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

data_Cmpd_5TFA
_database_code_depnum_ccdc_archive 'CCDC 2326011'
loop_
_audit_author_name
_audit_author_address
'Yasuhide Inokuma'
;Hokkaido University
Japan
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H23 N2 O S2, C2 F3 O2, C2 H F3 O2'
_chemical_formula_sum            'C23 H24 F6 N2 O5 S2'
_chemical_formula_weight         586.56

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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5263(4)
_cell_length_b                   11.7269(7)
_cell_length_c                   12.6306(8)
_cell_angle_alpha                114.566(6)
_cell_angle_beta                 109.613(5)
_cell_angle_gamma                93.736(4)
_cell_volume                     1297.04(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9480
_cell_measurement_theta_min      1.9470
_cell_measurement_theta_max      30.9420

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.286
_shelx_estimated_absorpt_T_min   0.917
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_T_min  0.23429
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            26459
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.934
_diffrn_reflns_theta_max         26.500
_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             5367
_reflns_number_gt                4541
_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 1.171.41.110a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0630P)²+1.2776P] 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         5367
_refine_ls_number_parameters     350
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1263
_refine_ls_wR_factor_gt          0.1220
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_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
O1 O 0.48039(15) 0.84107(14) 0.27971(14) 0.0197(3) Uani 1 1 d . . . . .
C1 C 0.3694(2) 0.8274(2) 0.17454(19) 0.0193(4) Uani 1 1 d . . . . .
C2 C 0.2549(2) 0.7546(2) 0.1609(2) 0.0235(4) Uani 1 1 d . . . . .
H1 H 0.164688 0.733276 0.096926 0.028 Uiso 1 1 calc R U . . .
C3 C 0.2911(2) 0.71333(19) 0.26027(18) 0.0168(4) Uani 1 1 d . . . . .
H2 H 0.232268 0.662188 0.275152 0.020 Uiso 1 1 calc R U . . .
C4 C 0.4357(2) 0.7688(2) 0.3282(2) 0.0205(4) Uani 1 1 d . . . . .
C5 C 0.5503(2) 0.7570(2) 0.4315(2) 0.0211(4) Uani 1 1 d . . . . .
C6 C 0.6350(2) 0.8917(2) 0.5403(2) 0.0268(5) Uani 1 1 d . . . . .
H3 H 0.674832 0.940302 0.507172 0.040 Uiso 1 1 calc R U . . .
H4 H 0.709920 0.882744 0.605642 0.040 Uiso 1 1 calc R U . . .
H5 H 0.574113 0.938000 0.577463 0.040 Uiso 1 1 calc R U . . .
C7 C 0.4880(3) 0.6778(3) 0.4803(2) 0.0293(5) Uani 1 1 d . . . . .
H6 H 0.426065 0.722079 0.517211 0.044 Uiso 1 1 calc R U . . .
H7 H 0.562859 0.668158 0.545206 0.044 Uiso 1 1 calc R U . . .
H8 H 0.435293 0.592277 0.409621 0.044 Uiso 1 1 calc R U . . .
C8 C 0.6467(2) 0.6884(2) 0.37424(19) 0.0188(4) Uani 1 1 d . . . . .
C9 C 0.70289(19) 0.58202(19) 0.37877(18) 0.0161(4) Uani 1 1 d . . . . .
H21 H 0.689748 0.539743 0.425501 0.019 Uiso 1 1 calc R U . . .
S1 S 0.79531(6) 0.54325(5) 0.28932(6) 0.02650(15) Uani 1 1 d . . . . .
C10 C 0.7639(2) 0.65973(19) 0.24511(19) 0.0191(4) Uani 1 1 d . . . . .
N1 N 0.68911(18) 0.72757(17) 0.30084(16) 0.0184(4) Uani 1 1 d . . . . .
H23 H 0.667414 0.794923 0.291339 0.022 Uiso 1 1 calc R U . . .
C11 C 0.8070(2) 0.6880(2) 0.1530(2) 0.0215(4) Uani 1 1 d . . . . .
C12 C 0.9299(2) 0.8073(2) 0.2306(2) 0.0281(5) Uani 1 1 d . . . . .
H9 H 1.008543 0.788788 0.284271 0.042 Uiso 1 1 calc R U . . .
H10 H 0.902467 0.880539 0.284245 0.042 Uiso 1 1 calc R U . . .
H11 H 0.957129 0.828556 0.172770 0.042 Uiso 1 1 calc R U . . .
C13 C 0.8467(3) 0.5716(3) 0.0700(2) 0.0351(6) Uani 1 1 d . . . . .
H12 H 0.927763 0.555276 0.123265 0.053 Uiso 1 1 calc R U . . .
H13 H 0.869194 0.588755 0.007915 0.053 Uiso 1 1 calc R U . . .
H14 H 0.768708 0.495685 0.025225 0.053 Uiso 1 1 calc R U . . .
C14 C 0.6821(2) 0.7182(2) 0.0738(2) 0.0193(4) Uani 1 1 d . . . . .
S2 S 0.59960(6) 0.64007(6) -0.08853(5) 0.02891(15) Uani 1 1 d . . . . .
C15 C 0.4746(2) 0.7242(2) -0.0799(2) 0.0229(4) Uani 1 1 d . . . . .
H22 H 0.398275 0.716180 -0.151372 0.027 Uiso 1 1 calc R U . . .
C16 C 0.4985(2) 0.8041(2) 0.04244(19) 0.0181(4) Uani 1 1 d . . . . .
N2 N 0.62037(17) 0.80312(16) 0.12833(16) 0.0173(3) Uani 1 1 d . . . . .
C17 C 0.4052(2) 0.8825(2) 0.0961(2) 0.0200(4) Uani 1 1 d . . . . .
C18 C 0.4836(2) 1.0244(2) 0.1800(2) 0.0244(5) Uani 1 1 d . . . . .
H15 H 0.423785 1.074489 0.215451 0.037 Uiso 1 1 calc R U . . .
H16 H 0.509728 1.057832 0.128900 0.037 Uiso 1 1 calc R U . . .
H17 H 0.567465 1.031920 0.249271 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2717(2) 0.8689(3) -0.0107(2) 0.0288(5) Uani 1 1 d . . . . .
H18 H 0.224232 0.777344 -0.065116 0.043 Uiso 1 1 calc R U . . .
H19 H 0.294676 0.904913 -0.061273 0.043 Uiso 1 1 calc R U . . .
H20 H 0.210782 0.915637 0.025929 0.043 Uiso 1 1 calc R U . . .
C20 C 0.8739(2) 0.7797(2) 0.8237(2) 0.0272(5) Uani 1 1 d . . . . .
F1 F 0.94135(19) 0.84999(16) 0.79115(18) 0.0489(4) Uani 1 1 d . . . . .
F2 F 0.74082(16) 0.78255(16) 0.77841(15) 0.0418(4) Uani 1 1 d . . . . .
F3 F 0.92005(17) 0.83968(15) 0.94936(14) 0.0425(4) Uani 1 1 d . . . . .
C21 C 0.8918(2) 0.6409(2) 0.7725(2) 0.0252(5) Uani 1 1 d . . . . .
O2 O 0.9553(2) 0.60489(19) 0.84691(18) 0.0436(5) Uani 1 1 d . . . . .
O3 O 0.8345(2) 0.57889(18) 0.65214(16) 0.0380(4) Uani 1 1 d . . . . .
C22 C 0.8744(2) 0.1693(2) 0.4070(2) 0.0247(5) Uani 1 1 d . . . . .
F4 F 1.01090(14) 0.18134(14) 0.46178(15) 0.0402(4) Uani 1 1 d . . . . .
F5 F 0.83618(15) 0.10333(13) 0.28281(13) 0.0323(3) Uani 1 1 d . . . . .
F6 F 0.81272(17) 0.09614(14) 0.44166(14) 0.0397(4) Uani 1 1 d . . . . .
C23 C 0.8374(2) 0.3017(2) 0.4474(2) 0.0248(5) Uani 1 1 d . . . . .
O4 O 0.7786(2) 0.33228(18) 0.36646(17) 0.0420(5) Uani 1 1 d . . . . .
O5 O 0.87367(18) 0.36174(16) 0.56683(16) 0.0306(4) Uani 1 1 d . . . . .
H24 H 0.854094 0.434094 0.586917 0.046 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.374(2) . ?
O1 C1 1.383(2) . ?
C1 C2 1.347(3) . ?
C1 C17 1.513(3) . ?
C2 C3 1.471(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.416(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.514(3) . ?
C5 C8 1.521(3) . ?
C5 C7 1.530(3) . ?
C5 C6 1.539(3) . ?
C6 H3 0.9800 . ?
C6 H4 0.9800 . ?
C6 H5 0.9800 . ?
C7 H6 0.9800 . ?
C7 H7 0.9800 . ?
C7 H8 0.9800 . ?
C8 N1 1.369(3) . ?
C8 C9 1.429(3) . ?
C9 S1 1.673(2) . ?
C9 H21 0.9500 . ?
S1 C10 1.690(2) . ?
C10 N1 1.318(3) . ?
C10 C11 1.525(3) . ?
N1 H23 0.8800 . ?
C11 C13 1.522(3) . ?
C11 C14 1.526(3) . ?
C11 C12 1.538(3) . ?
C12 H9 0.9800 . ?
C12 H10 0.9800 . ?
C12 H11 0.9800 . ?
C13 H12 0.9800 . ?
C13 H13 0.9800 . ?
C13 H14 0.9800 . ?
C14 N2 1.305(3) . ?
C14 S2 1.713(2) . ?
S2 C15 1.700(2) . ?
C15 C16 1.354(3) . ?
C15 H22 0.9500 . ?
C16 N2 1.379(3) . ?
C16 C17 1.521(3) . ?
C17 C19 1.529(3) . ?
C17 C18 1.531(3) . ?
C18 H15 0.9800 . ?
C18 H16 0.9800 . ?
C18 H17 0.9800 . ?
C19 H18 0.9800 . ?
C19 H19 0.9800 . ?
C19 H20 0.9800 . ?
C20 F1 1.324(3) . ?
C20 F3 1.326(3) . ?
C20 F2 1.332(3) . ?
C20 C21 1.533(3) . ?
C21 O2 1.205(3) . ?
C21 O3 1.270(3) . ?
C22 F5 1.322(3) . ?
C22 F6 1.335(3) . ?
C22 F4 1.337(3) . ?
C22 C23 1.541(3) . ?
C23 O4 1.211(3) . ?
C23 O5 1.270(3) . ?
O5 H24 0.8400 . ?

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
C4 O1 C1 108.24(16) . . ?
C2 C1 O1 109.08(18) . . ?
C2 C1 C17 135.19(19) . . ?
O1 C1 C17 115.33(17) . . ?
C1 C2 C3 109.46(19) . . ?
C1 C2 H1 125.3 . . ?
C3 C2 H1 125.3 . . ?
C4 C3 C2 102.66(17) . . ?
C4 C3 H2 128.7 . . ?
C2 C3 H2 128.7 . . ?
O1 C4 C3 110.40(17) . . ?
O1 C4 C5 114.54(17) . . ?
C3 C4 C5 134.80(19) . . ?
C4 C5 C8 107.94(16) . . ?
C4 C5 C7 109.81(18) . . ?
C8 C5 C7 109.52(18) . . ?
C4 C5 C6 110.30(17) . . ?
C8 C5 C6 108.33(18) . . ?
C7 C5 C6 110.88(18) . . ?
C5 C6 H3 109.5 . . ?
C5 C6 H4 109.5 . . ?
H3 C6 H4 109.5 . . ?
C5 C6 H5 109.5 . . ?
H3 C6 H5 109.5 . . ?
H4 C6 H5 109.5 . . ?
C5 C7 H6 109.5 . . ?
C5 C7 H7 109.5 . . ?
H6 C7 H7 109.5 . . ?
C5 C7 H8 109.5 . . ?
H6 C7 H8 109.5 . . ?
H7 C7 H8 109.5 . . ?
N1 C8 C9 109.72(17) . . ?
N1 C8 C5 118.62(17) . . ?
C9 C8 C5 131.63(18) . . ?
C8 C9 S1 109.68(14) . . ?
C8 C9 H21 125.2 . . ?
S1 C9 H21 125.2 . . ?
C9 S1 C10 93.75(10) . . ?
N1 C10 C11 121.36(17) . . ?
N1 C10 S1 109.86(15) . . ?
C11 C10 S1 128.75(15) . . ?
C10 N1 C8 116.89(17) . . ?
C10 N1 H23 121.6 . . ?
C8 N1 H23 121.6 . . ?
C13 C11 C10 110.03(18) . . ?
C13 C11 C14 111.37(18) . . ?
C10 C11 C14 106.26(16) . . ?
C13 C11 C12 110.93(19) . . ?
C10 C11 C12 108.37(17) . . ?
C14 C11 C12 109.74(17) . . ?
C11 C12 H9 109.5 . . ?
C11 C12 H10 109.5 . . ?
H9 C12 H10 109.5 . . ?
C11 C12 H11 109.5 . . ?
H9 C12 H11 109.5 . . ?
H10 C12 H11 109.5 . . ?
C11 C13 H12 109.5 . . ?
C11 C13 H13 109.5 . . ?
H12 C13 H13 109.5 . . ?
C11 C13 H14 109.5 . . ?
H12 C13 H14 109.5 . . ?
H13 C13 H14 109.5 . . ?
N2 C14 C11 120.68(18) . . ?
N2 C14 S2 113.14(15) . . ?
C11 C14 S2 125.96(15) . . ?
C15 S2 C14 90.02(10) . . ?
C16 C15 S2 110.97(16) . . ?
C16 C15 H22 124.5 . . ?
S2 C15 H22 124.5 . . ?
C15 C16 N2 113.25(18) . . ?
C15 C16 C17 129.32(19) . . ?
N2 C16 C17 117.17(17) . . ?
C14 N2 C16 112.45(17) . . ?
C1 C17 C16 106.28(16) . . ?
C1 C17 C19 109.36(17) . . ?
C16 C17 C19 110.83(18) . . ?
C1 C17 C18 110.30(17) . . ?
C16 C17 C18 109.63(17) . . ?
C19 C17 C18 110.38(18) . . ?
C17 C18 H15 109.5 . . ?
C17 C18 H16 109.5 . . ?
H15 C18 H16 109.5 . . ?
C17 C18 H17 109.5 . . ?
H15 C18 H17 109.5 . . ?
H16 C18 H17 109.5 . . ?
C17 C19 H18 109.5 . . ?
C17 C19 H19 109.5 . . ?
H18 C19 H19 109.5 . . ?
C17 C19 H20 109.5 . . ?
H18 C19 H20 109.5 . . ?
H19 C19 H20 109.5 . . ?
F1 C20 F3 107.3(2) . . ?
F1 C20 F2 106.93(19) . . ?
F3 C20 F2 107.03(19) . . ?
F1 C20 C21 111.78(19) . . ?
F3 C20 C21 112.17(18) . . ?
F2 C20 C21 111.4(2) . . ?
O2 C21 O3 128.9(2) . . ?
O2 C21 C20 118.8(2) . . ?
O3 C21 C20 112.28(19) . . ?
F5 C22 F6 107.06(18) . . ?
F5 C22 F4 107.55(18) . . ?
F6 C22 F4 106.37(18) . . ?
F5 C22 C23 112.63(18) . . ?
F6 C22 C23 111.19(18) . . ?
F4 C22 C23 111.70(18) . . ?
O4 C23 O5 129.9(2) . . ?
O4 C23 C22 119.0(2) . . ?
O5 C23 C22 111.04(18) . . ?
C23 O5 H24 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 O1 C1 C2 3.6(2) . . . . ?
C4 O1 C1 C17 -170.29(17) . . . . ?
O1 C1 C2 C3 -1.8(2) . . . . ?
C17 C1 C2 C3 170.4(2) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C1 O1 C4 C3 -4.1(2) . . . . ?
C1 O1 C4 C5 170.93(17) . . . . ?
C2 C3 C4 O1 2.9(2) . . . . ?
C2 C3 C4 C5 -170.7(2) . . . . ?
O1 C4 C5 C8 -62.1(2) . . . . ?
C3 C4 C5 C8 111.3(3) . . . . ?
O1 C4 C5 C7 178.58(18) . . . . ?
C3 C4 C5 C7 -8.0(3) . . . . ?
O1 C4 C5 C6 56.1(2) . . . . ?
C3 C4 C5 C6 -130.5(2) . . . . ?
C4 C5 C8 N1 46.4(2) . . . . ?
C7 C5 C8 N1 165.89(19) . . . . ?
C6 C5 C8 N1 -73.1(2) . . . . ?
C4 C5 C8 C9 -131.5(2) . . . . ?
C7 C5 C8 C9 -12.0(3) . . . . ?
C6 C5 C8 C9 109.0(2) . . . . ?
N1 C8 C9 S1 -1.6(2) . . . . ?
C5 C8 C9 S1 176.44(19) . . . . ?
C8 C9 S1 C10 -0.17(15) . . . . ?
C9 S1 C10 N1 1.97(16) . . . . ?
C9 S1 C10 C11 -176.43(19) . . . . ?
C11 C10 N1 C8 175.12(18) . . . . ?
S1 C10 N1 C8 -3.4(2) . . . . ?
C9 C8 N1 C10 3.3(3) . . . . ?
C5 C8 N1 C10 -175.03(18) . . . . ?
N1 C10 C11 C13 -160.5(2) . . . . ?
S1 C10 C11 C13 17.7(3) . . . . ?
N1 C10 C11 C14 -39.9(3) . . . . ?
S1 C10 C11 C14 138.38(17) . . . . ?
N1 C10 C11 C12 78.0(2) . . . . ?
S1 C10 C11 C12 -103.7(2) . . . . ?
C13 C11 C14 N2 170.6(2) . . . . ?
C10 C11 C14 N2 50.8(3) . . . . ?
C12 C11 C14 N2 -66.2(2) . . . . ?
C13 C11 C14 S2 -3.5(3) . . . . ?
C10 C11 C14 S2 -123.33(18) . . . . ?
C12 C11 C14 S2 119.71(19) . . . . ?
N2 C14 S2 C15 -1.48(17) . . . . ?
C11 C14 S2 C15 173.02(19) . . . . ?
C14 S2 C15 C16 -1.15(17) . . . . ?
S2 C15 C16 N2 3.4(2) . . . . ?
S2 C15 C16 C17 -170.40(17) . . . . ?
C11 C14 N2 C16 -171.15(18) . . . . ?
S2 C14 N2 C16 3.7(2) . . . . ?
C15 C16 N2 C14 -4.6(3) . . . . ?
C17 C16 N2 C14 170.02(18) . . . . ?
C2 C1 C17 C16 -107.5(3) . . . . ?
O1 C1 C17 C16 64.3(2) . . . . ?
C2 C1 C17 C19 12.2(3) . . . . ?
O1 C1 C17 C19 -176.02(17) . . . . ?
C2 C1 C17 C18 133.8(3) . . . . ?
O1 C1 C17 C18 -54.5(2) . . . . ?
C15 C16 C17 C1 114.9(2) . . . . ?
N2 C16 C17 C1 -58.7(2) . . . . ?
C15 C16 C17 C19 -3.8(3) . . . . ?
N2 C16 C17 C19 -177.42(18) . . . . ?
C15 C16 C17 C18 -125.9(2) . . . . ?
N2 C16 C17 C18 60.5(2) . . . . ?
F1 C20 C21 O2 113.5(3) . . . . ?
F3 C20 C21 O2 -7.1(3) . . . . ?
F2 C20 C21 O2 -127.0(2) . . . . ?
F1 C20 C21 O3 -66.5(3) . . . . ?
F3 C20 C21 O3 173.0(2) . . . . ?
F2 C20 C21 O3 53.0(3) . . . . ?
F5 C22 C23 O4 0.5(3) . . . . ?
F6 C22 C23 O4 -119.6(2) . . . . ?
F4 C22 C23 O4 121.7(2) . . . . ?
F5 C22 C23 O5 179.02(18) . . . . ?
F6 C22 C23 O5 58.9(2) . . . . ?
F4 C22 C23 O5 -59.8(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C9 H21 O3 0.95 2.57 3.278(2) 131.3 . yes
C9 H21 O4 0.95 2.57 3.041(3) 110.8 . yes
N1 H23 O1 0.88 2.05 2.637(2) 123.2 . yes
N1 H23 N2 0.88 1.99 2.586(2) 123.4 . yes
C15 H22 S1 0.95 2.97 3.435(2) 111.3 2_665 yes
C15 H22 O4 0.95 2.52 3.456(3) 168.3 2_665 yes

_refine_diff_density_max         0.602
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.064


####################################################################### 
# 
# 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_Cmpd_13
_database_code_depnum_ccdc_archive 'CCDC 2326017'
loop_
_audit_author_name
_audit_author_address
'Yasuhide Inokuma'
;Hokkaido University
Japan
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H49 Ag B F4 N7 S4'
_chemical_formula_weight         950.78

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'
N N 0.0061 0.0033 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A b a 2'
_space_group_name_Hall           'A 2 -2ac'

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

_cell_length_a                   18.1946(9)
_cell_length_b                   17.4102(8)
_cell_length_c                   27.3255(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8655.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7383
_cell_measurement_theta_min      1.7900
_cell_measurement_theta_max      30.5670

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_F_000             3920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.714
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_measurement_device_type  'Rigaku (Mo) X-ray DW Source'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19151
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.7822
_diffrn_reflns_theta_max         30.9555
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.806
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.806
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.656
_diffrn_reflns_point_group_measured_fraction_full 0.899
_reflns_number_total             9034
_reflns_number_gt                8254
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.597
_reflns_Friedel_fraction_max     0.500
_reflns_Friedel_fraction_full    0.795

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0515P)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_abs_structure_details 
;
 Flack x determined using 2947 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.034(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9034
_refine_ls_number_parameters     528
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0762
_refine_ls_wR_factor_gt          0.0746
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_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 0.37063(17) 0.31978(18) 0.51745(13) 0.0255(7) Uani 1 1 d . . . . .
C2 C 0.36135(15) 0.2964(2) 0.47024(16) 0.0325(7) Uani 1 1 d . . . . .
H1 H 0.353701 0.328669 0.442663 0.039 Uiso 1 1 calc R U . . .
C3 C 0.36524(15) 0.2143(2) 0.46989(16) 0.0304(7) Uani 1 1 d . . . . .
H2 H 0.360380 0.182130 0.442020 0.036 Uiso 1 1 calc R U . . .
C4 C 0.37723(16) 0.19064(18) 0.51697(12) 0.0227(6) Uani 1 1 d . . . . .
C5 C 0.40493(16) 0.11503(17) 0.53736(13) 0.0237(7) Uani 1 1 d . . . . .
C6 C 0.4096(2) 0.0561(2) 0.49543(17) 0.0391(9) Uani 1 1 d . . . . .
H3 H 0.442516 0.075553 0.469887 0.059 Uiso 1 1 calc R U . . .
H4 H 0.360513 0.047881 0.481625 0.059 Uiso 1 1 calc R U . . .
H5 H 0.428742 0.007391 0.508093 0.059 Uiso 1 1 calc R U . . .
C7 C 0.3536(2) 0.08408(19) 0.57742(16) 0.0356(9) Uani 1 1 d . . . . .
H6 H 0.303967 0.078029 0.564093 0.053 Uiso 1 1 calc R U . . .
H7 H 0.352457 0.120274 0.604873 0.053 Uiso 1 1 calc R U . . .
H8 H 0.371765 0.034202 0.588837 0.053 Uiso 1 1 calc R U . . .
C8 C 0.48102(17) 0.13039(16) 0.55847(12) 0.0205(6) Uani 1 1 d . . . . .
C9 C 0.50725(18) 0.10118(18) 0.60053(14) 0.0254(7) Uani 1 1 d . . . . .
H9 H 0.483313 0.062767 0.619390 0.031 Uiso 1 1 calc R U . . .
S1 S 0.58972(5) 0.14258(4) 0.61557(3) 0.02534(17) Uani 1 1 d . . . . .
C10 C 0.58425(17) 0.19936(17) 0.56418(11) 0.0194(6) Uani 1 1 d . . . . .
C11 C 0.63076(18) 0.27299(17) 0.55918(12) 0.0194(7) Uani 1 1 d . . . . .
C12 C 0.66651(18) 0.2836(2) 0.50860(12) 0.0252(7) Uani 1 1 d . . . . .
H10 H 0.690529 0.333881 0.507085 0.038 Uiso 1 1 calc R U . . .
H11 H 0.628657 0.280413 0.483165 0.038 Uiso 1 1 calc R U . . .
H12 H 0.703116 0.243099 0.503333 0.038 Uiso 1 1 calc R U . . .
C13 C 0.69201(19) 0.27452(19) 0.59757(13) 0.0275(7) Uani 1 1 d . . . . .
H13 H 0.670343 0.272461 0.630374 0.041 Uiso 1 1 calc R U . . .
H14 H 0.720544 0.321947 0.594063 0.041 Uiso 1 1 calc R U . . .
H15 H 0.724369 0.230135 0.592842 0.041 Uiso 1 1 calc R U . . .
C14 C 0.57312(18) 0.33450(16) 0.56942(11) 0.0190(6) Uani 1 1 d . . . . .
S2 S 0.56456(5) 0.37570(4) 0.62664(3) 0.02738(18) Uani 1 1 d . . . . .
C15 C 0.4797(2) 0.40945(18) 0.61091(14) 0.0305(8) Uani 1 1 d . . . . .
H16 H 0.448663 0.438537 0.631819 0.037 Uiso 1 1 calc R U . . .
C16 C 0.46290(18) 0.38894(16) 0.56440(13) 0.0246(7) Uani 1 1 d . . . . .
C17 C 0.38828(19) 0.39822(18) 0.53897(16) 0.0341(8) Uani 1 1 d . . . . .
C18 C 0.3296(2) 0.4230(2) 0.5760(2) 0.0529(13) Uani 1 1 d . . . . .
H17 H 0.327535 0.385605 0.602772 0.079 Uiso 1 1 calc R U . . .
H18 H 0.281660 0.425431 0.559726 0.079 Uiso 1 1 calc R U . . .
H19 H 0.342121 0.473683 0.589121 0.079 Uiso 1 1 calc R U . . .
Ag1 Ag 0.50535(2) 0.27051(2) 0.46880(2) 0.03369(8) Uani 1 1 d . . . . .
N1 N 0.37753(14) 0.25535(14) 0.54583(10) 0.0204(5) Uani 1 1 d . . . . .
H20 H 0.381577 0.255362 0.577925 0.024 Uiso 1 1 calc R U . . .
N2 N 0.52720(14) 0.18443(14) 0.53700(10) 0.0193(5) Uani 1 1 d . . . . .
N3 N 0.51789(15) 0.34835(15) 0.54082(10) 0.0219(5) Uani 1 1 d . . . . .
C26 C 0.7154(2) 0.4281(2) 0.40040(14) 0.0368(9) Uani 1 1 d . . . . .
H21 H 0.741571 0.475232 0.391401 0.055 Uiso 1 1 calc R U . . .
H22 H 0.750745 0.386171 0.404540 0.055 Uiso 1 1 calc R U . . .
H23 H 0.688818 0.436315 0.431166 0.055 Uiso 1 1 calc R U . . .
C27 C 0.70340(19) 0.38331(18) 0.31481(12) 0.0253(7) Uani 1 1 d . . . . .
C28 C 0.6935(2) 0.40364(18) 0.26714(12) 0.0301(8) Uani 1 1 d . . . . .
H24 H 0.661597 0.443317 0.256266 0.036 Uiso 1 1 calc R U . . .
S3 S 0.74649(5) 0.34786(5) 0.22951(3) 0.03062(19) Uani 1 1 d . . . . .
C29 C 0.77902(17) 0.2992(2) 0.28011(12) 0.0248(7) Uani 1 1 d . . . . .
N5 N 0.75407(16) 0.32555(15) 0.32102(10) 0.0232(6) Uani 1 1 d . . . . .
C30 C 0.82216(19) 0.2240(2) 0.27828(12) 0.0285(7) Uani 1 1 d . . . . .
C31 C 0.8860(2) 0.2281(3) 0.31514(15) 0.0442(10) Uani 1 1 d . . . . .
H25 H 0.917306 0.182620 0.311416 0.066 Uiso 1 1 calc R U . . .
H26 H 0.866288 0.229741 0.348492 0.066 Uiso 1 1 calc R U . . .
H27 H 0.915119 0.274431 0.308969 0.066 Uiso 1 1 calc R U . . .
C32 C 0.8518(2) 0.2065(3) 0.22741(13) 0.0417(10) Uani 1 1 d . . . . .
H28 H 0.810903 0.203484 0.204166 0.063 Uiso 1 1 calc R U . . .
H29 H 0.878045 0.157329 0.227966 0.063 Uiso 1 1 calc R U . . .
H30 H 0.885604 0.247379 0.217347 0.063 Uiso 1 1 calc R U . . .
C33 C 0.7669(2) 0.16373(18) 0.29467(12) 0.0260(7) Uani 1 1 d . . . . .
S4 S 0.72535(6) 0.09817(5) 0.25604(3) 0.0368(2) Uani 1 1 d . . . . .
C34 C 0.6648(2) 0.0749(2) 0.30158(13) 0.0384(9) Uani 1 1 d . . . . .
H31 H 0.626917 0.037569 0.298735 0.046 Uiso 1 1 calc R U . . .
C35 C 0.6783(2) 0.11691(18) 0.34214(12) 0.0268(7) Uani 1 1 d . . . . .
N6 N 0.73849(16) 0.16472(14) 0.33839(10) 0.0237(6) Uani 1 1 d . . . . .
C36 C 0.6302(2) 0.12690(19) 0.38748(12) 0.0278(7) Uani 1 1 d . . . . .
C37 C 0.6751(2) 0.1129(2) 0.43414(12) 0.0301(8) Uani 1 1 d . . . . .
H32 H 0.717113 0.148144 0.434893 0.045 Uiso 1 1 calc R U . . .
H33 H 0.692894 0.059781 0.434470 0.045 Uiso 1 1 calc R U . . .
H34 H 0.644037 0.121880 0.462863 0.045 Uiso 1 1 calc R U . . .
C38 C 0.5654(3) 0.0711(2) 0.38554(15) 0.0469(11) Uani 1 1 d . . . . .
H35 H 0.583847 0.018398 0.382978 0.070 Uiso 1 1 calc R U . . .
H36 H 0.534800 0.082892 0.357000 0.070 Uiso 1 1 calc R U . . .
H37 H 0.536014 0.076355 0.415412 0.070 Uiso 1 1 calc R U . . .
C39 C 0.4327(2) 0.2559(2) 0.74662(16) 0.0412(9) Uani 1 1 d . . . . .
H38 H 0.463969 0.300485 0.753221 0.062 Uiso 1 1 calc R U . . .
H39 H 0.459103 0.208763 0.755263 0.062 Uiso 1 1 calc R U . . .
H40 H 0.387660 0.259560 0.766194 0.062 Uiso 1 1 calc R U . . .
C40 C 0.4136(2) 0.2541(2) 0.69471(16) 0.0348(8) Uani 1 1 d . . . . .
N7 N 0.3996(2) 0.25292(19) 0.65489(14) 0.0456(9) Uani 1 1 d . . . . .
B1 B 0.500000 0.500000 0.7393(3) 0.067(3) Uani 1 2 d S T P . .
F1 F 0.4417(2) 0.4778(3) 0.71178(11) 0.1025(15) Uani 1 1 d . . . . .
F2 F 0.4768(3) 0.5567(3) 0.77030(16) 0.1240(18) Uani 1 1 d . . . . .
B2 B 0.500000 0.000000 0.7219(2) 0.0303(13) Uani 1 2 d S T P . .
F3 F 0.56224(14) -0.00242(14) 0.69231(9) 0.0471(6) Uani 1 1 d . . . . .
C19 C 0.3950(3) 0.4568(2) 0.4973(2) 0.0552(13) Uani 1 1 d . . . . .
H41 H 0.348304 0.459740 0.479553 0.083 Uiso 1 1 calc R U . . .
H42 H 0.434064 0.440712 0.474840 0.083 Uiso 1 1 calc R U . . .
H43 H 0.406969 0.507344 0.510925 0.083 Uiso 1 1 calc R U . . .
C20 C 0.60232(19) 0.2091(2) 0.38676(12) 0.0240(7) Uani 1 1 d . . . . .
C21 C 0.53301(19) 0.2411(2) 0.38681(12) 0.0306(8) Uani 1 1 d . . . . .
H44 H 0.487897 0.214414 0.391078 0.037 Uiso 1 1 calc R U . . .
C22 C 0.5418(2) 0.3225(2) 0.37916(12) 0.0315(8) Uani 1 1 d . . . . .
H45 H 0.503473 0.359426 0.377347 0.038 Uiso 1 1 calc R U . . .
C23 C 0.61540(19) 0.33660(19) 0.37500(11) 0.0237(7) Uani 1 1 d . . . . .
N4 N 0.65086(17) 0.26831(14) 0.38153(10) 0.0199(6) Uani 1 1 d . . . . .
H46 H 0.698954 0.263093 0.382279 0.024 Uiso 1 1 calc R U . . .
F4 F 0.50361(15) 0.06488(15) 0.75117(10) 0.0536(7) Uani 1 1 d . . . . .
C24 C 0.6605(2) 0.40718(18) 0.35979(13) 0.0295(7) Uani 1 1 d . . . . .
C25 C 0.6096(3) 0.4745(2) 0.34915(16) 0.0463(11) Uani 1 1 d . . . . .
H47 H 0.575578 0.460579 0.322787 0.069 Uiso 1 1 calc R U . . .
H48 H 0.638807 0.519112 0.339115 0.069 Uiso 1 1 calc R U . . .
H49 H 0.581566 0.487277 0.378686 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
C1 C2 1.363(6) . ?
C1 N1 1.370(4) . ?
C1 C17 1.521(5) . ?
C2 C3 1.431(5) . ?
C2 Ag1 2.659(3) . ?
C3 C4 1.368(5) . ?
C4 N1 1.375(4) . ?
C4 C5 1.516(5) . ?
C5 C8 1.523(4) . ?
C5 C7 1.536(5) . ?
C5 C6 1.540(5) . ?
C8 C9 1.344(5) . ?
C8 N2 1.391(4) . ?
C9 S1 1.715(3) . ?
S1 C10 1.720(3) . ?
C10 N2 1.303(4) . ?
C10 C11 1.542(4) . ?
C11 C14 1.525(4) . ?
C11 C13 1.531(5) . ?
C11 C12 1.538(5) . ?
C14 N3 1.296(4) . ?
C14 S2 1.727(3) . ?
S2 C15 1.707(4) . ?
C15 C16 1.355(5) . ?
C16 N3 1.384(4) . ?
C16 C17 1.534(5) . ?
C17 C18 1.532(6) . ?
C17 C19 1.533(6) . ?
Ag1 C21 2.353(3) . ?
Ag1 N3 2.400(3) . ?
Ag1 N2 2.424(3) . ?
Ag1 C22 2.694(4) . ?
C26 C24 1.537(5) . ?
C27 C28 1.362(5) . ?
C27 N5 1.375(4) . ?
C27 C24 1.515(5) . ?
C28 S3 1.712(4) . ?
S3 C29 1.726(3) . ?
C29 N5 1.291(4) . ?
C29 C30 1.528(5) . ?
C30 C33 1.520(5) . ?
C30 C32 1.522(5) . ?
C30 C31 1.539(5) . ?
C33 N6 1.302(4) . ?
C33 S4 1.729(3) . ?
S4 C34 1.711(4) . ?
C34 C35 1.351(5) . ?
C35 N6 1.379(4) . ?
C35 C36 1.527(5) . ?
C36 C20 1.519(5) . ?
C36 C38 1.529(5) . ?
C36 C37 1.533(5) . ?
C39 C40 1.460(6) . ?
C40 N7 1.118(6) . ?
B1 F1 1.357(6) 2_665 ?
B1 F1 1.357(6) . ?
B1 F2 1.367(7) . ?
B1 F2 1.367(7) 2_665 ?
B2 F4 1.386(4) 2_655 ?
B2 F4 1.386(4) . ?
B2 F3 1.392(4) 2_655 ?
B2 F3 1.392(4) . ?
C20 N4 1.365(4) . ?
C20 C21 1.378(5) . ?
C21 C22 1.441(6) . ?
C22 C23 1.367(5) . ?
C23 N4 1.364(4) . ?
C23 C24 1.535(5) . ?
C24 C25 1.522(5) . ?

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 N1 107.6(3) . . ?
C2 C1 C17 131.3(3) . . ?
N1 C1 C17 119.8(3) . . ?
C1 C2 C3 107.4(3) . . ?
C1 C2 Ag1 86.7(2) . . ?
C3 C2 Ag1 77.39(16) . . ?
C4 C3 C2 107.6(3) . . ?
C3 C4 N1 107.0(3) . . ?
C3 C4 C5 131.3(3) . . ?
N1 C4 C5 120.0(3) . . ?
C4 C5 C8 106.8(2) . . ?
C4 C5 C7 111.4(3) . . ?
C8 C5 C7 110.1(3) . . ?
C4 C5 C6 108.9(3) . . ?
C8 C5 C6 110.4(3) . . ?
C7 C5 C6 109.3(3) . . ?
C9 C8 N2 113.7(3) . . ?
C9 C8 C5 125.4(3) . . ?
N2 C8 C5 120.5(3) . . ?
C8 C9 S1 110.9(2) . . ?
C9 S1 C10 89.73(16) . . ?
N2 C10 C11 123.5(3) . . ?
N2 C10 S1 113.4(2) . . ?
C11 C10 S1 121.2(2) . . ?
C14 C11 C13 111.3(3) . . ?
C14 C11 C12 111.8(3) . . ?
C13 C11 C12 107.8(3) . . ?
C14 C11 C10 101.0(3) . . ?
C13 C11 C10 110.7(3) . . ?
C12 C11 C10 114.3(3) . . ?
N3 C14 C11 123.6(3) . . ?
N3 C14 S2 113.5(2) . . ?
C11 C14 S2 121.3(2) . . ?
C15 S2 C14 89.80(17) . . ?
C16 C15 S2 110.5(3) . . ?
C15 C16 N3 114.1(3) . . ?
C15 C16 C17 126.7(3) . . ?
N3 C16 C17 118.9(3) . . ?
C1 C17 C18 111.1(3) . . ?
C1 C17 C19 109.1(4) . . ?
C18 C17 C19 111.0(3) . . ?
C1 C17 C16 105.5(3) . . ?
C18 C17 C16 110.3(4) . . ?
C19 C17 C16 109.6(3) . . ?
C21 Ag1 N3 152.06(11) . . ?
C21 Ag1 N2 124.21(11) . . ?
N3 Ag1 N2 72.73(9) . . ?
C21 Ag1 C2 105.18(13) . . ?
N3 Ag1 C2 89.18(11) . . ?
N2 Ag1 C2 104.78(10) . . ?
C21 Ag1 C22 32.30(13) . . ?
N3 Ag1 C22 122.18(10) . . ?
N2 Ag1 C22 150.02(10) . . ?
C2 Ag1 C22 101.48(12) . . ?
C1 N1 C4 110.2(3) . . ?
C10 N2 C8 112.1(3) . . ?
C10 N2 Ag1 116.5(2) . . ?
C8 N2 Ag1 130.0(2) . . ?
C14 N3 C16 112.0(3) . . ?
C14 N3 Ag1 117.6(2) . . ?
C16 N3 Ag1 127.0(2) . . ?
C28 C27 N5 113.4(3) . . ?
C28 C27 C24 129.5(3) . . ?
N5 C27 C24 116.5(3) . . ?
C27 C28 S3 110.6(3) . . ?
C28 S3 C29 89.45(16) . . ?
N5 C29 C30 120.9(3) . . ?
N5 C29 S3 113.5(3) . . ?
C30 C29 S3 124.8(2) . . ?
C29 N5 C27 112.9(3) . . ?
C33 C30 C32 111.4(3) . . ?
C33 C30 C29 104.0(3) . . ?
C32 C30 C29 112.6(3) . . ?
C33 C30 C31 109.8(3) . . ?
C32 C30 C31 109.8(3) . . ?
C29 C30 C31 109.1(3) . . ?
N6 C33 C30 121.6(3) . . ?
N6 C33 S4 113.3(3) . . ?
C30 C33 S4 124.4(2) . . ?
C34 S4 C33 89.66(17) . . ?
C35 C34 S4 110.5(3) . . ?
C34 C35 N6 114.3(3) . . ?
C34 C35 C36 128.5(3) . . ?
N6 C35 C36 116.5(3) . . ?
C33 N6 C35 112.0(3) . . ?
C20 C36 C35 106.8(3) . . ?
C20 C36 C38 109.9(3) . . ?
C35 C36 C38 110.0(3) . . ?
C20 C36 C37 109.8(3) . . ?
C35 C36 C37 110.6(3) . . ?
C38 C36 C37 109.8(3) . . ?
N7 C40 C39 179.4(5) . . ?
F1 B1 F1 112.6(6) 2_665 . ?
F1 B1 F2 112.2(3) 2_665 . ?
F1 B1 F2 108.0(3) . . ?
F1 B1 F2 108.0(3) 2_665 2_665 ?
F1 B1 F2 112.2(3) . 2_665 ?
F2 B1 F2 103.5(7) . 2_665 ?
F4 B2 F4 109.5(5) 2_655 . ?
F4 B2 F3 108.75(15) 2_655 2_655 ?
F4 B2 F3 110.43(16) . 2_655 ?
F4 B2 F3 110.43(16) 2_655 . ?
F4 B2 F3 108.74(15) . . ?
F3 B2 F3 109.0(5) 2_655 . ?
N4 C20 C21 106.7(3) . . ?
N4 C20 C36 119.8(3) . . ?
C21 C20 C36 133.3(3) . . ?
C20 C21 C22 107.2(3) . . ?
C20 C21 Ag1 106.5(2) . . ?
C22 C21 Ag1 87.0(2) . . ?
C23 C22 C21 107.3(3) . . ?
C23 C22 Ag1 112.2(2) . . ?
C21 C22 Ag1 60.72(18) . . ?
N4 C23 C22 107.2(3) . . ?
N4 C23 C24 118.7(3) . . ?
C22 C23 C24 133.7(3) . . ?
C23 N4 C20 111.5(3) . . ?
C27 C24 C25 111.7(3) . . ?
C27 C24 C23 106.0(3) . . ?
C25 C24 C23 110.1(3) . . ?
C27 C24 C26 108.4(3) . . ?
C25 C24 C26 110.5(3) . . ?
C23 C24 C26 110.0(3) . . ?

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
N1 C1 C2 C3 -2.0(3) . . . . ?
C17 C1 C2 C3 164.8(3) . . . . ?
N1 C1 C2 Ag1 -77.7(2) . . . . ?
C17 C1 C2 Ag1 89.1(4) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
Ag1 C2 C3 C4 82.1(2) . . . . ?
C2 C3 C4 N1 2.5(3) . . . . ?
C2 C3 C4 C5 -162.2(3) . . . . ?
C3 C4 C5 C8 110.9(4) . . . . ?
N1 C4 C5 C8 -52.2(4) . . . . ?
C3 C4 C5 C7 -128.8(4) . . . . ?
N1 C4 C5 C7 68.1(4) . . . . ?
C3 C4 C5 C6 -8.2(5) . . . . ?
N1 C4 C5 C6 -171.4(3) . . . . ?
C4 C5 C8 C9 139.5(3) . . . . ?
C7 C5 C8 C9 18.4(4) . . . . ?
C6 C5 C8 C9 -102.3(4) . . . . ?
C4 C5 C8 N2 -33.4(4) . . . . ?
C7 C5 C8 N2 -154.5(3) . . . . ?
C6 C5 C8 N2 84.8(4) . . . . ?
N2 C8 C9 S1 1.7(3) . . . . ?
C5 C8 C9 S1 -171.6(2) . . . . ?
C8 C9 S1 C10 0.9(3) . . . . ?
C9 S1 C10 N2 -3.6(3) . . . . ?
C9 S1 C10 C11 161.5(3) . . . . ?
N2 C10 C11 C14 60.1(4) . . . . ?
S1 C10 C11 C14 -103.4(3) . . . . ?
N2 C10 C11 C13 178.0(3) . . . . ?
S1 C10 C11 C13 14.5(4) . . . . ?
N2 C10 C11 C12 -60.1(4) . . . . ?
S1 C10 C11 C12 136.4(3) . . . . ?
C13 C11 C14 N3 175.8(3) . . . . ?
C12 C11 C14 N3 55.2(4) . . . . ?
C10 C11 C14 N3 -66.8(4) . . . . ?
C13 C11 C14 S2 -19.5(4) . . . . ?
C12 C11 C14 S2 -140.1(2) . . . . ?
C10 C11 C14 S2 98.0(3) . . . . ?
N3 C14 S2 C15 2.6(2) . . . . ?
C11 C14 S2 C15 -163.6(3) . . . . ?
C14 S2 C15 C16 -0.4(2) . . . . ?
S2 C15 C16 N3 -1.6(3) . . . . ?
S2 C15 C16 C17 171.0(2) . . . . ?
C2 C1 C17 C18 123.3(4) . . . . ?
N1 C1 C17 C18 -71.3(4) . . . . ?
C2 C1 C17 C19 0.5(5) . . . . ?
N1 C1 C17 C19 165.9(3) . . . . ?
C2 C1 C17 C16 -117.2(4) . . . . ?
N1 C1 C17 C16 48.2(4) . . . . ?
C15 C16 C17 C1 -129.1(3) . . . . ?
N3 C16 C17 C1 43.2(4) . . . . ?
C15 C16 C17 C18 -8.9(4) . . . . ?
N3 C16 C17 C18 163.3(3) . . . . ?
C15 C16 C17 C19 113.6(4) . . . . ?
N3 C16 C17 C19 -74.1(4) . . . . ?
C2 C1 N1 C4 3.6(4) . . . . ?
C17 C1 N1 C4 -164.9(3) . . . . ?
C3 C4 N1 C1 -3.8(3) . . . . ?
C5 C4 N1 C1 163.0(3) . . . . ?
C11 C10 N2 C8 -159.5(3) . . . . ?
S1 C10 N2 C8 5.2(3) . . . . ?
C11 C10 N2 Ag1 8.3(4) . . . . ?
S1 C10 N2 Ag1 172.92(13) . . . . ?
C9 C8 N2 C10 -4.5(4) . . . . ?
C5 C8 N2 C10 169.2(3) . . . . ?
C9 C8 N2 Ag1 -170.1(2) . . . . ?
C5 C8 N2 Ag1 3.6(4) . . . . ?
C11 C14 N3 C16 161.9(3) . . . . ?
S2 C14 N3 C16 -4.0(3) . . . . ?
C11 C14 N3 Ag1 1.3(4) . . . . ?
S2 C14 N3 Ag1 -164.54(13) . . . . ?
C15 C16 N3 C14 3.6(4) . . . . ?
C17 C16 N3 C14 -169.6(3) . . . . ?
C15 C16 N3 Ag1 162.0(2) . . . . ?
C17 C16 N3 Ag1 -11.2(4) . . . . ?
N5 C27 C28 S3 1.7(4) . . . . ?
C24 C27 C28 S3 -169.4(3) . . . . ?
C27 C28 S3 C29 0.4(3) . . . . ?
C28 S3 C29 N5 -2.6(3) . . . . ?
C28 S3 C29 C30 167.3(3) . . . . ?
C30 C29 N5 C27 -166.3(3) . . . . ?
S3 C29 N5 C27 4.0(4) . . . . ?
C28 C27 N5 C29 -3.7(4) . . . . ?
C24 C27 N5 C29 168.6(3) . . . . ?
N5 C29 C30 C33 63.9(4) . . . . ?
S3 C29 C30 C33 -105.3(3) . . . . ?
N5 C29 C30 C32 -175.4(3) . . . . ?
S3 C29 C30 C32 15.5(4) . . . . ?
N5 C29 C30 C31 -53.2(4) . . . . ?
S3 C29 C30 C31 137.7(3) . . . . ?
C32 C30 C33 N6 175.2(3) . . . . ?
C29 C30 C33 N6 -63.2(4) . . . . ?
C31 C30 C33 N6 53.4(4) . . . . ?
C32 C30 C33 S4 -15.2(4) . . . . ?
C29 C30 C33 S4 106.3(3) . . . . ?
C31 C30 C33 S4 -137.1(3) . . . . ?
N6 C33 S4 C34 2.3(3) . . . . ?
C30 C33 S4 C34 -168.0(3) . . . . ?
C33 S4 C34 C35 0.5(3) . . . . ?
S4 C34 C35 N6 -3.0(4) . . . . ?
S4 C34 C35 C36 167.0(3) . . . . ?
C30 C33 N6 C35 166.2(3) . . . . ?
S4 C33 N6 C35 -4.5(3) . . . . ?
C34 C35 N6 C33 4.9(4) . . . . ?
C36 C35 N6 C33 -166.4(3) . . . . ?
C34 C35 C36 C20 -110.2(4) . . . . ?
N6 C35 C36 C20 59.6(4) . . . . ?
C34 C35 C36 C38 8.9(5) . . . . ?
N6 C35 C36 C38 178.8(3) . . . . ?
C34 C35 C36 C37 130.4(4) . . . . ?
N6 C35 C36 C37 -59.8(4) . . . . ?
C35 C36 C20 N4 -51.9(4) . . . . ?
C38 C36 C20 N4 -171.1(3) . . . . ?
C37 C36 C20 N4 68.0(4) . . . . ?
C35 C36 C20 C21 122.4(4) . . . . ?
C38 C36 C20 C21 3.2(5) . . . . ?
C37 C36 C20 C21 -117.7(4) . . . . ?
N4 C20 C21 C22 2.5(4) . . . . ?
C36 C20 C21 C22 -172.3(3) . . . . ?
N4 C20 C21 Ag1 -89.5(3) . . . . ?
C36 C20 C21 Ag1 95.7(4) . . . . ?
C20 C21 C22 C23 -0.2(4) . . . . ?
Ag1 C21 C22 C23 106.2(2) . . . . ?
C20 C21 C22 Ag1 -106.4(3) . . . . ?
C21 C22 C23 N4 -2.1(4) . . . . ?
Ag1 C22 C23 N4 62.6(3) . . . . ?
C21 C22 C23 C24 170.0(3) . . . . ?
Ag1 C22 C23 C24 -125.2(3) . . . . ?
C22 C23 N4 C20 3.9(4) . . . . ?
C24 C23 N4 C20 -169.7(3) . . . . ?
C21 C20 N4 C23 -4.0(4) . . . . ?
C36 C20 N4 C23 171.7(3) . . . . ?
C28 C27 C24 C25 -12.6(5) . . . . ?
N5 C27 C24 C25 176.6(3) . . . . ?
C28 C27 C24 C23 107.4(4) . . . . ?
N5 C27 C24 C23 -63.5(4) . . . . ?
C28 C27 C24 C26 -134.6(4) . . . . ?
N5 C27 C24 C26 54.5(4) . . . . ?
N4 C23 C24 C27 52.8(4) . . . . ?
C22 C23 C24 C27 -118.6(4) . . . . ?
N4 C23 C24 C25 173.8(3) . . . . ?
C22 C23 C24 C25 2.4(5) . . . . ?
N4 C23 C24 C26 -64.2(4) . . . . ?
C22 C23 C24 C26 124.4(4) . . . . ?

_refine_diff_density_max         0.636
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.058



####################################################################### 
# 
# 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_Cmpd_12
_database_code_depnum_ccdc_archive 'CCDC 2326016'
loop_
_audit_author_name
_audit_author_address
'Yasuhide Inokuma'
;Hokkaido University
Japan
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H29 N5 Pd S2, 2(B F4) '
_chemical_formula_sum            'C23 H29 B2 F8 N5 Pd S2'
_chemical_formula_weight         719.65

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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                   20.2077(8)
_cell_length_b                   14.5806(6)
_cell_length_c                   21.4792(10)
_cell_angle_alpha                90
_cell_angle_beta                 113.960(5)
_cell_angle_gamma                90
_cell_volume                     5783.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    11999
_cell_measurement_theta_min      1.7410
_cell_measurement_theta_max      30.7240

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_F_000             2896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.862
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.23826
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            22764
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.780
_diffrn_reflns_theta_max         30.817
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.789
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.789
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.789
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7153
_reflns_number_gt                6425
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0406P)²+22.5223P] 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         7153
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0912
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_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
N2 N 0.20774(10) 0.43875(14) 0.40069(10) 0.0178(4) Uani 1 1 d . . . . .
C1 C 0.23279(15) 0.53967(18) 0.25064(14) 0.0250(5) Uani 1 1 d . . . . .
C2 C 0.30128(16) 0.57424(19) 0.28410(16) 0.0305(6) Uani 1 1 d . . . . .
H1 H 0.339420 0.571394 0.269059 0.037 Uiso 1 1 calc R U . . .
C3 C 0.30478(15) 0.61515(19) 0.34542(16) 0.0300(6) Uani 1 1 d . . . . .
H2 H 0.345697 0.644906 0.378676 0.036 Uiso 1 1 calc R U . . .
C4 C 0.23838(14) 0.60397(16) 0.34803(15) 0.0238(5) Uani 1 1 d . . . . .
C5 C 0.21501(14) 0.61439(18) 0.40607(14) 0.0240(5) Uani 1 1 d . . . . .
C6 C 0.27912(15) 0.6465(2) 0.47044(16) 0.0334(6) Uani 1 1 d . . . . .
H6 H 0.317871 0.600699 0.483482 0.050 Uiso 1 1 calc R U . . .
H7 H 0.263262 0.654291 0.507601 0.050 Uiso 1 1 calc R U . . .
H8 H 0.297172 0.705196 0.461336 0.050 Uiso 1 1 calc R U . . .
C7 C 0.15286(15) 0.68489(19) 0.38732(15) 0.0298(6) Uani 1 1 d . . . . .
H9 H 0.168420 0.743332 0.375122 0.045 Uiso 1 1 calc R U . . .
H10 H 0.140304 0.694050 0.426409 0.045 Uiso 1 1 calc R U . . .
H11 H 0.110432 0.662030 0.348520 0.045 Uiso 1 1 calc R U . . .
C8 C 0.18742(13) 0.52191(18) 0.41939(12) 0.0209(5) Uani 1 1 d . . . . .
C9 C 0.13559(14) 0.5091(2) 0.44375(14) 0.0269(5) Uani 1 1 d . . . . .
H3 H 0.116492 0.556732 0.461744 0.032 Uiso 1 1 calc R U . . .
S1 S 0.10897(4) 0.39743(5) 0.43816(4) 0.02867(15) Uani 1 1 d . . . . .
N1 N 0.19376(11) 0.56244(14) 0.28828(11) 0.0214(4) Uani 1 1 d . . . . .
H4 H 0.147246 0.551934 0.275860 0.026 Uiso 1 1 calc R U . . .
N3 N 0.20034(10) 0.36381(14) 0.28605(10) 0.0176(4) Uani 1 1 d . . . . .
N4 N 0.36617(11) 0.43842(16) 0.45781(11) 0.0229(4) Uani 1 1 d . . . . .
N5 N 0.35701(11) 0.35549(16) 0.33626(11) 0.0235(4) Uani 1 1 d . . . . .
C10 C 0.16877(13) 0.36818(17) 0.40426(12) 0.0201(5) Uani 1 1 d . . . . .
C11 C 0.16891(14) 0.27558(17) 0.37034(14) 0.0230(5) Uani 1 1 d . . . . .
C12 C 0.23802(16) 0.21815(19) 0.40859(16) 0.0309(6) Uani 1 1 d . . . . .
H12 H 0.238366 0.164938 0.380848 0.046 Uiso 1 1 calc R U . . .
H13 H 0.238548 0.197174 0.452138 0.046 Uiso 1 1 calc R U . . .
H14 H 0.280906 0.255954 0.417009 0.046 Uiso 1 1 calc R U . . .
C13 C 0.10397(17) 0.2184(2) 0.36687(18) 0.0360(7) Uani 1 1 d . . . . .
H15 H 0.059136 0.252201 0.341493 0.054 Uiso 1 1 calc R U . . .
H16 H 0.108013 0.206085 0.413133 0.054 Uiso 1 1 calc R U . . .
H17 H 0.103208 0.160170 0.343750 0.054 Uiso 1 1 calc R U . . .
C14 C 0.16096(12) 0.30019(16) 0.29862(13) 0.0200(5) Uani 1 1 d . . . . .
S2 S 0.09381(4) 0.26086(5) 0.22640(4) 0.02929(15) Uani 1 1 d . . . . .
C15 C 0.11770(15) 0.3364(2) 0.17888(14) 0.0284(6) Uani 1 1 d . . . . .
H5 H 0.093939 0.341091 0.130702 0.034 Uiso 1 1 calc R U . . .
C16 C 0.17456(14) 0.38891(17) 0.21783(13) 0.0217(5) Uani 1 1 d . . . . .
C17 C 0.20237(15) 0.47257(19) 0.19277(14) 0.0266(5) Uani 1 1 d . . . . .
C18 C 0.13872(19) 0.5159(2) 0.13255(15) 0.0392(7) Uani 1 1 d . . . . .
H18 H 0.099657 0.530916 0.146778 0.059 Uiso 1 1 calc R U . . .
H19 H 0.120842 0.472370 0.094540 0.059 Uiso 1 1 calc R U . . .
H20 H 0.155191 0.571971 0.118045 0.059 Uiso 1 1 calc R U . . .
C19 C 0.26094(19) 0.4431(2) 0.16810(17) 0.0383(7) Uani 1 1 d . . . . .
H21 H 0.278780 0.497139 0.152529 0.058 Uiso 1 1 calc R U . . .
H22 H 0.240134 0.399502 0.130385 0.058 Uiso 1 1 calc R U . . .
H23 H 0.301158 0.413923 0.205688 0.058 Uiso 1 1 calc R U . . .
C20 C 0.41382(14) 0.45300(18) 0.50747(14) 0.0247(5) Uani 1 1 d . . . . .
C21 C 0.47464(18) 0.4739(2) 0.57112(15) 0.0381(7) Uani 1 1 d . . . . .
H24 H 0.493165 0.535178 0.568437 0.057 Uiso 1 1 calc R U . . .
H25 H 0.513037 0.428454 0.579311 0.057 Uiso 1 1 calc R U . . .
H26 H 0.458766 0.472020 0.608572 0.057 Uiso 1 1 calc R U . . .
C22 C 0.39912(14) 0.31594(19) 0.32501(13) 0.0254(5) Uani 1 1 d . . . . .
C23 C 0.45224(18) 0.2650(3) 0.30994(18) 0.0430(8) Uani 1 1 d . . . . .
H27 H 0.437195 0.262054 0.260480 0.064 Uiso 1 1 calc R U . . .
H28 H 0.456212 0.202708 0.328251 0.064 Uiso 1 1 calc R U . . .
H29 H 0.499328 0.295704 0.330866 0.064 Uiso 1 1 calc R U . . .
Pd1 Pd 0.28477(2) 0.40714(2) 0.36826(2) 0.01651(6) Uani 1 1 d . . . . .
F1 F 0.50861(11) 0.26799(14) 0.55786(10) 0.0425(4) Uani 1 1 d . . . . .
B1 B 0.51280(19) 0.2425(2) 0.49743(17) 0.0302(7) Uani 1 1 d . . . . .
F2 F 0.53181(11) 0.31787(14) 0.46917(11) 0.0478(5) Uani 1 1 d . . . . .
F3 F 0.56495(15) 0.17547(16) 0.51156(11) 0.0648(7) Uani 1 1 d . . . . .
F4 F 0.44610(14) 0.21159(19) 0.45325(12) 0.0731(8) Uani 1 1 d . . . . .
B2A B 0.500000 0.5096(4) 0.750000 0.0344(10) Uani 1 2 d S T P . .
F5A F 0.5358(2) 0.4585(4) 0.72514(15) 0.166(3) Uani 1 1 d . . . . .
F6A F 0.54875(19) 0.5614(2) 0.80169(17) 0.0983(11) Uani 1 1 d . . . . .
B2B B 0.000000 0.5132(3) 0.250000 0.0489(16) Uani 1 2 d S T P . .
F5B F 0.06097(9) 0.46197(14) 0.27990(9) 0.0403(4) Uani 1 1 d . . . . .
F6B F -0.01037(16) 0.5638(3) 0.2981(3) 0.189(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
N2 C10 1.317(3) . ?
N2 C8 1.391(3) . ?
N2 Pd1 2.0002(19) . ?
C1 C2 1.370(4) . ?
C1 N1 1.380(3) . ?
C1 C17 1.503(4) . ?
C2 C3 1.421(4) . ?
C3 C4 1.375(4) . ?
C4 N1 1.374(3) . ?
C4 C5 1.510(4) . ?
C5 C8 1.530(4) . ?
C5 C6 1.535(4) . ?
C5 C7 1.544(4) . ?
C8 C9 1.360(3) . ?
C9 S1 1.703(3) . ?
S1 C10 1.699(2) . ?
N3 C14 1.320(3) . ?
N3 C16 1.390(3) . ?
N3 Pd1 1.995(2) . ?
N4 C20 1.130(3) . ?
N4 Pd1 2.011(2) . ?
N5 C22 1.132(3) . ?
N5 Pd1 1.996(2) . ?
C10 C11 1.535(4) . ?
C11 C14 1.525(4) . ?
C11 C13 1.531(4) . ?
C11 C12 1.547(4) . ?
C14 S2 1.693(2) . ?
S2 C15 1.699(3) . ?
C15 C16 1.351(4) . ?
C16 C17 1.530(4) . ?
C17 C18 1.541(4) . ?
C17 C19 1.541(4) . ?
C20 C21 1.452(4) . ?
C22 C23 1.446(4) . ?
F1 B1 1.385(4) . ?
B1 F4 1.372(4) . ?
B1 F3 1.378(4) . ?
B1 F2 1.383(4) . ?
B2A F5A 1.294(4) . ?
B2A F5A 1.294(4) 2_656 ?
B2A F6A 1.374(4) . ?
B2A F6A 1.374(4) 2_656 ?
B2B F6B 1.353(5) . ?
B2B F6B 1.353(5) 2 ?
B2B F5B 1.358(3) . ?
B2B F5B 1.358(3) 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
C10 N2 C8 114.2(2) . . ?
C10 N2 Pd1 114.13(16) . . ?
C8 N2 Pd1 131.63(17) . . ?
C2 C1 N1 107.5(2) . . ?
C2 C1 C17 131.3(2) . . ?
N1 C1 C17 120.1(2) . . ?
C1 C2 C3 107.5(2) . . ?
C4 C3 C2 107.8(3) . . ?
N1 C4 C3 107.2(2) . . ?
N1 C4 C5 120.6(2) . . ?
C3 C4 C5 131.3(3) . . ?
C4 C5 C8 109.0(2) . . ?
C4 C5 C6 110.0(2) . . ?
C8 C5 C6 109.8(2) . . ?
C4 C5 C7 110.2(2) . . ?
C8 C5 C7 108.4(2) . . ?
C6 C5 C7 109.3(2) . . ?
C9 C8 N2 110.8(2) . . ?
C9 C8 C5 126.1(2) . . ?
N2 C8 C5 122.8(2) . . ?
C8 C9 S1 112.0(2) . . ?
C10 S1 C9 90.63(12) . . ?
C4 N1 C1 109.8(2) . . ?
C14 N3 C16 113.7(2) . . ?
C14 N3 Pd1 114.30(17) . . ?
C16 N3 Pd1 132.01(17) . . ?
C20 N4 Pd1 176.8(2) . . ?
C22 N5 Pd1 169.6(2) . . ?
N2 C10 C11 122.9(2) . . ?
N2 C10 S1 112.03(19) . . ?
C11 C10 S1 124.27(18) . . ?
C14 C11 C13 110.0(2) . . ?
C14 C11 C10 104.64(19) . . ?
C13 C11 C10 109.6(2) . . ?
C14 C11 C12 111.5(2) . . ?
C13 C11 C12 107.6(2) . . ?
C10 C11 C12 113.5(2) . . ?
N3 C14 C11 123.2(2) . . ?
N3 C14 S2 112.09(19) . . ?
C11 C14 S2 124.21(18) . . ?
C14 S2 C15 90.77(13) . . ?
C16 C15 S2 111.9(2) . . ?
C15 C16 N3 111.3(2) . . ?
C15 C16 C17 125.2(2) . . ?
N3 C16 C17 123.2(2) . . ?
C1 C17 C16 108.3(2) . . ?
C1 C17 C18 110.4(2) . . ?
C16 C17 C18 108.8(2) . . ?
C1 C17 C19 110.6(2) . . ?
C16 C17 C19 110.0(2) . . ?
C18 C17 C19 108.8(2) . . ?
N4 C20 C21 178.7(3) . . ?
N5 C22 C23 179.3(3) . . ?
N3 Pd1 N5 93.31(8) . . ?
N3 Pd1 N2 82.79(8) . . ?
N5 Pd1 N2 171.12(9) . . ?
N3 Pd1 N4 172.59(9) . . ?
N5 Pd1 N4 89.22(9) . . ?
N2 Pd1 N4 93.71(8) . . ?
F4 B1 F3 111.6(3) . . ?
F4 B1 F2 109.1(3) . . ?
F3 B1 F2 109.7(3) . . ?
F4 B1 F1 108.6(3) . . ?
F3 B1 F1 108.4(2) . . ?
F2 B1 F1 109.4(3) . . ?
F5A B2A F5A 109.8(7) . 2_656 ?
F5A B2A F6A 108.2(3) . . ?
F5A B2A F6A 108.7(2) 2_656 . ?
F5A B2A F6A 108.7(2) . 2_656 ?
F5A B2A F6A 108.2(3) 2_656 2_656 ?
F6A B2A F6A 113.2(5) . 2_656 ?
F6B B2B F6B 113.9(7) . 2 ?
F6B B2B F5B 109.3(2) . . ?
F6B B2B F5B 105.59(17) 2 . ?
F6B B2B F5B 105.59(17) . 2 ?
F6B B2B F5B 109.3(2) 2 2 ?
F5B B2B F5B 113.3(4) . 2 ?

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
N1 C1 C2 C3 2.9(3) . . . . ?
C17 C1 C2 C3 -164.7(3) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 N1 -3.5(3) . . . . ?
C2 C3 C4 C5 165.0(3) . . . . ?
N1 C4 C5 C8 49.3(3) . . . . ?
C3 C4 C5 C8 -117.9(3) . . . . ?
N1 C4 C5 C6 169.8(2) . . . . ?
C3 C4 C5 C6 2.5(4) . . . . ?
N1 C4 C5 C7 -69.6(3) . . . . ?
C3 C4 C5 C7 123.2(3) . . . . ?
C10 N2 C8 C9 6.0(3) . . . . ?
Pd1 N2 C8 C9 -174.82(18) . . . . ?
C10 N2 C8 C5 -167.8(2) . . . . ?
Pd1 N2 C8 C5 11.3(3) . . . . ?
C4 C5 C8 C9 -149.7(3) . . . . ?
C6 C5 C8 C9 89.7(3) . . . . ?
C7 C5 C8 C9 -29.7(4) . . . . ?
C4 C5 C8 N2 23.1(3) . . . . ?
C6 C5 C8 N2 -97.5(3) . . . . ?
C7 C5 C8 N2 143.1(2) . . . . ?
N2 C8 C9 S1 -3.9(3) . . . . ?
C5 C8 C9 S1 169.7(2) . . . . ?
C8 C9 S1 C10 0.9(2) . . . . ?
C3 C4 N1 C1 5.4(3) . . . . ?
C5 C4 N1 C1 -164.6(2) . . . . ?
C2 C1 N1 C4 -5.2(3) . . . . ?
C17 C1 N1 C4 164.0(2) . . . . ?
C8 N2 C10 C11 164.8(2) . . . . ?
Pd1 N2 C10 C11 -14.5(3) . . . . ?
C8 N2 C10 S1 -5.4(3) . . . . ?
Pd1 N2 C10 S1 175.31(11) . . . . ?
C9 S1 C10 N2 2.6(2) . . . . ?
C9 S1 C10 C11 -167.5(2) . . . . ?
N2 C10 C11 C14 -46.4(3) . . . . ?
S1 C10 C11 C14 122.5(2) . . . . ?
N2 C10 C11 C13 -164.4(2) . . . . ?
S1 C10 C11 C13 4.6(3) . . . . ?
N2 C10 C11 C12 75.3(3) . . . . ?
S1 C10 C11 C12 -115.7(2) . . . . ?
C16 N3 C14 C11 -167.2(2) . . . . ?
Pd1 N3 C14 C11 12.1(3) . . . . ?
C16 N3 C14 S2 4.8(3) . . . . ?
Pd1 N3 C14 S2 -175.95(10) . . . . ?
C13 C11 C14 N3 165.7(2) . . . . ?
C10 C11 C14 N3 48.0(3) . . . . ?
C12 C11 C14 N3 -75.1(3) . . . . ?
C13 C11 C14 S2 -5.3(3) . . . . ?
C10 C11 C14 S2 -123.0(2) . . . . ?
C12 C11 C14 S2 113.9(2) . . . . ?
N3 C14 S2 C15 -2.60(19) . . . . ?
C11 C14 S2 C15 169.3(2) . . . . ?
C14 S2 C15 C16 -0.3(2) . . . . ?
S2 C15 C16 N3 2.9(3) . . . . ?
S2 C15 C16 C17 -170.4(2) . . . . ?
C14 N3 C16 C15 -5.0(3) . . . . ?
Pd1 N3 C16 C15 175.93(17) . . . . ?
C14 N3 C16 C17 168.5(2) . . . . ?
Pd1 N3 C16 C17 -10.6(3) . . . . ?
C2 C1 C17 C16 118.4(3) . . . . ?
N1 C1 C17 C16 -47.9(3) . . . . ?
C2 C1 C17 C18 -122.7(3) . . . . ?
N1 C1 C17 C18 71.1(3) . . . . ?
C2 C1 C17 C19 -2.2(4) . . . . ?
N1 C1 C17 C19 -168.5(2) . . . . ?
C15 C16 C17 C1 148.2(3) . . . . ?
N3 C16 C17 C1 -24.4(3) . . . . ?
C15 C16 C17 C18 28.2(3) . . . . ?
N3 C16 C17 C18 -144.4(2) . . . . ?
C15 C16 C17 C19 -90.8(3) . . . . ?
N3 C16 C17 C19 96.6(3) . . . . ?

_refine_diff_density_max         1.787
_refine_diff_density_min         -1.448
_refine_diff_density_rms         0.096


####################################################################### 
# 
# 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_Cmpd_10
_database_code_depnum_ccdc_archive 'CCDC 2326014'
loop_
_audit_author_name
_audit_author_address
'Yasuhide Inokuma'
;Hokkaido University
Japan
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H17 N3 O S2'
_chemical_formula_sum            'C16 H17 N3 O S2'
_chemical_formula_weight         331.44

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'
O O 0.0106 0.0060 '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'
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                   10.1719(9)
_cell_length_b                   13.9928(7)
_cell_length_c                   11.8029(9)
_cell_angle_alpha                90
_cell_angle_beta                 112.856(10)
_cell_angle_gamma                90
_cell_volume                     1548.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4200
_cell_measurement_theta_min      2.2320
_cell_measurement_theta_max      28.0630

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.349
_shelx_estimated_absorpt_T_min   0.882
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_T_min  0.43685
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.95a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.580
_oxdiff_exptl_absorpt_empirical_full_max 2.208
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            16797
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.251
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3507
_reflns_number_gt                3057
_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 1.171.41.95a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0390P)²+1.5348P] 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         3507
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1044
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_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 0.2096(2) 0.33097(13) 0.40702(17) 0.0146(4) Uani 1 1 d . . . . .
C2 C 0.0982(2) 0.25426(14) 0.34454(18) 0.0197(4) Uani 1 1 d . . . . .
H1 H 0.112379 0.199863 0.400367 0.030 Uiso 1 1 calc R U . . .
H2 H 0.108151 0.232914 0.269193 0.030 Uiso 1 1 calc R U . . .
H3 H 0.002483 0.280758 0.323959 0.030 Uiso 1 1 calc R U . . .
C3 C 0.3611(2) 0.29054(15) 0.44544(19) 0.0204(4) Uani 1 1 d . . . . .
H4 H 0.430812 0.340634 0.486142 0.031 Uiso 1 1 calc R U . . .
H5 H 0.375444 0.268141 0.372400 0.031 Uiso 1 1 calc R U . . .
H6 H 0.373718 0.237034 0.502291 0.031 Uiso 1 1 calc R U . . .
C4 C 0.1876(2) 0.36970(13) 0.51841(16) 0.0131(4) Uani 1 1 d . . . . .
C5 C 0.0742(2) 0.37625(13) 0.55036(17) 0.0165(4) Uani 1 1 d . . . . .
H7 H -0.014358 0.343917 0.512715 0.020 Uiso 1 1 calc R U . . .
C6 C 0.1128(2) 0.44134(14) 0.65201(17) 0.0176(4) Uani 1 1 d . . . . .
H8 H 0.054307 0.460416 0.694182 0.021 Uiso 1 1 calc R U . . .
C7 C 0.2468(2) 0.47026(13) 0.67644(16) 0.0150(4) Uani 1 1 d . . . . .
O1 O 0.29807(13) 0.42398(9) 0.59852(11) 0.0138(3) Uani 1 1 d . . . . .
C8 C 0.3392(2) 0.55189(14) 0.75007(17) 0.0185(4) Uani 1 1 d . . . . .
C9 C 0.4979(2) 0.52326(16) 0.8016(2) 0.0267(5) Uani 1 1 d . . . . .
H9 H 0.512221 0.467090 0.854703 0.040 Uiso 1 1 calc R U . . .
H10 H 0.555831 0.576399 0.849524 0.040 Uiso 1 1 calc R U . . .
H11 H 0.526719 0.508099 0.733509 0.040 Uiso 1 1 calc R U . . .
C10 C 0.2927(3) 0.58011(16) 0.85407(19) 0.0282(5) Uani 1 1 d . . . . .
H12 H 0.191273 0.597025 0.819618 0.042 Uiso 1 1 calc R U . . .
H13 H 0.348892 0.635138 0.898350 0.042 Uiso 1 1 calc R U . . .
H14 H 0.308250 0.526273 0.910916 0.042 Uiso 1 1 calc R U . . .
C11 C 0.3173(2) 0.63556(14) 0.66091(17) 0.0163(4) Uani 1 1 d . . . . .
C12 C 0.3001(2) 0.72992(15) 0.67213(19) 0.0214(4) Uani 1 1 d . . . . .
H15 H 0.305541 0.760408 0.745748 0.026 Uiso 1 1 calc R U . . .
S1 S 0.26633(6) 0.78875(3) 0.53340(5) 0.02246(14) Uani 1 1 d . . . . .
C13 C 0.2718(2) 0.68012(14) 0.46232(18) 0.0167(4) Uani 1 1 d . . . . .
N1 N 0.30815(17) 0.61092(11) 0.54574(14) 0.0156(3) Uani 1 1 d . . . . .
H16 H 0.325467 0.552375 0.528042 0.019 Uiso 1 1 calc R U . . .
N2 N 0.23329(18) 0.66894(12) 0.34045(15) 0.0181(4) Uani 1 1 d . . . . .
C14 C 0.2143(2) 0.57668(14) 0.30320(17) 0.0166(4) Uani 1 1 d . . . . .
S2 S 0.12526(6) 0.54151(4) 0.14972(4) 0.02114(14) Uani 1 1 d . . . . .
C15 C 0.1252(2) 0.42333(15) 0.19629(18) 0.0191(4) Uani 1 1 d . . . . .
H17 H 0.083974 0.371463 0.142177 0.023 Uiso 1 1 calc R U . . .
C16 C 0.1920(2) 0.41532(13) 0.32003(17) 0.0143(4) Uani 1 1 d . . . . .
N3 N 0.24738(17) 0.50059(11) 0.37546(14) 0.0152(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 C4 1.517(2) . ?
C1 C2 1.527(3) . ?
C1 C16 1.529(3) . ?
C1 C3 1.535(3) . ?
C4 C5 1.349(3) . ?
C4 O1 1.381(2) . ?
C5 C6 1.434(3) . ?
C6 C7 1.342(3) . ?
C7 O1 1.382(2) . ?
C7 C8 1.519(3) . ?
C8 C10 1.528(3) . ?
C8 C11 1.532(3) . ?
C8 C9 1.541(3) . ?
C11 C12 1.345(3) . ?
C11 N1 1.370(2) . ?
C12 S1 1.744(2) . ?
S1 C13 1.747(2) . ?
C13 N1 1.327(2) . ?
C13 N2 1.345(3) . ?
N2 C14 1.353(3) . ?
C14 N3 1.323(2) . ?
C14 S2 1.752(2) . ?
S2 C15 1.743(2) . ?
C15 C16 1.355(3) . ?
C16 N3 1.372(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
C4 C1 C2 109.75(15) . . ?
C4 C1 C16 106.73(15) . . ?
C2 C1 C16 110.30(15) . . ?
C4 C1 C3 110.17(15) . . ?
C2 C1 C3 110.81(16) . . ?
C16 C1 C3 108.99(16) . . ?
C5 C4 O1 109.14(16) . . ?
C5 C4 C1 134.17(17) . . ?
O1 C4 C1 115.79(15) . . ?
C4 C5 C6 106.93(17) . . ?
C7 C6 C5 107.23(17) . . ?
C6 C7 O1 109.28(16) . . ?
C6 C7 C8 134.47(18) . . ?
O1 C7 C8 115.07(16) . . ?
C4 O1 C7 107.25(14) . . ?
C7 C8 C10 109.78(17) . . ?
C7 C8 C11 106.80(15) . . ?
C10 C8 C11 110.27(16) . . ?
C7 C8 C9 110.53(16) . . ?
C10 C8 C9 110.69(17) . . ?
C11 C8 C9 108.69(17) . . ?
C12 C11 N1 112.54(18) . . ?
C12 C11 C8 132.25(18) . . ?
N1 C11 C8 115.16(16) . . ?
C11 C12 S1 110.89(15) . . ?
C12 S1 C13 90.51(10) . . ?
N1 C13 N2 126.16(18) . . ?
N1 C13 S1 109.28(14) . . ?
N2 C13 S1 124.35(15) . . ?
C13 N1 C11 116.39(16) . . ?
C13 N2 C14 113.83(16) . . ?
N3 C14 N2 126.13(17) . . ?
N3 C14 S2 109.90(14) . . ?
N2 C14 S2 123.72(15) . . ?
C15 S2 C14 90.22(9) . . ?
C16 C15 S2 110.92(15) . . ?
C15 C16 N3 112.52(17) . . ?
C15 C16 C1 131.82(18) . . ?
N3 C16 C1 115.58(16) . . ?
C14 N3 C16 115.96(16) . . ?

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
C2 C1 C4 C5 -25.8(3) . . . . ?
C16 C1 C4 C5 93.7(2) . . . . ?
C3 C1 C4 C5 -148.1(2) . . . . ?
C2 C1 C4 O1 166.49(15) . . . . ?
C16 C1 C4 O1 -73.98(19) . . . . ?
C3 C1 C4 O1 44.2(2) . . . . ?
O1 C4 C5 C6 2.8(2) . . . . ?
C1 C4 C5 C6 -165.5(2) . . . . ?
C4 C5 C6 C7 -0.3(2) . . . . ?
C5 C6 C7 O1 -2.3(2) . . . . ?
C5 C6 C7 C8 164.2(2) . . . . ?
C5 C4 O1 C7 -4.20(19) . . . . ?
C1 C4 O1 C7 166.51(15) . . . . ?
C6 C7 O1 C4 4.0(2) . . . . ?
C8 C7 O1 C4 -165.40(15) . . . . ?
C6 C7 C8 C10 28.2(3) . . . . ?
O1 C7 C8 C10 -165.82(16) . . . . ?
C6 C7 C8 C11 -91.3(3) . . . . ?
O1 C7 C8 C11 74.6(2) . . . . ?
C6 C7 C8 C9 150.6(2) . . . . ?
O1 C7 C8 C9 -43.4(2) . . . . ?
C7 C8 C11 C12 137.8(2) . . . . ?
C10 C8 C11 C12 18.5(3) . . . . ?
C9 C8 C11 C12 -103.0(3) . . . . ?
C7 C8 C11 N1 -39.5(2) . . . . ?
C10 C8 C11 N1 -158.78(17) . . . . ?
C9 C8 C11 N1 79.7(2) . . . . ?
N1 C11 C12 S1 1.8(2) . . . . ?
C8 C11 C12 S1 -175.56(17) . . . . ?
C11 C12 S1 C13 1.65(17) . . . . ?
C12 S1 C13 N1 -4.71(15) . . . . ?
C12 S1 C13 N2 170.27(18) . . . . ?
N2 C13 N1 C11 -167.96(18) . . . . ?
S1 C13 N1 C11 6.9(2) . . . . ?
C12 C11 N1 C13 -5.9(3) . . . . ?
C8 C11 N1 C13 171.98(17) . . . . ?
N1 C13 N2 C14 8.8(3) . . . . ?
S1 C13 N2 C14 -165.36(15) . . . . ?
C13 N2 C14 N3 -9.2(3) . . . . ?
C13 N2 C14 S2 164.43(14) . . . . ?
N3 C14 S2 C15 4.89(15) . . . . ?
N2 C14 S2 C15 -169.63(18) . . . . ?
C14 S2 C15 C16 -1.17(16) . . . . ?
S2 C15 C16 N3 -2.8(2) . . . . ?
S2 C15 C16 C1 173.90(16) . . . . ?
C4 C1 C16 C15 -138.2(2) . . . . ?
C2 C1 C16 C15 -19.0(3) . . . . ?
C3 C1 C16 C15 102.9(2) . . . . ?
C4 C1 C16 N3 38.4(2) . . . . ?
C2 C1 C16 N3 157.59(16) . . . . ?
C3 C1 C16 N3 -80.5(2) . . . . ?
N2 C14 N3 C16 166.70(18) . . . . ?
S2 C14 N3 C16 -7.7(2) . . . . ?
C15 C16 N3 C14 7.0(2) . . . . ?
C1 C16 N3 C14 -170.27(16) . . . . ?

_refine_diff_density_max         0.497
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.063


####################################################################### 
# 
# 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_Cmpd_2
_database_code_depnum_ccdc_archive 'CCDC 2326013'
loop_
_audit_author_name
_audit_author_address
'Yasuhide Inokuma'
;Hokkaido University
Japan
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9.5 H11.5 N1.5 S'
_chemical_formula_sum            'C9.5 H11.5 N1.5 S'
_chemical_formula_weight         178.76

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 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'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   10.3920(3)
_cell_length_b                   17.1911(6)
_cell_length_c                   10.2184(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1825.52(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8730
_cell_measurement_theta_min      2.2620
_cell_measurement_theta_max      30.7810

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.660
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.297
_shelx_estimated_absorpt_T_min   0.828
_shelx_estimated_absorpt_T_max   0.916
_exptl_absorpt_correction_T_min  0.271
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.95a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            19900
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.319
_diffrn_reflns_theta_max         30.855
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.858
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.858
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.858
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2538
_reflns_number_gt                2259
_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 1.171.41.95a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.1481P)²+3.4868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2538
_refine_ls_number_parameters     127
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0830
_refine_ls_wR_factor_ref         0.2616
_refine_ls_wR_factor_gt          0.2560
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.128
_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 0.3641(3) 0.250000 0.4088(5) 0.0281(8) Uani 1 2 d S T P . .
C2 C 0.2854(5) 0.250000 0.2824(6) 0.0439(13) Uani 1 2 d DS T P . .
H1M H 0.222(4) 0.293(2) 0.274(5) 0.066 Uiso 1 1 d D U . . .
H2M H 0.346(6) 0.250000 0.209(5) 0.066 Uiso 1 2 d DS U P . .
C3 C 0.2767(4) 0.250000 0.5299(6) 0.0435(12) Uani 1 2 d DS T P . .
H3M H 0.318(7) 0.250000 0.617(4) 0.065 Uiso 1 2 d DS U P . .
H4M H 0.223(4) 0.298(2) 0.535(5) 0.065 Uiso 1 1 d D U . . .
C4 C 0.4535(2) 0.31998(15) 0.4156(3) 0.0218(5) Uani 1 1 d . . . . .
S1 S 0.48676(9) 0.38106(5) 0.28691(10) 0.0396(3) Uani 1 1 d . . . . .
C5 C 0.6084(2) 0.42477(13) 0.3687(3) 0.0196(5) Uani 1 1 d . . . . .
H7 H 0.660463 0.466171 0.337185 0.024 Uiso 1 1 calc R U . . .
C6 C 0.6188(2) 0.38742(14) 0.4960(2) 0.0196(5) Uani 1 1 d . . . . .
N1 N 0.5273(2) 0.33201(13) 0.5182(2) 0.0211(5) Uani 1 1 d . . . . .
C7 C 0.7287(3) 0.39394(15) 0.5948(2) 0.0205(5) Uani 1 1 d . . . . .
C8 C 0.6733(3) 0.41031(17) 0.7308(3) 0.0305(6) Uani 1 1 d . . . . .
H8 H 0.612116 0.369231 0.754238 0.046 Uiso 1 1 calc R U . . .
H9 H 0.629028 0.460649 0.730200 0.046 Uiso 1 1 calc R U . . .
H10 H 0.743276 0.411553 0.795048 0.046 Uiso 1 1 calc R U . . .
C9 C 0.8223(3) 0.45812(17) 0.5561(3) 0.0279(6) Uani 1 1 d . . . . .
H11 H 0.893840 0.459566 0.618533 0.042 Uiso 1 1 calc R U . . .
H12 H 0.777641 0.508320 0.556606 0.042 Uiso 1 1 calc R U . . .
H13 H 0.855766 0.447763 0.468087 0.042 Uiso 1 1 calc R U . . .
C10 C 0.7951(2) 0.31522(14) 0.5934(2) 0.0190(5) Uani 1 1 d . . . . .
C11 C 0.9244(2) 0.29435(15) 0.5530(3) 0.0273(6) Uani 1 1 d . . . . .
H14 H 0.993414 0.328248 0.531471 0.033 Uiso 1 1 calc R U . . .
N2 N 0.7258(3) 0.250000 0.6188(3) 0.0197(6) Uani 1 2 d S T P . .
H15 H 0.646074 0.250000 0.647922 0.024 Uiso 1 2 calc R U P . .


_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 C4 1.521(3) 8_565 ?
C1 C4 1.521(3) . ?
C1 C2 1.529(6) . ?
C1 C3 1.535(7) . ?
C4 N1 1.316(4) . ?
C4 S1 1.718(3) . ?
S1 C5 1.691(3) . ?
C5 C6 1.455(3) . ?
C6 N1 1.365(3) . ?
C6 C7 1.529(4) . ?
C7 C10 1.519(4) . ?
C7 C9 1.524(4) . ?
C7 C8 1.530(4) . ?
C10 N2 1.358(3) . ?
C10 C11 1.451(4) . ?
C11 C11 1.525(5) 8_565 ?

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
C4 C1 C4 104.5(3) 8_565 . ?
C4 C1 C2 111.4(3) 8_565 . ?
C4 C1 C2 111.4(3) . . ?
C4 C1 C3 109.0(3) 8_565 . ?
C4 C1 C3 109.0(3) . . ?
C2 C1 C3 111.4(4) . . ?
N1 C4 C1 121.1(3) . . ?
N1 C4 S1 113.4(2) . . ?
C1 C4 S1 124.9(2) . . ?
C5 S1 C4 92.52(13) . . ?
C6 C5 S1 107.52(18) . . ?
N1 C6 C5 113.9(2) . . ?
N1 C6 C7 117.5(2) . . ?
C5 C6 C7 127.9(2) . . ?
C4 N1 C6 112.5(2) . . ?
C10 C7 C9 110.6(2) . . ?
C10 C7 C6 105.53(19) . . ?
C9 C7 C6 111.0(2) . . ?
C10 C7 C8 110.1(2) . . ?
C9 C7 C8 110.1(2) . . ?
C6 C7 C8 109.4(2) . . ?
N2 C10 C11 110.0(2) . . ?
N2 C10 C7 119.5(2) . . ?
C11 C10 C7 130.1(2) . . ?
C10 C11 C11 104.32(14) . 8_565 ?
C10 N2 C10 111.4(3) . 8_565 ?

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
C4 C1 C4 N1 -61.4(4) 8_565 . . . ?
C2 C1 C4 N1 178.2(3) . . . . ?
C3 C1 C4 N1 54.9(4) . . . . ?
C4 C1 C4 S1 108.5(3) 8_565 . . . ?
C2 C1 C4 S1 -11.9(4) . . . . ?
C3 C1 C4 S1 -135.2(3) . . . . ?
N1 C4 S1 C5 1.5(2) . . . . ?
C1 C4 S1 C5 -169.1(2) . . . . ?
C4 S1 C5 C6 0.92(19) . . . . ?
S1 C5 C6 N1 -3.2(3) . . . . ?
S1 C5 C6 C7 166.7(2) . . . . ?
C1 C4 N1 C6 167.3(2) . . . . ?
S1 C4 N1 C6 -3.7(3) . . . . ?
C5 C6 N1 C4 4.4(3) . . . . ?
C7 C6 N1 C4 -166.5(2) . . . . ?
N1 C6 C7 C10 60.0(3) . . . . ?
C5 C6 C7 C10 -109.5(3) . . . . ?
N1 C6 C7 C9 179.9(2) . . . . ?
C5 C6 C7 C9 10.4(4) . . . . ?
N1 C6 C7 C8 -58.4(3) . . . . ?
C5 C6 C7 C8 132.1(3) . . . . ?
C9 C7 C10 N2 -176.6(2) . . . . ?
C6 C7 C10 N2 -56.5(3) . . . . ?
C8 C7 C10 N2 61.5(3) . . . . ?
C9 C7 C10 C11 -5.0(4) . . . . ?
C6 C7 C10 C11 115.1(3) . . . . ?
C8 C7 C10 C11 -126.9(3) . . . . ?
N2 C10 C11 C11 1.6(2) . . . 8_565 ?
C7 C10 C11 C11 -170.6(2) . . . 8_565 ?
C11 C10 N2 C10 -2.8(4) . . . 8_565 ?
C7 C10 N2 C10 170.41(17) . . . 8_565 ?

_refine_diff_density_max         1.004
_refine_diff_density_min         -1.305
_refine_diff_density_rms         0.137


####################################################################### 
# 
# 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_Cmpd_11
_database_code_depnum_ccdc_archive 'CCDC 2326015'
loop_
_audit_author_name
_audit_author_address
'Yasuhide Inokuma'
;Hokkaido University
Japan
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H27 N3 S2 Zn'
_chemical_formula_sum            'C21 H27 N3 S2 Zn'
_chemical_formula_weight         450.94

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -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'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.2699(6)
_cell_length_b                   10.7612(6)
_cell_length_c                   14.5080(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2071.74(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4740
_cell_measurement_theta_min      2.4240
_cell_measurement_theta_max      29.6750

_exptl_crystal_description       block
_exptl_crystal_colour            "pale yellow'"
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.398
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.83528
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            8673
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.356
_diffrn_reflns_theta_max         30.695
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.811
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.811
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.659
_diffrn_reflns_point_group_measured_fraction_full 0.871
_reflns_number_total             4232
_reflns_number_gt                3900
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.568
_reflns_Friedel_fraction_max     0.495
_reflns_Friedel_fraction_full    0.730

_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 1.171.41.110a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0665P)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_abs_structure_details 
;
 Flack x determined using 1315 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4232
_refine_ls_number_parameters     251
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1015
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.001
_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 0.8285(4) 0.2402(4) 0.3611(3) 0.0167(9) Uani 1 1 d . . . . .
C2 C 0.9387(4) 0.2862(5) 0.3752(4) 0.0246(10) Uani 1 1 d . . . . .
H1 H 0.940529 0.347377 0.425240 0.037 Uiso 1 1 calc R U . . .
H2 H 0.963097 0.324718 0.318193 0.037 Uiso 1 1 calc R U . . .
H3 H 0.981947 0.215526 0.391067 0.037 Uiso 1 1 calc R U . . .
C3 C 0.8243(4) 0.1497(5) 0.2812(4) 0.0259(11) Uani 1 1 d . . . . .
H4 H 0.870517 0.080428 0.292850 0.039 Uiso 1 1 calc R U . . .
H5 H 0.844231 0.192361 0.224320 0.039 Uiso 1 1 calc R U . . .
H6 H 0.755516 0.117849 0.274605 0.039 Uiso 1 1 calc R U . . .
N1 N 0.7852(2) 0.2401(3) 0.5286(3) 0.0123(7) Uani 1 1 d . . . . .
C4 C 0.7912(3) 0.1812(4) 0.4504(3) 0.0139(8) Uani 1 1 d . . . . .
C5 C 0.7325(3) 0.1766(4) 0.5951(3) 0.0140(8) Uani 1 1 d . . . . .
C6 C 0.7059(3) 0.0605(4) 0.5681(3) 0.0158(9) Uani 1 1 d . . . . .
H24 H 0.673011 0.001499 0.606472 0.019 Uiso 1 1 calc R U . . .
S1 S 0.73940(8) 0.03425(10) 0.45586(9) 0.0181(2) Uani 1 1 d . . . . .
C7 C 0.6968(3) 0.2481(4) 0.6808(3) 0.0137(9) Uani 1 1 d . . . . .
C8 C 0.7866(3) 0.3002(4) 0.7349(3) 0.0168(9) Uani 1 1 d . . . . .
H7 H 0.828060 0.351618 0.694036 0.025 Uiso 1 1 calc R U . . .
H8 H 0.827159 0.231425 0.758988 0.025 Uiso 1 1 calc R U . . .
H9 H 0.761862 0.350935 0.786238 0.025 Uiso 1 1 calc R U . . .
C9 C 0.6359(3) 0.1628(4) 0.7436(3) 0.0206(10) Uani 1 1 d . . . . .
H10 H 0.612600 0.209706 0.797442 0.031 Uiso 1 1 calc R U . . .
H11 H 0.678392 0.093511 0.764004 0.031 Uiso 1 1 calc R U . . .
H12 H 0.577656 0.130277 0.709836 0.031 Uiso 1 1 calc R U . . .
C10 C 0.6303(3) 0.3520(4) 0.6430(3) 0.0133(8) Uani 1 1 d . . . . .
N2 N 0.6722(3) 0.4437(3) 0.5901(3) 0.0125(7) Uani 1 1 d . . . . .
C11 C 0.5950(3) 0.5071(4) 0.5487(3) 0.0132(8) Uani 1 1 d . . . . .
C12 C 0.5040(3) 0.4605(4) 0.5785(3) 0.0182(9) Uani 1 1 d . . . . .
H25 H 0.438916 0.489495 0.561832 0.022 Uiso 1 1 calc R U . . .
C13 C 0.5263(3) 0.3611(4) 0.6387(3) 0.0158(9) Uani 1 1 d . . . . .
H26 H 0.479027 0.310266 0.670224 0.019 Uiso 1 1 calc R U . . .
C14 C 0.6181(3) 0.5925(4) 0.4685(3) 0.0163(9) Uani 1 1 d . . . . .
C15 C 0.6961(3) 0.6926(4) 0.4935(4) 0.0205(9) Uani 1 1 d . . . . .
H13 H 0.669357 0.745057 0.543037 0.031 Uiso 1 1 calc R U . . .
H14 H 0.710075 0.744016 0.439210 0.031 Uiso 1 1 calc R U . . .
H15 H 0.758452 0.652688 0.514182 0.031 Uiso 1 1 calc R U . . .
C16 C 0.5213(4) 0.6586(4) 0.4359(3) 0.0235(10) Uani 1 1 d . . . . .
H16 H 0.472781 0.596621 0.413973 0.035 Uiso 1 1 calc R U . . .
H17 H 0.537713 0.715991 0.385677 0.035 Uiso 1 1 calc R U . . .
H18 H 0.491917 0.705063 0.487399 0.035 Uiso 1 1 calc R U . . .
C17 C 0.6580(3) 0.5083(4) 0.3907(3) 0.0148(9) Uani 1 1 d . . . . .
N3 N 0.7408(3) 0.4351(3) 0.4095(3) 0.0141(7) Uani 1 1 d . . . . .
C18 C 0.7565(3) 0.3497(4) 0.3460(3) 0.0148(9) Uani 1 1 d . . . . .
S2 S 0.67458(9) 0.36167(11) 0.25537(8) 0.0205(2) Uani 1 1 d . . . . .
C19 C 0.6149(3) 0.4828(4) 0.3083(3) 0.0186(9) Uani 1 1 d . . . . .
H27 H 0.559019 0.526428 0.283210 0.022 Uiso 1 1 calc R U . . .
Zn1 Zn 0.80923(3) 0.43384(4) 0.53926(4) 0.01424(14) Uani 1 1 d . . . . .
C20 C 0.9439(3) 0.5062(4) 0.5597(3) 0.0220(11) Uani 1 1 d . . . . .
H22 H 0.992109 0.437180 0.569167 0.026 Uiso 1 1 calc R U . . .
H23 H 0.964269 0.550085 0.502715 0.026 Uiso 1 1 calc R U . . .
C21 C 0.9549(4) 0.5957(5) 0.6396(4) 0.0280(12) Uani 1 1 d . . . . .
H19 H 0.910828 0.667609 0.629699 0.042 Uiso 1 1 calc R U . . .
H20 H 1.025023 0.623664 0.643676 0.042 Uiso 1 1 calc R U . . .
H21 H 0.935883 0.553882 0.696977 0.042 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
C1 C3 1.516(7) . ?
C1 C4 1.526(6) . ?
C1 C18 1.533(6) . ?
C1 C2 1.558(7) . ?
N1 C4 1.301(6) . ?
N1 C5 1.374(6) . ?
N1 Zn1 2.115(3) . ?
C4 S1 1.726(4) . ?
C5 C6 1.357(6) . ?
C5 C7 1.536(6) . ?
C6 S1 1.712(5) . ?
C7 C9 1.526(6) . ?
C7 C10 1.526(6) . ?
C7 C8 1.533(6) . ?
C10 N2 1.368(6) . ?
C10 C13 1.385(6) . ?
N2 C11 1.371(5) . ?
N2 Zn1 1.965(4) . ?
C11 C12 1.377(6) . ?
C11 C14 1.515(6) . ?
C12 C13 1.412(6) . ?
C14 C15 1.537(6) . ?
C14 C17 1.541(6) . ?
C14 C16 1.542(6) . ?
C17 C19 1.353(6) . ?
C17 N3 1.379(6) . ?
N3 C18 1.318(6) . ?
N3 Zn1 2.091(4) . ?
C18 S2 1.710(5) . ?
S2 C19 1.707(5) . ?
Zn1 C20 1.972(4) . ?
C20 C21 1.513(7) . ?

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
C3 C1 C4 111.7(4) . . ?
C3 C1 C18 111.2(4) . . ?
C4 C1 C18 103.8(3) . . ?
C3 C1 C2 109.8(4) . . ?
C4 C1 C2 109.0(4) . . ?
C18 C1 C2 111.1(4) . . ?
C4 N1 C5 113.6(3) . . ?
C4 N1 Zn1 122.4(3) . . ?
C5 N1 Zn1 121.0(3) . . ?
N1 C4 C1 123.8(4) . . ?
N1 C4 S1 112.5(3) . . ?
C1 C4 S1 123.3(3) . . ?
C6 C5 N1 112.8(4) . . ?
C6 C5 C7 127.9(4) . . ?
N1 C5 C7 118.5(4) . . ?
C5 C6 S1 111.0(3) . . ?
C6 S1 C4 89.8(2) . . ?
C9 C7 C10 110.5(3) . . ?
C9 C7 C8 109.0(4) . . ?
C10 C7 C8 111.4(4) . . ?
C9 C7 C5 110.2(4) . . ?
C10 C7 C5 104.8(4) . . ?
C8 C7 C5 111.0(3) . . ?
N2 C10 C13 109.2(4) . . ?
N2 C10 C7 119.7(4) . . ?
C13 C10 C7 130.1(4) . . ?
C10 N2 C11 107.5(3) . . ?
C10 N2 Zn1 123.2(3) . . ?
C11 N2 Zn1 123.7(3) . . ?
N2 C11 C12 109.7(4) . . ?
N2 C11 C14 119.2(4) . . ?
C12 C11 C14 129.8(4) . . ?
C11 C12 C13 106.6(4) . . ?
C10 C13 C12 106.9(4) . . ?
C11 C14 C15 112.3(4) . . ?
C11 C14 C17 106.0(3) . . ?
C15 C14 C17 110.8(4) . . ?
C11 C14 C16 110.2(4) . . ?
C15 C14 C16 108.1(4) . . ?
C17 C14 C16 109.4(4) . . ?
C19 C17 N3 113.3(4) . . ?
C19 C17 C14 128.4(4) . . ?
N3 C17 C14 117.7(4) . . ?
C18 N3 C17 112.7(4) . . ?
C18 N3 Zn1 123.8(3) . . ?
C17 N3 Zn1 121.9(3) . . ?
N3 C18 C1 122.3(4) . . ?
N3 C18 S2 112.6(3) . . ?
C1 C18 S2 124.4(3) . . ?
C19 S2 C18 90.4(2) . . ?
C17 C19 S2 110.9(4) . . ?
N2 Zn1 C20 139.51(18) . . ?
N2 Zn1 N3 86.32(16) . . ?
C20 Zn1 N3 121.80(18) . . ?
N2 Zn1 N1 86.61(14) . . ?
C20 Zn1 N1 122.51(17) . . ?
N3 Zn1 N1 82.79(14) . . ?
C21 C20 Zn1 117.0(3) . . ?

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
C5 N1 C4 C1 168.5(4) . . . . ?
Zn1 N1 C4 C1 7.9(5) . . . . ?
C5 N1 C4 S1 -4.7(5) . . . . ?
Zn1 N1 C4 S1 -165.39(18) . . . . ?
C3 C1 C4 N1 -178.4(4) . . . . ?
C18 C1 C4 N1 -58.5(5) . . . . ?
C2 C1 C4 N1 60.0(5) . . . . ?
C3 C1 C4 S1 -5.9(5) . . . . ?
C18 C1 C4 S1 114.0(4) . . . . ?
C2 C1 C4 S1 -127.4(4) . . . . ?
C4 N1 C5 C6 5.9(5) . . . . ?
Zn1 N1 C5 C6 166.8(3) . . . . ?
C4 N1 C5 C7 -164.6(4) . . . . ?
Zn1 N1 C5 C7 -3.7(5) . . . . ?
N1 C5 C6 S1 -4.2(5) . . . . ?
C7 C5 C6 S1 165.2(4) . . . . ?
C5 C6 S1 C4 1.4(4) . . . . ?
N1 C4 S1 C6 1.9(3) . . . . ?
C1 C4 S1 C6 -171.4(4) . . . . ?
C6 C5 C7 C9 8.5(6) . . . . ?
N1 C5 C7 C9 177.4(4) . . . . ?
C6 C5 C7 C10 -110.3(5) . . . . ?
N1 C5 C7 C10 58.5(5) . . . . ?
C6 C5 C7 C8 129.3(5) . . . . ?
N1 C5 C7 C8 -61.8(5) . . . . ?
C9 C7 C10 N2 175.5(4) . . . . ?
C8 C7 C10 N2 54.3(5) . . . . ?
C5 C7 C10 N2 -65.8(5) . . . . ?
C9 C7 C10 C13 -17.6(7) . . . . ?
C8 C7 C10 C13 -138.9(5) . . . . ?
C5 C7 C10 C13 101.0(5) . . . . ?
C13 C10 N2 C11 -2.9(5) . . . . ?
C7 C10 N2 C11 166.5(4) . . . . ?
C13 C10 N2 Zn1 -157.3(3) . . . . ?
C7 C10 N2 Zn1 12.1(6) . . . . ?
C10 N2 C11 C12 3.0(5) . . . . ?
Zn1 N2 C11 C12 157.3(3) . . . . ?
C10 N2 C11 C14 -165.0(4) . . . . ?
Zn1 N2 C11 C14 -10.8(6) . . . . ?
N2 C11 C12 C13 -1.9(5) . . . . ?
C14 C11 C12 C13 164.4(4) . . . . ?
N2 C10 C13 C12 1.7(5) . . . . ?
C7 C10 C13 C12 -166.2(4) . . . . ?
C11 C12 C13 C10 0.2(5) . . . . ?
N2 C11 C14 C15 -56.7(5) . . . . ?
C12 C11 C14 C15 138.0(5) . . . . ?
N2 C11 C14 C17 64.4(5) . . . . ?
C12 C11 C14 C17 -100.9(5) . . . . ?
N2 C11 C14 C16 -177.3(4) . . . . ?
C12 C11 C14 C16 17.4(6) . . . . ?
C11 C14 C17 C19 113.4(5) . . . . ?
C15 C14 C17 C19 -124.5(5) . . . . ?
C16 C14 C17 C19 -5.5(6) . . . . ?
C11 C14 C17 N3 -56.9(5) . . . . ?
C15 C14 C17 N3 65.2(5) . . . . ?
C16 C14 C17 N3 -175.8(4) . . . . ?
C19 C17 N3 C18 -4.4(5) . . . . ?
C14 C17 N3 C18 167.3(4) . . . . ?
C19 C17 N3 Zn1 -170.4(3) . . . . ?
C14 C17 N3 Zn1 1.3(5) . . . . ?
C17 N3 C18 C1 -166.4(4) . . . . ?
Zn1 N3 C18 C1 -0.7(6) . . . . ?
C17 N3 C18 S2 4.1(5) . . . . ?
Zn1 N3 C18 S2 169.79(19) . . . . ?
C3 C1 C18 N3 174.3(4) . . . . ?
C4 C1 C18 N3 54.0(5) . . . . ?
C2 C1 C18 N3 -63.0(5) . . . . ?
C3 C1 C18 S2 5.0(6) . . . . ?
C4 C1 C18 S2 -115.3(4) . . . . ?
C2 C1 C18 S2 127.6(4) . . . . ?
N3 C18 S2 C19 -2.2(3) . . . . ?
C1 C18 S2 C19 168.1(4) . . . . ?
N3 C17 C19 S2 2.7(5) . . . . ?
C14 C17 C19 S2 -168.0(4) . . . . ?
C18 S2 C19 C17 -0.3(3) . . . . ?

_refine_diff_density_max         0.696
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.133


####################################################################### 
# 
# 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_Cmpd_8
_database_code_depnum_ccdc_archive 'CCDC 2326012'
loop_
_audit_author_name
_audit_author_address
'Yasuhide Inokuma'
;Hokkaido University
Japan
;
_audit_update_record             
;
2024-01-17 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H24 N2 O2 S2'
_chemical_formula_sum            'C19 H24 N2 O2 S2'
_chemical_formula_weight         376.52

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'
N N 0.0061 0.0033 '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                   9.3949(4)
_cell_length_b                   17.3945(7)
_cell_length_c                   11.4391(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.562(4)
_cell_angle_gamma                90
_cell_volume                     1831.44(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8026
_cell_measurement_theta_min      2.7920
_cell_measurement_theta_max      30.1190

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.306
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_T_min  0.62041
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            18935
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.162
_diffrn_reflns_theta_max         26.000
_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             3608
_reflns_number_gt                3239
_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 1.171.41.110a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0414P)²+1.0066P] 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         3608
_refine_ls_number_parameters     232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0839
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_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 0.41465(15) 0.44089(8) 0.67446(12) 0.0128(3) Uani 1 1 d . . . . .
S1 S 0.39062(4) 0.41476(2) 0.52649(3) 0.01695(11) Uani 1 1 d . . . . .
C2 C 0.54392(15) 0.35927(8) 0.56013(13) 0.0159(3) Uani 1 1 d . . . . .
H1 H 0.582431 0.329594 0.504021 0.019 Uiso 1 1 calc R U . . .
C3 C 0.60252(15) 0.36376(8) 0.67837(12) 0.0124(3) Uani 1 1 d . . . . .
N1 N 0.52674(13) 0.40955(7) 0.74356(11) 0.0129(3) Uani 1 1 d . . . . .
C4 C 0.74488(15) 0.33091(8) 0.74475(13) 0.0141(3) Uani 1 1 d . . . . .
C5 C 0.71770(17) 0.26529(8) 0.82665(14) 0.0192(3) Uani 1 1 d . . . . .
H2 H 0.658034 0.284027 0.881814 0.029 Uiso 1 1 calc R U . . .
H3 H 0.810801 0.246518 0.872186 0.029 Uiso 1 1 calc R U . . .
H4 H 0.666862 0.223310 0.778399 0.029 Uiso 1 1 calc R U . . .
C6 C 0.83983(17) 0.30152(9) 0.65924(14) 0.0202(3) Uani 1 1 d . . . . .
H5 H 0.789817 0.259297 0.611032 0.030 Uiso 1 1 calc R U . . .
H6 H 0.932792 0.283071 0.705494 0.030 Uiso 1 1 calc R U . . .
H7 H 0.857414 0.343449 0.606692 0.030 Uiso 1 1 calc R U . . .
C7 C 0.82824(15) 0.39654(8) 0.81956(13) 0.0150(3) Uani 1 1 d . . . . .
O1 O 0.89090(12) 0.38530(6) 0.92127(10) 0.0243(3) Uani 1 1 d . . . . .
C8 C 0.83290(15) 0.47442(8) 0.76120(13) 0.0153(3) Uani 1 1 d . . . . .
H8 H 0.742038 0.482212 0.701471 0.018 Uiso 1 1 calc R U . . .
H9 H 0.914994 0.475672 0.718834 0.018 Uiso 1 1 calc R U . . .
C9 C 0.85042(16) 0.53954(8) 0.85211(13) 0.0168(3) Uani 1 1 d . . . . .
H10 H 0.776598 0.534332 0.902396 0.020 Uiso 1 1 calc R U . . .
H11 H 0.947749 0.536560 0.904697 0.020 Uiso 1 1 calc R U . . .
C10 C 0.83274(15) 0.61660(8) 0.78878(13) 0.0154(3) Uani 1 1 d . . . . .
O2 O 0.89968(13) 0.63104(6) 0.71178(11) 0.0270(3) Uani 1 1 d . . . . .
C11 C 0.73266(15) 0.67697(8) 0.82867(12) 0.0132(3) Uani 1 1 d . . . . .
C12 C 0.81774(16) 0.71177(9) 0.94560(13) 0.0185(3) Uani 1 1 d . . . . .
H12 H 0.760615 0.753180 0.971709 0.028 Uiso 1 1 calc R U . . .
H13 H 0.910254 0.732479 0.932434 0.028 Uiso 1 1 calc R U . . .
H14 H 0.836565 0.671808 1.007166 0.028 Uiso 1 1 calc R U . . .
C13 C 0.69627(16) 0.73956(8) 0.73347(14) 0.0179(3) Uani 1 1 d . . . . .
H15 H 0.640369 0.717118 0.659828 0.027 Uiso 1 1 calc R U . . .
H16 H 0.786437 0.761775 0.717741 0.027 Uiso 1 1 calc R U . . .
H17 H 0.638681 0.779890 0.761820 0.027 Uiso 1 1 calc R U . . .
C14 C 0.59467(15) 0.63857(8) 0.84791(12) 0.0129(3) Uani 1 1 d . . . . .
C15 C 0.53205(16) 0.64573(8) 0.94416(13) 0.0167(3) Uani 1 1 d . . . . .
H18 H 0.566435 0.678362 1.010399 0.020 Uiso 1 1 calc R U . . .
S2 S 0.38266(4) 0.58793(2) 0.92988(3) 0.01852(11) Uani 1 1 d . . . . .
C16 C 0.41242(15) 0.55720(8) 0.79342(12) 0.0132(3) Uani 1 1 d . . . . .
N2 N 0.52419(13) 0.58863(7) 0.76086(11) 0.0129(3) Uani 1 1 d . . . . .
C17 C 0.31523(15) 0.49722(8) 0.72029(13) 0.0141(3) Uani 1 1 d . . . . .
C18 C 0.22793(16) 0.45313(9) 0.79848(14) 0.0191(3) Uani 1 1 d . . . . .
H19 H 0.294855 0.428000 0.864079 0.029 Uiso 1 1 calc R U . . .
H20 H 0.167565 0.414179 0.750173 0.029 Uiso 1 1 calc R U . . .
H21 H 0.165606 0.489057 0.831124 0.029 Uiso 1 1 calc R U . . .
C19 C 0.21050(16) 0.53692(9) 0.61760(14) 0.0196(3) Uani 1 1 d . . . . .
H22 H 0.147729 0.572498 0.650407 0.029 Uiso 1 1 calc R U . . .
H23 H 0.150594 0.498078 0.568657 0.029 Uiso 1 1 calc R U . . .
H24 H 0.266407 0.565495 0.568256 0.029 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
C1 N1 1.3028(19) . ?
C1 C17 1.5178(19) . ?
C1 S1 1.7232(14) . ?
S1 C2 1.7123(15) . ?
C2 C3 1.356(2) . ?
C3 N1 1.3821(18) . ?
C3 C4 1.5115(19) . ?
C4 C5 1.530(2) . ?
C4 C6 1.538(2) . ?
C4 C7 1.543(2) . ?
C7 O1 1.2099(18) . ?
C7 C8 1.515(2) . ?
C8 C9 1.524(2) . ?
C9 C10 1.517(2) . ?
C10 O2 1.2068(18) . ?
C10 C11 1.5386(19) . ?
C11 C14 1.5132(19) . ?
C11 C13 1.5293(19) . ?
C11 C12 1.5381(19) . ?
C14 C15 1.354(2) . ?
C14 N2 1.3858(18) . ?
C15 S2 1.7075(15) . ?
S2 C16 1.7250(14) . ?
C16 N2 1.3026(19) . ?
C16 C17 1.5219(19) . ?
C17 C18 1.535(2) . ?
C17 C19 1.5367(19) . ?

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
N1 C1 C17 122.62(13) . . ?
N1 C1 S1 114.61(11) . . ?
C17 C1 S1 122.75(10) . . ?
C2 S1 C1 89.38(7) . . ?
C3 C2 S1 110.28(11) . . ?
C2 C3 N1 114.91(13) . . ?
C2 C3 C4 128.36(13) . . ?
N1 C3 C4 116.51(12) . . ?
C1 N1 C3 110.79(12) . . ?
C3 C4 C5 110.50(12) . . ?
C3 C4 C6 111.95(12) . . ?
C5 C4 C6 109.31(12) . . ?
C3 C4 C7 107.38(11) . . ?
C5 C4 C7 109.93(12) . . ?
C6 C4 C7 107.71(12) . . ?
O1 C7 C8 121.11(13) . . ?
O1 C7 C4 120.59(13) . . ?
C8 C7 C4 118.27(12) . . ?
C7 C8 C9 111.89(12) . . ?
C10 C9 C8 110.14(12) . . ?
O2 C10 C9 120.62(13) . . ?
O2 C10 C11 120.88(13) . . ?
C9 C10 C11 118.45(12) . . ?
C14 C11 C13 110.00(11) . . ?
C14 C11 C12 110.99(12) . . ?
C13 C11 C12 110.01(12) . . ?
C14 C11 C10 109.52(11) . . ?
C13 C11 C10 109.72(12) . . ?
C12 C11 C10 106.53(11) . . ?
C15 C14 N2 114.78(13) . . ?
C15 C14 C11 127.03(13) . . ?
N2 C14 C11 118.17(12) . . ?
C14 C15 S2 110.53(11) . . ?
C15 S2 C16 89.42(7) . . ?
N2 C16 C17 124.04(13) . . ?
N2 C16 S2 114.51(11) . . ?
C17 C16 S2 121.44(10) . . ?
C16 N2 C14 110.74(12) . . ?
C1 C17 C16 106.83(11) . . ?
C1 C17 C18 108.45(12) . . ?
C16 C17 C18 110.74(12) . . ?
C1 C17 C19 111.72(12) . . ?
C16 C17 C19 109.50(12) . . ?
C18 C17 C19 109.57(12) . . ?

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
N1 C1 S1 C2 -1.07(12) . . . . ?
C17 C1 S1 C2 177.66(12) . . . . ?
C1 S1 C2 C3 0.01(11) . . . . ?
S1 C2 C3 N1 0.99(16) . . . . ?
S1 C2 C3 C4 -173.35(12) . . . . ?
C17 C1 N1 C3 -176.95(12) . . . . ?
S1 C1 N1 C3 1.78(15) . . . . ?
C2 C3 N1 C1 -1.79(17) . . . . ?
C4 C3 N1 C1 173.25(12) . . . . ?
C2 C3 C4 C5 -111.24(17) . . . . ?
N1 C3 C4 C5 74.50(15) . . . . ?
C2 C3 C4 C6 10.9(2) . . . . ?
N1 C3 C4 C6 -163.40(12) . . . . ?
C2 C3 C4 C7 128.88(15) . . . . ?
N1 C3 C4 C7 -45.38(16) . . . . ?
C3 C4 C7 O1 137.24(14) . . . . ?
C5 C4 C7 O1 16.99(19) . . . . ?
C6 C4 C7 O1 -102.02(16) . . . . ?
C3 C4 C7 C8 -44.44(16) . . . . ?
C5 C4 C7 C8 -164.68(12) . . . . ?
C6 C4 C7 C8 76.31(15) . . . . ?
O1 C7 C8 C9 -29.14(19) . . . . ?
C4 C7 C8 C9 152.55(12) . . . . ?
C7 C8 C9 C10 -171.83(12) . . . . ?
C8 C9 C10 O2 -50.15(18) . . . . ?
C8 C9 C10 C11 132.41(13) . . . . ?
O2 C10 C11 C14 139.33(14) . . . . ?
C9 C10 C11 C14 -43.24(16) . . . . ?
O2 C10 C11 C13 18.50(19) . . . . ?
C9 C10 C11 C13 -164.07(12) . . . . ?
O2 C10 C11 C12 -100.55(16) . . . . ?
C9 C10 C11 C12 76.88(15) . . . . ?
C13 C11 C14 C15 -108.34(16) . . . . ?
C12 C11 C14 C15 13.7(2) . . . . ?
C10 C11 C14 C15 131.00(15) . . . . ?
C13 C11 C14 N2 73.63(15) . . . . ?
C12 C11 C14 N2 -164.37(12) . . . . ?
C10 C11 C14 N2 -47.03(16) . . . . ?
N2 C14 C15 S2 1.17(16) . . . . ?
C11 C14 C15 S2 -176.92(11) . . . . ?
C14 C15 S2 C16 -0.23(11) . . . . ?
C15 S2 C16 N2 -0.81(11) . . . . ?
C15 S2 C16 C17 178.27(12) . . . . ?
C17 C16 N2 C14 -177.48(12) . . . . ?
S2 C16 N2 C14 1.58(15) . . . . ?
C15 C14 N2 C16 -1.78(17) . . . . ?
C11 C14 N2 C16 176.49(12) . . . . ?
N1 C1 C17 C16 49.30(17) . . . . ?
S1 C1 C17 C16 -129.33(11) . . . . ?
N1 C1 C17 C18 -70.10(17) . . . . ?
S1 C1 C17 C18 111.27(12) . . . . ?
N1 C1 C17 C19 169.03(13) . . . . ?
S1 C1 C17 C19 -9.60(17) . . . . ?
N2 C16 C17 C1 43.32(18) . . . . ?
S2 C16 C17 C1 -135.67(11) . . . . ?
N2 C16 C17 C18 161.23(13) . . . . ?
S2 C16 C17 C18 -17.76(16) . . . . ?
N2 C16 C17 C19 -77.83(17) . . . . ?
S2 C16 C17 C19 103.18(13) . . . . ?

_refine_diff_density_max         0.370
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.048


