# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tx2992
_database_code_depnum_ccdc_archive 'CCDC 2042891'
loop_
_audit_author_name
_audit_author_address
'Cheng Peng'
;Qingdao university of Science and Technology
China
;
_audit_update_record             
;
2020-11-06 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2020-09-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 F2 N O2 S'
_chemical_formula_sum            'C22 H15 F2 N O2 S'
_chemical_formula_weight         395.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOFS
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'
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/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                   12.72729(8)
_cell_length_b                   5.56880(5)
_cell_length_c                   25.1187(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.8360(7)
_cell_angle_gamma                90
_cell_volume                     1778.12(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18311
_cell_measurement_temperature    169.99(11)
_cell_measurement_theta_max      75.3410
_cell_measurement_theta_min      3.4690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.965
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            23427
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.508
_diffrn_reflns_theta_min         3.477
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(11)
_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 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -65.00   0.50    0.05    --  -47.20-138.00  95.00   98
  2  ω    -95.00 -19.00   0.50    0.05    --  -47.20 131.00 -18.00  152
  3  ω   -119.00 -94.00   0.50    0.05    --  -47.20-131.00 -89.00   50
  4  ω    -85.00 -60.00   0.50    0.05    --  -47.20 138.00 156.00   50
  5  ω     60.00  90.00   0.50    0.05    --   47.20-131.00 -89.00   60
  6  ω   -121.00 -67.00   0.50    0.05    --  -99.00 138.00 156.00  108
  7  ω    -73.00 -47.00   0.50    0.05    --  -99.00 131.00 -18.00   52
  8  ω     76.00 101.00   0.50    0.05    --  103.25-138.00  95.00   50
  9  ω     72.00 144.00   0.50    0.05    --  103.25 138.00 156.00  144
 10  ω     65.00  91.00   0.50    0.05    --  103.25-131.00 -89.00   52
 11  ω     85.00 124.00   0.50    0.05    --  103.25 131.00 -18.00   78
 12  ω   -112.00 -74.00   0.50    0.05    --  -47.20-125.00 -60.00   76
 13  ω    -23.00  28.00   0.50    0.05    --  -47.20  19.00 150.00  102
 14  ω    -23.00  24.00   0.50    0.05    --  -47.20  19.00 -60.00   94
 15  ω   -113.00 -82.00   0.50    0.05    --  -47.20-125.00-120.00   62
 16  ω    -23.00  28.00   0.50    0.05    --  -47.20  19.00-150.00  102
 17  ω   -107.00 -77.00   0.50    0.05    --  -47.20-125.00 120.00   60
 18  ω     49.00 113.00   0.50    0.05    --   47.20  77.00  60.00  128
 19  ω   -126.00 -91.00   0.50    0.05    --  -99.00 144.00 -36.87   70
 20  ω   -112.00 -52.00   0.50    0.05    --  -99.00 125.00  60.00  120
 21  ω   -125.00 -80.00   0.50    0.05    --  -99.00 143.00-170.16   90
 22  ω   -168.00-112.00   0.50    0.05    --  -99.00 -53.00  94.39  112
 23  ω   -112.00 -50.00   0.50    0.05    --  -99.00 125.00  30.00  124
 24  ω   -167.00 -79.00   0.50    0.05    --  -99.00 -73.00   3.72  176
 25  ω    -55.00 -28.00   0.50    0.05    --  -99.00  61.00   0.00   54
 26  ω    -51.00 -26.00   0.50    0.05    --  -99.00  61.00  30.00   50
 27  ω   -168.00 -82.00   0.50    0.05    --  -99.00 -61.00-180.00  172
 28  ω    -73.00 -32.00   0.50    0.05    --  -99.00 125.00 -90.00   82
 29  ω   -110.00 -84.00   0.50    0.05    --  -99.00 125.00 -90.00   52
 30  ω    -85.00 -59.00   0.50    0.05    --  -99.00  77.00-180.00   52
 31  ω   -112.00 -86.00   0.50    0.05    --  -99.00 125.00  90.00   52
 32  ω    -52.00 -27.00   0.50    0.05    --  -99.00  61.00-150.00   50
 33  ω   -168.00 -91.00   0.50    0.05    --  -99.00 -64.00 -78.74  154
 34  ω   -131.00 -51.00   0.50    0.05    --  -99.00 153.00  70.49  160
 35  ω     31.00  74.00   0.50    0.05    --  103.25 -61.00  60.00   86
 36  ω     31.00  75.00   0.50    0.05    --  103.25 -61.00-180.00   88
 37  ω     56.00 106.00   0.50    0.05    --  103.25 -94.00 -60.00  100
 38  ω     31.00 109.00   0.50    0.05    --  103.25 -77.00 -30.00  156
 39  ω     32.00  99.00   0.50    0.05    --  103.25 -94.00-180.00  134
 40  ω     33.00  74.00   0.50    0.05    --  103.25 -61.00  90.00   82
 41  ω     35.00 111.00   0.50    0.05    --  103.25-125.00 -30.00  152
 42  ω     32.00  68.00   0.50    0.05    --  103.25 -61.00-120.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0061524000
_diffrn_orient_matrix_UB_12      -0.1614287000
_diffrn_orient_matrix_UB_13      -0.0498597000
_diffrn_orient_matrix_UB_21      -0.0079737000
_diffrn_orient_matrix_UB_22      0.2245977000
_diffrn_orient_matrix_UB_23      -0.0357924000
_diffrn_orient_matrix_UB_31      0.1207639000
_diffrn_orient_matrix_UB_32      0.0065974000
_diffrn_orient_matrix_UB_33      -0.0018564000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3459
_reflns_number_total             3571
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.057
_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     254
_refine_ls_number_reflns         3571
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0336
_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)+(0.0511P)²+0.7506P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0899
_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:
 C3(H3), C6(H6), C7(H7), C11(H11), C12(H12), C14(H14), C15(H15), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_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 0.72001(2) -0.18905(6) 0.59450(2) 0.02515(11) Uani 1 1 d . . . . .
F1 F 0.30390(8) 0.7590(2) 0.55588(4) 0.0502(3) Uani 1 1 d . . . . .
F2 F 0.32738(8) 0.88859(19) 0.65712(4) 0.0499(3) Uani 1 1 d . . . . .
O1 O 0.67844(8) -0.2377(2) 0.54114(4) 0.0349(2) Uani 1 1 d . . . . .
O2 O 0.73201(8) -0.38608(17) 0.63104(4) 0.0329(2) Uani 1 1 d . . . . .
N1 N 0.58477(8) 0.2883(2) 0.69177(4) 0.0245(2) Uani 1 1 d . . . . .
C1 C 0.37220(10) 0.6317(3) 0.58751(6) 0.0340(3) Uani 1 1 d . . . . .
C2 C 0.38440(11) 0.7006(3) 0.64138(6) 0.0338(3) Uani 1 1 d . . . . .
C3 C 0.45186(10) 0.5853(3) 0.67618(5) 0.0303(3) Uani 1 1 d . . . . .
H3 H 0.458314 0.631598 0.711766 0.036 Uiso 1 1 calc R . . . .
C4 C 0.51223(9) 0.3929(2) 0.65713(5) 0.0249(3) Uani 1 1 d . . . . .
C5 C 0.49940(10) 0.3231(2) 0.60290(5) 0.0264(3) Uani 1 1 d . . . . .
C6 C 0.42670(11) 0.4462(3) 0.56794(6) 0.0330(3) Uani 1 1 d . . . . .
H6 H 0.416877 0.400299 0.532448 0.040 Uiso 1 1 calc R . . . .
C7 C 0.56364(10) 0.1364(3) 0.58560(5) 0.0279(3) Uani 1 1 d . . . . .
H7 H 0.556295 0.081541 0.550641 0.033 Uiso 1 1 calc R . . . .
C8 C 0.63729(9) 0.0354(2) 0.62051(5) 0.0242(3) Uani 1 1 d . . . . .
C9 C 0.64732(9) 0.1198(2) 0.67423(5) 0.0229(3) Uani 1 1 d . . . . .
C10 C 0.84316(10) -0.0482(2) 0.58962(5) 0.0247(3) Uani 1 1 d . . . . .
C11 C 0.85029(11) 0.1579(3) 0.55902(6) 0.0346(3) Uani 1 1 d . . . . .
H11 H 0.790247 0.227478 0.543023 0.042 Uiso 1 1 calc R . . . .
C12 C 0.94832(12) 0.2582(3) 0.55272(6) 0.0389(3) Uani 1 1 d . . . . .
H12 H 0.953484 0.398355 0.532895 0.047 Uiso 1 1 calc R . . . .
C13 C 1.03941(11) 0.1543(3) 0.57534(5) 0.0312(3) Uani 1 1 d . . . . .
C14 C 1.02968(11) -0.0502(3) 0.60628(6) 0.0353(3) Uani 1 1 d . . . . .
H14 H 1.089651 -0.120703 0.622108 0.042 Uiso 1 1 calc R . . . .
C15 C 0.93183(11) -0.1513(3) 0.61398(6) 0.0331(3) Uani 1 1 d . . . . .
H15 H 0.926062 -0.286852 0.635278 0.040 Uiso 1 1 calc R . . . .
C16 C 1.14548(12) 0.2638(3) 0.56714(7) 0.0427(4) Uani 1 1 d . . . . .
H16A H 1.195255 0.206249 0.594149 0.064 Uiso 1 1 calc GR . . . .
H16B H 1.140537 0.435452 0.569406 0.064 Uiso 1 1 calc GR . . . .
H16C H 1.168335 0.219433 0.532638 0.064 Uiso 1 1 calc GR . . . .
C17 C 0.73257(9) 0.0419(2) 0.71359(5) 0.0233(3) Uani 1 1 d . . . . .
C18 C 0.81497(11) 0.2011(3) 0.72459(6) 0.0307(3) Uani 1 1 d . . . . .
H18 H 0.818013 0.344422 0.705714 0.037 Uiso 1 1 calc R . . . .
C19 C 0.89261(11) 0.1480(3) 0.76348(6) 0.0342(3) Uani 1 1 d . . . . .
H19 H 0.947655 0.255051 0.770522 0.041 Uiso 1 1 calc R . . . .
C20 C 0.88800(11) -0.0646(3) 0.79179(5) 0.0318(3) Uani 1 1 d . . . . .
H20 H 0.939629 -0.100190 0.818108 0.038 Uiso 1 1 calc R . . . .
C21 C 0.80663(12) -0.2237(3) 0.78089(6) 0.0335(3) Uani 1 1 d . . . . .
H21 H 0.803731 -0.366580 0.799945 0.040 Uiso 1 1 calc R . . . .
C22 C 0.72895(11) -0.1724(3) 0.74167(6) 0.0298(3) Uani 1 1 d . . . . .
H22 H 0.674749 -0.281187 0.734282 0.036 Uiso 1 1 calc R . . . .


_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 O1 1.4422(10) . ?
S1 O2 1.4338(10) . ?
S1 C8 1.7792(13) . ?
S1 C10 1.7624(13) . ?
F1 C1 1.3495(16) . ?
F2 C2 1.3442(17) . ?
N1 C4 1.3671(16) . ?
N1 C9 1.3205(17) . ?
C1 C2 1.408(2) . ?
C1 C6 1.350(2) . ?
C2 C3 1.356(2) . ?
C3 C4 1.4155(19) . ?
C4 C5 1.4183(18) . ?
C5 C6 1.4203(18) . ?
C5 C7 1.405(2) . ?
C7 C8 1.3723(18) . ?
C8 C9 1.4285(17) . ?
C9 C17 1.4956(17) . ?
C10 C11 1.3870(19) . ?
C10 C15 1.3819(19) . ?
C11 C12 1.383(2) . ?
C12 C13 1.391(2) . ?
C13 C14 1.388(2) . ?
C13 C16 1.505(2) . ?
C14 C15 1.389(2) . ?
C17 C18 1.3907(18) . ?
C17 C22 1.3879(18) . ?
C18 C19 1.3866(19) . ?
C19 C20 1.384(2) . ?
C20 C21 1.380(2) . ?
C21 C22 1.3905(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C8 106.07(6) . . ?
O1 S1 C10 107.80(6) . . ?
O2 S1 O1 118.27(6) . . ?
O2 S1 C8 110.40(6) . . ?
O2 S1 C10 108.55(6) . . ?
C10 S1 C8 104.91(6) . . ?
C9 N1 C4 119.32(11) . . ?
F1 C1 C2 117.39(13) . . ?
F1 C1 C6 120.99(13) . . ?
C6 C1 C2 121.63(13) . . ?
F2 C2 C1 117.36(13) . . ?
F2 C2 C3 120.86(13) . . ?
C3 C2 C1 121.77(13) . . ?
C2 C3 C4 118.52(13) . . ?
N1 C4 C3 117.91(12) . . ?
N1 C4 C5 122.45(12) . . ?
C3 C4 C5 119.57(12) . . ?
C4 C5 C6 120.14(13) . . ?
C7 C5 C4 117.31(12) . . ?
C7 C5 C6 122.51(12) . . ?
C1 C6 C5 118.35(13) . . ?
C8 C7 C5 119.69(12) . . ?
C7 C8 S1 116.82(10) . . ?
C7 C8 C9 119.68(12) . . ?
C9 C8 S1 123.45(10) . . ?
N1 C9 C8 121.46(11) . . ?
N1 C9 C17 114.53(11) . . ?
C8 C9 C17 123.85(11) . . ?
C11 C10 S1 119.32(10) . . ?
C15 C10 S1 119.59(10) . . ?
C15 C10 C11 121.01(12) . . ?
C12 C11 C10 118.78(13) . . ?
C11 C12 C13 121.58(14) . . ?
C12 C13 C16 120.73(14) . . ?
C14 C13 C12 118.30(13) . . ?
C14 C13 C16 120.97(14) . . ?
C13 C14 C15 121.09(13) . . ?
C10 C15 C14 119.20(13) . . ?
C18 C17 C9 117.50(11) . . ?
C22 C17 C9 122.95(12) . . ?
C22 C17 C18 119.40(12) . . ?
C19 C18 C17 120.54(13) . . ?
C20 C19 C18 119.84(13) . . ?
C21 C20 C19 119.86(12) . . ?
C20 C21 C22 120.58(13) . . ?
C17 C22 C21 119.77(13) . . ?

_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 1.463
_oxdiff_exptl_absorpt_empirical_full_min 0.650
####################################################################### 
# 
# 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_mx9460
_database_code_depnum_ccdc_archive 'CCDC 2091213'
loop_
_audit_author_name
_audit_author_address
MaQiang
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2021-06-21 deposited with the CCDC.	2022-05-13 downloaded from the CCDC.
;
_audit_creation_date             2021-06-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H17 N O2 S'
_chemical_formula_sum            'C22 H17 N O2 S'
_chemical_formula_weight         359.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
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                   12.5262(4)
_cell_length_b                   5.4497(2)
_cell_length_c                   25.0014(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.991(3)
_cell_angle_gamma                90
_cell_volume                     1702.56(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9692
_cell_measurement_temperature    170.01(10)
_cell_measurement_theta_max      31.1330
_cell_measurement_theta_min      1.6150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.860
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            16068
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.860
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.790
_diffrn_reflns_theta_min         1.633
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     69.00  94.00   0.50    8.00    --    5.00  45.00 120.00   50
  2  ω     24.00  50.00   0.50    8.00    --    5.00  45.00 120.00   52
  3  ω     43.00  69.00   0.50    8.00    --    5.00  45.00 150.00   52
  4  ω    -53.00 -27.00   0.50    8.00    --  -11.60  45.00 175.30   52
  5  ω     27.00  77.00   0.50    8.00    --  -11.60  45.00 175.30  100
  6  ω   -101.00 -76.00   0.50    8.00    --  -11.60  45.00 175.30   50
  7  ω    -89.00  76.00   0.50    8.00    --  -11.60  45.00 -15.90  330
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0262311000
_diffrn_orient_matrix_UB_12      -0.0932960000
_diffrn_orient_matrix_UB_13      -0.0139464000
_diffrn_orient_matrix_UB_21      -0.0161613000
_diffrn_orient_matrix_UB_22      -0.0881777000
_diffrn_orient_matrix_UB_23      0.0186452000
_diffrn_orient_matrix_UB_31      -0.0476609000
_diffrn_orient_matrix_UB_32      -0.0213513000
_diffrn_orient_matrix_UB_33      -0.0163449000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3986
_reflns_number_total             4571
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4571
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.081
_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)+(0.0538P)²+0.4977P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1020
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_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 0.82241(2) 0.63326(5) 0.39677(2) 0.02320(9) Uani 1 1 d . . . . .
O1 O 0.93201(7) 0.67365(18) 0.41634(4) 0.0326(2) Uani 1 1 d . . . . .
O2 O 0.75158(8) 0.84046(16) 0.39111(4) 0.0309(2) Uani 1 1 d . . . . .
N1 N 0.62403(7) 0.17419(18) 0.46823(4) 0.0226(2) Uani 1 1 d . . . . .
C1 C 0.77057(9) 0.4101(2) 0.43927(4) 0.0214(2) Uani 1 1 d . . . . .
C2 C 0.84124(9) 0.2997(2) 0.47592(5) 0.0234(2) Uani 1 1 d . . . . .
H2 H 0.912703 0.347286 0.478867 0.028 Uiso 1 1 calc R U . . .
C3 C 0.80479(9) 0.1132(2) 0.50915(4) 0.0224(2) Uani 1 1 d . . . . .
C4 C 0.87412(10) -0.0258(3) 0.54441(5) 0.0284(3) Uani 1 1 d . . . . .
H4 H 0.946840 0.010185 0.547906 0.034 Uiso 1 1 calc R U . . .
C5 C 0.83406(10) -0.2133(3) 0.57336(5) 0.0326(3) Uani 1 1 d . . . . .
H5 H 0.880095 -0.308777 0.595498 0.039 Uiso 1 1 calc R U . . .
C6 C 0.72336(10) -0.2625(3) 0.56981(5) 0.0324(3) Uani 1 1 d . . . . .
H6 H 0.696917 -0.387835 0.590411 0.039 Uiso 1 1 calc R U . . .
C7 C 0.65402(10) -0.1289(2) 0.53651(5) 0.0278(3) Uani 1 1 d . . . . .
H7 H 0.581024 -0.161863 0.534947 0.033 Uiso 1 1 calc R U . . .
C8 C 0.69402(9) 0.0594(2) 0.50455(4) 0.0218(2) Uani 1 1 d . . . . .
C9 C 0.66060(9) 0.3388(2) 0.43564(5) 0.0210(2) Uani 1 1 d . . . . .
C10 C 0.58062(9) 0.4286(2) 0.39283(5) 0.0220(2) Uani 1 1 d . . . . .
C11 C 0.52216(11) 0.6423(2) 0.39837(6) 0.0315(3) Uani 1 1 d . . . . .
H11 H 0.534609 0.739969 0.428656 0.038 Uiso 1 1 calc R U . . .
C12 C 0.44482(11) 0.7097(3) 0.35842(6) 0.0357(3) Uani 1 1 d . . . . .
H12 H 0.405619 0.852939 0.362100 0.043 Uiso 1 1 calc R U . . .
C13 C 0.42597(10) 0.5660(3) 0.31351(5) 0.0334(3) Uani 1 1 d . . . . .
H13 H 0.374488 0.612757 0.286855 0.040 Uiso 1 1 calc R U . . .
C14 C 0.48339(11) 0.3528(3) 0.30802(5) 0.0364(3) Uani 1 1 d . . . . .
H14 H 0.470235 0.254896 0.277814 0.044 Uiso 1 1 calc R U . . .
C15 C 0.56096(10) 0.2843(3) 0.34765(5) 0.0307(3) Uani 1 1 d . . . . .
H15 H 0.599842 0.140735 0.343811 0.037 Uiso 1 1 calc R U . . .
C16 C 0.82573(9) 0.4919(2) 0.33348(5) 0.0224(2) Uani 1 1 d . . . . .
C17 C 0.88710(10) 0.2822(2) 0.32837(5) 0.0277(2) Uani 1 1 d . . . . .
H17 H 0.920671 0.207537 0.358478 0.033 Uiso 1 1 calc R U . . .
C18 C 0.89757(10) 0.1859(2) 0.27783(5) 0.0313(3) Uani 1 1 d . . . . .
H18 H 0.938398 0.045205 0.274142 0.038 Uiso 1 1 calc R U . . .
C19 C 0.84810(10) 0.2960(3) 0.23241(5) 0.0297(3) Uani 1 1 d . . . . .
C20 C 0.78609(11) 0.5034(3) 0.23869(5) 0.0321(3) Uani 1 1 d . . . . .
H20 H 0.752161 0.577705 0.208637 0.039 Uiso 1 1 calc R U . . .
C21 C 0.77380(10) 0.6020(2) 0.28908(5) 0.0288(3) Uani 1 1 d . . . . .
H21 H 0.731334 0.740007 0.292951 0.035 Uiso 1 1 calc R U . . .
C22 C 0.86200(13) 0.1892(3) 0.17776(6) 0.0437(4) Uani 1 1 d . . . . .
H22A H 0.933537 0.219894 0.167950 0.066 Uiso 1 1 calc R U . . .
H22B H 0.811832 0.264286 0.151961 0.066 Uiso 1 1 calc R U . . .
H22C H 0.849481 0.015532 0.178525 0.066 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 O1 1.4419(9) . ?
S1 O2 1.4369(10) . ?
S1 C1 1.7680(12) . ?
S1 C16 1.7632(12) . ?
N1 C8 1.3688(15) . ?
N1 C9 1.3156(15) . ?
C1 C2 1.3685(17) . ?
C1 C9 1.4280(15) . ?
C2 H2 0.9300 . ?
C2 C3 1.4087(16) . ?
C3 C4 1.4135(17) . ?
C3 C8 1.4149(15) . ?
C4 H4 0.9300 . ?
C4 C5 1.3677(19) . ?
C5 H5 0.9300 . ?
C5 C6 1.4091(18) . ?
C6 H6 0.9300 . ?
C6 C7 1.3702(18) . ?
C7 H7 0.9300 . ?
C7 C8 1.4136(17) . ?
C9 C10 1.4966(16) . ?
C10 C11 1.3873(17) . ?
C10 C15 1.3844(17) . ?
C11 H11 0.9300 . ?
C11 C12 1.3917(19) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.3898(18) . ?
C15 H15 0.9300 . ?
C16 C17 1.3882(17) . ?
C16 C21 1.3838(17) . ?
C17 H17 0.9300 . ?
C17 C18 1.3825(18) . ?
C18 H18 0.9300 . ?
C18 C19 1.3912(19) . ?
C19 C20 1.3867(19) . ?
C19 C22 1.5062(18) . ?
C20 H20 0.9300 . ?
C20 C21 1.3881(18) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
O1 S1 C1 106.38(6) . . ?
O1 S1 C16 106.85(5) . . ?
O2 S1 O1 118.70(6) . . ?
O2 S1 C1 110.46(5) . . ?
O2 S1 C16 107.94(6) . . ?
C16 S1 C1 105.75(5) . . ?
C9 N1 C8 119.20(10) . . ?
C2 C1 S1 117.22(8) . . ?
C2 C1 C9 119.94(11) . . ?
C9 C1 S1 122.82(9) . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.41(10) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 122.96(10) . . ?
C2 C3 C8 117.24(10) . . ?
C4 C3 C8 119.75(11) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.89(11) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.30(12) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.10(12) . . ?
C7 C6 H6 119.5 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.65(11) . . ?
C8 C7 H7 120.2 . . ?
N1 C8 C3 122.58(11) . . ?
N1 C8 C7 118.09(10) . . ?
C7 C8 C3 119.24(11) . . ?
N1 C9 C1 121.48(10) . . ?
N1 C9 C10 114.92(10) . . ?
C1 C9 C10 123.45(10) . . ?
C11 C10 C9 122.33(11) . . ?
C15 C10 C9 118.03(11) . . ?
C15 C10 C11 119.54(11) . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.74(12) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.44(13) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.00(12) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.96(13) . . ?
C15 C14 H14 120.0 . . ?
C10 C15 C14 120.32(12) . . ?
C10 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 S1 119.35(9) . . ?
C21 C16 S1 119.41(9) . . ?
C21 C16 C17 121.05(11) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 118.99(12) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.15(12) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C22 120.07(13) . . ?
C20 C19 C18 118.69(12) . . ?
C20 C19 C22 121.24(13) . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.13(12) . . ?
C21 C20 H20 119.4 . . ?
C16 C21 C20 118.97(12) . . ?
C16 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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 C1 C2 C3 -177.29(9) . . . . ?
S1 C1 C9 N1 -179.21(9) . . . . ?
S1 C1 C9 C10 5.47(16) . . . . ?
S1 C16 C17 C18 -173.84(10) . . . . ?
S1 C16 C21 C20 173.34(10) . . . . ?
O1 S1 C1 C2 -7.79(11) . . . . ?
O1 S1 C1 C9 173.90(9) . . . . ?
O1 S1 C16 C17 52.70(11) . . . . ?
O1 S1 C16 C21 -122.41(10) . . . . ?
O2 S1 C1 C2 -137.87(9) . . . . ?
O2 S1 C1 C9 43.82(11) . . . . ?
O2 S1 C16 C17 -178.58(9) . . . . ?
O2 S1 C16 C21 6.31(11) . . . . ?
N1 C9 C10 C11 95.70(14) . . . . ?
N1 C9 C10 C15 -80.65(14) . . . . ?
C1 S1 C16 C17 -60.35(11) . . . . ?
C1 S1 C16 C21 124.54(10) . . . . ?
C1 C2 C3 C4 173.87(11) . . . . ?
C1 C2 C3 C8 -3.39(16) . . . . ?
C1 C9 C10 C11 -88.70(15) . . . . ?
C1 C9 C10 C15 94.95(14) . . . . ?
C2 C1 C9 N1 2.52(17) . . . . ?
C2 C1 C9 C10 -172.80(11) . . . . ?
C2 C3 C4 C5 -176.38(12) . . . . ?
C2 C3 C8 N1 2.50(17) . . . . ?
C2 C3 C8 C7 179.05(11) . . . . ?
C3 C4 C5 C6 -2.5(2) . . . . ?
C4 C3 C8 N1 -174.85(11) . . . . ?
C4 C3 C8 C7 1.70(17) . . . . ?
C4 C5 C6 C7 1.7(2) . . . . ?
C5 C6 C7 C8 0.9(2) . . . . ?
C6 C7 C8 N1 174.17(12) . . . . ?
C6 C7 C8 C3 -2.54(18) . . . . ?
C8 N1 C9 C1 -3.48(16) . . . . ?
C8 N1 C9 C10 172.21(10) . . . . ?
C8 C3 C4 C5 0.82(18) . . . . ?
C9 N1 C8 C3 0.95(17) . . . . ?
C9 N1 C8 C7 -175.63(11) . . . . ?
C9 C1 C2 C3 1.07(17) . . . . ?
C9 C10 C11 C12 -176.59(12) . . . . ?
C9 C10 C15 C14 176.60(12) . . . . ?
C10 C11 C12 C13 0.0(2) . . . . ?
C11 C10 C15 C14 0.1(2) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C12 C13 C14 C15 -0.6(2) . . . . ?
C13 C14 C15 C10 0.3(2) . . . . ?
C15 C10 C11 C12 -0.29(19) . . . . ?
C16 S1 C1 C2 105.59(10) . . . . ?
C16 S1 C1 C9 -72.73(10) . . . . ?
C16 C17 C18 C19 0.2(2) . . . . ?
C17 C16 C21 C20 -1.68(18) . . . . ?
C17 C18 C19 C20 -1.0(2) . . . . ?
C17 C18 C19 C22 179.20(12) . . . . ?
C18 C19 C20 C21 0.5(2) . . . . ?
C19 C20 C21 C16 0.8(2) . . . . ?
C21 C16 C17 C18 1.19(18) . . . . ?
C22 C19 C20 C21 -179.71(13) . . . . ?

_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 1.538
_oxdiff_exptl_absorpt_empirical_full_min 0.533
