# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1524100'
_audit_update_record             
;
2016-12-22 deposited with the CCDC.
2017-08-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H18 F N O4 S'
_chemical_formula_weight         411.43

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'
F F 0.0171 0.0103 '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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.816(3)
_cell_length_b                   10.298(3)
_cell_length_c                   11.204(3)
_cell_angle_alpha                110.604(3)
_cell_angle_beta                 104.269(4)
_cell_angle_gamma                103.444(5)
_cell_volume                     961.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3384
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             428
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9597
_exptl_absorpt_correction_T_max  0.9755
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 5.814
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10581
_diffrn_reflns_av_R_equivalents  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         27.52
_reflns_number_total             4260
_reflns_number_gt                3871
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'

_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)+(0.0512P)²+0.2596P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4260
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0888
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 0.28401(3) 0.72055(3) 0.59621(3) 0.01870(9) Uani 1 1 d . . .
F1 F 0.54002(9) 0.26679(9) 0.77350(9) 0.03341(19) Uani 1 1 d . . .
O1 O 0.19685(10) 0.78761(10) 0.53187(9) 0.0264(2) Uani 1 1 d . . .
O2 O 0.23829(10) 0.56206(9) 0.53947(9) 0.02449(19) Uani 1 1 d . . .
O3 O 0.33488(11) 1.02336(9) 0.80988(10) 0.0278(2) Uani 1 1 d . . .
O4 O -0.08908(11) 0.67893(13) 1.00422(11) 0.0393(3) Uani 1 1 d . . .
N1 N 0.28529(11) 0.77338(10) 0.75696(10) 0.0176(2) Uani 1 1 d . . .
C1 C 0.47200(13) 0.79403(13) 0.61328(11) 0.0188(2) Uani 1 1 d . . .
C2 C 0.55991(15) 0.70489(14) 0.60802(12) 0.0232(2) Uani 1 1 d . . .
H2 H 0.5212 0.6082 0.6018 0.028 Uiso 1 1 calc R . .
C3 C 0.70522(15) 0.76017(15) 0.61203(13) 0.0273(3) Uani 1 1 d . . .
H3 H 0.7657 0.7001 0.6078 0.033 Uiso 1 1 calc R . .
C4 C 0.76365(15) 0.90233(15) 0.62219(12) 0.0258(3) Uani 1 1 d . . .
C5 C 0.67250(14) 0.98877(14) 0.62647(12) 0.0231(2) Uani 1 1 d . . .
H5 H 0.7107 1.0851 0.6318 0.028 Uiso 1 1 calc R . .
C6 C 0.52717(14) 0.93634(13) 0.62311(12) 0.0204(2) Uani 1 1 d . . .
H6 H 0.4665 0.9964 0.6274 0.024 Uiso 1 1 calc R . .
C7 C 0.92300(17) 0.9646(2) 0.63127(17) 0.0400(4) Uani 1 1 d . . .
H7A H 0.9269 1.0253 0.5808 0.060 Uiso 1 1 calc R . .
H7B H 0.9574 0.8830 0.5916 0.060 Uiso 1 1 calc R . .
H7C H 0.9881 1.0259 0.7273 0.060 Uiso 1 1 calc R . .
C8 C 0.29715(13) 0.91897(13) 0.83593(12) 0.0197(2) Uani 1 1 d . . .
C9 C 0.25642(13) 0.91648(12) 0.95496(12) 0.0193(2) Uani 1 1 d . . .
C10 C 0.21226(15) 1.02024(14) 1.02657(13) 0.0259(3) Uani 1 1 d . . .
H10A H 0.2059 1.0989 1.0025 0.031 Uiso 1 1 calc R . .
H10B H 0.1870 1.0159 1.1020 0.031 Uiso 1 1 calc R . .
C11 C 0.26635(13) 0.77595(12) 0.96401(11) 0.0176(2) Uani 1 1 d . . .
H11 H 0.3730 0.7955 1.0169 0.021 Uiso 1 1 calc R . .
C12 C 0.16669(13) 0.71173(13) 1.02929(12) 0.0215(2) Uani 1 1 d . . .
H12A H 0.1888 0.6251 1.0364 0.026 Uiso 1 1 calc R . .
H12B H 0.1905 0.7870 1.1230 0.026 Uiso 1 1 calc R . .
C13 C 0.00259(14) 0.66465(14) 0.94880(13) 0.0239(3) Uani 1 1 d . . .
C14 C -0.04156(13) 0.59604(13) 0.79879(13) 0.0224(2) Uani 1 1 d . . .
H14 H -0.1453 0.5525 0.7437 0.027 Uiso 1 1 calc R . .
C15 C 0.05923(13) 0.59299(12) 0.73766(12) 0.0189(2) Uani 1 1 d . . .
H15 H 0.0231 0.5415 0.6408 0.023 Uiso 1 1 calc R . .
C16 C 0.22764(12) 0.66630(12) 0.81277(11) 0.0164(2) Uani 1 1 d . . .
C17 C 0.30887(13) 0.55555(12) 0.80322(11) 0.0173(2) Uani 1 1 d . . .
C18 C 0.46551(13) 0.60862(13) 0.85328(13) 0.0218(2) Uani 1 1 d . . .
H18 H 0.5190 0.7123 0.8935 0.026 Uiso 1 1 calc R . .
C19 C 0.54445(14) 0.51183(14) 0.84515(13) 0.0244(3) Uani 1 1 d . . .
H19 H 0.6511 0.5476 0.8791 0.029 Uiso 1 1 calc R . .
C20 C 0.46261(14) 0.36195(14) 0.78606(13) 0.0234(3) Uani 1 1 d . . .
C21 C 0.30862(14) 0.30483(13) 0.73977(13) 0.0242(3) Uani 1 1 d . . .
H21 H 0.2564 0.2013 0.7031 0.029 Uiso 1 1 calc R . .
C22 C 0.23120(13) 0.40371(13) 0.74825(12) 0.0209(2) Uani 1 1 d . . .
H22 H 0.1246 0.3671 0.7162 0.025 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 O1 1.4316(9) . ?
S1 O2 1.4345(10) . ?
S1 N1 1.6840(11) . ?
S1 C1 1.7576(13) . ?
F1 C20 1.3635(13) . ?
O3 C8 1.2112(15) . ?
O4 C13 1.2205(16) . ?
N1 C8 1.4066(15) . ?
N1 C16 1.5155(14) . ?
C1 C6 1.3931(16) . ?
C1 C2 1.3950(16) . ?
C2 C3 1.3904(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3988(18) . ?
C4 C7 1.5091(19) . ?
C5 C6 1.3889(18) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.4903(16) . ?
C9 C10 1.3254(17) . ?
C9 C11 1.5092(16) . ?
C10 H10A 0.9500 . ?
C10 H10B 0.9500 . ?
C11 C12 1.5237(16) . ?
C11 C16 1.5579(16) . ?
C11 H11 1.0000 . ?
C12 C13 1.5020(18) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.4746(18) . ?
C14 C15 1.3349(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.5158(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.5253(15) . ?
C17 C22 1.3935(16) . ?
C17 C18 1.3949(17) . ?
C18 C19 1.3900(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.3813(18) . ?
C19 H19 0.9500 . ?
C20 C21 1.3730(19) . ?
C21 C22 1.3965(16) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?

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
O1 S1 O2 119.48(6) . . ?
O1 S1 N1 108.00(5) . . ?
O2 S1 N1 104.86(5) . . ?
O1 S1 C1 109.17(6) . . ?
O2 S1 C1 108.89(5) . . ?
N1 S1 C1 105.53(5) . . ?
C8 N1 C16 112.62(9) . . ?
C8 N1 S1 120.93(8) . . ?
C16 N1 S1 123.88(7) . . ?
C6 C1 C2 121.40(11) . . ?
C6 C1 S1 119.39(9) . . ?
C2 C1 S1 119.09(9) . . ?
C3 C2 C1 118.76(12) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 121.14(11) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.78(12) . . ?
C3 C4 C7 121.29(12) . . ?
C5 C4 C7 119.92(13) . . ?
C6 C5 C4 121.19(12) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C1 118.72(11) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 N1 125.33(11) . . ?
O3 C8 C9 128.36(11) . . ?
N1 C8 C9 106.30(9) . . ?
C10 C9 C8 121.77(11) . . ?
C10 C9 C11 131.10(11) . . ?
C8 C9 C11 106.99(9) . . ?
C9 C10 H10A 120.0 . . ?
C9 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?
C9 C11 C12 116.46(10) . . ?
C9 C11 C16 103.54(9) . . ?
C12 C11 C16 111.76(9) . . ?
C9 C11 H11 108.3 . . ?
C12 C11 H11 108.3 . . ?
C16 C11 H11 108.3 . . ?
C13 C12 C11 112.25(10) . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
O4 C13 C14 122.07(12) . . ?
O4 C13 C12 121.98(12) . . ?
C14 C13 C12 115.92(10) . . ?
C15 C14 C13 122.29(11) . . ?
C15 C14 H14 118.9 . . ?
C13 C14 H14 118.9 . . ?
C14 C15 C16 124.25(11) . . ?
C14 C15 H15 117.9 . . ?
C16 C15 H15 117.9 . . ?
N1 C16 C15 107.62(9) . . ?
N1 C16 C17 111.99(9) . . ?
C15 C16 C17 113.17(9) . . ?
N1 C16 C11 100.55(9) . . ?
C15 C16 C11 111.15(9) . . ?
C17 C16 C11 111.61(9) . . ?
C22 C17 C18 119.27(10) . . ?
C22 C17 C16 121.92(10) . . ?
C18 C17 C16 118.80(10) . . ?
C19 C18 C17 120.88(11) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 117.78(11) . . ?
C20 C19 H19 121.1 . . ?
C18 C19 H19 121.1 . . ?
F1 C20 C21 118.84(11) . . ?
F1 C20 C19 117.72(11) . . ?
C21 C20 C19 123.44(11) . . ?
C20 C21 C22 117.93(11) . . ?
C20 C21 H21 121.0 . . ?
C22 C21 H21 121.0 . . ?
C17 C22 C21 120.63(11) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?

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
O1 S1 N1 C8 -39.39(11) . . . . ?
O2 S1 N1 C8 -167.82(9) . . . . ?
C1 S1 N1 C8 77.26(10) . . . . ?
O1 S1 N1 C16 121.04(9) . . . . ?
O2 S1 N1 C16 -7.39(10) . . . . ?
C1 S1 N1 C16 -122.31(9) . . . . ?
O1 S1 C1 C6 27.23(11) . . . . ?
O2 S1 C1 C6 159.26(9) . . . . ?
N1 S1 C1 C6 -88.63(10) . . . . ?
O1 S1 C1 C2 -148.77(10) . . . . ?
O2 S1 C1 C2 -16.74(11) . . . . ?
N1 S1 C1 C2 95.37(10) . . . . ?
C6 C1 C2 C3 -0.34(18) . . . . ?
S1 C1 C2 C3 175.58(9) . . . . ?
C1 C2 C3 C4 0.49(18) . . . . ?
C2 C3 C4 C5 -0.86(18) . . . . ?
C2 C3 C4 C7 177.95(12) . . . . ?
C3 C4 C5 C6 1.10(18) . . . . ?
C7 C4 C5 C6 -177.74(12) . . . . ?
C4 C5 C6 C1 -0.95(18) . . . . ?
C2 C1 C6 C5 0.56(17) . . . . ?
S1 C1 C6 C5 -175.34(9) . . . . ?
C16 N1 C8 O3 -177.05(11) . . . . ?
S1 N1 C8 O3 -14.58(17) . . . . ?
C16 N1 C8 C9 3.63(13) . . . . ?
S1 N1 C8 C9 166.10(8) . . . . ?
O3 C8 C9 C10 21.4(2) . . . . ?
N1 C8 C9 C10 -159.35(11) . . . . ?
O3 C8 C9 C11 -162.40(12) . . . . ?
N1 C8 C9 C11 16.90(12) . . . . ?
C10 C9 C11 C12 22.84(19) . . . . ?
C8 C9 C11 C12 -152.92(10) . . . . ?
C10 C9 C11 C16 145.92(13) . . . . ?
C8 C9 C11 C16 -29.84(12) . . . . ?
C9 C11 C12 C13 63.42(14) . . . . ?
C16 C11 C12 C13 -55.28(13) . . . . ?
C11 C12 C13 O4 -143.79(13) . . . . ?
C11 C12 C13 C14 38.00(15) . . . . ?
O4 C13 C14 C15 173.38(13) . . . . ?
C12 C13 C14 C15 -8.40(17) . . . . ?
C13 C14 C15 C16 -3.90(18) . . . . ?
C8 N1 C16 C15 94.90(11) . . . . ?
S1 N1 C16 C15 -66.96(11) . . . . ?
C8 N1 C16 C17 -140.10(10) . . . . ?
S1 N1 C16 C17 58.03(12) . . . . ?
C8 N1 C16 C11 -21.47(12) . . . . ?
S1 N1 C16 C11 176.66(7) . . . . ?
C14 C15 C16 N1 -122.92(12) . . . . ?
C14 C15 C16 C17 112.80(13) . . . . ?
C14 C15 C16 C11 -13.71(15) . . . . ?
C9 C11 C16 N1 29.99(10) . . . . ?
C12 C11 C16 N1 156.11(9) . . . . ?
C9 C11 C16 C15 -83.73(11) . . . . ?
C12 C11 C16 C15 42.39(12) . . . . ?
C9 C11 C16 C17 148.89(9) . . . . ?
C12 C11 C16 C17 -84.98(12) . . . . ?
N1 C16 C17 C22 -130.88(11) . . . . ?
C15 C16 C17 C22 -9.01(15) . . . . ?
C11 C16 C17 C22 117.26(12) . . . . ?
N1 C16 C17 C18 50.25(14) . . . . ?
C15 C16 C17 C18 172.12(10) . . . . ?
C11 C16 C17 C18 -61.61(13) . . . . ?
C22 C17 C18 C19 1.98(18) . . . . ?
C16 C17 C18 C19 -179.12(11) . . . . ?
C17 C18 C19 C20 -0.03(19) . . . . ?
C18 C19 C20 F1 177.60(11) . . . . ?
C18 C19 C20 C21 -2.36(19) . . . . ?
F1 C20 C21 C22 -177.32(11) . . . . ?
C19 C20 C21 C22 2.63(19) . . . . ?
C18 C17 C22 C21 -1.69(18) . . . . ?
C16 C17 C22 C21 179.44(11) . . . . ?
C20 C21 C22 C17 -0.53(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.043
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1524099'
_audit_update_record             
;
2016-12-22 deposited with the CCDC.
2017-08-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26.50 H28.50 Br N O4 S'
_chemical_formula_weight         536.97

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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.2619(7)
_cell_length_b                   12.0578(12)
_cell_length_c                   12.2736(10)
_cell_angle_alpha                86.934(5)
_cell_angle_beta                 75.930(5)
_cell_angle_gamma                83.499(6)
_cell_volume                     1177.96(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3243
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             555
_exptl_absorpt_coefficient_mu    1.868
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7063
_exptl_absorpt_correction_T_max  0.8069
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 5.814
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13415
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         27.51
_reflns_number_total             5216
_reflns_number_gt                4363
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'

_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)+(0.0658P)²+0.6920P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5216
_refine_ls_number_parameters     371
_refine_ls_number_restraints     216
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.1083
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.171
_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 -0.34391(4) 0.95395(2) 0.85745(3) 0.03324(12) Uani 1 1 d . . .
S1 S 0.23053(8) 0.36172(5) 0.61577(5) 0.01612(14) Uani 1 1 d . . .
O1 O -0.3815(2) 0.22409(16) 0.86346(18) 0.0283(4) Uani 1 1 d . . .
O2 O 0.2029(2) 0.54425(16) 0.85410(15) 0.0237(4) Uani 1 1 d . . .
O3 O 0.1440(2) 0.36769(15) 0.52727(14) 0.0231(4) Uani 1 1 d . . .
O4 O 0.4066(2) 0.37312(15) 0.58808(15) 0.0225(4) Uani 1 1 d . . .
N1 N 0.1414(2) 0.46276(16) 0.70650(16) 0.0137(4) Uani 1 1 d . . .
C1 C -0.0753(3) 0.6665(2) 0.7113(2) 0.0167(5) Uani 1 1 d . . .
H1 H -0.0031 0.6469 0.6407 0.020 Uiso 1 1 calc R . .
C2 C -0.1453(3) 0.7765(2) 0.7291(2) 0.0193(5) Uani 1 1 d . . .
H2 H -0.1212 0.8321 0.6713 0.023 Uiso 1 1 calc R . .
C3 C -0.2508(3) 0.8036(2) 0.8327(2) 0.0210(5) Uani 1 1 d . . .
C4 C -0.2886(3) 0.7235(2) 0.9182(2) 0.0214(5) Uani 1 1 d . . .
H4 H -0.3618 0.7435 0.9884 0.026 Uiso 1 1 calc R . .
C5 C -0.2179(3) 0.6137(2) 0.8996(2) 0.0185(5) Uani 1 1 d . . .
H5 H -0.2432 0.5583 0.9574 0.022 Uiso 1 1 calc R . .
C6 C -0.1101(3) 0.58462(19) 0.79633(19) 0.0145(5) Uani 1 1 d . . .
C7 C -0.0409(3) 0.46192(19) 0.77047(19) 0.0139(4) Uani 1 1 d . . .
C8 C -0.1461(3) 0.4291(2) 0.6948(2) 0.0158(5) Uani 1 1 d . . .
H8 H -0.1319 0.4626 0.6217 0.019 Uiso 1 1 calc R . .
C9 C -0.2582(3) 0.3548(2) 0.7263(2) 0.0193(5) Uani 1 1 d . . .
H9 H -0.3282 0.3428 0.6780 0.023 Uiso 1 1 calc R . .
C10 C -0.2769(3) 0.2912(2) 0.8338(2) 0.0201(5) Uani 1 1 d . . .
C11 C -0.1648(3) 0.3133(2) 0.9048(2) 0.0190(5) Uani 1 1 d . . .
H11 H -0.1700 0.2717 0.9733 0.023 Uiso 1 1 calc R . .
C12 C -0.0561(3) 0.3897(2) 0.87621(19) 0.0163(5) Uani 1 1 d . . .
H12 H 0.0150 0.3992 0.9246 0.020 Uiso 1 1 calc R . .
C13 C 0.2428(3) 0.5270(2) 0.7547(2) 0.0167(5) Uani 1 1 d . . .
C14 C 0.3809(3) 0.5791(2) 0.6752(2) 0.0206(5) Uani 1 1 d . . .
H14 H 0.3950 0.5735 0.5965 0.025 Uiso 1 1 calc R . .
C15 C 0.4839(4) 0.6333(3) 0.7144(3) 0.0324(7) Uani 1 1 d . . .
H15A H 0.4696 0.6388 0.7931 0.039 Uiso 1 1 calc R . .
H15B H 0.5724 0.6667 0.6638 0.039 Uiso 1 1 calc R . .
C16 C 0.1970(3) 0.2357(2) 0.6924(2) 0.0174(5) Uani 1 1 d . . .
C17 C 0.2821(3) 0.2091(2) 0.7766(2) 0.0211(5) Uani 1 1 d . . .
H17 H 0.3533 0.2591 0.7932 0.025 Uiso 1 1 calc R . .
C18 C 0.2615(4) 0.1089(2) 0.8356(2) 0.0250(6) Uani 1 1 d . . .
H18 H 0.3184 0.0906 0.8938 0.030 Uiso 1 1 calc R . .
C19 C 0.1586(4) 0.0339(2) 0.8115(2) 0.0243(6) Uani 1 1 d . . .
C20 C 0.0744(4) 0.0630(2) 0.7267(2) 0.0249(6) Uani 1 1 d . . .
H20 H 0.0032 0.0132 0.7097 0.030 Uiso 1 1 calc R . .
C21 C 0.0933(3) 0.1638(2) 0.6666(2) 0.0211(5) Uani 1 1 d . . .
H21 H 0.0358 0.1829 0.6089 0.025 Uiso 1 1 calc R . .
C22 C 0.1422(4) -0.0764(2) 0.8746(3) 0.0352(7) Uani 1 1 d . . .
H22A H 0.1868 -0.1373 0.8223 0.053 Uiso 1 1 calc R . .
H22B H 0.0236 -0.0832 0.9095 0.053 Uiso 1 1 calc R . .
H22C H 0.2054 -0.0804 0.9329 0.053 Uiso 1 1 calc R . .
C23 C 0.2415(17) 0.0219(11) 0.4336(12) 0.037(3) Uani 0.25 1 d PDU A 1
C24 C 0.369(2) -0.0420(13) 0.4822(16) 0.059(3) Uani 0.25 1 d PDU . 1
C25 C 0.523(3) -0.0003(18) 0.502(3) 0.054(3) Uani 0.25 1 d PDU . 1
C26 C 0.559(2) 0.1174(15) 0.465(2) 0.081(3) Uani 0.25 1 d PDU . 1
C27 C 0.720(3) 0.1590(19) 0.4716(18) 0.072(3) Uani 0.25 1 d PDU . 1
C28 C 0.815(4) 0.216(3) 0.360(2) 0.148(8) Uani 0.25 1 d PDU B 1
C23' C 0.1706(12) 0.0036(8) 0.4384(9) 0.065(2) Uani 0.50 1 d PDU C 2
C24' C 0.2928(11) -0.0693(7) 0.4784(8) 0.065(2) Uani 0.50 1 d PDU . 2
C25' C 0.4474(11) -0.0241(6) 0.4908(9) 0.0456(18) Uani 0.50 1 d PDU . 2
C26' C 0.4882(13) 0.0912(7) 0.4419(9) 0.075(2) Uani 0.50 1 d PDU . 2
C27' C 0.6266(15) 0.1216(9) 0.4983(10) 0.079(2) Uani 0.50 1 d PDU . 2
C28' C 0.7551(18) 0.1862(15) 0.4657(15) 0.114(3) Uani 0.50 1 d PDU . 2


_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 C3 1.898(2) . ?
S1 O4 1.4318(19) . ?
S1 O3 1.4332(19) . ?
S1 N1 1.676(2) . ?
S1 C16 1.756(2) . ?
O1 C10 1.228(3) . ?
O2 C13 1.207(3) . ?
N1 C13 1.445(3) . ?
N1 C7 1.521(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.398(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.387(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(4) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.397(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.545(3) . ?
C7 C12 1.511(3) . ?
C7 C8 1.512(3) . ?
C8 C9 1.336(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.474(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.471(4) . ?
C11 C12 1.334(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.484(3) . ?
C14 C15 1.319(4) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9500 . ?
C15 H15B 0.9500 . ?
C16 C21 1.384(4) . ?
C16 C17 1.390(4) . ?
C17 C18 1.381(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.398(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.396(4) . ?
C19 C22 1.505(4) . ?
C20 C21 1.391(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.460(10) . ?
C24 C25 1.14(3) 2_656 ?
C24 C26 1.26(2) 2_656 ?
C24 C25 1.499(9) . ?
C24 C27 1.67(3) 2_656 ?
C25 C25 0.40(3) 2_656 ?
C25 C24 1.14(3) 2_656 ?
C25 C26 1.504(10) . ?
C25 C26 1.63(3) 2_656 ?
C26 C24 1.26(2) 2_656 ?
C26 C27 1.497(10) . ?
C26 C25 1.62(3) 2_656 ?
C27 C28 1.567(11) . ?
C27 C24 1.67(3) 2_656 ?
C23' C24' 1.424(9) . ?
C24' C27' 0.949(14) 2_656 ?
C24' C25' 1.488(8) . ?
C24' C28' 1.583(18) 2_656 ?
C25' C25' 1.169(15) 2_656 ?
C25' C26' 1.290(13) 2_656 ?
C25' C27' 1.371(13) 2_656 ?
C25' C26' 1.524(8) . ?
C26' C25' 1.290(13) 2_656 ?
C26' C27' 1.558(9) . ?
C27' C24' 0.949(14) 2_656 ?
C27' C28' 1.357(9) . ?
C27' C25' 1.371(13) 2_656 ?
C28' C24' 1.583(18) 2_656 ?

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 S1 O3 119.00(11) . . ?
O4 S1 N1 105.76(10) . . ?
O3 S1 N1 108.59(11) . . ?
O4 S1 C16 108.46(12) . . ?
O3 S1 C16 108.76(12) . . ?
N1 S1 C16 105.45(11) . . ?
C13 N1 C7 116.00(18) . . ?
C13 N1 S1 120.84(16) . . ?
C7 N1 S1 119.78(15) . . ?
C2 C1 C6 120.7(2) . . ?
C2 C1 H1 119.7 . . ?
C6 C1 H1 119.7 . . ?
C3 C2 C1 118.9(2) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 121.5(2) . . ?
C2 C3 Br1 118.8(2) . . ?
C4 C3 Br1 119.63(19) . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 119.4(2) . . ?
C5 C6 C7 121.3(2) . . ?
C1 C6 C7 119.1(2) . . ?
C12 C7 C8 112.9(2) . . ?
C12 C7 N1 111.15(19) . . ?
C8 C7 N1 110.64(18) . . ?
C12 C7 C6 111.91(19) . . ?
C8 C7 C6 102.92(18) . . ?
N1 C7 C6 106.82(18) . . ?
C9 C8 C7 122.8(2) . . ?
C9 C8 H8 118.6 . . ?
C7 C8 H8 118.6 . . ?
C8 C9 C10 122.1(2) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
O1 C10 C11 121.5(2) . . ?
O1 C10 C9 122.1(2) . . ?
C11 C10 C9 116.4(2) . . ?
C12 C11 C10 122.2(2) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C7 123.0(2) . . ?
C11 C12 H12 118.5 . . ?
C7 C12 H12 118.5 . . ?
O2 C13 N1 119.4(2) . . ?
O2 C13 C14 123.4(2) . . ?
N1 C13 C14 116.9(2) . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 H15A 120.0 . . ?
C14 C15 H15B 120.0 . . ?
H15A C15 H15B 120.0 . . ?
C21 C16 C17 121.4(2) . . ?
C21 C16 S1 120.69(19) . . ?
C17 C16 S1 117.92(19) . . ?
C18 C17 C16 118.9(2) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 121.4(3) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C18 118.4(2) . . ?
C20 C19 C22 121.1(3) . . ?
C18 C19 C22 120.4(3) . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C16 C21 C20 119.0(2) . . ?
C16 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C24 C26 77.4(14) 2_656 2_656 ?
C25 C24 C23 120.1(18) 2_656 . ?
C26 C24 C23 161.3(18) 2_656 . ?
C25 C24 C25 7(2) 2_656 . ?
C26 C24 C25 71.5(15) 2_656 . ?
C23 C24 C25 126.5(10) . . ?
C25 C24 C27 135.7(18) 2_656 2_656 ?
C26 C24 C27 59.3(12) 2_656 2_656 ?
C23 C24 C27 102.2(13) . 2_656 ?
C25 C24 C27 130.5(12) . 2_656 ?
C25 C25 C24 152(9) 2_656 2_656 ?
C25 C25 C24 21(7) 2_656 . ?
C24 C25 C24 173(2) 2_656 . ?
C25 C25 C26 101(5) 2_656 . ?
C24 C25 C26 55.1(12) 2_656 . ?
C24 C25 C26 118.8(10) . . ?
C25 C25 C26 65(5) 2_656 2_656 ?
C24 C25 C26 138(2) 2_656 2_656 ?
C24 C25 C26 47.5(9) . 2_656 ?
C26 C25 C26 166.0(11) . 2_656 ?
C24 C26 C27 74.1(15) 2_656 . ?
C24 C26 C25 47.5(13) 2_656 . ?
C27 C26 C25 120.9(12) . . ?
C24 C26 C25 61.0(13) 2_656 2_656 ?
C27 C26 C25 134.8(15) . 2_656 ?
C25 C26 C25 14.0(11) . 2_656 ?
C26 C27 C28 114.5(11) . . ?
C26 C27 C24 46.5(9) . 2_656 ?
C28 C27 C24 140.5(19) . 2_656 ?
C27' C24' C23' 176.1(13) 2_656 . ?
C27' C24' C25' 64.1(9) 2_656 . ?
C23' C24' C25' 118.7(7) . . ?
C27' C24' C28' 58.6(9) 2_656 2_656 ?
C23' C24' C28' 119.4(9) . 2_656 ?
C25' C24' C28' 120.4(8) . 2_656 ?
C25' C25' C26' 76.4(9) 2_656 2_656 ?
C25' C25' C27' 147.7(11) 2_656 2_656 ?
C26' C25' C27' 71.6(7) 2_656 2_656 ?
C25' C25' C24' 169.9(14) 2_656 . ?
C26' C25' C24' 107.4(7) 2_656 . ?
C27' C25' C24' 38.5(6) 2_656 . ?
C25' C25' C26' 55.4(7) 2_656 . ?
C26' C25' C26' 131.8(7) 2_656 . ?
C27' C25' C26' 156.3(8) 2_656 . ?
C24' C25' C26' 120.2(6) . . ?
C25' C26' C25' 48.2(7) 2_656 . ?
C25' C26' C27' 56.6(7) 2_656 . ?
C25' C26' C27' 104.7(7) . . ?
C24' C27' C28' 84.7(13) 2_656 . ?
C24' C27' C25' 77.4(9) 2_656 2_656 ?
C28' C27' C25' 155.1(14) . 2_656 ?
C24' C27' C26' 125.0(11) 2_656 . ?
C28' C27' C26' 133.5(10) . . ?
C25' C27' C26' 51.8(6) 2_656 . ?
C27' C28' C24' 36.7(7) . 2_656 ?

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 S1 N1 C13 -10.1(2) . . . . ?
O3 S1 N1 C13 -138.88(18) . . . . ?
C16 S1 N1 C13 104.69(19) . . . . ?
O4 S1 N1 C7 -168.51(16) . . . . ?
O3 S1 N1 C7 62.71(19) . . . . ?
C16 S1 N1 C7 -53.72(19) . . . . ?
C6 C1 C2 C3 -0.2(4) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C1 C2 C3 Br1 179.21(19) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
Br1 C3 C4 C5 -179.2(2) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C1 -0.7(4) . . . . ?
C4 C5 C6 C7 -175.3(2) . . . . ?
C2 C1 C6 C5 0.8(4) . . . . ?
C2 C1 C6 C7 175.4(2) . . . . ?
C13 N1 C7 C12 -73.8(2) . . . . ?
S1 N1 C7 C12 85.7(2) . . . . ?
C13 N1 C7 C8 159.90(19) . . . . ?
S1 N1 C7 C8 -40.7(2) . . . . ?
C13 N1 C7 C6 48.6(2) . . . . ?
S1 N1 C7 C6 -151.99(15) . . . . ?
C5 C6 C7 C12 -18.3(3) . . . . ?
C1 C6 C7 C12 167.1(2) . . . . ?
C5 C6 C7 C8 103.2(2) . . . . ?
C1 C6 C7 C8 -71.3(3) . . . . ?
C5 C6 C7 N1 -140.2(2) . . . . ?
C1 C6 C7 N1 45.3(3) . . . . ?
C12 C7 C8 C9 9.0(3) . . . . ?
N1 C7 C8 C9 134.4(2) . . . . ?
C6 C7 C8 C9 -111.8(3) . . . . ?
C7 C8 C9 C10 -5.9(4) . . . . ?
C8 C9 C10 O1 179.0(2) . . . . ?
C8 C9 C10 C11 -0.2(4) . . . . ?
O1 C10 C11 C12 -176.7(2) . . . . ?
C9 C10 C11 C12 2.4(4) . . . . ?
C10 C11 C12 C7 1.4(4) . . . . ?
C8 C7 C12 C11 -6.8(3) . . . . ?
N1 C7 C12 C11 -131.8(2) . . . . ?
C6 C7 C12 C11 108.8(3) . . . . ?
C7 N1 C13 O2 24.3(3) . . . . ?
S1 N1 C13 O2 -134.9(2) . . . . ?
C7 N1 C13 C14 -148.9(2) . . . . ?
S1 N1 C13 C14 51.9(3) . . . . ?
O2 C13 C14 C15 11.0(4) . . . . ?
N1 C13 C14 C15 -176.0(2) . . . . ?
O4 S1 C16 C21 -133.9(2) . . . . ?
O3 S1 C16 C21 -3.2(2) . . . . ?
N1 S1 C16 C21 113.1(2) . . . . ?
O4 S1 C16 C17 43.9(2) . . . . ?
O3 S1 C16 C17 174.69(19) . . . . ?
N1 S1 C16 C17 -69.0(2) . . . . ?
C21 C16 C17 C18 -0.3(4) . . . . ?
S1 C16 C17 C18 -178.1(2) . . . . ?
C16 C17 C18 C19 0.6(4) . . . . ?
C17 C18 C19 C20 -0.8(4) . . . . ?
C17 C18 C19 C22 178.1(3) . . . . ?
C18 C19 C20 C21 0.5(4) . . . . ?
C22 C19 C20 C21 -178.4(3) . . . . ?
C17 C16 C21 C20 0.0(4) . . . . ?
S1 C16 C21 C20 177.8(2) . . . . ?
C19 C20 C21 C16 -0.2(4) . . . . ?
C26 C24 C25 C25 -145(26) 2_656 . . 2_656 ?
C23 C24 C25 C25 29(27) . . . 2_656 ?
C27 C24 C25 C25 -138(24) 2_656 . . 2_656 ?
C25 C24 C25 C24 0.03(5) 2_656 . . 2_656 ?
C26 C24 C25 C24 -145(26) 2_656 . . 2_656 ?
C23 C24 C25 C24 29(27) . . . 2_656 ?
C27 C24 C25 C24 -138(24) 2_656 . . 2_656 ?
C25 C24 C25 C26 -31(23) 2_656 . . . ?
C26 C24 C25 C26 -176(3) 2_656 . . . ?
C23 C24 C25 C26 -2(5) . . . . ?
C27 C24 C25 C26 -170(2) 2_656 . . . ?
C25 C24 C25 C26 145(26) 2_656 . . 2_656 ?
C23 C24 C25 C26 174(3) . . . 2_656 ?
C27 C24 C25 C26 7(3) 2_656 . . 2_656 ?
C25 C25 C26 C24 165(14) 2_656 . . 2_656 ?
C24 C25 C26 C24 175(4) . . . 2_656 ?
C26 C25 C26 C24 165(14) 2_656 . . 2_656 ?
C25 C25 C26 C27 176(12) 2_656 . . . ?
C24 C25 C26 C27 11(3) 2_656 . . . ?
C24 C25 C26 C27 -173(2) . . . . ?
C26 C25 C26 C27 176(12) 2_656 . . . ?
C24 C25 C26 C25 -165(14) 2_656 . . 2_656 ?
C24 C25 C26 C25 11(10) . . . 2_656 ?
C26 C25 C26 C25 -0.01(4) 2_656 . . 2_656 ?
C24 C26 C27 C28 138(3) 2_656 . . . ?
C25 C26 C27 C28 129(3) . . . . ?
C25 C26 C27 C28 130(3) 2_656 . . . ?
C25 C26 C27 C24 -9(2) . . . 2_656 ?
C25 C26 C27 C24 -7(3) 2_656 . . 2_656 ?
C27' C24' C25' C25' -133(7) 2_656 . . 2_656 ?
C23' C24' C25' C25' 50(7) . . . 2_656 ?
C28' C24' C25' C25' -116(7) 2_656 . . 2_656 ?
C27' C24' C25' C26' -22.3(12) 2_656 . . 2_656 ?
C23' C24' C25' C26' 160.7(10) . . . 2_656 ?
C28' C24' C25' C26' -5.2(15) 2_656 . . 2_656 ?
C23' C24' C25' C27' -177.0(16) . . . 2_656 ?
C28' C24' C25' C27' 17.2(12) 2_656 . . 2_656 ?
C27' C24' C25' C26' 166.0(14) 2_656 . . . ?
C23' C24' C25' C26' -11.0(15) . . . . ?
C28' C24' C25' C26' -176.8(12) 2_656 . . . ?
C26' C25' C26' C25' 0.001(2) 2_656 . . 2_656 ?
C27' C25' C26' C25' -169(3) 2_656 . . 2_656 ?
C24' C25' C26' C25' 169.3(18) . . . 2_656 ?
C25' C25' C26' C27' -4.1(12) 2_656 . . . ?
C26' C25' C26' C27' -4.1(13) 2_656 . . . ?
C27' C25' C26' C27' -173(2) 2_656 . . . ?
C24' C25' C26' C27' 165.2(10) . . . . ?
C25' C26' C27' C24' 27.1(14) 2_656 . . 2_656 ?
C25' C26' C27' C24' 30.7(17) . . . 2_656 ?
C25' C26' C27' C28' 148(2) 2_656 . . . ?
C25' C26' C27' C28' 151.3(16) . . . . ?
C25' C26' C27' C25' 3.7(11) . . . 2_656 ?
C25' C27' C28' C24' -44(3) 2_656 . . 2_656 ?
C26' C27' C28' C24' -135(2) . . . 2_656 ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.874
_refine_diff_density_min         -0.850
_refine_diff_density_rms         0.077
