# 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_151217d
_database_code_depnum_ccdc_archive 'CCDC 1496222'
_audit_update_record             
;
2016-07-26 deposited with the CCDC.
2016-08-31 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 H16 Br N3 O2 S'
_chemical_formula_weight         418.31

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   17.8575(15)
_cell_length_b                   17.3429(16)
_cell_length_c                   11.9409(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.165(2)
_cell_angle_gamma                90.00
_cell_volume                     3585.7(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3890
_cell_measurement_theta_min      2.628
_cell_measurement_theta_max      21.236

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696
_exptl_absorpt_coefficient_mu    2.426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4290
_exptl_absorpt_correction_T_max  0.5298
_exptl_absorpt_process_details   sadabs

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17986
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_sigmaI/netI    0.0793
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.02
_reflns_number_total             6335
_reflns_number_gt                3321
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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 > 2sigma(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)+(0.0035P)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_number_reflns         6335
_refine_ls_number_parameters     457
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0505
_refine_ls_wR_factor_gt          0.0473
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.467919(19) 0.18887(3) 0.70234(3) 0.07827(15) Uani 1 1 d . . .
Br2 Br 0.42633(2) -0.13615(3) 0.58575(3) 0.08212(16) Uani 1 1 d . . .
N1 N 0.26931(13) 0.46685(17) 0.3447(2) 0.0443(7) Uani 1 1 d . . .
N2 N 0.04183(14) 0.40674(16) 0.4350(2) 0.0424(7) Uani 1 1 d . . .
N3 N 0.11693(14) 0.38275(14) 0.46545(18) 0.0431(7) Uani 1 1 d . . .
H3 H 0.1340 0.3453 0.5119 0.052 Uiso 1 1 calc R . .
N4 N 0.62893(13) 0.12332(15) 0.9691(2) 0.0393(7) Uani 1 1 d . . .
N5 N 0.85778(13) 0.06398(15) 0.8832(2) 0.0379(7) Uani 1 1 d . . .
N6 N 0.78272(13) 0.03934(14) 0.85287(18) 0.0381(7) Uani 1 1 d . . .
H6 H 0.7661 0.0015 0.8070 0.046 Uiso 1 1 calc R . .
O1 O -0.02399(11) 0.50459(12) 0.31611(18) 0.0546(6) Uani 1 1 d . . .
H1 H -0.0609 0.4856 0.3356 0.082 Uiso 1 1 calc R . .
O2 O 0.92382(11) 0.16054(12) 1.00410(17) 0.0518(6) Uani 1 1 d . . .
H2 H 0.9603 0.1419 0.9832 0.078 Uiso 1 1 calc R . .
O3 O 0.22395(11) 0.06950(13) 0.31659(18) 0.0689(7) Uani 1 1 d . . .
O4 O 0.11957(12) 0.23717(13) 0.55786(18) 0.0743(7) Uani 1 1 d . . .
S1 S 0.22938(5) 0.03284(6) 0.43261(8) 0.0690(3) Uani 1 1 d . . .
S2 S 0.11079(5) 0.20630(6) 0.67112(8) 0.0725(3) Uani 1 1 d . . .
C1 C 0.24151(17) 0.42071(19) 0.4116(3) 0.0381(9) Uani 1 1 d . . .
C2 C 0.16098(18) 0.42656(19) 0.4119(2) 0.0367(8) Uani 1 1 d . . .
C3 C 0.11339(17) 0.48077(19) 0.3456(2) 0.0348(8) Uani 1 1 d . . .
C4 C 0.14387(18) 0.5327(2) 0.2762(2) 0.0403(9) Uani 1 1 d . . .
C5 C 0.22255(19) 0.5220(2) 0.2786(3) 0.0426(9) Uani 1 1 d . . .
C6 C 0.25665(19) 0.5714(2) 0.2132(3) 0.0549(10) Uani 1 1 d . . .
H6A H 0.3088 0.5656 0.2154 0.066 Uiso 1 1 calc R . .
C7 C 0.2156(2) 0.6276(2) 0.1464(3) 0.0618(11) Uani 1 1 d . . .
H7 H 0.2393 0.6588 0.1019 0.074 Uiso 1 1 calc R . .
C8 C 0.1385(2) 0.6385(2) 0.1445(3) 0.0585(10) Uani 1 1 d . . .
H8 H 0.1110 0.6781 0.1004 0.070 Uiso 1 1 calc R . .
C9 C 0.10257(18) 0.5914(2) 0.2070(3) 0.0500(9) Uani 1 1 d . . .
H9 H 0.0504 0.5983 0.2036 0.060 Uiso 1 1 calc R . .
C10 C 0.04037(17) 0.4649(2) 0.3650(3) 0.0395(9) Uani 1 1 d . . .
C11 C 0.29483(16) 0.36427(19) 0.4824(3) 0.0404(9) Uani 1 1 d . . .
C12 C 0.28988(16) 0.34363(19) 0.5927(3) 0.0459(9) Uani 1 1 d . . .
H12 H 0.2508 0.3644 0.6224 0.055 Uiso 1 1 calc R . .
C13 C 0.34166(18) 0.2930(2) 0.6588(3) 0.0522(10) Uani 1 1 d . . .
H13 H 0.3384 0.2805 0.7332 0.063 Uiso 1 1 calc R . .
C14 C 0.39854(16) 0.26107(19) 0.6134(3) 0.0490(10) Uani 1 1 d . . .
C15 C 0.40488(17) 0.2810(2) 0.5044(3) 0.0545(10) Uani 1 1 d . . .
H15 H 0.4435 0.2595 0.4743 0.065 Uiso 1 1 calc R . .
C16 C 0.35361(17) 0.33314(19) 0.4404(3) 0.0522(10) Uani 1 1 d . . .
H16 H 0.3587 0.3476 0.3677 0.063 Uiso 1 1 calc R . .
C17 C 0.65836(17) 0.07841(18) 0.9035(2) 0.0336(8) Uani 1 1 d . . .
C18 C 0.73832(16) 0.08300(18) 0.9055(2) 0.0311(8) Uani 1 1 d . . .
C19 C 0.78570(16) 0.13685(18) 0.9732(2) 0.0312(8) Uani 1 1 d . . .
C20 C 0.75412(17) 0.18868(19) 1.0419(2) 0.0345(8) Uani 1 1 d . . .
C21 C 0.67515(17) 0.17743(19) 1.0379(2) 0.0366(8) Uani 1 1 d . . .
C22 C 0.64105(17) 0.2245(2) 1.1065(3) 0.0467(9) Uani 1 1 d . . .
H22 H 0.5892 0.2173 1.1052 0.056 Uiso 1 1 calc R . .
C23 C 0.6816(2) 0.28030(19) 1.1748(3) 0.0532(10) Uani 1 1 d . . .
H23 H 0.6580 0.3104 1.2208 0.064 Uiso 1 1 calc R . .
C24 C 0.75863(19) 0.29225(19) 1.1754(2) 0.0517(10) Uani 1 1 d . . .
H24 H 0.7861 0.3315 1.2205 0.062 Uiso 1 1 calc R . .
C25 C 0.79463(17) 0.2471(2) 1.1108(2) 0.0449(9) Uani 1 1 d . . .
H25 H 0.8464 0.2554 1.1129 0.054 Uiso 1 1 calc R . .
C26 C 0.85904(17) 0.12171(19) 0.9550(3) 0.0363(8) Uani 1 1 d . . .
C27 C 0.60426(16) 0.02466(19) 0.8268(3) 0.0381(8) Uani 1 1 d . . .
C28 C 0.54683(18) -0.0113(2) 0.8665(3) 0.0531(10) Uani 1 1 d . . .
H28 H 0.5437 -0.0032 0.9422 0.064 Uiso 1 1 calc R . .
C29 C 0.49396(18) -0.0592(2) 0.7960(3) 0.0606(11) Uani 1 1 d . . .
H29 H 0.4552 -0.0827 0.8235 0.073 Uiso 1 1 calc R . .
C30 C 0.49908(18) -0.07162(19) 0.6850(3) 0.0508(10) Uani 1 1 d . . .
C31 C 0.55524(18) -0.0374(2) 0.6432(3) 0.0516(10) Uani 1 1 d . . .
H31 H 0.5581 -0.0461 0.5675 0.062 Uiso 1 1 calc R . .
C32 C 0.60787(16) 0.01052(19) 0.7145(3) 0.0474(9) Uani 1 1 d . . .
H32 H 0.6465 0.0337 0.6863 0.057 Uiso 1 1 calc R . .
C33 C 0.27648(19) 0.1015(2) 0.5355(3) 0.1019(15) Uani 1 1 d . . .
H33A H 0.3272 0.1114 0.5250 0.153 Uiso 1 1 calc R . .
H33B H 0.2805 0.0819 0.6119 0.153 Uiso 1 1 calc R . .
H33C H 0.2473 0.1486 0.5253 0.153 Uiso 1 1 calc R . .
C34 C 0.13710(16) 0.0403(2) 0.4594(3) 0.0808(12) Uani 1 1 d . . .
H34A H 0.1220 0.0935 0.4569 0.121 Uiso 1 1 calc R . .
H34B H 0.1383 0.0195 0.5344 0.121 Uiso 1 1 calc R . .
H34C H 0.1006 0.0119 0.4017 0.121 Uiso 1 1 calc R . .
C35 C 0.01611(18) 0.1728(2) 0.6458(3) 0.1203(17) Uani 1 1 d . . .
H35A H -0.0181 0.2092 0.5988 0.181 Uiso 1 1 calc R . .
H35B H 0.0023 0.1666 0.7181 0.181 Uiso 1 1 calc R . .
H35C H 0.0120 0.1240 0.6067 0.181 Uiso 1 1 calc R . .
C36 C 0.1004(3) 0.2869(2) 0.7516(3) 0.155(2) Uani 1 1 d . . .
H36A H 0.1496 0.3117 0.7786 0.233 Uiso 1 1 calc R . .
H36B H 0.0811 0.2716 0.8166 0.233 Uiso 1 1 calc R . .
H36C H 0.0647 0.3222 0.7044 0.233 Uiso 1 1 calc R . .


_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
Br1 C14 1.894(3) . ?
Br2 C30 1.895(3) . ?
N1 C1 1.311(3) . ?
N1 C5 1.382(4) . ?
N2 C10 1.307(3) . ?
N2 N3 1.366(3) . ?
N3 C2 1.361(3) . ?
N3 H3 0.8600 . ?
N4 C17 1.302(3) . ?
N4 C21 1.380(3) . ?
N5 C26 1.315(3) . ?
N5 N6 1.368(3) . ?
N6 C18 1.357(3) . ?
N6 H6 0.8600 . ?
O1 C10 1.344(3) . ?
O1 H1 0.8200 . ?
O2 C26 1.343(3) . ?
O2 H2 0.8200 . ?
O3 S1 1.506(2) . ?
O4 S2 1.498(2) . ?
S1 C34 1.759(3) . ?
S1 C33 1.769(3) . ?
S2 C36 1.733(4) . ?
S2 C35 1.743(3) . ?
C1 C2 1.442(4) . ?
C1 C11 1.478(4) . ?
C2 C3 1.380(4) . ?
C3 C10 1.406(4) . ?
C3 C4 1.419(4) . ?
C4 C9 1.402(4) . ?
C4 C5 1.410(4) . ?
C5 C6 1.397(4) . ?
C6 C7 1.355(4) . ?
C6 H6A 0.9300 . ?
C7 C8 1.385(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.368(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C11 C16 1.379(4) . ?
C11 C12 1.389(3) . ?
C12 C13 1.375(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(4) . ?
C15 C16 1.377(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.425(3) . ?
C17 C27 1.486(4) . ?
C18 C19 1.381(4) . ?
C19 C26 1.404(3) . ?
C19 C20 1.423(4) . ?
C20 C25 1.391(4) . ?
C20 C21 1.413(3) . ?
C21 C22 1.397(4) . ?
C22 C23 1.355(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.390(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.366(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C27 C28 1.380(4) . ?
C27 C32 1.381(3) . ?
C28 C29 1.378(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.367(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.361(4) . ?
C31 C32 1.381(4) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 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
C1 N1 C5 120.3(3) . . ?
C10 N2 N3 105.7(2) . . ?
C2 N3 N2 110.3(2) . . ?
C2 N3 H3 124.8 . . ?
N2 N3 H3 124.8 . . ?
C17 N4 C21 119.6(3) . . ?
C26 N5 N6 105.6(2) . . ?
C18 N6 N5 110.4(2) . . ?
C18 N6 H6 124.8 . . ?
N5 N6 H6 124.8 . . ?
C10 O1 H1 109.5 . . ?
C26 O2 H2 109.5 . . ?
O3 S1 C34 106.51(14) . . ?
O3 S1 C33 105.49(16) . . ?
C34 S1 C33 97.56(17) . . ?
O4 S2 C36 105.16(16) . . ?
O4 S2 C35 105.92(15) . . ?
C36 S2 C35 97.7(2) . . ?
N1 C1 C2 119.0(3) . . ?
N1 C1 C11 117.7(3) . . ?
C2 C1 C11 123.3(3) . . ?
N3 C2 C3 107.7(3) . . ?
N3 C2 C1 130.8(3) . . ?
C3 C2 C1 121.4(3) . . ?
C2 C3 C10 103.8(3) . . ?
C2 C3 C4 119.8(3) . . ?
C10 C3 C4 136.4(3) . . ?
C9 C4 C5 119.1(3) . . ?
C9 C4 C3 125.7(3) . . ?
C5 C4 C3 115.3(3) . . ?
N1 C5 C6 117.3(3) . . ?
N1 C5 C4 124.2(3) . . ?
C6 C5 C4 118.4(3) . . ?
C7 C6 C5 121.6(3) . . ?
C7 C6 H6A 119.2 . . ?
C5 C6 H6A 119.2 . . ?
C6 C7 C8 120.0(3) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C4 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C4 C9 H9 119.8 . . ?
N2 C10 O1 123.6(3) . . ?
N2 C10 C3 112.5(3) . . ?
O1 C10 C3 123.9(3) . . ?
C16 C11 C12 118.3(3) . . ?
C16 C11 C1 119.5(3) . . ?
C12 C11 C1 122.1(3) . . ?
C13 C12 C11 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 119.2(3) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 Br1 120.1(3) . . ?
C13 C14 Br1 119.3(3) . . ?
C16 C15 C14 119.5(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C11 121.1(3) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
N4 C17 C18 120.5(3) . . ?
N4 C17 C27 116.6(3) . . ?
C18 C17 C27 122.9(3) . . ?
N6 C18 C19 107.8(3) . . ?
N6 C18 C17 131.2(3) . . ?
C19 C18 C17 121.0(3) . . ?
C18 C19 C26 104.1(3) . . ?
C18 C19 C20 119.5(3) . . ?
C26 C19 C20 136.4(3) . . ?
C25 C20 C21 119.4(3) . . ?
C25 C20 C19 125.4(3) . . ?
C21 C20 C19 115.2(3) . . ?
N4 C21 C22 117.6(3) . . ?
N4 C21 C20 124.1(3) . . ?
C22 C21 C20 118.3(3) . . ?
C23 C22 C21 121.6(3) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C22 C23 C24 119.5(3) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C25 C24 C23 120.9(3) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C20 120.2(3) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
N5 C26 O2 122.8(3) . . ?
N5 C26 C19 112.1(3) . . ?
O2 C26 C19 125.1(3) . . ?
C28 C27 C32 117.9(3) . . ?
C28 C27 C17 119.9(3) . . ?
C32 C27 C17 122.2(3) . . ?
C29 C28 C27 121.2(3) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C30 C29 C28 119.3(3) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
C31 C30 C29 121.1(3) . . ?
C31 C30 Br2 118.8(3) . . ?
C29 C30 Br2 120.1(3) . . ?
C30 C31 C32 119.2(3) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 H31 120.4 . . ?
C31 C32 C27 121.3(3) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
S1 C33 H33A 109.5 . . ?
S1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
S1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
S1 C34 H34A 109.5 . . ?
S1 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
S1 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
S2 C35 H35A 109.5 . . ?
S2 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
S2 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
S2 C36 H36A 109.5 . . ?
S2 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
S2 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 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
C10 N2 N3 C2 -0.8(3) . . . . ?
C26 N5 N6 C18 0.8(3) . . . . ?
C5 N1 C1 C2 2.2(4) . . . . ?
C5 N1 C1 C11 -178.5(3) . . . . ?
N2 N3 C2 C3 0.5(3) . . . . ?
N2 N3 C2 C1 -176.0(3) . . . . ?
N1 C1 C2 N3 174.5(3) . . . . ?
C11 C1 C2 N3 -4.7(5) . . . . ?
N1 C1 C2 C3 -1.6(4) . . . . ?
C11 C1 C2 C3 179.1(3) . . . . ?
N3 C2 C3 C10 0.0(3) . . . . ?
C1 C2 C3 C10 176.9(3) . . . . ?
N3 C2 C3 C4 -177.5(2) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C2 C3 C4 C9 -178.5(3) . . . . ?
C10 C3 C4 C9 5.0(6) . . . . ?
C2 C3 C4 C5 2.0(4) . . . . ?
C10 C3 C4 C5 -174.5(3) . . . . ?
C1 N1 C5 C6 177.3(3) . . . . ?
C1 N1 C5 C4 -0.7(5) . . . . ?
C9 C4 C5 N1 179.0(3) . . . . ?
C3 C4 C5 N1 -1.5(4) . . . . ?
C9 C4 C5 C6 1.0(4) . . . . ?
C3 C4 C5 C6 -179.4(3) . . . . ?
N1 C5 C6 C7 -179.5(3) . . . . ?
C4 C5 C6 C7 -1.4(5) . . . . ?
C5 C6 C7 C8 1.8(5) . . . . ?
C6 C7 C8 C9 -2.0(5) . . . . ?
C7 C8 C9 C4 1.7(5) . . . . ?
C5 C4 C9 C8 -1.2(5) . . . . ?
C3 C4 C9 C8 179.3(3) . . . . ?
N3 N2 C10 O1 -179.9(3) . . . . ?
N3 N2 C10 C3 0.8(3) . . . . ?
C2 C3 C10 N2 -0.5(4) . . . . ?
C4 C3 C10 N2 176.4(3) . . . . ?
C2 C3 C10 O1 -179.8(3) . . . . ?
C4 C3 C10 O1 -3.0(6) . . . . ?
N1 C1 C11 C16 -32.8(4) . . . . ?
C2 C1 C11 C16 146.4(3) . . . . ?
N1 C1 C11 C12 144.4(3) . . . . ?
C2 C1 C11 C12 -36.4(4) . . . . ?
C16 C11 C12 C13 -0.5(5) . . . . ?
C1 C11 C12 C13 -177.7(3) . . . . ?
C11 C12 C13 C14 -1.4(5) . . . . ?
C12 C13 C14 C15 1.7(5) . . . . ?
C12 C13 C14 Br1 -178.0(2) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
Br1 C14 C15 C16 179.5(2) . . . . ?
C14 C15 C16 C11 -1.6(5) . . . . ?
C12 C11 C16 C15 2.0(5) . . . . ?
C1 C11 C16 C15 179.3(3) . . . . ?
C21 N4 C17 C18 2.2(4) . . . . ?
C21 N4 C17 C27 -176.6(2) . . . . ?
N5 N6 C18 C19 -0.9(3) . . . . ?
N5 N6 C18 C17 -178.0(3) . . . . ?
N4 C17 C18 N6 174.4(3) . . . . ?
C27 C17 C18 N6 -7.0(5) . . . . ?
N4 C17 C18 C19 -2.4(4) . . . . ?
C27 C17 C18 C19 176.2(3) . . . . ?
N6 C18 C19 C26 0.6(3) . . . . ?
C17 C18 C19 C26 178.1(2) . . . . ?
N6 C18 C19 C20 -177.6(2) . . . . ?
C17 C18 C19 C20 -0.2(4) . . . . ?
C18 C19 C20 C25 -177.7(3) . . . . ?
C26 C19 C20 C25 4.7(5) . . . . ?
C18 C19 C20 C21 2.7(4) . . . . ?
C26 C19 C20 C21 -174.8(3) . . . . ?
C17 N4 C21 C22 179.8(3) . . . . ?
C17 N4 C21 C20 0.7(4) . . . . ?
C25 C20 C21 N4 177.3(3) . . . . ?
C19 C20 C21 N4 -3.1(4) . . . . ?
C25 C20 C21 C22 -1.8(4) . . . . ?
C19 C20 C21 C22 177.8(3) . . . . ?
N4 C21 C22 C23 -178.5(3) . . . . ?
C20 C21 C22 C23 0.7(4) . . . . ?
C21 C22 C23 C24 1.2(5) . . . . ?
C22 C23 C24 C25 -1.9(5) . . . . ?
C23 C24 C25 C20 0.7(5) . . . . ?
C21 C20 C25 C24 1.1(5) . . . . ?
C19 C20 C25 C24 -178.4(3) . . . . ?
N6 N5 C26 O2 179.5(3) . . . . ?
N6 N5 C26 C19 -0.4(3) . . . . ?
C18 C19 C26 N5 -0.1(3) . . . . ?
C20 C19 C26 N5 177.7(3) . . . . ?
C18 C19 C26 O2 180.0(3) . . . . ?
C20 C19 C26 O2 -2.2(5) . . . . ?
N4 C17 C27 C28 -39.0(4) . . . . ?
C18 C17 C27 C28 142.2(3) . . . . ?
N4 C17 C27 C32 139.2(3) . . . . ?
C18 C17 C27 C32 -39.5(4) . . . . ?
C32 C27 C28 C29 -0.8(5) . . . . ?
C17 C27 C28 C29 177.5(3) . . . . ?
C27 C28 C29 C30 0.6(5) . . . . ?
C28 C29 C30 C31 -0.3(5) . . . . ?
C28 C29 C30 Br2 -179.2(3) . . . . ?
C29 C30 C31 C32 0.2(5) . . . . ?
Br2 C30 C31 C32 179.2(2) . . . . ?
C30 C31 C32 C27 -0.4(5) . . . . ?
C28 C27 C32 C31 0.8(5) . . . . ?
C17 C27 C32 C31 -177.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.052
