# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_exp_13083
_database_code_depnum_ccdc_archive 'CCDC 2478147'
loop_
_audit_author_name
_audit_author_address
Wan
;Guangxi university
Canada
;
_audit_update_record             
;
2025-08-04 deposited with the CCDC.	2025-12-16 downloaded from the CCDC.
;
_audit_creation_date             2023-05-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H13 N O2 S'
_chemical_formula_sum            'C17 H13 N O2 S'
_chemical_formula_weight         295.34
_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                   9.5107(18)
_cell_length_b                   14.457(2)
_cell_length_c                   11.2450(18)
_cell_angle_alpha                90
_cell_angle_beta                 111.41(2)
_cell_angle_gamma                90
_cell_volume                     1439.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3384
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.7530
_cell_measurement_theta_min      4.0080
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.868
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10266
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.591
_diffrn_reflns_theta_min         3.639
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  80.00   1.00    2.00    --   15.81  77.00   0.00   90
  2  ω     21.00  46.00   1.00    2.00    --  -16.59  77.00   0.00   25
  3  ω      3.00  45.00   1.00    2.00    --  -16.59  77.00 -60.00   42
  4  ω     15.00  67.00   1.00    2.00    --   15.81  77.00-180.00   52
  5  ω    -41.00  47.00   1.00    2.00    --  -16.59  77.00-120.00   88
  6  ω     -8.00  61.00   1.00    2.00    --   15.81  77.00 120.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0262265000
_diffrn_orient_matrix_UB_12      -0.0370580000
_diffrn_orient_matrix_UB_13      0.0443348000
_diffrn_orient_matrix_UB_21      -0.0754655000
_diffrn_orient_matrix_UB_22      -0.0105621000
_diffrn_orient_matrix_UB_23      -0.0074804000
_diffrn_orient_matrix_UB_31      -0.0053100000
_diffrn_orient_matrix_UB_32      -0.0304293000
_diffrn_orient_matrix_UB_33      -0.0507664000
_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                2395
_reflns_number_total             3518
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3518
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0519
_refine_ls_restrained_S_all      1.033
_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)+(0.0572P)²+0.0887P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1149
_refine_ls_wR_factor_ref         0.1342
_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:
 C12(H12), C4(H4), C3(H3), C13(H13), C16(H16), C2(H2), C15(H15), C8(H8),
 C1(H1), C9(H9)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.34922(6) 0.41527(4) 0.28004(5) 0.0503(2) Uani 1 1 d . . . . .
O1 O 0.02877(18) 0.28609(12) 0.47809(15) 0.0643(5) Uani 1 1 d . . . . .
O2 O 0.2921(2) 0.49979(11) 0.99557(14) 0.0682(5) Uani 1 1 d . . . . .
N1 N 0.60340(18) 0.37259(13) 0.50713(16) 0.0481(5) Uani 1 1 d . . . . .
C5 C 0.4762(2) 0.34347(13) 0.51990(16) 0.0342(4) Uani 1 1 d . . . . .
C11 C 0.1806(2) 0.38650(13) 0.63725(17) 0.0341(4) Uani 1 1 d . . . . .
C7 C 0.1898(2) 0.37531(14) 0.41178(17) 0.0380(5) Uani 1 1 d . . . . .
C12 C 0.2593(2) 0.46882(13) 0.66466(17) 0.0367(5) Uani 1 1 d . . . . .
H12 H 0.286135 0.497451 0.601967 0.044 Uiso 1 1 calc R U . . .
C6 C 0.3373(2) 0.37452(13) 0.41970(16) 0.0353(4) Uani 1 1 d . . . . .
C4 C 0.4792(2) 0.28657(13) 0.61954(18) 0.0397(5) Uani 1 1 d . . . . .
H4 H 0.389723 0.263731 0.623693 0.048 Uiso 1 1 calc R U . . .
C3 C 0.6152(2) 0.26399(15) 0.71234(18) 0.0446(5) Uani 1 1 d . . . . .
H3 H 0.618930 0.227113 0.781182 0.053 Uiso 1 1 calc R U . . .
C10 C 0.1286(2) 0.34397(14) 0.50937(19) 0.0399(5) Uani 1 1 d . . . . .
C13 C 0.2988(2) 0.50931(14) 0.78311(18) 0.0409(5) Uani 1 1 d . . . . .
H13 H 0.350952 0.565130 0.800286 0.049 Uiso 1 1 calc R U . . .
C16 C 0.1443(2) 0.34307(14) 0.73297(19) 0.0411(5) Uani 1 1 d . . . . .
H16 H 0.092522 0.287106 0.716277 0.049 Uiso 1 1 calc R U . . .
C14 C 0.2597(2) 0.46582(15) 0.87650(18) 0.0435(5) Uani 1 1 d . . . . .
C2 C 0.7451(2) 0.29653(16) 0.7020(2) 0.0513(6) Uani 1 1 d . . . . .
H2 H 0.838887 0.283646 0.764288 0.062 Uiso 1 1 calc R U . . .
C15 C 0.1845(2) 0.38240(15) 0.85113(19) 0.0471(5) Uani 1 1 d . . . . .
H15 H 0.160965 0.352725 0.914857 0.056 Uiso 1 1 calc R U . . .
C8 C 0.0906(2) 0.40776(16) 0.2932(2) 0.0522(6) Uani 1 1 d . . . . .
H8 H -0.013206 0.412249 0.272144 0.063 Uiso 1 1 calc R U . . .
C1 C 0.7328(2) 0.34884(17) 0.5969(2) 0.0569(6) Uani 1 1 d . . . . .
H1 H 0.821496 0.368904 0.588234 0.068 Uiso 1 1 calc R U . . .
C9 C 0.1602(3) 0.43171(18) 0.2130(2) 0.0592(7) Uani 1 1 d . . . . .
H9 H 0.110699 0.454479 0.130895 0.071 Uiso 1 1 calc R U . . .
C17 C 0.3449(4) 0.59168(17) 1.0226(2) 0.0785(9) Uani 1 1 d . . . . .
H17A H 0.266439 0.633798 0.975133 0.118 Uiso 1 1 calc R U . . .
H17B H 0.431202 0.600200 0.998825 0.118 Uiso 1 1 calc R U . . .
H17C H 0.372852 0.603458 1.112363 0.118 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 C6 1.7193(18) . ?
S1 C9 1.693(2) . ?
O1 C10 1.217(2) . ?
O2 C14 1.352(2) . ?
O2 C17 1.414(3) . ?
N1 C5 1.338(2) . ?
N1 C1 1.321(3) . ?
C5 C6 1.459(3) . ?
C5 C4 1.382(2) . ?
C11 C12 1.380(3) . ?
C11 C10 1.474(3) . ?
C11 C16 1.394(3) . ?
C7 C6 1.372(3) . ?
C7 C10 1.489(3) . ?
C7 C8 1.403(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.372(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.365(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.365(3) . ?
C14 C15 1.378(3) . ?
C2 H2 0.9300 . ?
C2 C1 1.372(3) . ?
C15 H15 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.344(3) . ?
C1 H1 0.9300 . ?
C9 H9 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C9 S1 C6 92.38(10) . . ?
C14 O2 C17 119.28(17) . . ?
C1 N1 C5 117.61(17) . . ?
N1 C5 C6 114.81(16) . . ?
N1 C5 C4 121.49(17) . . ?
C4 C5 C6 123.69(17) . . ?
C12 C11 C10 122.65(17) . . ?
C12 C11 C16 118.89(17) . . ?
C16 C11 C10 118.42(18) . . ?
C6 C7 C10 127.98(17) . . ?
C6 C7 C8 112.39(18) . . ?
C8 C7 C10 119.59(18) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.16(17) . . ?
C13 C12 H12 119.4 . . ?
C5 C6 S1 117.90(13) . . ?
C7 C6 S1 110.15(14) . . ?
C7 C6 C5 131.92(16) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 C5 119.55(18) . . ?
C3 C4 H4 120.2 . . ?
C4 C3 H3 120.5 . . ?
C2 C3 C4 118.95(19) . . ?
C2 C3 H3 120.5 . . ?
O1 C10 C11 121.17(18) . . ?
O1 C10 C7 118.04(18) . . ?
C11 C10 C7 120.66(17) . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.13(19) . . ?
C14 C13 H13 120.4 . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.24(19) . . ?
C15 C16 H16 119.9 . . ?
O2 C14 C13 124.0(2) . . ?
O2 C14 C15 115.85(18) . . ?
C15 C14 C13 120.17(18) . . ?
C3 C2 H2 121.0 . . ?
C3 C2 C1 117.9(2) . . ?
C1 C2 H2 121.0 . . ?
C16 C15 C14 120.38(18) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C7 C8 H8 123.3 . . ?
C9 C8 C7 113.5(2) . . ?
C9 C8 H8 123.3 . . ?
N1 C1 C2 124.3(2) . . ?
N1 C1 H1 117.8 . . ?
C2 C1 H1 117.8 . . ?
S1 C9 H9 124.2 . . ?
C8 C9 S1 111.57(16) . . ?
C8 C9 H9 124.2 . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
O2 C14 C15 C16 178.83(19) . . . . ?
N1 C5 C6 S1 17.3(2) . . . . ?
N1 C5 C6 C7 -165.2(2) . . . . ?
N1 C5 C4 C3 4.3(3) . . . . ?
C5 N1 C1 C2 -0.1(3) . . . . ?
C5 C4 C3 C2 -1.7(3) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C11 C16 C15 C14 0.7(3) . . . . ?
C7 C8 C9 S1 0.0(3) . . . . ?
C12 C11 C10 O1 -160.9(2) . . . . ?
C12 C11 C10 C7 15.0(3) . . . . ?
C12 C11 C16 C15 0.9(3) . . . . ?
C12 C13 C14 O2 -179.56(19) . . . . ?
C12 C13 C14 C15 1.0(3) . . . . ?
C6 S1 C9 C8 0.3(2) . . . . ?
C6 C5 C4 C3 -177.35(18) . . . . ?
C6 C7 C10 O1 -124.5(2) . . . . ?
C6 C7 C10 C11 59.4(3) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C4 C5 C6 S1 -161.23(15) . . . . ?
C4 C5 C6 C7 16.3(3) . . . . ?
C4 C3 C2 C1 -1.5(3) . . . . ?
C3 C2 C1 N1 2.5(4) . . . . ?
C10 C11 C12 C13 176.27(17) . . . . ?
C10 C11 C16 C15 -177.05(18) . . . . ?
C10 C7 C6 S1 178.47(17) . . . . ?
C10 C7 C6 C5 0.8(4) . . . . ?
C10 C7 C8 C9 -178.5(2) . . . . ?
C13 C14 C15 C16 -1.7(3) . . . . ?
C16 C11 C12 C13 -1.6(3) . . . . ?
C16 C11 C10 O1 17.0(3) . . . . ?
C16 C11 C10 C7 -167.12(17) . . . . ?
C8 C7 C6 S1 0.6(2) . . . . ?
C8 C7 C6 C5 -177.0(2) . . . . ?
C8 C7 C10 O1 53.2(3) . . . . ?
C8 C7 C10 C11 -122.8(2) . . . . ?
C1 N1 C5 C6 178.16(19) . . . . ?
C1 N1 C5 C4 -3.3(3) . . . . ?
C9 S1 C6 C5 177.50(16) . . . . ?
C9 S1 C6 C7 -0.51(17) . . . . ?
C17 O2 C14 C13 11.5(3) . . . . ?
C17 O2 C14 C15 -169.1(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 8.788
_oxdiff_exptl_absorpt_empirical_full_min 0.642
####################################################################### 
# 
# 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_exp_12957
_database_code_depnum_ccdc_archive 'CCDC 2478277'
loop_
_audit_author_name
_audit_author_address
'Cheng Wang '
;GuangXi University
China
;
_audit_update_record             
;
2025-08-04 deposited with the CCDC.	2025-12-16 downloaded from the CCDC.
;
_audit_creation_date             2025-08-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        844
_chemical_formula_moiety         'C17 H13 F N2 O2 S'
_chemical_formula_sum            'C17 H13 F N2 O2 S'
_chemical_formula_weight         328.35
_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'
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'
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      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                   9.8276(5)
_cell_length_b                   11.1008(7)
_cell_length_c                   15.5044(8)
_cell_angle_alpha                103.401(5)
_cell_angle_beta                 106.506(5)
_cell_angle_gamma                98.916(5)
_cell_volume                     1532.72(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3886
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.5140
_cell_measurement_theta_min      4.0800
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.933
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12313
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.254
_diffrn_reflns_theta_min         3.726
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  83.00   1.00    2.50    --   15.65  38.00  60.00   83
  2  ω     55.00  87.00   1.00    2.50    --   15.65  19.00 150.00   32
  3  ω     -2.00  23.00   1.00    2.50    --   15.65  19.00 150.00   25
  4  ω    -25.00  16.00   1.00    2.50    --  -16.59 -99.00  60.00   41
  5  ω    -53.00  -5.00   1.00    2.50    --   15.65 -19.00-120.00   48
  6  ω      5.00  40.00   1.00    2.50    --   15.65 -19.00-120.00   35
  7  ω    -14.00  19.00   1.00    2.50    --  -16.59 -99.00-120.00   33
  8  ω     -4.00  65.00   1.00    2.50    --   15.65-124.00-127.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0514176000
_diffrn_orient_matrix_UB_12      0.0538303000
_diffrn_orient_matrix_UB_13      0.0018955000
_diffrn_orient_matrix_UB_21      -0.0188659000
_diffrn_orient_matrix_UB_22      -0.0209969000
_diffrn_orient_matrix_UB_23      -0.0496252000
_diffrn_orient_matrix_UB_31      -0.0548030000
_diffrn_orient_matrix_UB_32      0.0351024000
_diffrn_orient_matrix_UB_33      -0.0046202000
_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'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4873
_reflns_number_total             6999
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         6999
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.020
_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)+(0.0455P)²+0.5614P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1306
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9AA(H9AA), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C0BA(H0BA,H0BB)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C6BA(H6BA), C13(H13), C0AA(H0AA), C8(H8), C2BA(H2BA), C7AA(H7AA),
 C5BA(H5BA), C4(H4), C15(H15), C4BA(H4BA), C16(H16), C9(H9), C8AA(H8AA),
 C14(H14), C3AA(H3AA), C3(H3), C3BA(H3BA), C1(H1), C2AA(H2AA)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.15316(6) 0.27029(6) 0.45665(5) 0.04715(18) Uani 1 1 d . . . . .
S0AA S 0.01641(7) 1.11093(7) 0.17373(5) 0.05138(19) Uani 1 1 d . . . . .
F0AA F 0.20226(19) 1.30161(17) -0.15597(12) 0.0728(5) Uani 1 1 d . . . . .
N1AA N 0.65384(19) 1.0151(2) 0.24646(13) 0.0392(4) Uani 1 1 d . . . . .
N2 N 0.4849(2) 0.1702(2) 0.53191(14) 0.0442(5) Uani 1 1 d . . . . .
O0AA O 0.7189(2) 0.9466(2) 0.28391(14) 0.0689(6) Uani 1 1 d . . . . .
F1 F 0.1145(2) 0.6096(2) 0.22300(15) 0.1044(8) Uani 1 1 d . . . . .
O1AA O 0.6996(2) 1.0754(2) 0.20112(15) 0.0753(6) Uani 1 1 d . . . . .
N0AA N 0.2886(2) 1.1576(2) 0.03079(13) 0.0436(5) Uani 1 1 d . . . . .
O1 O 0.5274(2) 0.2141(2) 0.47788(16) 0.0832(7) Uani 1 1 d . . . . .
C1BA C 0.3568(2) 0.8735(2) 0.09917(14) 0.0330(5) Uani 1 1 d . . . . .
C12 C 0.3612(2) 0.3884(2) 0.60701(15) 0.0326(5) Uani 1 1 d . . . . .
N1 N 0.1704(2) 0.4091(2) 0.37400(16) 0.0566(6) Uani 1 1 d . . . . .
C9AA C 0.3922(2) 1.0079(2) 0.16541(14) 0.0327(5) Uani 1 1 d . . . . .
H9AA H 0.427426 1.067929 0.134650 0.039 Uiso 1 1 calc R U . . .
C4AA C 0.1723(2) 1.1593(2) 0.05891(15) 0.0345(5) Uani 1 1 d . . . . .
C10 C 0.2777(2) 0.2771(2) 0.51942(15) 0.0335(5) Uani 1 1 d . . . . .
H10 H 0.294784 0.300192 0.465442 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4152(2) 0.5060(2) 0.59705(18) 0.0420(6) Uani 1 1 d . . . . .
H17 H 0.403974 0.514340 0.537252 0.050 Uiso 1 1 calc R U . . .
C6AA C 0.2551(2) 1.0394(2) 0.18346(14) 0.0348(5) Uani 1 1 d . . . . .
C7 C 0.1148(2) 0.2551(2) 0.50350(15) 0.0341(5) Uani 1 1 d . . . . .
O2 O 0.5640(2) 0.1360(3) 0.59168(17) 0.0949(8) Uani 1 1 d . . . . .
C5AA C 0.1649(2) 1.1034(2) 0.13503(15) 0.0361(5) Uani 1 1 d . . . . .
C5 C 0.0403(2) 0.3859(2) 0.38543(14) 0.0360(5) Uani 1 1 d . . . . .
C6 C 0.0189(2) 0.3065(2) 0.44679(15) 0.0352(5) Uani 1 1 d . . . . .
C6BA C 0.3430(2) 0.8578(2) 0.00528(15) 0.0396(5) Uani 1 1 d . . . . .
H6BA H 0.359632 0.929082 -0.015550 0.048 Uiso 1 1 calc R U . . .
C11 C 0.3277(2) 0.1542(2) 0.52351(17) 0.0395(5) Uani 1 1 d . . . . .
H11A H 0.312973 0.129913 0.577006 0.047 Uiso 1 1 calc R U . . .
H11B H 0.268902 0.086219 0.467011 0.047 Uiso 1 1 calc R U . . .
C0BA C 0.5112(2) 1.0278(2) 0.25948(14) 0.0382(5) Uani 1 1 d . . . . .
H0BA H 0.523055 1.111917 0.300678 0.046 Uiso 1 1 calc R U . . .
H0BB H 0.481368 0.965415 0.289258 0.046 Uiso 1 1 calc R U . . .
C13 C 0.3799(3) 0.3782(2) 0.69700(17) 0.0460(6) Uani 1 1 d . . . . .
H13 H 0.346624 0.299969 0.705259 0.055 Uiso 1 1 calc R U . . .
C1AA C 0.1889(3) 1.2563(2) -0.08399(17) 0.0471(6) Uani 1 1 d . . . . .
C0AA C 0.2964(3) 1.2061(3) -0.03923(17) 0.0482(6) Uani 1 1 d . . . . .
H0AA H 0.378149 1.205588 -0.058117 0.058 Uiso 1 1 calc R U . . .
C8 C 0.0452(3) 0.1872(2) 0.55292(18) 0.0464(6) Uani 1 1 d . . . . .
H8 H 0.093378 0.146453 0.594137 0.056 Uiso 1 1 calc R U . . .
C2BA C 0.3332(3) 0.7658(2) 0.12840(18) 0.0485(6) Uani 1 1 d . . . . .
H2BA H 0.343555 0.774563 0.191207 0.058 Uiso 1 1 calc R U . . .
C7AA C 0.2011(3) 0.9986(3) 0.25021(16) 0.0482(6) Uani 1 1 d . . . . .
H7AA H 0.247992 0.954024 0.288726 0.058 Uiso 1 1 calc R U . . .
C5BA C 0.3048(3) 0.7377(3) -0.05729(18) 0.0534(7) Uani 1 1 d . . . . .
H5BA H 0.295396 0.728347 -0.120032 0.064 Uiso 1 1 calc R U . . .
C4 C -0.0711(3) 0.4383(3) 0.34169(17) 0.0501(7) Uani 1 1 d . . . . .
H4 H -0.161175 0.421939 0.350390 0.060 Uiso 1 1 calc R U . . .
C15 C 0.5000(3) 0.5995(3) 0.7629(2) 0.0617(8) Uani 1 1 d . . . . .
H15 H 0.545546 0.670428 0.815089 0.074 Uiso 1 1 calc R U . . .
C4BA C 0.2805(3) 0.6313(3) -0.0273(2) 0.0608(8) Uani 1 1 d . . . . .
H4BA H 0.254668 0.550338 -0.069648 0.073 Uiso 1 1 calc R U . . .
C16 C 0.4849(3) 0.6100(3) 0.6743(2) 0.0556(7) Uani 1 1 d . . . . .
H16 H 0.521927 0.687694 0.666686 0.067 Uiso 1 1 calc R U . . .
C9 C -0.0978(3) 0.1877(3) 0.53401(19) 0.0532(7) Uani 1 1 d . . . . .
H9 H -0.158527 0.147388 0.560390 0.064 Uiso 1 1 calc R U . . .
C2 C 0.0846(3) 0.5347(3) 0.27593(19) 0.0606(8) Uani 1 1 d . . . . .
C8AA C 0.0740(3) 1.0311(3) 0.25231(18) 0.0572(7) Uani 1 1 d . . . . .
H8AA H 0.024589 1.011686 0.292233 0.069 Uiso 1 1 calc R U . . .
C14 C 0.4478(3) 0.4839(3) 0.77439(19) 0.0597(8) Uani 1 1 d . . . . .
H14 H 0.458205 0.476925 0.834432 0.072 Uiso 1 1 calc R U . . .
C3AA C 0.0610(3) 1.2116(3) 0.0153(2) 0.0619(8) Uani 1 1 d . . . . .
H3AA H -0.019589 1.213173 0.035275 0.074 Uiso 1 1 calc R U . . .
C3 C -0.0483(3) 0.5131(3) 0.28634(19) 0.0586(8) Uani 1 1 d . . . . .
H3 H -0.121804 0.548079 0.256692 0.070 Uiso 1 1 calc R U . . .
C3BA C 0.2946(3) 0.6455(3) 0.0657(2) 0.0603(7) Uani 1 1 d . . . . .
H3BA H 0.278143 0.573983 0.086177 0.072 Uiso 1 1 calc R U . . .
C1 C 0.1913(3) 0.4825(3) 0.3202(2) 0.0719(9) Uani 1 1 d . . . . .
H1 H 0.281978 0.499027 0.312260 0.086 Uiso 1 1 calc R U . . .
C2AA C 0.0700(3) 1.2608(3) -0.0569(2) 0.0699(9) Uani 1 1 d . . . . .
H2AA H -0.003340 1.296117 -0.086271 0.084 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 C6 1.735(2) . ?
S1 C9 1.694(3) . ?
S0AA C5AA 1.735(2) . ?
S0AA C8AA 1.689(3) . ?
F0AA C1AA 1.356(3) . ?
N1AA O0AA 1.212(2) . ?
N1AA O1AA 1.204(3) . ?
N1AA C0BA 1.495(3) . ?
N2 O1 1.200(3) . ?
N2 O2 1.205(2) . ?
N2 C11 1.492(3) . ?
F1 C2 1.352(3) . ?
N0AA C4AA 1.335(3) . ?
N0AA C0AA 1.334(3) . ?
C1BA C9AA 1.526(3) . ?
C1BA C6BA 1.389(3) . ?
C1BA C2BA 1.384(3) . ?
C12 C10 1.523(3) . ?
C12 C17 1.391(3) . ?
C12 C13 1.388(3) . ?
N1 C5 1.335(3) . ?
N1 C1 1.328(3) . ?
C9AA H9AA 0.9800 . ?
C9AA C6AA 1.526(3) . ?
C9AA C0BA 1.531(3) . ?
C4AA C5AA 1.469(3) . ?
C4AA C3AA 1.396(3) . ?
C10 H10 0.9800 . ?
C10 C7 1.519(3) . ?
C10 C11 1.529(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.373(3) . ?
C6AA C5AA 1.386(3) . ?
C6AA C7AA 1.419(3) . ?
C7 C6 1.384(3) . ?
C7 C8 1.425(3) . ?
C5 C6 1.474(3) . ?
C5 C4 1.397(3) . ?
C6BA H6BA 0.9300 . ?
C6BA C5BA 1.378(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C0BA H0BA 0.9700 . ?
C0BA H0BB 0.9700 . ?
C13 H13 0.9300 . ?
C13 C14 1.383(4) . ?
C1AA C0AA 1.362(3) . ?
C1AA C2AA 1.353(4) . ?
C0AA H0AA 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.353(3) . ?
C2BA H2BA 0.9300 . ?
C2BA C3BA 1.380(4) . ?
C7AA H7AA 0.9300 . ?
C7AA C8AA 1.360(3) . ?
C5BA H5BA 0.9300 . ?
C5BA C4BA 1.377(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.363(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(4) . ?
C15 C14 1.377(4) . ?
C4BA H4BA 0.9300 . ?
C4BA C3BA 1.377(4) . ?
C16 H16 0.9300 . ?
C9 H9 0.9300 . ?
C2 C3 1.353(4) . ?
C2 C1 1.368(3) . ?
C8AA H8AA 0.9300 . ?
C14 H14 0.9300 . ?
C3AA H3AA 0.9300 . ?
C3AA C2AA 1.372(4) . ?
C3 H3 0.9300 . ?
C3BA H3BA 0.9300 . ?
C1 H1 0.9300 . ?
C2AA H2AA 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
C9 S1 C6 92.38(12) . . ?
C8AA S0AA C5AA 92.60(11) . . ?
O0AA N1AA C0BA 118.1(2) . . ?
O1AA N1AA O0AA 123.4(2) . . ?
O1AA N1AA C0BA 118.43(19) . . ?
O1 N2 O2 122.4(2) . . ?
O1 N2 C11 118.96(19) . . ?
O2 N2 C11 118.6(2) . . ?
C0AA N0AA C4AA 119.12(19) . . ?
C6BA C1BA C9AA 119.2(2) . . ?
C2BA C1BA C9AA 122.38(19) . . ?
C2BA C1BA C6BA 118.4(2) . . ?
C17 C12 C10 119.27(19) . . ?
C13 C12 C10 122.1(2) . . ?
C13 C12 C17 118.5(2) . . ?
C1 N1 C5 118.5(2) . . ?
C1BA C9AA H9AA 107.9 . . ?
C1BA C9AA C6AA 110.57(17) . . ?
C1BA C9AA C0BA 112.91(17) . . ?
C6AA C9AA H9AA 107.9 . . ?
C6AA C9AA C0BA 109.35(16) . . ?
C0BA C9AA H9AA 107.9 . . ?
N0AA C4AA C5AA 118.15(17) . . ?
N0AA C4AA C3AA 120.0(2) . . ?
C3AA C4AA C5AA 121.8(2) . . ?
C12 C10 H10 107.8 . . ?
C12 C10 C11 113.01(17) . . ?
C7 C10 C12 109.98(16) . . ?
C7 C10 H10 107.8 . . ?
C7 C10 C11 110.15(18) . . ?
C11 C10 H10 107.8 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.9(2) . . ?
C16 C17 H17 119.6 . . ?
C5AA C6AA C9AA 125.5(2) . . ?
C5AA C6AA C7AA 111.92(19) . . ?
C7AA C6AA C9AA 122.53(19) . . ?
C6 C7 C10 125.1(2) . . ?
C6 C7 C8 111.71(19) . . ?
C8 C7 C10 122.94(19) . . ?
C4AA C5AA S0AA 117.81(15) . . ?
C6AA C5AA S0AA 110.21(17) . . ?
C6AA C5AA C4AA 131.96(19) . . ?
N1 C5 C6 118.21(18) . . ?
N1 C5 C4 120.5(2) . . ?
C4 C5 C6 121.3(2) . . ?
C7 C6 S1 110.42(17) . . ?
C7 C6 C5 131.6(2) . . ?
C5 C6 S1 117.92(15) . . ?
C1BA C6BA H6BA 119.7 . . ?
C5BA C6BA C1BA 120.6(2) . . ?
C5BA C6BA H6BA 119.7 . . ?
N2 C11 C10 111.35(19) . . ?
N2 C11 H11A 109.4 . . ?
N2 C11 H11B 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
N1AA C0BA C9AA 111.40(16) . . ?
N1AA C0BA H0BA 109.3 . . ?
N1AA C0BA H0BB 109.3 . . ?
C9AA C0BA H0BA 109.3 . . ?
C9AA C0BA H0BB 109.3 . . ?
H0BA C0BA H0BB 108.0 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.9 . . ?
F0AA C1AA C0AA 119.3(2) . . ?
C2AA C1AA F0AA 120.4(2) . . ?
C2AA C1AA C0AA 120.3(2) . . ?
N0AA C0AA C1AA 122.3(2) . . ?
N0AA C0AA H0AA 118.9 . . ?
C1AA C0AA H0AA 118.9 . . ?
C7 C8 H8 123.3 . . ?
C9 C8 C7 113.4(2) . . ?
C9 C8 H8 123.3 . . ?
C1BA C2BA H2BA 119.5 . . ?
C3BA C2BA C1BA 120.9(2) . . ?
C3BA C2BA H2BA 119.5 . . ?
C6AA C7AA H7AA 123.3 . . ?
C8AA C7AA C6AA 113.3(2) . . ?
C8AA C7AA H7AA 123.3 . . ?
C6BA C5BA H5BA 119.9 . . ?
C4BA C5BA C6BA 120.3(2) . . ?
C4BA C5BA H5BA 119.9 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.4(2) . . ?
C3 C4 H4 119.8 . . ?
C16 C15 H15 120.0 . . ?
C16 C15 C14 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C5BA C4BA H4BA 120.2 . . ?
C3BA C4BA C5BA 119.7(3) . . ?
C3BA C4BA H4BA 120.2 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.1(3) . . ?
C15 C16 H16 119.9 . . ?
S1 C9 H9 124.0 . . ?
C8 C9 S1 112.1(2) . . ?
C8 C9 H9 124.0 . . ?
F1 C2 C3 120.6(2) . . ?
F1 C2 C1 119.1(2) . . ?
C3 C2 C1 120.2(3) . . ?
S0AA C8AA H8AA 124.0 . . ?
C7AA C8AA S0AA 111.9(2) . . ?
C7AA C8AA H8AA 124.0 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C4AA C3AA H3AA 119.8 . . ?
C2AA C3AA C4AA 120.3(2) . . ?
C2AA C3AA H3AA 119.8 . . ?
C4 C3 H3 121.1 . . ?
C2 C3 C4 117.8(2) . . ?
C2 C3 H3 121.1 . . ?
C2BA C3BA H3BA 120.0 . . ?
C4BA C3BA C2BA 120.1(3) . . ?
C4BA C3BA H3BA 120.0 . . ?
N1 C1 C2 122.5(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1AA C2AA C3AA 118.0(2) . . ?
C1AA C2AA H2AA 121.0 . . ?
C3AA C2AA H2AA 121.0 . . ?

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
F0AA C1AA C0AA N0AA -178.6(2) . . . . ?
F0AA C1AA C2AA C3AA 178.9(3) . . . . ?
O0AA N1AA C0BA C9AA -130.7(2) . . . . ?
F1 C2 C3 C4 -179.1(3) . . . . ?
F1 C2 C1 N1 179.3(3) . . . . ?
O1AA N1AA C0BA C9AA 50.9(3) . . . . ?
N0AA C4AA C5AA S0AA 177.90(17) . . . . ?
N0AA C4AA C5AA C6AA -4.1(4) . . . . ?
N0AA C4AA C3AA C2AA 0.4(4) . . . . ?
O1 N2 C11 C10 -50.6(3) . . . . ?
C1BA C9AA C6AA C5AA -95.0(3) . . . . ?
C1BA C9AA C6AA C7AA 81.4(2) . . . . ?
C1BA C9AA C0BA N1AA 64.0(2) . . . . ?
C1BA C6BA C5BA C4BA -0.3(4) . . . . ?
C1BA C2BA C3BA C4BA 0.7(4) . . . . ?
C12 C10 C7 C6 93.5(2) . . . . ?
C12 C10 C7 C8 -80.6(3) . . . . ?
C12 C10 C11 N2 -60.8(2) . . . . ?
C12 C17 C16 C15 -1.1(3) . . . . ?
C12 C13 C14 C15 -1.3(4) . . . . ?
N1 C5 C6 S1 -176.86(18) . . . . ?
N1 C5 C6 C7 5.5(4) . . . . ?
N1 C5 C4 C3 0.4(4) . . . . ?
C9AA C1BA C6BA C5BA -177.1(2) . . . . ?
C9AA C1BA C2BA C3BA 176.9(2) . . . . ?
C9AA C6AA C5AA S0AA 176.67(17) . . . . ?
C9AA C6AA C5AA C4AA -1.4(4) . . . . ?
C9AA C6AA C7AA C8AA -176.9(2) . . . . ?
C4AA N0AA C0AA C1AA -0.8(4) . . . . ?
C4AA C3AA C2AA C1AA 0.2(5) . . . . ?
C10 C12 C17 C16 176.85(19) . . . . ?
C10 C12 C13 C14 -175.6(2) . . . . ?
C10 C7 C6 S1 -174.36(17) . . . . ?
C10 C7 C6 C5 3.5(4) . . . . ?
C10 C7 C8 C9 174.8(2) . . . . ?
C17 C12 C10 C7 -103.3(2) . . . . ?
C17 C12 C10 C11 133.1(2) . . . . ?
C17 C12 C13 C14 1.5(3) . . . . ?
C6AA C9AA C0BA N1AA -172.40(19) . . . . ?
C6AA C7AA C8AA S0AA 0.2(3) . . . . ?
C7 C10 C11 N2 175.75(17) . . . . ?
C7 C8 C9 S1 -0.3(3) . . . . ?
O2 N2 C11 C10 130.9(3) . . . . ?
C5AA S0AA C8AA C7AA -0.2(2) . . . . ?
C5AA C4AA C3AA C2AA -178.7(3) . . . . ?
C5AA C6AA C7AA C8AA -0.1(3) . . . . ?
C5 N1 C1 C2 -0.2(5) . . . . ?
C5 C4 C3 C2 -0.3(4) . . . . ?
C6 S1 C9 C8 0.4(2) . . . . ?
C6 C7 C8 C9 -0.1(3) . . . . ?
C6 C5 C4 C3 179.0(2) . . . . ?
C6BA C1BA C9AA C6AA 102.2(2) . . . . ?
C6BA C1BA C9AA C0BA -134.9(2) . . . . ?
C6BA C1BA C2BA C3BA -1.0(3) . . . . ?
C6BA C5BA C4BA C3BA -0.1(4) . . . . ?
C11 C10 C7 C6 -141.3(2) . . . . ?
C11 C10 C7 C8 44.6(3) . . . . ?
C0BA C9AA C6AA C5AA 140.1(2) . . . . ?
C0BA C9AA C6AA C7AA -43.6(3) . . . . ?
C13 C12 C10 C7 73.7(2) . . . . ?
C13 C12 C10 C11 -49.9(3) . . . . ?
C13 C12 C17 C16 -0.3(3) . . . . ?
C0AA N0AA C4AA C5AA 179.0(2) . . . . ?
C0AA N0AA C4AA C3AA -0.1(3) . . . . ?
C0AA C1AA C2AA C3AA -1.0(5) . . . . ?
C8 C7 C6 S1 0.3(2) . . . . ?
C8 C7 C6 C5 178.1(2) . . . . ?
C2BA C1BA C9AA C6AA -75.6(2) . . . . ?
C2BA C1BA C9AA C0BA 47.2(3) . . . . ?
C2BA C1BA C6BA C5BA 0.8(3) . . . . ?
C7AA C6AA C5AA S0AA 0.0(2) . . . . ?
C7AA C6AA C5AA C4AA -178.1(2) . . . . ?
C5BA C4BA C3BA C2BA -0.1(4) . . . . ?
C4 C5 C6 S1 4.5(3) . . . . ?
C4 C5 C6 C7 -173.2(2) . . . . ?
C16 C15 C14 C13 -0.1(4) . . . . ?
C9 S1 C6 C7 -0.40(18) . . . . ?
C9 S1 C6 C5 -178.55(18) . . . . ?
C8AA S0AA C5AA C4AA 178.49(19) . . . . ?
C8AA S0AA C5AA C6AA 0.10(19) . . . . ?
C14 C15 C16 C17 1.3(4) . . . . ?
C3AA C4AA C5AA S0AA -3.0(3) . . . . ?
C3AA C4AA C5AA C6AA 174.9(3) . . . . ?
C3 C2 C1 N1 0.3(5) . . . . ?
C1 N1 C5 C6 -178.8(3) . . . . ?
C1 N1 C5 C4 -0.1(4) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C2AA C1AA C0AA N0AA 1.4(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 1.316
_oxdiff_exptl_absorpt_empirical_full_min 0.657
