# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
# 
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data_hxl_180125
_database_code_depnum_ccdc_archive 'CCDC 1844530'
_audit_update_record             
;
2018-05-21 deposited with the CCDC.
2018-09-11 downloaded from the CCDC.
;
_audit_creation_date             2018-01-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 N O3 S'
_chemical_formula_sum            'C20 H21 N O3 S'
_chemical_formula_weight         355.44
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.5862(3)
_cell_length_b                   9.9930(2)
_cell_length_c                   13.1956(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.489(2)
_cell_angle_gamma                90
_cell_volume                     1786.03(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4944
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.3870
_cell_measurement_theta_min      3.2380
_shelx_estimated_absorpt_T_max   0.844
_shelx_estimated_absorpt_T_min   0.620
_exptl_absorpt_coefficient_mu    1.762
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6433
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         3.263
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2417
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00  64.00   1.00    2.00    --   44.06 -57.00-120.00   88
  2  ω    124.00 176.00   1.00    5.00    --  107.00  30.00 -60.00   52
  3  ω     88.00 114.00   1.00    5.00    --  107.00 125.00   0.00   26
  4  ω     80.00 174.00   1.00    5.00    --  107.00  61.00  60.00   94
  5  ω     99.00 177.00   1.00    5.00    --  107.00  77.00 150.00   78
  6  ω     77.00 109.00   1.00    5.00    --  107.00 -94.00 150.00   32
  7  ω     25.00  50.00   1.00    5.00    --  107.00 -94.00 150.00   25
  8  ω     33.00 124.00   1.00    5.00    --  107.00 -77.00 -60.00   91
  9  ω     21.00 112.00   1.00    2.00    --   44.06  57.00  30.00   91
 10  ω    -10.00  16.00   1.00    2.00    --  -44.06  77.00 150.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0308994000
_diffrn_orient_matrix_UB_12      -0.1423964000
_diffrn_orient_matrix_UB_13      0.0342039000
_diffrn_orient_matrix_UB_21      0.1053913000
_diffrn_orient_matrix_UB_22      0.0270049000
_diffrn_orient_matrix_UB_23      -0.0303163000
_diffrn_orient_matrix_UB_31      0.0295636000
_diffrn_orient_matrix_UB_32      0.0525549000
_diffrn_orient_matrix_UB_33      0.1078257000
_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              'Nova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2979
_reflns_number_total             3164
_reflns_odcompleteness_completeness 99.26
_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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      1.047
_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)+(0.0489P)²+0.6945P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0933
_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:
 C12(H12A,H12B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14), C17(H17), C18(H18),
 C19(H19), C21(H21), C23(H23)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C22(H22A,H22B,H22C)
;
_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 0.05912(3) 0.02624(4) 0.16384(3) 0.02606(13) Uani 1 1 d . . . . .
O1 O 0.24904(7) 0.20732(10) 0.24595(7) 0.0259(2) Uani 1 1 d . . . . .
O2 O 0.10977(8) -0.04335(12) 0.08930(9) 0.0363(3) Uani 1 1 d . . . . .
N3 N 0.13433(9) 0.03350(13) 0.26826(9) 0.0245(3) Uani 1 1 d . . . . .
O4 O -0.03181(9) -0.02661(15) 0.19438(10) 0.0443(3) Uani 1 1 d . . . . .
C5 C 0.30794(11) -0.01839(15) 0.25655(10) 0.0234(3) Uani 1 1 d . . . . .
C6 C 0.30345(11) -0.14931(15) 0.46309(11) 0.0258(3) Uani 1 1 d . . . . .
C7 C 0.41027(11) 0.02396(16) 0.24813(11) 0.0258(3) Uani 1 1 d . . . . .
H7 H 0.450461 -0.032817 0.210972 0.031 Uiso 1 1 calc R . . . .
C8 C 0.34405(12) -0.03254(16) 0.50623(12) 0.0294(3) Uani 1 1 d . . . . .
H8 H 0.401939 0.003959 0.481086 0.035 Uiso 1 1 calc R . . . .
C9 C 0.40332(11) 0.23430(15) 0.34772(11) 0.0243(3) Uani 1 1 d . . . . .
C10 C 0.45549(11) 0.29841(16) 0.42973(11) 0.0279(3) Uani 1 1 d . . . . .
H10 H 0.524318 0.282678 0.442303 0.034 Uiso 1 1 calc R . . . .
C11 C 0.21923(11) -0.20160(16) 0.50253(12) 0.0291(3) Uani 1 1 d . . . . .
H11 H 0.190512 -0.281493 0.474636 0.035 Uiso 1 1 calc R . . . .
C12 C 0.34569(11) -0.21509(15) 0.37304(12) 0.0277(3) Uani 1 1 d . . . . .
H12A H 0.338405 -0.313357 0.378319 0.033 Uiso 1 1 calc R . . . .
H12B H 0.417041 -0.194513 0.374127 0.033 Uiso 1 1 calc R . . . .
C13 C 0.40878(12) 0.38392(16) 0.49255(12) 0.0319(4) Uani 1 1 d . . . . .
H13 H 0.445113 0.424130 0.549001 0.038 Uiso 1 1 calc R . . . .
C14 C 0.25582(12) 0.35211(15) 0.39127(12) 0.0293(3) Uani 1 1 d . . . . .
H14 H 0.187805 0.372035 0.376762 0.035 Uiso 1 1 calc R . . . .
C15 C 0.30298(11) 0.26380(15) 0.33070(11) 0.0241(3) Uani 1 1 d . . . . .
C16 C 0.23440(10) 0.06947(15) 0.25730(10) 0.0225(3) Uani 1 1 d . . . . .
C17 C 0.45238(11) 0.13534(16) 0.28798(11) 0.0263(3) Uani 1 1 d . . . . .
H17 H 0.519545 0.151065 0.276400 0.032 Uiso 1 1 calc R . . . .
C18 C 0.30140(13) 0.03151(17) 0.58540(12) 0.0339(4) Uani 1 1 d . . . . .
H18 H 0.329915 0.111350 0.613595 0.041 Uiso 1 1 calc R . . . .
C19 C 0.21710(13) -0.02119(17) 0.62331(12) 0.0345(4) Uani 1 1 d . . . . .
H19 H 0.187285 0.022594 0.677009 0.041 Uiso 1 1 calc R . . . .
C20 C 0.09144(11) 0.08310(18) 0.36069(12) 0.0317(4) Uani 1 1 d . . . . .
H20A H 0.075366 0.178283 0.352495 0.048 Uiso 1 1 calc GR . . . .
H20B H 0.139281 0.071213 0.419530 0.048 Uiso 1 1 calc GR . . . .
H20C H 0.031242 0.032697 0.371332 0.048 Uiso 1 1 calc GR . . . .
C21 C 0.17696(12) -0.13838(17) 0.58191(12) 0.0328(4) Uani 1 1 d . . . . .
H21 H 0.119918 -0.175737 0.608201 0.039 Uiso 1 1 calc R . . . .
C22 C 0.03875(14) 0.19107(18) 0.12046(14) 0.0402(4) Uani 1 1 d . . . . .
H22A H 0.101647 0.231119 0.104846 0.060 Uiso 1 1 calc GR . . . .
H22B H 0.009951 0.243808 0.173333 0.060 Uiso 1 1 calc GR . . . .
H22C H -0.006702 0.190138 0.059012 0.060 Uiso 1 1 calc GR . . . .
C23 C 0.30885(13) 0.41146(16) 0.47358(12) 0.0327(4) Uani 1 1 d . . . . .
H23 H 0.276884 0.470701 0.516766 0.039 Uiso 1 1 calc R . . . .
C24 C 0.29342(11) -0.16661(15) 0.27134(11) 0.0266(3) Uani 1 1 d . . . . .
H24A H 0.320080 -0.215949 0.214465 0.032 Uiso 1 1 calc R . . . .
H24B H 0.221940 -0.186291 0.270451 0.032 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4250(12) . ?
S1 N3 1.6516(12) . ?
S1 O4 1.4302(12) . ?
S1 C22 1.7586(18) . ?
O1 C15 1.4064(17) . ?
O1 C16 1.4015(18) . ?
N3 C16 1.4245(18) . ?
N3 C20 1.4778(19) . ?
C5 C7 1.466(2) . ?
C5 C16 1.331(2) . ?
C5 C24 1.509(2) . ?
C6 C8 1.393(2) . ?
C6 C11 1.395(2) . ?
C6 C12 1.510(2) . ?
C7 H7 0.9500 . ?
C7 C17 1.340(2) . ?
C8 H8 0.9500 . ?
C8 C18 1.390(2) . ?
C9 C10 1.401(2) . ?
C9 C15 1.396(2) . ?
C9 C17 1.458(2) . ?
C10 H10 0.9500 . ?
C10 C13 1.379(2) . ?
C11 H11 0.9500 . ?
C11 C21 1.386(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C24 1.546(2) . ?
C13 H13 0.9500 . ?
C13 C23 1.389(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.381(2) . ?
C14 C23 1.389(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.389(2) . ?
C19 H19 0.9500 . ?
C19 C21 1.386(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23 0.9500 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?

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 N3 107.25(6) . . ?
O2 S1 O4 119.26(8) . . ?
O2 S1 C22 107.74(9) . . ?
N3 S1 C22 107.56(7) . . ?
O4 S1 N3 105.83(7) . . ?
O4 S1 C22 108.68(9) . . ?
C16 O1 C15 112.27(10) . . ?
C16 N3 S1 117.35(10) . . ?
C16 N3 C20 116.12(12) . . ?
C20 N3 S1 116.43(10) . . ?
C7 C5 C24 115.32(13) . . ?
C16 C5 C7 121.81(14) . . ?
C16 C5 C24 122.75(14) . . ?
C8 C6 C11 118.12(14) . . ?
C8 C6 C12 121.57(14) . . ?
C11 C6 C12 120.25(14) . . ?
C5 C7 H7 117.0 . . ?
C17 C7 C5 126.05(14) . . ?
C17 C7 H7 117.0 . . ?
C6 C8 H8 119.4 . . ?
C18 C8 C6 121.19(15) . . ?
C18 C8 H8 119.4 . . ?
C10 C9 C17 120.17(13) . . ?
C15 C9 C10 117.15(14) . . ?
C15 C9 C17 122.58(13) . . ?
C9 C10 H10 119.4 . . ?
C13 C10 C9 121.25(14) . . ?
C13 C10 H10 119.4 . . ?
C6 C11 H11 119.6 . . ?
C21 C11 C6 120.77(15) . . ?
C21 C11 H11 119.6 . . ?
C6 C12 H12A 109.3 . . ?
C6 C12 H12B 109.3 . . ?
C6 C12 C24 111.69(12) . . ?
H12A C12 H12B 107.9 . . ?
C24 C12 H12A 109.3 . . ?
C24 C12 H12B 109.3 . . ?
C10 C13 H13 119.9 . . ?
C10 C13 C23 120.25(14) . . ?
C23 C13 H13 119.9 . . ?
C15 C14 H14 120.3 . . ?
C15 C14 C23 119.32(15) . . ?
C23 C14 H14 120.3 . . ?
C9 C15 O1 119.00(13) . . ?
C14 C15 O1 118.69(13) . . ?
C14 C15 C9 122.23(14) . . ?
O1 C16 N3 113.79(12) . . ?
C5 C16 O1 122.33(13) . . ?
C5 C16 N3 123.87(14) . . ?
C7 C17 C9 125.19(13) . . ?
C7 C17 H17 117.4 . . ?
C9 C17 H17 117.4 . . ?
C8 C18 H18 120.0 . . ?
C19 C18 C8 120.01(16) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.4 . . ?
C21 C19 C18 119.24(15) . . ?
C21 C19 H19 120.4 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20B 109.5 . . ?
N3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C11 C21 C19 120.65(15) . . ?
C11 C21 H21 119.7 . . ?
C19 C21 H21 119.7 . . ?
S1 C22 H22A 109.5 . . ?
S1 C22 H22B 109.5 . . ?
S1 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C13 C23 H23 120.1 . . ?
C14 C23 C13 119.76(15) . . ?
C14 C23 H23 120.1 . . ?
C5 C24 C12 111.35(12) . . ?
C5 C24 H24A 109.4 . . ?
C5 C24 H24B 109.4 . . ?
C12 C24 H24A 109.4 . . ?
C12 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N3 C16 O1 79.54(13) . . . . ?
S1 N3 C16 C5 -99.73(15) . . . . ?
O2 S1 N3 C16 45.03(13) . . . . ?
O2 S1 N3 C20 -170.81(11) . . . . ?
O4 S1 N3 C16 173.34(11) . . . . ?
O4 S1 N3 C20 -42.50(13) . . . . ?
C5 C7 C17 C9 0.4(2) . . . . ?
C6 C8 C18 C19 0.4(2) . . . . ?
C6 C11 C21 C19 0.5(2) . . . . ?
C6 C12 C24 C5 62.58(17) . . . . ?
C7 C5 C16 O1 2.7(2) . . . . ?
C7 C5 C16 N3 -178.12(12) . . . . ?
C7 C5 C24 C12 63.68(16) . . . . ?
C8 C6 C11 C21 0.4(2) . . . . ?
C8 C6 C12 C24 -92.83(17) . . . . ?
C8 C18 C19 C21 0.6(2) . . . . ?
C9 C10 C13 C23 -2.0(2) . . . . ?
C10 C9 C15 O1 176.57(12) . . . . ?
C10 C9 C15 C14 0.0(2) . . . . ?
C10 C9 C17 C7 143.47(15) . . . . ?
C10 C13 C23 C14 0.3(2) . . . . ?
C11 C6 C8 C18 -0.9(2) . . . . ?
C11 C6 C12 C24 84.31(17) . . . . ?
C12 C6 C8 C18 176.32(14) . . . . ?
C12 C6 C11 C21 -176.80(13) . . . . ?
C15 O1 C16 N3 111.45(13) . . . . ?
C15 O1 C16 C5 -69.27(17) . . . . ?
C15 C9 C10 C13 1.8(2) . . . . ?
C15 C9 C17 C7 -32.7(2) . . . . ?
C15 C14 C23 C13 1.5(2) . . . . ?
C16 O1 C15 C9 71.00(16) . . . . ?
C16 O1 C15 C14 -112.30(15) . . . . ?
C16 C5 C7 C17 34.9(2) . . . . ?
C16 C5 C24 C12 -112.32(16) . . . . ?
C17 C9 C10 C13 -174.51(14) . . . . ?
C17 C9 C15 O1 -7.2(2) . . . . ?
C17 C9 C15 C14 176.25(14) . . . . ?
C18 C19 C21 C11 -1.0(2) . . . . ?
C20 N3 C16 O1 -64.74(16) . . . . ?
C20 N3 C16 C5 116.00(16) . . . . ?
C22 S1 N3 C16 -70.62(13) . . . . ?
C22 S1 N3 C20 73.54(13) . . . . ?
C23 C14 C15 O1 -178.25(13) . . . . ?
C23 C14 C15 C9 -1.7(2) . . . . ?
C24 C5 C7 C17 -141.13(15) . . . . ?
C24 C5 C16 O1 178.42(12) . . . . ?
C24 C5 C16 N3 -2.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.682
_oxdiff_exptl_absorpt_empirical_full_min 0.682
####################################################################### 
# 
# 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_hxl_180420
_database_code_depnum_ccdc_archive 'CCDC 1844531'
_audit_update_record             
;
2018-05-21 deposited with the CCDC.
2018-09-11 downloaded from the CCDC.
;
_audit_creation_date             2018-04-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H17 Cl N2 O5 S'
_chemical_formula_sum            'C15 H17 Cl N2 O5 S'
_chemical_formula_weight         372.82
_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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.5374(3)
_cell_length_b                   10.4577(3)
_cell_length_c                   18.7809(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.412(3)
_cell_angle_gamma                90
_cell_volume                     1662.79(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4028
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.2270
_cell_measurement_theta_min      4.7250
_shelx_estimated_absorpt_T_max   0.723
_shelx_estimated_absorpt_T_min   0.422
_exptl_absorpt_coefficient_mu    3.473
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6037
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.058
_diffrn_reflns_theta_max         67.058
_diffrn_reflns_theta_min         4.749
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2417
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.998
_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    -24.00  68.00   1.00    2.00    --   44.06 -37.00   0.00   92
  2  ω      7.00  97.00   1.00    2.00    --   44.06-125.00 -30.00   90
  3  ω     54.00 134.00   1.00    6.00    --  107.00 -61.00-120.00   80
  4  ω     76.00 178.00   1.00    6.00    --  107.00  77.00  30.00  102
  5  ω    135.00 164.00   1.00    6.00    --  107.00  45.00 150.00   29
  6  ω     83.00 112.00   1.00    6.00    --  107.00  45.00 150.00   29
  7  ω     95.00 169.00   1.00    6.00    --  107.00  77.00 -60.00   74
  8  ω     33.00 103.00   1.00    6.00    --  107.00-125.00-120.00   70
  9  ω   -119.00 -79.00   1.00    2.00    --  -44.06 -99.00   0.00   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1413124000
_diffrn_orient_matrix_UB_12      -0.0878884000
_diffrn_orient_matrix_UB_13      0.0248715000
_diffrn_orient_matrix_UB_21      0.1096829000
_diffrn_orient_matrix_UB_22      0.0895975000
_diffrn_orient_matrix_UB_23      -0.0360168000
_diffrn_orient_matrix_UB_31      0.0336812000
_diffrn_orient_matrix_UB_32      0.0772176000
_diffrn_orient_matrix_UB_33      0.0701158000
_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              'Nova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2730
_reflns_number_total             2968
_reflns_odcompleteness_completeness 99.78
_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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2968
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      1.077
_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)+(0.0573P)²+1.1014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1116
_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:
 C18(H18A,H18B), C19(H19A,H19B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C14(H14), C17(H17), C20(H20)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C21(H21A,H21B,H21C)
;
_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 0.48985(6) 0.11985(5) 0.22475(3) 0.02074(16) Uani 1 1 d . . . . .
Cl2 Cl 1.00487(7) 0.01434(6) 0.24141(3) 0.03775(19) Uani 1 1 d . . . . .
O1 O 0.54317(18) 0.27705(14) 0.07903(8) 0.0229(3) Uani 1 1 d . . . . .
O2 O 0.9446(2) 0.60797(17) -0.10891(9) 0.0355(4) Uani 1 1 d . . . . .
O3 O 0.41863(19) 0.01623(15) 0.18233(9) 0.0288(4) Uani 1 1 d . . . . .
C4 C 0.7799(3) 0.4207(2) -0.04975(11) 0.0224(4) Uani 1 1 d . . . . .
H4 H 0.823285 0.401091 -0.092564 0.027 Uiso 1 1 calc R . . . .
N5 N 0.6405(2) 0.16862(16) 0.18558(9) 0.0199(4) Uani 1 1 d . . . . .
O6 O 0.8819(3) 0.74936(17) -0.03389(11) 0.0457(5) Uani 1 1 d . . . . .
N7 N 0.8803(2) 0.63986(19) -0.05710(10) 0.0284(4) Uani 1 1 d . . . . .
O8 O 0.5492(2) 0.09743(19) 0.29839(9) 0.0374(4) Uani 1 1 d . . . . .
C9 C 0.6533(3) 0.4851(2) 0.07514(12) 0.0256(5) Uani 1 1 d . . . . .
H9 H 0.608755 0.506028 0.117480 0.031 Uiso 1 1 calc R . . . .
C10 C 0.6994(2) 0.3267(2) -0.01563(11) 0.0209(4) Uani 1 1 d . . . . .
C11 C 0.7958(3) 0.5418(2) -0.02077(12) 0.0240(5) Uani 1 1 d . . . . .
C12 C 0.6248(2) 0.16969(19) 0.10956(11) 0.0189(4) Uani 1 1 d . . . . .
C13 C 0.6770(2) 0.07750(19) 0.06963(12) 0.0211(4) Uani 1 1 d . . . . .
C14 C 0.6791(3) 0.1979(2) -0.04570(12) 0.0249(5) Uani 1 1 d . . . . .
H14 H 0.673681 0.190187 -0.096359 0.030 Uiso 1 1 calc R . . . .
C15 C 0.7401(3) 0.2703(2) 0.22260(12) 0.0246(5) Uani 1 1 d . . . . .
H15A H 0.679554 0.350090 0.221573 0.037 Uiso 1 1 calc GR . . . .
H15B H 0.833689 0.283248 0.198240 0.037 Uiso 1 1 calc GR . . . .
H15C H 0.773041 0.245139 0.272550 0.037 Uiso 1 1 calc GR . . . .
C16 C 0.6377(3) 0.3627(2) 0.04695(11) 0.0210(4) Uani 1 1 d . . . . .
C17 C 0.6676(3) 0.0895(2) -0.00855(12) 0.0240(5) Uani 1 1 d . . . . .
H17 H 0.651646 0.012856 -0.035642 0.029 Uiso 1 1 calc R . . . .
C18 C 0.9244(3) -0.0577(2) 0.10113(13) 0.0288(5) Uani 1 1 d . . . . .
H18A H 0.957737 -0.144822 0.117231 0.035 Uiso 1 1 calc R . . . .
H18B H 0.947052 -0.047785 0.051044 0.035 Uiso 1 1 calc R . . . .
C19 C 0.7459(3) -0.0453(2) 0.10226(13) 0.0253(5) Uani 1 1 d . . . . .
H19A H 0.692450 -0.118367 0.075786 0.030 Uiso 1 1 calc R . . . .
H19B H 0.723605 -0.050625 0.152614 0.030 Uiso 1 1 calc R . . . .
C20 C 0.7341(3) 0.5768(2) 0.04115(12) 0.0269(5) Uani 1 1 d . . . . .
H20 H 0.746952 0.661148 0.059716 0.032 Uiso 1 1 calc R . . . .
C21 C 0.3541(3) 0.2473(2) 0.22127(15) 0.0347(6) Uani 1 1 d . . . . .
H21A H 0.318806 0.269420 0.171051 0.052 Uiso 1 1 calc GR . . . .
H21B H 0.405123 0.321731 0.246102 0.052 Uiso 1 1 calc GR . . . .
H21C H 0.262911 0.221693 0.244713 0.052 Uiso 1 1 calc GR . . . .
C22 C 1.0212(3) 0.0382(2) 0.14762(13) 0.0304(5) Uani 1 1 d . . . . .
H22A H 0.985092 0.125601 0.133430 0.036 Uiso 1 1 calc R . . . .
H22B H 1.133348 0.030590 0.139894 0.036 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4330(16) . ?
S1 N5 1.6435(17) . ?
S1 O8 1.4297(17) . ?
S1 C21 1.762(2) . ?
Cl2 C22 1.802(2) . ?
O1 C12 1.404(3) . ?
O1 C16 1.394(3) . ?
O2 N7 1.224(3) . ?
C4 H4 0.9500 . ?
C4 C10 1.401(3) . ?
C4 C11 1.378(3) . ?
N5 C12 1.417(3) . ?
N5 C15 1.478(3) . ?
O6 N7 1.225(3) . ?
N7 C11 1.471(3) . ?
C9 H9 0.9500 . ?
C9 C16 1.385(3) . ?
C9 C20 1.384(3) . ?
C10 C14 1.463(3) . ?
C10 C16 1.400(3) . ?
C11 C20 1.386(3) . ?
C12 C13 1.333(3) . ?
C13 C17 1.466(3) . ?
C13 C19 1.510(3) . ?
C14 H14 0.9500 . ?
C14 C17 1.341(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.532(3) . ?
C18 C22 1.505(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?

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
O3 S1 N5 106.64(9) . . ?
O3 S1 C21 108.76(12) . . ?
N5 S1 C21 107.32(11) . . ?
O8 S1 O3 119.07(11) . . ?
O8 S1 N5 106.48(10) . . ?
O8 S1 C21 108.02(12) . . ?
C16 O1 C12 113.94(15) . . ?
C10 C4 H4 120.2 . . ?
C11 C4 H4 120.2 . . ?
C11 C4 C10 119.5(2) . . ?
C12 N5 S1 118.41(14) . . ?
C12 N5 C15 116.26(16) . . ?
C15 N5 S1 116.65(14) . . ?
O2 N7 O6 123.5(2) . . ?
O2 N7 C11 118.42(19) . . ?
O6 N7 C11 118.06(19) . . ?
C16 C9 H9 120.3 . . ?
C20 C9 H9 120.3 . . ?
C20 C9 C16 119.5(2) . . ?
C4 C10 C14 120.68(19) . . ?
C16 C10 C4 117.1(2) . . ?
C16 C10 C14 122.25(19) . . ?
C4 C11 N7 119.11(19) . . ?
C4 C11 C20 123.0(2) . . ?
C20 C11 N7 117.9(2) . . ?
O1 C12 N5 113.28(17) . . ?
C13 C12 O1 122.20(19) . . ?
C13 C12 N5 124.49(19) . . ?
C12 C13 C17 121.5(2) . . ?
C12 C13 C19 121.9(2) . . ?
C17 C13 C19 116.61(19) . . ?
C10 C14 H14 116.9 . . ?
C17 C14 C10 126.2(2) . . ?
C17 C14 H14 116.9 . . ?
N5 C15 H15A 109.5 . . ?
N5 C15 H15B 109.5 . . ?
N5 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C16 C10 119.42(19) . . ?
C9 C16 O1 117.46(18) . . ?
C9 C16 C10 122.8(2) . . ?
C13 C17 H17 116.7 . . ?
C14 C17 C13 126.6(2) . . ?
C14 C17 H17 116.7 . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C22 C18 H18A 108.7 . . ?
C22 C18 H18B 108.7 . . ?
C22 C18 C19 114.10(19) . . ?
C13 C19 C18 113.74(18) . . ?
C13 C19 H19A 108.8 . . ?
C13 C19 H19B 108.8 . . ?
C18 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C9 C20 C11 118.0(2) . . ?
C9 C20 H20 121.0 . . ?
C11 C20 H20 121.0 . . ?
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 . . ?
Cl2 C22 H22A 109.3 . . ?
Cl2 C22 H22B 109.3 . . ?
C18 C22 Cl2 111.64(16) . . ?
C18 C22 H22A 109.3 . . ?
C18 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N5 C12 O1 80.51(19) . . . . ?
S1 N5 C12 C13 -97.6(2) . . . . ?
O1 C12 C13 C17 6.9(3) . . . . ?
O1 C12 C13 C19 -172.01(18) . . . . ?
O2 N7 C11 C4 -5.6(3) . . . . ?
O2 N7 C11 C20 175.0(2) . . . . ?
O3 S1 N5 C12 37.48(18) . . . . ?
O3 S1 N5 C15 -175.98(15) . . . . ?
C4 C10 C14 C17 150.3(2) . . . . ?
C4 C10 C16 O1 173.62(18) . . . . ?
C4 C10 C16 C9 0.2(3) . . . . ?
C4 C11 C20 C9 0.1(4) . . . . ?
N5 C12 C13 C17 -175.20(19) . . . . ?
N5 C12 C13 C19 5.9(3) . . . . ?
O6 N7 C11 C4 174.1(2) . . . . ?
O6 N7 C11 C20 -5.2(3) . . . . ?
N7 C11 C20 C9 179.4(2) . . . . ?
O8 S1 N5 C12 165.60(16) . . . . ?
O8 S1 N5 C15 -47.87(18) . . . . ?
C10 C4 C11 N7 -179.88(19) . . . . ?
C10 C4 C11 C20 -0.6(3) . . . . ?
C10 C14 C17 C13 -1.8(4) . . . . ?
C11 C4 C10 C14 179.3(2) . . . . ?
C11 C4 C10 C16 0.4(3) . . . . ?
C12 O1 C16 C9 -117.7(2) . . . . ?
C12 O1 C16 C10 68.5(2) . . . . ?
C12 C13 C17 C14 32.5(3) . . . . ?
C12 C13 C19 C18 -109.6(2) . . . . ?
C14 C10 C16 O1 -5.2(3) . . . . ?
C14 C10 C16 C9 -178.6(2) . . . . ?
C15 N5 C12 O1 -66.2(2) . . . . ?
C15 N5 C12 C13 115.8(2) . . . . ?
C16 O1 C12 N5 110.60(19) . . . . ?
C16 O1 C12 C13 -71.3(2) . . . . ?
C16 C9 C20 C11 0.5(3) . . . . ?
C16 C10 C14 C17 -30.9(4) . . . . ?
C17 C13 C19 C18 71.4(3) . . . . ?
C19 C13 C17 C14 -148.5(2) . . . . ?
C19 C18 C22 Cl2 65.3(2) . . . . ?
C20 C9 C16 O1 -174.2(2) . . . . ?
C20 C9 C16 C10 -0.6(4) . . . . ?
C21 S1 N5 C12 -78.92(18) . . . . ?
C21 S1 N5 C15 67.61(18) . . . . ?
C22 C18 C19 C13 66.0(3) . . . . ?

_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 4.257
_oxdiff_exptl_absorpt_empirical_full_min 0.452
