# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_z
_database_code_depnum_ccdc_archive 'CCDC 1413662'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2015-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H16 Cl N O2 S2'
_chemical_formula_weight         413.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   8.7074(4)
_cell_length_b                   12.6241(6)
_cell_length_c                   18.0261(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1981.48(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8952
_exptl_absorpt_correction_T_max  0.9321
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23460
_diffrn_reflns_av_R_equivalents  0.0900
_diffrn_reflns_av_sigmaI/netI    0.0592
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3490
_reflns_number_gt                2589
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0486P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3490
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.0939
_refine_ls_wR_factor_gt          0.0848
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_restrained_S_all      0.943
_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
S1 S 0.23494(10) 0.06301(7) -0.06148(5) 0.0573(3) Uani 1 1 d . . .
S2 S 0.25035(9) 0.10987(7) 0.09294(5) 0.0546(2) Uani 1 1 d . . .
Cl1 Cl -0.14409(14) 0.11775(11) 0.38278(6) 0.0998(4) Uani 1 1 d . . .
O1 O 0.0525(2) 0.27280(18) -0.00606(13) 0.0598(6) Uani 1 1 d . . .
O2 O -0.3812(2) -0.18640(16) 0.08062(14) 0.0597(6) Uani 1 1 d . . .
N1 N -0.1382(3) 0.15307(18) 0.01951(14) 0.0462(7) Uani 1 1 d . . .
H1A H -0.2159 0.1950 0.0170 0.055 Uiso 1 1 calc R . .
C1 C 0.0240(5) 0.1208(4) -0.1670(2) 0.0806(12) Uani 1 1 d . . .
H1B H 0.0396 0.1900 -0.1509 0.097 Uiso 1 1 calc R . .
C2 C -0.0752(6) 0.1005(6) -0.2256(2) 0.1038(15) Uani 1 1 d . . .
H2A H -0.1276 0.1562 -0.2479 0.125 Uiso 1 1 calc R . .
C3 C -0.0971(6) -0.0016(6) -0.2513(3) 0.1086(18) Uani 1 1 d . . .
H3A H -0.1617 -0.0148 -0.2913 0.130 Uiso 1 1 calc R . .
C4 C -0.0230(6) -0.0814(5) -0.2172(3) 0.1006(17) Uani 1 1 d . . .
H4A H -0.0386 -0.1504 -0.2337 0.121 Uiso 1 1 calc R . .
C5 C 0.0764(4) -0.0637(3) -0.1579(2) 0.0727(11) Uani 1 1 d . . .
H5A H 0.1270 -0.1201 -0.1355 0.087 Uiso 1 1 calc R . .
C6 C 0.0989(4) 0.0387(3) -0.13293(18) 0.0562(9) Uani 1 1 d . . .
C7 C 0.1092(3) 0.0847(2) 0.01818(16) 0.0414(7) Uani 1 1 d . . .
C8 C 0.0082(3) 0.1839(2) 0.00849(17) 0.0442(8) Uani 1 1 d . . .
C9 C -0.1495(3) 0.0442(2) 0.03557(15) 0.0360(7) Uani 1 1 d . . .
C10 C -0.2811(3) -0.0117(2) 0.05013(16) 0.0428(7) Uani 1 1 d . . .
H10A H -0.3772 0.0205 0.0497 0.051 Uiso 1 1 calc R . .
C11 C -0.2636(3) -0.1193(2) 0.06553(15) 0.0424(7) Uani 1 1 d . . .
C12 C -0.1193(3) -0.1661(2) 0.06447(19) 0.0507(8) Uani 1 1 d . . .
H12A H -0.1098 -0.2381 0.0744 0.061 Uiso 1 1 calc R . .
C13 C 0.0101(3) -0.1073(2) 0.04882(18) 0.0483(8) Uani 1 1 d . . .
H13A H 0.1063 -0.1393 0.0477 0.058 Uiso 1 1 calc R . .
C14 C -0.0047(3) -0.0007(2) 0.03496(16) 0.0405(7) Uani 1 1 d . . .
C15 C -0.5334(3) -0.1455(3) 0.0792(2) 0.0636(10) Uani 1 1 d . . .
H15A H -0.6048 -0.2011 0.0907 0.095 Uiso 1 1 calc R . .
H15B H -0.5554 -0.1179 0.0308 0.095 Uiso 1 1 calc R . .
H15C H -0.5429 -0.0899 0.1153 0.095 Uiso 1 1 calc R . .
C16 C 0.1306(4) 0.1109(3) 0.17194(17) 0.0497(8) Uani 1 1 d . . .
C17 C 0.0574(5) 0.2006(3) 0.1948(2) 0.0832(13) Uani 1 1 d . . .
H17A H 0.0668 0.2621 0.1667 0.100 Uiso 1 1 calc R . .
C18 C -0.0295(6) 0.2024(4) 0.2580(3) 0.0953(15) Uani 1 1 d . . .
H18A H -0.0814 0.2638 0.2714 0.114 Uiso 1 1 calc R . .
C19 C -0.0401(4) 0.1147(4) 0.3009(2) 0.0684(11) Uani 1 1 d . . .
C20 C 0.0307(5) 0.0245(3) 0.2792(2) 0.0725(12) Uani 1 1 d . . .
H20A H 0.0208 -0.0366 0.3076 0.087 Uiso 1 1 calc R . .
C21 C 0.1167(5) 0.0226(3) 0.2157(2) 0.0684(10) Uani 1 1 d . . .
H21A H 0.1666 -0.0396 0.2021 0.082 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 C6 1.777(4) . ?
S1 C7 1.827(3) . ?
S2 C16 1.765(3) . ?
S2 C7 1.852(3) . ?
Cl1 C19 1.731(4) . ?
O1 C8 1.215(3) . ?
O2 C11 1.357(3) . ?
O2 C15 1.423(4) . ?
N1 C8 1.348(4) . ?
N1 C9 1.408(3) . ?
N1 H1A 0.8600 . ?
C1 C6 1.370(5) . ?
C1 C2 1.389(6) . ?
C1 H1B 0.9300 . ?
C2 C3 1.383(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.344(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.394(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.383(5) . ?
C5 H5A 0.9300 . ?
C7 C14 1.495(4) . ?
C7 C8 1.541(4) . ?
C9 C10 1.371(4) . ?
C9 C14 1.382(4) . ?
C10 C11 1.395(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.390(4) . ?
C12 C13 1.379(4) . ?
C12 H12A 0.9300 . ?
C13 C14 1.375(4) . ?
C13 H13A 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.362(5) . ?
C16 C21 1.372(5) . ?
C17 C18 1.368(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.354(6) . ?
C18 H18A 0.9300 . ?
C19 C20 1.352(5) . ?
C20 C21 1.367(5) . ?
C20 H20A 0.9300 . ?
C21 H21A 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
C6 S1 C7 101.31(14) . . ?
C16 S2 C7 101.33(13) . . ?
C11 O2 C15 118.2(2) . . ?
C8 N1 C9 112.2(2) . . ?
C8 N1 H1A 123.9 . . ?
C9 N1 H1A 123.9 . . ?
C6 C1 C2 119.8(5) . . ?
C6 C1 H1B 120.1 . . ?
C2 C1 H1B 120.1 . . ?
C3 C2 C1 120.8(5) . . ?
C3 C2 H2A 119.6 . . ?
C1 C2 H2A 119.6 . . ?
C4 C3 C2 118.7(5) . . ?
C4 C3 H3A 120.7 . . ?
C2 C3 H3A 120.7 . . ?
C3 C4 C5 121.9(5) . . ?
C3 C4 H4A 119.0 . . ?
C5 C4 H4A 119.0 . . ?
C6 C5 C4 119.2(4) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C1 C6 C5 119.6(4) . . ?
C1 C6 S1 120.7(3) . . ?
C5 C6 S1 119.5(3) . . ?
C14 C7 C8 103.3(2) . . ?
C14 C7 S1 116.7(2) . . ?
C8 C7 S1 112.0(2) . . ?
C14 C7 S2 114.6(2) . . ?
C8 C7 S2 108.8(2) . . ?
S1 C7 S2 101.53(13) . . ?
O1 C8 N1 126.8(3) . . ?
O1 C8 C7 126.5(3) . . ?
N1 C8 C7 106.7(2) . . ?
C10 C9 C14 123.6(2) . . ?
C10 C9 N1 126.8(3) . . ?
C14 C9 N1 109.6(2) . . ?
C9 C10 C11 116.6(3) . . ?
C9 C10 H10A 121.7 . . ?
C11 C10 H10A 121.7 . . ?
O2 C11 C12 114.8(2) . . ?
O2 C11 C10 124.5(3) . . ?
C12 C11 C10 120.7(3) . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12A 119.6 . . ?
C11 C12 H12A 119.6 . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13A 120.4 . . ?
C12 C13 H13A 120.4 . . ?
C13 C14 C9 119.0(3) . . ?
C13 C14 C7 132.8(3) . . ?
C9 C14 C7 108.1(2) . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 117.4(3) . . ?
C17 C16 S2 121.8(3) . . ?
C21 C16 S2 120.7(3) . . ?
C16 C17 C18 121.6(4) . . ?
C16 C17 H17A 119.2 . . ?
C18 C17 H17A 119.2 . . ?
C19 C18 C17 120.0(4) . . ?
C19 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C20 C19 C18 119.4(4) . . ?
C20 C19 Cl1 120.3(4) . . ?
C18 C19 Cl1 120.3(4) . . ?
C19 C20 C21 120.5(4) . . ?
C19 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C20 C21 C16 121.0(4) . . ?
C20 C21 H21A 119.5 . . ?
C16 C21 H21A 119.5 . . ?

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
C6 C1 C2 C3 -1.5(7) . . . . ?
C1 C2 C3 C4 1.6(8) . . . . ?
C2 C3 C4 C5 -1.1(7) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C2 C1 C6 C5 0.9(6) . . . . ?
C2 C1 C6 S1 176.3(3) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
C4 C5 C6 S1 -175.9(3) . . . . ?
C7 S1 C6 C1 80.0(3) . . . . ?
C7 S1 C6 C5 -104.6(3) . . . . ?
C6 S1 C7 C14 54.5(2) . . . . ?
C6 S1 C7 C8 -64.2(2) . . . . ?
C6 S1 C7 S2 179.91(16) . . . . ?
C16 S2 C7 C14 -44.9(2) . . . . ?
C16 S2 C7 C8 70.2(2) . . . . ?
C16 S2 C7 S1 -171.60(15) . . . . ?
C9 N1 C8 O1 -179.9(3) . . . . ?
C9 N1 C8 C7 0.0(4) . . . . ?
C14 C7 C8 O1 -179.8(3) . . . . ?
S1 C7 C8 O1 -53.4(4) . . . . ?
S2 C7 C8 O1 58.0(4) . . . . ?
C14 C7 C8 N1 0.4(3) . . . . ?
S1 C7 C8 N1 126.8(2) . . . . ?
S2 C7 C8 N1 -121.8(2) . . . . ?
C8 N1 C9 C10 179.4(3) . . . . ?
C8 N1 C9 C14 -0.4(4) . . . . ?
C14 C9 C10 C11 0.5(4) . . . . ?
N1 C9 C10 C11 -179.2(3) . . . . ?
C15 O2 C11 C12 -177.1(3) . . . . ?
C15 O2 C11 C10 1.4(4) . . . . ?
C9 C10 C11 O2 -179.5(3) . . . . ?
C9 C10 C11 C12 -1.2(4) . . . . ?
O2 C11 C12 C13 179.1(3) . . . . ?
C10 C11 C12 C13 0.6(5) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C12 C13 C14 C9 -1.3(5) . . . . ?
C12 C13 C14 C7 178.5(3) . . . . ?
C10 C9 C14 C13 0.7(5) . . . . ?
N1 C9 C14 C13 -179.5(3) . . . . ?
C10 C9 C14 C7 -179.2(3) . . . . ?
N1 C9 C14 C7 0.6(3) . . . . ?
C8 C7 C14 C13 179.5(3) . . . . ?
S1 C7 C14 C13 56.2(4) . . . . ?
S2 C7 C14 C13 -62.3(4) . . . . ?
C8 C7 C14 C9 -0.6(3) . . . . ?
S1 C7 C14 C9 -124.0(2) . . . . ?
S2 C7 C14 C9 117.6(2) . . . . ?
C7 S2 C16 C17 -86.5(3) . . . . ?
C7 S2 C16 C21 98.2(3) . . . . ?
C21 C16 C17 C18 -1.4(6) . . . . ?
S2 C16 C17 C18 -176.9(4) . . . . ?
C16 C17 C18 C19 2.3(7) . . . . ?
C17 C18 C19 C20 -2.7(7) . . . . ?
C17 C18 C19 Cl1 177.6(4) . . . . ?
C18 C19 C20 C21 2.3(6) . . . . ?
Cl1 C19 C20 C21 -178.1(3) . . . . ?
C19 C20 C21 C16 -1.4(6) . . . . ?
C17 C16 C21 C20 1.0(5) . . . . ?
S2 C16 C21 C20 176.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.042
####################################################################### 
# 
# 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_z
_database_code_depnum_ccdc_archive 'CCDC 1413670'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2015-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H14 Cl2 O S2'
_chemical_formula_weight         417.34

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'
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   P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   6.8482(4)
_cell_length_b                   7.9264(4)
_cell_length_c                   8.7986(5)
_cell_angle_alpha                92.069(2)
_cell_angle_beta                 99.774(2)
_cell_angle_gamma                96.704(2)
_cell_volume                     466.69(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             214
_exptl_absorpt_coefficient_mu    0.579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8364
_exptl_absorpt_correction_T_max  0.9182
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker Smart Apex II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5443
_diffrn_reflns_av_R_equivalents  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2607
_reflns_number_gt                2520
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0424P)²+0.1271P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2607
_refine_ls_number_parameters     235
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0769
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.032
_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
S1 S 1.05030(11) 0.44830(9) 0.47962(8) 0.0468(2) Uani 1 1 d . . .
S2 S 0.97666(11) 0.25957(9) 0.77377(8) 0.04185(19) Uani 1 1 d . . .
O1 O 0.6610(3) 0.1598(3) 0.4900(2) 0.0519(6) Uani 1 1 d . . .
Cl1 Cl 1.21221(17) -0.33582(13) 0.12628(11) 0.0794(3) Uani 1 1 d . . .
Cl2 Cl 0.54588(15) 0.90771(13) 0.81098(12) 0.0747(3) Uani 1 1 d . . .
C1 C 0.8992(4) 0.0164(4) 0.3788(3) 0.0394(6) Uani 1 1 d . . .
C2 C 0.7890(5) -0.0934(4) 0.2619(3) 0.0480(7) Uani 1 1 d . . .
H2A H 0.6514 -0.0941 0.2362 0.058 Uiso 1 1 calc R . .
C3 C 0.8857(6) -0.2021(4) 0.1836(4) 0.0557(9) Uani 1 1 d . . .
H3A H 0.8148 -0.2767 0.1038 0.067 Uiso 1 1 calc R . .
C4 C 1.0911(5) -0.1983(4) 0.2259(3) 0.0490(8) Uani 1 1 d . . .
C5 C 1.2042(5) -0.0893(4) 0.3428(3) 0.0428(7) Uani 1 1 d . . .
H5A H 1.3416 -0.0891 0.3693 0.051 Uiso 1 1 calc R . .
C6 C 1.1041(4) 0.0185(4) 0.4180(3) 0.0378(6) Uani 1 1 d . . .
C7 C 1.1931(4) 0.1463(4) 0.5498(3) 0.0455(7) Uani 1 1 d . . .
H7A H 1.3013 0.2230 0.5227 0.055 Uiso 1 1 calc R . .
H7B H 1.2434 0.0896 0.6417 0.055 Uiso 1 1 calc R . .
C8 C 1.0185(4) 0.2430(4) 0.5759(3) 0.0381(6) Uani 1 1 d . . .
C9 C 0.8306(4) 0.1399(4) 0.4812(3) 0.0384(6) Uani 1 1 d . . .
C10 C 1.2192(5) 0.2919(4) 0.8868(3) 0.0401(7) Uani 1 1 d . . .
C11 C 1.3834(5) 0.3870(4) 0.8444(3) 0.0455(7) Uani 1 1 d . . .
H11A H 1.3695 0.4373 0.7499 0.055 Uiso 1 1 calc R . .
C12 C 1.5645(5) 0.4074(4) 0.9400(4) 0.0526(8) Uani 1 1 d . . .
H12A H 1.6733 0.4700 0.9095 0.063 Uiso 1 1 calc R . .
C13 C 1.5874(6) 0.3360(5) 1.0814(4) 0.0622(9) Uani 1 1 d . . .
H13A H 1.7113 0.3489 1.1460 0.075 Uiso 1 1 calc R . .
C14 C 1.4236(7) 0.2448(5) 1.1259(4) 0.0661(10) Uani 1 1 d . . .
H14A H 1.4363 0.1997 1.2227 0.079 Uiso 1 1 calc R . .
C15 C 1.2433(6) 0.2203(4) 1.0288(3) 0.0528(8) Uani 1 1 d . . .
H15A H 1.1358 0.1550 1.0585 0.063 Uiso 1 1 calc R . .
C16 C 0.9021(5) 0.5784(4) 0.5671(3) 0.0412(7) Uani 1 1 d . . .
C17 C 0.9952(5) 0.6882(4) 0.6932(3) 0.0459(7) Uani 1 1 d . . .
H17A H 1.1316 0.6919 0.7286 0.055 Uiso 1 1 calc R . .
C18 C 0.8860(5) 0.7903(4) 0.7646(4) 0.0508(8) Uani 1 1 d . . .
H18A H 0.9483 0.8636 0.8482 0.061 Uiso 1 1 calc R . .
C19 C 0.6842(5) 0.7844(4) 0.7127(4) 0.0485(8) Uani 1 1 d . . .
C20 C 0.5909(5) 0.6807(4) 0.5868(4) 0.0507(8) Uani 1 1 d . . .
H20A H 0.4550 0.6801 0.5510 0.061 Uiso 1 1 calc R . .
C21 C 0.6993(5) 0.5770(4) 0.5132(4) 0.0480(8) Uani 1 1 d . . .
H21A H 0.6365 0.5066 0.4278 0.058 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 C16 1.771(3) . ?
S1 C8 1.869(3) . ?
S2 C10 1.770(3) . ?
S2 C8 1.814(3) . ?
O1 C9 1.205(4) . ?
Cl1 C4 1.741(3) . ?
Cl2 C19 1.742(4) . ?
C1 C2 1.380(4) . ?
C1 C6 1.385(4) . ?
C1 C9 1.476(4) . ?
C2 C3 1.379(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.389(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.383(4) . ?
C5 C6 1.374(4) . ?
C5 H5A 0.9300 . ?
C6 C7 1.508(4) . ?
C7 C8 1.538(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.536(4) . ?
C10 C15 1.383(4) . ?
C10 C11 1.392(4) . ?
C11 C12 1.364(5) . ?
C11 H11A 0.9300 . ?
C12 C13 1.378(5) . ?
C12 H12A 0.9300 . ?
C13 C14 1.384(5) . ?
C13 H13A 0.9300 . ?
C14 C15 1.366(5) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C21 1.388(5) . ?
C16 C17 1.399(4) . ?
C17 C18 1.369(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.375(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.372(5) . ?
C20 C21 1.383(5) . ?
C20 H20A 0.9300 . ?
C21 H21A 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
C16 S1 C8 103.69(13) . . ?
C10 S2 C8 104.59(13) . . ?
C2 C1 C6 121.0(3) . . ?
C2 C1 C9 129.2(3) . . ?
C6 C1 C9 109.8(2) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2A 120.5 . . ?
C1 C2 H2A 120.5 . . ?
C2 C3 C4 118.8(3) . . ?
C2 C3 H3A 120.6 . . ?
C4 C3 H3A 120.6 . . ?
C5 C4 C3 123.0(3) . . ?
C5 C4 Cl1 118.5(3) . . ?
C3 C4 Cl1 118.5(2) . . ?
C6 C5 C4 116.9(3) . . ?
C6 C5 H5A 121.5 . . ?
C4 C5 H5A 121.5 . . ?
C5 C6 C1 121.2(3) . . ?
C5 C6 C7 126.8(3) . . ?
C1 C6 C7 111.9(2) . . ?
C6 C7 C8 104.3(2) . . ?
C6 C7 H7A 110.9 . . ?
C8 C7 H7A 110.9 . . ?
C6 C7 H7B 110.9 . . ?
C8 C7 H7B 110.9 . . ?
H7A C7 H7B 108.9 . . ?
C9 C8 C7 105.6(2) . . ?
C9 C8 S2 106.72(19) . . ?
C7 C8 S2 115.5(2) . . ?
C9 C8 S1 105.54(19) . . ?
C7 C8 S1 106.8(2) . . ?
S2 C8 S1 115.80(15) . . ?
O1 C9 C1 127.7(3) . . ?
O1 C9 C8 125.5(3) . . ?
C1 C9 C8 106.8(2) . . ?
C15 C10 C11 118.5(3) . . ?
C15 C10 S2 116.8(2) . . ?
C11 C10 S2 124.7(2) . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11A 119.6 . . ?
C10 C11 H11A 119.6 . . ?
C11 C12 C13 120.5(3) . . ?
C11 C12 H12A 119.7 . . ?
C13 C12 H12A 119.7 . . ?
C12 C13 C14 119.1(3) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14A 119.7 . . ?
C13 C14 H14A 119.7 . . ?
C14 C15 C10 120.6(3) . . ?
C14 C15 H15A 119.7 . . ?
C10 C15 H15A 119.7 . . ?
C21 C16 C17 119.3(3) . . ?
C21 C16 S1 122.4(2) . . ?
C17 C16 S1 118.3(2) . . ?
C18 C17 C16 120.2(3) . . ?
C18 C17 H17A 119.9 . . ?
C16 C17 H17A 119.9 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 Cl2 120.0(3) . . ?
C18 C19 Cl2 119.2(3) . . ?
C19 C20 C21 119.9(3) . . ?
C19 C20 H20A 120.0 . . ?
C21 C20 H20A 120.0 . . ?
C20 C21 C16 119.8(3) . . ?
C20 C21 H21A 120.1 . . ?
C16 C21 H21A 120.1 . . ?

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
C6 C1 C2 C3 0.0(5) . . . . ?
C9 C1 C2 C3 -178.1(3) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
C2 C3 C4 Cl1 -179.9(2) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
Cl1 C4 C5 C6 179.4(2) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C4 C5 C6 C7 179.0(3) . . . . ?
C2 C1 C6 C5 -0.6(4) . . . . ?
C9 C1 C6 C5 177.9(3) . . . . ?
C2 C1 C6 C7 -179.2(3) . . . . ?
C9 C1 C6 C7 -0.8(3) . . . . ?
C5 C6 C7 C8 174.2(3) . . . . ?
C1 C6 C7 C8 -7.2(3) . . . . ?
C6 C7 C8 C9 11.8(3) . . . . ?
C6 C7 C8 S2 129.4(2) . . . . ?
C6 C7 C8 S1 -100.2(2) . . . . ?
C10 S2 C8 C9 155.4(2) . . . . ?
C10 S2 C8 C7 38.4(2) . . . . ?
C10 S2 C8 S1 -87.44(18) . . . . ?
C16 S1 C8 C9 87.0(2) . . . . ?
C16 S1 C8 C7 -160.96(19) . . . . ?
C16 S1 C8 S2 -30.8(2) . . . . ?
C2 C1 C9 O1 6.1(5) . . . . ?
C6 C1 C9 O1 -172.2(3) . . . . ?
C2 C1 C9 C8 -173.2(3) . . . . ?
C6 C1 C9 C8 8.5(3) . . . . ?
C7 C8 C9 O1 168.1(3) . . . . ?
S2 C8 C9 O1 44.7(4) . . . . ?
S1 C8 C9 O1 -79.1(3) . . . . ?
C7 C8 C9 C1 -12.6(3) . . . . ?
S2 C8 C9 C1 -136.0(2) . . . . ?
S1 C8 C9 C1 100.3(2) . . . . ?
C8 S2 C10 C15 -145.6(2) . . . . ?
C8 S2 C10 C11 36.2(3) . . . . ?
C15 C10 C11 C12 0.8(5) . . . . ?
S2 C10 C11 C12 179.0(2) . . . . ?
C10 C11 C12 C13 -0.9(5) . . . . ?
C11 C12 C13 C14 -0.7(6) . . . . ?
C12 C13 C14 C15 2.4(6) . . . . ?
C13 C14 C15 C10 -2.6(6) . . . . ?
C11 C10 C15 C14 0.9(5) . . . . ?
S2 C10 C15 C14 -177.4(3) . . . . ?
C8 S1 C16 C21 -86.3(3) . . . . ?
C8 S1 C16 C17 94.9(2) . . . . ?
C21 C16 C17 C18 1.5(4) . . . . ?
S1 C16 C17 C18 -179.7(2) . . . . ?
C16 C17 C18 C19 0.3(5) . . . . ?
C17 C18 C19 C20 -1.9(5) . . . . ?
C17 C18 C19 Cl2 176.9(2) . . . . ?
C18 C19 C20 C21 1.8(5) . . . . ?
Cl2 C19 C20 C21 -177.1(2) . . . . ?
C19 C20 C21 C16 0.0(5) . . . . ?
C17 C16 C21 C20 -1.6(4) . . . . ?
S1 C16 C21 C20 179.6(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.042
####################################################################### 
# 
# 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_dm15546
_database_code_depnum_ccdc_archive 'CCDC 1413672'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2015-09-11 downloaded from the CCDC.
;
_audit_creation_date             2015-07-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H15 F3 O3 S2'
_chemical_formula_sum            'C18 H15 F3 O3 S2'
_chemical_formula_weight         400.42
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   13.1691(14)
_cell_length_b                   38.663(4)
_cell_length_c                   7.1029(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3616.5(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7143
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.40
_cell_measurement_theta_min      2.211
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.339
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0715 before and 0.0497 after correction.
The Ratio of minimum to maximum transmission is 0.8705.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            35999
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.474
_diffrn_reflns_theta_min         1.634
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                6742
_reflns_number_total             10915
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.02(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         10915
_refine_ls_number_restraints     90
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0672
_refine_ls_restrained_S_all      1.252
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1789
_refine_ls_wR_factor_ref         0.2020
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.98(12) 0.02(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim C10: within 2A with sigma of 0.005 and sigma for
terminal atoms of 0.01
F4 \\sim F5 \\sim F6 \\sim C28: within 2A with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C10) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F2) \\sim
Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C28) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F5) \\sim
Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C27(H27A,H27B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C22(H22),
 C25(H25), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
4.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C35(H35A,H35B,H35C), C36(H36A,H36B,
 H36C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.83187(10) 0.03157(3) 0.3661(2) 0.0560(3) Uani 1 1 d . . . . .
S2 S 0.76895(12) 0.06816(3) -0.0029(2) 0.0589(4) Uani 1 1 d . . . . .
F1 F 0.9843(5) 0.0620(2) 0.2075(12) 0.177(3) Uani 1 1 d . U . . .
F2 F 1.0154(3) 0.03920(13) 0.4596(10) 0.1183(18) Uani 1 1 d . U . . .
F3 F 0.9431(4) 0.08519(14) 0.4382(13) 0.144(2) Uani 1 1 d . U . . .
O1 O 0.6270(3) 0.01241(9) 0.2591(7) 0.0617(11) Uani 1 1 d . . . . .
O2 O 0.3045(2) 0.10111(9) 0.3145(6) 0.0543(9) Uani 1 1 d . . . . .
O3 O 0.3966(3) 0.15826(9) 0.3799(6) 0.0543(9) Uani 1 1 d . . . . .
C1 C 0.7452(3) 0.06083(11) 0.2518(8) 0.0453(11) Uani 1 1 d . . . . .
C2 C 0.6399(4) 0.04311(11) 0.2693(8) 0.0444(10) Uani 1 1 d . . . . .
C3 C 0.5670(3) 0.07148(11) 0.3005(7) 0.0406(9) Uani 1 1 d . . . . .
C4 C 0.4614(3) 0.06888(12) 0.2927(7) 0.0422(9) Uani 1 1 d . . . . .
H4 H 0.4293 0.0479 0.2693 0.051 Uiso 1 1 calc R . . . .
C5 C 0.4070(3) 0.09869(11) 0.3211(7) 0.0401(10) Uani 1 1 d . . . . .
C6 C 0.4586(3) 0.13076(11) 0.3556(7) 0.0407(9) Uani 1 1 d . . . . .
C7 C 0.5621(3) 0.13199(10) 0.3598(7) 0.0402(9) Uani 1 1 d . . . . .
H7 H 0.5955 0.1529 0.3799 0.048 Uiso 1 1 calc R . . . .
C8 C 0.6171(3) 0.10163(12) 0.3336(7) 0.0431(10) Uani 1 1 d . . . . .
C9 C 0.7296(3) 0.09691(12) 0.3377(8) 0.0493(12) Uani 1 1 d . . . . .
H9A H 0.7553 0.0978 0.4656 0.059 Uiso 1 1 calc R . . . .
H9B H 0.7634 0.1145 0.2631 0.059 Uiso 1 1 calc R . . . .
C10 C 0.9455(6) 0.0544(2) 0.3691(15) 0.0870(19) Uani 1 1 d . U . . .
C11 C 0.7549(5) 0.02642(14) -0.1038(8) 0.0584(13) Uani 1 1 d . . . . .
C12 C 0.6663(6) 0.0175(2) -0.1865(10) 0.081(2) Uani 1 1 d . . . . .
H12 H 0.6115 0.0327 -0.1862 0.097 Uiso 1 1 calc R . . . .
C13 C 0.6587(9) -0.0147(3) -0.2720(13) 0.110(3) Uani 1 1 d . . . . .
H13 H 0.5984 -0.0211 -0.3307 0.132 Uiso 1 1 calc R . . . .
C14 C 0.7391(11) -0.0369(2) -0.2703(12) 0.113(4) Uani 1 1 d . . . . .
H14 H 0.7332 -0.0587 -0.3244 0.136 Uiso 1 1 calc R . . . .
C15 C 0.8272(10) -0.0271(2) -0.1900(13) 0.106(3) Uani 1 1 d . . . . .
H15 H 0.8823 -0.0422 -0.1895 0.127 Uiso 1 1 calc R . . . .
C16 C 0.8359(6) 0.00435(19) -0.1103(10) 0.083(2) Uani 1 1 d . . . . .
H16 H 0.8977 0.0111 -0.0590 0.100 Uiso 1 1 calc R . . . .
C17 C 0.2516(4) 0.07206(14) 0.2403(10) 0.0608(14) Uani 1 1 d . . . . .
H17A H 0.2829 0.0649 0.1247 0.091 Uiso 1 1 calc GR . . . .
H17B H 0.1821 0.0783 0.2168 0.091 Uiso 1 1 calc GR . . . .
H17C H 0.2539 0.0534 0.3294 0.091 Uiso 1 1 calc GR . . . .
C18 C 0.4421(5) 0.19125(13) 0.4109(9) 0.0586(14) Uani 1 1 d . . . . .
H18A H 0.4869 0.1966 0.3084 0.088 Uiso 1 1 calc GR . . . .
H18B H 0.4800 0.1908 0.5264 0.088 Uiso 1 1 calc GR . . . .
H18C H 0.3901 0.2086 0.4189 0.088 Uiso 1 1 calc GR . . . .
S3 S 0.35892(12) 0.29755(5) 1.1393(3) 0.0681(4) Uani 1 1 d . . . . .
S4 S 0.32874(10) 0.28501(4) 0.7109(2) 0.0619(4) Uani 1 1 d . . . . .
F4 F 0.1715(4) 0.30697(14) 1.2530(10) 0.1177(17) Uani 1 1 d . U . . .
F5 F 0.2703(5) 0.34943(14) 1.2757(10) 0.132(2) Uani 1 1 d . U . . .
F6 F 0.2071(6) 0.33455(17) 1.0116(10) 0.148(2) Uani 1 1 d . U . . .
O4 O 0.4949(3) 0.24442(12) 1.0055(8) 0.0714(12) Uani 1 1 d . . . . .
O5 O 0.3674(4) 0.11334(11) 0.8411(7) 0.0764(13) Uani 1 1 d . . . . .
O6 O 0.1757(4) 0.12226(11) 0.8322(7) 0.0736(12) Uani 1 1 d . . . . .
C19 C 0.3258(4) 0.26739(13) 0.9526(8) 0.0512(12) Uani 1 1 d . . . . .
C20 C 0.4063(4) 0.23870(14) 0.9674(8) 0.0521(12) Uani 1 1 d . . . . .
C21 C 0.3561(3) 0.20627(14) 0.9294(7) 0.0483(11) Uani 1 1 d . . . . .
C22 C 0.3990(4) 0.17427(15) 0.9043(7) 0.0537(12) Uani 1 1 d . . . . .
H22 H 0.4691 0.1715 0.9093 0.064 Uiso 1 1 calc R . . . .
C23 C 0.3370(4) 0.14627(15) 0.8717(8) 0.0591(13) Uani 1 1 d . . . . .
C24 C 0.2292(4) 0.15091(15) 0.8664(8) 0.0547(12) Uani 1 1 d . . . . .
C25 C 0.1886(4) 0.18359(14) 0.8922(8) 0.0512(12) Uani 1 1 d . . . . .
H25 H 0.1187 0.1868 0.8871 0.061 Uiso 1 1 calc R . . . .
C26 C 0.2518(3) 0.21135(13) 0.9256(7) 0.0477(11) Uani 1 1 d . . . . .
C27 C 0.2240(4) 0.24826(14) 0.9652(9) 0.0551(13) Uani 1 1 d . . . . .
H27A H 0.1944 0.2506 1.0896 0.066 Uiso 1 1 calc R . . . .
H27B H 0.1763 0.2569 0.8724 0.066 Uiso 1 1 calc R . . . .
C28 C 0.2485(7) 0.3226(2) 1.1641(13) 0.093(2) Uani 1 1 d . U . . .
C29 C 0.4553(4) 0.29941(13) 0.6772(8) 0.0484(11) Uani 1 1 d . . . . .
C30 C 0.4820(4) 0.33272(15) 0.7105(10) 0.0622(14) Uani 1 1 d . . . . .
H30 H 0.4339 0.3481 0.7573 0.075 Uiso 1 1 calc R . . . .
C31 C 0.5788(5) 0.34401(17) 0.6763(10) 0.0703(17) Uani 1 1 d . . . . .
H31 H 0.5960 0.3670 0.6993 0.084 Uiso 1 1 calc R . . . .
C32 C 0.6499(5) 0.3217(2) 0.6087(10) 0.0722(17) Uani 1 1 d . . . . .
H32 H 0.7159 0.3294 0.5879 0.087 Uiso 1 1 calc R . . . .
C33 C 0.6247(5) 0.2879(2) 0.5710(10) 0.0763(19) Uani 1 1 d . . . . .
H33 H 0.6735 0.2729 0.5229 0.092 Uiso 1 1 calc R . . . .
C34 C 0.5283(5) 0.27620(15) 0.6039(9) 0.0636(15) Uani 1 1 d . . . . .
H34 H 0.5110 0.2533 0.5784 0.076 Uiso 1 1 calc R . . . .
C35 C 0.4729(5) 0.10673(19) 0.8402(10) 0.0764(18) Uani 1 1 d . . . . .
H35A H 0.5037 0.1185 0.7356 0.115 Uiso 1 1 calc GR . . . .
H35B H 0.4844 0.0823 0.8288 0.115 Uiso 1 1 calc GR . . . .
H35C H 0.5024 0.1149 0.9554 0.115 Uiso 1 1 calc GR . . . .
C36 C 0.0686(6) 0.12480(19) 0.8184(13) 0.087(2) Uani 1 1 d . . . . .
H36A H 0.0434 0.1065 0.7397 0.130 Uiso 1 1 calc GR . . . .
H36B H 0.0506 0.1467 0.7646 0.130 Uiso 1 1 calc GR . . . .
H36C H 0.0391 0.1228 0.9416 0.130 Uiso 1 1 calc GR . . . .


_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 1.801(5) . ?
S1 C10 1.738(7) . ?
S2 C1 1.858(6) . ?
S2 C11 1.776(6) . ?
F1 C10 1.290(11) . ?
F2 C10 1.268(9) . ?
F3 C10 1.286(10) . ?
O1 C2 1.201(5) . ?
O2 C5 1.353(5) . ?
O2 C17 1.423(6) . ?
O3 C6 1.351(5) . ?
O3 C18 1.426(6) . ?
C1 C2 1.552(6) . ?
C1 C9 1.536(6) . ?
C2 C3 1.474(6) . ?
C3 C4 1.396(6) . ?
C3 C8 1.359(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.372(6) . ?
C5 C6 1.435(6) . ?
C6 C7 1.364(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.392(6) . ?
C8 C9 1.494(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 C12 1.351(10) . ?
C11 C16 1.366(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.364(15) . ?
C14 H14 0.9300 . ?
C14 C15 1.346(15) . ?
C15 H15 0.9300 . ?
C15 C16 1.347(12) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
S3 C19 1.819(6) . ?
S3 C28 1.756(9) . ?
S4 C19 1.847(6) . ?
S4 C29 1.773(5) . ?
F4 C28 1.339(10) . ?
F5 C28 1.336(10) . ?
F6 C28 1.297(10) . ?
O4 C20 1.218(6) . ?
O5 C23 1.352(7) . ?
O5 C35 1.413(8) . ?
O6 C24 1.335(7) . ?
O6 C36 1.417(9) . ?
C19 C20 1.538(7) . ?
C19 C27 1.534(7) . ?
C20 C21 1.443(7) . ?
C21 C22 1.372(8) . ?
C21 C26 1.387(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.375(8) . ?
C23 C24 1.431(8) . ?
C24 C25 1.384(8) . ?
C25 H25 0.9300 . ?
C25 C26 1.379(7) . ?
C26 C27 1.500(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C29 C30 1.356(7) . ?
C29 C34 1.415(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.370(8) . ?
C31 H31 0.9300 . ?
C31 C32 1.360(10) . ?
C32 H32 0.9300 . ?
C32 C33 1.374(10) . ?
C33 H33 0.9300 . ?
C33 C34 1.369(9) . ?
C34 H34 0.9300 . ?
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
C10 S1 C1 103.4(3) . . ?
C11 S2 C1 103.7(2) . . ?
C5 O2 C17 116.5(4) . . ?
C6 O3 C18 118.0(4) . . ?
S1 C1 S2 115.4(3) . . ?
C2 C1 S1 104.7(3) . . ?
C2 C1 S2 107.2(3) . . ?
C9 C1 S1 118.4(4) . . ?
C9 C1 S2 105.7(3) . . ?
C9 C1 C2 104.5(4) . . ?
O1 C2 C1 123.9(4) . . ?
O1 C2 C3 130.8(4) . . ?
C3 C2 C1 105.4(3) . . ?
C4 C3 C2 126.1(4) . . ?
C8 C3 C2 110.4(4) . . ?
C8 C3 C4 123.5(4) . . ?
C3 C4 H4 121.5 . . ?
C5 C4 C3 117.0(4) . . ?
C5 C4 H4 121.5 . . ?
O2 C5 C4 125.0(4) . . ?
O2 C5 C6 114.7(4) . . ?
C4 C5 C6 120.2(4) . . ?
O3 C6 C5 114.6(4) . . ?
O3 C6 C7 125.0(4) . . ?
C7 C6 C5 120.5(4) . . ?
C6 C7 H7 120.4 . . ?
C6 C7 C8 119.2(4) . . ?
C8 C7 H7 120.4 . . ?
C3 C8 C7 119.6(4) . . ?
C3 C8 C9 112.3(4) . . ?
C7 C8 C9 128.1(4) . . ?
C1 C9 H9A 111.0 . . ?
C1 C9 H9B 111.0 . . ?
C8 C9 C1 103.6(4) . . ?
C8 C9 H9A 111.0 . . ?
C8 C9 H9B 111.0 . . ?
H9A C9 H9B 109.0 . . ?
F1 C10 S1 116.4(6) . . ?
F2 C10 S1 113.3(6) . . ?
F2 C10 F1 105.6(8) . . ?
F2 C10 F3 104.7(7) . . ?
F3 C10 S1 117.0(7) . . ?
F3 C10 F1 98.0(8) . . ?
C12 C11 S2 119.8(5) . . ?
C12 C11 C16 120.0(7) . . ?
C16 C11 S2 120.0(6) . . ?
C11 C12 H12 120.6 . . ?
C11 C12 C13 118.8(9) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.3(10) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.8(8) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.3(10) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.8(10) . . ?
C15 C16 H16 119.6 . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C28 S3 C19 103.2(3) . . ?
C29 S4 C19 105.1(2) . . ?
C23 O5 C35 117.5(5) . . ?
C24 O6 C36 118.7(5) . . ?
S3 C19 S4 115.9(3) . . ?
C20 C19 S3 104.3(4) . . ?
C20 C19 S4 108.4(4) . . ?
C27 C19 S3 118.4(4) . . ?
C27 C19 S4 104.5(4) . . ?
C27 C19 C20 104.5(4) . . ?
O4 C20 C19 123.0(5) . . ?
O4 C20 C21 129.7(5) . . ?
C21 C20 C19 107.3(4) . . ?
C22 C21 C20 128.2(4) . . ?
C22 C21 C26 122.2(5) . . ?
C26 C21 C20 109.5(5) . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.2(5) . . ?
C23 C22 H22 120.4 . . ?
O5 C23 C22 126.4(5) . . ?
O5 C23 C24 114.0(5) . . ?
C22 C23 C24 119.6(5) . . ?
O6 C24 C23 115.1(5) . . ?
O6 C24 C25 125.3(5) . . ?
C25 C24 C23 119.6(5) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.0(5) . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C27 111.9(4) . . ?
C25 C26 C21 119.4(5) . . ?
C25 C26 C27 128.7(4) . . ?
C19 C27 H27A 111.1 . . ?
C19 C27 H27B 111.1 . . ?
C26 C27 C19 103.5(4) . . ?
C26 C27 H27A 111.1 . . ?
C26 C27 H27B 111.1 . . ?
H27A C27 H27B 109.0 . . ?
F4 C28 S3 115.1(6) . . ?
F5 C28 S3 108.0(7) . . ?
F5 C28 F4 103.5(7) . . ?
F6 C28 S3 117.4(6) . . ?
F6 C28 F4 103.7(8) . . ?
F6 C28 F5 108.1(7) . . ?
C30 C29 S4 121.2(4) . . ?
C30 C29 C34 119.4(5) . . ?
C34 C29 S4 119.3(4) . . ?
C29 C30 H30 119.6 . . ?
C29 C30 C31 120.9(6) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.1(6) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.4(6) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.4(6) . . ?
C34 C33 H33 119.8 . . ?
C29 C34 H34 120.5 . . ?
C33 C34 C29 118.9(6) . . ?
C33 C34 H34 120.5 . . ?
O5 C35 H35A 109.5 . . ?
O5 C35 H35B 109.5 . . ?
O5 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O6 C36 H36A 109.5 . . ?
O6 C36 H36B 109.5 . . ?
O6 C36 H36C 109.5 . . ?
H36A C36 H36B 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
S1 C1 C2 O1 -36.5(7) . . . . ?
S1 C1 C2 C3 143.0(4) . . . . ?
S1 C1 C9 C8 -134.8(4) . . . . ?
S2 C1 C2 O1 86.5(6) . . . . ?
S2 C1 C2 C3 -94.0(4) . . . . ?
S2 C1 C9 C8 94.0(4) . . . . ?
S2 C11 C12 C13 177.1(6) . . . . ?
S2 C11 C16 C15 -178.6(6) . . . . ?
O1 C2 C3 C4 -12.2(9) . . . . ?
O1 C2 C3 C8 169.6(6) . . . . ?
O2 C5 C6 O3 1.2(6) . . . . ?
O2 C5 C6 C7 -178.0(5) . . . . ?
O3 C6 C7 C8 179.7(5) . . . . ?
C1 S1 C10 F1 -63.0(8) . . . . ?
C1 S1 C10 F2 174.3(7) . . . . ?
C1 S1 C10 F3 52.4(8) . . . . ?
C1 S2 C11 C12 98.3(6) . . . . ?
C1 S2 C11 C16 -86.6(5) . . . . ?
C1 C2 C3 C4 168.3(5) . . . . ?
C1 C2 C3 C8 -9.9(6) . . . . ?
C2 C1 C9 C8 -18.9(5) . . . . ?
C2 C3 C4 C5 -178.2(5) . . . . ?
C2 C3 C8 C7 177.6(4) . . . . ?
C2 C3 C8 C9 -2.7(6) . . . . ?
C3 C4 C5 O2 178.5(5) . . . . ?
C3 C4 C5 C6 0.4(7) . . . . ?
C3 C8 C9 C1 14.1(6) . . . . ?
C4 C3 C8 C7 -0.6(8) . . . . ?
C4 C3 C8 C9 179.0(5) . . . . ?
C4 C5 C6 O3 179.5(4) . . . . ?
C4 C5 C6 C7 0.3(7) . . . . ?
C5 C6 C7 C8 -1.2(8) . . . . ?
C6 C7 C8 C3 1.3(7) . . . . ?
C6 C7 C8 C9 -178.3(5) . . . . ?
C7 C8 C9 C1 -166.3(5) . . . . ?
C8 C3 C4 C5 -0.3(8) . . . . ?
C9 C1 C2 O1 -161.7(6) . . . . ?
C9 C1 C2 C3 17.9(5) . . . . ?
C10 S1 C1 S2 69.4(4) . . . . ?
C10 S1 C1 C2 -173.1(5) . . . . ?
C10 S1 C1 C9 -57.3(6) . . . . ?
C11 S2 C1 S1 61.1(3) . . . . ?
C11 S2 C1 C2 -55.0(4) . . . . ?
C11 S2 C1 C9 -166.1(3) . . . . ?
C11 C12 C13 C14 0.6(13) . . . . ?
C12 C11 C16 C15 -3.4(10) . . . . ?
C12 C13 C14 C15 -1.9(14) . . . . ?
C13 C14 C15 C16 0.5(13) . . . . ?
C14 C15 C16 C11 2.2(12) . . . . ?
C16 C11 C12 C13 2.0(11) . . . . ?
C17 O2 C5 C4 -11.6(8) . . . . ?
C17 O2 C5 C6 166.6(5) . . . . ?
C18 O3 C6 C5 -178.7(5) . . . . ?
C18 O3 C6 C7 0.5(8) . . . . ?
S3 C19 C20 O4 -37.8(7) . . . . ?
S3 C19 C20 C21 142.1(4) . . . . ?
S3 C19 C27 C26 -132.4(4) . . . . ?
S4 C19 C20 O4 86.2(6) . . . . ?
S4 C19 C20 C21 -93.9(4) . . . . ?
S4 C19 C27 C26 96.9(4) . . . . ?
S4 C29 C30 C31 -177.1(5) . . . . ?
S4 C29 C34 C33 177.3(5) . . . . ?
O4 C20 C21 C22 -8.9(10) . . . . ?
O4 C20 C21 C26 169.5(6) . . . . ?
O5 C23 C24 O6 -0.1(8) . . . . ?
O5 C23 C24 C25 -178.8(5) . . . . ?
O6 C24 C25 C26 -179.6(5) . . . . ?
C19 S3 C28 F4 75.3(7) . . . . ?
C19 S3 C28 F5 -169.6(6) . . . . ?
C19 S3 C28 F6 -47.2(8) . . . . ?
C19 S4 C29 C30 -94.1(5) . . . . ?
C19 S4 C29 C34 89.7(5) . . . . ?
C19 C20 C21 C22 171.3(5) . . . . ?
C19 C20 C21 C26 -10.3(6) . . . . ?
C20 C19 C27 C26 -16.9(6) . . . . ?
C20 C21 C22 C23 179.1(5) . . . . ?
C20 C21 C26 C25 -179.7(5) . . . . ?
C20 C21 C26 C27 -1.1(6) . . . . ?
C21 C22 C23 O5 178.8(5) . . . . ?
C21 C22 C23 C24 -0.6(8) . . . . ?
C21 C26 C27 C19 11.8(6) . . . . ?
C22 C21 C26 C25 -1.2(8) . . . . ?
C22 C21 C26 C27 177.4(5) . . . . ?
C22 C23 C24 O6 179.4(5) . . . . ?
C22 C23 C24 C25 0.7(9) . . . . ?
C23 C24 C25 C26 -0.9(8) . . . . ?
C24 C25 C26 C21 1.2(8) . . . . ?
C24 C25 C26 C27 -177.2(6) . . . . ?
C25 C26 C27 C19 -169.8(5) . . . . ?
C26 C21 C22 C23 0.9(8) . . . . ?
C27 C19 C20 O4 -162.7(6) . . . . ?
C27 C19 C20 C21 17.1(6) . . . . ?
C28 S3 C19 S4 77.3(4) . . . . ?
C28 S3 C19 C20 -163.7(4) . . . . ?
C28 S3 C19 C27 -48.1(5) . . . . ?
C29 S4 C19 S3 59.4(3) . . . . ?
C29 S4 C19 C20 -57.4(4) . . . . ?
C29 S4 C19 C27 -168.4(3) . . . . ?
C29 C30 C31 C32 -0.3(11) . . . . ?
C30 C29 C34 C33 1.0(9) . . . . ?
C30 C31 C32 C33 1.2(11) . . . . ?
C31 C32 C33 C34 -1.0(10) . . . . ?
C32 C33 C34 C29 0.0(10) . . . . ?
C34 C29 C30 C31 -0.8(10) . . . . ?
C35 O5 C23 C22 -0.8(9) . . . . ?
C35 O5 C23 C24 178.7(5) . . . . ?
C36 O6 C24 C23 -177.9(6) . . . . ?
C36 O6 C24 C25 0.8(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.98(12)
2 0.02(12)

