# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_C21H18BrNO3S
_database_code_depnum_ccdc_archive 'CCDC 2024760'
loop_
_audit_author_name
_audit_author_address
'Long-Wu Ye'
;Xiamen University
China
;
_audit_update_record             
;
2022-04-02 deposited with the CCDC.	2022-05-20 downloaded from the CCDC.
;
_audit_creation_date             2020-06-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H18 Br N O3 S'
_chemical_formula_sum            'C21 H18 Br N O3 S'
_chemical_formula_weight         444.33
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O N P'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.60000(10)
_cell_length_b                   18.0276(3)
_cell_length_c                   18.3366(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1851.16(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13644
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.8350
_cell_measurement_theta_min      3.4300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.269
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0820
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            28832
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.838
_diffrn_reflns_theta_min         3.438
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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 -66.00   1.00    5.00    --  -41.00 -77.00   0.00   54
  2  ω   -119.00  -7.00   1.00    5.00    --  -41.00 -77.00-150.00  112
  3  ω    -59.00  -7.00   1.00    5.00    --  -41.00 -77.00  90.00   52
  4  ω    -53.00  -7.00   1.00    5.00    --  -41.00 -77.00 150.00   46
  5  ω    -75.00  -2.00   1.00    5.00    --  -41.00 125.00-150.00   73
  6  ω    -50.00  -7.00   1.00    5.00    --  -41.00 -77.00   0.00   43
  7  ω   -116.00 -17.00   1.00    5.00    --  -41.00 -37.00  30.00   99
  8  ω   -120.00 -10.00   1.00    5.00    --  -41.00 -77.00 -60.00  110
  9  ω   -116.00 -73.00   1.00    5.00    --  -41.00 -77.00 150.00   43
 10  ω     23.00  56.00   1.00    5.00    --   41.00-125.00-150.00   33
 11  ω      2.00  83.00   1.00    5.00    --   41.00 -99.00  90.00   81
 12  ω     12.00  53.00   1.00    5.00    --   41.00  57.00-120.00   41
 13  ω      1.00  52.00   1.00    5.00    --   41.00 -99.00   0.00   51
 14  ω     86.00 112.00   1.00    5.00    --   41.00  57.00-120.00   26
 15  ω     72.00  98.00   1.00   12.00    --  105.73  77.00 -60.00   26
 16  ω    106.00 151.00   1.00   12.00    --  105.73  61.00 120.00   45
 17  ω     76.00 177.00   1.00   12.00    --  105.73  59.00  75.71  101
 18  ω    153.00 178.00   1.00   12.00    --  105.73  61.00  90.00   25
 19  ω     31.00 118.00   1.00   12.00    --  105.73-125.00 -60.00   87
 20  ω     74.00 128.00   1.00   12.00    --  105.73  68.00  54.17   54
 21  ω     72.00 119.00   1.00   12.00    --  105.73  76.00-104.26   47
 22  ω     72.00 178.00   1.00   12.00    --  105.73  77.00 150.00  106
 23  ω    101.00 170.00   1.00   12.00    --  105.73 125.00-180.00   69
 24  ω     75.00 101.00   1.00   12.00    --  105.73  61.00  90.00   26
 25  ω     75.00 104.00   1.00   12.00    --  105.73  61.00 -30.00   29
 26  ω     75.00 101.00   1.00   12.00    --  105.73  61.00 120.00   26
 27  ω     73.00  98.00   1.00   12.00    --  105.73  75.00  -6.51   25
 28  ω     75.00 176.00   1.00   12.00    --  105.73  61.00   0.00  101
 29  ω    110.00 138.00   1.00   12.00    --  105.73 -77.00-180.00   28
 30  ω    111.00 177.00   1.00   12.00    --  105.73  77.00 -60.00   66
 31  ω     35.00  76.00   1.00   12.00    --  105.73 -77.00-180.00   41
 32  ω     74.00 100.00   1.00   12.00    --  105.73  66.00 -68.98   26
 33  ω     73.00  99.00   1.00   12.00    --  105.73  73.00-178.53   26
 34  ω     72.00  98.00   1.00   12.00    --  105.73  77.00-120.00   26
 35  ω     82.00 120.00   1.00   12.00    --  105.73  30.00-120.00   38
 36  ω     72.00  97.00   1.00   12.00    --  105.73  77.00 -30.00   25
 37  ω     36.00 110.00   1.00   12.00    --  105.73 -94.00 120.00   74
 38  ω     73.00  98.00   1.00   12.00    --  105.73  71.00-122.70   25
 39  ω     75.00 100.00   1.00   12.00    --  105.73  61.00 150.00   25
 40  ω     72.00  97.00   1.00   12.00    --  105.73  77.00  90.00   25
 41  ω     75.00 100.00   1.00   12.00    --  105.73  61.00  30.00   25
 42  ω     72.00  97.00   1.00   12.00    --  105.73  77.00 120.00   25
 43  ω     72.00  98.00   1.00   12.00    --  105.73  77.00   0.00   26
 44  ω     72.00 175.00   1.00   12.00    --  105.73  77.00 -90.00  103
 45  ω     75.00 101.00   1.00   12.00    --  105.73  61.00-180.00   26
 46  ω     72.00 122.00   1.00   12.00    --  105.73  77.00  30.00   50
 47  ω     22.00 110.00   1.00   12.00    --  105.73 -94.00   0.00   88
 48  ω     76.00 178.00   1.00   12.00    --  105.73  56.00-132.63  102
 49  ω     74.00 100.00   1.00   12.00    --  105.73  66.00-128.24   26
 50  ω     74.00 145.00   1.00   12.00    --  105.73  66.00 -25.74   71
 51  ω     75.00 101.00   1.00   12.00    --  105.73  62.00 -54.14   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0073960000
_diffrn_orient_matrix_UB_12      0.0545753000
_diffrn_orient_matrix_UB_13      -0.0646152000
_diffrn_orient_matrix_UB_21      -0.1838027000
_diffrn_orient_matrix_UB_22      0.0479516000
_diffrn_orient_matrix_UB_23      0.0410613000
_diffrn_orient_matrix_UB_31      0.2044670000
_diffrn_orient_matrix_UB_32      0.0450418000
_diffrn_orient_matrix_UB_33      0.0345993000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.707
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                3519
_reflns_number_total             3662
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.652
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details 
;
 Flack x determined using 1439 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.03(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3662
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0428
_refine_ls_restrained_S_all      1.060
_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)+(0.0850P)²+0.7510P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1124
_refine_ls_wR_factor_ref         0.1147
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C12(H12), C14(H14), C16(H16),
 C17(H17), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_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
Br1 Br 0.07101(10) 0.90983(3) 0.42759(3) 0.02481(18) Uani 1 1 d . . . . .
S1 S 0.1698(2) 0.62317(6) 0.19828(6) 0.0174(3) Uani 1 1 d . . . . .
O1 O -0.0118(7) 0.6366(2) 0.25086(19) 0.0226(7) Uani 1 1 d . . . . .
O2 O 0.1104(6) 0.5833(2) 0.13303(19) 0.0246(7) Uani 1 1 d . . . . .
O3 O 0.1900(7) 0.2739(2) 0.3984(2) 0.0269(8) Uani 1 1 d . . . . .
N1 N 0.3926(7) 0.5787(2) 0.2389(2) 0.0165(8) Uani 1 1 d . . . . .
C1 C 0.4677(8) 0.4670(2) 0.3037(2) 0.0159(9) Uani 1 1 d . . . . .
C2 C 0.3786(8) 0.5477(3) 0.3106(2) 0.0162(9) Uani 1 1 d . . . . .
C3 C 0.6612(9) 0.4783(3) 0.2442(3) 0.0172(9) Uani 1 1 d . . . . .
H3A H 0.8066 0.4982 0.2652 0.021 Uiso 1 1 calc R . . . .
H3B H 0.6978 0.4318 0.2201 0.021 Uiso 1 1 calc R . . . .
C4 C 0.2684(8) 0.4220(3) 0.2721(2) 0.0177(9) Uani 1 1 d . . . . .
H4 H 0.1998 0.4384 0.2288 0.021 Uiso 1 1 calc R . . . .
C5 C 0.5686(10) 0.4356(2) 0.3735(2) 0.0177(9) Uani 1 1 d . . . . .
C6 C 0.7616(9) 0.4703(3) 0.4076(3) 0.0194(9) Uani 1 1 d . . . . .
H6 H 0.8233 0.5139 0.3880 0.023 Uiso 1 1 calc R . . . .
C7 C 0.8632(9) 0.4408(3) 0.4706(3) 0.0214(10) Uani 1 1 d . . . . .
H7 H 0.9930 0.4642 0.4923 0.026 Uiso 1 1 calc R . . . .
C8 C 0.7712(10) 0.3765(3) 0.5009(2) 0.0238(11) Uani 1 1 d . . . . .
H8 H 0.8392 0.3568 0.5429 0.029 Uiso 1 1 calc R . . . .
C9 C 0.5784(11) 0.3417(3) 0.4688(3) 0.0221(10) Uani 1 1 d . . . . .
H9 H 0.5159 0.2988 0.4895 0.026 Uiso 1 1 calc R . . . .
C10 C 0.4768(9) 0.3708(3) 0.4052(3) 0.0181(9) Uani 1 1 d . . . . .
C11 C 0.2743(9) 0.3302(3) 0.3708(3) 0.0189(10) Uani 1 1 d . . . . .
C12 C 0.1821(10) 0.3597(3) 0.3020(3) 0.0216(10) Uani 1 1 d . . . . .
H12 H 0.0599 0.3344 0.2783 0.026 Uiso 1 1 calc R . . . .
C13 C 0.5505(9) 0.5332(3) 0.1909(2) 0.0203(9) Uani 1 1 d . . . . .
H13A H 0.6718 0.5636 0.1679 0.024 Uiso 1 1 calc R . . . .
H13B H 0.4590 0.5079 0.1535 0.024 Uiso 1 1 calc R . . . .
C14 C 0.3119(9) 0.5807(3) 0.3723(2) 0.0178(9) Uani 1 1 d . . . . .
H14 H 0.2995 0.5501 0.4129 0.021 Uiso 1 1 calc R . . . .
C15 C 0.2547(9) 0.6601(3) 0.3843(2) 0.0168(9) Uani 1 1 d . . . . .
C16 C 0.4094(9) 0.7158(3) 0.3613(2) 0.0188(9) Uani 1 1 d . . . . .
H16 H 0.5495 0.7030 0.3371 0.023 Uiso 1 1 calc R . . . .
C17 C 0.3581(10) 0.7905(3) 0.3739(3) 0.0222(10) Uani 1 1 d . . . . .
H17 H 0.4626 0.8276 0.3588 0.027 Uiso 1 1 calc R . . . .
C18 C 0.1471(9) 0.8079(3) 0.4095(3) 0.0187(10) Uani 1 1 d . . . . .
C19 C -0.0090(9) 0.7543(3) 0.4344(3) 0.0203(9) Uani 1 1 d . . . . .
H19 H -0.1483 0.7674 0.4588 0.024 Uiso 1 1 calc R . . . .
C20 C 0.0474(9) 0.6800(3) 0.4220(2) 0.0193(9) Uani 1 1 d . . . . .
H20 H -0.0545 0.6432 0.4391 0.023 Uiso 1 1 calc R . . . .
C21 C 0.3011(10) 0.7070(3) 0.1714(3) 0.0245(10) Uani 1 1 d . . . . .
H21A H 0.1869 0.7359 0.1447 0.037 Uiso 1 1 calc GR . . . .
H21B H 0.4368 0.6969 0.1410 0.037 Uiso 1 1 calc GR . . . .
H21C H 0.3516 0.7340 0.2138 0.037 Uiso 1 1 calc GR . . . .


_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
Br1 C18 1.916(5) . ?
S1 O1 1.423(4) . ?
S1 O2 1.435(4) . ?
S1 N1 1.660(4) . ?
S1 C21 1.751(6) . ?
O3 C11 1.228(6) . ?
N1 C2 1.430(6) . ?
N1 C13 1.492(6) . ?
C1 C2 1.542(6) . ?
C1 C3 1.551(6) . ?
C1 C4 1.496(6) . ?
C1 C5 1.509(6) . ?
C2 C14 1.331(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C13 1.524(6) . ?
C4 H4 0.9300 . ?
C4 C12 1.341(7) . ?
C5 C6 1.396(7) . ?
C5 C10 1.402(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.394(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.384(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.401(7) . ?
C10 C11 1.490(7) . ?
C11 C12 1.462(7) . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14 0.9300 . ?
C14 C15 1.485(6) . ?
C15 C16 1.391(7) . ?
C15 C20 1.398(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.397(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(7) . ?
C18 C19 1.381(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.393(7) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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 O2 119.0(2) . . ?
O1 S1 N1 108.4(2) . . ?
O1 S1 C21 110.1(2) . . ?
O2 S1 N1 107.8(2) . . ?
O2 S1 C21 107.1(2) . . ?
N1 S1 C21 103.2(2) . . ?
C2 N1 S1 124.0(3) . . ?
C2 N1 C13 111.1(4) . . ?
C13 N1 S1 116.5(3) . . ?
C2 C1 C3 99.2(3) . . ?
C4 C1 C2 107.5(4) . . ?
C4 C1 C3 108.6(4) . . ?
C4 C1 C5 113.9(4) . . ?
C5 C1 C2 113.9(4) . . ?
C5 C1 C3 112.6(4) . . ?
N1 C2 C1 106.0(4) . . ?
C14 C2 N1 128.4(4) . . ?
C14 C2 C1 125.5(4) . . ?
C1 C3 H3A 110.8 . . ?
C1 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
C13 C3 C1 104.6(4) . . ?
C13 C3 H3A 110.8 . . ?
C13 C3 H3B 110.8 . . ?
C1 C4 H4 117.8 . . ?
C12 C4 C1 124.4(4) . . ?
C12 C4 H4 117.8 . . ?
C6 C5 C1 120.1(4) . . ?
C6 C5 C10 118.1(4) . . ?
C10 C5 C1 121.7(5) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.1(5) . . ?
C7 C6 H6 119.5 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.0(5) . . ?
C8 C7 H7 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.1(4) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.9 . . ?
C8 C9 C10 120.1(5) . . ?
C10 C9 H9 119.9 . . ?
C5 C10 C11 120.9(4) . . ?
C9 C10 C5 120.6(5) . . ?
C9 C10 C11 118.5(4) . . ?
O3 C11 C10 121.6(5) . . ?
O3 C11 C12 121.3(5) . . ?
C12 C11 C10 117.1(4) . . ?
C4 C12 C11 122.0(5) . . ?
C4 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
N1 C13 C3 102.7(4) . . ?
N1 C13 H13A 111.2 . . ?
N1 C13 H13B 111.2 . . ?
C3 C13 H13A 111.2 . . ?
C3 C13 H13B 111.2 . . ?
H13A C13 H13B 109.1 . . ?
C2 C14 H14 115.9 . . ?
C2 C14 C15 128.2(4) . . ?
C15 C14 H14 115.9 . . ?
C16 C15 C14 121.1(4) . . ?
C16 C15 C20 118.8(4) . . ?
C20 C15 C14 120.0(4) . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.2(5) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 121.0 . . ?
C18 C17 C16 118.1(5) . . ?
C18 C17 H17 121.0 . . ?
C17 C18 Br1 119.2(4) . . ?
C19 C18 Br1 118.3(4) . . ?
C19 C18 C17 122.5(4) . . ?
C18 C19 H19 120.8 . . ?
C18 C19 C20 118.4(4) . . ?
C20 C19 H19 120.8 . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 121.0(4) . . ?
C19 C20 H20 119.5 . . ?
S1 C21 H21A 109.5 . . ?
S1 C21 H21B 109.5 . . ?
S1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.702
_oxdiff_exptl_absorpt_empirical_full_min 0.456
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane and ethyl acetate'
####################################################################### 
# 
# 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_9021
_database_code_depnum_ccdc_archive 'CCDC 2164054'
loop_
_audit_author_name
_audit_author_address
'Li Hanghao'
;Xiamen University
China
;
_audit_update_record             
;
2022-04-04 deposited with the CCDC.	2022-05-20 downloaded from the CCDC.
;
_audit_creation_date             2019-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 N O3 S'
_chemical_formula_sum            'C21 H19 N O3 S'
_chemical_formula_weight         365.43
_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 0.0181 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      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                   5.8030(3)
_cell_length_b                   11.2947(6)
_cell_length_c                   13.4472(6)
_cell_angle_alpha                91.966(4)
_cell_angle_beta                 97.567(4)
_cell_angle_gamma                103.085(5)
_cell_volume                     849.13(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2376
_cell_measurement_temperature    133(40)
_cell_measurement_theta_max      65.4860
_cell_measurement_theta_min      12.1460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.874
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91654
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.848
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4357
_diffrn_reflns_point_group_measured_fraction_full 0.848
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         61.156
_diffrn_reflns_theta_min         4.027
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      133(40)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.848
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  15.00   1.00    2.50    --    0.00  37.00 -60.00   27
  2  ω    -55.00 -11.00   1.00    2.50    --    0.00 -57.00-180.00   44
  3  ω    -80.00 -36.00   1.00    2.50    --    0.00-178.00-180.00   44
  4  ω     23.00  69.00   1.00    2.50    --    0.00  37.00 -60.00   46
  5  ω    -82.00 -39.00   1.00    2.50    --    0.00-178.00   0.00   43
  6  ω     32.00  98.00   1.00    5.00    --   88.13 -94.00-120.00   66
  7  ω     69.00 158.00   1.00    5.00    --   88.13  30.00 -30.00   89
  8  ω    124.00 158.00   1.00    5.00    --   88.13  77.00  47.00   34
  9  ω     55.00 114.00   1.00    5.00    --   88.13-125.00 150.00   59
 10  ω     99.00 124.00   1.00    5.00    --   88.13 125.00 150.00   25
 11  ω     68.00 160.00   1.00    5.00    --   88.13  30.00-120.00   92
 12  ω     40.00 118.00   1.00    5.00    --   88.13 -77.00 -78.00   78
 13  ω     79.00 105.00   1.00    5.00    --   88.13 -94.00 120.00   26
 14  ω     11.00  40.00   1.00    5.00    --   88.13 -94.00 120.00   29
 15  ω    114.00 140.00   1.00    5.00    --   88.13 125.00 120.00   26
 16  ω     62.00  99.00   1.00    5.00    --   88.13  77.00  47.00   37
 17  ω     24.00  98.00   1.00    5.00    --   88.13 -45.00  90.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0844119000
_diffrn_orient_matrix_UB_12      -0.0620387000
_diffrn_orient_matrix_UB_13      0.0933437000
_diffrn_orient_matrix_UB_21      -0.2415943000
_diffrn_orient_matrix_UB_22      0.0352741000
_diffrn_orient_matrix_UB_23      -0.0245672000
_diffrn_orient_matrix_UB_31      -0.1017347000
_diffrn_orient_matrix_UB_32      -0.1208437000
_diffrn_orient_matrix_UB_33      -0.0640243000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2386
_reflns_number_total             2598
_reflns_odcompleteness_completeness 99.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.495
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         2598
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.062
_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)+(0.0997P)²+0.1987P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1340
_refine_ls_wR_factor_ref         0.1386
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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 0.28025(9) 0.40489(5) 0.84308(4) 0.0202(2) Uani 1 1 d . . . . .
O1 O 0.4932(3) 0.39509(14) 0.80433(12) 0.0249(4) Uani 1 1 d . . . . .
O3 O 0.1140(3) 1.07150(14) 0.68685(13) 0.0276(4) Uani 1 1 d . . . . .
O2 O 0.2497(3) 0.37027(15) 0.94240(13) 0.0296(4) Uani 1 1 d . . . . .
N1 N 0.2614(3) 0.54800(16) 0.84016(13) 0.0186(4) Uani 1 1 d . . . . .
C16 C 0.3348(4) 0.9537(2) 0.78508(16) 0.0186(5) Uani 1 1 d . . . . .
C6 C 0.2786(4) 0.61424(19) 0.75314(16) 0.0165(5) Uani 1 1 d . . . . .
C4 C 0.1696(4) 0.72353(19) 0.76614(16) 0.0173(5) Uani 1 1 d . . . . .
C15 C 0.1295(4) 0.9703(2) 0.71203(17) 0.0196(5) Uani 1 1 d . . . . .
C17 C 0.5053(4) 1.0571(2) 0.82837(17) 0.0217(5) Uani 1 1 d . . . . .
C21 C 0.3554(4) 0.83706(19) 0.81230(16) 0.0167(5) Uani 1 1 d . . . . .
C5 C 0.0459(4) 0.7475(2) 0.66362(16) 0.0183(5) Uani 1 1 d . . . . .
C13 C 0.2144(4) 0.75601(19) 0.58514(16) 0.0189(5) Uani 1 1 d . . . . .
C20 C 0.5417(4) 0.8278(2) 0.88620(17) 0.0201(5) Uani 1 1 d . . . . .
C14 C -0.0608(4) 0.8587(2) 0.67357(17) 0.0192(5) Uani 1 1 d . . . . .
C8 C 0.3621(4) 0.67178(19) 0.58713(16) 0.0188(5) Uani 1 1 d . . . . .
C12 C 0.2200(4) 0.8365(2) 0.50938(17) 0.0227(5) Uani 1 1 d . . . . .
C7 C 0.3677(4) 0.59099(19) 0.66931(17) 0.0182(5) Uani 1 1 d . . . . .
C9 C 0.5002(4) 0.6684(2) 0.50968(16) 0.0207(5) Uani 1 1 d . . . . .
C2 C 0.1034(4) 0.5918(2) 0.90450(18) 0.0200(5) Uani 1 1 d . . . . .
C3 C -0.0075(4) 0.6784(2) 0.84048(18) 0.0195(5) Uani 1 1 d . . . . .
C10 C 0.5051(4) 0.7502(2) 0.43543(18) 0.0241(5) Uani 1 1 d . . . . .
C19 C 0.7056(4) 0.9320(2) 0.93014(18) 0.0238(5) Uani 1 1 d . . . . .
C18 C 0.6900(4) 1.0461(2) 0.90006(19) 0.0257(6) Uani 1 1 d . . . . .
C11 C 0.3671(4) 0.8356(2) 0.43579(18) 0.0256(5) Uani 1 1 d . . . . .
C1 C 0.0300(5) 0.3259(2) 0.7594(2) 0.0289(6) Uani 1 1 d . . . . .
H5 H -0.086(4) 0.677(2) 0.6419(17) 0.014(5) Uiso 1 1 d . . . . .
H20 H 0.553(4) 0.746(2) 0.9077(19) 0.025(6) Uiso 1 1 d . . . . .
H11 H 0.368(5) 0.892(2) 0.386(2) 0.027(7) Uiso 1 1 d . . . . .
H7 H 0.449(4) 0.518(2) 0.6584(19) 0.024(6) Uiso 1 1 d . . . . .
H17 H 0.494(4) 1.140(2) 0.8080(19) 0.024(6) Uiso 1 1 d . . . . .
H19 H 0.820(5) 0.922(3) 0.980(2) 0.034(7) Uiso 1 1 d . . . . .
H18 H 0.798(6) 1.114(3) 0.927(2) 0.049(9) Uiso 1 1 d . . . . .
H2A H 0.199(4) 0.629(2) 0.9661(19) 0.015(6) Uiso 1 1 d . . . . .
H3A H -0.027(4) 0.747(2) 0.8822(19) 0.019(6) Uiso 1 1 d . . . . .
H1A H 0.035(5) 0.359(3) 0.693(2) 0.036(8) Uiso 1 1 d . . . . .
H14A H -0.180(4) 0.846(2) 0.7232(18) 0.016(6) Uiso 1 1 d . . . . .
H3B H -0.153(5) 0.637(2) 0.8080(19) 0.018(6) Uiso 1 1 d . . . . .
H14B H -0.144(5) 0.877(2) 0.611(2) 0.029(7) Uiso 1 1 d . . . . .
H12 H 0.123(5) 0.897(3) 0.508(2) 0.044(8) Uiso 1 1 d . . . . .
H2B H -0.013(5) 0.526(3) 0.918(2) 0.030(7) Uiso 1 1 d . . . . .
H10 H 0.601(5) 0.753(2) 0.384(2) 0.032(7) Uiso 1 1 d . . . . .
H9 H 0.595(5) 0.612(3) 0.511(2) 0.032(7) Uiso 1 1 d . . . . .
H1B H -0.113(5) 0.339(3) 0.786(2) 0.039(8) Uiso 1 1 d . . . . .
H1C H 0.035(5) 0.238(3) 0.760(2) 0.040(8) Uiso 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
S1 O1 1.4279(16) . ?
S1 O2 1.4265(17) . ?
S1 N1 1.6460(18) . ?
S1 C1 1.756(3) . ?
O3 C15 1.222(3) . ?
N1 C6 1.413(3) . ?
N1 C2 1.490(3) . ?
C16 C15 1.492(3) . ?
C16 C17 1.400(3) . ?
C16 C21 1.406(3) . ?
C6 C4 1.524(3) . ?
C6 C7 1.342(3) . ?
C4 C21 1.528(3) . ?
C4 C5 1.530(3) . ?
C4 C3 1.544(3) . ?
C15 C14 1.501(3) . ?
C17 C18 1.375(4) . ?
C17 H17 1.00(3) . ?
C21 C20 1.394(3) . ?
C5 C13 1.522(3) . ?
C5 C14 1.530(3) . ?
C5 H5 0.98(2) . ?
C13 C8 1.416(3) . ?
C13 C12 1.387(3) . ?
C20 C19 1.391(3) . ?
C20 H20 0.99(3) . ?
C14 H14A 1.01(2) . ?
C14 H14B 0.97(3) . ?
C8 C7 1.459(3) . ?
C8 C9 1.400(3) . ?
C12 C11 1.391(3) . ?
C12 H12 0.98(3) . ?
C7 H7 1.05(3) . ?
C9 C10 1.382(3) . ?
C9 H9 0.93(3) . ?
C2 C3 1.520(3) . ?
C2 H2A 0.96(3) . ?
C2 H2B 0.92(3) . ?
C3 H3A 0.98(3) . ?
C3 H3B 0.91(3) . ?
C10 C11 1.387(4) . ?
C10 H10 0.94(3) . ?
C19 C18 1.383(4) . ?
C19 H19 0.91(3) . ?
C18 H18 0.90(3) . ?
C11 H11 0.94(3) . ?
C1 H1A 0.98(3) . ?
C1 H1B 0.98(3) . ?
C1 H1C 1.00(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 107.86(9) . . ?
O1 S1 C1 109.40(11) . . ?
O2 S1 O1 119.34(10) . . ?
O2 S1 N1 106.48(9) . . ?
O2 S1 C1 108.78(12) . . ?
N1 S1 C1 103.85(11) . . ?
C6 N1 S1 123.28(14) . . ?
C6 N1 C2 110.71(17) . . ?
C2 N1 S1 118.60(15) . . ?
C17 C16 C15 118.7(2) . . ?
C17 C16 C21 120.2(2) . . ?
C21 C16 C15 121.1(2) . . ?
N1 C6 C4 108.44(17) . . ?
C7 C6 N1 129.4(2) . . ?
C7 C6 C4 122.1(2) . . ?
C6 C4 C21 112.35(17) . . ?
C6 C4 C5 108.61(17) . . ?
C6 C4 C3 101.70(17) . . ?
C21 C4 C5 110.82(17) . . ?
C21 C4 C3 110.06(17) . . ?
C5 C4 C3 113.00(18) . . ?
O3 C15 C16 121.1(2) . . ?
O3 C15 C14 121.4(2) . . ?
C16 C15 C14 117.40(19) . . ?
C16 C17 H17 120.6(15) . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17 118.9(15) . . ?
C16 C21 C4 120.70(19) . . ?
C20 C21 C16 118.5(2) . . ?
C20 C21 C4 120.74(19) . . ?
C4 C5 C14 109.97(17) . . ?
C4 C5 H5 107.5(13) . . ?
C13 C5 C4 110.81(18) . . ?
C13 C5 C14 114.03(19) . . ?
C13 C5 H5 106.4(13) . . ?
C14 C5 H5 107.8(14) . . ?
C8 C13 C5 117.4(2) . . ?
C12 C13 C5 123.5(2) . . ?
C12 C13 C8 119.0(2) . . ?
C21 C20 H20 118.8(15) . . ?
C19 C20 C21 120.4(2) . . ?
C19 C20 H20 120.9(15) . . ?
C15 C14 C5 111.11(18) . . ?
C15 C14 H14A 107.0(13) . . ?
C15 C14 H14B 107.4(16) . . ?
C5 C14 H14A 110.8(14) . . ?
C5 C14 H14B 113.5(16) . . ?
H14A C14 H14B 107(2) . . ?
C13 C8 C7 119.7(2) . . ?
C9 C8 C13 118.8(2) . . ?
C9 C8 C7 121.5(2) . . ?
C13 C12 C11 121.3(2) . . ?
C13 C12 H12 120.5(18) . . ?
C11 C12 H12 118.2(18) . . ?
C6 C7 C8 119.9(2) . . ?
C6 C7 H7 124.4(14) . . ?
C8 C7 H7 115.7(14) . . ?
C8 C9 H9 118.6(17) . . ?
C10 C9 C8 121.2(2) . . ?
C10 C9 H9 120.1(17) . . ?
N1 C2 C3 104.30(18) . . ?
N1 C2 H2A 108.4(14) . . ?
N1 C2 H2B 108.9(17) . . ?
C3 C2 H2A 114.2(14) . . ?
C3 C2 H2B 110.8(18) . . ?
H2A C2 H2B 110(2) . . ?
C4 C3 H3A 110.2(14) . . ?
C4 C3 H3B 111.9(15) . . ?
C2 C3 C4 105.45(18) . . ?
C2 C3 H3A 110.7(15) . . ?
C2 C3 H3B 109.0(16) . . ?
H3A C3 H3B 110(2) . . ?
C9 C10 C11 119.8(2) . . ?
C9 C10 H10 123.4(18) . . ?
C11 C10 H10 116.8(18) . . ?
C20 C19 H19 117.4(18) . . ?
C18 C19 C20 120.9(2) . . ?
C18 C19 H19 121.7(18) . . ?
C17 C18 C19 119.5(2) . . ?
C17 C18 H18 119(2) . . ?
C19 C18 H18 121(2) . . ?
C12 C11 H11 119.1(16) . . ?
C10 C11 C12 119.8(2) . . ?
C10 C11 H11 121.1(16) . . ?
S1 C1 H1A 109.5(17) . . ?
S1 C1 H1B 107.5(17) . . ?
S1 C1 H1C 105.8(17) . . ?
H1A C1 H1B 109(2) . . ?
H1A C1 H1C 115(2) . . ?
H1B C1 H1C 110(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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.995
_oxdiff_exptl_absorpt_empirical_full_min 0.690
