# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_CPDC-1
_database_code_depnum_ccdc_archive 'CCDC 2038905'
loop_
_audit_author_name
_audit_author_address
'Ichiro Hisaki'
;Osaka University
Japan
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-06 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C73 H46 O19 S6'
_chemical_formula_moiety         'C57 H30 O15 S6, 2(C8 H8 O2)'
_chemical_formula_weight         1419.51
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
#------------------------------------------------------------------------------
_cell_length_a                   20.5397(8)
_cell_length_b                   42.5569(12)
_cell_length_c                   8.5642(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.348(4)
_cell_angle_gamma                90.0000
_cell_volume                     7485.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3605
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      71.05
_cell_measurement_temperature    100
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.091
_exptl_crystal_size_mid          0.019
_exptl_crystal_size_min          0.019
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2928.00
_exptl_absorpt_coefficient_mu    2.255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_T_max  1.000

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku MicroMax-007HF'
_diffrn_reflns_number            18146
_diffrn_reflns_av_unetI/netI     0.0821
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_theta_max         67.069
_diffrn_reflns_theta_min         2.076
_diffrn_reflns_theta_full        67.069
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -50
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6538
_reflns_number_gt                4338
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0992
_refine_ls_R_factor_gt           0.0671
_refine_ls_wR_factor_ref         0.2048
_refine_ls_wR_factor_gt          0.1813
_refine_ls_number_restraints     163
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6538
_refine_ls_number_parameters     536
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1322P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.65
_refine_diff_density_min         -0.45
_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 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.60413(4) 0.58946(2) 0.56857(11) 0.0376(3) Uani 1 1 d . . . . .
S2 S 0.65575(5) 0.52875(2) 0.47805(11) 0.0384(3) Uani 1 1 d . . . . .
S3 S 0.55397(4) 0.42765(2) 0.64146(11) 0.0360(3) Uani 1 1 d . . . . .
O1 O 0.500000 0.58052(7) 0.750000 0.0371(8) Uani 1 2 d S T P . .
O2 O 0.58992(12) 0.48448(5) 0.5829(3) 0.0391(6) Uani 1 1 d . . . . .
O3 O 0.77875(18) 0.73143(7) 0.3379(4) 0.0702(10) Uani 1 1 d . . . . .
H3O H 0.794812 0.746715 0.294398 0.084 Uiso 1 1 calc R U . . .
O4 O 0.7991(3) 0.70915(8) 0.1068(5) 0.1041(16) Uani 1 1 d . . . . .
O5 O 0.97580(19) 0.53660(11) 0.0838(6) 0.121(2) Uani 1 1 d . . . . .
H5O H 1.004713 0.527728 0.035047 0.145 Uiso 1 1 calc R U . . .
O6 O 0.9222(2) 0.49353(11) 0.0220(7) 0.122(2) Uani 1 1 d . . . . .
O7 O 0.66759(17) 0.28290(7) 0.2896(4) 0.0665(10) Uani 1 1 d . . . . .
O8 O 0.6565(2) 0.25952(8) 0.5210(5) 0.1022(16) Uani 1 1 d . . . . .
H8O H 0.675952 0.245327 0.476295 0.123 Uiso 1 1 calc R U . . .
C1 C 0.500000 0.55090(11) 0.750000 0.0348(12) Uani 1 2 d S T P . .
C2 C 0.54840(17) 0.53345(7) 0.6630(4) 0.0339(8) Uani 1 1 d . . . . .
C3 C 0.54822(17) 0.49924(8) 0.6602(4) 0.0345(8) Uani 1 1 d . . . . .
C4 C 0.500000 0.48242(10) 0.750000 0.0324(11) Uani 1 2 d S T P . .
C5 C 0.59635(17) 0.54903(7) 0.5799(4) 0.0346(8) Uani 1 1 d . . . . .
C6 C 0.67473(18) 0.58996(8) 0.4539(4) 0.0383(9) Uani 1 1 d . . . . .
C7 C 0.69857(19) 0.56148(8) 0.4124(5) 0.0394(9) Uani 1 1 d . . . . .
C8 C 0.70040(19) 0.62087(8) 0.4030(5) 0.0388(9) Uani 1 1 d . . . . .
C9 C 0.7029(2) 0.64657(8) 0.5042(5) 0.0480(11) Uani 1 1 d . . . . .
H9 H 0.687810 0.644623 0.605833 0.058 Uiso 1 1 calc R U . . .
C10 C 0.7281(2) 0.67512(9) 0.4528(5) 0.0515(11) Uani 1 1 d . . . . .
H10 H 0.729253 0.692256 0.520149 0.062 Uiso 1 1 calc R U . . .
C11 C 0.7511(2) 0.67811(9) 0.3046(5) 0.0511(11) Uani 1 1 d . . . . .
C12 C 0.7480(2) 0.65283(9) 0.2008(5) 0.0521(11) Uani 1 1 d . . . . .
H12 H 0.763145 0.654998 0.099313 0.063 Uiso 1 1 calc R U . . .
C13 C 0.7221(2) 0.62448(8) 0.2504(5) 0.0450(10) Uani 1 1 d . . . . .
H13 H 0.719137 0.607715 0.181003 0.054 Uiso 1 1 calc R U . . .
C14 C 0.7782(3) 0.70801(10) 0.2438(6) 0.0648(14) Uani 1 1 d . . . . .
C15 C 0.75756(19) 0.55327(8) 0.3222(5) 0.0412(9) Uani 1 1 d . . . . .
C16 C 0.8168(2) 0.56757(9) 0.3458(5) 0.0483(10) Uani 1 1 d . . . . .
H16 H 0.820427 0.583979 0.416992 0.058 Uiso 1 1 calc R U . . .
C17 C 0.8709(2) 0.55777(10) 0.2645(6) 0.0554(12) Uani 1 1 d . . . . .
H17 H 0.910277 0.568235 0.277544 0.067 Uiso 1 1 calc R U . . .
C18 C 0.8667(2) 0.53232(10) 0.1632(6) 0.0571(12) Uani 1 1 d . . . . .
C19 C 0.8075(2) 0.51810(11) 0.1388(6) 0.0609(13) Uani 1 1 d . . . . .
H19 H 0.803926 0.501414 0.069206 0.073 Uiso 1 1 calc R U . . .
C20 C 0.7537(2) 0.52850(9) 0.2170(5) 0.0506(11) Uani 1 1 d . . . . .
H20 H 0.713808 0.518780 0.199318 0.061 Uiso 1 1 calc R U . . .
C21 C 0.9252(2) 0.51951(12) 0.0841(7) 0.0734(16) Uani 1 1 d . . . . .
C22 C 0.500000 0.44971(10) 0.750000 0.0346(12) Uani 1 2 d S T P . .
C23 C 0.52461(18) 0.39076(7) 0.6983(4) 0.0348(8) Uani 1 1 d . . . . .
C24 C 0.55756(18) 0.36335(7) 0.6291(5) 0.0371(9) Uani 1 1 d . . . . .
C25 C 0.5706(2) 0.36261(8) 0.4697(5) 0.0455(10) Uani 1 1 d . . . . .
H25 H 0.558774 0.379506 0.406764 0.055 Uiso 1 1 calc R U . . .
C26 C 0.6015(2) 0.33646(9) 0.4040(5) 0.0508(11) Uani 1 1 d . . . . .
H26 H 0.610975 0.336121 0.297958 0.061 Uiso 1 1 calc R U . . .
C27 C 0.6178(2) 0.31110(8) 0.4977(5) 0.0493(11) Uani 1 1 d . . . . .
C28 C 0.6043(2) 0.31157(8) 0.6554(5) 0.0476(10) Uani 1 1 d . . . . .
H28 H 0.614797 0.294290 0.717077 0.057 Uiso 1 1 calc R U . . .
C29 C 0.57514(19) 0.33764(8) 0.7223(5) 0.0418(9) Uani 1 1 d . . . . .
H29 H 0.567261 0.338051 0.829112 0.050 Uiso 1 1 calc R U . . .
C30 C 0.6501(2) 0.28306(9) 0.4280(6) 0.0598(13) Uani 1 1 d . . . . .
C31 C 0.8076(7) 0.3872(3) 0.2857(16) 0.086(4) Uani 0.5 1 d D U P A 1
C32 C 0.7435(7) 0.3878(3) 0.3489(16) 0.079(7) Uani 0.5 1 d D U P A 1
H32 H 0.721208 0.369569 0.374594 0.095 Uiso 0.5 1 calc R U P A 1
C33 C 0.7163(7) 0.4178(3) 0.3699(14) 0.089(4) Uani 0.5 1 d D U P A 1
H33 H 0.674039 0.420067 0.406872 0.106 Uiso 0.5 1 calc R U P A 1
C34 C 0.7542(9) 0.4443(4) 0.334(2) 0.083(6) Uani 0.5 1 d D U P A 1
H34 H 0.738058 0.464088 0.358122 0.100 Uiso 0.5 1 calc R U P A 1
C35 C 0.8161(7) 0.4422(4) 0.2615(16) 0.107(5) Uani 0.5 1 d D U P A 1
H35 H 0.836574 0.460228 0.224866 0.129 Uiso 0.5 1 calc R U P A 1
C36 C 0.8458(11) 0.4133(4) 0.246(3) 0.124(8) Uani 0.5 1 d D U P A 1
H36 H 0.888408 0.411232 0.211112 0.149 Uiso 0.5 1 calc R U P A 1
C37 C 0.8403(11) 0.3561(4) 0.249(4) 0.145(8) Uani 0.5 1 d D U P A 1
C38 C 0.8462(11) 0.3021(4) 0.242(2) 0.171(9) Uani 0.5 1 d D U P A 1
H38A H 0.875895 0.296224 0.324076 0.205 Uiso 0.5 1 calc R U P A 1
H38B H 0.870327 0.307141 0.149680 0.205 Uiso 0.5 1 calc R U P A 1
H38C H 0.817364 0.284839 0.220258 0.205 Uiso 0.5 1 calc R U P A 1
O9 O 0.8051(6) 0.3317(2) 0.2948(11) 0.118(3) Uani 0.5 1 d D U P A 1
O10 O 0.8870(9) 0.3507(6) 0.171(3) 0.235(11) Uani 0.5 1 d D U P A 1
C39 C 0.8384(9) 0.4023(6) 0.278(3) 0.140(9) Uani 0.5 1 d D U P B 2
C40 C 0.8832(9) 0.4280(5) 0.261(2) 0.142(7) Uani 0.5 1 d D U P B 2
H40 H 0.870842 0.448618 0.281576 0.170 Uiso 0.5 1 calc R U P B 2
C41 C 0.9464(11) 0.4205(7) 0.212(3) 0.221(11) Uani 0.5 1 d D U P B 2
H41 H 0.977568 0.436136 0.198616 0.265 Uiso 0.5 1 calc R U P B 2
C42 C 0.9616(14) 0.3881(8) 0.183(4) 0.293(15) Uani 0.5 1 d D U P B 2
H42 H 1.003924 0.383894 0.151225 0.352 Uiso 0.5 1 calc R U P B 2
C43 C 0.9182(13) 0.3607(8) 0.198(5) 0.299(17) Uani 0.5 1 d D U P B 2
H43 H 0.930231 0.340189 0.175427 0.358 Uiso 0.5 1 calc R U P B 2
C44 C 0.8547(12) 0.3698(6) 0.253(4) 0.211(12) Uani 0.5 1 d D U P B 2
H44 H 0.823680 0.354404 0.272908 0.254 Uiso 0.5 1 calc R U P B 2
C45 C 0.7721(7) 0.4074(3) 0.3298(17) 0.097(5) Uani 0.5 1 d D U P B 2
C46 C 0.6930(8) 0.4425(4) 0.4017(17) 0.111(5) Uani 0.5 1 d D U P B 2
H46A H 0.659712 0.429760 0.354580 0.134 Uiso 0.5 1 calc R U P B 2
H46B H 0.681381 0.464294 0.391735 0.134 Uiso 0.5 1 calc R U P B 2
H46C H 0.697172 0.437230 0.510231 0.134 Uiso 0.5 1 calc R U P B 2
O11 O 0.7402(9) 0.3862(3) 0.3598(19) 0.139(8) Uani 0.5 1 d D U P B 2
O12 O 0.7561(10) 0.4368(4) 0.322(3) 0.139(7) Uani 0.5 1 d D U P B 2


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/1 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C5 1.731(3) . ?
S1 C6 1.756(4) . ?
S2 C5 1.734(3) . ?
S2 C7 1.742(3) . ?
S3 C22 1.728(3) . ?
S3 C23 1.752(3) . ?
O1 C1 1.261(5) . ?
O2 C3 1.254(4) . ?
O3 C14 1.281(5) . ?
O3 H3O 0.8200 . ?
O4 C14 1.252(6) . ?
O5 C21 1.269(6) . ?
O5 H5O 0.8200 . ?
O6 C21 1.228(6) . ?
O7 C30 1.240(5) . ?
O8 C30 1.286(6) . ?
O8 H8O 0.8200 . ?
C1 C2 1.451(4) . ?
C1 C2 1.451(4) 2_656 ?
C2 C5 1.387(5) . ?
C2 C3 1.456(4) . ?
C3 C4 1.447(4) . ?
C4 C22 1.392(6) . ?
C6 C7 1.355(5) . ?
C6 C8 1.483(5) . ?
C7 C15 1.483(5) . ?
C8 C13 1.392(5) . ?
C8 C9 1.396(5) . ?
C9 C10 1.393(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.363(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.397(6) . ?
C11 C14 1.485(5) . ?
C12 C13 1.386(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.374(6) . ?
C15 C20 1.389(5) . ?
C16 C17 1.379(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.390(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.374(7) . ?
C18 C21 1.485(6) . ?
C19 C20 1.368(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C23 C23 1.348(7) 2_656 ?
C23 C24 1.475(5) . ?
C24 C25 1.394(5) . ?
C24 C29 1.400(5) . ?
C25 C26 1.401(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.385(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.380(6) . ?
C27 C30 1.492(5) . ?
C28 C29 1.387(5) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C31 C36 1.403(16) . ?
C31 C32 1.426(16) . ?
C31 C37 1.516(16) . ?
C32 C33 1.404(14) . ?
C32 H32 0.9300 . ?
C33 C34 1.407(16) . ?
C33 H33 0.9300 . ?
C34 C35 1.420(16) . ?
C34 H34 0.9300 . ?
C35 C36 1.380(16) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 O10 1.195(16) . ?
C37 O9 1.325(16) . ?
C38 O9 1.587(15) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C44 1.437(17) . ?
C39 C40 1.438(17) . ?
C39 C45 1.451(16) . ?
C40 C41 1.404(17) . ?
C40 H40 0.9300 . ?
C41 C42 1.437(18) . ?
C41 H41 0.9300 . ?
C42 C43 1.473(19) . ?
C42 C42 1.94(6) 2_755 ?
C42 H42 0.9300 . ?
C43 C44 1.443(18) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C45 O11 1.144(14) . ?
C45 O12 1.297(15) . ?
C46 O12 1.489(15) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 C6 96.92(16) . . ?
C5 S2 C7 97.03(16) . . ?
C22 S3 C23 96.56(17) . . ?
C14 O3 H3O 109.5 . . ?
C21 O5 H5O 109.5 . . ?
C30 O8 H8O 109.5 . . ?
O1 C1 C2 120.8(2) . . ?
O1 C1 C2 120.8(2) . 2_656 ?
C2 C1 C2 118.4(4) . 2_656 ?
C5 C2 C1 120.7(3) . . ?
C5 C2 C3 118.1(3) . . ?
C1 C2 C3 121.2(3) . . ?
O2 C3 C4 120.3(3) . . ?
O2 C3 C2 120.5(3) . . ?
C4 C3 C2 119.2(3) . . ?
C22 C4 C3 119.6(2) . 2_656 ?
C22 C4 C3 119.6(2) . . ?
C3 C4 C3 120.7(4) 2_656 . ?
C2 C5 S1 124.8(2) . . ?
C2 C5 S2 121.6(3) . . ?
S1 C5 S2 113.64(19) . . ?
C7 C6 C8 125.9(3) . . ?
C7 C6 S1 115.9(3) . . ?
C8 C6 S1 118.1(3) . . ?
C6 C7 C15 130.2(3) . . ?
C6 C7 S2 116.5(3) . . ?
C15 C7 S2 113.3(3) . . ?
C13 C8 C9 119.0(3) . . ?
C13 C8 C6 119.3(3) . . ?
C9 C8 C6 121.6(3) . . ?
C10 C9 C8 120.0(4) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 120.5(4) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.4(4) . . ?
C10 C11 C14 122.7(4) . . ?
C12 C11 C14 116.9(4) . . ?
C13 C12 C11 119.5(4) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C8 120.6(4) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
O4 C14 O3 123.9(4) . . ?
O4 C14 C11 119.5(4) . . ?
O3 C14 C11 116.6(4) . . ?
C16 C15 C20 118.6(4) . . ?
C16 C15 C7 123.0(4) . . ?
C20 C15 C7 118.3(4) . . ?
C15 C16 C17 120.5(4) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C18 120.3(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 119.2(4) . . ?
C19 C18 C21 119.1(4) . . ?
C17 C18 C21 121.6(4) . . ?
C20 C19 C18 120.0(4) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C15 121.3(4) . . ?
C19 C20 H20 119.3 . . ?
C15 C20 H20 119.3 . . ?
O6 C21 O5 123.6(4) . . ?
O6 C21 C18 119.3(4) . . ?
O5 C21 C18 117.1(4) . . ?
C4 C22 S3 122.91(13) . . ?
C4 C22 S3 122.91(13) . 2_656 ?
S3 C22 S3 114.2(3) . 2_656 ?
C23 C23 C24 127.72(18) 2_656 . ?
C23 C23 S3 116.33(11) 2_656 . ?
C24 C23 S3 115.9(2) . . ?
C25 C24 C29 119.4(3) . . ?
C25 C24 C23 120.2(3) . . ?
C29 C24 C23 120.4(3) . . ?
C24 C25 C26 120.1(4) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 119.7(4) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C28 C27 C26 120.4(3) . . ?
C28 C27 C30 119.7(4) . . ?
C26 C27 C30 119.8(4) . . ?
C27 C28 C29 120.4(4) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C28 C29 C24 120.0(4) . . ?
C28 C29 H29 120.0 . . ?
C24 C29 H29 120.0 . . ?
O7 C30 O8 123.9(4) . . ?
O7 C30 C27 121.3(4) . . ?
O8 C30 C27 114.8(4) . . ?
C36 C31 C32 126.6(13) . . ?
C36 C31 C37 113.0(14) . . ?
C32 C31 C37 120.4(12) . . ?
C33 C32 C31 115.8(14) . . ?
C33 C32 H32 122.1 . . ?
C31 C32 H32 122.1 . . ?
C32 C33 C34 118.5(14) . . ?
C32 C33 H33 120.8 . . ?
C34 C33 H33 120.8 . . ?
C33 C34 C35 123.0(15) . . ?
C33 C34 H34 118.5 . . ?
C35 C34 H34 118.5 . . ?
C36 C35 C34 119.7(14) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C31 115.7(16) . . ?
C35 C36 H36 122.2 . . ?
C31 C36 H36 122.2 . . ?
O10 C37 O9 117.0(18) . . ?
O10 C37 C31 130(2) . . ?
O9 C37 C31 112.4(14) . . ?
O9 C38 H38A 109.5 . . ?
O9 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O9 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 O9 C38 104.4(14) . . ?
C44 C39 C40 124.6(16) . . ?
C44 C39 C45 114.1(17) . . ?
C40 C39 C45 121.3(17) . . ?
C41 C40 C39 116.8(17) . . ?
C41 C40 H40 121.6 . . ?
C39 C40 H40 121.6 . . ?
C40 C41 C42 118(2) . . ?
C40 C41 H41 120.9 . . ?
C42 C41 H41 120.9 . . ?
C41 C42 C43 128(2) . . ?
C41 C42 C42 94.3(18) . 2_755 ?
C43 C42 C42 116(3) . 2_755 ?
C41 C42 H42 116.1 . . ?
C43 C42 H42 116.1 . . ?
C42 C42 H42 54.4 2_755 . ?
C44 C43 C42 111(2) . . ?
C44 C43 H43 124.3 . . ?
C42 C43 H43 124.3 . . ?
C39 C44 C43 121(2) . . ?
C39 C44 H44 119.4 . . ?
C43 C44 H44 119.4 . . ?
O11 C45 O12 128.9(17) . . ?
O11 C45 C39 119.4(17) . . ?
O12 C45 C39 111.5(15) . . ?
O12 C46 H46A 109.5 . . ?
O12 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
O12 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 O12 C46 110.8(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C5 1.1(4) . . . . ?
C2 C1 C2 C5 -178.9(4) 2_656 . . . ?
O1 C1 C2 C3 -179.0(3) . . . . ?
C2 C1 C2 C3 1.0(3) 2_656 . . . ?
C5 C2 C3 O2 -0.9(6) . . . . ?
C1 C2 C3 O2 179.2(3) . . . . ?
C5 C2 C3 C4 178.0(3) . . . . ?
C1 C2 C3 C4 -1.9(5) . . . . ?
O2 C3 C4 C22 -0.1(4) . . . . ?
C2 C3 C4 C22 -179.1(3) . . . . ?
O2 C3 C4 C3 179.9(4) . . . 2_656 ?
C2 C3 C4 C3 1.0(3) . . . 2_656 ?
C1 C2 C5 S1 -0.5(5) . . . . ?
C3 C2 C5 S1 179.6(3) . . . . ?
C1 C2 C5 S2 178.7(2) . . . . ?
C3 C2 C5 S2 -1.2(5) . . . . ?
C6 S1 C5 C2 178.0(4) . . . . ?
C6 S1 C5 S2 -1.2(3) . . . . ?
C7 S2 C5 C2 -177.9(3) . . . . ?
C7 S2 C5 S1 1.3(3) . . . . ?
C5 S1 C6 C7 0.6(4) . . . . ?
C5 S1 C6 C8 176.8(3) . . . . ?
C8 C6 C7 C15 6.4(8) . . . . ?
S1 C6 C7 C15 -177.7(4) . . . . ?
C8 C6 C7 S2 -175.7(3) . . . . ?
S1 C6 C7 S2 0.2(5) . . . . ?
C5 S2 C7 C6 -0.9(4) . . . . ?
C5 S2 C7 C15 177.3(3) . . . . ?
C7 C6 C8 C13 38.5(6) . . . . ?
S1 C6 C8 C13 -137.3(3) . . . . ?
C7 C6 C8 C9 -142.0(5) . . . . ?
S1 C6 C8 C9 42.2(5) . . . . ?
C13 C8 C9 C10 -1.3(7) . . . . ?
C6 C8 C9 C10 179.2(4) . . . . ?
C8 C9 C10 C11 -0.7(7) . . . . ?
C9 C10 C11 C12 1.8(7) . . . . ?
C9 C10 C11 C14 179.8(5) . . . . ?
C10 C11 C12 C13 -0.8(7) . . . . ?
C14 C11 C12 C13 -179.0(4) . . . . ?
C11 C12 C13 C8 -1.3(7) . . . . ?
C9 C8 C13 C12 2.3(7) . . . . ?
C6 C8 C13 C12 -178.2(4) . . . . ?
C10 C11 C14 O4 179.4(6) . . . . ?
C12 C11 C14 O4 -2.5(8) . . . . ?
C10 C11 C14 O3 -0.6(8) . . . . ?
C12 C11 C14 O3 177.5(5) . . . . ?
C6 C7 C15 C16 43.5(7) . . . . ?
S2 C7 C15 C16 -134.5(4) . . . . ?
C6 C7 C15 C20 -141.2(5) . . . . ?
S2 C7 C15 C20 40.9(5) . . . . ?
C20 C15 C16 C17 1.0(6) . . . . ?
C7 C15 C16 C17 176.3(4) . . . . ?
C15 C16 C17 C18 -3.0(7) . . . . ?
C16 C17 C18 C19 3.4(8) . . . . ?
C16 C17 C18 C21 -174.8(5) . . . . ?
C17 C18 C19 C20 -1.7(8) . . . . ?
C21 C18 C19 C20 176.5(5) . . . . ?
C18 C19 C20 C15 -0.3(8) . . . . ?
C16 C15 C20 C19 0.7(7) . . . . ?
C7 C15 C20 C19 -174.9(4) . . . . ?
C19 C18 C21 O6 -13.1(9) . . . . ?
C17 C18 C21 O6 165.2(6) . . . . ?
C19 C18 C21 O5 166.2(6) . . . . ?
C17 C18 C21 O5 -15.5(9) . . . . ?
C3 C4 C22 S3 177.87(19) 2_656 . . . ?
C3 C4 C22 S3 -2.13(19) . . . . ?
C3 C4 C22 S3 -2.13(19) 2_656 . . 2_656 ?
C3 C4 C22 S3 177.87(19) . . . 2_656 ?
C23 S3 C22 C4 -179.53(13) . . . . ?
C23 S3 C22 S3 0.47(13) . . . 2_656 ?
C22 S3 C23 C23 -1.6(5) . . . 2_656 ?
C22 S3 C23 C24 179.3(3) . . . . ?
C23 C23 C24 C25 135.2(6) 2_656 . . . ?
S3 C23 C24 C25 -45.9(5) . . . . ?
C23 C23 C24 C29 -43.8(8) 2_656 . . . ?
S3 C23 C24 C29 135.1(3) . . . . ?
C29 C24 C25 C26 -0.5(6) . . . . ?
C23 C24 C25 C26 -179.5(4) . . . . ?
C24 C25 C26 C27 1.3(7) . . . . ?
C25 C26 C27 C28 -0.5(7) . . . . ?
C25 C26 C27 C30 179.4(4) . . . . ?
C26 C27 C28 C29 -1.0(7) . . . . ?
C30 C27 C28 C29 179.1(4) . . . . ?
C27 C28 C29 C24 1.8(6) . . . . ?
C25 C24 C29 C28 -1.0(6) . . . . ?
C23 C24 C29 C28 178.0(4) . . . . ?
C28 C27 C30 O7 -174.1(5) . . . . ?
C26 C27 C30 O7 6.0(7) . . . . ?
C28 C27 C30 O8 7.3(7) . . . . ?
C26 C27 C30 O8 -172.6(5) . . . . ?
C36 C31 C32 C33 1.3(17) . . . . ?
C37 C31 C32 C33 -176.5(17) . . . . ?
C31 C32 C33 C34 -2.4(15) . . . . ?
C32 C33 C34 C35 7(2) . . . . ?
C33 C34 C35 C36 -10(3) . . . . ?
C34 C35 C36 C31 8(3) . . . . ?
C32 C31 C36 C35 -4(3) . . . . ?
C37 C31 C36 C35 173.8(19) . . . . ?
C36 C31 C37 O10 -14(4) . . . . ?
C32 C31 C37 O10 164(3) . . . . ?
C36 C31 C37 O9 177(2) . . . . ?
C32 C31 C37 O9 -5(3) . . . . ?
O10 C37 O9 C38 7(3) . . . . ?
C31 C37 O9 C38 178.2(17) . . . . ?
C44 C39 C40 C41 2(2) . . . . ?
C45 C39 C40 C41 179(2) . . . . ?
C39 C40 C41 C42 0(2) . . . . ?
C40 C41 C42 C43 0(5) . . . . ?
C40 C41 C42 C42 -128(2) . . . 2_755 ?
C41 C42 C43 C44 -2(6) . . . . ?
C42 C42 C43 C44 117(3) 2_755 . . . ?
C40 C39 C44 C43 -4(4) . . . . ?
C45 C39 C44 C43 179(3) . . . . ?
C42 C43 C44 C39 4(5) . . . . ?
C44 C39 C45 O11 7(3) . . . . ?
C40 C39 C45 O11 -170.8(19) . . . . ?
C44 C39 C45 O12 -168(2) . . . . ?
C40 C39 C45 O12 15(3) . . . . ?
O11 C45 O12 C46 17(3) . . . . ?
C39 C45 O12 C46 -169.6(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3O O7 . . 4_655 2.687(4) 0.820 1.868 175.6 no
O5 H5O O6 . . 5_765 2.623(6) 0.820 1.822 164.9 no
O8 H8O O4 . . 4_645 2.576(5) 0.820 1.773 165.8 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
# start Validation Reply Form
_vrf_PLAT330_CPDC-1              
;
PROBLEM: Large Aver Phenyl C-C Dist C39 --C44 . 1.43 Ang.
RESPONSE: due to highly disordered solvent molecules
;

# end Validation Reply Form

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
'hexakis(carboxyphenyl) tri(dithiolylidene)cyclohexanetrione'
_chemical_name_common            CPDC
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dimethylacetamide, methyl benzoate'
