# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_201804235
_database_code_depnum_ccdc_archive 'CCDC 1971954'
loop_
_audit_author_name
_audit_author_address
'Xue-Hong Li'
;Zhengzhou University
China
;
_audit_update_record             
;
2019-12-14 deposited with the CCDC.	2021-06-02 downloaded from the CCDC.
;
_audit_creation_date             2018-04-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H21 N O4 S'
_chemical_formula_sum            'C16 H21 N O4 S'
_chemical_formula_weight         323.40
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C15H15O3N2
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.4481(4)
_cell_length_b                   10.3898(5)
_cell_length_c                   17.9970(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.944(4)
_cell_angle_gamma                90
_cell_volume                     1753.69(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4229
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.5080
_cell_measurement_theta_min      4.2560
_shelx_estimated_absorpt_T_max   0.789
_shelx_estimated_absorpt_T_min   0.728
_exptl_absorpt_coefficient_mu    1.782
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14681
_diffrn_reflns_point_group_measured_fraction_full 0.916
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         4.715
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -102.00  -18.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega  -37.00   38.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   19.0000 -180.0000 75

#__ type_ start__ end____ width___ exp.time_
  3 omega   37.00   63.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega   10.00   51.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000  120.0000 41

#__ type_ start__ end____ width___ exp.time_
  5 omega   -1.00   30.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000    0.0000 31

#__ type_ start__ end____ width___ exp.time_
  6 omega   17.00   98.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000 -120.0000 81

#__ type_ start__ end____ width___ exp.time_
  7 omega   69.00  106.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -150.0000 37

#__ type_ start__ end____ width___ exp.time_
  8 omega   70.00  103.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000  -30.0000 33

#__ type_ start__ end____ width___ exp.time_
  9 omega   28.00   58.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000   30.0000 30

#__ type_ start__ end____ width___ exp.time_
 10 omega   56.00   82.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 11 omega   15.00   50.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000 -180.0000 35

#__ type_ start__ end____ width___ exp.time_
 12 omega   50.00   77.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
 13 omega   10.00   56.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000   60.0000 46

#__ type_ start__ end____ width___ exp.time_
 14 omega   18.00   45.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
 15 omega   57.00  107.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -30.0000 50

#__ type_ start__ end____ width___ exp.time_
 16 omega   14.00   47.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000  -30.0000 33

#__ type_ start__ end____ width___ exp.time_
 17 omega   47.00   73.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 18 omega    3.00   40.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000 -150.0000 37

#__ type_ start__ end____ width___ exp.time_
 19 omega   44.00   70.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734    0.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 20 omega  -31.00   -6.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734    0.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 21 omega   72.00  108.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734    0.0000  -60.0000 36

#__ type_ start__ end____ width___ exp.time_
 22 omega   57.00   83.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 23 omega   69.00  109.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -60.0000 40

#__ type_ start__ end____ width___ exp.time_
 24 omega   79.00  112.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 33

#__ type_ start__ end____ width___ exp.time_
 25 omega   82.00  107.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 26 omega   89.00  114.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 27 omega   83.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 28 omega   89.00  115.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 29 omega   88.00  115.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
 30 omega  117.00  176.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 59

#__ type_ start__ end____ width___ exp.time_
 31 omega   91.00  117.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 32 omega   82.00  118.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  120.0000 36

#__ type_ start__ end____ width___ exp.time_
 33 omega   40.00  100.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 60

#__ type_ start__ end____ width___ exp.time_
 34 omega   79.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
 35 omega   64.00   89.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 36 omega   88.00  167.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  120.0000 79

#__ type_ start__ end____ width___ exp.time_
 37 omega  126.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 32

#__ type_ start__ end____ width___ exp.time_
 38 omega   83.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 39 omega  120.00  156.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 36

#__ type_ start__ end____ width___ exp.time_
 40 omega  143.00  176.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  150.0000 33

#__ type_ start__ end____ width___ exp.time_
 41 omega   79.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 42 omega   79.00  105.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 43 omega   38.00  106.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 68

#__ type_ start__ end____ width___ exp.time_
 44 omega   88.00  113.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 45 omega   89.00  115.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 46 omega  144.00  171.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
 47 omega   38.00  108.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 70

#__ type_ start__ end____ width___ exp.time_
 48 omega   82.00  108.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 49 omega   79.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 50 omega   89.00  115.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 51 omega  121.00  176.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 55

#__ type_ start__ end____ width___ exp.time_
 52 omega   88.00  113.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
 53 omega  124.00  176.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 52

#__ type_ start__ end____ width___ exp.time_
 54 omega   47.00   73.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 55 omega   84.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000    0.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1572883000
_diffrn_orient_matrix_UB_12      0.0177957000
_diffrn_orient_matrix_UB_13      0.0323605000
_diffrn_orient_matrix_UB_21      0.0366156000
_diffrn_orient_matrix_UB_22      0.0393716000
_diffrn_orient_matrix_UB_23      -0.0779994000
_diffrn_orient_matrix_UB_31      -0.0298466000
_diffrn_orient_matrix_UB_32      0.1418417000
_diffrn_orient_matrix_UB_33      0.0175474000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.729
_reflns_Friedel_fraction_full    0.823
_reflns_Friedel_fraction_max     0.823
_reflns_number_gt                4637
_reflns_number_total             5731
_reflns_odcompleteness_completeness 99.91
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         -0.231
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1585 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.029(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         5731
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      1.072
_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)+(0.0912P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1380
_refine_ls_wR_factor_ref         0.1557
_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. Restrained distances
 C11'-C12'
 1.55 with sigma of 0.02
 C17-C18
 1.55 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C11') = Uanis(C17)
Uanis(C12') = Uanis(C18)
4. Others
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=1-FVAR(1)
 Sof(C11')=Sof(H11A)=Sof(H11B)=Sof(C12')=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C8'(H8')
5.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11C,H11D), C9'(H9'A,H9'B), C11'(H11A,H11B), C17(H17A,H17B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C1'(H1'), C2'(H2'), C3'(H3'), C4'(H4')
5.d Idealised Me refined as rotating group:
 C12(H12D,H12E,H12F), C14(H14D,H14E,H14F), C15(H15D,H15E,H15F), C16(H16D,H16E,
 H16F), C12'(H12A,H12B,H12C), C14'(H14A,H14B,H14C), C15'(H15A,H15B,H15C),
 C16'(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_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
C1 C 0.4299(6) 0.6092(7) 0.3359(3) 0.0885(18) Uani 1 1 d . . . . .
H1 H 0.4666 0.5472 0.3062 0.106 Uiso 1 1 calc R . . . .
C2 C 0.3016(6) 0.6720(8) 0.3124(3) 0.099(2) Uani 1 1 d . . . . .
H2 H 0.2519 0.6528 0.2660 0.119 Uiso 1 1 calc R . . . .
C3 C 0.2489(6) 0.7615(9) 0.3573(4) 0.100(2) Uani 1 1 d . . . . .
H3 H 0.1626 0.8013 0.3408 0.120 Uiso 1 1 calc R . . . .
C4 C 0.3187(5) 0.7948(7) 0.4261(3) 0.0838(15) Uani 1 1 d . . . . .
H4 H 0.2813 0.8561 0.4560 0.101 Uiso 1 1 calc R . . . .
C5 C 0.4473(5) 0.7336(5) 0.4493(3) 0.0699(12) Uani 1 1 d . . . . .
C6 C 0.5002(5) 0.6429(6) 0.4051(2) 0.0727(12) Uani 1 1 d . . . . .
C7 C 0.6381(5) 0.5951(5) 0.4421(3) 0.0699(12) Uani 1 1 d . . . . .
C8 C 0.5489(4) 0.7577(5) 0.5192(3) 0.0653(11) Uani 1 1 d . . . . .
H8 H 0.5860 0.8455 0.5170 0.078 Uiso 1 1 calc R . . . .
C9 C 0.4880(5) 0.7412(6) 0.5935(3) 0.0716(12) Uani 1 1 d . . . . .
H9A H 0.5612 0.7641 0.6339 0.086 Uiso 1 1 calc R . . . .
H9B H 0.4097 0.8013 0.5948 0.086 Uiso 1 1 calc R . . . .
C10 C 0.4354(5) 0.6086(6) 0.6079(3) 0.0737(13) Uani 1 1 d . . . . .
C11 C 0.3868(11) 0.4616(11) 0.7037(5) 0.142(4) Uani 1 1 d . . . . .
H11C H 0.3889 0.4003 0.6632 0.170 Uiso 1 1 calc R . . . .
H11D H 0.4531 0.4328 0.7458 0.170 Uiso 1 1 calc R . . . .
C12 C 0.2427(12) 0.4696(12) 0.7255(6) 0.160(4) Uani 1 1 d . . . . .
H12D H 0.1762 0.4883 0.6822 0.240 Uiso 1 1 calc GR . . . .
H12E H 0.2392 0.5368 0.7618 0.240 Uiso 1 1 calc GR . . . .
H12F H 0.2182 0.3891 0.7467 0.240 Uiso 1 1 calc GR . . . .
C13 C 0.9221(5) 0.7859(6) 0.5569(3) 0.0795(14) Uani 1 1 d . . . . .
C14 C 0.9268(7) 0.8094(9) 0.4745(4) 0.115(2) Uani 1 1 d . . . . .
H14D H 0.9599 0.7332 0.4519 0.173 Uiso 1 1 calc GR . . . .
H14E H 0.9906 0.8794 0.4682 0.173 Uiso 1 1 calc GR . . . .
H14F H 0.8330 0.8306 0.4511 0.173 Uiso 1 1 calc GR . . . .
C15 C 1.0694(6) 0.7475(8) 0.5967(5) 0.119(3) Uani 1 1 d . . . . .
H15D H 1.0625 0.7318 0.6487 0.179 Uiso 1 1 calc GR . . . .
H15E H 1.1361 0.8159 0.5921 0.179 Uiso 1 1 calc GR . . . .
H15F H 1.1017 0.6708 0.5742 0.179 Uiso 1 1 calc GR . . . .
C16 C 0.8613(7) 0.8983(7) 0.5961(5) 0.108(2) Uani 1 1 d . . . . .
H16D H 0.7759 0.9280 0.5668 0.162 Uiso 1 1 calc GR . . . .
H16E H 0.9300 0.9668 0.6018 0.162 Uiso 1 1 calc GR . . . .
H16F H 0.8396 0.8715 0.6444 0.162 Uiso 1 1 calc GR . . . .
N1 N 0.6651(3) 0.6661(4) 0.5076(2) 0.0652(9) Uani 1 1 d . . . . .
O1 O 0.7158(4) 0.5148(5) 0.4208(2) 0.0887(11) Uani 1 1 d . . . . .
O2 O 0.7814(4) 0.6319(5) 0.6423(2) 0.0944(12) Uani 1 1 d . . . . .
O3 O 0.4014(5) 0.5303(4) 0.5613(2) 0.0931(12) Uani 1 1 d . . . . .
O4 O 0.4285(6) 0.5909(6) 0.6793(2) 0.1179(17) Uani 1 1 d . . . . .
S1 S 0.81826(11) 0.63663(12) 0.56527(7) 0.0703(4) Uani 1 1 d . . . . .
C1' C -0.0843(6) 0.6750(6) -0.1654(3) 0.0820(15) Uani 1 1 d . . . . .
H1' H -0.0507 0.6131 -0.1962 0.098 Uiso 1 1 calc R . . . .
C2' C -0.2133(6) 0.7364(8) -0.1857(3) 0.094(2) Uani 1 1 d . . . . .
H2' H -0.2682 0.7152 -0.2304 0.113 Uiso 1 1 calc R . . . .
C3' C -0.2601(6) 0.8285(8) -0.1399(3) 0.0909(17) Uani 1 1 d . . . . .
H3' H -0.3468 0.8689 -0.1545 0.109 Uiso 1 1 calc R . . . .
C4' C -0.1832(5) 0.8632(6) -0.0729(3) 0.0789(14) Uani 1 1 d . . . . .
H4' H -0.2164 0.9262 -0.0426 0.095 Uiso 1 1 calc R . . . .
C5' C -0.0552(4) 0.8011(5) -0.0524(3) 0.0654(11) Uani 1 1 d . . . . .
C6' C -0.0069(5) 0.7084(5) -0.0980(2) 0.0663(11) Uani 1 1 d . . . . .
C7' C 0.1327(5) 0.6601(5) -0.0643(3) 0.0653(11) Uani 1 1 d . . . . .
C8' C 0.0524(4) 0.8235(5) 0.0152(3) 0.0632(10) Uani 1 1 d . . . . .
H8' H 0.0905 0.9107 0.0117 0.076 Uiso 1 1 calc R . . . .
C9' C -0.0019(5) 0.8100(5) 0.0914(3) 0.0662(11) Uani 1 1 d . . . . .
H9'A H 0.0747 0.8325 0.1301 0.079 Uiso 1 1 calc R . . . .
H9'B H -0.0785 0.8713 0.0942 0.079 Uiso 1 1 calc R . . . .
C10' C -0.0549(5) 0.6793(5) 0.1075(3) 0.0696(12) Uani 1 1 d . . . . .
C11' C -0.0828(14) 0.5308(16) 0.2103(7) 0.116(4) Uani 0.736(17) 1 d D . P A 1
H11A H -0.0693 0.4657 0.1732 0.139 Uiso 0.736(17) 1 calc R . P A 1
H11B H -0.0177 0.5134 0.2551 0.139 Uiso 0.736(17) 1 calc R . P A 1
C12' C -0.2324(18) 0.5302(18) 0.2276(10) 0.163(7) Uani 0.736(17) 1 d D . P A 1
H12A H -0.2441 0.5952 0.2643 0.244 Uiso 0.736(17) 1 calc GR . P A 1
H12B H -0.2543 0.4474 0.2470 0.244 Uiso 0.736(17) 1 calc GR . P A 1
H12C H -0.2955 0.5475 0.1828 0.244 Uiso 0.736(17) 1 calc GR . P A 1
C13' C 0.4234(5) 0.8489(6) 0.0492(4) 0.0817(15) Uani 1 1 d . . . . .
C14' C 0.4210(7) 0.8790(8) -0.0333(4) 0.107(2) Uani 1 1 d . . . . .
H14A H 0.4416 0.8023 -0.0597 0.160 Uiso 1 1 calc GR . . . .
H14B H 0.4914 0.9434 -0.0397 0.160 Uiso 1 1 calc GR . . . .
H14C H 0.3283 0.9106 -0.0528 0.160 Uiso 1 1 calc GR . . . .
C15' C 0.5729(5) 0.8065(7) 0.0846(5) 0.104(2) Uani 1 1 d . . . . .
H15A H 0.5698 0.7849 0.1362 0.156 Uiso 1 1 calc GR . . . .
H15B H 0.6394 0.8755 0.0812 0.156 Uiso 1 1 calc GR . . . .
H15C H 0.6027 0.7326 0.0584 0.156 Uiso 1 1 calc GR . . . .
C16' C 0.3679(7) 0.9563(8) 0.0935(5) 0.116(3) Uani 1 1 d . . . . .
H16A H 0.2820 0.9902 0.0666 0.174 Uiso 1 1 calc GR . . . .
H16B H 0.4382 1.0232 0.1010 0.174 Uiso 1 1 calc GR . . . .
H16C H 0.3481 0.9240 0.1411 0.174 Uiso 1 1 calc GR . . . .
C17 C -0.152(5) 0.551(5) 0.1915(17) 0.116(4) Uani 0.264(17) 1 d D . P A 2
H17A H -0.1089 0.4694 0.1806 0.139 Uiso 0.264(17) 1 calc R . P A 2
H17B H -0.2446 0.5592 0.1623 0.139 Uiso 0.264(17) 1 calc R . P A 2
C18 C -0.159(6) 0.569(5) 0.274(2) 0.163(7) Uani 0.264(17) 1 d D . P A 2
H18A H -0.0680 0.5996 0.2973 0.244 Uiso 0.264(17) 1 calc GR . P A 2
H18B H -0.1811 0.4889 0.2958 0.244 Uiso 0.264(17) 1 calc GR . P A 2
H18C H -0.2309 0.6315 0.2810 0.244 Uiso 0.264(17) 1 calc GR . P A 2
N1' N 0.1654(3) 0.7311(4) 0.0005(2) 0.0637(9) Uani 1 1 d . . . . .
O1' O 0.2070(4) 0.5787(4) -0.0872(2) 0.0839(10) Uani 1 1 d . . . . .
O2' O 0.2897(5) 0.6874(6) 0.1329(2) 0.1055(15) Uani 1 1 d . . . . .
O3' O -0.0943(5) 0.5984(4) 0.0626(2) 0.0867(11) Uani 1 1 d . . . . .
O4' O -0.0565(6) 0.6629(6) 0.1806(2) 0.1133(16) Uani 1 1 d . . . . .
S1' S 0.32066(11) 0.69806(11) 0.05588(7) 0.0704(4) Uani 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
C1 H1 0.9300 . ?
C1 C2 1.396(9) . ?
C1 C6 1.384(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.366(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(7) . ?
C5 C6 1.366(8) . ?
C5 C8 1.509(6) . ?
C6 C7 1.476(7) . ?
C7 N1 1.387(6) . ?
C7 O1 1.205(7) . ?
C8 H8 0.9800 . ?
C8 C9 1.528(6) . ?
C8 N1 1.487(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.497(8) . ?
C10 O3 1.185(7) . ?
C10 O4 1.308(7) . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
C11 C12 1.464(13) . ?
C11 O4 1.482(11) . ?
C12 H12D 0.9600 . ?
C12 H12E 0.9600 . ?
C12 H12F 0.9600 . ?
C13 C14 1.508(9) . ?
C13 C15 1.539(7) . ?
C13 C16 1.513(10) . ?
C13 S1 1.851(5) . ?
C14 H14D 0.9600 . ?
C14 H14E 0.9600 . ?
C14 H14F 0.9600 . ?
C15 H15D 0.9600 . ?
C15 H15E 0.9600 . ?
C15 H15F 0.9600 . ?
C16 H16D 0.9600 . ?
C16 H16E 0.9600 . ?
C16 H16F 0.9600 . ?
N1 S1 1.704(4) . ?
O2 S1 1.471(4) . ?
C1' H1' 0.9300 . ?
C1' C2' 1.385(8) . ?
C1' C6' 1.382(7) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.370(10) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.378(8) . ?
C4' H4' 0.9300 . ?
C4' C5' 1.382(7) . ?
C5' C6' 1.378(7) . ?
C5' C8' 1.507(6) . ?
C6' C7' 1.472(7) . ?
C7' N1' 1.384(6) . ?
C7' O1' 1.203(6) . ?
C8' H8' 0.9800 . ?
C8' C9' 1.528(6) . ?
C8' N1' 1.484(6) . ?
C9' H9'A 0.9700 . ?
C9' H9'B 0.9700 . ?
C9' C10' 1.487(8) . ?
C10' O3' 1.195(6) . ?
C10' O4' 1.327(6) . ?
C11' H11A 0.9700 . ?
C11' H11B 0.9700 . ?
C11' C12' 1.483(17) . ?
C11' O4' 1.504(16) . ?
C12' H12A 0.9600 . ?
C12' H12B 0.9600 . ?
C12' H12C 0.9600 . ?
C13' C14' 1.514(9) . ?
C13' C15' 1.543(7) . ?
C13' C16' 1.502(10) . ?
C13' S1' 1.855(6) . ?
C14' H14A 0.9600 . ?
C14' H14B 0.9600 . ?
C14' H14C 0.9600 . ?
C15' H15A 0.9600 . ?
C15' H15B 0.9600 . ?
C15' H15C 0.9600 . ?
C16' H16A 0.9600 . ?
C16' H16B 0.9600 . ?
C16' H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.50(3) . ?
C17 O4' 1.50(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
N1' S1' 1.705(4) . ?
O2' S1' 1.455(4) . ?

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
C2 C1 H1 121.4 . . ?
C6 C1 H1 121.4 . . ?
C6 C1 C2 117.3(6) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.3(6) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 118.8 . . ?
C2 C3 C4 122.3(6) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 H4 121.2 . . ?
C3 C4 C5 117.5(6) . . ?
C5 C4 H4 121.2 . . ?
C4 C5 C8 128.2(5) . . ?
C6 C5 C4 120.6(5) . . ?
C6 C5 C8 111.1(4) . . ?
C1 C6 C7 128.6(6) . . ?
C5 C6 C1 122.0(5) . . ?
C5 C6 C7 109.5(4) . . ?
N1 C7 C6 105.5(4) . . ?
O1 C7 C6 128.9(5) . . ?
O1 C7 N1 125.6(5) . . ?
C5 C8 H8 108.4 . . ?
C5 C8 C9 116.3(4) . . ?
C9 C8 H8 108.4 . . ?
N1 C8 C5 100.5(4) . . ?
N1 C8 H8 108.4 . . ?
N1 C8 C9 114.5(4) . . ?
C8 C9 H9A 108.5 . . ?
C8 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C8 114.9(4) . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
O3 C10 C9 125.3(5) . . ?
O3 C10 O4 123.8(6) . . ?
O4 C10 C9 110.9(5) . . ?
H11C C11 H11D 108.4 . . ?
C12 C11 H11C 110.0 . . ?
C12 C11 H11D 110.0 . . ?
C12 C11 O4 108.4(9) . . ?
O4 C11 H11C 110.0 . . ?
O4 C11 H11D 110.0 . . ?
C11 C12 H12D 109.5 . . ?
C11 C12 H12E 109.5 . . ?
C11 C12 H12F 109.5 . . ?
H12D C12 H12E 109.5 . . ?
H12D C12 H12F 109.5 . . ?
H12E C12 H12F 109.5 . . ?
C14 C13 C15 111.6(6) . . ?
C14 C13 C16 113.0(6) . . ?
C14 C13 S1 107.2(5) . . ?
C15 C13 S1 101.7(4) . . ?
C16 C13 C15 110.8(6) . . ?
C16 C13 S1 112.0(4) . . ?
C13 C14 H14D 109.5 . . ?
C13 C14 H14E 109.5 . . ?
C13 C14 H14F 109.5 . . ?
H14D C14 H14E 109.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
C13 C15 H15D 109.5 . . ?
C13 C15 H15E 109.5 . . ?
C13 C15 H15F 109.5 . . ?
H15D C15 H15E 109.5 . . ?
H15D C15 H15F 109.5 . . ?
H15E C15 H15F 109.5 . . ?
C13 C16 H16D 109.5 . . ?
C13 C16 H16E 109.5 . . ?
C13 C16 H16F 109.5 . . ?
H16D C16 H16E 109.5 . . ?
H16D C16 H16F 109.5 . . ?
H16E C16 H16F 109.5 . . ?
C7 N1 C8 113.4(4) . . ?
C7 N1 S1 118.5(3) . . ?
C8 N1 S1 128.0(3) . . ?
C10 O4 C11 117.8(6) . . ?
N1 S1 C13 102.7(2) . . ?
O2 S1 C13 107.1(3) . . ?
O2 S1 N1 107.5(2) . . ?
C2' C1' H1' 121.0 . . ?
C6' C1' H1' 121.0 . . ?
C6' C1' C2' 118.1(6) . . ?
C1' C2' H2' 120.0 . . ?
C3' C2' C1' 120.0(5) . . ?
C3' C2' H2' 120.0 . . ?
C2' C3' H3' 118.8 . . ?
C2' C3' C4' 122.3(6) . . ?
C4' C3' H3' 118.8 . . ?
C3' C4' H4' 121.2 . . ?
C3' C4' C5' 117.6(6) . . ?
C5' C4' H4' 121.2 . . ?
C4' C5' C8' 128.8(5) . . ?
C6' C5' C4' 120.6(5) . . ?
C6' C5' C8' 110.5(4) . . ?
C1' C6' C7' 128.9(5) . . ?
C5' C6' C1' 121.3(5) . . ?
C5' C6' C7' 109.7(4) . . ?
N1' C7' C6' 105.3(4) . . ?
O1' C7' C6' 129.1(5) . . ?
O1' C7' N1' 125.6(5) . . ?
C5' C8' H8' 108.0 . . ?
C5' C8' C9' 116.4(4) . . ?
C9' C8' H8' 108.0 . . ?
N1' C8' C5' 100.7(4) . . ?
N1' C8' H8' 108.0 . . ?
N1' C8' C9' 115.3(4) . . ?
C8' C9' H9'A 108.6 . . ?
C8' C9' H9'B 108.6 . . ?
H9'A C9' H9'B 107.6 . . ?
C10' C9' C8' 114.6(4) . . ?
C10' C9' H9'A 108.6 . . ?
C10' C9' H9'B 108.6 . . ?
O3' C10' C9' 126.5(4) . . ?
O3' C10' O4' 122.7(5) . . ?
O4' C10' C9' 110.8(5) . . ?
H11A C11' H11B 108.6 . . ?
C12' C11' H11A 110.5 . . ?
C12' C11' H11B 110.5 . . ?
C12' C11' O4' 106.4(12) . . ?
O4' C11' H11A 110.5 . . ?
O4' C11' H11B 110.5 . . ?
C11' C12' H12A 109.5 . . ?
C11' C12' H12B 109.5 . . ?
C11' C12' H12C 109.5 . . ?
H12A C12' H12B 109.5 . . ?
H12A C12' H12C 109.5 . . ?
H12B C12' H12C 109.5 . . ?
C14' C13' C15' 111.6(5) . . ?
C14' C13' S1' 107.0(4) . . ?
C15' C13' S1' 101.1(4) . . ?
C16' C13' C14' 113.7(6) . . ?
C16' C13' C15' 110.7(6) . . ?
C16' C13' S1' 112.0(4) . . ?
C13' C14' H14A 109.5 . . ?
C13' C14' H14B 109.5 . . ?
C13' C14' H14C 109.5 . . ?
H14A C14' H14B 109.5 . . ?
H14A C14' H14C 109.5 . . ?
H14B C14' H14C 109.5 . . ?
C13' C15' H15A 109.5 . . ?
C13' C15' H15B 109.5 . . ?
C13' C15' H15C 109.5 . . ?
H15A C15' H15B 109.5 . . ?
H15A C15' H15C 109.5 . . ?
H15B C15' H15C 109.5 . . ?
C13' C16' H16A 109.5 . . ?
C13' C16' H16B 109.5 . . ?
C13' C16' H16C 109.5 . . ?
H16A C16' H16B 109.5 . . ?
H16A C16' H16C 109.5 . . ?
H16B C16' H16C 109.5 . . ?
H17A C17 H17B 109.9 . . ?
C18 C17 H17A 112.3 . . ?
C18 C17 H17B 112.3 . . ?
O4' C17 H17A 112.3 . . ?
O4' C17 H17B 112.3 . . ?
O4' C17 C18 97(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7' N1' C8' 113.8(4) . . ?
C7' N1' S1' 118.3(3) . . ?
C8' N1' S1' 127.8(3) . . ?
C10' O4' C11' 119.5(7) . . ?
C10' O4' C17 108.0(12) . . ?
N1' S1' C13' 102.2(2) . . ?
O2' S1' C13' 107.1(3) . . ?
O2' S1' N1' 108.3(2) . . ?

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
C1 C2 C3 C4 0.8(11) . . . . ?
C1 C6 C7 N1 175.8(5) . . . . ?
C1 C6 C7 O1 -2.1(9) . . . . ?
C2 C1 C6 C5 0.2(8) . . . . ?
C2 C1 C6 C7 -178.1(5) . . . . ?
C2 C3 C4 C5 -0.1(10) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C3 C4 C5 C8 175.9(5) . . . . ?
C4 C5 C6 C1 0.5(8) . . . . ?
C4 C5 C6 C7 179.1(5) . . . . ?
C4 C5 C8 C9 58.5(7) . . . . ?
C4 C5 C8 N1 -177.3(5) . . . . ?
C5 C6 C7 N1 -2.7(6) . . . . ?
C5 C6 C7 O1 179.5(5) . . . . ?
C5 C8 C9 C10 61.6(6) . . . . ?
C5 C8 N1 C7 -1.2(5) . . . . ?
C5 C8 N1 S1 -178.8(3) . . . . ?
C6 C1 C2 C3 -0.9(9) . . . . ?
C6 C5 C8 C9 -124.7(5) . . . . ?
C6 C5 C8 N1 -0.6(5) . . . . ?
C6 C7 N1 C8 2.4(5) . . . . ?
C6 C7 N1 S1 -179.7(3) . . . . ?
C7 N1 S1 C13 111.7(4) . . . . ?
C7 N1 S1 O2 -135.6(4) . . . . ?
C8 C5 C6 C1 -176.5(5) . . . . ?
C8 C5 C6 C7 2.0(6) . . . . ?
C8 C9 C10 O3 -21.8(7) . . . . ?
C8 C9 C10 O4 159.7(4) . . . . ?
C8 N1 S1 C13 -70.8(4) . . . . ?
C8 N1 S1 O2 41.9(5) . . . . ?
C9 C8 N1 C7 124.2(4) . . . . ?
C9 C8 N1 S1 -53.5(6) . . . . ?
C9 C10 O4 C11 -176.3(6) . . . . ?
C12 C11 O4 C10 -108.4(9) . . . . ?
C14 C13 S1 N1 -52.4(5) . . . . ?
C14 C13 S1 O2 -165.4(4) . . . . ?
C15 C13 S1 N1 -169.6(5) . . . . ?
C15 C13 S1 O2 77.4(5) . . . . ?
C16 C13 S1 N1 72.0(5) . . . . ?
C16 C13 S1 O2 -41.0(5) . . . . ?
N1 C8 C9 C10 -55.0(5) . . . . ?
O1 C7 N1 C8 -179.7(5) . . . . ?
O1 C7 N1 S1 -1.8(7) . . . . ?
O3 C10 O4 C11 5.2(10) . . . . ?
C1' C2' C3' C4' -0.3(10) . . . . ?
C1' C6' C7' N1' 176.1(5) . . . . ?
C1' C6' C7' O1' -2.5(9) . . . . ?
C2' C1' C6' C5' -0.8(8) . . . . ?
C2' C1' C6' C7' -178.8(5) . . . . ?
C2' C3' C4' C5' -0.3(10) . . . . ?
C3' C4' C5' C6' 0.3(8) . . . . ?
C3' C4' C5' C8' 177.1(5) . . . . ?
C4' C5' C6' C1' 0.2(8) . . . . ?
C4' C5' C6' C7' 178.6(4) . . . . ?
C4' C5' C8' C9' 57.6(7) . . . . ?
C4' C5' C8' N1' -177.0(5) . . . . ?
C5' C6' C7' N1' -2.1(5) . . . . ?
C5' C6' C7' O1' 179.3(5) . . . . ?
C5' C8' C9' C10' 62.3(6) . . . . ?
C5' C8' N1' C7' -1.4(5) . . . . ?
C5' C8' N1' S1' -177.4(3) . . . . ?
C6' C1' C2' C3' 0.8(9) . . . . ?
C6' C5' C8' C9' -125.4(4) . . . . ?
C6' C5' C8' N1' 0.1(5) . . . . ?
C6' C7' N1' C8' 2.2(5) . . . . ?
C6' C7' N1' S1' 178.6(3) . . . . ?
C7' N1' S1' C13' 114.7(4) . . . . ?
C7' N1' S1' O2' -132.5(4) . . . . ?
C8' C5' C6' C1' -177.1(4) . . . . ?
C8' C5' C6' C7' 1.2(5) . . . . ?
C8' C9' C10' O3' -21.5(7) . . . . ?
C8' C9' C10' O4' 159.9(4) . . . . ?
C8' N1' S1' C13' -69.4(4) . . . . ?
C8' N1' S1' O2' 43.4(5) . . . . ?
C9' C8' N1' C7' 124.7(4) . . . . ?
C9' C8' N1' S1' -51.3(5) . . . . ?
C9' C10' O4' C11' -169.8(7) . . . . ?
C9' C10' O4' C17 162(2) . . . . ?
C12' C11' O4' C10' -103.5(13) . . . . ?
C14' C13' S1' N1' -51.2(5) . . . . ?
C14' C13' S1' O2' -164.9(4) . . . . ?
C15' C13' S1' N1' -168.1(4) . . . . ?
C15' C13' S1' O2' 78.2(5) . . . . ?
C16' C13' S1' N1' 74.0(5) . . . . ?
C16' C13' S1' O2' -39.7(6) . . . . ?
C18 C17 O4' C10' -169(3) . . . . ?
N1' C8' C9' C10' -55.3(5) . . . . ?
O1' C7' N1' C8' -179.1(5) . . . . ?
O1' C7' N1' S1' -2.7(7) . . . . ?
O3' C10' O4' C11' 11.5(10) . . . . ?
O3' C10' O4' C17 -17(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_202009190
_database_code_depnum_ccdc_archive 'CCDC 2046609'
loop_
_audit_author_name
_audit_author_address
'Xue-Hong Li'
;Zhengzhou University
China
;
_audit_update_record             
;
2020-11-26 deposited with the CCDC.	2021-06-02 downloaded from the CCDC.
;
_audit_creation_date             2020-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H19 N O4 S'
_chemical_formula_sum            'C15 H19 N O4 S'
_chemical_formula_weight         309.37
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H30O2N2S1
_chemical_oxdiff_usercomment     r
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.6665(5)
_cell_length_b                   9.0914(5)
_cell_length_c                   20.0289(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1578.09(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1974
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.7600
_cell_measurement_theta_min      4.4110
_shelx_estimated_absorpt_T_max   0.828
_shelx_estimated_absorpt_T_min   0.745
_exptl_absorpt_coefficient_mu    1.957
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5764
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.047
_diffrn_reflns_theta_max         67.047
_diffrn_reflns_theta_min         4.415
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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 -53.00   1.00    1.00    --  -33.50 -77.00-180.00   27
  2  ω      6.00  49.00   1.00    1.00    --   36.47 -57.00-180.00   43
  3  ω     70.00 106.00   1.00    1.00    --   36.47 178.00-180.00   36
  4  ω     11.00  36.00   1.00    1.00    --   36.47  77.00 150.00   25
  5  ω     60.00 107.00   1.00    1.00    --   36.47 178.00  30.00   47
  6  ω     65.00  90.00   1.00    1.00    --   36.47 178.00-150.00   25
  7  ω     46.00 102.00   1.00    1.00    --   36.47  77.00 150.00   56
  8  ω     52.00 105.00   1.00    4.00    --  108.00 -94.00 120.00   53
  9  ω    103.00 145.00   1.00    4.00    --  108.00  97.00 114.00   42
 10  ω     88.00 152.00   1.00    4.00    --  108.00  45.00  90.00   64
 11  ω     39.00  99.00   1.00    4.00    --  108.00-111.00   0.00   60
 12  ω     71.00 153.00   1.00    4.00    --  108.00  15.00-120.00   82
 13  ω    -61.00 -33.00   1.00    1.00    --  -33.50 178.00 -90.00   28
 14  ω    -30.00  12.00   1.00    1.00    --   36.47 -57.00  30.00   42
 15  ω     57.00  82.00   1.00    1.00    --   36.47 178.00   0.00   25
 16  ω     18.00  44.00   1.00    1.00    --   36.47 -57.00  30.00   26
 17  ω     99.00 125.00   1.00    2.50    --  108.00 -61.00 -30.00   26
 18  ω     71.00 107.00   1.00    2.50    --  108.00 -94.00 -90.00   36
 19  ω    113.00 139.00   1.00    2.50    --  108.00 111.00 -60.00   26
 20  ω     48.00  84.00   1.00    2.50    --  108.00 -61.00 -30.00   36
 21  ω     39.00  95.00   1.00    2.50    --  108.00   0.00   0.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1569899000
_diffrn_orient_matrix_UB_12      0.0794348000
_diffrn_orient_matrix_UB_13      0.0014336000
_diffrn_orient_matrix_UB_21      0.0757308000
_diffrn_orient_matrix_UB_22      0.1385241000
_diffrn_orient_matrix_UB_23      -0.0298430000
_diffrn_orient_matrix_UB_31      -0.0349874000
_diffrn_orient_matrix_UB_32      -0.0567028000
_diffrn_orient_matrix_UB_33      -0.0708692000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.717
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2475
_reflns_number_total             2812
_reflns_odcompleteness_completeness 99.94
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Flack x determined using 904 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2812
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.326
_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)+(0.0568P)²+0.0408P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1087
_refine_ls_wR_factor_ref         0.1158
_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. Restrained distances
 C13A-C14A
 2.2 with sigma of 0.02
 C15-C13 \\sim C15-C14 \\sim C13-C14 \\sim C14A-C13A \\sim C14A-C15A \\sim
C13A-C15A
 with sigma of 0.04
 C12-S1 \\sim C12-C15 \\sim C12-C13 \\sim C12-C14 \\sim C12-C14A \\sim C12-C13A
\\sim C12-C15A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C14A) \\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C14) = Uanis(C14A)
Uanis(C13) = Uanis(C13A)
Uanis(C15) = Uanis(C15A)
4. Others
 Sof(C13A)=Sof(H13D)=Sof(H13E)=Sof(H13F)=Sof(C14A)=Sof(H14D)=Sof(H14E)=
 Sof(H14F)=Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=1-FVAR(1)
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C2(H2)
5.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
5.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8)
5.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C13A(H13D,H13E,H13F), C14(H14A,H14B,
 H14C), C14A(H14D,H14E,H14F), C15(H15A,H15B,H15C), C15A(H15D,H15E,H15F)
;
_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 0.36953(13) 0.85342(11) 0.32903(5) 0.0591(3) Uani 1 1 d D . . . .
O1 O 0.0518(4) 0.8054(4) 0.3828(2) 0.0882(11) Uani 1 1 d . . . . .
O2 O 0.4796(5) 0.8098(4) 0.27689(15) 0.0880(12) Uani 1 1 d . . . . .
O3 O 0.2881(4) 0.4527(4) 0.45937(15) 0.0707(9) Uani 1 1 d . . . . .
O4 O 0.5341(4) 0.3876(4) 0.46750(17) 0.0744(9) Uani 1 1 d . . . . .
N1 N 0.2808(4) 0.6921(3) 0.35234(15) 0.0494(7) Uani 1 1 d . . . . .
C1 C 0.1205(5) 0.6977(5) 0.3630(2) 0.0581(9) Uani 1 1 d . . . . .
C2 C 0.3293(4) 0.5487(4) 0.32389(18) 0.0485(8) Uani 1 1 d . . . . .
H2 H 0.3673 0.5650 0.2784 0.058 Uiso 1 1 calc R . . . .
C3 C 0.0601(4) 0.5521(5) 0.34397(18) 0.0555(9) Uani 1 1 d . . . . .
C4 C 0.1784(4) 0.4673(5) 0.32013(17) 0.0511(8) Uani 1 1 d . . . . .
C5 C 0.1517(6) 0.3246(5) 0.29875(19) 0.0656(11) Uani 1 1 d . . . . .
H5 H 0.2315 0.2658 0.2829 0.079 Uiso 1 1 calc R . . . .
C6 C 0.0002(7) 0.2725(6) 0.3020(2) 0.0809(15) Uani 1 1 d . . . . .
H6 H -0.0212 0.1772 0.2879 0.097 Uiso 1 1 calc R . . . .
C7 C -0.1179(6) 0.3593(7) 0.3255(3) 0.0816(14) Uani 1 1 d . . . . .
H7 H -0.2179 0.3221 0.3267 0.098 Uiso 1 1 calc R . . . .
C8 C -0.0901(5) 0.5009(6) 0.3473(2) 0.0741(13) Uani 1 1 d . . . . .
H8 H -0.1693 0.5597 0.3637 0.089 Uiso 1 1 calc R . . . .
C9 C 0.4536(4) 0.4712(4) 0.3637(2) 0.0502(8) Uani 1 1 d . . . . .
H9A H 0.4788 0.3797 0.3413 0.060 Uiso 1 1 calc R . . . .
H9B H 0.5456 0.5320 0.3634 0.060 Uiso 1 1 calc R . . . .
C10 C 0.4123(4) 0.4376(4) 0.43466(19) 0.0496(8) Uani 1 1 d . . . . .
C11 C 0.5069(8) 0.3444(7) 0.5361(3) 0.0900(17) Uani 1 1 d . . . . .
H11A H 0.4164 0.2838 0.5384 0.135 Uiso 1 1 calc GR . . . .
H11B H 0.4922 0.4306 0.5631 0.135 Uiso 1 1 calc GR . . . .
H11C H 0.5942 0.2901 0.5524 0.135 Uiso 1 1 calc GR . . . .
C12 C 0.4832(5) 0.9063(4) 0.40252(19) 0.0571(10) Uani 1 1 d D . . . .
C13 C 0.3836(14) 0.8980(15) 0.4659(4) 0.100(3) Uani 0.686(15) 1 d D . P A 1
H13A H 0.2879 0.9486 0.4584 0.150 Uiso 0.686(15) 1 calc GR . P A 1
H13B H 0.4376 0.9433 0.5023 0.150 Uiso 0.686(15) 1 calc GR . P A 1
H13C H 0.3631 0.7969 0.4764 0.150 Uiso 0.686(15) 1 calc GR . P A 1
C13A C 0.358(3) 0.979(3) 0.4469(11) 0.100(3) Uani 0.314(15) 1 d D . P A 2
H13D H 0.3101 1.0578 0.4229 0.150 Uiso 0.314(15) 1 calc GR . P A 2
H13E H 0.4050 1.0164 0.4868 0.150 Uiso 0.314(15) 1 calc GR . P A 2
H13F H 0.2816 0.9068 0.4585 0.150 Uiso 0.314(15) 1 calc GR . P A 2
C14 C 0.538(2) 1.0591(16) 0.3819(14) 0.118(4) Uani 0.686(15) 1 d D U P A 1
H14A H 0.6013 1.0514 0.3426 0.176 Uiso 0.686(15) 1 calc GR . P A 1
H14B H 0.5976 1.1017 0.4175 0.176 Uiso 0.686(15) 1 calc GR . P A 1
H14C H 0.4507 1.1204 0.3726 0.176 Uiso 0.686(15) 1 calc GR . P A 1
C14A C 0.577(5) 1.044(3) 0.384(3) 0.118(4) Uani 0.314(15) 1 d D U P A 2
H14D H 0.6683 1.0155 0.3602 0.176 Uiso 0.314(15) 1 calc GR . P A 2
H14E H 0.6062 1.0952 0.4242 0.176 Uiso 0.314(15) 1 calc GR . P A 2
H14F H 0.5157 1.1078 0.3567 0.176 Uiso 0.314(15) 1 calc GR . P A 2
C15 C 0.6269(12) 0.8063(11) 0.4098(6) 0.085(3) Uani 0.686(15) 1 d D . P A 1
H15A H 0.5951 0.7096 0.4232 0.128 Uiso 0.686(15) 1 calc GR . P A 1
H15B H 0.6949 0.8467 0.4429 0.128 Uiso 0.686(15) 1 calc GR . P A 1
H15C H 0.6797 0.8006 0.3677 0.128 Uiso 0.686(15) 1 calc GR . P A 1
C15A C 0.576(3) 0.791(2) 0.4381(13) 0.085(3) Uani 0.314(15) 1 d D . P A 2
H15D H 0.5073 0.7248 0.4607 0.128 Uiso 0.314(15) 1 calc GR . P A 2
H15E H 0.6425 0.8375 0.4700 0.128 Uiso 0.314(15) 1 calc GR . P A 2
H15F H 0.6366 0.7376 0.4063 0.128 Uiso 0.314(15) 1 calc GR . P A 2


_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 1.469(4) . ?
S1 N1 1.720(3) . ?
S1 C12 1.835(4) . ?
O1 C1 1.213(5) . ?
O3 C10 1.193(5) . ?
O4 C10 1.324(5) . ?
O4 C11 1.449(6) . ?
N1 C1 1.406(5) . ?
N1 C2 1.484(5) . ?
C1 C3 1.473(6) . ?
C2 H2 0.9800 . ?
C2 C4 1.505(5) . ?
C2 C9 1.514(6) . ?
C3 C4 1.369(6) . ?
C3 C8 1.384(6) . ?
C4 C5 1.385(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.397(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.381(8) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.498(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.536(9) . ?
C12 C13A 1.549(16) . ?
C12 C14 1.526(11) . ?
C12 C14A 1.539(18) . ?
C12 C15 1.549(9) . ?
C12 C15A 1.498(16) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13A H13D 0.9600 . ?
C13A H13E 0.9600 . ?
C13A H13F 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14A H14D 0.9600 . ?
C14A H14E 0.9600 . ?
C14A H14F 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 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 N1 104.66(18) . . ?
O2 S1 C12 107.0(2) . . ?
N1 S1 C12 104.22(17) . . ?
C10 O4 C11 115.8(4) . . ?
C1 N1 S1 116.9(3) . . ?
C1 N1 C2 111.7(3) . . ?
C2 N1 S1 121.2(2) . . ?
O1 C1 N1 124.3(4) . . ?
O1 C1 C3 129.4(4) . . ?
N1 C1 C3 106.2(3) . . ?
N1 C2 H2 108.7 . . ?
N1 C2 C4 101.9(3) . . ?
N1 C2 C9 114.1(3) . . ?
C4 C2 H2 108.7 . . ?
C4 C2 C9 114.6(3) . . ?
C9 C2 H2 108.7 . . ?
C4 C3 C1 109.3(3) . . ?
C4 C3 C8 122.1(5) . . ?
C8 C3 C1 128.6(4) . . ?
C3 C4 C2 110.8(3) . . ?
C3 C4 C5 120.7(4) . . ?
C5 C4 C2 128.4(4) . . ?
C4 C5 H5 121.3 . . ?
C4 C5 C6 117.4(4) . . ?
C6 C5 H5 121.3 . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.4(5) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.8(5) . . ?
C8 C7 H7 119.6 . . ?
C3 C8 H8 121.2 . . ?
C7 C8 C3 117.6(5) . . ?
C7 C8 H8 121.2 . . ?
C2 C9 H9A 108.5 . . ?
C2 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C2 115.1(3) . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
O3 C10 O4 123.5(4) . . ?
O3 C10 C9 125.9(4) . . ?
O4 C10 C9 110.6(3) . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 S1 110.4(5) . . ?
C13 C12 C15 110.2(6) . . ?
C13A C12 S1 101.3(10) . . ?
C14 C12 S1 100.9(11) . . ?
C14 C12 C13 116.4(11) . . ?
C14 C12 C15 108.0(9) . . ?
C14A C12 S1 108(3) . . ?
C14A C12 C13A 99.3(15) . . ?
C15 C12 S1 110.7(4) . . ?
C15A C12 S1 119.0(11) . . ?
C15A C12 C13A 113.5(12) . . ?
C15A C12 C14A 113(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C13A H13D 109.5 . . ?
C12 C13A H13E 109.5 . . ?
C12 C13A H13F 109.5 . . ?
H13D C13A H13E 109.5 . . ?
H13D C13A H13F 109.5 . . ?
H13E C13A H13F 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C14A H14D 109.5 . . ?
C12 C14A H14E 109.5 . . ?
C12 C14A H14F 109.5 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C15A H15D 109.5 . . ?
C12 C15A H15E 109.5 . . ?
C12 C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 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 N1 C1 O1 -30.6(6) . . . . ?
S1 N1 C1 C3 148.2(3) . . . . ?
S1 N1 C2 C4 -145.3(2) . . . . ?
S1 N1 C2 C9 90.7(3) . . . . ?
O1 C1 C3 C4 175.9(5) . . . . ?
O1 C1 C3 C8 -3.5(8) . . . . ?
O2 S1 N1 C1 -138.3(3) . . . . ?
O2 S1 N1 C2 4.0(3) . . . . ?
O2 S1 C12 C13 -159.0(6) . . . . ?
O2 S1 C12 C13A 168.8(11) . . . . ?
O2 S1 C12 C14 77.4(9) . . . . ?
O2 S1 C12 C14A 65.1(17) . . . . ?
O2 S1 C12 C15 -36.7(6) . . . . ?
O2 S1 C12 C15A -66.0(13) . . . . ?
N1 S1 C12 C13 -48.5(7) . . . . ?
N1 S1 C12 C13A -80.6(11) . . . . ?
N1 S1 C12 C14 -172.1(8) . . . . ?
N1 S1 C12 C14A 175.6(16) . . . . ?
N1 S1 C12 C15 73.8(6) . . . . ?
N1 S1 C12 C15A 44.5(13) . . . . ?
N1 C1 C3 C4 -2.8(4) . . . . ?
N1 C1 C3 C8 177.8(4) . . . . ?
N1 C2 C4 C3 -0.6(4) . . . . ?
N1 C2 C4 C5 -178.3(4) . . . . ?
N1 C2 C9 C10 58.9(4) . . . . ?
C1 N1 C2 C4 -1.2(4) . . . . ?
C1 N1 C2 C9 -125.2(3) . . . . ?
C1 C3 C4 C2 2.2(4) . . . . ?
C1 C3 C4 C5 -179.9(4) . . . . ?
C1 C3 C8 C7 179.2(4) . . . . ?
C2 N1 C1 O1 -176.3(4) . . . . ?
C2 N1 C1 C3 2.5(4) . . . . ?
C2 C4 C5 C6 178.1(4) . . . . ?
C2 C9 C10 O3 8.1(6) . . . . ?
C2 C9 C10 O4 -171.9(3) . . . . ?
C3 C4 C5 C6 0.6(6) . . . . ?
C4 C2 C9 C10 -58.0(4) . . . . ?
C4 C3 C8 C7 -0.1(7) . . . . ?
C4 C5 C6 C7 0.0(7) . . . . ?
C5 C6 C7 C8 -0.6(8) . . . . ?
C6 C7 C8 C3 0.7(8) . . . . ?
C8 C3 C4 C2 -178.4(4) . . . . ?
C8 C3 C4 C5 -0.5(6) . . . . ?
C9 C2 C4 C3 123.1(4) . . . . ?
C9 C2 C4 C5 -54.6(5) . . . . ?
C11 O4 C10 O3 2.8(7) . . . . ?
C11 O4 C10 C9 -177.1(4) . . . . ?
C12 S1 N1 C1 109.5(3) . . . . ?
C12 S1 N1 C2 -108.2(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 1.751
_oxdiff_exptl_absorpt_empirical_full_min 0.862
