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

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

data_compound_1a
_database_code_depnum_ccdc_archive 'CCDC 1013992'
_audit_update_record             
;
2014-07-15 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C64 H48 S4'
_chemical_formula_sum            'C64 H48 S4'
_chemical_formula_weight         945.26

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   20.159(2)
_cell_length_b                   5.0166(5)
_cell_length_c                   25.728(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.164(4)
_cell_angle_gamma                90.00
_cell_volume                     2457.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    123
_cell_measurement_reflns_used    3713
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.0

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.236
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.887
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'ABSCOR (RIGAKU, 1995)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  
;
RIGAKU diffractometer with MicroMax-007 generator, VariMax optics, and Saturn70 CCD detector (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12805
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_sigmaI/netI    0.0666
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4263
_reflns_number_gt                2912
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (RIGAKU, 2011)'
_computing_cell_refinement       'CrystalClear (RIGAKU, 2011)'
_computing_data_reduction        'CrystalClear (RIGAKU, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0552P)²+0.9903P] 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         4263
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1318
_refine_ls_wR_factor_gt          0.1149
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.54483(4) 0.09335(16) 0.21855(3) 0.0328(2) Uani 1 1 d . . .
S1 S 0.94573(5) 1.77347(17) 0.52243(4) 0.0389(3) Uani 1 1 d . . .
C17 C 0.69938(15) 0.8852(5) 0.35023(11) 0.0232(6) Uani 1 1 d . . .
C12 C 0.74536(15) 1.0845(5) 0.38251(11) 0.0227(6) Uani 1 1 d . . .
C16 C 0.72177(16) 0.7390(6) 0.31165(12) 0.0279(7) Uani 1 1 d . . .
H1 H 0.6917 0.6065 0.2897 0.033 Uiso 1 1 calc R . .
C19 C 0.61323(15) 0.9876(6) 0.39629(11) 0.0259(7) Uani 1 1 d . . .
C24 C 0.65885(15) 1.1903(5) 0.42796(11) 0.0245(7) Uani 1 1 d . . .
C18 C 0.63391(15) 0.8381(5) 0.35759(11) 0.0245(7) Uani 1 1 d . . .
C2 C 0.84527(17) 1.9515(6) 0.55405(12) 0.0287(7) Uani 1 1 d . . .
C15 C 0.78471(16) 0.7838(6) 0.30539(12) 0.0311(7) Uani 1 1 d . . .
H2 H 0.7984 0.6828 0.2794 0.037 Uiso 1 1 calc R . .
C1 C 0.85881(15) 1.7651(6) 0.51959(11) 0.0257(7) Uani 1 1 d . . .
C6 C 0.43980(16) 0.2180(6) 0.24970(12) 0.0301(7) Uani 1 1 d . . .
C26 C 0.55069(16) 0.4778(6) 0.29517(12) 0.0276(7) Uani 1 1 d . . .
C9 C 0.81115(16) 1.5841(6) 0.48430(12) 0.0263(7) Uani 1 1 d . . .
C11 C 0.72435(15) 1.2343(5) 0.42145(11) 0.0230(6) Uani 1 1 d . . .
C10 C 0.77139(15) 1.4283(6) 0.45483(11) 0.0245(7) Uani 1 1 d . . .
C25 C 0.58802(15) 0.6393(6) 0.32470(12) 0.0261(7) Uani 1 1 d . . .
C20 C 0.54778(16) 0.9429(6) 0.40473(12) 0.0312(7) Uani 1 1 d . . .
H3 H 0.5171 0.8081 0.3842 0.037 Uiso 1 1 calc R . .
C23 C 0.63572(16) 1.3393(6) 0.46589(12) 0.0297(7) Uani 1 1 d . . .
H4 H 0.6651 1.4757 0.4870 0.036 Uiso 1 1 calc R . .
C3 C 0.90636(19) 2.0989(6) 0.58201(12) 0.0380(8) Uani 1 1 d . . .
H5 H 0.9070 2.2368 0.6075 0.046 Uiso 1 1 calc R . .
C7 C 0.41802(18) 0.0088(6) 0.21055(12) 0.0346(8) Uani 1 1 d . . .
H6 H 0.3720 -0.0645 0.1994 0.041 Uiso 1 1 calc R . .
C5 C 0.50858(16) 0.2816(6) 0.25854(11) 0.0270(7) Uani 1 1 d . . .
C22 C 0.57302(17) 1.2917(7) 0.47269(13) 0.0361(8) Uani 1 1 d . . .
H7 H 0.5590 1.3941 0.4984 0.043 Uiso 1 1 calc R . .
C14 C 0.83056(16) 0.9806(6) 0.33740(12) 0.0319(7) Uani 1 1 d . . .
H8 H 0.8747 1.0121 0.3327 0.038 Uiso 1 1 calc R . .
C13 C 0.81108(15) 1.1237(6) 0.37475(12) 0.0279(7) Uani 1 1 d . . .
H9 H 0.8424 1.2538 0.3963 0.033 Uiso 1 1 calc R . .
C27 C 0.77569(18) 1.9901(6) 0.56130(12) 0.0354(8) Uani 1 1 d . . .
H13 H 0.7386 1.9311 0.5274 0.043 Uiso 1 1 calc R . .
H14 H 0.7687 2.1827 0.5661 0.043 Uiso 1 1 calc R . .
C21 C 0.52847(16) 1.0911(7) 0.44190(13) 0.0375(8) Uani 1 1 d . . .
H10 H 0.4846 1.0586 0.4470 0.045 Uiso 1 1 calc R . .
C8 C 0.46845(17) -0.0767(6) 0.19059(12) 0.0350(8) Uani 1 1 d . . .
H11 H 0.4620 -0.2150 0.1642 0.042 Uiso 1 1 calc R . .
C28 C 0.76717(17) 1.8404(6) 0.60988(13) 0.0363(8) Uani 1 1 d . . .
H15 H 0.7682 1.6467 0.6028 0.044 Uiso 1 1 calc R . .
H16 H 0.8078 1.8818 0.6430 0.044 Uiso 1 1 calc R . .
C30 C 0.68675(18) 1.7336(7) 0.66525(15) 0.0434(9) Uani 1 1 d . . .
H17 H 0.6730 1.5532 0.6499 0.052 Uiso 1 1 calc R . .
H18 H 0.7309 1.7158 0.6967 0.052 Uiso 1 1 calc R . .
C4 C 0.9634(2) 2.0268(7) 0.56936(13) 0.0432(9) Uani 1 1 d . . .
H12 H 1.0083 2.1072 0.5847 0.052 Uiso 1 1 calc R . .
C29 C 0.70084(19) 1.9045(8) 0.62174(14) 0.0481(10) Uani 1 1 d . . .
H19 H 0.6608 1.8862 0.5872 0.058 Uiso 1 1 calc R . .
H20 H 0.7028 2.0932 0.6334 0.058 Uiso 1 1 calc R . .
C32 C 0.60744(18) 1.6533(7) 0.72360(15) 0.0425(9) Uani 1 1 d . . .
H21 H 0.5828 1.4988 0.7017 0.051 Uiso 1 1 calc R . .
H22 H 0.6497 1.5852 0.7526 0.051 Uiso 1 1 calc R . .
C31 C 0.63035(18) 1.8393(7) 0.68636(14) 0.0434(9) Uani 1 1 d . . .
H23 H 0.5887 1.8843 0.6544 0.052 Uiso 1 1 calc R . .
H24 H 0.6475 2.0068 0.7067 0.052 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 C8 1.700(3) . ?
S2 C5 1.726(3) . ?
S1 C4 1.708(4) . ?
S1 C1 1.730(3) . ?
C17 C18 1.413(4) . ?
C17 C16 1.422(4) . ?
C17 C12 1.430(4) . ?
C12 C13 1.417(4) . ?
C12 C11 1.423(4) . ?
C16 C15 1.349(4) . ?
C16 H1 0.9500 . ?
C19 C18 1.414(4) . ?
C19 C20 1.423(4) . ?
C19 C24 1.433(4) . ?
C24 C11 1.402(4) . ?
C24 C23 1.424(4) . ?
C18 C25 1.433(4) . ?
C2 C1 1.376(4) . ?
C2 C3 1.414(4) . ?
C2 C27 1.487(4) . ?
C15 C14 1.417(4) . ?
C15 H2 0.9500 . ?
C1 C9 1.414(4) . ?
C6 C5 1.367(4) . ?
C6 C7 1.421(4) . ?
C6 C32 1.492(4) 3_676 ?
C26 C25 1.193(4) . ?
C26 C5 1.433(4) . ?
C9 C10 1.195(4) . ?
C11 C10 1.432(4) . ?
C20 C21 1.365(4) . ?
C20 H3 0.9500 . ?
C23 C22 1.353(4) . ?
C23 H4 0.9500 . ?
C3 C4 1.343(5) . ?
C3 H5 0.9500 . ?
C7 C8 1.351(5) . ?
C7 H6 0.9500 . ?
C22 C21 1.407(5) . ?
C22 H7 0.9500 . ?
C14 C13 1.357(4) . ?
C14 H8 0.9500 . ?
C13 H9 0.9500 . ?
C27 C28 1.515(4) . ?
C27 H13 0.9900 . ?
C27 H14 0.9900 . ?
C21 H10 0.9500 . ?
C8 H11 0.9500 . ?
C28 C29 1.501(4) . ?
C28 H15 0.9900 . ?
C28 H16 0.9900 . ?
C30 C31 1.508(5) . ?
C30 C29 1.509(5) . ?
C30 H17 0.9900 . ?
C30 H18 0.9900 . ?
C4 H12 0.9500 . ?
C29 H19 0.9900 . ?
C29 H20 0.9900 . ?
C32 C6 1.492(4) 3_676 ?
C32 C31 1.514(5) . ?
C32 H21 0.9900 . ?
C32 H22 0.9900 . ?
C31 H23 0.9900 . ?
C31 H24 0.9900 . ?

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
C8 S2 C5 91.43(15) . . ?
C4 S1 C1 91.20(17) . . ?
C18 C17 C16 122.1(3) . . ?
C18 C17 C12 119.7(3) . . ?
C16 C17 C12 118.2(3) . . ?
C13 C12 C11 122.3(3) . . ?
C13 C12 C17 118.2(3) . . ?
C11 C12 C17 119.5(3) . . ?
C15 C16 C17 121.6(3) . . ?
C15 C16 H1 119.2 . . ?
C17 C16 H1 119.2 . . ?
C18 C19 C20 121.7(3) . . ?
C18 C19 C24 119.6(3) . . ?
C20 C19 C24 118.6(3) . . ?
C11 C24 C23 122.2(3) . . ?
C11 C24 C19 119.8(3) . . ?
C23 C24 C19 118.0(3) . . ?
C17 C18 C19 120.7(3) . . ?
C17 C18 C25 119.2(3) . . ?
C19 C18 C25 120.2(3) . . ?
C1 C2 C3 111.1(3) . . ?
C1 C2 C27 124.3(3) . . ?
C3 C2 C27 124.6(3) . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H2 119.8 . . ?
C14 C15 H2 119.8 . . ?
C2 C1 C9 127.8(3) . . ?
C2 C1 S1 111.6(2) . . ?
C9 C1 S1 120.5(2) . . ?
C5 C6 C7 110.5(3) . . ?
C5 C6 C32 126.0(3) . 3_676 ?
C7 C6 C32 123.4(3) . 3_676 ?
C25 C26 C5 177.1(3) . . ?
C10 C9 C1 179.1(4) . . ?
C24 C11 C12 120.7(3) . . ?
C24 C11 C10 120.0(3) . . ?
C12 C11 C10 119.3(3) . . ?
C9 C10 C11 177.6(3) . . ?
C26 C25 C18 176.8(3) . . ?
C21 C20 C19 120.8(3) . . ?
C21 C20 H3 119.6 . . ?
C19 C20 H3 119.6 . . ?
C22 C23 C24 121.7(3) . . ?
C22 C23 H4 119.1 . . ?
C24 C23 H4 119.1 . . ?
C4 C3 C2 114.1(3) . . ?
C4 C3 H5 123.0 . . ?
C2 C3 H5 123.0 . . ?
C8 C7 C6 114.1(3) . . ?
C8 C7 H6 123.0 . . ?
C6 C7 H6 123.0 . . ?
C6 C5 C26 128.3(3) . . ?
C6 C5 S2 112.2(2) . . ?
C26 C5 S2 119.5(2) . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H7 119.9 . . ?
C21 C22 H7 119.9 . . ?
C13 C14 C15 119.7(3) . . ?
C13 C14 H8 120.2 . . ?
C15 C14 H8 120.2 . . ?
C14 C13 C12 121.9(3) . . ?
C14 C13 H9 119.1 . . ?
C12 C13 H9 119.1 . . ?
C2 C27 C28 114.0(3) . . ?
C2 C27 H13 108.8 . . ?
C28 C27 H13 108.8 . . ?
C2 C27 H14 108.8 . . ?
C28 C27 H14 108.8 . . ?
H13 C27 H14 107.7 . . ?
C20 C21 C22 120.5(3) . . ?
C20 C21 H10 119.7 . . ?
C22 C21 H10 119.7 . . ?
C7 C8 S2 111.7(2) . . ?
C7 C8 H11 124.1 . . ?
S2 C8 H11 124.1 . . ?
C29 C28 C27 114.3(3) . . ?
C29 C28 H15 108.7 . . ?
C27 C28 H15 108.7 . . ?
C29 C28 H16 108.7 . . ?
C27 C28 H16 108.7 . . ?
H15 C28 H16 107.6 . . ?
C31 C30 C29 114.5(3) . . ?
C31 C30 H17 108.6 . . ?
C29 C30 H17 108.6 . . ?
C31 C30 H18 108.6 . . ?
C29 C30 H18 108.6 . . ?
H17 C30 H18 107.6 . . ?
C3 C4 S1 112.1(3) . . ?
C3 C4 H12 124.0 . . ?
S1 C4 H12 124.0 . . ?
C28 C29 C30 115.2(3) . . ?
C28 C29 H19 108.5 . . ?
C30 C29 H19 108.5 . . ?
C28 C29 H20 108.5 . . ?
C30 C29 H20 108.5 . . ?
H19 C29 H20 107.5 . . ?
C6 C32 C31 113.5(3) 3_676 . ?
C6 C32 H21 108.9 3_676 . ?
C31 C32 H21 108.9 . . ?
C6 C32 H22 108.9 3_676 . ?
C31 C32 H22 108.9 . . ?
H21 C32 H22 107.7 . . ?
C30 C31 C32 115.7(3) . . ?
C30 C31 H23 108.3 . . ?
C32 C31 H23 108.3 . . ?
C30 C31 H24 108.3 . . ?
C32 C31 H24 108.3 . . ?
H23 C31 H24 107.4 . . ?

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
C18 C17 C12 C13 179.0(2) . . . . ?
C16 C17 C12 C13 -0.7(4) . . . . ?
C18 C17 C12 C11 -0.4(4) . . . . ?
C16 C17 C12 C11 180.0(2) . . . . ?
C18 C17 C16 C15 -179.3(3) . . . . ?
C12 C17 C16 C15 0.3(4) . . . . ?
C18 C19 C24 C11 -1.7(4) . . . . ?
C20 C19 C24 C11 178.5(2) . . . . ?
C18 C19 C24 C23 179.0(2) . . . . ?
C20 C19 C24 C23 -0.8(4) . . . . ?
C16 C17 C18 C19 -179.9(3) . . . . ?
C12 C17 C18 C19 0.5(4) . . . . ?
C16 C17 C18 C25 -0.9(4) . . . . ?
C12 C17 C18 C25 179.5(2) . . . . ?
C20 C19 C18 C17 -179.6(2) . . . . ?
C24 C19 C18 C17 0.6(4) . . . . ?
C20 C19 C18 C25 1.4(4) . . . . ?
C24 C19 C18 C25 -178.5(2) . . . . ?
C17 C16 C15 C14 -0.2(4) . . . . ?
C3 C2 C1 C9 -178.9(3) . . . . ?
C27 C2 C1 C9 1.8(5) . . . . ?
C3 C2 C1 S1 0.3(3) . . . . ?
C27 C2 C1 S1 -179.1(2) . . . . ?
C4 S1 C1 C2 -0.3(2) . . . . ?
C4 S1 C1 C9 179.0(2) . . . . ?
C2 C1 C9 C10 -120(23) . . . . ?
S1 C1 C9 C10 61(23) . . . . ?
C23 C24 C11 C12 -179.0(3) . . . . ?
C19 C24 C11 C12 1.8(4) . . . . ?
C23 C24 C11 C10 2.1(4) . . . . ?
C19 C24 C11 C10 -177.2(2) . . . . ?
C13 C12 C11 C24 179.9(3) . . . . ?
C17 C12 C11 C24 -0.7(4) . . . . ?
C13 C12 C11 C10 -1.1(4) . . . . ?
C17 C12 C11 C10 178.2(2) . . . . ?
C1 C9 C10 C11 34(28) . . . . ?
C24 C11 C10 C9 73(8) . . . . ?
C12 C11 C10 C9 -106(7) . . . . ?
C5 C26 C25 C18 41(10) . . . . ?
C17 C18 C25 C26 -40(6) . . . . ?
C19 C18 C25 C26 139(6) . . . . ?
C18 C19 C20 C21 -179.3(3) . . . . ?
C24 C19 C20 C21 0.5(4) . . . . ?
C11 C24 C23 C22 -178.6(3) . . . . ?
C19 C24 C23 C22 0.6(4) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C27 C2 C3 C4 179.2(3) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C32 C6 C7 C8 178.9(3) 3_676 . . . ?
C7 C6 C5 C26 -179.1(3) . . . . ?
C32 C6 C5 C26 1.2(5) 3_676 . . . ?
C7 C6 C5 S2 1.3(3) . . . . ?
C32 C6 C5 S2 -178.4(3) 3_676 . . . ?
C25 C26 C5 C6 -172(6) . . . . ?
C25 C26 C5 S2 7(6) . . . . ?
C8 S2 C5 C6 -1.1(2) . . . . ?
C8 S2 C5 C26 179.3(2) . . . . ?
C24 C23 C22 C21 -0.1(5) . . . . ?
C16 C15 C14 C13 0.3(4) . . . . ?
C15 C14 C13 C12 -0.7(4) . . . . ?
C11 C12 C13 C14 -179.8(3) . . . . ?
C17 C12 C13 C14 0.9(4) . . . . ?
C1 C2 C27 C28 95.0(3) . . . . ?
C3 C2 C27 C28 -84.2(4) . . . . ?
C19 C20 C21 C22 0.0(5) . . . . ?
C23 C22 C21 C20 -0.2(5) . . . . ?
C6 C7 C8 S2 0.0(3) . . . . ?
C5 S2 C8 C7 0.6(2) . . . . ?
C2 C27 C28 C29 172.8(3) . . . . ?
C2 C3 C4 S1 0.0(4) . . . . ?
C1 S1 C4 C3 0.2(3) . . . . ?
C27 C28 C29 C30 172.7(3) . . . . ?
C31 C30 C29 C28 166.1(3) . . . . ?
C29 C30 C31 C32 171.2(3) . . . . ?
C6 C32 C31 C30 170.9(3) 3_676 . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.058

# start Validation Reply Form
_vrf_PUBL024_GLOBAL              
;
PROBLEM: The number of authors is greater than 5.
RESPONSE: C.-M. Chou performed the experiments. S. Saito and D. Hashizume performed the X-ray diffraction analysis. D. Inoue performed the SEM measurements. S. Yamaguchi designed the experiments.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_compound_1b
_database_code_depnum_ccdc_archive 'CCDC 1013993'
_audit_update_record             
;
2014-07-15 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C65 H50 S4'
_chemical_formula_sum            'C65 H50 S4'
_chemical_formula_weight         959.29

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

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

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

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

_cell_length_a                   20.100(2)
_cell_length_b                   5.1652(4)
_cell_length_c                   25.159(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.501(6)
_cell_angle_gamma                90
_cell_volume                     2462.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123
_cell_measurement_reflns_used    3566
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.0

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.236
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'ABSCOR (RIGAKU 1995)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  
;
RIGAKU diffractometer with FR-X generator, VariMax optics, and PILATUS 200K photon counting detector
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            19519
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.048
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             4306
_reflns_number_gt                3894
_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       
;
CrystalClear-SM Expert 2.1 b25 (Rigaku, 2013)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.1 b25 (Rigaku, 2013)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b25 (Rigaku, 2013)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0398P)²+1.8703P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4306
_refine_ls_number_parameters     370
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1060
_refine_ls_wR_factor_gt          0.1033
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.108
_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 0.72480(9) 0.2117(3) 0.41640(7) 0.0266(4) Uani 1 1 d . . . . .
C2 C 0.65759(9) 0.1641(4) 0.42113(7) 0.0285(4) Uani 1 1 d . . . . .
C3 C 0.63176(10) 0.3126(4) 0.45793(8) 0.0340(4) Uani 1 1 d . . . . .
H1 H 0.6593 0.4522 0.4785 0.041 Uiso 1 1 calc R U . . .
C4 C 0.56829(11) 0.2579(4) 0.46408(9) 0.0419(5) Uani 1 1 d . . . . .
H2 H 0.5521 0.3589 0.4889 0.050 Uiso 1 1 calc R U . . .
C5 C 0.52660(11) 0.0515(5) 0.43371(10) 0.0447(5) Uani 1 1 d . . . . .
H3 H 0.4831 0.0114 0.4389 0.054 Uiso 1 1 calc R U . . .
C6 C 0.54845(10) -0.0901(4) 0.39703(9) 0.0399(5) Uani 1 1 d . . . . .
H4 H 0.5192 -0.2254 0.3762 0.048 Uiso 1 1 calc R U . . .
C7 C 0.61421(9) -0.0402(4) 0.38906(8) 0.0306(4) Uani 1 1 d . . . . .
C8 C 0.63773(10) -0.1862(4) 0.35118(7) 0.0316(4) Uani 1 1 d . . . . .
C9 C 0.70465(10) -0.1369(4) 0.34595(7) 0.0294(4) Uani 1 1 d . . . . .
C10 C 0.73035(11) -0.2846(4) 0.30899(7) 0.0354(5) Uani 1 1 d . . . . .
H5 H 0.7016 -0.4177 0.2868 0.042 Uiso 1 1 calc R U . . .
C11 C 0.79490(12) -0.2394(4) 0.30477(8) 0.0386(5) Uani 1 1 d . . . . .
H6 H 0.8110 -0.3415 0.2801 0.046 Uiso 1 1 calc R U . . .
C12 C 0.83844(11) -0.0400(4) 0.33717(8) 0.0360(5) Uani 1 1 d . . . . .
H7 H 0.8833 -0.0074 0.3337 0.043 Uiso 1 1 calc R U . . .
C13 C 0.81609(10) 0.1047(4) 0.37313(7) 0.0305(4) Uani 1 1 d . . . . .
H8 H 0.8460 0.2366 0.3948 0.037 Uiso 1 1 calc R U . . .
C14 C 0.74879(9) 0.0628(3) 0.37906(7) 0.0268(4) Uani 1 1 d . . . . .
C15 C 0.76959(9) 0.4057(3) 0.45056(7) 0.0266(4) Uani 1 1 d . . . . .
C16 C 0.80846(9) 0.5623(3) 0.48071(7) 0.0274(4) Uani 1 1 d . . . . .
C17 C 0.85347(9) 0.7481(3) 0.51632(7) 0.0269(4) Uani 1 1 d . . . . .
C18 C 0.83607(10) 0.9262(3) 0.55030(7) 0.0299(4) Uani 1 1 d . . . . .
C19 C 0.89432(12) 1.0860(4) 0.57897(8) 0.0388(5) Uani 1 1 d . . . . .
H9 H 0.8921 1.2198 0.6042 0.047 Uiso 1 1 calc R U . . .
C20 C 0.95330(11) 1.0295(4) 0.56690(8) 0.0417(5) Uani 1 1 d . . . . .
H10 H 0.9967 1.1193 0.5824 0.050 Uiso 1 1 calc R U . . .
S1 S 0.94079(3) 0.77751(11) 0.52037(2) 0.03863(16) Uani 1 1 d . . . . .
C21 C 0.59366(11) -0.3837(4) 0.31744(8) 0.0377(5) Uani 1 1 d . . . . .
C22 C 0.55585(12) -0.5435(4) 0.28743(8) 0.0421(5) Uani 1 1 d . . . . .
C23 C 0.50871(11) -0.7265(4) 0.25268(8) 0.0356(5) Uani 1 1 d . . . . .
C24 C 0.44004(12) -0.7679(4) 0.24905(9) 0.0424(5) Uani 1 1 d . . . . .
C25 C 0.40964(12) -0.9713(4) 0.21118(9) 0.0469(6) Uani 1 1 d . . . . .
H11 H 0.3624 -1.0282 0.2037 0.056 Uiso 1 1 calc R U . . .
C26 C 0.45291(12) -1.0772(4) 0.18667(8) 0.0439(5) Uani 1 1 d . . . . .
H12 H 0.4400 -1.2149 0.1601 0.053 Uiso 1 1 calc R U . . .
S2 S 0.53369(3) -0.93504(11) 0.20889(2) 0.04274(16) Uani 1 1 d . . . . .
C1A C 0.7693(10) 0.954(4) 0.5545(8) 0.032(3) Uani 0.5 1 d . U P A 1
H13 H 0.7341 0.9350 0.5163 0.038 Uiso 0.5 1 calc R U P A 1
H14 H 0.7650 1.1322 0.5674 0.038 Uiso 0.5 1 calc R U P A 1
C2A C 0.7481(8) 0.754(3) 0.5964(6) 0.035(2) Uani 0.5 1 d . U P A 1
H15 H 0.7625 0.5777 0.5889 0.042 Uiso 0.5 1 calc R U P A 1
H16 H 0.7768 0.7986 0.6356 0.042 Uiso 0.5 1 calc R U P A 1
C3A C 0.6705(3) 0.7400(11) 0.5933(2) 0.0344(11) Uani 0.5 1 d . U P A 1
H17 H 0.6601 0.8948 0.6123 0.041 Uiso 0.5 1 calc R U P A 1
H18 H 0.6404 0.7491 0.5531 0.041 Uiso 0.5 1 calc R U P A 1
C4A C 0.6501(2) 0.5064(9) 0.61866(17) 0.0387(9) Uani 0.5 1 d . U P A 1
H19 H 0.6598 0.3525 0.5990 0.046 Uiso 0.5 1 calc R U P A 1
H20 H 0.5984 0.5129 0.6108 0.046 Uiso 0.5 1 calc R U P A 1
C5A C 0.6853(2) 0.4655(10) 0.68140(19) 0.0444(10) Uani 0.5 1 d . U P A 1
H21 H 0.7369 0.4848 0.6907 0.053 Uiso 0.5 1 calc R U P A 1
H22 H 0.6760 0.2860 0.6909 0.053 Uiso 0.5 1 calc R U P A 1
C6A C 0.6607(2) 0.6508(9) 0.71775(16) 0.0374(9) Uani 0.5 1 d . U P A 1
H23 H 0.6709 0.8303 0.7091 0.045 Uiso 0.5 1 calc R U P A 1
H24 H 0.6879 0.6172 0.7579 0.045 Uiso 0.5 1 calc R U P A 1
C7A C 0.5818(3) 0.6268(10) 0.7090(2) 0.0316(11) Uani 0.5 1 d . U P A 1
H25 H 0.5546 0.6927 0.6710 0.038 Uiso 0.5 1 calc R U P A 1
H26 H 0.5700 0.4414 0.7103 0.038 Uiso 0.5 1 calc R U P A 1
C1B C 0.7595(10) 0.933(4) 0.5570(9) 0.035(3) Uani 0.5 1 d . U P A 2
H27 H 0.7459 1.1141 0.5610 0.042 Uiso 0.5 1 calc R U P A 2
H28 H 0.7241 0.8590 0.5228 0.042 Uiso 0.5 1 calc R U P A 2
C2B C 0.7601(8) 0.787(4) 0.6052(6) 0.043(3) Uani 0.5 1 d . U P A 2
H29 H 0.7986 0.8488 0.6389 0.051 Uiso 0.5 1 calc R U P A 2
H30 H 0.7681 0.6018 0.5995 0.051 Uiso 0.5 1 calc R U P A 2
C3B C 0.6907(4) 0.8227(18) 0.6132(3) 0.0669(18) Uani 0.5 1 d . U P A 2
H31 H 0.6529 0.7679 0.5784 0.080 Uiso 0.5 1 calc R U P A 2
H32 H 0.6838 1.0090 0.6190 0.080 Uiso 0.5 1 calc R U P A 2
C4B C 0.6833(3) 0.6697(13) 0.6634(2) 0.0638(14) Uani 0.5 1 d . U P A 2
H33 H 0.6748 0.4853 0.6525 0.077 Uiso 0.5 1 calc R U P A 2
H34 H 0.7283 0.6805 0.6952 0.077 Uiso 0.5 1 calc R U P A 2
C5B C 0.6257(3) 0.7628(15) 0.6825(2) 0.0755(16) Uani 0.5 1 d . U P A 2
H35 H 0.5817 0.7696 0.6495 0.091 Uiso 0.5 1 calc R U P A 2
H36 H 0.6368 0.9418 0.6967 0.091 Uiso 0.5 1 calc R U P A 2
C6B C 0.6118(3) 0.6015(15) 0.7281(3) 0.0542(16) Uani 0.5 1 d . U P A 2
H37 H 0.6565 0.5654 0.7590 0.065 Uiso 0.5 1 calc R U P A 2
H38 H 0.5896 0.4347 0.7125 0.065 Uiso 0.5 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
C1 C2 1.417(3) . ?
C1 C14 1.417(3) . ?
C1 C15 1.427(2) . ?
C2 C3 1.427(3) . ?
C2 C7 1.433(3) . ?
C3 C4 1.365(3) . ?
C3 H1 0.9500 . ?
C4 C5 1.412(3) . ?
C4 H2 0.9500 . ?
C5 C6 1.360(3) . ?
C5 H3 0.9500 . ?
C6 C7 1.425(3) . ?
C6 H4 0.9500 . ?
C7 C8 1.415(3) . ?
C8 C9 1.418(3) . ?
C8 C21 1.430(3) . ?
C9 C10 1.426(3) . ?
C9 C14 1.433(2) . ?
C10 C11 1.357(3) . ?
C10 H5 0.9500 . ?
C11 C12 1.420(3) . ?
C11 H6 0.9500 . ?
C12 C13 1.360(3) . ?
C12 H7 0.9500 . ?
C13 C14 1.426(3) . ?
C13 H8 0.9500 . ?
C15 C16 1.202(3) . ?
C16 C17 1.414(2) . ?
C17 C18 1.378(3) . ?
C17 S1 1.7305(18) . ?
C18 C1A 1.39(2) . ?
C18 C19 1.417(3) . ?
C18 C1B 1.60(2) . ?
C19 C20 1.350(3) . ?
C19 H9 0.9500 . ?
C20 S1 1.712(2) . ?
C20 H10 0.9500 . ?
C21 C22 1.202(3) . ?
C22 C23 1.415(3) . ?
C23 C24 1.369(3) . ?
C23 S2 1.731(2) . ?
C24 C25 1.413(3) . ?
C24 C7A 1.466(6) 3_656 ?
C24 C6B 1.598(7) 3_656 ?
C25 C26 1.339(3) . ?
C25 H11 0.9500 . ?
C26 S2 1.698(2) . ?
C26 H12 0.9500 . ?
C1A C2A 1.63(3) . ?
C1A H13 0.9900 . ?
C1A H14 0.9900 . ?
C2A C3A 1.538(17) . ?
C2A H15 0.9900 . ?
C2A H16 0.9900 . ?
C3A C4A 1.486(7) . ?
C3A H17 0.9900 . ?
C3A H18 0.9900 . ?
C4A C5A 1.514(6) . ?
C4A H19 0.9900 . ?
C4A H20 0.9900 . ?
C5A C6A 1.516(6) . ?
C5A H21 0.9900 . ?
C5A H22 0.9900 . ?
C6A C7A 1.531(6) . ?
C6A H23 0.9900 . ?
C6A H24 0.9900 . ?
C7A C24 1.466(6) 3_656 ?
C7A H25 0.9900 . ?
C7A H26 0.9900 . ?
C1B C2B 1.42(3) . ?
C1B H27 0.9900 . ?
C1B H28 0.9900 . ?
C2B C3B 1.487(18) . ?
C2B H29 0.9900 . ?
C2B H30 0.9900 . ?
C3B C4B 1.537(9) . ?
C3B H31 0.9900 . ?
C3B H32 0.9900 . ?
C4B C5B 1.475(7) . ?
C4B H33 0.9900 . ?
C4B H34 0.9900 . ?
C5B C6B 1.517(9) . ?
C5B H35 0.9900 . ?
C5B H36 0.9900 . ?
C6B C24 1.598(7) 3_656 ?
C6B H37 0.9900 . ?
C6B H38 0.9900 . ?

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 C14 120.43(16) . . ?
C2 C1 C15 119.92(17) . . ?
C14 C1 C15 119.62(16) . . ?
C1 C2 C3 121.66(17) . . ?
C1 C2 C7 119.89(18) . . ?
C3 C2 C7 118.44(17) . . ?
C4 C3 C2 121.23(19) . . ?
C4 C3 H1 119.4 . . ?
C2 C3 H1 119.4 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H2 119.9 . . ?
C5 C4 H2 119.9 . . ?
C6 C5 C4 120.3(2) . . ?
C6 C5 H3 119.8 . . ?
C4 C5 H3 119.8 . . ?
C5 C6 C7 121.54(19) . . ?
C5 C6 H4 119.2 . . ?
C7 C6 H4 119.2 . . ?
C8 C7 C6 122.18(18) . . ?
C8 C7 C2 119.63(17) . . ?
C6 C7 C2 118.18(19) . . ?
C7 C8 C9 120.51(16) . . ?
C7 C8 C21 120.03(18) . . ?
C9 C8 C21 119.46(19) . . ?
C8 C9 C10 121.73(17) . . ?
C8 C9 C14 119.86(18) . . ?
C10 C9 C14 118.40(18) . . ?
C11 C10 C9 121.52(18) . . ?
C11 C10 H5 119.2 . . ?
C9 C10 H5 119.2 . . ?
C10 C11 C12 120.15(19) . . ?
C10 C11 H6 119.9 . . ?
C12 C11 H6 119.9 . . ?
C13 C12 C11 120.23(19) . . ?
C13 C12 H7 119.9 . . ?
C11 C12 H7 119.9 . . ?
C12 C13 C14 121.45(17) . . ?
C12 C13 H8 119.3 . . ?
C14 C13 H8 119.3 . . ?
C1 C14 C13 122.11(16) . . ?
C1 C14 C9 119.64(17) . . ?
C13 C14 C9 118.25(17) . . ?
C16 C15 C1 177.65(19) . . ?
C15 C16 C17 179.3(2) . . ?
C18 C17 C16 127.20(17) . . ?
C18 C17 S1 111.55(13) . . ?
C16 C17 S1 121.25(14) . . ?
C17 C18 C1A 124.6(9) . . ?
C17 C18 C19 111.52(18) . . ?
C1A C18 C19 123.9(9) . . ?
C17 C18 C1B 122.0(9) . . ?
C19 C18 C1B 126.4(9) . . ?
C20 C19 C18 113.45(19) . . ?
C20 C19 H9 123.3 . . ?
C18 C19 H9 123.3 . . ?
C19 C20 S1 112.24(15) . . ?
C19 C20 H10 123.9 . . ?
S1 C20 H10 123.9 . . ?
C20 S1 C17 91.24(10) . . ?
C22 C21 C8 177.6(2) . . ?
C21 C22 C23 177.4(3) . . ?
C24 C23 C22 126.7(2) . . ?
C24 C23 S2 111.13(15) . . ?
C22 C23 S2 122.15(17) . . ?
C23 C24 C25 111.1(2) . . ?
C23 C24 C7A 114.3(3) . 3_656 ?
C25 C24 C7A 133.6(3) . 3_656 ?
C23 C24 C6B 131.0(3) . 3_656 ?
C25 C24 C6B 117.1(3) . 3_656 ?
C26 C25 C24 114.4(2) . . ?
C26 C25 H11 122.8 . . ?
C24 C25 H11 122.8 . . ?
C25 C26 S2 111.61(16) . . ?
C25 C26 H12 124.2 . . ?
S2 C26 H12 124.2 . . ?
C26 S2 C23 91.72(10) . . ?
C18 C1A C2A 116.8(15) . . ?
C18 C1A H13 108.1 . . ?
C2A C1A H13 108.1 . . ?
C18 C1A H14 108.1 . . ?
C2A C1A H14 108.1 . . ?
H13 C1A H14 107.3 . . ?
C3A C2A C1A 118.4(12) . . ?
C3A C2A H15 107.7 . . ?
C1A C2A H15 107.7 . . ?
C3A C2A H16 107.7 . . ?
C1A C2A H16 107.7 . . ?
H15 C2A H16 107.1 . . ?
C4A C3A C2A 115.9(7) . . ?
C4A C3A H17 108.3 . . ?
C2A C3A H17 108.3 . . ?
C4A C3A H18 108.3 . . ?
C2A C3A H18 108.3 . . ?
H17 C3A H18 107.4 . . ?
C3A C4A C5A 117.5(4) . . ?
C3A C4A H19 107.9 . . ?
C5A C4A H19 107.9 . . ?
C3A C4A H20 107.9 . . ?
C5A C4A H20 107.9 . . ?
H19 C4A H20 107.2 . . ?
C4A C5A C6A 114.1(4) . . ?
C4A C5A H21 108.7 . . ?
C6A C5A H21 108.7 . . ?
C4A C5A H22 108.7 . . ?
C6A C5A H22 108.7 . . ?
H21 C5A H22 107.6 . . ?
C5A C6A C7A 113.1(4) . . ?
C5A C6A H23 109.0 . . ?
C7A C6A H23 109.0 . . ?
C5A C6A H24 109.0 . . ?
C7A C6A H24 109.0 . . ?
H23 C6A H24 107.8 . . ?
C24 C7A C6A 113.6(4) 3_656 . ?
C24 C7A H25 108.8 3_656 . ?
C6A C7A H25 108.8 . . ?
C24 C7A H26 108.8 3_656 . ?
C6A C7A H26 108.8 . . ?
H25 C7A H26 107.7 . . ?
C2B C1B C18 110.0(16) . . ?
C2B C1B H27 109.7 . . ?
C18 C1B H27 109.7 . . ?
C2B C1B H28 109.7 . . ?
C18 C1B H28 109.7 . . ?
H27 C1B H28 108.2 . . ?
C1B C2B C3B 108.0(15) . . ?
C1B C2B H29 110.1 . . ?
C3B C2B H29 110.1 . . ?
C1B C2B H30 110.1 . . ?
C3B C2B H30 110.1 . . ?
H29 C2B H30 108.4 . . ?
C2B C3B C4B 113.7(8) . . ?
C2B C3B H31 108.8 . . ?
C4B C3B H31 108.8 . . ?
C2B C3B H32 108.8 . . ?
C4B C3B H32 108.8 . . ?
H31 C3B H32 107.7 . . ?
C5B C4B C3B 113.7(5) . . ?
C5B C4B H33 108.8 . . ?
C3B C4B H33 108.8 . . ?
C5B C4B H34 108.8 . . ?
C3B C4B H34 108.8 . . ?
H33 C4B H34 107.7 . . ?
C4B C5B C6B 115.5(6) . . ?
C4B C5B H35 108.4 . . ?
C6B C5B H35 108.4 . . ?
C4B C5B H36 108.4 . . ?
C6B C5B H36 108.4 . . ?
H35 C5B H36 107.5 . . ?
C5B C6B C24 106.5(5) . 3_656 ?
C5B C6B H37 110.4 . . ?
C24 C6B H37 110.4 3_656 . ?
C5B C6B H38 110.4 . . ?
C24 C6B H38 110.4 3_656 . ?
H37 C6B H38 108.6 . . ?

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
C14 C1 C2 C3 -179.35(16) . . . . ?
C15 C1 C2 C3 2.4(3) . . . . ?
C14 C1 C2 C7 1.6(2) . . . . ?
C15 C1 C2 C7 -176.62(15) . . . . ?
C1 C2 C3 C4 -177.04(17) . . . . ?
C7 C2 C3 C4 2.0(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 C6 -1.7(3) . . . . ?
C4 C5 C6 C7 1.6(3) . . . . ?
C5 C6 C7 C8 179.82(18) . . . . ?
C5 C6 C7 C2 0.3(3) . . . . ?
C1 C2 C7 C8 -2.5(2) . . . . ?
C3 C2 C7 C8 178.41(16) . . . . ?
C1 C2 C7 C6 176.99(16) . . . . ?
C3 C2 C7 C6 -2.1(2) . . . . ?
C6 C7 C8 C9 -177.65(16) . . . . ?
C2 C7 C8 C9 1.8(3) . . . . ?
C6 C7 C8 C21 2.9(3) . . . . ?
C2 C7 C8 C21 -177.60(16) . . . . ?
C7 C8 C9 C10 178.68(16) . . . . ?
C21 C8 C9 C10 -1.9(3) . . . . ?
C7 C8 C9 C14 -0.3(3) . . . . ?
C21 C8 C9 C14 179.20(16) . . . . ?
C8 C9 C10 C11 -178.96(17) . . . . ?
C14 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C2 C1 C14 C13 -179.99(16) . . . . ?
C15 C1 C14 C13 -1.7(2) . . . . ?
C2 C1 C14 C9 0.0(2) . . . . ?
C15 C1 C14 C9 178.22(15) . . . . ?
C12 C13 C14 C1 179.91(17) . . . . ?
C12 C13 C14 C9 -0.1(3) . . . . ?
C8 C9 C14 C1 -0.7(2) . . . . ?
C10 C9 C14 C1 -179.64(16) . . . . ?
C8 C9 C14 C13 179.30(16) . . . . ?
C10 C9 C14 C13 0.3(2) . . . . ?
C16 C17 C18 C1A -0.8(9) . . . . ?
S1 C17 C18 C1A 178.1(9) . . . . ?
C16 C17 C18 C19 -178.43(17) . . . . ?
S1 C17 C18 C19 0.42(19) . . . . ?
C16 C17 C18 C1B 4.2(9) . . . . ?
S1 C17 C18 C1B -176.9(8) . . . . ?
C17 C18 C19 C20 0.0(2) . . . . ?
C1A C18 C19 C20 -177.7(9) . . . . ?
C1B C18 C19 C20 177.2(9) . . . . ?
C18 C19 C20 S1 -0.4(2) . . . . ?
C19 C20 S1 C17 0.54(16) . . . . ?
C18 C17 S1 C20 -0.54(14) . . . . ?
C16 C17 S1 C20 178.38(16) . . . . ?
C22 C23 C24 C25 -178.28(19) . . . . ?
S2 C23 C24 C25 0.8(2) . . . . ?
C22 C23 C24 C7A -7.9(4) . . . 3_656 ?
S2 C23 C24 C7A 171.2(3) . . . 3_656 ?
C22 C23 C24 C6B 12.6(5) . . . 3_656 ?
S2 C23 C24 C6B -168.3(3) . . . 3_656 ?
C23 C24 C25 C26 -0.8(3) . . . . ?
C7A C24 C25 C26 -168.6(3) 3_656 . . . ?
C6B C24 C25 C26 170.0(3) 3_656 . . . ?
C24 C25 C26 S2 0.4(3) . . . . ?
C25 C26 S2 C23 0.09(18) . . . . ?
C24 C23 S2 C26 -0.53(16) . . . . ?
C22 C23 S2 C26 178.61(17) . . . . ?
C17 C18 C1A C2A 81.9(15) . . . . ?
C19 C18 C1A C2A -100.8(15) . . . . ?
C1B C18 C1A C2A 22(17) . . . . ?
C18 C1A C2A C3A -167.8(11) . . . . ?
C1A C2A C3A C4A 162.4(12) . . . . ?
C2A C3A C4A C5A 63.1(8) . . . . ?
C3A C4A C5A C6A 72.1(5) . . . . ?
C4A C5A C6A C7A 61.5(5) . . . . ?
C5A C6A C7A C24 169.1(4) . . . 3_656 ?
C17 C18 C1B C2B 94.5(16) . . . . ?
C1A C18 C1B C2B -143(20) . . . . ?
C19 C18 C1B C2B -82.4(18) . . . . ?
C18 C1B C2B C3B 173.9(11) . . . . ?
C1B C2B C3B C4B 178.6(13) . . . . ?
C2B C3B C4B C5B 162.1(8) . . . . ?
C3B C4B C5B C6B 174.3(6) . . . . ?
C4B C5B C6B C24 168.3(5) . . . 3_656 ?

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.044

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_compound_1c_prism
_database_code_depnum_ccdc_archive 'CCDC 1013994'
_audit_update_record             
;
2014-07-15 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C66 H52 S4, C2 H4 Cl2'
_chemical_formula_sum            'C68 H56 Cl2 S4'
_chemical_formula_weight         1072.31

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   7.6706(11)
_cell_length_b                   17.4871(15)
_cell_length_c                   20.506(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.272(5)
_cell_angle_gamma                90.00
_cell_volume                     2706.5(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    8559
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      30.9

_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1124
_exptl_absorpt_coefficient_mu    0.318
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'ABSCOR (RIGAKU, 1995)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  
;
RIGAKU diffractometer with MicroMax-007 generator, VariMax optics, and Saturn70 CCD detector (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21984
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4726
_reflns_number_gt                4392
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0713P)²+1.3639P] 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         4726
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1202
_refine_ls_wR_factor_gt          0.1141
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.16469(6) 0.63205(3) 0.10819(2) 0.02276(15) Uani 1 1 d . . .
S2 S 0.07630(6) 0.13355(2) 0.55572(2) 0.02059(15) Uani 1 1 d . . .
C3 C 0.4174(2) 0.46453(10) 0.37864(8) 0.0199(4) Uani 1 1 d . . .
C4 C 0.1004(3) 0.37948(10) 0.37849(9) 0.0201(4) Uani 1 1 d . . .
C5 C 0.2699(3) 0.47489(10) 0.32717(8) 0.0192(4) Uani 1 1 d . . .
C6 C 0.2488(3) 0.36783(10) 0.42894(9) 0.0202(4) Uani 1 1 d . . .
C1 C 0.5578(3) 0.40024(11) 0.48107(9) 0.0236(4) Uani 1 1 d . . .
H1 H 0.5535 0.3639 0.5152 0.028 Uiso 1 1 calc R . .
C8 C 0.3015(2) 0.56639(10) 0.22835(9) 0.0197(4) Uani 1 1 d . . .
C9 C 0.7075(3) 0.44197(11) 0.48197(9) 0.0261(4) Uani 1 1 d . . .
H2 H 0.8061 0.4348 0.5167 0.031 Uiso 1 1 calc R . .
C10 C -0.0606(3) 0.33858(10) 0.37653(9) 0.0233(4) Uani 1 1 d . . .
H3 H -0.0694 0.3025 0.4104 0.028 Uiso 1 1 calc R . .
C11 C 0.2355(2) 0.20484(10) 0.56834(9) 0.0185(4) Uani 1 1 d . . .
C12 C 0.1111(2) 0.43389(10) 0.32668(9) 0.0199(4) Uani 1 1 d . . .
C13 C 0.3082(2) 0.12829(10) 0.66122(9) 0.0205(4) Uani 1 1 d . . .
H4 H 0.3736 0.1121 0.7027 0.025 Uiso 1 1 calc R . .
C14 C 0.2364(2) 0.26347(10) 0.52079(9) 0.0206(4) Uani 1 1 d . . .
C15 C 0.4070(2) 0.40986(10) 0.43005(9) 0.0200(4) Uani 1 1 d . . .
C16 C 0.2844(2) 0.52636(10) 0.27394(9) 0.0199(4) Uani 1 1 d . . .
C17 C 0.5767(3) 0.50688(10) 0.38126(9) 0.0229(4) Uani 1 1 d . . .
H5 H 0.5849 0.5432 0.3475 0.027 Uiso 1 1 calc R . .
C18 C -0.1918(3) 0.40351(11) 0.27621(10) 0.0262(4) Uani 1 1 d . . .
H6 H -0.2910 0.4111 0.2418 0.031 Uiso 1 1 calc R . .
C19 C 0.7870(2) 0.69122(11) 0.22940(9) 0.0235(4) Uani 1 1 d . . .
H13 H 0.7210 0.7380 0.2373 0.028 Uiso 1 1 calc R . .
H14 H 0.8489 0.7012 0.1918 0.028 Uiso 1 1 calc R . .
C20 C 0.5072(2) 0.24599(11) 0.64959(9) 0.0215(4) Uani 1 1 d . . .
H15 H 0.5547 0.2364 0.6970 0.026 Uiso 1 1 calc R . .
H16 H 0.4677 0.2999 0.6449 0.026 Uiso 1 1 calc R . .
C21 C 0.4765(3) 0.68045(11) 0.10325(10) 0.0260(4) Uani 1 1 d . . .
H7 H 0.5731 0.7049 0.0886 0.031 Uiso 1 1 calc R . .
C22 C 0.3095(3) 0.68023(11) 0.06823(9) 0.0243(4) Uani 1 1 d . . .
H8 H 0.2762 0.7041 0.0262 0.029 Uiso 1 1 calc R . .
C23 C 0.4926(3) 0.64026(10) 0.16425(9) 0.0233(4) Uani 1 1 d . . .
C24 C 0.7172(3) 0.49658(11) 0.43093(10) 0.0256(4) Uani 1 1 d . . .
H9 H 0.8222 0.5257 0.4318 0.031 Uiso 1 1 calc R . .
C25 C -0.2019(3) 0.34984(11) 0.32742(10) 0.0263(4) Uani 1 1 d . . .
H10 H -0.3080 0.3217 0.3272 0.032 Uiso 1 1 calc R . .
C27 C 0.3518(2) 0.19445(10) 0.62736(9) 0.0189(4) Uani 1 1 d . . .
C28 C -0.0406(3) 0.44403(10) 0.27626(9) 0.0223(4) Uani 1 1 d . . .
H11 H -0.0360 0.4799 0.2418 0.027 Uiso 1 1 calc R . .
C29 C 0.1642(2) 0.09037(10) 0.62873(9) 0.0223(4) Uani 1 1 d . . .
H12 H 0.1178 0.0451 0.6448 0.027 Uiso 1 1 calc R . .
C30 C 0.2395(2) 0.31183(10) 0.47982(9) 0.0213(4) Uani 1 1 d . . .
C31 C 0.6543(2) 0.23299(10) 0.60891(9) 0.0211(4) Uani 1 1 d . . .
H17 H 0.6992 0.1801 0.6164 0.025 Uiso 1 1 calc R . .
H18 H 0.6035 0.2383 0.5612 0.025 Uiso 1 1 calc R . .
C32 C 0.8090(2) 0.28845(10) 0.62620(9) 0.0217(4) Uani 1 1 d . . .
H19 H 0.8808 0.2869 0.5906 0.026 Uiso 1 1 calc R . .
H20 H 0.7618 0.3410 0.6278 0.026 Uiso 1 1 calc R . .
C33 C 0.6594(3) 0.62528(12) 0.21261(11) 0.0320(5) Uani 1 1 d . . .
H21 H 0.7233 0.5831 0.1949 0.038 Uiso 1 1 calc R . .
H22 H 0.6261 0.6068 0.2544 0.038 Uiso 1 1 calc R . .
C34 C 0.9221(2) 0.67197(11) 0.29126(9) 0.0230(4) Uani 1 1 d . . .
H23 H 0.8596 0.6683 0.3294 0.028 Uiso 1 1 calc R . .
H24 H 0.9735 0.6211 0.2851 0.028 Uiso 1 1 calc R . .
C35 C 0.9285(2) 0.27086(11) 0.69213(9) 0.0239(4) Uani 1 1 d . . .
H25 H 0.8568 0.2712 0.7278 0.029 Uiso 1 1 calc R . .
H26 H 0.9790 0.2190 0.6903 0.029 Uiso 1 1 calc R . .
C36 C 0.3325(2) 0.61169(10) 0.17408(9) 0.0196(4) Uani 1 1 d . . .
Cl1 Cl -0.27036(8) 0.49356(4) 0.07631(3) 0.0496(2) Uani 1 1 d . . .
C37 C -0.4954(3) 0.48357(14) 0.03352(13) 0.0430(6) Uani 1 1 d . . .
H27 H -0.5298 0.4289 0.0304 0.052 Uiso 1 1 calc R . .
H28 H -0.5771 0.5111 0.0577 0.052 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C22 1.7147(19) . ?
S1 C36 1.7291(18) . ?
S2 C29 1.7048(18) . ?
S2 C11 1.7317(18) . ?
C3 C5 1.415(3) . ?
C3 C17 1.422(3) . ?
C3 C15 1.436(2) . ?
C4 C6 1.409(3) . ?
C4 C10 1.422(3) . ?
C4 C12 1.439(2) . ?
C5 C12 1.412(3) . ?
C5 C16 1.434(2) . ?
C6 C15 1.415(3) . ?
C6 C30 1.442(2) . ?
C1 C9 1.358(3) . ?
C1 C15 1.425(3) . ?
C1 H1 0.9500 . ?
C8 C16 1.194(3) . ?
C8 C36 1.420(2) . ?
C9 C24 1.429(3) . ?
C9 H2 0.9500 . ?
C10 C25 1.356(3) . ?
C10 H3 0.9500 . ?
C11 C27 1.381(3) . ?
C11 C14 1.416(2) . ?
C12 C28 1.423(3) . ?
C13 C29 1.357(3) . ?
C13 C27 1.420(2) . ?
C13 H4 0.9500 . ?
C14 C30 1.195(3) . ?
C17 C24 1.356(3) . ?
C17 H5 0.9500 . ?
C18 C28 1.359(3) . ?
C18 C25 1.421(3) . ?
C18 H6 0.9500 . ?
C19 C33 1.512(3) . ?
C19 C34 1.525(3) . ?
C19 H13 0.9900 . ?
C19 H14 0.9900 . ?
C20 C27 1.499(2) . ?
C20 C31 1.536(2) . ?
C20 H15 0.9900 . ?
C20 H16 0.9900 . ?
C21 C22 1.352(3) . ?
C21 C23 1.421(3) . ?
C21 H7 0.9500 . ?
C22 H8 0.9500 . ?
C23 C36 1.373(3) . ?
C23 C33 1.496(3) . ?
C24 H9 0.9500 . ?
C25 H10 0.9500 . ?
C28 H11 0.9500 . ?
C29 H12 0.9500 . ?
C31 C32 1.525(2) . ?
C31 H17 0.9900 . ?
C31 H18 0.9900 . ?
C32 C35 1.523(3) . ?
C32 H19 0.9900 . ?
C32 H20 0.9900 . ?
C33 H21 0.9900 . ?
C33 H22 0.9900 . ?
C34 C35 1.513(3) 3_766 ?
C34 H23 0.9900 . ?
C34 H24 0.9900 . ?
C35 C34 1.513(3) 3_766 ?
C35 H25 0.9900 . ?
C35 H26 0.9900 . ?
Cl1 C37 1.800(3) . ?
C37 C37 1.480(5) 3_465 ?
C37 H27 0.9900 . ?
C37 H28 0.9900 . ?

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
C22 S1 C36 91.08(9) . . ?
C29 S2 C11 91.70(9) . . ?
C5 C3 C17 121.95(16) . . ?
C5 C3 C15 119.41(17) . . ?
C17 C3 C15 118.63(17) . . ?
C6 C4 C10 122.12(16) . . ?
C6 C4 C12 119.51(17) . . ?
C10 C4 C12 118.36(17) . . ?
C12 C5 C3 120.96(16) . . ?
C12 C5 C16 119.82(16) . . ?
C3 C5 C16 119.20(17) . . ?
C4 C6 C15 120.96(16) . . ?
C4 C6 C30 119.46(17) . . ?
C15 C6 C30 119.58(17) . . ?
C9 C1 C15 121.37(17) . . ?
C9 C1 H1 119.3 . . ?
C15 C1 H1 119.3 . . ?
C16 C8 C36 176.3(2) . . ?
C1 C9 C24 120.27(18) . . ?
C1 C9 H2 119.9 . . ?
C24 C9 H2 119.9 . . ?
C25 C10 C4 121.56(17) . . ?
C25 C10 H3 119.2 . . ?
C4 C10 H3 119.2 . . ?
C27 C11 C14 128.07(17) . . ?
C27 C11 S2 111.37(13) . . ?
C14 C11 S2 120.56(13) . . ?
C5 C12 C28 122.29(16) . . ?
C5 C12 C4 119.53(17) . . ?
C28 C12 C4 118.17(17) . . ?
C29 C13 C27 113.59(16) . . ?
C29 C13 H4 123.2 . . ?
C27 C13 H4 123.2 . . ?
C30 C14 C11 178.41(19) . . ?
C6 C15 C1 122.15(16) . . ?
C6 C15 C3 119.60(17) . . ?
C1 C15 C3 118.25(17) . . ?
C8 C16 C5 176.63(19) . . ?
C24 C17 C3 121.45(17) . . ?
C24 C17 H5 119.3 . . ?
C3 C17 H5 119.3 . . ?
C28 C18 C25 120.19(18) . . ?
C28 C18 H6 119.9 . . ?
C25 C18 H6 119.9 . . ?
C33 C19 C34 109.70(16) . . ?
C33 C19 H13 109.7 . . ?
C34 C19 H13 109.7 . . ?
C33 C19 H14 109.7 . . ?
C34 C19 H14 109.7 . . ?
H13 C19 H14 108.2 . . ?
C27 C20 C31 111.56(14) . . ?
C27 C20 H15 109.3 . . ?
C31 C20 H15 109.3 . . ?
C27 C20 H16 109.3 . . ?
C31 C20 H16 109.3 . . ?
H15 C20 H16 108.0 . . ?
C22 C21 C23 113.05(17) . . ?
C22 C21 H7 123.5 . . ?
C23 C21 H7 123.5 . . ?
C21 C22 S1 112.38(14) . . ?
C21 C22 H8 123.8 . . ?
S1 C22 H8 123.8 . . ?
C36 C23 C21 111.70(17) . . ?
C36 C23 C33 121.36(17) . . ?
C21 C23 C33 126.88(18) . . ?
C17 C24 C9 120.02(18) . . ?
C17 C24 H9 120.0 . . ?
C9 C24 H9 120.0 . . ?
C10 C25 C18 120.21(18) . . ?
C10 C25 H10 119.9 . . ?
C18 C25 H10 119.9 . . ?
C11 C27 C13 111.34(16) . . ?
C11 C27 C20 122.80(16) . . ?
C13 C27 C20 125.81(16) . . ?
C18 C28 C12 121.51(17) . . ?
C18 C28 H11 119.2 . . ?
C12 C28 H11 119.2 . . ?
C13 C29 S2 112.00(14) . . ?
C13 C29 H12 124.0 . . ?
S2 C29 H12 124.0 . . ?
C14 C30 C6 177.25(19) . . ?
C32 C31 C20 113.36(15) . . ?
C32 C31 H17 108.9 . . ?
C20 C31 H17 108.9 . . ?
C32 C31 H18 108.9 . . ?
C20 C31 H18 108.9 . . ?
H17 C31 H18 107.7 . . ?
C35 C32 C31 113.46(15) . . ?
C35 C32 H19 108.9 . . ?
C31 C32 H19 108.9 . . ?
C35 C32 H20 108.9 . . ?
C31 C32 H20 108.9 . . ?
H19 C32 H20 107.7 . . ?
C23 C33 C19 117.39(16) . . ?
C23 C33 H21 108.0 . . ?
C19 C33 H21 108.0 . . ?
C23 C33 H22 108.0 . . ?
C19 C33 H22 108.0 . . ?
H21 C33 H22 107.2 . . ?
C35 C34 C19 114.59(16) 3_766 . ?
C35 C34 H23 108.6 3_766 . ?
C19 C34 H23 108.6 . . ?
C35 C34 H24 108.6 3_766 . ?
C19 C34 H24 108.6 . . ?
H23 C34 H24 107.6 . . ?
C34 C35 C32 112.21(16) 3_766 . ?
C34 C35 H25 109.2 3_766 . ?
C32 C35 H25 109.2 . . ?
C34 C35 H26 109.2 3_766 . ?
C32 C35 H26 109.2 . . ?
H25 C35 H26 107.9 . . ?
C23 C36 C8 126.67(17) . . ?
C23 C36 S1 111.77(13) . . ?
C8 C36 S1 121.45(14) . . ?
C37 C37 Cl1 107.3(2) 3_465 . ?
C37 C37 H27 110.3 3_465 . ?
Cl1 C37 H27 110.3 . . ?
C37 C37 H28 110.3 3_465 . ?
Cl1 C37 H28 110.3 . . ?
H27 C37 H28 108.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C17 C3 C5 C12 -178.02(16) . . . . ?
C15 C3 C5 C12 1.8(2) . . . . ?
C17 C3 C5 C16 3.7(3) . . . . ?
C15 C3 C5 C16 -176.49(15) . . . . ?
C10 C4 C6 C15 -179.40(16) . . . . ?
C12 C4 C6 C15 1.2(2) . . . . ?
C10 C4 C6 C30 1.1(3) . . . . ?
C12 C4 C6 C30 -178.34(15) . . . . ?
C15 C1 C9 C24 -0.5(3) . . . . ?
C6 C4 C10 C25 -179.43(17) . . . . ?
C12 C4 C10 C25 0.0(3) . . . . ?
C29 S2 C11 C27 0.11(14) . . . . ?
C29 S2 C11 C14 179.40(15) . . . . ?
C3 C5 C12 C28 178.87(16) . . . . ?
C16 C5 C12 C28 -2.8(3) . . . . ?
C3 C5 C12 C4 -1.4(2) . . . . ?
C16 C5 C12 C4 176.89(15) . . . . ?
C6 C4 C12 C5 -0.1(2) . . . . ?
C10 C4 C12 C5 -179.54(16) . . . . ?
C6 C4 C12 C28 179.64(15) . . . . ?
C10 C4 C12 C28 0.2(2) . . . . ?
C27 C11 C14 C30 94(8) . . . . ?
S2 C11 C14 C30 -85(8) . . . . ?
C4 C6 C15 C1 178.86(16) . . . . ?
C30 C6 C15 C1 -1.6(3) . . . . ?
C4 C6 C15 C3 -0.7(3) . . . . ?
C30 C6 C15 C3 178.74(15) . . . . ?
C9 C1 C15 C6 -178.88(17) . . . . ?
C9 C1 C15 C3 0.7(3) . . . . ?
C5 C3 C15 C6 -0.7(2) . . . . ?
C17 C3 C15 C6 179.11(16) . . . . ?
C5 C3 C15 C1 179.64(15) . . . . ?
C17 C3 C15 C1 -0.5(2) . . . . ?
C36 C8 C16 C5 -30(6) . . . . ?
C12 C5 C16 C8 -103(3) . . . . ?
C3 C5 C16 C8 76(3) . . . . ?
C5 C3 C17 C24 179.87(17) . . . . ?
C15 C3 C17 C24 0.0(3) . . . . ?
C23 C21 C22 S1 0.6(2) . . . . ?
C36 S1 C22 C21 0.17(16) . . . . ?
C22 C21 C23 C36 -1.3(2) . . . . ?
C22 C21 C23 C33 175.85(19) . . . . ?
C3 C17 C24 C9 0.3(3) . . . . ?
C1 C9 C24 C17 -0.1(3) . . . . ?
C4 C10 C25 C18 0.0(3) . . . . ?
C28 C18 C25 C10 -0.2(3) . . . . ?
C14 C11 C27 C13 -179.30(17) . . . . ?
S2 C11 C27 C13 -0.08(19) . . . . ?
C14 C11 C27 C20 -1.7(3) . . . . ?
S2 C11 C27 C20 177.54(13) . . . . ?
C29 C13 C27 C11 0.0(2) . . . . ?
C29 C13 C27 C20 -177.54(17) . . . . ?
C31 C20 C27 C11 -72.7(2) . . . . ?
C31 C20 C27 C13 104.6(2) . . . . ?
C25 C18 C28 C12 0.4(3) . . . . ?
C5 C12 C28 C18 179.33(17) . . . . ?
C4 C12 C28 C18 -0.4(3) . . . . ?
C27 C13 C29 S2 0.1(2) . . . . ?
C11 S2 C29 C13 -0.12(15) . . . . ?
C11 C14 C30 C6 -6(11) . . . . ?
C4 C6 C30 C14 107(4) . . . . ?
C15 C6 C30 C14 -72(4) . . . . ?
C27 C20 C31 C32 175.53(15) . . . . ?
C20 C31 C32 C35 74.4(2) . . . . ?
C36 C23 C33 C19 -138.1(2) . . . . ?
C21 C23 C33 C19 45.0(3) . . . . ?
C34 C19 C33 C23 165.36(18) . . . . ?
C33 C19 C34 C35 172.33(17) . . . 3_766 ?
C31 C32 C35 C34 -178.53(15) . . . 3_766 ?
C21 C23 C36 C8 177.48(17) . . . . ?
C33 C23 C36 C8 0.2(3) . . . . ?
C21 C23 C36 S1 1.4(2) . . . . ?
C33 C23 C36 S1 -175.93(15) . . . . ?
C16 C8 C36 C23 -37(3) . . . . ?
C16 C8 C36 S1 139(3) . . . . ?
C22 S1 C36 C23 -0.90(15) . . . . ?
C22 S1 C36 C8 -177.24(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.690
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.070
####################################################################### 
# 
# 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_1c_high_temp
_database_code_depnum_ccdc_archive 'CCDC 1013995'
_audit_update_record             
;
2014-07-15 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C66 H52 S4'
_chemical_formula_sum            'C66 H52 S4'
_chemical_formula_weight         973.31

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'
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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   21.430(5)
_cell_length_b                   5.2798(12)
_cell_length_c                   24.950(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.599(5)
_cell_angle_gamma                90
_cell_volume                     2624.8(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2480
_cell_measurement_theta_min      6.83
_cell_measurement_theta_max      96.87

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.969
_shelx_estimated_absorpt_T_min   0.590
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32019
_diffrn_reflns_av_unetI/netI     0.0676
_diffrn_reflns_av_R_equivalents  0.0824
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.415
_diffrn_reflns_theta_max         68.210
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4770
_reflns_number_gt                1565
_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       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1386P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4770
_refine_ls_number_parameters     316
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1559
_refine_ls_R_factor_gt           0.0801
_refine_ls_wR_factor_ref         0.2686
_refine_ls_wR_factor_gt          0.2251
_refine_ls_goodness_of_fit_ref   0.887
_refine_ls_restrained_S_all      0.901
_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
S1 S 0.54883(6) 0.0783(2) 0.21574(5) 0.1219(6) Uani 1 1 d . . . . .
C1 C 0.5304(2) 0.2732(8) 0.26297(19) 0.1048(14) Uani 1 1 d . . . . .
C2 C 0.4689(3) 0.2235(10) 0.2645(2) 0.1133(14) Uani 1 1 d . . . . .
C3 C 0.4362(3) 0.0257(10) 0.2261(2) 0.1254(16) Uani 1 1 d . . . . .
H1 H 0.3933 -0.0314 0.2210 0.151 Uiso 1 1 calc R U . . .
C4 C 0.4734(3) -0.0718(10) 0.1975(2) 0.1265(16) Uani 1 1 d . . . . .
H2 H 0.4596 -0.2043 0.1712 0.152 Uiso 1 1 calc R U . . .
C5 C 0.5764(2) 0.4624(10) 0.2971(2) 0.1096(14) Uani 1 1 d . . . . .
C6 C 0.6124(2) 0.6225(10) 0.3256(2) 0.1093(14) Uani 1 1 d . . . . .
C7 C 0.6556(2) 0.8219(9) 0.35961(19) 0.0985(13) Uani 1 1 d . . . . .
C8 C 0.6356(2) 0.9612(9) 0.3987(2) 0.1029(13) Uani 1 1 d . . . . .
C9 C 0.5749(3) 0.9144(10) 0.4079(2) 0.1252(16) Uani 1 1 d . . . . .
H3 H 0.5470 0.7843 0.3875 0.150 Uiso 1 1 calc R U . . .
C10 C 0.5563(3) 1.0515(14) 0.4451(3) 0.151(2) Uani 1 1 d . . . . .
H4 H 0.5163 1.0147 0.4500 0.181 Uiso 1 1 calc R U . . .
C11 C 0.5978(3) 1.2529(12) 0.4771(2) 0.1419(19) Uani 1 1 d . . . . .
H5 H 0.5849 1.3490 0.5026 0.170 Uiso 1 1 calc R U . . .
C12 C 0.6567(3) 1.3024(10) 0.4699(2) 0.1269(16) Uani 1 1 d . . . . .
H6 H 0.6835 1.4344 0.4907 0.152 Uiso 1 1 calc R U . . .
C13 C 0.6788(3) 1.1609(9) 0.43189(19) 0.1026(13) Uani 1 1 d . . . . .
C14 C 0.7402(2) 1.2120(9) 0.4255(2) 0.1009(13) Uani 1 1 d . . . . .
C15 C 0.7585(2) 1.0721(9) 0.38555(19) 0.0969(12) Uani 1 1 d . . . . .
C16 C 0.8200(3) 1.1167(10) 0.3768(2) 0.1143(14) Uani 1 1 d . . . . .
H7 H 0.8485 1.2445 0.3977 0.137 Uiso 1 1 calc R U . . .
C17 C 0.8378(3) 0.9796(12) 0.3393(2) 0.1260(16) Uani 1 1 d . . . . .
H8 H 0.8782 1.0140 0.3349 0.151 Uiso 1 1 calc R U . . .
C18 C 0.7961(3) 0.7839(10) 0.3067(2) 0.1255(16) Uani 1 1 d . . . . .
H9 H 0.8089 0.6891 0.2811 0.151 Uiso 1 1 calc R U . . .
C19 C 0.7375(3) 0.7363(9) 0.3133(2) 0.1143(15) Uani 1 1 d . . . . .
H10 H 0.7101 0.6075 0.2917 0.137 Uiso 1 1 calc R U . . .
C20 C 0.7163(2) 0.8764(9) 0.3522(2) 0.1030(13) Uani 1 1 d . . . . .
C21 C 0.7829(2) 1.4072(10) 0.4602(2) 0.1097(14) Uani 1 1 d . . . . .
C22 C 0.8212(3) 1.5600(10) 0.4886(2) 0.1098(14) Uani 1 1 d . . . . .
S2 S 0.94310(7) 1.7999(3) 0.52132(6) 0.1394(7) Uani 1 1 d . . . . .
C23 C 0.8652(2) 1.7513(9) 0.52357(19) 0.1027(13) Uani 1 1 d . . . . .
C24 C 0.8531(2) 1.9138(9) 0.5613(2) 0.1055(13) Uani 1 1 d . . . . .
C25 C 0.9078(3) 2.0779(9) 0.5879(2) 0.1166(15) Uani 1 1 d . . . . .
H11 H 0.9085 2.1991 0.6152 0.140 Uiso 1 1 calc R U . . .
C26 C 0.9581(3) 2.0405(10) 0.5696(2) 0.1298(17) Uani 1 1 d . . . . .
H12 H 0.9974 2.1359 0.5821 0.156 Uiso 1 1 calc R U . . .
C27 C 0.4400(3) 0.3717(11) 0.3006(2) 0.1418(18) Uani 1 1 d . . . . .
H13 H 0.4738 0.3823 0.3391 0.170 Uiso 1 1 calc R U . . .
H14 H 0.4320 0.5427 0.2853 0.170 Uiso 1 1 calc R U . . .
C28 C 0.3790(3) 0.2827(14) 0.3056(3) 0.188(3) Uani 1 1 d . . . . .
H15 H 0.3860 0.1114 0.3207 0.225 Uiso 1 1 calc R U . . .
H16 H 0.3440 0.2770 0.2675 0.225 Uiso 1 1 calc R U . . .
C29 C 0.3553(4) 0.4476(17) 0.3446(4) 0.264(4) Uani 1 1 d . U . . .
H17 H 0.3527 0.6223 0.3320 0.316 Uiso 1 1 calc R U . . .
H18 H 0.3881 0.4390 0.3837 0.316 Uiso 1 1 calc R U . . .
C30 C 0.2866(6) 0.367(2) 0.3448(6) 0.308(6) Uani 1 1 d . U . . .
H19 H 0.2712 0.5041 0.3627 0.370 Uiso 1 1 calc R U . . .
H20 H 0.2563 0.3614 0.3048 0.370 Uiso 1 1 calc R U . . .
C31 C 0.2774(5) 0.157(2) 0.3687(4) 0.266(5) Uani 1 1 d . U . . .
H21 H 0.3133 0.1400 0.4061 0.319 Uiso 1 1 calc R U . . .
H22 H 0.2808 0.0157 0.3451 0.319 Uiso 1 1 calc R U . . .
C32 C 0.2103(3) 0.139(2) 0.3769(3) 0.238(4) Uani 1 1 d . U . . .
H23 H 0.1877 0.3009 0.3654 0.286 Uiso 1 1 calc R U . . .
H24 H 0.1834 0.0136 0.3500 0.286 Uiso 1 1 calc R U . . .
C33 C 0.2095(3) 0.0849(15) 0.4267(3) 0.171(2) Uani 1 1 d . U . . .
H25 H 0.2403 0.2007 0.4540 0.205 Uiso 1 1 calc R U . . .
H26 H 0.2287 -0.0831 0.4363 0.205 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.704(5) . ?
S1 C1 1.716(5) . ?
C1 C2 1.359(5) . ?
C1 C5 1.441(6) . ?
C2 C3 1.415(6) . ?
C2 C27 1.489(7) . ?
C3 C4 1.353(6) . ?
C3 H1 0.9300 . ?
C4 H2 0.9300 . ?
C5 C6 1.188(6) . ?
C6 C7 1.452(6) . ?
C7 C8 1.408(6) . ?
C7 C20 1.408(6) . ?
C8 C9 1.425(6) . ?
C8 C13 1.446(6) . ?
C9 C10 1.348(7) . ?
C9 H3 0.9300 . ?
C10 C11 1.427(7) . ?
C10 H4 0.9300 . ?
C11 C12 1.365(6) . ?
C11 H5 0.9300 . ?
C12 C13 1.417(6) . ?
C12 H6 0.9300 . ?
C13 C14 1.410(6) . ?
C14 C15 1.407(6) . ?
C14 C21 1.438(6) . ?
C15 C20 1.423(6) . ?
C15 C16 1.432(6) . ?
C16 C17 1.344(6) . ?
C16 H7 0.9300 . ?
C17 C18 1.411(6) . ?
C17 H8 0.9300 . ?
C18 C19 1.349(6) . ?
C18 H9 0.9300 . ?
C19 C20 1.421(6) . ?
C19 H10 0.9300 . ?
C21 C22 1.182(6) . ?
C22 C23 1.436(6) . ?
S2 C26 1.699(5) . ?
S2 C23 1.711(5) . ?
C23 C24 1.367(6) . ?
C24 C25 1.412(6) . ?
C24 C33 1.478(7) 3_676 ?
C25 C26 1.331(6) . ?
C25 H11 0.9300 . ?
C26 H12 0.9300 . ?
C27 C28 1.437(7) . ?
C27 H13 0.9700 . ?
C27 H14 0.9700 . ?
C28 C29 1.527(8) . ?
C28 H15 0.9700 . ?
C28 H16 0.9700 . ?
C29 C30 1.532(11) . ?
C29 H17 0.9700 . ?
C29 H18 0.9700 . ?
C30 C31 1.309(12) . ?
C30 H19 0.9700 . ?
C30 H20 0.9700 . ?
C31 C32 1.526(10) . ?
C31 H21 0.9700 . ?
C31 H22 0.9700 . ?
C32 C33 1.283(8) . ?
C32 H23 0.9700 . ?
C32 H24 0.9700 . ?
C33 C24 1.478(7) 3_676 ?
C33 H25 0.9700 . ?
C33 H26 0.9700 . ?

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
C4 S1 C1 91.5(3) . . ?
C2 C1 C5 125.2(5) . . ?
C2 C1 S1 112.0(4) . . ?
C5 C1 S1 122.8(4) . . ?
C1 C2 C3 111.6(5) . . ?
C1 C2 C27 122.6(5) . . ?
C3 C2 C27 125.7(5) . . ?
C4 C3 C2 113.3(5) . . ?
C4 C3 H1 123.4 . . ?
C2 C3 H1 123.4 . . ?
C3 C4 S1 111.6(4) . . ?
C3 C4 H2 124.2 . . ?
S1 C4 H2 124.2 . . ?
C6 C5 C1 177.6(5) . . ?
C5 C6 C7 178.9(5) . . ?
C8 C7 C20 121.0(5) . . ?
C8 C7 C6 119.4(5) . . ?
C20 C7 C6 119.6(5) . . ?
C7 C8 C9 123.4(5) . . ?
C7 C8 C13 119.0(5) . . ?
C9 C8 C13 117.6(5) . . ?
C10 C9 C8 122.5(5) . . ?
C10 C9 H3 118.8 . . ?
C8 C9 H3 118.8 . . ?
C9 C10 C11 120.3(6) . . ?
C9 C10 H4 119.8 . . ?
C11 C10 H4 119.8 . . ?
C12 C11 C10 119.0(6) . . ?
C12 C11 H5 120.5 . . ?
C10 C11 H5 120.5 . . ?
C11 C12 C13 122.7(5) . . ?
C11 C12 H6 118.7 . . ?
C13 C12 H6 118.7 . . ?
C14 C13 C12 122.0(5) . . ?
C14 C13 C8 120.1(5) . . ?
C12 C13 C8 117.9(5) . . ?
C15 C14 C13 119.7(5) . . ?
C15 C14 C21 121.4(5) . . ?
C13 C14 C21 118.9(5) . . ?
C14 C15 C20 120.8(5) . . ?
C14 C15 C16 122.3(5) . . ?
C20 C15 C16 117.0(5) . . ?
C17 C16 C15 122.0(5) . . ?
C17 C16 H7 119.0 . . ?
C15 C16 H7 119.0 . . ?
C16 C17 C18 120.9(5) . . ?
C16 C17 H8 119.6 . . ?
C18 C17 H8 119.6 . . ?
C19 C18 C17 119.1(5) . . ?
C19 C18 H9 120.4 . . ?
C17 C18 H9 120.4 . . ?
C18 C19 C20 122.2(5) . . ?
C18 C19 H10 118.9 . . ?
C20 C19 H10 118.9 . . ?
C7 C20 C19 121.8(5) . . ?
C7 C20 C15 119.4(5) . . ?
C19 C20 C15 118.8(5) . . ?
C22 C21 C14 176.2(5) . . ?
C21 C22 C23 177.4(5) . . ?
C26 S2 C23 91.2(3) . . ?
C24 C23 C22 127.6(5) . . ?
C24 C23 S2 111.3(4) . . ?
C22 C23 S2 121.1(4) . . ?
C23 C24 C25 111.9(5) . . ?
C23 C24 C33 124.0(5) . 3_676 ?
C25 C24 C33 124.1(5) . 3_676 ?
C26 C25 C24 112.7(5) . . ?
C26 C25 H11 123.7 . . ?
C24 C25 H11 123.7 . . ?
C25 C26 S2 112.8(4) . . ?
C25 C26 H12 123.6 . . ?
S2 C26 H12 123.6 . . ?
C28 C27 C2 118.4(5) . . ?
C28 C27 H13 107.7 . . ?
C2 C27 H13 107.7 . . ?
C28 C27 H14 107.7 . . ?
C2 C27 H14 107.7 . . ?
H13 C27 H14 107.1 . . ?
C27 C28 C29 113.4(6) . . ?
C27 C28 H15 108.9 . . ?
C29 C28 H15 108.9 . . ?
C27 C28 H16 108.9 . . ?
C29 C28 H16 108.9 . . ?
H15 C28 H16 107.7 . . ?
C28 C29 C30 112.9(7) . . ?
C28 C29 H17 109.0 . . ?
C30 C29 H17 109.0 . . ?
C28 C29 H18 109.0 . . ?
C30 C29 H18 109.0 . . ?
H17 C29 H18 107.8 . . ?
C31 C30 C29 122.9(12) . . ?
C31 C30 H19 106.6 . . ?
C29 C30 H19 106.6 . . ?
C31 C30 H20 106.6 . . ?
C29 C30 H20 106.6 . . ?
H19 C30 H20 106.6 . . ?
C30 C31 C32 114.9(10) . . ?
C30 C31 H21 108.5 . . ?
C32 C31 H21 108.5 . . ?
C30 C31 H22 108.5 . . ?
C32 C31 H22 108.5 . . ?
H21 C31 H22 107.5 . . ?
C33 C32 C31 119.5(7) . . ?
C33 C32 H23 107.4 . . ?
C31 C32 H23 107.4 . . ?
C33 C32 H24 107.4 . . ?
C31 C32 H24 107.4 . . ?
H23 C32 H24 107.0 . . ?
C32 C33 C24 122.2(6) . 3_676 ?
C32 C33 H25 106.8 . . ?
C24 C33 H25 106.8 3_676 . ?
C32 C33 H26 106.8 . . ?
C24 C33 H26 106.8 3_676 . ?
H25 C33 H26 106.6 . . ?

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
C4 S1 C1 C2 0.1(3) . . . . ?
C4 S1 C1 C5 179.1(4) . . . . ?
C5 C1 C2 C3 -179.6(4) . . . . ?
S1 C1 C2 C3 -0.6(5) . . . . ?
C5 C1 C2 C27 3.0(7) . . . . ?
S1 C1 C2 C27 -178.0(4) . . . . ?
C1 C2 C3 C4 1.1(6) . . . . ?
C27 C2 C3 C4 178.3(5) . . . . ?
C2 C3 C4 S1 -1.0(6) . . . . ?
C1 S1 C4 C3 0.6(4) . . . . ?
C20 C7 C8 C9 180.0(4) . . . . ?
C6 C7 C8 C9 1.3(6) . . . . ?
C20 C7 C8 C13 -0.7(6) . . . . ?
C6 C7 C8 C13 -179.4(3) . . . . ?
C7 C8 C9 C10 -179.4(5) . . . . ?
C13 C8 C9 C10 1.3(7) . . . . ?
C8 C9 C10 C11 0.1(8) . . . . ?
C9 C10 C11 C12 -0.7(8) . . . . ?
C10 C11 C12 C13 -0.3(8) . . . . ?
C11 C12 C13 C14 -179.1(4) . . . . ?
C11 C12 C13 C8 1.7(7) . . . . ?
C7 C8 C13 C14 -0.7(6) . . . . ?
C9 C8 C13 C14 178.7(4) . . . . ?
C7 C8 C13 C12 178.5(4) . . . . ?
C9 C8 C13 C12 -2.1(6) . . . . ?
C12 C13 C14 C15 -177.6(4) . . . . ?
C8 C13 C14 C15 1.5(6) . . . . ?
C12 C13 C14 C21 2.5(6) . . . . ?
C8 C13 C14 C21 -178.3(3) . . . . ?
C13 C14 C15 C20 -1.0(6) . . . . ?
C21 C14 C15 C20 178.9(3) . . . . ?
C13 C14 C15 C16 179.5(4) . . . . ?
C21 C14 C15 C16 -0.6(6) . . . . ?
C14 C15 C16 C17 178.8(4) . . . . ?
C20 C15 C16 C17 -0.7(6) . . . . ?
C15 C16 C17 C18 0.1(7) . . . . ?
C16 C17 C18 C19 0.4(7) . . . . ?
C17 C18 C19 C20 -0.1(7) . . . . ?
C8 C7 C20 C19 179.4(4) . . . . ?
C6 C7 C20 C19 -1.8(6) . . . . ?
C8 C7 C20 C15 1.2(6) . . . . ?
C6 C7 C20 C15 180.0(3) . . . . ?
C18 C19 C20 C7 -178.7(4) . . . . ?
C18 C19 C20 C15 -0.5(6) . . . . ?
C14 C15 C20 C7 -0.4(6) . . . . ?
C16 C15 C20 C7 179.1(4) . . . . ?
C14 C15 C20 C19 -178.6(4) . . . . ?
C16 C15 C20 C19 0.9(5) . . . . ?
C26 S2 C23 C24 -1.1(3) . . . . ?
C26 S2 C23 C22 178.8(4) . . . . ?
C22 C23 C24 C25 -179.6(4) . . . . ?
S2 C23 C24 C25 0.3(5) . . . . ?
C22 C23 C24 C33 1.2(7) . . . 3_676 ?
S2 C23 C24 C33 -179.0(4) . . . 3_676 ?
C23 C24 C25 C26 1.0(6) . . . . ?
C33 C24 C25 C26 -179.7(5) 3_676 . . . ?
C24 C25 C26 S2 -1.9(6) . . . . ?
C23 S2 C26 C25 1.7(4) . . . . ?
C1 C2 C27 C28 -171.3(5) . . . . ?
C3 C2 C27 C28 11.8(8) . . . . ?
C2 C27 C28 C29 178.9(6) . . . . ?
C27 C28 C29 C30 174.1(8) . . . . ?
C28 C29 C30 C31 70.2(15) . . . . ?
C29 C30 C31 C32 166.4(8) . . . . ?
C30 C31 C32 C33 -127.8(13) . . . . ?
C31 C32 C33 C24 174.7(8) . . . 3_676 ?

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.052

_shelxl_version_number           2013-4



# start Validation Reply Form
_vrf_PUBL024_GLOBAL              
;
PROBLEM: The number of authors is greater than 5.
RESPONSE: C.-M. Chou performed the experiments. S. Saito and D. Hashizume performed the X-ray diffraction analysis. S. Nobusue measured the differential scanning calorimetry. D. Inoue performed the SEM measurements. S. Yamaguchi designed the experiments.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_1c_low_temp
_database_code_depnum_ccdc_archive 'CCDC 1013996'
_audit_update_record             
;
2014-07-15 deposited with the CCDC.
2015-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C66 H52 S4'
_chemical_formula_sum            'C66 H52 S4'
_chemical_formula_weight         973.31

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'
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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   20.0834(7)
_cell_length_b                   5.2324(2)
_cell_length_c                   24.6005(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.0185(15)
_cell_angle_gamma                90
_cell_volume                     2444.01(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.115
_shelx_estimated_absorpt_T_min   0.569
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8374
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (RIGAKU 1995)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41213
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.452
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4430
_reflns_number_gt                3188
_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       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0949P)²+1.5332P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4430
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.1873
_refine_ls_wR_factor_gt          0.1681
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
S1 S 0.52495(5) 1.44723(16) 0.20349(4) 0.0508(3) Uani 1 1 d . . . . .
S2 S 0.93874(5) -0.27290(18) 0.52026(4) 0.0568(3) Uani 1 1 d . . . . .
C1 C 0.61640(17) 0.5506(6) 0.38485(13) 0.0442(7) Uani 1 1 d . . . . .
C2 C 0.44288(17) 1.2590(6) 0.25539(14) 0.0479(8) Uani 1 1 d . . . . .
C3 C 0.83306(17) -0.4082(6) 0.55123(14) 0.0461(8) Uani 1 1 d . . . . .
C4 C 0.65857(17) 0.3454(6) 0.41728(13) 0.0446(7) Uani 1 1 d . . . . .
C5 C 0.73752(18) 0.7998(7) 0.30823(14) 0.0490(8) Uani 1 1 d . . . . .
H1 H 0.7095 0.9326 0.2857 0.059 Uiso 1 1 calc R U . . .
C6 C 0.56096(17) 1.0544(6) 0.28410(14) 0.0459(8) Uani 1 1 d . . . . .
C7 C 0.64221(17) 0.6980(6) 0.34754(13) 0.0444(8) Uani 1 1 d . . . . .
C8 C 0.75278(17) 0.4505(6) 0.37742(13) 0.0452(8) Uani 1 1 d . . . . .
C9 C 0.82074(17) 0.4101(7) 0.37264(14) 0.0498(8) Uani 1 1 d . . . . .
H2 H 0.8497 0.2775 0.3944 0.060 Uiso 1 1 calc R U . . .
C10 C 0.72681(17) 0.3010(6) 0.41392(13) 0.0442(7) Uani 1 1 d . . . . .
C11 C 0.80285(18) 0.7579(7) 0.30532(15) 0.0527(8) Uani 1 1 d . . . . .
H3 H 0.8204 0.8630 0.2816 0.063 Uiso 1 1 calc R U . . .
C12 C 0.76075(18) -0.4194(6) 0.55638(16) 0.0520(8) Uani 1 1 d . . . . .
H4 H 0.7554 -0.5852 0.5739 0.062 Uiso 1 1 calc R U . . .
H5 H 0.7258 -0.4148 0.5172 0.062 Uiso 1 1 calc R U . . .
C13 C 0.59865(17) 0.8962(6) 0.31329(14) 0.0463(8) Uani 1 1 d . . . . .
C14 C 0.70987(17) 0.6511(6) 0.34390(13) 0.0452(7) Uani 1 1 d . . . . .
C15 C 0.33985(17) 1.0897(7) 0.28588(15) 0.0520(8) Uani 1 1 d . . . . .
H6 H 0.3235 1.2626 0.2920 0.062 Uiso 1 1 calc R U . . .
H7 H 0.3147 1.0397 0.2456 0.062 Uiso 1 1 calc R U . . .
C16 C 0.77066(17) 0.1068(6) 0.44905(14) 0.0468(8) Uani 1 1 d . . . . .
C17 C 0.80827(18) -0.0480(6) 0.48001(14) 0.0473(8) Uani 1 1 d . . . . .
C18 C 0.63073(17) 0.1958(7) 0.45294(14) 0.0495(8) Uani 1 1 d . . . . .
H8 H 0.6575 0.0570 0.4739 0.059 Uiso 1 1 calc R U . . .
C19 C 0.50978(17) 1.2318(6) 0.25155(13) 0.0450(8) Uani 1 1 d . . . . .
C20 C 0.85180(17) -0.2353(6) 0.51635(14) 0.0457(8) Uani 1 1 d . . . . .
C21 C 0.44261(19) 1.5734(6) 0.18896(15) 0.0536(9) Uani 1 1 d . . . . .
H9 H 0.4249 1.7096 0.1627 0.064 Uiso 1 1 calc R U . . .
C22 C 0.84509(18) 0.5571(7) 0.33768(15) 0.0540(9) Uani 1 1 d . . . . .
H10 H 0.8904 0.5256 0.3349 0.065 Uiso 1 1 calc R U . . .
C23 C 0.74358(18) -0.2067(6) 0.59164(15) 0.0506(8) Uani 1 1 d . . . . .
H11 H 0.7551 -0.0403 0.5778 0.061 Uiso 1 1 calc R U . . .
H12 H 0.7736 -0.2262 0.6323 0.061 Uiso 1 1 calc R U . . .
C24 C 0.40521(18) 1.4583(6) 0.21897(15) 0.0518(8) Uani 1 1 d . . . . .
H13 H 0.3585 1.5059 0.2160 0.062 Uiso 1 1 calc R U . . .
C25 C 0.52586(18) 0.4543(7) 0.42737(15) 0.0529(9) Uani 1 1 d . . . . .
H14 H 0.4817 0.4927 0.4318 0.063 Uiso 1 1 calc R U . . .
C26 C 0.56636(18) 0.2473(7) 0.45768(15) 0.0530(8) Uani 1 1 d . . . . .
H15 H 0.5486 0.1435 0.4815 0.064 Uiso 1 1 calc R U . . .
C27 C 0.55009(17) 0.5986(7) 0.39179(14) 0.0499(8) Uani 1 1 d . . . . .
H16 H 0.5219 0.7351 0.3711 0.060 Uiso 1 1 calc R U . . .
C28 C 0.66651(17) -0.2048(6) 0.58852(15) 0.0496(8) Uani 1 1 d . . . . .
H17 H 0.6585 -0.3480 0.6120 0.060 Uiso 1 1 calc R U . . .
H18 H 0.6367 -0.2349 0.5482 0.060 Uiso 1 1 calc R U . . .
C29 C 0.88944(18) -0.5724(6) 0.57987(14) 0.0502(8) Uani 1 1 d . . . . .
H19 H 0.8860 -0.7039 0.6054 0.060 Uiso 1 1 calc R U . . .
C30 C 0.64312(18) 0.0449(7) 0.60955(15) 0.0522(8) Uani 1 1 d . . . . .
H20 H 0.6536 0.1888 0.5875 0.063 Uiso 1 1 calc R U . . .
H21 H 0.5915 0.0394 0.6011 0.063 Uiso 1 1 calc R U . . .
C31 C 0.94945(19) -0.5228(7) 0.56709(15) 0.0557(9) Uani 1 1 d . . . . .
H22 H 0.9921 -0.6161 0.5824 0.067 Uiso 1 1 calc R U . . .
C32 C 0.41866(17) 1.0977(7) 0.29560(15) 0.0537(9) Uani 1 1 d . . . . .
H23 H 0.4425 1.1595 0.3352 0.064 Uiso 1 1 calc R U . . .
H24 H 0.4349 0.9205 0.2934 0.064 Uiso 1 1 calc R U . . .
C33 C 0.32177(18) 0.9022(7) 0.32616(15) 0.0550(9) Uani 1 1 d . . . . .
H25 H 0.3353 0.7284 0.3178 0.066 Uiso 1 1 calc R U . . .
H26 H 0.2701 0.9029 0.3176 0.066 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C21 1.707(4) . ?
S1 C19 1.731(3) . ?
S2 C31 1.709(4) . ?
S2 C20 1.728(3) . ?
C1 C27 1.419(5) . ?
C1 C7 1.419(5) . ?
C1 C4 1.438(4) . ?
C2 C19 1.385(5) . ?
C2 C24 1.422(4) . ?
C2 C32 1.497(5) . ?
C3 C20 1.381(5) . ?
C3 C29 1.413(4) . ?
C3 C12 1.499(5) . ?
C4 C10 1.419(4) . ?
C4 C18 1.419(5) . ?
C5 C11 1.355(5) . ?
C5 C14 1.415(5) . ?
C5 H1 0.9500 . ?
C6 C13 1.192(4) . ?
C6 C19 1.422(4) . ?
C7 C14 1.412(4) . ?
C7 C13 1.439(4) . ?
C8 C10 1.413(5) . ?
C8 C9 1.423(5) . ?
C8 C14 1.435(4) . ?
C9 C22 1.358(5) . ?
C9 H2 0.9500 . ?
C10 C16 1.435(4) . ?
C11 C22 1.420(5) . ?
C11 H3 0.9500 . ?
C12 C23 1.518(4) . ?
C12 H4 0.9900 . ?
C12 H5 0.9900 . ?
C15 C33 1.520(5) . ?
C15 C32 1.522(5) . ?
C15 H6 0.9900 . ?
C15 H7 0.9900 . ?
C16 C17 1.197(4) . ?
C17 C20 1.419(4) . ?
C18 C26 1.362(5) . ?
C18 H8 0.9500 . ?
C21 C24 1.354(5) . ?
C21 H9 0.9500 . ?
C22 H10 0.9500 . ?
C23 C28 1.524(5) . ?
C23 H11 0.9900 . ?
C23 H12 0.9900 . ?
C24 H13 0.9500 . ?
C25 C27 1.360(5) . ?
C25 C26 1.412(5) . ?
C25 H14 0.9500 . ?
C26 H15 0.9500 . ?
C27 H16 0.9500 . ?
C28 C30 1.534(5) . ?
C28 H17 0.9900 . ?
C28 H18 0.9900 . ?
C29 C31 1.366(5) . ?
C29 H19 0.9500 . ?
C30 C33 1.533(5) 3_666 ?
C30 H20 0.9900 . ?
C30 H21 0.9900 . ?
C31 H22 0.9500 . ?
C32 H23 0.9900 . ?
C32 H24 0.9900 . ?
C33 C30 1.533(5) 3_666 ?
C33 H25 0.9900 . ?
C33 H26 0.9900 . ?

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
C21 S1 C19 91.19(17) . . ?
C31 S2 C20 91.58(17) . . ?
C27 C1 C7 122.4(3) . . ?
C27 C1 C4 118.1(3) . . ?
C7 C1 C4 119.4(3) . . ?
C19 C2 C24 111.2(3) . . ?
C19 C2 C32 121.3(3) . . ?
C24 C2 C32 127.5(3) . . ?
C20 C3 C29 111.8(3) . . ?
C20 C3 C12 123.1(3) . . ?
C29 C3 C12 125.1(3) . . ?
C10 C4 C18 121.9(3) . . ?
C10 C4 C1 119.7(3) . . ?
C18 C4 C1 118.4(3) . . ?
C11 C5 C14 121.8(3) . . ?
C11 C5 H1 119.1 . . ?
C14 C5 H1 119.1 . . ?
C13 C6 C19 173.4(4) . . ?
C14 C7 C1 120.6(3) . . ?
C14 C7 C13 120.1(3) . . ?
C1 C7 C13 119.3(3) . . ?
C10 C8 C9 122.2(3) . . ?
C10 C8 C14 119.5(3) . . ?
C9 C8 C14 118.3(3) . . ?
C22 C9 C8 121.4(3) . . ?
C22 C9 H2 119.3 . . ?
C8 C9 H2 119.3 . . ?
C8 C10 C4 120.7(3) . . ?
C8 C10 C16 119.6(3) . . ?
C4 C10 C16 119.7(3) . . ?
C5 C11 C22 120.1(3) . . ?
C5 C11 H3 119.9 . . ?
C22 C11 H3 119.9 . . ?
C3 C12 C23 115.2(3) . . ?
C3 C12 H4 108.5 . . ?
C23 C12 H4 108.5 . . ?
C3 C12 H5 108.5 . . ?
C23 C12 H5 108.5 . . ?
H4 C12 H5 107.5 . . ?
C6 C13 C7 177.9(4) . . ?
C7 C14 C5 121.6(3) . . ?
C7 C14 C8 120.0(3) . . ?
C5 C14 C8 118.3(3) . . ?
C33 C15 C32 111.9(3) . . ?
C33 C15 H6 109.2 . . ?
C32 C15 H6 109.2 . . ?
C33 C15 H7 109.2 . . ?
C32 C15 H7 109.2 . . ?
H6 C15 H7 107.9 . . ?
C17 C16 C10 177.4(4) . . ?
C16 C17 C20 178.9(4) . . ?
C26 C18 C4 121.3(3) . . ?
C26 C18 H8 119.3 . . ?
C4 C18 H8 119.3 . . ?
C2 C19 C6 124.6(3) . . ?
C2 C19 S1 111.7(2) . . ?
C6 C19 S1 123.6(3) . . ?
C3 C20 C17 127.4(3) . . ?
C3 C20 S2 111.5(2) . . ?
C17 C20 S2 121.2(3) . . ?
C24 C21 S1 112.7(3) . . ?
C24 C21 H9 123.7 . . ?
S1 C21 H9 123.7 . . ?
C9 C22 C11 120.1(3) . . ?
C9 C22 H10 120.0 . . ?
C11 C22 H10 120.0 . . ?
C12 C23 C28 113.1(3) . . ?
C12 C23 H11 109.0 . . ?
C28 C23 H11 109.0 . . ?
C12 C23 H12 109.0 . . ?
C28 C23 H12 109.0 . . ?
H11 C23 H12 107.8 . . ?
C21 C24 C2 113.2(3) . . ?
C21 C24 H13 123.4 . . ?
C2 C24 H13 123.4 . . ?
C27 C25 C26 120.0(3) . . ?
C27 C25 H14 120.0 . . ?
C26 C25 H14 120.0 . . ?
C18 C26 C25 120.4(3) . . ?
C18 C26 H15 119.8 . . ?
C25 C26 H15 119.8 . . ?
C25 C27 C1 121.7(3) . . ?
C25 C27 H16 119.1 . . ?
C1 C27 H16 119.1 . . ?
C23 C28 C30 114.0(3) . . ?
C23 C28 H17 108.8 . . ?
C30 C28 H17 108.8 . . ?
C23 C28 H18 108.8 . . ?
C30 C28 H18 108.8 . . ?
H17 C28 H18 107.7 . . ?
C31 C29 C3 113.2(3) . . ?
C31 C29 H19 123.4 . . ?
C3 C29 H19 123.4 . . ?
C33 C30 C28 114.4(3) 3_666 . ?
C33 C30 H20 108.7 3_666 . ?
C28 C30 H20 108.7 . . ?
C33 C30 H21 108.7 3_666 . ?
C28 C30 H21 108.7 . . ?
H20 C30 H21 107.6 . . ?
C29 C31 S2 111.9(3) . . ?
C29 C31 H22 124.0 . . ?
S2 C31 H22 124.0 . . ?
C2 C32 C15 117.2(3) . . ?
C2 C32 H23 108.0 . . ?
C15 C32 H23 108.0 . . ?
C2 C32 H24 108.0 . . ?
C15 C32 H24 108.0 . . ?
H23 C32 H24 107.2 . . ?
C15 C33 C30 115.4(3) . 3_666 ?
C15 C33 H25 108.4 . . ?
C30 C33 H25 108.4 3_666 . ?
C15 C33 H26 108.4 . . ?
C30 C33 H26 108.4 3_666 . ?
H25 C33 H26 107.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C27 C1 C4 C10 -176.5(3) . . . . ?
C7 C1 C4 C10 3.2(4) . . . . ?
C27 C1 C4 C18 2.2(4) . . . . ?
C7 C1 C4 C18 -178.1(3) . . . . ?
C27 C1 C7 C14 177.1(3) . . . . ?
C4 C1 C7 C14 -2.6(4) . . . . ?
C27 C1 C7 C13 -2.9(5) . . . . ?
C4 C1 C7 C13 177.4(3) . . . . ?
C10 C8 C9 C22 -179.5(3) . . . . ?
C14 C8 C9 C22 0.4(5) . . . . ?
C9 C8 C10 C4 -179.5(3) . . . . ?
C14 C8 C10 C4 0.7(5) . . . . ?
C9 C8 C10 C16 2.1(5) . . . . ?
C14 C8 C10 C16 -177.7(3) . . . . ?
C18 C4 C10 C8 179.1(3) . . . . ?
C1 C4 C10 C8 -2.3(5) . . . . ?
C18 C4 C10 C16 -2.6(5) . . . . ?
C1 C4 C10 C16 176.0(3) . . . . ?
C14 C5 C11 C22 1.3(5) . . . . ?
C20 C3 C12 C23 -74.8(4) . . . . ?
C29 C3 C12 C23 106.5(4) . . . . ?
C1 C7 C14 C5 -178.3(3) . . . . ?
C13 C7 C14 C5 1.8(5) . . . . ?
C1 C7 C14 C8 1.0(5) . . . . ?
C13 C7 C14 C8 -179.0(3) . . . . ?
C11 C5 C14 C7 179.0(3) . . . . ?
C11 C5 C14 C8 -0.3(5) . . . . ?
C10 C8 C14 C7 0.0(5) . . . . ?
C9 C8 C14 C7 -179.8(3) . . . . ?
C10 C8 C14 C5 179.3(3) . . . . ?
C9 C8 C14 C5 -0.6(4) . . . . ?
C10 C4 C18 C26 177.2(3) . . . . ?
C1 C4 C18 C26 -1.5(5) . . . . ?
C24 C2 C19 C6 177.9(3) . . . . ?
C32 C2 C19 C6 0.0(5) . . . . ?
C24 C2 C19 S1 -0.4(4) . . . . ?
C32 C2 C19 S1 -178.3(2) . . . . ?
C21 S1 C19 C2 0.3(3) . . . . ?
C21 S1 C19 C6 -178.1(3) . . . . ?
C29 C3 C20 C17 177.9(3) . . . . ?
C12 C3 C20 C17 -1.0(5) . . . . ?
C29 C3 C20 S2 -1.1(4) . . . . ?
C12 C3 C20 S2 180.0(2) . . . . ?
C31 S2 C20 C3 1.2(3) . . . . ?
C31 S2 C20 C17 -177.9(3) . . . . ?
C19 S1 C21 C24 0.0(3) . . . . ?
C8 C9 C22 C11 0.6(5) . . . . ?
C5 C11 C22 C9 -1.5(5) . . . . ?
C3 C12 C23 C28 171.8(3) . . . . ?
S1 C21 C24 C2 -0.2(4) . . . . ?
C19 C2 C24 C21 0.4(4) . . . . ?
C32 C2 C24 C21 178.1(3) . . . . ?
C4 C18 C26 C25 -0.6(5) . . . . ?
C27 C25 C26 C18 2.1(5) . . . . ?
C26 C25 C27 C1 -1.3(5) . . . . ?
C7 C1 C27 C25 179.5(3) . . . . ?
C4 C1 C27 C25 -0.9(5) . . . . ?
C12 C23 C28 C30 -164.3(3) . . . . ?
C20 C3 C29 C31 0.4(4) . . . . ?
C12 C3 C29 C31 179.3(3) . . . . ?
C23 C28 C30 C33 -66.1(4) . . . 3_666 ?
C3 C29 C31 S2 0.5(4) . . . . ?
C20 S2 C31 C29 -1.0(3) . . . . ?
C19 C2 C32 C15 -164.2(3) . . . . ?
C24 C2 C32 C15 18.3(5) . . . . ?
C33 C15 C32 C2 175.1(3) . . . . ?
C32 C15 C33 C30 59.0(4) . . . 3_666 ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.062

_shelxl_version_number           2013-4



# start Validation Reply Form
_vrf_PUBL024_GLOBAL              
;
PROBLEM: The number of authors is greater than 5.
RESPONSE: C.-M. Chou performed the experiments. S. Saito and D. Hashizume performed the X-ray diffraction analysis. S. Nobusue measured the differential scanning calorimetry. D. Inoue performed the SEM measurements. S. Yamaguchi designed the experiments.
;
# end Validation Reply Form
