(8) 0.083(3) Uani 1 1 d . . .
H33A H 0.4504 0.1093 -0.2980 0.100 Uiso 1 1 calc R . .
C34 C 0.4529(3) 0.0322(6) -0.1531(9) 0.083(3) Uani 1 1 d . . .
H34A H 0.4650 -0.0108 -0.1942 0.100 Uiso 1 1 calc R . .
C35 C 0.4437(3) 0.0220(5) -0.0316(8) 0.076(2) Uani 1 1 d . . .
H35A H 0.4492 -0.0277 0.0103 0.091 Uiso 1 1 calc R . .
C36 C 0.4263(2) 0.0864(5) 0.0274(7) 0.066(2) Uani 1 1 d . . .
H36A H 0.4190 0.0799 0.1094 0.079 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
S1 C1 1.725(7) . ?
S1 C7 1.743(6) . ?
O1 C8 1.203(7) . ?
O2 C16 1.375(7) . ?
O2 C8 1.386(7) . ?
N1 C7 1.322(8) . ?
N1 C6 1.387(8) . ?
C1 C2 1.398(9) . ?
C1 C6 1.401(9) . ?
C2 C3 1.376(10) . ?
C3 C4 1.388(11) . ?
C4 C5 1.383(9) . ?
C5 C6 1.389(9) . ?
C7 C9 1.438(8) . ?
C8 C9 1.480(9) . ?
C9 C10 1.344(8) . ?
C10 C11 1.434(8) . ?
C11 C12 1.383(8) . ?
C11 C16 1.390(9) . ?
C12 C13 1.389(9) . ?
C13 C14 1.374(9) . ?
C13 C17 1.495(9) . ?
C14 C15 1.392(9) . ?
C15 C16 1.369(8) . ?
C17 C18 1.362(10) . ?
C17 C31 1.505(9) . ?
C18 C25 1.477(9) . ?
C18 C19 1.491(10) . ?
C19 C20 1.376(10) . ?
C19 C24 1.395(10) . ?
C20 C21 1.391(10) . ?
C21 C22 1.386(12) . ?
C22 C23 1.347(12) . ?
C23 C24 1.381(11) . ?
C25 C30 1.386(10) . ?
C25 C26 1.392(11) . ?
C26 C27 1.372(11) . ?
C27 C28 1.361(13) . ?
C28 C29 1.378(12) . ?
C29 C30 1.368(11) . ?
C31 C36 1.377(10) . ?
C31 C32 1.397(9) . ?
C32 C33 1.390(11) . ?
C33 C34 1.372(12) . ?
C34 C35 1.393(12) . ?
C35 C36 1.401(10) . ?

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
C1 S1 C7 89.5(3) . . ?
C16 O2 C8 122.4(5) . . ?
C7 N1 C6 110.9(5) . . ?
C2 C1 C6 120.2(7) . . ?
C2 C1 S1 129.7(6) . . ?
C6 C1 S1 110.0(5) . . ?
C3 C2 C1 119.0(7) . . ?
C2 C3 C4 120.3(7) . . ?
C5 C4 C3 121.8(7) . . ?
C4 C5 C6 118.2(7) . . ?
N1 C6 C5 124.9(6) . . ?
N1 C6 C1 114.6(6) . . ?
C5 C6 C1 120.5(6) . . ?
N1 C7 C9 120.1(6) . . ?
N1 C7 S1 115.0(5) . . ?
C9 C7 S1 124.8(5) . . ?
O1 C8 O2 117.5(6) . . ?
O1 C8 C9 125.6(6) . . ?
O2 C8 C9 116.9(5) . . ?
C10 C9 C7 122.2(6) . . ?
C10 C9 C8 119.6(6) . . ?
C7 C9 C8 118.2(6) . . ?
C9 C10 C11 122.2(6) . . ?
C12 C11 C16 118.8(6) . . ?
C12 C11 C10 123.5(6) . . ?
C16 C11 C10 117.6(6) . . ?
C11 C12 C13 121.5(7) . . ?
C14 C13 C12 117.6(6) . . ?
C14 C13 C17 120.0(6) . . ?
C12 C13 C17 122.3(7) . . ?
C13 C14 C15 122.5(6) . . ?
C16 C15 C14 118.2(6) . . ?
C15 C16 O2 117.5(6) . . ?
C15 C16 C11 121.2(6) . . ?
O2 C16 C11 121.3(5) . . ?
C18 C17 C13 125.5(6) . . ?
C18 C17 C31 119.7(6) . . ?
C13 C17 C31 114.7(6) . . ?
C17 C18 C25 122.7(6) . . ?
C17 C18 C19 121.7(6) . . ?
C25 C18 C19 115.6(6) . . ?
C20 C19 C24 118.6(7) . . ?
C20 C19 C18 121.0(7) . . ?
C24 C19 C18 120.4(7) . . ?
C19 C20 C21 121.2(8) . . ?
C22 C21 C20 118.7(8) . . ?
C23 C22 C21 120.5(8) . . ?
C22 C23 C24 121.2(9) . . ?
C23 C24 C19 119.7(8) . . ?
C30 C25 C26 117.3(7) . . ?
C30 C25 C18 123.2(7) . . ?
C26 C25 C18 119.5(7) . . ?
C27 C26 C25 120.7(9) . . ?
C28 C27 C26 121.1(10) . . ?
C27 C28 C29 119.0(8) . . ?
C30 C29 C28 120.3(9) . . ?
C29 C30 C25 121.4(8) . . ?
C36 C31 C32 119.9(7) . . ?
C36 C31 C17 120.7(6) . . ?
C32 C31 C17 119.4(7) . . ?
C33 C32 C31 119.5(8) . . ?
C34 C33 C32 120.4(8) . . ?
C33 C34 C35 120.8(8) . . ?
C34 C35 C36 118.6(8) . . ?
C31 C36 C35 120.7(7) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        67.98
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.089
####################################################################### 
# 
# 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_ic20004
_database_code_depnum_ccdc_archive 'CCDC 2175655'
loop_
_audit_author_name
_audit_author_address
'Chi-Hua Wu'
;National Taiwan University
Taiwan
;
_audit_update_record             
;
2022-05-30 deposited with the CCDC.	2022-07-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20.50 H20 N2 O2.50 S'
_chemical_formula_weight         366.44

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   4.66470(10)
_cell_length_b                   20.4684(8)
_cell_length_c                   19.0563(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.234(3)
_cell_angle_gamma                90
_cell_volume                     1808.72(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3999
_cell_measurement_theta_min      3.3660
_cell_measurement_theta_max      28.4960

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             772
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.199
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98383
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.2496
_diffrn_reflns_number            9600
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.930
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4005
_reflns_number_gt                3004
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4005
_refine_ls_number_parameters     264
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1694
_refine_ls_wR_factor_gt          0.1482
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.005
_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 0.81156(10) 0.41374(3) 0.82017(3) 0.0224(2) Uani 1 1 d . . . . .
O1 O 0.4808(3) 0.31113(8) 0.84556(8) 0.0262(4) Uani 1 1 d . . . . .
O2 O 0.1261(3) 0.26339(8) 0.77941(8) 0.0202(4) Uani 1 1 d . . . . .
N1 N 0.6403(4) 0.44588(9) 0.69014(10) 0.0219(4) Uani 1 1 d . . . . .
N2 N -0.5439(4) 0.21877(10) 0.52364(10) 0.0222(4) Uani 1 1 d . . . . .
C1 C 0.9760(4) 0.47961(11) 0.78419(13) 0.0247(5) Uani 1 1 d . . . . .
C2 C 1.1989(5) 0.51876(12) 0.81586(14) 0.0289(6) Uani 1 1 d . . . . .
H2A H 1.280834 0.511125 0.862988 0.035 Uiso 1 1 calc R U . . .
C3 C 1.2957(5) 0.56896(13) 0.77617(16) 0.0329(6) Uani 1 1 d . . . . .
H3A H 1.448831 0.596044 0.796074 0.039 Uiso 1 1 calc R U . . .
C4 C 1.1729(5) 0.58050(12) 0.70762(17) 0.0348(6) Uani 1 1 d . . . . .
H4A H 1.240374 0.616158 0.682045 0.042 Uiso 1 1 calc R U . . .
C5 C 0.9549(5) 0.54140(12) 0.67563(15) 0.0307(6) Uani 1 1 d . . . . .
H5A H 0.874757 0.549280 0.628410 0.037 Uiso 1 1 calc R U . . .
C6 C 0.8555(4) 0.48981(11) 0.71485(13) 0.0234(5) Uani 1 1 d . . . . .
C7 C 0.5946(4) 0.40420(11) 0.73946(12) 0.0198(5) Uani 1 1 d . . . . .
C8 C 0.3763(4) 0.35253(10) 0.72899(12) 0.0181(5) Uani 1 1 d . . . . .
C9 C 0.2121(4) 0.34442(11) 0.66645(12) 0.0187(5) Uani 1 1 d . . . . .
H9A H 0.240697 0.372329 0.627989 0.022 Uiso 1 1 calc R U . . .
C10 C -0.0041(4) 0.29443(11) 0.65735(11) 0.0174(5) Uani 1 1 d . . . . .
C11 C -0.1746(4) 0.28295(11) 0.59335(12) 0.0191(5) Uani 1 1 d . . . . .
H11A H -0.149689 0.309513 0.553580 0.023 Uiso 1 1 calc R U . . .
C12 C -0.3821(4) 0.23281(11) 0.58695(11) 0.0185(5) Uani 1 1 d . . . . .
C13 C -0.4198(4) 0.19697(11) 0.64880(12) 0.0192(5) Uani 1 1 d . . . . .
H13A H -0.563704 0.163964 0.646551 0.023 Uiso 1 1 calc R U . . .
C14 C -0.2547(4) 0.20827(11) 0.71240(12) 0.0199(5) Uani 1 1 d . . . . .
H14A H -0.285126 0.183481 0.753078 0.024 Uiso 1 1 calc R U . . .
C15 C -0.0443(4) 0.25625(11) 0.71591(11) 0.0175(5) Uani 1 1 d . . . . .
C16 C 0.3392(4) 0.30938(11) 0.78865(12) 0.0196(5) Uani 1 1 d . . . . .
C17 C -0.7195(5) 0.16005(12) 0.51592(13) 0.0256(5) Uani 1 1 d . . . . .
H17A H -0.855223 0.163745 0.472403 0.031 Uiso 1 1 calc R U . . .
H17B H -0.835191 0.156908 0.556384 0.031 Uiso 1 1 calc R U . . .
C18 C -0.5433(6) 0.09758(13) 0.51220(14) 0.0357(6) Uani 1 1 d . . . . .
H18A H -0.673471 0.059891 0.507024 0.054 Uiso 1 1 calc R U . . .
H18B H -0.431685 0.099786 0.471562 0.054 Uiso 1 1 calc R U . . .
H18C H -0.411637 0.092943 0.555609 0.054 Uiso 1 1 calc R U . . .
C19 C -0.4712(5) 0.24900(13) 0.45842(12) 0.0258(5) Uani 1 1 d . . . . .
H19A H -0.522375 0.218489 0.418724 0.031 Uiso 1 1 calc R U . . .
H19B H -0.260277 0.256281 0.462112 0.031 Uiso 1 1 calc R U . . .
C20 C -0.6228(5) 0.31315(14) 0.44221(15) 0.0353(6) Uani 1 1 d . . . . .
H20A H -0.565514 0.330908 0.398057 0.053 Uiso 1 1 calc R U . . .
H20B H -0.831918 0.306215 0.437308 0.053 Uiso 1 1 calc R U . . .
H20C H -0.569623 0.344035 0.480729 0.053 Uiso 1 1 calc R U . . .
O3 O 0.432(3) 0.4681(6) 0.5417(5) 0.079(3) Uani 0.25 1 d D U P A -1
H3 H 0.414445 0.471657 0.584920 0.118 Uiso 0.25 1 calc DR U P A -1
C21 C 0.709(4) 0.4447(10) 0.5333(9) 0.098(5) Uani 0.25 1 d D U P A -1
H21A H 0.846816 0.461358 0.571541 0.147 Uiso 0.25 1 calc R U P A -1
H21B H 0.765067 0.459466 0.487804 0.147 Uiso 0.25 1 calc R U P A -1
H21C H 0.708141 0.396812 0.534579 0.147 Uiso 0.25 1 calc R U P A -1
O4 O 0.652(2) 0.4897(5) 0.4926(5) 0.068(3) Uani 0.25 1 d D U P B -2
H4 H 0.654335 0.461866 0.460252 0.101 Uiso 0.25 1 calc DR U P B -2
C22 C 0.878(4) 0.5330(8) 0.4894(7) 0.081(4) Uani 0.25 1 d D U P B -2
H22A H 0.841811 0.572615 0.516010 0.122 Uiso 0.25 1 calc R U P B -2
H22B H 0.893729 0.544514 0.440048 0.122 Uiso 0.25 1 calc R U P B -2
H22C H 1.058098 0.512702 0.509878 0.122 Uiso 0.25 1 calc R U P B -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 C1 1.729(2) . ?
S1 C7 1.758(2) . ?
O1 C16 1.208(3) . ?
O2 C16 1.366(3) . ?
O2 C15 1.381(2) . ?
N1 C7 1.304(3) . ?
N1 C6 1.391(3) . ?
N2 C12 1.382(3) . ?
N2 C17 1.453(3) . ?
N2 C19 1.461(3) . ?
C1 C6 1.394(3) . ?
C1 C2 1.397(3) . ?
C2 C3 1.381(4) . ?
C3 C4 1.388(4) . ?
C4 C5 1.383(4) . ?
C5 C6 1.401(3) . ?
C7 C8 1.467(3) . ?
C8 C9 1.355(3) . ?
C8 C16 1.465(3) . ?
C9 C10 1.434(3) . ?
C10 C15 1.392(3) . ?
C10 C11 1.402(3) . ?
C11 C12 1.407(3) . ?
C12 C13 1.415(3) . ?
C13 C14 1.383(3) . ?
C14 C15 1.385(3) . ?
C17 C18 1.526(4) . ?
C19 C20 1.507(4) . ?
O3 C21 1.401(15) . ?
O4 C22 1.383(15) . ?

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
C1 S1 C7 88.72(11) . . ?
C16 O2 C15 121.81(17) . . ?
C7 N1 C6 110.32(19) . . ?
C12 N2 C17 120.59(19) . . ?
C12 N2 C19 119.97(18) . . ?
C17 N2 C19 116.40(18) . . ?
C6 C1 C2 121.9(2) . . ?
C6 C1 S1 109.99(16) . . ?
C2 C1 S1 128.1(2) . . ?
C3 C2 C1 117.6(2) . . ?
C2 C3 C4 121.1(2) . . ?
C5 C4 C3 121.7(2) . . ?
C4 C5 C6 118.1(3) . . ?
N1 C6 C1 115.2(2) . . ?
N1 C6 C5 125.1(2) . . ?
C1 C6 C5 119.7(2) . . ?
N1 C7 C8 122.6(2) . . ?
N1 C7 S1 115.75(16) . . ?
C8 C7 S1 121.62(17) . . ?
C9 C8 C16 120.4(2) . . ?
C9 C8 C7 121.7(2) . . ?
C16 C8 C7 117.91(19) . . ?
C8 C9 C10 121.1(2) . . ?
C15 C10 C11 119.37(19) . . ?
C15 C10 C9 117.26(19) . . ?
C11 C10 C9 123.4(2) . . ?
C10 C11 C12 121.2(2) . . ?
N2 C12 C11 122.2(2) . . ?
N2 C12 C13 120.92(19) . . ?
C11 C12 C13 116.90(19) . . ?
C14 C13 C12 122.4(2) . . ?
C13 C14 C15 119.0(2) . . ?
O2 C15 C14 117.05(19) . . ?
O2 C15 C10 121.88(18) . . ?
C14 C15 C10 121.06(19) . . ?
O1 C16 O2 117.1(2) . . ?
O1 C16 C8 125.4(2) . . ?
O2 C16 C8 117.46(19) . . ?
N2 C17 C18 113.40(18) . . ?
N2 C19 C20 113.35(19) . . ?

_refine_diff_density_max         0.700
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.069



