# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_EG101156_1
_database_code_depnum_ccdc_archive 'CCDC 2376091'
loop_
_audit_author_name
_audit_author_address
'Elisa Guzman'
;Tufts University
United States of America
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            EG-101-156
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H30 O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         674.79

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   8.1998(7)
_cell_length_b                   40.439(3)
_cell_length_c                   10.0135(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3320.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9872
_cell_measurement_theta_min      2.5343
_cell_measurement_theta_max      27.4847
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.155
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408

_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker Photon3 CPAD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            46590
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_theta_min         1.01
_diffrn_reflns_theta_max         32.03
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -59
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       10

_refine_special_details          
;
;

_reflns_number_total             5796
_reflns_number_gt                4907
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1037
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_number_reflns         5796
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0470P)²+1.4040P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.381
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S001 0.34228(4) 0.70046(2) 0.31732(3) 0.01735(7) Uani d . . . 1 . .
O O1 0.50700(11) 0.53637(2) 0.69114(8) 0.02263(18) Uani d . . . 1 . .
C C1 0.45246(14) 0.73214(2) 0.38611(10) 0.01552(19) Uani d . . . 1 . .
O O2 0.58787(11) 0.58114(2) 0.57693(9) 0.02100(18) Uani d . . . 1 . .
C C2 0.57481(13) 0.72105(2) 0.47045(10) 0.01455(18) Uani d . . . 1 . .
C C3 0.57996(14) 0.68632(2) 0.48065(10) 0.01489(19) Uani d . . . 1 . .
H H1 0.6574(19) 0.6742(4) 0.5321(16) 0.022000 Uiso d U . . 1 . .
C C4 0.45959(14) 0.67147(2) 0.40446(10) 0.01546(19) Uani d . . . 1 . .
C C5 0.41768(13) 0.63756(3) 0.39808(10) 0.01582(19) Uani d . . . 1 . .
C C6 0.37685(13) 0.60896(2) 0.40127(11) 0.01548(19) Uani d . . . 1 . .
C C7 0.31220(13) 0.57601(2) 0.40297(11) 0.01448(19) Uani d . . . 1 . .
C C8 0.18886(14) 0.56850(3) 0.31033(11) 0.0175(2) Uani d . . . 1 . .
H H1A 0.153(2) 0.5853(4) 0.2498(17) 0.026000 Uiso d U . . 1 . .
C C9 0.11575(15) 0.53746(3) 0.30831(12) 0.0197(2) Uani d . . . 1 . .
H H1B 0.033(2) 0.5325(4) 0.2443(18) 0.029000 Uiso d U . . 1 . .
C C10 0.16276(15) 0.51343(3) 0.39968(12) 0.0203(2) Uani d . . . 1 . .
H H1C 0.113(2) 0.4918(4) 0.3957(16) 0.030000 Uiso d U . . 1 . .
C C11 0.28273(14) 0.52053(3) 0.49263(12) 0.0182(2) Uani d . . . 1 . .
H H1D 0.320(2) 0.5046(4) 0.5572(16) 0.027000 Uiso d U . . 1 . .
C C12 0.36037(13) 0.55138(2) 0.49503(11) 0.01453(18) Uani d . . . 1 . .
C C13 0.49005(13) 0.55518(2) 0.59816(11) 0.01575(19) Uani d . . . 1 . .
C C14 0.71497(16) 0.58532(3) 0.67691(13) 0.0222(2) Uani d . . . 1 . .
H H1E 0.773(2) 0.5650(4) 0.6844(16) 0.033000 Uiso d U . . 1 . .
H H1F 0.660(2) 0.5893(4) 0.7647(19) 0.033000 Uiso d U . . 1 . .
C C15 0.82127(14) 0.61361(3) 0.63385(12) 0.0179(2) Uani d . . . 1 . .
C C16 0.85821(14) 0.63870(3) 0.72427(12) 0.0194(2) Uani d . . . 1 . .
H H1G 0.816(2) 0.6373(4) 0.8155(16) 0.029000 Uiso d U . . 1 . .
C C17 0.95959(15) 0.66470(3) 0.68599(12) 0.0218(2) Uani d . . . 1 . .
H H1H 0.984(2) 0.6824(4) 0.7530(18) 0.033000 Uiso d U . . 1 . .
C C18 1.02415(15) 0.66577(3) 0.55801(13) 0.0224(2) Uani d . . . 1 . .
H H1I 1.098(2) 0.6837(4) 0.5316(17) 0.034000 Uiso d U . . 1 . .
C C19 0.98767(15) 0.64072(3) 0.46775(12) 0.0234(2) Uani d . . . 1 . .
H H1J 1.036(2) 0.6412(4) 0.3785(18) 0.035000 Uiso d U . . 1 . .
C C20 0.88691(15) 0.61478(3) 0.50553(12) 0.0216(2) Uani d . . . 1 . .
H H1K 0.865(2) 0.5968(4) 0.4438(17) 0.032000 Uiso d U . . 1 . .
C C21 0.66546(19) 0.750000 0.53364(15) 0.0144(3) Uani d T P S 1 . .
C C22 0.8474(2) 0.750000 0.49831(17) 0.0188(3) Uani d T P S 1 . .
H H22A 0.900839 0.768878 0.541352 0.028000 Uiso calc U P R 0.5 . .
H H22B 0.860266 0.751707 0.401248 0.028000 Uiso calc U P R 1 . .
H H22C 0.897474 0.729415 0.529733 0.028000 Uiso calc U P R 0.5 . .
C C23 0.6451(2) 0.750000 0.68655(15) 0.0187(3) Uani d T P S 1 . .
H H23A 0.698965 0.769525 0.724171 0.028000 Uiso calc U P R 0.5 . .
H H23B 0.694599 0.729961 0.723781 0.028000 Uiso calc U P R 0.5 . .
H H23C 0.528800 0.750514 0.708984 0.028000 Uiso calc U P R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S001 C1 . 1.7122(10) ?
S001 C4 . 1.7497(11) ?
O1 C13 . 1.2104(13) ?
C1 C2 . 1.3860(15) ?
C1 C1 7_575 1.4446(19) ?
O2 C13 . 1.3379(13) ?
O2 C14 . 1.4551(14) ?
C2 C3 . 1.4089(14) ?
C2 C21 . 1.5243(14) ?
C3 C4 . 1.3845(15) ?
C4 C5 . 1.4149(14) ?
C5 C6 . 1.2045(14) ?
C6 C7 . 1.4341(14) ?
C7 C8 . 1.4055(15) ?
C7 C12 . 1.4136(14) ?
C8 C9 . 1.3913(15) ?
C9 C10 . 1.3893(16) ?
C10 C11 . 1.3844(17) ?
C11 C12 . 1.4008(14) ?
C12 C13 . 1.4903(15) ?
C14 C15 . 1.5015(17) ?
C15 C16 . 1.3929(16) ?
C15 C20 . 1.3939(17) ?
C16 C17 . 1.3943(17) ?
C17 C18 . 1.3873(18) ?
C18 C19 . 1.3902(18) ?
C19 C20 . 1.3880(18) ?
C21 C22 . 1.534(2) ?
C21 C23 . 1.540(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 S001 C4 . . 90.61(5) ?
C2 C1 C1 . 7_575 108.88(6) ?
C2 C1 S001 . . 112.64(7) ?
C1 C1 S001 7_575 . 138.43(4) ?
C13 O2 C14 . . 114.29(9) ?
C1 C2 C3 . . 112.86(9) ?
C1 C2 C21 . . 110.94(9) ?
C3 C2 C21 . . 136.13(10) ?
C4 C3 C2 . . 111.78(9) ?
C3 C4 C5 . . 128.19(10) ?
C3 C4 S001 . . 112.09(7) ?
C5 C4 S001 . . 119.56(8) ?
C6 C5 C4 . . 175.40(12) ?
C5 C6 C7 . . 174.39(12) ?
C8 C7 C12 . . 118.63(9) ?
C8 C7 C6 . . 117.32(9) ?
C12 C7 C6 . . 124.00(10) ?
C9 C8 C7 . . 120.98(10) ?
C10 C9 C8 . . 120.13(11) ?
C11 C10 C9 . . 119.66(10) ?
C10 C11 C12 . . 121.28(10) ?
C11 C12 C7 . . 119.30(10) ?
C11 C12 C13 . . 115.35(9) ?
C7 C12 C13 . . 125.35(9) ?
O1 C13 O2 . . 123.13(10) ?
O1 C13 C12 . . 123.37(10) ?
O2 C13 C12 . . 113.49(9) ?
O2 C14 C15 . . 107.87(9) ?
C16 C15 C20 . . 119.38(11) ?
C16 C15 C14 . . 119.63(11) ?
C20 C15 C14 . . 120.97(11) ?
C15 C16 C17 . . 120.02(11) ?
C18 C17 C16 . . 120.33(11) ?
C17 C18 C19 . . 119.72(12) ?
C20 C19 C18 . . 120.11(11) ?
C19 C20 C15 . . 120.44(11) ?
C2 C21 C2 . 7_575 100.36(12) ?
C2 C21 C22 . . 112.25(9) ?
C2 C21 C22 7_575 . 112.25(9) ?
C2 C21 C23 . . 111.09(9) ?
C2 C21 C23 7_575 . 111.09(9) ?
C22 C21 C23 . . 109.56(13) ?



####################################################################### 
# 
# 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_g23053
_database_code_depnum_ccdc_archive 'CCDC 2376095'
loop_
_audit_author_name
_audit_author_address
'Peter Mueller'
;Massachusetts Institute of Technology
United States of America
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H16 F10 O4 S2'
_chemical_formula_weight         838.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   3.9311(3)
_cell_length_b                   6.7913(5)
_cell_length_c                   31.150(2)
_cell_angle_alpha                93.740(3)
_cell_angle_beta                 91.628(3)
_cell_angle_gamma                93.783(3)
_cell_volume                     827.61(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9117
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      77.14

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_F_000             422
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.015
_exptl_absorpt_coefficient_mu    2.407
_shelx_estimated_absorpt_T_min   0.522
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1627
_exptl_absorpt_correction_T_max  0.2819
_exptl_absorpt_process_details   'SADABS (Herbst-Irmer et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker Photon3 CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.4
_diffrn_reflns_number            36817
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.845
_diffrn_reflns_theta_max         77.493
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3472
_reflns_number_gt                3327
_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 v2017.3.0 (Bruker-AXS, 2017)'
_computing_cell_refinement       'SAINT 8.38A (Bruker-AXS, 2017)'
_computing_data_reduction        'SAINT 8.38A (Bruker-AXS, 2017)'
_computing_structure_solution    'SHELXT-2015 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Bruker D8 Venture Kappa DUO four-circle diffractometer, Bruker Photon3 CPAD. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²+0.3866P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3472
_refine_ls_number_parameters     281
_refine_ls_number_restraints     306
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0848
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.257
_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 0.1161(9) 0.8494(4) -0.02983(7) 0.0199(3) Uani 0.9143(19) 1 d D U P A 1
H1 H 0.194379 0.749167 -0.049074 0.024 Uiso 0.9143(19) 1 calc R U P A 1
C2 C 0.1278(6) 0.8340(3) 0.01419(6) 0.0178(4) Uani 0.9143(19) 1 d D U P A 1
C3 C 0.0169(5) 0.9796(3) 0.04482(6) 0.0178(4) Uani 0.9143(19) 1 d D U P A 1
C4 C 0.0626(9) 0.9195(5) 0.08725(9) 0.0228(5) Uani 0.9143(19) 1 d D U P A 1
H4 H 0.004019 0.998745 0.111856 0.027 Uiso 0.9143(19) 1 calc R U P A 1
C5 C 0.1940(7) 0.7433(3) 0.09034(5) 0.0195(3) Uani 0.9143(19) 1 d D U P A 1
S1 S 0.27872(14) 0.63198(6) 0.03944(2) 0.01904(13) Uani 0.9143(19) 1 d D U P A
1
C1A C -0.103(9) 1.137(4) 0.0296(7) 0.0199(3) Uani 0.0857(19) 1 d D U P A 2
H1A H -0.164810 1.221915 0.053035 0.024 Uiso 0.0857(19) 1 calc R U P A 2
C2A C 0.030(6) 0.961(3) 0.0377(10) 0.0178(4) Uani 0.0857(19) 1 d D U P A 2
C3A C 0.151(7) 0.804(4) 0.0135(6) 0.0178(4) Uani 0.0857(19) 1 d D U P A 2
C4A C 0.250(7) 0.668(3) 0.0447(6) 0.01904(13) Uani 0.0857(19) 1 d D U P A 2
H4A H 0.340118 0.546380 0.035820 0.023 Uiso 0.0857(19) 1 calc R U P A 2
C5A C 0.212(8) 0.718(3) 0.0860(5) 0.0195(3) Uani 0.0857(19) 1 d D U P A 2
S1A S 0.032(3) 0.9479(15) 0.0965(3) 0.0228(5) Uani 0.0857(19) 1 d D U P A 2
C6 C 0.2704(3) 0.6369(2) 0.12658(4) 0.0225(3) Uani 1 1 d D U . . .
C7 C 0.3404(3) 0.54031(19) 0.15617(4) 0.0215(3) Uani 1 1 d D . . . .
C8 C 0.4453(3) 0.40549(19) 0.18660(4) 0.0201(3) Uani 1 1 d . . . . .
C9 C 0.5715(3) 0.2288(2) 0.16980(4) 0.0227(3) Uani 1 1 d . . . . .
H9 H 0.579013 0.203920 0.139483 0.027 Uiso 1 1 calc R U . . .
C10 C 0.6851(3) 0.0901(2) 0.19652(5) 0.0237(3) Uani 1 1 d . . . . .
H10 H 0.765935 -0.029776 0.184611 0.028 Uiso 1 1 calc R U . . .
C11 C 0.6800(3) 0.1273(2) 0.24093(4) 0.0236(3) Uani 1 1 d . . . . .
H11 H 0.761503 0.033679 0.259416 0.028 Uiso 1 1 calc R U . . .
C12 C 0.5567(3) 0.3003(2) 0.25824(4) 0.0225(3) Uani 1 1 d . . . . .
H12 H 0.554362 0.324547 0.288611 0.027 Uiso 1 1 calc R U . . .
C13 C 0.4352(3) 0.44012(19) 0.23156(4) 0.0200(3) Uani 1 1 d . . . . .
O1 O 0.1062(3) 0.72663(14) 0.23307(3) 0.0250(2) Uani 1 1 d . . . . .
C14 C 0.2868(3) 0.61939(19) 0.25095(4) 0.0203(3) Uani 1 1 d . . . . .
O2 O 0.3731(2) 0.64865(14) 0.29375(3) 0.0236(2) Uani 1 1 d . . . . .
C15 C 0.1999(4) 0.8034(2) 0.31629(4) 0.0234(3) Uani 1 1 d . . . . .
H15A H -0.050064 0.773332 0.314153 0.028 Uiso 1 1 calc R U . . .
H15B H 0.253886 0.931764 0.303826 0.028 Uiso 1 1 calc R U . . .
C16 C 0.3247(3) 0.8115(2) 0.36240(4) 0.0233(3) Uani 1 1 d . . . . .
C17 C 0.2506(4) 0.6555(2) 0.38811(5) 0.0277(3) Uani 1 1 d . . . . .
C18 C 0.3661(4) 0.6581(2) 0.43037(5) 0.0320(3) Uani 1 1 d . . . . .
C19 C 0.5622(4) 0.8211(2) 0.44824(5) 0.0303(3) Uani 1 1 d . . . . .
C20 C 0.6385(4) 0.9796(2) 0.42381(5) 0.0284(3) Uani 1 1 d . . . . .
C21 C 0.5209(4) 0.9718(2) 0.38148(4) 0.0255(3) Uani 1 1 d . . . . .
F1 F 0.0577(3) 0.49696(14) 0.37156(3) 0.0381(2) Uani 1 1 d . . . . .
F2 F 0.2912(3) 0.50536(15) 0.45413(3) 0.0483(3) Uani 1 1 d . . . . .
F3 F 0.6830(3) 0.82387(15) 0.48875(3) 0.0411(2) Uani 1 1 d . . . . .
F4 F 0.8315(3) 1.13606(15) 0.44071(3) 0.0397(2) Uani 1 1 d . . . . .
F5 F 0.6088(3) 1.12665(13) 0.35835(3) 0.0357(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.382(3) . ?
C1 C3 1.406(2) 2_575 ?
C1 H1 0.9500 . ?
C2 C3 1.427(2) . ?
C2 S1 1.7536(17) . ?
C3 C4 1.418(3) . ?
C4 C5 1.343(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.415(2) . ?
C5 S1 1.7615(18) . ?
C1A C2A 1.373(15) . ?
C1A C3A 1.434(15) 2_575 ?
C1A H1A 0.9500 . ?
C2A C3A 1.380(17) . ?
C2A S1A 1.84(3) . ?
C3A C4A 1.447(17) . ?
C4A C5A 1.324(17) . ?
C4A H4A 0.9500 . ?
C5A C6 1.431(12) . ?
C5A S1A 1.769(18) . ?
C6 C7 1.2017(19) . ?
C7 C8 1.4310(18) . ?
C8 C9 1.4041(19) . ?
C8 C13 1.4070(18) . ?
C9 C10 1.3846(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.4002(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.4850(18) . ?
O1 C14 1.2015(16) . ?
C14 O2 1.3649(16) . ?
O2 C15 1.4442(16) . ?
C15 C16 1.5008(18) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C21 1.383(2) . ?
C16 C17 1.390(2) . ?
C17 F1 1.3408(17) . ?
C17 C18 1.379(2) . ?
C18 F2 1.3350(17) . ?
C18 C19 1.383(2) . ?
C19 F3 1.3341(17) . ?
C19 C20 1.380(2) . ?
C20 F4 1.3342(17) . ?
C20 C21 1.382(2) . ?
C21 F5 1.3450(16) . ?

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 C3 116.9(2) . 2_575 ?
C2 C1 H1 121.5 . . ?
C3 C1 H1 121.5 2_575 . ?
C1 C2 C3 124.4(2) . . ?
C1 C2 S1 124.20(19) . . ?
C3 C2 S1 111.43(15) . . ?
C1 C3 C4 130.80(19) 2_575 . ?
C1 C3 C2 118.72(19) 2_575 . ?
C4 C3 C2 110.47(17) . . ?
C5 C4 C3 115.6(2) . . ?
C5 C4 H4 122.2 . . ?
C3 C4 H4 122.2 . . ?
C4 C5 C6 131.2(2) . . ?
C4 C5 S1 111.83(15) . . ?
C6 C5 S1 116.94(13) . . ?
C2 S1 C5 90.68(9) . . ?
C2A C1A H1A 119.1 . . ?
C3A C1A H1A 119.1 2_575 . ?
C1A C2A C3A 136(2) . . ?
C1A C2A S1A 105.9(17) . . ?
C3A C2A S1A 117.9(14) . . ?
C2A C3A C4A 104.6(15) . . ?
C1A C3A C4A 153(3) 2_575 . ?
C5A C4A C3A 118.3(16) . . ?
C5A C4A H4A 120.9 . . ?
C3A C4A H4A 120.9 . . ?
C4A C5A C6 138.0(17) . . ?
C4A C5A S1A 114.6(12) . . ?
C6 C5A S1A 107.4(12) . . ?
C5A S1A C2A 84.6(8) . . ?
C7 C6 C5 177.17(16) . . ?
C7 C6 C5A 168.1(8) . . ?
C6 C7 C8 171.28(14) . . ?
C9 C8 C13 118.70(12) . . ?
C9 C8 C7 116.78(12) . . ?
C13 C8 C7 124.51(12) . . ?
C10 C9 C8 121.31(12) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 119.57(13) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 120.16(12) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.82(12) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C8 119.42(12) . . ?
C12 C13 C14 119.71(12) . . ?
C8 C13 C14 120.84(11) . . ?
O1 C14 O2 122.01(12) . . ?
O1 C14 C13 126.78(12) . . ?
O2 C14 C13 111.18(11) . . ?
C14 O2 C15 114.52(10) . . ?
O2 C15 C16 106.55(10) . . ?
O2 C15 H15A 110.4 . . ?
C16 C15 H15A 110.4 . . ?
O2 C15 H15B 110.4 . . ?
C16 C15 H15B 110.4 . . ?
H15A C15 H15B 108.6 . . ?
C21 C16 C17 116.43(13) . . ?
C21 C16 C15 122.32(12) . . ?
C17 C16 C15 121.24(13) . . ?
F1 C17 C18 118.46(13) . . ?
F1 C17 C16 119.16(13) . . ?
C18 C17 C16 122.37(14) . . ?
F2 C18 C17 120.82(15) . . ?
F2 C18 C19 119.76(14) . . ?
C17 C18 C19 119.42(14) . . ?
F3 C19 C20 119.96(14) . . ?
F3 C19 C18 120.16(14) . . ?
C20 C19 C18 119.87(13) . . ?
F4 C20 C19 120.10(13) . . ?
F4 C20 C21 120.58(13) . . ?
C19 C20 C21 119.29(14) . . ?
F5 C21 C20 117.55(13) . . ?
F5 C21 C16 119.83(12) . . ?
C20 C21 C16 122.61(13) . . ?

_refine_diff_density_max         0.461
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_P22313_t5
_database_code_depnum_ccdc_archive 'CCDC 2376094'
loop_
_audit_author_name
_audit_author_address
'Peter Mueller'
;Massachusetts Institute of Technology
United States of America
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT084_P22313_t5           
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.39 Report
RESPONSE: The crystal quality was exceptionally low and the data quality 
          reflects this.  
;
_vrf_PLAT097_P22313_t5           
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       2.37 eA-3  
RESPONSE: The crystal quality was exceptionally low and not all twinning  
          could be resolved (there likely is a thrid twin domain).  The
          highest residual electron density peaks are not in sensible 
          positions where they could correspond to additional atoms or 
          missed disorder.  More likely, those maxima are artefacts of 
          unresolved non-merohedral twinning.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H14 F10 O4 S2'
_chemical_formula_weight         788.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   29.4547(10)
_cell_length_b                   6.6980(3)
_cell_length_c                   8.0253(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.5699(18)
_cell_angle_gamma                90
_cell_volume                     1575.82(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9738
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      77.38

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.115
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.483
_shelx_estimated_absorpt_T_min   0.763
_shelx_estimated_absorpt_T_max   0.865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.261926
_exptl_absorpt_correction_T_max  0.427432
_exptl_absorpt_process_details   'TWINABS (Herbst-Irmer et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker Photon3 CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.4
_diffrn_reflns_number            4344
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.1142
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.507
_diffrn_reflns_theta_max         77.366
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             4344
_reflns_number_gt                3811
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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 v2017.3.0 (Bruker-AXS, 2017)'
_computing_cell_refinement       'SAINT 8.38A (Bruker-AXS, 2017)'
_computing_data_reduction        'SAINT 8.38A (Bruker-AXS, 2017)'
_computing_structure_solution    'SHELXT-2015 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component non-merohedral 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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4344
_refine_ls_number_parameters     264
_refine_ls_number_restraints     426
_refine_ls_R_factor_all          0.1550
_refine_ls_R_factor_gt           0.1385
_refine_ls_wR_factor_ref         0.3927
_refine_ls_wR_factor_gt          0.3844
_refine_ls_goodness_of_fit_ref   3.109
_refine_ls_restrained_S_all      2.989
_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
F1 F 0.86369(19) 0.1709(9) 1.0190(8) 0.0625(14) Uani 1 1 d . U . . .
F2 F 0.9525(2) 0.1841(11) 0.9664(9) 0.0754(18) Uani 1 1 d . U . . .
F3 F 0.98639(16) 0.5130(11) 0.8187(8) 0.075(2) Uani 1 1 d . U . . .
F4 F 0.9307(2) 0.8310(11) 0.7301(8) 0.0740(18) Uani 1 1 d . U . . .
F5 F 0.84253(17) 0.8172(9) 0.7853(8) 0.0605(14) Uani 1 1 d . U . . .
O1 O 0.71112(15) 0.5037(7) 0.8775(6) 0.0338(11) Uani 1 1 d . U . . .
O2 O 0.77711(16) 0.4798(9) 0.7605(6) 0.0435(13) Uani 1 1 d . U . . .
C1 C 0.51256(18) 0.5650(7) 1.0535(7) 0.0300(12) Uani 1 1 d . U . . .
S1 S 0.51512(7) 0.3525(3) 0.7850(3) 0.0302(8) Uani 0.769(9) 1 d D U P A 1
C2 C 0.5578(5) 0.5981(17) 0.9955(17) 0.026(3) Uani 0.769(9) 1 d D U P A 1
H2 H 0.580595 0.682212 1.049757 0.031 Uiso 0.769(9) 1 calc R U P A 1
S1A S 0.5645(4) 0.6298(16) 1.0244(12) 0.033(3) Uani 0.231(9) 1 d D U P A 2
C2A C 0.5213(7) 0.388(3) 0.813(3) 0.051(11) Uani 0.231(9) 1 d D U P A 2
H2A H 0.514754 0.302243 0.719307 0.061 Uiso 0.231(9) 1 calc R U P A 2
C3 C 0.56260(17) 0.4894(7) 0.8500(7) 0.0279(12) Uani 1 1 d D U . . .
C4 C 0.60000(19) 0.4887(8) 0.7539(8) 0.0296(12) Uani 1 1 d D U . . .
C5 C 0.63041(19) 0.4880(8) 0.6659(8) 0.0285(12) Uani 1 1 d . U . . .
C6 C 0.66223(19) 0.4904(8) 0.5407(8) 0.0261(12) Uani 1 1 d . U . . .
C7 C 0.64377(19) 0.4897(8) 0.3733(8) 0.0286(12) Uani 1 1 d . U . . .
H7 H 0.611604 0.485456 0.347944 0.034 Uiso 1 1 calc R U . . .
C8 C 0.6718(2) 0.4951(9) 0.2435(8) 0.0307(13) Uani 1 1 d . U . . .
H8 H 0.658821 0.495177 0.130369 0.037 Uiso 1 1 calc R U . . .
C9 C 0.7190(2) 0.5003(9) 0.2807(9) 0.0315(13) Uani 1 1 d . U . . .
H9 H 0.738237 0.504129 0.192483 0.038 Uiso 1 1 calc R U . . .
C10 C 0.7378(2) 0.5000(9) 0.4445(8) 0.0303(13) Uani 1 1 d . U . . .
H10 H 0.770042 0.503198 0.467990 0.036 Uiso 1 1 calc R U . . .
C11 C 0.71010(19) 0.4951(8) 0.5773(8) 0.0273(12) Uani 1 1 d . U . . .
C12 C 0.7311(2) 0.4940(9) 0.7533(8) 0.0297(13) Uani 1 1 d . U . . .
C13 C 0.8003(2) 0.4876(11) 0.9261(9) 0.0384(16) Uani 1 1 d . U . . .
H13A H 0.792862 0.368493 0.991298 0.046 Uiso 1 1 calc R U . . .
H13B H 0.791251 0.608552 0.985626 0.046 Uiso 1 1 calc R U . . .
C14 C 0.8505(2) 0.4928(12) 0.9033(9) 0.0401(15) Uani 1 1 d . U . . .
C15 C 0.8795(3) 0.3366(14) 0.9452(10) 0.0483(17) Uani 1 1 d . U . . .
C16 C 0.9256(3) 0.3404(16) 0.9207(12) 0.056(2) Uani 1 1 d . U . . .
C17 C 0.9425(3) 0.5081(16) 0.8461(11) 0.057(2) Uani 1 1 d . U . . .
C18 C 0.9147(3) 0.6678(16) 0.8020(11) 0.056(2) Uani 1 1 d . U . . .
C19 C 0.8689(3) 0.6596(14) 0.8297(10) 0.0490(18) Uani 1 1 d . 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
F1 C15 1.361(11) . ?
F2 C16 1.342(11) . ?
F3 C17 1.334(8) . ?
F4 C18 1.342(11) . ?
F5 C19 1.339(10) . ?
O1 C12 1.208(8) . ?
O2 C12 1.353(7) . ?
O2 C13 1.434(8) . ?
C1 C1 1.386(12) 3_667 ?
C1 C2 1.469(18) . ?
C1 C2A 1.57(3) 3_667 ?
C1 S1A 1.628(14) . ?
C1 S1 1.690(6) 3_667 ?
S1 C3 1.711(5) . ?
C2 C3 1.395(17) . ?
C2 H2 0.9500 . ?
S1A C3 1.683(9) . ?
C2A C3 1.399(19) . ?
C2A H2A 0.9500 . ?
C3 C4 1.405(8) . ?
C4 C5 1.194(9) . ?
C5 C6 1.439(7) . ?
C6 C7 1.400(9) . ?
C6 C11 1.413(7) . ?
C7 C8 1.390(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.405(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.486(9) . ?
C13 C14 1.509(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.371(11) . ?
C14 C19 1.397(12) . ?
C15 C16 1.390(11) . ?
C16 C17 1.388(15) . ?
C17 C18 1.372(15) . ?
C18 C19 1.389(10) . ?

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
C12 O2 C13 114.9(5) . . ?
C1 C1 C2 110.2(8) 3_667 . ?
C1 C1 C2A 102.3(10) 3_667 3_667 ?
C2 C1 C2A 147.5(14) . 3_667 ?
C1 C1 S1A 122.1(7) 3_667 . ?
C2A C1 S1A 135.6(8) 3_667 . ?
C1 C1 S1 114.3(6) 3_667 3_667 ?
C2 C1 S1 135.5(7) . 3_667 ?
C1 S1 C3 91.8(3) 3_667 . ?
C3 C2 C1 110.8(11) . . ?
C3 C2 H2 124.6 . . ?
C1 C2 H2 124.6 . . ?
C1 S1A C3 90.8(6) . . ?
C3 C2A C1 110.8(19) . 3_667 ?
C3 C2A H2A 124.6 . . ?
C1 C2A H2A 124.6 3_667 . ?
C2 C3 C4 127.6(8) . . ?
C2A C3 C4 126.4(14) . . ?
C2A C3 S1A 114.0(13) . . ?
C4 C3 S1A 119.6(6) . . ?
C2 C3 S1 112.8(7) . . ?
C4 C3 S1 119.5(4) . . ?
C5 C4 C3 177.0(7) . . ?
C4 C5 C6 172.0(6) . . ?
C7 C6 C11 119.1(5) . . ?
C7 C6 C5 116.8(5) . . ?
C11 C6 C5 124.0(5) . . ?
C8 C7 C6 121.1(5) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 119.5(6) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C10 C9 C8 120.4(5) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 121.0(5) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C10 C11 C6 119.0(5) . . ?
C10 C11 C12 120.1(5) . . ?
C6 C11 C12 120.9(5) . . ?
O1 C12 O2 122.3(6) . . ?
O1 C12 C11 126.3(6) . . ?
O2 C12 C11 111.4(5) . . ?
O2 C13 C14 105.8(5) . . ?
O2 C13 H13A 110.6 . . ?
C14 C13 H13A 110.6 . . ?
O2 C13 H13B 110.6 . . ?
C14 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
C15 C14 C19 117.1(7) . . ?
C15 C14 C13 123.2(7) . . ?
C19 C14 C13 119.7(7) . . ?
F1 C15 C14 119.8(7) . . ?
F1 C15 C16 117.1(8) . . ?
C14 C15 C16 123.0(8) . . ?
F2 C16 C17 121.5(8) . . ?
F2 C16 C15 120.4(9) . . ?
C17 C16 C15 118.1(8) . . ?
F3 C17 C18 120.1(9) . . ?
F3 C17 C16 119.0(9) . . ?
C18 C17 C16 120.9(7) . . ?
F4 C18 C17 121.4(7) . . ?
F4 C18 C19 119.2(9) . . ?
C17 C18 C19 119.4(9) . . ?
F5 C19 C18 118.3(8) . . ?
F5 C19 C14 120.2(7) . . ?
C18 C19 C14 121.5(8) . . ?

_refine_diff_density_max         2.369
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.173



####################################################################### 
# 
# 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_dtth5
_database_code_depnum_ccdc_archive 'CCDC 2376096'
loop_
_audit_author_name
_audit_author_address
'Peter Mueller'
;Massachusetts Institute of Technology
United States of America
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;


# start Validation Reply Form
_vrf_PLAT082_dtth5               
;
PROBLEM: High R1 Value ..................................       0.16 Report
RESPONSE: Crystal quality was marginal and so is the data quality.
          The refinement statistics reflect this.  
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H24 O4 S3'
_chemical_formula_weight         664.77

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_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, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   8.3626(3)
_cell_length_b                   40.8701(18)
_cell_length_c                   9.6924(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3312.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9873
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      28.25

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.266
_shelx_estimated_absorpt_T_min   0.925
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7019
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2009)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube, Triumph monochromator'
_diffrn_measurement_device_type  'Bruker Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4
_diffrn_reflns_number            62864
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_av_R_equivalents  0.0838
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -50
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.579
_diffrn_reflns_theta_max         26.013
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             3200
_reflns_number_gt                2305
_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       'APEX2 v2011.4.0 (Bruker-AXS, 2011)'
_computing_cell_refinement       'SAINT 7.46A (Bruker-AXS, 2011)'
_computing_data_reduction        'SAINT 7.46A (Bruker-AXS, 2011)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 'Bruker D8 three-circle diffractometer, Bruker Photon 100 CMOS detector' 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+9.0152P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3200
_refine_ls_number_parameters     305
_refine_ls_number_restraints     688
_refine_ls_R_factor_all          0.2060
_refine_ls_R_factor_gt           0.1583
_refine_ls_wR_factor_ref         0.1964
_refine_ls_wR_factor_gt          0.1832
_refine_ls_goodness_of_fit_ref   1.589
_refine_ls_restrained_S_all      1.452
_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
S1 S 0.3329(3) 0.750000 0.5330(3) 0.0705(8) Uani 1 2 d S TU P . .
S2 S 0.6982(2) 0.70225(4) 0.31965(19) 0.0591(5) Uani 1 1 d . U . . .
C1 C 0.5788(7) 0.73259(13) 0.3859(6) 0.0417(14) Uani 1 1 d . U . . .
C2 C 0.4539(7) 0.71997(14) 0.4620(6) 0.0455(14) Uani 1 1 d . U . . .
C3 C 0.4549(7) 0.68550(14) 0.4685(6) 0.0499(15) Uani 1 1 d . U . . .
H3 H 0.378510 0.673151 0.514879 0.060 Uiso 1 1 calc R U . . .
C4 C 0.5809(7) 0.67244(14) 0.3986(6) 0.0464(14) Uani 1 1 d . U . . .
C5 C 0.6230(7) 0.63876(14) 0.3927(6) 0.0456(15) Uani 1 1 d . U . . .
C6 C 0.6551(7) 0.61060(14) 0.3994(6) 0.0451(14) Uani 1 1 d . U . . .
C7 C 0.7090(7) 0.57720(13) 0.4027(6) 0.0432(13) Uani 1 1 d . U . . .
C8 C 0.8322(8) 0.56844(15) 0.3136(7) 0.0568(17) Uani 1 1 d . U . . .
H8 H 0.873869 0.584018 0.253631 0.068 Uiso 1 1 calc R U . . .
C9 C 0.8937(8) 0.53714(15) 0.3123(7) 0.0653(18) Uani 1 1 d . U . . .
H9 H 0.974955 0.531645 0.250965 0.078 Uiso 1 1 calc R U . . .
C10 C 0.8344(9) 0.51409(16) 0.4021(8) 0.0670(18) Uani 1 1 d . U . . .
H10 H 0.875487 0.492944 0.401464 0.080 Uiso 1 1 calc R U . . .
C11 C 0.7151(8) 0.52217(15) 0.4923(7) 0.0603(17) Uani 1 1 d . U . . .
H11 H 0.677579 0.506431 0.553597 0.072 Uiso 1 1 calc R U . . .
C12 C 0.6480(7) 0.55348(14) 0.4947(6) 0.0466(14) Uani 1 1 d D U . . .
O1 O 0.4997(15) 0.5415(3) 0.6973(12) 0.073(4) Uani 0.77(2) 1 d D U P A 1
C13 C 0.5208(16) 0.5589(4) 0.5990(15) 0.052(3) Uani 0.77(2) 1 d D U P A 1
O2 O 0.4345(10) 0.5860(2) 0.5803(9) 0.056(2) Uani 0.77(2) 1 d D U P A 1
C14 C 0.3069(13) 0.5909(3) 0.6807(12) 0.063(3) Uani 0.77(2) 1 d D U P A 1
H14A H 0.352073 0.593942 0.771922 0.075 Uiso 0.77(2) 1 calc R U P A 1
H14B H 0.237883 0.571810 0.682955 0.075 Uiso 0.77(2) 1 calc R U P A 1
C15 C 0.2124(13) 0.6205(2) 0.6401(10) 0.056(2) Uani 0.77(2) 1 d D U P A 1
C16 C 0.135(2) 0.6219(3) 0.5132(12) 0.064(3) Uani 0.77(2) 1 d D U P A 1
H16 H 0.140654 0.604133 0.453488 0.077 Uiso 0.77(2) 1 calc R U P A 1
C17 C 0.0489(15) 0.6495(3) 0.4745(12) 0.067(3) Uani 0.77(2) 1 d D U P A 1
H17 H -0.001556 0.650303 0.389074 0.080 Uiso 0.77(2) 1 calc R U P A 1
C18 C 0.0388(15) 0.6759(3) 0.5639(15) 0.067(3) Uani 0.77(2) 1 d D U P A 1
H18 H -0.017066 0.694540 0.538016 0.080 Uiso 0.77(2) 1 calc R U P A 1
C19 C 0.1114(17) 0.6744(3) 0.6908(14) 0.065(3) Uani 0.77(2) 1 d D U P A 1
H19 H 0.103172 0.691995 0.751153 0.078 Uiso 0.77(2) 1 calc R U P A 1
C20 C 0.1968(15) 0.6468(3) 0.7295(11) 0.062(2) Uani 0.77(2) 1 d D U P A 1
H20 H 0.244170 0.646005 0.816237 0.075 Uiso 0.77(2) 1 calc R U P A 1
O1A O 0.466(4) 0.5362(9) 0.667(4) 0.061(8) Uani 0.23(2) 1 d D U P A 2
C13A C 0.507(5) 0.5571(12) 0.587(5) 0.055(5) Uani 0.23(2) 1 d D U P A 2
O2A O 0.404(3) 0.5801(7) 0.545(3) 0.058(5) Uani 0.23(2) 1 d D U P A 2
C14A C 0.261(3) 0.5827(6) 0.630(4) 0.065(4) Uani 0.23(2) 1 d D U P A 2
H14C H 0.286909 0.577451 0.725358 0.078 Uiso 0.23(2) 1 calc R U P A 2
H14D H 0.180538 0.567442 0.598342 0.078 Uiso 0.23(2) 1 calc R U P A 2
C15A C 0.199(4) 0.6170(7) 0.621(3) 0.061(4) Uani 0.23(2) 1 d D U P A 2
C16A C 0.107(7) 0.6274(8) 0.510(4) 0.060(4) Uani 0.23(2) 1 d D U P A 2
H16A H 0.091481 0.613506 0.435057 0.072 Uiso 0.23(2) 1 calc R U P A 2
C17A C 0.039(5) 0.6585(9) 0.509(4) 0.062(4) Uani 0.23(2) 1 d D U P A 2
H17A H -0.025212 0.665069 0.435605 0.074 Uiso 0.23(2) 1 calc R U P A 2
C18A C 0.069(5) 0.6795(6) 0.618(5) 0.061(5) Uani 0.23(2) 1 d D U P A 2
H18A H 0.024685 0.700401 0.617479 0.073 Uiso 0.23(2) 1 calc R U P A 2
C19A C 0.162(5) 0.6697(8) 0.727(3) 0.064(4) Uani 0.23(2) 1 d D U P A 2
H19A H 0.178559 0.683701 0.800890 0.076 Uiso 0.23(2) 1 calc R U P A 2
C20A C 0.232(5) 0.6390(9) 0.727(3) 0.064(4) Uani 0.23(2) 1 d D U P A 2
H20A H 0.301611 0.633098 0.797296 0.077 Uiso 0.23(2) 1 calc R U P A 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
S1 C2 1.733(6) 7_575 ?
S1 C2 1.733(6) . ?
S2 C1 1.717(6) . ?
S2 C4 1.742(6) . ?
C1 C2 1.378(8) . ?
C1 C1 1.423(10) 7_575 ?
C2 C3 1.410(8) . ?
C3 C4 1.361(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.422(8) . ?
C5 C6 1.184(7) . ?
C6 C7 1.438(8) . ?
C7 C8 1.391(8) . ?
C7 C12 1.412(8) . ?
C8 C9 1.379(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.376(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.398(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.484(9) . ?
C12 C13A 1.485(12) . ?
O1 C13 1.201(8) . ?
C13 O2 1.335(8) . ?
O2 C14 1.458(8) . ?
C14 C15 1.496(10) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C20 1.390(9) . ?
C15 C16 1.391(9) . ?
C16 C17 1.390(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.384(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(11) . ?
C18 H18 0.9300 . ?
C19 C20 1.385(10) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
O1A C13A 1.204(12) . ?
C13A O2A 1.338(12) . ?
O2A C14A 1.457(12) . ?
C14A C15A 1.496(12) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C15A C20A 1.390(12) . ?
C15A C16A 1.391(12) . ?
C16A C17A 1.392(13) . ?
C16A H16A 0.9300 . ?
C17A C18A 1.384(13) . ?
C17A H17A 0.9300 . ?
C18A C19A 1.374(14) . ?
C18A H18A 0.9300 . ?
C19A C20A 1.383(13) . ?
C19A H19A 0.9300 . ?
C20A H20A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 S1 C2 90.2(4) 7_575 . ?
C1 S2 C4 90.7(3) . . ?
C2 C1 C1 112.0(3) . 7_575 ?
C2 C1 S2 111.7(4) . . ?
C1 C1 S2 136.23(19) 7_575 . ?
C1 C2 C3 113.2(5) . . ?
C1 C2 S1 112.9(4) . . ?
C3 C2 S1 133.9(5) . . ?
C4 C3 C2 112.0(6) . . ?
C4 C3 H3 124.0 . . ?
C2 C3 H3 124.0 . . ?
C3 C4 C5 126.3(6) . . ?
C3 C4 S2 112.4(4) . . ?
C5 C4 S2 121.3(5) . . ?
C6 C5 C4 174.4(7) . . ?
C5 C6 C7 174.5(7) . . ?
C8 C7 C12 118.9(5) . . ?
C8 C7 C6 117.6(5) . . ?
C12 C7 C6 123.5(6) . . ?
C9 C8 C7 121.4(6) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C8 119.7(7) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 120.2(6) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 121.7(6) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C7 118.2(6) . . ?
C11 C12 C13 115.8(7) . . ?
C7 C12 C13 125.9(6) . . ?
C11 C12 C13A 114.8(14) . . ?
C7 C12 C13A 126.7(12) . . ?
O1 C13 O2 121.3(8) . . ?
O1 C13 C12 123.8(8) . . ?
O2 C13 C12 114.7(6) . . ?
C13 O2 C14 114.7(6) . . ?
O2 C14 C15 108.8(6) . . ?
O2 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
O2 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C20 C15 C16 118.3(8) . . ?
C20 C15 C14 120.9(8) . . ?
C16 C15 C14 120.8(7) . . ?
C17 C16 C15 120.9(8) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C18 C17 C16 119.6(8) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C19 C18 C17 120.0(9) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.4(8) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 120.7(8) . . ?
C19 C20 H20 119.7 . . ?
C15 C20 H20 119.7 . . ?
O1A C13A O2A 121(2) . . ?
O1A C13A C12 122.8(17) . . ?
O2A C13A C12 113.5(14) . . ?
C13A O2A C14A 114.1(14) . . ?
O2A C14A C15A 108.6(14) . . ?
O2A C14A H14C 110.0 . . ?
C15A C14A H14C 110.0 . . ?
O2A C14A H14D 110.0 . . ?
C15A C14A H14D 110.0 . . ?
H14C C14A H14D 108.3 . . ?
C20A C15A C16A 118.8(12) . . ?
C20A C15A C14A 119.5(14) . . ?
C16A C15A C14A 121.7(14) . . ?
C15A C16A C17A 120.8(13) . . ?
C15A C16A H16A 119.6 . . ?
C17A C16A H16A 119.6 . . ?
C18A C17A C16A 119.2(13) . . ?
C18A C17A H17A 120.4 . . ?
C16A C17A H17A 120.4 . . ?
C19A C18A C17A 120.4(14) . . ?
C19A C18A H18A 119.8 . . ?
C17A C18A H18A 119.8 . . ?
C18A C19A C20A 120.4(14) . . ?
C18A C19A H19A 119.8 . . ?
C20A C19A H19A 119.8 . . ?
C19A C20A C15A 120.2(13) . . ?
C19A C20A H20A 119.9 . . ?
C15A C20A H20A 119.9 . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.057



####################################################################### 
# 
# 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_EG1013010132021
_database_code_depnum_ccdc_archive 'CCDC 2376092'
loop_
_audit_author_name
_audit_author_address
'Elisa Guzman'
;Tufts University
United States of America
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            'Terephthalate dithienothiophene H5'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H14 F10 O4 S3'
_chemical_formula_iupac          ?
_chemical_formula_weight         844.72

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        P-1
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
x,y,z
-x,-y,-z

_cell_length_a                   8.5406(2)
_cell_length_b                   11.0477(3)
_cell_length_c                   18.4450(5)
_cell_angle_alpha                101.0600(10)
_cell_angle_beta                 101.2360(10)
_cell_angle_gamma                91.4290(10)
_cell_volume                     1671.78(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9589
_cell_measurement_theta_min      2.6629
_cell_measurement_theta_max      25.3262
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light yellow-orange'
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848

_exptl_absorpt_coefficient_mu    0.324
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_source_type              ?
_diffrn_source_power             1.50
_diffrn_source_current           30.0
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073

_diffrn_measurement_device_type  'Bruker Photon3 CPAD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            81693
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22

_refine_special_details          
;
;

_reflns_number_total             6098
_reflns_number_gt                5361
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0830
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_restrained_S_all      1.148
_refine_ls_number_reflns         6098
_refine_ls_number_parameters     514
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²+1.9152P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.275
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.74062(6) 0.15211(4) 0.40364(3) 0.02073(12) Uani d . . . 1 . .
S S2 0.74401(6) 0.32262(5) 0.23512(3) 0.02229(12) Uani d . . . 1 . .
S S3 0.45637(6) 0.45326(4) 0.38919(3) 0.02220(12) Uani d . . . 1 . .
F F1 0.21705(18) -0.01298(14) 1.05425(8) 0.0423(3) Uani d . . . 1 . .
F F2 0.79027(15) 0.61875(12) 0.48376(7) 0.0306(3) Uani d . . . 1 . .
F F3 0.89046(17) 0.90242(11) 0.33677(7) 0.0336(3) Uani d . . . 1 . .
F F4 1.10706(15) 0.51246(12) 0.30241(7) 0.0341(3) Uani d . . . 1 . .
F F5 0.97029(16) 0.45451(11) 0.41360(7) 0.0323(3) Uani d . . . 1 . .
F F6 0.74790(16) 0.84176(12) 0.44385(7) 0.0342(3) Uani d . . . 1 . .
F F7 0.45801(17) 0.16666(13) 1.08854(7) 0.0378(3) Uani d . . . 1 . .
F F8 0.55240(15) 0.25865(12) 0.97810(7) 0.0320(3) Uani d . . . 1 . .
F F9 0.15446(16) -0.00055(12) 0.79776(7) 0.0345(3) Uani d . . . 1 . .
F F10 0.06477(17) -0.09584(13) 0.90834(8) 0.0433(4) Uani d . . . 1 . .
O O1 0.49059(17) 0.07000(13) 0.78676(8) 0.0247(3) Uani d . . . 1 . .
O O2 0.98612(16) 0.69718(13) 0.18532(8) 0.0248(3) Uani d . . . 1 . .
O O3 1.19146(18) 0.74668(16) 0.13517(9) 0.0361(4) Uani d . . . 1 . .
O O4 0.53352(17) 0.17365(13) 0.69822(8) 0.0234(3) Uani d . . . 1 . .
C C1 0.2597(3) 0.0357(2) 0.99944(12) 0.0298(5) Uani d . . . 1 . .
C C2 0.1831(3) -0.0061(2) 0.92539(13) 0.0289(5) Uani d . . . 1 . .
C C3 0.2305(2) 0.04262(19) 0.86950(11) 0.0245(4) Uani d . . . 1 . .
C C4 0.3551(2) 0.13257(18) 0.88429(11) 0.0212(4) Uani d . . . 1 . .
C C5 0.4134(2) 0.17463(18) 0.82104(11) 0.0229(4) Uani d . . . 1 . .
H H2 0.323050 0.196101 0.784214 0.028000 Uiso calc U . R 1 . .
H H1 0.490217 0.247640 0.840480 0.028000 Uiso calc U . R 1 . .
C C6 0.5538(2) 0.08450(18) 0.72709(10) 0.0199(4) Uani d . . . 1 . .
C C7 0.6528(2) -0.02031(18) 0.70576(10) 0.0191(4) Uani d . . . 1 . .
C C8 0.7214(2) -0.03205(17) 0.64122(10) 0.0189(4) Uani d . . . 1 . .
C C9 0.6921(2) 0.04712(18) 0.58765(11) 0.0194(4) Uani d . . . 1 . .
C C10 0.6753(2) 0.10332(18) 0.53706(11) 0.0199(4) Uani d . . . 1 . .
C C11 0.6463(2) 0.17604(18) 0.48130(10) 0.0186(4) Uani d . . . 1 . .
C C12 0.6474(2) 0.27365(17) 0.37096(11) 0.0184(4) Uani d . . . 1 . .
C C13 0.6487(2) 0.33544(17) 0.31023(10) 0.0191(4) Uani d . . . 1 . .
C C14 0.6593(2) 0.45616(18) 0.21033(11) 0.0214(4) Uani d . . . 1 . .
C C15 0.7017(2) 0.49998(18) 0.14899(11) 0.0221(4) Uani d . . . 1 . .
C C16 0.7491(2) 0.53870(18) 0.09978(11) 0.0213(4) Uani d . . . 1 . .
C C17 0.8063(2) 0.58146(17) 0.04022(11) 0.0195(4) Uani d . . . 1 . .
C C18 0.9503(2) 0.65542(18) 0.05215(11) 0.0200(4) Uani d . . . 1 . .
C C19 1.0566(2) 0.70392(18) 0.12715(11) 0.0222(4) Uani d . . . 1 . .
C C20 1.0874(3) 0.7445(2) 0.25907(11) 0.0283(5) Uani d . . . 1 . .
H H5 1.104588 0.835543 0.267561 0.034000 Uiso calc U . R 1 . .
H H4 1.192821 0.708287 0.262386 0.034000 Uiso calc U . R 1 . .
C C21 1.0037(2) 0.70925(19) 0.31681(11) 0.0228(4) Uani d . . . 1 . .
C C22 0.9105(2) 0.79025(18) 0.35413(11) 0.0236(4) Uani d . . . 1 . .
C C23 0.8376(2) 0.76123(19) 0.40914(11) 0.0235(4) Uani d . . . 1 . .
C C24 0.8592(2) 0.64810(19) 0.42952(11) 0.0224(4) Uani d . . . 1 . .
C C25 0.5488(2) 0.32729(17) 0.41806(11) 0.0188(4) Uani d . . . 1 . .
C C26 0.5545(2) 0.43631(17) 0.31376(11) 0.0190(4) Uani d . . . 1 . .
C C27 0.5619(2) 0.50634(18) 0.25764(11) 0.0213(4) Uani d . . . 1 . .
H H3 0.506429 0.578919 0.253309 0.026000 Uiso calc U . R 1 . .
C C28 0.9504(2) 0.56446(18) 0.39362(11) 0.0235(4) Uani d . . . 1 . .
C C29 1.0198(2) 0.59587(19) 0.33778(11) 0.0245(4) Uani d . . . 1 . .
C C30 1.0024(2) 0.68587(19) -0.00946(11) 0.0245(4) Uani d . . . 1 . .
H H6 1.100363 0.733855 -0.001569 0.029000 Uiso calc U . R 1 . .
C C31 0.9139(3) 0.6473(2) -0.08193(12) 0.0269(4) Uani d . . . 1 . .
H H7 0.950756 0.668932 -0.123436 0.032000 Uiso calc U . R 1 . .
C C32 0.7713(3) 0.5772(2) -0.09378(12) 0.0276(5) Uani d . . . 1 . .
H H9 0.709455 0.551881 -0.143459 0.033000 Uiso calc U . R 1 . .
C C33 0.7182(2) 0.54378(19) -0.03378(11) 0.0237(4) Uani d . . . 1 . .
H H8 0.620905 0.494651 -0.042748 0.028000 Uiso calc U . R 1 . .
C C34 0.5468(2) 0.27131(17) 0.48052(11) 0.0197(4) Uani d . . . 1 . .
H H10 0.484326 0.296565 0.517424 0.024000 Uiso calc U . R 1 . .
C C35 0.8251(2) -0.12654(18) 0.62777(11) 0.0226(4) Uani d . . . 1 . .
H H11 0.873885 -0.133799 0.585164 0.027000 Uiso calc U . R 1 . .
C C36 0.8575(3) -0.20906(19) 0.67532(12) 0.0271(5) Uani d . . . 1 . .
H H14 0.928192 -0.272409 0.665417 0.032000 Uiso calc U . R 1 . .
C C37 0.7870(3) -0.19946(19) 0.73748(12) 0.0273(5) Uani d . . . 1 . .
H H12 0.807947 -0.257249 0.769690 0.033000 Uiso calc U . R 1 . .
C C38 0.6861(3) -0.10616(19) 0.75296(11) 0.0244(4) Uani d . . . 1 . .
H H13 0.638917 -0.100090 0.795985 0.029000 Uiso calc U . R 1 . .
C C39 0.4295(2) 0.17269(19) 0.95911(12) 0.0231(4) Uani d . . . 1 . .
C C40 0.3822(3) 0.1262(2) 1.01649(11) 0.0263(4) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C12 . 1.7254(19) ?
S1 C11 . 1.7567(19) ?
S2 C13 . 1.7240(19) ?
S2 C14 . 1.759(2) ?
S3 C25 . 1.7374(19) ?
S3 C26 . 1.7422(19) ?
F1 C1 . 1.336(2) ?
F2 C24 . 1.340(2) ?
F3 C22 . 1.345(2) ?
F4 C29 . 1.350(2) ?
F5 C28 . 1.341(2) ?
F6 C23 . 1.340(2) ?
F7 C40 . 1.344(2) ?
F8 C39 . 1.344(2) ?
F9 C3 . 1.344(2) ?
F10 C2 . 1.346(2) ?
O1 C6 . 1.350(2) ?
O1 C5 . 1.446(2) ?
O2 C19 . 1.341(2) ?
O2 C20 . 1.456(2) ?
O3 C19 . 1.204(2) ?
O4 C6 . 1.207(2) ?
C1 C40 . 1.376(3) ?
C1 C2 . 1.379(3) ?
C2 C3 . 1.371(3) ?
C3 C4 . 1.388(3) ?
C4 C39 . 1.383(3) ?
C4 C5 . 1.499(3) ?
C5 H2 . 0.990000 ?
C5 H1 . 0.990000 ?
C6 C7 . 1.488(3) ?
C7 C38 . 1.404(3) ?
C7 C8 . 1.412(3) ?
C8 C35 . 1.403(3) ?
C8 C9 . 1.432(3) ?
C9 C10 . 1.205(3) ?
C10 C11 . 1.411(3) ?
C11 C34 . 1.369(3) ?
C12 C25 . 1.388(3) ?
C12 C13 . 1.421(3) ?
C13 C26 . 1.390(3) ?
C14 C27 . 1.372(3) ?
C14 C15 . 1.417(3) ?
C15 C16 . 1.206(3) ?
C16 C17 . 1.438(3) ?
C17 C33 . 1.403(3) ?
C17 C18 . 1.415(3) ?
C18 C30 . 1.392(3) ?
C18 C19 . 1.493(3) ?
C20 C21 . 1.497(3) ?
C20 H5 . 0.990000 ?
C20 H4 . 0.990000 ?
C21 C29 . 1.383(3) ?
C21 C22 . 1.386(3) ?
C22 C23 . 1.371(3) ?
C23 C24 . 1.379(3) ?
C24 C28 . 1.379(3) ?
C25 C34 . 1.411(3) ?
C26 C27 . 1.416(3) ?
C27 H3 . 0.950000 ?
C28 C29 . 1.378(3) ?
C30 C31 . 1.383(3) ?
C30 H6 . 0.950000 ?
C31 C32 . 1.384(3) ?
C31 H7 . 0.950000 ?
C32 C33 . 1.382(3) ?
C32 H9 . 0.950000 ?
C33 H8 . 0.950000 ?
C34 H10 . 0.950000 ?
C35 C36 . 1.379(3) ?
C35 H11 . 0.950000 ?
C36 C37 . 1.383(3) ?
C36 H14 . 0.950000 ?
C37 C38 . 1.383(3) ?
C37 H12 . 0.950000 ?
C38 H13 . 0.950000 ?
C39 C40 . 1.383(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 S1 C11 . . 90.87(9) ?
C13 S2 C14 . . 91.13(9) ?
C25 S3 C26 . . 90.21(9) ?
C6 O1 C5 . . 116.22(15) ?
C19 O2 C20 . . 114.17(15) ?
F1 C1 C40 . . 120.1(2) ?
F1 C1 C2 . . 120.2(2) ?
C40 C1 C2 . . 119.65(19) ?
F10 C2 C3 . . 120.5(2) ?
F10 C2 C1 . . 119.85(19) ?
C3 C2 C1 . . 119.6(2) ?
F9 C3 C2 . . 118.33(19) ?
F9 C3 C4 . . 119.23(18) ?
C2 C3 C4 . . 122.43(19) ?
C39 C4 C3 . . 116.59(18) ?
C39 C4 C5 . . 122.49(18) ?
C3 C4 C5 . . 120.72(18) ?
O1 C5 C4 . . 104.54(15) ?
O1 C5 H2 . . 110.800000 ?
C4 C5 H2 . . 110.800000 ?
O1 C5 H1 . . 110.800000 ?
C4 C5 H1 . . 110.800000 ?
H2 C5 H1 . . 108.900000 ?
O4 C6 O1 . . 122.71(18) ?
O4 C6 C7 . . 126.67(18) ?
O1 C6 C7 . . 110.58(16) ?
C38 C7 C8 . . 118.94(18) ?
C38 C7 C6 . . 119.39(17) ?
C8 C7 C6 . . 121.58(17) ?
C35 C8 C7 . . 118.90(17) ?
C35 C8 C9 . . 117.02(18) ?
C7 C8 C9 . . 124.08(18) ?
C10 C9 C8 . . 172.2(2) ?
C9 C10 C11 . . 174.7(2) ?
C34 C11 C10 . . 125.92(18) ?
C34 C11 S1 . . 112.35(14) ?
C10 C11 S1 . . 121.73(15) ?
C25 C12 C13 . . 111.90(17) ?
C25 C12 S1 . . 111.12(14) ?
C13 C12 S1 . . 136.94(15) ?
C26 C13 C12 . . 112.25(17) ?
C26 C13 S2 . . 110.99(14) ?
C12 C13 S2 . . 136.68(15) ?
C27 C14 C15 . . 128.93(19) ?
C27 C14 S2 . . 112.21(15) ?
C15 C14 S2 . . 118.81(15) ?
C16 C15 C14 . . 175.2(2) ?
C15 C16 C17 . . 178.4(2) ?
C33 C17 C18 . . 118.48(18) ?
C33 C17 C16 . . 118.21(18) ?
C18 C17 C16 . . 123.26(17) ?
C30 C18 C17 . . 119.48(18) ?
C30 C18 C19 . . 115.43(17) ?
C17 C18 C19 . . 125.08(17) ?
O3 C19 O2 . . 122.97(18) ?
O3 C19 C18 . . 123.81(18) ?
O2 C19 C18 . . 113.21(16) ?
O2 C20 C21 . . 107.32(16) ?
O2 C20 H5 . . 110.300000 ?
C21 C20 H5 . . 110.300000 ?
O2 C20 H4 . . 110.300000 ?
C21 C20 H4 . . 110.300000 ?
H5 C20 H4 . . 108.500000 ?
C29 C21 C22 . . 116.40(18) ?
C29 C21 C20 . . 121.81(19) ?
C22 C21 C20 . . 121.75(19) ?
F3 C22 C23 . . 117.93(18) ?
F3 C22 C21 . . 119.49(18) ?
C23 C22 C21 . . 122.58(19) ?
F6 C23 C22 . . 120.92(18) ?
F6 C23 C24 . . 119.78(18) ?
C22 C23 C24 . . 119.29(18) ?
F2 C24 C28 . . 119.86(18) ?
F2 C24 C23 . . 120.09(18) ?
C28 C24 C23 . . 120.06(19) ?
C12 C25 C34 . . 114.10(17) ?
C12 C25 S3 . . 113.01(14) ?
C34 C25 S3 . . 132.87(15) ?
C13 C26 C27 . . 114.19(17) ?
C13 C26 S3 . . 112.57(14) ?
C27 C26 S3 . . 133.19(15) ?
C14 C27 C26 . . 111.45(18) ?
C14 C27 H3 . . 124.300000 ?
C26 C27 H3 . . 124.300000 ?
F5 C28 C29 . . 121.19(18) ?
F5 C28 C24 . . 119.68(18) ?
C29 C28 C24 . . 119.13(19) ?
F4 C29 C28 . . 118.51(19) ?
F4 C29 C21 . . 118.97(19) ?
C28 C29 C21 . . 122.52(19) ?
C31 C30 C18 . . 121.01(19) ?
C31 C30 H6 . . 119.500000 ?
C18 C30 H6 . . 119.500000 ?
C30 C31 C32 . . 119.75(19) ?
C30 C31 H7 . . 120.100000 ?
C32 C31 H7 . . 120.100000 ?
C33 C32 C31 . . 120.41(19) ?
C33 C32 H9 . . 119.800000 ?
C31 C32 H9 . . 119.800000 ?
C32 C33 C17 . . 120.84(19) ?
C32 C33 H8 . . 119.600000 ?
C17 C33 H8 . . 119.600000 ?
C11 C34 C25 . . 111.56(17) ?
C11 C34 H10 . . 124.200000 ?
C25 C34 H10 . . 124.200000 ?
C36 C35 C8 . . 121.15(19) ?
C36 C35 H11 . . 119.400000 ?
C8 C35 H11 . . 119.400000 ?
C35 C36 C37 . . 119.92(19) ?
C35 C36 H14 . . 120.000000 ?
C37 C36 H14 . . 120.000000 ?
C38 C37 C36 . . 120.35(19) ?
C38 C37 H12 . . 119.800000 ?
C36 C37 H12 . . 119.800000 ?
C37 C38 C7 . . 120.71(19) ?
C37 C38 H13 . . 119.600000 ?
C7 C38 H13 . . 119.600000 ?
F8 C39 C40 . . 117.75(18) ?
F8 C39 C4 . . 120.27(18) ?
C40 C39 C4 . . 121.97(19) ?
F7 C40 C1 . . 119.91(19) ?
F7 C40 C39 . . 120.35(19) ?
C1 C40 C39 . . 119.72(19) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
F1 C1 C2 F10 . . . . 0.2(3) ?
C40 C1 C2 F10 . . . . 179.0(2) ?
F1 C1 C2 C3 . . . . -178.5(2) ?
C40 C1 C2 C3 . . . . 0.4(3) ?
F10 C2 C3 F9 . . . . 0.8(3) ?
C1 C2 C3 F9 . . . . 179.5(2) ?
F10 C2 C3 C4 . . . . -178.0(2) ?
C1 C2 C3 C4 . . . . 0.7(3) ?
F9 C3 C4 C39 . . . . -179.54(18) ?
C2 C3 C4 C39 . . . . -0.8(3) ?
F9 C3 C4 C5 . . . . -4.7(3) ?
C2 C3 C4 C5 . . . . 174.1(2) ?
C6 O1 C5 C4 . . . . 179.75(16) ?
C39 C4 C5 O1 . . . . 105.1(2) ?
C3 C4 C5 O1 . . . . -69.5(2) ?
C5 O1 C6 O4 . . . . -7.7(3) ?
C5 O1 C6 C7 . . . . 170.26(16) ?
O4 C6 C7 C38 . . . . 169.16(19) ?
O1 C6 C7 C38 . . . . -8.7(2) ?
O4 C6 C7 C8 . . . . -7.4(3) ?
O1 C6 C7 C8 . . . . 174.77(17) ?
C38 C7 C8 C35 . . . . -2.2(3) ?
C6 C7 C8 C35 . . . . 174.35(17) ?
C38 C7 C8 C9 . . . . 177.86(18) ?
C6 C7 C8 C9 . . . . -5.6(3) ?
C12 S1 C11 C34 . . . . 1.00(15) ?
C12 S1 C11 C10 . . . . -178.39(17) ?
C11 S1 C12 C25 . . . . -0.47(15) ?
C11 S1 C12 C13 . . . . 177.1(2) ?
C25 C12 C13 C26 . . . . 1.6(2) ?
S1 C12 C13 C26 . . . . -175.95(17) ?
C25 C12 C13 S2 . . . . 177.83(17) ?
S1 C12 C13 S2 . . . . 0.3(4) ?
C14 S2 C13 C26 . . . . 1.31(15) ?
C14 S2 C13 C12 . . . . -175.0(2) ?
C13 S2 C14 C27 . . . . -0.47(15) ?
C13 S2 C14 C15 . . . . 177.28(16) ?
C33 C17 C18 C30 . . . . -1.7(3) ?
C16 C17 C18 C30 . . . . 175.69(19) ?
C33 C17 C18 C19 . . . . 179.41(18) ?
C16 C17 C18 C19 . . . . -3.2(3) ?
C20 O2 C19 O3 . . . . -0.8(3) ?
C20 O2 C19 C18 . . . . -179.72(17) ?
C30 C18 C19 O3 . . . . -13.3(3) ?
C17 C18 C19 O3 . . . . 165.7(2) ?
C30 C18 C19 O2 . . . . 165.67(17) ?
C17 C18 C19 O2 . . . . -15.4(3) ?
C19 O2 C20 C21 . . . . -169.69(17) ?
O2 C20 C21 C29 . . . . 86.0(2) ?
O2 C20 C21 C22 . . . . -96.4(2) ?
C29 C21 C22 F3 . . . . 179.64(17) ?
C20 C21 C22 F3 . . . . 1.9(3) ?
C29 C21 C22 C23 . . . . 0.2(3) ?
C20 C21 C22 C23 . . . . -177.55(19) ?
F3 C22 C23 F6 . . . . 0.7(3) ?
C21 C22 C23 F6 . . . . -179.78(18) ?
F3 C22 C23 C24 . . . . -178.39(18) ?
C21 C22 C23 C24 . . . . 1.1(3) ?
F6 C23 C24 F2 . . . . 0.1(3) ?
C22 C23 C24 F2 . . . . 179.28(18) ?
F6 C23 C24 C28 . . . . 179.52(18) ?
C22 C23 C24 C28 . . . . -1.3(3) ?
C13 C12 C25 C34 . . . . -178.34(16) ?
S1 C12 C25 C34 . . . . -0.2(2) ?
C13 C12 C25 S3 . . . . 0.0(2) ?
S1 C12 C25 S3 . . . . 178.22(10) ?
C26 S3 C25 C12 . . . . -1.21(15) ?
C26 S3 C25 C34 . . . . 176.8(2) ?
C12 C13 C26 C27 . . . . 175.39(17) ?
S2 C13 C26 C27 . . . . -1.9(2) ?
C12 C13 C26 S3 . . . . -2.5(2) ?
S2 C13 C26 S3 . . . . -179.74(10) ?
C25 S3 C26 C13 . . . . 2.11(15) ?
C25 S3 C26 C27 . . . . -175.2(2) ?
C15 C14 C27 C26 . . . . -177.95(19) ?
S2 C14 C27 C26 . . . . -0.5(2) ?
C13 C26 C27 C14 . . . . 1.5(2) ?
S3 C26 C27 C14 . . . . 178.83(16) ?
F2 C24 C28 F5 . . . . -0.4(3) ?
C23 C24 C28 F5 . . . . -179.77(18) ?
F2 C24 C28 C29 . . . . 179.73(17) ?
C23 C24 C28 C29 . . . . 0.4(3) ?
F5 C28 C29 F4 . . . . 1.0(3) ?
C24 C28 C29 F4 . . . . -179.12(17) ?
F5 C28 C29 C21 . . . . -178.91(18) ?
C24 C28 C29 C21 . . . . 1.0(3) ?
C22 C21 C29 F4 . . . . 178.88(17) ?
C20 C21 C29 F4 . . . . -3.4(3) ?
C22 C21 C29 C28 . . . . -1.2(3) ?
C20 C21 C29 C28 . . . . 176.50(18) ?
C17 C18 C30 C31 . . . . 1.5(3) ?
C19 C18 C30 C31 . . . . -179.47(19) ?
C18 C30 C31 C32 . . . . -0.1(3) ?
C30 C31 C32 C33 . . . . -1.1(3) ?
C31 C32 C33 C17 . . . . 0.9(3) ?
C18 C17 C33 C32 . . . . 0.5(3) ?
C16 C17 C33 C32 . . . . -176.99(19) ?
C10 C11 C34 C25 . . . . 178.10(18) ?
S1 C11 C34 C25 . . . . -1.3(2) ?
C12 C25 C34 C11 . . . . 0.9(2) ?
S3 C25 C34 C11 . . . . -177.05(16) ?
C7 C8 C35 C36 . . . . 1.6(3) ?
C9 C8 C35 C36 . . . . -178.48(18) ?
C8 C35 C36 C37 . . . . 0.1(3) ?
C35 C36 C37 C38 . . . . -1.1(3) ?
C36 C37 C38 C7 . . . . 0.4(3) ?
C8 C7 C38 C37 . . . . 1.2(3) ?
C6 C7 C38 C37 . . . . -175.39(18) ?
C3 C4 C39 F8 . . . . 179.27(18) ?
C5 C4 C39 F8 . . . . 4.5(3) ?
C3 C4 C39 C40 . . . . -0.2(3) ?
C5 C4 C39 C40 . . . . -174.96(19) ?
F1 C1 C40 F7 . . . . -0.7(3) ?
C2 C1 C40 F7 . . . . -179.6(2) ?
F1 C1 C40 C39 . . . . 177.60(19) ?
C2 C1 C40 C39 . . . . -1.3(3) ?
F8 C39 C40 F7 . . . . 0.0(3) ?
C4 C39 C40 F7 . . . . 179.50(18) ?
F8 C39 C40 C1 . . . . -178.27(19) ?
C4 C39 C40 C1 . . . . 1.2(3) ?



####################################################################### 
# 
# 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_EG1011498082023
_database_code_depnum_ccdc_archive 'CCDC 2376093'
loop_
_audit_author_name
_audit_author_address
'Elisa Guzman'
;Tufts University
United States of America
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            mCPDT-F5
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H20 F10 O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         854.71

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.6355(7)
_cell_length_b                   12.2032(7)
_cell_length_c                   14.9256(10)
_cell_angle_alpha                101.821(3)
_cell_angle_beta                 104.702(3)
_cell_angle_gamma                113.286(3)
_cell_volume                     1768.36(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9997
_cell_measurement_theta_min      2.9413
_cell_measurement_theta_max      27.6756
_cell_measurement_temperature    273.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear light yellow-orange'
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864

_exptl_absorpt_coefficient_mu    0.251
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      273.(2)

_diffrn_source                   ?
_diffrn_source_type              ?
_diffrn_source_power             1.35
_diffrn_source_current           30.0
_diffrn_source_voltage           45

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker APEX-IV CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            105002
_diffrn_reflns_av_R_equivalents  0.1063
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             8821
_reflns_number_gt                5089
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1586
_refine_ls_R_factor_gt           0.0819
_refine_ls_wR_factor_gt          0.2042
_refine_ls_wR_factor_ref         0.2847
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_number_reflns         8821
_refine_ls_number_parameters     534
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1551P)²+2.4184P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.162
_refine_diff_density_min         -0.667
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S001 0.25973(11) -0.01029(9) 0.11725(8) 0.0308(3) Uani d . . . 1 . .
S S002 0.48854(11) 0.35230(10) 0.14405(8) 0.0320(3) Uani d . . . 1 . .
F F003 0.7212(2) 1.2120(2) 0.5865(2) 0.0392(6) Uani d . . . 1 . .
F F004 0.4373(3) -0.2772(3) 0.2991(2) 0.0419(6) Uani d . . . 1 . .
F F005 1.1350(3) 1.3371(3) 0.5417(2) 0.0407(6) Uani d . . . 1 . .
F F006 0.4962(3) -0.1355(3) 0.0354(2) 0.0460(7) Uani d . . . 1 . .
F F007 1.1918(3) 1.5832(2) 0.6096(2) 0.0461(7) Uani d . . . 1 . .
F F008 0.7777(3) 1.4567(3) 0.6532(2) 0.0443(7) Uani d . . . 1 . .
O O009 0.2487(3) -0.3921(3) 0.0962(2) 0.0313(7) Uani d . . . 1 . .
F F00A 1.0113(3) 1.6430(2) 0.6613(2) 0.0476(7) Uani d . . . 1 . .
F F00B 0.5580(3) -0.0340(3) 0.4214(2) 0.0505(7) Uani d . . . 1 . .
F F00C 0.6529(3) 0.1588(2) 0.3514(2) 0.0494(7) Uani d . . . 1 . .
F F00D 0.6202(3) 0.1070(3) 0.1585(2) 0.0523(8) Uani d . . . 1 . .
O O00E 0.8860(3) 1.0982(3) 0.4235(2) 0.0333(7) Uani d . . . 1 . .
O O00F 0.8190(3) 0.8964(3) 0.4201(2) 0.0381(7) Uani d . . . 1 . .
O O00G 0.2197(3) -0.5913(3) 0.0666(3) 0.0428(8) Uani d . . . 1 . .
C C00H 0.0507(4) -0.5468(4) 0.1014(3) 0.0267(8) Uani d . . . 1 . .
C C00I 0.0828(4) -0.3231(4) 0.1578(3) 0.0273(8) Uani d . . . 1 . .
C C00J 0.1800(4) -0.5146(4) 0.0858(3) 0.0283(9) Uani d . . . 1 . .
C C00K 0.4468(4) 0.3483(4) 0.3051(3) 0.0290(9) Uani d . . . 1 . .
C C00L 0.3336(4) 0.1396(4) 0.2016(3) 0.0286(9) Uani d . . . 1 . .
C C00M 0.0097(4) -0.4568(4) 0.1367(3) 0.0268(8) Uani d . . . 1 . .
C C00N -0.0299(4) -0.6748(4) 0.0835(3) 0.0314(9) Uani d . . . 1 . .
H H00N -0.002986 -0.733379 0.059611 0.038000 Uiso calc U . R 1 . .
C C00O 0.4164(4) 0.2706(4) 0.2117(3) 0.0291(9) Uani d . . . 1 . .
C C00P 0.7970(4) 0.8229(4) 0.2130(3) 0.0299(9) Uani d . . . 1 . .
C C00Q 0.1352(4) -0.2102(4) 0.1766(3) 0.0293(9) Uani d . . . 1 . .
C C00R 0.8377(4) 1.3020(4) 0.5903(3) 0.0323(9) Uani d . . . 1 . .
C C00S 0.5112(4) -0.1138(4) 0.1304(3) 0.0307(9) Uani d . . . 1 . .
C C00T 0.3147(4) 0.1387(4) 0.2892(3) 0.0279(9) Uani d . . . 1 . .
C C00U 0.4809(4) -0.1832(4) 0.2629(3) 0.0306(9) Uani d . . . 1 . .
C C00V 0.5323(4) 0.4766(4) 0.3226(3) 0.0322(9) Uani d . . . 1 . .
H H00V 0.562954 0.541828 0.381537 0.039000 Uiso calc U . R 1 . .
C C00W 0.8570(4) 0.9495(4) 0.2793(3) 0.0301(9) Uani d . . . 1 . .
C C00X 0.9264(4) 1.2675(4) 0.5611(3) 0.0325(9) Uani d . . . 1 . .
C C00Y -0.1124(4) -0.5020(4) 0.1533(3) 0.0313(9) Uani d . . . 1 . .
H H00Y -0.141467 -0.444987 0.176359 0.038000 Uiso calc U . R 1 . .
C C00Z 1.0458(4) 1.3652(4) 0.5692(3) 0.0312(9) Uani d . . . 1 . .
C C010 0.2043(4) -0.0770(4) 0.2007(3) 0.0303(9) Uani d . . . 1 . .
C C011 0.9833(5) 1.5206(4) 0.6297(3) 0.0355(10) Uani d . . . 1 . .
C C012 0.5757(4) 0.0116(4) 0.1927(4) 0.0346(10) Uani d . . . 1 . .
C C013 0.3843(4) -0.3504(4) 0.0975(3) 0.0314(9) Uani d . . . 1 . .
H H01A 0.384826 -0.358109 0.031672 0.038000 Uiso calc U . R 1 . .
H H01B 0.422592 -0.400266 0.123276 0.038000 Uiso calc U . R 1 . .
C C014 0.4624(4) -0.2132(4) 0.1641(3) 0.0288(9) Uani d . . . 1 . .
C C015 0.8496(4) 0.9739(4) 0.3797(3) 0.0297(9) Uani d . . . 1 . .
C C016 0.6504(4) 0.6112(4) 0.2364(3) 0.0324(9) Uani d . . . 1 . .
C C017 0.2407(4) 0.0151(4) 0.2889(3) 0.0335(9) Uani d . . . 1 . .
H H017 0.218930 -0.002469 0.341920 0.040000 Uiso calc U . R 1 . .
C C018 0.8651(5) 1.4261(4) 0.6242(3) 0.0348(10) Uani d . . . 1 . .
C C019 -0.1486(4) -0.7171(4) 0.1003(3) 0.0339(9) Uani d . . . 1 . .
H H019 -0.200822 -0.803150 0.087906 0.041000 Uiso calc U . R 1 . .
C C01A 0.5656(4) 0.4949(4) 0.2431(3) 0.0310(9) Uani d . . . 1 . .
C C01B 0.9235(4) 1.0504(4) 0.2511(3) 0.0344(10) Uani d . . . 1 . .
H H01C 0.960609 1.133185 0.293883 0.041000 Uiso calc U . R 1 . .
C C01C 0.3812(4) 0.2717(4) 0.3634(3) 0.0330(9) Uani d . . . 1 . .
C C01D 0.7215(4) 0.7120(4) 0.2331(3) 0.0325(9) Uani d . . . 1 . .
C C01E 1.0755(5) 1.4907(4) 0.6029(3) 0.0356(10) Uani d . . . 1 . .
C C01F 0.5902(4) 0.0373(4) 0.2900(4) 0.0355(10) Uani d . . . 1 . .
C C01G -0.1896(4) -0.6305(4) 0.1358(3) 0.0334(9) Uani d . . . 1 . .
H H01G -0.269052 -0.658477 0.147865 0.040000 Uiso calc U . R 1 . .
C C01H 0.2756(5) 0.3053(4) 0.3869(4) 0.0370(10) Uani d . . . 1 . .
H H01D 0.233053 0.252464 0.420639 0.056000 Uiso calc U . R 1 . .
H H01E 0.208801 0.291604 0.326609 0.056000 Uiso calc U . R 1 . .
H H01F 0.318796 0.392866 0.428077 0.056000 Uiso calc U . R 1 . .
C C01I 0.5436(4) -0.0598(4) 0.3262(3) 0.0359(10) Uani d . . . 1 . .
C C01J 0.8782(5) 0.9067(4) 0.0955(4) 0.0388(10) Uani d . . . 1 . .
H H01J 0.886097 0.892645 0.034220 0.047000 Uiso calc U . R 1 . .
C C01K 0.8961(5) 1.1314(4) 0.5256(3) 0.0325(9) Uani d . . . 1 . .
H H01H 0.967305 1.119946 0.565829 0.039000 Uiso calc U . R 1 . .
H H01I 0.811893 1.077122 0.530065 0.039000 Uiso calc U . R 1 . .
C C01L 0.4870(5) 0.2880(4) 0.4582(3) 0.0387(10) Uani d . . . 1 . .
H H01K 0.442969 0.235382 0.491515 0.058000 Uiso calc U . R 1 . .
H H01L 0.534044 0.375305 0.500663 0.058000 Uiso calc U . R 1 . .
H H01M 0.550055 0.263633 0.441766 0.058000 Uiso calc U . R 1 . .
C C01M 0.8099(5) 0.8050(4) 0.1211(3) 0.0363(10) Uani d . . . 1 . .
H H01N 0.771698 0.723009 0.076751 0.044000 Uiso calc U . R 1 . .
C C01N 0.9352(5) 1.0294(4) 0.1595(4) 0.0399(11) Uani d . . . 1 . .
H H01O 0.981264 1.097657 0.141480 0.048000 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S001 C00L . 1.713(4) ?
S001 C010 . 1.743(4) ?
S002 C00O . 1.703(4) ?
S002 C01A . 1.749(4) ?
F003 C00R . 1.343(5) ?
F004 C00U . 1.342(5) ?
F005 C00Z . 1.342(5) ?
F006 C00S . 1.340(5) ?
F007 C01E . 1.339(5) ?
F008 C018 . 1.348(5) ?
O009 C00J . 1.339(5) ?
O009 C013 . 1.447(5) ?
F00A C011 . 1.344(5) ?
F00B C01I . 1.342(5) ?
F00C C01F . 1.349(5) ?
F00D C012 . 1.335(5) ?
O00E C015 . 1.361(5) ?
O00E C01K . 1.456(5) ?
O00F C015 . 1.207(5) ?
O00G C00J . 1.213(5) ?
C00H C00N . 1.391(6) ?
C00H C00M . 1.421(6) ?
C00H C00J . 1.490(6) ?
C00I C00Q . 1.199(6) ?
C00I C00M . 1.428(5) ?
C00K C00O . 1.382(6) ?
C00K C00V . 1.407(6) ?
C00K C01C . 1.523(6) ?
C00L C00T . 1.381(6) ?
C00L C00O . 1.455(6) ?
C00M C00Y . 1.413(6) ?
C00N C019 . 1.380(6) ?
C00P C01M . 1.399(6) ?
C00P C00W . 1.422(6) ?
C00P C01D . 1.433(6) ?
C00Q C010 . 1.415(6) ?
C00R C018 . 1.369(6) ?
C00R C00X . 1.389(6) ?
C00S C014 . 1.377(6) ?
C00S C012 . 1.387(6) ?
C00T C017 . 1.409(6) ?
C00T C01C . 1.515(6) ?
C00U C01I . 1.375(6) ?
C00U C014 . 1.382(6) ?
C00V C01A . 1.371(6) ?
C00W C01B . 1.385(6) ?
C00W C015 . 1.499(6) ?
C00X C00Z . 1.383(6) ?
C00X C01K . 1.498(6) ?
C00Y C01G . 1.390(6) ?
C00Z C01E . 1.378(6) ?
C010 C017 . 1.382(6) ?
C011 C018 . 1.371(7) ?
C011 C01E . 1.382(7) ?
C012 C01F . 1.373(7) ?
C013 C014 . 1.508(6) ?
C016 C01D . 1.200(6) ?
C016 C01A . 1.414(6) ?
C019 C01G . 1.386(6) ?
C01B C01N . 1.390(7) ?
C01C C01H . 1.537(6) ?
C01C C01L . 1.537(6) ?
C01F C01I . 1.376(6) ?
C01J C01M . 1.374(6) ?
C01J C01N . 1.379(7) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C00L S001 C010 . . 91.0(2) ?
C00O S002 C01A . . 90.7(2) ?
C00J O009 C013 . . 115.8(3) ?
C015 O00E C01K . . 114.2(3) ?
C00N C00H C00M . . 119.6(4) ?
C00N C00H C00J . . 115.6(4) ?
C00M C00H C00J . . 124.8(3) ?
C00Q C00I C00M . . 174.6(4) ?
O00G C00J O009 . . 123.4(4) ?
O00G C00J C00H . . 123.3(4) ?
O009 C00J C00H . . 113.3(3) ?
C00O C00K C00V . . 112.2(4) ?
C00O C00K C01C . . 111.3(4) ?
C00V C00K C01C . . 136.5(4) ?
C00T C00L C00O . . 108.2(4) ?
C00T C00L S001 . . 112.3(3) ?
C00O C00L S001 . . 139.4(3) ?
C00Y C00M C00H . . 117.8(4) ?
C00Y C00M C00I . . 117.0(4) ?
C00H C00M C00I . . 125.1(4) ?
C019 C00N C00H . . 121.7(4) ?
C00K C00O C00L . . 108.6(4) ?
C00K C00O S002 . . 112.9(3) ?
C00L C00O S002 . . 138.5(3) ?
C01M C00P C00W . . 118.1(4) ?
C01M C00P C01D . . 117.6(4) ?
C00W C00P C01D . . 124.3(4) ?
C00I C00Q C010 . . 176.7(4) ?
F003 C00R C018 . . 118.0(4) ?
F003 C00R C00X . . 119.8(4) ?
C018 C00R C00X . . 122.2(4) ?
F006 C00S C014 . . 120.7(4) ?
F006 C00S C012 . . 117.7(4) ?
C014 C00S C012 . . 121.6(4) ?
C00L C00T C017 . . 112.8(4) ?
C00L C00T C01C . . 111.8(3) ?
C017 C00T C01C . . 135.3(4) ?
F004 C00U C01I . . 118.3(4) ?
F004 C00U C014 . . 119.3(4) ?
C01I C00U C014 . . 122.4(4) ?
C01A C00V C00K . . 112.6(4) ?
C01B C00W C00P . . 119.8(4) ?
C01B C00W C015 . . 119.9(4) ?
C00P C00W C015 . . 120.3(4) ?
C00Z C00X C00R . . 116.7(4) ?
C00Z C00X C01K . . 121.7(4) ?
C00R C00X C01K . . 121.6(4) ?
C01G C00Y C00M . . 121.0(4) ?
F005 C00Z C01E . . 118.7(4) ?
F005 C00Z C00X . . 119.2(4) ?
C01E C00Z C00X . . 122.2(4) ?
C017 C010 C00Q . . 127.2(4) ?
C017 C010 S001 . . 111.7(3) ?
C00Q C010 S001 . . 121.1(3) ?
F00A C011 C018 . . 120.7(4) ?
F00A C011 C01E . . 119.2(4) ?
C018 C011 C01E . . 120.1(4) ?
F00D C012 C01F . . 119.9(4) ?
F00D C012 C00S . . 120.9(4) ?
C01F C012 C00S . . 119.2(4) ?
O009 C013 C014 . . 105.0(3) ?
C00S C014 C00U . . 117.4(4) ?
C00S C014 C013 . . 123.1(4) ?
C00U C014 C013 . . 119.5(4) ?
O00F C015 O00E . . 122.6(4) ?
O00F C015 C00W . . 126.0(4) ?
O00E C015 C00W . . 111.4(3) ?
C01D C016 C01A . . 177.8(5) ?
C010 C017 C00T . . 112.1(4) ?
F008 C018 C00R . . 120.8(4) ?
F008 C018 C011 . . 119.5(4) ?
C00R C018 C011 . . 119.7(4) ?
C00N C019 C01G . . 119.6(4) ?
C00V C01A C016 . . 127.1(4) ?
C00V C01A S002 . . 111.6(3) ?
C016 C01A S002 . . 121.3(3) ?
C00W C01B C01N . . 120.7(4) ?
C00T C01C C00K . . 100.0(3) ?
C00T C01C C01H . . 110.9(4) ?
C00K C01C C01H . . 111.6(4) ?
C00T C01C C01L . . 111.5(4) ?
C00K C01C C01L . . 111.5(4) ?
C01H C01C C01L . . 110.8(4) ?
C016 C01D C00P . . 171.1(5) ?
F007 C01E C00Z . . 120.7(4) ?
F007 C01E C011 . . 120.1(4) ?
C00Z C01E C011 . . 119.2(4) ?
F00C C01F C012 . . 119.8(4) ?
F00C C01F C01I . . 119.5(4) ?
C012 C01F C01I . . 120.7(4) ?
C019 C01G C00Y . . 120.3(4) ?
F00B C01I C00U . . 120.9(4) ?
F00B C01I C01F . . 120.3(4) ?
C00U C01I C01F . . 118.8(4) ?
C01M C01J C01N . . 120.8(4) ?
O00E C01K C00X . . 108.0(3) ?
C01J C01M C00P . . 121.0(4) ?
C01J C01N C01B . . 119.6(4) ?



