# Electronic Supplementary Material (ESI) for Molecular Systems Design & Engineering.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_m20188
_database_code_depnum_ccdc_archive 'CCDC 2119595'
loop_
_audit_author_name
_audit_author_address
'Sean R. Parkin'
;University of Kentucky
United States of America
;
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: https://xray.uky.edu/Resources/scripts/ciffix 
_audit_update_record             
;
2021-11-01 deposited with the CCDC.	2022-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H36 F2 O2 S2'
_chemical_formula_sum            'C38 H36 F2 O2 S2'
_chemical_formula_weight         626.79

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.658(3)
_cell_length_b                   7.709(3)
_cell_length_c                   15.689(8)
_cell_angle_alpha                76.164(14)
_cell_angle_beta                 89.602(13)
_cell_angle_gamma                89.59(2)
_cell_volume                     782.0(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    5422
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      25.92

_exptl_crystal_description       shard
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             330
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.216
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.774
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by X-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the X-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;

_exptl_special_details           
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 90K, which is standard 
practice in this laboratory for the majority of flash-cooled crystals. 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.41
_diffrn_reflns_number            12045
_diffrn_reflns_av_unetI/netI     0.0805
_diffrn_reflns_av_R_equivalents  0.0810
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.674
_diffrn_reflns_theta_max         26.361
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.997

_reflns_number_total             3177
_reflns_number_gt                2338
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
; 
Reflections were merged by SHELXL according to the crystal 
class for the calculation of statistics and refinement. 
 
_reflns_Friedel_fraction is defined as the number of unique 
Friedel pairs measured divided by the number that would be 
possible theoretically, ignoring centric projections and 
systematic absences.  Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_cell_refinement       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 (Bruker-AXS, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'

_refine_special_details          
; 
Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0558P)²+1.7058P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.031(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3177
_refine_ls_number_parameters     239
_refine_ls_number_restraints     193
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0676
_refine_ls_wR_factor_ref         0.1809
_refine_ls_wR_factor_gt          0.1589
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.021
_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_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
O1 O 0.4553(5) 0.0150(5) 0.8682(2) 0.0307(8) Uani 1 1 d . . . . .
C1 C 0.5285(7) 0.4235(6) 0.5911(3) 0.0249(10) Uani 1 1 d . . . . .
C2 C 0.3569(7) 0.5320(6) 0.5635(3) 0.0208(10) Uani 1 1 d . . . . .
C3 C 0.2148(7) 0.5673(6) 0.6251(3) 0.0248(11) Uani 1 1 d . . . . .
H3 H 0.235477 0.519621 0.686060 0.030 Uiso 1 1 calc R U . A 1
C4 C 0.0478(7) 0.6700(6) 0.5972(3) 0.0255(9) Uani 0.648(6) 1 d D U P B 1
S5 S -0.1371(4) 0.7295(5) 0.66674(17) 0.0305(7) Uani 0.648(6) 1 d D U P B 1
C6 C -0.260(2) 0.841(3) 0.5716(9) 0.0285(18) Uani 0.648(6) 1 d D U P B 1
F1 F -0.4329(17) 0.923(2) 0.5844(8) 0.037(2) Uani 0.648(6) 1 d D U P B 1
C7 C -0.168(2) 0.843(2) 0.4947(9) 0.027(2) Uani 0.648(6) 1 d D U P B 1
H7 H -0.218920 0.904682 0.439330 0.032 Uiso 0.648(6) 1 calc R U P B 1
C8 C 0.0165(6) 0.7416(6) 0.5049(3) 0.0258(10) Uani 0.648(6) 1 d D U P B 1
C4' C 0.0478(7) 0.6700(6) 0.5972(3) 0.0255(9) Uani 0.352(6) 1 d D U P B 2
C5' C -0.118(3) 0.733(4) 0.6414(10) 0.028(3) Uani 0.352(6) 1 d D U P B 2
H5' H -0.127824 0.712364 0.703419 0.034 Uiso 0.352(6) 1 calc R U P B 2
F1' F -0.428(3) 0.896(4) 0.6087(14) 0.039(4) Uani 0.352(6) 1 d D U P B 2
C6' C -0.257(4) 0.825(5) 0.5863(12) 0.028(3) Uani 0.352(6) 1 d D U P B 2
S7' S -0.2018(9) 0.8652(11) 0.4743(4) 0.0264(14) Uani 0.352(6) 1 d D U P B 2
C8' C 0.0165(6) 0.7416(6) 0.5049(3) 0.0258(10) Uani 0.352(6) 1 d D U P B 2
C9 C 0.1522(7) 0.7127(6) 0.4439(3) 0.0251(11) Uani 1 1 d . . . . .
H9 H 0.129798 0.762970 0.383308 0.030 Uiso 1 1 calc R U . B 1
C10 C 0.3276(7) 0.6070(6) 0.4713(3) 0.0240(11) Uani 1 1 d . . . . .
C11 C 0.5517(7) 0.3399(7) 0.6815(3) 0.0275(11) Uani 1 1 d . . . . .
C12 C 0.5741(7) 0.2630(7) 0.7571(3) 0.0280(11) Uani 1 1 d . . . . .
C13 C 0.6020(7) 0.1578(7) 0.8479(3) 0.0288(11) Uani 1 1 d . . . . .
C14 C 0.5583(7) 0.2704(7) 0.9147(3) 0.0292(11) Uani 1 1 d . . . . .
H14A H 0.422494 0.323941 0.904126 0.035 Uiso 1 1 calc R U . . .
H14B H 0.560305 0.192077 0.974743 0.035 Uiso 1 1 calc R U . . .
C15 C 0.7136(8) 0.4196(7) 0.9080(4) 0.0360(12) Uani 1 1 d . . . . .
H15A H 0.701079 0.505649 0.850245 0.043 Uiso 1 1 calc R U . . .
H15B H 0.686024 0.484601 0.954150 0.043 Uiso 1 1 calc R U . . .
C16 C 0.9268(8) 0.3448(9) 0.9183(4) 0.0450(15) Uani 1 1 d . . . . .
H16A H 0.944084 0.269534 0.978512 0.054 Uiso 1 1 calc R U . . .
H16B H 1.023509 0.444513 0.909843 0.054 Uiso 1 1 calc R U . . .
C17 C 0.9707(8) 0.2337(9) 0.8519(4) 0.0454(15) Uani 1 1 d . . . . .
H17A H 1.106397 0.179960 0.862642 0.054 Uiso 1 1 calc R U . . .
H17B H 0.969220 0.312323 0.791936 0.054 Uiso 1 1 calc R U . . .
C18 C 0.8147(8) 0.0844(7) 0.8583(4) 0.0361(12) Uani 1 1 d . . . . .
H18A H 0.842803 0.019604 0.812067 0.043 Uiso 1 1 calc R U . . .
H18B H 0.827084 -0.001901 0.915951 0.043 Uiso 1 1 calc R U . . .
C19 C 0.4525(11) -0.1013(8) 0.8093(4) 0.0524(18) Uani 1 1 d . . . . .
H19A H 0.583136 -0.164230 0.811283 0.063 Uiso 1 1 calc R U . . .
H19B H 0.430736 -0.030566 0.748549 0.063 Uiso 1 1 calc R U . . .
C20 C 0.288(1) -0.2338(9) 0.8356(4) 0.0497(16) Uani 1 1 d . . . . .
H20A H 0.158040 -0.171618 0.828109 0.075 Uiso 1 1 calc R U . . .
H20B H 0.304522 -0.297026 0.897203 0.075 Uiso 1 1 calc R U . . .
H20C H 0.293164 -0.319798 0.798610 0.075 Uiso 1 1 calc R U . . .


_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
O1 C19 1.432(7) . ?
O1 C13 1.453(6) . ?
C1 C2 1.419(7) . ?
C1 C11 1.419(7) . ?
C1 C10 1.423(7) 2_666 ?
C2 C3 1.419(7) . ?
C2 C10 1.438(6) . ?
C3 C4' 1.373(6) . ?
C3 C4 1.373(6) . ?
C3 H3 0.9500 . ?
C4 C8 1.437(7) . ?
C4 S5 1.769(5) . ?
S5 C6 1.742(14) . ?
C6 F1 1.343(7) . ?
C6 C7 1.35(2) . ?
C7 C8 1.438(14) . ?
C7 H7 0.9500 . ?
C8 C9 1.367(6) . ?
C4' C8' 1.437(7) . ?
C4' C5' 1.442(15) . ?
C5' C6' 1.35(2) . ?
C5' H5' 0.9500 . ?
F1' C6' 1.341(9) . ?
C6' S7' 1.747(18) . ?
S7' C8' 1.739(7) . ?
C8' C9 1.367(6) . ?
C9 C10 1.427(7) . ?
C9 H9 0.9500 . ?
C11 C12 1.203(7) . ?
C12 C13 1.472(7) . ?
C13 C18 1.516(7) . ?
C13 C14 1.538(7) . ?
C14 C15 1.537(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.523(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.524(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.541(8) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.491(9) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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
C19 O1 C13 115.6(4) . . ?
C2 C1 C11 119.3(5) . . ?
C2 C1 C10 120.5(4) . 2_666 ?
C11 C1 C10 120.1(5) . 2_666 ?
C1 C2 C3 121.2(4) . . ?
C1 C2 C10 119.1(4) . . ?
C3 C2 C10 119.7(4) . . ?
C4' C3 C2 120.5(4) . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C8 119.7(4) . . ?
C3 C4 S5 125.1(4) . . ?
C8 C4 S5 115.2(3) . . ?
C6 S5 C4 86.9(3) . . ?
F1 C6 C7 127.8(12) . . ?
F1 C6 S5 115.4(9) . . ?
C7 C6 S5 116.7(7) . . ?
C6 C7 C8 113.3(10) . . ?
C6 C7 H7 123.4 . . ?
C8 C7 H7 123.4 . . ?
C9 C8 C4 121.3(4) . . ?
C9 C8 C7 130.8(7) . . ?
C4 C8 C7 107.8(7) . . ?
C3 C4' C8' 119.7(4) . . ?
C3 C4' C5' 134.1(8) . . ?
C8' C4' C5' 106.2(7) . . ?
C6' C5' C4' 113.6(12) . . ?
C6' C5' H5' 123.2 . . ?
C4' C5' H5' 123.2 . . ?
F1' C6' C5' 126.7(16) . . ?
F1' C6' S7' 116.9(13) . . ?
C5' C6' S7' 116.3(8) . . ?
C8' S7' C6' 86.5(5) . . ?
C9 C8' C4' 121.3(4) . . ?
C9 C8' S7' 121.6(4) . . ?
C4' C8' S7' 117.1(4) . . ?
C8' C9 C10 120.1(4) . . ?
C8 C9 C10 120.1(4) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C1 C10 C9 120.9(4) 2_666 . ?
C1 C10 C2 120.4(4) 2_666 . ?
C9 C10 C2 118.7(4) . . ?
C12 C11 C1 177.4(6) . . ?
C11 C12 C13 176.2(6) . . ?
O1 C13 C12 109.8(4) . . ?
O1 C13 C18 111.3(4) . . ?
C12 C13 C18 109.3(4) . . ?
O1 C13 C14 104.5(4) . . ?
C12 C13 C14 111.4(4) . . ?
C18 C13 C14 110.6(4) . . ?
C15 C14 C13 111.5(4) . . ?
C15 C14 H14A 109.3 . . ?
C13 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C13 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C16 C15 C14 111.4(5) . . ?
C16 C15 H15A 109.3 . . ?
C14 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C14 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 C17 110.9(5) . . ?
C15 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 108.0 . . ?
C16 C17 C18 111.4(5) . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C13 C18 C17 111.8(5) . . ?
C13 C18 H18A 109.3 . . ?
C17 C18 H18A 109.3 . . ?
C13 C18 H18B 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
O1 C19 C20 109.4(5) . . ?
O1 C19 H19A 109.8 . . ?
C20 C19 H19A 109.8 . . ?
O1 C19 H19B 109.8 . . ?
C20 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
C11 C1 C2 C3 4.0(7) . . . . ?
C10 C1 C2 C3 -178.4(4) 2_666 . . . ?
C11 C1 C2 C10 -176.1(4) . . . . ?
C10 C1 C2 C10 1.6(7) 2_666 . . . ?
C1 C2 C3 C4' -178.9(4) . . . . ?
C10 C2 C3 C4' 1.2(7) . . . . ?
C1 C2 C3 C4 -178.9(4) . . . . ?
C10 C2 C3 C4 1.2(7) . . . . ?
C2 C3 C4 C8 0.2(7) . . . . ?
C2 C3 C4 S5 -178.1(4) . . . . ?
C3 C4 S5 C6 -179.2(9) . . . . ?
C8 C4 S5 C6 2.4(9) . . . . ?
C4 S5 C6 F1 179.7(17) . . . . ?
C4 S5 C6 C7 -3(2) . . . . ?
F1 C6 C7 C8 179.8(18) . . . . ?
S5 C6 C7 C8 3(3) . . . . ?
C3 C4 C8 C9 -1.4(7) . . . . ?
S5 C4 C8 C9 177.1(4) . . . . ?
C3 C4 C8 C7 -179.8(9) . . . . ?
S5 C4 C8 C7 -1.4(9) . . . . ?
C6 C7 C8 C9 -179.2(14) . . . . ?
C6 C7 C8 C4 -1(2) . . . . ?
C2 C3 C4' C8' 0.2(7) . . . . ?
C2 C3 C4' C5' -178.0(17) . . . . ?
C3 C4' C5' C6' -177(2) . . . . ?
C8' C4' C5' C6' 5(3) . . . . ?
C4' C5' C6' F1' 178(3) . . . . ?
C4' C5' C6' S7' -5(5) . . . . ?
F1' C6' S7' C8' 180(3) . . . . ?
C5' C6' S7' C8' 3(3) . . . . ?
C3 C4' C8' C9 -1.4(7) . . . . ?
C5' C4' C8' C9 177.3(13) . . . . ?
C3 C4' C8' S7' 178.3(5) . . . . ?
C5' C4' C8' S7' -3.1(13) . . . . ?
C6' S7' C8' C9 -179.8(16) . . . . ?
C6' S7' C8' C4' 0.5(17) . . . . ?
C4' C8' C9 C10 1.1(7) . . . . ?
S7' C8' C9 C10 -178.5(5) . . . . ?
C4 C8 C9 C10 1.1(7) . . . . ?
C7 C8 C9 C10 179.2(11) . . . . ?
C8' C9 C10 C1 -179.5(4) . . . 2_666 ?
C8 C9 C10 C1 -179.5(4) . . . 2_666 ?
C8' C9 C10 C2 0.3(6) . . . . ?
C8 C9 C10 C2 0.3(6) . . . . ?
C1 C2 C10 C1 -1.6(7) . . . 2_666 ?
C3 C2 C10 C1 178.4(4) . . . 2_666 ?
C1 C2 C10 C9 178.6(4) . . . . ?
C3 C2 C10 C9 -1.4(6) . . . . ?
C19 O1 C13 C12 55.0(6) . . . . ?
C19 O1 C13 C18 -66.0(6) . . . . ?
C19 O1 C13 C14 174.6(5) . . . . ?
O1 C13 C14 C15 174.9(4) . . . . ?
C12 C13 C14 C15 -66.6(5) . . . . ?
C18 C13 C14 C15 55.1(5) . . . . ?
C13 C14 C15 C16 -55.6(6) . . . . ?
C14 C15 C16 C17 55.5(6) . . . . ?
C15 C16 C17 C18 -55.2(7) . . . . ?
O1 C13 C18 C17 -170.6(4) . . . . ?
C12 C13 C18 C17 68.0(6) . . . . ?
C14 C13 C18 C17 -55.0(6) . . . . ?
C16 C17 C18 C13 55.6(6) . . . . ?
C13 O1 C19 C20 -176.9(5) . . . . ?

_refine_diff_density_max         0.301
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.075



####################################################################### 
# 
# 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_m20136
_database_code_depnum_ccdc_archive 'CCDC 2119596'
loop_
_audit_author_name
_audit_author_address
'Sean R. Parkin'
;University of Kentucky
United States of America
;
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: https://xray.uky.edu/Resources/scripts/ciffix 
_audit_update_record             
;
2021-11-01 deposited with the CCDC.	2022-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H48 F2 S2'
_chemical_formula_sum            'C42 H48 F2 S2'
_chemical_formula_weight         654.92

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'
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'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   5.6444(8)
_cell_length_b                   17.785(2)
_cell_length_c                   17.849(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.919(5)
_cell_angle_gamma                90
_cell_volume                     1785.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    8418
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      27.47

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_F_000             700
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.188
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.736
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by X-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the X-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;

_exptl_special_details           
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 90K, which is standard 
practice in this laboratory for the majority of flash-cooled crystals. 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.41
_diffrn_reflns_number            20189
_diffrn_reflns_av_unetI/netI     0.0747
_diffrn_reflns_av_R_equivalents  0.1063
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.290
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000

_reflns_number_total             3237
_reflns_number_gt                2096
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
; 
Reflections were merged by SHELXL according to the crystal 
class for the calculation of statistics and refinement. 
 
_reflns_Friedel_fraction is defined as the number of unique 
Friedel pairs measured divided by the number that would be 
possible theoretically, ignoring centric projections and 
systematic absences. 
;

_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_cell_refinement       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 (Bruker-AXS, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'

_refine_special_details          
; 
Refinement progress was checked using Platon (Spek, 2009) and by 
an R-tensor (Parkin, 2000). The final model was further checked 
with the IUCr utility checkCIF. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0322P)²+1.4272P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0122(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3237
_refine_ls_number_parameters     225
_refine_ls_number_restraints     83
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1212
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.029
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4357(5) 0.50526(14) 0.42152(14) 0.0206(6) Uani 1 1 d . . . . .
C2 C 0.6327(5) 0.46106(14) 0.44746(14) 0.0213(6) Uani 1 1 d . . . . .
C3 C 0.7684(5) 0.42084(14) 0.39684(15) 0.0236(7) Uani 1 1 d . . . . .
H3 H 0.725869 0.423741 0.344263 0.028 Uiso 1 1 calc R U . A 1
C4 C 0.9589(5) 0.37816(13) 0.42318(14) 0.0221(6) Uani 0.658(3) 1 d D . P B 1
S5 S 1.1493(4) 0.32568(11) 0.36932(9) 0.0256(4) Uani 0.658(3) 1 d D . P B 1
C6 C 1.3136(15) 0.3011(6) 0.4528(4) 0.0231(14) Uani 0.658(3) 1 d D . P B 1
F1 F 1.5045(6) 0.2561(2) 0.44594(17) 0.0307(8) Uani 0.658(3) 1 d D . P B 1
C7 C 1.232(2) 0.3285(7) 0.5177(7) 0.0247(9) Uani 0.658(3) 1 d D . P B 1
H7 H 1.305243 0.318984 0.566703 0.030 Uiso 0.658(3) 1 calc R U P B 1
C8 C 1.0236(5) 0.37295(14) 0.50280(14) 0.0230(6) Uani 0.658(3) 1 d D . P B 1
C4' C 0.9589(5) 0.37816(13) 0.42318(14) 0.0221(6) Uani 0.342(3) 1 d D . P B 2
C5' C 1.117(3) 0.3364(10) 0.3826(8) 0.0256(4) Uani 0.342(3) 1 d D . P B 2
H5' H 1.113179 0.333762 0.329294 0.031 Uiso 0.342(3) 1 calc R U P B 2
F1' F 1.4662(14) 0.2598(5) 0.4141(3) 0.0307(8) Uani 0.342(3) 1 d D . P B 2
C6' C 1.279(3) 0.3001(14) 0.4320(6) 0.0231(14) Uani 0.342(3) 1 d D . P B 2
S7' S 1.2621(11) 0.3163(3) 0.5276(3) 0.0247(9) Uani 0.342(3) 1 d D . P B 2
C8' C 1.0236(5) 0.37295(14) 0.50280(14) 0.0230(6) Uani 0.342(3) 1 d D . P B 2
C9 C 0.8975(5) 0.41095(14) 0.55303(14) 0.0228(6) Uani 1 1 d . . . . .
H9 H 0.943724 0.407397 0.605350 0.027 Uiso 1 1 calc R U . B 1
C10 C 0.6988(5) 0.45547(13) 0.52753(14) 0.0203(6) Uani 1 1 d . . . . .
C11 C 0.3665(5) 0.51177(14) 0.34244(15) 0.0212(6) Uani 1 1 d . . . . .
C12 C 0.2935(5) 0.51994(13) 0.27789(15) 0.0200(6) Uani 1 1 d . . . . .
C13 C 0.1798(4) 0.53356(14) 0.20116(13) 0.0179(6) Uani 1 1 d . . . . .
C14 C -0.0179(5) 0.59215(14) 0.20825(14) 0.0207(6) Uani 1 1 d . . . . .
H14A H -0.103805 0.599183 0.158016 0.025 Uiso 1 1 calc R U . . .
H14B H -0.132730 0.571338 0.241711 0.025 Uiso 1 1 calc R U . . .
C15 C 0.0623(5) 0.66921(14) 0.23837(15) 0.0252(6) Uani 1 1 d . . . . .
H15A H 0.159678 0.662803 0.286770 0.030 Uiso 1 1 calc R U . . .
H15B H 0.163077 0.693276 0.202463 0.030 Uiso 1 1 calc R U . . .
C16 C -0.1483(5) 0.72023(16) 0.25011(19) 0.0388(8) Uani 1 1 d . . . . .
H16A H -0.240601 0.728746 0.201822 0.058 Uiso 1 1 calc R U . . .
H16B H -0.090075 0.768464 0.270889 0.058 Uiso 1 1 calc R U . . .
H16C H -0.249477 0.696297 0.285159 0.058 Uiso 1 1 calc R U . . .
C17 C 0.3690(5) 0.56276(14) 0.15053(14) 0.0198(6) Uani 1 1 d . . . . .
H17A H 0.441815 0.608661 0.173900 0.024 Uiso 1 1 calc R U . . .
H17B H 0.495905 0.524421 0.149787 0.024 Uiso 1 1 calc R U . . .
C18 C 0.2804(5) 0.58121(15) 0.06922(14) 0.0257(7) Uani 1 1 d . . . . .
H18A H 0.220507 0.534721 0.043615 0.031 Uiso 1 1 calc R U . . .
H18B H 0.146497 0.617193 0.068998 0.031 Uiso 1 1 calc R U . . .
C19 C 0.4765(5) 0.61502(17) 0.02606(16) 0.0341(8) Uani 1 1 d . . . . .
H19A H 0.412436 0.627048 -0.025315 0.051 Uiso 1 1 calc R U . . .
H19B H 0.606573 0.578728 0.024438 0.051 Uiso 1 1 calc R U . . .
H19C H 0.536374 0.661004 0.051319 0.051 Uiso 1 1 calc R U . . .
C20 C 0.0653(5) 0.45933(14) 0.16994(15) 0.0229(6) Uani 1 1 d . . . . .
H20A H -0.056655 0.443506 0.203395 0.027 Uiso 1 1 calc R U . . .
H20B H -0.017358 0.469721 0.119842 0.027 Uiso 1 1 calc R U . . .
C21 C 0.2356(5) 0.39421(14) 0.16238(15) 0.0268(7) Uani 1 1 d . . . . .
H21A H 0.313936 0.381841 0.212615 0.032 Uiso 1 1 calc R U . . .
H21B H 0.360631 0.409852 0.129988 0.032 Uiso 1 1 calc R U . . .
C22 C 0.1123(6) 0.32411(16) 0.12899(17) 0.0394(8) Uani 1 1 d . . . . .
H22A H 0.040707 0.335312 0.078251 0.059 Uiso 1 1 calc R U . . .
H22B H -0.012089 0.308366 0.160729 0.059 Uiso 1 1 calc R U . . .
H22C H 0.228969 0.283577 0.126518 0.059 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.407(4) . ?
C1 C10 1.418(4) 3_666 ?
C1 C11 1.437(4) . ?
C2 C3 1.426(4) . ?
C2 C10 1.449(3) . ?
C3 C4' 1.366(4) . ?
C3 C4 1.366(4) . ?
C3 H3 0.9500 . ?
C4 C8 1.440(4) . ?
C4 S5 1.768(3) . ?
S5 C6 1.742(6) . ?
C6 F1 1.356(4) . ?
C6 C7 1.373(13) . ?
C7 C8 1.422(10) . ?
C7 H7 0.9500 . ?
C8 C9 1.370(4) . ?
C4' C5' 1.410(11) . ?
C4' C8' 1.440(4) . ?
C5' C6' 1.374(15) . ?
C5' H5' 0.9500 . ?
F1' C6' 1.338(7) . ?
C6' S7' 1.741(11) . ?
S7' C8' 1.709(5) . ?
C8' C9 1.370(4) . ?
C9 C10 1.416(4) . ?
C9 H9 0.9500 . ?
C11 C12 1.199(3) . ?
C12 C13 1.482(4) . ?
C13 C14 1.540(3) . ?
C13 C17 1.547(3) . ?
C13 C20 1.552(3) . ?
C14 C15 1.527(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.524(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.530(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.525(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.518(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.524(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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 C10 121.0(2) . 3_666 ?
C2 C1 C11 120.6(2) . . ?
C10 C1 C11 118.4(2) 3_666 . ?
C1 C2 C3 121.6(2) . . ?
C1 C2 C10 119.5(2) . . ?
C3 C2 C10 118.9(2) . . ?
C4' C3 C2 120.7(2) . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C8 120.1(2) . . ?
C3 C4 S5 127.1(2) . . ?
C8 C4 S5 112.8(2) . . ?
C6 S5 C4 88.33(18) . . ?
F1 C6 C7 127.8(6) . . ?
F1 C6 S5 116.0(4) . . ?
C7 C6 S5 116.1(5) . . ?
C6 C7 C8 111.8(8) . . ?
C6 C7 H7 124.1 . . ?
C8 C7 H7 124.1 . . ?
C9 C8 C7 128.2(6) . . ?
C9 C8 C4 120.8(2) . . ?
C7 C8 C4 110.9(5) . . ?
C3 C4' C5' 129.1(7) . . ?
C3 C4' C8' 120.1(2) . . ?
C5' C4' C8' 110.8(6) . . ?
C6' C5' C4' 109.4(9) . . ?
C6' C5' H5' 125.3 . . ?
C4' C5' H5' 125.3 . . ?
F1' C6' C5' 126.3(10) . . ?
F1' C6' S7' 115.6(7) . . ?
C5' C6' S7' 117.6(6) . . ?
C8' S7' C6' 87.2(4) . . ?
C9 C8' C4' 120.8(2) . . ?
C9 C8' S7' 124.3(3) . . ?
C4' C8' S7' 114.9(3) . . ?
C8' C9 C10 120.5(2) . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C1 121.5(2) . 3_666 ?
C9 C10 C2 119.0(2) . . ?
C1 C10 C2 119.5(2) 3_666 . ?
C12 C11 C1 175.0(3) . . ?
C11 C12 C13 173.8(3) . . ?
C12 C13 C14 107.1(2) . . ?
C12 C13 C17 109.2(2) . . ?
C14 C13 C17 111.2(2) . . ?
C12 C13 C20 109.1(2) . . ?
C14 C13 C20 108.8(2) . . ?
C17 C13 C20 111.3(2) . . ?
C15 C14 C13 116.2(2) . . ?
C15 C14 H14A 108.2 . . ?
C13 C14 H14A 108.2 . . ?
C15 C14 H14B 108.2 . . ?
C13 C14 H14B 108.2 . . ?
H14A C14 H14B 107.4 . . ?
C16 C15 C14 111.8(2) . . ?
C16 C15 H15A 109.3 . . ?
C14 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C14 C15 H15B 109.3 . . ?
H15A C15 H15B 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C13 116.1(2) . . ?
C18 C17 H17A 108.3 . . ?
C13 C17 H17A 108.3 . . ?
C18 C17 H17B 108.3 . . ?
C13 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C19 C18 C17 111.8(2) . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C13 115.7(2) . . ?
C21 C20 H20A 108.4 . . ?
C13 C20 H20A 108.4 . . ?
C21 C20 H20B 108.4 . . ?
C13 C20 H20B 108.4 . . ?
H20A C20 H20B 107.4 . . ?
C20 C21 C22 112.8(2) . . ?
C20 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C20 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 179.5(2) 3_666 . . . ?
C11 C1 C2 C3 -0.6(4) . . . . ?
C10 C1 C2 C10 0.1(4) 3_666 . . . ?
C11 C1 C2 C10 180.0(2) . . . . ?
C1 C2 C3 C4' -179.9(2) . . . . ?
C10 C2 C3 C4' -0.5(4) . . . . ?
C1 C2 C3 C4 -179.9(2) . . . . ?
C10 C2 C3 C4 -0.5(4) . . . . ?
C2 C3 C4 C8 0.5(4) . . . . ?
C2 C3 C4 S5 -179.1(2) . . . . ?
C3 C4 S5 C6 177.8(5) . . . . ?
C8 C4 S5 C6 -1.9(5) . . . . ?
C4 S5 C6 F1 -180.0(9) . . . . ?
C4 S5 C6 C7 1.2(11) . . . . ?
F1 C6 C7 C8 -178.9(11) . . . . ?
S5 C6 C7 C8 -0.2(16) . . . . ?
C6 C7 C8 C9 -177.9(8) . . . . ?
C6 C7 C8 C4 -1.2(13) . . . . ?
C3 C4 C8 C9 -0.6(4) . . . . ?
S5 C4 C8 C9 179.1(2) . . . . ?
C3 C4 C8 C7 -177.5(7) . . . . ?
S5 C4 C8 C7 2.1(7) . . . . ?
C2 C3 C4' C5' -178.1(11) . . . . ?
C2 C3 C4' C8' 0.5(4) . . . . ?
C3 C4' C5' C6' -178.2(14) . . . . ?
C8' C4' C5' C6' 3(2) . . . . ?
C4' C5' C6' F1' -175(2) . . . . ?
C4' C5' C6' S7' -3(3) . . . . ?
F1' C6' S7' C8' 174(2) . . . . ?
C5' C6' S7' C8' 1(2) . . . . ?
C3 C4' C8' C9 -0.6(4) . . . . ?
C5' C4' C8' C9 178.2(9) . . . . ?
C3 C4' C8' S7' 178.9(3) . . . . ?
C5' C4' C8' S7' -2.3(10) . . . . ?
C6' S7' C8' C9 -179.9(10) . . . . ?
C6' S7' C8' C4' 0.6(11) . . . . ?
C4' C8' C9 C10 0.8(4) . . . . ?
S7' C8' C9 C10 -178.6(3) . . . . ?
C7 C8 C9 C10 177.1(8) . . . . ?
C4 C8 C9 C10 0.8(4) . . . . ?
C8' C9 C10 C1 179.4(2) . . . 3_666 ?
C8 C9 C10 C1 179.4(2) . . . 3_666 ?
C8' C9 C10 C2 -0.8(4) . . . . ?
C8 C9 C10 C2 -0.8(4) . . . . ?
C1 C2 C10 C9 -179.9(2) . . . . ?
C3 C2 C10 C9 0.7(3) . . . . ?
C1 C2 C10 C1 -0.1(4) . . . 3_666 ?
C3 C2 C10 C1 -179.5(2) . . . 3_666 ?
C12 C13 C14 C15 62.2(3) . . . . ?
C17 C13 C14 C15 -57.1(3) . . . . ?
C20 C13 C14 C15 180.0(2) . . . . ?
C13 C14 C15 C16 -174.6(2) . . . . ?
C12 C13 C17 C18 -178.9(2) . . . . ?
C14 C13 C17 C18 -60.9(3) . . . . ?
C20 C13 C17 C18 60.6(3) . . . . ?
C13 C17 C18 C19 175.7(2) . . . . ?
C12 C13 C20 C21 -61.1(3) . . . . ?
C14 C13 C20 C21 -177.6(2) . . . . ?
C17 C13 C20 C21 59.4(3) . . . . ?
C13 C20 C21 C22 -178.1(2) . . . . ?

_refine_diff_density_max         0.258
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.059



####################################################################### 
# 
# 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_m21072
_database_code_depnum_ccdc_archive 'CCDC 2119597'
loop_
_audit_author_name
_audit_author_address
'Sean R. Parkin'
;University of Kentucky
United States of America
;
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: https://xray.uky.edu/Resources/scripts/ciffix 
_audit_update_record             
;
2021-11-01 deposited with the CCDC.	2022-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H40 F2 S2'
_chemical_formula_sum            'C40 H40 F2 S2'
_chemical_formula_weight         622.84

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2512(9)
_cell_length_b                   10.3808(9)
_cell_length_c                   15.5348(16)
_cell_angle_alpha                76.585(3)
_cell_angle_beta                 83.153(2)
_cell_angle_gamma                80.974(4)
_cell_volume                     1582.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9880
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      27.48

_exptl_crystal_description       'tablet cut from a lath'
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             660
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.932
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by X-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the X-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;

_exptl_special_details           
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 90K, which is standard 
practice in this laboratory for the majority of flash-cooled crystals. 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.41
_diffrn_reflns_number            38615
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.019
_diffrn_reflns_theta_max         27.519
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999

_reflns_number_total             7272
_reflns_number_gt                6195
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
; 
Reflections were merged by SHELXL according to the crystal 
class for the calculation of statistics and refinement. 
 
_reflns_Friedel_fraction is defined as the number of unique 
Friedel pairs measured divided by the number that would be 
possible theoretically, ignoring centric projections and 
systematic absences. 
;

_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_cell_refinement       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 (Bruker-AXS, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'

_refine_special_details          
; 
Refinement progress was checked using Platon (Spek, 2009) and by 
an R-tensor (Parkin, 2000). The final model was further checked 
with the IUCr utility checkCIF. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0214P)²+1.1868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7272
_refine_ls_number_parameters     425
_refine_ls_number_restraints     190
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.76787(14) 0.71688(14) 0.59733(9) 0.0136(3) Uani 1 1 d . . . . .
C2 C 0.64003(14) 0.76629(14) 0.56836(9) 0.0131(3) Uani 1 1 d . . . . .
C3 C 0.52848(14) 0.78418(14) 0.62995(10) 0.0153(3) Uani 1 1 d . . . . .
H3 H 0.538864 0.763279 0.691820 0.018 Uiso 1 1 calc R U . A 1
C4 C 0.40613(14) 0.83147(14) 0.60029(10) 0.0150(3) Uani 0.684(2) 1 d D . P B 1
S5 S 0.25719(7) 0.85414(9) 0.66775(5) 0.0194(2) Uani 0.684(2) 1 d D U P B 1
C6 C 0.1748(3) 0.9154(8) 0.5713(2) 0.0172(7) Uani 0.684(2) 1 d D . P B 1
F1 F 0.0439(2) 0.9531(3) 0.58340(13) 0.0259(5) Uani 0.684(2) 1 d D . P B 1
C7 C 0.2501(5) 0.9163(7) 0.4937(4) 0.0158(5) Uani 0.684(2) 1 d D U P B 1
H7 H 0.216589 0.946043 0.436938 0.019 Uiso 0.684(2) 1 calc R U P B 1
C8 C 0.38784(14) 0.86662(14) 0.50708(10) 0.0149(3) Uani 0.684(2) 1 d D . P B 1
C4' C 0.40613(14) 0.83147(14) 0.60029(10) 0.0150(3) Uani 0.316(2) 1 d D . P B 2
C5' C 0.2808(7) 0.8619(10) 0.6478(5) 0.0194(2) Uani 0.316(2) 1 d D U P B 2
H5' H 0.267139 0.849338 0.710624 0.023 Uiso 0.316(2) 1 calc R U P B 2
F1' F 0.0571(5) 0.9486(7) 0.6148(3) 0.0259(5) Uani 0.316(2) 1 d D . P B 2
C6' C 0.1845(7) 0.911(2) 0.5922(6) 0.0172(7) Uani 0.316(2) 1 d D . P B 2
S7' S 0.2288(3) 0.9314(3) 0.47824(18) 0.0158(5) Uani 0.316(2) 1 d D U P B 2
C8' C 0.38784(14) 0.86662(14) 0.50708(10) 0.0149(3) Uani 0.316(2) 1 d D . P B 2
C9 C 0.49337(14) 0.84863(14) 0.44642(10) 0.0149(3) Uani 1 1 d . . . . .
H9 H 0.480709 0.869919 0.384866 0.018 Uiso 1 1 calc R U . B 1
C10 C 0.62197(14) 0.79825(13) 0.47486(9) 0.0128(3) Uani 1 1 d . . . . .
C11 C 0.73238(14) 0.77975(14) 0.41295(9) 0.0132(3) Uani 1 1 d . . . . .
C12 C 0.86069(14) 0.73486(14) 0.44173(9) 0.0131(3) Uani 1 1 d . . . . .
C13 C 0.97258(14) 0.72279(14) 0.37947(10) 0.0153(3) Uani 1 1 d . . . . .
H13 H 0.962499 0.748921 0.317585 0.018 Uiso 1 1 calc R U . C 1
C14 C 1.09481(14) 0.67351(14) 0.40877(10) 0.0153(3) Uani 0.679(2) 1 d D . P D 1
S15 S 1.24301(7) 0.65409(8) 0.33937(4) 0.0186(2) Uani 0.679(2) 1 d D U P D 1
C16 C 1.3252(4) 0.5838(13) 0.4350(3) 0.0177(8) Uani 0.679(2) 1 d D . P D 1
F2 F 1.4555(3) 0.5442(4) 0.42162(15) 0.0274(6) Uani 0.679(2) 1 d D . P D 1
C17 C 1.2510(5) 0.5781(6) 0.5127(3) 0.0163(5) Uani 0.679(2) 1 d D U P D 1
H17 H 1.285334 0.543342 0.568819 0.020 Uiso 0.679(2) 1 calc R U P D 1
C18 C 1.11243(14) 0.63087(14) 0.50194(10) 0.0159(3) Uani 0.679(2) 1 d D . P D 1
C14' C 1.09481(14) 0.67351(14) 0.40877(10) 0.0153(3) Uani 0.321(2) 1 d D . P D
2
C15' C 1.2227(7) 0.6486(9) 0.3634(4) 0.0186(2) Uani 0.321(2) 1 d D U P D 2
H15' H 1.238651 0.667328 0.300540 0.022 Uiso 0.321(2) 1 calc R U P D 2
F2' F 1.4445(6) 0.5619(10) 0.3949(4) 0.0274(6) Uani 0.321(2) 1 d D . P D 2
C16' C 1.3174(9) 0.596(3) 0.4182(7) 0.0177(8) Uani 0.321(2) 1 d D . P D 2
S17' S 1.2703(2) 0.5663(3) 0.53249(14) 0.0163(5) Uani 0.321(2) 1 d D U P D 2
C18' C 1.11243(14) 0.63087(14) 0.50194(10) 0.0159(3) Uani 0.321(2) 1 d D . P D
2
C19 C 1.00683(14) 0.64579(14) 0.56319(10) 0.0159(3) Uani 1 1 d . . . . .
H19 H 1.019254 0.620140 0.624772 0.019 Uiso 1 1 calc R U . D 1
C20 C 0.87845(14) 0.69952(13) 0.53518(9) 0.0128(3) Uani 1 1 d . . . . .
C21 C 0.78731(14) 0.68510(14) 0.69003(10) 0.0150(3) Uani 1 1 d . . . . .
C22 C 0.81231(14) 0.65707(14) 0.76655(10) 0.0152(3) Uani 1 1 d . . . . .
C23 C 0.85426(14) 0.61809(15) 0.85764(9) 0.0147(3) Uani 1 1 d . . . . .
C24 C 0.98508(15) 0.52070(15) 0.85708(10) 0.0186(3) Uani 1 1 d . . . . .
H24A H 1.051578 0.563623 0.812645 0.022 Uiso 1 1 calc R U . . .
H24B H 1.020007 0.501647 0.916110 0.022 Uiso 1 1 calc R U . . .
C25 C 0.96508(16) 0.38942(16) 0.83506(11) 0.0241(4) Uani 1 1 d . . . . .
H25A H 0.938069 0.407436 0.773843 0.029 Uiso 1 1 calc R U . . .
H25B H 1.050005 0.328817 0.837569 0.029 Uiso 1 1 calc R U . . .
C26 C 0.85981(18) 0.32129(17) 0.89962(12) 0.0283(4) Uani 1 1 d . . . . .
H26A H 0.890727 0.295003 0.960009 0.034 Uiso 1 1 calc R U . . .
H26B H 0.846014 0.239221 0.881723 0.034 Uiso 1 1 calc R U . . .
C27 C 0.72900(16) 0.41419(16) 0.90103(11) 0.0229(3) Uani 1 1 d . . . . .
H27A H 0.664253 0.370369 0.946487 0.028 Uiso 1 1 calc R U . . .
H27B H 0.692663 0.431834 0.842540 0.028 Uiso 1 1 calc R U . . .
C28 C 0.74860(15) 0.54611(15) 0.92186(10) 0.0179(3) Uani 1 1 d . . . . .
H28A H 0.774942 0.528671 0.983209 0.021 Uiso 1 1 calc R U . . .
H28B H 0.663109 0.605802 0.919242 0.021 Uiso 1 1 calc R U . . .
C29 C 0.87306(15) 0.74363(15) 0.88966(10) 0.0172(3) Uani 1 1 d . . . . .
H29A H 0.785597 0.798886 0.894172 0.021 Uiso 1 1 calc R U . . .
H29B H 0.903401 0.714646 0.950172 0.021 Uiso 1 1 calc R U . . .
C30 C 0.97011(17) 0.83121(17) 0.83181(11) 0.0255(4) Uani 1 1 d . . . . .
H30A H 0.951289 0.846688 0.768913 0.031 Uiso 1 1 calc R U . . .
H30B H 1.061419 0.783888 0.837311 0.031 Uiso 1 1 calc R U . . .
C31 C 0.9615(2) 0.96538(19) 0.85764(14) 0.0367(4) Uani 1 1 d . . . . .
H31A H 1.024813 1.018777 0.818518 0.055 Uiso 1 1 calc R U . . .
H31B H 0.982654 0.950633 0.919347 0.055 Uiso 1 1 calc R U . . .
H31C H 0.871502 1.013026 0.851678 0.055 Uiso 1 1 calc R U . . .
C32 C 0.71117(14) 0.80187(14) 0.32079(9) 0.0140(3) Uani 1 1 d . . . . .
C33 C 0.68273(14) 0.81533(14) 0.24611(10) 0.0151(3) Uani 1 1 d . . . . .
C34 C 0.63166(15) 0.83206(15) 0.15852(9) 0.0156(3) Uani 1 1 d . . . . .
C35 C 0.48326(15) 0.88878(16) 0.16688(11) 0.0215(3) Uani 1 1 d . . . . .
H35A H 0.444387 0.892270 0.110895 0.026 Uiso 1 1 calc R U . . .
H35B H 0.436451 0.828183 0.215259 0.026 Uiso 1 1 calc R U . . .
C36 C 0.46213(18) 1.02825(17) 0.18626(11) 0.0278(4) Uani 1 1 d . . . . .
H36A H 0.494544 1.023896 0.244543 0.033 Uiso 1 1 calc R U . . .
H36B H 0.366185 1.061787 0.189511 0.033 Uiso 1 1 calc R U . . .
C37 C 0.5352(2) 1.12446(17) 0.11443(12) 0.0312(4) Uani 1 1 d . . . . .
H37A H 0.523742 1.212917 0.130160 0.037 Uiso 1 1 calc R U . . .
H37B H 0.496695 1.135793 0.057222 0.037 Uiso 1 1 calc R U . . .
C38 C 0.68268(19) 1.07248(17) 0.10415(11) 0.0280(4) Uani 1 1 d . . . . .
H38A H 0.723370 1.072432 0.158842 0.034 Uiso 1 1 calc R U . . .
H38B H 0.726394 1.133136 0.054101 0.034 Uiso 1 1 calc R U . . .
C39 C 0.70609(16) 0.93122(15) 0.08702(10) 0.0194(3) Uani 1 1 d . . . . .
H39A H 0.802278 0.898801 0.085476 0.023 Uiso 1 1 calc R U . . .
H39B H 0.676657 0.933868 0.028141 0.023 Uiso 1 1 calc R U . . .
C40 C 0.65178(15) 0.69639(15) 0.13011(10) 0.0179(3) Uani 1 1 d . . . . .
H40A H 0.605181 0.707940 0.076004 0.021 Uiso 1 1 calc R U . . .
H40B H 0.747501 0.673052 0.113861 0.021 Uiso 1 1 calc R U . . .
C41 C 0.60418(18) 0.57930(16) 0.19868(11) 0.0246(3) Uani 1 1 d . . . . .
H41A H 0.509856 0.603285 0.218408 0.029 Uiso 1 1 calc R U . . .
H41B H 0.655882 0.561108 0.251107 0.029 Uiso 1 1 calc R U . . .
C42 C 0.61884(17) 0.45362(16) 0.16183(11) 0.0245(3) Uani 1 1 d . . . . .
H42A H 0.570102 0.472047 0.108780 0.037 Uiso 1 1 calc R U . . .
H42B H 0.582998 0.381970 0.206849 0.037 Uiso 1 1 calc R U . . .
H42C H 0.712847 0.425923 0.146140 0.037 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C20 1.4161(19) . ?
C1 C2 1.416(2) . ?
C1 C21 1.432(2) . ?
C2 C3 1.419(2) . ?
C2 C10 1.4406(19) . ?
C3 C4' 1.366(2) . ?
C3 C4 1.366(2) . ?
C3 H3 0.9500 . ?
C4 C8 1.436(2) . ?
C4 S5 1.7621(15) . ?
S5 C6 1.748(4) . ?
C6 F1 1.341(3) . ?
C6 C7 1.351(7) . ?
C7 C8 1.447(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.367(2) . ?
C4' C5' 1.432(7) . ?
C4' C8' 1.436(2) . ?
C5' C6' 1.349(10) . ?
C5' H5' 0.9500 . ?
F1' C6' 1.333(6) . ?
C6' S7' 1.747(9) . ?
S7' C8' 1.733(3) . ?
C8' C9 1.367(2) . ?
C9 C10 1.4220(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.4144(19) . ?
C11 C12 1.4137(19) . ?
C11 C32 1.4338(19) . ?
C12 C13 1.4189(19) . ?
C12 C20 1.439(2) . ?
C13 C14' 1.366(2) . ?
C13 C14 1.366(2) . ?
C13 H13 0.9500 . ?
C14 C18 1.437(2) . ?
C14 S15 1.7678(15) . ?
S15 C16 1.748(5) . ?
C16 F2 1.341(3) . ?
C16 C17 1.341(7) . ?
C17 C18 1.454(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.368(2) . ?
C14' C15' 1.428(6) . ?
C14' C18' 1.437(2) . ?
C15' C16' 1.335(10) . ?
C15' H15' 0.9500 . ?
F2' C16' 1.326(6) . ?
C16' S17' 1.751(11) . ?
S17' C18' 1.729(3) . ?
C18' C19 1.368(2) . ?
C19 C20 1.4234(19) . ?
C19 H19 0.9500 . ?
C21 C22 1.205(2) . ?
C22 C23 1.475(2) . ?
C23 C28 1.542(2) . ?
C23 C29 1.544(2) . ?
C23 C24 1.5481(19) . ?
C24 C25 1.529(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.524(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.525(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.526(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.522(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.523(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.201(2) . ?
C33 C34 1.479(2) . ?
C34 C35 1.544(2) . ?
C34 C39 1.546(2) . ?
C34 C40 1.548(2) . ?
C35 C36 1.524(2) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.524(3) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.526(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.528(2) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.520(2) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.522(2) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?

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
C20 C1 C2 120.61(13) . . ?
C20 C1 C21 119.03(13) . . ?
C2 C1 C21 120.35(13) . . ?
C1 C2 C3 121.15(13) . . ?
C1 C2 C10 119.76(13) . . ?
C3 C2 C10 119.08(13) . . ?
C4' C3 C2 119.99(13) . . ?
C4 C3 C2 119.99(13) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C8 121.26(13) . . ?
C3 C4 S5 125.71(12) . . ?
C8 C4 S5 113.02(11) . . ?
C6 S5 C4 88.62(12) . . ?
F1 C6 C7 127.9(3) . . ?
F1 C6 S5 116.0(2) . . ?
C7 C6 S5 116.1(3) . . ?
C6 C7 C8 112.1(4) . . ?
C6 C7 H7 124.0 . . ?
C8 C7 H7 124.0 . . ?
C9 C8 C4 119.89(13) . . ?
C9 C8 C7 129.9(3) . . ?
C4 C8 C7 110.2(3) . . ?
C3 C4' C5' 130.7(3) . . ?
C3 C4' C8' 121.26(13) . . ?
C5' C4' C8' 108.0(3) . . ?
C6' C5' C4' 111.5(6) . . ?
C6' C5' H5' 124.2 . . ?
C4' C5' H5' 124.2 . . ?
F1' C6' C5' 126.8(7) . . ?
F1' C6' S7' 115.3(6) . . ?
C5' C6' S7' 117.9(5) . . ?
C8' S7' C6' 86.0(3) . . ?
C9 C8' C4' 119.89(13) . . ?
C9 C8' S7' 123.51(15) . . ?
C4' C8' S7' 116.60(14) . . ?
C8' C9 C10 120.42(13) . . ?
C8 C9 C10 120.42(13) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 121.15(13) . . ?
C11 C10 C2 119.52(13) . . ?
C9 C10 C2 119.32(13) . . ?
C12 C11 C10 120.65(13) . . ?
C12 C11 C32 120.45(13) . . ?
C10 C11 C32 118.84(13) . . ?
C11 C12 C13 120.76(13) . . ?
C11 C12 C20 119.86(13) . . ?
C13 C12 C20 119.37(13) . . ?
C14' C13 C12 119.82(13) . . ?
C14 C13 C12 119.82(13) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C18 121.23(13) . . ?
C13 C14 S15 124.93(12) . . ?
C18 C14 S15 113.83(11) . . ?
C16 S15 C14 88.12(13) . . ?
F2 C16 C17 128.1(4) . . ?
F2 C16 S15 115.7(3) . . ?
C17 C16 S15 116.2(3) . . ?
C16 C17 C18 113.0(4) . . ?
C16 C17 H17 123.5 . . ?
C18 C17 H17 123.5 . . ?
C19 C18 C14 119.94(13) . . ?
C19 C18 C17 131.2(2) . . ?
C14 C18 C17 108.8(2) . . ?
C13 C14' C15' 132.6(3) . . ?
C13 C14' C18' 121.23(13) . . ?
C15' C14' C18' 106.1(3) . . ?
C16' C15' C14' 113.2(6) . . ?
C16' C15' H15' 123.4 . . ?
C14' C15' H15' 123.4 . . ?
F2' C16' C15' 126.4(9) . . ?
F2' C16' S17' 116.1(7) . . ?
C15' C16' S17' 117.4(5) . . ?
C18' S17' C16' 85.3(3) . . ?
C19 C18' C14' 119.94(13) . . ?
C19 C18' S17' 122.18(14) . . ?
C14' C18' S17' 117.85(13) . . ?
C18' C19 C20 120.38(13) . . ?
C18 C19 C20 120.38(13) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C1 C20 C19 121.39(13) . . ?
C1 C20 C12 119.48(13) . . ?
C19 C20 C12 119.12(13) . . ?
C22 C21 C1 175.79(15) . . ?
C21 C22 C23 175.16(15) . . ?
C22 C23 C28 110.49(12) . . ?
C22 C23 C29 109.87(12) . . ?
C28 C23 C29 108.52(12) . . ?
C22 C23 C24 108.24(12) . . ?
C28 C23 C24 108.65(12) . . ?
C29 C23 C24 111.07(12) . . ?
C25 C24 C23 111.83(13) . . ?
C25 C24 H24A 109.3 . . ?
C23 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 107.9 . . ?
C26 C25 C24 111.51(14) . . ?
C26 C25 H25A 109.3 . . ?
C24 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
C24 C25 H25B 109.3 . . ?
H25A C25 H25B 108.0 . . ?
C25 C26 C27 110.93(13) . . ?
C25 C26 H26A 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C27 C26 H26B 109.5 . . ?
H26A C26 H26B 108.0 . . ?
C26 C27 C28 110.87(14) . . ?
C26 C27 H27A 109.5 . . ?
C28 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 108.1 . . ?
C27 C28 C23 113.33(12) . . ?
C27 C28 H28A 108.9 . . ?
C23 C28 H28A 108.9 . . ?
C27 C28 H28B 108.9 . . ?
C23 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
C30 C29 C23 116.05(12) . . ?
C30 C29 H29A 108.3 . . ?
C23 C29 H29A 108.3 . . ?
C30 C29 H29B 108.3 . . ?
C23 C29 H29B 108.3 . . ?
H29A C29 H29B 107.4 . . ?
C29 C30 C31 112.15(14) . . ?
C29 C30 H30A 109.2 . . ?
C31 C30 H30A 109.2 . . ?
C29 C30 H30B 109.2 . . ?
C31 C30 H30B 109.2 . . ?
H30A C30 H30B 107.9 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C11 173.95(16) . . ?
C32 C33 C34 173.40(15) . . ?
C33 C34 C35 107.59(12) . . ?
C33 C34 C39 110.55(12) . . ?
C35 C34 C39 109.11(12) . . ?
C33 C34 C40 110.19(12) . . ?
C35 C34 C40 111.20(13) . . ?
C39 C34 C40 108.20(12) . . ?
C36 C35 C34 112.02(14) . . ?
C36 C35 H35A 109.2 . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35B 109.2 . . ?
C34 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C35 C36 C37 111.06(14) . . ?
C35 C36 H36A 109.4 . . ?
C37 C36 H36A 109.4 . . ?
C35 C36 H36B 109.4 . . ?
C37 C36 H36B 109.4 . . ?
H36A C36 H36B 108.0 . . ?
C36 C37 C38 110.98(13) . . ?
C36 C37 H37A 109.4 . . ?
C38 C37 H37A 109.4 . . ?
C36 C37 H37B 109.4 . . ?
C38 C37 H37B 109.4 . . ?
H37A C37 H37B 108.0 . . ?
C37 C38 C39 111.74(14) . . ?
C37 C38 H38A 109.3 . . ?
C39 C38 H38A 109.3 . . ?
C37 C38 H38B 109.3 . . ?
C39 C38 H38B 109.3 . . ?
H38A C38 H38B 107.9 . . ?
C38 C39 C34 112.65(13) . . ?
C38 C39 H39A 109.1 . . ?
C34 C39 H39A 109.1 . . ?
C38 C39 H39B 109.1 . . ?
C34 C39 H39B 109.1 . . ?
H39A C39 H39B 107.8 . . ?
C41 C40 C34 116.17(12) . . ?
C41 C40 H40A 108.2 . . ?
C34 C40 H40A 108.2 . . ?
C41 C40 H40B 108.2 . . ?
C34 C40 H40B 108.2 . . ?
H40A C40 H40B 107.4 . . ?
C40 C41 C42 111.96(13) . . ?
C40 C41 H41A 109.2 . . ?
C42 C41 H41A 109.2 . . ?
C40 C41 H41B 109.2 . . ?
C42 C41 H41B 109.2 . . ?
H41A C41 H41B 107.9 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
C20 C1 C2 C3 -179.98(13) . . . . ?
C21 C1 C2 C3 -0.6(2) . . . . ?
C20 C1 C2 C10 0.5(2) . . . . ?
C21 C1 C2 C10 179.81(13) . . . . ?
C1 C2 C3 C4' -179.72(14) . . . . ?
C10 C2 C3 C4' -0.2(2) . . . . ?
C1 C2 C3 C4 -179.72(14) . . . . ?
C10 C2 C3 C4 -0.2(2) . . . . ?
C2 C3 C4 C8 -1.3(2) . . . . ?
C2 C3 C4 S5 177.78(11) . . . . ?
C3 C4 S5 C6 178.8(3) . . . . ?
C8 C4 S5 C6 -2.0(3) . . . . ?
C4 S5 C6 F1 -179.7(6) . . . . ?
C4 S5 C6 C7 1.7(6) . . . . ?
F1 C6 C7 C8 -179.3(7) . . . . ?
S5 C6 C7 C8 -0.9(9) . . . . ?
C3 C4 C8 C9 2.2(2) . . . . ?
S5 C4 C8 C9 -177.00(12) . . . . ?
C3 C4 C8 C7 -178.8(3) . . . . ?
S5 C4 C8 C7 2.0(3) . . . . ?
C6 C7 C8 C9 178.1(5) . . . . ?
C6 C7 C8 C4 -0.7(7) . . . . ?
C2 C3 C4' C5' -177.8(6) . . . . ?
C2 C3 C4' C8' -1.3(2) . . . . ?
C3 C4' C5' C6' 178.1(10) . . . . ?
C8' C4' C5' C6' 1.3(12) . . . . ?
C4' C5' C6' F1' 179.9(15) . . . . ?
C4' C5' C6' S7' -1.8(18) . . . . ?
F1' C6' S7' C8' 179.7(14) . . . . ?
C5' C6' S7' C8' 1.3(14) . . . . ?
C3 C4' C8' C9 2.2(2) . . . . ?
C5' C4' C8' C9 179.4(4) . . . . ?
C3 C4' C8' S7' -177.58(18) . . . . ?
C5' C4' C8' S7' -0.4(5) . . . . ?
C6' S7' C8' C9 179.8(7) . . . . ?
C6' S7' C8' C4' -0.4(7) . . . . ?
C4' C8' C9 C10 -1.5(2) . . . . ?
S7' C8' C9 C10 178.29(18) . . . . ?
C4 C8 C9 C10 -1.5(2) . . . . ?
C7 C8 C9 C10 179.8(4) . . . . ?
C8' C9 C10 C11 -179.63(13) . . . . ?
C8 C9 C10 C11 -179.63(13) . . . . ?
C8' C9 C10 C2 0.0(2) . . . . ?
C8 C9 C10 C2 0.0(2) . . . . ?
C1 C2 C10 C11 0.1(2) . . . . ?
C3 C2 C10 C11 -179.50(13) . . . . ?
C1 C2 C10 C9 -179.59(13) . . . . ?
C3 C2 C10 C9 0.9(2) . . . . ?
C9 C10 C11 C12 177.36(13) . . . . ?
C2 C10 C11 C12 -2.3(2) . . . . ?
C9 C10 C11 C32 -5.3(2) . . . . ?
C2 C10 C11 C32 175.11(13) . . . . ?
C10 C11 C12 C13 -176.74(13) . . . . ?
C32 C11 C12 C13 5.9(2) . . . . ?
C10 C11 C12 C20 3.9(2) . . . . ?
C32 C11 C12 C20 -173.41(13) . . . . ?
C11 C12 C13 C14' -177.05(14) . . . . ?
C20 C12 C13 C14' 2.3(2) . . . . ?
C11 C12 C13 C14 -177.05(14) . . . . ?
C20 C12 C13 C14 2.3(2) . . . . ?
C12 C13 C14 C18 1.2(2) . . . . ?
C12 C13 C14 S15 -179.43(11) . . . . ?
C13 C14 S15 C16 -177.3(5) . . . . ?
C18 C14 S15 C16 2.1(5) . . . . ?
C14 S15 C16 F2 179.3(9) . . . . ?
C14 S15 C16 C17 -1.8(9) . . . . ?
F2 C16 C17 C18 179.8(10) . . . . ?
S15 C16 C17 C18 1.0(12) . . . . ?
C13 C14 C18 C19 -3.4(2) . . . . ?
S15 C14 C18 C19 177.14(12) . . . . ?
C13 C14 C18 C17 177.5(3) . . . . ?
S15 C14 C18 C17 -1.9(3) . . . . ?
C16 C17 C18 C19 -178.3(7) . . . . ?
C16 C17 C18 C14 0.6(8) . . . . ?
C12 C13 C14' C15' 179.1(5) . . . . ?
C12 C13 C14' C18' 1.2(2) . . . . ?
C13 C14' C15' C16' -178.6(16) . . . . ?
C18' C14' C15' C16' -0.5(17) . . . . ?
C14' C15' C16' F2' 179(2) . . . . ?
C14' C15' C16' S17' 1(3) . . . . ?
F2' C16' S17' C18' -179(2) . . . . ?
C15' C16' S17' C18' 0(2) . . . . ?
C13 C14' C18' C19 -3.4(2) . . . . ?
C15' C14' C18' C19 178.2(4) . . . . ?
C13 C14' C18' S17' 178.51(16) . . . . ?
C15' C14' C18' S17' 0.1(4) . . . . ?
C16' S17' C18' C19 -177.8(11) . . . . ?
C16' S17' C18' C14' 0.2(11) . . . . ?
C14' C18' C19 C20 2.0(2) . . . . ?
S17' C18' C19 C20 179.96(16) . . . . ?
C14 C18 C19 C20 2.0(2) . . . . ?
C17 C18 C19 C20 -179.2(4) . . . . ?
C2 C1 C20 C19 -177.87(13) . . . . ?
C21 C1 C20 C19 2.8(2) . . . . ?
C2 C1 C20 C12 1.2(2) . . . . ?
C21 C1 C20 C12 -178.18(13) . . . . ?
C18' C19 C20 C1 -179.49(13) . . . . ?
C18 C19 C20 C1 -179.49(13) . . . . ?
C18' C19 C20 C12 1.5(2) . . . . ?
C18 C19 C20 C12 1.5(2) . . . . ?
C11 C12 C20 C1 -3.3(2) . . . . ?
C13 C12 C20 C1 177.30(13) . . . . ?
C11 C12 C20 C19 175.69(13) . . . . ?
C13 C12 C20 C19 -3.7(2) . . . . ?
C22 C23 C24 C25 -65.34(16) . . . . ?
C28 C23 C24 C25 54.68(16) . . . . ?
C29 C23 C24 C25 173.97(13) . . . . ?
C23 C24 C25 C26 -56.91(17) . . . . ?
C24 C25 C26 C27 56.24(18) . . . . ?
C25 C26 C27 C28 -55.03(18) . . . . ?
C26 C27 C28 C23 55.74(17) . . . . ?
C22 C23 C28 C27 63.91(16) . . . . ?
C29 C23 C28 C27 -175.57(12) . . . . ?
C24 C23 C28 C27 -54.69(16) . . . . ?
C22 C23 C29 C30 -56.60(17) . . . . ?
C28 C23 C29 C30 -177.50(13) . . . . ?
C24 C23 C29 C30 63.13(17) . . . . ?
C23 C29 C30 C31 168.44(14) . . . . ?
C33 C34 C35 C36 64.62(16) . . . . ?
C39 C34 C35 C36 -55.35(16) . . . . ?
C40 C34 C35 C36 -174.63(13) . . . . ?
C34 C35 C36 C37 57.59(18) . . . . ?
C35 C36 C37 C38 -56.20(19) . . . . ?
C36 C37 C38 C39 54.62(19) . . . . ?
C37 C38 C39 C34 -54.38(18) . . . . ?
C33 C34 C39 C38 -64.39(17) . . . . ?
C35 C34 C39 C38 53.74(17) . . . . ?
C40 C34 C39 C38 174.86(13) . . . . ?
C33 C34 C40 C41 49.85(18) . . . . ?
C35 C34 C40 C41 -69.36(17) . . . . ?
C39 C34 C40 C41 170.82(13) . . . . ?
C34 C40 C41 C42 175.65(14) . . . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.047



####################################################################### 
# 
# 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_m20233
_database_code_depnum_ccdc_archive 'CCDC 2119598'
loop_
_audit_author_name
_audit_author_address
'Sean R. Parkin'
;University of Kentucky
United States of America
;
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: https://xray.uky.edu/Resources/scripts/ciffix 
_audit_update_record             
;
2021-11-01 deposited with the CCDC.	2022-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H44 F2 S2'
_chemical_formula_sum            'C40 H44 F2 S2'
_chemical_formula_weight         626.87

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   8.6939(2)
_cell_length_b                   22.8849(6)
_cell_length_c                   17.5749(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.168(1)
_cell_angle_gamma                90
_cell_volume                     3404.74(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.48

_exptl_crystal_description       'block cut from rod'
_exptl_crystal_colour            red-orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.194
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.922
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by X-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the X-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;

_exptl_special_details           
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 90K, which is standard 
practice in this laboratory for the majority of flash-cooled crystals. 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.41
_diffrn_reflns_number            63297
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.141
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000

_reflns_number_total             7826
_reflns_number_gt                6266
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
; 
Reflections were merged by SHELXL according to the crystal 
class for the calculation of statistics and refinement. 
 
_reflns_Friedel_fraction is defined as the number of unique 
Friedel pairs measured divided by the number that would be 
possible theoretically, ignoring centric projections and 
systematic absences. 
;

_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_cell_refinement       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 (Bruker-AXS, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'

_refine_special_details          
; 
Refinement progress was checked using Platon (Spek, 2009) and by 
an R-tensor (Parkin, 2000). The final model was further checked 
with the IUCr utility checkCIF. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0968P)²+2.0076P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0026(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7826
_refine_ls_number_parameters     594
_refine_ls_number_restraints     1052
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.1846
_refine_ls_wR_factor_gt          0.1711
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.010
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2906(2) 0.34838(8) 0.5400(1) 0.0346(4) Uani 1 1 d . . . . .
C2 C 0.4531(2) 0.34430(8) 0.57719(10) 0.0334(4) Uani 1 1 d . . . . .
C3 C 0.5536(16) 0.3052(7) 0.5572(12) 0.0333(17) Uani 0.595(3) 1 d D . P A 1
H3 H 0.513731 0.278060 0.516537 0.040 Uiso 0.595(3) 1 calc R U P A 1
C4 C 0.7089(12) 0.3032(4) 0.5929(9) 0.0340(14) Uani 0.595(3) 1 d D . P A 1
S5 S 0.8419(3) 0.24888(16) 0.5732(2) 0.0594(8) Uani 0.595(3) 1 d D . P A 1
C6 C 0.9860(6) 0.2828(3) 0.6472(4) 0.0521(16) Uani 0.595(3) 1 d D . P A 1
F1 F 1.1314(4) 0.25939(19) 0.6602(2) 0.0731(11) Uani 0.595(3) 1 d D . P A 1
C7 C 0.9377(11) 0.3263(6) 0.6831(7) 0.057(2) Uani 0.595(3) 1 d D . P A 1
H7 H 1.004355 0.345422 0.726245 0.068 Uiso 0.595(3) 1 calc R U P A 1
C8 C 0.7787(10) 0.3434(3) 0.6534(8) 0.0312(13) Uani 0.595(3) 1 d D . P A 1
C9 C 0.6849(18) 0.3854(5) 0.6762(11) 0.0308(13) Uani 0.595(3) 1 d D . P A 1
H9 H 0.727009 0.413415 0.715327 0.037 Uiso 0.595(3) 1 calc R U P A 1
C3' C 0.549(2) 0.2943(12) 0.5519(19) 0.0333(17) Uani 0.405(3) 1 d D . P A 2
H3' H 0.503281 0.267712 0.511656 0.040 Uiso 0.405(3) 1 calc R U P A 2
C4' C 0.7060(17) 0.2901(7) 0.5906(14) 0.0340(14) Uani 0.405(3) 1 d D . P A 2
C5' C 0.8334(13) 0.2553(7) 0.5788(9) 0.038(3) Uani 0.405(3) 1 d D . P A 2
H5' H 0.820568 0.226666 0.538698 0.046 Uiso 0.405(3) 1 calc R U P A 2
F1' F 1.1042(7) 0.2360(3) 0.6287(4) 0.0731(11) Uani 0.405(3) 1 d D . P A 2
C6' C 0.9679(9) 0.2651(5) 0.6259(7) 0.0521(16) Uani 0.405(3) 1 d D . P A 2
S7' S 0.9777(4) 0.3237(2) 0.6926(3) 0.0504(7) Uani 0.405(3) 1 d D . P A 2
C8' C 0.7701(15) 0.3303(6) 0.6519(13) 0.0312(13) Uani 0.405(3) 1 d D . P A 2
C9' C 0.683(3) 0.3744(9) 0.6718(18) 0.0308(13) Uani 0.405(3) 1 d D . P A 2
H9' H 0.734156 0.400388 0.711694 0.037 Uiso 0.405(3) 1 calc R U P A 2
C10 C 0.5205(2) 0.38487(8) 0.63786(10) 0.0326(4) Uani 1 1 d . . . . .
C11 C 0.4239(2) 0.42764(8) 0.66079(10) 0.0345(4) Uani 1 1 d . . . . .
C12 C 0.2604(2) 0.43061(8) 0.62554(10) 0.0340(4) Uani 1 1 d . . . . .
C13 C 0.172(2) 0.4729(13) 0.6560(13) 0.0367(12) Uani 0.434(3) 1 d D U P B 1
H13 H 0.219114 0.495639 0.700317 0.044 Uiso 0.434(3) 1 calc R U P B 1
C14 C 0.0175(14) 0.4799(7) 0.6199(8) 0.0363(10) Uani 0.434(3) 1 d D U P B 1
S15 S -0.11426(18) 0.53184(8) 0.64266(9) 0.0387(4) Uani 0.434(3) 1 d D U P B 1
C16 C -0.263(2) 0.5032(14) 0.5619(15) 0.0402(10) Uani 0.434(3) 1 d D U P B 1
F2 F -0.394(2) 0.5357(12) 0.5495(12) 0.0500(15) Uani 0.434(3) 1 d D U P B 1
C17 C -0.2181(8) 0.4622(3) 0.5253(4) 0.0417(14) Uani 0.434(3) 1 d D U P B 1
H17 H -0.285499 0.443939 0.481609 0.050 Uiso 0.434(3) 1 calc R U P B 1
C18 C -0.0570(17) 0.4449(6) 0.5542(9) 0.0354(10) Uani 0.434(3) 1 d D U P B 1
C19 C 0.029(3) 0.4013(10) 0.5278(17) 0.0361(12) Uani 0.434(3) 1 d D U P B 1
H19 H -0.022338 0.377467 0.485321 0.043 Uiso 0.434(3) 1 calc R U P B 1
C13' C 0.1548(18) 0.4732(10) 0.6448(10) 0.0367(12) Uani 0.566(3) 1 d D U P B 2
H13' H 0.193666 0.500737 0.684937 0.044 Uiso 0.566(3) 1 calc R U P B 2
C14' C -0.0020(11) 0.4750(5) 0.6063(6) 0.0363(10) Uani 0.566(3) 1 d D U P B 2
C15' C -0.1252(6) 0.5143(2) 0.6156(3) 0.0432(10) Uani 0.566(3) 1 d D U P B 2
H15' H -0.108403 0.544137 0.654176 0.052 Uiso 0.566(3) 1 calc R U P B 2
F2' F -0.3967(15) 0.5321(9) 0.5636(9) 0.0500(15) Uani 0.566(3) 1 d D U P B 2
C16' C -0.2564(15) 0.5064(11) 0.5695(12) 0.0402(10) Uani 0.566(3) 1 d D U P B 2
S17' S -0.26262(14) 0.44602(6) 0.50269(7) 0.0409(4) Uani 0.566(3) 1 d D U P B 2
C18' C -0.0612(13) 0.4345(4) 0.5446(7) 0.0354(10) Uani 0.566(3) 1 d D U P B 2
C19' C 0.034(2) 0.3928(8) 0.5233(13) 0.0361(12) Uani 0.566(3) 1 d D U P B 2
H19' H -0.006982 0.365676 0.482793 0.043 Uiso 0.566(3) 1 calc R U P B 2
C20 C 0.1936(2) 0.39118(8) 0.56323(10) 0.0340(4) Uani 1 1 d . . . . .
C21 C 0.2263(2) 0.3080(1) 0.47893(11) 0.0419(4) Uani 1 1 d . . . . .
C22 C 0.1785(3) 0.27278(11) 0.42881(12) 0.0477(5) Uani 1 1 d D U . . .
C23 C 0.1236(4) 0.22724(13) 0.36928(16) 0.0480(6) Uani 0.872(4) 1 d D U P C 1
C24 C 0.2606(4) 0.18325(15) 0.37583(17) 0.0571(7) Uani 0.872(4) 1 d D U P C 1
H24A H 0.230593 0.154213 0.333267 0.068 Uiso 0.872(4) 1 calc R U P C 1
H24B H 0.354345 0.204536 0.367278 0.068 Uiso 0.872(4) 1 calc R U P C 1
C25 C 0.3074(4) 0.15053(14) 0.45324(18) 0.0639(8) Uani 0.872(4) 1 d D U P C 1
H25A H 0.224391 0.122480 0.457170 0.096 Uiso 0.872(4) 1 calc R U P C 1
H25B H 0.321066 0.178452 0.496548 0.096 Uiso 0.872(4) 1 calc R U P C 1
H25C H 0.406833 0.129637 0.455769 0.096 Uiso 0.872(4) 1 calc R U P C 1
C26 C 0.0916(5) 0.25377(16) 0.28569(17) 0.0491(7) Uani 0.872(4) 1 d D U P C 1
H26A H 0.191262 0.270918 0.277699 0.059 Uiso 0.872(4) 1 calc R U P C 1
H26B H 0.061879 0.221646 0.247435 0.059 Uiso 0.872(4) 1 calc R U P C 1
C27 C -0.0345(6) 0.2997(2) 0.2679(3) 0.0500(9) Uani 0.872(4) 1 d D U P C 1
H27A H -0.004751 0.333393 0.303643 0.060 Uiso 0.872(4) 1 calc R U P C 1
H27B H -0.135621 0.283670 0.275569 0.060 Uiso 0.872(4) 1 calc R U P C 1
C28 C -0.0529(3) 0.31930(12) 0.18406(15) 0.0481(6) Uani 0.872(4) 1 d D U P C 1
H28A H -0.096561 0.287193 0.148824 0.072 Uiso 0.872(4) 1 calc R U P C 1
H28B H 0.050456 0.330496 0.175268 0.072 Uiso 0.872(4) 1 calc R U P C 1
H28C H -0.124581 0.352891 0.173791 0.072 Uiso 0.872(4) 1 calc R U P C 1
C29 C -0.0261(4) 0.19970(15) 0.3880(2) 0.0481(7) Uani 0.872(4) 1 d D U P C 1
H29A H 0.002098 0.183663 0.441694 0.058 Uiso 0.872(4) 1 calc R U P C 1
H29B H -0.104912 0.231034 0.387338 0.058 Uiso 0.872(4) 1 calc R U P C 1
C30 C -0.1028(5) 0.15162(15) 0.3331(2) 0.0644(9) Uani 0.872(4) 1 d D U P C 1
H30A H -0.139738 0.167779 0.279775 0.077 Uiso 0.872(4) 1 calc R U P C 1
H30B H -0.023893 0.120821 0.331005 0.077 Uiso 0.872(4) 1 calc R U P C 1
C31 C -0.2399(6) 0.1254(2) 0.3594(3) 0.0911(14) Uani 0.872(4) 1 d D U P C 1
H31A H -0.321635 0.155158 0.357659 0.137 Uiso 0.872(4) 1 calc R U P C 1
H31B H -0.204342 0.110876 0.413006 0.137 Uiso 0.872(4) 1 calc R U P C 1
H31C H -0.283424 0.092916 0.324761 0.137 Uiso 0.872(4) 1 calc R U P C 1
C23' C 0.1033(16) 0.2215(6) 0.3808(9) 0.0480(6) Uani 0.128(4) 1 d D U P C 2
C24' C 0.080(3) 0.2433(10) 0.2956(9) 0.0491(7) Uani 0.128(4) 1 d D U P C 2
H24C H 0.185597 0.247716 0.283673 0.059 Uiso 0.128(4) 1 calc R U P C 2
H24D H 0.022542 0.212881 0.260282 0.059 Uiso 0.128(4) 1 calc R U P C 2
C25' C -0.009(6) 0.3009(15) 0.277(2) 0.0500(9) Uani 0.128(4) 1 d D U P C 2
H25D H -0.017235 0.311039 0.222428 0.075 Uiso 0.128(4) 1 calc R U P C 2
H25E H -0.114499 0.296872 0.287338 0.075 Uiso 0.128(4) 1 calc R U P C 2
H25F H 0.048955 0.331793 0.310786 0.075 Uiso 0.128(4) 1 calc R U P C 2
C26' C 0.2031(18) 0.1643(6) 0.3866(12) 0.055(3) Uani 0.128(4) 1 d D U P C 2
H26C H 0.200212 0.145254 0.436901 0.066 Uiso 0.128(4) 1 calc R U P C 2
H26D H 0.148674 0.137750 0.344543 0.066 Uiso 0.128(4) 1 calc R U P C 2
C27' C 0.3706(18) 0.1680(9) 0.3818(10) 0.065(3) Uani 0.128(4) 1 d D U P C 2
H27C H 0.404679 0.209350 0.383625 0.078 Uiso 0.128(4) 1 calc R U P C 2
H27D H 0.384276 0.150639 0.332196 0.078 Uiso 0.128(4) 1 calc R U P C 2
C28' C 0.468(2) 0.1348(8) 0.4506(11) 0.064(4) Uani 0.128(4) 1 d D U P C 2
H28D H 0.580127 0.136637 0.448794 0.096 Uiso 0.128(4) 1 calc R U P C 2
H28E H 0.454350 0.152448 0.499408 0.096 Uiso 0.128(4) 1 calc R U P C 2
H28F H 0.434024 0.093960 0.448173 0.096 Uiso 0.128(4) 1 calc R U P C 2
C29' C -0.056(2) 0.2041(10) 0.4004(15) 0.050(2) Uani 0.128(4) 1 d D U P C 2
H29C H -0.033998 0.192370 0.456012 0.060 Uiso 0.128(4) 1 calc R U P C 2
H29D H -0.123671 0.239282 0.394634 0.060 Uiso 0.128(4) 1 calc R U P C 2
C30' C -0.150(2) 0.1551(10) 0.3521(14) 0.057(3) Uani 0.128(4) 1 d D U P C 2
H30C H -0.173952 0.165959 0.296093 0.068 Uiso 0.128(4) 1 calc R U P C 2
H30D H -0.086267 0.118922 0.358678 0.068 Uiso 0.128(4) 1 calc R U P C 2
C31' C -0.303(3) 0.1441(14) 0.3772(18) 0.080(5) Uani 0.128(4) 1 d D U P C 2
H31D H -0.361586 0.112624 0.345531 0.120 Uiso 0.128(4) 1 calc R U P C 2
H31E H -0.279469 0.132852 0.432460 0.120 Uiso 0.128(4) 1 calc R U P C 2
H31F H -0.367043 0.179828 0.369955 0.120 Uiso 0.128(4) 1 calc R U P C 2
C32 C 0.4909(2) 0.46999(9) 0.71911(12) 0.0397(4) Uani 1 1 d . . . . .
C33 C 0.5415(2) 0.50790(9) 0.76505(13) 0.0435(5) Uani 1 1 d D U . . .
C34 C 0.5967(4) 0.55760(15) 0.8176(2) 0.0427(4) Uani 0.720(2) 1 d D U P D 1
C35 C 0.4794(4) 0.56517(19) 0.8708(2) 0.0571(8) Uani 0.720(2) 1 d D U P D 1
H35A H 0.498635 0.604028 0.895942 0.069 Uiso 0.720(2) 1 calc R U P D 1
H35B H 0.371540 0.565934 0.836889 0.069 Uiso 0.720(2) 1 calc R U P D 1
C36 C 0.4805(7) 0.5224(2) 0.9320(3) 0.0968(15) Uani 0.720(2) 1 d D U P D 1
H36A H 0.468271 0.483143 0.909136 0.145 Uiso 0.720(2) 1 calc R U P D 1
H36B H 0.393044 0.530415 0.957136 0.145 Uiso 0.720(2) 1 calc R U P D 1
H36C H 0.580852 0.524821 0.970871 0.145 Uiso 0.720(2) 1 calc R U P D 1
C37 C 0.5907(3) 0.61252(12) 0.76502(17) 0.0401(6) Uani 0.720(2) 1 d D U P D 1
H37A H 0.626790 0.646569 0.799179 0.048 Uiso 0.720(2) 1 calc R U P D 1
H37B H 0.667098 0.606965 0.731580 0.048 Uiso 0.720(2) 1 calc R U P D 1
C38 C 0.4307(4) 0.62722(13) 0.71255(17) 0.0466(6) Uani 0.720(2) 1 d D U P D 1
H38A H 0.389198 0.592232 0.681442 0.056 Uiso 0.720(2) 1 calc R U P D 1
H38B H 0.356261 0.637053 0.745698 0.056 Uiso 0.720(2) 1 calc R U P D 1
C39 C 0.4361(18) 0.6770(5) 0.6581(7) 0.0610(19) Uani 0.720(2) 1 d D U P D 1
H39A H 0.513795 0.668604 0.626958 0.092 Uiso 0.720(2) 1 calc R U P D 1
H39B H 0.466500 0.712842 0.688370 0.092 Uiso 0.720(2) 1 calc R U P D 1
H39C H 0.331716 0.682297 0.623233 0.092 Uiso 0.720(2) 1 calc R U P D 1
C40 C 0.7651(4) 0.5458(2) 0.8683(3) 0.0628(11) Uani 0.720(2) 1 d D U P D 1
H40A H 0.799873 0.581554 0.899098 0.075 Uiso 0.720(2) 1 calc R U P D 1
H40B H 0.755943 0.514545 0.905946 0.075 Uiso 0.720(2) 1 calc R U P D 1
C41 C 0.8913(4) 0.5290(2) 0.8300(3) 0.0767(11) Uani 0.720(2) 1 d D U P D 1
H41A H 0.902794 0.560299 0.792772 0.092 Uiso 0.720(2) 1 calc R U P D 1
H41B H 0.858041 0.493146 0.799145 0.092 Uiso 0.720(2) 1 calc R U P D 1
C42 C 1.0493(5) 0.5181(2) 0.8825(3) 0.0784(14) Uani 0.720(2) 1 d D U P D 1
H42A H 1.129560 0.516622 0.851427 0.118 Uiso 0.720(2) 1 calc R U P D 1
H42B H 1.047534 0.480780 0.909655 0.118 Uiso 0.720(2) 1 calc R U P D 1
H42C H 1.074550 0.549701 0.920951 0.118 Uiso 0.720(2) 1 calc R U P D 1
C34' C 0.5894(10) 0.5587(3) 0.8155(4) 0.0427(4) Uani 0.280(2) 1 d D U P D 2
C35' C 0.5147(13) 0.5506(4) 0.8864(5) 0.0571(8) Uani 0.280(2) 1 d D U P D 2
H35C H 0.409887 0.532036 0.868261 0.069 Uiso 0.280(2) 1 calc R U P D 2
H35D H 0.581472 0.523335 0.923603 0.069 Uiso 0.280(2) 1 calc R U P D 2
C36' C 0.4952(9) 0.6034(3) 0.9275(4) 0.0418(15) Uani 0.280(2) 1 d D U P D 2
H36D H 0.447142 0.594084 0.971334 0.063 Uiso 0.280(2) 1 calc R U P D 2
H36E H 0.598469 0.621631 0.947253 0.063 Uiso 0.280(2) 1 calc R U P D 2
H36F H 0.426508 0.630351 0.891790 0.063 Uiso 0.280(2) 1 calc R U P D 2
C37' C 0.5156(9) 0.6160(3) 0.7775(4) 0.0401(6) Uani 0.280(2) 1 d D U P D 2
H37C H 0.400011 0.614157 0.772860 0.048 Uiso 0.280(2) 1 calc R U P D 2
H37D H 0.556834 0.648744 0.813138 0.048 Uiso 0.280(2) 1 calc R U P D 2
C38' C 0.5446(10) 0.6296(3) 0.6986(4) 0.0466(6) Uani 0.280(2) 1 d D U P D 2
H38C H 0.659231 0.636192 0.704276 0.056 Uiso 0.280(2) 1 calc R U P D 2
H38D H 0.514837 0.595073 0.664578 0.056 Uiso 0.280(2) 1 calc R U P D 2
C39' C 0.458(5) 0.6816(13) 0.6586(19) 0.0610(19) Uani 0.280(2) 1 d D U P D 2
H39D H 0.483861 0.687083 0.607693 0.092 Uiso 0.280(2) 1 calc R U P D 2
H39E H 0.343674 0.675254 0.651012 0.092 Uiso 0.280(2) 1 calc R U P D 2
H39F H 0.488406 0.716470 0.690803 0.092 Uiso 0.280(2) 1 calc R U P D 2
C40' C 0.7731(9) 0.5596(4) 0.8388(5) 0.0435(18) Uani 0.280(2) 1 d D U P D 2
H40C H 0.815564 0.562333 0.791269 0.052 Uiso 0.280(2) 1 calc R U P D 2
H40D H 0.809471 0.594219 0.871775 0.052 Uiso 0.280(2) 1 calc R U P D 2
C41' C 0.8342(9) 0.5042(3) 0.8837(5) 0.0528(18) Uani 0.280(2) 1 d D U P D 2
H41C H 0.787306 0.501344 0.929832 0.063 Uiso 0.280(2) 1 calc R U P D 2
H41D H 0.797301 0.470075 0.849835 0.063 Uiso 0.280(2) 1 calc R U P D 2
C42' C 1.0086(12) 0.5010(7) 0.9104(10) 0.091(4) Uani 0.280(2) 1 d D U P D 2
H42D H 1.038092 0.464253 0.938580 0.137 Uiso 0.280(2) 1 calc R U P D 2
H42E H 1.056519 0.502653 0.865075 0.137 Uiso 0.280(2) 1 calc R U P D 2
H42F H 1.046507 0.533977 0.945215 0.137 Uiso 0.280(2) 1 calc R U P D 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
C1 C20 1.412(3) . ?
C1 C2 1.419(3) . ?
C1 C21 1.430(3) . ?
C2 C3 1.352(14) . ?
C2 C10 1.434(3) . ?
C2 C3' 1.54(2) . ?
C3 C4 1.354(11) . ?
C3 H3 0.9500 . ?
C4 C8 1.431(5) . ?
C4 S5 1.784(9) . ?
S5 C6 1.766(6) . ?
C6 C7 1.299(11) . ?
C6 F1 1.344(4) . ?
C7 C8 1.416(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(11) . ?
C9 C10 1.434(15) . ?
C9 H9 0.9500 . ?
C3' C4' 1.379(15) . ?
C3' H3' 0.9500 . ?
C4' C5' 1.418(15) . ?
C4' C8' 1.429(6) . ?
C5' C6' 1.289(12) . ?
C5' H5' 0.9500 . ?
F1' C6' 1.349(6) . ?
C6' S7' 1.771(8) . ?
S7' C8' 1.790(13) . ?
C8' C9' 1.356(14) . ?
C9' C10 1.42(2) . ?
C9' H9' 0.9500 . ?
C10 C11 1.407(3) . ?
C11 C12 1.417(3) . ?
C11 C32 1.434(3) . ?
C12 C13 1.41(2) . ?
C12 C13' 1.431(18) . ?
C12 C20 1.436(3) . ?
C13 C14 1.357(16) . ?
C13 H13 0.9500 . ?
C14 C18 1.432(6) . ?
C14 S15 1.760(13) . ?
S15 C16 1.81(2) . ?
C16 C17 1.251(18) . ?
C16 F2 1.337(7) . ?
C17 C18 1.433(13) . ?
C17 H17 0.9500 . ?
C18 C19 1.386(16) . ?
C19 C20 1.45(3) . ?
C19 H19 0.9500 . ?
C13' C14' 1.377(13) . ?
C13' H13' 0.9500 . ?
C14' C18' 1.432(5) . ?
C14' C15' 1.435(11) . ?
C15' C16' 1.253(16) . ?
C15' H15' 0.9500 . ?
F2' C16' 1.337(5) . ?
C16' S17' 1.806(18) . ?
S17' C18' 1.758(11) . ?
C18' C19' 1.369(13) . ?
C19' C20 1.41(2) . ?
C19' H19' 0.9500 . ?
C21 C22 1.196(3) . ?
C22 C23 1.477(3) . ?
C22 C23' 1.505(9) . ?
C23 C24 1.544(4) . ?
C23 C29 1.548(4) . ?
C23 C26 1.555(4) . ?
C24 C25 1.525(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.499(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.514(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.515(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.499(6) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C23' C24' 1.546(10) . ?
C23' C29' 1.552(9) . ?
C23' C26' 1.562(10) . ?
C24' C25' 1.524(11) . ?
C24' H24C 0.9900 . ?
C24' H24D 0.9900 . ?
C25' H25D 0.9800 . ?
C25' H25E 0.9800 . ?
C25' H25F 0.9800 . ?
C26' C27' 1.481(10) . ?
C26' H26C 0.9900 . ?
C26' H26D 0.9900 . ?
C27' C28' 1.514(11) . ?
C27' H27C 0.9900 . ?
C27' H27D 0.9900 . ?
C28' H28D 0.9800 . ?
C28' H28E 0.9800 . ?
C28' H28F 0.9800 . ?
C29' C30' 1.526(10) . ?
C29' H29C 0.9900 . ?
C29' H29D 0.9900 . ?
C30' C31' 1.514(11) . ?
C30' H30C 0.9900 . ?
C30' H30D 0.9900 . ?
C31' H31D 0.9800 . ?
C31' H31E 0.9800 . ?
C31' H31F 0.9800 . ?
C32 C33 1.198(3) . ?
C33 C34' 1.464(7) . ?
C33 C34 1.475(4) . ?
C34 C35 1.543(4) . ?
C34 C40 1.554(4) . ?
C34 C37 1.554(4) . ?
C35 C36 1.452(6) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.522(4) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.496(7) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.463(5) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.491(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C34' C35' 1.542(8) . ?
C34' C37' 1.544(7) . ?
C34' C40' 1.555(8) . ?
C35' C36' 1.436(9) . ?
C35' H35C 0.9900 . ?
C35' H35D 0.9900 . ?
C36' H36D 0.9800 . ?
C36' H36E 0.9800 . ?
C36' H36F 0.9800 . ?
C37' C38' 1.498(7) . ?
C37' H37C 0.9900 . ?
C37' H37D 0.9900 . ?
C38' C39' 1.496(11) . ?
C38' H38C 0.9900 . ?
C38' H38D 0.9900 . ?
C39' H39D 0.9800 . ?
C39' H39E 0.9800 . ?
C39' H39F 0.9800 . ?
C40' C41' 1.522(8) . ?
C40' H40C 0.9900 . ?
C40' H40D 0.9900 . ?
C41' C42' 1.484(9) . ?
C41' H41C 0.9900 . ?
C41' H41D 0.9900 . ?
C42' H42D 0.9800 . ?
C42' H42E 0.9800 . ?
C42' H42F 0.9800 . ?

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
C20 C1 C2 120.68(17) . . ?
C20 C1 C21 120.54(17) . . ?
C2 C1 C21 118.78(17) . . ?
C3 C2 C1 123.9(5) . . ?
C3 C2 C10 116.3(5) . . ?
C1 C2 C10 119.68(17) . . ?
C1 C2 C3' 117.7(6) . . ?
C10 C2 C3' 122.5(6) . . ?
C2 C3 C4 122.4(9) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C8 122.2(10) . . ?
C3 C4 S5 123.7(8) . . ?
C8 C4 S5 114.0(9) . . ?
C6 S5 C4 86.2(4) . . ?
C7 C6 F1 128.2(6) . . ?
C7 C6 S5 116.1(5) . . ?
F1 C6 S5 115.6(4) . . ?
C6 C7 C8 115.4(9) . . ?
C6 C7 H7 122.3 . . ?
C8 C7 H7 122.3 . . ?
C9 C8 C7 132.6(11) . . ?
C9 C8 C4 119.(1) . . ?
C7 C8 C4 108.1(10) . . ?
C8 C9 C10 116.7(9) . . ?
C8 C9 H9 121.7 . . ?
C10 C9 H9 121.7 . . ?
C4' C3' C2 116.7(13) . . ?
C4' C3' H3' 121.7 . . ?
C2 C3' H3' 121.7 . . ?
C3' C4' C5' 133.1(16) . . ?
C3' C4' C8' 119.9(15) . . ?
C5' C4' C8' 106.8(14) . . ?
C6' C5' C4' 115.7(11) . . ?
C6' C5' H5' 122.2 . . ?
C4' C5' H5' 122.2 . . ?
C5' C6' F1' 126.8(8) . . ?
C5' C6' S7' 117.2(6) . . ?
F1' C6' S7' 116.1(5) . . ?
C6' S7' C8' 84.7(6) . . ?
C9' C8' C4' 121.9(15) . . ?
C9' C8' S7' 122.2(13) . . ?
C4' C8' S7' 115.6(13) . . ?
C8' C9' C10 125.3(15) . . ?
C8' C9' H9' 117.3 . . ?
C10 C9' H9' 117.3 . . ?
C11 C10 C9' 126.7(7) . . ?
C11 C10 C2 119.60(16) . . ?
C9' C10 C2 113.6(7) . . ?
C11 C10 C9 117.1(4) . . ?
C2 C10 C9 123.3(4) . . ?
C10 C11 C12 120.86(17) . . ?
C10 C11 C32 120.20(17) . . ?
C12 C11 C32 118.92(17) . . ?
C13 C12 C11 116.5(8) . . ?
C11 C12 C13' 124.3(6) . . ?
C13 C12 C20 123.9(8) . . ?
C11 C12 C20 119.65(17) . . ?
C13' C12 C20 116.0(6) . . ?
C14 C13 C12 118.0(15) . . ?
C14 C13 H13 121.0 . . ?
C12 C13 H13 121.0 . . ?
C13 C14 C18 121.9(15) . . ?
C13 C14 S15 126.8(11) . . ?
C18 C14 S15 111.3(10) . . ?
C14 S15 C16 87.9(5) . . ?
C17 C16 F2 134(2) . . ?
C17 C16 S15 115.0(6) . . ?
F2 C16 S15 111.0(18) . . ?
C16 C17 C18 114.9(9) . . ?
C16 C17 H17 122.6 . . ?
C18 C17 H17 122.6 . . ?
C19 C18 C14 119.5(15) . . ?
C19 C18 C17 129.6(12) . . ?
C14 C18 C17 110.9(11) . . ?
C18 C19 C20 121.8(16) . . ?
C18 C19 H19 119.1 . . ?
C20 C19 H19 119.1 . . ?
C14' C13' C12 121.5(12) . . ?
C14' C13' H13' 119.3 . . ?
C12 C13' H13' 119.3 . . ?
C13' C14' C18' 119.8(12) . . ?
C13' C14' C15' 130.1(9) . . ?
C18' C14' C15' 110.1(8) . . ?
C16' C15' C14' 115.4(8) . . ?
C16' C15' H15' 122.3 . . ?
C14' C15' H15' 122.3 . . ?
C15' C16' F2' 131.8(16) . . ?
C15' C16' S17' 114.8(5) . . ?
F2' C16' S17' 113.3(14) . . ?
C18' S17' C16' 87.9(4) . . ?
C19' C18' C14' 121.6(12) . . ?
C19' C18' S17' 126.6(8) . . ?
C14' C18' S17' 111.8(8) . . ?
C18' C19' C20 118.1(11) . . ?
C18' C19' H19' 121.0 . . ?
C20 C19' H19' 121.0 . . ?
C19' C20 C1 117.4(6) . . ?
C19' C20 C12 123.1(6) . . ?
C1 C20 C12 119.46(16) . . ?
C1 C20 C19 125.9(8) . . ?
C12 C20 C19 114.6(7) . . ?
C22 C21 C1 177.1(2) . . ?
C21 C22 C23 177.4(3) . . ?
C21 C22 C23' 166.4(7) . . ?
C22 C23 C24 106.8(2) . . ?
C22 C23 C29 106.77(19) . . ?
C24 C23 C29 113.0(3) . . ?
C22 C23 C26 110.7(3) . . ?
C24 C23 C26 107.1(2) . . ?
C29 C23 C26 112.4(2) . . ?
C25 C24 C23 115.6(2) . . ?
C25 C24 H24A 108.4 . . ?
C23 C24 H24A 108.4 . . ?
C25 C24 H24B 108.4 . . ?
C23 C24 H24B 108.4 . . ?
H24A C24 H24B 107.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C23 115.8(3) . . ?
C27 C26 H26A 108.3 . . ?
C23 C26 H26A 108.3 . . ?
C27 C26 H26B 108.3 . . ?
C23 C26 H26B 108.3 . . ?
H26A C26 H26B 107.4 . . ?
C26 C27 C28 108.7(4) . . ?
C26 C27 H27A 110.0 . . ?
C28 C27 H27A 110.0 . . ?
C26 C27 H27B 110.0 . . ?
C28 C27 H27B 110.0 . . ?
H27A C27 H27B 108.3 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C23 115.5(2) . . ?
C30 C29 H29A 108.4 . . ?
C23 C29 H29A 108.4 . . ?
C30 C29 H29B 108.4 . . ?
C23 C29 H29B 108.4 . . ?
H29A C29 H29B 107.5 . . ?
C31 C30 C29 111.1(3) . . ?
C31 C30 H30A 109.4 . . ?
C29 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
C29 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C22 C23' C24' 103.6(11) . . ?
C22 C23' C29' 111.8(9) . . ?
C24' C23' C29' 111.8(12) . . ?
C22 C23' C26' 117.(1) . . ?
C24' C23' C26' 106.4(10) . . ?
C29' C23' C26' 106.2(11) . . ?
C25' C24' C23' 115.4(15) . . ?
C25' C24' H24C 108.4 . . ?
C23' C24' H24C 108.4 . . ?
C25' C24' H24D 108.4 . . ?
C23' C24' H24D 108.4 . . ?
H24C C24' H24D 107.5 . . ?
C24' C25' H25D 109.5 . . ?
C24' C25' H25E 109.5 . . ?
H25D C25' H25E 109.5 . . ?
C24' C25' H25F 109.5 . . ?
H25D C25' H25F 109.5 . . ?
H25E C25' H25F 109.5 . . ?
C27' C26' C23' 119.1(12) . . ?
C27' C26' H26C 107.5 . . ?
C23' C26' H26C 107.5 . . ?
C27' C26' H26D 107.5 . . ?
C23' C26' H26D 107.5 . . ?
H26C C26' H26D 107.0 . . ?
C26' C27' C28' 107.8(12) . . ?
C26' C27' H27C 110.1 . . ?
C28' C27' H27C 110.1 . . ?
C26' C27' H27D 110.1 . . ?
C28' C27' H27D 110.1 . . ?
H27C C27' H27D 108.5 . . ?
C27' C28' H28D 109.5 . . ?
C27' C28' H28E 109.5 . . ?
H28D C28' H28E 109.5 . . ?
C27' C28' H28F 109.5 . . ?
H28D C28' H28F 109.5 . . ?
H28E C28' H28F 109.5 . . ?
C30' C29' C23' 117.3(11) . . ?
C30' C29' H29C 108.0 . . ?
C23' C29' H29C 108.0 . . ?
C30' C29' H29D 108.0 . . ?
C23' C29' H29D 108.0 . . ?
H29C C29' H29D 107.2 . . ?
C31' C30' C29' 110.9(12) . . ?
C31' C30' H30C 109.5 . . ?
C29' C30' H30C 109.5 . . ?
C31' C30' H30D 109.5 . . ?
C29' C30' H30D 109.5 . . ?
H30C C30' H30D 108.1 . . ?
C30' C31' H31D 109.5 . . ?
C30' C31' H31E 109.5 . . ?
H31D C31' H31E 109.5 . . ?
C30' C31' H31F 109.5 . . ?
H31D C31' H31F 109.5 . . ?
H31E C31' H31F 109.5 . . ?
C33 C32 C11 176.0(2) . . ?
C32 C33 C34' 173.3(4) . . ?
C32 C33 C34 175.8(3) . . ?
C33 C34 C35 107.5(3) . . ?
C33 C34 C40 110.8(3) . . ?
C35 C34 C40 109.8(3) . . ?
C33 C34 C37 106.8(3) . . ?
C35 C34 C37 109.4(3) . . ?
C40 C34 C37 112.4(3) . . ?
C36 C35 C34 118.6(4) . . ?
C36 C35 H35A 107.7 . . ?
C34 C35 H35A 107.7 . . ?
C36 C35 H35B 107.7 . . ?
C34 C35 H35B 107.7 . . ?
H35A C35 H35B 107.1 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 C34 116.2(2) . . ?
C38 C37 H37A 108.2 . . ?
C34 C37 H37A 108.2 . . ?
C38 C37 H37B 108.2 . . ?
C34 C37 H37B 108.2 . . ?
H37A C37 H37B 107.4 . . ?
C39 C38 C37 113.5(6) . . ?
C39 C38 H38A 108.9 . . ?
C37 C38 H38A 108.9 . . ?
C39 C38 H38B 108.9 . . ?
C37 C38 H38B 108.9 . . ?
H38A C38 H38B 107.7 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C34 119.3(4) . . ?
C41 C40 H40A 107.5 . . ?
C34 C40 H40A 107.5 . . ?
C41 C40 H40B 107.5 . . ?
C34 C40 H40B 107.5 . . ?
H40A C40 H40B 107.0 . . ?
C40 C41 C42 116.2(4) . . ?
C40 C41 H41A 108.2 . . ?
C42 C41 H41A 108.2 . . ?
C40 C41 H41B 108.2 . . ?
C42 C41 H41B 108.2 . . ?
H41A C41 H41B 107.4 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C33 C34' C35' 106.2(6) . . ?
C33 C34' C37' 112.3(5) . . ?
C35' C34' C37' 104.0(6) . . ?
C33 C34' C40' 107.7(6) . . ?
C35' C34' C40' 112.6(7) . . ?
C37' C34' C40' 113.8(6) . . ?
C36' C35' C34' 115.1(7) . . ?
C36' C35' H35C 108.5 . . ?
C34' C35' H35C 108.5 . . ?
C36' C35' H35D 108.5 . . ?
C34' C35' H35D 108.5 . . ?
H35C C35' H35D 107.5 . . ?
C35' C36' H36D 109.5 . . ?
C35' C36' H36E 109.5 . . ?
H36D C36' H36E 109.5 . . ?
C35' C36' H36F 109.5 . . ?
H36D C36' H36F 109.5 . . ?
H36E C36' H36F 109.5 . . ?
C38' C37' C34' 115.9(6) . . ?
C38' C37' H37C 108.3 . . ?
C34' C37' H37C 108.3 . . ?
C38' C37' H37D 108.3 . . ?
C34' C37' H37D 108.3 . . ?
H37C C37' H37D 107.4 . . ?
C39' C38' C37' 115.3(15) . . ?
C39' C38' H38C 108.4 . . ?
C37' C38' H38C 108.4 . . ?
C39' C38' H38D 108.4 . . ?
C37' C38' H38D 108.4 . . ?
H38C C38' H38D 107.5 . . ?
C38' C39' H39D 109.5 . . ?
C38' C39' H39E 109.5 . . ?
H39D C39' H39E 109.5 . . ?
C38' C39' H39F 109.5 . . ?
H39D C39' H39F 109.5 . . ?
H39E C39' H39F 109.5 . . ?
C41' C40' C34' 110.0(6) . . ?
C41' C40' H40C 109.7 . . ?
C34' C40' H40C 109.7 . . ?
C41' C40' H40D 109.7 . . ?
C34' C40' H40D 109.7 . . ?
H40C C40' H40D 108.2 . . ?
C42' C41' C40' 114.6(8) . . ?
C42' C41' H41C 108.6 . . ?
C40' C41' H41C 108.6 . . ?
C42' C41' H41D 108.6 . . ?
C40' C41' H41D 108.6 . . ?
H41C C41' H41D 107.6 . . ?
C41' C42' H42D 109.5 . . ?
C41' C42' H42E 109.5 . . ?
H42D C42' H42E 109.5 . . ?
C41' C42' H42F 109.5 . . ?
H42D C42' H42F 109.5 . . ?
H42E C42' H42F 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
C20 C1 C2 C3 -178.8(13) . . . . ?
C21 C1 C2 C3 1.7(13) . . . . ?
C20 C1 C2 C10 -1.4(3) . . . . ?
C21 C1 C2 C10 179.18(16) . . . . ?
C20 C1 C2 C3' 176.6(17) . . . . ?
C21 C1 C2 C3' -2.9(17) . . . . ?
C1 C2 C3 C4 178.7(14) . . . . ?
C10 C2 C3 C4 1(3) . . . . ?
C2 C3 C4 C8 -1(3) . . . . ?
C2 C3 C4 S5 175.2(14) . . . . ?
C3 C4 S5 C6 -177.0(17) . . . . ?
C8 C4 S5 C6 -0.2(10) . . . . ?
C4 S5 C6 C7 2.9(11) . . . . ?
C4 S5 C6 F1 -178.5(8) . . . . ?
F1 C6 C7 C8 176.7(10) . . . . ?
S5 C6 C7 C8 -4.9(16) . . . . ?
C6 C7 C8 C9 178.0(16) . . . . ?
C6 C7 C8 C4 4.4(17) . . . . ?
C3 C4 C8 C9 0(2) . . . . ?
S5 C4 C8 C9 -176.8(13) . . . . ?
C3 C4 C8 C7 174.8(18) . . . . ?
S5 C4 C8 C7 -2.2(14) . . . . ?
C7 C8 C9 C10 -171.8(14) . . . . ?
C4 C8 C9 C10 1(2) . . . . ?
C1 C2 C3' C4' -178(2) . . . . ?
C10 C2 C3' C4' 0(4) . . . . ?
C2 C3' C4' C5' -172(2) . . . . ?
C2 C3' C4' C8' 1(4) . . . . ?
C3' C4' C5' C6' 177(3) . . . . ?
C8' C4' C5' C6' 3(3) . . . . ?
C4' C5' C6' F1' 176.7(16) . . . . ?
C4' C5' C6' S7' -5(2) . . . . ?
C5' C6' S7' C8' 3.5(16) . . . . ?
F1' C6' S7' C8' -178.0(13) . . . . ?
C3' C4' C8' C9' -2(4) . . . . ?
C5' C4' C8' C9' 172(2) . . . . ?
C3' C4' C8' S7' -176(2) . . . . ?
C5' C4' C8' S7' -1(2) . . . . ?
C6' S7' C8' C9' -174(2) . . . . ?
C6' S7' C8' C4' -1.3(15) . . . . ?
C4' C8' C9' C10 2(4) . . . . ?
S7' C8' C9' C10 175(2) . . . . ?
C8' C9' C10 C11 175.3(19) . . . . ?
C8' C9' C10 C2 -1(3) . . . . ?
C3 C2 C10 C11 178.8(12) . . . . ?
C1 C2 C10 C11 1.1(2) . . . . ?
C3' C2 C10 C11 -176.7(18) . . . . ?
C1 C2 C10 C9' 177.8(15) . . . . ?
C3' C2 C10 C9' 0(2) . . . . ?
C3 C2 C10 C9 0.4(16) . . . . ?
C1 C2 C10 C9 -177.3(10) . . . . ?
C8 C9 C10 C11 180.0(11) . . . . ?
C8 C9 C10 C2 -2(2) . . . . ?
C9' C10 C11 C12 -175.3(17) . . . . ?
C2 C10 C11 C12 1.0(2) . . . . ?
C9 C10 C11 C12 179.5(10) . . . . ?
C9' C10 C11 C32 6.3(17) . . . . ?
C2 C10 C11 C32 -177.43(16) . . . . ?
C9 C10 C11 C32 1.1(10) . . . . ?
C10 C11 C12 C13 176.3(14) . . . . ?
C32 C11 C12 C13 -5.3(14) . . . . ?
C10 C11 C12 C13' -179.1(11) . . . . ?
C32 C11 C12 C13' -0.7(12) . . . . ?
C10 C11 C12 C20 -2.8(2) . . . . ?
C32 C11 C12 C20 175.64(16) . . . . ?
C11 C12 C13 C14 175.2(16) . . . . ?
C20 C12 C13 C14 -6(3) . . . . ?
C12 C13 C14 C18 2(3) . . . . ?
C12 C13 C14 S15 -176.2(17) . . . . ?
C13 C14 S15 C16 178(2) . . . . ?
C18 C14 S15 C16 0.1(17) . . . . ?
C14 S15 C16 C17 0(3) . . . . ?
C14 S15 C16 F2 -173(3) . . . . ?
F2 C16 C17 C18 172(4) . . . . ?
S15 C16 C17 C18 1(3) . . . . ?
C13 C14 C18 C19 2(3) . . . . ?
S15 C14 C18 C19 -179.8(17) . . . . ?
C13 C14 C18 C17 -178.0(18) . . . . ?
S15 C14 C18 C17 0.1(16) . . . . ?
C16 C17 C18 C19 179(3) . . . . ?
C16 C17 C18 C14 0(3) . . . . ?
C14 C18 C19 C20 -2(3) . . . . ?
C17 C18 C19 C20 178(2) . . . . ?
C11 C12 C13' C14' 177.6(11) . . . . ?
C20 C12 C13' C14' 1(2) . . . . ?
C12 C13' C14' C18' -1(2) . . . . ?
C12 C13' C14' C15' -178.8(14) . . . . ?
C13' C14' C15' C16' 177(2) . . . . ?
C18' C14' C15' C16' -0.5(19) . . . . ?
C14' C15' C16' F2' 176(2) . . . . ?
C14' C15' C16' S17' 1(2) . . . . ?
C15' C16' S17' C18' -1.5(19) . . . . ?
F2' C16' S17' C18' -177.4(19) . . . . ?
C13' C14' C18' C19' 1(2) . . . . ?
C15' C14' C18' C19' 179.2(14) . . . . ?
C13' C14' C18' S17' -178.7(12) . . . . ?
C15' C14' C18' S17' -0.6(12) . . . . ?
C16' S17' C18' C19' -178.7(17) . . . . ?
C16' S17' C18' C14' 1.1(13) . . . . ?
C14' C18' C19' C20 -1(2) . . . . ?
S17' C18' C19' C20 178.9(14) . . . . ?
C18' C19' C20 C1 -179.2(12) . . . . ?
C18' C19' C20 C12 1(2) . . . . ?
C2 C1 C20 C19' 179.6(12) . . . . ?
C21 C1 C20 C19' -0.9(12) . . . . ?
C2 C1 C20 C12 -0.4(2) . . . . ?
C21 C1 C20 C12 179.00(16) . . . . ?
C2 C1 C20 C19 177.2(17) . . . . ?
C21 C1 C20 C19 -3.4(17) . . . . ?
C11 C12 C20 C19' -177.6(13) . . . . ?
C13' C12 C20 C19' -0.9(17) . . . . ?
C13 C12 C20 C1 -176.5(15) . . . . ?
C11 C12 C20 C1 2.5(2) . . . . ?
C13' C12 C20 C1 179.2(11) . . . . ?
C13 C12 C20 C19 6(2) . . . . ?
C11 C12 C20 C19 -175.4(15) . . . . ?
C18 C19 C20 C1 -179.3(15) . . . . ?
C18 C19 C20 C12 -2(3) . . . . ?
C22 C23 C24 C25 63.3(3) . . . . ?
C29 C23 C24 C25 -53.7(3) . . . . ?
C26 C23 C24 C25 -178.1(3) . . . . ?
C22 C23 C26 C27 -61.7(4) . . . . ?
C24 C23 C26 C27 -177.8(3) . . . . ?
C29 C23 C26 C27 57.6(4) . . . . ?
C23 C26 C27 C28 -178.4(3) . . . . ?
C22 C23 C29 C30 179.7(3) . . . . ?
C24 C23 C29 C30 -63.2(4) . . . . ?
C26 C23 C29 C30 58.1(4) . . . . ?
C23 C29 C30 C31 176.3(3) . . . . ?
C21 C22 C23' C24' 158(2) . . . . ?
C21 C22 C23' C29' 38(3) . . . . ?
C21 C22 C23' C26' -85(3) . . . . ?
C22 C23' C24' C25' -53(3) . . . . ?
C29' C23' C24' C25' 67(3) . . . . ?
C26' C23' C24' C25' -177(3) . . . . ?
C22 C23' C26' C27' -46.0(19) . . . . ?
C24' C23' C26' C27' 69.1(19) . . . . ?
C29' C23' C26' C27' -171.6(16) . . . . ?
C23' C26' C27' C28' 129.3(16) . . . . ?
C22 C23' C29' C30' 176(2) . . . . ?
C24' C23' C29' C30' 60(3) . . . . ?
C26' C23' C29' C30' -55(2) . . . . ?
C23' C29' C30' C31' -179(2) . . . . ?
C33 C34 C35 C36 72.4(5) . . . . ?
C40 C34 C35 C36 -48.2(5) . . . . ?
C37 C34 C35 C36 -172.0(4) . . . . ?
C33 C34 C37 C38 57.7(3) . . . . ?
C35 C34 C37 C38 -58.4(4) . . . . ?
C40 C34 C37 C38 179.4(3) . . . . ?
C34 C37 C38 C39 -174.5(7) . . . . ?
C33 C34 C40 C41 52.9(5) . . . . ?
C35 C34 C40 C41 171.4(4) . . . . ?
C37 C34 C40 C41 -66.6(5) . . . . ?
C34 C40 C41 C42 -179.7(4) . . . . ?
C33 C34' C35' C36' -157.5(8) . . . . ?
C37' C34' C35' C36' -38.8(10) . . . . ?
C40' C34' C35' C36' 84.9(9) . . . . ?
C33 C34' C37' C38' -55.1(9) . . . . ?
C35' C34' C37' C38' -169.6(7) . . . . ?
C40' C34' C37' C38' 67.5(9) . . . . ?
C34' C37' C38' C39' 173(2) . . . . ?
C33 C34' C40' C41' -61.1(8) . . . . ?
C35' C34' C40' C41' 55.7(9) . . . . ?
C37' C34' C40' C41' 173.8(7) . . . . ?
C34' C40' C41' C42' -178.7(10) . . . . ?

_refine_diff_density_max         0.566
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.053



