# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# 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_pna
_database_code_depnum_ccdc_archive 'CCDC 1407863'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H15 Cl N2 O2 S'
_chemical_formula_weight         358.83

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pna2(1) '

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

_cell_length_a                   19.109(4)
_cell_length_b                   8.8080(18)
_cell_length_c                   20.086(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3380.7(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       irregular
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1488
_exptl_absorpt_coefficient_mu    0.362
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.6971
_exptl_absorpt_correction_T_max  0.9017
_exptl_absorpt_process_details   '(X-SHAPE and X-RED; Stoe & Cie, 2005)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Stoe IPDS-II'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25341
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.52
_diffrn_reflns_theta_max         26.99
_reflns_number_total             7373
_reflns_number_gt                5282
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2005)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0303P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.35(4)
_refine_ls_number_reflns         7373
_refine_ls_number_parameters     457
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0654
_refine_ls_wR_factor_gt          0.0617
_refine_ls_goodness_of_fit_ref   0.852
_refine_ls_restrained_S_all      0.852
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S -0.05884(3) 0.56826(7) 0.68378(3) 0.04052(14) Uani 1 1 d . . .
S1 S 0.30883(3) 0.55481(7) 0.71431(3) 0.03787(13) Uani 1 1 d . . .
Cl1 Cl 0.23334(5) 0.59982(13) 0.41251(4) 0.0941(3) Uani 1 1 d . . .
Cl2 Cl 0.02361(4) 0.72362(11) 0.97738(4) 0.0813(3) Uani 1 1 d . . .
O2 O 0.29592(10) 0.6988(2) 0.74534(8) 0.0518(5) Uani 1 1 d . . .
N3 N 0.14536(11) 0.0987(3) 0.59923(10) 0.0434(5) Uani 1 1 d . . .
N2 N 0.21308(15) 0.0108(3) 0.74270(11) 0.0455(5) Uani 1 1 d . . .
O1 O 0.37647(8) 0.4852(2) 0.72064(8) 0.0488(4) Uani 1 1 d . . .
N4 N 0.02681(14) 0.0161(2) 0.66566(11) 0.0450(5) Uani 1 1 d D . .
C25 C 0.00207(13) 0.4314(3) 0.65535(10) 0.0369(6) Uani 1 1 d . . .
C30 C -0.01063(13) 0.2795(3) 0.66967(11) 0.0369(6) Uani 1 1 d . . .
H30 H -0.0507 0.2521 0.6930 0.044 Uiso 1 1 calc R . .
C6 C 0.29003(12) 0.5725(3) 0.62804(10) 0.0387(5) Uani 1 1 d . . .
C13 C 0.04814(13) 0.1479(3) 0.86098(11) 0.0398(6) Uani 1 1 d . . .
C31 C 0.19547(13) 0.1100(3) 0.54758(11) 0.0406(6) Uani 1 1 d . . .
C12 C 0.18541(14) 0.4786(3) 0.77248(11) 0.0416(6) Uani 1 1 d . . .
H12 H 0.1787 0.5824 0.7780 0.050 Uiso 1 1 calc R . .
C21 C 0.00215(14) 0.6735(3) 0.89562(12) 0.0510(7) Uani 1 1 d . . .
C28 C 0.09770(13) 0.2143(3) 0.61569(11) 0.0363(5) Uani 1 1 d . . .
C24 C -0.03368(12) 0.6079(3) 0.76741(11) 0.0367(5) Uani 1 1 d . . .
C7 C 0.24581(12) 0.4247(3) 0.74293(10) 0.0362(5) Uani 1 1 d . . .
C10 C 0.14478(13) 0.2223(3) 0.78553(11) 0.0351(5) Uani 1 1 d . . .
N1 N 0.09463(12) 0.1150(3) 0.80740(10) 0.0434(5) Uani 1 1 d . . .
O3 O -0.04871(10) 0.7052(2) 0.64573(8) 0.0534(5) Uani 1 1 d . . .
C9 C 0.20580(12) 0.1667(3) 0.75465(10) 0.0351(5) Uani 1 1 d . . .
C11 C 0.13553(13) 0.3775(3) 0.79359(11) 0.0398(6) Uani 1 1 d . . .
H11 H 0.0949 0.4134 0.8136 0.048 Uiso 1 1 calc R . .
C23 C 0.01871(14) 0.7103(3) 0.77944(12) 0.0459(6) Uani 1 1 d . . .
H23 H 0.0417 0.7567 0.7441 0.055 Uiso 1 1 calc R . .
C22 C 0.03754(15) 0.7450(3) 0.84442(13) 0.0511(7) Uani 1 1 d . . .
H22 H 0.0730 0.8144 0.8533 0.061 Uiso 1 1 calc R . .
C29 C 0.03607(13) 0.1691(3) 0.64932(11) 0.0356(5) Uani 1 1 d . . .
C8 C 0.25612(13) 0.2689(3) 0.73406(11) 0.0350(5) Uani 1 1 d . . .
H8 H 0.2970 0.2339 0.7142 0.042 Uiso 1 1 calc R . .
C19 C -0.06743(16) 0.5349(4) 0.81893(13) 0.0569(8) Uani 1 1 d . . .
H19 H -0.1020 0.4633 0.8103 0.068 Uiso 1 1 calc R . .
C26 C 0.06128(14) 0.4760(3) 0.62162(11) 0.0433(6) Uani 1 1 d . . .
H26 H 0.0693 0.5779 0.6122 0.052 Uiso 1 1 calc R . .
C20 C -0.04869(15) 0.5705(4) 0.88456(13) 0.0656(8) Uani 1 1 d . . .
H20 H -0.0711 0.5236 0.9201 0.079 Uiso 1 1 calc R . .
C2 C 0.22639(17) 0.6903(3) 0.53977(14) 0.0596(8) Uani 1 1 d . . .
H2 H 0.1957 0.7645 0.5245 0.072 Uiso 1 1 calc R . .
C5 C 0.32029(14) 0.4722(3) 0.58375(12) 0.0536(7) Uani 1 1 d . . .
H5 H 0.3521 0.3997 0.5986 0.064 Uiso 1 1 calc R . .
C18 C 0.07378(14) 0.2076(3) 0.91970(11) 0.0526(7) Uani 1 1 d . . .
H18 H 0.1207 0.2345 0.9229 0.063 Uiso 1 1 calc R . .
C4 C 0.30271(16) 0.4811(4) 0.51697(13) 0.0632(8) Uani 1 1 d . . .
H4 H 0.3227 0.4147 0.4864 0.076 Uiso 1 1 calc R . .
C27 C 0.10877(13) 0.3656(3) 0.60191(12) 0.0425(6) Uani 1 1 d . . .
H27 H 0.1489 0.3944 0.5789 0.051 Uiso 1 1 calc R . .
C14 C -0.02166(14) 0.1105(3) 0.85650(14) 0.0531(7) Uani 1 1 d . . .
H14 H -0.0396 0.0716 0.8170 0.064 Uiso 1 1 calc R . .
C36 C 0.17586(15) 0.1581(3) 0.48450(12) 0.0545(7) Uani 1 1 d . . .
H36 H 0.1307 0.1933 0.4767 0.065 Uiso 1 1 calc R . .
C17 C 0.02952(18) 0.2277(4) 0.97422(16) 0.0740(9) Uani 1 1 d . . .
H17 H 0.0469 0.2686 1.0136 0.089 Uiso 1 1 calc R . .
C3 C 0.25558(15) 0.5884(4) 0.49638(11) 0.0564(7) Uani 1 1 d . . .
C1 C 0.24331(15) 0.6811(3) 0.60705(13) 0.0530(7) Uani 1 1 d . . .
H1A H 0.2232 0.7477 0.6375 0.064 Uiso 1 1 calc R . .
C33 C 0.31021(16) 0.0542(4) 0.50734(17) 0.0716(9) Uani 1 1 d . . .
H33 H 0.3550 0.0167 0.5149 0.086 Uiso 1 1 calc R . .
C32 C 0.26347(14) 0.0620(3) 0.55889(14) 0.0534(7) Uani 1 1 d . . .
H32 H 0.2774 0.0349 0.6016 0.064 Uiso 1 1 calc R . .
C15 C -0.06538(16) 0.1308(4) 0.91114(19) 0.0746(9) Uani 1 1 d . . .
H15 H -0.1126 0.1060 0.9080 0.090 Uiso 1 1 calc R . .
C35 C 0.22463(18) 0.1531(4) 0.43319(14) 0.0715(9) Uani 1 1 d . . .
H35 H 0.2122 0.1849 0.3906 0.086 Uiso 1 1 calc R . .
C34 C 0.29201(18) 0.1006(4) 0.44553(18) 0.0772(10) Uani 1 1 d . . .
H34 H 0.3246 0.0974 0.4112 0.093 Uiso 1 1 calc R . .
C16 C -0.0391(2) 0.1873(4) 0.96981(18) 0.0833(11) Uani 1 1 d . . .
H16 H -0.0682 0.1980 1.0066 0.100 Uiso 1 1 calc R . .
O4 O -0.12631(9) 0.49828(19) 0.68592(10) 0.0533(4) Uani 1 1 d . . .
H2B H 0.2562(17) -0.013(3) 0.7397(13) 0.054(9) Uiso 1 1 d . . .
H2A H 0.1896(14) -0.042(3) 0.7741(13) 0.051(8) Uiso 1 1 d . . .
H4A H -0.0152(15) -0.004(3) 0.6722(12) 0.044(8) Uiso 1 1 d . . .
H1 H 0.0772(15) 0.064(3) 0.7752(13) 0.060(9) Uiso 1 1 d . . .
H3 H 0.1561(13) 0.038(3) 0.6301(12) 0.045(8) Uiso 1 1 d . . .
H4B H 0.0455(14) -0.040(3) 0.6343(12) 0.066(9) Uiso 1 1 d D . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
S2 O4 1.4297(19) . ?
S2 O3 1.4413(19) . ?
S2 C25 1.770(2) . ?
S2 C24 1.782(2) . ?
S1 O2 1.4342(18) . ?
S1 O1 1.4360(18) . ?
S1 C7 1.759(2) . ?
S1 C6 1.777(2) . ?
Cl1 C3 1.740(2) . ?
Cl2 C21 1.749(3) . ?
N3 C28 1.405(3) . ?
N3 C31 1.415(3) . ?
N3 H3 0.84(2) . ?
N2 C9 1.401(3) . ?
N2 H2B 0.85(3) . ?
N2 H2A 0.90(3) . ?
N4 C29 1.398(3) . ?
N4 H4A 0.83(3) . ?
N4 H4B 0.878(17) . ?
C25 C26 1.376(3) . ?
C25 C30 1.390(3) . ?
C30 C29 1.382(3) . ?
C30 H30 0.9300 . ?
C6 C1 1.374(3) . ?
C6 C5 1.381(3) . ?
C13 C14 1.377(3) . ?
C13 C18 1.381(3) . ?
C13 N1 1.425(3) . ?
C31 C32 1.385(4) . ?
C31 C36 1.388(3) . ?
C12 C11 1.372(3) . ?
C12 C7 1.382(3) . ?
C12 H12 0.9300 . ?
C21 C20 1.347(4) . ?
C21 C22 1.383(4) . ?
C28 C27 1.378(3) . ?
C28 C29 1.415(3) . ?
C24 C23 1.369(3) . ?
C24 C19 1.378(3) . ?
C7 C8 1.397(3) . ?
C10 C11 1.387(3) . ?
C10 C9 1.409(3) . ?
C10 N1 1.416(3) . ?
N1 H1 0.86(3) . ?
C9 C8 1.381(3) . ?
C11 H11 0.9300 . ?
C23 C22 1.388(4) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C8 H8 0.9300 . ?
C19 C20 1.402(4) . ?
C19 H19 0.9300 . ?
C26 C27 1.388(4) . ?
C26 H26 0.9300 . ?
C20 H20 0.9300 . ?
C2 C3 1.370(4) . ?
C2 C1 1.392(4) . ?
C2 H2 0.9300 . ?
C5 C4 1.385(4) . ?
C5 H5 0.9300 . ?
C18 C17 1.395(4) . ?
C18 H18 0.9300 . ?
C4 C3 1.369(4) . ?
C4 H4 0.9300 . ?
C27 H27 0.9300 . ?
C14 C15 1.391(4) . ?
C14 H14 0.9300 . ?
C36 C35 1.390(4) . ?
C36 H36 0.9300 . ?
C17 C16 1.361(5) . ?
C17 H17 0.9300 . ?
C1 H1A 0.9300 . ?
C33 C34 1.352(5) . ?
C33 C32 1.369(4) . ?
C33 H33 0.9300 . ?
C32 H32 0.9300 . ?
C15 C16 1.374(5) . ?
C15 H15 0.9300 . ?
C35 C34 1.390(5) . ?
C35 H35 0.9300 . ?
C34 H34 0.9300 . ?
C16 H16 0.9300 . ?

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
O4 S2 O3 119.87(11) . . ?
O4 S2 C25 108.00(11) . . ?
O3 S2 C25 108.10(11) . . ?
O4 S2 C24 107.42(11) . . ?
O3 S2 C24 107.44(11) . . ?
C25 S2 C24 105.07(10) . . ?
O2 S1 O1 119.59(11) . . ?
O2 S1 C7 108.44(11) . . ?
O1 S1 C7 108.00(11) . . ?
O2 S1 C6 108.14(12) . . ?
O1 S1 C6 107.81(11) . . ?
C7 S1 C6 103.74(11) . . ?
C28 N3 C31 124.1(2) . . ?
C28 N3 H3 116.3(17) . . ?
C31 N3 H3 114.7(18) . . ?
C9 N2 H2B 110.3(19) . . ?
C9 N2 H2A 109.4(17) . . ?
H2B N2 H2A 114(3) . . ?
C29 N4 H4A 111.3(17) . . ?
C29 N4 H4B 109(2) . . ?
H4A N4 H4B 113(3) . . ?
C26 C25 C30 121.3(2) . . ?
C26 C25 S2 120.35(19) . . ?
C30 C25 S2 118.29(18) . . ?
C29 C30 C25 120.2(2) . . ?
C29 C30 H30 119.9 . . ?
C25 C30 H30 119.9 . . ?
C1 C6 C5 121.3(2) . . ?
C1 C6 S1 119.45(18) . . ?
C5 C6 S1 119.18(19) . . ?
C14 C13 C18 119.4(2) . . ?
C14 C13 N1 120.4(2) . . ?
C18 C13 N1 120.1(2) . . ?
C32 C31 C36 119.8(2) . . ?
C32 C31 N3 119.5(2) . . ?
C36 C31 N3 120.5(2) . . ?
C11 C12 C7 119.3(2) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
C20 C21 C22 122.5(2) . . ?
C20 C21 Cl2 119.6(2) . . ?
C22 C21 Cl2 117.9(2) . . ?
C27 C28 N3 123.6(2) . . ?
C27 C28 C29 119.7(2) . . ?
N3 C28 C29 116.6(2) . . ?
C23 C24 C19 121.1(2) . . ?
C23 C24 S2 119.52(17) . . ?
C19 C24 S2 119.4(2) . . ?
C12 C7 C8 120.7(2) . . ?
C12 C7 S1 119.20(18) . . ?
C8 C7 S1 120.11(18) . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 N1 122.3(2) . . ?
C9 C10 N1 117.7(2) . . ?
C10 N1 C13 121.4(2) . . ?
C10 N1 H1 112.4(18) . . ?
C13 N1 H1 115.8(19) . . ?
C8 C9 N2 121.2(2) . . ?
C8 C9 C10 118.8(2) . . ?
N2 C9 C10 119.9(2) . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C24 C23 C22 120.0(2) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C21 C22 C23 118.2(3) . . ?
C21 C22 H22 120.9 . . ?
C23 C22 H22 120.9 . . ?
C30 C29 N4 121.8(2) . . ?
C30 C29 C28 118.7(2) . . ?
N4 C29 C28 119.2(2) . . ?
C9 C8 C7 120.3(2) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C24 C19 C20 118.8(3) . . ?
C24 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
C25 C26 C27 118.6(2) . . ?
C25 C26 H26 120.7 . . ?
C27 C26 H26 120.7 . . ?
C21 C20 C19 119.3(3) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C13 C18 C17 120.2(3) . . ?
C13 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C28 C27 C26 121.3(2) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C13 C14 C15 120.0(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C31 C36 C35 119.1(3) . . ?
C31 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
C16 C17 C18 120.0(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C4 C3 C2 121.9(2) . . ?
C4 C3 Cl1 119.5(2) . . ?
C2 C3 Cl1 118.6(2) . . ?
C6 C1 C2 119.3(3) . . ?
C6 C1 H1A 120.4 . . ?
C2 C1 H1A 120.4 . . ?
C34 C33 C32 120.8(3) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C32 C31 120.2(3) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C34 C35 C36 119.9(3) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C33 C34 C35 120.2(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?

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
O4 S2 C25 C26 151.78(19) . . . . ?
O3 S2 C25 C26 20.7(2) . . . . ?
C24 S2 C25 C26 -93.8(2) . . . . ?
O4 S2 C25 C30 -30.0(2) . . . . ?
O3 S2 C25 C30 -161.09(17) . . . . ?
C24 S2 C25 C30 84.4(2) . . . . ?
C26 C25 C30 C29 -0.8(3) . . . . ?
S2 C25 C30 C29 -179.02(18) . . . . ?
O2 S1 C6 C1 -25.5(2) . . . . ?
O1 S1 C6 C1 -156.2(2) . . . . ?
C7 S1 C6 C1 89.5(2) . . . . ?
O2 S1 C6 C5 157.4(2) . . . . ?
O1 S1 C6 C5 26.8(2) . . . . ?
C7 S1 C6 C5 -87.6(2) . . . . ?
C28 N3 C31 C32 135.5(3) . . . . ?
C28 N3 C31 C36 -49.2(3) . . . . ?
C31 N3 C28 C27 -24.1(4) . . . . ?
C31 N3 C28 C29 157.0(2) . . . . ?
O4 S2 C24 C23 -162.22(19) . . . . ?
O3 S2 C24 C23 -32.0(2) . . . . ?
C25 S2 C24 C23 83.0(2) . . . . ?
O4 S2 C24 C19 17.7(2) . . . . ?
O3 S2 C24 C19 147.9(2) . . . . ?
C25 S2 C24 C19 -97.2(2) . . . . ?
C11 C12 C7 C8 0.4(3) . . . . ?
C11 C12 C7 S1 178.65(18) . . . . ?
O2 S1 C7 C12 17.8(2) . . . . ?
O1 S1 C7 C12 148.72(18) . . . . ?
C6 S1 C7 C12 -97.04(19) . . . . ?
O2 S1 C7 C8 -164.00(17) . . . . ?
O1 S1 C7 C8 -33.0(2) . . . . ?
C6 S1 C7 C8 81.2(2) . . . . ?
C11 C10 N1 C13 -26.4(3) . . . . ?
C9 C10 N1 C13 153.6(2) . . . . ?
C14 C13 N1 C10 136.3(3) . . . . ?
C18 C13 N1 C10 -48.4(3) . . . . ?
C11 C10 C9 C8 1.3(3) . . . . ?
N1 C10 C9 C8 -178.8(2) . . . . ?
C11 C10 C9 N2 -175.9(2) . . . . ?
N1 C10 C9 N2 4.1(3) . . . . ?
C7 C12 C11 C10 -0.2(3) . . . . ?
C9 C10 C11 C12 -0.7(3) . . . . ?
N1 C10 C11 C12 179.3(2) . . . . ?
C19 C24 C23 C22 -1.5(4) . . . . ?
S2 C24 C23 C22 178.3(2) . . . . ?
C20 C21 C22 C23 1.1(4) . . . . ?
Cl2 C21 C22 C23 -177.4(2) . . . . ?
C24 C23 C22 C21 0.1(4) . . . . ?
C25 C30 C29 N4 176.8(2) . . . . ?
C25 C30 C29 C28 2.0(3) . . . . ?
C27 C28 C29 C30 -2.2(3) . . . . ?
N3 C28 C29 C30 176.6(2) . . . . ?
C27 C28 C29 N4 -177.2(2) . . . . ?
N3 C28 C29 N4 1.7(3) . . . . ?
N2 C9 C8 C7 176.1(2) . . . . ?
C10 C9 C8 C7 -1.0(3) . . . . ?
C12 C7 C8 C9 0.2(3) . . . . ?
S1 C7 C8 C9 -178.04(17) . . . . ?
C23 C24 C19 C20 1.9(4) . . . . ?
S2 C24 C19 C20 -178.0(2) . . . . ?
C30 C25 C26 C27 -0.1(3) . . . . ?
S2 C25 C26 C27 178.09(18) . . . . ?
C22 C21 C20 C19 -0.7(4) . . . . ?
Cl2 C21 C20 C19 177.7(2) . . . . ?
C24 C19 C20 C21 -0.7(4) . . . . ?
C1 C6 C5 C4 -0.4(4) . . . . ?
S1 C6 C5 C4 176.6(2) . . . . ?
C14 C13 C18 C17 0.9(4) . . . . ?
N1 C13 C18 C17 -174.4(3) . . . . ?
C6 C5 C4 C3 -0.3(4) . . . . ?
N3 C28 C27 C26 -177.4(2) . . . . ?
C29 C28 C27 C26 1.4(3) . . . . ?
C25 C26 C27 C28 -0.2(4) . . . . ?
C18 C13 C14 C15 -1.0(4) . . . . ?
N1 C13 C14 C15 174.4(3) . . . . ?
C32 C31 C36 C35 1.8(4) . . . . ?
N3 C31 C36 C35 -173.4(2) . . . . ?
C13 C18 C17 C16 0.5(5) . . . . ?
C5 C4 C3 C2 1.6(4) . . . . ?
C5 C4 C3 Cl1 180.0(2) . . . . ?
C1 C2 C3 C4 -2.3(4) . . . . ?
C1 C2 C3 Cl1 179.4(2) . . . . ?
C5 C6 C1 C2 -0.2(4) . . . . ?
S1 C6 C1 C2 -177.2(2) . . . . ?
C3 C2 C1 C6 1.5(4) . . . . ?
C34 C33 C32 C31 3.5(5) . . . . ?
C36 C31 C32 C33 -3.5(4) . . . . ?
N3 C31 C32 C33 171.8(3) . . . . ?
C13 C14 C15 C16 -0.4(5) . . . . ?
C31 C36 C35 C34 -0.1(4) . . . . ?
C32 C33 C34 C35 -1.8(6) . . . . ?
C36 C35 C34 C33 0.1(5) . . . . ?
C18 C17 C16 C15 -1.8(5) . . . . ?
C14 C15 C16 C17 1.8(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.037
