# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
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#######################################################################

data_Y
_database_code_depnum_ccdc_archive 'CCDC 2207692'
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 N2 O4 S'
_chemical_formula_weight         432.49

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           114
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'

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

_cell_length_a                   23.1883(6)
_cell_length_b                   23.1883(6)
_cell_length_c                   7.9822(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4292.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9925
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      27.37

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_F_000             1808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.184
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9640
_exptl_absorpt_correction_T_max  0.9693
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60524
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.699
_diffrn_reflns_theta_max         25.574
_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 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4029
_reflns_number_gt                2810
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.773
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.3340P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.018(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.3(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4029
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1224
_refine_ls_R_factor_gt           0.0891
_refine_ls_wR_factor_ref         0.4116
_refine_ls_wR_factor_gt          0.2481
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_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 0.69867(12) 0.50047(10) 0.6459(4) 0.0888(10) Uani 1 1 d . . . . .
O1 O 0.5837(5) 0.8022(6) -0.0936(15) 0.145(4) Uani 1 1 d . . . . .
O2 O 0.5627(5) 0.8678(5) 0.0829(17) 0.138(4) Uani 1 1 d . . . . .
O3 O 0.6699(3) 0.6921(3) 0.7123(9) 0.088(2) Uani 1 1 d . . . . .
O4 O 0.8027(3) 0.6935(3) 0.7714(9) 0.0826(17) Uani 1 1 d . . . . .
N1 N 0.5839(4) 0.8211(6) 0.0485(16) 0.107(3) Uani 1 1 d . . . . .
N2 N 0.7281(3) 0.6488(3) 0.5221(10) 0.0706(18) Uani 1 1 d . . . . .
H2N H 0.7380 0.6460 0.4186 0.085 Uiso 1 1 calc R U . . .
C1 C 0.8564(5) 0.5686(4) 0.6499(17) 0.092(3) Uani 1 1 d . . . . .
H1 H 0.8616 0.5837 0.7568 0.111 Uiso 1 1 calc R U . . .
C2 C 0.8997(6) 0.5359(6) 0.5783(19) 0.109(4) Uani 1 1 d . . . . .
H2 H 0.9335 0.5292 0.6377 0.130 Uiso 1 1 calc R U . . .
C3 C 0.8933(6) 0.5136(5) 0.422(2) 0.110(4) Uani 1 1 d . . . . .
H3 H 0.9223 0.4911 0.3745 0.131 Uiso 1 1 calc R U . . .
C4 C 0.8444(5) 0.5245(4) 0.3357(17) 0.094(3) Uani 1 1 d . . . . .
H4 H 0.8401 0.5095 0.2283 0.113 Uiso 1 1 calc R U . . .
C5 C 0.8004(5) 0.5574(4) 0.4036(11) 0.081(2) Uani 1 1 d . . . . .
H5 H 0.7674 0.5649 0.3410 0.097 Uiso 1 1 calc R U . . .
C6 C 0.8054(4) 0.5793(4) 0.5652(12) 0.072(2) Uani 1 1 d . . . . .
C7 C 0.6642(5) 0.7052(5) 0.2620(14) 0.084(3) Uani 1 1 d . . . . .
H7 H 0.6828 0.6709 0.2349 0.101 Uiso 1 1 calc R U . . .
C8 C 0.6392(5) 0.7374(5) 0.1383(15) 0.089(3) Uani 1 1 d . . . . .
H8 H 0.6405 0.7253 0.0273 0.107 Uiso 1 1 calc R U . . .
C9 C 0.6121(5) 0.7880(5) 0.1807(16) 0.087(3) Uani 1 1 d . . . . .
C10 C 0.6097(5) 0.8070(5) 0.3439(17) 0.089(3) Uani 1 1 d . . . . .
H10 H 0.5915 0.8415 0.3700 0.106 Uiso 1 1 calc R U . . .
C11 C 0.6347(5) 0.7742(4) 0.4685(15) 0.081(2) Uani 1 1 d . . . . .
H11 H 0.6331 0.7865 0.5793 0.097 Uiso 1 1 calc R U . . .
C12 C 0.6620(4) 0.7234(5) 0.4293(13) 0.076(2) Uani 1 1 d . . . . .
C13 C 0.6580(4) 0.5120(4) 0.4592(17) 0.085(3) Uani 1 1 d . . . . .
C14 C 0.6695(5) 0.4754(5) 0.3276(16) 0.086(3) Uani 1 1 d . . . . .
H14 H 0.6994 0.4488 0.3363 0.103 Uiso 1 1 calc R U . . .
C15 C 0.6369(5) 0.4777(5) 0.183(2) 0.101(4) Uani 1 1 d . . . . .
H15 H 0.6438 0.4518 0.0959 0.122 Uiso 1 1 calc R U . . .
C16 C 0.5949(6) 0.5180(6) 0.167(2) 0.115(4) Uani 1 1 d . . . . .
H16 H 0.5737 0.5207 0.0689 0.138 Uiso 1 1 calc R U . . .
C17 C 0.5838(7) 0.5546(7) 0.297(3) 0.135(6) Uani 1 1 d . . . . .
H17 H 0.5551 0.5823 0.2847 0.162 Uiso 1 1 calc R U . . .
C18 C 0.6139(5) 0.5517(6) 0.445(2) 0.111(4) Uani 1 1 d . . . . .
H18 H 0.6047 0.5760 0.5339 0.133 Uiso 1 1 calc R U . . .
C19 C 0.7555(4) 0.6119(4) 0.6452(10) 0.0673(19) Uani 1 1 d . . . . .
C20 C 0.7773(4) 0.6485(4) 0.7937(12) 0.077(2) Uani 1 1 d . . . . .
C21 C 0.7658(7) 0.6196(5) 0.9558(14) 0.100(3) Uani 1 1 d . . . . .
H21A H 0.7387 0.6419 1.0224 0.120 Uiso 1 1 calc R U . . .
H21B H 0.8011 0.6147 1.0191 0.120 Uiso 1 1 calc R U . . .
C22 C 0.7399(7) 0.5610(6) 0.9078(16) 0.105(4) Uani 1 1 d . . . . .
H22A H 0.7697 0.5317 0.9022 0.126 Uiso 1 1 calc R U . . .
H22B H 0.7110 0.5492 0.9885 0.126 Uiso 1 1 calc R U . . .
C23 C 0.7128(5) 0.5709(4) 0.7352(13) 0.082(2) Uani 1 1 d . . . . .
H23 H 0.6760 0.5910 0.7501 0.098 Uiso 1 1 calc R U . . .
C24 C 0.6873(4) 0.6877(4) 0.5667(11) 0.071(2) Uani 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 C13 1.784(13) . ?
S1 C23 1.811(11) . ?
O1 N1 1.216(17) . ?
O2 N1 1.221(17) . ?
O3 C24 1.235(11) . ?
O4 C20 1.211(12) . ?
N1 C9 1.459(17) . ?
N2 C24 1.354(12) . ?
N2 C19 1.450(12) . ?
N2 H2N 0.8600 . ?
C1 C2 1.382(17) . ?
C1 C6 1.385(15) . ?
C1 H1 0.9300 . ?
C2 C3 1.36(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.35(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(15) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(13) . ?
C5 H5 0.9300 . ?
C6 C19 1.522(13) . ?
C7 C8 1.368(16) . ?
C7 C12 1.401(15) . ?
C7 H7 0.9300 . ?
C8 C9 1.374(17) . ?
C8 H8 0.9300 . ?
C9 C10 1.376(19) . ?
C10 C11 1.380(16) . ?
C10 H10 0.9300 . ?
C11 C12 1.373(14) . ?
C11 H11 0.9300 . ?
C12 C24 1.494(14) . ?
C13 C14 1.377(16) . ?
C13 C18 1.381(16) . ?
C14 C15 1.383(19) . ?
C14 H14 0.9300 . ?
C15 C16 1.356(19) . ?
C15 H15 0.9300 . ?
C16 C17 1.36(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.37(2) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.543(13) . ?
C19 C23 1.550(13) . ?
C20 C21 1.481(15) . ?
C21 C22 1.534(17) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.532(18) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23 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
C13 S1 C23 106.8(5) . . ?
O1 N1 O2 121.8(12) . . ?
O1 N1 C9 119.2(13) . . ?
O2 N1 C9 118.9(14) . . ?
C24 N2 C19 121.4(8) . . ?
C24 N2 H2N 119.3 . . ?
C19 N2 H2N 119.3 . . ?
C2 C1 C6 121.1(12) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C3 C2 C1 120.7(14) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C4 C3 C2 119.1(12) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.6(12) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 120.2(12) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 117.3(10) . . ?
C1 C6 C19 122.2(9) . . ?
C5 C6 C19 120.5(9) . . ?
C8 C7 C12 120.5(10) . . ?
C8 C7 H7 119.7 . . ?
C12 C7 H7 119.7 . . ?
C7 C8 C9 118.9(11) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C8 C9 C10 121.6(11) . . ?
C8 C9 N1 118.4(12) . . ?
C10 C9 N1 120.0(12) . . ?
C9 C10 C11 119.3(11) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 120.1(11) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C7 119.5(10) . . ?
C11 C12 C24 119.3(9) . . ?
C7 C12 C24 121.2(9) . . ?
C14 C13 C18 119.5(12) . . ?
C14 C13 S1 116.3(8) . . ?
C18 C13 S1 124.0(10) . . ?
C13 C14 C15 120.6(10) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 119.6(12) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 119.8(14) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 121.9(13) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C17 C18 C13 118.5(14) . . ?
C17 C18 H18 120.7 . . ?
C13 C18 H18 120.7 . . ?
N2 C19 C6 110.0(7) . . ?
N2 C19 C20 109.9(7) . . ?
C6 C19 C20 110.2(7) . . ?
N2 C19 C23 113.4(7) . . ?
C6 C19 C23 112.0(7) . . ?
C20 C19 C23 101.0(7) . . ?
O4 C20 C21 127.3(9) . . ?
O4 C20 C19 121.3(8) . . ?
C21 C20 C19 111.3(8) . . ?
C20 C21 C22 104.6(9) . . ?
C20 C21 H21A 110.8 . . ?
C22 C21 H21A 110.8 . . ?
C20 C21 H21B 110.8 . . ?
C22 C21 H21B 110.8 . . ?
H21A C21 H21B 108.9 . . ?
C23 C22 C21 104.7(10) . . ?
C23 C22 H22A 110.8 . . ?
C21 C22 H22A 110.8 . . ?
C23 C22 H22B 110.8 . . ?
C21 C22 H22B 110.8 . . ?
H22A C22 H22B 108.9 . . ?
C22 C23 C19 104.2(9) . . ?
C22 C23 S1 107.1(8) . . ?
C19 C23 S1 119.2(7) . . ?
C22 C23 H23 108.6 . . ?
C19 C23 H23 108.6 . . ?
S1 C23 H23 108.6 . . ?
O3 C24 N2 122.1(9) . . ?
O3 C24 C12 121.2(9) . . ?
N2 C24 C12 116.7(8) . . ?

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
C6 C1 C2 C3 0(2) . . . . ?
C1 C2 C3 C4 1(2) . . . . ?
C2 C3 C4 C5 -1(2) . . . . ?
C3 C4 C5 C6 -1.2(17) . . . . ?
C2 C1 C6 C5 -2.0(16) . . . . ?
C2 C1 C6 C19 176.0(10) . . . . ?
C4 C5 C6 C1 2.5(14) . . . . ?
C4 C5 C6 C19 -175.6(9) . . . . ?
C12 C7 C8 C9 0.2(17) . . . . ?
C7 C8 C9 C10 0.2(17) . . . . ?
C7 C8 C9 N1 -178.0(10) . . . . ?
O1 N1 C9 C8 2.2(18) . . . . ?
O2 N1 C9 C8 -175.6(11) . . . . ?
O1 N1 C9 C10 -176.0(13) . . . . ?
O2 N1 C9 C10 6.1(17) . . . . ?
C8 C9 C10 C11 -0.6(17) . . . . ?
N1 C9 C10 C11 177.6(10) . . . . ?
C9 C10 C11 C12 0.5(16) . . . . ?
C10 C11 C12 C7 -0.1(16) . . . . ?
C10 C11 C12 C24 -178.2(9) . . . . ?
C8 C7 C12 C11 -0.3(16) . . . . ?
C8 C7 C12 C24 177.8(10) . . . . ?
C23 S1 C13 C14 143.9(8) . . . . ?
C23 S1 C13 C18 -41.2(11) . . . . ?
C18 C13 C14 C15 -0.6(17) . . . . ?
S1 C13 C14 C15 174.6(9) . . . . ?
C13 C14 C15 C16 2.7(19) . . . . ?
C14 C15 C16 C17 -2(2) . . . . ?
C15 C16 C17 C18 -1(3) . . . . ?
C16 C17 C18 C13 3(3) . . . . ?
C14 C13 C18 C17 -2(2) . . . . ?
S1 C13 C18 C17 -176.8(13) . . . . ?
C24 N2 C19 C6 -171.6(7) . . . . ?
C24 N2 C19 C20 -50.1(10) . . . . ?
C24 N2 C19 C23 62.2(11) . . . . ?
C1 C6 C19 N2 142.3(9) . . . . ?
C5 C6 C19 N2 -39.7(11) . . . . ?
C1 C6 C19 C20 20.9(12) . . . . ?
C5 C6 C19 C20 -161.1(8) . . . . ?
C1 C6 C19 C23 -90.7(10) . . . . ?
C5 C6 C19 C23 87.3(11) . . . . ?
N2 C19 C20 O4 -44.6(12) . . . . ?
C6 C19 C20 O4 76.8(12) . . . . ?
C23 C19 C20 O4 -164.7(9) . . . . ?
N2 C19 C20 C21 138.5(10) . . . . ?
C6 C19 C20 C21 -100.1(11) . . . . ?
C23 C19 C20 C21 18.4(11) . . . . ?
O4 C20 C21 C22 -172.4(11) . . . . ?
C19 C20 C21 C22 4.2(14) . . . . ?
C20 C21 C22 C23 -25.8(14) . . . . ?
C21 C22 C23 C19 37.9(13) . . . . ?
C21 C22 C23 S1 165.0(9) . . . . ?
N2 C19 C23 C22 -151.3(9) . . . . ?
C6 C19 C23 C22 83.6(10) . . . . ?
C20 C19 C23 C22 -33.7(11) . . . . ?
N2 C19 C23 S1 89.5(9) . . . . ?
C6 C19 C23 S1 -35.7(11) . . . . ?
C20 C19 C23 S1 -153.0(7) . . . . ?
C13 S1 C23 C22 172.0(8) . . . . ?
C13 S1 C23 C19 -70.3(9) . . . . ?
C19 N2 C24 O3 -2.8(13) . . . . ?
C19 N2 C24 C12 180.0(8) . . . . ?
C11 C12 C24 O3 22.6(14) . . . . ?
C7 C12 C24 O3 -155.5(10) . . . . ?
C11 C12 C24 N2 -160.1(9) . . . . ?
C7 C12 C24 N2 21.8(13) . . . . ?

_refine_diff_density_max         0.692
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.091

####################################################################### 
# 
# 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_Y_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2207694'
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 N2 O4 S'
_chemical_formula_weight         354.37

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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   9.2811(6)
_cell_length_b                   17.0181(11)
_cell_length_c                   12.0473(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.312(2)
_cell_angle_gamma                90
_cell_volume                     1760.37(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      27.42

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.208
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9595
_exptl_absorpt_correction_T_max  0.9654
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  graphite
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48870
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.666
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4021
_reflns_number_gt                2467
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0708P)²+1.0530P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4021
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1855
_refine_ls_wR_factor_gt          0.1460
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
C1 C 0.03006(18) 0.48698(12) -0.16139(12) 0.0673(7) Uani 1 1 d G . . . .
C2 C 0.01565(15) 0.42228(10) -0.09594(14) 0.0650(7) Uani 1 1 d G . . . .
H2 H -0.0769 0.3917 -0.1241 0.078 Uiso 1 1 calc R U . . .
C3 C 0.13663(18) 0.40233(9) 0.01074(14) 0.0583(6) Uani 1 1 d G . . . .
H3 H 0.1268 0.3581 0.0555 0.070 Uiso 1 1 calc R U . . .
C4 C 0.27202(16) 0.44709(10) 0.05198(12) 0.0548(6) Uani 1 1 d G . . . .
C5 C 0.28644(17) 0.51179(10) -0.01346(15) 0.0684(7) Uani 1 1 d G . . . .
H5 H 0.3790 0.5424 0.0147 0.082 Uiso 1 1 calc R U . . .
C6 C 0.1655(2) 0.53174(10) -0.12015(15) 0.0738(8) Uani 1 1 d G . . . .
H6 H 0.1753 0.5760 -0.1649 0.089 Uiso 1 1 calc R U . . .
C7 C 0.4054(3) 0.42741(17) 0.1620(2) 0.0574(6) Uani 1 1 d . . . . .
C8 C 0.2544(2) 0.19061(13) 0.29631(17) 0.0732(8) Uani 1 1 d G . . . .
C9 C 0.1140(3) 0.23126(13) 0.2551(2) 0.0952(11) Uani 1 1 d G . . . .
H9 H 0.0952 0.2709 0.3035 0.114 Uiso 1 1 calc R U . . .
C10 C 0.0011(2) 0.21394(16) 0.1431(2) 0.1147(15) Uani 1 1 d G . . . .
H10 H -0.0948 0.2417 0.1149 0.138 Uiso 1 1 calc R U . . .
C11 C 0.0287(3) 0.15598(19) 0.07226(18) 0.1132(15) Uani 1 1 d G . . . .
H11 H -0.0485 0.1442 -0.0043 0.136 Uiso 1 1 calc R U . . .
C12 C 0.1691(3) 0.11534(16) 0.1135(2) 0.1148(14) Uani 1 1 d G . . . .
H12 H 0.1879 0.0757 0.0651 0.138 Uiso 1 1 calc R U . . .
C13 C 0.2820(2) 0.13265(14) 0.2255(2) 0.0903(10) Uani 1 1 d G . . . .
H13 H 0.3779 0.1049 0.2536 0.108 Uiso 1 1 calc R U . . .
C14 C 0.4888(3) 0.34944(15) 0.3386(2) 0.0534(6) Uani 1 1 d . . . . .
C15 C 0.6023(3) 0.2999(2) 0.3142(3) 0.0725(8) Uani 1 1 d . . . . .
C16 C 0.4218(3) 0.31382(17) 0.4254(2) 0.0621(7) Uani 1 1 d . . . . .
H16 H 0.3192 0.3391 0.4118 0.074 Uiso 1 1 calc R U . . .
C17 C 0.5497(4) 0.35619(19) 0.5289(2) 0.0713(8) Uani 1 1 d . . . . .
H17A H 0.5122 0.3817 0.5867 0.086 Uiso 1 1 calc R U . . .
H17B H 0.6430 0.3236 0.5707 0.086 Uiso 1 1 calc R U . . .
C18 C 0.5672(3) 0.41243(17) 0.4353(2) 0.0634(7) Uani 1 1 d . . . . .
H18A H 0.6767 0.4237 0.4470 0.076 Uiso 1 1 calc R U . . .
H18B H 0.5063 0.4615 0.4248 0.076 Uiso 1 1 calc R U . . .
N1 N -0.0966(4) 0.5083(2) -0.2707(2) 0.0870(9) Uani 1 1 d . . . . .
N2 N 0.6936(4) 0.2618(3) 0.2993(3) 0.1195(13) Uani 1 1 d . . . . .
O1 O -0.2188(3) 0.47319(18) -0.2977(2) 0.1132(10) Uani 1 1 d . . . . .
O2 O -0.0758(4) 0.5626(2) -0.3286(3) 0.1338(12) Uani 1 1 d . . . . .
O3 O 0.5328(2) 0.45553(15) 0.19190(18) 0.0844(7) Uani 1 1 d . . . . .
O4 O 0.36805(19) 0.37252(10) 0.22765(14) 0.0563(5) Uani 1 1 d . . . . .
S1 S 0.40362(11) 0.21038(5) 0.43782(8) 0.0913(4) Uani 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
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 N1 1.440(3) . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 C7 1.468(3) . ?
C5 C6 1.3900 . ?
C7 O3 1.197(3) . ?
C7 O4 1.351(3) . ?
C8 C9 1.3900 . ?
C8 C13 1.3900 . ?
C8 S1 1.7733(19) . ?
C9 C10 1.3900 . ?
C10 C11 1.3900 . ?
C11 C12 1.3900 . ?
C12 C13 1.3900 . ?
C14 O4 1.435(3) . ?
C14 C15 1.463(4) . ?
C14 C16 1.531(4) . ?
C14 C18 1.547(3) . ?
C15 N2 1.135(4) . ?
C16 C17 1.536(4) . ?
C16 S1 1.780(3) . ?
C17 C18 1.534(4) . ?
N1 O1 1.212(4) . ?
N1 O2 1.216(4) . ?

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
C2 C1 C6 120.0 . . ?
C2 C1 N1 119.8(2) . . ?
C6 C1 N1 120.2(2) . . ?
C3 C2 C1 120.0 . . ?
C2 C3 C4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 C7 117.59(14) . . ?
C3 C4 C7 122.39(15) . . ?
C4 C5 C6 120.0 . . ?
C5 C6 C1 120.0 . . ?
O3 C7 O4 122.9(2) . . ?
O3 C7 C4 125.3(2) . . ?
O4 C7 C4 111.73(19) . . ?
C9 C8 C13 120.0 . . ?
C9 C8 S1 122.21(15) . . ?
C13 C8 S1 117.79(15) . . ?
C10 C9 C8 120.0 . . ?
C9 C10 C11 120.0 . . ?
C12 C11 C10 120.0 . . ?
C11 C12 C13 120.0 . . ?
C12 C13 C8 120.0 . . ?
O4 C14 C15 109.8(2) . . ?
O4 C14 C16 111.63(19) . . ?
C15 C14 C16 114.8(2) . . ?
O4 C14 C18 119.3(2) . . ?
C15 C14 C18 112.4(2) . . ?
C16 C14 C18 87.51(19) . . ?
N2 C15 C14 177.7(3) . . ?
C14 C16 C17 88.8(2) . . ?
C14 C16 S1 121.7(2) . . ?
C17 C16 S1 117.7(2) . . ?
C18 C17 C16 87.81(19) . . ?
C17 C18 C14 88.3(2) . . ?
O1 N1 O2 123.8(3) . . ?
O1 N1 C1 118.5(3) . . ?
O2 N1 C1 117.6(3) . . ?
C7 O4 C14 116.80(18) . . ?
C8 S1 C16 99.86(12) . . ?

_refine_diff_density_max         0.506
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_Y_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2207693'
_audit_update_record             
;
2022-09-16 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 N2 O6 S'
_chemical_formula_weight         464.48

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'
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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'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                   28.9553(14)
_cell_length_b                   9.2913(4)
_cell_length_c                   21.3693(18)
_cell_angle_alpha                90
_cell_angle_beta                 129.8880(10)
_cell_angle_gamma                90
_cell_volume                     4411.2(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9948
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      27.43

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             1936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.191
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9627
_exptl_absorpt_correction_T_max  0.9682
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47966
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.817
_diffrn_reflns_theta_max         27.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5050
_reflns_number_gt                3175
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0700P)²+4.8828P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0023(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5050
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1723
_refine_ls_wR_factor_gt          0.1359
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
C1 C -0.09111(11) 0.0944(3) 0.75465(15) 0.0559(6) Uani 1 1 d . . . . .
C2 C -0.03916(12) 0.0212(3) 0.7904(2) 0.0723(8) Uani 1 1 d . . . . .
H2 H -0.0395 -0.0864 0.7752 0.087 Uiso 1 1 d R U . . .
C3 C 0.01480(11) 0.0929(3) 0.84483(18) 0.0648(7) Uani 1 1 d . . . . .
H3 H 0.0542 0.0422 0.8696 0.078 Uiso 1 1 d R U . . .
C4 C 0.01615(10) 0.2355(3) 0.86146(14) 0.0500(6) Uani 1 1 d . . . . .
C5 C -0.03749(13) 0.3034(3) 0.8276(3) 0.0997(13) Uani 1 1 d . . . . .
H5 H -0.0379 0.3971 0.8496 0.120 Uiso 1 1 d R U . . .
C6 C -0.09186(13) 0.2326(3) 0.7738(2) 0.0994(13) Uani 1 1 d . . . . .
H6 H -0.1333 0.2829 0.7525 0.119 Uiso 1 1 d R U . . .
C7 C 0.12445(12) 0.3665(4) 1.10313(15) 0.0634(7) Uani 1 1 d . . . . .
C8 C 0.06562(13) 0.3222(4) 1.06041(18) 0.0752(9) Uani 1 1 d . . . . .
H8 H 0.0309 0.3921 1.0279 0.090 Uiso 1 1 d R U . . .
C9 C 0.05401(16) 0.1787(5) 1.0641(2) 0.0905(10) Uani 1 1 d . . . . .
H9 H 0.0043 0.1438 1.0245 0.109 Uiso 1 1 d R U . . .
C10 C 0.10106(19) 0.0821(5) 1.1089(2) 0.0960(11) Uani 1 1 d . . . . .
H10 H 0.0910 -0.0260 1.1132 0.115 Uiso 1 1 d R U . . .
C11 C 0.15945(17) 0.1282(5) 1.1521(2) 0.0937(11) Uani 1 1 d . . . . .
H11 H 0.1949 0.0609 1.1928 0.112 Uiso 1 1 d R U . . .
C12 C 0.17191(14) 0.2706(4) 1.14987(18) 0.0777(9) Uani 1 1 d . . . . .
H12 H 0.2158 0.3098 1.1875 0.093 Uiso 1 1 d R U . . .
C13 C 0.15583(11) 0.5295(3) 0.92063(14) 0.0506(6) Uani 1 1 d . . . . .
C14 C 0.20915(12) 0.4531(3) 0.96068(18) 0.0628(7) Uani 1 1 d . . . . .
H14 H 0.2304 0.4189 1.0194 0.075 Uiso 1 1 d R U . . .
C15 C 0.23518(14) 0.4334(4) 0.9249(2) 0.0756(9) Uani 1 1 d . . . . .
H15 H 0.2811 0.3823 0.9586 0.091 Uiso 1 1 d R U . . .
C16 C 0.20932(19) 0.4903(4) 0.8505(3) 0.0861(11) Uani 1 1 d . . . . .
H16 H 0.2323 0.4781 0.8277 0.103 Uiso 1 1 d R U . . .
C17 C 0.1567(2) 0.5661(4) 0.8095(2) 0.0867(11) Uani 1 1 d . . . . .
H17 H 0.1336 0.6041 0.7498 0.104 Uiso 1 1 d R U . . .
C18 C 0.12949(15) 0.5849(3) 0.84437(17) 0.0693(8) Uani 1 1 d . . . . .
H18 H 0.0942 0.6333 0.8193 0.083 Uiso 1 1 d R U . . .
C19 C 0.12439(9) 0.5512(3) 0.95742(14) 0.0460(5) Uani 1 1 d . . . . .
C20 C 0.17107(10) 0.5581(3) 1.05093(14) 0.0510(6) Uani 1 1 d . . . . .
H20 H 0.2035 0.4737 1.0818 0.061 Uiso 1 1 d R U . . .
C21 C 0.19921(12) 0.7095(3) 1.06689(17) 0.0653(7) Uani 1 1 d . . . . .
H21A H 0.2186 0.7468 1.1243 0.078 Uiso 1 1 d R U . . .
H21B H 0.2297 0.6948 1.0617 0.078 Uiso 1 1 d R U . . .
C22 C 0.14879(13) 0.8064(3) 0.99958(19) 0.0718(8) Uani 1 1 d . . . . .
H22A H 0.1619 0.8676 0.9715 0.086 Uiso 1 1 d R U . . .
H22B H 0.1291 0.8694 1.0197 0.086 Uiso 1 1 d R U . . .
C23 C 0.09955(12) 0.7056(3) 0.93663(16) 0.0588(6) Uani 1 1 d . . . . .
C24 C 0.07597(10) 0.3097(3) 0.91691(14) 0.0502(6) Uani 1 1 d . . . . .
N1 N -0.14951(11) 0.0225(3) 0.69558(16) 0.0734(7) Uani 1 1 d . . . . .
N2 N 0.07349(8) 0.4544(2) 0.92029(12) 0.0487(5) Uani 1 1 d . . . . .
H2N H 0.0341 0.5040 0.8845 0.058 Uiso 1 1 d R U . . .
O1 O -0.19371(10) 0.0761(3) 0.68031(16) 0.1012(8) Uani 1 1 d . . . . .
O2 O -0.15081(12) -0.0851(3) 0.6637(2) 0.1353(13) Uani 1 1 d . . . . .
O3 O 0.12341(8) 0.2439(2) 0.95596(12) 0.0675(5) Uani 1 1 d . . . . .
O4 O 0.04805(9) 0.7350(2) 0.87978(13) 0.0799(6) Uani 1 1 d . . . . .
O5 O 0.18665(11) 0.5928(3) 1.18392(13) 0.0931(8) Uani 1 1 d . . . . .
O6 O 0.08379(9) 0.6287(3) 1.05384(14) 0.0802(6) Uani 1 1 d . . . . .
S1 S 0.13947(3) 0.54938(9) 1.10113(4) 0.0656(3) Uani 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
C1 C6 1.352(4) . ?
C1 C2 1.355(4) . ?
C1 N1 1.470(3) . ?
C2 C3 1.381(4) . ?
C3 C4 1.366(4) . ?
C4 C5 1.376(4) . ?
C4 C24 1.499(3) . ?
C5 C6 1.383(4) . ?
C7 C8 1.382(4) . ?
C7 C12 1.385(4) . ?
C7 S1 1.761(3) . ?
C8 C9 1.389(5) . ?
C9 C10 1.380(5) . ?
C10 C11 1.376(5) . ?
C11 C12 1.380(5) . ?
C13 C18 1.381(4) . ?
C13 C14 1.387(4) . ?
C13 C19 1.551(3) . ?
C14 C15 1.388(4) . ?
C15 C16 1.357(5) . ?
C16 C17 1.368(5) . ?
C17 C18 1.401(5) . ?
C19 N2 1.453(3) . ?
C19 C20 1.536(3) . ?
C19 C23 1.537(4) . ?
C20 C21 1.550(4) . ?
C20 S1 1.804(2) . ?
C21 C22 1.522(4) . ?
C22 C23 1.503(4) . ?
C23 O4 1.204(3) . ?
C24 O3 1.219(3) . ?
C24 N2 1.351(3) . ?
N1 O2 1.197(4) . ?
N1 O1 1.207(3) . ?
O5 S1 1.435(2) . ?
O6 S1 1.440(2) . ?

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
C6 C1 C2 122.3(2) . . ?
C6 C1 N1 117.3(2) . . ?
C2 C1 N1 120.4(2) . . ?
C1 C2 C3 118.7(3) . . ?
C4 C3 C2 121.0(2) . . ?
C3 C4 C5 118.3(2) . . ?
C3 C4 C24 118.5(2) . . ?
C5 C4 C24 123.2(2) . . ?
C4 C5 C6 121.2(3) . . ?
C1 C6 C5 118.2(3) . . ?
C8 C7 C12 121.2(3) . . ?
C8 C7 S1 119.4(2) . . ?
C12 C7 S1 119.4(2) . . ?
C7 C8 C9 119.3(3) . . ?
C10 C9 C8 119.8(3) . . ?
C11 C10 C9 120.3(4) . . ?
C10 C11 C12 120.8(4) . . ?
C11 C12 C7 118.7(3) . . ?
C18 C13 C14 118.2(3) . . ?
C18 C13 C19 119.4(2) . . ?
C14 C13 C19 122.4(2) . . ?
C13 C14 C15 120.7(3) . . ?
C16 C15 C14 120.5(3) . . ?
C15 C16 C17 120.2(3) . . ?
C16 C17 C18 119.9(3) . . ?
C13 C18 C17 120.5(3) . . ?
N2 C19 C20 118.3(2) . . ?
N2 C19 C23 107.29(18) . . ?
C20 C19 C23 101.25(19) . . ?
N2 C19 C13 111.23(18) . . ?
C20 C19 C13 110.62(18) . . ?
C23 C19 C13 107.0(2) . . ?
C19 C20 C21 102.9(2) . . ?
C19 C20 S1 114.40(15) . . ?
C21 C20 S1 107.80(18) . . ?
C22 C21 C20 106.2(2) . . ?
C23 C22 C21 105.2(2) . . ?
O4 C23 C22 127.7(3) . . ?
O4 C23 C19 123.4(2) . . ?
C22 C23 C19 108.9(2) . . ?
O3 C24 N2 122.5(2) . . ?
O3 C24 C4 122.3(2) . . ?
N2 C24 C4 115.2(2) . . ?
O2 N1 O1 123.4(3) . . ?
O2 N1 C1 117.9(3) . . ?
O1 N1 C1 118.7(3) . . ?
C24 N2 C19 125.13(19) . . ?
O5 S1 O6 118.25(15) . . ?
O5 S1 C7 107.23(15) . . ?
O6 S1 C7 109.16(14) . . ?
O5 S1 C20 105.99(12) . . ?
O6 S1 C20 109.03(12) . . ?
C7 S1 C20 106.57(12) . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.043

