# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_jb_away_cr781
_audit_block_doi                 10.5517/cc13gr7k
_database_code_depnum_ccdc_archive 'CCDC 1027068'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/am5075908 2015
_audit_update_record             
;
2014-09-30 deposited with the CCDC.
2016-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 2,7-dioctyloxy-[1]benzothieno[3,2,b]benzothiophene
;
_chemical_name_common            ?
_chemical_melting_point          445
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H40 O2 S2'
_chemical_formula_weight         496.74

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.5225(4)
_cell_length_b                   8.0712(4)
_cell_length_c                   31.0578(15)
_cell_angle_alpha                94.482(4)
_cell_angle_beta                 92.994(5)
_cell_angle_gamma                105.696(5)
_cell_volume                     1324.76(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4113
_cell_measurement_theta_min      3.0509
_cell_measurement_theta_max      28.7153


_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_min  0.88965
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10939
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0914
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         27.00
_reflns_number_total             5633
_reflns_number_gt                4012
_reflns_threshold_expression     I>2σ(I)

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

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(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)+(0.0296P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5633
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1040
_refine_ls_wR_factor_gt          0.0918
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.002
_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 0.38261(10) 0.15821(7) 0.669713(17) 0.01539(15) Uani 1 1 d . . .
S2 S -0.32765(10) -0.18345(7) 0.630903(17) 0.01591(15) Uani 1 1 d . . .
O1 O 0.1787(3) 0.2736(2) 0.83036(4) 0.0195(4) Uani 1 1 d . . .
O2 O -0.1475(3) -0.35096(19) 0.47562(4) 0.0189(4) Uani 1 1 d . . .
C1 C 0.1310(4) 0.0156(3) 0.63843(6) 0.0125(5) Uani 1 1 d . . .
C2 C -0.0779(4) -0.0370(3) 0.66129(6) 0.0128(5) Uani 1 1 d . . .
C3 C -0.0423(4) 0.0353(3) 0.70566(6) 0.0135(5) Uani 1 1 d . . .
C4 C 0.2029(4) 0.1460(3) 0.71472(6) 0.0127(5) Uani 1 1 d . . .
C5 C 0.2889(4) 0.2306(3) 0.75612(6) 0.0149(5) Uani 1 1 d . . .
H5 H 0.4551 0.3048 0.7619 0.018 Uiso 1 1 calc R . .
C6 C 0.1216(4) 0.2014(3) 0.78814(7) 0.0161(5) Uani 1 1 d . . .
C7 C -0.1233(4) 0.0919(3) 0.77985(7) 0.0173(5) Uani 1 1 d . . .
H7 H -0.2334 0.0740 0.8026 0.021 Uiso 1 1 calc R . .
C8 C -0.2066(4) 0.0095(3) 0.73900(6) 0.0155(5) Uani 1 1 d . . .
H8 H -0.3736 -0.0638 0.7335 0.019 Uiso 1 1 calc R . .
C9 C 0.0985(4) -0.0618(3) 0.59433(6) 0.0118(5) Uani 1 1 d . . .
C10 C -0.1467(4) -0.1758(3) 0.58595(6) 0.0124(5) Uani 1 1 d . . .
C11 C -0.2260(4) -0.2706(3) 0.54600(6) 0.0143(5) Uani 1 1 d . . .
H11 H -0.3915 -0.3464 0.5408 0.017 Uiso 1 1 calc R . .
C12 C -0.0581(4) -0.2519(3) 0.51396(6) 0.0145(5) Uani 1 1 d . . .
C13 C 0.1847(4) -0.1390(3) 0.52153(6) 0.0164(5) Uani 1 1 d . . .
H13 H 0.2975 -0.1273 0.4992 0.020 Uiso 1 1 calc R . .
C14 C 0.2618(4) -0.0445(3) 0.56131(6) 0.0149(5) Uani 1 1 d . . .
H14 H 0.4267 0.0324 0.5661 0.018 Uiso 1 1 calc R . .
C15 C 0.4282(4) 0.3834(3) 0.84166(7) 0.0189(5) Uani 1 1 d . . .
H15A H 0.4617 0.4843 0.8245 0.023 Uiso 1 1 calc R . .
H15B H 0.5545 0.3194 0.8358 0.023 Uiso 1 1 calc R . .
C16 C 0.4434(4) 0.4421(3) 0.88935(6) 0.0190(5) Uani 1 1 d . . .
H16A H 0.4041 0.3394 0.9059 0.023 Uiso 1 1 calc R . .
H16B H 0.3147 0.5047 0.8946 0.023 Uiso 1 1 calc R . .
C17 C 0.7019(4) 0.5594(3) 0.90589(6) 0.0200(5) Uani 1 1 d . . .
H17A H 0.7381 0.6643 0.8901 0.024 Uiso 1 1 calc R . .
H17B H 0.8312 0.4985 0.8996 0.024 Uiso 1 1 calc R . .
C18 C 0.7220(4) 0.6133(3) 0.95428(6) 0.0198(5) Uani 1 1 d . . .
H18A H 0.6755 0.5079 0.9698 0.024 Uiso 1 1 calc R . .
H18B H 0.5983 0.6793 0.9602 0.024 Uiso 1 1 calc R . .
C19 C 0.9835(4) 0.7231(3) 0.97242(6) 0.0207(5) Uani 1 1 d . . .
H19A H 1.1086 0.6585 0.9661 0.025 Uiso 1 1 calc R . .
H19B H 1.0290 0.8304 0.9576 0.025 Uiso 1 1 calc R . .
C20 C 0.9972(4) 0.7709(3) 1.02111(7) 0.0207(5) Uani 1 1 d . . .
H20A H 0.8722 0.8358 1.0272 0.025 Uiso 1 1 calc R . .
H20B H 0.9491 0.6633 1.0357 0.025 Uiso 1 1 calc R . .
C21 C 1.2558(4) 0.8792(3) 1.04047(7) 0.0242(6) Uani 1 1 d . . .
H21A H 1.3047 0.9872 1.0261 0.029 Uiso 1 1 calc R . .
H21B H 1.3814 0.8145 1.0347 0.029 Uiso 1 1 calc R . .
C22 C 1.2614(5) 0.9247(3) 1.08924(7) 0.0341(7) Uani 1 1 d . . .
H22A H 1.1449 0.9948 1.0950 0.051 Uiso 1 1 calc R . .
H22B H 1.4327 0.9902 1.1003 0.051 Uiso 1 1 calc R . .
H22C H 1.2102 0.8182 1.1036 0.051 Uiso 1 1 calc R . .
C23 C 0.0188(4) -0.3363(3) 0.44101(6) 0.0155(5) Uani 1 1 d . . .
H23A H 0.1722 -0.3697 0.4500 0.019 Uiso 1 1 calc R . .
H23B H 0.0703 -0.2156 0.4333 0.019 Uiso 1 1 calc R . .
C24 C -0.1234(4) -0.4553(3) 0.40281(6) 0.0157(5) Uani 1 1 d . . .
H24A H -0.2841 -0.4272 0.3960 0.019 Uiso 1 1 calc R . .
H24B H -0.1647 -0.5760 0.4105 0.019 Uiso 1 1 calc R . .
C25 C 0.0277(4) -0.4406(3) 0.36279(6) 0.0163(5) Uani 1 1 d . . .
H25A H 0.0675 -0.3201 0.3550 0.020 Uiso 1 1 calc R . .
H25B H 0.1891 -0.4675 0.3697 0.020 Uiso 1 1 calc R . .
C26 C -0.1148(4) -0.5622(3) 0.32420(6) 0.0159(5) Uani 1 1 d . . .
H26A H -0.1520 -0.6823 0.3323 0.019 Uiso 1 1 calc R . .
H26B H -0.2781 -0.5367 0.3182 0.019 Uiso 1 1 calc R . .
C27 C 0.0212(4) -0.5526(3) 0.28273(6) 0.0169(5) Uani 1 1 d . . .
H27A H 0.1804 -0.5848 0.2877 0.020 Uiso 1 1 calc R . .
H27B H 0.0645 -0.4323 0.2747 0.020 Uiso 1 1 calc R . .
C28 C -0.1419(4) -0.6732(3) 0.24561(6) 0.0172(5) Uani 1 1 d . . .
H28A H -0.1788 -0.7931 0.2538 0.021 Uiso 1 1 calc R . .
H28B H -0.3046 -0.6442 0.2423 0.021 Uiso 1 1 calc R . .
C29 C -0.0290(4) -0.6679(3) 0.20188(6) 0.0207(5) Uani 1 1 d . . .
H29A H 0.1339 -0.6969 0.2047 0.025 Uiso 1 1 calc R . .
H29B H 0.0043 -0.5494 0.1928 0.025 Uiso 1 1 calc R . .
C30 C -0.2055(4) -0.7947(3) 0.16734(7) 0.0264(6) Uani 1 1 d . . .
H30A H -0.2324 -0.9127 0.1756 0.040 Uiso 1 1 calc R . .
H30B H -0.1298 -0.7857 0.1395 0.040 Uiso 1 1 calc R . .
H30C H -0.3676 -0.7671 0.1648 0.040 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.737(2) . ?
S1 C4 1.750(2) . ?
S2 C2 1.731(2) . ?
S2 C10 1.754(2) . ?
O1 C6 1.377(2) . ?
O1 C15 1.431(2) . ?
O2 C12 1.370(2) . ?
O2 C23 1.441(2) . ?
C1 C2 1.373(3) . ?
C1 C9 1.442(3) . ?
C2 C3 1.436(3) . ?
C3 C8 1.403(3) . ?
C3 C4 1.406(3) . ?
C4 C5 1.403(3) . ?
C5 C6 1.383(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.399(3) . ?
C7 C8 1.380(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C14 1.391(3) . ?
C9 C10 1.414(3) . ?
C10 C11 1.389(3) . ?
C11 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.398(3) . ?
C13 C14 1.383(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.510(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.521(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.521(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.527(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.524(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.522(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.527(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.505(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.527(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.523(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.521(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.527(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.522(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.526(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C4 90.80(10) . . ?
C2 S2 C10 90.64(10) . . ?
C6 O1 C15 117.56(16) . . ?
C12 O2 C23 117.75(16) . . ?
C2 C1 C9 113.91(18) . . ?
C2 C1 S1 112.38(15) . . ?
C9 C1 S1 133.69(16) . . ?
C1 C2 C3 113.87(19) . . ?
C1 C2 S2 112.89(15) . . ?
C3 C2 S2 133.20(17) . . ?
C8 C3 C4 118.96(18) . . ?
C8 C3 C2 130.6(2) . . ?
C4 C3 C2 110.43(18) . . ?
C5 C4 C3 122.06(19) . . ?
C5 C4 S1 125.39(16) . . ?
C3 C4 S1 112.52(15) . . ?
C6 C5 C4 117.2(2) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
O1 C6 C5 124.1(2) . . ?
O1 C6 C7 114.25(19) . . ?
C5 C6 C7 121.67(19) . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C3 119.3(2) . . ?
C7 C8 H8 120.3 . . ?
C3 C8 H8 120.3 . . ?
C14 C9 C10 118.49(18) . . ?
C14 C9 C1 131.7(2) . . ?
C10 C9 C1 109.81(18) . . ?
C11 C10 C9 121.69(19) . . ?
C11 C10 S2 125.56(16) . . ?
C9 C10 S2 112.75(14) . . ?
C12 C11 C10 118.4(2) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
O2 C12 C11 115.30(19) . . ?
O2 C12 C13 123.94(18) . . ?
C11 C12 C13 120.77(18) . . ?
C14 C13 C12 120.48(19) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C9 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
O1 C15 C16 107.10(17) . . ?
O1 C15 H15A 110.3 . . ?
C16 C15 H15A 110.3 . . ?
O1 C15 H15B 110.3 . . ?
C16 C15 H15B 110.3 . . ?
H15A C15 H15B 108.5 . . ?
C15 C16 C17 112.61(18) . . ?
C15 C16 H16A 109.1 . . ?
C17 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 C18 112.94(18) . . ?
C16 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
C16 C17 H17B 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 C19 114.31(18) . . ?
C17 C18 H18A 108.7 . . ?
C19 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C19 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C20 C19 C18 112.66(18) . . ?
C20 C19 H19A 109.1 . . ?
C18 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C21 C20 C19 114.22(19) . . ?
C21 C20 H20A 108.7 . . ?
C19 C20 H20A 108.7 . . ?
C21 C20 H20B 108.7 . . ?
C19 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
C20 C21 C22 112.6(2) . . ?
C20 C21 H21A 109.1 . . ?
C22 C21 H21A 109.1 . . ?
C20 C21 H21B 109.1 . . ?
C22 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O2 C23 C24 107.36(16) . . ?
O2 C23 H23A 110.2 . . ?
C24 C23 H23A 110.2 . . ?
O2 C23 H23B 110.2 . . ?
C24 C23 H23B 110.2 . . ?
H23A C23 H23B 108.5 . . ?
C23 C24 C25 112.13(17) . . ?
C23 C24 H24A 109.2 . . ?
C25 C24 H24A 109.2 . . ?
C23 C24 H24B 109.2 . . ?
C25 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C26 C25 C24 112.25(17) . . ?
C26 C25 H25A 109.2 . . ?
C24 C25 H25A 109.2 . . ?
C26 C25 H25B 109.2 . . ?
C24 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C27 C26 C25 115.44(17) . . ?
C27 C26 H26A 108.4 . . ?
C25 C26 H26A 108.4 . . ?
C27 C26 H26B 108.4 . . ?
C25 C26 H26B 108.4 . . ?
H26A C26 H26B 107.5 . . ?
C26 C27 C28 111.28(17) . . ?
C26 C27 H27A 109.4 . . ?
C28 C27 H27A 109.4 . . ?
C26 C27 H27B 109.4 . . ?
C28 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
C29 C28 C27 115.79(18) . . ?
C29 C28 H28A 108.3 . . ?
C27 C28 H28A 108.3 . . ?
C29 C28 H28B 108.3 . . ?
C27 C28 H28B 108.3 . . ?
H28A C28 H28B 107.4 . . ?
C28 C29 C30 111.47(18) . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 C2 0.28(17) . . . . ?
C4 S1 C1 C9 -177.7(2) . . . . ?
C9 C1 C2 C3 177.83(18) . . . . ?
S1 C1 C2 C3 -0.6(2) . . . . ?
C9 C1 C2 S2 0.0(2) . . . . ?
S1 C1 C2 S2 -178.46(11) . . . . ?
C10 S2 C2 C1 0.35(17) . . . . ?
C10 S2 C2 C3 -177.0(2) . . . . ?
C1 C2 C3 C8 -178.2(2) . . . . ?
S2 C2 C3 C8 -0.9(4) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
S2 C2 C3 C4 177.97(18) . . . . ?
C8 C3 C4 C5 0.5(3) . . . . ?
C2 C3 C4 C5 -178.54(19) . . . . ?
C8 C3 C4 S1 178.57(16) . . . . ?
C2 C3 C4 S1 -0.4(2) . . . . ?
C1 S1 C4 C5 178.1(2) . . . . ?
C1 S1 C4 C3 0.10(17) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
S1 C4 C5 C6 -178.09(17) . . . . ?
C15 O1 C6 C5 -0.9(3) . . . . ?
C15 O1 C6 C7 178.30(19) . . . . ?
C4 C5 C6 O1 179.34(19) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?
O1 C6 C7 C8 -179.61(18) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
C6 C7 C8 C3 0.6(3) . . . . ?
C4 C3 C8 C7 -0.6(3) . . . . ?
C2 C3 C8 C7 178.1(2) . . . . ?
C2 C1 C9 C14 -179.3(2) . . . . ?
S1 C1 C9 C14 -1.3(4) . . . . ?
C2 C1 C9 C10 -0.4(3) . . . . ?
S1 C1 C9 C10 177.58(17) . . . . ?
C14 C9 C10 C11 0.4(3) . . . . ?
C1 C9 C10 C11 -178.61(19) . . . . ?
C14 C9 C10 S2 179.70(16) . . . . ?
C1 C9 C10 S2 0.7(2) . . . . ?
C2 S2 C10 C11 178.6(2) . . . . ?
C2 S2 C10 C9 -0.58(17) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
S2 C10 C11 C12 -178.93(17) . . . . ?
C23 O2 C12 C11 179.74(19) . . . . ?
C23 O2 C12 C13 -0.6(3) . . . . ?
C10 C11 C12 O2 179.09(18) . . . . ?
C10 C11 C12 C13 -0.6(3) . . . . ?
O2 C12 C13 C14 -179.39(19) . . . . ?
C11 C12 C13 C14 0.3(3) . . . . ?
C12 C13 C14 C9 0.4(3) . . . . ?
C10 C9 C14 C13 -0.8(3) . . . . ?
C1 C9 C14 C13 178.0(2) . . . . ?
C6 O1 C15 C16 -178.90(17) . . . . ?
O1 C15 C16 C17 179.40(18) . . . . ?
C15 C16 C17 C18 -177.70(18) . . . . ?
C16 C17 C18 C19 176.9(2) . . . . ?
C17 C18 C19 C20 -178.70(19) . . . . ?
C18 C19 C20 C21 179.5(2) . . . . ?
C19 C20 C21 C22 179.85(19) . . . . ?
C12 O2 C23 C24 -179.41(17) . . . . ?
O2 C23 C24 C25 175.67(17) . . . . ?
C23 C24 C25 C26 179.44(18) . . . . ?
C24 C25 C26 C27 178.79(18) . . . . ?
C25 C26 C27 C28 -177.42(18) . . . . ?
C26 C27 C28 C29 177.29(19) . . . . ?
C27 C28 C29 C30 179.23(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.062
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
####################################################################### 
# 
# 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_cr914
_database_code_depnum_ccdc_archive 'CCDC 1472782'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H36 O2 S2'
_chemical_formula_weight         468.69

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121

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

_cell_length_a                   7.639(3)
_cell_length_b                   7.759(3)
_cell_length_c                   42.556(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2522.5(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4825
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      27.4


_exptl_crystal_description       Plate
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.01

_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008
_exptl_absorpt_coefficient_mu    0.234
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.764

_exptl_absorpt_process_details   
;
Implemented within CrystalClear-SM Expert 
;

_exptl_special_details           
;
NCS collection 2013ncs0896
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  mirrors
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23317
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_theta_min         2.67
_diffrn_reflns_theta_max         27.49
_reflns_number_total             5690
_reflns_number_gt                5470
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 '
_computing_cell_refinement       'CrystalClear-SM Expert 3.1 b27 '
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b27 '
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  SHELXL

_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 > 2σ(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)+(0.0555P)²+2.3280P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_number_reflns         5690
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1232
_refine_ls_wR_factor_gt          0.1207
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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 0.86233(8) -0.22538(7) -0.011717(12) 0.02141(13) Uani 1 1 d . . .
S2 S 0.62466(8) 0.25773(7) 0.001674(13) 0.02060(13) Uani 1 1 d . . .
O1 O 0.7555(2) -0.4448(2) 0.10294(4) 0.0240(4) Uani 1 1 d . . .
O2 O 0.7231(2) 0.4692(2) -0.11389(4) 0.0241(4) Uani 1 1 d . . .
C1 C 0.7783(3) -0.0199(3) -0.01824(5) 0.0213(5) Uani 1 1 d . . .
C2 C 0.7057(3) 0.0506(3) 0.00817(5) 0.0209(4) Uani 1 1 d . . .
C3 C 0.7137(3) -0.0592(3) 0.03532(5) 0.0198(4) Uani 1 1 d . . .
C4 C 0.7980(3) -0.2162(3) 0.02769(5) 0.0197(4) Uani 1 1 d . . .
C5 C 0.8168(3) -0.3498(3) 0.04940(5) 0.0219(5) Uani 1 1 d . . .
H5 H 0.8742 -0.4542 0.0439 0.026 Uiso 1 1 calc R . .
C6 C 0.7485(3) -0.3250(3) 0.07946(5) 0.0220(5) Uani 1 1 d . . .
C7 C 0.6649(3) -0.1684(3) 0.08756(5) 0.0221(5) Uani 1 1 d . . .
H7 H 0.6199 -0.1535 0.1082 0.027 Uiso 1 1 calc R . .
C8 C 0.6476(3) -0.0370(3) 0.06585(5) 0.0212(4) Uani 1 1 d . . .
H8 H 0.5914 0.0677 0.0715 0.025 Uiso 1 1 calc R . .
C9 C 0.6927(3) 0.2496(3) -0.03760(5) 0.0219(4) Uani 1 1 d . . .
C10 C 0.7747(3) 0.0909(3) -0.04522(5) 0.0208(5) Uani 1 1 d . . .
C11 C 0.8390(3) 0.0680(3) -0.07572(5) 0.0221(5) Uani 1 1 d . . .
H11 H 0.8968 -0.0360 -0.0813 0.027 Uiso 1 1 calc R . .
C12 C 0.8182(3) 0.1966(3) -0.09753(5) 0.0229(5) Uani 1 1 d . . .
H12 H 0.8611 0.1800 -0.1183 0.028 Uiso 1 1 calc R . .
C13 C 0.7340(3) 0.3533(3) -0.08975(5) 0.0217(5) Uani 1 1 d . . .
C14 C 0.6704(3) 0.3816(3) -0.05963(6) 0.0229(5) Uani 1 1 d . . .
H14 H 0.6139 0.4865 -0.0542 0.028 Uiso 1 1 calc R . .
C15 C 0.8265(3) -0.6112(3) 0.09495(6) 0.0251(5) Uani 1 1 d . . .
H15A H 0.9521 -0.6003 0.0896 0.030 Uiso 1 1 calc R . .
H15B H 0.7644 -0.6589 0.0765 0.030 Uiso 1 1 calc R . .
C16 C 0.8040(3) -0.7302(3) 0.12297(5) 0.0250(5) Uani 1 1 d . . .
H16A H 0.8346 -0.8489 0.1165 0.030 Uiso 1 1 calc R . .
H16B H 0.6791 -0.7302 0.1292 0.030 Uiso 1 1 calc R . .
C17 C 0.9145(3) -0.6821(3) 0.15160(5) 0.0239(5) Uani 1 1 d . . .
H17A H 1.0401 -0.6873 0.1459 0.029 Uiso 1 1 calc R . .
H17B H 0.8873 -0.5624 0.1580 0.029 Uiso 1 1 calc R . .
C18 C 0.8795(4) -0.8034(3) 0.17914(6) 0.0289(5) Uani 1 1 d . . .
H18A H 0.8873 -0.9239 0.1716 0.035 Uiso 1 1 calc R . .
H18B H 0.7586 -0.7844 0.1867 0.035 Uiso 1 1 calc R . .
C19 C 1.0063(4) -0.7802(4) 0.20675(6) 0.0353(6) Uani 1 1 d . . .
H19 H 1.0164 -0.6541 0.2113 0.042 Uiso 1 1 calc R . .
C20 C 1.1890(5) -0.8486(5) 0.19901(9) 0.0510(9) Uani 1 1 d . . .
H20A H 1.2663 -0.8317 0.2171 0.076 Uiso 1 1 calc R . .
H20B H 1.2361 -0.7862 0.1809 0.076 Uiso 1 1 calc R . .
H20C H 1.1818 -0.9718 0.1941 0.076 Uiso 1 1 calc R . .
C21 C 0.9347(6) -0.8689(5) 0.23618(8) 0.0597(11) Uani 1 1 d . . .
H21A H 0.9198 -0.9923 0.2320 0.090 Uiso 1 1 calc R . .
H21B H 0.8214 -0.8182 0.2418 0.090 Uiso 1 1 calc R . .
H21C H 1.0170 -0.8531 0.2536 0.090 Uiso 1 1 calc R . .
C22 C 0.6493(4) 0.6355(3) -0.10699(6) 0.0250(5) Uani 1 1 d . . .
H22A H 0.7180 0.6936 -0.0904 0.030 Uiso 1 1 calc R . .
H22B H 0.5271 0.6230 -0.0996 0.030 Uiso 1 1 calc R . .
C23 C 0.6547(3) 0.7399(3) -0.13718(6) 0.0272(5) Uani 1 1 d . . .
H23A H 0.5990 0.8533 -0.1334 0.033 Uiso 1 1 calc R . .
H23B H 0.5853 0.6795 -0.1535 0.033 Uiso 1 1 calc R . .
C24 C 0.8405(3) 0.7687(3) -0.14955(5) 0.0244(5) Uani 1 1 d . . .
H24A H 0.9052 0.8415 -0.1344 0.029 Uiso 1 1 calc R . .
H24B H 0.9010 0.6561 -0.1508 0.029 Uiso 1 1 calc R . .
C25 C 0.8471(4) 0.8542(4) -0.18180(6) 0.0302(5) Uani 1 1 d . . .
H25A H 0.7698 0.9566 -0.1816 0.036 Uiso 1 1 calc R . .
H25B H 0.8004 0.7727 -0.1976 0.036 Uiso 1 1 calc R . .
C26 C 1.0316(4) 0.9104(4) -0.19187(7) 0.0338(6) Uani 1 1 d . . .
H26 H 1.0732 1.0001 -0.1767 0.041 Uiso 1 1 calc R . .
C27 C 1.0277(5) 0.9912(5) -0.22473(8) 0.0506(9) Uani 1 1 d . . .
H27A H 1.1438 1.0368 -0.2299 0.076 Uiso 1 1 calc R . .
H27B H 0.9419 1.0851 -0.2251 0.076 Uiso 1 1 calc R . .
H27C H 0.9947 0.9035 -0.2402 0.076 Uiso 1 1 calc R . .
C28 C 1.1613(4) 0.7621(5) -0.19123(8) 0.0466(8) Uani 1 1 d . . .
H28A H 1.1169 0.6673 -0.2042 0.070 Uiso 1 1 calc R . .
H28B H 1.1764 0.7222 -0.1696 0.070 Uiso 1 1 calc R . .
H28C H 1.2742 0.8012 -0.1995 0.070 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.741(2) . ?
S1 C4 1.749(2) . ?
S2 C2 1.744(2) . ?
S2 C9 1.752(2) . ?
O1 C6 1.366(3) . ?
O1 C15 1.441(3) . ?
O2 C13 1.368(3) . ?
O2 C22 1.438(3) . ?
C1 C2 1.367(3) . ?
C1 C10 1.435(3) . ?
C2 C3 1.437(3) . ?
C3 C8 1.404(3) . ?
C3 C4 1.416(3) . ?
C4 C5 1.396(3) . ?
C5 C6 1.395(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.415(3) . ?
C7 C8 1.383(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C14 1.399(3) . ?
C9 C10 1.419(3) . ?
C10 C11 1.399(3) . ?
C11 C12 1.372(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.415(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.518(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.528(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.527(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.534(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.529(5) . ?
C19 C21 1.530(4) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.520(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.530(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.525(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.537(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C28 1.518(4) . ?
C26 C27 1.533(4) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C4 90.67(11) . . ?
C2 S2 C9 90.72(11) . . ?
C6 O1 C15 116.87(18) . . ?
C13 O2 C22 117.42(18) . . ?
C2 C1 C10 114.2(2) . . ?
C2 C1 S1 112.64(18) . . ?
C10 C1 S1 133.10(18) . . ?
C1 C2 C3 114.0(2) . . ?
C1 C2 S2 112.48(18) . . ?
C3 C2 S2 133.53(18) . . ?
C8 C3 C4 118.8(2) . . ?
C8 C3 C2 131.0(2) . . ?
C4 C3 C2 110.2(2) . . ?
C5 C4 C3 122.3(2) . . ?
C5 C4 S1 125.10(18) . . ?
C3 C4 S1 112.52(17) . . ?
C6 C5 C4 117.7(2) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
O1 C6 C5 124.2(2) . . ?
O1 C6 C7 115.1(2) . . ?
C5 C6 C7 120.7(2) . . ?
C8 C7 C6 120.9(2) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C3 119.6(2) . . ?
C7 C8 H8 120.2 . . ?
C3 C8 H8 120.2 . . ?
C14 C9 C10 122.4(2) . . ?
C14 C9 S2 125.23(19) . . ?
C10 C9 S2 112.36(18) . . ?
C11 C10 C9 118.5(2) . . ?
C11 C10 C1 131.3(2) . . ?
C9 C10 C1 110.2(2) . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 121.3(2) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
O2 C13 C14 124.6(2) . . ?
O2 C13 C12 114.7(2) . . ?
C14 C13 C12 120.7(2) . . ?
C13 C14 C9 117.4(2) . . ?
C13 C14 H14 121.3 . . ?
C9 C14 H14 121.3 . . ?
O1 C15 C16 108.47(19) . . ?
O1 C15 H15A 110.0 . . ?
C16 C15 H15A 110.0 . . ?
O1 C15 H15B 110.0 . . ?
C16 C15 H15B 110.0 . . ?
H15A C15 H15B 108.4 . . ?
C15 C16 C17 114.5(2) . . ?
C15 C16 H16A 108.6 . . ?
C17 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C17 C16 H16B 108.6 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C16 111.4(2) . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
C17 C18 C19 113.9(2) . . ?
C17 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C20 C19 C21 110.3(3) . . ?
C20 C19 C18 111.8(2) . . ?
C21 C19 C18 110.4(3) . . ?
C20 C19 H19 108.1 . . ?
C21 C19 H19 108.1 . . ?
C18 C19 H19 108.1 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C22 C23 107.2(2) . . ?
O2 C22 H22A 110.3 . . ?
C23 C22 H22A 110.3 . . ?
O2 C22 H22B 110.3 . . ?
C23 C22 H22B 110.3 . . ?
H22A C22 H22B 108.5 . . ?
C22 C23 C24 113.2(2) . . ?
C22 C23 H23A 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
C25 C24 C23 113.8(2) . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C23 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 C26 113.9(2) . . ?
C24 C25 H25A 108.8 . . ?
C26 C25 H25A 108.8 . . ?
C24 C25 H25B 108.8 . . ?
C26 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C28 C26 C27 109.8(2) . . ?
C28 C26 C25 112.3(3) . . ?
C27 C26 C25 110.6(3) . . ?
C28 C26 H26 108.0 . . ?
C27 C26 H26 108.0 . . ?
C25 C26 H26 108.0 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 C2 -0.02(19) . . . . ?
C4 S1 C1 C10 177.8(2) . . . . ?
C10 C1 C2 C3 -178.5(2) . . . . ?
S1 C1 C2 C3 -0.2(3) . . . . ?
C10 C1 C2 S2 0.8(3) . . . . ?
S1 C1 C2 S2 179.10(12) . . . . ?
C9 S2 C2 C1 -0.61(18) . . . . ?
C9 S2 C2 C3 178.6(2) . . . . ?
C1 C2 C3 C8 -176.7(2) . . . . ?
S2 C2 C3 C8 4.1(4) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
S2 C2 C3 C4 -178.72(19) . . . . ?
C8 C3 C4 C5 0.4(3) . . . . ?
C2 C3 C4 C5 -177.2(2) . . . . ?
C8 C3 C4 S1 177.09(17) . . . . ?
C2 C3 C4 S1 -0.4(2) . . . . ?
C1 S1 C4 C5 176.9(2) . . . . ?
C1 S1 C4 C3 0.28(17) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
S1 C4 C5 C6 -176.06(18) . . . . ?
C15 O1 C6 C5 -4.9(3) . . . . ?
C15 O1 C6 C7 175.0(2) . . . . ?
C4 C5 C6 O1 179.3(2) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
O1 C6 C7 C8 -179.4(2) . . . . ?
C5 C6 C7 C8 0.5(4) . . . . ?
C6 C7 C8 C3 0.1(3) . . . . ?
C4 C3 C8 C7 -0.6(3) . . . . ?
C2 C3 C8 C7 176.4(2) . . . . ?
C2 S2 C9 C14 180.0(2) . . . . ?
C2 S2 C9 C10 0.24(18) . . . . ?
C14 C9 C10 C11 1.6(3) . . . . ?
S2 C9 C10 C11 -178.67(17) . . . . ?
C14 C9 C10 C1 -179.6(2) . . . . ?
S2 C9 C10 C1 0.2(2) . . . . ?
C2 C1 C10 C11 178.0(2) . . . . ?
S1 C1 C10 C11 0.2(4) . . . . ?
C2 C1 C10 C9 -0.6(3) . . . . ?
S1 C1 C10 C9 -178.45(19) . . . . ?
C9 C10 C11 C12 -1.4(3) . . . . ?
C1 C10 C11 C12 -180.0(2) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C22 O2 C13 C14 3.7(3) . . . . ?
C22 O2 C13 C12 -176.0(2) . . . . ?
C11 C12 C13 O2 180.0(2) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
O2 C13 C14 C9 -179.8(2) . . . . ?
C12 C13 C14 C9 -0.1(3) . . . . ?
C10 C9 C14 C13 -0.8(3) . . . . ?
S2 C9 C14 C13 179.49(18) . . . . ?
C6 O1 C15 C16 -173.77(19) . . . . ?
O1 C15 C16 C17 -67.5(3) . . . . ?
C15 C16 C17 C18 177.9(2) . . . . ?
C16 C17 C18 C19 170.9(2) . . . . ?
C17 C18 C19 C20 -72.1(3) . . . . ?
C17 C18 C19 C21 164.8(3) . . . . ?
C13 O2 C22 C23 179.04(19) . . . . ?
O2 C22 C23 C24 -61.5(3) . . . . ?
C22 C23 C24 C25 173.0(2) . . . . ?
C23 C24 C25 C26 170.4(2) . . . . ?
C24 C25 C26 C28 55.7(3) . . . . ?
C24 C25 C26 C27 178.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.864
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.064
####################################################################### 
# 
# 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_belg_cr892
_database_code_depnum_ccdc_archive 'CCDC 1472783'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H30 F10 O2 S2'
_chemical_formula_weight         676.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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                   23.0898(13)
_cell_length_b                   5.6492(3)
_cell_length_c                   11.3886(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.482(5)
_cell_angle_gamma                90.00
_cell_volume                     1482.77(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4858
_cell_measurement_theta_min      3.1026
_cell_measurement_theta_max      29.1616


_exptl_crystal_description       'chip from large prism'
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    0.271
_exptl_absorpt_correction_T_min  0.95439
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13089
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.54
_diffrn_reflns_theta_max         29.23
_reflns_number_total             3683
_reflns_number_gt                2882
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       CrysalisPro
_computing_cell_refinement       CrysalisPro
_computing_data_reduction        CrysalisPro
_computing_structure_solution    SIR92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  SHELXL

_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 > 2σ(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)+(0.0437P)²+1.0360P] 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         3683
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1156
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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 0.50624(2) 0.28314(8) 0.11929(4) 0.02439(14) Uani 1 1 d . . .
F1 F 0.15450(6) -0.2677(3) 0.89229(14) 0.0650(5) Uani 1 1 d . . .
F2 F 0.10202(6) -0.4276(2) 0.74882(15) 0.0543(4) Uani 1 1 d . . .
F3 F 0.04736(7) -0.3798(3) 0.94876(17) 0.0747(6) Uani 1 1 d . . .
F4 F 0.00934(6) -0.1663(3) 0.81100(15) 0.0563(4) Uani 1 1 d . . .
F5 F 0.06161(8) -0.0053(4) 0.95007(16) 0.0837(7) Uani 1 1 d . . .
O1 O 0.31354(6) 0.0882(2) 0.31819(12) 0.0260(3) Uani 1 1 d . . .
C1 C 0.52027(8) 0.0876(3) 0.00672(16) 0.0204(4) Uani 1 1 d . . .
C2 C 0.44316(8) 0.1273(3) 0.14705(16) 0.0202(4) Uani 1 1 d . . .
C3 C 0.43427(7) -0.0720(3) 0.07424(16) 0.0202(4) Uani 1 1 d . . .
C4 C 0.38526(8) -0.2139(3) 0.08765(17) 0.0242(4) Uani 1 1 d . . .
H4 H 0.3785 -0.3501 0.0399 0.029 Uiso 1 1 calc R . .
C5 C 0.34718(8) -0.1535(3) 0.17060(17) 0.0248(4) Uani 1 1 d . . .
H5 H 0.3141 -0.2498 0.1801 0.030 Uiso 1 1 calc R . .
C6 C 0.35624(8) 0.0485(3) 0.24191(16) 0.0225(4) Uani 1 1 d . . .
C7 C 0.40438(8) 0.1905(3) 0.23211(16) 0.0217(4) Uani 1 1 d . . .
H7 H 0.4110 0.3254 0.2809 0.026 Uiso 1 1 calc R . .
C8 C 0.31751(8) 0.2975(3) 0.38914(17) 0.0245(4) Uani 1 1 d . . .
H8A H 0.3235 0.4382 0.3395 0.029 Uiso 1 1 calc R . .
H8B H 0.3506 0.2852 0.4484 0.029 Uiso 1 1 calc R . .
C9 C 0.26106(8) 0.3192(3) 0.44924(17) 0.0256(4) Uani 1 1 d . . .
H9A H 0.2285 0.3191 0.3885 0.031 Uiso 1 1 calc R . .
H9B H 0.2606 0.4731 0.4907 0.031 Uiso 1 1 calc R . .
C10 C 0.25115(8) 0.1226(3) 0.53709(16) 0.0221(4) Uani 1 1 d . . .
H10A H 0.2837 0.1213 0.5979 0.027 Uiso 1 1 calc R . .
H10B H 0.2510 -0.0317 0.4959 0.027 Uiso 1 1 calc R . .
C11 C 0.19428(8) 0.1517(3) 0.59662(18) 0.0254(4) Uani 1 1 d . . .
H11A H 0.1625 0.1762 0.5356 0.030 Uiso 1 1 calc R . .
H11B H 0.1967 0.2948 0.6468 0.030 Uiso 1 1 calc R . .
C12 C 0.17967(8) -0.0606(3) 0.67179(16) 0.0229(4) Uani 1 1 d . . .
H12A H 0.2120 -0.0892 0.7312 0.028 Uiso 1 1 calc R . .
H12B H 0.1755 -0.2028 0.6212 0.028 Uiso 1 1 calc R . .
C13 C 0.12366(8) -0.0230(4) 0.73425(17) 0.0254(4) Uani 1 1 d . . .
H13A H 0.1273 0.1229 0.7823 0.031 Uiso 1 1 calc R . .
H13B H 0.0912 0.0000 0.6746 0.031 Uiso 1 1 calc R . .
C14 C 0.10986(9) -0.2253(4) 0.81159(19) 0.0311(5) Uani 1 1 d . . .
C15 C 0.05619(10) -0.1941(5) 0.8815(2) 0.0432(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7375(19) . ?
S1 C2 1.7471(18) . ?
F1 C14 1.360(2) . ?
F2 C14 1.354(3) . ?
F3 C15 1.322(3) . ?
F4 C15 1.317(3) . ?
F5 C15 1.324(3) . ?
O1 C6 1.372(2) . ?
O1 C8 1.432(2) . ?
C1 C1 1.365(3) 3_655 ?
C1 C3 1.441(3) 3_655 ?
C2 C7 1.405(3) . ?
C2 C3 1.406(2) . ?
C3 C4 1.403(2) . ?
C3 C1 1.441(3) 3_655 ?
C4 C5 1.372(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.409(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.381(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.513(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.521(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.523(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.523(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.528(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.489(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.523(3) . ?

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
C1 S1 C2 90.46(9) . . ?
C6 O1 C8 117.96(14) . . ?
C1 C1 C3 113.9(2) 3_655 3_655 ?
C1 C1 S1 112.74(19) 3_655 . ?
C3 C1 S1 133.36(13) 3_655 . ?
C7 C2 C3 122.27(16) . . ?
C7 C2 S1 124.76(14) . . ?
C3 C2 S1 112.97(14) . . ?
C4 C3 C2 118.89(17) . . ?
C4 C3 C1 131.20(17) . 3_655 ?
C2 C3 C1 109.90(15) . 3_655 ?
C5 C4 C3 119.21(17) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 121.28(17) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
O1 C6 C7 124.69(17) . . ?
O1 C6 C5 114.23(16) . . ?
C7 C6 C5 121.08(17) . . ?
C6 C7 C2 117.26(17) . . ?
C6 C7 H7 121.4 . . ?
C2 C7 H7 121.4 . . ?
O1 C8 C9 107.14(15) . . ?
O1 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
O1 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
C8 C9 C10 113.99(16) . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 C11 112.48(15) . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C11 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 C12 113.06(15) . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 C13 112.01(15) . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C13 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 112.72(16) . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C12 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
F2 C14 F1 106.23(18) . . ?
F2 C14 C13 111.21(18) . . ?
F1 C14 C13 110.75(17) . . ?
F2 C14 C15 106.66(18) . . ?
F1 C14 C15 105.93(18) . . ?
C13 C14 C15 115.50(18) . . ?
F4 C15 F3 107.35(19) . . ?
F4 C15 F5 108.0(2) . . ?
F3 C15 F5 108.1(2) . . ?
F4 C15 C14 111.1(2) . . ?
F3 C15 C14 111.7(2) . . ?
F5 C15 C14 110.53(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 S1 C1 C1 -1.12(19) . . . 3_655 ?
C2 S1 C1 C3 179.29(19) . . . 3_655 ?
C1 S1 C2 C7 -178.06(17) . . . . ?
C1 S1 C2 C3 1.66(14) . . . . ?
C7 C2 C3 C4 -0.5(3) . . . . ?
S1 C2 C3 C4 179.72(14) . . . . ?
C7 C2 C3 C1 177.98(16) . . . 3_655 ?
S1 C2 C3 C1 -1.75(19) . . . 3_655 ?
C2 C3 C4 C5 0.5(3) . . . . ?
C1 C3 C4 C5 -177.68(19) 3_655 . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C8 O1 C6 C7 3.0(3) . . . . ?
C8 O1 C6 C5 -176.39(16) . . . . ?
C4 C5 C6 O1 178.31(17) . . . . ?
C4 C5 C6 C7 -1.1(3) . . . . ?
O1 C6 C7 C2 -178.35(16) . . . . ?
C5 C6 C7 C2 1.0(3) . . . . ?
C3 C2 C7 C6 -0.2(3) . . . . ?
S1 C2 C7 C6 179.48(14) . . . . ?
C6 O1 C8 C9 170.91(15) . . . . ?
O1 C8 C9 C10 65.8(2) . . . . ?
C8 C9 C10 C11 179.42(16) . . . . ?
C9 C10 C11 C12 172.00(16) . . . . ?
C10 C11 C12 C13 177.80(16) . . . . ?
C11 C12 C13 C14 -177.91(17) . . . . ?
C12 C13 C14 F2 -61.3(2) . . . . ?
C12 C13 C14 F1 56.6(2) . . . . ?
C12 C13 C14 C15 176.99(18) . . . . ?
F2 C14 C15 F4 -63.2(2) . . . . ?
F1 C14 C15 F4 -176.1(2) . . . . ?
C13 C14 C15 F4 60.9(3) . . . . ?
F2 C14 C15 F3 56.6(3) . . . . ?
F1 C14 C15 F3 -56.3(3) . . . . ?
C13 C14 C15 F3 -179.3(2) . . . . ?
F2 C14 C15 F5 177.0(2) . . . . ?
F1 C14 C15 F5 64.1(3) . . . . ?
C13 C14 C15 F5 -58.9(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.915
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.061
####################################################################### 
# 
# 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_newc
_database_code_depnum_ccdc_archive 'CCDC 1472784'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H36 O4 S4'
_chemical_formula_weight         564.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   49.296(2)
_cell_length_b                   5.4166(3)
_cell_length_c                   10.2355(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.310(5)
_cell_angle_gamma                90.00
_cell_volume                     2716.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5370
_cell_measurement_theta_min      4.3423
_cell_measurement_theta_max      73.2595

_exptl_crystal_description       'flat needle'
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    3.480
_exptl_absorpt_correction_T_min  0.68746
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET)
(compiled Nov 25 2010,17:55:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Gemini S'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9911
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_sigmaI/netI    0.0250
_diffrn_reflns_limit_h_min       -60
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         5.42
_diffrn_reflns_theta_max         73.42
_reflns_number_total             2706
_reflns_number_gt                2517
_reflns_threshold_expression     I>2σ(I)

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

_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 > 2σ(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)+(0.0528P)²+2.4207P] 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         2706
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0912
_refine_ls_wR_factor_gt          0.0879
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
S1 S 0.222588(7) 0.54048(7) 0.02054(4) 0.01906(12) Uani 1 1 d . . .
S2 S 0.353949(8) 0.20571(7) 0.39166(4) 0.02074(12) Uani 1 1 d . . .
O1 O 0.35824(2) -0.0589(2) 0.38879(12) 0.0269(3) Uani 1 1 d . . .
O2 O 0.35080(3) 0.3216(2) 0.51617(11) 0.0281(3) Uani 1 1 d . . .
C1 C 0.25096(3) 0.3492(3) 0.04179(15) 0.0178(3) Uani 1 1 d . . .
C2 C 0.27553(3) 0.3542(3) 0.13034(15) 0.0179(3) Uani 1 1 d . . .
C3 C 0.28457(3) 0.5235(3) 0.22990(15) 0.0198(3) Uani 1 1 d . . .
H3 H 0.2739 0.6648 0.2448 0.024 Uiso 1 1 calc R . .
C4 C 0.30907(3) 0.4822(3) 0.30568(15) 0.0201(3) Uani 1 1 d . . .
H4 H 0.3155 0.5955 0.3730 0.024 Uiso 1 1 calc R . .
C5 C 0.32448(3) 0.2719(3) 0.28276(15) 0.0192(3) Uani 1 1 d . . .
C6 C 0.31663(3) 0.1038(3) 0.18347(15) 0.0192(3) Uani 1 1 d . . .
H6 H 0.3276 -0.0356 0.1684 0.023 Uiso 1 1 calc R . .
C7 C 0.29204(3) 0.1487(3) 0.10710(15) 0.0184(3) Uani 1 1 d . . .
C8 C 0.38133(3) 0.3535(3) 0.32386(16) 0.0236(3) Uani 1 1 d . . .
H8A H 0.3762 0.5271 0.3035 0.028 Uiso 1 1 calc R . .
H8B H 0.3975 0.3551 0.3905 0.028 Uiso 1 1 calc R . .
C9 C 0.38904(3) 0.2299(3) 0.19973(16) 0.0249(3) Uani 1 1 d . . .
H9A H 0.3740 0.2515 0.1280 0.030 Uiso 1 1 calc R . .
H9B H 0.3916 0.0507 0.2157 0.030 Uiso 1 1 calc R . .
C10 C 0.41531(3) 0.3401(3) 0.15776(17) 0.0257(3) Uani 1 1 d . . .
H10A H 0.4120 0.5141 0.1312 0.031 Uiso 1 1 calc R . .
H10B H 0.4296 0.3384 0.2336 0.031 Uiso 1 1 calc R . .
C11 C 0.42549(3) 0.1980(3) 0.04386(17) 0.0261(4) Uani 1 1 d . . .
H11A H 0.4110 0.1993 -0.0311 0.031 Uiso 1 1 calc R . .
H11B H 0.4286 0.0241 0.0711 0.031 Uiso 1 1 calc R . .
C12 C 0.45180(4) 0.2995(3) -0.00299(17) 0.0283(4) Uani 1 1 d . . .
H12 H 0.4488 0.4772 -0.0270 0.034 Uiso 1 1 calc R . .
C13 C 0.47586(4) 0.2826(5) 0.1044(2) 0.0412(5) Uani 1 1 d . . .
H13A H 0.4782 0.1110 0.1336 0.062 Uiso 1 1 calc R . .
H13B H 0.4723 0.3866 0.1789 0.062 Uiso 1 1 calc R . .
H13C H 0.4925 0.3396 0.0694 0.062 Uiso 1 1 calc R . .
C14 C 0.45840(4) 0.1597(4) -0.1249(2) 0.0372(4) Uani 1 1 d . . .
H14A H 0.4612 -0.0154 -0.1034 0.056 Uiso 1 1 calc R . .
H14B H 0.4751 0.2275 -0.1551 0.056 Uiso 1 1 calc R . .
H14C H 0.4432 0.1772 -0.1946 0.056 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7349(15) . ?
S1 C7 1.7521(15) 7 ?
S2 O2 1.4443(12) . ?
S2 O1 1.4497(12) . ?
S2 C5 1.7678(16) . ?
S2 C8 1.7749(16) . ?
C1 C1 1.370(3) 7 ?
C1 C2 1.431(2) . ?
C2 C3 1.406(2) . ?
C2 C7 1.414(2) . ?
C3 C4 1.380(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.403(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(2) . ?
C6 C7 1.390(2) . ?
C6 H6 0.9500 . ?
C7 S1 1.7521(15) 7 ?
C8 C9 1.521(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.530(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.527(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.533(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C14 1.525(3) . ?
C12 C13 1.528(2) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C7 90.24(7) . 7 ?
O2 S2 O1 118.54(7) . . ?
O2 S2 C5 107.92(7) . . ?
O1 S2 C5 107.42(7) . . ?
O2 S2 C8 108.00(8) . . ?
O1 S2 C8 108.61(8) . . ?
C5 S2 C8 105.64(7) . . ?
C1 C1 C2 113.94(17) 7 . ?
C1 C1 S1 113.01(15) 7 . ?
C2 C1 S1 133.04(12) . . ?
C3 C2 C7 119.51(14) . . ?
C3 C2 C1 130.55(14) . . ?
C7 C2 C1 109.94(13) . . ?
C4 C3 C2 119.32(14) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 119.60(14) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C4 122.86(14) . . ?
C6 C5 S2 118.20(12) . . ?
C4 C5 S2 118.79(12) . . ?
C5 C6 C7 116.93(14) . . ?
C5 C6 H6 121.5 . . ?
C7 C6 H6 121.5 . . ?
C6 C7 C2 121.71(14) . . ?
C6 C7 S1 125.38(12) . 7 ?
C2 C7 S1 112.86(11) . 7 ?
C9 C8 S2 113.49(11) . . ?
C9 C8 H8A 108.9 . . ?
S2 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
S2 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 C10 111.09(14) . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C11 C10 C9 112.17(14) . . ?
C11 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 C12 114.74(15) . . ?
C10 C11 H11A 108.6 . . ?
C12 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
C12 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C14 C12 C13 109.88(16) . . ?
C14 C12 C11 109.99(15) . . ?
C13 C12 C11 111.72(14) . . ?
C14 C12 H12 108.4 . . ?
C13 C12 H12 108.4 . . ?
C11 C12 H12 108.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 S1 C1 C1 -1.16(16) 7 . . 7 ?
C7 S1 C1 C2 -179.63(16) 7 . . . ?
C1 C1 C2 C3 -179.15(17) 7 . . . ?
S1 C1 C2 C3 -0.7(3) . . . . ?
C1 C1 C2 C7 0.6(2) 7 . . . ?
S1 C1 C2 C7 179.04(12) . . . . ?
C7 C2 C3 C4 -1.8(2) . . . . ?
C1 C2 C3 C4 177.90(15) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C3 C4 C5 C6 2.0(2) . . . . ?
C3 C4 C5 S2 -173.49(12) . . . . ?
O2 S2 C5 C6 -151.63(12) . . . . ?
O1 S2 C5 C6 -22.74(14) . . . . ?
C8 S2 C5 C6 93.05(13) . . . . ?
O2 S2 C5 C4 24.08(14) . . . . ?
O1 S2 C5 C4 152.97(12) . . . . ?
C8 S2 C5 C4 -91.24(14) . . . . ?
C4 C5 C6 C7 -1.4(2) . . . . ?
S2 C5 C6 C7 174.13(11) . . . . ?
C5 C6 C7 C2 -0.8(2) . . . . ?
C5 C6 C7 S1 -178.17(11) . . . 7 ?
C3 C2 C7 C6 2.4(2) . . . . ?
C1 C2 C7 C6 -177.31(13) . . . . ?
C3 C2 C7 S1 -179.93(11) . . . 7 ?
C1 C2 C7 S1 0.31(16) . . . 7 ?
O2 S2 C8 C9 173.32(11) . . . . ?
O1 S2 C8 C9 43.57(14) . . . . ?
C5 S2 C8 C9 -71.40(13) . . . . ?
S2 C8 C9 C10 -171.36(12) . . . . ?
C8 C9 C10 C11 172.74(14) . . . . ?
C9 C10 C11 C12 179.96(14) . . . . ?
C10 C11 C12 C14 -174.41(15) . . . . ?
C10 C11 C12 C13 63.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        70.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.059



#===END


