# Supplementary Information (SI) for Organic 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. 
# 
#######################################################################

data_Hauer_APEX_a
_database_code_depnum_ccdc_archive 'CCDC 2335542'
loop_
_audit_author_name
_audit_author_address
'Guido Reiss'
;University Duesseldorf
Germany
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-08-22 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            'C22 H11 Cl2 N S3'
_chemical_formula_weight         456.40

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'
Cl Cl 0.1484 0.1585 '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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -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+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   7.8377(3)
_cell_length_b                   17.8936(6)
_cell_length_c                   13.6815(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1918.76(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    7107
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      30.12

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.674
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      290(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            22811
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.978
_diffrn_reflns_theta_max         30.290
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             5521
_reflns_number_gt                4572
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.848
_reflns_Friedel_fraction_max     0.919
_reflns_Friedel_fraction_full    0.943

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'

_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0170P)²+2.7000P] 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 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.50(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5521
_refine_ls_number_parameters     254
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_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
Cl1 Cl 0.6181(3) 0.36380(10) 0.68115(11) 0.0455(5) Uani 1 1 d . . . . .
Cl2 Cl 0.3695(3) 0.36931(10) 0.31340(11) 0.0451(5) Uani 1 1 d . . . . .
S1 S 0.8004(2) 0.30058(8) 0.40640(10) 0.0282(3) Uani 1 1 d . . . . .
S2 S 0.5055(3) 0.11225(5) 0.50590(17) 0.0326(3) Uani 1 1 d . . . . .
S3 S 0.1838(2) 0.29739(9) 0.58801(10) 0.0281(3) Uani 1 1 d . . . . .
N1 N 0.4912(9) 0.29331(16) 0.4959(5) 0.0272(8) Uani 1 1 d . . . . .
C1 C 1.0643(9) 0.2071(4) 0.3396(4) 0.0314(14) Uani 1 1 d . . . . .
H1 H 1.126764 0.248151 0.318146 0.038 Uiso 1 1 calc R U . . .
C2 C 1.1264(8) 0.1351(4) 0.3281(4) 0.0334(15) Uani 1 1 d . . . . .
H2 H 1.231063 0.127250 0.297769 0.040 Uiso 1 1 calc R U . . .
C3 C 1.0333(9) 0.0751(4) 0.3616(4) 0.0351(14) Uani 1 1 d . . . . .
H3 H 1.077655 0.027217 0.354486 0.042 Uiso 1 1 calc R U . . .
C4 C 0.8774(7) 0.0839(3) 0.4051(4) 0.0255(11) Uani 1 1 d . . . . .
H4 H 0.816653 0.042466 0.426802 0.031 Uiso 1 1 calc R U . . .
C5 C 0.8101(7) 0.1558(3) 0.4168(4) 0.0206(11) Uani 1 1 d . . . . .
C6 C 0.9055(8) 0.2163(4) 0.3842(4) 0.0224(11) Uani 1 1 d . . . . .
C7 C 0.6300(8) 0.2532(3) 0.4594(4) 0.0204(11) Uani 1 1 d . . . . .
C8 C 0.6523(8) 0.1783(3) 0.4597(4) 0.0217(11) Uani 1 1 d . . . . .
C9 C 0.3520(8) 0.1766(3) 0.5470(4) 0.0206(11) Uani 1 1 d . . . . .
C10 C 0.3610(8) 0.2520(3) 0.5393(4) 0.0229(12) Uani 1 1 d . . . . .
C11 C 0.1969(7) 0.1517(3) 0.5926(4) 0.0223(11) Uani 1 1 d . . . . .
C12 C 0.1419(8) 0.0790(3) 0.6134(4) 0.0282(12) Uani 1 1 d . . . . .
H12 H 0.208420 0.038193 0.595495 0.034 Uiso 1 1 calc R U . . .
C13 C -0.0111(8) 0.0683(4) 0.6603(4) 0.0345(14) Uani 1 1 d . . . . .
H13 H -0.048551 0.020149 0.674320 0.041 Uiso 1 1 calc R U . . .
C14 C -0.1102(8) 0.1298(4) 0.6870(4) 0.0353(15) Uani 1 1 d . . . . .
H14 H -0.213334 0.121611 0.718853 0.042 Uiso 1 1 calc R U . . .
C15 C -0.0619(9) 0.2004(4) 0.6685(5) 0.0377(16) Uani 1 1 d . . . . .
H15 H -0.130202 0.240575 0.686790 0.045 Uiso 1 1 calc R U . . .
C16 C 0.0935(8) 0.2120(4) 0.6210(4) 0.0261(12) Uani 1 1 d . . . . .
C17 C 0.4908(10) 0.37302(18) 0.4984(5) 0.0234(8) Uani 1 1 d . . . . .
C18 C 0.4366(8) 0.4147(3) 0.4174(4) 0.0277(12) Uani 1 1 d . . . . .
C19 C 0.4356(9) 0.4920(3) 0.4193(5) 0.0353(15) Uani 1 1 d . . . . .
H19 H 0.398894 0.519103 0.365281 0.042 Uiso 1 1 calc R U . . .
C20 C 0.4905(12) 0.5285(2) 0.5034(7) 0.0394(12) Uani 1 1 d . . . . .
H20 H 0.491946 0.580432 0.505082 0.047 Uiso 1 1 calc R U . . .
C21 C 0.5422(10) 0.4891(3) 0.5835(5) 0.0361(15) Uani 1 1 d . . . . .
H21 H 0.575491 0.513978 0.639988 0.043 Uiso 1 1 calc R U . . .
C22 C 0.5446(9) 0.4120(3) 0.5801(4) 0.0281(12) 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
Cl1 C22 1.728(6) . ?
Cl2 C18 1.721(6) . ?
S1 C7 1.740(6) . ?
S1 C6 1.745(7) . ?
S2 C9 1.758(6) . ?
S2 C8 1.766(6) . ?
S3 C10 1.741(6) . ?
S3 C16 1.744(7) . ?
N1 C10 1.392(8) . ?
N1 C7 1.396(8) . ?
N1 C17 1.427(4) . ?
C1 C2 1.387(9) . ?
C1 C6 1.396(9) . ?
C2 C3 1.376(10) . ?
C3 C4 1.369(8) . ?
C4 C5 1.399(8) . ?
C5 C6 1.390(8) . ?
C5 C8 1.427(8) . ?
C7 C8 1.352(7) . ?
C9 C10 1.355(8) . ?
C9 C11 1.438(8) . ?
C11 C12 1.400(8) . ?
C11 C16 1.405(8) . ?
C12 C13 1.373(8) . ?
C13 C14 1.396(10) . ?
C14 C15 1.343(10) . ?
C15 C16 1.395(9) . ?
C17 C22 1.382(9) . ?
C17 C18 1.402(8) . ?
C18 C19 1.383(8) . ?
C19 C20 1.391(10) . ?
C20 C21 1.364(10) . ?
C21 C22 1.381(8) . ?

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
C7 S1 C6 90.8(3) . . ?
C9 S2 C8 97.00(17) . . ?
C10 S3 C16 90.8(3) . . ?
C10 N1 C7 116.8(3) . . ?
C10 N1 C17 121.2(6) . . ?
C7 N1 C17 121.6(6) . . ?
C2 C1 C6 118.2(6) . . ?
C3 C2 C1 120.1(6) . . ?
C4 C3 C2 121.9(6) . . ?
C3 C4 C5 119.5(6) . . ?
C6 C5 C4 118.5(5) . . ?
C6 C5 C8 112.3(5) . . ?
C4 C5 C8 129.3(5) . . ?
C5 C6 C1 121.9(6) . . ?
C5 C6 S1 111.3(4) . . ?
C1 C6 S1 126.8(5) . . ?
C8 C7 N1 127.5(5) . . ?
C8 C7 S1 112.7(4) . . ?
N1 C7 S1 119.8(4) . . ?
C7 C8 C5 113.0(5) . . ?
C7 C8 S2 125.5(5) . . ?
C5 C8 S2 121.6(4) . . ?
C10 C9 C11 112.7(5) . . ?
C10 C9 S2 126.3(5) . . ?
C11 C9 S2 120.9(4) . . ?
C9 C10 N1 126.8(5) . . ?
C9 C10 S3 113.1(5) . . ?
N1 C10 S3 120.0(4) . . ?
C12 C11 C16 118.7(5) . . ?
C12 C11 C9 129.6(5) . . ?
C16 C11 C9 111.7(5) . . ?
C13 C12 C11 119.6(6) . . ?
C12 C13 C14 119.9(6) . . ?
C15 C14 C13 122.4(6) . . ?
C14 C15 C16 118.2(6) . . ?
C15 C16 C11 121.3(6) . . ?
C15 C16 S3 127.2(5) . . ?
C11 C16 S3 111.5(4) . . ?
C22 C17 C18 117.6(3) . . ?
C22 C17 N1 121.5(6) . . ?
C18 C17 N1 120.9(6) . . ?
C19 C18 C17 121.3(5) . . ?
C19 C18 Cl2 119.1(5) . . ?
C17 C18 Cl2 119.7(4) . . ?
C18 C19 C20 118.9(6) . . ?
C21 C20 C19 120.9(4) . . ?
C20 C21 C22 119.6(6) . . ?
C21 C22 C17 121.8(5) . . ?
C21 C22 Cl1 118.4(5) . . ?
C17 C22 Cl1 119.8(4) . . ?

_refine_diff_density_max         0.823
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.082



####################################################################### 
# 
# 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_mo_mpp_sh_106
_database_code_depnum_ccdc_archive 'CCDC 2345948'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-02-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H11 Cl F N S3'
_chemical_formula_sum            'C22 H11 Cl F N S3'
_chemical_formula_weight         439.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'
Cl Cl 0.1484 0.1585 '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'
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                   11.1576(5)
_cell_length_b                   13.4014(5)
_cell_length_c                   13.0959(8)
_cell_angle_alpha                90
_cell_angle_beta                 110.654(6)
_cell_angle_gamma                90
_cell_volume                     1832.34(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20422
_cell_measurement_temperature    140(10)
_cell_measurement_theta_max      32.1160
_cell_measurement_theta_min      1.8660
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.900
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.716
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25761
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.716
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.305
_diffrn_reflns_theta_min         2.252
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      140(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.716
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.37  47.13   0.50    1.00    --   24.00 -47.00  97.50  209
  2  ω    -14.49  97.01   0.50    1.00    --   11.50  55.51-102.51  223
  3  ω    -36.44  14.56   0.50    1.00    --    6.50 -69.50-127.50  102
  4  ω    -55.23 -14.73   0.50    1.00    --    4.00 133.01 124.99   81
  5  φ   -360.00   9.50   0.50    1.00 -11.80 -13.50 -62.01    --   739
  6  ω    -27.64  14.86   0.50    1.00    --  -16.00  90.50-170.00   85
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0274092000
_diffrn_orient_matrix_UB_12      0.0402995000
_diffrn_orient_matrix_UB_13      0.0357134000
_diffrn_orient_matrix_UB_21      -0.0568949000
_diffrn_orient_matrix_UB_22      0.0281409000
_diffrn_orient_matrix_UB_23      -0.0241406000
_diffrn_orient_matrix_UB_31      -0.0249819000
_diffrn_orient_matrix_UB_32      -0.0197586000
_diffrn_orient_matrix_UB_33      0.0385875000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4019
_reflns_number_total             4666
_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       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4666
_refine_ls_number_restraints     216
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.041
_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)+(0.0564P)²+1.6819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1225
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C2-C3 \\sim C3-C4 \\sim C4-C5 \\sim C5-C6 \\sim C6-C7 \\sim C7-C2
 with sigma of 0.02
 C2-C6 \\sim C2-C4 \\sim C6-C4 \\sim C5-C3 \\sim C5-C7 \\sim C7-C3
 with sigma of 0.04
 N006-C5 \\sim N006-C5A
 with sigma of 0.02
 F3-C6 \\sim F3A-C6A
 with sigma of 0.02
 Cl4-C4 \\sim Cl4A-C4A
 with sigma of 0.02
 C2-C3 \\sim C2A-C3A
 with sigma of 0.02
 C2-C7 \\sim C2A-C7A
 with sigma of 0.02
 C3-C4 \\sim C3A-C4A
 with sigma of 0.02
 C4-C5 \\sim C4A-C5A
 with sigma of 0.02
 C5-C6 \\sim C5A-C6A
 with sigma of 0.02
 C6-C7 \\sim C6A-C7A
 with sigma of 0.02
 N006-C4 \\sim N006-C4A
 with sigma of 0.04
 N006-C6 \\sim N006-C6A
 with sigma of 0.04
 F3-C5 \\sim F3A-C5A
 with sigma of 0.04
 F3-C7 \\sim F3A-C7A
 with sigma of 0.04
 Cl4-C3 \\sim Cl4A-C3A
 with sigma of 0.04
 Cl4-C5 \\sim Cl4A-C5A
 with sigma of 0.04
 C2-C4 \\sim C2A-C4A
 with sigma of 0.04
 C2-C6 \\sim C2A-C6A
 with sigma of 0.04
 C3-C5 \\sim C3A-C5A
 with sigma of 0.04
 C3-C7 \\sim C3A-C7A
 with sigma of 0.04
 C4-C6 \\sim C4A-C6A
 with sigma of 0.04
 C5-C7 \\sim C5A-C7A
 with sigma of 0.04
3. Restrained planarity
 C2, C3, C4, C5, C6, C7
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 C2, C3, C4, C5, C6, C7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(Cl4A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(C5A)=Sof(C6A)=
 Sof(C7A)=Sof(H7A)=Sof(F3A)=1-FVAR(1)
 Sof(F3)=Sof(Cl4)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(C5)=Sof(C6)=
 Sof(C7)=Sof(H7)=FVAR(1)
7.a Free rotating group:
 C2(C3,C4,C5,C6,C7), C2A(C3A,C4A,C5A,C6A,C7A)
7.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00F(H00F), C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C2(H2), C3(H3), C7(H7), C2A(H2A), C3A(H3A), C7A(H7A)
;
_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
S01 S 0.59837(5) 0.96026(4) 0.24479(4) 0.02648(13) Uani 1 1 d . . . . .
S02 S 0.48847(5) 0.59930(4) 0.37167(4) 0.02935(14) Uani 1 1 d . . . . .
S03 S 0.66248(6) 0.66916(4) 0.13500(5) 0.03177(15) Uani 1 1 d . . . . .
N006 N 0.57847(18) 0.77355(13) 0.31910(14) 0.0288(4) Uani 1 1 d D . . . .
C007 C 0.65908(17) 0.87487(15) 0.09094(16) 0.0243(4) Uani 1 1 d . . . . .
C008 C 0.60646(18) 0.83093(15) 0.24105(16) 0.0242(4) Uani 1 1 d . . . . .
C009 C 0.55038(18) 0.51589(15) 0.21720(17) 0.0260(4) Uani 1 1 d . . . . .
C00A C 0.63924(18) 0.79628(15) 0.15776(16) 0.0233(4) Uani 1 1 d . . . . .
C00B C 0.55633(18) 0.67171(15) 0.29619(17) 0.0250(4) Uani 1 1 d . . . . .
C00C C 0.58310(18) 0.61998(15) 0.21825(16) 0.0243(4) Uani 1 1 d . . . . .
C00D C 0.65434(18) 1.05681(16) 0.07734(18) 0.0282(4) Uani 1 1 d . . . . .
H00D H 0.641546 1.118841 0.103662 0.034 Uiso 1 1 calc R U . . .
C00E C 0.64094(18) 0.96930(15) 0.12958(16) 0.0254(4) Uani 1 1 d . . . . .
C00F C 0.70622(19) 0.95551(17) -0.05320(17) 0.0301(4) Uani 1 1 d . . . . .
H00F H 0.728524 0.951954 -0.115151 0.036 Uiso 1 1 calc R U . . .
C00G C 0.50158(19) 0.49292(16) 0.29937(17) 0.0283(4) Uani 1 1 d . . . . .
C00H C 0.69287(18) 0.86854(16) -0.00195(17) 0.0280(4) Uani 1 1 d . . . . .
H00H H 0.706111 0.806837 -0.028710 0.034 Uiso 1 1 calc R U . . .
C00I C 0.56555(19) 0.43988(15) 0.15031(17) 0.0277(4) Uani 1 1 d . . . . .
H00I H 0.595679 0.454007 0.094119 0.033 Uiso 1 1 calc R U . . .
C00J C 0.68691(19) 1.04903(17) -0.01397(18) 0.0308(4) Uani 1 1 d . . . . .
H00J H 0.696272 1.106505 -0.050236 0.037 Uiso 1 1 calc R U . . .
C00K C 0.5352(2) 0.34297(17) 0.16864(19) 0.0337(5) Uani 1 1 d . . . . .
H00K H 0.545337 0.291769 0.124444 0.040 Uiso 1 1 calc R U . . .
C00L C 0.4714(2) 0.39575(17) 0.3179(2) 0.0342(5) Uani 1 1 d . . . . .
H00L H 0.439749 0.381256 0.373093 0.041 Uiso 1 1 calc R U . . .
C00M C 0.4897(2) 0.32118(17) 0.2521(2) 0.0368(5) Uani 1 1 d . . . . .
H00M H 0.471350 0.255406 0.263862 0.044 Uiso 1 1 calc R U . . .
F3 F 0.8027(3) 0.7994(2) 0.4852(3) 0.0406(8) Uani 0.469(2) 1 d D . P A 1
Cl4 Cl 0.32347(13) 0.83903(11) 0.33948(12) 0.0439(5) Uani 0.469(2) 1 d D . P A
1
C2 C 0.5982(3) 0.8940(3) 0.6207(2) 0.0354(12) Uani 0.469(2) 1 d DG U P A 1
H2 H 0.604251 0.920377 0.688046 0.042 Uiso 0.469(2) 1 calc R U P A 1
C3 C 0.4809(3) 0.8836(3) 0.5396(3) 0.0341(13) Uani 0.469(2) 1 d DG U P A 1
H3 H 0.407168 0.902732 0.552171 0.041 Uiso 0.469(2) 1 calc R U P A 1
C4 C 0.4715(2) 0.8455(3) 0.4407(2) 0.0289(9) Uani 0.469(2) 1 d DG U P A 1
C5 C 0.5794(3) 0.8166(3) 0.4222(2) 0.0260(13) Uani 0.469(2) 1 d DG U P A 1
C6 C 0.6971(2) 0.8263(2) 0.5023(2) 0.0268(9) Uani 0.469(2) 1 d DG U P A 1
C7 C 0.7070(2) 0.8652(3) 0.6016(2) 0.0342(10) Uani 0.469(2) 1 d DG U P A 1
H7 H 0.786998 0.872137 0.656096 0.041 Uiso 0.469(2) 1 calc R U P A 1
Cl4A Cl 0.76988(13) 0.82968(10) 0.54125(11) 0.0447(4) Uani 0.531(2) 1 d D . P A
2
C2A C 0.4217(3) 0.8958(3) 0.5354(2) 0.0456(15) Uani 0.531(2) 1 d DG . P A 2
H2A H 0.384904 0.921607 0.583358 0.055 Uiso 0.531(2) 1 calc R U P A 2
C3A C 0.5515(3) 0.8814(2) 0.56885(19) 0.0422(14) Uani 0.531(2) 1 d DG . P A 2
H3A H 0.602959 0.897911 0.639785 0.051 Uiso 0.531(2) 1 calc R U P A 2
C4A C 0.6057(2) 0.8433(2) 0.4990(2) 0.0302(9) Uani 0.531(2) 1 d DG . P A 2
C5A C 0.5306(3) 0.8198(2) 0.3947(2) 0.0273(11) Uani 0.531(2) 1 d DG . P A 2
C6A C 0.4010(3) 0.8338(2) 0.35981(19) 0.0306(9) Uani 0.531(2) 1 d DG . P A 2
C7A C 0.3460(2) 0.8716(2) 0.4299(3) 0.0399(11) Uani 0.531(2) 1 d DG . P A 2
H7A H 0.257797 0.880877 0.406547 0.048 Uiso 0.531(2) 1 calc R U P A 2
F3A F 0.3287(2) 0.8116(2) 0.2575(2) 0.0423(7) Uani 0.531(2) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S01 C008 1.737(2) . ?
S01 C00E 1.738(2) . ?
S02 C00B 1.738(2) . ?
S02 C00G 1.746(2) . ?
S03 C00A 1.764(2) . ?
S03 C00C 1.757(2) . ?
N006 C008 1.400(3) . ?
N006 C00B 1.401(3) . ?
N006 C5 1.466(3) . ?
N006 C5A 1.422(3) . ?
C007 C00A 1.435(3) . ?
C007 C00E 1.404(3) . ?
C007 C00H 1.398(3) . ?
C008 C00A 1.349(3) . ?
C009 C00C 1.441(3) . ?
C009 C00G 1.401(3) . ?
C009 C00I 1.392(3) . ?
C00B C00C 1.352(3) . ?
C00D H00D 0.9300 . ?
C00D C00E 1.392(3) . ?
C00D C00J 1.371(3) . ?
C00F H00F 0.9300 . ?
C00F C00H 1.379(3) . ?
C00F C00J 1.400(3) . ?
C00G C00L 1.388(3) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00I C00K 1.384(3) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00M 1.389(3) . ?
C00L H00L 0.9300 . ?
C00L C00M 1.381(4) . ?
C00M H00M 0.9300 . ?
F3 C6 1.324(4) . ?
Cl4 C4 1.717(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.3714 . ?
C2 C7 1.3788 . ?
C3 H3 0.9300 . ?
C3 C4 1.3611 . ?
C4 C5 1.3645 . ?
C5 C6 1.3675 . ?
C6 C7 1.3692 . ?
C7 H7 0.9300 . ?
Cl4A C4A 1.726(3) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.3715 . ?
C2A C7A 1.3791 . ?
C3A H3A 0.9300 . ?
C3A C4A 1.3612 . ?
C4A C5A 1.3647 . ?
C5A C6A 1.3673 . ?
C6A C7A 1.3689 . ?
C6A F3A 1.331(3) . ?
C7A H7A 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
C008 S01 C00E 90.70(10) . . ?
C00B S02 C00G 90.62(10) . . ?
C00C S03 C00A 96.95(9) . . ?
C008 N006 C00B 116.54(17) . . ?
C008 N006 C5 121.7(2) . . ?
C008 N006 C5A 120.3(2) . . ?
C00B N006 C5 121.6(2) . . ?
C00B N006 C5A 119.5(2) . . ?
C00E C007 C00A 111.64(18) . . ?
C00H C007 C00A 129.28(19) . . ?
C00H C007 C00E 119.08(19) . . ?
N006 C008 S01 120.02(15) . . ?
C00A C008 S01 113.44(16) . . ?
C00A C008 N006 126.54(19) . . ?
C00G C009 C00C 111.79(18) . . ?
C00I C009 C00C 128.9(2) . . ?
C00I C009 C00G 119.28(19) . . ?
C007 C00A S03 122.82(15) . . ?
C008 C00A S03 124.52(16) . . ?
C008 C00A C007 112.61(18) . . ?
N006 C00B S02 120.11(15) . . ?
C00C C00B S02 113.57(16) . . ?
C00C C00B N006 126.32(19) . . ?
C009 C00C S03 122.59(16) . . ?
C00B C00C S03 124.76(16) . . ?
C00B C00C C009 112.40(18) . . ?
C00E C00D H00D 120.9 . . ?
C00J C00D H00D 120.9 . . ?
C00J C00D C00E 118.2(2) . . ?
C007 C00E S01 111.61(15) . . ?
C00D C00E S01 126.50(17) . . ?
C00D C00E C007 121.88(19) . . ?
C00H C00F H00F 119.3 . . ?
C00H C00F C00J 121.4(2) . . ?
C00J C00F H00F 119.3 . . ?
C009 C00G S02 111.52(16) . . ?
C00L C00G S02 126.83(18) . . ?
C00L C00G C009 121.6(2) . . ?
C007 C00H H00H 120.6 . . ?
C00F C00H C007 118.7(2) . . ?
C00F C00H H00H 120.6 . . ?
C009 C00I H00I 120.5 . . ?
C00K C00I C009 119.1(2) . . ?
C00K C00I H00I 120.5 . . ?
C00D C00J C00F 120.7(2) . . ?
C00D C00J H00J 119.6 . . ?
C00F C00J H00J 119.6 . . ?
C00I C00K H00K 119.6 . . ?
C00I C00K C00M 120.9(2) . . ?
C00M C00K H00K 119.6 . . ?
C00G C00L H00L 120.9 . . ?
C00M C00L C00G 118.1(2) . . ?
C00M C00L H00L 120.9 . . ?
C00K C00M H00M 119.5 . . ?
C00L C00M C00K 121.0(2) . . ?
C00L C00M H00M 119.5 . . ?
C3 C2 H2 120.3 . . ?
C3 C2 C7 119.5 . . ?
C7 C2 H2 120.3 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 Cl4 118.93(19) . . ?
C3 C4 C5 119.9 . . ?
C5 C4 Cl4 121.16(19) . . ?
C4 C5 N006 123.7(2) . . ?
C4 C5 C6 120.4 . . ?
C6 C5 N006 115.8(2) . . ?
F3 C6 C5 121.1(3) . . ?
F3 C6 C7 119.1(3) . . ?
C5 C6 C7 119.9 . . ?
C2 C7 H7 120.1 . . ?
C6 C7 C2 119.9 . . ?
C6 C7 H7 120.1 . . ?
C3A C2A H2A 120.3 . . ?
C3A C2A C7A 119.5 . . ?
C7A C2A H2A 120.3 . . ?
C2A C3A H3A 119.8 . . ?
C4A C3A C2A 120.5 . . ?
C4A C3A H3A 119.8 . . ?
C3A C4A Cl4A 119.82(19) . . ?
C3A C4A C5A 119.9 . . ?
C5A C4A Cl4A 120.26(19) . . ?
C4A C5A N006 123.3(2) . . ?
C4A C5A C6A 120.4 . . ?
C6A C5A N006 116.1(2) . . ?
C5A C6A C7A 119.9 . . ?
F3A C6A C5A 120.0(2) . . ?
F3A C6A C7A 120.1(2) . . ?
C2A C7A H7A 120.1 . . ?
C6A C7A C2A 119.8 . . ?
C6A C7A H7A 120.1 . . ?

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
S01 C008 C00A S03 177.08(11) . . . . ?
S01 C008 C00A C007 -0.4(2) . . . . ?
S02 C00B C00C S03 -175.15(11) . . . . ?
S02 C00B C00C C009 -0.8(2) . . . . ?
S02 C00G C00L C00M -179.36(17) . . . . ?
N006 C008 C00A S03 -3.8(3) . . . . ?
N006 C008 C00A C007 178.73(18) . . . . ?
N006 C00B C00C S03 4.7(3) . . . . ?
N006 C00B C00C C009 179.05(19) . . . . ?
N006 C5 C6 F3 1.0(3) . . . . ?
N006 C5 C6 C7 -179.5(3) . . . . ?
N006 C5A C6A C7A 175.6(3) . . . . ?
N006 C5A C6A F3A -5.1(3) . . . . ?
C008 S01 C00E C007 0.47(15) . . . . ?
C008 S01 C00E C00D 179.27(18) . . . . ?
C008 N006 C00B S02 -166.43(15) . . . . ?
C008 N006 C00B C00C 13.7(3) . . . . ?
C008 N006 C5 C4 99.8(3) . . . . ?
C008 N006 C5 C6 -80.7(3) . . . . ?
C008 N006 C5A C4A -98.9(3) . . . . ?
C008 N006 C5A C6A 85.6(2) . . . . ?
C009 C00G C00L C00M -0.6(3) . . . . ?
C009 C00I C00K C00M 0.2(3) . . . . ?
C00A S03 C00C C009 168.45(16) . . . . ?
C00A S03 C00C C00B -17.76(19) . . . . ?
C00A C007 C00E S01 -0.8(2) . . . . ?
C00A C007 C00E C00D -179.62(18) . . . . ?
C00A C007 C00H C00F 179.81(19) . . . . ?
C00B S02 C00G C009 -3.02(16) . . . . ?
C00B S02 C00G C00L 175.9(2) . . . . ?
C00B N006 C008 S01 164.88(15) . . . . ?
C00B N006 C008 C00A -14.2(3) . . . . ?
C00B N006 C5 C4 -83.7(3) . . . . ?
C00B N006 C5 C6 95.8(2) . . . . ?
C00B N006 C5A C4A 103.4(2) . . . . ?
C00B N006 C5A C6A -72.1(3) . . . . ?
C00C S03 C00A C007 -165.47(16) . . . . ?
C00C S03 C00A C008 17.34(19) . . . . ?
C00C C009 C00G S02 3.1(2) . . . . ?
C00C C009 C00G C00L -175.83(19) . . . . ?
C00C C009 C00I C00K 175.6(2) . . . . ?
C00E S01 C008 N006 -179.22(16) . . . . ?
C00E S01 C008 C00A -0.05(16) . . . . ?
C00E C007 C00A S03 -176.77(14) . . . . ?
C00E C007 C00A C008 0.7(2) . . . . ?
C00E C007 C00H C00F -0.5(3) . . . . ?
C00E C00D C00J C00F -0.1(3) . . . . ?
C00G S02 C00B N006 -177.66(17) . . . . ?
C00G S02 C00B C00C 2.20(17) . . . . ?
C00G C009 C00C S03 172.95(15) . . . . ?
C00G C009 C00C C00B -1.5(2) . . . . ?
C00G C009 C00I C00K -1.7(3) . . . . ?
C00G C00L C00M C00K -1.0(3) . . . . ?
C00H C007 C00A S03 2.9(3) . . . . ?
C00H C007 C00A C008 -179.61(19) . . . . ?
C00H C007 C00E S01 179.54(14) . . . . ?
C00H C007 C00E C00D 0.7(3) . . . . ?
C00H C00F C00J C00D 0.2(3) . . . . ?
C00I C009 C00C S03 -4.5(3) . . . . ?
C00I C009 C00C C00B -179.0(2) . . . . ?
C00I C009 C00G S02 -179.12(15) . . . . ?
C00I C009 C00G C00L 1.9(3) . . . . ?
C00I C00K C00M C00L 1.2(3) . . . . ?
C00J C00D C00E S01 -179.04(15) . . . . ?
C00J C00D C00E C007 -0.4(3) . . . . ?
C00J C00F C00H C007 0.1(3) . . . . ?
F3 C6 C7 C2 179.7(3) . . . . ?
Cl4 C4 C5 N006 -3.4(3) . . . . ?
Cl4 C4 C5 C6 177.1(3) . . . . ?
C2 C3 C4 Cl4 -177.0(3) . . . . ?
C2 C3 C4 C5 0.5 . . . . ?
C3 C2 C7 C6 -0.1 . . . . ?
C3 C4 C5 N006 179.1(3) . . . . ?
C3 C4 C5 C6 -0.4 . . . . ?
C4 C5 C6 F3 -179.4(3) . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 N006 C008 S01 -18.4(3) . . . . ?
C5 N006 C008 C00A 162.5(2) . . . . ?
C5 N006 C00B S02 16.9(3) . . . . ?
C5 N006 C00B C00C -162.9(2) . . . . ?
C5 C6 C7 C2 0.3 . . . . ?
C7 C2 C3 C4 -0.2 . . . . ?
Cl4A C4A C5A N006 7.0(3) . . . . ?
Cl4A C4A C5A C6A -177.7(2) . . . . ?
C2A C3A C4A Cl4A 177.8(2) . . . . ?
C2A C3A C4A C5A 0.5 . . . . ?
C3A C2A C7A C6A -0.1 . . . . ?
C3A C4A C5A N006 -175.7(3) . . . . ?
C3A C4A C5A C6A -0.4 . . . . ?
C4A C5A C6A C7A 0.0 . . . . ?
C4A C5A C6A F3A 179.3(3) . . . . ?
C5A N006 C008 S01 6.5(3) . . . . ?
C5A N006 C008 C00A -172.5(2) . . . . ?
C5A N006 C00B S02 -7.9(3) . . . . ?
C5A N006 C00B C00C 172.3(2) . . . . ?
C5A C6A C7A C2A 0.3 . . . . ?
C7A C2A C3A C4A -0.3 . . . . ?
F3A C6A C7A C2A -179.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.715
_oxdiff_exptl_absorpt_empirical_full_min 0.789
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp_sh_pk_12_0_me_me_auto
_database_code_depnum_ccdc_archive 'CCDC 2345957'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-02-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H17 N S3'
_chemical_formula_sum            'C24 H17 N S3'
_chemical_formula_weight         415.57
_chemical_melting_point          ?
_chemical_oxdiff_formula         C22H13S3N
_chemical_oxdiff_usercomment     'Kristallisation aus Vedampfen von THF-d8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   27.1441(3)
_cell_length_b                   17.9997(2)
_cell_length_c                   8.00280(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3910.05(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10586
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.7460
_cell_measurement_theta_min      2.9180
_shelx_estimated_absorpt_T_max   0.790
_shelx_estimated_absorpt_T_min   0.438
_exptl_absorpt_coefficient_mu    3.530
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            15679
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.715
_diffrn_reflns_theta_min         2.946
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     50.00  90.00   0.50    0.09    --  109.37 -77.00 120.00   80
  2  ω     39.00  80.00   0.50    0.09    --  109.37 -69.00-160.00   82
  3  ω    -17.00  19.00   0.50    0.05    --   49.31 -19.00-180.00   72
  4  ω    -46.00 -18.00   0.50    0.09    --  -90.00  38.00-180.00   56
  5  ω    -66.00 -26.00   0.50    0.09    --  -90.00  57.00-180.00   80
  6  ω    -48.00 -23.00   0.50    0.09    --  -90.00  38.00 -60.00   50
  7  ω    -54.00 -21.00   0.50    0.09    --  -90.00  57.00  30.00   66
  8  ω    -68.00 -18.00   0.50    0.09    --  -90.00  56.00 129.00  100
  9  ω   -117.00 -91.00   0.50    0.05    --  -49.31-125.00-120.00   52
 10  ω   -113.00 -73.00   0.50    0.05    --  -49.31-125.00 -90.00   80
 11  ω   -148.00 -72.00   0.50    0.09    --  -90.00 -69.00-160.00  152
 12  ω   -147.00 -89.00   0.50    0.09    --  -90.00-107.00 115.00  116
 13  ω    -82.00   0.00   0.50    0.05    --  -49.31 107.00-146.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0032895000
_diffrn_orient_matrix_UB_12      0.0301629000
_diffrn_orient_matrix_UB_13      -0.1798384000
_diffrn_orient_matrix_UB_21      0.0443047000
_diffrn_orient_matrix_UB_22      0.0485744000
_diffrn_orient_matrix_UB_23      0.0504900000
_diffrn_orient_matrix_UB_31      0.0353301000
_diffrn_orient_matrix_UB_32      -0.0636553000
_diffrn_orient_matrix_UB_33      -0.0466563000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3476
_reflns_number_total             3747
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.00023(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3747
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.050
_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)+(0.0418P)²+2.6778P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0864
_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:
 C009(H009), C00A(H00A), C00F(H00F), C00H(H00H), C00I(H00I), C00K(H00K),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q)
2.b Idealised Me refined as rotating group:
 C00R(H00B,H00C,H00D), C00S(H00E,H00G,H00J)
;
_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
S001 S 0.32860(2) 0.44752(2) 0.19132(5) 0.02099(12) Uani 1 1 d . . . . .
S002 S 0.41630(2) 0.46093(2) 0.80065(5) 0.02001(12) Uani 1 1 d . . . . .
S003 S 0.36910(2) 0.64057(2) 0.48029(5) 0.02555(13) Uani 1 1 d . . . . .
N004 N 0.36931(5) 0.46013(7) 0.50049(17) 0.0195(3) Uani 1 1 d . . . . .
C005 C 0.34991(6) 0.57246(8) 0.3360(2) 0.0171(3) Uani 1 1 d . . . . .
C006 C 0.32902(5) 0.59247(9) 0.1779(2) 0.0168(3) Uani 1 1 d . . . . .
C007 C 0.41490(5) 0.60583(9) 0.7829(2) 0.0169(3) Uani 1 1 d . . . . .
C008 C 0.37683(6) 0.38080(9) 0.4971(2) 0.0179(3) Uani 1 1 d . . . . .
C009 C 0.42404(6) 0.67924(9) 0.8319(2) 0.0192(3) Uani 1 1 d . . . . .
H009 H 0.413703 0.719458 0.763440 0.023 Uiso 1 1 calc R U . . .
C00A C 0.32094(6) 0.66333(9) 0.1107(2) 0.0200(3) Uani 1 1 d . . . . .
H00A H 0.330285 0.706462 0.171284 0.024 Uiso 1 1 calc R U . . .
C00B C 0.35204(6) 0.49781(8) 0.3598(2) 0.0170(3) Uani 1 1 d . . . . .
C00C C 0.39017(6) 0.50355(8) 0.6264(2) 0.0170(3) Uani 1 1 d . . . . .
C00D C 0.43005(6) 0.54744(9) 0.8880(2) 0.0190(3) Uani 1 1 d . . . . .
C00E C 0.39210(6) 0.57906(8) 0.6332(2) 0.0171(3) Uani 1 1 d . . . . .
C00F C 0.29914(6) 0.66975(10) -0.0454(2) 0.0242(4) Uani 1 1 d . . . . .
H00F H 0.293588 0.717656 -0.091546 0.029 Uiso 1 1 calc R U . . .
C00G C 0.31472(6) 0.52978(9) 0.0850(2) 0.0190(3) Uani 1 1 d . . . . .
C00H C 0.44826(6) 0.69256(10) 0.9808(2) 0.0234(4) Uani 1 1 d . . . . .
H00H H 0.454998 0.742274 1.013482 0.028 Uiso 1 1 calc R U . . .
C00I C 0.45384(6) 0.56102(10) 1.0389(2) 0.0238(4) Uani 1 1 d . . . . .
H00I H 0.463598 0.521178 1.109395 0.029 Uiso 1 1 calc R U . . .
C00J C 0.42129(6) 0.35244(9) 0.4366(2) 0.0240(4) Uani 1 1 d . . . . .
C00K C 0.29267(6) 0.53637(10) -0.0715(2) 0.0246(4) Uani 1 1 d . . . . .
H00K H 0.282971 0.493561 -0.132634 0.030 Uiso 1 1 calc R U . . .
C00L C 0.33912(7) 0.33491(9) 0.5557(2) 0.0254(4) Uani 1 1 d . . . . .
C00M C 0.28526(6) 0.60688(10) -0.1355(2) 0.0260(4) Uani 1 1 d . . . . .
H00M H 0.270510 0.612520 -0.242378 0.031 Uiso 1 1 calc R U . . .
C00N C 0.46295(6) 0.63416(10) 1.0839(2) 0.0250(4) Uani 1 1 d . . . . .
H00N H 0.479382 0.644577 1.186108 0.030 Uiso 1 1 calc R U . . .
C00O C 0.42715(7) 0.27552(10) 0.4358(2) 0.0313(4) Uani 1 1 d . . . . .
H00O H 0.456808 0.254615 0.393832 0.038 Uiso 1 1 calc R U . . .
C00P C 0.34712(7) 0.25836(9) 0.5543(2) 0.0312(4) Uani 1 1 d . . . . .
H00P H 0.322216 0.225931 0.594707 0.037 Uiso 1 1 calc R U . . .
C00Q C 0.39061(8) 0.22921(9) 0.4951(2) 0.0320(4) Uani 1 1 d . . . . .
H00Q H 0.395499 0.176949 0.495088 0.038 Uiso 1 1 calc R U . . .
C00R C 0.46175(7) 0.40238(12) 0.3742(3) 0.0424(5) Uani 1 1 d . . . . .
H00B H 0.450271 0.454004 0.374665 0.064 Uiso 1 1 calc R U . . .
H00C H 0.470770 0.387994 0.260161 0.064 Uiso 1 1 calc R U . . .
H00D H 0.490563 0.397692 0.447260 0.064 Uiso 1 1 calc R U . . .
C00S C 0.29127(7) 0.36585(11) 0.6197(3) 0.0467(6) Uani 1 1 d . . . . .
H00E H 0.292497 0.369215 0.741832 0.070 Uiso 1 1 calc R U . . .
H00G H 0.264156 0.333072 0.586461 0.070 Uiso 1 1 calc R U . . .
H00J H 0.285955 0.415445 0.572466 0.070 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
S001 C00B 1.7444(16) . ?
S001 C00G 1.7489(16) . ?
S002 C00C 1.7426(16) . ?
S002 C00D 1.7471(16) . ?
S003 C005 1.7627(16) . ?
S003 C00E 1.7642(16) . ?
N004 C008 1.4426(19) . ?
N004 C00B 1.395(2) . ?
N004 C00C 1.395(2) . ?
C005 C006 1.433(2) . ?
C005 C00B 1.358(2) . ?
C006 C00A 1.402(2) . ?
C006 C00G 1.406(2) . ?
C007 C009 1.400(2) . ?
C007 C00D 1.408(2) . ?
C007 C00E 1.432(2) . ?
C008 C00J 1.397(2) . ?
C008 C00L 1.396(2) . ?
C009 H009 0.9500 . ?
C009 C00H 1.382(2) . ?
C00A H00A 0.9500 . ?
C00A C00F 1.387(2) . ?
C00C C00E 1.361(2) . ?
C00D C00I 1.391(2) . ?
C00F H00F 0.9500 . ?
C00F C00M 1.394(3) . ?
C00G C00K 1.393(2) . ?
C00H H00H 0.9500 . ?
C00H C00N 1.395(2) . ?
C00I H00I 0.9500 . ?
C00I C00N 1.387(2) . ?
C00J C00O 1.394(2) . ?
C00J C00R 1.504(3) . ?
C00K H00K 0.9500 . ?
C00K C00M 1.383(3) . ?
C00L C00P 1.395(2) . ?
C00L C00S 1.503(3) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00O H00O 0.9500 . ?
C00O C00Q 1.380(3) . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.376(3) . ?
C00Q H00Q 0.9500 . ?
C00R H00B 0.9800 . ?
C00R H00C 0.9800 . ?
C00R H00D 0.9800 . ?
C00S H00E 0.9800 . ?
C00S H00G 0.9800 . ?
C00S H00J 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00B S001 C00G 90.88(8) . . ?
C00C S002 C00D 90.84(8) . . ?
C005 S003 C00E 97.04(8) . . ?
C00B N004 C008 120.90(13) . . ?
C00C N004 C008 120.71(13) . . ?
C00C N004 C00B 116.52(13) . . ?
C006 C005 S003 121.38(12) . . ?
C00B C005 S003 125.69(13) . . ?
C00B C005 C006 112.93(14) . . ?
C00A C006 C005 129.04(15) . . ?
C00A C006 C00G 118.95(15) . . ?
C00G C006 C005 112.00(14) . . ?
C009 C007 C00D 119.04(15) . . ?
C009 C007 C00E 128.93(15) . . ?
C00D C007 C00E 112.03(14) . . ?
C00J C008 N004 119.37(14) . . ?
C00L C008 N004 118.39(14) . . ?
C00L C008 C00J 122.24(15) . . ?
C007 C009 H009 120.4 . . ?
C00H C009 C007 119.30(16) . . ?
C00H C009 H009 120.4 . . ?
C006 C00A H00A 120.4 . . ?
C00F C00A C006 119.23(15) . . ?
C00F C00A H00A 120.4 . . ?
N004 C00B S001 119.60(11) . . ?
C005 C00B S001 112.91(12) . . ?
C005 C00B N004 127.48(14) . . ?
N004 C00C S002 119.76(11) . . ?
C00E C00C S002 113.07(12) . . ?
C00E C00C N004 127.15(14) . . ?
C007 C00D S002 111.35(12) . . ?
C00I C00D S002 127.08(13) . . ?
C00I C00D C007 121.56(15) . . ?
C007 C00E S003 121.47(12) . . ?
C00C C00E S003 125.81(12) . . ?
C00C C00E C007 112.71(14) . . ?
C00A C00F H00F 119.6 . . ?
C00A C00F C00M 120.89(16) . . ?
C00M C00F H00F 119.6 . . ?
C006 C00G S001 111.27(12) . . ?
C00K C00G S001 127.01(13) . . ?
C00K C00G C006 121.72(15) . . ?
C009 C00H H00H 119.5 . . ?
C009 C00H C00N 121.04(16) . . ?
C00N C00H H00H 119.5 . . ?
C00D C00I H00I 120.8 . . ?
C00N C00I C00D 118.36(16) . . ?
C00N C00I H00I 120.8 . . ?
C008 C00J C00R 121.82(16) . . ?
C00O C00J C008 117.59(16) . . ?
C00O C00J C00R 120.60(17) . . ?
C00G C00K H00K 120.9 . . ?
C00M C00K C00G 118.25(16) . . ?
C00M C00K H00K 120.9 . . ?
C008 C00L C00S 121.91(15) . . ?
C00P C00L C008 117.87(16) . . ?
C00P C00L C00S 120.22(16) . . ?
C00F C00M H00M 119.5 . . ?
C00K C00M C00F 120.95(16) . . ?
C00K C00M H00M 119.5 . . ?
C00H C00N H00N 119.6 . . ?
C00I C00N C00H 120.71(16) . . ?
C00I C00N H00N 119.6 . . ?
C00J C00O H00O 119.4 . . ?
C00Q C00O C00J 121.11(17) . . ?
C00Q C00O H00O 119.4 . . ?
C00L C00P H00P 119.6 . . ?
C00Q C00P C00L 120.88(17) . . ?
C00Q C00P H00P 119.6 . . ?
C00O C00Q H00Q 119.8 . . ?
C00P C00Q C00O 120.31(16) . . ?
C00P C00Q H00Q 119.8 . . ?
C00J C00R H00B 109.5 . . ?
C00J C00R H00C 109.5 . . ?
C00J C00R H00D 109.5 . . ?
H00B C00R H00C 109.5 . . ?
H00B C00R H00D 109.5 . . ?
H00C C00R H00D 109.5 . . ?
C00L C00S H00E 109.5 . . ?
C00L C00S H00G 109.5 . . ?
C00L C00S H00J 109.5 . . ?
H00E C00S H00G 109.5 . . ?
H00E C00S H00J 109.5 . . ?
H00G C00S H00J 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
S001 C00G C00K C00M -179.25(13) . . . . ?
S002 C00C C00E S003 -179.65(9) . . . . ?
S002 C00C C00E C007 -0.42(18) . . . . ?
S002 C00D C00I C00N 177.71(13) . . . . ?
S003 C005 C006 C00A 0.9(2) . . . . ?
S003 C005 C006 C00G -177.91(11) . . . . ?
S003 C005 C00B S001 178.77(9) . . . . ?
S003 C005 C00B N004 0.2(2) . . . . ?
N004 C008 C00J C00O 179.82(16) . . . . ?
N004 C008 C00J C00R -0.1(3) . . . . ?
N004 C008 C00L C00P -178.99(16) . . . . ?
N004 C008 C00L C00S 0.7(3) . . . . ?
N004 C00C C00E S003 -1.0(2) . . . . ?
N004 C00C C00E C007 178.20(15) . . . . ?
C005 S003 C00E C007 177.69(13) . . . . ?
C005 S003 C00E C00C -3.14(16) . . . . ?
C005 C006 C00A C00F -178.83(15) . . . . ?
C005 C006 C00G S001 -1.46(17) . . . . ?
C005 C006 C00G C00K 178.79(15) . . . . ?
C006 C005 C00B S001 -0.12(18) . . . . ?
C006 C005 C00B N004 -178.67(15) . . . . ?
C006 C00A C00F C00M 0.0(2) . . . . ?
C006 C00G C00K C00M 0.5(2) . . . . ?
C007 C009 C00H C00N -1.0(2) . . . . ?
C007 C00D C00I C00N -0.6(2) . . . . ?
C008 N004 C00B S001 11.8(2) . . . . ?
C008 N004 C00B C005 -169.68(16) . . . . ?
C008 N004 C00C S002 -11.3(2) . . . . ?
C008 N004 C00C C00E 170.12(16) . . . . ?
C008 C00J C00O C00Q -0.9(3) . . . . ?
C008 C00L C00P C00Q -0.7(3) . . . . ?
C009 C007 C00D S002 -178.62(12) . . . . ?
C009 C007 C00D C00I 0.0(2) . . . . ?
C009 C007 C00E S003 -1.9(2) . . . . ?
C009 C007 C00E C00C 178.86(16) . . . . ?
C009 C00H C00N C00I 0.4(3) . . . . ?
C00A C006 C00G S001 179.55(12) . . . . ?
C00A C006 C00G C00K -0.2(2) . . . . ?
C00A C00F C00M C00K 0.3(3) . . . . ?
C00B S001 C00G C006 1.18(12) . . . . ?
C00B S001 C00G C00K -179.09(16) . . . . ?
C00B N004 C008 C00J 85.11(19) . . . . ?
C00B N004 C008 C00L -95.17(19) . . . . ?
C00B N004 C00C S002 -175.89(11) . . . . ?
C00B N004 C00C C00E 5.6(2) . . . . ?
C00B C005 C006 C00A 179.89(15) . . . . ?
C00B C005 C006 C00G 1.03(19) . . . . ?
C00C S002 C00D C007 -0.44(12) . . . . ?
C00C S002 C00D C00I -178.94(16) . . . . ?
C00C N004 C008 C00J -78.8(2) . . . . ?
C00C N004 C008 C00L 100.96(19) . . . . ?
C00C N004 C00B S001 176.37(11) . . . . ?
C00C N004 C00B C005 -5.2(2) . . . . ?
C00D S002 C00C N004 -178.24(13) . . . . ?
C00D S002 C00C C00E 0.49(13) . . . . ?
C00D C007 C009 C00H 0.9(2) . . . . ?
C00D C007 C00E S003 179.34(11) . . . . ?
C00D C007 C00E C00C 0.08(19) . . . . ?
C00D C00I C00N C00H 0.5(3) . . . . ?
C00E S003 C005 C006 -177.69(13) . . . . ?
C00E S003 C005 C00B 3.52(16) . . . . ?
C00E C007 C009 C00H -177.83(15) . . . . ?
C00E C007 C00D S002 0.29(17) . . . . ?
C00E C007 C00D C00I 178.89(15) . . . . ?
C00G S001 C00B N004 178.07(13) . . . . ?
C00G S001 C00B C005 -0.61(13) . . . . ?
C00G C006 C00A C00F 0.0(2) . . . . ?
C00G C00K C00M C00F -0.5(3) . . . . ?
C00J C008 C00L C00P 0.7(3) . . . . ?
C00J C008 C00L C00S -179.63(19) . . . . ?
C00J C00O C00Q C00P 0.9(3) . . . . ?
C00L C008 C00J C00O 0.1(3) . . . . ?
C00L C008 C00J C00R -179.80(19) . . . . ?
C00L C00P C00Q C00O 0.0(3) . . . . ?
C00R C00J C00O C00Q 178.98(19) . . . . ?
C00S C00L C00P C00Q 179.6(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.252
_oxdiff_exptl_absorpt_empirical_full_min 0.868
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: THF-d8'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_100_unchecked_friedel_mates
_database_code_depnum_ccdc_archive 'CCDC 2345944'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-02-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H13 Br2 N S3'
_chemical_formula_sum            'C23 H13 Br2 N S3'
_chemical_formula_weight         559.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         C23H13Br2NS3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.9165(2)
_cell_length_b                   13.0397(2)
_cell_length_c                   14.2173(2)
_cell_angle_alpha                88.1270(10)
_cell_angle_beta                 89.7700(10)
_cell_angle_gamma                70.184(2)
_cell_volume                     2077.21(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    35718
_cell_measurement_temperature    99.98(11)
_cell_measurement_theta_max      77.7470
_cell_measurement_theta_min      3.0980
_shelx_estimated_absorpt_T_max   0.539
_shelx_estimated_absorpt_T_min   0.332
_exptl_absorpt_coefficient_mu    7.849
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.408
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (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   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.789
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 2 0.0688
-2 1 -2 0.0892
-1 -1 -2 0.0571
0 -1 -1 0.0639
1 -1 2 0.0331
0 -1 -2 0.0581
0 1 2 0.0694
0 0 1 0.0483
0 1 -2 0.0503
0 -1 2 0.0419
0 2 -1 0.0633
0 -2 1 0.0527
0 1 0 0.0685
-1 2 2 0.0908
-1 0 2 0.0815
-1 -2 2 0.0510
1 1 -2 0.0570
1 2 -1 0.0743
-1 -2 1 0.0551
-1 -1 1 0.0553
-2 -1 2 0.0739
-1 0 1 0.0907
2 2 -1 0.0737
-2 1 2 0.0968
1 1 0 0.0779
-1 -1 0 0.0758
2 1 0 0.0737
2 -1 -1 0.0729
0 -2 -1 0.0679
-1 2 1 0.0893
0 2 1 0.0755
-1 0 0 0.1055
7 -1 1 0.0563
-4 -7 -5 0.0656
-2 2 -1 0.0883
-3 -2 -9 0.0502
-3 1 -8 0.0656
-2 3 -8 0.0518
-1 0 -9 0.0423
1 -1 -9 0.0488
1 3 -8 0.0438
5 0 -7 0.0574
5 5 -6 0.0597

_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9978 1.0014 1.9986 0.0689 0.2206 -0.1229
-2.0001 0.9948 -2.0000 -0.1031 -0.3523 -0.1717
-0.9978 -1.0014 -1.9986 -0.0689 -0.2206 0.1229
0.0017 -0.9992 -0.9988 0.0002 -0.0617 0.1510
1.0000 -0.9967 1.9995 -0.0012 0.2895 0.1082
0.0023 -0.9994 -1.9981 0.0354 -0.1578 0.1864
-0.0023 0.9994 1.9981 -0.0354 0.1578 -0.1864
-0.0006 0.0002 0.9993 -0.0353 0.0961 -0.0354
0.0000 0.9987 -1.9990 0.1056 -0.2267 -0.0447
-0.0000 -0.9987 1.9990 -0.1056 0.2267 0.0447
-0.0017 1.9979 -1.0001 0.1054 -0.1650 -0.1957
0.0017 -1.9979 1.0001 -0.1054 0.1650 0.1957
-0.0011 0.9990 -0.0004 0.0351 -0.0344 -0.1156
-1.0034 1.9965 1.9972 -0.1047 0.0606 -0.3655
-1.0012 -0.0016 1.9980 -0.1749 0.1294 -0.1344
-0.9989 -1.9996 1.9989 -0.2450 0.1983 0.0967
1.0001 1.0006 -1.9984 0.2099 -0.1639 0.0188
0.9984 1.9998 -0.9996 0.2098 -0.1022 -0.1322
-0.9984 -1.9998 0.9996 -0.2098 0.1022 0.1322
-0.9995 -1.0008 0.9992 -0.1747 0.0678 0.0166
-2.0001 -1.0026 1.9979 -0.3143 0.1011 -0.0823
-1.0006 -0.0018 0.9987 -0.1396 0.0333 -0.0989
1.9984 2.0018 -0.9991 0.3141 -0.0394 -0.0687
-2.0024 0.9955 1.9971 -0.2441 0.0322 -0.3135
0.9989 1.0010 0.0001 0.1394 0.0283 -0.0521
-0.9989 -1.0010 -0.0001 -0.1394 -0.0283 0.0521
1.9990 1.0029 0.0006 0.2438 0.0911 0.0115
2.0018 -0.9953 -0.9978 0.2089 0.0639 0.2780
0.0028 -1.9983 -0.9984 -0.0349 -0.0272 0.2666
-1.0029 1.9963 0.9979 -0.0694 -0.0356 -0.3301
-0.0028 1.9983 0.9984 0.0349 0.0272 -0.2666
-1.0000 -0.0020 -0.0005 -0.1043 -0.0628 -0.0635
6.9728 -0.7075 1.0831 0.6641 0.5664 0.4879
-3.6397 -7.3229 -4.5346 -0.4778 -0.4133 0.7752
-2.0018 1.9940 -1.0012 -0.1033 -0.2906 -0.3227
-2.5177 -1.8611 -8.7026 -0.0216 -0.9316 0.3628
-3.3131 1.4547 -7.6455 -0.0250 -0.9938 -0.1086
-1.8570 2.7232 -7.9114 0.1809 -0.9715 -0.1531
-1.3403 0.0131 -9.0514 0.1795 -0.9556 0.2336
1.2140 -0.6150 -9.0605 0.4241 -0.7745 0.4693
0.6892 3.0584 -8.4826 0.4784 -0.8781 -0.0093
4.8410 -0.2178 -6.8599 0.7389 -0.3486 0.5767
5.0031 4.8140 -6.0054 0.9029 -0.4291 -0.0250

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.922
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            56317
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.534
_diffrn_reflns_theta_min         3.110
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     79.00 109.00   0.50    0.33    --  109.71-125.00 -90.00   60
  2  ω     59.00 118.00   0.50    0.33    --  109.71-134.00-117.23  118
  3  ω     47.00  72.00   0.50    0.33    --  109.71-125.00 -90.00   50
  4  ω     80.00 106.00   0.50    0.33    --  109.71 -99.00-120.00   52
  5  ω     41.00  76.00   0.50    0.33    --  109.71 -99.00-120.00   70
  6  ω     41.00 106.00   0.50    0.33    --  109.71 -99.00 -60.00  130
  7  ω     41.00  93.00   0.50    0.33    --  109.71 -99.00 -30.00  104
  8  ω     45.00  97.00   0.50    0.33    --  109.71 -99.00   0.00  104
  9  ω     42.00 105.00   0.50    0.33    --  109.71 -99.00  30.00  126
 10  ω     52.00  91.00   0.50    0.33    --  109.71 -98.00  56.00   78
 11  ω     40.00  99.00   0.50    0.33    --  109.71 -99.00  90.00  118
 12  ω     43.00  69.00   0.50    0.33    --  109.71 -99.00 120.00   52
 13  ω     78.00 106.00   0.50    0.33    --  109.71 -99.00 120.00   56
 14  ω      7.00  61.00   0.50    0.08    --   48.35 -98.00  56.00  108
 15  ω     49.00  86.00   0.50    0.33    --  109.71 -77.00-120.00   74
 16  ω     46.00  93.00   0.50    0.33    --  109.71 -77.00 150.00   94
 17  ω    112.00 138.00   0.50    0.33    --  109.71  98.00 163.00   52
 18  ω     46.00  72.00   0.50    0.08    --   66.00  76.00 129.03   52
 19  ω     45.00  70.00   0.50    0.08    --   62.00  71.00 122.95   50
 20  ω     46.00  74.00   0.50    0.08    --   66.00  76.00  81.77   56
 21  ω     50.00  77.00   0.50    0.08    --   70.00  75.00  17.20   54
 22  ω     13.00  38.00   0.50    0.08    --   38.00  86.00-166.60   50
 23  ω    -17.00  18.00   0.50    0.08    --   14.00 101.00 -45.56   70
 24  ω     -9.00  16.00   0.50    0.08    --   22.00 101.00  10.39   50
 25  ω    -20.00   9.00   0.50    0.08    --   10.00 102.00  74.16   58
 26  ω     -6.00  24.00   0.50    0.08    --   22.00  97.00 -96.23   60
 27  ω    -19.00  22.00   0.50    0.08    --   10.00  96.00-176.52   82
 28  ω      8.00  33.00   0.50    0.08    --   34.00  92.00  99.99   50
 29  ω     15.00  40.00   0.50    0.08    --   42.00  92.00 139.84   50
 30  ω     63.00 118.00   0.50    0.08    --   48.35 178.00  60.00  110
 31  ω     66.00 113.00   0.50    0.08    --   48.35 178.00-120.00   94
 32  ω     16.00  41.00   0.50    0.08    --   42.00  89.00-107.47   50
 33  ω     16.00  41.00   0.50    0.08    --   42.00  89.00 -11.62   50
 34  ω    -56.00 -28.00   0.50    0.08    --  -48.35 -77.00  30.00   56
 35  ω    -71.00 -37.00   0.50    0.08    --  -58.00 -77.00  41.33   68
 36  ω    -60.00 -33.00   0.50    0.08    --  -54.00 -77.00  -2.51   54
 37  ω    -67.00 -28.00   0.50    0.08    --  -48.35 -77.00 -60.00   78
 38  ω    -95.00 -33.00   0.50    0.08    --  -54.00 -77.00-113.20  124
 39  ω    -67.00 -41.00   0.50    0.08    --  -62.00 -77.00 -66.53   52
 40  ω   -159.00 -69.00   0.50    0.33    --  -90.00 -77.00 -32.92  180
 41  ω   -160.00-121.00   0.50    0.33    --  -90.00 -77.00-100.93   78
 42  ω   -110.00 -69.00   0.50    0.33    --  -90.00 -77.00-100.93   82
 43  ω   -102.00 -69.00   0.50    0.33    --  -90.00 -77.00 -90.00   66
 44  ω   -157.00-108.00   0.50    0.33    --  -90.00 -77.00 -90.00   98
 45  ω   -100.00 -69.00   0.50    0.33    --  -90.00 -77.00-180.00   62
 46  ω   -160.00-103.00   0.50    0.33    --  -90.00 -77.00  60.00  114
 47  ω   -148.00 -69.00   0.50    0.33    --  -90.00 -77.00 146.42  158
 48  ω    -96.00 -69.00   0.50    0.33    --  -90.00 -77.00  60.00   54
 49  ω    -93.00 -66.00   0.50    0.33    --  -86.00 -76.00 161.46   54
 50  ω   -157.00 -69.00   0.50    0.33    --  -90.00 -77.00 120.00  176
 51  ω   -155.00-108.00   0.50    0.33    --  -86.00 -76.00 161.46   94
 52  ω   -123.00 -96.00   0.50    0.08    --  -54.00 -76.00 167.99   54
 53  ω    -68.00 -34.00   0.50    0.08    --  -54.00 -76.00 125.11   68
 54  ω    -59.00 -34.00   0.50    0.08    --  -54.00 -76.00 167.99   50
 55  ω   -151.00 -70.00   0.50    0.33    --  -90.00 -76.00   8.79  162
 56  ω   -152.00 -72.00   0.50    0.33    --  -90.00 -77.00   0.00  160
 57  ω    -95.00 -70.00   0.50    0.33    --  -90.00 -76.00  21.83   50
 58  ω    -80.00 -54.00   0.50    0.08    --  -74.00 -76.00 -19.33   52
 59  ω   -153.00 -66.00   0.50    0.33    --  -86.00 -76.00-131.45  174
 60  ω   -160.00-132.00   0.50    0.33    --  -90.00 -77.00-180.00   56
 61  ω   -157.00 -70.00   0.50    0.33    --  -90.00 -76.00-169.98  174
 62  ω    -94.00 -69.00   0.50    0.33    --  -90.00 -77.00 -60.00   50
 63  ω   -159.00 -71.00   0.50    0.33    --  -90.00 -75.00 -48.84  176
 64  ω   -153.00 -99.00   0.50    0.33    --  -90.00 -76.00  21.83  108
 65  ω    -84.00 -58.00   0.50    0.08    --  -78.00 -75.00  33.28   52
 66  ω    -90.00 -58.00   0.50    0.08    --  -78.00 -75.00  69.85   64
 67  ω   -101.00 -66.00   0.50    0.33    --  -86.00 -74.00 128.33   70
 68  ω    -82.00 -54.00   0.50    0.08    --  -74.00 -74.00 152.34   56
 69  ω   -158.00-111.00   0.50    0.33    --  -86.00 -74.00 128.33   94
 70  ω   -150.00-118.00   0.50    0.08    --  -78.00 -75.00  69.85   64
 71  ω   -107.00 -70.00   0.50    0.33    --  -90.00 -74.00  42.61   74
 72  ω    -84.00 -58.00   0.50    0.08    --  -78.00 -74.00  54.18   52
 73  ω    -60.00 -34.00   0.50    0.08    --  -54.00 -74.00  76.77   52
 74  ω    -85.00 -58.00   0.50    0.08    --  -78.00 -74.00 -53.61   54
 75  ω    -89.00 -62.00   0.50    0.33    --  -82.00 -74.00  22.65   54
 76  ω    -82.00 -54.00   0.50    0.08    --  -74.00 -74.00 -75.56   56
 77  ω    -89.00 -54.00   0.50    0.08    --  -74.00 -74.00-153.86   70
 78  ω   -104.00 -70.00   0.50    0.33    --  -90.00 -74.00-147.96   68
 79  ω   -156.00-119.00   0.50    0.33    --  -90.00 -74.00-147.96   74
 80  ω    -85.00 -59.00   0.50    0.08    --  -78.00 -73.00-113.30   52
 81  ω    -81.00 -55.00   0.50    0.08    --  -74.00 -73.00 -97.03   52
 82  ω    -89.00 -59.00   0.50    0.08    --  -78.00 -73.00 -32.43   60
 83  ω   -158.00 -71.00   0.50    0.33    --  -90.00 -73.00  92.60  174
 84  ω    -89.00 -59.00   0.50    0.08    --  -78.00 -72.00  91.02   60
 85  ω    -81.00 -54.00   0.50    0.08    --  -74.00 -74.00 175.52   54
 86  ω    -69.00 -43.00   0.50    0.08    --  -62.00 -72.00 156.27   52
 87  ω   -100.00 -59.00   0.50    0.08    --  -78.00 -73.00 133.67   82
 88  ω   -154.00-111.00   0.50    0.33    --  -90.00 -72.00 -79.61   86
 89  ω    -96.00 -71.00   0.50    0.33    --  -90.00 -72.00 -79.61   50
 90  ω    -86.00 -60.00   0.50    0.08    --  -78.00 -71.00-133.62   52
 91  ω    -70.00 -44.00   0.50    0.08    --  -62.00 -71.00-164.42   52
 92  ω    -67.00 -40.00   0.50    0.08    --  -58.00 -72.00-144.57   54
 93  ω    -80.00 -54.00   0.50    0.08    --  -70.00 -65.00 -32.51   52
 94  ω    -88.00 -61.00   0.50    0.08    --  -78.00 -67.00  -4.31   54
 95  ω   -150.00-122.00   0.50    0.33    --  -90.00 -98.00  56.00   56
 96  ω    -48.00 -19.00   0.50    0.33    --  -90.00  38.00-180.00   58
 97  ω    -45.00 -18.00   0.50    0.33    --  -90.00  38.00 -90.00   54
 98  ω    -45.00 -20.00   0.50    0.33    --  -90.00  38.00  60.00   50
 99  ω    -69.00 -12.00   0.50    0.08    --  -48.35  98.00 163.00  114
100  ω    -83.00 -41.00   0.50    0.33    --  -90.00 125.00  90.00   84
101  ω    -80.00 -46.00   0.50    0.33    --  -90.00  98.00 163.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1042934000
_diffrn_orient_matrix_UB_12      0.0352233000
_diffrn_orient_matrix_UB_13      -0.0352253000
_diffrn_orient_matrix_UB_21      0.0628004000
_diffrn_orient_matrix_UB_22      -0.0343658000
_diffrn_orient_matrix_UB_23      0.0962285000
_diffrn_orient_matrix_UB_31      0.0637451000
_diffrn_orient_matrix_UB_32      -0.1156119000
_diffrn_orient_matrix_UB_33      -0.0354116000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7452
_reflns_number_total             8243
_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       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.740
_refine_diff_density_min         -1.282
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         8243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.112
_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)+(0.0602P)²+3.3871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1154
_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:
 C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J), C00S(H00S), C00U(H00U),
 C00X(H00X), C00Y(H00Y), C014(H014), C015(H015), C01A(H01A), C01B(H01B),
 C01D(H01D), C01E(H01I), C01F(H01F), C01G(H01G), C01H(H01J), C01J(H01K),
 C01K(H01L), C01L(H01M)
2.b Idealised Me refined as rotating group:
 C01I(H01C,H01E,H01H), C01M(H01N,H01O,H01P)
;
_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
Br01 Br 0.47090(3) 0.11420(3) 0.33767(2) 0.03050(10) Uani 1 1 d . . . . .
Br02 Br 1.27664(3) 0.56204(3) 0.82621(3) 0.03364(11) Uani 1 1 d . . . . .
Br03 Br 0.14137(3) 0.20280(3) 0.44392(2) 0.03276(11) Uani 1 1 d . . . . .
Br04 Br 0.91481(4) 0.68637(3) 0.92189(3) 0.03801(11) Uani 1 1 d . . . . .
S005 S 0.53967(8) 0.44230(6) 0.67096(5) 0.02710(18) Uani 1 1 d . . . . .
S006 S 0.75044(8) 0.32857(7) 0.92487(5) 0.02817(18) Uani 1 1 d . . . . .
S007 S 0.76996(8) 0.07177(7) 0.65107(5) 0.02626(17) Uani 1 1 d . . . . .
S008 S 0.44373(8) 0.16233(7) 0.75767(6) 0.02892(18) Uani 1 1 d . . . . .
S009 S 1.08093(8) 0.22596(7) 0.82276(6) 0.02898(18) Uani 1 1 d . . . . .
S00A S 0.85505(8) 0.36202(7) 0.57981(6) 0.02792(18) Uani 1 1 d . . . . .
N00B N 0.5950(3) 0.2516(2) 0.83572(19) 0.0287(6) Uani 1 1 d . . . . .
N00C N 0.9200(3) 0.1581(2) 0.73195(19) 0.0263(6) Uani 1 1 d . . . . .
C00D C 0.4006(3) 0.3161(3) 0.6260(2) 0.0256(7) Uani 1 1 d . . . . .
C00E C 1.0262(3) 0.3910(3) 0.7018(2) 0.0267(7) Uani 1 1 d . . . . .
C00F C 0.5970(3) 0.2562(3) 0.3876(2) 0.0265(7) Uani 1 1 d . . . . .
H00F H 0.564511 0.294926 0.330667 0.032 Uiso 1 1 calc R U . . .
C00G C 0.6169(3) 0.1033(3) 0.4974(2) 0.0265(7) Uani 1 1 d . . . . .
H00G H 0.597840 0.040458 0.515819 0.032 Uiso 1 1 calc R U . . .
C00H C 0.7205(3) 0.2325(3) 0.5256(2) 0.0250(6) Uani 1 1 d . . . . .
C00I C 0.6708(3) 0.2915(3) 0.4429(2) 0.0271(7) Uani 1 1 d . . . . .
H00I H 0.687892 0.355420 0.424884 0.032 Uiso 1 1 calc R U . . .
C00J C 1.1731(3) 0.3965(3) 0.8195(2) 0.0293(7) Uani 1 1 d . . . . .
H00J H 1.221259 0.365890 0.873354 0.035 Uiso 1 1 calc R U . . .
C00K C 0.9797(3) 0.0506(3) 0.7735(2) 0.0254(6) Uani 1 1 d . . . . .
C00L C 0.6980(3) 0.4852(3) 0.7959(2) 0.0245(6) Uani 1 1 d . . . . .
C00M C 0.8391(3) 0.1694(3) 0.6589(2) 0.0257(7) Uani 1 1 d . . . . .
C00N C 0.6484(3) 0.3317(3) 0.8359(2) 0.0263(7) Uani 1 1 d . . . . .
C00O C 0.9574(3) 0.3250(3) 0.6756(2) 0.0266(7) Uani 1 1 d . . . . .
C00P C 1.0983(3) 0.3470(3) 0.7816(2) 0.0285(7) Uani 1 1 d . . . . .
C00Q C 0.5702(3) 0.1636(3) 0.4155(2) 0.0273(7) Uani 1 1 d . . . . .
C00R C 1.1749(3) 0.4924(3) 0.7759(2) 0.0300(7) Uani 1 1 d . . . . .
C00S C 0.2933(3) 0.1880(3) 0.6015(2) 0.0280(7) Uani 1 1 d . . . . .
H00S H 0.275050 0.124891 0.620241 0.034 Uiso 1 1 calc R U . . .
C00T C 0.6922(3) 0.1388(3) 0.5509(2) 0.0256(7) Uani 1 1 d . . . . .
C00U C 0.8345(3) 0.5046(3) 0.9162(2) 0.0279(7) Uani 1 1 d . . . . .
H00U H 0.881275 0.478689 0.971539 0.033 Uiso 1 1 calc R U . . .
C00V C 0.8046(3) 0.2495(3) 0.5904(2) 0.0258(7) Uani 1 1 d . . . . .
C00W C 0.8302(3) 0.6012(3) 0.8702(2) 0.0287(7) Uani 1 1 d . . . . .
C00X C 0.3483(3) 0.3752(3) 0.5441(2) 0.0275(7) Uani 1 1 d . . . . .
H00X H 0.366601 0.438015 0.524273 0.033 Uiso 1 1 calc R U . . .
C00Y C 0.6975(3) 0.5822(3) 0.7509(2) 0.0275(7) Uani 1 1 d . . . . .
H00Y H 0.651887 0.608122 0.694996 0.033 Uiso 1 1 calc R U . . .
C00Z C 0.9761(3) 0.2363(3) 0.7338(2) 0.0275(7) Uani 1 1 d . . . . .
C010 C 1.0652(3) -0.0278(3) 0.7225(2) 0.0280(7) Uani 1 1 d . . . . .
C011 C 0.6317(3) 0.4163(3) 0.7721(2) 0.0250(6) Uani 1 1 d . . . . .
C012 C 0.4847(3) 0.3338(3) 0.6897(2) 0.0257(7) Uani 1 1 d . . . . .
C013 C 0.5146(3) 0.2590(3) 0.7628(2) 0.0265(7) Uani 1 1 d . . . . .
C014 C 1.1054(3) 0.5384(3) 0.6965(2) 0.0302(7) Uani 1 1 d . . . . .
H014 H 1.108958 0.604289 0.668298 0.036 Uiso 1 1 calc R U . . .
C015 C 0.2701(3) 0.3417(3) 0.4924(2) 0.0277(7) Uani 1 1 d . . . . .
H015 H 0.233668 0.381999 0.437197 0.033 Uiso 1 1 calc R U . . .
C016 C 0.2441(3) 0.2488(3) 0.5209(2) 0.0284(7) Uani 1 1 d . . . . .
C017 C 0.6001(3) 0.1831(3) 0.9188(2) 0.0281(7) Uani 1 1 d . . . . .
C018 C 0.3708(3) 0.2234(3) 0.6538(2) 0.0270(7) Uani 1 1 d . . . . .
C019 C 0.7679(3) 0.4474(3) 0.8780(2) 0.0263(7) Uani 1 1 d . . . . .
C01A C 0.9482(3) 0.0286(3) 0.8637(2) 0.0297(7) Uani 1 1 d . . . . .
H01A H 0.890070 0.083665 0.897044 0.036 Uiso 1 1 calc R U . . .
C01B C 1.0314(3) 0.4882(3) 0.6590(2) 0.0294(7) Uani 1 1 d . . . . .
H01B H 0.984317 0.519094 0.604694 0.035 Uiso 1 1 calc R U . . .
C01C C 0.5466(3) 0.2280(3) 1.0019(2) 0.0330(8) Uani 1 1 d . . . . .
C01D C 1.0021(3) -0.0746(3) 0.9055(2) 0.0334(8) Uani 1 1 d . . . . .
H01D H 0.979329 -0.091181 0.966670 0.040 Uiso 1 1 calc R U . . .
C01E C 0.7637(3) 0.6402(3) 0.7879(2) 0.0292(7) Uani 1 1 d . . . . .
H01I H 0.763964 0.706172 0.757677 0.035 Uiso 1 1 calc R U . . .
C01F C 1.0885(4) -0.1523(3) 0.8572(3) 0.0361(8) Uani 1 1 d . . . . .
H01F H 1.127205 -0.222062 0.886084 0.043 Uiso 1 1 calc R U . . .
C01G C 1.1197(3) -0.1299(3) 0.7671(3) 0.0339(8) Uani 1 1 d . . . . .
H01G H 1.179283 -0.184917 0.734872 0.041 Uiso 1 1 calc R U . . .
C01H C 0.6608(4) 0.0715(3) 0.9119(3) 0.0353(8) Uani 1 1 d . . . . .
H01J H 0.694472 0.042806 0.853704 0.042 Uiso 1 1 calc R U . . .
C01I C 1.0974(4) -0.0057(3) 0.6229(3) 0.0365(8) Uani 1 1 d . . . . .
H01C H 1.047584 -0.027846 0.578702 0.055 Uiso 1 1 calc R U . . .
H01E H 1.181583 -0.047327 0.611958 0.055 Uiso 1 1 calc R U . . .
H01H H 1.083840 0.072329 0.613288 0.055 Uiso 1 1 calc R U . . .
C01J C 0.6233(4) 0.0466(4) 1.0745(3) 0.0490(11) Uani 1 1 d . . . . .
H01K H 0.632701 0.000395 1.129106 0.059 Uiso 1 1 calc R U . . .
C01K C 0.5611(4) 0.1570(4) 1.0802(3) 0.0437(10) Uani 1 1 d . . . . .
H01L H 0.527556 0.185120 1.138652 0.052 Uiso 1 1 calc R U . . .
C01L C 0.6719(4) 0.0026(3) 0.9904(3) 0.0438(9) Uani 1 1 d . . . . .
H01M H 0.712238 -0.073668 0.986382 0.053 Uiso 1 1 calc R U . . .
C01M C 0.4743(4) 0.3461(3) 1.0095(3) 0.0416(9) Uani 1 1 d . . . . .
H01N H 0.525550 0.385807 1.030889 0.062 Uiso 1 1 calc R U . . .
H01O H 0.409945 0.353962 1.054844 0.062 Uiso 1 1 calc R U . . .
H01P H 0.439966 0.375854 0.947824 0.062 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
Br01 C00Q 1.901(3) . ?
Br02 C00R 1.898(3) . ?
Br03 C016 1.900(3) . ?
Br04 C00W 1.900(3) . ?
S005 C011 1.765(3) . ?
S005 C012 1.762(3) . ?
S006 C00N 1.748(3) . ?
S006 C019 1.743(3) . ?
S007 C00M 1.741(3) . ?
S007 C00T 1.741(3) . ?
S008 C013 1.743(3) . ?
S008 C018 1.742(3) . ?
S009 C00P 1.743(3) . ?
S009 C00Z 1.750(3) . ?
S00A C00O 1.774(3) . ?
S00A C00V 1.766(3) . ?
N00B C00N 1.394(4) . ?
N00B C013 1.393(4) . ?
N00B C017 1.446(4) . ?
N00C C00K 1.447(4) . ?
N00C C00M 1.389(4) . ?
N00C C00Z 1.398(4) . ?
C00D C00X 1.400(5) . ?
C00D C012 1.434(5) . ?
C00D C018 1.415(5) . ?
C00E C00O 1.432(5) . ?
C00E C00P 1.409(5) . ?
C00E C01B 1.409(5) . ?
C00F H00F 0.9500 . ?
C00F C00I 1.381(5) . ?
C00F C00Q 1.396(5) . ?
C00G H00G 0.9500 . ?
C00G C00Q 1.391(5) . ?
C00G C00T 1.381(5) . ?
C00H C00I 1.401(5) . ?
C00H C00T 1.409(5) . ?
C00H C00V 1.441(5) . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00J C00P 1.385(5) . ?
C00J C00R 1.384(5) . ?
C00K C010 1.395(5) . ?
C00K C01A 1.383(5) . ?
C00L C00Y 1.398(5) . ?
C00L C011 1.430(5) . ?
C00L C019 1.411(5) . ?
C00M C00V 1.362(5) . ?
C00N C011 1.367(4) . ?
C00O C00Z 1.355(5) . ?
C00R C014 1.394(5) . ?
C00S H00S 0.9500 . ?
C00S C016 1.384(5) . ?
C00S C018 1.391(5) . ?
C00U H00U 0.9500 . ?
C00U C00W 1.385(5) . ?
C00U C019 1.383(5) . ?
C00W C01E 1.397(5) . ?
C00X H00X 0.9500 . ?
C00X C015 1.380(5) . ?
C00Y H00Y 0.9500 . ?
C00Y C01E 1.380(5) . ?
C010 C01G 1.400(5) . ?
C010 C01I 1.510(5) . ?
C012 C013 1.363(4) . ?
C014 H014 0.9500 . ?
C014 C01B 1.382(5) . ?
C015 H015 0.9500 . ?
C015 C016 1.395(5) . ?
C017 C01C 1.390(5) . ?
C017 C01H 1.394(5) . ?
C01A H01A 0.9500 . ?
C01A C01D 1.394(5) . ?
C01B H01B 0.9500 . ?
C01C C01K 1.397(5) . ?
C01C C01M 1.495(6) . ?
C01D H01D 0.9500 . ?
C01D C01F 1.375(6) . ?
C01E H01I 0.9500 . ?
C01F H01F 0.9500 . ?
C01F C01G 1.381(5) . ?
C01G H01G 0.9500 . ?
C01H H01J 0.9500 . ?
C01H C01L 1.388(5) . ?
C01I H01C 0.9800 . ?
C01I H01E 0.9800 . ?
C01I H01H 0.9800 . ?
C01J H01K 0.9500 . ?
C01J C01K 1.382(7) . ?
C01J C01L 1.381(6) . ?
C01K H01L 0.9500 . ?
C01L H01M 0.9500 . ?
C01M H01N 0.9800 . ?
C01M H01O 0.9800 . ?
C01M H01P 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C012 S005 C011 97.00(15) . . ?
C019 S006 C00N 90.89(16) . . ?
C00T S007 C00M 90.52(16) . . ?
C018 S008 C013 90.85(16) . . ?
C00P S009 C00Z 90.58(16) . . ?
C00V S00A C00O 97.32(15) . . ?
C00N N00B C017 120.3(3) . . ?
C013 N00B C00N 116.5(3) . . ?
C013 N00B C017 121.3(3) . . ?
C00M N00C C00K 118.8(3) . . ?
C00M N00C C00Z 116.3(3) . . ?
C00Z N00C C00K 119.3(3) . . ?
C00X C00D C012 129.6(3) . . ?
C00X C00D C018 118.7(3) . . ?
C018 C00D C012 111.6(3) . . ?
C00P C00E C00O 112.0(3) . . ?
C01B C00E C00O 129.4(3) . . ?
C01B C00E C00P 118.6(3) . . ?
C00I C00F H00F 120.1 . . ?
C00I C00F C00Q 119.8(3) . . ?
C00Q C00F H00F 120.1 . . ?
C00Q C00G H00G 121.5 . . ?
C00T C00G H00G 121.5 . . ?
C00T C00G C00Q 117.0(3) . . ?
C00I C00H C00T 118.8(3) . . ?
C00I C00H C00V 129.4(3) . . ?
C00T C00H C00V 111.8(3) . . ?
C00F C00I C00H 119.7(3) . . ?
C00F C00I H00I 120.2 . . ?
C00H C00I H00I 120.2 . . ?
C00P C00J H00J 121.3 . . ?
C00R C00J H00J 121.3 . . ?
C00R C00J C00P 117.3(3) . . ?
C010 C00K N00C 120.1(3) . . ?
C01A C00K N00C 118.0(3) . . ?
C01A C00K C010 121.8(3) . . ?
C00Y C00L C011 128.6(3) . . ?
C00Y C00L C019 119.1(3) . . ?
C019 C00L C011 112.3(3) . . ?
N00C C00M S007 118.2(2) . . ?
C00V C00M S007 113.8(3) . . ?
C00V C00M N00C 128.0(3) . . ?
N00B C00N S006 119.6(2) . . ?
C011 C00N S006 113.0(3) . . ?
C011 C00N N00B 127.4(3) . . ?
C00E C00O S00A 122.1(3) . . ?
C00Z C00O S00A 125.1(3) . . ?
C00Z C00O C00E 112.7(3) . . ?
C00E C00P S009 111.5(3) . . ?
C00J C00P S009 126.2(3) . . ?
C00J C00P C00E 122.3(3) . . ?
C00F C00Q Br01 119.5(2) . . ?
C00G C00Q Br01 118.3(3) . . ?
C00G C00Q C00F 122.2(3) . . ?
C00J C00R Br02 118.3(3) . . ?
C00J C00R C014 122.3(3) . . ?
C014 C00R Br02 119.5(3) . . ?
C016 C00S H00S 121.5 . . ?
C016 C00S C018 117.0(3) . . ?
C018 C00S H00S 121.5 . . ?
C00G C00T S007 125.5(3) . . ?
C00G C00T C00H 122.4(3) . . ?
C00H C00T S007 111.9(2) . . ?
C00W C00U H00U 121.4 . . ?
C019 C00U H00U 121.4 . . ?
C019 C00U C00W 117.1(3) . . ?
C00H C00V S00A 122.8(2) . . ?
C00M C00V S00A 125.2(3) . . ?
C00M C00V C00H 112.0(3) . . ?
C00U C00W Br04 119.2(3) . . ?
C00U C00W C01E 122.6(3) . . ?
C01E C00W Br04 118.2(3) . . ?
C00D C00X H00X 120.2 . . ?
C015 C00X C00D 119.5(3) . . ?
C015 C00X H00X 120.2 . . ?
C00L C00Y H00Y 120.1 . . ?
C01E C00Y C00L 119.7(3) . . ?
C01E C00Y H00Y 120.1 . . ?
N00C C00Z S009 118.8(2) . . ?
C00O C00Z S009 113.2(3) . . ?
C00O C00Z N00C 128.0(3) . . ?
C00K C010 C01G 117.1(3) . . ?
C00K C010 C01I 122.2(3) . . ?
C01G C010 C01I 120.7(3) . . ?
C00L C011 S005 121.9(2) . . ?
C00N C011 S005 125.7(3) . . ?
C00N C011 C00L 112.4(3) . . ?
C00D C012 S005 121.4(2) . . ?
C013 C012 S005 125.9(3) . . ?
C013 C012 C00D 112.7(3) . . ?
N00B C013 S008 119.4(2) . . ?
C012 C013 S008 113.2(3) . . ?
C012 C013 N00B 127.4(3) . . ?
C00R C014 H014 120.0 . . ?
C01B C014 C00R 120.0(3) . . ?
C01B C014 H014 120.0 . . ?
C00X C015 H015 119.8 . . ?
C00X C015 C016 120.3(3) . . ?
C016 C015 H015 119.8 . . ?
C00S C016 Br03 119.4(3) . . ?
C00S C016 C015 122.2(3) . . ?
C015 C016 Br03 118.4(3) . . ?
C01C C017 N00B 120.6(3) . . ?
C01C C017 C01H 121.9(3) . . ?
C01H C017 N00B 117.5(3) . . ?
C00D C018 S008 111.6(3) . . ?
C00S C018 S008 126.2(3) . . ?
C00S C018 C00D 122.2(3) . . ?
C00L C019 S006 111.4(2) . . ?
C00U C019 S006 126.6(3) . . ?
C00U C019 C00L 121.9(3) . . ?
C00K C01A H01A 120.1 . . ?
C00K C01A C01D 119.7(3) . . ?
C01D C01A H01A 120.1 . . ?
C00E C01B H01B 120.2 . . ?
C014 C01B C00E 119.5(3) . . ?
C014 C01B H01B 120.2 . . ?
C017 C01C C01K 117.0(4) . . ?
C017 C01C C01M 123.0(3) . . ?
C01K C01C C01M 120.0(4) . . ?
C01A C01D H01D 120.4 . . ?
C01F C01D C01A 119.3(3) . . ?
C01F C01D H01D 120.4 . . ?
C00W C01E H01I 120.3 . . ?
C00Y C01E C00W 119.5(3) . . ?
C00Y C01E H01I 120.3 . . ?
C01D C01F H01F 119.6 . . ?
C01D C01F C01G 120.7(3) . . ?
C01G C01F H01F 119.6 . . ?
C010 C01G H01G 119.4 . . ?
C01F C01G C010 121.3(3) . . ?
C01F C01G H01G 119.4 . . ?
C017 C01H H01J 120.1 . . ?
C01L C01H C017 119.8(4) . . ?
C01L C01H H01J 120.1 . . ?
C010 C01I H01C 109.5 . . ?
C010 C01I H01E 109.5 . . ?
C010 C01I H01H 109.5 . . ?
H01C C01I H01E 109.5 . . ?
H01C C01I H01H 109.5 . . ?
H01E C01I H01H 109.5 . . ?
C01K C01J H01K 119.6 . . ?
C01L C01J H01K 119.6 . . ?
C01L C01J C01K 120.9(4) . . ?
C01C C01K H01L 119.3 . . ?
C01J C01K C01C 121.4(4) . . ?
C01J C01K H01L 119.3 . . ?
C01H C01L H01M 120.5 . . ?
C01J C01L C01H 118.9(4) . . ?
C01J C01L H01M 120.5 . . ?
C01C C01M H01N 109.5 . . ?
C01C C01M H01O 109.5 . . ?
C01C C01M H01P 109.5 . . ?
H01N C01M H01O 109.5 . . ?
H01N C01M H01P 109.5 . . ?
H01O C01M H01P 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
Br02 C00R C014 C01B 179.7(3) . . . . ?
Br04 C00W C01E C00Y -177.5(3) . . . . ?
S005 C012 C013 S008 -179.32(19) . . . . ?
S005 C012 C013 N00B -1.2(5) . . . . ?
S006 C00N C011 S005 177.62(19) . . . . ?
S006 C00N C011 C00L -2.7(4) . . . . ?
S007 C00M C00V S00A 178.50(19) . . . . ?
S007 C00M C00V C00H -1.5(4) . . . . ?
S00A C00O C00Z S009 -178.6(2) . . . . ?
S00A C00O C00Z N00C -0.9(5) . . . . ?
N00B C00N C011 S005 -1.7(5) . . . . ?
N00B C00N C011 C00L 178.0(3) . . . . ?
N00B C017 C01C C01K -176.7(3) . . . . ?
N00B C017 C01C C01M 4.4(6) . . . . ?
N00B C017 C01H C01L 177.8(3) . . . . ?
N00C C00K C010 C01G 179.8(3) . . . . ?
N00C C00K C010 C01I -1.2(5) . . . . ?
N00C C00K C01A C01D 178.8(3) . . . . ?
N00C C00M C00V S00A -1.1(5) . . . . ?
N00C C00M C00V C00H 178.9(3) . . . . ?
C00D C00X C015 C016 -0.7(5) . . . . ?
C00D C012 C013 S008 0.7(4) . . . . ?
C00D C012 C013 N00B 178.8(3) . . . . ?
C00E C00O C00Z S009 -1.2(4) . . . . ?
C00E C00O C00Z N00C 176.6(3) . . . . ?
C00I C00F C00Q Br01 -178.8(3) . . . . ?
C00I C00F C00Q C00G -0.9(5) . . . . ?
C00I C00H C00T S007 176.0(2) . . . . ?
C00I C00H C00T C00G -0.3(5) . . . . ?
C00I C00H C00V S00A 4.9(5) . . . . ?
C00I C00H C00V C00M -175.0(3) . . . . ?
C00J C00R C014 C01B 0.1(5) . . . . ?
C00K N00C C00M S007 24.8(4) . . . . ?
C00K N00C C00M C00V -155.7(3) . . . . ?
C00K N00C C00Z S009 -25.9(4) . . . . ?
C00K N00C C00Z C00O 156.5(3) . . . . ?
C00K C010 C01G C01F 1.0(5) . . . . ?
C00K C01A C01D C01F 1.9(5) . . . . ?
C00L C00Y C01E C00W -0.1(5) . . . . ?
C00M S007 C00T C00G 176.4(3) . . . . ?
C00M S007 C00T C00H 0.3(3) . . . . ?
C00M N00C C00K C010 70.0(4) . . . . ?
C00M N00C C00K C01A -109.3(4) . . . . ?
C00M N00C C00Z S009 -179.0(2) . . . . ?
C00M N00C C00Z C00O 3.4(5) . . . . ?
C00N S006 C019 C00L -0.9(3) . . . . ?
C00N S006 C019 C00U 175.3(3) . . . . ?
C00N N00B C013 S008 -179.8(2) . . . . ?
C00N N00B C013 C012 2.2(5) . . . . ?
C00N N00B C017 C01C 63.1(5) . . . . ?
C00N N00B C017 C01H -116.6(4) . . . . ?
C00O S00A C00V C00H -177.0(3) . . . . ?
C00O S00A C00V C00M 2.9(3) . . . . ?
C00O C00E C00P S009 0.3(4) . . . . ?
C00O C00E C00P C00J 179.7(3) . . . . ?
C00O C00E C01B C014 -179.8(3) . . . . ?
C00P S009 C00Z N00C -176.8(3) . . . . ?
C00P S009 C00Z C00O 1.1(3) . . . . ?
C00P C00E C00O S00A 178.1(3) . . . . ?
C00P C00E C00O C00Z 0.6(4) . . . . ?
C00P C00E C01B C014 -0.6(5) . . . . ?
C00P C00J C00R Br02 -180.0(3) . . . . ?
C00P C00J C00R C014 -0.4(5) . . . . ?
C00Q C00F C00I C00H 1.4(5) . . . . ?
C00Q C00G C00T S007 -174.9(3) . . . . ?
C00Q C00G C00T C00H 0.8(5) . . . . ?
C00R C00J C00P S009 179.4(3) . . . . ?
C00R C00J C00P C00E 0.1(5) . . . . ?
C00R C014 C01B C00E 0.4(5) . . . . ?
C00T S007 C00M N00C -179.6(3) . . . . ?
C00T S007 C00M C00V 0.7(3) . . . . ?
C00T C00G C00Q Br01 177.7(2) . . . . ?
C00T C00G C00Q C00F -0.2(5) . . . . ?
C00T C00H C00I C00F -0.8(5) . . . . ?
C00T C00H C00V S00A -178.3(2) . . . . ?
C00T C00H C00V C00M 1.7(4) . . . . ?
C00U C00W C01E C00Y 1.2(5) . . . . ?
C00V S00A C00O C00E -179.2(3) . . . . ?
C00V S00A C00O C00Z -2.0(3) . . . . ?
C00V C00H C00I C00F 175.7(3) . . . . ?
C00V C00H C00T S007 -1.2(4) . . . . ?
C00V C00H C00T C00G -177.4(3) . . . . ?
C00W C00U C019 S006 -176.0(3) . . . . ?
C00W C00U C019 C00L -0.1(5) . . . . ?
C00X C00D C012 S005 -0.5(5) . . . . ?
C00X C00D C012 C013 179.5(3) . . . . ?
C00X C00D C018 S008 -179.4(3) . . . . ?
C00X C00D C018 C00S 1.3(5) . . . . ?
C00X C015 C016 Br03 -177.2(3) . . . . ?
C00X C015 C016 C00S 0.9(5) . . . . ?
C00Y C00L C011 S005 4.0(5) . . . . ?
C00Y C00L C011 C00N -175.7(3) . . . . ?
C00Y C00L C019 S006 177.6(3) . . . . ?
C00Y C00L C019 C00U 1.1(5) . . . . ?
C00Z S009 C00P C00E -0.8(3) . . . . ?
C00Z S009 C00P C00J 179.9(3) . . . . ?
C00Z N00C C00K C010 -82.5(4) . . . . ?
C00Z N00C C00K C01A 98.3(4) . . . . ?
C00Z N00C C00M S007 178.1(2) . . . . ?
C00Z N00C C00M C00V -2.4(5) . . . . ?
C010 C00K C01A C01D -0.4(5) . . . . ?
C011 S005 C012 C00D 179.2(3) . . . . ?
C011 S005 C012 C013 -0.8(3) . . . . ?
C011 C00L C00Y C01E 176.6(3) . . . . ?
C011 C00L C019 S006 -0.4(4) . . . . ?
C011 C00L C019 C00U -176.8(3) . . . . ?
C012 S005 C011 C00L -177.5(3) . . . . ?
C012 S005 C011 C00N 2.2(3) . . . . ?
C012 C00D C00X C015 178.9(3) . . . . ?
C012 C00D C018 S008 1.2(4) . . . . ?
C012 C00D C018 C00S -178.1(3) . . . . ?
C013 S008 C018 C00D -0.7(3) . . . . ?
C013 S008 C018 C00S 178.6(3) . . . . ?
C013 N00B C00N S006 -180.0(2) . . . . ?
C013 N00B C00N C011 -0.7(5) . . . . ?
C013 N00B C017 C01C -101.1(4) . . . . ?
C013 N00B C017 C01H 79.2(4) . . . . ?
C016 C00S C018 S008 179.7(3) . . . . ?
C016 C00S C018 C00D -1.1(5) . . . . ?
C017 N00B C00N S006 15.1(4) . . . . ?
C017 N00B C00N C011 -165.6(3) . . . . ?
C017 N00B C013 S008 -15.1(4) . . . . ?
C017 N00B C013 C012 167.0(3) . . . . ?
C017 C01C C01K C01J -1.7(6) . . . . ?
C017 C01H C01L C01J -0.7(6) . . . . ?
C018 S008 C013 N00B -178.2(3) . . . . ?
C018 S008 C013 C012 0.0(3) . . . . ?
C018 C00D C00X C015 -0.3(5) . . . . ?
C018 C00D C012 S005 178.8(2) . . . . ?
C018 C00D C012 C013 -1.2(4) . . . . ?
C018 C00S C016 Br03 178.1(2) . . . . ?
C018 C00S C016 C015 0.0(5) . . . . ?
C019 S006 C00N N00B -178.5(3) . . . . ?
C019 S006 C00N C011 2.1(3) . . . . ?
C019 C00L C00Y C01E -1.0(5) . . . . ?
C019 C00L C011 S005 -178.3(2) . . . . ?
C019 C00L C011 C00N 2.0(4) . . . . ?
C019 C00U C00W Br04 177.6(2) . . . . ?
C019 C00U C00W C01E -1.0(5) . . . . ?
C01A C00K C010 C01G -1.0(5) . . . . ?
C01A C00K C010 C01I 178.0(3) . . . . ?
C01A C01D C01F C01G -1.9(6) . . . . ?
C01B C00E C00O S00A -2.7(5) . . . . ?
C01B C00E C00O C00Z 179.8(4) . . . . ?
C01B C00E C00P S009 -179.0(3) . . . . ?
C01B C00E C00P C00J 0.4(5) . . . . ?
C01C C017 C01H C01L -1.9(6) . . . . ?
C01D C01F C01G C010 0.4(6) . . . . ?
C01H C017 C01C C01K 3.1(6) . . . . ?
C01H C017 C01C C01M -175.9(4) . . . . ?
C01I C010 C01G C01F -178.0(4) . . . . ?
C01K C01J C01L C01H 2.1(7) . . . . ?
C01L C01J C01K C01C -0.9(7) . . . . ?
C01M C01C C01K C01J 177.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.355
_oxdiff_exptl_absorpt_empirical_full_min 0.746
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp_sh_pk_12_0_cl_me_auto
_database_code_depnum_ccdc_archive 'CCDC 2345958'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-02-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H14 Cl N S3'
_chemical_formula_sum            'C23 H14 Cl N S3'
_chemical_formula_weight         435.98
_chemical_melting_point          ?
_chemical_oxdiff_formula         C21H12ClS3N
_chemical_oxdiff_usercomment     'Kristallisation aus Vedampfen von THF-d8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   27.1805(4)
_cell_length_b                   17.9600(2)
_cell_length_c                   7.92650(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3869.41(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10040
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.0200
_cell_measurement_theta_min      2.9410
_shelx_estimated_absorpt_T_max   0.618
_shelx_estimated_absorpt_T_min   0.430
_exptl_absorpt_coefficient_mu    4.838
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            15834
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.527
_diffrn_reflns_theta_min         2.949
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     47.00 104.00   0.50    0.25    --  109.37 -93.00  -9.00  114
  2  ω     -9.00  17.00   0.50    0.06    --   49.31 -19.00   0.00   52
  3  ω     95.00 132.00   0.50    0.25    --  109.37 125.00-180.00   74
  4  ω    139.00 171.00   0.50    0.25    --  109.37 125.00-180.00   64
  5  ω    -30.00  10.00   0.50    0.06    --  -49.31  19.00  60.00   80
  6  ω    -60.00 -25.00   0.50    0.25    --  -90.00  57.00 120.00   70
  7  ω    -48.00 -23.00   0.50    0.25    --  -90.00  38.00 120.00   50
  8  ω    -48.00 -22.00   0.50    0.25    --  -90.00  38.00  60.00   52
  9  ω    -45.00 -19.00   0.50    0.25    --  -90.00  38.00  30.00   52
 10  ω    -45.00 -20.00   0.50    0.25    --  -90.00  38.00   0.00   50
 11  ω    -47.00 -22.00   0.50    0.25    --  -90.00  37.00 -16.00   50
 12  ω    -45.00 -18.00   0.50    0.25    --  -90.00  38.00 -90.00   54
 13  ω    -71.00 -46.00   0.50    0.25    --  -90.00  57.00-150.00   50
 14  ω   -160.00 -88.00   0.50    0.25    --  -90.00 -37.00-171.00  144
 15  ω   -113.00 -73.00   0.50    0.06    --  -49.31-125.00 150.00   80
 16  ω    -81.00  -7.00   0.50    0.06    --  -49.31 103.00-166.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0363868000
_diffrn_orient_matrix_UB_12      -0.0657183000
_diffrn_orient_matrix_UB_13      -0.0064933000
_diffrn_orient_matrix_UB_21      -0.0377159000
_diffrn_orient_matrix_UB_22      0.0495641000
_diffrn_orient_matrix_UB_23      -0.0918168000
_diffrn_orient_matrix_UB_31      0.0216291000
_diffrn_orient_matrix_UB_32      -0.0240668000
_diffrn_orient_matrix_UB_33      -0.1711625000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3486
_reflns_number_total             3766
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3766
_refine_ls_number_restraints     92
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0341P)²+2.9846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0796
_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. Restrained distances
 C2-C1A
 1.5 with sigma of 0.02
 C1-C00M
 1.5 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C1, C00M, C6, C00O, C00S, C00R, C00Q
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 C6, C2, C4, C5, C00T, C3, C1A
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
4. Others
 Sof(Cl)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C3)=Sof(C00T)=Sof(H00T)=
 Sof(C5)=Sof(H5)=Sof(C4)=Sof(H4)=Sof(C2)=1-FVAR(1)
 Sof(Cl04)=Sof(C00M)=Sof(C00O)=Sof(C00Q)=Sof(H00Q)=Sof(C00R)=Sof(H00R)=
 Sof(C00S)=Sof(H00S)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00F(H00F), C00G(H00G), C00J(H00J), C00K(H00K), C00L(H00L),
 C00N(H00N), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C5(H5),
  C4(H4)
5.b Fitted hexagon refined as free rotating group:
 C6(C3,C00T,C5,C4,C2)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C1A(H1AA,H1AB,H1AC)
;
_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
S001 S 0.58312(2) 0.45924(2) 0.80861(5) 0.01846(11) Uani 1 1 d . . . . .
S002 S 0.67041(2) 0.44778(2) 0.19280(5) 0.01859(11) Uani 1 1 d . . . . .
S003 S 0.62970(2) 0.64043(2) 0.48741(5) 0.02166(12) Uani 1 1 d . . . . .
Cl04 Cl 0.71724(4) 0.37439(8) 0.6218(2) 0.0301(3) Uani 0.622(2) 1 d . . P A 1
N006 N 0.62895(5) 0.45963(7) 0.50391(17) 0.0183(3) Uani 1 1 d . . . . .
C007 C 0.67057(6) 0.59322(9) 0.18204(19) 0.0156(3) Uani 1 1 d . . . . .
C008 C 0.64940(6) 0.57269(9) 0.34116(19) 0.0150(3) Uani 1 1 d . . . . .
C009 C 0.60683(6) 0.57827(9) 0.64093(19) 0.0154(3) Uani 1 1 d . . . . .
C00A C 0.60859(6) 0.50281(9) 0.6327(2) 0.0157(3) Uani 1 1 d . . . . .
C00B C 0.68452(6) 0.53049(9) 0.0873(2) 0.0169(3) Uani 1 1 d . . . . .
C00C C 0.58441(6) 0.60457(9) 0.79362(19) 0.0159(3) Uani 1 1 d . . . . .
C00D C 0.70091(6) 0.67100(10) -0.0412(2) 0.0217(4) Uani 1 1 d . . . . .
H00D H 0.706660 0.719133 -0.086809 0.026 Uiso 1 1 calc R U . . .
C00E C 0.64710(6) 0.49788(9) 0.36346(19) 0.0153(3) Uani 1 1 d . . . . .
C00F C 0.67910(6) 0.66429(9) 0.1160(2) 0.0182(3) Uani 1 1 d . . . . .
H00F H 0.670055 0.707396 0.178119 0.022 Uiso 1 1 calc R U . . .
C00G C 0.57576(6) 0.67786(9) 0.8456(2) 0.0179(3) Uani 1 1 d . . . . .
H00G H 0.585936 0.718455 0.777095 0.021 Uiso 1 1 calc R U . . .
C00H C 0.56950(6) 0.54556(9) 0.8990(2) 0.0175(3) Uani 1 1 d . . . . .
C00J C 0.55227(6) 0.69063(10) 0.9975(2) 0.0213(3) Uani 1 1 d . . . . .
H00J H 0.545890 0.740319 1.032253 0.026 Uiso 1 1 calc R U . . .
C00K C 0.54654(6) 0.55836(10) 1.0528(2) 0.0221(4) Uani 1 1 d . . . . .
H00K H 0.537075 0.518128 1.123473 0.027 Uiso 1 1 calc R U . . .
C00L C 0.70662(6) 0.53724(10) -0.0704(2) 0.0214(4) Uani 1 1 d . . . . .
H00L H 0.715971 0.494403 -0.132981 0.026 Uiso 1 1 calc R U . . .
C00M C 0.57982(12) 0.34480(19) 0.4520(6) 0.0199(13) Uani 0.622(2) 1 d D . P A 1
C00N C 0.71459(6) 0.60814(11) -0.1336(2) 0.0242(4) Uani 1 1 d . . . . .
H00N H 0.729535 0.614055 -0.241128 0.029 Uiso 1 1 calc R U . . .
C00O C 0.66395(13) 0.33727(18) 0.5539(6) 0.0192(13) Uani 0.622(2) 1 d . . P A 1
C00P C 0.53779(6) 0.63164(11) 1.1004(2) 0.0238(4) Uani 1 1 d . . . . .
H00P H 0.521751 0.641648 1.204469 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.57753(14) 0.26714(18) 0.4554(8) 0.0224(9) Uani 0.622(2) 1 d . . P A 1
H00Q H 0.548253 0.242562 0.420918 0.027 Uiso 0.622(2) 1 calc R U P A 1
C00R C 0.61718(15) 0.22608(16) 0.5080(9) 0.0223(9) Uani 0.622(2) 1 d . . P A 1
H00R H 0.614771 0.173325 0.510811 0.027 Uiso 0.622(2) 1 calc R U P A 1
C00S C 0.66073(15) 0.25995(16) 0.5572(9) 0.0221(9) Uani 0.622(2) 1 d . . P A 1
H00S H 0.687990 0.230772 0.592584 0.026 Uiso 0.622(2) 1 calc R U P A 1
C1 C 0.5379(3) 0.3952(4) 0.3863(15) 0.0326(17) Uani 0.622(2) 1 d D . P A 1
H1A H 0.545675 0.447313 0.411244 0.049 Uiso 0.622(2) 1 calc R U P A 1
H1B H 0.507026 0.381477 0.442010 0.049 Uiso 0.622(2) 1 calc R U P A 1
H1C H 0.534486 0.388668 0.264161 0.049 Uiso 0.622(2) 1 calc R U P A 1
Cl Cl 0.52937(8) 0.40154(19) 0.3964(6) 0.0366(6) Uani 0.378(2) 1 d . . P A 2
C1A C 0.7099(4) 0.3655(8) 0.619(2) 0.045(3) Uani 0.378(2) 1 d D . P A 2
H1AA H 0.711725 0.418092 0.586397 0.067 Uiso 0.378(2) 1 calc R U P A 2
H1AB H 0.737366 0.338311 0.567584 0.067 Uiso 0.378(2) 1 calc R U P A 2
H1AC H 0.711722 0.361194 0.741772 0.067 Uiso 0.378(2) 1 calc R U P A 2
C6 C 0.62367(6) 0.38049(9) 0.50301(19) 0.0169(3) Uani 1 1 d G . . . .
C3 C 0.57863(10) 0.35261(15) 0.4491(8) 0.019(2) Uani 0.378(2) 1 d G . P A 2
C00T C 0.57037(18) 0.27624(17) 0.4478(13) 0.0221(15) Uani 0.378(2) 1 d G . P A
2
H00T H 0.539586 0.257183 0.410980 0.026 Uiso 0.378(2) 1 calc R U P A 2
C5 C 0.6071(2) 0.22774(10) 0.5005(15) 0.0231(15) Uani 0.378(2) 1 d G . P A 2
H5 H 0.601494 0.175545 0.499676 0.028 Uiso 0.378(2) 1 calc R U P A 2
C4 C 0.65218(19) 0.25562(13) 0.5545(14) 0.0220(15) Uani 0.378(2) 1 d G . P A 2
H4 H 0.677315 0.222478 0.590464 0.026 Uiso 0.378(2) 1 calc R U P A 2
C2 C 0.66045(10) 0.33200(15) 0.5557(8) 0.020(2) Uani 0.378(2) 1 d DG . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 C00A 1.7425(16) . ?
S001 C00H 1.7475(17) . ?
S002 C00B 1.7470(17) . ?
S002 C00E 1.7438(16) . ?
S003 C008 1.7637(16) . ?
S003 C009 1.7645(16) . ?
Cl04 C00O 1.683(3) . ?
N006 C00A 1.396(2) . ?
N006 C00E 1.398(2) . ?
N006 C6 1.429(2) . ?
C007 C008 1.434(2) . ?
C007 C00B 1.406(2) . ?
C007 C00F 1.399(2) . ?
C008 C00E 1.357(2) . ?
C009 C00A 1.358(2) . ?
C009 C00C 1.435(2) . ?
C00B C00L 1.393(2) . ?
C00C C00G 1.399(2) . ?
C00C C00H 1.409(2) . ?
C00D H00D 0.9500 . ?
C00D C00F 1.385(2) . ?
C00D C00N 1.396(3) . ?
C00F H00F 0.9500 . ?
C00G H00G 0.9500 . ?
C00G C00J 1.382(2) . ?
C00H C00K 1.389(2) . ?
C00J H00J 0.9500 . ?
C00J C00P 1.394(3) . ?
C00K H00K 0.9500 . ?
C00K C00P 1.390(3) . ?
C00L H00L 0.9500 . ?
C00L C00N 1.385(3) . ?
C00M C00Q 1.397(4) . ?
C00M C1 1.545(8) . ?
C00M C6 1.412(4) . ?
C00N H00N 0.9500 . ?
C00O C00S 1.392(4) . ?
C00O C6 1.401(4) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00Q C00R 1.371(4) . ?
C00R H00R 0.9500 . ?
C00R C00S 1.387(4) . ?
C00S H00S 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
Cl C3 1.655(3) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C1A C2 1.555(10) . ?
C6 C3 1.3900 . ?
C6 C2 1.3900 . ?
C3 C00T 1.3900 . ?
C00T H00T 0.9500 . ?
C00T C5 1.3900 . ?
C5 H5 0.9500 . ?
C5 C4 1.3900 . ?
C4 H4 0.9500 . ?
C4 C2 1.3900 . ?

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
C00A S001 C00H 90.79(8) . . ?
C00E S002 C00B 90.70(8) . . ?
C008 S003 C009 97.12(8) . . ?
C00A N006 C00E 116.68(13) . . ?
C00A N006 C6 121.09(13) . . ?
C00E N006 C6 121.36(13) . . ?
C00B C007 C008 111.82(14) . . ?
C00F C007 C008 129.06(15) . . ?
C00F C007 C00B 119.11(14) . . ?
C007 C008 S003 121.50(12) . . ?
C00E C008 S003 125.70(12) . . ?
C00E C008 C007 112.80(14) . . ?
C00A C009 S003 125.86(12) . . ?
C00A C009 C00C 112.59(14) . . ?
C00C C009 S003 121.53(12) . . ?
N006 C00A S001 119.54(12) . . ?
C009 C00A S001 113.31(12) . . ?
C009 C00A N006 127.13(14) . . ?
C007 C00B S002 111.51(12) . . ?
C00L C00B S002 126.75(13) . . ?
C00L C00B C007 121.74(15) . . ?
C00G C00C C009 128.99(15) . . ?
C00G C00C C00H 119.01(15) . . ?
C00H C00C C009 111.99(14) . . ?
C00F C00D H00D 119.5 . . ?
C00F C00D C00N 121.04(16) . . ?
C00N C00D H00D 119.5 . . ?
N006 C00E S002 119.50(12) . . ?
C008 C00E S002 113.15(12) . . ?
C008 C00E N006 127.35(14) . . ?
C007 C00F H00F 120.4 . . ?
C00D C00F C007 119.15(16) . . ?
C00D C00F H00F 120.4 . . ?
C00C C00G H00G 120.3 . . ?
C00J C00G C00C 119.34(16) . . ?
C00J C00G H00G 120.3 . . ?
C00C C00H S001 111.31(12) . . ?
C00K C00H S001 127.01(13) . . ?
C00K C00H C00C 121.67(15) . . ?
C00G C00J H00J 119.5 . . ?
C00G C00J C00P 120.95(16) . . ?
C00P C00J H00J 119.5 . . ?
C00H C00K H00K 120.9 . . ?
C00H C00K C00P 118.19(16) . . ?
C00P C00K H00K 120.9 . . ?
C00B C00L H00L 120.9 . . ?
C00N C00L C00B 118.18(16) . . ?
C00N C00L H00L 120.9 . . ?
C00Q C00M C1 123.9(4) . . ?
C00Q C00M C6 119.0(3) . . ?
C6 C00M C1 116.9(4) . . ?
C00D C00N H00N 119.6 . . ?
C00L C00N C00D 120.78(15) . . ?
C00L C00N H00N 119.6 . . ?
C00S C00O Cl04 116.3(2) . . ?
C00S C00O C6 120.6(3) . . ?
C6 C00O Cl04 123.0(2) . . ?
C00J C00P H00P 119.6 . . ?
C00K C00P C00J 120.82(16) . . ?
C00K C00P H00P 119.6 . . ?
C00M C00Q H00Q 119.7 . . ?
C00R C00Q C00M 120.5(3) . . ?
C00R C00Q H00Q 119.7 . . ?
C00Q C00R H00R 119.3 . . ?
C00Q C00R C00S 121.4(3) . . ?
C00S C00R H00R 119.3 . . ?
C00O C00S H00S 120.5 . . ?
C00R C00S C00O 119.1(3) . . ?
C00R C00S H00S 120.5 . . ?
C00M C1 H1A 109.5 . . ?
C00M C1 H1B 109.5 . . ?
C00M C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C2 C1A H1AA 109.5 . . ?
C2 C1A H1AB 109.5 . . ?
C2 C1A H1AC 109.5 . . ?
C00M C6 N006 122.5(2) . . ?
C00O C6 N006 118.11(19) . . ?
C00O C6 C00M 119.4(3) . . ?
C3 C6 N006 116.65(15) . . ?
C3 C6 C2 120.0 . . ?
C2 C6 N006 123.34(15) . . ?
C6 C3 Cl 126.8(2) . . ?
C00T C3 Cl 113.0(2) . . ?
C00T C3 C6 120.0 . . ?
C3 C00T H00T 120.0 . . ?
C5 C00T C3 120.0 . . ?
C5 C00T H00T 120.0 . . ?
C00T C5 H5 120.0 . . ?
C00T C5 C4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C2 C4 C5 120.0 . . ?
C2 C4 H4 120.0 . . ?
C6 C2 C1A 118.4(6) . . ?
C4 C2 C1A 121.6(6) . . ?
C4 C2 C6 120.0 . . ?

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
S001 C00H C00K C00P -178.28(13) . . . . ?
S002 C00B C00L C00N 179.64(13) . . . . ?
S003 C008 C00E S002 -179.50(9) . . . . ?
S003 C008 C00E N006 0.1(3) . . . . ?
S003 C009 C00A S001 179.19(9) . . . . ?
S003 C009 C00A N006 0.7(3) . . . . ?
S003 C009 C00C C00G 1.6(2) . . . . ?
S003 C009 C00C C00H -179.10(11) . . . . ?
Cl04 C00O C00S C00R 177.9(4) . . . . ?
Cl04 C00O C6 N006 2.1(5) . . . . ?
Cl04 C00O C6 C00M -178.3(4) . . . . ?
N006 C6 C3 Cl -3.9(6) . . . . ?
N006 C6 C3 C00T -178.7(3) . . . . ?
N006 C6 C2 C1A -0.1(10) . . . . ?
N006 C6 C2 C4 178.7(3) . . . . ?
C007 C008 C00E S002 -0.06(18) . . . . ?
C007 C008 C00E N006 179.56(15) . . . . ?
C007 C00B C00L C00N -0.2(2) . . . . ?
C008 S003 C009 C00A 2.32(16) . . . . ?
C008 S003 C009 C00C -178.72(13) . . . . ?
C008 C007 C00B S002 1.17(17) . . . . ?
C008 C007 C00B C00L -178.97(15) . . . . ?
C008 C007 C00F C00D 179.00(16) . . . . ?
C009 S003 C008 C007 177.92(13) . . . . ?
C009 S003 C008 C00E -2.68(16) . . . . ?
C009 C00C C00G C00J 178.38(16) . . . . ?
C009 C00C C00H S001 -0.14(17) . . . . ?
C009 C00C C00H C00K -179.44(15) . . . . ?
C00A S001 C00H C00C 0.18(13) . . . . ?
C00A S001 C00H C00K 179.44(16) . . . . ?
C00A N006 C00E S002 -176.92(12) . . . . ?
C00A N006 C00E C008 3.5(2) . . . . ?
C00A N006 C6 C00M 77.9(3) . . . . ?
C00A N006 C6 C00O -102.5(3) . . . . ?
C00A N006 C6 C3 78.2(3) . . . . ?
C00A N006 C6 C2 -100.4(4) . . . . ?
C00A C009 C00C C00G -179.29(16) . . . . ?
C00A C009 C00C C00H 0.0(2) . . . . ?
C00B S002 C00E N006 -179.04(13) . . . . ?
C00B S002 C00E C008 0.61(13) . . . . ?
C00B C007 C008 S003 178.75(11) . . . . ?
C00B C007 C008 C00E -0.7(2) . . . . ?
C00B C007 C00F C00D 0.2(2) . . . . ?
C00B C00L C00N C00D 0.2(3) . . . . ?
C00C C009 C00A S001 0.15(18) . . . . ?
C00C C009 C00A N006 -178.36(15) . . . . ?
C00C C00G C00J C00P 1.0(2) . . . . ?
C00C C00H C00K C00P 0.9(2) . . . . ?
C00E S002 C00B C007 -1.01(13) . . . . ?
C00E S002 C00B C00L 179.13(15) . . . . ?
C00E N006 C00A S001 177.68(11) . . . . ?
C00E N006 C00A C009 -3.9(2) . . . . ?
C00E N006 C6 C00M -91.0(3) . . . . ?
C00E N006 C6 C00O 88.5(3) . . . . ?
C00E N006 C6 C3 -90.7(3) . . . . ?
C00E N006 C6 C2 90.6(4) . . . . ?
C00F C007 C008 S003 -0.1(2) . . . . ?
C00F C007 C008 C00E -179.57(16) . . . . ?
C00F C007 C00B S002 -179.86(12) . . . . ?
C00F C007 C00B C00L 0.0(2) . . . . ?
C00F C00D C00N C00L 0.1(3) . . . . ?
C00G C00C C00H S001 179.23(12) . . . . ?
C00G C00C C00H C00K -0.1(2) . . . . ?
C00G C00J C00P C00K -0.1(3) . . . . ?
C00H S001 C00A N006 178.44(13) . . . . ?
C00H S001 C00A C009 -0.19(13) . . . . ?
C00H C00C C00G C00J -0.9(2) . . . . ?
C00H C00K C00P C00J -0.8(3) . . . . ?
C00M C00Q C00R C00S -0.8(5) . . . . ?
C00N C00D C00F C007 -0.3(2) . . . . ?
C00Q C00M C6 N006 -179.7(3) . . . . ?
C00Q C00M C6 C00O 0.7(4) . . . . ?
C00Q C00R C00S C00O 0.4(5) . . . . ?
C00S C00O C6 N006 179.3(3) . . . . ?
C00S C00O C6 C00M -1.1(4) . . . . ?
C1 C00M C00Q C00R 176.9(7) . . . . ?
C1 C00M C6 N006 3.4(7) . . . . ?
C1 C00M C6 C00O -176.1(6) . . . . ?
Cl C3 C00T C5 -175.5(5) . . . . ?
C6 N006 C00A S001 8.2(2) . . . . ?
C6 N006 C00A C009 -173.35(16) . . . . ?
C6 N006 C00E S002 -7.5(2) . . . . ?
C6 N006 C00E C008 172.91(16) . . . . ?
C6 C00M C00Q C00R 0.2(4) . . . . ?
C6 C00O C00S C00R 0.5(5) . . . . ?
C6 C3 C00T C5 0.0 . . . . ?
C3 C6 C2 C1A -178.7(9) . . . . ?
C3 C6 C2 C4 0.0 . . . . ?
C3 C00T C5 C4 0.0 . . . . ?
C00T C5 C4 C2 0.0 . . . . ?
C5 C4 C2 C1A 178.7(9) . . . . ?
C5 C4 C2 C6 0.0 . . . . ?
C2 C6 C3 Cl 174.9(6) . . . . ?
C2 C6 C3 C00T 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.138
_oxdiff_exptl_absorpt_empirical_full_min 0.896
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: THF-d8'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp-sh21_ome_monoklin_gemessen
_database_code_depnum_ccdc_archive 'CCDC 2345982'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H15 N S3'
_chemical_formula_sum            'C23 H15 N S3'
_chemical_formula_weight         401.54
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H12ONS3
_chemical_oxdiff_usercomment     'gelber Block'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   17.2183(2)
_cell_length_b                   17.7363(2)
_cell_length_c                   5.99740(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1831.54(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14397
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      76.8460
_cell_measurement_theta_min      5.1720
_shelx_estimated_absorpt_T_max   0.568
_shelx_estimated_absorpt_T_min   0.208
_exptl_absorpt_coefficient_mu    3.748
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.344
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
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   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
6 10 0 0.1138
-7 -9 -1 0.1313
1 -1 1 0.2434
1 8 -3 0.2320
-1 -1 0 0.1217
1 1 0 0.1098
2 2 -1 0.2320
-2 -2 1 0.2020
2 1 0 0.0993
7 4 -3 0.2273
-9 -5 1 0.1376
-7 -5 -2 0.2516
-1 1 4 0.2614
-2 -1 2 0.2334
-10 -2 1 0.1134
-11 -3 0 0.1108
-1 2 2 0.2524
-2 1 2 0.2343
2 -2 -1 0.2282
1 0 0 0.0780
9 -4 -2 0.1575
-2 -2 -1 0.2621
1 2 1 0.2487
-2 1 0 0.1119
2 -1 0 0.0551
2 2 1 0.2384
-1 1 0 0.1250
1 -2 0 0.0992
-1 -11 -2 0.1503
-9 4 -2 0.2123
3 -10 -1 0.1250
3 -11 1 0.1050
-5 9 -1 0.1846
5 -8 2 0.1521

_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
5.5180 9.9664 -0.3187 -0.0980 -0.7692 -0.6315
-6.6149 -9.0905 -0.6304 0.0715 0.5708 0.8179
0.9967 -1.0021 1.0009 0.0212 0.2170 -0.1846
0.5321 8.3843 -2.6616 -0.1288 -0.9869 0.0975
-1.0013 -1.0005 -0.0003 -0.0166 0.0799 0.0944
1.0013 1.0005 0.0003 0.0166 -0.0799 -0.0944
2.0052 2.0020 -1.0000 0.1274 -0.3340 -0.0251
-2.0052 -2.0020 1.0000 -0.1274 0.3340 0.0251
2.0016 1.0002 0.0006 0.0826 -0.0985 -0.1520
7.3650 3.5065 -2.6767 0.5642 -0.8177 -0.1140
-9.1851 -4.8865 1.4768 -0.5035 0.7275 0.4661
-7.2148 -4.8431 -2.4828 -0.0038 -0.0006 1.0000
-0.6090 0.7196 3.8812 -0.4402 0.6423 -0.6274
-2.0069 -1.0023 2.0008 -0.2708 0.4468 -0.1756
-10.3463 -1.9547 1.3116 -0.7093 0.5407 0.4523
-10.6823 -3.3718 0.0292 -0.5411 0.4108 0.7338
-1.0037 1.9996 2.0012 -0.3529 0.2442 -0.3437
-2.0050 0.9991 2.0009 -0.3695 0.3241 -0.2492
2.0014 -2.0010 -1.0003 0.3248 -0.0886 0.1223
1.0003 -0.0003 0.0003 0.0660 -0.0186 -0.0576
9.2083 -3.9859 -1.7446 0.9681 -0.2306 -0.0976
-1.9999 -1.9999 -1.0014 0.0608 -0.0143 0.3527
0.9996 2.0002 1.0011 -0.1268 0.0329 -0.2951
-1.9997 1.0013 -0.0005 -0.1813 -0.0242 0.0784
1.9997 -1.0013 0.0005 0.1813 0.0242 -0.0784
1.9999 1.9999 1.0014 -0.0608 0.0143 -0.3527
-0.9993 1.0010 -0.0002 -0.1153 -0.0428 0.0208
0.9984 -2.0017 0.0002 0.1647 0.1041 0.0161
-1.1526 -10.5556 -1.5033 0.5862 0.4071 0.7005
-8.9285 3.8443 -1.9466 -0.5960 -0.4080 0.6916
2.8681 -10.3777 -1.3585 0.8291 0.3465 0.4388
3.1176 -10.8906 0.6417 0.6830 0.7212 0.1155
-5.2780 9.2620 -1.4010 -0.6739 -0.7132 0.1931
5.1938 -8.4616 1.9217 0.5799 0.7563 -0.3030

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            21850
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.406
_diffrn_reflns_theta_min         3.578
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     32.00  57.00   0.50    0.05    --   49.31  67.00  51.00   50
  2  ω     74.00 119.00   0.50    0.05    --   49.31  67.00  51.00   90
  3  ω     96.00 129.00   0.50    0.08    --  109.37  67.00  51.00   66
  4  ω    105.00 141.00   0.50    0.08    --  109.37  57.00 -30.00   72
  5  ω    113.00 138.00   0.50    0.08    --  109.37  38.00 -60.00   50
  6  ω    101.00 129.00   0.50    0.08    --  109.37  38.00 -90.00   56
  7  ω    136.00 178.00   0.50    0.08    --  109.37  38.00 -90.00   84
  8  ω    153.00 178.00   0.50    0.08    --  109.37  57.00 -30.00   50
  9  ω    106.00 158.00   0.50    0.08    --  109.37  38.00 -30.00  104
 10  ω    103.00 162.00   0.50    0.08    --  109.37  38.00   0.00  118
 11  ω    145.00 172.00   0.50    0.08    --  109.37  67.00  51.00   54
 12  ω     96.00 178.00   0.50    0.08    --  109.37  57.00 150.00  164
 13  ω    100.00 147.00   0.50    0.08    --  109.37  19.00 120.00   94
 14  ω    114.00 155.00   0.50    0.08    --  109.37  38.00 120.00   82
 15  ω     44.00 112.00   0.50    0.08    --  109.37-125.00 120.00  136
 16  ω    -19.00  25.00   0.50    0.05    --  -49.31  19.00-150.00   88
 17  ω    -24.00  17.00   0.50    0.05    --  -49.31  67.00  51.00   82
 18  ω    -65.00 -30.00   0.50    0.05    --  -49.31  67.00  51.00   70
 19  ω    -20.00  25.00   0.50    0.05    --  -49.31  19.00 150.00   90
 20  ω     40.00  98.00   0.50    0.08    --  109.37 -99.00 120.00  116
 21  ω     47.00  94.00   0.50    0.08    --  109.37 -77.00 120.00   94
 22  ω    -17.00   9.00   0.50    0.05    --   49.31 -67.00 -82.00   52
 23  ω    -24.00  21.00   0.50    0.05    --   49.31 -19.00 -90.00   90
 24  ω     38.00  74.00   0.50    0.08    --  109.37 -67.00 -82.00   72
 25  ω     68.00  99.00   0.50    0.08    --  109.37 -77.00 -60.00   62
 26  ω    -24.00   1.00   0.50    0.05    --   49.31 -19.00  60.00   50
 27  ω    -68.00 -25.00   0.50    0.08    --  -90.00  67.00  51.00   86
 28  ω    -45.00 -19.00   0.50    0.08    --  -90.00  38.00 150.00   52
 29  ω    -57.00 -31.00   0.50    0.08    --  -90.00  57.00   0.00   52
 30  ω    -48.00 -18.00   0.50    0.08    --  -90.00  38.00   0.00   60
 31  ω    -44.00 -19.00   0.50    0.08    --  -90.00  38.00 -90.00   50
 32  ω    -48.00 -23.00   0.50    0.08    --  -90.00  38.00-120.00   50
 33  ω    -47.00 -19.00   0.50    0.08    --  -90.00  38.00-150.00   56
 34  ω    -48.00 -18.00   0.50    0.08    --  -90.00  38.00-180.00   60
 35  ω    -67.00 -32.00   0.50    0.08    --  -90.00  57.00-150.00   70
 36  ω   -163.00-131.00   0.50    0.08    --  -90.00 -19.00-120.00   64
 37  ω   -118.00 -32.00   0.50    0.05    --  -49.31 -67.00 -82.00  172
 38  ω   -160.00 -72.00   0.50    0.08    --  -90.00 -67.00 -82.00  176
 39  ω   -160.00-124.00   0.50    0.08    --  -90.00 -57.00 -60.00   72
 40  ω   -127.00-102.00   0.50    0.08    --  -90.00 -19.00-120.00   50
 41  ω   -111.00 -76.00   0.50    0.08    --  -90.00 -57.00 -60.00   70
 42  ω   -113.00 -86.00   0.50    0.08    --  -90.00 -38.00  60.00   54
 43  ω   -159.00-134.00   0.50    0.08    --  -90.00 -38.00  60.00   50
 44  ω   -143.00-112.00   0.50    0.08    --  -90.00 -99.00 -60.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0659779000
_diffrn_orient_matrix_UB_12      -0.0493638000
_diffrn_orient_matrix_UB_13      -0.0939091000
_diffrn_orient_matrix_UB_21      -0.0186255000
_diffrn_orient_matrix_UB_22      -0.0613040000
_diffrn_orient_matrix_UB_23      0.1739401000
_diffrn_orient_matrix_UB_31      -0.0575477000
_diffrn_orient_matrix_UB_32      -0.0367379000
_diffrn_orient_matrix_UB_33      -0.1638755000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.941
_reflns_number_gt                3670
_reflns_number_total             3779
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.089
_refine_ls_abs_structure_details 
;
 Flack x determined using 1557 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3779
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0878P)²+0.4155P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1211
_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:
 C007(H007), C00E(H00E), C00H(H00H), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R)
2.b Idealised Me refined as rotating group:
 C00I(H00A,H00B,H00C)
;
_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
S001 S 0.36285(5) 0.68759(5) 0.38773(18) 0.0298(2) Uani 1 1 d . . . . .
S002 S 0.44810(5) 0.91605(5) 0.45577(17) 0.0284(2) Uani 1 1 d . . . . .
S003 S 0.50843(5) 0.67421(5) 0.97394(17) 0.0297(2) Uani 1 1 d . . . . .
N004 N 0.48630(17) 0.78532(17) 0.6699(6) 0.0293(7) Uani 1 1 d . . . . .
C005 C 0.5553(2) 0.81990(19) 0.7580(7) 0.0276(8) Uani 1 1 d . . . . .
C006 C 0.4037(2) 0.5964(2) 0.7560(7) 0.0277(8) Uani 1 1 d . . . . .
C007 C 0.5478(2) 0.8679(2) 0.9418(8) 0.0304(8) Uani 1 1 d . . . . .
H007 H 0.497821 0.879766 0.998592 0.036 Uiso 1 1 calc R U . . .
C008 C 0.4669(2) 0.7123(2) 0.7342(7) 0.0280(8) Uani 1 1 d . . . . .
C009 C 0.4140(2) 0.6660(2) 0.6358(7) 0.0281(7) Uani 1 1 d . . . . .
C00A C 0.3500(2) 0.8352(2) 0.2226(7) 0.0284(8) Uani 1 1 d . . . . .
C00B C 0.4510(2) 0.59336(19) 0.9459(8) 0.0286(7) Uani 1 1 d . . . . .
C00C C 0.6277(2) 0.8016(2) 0.6705(7) 0.0290(8) Uani 1 1 d . . . . .
C00D C 0.4408(2) 0.8190(2) 0.5066(7) 0.0280(8) Uani 1 1 d . . . . .
C00E C 0.6135(2) 0.8979(2) 1.0406(7) 0.0329(8) Uani 1 1 d . . . . .
H00E H 0.608767 0.930358 1.165872 0.039 Uiso 1 1 calc R U . . .
C00F C 0.3861(2) 0.7848(2) 0.3792(7) 0.0289(7) Uani 1 1 d . . . . .
C00G C 0.3789(2) 0.9096(2) 0.2429(7) 0.0288(8) Uani 1 1 d . . . . .
C00H C 0.3525(2) 0.4748(2) 0.8536(8) 0.0353(9) Uani 1 1 d . . . . .
H00H H 0.319194 0.433390 0.822337 0.042 Uiso 1 1 calc R U . . .
C00I C 0.6349(2) 0.7496(2) 0.4726(8) 0.0352(8) Uani 1 1 d . . . . .
H00A H 0.610501 0.701066 0.507551 0.053 Uiso 1 1 calc R U . . .
H00B H 0.689942 0.741624 0.438270 0.053 Uiso 1 1 calc R U . . .
H00C H 0.608973 0.772211 0.343493 0.053 Uiso 1 1 calc R U . . .
C00J C 0.6930(2) 0.8330(2) 0.7722(7) 0.0317(8) Uani 1 1 d . . . . .
H00J H 0.743188 0.821831 0.715116 0.038 Uiso 1 1 calc R U . . .
C00K C 0.6858(2) 0.8805(2) 0.9564(8) 0.0325(8) Uani 1 1 d . . . . .
H00K H 0.730998 0.900921 1.024196 0.039 Uiso 1 1 calc R U . . .
C00L C 0.3544(2) 0.5359(2) 0.7094(8) 0.0317(8) Uani 1 1 d . . . . .
H00L H 0.322518 0.536532 0.580172 0.038 Uiso 1 1 calc R U . . .
C00M C 0.4491(2) 0.5326(2) 1.0920(7) 0.0318(8) Uani 1 1 d . . . . .
H00M H 0.481232 0.531494 1.220738 0.038 Uiso 1 1 calc R U . . .
C00N C 0.3558(2) 0.9662(2) 0.0968(7) 0.0327(9) Uani 1 1 d . . . . .
H00N H 0.375599 1.016000 0.110937 0.039 Uiso 1 1 calc R U . . .
C00O C 0.2966(2) 0.8186(2) 0.0544(8) 0.0331(9) Uani 1 1 d . . . . .
H00O H 0.276022 0.769193 0.039926 0.040 Uiso 1 1 calc R U . . .
C00P C 0.3989(2) 0.4736(2) 1.0444(8) 0.0344(9) Uani 1 1 d . . . . .
H00P H 0.396136 0.431720 1.142984 0.041 Uiso 1 1 calc R U . . .
C00Q C 0.3033(2) 0.9482(2) -0.0696(7) 0.0343(9) Uani 1 1 d . . . . .
H00Q H 0.287014 0.986186 -0.170930 0.041 Uiso 1 1 calc R U . . .
C00R C 0.2740(2) 0.8752(2) -0.0913(8) 0.0363(9) Uani 1 1 d . . . . .
H00R H 0.238096 0.864200 -0.207127 0.044 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
S001 C009 1.771(4) . ?
S001 C00F 1.770(4) . ?
S002 C00D 1.753(4) . ?
S002 C00G 1.750(4) . ?
S003 C008 1.742(4) . ?
S003 C00B 1.750(4) . ?
N004 C005 1.438(5) . ?
N004 C008 1.392(5) . ?
N004 C00D 1.389(5) . ?
C005 C007 1.398(6) . ?
C005 C00C 1.390(5) . ?
C006 C009 1.442(5) . ?
C006 C00B 1.401(6) . ?
C006 C00L 1.396(5) . ?
C007 H007 0.9500 . ?
C007 C00E 1.383(6) . ?
C008 C009 1.360(5) . ?
C00A C00F 1.439(6) . ?
C00A C00G 1.415(5) . ?
C00A C00O 1.397(6) . ?
C00B C00M 1.390(6) . ?
C00C C00I 1.508(6) . ?
C00C C00J 1.396(6) . ?
C00D C00F 1.355(5) . ?
C00E H00E 0.9500 . ?
C00E C00K 1.379(6) . ?
C00G C00N 1.390(6) . ?
C00H H00H 0.9500 . ?
C00H C00L 1.386(6) . ?
C00H C00P 1.396(6) . ?
C00I H00A 0.9800 . ?
C00I H00B 0.9800 . ?
C00I H00C 0.9800 . ?
C00J H00J 0.9500 . ?
C00J C00K 1.394(6) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00M H00M 0.9500 . ?
C00M C00P 1.387(6) . ?
C00N H00N 0.9500 . ?
C00N C00Q 1.384(6) . ?
C00O H00O 0.9500 . ?
C00O C00R 1.386(6) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00Q C00R 1.396(6) . ?
C00R H00R 0.9500 . ?

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
C009 S001 C00F 96.99(18) . . ?
C00G S002 C00D 90.80(18) . . ?
C008 S003 C00B 90.35(19) . . ?
C008 N004 C005 119.6(3) . . ?
C00D N004 C005 122.8(3) . . ?
C00D N004 C008 117.4(3) . . ?
C007 C005 N004 118.2(3) . . ?
C00C C005 N004 120.1(4) . . ?
C00C C005 C007 121.5(3) . . ?
C00B C006 C009 111.6(3) . . ?
C00L C006 C009 129.3(4) . . ?
C00L C006 C00B 119.1(4) . . ?
C005 C007 H007 120.1 . . ?
C00E C007 C005 119.8(3) . . ?
C00E C007 H007 120.1 . . ?
N004 C008 S003 119.4(3) . . ?
C009 C008 S003 113.5(3) . . ?
C009 C008 N004 127.0(4) . . ?
C006 C009 S001 123.0(3) . . ?
C008 C009 S001 124.6(3) . . ?
C008 C009 C006 112.5(4) . . ?
C00G C00A C00F 111.8(3) . . ?
C00O C00A C00F 128.7(4) . . ?
C00O C00A C00G 119.3(4) . . ?
C006 C00B S003 112.1(3) . . ?
C00M C00B S003 126.0(3) . . ?
C00M C00B C006 121.9(3) . . ?
C005 C00C C00I 121.0(4) . . ?
C005 C00C C00J 117.6(4) . . ?
C00J C00C C00I 121.4(4) . . ?
N004 C00D S002 120.3(3) . . ?
C00F C00D S002 113.0(3) . . ?
C00F C00D N004 126.6(3) . . ?
C007 C00E H00E 120.2 . . ?
C00K C00E C007 119.6(4) . . ?
C00K C00E H00E 120.2 . . ?
C00A C00F S001 121.8(3) . . ?
C00D C00F S001 125.2(3) . . ?
C00D C00F C00A 112.9(3) . . ?
C00A C00G S002 111.3(3) . . ?
C00N C00G S002 127.4(3) . . ?
C00N C00G C00A 121.2(4) . . ?
C00L C00H H00H 119.7 . . ?
C00L C00H C00P 120.6(4) . . ?
C00P C00H H00H 119.7 . . ?
C00C C00I H00A 109.5 . . ?
C00C C00I H00B 109.5 . . ?
C00C C00I H00C 109.5 . . ?
H00A C00I H00B 109.5 . . ?
H00A C00I H00C 109.5 . . ?
H00B C00I H00C 109.5 . . ?
C00C C00J H00J 119.5 . . ?
C00K C00J C00C 121.0(3) . . ?
C00K C00J H00J 119.5 . . ?
C00E C00K C00J 120.4(4) . . ?
C00E C00K H00K 119.8 . . ?
C00J C00K H00K 119.8 . . ?
C006 C00L H00L 120.3 . . ?
C00H C00L C006 119.4(4) . . ?
C00H C00L H00L 120.3 . . ?
C00B C00M H00M 121.0 . . ?
C00P C00M C00B 118.0(4) . . ?
C00P C00M H00M 121.0 . . ?
C00G C00N H00N 120.8 . . ?
C00Q C00N C00G 118.3(4) . . ?
C00Q C00N H00N 120.8 . . ?
C00A C00O H00O 120.4 . . ?
C00R C00O C00A 119.2(4) . . ?
C00R C00O H00O 120.4 . . ?
C00H C00P H00P 119.5 . . ?
C00M C00P C00H 120.9(4) . . ?
C00M C00P H00P 119.5 . . ?
C00N C00Q H00Q 119.4 . . ?
C00N C00Q C00R 121.2(4) . . ?
C00R C00Q H00Q 119.4 . . ?
C00O C00R C00Q 120.7(4) . . ?
C00O C00R H00R 119.6 . . ?
C00Q C00R H00R 119.6 . . ?

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
S002 C00D C00F S001 -179.6(2) . . . . ?
S002 C00D C00F C00A 3.5(4) . . . . ?
S002 C00G C00N C00Q 176.1(3) . . . . ?
S003 C008 C009 S001 -178.9(2) . . . . ?
S003 C008 C009 C006 1.0(4) . . . . ?
S003 C00B C00M C00P 179.1(3) . . . . ?
N004 C005 C007 C00E 175.5(4) . . . . ?
N004 C005 C00C C00I 4.2(6) . . . . ?
N004 C005 C00C C00J -175.8(3) . . . . ?
N004 C008 C009 S001 4.8(6) . . . . ?
N004 C008 C009 C006 -175.3(4) . . . . ?
N004 C00D C00F S001 -2.2(6) . . . . ?
N004 C00D C00F C00A -179.1(4) . . . . ?
C005 N004 C008 S003 18.3(5) . . . . ?
C005 N004 C008 C009 -165.7(4) . . . . ?
C005 N004 C00D S002 -18.7(5) . . . . ?
C005 N004 C00D C00F 164.1(4) . . . . ?
C005 C007 C00E C00K 0.2(6) . . . . ?
C005 C00C C00J C00K 0.6(6) . . . . ?
C006 C00B C00M C00P 0.5(6) . . . . ?
C007 C005 C00C C00I 179.8(4) . . . . ?
C007 C005 C00C C00J -0.2(6) . . . . ?
C007 C00E C00K C00J 0.2(6) . . . . ?
C008 S003 C00B C006 1.3(3) . . . . ?
C008 S003 C00B C00M -177.5(4) . . . . ?
C008 N004 C005 C007 -96.9(4) . . . . ?
C008 N004 C005 C00C 78.9(5) . . . . ?
C008 N004 C00D S002 167.0(3) . . . . ?
C008 N004 C00D C00F -10.2(6) . . . . ?
C009 S001 C00F C00A -171.1(3) . . . . ?
C009 S001 C00F C00D 12.3(4) . . . . ?
C009 C006 C00B S003 -1.0(4) . . . . ?
C009 C006 C00B C00M 177.8(4) . . . . ?
C009 C006 C00L C00H -178.0(4) . . . . ?
C00A C00G C00N C00Q 0.3(6) . . . . ?
C00A C00O C00R C00Q -0.7(6) . . . . ?
C00B S003 C008 N004 175.3(3) . . . . ?
C00B S003 C008 C009 -1.3(3) . . . . ?
C00B C006 C009 S001 179.9(3) . . . . ?
C00B C006 C009 C008 0.0(5) . . . . ?
C00B C006 C00L C00H 1.0(6) . . . . ?
C00B C00M C00P C00H 0.8(6) . . . . ?
C00C C005 C007 C00E -0.2(6) . . . . ?
C00C C00J C00K C00E -0.6(6) . . . . ?
C00D S002 C00G C00A 2.5(3) . . . . ?
C00D S002 C00G C00N -173.7(4) . . . . ?
C00D N004 C005 C007 88.9(5) . . . . ?
C00D N004 C005 C00C -95.3(4) . . . . ?
C00D N004 C008 S003 -167.2(3) . . . . ?
C00D N004 C008 C009 8.8(6) . . . . ?
C00F S001 C009 C006 166.8(3) . . . . ?
C00F S001 C009 C008 -13.4(4) . . . . ?
C00F C00A C00G S002 -1.0(4) . . . . ?
C00F C00A C00G C00N 175.4(3) . . . . ?
C00F C00A C00O C00R -174.5(4) . . . . ?
C00G S002 C00D N004 179.0(3) . . . . ?
C00G S002 C00D C00F -3.4(3) . . . . ?
C00G C00A C00F S001 -178.6(3) . . . . ?
C00G C00A C00F C00D -1.6(5) . . . . ?
C00G C00A C00O C00R 1.0(6) . . . . ?
C00G C00N C00Q C00R 0.1(6) . . . . ?
C00I C00C C00J C00K -179.4(4) . . . . ?
C00L C006 C009 S001 -1.0(6) . . . . ?
C00L C006 C009 C008 179.1(4) . . . . ?
C00L C006 C00B S003 179.8(3) . . . . ?
C00L C006 C00B C00M -1.4(5) . . . . ?
C00L C00H C00P C00M -1.2(6) . . . . ?
C00N C00Q C00R C00O 0.1(6) . . . . ?
C00O C00A C00F S001 -2.8(6) . . . . ?
C00O C00A C00F C00D 174.2(4) . . . . ?
C00O C00A C00G S002 -177.2(3) . . . . ?
C00O C00A C00G C00N -0.8(6) . . . . ?
C00P C00H C00L C006 0.3(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.689
_oxdiff_exptl_absorpt_empirical_full_min 0.507
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp_sh_ome_ome_0ma
_database_code_depnum_ccdc_archive 'CCDC 2345956'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H17 N O2 S3'
_chemical_formula_sum            'C24 H17 N O2 S3'
_chemical_formula_weight         447.57
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   14.2151(17)
_cell_length_b                   18.240(2)
_cell_length_c                   8.0477(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.399(3)
_cell_angle_gamma                90
_cell_volume                     2011.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9886
_cell_measurement_temperature    140
_cell_measurement_theta_max      37.46
_cell_measurement_theta_min      2.68
_shelx_estimated_absorpt_T_max   0.909
_shelx_estimated_absorpt_T_min   0.872
_exptl_absorpt_coefficient_mu    0.391
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9433
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1303 before and 0.0479 after correction.
The Ratio of minimum to maximum transmission is 0.9433.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            123223
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.726
_diffrn_reflns_theta_min         1.486
_diffrn_ambient_temperature      140
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_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           1.0
_diffrn_source_power             0.05
_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                7090
_reflns_number_total             8050
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         8050
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0462P)²+0.7746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0881
_refine_ls_wR_factor_ref         0.0918
_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:
 C1(H1), C2(H2), C3(H3), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13),
 C20(H20), C21(H21), C22(H22)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.79531(2) 0.63085(2) 0.57626(3) 0.02280(6) Uani 1 1 d . . . . .
S2 S 0.67083(2) 0.46626(2) 0.19462(3) 0.02184(6) Uani 1 1 d . . . . .
S3 S 0.83518(2) 0.43211(2) 0.87826(3) 0.02175(6) Uani 1 1 d . . . . .
O1 O 0.86991(6) 0.34770(5) 0.43848(12) 0.02988(17) Uani 1 1 d . . . . .
O2 O 0.59155(6) 0.42251(5) 0.59341(12) 0.02987(17) Uani 1 1 d . . . . .
N1 N 0.76392(6) 0.45483(4) 0.53427(10) 0.01813(13) Uani 1 1 d . . . . .
C1 C 0.94435(8) 0.57462(6) 1.26690(13) 0.02644(19) Uani 1 1 d . . . . .
H1 H 0.973291 0.575798 1.387704 0.032 Uiso 1 1 calc R U . . .
C2 C 0.92957(8) 0.64007(6) 1.17337(14) 0.02544(19) Uani 1 1 d . . . . .
H2 H 0.947651 0.685187 1.232131 0.031 Uiso 1 1 calc R U . . .
C3 C 0.88894(7) 0.64049(5) 0.99604(13) 0.02129(16) Uani 1 1 d . . . . .
H3 H 0.879446 0.685333 0.933757 0.026 Uiso 1 1 calc R U . . .
C4 C 0.86219(6) 0.57355(5) 0.91060(12) 0.01765(15) Uani 1 1 d . . . . .
C5 C 0.81941(6) 0.55970(5) 0.73013(12) 0.01726(15) Uani 1 1 d . . . . .
C6 C 0.73941(6) 0.57653(5) 0.39557(12) 0.01704(14) Uani 1 1 d . . . . .
C7 C 0.69615(6) 0.60801(5) 0.22937(12) 0.01784(15) Uani 1 1 d . . . . .
C8 C 0.68827(7) 0.68201(5) 0.17981(13) 0.02092(16) Uani 1 1 d . . . . .
H8 H 0.716193 0.719245 0.260370 0.025 Uiso 1 1 calc R U . . .
C9 C 0.63927(8) 0.70007(6) 0.01191(14) 0.02588(19) Uani 1 1 d . . . . .
H9 H 0.632709 0.750160 -0.021540 0.031 Uiso 1 1 calc R U . . .
C10 C 0.59936(9) 0.64597(7) -0.10900(14) 0.0324(2) Uani 1 1 d . . . . .
H10 H 0.565856 0.659784 -0.223206 0.039 Uiso 1 1 calc R U . . .
C11 C 0.91724(7) 0.50798(6) 1.18537(13) 0.02402(18) Uani 1 1 d . . . . .
H11 H 0.926341 0.463444 1.248850 0.029 Uiso 1 1 calc R U . . .
C12 C 0.87619(7) 0.50818(5) 1.00730(12) 0.01980(16) Uani 1 1 d . . . . .
C13 C 0.60799(9) 0.57227(7) -0.06454(14) 0.0301(2) Uani 1 1 d . . . . .
H13 H 0.582261 0.535337 -0.147379 0.036 Uiso 1 1 calc R U . . .
C14 C 0.65557(7) 0.55401(6) 0.10547(13) 0.02145(16) Uani 1 1 d . . . . .
C15 C 0.73071(6) 0.50210(5) 0.39537(11) 0.01687(14) Uani 1 1 d . . . . .
C16 C 0.80198(6) 0.48706(5) 0.69551(11) 0.01704(14) Uani 1 1 d . . . . .
C17 C 0.73023(7) 0.38096(5) 0.52099(12) 0.01832(15) Uani 1 1 d . . . . .
C18 C 0.78537(7) 0.32568(5) 0.47093(13) 0.02146(17) Uani 1 1 d . . . . .
C19 C 0.92793(9) 0.29250(8) 0.38712(18) 0.0392(3) Uani 1 1 d . . . . .
H19A H 0.945613 0.254923 0.477077 0.059 Uiso 1 1 calc R U . . .
H19B H 0.987341 0.314808 0.369877 0.059 Uiso 1 1 calc R U . . .
H19C H 0.890577 0.269943 0.279215 0.059 Uiso 1 1 calc R U . . .
C20 C 0.75166(9) 0.25354(5) 0.45686(15) 0.0282(2) Uani 1 1 d . . . . .
H20 H 0.788565 0.215596 0.423289 0.034 Uiso 1 1 calc R U . . .
C21 C 0.66372(9) 0.23796(6) 0.49244(15) 0.0308(2) Uani 1 1 d . . . . .
H21 H 0.641569 0.188624 0.484586 0.037 Uiso 1 1 calc R U . . .
C22 C 0.60687(8) 0.29174(6) 0.53910(14) 0.0276(2) Uani 1 1 d . . . . .
H22 H 0.546454 0.279646 0.561715 0.033 Uiso 1 1 calc R U . . .
C23 C 0.64009(7) 0.36412(5) 0.55225(13) 0.02153(17) Uani 1 1 d . . . . .
C24 C 0.49808(9) 0.40869(8) 0.62240(19) 0.0374(3) Uani 1 1 d . . . . .
H24A H 0.455470 0.385346 0.520170 0.056 Uiso 1 1 calc R U . . .
H24B H 0.468995 0.455119 0.644855 0.056 Uiso 1 1 calc R U . . .
H24C H 0.505767 0.376153 0.722011 0.056 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 C5 1.7635(9) . ?
S1 C6 1.7647(9) . ?
S2 C14 1.7439(11) . ?
S2 C15 1.7412(9) . ?
S3 C12 1.7384(10) . ?
S3 C16 1.7383(9) . ?
O1 C18 1.3566(13) . ?
O1 C19 1.4303(13) . ?
O2 C23 1.3571(12) . ?
O2 C24 1.4310(14) . ?
N1 C15 1.3912(12) . ?
N1 C16 1.3962(12) . ?
N1 C17 1.4245(11) . ?
C1 H1 0.9500 . ?
C1 C2 1.3970(16) . ?
C1 C11 1.3865(15) . ?
C2 H2 0.9500 . ?
C2 C3 1.3901(14) . ?
C3 H3 0.9500 . ?
C3 C4 1.4033(13) . ?
C4 C5 1.4401(13) . ?
C4 C12 1.4089(13) . ?
C5 C16 1.3631(12) . ?
C6 C7 1.4352(13) . ?
C6 C15 1.3633(12) . ?
C7 C8 1.4035(13) . ?
C7 C14 1.4112(13) . ?
C8 H8 0.9500 . ?
C8 C9 1.3855(14) . ?
C9 H9 0.9500 . ?
C9 C10 1.3961(17) . ?
C10 H10 0.9500 . ?
C10 C13 1.3883(17) . ?
C11 H11 0.9500 . ?
C11 C12 1.3965(14) . ?
C13 H13 0.9500 . ?
C13 C14 1.3960(15) . ?
C17 C18 1.4005(13) . ?
C17 C23 1.4038(13) . ?
C18 C20 1.3946(14) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C21 1.3841(18) . ?
C21 H21 0.9500 . ?
C21 C22 1.3847(17) . ?
C22 H22 0.9500 . ?
C22 C23 1.3965(14) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 C6 97.26(4) . . ?
C15 S2 C14 90.79(4) . . ?
C16 S3 C12 91.02(4) . . ?
C18 O1 C19 117.09(10) . . ?
C23 O2 C24 117.12(9) . . ?
C15 N1 C16 116.80(7) . . ?
C15 N1 C17 119.36(8) . . ?
C16 N1 C17 120.50(8) . . ?
C2 C1 H1 119.6 . . ?
C11 C1 H1 119.6 . . ?
C11 C1 C2 120.73(10) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.33(9) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.87(9) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C5 129.32(8) . . ?
C3 C4 C12 119.05(9) . . ?
C12 C4 C5 111.62(8) . . ?
C4 C5 S1 122.03(7) . . ?
C16 C5 S1 125.52(7) . . ?
C16 C5 C4 112.44(8) . . ?
C7 C6 S1 122.08(7) . . ?
C15 C6 S1 125.52(7) . . ?
C15 C6 C7 112.39(8) . . ?
C8 C7 C6 129.17(8) . . ?
C8 C7 C14 118.92(9) . . ?
C14 C7 C6 111.89(8) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.17(9) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.17(10) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.6 . . ?
C13 C10 C9 120.87(10) . . ?
C13 C10 H10 119.6 . . ?
C1 C11 H11 120.9 . . ?
C1 C11 C12 118.11(10) . . ?
C12 C11 H11 120.9 . . ?
C4 C12 S3 111.71(7) . . ?
C11 C12 S3 126.40(8) . . ?
C11 C12 C4 121.89(9) . . ?
C10 C13 H13 121.0 . . ?
C10 C13 C14 118.05(10) . . ?
C14 C13 H13 121.0 . . ?
C7 C14 S2 111.53(7) . . ?
C13 C14 S2 126.66(8) . . ?
C13 C14 C7 121.79(10) . . ?
N1 C15 S2 119.39(6) . . ?
C6 C15 S2 113.38(7) . . ?
C6 C15 N1 127.23(8) . . ?
N1 C16 S3 119.65(6) . . ?
C5 C16 S3 113.19(7) . . ?
C5 C16 N1 127.14(8) . . ?
C18 C17 N1 120.00(8) . . ?
C18 C17 C23 120.08(8) . . ?
C23 C17 N1 119.89(8) . . ?
O1 C18 C17 115.74(8) . . ?
O1 C18 C20 124.51(9) . . ?
C20 C18 C17 119.75(10) . . ?
O1 C19 H19A 109.5 . . ?
O1 C19 H19B 109.5 . . ?
O1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20 120.4 . . ?
C21 C20 C18 119.12(10) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 118.8 . . ?
C20 C21 C22 122.33(10) . . ?
C22 C21 H21 118.8 . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.70(10) . . ?
C23 C22 H22 120.6 . . ?
O2 C23 C17 114.80(8) . . ?
O2 C23 C22 125.22(9) . . ?
C22 C23 C17 119.98(9) . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
S1 C5 C16 S3 179.71(5) . . . . ?
S1 C5 C16 N1 1.20(14) . . . . ?
S1 C6 C7 C8 -1.05(14) . . . . ?
S1 C6 C7 C14 -179.65(7) . . . . ?
S1 C6 C15 S2 179.69(5) . . . . ?
S1 C6 C15 N1 -0.41(14) . . . . ?
O1 C18 C20 C21 -179.58(10) . . . . ?
N1 C17 C18 O1 0.26(13) . . . . ?
N1 C17 C18 C20 -179.51(9) . . . . ?
N1 C17 C23 O2 0.20(14) . . . . ?
N1 C17 C23 C22 179.92(9) . . . . ?
C1 C2 C3 C4 0.21(15) . . . . ?
C1 C11 C12 S3 -178.99(8) . . . . ?
C1 C11 C12 C4 0.12(15) . . . . ?
C2 C1 C11 C12 0.90(15) . . . . ?
C2 C3 C4 C5 -179.94(9) . . . . ?
C2 C3 C4 C12 0.78(14) . . . . ?
C3 C4 C5 S1 1.86(14) . . . . ?
C3 C4 C5 C16 -178.92(9) . . . . ?
C3 C4 C12 S3 178.26(7) . . . . ?
C3 C4 C12 C11 -0.96(14) . . . . ?
C4 C5 C16 S3 0.52(10) . . . . ?
C4 C5 C16 N1 -177.99(8) . . . . ?
C5 S1 C6 C7 174.68(7) . . . . ?
C5 S1 C6 C15 -4.47(9) . . . . ?
C5 C4 C12 S3 -1.14(10) . . . . ?
C5 C4 C12 C11 179.64(9) . . . . ?
C6 S1 C5 C4 -176.78(8) . . . . ?
C6 S1 C5 C16 4.10(9) . . . . ?
C6 C7 C8 C9 -177.23(9) . . . . ?
C6 C7 C14 S2 0.16(10) . . . . ?
C6 C7 C14 C13 178.78(10) . . . . ?
C7 C6 C15 S2 0.47(10) . . . . ?
C7 C6 C15 N1 -179.63(8) . . . . ?
C7 C8 C9 C10 -1.19(16) . . . . ?
C8 C7 C14 S2 -178.61(7) . . . . ?
C8 C7 C14 C13 0.02(15) . . . . ?
C8 C9 C10 C13 -0.26(18) . . . . ?
C9 C10 C13 C14 1.55(19) . . . . ?
C10 C13 C14 S2 176.97(9) . . . . ?
C10 C13 C14 C7 -1.43(17) . . . . ?
C11 C1 C2 C3 -1.09(16) . . . . ?
C12 S3 C16 N1 177.64(7) . . . . ?
C12 S3 C16 C5 -1.00(7) . . . . ?
C12 C4 C5 S1 -178.82(7) . . . . ?
C12 C4 C5 C16 0.41(11) . . . . ?
C14 S2 C15 N1 179.77(7) . . . . ?
C14 S2 C15 C6 -0.32(7) . . . . ?
C14 C7 C8 C9 1.29(14) . . . . ?
C15 S2 C14 C7 0.08(7) . . . . ?
C15 S2 C14 C13 -178.46(10) . . . . ?
C15 N1 C16 S3 174.43(6) . . . . ?
C15 N1 C16 C5 -7.14(14) . . . . ?
C15 N1 C17 C18 95.04(11) . . . . ?
C15 N1 C17 C23 -82.72(11) . . . . ?
C15 C6 C7 C8 178.20(9) . . . . ?
C15 C6 C7 C14 -0.40(11) . . . . ?
C16 S3 C12 C4 1.21(7) . . . . ?
C16 S3 C12 C11 -179.61(9) . . . . ?
C16 N1 C15 S2 -173.37(6) . . . . ?
C16 N1 C15 C6 6.74(13) . . . . ?
C16 N1 C17 C18 -106.22(10) . . . . ?
C16 N1 C17 C23 76.02(12) . . . . ?
C17 N1 C15 S2 -13.86(11) . . . . ?
C17 N1 C15 C6 166.25(9) . . . . ?
C17 N1 C16 S3 15.17(11) . . . . ?
C17 N1 C16 C5 -166.41(9) . . . . ?
C17 C18 C20 C21 0.16(15) . . . . ?
C18 C17 C23 O2 -177.56(9) . . . . ?
C18 C17 C23 C22 2.16(15) . . . . ?
C18 C20 C21 C22 1.05(17) . . . . ?
C19 O1 C18 C17 179.98(10) . . . . ?
C19 O1 C18 C20 -0.27(16) . . . . ?
C20 C21 C22 C23 -0.64(17) . . . . ?
C21 C22 C23 O2 178.72(10) . . . . ?
C21 C22 C23 C17 -0.97(16) . . . . ?
C23 C17 C18 O1 178.01(9) . . . . ?
C23 C17 C18 C20 -1.75(14) . . . . ?
C24 O2 C23 C17 178.49(10) . . . . ?
C24 O2 C23 C22 -1.22(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp-sh-94
_database_code_depnum_ccdc_archive 'CCDC 2345986'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2023-12-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H15 Br2 N O2 S3'
_chemical_formula_sum            'C24 H15 Br2 N O2 S3'
_chemical_formula_weight         605.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20BrNS3OF
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   7.39050(10)
_cell_length_b                   17.8599(3)
_cell_length_c                   17.1558(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.270(2)
_cell_angle_gamma                90
_cell_volume                     2246.25(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12111
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      77.8140
_cell_measurement_theta_min      3.4970
_shelx_estimated_absorpt_T_max   0.526
_shelx_estimated_absorpt_T_min   0.293
_exptl_absorpt_coefficient_mu    7.383
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.567
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (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   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0940
0 -1 0 0.0999
1 2 -2 0.0531
-1 -2 2 0.0755
1 1 -2 0.0392
-1 -1 2 0.0709
-1 0 2 0.0839
1 0 -2 0.0561
1 1 -1 0.0388
-1 -1 1 0.0653
0 2 1 0.0999
0 -2 -1 0.0787
1 -2 2 0.0869
-1 2 -2 0.0680
0 -1 -2 0.0681
0 0 1 0.0773
0 -1 1 0.0971
0 1 -2 0.0682
0 0 -1 0.0599
-2 -1 1 0.0701
-4 -5 1 0.0687
2 1 -1 0.0448
1 2 0 0.0651
-2 -2 -1 0.0693
-2 -1 -1 0.0682
2 2 1 0.0537
2 1 2 0.0581
1 1 1 0.0602
2 -2 1 0.0817
-3 0 -7 0.0628

_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0005 0.9997 -0.0000 -0.0194 0.0161 -0.0824
-0.0005 -0.9997 0.0000 0.0194 -0.0161 0.0824
0.9996 1.9998 -1.9970 -0.2880 0.0640 -0.1006
-0.9996 -1.9998 1.9970 0.2880 -0.0640 0.1006
0.9992 1.0001 -1.9969 -0.2685 0.0479 -0.0181
-0.9992 -1.0001 1.9969 0.2685 -0.0479 0.0181
-0.9987 -0.0004 1.9969 0.2491 -0.0319 -0.0643
0.9987 0.0004 -1.9969 -0.2491 0.0319 0.0643
0.9994 0.9995 -0.9974 -0.2287 -0.0296 -0.0425
-0.9994 -0.9995 0.9974 0.2287 0.0296 0.0425
0.0012 1.9989 0.9994 0.0009 -0.0454 -0.1893
-0.0012 -1.9989 -0.9994 -0.0009 0.0454 0.1893
0.9988 -2.0013 2.0013 -0.0511 -0.3103 0.1315
-0.9988 2.0013 -2.0013 0.0511 0.3103 -0.1315
-0.0010 -0.9986 -1.9990 -0.0601 0.1389 0.1312
0.0003 -0.0006 0.9995 0.0398 -0.0775 -0.0244
-0.0002 -1.0003 0.9996 0.0592 -0.0936 0.0580
-0.0001 1.0008 -1.9991 -0.0990 0.1711 -0.0336
-0.0003 0.0006 -0.9995 -0.0398 0.0775 0.0244
-1.9987 -0.9988 0.9953 0.3983 0.1527 0.0271
-4.2667 -5.2706 1.0099 0.8665 0.3618 0.3438
1.9987 0.9988 -0.9953 -0.3983 -0.1527 -0.0271
1.0002 1.9987 0.0021 -0.2084 -0.0910 -0.1494
-1.9997 -1.9974 -1.0037 0.3381 0.2917 0.1583
-1.9992 -0.9976 -1.0038 0.3187 0.3077 0.0759
1.9997 1.9974 1.0037 -0.3381 -0.2917 -0.1583
1.9995 0.9971 2.0033 -0.2789 -0.3853 -0.1003
1.0000 0.9984 1.0016 -0.1492 -0.1846 -0.0914
1.9978 -2.0015 1.0039 -0.2604 -0.3560 0.1714
-3.1479 0.4568 -7.4011 0.2306 0.9684 0.0947

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21344
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.441
_diffrn_reflns_theta_min         3.587
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00 -18.00   0.50    0.05    --  -90.00  57.00 120.00  106
  2  ω    -71.00 -18.00   0.50    0.05    --  -90.00  57.00  60.00  106
  3  ω    -48.00 -18.00   0.50    0.05    --  -90.00  38.00  30.00   60
  4  ω    -48.00 -18.00   0.50    0.05    --  -90.00  38.00  60.00   60
  5  ω    -48.00 -18.00   0.50    0.05    --  -90.00  38.00 150.00   60
  6  ω    -31.00  26.00   0.50    0.05    --  -48.13  19.00   0.00  114
  7  ω    -48.00 -18.00   0.50    0.05    --  -90.00  38.00-150.00   60
  8  ω    -48.00 -18.00   0.50    0.05    --  -90.00  38.00-180.00   60
  9  ω    -33.00  26.00   0.50    0.05    --  -48.13  22.00-136.00  118
 10  ω     34.00 119.00   0.50    0.05    --   48.13  57.00 -30.00  170
 11  ω     34.00 119.00   0.50    0.05    --   48.13  57.00 -30.00  170
 12  ω     38.00 122.00   0.50    0.05    --   48.13  22.00-136.00  168
 13  ω     38.00 122.00   0.50    0.05    --   48.13  22.00-136.00  168
 14  ω    150.00 176.00   0.50    0.05    --  110.06  22.00-136.00   52
 15  ω     99.00 178.00   0.50    0.05    --  110.06  22.00-136.00  158
 16  ω     99.00 178.00   0.50    0.05    --  110.06  38.00 -90.00  158
 17  ω     88.00 178.00   0.50    0.05    --  110.06  77.00 120.00  180
 18  ω     99.00 178.00   0.50    0.05    --  110.06  38.00  30.00  158
 19  ω     99.00 178.00   0.50    0.05    --  110.06  38.00  30.00  158
 20  ω    -25.00  24.00   0.50    0.05    --   48.13 -22.00  57.00   98
 21  ω     40.00  99.00   0.50    0.05    --  110.06 -77.00   0.00  118
 22  ω     63.00 119.00   0.50    0.05    --   48.13 178.00   0.00  112
 23  ω     95.00 178.00   0.50    0.05    --  110.06 125.00 -60.00  166
 24  ω     47.00  88.00   0.50    0.05    --  110.06 -77.00 -90.00   82
 25  ω     41.00  78.00   0.50    0.05    --  110.06 -77.00-150.00   74
 26  ω     40.00 106.00   0.50    0.05    --  110.06 -99.00-180.00  132
 27  ω     41.00 112.00   0.50    0.05    --  110.06-125.00-180.00  142
 28  ω     41.00 112.00   0.50    0.05    --  110.06-125.00-180.00  142
 29  ω     40.00 106.00   0.50    0.05    --  110.06 -99.00-150.00  132
 30  ω     41.00 112.00   0.50    0.05    --  110.06-125.00 -60.00  142
 31  ω     41.00 112.00   0.50    0.05    --  110.06-125.00   0.00  142
 32  ω     41.00 112.00   0.50    0.05    --  110.06-125.00   0.00  142
 33  ω     40.00 106.00   0.50    0.05    --  110.06 -99.00 120.00  132
 34  ω     40.00 106.00   0.50    0.05    --  110.06 -99.00  60.00  132
 35  ω     40.00 106.00   0.50    0.05    --  110.06 -99.00   0.00  132
 36  ω     40.00 106.00   0.50    0.05    --  110.06 -99.00-150.00  132
 37  ω   -119.00 -39.00   0.50    0.05    --  -48.13 178.00 120.00  160
 38  ω   -119.00 -39.00   0.50    0.05    --  -48.13 178.00 120.00  160
 39  ω    -85.00 -21.00   0.50    0.05    --  -90.00 125.00 -90.00  128
 40  ω    -85.00 -21.00   0.50    0.05    --  -90.00 125.00 -90.00  128
 41  ω   -121.00 -37.00   0.50    0.05    --  -48.13 -22.00  57.00  168
 42  ω   -163.00 -79.00   0.50    0.05    --  -90.00 -22.00  57.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1697448000
_diffrn_orient_matrix_UB_12      -0.0193618000
_diffrn_orient_matrix_UB_13      0.0398408000
_diffrn_orient_matrix_UB_21      -0.1230717000
_diffrn_orient_matrix_UB_22      0.0161326000
_diffrn_orient_matrix_UB_23      -0.0775053000
_diffrn_orient_matrix_UB_31      0.0154789000
_diffrn_orient_matrix_UB_32      -0.0824563000
_diffrn_orient_matrix_UB_33      -0.0244720000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2189
_reflns_number_total             2376
_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       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.818
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.075
_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)+(0.0552P)²+3.9704P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1036
_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:
 C006(H006), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G)
2.b Idealised Me refined as rotating group:
 C00I(H00A,H00B,H00E)
;
_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
Br01 Br -0.04512(5) 0.87749(2) 0.71682(2) 0.05406(15) Uani 1 1 d . . . . .
S002 S 0.750000 0.89022(5) 0.500000 0.0367(2) Uani 1 2 d S T P . .
S003 S 0.45520(10) 0.70098(3) 0.57758(4) 0.03794(18) Uani 1 1 d . . . . .
O004 O 0.5974(3) 0.63357(10) 0.37252(12) 0.0417(5) Uani 1 1 d . . . . .
N005 N 0.750000 0.70864(16) 0.500000 0.0354(7) Uani 1 2 d S T P . .
C006 C 0.6717(3) 0.51214(13) 0.43350(16) 0.0330(5) Uani 1 1 d . . . . .
H006 H 0.619188 0.484932 0.388674 0.040 Uiso 1 1 calc R U . . .
C007 C 0.4524(4) 0.84687(14) 0.57650(14) 0.0316(5) Uani 1 1 d . . . . .
C008 C 0.6710(4) 0.59018(14) 0.43337(15) 0.0317(5) Uani 1 1 d . . . . .
C009 C 0.750000 0.62887(18) 0.500000 0.0318(7) Uani 1 2 d S T P . .
C00A C 0.6207(4) 0.74906(13) 0.53399(14) 0.0324(5) Uani 1 1 d . . . . .
C00B C 0.6041(4) 0.82483(13) 0.53767(14) 0.0317(5) Uani 1 1 d . . . . .
C00C C 0.3900(4) 0.91891(15) 0.59224(16) 0.0354(6) Uani 1 1 d . . . . .
H00C H 0.450128 0.961722 0.574989 0.042 Uiso 1 1 calc R U . . .
C00D C 0.750000 0.47509(19) 0.500000 0.0339(7) Uani 1 2 d S T P . .
H00D H 0.749999 0.421898 0.500000 0.041 Uiso 1 2 calc R U P . .
C00E C 0.3576(4) 0.78511(15) 0.60200(15) 0.0360(6) Uani 1 1 d . . . . .
C00F C 0.2060(4) 0.79272(16) 0.64182(16) 0.0396(6) Uani 1 1 d . . . . .
H00F H 0.142292 0.750303 0.657692 0.048 Uiso 1 1 calc R U . . .
C00G C 0.2419(4) 0.92754(15) 0.63266(16) 0.0386(6) Uani 1 1 d . . . . .
H00G H 0.200444 0.976259 0.643850 0.046 Uiso 1 1 calc R U . . .
C00H C 0.1525(4) 0.86440(17) 0.65718(17) 0.0405(6) Uani 1 1 d . . . . .
C00I C 0.5232(4) 0.59720(19) 0.30189(17) 0.0448(7) Uani 1 1 d . . . . .
H00A H 0.491695 0.634683 0.260688 0.067 Uiso 1 1 calc R U . . .
H00B H 0.413346 0.569488 0.310954 0.067 Uiso 1 1 calc R U . . .
H00E H 0.613484 0.562366 0.285363 0.067 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
Br01 C00H 1.901(3) . ?
S002 C00B 1.766(3) 2_656 ?
S002 C00B 1.766(3) . ?
S003 C00A 1.739(3) . ?
S003 C00E 1.741(3) . ?
O004 C008 1.358(3) . ?
O004 C00I 1.422(3) . ?
N005 C009 1.425(4) . ?
N005 C00A 1.384(3) . ?
N005 C00A 1.384(3) 2_656 ?
C006 H006 0.9500 . ?
C006 C008 1.394(3) . ?
C006 C00D 1.381(3) . ?
C007 C00B 1.430(4) . ?
C007 C00C 1.404(4) . ?
C007 C00E 1.406(4) . ?
C008 C009 1.399(3) . ?
C00A C00B 1.361(3) . ?
C00C H00C 0.9500 . ?
C00C C00G 1.377(4) . ?
C00D H00D 0.9500 . ?
C00E C00F 1.390(4) . ?
C00F H00F 0.9500 . ?
C00F C00H 1.375(4) . ?
C00G H00G 0.9500 . ?
C00G C00H 1.398(4) . ?
C00I H00A 0.9800 . ?
C00I H00B 0.9800 . ?
C00I H00E 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00B S002 C00B 97.24(17) . 2_656 ?
C00A S003 C00E 90.73(13) . . ?
C008 O004 C00I 117.9(2) . . ?
C00A N005 C009 121.45(15) . . ?
C00A N005 C009 121.45(15) 2_656 . ?
C00A N005 C00A 117.1(3) 2_656 . ?
C008 C006 H006 120.6 . . ?
C00D C006 H006 120.6 . . ?
C00D C006 C008 118.8(2) . . ?
C00C C007 C00B 129.6(2) . . ?
C00C C007 C00E 118.1(3) . . ?
C00E C007 C00B 112.3(2) . . ?
O004 C008 C006 125.0(2) . . ?
O004 C008 C009 115.6(2) . . ?
C006 C008 C009 119.5(2) . . ?
C008 C009 N005 119.61(15) . . ?
C008 C009 N005 119.61(15) 2_656 . ?
C008 C009 C008 120.8(3) . 2_656 ?
N005 C00A S003 118.97(19) . . ?
C00B C00A S003 113.5(2) . . ?
C00B C00A N005 127.5(3) . . ?
C007 C00B S002 122.64(18) . . ?
C00A C00B S002 125.3(2) . . ?
C00A C00B C007 112.1(2) . . ?
C007 C00C H00C 120.0 . . ?
C00G C00C C007 120.0(3) . . ?
C00G C00C H00C 120.0 . . ?
C006 C00D C006 122.7(3) 2_656 . ?
C006 C00D H00D 118.6 2_656 . ?
C006 C00D H00D 118.6 . . ?
C007 C00E S003 111.4(2) . . ?
C00F C00E S003 125.9(2) . . ?
C00F C00E C007 122.7(3) . . ?
C00E C00F H00F 121.5 . . ?
C00H C00F C00E 117.0(3) . . ?
C00H C00F H00F 121.5 . . ?
C00C C00G H00G 120.1 . . ?
C00C C00G C00H 119.8(3) . . ?
C00H C00G H00G 120.1 . . ?
C00F C00H Br01 118.5(2) . . ?
C00F C00H C00G 122.3(3) . . ?
C00G C00H Br01 119.1(2) . . ?
O004 C00I H00A 109.5 . . ?
O004 C00I H00B 109.5 . . ?
O004 C00I H00E 109.5 . . ?
H00A C00I H00B 109.5 . . ?
H00A C00I H00E 109.5 . . ?
H00B C00I H00E 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
S003 C00A C00B S002 179.48(14) . . . . ?
S003 C00A C00B C007 -0.3(3) . . . . ?
S003 C00E C00F C00H 178.5(2) . . . . ?
O004 C008 C009 N005 -0.5(3) . . . . ?
O004 C008 C009 C008 179.5(3) . . . 2_656 ?
N005 C00A C00B S002 -1.0(4) . . . . ?
N005 C00A C00B C007 179.2(2) . . . . ?
C006 C008 C009 N005 179.84(18) . . . . ?
C006 C008 C009 C008 -0.16(17) . . . 2_656 ?
C007 C00C C00G C00H -0.7(4) . . . . ?
C007 C00E C00F C00H -1.2(4) . . . . ?
C008 C006 C00D C006 -0.16(17) . . . 2_656 ?
C009 N005 C00A S003 0.0(2) . . . . ?
C009 N005 C00A C00B -179.50(19) . . . . ?
C00A S003 C00E C007 0.08(19) . . . . ?
C00A S003 C00E C00F -179.7(2) . . . . ?
C00A N005 C009 C008 98.17(17) 2_656 . . 2_656 ?
C00A N005 C009 C008 -81.83(17) . . . 2_656 ?
C00A N005 C009 C008 -81.83(17) 2_656 . . . ?
C00A N005 C009 C008 98.17(17) . . . . ?
C00A N005 C00A S003 -180.0(2) 2_656 . . . ?
C00A N005 C00A C00B 0.50(19) 2_656 . . . ?
C00B S002 C00B C007 -179.8(3) 2_656 . . . ?
C00B S002 C00B C00A 0.44(17) 2_656 . . . ?
C00B C007 C00C C00G -178.4(2) . . . . ?
C00B C007 C00E S003 -0.3(3) . . . . ?
C00B C007 C00E C00F 179.5(2) . . . . ?
C00C C007 C00B S002 0.0(4) . . . . ?
C00C C007 C00B C00A 179.8(2) . . . . ?
C00C C007 C00E S003 -179.77(18) . . . . ?
C00C C007 C00E C00F 0.0(4) . . . . ?
C00C C00G C00H Br01 177.3(2) . . . . ?
C00C C00G C00H C00F -0.6(4) . . . . ?
C00D C006 C008 O004 -179.3(2) . . . . ?
C00D C006 C008 C009 0.3(3) . . . . ?
C00E S003 C00A N005 -179.45(18) . . . . ?
C00E S003 C00A C00B 0.1(2) . . . . ?
C00E C007 C00B S002 -179.42(18) . . . . ?
C00E C007 C00B C00A 0.4(3) . . . . ?
C00E C007 C00C C00G 1.0(4) . . . . ?
C00E C00F C00H Br01 -176.37(19) . . . . ?
C00E C00F C00H C00G 1.6(4) . . . . ?
C00I O004 C008 C006 -3.4(4) . . . . ?
C00I O004 C008 C009 177.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.099
_oxdiff_exptl_absorpt_empirical_full_min 0.690
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mo_mpp_sh_118_apex_0m
_database_code_depnum_ccdc_archive 'CCDC 2345959'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2023-11-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H14 N2 S3'
_chemical_formula_sum            'C24 H14 N2 S3'
_chemical_formula_weight         426.55
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   33.709(2)
_cell_length_b                   7.7121(5)
_cell_length_c                   16.4250(10)
_cell_angle_alpha                90
_cell_angle_beta                 112.804(3)
_cell_angle_gamma                90
_cell_volume                     3936.2(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9838
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      36.46
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   0.879
_shelx_estimated_absorpt_T_min   0.844
_exptl_absorpt_coefficient_mu    0.390
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9215
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1382 before and 0.0475 after correction.
The Ratio of minimum to maximum transmission is 0.9215.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.34
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       57
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            61119
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.610
_diffrn_reflns_theta_min         1.311
_diffrn_ambient_temperature      140.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.952
_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           1.0
_diffrn_source_power             0.05
_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                8067
_reflns_number_total             9943
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         9943
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0602P)²+1.7232P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1118
_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:
 C13(H13), C2(H2), C8(H8), C9(H9), C10(H10), C14(H14), C15(H15), C16(H16),
 C21(H21), C22(H22), C23(H23)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.121
;
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 0.80264(2) 0.21359(4) 0.11077(2) 0.02705(6) Uani 1 1 d . . . . .
S2 S 0.93451(2) 0.17498(3) 0.13601(2) 0.02297(5) Uani 1 1 d . . . . .
N4 N 0.97710(4) 0.23226(18) 0.41198(8) 0.0450(3) Uani 1 1 d . . . . .
S5 S 0.86644(2) 0.00536(3) 0.37323(2) 0.02377(5) Uani 1 1 d . . . . .
N2 N 0.89305(2) 0.05034(10) 0.23720(5) 0.02162(13) Uani 1 1 d . . . . .
C13 C 0.88998(4) 0.47733(13) -0.08317(7) 0.0308(2) Uani 1 1 d . . . . .
H13 H 0.899209 0.534587 -0.122510 0.037 Uiso 1 1 calc R U . . .
C2 C 0.91930(3) 0.38393(13) -0.01381(7) 0.02728(17) Uani 1 1 d . . . . .
H2 H 0.948030 0.376373 -0.006404 0.033 Uiso 1 1 calc R U . . .
C3 C 0.90440(3) 0.30135(11) 0.04474(6) 0.02190(15) Uani 1 1 d . . . . .
C4 C 0.86124(3) 0.31322(11) 0.03515(6) 0.02104(14) Uani 1 1 d . . . . .
C5 C 0.85337(3) 0.22053(11) 0.10354(5) 0.02013(14) Uani 1 1 d . . . . .
C6 C 0.82062(3) 0.14323(11) 0.22136(5) 0.01924(13) Uani 1 1 d . . . . .
C7 C 0.79446(3) 0.15259(11) 0.27232(5) 0.01925(13) Uani 1 1 d . . . . .
C8 C 0.75314(3) 0.22131(13) 0.24863(6) 0.02486(16) Uani 1 1 d . . . . .
H8 H 0.738906 0.270019 0.193066 0.030 Uiso 1 1 calc R U . . .
C9 C 0.73361(3) 0.21602(15) 0.30895(7) 0.03005(19) Uani 1 1 d . . . . .
H9 H 0.706128 0.261778 0.293459 0.036 Uiso 1 1 calc R U . . .
C10 C 0.75455(4) 0.14308(14) 0.39258(7) 0.02996(19) Uani 1 1 d . . . . .
H10 H 0.740754 0.140017 0.431840 0.036 Uiso 1 1 calc R U . . .
C11 C 0.88922(3) 0.14055(11) 0.16061(5) 0.01990(14) Uani 1 1 d . . . . .
C12 C 0.92193(3) -0.09339(12) 0.26624(6) 0.02201(15) Uani 1 1 d . . . . .
C24 C 0.91171(4) -0.25433(14) 0.22453(8) 0.0307(2) Uani 1 1 d . . . . .
C14 C 0.94119(5) -0.38869(15) 0.25848(11) 0.0430(3) Uani 1 1 d . . . . .
H14 H 0.934841 -0.497797 0.232517 0.052 Uiso 1 1 calc R U . . .
C15 C 0.97959(5) -0.36389(18) 0.32968(10) 0.0460(3) Uani 1 1 d . . . . .
H15 H 0.998657 -0.456018 0.350637 0.055 Uiso 1 1 calc R U . . .
C16 C 0.98995(4) -0.20483(19) 0.36988(8) 0.0397(3) Uani 1 1 d . . . . .
H16 H 1.015999 -0.188156 0.417364 0.048 Uiso 1 1 calc R U . . .
C17 C 0.96073(3) -0.06851(14) 0.33830(6) 0.02705(18) Uani 1 1 d . . . . .
C18 C 0.96967(3) 0.09921(17) 0.37911(7) 0.0330(2) Uani 1 1 d . . . . .
C19 C 0.85950(3) 0.06898(11) 0.26655(5) 0.01934(13) Uani 1 1 d . . . . .
C20 C 0.81529(3) 0.08041(11) 0.35691(6) 0.02091(14) Uani 1 1 d . . . . .
C21 C 0.83201(3) 0.40627(13) -0.03616(6) 0.02576(17) Uani 1 1 d . . . . .
H21 H 0.803211 0.414066 -0.044076 0.031 Uiso 1 1 calc R U . . .
C22 C 0.84668(4) 0.48652(13) -0.09473(7) 0.0307(2) Uani 1 1 d . . . . .
H22 H 0.827396 0.547544 -0.142533 0.037 Uiso 1 1 calc R U . . .
C23 C 0.79574(3) 0.07506(13) 0.41778(6) 0.02590(17) Uani 1 1 d . . . . .
H23 H 0.809880 0.027336 0.473614 0.031 Uiso 1 1 calc R U . . .
C1 C 0.87075(5) -0.2828(2) 0.14570(11) 0.0467(3) Uani 1 1 d . . . . .
H1A H 0.851440 -0.187962 0.140241 0.070 Uiso 1 1 calc R U . . .
H1B H 0.857617 -0.389038 0.152866 0.070 Uiso 1 1 calc R U . . .
H1C H 0.876963 -0.289652 0.093472 0.070 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 C5 1.7606(9) . ?
S1 C6 1.7630(8) . ?
S2 C3 1.7458(9) . ?
S2 C11 1.7445(9) . ?
N4 C18 1.1412(17) . ?
S5 C19 1.7458(8) . ?
S5 C20 1.7383(9) . ?
N2 C11 1.3991(11) . ?
N2 C12 1.4298(11) . ?
N2 C19 1.3982(11) . ?
C13 H13 0.9300 . ?
C13 C2 1.3859(15) . ?
C13 C22 1.3990(17) . ?
C2 H2 0.9300 . ?
C2 C3 1.3988(13) . ?
C3 C4 1.4043(13) . ?
C4 C5 1.4402(12) . ?
C4 C21 1.4011(13) . ?
C5 C11 1.3569(12) . ?
C6 C7 1.4337(11) . ?
C6 C19 1.3572(12) . ?
C7 C8 1.3972(13) . ?
C7 C20 1.4062(12) . ?
C8 H8 0.9300 . ?
C8 C9 1.3863(14) . ?
C9 H9 0.9300 . ?
C9 C10 1.3964(16) . ?
C10 H10 0.9300 . ?
C10 C23 1.3889(15) . ?
C12 C24 1.3948(14) . ?
C12 C17 1.3957(14) . ?
C24 C14 1.3939(17) . ?
C24 C1 1.4984(19) . ?
C14 H14 0.9300 . ?
C14 C15 1.381(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.3959(15) . ?
C17 C18 1.4341(17) . ?
C20 C23 1.3951(12) . ?
C21 H21 0.9300 . ?
C21 C22 1.3863(14) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

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
C5 S1 C6 97.11(4) . . ?
C11 S2 C3 90.81(4) . . ?
C20 S5 C19 90.72(4) . . ?
C11 N2 C12 119.93(7) . . ?
C19 N2 C11 116.99(7) . . ?
C19 N2 C12 120.13(7) . . ?
C2 C13 H13 119.6 . . ?
C2 C13 C22 120.79(9) . . ?
C22 C13 H13 119.6 . . ?
C13 C2 H2 121.0 . . ?
C13 C2 C3 118.05(10) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 S2 126.89(8) . . ?
C2 C3 C4 121.70(9) . . ?
C4 C3 S2 111.41(6) . . ?
C3 C4 C5 112.09(8) . . ?
C21 C4 C3 119.32(8) . . ?
C21 C4 C5 128.59(9) . . ?
C4 C5 S1 123.03(7) . . ?
C11 C5 S1 124.60(7) . . ?
C11 C5 C4 112.37(8) . . ?
C7 C6 S1 122.84(6) . . ?
C19 C6 S1 124.54(6) . . ?
C19 C6 C7 112.58(7) . . ?
C8 C7 C6 128.97(8) . . ?
C8 C7 C20 119.17(8) . . ?
C20 C7 C6 111.86(7) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.22(9) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.06(9) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 119.6 . . ?
C23 C10 C9 120.73(9) . . ?
C23 C10 H10 119.6 . . ?
N2 C11 S2 120.00(6) . . ?
C5 C11 S2 113.31(6) . . ?
C5 C11 N2 126.46(8) . . ?
C24 C12 N2 121.29(9) . . ?
C24 C12 C17 120.72(9) . . ?
C17 C12 N2 117.99(9) . . ?
C12 C24 C1 121.63(10) . . ?
C14 C24 C12 117.57(12) . . ?
C14 C24 C1 120.80(12) . . ?
C24 C14 H14 119.2 . . ?
C15 C14 C24 121.66(12) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.76(11) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.88(12) . . ?
C17 C16 H16 120.6 . . ?
C12 C17 C16 120.39(11) . . ?
C12 C17 C18 118.59(9) . . ?
C16 C17 C18 121.02(11) . . ?
N4 C18 C17 179.47(15) . . ?
N2 C19 S5 120.36(6) . . ?
C6 C19 S5 113.14(6) . . ?
C6 C19 N2 126.40(8) . . ?
C7 C20 S5 111.70(6) . . ?
C23 C20 S5 126.55(7) . . ?
C23 C20 C7 121.75(8) . . ?
C4 C21 H21 120.5 . . ?
C22 C21 C4 118.96(10) . . ?
C22 C21 H21 120.5 . . ?
C13 C22 H22 119.4 . . ?
C21 C22 C13 121.16(9) . . ?
C21 C22 H22 119.4 . . ?
C10 C23 C20 118.08(9) . . ?
C10 C23 H23 121.0 . . ?
C20 C23 H23 121.0 . . ?
C24 C1 H1A 109.5 . . ?
C24 C1 H1B 109.5 . . ?
C24 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
S1 C5 C11 S2 -179.22(5) . . . . ?
S1 C5 C11 N2 -4.69(14) . . . . ?
S1 C6 C7 C8 -3.06(14) . . . . ?
S1 C6 C7 C20 176.96(6) . . . . ?
S1 C6 C19 S5 -177.32(5) . . . . ?
S1 C6 C19 N2 6.39(14) . . . . ?
S2 C3 C4 C5 0.83(10) . . . . ?
S2 C3 C4 C21 -178.38(7) . . . . ?
S5 C20 C23 C10 179.53(8) . . . . ?
N2 C12 C24 C14 -178.38(9) . . . . ?
N2 C12 C24 C1 2.04(15) . . . . ?
N2 C12 C17 C16 179.45(9) . . . . ?
N2 C12 C17 C18 -0.24(13) . . . . ?
C13 C2 C3 S2 179.31(8) . . . . ?
C13 C2 C3 C4 -0.80(14) . . . . ?
C2 C13 C22 C21 1.56(16) . . . . ?
C2 C3 C4 C5 -179.07(8) . . . . ?
C2 C3 C4 C21 1.71(14) . . . . ?
C3 S2 C11 N2 -175.23(8) . . . . ?
C3 S2 C11 C5 -0.31(7) . . . . ?
C3 C4 C5 S1 178.98(6) . . . . ?
C3 C4 C5 C11 -1.08(11) . . . . ?
C3 C4 C21 C22 -0.97(14) . . . . ?
C4 C5 C11 S2 0.84(10) . . . . ?
C4 C5 C11 N2 175.37(8) . . . . ?
C4 C21 C22 C13 -0.63(15) . . . . ?
C5 S1 C6 C7 164.70(7) . . . . ?
C5 S1 C6 C19 -17.94(9) . . . . ?
C5 C4 C21 C22 179.96(9) . . . . ?
C6 S1 C5 C4 -162.92(7) . . . . ?
C6 S1 C5 C11 17.15(9) . . . . ?
C6 C7 C8 C9 179.76(10) . . . . ?
C6 C7 C20 S5 0.78(9) . . . . ?
C6 C7 C20 C23 -179.82(8) . . . . ?
C7 C6 C19 S5 0.28(10) . . . . ?
C7 C6 C19 N2 -176.00(8) . . . . ?
C7 C8 C9 C10 -0.09(16) . . . . ?
C7 C20 C23 C10 0.22(14) . . . . ?
C8 C7 C20 S5 -179.19(7) . . . . ?
C8 C7 C20 C23 0.21(13) . . . . ?
C8 C9 C10 C23 0.53(17) . . . . ?
C9 C10 C23 C20 -0.58(16) . . . . ?
C11 S2 C3 C2 179.59(9) . . . . ?
C11 S2 C3 C4 -0.31(7) . . . . ?
C11 N2 C12 C24 -76.14(12) . . . . ?
C11 N2 C12 C17 104.34(10) . . . . ?
C11 N2 C19 S5 -164.98(7) . . . . ?
C11 N2 C19 C6 11.07(13) . . . . ?
C12 N2 C11 S2 -37.14(11) . . . . ?
C12 N2 C11 C5 148.66(9) . . . . ?
C12 N2 C19 S5 34.43(11) . . . . ?
C12 N2 C19 C6 -149.53(9) . . . . ?
C12 C24 C14 C15 -1.24(17) . . . . ?
C24 C12 C17 C16 -0.07(14) . . . . ?
C24 C12 C17 C18 -179.76(9) . . . . ?
C24 C14 C15 C16 0.28(19) . . . . ?
C14 C15 C16 C17 0.81(18) . . . . ?
C15 C16 C17 C12 -0.91(16) . . . . ?
C15 C16 C17 C18 178.77(11) . . . . ?
C17 C12 C24 C14 1.12(14) . . . . ?
C17 C12 C24 C1 -178.46(11) . . . . ?
C19 S5 C20 C7 -0.53(7) . . . . ?
C19 S5 C20 C23 -179.90(9) . . . . ?
C19 N2 C11 S2 162.22(7) . . . . ?
C19 N2 C11 C5 -11.97(13) . . . . ?
C19 N2 C12 C24 83.88(11) . . . . ?
C19 N2 C12 C17 -95.64(10) . . . . ?
C19 C6 C7 C8 179.29(9) . . . . ?
C19 C6 C7 C20 -0.69(11) . . . . ?
C20 S5 C19 N2 176.68(7) . . . . ?
C20 S5 C19 C6 0.14(7) . . . . ?
C20 C7 C8 C9 -0.27(14) . . . . ?
C21 C4 C5 S1 -1.90(14) . . . . ?
C21 C4 C5 C11 178.04(9) . . . . ?
C22 C13 C2 C3 -0.83(15) . . . . ?
C1 C24 C14 C15 178.34(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp-sh109_15np2_2
_database_code_depnum_ccdc_archive 'CCDC 2345983'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2023-03-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H11 Cl N2 S3'
_chemical_formula_sum            'C23 H11 Cl N2 S3'
_chemical_formula_weight         446.97
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H25N3SCl
_chemical_oxdiff_usercomment     'Aus Toluol umkristallisiert'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   16.3561(3)
_cell_length_b                   7.66140(10)
_cell_length_c                   31.3313(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.415(2)
_cell_angle_gamma                90
_cell_volume                     3901.56(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18222
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      77.9170
_cell_measurement_theta_min      2.8160
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.572
_exptl_absorpt_coefficient_mu    4.833
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (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   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1824
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
9 -1 -12 0.0601
-1 2 -18 0.0523
-7 3 -9 0.0541
-9 2 8 0.0612
1 -1 20 0.0494
8 -2 -13 0.0573
4 0 18 0.0518
-5 2 17 0.0521
3 -3 -16 0.0437
6 2 14 0.0486
-1 3 17 0.0383
-2 -4 -13 0.0360
4 -4 -12 0.0356
6 3 10 0.0437
2 1 2 0.0382
0 1 2 0.0383
-2 -1 0 0.0342
0 -1 -1 0.0104
2 1 0 0.0442
-1 -1 1 0.0149
0 -1 0 0.0133
0 1 0 0.0388
1 1 -1 0.0383

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
9.0096 -1.1578 -11.5254 0.0651 -0.3278 -0.9425
-0.6278 2.1531 -18.0340 0.1831 -0.9811 0.0626
-6.6830 2.8183 -9.2613 0.1291 -0.7061 0.6962
-9.4622 1.6314 8.3284 -0.0307 0.1430 0.9892
1.3448 -0.6485 19.5848 -0.4785 0.8780 0.0097
8.2915 -1.5476 -12.7134 0.1863 -0.3342 -0.9239
4.1390 0.4577 17.6382 -0.7174 0.6796 -0.1530
-5.1033 1.9444 16.9586 -0.5006 0.4697 0.7272
3.1916 -2.8778 -16.0096 0.7002 -0.3299 -0.6331
5.7240 1.6427 14.4524 -0.8808 0.4195 -0.2198
-0.7597 2.7544 16.9396 -0.8165 0.3861 0.4292
-1.5348 -3.6834 -12.9541 0.9532 -0.1229 -0.2762
3.6089 -3.6991 -12.3963 0.7079 -0.0893 -0.7006
6.1875 2.8152 10.4977 -0.9713 0.1272 -0.2010
2.0000 1.0002 1.9982 -0.2907 -0.0262 -0.0702
0.0007 1.0001 2.0000 -0.2002 -0.0296 0.0962
-1.9994 -1.0002 0.0014 0.2383 0.1082 0.0877
-0.0003 -1.0000 -1.0002 0.1740 0.0706 -0.0874
1.9994 1.0002 -0.0014 -0.2383 -0.1082 -0.0877
-0.9994 -1.0000 1.0004 0.1668 0.1509 0.0133
-0.0000 -1.0000 -0.0003 0.1477 0.1116 -0.0787
0.0000 1.0000 0.0003 -0.1477 -0.1116 0.0787
0.9994 1.0000 -1.0004 -0.1668 -0.1509 -0.0133

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            34852
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.847
_diffrn_reflns_theta_min         2.839
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00  23.00   0.50    0.30    --  -49.31  92.00  93.00  202
  2  ω    -19.00  78.00   0.50    0.30    --   49.31 -92.00 -18.00  194
  3  ω   -161.00 -80.00   0.50    1.19    --  -90.00 -92.00 -18.00  162
  4  ω    -80.00 -18.00   0.50    1.19    --  -90.00  92.00  93.00  124
  5  ω     37.00 105.00   0.50    1.19    --  109.38 -92.00 -18.00  136
  6  ω    102.00 178.00   0.50    1.19    --  109.38  92.00  93.00  152
  7  ω   -118.00 -73.00   0.50    0.30    --  -49.31-125.00  60.00   90
  8  ω    -31.00  25.00   0.50    0.30    --  -49.31  19.00  30.00  112
  9  ω   -120.00 -28.00   0.50    0.30    --  -49.31 -77.00   0.00  184
 10  ω   -118.00 -73.00   0.50    0.30    --  -49.31-125.00  90.00   90
 11  ω     35.00 121.00   0.50    0.30    --   49.31  57.00 150.00  172
 12  ω   -161.00 -76.00   0.50    1.19    --  -90.00 -57.00  30.00  170
 13  ω    -48.00 -18.00   0.50    1.19    --  -90.00  38.00  60.00   60
 14  ω    -85.00 -21.00   0.50    1.19    --  -90.00 125.00  90.00  128
 15  ω   -162.00 -79.00   0.50    1.19    --  -90.00 -38.00-120.00  166
 16  ω   -161.00 -68.00   0.50    1.19    --  -90.00 -77.00-150.00  186
 17  ω   -161.00 -76.00   0.50    1.19    --  -90.00 -57.00   0.00  170
 18  ω    -48.00 -18.00   0.50    1.19    --  -90.00  38.00-120.00   60
 19  ω   -161.00 -68.00   0.50    1.19    --  -90.00 -77.00  30.00  186
 20  ω   -161.00 -68.00   0.50    1.19    --  -90.00 -77.00  60.00  186
 21  ω   -160.00 -86.00   0.50    1.19    --  -90.00 -99.00 -60.00  148
 22  ω    -48.00 -18.00   0.50    1.19    --  -90.00  38.00 120.00   60
 23  ω   -160.00 -86.00   0.50    1.19    --  -90.00 -99.00 -30.00  148
 24  ω    -48.00 -18.00   0.50    1.19    --  -90.00  38.00  30.00   60
 25  ω    -48.00 -18.00   0.50    1.19    --  -90.00  38.00-150.00   60
 26  ω    -48.00 -18.00   0.50    1.19    --  -90.00  38.00  90.00   60
 27  ω     39.00 106.00   0.50    1.19    --  109.38 -99.00 -30.00  134
 28  ω     39.00 106.00   0.50    1.19    --  109.38 -99.00-180.00  134
 29  ω     96.00 178.00   0.50    1.19    --  109.38  57.00-180.00  164
 30  ω     40.00 112.00   0.50    1.19    --  109.38-125.00  90.00  144
 31  ω     39.00 106.00   0.50    1.19    --  109.38 -99.00 150.00  134
 32  ω     37.00 100.00   0.50    1.19    --  109.38 -77.00   0.00  126
 33  ω     39.00 106.00   0.50    1.19    --  109.38 -99.00 -60.00  134
 34  ω     37.00 100.00   0.50    1.19    --  109.38 -77.00-180.00  126
 35  ω   -120.00 -35.00   0.50    0.30    --  -49.31 -57.00 -90.00  170
 36  ω   -120.00 -53.00   0.50    0.30    --  -49.31 -77.00  60.00  134
 37  ω   -120.00 -35.00   0.50    0.30    --  -49.31 -57.00  90.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0452924000
_diffrn_orient_matrix_UB_12      -0.1477249000
_diffrn_orient_matrix_UB_13      -0.0262130000
_diffrn_orient_matrix_UB_21      0.0017484000
_diffrn_orient_matrix_UB_22      -0.1116061000
_diffrn_orient_matrix_UB_23      0.0410171000
_diffrn_orient_matrix_UB_31      -0.0832264000
_diffrn_orient_matrix_UB_32      0.0786581000
_diffrn_orient_matrix_UB_33      0.0088157000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3406
_reflns_number_total             4014
_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       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4014
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.062
_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)+(0.0503P)²+4.3536P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1026
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00D(H00D), C00G(H00G), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N), C00R(H00R), C00S(H00S), C00T(H00T)
;
_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
S001 S 0.20297(3) 0.68670(7) 0.56530(2) 0.03198(14) Uani 1 1 d . . . . .
S002 S 0.51015(3) 0.51187(7) 0.63283(2) 0.03221(14) Uani 1 1 d . . . . .
S003 S 0.31049(3) 0.71506(8) 0.69739(2) 0.03440(15) Uani 1 1 d . . . . .
Cl04 Cl 0.27301(5) 0.22212(10) 0.63269(2) 0.0637(2) Uani 1 1 d . . . . .
N005 N 0.34679(10) 0.5601(2) 0.60595(5) 0.0309(4) Uani 1 1 d . . . . .
C006 C 0.48071(12) 0.6516(3) 0.70563(6) 0.0276(4) Uani 1 1 d . . . . .
C007 C 0.17501(12) 0.8173(3) 0.63944(7) 0.0292(4) Uani 1 1 d . . . . .
C008 C 0.54489(12) 0.5818(3) 0.68461(6) 0.0289(4) Uani 1 1 d . . . . .
C009 C 0.25212(12) 0.7256(3) 0.64655(6) 0.0282(4) Uani 1 1 d . . . . .
N00A N 0.43502(15) 0.7444(4) 0.52217(7) 0.0576(6) Uani 1 1 d . . . . .
C00B C 0.49838(13) 0.7181(3) 0.74719(7) 0.0315(4) Uani 1 1 d . . . . .
H00B H 0.455862 0.766907 0.761747 0.038 Uiso 1 1 calc R U . . .
C00C C 0.40331(12) 0.6441(3) 0.67926(6) 0.0274(4) Uani 1 1 d . . . . .
C00D C 0.06606(13) 0.8893(3) 0.58201(7) 0.0338(5) Uani 1 1 d . . . . .
H00D H 0.043762 0.884347 0.552707 0.041 Uiso 1 1 calc R U . . .
C00E C 0.27343(12) 0.6491(3) 0.61045(6) 0.0283(4) Uani 1 1 d . . . . .
C00F C 0.40992(12) 0.5746(3) 0.64004(6) 0.0283(4) Uani 1 1 d . . . . .
C00G C 0.13257(13) 0.9055(3) 0.66908(7) 0.0327(4) Uani 1 1 d . . . . .
H00G H 0.154548 0.911700 0.698413 0.039 Uiso 1 1 calc R U . . .
C00H C 0.34700(13) 0.4181(3) 0.57652(7) 0.0328(5) Uani 1 1 d . . . . .
C00I C 0.14064(13) 0.8082(3) 0.59623(7) 0.0304(4) Uani 1 1 d . . . . .
C00J C 0.62549(13) 0.5767(3) 0.70428(7) 0.0330(4) Uani 1 1 d . . . . .
H00J H 0.668524 0.530050 0.689745 0.040 Uiso 1 1 calc R U . . .
C00K C 0.57817(14) 0.7121(3) 0.76690(7) 0.0365(5) Uani 1 1 d . . . . .
H00K H 0.590332 0.756296 0.795221 0.044 Uiso 1 1 calc R U . . .
C00L C 0.64120(13) 0.6417(3) 0.74564(7) 0.0362(5) Uani 1 1 d . . . . .
H00L H 0.695679 0.638272 0.759769 0.043 Uiso 1 1 calc R U . . .
C00M C 0.05777(14) 0.9841(3) 0.65520(8) 0.0377(5) Uani 1 1 d . . . . .
H00M H 0.028196 1.043149 0.675277 0.045 Uiso 1 1 calc R U . . .
C00N C 0.02574(14) 0.9773(3) 0.61218(8) 0.0382(5) Uani 1 1 d . . . . .
H00N H -0.024913 1.034162 0.603279 0.046 Uiso 1 1 calc R U . . .
C00O C 0.37921(13) 0.4441(4) 0.53764(7) 0.0409(6) Uani 1 1 d . . . . .
C00P C 0.31620(16) 0.2547(3) 0.58514(8) 0.0443(6) Uani 1 1 d . . . . .
C00Q C 0.41100(15) 0.6154(5) 0.52909(7) 0.0497(7) Uani 1 1 d . . . . .
C00R C 0.38072(16) 0.3074(5) 0.50817(9) 0.0584(9) Uani 1 1 d . . . . .
H00R H 0.401786 0.326223 0.481491 0.070 Uiso 1 1 calc R U . . .
C00S C 0.31899(18) 0.1190(4) 0.55640(11) 0.0597(8) Uani 1 1 d . . . . .
H00S H 0.298621 0.007035 0.562848 0.072 Uiso 1 1 calc R U . . .
C00T C 0.35188(19) 0.1474(5) 0.51790(11) 0.0672(10) Uani 1 1 d . . . . .
H00T H 0.354213 0.053857 0.498171 0.081 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
S001 C00E 1.746(2) . ?
S001 C00I 1.751(2) . ?
S002 C008 1.742(2) . ?
S002 C00F 1.747(2) . ?
S003 C009 1.765(2) . ?
S003 C00C 1.765(2) . ?
Cl04 C00P 1.737(3) . ?
N005 C00E 1.401(3) . ?
N005 C00F 1.405(3) . ?
N005 C00H 1.426(3) . ?
C006 C008 1.406(3) . ?
C006 C00B 1.398(3) . ?
C006 C00C 1.434(3) . ?
C007 C009 1.439(3) . ?
C007 C00G 1.394(3) . ?
C007 C00I 1.408(3) . ?
C008 C00J 1.392(3) . ?
C009 C00E 1.353(3) . ?
N00A C00Q 1.094(4) . ?
C00B H00B 0.9500 . ?
C00B C00K 1.381(3) . ?
C00C C00F 1.354(3) . ?
C00D H00D 0.9500 . ?
C00D C00I 1.397(3) . ?
C00D C00N 1.386(3) . ?
C00G H00G 0.9500 . ?
C00G C00M 1.389(3) . ?
C00H C00O 1.394(3) . ?
C00H C00P 1.387(3) . ?
C00J H00J 0.9500 . ?
C00J C00L 1.385(3) . ?
C00K H00K 0.9500 . ?
C00K C00L 1.397(3) . ?
C00L H00L 0.9500 . ?
C00M H00M 0.9500 . ?
C00M C00N 1.391(3) . ?
C00N H00N 0.9500 . ?
C00O C00Q 1.447(4) . ?
C00O C00R 1.398(4) . ?
C00P C00S 1.380(4) . ?
C00R H00R 0.9500 . ?
C00R C00T 1.361(5) . ?
C00S H00S 0.9500 . ?
C00S C00T 1.392(5) . ?
C00T H00T 0.9500 . ?

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
C00E S001 C00I 90.66(10) . . ?
C008 S002 C00F 90.47(10) . . ?
C00C S003 C009 96.98(9) . . ?
C00E N005 C00F 116.75(16) . . ?
C00E N005 C00H 120.03(17) . . ?
C00F N005 C00H 119.80(17) . . ?
C008 C006 C00C 111.85(18) . . ?
C00B C006 C008 119.17(19) . . ?
C00B C006 C00C 128.98(19) . . ?
C00G C007 C009 128.8(2) . . ?
C00G C007 C00I 119.29(19) . . ?
C00I C007 C009 111.92(18) . . ?
C006 C008 S002 111.73(15) . . ?
C00J C008 S002 126.72(16) . . ?
C00J C008 C006 121.54(19) . . ?
C007 C009 S003 122.57(16) . . ?
C00E C009 S003 124.78(16) . . ?
C00E C009 C007 112.65(19) . . ?
C006 C00B H00B 120.3 . . ?
C00K C00B C006 119.4(2) . . ?
C00K C00B H00B 120.3 . . ?
C006 C00C S003 122.53(15) . . ?
C00F C00C S003 124.88(16) . . ?
C00F C00C C006 112.58(18) . . ?
C00I C00D H00D 121.2 . . ?
C00N C00D H00D 121.2 . . ?
C00N C00D C00I 117.6(2) . . ?
N005 C00E S001 119.59(15) . . ?
C009 C00E S001 113.42(16) . . ?
C009 C00E N005 126.76(19) . . ?
N005 C00F S002 120.04(15) . . ?
C00C C00F S002 113.37(15) . . ?
C00C C00F N005 126.47(18) . . ?
C007 C00G H00G 120.4 . . ?
C00M C00G C007 119.2(2) . . ?
C00M C00G H00G 120.4 . . ?
C00O C00H N005 119.0(2) . . ?
C00P C00H N005 122.4(2) . . ?
C00P C00H C00O 118.7(2) . . ?
C007 C00I S001 111.34(15) . . ?
C00D C00I S001 126.98(17) . . ?
C00D C00I C007 121.68(19) . . ?
C008 C00J H00J 120.9 . . ?
C00L C00J C008 118.1(2) . . ?
C00L C00J H00J 120.9 . . ?
C00B C00K H00K 119.6 . . ?
C00B C00K C00L 120.7(2) . . ?
C00L C00K H00K 119.6 . . ?
C00J C00L C00K 121.0(2) . . ?
C00J C00L H00L 119.5 . . ?
C00K C00L H00L 119.5 . . ?
C00G C00M H00M 119.7 . . ?
C00G C00M C00N 120.7(2) . . ?
C00N C00M H00M 119.7 . . ?
C00D C00N C00M 121.5(2) . . ?
C00D C00N H00N 119.3 . . ?
C00M C00N H00N 119.3 . . ?
C00H C00O C00Q 118.0(2) . . ?
C00H C00O C00R 120.4(3) . . ?
C00R C00O C00Q 121.6(3) . . ?
C00H C00P Cl04 119.23(19) . . ?
C00S C00P Cl04 119.8(2) . . ?
C00S C00P C00H 120.9(3) . . ?
N00A C00Q C00O 179.2(3) . . ?
C00O C00R H00R 120.2 . . ?
C00T C00R C00O 119.7(3) . . ?
C00T C00R H00R 120.2 . . ?
C00P C00S H00S 120.3 . . ?
C00P C00S C00T 119.5(3) . . ?
C00T C00S H00S 120.3 . . ?
C00R C00T C00S 120.8(3) . . ?
C00R C00T H00T 119.6 . . ?
C00S C00T H00T 119.6 . . ?

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
S002 C008 C00J C00L 178.88(17) . . . . ?
S003 C009 C00E S001 -179.24(12) . . . . ?
S003 C009 C00E N005 -4.9(3) . . . . ?
S003 C00C C00F S002 -178.24(12) . . . . ?
S003 C00C C00F N005 5.7(3) . . . . ?
Cl04 C00P C00S C00T 178.4(2) . . . . ?
N005 C00H C00O C00Q 0.0(3) . . . . ?
N005 C00H C00O C00R 179.7(2) . . . . ?
N005 C00H C00P Cl04 1.9(3) . . . . ?
N005 C00H C00P C00S -178.5(2) . . . . ?
C006 C008 C00J C00L 0.4(3) . . . . ?
C006 C00B C00K C00L 0.5(3) . . . . ?
C006 C00C C00F S002 0.6(2) . . . . ?
C006 C00C C00F N005 -175.4(2) . . . . ?
C007 C009 C00E S001 1.3(2) . . . . ?
C007 C009 C00E N005 175.6(2) . . . . ?
C007 C00G C00M C00N -0.8(3) . . . . ?
C008 S002 C00F N005 176.27(18) . . . . ?
C008 S002 C00F C00C -0.02(17) . . . . ?
C008 C006 C00B C00K -0.7(3) . . . . ?
C008 C006 C00C S003 177.82(15) . . . . ?
C008 C006 C00C C00F -1.1(3) . . . . ?
C008 C00J C00L C00K -0.7(3) . . . . ?
C009 S003 C00C C006 164.61(18) . . . . ?
C009 S003 C00C C00F -16.6(2) . . . . ?
C009 C007 C00G C00M -179.2(2) . . . . ?
C009 C007 C00I S001 0.4(2) . . . . ?
C009 C007 C00I C00D -179.52(19) . . . . ?
C00B C006 C008 S002 -178.40(16) . . . . ?
C00B C006 C008 C00J 0.3(3) . . . . ?
C00B C006 C00C S003 -2.8(3) . . . . ?
C00B C006 C00C C00F 178.3(2) . . . . ?
C00B C00K C00L C00J 0.2(4) . . . . ?
C00C S003 C009 C007 -164.35(17) . . . . ?
C00C S003 C009 C00E 16.2(2) . . . . ?
C00C C006 C008 S002 1.1(2) . . . . ?
C00C C006 C008 C00J 179.7(2) . . . . ?
C00C C006 C00B C00K 179.9(2) . . . . ?
C00E S001 C00I C007 0.29(16) . . . . ?
C00E S001 C00I C00D -179.8(2) . . . . ?
C00E N005 C00F S002 -165.44(15) . . . . ?
C00E N005 C00F C00C 10.3(3) . . . . ?
C00E N005 C00H C00O 104.3(2) . . . . ?
C00E N005 C00H C00P -75.6(3) . . . . ?
C00F S002 C008 C006 -0.60(16) . . . . ?
C00F S002 C008 C00J -179.2(2) . . . . ?
C00F N005 C00E S001 163.26(15) . . . . ?
C00F N005 C00E C009 -10.8(3) . . . . ?
C00F N005 C00H C00O -97.2(2) . . . . ?
C00F N005 C00H C00P 82.9(3) . . . . ?
C00G C007 C009 S003 -2.0(3) . . . . ?
C00G C007 C009 C00E 177.5(2) . . . . ?
C00G C007 C00I S001 -178.38(16) . . . . ?
C00G C007 C00I C00D 1.7(3) . . . . ?
C00G C00M C00N C00D 1.4(4) . . . . ?
C00H N005 C00E S001 -37.6(3) . . . . ?
C00H N005 C00E C009 148.3(2) . . . . ?
C00H N005 C00F S002 35.4(3) . . . . ?
C00H N005 C00F C00C -148.8(2) . . . . ?
C00H C00O C00R C00T -1.2(4) . . . . ?
C00H C00P C00S C00T -1.1(4) . . . . ?
C00I S001 C00E N005 -175.72(18) . . . . ?
C00I S001 C00E C009 -0.92(17) . . . . ?
C00I C007 C009 S003 179.46(15) . . . . ?
C00I C007 C009 C00E -1.1(3) . . . . ?
C00I C007 C00G C00M -0.7(3) . . . . ?
C00I C00D C00N C00M -0.4(3) . . . . ?
C00N C00D C00I S001 178.99(17) . . . . ?
C00N C00D C00I C007 -1.1(3) . . . . ?
C00O C00H C00P Cl04 -178.04(17) . . . . ?
C00O C00H C00P C00S 1.5(3) . . . . ?
C00O C00R C00T C00S 1.6(4) . . . . ?
C00P C00H C00O C00Q 179.9(2) . . . . ?
C00P C00H C00O C00R -0.4(3) . . . . ?
C00P C00S C00T C00R -0.5(4) . . . . ?
C00Q C00O C00R C00T 178.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.310
_oxdiff_exptl_absorpt_empirical_full_min 0.710
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Toluene'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp-sh-108_4_hell_2
_database_code_depnum_ccdc_archive 'CCDC 2345985'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H14 F N S3'
_chemical_formula_sum            'C23 H14 F N S3'
_chemical_formula_weight         419.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         C32H15FNS3
_chemical_oxdiff_usercomment     'gelber Block'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.61560(10)
_cell_length_b                   16.4902(3)
_cell_length_c                   16.9288(3)
_cell_angle_alpha                113.890(2)
_cell_angle_beta                 101.842(2)
_cell_angle_gamma                91.0860(10)
_cell_volume                     1890.04(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20189
_cell_measurement_temperature    119.99(16)
_cell_measurement_theta_max      77.5730
_cell_measurement_theta_min      2.9330
_shelx_estimated_absorpt_T_max   0.780
_shelx_estimated_absorpt_T_min   0.586
_exptl_absorpt_coefficient_mu    3.737
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.575
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (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   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -2 0 0.0439
1 -1 -1 0.0450
1 -2 1 0.0509
1 0 -2 0.0556
-1 0 2 0.1012
2 -2 -1 0.0411
1 0 -1 0.0414
1 -2 2 0.0601
-1 0 1 0.0816
-1 2 -2 0.0917
-2 2 -1 0.0939
-2 1 0 0.0901
2 -2 1 0.0480
2 -1 0 0.0419
2 -1 2 0.0501
-2 -1 1 0.0779
-2 1 -2 0.0960
1 2 -2 0.0390
2 1 0 0.0317
2 2 -1 0.0274
-1 -2 2 0.0801
1 2 -1 0.0222
1 0 2 0.0636
-1 -2 1 0.0552
1 2 2 0.0575
-1 -2 -2 0.0613
0 -1 2 0.0843
0 1 -1 0.0554
0 2 -1 0.0409
0 -2 1 0.0389
0 0 -1 0.0642
0 -1 -1 0.0525
3 9 -4 0.0234
3 7 0 0.0291
-3 -9 3 0.0414
0 11 -3 0.0331
-3 9 -1 0.0672

_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0010 -1.9994 0.0020 -0.0608 0.2558 0.0822
1.0004 -0.9996 -0.9988 -0.0795 0.2269 -0.0230
1.0012 -1.9985 1.0019 -0.1025 0.2055 0.1611
0.9998 0.0002 -1.9996 -0.0981 0.1981 -0.1283
-0.9998 -0.0002 1.9996 0.0981 -0.1981 0.1283
2.0011 -1.9983 -0.9977 -0.2006 0.4036 0.0328
1.0001 0.0011 -0.9997 -0.1398 0.1479 -0.0494
1.0015 -1.9976 2.0018 -0.1442 0.1553 0.2400
-1.0001 -0.0011 0.9997 0.1398 -0.1479 0.0494
-1.0015 1.9976 -2.0018 0.1442 -0.1553 -0.2400
-2.0015 1.9965 -1.0020 0.2839 -0.3032 -0.1906
-2.0009 0.9967 -0.0012 0.3026 -0.2743 -0.0853
2.0015 -1.9965 1.0020 -0.2839 0.3032 0.1906
2.0009 -0.9967 0.0012 -0.3026 0.2743 0.0853
2.0014 -0.9949 2.0009 -0.3859 0.1739 0.2431
-2.0000 -1.0038 1.0006 0.3815 -0.1664 0.0464
-2.0014 0.9949 -2.0009 0.3859 -0.1739 -0.2431
0.9991 2.0016 -2.0015 -0.2187 0.0400 -0.1811
2.0002 1.0047 -0.0007 -0.4232 0.1162 0.0325
1.9996 2.0045 -1.0016 -0.4418 0.0874 -0.0728
-0.9991 -2.0016 2.0015 0.2187 -0.0400 0.1811
0.9993 2.0025 -1.0017 -0.2604 -0.0103 -0.1022
1.0007 0.0038 1.9998 -0.2648 -0.0028 0.1872
-0.9993 -2.0025 1.0017 0.2604 0.0103 0.1022
1.0000 2.0052 1.9979 -0.3854 -0.1609 0.1345
-1.0000 -2.0052 -1.9979 0.3854 0.1609 -0.1345
0.0008 -0.9989 2.0007 -0.0230 -0.0214 0.1842
-0.0006 0.9998 -1.0008 -0.0186 -0.0288 -0.1053
-0.0010 2.0005 -1.0018 -0.0789 -0.1079 -0.1317
0.0010 -2.0005 1.0018 0.0789 0.1079 0.1317
-0.0002 -0.0009 -0.9999 0.0417 0.0502 -0.0789
0.0001 -1.0016 -0.9989 0.1020 0.1293 -0.0525
2.5944 8.9342 -3.9583 -0.8450 -0.2536 -0.4708
2.8719 7.2514 -0.1639 -0.9515 -0.2839 -0.1189
-2.7126 -8.5693 2.9045 0.8882 0.2661 0.3746
0.4713 10.5382 -3.3466 -0.5824 -0.6187 -0.5273
-3.0147 8.5160 -1.0273 0.0751 -0.9161 -0.3939

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35586
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.012
_diffrn_reflns_theta_min         2.936
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.99(16)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00 -18.00   0.50    0.53    --  -90.00  57.00-120.00  106
  2  ω    -71.00 -18.00   0.50    0.53    --  -90.00  57.00 -60.00  106
  3  ω    -71.00 -18.00   0.50    0.53    --  -90.00  57.00 -30.00  106
  4  ω    -48.00 -18.00   0.50    0.53    --  -90.00  38.00  60.00   60
  5  ω    -48.00 -18.00   0.50    0.53    --  -90.00  38.00  90.00   60
  6  ω    -65.00 -18.00   0.50    0.53    --  -90.00  53.00 122.00   94
  7  ω    -62.00  23.00   0.50    0.13    --  -49.31  53.00 122.00  170
  8  ω     28.00 121.00   0.50    0.13    --   49.31  77.00 -90.00  186
  9  ω     28.00 121.00   0.50    0.13    --   49.31  77.00-180.00  186
 10  ω     99.00 178.00   0.50    0.53    --  109.38  19.00-180.00  158
 11  ω     99.00 178.00   0.50    0.53    --  109.38  38.00 -90.00  158
 12  ω     37.00 121.00   0.50    0.13    --   49.31  53.00 122.00  168
 13  ω     97.00 178.00   0.50    0.53    --  109.38  53.00 122.00  162
 14  ω     37.00 100.00   0.50    0.53    --  109.38 -77.00 150.00  126
 15  ω     37.00 100.00   0.50    0.53    --  109.38 -77.00  90.00  126
 16  ω    -22.00  55.00   0.50    0.13    --   49.31 -53.00 -22.00  154
 17  ω    -24.00  21.00   0.50    0.13    --   49.31 -19.00 -90.00   90
 18  ω     37.00 100.00   0.50    0.53    --  109.38 -77.00 -60.00  126
 19  ω     39.00 106.00   0.50    0.53    --  109.38 -99.00  30.00  134
 20  ω     40.00 112.00   0.50    0.53    --  109.38-125.00  30.00  144
 21  ω     40.00 112.00   0.50    0.53    --  109.38-125.00 150.00  144
 22  ω     39.00 106.00   0.50    0.53    --  109.38 -99.00  60.00  134
 23  ω     34.00  94.00   0.50    0.13    --   49.31-125.00   0.00  120
 24  ω     40.00 112.00   0.50    0.53    --  109.38-125.00 -90.00  144
 25  ω     40.00 112.00   0.50    0.53    --  109.38-125.00-120.00  144
 26  ω     40.00 112.00   0.50    0.53    --  109.38-125.00-150.00  144
 27  ω     39.00 106.00   0.50    0.53    --  109.38 -99.00 -90.00  134
 28  ω     39.00 106.00   0.50    0.53    --  109.38 -99.00 -60.00  134
 29  ω     39.00 106.00   0.50    0.53    --  109.38 -99.00 150.00  134
 30  ω   -120.00 -37.00   0.50    0.13    --  -49.31 -53.00 -22.00  166
 31  ω   -120.00 -28.00   0.50    0.13    --  -49.31 -77.00  90.00  184
 32  ω    -86.00 -13.00   0.50    0.13    --  -49.31 125.00 120.00  146
 33  ω    -85.00 -21.00   0.50    0.53    --  -90.00 125.00 -60.00  128
 34  ω   -163.00 -79.00   0.50    0.53    --  -90.00 -19.00-120.00  168
 35  ω   -161.00 -77.00   0.50    0.53    --  -90.00 -53.00 -22.00  168
 36  ω   -161.00 -75.00   0.50    0.53    --  -90.00 -59.00 -64.55  172
 37  ω   -161.00 -77.00   0.50    0.53    --  -90.00 -53.00  48.50  168
 38  ω   -118.00 -73.00   0.50    0.13    --  -49.31-125.00  90.00   90
 39  ω   -118.00 -73.00   0.50    0.13    --  -49.31-125.00 -90.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1812530000
_diffrn_orient_matrix_UB_12      -0.0603668000
_diffrn_orient_matrix_UB_13      -0.0415794000
_diffrn_orient_matrix_UB_21      0.0977834000
_diffrn_orient_matrix_UB_22      -0.0790083000
_diffrn_orient_matrix_UB_23      -0.0501618000
_diffrn_orient_matrix_UB_31      0.0294889000
_diffrn_orient_matrix_UB_32      -0.0262920000
_diffrn_orient_matrix_UB_33      0.0789254000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6697
_reflns_number_total             7728
_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       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.00062(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     654
_refine_ls_number_reflns         7728
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0466
_refine_ls_restrained_S_all      1.128
_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)+(0.0667P)²+1.0597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1324
_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. Restrained distances
 N008-C016 \\sim N008-C0
 with sigma of 0.02
 C016-C01H \\sim C0-C5
 with sigma of 0.04
 F00A-C01A \\sim F6-C1
 with sigma of 0.02
 C016-C01A \\sim C0-C1
 with sigma of 0.02
 C016-C01B \\sim C0-C2
 with sigma of 0.02
 C01A-C01H \\sim C1-C5
 with sigma of 0.02
 C01A-C01E \\sim C1-C4
 with sigma of 0.04
 C01B-C01G \\sim C2-C3
 with sigma of 0.02
 C01B-C01K \\sim C2-C01L
 with sigma of 0.02
 C016-C01G \\sim C0-C3
 with sigma of 0.04
 C016-C01K \\sim C0-C01L
 with sigma of 0.04
 C01E-C01H \\sim C4-C5
 with sigma of 0.02
 C01E-C01K \\sim C4-C01L
 with sigma of 0.02
 C01A-C01B \\sim C1-C2
 with sigma of 0.04
 C01B-C01E \\sim C2-C4
 with sigma of 0.04
 N008-C01A \\sim N008-C1
 with sigma of 0.04
 C01G-C01K \\sim C3-C01L
 with sigma of 0.04
 N008-C01B \\sim N008-C2
 with sigma of 0.04
 C01H-C01K \\sim C5-C01L
 with sigma of 0.04
 F00A-C016 \\sim F6-C0
 with sigma of 0.04
 F00A-C01H \\sim F6-C5
 with sigma of 0.04
 F009-C019 \\sim F0-C6
 with sigma of 0.02
 C01F-C01J \\sim C7-C9
 with sigma of 0.04
 N007-C00W \\sim N007-C11
 with sigma of 0.02
 C019-C01C \\sim C6-C10
 with sigma of 0.04
 C00W-C019 \\sim C11-C6
 with sigma of 0.02
 C00W-C01C \\sim C11-C10
 with sigma of 0.02
 C01I-C01J \\sim C12-C9
 with sigma of 0.04
 C019-C01F \\sim C6-C7
 with sigma of 0.02
 C00W-C01J \\sim C11-C9
 with sigma of 0.04
 C01C-C01I \\sim C10-C12
 with sigma of 0.02
 C01C-C01J \\sim C10-C9
 with sigma of 0.02
 C00W-C01I \\sim C11-C12
 with sigma of 0.04
 C01D-C01F \\sim C8-C7
 with sigma of 0.02
 C01D-C01J \\sim C8-C9
 with sigma of 0.02
 C019-C01D \\sim C6-C8
 with sigma of 0.04
 C01C-C01D \\sim C10-C8
 with sigma of 0.04
 N007-C019 \\sim N007-C6
 with sigma of 0.04
 N007-C01C \\sim N007-C10
 with sigma of 0.04
 F009-C00W \\sim F0-C11
 with sigma of 0.04
 F009-C01F \\sim F0-C7
 with sigma of 0.04
 C00W-C01F \\sim C11-C7
 with sigma of 0.04
3. Rigid body (RIGU) restrains
 F6, C3, C4, C1, C01L, C0, C5, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C12, C10, C11, C6, F0, C7, C8, C9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.0001
4. Others
 Fixed Sof: F009(0.65) F00A(0.65) C00W(0.65) C016(0.65) C019(0.65) C01A(0.65)
 C01B(0.65) C01C(0.65) C01D(0.65) H01D(0.65) C01E(0.65) H01E(0.65) C01F(0.65)
 H01F(0.65) C01G(0.65) H01G(0.65) H01H(0.65) H01I(0.65) C01H(0.65) H01K(0.65)
 C01I(0.65) H01A(0.65) H01B(0.65) H01C(0.65) C01J(0.65) H01J(0.65) C01K(0.65)
 H01L(0.65) F6(0.35) C1(0.35) C0(0.35) C2(0.35) C3(0.35) H3A(0.35) H3B(0.35)
 H3C(0.35) C01L(0.35) H01M(0.35) C4(0.35) H4(0.35) C5(0.35) H5(0.35) F0(0.35)
 C6(0.35) C7(0.35) H7(0.35) C8(0.35) H8(0.35) C9(0.35) H9(0.35) C10(0.35)
 C11(0.35) C12(0.35) H12A(0.35) H12B(0.35) H12C(0.35)
5.a Aromatic/amide H refined with riding coordinates:
 C00N(H00N), C00P(H00P), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00X(H00X), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013),
 C014(H014), C015(H015), C017(H017), C018(H018), C01D(H01D), C01E(H01E),
 C01F(H01F), C01H(H01K), C01J(H01J), C01K(H01L), C01L(H01M), C4(H4), C5(H5),
 C7(H7), C8(H8), C9(H9)
5.b Idealised Me refined as rotating group:
 C01G(H01G,H01H,H01I), C01I(H01A,H01B,H01C), C3(H3A,H3B,H3C), C12(H12A,H12B,
 H12C)
;
_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
S001 S 0.61016(8) 0.61399(4) 0.75963(4) 0.03769(15) Uani 1 1 d . . . . .
S002 S 0.34989(8) 0.88555(4) 0.24317(4) 0.03954(16) Uani 1 1 d . . . . .
S003 S 0.08485(8) 0.61563(4) 0.11025(4) 0.03993(16) Uani 1 1 d . . . . .
S004 S 0.47828(9) 0.88161(4) 0.89329(4) 0.03917(16) Uani 1 1 d . . . . .
S005 S 0.38502(9) 0.84598(4) 0.62050(4) 0.04368(17) Uani 1 1 d . . . . .
S006 S 0.26035(9) 0.65077(4) 0.38231(4) 0.04501(17) Uani 1 1 d . . . . .
N007 N 0.5429(3) 0.74722(13) 0.70503(13) 0.0387(4) Uani 1 1 d D . . . .
N008 N 0.3376(3) 0.75070(13) 0.29689(14) 0.0402(5) Uani 1 1 d D . . . .
F009 F 0.4080(5) 0.6019(2) 0.54728(18) 0.0587(8) Uani 0.65 1 d D . P A 1
F00A F 0.3774(6) 0.89866(19) 0.45499(17) 0.0557(8) Uani 0.65 1 d D . P B 1
C00B C 0.5432(3) 0.72148(14) 0.91033(14) 0.0307(4) Uani 1 1 d . . . . .
C00C C 0.1694(3) 0.72881(14) 0.14792(15) 0.0328(5) Uani 1 1 d . . . . .
C00D C 0.1332(3) 0.77725(15) 0.09395(15) 0.0325(5) Uani 1 1 d . . . . .
C00E C 0.5254(3) 0.76916(14) 0.85547(14) 0.0314(4) Uani 1 1 d . . . . .
C00F C 0.2821(3) 0.77777(15) 0.22844(15) 0.0339(5) Uani 1 1 d . . . . .
C00G C 0.4184(3) 0.88456(14) 0.78832(15) 0.0324(5) Uani 1 1 d . . . . .
C00H C 0.0500(3) 0.54170(15) 0.23109(16) 0.0349(5) Uani 1 1 d . . . . .
C00I C 0.5570(3) 0.72077(15) 0.77428(15) 0.0333(5) Uani 1 1 d . . . . .
C00J C 0.5918(3) 0.63507(15) 0.86688(15) 0.0332(5) Uani 1 1 d . . . . .
C00K C 0.1291(3) 0.61191(15) 0.21529(15) 0.0342(5) Uani 1 1 d . . . . .
C00L C 0.1102(3) 0.55368(15) 0.31962(16) 0.0376(5) Uani 1 1 d . . . . .
C00M C 0.3249(3) 0.95370(15) 0.77296(15) 0.0340(5) Uani 1 1 d . . . . .
C00N C 0.2113(3) 0.92273(16) 0.09641(16) 0.0377(5) Uani 1 1 d . . . . .
H00N H 0.274297 0.981162 0.126139 0.045 Uiso 1 1 calc R U . . .
C00O C 0.2981(3) 0.94166(15) 0.68420(16) 0.0368(5) Uani 1 1 d . . . . .
C00P C 0.2123(3) 1.00143(16) 0.65452(18) 0.0425(6) Uani 1 1 d . . . . .
H00P H 0.194982 0.992464 0.594238 0.051 Uiso 1 1 calc R U . . .
C00Q C 0.4593(3) 0.82410(15) 0.71367(15) 0.0349(5) Uani 1 1 d . . . . .
C00R C 0.2249(3) 0.86453(15) 0.13699(15) 0.0344(5) Uani 1 1 d . . . . .
C00S C -0.0696(3) 0.46604(16) 0.17136(17) 0.0394(5) Uani 1 1 d . . . . .
H00S H -0.112387 0.456378 0.111084 0.047 Uiso 1 1 calc R U . . .
C00T C 0.0554(4) 0.49263(17) 0.35015(18) 0.0437(6) Uani 1 1 d . . . . .
H00T H 0.098394 0.501320 0.410118 0.052 Uiso 1 1 calc R U . . .
C00U C 0.6185(3) 0.57718(16) 0.90796(16) 0.0377(5) Uani 1 1 d . . . . .
H00U H 0.650785 0.519098 0.877817 0.045 Uiso 1 1 calc R U . . .
C00V C 0.5206(3) 0.74897(16) 0.99720(15) 0.0367(5) Uani 1 1 d . . . . .
H00V H 0.487557 0.806770 1.027716 0.044 Uiso 1 1 calc R U . . .
C00W C 0.6466(17) 0.7138(14) 0.6411(9) 0.033(2) Uani 0.65 1 d D . P A 1
C00X C 0.1030(3) 0.89359(18) 0.01094(17) 0.0417(5) Uani 1 1 d . . . . .
H00X H 0.092020 0.932397 -0.018271 0.050 Uiso 1 1 calc R U . . .
C00Y C 0.2440(3) 0.67290(15) 0.28896(15) 0.0354(5) Uani 1 1 d . . . . .
C00Z C -0.1243(3) 0.40567(17) 0.2017(2) 0.0460(6) Uani 1 1 d . . . . .
H00Z H -0.204819 0.354100 0.161509 0.055 Uiso 1 1 calc R U . . .
C010 C 0.0238(3) 0.75000(16) 0.00806(15) 0.0379(5) Uani 1 1 d . . . . .
H010 H -0.040680 0.691916 -0.022091 0.045 Uiso 1 1 calc R U . . .
C011 C 0.1530(3) 1.07430(17) 0.71543(19) 0.0457(6) Uani 1 1 d . . . . .
H011 H 0.093224 1.115689 0.696647 0.055 Uiso 1 1 calc R U . . .
C012 C 0.0107(3) 0.80796(18) -0.03206(17) 0.0421(5) Uani 1 1 d . . . . .
H012 H -0.062948 0.789231 -0.090338 0.050 Uiso 1 1 calc R U . . .
C013 C 0.5968(3) 0.60643(17) 0.99448(17) 0.0401(5) Uani 1 1 d . . . . .
H013 H 0.616220 0.568311 1.024333 0.048 Uiso 1 1 calc R U . . .
C014 C 0.2652(3) 1.02814(15) 0.83339(17) 0.0388(5) Uani 1 1 d . . . . .
H014 H 0.282693 1.037790 0.893864 0.047 Uiso 1 1 calc R U . . .
C015 C 0.5468(3) 0.69152(17) 1.03780(17) 0.0419(5) Uani 1 1 d . . . . .
H015 H 0.530438 0.709996 1.096494 0.050 Uiso 1 1 calc R U . . .
C016 C 0.5097(10) 0.7851(14) 0.3556(9) 0.0334(16) Uani 0.65 1 d D . P B 1
C017 C -0.0643(3) 0.41879(17) 0.2897(2) 0.0464(6) Uani 1 1 d . . . . .
H017 H -0.105644 0.376609 0.308755 0.056 Uiso 1 1 calc R U . . .
C018 C 0.1802(3) 1.08758(17) 0.80394(19) 0.0455(6) Uani 1 1 d . . . . .
H018 H 0.139610 1.138316 0.844788 0.055 Uiso 1 1 calc R U . . .
C019 C 0.5868(8) 0.6417(3) 0.5620(3) 0.0390(11) Uani 0.65 1 d D . P A 1
C01A C 0.5364(7) 0.8571(3) 0.4358(3) 0.0400(11) Uani 0.65 1 d D . P B 1
C01B C 0.6559(7) 0.7335(4) 0.3329(4) 0.0436(12) Uani 0.65 1 d D . P B 1
C01C C 0.8202(7) 0.7610(4) 0.6619(4) 0.0464(12) Uani 0.65 1 d D . P A 1
C01D C 0.8581(10) 0.6550(5) 0.5195(5) 0.071(2) Uani 0.65 1 d D . P A 1
H01D H 0.932249 0.635186 0.477986 0.085 Uiso 0.65 1 calc R U P A 1
C01E C 0.8438(8) 0.8412(5) 0.4707(5) 0.0641(18) Uani 0.65 1 d D . P B 1
H01E H 0.960423 0.861187 0.509450 0.077 Uiso 0.65 1 calc R U P B 1
C01F C 0.6889(11) 0.6086(4) 0.4982(3) 0.0579(15) Uani 0.65 1 d D . P A 1
H01F H 0.645254 0.557522 0.443845 0.070 Uiso 0.65 1 calc R U P A 1
C01G C 0.6262(7) 0.6481(3) 0.2453(3) 0.0506(11) Uani 0.65 1 d D . P B 1
H01G H 0.602898 0.595754 0.256852 0.076 Uiso 0.65 1 calc R U P B 1
H01H H 0.734338 0.642853 0.221373 0.076 Uiso 0.65 1 calc R U P B 1
H01I H 0.522459 0.651518 0.202039 0.076 Uiso 0.65 1 calc R U P B 1
C01H C 0.7025(10) 0.8890(4) 0.4960(4) 0.0543(14) Uani 0.65 1 d D . P B 1
H01K H 0.718024 0.940134 0.550829 0.065 Uiso 0.65 1 calc R U P B 1
C01I C 0.8859(7) 0.8463(3) 0.7513(3) 0.0545(11) Uani 0.65 1 d D . P A 1
H01A H 1.017157 0.850584 0.771861 0.082 Uiso 0.65 1 calc R U P A 1
H01B H 0.827275 0.842185 0.796116 0.082 Uiso 0.65 1 calc R U P A 1
H01C H 0.854314 0.899478 0.741655 0.082 Uiso 0.65 1 calc R U P A 1
C01J C 0.9236(7) 0.7296(5) 0.5995(5) 0.0665(15) Uani 0.65 1 d D . P A 1
H01J H 1.040525 0.759120 0.611370 0.080 Uiso 0.65 1 calc R U P A 1
C01K C 0.8245(6) 0.7652(4) 0.3913(4) 0.0618(13) Uani 0.65 1 d D . P B 1
H01L H 0.926469 0.735066 0.377163 0.074 Uiso 0.65 1 calc R U P B 1
F6 F 0.7005(14) 0.6885(6) 0.2797(6) 0.104(3) Uani 0.35 1 d D . P B 2
C1 C 0.6733(12) 0.7696(7) 0.3609(7) 0.0425(19) Uani 0.35 1 d D . P B 2
C0 C 0.501(2) 0.787(3) 0.3664(18) 0.041(6) Uani 0.35 1 d D . P B 2
C2 C 0.4654(12) 0.8662(8) 0.4405(6) 0.0382(18) Uani 0.35 1 d D . P B 2
C3 C 0.2836(10) 0.8806(5) 0.4356(6) 0.0365(18) Uani 0.35 1 d D . P B 2
H3A H 0.209556 0.836807 0.379032 0.055 Uiso 0.35 1 calc R U P B 2
H3B H 0.268817 0.940997 0.439644 0.055 Uiso 0.35 1 calc R U P B 2
H3C H 0.245188 0.874223 0.484827 0.055 Uiso 0.35 1 calc R U P B 2
C01L C 0.6067(13) 0.9116(7) 0.5108(6) 0.0500(19) Uani 0.35 1 d D . P B 2
H01M H 0.586512 0.958000 0.562940 0.060 Uiso 0.35 1 calc R U P B 2
C4 C 0.7839(15) 0.8891(9) 0.5056(8) 0.060(2) Uani 0.35 1 d D . P B 2
H4 H 0.882241 0.922926 0.553789 0.072 Uiso 0.35 1 calc R U P B 2
C5 C 0.8175(16) 0.8196(11) 0.4328(8) 0.061(2) Uani 0.35 1 d D . P B 2
H5 H 0.937496 0.805591 0.431167 0.073 Uiso 0.35 1 calc R U P B 2
F0 F 0.9253(10) 0.8070(5) 0.7158(5) 0.0810(19) Uani 0.35 1 d D . P A 2
C6 C 0.8113(13) 0.7272(6) 0.6336(6) 0.0392(16) Uani 0.35 1 d D . P A 2
C7 C 0.8760(14) 0.6775(9) 0.5589(7) 0.048(2) Uani 0.35 1 d D . P A 2
H7 H 0.997387 0.690569 0.558031 0.057 Uiso 0.35 1 calc R U P A 2
C8 C 0.7648(13) 0.6091(6) 0.4859(6) 0.0410(16) Uani 0.35 1 d D . P A 2
H8 H 0.810277 0.576551 0.435173 0.049 Uiso 0.35 1 calc R U P A 2
C9 C 0.5853(12) 0.5872(6) 0.4861(5) 0.0421(16) Uani 0.35 1 d D . P A 2
H9 H 0.509880 0.541763 0.434492 0.051 Uiso 0.35 1 calc R U P A 2
C10 C 0.5180(14) 0.6302(8) 0.5590(7) 0.0351(15) Uani 0.35 1 d D . P A 2
C11 C 0.638(3) 0.706(3) 0.6350(18) 0.038(4) Uani 0.35 1 d D . P A 2
C12 C 0.3459(13) 0.6167(7) 0.5671(6) 0.0399(17) Uani 0.35 1 d D . P A 2
H12A H 0.259816 0.626556 0.521004 0.060 Uiso 0.35 1 calc R U P A 2
H12B H 0.333244 0.658591 0.625788 0.060 Uiso 0.35 1 calc R U P A 2
H12C H 0.321351 0.555365 0.560167 0.060 Uiso 0.35 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 C00I 1.744(2) . ?
S001 C00J 1.741(2) . ?
S002 C00F 1.744(2) . ?
S002 C00R 1.743(2) . ?
S003 C00C 1.768(2) . ?
S003 C00K 1.767(2) . ?
S004 C00E 1.771(2) . ?
S004 C00G 1.763(2) . ?
S005 C00O 1.745(2) . ?
S005 C00Q 1.744(2) . ?
S006 C00L 1.747(2) . ?
S006 C00Y 1.742(2) . ?
N007 C00I 1.393(3) . ?
N007 C00Q 1.397(3) . ?
N007 C00W 1.408(6) . ?
N007 C11 1.452(11) . ?
N008 C00F 1.395(3) . ?
N008 C00Y 1.399(3) . ?
N008 C016 1.417(6) . ?
N008 C0 1.447(12) . ?
F009 C019 1.429(6) . ?
F00A C01A 1.434(6) . ?
C00B C00E 1.429(3) . ?
C00B C00J 1.411(3) . ?
C00B C00V 1.402(3) . ?
C00C C00D 1.430(3) . ?
C00C C00F 1.359(3) . ?
C00D C00R 1.412(3) . ?
C00D C010 1.403(3) . ?
C00E C00I 1.356(3) . ?
C00G C00M 1.438(3) . ?
C00G C00Q 1.357(3) . ?
C00H C00K 1.437(3) . ?
C00H C00L 1.404(3) . ?
C00H C00S 1.402(3) . ?
C00J C00U 1.387(3) . ?
C00K C00Y 1.355(3) . ?
C00L C00T 1.396(4) . ?
C00M C00O 1.404(3) . ?
C00M C014 1.398(3) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.383(3) . ?
C00N C00X 1.392(4) . ?
C00O C00P 1.393(3) . ?
C00P H00P 0.9500 . ?
C00P C011 1.385(4) . ?
C00S H00S 0.9500 . ?
C00S C00Z 1.384(4) . ?
C00T H00T 0.9500 . ?
C00T C017 1.388(4) . ?
C00U H00U 0.9500 . ?
C00U C013 1.391(3) . ?
C00V H00V 0.9500 . ?
C00V C015 1.374(4) . ?
C00W C019 1.361(11) . ?
C00W C01C 1.424(12) . ?
C00X H00X 0.9500 . ?
C00X C012 1.392(4) . ?
C00Z H00Z 0.9500 . ?
C00Z C017 1.389(4) . ?
C010 H010 0.9500 . ?
C010 C012 1.373(4) . ?
C011 H011 0.9500 . ?
C011 C018 1.393(4) . ?
C012 H012 0.9500 . ?
C013 H013 0.9500 . ?
C013 C015 1.398(4) . ?
C014 H014 0.9500 . ?
C014 C018 1.384(4) . ?
C015 H015 0.9500 . ?
C016 C01A 1.366(10) . ?
C016 C01B 1.435(13) . ?
C017 H017 0.9500 . ?
C018 H018 0.9500 . ?
C019 C01F 1.396(7) . ?
C01A C01H 1.389(7) . ?
C01B C01G 1.547(6) . ?
C01B C01K 1.391(7) . ?
C01C C01I 1.567(7) . ?
C01C C01J 1.385(7) . ?
C01D H01D 0.9500 . ?
C01D C01F 1.388(9) . ?
C01D C01J 1.395(9) . ?
C01E H01E 0.9500 . ?
C01E C01H 1.382(9) . ?
C01E C01K 1.395(9) . ?
C01F H01F 0.9500 . ?
C01G H01G 0.9800 . ?
C01G H01H 0.9800 . ?
C01G H01I 0.9800 . ?
C01H H01K 0.9500 . ?
C01I H01A 0.9800 . ?
C01I H01B 0.9800 . ?
C01I H01C 0.9800 . ?
C01J H01J 0.9500 . ?
C01K H01L 0.9500 . ?
F6 C1 1.536(11) . ?
C1 C0 1.360(19) . ?
C1 C5 1.404(13) . ?
C0 C2 1.48(2) . ?
C2 C3 1.401(11) . ?
C2 C01L 1.362(10) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C01L H01M 0.9500 . ?
C01L C4 1.416(12) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(14) . ?
C5 H5 0.9500 . ?
F0 C6 1.549(10) . ?
C6 C7 1.395(12) . ?
C6 C11 1.37(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(12) . ?
C8 H8 0.9500 . ?
C8 C9 1.408(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.360(10) . ?
C10 C11 1.49(2) . ?
C10 C12 1.369(11) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00J S001 C00I 90.86(11) . . ?
C00R S002 C00F 90.90(11) . . ?
C00K S003 C00C 97.02(11) . . ?
C00G S004 C00E 97.06(10) . . ?
C00Q S005 C00O 90.48(11) . . ?
C00Y S006 C00L 90.50(11) . . ?
C00I N007 C00Q 117.00(18) . . ?
C00I N007 C00W 121.7(12) . . ?
C00I N007 C11 121(2) . . ?
C00Q N007 C00W 119.3(12) . . ?
C00Q N007 C11 121(2) . . ?
C00F N008 C00Y 116.76(18) . . ?
C00F N008 C016 119.5(12) . . ?
C00F N008 C0 125(2) . . ?
C00Y N008 C016 121.2(12) . . ?
C00Y N008 C0 117(2) . . ?
C00J C00B C00E 111.78(19) . . ?
C00V C00B C00E 129.4(2) . . ?
C00V C00B C00J 118.8(2) . . ?
C00D C00C S003 122.84(17) . . ?
C00F C00C S003 124.37(19) . . ?
C00F C00C C00D 112.7(2) . . ?
C00R C00D C00C 112.0(2) . . ?
C010 C00D C00C 129.5(2) . . ?
C010 C00D C00R 118.5(2) . . ?
C00B C00E S004 122.65(16) . . ?
C00I C00E S004 124.32(18) . . ?
C00I C00E C00B 113.0(2) . . ?
N008 C00F S002 120.36(16) . . ?
C00C C00F S002 113.09(18) . . ?
C00C C00F N008 126.5(2) . . ?
C00M C00G S004 123.37(17) . . ?
C00Q C00G S004 124.33(18) . . ?
C00Q C00G C00M 112.3(2) . . ?
C00L C00H C00K 111.8(2) . . ?
C00S C00H C00K 129.2(2) . . ?
C00S C00H C00L 118.9(2) . . ?
N007 C00I S001 120.36(16) . . ?
C00E C00I S001 113.00(18) . . ?
C00E C00I N007 126.6(2) . . ?
C00B C00J S001 111.40(17) . . ?
C00U C00J S001 126.81(18) . . ?
C00U C00J C00B 121.8(2) . . ?
C00H C00K S003 123.23(17) . . ?
C00Y C00K S003 124.24(19) . . ?
C00Y C00K C00H 112.5(2) . . ?
C00H C00L S006 111.65(18) . . ?
C00T C00L S006 126.1(2) . . ?
C00T C00L C00H 122.2(2) . . ?
C00O C00M C00G 111.9(2) . . ?
C014 C00M C00G 129.0(2) . . ?
C014 C00M C00O 119.1(2) . . ?
C00R C00N H00N 120.8 . . ?
C00R C00N C00X 118.4(2) . . ?
C00X C00N H00N 120.8 . . ?
C00M C00O S005 111.73(17) . . ?
C00P C00O S005 126.4(2) . . ?
C00P C00O C00M 121.8(2) . . ?
C00O C00P H00P 121.0 . . ?
C011 C00P C00O 118.1(2) . . ?
C011 C00P H00P 121.0 . . ?
N007 C00Q S005 119.62(16) . . ?
C00G C00Q S005 113.58(18) . . ?
C00G C00Q N007 126.7(2) . . ?
C00D C00R S002 111.27(18) . . ?
C00N C00R S002 126.91(18) . . ?
C00N C00R C00D 121.8(2) . . ?
C00H C00S H00S 120.6 . . ?
C00Z C00S C00H 118.8(2) . . ?
C00Z C00S H00S 120.6 . . ?
C00L C00T H00T 121.2 . . ?
C017 C00T C00L 117.6(3) . . ?
C017 C00T H00T 121.2 . . ?
C00J C00U H00U 120.9 . . ?
C00J C00U C013 118.2(2) . . ?
C013 C00U H00U 120.9 . . ?
C00B C00V H00V 120.3 . . ?
C015 C00V C00B 119.4(2) . . ?
C015 C00V H00V 120.3 . . ?
N007 C00W C01C 116.4(8) . . ?
C019 C00W N007 123.4(9) . . ?
C019 C00W C01C 120.2(5) . . ?
C00N C00X H00X 119.8 . . ?
C00N C00X C012 120.5(2) . . ?
C012 C00X H00X 119.8 . . ?
N008 C00Y S006 119.52(16) . . ?
C00K C00Y S006 113.52(18) . . ?
C00K C00Y N008 126.9(2) . . ?
C00S C00Z H00Z 119.3 . . ?
C00S C00Z C017 121.5(2) . . ?
C017 C00Z H00Z 119.3 . . ?
C00D C010 H010 120.3 . . ?
C012 C010 C00D 119.5(2) . . ?
C012 C010 H010 120.3 . . ?
C00P C011 H011 119.6 . . ?
C00P C011 C018 120.7(2) . . ?
C018 C011 H011 119.6 . . ?
C00X C012 H012 119.3 . . ?
C010 C012 C00X 121.3(2) . . ?
C010 C012 H012 119.3 . . ?
C00U C013 H013 119.8 . . ?
C00U C013 C015 120.5(2) . . ?
C015 C013 H013 119.8 . . ?
C00M C014 H014 120.4 . . ?
C018 C014 C00M 119.1(2) . . ?
C018 C014 H014 120.4 . . ?
C00V C015 C013 121.3(2) . . ?
C00V C015 H015 119.3 . . ?
C013 C015 H015 119.3 . . ?
N008 C016 C01B 116.6(8) . . ?
C01A C016 N008 123.3(9) . . ?
C01A C016 C01B 119.6(6) . . ?
C00T C017 C00Z 121.0(2) . . ?
C00T C017 H017 119.5 . . ?
C00Z C017 H017 119.5 . . ?
C011 C018 H018 119.4 . . ?
C014 C018 C011 121.2(2) . . ?
C014 C018 H018 119.4 . . ?
C00W C019 F009 115.0(5) . . ?
C00W C019 C01F 123.6(6) . . ?
C01F C019 F009 121.4(5) . . ?
C016 C01A F00A 114.9(5) . . ?
C016 C01A C01H 124.1(6) . . ?
C01H C01A F00A 121.1(5) . . ?
C016 C01B C01G 120.7(5) . . ?
C01K C01B C016 117.2(5) . . ?
C01K C01B C01G 122.1(5) . . ?
C00W C01C C01I 120.2(5) . . ?
C01J C01C C00W 117.2(6) . . ?
C01J C01C C01I 122.5(5) . . ?
C01F C01D H01D 118.8 . . ?
C01F C01D C01J 122.5(5) . . ?
C01J C01D H01D 118.8 . . ?
C01H C01E H01E 118.2 . . ?
C01H C01E C01K 123.6(5) . . ?
C01K C01E H01E 118.2 . . ?
C019 C01F H01F 122.2 . . ?
C01D C01F C019 115.7(5) . . ?
C01D C01F H01F 122.2 . . ?
C01B C01G H01G 109.5 . . ?
C01B C01G H01H 109.5 . . ?
C01B C01G H01I 109.5 . . ?
H01G C01G H01H 109.5 . . ?
H01G C01G H01I 109.5 . . ?
H01H C01G H01I 109.5 . . ?
C01A C01H H01K 122.4 . . ?
C01E C01H C01A 115.3(5) . . ?
C01E C01H H01K 122.4 . . ?
C01C C01I H01A 109.5 . . ?
C01C C01I H01B 109.5 . . ?
C01C C01I H01C 109.5 . . ?
H01A C01I H01B 109.5 . . ?
H01A C01I H01C 109.5 . . ?
H01B C01I H01C 109.5 . . ?
C01C C01J C01D 120.9(5) . . ?
C01C C01J H01J 119.6 . . ?
C01D C01J H01J 119.6 . . ?
C01B C01K C01E 120.0(5) . . ?
C01B C01K H01L 120.0 . . ?
C01E C01K H01L 120.0 . . ?
C0 C1 F6 117.9(12) . . ?
C0 C1 C5 119.6(12) . . ?
C5 C1 F6 122.1(9) . . ?
N008 C0 C2 109.3(15) . . ?
C1 C0 N008 128.0(17) . . ?
C1 C0 C2 120.7(14) . . ?
C3 C2 C0 115.6(8) . . ?
C01L C2 C0 117.6(10) . . ?
C01L C2 C3 126.3(10) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C01L H01M 120.2 . . ?
C2 C01L C4 119.6(10) . . ?
C4 C01L H01M 120.2 . . ?
C01L C4 H4 119.1 . . ?
C5 C4 C01L 121.9(10) . . ?
C5 C4 H4 119.1 . . ?
C1 C5 H5 120.2 . . ?
C4 C5 C1 119.6(10) . . ?
C4 C5 H5 120.2 . . ?
C7 C6 F0 123.4(8) . . ?
C11 C6 F0 117.6(10) . . ?
C11 C6 C7 119.0(11) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.6(9) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.9(8) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.1(9) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C11 116.9(9) . . ?
C9 C10 C12 126.8(10) . . ?
C12 C10 C11 116.0(8) . . ?
N007 C11 C10 110.0(13) . . ?
C6 C11 N007 128.6(17) . . ?
C6 C11 C10 121.4(10) . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
S001 C00J C00U C013 -179.79(18) . . . . ?
S003 C00C C00D C00R -176.28(15) . . . . ?
S003 C00C C00D C010 3.6(3) . . . . ?
S003 C00C C00F S002 176.95(12) . . . . ?
S003 C00C C00F N008 -5.7(3) . . . . ?
S003 C00K C00Y S006 -179.59(13) . . . . ?
S003 C00K C00Y N008 4.1(4) . . . . ?
S004 C00E C00I S001 176.98(12) . . . . ?
S004 C00E C00I N007 -5.9(4) . . . . ?
S004 C00G C00M C00O 178.31(17) . . . . ?
S004 C00G C00M C014 -0.1(3) . . . . ?
S004 C00G C00Q S005 -178.96(13) . . . . ?
S004 C00G C00Q N007 4.7(4) . . . . ?
S005 C00O C00P C011 -179.60(19) . . . . ?
S006 C00L C00T C017 -179.45(19) . . . . ?
N007 C00W C019 F009 1(3) . . . . ?
N007 C00W C019 C01F 179.7(14) . . . . ?
N007 C00W C01C C01I -1(3) . . . . ?
N007 C00W C01C C01J -179.5(13) . . . . ?
N008 C016 C01A F00A -3(3) . . . . ?
N008 C016 C01A C01H 176.7(15) . . . . ?
N008 C016 C01B C01G 4(3) . . . . ?
N008 C016 C01B C01K -178.1(14) . . . . ?
N008 C0 C2 C3 10(5) . . . . ?
N008 C0 C2 C01L -177(2) . . . . ?
F009 C019 C01F C01D 178.0(4) . . . . ?
F00A C01A C01H C01E 178.0(5) . . . . ?
C00B C00E C00I S001 0.1(3) . . . . ?
C00B C00E C00I N007 177.2(2) . . . . ?
C00B C00J C00U C013 -0.2(3) . . . . ?
C00B C00V C015 C013 0.5(4) . . . . ?
C00C S003 C00K C00H 164.43(19) . . . . ?
C00C S003 C00K C00Y -17.4(2) . . . . ?
C00C C00D C00R S002 -1.0(2) . . . . ?
C00C C00D C00R C00N 179.1(2) . . . . ?
C00C C00D C010 C012 -179.0(2) . . . . ?
C00D C00C C00F S002 0.1(3) . . . . ?
C00D C00C C00F N008 177.5(2) . . . . ?
C00D C010 C012 C00X -0.4(4) . . . . ?
C00E S004 C00G C00M 164.87(19) . . . . ?
C00E S004 C00G C00Q -17.3(2) . . . . ?
C00E C00B C00J S001 -1.1(2) . . . . ?
C00E C00B C00J C00U 179.3(2) . . . . ?
C00E C00B C00V C015 -179.4(2) . . . . ?
C00F S002 C00R C00D 0.94(17) . . . . ?
C00F S002 C00R C00N -179.2(2) . . . . ?
C00F N008 C00Y S006 -162.64(18) . . . . ?
C00F N008 C00Y C00K 13.4(4) . . . . ?
C00F N008 C016 C01A 95(2) . . . . ?
C00F N008 C016 C01B -93(2) . . . . ?
C00F N008 C0 C1 -77(6) . . . . ?
C00F N008 C0 C2 87(3) . . . . ?
C00F C00C C00D C00R 0.6(3) . . . . ?
C00F C00C C00D C010 -179.5(2) . . . . ?
C00G S004 C00E C00B -165.52(18) . . . . ?
C00G S004 C00E C00I 17.9(2) . . . . ?
C00G C00M C00O S005 0.5(2) . . . . ?
C00G C00M C00O C00P -179.1(2) . . . . ?
C00G C00M C014 C018 178.8(2) . . . . ?
C00H C00K C00Y S006 -1.2(3) . . . . ?
C00H C00K C00Y N008 -177.5(2) . . . . ?
C00H C00L C00T C017 -0.7(3) . . . . ?
C00H C00S C00Z C017 0.4(4) . . . . ?
C00I S001 C00J C00B 0.96(17) . . . . ?
C00I S001 C00J C00U -179.4(2) . . . . ?
C00I N007 C00Q S005 -163.78(18) . . . . ?
C00I N007 C00Q C00G 12.4(4) . . . . ?
C00I N007 C00W C019 94(2) . . . . ?
C00I N007 C00W C01C -88(2) . . . . ?
C00I N007 C11 C6 -86(5) . . . . ?
C00I N007 C11 C10 93(3) . . . . ?
C00J S001 C00I N007 -177.90(19) . . . . ?
C00J S001 C00I C00E -0.60(18) . . . . ?
C00J C00B C00E S004 -176.30(15) . . . . ?
C00J C00B C00E C00I 0.7(3) . . . . ?
C00J C00B C00V C015 0.2(3) . . . . ?
C00J C00U C013 C015 1.0(4) . . . . ?
C00K S003 C00C C00D -165.37(18) . . . . ?
C00K S003 C00C C00F 18.1(2) . . . . ?
C00K C00H C00L S006 0.6(2) . . . . ?
C00K C00H C00L C00T -178.3(2) . . . . ?
C00K C00H C00S C00Z 178.2(2) . . . . ?
C00L S006 C00Y N008 177.9(2) . . . . ?
C00L S006 C00Y C00K 1.32(19) . . . . ?
C00L C00H C00K S003 178.78(16) . . . . ?
C00L C00H C00K C00Y 0.4(3) . . . . ?
C00L C00H C00S C00Z 0.0(3) . . . . ?
C00L C00T C017 C00Z 1.1(4) . . . . ?
C00M C00G C00Q S005 -0.9(3) . . . . ?
C00M C00G C00Q N007 -177.3(2) . . . . ?
C00M C00O C00P C011 0.0(4) . . . . ?
C00M C014 C018 C011 0.1(4) . . . . ?
C00N C00X C012 C010 -0.2(4) . . . . ?
C00O S005 C00Q N007 177.7(2) . . . . ?
C00O S005 C00Q C00G 1.00(19) . . . . ?
C00O C00M C014 C018 0.4(3) . . . . ?
C00O C00P C011 C018 0.6(4) . . . . ?
C00P C011 C018 C014 -0.7(4) . . . . ?
C00Q S005 C00O C00M -0.85(18) . . . . ?
C00Q S005 C00O C00P 178.8(2) . . . . ?
C00Q N007 C00I S001 165.21(18) . . . . ?
C00Q N007 C00I C00E -11.7(4) . . . . ?
C00Q N007 C00W C019 -103(2) . . . . ?
C00Q N007 C00W C01C 76(2) . . . . ?
C00Q N007 C11 C6 83(5) . . . . ?
C00Q N007 C11 C10 -97(3) . . . . ?
C00Q C00G C00M C00O 0.2(3) . . . . ?
C00Q C00G C00M C014 -178.2(2) . . . . ?
C00R S002 C00F N008 -178.2(2) . . . . ?
C00R S002 C00F C00C -0.62(18) . . . . ?
C00R C00D C010 C012 0.8(3) . . . . ?
C00R C00N C00X C012 0.2(4) . . . . ?
C00S C00H C00K S003 0.5(3) . . . . ?
C00S C00H C00K C00Y -177.9(2) . . . . ?
C00S C00H C00L S006 179.08(17) . . . . ?
C00S C00H C00L C00T 0.2(3) . . . . ?
C00S C00Z C017 C00T -0.9(4) . . . . ?
C00U C013 C015 C00V -1.1(4) . . . . ?
C00V C00B C00E S004 3.3(3) . . . . ?
C00V C00B C00E C00I -179.8(2) . . . . ?
C00V C00B C00J S001 179.27(17) . . . . ?
C00V C00B C00J C00U -0.4(3) . . . . ?
C00W N007 C00I S001 -30.9(7) . . . . ?
C00W N007 C00I C00E 152.2(6) . . . . ?
C00W N007 C00Q S005 31.9(6) . . . . ?
C00W N007 C00Q C00G -151.9(6) . . . . ?
C00W C019 C01F C01D -1.1(16) . . . . ?
C00W C01C C01J C01D 0.5(15) . . . . ?
C00X C00N C00R S002 -179.55(18) . . . . ?
C00X C00N C00R C00D 0.3(3) . . . . ?
C00Y S006 C00L C00H -1.06(18) . . . . ?
C00Y S006 C00L C00T 177.8(2) . . . . ?
C00Y N008 C00F S002 164.62(18) . . . . ?
C00Y N008 C00F C00C -12.6(4) . . . . ?
C00Y N008 C016 C01A -103(2) . . . . ?
C00Y N008 C016 C01B 69(2) . . . . ?
C00Y N008 C0 C1 92(5) . . . . ?
C00Y N008 C0 C2 -104(3) . . . . ?
C010 C00D C00R S002 179.04(16) . . . . ?
C010 C00D C00R C00N -0.8(3) . . . . ?
C014 C00M C00O S005 179.15(17) . . . . ?
C014 C00M C00O C00P -0.5(3) . . . . ?
C016 N008 C00F S002 -33.1(6) . . . . ?
C016 N008 C00F C00C 149.7(6) . . . . ?
C016 N008 C00Y S006 35.4(6) . . . . ?
C016 N008 C00Y C00K -148.5(6) . . . . ?
C016 C01A C01H C01E -1.5(17) . . . . ?
C016 C01B C01K C01E 3.7(15) . . . . ?
C019 C00W C01C C01I 177.5(15) . . . . ?
C019 C00W C01C C01J -1(3) . . . . ?
C01A C016 C01B C01G 175.9(15) . . . . ?
C01A C016 C01B C01K -6(3) . . . . ?
C01B C016 C01A F00A -174.5(15) . . . . ?
C01B C016 C01A C01H 5(3) . . . . ?
C01C C00W C019 F009 -177.7(15) . . . . ?
C01C C00W C019 C01F 1(3) . . . . ?
C01F C01D C01J C01C -0.2(8) . . . . ?
C01G C01B C01K C01E -178.2(5) . . . . ?
C01H C01E C01K C01B -0.2(9) . . . . ?
C01I C01C C01J C01D -178.0(5) . . . . ?
C01J C01D C01F C019 0.5(8) . . . . ?
C01K C01E C01H C01A -1.0(9) . . . . ?
F6 C1 C0 N008 -15(7) . . . . ?
F6 C1 C0 C2 -177(3) . . . . ?
F6 C1 C5 C4 -176.9(11) . . . . ?
C1 C0 C2 C3 175(3) . . . . ?
C1 C0 C2 C01L -12(6) . . . . ?
C0 N008 C00F S002 -26.8(12) . . . . ?
C0 N008 C00F C00C 156.0(12) . . . . ?
C0 N008 C00Y S006 27.8(10) . . . . ?
C0 N008 C00Y C00K -156.1(10) . . . . ?
C0 C1 C5 C4 -4(4) . . . . ?
C0 C2 C01L C4 8(3) . . . . ?
C2 C01L C4 C5 -3(2) . . . . ?
C3 C2 C01L C4 180.0(11) . . . . ?
C01L C4 C5 C1 1(2) . . . . ?
C5 C1 C0 N008 172(4) . . . . ?
C5 C1 C0 C2 10(6) . . . . ?
F0 C6 C7 C8 -177.4(10) . . . . ?
F0 C6 C11 N007 -1(6) . . . . ?
F0 C6 C11 C10 180(3) . . . . ?
C6 C7 C8 C9 -1.1(18) . . . . ?
C7 C6 C11 N007 179(4) . . . . ?
C7 C6 C11 C10 0(6) . . . . ?
C7 C8 C9 C10 -2.6(16) . . . . ?
C8 C9 C10 C11 5(3) . . . . ?
C8 C9 C10 C12 178.5(10) . . . . ?
C9 C10 C11 N007 177(2) . . . . ?
C9 C10 C11 C6 -4(5) . . . . ?
C11 N007 C00I S001 -24.9(12) . . . . ?
C11 N007 C00I C00E 158.2(12) . . . . ?
C11 N007 C00Q S005 26.4(12) . . . . ?
C11 N007 C00Q C00G -157.4(12) . . . . ?
C11 C6 C7 C8 2(3) . . . . ?
C12 C10 C11 N007 3(4) . . . . ?
C12 C10 C11 C6 -178(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.772
_oxdiff_exptl_absorpt_empirical_full_min 0.701
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_mpp-sh27_auto
_database_code_depnum_ccdc_archive 'CCDC 2345989'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2023-01-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H15 N O S3'
_chemical_formula_sum            'C23 H15 N O S3'
_chemical_formula_weight         417.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H12ONS3
_chemical_oxdiff_usercomment     'gelber Block'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.52560(10)
_cell_length_b                   26.5077(3)
_cell_length_c                   12.8253(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.4920(10)
_cell_angle_gamma                90
_cell_volume                     3737.16(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    32702
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      77.3860
_cell_measurement_theta_min      3.9500
_shelx_estimated_absorpt_T_max   0.754
_shelx_estimated_absorpt_T_min   0.553
_exptl_absorpt_coefficient_mu    3.739
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.479
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
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   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1728
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 5 8 0.0208
-3 12 -4 0.0665
3 -13 -5 0.0570
2 -5 -8 0.0534
-1 2 2 0.0395
-1 -2 8 0.0437
-4 14 1 0.0659
-2 10 -5 0.0653
4 -10 -6 0.0488
0 1 -2 0.0678
1 1 -2 0.0641
2 -2 -1 0.0717
2 -1 -2 0.0578
-1 -9 7 0.0592
-2 2 1 0.0651
-5 11 -1 0.0627
-2 1 0 0.0664
-6 7 -2 0.0636
4 10 -6 0.0594
2 -1 0 0.0783
0 -2 1 0.0607
-5 -1 -4 0.0633
-3 -15 3 0.0931
1 15 -4 0.0615
-1 -2 -2 0.0636
-1 -17 0 0.0703
0 17 -2 0.0600
1 2 2 0.0688
0 -2 -1 0.0562
0 2 1 0.0469
1 -17 -1 0.0649

_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.5119 5.0045 7.9308 0.2070 0.8743 0.4389
-2.7053 12.4882 -3.7421 0.0467 0.1812 -0.9823
3.1681 -12.7353 -5.2068 -0.2278 -0.9518 0.2052
1.6117 -5.4490 -7.8734 -0.2102 -0.8872 -0.4107
-1.0010 1.9952 1.9987 0.0092 0.2712 0.0404
-0.9397 -2.4087 8.1126 0.0134 0.6471 0.7623
-4.4468 13.8068 1.0598 0.0198 0.7003 -0.7136
-2.0734 10.3260 -5.2646 0.0025 -0.0378 -0.9993
4.3216 -10.0946 -5.9521 -0.0250 -0.9920 0.1237
0.0008 1.0023 -1.9991 -0.0145 -0.1366 -0.2189
0.9999 1.0035 -1.9983 0.0966 -0.1841 -0.1481
1.9995 -1.9955 -0.9983 0.1268 -0.2359 0.1218
1.9998 -0.9945 -1.9977 0.1372 -0.2897 -0.0056
-0.6616 -8.6437 7.0507 -0.2024 0.3650 0.9087
-1.9995 1.9955 0.9983 -0.1268 0.2359 -0.1218
-5.1571 10.5250 -1.3586 -0.2356 0.4386 -0.8673
-1.9986 0.9973 -0.0015 -0.1870 0.1241 -0.1774
-5.6184 6.8129 -2.3179 -0.4419 0.2735 -0.8544
3.9265 10.3285 -6.1051 0.6485 -0.3934 -0.6517
1.9986 -0.9973 0.0015 0.1870 -0.1241 0.1774
0.0001 -2.0005 0.9993 -0.0456 0.0248 0.1633
-5.4889 -0.8163 -3.5468 -0.7277 -0.0558 -0.6836
-3.3593 -15.0782 2.5069 -0.8432 -0.0695 0.5332
1.3054 15.1345 -3.9501 0.5807 0.0495 -0.8126
-0.9972 -1.9975 -2.0004 -0.2314 -0.1761 -0.1819
-0.8094 -17.0497 -0.3577 -0.7010 -0.4856 0.5223
-0.4249 16.5815 -1.9285 0.4901 0.3415 -0.8020
0.9972 1.9975 2.0004 0.2314 0.1761 0.1819
0.0013 -1.9978 -0.9999 -0.0954 -0.1409 -0.0197
-0.0013 1.9978 0.9999 0.0954 0.1409 0.0197
1.3088 -16.9192 -0.8266 -0.4727 -0.6217 0.6246

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            52097
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.067
_diffrn_reflns_theta_min         3.335
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  21.00   0.50    0.15    --  -49.31  70.00 105.00   82
  2  ω    -53.00 -27.00   0.50    0.15    --  -49.31  70.00 105.00   52
  3  ω    -27.00  24.00   0.50    0.15    --  -49.31  19.00 -30.00  102
  4  ω     -9.00  24.00   0.50    0.15    --  -49.31  19.00-120.00   66
  5  ω    -20.00  21.00   0.50    0.15    --   49.31 -19.00-120.00   82
  6  ω    -17.00  10.00   0.50    0.15    --   49.31 -19.00-150.00   54
  7  ω      4.00  30.00   0.50    0.15    --   49.31 -70.00 -26.00   52
  8  ω     95.00 127.00   0.50    0.60    --  109.37 125.00 -30.00   64
  9  ω    139.00 177.00   0.50    0.60    --  109.37 125.00 -30.00   76
 10  ω    -24.00   5.00   0.50    0.15    --   49.31 -19.00 150.00   58
 11  ω     79.00 104.00   0.50    0.60    --  109.37 -99.00 -90.00   50
 12  ω     37.00 104.00   0.50    0.60    --  109.37-125.00-150.00  134
 13  ω     49.00  96.00   0.50    0.60    --  109.37 -99.00-120.00   94
 14  ω     46.00 100.00   0.50    0.60    --  109.37 -77.00 -90.00  108
 15  ω     37.00  62.00   0.50    0.60    --  109.37 -70.00 -26.00   50
 16  ω     37.00  97.00   0.50    0.60    --  109.37 -77.00   0.00  120
 17  ω    116.00 152.00   0.50    0.60    --  109.37  19.00  60.00   72
 18  ω     99.00 177.00   0.50    0.60    --  109.37  38.00  90.00  156
 19  ω    100.00 178.00   0.50    0.60    --  109.37  38.00 120.00  156
 20  ω    126.00 152.00   0.50    0.60    --  109.37  70.00 105.00   52
 21  ω    123.00 149.00   0.50    0.60    --  109.37  38.00   0.00   52
 22  ω     99.00 152.00   0.50    0.60    --  109.37  38.00 -60.00  106
 23  ω     39.00 108.00   0.50    0.15    --   49.31  70.00 105.00  138
 24  ω    -48.00 -23.00   0.50    0.60    --  -90.00  38.00-150.00   50
 25  ω    -47.00 -18.00   0.50    0.60    --  -90.00  57.00-150.00   58
 26  ω    -64.00 -19.00   0.50    0.60    --  -90.00  57.00-120.00   90
 27  ω    -70.00 -23.00   0.50    0.60    --  -90.00  57.00 -60.00   94
 28  ω    -45.00 -19.00   0.50    0.60    --  -90.00  38.00 -60.00   52
 29  ω    -48.00 -22.00   0.50    0.60    --  -90.00  38.00  30.00   52
 30  ω    -48.00 -18.00   0.50    0.60    --  -90.00  38.00  60.00   60
 31  ω    -48.00 -21.00   0.50    0.60    --  -90.00  38.00  90.00   54
 32  ω    -47.00 -18.00   0.50    0.60    --  -90.00  38.00 120.00   58
 33  ω    -71.00 -45.00   0.50    0.60    --  -90.00  70.00 105.00   52
 34  ω    -43.00 -18.00   0.50    0.60    --  -90.00  38.00 -30.00   50
 35  ω   -126.00-100.00   0.50    0.60    --  -90.00 -38.00  90.00   52
 36  ω   -117.00 -71.00   0.50    0.60    --  -90.00 -70.00 -26.00   92
 37  ω   -113.00 -31.00   0.50    0.15    --  -49.31 -70.00 -26.00  164
 38  ω   -157.00-132.00   0.50    0.60    --  -90.00 -77.00 -90.00   50
 39  ω   -130.00-104.00   0.50    0.60    --  -90.00 -77.00 -90.00   52
 40  ω   -156.00 -88.00   0.50    0.60    --  -90.00 -57.00 -90.00  136
 41  ω   -159.00-109.00   0.50    0.60    --  -90.00 -57.00 -60.00  100
 42  ω   -162.00 -80.00   0.50    0.60    --  -90.00 -38.00  30.00  164
 43  ω   -162.00 -79.00   0.50    0.60    --  -90.00 -38.00  60.00  166
 44  ω   -161.00-111.00   0.50    0.60    --  -90.00 -99.00 120.00  100
 45  ω   -109.00 -83.00   0.50    0.15    --  -49.31-125.00 120.00   52
 46  ω   -117.00 -74.00   0.50    0.15    --  -49.31-125.00-120.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1111565000
_diffrn_orient_matrix_UB_12      0.0353127000
_diffrn_orient_matrix_UB_13      0.0250148000
_diffrn_orient_matrix_UB_21      -0.0476784000
_diffrn_orient_matrix_UB_22      0.0290063000
_diffrn_orient_matrix_UB_23      0.0828521000
_diffrn_orient_matrix_UB_31      0.0707664000
_diffrn_orient_matrix_UB_32      -0.0359138000
_diffrn_orient_matrix_UB_33      0.0914994000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6955
_reflns_number_total             7659
_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       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         7659
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0378P)²+2.8764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0869
_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:
 C00E(H00E), C00K(H00K), C00L(H00L), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00T(H00T), C00U(H00U), C00W(H00W), C00X(H00X), C012(H012), C013(H013),
 C014(H014), C017(H017), C018(H018), C01A(H01E), C01B(H01G), C01C(H01C),
 C01D(H01K), C01E(H01L), C01F(H01F), C01H(H01H), C01I(H01I), C01J(H01J)
2.b Idealised Me refined as rotating group:
 C01G(H01M,H01N,H01O), C01K(H01A,H01B,H01D)
;
_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
S001 S 0.90132(4) 0.31120(2) 0.40716(3) 0.02393(10) Uani 1 1 d . . . . .
S002 S 0.24000(4) 0.37720(2) 0.28951(4) 0.02323(10) Uani 1 1 d . . . . .
S003 S 0.20905(4) 0.56423(2) 0.12006(3) 0.02266(10) Uani 1 1 d . . . . .
S004 S 1.00848(4) 0.12673(2) 0.29255(3) 0.02227(10) Uani 1 1 d . . . . .
S005 S 0.11802(4) 0.51427(2) 0.40624(4) 0.02590(10) Uani 1 1 d . . . . .
S006 S 1.02469(5) 0.26874(2) 0.13353(4) 0.03093(12) Uani 1 1 d . . . . .
O007 O 0.42862(11) 0.46417(5) 0.20669(10) 0.0260(3) Uani 1 1 d . . . . .
O008 O 0.77583(11) 0.20129(5) 0.37583(10) 0.0279(3) Uani 1 1 d . . . . .
N009 N 0.19057(13) 0.47098(5) 0.19943(12) 0.0221(3) Uani 1 1 d . . . . .
N00A N 0.99683(15) 0.22397(6) 0.35642(12) 0.0256(3) Uani 1 1 d . . . . .
C00B C 1.03256(14) 0.16313(6) 0.11038(14) 0.0201(3) Uani 1 1 d . . . . .
C00C C 0.19807(15) 0.44025(6) 0.28957(14) 0.0217(3) Uani 1 1 d . . . . .
C00D C 0.14756(15) 0.59991(7) 0.28589(14) 0.0218(3) Uani 1 1 d . . . . .
C00E C 0.84987(15) 0.41037(7) 0.33230(14) 0.0231(3) Uani 1 1 d . . . . .
H00E H 0.825962 0.418739 0.394884 0.028 Uiso 1 1 calc R U . . .
C00F C 1.02873(15) 0.11712(6) 0.16442(14) 0.0211(3) Uani 1 1 d . . . . .
C00G C 0.14966(15) 0.54601(7) 0.29674(14) 0.0218(3) Uani 1 1 d . . . . .
C00H C 0.92244(15) 0.34809(6) 0.22447(14) 0.0205(3) Uani 1 1 d . . . . .
C00I C 0.22142(15) 0.36840(7) 0.41845(15) 0.0233(4) Uani 1 1 d . . . . .
C00J C 1.00845(15) 0.19154(6) 0.27417(14) 0.0218(3) Uani 1 1 d . . . . .
C00K C 1.04931(16) 0.16196(7) 0.00667(14) 0.0230(3) Uani 1 1 d . . . . .
H00K H 1.052055 0.192425 -0.031535 0.028 Uiso 1 1 calc R U . . .
C00L C 0.13341(16) 0.44383(7) 0.00948(14) 0.0232(3) Uani 1 1 d . . . . .
H00L H 0.050579 0.444914 0.008126 0.028 Uiso 1 1 calc R U . . .
C00M C 0.22360(16) 0.45429(6) 0.10576(14) 0.0214(3) Uani 1 1 d . . . . .
C00N C 0.17910(15) 0.52259(7) 0.21367(14) 0.0215(3) Uani 1 1 d . . . . .
C00O C 1.02009(15) 0.20558(6) 0.17601(14) 0.0215(3) Uani 1 1 d . . . . .
C00P C 0.37538(16) 0.44067(6) 0.01353(14) 0.0224(3) Uani 1 1 d . . . . .
H00P H 0.458000 0.439394 0.014275 0.027 Uiso 1 1 calc R U . . .
C00Q C 1.08858(16) 0.19817(7) 0.54549(15) 0.0254(4) Uani 1 1 d . . . . .
H00Q H 1.166501 0.203521 0.536476 0.030 Uiso 1 1 calc R U . . .
C00R C 0.12487(16) 0.68722(7) 0.32669(15) 0.0264(4) Uani 1 1 d . . . . .
H00R H 0.107175 0.712254 0.372690 0.032 Uiso 1 1 calc R U . . .
C00S C 0.34661(15) 0.45293(6) 0.10888(14) 0.0215(3) Uani 1 1 d . . . . .
C00T C 0.11989(16) 0.63685(7) 0.35279(14) 0.0242(4) Uani 1 1 d . . . . .
H00T H 0.097846 0.627343 0.415704 0.029 Uiso 1 1 calc R U . . .
C00U C 0.84794(15) 0.44605(7) 0.25352(15) 0.0242(4) Uani 1 1 d . . . . .
H00U H 0.823983 0.479651 0.262650 0.029 Uiso 1 1 calc R U . . .
C00V C 0.17184(15) 0.45406(7) 0.38219(14) 0.0222(3) Uani 1 1 d . . . . .
C00W C 0.88082(16) 0.43339(7) 0.16037(15) 0.0250(4) Uani 1 1 d . . . . .
H00W H 0.877977 0.458460 0.106727 0.030 Uiso 1 1 calc R U . . .
C00X C 1.04147(16) 0.07080(7) 0.11795(15) 0.0247(4) Uani 1 1 d . . . . .
H00X H 1.038824 0.040124 0.155453 0.030 Uiso 1 1 calc R U . . .
C00Y C 0.96301(16) 0.29662(6) 0.23076(14) 0.0223(3) Uani 1 1 d . . . . .
C00Z C 0.18549(15) 0.41349(7) 0.45865(14) 0.0222(3) Uani 1 1 d . . . . .
C010 C 0.87100(16) 0.19571(6) 0.46913(14) 0.0237(4) Uani 1 1 d . . . . .
C011 C 0.95830(16) 0.27300(7) 0.32378(14) 0.0225(3) Uani 1 1 d . . . . .
C012 C 0.28339(17) 0.43039(7) -0.08207(15) 0.0247(4) Uani 1 1 d . . . . .
H012 H 0.303802 0.422256 -0.146538 0.030 Uiso 1 1 calc R U . . .
C013 C 0.16197(17) 0.43176(7) -0.08533(15) 0.0252(4) Uani 1 1 d . . . . .
H013 H 0.099526 0.424574 -0.151201 0.030 Uiso 1 1 calc R U . . .
C014 C 0.18114(16) 0.66625(7) 0.16474(15) 0.0255(4) Uani 1 1 d . . . . .
H014 H 0.201021 0.676073 0.100944 0.031 Uiso 1 1 calc R U . . .
C015 C 0.88789(15) 0.36166(7) 0.31753(14) 0.0210(3) Uani 1 1 d . . . . .
C016 C 0.98670(17) 0.20486(6) 0.45855(14) 0.0237(4) Uani 1 1 d . . . . .
C017 C 0.15559(16) 0.70192(7) 0.23350(15) 0.0263(4) Uani 1 1 d . . . . .
H017 H 0.158926 0.736767 0.217300 0.032 Uiso 1 1 calc R U . . .
C018 C 0.91747(16) 0.38490(7) 0.14499(15) 0.0243(4) Uani 1 1 d . . . . .
H018 H 0.939033 0.376717 0.081111 0.029 Uiso 1 1 calc R U . . .
C019 C 0.17690(15) 0.61560(7) 0.19167(14) 0.0225(3) Uani 1 1 d . . . . .
C01A C 0.23880(16) 0.32389(7) 0.47862(15) 0.0264(4) Uani 1 1 d . . . . .
H01E H 0.262358 0.293743 0.450376 0.032 Uiso 1 1 calc R U . . .
C01B C 0.22091(16) 0.32456(8) 0.58080(16) 0.0285(4) Uani 1 1 d . . . . .
H01G H 0.233236 0.294617 0.623423 0.034 Uiso 1 1 calc R U . . .
C01C C 0.86094(17) 0.18188(7) 0.57070(15) 0.0254(4) Uani 1 1 d . . . . .
H01C H 0.783015 0.176379 0.579605 0.030 Uiso 1 1 calc R U . . .
C01D C 0.16620(16) 0.41313(7) 0.56158(15) 0.0256(4) Uani 1 1 d . . . . .
H01K H 0.140620 0.442870 0.589692 0.031 Uiso 1 1 calc R U . . .
C01E C 0.18499(16) 0.36875(7) 0.62179(15) 0.0279(4) Uani 1 1 d . . . . .
H01L H 0.173224 0.368431 0.691997 0.033 Uiso 1 1 calc R U . . .
C01F C 1.05815(17) 0.07076(7) 0.01515(15) 0.0271(4) Uani 1 1 d . . . . .
H01F H 1.067177 0.039644 -0.018337 0.032 Uiso 1 1 calc R U . . .
C01G C 0.55437(16) 0.46425(8) 0.21172(16) 0.0288(4) Uani 1 1 d . . . . .
H01M H 0.567786 0.489236 0.160219 0.043 Uiso 1 1 calc R U . . .
H01N H 0.577267 0.430718 0.192375 0.043 Uiso 1 1 calc R U . . .
H01O H 0.604168 0.472836 0.286015 0.043 Uiso 1 1 calc R U . . .
C01H C 1.06178(17) 0.11594(7) -0.03937(15) 0.0263(4) Uani 1 1 d . . . . .
H01H H 1.073081 0.115065 -0.109727 0.032 Uiso 1 1 calc R U . . .
C01I C 1.07970(19) 0.18356(7) 0.64757(16) 0.0309(4) Uani 1 1 d . . . . .
H01I H 1.150601 0.178793 0.707911 0.037 Uiso 1 1 calc R U . . .
C01J C 0.96440(19) 0.17616(7) 0.65855(15) 0.0295(4) Uani 1 1 d . . . . .
H01J H 0.956736 0.167004 0.727792 0.035 Uiso 1 1 calc R U . . .
C01K C 0.65764(18) 0.20597(8) 0.38803(19) 0.0372(5) Uani 1 1 d . . . . .
H01A H 0.599584 0.215515 0.317818 0.056 Uiso 1 1 calc R U . . .
H01B H 0.658689 0.231967 0.442628 0.056 Uiso 1 1 calc R U . . .
H01D H 0.633217 0.173642 0.412045 0.056 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
S001 C011 1.7385(17) . ?
S001 C015 1.7400(18) . ?
S002 C00C 1.7398(17) . ?
S002 C00I 1.7458(18) . ?
S003 C00N 1.7401(18) . ?
S003 C019 1.7435(18) . ?
S004 C00F 1.7466(17) . ?
S004 C00J 1.7340(17) . ?
S005 C00G 1.7665(18) . ?
S005 C00V 1.7728(18) . ?
S006 C00O 1.7664(17) . ?
S006 C00Y 1.7718(17) . ?
O007 C00S 1.357(2) . ?
O007 C01G 1.431(2) . ?
O008 C010 1.367(2) . ?
O008 C01K 1.423(2) . ?
N009 C00C 1.396(2) . ?
N009 C00M 1.435(2) . ?
N009 C00N 1.392(2) . ?
N00A C00J 1.398(2) . ?
N00A C011 1.396(2) . ?
N00A C016 1.441(2) . ?
C00B C00F 1.410(2) . ?
C00B C00K 1.401(2) . ?
C00B C00O 1.438(2) . ?
C00C C00V 1.361(2) . ?
C00D C00G 1.435(2) . ?
C00D C00T 1.400(2) . ?
C00D C019 1.412(2) . ?
C00E H00E 0.9500 . ?
C00E C00U 1.379(3) . ?
C00E C015 1.395(2) . ?
C00F C00X 1.392(2) . ?
C00G C00N 1.361(2) . ?
C00H C00Y 1.437(2) . ?
C00H C015 1.414(2) . ?
C00H C018 1.400(2) . ?
C00I C00Z 1.412(2) . ?
C00I C01A 1.391(3) . ?
C00J C00O 1.358(2) . ?
C00K H00K 0.9500 . ?
C00K C01H 1.381(2) . ?
C00L H00L 0.9500 . ?
C00L C00M 1.382(2) . ?
C00L C013 1.389(2) . ?
C00M C00S 1.407(2) . ?
C00P H00P 0.9500 . ?
C00P C00S 1.398(2) . ?
C00P C012 1.386(3) . ?
C00Q H00Q 0.9500 . ?
C00Q C016 1.366(3) . ?
C00Q C01I 1.398(3) . ?
C00R H00R 0.9500 . ?
C00R C00T 1.382(3) . ?
C00R C017 1.400(3) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00U C00W 1.398(2) . ?
C00V C00Z 1.432(2) . ?
C00W H00W 0.9500 . ?
C00W C018 1.385(2) . ?
C00X H00X 0.9500 . ?
C00X C01F 1.388(3) . ?
C00Y C011 1.363(2) . ?
C00Z C01D 1.403(2) . ?
C010 C016 1.401(3) . ?
C010 C01C 1.391(2) . ?
C012 H012 0.9500 . ?
C012 C013 1.388(3) . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C014 C017 1.384(3) . ?
C014 C019 1.391(3) . ?
C017 H017 0.9500 . ?
C018 H018 0.9500 . ?
C01A H01E 0.9500 . ?
C01A C01B 1.387(3) . ?
C01B H01G 0.9500 . ?
C01B C01E 1.397(3) . ?
C01C H01C 0.9500 . ?
C01C C01J 1.381(3) . ?
C01D H01K 0.9500 . ?
C01D C01E 1.388(3) . ?
C01E H01L 0.9500 . ?
C01F H01F 0.9500 . ?
C01F C01H 1.394(3) . ?
C01G H01M 0.9800 . ?
C01G H01N 0.9800 . ?
C01G H01O 0.9800 . ?
C01H H01H 0.9500 . ?
C01I H01I 0.9500 . ?
C01I C01J 1.392(3) . ?
C01J H01J 0.9500 . ?
C01K H01A 0.9800 . ?
C01K H01B 0.9800 . ?
C01K H01D 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C011 S001 C015 90.94(8) . . ?
C00C S002 C00I 90.85(8) . . ?
C00N S003 C019 90.82(8) . . ?
C00J S004 C00F 90.64(8) . . ?
C00G S005 C00V 97.11(8) . . ?
C00O S006 C00Y 97.05(8) . . ?
C00S O007 C01G 117.15(14) . . ?
C010 O008 C01K 117.14(15) . . ?
C00C N009 C00M 123.20(14) . . ?
C00N N009 C00C 116.73(14) . . ?
C00N N009 C00M 118.20(14) . . ?
C00J N00A C016 121.46(14) . . ?
C011 N00A C00J 116.11(14) . . ?
C011 N00A C016 119.61(14) . . ?
C00F C00B C00O 111.45(15) . . ?
C00K C00B C00F 118.76(16) . . ?
C00K C00B C00O 129.78(16) . . ?
N009 C00C S002 120.57(12) . . ?
C00V C00C S002 113.16(13) . . ?
C00V C00C N009 126.25(16) . . ?
C00T C00D C00G 129.58(16) . . ?
C00T C00D C019 118.39(16) . . ?
C019 C00D C00G 112.02(15) . . ?
C00U C00E H00E 120.9 . . ?
C00U C00E C015 118.16(16) . . ?
C015 C00E H00E 120.9 . . ?
C00B C00F S004 111.65(12) . . ?
C00X C00F S004 126.35(14) . . ?
C00X C00F C00B 121.99(16) . . ?
C00D C00G S005 123.35(13) . . ?
C00N C00G S005 124.38(14) . . ?
C00N C00G C00D 112.27(15) . . ?
C015 C00H C00Y 111.33(15) . . ?
C018 C00H C00Y 130.12(16) . . ?
C018 C00H C015 118.50(15) . . ?
C00Z C00I S002 111.45(13) . . ?
C01A C00I S002 126.92(14) . . ?
C01A C00I C00Z 121.64(16) . . ?
N00A C00J S004 120.19(13) . . ?
C00O C00J S004 113.68(13) . . ?
C00O C00J N00A 126.14(16) . . ?
C00B C00K H00K 120.4 . . ?
C01H C00K C00B 119.15(16) . . ?
C01H C00K H00K 120.4 . . ?
C00M C00L H00L 119.5 . . ?
C00M C00L C013 121.04(16) . . ?
C013 C00L H00L 119.5 . . ?
C00L C00M N009 119.49(15) . . ?
C00L C00M C00S 120.08(15) . . ?
C00S C00M N009 120.19(15) . . ?
N009 C00N S003 119.12(12) . . ?
C00G C00N S003 113.49(13) . . ?
C00G C00N N009 127.36(16) . . ?
C00B C00O S006 122.93(13) . . ?
C00J C00O S006 124.49(13) . . ?
C00J C00O C00B 112.55(15) . . ?
C00S C00P H00P 120.0 . . ?
C012 C00P H00P 120.0 . . ?
C012 C00P C00S 120.00(16) . . ?
C016 C00Q H00Q 119.6 . . ?
C016 C00Q C01I 120.89(17) . . ?
C01I C00Q H00Q 119.6 . . ?
C00T C00R H00R 119.5 . . ?
C00T C00R C017 121.02(17) . . ?
C017 C00R H00R 119.5 . . ?
O007 C00S C00M 115.88(15) . . ?
O007 C00S C00P 125.23(15) . . ?
C00P C00S C00M 118.88(16) . . ?
C00D C00T H00T 120.2 . . ?
C00R C00T C00D 119.58(17) . . ?
C00R C00T H00T 120.2 . . ?
C00E C00U H00U 119.6 . . ?
C00E C00U C00W 120.81(16) . . ?
C00W C00U H00U 119.6 . . ?
C00C C00V S005 125.11(14) . . ?
C00C C00V C00Z 112.85(16) . . ?
C00Z C00V S005 121.95(13) . . ?
C00U C00W H00W 119.4 . . ?
C018 C00W C00U 121.12(17) . . ?
C018 C00W H00W 119.4 . . ?
C00F C00X H00X 121.0 . . ?
C01F C00X C00F 118.03(16) . . ?
C01F C00X H00X 121.0 . . ?
C00H C00Y S006 123.32(13) . . ?
C011 C00Y S006 123.67(14) . . ?
C011 C00Y C00H 112.80(15) . . ?
C00I C00Z C00V 111.69(15) . . ?
C01D C00Z C00I 118.98(16) . . ?
C01D C00Z C00V 129.33(17) . . ?
O008 C010 C016 115.67(15) . . ?
O008 C010 C01C 125.27(16) . . ?
C01C C010 C016 119.06(17) . . ?
N00A C011 S001 120.17(13) . . ?
C00Y C011 S001 113.12(13) . . ?
C00Y C011 N00A 126.68(16) . . ?
C00P C012 H012 119.4 . . ?
C00P C012 C013 121.20(16) . . ?
C013 C012 H012 119.4 . . ?
C00L C013 H013 120.6 . . ?
C012 C013 C00L 118.80(17) . . ?
C012 C013 H013 120.6 . . ?
C017 C014 H014 120.9 . . ?
C017 C014 C019 118.12(17) . . ?
C019 C014 H014 120.9 . . ?
C00E C015 S001 126.24(13) . . ?
C00E C015 C00H 122.01(16) . . ?
C00H C015 S001 111.74(13) . . ?
C00Q C016 N00A 120.18(16) . . ?
C00Q C016 C010 120.52(16) . . ?
C010 C016 N00A 119.21(16) . . ?
C00R C017 H017 119.6 . . ?
C014 C017 C00R 120.70(17) . . ?
C014 C017 H017 119.6 . . ?
C00H C018 H018 120.3 . . ?
C00W C018 C00H 119.38(16) . . ?
C00W C018 H018 120.3 . . ?
C00D C019 S003 111.36(13) . . ?
C014 C019 S003 126.46(14) . . ?
C014 C019 C00D 122.16(16) . . ?
C00I C01A H01E 120.8 . . ?
C01B C01A C00I 118.41(17) . . ?
C01B C01A H01E 120.8 . . ?
C01A C01B H01G 119.6 . . ?
C01A C01B C01E 120.78(18) . . ?
C01E C01B H01G 119.6 . . ?
C010 C01C H01C 120.1 . . ?
C01J C01C C010 119.89(17) . . ?
C01J C01C H01C 120.1 . . ?
C00Z C01D H01K 120.4 . . ?
C01E C01D C00Z 119.15(17) . . ?
C01E C01D H01K 120.4 . . ?
C01B C01E H01L 119.5 . . ?
C01D C01E C01B 121.04(17) . . ?
C01D C01E H01L 119.5 . . ?
C00X C01F H01F 119.7 . . ?
C00X C01F C01H 120.62(16) . . ?
C01H C01F H01F 119.7 . . ?
O007 C01G H01M 109.5 . . ?
O007 C01G H01N 109.5 . . ?
O007 C01G H01O 109.5 . . ?
H01M C01G H01N 109.5 . . ?
H01M C01G H01O 109.5 . . ?
H01N C01G H01O 109.5 . . ?
C00K C01H C01F 121.45(17) . . ?
C00K C01H H01H 119.3 . . ?
C01F C01H H01H 119.3 . . ?
C00Q C01I H01I 120.8 . . ?
C01J C01I C00Q 118.34(18) . . ?
C01J C01I H01I 120.8 . . ?
C01C C01J C01I 121.24(17) . . ?
C01C C01J H01J 119.4 . . ?
C01I C01J H01J 119.4 . . ?
O008 C01K H01A 109.5 . . ?
O008 C01K H01B 109.5 . . ?
O008 C01K H01D 109.5 . . ?
H01A C01K H01B 109.5 . . ?
H01A C01K H01D 109.5 . . ?
H01B C01K H01D 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
S002 C00C C00V S005 -176.29(10) . . . . ?
S002 C00C C00V C00Z 0.33(19) . . . . ?
S002 C00I C00Z C00V 1.04(18) . . . . ?
S002 C00I C00Z C01D 179.88(13) . . . . ?
S002 C00I C01A C01B 179.17(14) . . . . ?
S004 C00F C00X C01F -179.31(14) . . . . ?
S004 C00J C00O S006 -179.34(10) . . . . ?
S004 C00J C00O C00B -1.3(2) . . . . ?
S005 C00G C00N S003 -178.40(10) . . . . ?
S005 C00G C00N N009 -0.5(3) . . . . ?
S005 C00V C00Z C00I 175.86(12) . . . . ?
S005 C00V C00Z C01D -2.8(3) . . . . ?
S006 C00Y C011 S001 176.30(10) . . . . ?
S006 C00Y C011 N00A -1.8(3) . . . . ?
O008 C010 C016 N00A 6.2(2) . . . . ?
O008 C010 C016 C00Q -177.04(16) . . . . ?
O008 C010 C01C C01J 178.27(17) . . . . ?
N009 C00C C00V S005 1.8(3) . . . . ?
N009 C00C C00V C00Z 178.46(16) . . . . ?
N009 C00M C00S O007 5.1(2) . . . . ?
N009 C00M C00S C00P -174.56(15) . . . . ?
N00A C00J C00O S006 0.8(3) . . . . ?
N00A C00J C00O C00B 178.86(16) . . . . ?
C00B C00F C00X C01F -0.1(3) . . . . ?
C00B C00K C01H C01F -0.1(3) . . . . ?
C00C S002 C00I C00Z -0.73(13) . . . . ?
C00C S002 C00I C01A 179.58(17) . . . . ?
C00C N009 C00M C00L 105.6(2) . . . . ?
C00C N009 C00M C00S -80.1(2) . . . . ?
C00C N009 C00N S003 163.27(12) . . . . ?
C00C N009 C00N C00G -14.5(3) . . . . ?
C00C C00V C00Z C00I -0.9(2) . . . . ?
C00C C00V C00Z C01D -179.57(17) . . . . ?
C00D C00G C00N S003 1.36(19) . . . . ?
C00D C00G C00N N009 179.26(16) . . . . ?
C00E C00U C00W C018 -0.7(3) . . . . ?
C00F S004 C00J N00A -178.74(15) . . . . ?
C00F S004 C00J C00O 1.41(14) . . . . ?
C00F C00B C00K C01H -0.1(2) . . . . ?
C00F C00B C00O S006 178.48(12) . . . . ?
C00F C00B C00O C00J 0.4(2) . . . . ?
C00F C00X C01F C01H -0.1(3) . . . . ?
C00G S005 C00V C00C -13.27(17) . . . . ?
C00G S005 C00V C00Z 170.40(14) . . . . ?
C00G C00D C00T C00R 179.40(17) . . . . ?
C00G C00D C019 S003 -1.10(18) . . . . ?
C00G C00D C019 C014 -179.66(16) . . . . ?
C00H C00Y C011 S001 1.4(2) . . . . ?
C00H C00Y C011 N00A -176.67(17) . . . . ?
C00I S002 C00C N009 -178.03(14) . . . . ?
C00I S002 C00C C00V 0.23(14) . . . . ?
C00I C00Z C01D C01E 1.1(2) . . . . ?
C00I C01A C01B C01E 0.7(3) . . . . ?
C00J S004 C00F C00B -1.14(13) . . . . ?
C00J S004 C00F C00X 178.13(16) . . . . ?
C00J N00A C011 S001 162.57(13) . . . . ?
C00J N00A C011 C00Y -19.5(3) . . . . ?
C00J N00A C016 C00Q 91.5(2) . . . . ?
C00J N00A C016 C010 -91.7(2) . . . . ?
C00K C00B C00F S004 179.52(13) . . . . ?
C00K C00B C00F C00X 0.2(3) . . . . ?
C00K C00B C00O S006 -0.2(3) . . . . ?
C00K C00B C00O C00J -178.31(17) . . . . ?
C00L C00M C00S O007 179.43(16) . . . . ?
C00L C00M C00S C00P -0.3(3) . . . . ?
C00M N009 C00C S002 -4.1(2) . . . . ?
C00M N009 C00C C00V 177.87(17) . . . . ?
C00M N009 C00N S003 -1.7(2) . . . . ?
C00M N009 C00N C00G -179.49(17) . . . . ?
C00M C00L C013 C012 -0.1(3) . . . . ?
C00N S003 C019 C00D 1.56(13) . . . . ?
C00N S003 C019 C014 -179.97(17) . . . . ?
C00N N009 C00C S002 -168.26(12) . . . . ?
C00N N009 C00C C00V 13.7(3) . . . . ?
C00N N009 C00M C00L -90.5(2) . . . . ?
C00N N009 C00M C00S 83.9(2) . . . . ?
C00O S006 C00Y C00H -167.80(15) . . . . ?
C00O S006 C00Y C011 17.82(17) . . . . ?
C00O C00B C00F S004 0.64(18) . . . . ?
C00O C00B C00F C00X -178.67(16) . . . . ?
C00O C00B C00K C01H 178.52(17) . . . . ?
C00P C012 C013 C00L 0.2(3) . . . . ?
C00Q C01I C01J C01C 1.5(3) . . . . ?
C00S C00P C012 C013 -0.3(3) . . . . ?
C00T C00D C00G S005 -1.3(3) . . . . ?
C00T C00D C00G C00N 178.93(17) . . . . ?
C00T C00D C019 S003 179.71(13) . . . . ?
C00T C00D C019 C014 1.2(3) . . . . ?
C00T C00R C017 C014 0.4(3) . . . . ?
C00U C00E C015 S001 178.27(13) . . . . ?
C00U C00E C015 C00H -0.8(3) . . . . ?
C00U C00W C018 C00H -0.4(3) . . . . ?
C00V S005 C00G C00D -167.14(15) . . . . ?
C00V S005 C00G C00N 12.60(17) . . . . ?
C00V C00Z C01D C01E 179.72(17) . . . . ?
C00X C01F C01H C00K 0.2(3) . . . . ?
C00Y S006 C00O C00B 164.69(15) . . . . ?
C00Y S006 C00O C00J -17.48(17) . . . . ?
C00Y C00H C015 S001 -1.83(18) . . . . ?
C00Y C00H C015 C00E 177.39(16) . . . . ?
C00Y C00H C018 C00W -176.25(18) . . . . ?
C00Z C00I C01A C01B -0.5(3) . . . . ?
C00Z C01D C01E C01B -0.9(3) . . . . ?
C010 C01C C01J C01I -0.6(3) . . . . ?
C011 S001 C015 C00E -176.98(16) . . . . ?
C011 S001 C015 C00H 2.20(13) . . . . ?
C011 N00A C00J S004 -159.84(13) . . . . ?
C011 N00A C00J C00O 20.0(3) . . . . ?
C011 N00A C016 C00Q -108.2(2) . . . . ?
C011 N00A C016 C010 68.6(2) . . . . ?
C012 C00P C00S O007 -179.32(16) . . . . ?
C012 C00P C00S C00M 0.4(3) . . . . ?
C013 C00L C00M N009 174.46(16) . . . . ?
C013 C00L C00M C00S 0.1(3) . . . . ?
C015 S001 C011 N00A 176.13(15) . . . . ?
C015 S001 C011 C00Y -2.07(15) . . . . ?
C015 C00E C00U C00W 1.3(3) . . . . ?
C015 C00H C00Y S006 -174.64(13) . . . . ?
C015 C00H C00Y C011 0.3(2) . . . . ?
C015 C00H C018 C00W 0.9(3) . . . . ?
C016 N00A C00J S004 1.1(2) . . . . ?
C016 N00A C00J C00O -179.12(17) . . . . ?
C016 N00A C011 S001 1.3(2) . . . . ?
C016 N00A C011 C00Y 179.24(17) . . . . ?
C016 C00Q C01I C01J -0.2(3) . . . . ?
C016 C010 C01C C01J -1.6(3) . . . . ?
C017 C00R C00T C00D 0.9(3) . . . . ?
C017 C014 C019 S003 -178.29(14) . . . . ?
C017 C014 C019 C00D 0.0(3) . . . . ?
C018 C00H C00Y S006 2.7(3) . . . . ?
C018 C00H C00Y C011 177.61(18) . . . . ?
C018 C00H C015 S001 -179.50(13) . . . . ?
C018 C00H C015 C00E -0.3(3) . . . . ?
C019 S003 C00N N009 -179.79(14) . . . . ?
C019 S003 C00N C00G -1.69(14) . . . . ?
C019 C00D C00G S005 179.61(12) . . . . ?
C019 C00D C00G C00N -0.2(2) . . . . ?
C019 C00D C00T C00R -1.6(2) . . . . ?
C019 C014 C017 C00R -0.8(3) . . . . ?
C01A C00I C00Z C00V -179.25(16) . . . . ?
C01A C00I C00Z C01D -0.4(3) . . . . ?
C01A C01B C01E C01D 0.0(3) . . . . ?
C01C C010 C016 N00A -173.95(15) . . . . ?
C01C C010 C016 C00Q 2.8(3) . . . . ?
C01G O007 C00S C00M -178.58(15) . . . . ?
C01G O007 C00S C00P 1.1(2) . . . . ?
C01I C00Q C016 N00A 174.82(16) . . . . ?
C01I C00Q C016 C010 -1.9(3) . . . . ?
C01K O008 C010 C016 -163.34(16) . . . . ?
C01K O008 C010 C01C 16.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.133
_oxdiff_exptl_absorpt_empirical_full_min 0.907
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp-sh117
_database_code_depnum_ccdc_archive 'CCDC 2345987'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2024-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H11 F N2 S3'
_chemical_formula_sum            'C23 H11 F N2 S3'
_chemical_formula_weight         430.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H15N3SF
_chemical_oxdiff_usercomment     'Aus Toluol umkristallisiert'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   15.1168(3)
_cell_length_b                   15.1951(3)
_cell_length_c                   16.5116(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.678(2)
_cell_angle_gamma                90
_cell_volume                     3792.47(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6972
_cell_measurement_temperature    99.9(6)
_cell_measurement_theta_max      77.4920
_cell_measurement_theta_min      3.9470
_shelx_estimated_absorpt_T_max   0.834
_shelx_estimated_absorpt_T_min   0.453
_exptl_absorpt_coefficient_mu    3.761
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.752
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (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   ?
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 1 0 0.0325
-2 -1 0 0.0492
0 1 2 0.1079
-1 0 1 0.0999
1 0 -1 0.0961
0 -1 -2 0.1085
1 1 2 0.1059
9 3 0 0.0331
-9 -4 -1 0.0405
-2 4 10 0.1084
10 1 0 0.0308
-10 0 0 0.0507
9 -3 -1 0.0232
0 0 1 0.1182
-9 3 0 0.0502
-3 -1 10 0.1100
8 -5 0 0.0213
-3 -2 10 0.1043
1 -1 0 0.0189
-6 8 -3 0.0493
1 -2 0 0.0142
-3 9 -2 0.0432
5 -8 -3 0.0331
-2 10 0 0.0233
1 10 1 0.0282
0 -10 -2 0.0289
-6 -6 -5 0.0478

_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.9964 0.9996 -0.0021 -0.0353 -0.1988 0.1045
-1.9964 -0.9996 0.0021 0.0353 0.1988 -0.1045
-0.0003 1.0005 1.9978 -0.0193 -0.1360 -0.1621
-0.9984 0.0005 1.0000 0.0080 0.0314 -0.1333
0.9984 -0.0005 -1.0000 -0.0080 -0.0314 0.1333
0.0003 -1.0005 -1.9978 0.0193 0.1360 0.1621
0.9986 1.0008 1.9978 0.0080 -0.2134 -0.1019
9.3552 2.9622 -0.3583 -0.0229 -0.8396 0.5427
-9.0753 -3.5230 -1.2466 0.0242 0.9164 -0.3995
-1.5476 3.5115 9.8817 -0.0086 -0.4892 -0.8721
9.7314 1.2394 -0.2210 0.1470 -0.7991 0.5829
-9.7991 0.4175 -0.0250 -0.3063 0.7426 -0.5955
9.3883 -2.8320 -0.5452 0.4918 -0.5781 0.6511
0.0005 0.0007 0.9999 0.0353 -0.0461 -0.0731
-9.3764 2.8605 -0.3769 -0.5266 0.6183 -0.5834
-2.5716 -1.0066 10.3210 0.3847 -0.2308 -0.8937
8.4258 -5.0422 -0.4453 0.6675 -0.4106 0.6211
-3.0895 -2.3735 9.8877 0.4780 -0.1104 -0.8714
1.0003 -0.9989 0.0020 0.1171 -0.0336 0.0761
-5.6873 7.6517 -2.6213 -0.9354 0.2242 -0.2735
1.0016 -1.9981 0.0041 0.2070 0.0102 0.0920
-2.7833 9.1954 -2.4130 -0.9872 -0.0786 -0.1384
5.3830 -7.8502 -2.8077 0.7531 0.0578 0.6554
-2.0591 9.6483 0.1409 -0.9179 -0.2722 -0.2888
1.2167 9.7625 0.7985 -0.8153 -0.5615 -0.1412
-0.4197 -9.7038 -1.8673 0.7941 0.5462 0.2665
-5.9299 -6.3299 -4.9617 0.2311 0.9671 0.1067

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13104
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.704
_diffrn_reflns_theta_min         3.954
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00 -37.00   0.50    9.77    --  -49.31 -50.00-125.00  166
  2  ω   -116.00 -34.00   0.50   39.09    --  -90.00 168.00  35.00  164
  3  ω    -62.00 -18.00   0.50   39.09    --  -90.00  50.00  21.00   88
  4  ω    -83.00 -22.00   0.50   39.09    --  -90.00 116.00-109.00  122
  5  ω     90.00 178.00   0.50   39.09    --  109.38  72.00 174.00  176
  6  ω   -118.00 -73.00   0.50    9.77    --  -49.31-125.00 150.00   90
  7  ω    -24.00  21.00   0.50    9.77    --   49.31 -19.00  60.00   90
  8  ω    -24.00  21.00   0.50    9.77    --   49.31 -19.00  30.00   90
  9  ω    -24.00  21.00   0.50    9.77    --   49.31 -19.00-120.00   90
 10  ω    -48.00 -18.00   0.50   39.09    --  -90.00  38.00 -60.00   60
 11  ω    -71.00 -18.00   0.50   39.09    --  -90.00  57.00  30.00  106
 12  ω   -152.00-107.00   0.50   39.09    --  -90.00 -19.00  60.00   90
 13  ω    -49.00 -18.00   0.50   39.09    --  -90.00  57.00   0.00   62
 14  ω    -85.00 -31.00   0.50   39.09    --  -90.00 125.00  30.00  108
 15  ω    -47.00 -22.00   0.50   39.09    --  -90.00  38.00   0.00   50
 16  ω    -47.00 -19.00   0.50   39.09    --  -90.00  38.00-180.00   56
 17  ω    -63.00 -37.00   0.50   39.09    --  -90.00  57.00-180.00   52
 18  ω    -48.00 -18.00   0.50   39.09    --  -90.00  38.00 120.00   60
 19  ω    115.00 168.00   0.50   39.09    --  109.38  57.00 -90.00  106
 20  ω     40.00 105.00   0.50   39.09    --  109.38 -99.00 -30.00  130
 21  ω     39.00 104.00   0.50   39.09    --  109.38 -99.00 150.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0273441000
_diffrn_orient_matrix_UB_12      -0.0898159000
_diffrn_orient_matrix_UB_13      0.0353290000
_diffrn_orient_matrix_UB_21      -0.0775461000
_diffrn_orient_matrix_UB_22      -0.0440887000
_diffrn_orient_matrix_UB_23      -0.0459821000
_diffrn_orient_matrix_UB_31      0.0602798000
_diffrn_orient_matrix_UB_32      -0.0159966000
_diffrn_orient_matrix_UB_33      -0.0731327000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3178
_reflns_number_total             3606
_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       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.295
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3606
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0558
_refine_ls_restrained_S_all      1.066
_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)+(0.0806P)²+10.9002P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1472
_refine_ls_wR_factor_ref         0.1526
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00H(H00H), C00I(H00I), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T)
;
_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
S001 S 0.35468(5) 0.35631(5) 0.55835(4) 0.0320(2) Uani 1 1 d . . . . .
S002 S 0.50445(5) 0.26404(5) 0.76522(4) 0.0342(2) Uani 1 1 d . . . . .
S003 S 0.62155(6) 0.34880(5) 0.46900(5) 0.0398(2) Uani 1 1 d . . . . .
F004 F 0.71654(15) 0.31663(16) 0.65584(15) 0.0588(6) Uani 1 1 d . . . . .
N005 N 0.54536(18) 0.28050(18) 0.60468(16) 0.0342(6) Uani 1 1 d . . . . .
C006 C 0.4804(2) 0.2887(2) 0.66408(18) 0.0303(6) Uani 1 1 d . . . . .
C007 C 0.3511(2) 0.33243(19) 0.72724(17) 0.0289(6) Uani 1 1 d . . . . .
C008 C 0.4000(2) 0.30097(19) 0.79412(17) 0.0306(6) Uani 1 1 d . . . . .
C009 C 0.5024(2) 0.1044(2) 0.5670(2) 0.0367(7) Uani 1 1 d . . . . .
C00A C 0.4567(2) 0.36823(19) 0.50891(17) 0.0292(6) Uani 1 1 d . . . . .
C00B C 0.4665(2) 0.4159(2) 0.43403(18) 0.0339(7) Uani 1 1 d . . . . .
C00C C 0.5328(2) 0.3284(2) 0.53327(18) 0.0308(6) Uani 1 1 d . . . . .
C00D C 0.3987(2) 0.32372(19) 0.65324(17) 0.0276(6) Uani 1 1 d . . . . .
C00E C 0.6105(2) 0.2131(2) 0.60992(19) 0.0346(7) Uani 1 1 d . . . . .
C00F C 0.2652(2) 0.3641(2) 0.73905(19) 0.0327(7) Uani 1 1 d . . . . .
H00F H 0.231499 0.386144 0.694569 0.039 Uiso 1 1 calc R U . . .
C00G C 0.5915(2) 0.1255(2) 0.5907(2) 0.0367(7) Uani 1 1 d . . . . .
C00H C 0.3644(2) 0.3002(2) 0.87170(18) 0.0365(7) Uani 1 1 d . . . . .
H00H H 0.397672 0.278730 0.916675 0.044 Uiso 1 1 calc R U . . .
C00I C 0.2300(2) 0.3631(2) 0.8155(2) 0.0378(7) Uani 1 1 d . . . . .
H00I H 0.171578 0.384087 0.823674 0.045 Uiso 1 1 calc R U . . .
C00J C 0.5533(2) 0.4096(2) 0.40393(19) 0.0370(7) Uani 1 1 d . . . . .
C00K C 0.2797(3) 0.3315(2) 0.8812(2) 0.0391(8) Uani 1 1 d . . . . .
H00K H 0.254432 0.331620 0.933632 0.047 Uiso 1 1 calc R U . . .
C00L C 0.4268(3) 0.5005(2) 0.3164(2) 0.0470(9) Uani 1 1 d . . . . .
H00L H 0.383822 0.532114 0.285640 0.056 Uiso 1 1 calc R U . . .
C00M C 0.4032(3) 0.4633(2) 0.38995(19) 0.0400(8) Uani 1 1 d . . . . .
H00M H 0.344958 0.470069 0.409917 0.048 Uiso 1 1 calc R U . . .
C00N C 0.5763(3) 0.4468(2) 0.3305(2) 0.0451(9) Uani 1 1 d . . . . .
H00N H 0.634655 0.441313 0.310435 0.054 Uiso 1 1 calc R U . . .
C00O C 0.6968(2) 0.2320(2) 0.6343(2) 0.0397(8) Uani 1 1 d . . . . .
C00P C 0.6563(2) 0.0607(2) 0.5944(2) 0.0468(9) Uani 1 1 d . . . . .
H00P H 0.642194 0.001417 0.581314 0.056 Uiso 1 1 calc R U . . .
N00Q N 0.4332(3) 0.0818(3) 0.5500(2) 0.0648(10) Uani 1 1 d . . . . .
C00R C 0.5121(3) 0.4922(2) 0.2873(2) 0.0502(10) Uani 1 1 d . . . . .
H00R H 0.526670 0.518155 0.236882 0.060 Uiso 1 1 calc R U . . .
C00S C 0.7416(2) 0.0836(3) 0.6175(3) 0.0513(10) Uani 1 1 d . . . . .
H00S H 0.786459 0.039867 0.619214 0.062 Uiso 1 1 calc R U . . .
C00T C 0.7621(2) 0.1687(3) 0.6378(3) 0.0502(9) Uani 1 1 d . . . . .
H00T H 0.820608 0.183933 0.654151 0.060 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
S001 C00A 1.762(3) . ?
S001 C00D 1.766(3) . ?
S002 C006 1.746(3) . ?
S002 C008 1.748(3) . ?
S003 C00C 1.749(3) . ?
S003 C00J 1.746(4) . ?
F004 C00O 1.366(4) . ?
N005 C006 1.402(4) . ?
N005 C00C 1.397(4) . ?
N005 C00E 1.423(4) . ?
C006 C00D 1.354(4) . ?
C007 C008 1.405(4) . ?
C007 C00D 1.432(4) . ?
C007 C00F 1.400(5) . ?
C008 C00H 1.395(5) . ?
C009 C00G 1.435(4) . ?
C009 N00Q 1.133(5) . ?
C00A C00B 1.442(4) . ?
C00A C00C 1.357(5) . ?
C00B C00J 1.412(5) . ?
C00B C00M 1.395(5) . ?
C00E C00G 1.398(5) . ?
C00E C00O 1.390(5) . ?
C00F H00F 0.9500 . ?
C00F C00I 1.376(5) . ?
C00G C00P 1.389(5) . ?
C00H H00H 0.9500 . ?
C00H C00K 1.377(5) . ?
C00I H00I 0.9500 . ?
C00I C00K 1.397(5) . ?
C00J C00N 1.386(5) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00L C00M 1.389(5) . ?
C00L C00R 1.388(6) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00R 1.381(6) . ?
C00O C00T 1.379(5) . ?
C00P H00P 0.9500 . ?
C00P C00S 1.386(5) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00T 1.370(6) . ?
C00T H00T 0.9500 . ?

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
C00A S001 C00D 96.73(14) . . ?
C006 S002 C008 90.75(14) . . ?
C00J S003 C00C 90.86(16) . . ?
C006 N005 C00E 120.8(3) . . ?
C00C N005 C006 117.0(3) . . ?
C00C N005 C00E 120.9(3) . . ?
N005 C006 S002 120.7(2) . . ?
C00D C006 S002 113.0(2) . . ?
C00D C006 N005 126.0(3) . . ?
C008 C007 C00D 112.0(3) . . ?
C00F C007 C008 119.2(3) . . ?
C00F C007 C00D 128.8(3) . . ?
C007 C008 S002 111.3(2) . . ?
C00H C008 S002 127.4(2) . . ?
C00H C008 C007 121.3(3) . . ?
N00Q C009 C00G 175.2(4) . . ?
C00B C00A S001 123.2(2) . . ?
C00C C00A S001 124.1(2) . . ?
C00C C00A C00B 112.5(3) . . ?
C00J C00B C00A 111.9(3) . . ?
C00M C00B C00A 129.0(3) . . ?
C00M C00B C00J 119.0(3) . . ?
N005 C00C S003 120.5(2) . . ?
C00A C00C S003 113.3(2) . . ?
C00A C00C N005 126.1(3) . . ?
C006 C00D S001 124.1(2) . . ?
C006 C00D C007 113.0(3) . . ?
C007 C00D S001 122.9(2) . . ?
C00G C00E N005 122.1(3) . . ?
C00O C00E N005 121.0(3) . . ?
C00O C00E C00G 116.9(3) . . ?
C007 C00F H00F 120.2 . . ?
C00I C00F C007 119.6(3) . . ?
C00I C00F H00F 120.2 . . ?
C00E C00G C009 117.7(3) . . ?
C00P C00G C009 120.8(3) . . ?
C00P C00G C00E 121.5(3) . . ?
C008 C00H H00H 120.9 . . ?
C00K C00H C008 118.1(3) . . ?
C00K C00H H00H 120.9 . . ?
C00F C00I H00I 119.8 . . ?
C00F C00I C00K 120.4(3) . . ?
C00K C00I H00I 119.8 . . ?
C00B C00J S003 111.4(2) . . ?
C00N C00J S003 127.0(3) . . ?
C00N C00J C00B 121.6(3) . . ?
C00H C00K C00I 121.5(3) . . ?
C00H C00K H00K 119.3 . . ?
C00I C00K H00K 119.3 . . ?
C00M C00L H00L 119.5 . . ?
C00R C00L H00L 119.5 . . ?
C00R C00L C00M 120.9(4) . . ?
C00B C00M H00M 120.5 . . ?
C00L C00M C00B 119.0(4) . . ?
C00L C00M H00M 120.5 . . ?
C00J C00N H00N 120.9 . . ?
C00R C00N C00J 118.2(4) . . ?
C00R C00N H00N 120.9 . . ?
F004 C00O C00E 118.1(3) . . ?
F004 C00O C00T 119.4(3) . . ?
C00T C00O C00E 122.5(3) . . ?
C00G C00P H00P 120.4 . . ?
C00S C00P C00G 119.2(4) . . ?
C00S C00P H00P 120.4 . . ?
C00L C00R H00R 119.4 . . ?
C00N C00R C00L 121.1(3) . . ?
C00N C00R H00R 119.4 . . ?
C00P C00S H00S 119.6 . . ?
C00T C00S C00P 120.8(3) . . ?
C00T C00S H00S 119.6 . . ?
C00O C00T H00T 120.4 . . ?
C00S C00T C00O 119.2(3) . . ?
C00S C00T H00T 120.4 . . ?

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
S001 C00A C00B C00J -175.2(2) . . . . ?
S001 C00A C00B C00M 3.5(5) . . . . ?
S001 C00A C00C S003 177.07(16) . . . . ?
S001 C00A C00C N005 -7.5(5) . . . . ?
S002 C006 C00D S001 179.64(16) . . . . ?
S002 C006 C00D C007 0.1(3) . . . . ?
S002 C008 C00H C00K -179.1(2) . . . . ?
S003 C00J C00N C00R 179.5(2) . . . . ?
F004 C00O C00T C00S 178.9(4) . . . . ?
N005 C006 C00D S001 6.4(5) . . . . ?
N005 C006 C00D C007 -173.2(3) . . . . ?
N005 C00E C00G C009 -1.6(5) . . . . ?
N005 C00E C00G C00P 178.6(3) . . . . ?
N005 C00E C00O F004 2.2(5) . . . . ?
N005 C00E C00O C00T -178.1(3) . . . . ?
C006 S002 C008 C007 -1.3(2) . . . . ?
C006 S002 C008 C00H 177.7(3) . . . . ?
C006 N005 C00C S003 161.4(2) . . . . ?
C006 N005 C00C C00A -13.7(4) . . . . ?
C006 N005 C00E C00G 76.4(4) . . . . ?
C006 N005 C00E C00O -104.0(4) . . . . ?
C007 C008 C00H C00K -0.2(4) . . . . ?
C007 C00F C00I C00K 0.6(5) . . . . ?
C008 S002 C006 N005 174.3(3) . . . . ?
C008 S002 C006 C00D 0.7(2) . . . . ?
C008 C007 C00D S001 179.4(2) . . . . ?
C008 C007 C00D C006 -1.1(4) . . . . ?
C008 C007 C00F C00I -0.6(4) . . . . ?
C008 C00H C00K C00I 0.1(5) . . . . ?
C009 C00G C00P C00S 180.0(4) . . . . ?
C00A S001 C00D C006 -21.4(3) . . . . ?
C00A S001 C00D C007 158.1(2) . . . . ?
C00A C00B C00J S003 -1.9(3) . . . . ?
C00A C00B C00J C00N 176.7(3) . . . . ?
C00A C00B C00M C00L -176.6(3) . . . . ?
C00B C00A C00C S003 1.8(3) . . . . ?
C00B C00A C00C N005 177.3(3) . . . . ?
C00B C00J C00N C00R 1.1(5) . . . . ?
C00C S003 C00J C00B 2.4(2) . . . . ?
C00C S003 C00J C00N -176.1(3) . . . . ?
C00C N005 C006 S002 -158.4(2) . . . . ?
C00C N005 C006 C00D 14.3(5) . . . . ?
C00C N005 C00E C00G -90.4(4) . . . . ?
C00C N005 C00E C00O 89.3(4) . . . . ?
C00C C00A C00B C00J 0.0(4) . . . . ?
C00C C00A C00B C00M 178.8(3) . . . . ?
C00D S001 C00A C00B -163.3(2) . . . . ?
C00D S001 C00A C00C 21.9(3) . . . . ?
C00D C007 C008 S002 1.6(3) . . . . ?
C00D C007 C008 C00H -177.5(3) . . . . ?
C00D C007 C00F C00I 176.9(3) . . . . ?
C00E N005 C006 S002 34.3(4) . . . . ?
C00E N005 C006 C00D -153.0(3) . . . . ?
C00E N005 C00C S003 -31.3(4) . . . . ?
C00E N005 C00C C00A 153.5(3) . . . . ?
C00E C00G C00P C00S -0.2(6) . . . . ?
C00E C00O C00T C00S -0.8(6) . . . . ?
C00F C007 C008 S002 179.5(2) . . . . ?
C00F C007 C008 C00H 0.4(4) . . . . ?
C00F C007 C00D S001 1.7(4) . . . . ?
C00F C007 C00D C006 -178.7(3) . . . . ?
C00F C00I C00K C00H -0.3(5) . . . . ?
C00G C00E C00O F004 -178.1(3) . . . . ?
C00G C00E C00O C00T 1.6(5) . . . . ?
C00G C00P C00S C00T 1.2(6) . . . . ?
C00J S003 C00C N005 -178.2(3) . . . . ?
C00J S003 C00C C00A -2.5(2) . . . . ?
C00J C00B C00M C00L 2.1(5) . . . . ?
C00J C00N C00R C00L 0.0(5) . . . . ?
C00M C00B C00J S003 179.2(2) . . . . ?
C00M C00B C00J C00N -2.2(5) . . . . ?
C00M C00L C00R C00N -0.1(5) . . . . ?
C00O C00E C00G C009 178.7(3) . . . . ?
C00O C00E C00G C00P -1.1(5) . . . . ?
C00P C00S C00T C00O -0.7(6) . . . . ?
C00R C00L C00M C00B -1.0(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.758
_oxdiff_exptl_absorpt_empirical_full_min 0.300
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp-sh76_0_2
_database_code_depnum_ccdc_archive 'CCDC 2345988'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2022-08-26
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H12 Cl N S3'
_chemical_formula_sum            'C22 H12 Cl N S3'
_chemical_formula_weight         421.96
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H12ClNS3
_chemical_oxdiff_usercomment     'gelber Block'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   16.5856(2)
_cell_length_b                   17.2589(2)
_cell_length_c                   6.42770(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1839.92(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14885
_cell_measurement_temperature    99.97(19)
_cell_measurement_theta_max      77.5540
_cell_measurement_theta_min      3.6540
_shelx_estimated_absorpt_T_max   0.786
_shelx_estimated_absorpt_T_min   0.446
_exptl_absorpt_coefficient_mu    5.067
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.629
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
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   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -2 -1 0.0950
-1 -2 1 0.0865
3 9 -2 0.0762
-1 0 1 0.0808
1 2 0 0.0359
0 -2 -1 0.0967
-2 -1 0 0.0322
-1 2 2 0.0754
1 -2 -2 0.1073
-1 -2 -1 0.0900
1 0 0 0.0254
-1 -2 2 0.0873
0 1 -1 0.1041
1 -2 0 0.0333
1 -2 2 0.0833
-1 1 0 0.0333
1 -1 0 0.0250
-2 1 0 0.0267
2 -1 0 0.0208
-1 0 0 0.0295
2 1 1 0.0440
-10 -2 -2 0.0525

_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0070 -1.9928 -1.0003 -0.0367 -0.0778 0.3008
-0.9907 -2.0065 0.9985 -0.0727 -0.2416 -0.1848
3.1391 8.5603 -2.4013 0.2154 0.9083 0.3586
-0.9989 -0.0069 0.9994 -0.0180 -0.0819 -0.2428
0.9935 2.0019 0.0005 -0.0253 0.1975 -0.0292
0.0054 -1.9951 -0.9999 0.0434 -0.1156 0.2720
-1.9993 -1.0044 0.0003 0.1327 -0.1553 -0.0287
-1.0043 1.9882 1.9993 -0.0614 0.0337 -0.5147
1.0043 -1.9882 -1.9993 0.0614 -0.0337 0.5147
-0.9963 -1.9973 -0.9996 0.1234 -0.1533 0.2431
1.0017 0.0023 -0.0004 -0.0800 0.0377 0.0288
-0.9879 -2.0111 1.9976 -0.1707 -0.2857 -0.3987
-0.0069 1.0044 -0.9986 0.1254 0.1240 0.1849
1.0098 -1.9974 -0.0012 -0.1347 -0.1220 0.0868
1.0154 -2.0066 1.9969 -0.3308 -0.2103 -0.3411
-1.0058 0.9976 0.0008 0.1073 0.0421 -0.0578
1.0058 -0.9976 -0.0008 -0.1073 -0.0421 0.0578
-2.0074 0.9953 0.0011 0.1873 0.0044 -0.0867
2.0074 -0.9953 -0.0011 -0.1873 -0.0044 0.0867
-1.0017 -0.0023 0.0004 0.0800 -0.0377 -0.0288
2.0021 0.9998 0.9988 -0.2307 0.1112 -0.1853
-9.7806 -1.6465 -1.6305 0.8970 -0.4267 0.1155

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            23065
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.181
_diffrn_reflns_theta_min         3.696
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(19)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00 -49.00   0.50    0.52    --  -49.31  99.00 124.00   52
  2  ω    -44.00  22.00   0.50    0.52    --  -49.31  99.00 124.00  132
  3  ω   -125.00-100.00   0.50    2.09    --  -90.00 -99.00  18.00   50
  4  ω    108.00 141.00   0.50    2.09    --  109.37  99.00 124.00   66
  5  ω     78.00 105.00   0.50    2.09    --  109.37 -99.00  18.00   54
  6  ω     44.00  72.00   0.50    2.09    --  109.37 -99.00  18.00   56
  7  ω    -28.00  25.00   0.50    0.52    --  -49.31  19.00-180.00  106
  8  ω   -121.00 -95.00   0.50    0.52    --  -49.31 -77.00  90.00   52
  9  ω   -114.00 -28.00   0.50    0.52    --  -49.31 -77.00  30.00  172
 10  ω    -91.00 -32.00   0.50    0.52    --  -49.31 -77.00  90.00  118
 11  ω   -114.00 -75.00   0.50    0.52    --  -49.31 -38.00  90.00   78
 12  ω   -109.00 -82.00   0.50    0.52    --  -49.31-125.00 120.00   54
 13  ω      1.00  53.00   0.50    0.52    --   49.31 -99.00  18.00  104
 14  ω   -100.00 -73.00   0.50    2.09    --  -90.00 -67.00  39.44   54
 15  ω   -101.00 -74.00   0.50    2.09    --  -90.00 -66.00  34.13   54
 16  ω   -156.00 -70.00   0.50    2.09    --  -90.00 -72.00 -23.06  172
 17  ω    -48.00 -19.00   0.50    2.09    --  -90.00  38.00 -60.00   58
 18  ω    -48.00 -19.00   0.50    2.09    --  -90.00  38.00-120.00   58
 19  ω   -160.00 -73.00   0.50    2.09    --  -90.00 -69.00  -0.74  174
 20  ω    -48.00 -22.00   0.50    2.09    --  -90.00  38.00  90.00   52
 21  ω   -120.00 -82.00   0.50    2.09    --  -90.00 -38.00-150.00   76
 22  ω    -46.00 -20.00   0.50    2.09    --  -90.00  38.00  60.00   52
 23  ω   -161.00-130.00   0.50    2.09    --  -90.00 -38.00-150.00   62
 24  ω    -98.00 -73.00   0.50    2.09    --  -90.00 -65.00  29.05   50
 25  ω    -48.00 -23.00   0.50    2.09    --  -90.00  38.00 150.00   50
 26  ω    -96.00 -68.00   0.50    2.09    --  -90.00 -77.00  90.00   56
 27  ω   -157.00 -89.00   0.50    2.09    --  -90.00 -99.00 -30.00  136
 28  ω    -94.00 -68.00   0.50    2.09    --  -90.00 -77.00  30.00   52
 29  ω   -154.00 -73.00   0.50    2.09    --  -90.00 -65.00  68.45  162
 30  ω   -159.00-108.00   0.50    2.09    --  -90.00 -77.00  90.00  102
 31  ω    -95.00 -68.00   0.50    2.09    --  -90.00 -77.00   0.00   54
 32  ω   -160.00-128.00   0.50    2.09    --  -90.00 -99.00 -60.00   64
 33  ω   -112.00 -87.00   0.50    2.09    --  -90.00 -99.00 -60.00   50
 34  ω   -161.00 -75.00   0.50    2.09    --  -90.00 -61.00  17.90  172
 35  ω    -97.00 -68.00   0.50    2.09    --  -90.00 -77.00  60.00   58
 36  ω   -116.00 -71.00   0.50    2.09    --  -90.00 -70.00   8.24   90
 37  ω    -80.00 -28.00   0.50    2.09    --  -90.00  99.00 124.00  104
 38  ω    -71.00 -45.00   0.50    2.09    --  -90.00  57.00   0.00   52
 39  ω   -159.00-109.00   0.50    2.09    --  -90.00 -99.00 150.00  100
 40  ω   -154.00-117.00   0.50    2.09    --  -90.00 -65.00  29.05   74
 41  ω     68.00 108.00   0.50    2.09    --  109.37-125.00-120.00   80
 42  ω     37.00 100.00   0.50    2.09    --  109.37 -77.00-180.00  126
 43  ω     41.00 106.00   0.50    2.09    --  109.37 -99.00  60.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0799651000
_diffrn_orient_matrix_UB_12      0.0270613000
_diffrn_orient_matrix_UB_13      -0.0977792000
_diffrn_orient_matrix_UB_21      0.0374762000
_diffrn_orient_matrix_UB_22      0.0800430000
_diffrn_orient_matrix_UB_23      -0.0439223000
_diffrn_orient_matrix_UB_31      0.0287764000
_diffrn_orient_matrix_UB_32      -0.0287995000
_diffrn_orient_matrix_UB_33      -0.2143680000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.849
_reflns_number_gt                3402
_reflns_number_total             3539
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3539
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1024P)²+0.3250P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1246
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C00D(H00D), C00E(H00E), C00F(H00F), C00H(H00H), C00J(H00J),
 C00L(H00L), C00M(H00M), C00N(H00N), C00P(H00P), C00Q(H00Q), C00R(H00R)
;
_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
S001 S 0.63029(6) 0.67635(6) 0.60242(18) 0.0272(3) Uani 1 1 d . . . . .
S002 S 0.55287(6) 0.91450(5) 0.54046(18) 0.0264(3) Uani 1 1 d . . . . .
S003 S 0.50012(5) 0.67346(5) 0.0205(2) 0.0261(3) Uani 1 1 d . . . . .
Cl04 Cl 0.36403(6) 0.75136(6) 0.54871(19) 0.0343(3) Uani 1 1 d . . . . .
N005 N 0.5174(2) 0.7848(2) 0.3169(6) 0.0259(7) Uani 1 1 d . . . . .
C006 C 0.4507(2) 0.8643(2) 0.0548(8) 0.0285(9) Uani 1 1 d . . . . .
H006 H 0.501663 0.873203 -0.008449 0.034 Uiso 1 1 calc R U . . .
C007 C 0.4461(2) 0.8203(2) 0.2358(7) 0.0235(8) Uani 1 1 d . . . . .
C008 C 0.5541(2) 0.5876(2) 0.0573(8) 0.0245(8) Uani 1 1 d . . . . .
C009 C 0.5968(2) 0.5879(2) 0.2452(7) 0.0235(8) Uani 1 1 d . . . . .
C00A C 0.6454(3) 0.8260(2) 0.7685(7) 0.0252(9) Uani 1 1 d . . . . .
C00B C 0.6107(2) 0.7773(2) 0.6126(7) 0.0251(8) Uani 1 1 d . . . . .
C00C C 0.5589(2) 0.8152(2) 0.4855(7) 0.0246(9) Uani 1 1 d . . . . .
C00D C 0.3819(3) 0.8952(3) -0.0341(8) 0.0302(9) Uani 1 1 d . . . . .
H00D H 0.385735 0.924932 -0.158216 0.036 Uiso 1 1 calc R U . . .
C00E C 0.6457(3) 0.4602(3) 0.1642(8) 0.0296(9) Uani 1 1 d . . . . .
H00E H 0.676737 0.415888 0.199857 0.036 Uiso 1 1 calc R U . . .
C00F C 0.3076(2) 0.8829(2) 0.0576(7) 0.0298(9) Uani 1 1 d . . . . .
H00F H 0.260438 0.904491 -0.002780 0.036 Uiso 1 1 calc R U . . .
C00G C 0.6189(3) 0.9034(3) 0.7510(8) 0.0259(9) Uani 1 1 d . . . . .
C00H C 0.6425(3) 0.5226(2) 0.3002(8) 0.0271(9) Uani 1 1 d . . . . .
H00H H 0.670841 0.521086 0.428553 0.032 Uiso 1 1 calc R U . . .
C00I C 0.5857(2) 0.6592(2) 0.3576(7) 0.0246(8) Uani 1 1 d . . . . .
C00J C 0.3020(3) 0.8389(3) 0.2388(8) 0.0282(9) Uani 1 1 d . . . . .
H00J H 0.251034 0.830367 0.302315 0.034 Uiso 1 1 calc R U . . .
C00K C 0.3707(2) 0.8077(2) 0.3251(7) 0.0254(9) Uani 1 1 d . . . . .
C00L C 0.6038(3) 0.4616(2) -0.0242(8) 0.0299(9) Uani 1 1 d . . . . .
H00L H 0.607245 0.418485 -0.115815 0.036 Uiso 1 1 calc R U . . .
C00M C 0.6957(3) 0.8064(3) 0.9342(7) 0.0305(9) Uani 1 1 d . . . . .
H00M H 0.715024 0.754848 0.947634 0.037 Uiso 1 1 calc R U . . .
C00N C 0.5573(3) 0.5250(2) -0.0792(8) 0.0280(9) Uani 1 1 d . . . . .
H00N H 0.528389 0.525800 -0.206760 0.034 Uiso 1 1 calc R U . . .
C00O C 0.5364(2) 0.7090(2) 0.2553(7) 0.0242(8) Uani 1 1 d . . . . .
C00P C 0.6901(3) 0.9382(3) 1.0593(7) 0.0319(9) Uani 1 1 d . . . . .
H00P H 0.705401 0.975672 1.160124 0.038 Uiso 1 1 calc R U . . .
C00Q C 0.6409(2) 0.9599(3) 0.8950(8) 0.0276(9) Uani 1 1 d . . . . .
H00Q H 0.622621 1.011793 0.881025 0.033 Uiso 1 1 calc R U . . .
C00R C 0.7177(3) 0.8616(3) 1.0786(7) 0.0329(10) Uani 1 1 d . . . . .
H00R H 0.751570 0.847795 1.191788 0.039 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
S001 C00B 1.774(4) . ?
S001 C00I 1.764(5) . ?
S002 C00C 1.753(4) . ?
S002 C00G 1.751(5) . ?
S003 C008 1.748(4) . ?
S003 C00O 1.736(5) . ?
Cl04 C00K 1.739(5) . ?
N005 C007 1.430(5) . ?
N005 C00C 1.386(6) . ?
N005 C00O 1.403(6) . ?
C006 H006 0.9500 . ?
C006 C007 1.392(6) . ?
C006 C00D 1.383(6) . ?
C007 C00K 1.393(6) . ?
C008 C009 1.399(6) . ?
C008 C00N 1.393(6) . ?
C009 C00H 1.404(6) . ?
C009 C00I 1.438(6) . ?
C00A C00B 1.428(6) . ?
C00A C00G 1.410(6) . ?
C00A C00M 1.395(7) . ?
C00B C00C 1.354(6) . ?
C00D H00D 0.9500 . ?
C00D C00F 1.383(6) . ?
C00E H00E 0.9500 . ?
C00E C00H 1.388(6) . ?
C00E C00L 1.396(7) . ?
C00F H00F 0.9500 . ?
C00F C00J 1.394(7) . ?
C00G C00Q 1.393(6) . ?
C00H H00H 0.9500 . ?
C00I C00O 1.356(6) . ?
C00J H00J 0.9500 . ?
C00J C00K 1.377(6) . ?
C00L H00L 0.9500 . ?
C00L C00N 1.385(6) . ?
C00M H00M 0.9500 . ?
C00M C00R 1.379(6) . ?
C00N H00N 0.9500 . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.386(7) . ?
C00P C00R 1.404(6) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?

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
C00I S001 C00B 97.0(2) . . ?
C00G S002 C00C 90.7(2) . . ?
C00O S003 C008 90.2(2) . . ?
C00C N005 C007 122.2(4) . . ?
C00C N005 C00O 117.5(3) . . ?
C00O N005 C007 118.8(3) . . ?
C007 C006 H006 119.6 . . ?
C00D C006 H006 119.6 . . ?
C00D C006 C007 120.7(4) . . ?
C006 C007 N005 119.5(4) . . ?
C006 C007 C00K 118.6(4) . . ?
C00K C007 N005 121.7(4) . . ?
C009 C008 S003 111.9(3) . . ?
C00N C008 S003 126.3(4) . . ?
C00N C008 C009 121.9(4) . . ?
C008 C009 C00H 119.1(4) . . ?
C008 C009 C00I 111.9(4) . . ?
C00H C009 C00I 129.0(4) . . ?
C00G C00A C00B 112.1(4) . . ?
C00M C00A C00B 129.3(4) . . ?
C00M C00A C00G 118.5(4) . . ?
C00A C00B S001 122.0(3) . . ?
C00C C00B S001 124.6(3) . . ?
C00C C00B C00A 113.3(4) . . ?
N005 C00C S002 119.9(3) . . ?
C00B C00C S002 112.7(3) . . ?
C00B C00C N005 127.2(4) . . ?
C006 C00D H00D 120.0 . . ?
C00F C00D C006 120.0(4) . . ?
C00F C00D H00D 120.0 . . ?
C00H C00E H00E 119.5 . . ?
C00H C00E C00L 120.9(4) . . ?
C00L C00E H00E 119.5 . . ?
C00D C00F H00F 120.0 . . ?
C00D C00F C00J 120.0(4) . . ?
C00J C00F H00F 120.0 . . ?
C00A C00G S002 111.1(3) . . ?
C00Q C00G S002 126.9(4) . . ?
C00Q C00G C00A 121.9(4) . . ?
C009 C00H H00H 120.5 . . ?
C00E C00H C009 119.0(4) . . ?
C00E C00H H00H 120.5 . . ?
C009 C00I S001 122.6(3) . . ?
C00O C00I S001 125.4(3) . . ?
C00O C00I C009 112.0(4) . . ?
C00F C00J H00J 120.2 . . ?
C00K C00J C00F 119.6(4) . . ?
C00K C00J H00J 120.2 . . ?
C007 C00K Cl04 119.0(3) . . ?
C00J C00K Cl04 119.9(3) . . ?
C00J C00K C007 121.1(4) . . ?
C00E C00L H00L 119.6 . . ?
C00N C00L C00E 120.8(4) . . ?
C00N C00L H00L 119.6 . . ?
C00A C00M H00M 119.9 . . ?
C00R C00M C00A 120.3(4) . . ?
C00R C00M H00M 119.9 . . ?
C008 C00N H00N 120.9 . . ?
C00L C00N C008 118.3(4) . . ?
C00L C00N H00N 120.9 . . ?
N005 C00O S003 119.8(3) . . ?
C00I C00O S003 114.0(3) . . ?
C00I C00O N005 126.1(4) . . ?
C00Q C00P H00P 119.6 . . ?
C00Q C00P C00R 120.9(4) . . ?
C00R C00P H00P 119.6 . . ?
C00G C00Q H00Q 120.9 . . ?
C00P C00Q C00G 118.1(4) . . ?
C00P C00Q H00Q 120.9 . . ?
C00M C00R C00P 120.3(4) . . ?
C00M C00R H00R 119.8 . . ?
C00P C00R H00R 119.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.654
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_mpp-sh-109orange
_database_code_depnum_ccdc_archive 'CCDC 2345996'
loop_
_audit_author_name
_audit_author_address
'Jean Maurice Puetz'
;Heinrich Heine University
Germany
;
_audit_update_record             
;
2024-04-05 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_audit_creation_date             2023-03-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H11 N3 S3'
_chemical_formula_sum            'C24 H11 N3 S3'
_chemical_formula_weight         437.54
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H10N3S
_chemical_oxdiff_usercomment     'Aus Toluol umkristallisiert'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   14.60400(10)
_cell_length_b                   15.9177(2)
_cell_length_c                   8.41400(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1955.94(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19652
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      77.0610
_cell_measurement_theta_min      2.7980
_shelx_estimated_absorpt_T_max   0.455
_shelx_estimated_absorpt_T_min   0.294
_exptl_absorpt_coefficient_mu    3.598
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.350
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (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   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.1821
2 0 1 0.2025
-2 -1 2 0.1821
-2 0 -1 0.2238
-1 0 -2 0.2723
-2 -1 0 0.1053
0 0 1 0.1657
0 0 -1 0.2765
2 1 -1 0.1854
2 1 1 0.2116
-2 -1 -1 0.2187
-2 -1 -2 0.2589
7 7 0 0.1739
-1 -1 -2 0.2702
-1 -1 -1 0.2495
-2 -2 -1 0.2008
-7 -7 0 0.0973
1 1 2 0.1751
6 5 -3 0.1777
1 2 2 0.1718
-6 -8 0 0.0970
6 8 0 0.1655
2 2 -1 0.1773
-1 -2 0 0.1129
-5 -8 2 0.1404
2 7 4 0.1712
-1 0 2 0.1745
1 2 0 0.1648
1 1 -1 0.2090
0 -1 -1 0.2629
3 10 0 0.1621
0 2 1 0.1704
-3 -10 0 0.1247
-1 -2 1 0.1533
1 2 -1 0.1900
0 1 0 0.1457
-2 9 2 0.1554
-2 -7 4 0.1538
0 -1 0 0.1344
1 -10 -2 0.1671
1 -1 -2 0.2674
2 8 -4 0.1950
-3 10 0 0.1259
-4 9 2 0.1371
3 -10 1 0.1424
4 -10 0 0.1408
4 -9 -1 0.1545
0 2 -1 0.1992
0 -2 1 0.1594
-7 7 1 0.1079
0 -1 1 0.1594
5 -8 2 0.1439
6 -8 0 0.1423
7 -7 -1 0.1556
-3 8 -3 0.1813
1 1 -2 0.2504
-8 5 0 0.0954
2 -2 1 0.1739
1 -2 2 0.1669
7 -6 2 0.1607
8 -5 0 0.1556
8 -5 -1 0.1625
8 -4 -2 0.1696
-8 6 -1 0.1177
-9 3 0 0.0893

_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9998 0.0002 0.0001 -0.0217 -0.0984 -0.0312
1.9983 0.0016 1.0001 -0.0250 -0.2555 0.1101
-2.0017 -0.9964 1.9997 -0.0138 0.0953 0.4225
-1.9983 -0.0016 -1.0001 0.0250 0.2555 -0.1101
-0.9972 -0.0027 -1.9998 -0.0152 0.2158 -0.3136
-1.9991 -0.9989 0.0001 -0.0507 0.2127 0.0777
-0.0013 0.0013 0.9998 0.0184 -0.0587 0.1724
0.0013 -0.0013 -0.9998 -0.0184 0.0587 -0.1724
2.0004 0.9977 -0.9999 0.0322 -0.1540 -0.2501
1.9978 1.0002 0.9997 0.0691 -0.2714 0.0946
-1.9978 -1.0002 -0.9997 -0.0691 0.2714 -0.0946
-1.9965 -1.0015 -1.9995 -0.0875 0.3300 -0.2670
7.3596 6.5085 0.0351 0.4539 -0.8302 -0.3236
-0.9967 -1.0014 -1.9994 -0.1093 0.2316 -0.2982
-0.9980 -1.0001 -0.9996 -0.0908 0.1730 -0.1258
-1.9974 -1.9989 -0.9993 -0.1632 0.2872 -0.0792
-7.3513 -6.5152 -0.1275 -0.4564 0.8350 0.3075
0.9967 1.0014 1.9994 0.1093 -0.2316 0.2982
5.9626 4.7490 -3.4278 0.2551 -0.4611 -0.8499
0.9963 2.0000 1.9990 0.2034 -0.2475 0.2827
-5.9883 -7.9944 -0.2324 -0.6273 0.7306 0.2697
6.0660 7.9282 -0.2034 0.6114 -0.7116 -0.3463
2.0000 1.9963 -1.0003 0.1263 -0.1699 -0.2655
-0.9989 -1.9974 0.0006 -0.1665 0.1301 0.0620
-4.6769 -7.6751 2.4741 -0.5762 0.4373 0.6905
1.7364 6.7234 4.0227 0.6693 -0.5147 0.5358
-1.0024 0.0024 1.9995 0.0586 -0.0190 0.3759
0.9989 1.9974 -0.0006 0.1665 -0.1301 -0.0620
1.0006 0.9975 -1.0001 0.0539 -0.0556 -0.2189
0.0018 -0.9999 -0.9994 -0.1125 0.0745 -0.1569
2.5492 9.9447 0.1675 0.8846 -0.4194 -0.2037
-0.0022 1.9985 0.9990 0.2066 -0.0904 0.1415
-2.5236 -9.9482 -0.2260 -0.8866 0.4204 0.1929
-1.0002 -1.9961 1.0005 -0.1480 0.0715 0.2344
1.0002 1.9961 -1.0005 0.1480 -0.0715 -0.2344
-0.0005 0.9986 -0.0004 0.0941 -0.0159 -0.0154
-1.7048 9.0004 2.4943 0.9307 -0.1225 0.3446
-1.9593 -6.6776 4.0149 -0.5131 0.0633 0.8560
0.0005 -0.9986 0.0004 -0.0941 0.0159 0.0154
1.3335 -9.6615 -1.7741 -0.9718 0.1273 -0.1986
1.0029 -1.0010 -1.9991 -0.1527 0.0348 -0.3605
1.7101 7.5170 -3.6180 0.6049 -0.0755 -0.7927
-3.4889 9.6043 0.1080 0.9828 0.1837 -0.0205
-4.2393 8.5725 1.8245 0.9333 0.1731 0.3147
3.1181 -9.7076 0.5180 -0.9730 -0.1824 0.1415
3.6430 -9.5086 -0.3970 -0.9824 -0.1834 -0.0356
4.0701 -8.9786 -1.3426 -0.9590 -0.1783 -0.2201
0.0004 1.9959 -1.0006 0.1697 0.0269 -0.2032
-0.0004 -1.9959 1.0006 -0.1697 -0.0269 0.2032
-6.5011 7.1870 1.1699 0.8399 0.4563 0.2937
-0.0008 -0.9973 1.0002 -0.0757 -0.0428 0.1878
4.9477 -8.1533 1.7689 -0.8434 -0.4608 0.2762
6.1968 -7.8127 -0.1618 -0.8738 -0.4757 -0.1008
6.5191 -7.1018 -1.2774 -0.8343 -0.4531 -0.3141
-3.3127 7.5182 -3.2249 0.7214 0.3957 -0.5684
1.0019 0.9962 -1.9999 0.0355 0.0031 -0.3913
-8.1923 5.1715 0.2783 0.6705 0.7074 0.2238
1.9992 -1.9956 1.0009 -0.2132 -0.2238 0.1409
0.9981 -1.9945 2.0006 -0.1730 -0.1840 0.3444
7.3798 -5.8278 1.5019 -0.6821 -0.7216 0.1185
8.0379 -5.4491 0.2891 -0.6829 -0.7211 -0.1169
8.2366 -4.5872 -1.1976 -0.6332 -0.6670 -0.3926
8.0954 -4.0428 -1.8754 -0.5912 -0.6219 -0.5134
-7.5769 5.7658 -1.2159 0.6858 0.7252 -0.0621
-8.9895 3.2708 0.1103 0.5057 0.8260 0.2489

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            28238
_diffrn_reflns_point_group_measured_fraction_full 0.924
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.819
_diffrn_reflns_theta_min         4.108
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  22.00   0.50    0.05    --  -47.87  26.00-170.00  114
  2  ω    -25.00   2.00   0.50    0.05    --  -47.87  19.00 -90.00   54
  3  ω    -23.00  16.00   0.50    0.05    --  -47.87  19.00 -30.00   78
  4  ω    -24.00  14.00   0.50    0.05    --  -47.87  19.00  60.00   76
  5  ω    -25.00   0.00   0.50    0.05    --   47.87 -19.00  90.00   50
  6  ω    -20.00   9.00   0.50    0.05    --   47.87 -19.00  30.00   58
  7  ω     52.00  91.00   0.50    0.05    --  109.31 -75.00-166.83   78
  8  ω     62.00  88.00   0.50    0.05    --  109.31-132.00-165.27   52
  9  ω     92.00 117.00   0.50    0.05    --  109.31-132.00-165.27   50
 10  ω     40.00 112.00   0.50    0.05    --  109.31-125.00-120.00  144
 11  ω     50.00  76.00   0.50    0.05    --  109.31-116.00 -53.00   52
 12  ω     75.00 108.00   0.50    0.05    --  109.31-110.00 -60.02   66
 13  ω     42.00  72.00   0.50    0.05    --  109.31-125.00  60.00   60
 14  ω     47.00 106.00   0.50    0.05    --  109.31-102.00  57.36  118
 15  ω     77.00 103.00   0.50    0.05    --  109.31 -99.00  30.00   52
 16  ω     89.00 119.00   0.50    0.05    --   47.87-178.00 150.00   60
 17  ω     93.00 134.00   0.50    0.05    --  109.31-169.00 161.00   82
 18  ω     78.00 104.00   0.50    0.05    --  109.31 -99.00 120.00   52
 19  ω     71.00  96.00   0.50    0.05    --  109.31 -99.00   0.00   50
 20  ω     48.00 105.00   0.50    0.05    --  109.31 -99.00 -30.00  114
 21  ω     60.00  98.00   0.50    0.05    --  109.31 -99.00 -61.74   76
 22  ω     47.00 103.00   0.50    0.05    --  109.31 -99.00-180.00  112
 23  ω    102.00 127.00   0.50    0.05    --  109.31  19.00 -90.00   50
 24  ω    137.00 167.00   0.50    0.05    --  109.31  19.00 -90.00   60
 25  ω    149.00 174.00   0.50    0.05    --  109.31  19.00-120.00   50
 26  ω    106.00 133.00   0.50    0.05    --  109.31  19.00-120.00   54
 27  ω    105.00 173.00   0.50    0.05    --  109.31  38.00 -60.00  136
 28  ω    104.00 156.00   0.50    0.05    --  109.31  66.00 155.00  104
 29  ω    108.00 159.00   0.50    0.05    --  109.31 102.00 -50.00  102
 30  ω    103.00 163.00   0.50    0.05    --  109.31 125.00-120.00  120
 31  ω    112.00 138.00   0.50    0.05    --  109.31 125.00   0.00   52
 32  ω    141.00 167.00   0.50    0.05    --  109.31 125.00   0.00   52
 33  ω   -120.00 -44.00   0.50    0.05    --  -47.87 -26.00  25.00  152
 34  ω   -113.00 -79.00   0.50    0.05    --  -47.87 -38.00 -90.00   68
 35  ω    -77.00 -39.00   0.50    0.05    --  -47.87 -38.00 -90.00   76
 36  ω    -76.00 -35.00   0.50    0.05    --  -47.87 -55.00-174.00   82
 37  ω   -150.00-124.00   0.50    0.05    --  -90.00-116.00 -53.00   52
 38  ω   -156.00 -81.00   0.50    0.05    --  -90.00 -26.00  25.00  150
 39  ω   -115.00 -89.00   0.50    0.05    --  -90.00 -77.00   0.00   52
 40  ω   -145.00-118.00   0.50    0.05    --  -90.00 -77.00   0.00   54
 41  ω    -48.00 -22.00   0.50    0.05    --  -90.00  38.00 120.00   52
 42  ω    -64.00 -27.00   0.50    0.05    --  -90.00  77.00 120.00   74
 43  ω    -71.00 -45.00   0.50    0.05    --  -90.00  57.00 150.00   52
 44  ω    -70.00 -43.00   0.50    0.05    --  -90.00  57.00  60.00   54
 45  ω    -60.00 -21.00   0.50    0.05    --  -90.00  57.00  30.00   78
 46  ω    -46.00 -19.00   0.50    0.05    --  -90.00  38.00 150.00   54
 47  ω    -47.00 -22.00   0.50    0.05    --  -90.00  38.00  30.00   50
 48  ω    -45.00 -18.00   0.50    0.05    --  -90.00  38.00  90.00   54
 49  ω    -47.00 -19.00   0.50    0.05    --  -90.00  38.00 -30.00   56
 50  ω    -48.00 -21.00   0.50    0.05    --  -90.00  38.00 -90.00   54
 51  ω    -46.00 -21.00   0.50    0.05    --  -90.00  38.00 -60.00   50
 52  ω   -109.00 -72.00   0.50    0.05    --  -90.00  77.00-150.00   74
 53  ω    -57.00 -23.00   0.50    0.05    --  -90.00  57.00-180.00   68
 54  ω    -57.00 -21.00   0.50    0.05    --  -90.00 102.00 -50.00   72
 55  ω    -60.00 -22.00   0.50    0.05    --  -90.00 125.00 -90.00   76
 56  ω   -109.00 -83.00   0.50    0.05    --  -90.00 169.00 179.00   52
 57  ω    -82.00 -41.00   0.50    0.05    --  -90.00 169.00 179.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0217435000
_diffrn_orient_matrix_UB_12      0.0942211000
_diffrn_orient_matrix_UB_13      0.0182970000
_diffrn_orient_matrix_UB_21      -0.0984163000
_diffrn_orient_matrix_UB_22      -0.0159585000
_diffrn_orient_matrix_UB_23      -0.0587980000
_diffrn_orient_matrix_UB_31      -0.0311795000
_diffrn_orient_matrix_UB_32      -0.0153959000
_diffrn_orient_matrix_UB_33      0.1723807000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.681
_reflns_Friedel_fraction_full    0.836
_reflns_Friedel_fraction_max     0.777
_reflns_number_gt                3669
_reflns_number_total             3726
_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       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 1473 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.011(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3726
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.092
_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)+(0.0456P)²+0.3722P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0748
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00J(H00J),
 C00K(H00K), C00L(H00L), C00S(H00S), C00T(H00T), C00U(H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S001 S 0.17575(4) 0.59518(4) 0.39935(8) 0.02378(15) Uani 1 1 d . . . . .
S002 S 0.35417(4) 0.61344(4) 0.80633(8) 0.02308(15) Uani 1 1 d . . . . .
S003 S 0.37002(4) 0.78542(4) 0.26205(9) 0.02356(15) Uani 1 1 d . . . . .
N004 N 0.37074(14) 0.66468(14) 0.4939(3) 0.0218(5) Uani 1 1 d . . . . .
N005 N 0.44051(18) 0.52061(18) 0.2020(4) 0.0379(6) Uani 1 1 d . . . . .
C006 C 0.20420(18) 0.73416(17) 0.1936(3) 0.0215(5) Uani 1 1 d . . . . .
C007 C 0.46834(16) 0.66785(16) 0.5036(3) 0.0203(5) Uani 1 1 d . . . . .
C008 C 0.51191(19) 0.72299(16) 0.6092(3) 0.0221(5) Uani 1 1 d . . . . .
C009 C 0.22686(17) 0.53407(16) 1.0052(3) 0.0219(5) Uani 1 1 d . . . . .
H009 H 0.268541 0.536591 1.091772 0.026 Uiso 1 1 calc R U . . .
N00A N 0.41886(18) 0.83238(16) 0.7696(4) 0.0371(6) Uani 1 1 d . . . . .
C00B C 0.14069(17) 0.49793(17) 1.0228(4) 0.0240(5) Uani 1 1 d . . . . .
H00B H 0.123182 0.475332 1.122761 0.029 Uiso 1 1 calc R U . . .
C00C C 0.07982(17) 0.49449(17) 0.8956(3) 0.0254(5) Uani 1 1 d . . . . .
H00C H 0.021061 0.470095 0.910410 0.030 Uiso 1 1 calc R U . . .
C00D C 0.65914(17) 0.66830(17) 0.5296(3) 0.0231(5) Uani 1 1 d . . . . .
H00D H 0.723781 0.666547 0.541741 0.028 Uiso 1 1 calc R U . . .
C00E C 0.60721(19) 0.72205(17) 0.6238(3) 0.0232(5) Uani 1 1 d . . . . .
H00E H 0.636542 0.758100 0.697984 0.028 Uiso 1 1 calc R U . . .
C00F C 0.26902(19) 0.79552(16) 0.1526(3) 0.0232(5) Uani 1 1 d . . . . .
C00G C 0.52164(16) 0.61661(15) 0.4062(3) 0.0203(5) Uani 1 1 d . . . . .
C00H C 0.31728(17) 0.62471(16) 0.6093(3) 0.0199(5) Uani 1 1 d . . . . .
C00I C 0.23920(16) 0.67791(15) 0.3141(3) 0.0204(5) Uani 1 1 d . . . . .
C00J C 0.24956(19) 0.85861(18) 0.0424(3) 0.0266(5) Uani 1 1 d . . . . .
H00J H 0.294766 0.898359 0.011819 0.032 Uiso 1 1 calc R U . . .
C00K C 0.61685(18) 0.61728(16) 0.4180(4) 0.0229(5) Uani 1 1 d . . . . .
H00K H 0.652654 0.582859 0.349878 0.028 Uiso 1 1 calc R U . . .
C00L C 0.11691(19) 0.73639(19) 0.1244(3) 0.0253(6) Uani 1 1 d . . . . .
H00L H 0.072819 0.694421 0.148670 0.030 Uiso 1 1 calc R U . . .
C00M C 0.25001(17) 0.56631(15) 0.8574(3) 0.0208(5) Uani 1 1 d . . . . .
C00N C 0.45868(19) 0.78286(17) 0.6990(4) 0.0259(6) Uani 1 1 d . . . . .
C00O C 0.23098(18) 0.59598(15) 0.5859(3) 0.0198(5) Uani 1 1 d . . . . .
C00P C 0.32516(17) 0.69866(16) 0.3622(3) 0.0201(5) Uani 1 1 d . . . . .
C00Q C 0.47670(17) 0.56270(16) 0.2926(4) 0.0261(6) Uani 1 1 d . . . . .
C00R C 0.19023(17) 0.56240(15) 0.7270(3) 0.0199(5) Uani 1 1 d . . . . .
C00S C 0.1619(2) 0.86122(19) -0.0209(4) 0.0311(6) Uani 1 1 d . . . . .
H00S H 0.146051 0.904625 -0.093347 0.037 Uiso 1 1 calc R U . . .
C00T C 0.0963(2) 0.8006(2) 0.0206(4) 0.0305(6) Uani 1 1 d . . . . .
H00T H 0.036551 0.803941 -0.023717 0.037 Uiso 1 1 calc R U . . .
C00U C 0.10355(18) 0.52601(17) 0.7482(3) 0.0239(5) Uani 1 1 d . . . . .
H00U H 0.061604 0.523075 0.662078 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
S001 C00I 1.763(3) . ?
S001 C00O 1.765(3) . ?
S002 C00H 1.752(3) . ?
S002 C00M 1.750(3) . ?
S003 C00F 1.746(3) . ?
S003 C00P 1.746(3) . ?
N004 C007 1.429(3) . ?
N004 C00H 1.399(3) . ?
N004 C00P 1.401(3) . ?
N005 C00Q 1.144(4) . ?
C006 C00F 1.403(4) . ?
C006 C00I 1.446(4) . ?
C006 C00L 1.402(4) . ?
C007 C008 1.402(4) . ?
C007 C00G 1.394(4) . ?
C008 C00E 1.397(4) . ?
C008 C00N 1.443(4) . ?
C009 H009 0.9500 . ?
C009 C00B 1.392(4) . ?
C009 C00M 1.388(4) . ?
N00A C00N 1.146(4) . ?
C00B H00B 0.9500 . ?
C00B C00C 1.392(4) . ?
C00C H00C 0.9500 . ?
C00C C00U 1.382(4) . ?
C00D H00D 0.9500 . ?
C00D C00E 1.391(4) . ?
C00D C00K 1.386(4) . ?
C00E H00E 0.9500 . ?
C00F C00J 1.396(4) . ?
C00G C00K 1.394(3) . ?
C00G C00Q 1.442(4) . ?
C00H C00O 1.355(4) . ?
C00I C00P 1.360(3) . ?
C00J H00J 0.9500 . ?
C00J C00S 1.387(4) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00L C00T 1.378(4) . ?
C00M C00R 1.403(4) . ?
C00O C00R 1.432(4) . ?
C00R C00U 1.404(4) . ?
C00S H00S 0.9500 . ?
C00S C00T 1.404(5) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?

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
C00I S001 C00O 96.68(12) . . ?
C00M S002 C00H 90.50(13) . . ?
C00P S003 C00F 90.60(13) . . ?
C00H N004 C007 122.2(2) . . ?
C00H N004 C00P 117.3(2) . . ?
C00P N004 C007 120.4(2) . . ?
C00F C006 C00I 111.4(2) . . ?
C00L C006 C00F 119.6(3) . . ?
C00L C006 C00I 128.9(3) . . ?
C008 C007 N004 120.7(2) . . ?
C00G C007 N004 120.2(2) . . ?
C00G C007 C008 119.1(2) . . ?
C007 C008 C00N 120.0(2) . . ?
C00E C008 C007 120.1(3) . . ?
C00E C008 C00N 119.9(3) . . ?
C00B C009 H009 121.0 . . ?
C00M C009 H009 121.0 . . ?
C00M C009 C00B 117.9(3) . . ?
C009 C00B H00B 119.6 . . ?
C009 C00B C00C 120.8(3) . . ?
C00C C00B H00B 119.6 . . ?
C00B C00C H00C 119.5 . . ?
C00U C00C C00B 121.0(2) . . ?
C00U C00C H00C 119.5 . . ?
C00E C00D H00D 119.9 . . ?
C00K C00D H00D 119.9 . . ?
C00K C00D C00E 120.2(2) . . ?
C008 C00E H00E 120.0 . . ?
C00D C00E C008 120.0(3) . . ?
C00D C00E H00E 120.0 . . ?
C006 C00F S003 112.1(2) . . ?
C00J C00F S003 126.0(2) . . ?
C00J C00F C006 121.8(3) . . ?
C007 C00G C00K 120.7(2) . . ?
C007 C00G C00Q 118.9(2) . . ?
C00K C00G C00Q 120.4(2) . . ?
N004 C00H S002 122.12(19) . . ?
C00O C00H S002 112.9(2) . . ?
C00O C00H N004 124.9(2) . . ?
C006 C00I S001 124.20(18) . . ?
C00P C00I S001 123.0(2) . . ?
C00P C00I C006 112.6(2) . . ?
C00F C00J H00J 121.2 . . ?
C00S C00J C00F 117.7(3) . . ?
C00S C00J H00J 121.2 . . ?
C00D C00K C00G 119.8(3) . . ?
C00D C00K H00K 120.1 . . ?
C00G C00K H00K 120.1 . . ?
C006 C00L H00L 120.6 . . ?
C00T C00L C006 118.7(3) . . ?
C00T C00L H00L 120.6 . . ?
C009 C00M S002 126.2(2) . . ?
C009 C00M C00R 122.2(2) . . ?
C00R C00M S002 111.6(2) . . ?
N00A C00N C008 177.6(3) . . ?
C00H C00O S001 123.8(2) . . ?
C00H C00O C00R 113.1(2) . . ?
C00R C00O S001 123.03(19) . . ?
N004 C00P S003 120.59(19) . . ?
C00I C00P S003 113.25(19) . . ?
C00I C00P N004 125.5(2) . . ?
N005 C00Q C00G 179.3(3) . . ?
C00M C00R C00O 111.9(2) . . ?
C00M C00R C00U 118.7(2) . . ?
C00U C00R C00O 129.4(2) . . ?
C00J C00S H00S 119.5 . . ?
C00J C00S C00T 120.9(3) . . ?
C00T C00S H00S 119.5 . . ?
C00L C00T C00S 121.2(3) . . ?
C00L C00T H00T 119.4 . . ?
C00S C00T H00T 119.4 . . ?
C00C C00U C00R 119.3(3) . . ?
C00C C00U H00U 120.3 . . ?
C00R C00U H00U 120.3 . . ?

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
S001 C00I C00P S003 -177.82(14) . . . . ?
S001 C00I C00P N004 -7.2(4) . . . . ?
S001 C00O C00R C00M 176.60(18) . . . . ?
S001 C00O C00R C00U -1.5(4) . . . . ?
S002 C00H C00O S001 -177.74(14) . . . . ?
S002 C00H C00O C00R -0.5(3) . . . . ?
S002 C00M C00R C00O 1.5(3) . . . . ?
S002 C00M C00R C00U 179.83(19) . . . . ?
S003 C00F C00J C00S -173.5(2) . . . . ?
N004 C007 C008 C00E 176.4(2) . . . . ?
N004 C007 C008 C00N -5.8(4) . . . . ?
N004 C007 C00G C00K -178.0(2) . . . . ?
N004 C007 C00G C00Q 2.0(4) . . . . ?
N004 C00H C00O S001 6.5(4) . . . . ?
N004 C00H C00O C00R -176.3(2) . . . . ?
C006 C00F C00J C00S 2.9(4) . . . . ?
C006 C00I C00P S003 -1.5(3) . . . . ?
C006 C00I C00P N004 169.1(2) . . . . ?
C006 C00L C00T C00S 2.4(4) . . . . ?
C007 N004 C00H S002 26.6(3) . . . . ?
C007 N004 C00H C00O -157.9(3) . . . . ?
C007 N004 C00P S003 -31.7(3) . . . . ?
C007 N004 C00P C00I 158.4(3) . . . . ?
C007 C008 C00E C00D 2.1(4) . . . . ?
C007 C00G C00K C00D 1.1(4) . . . . ?
C008 C007 C00G C00K 2.8(4) . . . . ?
C008 C007 C00G C00Q -177.3(2) . . . . ?
C009 C00B C00C C00U 0.7(4) . . . . ?
C009 C00M C00R C00O -177.1(2) . . . . ?
C009 C00M C00R C00U 1.2(4) . . . . ?
C00B C009 C00M S002 -179.3(2) . . . . ?
C00B C009 C00M C00R -0.9(4) . . . . ?
C00B C00C C00U C00R -0.3(4) . . . . ?
C00E C00D C00K C00G -3.4(4) . . . . ?
C00F S003 C00P N004 -170.3(2) . . . . ?
C00F S003 C00P C00I 0.8(2) . . . . ?
C00F C006 C00I S001 177.89(19) . . . . ?
C00F C006 C00I C00P 1.6(3) . . . . ?
C00F C006 C00L C00T -1.8(4) . . . . ?
C00F C00J C00S C00T -2.2(4) . . . . ?
C00G C007 C008 C00E -4.4(4) . . . . ?
C00G C007 C008 C00N 173.4(2) . . . . ?
C00H S002 C00M C009 177.1(2) . . . . ?
C00H S002 C00M C00R -1.5(2) . . . . ?
C00H N004 C007 C008 -76.1(3) . . . . ?
C00H N004 C007 C00G 104.7(3) . . . . ?
C00H N004 C00P S003 151.3(2) . . . . ?
C00H N004 C00P C00I -18.6(4) . . . . ?
C00H C00O C00R C00M -0.6(3) . . . . ?
C00H C00O C00R C00U -178.7(3) . . . . ?
C00I S001 C00O C00H -25.2(2) . . . . ?
C00I S001 C00O C00R 157.9(2) . . . . ?
C00I C006 C00F S003 -1.0(3) . . . . ?
C00I C006 C00F C00J -177.8(2) . . . . ?
C00I C006 C00L C00T 174.5(3) . . . . ?
C00J C00S C00T C00L -0.4(5) . . . . ?
C00K C00D C00E C008 1.8(4) . . . . ?
C00L C006 C00F S003 175.9(2) . . . . ?
C00L C006 C00F C00J -0.9(4) . . . . ?
C00L C006 C00I S001 1.3(4) . . . . ?
C00L C006 C00I C00P -174.9(3) . . . . ?
C00M S002 C00H N004 177.1(2) . . . . ?
C00M S002 C00H C00O 1.2(2) . . . . ?
C00M C009 C00B C00C -0.1(4) . . . . ?
C00M C00R C00U C00C -0.6(4) . . . . ?
C00N C008 C00E C00D -175.7(2) . . . . ?
C00O S001 C00I C006 -150.5(2) . . . . ?
C00O S001 C00I C00P 25.4(2) . . . . ?
C00O C00R C00U C00C 177.4(3) . . . . ?
C00P S003 C00F C006 0.2(2) . . . . ?
C00P S003 C00F C00J 176.8(3) . . . . ?
C00P N004 C007 C008 107.0(3) . . . . ?
C00P N004 C007 C00G -72.2(3) . . . . ?
C00P N004 C00H S002 -156.4(2) . . . . ?
C00P N004 C00H C00O 19.0(4) . . . . ?
C00Q C00G C00K C00D -178.9(2) . . . . ?

