# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1430833'
_audit_update_record             
;
2015-10-12 deposited with the CCDC.
2015-11-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT111_shelx               
;
PROBLEM: ADDSYM Detects (Pseudo) Centre of Symmetry .....         96 %Fit  
RESPONSE: There are two molecules in the asymmetric unit.  They are related 
by a pseudo-inversion center near 1/2, 1/2, 1/4.  The near inversion 
symmetry is broken by the arrangement of the methyl-1-butene group.
;
_vrf_PLAT230_shelx               
;
PROBLEM: Hirshfeld Test Diff for    C27    --  C30     ..        7.3 su    
RESPONSE: ... 
;
_vrf_PLAT915_shelx               
;
PROBLEM: Low Friedel Pair Coverage ......................         27 %     
RESPONSE: The presence of the S atom, 5 O atoms and 2 N atoms allowed for 
a very good enantiomer discrimination factor.  
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'N-(2-methylbut-3-en-1-yl)-N-(4-nitrobenzenesulfonyl)-2-methoxyaniline '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 N2 O5 S'
_chemical_formula_sum            'C18 H20 N2 O5 S'
_chemical_formula_weight         376.42

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.7708(3)
_cell_length_b                   15.0499(6)
_cell_length_c                   18.2635(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.942(4)
_cell_angle_gamma                90
_cell_volume                     1838.43(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4425
_cell_measurement_theta_min      3.8
_cell_measurement_theta_max      73.7

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.842
_shelx_estimated_absorpt_T_min   0.677
_shelx_estimated_absorpt_T_max   0.882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.27t (Agilent, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed microfocus tube'
_diffrn_measurement_device_type  'Agilent SuperNova with AtlasS2 CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7283
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.449
_diffrn_reflns_theta_max         74.183
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4742
_reflns_number_gt                4448
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.923
_reflns_Friedel_fraction_max     0.965
_reflns_Friedel_fraction_full    0.999

_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.
;



_computing_data_collection       
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_cell_refinement       
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_data_reduction        
'CrysAlisPro V 1.171.37.31, Agilent Technologies'

_computing_structure_solution    
;

SUPERFLIP.  Palatinus, L. and Chapuis, G., J. Appl. Cryst. 40, 786-790.
;
_computing_structure_refinement  'Shelxl-2013, Sheldrick, G. M.'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XL SHELXTL/PC, Siemens Analytical'





_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0594P)²+0.7503P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.05(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4742
_refine_ls_number_parameters     474
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1112
_refine_ls_wR_factor_gt          0.1088
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 -0.2586(6) 0.3652(3) -0.02264(19) 0.0225(8) Uani 1 1 d . . . . .
C2 C -0.1376(5) 0.3320(3) 0.0408(2) 0.0235(8) Uani 1 1 d . . . . .
C3 C -0.2133(6) 0.2695(3) 0.0847(2) 0.0259(8) Uani 1 1 d . . . . .
H3 H -0.1321 0.2474 0.1280 0.031 Uiso 1 1 calc R U . . .
C4 C -0.4088(6) 0.2391(3) 0.0652(2) 0.0276(8) Uani 1 1 d . . . . .
H4 H -0.4611 0.1967 0.0956 0.033 Uiso 1 1 calc R U . . .
C5 C -0.5280(6) 0.2704(3) 0.0014(3) 0.0294(9) Uani 1 1 d . . . . .
H5 H -0.6602 0.2485 -0.0124 0.035 Uiso 1 1 calc R U . . .
C6 C -0.4522(6) 0.3337(3) -0.0418(2) 0.0265(9) Uani 1 1 d . . . . .
H6 H -0.5337 0.3558 -0.0851 0.032 Uiso 1 1 calc R U . . .
C7 C 0.1684(6) 0.3428(3) 0.1245(2) 0.0300(9) Uani 1 1 d . . . . .
H7A H 0.0967 0.3602 0.1649 0.045 Uiso 1 1 calc R U . . .
H7B H 0.2973 0.3737 0.1300 0.045 Uiso 1 1 calc R U . . .
H7C H 0.1910 0.2785 0.1262 0.045 Uiso 1 1 calc R U . . .
C8 C -0.0209(6) 0.4065(3) -0.1088(2) 0.0285(9) Uani 1 1 d . . . . .
H8A H 0.0878 0.3782 -0.0741 0.034 Uiso 1 1 calc R U . . .
H8B H 0.0338 0.4607 -0.1291 0.034 Uiso 1 1 calc R U . . .
C9 C -0.0941(6) 0.3418(3) -0.1727(2) 0.0299(8) Uani 1 1 d . . . . .
H9 H -0.1577 0.2895 -0.1519 0.036 Uiso 1 1 calc R U . . .
C10 C 0.0875(6) 0.3091(4) -0.2061(2) 0.0405(10) Uani 1 1 d . . . . .
H10A H 0.1530 0.3599 -0.2259 0.061 Uiso 1 1 calc R U . . .
H10B H 0.0432 0.2669 -0.2461 0.061 Uiso 1 1 calc R U . . .
H10C H 0.1821 0.2798 -0.1676 0.061 Uiso 1 1 calc R U . . .
C11 C -0.2474(7) 0.3859(4) -0.2295(2) 0.0422(11) Uani 1 1 d . . . . .
H11 H -0.2110 0.4409 -0.2492 0.051 Uiso 1 1 calc R U . . .
C12 C -0.4219(7) 0.3562(4) -0.2539(2) 0.0536(13) Uani 1 1 d . . . . .
H12A H -0.4650 0.3014 -0.2359 0.064 Uiso 1 1 calc R U . . .
H12B H -0.5088 0.3889 -0.2900 0.064 Uiso 1 1 calc R U . . .
C13 C -0.0548(6) 0.5623(3) 0.0298(2) 0.0257(8) Uani 1 1 d . . . . .
C14 C -0.1180(6) 0.5604(3) 0.0985(2) 0.0298(9) Uani 1 1 d . . . . .
H14 H -0.2538 0.5483 0.1022 0.036 Uiso 1 1 calc R U . . .
C15 C 0.0190(7) 0.5762(3) 0.1618(2) 0.0318(9) Uani 1 1 d . . . . .
H15 H -0.0211 0.5758 0.2094 0.038 Uiso 1 1 calc R U . . .
C16 C 0.2164(6) 0.5929(3) 0.1540(2) 0.0286(9) Uani 1 1 d . . . . .
C17 C 0.2796(6) 0.5965(3) 0.0856(2) 0.0298(9) Uani 1 1 d . . . . .
H17 H 0.4150 0.6095 0.0818 0.036 Uiso 1 1 calc R U . . .
C18 C 0.1419(6) 0.5809(3) 0.0230(2) 0.0296(9) Uani 1 1 d . . . . .
H18 H 0.1817 0.5829 -0.0246 0.036 Uiso 1 1 calc R U . . .
C19 C 1.2518(6) 0.6323(3) 0.5260(2) 0.0254(8) Uani 1 1 d . . . . .
C20 C 1.1269(6) 0.6664(3) 0.4634(2) 0.0262(8) Uani 1 1 d . . . . .
C21 C 1.2028(6) 0.7309(3) 0.4206(2) 0.0325(9) Uani 1 1 d . . . . .
H21 H 1.1210 0.7550 0.3783 0.039 Uiso 1 1 calc R U . . .
C22 C 1.3973(7) 0.7595(3) 0.4400(2) 0.0358(10) Uani 1 1 d . . . . .
H22 H 1.4484 0.8030 0.4102 0.043 Uiso 1 1 calc R U . . .
C23 C 1.5196(7) 0.7268(3) 0.5015(3) 0.0346(10) Uani 1 1 d . . . . .
H23 H 1.6525 0.7482 0.5144 0.041 Uiso 1 1 calc R U . . .
C24 C 1.4466(6) 0.6626(3) 0.5442(2) 0.0282(9) Uani 1 1 d . . . . .
H24 H 1.5303 0.6391 0.5864 0.034 Uiso 1 1 calc R U . . .
C25 C 0.8183(7) 0.6556(4) 0.3803(2) 0.0356(10) Uani 1 1 d . . . . .
H25A H 0.7976 0.7200 0.3775 0.053 Uiso 1 1 calc R U . . .
H25B H 0.6886 0.6256 0.3767 0.053 Uiso 1 1 calc R U . . .
H25C H 0.8861 0.6363 0.3394 0.053 Uiso 1 1 calc R U . . .
C26 C 1.0180(7) 0.5820(4) 0.6120(2) 0.0378(11) Uani 1 1 d . . . . .
H26A H 0.9645 0.5255 0.6284 0.045 Uiso 1 1 calc R U . . .
H26B H 0.9088 0.6125 0.5791 0.045 Uiso 1 1 calc R U . . .
C27 C 1.0873(9) 0.6396(5) 0.6785(3) 0.0587(17) Uani 1 1 d . . . . .
H27 H 1.1206 0.6987 0.6585 0.070 Uiso 1 1 calc R U . . .
C28 C 0.9120(9) 0.6554(4) 0.7185(3) 0.0538(14) Uani 1 1 d . . . . .
H28 H 0.8850 0.6126 0.7538 0.065 Uiso 1 1 calc R U . . .
C29 C 0.7962(10) 0.7241(4) 0.7073(3) 0.0666(15) Uani 1 1 d . . . . .
H29A H 0.8198 0.7680 0.6723 0.080 Uiso 1 1 calc R U . . .
H29B H 0.6877 0.7307 0.7342 0.080 Uiso 1 1 calc R U . . .
C30 C 1.2662(10) 0.6117(9) 0.7299(3) 0.109(4) Uani 1 1 d . . . . .
H30A H 1.3155 0.6616 0.7621 0.163 Uiso 1 1 calc R U . . .
H30B H 1.3703 0.5928 0.7014 0.163 Uiso 1 1 calc R U . . .
H30C H 1.2317 0.5621 0.7602 0.163 Uiso 1 1 calc R U . . .
C31 C 1.0569(6) 0.4383(3) 0.4652(2) 0.0285(9) Uani 1 1 d . . . . .
C32 C 0.8593(6) 0.4166(3) 0.4709(2) 0.0303(9) Uani 1 1 d . . . . .
H32 H 0.8196 0.4091 0.5182 0.036 Uiso 1 1 calc R U . . .
C33 C 0.7221(6) 0.4062(3) 0.4069(2) 0.0321(9) Uani 1 1 d . . . . .
H33 H 0.5867 0.3917 0.4093 0.039 Uiso 1 1 calc R U . . .
C34 C 0.7875(6) 0.4175(3) 0.3391(2) 0.0307(9) Uani 1 1 d . . . . .
C35 C 0.9818(6) 0.4373(3) 0.3327(2) 0.0333(10) Uani 1 1 d . . . . .
H35 H 1.0215 0.4431 0.2852 0.040 Uiso 1 1 calc R U . . .
C36 C 1.1185(6) 0.4486(3) 0.3963(2) 0.0321(9) Uani 1 1 d . . . . .
H36 H 1.2535 0.4633 0.3932 0.039 Uiso 1 1 calc R U . . .
N1 N -0.1844(5) 0.4313(2) -0.06867(17) 0.0232(7) Uani 1 1 d . . . . .
N2 N 0.3641(6) 0.6060(3) 0.2210(2) 0.0383(9) Uani 1 1 d . . . . .
N3 N 1.1839(5) 0.5629(3) 0.57017(17) 0.0279(8) Uani 1 1 d . . . . .
N4 N 0.6389(6) 0.4104(3) 0.2710(2) 0.0387(9) Uani 1 1 d . . . . .
O1 O -0.1747(5) 0.5872(2) -0.11008(17) 0.0353(7) Uani 1 1 d . . . . .
O2 O -0.4227(4) 0.5405(2) -0.03110(16) 0.0311(6) Uani 1 1 d . . . . .
O3 O 0.0515(4) 0.3663(2) 0.05470(14) 0.0264(6) Uani 1 1 d . . . . .
O4 O 0.5394(5) 0.6210(3) 0.21429(19) 0.0533(10) Uani 1 1 d . . . . .
O5 O 0.3061(6) 0.6023(4) 0.28170(18) 0.0613(12) Uani 1 1 d . . . . .
O6 O 1.1754(5) 0.4031(3) 0.60384(17) 0.0441(9) Uani 1 1 d . . . . .
O7 O 1.4221(4) 0.4577(2) 0.52787(17) 0.0361(7) Uani 1 1 d . . . . .
O8 O 0.9389(4) 0.6334(2) 0.44960(15) 0.0304(7) Uani 1 1 d . . . . .
O9 O 0.4664(5) 0.4005(4) 0.2780(2) 0.0687(14) Uani 1 1 d . . . . .
O10 O 0.6971(6) 0.4172(3) 0.21180(17) 0.0539(10) Uani 1 1 d . . . . .
S1 S -0.22610(14) 0.53498(7) -0.05046(5) 0.0261(2) Uani 1 1 d . . . . .
S2 S 1.22578(15) 0.46068(7) 0.54697(5) 0.0302(2) 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 C6 1.386(6) . ?
C1 C2 1.403(5) . ?
C1 N1 1.443(5) . ?
C2 O3 1.367(5) . ?
C2 C3 1.386(6) . ?
C3 C4 1.394(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O3 1.437(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N1 1.468(5) . ?
C8 C9 1.541(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C11 1.503(6) . ?
C9 C10 1.536(5) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.277(7) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9500 . ?
C12 H12B 0.9500 . ?
C13 C18 1.385(6) . ?
C13 C14 1.389(5) . ?
C13 S1 1.770(4) . ?
C14 C15 1.385(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.384(6) . ?
C16 N2 1.468(5) . ?
C17 C18 1.378(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.387(6) . ?
C19 C20 1.408(6) . ?
C19 N3 1.439(5) . ?
C20 O8 1.353(5) . ?
C20 C21 1.394(6) . ?
C21 C22 1.379(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.378(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(6) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 O8 1.435(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 N3 1.481(5) . ?
C26 C27 1.507(7) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C30 1.473(9) . ?
C27 C28 1.506(7) . ?
C27 H27 1.0000 . ?
C28 C29 1.294(8) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9500 . ?
C29 H29B 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C36 1.394(6) . ?
C31 C32 1.397(6) . ?
C31 S2 1.767(4) . ?
C32 C33 1.384(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.389(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.372(6) . ?
C34 N4 1.478(5) . ?
C35 C36 1.379(6) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
N1 S1 1.629(4) . ?
N2 O4 1.233(5) . ?
N2 O5 1.234(5) . ?
N3 S2 1.631(4) . ?
N4 O9 1.204(5) . ?
N4 O10 1.211(5) . ?
O1 S1 1.429(3) . ?
O2 S1 1.432(3) . ?
O6 S2 1.434(3) . ?
O7 S2 1.426(3) . ?

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
C6 C1 C2 119.7(4) . . ?
C6 C1 N1 119.3(4) . . ?
C2 C1 N1 121.0(4) . . ?
O3 C2 C3 124.6(4) . . ?
O3 C2 C1 115.4(4) . . ?
C3 C2 C1 119.9(4) . . ?
C2 C3 C4 119.8(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C6 C5 C4 119.4(4) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C1 C6 C5 120.7(4) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
O3 C7 H7A 109.5 . . ?
O3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 111.1(3) . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C11 C9 C10 112.1(3) . . ?
C11 C9 C8 110.5(4) . . ?
C10 C9 C8 108.7(3) . . ?
C11 C9 H9 108.5 . . ?
C10 C9 H9 108.5 . . ?
C8 C9 H9 108.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C9 126.1(5) . . ?
C12 C11 H11 117.0 . . ?
C9 C11 H11 117.0 . . ?
C11 C12 H12A 120.0 . . ?
C11 C12 H12B 120.0 . . ?
H12A C12 H12B 120.0 . . ?
C18 C13 C14 121.4(4) . . ?
C18 C13 S1 119.3(3) . . ?
C14 C13 S1 119.3(3) . . ?
C15 C14 C13 119.3(4) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 118.5(4) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
C17 C16 C15 122.5(4) . . ?
C17 C16 N2 118.8(4) . . ?
C15 C16 N2 118.8(4) . . ?
C18 C17 C16 118.5(4) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C17 C18 C13 119.8(4) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
C24 C19 C20 120.3(4) . . ?
C24 C19 N3 118.6(4) . . ?
C20 C19 N3 121.1(4) . . ?
O8 C20 C21 124.7(4) . . ?
O8 C20 C19 116.5(4) . . ?
C21 C20 C19 118.8(4) . . ?
C22 C21 C20 119.7(4) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 121.8(4) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 H22 119.1 . . ?
C22 C23 C24 119.2(4) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C23 C24 C19 120.3(4) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
O8 C25 H25A 109.5 . . ?
O8 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O8 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 C27 111.2(4) . . ?
N3 C26 H26A 109.4 . . ?
C27 C26 H26A 109.4 . . ?
N3 C26 H26B 109.4 . . ?
C27 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C30 C27 C28 111.6(4) . . ?
C30 C27 C26 118.1(7) . . ?
C28 C27 C26 108.2(5) . . ?
C30 C27 H27 106.0 . . ?
C28 C27 H27 106.0 . . ?
C26 C27 H27 106.0 . . ?
C29 C28 C27 123.6(6) . . ?
C29 C28 H28 118.2 . . ?
C27 C28 H28 118.2 . . ?
C28 C29 H29A 120.0 . . ?
C28 C29 H29B 120.0 . . ?
H29A C29 H29B 120.0 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C36 C31 C32 121.2(4) . . ?
C36 C31 S2 119.8(3) . . ?
C32 C31 S2 118.9(3) . . ?
C33 C32 C31 119.2(4) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C32 C33 C34 118.3(4) . . ?
C32 C33 H33 120.9 . . ?
C34 C33 H33 120.9 . . ?
C35 C34 C33 123.1(4) . . ?
C35 C34 N4 118.7(4) . . ?
C33 C34 N4 118.2(4) . . ?
C34 C35 C36 118.8(4) . . ?
C34 C35 H35 120.6 . . ?
C36 C35 H35 120.6 . . ?
C35 C36 C31 119.4(4) . . ?
C35 C36 H36 120.3 . . ?
C31 C36 H36 120.3 . . ?
C1 N1 C8 118.3(3) . . ?
C1 N1 S1 117.0(3) . . ?
C8 N1 S1 120.9(3) . . ?
O4 N2 O5 122.9(4) . . ?
O4 N2 C16 118.9(4) . . ?
O5 N2 C16 118.2(4) . . ?
C19 N3 C26 118.8(4) . . ?
C19 N3 S2 117.1(3) . . ?
C26 N3 S2 119.6(3) . . ?
O9 N4 O10 124.2(4) . . ?
O9 N4 C34 117.6(4) . . ?
O10 N4 C34 118.2(4) . . ?
C2 O3 C7 116.3(3) . . ?
C20 O8 C25 118.0(3) . . ?
O1 S1 O2 120.1(2) . . ?
O1 S1 N1 107.48(18) . . ?
O2 S1 N1 107.66(19) . . ?
O1 S1 C13 107.3(2) . . ?
O2 S1 C13 107.27(19) . . ?
N1 S1 C13 106.24(18) . . ?
O7 S2 O6 119.6(2) . . ?
O7 S2 N3 107.4(2) . . ?
O6 S2 N3 108.1(2) . . ?
O7 S2 C31 107.00(19) . . ?
O6 S2 C31 107.6(2) . . ?
N3 S2 C31 106.5(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
C6 C1 C2 O3 179.3(3) . . . . ?
N1 C1 C2 O3 -0.3(5) . . . . ?
C6 C1 C2 C3 -1.4(6) . . . . ?
N1 C1 C2 C3 179.0(4) . . . . ?
O3 C2 C3 C4 -180.0(4) . . . . ?
C1 C2 C3 C4 0.7(6) . . . . ?
C2 C3 C4 C5 0.7(6) . . . . ?
C3 C4 C5 C6 -1.4(6) . . . . ?
C2 C1 C6 C5 0.6(6) . . . . ?
N1 C1 C6 C5 -179.8(4) . . . . ?
C4 C5 C6 C1 0.8(6) . . . . ?
N1 C8 C9 C11 63.7(5) . . . . ?
N1 C8 C9 C10 -172.9(4) . . . . ?
C10 C9 C11 C12 112.2(5) . . . . ?
C8 C9 C11 C12 -126.4(5) . . . . ?
C18 C13 C14 C15 -0.8(7) . . . . ?
S1 C13 C14 C15 175.9(3) . . . . ?
C13 C14 C15 C16 -0.6(7) . . . . ?
C14 C15 C16 C17 1.8(7) . . . . ?
C14 C15 C16 N2 -177.5(4) . . . . ?
C15 C16 C17 C18 -1.6(7) . . . . ?
N2 C16 C17 C18 177.7(4) . . . . ?
C16 C17 C18 C13 0.2(7) . . . . ?
C14 C13 C18 C17 1.0(7) . . . . ?
S1 C13 C18 C17 -175.7(4) . . . . ?
C24 C19 C20 O8 -179.9(4) . . . . ?
N3 C19 C20 O8 3.0(6) . . . . ?
C24 C19 C20 C21 -0.1(6) . . . . ?
N3 C19 C20 C21 -177.2(4) . . . . ?
O8 C20 C21 C22 -179.9(4) . . . . ?
C19 C20 C21 C22 0.3(6) . . . . ?
C20 C21 C22 C23 -0.8(7) . . . . ?
C21 C22 C23 C24 1.0(7) . . . . ?
C22 C23 C24 C19 -0.8(7) . . . . ?
C20 C19 C24 C23 0.4(6) . . . . ?
N3 C19 C24 C23 177.6(4) . . . . ?
N3 C26 C27 C30 -51.5(8) . . . . ?
N3 C26 C27 C28 -179.4(5) . . . . ?
C30 C27 C28 C29 134.4(8) . . . . ?
C26 C27 C28 C29 -94.0(8) . . . . ?
C36 C31 C32 C33 -0.7(7) . . . . ?
S2 C31 C32 C33 174.7(4) . . . . ?
C31 C32 C33 C34 0.2(7) . . . . ?
C32 C33 C34 C35 0.9(8) . . . . ?
C32 C33 C34 N4 -177.3(4) . . . . ?
C33 C34 C35 C36 -1.6(8) . . . . ?
N4 C34 C35 C36 176.6(4) . . . . ?
C34 C35 C36 C31 1.0(7) . . . . ?
C32 C31 C36 C35 0.1(7) . . . . ?
S2 C31 C36 C35 -175.3(4) . . . . ?
C6 C1 N1 C8 -113.9(4) . . . . ?
C2 C1 N1 C8 65.7(5) . . . . ?
C6 C1 N1 S1 87.7(4) . . . . ?
C2 C1 N1 S1 -92.7(4) . . . . ?
C9 C8 N1 C1 71.1(5) . . . . ?
C9 C8 N1 S1 -131.4(3) . . . . ?
C17 C16 N2 O4 0.9(7) . . . . ?
C15 C16 N2 O4 -179.8(5) . . . . ?
C17 C16 N2 O5 -179.7(5) . . . . ?
C15 C16 N2 O5 -0.4(7) . . . . ?
C24 C19 N3 C26 117.1(4) . . . . ?
C20 C19 N3 C26 -65.7(5) . . . . ?
C24 C19 N3 S2 -86.9(4) . . . . ?
C20 C19 N3 S2 90.3(4) . . . . ?
C27 C26 N3 C19 -73.9(6) . . . . ?
C27 C26 N3 S2 130.7(4) . . . . ?
C35 C34 N4 O9 -173.8(5) . . . . ?
C33 C34 N4 O9 4.4(7) . . . . ?
C35 C34 N4 O10 4.2(7) . . . . ?
C33 C34 N4 O10 -177.5(5) . . . . ?
C3 C2 O3 C7 -7.7(6) . . . . ?
C1 C2 O3 C7 171.6(3) . . . . ?
C21 C20 O8 C25 10.0(6) . . . . ?
C19 C20 O8 C25 -170.2(4) . . . . ?
C1 N1 S1 O1 -169.4(3) . . . . ?
C8 N1 S1 O1 32.9(3) . . . . ?
C1 N1 S1 O2 -38.6(3) . . . . ?
C8 N1 S1 O2 163.7(3) . . . . ?
C1 N1 S1 C13 76.0(3) . . . . ?
C8 N1 S1 C13 -81.7(3) . . . . ?
C18 C13 S1 O1 -35.8(4) . . . . ?
C14 C13 S1 O1 147.4(4) . . . . ?
C18 C13 S1 O2 -166.2(3) . . . . ?
C14 C13 S1 O2 17.0(4) . . . . ?
C18 C13 S1 N1 78.9(4) . . . . ?
C14 C13 S1 N1 -97.9(4) . . . . ?
C19 N3 S2 O7 40.9(3) . . . . ?
C26 N3 S2 O7 -163.2(3) . . . . ?
C19 N3 S2 O6 171.3(3) . . . . ?
C26 N3 S2 O6 -32.9(4) . . . . ?
C19 N3 S2 C31 -73.4(3) . . . . ?
C26 N3 S2 C31 82.4(3) . . . . ?
C36 C31 S2 O7 -19.3(5) . . . . ?
C32 C31 S2 O7 165.2(4) . . . . ?
C36 C31 S2 O6 -149.0(4) . . . . ?
C32 C31 S2 O6 35.5(4) . . . . ?
C36 C31 S2 N3 95.3(4) . . . . ?
C32 C31 S2 N3 -80.2(4) . . . . ?

_refine_diff_density_max         0.370
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.048



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pentane, diethyl ether'
