# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_KGU_24_03_a
_database_code_depnum_ccdc_archive 'CCDC 2354878'
loop_
_audit_author_name
_audit_author_address
' Huiyeong Ju'
;Korea Basic Science Institute (KBSI) Western Seoul Center
South Korea
;
_audit_update_record             
;
2024-05-13 deposited with the CCDC.	2024-07-03 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         'C24 H21 N O6 S'
_chemical_formula_sum            'C24 H21 N O6 S'
_chemical_formula_weight         451.48

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

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

_cell_length_a                   9.792(2)
_cell_length_b                   10.139(3)
_cell_length_c                   21.399(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2124.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5652
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      21.06

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.122
_exptl_absorpt_coefficient_mu    0.195
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6646
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41951
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.903
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5282
_reflns_number_gt                3413
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.764
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0306P)²+0.3463P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1100 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.03(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5282
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0844
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.32232(9) 0.67242(9) 0.58099(4) 0.0404(2) Uani 1 1 d . . . . .
N1 N 0.4315(3) 0.5637(3) 0.55046(13) 0.0359(7) Uani 1 1 d . . . . .
O1 O 0.1867(2) 0.6421(2) 0.56089(11) 0.0517(7) Uani 1 1 d . . . . .
O2 O 0.3714(2) 0.8042(2) 0.57036(11) 0.0467(6) Uani 1 1 d . . . . .
O3 O 0.6207(2) 0.4583(2) 0.59312(11) 0.0411(6) Uani 1 1 d . . . . .
O4 O 0.4057(3) 0.6833(3) 0.41510(12) 0.0580(7) Uani 1 1 d . . . . .
O5 O 0.4692(3) 0.2821(2) 0.52877(12) 0.0501(7) Uani 1 1 d . . . . .
O6 O 0.3296(3) 0.2756(3) 0.61141(13) 0.0656(8) Uani 1 1 d . . . . .
C1 C 0.3447(3) 0.6231(3) 0.65911(16) 0.0367(8) Uani 1 1 d . . . . .
C2 C 0.2897(3) 0.6802(3) 0.71126(16) 0.0412(9) Uani 1 1 d . . . . .
H2 H 0.234261 0.755552 0.707978 0.049 Uiso 1 1 calc R U . . .
C3 C 0.3179(4) 0.6237(3) 0.76990(16) 0.0399(8) Uani 1 1 d . . . . .
C4 C 0.2624(4) 0.6753(4) 0.82631(18) 0.0511(10) Uani 1 1 d . . . . .
H4 H 0.208900 0.752279 0.825039 0.061 Uiso 1 1 calc R U . . .
C5 C 0.2856(4) 0.6151(4) 0.88180(19) 0.0544(11) Uani 1 1 d . . . . .
H5 H 0.247519 0.650338 0.918502 0.065 Uiso 1 1 calc R U . . .
C6 C 0.3660(4) 0.5004(4) 0.88514(18) 0.0497(10) Uani 1 1 d . . . . .
H6 H 0.380116 0.458665 0.923836 0.060 Uiso 1 1 calc R U . . .
C7 C 0.4233(4) 0.4498(4) 0.83256(17) 0.0480(10) Uani 1 1 d . . . . .
H7 H 0.478929 0.374505 0.835449 0.058 Uiso 1 1 calc R U . . .
C8 C 0.4005(4) 0.5086(3) 0.77344(17) 0.0402(9) Uani 1 1 d . . . . .
C9 C 0.4552(4) 0.4542(4) 0.71788(16) 0.0419(9) Uani 1 1 d . . . . .
H9 H 0.510974 0.378887 0.720009 0.050 Uiso 1 1 calc R U . . .
C10 C 0.4278(4) 0.5101(3) 0.66143(16) 0.0353(8) Uani 1 1 d . . . . .
C11 C 0.4769(3) 0.4642(3) 0.59808(16) 0.0373(9) Uani 1 1 d . . . . .
C12 C 0.5574(4) 0.6162(3) 0.51991(16) 0.0407(9) Uani 1 1 d . . . . .
H12 H 0.549661 0.712811 0.514227 0.049 Uiso 1 1 calc R U . . .
C13 C 0.6645(4) 0.5852(3) 0.56956(17) 0.0466(9) Uani 1 1 d . . . . .
H13A H 0.756034 0.579835 0.551255 0.056 Uiso 1 1 calc R U . . .
H13B H 0.664434 0.651884 0.602700 0.056 Uiso 1 1 calc R U . . .
C14 C 0.5828(4) 0.5501(4) 0.45761(17) 0.0440(9) Uani 1 1 d . . . . .
H14A H 0.679366 0.560762 0.446596 0.053 Uiso 1 1 calc R U . . .
H14B H 0.564910 0.455459 0.461906 0.053 Uiso 1 1 calc R U . . .
C15 C 0.4966(4) 0.6035(4) 0.40511(17) 0.0431(9) Uani 1 1 d . . . . .
C16 C 0.5274(4) 0.5585(4) 0.33997(18) 0.0446(9) Uani 1 1 d . . . . .
C17 C 0.6338(4) 0.4717(4) 0.32685(19) 0.0558(11) Uani 1 1 d . . . . .
H17 H 0.689018 0.439389 0.359377 0.067 Uiso 1 1 calc R U . . .
C18 C 0.6582(5) 0.4329(5) 0.2658(2) 0.0694(13) Uani 1 1 d . . . . .
H18 H 0.730866 0.375243 0.256951 0.083 Uiso 1 1 calc R U . . .
C19 C 0.5769(6) 0.4784(5) 0.2178(2) 0.0752(14) Uani 1 1 d . . . . .
H19 H 0.593087 0.450811 0.176495 0.090 Uiso 1 1 calc R U . . .
C20 C 0.4720(5) 0.5641(5) 0.2307(2) 0.0665(13) Uani 1 1 d . . . . .
H20 H 0.416718 0.595469 0.197995 0.080 Uiso 1 1 calc R U . . .
C21 C 0.4472(4) 0.6045(4) 0.29093(18) 0.0540(11) Uani 1 1 d . . . . .
H21 H 0.375457 0.663707 0.299064 0.065 Uiso 1 1 calc R U . . .
C22 C 0.4174(3) 0.3284(3) 0.58112(16) 0.0375(8) Uani 1 1 d . . . . .
C23 C 0.4141(4) 0.1586(4) 0.50520(17) 0.0501(10) Uani 1 1 d . . . . .
H23A H 0.317256 0.168536 0.494620 0.060 Uiso 1 1 calc R U . . .
H23B H 0.423104 0.088792 0.536628 0.060 Uiso 1 1 calc R U . . .
C24 C 0.4956(4) 0.1255(5) 0.4481(2) 0.0720(14) Uani 1 1 d . . . . .
H24A H 0.462264 0.043696 0.430282 0.108 Uiso 1 1 calc R U . . .
H24B H 0.590979 0.115619 0.459422 0.108 Uiso 1 1 calc R U . . .
H24C H 0.486333 0.195883 0.417706 0.108 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 O1 1.430(3) . ?
S1 O2 1.438(2) . ?
S1 N1 1.669(3) . ?
S1 C1 1.759(3) . ?
N1 C12 1.493(4) . ?
N1 C11 1.501(4) . ?
O3 C11 1.412(4) . ?
O3 C13 1.446(4) . ?
O4 C15 1.221(4) . ?
O5 C22 1.316(4) . ?
O5 C23 1.454(4) . ?
O6 C22 1.202(4) . ?
C1 C2 1.368(5) . ?
C1 C10 1.406(4) . ?
C2 C3 1.407(5) . ?
C2 H2 0.9400 . ?
C3 C8 1.422(5) . ?
C3 C4 1.424(5) . ?
C4 C5 1.355(5) . ?
C4 H4 0.9400 . ?
C5 C6 1.406(5) . ?
C5 H5 0.9400 . ?
C6 C7 1.358(5) . ?
C6 H6 0.9400 . ?
C7 C8 1.416(5) . ?
C7 H7 0.9400 . ?
C8 C9 1.416(5) . ?
C9 C10 1.361(5) . ?
C9 H9 0.9400 . ?
C10 C11 1.512(5) . ?
C11 C22 1.539(5) . ?
C12 C14 1.513(5) . ?
C12 C13 1.525(5) . ?
C12 H12 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.506(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.497(5) . ?
C16 C21 1.391(5) . ?
C16 C17 1.393(5) . ?
C17 C18 1.386(6) . ?
C17 H17 0.9400 . ?
C18 C19 1.379(6) . ?
C18 H18 0.9400 . ?
C19 C20 1.374(6) . ?
C19 H19 0.9400 . ?
C20 C21 1.374(6) . ?
C20 H20 0.9400 . ?
C21 H21 0.9400 . ?
C23 C24 1.497(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 117.53(15) . . ?
O1 S1 N1 109.63(16) . . ?
O2 S1 N1 109.74(15) . . ?
O1 S1 C1 109.93(16) . . ?
O2 S1 C1 111.90(16) . . ?
N1 S1 C1 95.98(15) . . ?
C12 N1 C11 107.0(3) . . ?
C12 N1 S1 117.7(2) . . ?
C11 N1 S1 111.6(2) . . ?
C11 O3 C13 106.5(3) . . ?
C22 O5 C23 117.3(3) . . ?
C2 C1 C10 123.0(3) . . ?
C2 C1 S1 127.3(3) . . ?
C10 C1 S1 109.7(3) . . ?
C1 C2 C3 118.6(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C8 119.6(3) . . ?
C2 C3 C4 122.1(3) . . ?
C8 C3 C4 118.3(3) . . ?
C5 C4 C3 120.9(4) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 120.1(4) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 121.1(4) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C7 121.8(3) . . ?
C9 C8 C3 119.3(3) . . ?
C7 C8 C3 118.9(3) . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C1 119.0(3) . . ?
C9 C10 C11 127.2(3) . . ?
C1 C10 C11 113.8(3) . . ?
O3 C11 N1 105.8(3) . . ?
O3 C11 C10 113.4(3) . . ?
N1 C11 C10 107.9(3) . . ?
O3 C11 C22 108.8(3) . . ?
N1 C11 C22 109.2(3) . . ?
C10 C11 C22 111.5(3) . . ?
N1 C12 C14 111.3(3) . . ?
N1 C12 C13 100.9(3) . . ?
C14 C12 C13 114.2(3) . . ?
N1 C12 H12 110.0 . . ?
C14 C12 H12 110.0 . . ?
C13 C12 H12 110.0 . . ?
O3 C13 C12 102.9(3) . . ?
O3 C13 H13A 111.2 . . ?
C12 C13 H13A 111.2 . . ?
O3 C13 H13B 111.2 . . ?
C12 C13 H13B 111.2 . . ?
H13A C13 H13B 109.1 . . ?
C15 C14 C12 114.0(3) . . ?
C15 C14 H14A 108.8 . . ?
C12 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C12 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
O4 C15 C16 120.8(3) . . ?
O4 C15 C14 121.0(3) . . ?
C16 C15 C14 118.2(3) . . ?
C21 C16 C17 118.8(4) . . ?
C21 C16 C15 119.1(4) . . ?
C17 C16 C15 122.1(4) . . ?
C18 C17 C16 119.9(4) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C19 C18 C17 120.6(5) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 119.6(5) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.6(4) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C16 120.5(4) . . ?
C20 C21 H21 119.8 . . ?
C16 C21 H21 119.8 . . ?
O6 C22 O5 125.2(3) . . ?
O6 C22 C11 122.8(3) . . ?
O5 C22 C11 111.9(3) . . ?
O5 C23 C24 106.1(3) . . ?
O5 C23 H23A 110.5 . . ?
C24 C23 H23A 110.5 . . ?
O5 C23 H23B 110.5 . . ?
C24 C23 H23B 110.5 . . ?
H23A C23 H23B 108.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.179
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_KGU_24_06_a
_database_code_depnum_ccdc_archive 'CCDC 2360339'
loop_
_audit_author_name
_audit_author_address
' Huiyeong Ju'
;Korea Basic Science Institute (KBSI) Western Seoul Center
South Korea
;
_audit_update_record             
;
2024-06-03 deposited with the CCDC.	2024-07-03 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         'C21 H21 N O6 S'
_chemical_formula_sum            'C21 H21 N O6 S'
_chemical_formula_weight         415.45

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      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   8.4145(3)
_cell_length_b                   8.4145(3)
_cell_length_c                   56.119(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3973.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    7737
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      20.77

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    0.202
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6765
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            98435
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_av_R_equivalents  0.1444
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -74
_diffrn_reflns_limit_l_max       74
_diffrn_reflns_theta_min         2.448
_diffrn_reflns_theta_max         28.275
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4926
_reflns_number_gt                2955
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.633
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0357P)²+1.6889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 879 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.03(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4926
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1172
_refine_ls_wR_factor_gt          0.0918
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.55077(11) 0.14970(12) 0.45343(2) 0.0420(2) Uani 1 1 d . . . . .
O1 O 0.9409(3) 0.2917(3) 0.45704(4) 0.0432(6) Uani 1 1 d . . . . .
O2 O 0.6872(3) 0.5820(3) 0.43320(5) 0.0576(8) Uani 1 1 d . . . . .
O3 O 0.9067(3) 0.6058(3) 0.45583(5) 0.0527(7) Uani 1 1 d . . . . .
O4 O 0.7478(4) 0.2008(4) 0.36498(5) 0.0708(10) Uani 1 1 d . . . . .
O006 O 0.5926(4) -0.0153(3) 0.45434(5) 0.0653(9) Uani 1 1 d . . . . .
O007 O 0.3957(3) 0.1831(4) 0.44448(5) 0.0707(10) Uani 1 1 d . . . . .
N1 N 0.6834(4) 0.2585(4) 0.43964(5) 0.0429(8) Uani 1 1 d . . . . .
C1 C 0.5840(4) 0.2415(4) 0.48095(6) 0.0388(9) Uani 1 1 d . . . . .
C2 C 0.4980(5) 0.2166(5) 0.50166(7) 0.0467(10) Uani 1 1 d . . . . .
H2 H 0.413404 0.143685 0.502240 0.056 Uiso 1 1 calc R U . . .
C3 C 0.5424(5) 0.3042(5) 0.52148(7) 0.0544(11) Uani 1 1 d . . . . .
H3 H 0.487073 0.290402 0.535884 0.065 Uiso 1 1 calc R U . . .
C4 C 0.6668(6) 0.4116(5) 0.52042(7) 0.0549(11) Uani 1 1 d . . . . .
H4 H 0.693583 0.470775 0.534047 0.066 Uiso 1 1 calc R U . . .
C5 C 0.7520(5) 0.4332(5) 0.49969(7) 0.0482(10) Uani 1 1 d . . . . .
H5 H 0.837088 0.505422 0.499120 0.058 Uiso 1 1 calc R U . . .
C6 C 0.7096(4) 0.3462(4) 0.47968(6) 0.0403(9) Uani 1 1 d . . . . .
C7 C 0.7851(4) 0.3528(4) 0.45523(6) 0.0376(8) Uani 1 1 d . . . . .
C8 C 1.0143(4) 0.2766(5) 0.43383(7) 0.0478(10) Uani 1 1 d . . . . .
H8A H 1.121856 0.233667 0.435641 0.057 Uiso 1 1 calc R U . . .
H8AB H 1.022682 0.381719 0.426427 0.057 Uiso 1 1 calc R U . . .
C9 C 0.9181(5) 0.1680(5) 0.41787(7) 0.0495(10) Uani 1 1 d . . . . .
H9A H 0.918647 0.060288 0.424512 0.059 Uiso 1 1 calc R U . . .
H9AB H 0.967449 0.163784 0.402067 0.059 Uiso 1 1 calc R U . . .
C10 C 0.7476(4) 0.2252(5) 0.41547(6) 0.0413(9) Uani 1 1 d . . . . .
H10 H 0.749083 0.326561 0.406508 0.050 Uiso 1 1 calc R U . . .
C11 C 0.7858(5) 0.5271(5) 0.44613(7) 0.0429(9) Uani 1 1 d . . . . .
C12 C 0.9197(6) 0.7745(5) 0.45003(9) 0.0684(14) Uani 1 1 d . . . . .
H12A H 0.976222 0.787557 0.434882 0.082 Uiso 1 1 calc R U . . .
H12B H 0.813418 0.820637 0.448311 0.082 Uiso 1 1 calc R U . . .
C13 C 1.0054(9) 0.8557(6) 0.46887(13) 0.126(3) Uani 1 1 d . . . . .
H13A H 1.009454 0.968607 0.465419 0.190 Uiso 1 1 calc R U . . .
H13B H 1.112615 0.813962 0.469866 0.190 Uiso 1 1 calc R U . . .
H13C H 0.951313 0.838917 0.483928 0.190 Uiso 1 1 calc R U . . .
C14 C 0.6431(5) 0.1079(5) 0.40170(7) 0.0549(11) Uani 1 1 d . . . . .
H14A H 0.640925 0.005557 0.410024 0.066 Uiso 1 1 calc R U . . .
H14B H 0.534108 0.148541 0.400859 0.066 Uiso 1 1 calc R U . . .
C15 C 0.7084(5) 0.0851(5) 0.37658(7) 0.0501(11) Uani 1 1 d . . . . .
C16 C 0.7233(5) -0.0781(5) 0.36664(7) 0.0438(10) Uani 1 1 d . . . . .
C17 C 0.7989(5) -0.0984(5) 0.34476(7) 0.0518(11) Uani 1 1 d . . . . .
H17 H 0.838659 -0.009673 0.336513 0.062 Uiso 1 1 calc R U . . .
C18 C 0.8155(5) -0.2490(6) 0.33516(7) 0.0593(12) Uani 1 1 d . . . . .
H18 H 0.867660 -0.261572 0.320466 0.071 Uiso 1 1 calc R U . . .
C19 C 0.7565(5) -0.3813(6) 0.34684(8) 0.0581(12) Uani 1 1 d . . . . .
H19 H 0.767006 -0.482939 0.340083 0.070 Uiso 1 1 calc R U . . .
C20 C 0.6824(5) -0.3618(6) 0.36842(8) 0.0630(12) Uani 1 1 d . . . . .
H20 H 0.642012 -0.450760 0.376548 0.076 Uiso 1 1 calc R U . . .
C21 C 0.6669(5) -0.2118(5) 0.37830(8) 0.0577(12) Uani 1 1 d . . . . .
H21 H 0.617077 -0.200530 0.393195 0.069 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 O007 1.426(3) . ?
S1 O006 1.433(3) . ?
S1 N1 1.638(3) . ?
S1 C1 1.750(4) . ?
O1 C7 1.412(4) . ?
O1 C8 1.447(4) . ?
O2 C11 1.195(4) . ?
O3 C11 1.331(5) . ?
O3 C12 1.461(5) . ?
O4 C15 1.217(5) . ?
N1 C7 1.459(5) . ?
N1 C10 1.487(4) . ?
C1 C6 1.377(5) . ?
C1 C2 1.385(5) . ?
C2 C3 1.385(5) . ?
C2 H2 0.9400 . ?
C3 C4 1.385(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.378(5) . ?
C4 H4 0.9400 . ?
C5 C6 1.387(5) . ?
C5 H5 0.9400 . ?
C6 C7 1.513(5) . ?
C7 C11 1.553(5) . ?
C8 C9 1.513(5) . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C9 C10 1.520(5) . ?
C9 H9A 0.9800 . ?
C9 H9AB 0.9800 . ?
C10 C14 1.531(5) . ?
C10 H10 0.9900 . ?
C12 C13 1.451(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 C15 1.525(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.487(5) . ?
C16 C21 1.386(6) . ?
C16 C17 1.393(5) . ?
C17 C18 1.384(6) . ?
C17 H17 0.9400 . ?
C18 C19 1.384(6) . ?
C18 H18 0.9400 . ?
C19 C20 1.372(6) . ?
C19 H19 0.9400 . ?
C20 C21 1.384(6) . ?
C20 H20 0.9400 . ?
C21 H21 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O007 S1 O006 115.4(2) . . ?
O007 S1 N1 110.29(19) . . ?
O006 S1 N1 113.02(18) . . ?
O007 S1 C1 111.71(17) . . ?
O006 S1 C1 110.92(17) . . ?
N1 S1 C1 93.52(17) . . ?
C7 O1 C8 111.3(3) . . ?
C11 O3 C12 116.7(3) . . ?
C7 N1 C10 115.9(3) . . ?
C7 N1 S1 114.9(2) . . ?
C10 N1 S1 125.0(2) . . ?
C6 C1 C2 122.8(4) . . ?
C6 C1 S1 111.0(3) . . ?
C2 C1 S1 126.2(3) . . ?
C1 C2 C3 116.9(4) . . ?
C1 C2 H2 121.6 . . ?
C3 C2 H2 121.6 . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 118.7(4) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C5 119.5(3) . . ?
C1 C6 C7 113.2(3) . . ?
C5 C6 C7 127.3(4) . . ?
O1 C7 N1 112.9(3) . . ?
O1 C7 C6 108.2(3) . . ?
N1 C7 C6 106.1(3) . . ?
O1 C7 C11 111.4(3) . . ?
N1 C7 C11 108.6(3) . . ?
C6 C7 C11 109.6(3) . . ?
O1 C8 C9 110.9(3) . . ?
O1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.5 . . ?
O1 C8 H8AB 109.4 . . ?
C9 C8 H8AB 109.5 . . ?
H8A C8 H8AB 108.0 . . ?
C8 C9 C10 111.5(3) . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9AB 109.3 . . ?
C10 C9 H9AB 109.3 . . ?
H9A C9 H9AB 108.0 . . ?
N1 C10 C9 108.8(3) . . ?
N1 C10 C14 111.9(3) . . ?
C9 C10 C14 112.5(3) . . ?
N1 C10 H10 107.8 . . ?
C9 C10 H10 107.8 . . ?
C14 C10 H10 107.8 . . ?
O2 C11 O3 126.0(4) . . ?
O2 C11 C7 124.2(4) . . ?
O3 C11 C7 109.7(3) . . ?
C13 C12 O3 109.4(4) . . ?
C13 C12 H12A 109.8 . . ?
O3 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
O3 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C10 109.9(3) . . ?
C15 C14 H14A 109.7 . . ?
C10 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C10 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
O4 C15 C16 121.0(4) . . ?
O4 C15 C14 119.4(4) . . ?
C16 C15 C14 119.6(4) . . ?
C21 C16 C17 118.2(4) . . ?
C21 C16 C15 123.0(4) . . ?
C17 C16 C15 118.8(4) . . ?
C18 C17 C16 120.1(4) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 121.0(4) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C20 C19 C18 119.0(4) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C19 C20 C21 120.3(4) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C16 121.3(4) . . ?
C20 C21 H21 119.4 . . ?
C16 C21 H21 119.4 . . ?

_refine_diff_density_max         0.204
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.049



