# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_39
_audit_block_doi                 10.5517/cc1jp3x7
_database_code_depnum_ccdc_archive 'CCDC 1420479'
_audit_update_record             
;
2015-08-25 deposited with the CCDC.
2016-01-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        Benzimidazoindoloindolol
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H27 N3 O5 S2, C H Cl3 '
_chemical_formula_sum            'C35 H28 Cl3 N3 O5 S2'
_chemical_formula_weight         741.07

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.1831(2)
_cell_length_b                   17.6304(4)
_cell_length_c                   18.6382(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.2453(11)
_cell_angle_gamma                90
_cell_volume                     3343.59(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6996
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      25.35

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.447
_shelx_estimated_absorpt_T_min   0.859
_shelx_estimated_absorpt_T_max   0.896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.859
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26328
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.590
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5880
_reflns_number_gt                4265
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0725P)²+2.8243P] 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_number_reflns         5880
_refine_ls_number_parameters     436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1514
_refine_ls_wR_factor_gt          0.1330
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_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 0.2960(3) 0.3370(2) 1.02585(19) 0.0621(10) Uani 1 1 d . . . . .
H1 H 0.3439 0.3047 1.0564 0.075 Uiso 1 1 calc R U . . .
C2 C 0.3468(4) 0.4066(3) 1.0038(2) 0.0753(12) Uani 1 1 d . . . . .
H2 H 0.4313 0.4201 1.0196 0.090 Uiso 1 1 calc R U . . .
C3 C 0.2769(4) 0.4557(2) 0.9599(2) 0.0734(11) Uani 1 1 d . . . . .
H3 H 0.3137 0.5018 0.9469 0.088 Uiso 1 1 calc R U . . .
C4 C 0.1523(4) 0.4366(2) 0.9352(2) 0.0607(9) Uani 1 1 d . . . . .
H4 H 0.1036 0.4696 0.9057 0.073 Uiso 1 1 calc R U . . .
C5 C 0.1006(3) 0.36754(18) 0.95477(16) 0.0466(7) Uani 1 1 d . . . . .
C6 C -0.0315(3) 0.33485(17) 0.93321(16) 0.0421(7) Uani 1 1 d . . . . .
C7 C -0.0418(3) 0.26186(16) 0.98277(15) 0.0379(6) Uani 1 1 d . . . . .
C8 C 0.1705(3) 0.31848(19) 0.99982(16) 0.0453(7) Uani 1 1 d . . . . .
C9 C -0.0366(3) 0.29886(18) 0.85980(15) 0.0410(7) Uani 1 1 d . . . . .
C10 C -0.0250(3) 0.3336(2) 0.79410(17) 0.0516(8) Uani 1 1 d . . . . .
H10 H -0.0077 0.3853 0.7913 0.062 Uiso 1 1 calc R U . . .
C11 C -0.0393(3) 0.2903(2) 0.73242(17) 0.0579(9) Uani 1 1 d . . . . .
H11 H -0.0352 0.3133 0.6876 0.069 Uiso 1 1 calc R U . . .
C12 C -0.0598(3) 0.2132(2) 0.73709(17) 0.0586(9) Uani 1 1 d . . . . .
H12 H -0.0663 0.1846 0.6952 0.070 Uiso 1 1 calc R U . . .
C13 C -0.0709(3) 0.1772(2) 0.80283(16) 0.0503(8) Uani 1 1 d . . . . .
H13 H -0.0836 0.1250 0.8058 0.060 Uiso 1 1 calc R U . . .
C14 C -0.0623(3) 0.22231(17) 0.86384(15) 0.0399(7) Uani 1 1 d . . . . .
C15 C -0.1886(3) 0.16108(17) 0.96034(17) 0.0441(7) Uani 1 1 d . . . . .
C16 C -0.2530(4) 0.0976(2) 0.9336(2) 0.0626(9) Uani 1 1 d . . . . .
H16 H -0.2245 0.0724 0.8933 0.075 Uiso 1 1 calc R U . . .
C17 C -0.3624(4) 0.0729(3) 0.9695(3) 0.0801(13) Uani 1 1 d . . . . .
H17 H -0.4085 0.0306 0.9526 0.096 Uiso 1 1 calc R U . . .
C18 C -0.4035(4) 0.1098(3) 1.0295(2) 0.0786(12) Uani 1 1 d . . . . .
H18 H -0.4767 0.0918 1.0525 0.094 Uiso 1 1 calc R U . . .
C19 C -0.3390(3) 0.1726(2) 1.0563(2) 0.0634(10) Uani 1 1 d . . . . .
H19 H -0.3677 0.1976 1.0968 0.076 Uiso 1 1 calc R U . . .
C20 C -0.2307(3) 0.19746(18) 1.02140(16) 0.0453(7) Uani 1 1 d . . . . .
C21 C -0.0964(3) 0.27632(19) 1.18063(16) 0.0478(8) Uani 1 1 d . . . . .
C22 C -0.1804(3) 0.2431(2) 1.22800(19) 0.0620(10) Uani 1 1 d . . . . .
H22 H -0.2700 0.2401 1.2165 0.074 Uiso 1 1 calc R U . . .
C23 C -0.1309(3) 0.2145(2) 1.29222(19) 0.0637(10) Uani 1 1 d . . . . .
H23 H -0.1873 0.1910 1.3234 0.076 Uiso 1 1 calc R U . . .
C24 C 0.0019(3) 0.2201(2) 1.31118(18) 0.0535(8) Uani 1 1 d . . . . .
C25 C 0.0839(3) 0.2516(2) 1.26165(19) 0.0588(9) Uani 1 1 d . . . . .
H25 H 0.1737 0.2541 1.2726 0.071 Uiso 1 1 calc R U . . .
C26 C 0.0365(3) 0.2792(2) 1.19721(18) 0.0550(9) Uani 1 1 d . . . . .
H26 H 0.0937 0.2997 1.1647 0.066 Uiso 1 1 calc R U . . .
C27 C 0.0560(4) 0.1957(3) 1.3838(2) 0.0732(11) Uani 1 1 d . . . . .
H27A H 0.0376 0.2340 1.4186 0.110 Uiso 1 1 calc R U . . .
H27B H 0.1494 0.1888 1.3820 0.110 Uiso 1 1 calc R U . . .
H27C H 0.0157 0.1489 1.3971 0.110 Uiso 1 1 calc R U . . .
C28 C 0.1909(3) 0.12063(18) 0.96076(17) 0.0472(7) Uani 1 1 d . . . . .
C29 C 0.1179(3) 0.0591(2) 0.9364(2) 0.0622(9) Uani 1 1 d . . . . .
H29 H 0.0440 0.0440 0.9605 0.075 Uiso 1 1 calc R U . . .
C30 C 0.1549(4) 0.0199(2) 0.8760(2) 0.0708(11) Uani 1 1 d . . . . .
H30 H 0.1062 -0.0220 0.8604 0.085 Uiso 1 1 calc R U . . .
C31 C 0.2616(4) 0.0418(2) 0.8391(2) 0.0666(10) Uani 1 1 d . . . . .
C32 C 0.3326(4) 0.1030(2) 0.8633(2) 0.0765(12) Uani 1 1 d . . . . .
H32 H 0.4054 0.1184 0.8384 0.092 Uiso 1 1 calc R U . . .
C33 C 0.2992(4) 0.1426(2) 0.9238(2) 0.0680(10) Uani 1 1 d . . . . .
H33 H 0.3494 0.1839 0.9396 0.082 Uiso 1 1 calc R U . . .
C34 C 0.3004(5) -0.0013(3) 0.7726(3) 0.1092(18) Uani 1 1 d . . . . .
H34A H 0.2693 -0.0526 0.7752 0.164 Uiso 1 1 calc R U . . .
H34B H 0.3944 -0.0014 0.7700 0.164 Uiso 1 1 calc R U . . .
H34C H 0.2621 0.0228 0.7306 0.164 Uiso 1 1 calc R U . . .
C35 C 0.2951(4) 0.5262(2) 0.2013(2) 0.0750(11) Uani 1 1 d . . . . .
H35 H 0.2692 0.5678 0.1689 0.090 Uiso 1 1 calc R U . . .
Cl1 Cl 0.17951(14) 0.45531(8) 0.19191(10) 0.1179(5) Uani 1 1 d . . . . .
Cl2 Cl 0.30985(17) 0.56144(8) 0.28721(7) 0.1106(5) Uani 1 1 d . . . . .
Cl3 Cl 0.44980(13) 0.49159(9) 0.17616(8) 0.1067(4) Uani 1 1 d . . . . .
N1 N -0.0763(2) 0.19858(13) 0.93584(12) 0.0384(5) Uani 1 1 d . . . . .
N2 N -0.1469(2) 0.26080(14) 1.03472(13) 0.0443(6) Uani 1 1 d . . . . .
N3 N 0.0918(2) 0.25407(14) 1.01679(13) 0.0425(6) Uani 1 1 d . . . . .
O1 O -0.1382(2) 0.38778(13) 0.93678(12) 0.0513(5) Uani 1 1 d . . . . .
H1A H -0.1256 0.4158 0.9715 0.077 Uiso 1 1 calc R U . . .
O2 O -0.0728(3) 0.38126(13) 1.08565(13) 0.0629(6) Uani 1 1 d . . . . .
O3 O -0.2951(2) 0.33435(16) 1.11047(13) 0.0681(7) Uani 1 1 d . . . . .
O4 O 0.2675(2) 0.18235(16) 1.08051(13) 0.0706(7) Uani 1 1 d . . . . .
O5 O 0.0424(2) 0.12966(14) 1.06970(12) 0.0617(6) Uani 1 1 d . . . . .
S1 S -0.15904(8) 0.32034(5) 1.10202(4) 0.0511(2) Uani 1 1 d . . . . .
S2 S 0.14934(8) 0.16875(5) 1.03929(4) 0.0509(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 C8 1.388(4) . ?
C1 C2 1.400(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(5) . ?
C4 H4 0.9300 . ?
C5 C8 1.383(5) . ?
C5 C6 1.504(4) . ?
C6 O1 1.436(4) . ?
C6 C9 1.507(4) . ?
C6 C7 1.590(4) . ?
C7 N1 1.452(4) . ?
C7 N2 1.472(4) . ?
C7 N3 1.485(4) . ?
C8 N3 1.432(4) . ?
C9 C14 1.377(4) . ?
C9 C10 1.378(4) . ?
C10 C11 1.383(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(4) . ?
C13 H13 0.9300 . ?
C14 N1 1.418(4) . ?
C15 C16 1.379(5) . ?
C15 C20 1.389(4) . ?
C15 N1 1.412(4) . ?
C16 C17 1.391(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.373(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.371(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.374(4) . ?
C19 H19 0.9300 . ?
C20 N2 1.421(4) . ?
C21 C26 1.377(4) . ?
C21 C22 1.384(4) . ?
C21 S1 1.756(3) . ?
C22 C23 1.376(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.388(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.386(5) . ?
C24 C27 1.504(5) . ?
C25 C26 1.366(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C33 1.378(4) . ?
C28 C29 1.382(5) . ?
C28 S2 1.758(3) . ?
C29 C30 1.384(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.365(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.366(6) . ?
C31 C34 1.518(6) . ?
C32 C33 1.381(5) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 Cl2 1.719(4) . ?
C35 Cl1 1.721(4) . ?
C35 Cl3 1.770(5) . ?
C35 H35 0.9800 . ?
N2 S1 1.644(3) . ?
N3 S2 1.662(3) . ?
O1 H1A 0.8200 . ?
O2 S1 1.428(2) . ?
O3 S1 1.422(2) . ?
O4 S2 1.422(2) . ?
O5 S2 1.425(2) . ?

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
C8 C1 C2 116.7(4) . . ?
C8 C1 H1 121.7 . . ?
C2 C1 H1 121.7 . . ?
C3 C2 C1 122.7(4) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 118.9(4) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C8 121.3(3) . . ?
C4 C5 C6 127.8(3) . . ?
C8 C5 C6 110.9(3) . . ?
O1 C6 C5 114.2(2) . . ?
O1 C6 C9 108.4(2) . . ?
C5 C6 C9 113.7(2) . . ?
O1 C6 C7 115.6(2) . . ?
C5 C6 C7 103.5(2) . . ?
C9 C6 C7 100.7(2) . . ?
N1 C7 N2 102.8(2) . . ?
N1 C7 N3 112.5(2) . . ?
N2 C7 N3 113.3(2) . . ?
N1 C7 C6 107.0(2) . . ?
N2 C7 C6 117.3(2) . . ?
N3 C7 C6 104.1(2) . . ?
C5 C8 C1 120.7(3) . . ?
C5 C8 N3 110.5(3) . . ?
C1 C8 N3 128.6(3) . . ?
C14 C9 C10 120.5(3) . . ?
C14 C9 C6 111.3(3) . . ?
C10 C9 C6 128.2(3) . . ?
C9 C10 C11 118.9(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 121.7(3) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 117.1(3) . . ?
C14 C13 H13 121.5 . . ?
C12 C13 H13 121.5 . . ?
C9 C14 C13 121.5(3) . . ?
C9 C14 N1 111.5(2) . . ?
C13 C14 N1 126.9(3) . . ?
C16 C15 C20 120.9(3) . . ?
C16 C15 N1 130.0(3) . . ?
C20 C15 N1 109.2(3) . . ?
C15 C16 C17 117.3(4) . . ?
C15 C16 H16 121.4 . . ?
C17 C16 H16 121.4 . . ?
C18 C17 C16 121.3(4) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C19 C18 C17 121.4(4) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 117.9(4) . . ?
C18 C19 H19 121.1 . . ?
C20 C19 H19 121.1 . . ?
C19 C20 C15 121.3(3) . . ?
C19 C20 N2 131.0(3) . . ?
C15 C20 N2 107.7(2) . . ?
C26 C21 C22 120.0(3) . . ?
C26 C21 S1 119.5(2) . . ?
C22 C21 S1 120.4(3) . . ?
C23 C22 C21 119.7(3) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 121.0(3) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 117.8(3) . . ?
C25 C24 C27 120.3(3) . . ?
C23 C24 C27 121.9(3) . . ?
C26 C25 C24 121.8(3) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C21 119.6(3) . . ?
C25 C26 H26 120.2 . . ?
C21 C26 H26 120.2 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 C28 C29 119.1(3) . . ?
C33 C28 S2 120.2(3) . . ?
C29 C28 S2 120.6(3) . . ?
C28 C29 C30 119.9(3) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C31 C30 C29 121.1(4) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C32 118.5(4) . . ?
C30 C31 C34 120.6(4) . . ?
C32 C31 C34 120.9(4) . . ?
C31 C32 C33 121.7(4) . . ?
C31 C32 H32 119.2 . . ?
C33 C32 H32 119.2 . . ?
C28 C33 C32 119.6(4) . . ?
C28 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
Cl2 C35 Cl1 113.1(3) . . ?
Cl2 C35 Cl3 108.9(2) . . ?
Cl1 C35 Cl3 109.6(2) . . ?
Cl2 C35 H35 108.4 . . ?
Cl1 C35 H35 108.4 . . ?
Cl3 C35 H35 108.4 . . ?
C15 N1 C14 123.8(2) . . ?
C15 N1 C7 110.2(2) . . ?
C14 N1 C7 108.2(2) . . ?
C20 N2 C7 110.0(2) . . ?
C20 N2 S1 124.9(2) . . ?
C7 N2 S1 124.91(19) . . ?
C8 N3 C7 110.1(2) . . ?
C8 N3 S2 125.3(2) . . ?
C7 N3 S2 119.97(19) . . ?
C6 O1 H1A 109.5 . . ?
O3 S1 O2 120.19(16) . . ?
O3 S1 N2 107.33(14) . . ?
O2 S1 N2 104.60(13) . . ?
O3 S1 C21 107.95(15) . . ?
O2 S1 C21 107.73(15) . . ?
N2 S1 C21 108.59(15) . . ?
O4 S2 O5 120.67(15) . . ?
O4 S2 N3 105.43(15) . . ?
O5 S2 N3 105.71(14) . . ?
O4 S2 C28 107.76(16) . . ?
O5 S2 C28 108.08(16) . . ?
N3 S2 C28 108.71(13) . . ?

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
C8 C1 C2 C3 1.3(6) . . . . ?
C1 C2 C3 C4 -0.8(6) . . . . ?
C2 C3 C4 C5 -0.6(6) . . . . ?
C3 C4 C5 C8 1.5(5) . . . . ?
C3 C4 C5 C6 -179.0(3) . . . . ?
C4 C5 C6 O1 -44.4(4) . . . . ?
C8 C5 C6 O1 135.2(3) . . . . ?
C4 C5 C6 C9 80.8(4) . . . . ?
C8 C5 C6 C9 -99.6(3) . . . . ?
C4 C5 C6 C7 -170.9(3) . . . . ?
C8 C5 C6 C7 8.7(3) . . . . ?
O1 C6 C7 N1 105.8(3) . . . . ?
C5 C6 C7 N1 -128.6(2) . . . . ?
C9 C6 C7 N1 -10.8(3) . . . . ?
O1 C6 C7 N2 -8.9(4) . . . . ?
C5 C6 C7 N2 116.7(3) . . . . ?
C9 C6 C7 N2 -125.5(2) . . . . ?
O1 C6 C7 N3 -134.9(2) . . . . ?
C5 C6 C7 N3 -9.3(3) . . . . ?
C9 C6 C7 N3 108.5(2) . . . . ?
C4 C5 C8 C1 -1.0(5) . . . . ?
C6 C5 C8 C1 179.4(3) . . . . ?
C4 C5 C8 N3 175.1(3) . . . . ?
C6 C5 C8 N3 -4.5(3) . . . . ?
C2 C1 C8 C5 -0.4(5) . . . . ?
C2 C1 C8 N3 -175.7(3) . . . . ?
O1 C6 C9 C14 -115.0(3) . . . . ?
C5 C6 C9 C14 116.8(3) . . . . ?
C7 C6 C9 C14 6.7(3) . . . . ?
O1 C6 C9 C10 61.9(4) . . . . ?
C5 C6 C9 C10 -66.3(4) . . . . ?
C7 C6 C9 C10 -176.3(3) . . . . ?
C14 C9 C10 C11 0.0(4) . . . . ?
C6 C9 C10 C11 -176.7(3) . . . . ?
C9 C10 C11 C12 -2.5(5) . . . . ?
C10 C11 C12 C13 2.1(5) . . . . ?
C11 C12 C13 C14 0.8(5) . . . . ?
C10 C9 C14 C13 3.1(4) . . . . ?
C6 C9 C14 C13 -179.7(3) . . . . ?
C10 C9 C14 N1 -177.4(3) . . . . ?
C6 C9 C14 N1 -0.2(3) . . . . ?
C12 C13 C14 C9 -3.5(4) . . . . ?
C12 C13 C14 N1 177.1(3) . . . . ?
C20 C15 C16 C17 1.2(5) . . . . ?
N1 C15 C16 C17 179.7(3) . . . . ?
C15 C16 C17 C18 -0.7(6) . . . . ?
C16 C17 C18 C19 0.3(7) . . . . ?
C17 C18 C19 C20 -0.5(6) . . . . ?
C18 C19 C20 C15 1.0(5) . . . . ?
C18 C19 C20 N2 178.1(4) . . . . ?
C16 C15 C20 C19 -1.4(5) . . . . ?
N1 C15 C20 C19 179.8(3) . . . . ?
C16 C15 C20 N2 -179.1(3) . . . . ?
N1 C15 C20 N2 2.1(3) . . . . ?
C26 C21 C22 C23 1.4(6) . . . . ?
S1 C21 C22 C23 -174.6(3) . . . . ?
C21 C22 C23 C24 1.7(6) . . . . ?
C22 C23 C24 C25 -3.5(6) . . . . ?
C22 C23 C24 C27 174.2(4) . . . . ?
C23 C24 C25 C26 2.4(5) . . . . ?
C27 C24 C25 C26 -175.4(4) . . . . ?
C24 C25 C26 C21 0.5(5) . . . . ?
C22 C21 C26 C25 -2.4(5) . . . . ?
S1 C21 C26 C25 173.5(3) . . . . ?
C33 C28 C29 C30 0.7(5) . . . . ?
S2 C28 C29 C30 -177.5(3) . . . . ?
C28 C29 C30 C31 -1.1(6) . . . . ?
C29 C30 C31 C32 0.6(6) . . . . ?
C29 C30 C31 C34 -179.5(4) . . . . ?
C30 C31 C32 C33 0.2(7) . . . . ?
C34 C31 C32 C33 -179.7(5) . . . . ?
C29 C28 C33 C32 0.1(6) . . . . ?
S2 C28 C33 C32 178.3(3) . . . . ?
C31 C32 C33 C28 -0.6(7) . . . . ?
C16 C15 N1 C14 51.5(5) . . . . ?
C20 C15 N1 C14 -129.8(3) . . . . ?
C16 C15 N1 C7 -178.1(3) . . . . ?
C20 C15 N1 C7 0.5(3) . . . . ?
C9 C14 N1 C15 123.8(3) . . . . ?
C13 C14 N1 C15 -56.7(4) . . . . ?
C9 C14 N1 C7 -7.3(3) . . . . ?
C13 C14 N1 C7 172.1(3) . . . . ?
N2 C7 N1 C15 -2.7(3) . . . . ?
N3 C7 N1 C15 119.5(2) . . . . ?
C6 C7 N1 C15 -126.9(2) . . . . ?
N2 C7 N1 C14 135.4(2) . . . . ?
N3 C7 N1 C14 -102.3(3) . . . . ?
C6 C7 N1 C14 11.3(3) . . . . ?
C19 C20 N2 C7 178.7(3) . . . . ?
C15 C20 N2 C7 -3.9(3) . . . . ?
C19 C20 N2 S1 3.0(5) . . . . ?
C15 C20 N2 S1 -179.6(2) . . . . ?
N1 C7 N2 C20 4.0(3) . . . . ?
N3 C7 N2 C20 -117.6(3) . . . . ?
C6 C7 N2 C20 121.0(3) . . . . ?
N1 C7 N2 S1 179.7(2) . . . . ?
N3 C7 N2 S1 58.0(3) . . . . ?
C6 C7 N2 S1 -63.3(3) . . . . ?
C5 C8 N3 C7 -2.1(3) . . . . ?
C1 C8 N3 C7 173.5(3) . . . . ?
C5 C8 N3 S2 153.6(2) . . . . ?
C1 C8 N3 S2 -30.8(4) . . . . ?
N1 C7 N3 C8 122.7(2) . . . . ?
N2 C7 N3 C8 -121.2(3) . . . . ?
C6 C7 N3 C8 7.3(3) . . . . ?
N1 C7 N3 S2 -34.5(3) . . . . ?
N2 C7 N3 S2 81.6(3) . . . . ?
C6 C7 N3 S2 -149.92(19) . . . . ?
C20 N2 S1 O3 -40.5(3) . . . . ?
C7 N2 S1 O3 144.5(2) . . . . ?
C20 N2 S1 O2 -169.2(3) . . . . ?
C7 N2 S1 O2 15.8(3) . . . . ?
C20 N2 S1 C21 76.0(3) . . . . ?
C7 N2 S1 C21 -99.0(3) . . . . ?
C26 C21 S1 O3 -158.5(3) . . . . ?
C22 C21 S1 O3 17.5(3) . . . . ?
C26 C21 S1 O2 -27.3(3) . . . . ?
C22 C21 S1 O2 148.7(3) . . . . ?
C26 C21 S1 N2 85.5(3) . . . . ?
C22 C21 S1 N2 -98.6(3) . . . . ?
C8 N3 S2 O4 35.9(3) . . . . ?
C7 N3 S2 O4 -170.6(2) . . . . ?
C8 N3 S2 O5 164.7(2) . . . . ?
C7 N3 S2 O5 -41.7(2) . . . . ?
C8 N3 S2 C28 -79.4(3) . . . . ?
C7 N3 S2 C28 74.1(2) . . . . ?
C33 C28 S2 O4 -42.4(3) . . . . ?
C29 C28 S2 O4 135.8(3) . . . . ?
C33 C28 S2 O5 -174.3(3) . . . . ?
C29 C28 S2 O5 3.9(3) . . . . ?
C33 C28 S2 N3 71.4(3) . . . . ?
C29 C28 S2 N3 -110.4(3) . . . . ?

_refine_diff_density_max         0.495
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.052



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CDCl3'
