# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_SUST_3246_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2dn7kw
_database_code_depnum_ccdc_archive 'CCDC 2223988'
loop_
_audit_author_name
_audit_author_address
Huang
;shanxi university of science and technology
China
;
_audit_update_record             
;
2022-12-02 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H12 N2 O'
_chemical_formula_weight         212.25

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

_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                   6.4010(19)
_cell_length_b                   7.613(2)
_cell_length_c                   22.401(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.679(10)
_cell_angle_gamma                90
_cell_volume                     1090.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    276(2)
_cell_measurement_reflns_used    4266
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      27.11

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      276(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19834
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.826
_diffrn_reflns_theta_max         27.677
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2529
_reflns_number_gt                1678
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0789P)²+0.5353P] 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         2529
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0740
_refine_ls_wR_factor_ref         0.1873
_refine_ls_wR_factor_gt          0.1680
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.029
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.5342(4) 0.6693(3) 0.34305(11) 0.0429(6) Uani 1 1 d . . . . .
C2 C 0.3552(4) 0.7229(4) 0.30764(11) 0.0524(7) Uani 1 1 d . . . . .
H2 H 0.244085 0.777873 0.325336 0.063 Uiso 1 1 calc R U . . .
C3 C 0.3478(5) 0.6933(4) 0.24783(13) 0.0668(9) Uani 1 1 d . . . . .
H3 H 0.230887 0.728773 0.224740 0.080 Uiso 1 1 calc R U . . .
C4 C 0.5121(6) 0.6107(5) 0.22041(13) 0.0727(10) Uani 1 1 d . . . . .
H4 H 0.502779 0.590060 0.179454 0.087 Uiso 1 1 calc R U . . .
C5 C 0.6865(5) 0.5599(4) 0.25322(14) 0.0639(8) Uani 1 1 d . . . . .
H5 H 0.795299 0.505653 0.234182 0.077 Uiso 1 1 calc R U . . .
C6 C 0.7051(4) 0.5880(3) 0.31543(12) 0.0500(7) Uani 1 1 d . . . . .
C7 C 0.8856(4) 0.5353(4) 0.35099(13) 0.0559(7) Uani 1 1 d . . . . .
H7 H 0.996266 0.483296 0.332151 0.067 Uiso 1 1 calc R U . . .
C8 C 0.9020(4) 0.5581(4) 0.41110(14) 0.0551(7) Uani 1 1 d . . . . .
H8 H 1.021866 0.523937 0.433132 0.066 Uiso 1 1 calc R U . . .
C9 C 0.7329(4) 0.6347(3) 0.43905(11) 0.0416(6) Uani 1 1 d . . . . .
C10 C 0.5602(3) 0.6869(3) 0.40492(11) 0.0393(6) Uani 1 1 d . . . . .
C11 C 0.5185(4) 0.7439(3) 0.49819(11) 0.0398(6) Uani 1 1 d . . . . .
C12 C 0.2085(4) 0.8761(4) 0.53767(13) 0.0548(7) Uani 1 1 d . . . . .
H12A H 0.186829 0.926709 0.498620 0.082 Uiso 1 1 calc R U . . .
H12B H 0.188598 0.964502 0.567436 0.082 Uiso 1 1 calc R U . . .
H12C H 0.110266 0.782471 0.542508 0.082 Uiso 1 1 calc R U . . .
C13 C 0.5209(5) 0.8007(4) 0.60337(12) 0.0612(8) Uani 1 1 d . . . . .
H13A H 0.655574 0.746242 0.600958 0.092 Uiso 1 1 calc R U . . .
H13B H 0.436977 0.733331 0.629425 0.092 Uiso 1 1 calc R U . . .
H13C H 0.538010 0.917635 0.618842 0.092 Uiso 1 1 calc R U . . .
N1 N 0.7033(3) 0.6707(3) 0.49918(9) 0.0457(5) Uani 1 1 d . . . . .
N2 N 0.4188(3) 0.8079(3) 0.54437(9) 0.0491(6) Uani 1 1 d . . . . .
O1 O 0.4184(2) 0.7586(2) 0.44309(7) 0.0414(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.395(3) . ?
C1 C6 1.423(4) . ?
C1 C2 1.422(4) . ?
C2 C3 1.357(4) . ?
C3 C4 1.392(5) . ?
C4 C5 1.364(4) . ?
C5 C6 1.409(4) . ?
C6 C7 1.430(4) . ?
C7 C8 1.357(4) . ?
C8 C9 1.402(4) . ?
C9 C10 1.373(3) . ?
C9 N1 1.396(3) . ?
C10 O1 1.388(3) . ?
C11 N1 1.307(3) . ?
C11 N2 1.333(3) . ?
C11 O1 1.368(3) . ?
C12 N2 1.444(3) . ?
C13 N2 1.448(3) . ?

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 C1 C6 114.5(2) . . ?
C10 C1 C2 125.6(2) . . ?
C6 C1 C2 119.8(2) . . ?
C3 C2 C1 119.5(3) . . ?
C2 C3 C4 121.2(3) . . ?
C5 C4 C3 120.4(3) . . ?
C4 C5 C6 121.3(3) . . ?
C5 C6 C1 117.7(3) . . ?
C5 C6 C7 122.5(3) . . ?
C1 C6 C7 119.8(3) . . ?
C8 C7 C6 122.7(3) . . ?
C7 C8 C9 118.1(2) . . ?
C10 C9 N1 109.8(2) . . ?
C10 C9 C8 119.3(2) . . ?
N1 C9 C8 130.9(2) . . ?
C9 C10 O1 107.7(2) . . ?
C9 C10 C1 125.5(2) . . ?
O1 C10 C1 126.8(2) . . ?
N1 C11 N2 127.5(2) . . ?
N1 C11 O1 115.8(2) . . ?
N2 C11 O1 116.7(2) . . ?
C11 N1 C9 103.4(2) . . ?
C11 N2 C12 121.9(2) . . ?
C11 N2 C13 118.8(2) . . ?
C12 N2 C13 119.2(2) . . ?
C11 O1 C10 103.39(18) . . ?

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
C10 C1 C2 C3 -178.1(2) . . . . ?
C6 C1 C2 C3 1.0(4) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 -1.0(5) . . . . ?
C3 C4 C5 C6 0.5(5) . . . . ?
C4 C5 C6 C1 0.8(4) . . . . ?
C4 C5 C6 C7 179.7(3) . . . . ?
C10 C1 C6 C5 177.7(2) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
C10 C1 C6 C7 -1.3(3) . . . . ?
C2 C1 C6 C7 179.5(2) . . . . ?
C5 C6 C7 C8 -178.3(3) . . . . ?
C1 C6 C7 C8 0.6(4) . . . . ?
C6 C7 C8 C9 0.8(4) . . . . ?
C7 C8 C9 C10 -1.3(4) . . . . ?
C7 C8 C9 N1 178.5(2) . . . . ?
N1 C9 C10 O1 0.6(3) . . . . ?
C8 C9 C10 O1 -179.6(2) . . . . ?
N1 C9 C10 C1 -179.2(2) . . . . ?
C8 C9 C10 C1 0.6(4) . . . . ?
C6 C1 C10 C9 0.7(3) . . . . ?
C2 C1 C10 C9 179.9(2) . . . . ?
C6 C1 C10 O1 -179.1(2) . . . . ?
C2 C1 C10 O1 0.1(4) . . . . ?
N2 C11 N1 C9 -177.9(2) . . . . ?
O1 C11 N1 C9 1.0(3) . . . . ?
C10 C9 N1 C11 -0.9(3) . . . . ?
C8 C9 N1 C11 179.3(3) . . . . ?
N1 C11 N2 C12 -176.1(2) . . . . ?
O1 C11 N2 C12 5.0(3) . . . . ?
N1 C11 N2 C13 0.8(4) . . . . ?
O1 C11 N2 C13 -178.0(2) . . . . ?
N1 C11 O1 C10 -0.6(3) . . . . ?
N2 C11 O1 C10 178.3(2) . . . . ?
C9 C10 O1 C11 0.0(2) . . . . ?
C1 C10 O1 C11 179.8(2) . . . . ?

_refine_diff_density_max         0.201
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_sust_3454_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2dnkbz
_database_code_depnum_ccdc_archive 'CCDC 2224291'
loop_
_audit_author_name
_audit_author_address
'nai bing '
;sust
China
;
_audit_update_record             
;
2022-12-05 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
_audit_creation_date             2022-12-03
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C12 H9 N S)'
_chemical_formula_sum            'C24 H18 N2 S2'
_chemical_formula_weight         398.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.5785(6)
_cell_length_b                   19.2356(16)
_cell_length_c                   13.4588(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.817(2)
_cell_angle_gamma                90
_cell_volume                     1959.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9444
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.596
_cell_measurement_theta_min      2.604
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6549
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0795 before and 0.0684 after correction.
The Ratio of minimum to maximum transmission is 0.8784.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0827
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            49798
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.604
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2321
_reflns_number_total             3431
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3431
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0731
_refine_ls_restrained_S_all      1.178
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0273P)²+3.8582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1500
_refine_ls_wR_factor_ref         0.1686
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C16(H16), C17(H17), C18(H18), C21(H21), C9(H9), C12(H12),
 C13(H13), C15(H15), C20(H20), C22(H22)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.30787(17) 0.67991(7) 0.62845(10) 0.0583(4) Uani 1 1 d . . . . .
N2 N -0.0213(5) 0.6468(2) 0.6029(3) 0.0593(11) Uani 1 1 d . . . . .
C2 C 0.3717(7) 0.9204(3) 0.6356(4) 0.0601(13) Uani 1 1 d . . . . .
H2 H 0.484076 0.939658 0.643701 0.072 Uiso 1 1 calc R U . . .
C3 C -0.0130(5) 0.7189(2) 0.6056(3) 0.0468(11) Uani 1 1 d . . . . .
C5 C 0.0613(6) 0.9354(2) 0.6135(3) 0.0530(12) Uani 1 1 d . . . . .
H5 H -0.037012 0.964304 0.606662 0.064 Uiso 1 1 calc R U . . .
C6 C 0.1860(5) 0.8193(2) 0.6215(3) 0.0427(10) Uani 1 1 d . . . . .
C14 C 0.0361(5) 0.8622(2) 0.6106(3) 0.0481(11) Uani 1 1 d . . . . .
C16 C -0.1607(6) 0.7626(3) 0.5947(4) 0.0561(13) Uani 1 1 d . . . . .
H16 H -0.273726 0.744084 0.585528 0.067 Uiso 1 1 calc R U . . .
C17 C 0.3533(6) 0.8497(3) 0.6332(3) 0.0557(12) Uani 1 1 d . . . . .
H17 H 0.453026 0.821578 0.639446 0.067 Uiso 1 1 calc R U . . .
C18 C -0.1357(6) 0.8322(3) 0.5979(3) 0.0549(12) Uani 1 1 d . . . . .
H18 H -0.233417 0.861394 0.591662 0.066 Uiso 1 1 calc R U . . .
C19 C 0.2235(7) 0.9646(3) 0.6261(4) 0.0602(13) Uani 1 1 d . . . . .
C21 C 0.1368(7) 0.6218(3) 0.6138(4) 0.0606(13) Uani 1 1 d . . . . .
H21 H 0.157025 0.574157 0.613833 0.073 Uiso 1 1 calc R U . . .
C23 C 0.2483(8) 1.0427(3) 0.6293(5) 0.0867(19) Uani 1 1 d . . . . .
H23A H 0.279726 1.056920 0.696238 0.130 Uiso 1 1 calc R U . . .
H23B H 0.140275 1.065139 0.607065 0.130 Uiso 1 1 calc R U . . .
H23C H 0.340732 1.055693 0.586629 0.130 Uiso 1 1 calc R U . . .
C24 C 0.1554(5) 0.7460(2) 0.6184(3) 0.0439(11) Uani 1 1 d . . . . .
S2 S 0.80635(17) 0.48226(7) 0.62770(11) 0.0621(4) Uani 1 1 d . . . . .
N1 N 0.4770(5) 0.5162(2) 0.6215(3) 0.0561(10) Uani 1 1 d . . . . .
C1 C 0.6827(5) 0.3434(2) 0.6355(3) 0.0405(10) Uani 1 1 d . . . . .
C4 C 0.5320(5) 0.3002(2) 0.6331(3) 0.0418(10) Uani 1 1 d . . . . .
C7 C 0.7214(6) 0.1982(2) 0.6404(3) 0.0519(12) Uani 1 1 d . . . . .
C8 C 0.6530(6) 0.4170(2) 0.6314(3) 0.0447(11) Uani 1 1 d . . . . .
C9 C 0.6337(7) 0.5410(3) 0.6207(4) 0.0611(13) Uani 1 1 d . . . . .
H9 H 0.653794 0.588546 0.616649 0.073 Uiso 1 1 calc R U . . .
C10 C 0.4856(6) 0.4440(2) 0.6266(3) 0.0494(11) Uani 1 1 d . . . . .
C11 C 0.7440(7) 0.1201(3) 0.6414(4) 0.0689(15) Uani 1 1 d . . . . .
H11A H 0.655335 0.099480 0.680620 0.103 Uiso 1 1 calc R U . . .
H11B H 0.859024 0.108542 0.669627 0.103 Uiso 1 1 calc R U . . .
H11C H 0.731799 0.102653 0.574581 0.103 Uiso 1 1 calc R U . . .
C12 C 0.3628(6) 0.3301(3) 0.6270(4) 0.0560(12) Uani 1 1 d . . . . .
H12 H 0.264343 0.301173 0.625278 0.067 Uiso 1 1 calc R U . . .
C13 C 0.8681(6) 0.2423(3) 0.6428(3) 0.0541(12) Uani 1 1 d . . . . .
H13 H 0.980611 0.222874 0.646147 0.065 Uiso 1 1 calc R U . . .
C15 C 0.3384(6) 0.4001(3) 0.6234(4) 0.0585(13) Uani 1 1 d . . . . .
H15 H 0.224915 0.418586 0.618994 0.070 Uiso 1 1 calc R U . . .
C20 C 0.8517(6) 0.3129(3) 0.6405(3) 0.0518(12) Uani 1 1 d . . . . .
H20 H 0.952012 0.340765 0.642304 0.062 Uiso 1 1 calc R U . . .
C22 C 0.5555(6) 0.2274(2) 0.6363(3) 0.0492(11) Uani 1 1 d . . . . .
H22 H 0.456872 0.198632 0.635579 0.059 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C21 1.715(5) . ?
S1 C24 1.719(4) . ?
N2 C3 1.388(6) . ?
N2 C21 1.292(6) . ?
C2 H2 0.9300 . ?
C2 C17 1.367(6) . ?
C2 C19 1.410(7) . ?
C3 C16 1.402(6) . ?
C3 C24 1.382(6) . ?
C5 H5 0.9300 . ?
C5 C14 1.421(6) . ?
C5 C19 1.354(6) . ?
C6 C14 1.406(6) . ?
C6 C17 1.398(6) . ?
C6 C24 1.430(6) . ?
C14 C18 1.426(6) . ?
C16 H16 0.9300 . ?
C16 C18 1.353(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C23 1.516(7) . ?
C21 H21 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
S2 C8 1.714(4) . ?
S2 C9 1.727(5) . ?
N1 C9 1.280(6) . ?
N1 C10 1.392(6) . ?
C1 C4 1.412(6) . ?
C1 C8 1.433(6) . ?
C1 C20 1.408(6) . ?
C4 C12 1.405(6) . ?
C4 C22 1.411(6) . ?
C7 C11 1.513(7) . ?
C7 C13 1.397(6) . ?
C7 C22 1.376(6) . ?
C8 C10 1.370(6) . ?
C9 H9 0.9300 . ?
C10 C15 1.399(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12 0.9300 . ?
C12 C15 1.359(7) . ?
C13 H13 0.9300 . ?
C13 C20 1.363(6) . ?
C15 H15 0.9300 . ?
C20 H20 0.9300 . ?
C22 H22 0.9300 . ?

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
C21 S1 C24 88.3(2) . . ?
C21 N2 C3 109.1(4) . . ?
C17 C2 H2 119.4 . . ?
C17 C2 C19 121.2(5) . . ?
C19 C2 H2 119.4 . . ?
N2 C3 C16 124.1(4) . . ?
C24 C3 N2 114.9(4) . . ?
C24 C3 C16 120.9(4) . . ?
C14 C5 H5 118.9 . . ?
C19 C5 H5 118.9 . . ?
C19 C5 C14 122.2(5) . . ?
C14 C6 C24 116.5(4) . . ?
C17 C6 C14 119.4(4) . . ?
C17 C6 C24 124.1(4) . . ?
C5 C14 C18 121.7(4) . . ?
C6 C14 C5 118.1(4) . . ?
C6 C14 C18 120.2(4) . . ?
C3 C16 H16 120.6 . . ?
C18 C16 C3 118.7(4) . . ?
C18 C16 H16 120.6 . . ?
C2 C17 C6 120.6(4) . . ?
C2 C17 H17 119.7 . . ?
C6 C17 H17 119.7 . . ?
C14 C18 H18 119.0 . . ?
C16 C18 C14 122.0(4) . . ?
C16 C18 H18 119.0 . . ?
C2 C19 C23 119.9(5) . . ?
C5 C19 C2 118.4(5) . . ?
C5 C19 C23 121.7(5) . . ?
S1 C21 H21 121.2 . . ?
N2 C21 S1 117.6(4) . . ?
N2 C21 H21 121.2 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C3 C24 S1 110.1(4) . . ?
C3 C24 C6 121.6(4) . . ?
C6 C24 S1 128.3(3) . . ?
C8 S2 C9 88.1(2) . . ?
C9 N1 C10 109.2(4) . . ?
C4 C1 C8 117.1(4) . . ?
C20 C1 C4 119.2(4) . . ?
C20 C1 C8 123.7(4) . . ?
C12 C4 C1 119.7(4) . . ?
C12 C4 C22 121.5(4) . . ?
C22 C4 C1 118.9(4) . . ?
C13 C7 C11 120.9(4) . . ?
C22 C7 C11 120.6(5) . . ?
C22 C7 C13 118.5(4) . . ?
C1 C8 S2 128.2(3) . . ?
C10 C8 S2 110.3(3) . . ?
C10 C8 C1 121.4(4) . . ?
S2 C9 H9 121.4 . . ?
N1 C9 S2 117.2(4) . . ?
N1 C9 H9 121.4 . . ?
N1 C10 C15 124.5(4) . . ?
C8 C10 N1 115.0(4) . . ?
C8 C10 C15 120.5(4) . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C12 H12 119.0 . . ?
C15 C12 C4 122.0(5) . . ?
C15 C12 H12 119.0 . . ?
C7 C13 H13 118.9 . . ?
C20 C13 C7 122.2(4) . . ?
C20 C13 H13 118.9 . . ?
C10 C15 H15 120.3 . . ?
C12 C15 C10 119.4(5) . . ?
C12 C15 H15 120.3 . . ?
C1 C20 H20 120.0 . . ?
C13 C20 C1 119.9(4) . . ?
C13 C20 H20 120.0 . . ?
C4 C22 H22 119.3 . . ?
C7 C22 C4 121.3(4) . . ?
C7 C22 H22 119.3 . . ?

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
N2 C3 C16 C18 -179.4(4) . . . . ?
N2 C3 C24 S1 -0.6(5) . . . . ?
N2 C3 C24 C6 179.2(4) . . . . ?
C3 N2 C21 S1 0.1(6) . . . . ?
C3 C16 C18 C14 0.9(7) . . . . ?
C5 C14 C18 C16 179.8(5) . . . . ?
C6 C14 C18 C16 -0.8(7) . . . . ?
C14 C5 C19 C2 0.5(7) . . . . ?
C14 C5 C19 C23 -179.9(5) . . . . ?
C14 C6 C17 C2 1.0(7) . . . . ?
C14 C6 C24 S1 179.5(3) . . . . ?
C14 C6 C24 C3 -0.1(6) . . . . ?
C16 C3 C24 S1 -179.5(4) . . . . ?
C16 C3 C24 C6 0.2(7) . . . . ?
C17 C2 C19 C5 -0.5(7) . . . . ?
C17 C2 C19 C23 179.8(5) . . . . ?
C17 C6 C14 C5 -1.0(6) . . . . ?
C17 C6 C14 C18 179.6(4) . . . . ?
C17 C6 C24 S1 0.3(7) . . . . ?
C17 C6 C24 C3 -179.3(4) . . . . ?
C19 C2 C17 C6 -0.2(7) . . . . ?
C19 C5 C14 C6 0.2(7) . . . . ?
C19 C5 C14 C18 179.6(5) . . . . ?
C21 S1 C24 C3 0.5(3) . . . . ?
C21 S1 C24 C6 -179.2(4) . . . . ?
C21 N2 C3 C16 179.2(4) . . . . ?
C21 N2 C3 C24 0.3(6) . . . . ?
C24 S1 C21 N2 -0.3(4) . . . . ?
C24 C3 C16 C18 -0.6(7) . . . . ?
C24 C6 C14 C5 179.8(4) . . . . ?
C24 C6 C14 C18 0.4(6) . . . . ?
C24 C6 C17 C2 -179.9(4) . . . . ?
S2 C8 C10 N1 -1.0(5) . . . . ?
S2 C8 C10 C15 176.8(4) . . . . ?
N1 C10 C15 C12 178.7(4) . . . . ?
C1 C4 C12 C15 -0.2(7) . . . . ?
C1 C4 C22 C7 -0.8(6) . . . . ?
C1 C8 C10 N1 -179.0(4) . . . . ?
C1 C8 C10 C15 -1.2(7) . . . . ?
C4 C1 C8 S2 -177.0(3) . . . . ?
C4 C1 C8 C10 0.7(6) . . . . ?
C4 C1 C20 C13 0.1(6) . . . . ?
C4 C12 C15 C10 -0.4(7) . . . . ?
C7 C13 C20 C1 0.0(7) . . . . ?
C8 S2 C9 N1 0.3(4) . . . . ?
C8 C1 C4 C12 0.0(6) . . . . ?
C8 C1 C4 C22 179.6(4) . . . . ?
C8 C1 C20 C13 -179.1(4) . . . . ?
C8 C10 C15 C12 1.1(7) . . . . ?
C9 S2 C8 C1 178.3(4) . . . . ?
C9 S2 C8 C10 0.4(3) . . . . ?
C9 N1 C10 C8 1.2(6) . . . . ?
C9 N1 C10 C15 -176.5(5) . . . . ?
C10 N1 C9 S2 -0.9(5) . . . . ?
C11 C7 C13 C20 179.0(5) . . . . ?
C11 C7 C22 C4 -178.6(4) . . . . ?
C12 C4 C22 C7 178.8(4) . . . . ?
C13 C7 C22 C4 0.9(7) . . . . ?
C20 C1 C4 C12 -179.3(4) . . . . ?
C20 C1 C4 C22 0.3(6) . . . . ?
C20 C1 C8 S2 2.3(6) . . . . ?
C20 C1 C8 C10 180.0(4) . . . . ?
C22 C4 C12 C15 -179.7(5) . . . . ?
C22 C7 C13 C20 -0.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
