# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_0518zjq-1
_database_code_depnum_ccdc_archive 'CCDC 2277772'
loop_
_audit_author_name
_audit_author_address
'Jian-Qiang Zhao'
;Chengdu University
China
;
_audit_update_record             
;
2023-06-29 deposited with the CCDC.	2023-10-13 downloaded from the CCDC.
;
_audit_creation_date             2023-05-20
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H25 Cl N2 O4 S'
_chemical_formula_sum            'C27 H25 Cl N2 O4 S'
_chemical_formula_weight         509.00
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
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                   10.1642(2)
_cell_length_b                   11.1077(2)
_cell_length_c                   12.6071(2)
_cell_angle_alpha                67.633(2)
_cell_angle_beta                 85.5240(10)
_cell_angle_gamma                70.287(2)
_cell_volume                     1237.06(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10345
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      71.2000
_cell_measurement_theta_min      4.5660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.460
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12363
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.516
_diffrn_reflns_theta_min         3.798
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     12.00 132.00   0.50    0.50    --   42.10  57.00-180.00  240
  2  ω     -6.00  78.00   0.50    0.50    --   42.10 -82.00  30.00  168
  3  ω     27.00  86.00   0.50    0.50    --   42.10 -82.00-150.00  118
  4  ω     80.00 105.00   0.50    0.50    --   42.10  77.00 -90.00   50
  5  ω     11.00  87.00   0.50    0.50    --   42.10 -38.00 -30.00  152
  6  ω    106.00 132.00   0.50    0.50    --   42.10  77.00 -60.00   52
  7  ω    -46.00   2.00   0.50    0.50    --   42.10 -38.00 -30.00   96
  8  ω     83.00 130.00   0.50    0.50    --   42.10  77.00  60.00   94
  9  ω      2.00  67.00   0.50    0.50    --   42.10 -57.00-150.00  130
 10  ω     16.00 126.00   0.50    0.50    --  101.60 -82.00-180.00  220
 11  ω     71.00  97.00   0.50    0.50    --  101.60 -82.00 -90.00   52
 12  ω     47.00 145.00   0.50    0.50    --  101.60 -82.00-120.00  196
 13  ω     75.00 101.00   0.50    0.50    --  101.60 -82.00-150.00   52
 14  ω     73.00  99.00   0.50    0.50    --  101.60 -82.00 -30.00   52
 15  ω     12.00  65.00   0.50    0.50    --  101.60 -82.00 -90.00  106
 16  ω     63.00  89.00   0.50    0.50    --  101.60 -82.00 150.00   52
 17  ω     25.00 191.00   0.50    0.50    --  101.60  25.00   0.00  332
 18  ω     27.00 124.00   0.50    0.50    --  101.60 -82.00  30.00  194
 19  ω     84.00 148.00   0.50    0.50    --  101.60  64.00  90.00  128
 20  ω     46.00 132.00   0.50    0.50    --  101.60 -82.00 -60.00  172
 21  ω     15.00  51.00   0.50    0.50    --  101.60 -64.00 150.00   72
 22  ω     79.00 105.00   0.50    0.50    --  101.60 -64.00 150.00   52
 23  ω     13.00  87.00   0.50    0.50    --  101.60 -64.00  60.00  148
 24  ω    131.00 156.00   0.50    0.50    --  101.60  82.00   0.00   50
 25  ω     53.00  79.00   0.50    0.50    --  101.60 -50.00-120.00   52
 26  ω     96.00 132.00   0.50    0.50    --  101.60 -50.00-120.00   72
 27  ω     73.00 188.00   0.50    0.50    --  101.60  50.00-120.00  230
 28  ω     93.00 122.00   0.50    0.50    --  101.60  82.00   0.00   58
 29  ω     12.00  45.00   0.50    0.50    --  101.60 -82.00 150.00   66
 30  ω     73.00 106.00   0.50    0.50    --  101.60 -82.00  90.00   66
 31  ω    134.00 181.00   0.50    0.50    --  101.60  50.00-150.00   94
 32  ω    -23.00   4.00   0.50    0.50    --   42.10 -57.00-180.00   54
 33  ω    155.00 181.00   0.50    0.50    --  101.60  82.00 -30.00   52
 34  ω    166.00 191.00   0.50    0.50    --  101.60 -12.00 -60.00   50
 35  ω     61.00  87.00   0.50    0.50    --  101.60 -12.00 -60.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0525949000
_diffrn_orient_matrix_UB_12      -0.1401463000
_diffrn_orient_matrix_UB_13      -0.0140050000
_diffrn_orient_matrix_UB_21      -0.0353096000
_diffrn_orient_matrix_UB_22      -0.0710469000
_diffrn_orient_matrix_UB_23      0.1244271000
_diffrn_orient_matrix_UB_31      -0.1483103000
_diffrn_orient_matrix_UB_32      0.0249370000
_diffrn_orient_matrix_UB_33      -0.0429086000
_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                4510
_reflns_number_total             4679
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         4679
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0571P)²+0.5594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.0982
_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:
 C1(H1A,H1B), C3(H3A,H3B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C11(H11), C12(H12), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C21(H21), C22(H22), C24(H24), C25(H25)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   mixed
_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
Cl1 Cl 0.65748(4) -0.23259(4) 0.73790(4) 0.04029(13) Uani 1 1 d . . . . .
S1 S 0.12486(4) 0.76205(3) 0.65910(3) 0.02177(11) Uani 1 1 d . . . . .
O1 O -0.01490(12) 0.85420(11) 0.65417(9) 0.0293(2) Uani 1 1 d . . . . .
O2 O 0.24024(12) 0.80291(11) 0.67050(9) 0.0279(2) Uani 1 1 d . . . . .
O3 O 0.35606(10) 0.59027(10) 0.58425(8) 0.0200(2) Uani 1 1 d . . . . .
O4 O 0.19191(11) 0.40091(11) 0.58795(9) 0.0260(2) Uani 1 1 d . . . . .
N1 N 0.13319(12) 0.73535(12) 0.53415(10) 0.0197(2) Uani 1 1 d . . . . .
N2 N 0.33879(13) 0.45518(12) 0.44709(10) 0.0180(2) Uani 1 1 d . . . . .
C1 C -0.00029(15) 0.79633(16) 0.46201(13) 0.0251(3) Uani 1 1 d . . . . .
H1A H -0.042242 0.895546 0.449094 0.030 Uiso 1 1 calc R U . . .
H1B H -0.067440 0.749595 0.502701 0.030 Uiso 1 1 calc R U . . .
C2 C 0.02637(15) 0.78026(15) 0.34890(13) 0.0222(3) Uani 1 1 d . . . . .
C3 C 0.11257(14) 0.63669(14) 0.35957(12) 0.0200(3) Uani 1 1 d . . . . .
H3A H 0.119941 0.630110 0.283052 0.024 Uiso 1 1 calc R U . . .
H3B H 0.067866 0.570173 0.409955 0.024 Uiso 1 1 calc R U . . .
C4 C 0.25885(14) 0.60266(13) 0.41099(12) 0.0176(3) Uani 1 1 d . . . . .
C5 C 0.25298(14) 0.64020(13) 0.51803(11) 0.0180(3) Uani 1 1 d . . . . .
C6 C 0.30025(15) 0.36443(14) 0.54136(12) 0.0204(3) Uani 1 1 d . . . . .
C7 C 0.39689(15) 0.21764(14) 0.58638(12) 0.0215(3) Uani 1 1 d . . . . .
C8 C 0.51193(15) 0.16489(15) 0.52993(13) 0.0221(3) Uani 1 1 d . . . . .
H8 H 0.532814 0.223411 0.458115 0.027 Uiso 1 1 calc R U . . .
C9 C 0.59638(16) 0.02712(15) 0.57801(14) 0.0263(3) Uani 1 1 d . . . . .
H9 H 0.676073 -0.008576 0.540559 0.032 Uiso 1 1 calc R U . . .
C10 C 0.56227(16) -0.05662(15) 0.68101(15) 0.0295(3) Uani 1 1 d . . . . .
C11 C 0.45035(18) -0.00633(18) 0.73989(16) 0.0389(4) Uani 1 1 d . . . . .
H11 H 0.430160 -0.065339 0.811762 0.047 Uiso 1 1 calc R U . . .
C12 C 0.36826(17) 0.13138(17) 0.69237(15) 0.0335(4) Uani 1 1 d . . . . .
H12 H 0.291697 0.167431 0.732370 0.040 Uiso 1 1 calc R U . . .
C13 C 0.34436(14) 0.68582(14) 0.32466(11) 0.0185(3) Uani 1 1 d . . . . .
H13A H 0.312664 0.780341 0.324885 0.022 Uiso 1 1 calc R U . . .
H13B H 0.444155 0.642005 0.352275 0.022 Uiso 1 1 calc R U . . .
C14 C 0.33324(14) 0.69647(14) 0.20228(12) 0.0196(3) Uani 1 1 d . . . . .
C15 C 0.36401(15) 0.58107(15) 0.17280(12) 0.0221(3) Uani 1 1 d . . . . .
H15 H 0.395391 0.491122 0.231059 0.026 Uiso 1 1 calc R U . . .
C16 C 0.34926(17) 0.59630(17) 0.05946(13) 0.0272(3) Uani 1 1 d . . . . .
H16 H 0.370064 0.516801 0.040928 0.033 Uiso 1 1 calc R U . . .
C17 C 0.30434(17) 0.72684(18) -0.02712(13) 0.0313(4) Uani 1 1 d . . . . .
H17 H 0.294422 0.737157 -0.104712 0.038 Uiso 1 1 calc R U . . .
C18 C 0.27416(19) 0.84191(18) 0.00131(14) 0.0342(4) Uani 1 1 d . . . . .
H18 H 0.243232 0.931721 -0.057185 0.041 Uiso 1 1 calc R U . . .
C19 C 0.28887(17) 0.82670(16) 0.11462(13) 0.0275(3) Uani 1 1 d . . . . .
H19 H 0.268320 0.906480 0.132706 0.033 Uiso 1 1 calc R U . . .
C20 C 0.13997(16) 0.60004(15) 0.76674(12) 0.0219(3) Uani 1 1 d . . . . .
C21 C 0.26830(16) 0.51091(16) 0.82241(12) 0.0255(3) Uani 1 1 d . . . . .
H21 H 0.349839 0.536683 0.803725 0.031 Uiso 1 1 calc R U . . .
C22 C 0.27592(18) 0.38345(16) 0.90586(13) 0.0303(3) Uani 1 1 d . . . . .
H22 H 0.363730 0.321559 0.944091 0.036 Uiso 1 1 calc R U . . .
C23 C 0.1574(2) 0.34458(17) 0.93460(13) 0.0317(4) Uani 1 1 d . . . . .
C24 C 0.02974(19) 0.43617(18) 0.87768(14) 0.0341(4) Uani 1 1 d . . . . .
H24 H -0.052105 0.411034 0.896902 0.041 Uiso 1 1 calc R U . . .
C25 C 0.02013(17) 0.56329(17) 0.79349(13) 0.0294(3) Uani 1 1 d . . . . .
H25 H -0.067368 0.624760 0.754422 0.035 Uiso 1 1 calc R U . . .
C26 C 0.1660(3) 0.2057(2) 1.02582(16) 0.0472(5) Uani 1 1 d . . . . .
H26A H 0.264092 0.145501 1.042010 0.071 Uiso 1 1 calc R U . . .
H26B H 0.112281 0.163633 0.998483 0.071 Uiso 1 1 calc R U . . .
H26C H 0.127339 0.217989 1.096134 0.071 Uiso 1 1 calc R U . . .
C27 C -0.02424(17) 0.88563(17) 0.25082(14) 0.0293(3) Uani 1 1 d . . . . .
H27A H -0.010(2) 0.874(2) 0.1789(18) 0.032(5) Uiso 1 1 d . . . . .
H27B H -0.075(2) 0.972(2) 0.2524(18) 0.039(5) Uiso 1 1 d . . . . .
H2 H 0.428(2) 0.434(2) 0.4338(17) 0.034(5) 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
Cl1 C10 1.7426(15) . ?
S1 O1 1.4331(11) . ?
S1 O2 1.4273(11) . ?
S1 N1 1.7013(12) . ?
S1 C20 1.7581(14) . ?
O3 C5 1.2224(17) . ?
O4 C6 1.2252(18) . ?
N1 C1 1.4934(18) . ?
N1 C5 1.3775(18) . ?
N2 C4 1.4639(17) . ?
N2 C6 1.3653(18) . ?
N2 H2 0.88(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.497(2) . ?
C2 C3 1.497(2) . ?
C2 C27 1.325(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.5358(18) . ?
C4 C5 1.5483(19) . ?
C4 C13 1.5563(18) . ?
C6 C7 1.4992(19) . ?
C7 C8 1.394(2) . ?
C7 C12 1.393(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.391(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(2) . ?
C10 C11 1.383(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(2) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5121(19) . ?
C14 C15 1.398(2) . ?
C14 C19 1.392(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.388(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(2) . ?
C20 C25 1.390(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.390(3) . ?
C23 C24 1.391(3) . ?
C23 C26 1.511(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(2) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.96(2) . ?
C27 H27B 0.93(2) . ?

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 103.93(6) . . ?
O1 S1 C20 108.74(7) . . ?
O2 S1 O1 119.24(7) . . ?
O2 S1 N1 109.17(6) . . ?
O2 S1 C20 110.24(7) . . ?
N1 S1 C20 104.36(6) . . ?
C1 N1 S1 116.39(9) . . ?
C5 N1 S1 117.72(9) . . ?
C5 N1 C1 124.76(12) . . ?
C4 N2 H2 116.0(13) . . ?
C6 N2 C4 118.71(12) . . ?
C6 N2 H2 117.3(13) . . ?
N1 C1 H1A 109.6 . . ?
N1 C1 H1B 109.6 . . ?
N1 C1 C2 110.36(12) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
C1 C2 C3 113.50(12) . . ?
C27 C2 C1 121.40(14) . . ?
C27 C2 C3 125.10(14) . . ?
C2 C3 H3A 110.0 . . ?
C2 C3 H3B 110.0 . . ?
C2 C3 C4 108.47(11) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
N2 C4 C3 111.43(11) . . ?
N2 C4 C5 106.82(11) . . ?
N2 C4 C13 108.66(11) . . ?
C3 C4 C5 112.44(11) . . ?
C3 C4 C13 111.91(11) . . ?
C5 C4 C13 105.24(10) . . ?
O3 C5 N1 120.74(13) . . ?
O3 C5 C4 119.97(12) . . ?
N1 C5 C4 119.21(12) . . ?
O4 C6 N2 121.73(13) . . ?
O4 C6 C7 121.14(13) . . ?
N2 C6 C7 117.13(12) . . ?
C8 C7 C6 124.22(13) . . ?
C12 C7 C6 116.47(14) . . ?
C12 C7 C8 119.31(14) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.45(14) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.76(15) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 Cl1 119.92(13) . . ?
C9 C10 C11 121.93(14) . . ?
C11 C10 Cl1 118.10(13) . . ?
C10 C11 H11 120.6 . . ?
C10 C11 C12 118.89(15) . . ?
C12 C11 H11 120.6 . . ?
C7 C12 H12 119.7 . . ?
C11 C12 C7 120.59(16) . . ?
C11 C12 H12 119.7 . . ?
C4 C13 H13A 108.5 . . ?
C4 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 C4 115.24(11) . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
C15 C14 C13 122.95(12) . . ?
C19 C14 C13 118.96(13) . . ?
C19 C14 C15 118.09(13) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.79(13) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.53(15) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 119.06(14) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.41(15) . . ?
C19 C18 H18 119.8 . . ?
C14 C19 H19 119.4 . . ?
C18 C19 C14 121.11(15) . . ?
C18 C19 H19 119.4 . . ?
C21 C20 S1 120.79(12) . . ?
C21 C20 C25 120.95(14) . . ?
C25 C20 S1 118.26(11) . . ?
C20 C21 H21 120.5 . . ?
C20 C21 C22 118.95(15) . . ?
C22 C21 H21 120.5 . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.20(15) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 118.72(15) . . ?
C22 C23 C26 121.07(16) . . ?
C24 C23 C26 120.22(17) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.98(16) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 H25 120.4 . . ?
C24 C25 C20 119.21(15) . . ?
C24 C25 H25 120.4 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C2 C27 H27A 121.2(12) . . ?
C2 C27 H27B 119.1(13) . . ?
H27A C27 H27B 119.6(17) . . ?

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
Cl1 C10 C11 C12 -176.01(14) . . . . ?
S1 N1 C1 C2 172.82(10) . . . . ?
S1 N1 C5 O3 -9.18(17) . . . . ?
S1 N1 C5 C4 174.12(9) . . . . ?
S1 C20 C21 C22 -179.26(11) . . . . ?
S1 C20 C25 C24 179.83(12) . . . . ?
O1 S1 N1 C1 -6.14(12) . . . . ?
O1 S1 N1 C5 -174.53(10) . . . . ?
O1 S1 C20 C21 -153.62(12) . . . . ?
O1 S1 C20 C25 27.08(14) . . . . ?
O2 S1 N1 C1 -134.38(10) . . . . ?
O2 S1 N1 C5 57.22(12) . . . . ?
O2 S1 C20 C21 -21.18(14) . . . . ?
O2 S1 C20 C25 159.52(12) . . . . ?
O4 C6 C7 C8 171.45(14) . . . . ?
O4 C6 C7 C12 -9.4(2) . . . . ?
N1 S1 C20 C21 95.93(13) . . . . ?
N1 S1 C20 C25 -83.37(13) . . . . ?
N1 C1 C2 C3 48.99(16) . . . . ?
N1 C1 C2 C27 -131.40(15) . . . . ?
N2 C4 C5 O3 39.74(16) . . . . ?
N2 C4 C5 N1 -143.53(12) . . . . ?
N2 C4 C13 C14 81.22(14) . . . . ?
N2 C6 C7 C8 -9.0(2) . . . . ?
N2 C6 C7 C12 170.14(14) . . . . ?
C1 N1 C5 O3 -176.51(12) . . . . ?
C1 N1 C5 C4 6.79(19) . . . . ?
C1 C2 C3 C4 -64.55(15) . . . . ?
C2 C3 C4 N2 167.63(11) . . . . ?
C2 C3 C4 C5 47.74(15) . . . . ?
C2 C3 C4 C13 -70.47(14) . . . . ?
C3 C4 C5 O3 162.27(12) . . . . ?
C3 C4 C5 N1 -21.00(16) . . . . ?
C3 C4 C13 C14 -42.25(16) . . . . ?
C4 N2 C6 O4 8.7(2) . . . . ?
C4 N2 C6 C7 -170.91(12) . . . . ?
C4 C13 C14 C15 -55.21(18) . . . . ?
C4 C13 C14 C19 124.01(14) . . . . ?
C5 N1 C1 C2 -19.70(19) . . . . ?
C5 C4 C13 C14 -164.67(11) . . . . ?
C6 N2 C4 C3 -71.05(15) . . . . ?
C6 N2 C4 C5 52.12(15) . . . . ?
C6 N2 C4 C13 165.19(12) . . . . ?
C6 C7 C8 C9 179.92(13) . . . . ?
C6 C7 C12 C11 178.93(16) . . . . ?
C7 C8 C9 C10 1.4(2) . . . . ?
C8 C7 C12 C11 -1.9(3) . . . . ?
C8 C9 C10 Cl1 174.91(11) . . . . ?
C8 C9 C10 C11 -2.7(2) . . . . ?
C9 C10 C11 C12 1.7(3) . . . . ?
C10 C11 C12 C7 0.7(3) . . . . ?
C12 C7 C8 C9 0.8(2) . . . . ?
C13 C4 C5 O3 -75.65(15) . . . . ?
C13 C4 C5 N1 101.08(13) . . . . ?
C13 C14 C15 C16 178.58(13) . . . . ?
C13 C14 C19 C18 -178.63(15) . . . . ?
C14 C15 C16 C17 0.4(2) . . . . ?
C15 C14 C19 C18 0.6(2) . . . . ?
C15 C16 C17 C18 -0.1(2) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C17 C18 C19 C14 -0.4(3) . . . . ?
C19 C14 C15 C16 -0.6(2) . . . . ?
C20 S1 N1 C1 107.77(11) . . . . ?
C20 S1 N1 C5 -60.63(11) . . . . ?
C20 C21 C22 C23 -0.4(2) . . . . ?
C21 C20 C25 C24 0.5(2) . . . . ?
C21 C22 C23 C24 0.2(2) . . . . ?
C21 C22 C23 C26 -179.84(15) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C20 -0.7(3) . . . . ?
C25 C20 C21 C22 0.0(2) . . . . ?
C26 C23 C24 C25 -179.60(16) . . . . ?
C27 C2 C3 C4 115.86(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.292
_oxdiff_exptl_absorpt_empirical_full_min 0.574
