# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_yuanpf_yp765
_database_code_depnum_ccdc_archive 'CCDC 2070573'
loop_
_audit_author_name
_audit_author_address
'panfeng yuan'
;lanzhou university
China
;
_audit_update_record             
;
2021-03-16 deposited with the CCDC.	2021-08-12 downloaded from the CCDC.
;
_audit_creation_date             2020-09-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H22 N2 O3 S'
_chemical_formula_sum            'C22 H22 N2 O3 S'
_chemical_formula_weight         394.47
_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                   9.8908(7)
_cell_length_b                   11.0797(6)
_cell_length_c                   11.2738(6)
_cell_angle_alpha                65.070(6)
_cell_angle_beta                 88.314(5)
_cell_angle_gamma                66.204(6)
_cell_volume                     1010.27(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3602
_cell_measurement_temperature    293.75(10)
_cell_measurement_theta_max      69.9570
_cell_measurement_theta_min      8.9850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.627
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6288
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.587
_diffrn_reflns_theta_max         66.587
_diffrn_reflns_theta_min         4.879
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.75(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  21.00   1.00    1.00    --    0.00 -57.00  60.00   28
  2  ω     29.00 110.00   1.00    1.00    --   54.00-125.00 150.00   81
  3  ω     40.00 103.00   1.00    1.00    --  108.00-111.00 120.00   63
  4  ω     92.00 128.00   1.00    1.00    --  108.00 -63.00   0.00   36
  5  ω     83.00 116.00   1.00    1.00    --  108.00-111.00   0.00   33
  6  ω     47.00  77.00   1.00    1.00    --   54.00 -38.00 -60.00   30
  7  ω     28.00  74.00   1.00    1.00    --   54.00 -57.00 -60.00   46
  8  ω     41.00  91.00   1.00    1.00    --  108.00 -50.00-120.00   50
  9  ω     41.00 114.00   1.00    1.00    --  108.00-111.00-150.00   73
 10  ω     41.00 146.00   1.00    1.00    --  108.00 -91.00-120.00  105
 11  ω     75.00 165.00   1.00    1.00    --  108.00  25.00  90.00   90
 12  ω    111.00 146.00   1.00    1.00    --  108.00 111.00  30.00   35
 13  ω    101.00 166.00   1.00    1.00    --  108.00  63.00 -60.00   65
 14  ω    147.00 174.00   1.00    1.00    --  108.00  63.00-120.00   27
 15  ω    111.00 170.00   1.00    1.00    --  108.00 111.00 -90.00   59
 16  ω    104.00 129.00   1.00    1.00    --  108.00 111.00-180.00   25
 17  ω     90.00 116.00   1.00    1.00    --  108.00  63.00-120.00   26
 18  ω     80.00 169.00   1.00    1.00    --  108.00  77.00 -30.00   89
 19  ω     84.00 162.00   1.00    1.00    --  108.00  77.00   0.00   78
 20  ω     43.00  90.00   1.00    1.00    --  108.00 -63.00   0.00   47
 21  ω     33.00 113.00   1.00    1.00    --   54.00  57.00  90.00   80
 22  ω     26.00 103.00   1.00    1.00    --   54.00  77.00 -60.00   77
 23  ω     36.00 110.00   1.00    1.00    --   54.00  57.00-180.00   74
 24  ω     31.00  56.00   1.00    1.00    --    0.00  57.00-150.00   25
 25  ω    -16.00  16.00   1.00    1.00    --    0.00  57.00-150.00   32
 26  ω      3.00  59.00   1.00    1.00    --   54.00 -38.00-180.00   56
 27  ω    -64.00 -39.00   1.00    1.00    --    0.00 -57.00  60.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1334314000
_diffrn_orient_matrix_UB_12      0.0404733000
_diffrn_orient_matrix_UB_13      -0.0263914000
_diffrn_orient_matrix_UB_21      0.0146945000
_diffrn_orient_matrix_UB_22      -0.0328891000
_diffrn_orient_matrix_UB_23      -0.1208214000
_diffrn_orient_matrix_UB_31      -0.1086963000
_diffrn_orient_matrix_UB_32      0.1617648000
_diffrn_orient_matrix_UB_33      -0.0899178000
_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                3267
_reflns_number_total             3567
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0266(13)
_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   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         3567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.049
_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)+(0.0653P)²+0.2059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1127
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C17(H17), C18(H18), C20(H20), C21(H21)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C22(H22A,H22B,H22C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.38820(4) 0.66413(4) 0.63622(4) 0.04195(16) Uani 1 1 d . . . . .
O1 O 0.38735(15) 0.16157(15) 0.88578(14) 0.0615(4) Uani 1 1 d . . . . .
H1 H 0.372165 0.087960 0.924092 0.092 Uiso 1 1 calc R U . . .
O2 O 0.37002(15) 0.77955(14) 0.66964(15) 0.0616(4) Uani 1 1 d . . . . .
O3 O 0.49504(13) 0.62810(14) 0.55453(13) 0.0555(3) Uani 1 1 d . . . . .
N1 N 0.52539(16) 0.13560(15) 0.94410(14) 0.0464(3) Uani 1 1 d . . . . .
N2 N 0.43639(15) 0.51306(14) 0.77668(13) 0.0417(3) Uani 1 1 d . . . . .
C1 C 0.70680(17) 0.21961(17) 0.94894(15) 0.0394(3) Uani 1 1 d . . . . .
C2 C 0.78090(19) 0.30441(19) 0.88119(16) 0.0472(4) Uani 1 1 d . . . . .
H2 H 0.740050 0.377581 0.794623 0.057 Uiso 1 1 calc R U . . .
C3 C 0.91536(19) 0.2812(2) 0.94123(17) 0.0493(4) Uani 1 1 d . . . . .
H3 H 0.963273 0.339278 0.893913 0.059 Uiso 1 1 calc R U . . .
C4 C 0.98030(18) 0.17302(17) 1.07066(16) 0.0417(4) Uani 1 1 d . . . . .
C5 C 0.9057(2) 0.08774(18) 1.13708(16) 0.0470(4) Uani 1 1 d . . . . .
H5 H 0.947394 0.013058 1.222959 0.056 Uiso 1 1 calc R U . . .
C6 C 0.7712(2) 0.11151(19) 1.07837(17) 0.0482(4) Uani 1 1 d . . . . .
H6 H 0.722683 0.054291 1.126110 0.058 Uiso 1 1 calc R U . . .
C7 C 1.12009(18) 0.15229(18) 1.13852(16) 0.0427(4) Uani 1 1 d . . . . .
C8 C 1.22467(19) 0.01255(19) 1.22797(18) 0.0499(4) Uani 1 1 d . . . . .
H8 H 1.207875 -0.069314 1.243931 0.060 Uiso 1 1 calc R U . . .
C9 C 1.3533(2) -0.0066(2) 1.2936(2) 0.0583(5) Uani 1 1 d . . . . .
H9 H 1.422487 -0.100868 1.352356 0.070 Uiso 1 1 calc R U . . .
C10 C 1.3792(2) 0.1131(2) 1.2723(2) 0.0616(5) Uani 1 1 d . . . . .
H10 H 1.465674 0.100140 1.316427 0.074 Uiso 1 1 calc R U . . .
C11 C 1.2767(2) 0.2523(2) 1.1852(2) 0.0658(5) Uani 1 1 d . . . . .
H11 H 1.293274 0.333806 1.171182 0.079 Uiso 1 1 calc R U . . .
C12 C 1.1486(2) 0.2715(2) 1.1183(2) 0.0578(5) Uani 1 1 d . . . . .
H12 H 1.080710 0.366051 1.058830 0.069 Uiso 1 1 calc R U . . .
C13 C 0.56217(18) 0.24221(17) 0.88712(15) 0.0400(4) Uani 1 1 d . . . . .
C14 C 0.4710(2) 0.37852(18) 0.76206(16) 0.0457(4) Uani 1 1 d . . . . .
H14A H 0.526307 0.380155 0.689323 0.055 Uiso 1 1 calc R U . . .
H14B H 0.378284 0.375922 0.740617 0.055 Uiso 1 1 calc R U . . .
C15 C 0.3435(2) 0.5265(2) 0.8782(2) 0.0654(5) Uani 1 1 d . . . . .
H15A H 0.323839 0.617042 0.881693 0.098 Uiso 1 1 calc R U . . .
H15B H 0.395410 0.444761 0.962971 0.098 Uiso 1 1 calc R U . . .
H15C H 0.250438 0.526485 0.856316 0.098 Uiso 1 1 calc R U . . .
C16 C 0.21142(17) 0.70279(16) 0.56325(15) 0.0387(3) Uani 1 1 d . . . . .
C17 C 0.08360(19) 0.7982(2) 0.58561(19) 0.0508(4) Uani 1 1 d . . . . .
H17 H 0.090973 0.846931 0.633260 0.061 Uiso 1 1 calc R U . . .
C18 C -0.0557(2) 0.8206(2) 0.5365(2) 0.0580(5) Uani 1 1 d . . . . .
H18 H -0.141602 0.884714 0.551895 0.070 Uiso 1 1 calc R U . . .
C19 C -0.06935(19) 0.7501(2) 0.46561(18) 0.0540(4) Uani 1 1 d . . . . .
C20 C 0.0603(2) 0.6561(2) 0.44278(19) 0.0554(5) Uani 1 1 d . . . . .
H20 H 0.052562 0.608573 0.393940 0.066 Uiso 1 1 calc R U . . .
C21 C 0.20110(19) 0.63128(19) 0.49108(17) 0.0476(4) Uani 1 1 d . . . . .
H21 H 0.287092 0.567723 0.475246 0.057 Uiso 1 1 calc R U . . .
C22 C -0.2224(2) 0.7738(3) 0.4154(3) 0.0841(7) Uani 1 1 d . . . . .
H22A H -0.259719 0.717948 0.487350 0.126 Uiso 1 1 calc R U . . .
H22B H -0.214795 0.741926 0.347413 0.126 Uiso 1 1 calc R U . . .
H22C H -0.289764 0.876727 0.379509 0.126 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 O2 1.4235(13) . ?
S1 O3 1.4271(13) . ?
S1 N2 1.6439(14) . ?
S1 C16 1.7608(15) . ?
O1 H1 0.8200 . ?
O1 N1 1.3984(17) . ?
N1 C13 1.278(2) . ?
N2 C14 1.469(2) . ?
N2 C15 1.465(2) . ?
C1 C2 1.386(2) . ?
C1 C6 1.391(2) . ?
C1 C13 1.489(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.387(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.392(2) . ?
C4 C5 1.390(2) . ?
C4 C7 1.486(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.392(2) . ?
C7 C12 1.386(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.385(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.372(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.504(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.381(2) . ?
C16 C21 1.383(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.374(3) . ?
C19 C20 1.387(3) . ?
C19 C22 1.511(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.386(2) . ?
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
O2 S1 O3 120.02(8) . . ?
O2 S1 N2 106.83(8) . . ?
O2 S1 C16 107.93(8) . . ?
O3 S1 N2 106.27(7) . . ?
O3 S1 C16 108.64(8) . . ?
N2 S1 C16 106.38(7) . . ?
N1 O1 H1 109.5 . . ?
C13 N1 O1 114.09(13) . . ?
C14 N2 S1 114.84(10) . . ?
C15 N2 S1 115.56(12) . . ?
C15 N2 C14 113.70(14) . . ?
C2 C1 C6 117.98(15) . . ?
C2 C1 C13 121.84(14) . . ?
C6 C1 C13 120.18(14) . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.65(15) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.54(15) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C7 122.04(15) . . ?
C5 C4 C3 117.26(15) . . ?
C5 C4 C7 120.65(14) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.39(15) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.16(15) . . ?
C5 C6 H6 119.4 . . ?
C8 C7 C4 121.00(15) . . ?
C12 C7 C4 121.27(15) . . ?
C12 C7 C8 117.70(16) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.06(17) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.27(18) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.62(17) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.19(18) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 121.16(17) . . ?
C7 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
N1 C13 C1 115.43(14) . . ?
N1 C13 C14 122.92(14) . . ?
C1 C13 C14 121.58(14) . . ?
N2 C14 C13 111.39(12) . . ?
N2 C14 H14A 109.4 . . ?
N2 C14 H14B 109.4 . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 S1 119.27(13) . . ?
C17 C16 C21 120.51(15) . . ?
C21 C16 S1 120.11(12) . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.49(17) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.30(17) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C20 118.37(16) . . ?
C18 C19 C22 120.39(19) . . ?
C20 C19 C22 121.23(19) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 C19 121.51(17) . . ?
C21 C20 H20 119.2 . . ?
C16 C21 C20 118.82(16) . . ?
C16 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
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 N2 C14 C13 160.63(12) . . . . ?
S1 C16 C17 C18 -175.32(14) . . . . ?
S1 C16 C21 C20 175.47(13) . . . . ?
O1 N1 C13 C1 178.49(13) . . . . ?
O1 N1 C13 C14 -4.6(2) . . . . ?
O2 S1 N2 C14 -175.78(11) . . . . ?
O2 S1 N2 C15 48.79(15) . . . . ?
O2 S1 C16 C17 -20.43(16) . . . . ?
O2 S1 C16 C21 163.46(14) . . . . ?
O3 S1 N2 C14 -46.52(13) . . . . ?
O3 S1 N2 C15 178.05(13) . . . . ?
O3 S1 C16 C17 -152.04(14) . . . . ?
O3 S1 C16 C21 31.84(15) . . . . ?
N1 C13 C14 N2 127.84(17) . . . . ?
N2 S1 C16 C17 93.93(15) . . . . ?
N2 S1 C16 C21 -82.19(14) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C13 C14 N2 -55.4(2) . . . . ?
C2 C1 C6 C5 -0.9(3) . . . . ?
C2 C1 C13 N1 162.50(16) . . . . ?
C2 C1 C13 C14 -14.5(2) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C2 C3 C4 C7 -176.74(16) . . . . ?
C3 C4 C5 C6 -1.5(3) . . . . ?
C3 C4 C7 C8 -145.67(18) . . . . ?
C3 C4 C7 C12 36.4(3) . . . . ?
C4 C5 C6 C1 1.6(3) . . . . ?
C4 C7 C8 C9 -178.49(17) . . . . ?
C4 C7 C12 C11 177.75(18) . . . . ?
C5 C4 C7 C8 37.0(2) . . . . ?
C5 C4 C7 C12 -140.94(19) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
C6 C1 C13 N1 -17.8(2) . . . . ?
C6 C1 C13 C14 165.25(16) . . . . ?
C7 C4 C5 C6 176.03(15) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
C8 C7 C12 C11 -0.2(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 -0.7(3) . . . . ?
C10 C11 C12 C7 0.8(3) . . . . ?
C12 C7 C8 C9 -0.5(3) . . . . ?
C13 C1 C2 C3 179.88(15) . . . . ?
C13 C1 C6 C5 179.36(15) . . . . ?
C15 N2 C14 C13 -63.12(19) . . . . ?
C16 S1 N2 C14 69.12(13) . . . . ?
C16 S1 N2 C15 -66.31(15) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C16 C21 C20 -0.6(3) . . . . ?
C17 C18 C19 C20 -0.6(3) . . . . ?
C17 C18 C19 C22 178.75(19) . . . . ?
C18 C19 C20 C21 0.8(3) . . . . ?
C19 C20 C21 C16 -0.2(3) . . . . ?
C21 C16 C17 C18 0.8(3) . . . . ?
C22 C19 C20 C21 -178.56(19) . . . . ?

_olex2_date_sample_data_collection 2020-09-21
_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 1.994
_oxdiff_exptl_absorpt_empirical_full_min 0.578
####################################################################### 
# 
# 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_yuanpanfeng_0323-2
_database_code_depnum_ccdc_archive 'CCDC 2075040'
loop_
_audit_author_name
_audit_author_address
'panfeng yuan'
;Lanzhou University
China
;
_audit_update_record             
;
2021-04-02 deposited with the CCDC.	2021-08-12 downloaded from the CCDC.
;
_audit_creation_date             2021-03-24
_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         'C18 H19 Cl N2 O3 S'
_chemical_formula_sum            'C18 H19 Cl N2 O3 S'
_chemical_formula_weight         378.86
_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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   5.31790(10)
_cell_length_b                   10.4579(3)
_cell_length_c                   16.7990(4)
_cell_angle_alpha                89.360(2)
_cell_angle_beta                 87.747(2)
_cell_angle_gamma                79.838(2)
_cell_volume                     918.89(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4864
_cell_measurement_temperature    297.36(10)
_cell_measurement_theta_max      75.2940
_cell_measurement_theta_min      2.6260
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0595
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8516
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.610
_diffrn_reflns_theta_min         2.632
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.36(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -80.00 -11.00   0.50    0.20    --  -43.05 105.00  16.00  138
  2  ω    -54.00 -29.00   0.50    0.45    -- -100.00  45.00 -30.00   50
  3  ω    -54.00 -29.00   0.50    0.45    -- -100.00  45.00  30.00   50
  4  ω    -54.00 -24.00   0.50    0.45    -- -100.00  45.00  60.00   60
  5  ω    -52.00 -25.00   0.50    0.45    -- -100.00  45.00 120.00   54
  6  ω    -61.00 -26.00   0.50    0.45    -- -100.00  77.00 120.00   70
  7  ω    -69.00 -42.00   0.50    0.45    -- -100.00 125.00  60.00   54
  8  ω    -51.00 -25.00   0.50    0.45    -- -100.00 105.00  16.00   52
  9  ω    -55.00 -29.00   0.50    0.45    -- -100.00 125.00 120.00   52
 10  ω    -98.00 -64.00   0.50    0.45    -- -100.00 125.00 120.00   68
 11  ω   -106.00 -68.00   0.50    0.45    -- -100.00  77.00 120.00   76
 12  ω   -112.00 -73.00   0.50    0.45    -- -100.00 125.00  60.00   78
 13  ω   -101.00 -70.00   0.50    0.45    -- -100.00 125.00   0.00   62
 14  ω   -107.00 -66.00   0.50    0.45    -- -100.00 105.00  16.00   82
 15  ω    -27.00  33.00   0.50    0.20    --  -43.05  19.00 -30.00  120
 16  ω    -27.00  34.00   0.50    0.20    --  -43.05  19.00  30.00  122
 17  ω    -29.00  37.00   0.50    0.20    --  -43.05  19.00 -90.00  132
 18  ω      1.00  57.00   0.50    0.20    --   43.05-105.00 -83.00  112
 19  ω     72.00  98.00   0.50    0.45    --  109.26-105.00 -83.00   52
 20  ω     69.00 105.00   0.50    0.45    --  109.26 -94.00 -90.00   72
 21  ω     71.00 101.00   0.50    0.45    --  109.26 -77.00-180.00   60
 22  ω     40.00  66.00   0.50    0.45    --  109.26 -94.00 -90.00   52
 23  ω     43.00  68.00   0.50    0.45    --  109.26 -61.00 -60.00   50
 24  ω     42.00 102.00   0.50    0.45    --  109.26 -77.00 -90.00  120
 25  ω     36.00  62.00   0.50    0.45    --  109.26-125.00   0.00   52
 26  ω     36.00  68.00   0.50    0.45    --  109.26 -61.00  60.00   64
 27  ω     74.00 100.00   0.50    0.45    --  109.26 -94.00 120.00   52
 28  ω     93.00 134.00   0.50    0.45    --  109.26  45.00  30.00   82
 29  ω     86.00 142.00   0.50    0.45    --  109.26 105.00  16.00  112
 30  ω    149.00 175.00   0.50    0.45    --  109.26  30.00-120.00   52
 31  ω     90.00 131.00   0.50    0.45    --  109.26  30.00-120.00   82
 32  ω    -56.00 -30.00   0.50    0.45    -- -100.00 116.00-141.51   52
 33  ω    -54.00 -24.00   0.50    0.45    -- -100.00  45.00-120.00   60
 34  ω    -54.00 -29.00   0.50    0.45    -- -100.00  45.00-180.00   50
 35  ω    -53.00 -24.00   0.50    0.45    -- -100.00  45.00-150.00   58
 36  ω    -83.00 -57.00   0.50    0.45    -- -100.00 -15.00 -60.00   52
 37  ω   -131.00-105.00   0.50    0.45    -- -100.00-105.00 -83.00   52
 38  ω   -115.00 -75.00   0.50    0.20    --  -43.05-179.00   0.00   80
 39  ω   -128.00 -98.00   0.50    0.45    -- -100.00-125.00  60.00   60
 40  ω   -175.00 -83.00   0.50    0.45    -- -100.00 -45.00 -30.00  184
 41  ω   -138.00 -98.00   0.50    0.45    -- -100.00 -15.00 -60.00   80
 42  ω   -174.00-144.00   0.50    0.45    -- -100.00-125.00  60.00   60
 43  ω   -175.00-149.00   0.50    0.45    -- -100.00 -15.00 -60.00   52
 44  ω   -109.00 -64.00   0.50    0.45    -- -100.00 116.00-141.51   90
 45  ω   -117.00 -92.00   0.50    0.20    --  -43.05-179.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0438450000
_diffrn_orient_matrix_UB_12      -0.0749927000
_diffrn_orient_matrix_UB_13      -0.0751580000
_diffrn_orient_matrix_UB_21      0.0536906000
_diffrn_orient_matrix_UB_22      -0.1287050000
_diffrn_orient_matrix_UB_23      0.0469383000
_diffrn_orient_matrix_UB_31      -0.2862472000
_diffrn_orient_matrix_UB_32      0.0144682000
_diffrn_orient_matrix_UB_33      0.0238984000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2590
_reflns_number_total             3467
_reflns_odcompleteness_completeness 97.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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         0.326
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3467
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      1.185
_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)+(0.0775P)²+0.2179P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1432
_refine_ls_wR_factor_ref         0.1784
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00D(H00B,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00C(H00C), C00E(H00E), C00G(H00G), C00H(H00H), C00I(H00I),
 C00J(H00J), C00K(H00K), C00N(H00N), C00O(H00O)
2.c Idealised Me refined as rotating group:
 C00M(H00F,H00L,H00M), C00P(H00P,H00Q,H00R)
2.d Idealised tetrahedral OH refined as rotating group:
 O005(H005)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S01 S 0.66016(12) 0.05167(6) 0.23582(5) 0.0564(2) Uani 1 1 d . . . . .
Cl02 Cl 0.1845(2) 0.62873(11) 0.15098(8) 0.1065(4) Uani 1 1 d . . . . .
O003 O 0.4385(4) 0.1469(2) 0.25422(15) 0.0683(6) Uani 1 1 d . . . . .
O004 O 0.6325(5) -0.0753(2) 0.21179(16) 0.0756(7) Uani 1 1 d . . . . .
O005 O 0.5092(5) 0.1440(3) 0.53760(15) 0.0817(7) Uani 1 1 d . . . . .
H005 H 0.451349 0.084234 0.559260 0.123 Uiso 1 1 calc R U . . .
N006 N 0.8273(5) 0.0338(2) 0.31541(15) 0.0582(6) Uani 1 1 d . . . . .
N007 N 0.6231(5) 0.1027(3) 0.46275(15) 0.0624(6) Uani 1 1 d . . . . .
C008 C 0.5936(5) 0.4737(3) 0.3718(2) 0.0593(7) Uani 1 1 d . . . . .
C009 C 0.7459(5) 0.1850(3) 0.43105(18) 0.0575(7) Uani 1 1 d . . . . .
C00A C 0.7865(6) 0.3054(3) 0.4707(2) 0.0688(8) Uani 1 1 d . . . . .
H00A H 0.857798 0.295125 0.520583 0.083 Uiso 1 1 calc R U . . .
C00B C 0.8425(5) 0.1169(3) 0.16095(18) 0.0556(7) Uani 1 1 d . . . . .
C00C C 0.2800(6) 0.4602(3) 0.2742(2) 0.0658(8) Uani 1 1 d . . . . .
H00C H 0.154769 0.418697 0.254498 0.079 Uiso 1 1 calc R U . . .
C00D C 0.8796(6) 0.1529(3) 0.35168(19) 0.0620(8) Uani 1 1 d . . . . .
H00B H 0.828936 0.224963 0.315504 0.074 Uiso 1 1 calc R U . . .
H00D H 1.062360 0.144137 0.357977 0.074 Uiso 1 1 calc R U . . .
C00E C 0.4053(6) 0.4136(3) 0.3414(2) 0.0629(8) Uani 1 1 d . . . . .
H00E H 0.363192 0.340518 0.367035 0.075 Uiso 1 1 calc R U . . .
C00F C 0.3412(6) 0.5696(3) 0.2359(2) 0.0703(9) Uani 1 1 d . . . . .
C00G C 0.6448(7) 0.5858(3) 0.3328(2) 0.0746(10) Uani 1 1 d . . . . .
H00G H 0.766373 0.629343 0.352962 0.090 Uiso 1 1 calc R U . . .
C00H C 0.7326(6) 0.4257(3) 0.4432(2) 0.0690(8) Uani 1 1 d . . . . .
H00H H 0.790455 0.488343 0.473001 0.083 Uiso 1 1 calc R U . . .
C00I C 0.8048(7) 0.2490(3) 0.1478(2) 0.0703(8) Uani 1 1 d . . . . .
H00I H 0.677185 0.303958 0.176420 0.084 Uiso 1 1 calc R U . . .
C00J C 0.5219(7) 0.6329(3) 0.2662(3) 0.0820(11) Uani 1 1 d . . . . .
H00J H 0.559847 0.707476 0.241378 0.098 Uiso 1 1 calc R U . . .
C00K C 1.0306(7) 0.0357(4) 0.1189(2) 0.0792(10) Uani 1 1 d . . . . .
H00K H 1.055587 -0.053532 0.127536 0.095 Uiso 1 1 calc R U . . .
C00L C 1.1499(7) 0.2187(5) 0.0485(2) 0.0814(11) Uani 1 1 d . . . . .
C00M C 1.0224(7) -0.0814(3) 0.3231(3) 0.0810(10) Uani 1 1 d . . . . .
H00F H 0.956363 -0.156356 0.306814 0.122 Uiso 1 1 calc R U . . .
H00L H 1.070327 -0.091758 0.377620 0.122 Uiso 1 1 calc R U . . .
H00M H 1.169519 -0.072342 0.289970 0.122 Uiso 1 1 calc R U . . .
C00N C 0.9584(8) 0.2990(4) 0.0917(2) 0.0829(11) Uani 1 1 d . . . . .
H00N H 0.932755 0.388138 0.082665 0.099 Uiso 1 1 calc R U . . .
C00O C 1.1818(8) 0.0882(5) 0.0637(3) 0.0928(13) Uani 1 1 d . . . . .
H00O H 1.310485 0.032875 0.035712 0.111 Uiso 1 1 calc R U . . .
C00P C 1.3205(9) 0.2742(6) -0.0124(3) 0.121(2) Uani 1 1 d . . . . .
H00P H 1.272749 0.367123 -0.013814 0.182 Uiso 1 1 calc R U . . .
H00Q H 1.301193 0.239540 -0.063994 0.182 Uiso 1 1 calc R U . . .
H00R H 1.495509 0.251153 0.002222 0.182 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
S01 O003 1.428(2) . ?
S01 O004 1.426(2) . ?
S01 N006 1.625(3) . ?
S01 C00B 1.763(3) . ?
Cl02 C00F 1.733(4) . ?
O005 H005 0.8200 . ?
O005 N007 1.412(3) . ?
N006 C00D 1.467(4) . ?
N006 C00M 1.453(4) . ?
N007 C009 1.269(4) . ?
C008 C00E 1.388(4) . ?
C008 C00G 1.399(4) . ?
C008 C00H 1.471(5) . ?
C009 C00A 1.484(4) . ?
C009 C00D 1.499(4) . ?
C00A H00A 0.9300 . ?
C00A C00H 1.322(5) . ?
C00B C00I 1.376(4) . ?
C00B C00K 1.371(4) . ?
C00C H00C 0.9300 . ?
C00C C00E 1.374(5) . ?
C00C C00F 1.388(4) . ?
C00D H00B 0.9700 . ?
C00D H00D 0.9700 . ?
C00E H00E 0.9300 . ?
C00F C00J 1.375(5) . ?
C00G H00G 0.9300 . ?
C00G C00J 1.361(5) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00I C00N 1.382(5) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00O 1.376(5) . ?
C00L C00N 1.386(6) . ?
C00L C00O 1.368(6) . ?
C00L C00P 1.519(5) . ?
C00M H00F 0.9600 . ?
C00M H00L 0.9600 . ?
C00M H00M 0.9600 . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9600 . ?
C00P H00Q 0.9600 . ?
C00P H00R 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
O003 S01 N006 106.58(14) . . ?
O003 S01 C00B 107.69(14) . . ?
O004 S01 O003 119.90(13) . . ?
O004 S01 N006 106.71(14) . . ?
O004 S01 C00B 108.04(14) . . ?
N006 S01 C00B 107.31(13) . . ?
N007 O005 H005 109.5 . . ?
C00D N006 S01 116.6(2) . . ?
C00M N006 S01 118.8(2) . . ?
C00M N006 C00D 116.3(3) . . ?
C009 N007 O005 112.3(3) . . ?
C00E C008 C00G 117.4(3) . . ?
C00E C008 C00H 122.5(3) . . ?
C00G C008 C00H 120.1(3) . . ?
N007 C009 C00A 124.2(3) . . ?
N007 C009 C00D 118.1(3) . . ?
C00A C009 C00D 117.5(2) . . ?
C009 C00A H00A 116.3 . . ?
C00H C00A C009 127.3(3) . . ?
C00H C00A H00A 116.3 . . ?
C00I C00B S01 120.1(2) . . ?
C00K C00B S01 119.4(2) . . ?
C00K C00B C00I 120.4(3) . . ?
C00E C00C H00C 120.1 . . ?
C00E C00C C00F 119.7(3) . . ?
C00F C00C H00C 120.1 . . ?
N006 C00D C009 114.5(2) . . ?
N006 C00D H00B 108.6 . . ?
N006 C00D H00D 108.6 . . ?
C009 C00D H00B 108.6 . . ?
C009 C00D H00D 108.6 . . ?
H00B C00D H00D 107.6 . . ?
C008 C00E H00E 119.4 . . ?
C00C C00E C008 121.2(3) . . ?
C00C C00E H00E 119.4 . . ?
C00C C00F Cl02 120.0(3) . . ?
C00J C00F Cl02 119.9(3) . . ?
C00J C00F C00C 120.1(4) . . ?
C008 C00G H00G 119.0 . . ?
C00J C00G C008 121.9(3) . . ?
C00J C00G H00G 119.0 . . ?
C008 C00H H00H 115.6 . . ?
C00A C00H C008 128.7(3) . . ?
C00A C00H H00H 115.6 . . ?
C00B C00I H00I 120.3 . . ?
C00B C00I C00N 119.3(3) . . ?
C00N C00I H00I 120.3 . . ?
C00F C00J H00J 120.2 . . ?
C00G C00J C00F 119.6(3) . . ?
C00G C00J H00J 120.2 . . ?
C00B C00K H00K 120.5 . . ?
C00B C00K C00O 119.0(4) . . ?
C00O C00K H00K 120.5 . . ?
C00N C00L C00P 121.1(4) . . ?
C00O C00L C00N 117.5(3) . . ?
C00O C00L C00P 121.4(4) . . ?
N006 C00M H00F 109.5 . . ?
N006 C00M H00L 109.5 . . ?
N006 C00M H00M 109.5 . . ?
H00F C00M H00L 109.5 . . ?
H00F C00M H00M 109.5 . . ?
H00L C00M H00M 109.5 . . ?
C00I C00N C00L 121.3(4) . . ?
C00I C00N H00N 119.4 . . ?
C00L C00N H00N 119.4 . . ?
C00K C00O H00O 118.8 . . ?
C00L C00O C00K 122.4(4) . . ?
C00L C00O H00O 118.8 . . ?
C00L C00P H00P 109.5 . . ?
C00L C00P H00Q 109.5 . . ?
C00L C00P H00R 109.5 . . ?
H00P C00P H00Q 109.5 . . ?
H00P C00P H00R 109.5 . . ?
H00Q C00P H00R 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
S01 N006 C00D C009 111.4(3) . . . . ?
S01 C00B C00I C00N 176.7(3) . . . . ?
S01 C00B C00K C00O -176.3(3) . . . . ?
Cl02 C00F C00J C00G -179.8(3) . . . . ?
O003 S01 N006 C00D -50.4(2) . . . . ?
O003 S01 N006 C00M 162.3(2) . . . . ?
O003 S01 C00B C00I 19.1(3) . . . . ?
O003 S01 C00B C00K -164.2(3) . . . . ?
O004 S01 N006 C00D -179.6(2) . . . . ?
O004 S01 N006 C00M 33.1(3) . . . . ?
O004 S01 C00B C00I 149.9(3) . . . . ?
O004 S01 C00B C00K -33.4(3) . . . . ?
O005 N007 C009 C00A 5.3(4) . . . . ?
O005 N007 C009 C00D 179.2(3) . . . . ?
N006 S01 C00B C00I -95.3(3) . . . . ?
N006 S01 C00B C00K 81.3(3) . . . . ?
N007 C009 C00A C00H -126.3(4) . . . . ?
N007 C009 C00D N006 6.6(4) . . . . ?
C008 C00G C00J C00F 0.2(6) . . . . ?
C009 C00A C00H C008 7.8(6) . . . . ?
C00A C009 C00D N006 -179.0(3) . . . . ?
C00B S01 N006 C00D 64.8(2) . . . . ?
C00B S01 N006 C00M -82.5(2) . . . . ?
C00B C00I C00N C00L -0.1(6) . . . . ?
C00B C00K C00O C00L -0.7(7) . . . . ?
C00C C00F C00J C00G 1.7(6) . . . . ?
C00D C009 C00A C00H 59.7(5) . . . . ?
C00E C008 C00G C00J -2.0(5) . . . . ?
C00E C008 C00H C00A 29.1(5) . . . . ?
C00E C00C C00F Cl02 179.9(3) . . . . ?
C00E C00C C00F C00J -1.6(5) . . . . ?
C00F C00C C00E C008 -0.2(5) . . . . ?
C00G C008 C00E C00C 2.0(5) . . . . ?
C00G C008 C00H C00A -152.4(4) . . . . ?
C00H C008 C00E C00C -179.5(3) . . . . ?
C00H C008 C00G C00J 179.5(3) . . . . ?
C00I C00B C00K C00O 0.3(6) . . . . ?
C00K C00B C00I C00N 0.1(5) . . . . ?
C00M N006 C00D C009 -100.5(3) . . . . ?
C00N C00L C00O C00K 0.6(7) . . . . ?
C00O C00L C00N C00I -0.2(6) . . . . ?
C00P C00L C00N C00I -179.2(4) . . . . ?
C00P C00L C00O C00K 179.6(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 1.747
_oxdiff_exptl_absorpt_empirical_full_min 0.505
