# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_001
_database_code_depnum_ccdc_archive 'CCDC 1545150'
_audit_update_record             
;
2017-04-20 deposited with the CCDC.
2017-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C20 H15 Br2 N O3 S'
_chemical_formula_sum            '	C20 H15 Br2 N O3 S'
_chemical_formula_weight         509.19

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'
O O 0.0106 0.0060 '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'
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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.24(4)
_cell_length_b                   10.18(6)
_cell_length_c                   13.48(7)
_cell_angle_alpha                103.86(16)
_cell_angle_beta                 92.63(11)
_cell_angle_gamma                113.20(12)
_cell_volume                     997(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296
_cell_measurement_reflns_used    3690
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      22.80

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    4.190
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         '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            13106
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_av_sigmaI/netI    0.0705
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3503
_reflns_number_gt                2237
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1532P)²+0.8599P] 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         3494
_refine_ls_number_parameters     245
_refine_ls_number_restraints     440
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0725
_refine_ls_wR_factor_ref         0.2440
_refine_ls_wR_factor_gt          0.2067
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.030
_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
Br1 Br 0.60045(17) 0.84441(15) -0.02132(9) 0.1039(5) Uani 1 1 d . . .
Br2 Br 1.06240(12) 1.07785(11) 0.74624(8) 0.0869(5) Uani 1 1 d . . .
C1 C 0.3002(9) 0.7324(7) 0.5085(5) 0.0454(10) Uani 1 1 d U . .
C2 C 0.2376(8) 0.6489(7) 0.4096(5) 0.0437(10) Uani 1 1 d U . .
C3 C 0.0473(9) 0.6005(8) 0.3802(6) 0.0460(10) Uani 1 1 d U . .
C4 C -0.0594(10) 0.5022(8) 0.2843(6) 0.0520(11) Uani 1 1 d U . .
C5 C -0.0767(12) 0.3412(10) 0.1236(7) 0.083(2) Uani 1 1 d DU . .
H5A H -0.1398 0.3866 0.0912 0.100 Uiso 1 1 calc R . .
H5B H -0.1647 0.2527 0.1366 0.100 Uiso 1 1 calc R . .
C6 C 0.0373(16) 0.2994(15) 0.0537(10) 0.135(4) Uani 1 1 d DU . .
H6A H 0.1042 0.3814 0.0276 0.203 Uiso 1 1 calc R . .
H6B H -0.0361 0.2149 -0.0029 0.203 Uiso 1 1 calc R . .
H6C H 0.1183 0.2745 0.0908 0.203 Uiso 1 1 calc R . .
C7 C 0.3532(9) 0.5994(7) 0.3413(5) 0.0456(10) Uani 1 1 d U . .
C8 C 0.4100(9) 0.6583(7) 0.2542(5) 0.0456(10) Uani 1 1 d U . .
C9 C 0.3691(9) 0.7719(8) 0.2344(6) 0.0499(11) Uani 1 1 d U . .
H9 H 0.3032 0.8107 0.2766 0.060 Uiso 1 1 calc R . .
C10 C 0.5058(9) 0.6025(8) 0.1888(6) 0.0482(12) Uani 1 1 d U . .
H10 H 0.5326 0.5261 0.2000 0.058 Uiso 1 1 calc R . .
C11 C 0.5620(9) 0.6581(8) 0.1075(6) 0.0513(12) Uani 1 1 d U . .
H11 H 0.6285 0.6211 0.0645 0.062 Uiso 1 1 calc R . .
C12 C 0.5201(10) 0.7672(8) 0.0904(6) 0.0534(13) Uani 1 1 d U . .
C13 C 0.4262(10) 0.8248(8) 0.1533(6) 0.0543(12) Uani 1 1 d U . .
H13 H 0.4008 0.9011 0.1407 0.065 Uiso 1 1 calc R . .
C14 C 0.4858(9) 0.8081(7) 0.5640(5) 0.0455(10) Uani 1 1 d U . .
C15 C 0.5297(9) 0.7970(8) 0.6611(6) 0.0502(12) Uani 1 1 d U . .
H15 H 0.4413 0.7364 0.6910 0.060 Uiso 1 1 calc R . .
C16 C 0.7004(9) 0.8733(8) 0.7139(6) 0.0528(12) Uani 1 1 d U . .
H16 H 0.7275 0.8647 0.7791 0.063 Uiso 1 1 calc R . .
C17 C 0.8301(9) 0.9618(8) 0.6705(6) 0.0513(12) Uani 1 1 d U . .
C18 C 0.7924(9) 0.9733(7) 0.5730(6) 0.0510(12) Uani 1 1 d U . .
H18 H 0.8822 1.0326 0.5432 0.061 Uiso 1 1 calc R . .
C19 C 0.6211(9) 0.8964(7) 0.5207(6) 0.0475(11) Uani 1 1 d U . .
H19 H 0.5953 0.9037 0.4549 0.057 Uiso 1 1 calc R . .
C20 C -0.0267(9) 0.6493(7) 0.4630(5) 0.0439(11) Uani 1 1 d U . .
N1 N -0.2002(7) 0.6232(7) 0.4634(5) 0.0552(16) Uani 1 1 d . . .
H1A H -0.2768 0.5714 0.4080 0.066 Uiso 1 1 calc R . .
H1B H -0.2343 0.6583 0.5190 0.066 Uiso 1 1 calc R . .
O1 O -0.2175(6) 0.4691(6) 0.2602(4) 0.0641(14) Uani 1 1 d . . .
O2 O 0.0299(7) 0.4452(6) 0.2212(5) 0.0765(17) Uani 1 1 d . . .
O3 O 0.4057(7) 0.5129(6) 0.3650(4) 0.0604(14) Uani 1 1 d . . .
S1 S 0.1306(2) 0.7545(2) 0.57119(14) 0.0491(5) 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
Br1 C12 1.891(11) . ?
Br2 C17 1.887(11) . ?
C1 C2 1.347(12) . ?
C1 C14 1.478(12) . ?
C1 S1 1.727(10) . ?
C2 C3 1.449(12) . ?
C2 C7 1.498(10) . ?
C3 C20 1.379(11) . ?
C3 C4 1.424(12) . ?
C4 O1 1.215(11) . ?
C4 O2 1.327(10) . ?
C5 O2 1.454(12) . ?
C5 C6 1.468(10) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 O3 1.220(9) . ?
C7 C8 1.458(11) . ?
C8 C10 1.379(10) . ?
C8 C9 1.404(11) . ?
C9 C13 1.355(12) . ?
C9 H9 0.9300 . ?
C10 C11 1.369(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.350(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.357(11) . ?
C13 H13 0.9300 . ?
C14 C19 1.384(11) . ?
C14 C15 1.384(12) . ?
C15 C16 1.367(12) . ?
C15 H15 0.9300 . ?
C16 C17 1.359(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(12) . ?
C18 C19 1.369(12) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 N1 1.347(11) . ?
C20 S1 1.715(10) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?

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 C1 C14 129.4(6) . . ?
C2 C1 S1 111.2(6) . . ?
C14 C1 S1 119.3(6) . . ?
C1 C2 C3 113.8(6) . . ?
C1 C2 C7 122.0(7) . . ?
C3 C2 C7 123.9(7) . . ?
C20 C3 C4 122.1(7) . . ?
C20 C3 C2 110.6(7) . . ?
C4 C3 C2 126.9(7) . . ?
O1 C4 O2 121.4(8) . . ?
O1 C4 C3 125.3(7) . . ?
O2 C4 C3 113.3(7) . . ?
O2 C5 C6 110.7(9) . . ?
O2 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O3 C7 C8 121.0(6) . . ?
O3 C7 C2 116.9(7) . . ?
C8 C7 C2 121.9(6) . . ?
C10 C8 C9 118.3(7) . . ?
C10 C8 C7 120.3(7) . . ?
C9 C8 C7 121.4(6) . . ?
C13 C9 C8 119.6(7) . . ?
C13 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C8 120.9(7) . . ?
C11 C10 H10 119.6 . . ?
C8 C10 H10 119.6 . . ?
C12 C11 C10 119.4(7) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 121.3(7) . . ?
C11 C12 Br1 119.0(6) . . ?
C13 C12 Br1 119.7(6) . . ?
C9 C13 C12 120.5(8) . . ?
C9 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C19 C14 C15 117.9(7) . . ?
C19 C14 C1 120.2(7) . . ?
C15 C14 C1 121.8(6) . . ?
C16 C15 C14 121.3(7) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C17 C16 C15 119.6(8) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.8(7) . . ?
C16 C17 Br2 120.0(7) . . ?
C18 C17 Br2 119.2(6) . . ?
C19 C18 C17 119.2(7) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C18 C19 C14 121.2(8) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
N1 C20 C3 126.5(7) . . ?
N1 C20 S1 121.4(6) . . ?
C3 C20 S1 112.1(6) . . ?
C20 N1 H1A 120.0 . . ?
C20 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C4 O2 C5 114.7(7) . . ?
C20 S1 C1 92.2(5) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.991
_refine_diff_density_min         -1.046
_refine_diff_density_rms         0.154
####################################################################### 
# 
# 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_001_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1525819'
_audit_update_record             
;
2017-01-06 deposited with the CCDC.
2017-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 Br N O3 S'
_chemical_formula_sum            'C20 H16 Br N O3 S'
_chemical_formula_weight         430.30

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

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

_cell_length_a                   31.62(6)
_cell_length_b                   8.854(17)
_cell_length_c                   13.34(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.52(4)
_cell_angle_gamma                90.00
_cell_volume                     3682(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    296
_cell_measurement_reflns_used    7094
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      25.35

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1744
_exptl_absorpt_coefficient_mu    2.365
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         '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            18452
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.31
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3245
_reflns_number_gt                2445
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0868P)²+3.8278P] 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         3240
_refine_ls_number_parameters     236
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1489
_refine_ls_wR_factor_gt          0.1250
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.002
_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 0.728618(19) 0.30100(6) 0.74895(4) 0.0885(3) Uani 1 1 d . . .
C1 C 0.59544(12) 0.0555(4) 0.7247(3) 0.0532(9) Uani 1 1 d . . .
N1 N 0.57008(12) 0.0164(4) 0.7906(3) 0.0734(11) Uani 1 1 d . . .
H1A H 0.5434 0.0408 0.7794 0.088 Uiso 1 1 calc R . .
H1B H 0.5804 -0.0334 0.8445 0.088 Uiso 1 1 calc R . .
S1 S 0.64832(3) 0.00840(11) 0.74383(7) 0.0533(3) Uani 1 1 d . . .
C2 C 0.58424(11) 0.1334(4) 0.6369(3) 0.0495(9) Uani 1 1 d . . .
O2 O 0.51105(10) 0.1484(5) 0.6427(3) 0.0988(12) Uani 1 1 d . . .
C3 C 0.61975(10) 0.1545(4) 0.5859(3) 0.0409(8) Uani 1 1 d . . .
O3 O 0.53522(9) 0.2229(4) 0.5078(3) 0.0783(9) Uani 1 1 d . . .
C4 C 0.65595(11) 0.0940(4) 0.6331(2) 0.0425(8) Uani 1 1 d . . .
O4 O 0.62193(11) 0.1912(4) 0.4159(2) 0.0740(9) Uani 1 1 d . . .
C5 C 0.54055(14) 0.1686(5) 0.5984(4) 0.0664(11) Uani 1 1 d . . .
C6 C 0.49210(16) 0.2550(9) 0.4612(6) 0.114(2) Uani 1 1 d . . .
H6A H 0.4762 0.1616 0.4474 0.136 Uiso 1 1 calc R . .
H6B H 0.4781 0.3158 0.5065 0.136 Uiso 1 1 calc R . .
C7 C 0.4930(3) 0.3304(14) 0.3735(7) 0.185(5) Uani 1 1 d . . .
H7A H 0.5081 0.4240 0.3880 0.278 Uiso 1 1 calc R . .
H7B H 0.4641 0.3507 0.3407 0.278 Uiso 1 1 calc R . .
H7C H 0.5073 0.2701 0.3295 0.278 Uiso 1 1 calc R . .
C8 C 0.61862(10) 0.2476(5) 0.4947(3) 0.0480(8) Uani 1 1 d . . .
C9 C 0.61570(11) 0.4090(5) 0.5030(3) 0.0578(10) Uani 1 1 d D . .
C10 C 0.60672(15) 0.4966(6) 0.4196(5) 0.0867(16) Uani 1 1 d . . .
H10 H 0.6011 0.4528 0.3554 0.104 Uiso 1 1 calc R . .
C11 C 0.6059(2) 0.6508(9) 0.4299(8) 0.123(3) Uani 1 1 d . . .
H11 H 0.5991 0.7110 0.3723 0.148 Uiso 1 1 calc R . .
C12 C 0.6146(2) 0.7149(8) 0.5207(12) 0.140(4) Uani 1 1 d . . .
H12 H 0.6142 0.8196 0.5264 0.168 Uiso 1 1 calc R . .
C13 C 0.62374(18) 0.6316(7) 0.6026(7) 0.107(2) Uani 1 1 d . . .
H13 H 0.6300 0.6790 0.6655 0.128 Uiso 1 1 calc R . .
C14 C 0.62443(14) 0.4802(5) 0.5987(4) 0.0723(13) Uani 1 1 d D . .
H14 H 0.6305 0.4233 0.6580 0.087 Uiso 1 1 calc R . .
C15 C 0.69804(10) 0.0855(4) 0.6019(3) 0.0432(8) Uani 1 1 d . . .
C16 C 0.73291(12) 0.1643(4) 0.6465(3) 0.0554(10) Uani 1 1 d . . .
C17 C 0.77219(13) 0.1478(6) 0.6158(4) 0.0740(13) Uani 1 1 d . . .
H17 H 0.7959 0.2019 0.6477 0.089 Uiso 1 1 calc R . .
C18 C 0.77582(14) 0.0530(6) 0.5397(4) 0.0780(14) Uani 1 1 d . . .
H18 H 0.8023 0.0408 0.5189 0.094 Uiso 1 1 calc R . .
C19 C 0.74186(15) -0.0247(5) 0.4930(4) 0.0731(13) Uani 1 1 d . . .
H19 H 0.7449 -0.0890 0.4395 0.088 Uiso 1 1 calc R . .
C20 C 0.70333(12) -0.0105(5) 0.5229(3) 0.0560(10) Uani 1 1 d . . .
H20 H 0.6801 -0.0657 0.4900 0.067 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 C16 1.847(5) . ?
C1 N1 1.330(5) . ?
C1 C2 1.355(6) . ?
C1 S1 1.701(5) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
S1 C4 1.712(4) . ?
C2 C3 1.417(5) . ?
C2 C5 1.426(6) . ?
O2 C5 1.197(5) . ?
C3 C4 1.325(5) . ?
C3 C8 1.465(6) . ?
O3 C5 1.286(6) . ?
O3 C6 1.430(6) . ?
C4 C15 1.460(5) . ?
O4 C8 1.183(5) . ?
C6 C7 1.350(10) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.438(6) . ?
C9 C10 1.346(7) . ?
C9 C14 1.410(6) . ?
C10 C11 1.373(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.325(13) . ?
C11 H11 0.9300 . ?
C12 C13 1.310(13) . ?
C12 H12 0.9300 . ?
C13 C14 1.342(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.356(5) . ?
C15 C20 1.386(6) . ?
C16 C17 1.378(7) . ?
C17 C18 1.337(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.339(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.349(6) . ?
C19 H19 0.9300 . ?
C20 H20 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
N1 C1 C2 127.2(4) . . ?
N1 C1 S1 121.5(3) . . ?
C2 C1 S1 111.4(3) . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C1 S1 C4 92.14(19) . . ?
C1 C2 C3 111.5(3) . . ?
C1 C2 C5 121.4(3) . . ?
C3 C2 C5 126.6(4) . . ?
C4 C3 C2 114.2(3) . . ?
C4 C3 C8 121.5(3) . . ?
C2 C3 C8 124.0(3) . . ?
C5 O3 C6 116.7(4) . . ?
C3 C4 C15 130.0(3) . . ?
C3 C4 S1 110.7(3) . . ?
C15 C4 S1 119.2(3) . . ?
O2 C5 O3 121.9(4) . . ?
O2 C5 C2 125.3(5) . . ?
O3 C5 C2 112.8(3) . . ?
C7 C6 O3 108.7(6) . . ?
C7 C6 H6A 110.0 . . ?
O3 C6 H6A 110.0 . . ?
C7 C6 H6B 110.0 . . ?
O3 C6 H6B 110.0 . . ?
H6A C6 H6B 108.3 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O4 C8 C9 120.2(4) . . ?
O4 C8 C3 120.5(4) . . ?
C9 C8 C3 119.2(3) . . ?
C10 C9 C14 118.2(5) . . ?
C10 C9 C8 121.1(5) . . ?
C14 C9 C8 120.6(4) . . ?
C9 C10 C11 119.7(7) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 120.8(8) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C11 120.3(7) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 122.3(8) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C13 C14 C9 118.6(6) . . ?
C13 C14 H14 120.7 . . ?
C9 C14 H14 120.7 . . ?
C16 C15 C20 117.2(3) . . ?
C16 C15 C4 124.2(3) . . ?
C20 C15 C4 118.6(3) . . ?
C15 C16 C17 121.5(4) . . ?
C15 C16 Br1 120.5(3) . . ?
C17 C16 Br1 118.0(3) . . ?
C18 C17 C16 119.1(4) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C17 C18 C19 120.8(4) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C20 120.6(5) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C15 120.7(4) . . ?
C19 C20 H20 119.7 . . ?
C15 C20 H20 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.095
####################################################################### 
# 
# 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_001_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1526985'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2017-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '	C20 H15 Cl2 N O3 S'
_chemical_formula_sum            '	C20 H15 Cl2 N O3 S'
_chemical_formula_weight         420.29

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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1715(6)
_cell_length_b                   9.5381(7)
_cell_length_c                   13.8371(10)
_cell_angle_alpha                74.718(2)
_cell_angle_beta                 78.453(2)
_cell_angle_gamma                70.740(2)
_cell_volume                     974.49(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296
_cell_measurement_reflns_used    9119
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.55

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             432
_exptl_absorpt_coefficient_mu    0.461
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         '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            12313
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.54
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3447
_reflns_number_gt                3066
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0802P)²+0.5483P] 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         3414
_refine_ls_number_parameters     245
_refine_ls_number_restraints     438
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1437
_refine_ls_wR_factor_gt          0.1309
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.135
_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
S1 S 0.39581(7) 0.69905(7) 1.08638(5) 0.0362(2) Uani 1 1 d . . .
Cl2 Cl 0.79398(14) 1.28829(10) 0.52327(6) 0.0739(3) Uani 1 1 d . . .
Cl1 Cl 0.91347(17) 0.56789(13) 1.33999(8) 0.0932(4) Uani 1 1 d . . .
O1 O 0.9094(2) 0.6393(2) 0.87267(14) 0.0461(5) Uani 1 1 d . . .
C5 C 0.7765(3) 0.7449(3) 0.85714(18) 0.0328(5) Uani 1 1 d U . .
C6 C 0.7793(3) 0.8822(3) 0.77634(18) 0.0335(5) Uani 1 1 d U . .
O2 O 0.3224(3) 0.6753(2) 0.77383(16) 0.0521(5) Uani 1 1 d . . .
C18 C 0.4509(3) 0.6902(3) 0.7963(2) 0.0382(5) Uani 1 1 d U . .
C3 C 0.6103(3) 0.7344(3) 0.92455(18) 0.0307(5) Uani 1 1 d U . .
C12 C 0.7066(3) 0.7619(3) 1.08249(18) 0.0312(5) Uani 1 1 d U . .
C2 C 0.4653(3) 0.7073(3) 0.89518(18) 0.0322(5) Uani 1 1 d U . .
N1 N 0.1888(3) 0.6541(3) 0.97691(18) 0.0440(5) Uani 1 1 d . . .
H1A H 0.1606 0.6489 0.9216 0.053 Uiso 1 1 calc R . .
H1B H 0.1207 0.6409 1.0324 0.053 Uiso 1 1 calc R . .
C13 C 0.7650(3) 0.8911(3) 1.04942(19) 0.0376(5) Uani 1 1 d U . .
H13 H 0.7350 0.9581 0.9890 0.045 Uiso 1 1 calc R . .
O3 O 0.5979(3) 0.6873(3) 0.73260(16) 0.0628(6) Uani 1 1 d . . .
C17 C 0.7539(3) 0.6625(3) 1.17260(19) 0.0387(6) Uani 1 1 d U . .
H17 H 0.7169 0.5758 1.1958 0.046 Uiso 1 1 calc R . .
C1 C 0.3401(3) 0.6831(3) 0.97660(19) 0.0337(5) Uani 1 1 d U . .
C11 C 0.9324(3) 0.8853(3) 0.7112(2) 0.0418(6) Uani 1 1 d U . .
H11 H 1.0321 0.8026 0.7196 0.050 Uiso 1 1 calc R . .
C7 C 0.6316(3) 1.0069(3) 0.7631(2) 0.0422(6) Uani 1 1 d U . .
H7 H 0.5290 1.0060 0.8066 0.051 Uiso 1 1 calc R . .
C14 C 0.8669(4) 0.9196(3) 1.1061(2) 0.0449(6) Uani 1 1 d U . .
H14 H 0.9042 1.0062 1.0838 0.054 Uiso 1 1 calc R . .
C9 C 0.7889(4) 1.1324(3) 0.6220(2) 0.0460(6) Uani 1 1 d U . .
C10 C 0.9372(4) 1.0107(3) 0.6340(2) 0.0480(6) Uani 1 1 d U . .
H10 H 1.0396 1.0127 0.5907 0.058 Uiso 1 1 calc R . .
C4 C 0.5918(3) 0.7340(3) 1.02438(18) 0.0325(5) Uani 1 1 d U . .
C8 C 0.6359(4) 1.1325(3) 0.6857(2) 0.0493(7) Uani 1 1 d U . .
H8 H 0.5368 1.2158 0.6770 0.059 Uiso 1 1 calc R . .
C16 C 0.8564(4) 0.6939(3) 1.2273(2) 0.0460(6) Uani 1 1 d U . .
C15 C 0.9141(4) 0.8209(3) 1.1955(2) 0.0495(7) Uani 1 1 d U . .
H15 H 0.9834 0.8397 1.2335 0.059 Uiso 1 1 calc R . .
C19 C 0.5974(6) 0.6735(6) 0.6305(3) 0.0845(12) Uani 1 1 d U . .
H19A H 0.6841 0.5800 0.6182 0.101 Uiso 1 1 calc R . .
H19B H 0.4840 0.6673 0.6242 0.101 Uiso 1 1 calc R . .
C20 C 0.6322(14) 0.7924(9) 0.5598(4) 0.169(3) Uani 1 1 d U . .
H20A H 0.7453 0.7979 0.5650 0.254 Uiso 1 1 calc R . .
H20B H 0.5452 0.8850 0.5707 0.254 Uiso 1 1 calc R . .
H20C H 0.6308 0.7785 0.4938 0.254 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
S1 C1 1.727(3) . ?
S1 C4 1.750(2) . ?
Cl2 C9 1.739(3) . ?
Cl1 C16 1.740(3) . ?
O1 C5 1.224(3) . ?
C5 C6 1.484(3) . ?
C5 C3 1.502(3) . ?
C6 C7 1.390(4) . ?
C6 C11 1.392(3) . ?
O2 C18 1.213(3) . ?
C18 O3 1.337(3) . ?
C18 C2 1.452(3) . ?
C3 C4 1.358(3) . ?
C3 C2 1.444(3) . ?
C12 C17 1.390(3) . ?
C12 C13 1.399(3) . ?
C12 C4 1.475(3) . ?
C2 C1 1.388(3) . ?
N1 C1 1.352(3) . ?
C13 C14 1.381(4) . ?
O3 C19 1.454(4) . ?
C17 C16 1.379(4) . ?
C11 C10 1.383(4) . ?
C7 C8 1.385(4) . ?
C14 C15 1.379(4) . ?
C9 C10 1.376(4) . ?
C9 C8 1.379(4) . ?
C16 C15 1.377(4) . ?
C19 C20 1.357(7) . ?

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 S1 C4 92.18(11) . . ?
O1 C5 C6 121.3(2) . . ?
O1 C5 C3 118.2(2) . . ?
C6 C5 C3 120.5(2) . . ?
C7 C6 C11 119.1(2) . . ?
C7 C6 C5 121.5(2) . . ?
C11 C6 C5 119.3(2) . . ?
O2 C18 O3 123.0(2) . . ?
O2 C18 C2 124.3(2) . . ?
O3 C18 C2 112.6(2) . . ?
C4 C3 C2 113.3(2) . . ?
C4 C3 C5 121.3(2) . . ?
C2 C3 C5 125.1(2) . . ?
C17 C12 C13 119.0(2) . . ?
C17 C12 C4 120.4(2) . . ?
C13 C12 C4 120.6(2) . . ?
C1 C2 C3 112.1(2) . . ?
C1 C2 C18 120.8(2) . . ?
C3 C2 C18 126.8(2) . . ?
C14 C13 C12 120.3(2) . . ?
C18 O3 C19 117.4(2) . . ?
C16 C17 C12 119.3(2) . . ?
N1 C1 C2 128.1(2) . . ?
N1 C1 S1 120.6(2) . . ?
C2 C1 S1 111.25(17) . . ?
C10 C11 C6 120.4(2) . . ?
C8 C7 C6 120.6(2) . . ?
C15 C14 C13 120.7(3) . . ?
C10 C9 C8 121.4(3) . . ?
C10 C9 Cl2 119.3(2) . . ?
C8 C9 Cl2 119.3(2) . . ?
C9 C10 C11 119.4(2) . . ?
C3 C4 C12 129.9(2) . . ?
C3 C4 S1 111.10(17) . . ?
C12 C4 S1 119.00(17) . . ?
C9 C8 C7 119.1(3) . . ?
C15 C16 C17 122.1(3) . . ?
C15 C16 Cl1 119.5(2) . . ?
C17 C16 Cl1 118.4(2) . . ?
C16 C15 C14 118.5(3) . . ?
C20 C19 O3 112.3(4) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.096
