# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

####################################################################### 
# 
# 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_161120_s1_wz
_database_code_depnum_ccdc_archive 'CCDC 1538775'
_audit_update_record             
;
2017-03-18 deposited with the CCDC.
2017-09-18 downloaded from the CCDC.
;
_audit_creation_date             2016-11-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H23 N O4 S'
_chemical_formula_sum            'C13 H23 N O4 S'
_chemical_formula_weight         289.38
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3s1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.1598(3)
_cell_length_b                   8.1330(4)
_cell_length_c                   31.1006(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1558.07(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2046
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.4720
_cell_measurement_theta_min      3.6120
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85598
_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            ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            7147
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.184
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -35.00   -3.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -16.2804   77.0000  120.0000 64

#__ type_ start__ end____ width___ exp.time_
  2 omega   27.00   52.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -16.2804   77.0000  120.0000 50

#__ type_ start__ end____ width___ exp.time_
  3 omega    0.00   86.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       17.9992   57.0000  150.0000 172

#__ type_ start__ end____ width___ exp.time_
  4 omega  -19.00   17.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -16.2804  -99.0000   30.0000 72

#__ type_ start__ end____ width___ exp.time_
  5 omega   23.00   48.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       17.9992 -146.0000   48.0000 50

#__ type_ start__ end____ width___ exp.time_
  6 omega  -62.00  -37.00   0.5000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -16.2804 -178.0000  -30.0000 50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0009073000
_diffrn_orient_matrix_UB_12      -0.0840398000
_diffrn_orient_matrix_UB_13      0.0060480000
_diffrn_orient_matrix_UB_21      0.0084719000
_diffrn_orient_matrix_UB_22      0.0229440000
_diffrn_orient_matrix_UB_23      0.0219373000
_diffrn_orient_matrix_UB_31      -0.1149139000
_diffrn_orient_matrix_UB_32      0.0023193000
_diffrn_orient_matrix_UB_33      0.0015377000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.670
_reflns_Friedel_fraction_full    0.976
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                2659
_reflns_number_total             3140
_reflns_odcompleteness_completeness 99.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 826 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0466
_refine_ls_restrained_S_all      1.058
_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)+(0.0442P)²+0.0736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1025
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.83529(15) 0.40603(11) 0.30305(3) 0.0450(2) Uani 1 1 d . . . . .
O1 O 0.7311(4) 0.2315(4) 0.41033(8) 0.0634(8) Uani 1 1 d . . . . .
O2 O 1.0685(4) 0.2767(3) 0.38747(8) 0.0541(7) Uani 1 1 d . . . . .
O3 O 0.6800(5) 0.5401(4) 0.48153(8) 0.0779(10) Uani 1 1 d . . . . .
O4 O 0.3432(4) 0.5407(4) 0.45558(7) 0.0629(8) Uani 1 1 d . . . . .
N1 N 0.8525(5) 0.6740(4) 0.40865(10) 0.0491(8) Uani 1 1 d . . . . .
H1 H 0.907(5) 0.635(4) 0.4297(9) 0.036(10) Uiso 1 1 d . . . . .
C1 C 0.9390(5) 0.6022(4) 0.36958(10) 0.0442(8) Uani 1 1 d . . . . .
H1A H 1.0889 0.5691 0.3737 0.053 Uiso 1 1 calc R . . . .
H1B H 0.9323 0.6805 0.3461 0.053 Uiso 1 1 calc R . . . .
C2 C 0.7956(5) 0.4520(4) 0.36004(9) 0.0357(7) Uani 1 1 d . . . . .
C3 C 0.5712(5) 0.5192(4) 0.37221(10) 0.0374(7) Uani 1 1 d . . . . .
H3A H 0.4760 0.4312 0.3816 0.045 Uiso 1 1 calc R . . . .
H3B H 0.5047 0.5751 0.3480 0.045 Uiso 1 1 calc R . . . .
C4 C 0.6169(5) 0.6425(4) 0.40987(10) 0.0408(8) Uani 1 1 d . . . . .
C5 C 0.8568(5) 0.3080(4) 0.38871(9) 0.0401(8) Uani 1 1 d . . . . .
C6 C 1.1446(6) 0.1406(5) 0.41292(14) 0.0746(13) Uani 1 1 d . . . . .
H6A H 1.0779 0.0409 0.4030 0.112 Uiso 1 1 calc GR . . . .
H6B H 1.1073 0.1584 0.4425 0.112 Uiso 1 1 calc GR . . . .
H6C H 1.2994 0.1317 0.4102 0.112 Uiso 1 1 calc GR . . . .
C7 C 0.4911(6) 0.8022(5) 0.40349(13) 0.0583(10) Uani 1 1 d . . . . .
H7A H 0.5149 0.8733 0.4277 0.088 Uiso 1 1 calc GR . . . .
H7B H 0.3390 0.7783 0.4010 0.088 Uiso 1 1 calc GR . . . .
H7C H 0.5403 0.8556 0.3777 0.088 Uiso 1 1 calc GR . . . .
C8 C 0.5559(6) 0.5675(5) 0.45300(11) 0.0520(10) Uani 1 1 d . . . . .
C9 C 0.2654(8) 0.4752(8) 0.49606(12) 0.0921(18) Uani 1 1 d . . . . .
H9A H 0.1099 0.4675 0.4953 0.138 Uiso 1 1 calc GR . . . .
H9B H 0.3085 0.5469 0.5191 0.138 Uiso 1 1 calc GR . . . .
H9C H 0.3262 0.3680 0.5006 0.138 Uiso 1 1 calc GR . . . .
C10 C 0.6985(5) 0.2125(4) 0.28851(10) 0.0469(8) Uani 1 1 d . . . . .
C11 C 0.8223(7) 0.0624(4) 0.30493(13) 0.0651(11) Uani 1 1 d . . . . .
H11A H 0.9709 0.0690 0.2958 0.098 Uiso 1 1 calc GR . . . .
H11B H 0.7575 -0.0357 0.2935 0.098 Uiso 1 1 calc GR . . . .
H11C H 0.8162 0.0596 0.3358 0.098 Uiso 1 1 calc GR . . . .
C12 C 0.7085(8) 0.2150(6) 0.23945(11) 0.0794(14) Uani 1 1 d . . . . .
H12A H 0.6232 0.3050 0.2288 0.119 Uiso 1 1 calc GR . . . .
H12B H 0.6522 0.1135 0.2283 0.119 Uiso 1 1 calc GR . . . .
H12C H 0.8565 0.2282 0.2304 0.119 Uiso 1 1 calc GR . . . .
C13 C 0.4636(6) 0.2079(5) 0.30344(15) 0.0745(13) Uani 1 1 d . . . . .
H13A H 0.4591 0.2026 0.3343 0.112 Uiso 1 1 calc GR . . . .
H13B H 0.3932 0.1128 0.2916 0.112 Uiso 1 1 calc GR . . . .
H13C H 0.3902 0.3053 0.2939 0.112 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C2 1.828(3) . ?
S1 C10 1.842(4) . ?
O1 C5 1.200(4) . ?
O2 C5 1.329(4) . ?
O2 C6 1.439(4) . ?
O3 C8 1.192(4) . ?
O4 C8 1.331(4) . ?
O4 C9 1.449(4) . ?
N1 H1 0.80(3) . ?
N1 C1 1.450(4) . ?
N1 C4 1.474(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.536(4) . ?
C2 C3 1.534(4) . ?
C2 C5 1.519(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.567(4) . ?
C4 C7 1.526(5) . ?
C4 C8 1.520(5) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.527(5) . ?
C10 C12 1.527(5) . ?
C10 C13 1.520(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
C2 S1 C10 110.59(14) . . ?
C5 O2 C6 116.8(3) . . ?
C8 O4 C9 116.0(3) . . ?
C1 N1 H1 112(2) . . ?
C1 N1 C4 108.3(3) . . ?
C4 N1 H1 109(2) . . ?
N1 C1 H1A 110.6 . . ?
N1 C1 H1B 110.6 . . ?
N1 C1 C2 105.7(3) . . ?
H1A C1 H1B 108.7 . . ?
C2 C1 H1A 110.6 . . ?
C2 C1 H1B 110.6 . . ?
C1 C2 S1 105.9(2) . . ?
C3 C2 S1 115.6(2) . . ?
C3 C2 C1 100.8(2) . . ?
C5 C2 S1 112.2(2) . . ?
C5 C2 C1 110.9(3) . . ?
C5 C2 C3 110.7(3) . . ?
C2 C3 H3A 110.9 . . ?
C2 C3 H3B 110.9 . . ?
C2 C3 C4 104.5(2) . . ?
H3A C3 H3B 108.9 . . ?
C4 C3 H3A 110.9 . . ?
C4 C3 H3B 110.9 . . ?
N1 C4 C3 105.6(3) . . ?
N1 C4 C7 110.4(3) . . ?
N1 C4 C8 109.6(3) . . ?
C7 C4 C3 110.9(3) . . ?
C8 C4 C3 111.0(3) . . ?
C8 C4 C7 109.3(3) . . ?
O1 C5 O2 123.4(3) . . ?
O1 C5 C2 124.7(3) . . ?
O2 C5 C2 112.0(3) . . ?
O2 C6 H6A 109.5 . . ?
O2 C6 H6B 109.5 . . ?
O2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 O4 123.8(4) . . ?
O3 C8 C4 125.0(4) . . ?
O4 C8 C4 111.2(3) . . ?
O4 C9 H9A 109.5 . . ?
O4 C9 H9B 109.5 . . ?
O4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 S1 111.9(2) . . ?
C11 C10 C12 108.9(3) . . ?
C12 C10 S1 102.4(3) . . ?
C13 C10 S1 112.4(2) . . ?
C13 C10 C11 110.7(3) . . ?
C13 C10 C12 110.1(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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 C2 C3 C4 -146.0(2) . . . . ?
S1 C2 C5 O1 -113.9(3) . . . . ?
S1 C2 C5 O2 66.7(3) . . . . ?
N1 C1 C2 S1 160.0(2) . . . . ?
N1 C1 C2 C3 39.3(3) . . . . ?
N1 C1 C2 C5 -78.0(3) . . . . ?
N1 C4 C8 O3 0.7(5) . . . . ?
N1 C4 C8 O4 178.6(3) . . . . ?
C1 N1 C4 C3 9.4(4) . . . . ?
C1 N1 C4 C7 -110.5(3) . . . . ?
C1 N1 C4 C8 129.1(3) . . . . ?
C1 C2 C3 C4 -32.4(3) . . . . ?
C1 C2 C5 O1 127.9(4) . . . . ?
C1 C2 C5 O2 -51.5(3) . . . . ?
C2 S1 C10 C11 -75.0(3) . . . . ?
C2 S1 C10 C12 168.5(2) . . . . ?
C2 S1 C10 C13 50.3(3) . . . . ?
C2 C3 C4 N1 15.4(3) . . . . ?
C2 C3 C4 C7 135.0(3) . . . . ?
C2 C3 C4 C8 -103.3(3) . . . . ?
C3 C2 C5 O1 16.9(5) . . . . ?
C3 C2 C5 O2 -162.5(3) . . . . ?
C3 C4 C8 O3 116.9(4) . . . . ?
C3 C4 C8 O4 -65.1(4) . . . . ?
C4 N1 C1 C2 -30.9(4) . . . . ?
C5 C2 C3 C4 85.0(3) . . . . ?
C6 O2 C5 O1 1.6(5) . . . . ?
C6 O2 C5 C2 -179.0(3) . . . . ?
C7 C4 C8 O3 -120.5(4) . . . . ?
C7 C4 C8 O4 57.5(4) . . . . ?
C9 O4 C8 O3 0.3(6) . . . . ?
C9 O4 C8 C4 -177.7(4) . . . . ?
C10 S1 C2 C1 173.1(2) . . . . ?
C10 S1 C2 C3 -76.3(3) . . . . ?
C10 S1 C2 C5 51.9(3) . . . . ?

_shelx_SHELXL_version_number     2014/7

_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_c21h24n2o6s
_database_code_depnum_ccdc_archive 'CCDC 1538777'
_audit_update_record             
;
2017-03-18 deposited with the CCDC.
2017-09-18 downloaded from the CCDC.
;
_audit_creation_date             2017-03-08
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H24 N2 O6 S'
_chemical_formula_sum            'C21 H24 N2 O6 S'
_chemical_formula_weight         432.48
_chemical_absolute_configuration ad
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.9925(3)
_cell_length_b                   13.9906(4)
_cell_length_c                   19.0487(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2130.03(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10419
_cell_measurement_temperature    292(2)
_cell_measurement_theta_min      3.6000
_cell_measurement_theta_max      27.1560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_min  0.57438
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41k (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29209
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.327
_diffrn_ambient_temperature      292(2)
_diffrn_detector_area_resol_mean 16.0892
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3890
_reflns_number_total             4342
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 
;
 Flack x determined using 1539 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   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4342
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.113
_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)+(0.0505P)²+0.3011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.0980
_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:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C5(H5), C3(H3), C21(H21), C18(H18), C17(H17), C19(H19),
 C20(H20)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C15(H15A,H15B,H15C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.73933(9) 0.52447(5) 0.41885(4) 0.04049(19) Uani 1 1 d . . . . .
O6 O 0.4836(3) 0.22251(15) 0.29815(10) 0.0462(5) Uani 1 1 d . . . . .
O3 O 0.5971(3) 0.41623(15) 0.28329(11) 0.0479(5) Uani 1 1 d . . . . .
O2 O 0.8318(3) 0.54311(14) 0.35561(12) 0.0526(6) Uani 1 1 d . . . . .
O1 O 0.8140(3) 0.55054(16) 0.48438(13) 0.0610(6) Uani 1 1 d . . . . .
O5 O 0.3654(3) 0.27619(18) 0.39679(12) 0.0552(6) Uani 1 1 d . . . . .
N2 N 0.6519(3) 0.26322(16) 0.47072(12) 0.0395(5) Uani 1 1 d . . . . .
O4 O 0.8410(3) 0.35417(16) 0.24829(11) 0.0592(6) Uani 1 1 d . . . . .
N1 N 0.6917(3) 0.41151(15) 0.41873(12) 0.0348(5) Uani 1 1 d . . . . .
C14 C 0.4862(3) 0.25185(19) 0.36462(14) 0.0358(6) Uani 1 1 d . . . . .
C11 C 0.7417(4) 0.37094(18) 0.29350(14) 0.0388(6) Uani 1 1 d . . . . .
C9 C 0.7678(3) 0.34184(17) 0.37039(14) 0.0328(5) Uani 1 1 d . . . . .
C13 C 0.6650(3) 0.24941(18) 0.39476(13) 0.0324(5) Uani 1 1 d . . . . .
C16 C 0.7427(4) 0.15211(17) 0.37835(14) 0.0364(6) Uani 1 1 d . . . . .
C8 C 0.6362(4) 0.3648(2) 0.48465(15) 0.0457(7) Uani 1 1 d . . . . .
H8A H 0.7068 0.3836 0.5237 0.055 Uiso 1 1 calc R . . . .
H8B H 0.5212 0.3814 0.4954 0.055 Uiso 1 1 calc R . . . .
C4 C 0.2528(4) 0.5897(2) 0.38921(17) 0.0487(7) Uani 1 1 d . . . . .
H4 H 0.1548 0.5587 0.3762 0.058 Uiso 1 1 calc R . . . .
C6 C 0.3996(4) 0.5381(2) 0.39417(17) 0.0466(7) Uani 1 1 d . . . . .
H6 H 0.4004 0.4730 0.3843 0.056 Uiso 1 1 calc R . . . .
C2 C 0.2487(4) 0.6868(2) 0.40319(14) 0.0442(7) Uani 1 1 d . . . . .
C5 C 0.5443(4) 0.6806(2) 0.42879(18) 0.0491(7) Uani 1 1 d . . . . .
H5 H 0.6422 0.7114 0.4424 0.059 Uiso 1 1 calc R . . . .
C10 C 0.9553(3) 0.3299(2) 0.38457(18) 0.0448(7) Uani 1 1 d . . . . .
H10A H 1.0108 0.3901 0.3778 0.067 Uiso 1 1 calc GR . . . .
H10B H 1.0008 0.2835 0.3528 0.067 Uiso 1 1 calc GR . . . .
H10C H 0.9717 0.3088 0.4320 0.067 Uiso 1 1 calc GR . . . .
C7 C 0.5445(3) 0.58376(18) 0.41388(15) 0.0373(6) Uani 1 1 d . . . . .
C3 C 0.3956(4) 0.7308(2) 0.42312(18) 0.0534(8) Uani 1 1 d . . . . .
H3 H 0.3947 0.7959 0.4330 0.064 Uiso 1 1 calc R . . . .
C21 C 0.7215(4) 0.0773(2) 0.42508(16) 0.0481(7) Uani 1 1 d . . . . .
H21 H 0.6612 0.0869 0.4662 0.058 Uiso 1 1 calc R . . . .
C18 C 0.8964(5) 0.0452(2) 0.30303(19) 0.0596(9) Uani 1 1 d . . . . .
H18 H 0.9555 0.0345 0.2617 0.071 Uiso 1 1 calc R . . . .
C17 C 0.8279(4) 0.1345(2) 0.31617(17) 0.0487(7) Uani 1 1 d . . . . .
H17 H 0.8392 0.1829 0.2831 0.058 Uiso 1 1 calc R . . . .
C19 C 0.8771(5) -0.0275(3) 0.3508(2) 0.0645(10) Uani 1 1 d . . . . .
H19 H 0.9237 -0.0873 0.3421 0.077 Uiso 1 1 calc R . . . .
C12 C 0.5683(6) 0.4510(3) 0.21275(19) 0.0781(12) Uani 1 1 d . . . . .
H12A H 0.5496 0.3978 0.1819 0.117 Uiso 1 1 calc GR . . . .
H12B H 0.6643 0.4863 0.1971 0.117 Uiso 1 1 calc GR . . . .
H12C H 0.4719 0.4919 0.2125 0.117 Uiso 1 1 calc GR . . . .
C15 C 0.3227(5) 0.2251(3) 0.2636(2) 0.0701(11) Uani 1 1 d . . . . .
H15A H 0.3340 0.2015 0.2165 0.105 Uiso 1 1 calc GR . . . .
H15B H 0.2824 0.2897 0.2625 0.105 Uiso 1 1 calc GR . . . .
H15C H 0.2450 0.1858 0.2890 0.105 Uiso 1 1 calc GR . . . .
C20 C 0.7896(5) -0.0119(2) 0.4109(2) 0.0641(10) Uani 1 1 d . . . . .
H20 H 0.7752 -0.0615 0.4428 0.077 Uiso 1 1 calc R . . . .
C1 C 0.0865(5) 0.7415(3) 0.39681(19) 0.0602(9) Uani 1 1 d . . . . .
H1A H 0.0489 0.7399 0.3490 0.090 Uiso 1 1 calc GR . . . .
H1B H 0.1040 0.8066 0.4109 0.090 Uiso 1 1 calc GR . . . .
H1C H 0.0035 0.7127 0.4265 0.090 Uiso 1 1 calc GR . . . .
H2 H 0.746(4) 0.240(2) 0.4897(16) 0.039(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.437(2) . ?
S1 O1 1.431(2) . ?
S1 N1 1.626(2) . ?
S1 C7 1.767(3) . ?
O6 C14 1.331(3) . ?
O6 C15 1.445(4) . ?
O3 C11 1.333(4) . ?
O3 C12 1.447(4) . ?
O5 C14 1.193(3) . ?
N2 C13 1.464(3) . ?
N2 C8 1.451(4) . ?
N2 H2 0.90(3) . ?
O4 C11 1.194(3) . ?
N1 C9 1.472(3) . ?
N1 C8 1.484(4) . ?
C14 C13 1.540(4) . ?
C11 C9 1.534(4) . ?
C9 C13 1.601(3) . ?
C9 C10 1.531(4) . ?
C13 C16 1.529(3) . ?
C16 C21 1.384(4) . ?
C16 C17 1.389(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C6 1.381(4) . ?
C4 C2 1.384(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.375(4) . ?
C2 C3 1.379(5) . ?
C2 C1 1.510(4) . ?
C5 H5 0.9300 . ?
C5 C7 1.384(4) . ?
C5 C3 1.385(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C3 H3 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.389(4) . ?
C18 H18 0.9300 . ?
C18 C17 1.386(4) . ?
C18 C19 1.375(5) . ?
C17 H17 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.358(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C20 H20 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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 107.19(12) . . ?
O2 S1 C7 108.85(13) . . ?
O1 S1 O2 118.06(14) . . ?
O1 S1 N1 110.28(13) . . ?
O1 S1 C7 107.15(14) . . ?
N1 S1 C7 104.48(12) . . ?
C14 O6 C15 116.0(2) . . ?
C11 O3 C12 115.7(3) . . ?
C13 N2 H2 106.7(19) . . ?
C8 N2 C13 108.4(2) . . ?
C8 N2 H2 111.1(19) . . ?
C9 N1 S1 123.22(18) . . ?
C9 N1 C8 111.17(19) . . ?
C8 N1 S1 119.82(18) . . ?
O6 C14 C13 111.2(2) . . ?
O5 C14 O6 124.4(3) . . ?
O5 C14 C13 124.4(2) . . ?
O3 C11 C9 112.5(2) . . ?
O4 C11 O3 124.4(3) . . ?
O4 C11 C9 123.1(3) . . ?
N1 C9 C11 111.4(2) . . ?
N1 C9 C13 98.12(19) . . ?
N1 C9 C10 111.5(2) . . ?
C11 C9 C13 114.9(2) . . ?
C10 C9 C11 109.3(2) . . ?
C10 C9 C13 111.3(2) . . ?
N2 C13 C14 107.4(2) . . ?
N2 C13 C9 102.5(2) . . ?
N2 C13 C16 110.4(2) . . ?
C14 C13 C9 110.5(2) . . ?
C16 C13 C14 108.7(2) . . ?
C16 C13 C9 116.8(2) . . ?
C21 C16 C13 119.5(2) . . ?
C21 C16 C17 118.3(3) . . ?
C17 C16 C13 122.1(2) . . ?
N2 C8 N1 104.5(2) . . ?
N2 C8 H8A 110.8 . . ?
N2 C8 H8B 110.8 . . ?
N1 C8 H8A 110.8 . . ?
N1 C8 H8B 110.8 . . ?
H8A C8 H8B 108.9 . . ?
C6 C4 H4 119.3 . . ?
C6 C4 C2 121.4(3) . . ?
C2 C4 H4 119.3 . . ?
C4 C6 H6 120.3 . . ?
C7 C6 C4 119.4(3) . . ?
C7 C6 H6 120.3 . . ?
C4 C2 C1 120.2(3) . . ?
C3 C2 C4 118.1(3) . . ?
C3 C2 C1 121.8(3) . . ?
C7 C5 H5 120.6 . . ?
C7 C5 C3 118.8(3) . . ?
C3 C5 H5 120.6 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C6 C7 S1 122.6(2) . . ?
C6 C7 C5 120.6(3) . . ?
C5 C7 S1 116.7(2) . . ?
C2 C3 C5 121.7(3) . . ?
C2 C3 H3 119.1 . . ?
C5 C3 H3 119.1 . . ?
C16 C21 H21 119.8 . . ?
C16 C21 C20 120.4(3) . . ?
C20 C21 H21 119.8 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C19 C18 C17 120.2(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.7 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.7(3) . . ?
C20 C19 H19 120.1 . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C20 H20 119.6 . . ?
C19 C20 C21 120.7(3) . . ?
C19 C20 H20 119.6 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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 C9 C11 -56.9(3) . . . . ?
S1 N1 C9 C13 -177.81(17) . . . . ?
S1 N1 C9 C10 65.4(3) . . . . ?
S1 N1 C8 N2 -164.03(19) . . . . ?
O6 C14 C13 N2 -168.5(2) . . . . ?
O6 C14 C13 C9 80.4(3) . . . . ?
O6 C14 C13 C16 -49.0(3) . . . . ?
O3 C11 C9 N1 -32.9(3) . . . . ?
O3 C11 C9 C13 77.5(3) . . . . ?
O3 C11 C9 C10 -156.5(2) . . . . ?
O2 S1 N1 C9 13.1(2) . . . . ?
O2 S1 N1 C8 163.9(2) . . . . ?
O2 S1 C7 C6 98.3(3) . . . . ?
O2 S1 C7 C5 -79.8(3) . . . . ?
O1 S1 N1 C9 -116.7(2) . . . . ?
O1 S1 N1 C8 34.1(3) . . . . ?
O1 S1 C7 C6 -133.0(3) . . . . ?
O1 S1 C7 C5 49.0(3) . . . . ?
O5 C14 C13 N2 11.0(4) . . . . ?
O5 C14 C13 C9 -100.1(3) . . . . ?
O5 C14 C13 C16 130.4(3) . . . . ?
N2 C13 C16 C21 28.6(4) . . . . ?
N2 C13 C16 C17 -154.5(3) . . . . ?
O4 C11 C9 N1 147.3(3) . . . . ?
O4 C11 C9 C13 -102.3(3) . . . . ?
O4 C11 C9 C10 23.7(4) . . . . ?
N1 S1 C7 C6 -16.0(3) . . . . ?
N1 S1 C7 C5 166.0(2) . . . . ?
N1 C9 C13 N2 -37.6(2) . . . . ?
N1 C9 C13 C14 76.6(2) . . . . ?
N1 C9 C13 C16 -158.4(2) . . . . ?
C14 C13 C16 C21 -89.0(3) . . . . ?
C14 C13 C16 C17 87.9(3) . . . . ?
C11 C9 C13 N2 -155.8(2) . . . . ?
C11 C9 C13 C14 -41.6(3) . . . . ?
C11 C9 C13 C16 83.3(3) . . . . ?
C9 N1 C8 N2 -10.0(3) . . . . ?
C9 C13 C16 C21 145.2(3) . . . . ?
C9 C13 C16 C17 -37.9(4) . . . . ?
C13 N2 C8 N1 -16.7(3) . . . . ?
C13 C16 C21 C20 179.4(3) . . . . ?
C13 C16 C17 C18 -179.8(3) . . . . ?
C16 C21 C20 C19 -0.5(6) . . . . ?
C8 N2 C13 C14 -81.9(3) . . . . ?
C8 N2 C13 C9 34.6(3) . . . . ?
C8 N2 C13 C16 159.8(2) . . . . ?
C8 N1 C9 C11 150.1(2) . . . . ?
C8 N1 C9 C13 29.2(3) . . . . ?
C8 N1 C9 C10 -87.6(3) . . . . ?
C4 C6 C7 S1 -177.9(2) . . . . ?
C4 C6 C7 C5 0.1(5) . . . . ?
C4 C2 C3 C5 0.4(5) . . . . ?
C6 C4 C2 C3 -0.7(5) . . . . ?
C6 C4 C2 C1 179.6(3) . . . . ?
C2 C4 C6 C7 0.5(5) . . . . ?
C10 C9 C13 N2 79.3(3) . . . . ?
C10 C9 C13 C14 -166.5(2) . . . . ?
C10 C9 C13 C16 -41.5(3) . . . . ?
C7 S1 N1 C9 128.5(2) . . . . ?
C7 S1 N1 C8 -80.7(2) . . . . ?
C7 C5 C3 C2 0.1(5) . . . . ?
C3 C5 C7 S1 177.7(3) . . . . ?
C3 C5 C7 C6 -0.4(5) . . . . ?
C21 C16 C17 C18 -2.9(5) . . . . ?
C18 C19 C20 C21 -1.0(6) . . . . ?
C17 C16 C21 C20 2.4(5) . . . . ?
C17 C18 C19 C20 0.4(6) . . . . ?
C19 C18 C17 C16 1.5(5) . . . . ?
C12 O3 C11 O4 -3.8(4) . . . . ?
C12 O3 C11 C9 176.4(3) . . . . ?
C15 O6 C14 O5 2.6(4) . . . . ?
C15 O6 C14 C13 -177.9(3) . . . . ?
C1 C2 C3 C5 -179.8(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
