# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_TBC_dry_HCl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H109.36 Cl1.36 O8 S8'
_chemical_formula_weight         1599.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P-42(1)m

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

_cell_length_a                   19.378(2)
_cell_length_b                   19.378(2)
_cell_length_c                   12.1215(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4551.5(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4569
_cell_measurement_theta_min      1.49
_cell_measurement_theta_max      25.04

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1705
_exptl_absorpt_coefficient_mu    0.286
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6624
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24247
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_sigmaI/netI    0.0472
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         25.04
_reflns_number_total             4202
_reflns_number_gt                3557
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0615P)²+1.2171P] 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   -0.13(10)
_refine_ls_number_reflns         4202
_refine_ls_number_parameters     301
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1187
_refine_ls_wR_factor_gt          0.1100
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.076
_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 0.70211(4) 1.00000(4) 0.68667(6) 0.02256(19) Uani 1 1 d . . .
S1 S 0.80324(4) 0.95472(4) 1.00926(7) 0.0239(2) Uani 1 1 d . . .
O2 O 0.58455(12) 0.91545(12) 0.7845(2) 0.0257(7) Uani 1 2 d S . .
C22 C 0.64365(15) 1.05606(15) 0.7559(3) 0.0203(7) Uani 1 1 d . . .
O1 O 0.89821(12) 1.06114(12) 0.90103(19) 0.0299(6) Uani 1 1 d . . .
O3 O 0.58656(14) 1.08656(14) 0.5868(3) 0.0362(9) Uani 1 2 d S . .
C12 C 0.59924(14) 0.90076(14) 0.6750(4) 0.0188(9) Uani 1 2 d S . .
C9 C 0.8021(2) 1.0531(2) 1.4131(3) 0.0398(9) Uani 1 1 d . . .
H9A H 0.7569 1.0532 1.3769 0.060 Uiso 1 1 calc R . .
H9B H 0.7963 1.0634 1.4917 0.060 Uiso 1 1 calc R . .
H9C H 0.8235 1.0075 1.4047 0.060 Uiso 1 1 calc R . .
C14 C 0.66545(15) 0.92105(15) 0.5107(3) 0.0224(7) Uani 1 1 d . . .
H14 H 0.7002 0.9464 0.4733 0.027 Uiso 1 1 calc R . .
C21 C 0.59537(16) 1.09537(16) 0.6987(4) 0.0226(10) Uani 1 2 d S . .
C5 C 0.89822(16) 1.14145(16) 1.1759(3) 0.0246(7) Uani 1 1 d . . .
H5 H 0.9167 1.1812 1.2108 0.029 Uiso 1 1 calc R . .
C3 C 0.83456(15) 1.03621(16) 1.1835(3) 0.0235(7) Uani 1 1 d . . .
H3 H 0.8092 1.0027 1.2239 0.028 Uiso 1 1 calc R . .
C13 C 0.64956(16) 0.93765(15) 0.6196(3) 0.0211(7) Uani 1 1 d . . .
C1 C 0.88393(15) 1.07289(16) 1.0115(3) 0.0229(7) Uani 1 1 d . . .
C24 C 0.6115(2) 1.1115(2) 0.9274(4) 0.0374(13) Uani 1 2 d SDU . .
C2 C 0.84616(16) 1.02570(15) 1.0721(3) 0.0216(7) Uani 1 1 d . . .
C23 C 0.65088(18) 1.06408(17) 0.8684(3) 0.0285(8) Uani 1 1 d . A .
H23 H 0.6836 1.0365 0.9066 0.034 Uiso 1 1 calc R . .
C4 C 0.85911(17) 1.09475(17) 1.2381(3) 0.0266(7) Uani 1 1 d . . .
C20 C 0.6245(2) 0.8755(2) 0.8615(4) 0.0416(14) Uani 1 2 d S . .
H20A H 0.6118 0.8882 0.9354 0.062 Uiso 1 2 d SR . .
H20B H 0.6155 0.8275 0.8503 0.062 Uiso 0.50 1 d PR . .
C15 C 0.63161(16) 0.86839(16) 0.4560(4) 0.0225(10) Uani 1 2 d S B .
C7 C 0.8482(2) 1.1077(2) 1.3603(3) 0.0368(9) Uani 1 1 d . . .
C6 C 0.91059(16) 1.13097(16) 1.0644(3) 0.0224(7) Uani 1 1 d . . .
C11 C 0.8501(2) 1.0928(2) 0.8270(3) 0.0434(10) Uani 1 1 d . . .
H11A H 0.8039 1.0740 0.8403 0.065 Uiso 1 1 calc R . .
H11B H 0.8639 1.0833 0.7507 0.065 Uiso 1 1 calc R . .
H11C H 0.8496 1.1428 0.8394 0.065 Uiso 1 1 calc R . .
C16 C 0.65134(19) 0.84866(19) 0.3364(4) 0.0296(11) Uani 1 2 d S . .
C25 C 0.6251(9) 1.1180(9) 1.0526(5) 0.065(2) Uani 0.50 1 d PDU A -1
C10 C 0.9182(3) 1.1062(3) 1.4197(3) 0.0774(18) Uani 1 1 d . . .
H10A H 0.9421 1.0629 1.4023 0.116 Uiso 1 1 calc R . .
H10B H 0.9108 1.1092 1.4995 0.116 Uiso 1 1 calc R . .
H10C H 0.9463 1.1453 1.3952 0.116 Uiso 1 1 calc R . .
C29 C 0.6304(3) 1.1304(3) 0.5221(6) 0.079(3) Uani 1 2 d S . .
H29A H 0.6213 1.1213 0.4457 0.118 Uiso 1 2 d SR . .
H29B H 0.6208 1.1769 0.5378 0.118 Uiso 0.50 1 d PR . .
C8 C 0.8126(3) 1.1782(2) 1.3744(4) 0.0724(16) Uani 1 1 d . . .
H8A H 0.8442 1.2150 1.3515 0.109 Uiso 1 1 calc R . .
H8B H 0.8000 1.1847 1.4519 0.109 Uiso 1 1 calc R . .
H8C H 0.7709 1.1797 1.3286 0.109 Uiso 1 1 calc R . .
C17 C 0.7069(4) 0.8924(4) 0.2891(6) 0.0363(18) Uani 0.50 1 d P B -1
H17A H 0.6916 0.9406 0.2874 0.054 Uiso 0.50 1 calc PR B -1
H17B H 0.7173 0.8769 0.2140 0.054 Uiso 0.50 1 calc PR B -1
H17C H 0.7484 0.8885 0.3349 0.054 Uiso 0.50 1 calc PR B -1
C19 C 0.5869(4) 0.8526(5) 0.2632(6) 0.051(2) Uani 0.50 1 d P B -1
H19A H 0.5987 0.8378 0.1882 0.076 Uiso 0.50 1 calc PR B -1
H19B H 0.5699 0.9002 0.2614 0.076 Uiso 0.50 1 calc PR B -1
H19C H 0.5511 0.8223 0.2932 0.076 Uiso 0.50 1 calc PR B -1
C18 C 0.6761(5) 0.7720(4) 0.3370(6) 0.047(2) Uani 0.50 1 d P B -1
H18A H 0.6390 0.7424 0.3649 0.071 Uiso 0.50 1 calc PR B -1
H18B H 0.7167 0.7676 0.3847 0.071 Uiso 0.50 1 calc PR B -1
H18C H 0.6881 0.7580 0.2618 0.071 Uiso 0.50 1 calc PR B -1
C26 C 0.6314(6) 1.0500(7) 1.1073(12) 0.071(4) Uani 0.50 1 d PDU A -1
H26A H 0.5908 1.0219 1.0900 0.107 Uiso 0.50 1 calc PR A -1
H26B H 0.6344 1.0566 1.1874 0.107 Uiso 0.50 1 calc PR A -1
H26C H 0.6730 1.0266 1.0809 0.107 Uiso 0.50 1 calc PR A -1
C27 C 0.6962(6) 1.1567(6) 1.0647(8) 0.099(4) Uani 0.50 1 d PDU A -1
H27A H 0.7332 1.1280 1.0342 0.148 Uiso 0.50 1 calc PR A -1
H27B H 0.7054 1.1657 1.1429 0.148 Uiso 0.50 1 calc PR A -1
H27C H 0.6943 1.2006 1.0246 0.148 Uiso 0.50 1 calc PR A -1
Cl2 Cl 1.0000 1.0000 1.2914(13) 0.118(5) Uani 0.18 2 d SP . .
C28 C 0.5719(8) 1.1661(7) 1.1027(12) 0.093(5) Uani 0.50 1 d PDU A -1
H28A H 0.5257 1.1465 1.0927 0.140 Uiso 0.50 1 calc PR A -1
H28B H 0.5744 1.2111 1.0662 0.140 Uiso 0.50 1 calc PR A -1
H28C H 0.5813 1.1717 1.1816 0.140 Uiso 0.50 1 calc PR A -1
Cl1 Cl 0.5188(2) 1.0188(2) 0.3881(4) 0.117(3) Uani 0.50 2 d SP . .


_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 C13 1.777(3) . ?
S2 C22 1.780(3) . ?
S1 C6 1.776(3) 4_757 ?
S1 C2 1.778(3) . ?
O2 C12 1.388(5) . ?
O2 C20 1.438(6) . ?
C22 C23 1.380(4) . ?
C22 C21 1.391(4) . ?
O1 C1 1.386(4) . ?
O1 C11 1.432(4) . ?
O3 C21 1.378(6) . ?
O3 C29 1.436(8) . ?
C12 C13 1.383(4) . ?
C12 C13 1.383(4) 7_665 ?
C9 C7 1.527(5) . ?
C14 C15 1.382(4) . ?
C14 C13 1.393(4) . ?
C21 C22 1.391(4) 8_455 ?
C5 C6 1.387(5) . ?
C5 C4 1.401(4) . ?
C3 C2 1.385(5) . ?
C3 C4 1.397(4) . ?
C1 C2 1.382(4) . ?
C1 C6 1.394(4) . ?
C24 C23 1.392(4) . ?
C24 C23 1.392(4) 8_455 ?
C24 C25 1.545(8) 8_455 ?
C24 C25 1.545(8) . ?
C4 C7 1.517(5) . ?
C15 C14 1.382(4) 7_665 ?
C15 C16 1.548(6) . ?
C7 C10 1.535(6) . ?
C7 C8 1.540(6) . ?
C6 S1 1.776(3) 2_577 ?
C16 C17 1.484(7) 7_665 ?
C16 C17 1.484(7) . ?
C16 C19 1.533(9) . ?
C16 C19 1.533(9) 7_665 ?
C16 C18 1.560(9) 7_665 ?
C16 C18 1.560(8) . ?
C25 C26 1.480(18) . ?
C25 C28 1.52(2) . ?
C25 C27 1.577(14) . ?
Cl1 Cl1 1.032(13) 3_675 ?

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
C13 S2 C22 105.42(15) . . ?
C6 S1 C2 104.59(15) 4_757 . ?
C12 O2 C20 113.6(4) . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 S2 118.0(2) . . ?
C21 C22 S2 121.8(3) . . ?
C1 O1 C11 113.9(3) . . ?
C21 O3 C29 113.0(5) . . ?
C13 C12 C13 119.6(4) . 7_665 ?
C13 C12 O2 120.2(2) . . ?
C13 C12 O2 120.2(2) 7_665 . ?
C15 C14 C13 121.3(3) . . ?
O3 C21 C22 120.4(2) . 8_455 ?
O3 C21 C22 120.4(2) . . ?
C22 C21 C22 119.2(4) 8_455 . ?
C6 C5 C4 121.6(3) . . ?
C2 C3 C4 121.8(3) . . ?
C12 C13 C14 119.7(3) . . ?
C12 C13 S2 122.3(3) . . ?
C14 C13 S2 117.6(2) . . ?
C2 C1 O1 120.7(3) . . ?
C2 C1 C6 119.1(3) . . ?
O1 C1 C6 120.2(3) . . ?
C23 C24 C23 117.4(4) . 8_455 ?
C23 C24 C25 124.9(9) . 8_455 ?
C23 C24 C25 117.7(9) 8_455 8_455 ?
C23 C24 C25 117.7(9) . . ?
C23 C24 C25 124.9(9) 8_455 . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 S1 122.1(2) . . ?
C3 C2 S1 117.1(2) . . ?
C22 C23 C24 121.8(3) . . ?
C3 C4 C5 117.0(3) . . ?
C3 C4 C7 123.3(3) . . ?
C5 C4 C7 119.6(3) . . ?
C14 C15 C14 118.1(4) 7_665 . ?
C14 C15 C16 121.0(2) 7_665 . ?
C14 C15 C16 121.0(2) . . ?
C4 C7 C9 112.1(3) . . ?
C4 C7 C10 109.4(3) . . ?
C9 C7 C10 107.9(3) . . ?
C4 C7 C8 108.5(3) . . ?
C9 C7 C8 107.8(3) . . ?
C10 C7 C8 111.2(4) . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 S1 117.9(2) . 2_577 ?
C1 C6 S1 121.8(3) . 2_577 ?
C17 C16 C19 109.8(6) . . ?
C17 C16 C19 109.8(6) 7_665 7_665 ?
C17 C16 C15 113.5(3) 7_665 . ?
C17 C16 C15 113.5(3) . . ?
C19 C16 C15 109.2(4) . . ?
C19 C16 C15 109.2(4) 7_665 . ?
C17 C16 C18 108.8(6) 7_665 7_665 ?
C19 C16 C18 107.5(6) 7_665 7_665 ?
C15 C16 C18 107.8(4) . 7_665 ?
C17 C16 C18 108.8(6) . . ?
C19 C16 C18 107.5(6) . . ?
C15 C16 C18 107.8(4) . . ?
C26 C25 C28 115.0(9) . . ?
C26 C25 C24 112.4(11) . . ?
C28 C25 C24 109.1(14) . . ?
C26 C25 C27 108.1(14) . . ?
C28 C25 C27 105.3(11) . . ?
C24 C25 C27 106.2(7) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.055
_database_code_depnum_ccdc_archive 'CCDC 973280'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_TBC_wet_HCl


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H113.08 Cl0.20 O8.44 S8'
_chemical_formula_weight         1569.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P-42(1)m

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

_cell_length_a                   19.3652(19)
_cell_length_b                   19.3652(19)
_cell_length_c                   12.1189(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4544.7(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6456
_cell_measurement_theta_min      1.49
_cell_measurement_theta_max      27.73

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1680
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7028
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28695
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         27.73
_reflns_number_total             5481
_reflns_number_gt                4701
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0448P)²+1.0813P] 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   0.08(7)
_refine_ls_number_reflns         5481
_refine_ls_number_parameters     298
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.0979
_refine_ls_wR_factor_gt          0.0911
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.060
_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 0.30330(3) 0.54574(3) 0.49045(5) 0.01918(12) Uani 1 1 d . . .
C1 C 0.42738(10) 0.61607(10) 0.5107(2) 0.0187(4) Uani 1 1 d . . .
C2 C 0.36916(11) 0.58957(11) 0.56404(19) 0.0179(4) Uani 1 1 d . . .
C3 C 0.35820(11) 0.60235(11) 0.6756(2) 0.0204(5) Uani 1 1 d . . .
H3 H 0.3180 0.5846 0.7103 0.024 Uiso 1 1 calc R . .
C4 C 0.40542(11) 0.64090(11) 0.73765(19) 0.0205(5) Uani 1 1 d . . .
C5 C 0.46402(11) 0.66545(10) 0.6841(2) 0.0193(4) Uani 1 1 d . . .
H5 H 0.4974 0.6908 0.7249 0.023 Uiso 1 1 calc R . .
C6 C 0.47479(11) 0.65368(11) 0.57211(18) 0.0172(4) Uani 1 1 d . . .
C7 C 0.39241(13) 0.65174(14) 0.8607(2) 0.0294(6) Uani 1 1 d . . .
C8 C 0.32146(14) 0.6856(2) 0.8756(3) 0.0585(10) Uani 1 1 d . . .
H8A H 0.2856 0.6550 0.8462 0.088 Uiso 1 1 calc R . .
H8B H 0.3204 0.7297 0.8358 0.088 Uiso 1 1 calc R . .
H8C H 0.3130 0.6939 0.9542 0.088 Uiso 1 1 calc R . .
C9 C 0.3935(2) 0.58174(17) 0.9198(2) 0.0621(11) Uani 1 1 d . . .
H9A H 0.3577 0.5518 0.8885 0.093 Uiso 1 1 calc R . .
H9B H 0.3846 0.5886 0.9986 0.093 Uiso 1 1 calc R . .
H9C H 0.4388 0.5601 0.9100 0.093 Uiso 1 1 calc R . .
C10 C 0.44705(14) 0.69847(14) 0.9124(2) 0.0342(6) Uani 1 1 d . . .
H10A H 0.4380 0.7032 0.9916 0.051 Uiso 1 1 calc R . .
H10B H 0.4454 0.7441 0.8774 0.051 Uiso 1 1 calc R . .
H10C H 0.4929 0.6781 0.9014 0.051 Uiso 1 1 calc R . .
O1 O 0.43902(8) 0.60198(8) 0.40127(14) 0.0253(4) Uani 1 1 d . . .
C11 C 0.40771(14) 0.64974(14) 0.3265(2) 0.0384(7) Uani 1 1 d . . .
H11A H 0.3575 0.6489 0.3363 0.058 Uiso 1 1 calc R . .
H11B H 0.4191 0.6367 0.2505 0.058 Uiso 1 1 calc R . .
H11C H 0.4250 0.6964 0.3414 0.058 Uiso 1 1 calc R . .
S2 S 0.20224(3) 0.50000(3) 0.81239(4) 0.01912(12) Uani 1 1 d . . .
C12 C 0.09613(11) 0.40387(11) 0.8014(3) 0.0187(6) Uani 1 2 d S . .
C13 C 0.14389(11) 0.44373(11) 0.7431(2) 0.0183(5) Uani 1 1 d . . .
C14 C 0.15128(13) 0.43573(12) 0.6309(2) 0.0260(5) Uani 1 1 d . . .
H14 H 0.1840 0.4635 0.5928 0.031 Uiso 1 1 calc R . .
C15 C 0.11206(16) 0.38794(16) 0.5712(3) 0.0355(9) Uani 1 2 d SDU A .
C16 C 0.1226(2) 0.3774(2) 0.4475(4) 0.0660(14) Uani 1 2 d SDU . .
C17 C 0.0728(6) 0.3320(5) 0.3954(8) 0.097(4) Uani 0.50 1 d PDU A -1
H17A H 0.0833 0.3281 0.3166 0.146 Uiso 0.50 1 calc PR A -1
H17B H 0.0263 0.3510 0.4048 0.146 Uiso 0.50 1 calc PR A -1
H17C H 0.0752 0.2862 0.4297 0.146 Uiso 0.50 1 calc PR A -1
C18 C 0.1976(4) 0.3417(4) 0.4343(6) 0.091(2) Uani 0.50 1 d PDU A -1
H18A H 0.2048 0.3286 0.3570 0.137 Uiso 0.50 1 calc PR A -1
H18B H 0.1999 0.3005 0.4809 0.137 Uiso 1 2 calc SR A -1
H18C H 0.2335 0.3745 0.4569 0.137 Uiso 0.50 1 calc PR A -1
C19 C 0.1318(4) 0.4483(4) 0.3923(8) 0.067(3) Uani 0.50 1 d PDU A -1
H19A H 0.1702 0.4728 0.4271 0.100 Uiso 0.50 1 calc PR A -1
H19B H 0.0893 0.4753 0.4008 0.100 Uiso 0.50 1 calc PR A -1
H19C H 0.1416 0.4419 0.3136 0.100 Uiso 0.50 1 calc PR A -1
O2 O 0.08721(10) 0.41279(10) 0.91266(19) 0.0302(6) Uani 1 2 d S . .
C20 C 0.1298(2) 0.3702(2) 0.9783(4) 0.0579(13) Uani 1 2 d S . .
H20A H 0.1331 0.3243 0.9445 0.087 Uiso 0.50 1 calc PR . .
H20B H 0.1099 0.3660 1.0523 0.087 Uiso 0.50 1 calc PR . .
H20C H 0.1760 0.3907 0.9835 0.087 Uiso 0.50 1 calc PR . .
C21 C 0.09937(10) 0.59937(10) 0.8232(3) 0.0166(6) Uani 1 2 d S . .
C22 C 0.14968(11) 0.56217(10) 0.87966(19) 0.0172(4) Uani 1 1 d . . .
C23 C 0.16495(10) 0.57793(11) 0.98888(19) 0.0194(5) Uani 1 1 d . . .
H23 H 0.1995 0.5522 1.0262 0.023 Uiso 1 1 calc R . .
C24 C 0.13068(12) 0.63068(12) 1.0450(3) 0.0207(7) Uani 1 2 d S B .
C25 C 0.14866(14) 0.64866(14) 1.1647(3) 0.0298(8) Uani 1 2 d S . .
C26 C 0.2056(3) 0.6078(3) 1.2125(4) 0.0326(12) Uani 0.50 1 d P B -1
H26A H 0.2172 0.6261 1.2856 0.049 Uiso 0.50 1 calc PR B -1
H26B H 0.2461 0.6107 1.1644 0.049 Uiso 0.50 1 calc PR B -1
H26C H 0.1912 0.5595 1.2194 0.049 Uiso 0.50 1 calc PR B -1
C27 C 0.0821(3) 0.6386(4) 1.2347(4) 0.0495(17) Uani 0.50 1 d P B -1
H27A H 0.0911 0.6528 1.3110 0.074 Uiso 0.50 1 calc PR B -1
H27B H 0.0686 0.5899 1.2333 0.074 Uiso 0.50 1 calc PR B -1
H27C H 0.0448 0.6669 1.2039 0.074 Uiso 0.50 1 calc PR B -1
C28 C 0.1688(4) 0.7267(3) 1.1697(5) 0.0474(17) Uani 0.50 1 d P B -1
H28A H 0.1292 0.7549 1.1470 0.071 Uiso 0.50 1 calc PR B -1
H28B H 0.2077 0.7354 1.1200 0.071 Uiso 0.50 1 calc PR B -1
H28C H 0.1820 0.7388 1.2453 0.071 Uiso 0.50 1 calc PR B -1
O3 O 0.08503(8) 0.58503(8) 0.71420(17) 0.0229(5) Uani 1 2 d S . .
C29 C 0.12535(15) 0.62535(15) 0.6378(3) 0.0352(9) Uani 1 2 d S . .
H29A H 0.1069 0.6724 0.6344 0.053 Uiso 0.50 1 calc PR . .
H29B H 0.1231 0.6043 0.5644 0.053 Uiso 0.50 1 calc PR . .
H29C H 0.1735 0.6268 0.6627 0.053 Uiso 0.50 1 calc PR . .
Cl1 Cl 0.0000 0.5000 1.0806(15) 0.134(6) Uani 0.20 4 d SP . .
O1W O 0.5000 0.5000 0.751(2) 0.130(8) Uani 0.22 2 d SP . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C2 1.773(2) . ?
S1 C6 1.777(2) 4_656 ?
C1 O1 1.372(3) . ?
C1 C6 1.388(3) . ?
C1 C2 1.397(3) . ?
C2 C3 1.391(3) . ?
C3 C4 1.400(3) . ?
C4 C5 1.391(3) . ?
C4 C7 1.527(3) . ?
C5 C6 1.393(3) . ?
C6 S1 1.777(2) 2_566 ?
C7 C10 1.527(3) . ?
C7 C9 1.533(4) . ?
C7 C8 1.534(4) . ?
O1 C11 1.430(3) . ?
S2 C22 1.775(2) . ?
S2 C13 1.780(2) . ?
C12 O2 1.370(4) . ?
C12 C13 1.396(3) . ?
C12 C13 1.396(3) 7 ?
C13 C14 1.377(3) . ?
C14 C15 1.399(3) . ?
C15 C14 1.399(3) 7 ?
C15 C16 1.527(5) . ?
C16 C17 1.449(7) . ?
C16 C17 1.449(7) 7 ?
C16 C19 1.537(8) 7 ?
C16 C19 1.537(8) . ?
C16 C18 1.616(9) . ?
C16 C18 1.616(9) 7 ?
O2 C20 1.412(5) . ?
C21 O3 1.378(4) . ?
C21 C22 1.392(3) . ?
C21 C22 1.392(3) 8_455 ?
C22 C23 1.390(3) . ?
C23 C24 1.395(3) . ?
C24 C23 1.395(3) 8_455 ?
C24 C25 1.532(5) . ?
C25 C26 1.475(5) . ?
C25 C26 1.475(5) 8_455 ?
C25 C27 1.554(7) . ?
C25 C27 1.554(7) 8_455 ?
C25 C28 1.562(6) 8_455 ?
C25 C28 1.562(6) . ?
O3 C29 1.441(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 S1 C6 104.33(10) . 4_656 ?
O1 C1 C6 120.90(19) . . ?
O1 C1 C2 120.44(19) . . ?
C6 C1 C2 118.6(2) . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 S1 117.68(16) . . ?
C1 C2 S1 121.57(17) . . ?
C2 C3 C4 121.2(2) . . ?
C5 C4 C3 117.7(2) . . ?
C5 C4 C7 122.9(2) . . ?
C3 C4 C7 119.4(2) . . ?
C4 C5 C6 121.4(2) . . ?
C1 C6 C5 120.6(2) . . ?
C1 C6 S1 121.91(17) . 2_566 ?
C5 C6 S1 117.07(16) . 2_566 ?
C4 C7 C10 111.60(19) . . ?
C4 C7 C9 109.4(2) . . ?
C10 C7 C9 108.8(2) . . ?
C4 C7 C8 108.8(2) . . ?
C10 C7 C8 108.6(2) . . ?
C9 C7 C8 109.6(3) . . ?
C1 O1 C11 114.47(18) . . ?
C22 S2 C13 105.54(10) . . ?
O2 C12 C13 120.76(15) . . ?
O2 C12 C13 120.76(15) . 7 ?
C13 C12 C13 118.5(3) . 7 ?
C14 C13 C12 120.4(2) . . ?
C14 C13 S2 117.96(17) . . ?
C12 C13 S2 121.35(19) . . ?
C13 C14 C15 121.9(2) . . ?
C14 C15 C14 116.8(3) 7 . ?
C14 C15 C16 121.57(16) 7 . ?
C14 C15 C16 121.57(16) . . ?
C17 C16 C17 128.1(9) . 7 ?
C17 C16 C15 114.8(4) . . ?
C17 C16 C15 114.8(4) 7 . ?
C17 C16 C19 115.4(6) 7 7 ?
C15 C16 C19 108.9(5) . 7 ?
C17 C16 C19 115.4(6) . . ?
C15 C16 C19 108.9(5) . . ?
C17 C16 C18 107.2(6) . . ?
C15 C16 C18 105.9(5) . . ?
C19 C16 C18 103.6(4) . . ?
C17 C16 C18 107.2(6) 7 7 ?
C15 C16 C18 105.9(5) . 7 ?
C19 C16 C18 103.6(4) 7 7 ?
C12 O2 C20 114.0(3) . . ?
O3 C21 C22 120.54(14) . . ?
O3 C21 C22 120.54(14) . 8_455 ?
C22 C21 C22 118.9(3) . 8_455 ?
C23 C22 C21 120.2(2) . . ?
C23 C22 S2 117.67(16) . . ?
C21 C22 S2 121.79(18) . . ?
C22 C23 C24 121.6(2) . . ?
C23 C24 C23 117.3(3) 8_455 . ?
C23 C24 C25 121.32(14) 8_455 . ?
C23 C24 C25 121.33(14) . . ?
C26 C25 C24 114.8(2) . . ?
C26 C25 C24 114.8(2) 8_455 . ?
C26 C25 C27 109.7(4) . . ?
C24 C25 C27 107.4(3) . . ?
C26 C25 C27 109.7(4) 8_455 8_455 ?
C24 C25 C27 107.5(3) . 8_455 ?
C26 C25 C28 108.5(4) 8_455 8_455 ?
C24 C25 C28 108.3(3) . 8_455 ?
C27 C25 C28 107.8(4) 8_455 8_455 ?
C26 C25 C28 108.5(4) . . ?
C24 C25 C28 108.3(3) . . ?
C27 C25 C28 107.8(4) . . ?
C21 O3 C29 113.4(3) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.052
_database_code_depnum_ccdc_archive 'CCDC 973281'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_e:TBC_dry_I2


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C44 H50.40 O4 S4, C44 H56 O4 S4, 0.8(I), 5.6(H)'
_chemical_formula_sum            'C88 H112 I0.80 O8 S8'
_chemical_formula_weight         1655.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P -4 21 m'

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

_cell_length_a                   19.544(3)
_cell_length_b                   19.544(3)
_cell_length_c                   11.924(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4554.4(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7232
_cell_measurement_theta_min      1.47
_cell_measurement_theta_max      27.98

_exptl_crystal_description       block
_exptl_crystal_colour            'light brown'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1748.8
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9659
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28876
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         27.98
_reflns_number_total             5545
_reflns_number_gt                4914
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0860P)²+4.1036P] 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   -0.03(5)
_refine_ls_number_reflns         5545
_refine_ls_number_parameters     323
_refine_ls_number_restraints     62
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1536
_refine_ls_wR_factor_gt          0.1456
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.059
_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 0.80477(3) 0.95658(4) 1.01104(7) 0.02087(17) Uani 1 1 d . . .
C1 C 0.92695(14) 0.88654(14) 0.9893(3) 0.0199(6) Uani 1 1 d . . .
C2 C 0.86907(15) 0.91209(15) 0.9359(3) 0.0200(6) Uani 1 1 d . . .
C3 C 0.85712(15) 0.89871(15) 0.8223(3) 0.0219(6) Uani 1 1 d . . .
H3 H 0.8170 0.9161 0.7876 0.026 Uiso 1 1 calc R . .
C4 C 0.90346(16) 0.86007(16) 0.7590(3) 0.0237(6) Uani 1 1 d . . .
C5 C 0.96147(15) 0.83588(15) 0.8124(3) 0.0216(6) Uani 1 1 d . . .
H5 H 0.9940 0.8104 0.7705 0.026 Uiso 1 1 calc R . .
C6 C 0.97350(14) 0.84790(15) 0.9264(3) 0.0202(6) Uani 1 1 d . . .
C7 C 0.8891(2) 0.8478(2) 0.6344(3) 0.0344(8) Uani 1 1 d . . .
C8 C 0.8187(2) 0.8154(3) 0.6201(4) 0.0705(17) Uani 1 1 d . . .
H8A H 0.7840 0.8450 0.6543 0.106 Uiso 1 1 calc R . .
H8B H 0.8180 0.7706 0.6569 0.106 Uiso 1 1 calc R . .
H8C H 0.8087 0.8098 0.5401 0.106 Uiso 1 1 calc R . .
C9 C 0.9423(2) 0.8009(2) 0.5821(3) 0.0406(9) Uani 1 1 d . . .
H9A H 0.9318 0.7943 0.5025 0.061 Uiso 1 1 calc R . .
H9B H 0.9416 0.7566 0.6205 0.061 Uiso 1 1 calc R . .
H9C H 0.9877 0.8216 0.5898 0.061 Uiso 1 1 calc R . .
C10 C 0.8904(3) 0.9165(3) 0.5734(4) 0.0701(17) Uani 1 1 d . . .
H10A H 0.9364 0.9363 0.5785 0.105 Uiso 1 1 calc R . .
H10B H 0.8573 0.9476 0.6081 0.105 Uiso 1 1 calc R . .
H10C H 0.8784 0.9096 0.4944 0.105 Uiso 1 1 calc R . .
O1 O 0.93994(11) 0.90105(12) 1.09956(19) 0.0267(5) Uani 1 1 d . . .
C11 C 0.9104(2) 0.8544(2) 1.1783(3) 0.0395(9) Uani 1 1 d . . .
H11A H 0.8604 0.8574 1.1744 0.059 Uiso 1 1 calc R . .
H11B H 0.9256 0.8662 1.2542 0.059 Uiso 1 1 calc R . .
H11C H 0.9249 0.8077 1.1603 0.059 Uiso 1 1 calc R . .
S2 S 0.50006(4) 0.79926(4) 0.68909(6) 0.02200(17) Uani 1 1 d . . .
C12 C 0.59794(14) 0.90206(14) 0.6794(4) 0.0193(8) Uani 1 2 d S B .
C13 C 0.56024(15) 0.85272(15) 0.6208(3) 0.0204(6) Uani 1 1 d . . .
C14 C 0.57521(16) 0.83839(16) 0.5097(3) 0.0259(6) Uani 1 1 d . A .
H14A H 0.5495 0.8042 0.4718 0.031 Uiso 1 1 calc R . .
C15 C 0.62714(19) 0.87286(19) 0.4516(4) 0.0291(10) Uani 1 2 d SD . .
C16 C 0.6409(8) 0.8529(8) 0.3290(5) 0.042(2) Uani 0.50 1 d PD A -1
C17 C 0.5781(5) 0.8666(7) 0.2594(7) 0.083(5) Uani 0.50 1 d PD A -1
H17A H 0.5652 0.9140 0.2607 0.125 Uiso 0.50 1 d PR A -1
H17B H 0.5858 0.8525 0.1834 0.125 Uiso 0.50 1 d PR A -1
H17C H 0.5420 0.8395 0.2914 0.125 Uiso 0.50 1 d PR A -1
C18 C 0.7009(5) 0.8952(5) 0.2822(6) 0.048(2) Uani 0.50 1 d PD A -1
H18A H 0.6898 0.9430 0.2872 0.072 Uiso 0.50 1 d PR A -1
H18B H 0.7423 0.8864 0.3231 0.072 Uiso 0.50 1 d PR A -1
H18C H 0.7072 0.8828 0.2050 0.072 Uiso 0.50 1 d PR A -1
C19 C 0.6629(7) 0.7762(4) 0.3239(7) 0.076(4) Uani 0.50 1 d PD A -1
H19A H 0.7039 0.7668 0.3655 0.114 Uiso 0.50 1 d PR A -1
H19B H 0.6257 0.7504 0.3549 0.114 Uiso 0.50 1 d PR A -1
H19C H 0.6695 0.7634 0.2469 0.114 Uiso 0.50 1 d PR A -1
O2 O 0.58511(12) 0.91489(12) 0.7901(3) 0.0279(7) Uani 1 2 d S . .
C20 C 0.6239(3) 0.8761(3) 0.8651(5) 0.0407(16) Uani 0.80 2 d SP B .
H20A H 0.6538 0.8462 0.8242 0.061 Uiso 0.80 2 d SPR . .
H20B H 0.6506 0.9063 0.9115 0.061 Uiso 0.80 1 d PR . .
C40 C 0.529(2) 0.957(2) 0.833(3) 0.043(10) Uiso 0.10 1 d P B -1
H40A H 0.5072 0.9785 0.7692 0.064 Uiso 0.10 1 d PR . .
H40B H 0.4944 0.9373 0.8772 0.064 Uiso 0.20 1 d PR . .
C21 C 0.40404(16) 0.90404(16) 0.6995(4) 0.0236(9) Uani 1 2 d SD . .
C22 C 0.44226(15) 0.85549(15) 0.7580(3) 0.0219(6) Uani 1 1 d . C .
C23 C 0.4288(3) 0.8425(3) 0.8680(5) 0.0297(11) Uani 0.80 1 d P C 1
H23A H 0.4552 0.8089 0.9060 0.036 Uiso 0.80 1 calc PR C 1
C24 C 0.3772(4) 0.8772(4) 0.9271(5) 0.0423(19) Uani 0.80 2 d SPDU C 1
C25 C 0.3610(4) 0.8610(4) 1.0513(6) 0.061(2) Uani 0.80 2 d SPDU C 1
C26 C 0.3150(7) 0.9076(7) 1.1062(9) 0.073(4) Uani 0.40 1 d PDU C 1
H26A H 0.2719 0.9100 1.0677 0.110 Uiso 0.40 1 d PR C 1
H26B H 0.3363 0.9518 1.1059 0.110 Uiso 0.40 1 d PR C 1
H26C H 0.3075 0.8932 1.1823 0.110 Uiso 0.40 1 d PR C 1
C27 C 0.3317(6) 0.7871(5) 1.0554(8) 0.068(3) Uani 0.40 1 d PDU C 1
H27A H 0.2868 0.7868 1.0175 0.101 Uiso 0.80 2 d SPR C 1
H27B H 0.3254 0.7736 1.1321 0.101 Uiso 0.40 1 d PR C 1
H27C H 0.3625 0.7560 1.0191 0.101 Uiso 0.40 1 d PR C 1
C28 C 0.4316(7) 0.8568(8) 1.1163(11) 0.062(3) Uani 0.40 1 d PDU C 1
H28A H 0.4236 0.8468 1.1940 0.093 Uiso 0.40 1 d PR C 1
H28B H 0.4548 0.8999 1.1098 0.093 Uiso 0.40 1 d PR C 1
H28C H 0.4593 0.8214 1.0840 0.093 Uiso 0.40 1 d PR C 1
O3 O 0.4184(2) 0.9184(2) 0.5893(4) 0.0302(11) Uani 0.80 2 d SP D 1
C29 C 0.3811(4) 0.8811(4) 0.5116(6) 0.056(2) Uani 0.80 2 d SP D 1
H29A H 0.3964 0.8964 0.4393 0.084 Uiso 0.80 2 d SPR D 1
H29B H 0.3371 0.8896 0.5190 0.084 Uiso 0.80 1 d PR D 1
C33 C 0.4457(12) 0.8579(12) 0.880(2) 0.021(5) Uiso 0.20 1 d P C 2
H33A H 0.4781 0.8308 0.9199 0.025 Uiso 0.20 1 calc PR C 2
C34 C 0.4007(9) 0.9007(9) 0.9389(19) 0.033(7) Uiso 0.20 2 d SPD C 2
C35 C 0.4095(8) 0.9095(8) 1.066(2) 0.043(6) Uiso 0.20 2 d SPD C 2
C36 C 0.3459(8) 0.9355(8) 1.122(2) 0.033(6) Uiso 0.20 1 d PD C 2
H36A H 0.3542 0.9424 1.2002 0.050 Uiso 0.20 1 d PR C 2
H36B H 0.3098 0.9027 1.1122 0.050 Uiso 0.20 1 d PR C 2
H36C H 0.3328 0.9781 1.0879 0.050 Uiso 0.20 1 d PR C 2
C37 C 0.4656(7) 0.9656(7) 1.084(3) 0.061(9) Uiso 0.20 2 d SPD . 2
H37A H 0.4744 0.9744 1.1621 0.091 Uiso 0.20 2 d SPR . 2
H37B H 0.4489 1.0067 1.0487 0.091 Uiso 0.20 1 d PR . 2
O33 O 0.4003(8) 0.9003(8) 0.5839(15) 0.034(7) Uiso 0.20 2 d SPD D 2
C39 C 0.3513(13) 0.8513(13) 0.543(3) 0.10(2) Uiso 0.20 2 d SPD D 2
H39A H 0.3528 0.8528 0.4629 0.156 Uiso 0.20 2 d SPR D 2
H39B H 0.3096 0.8623 0.5683 0.156 Uiso 0.20 1 d PR D 2
I1 I 0.67505(8) 0.82495(8) 0.91712(16) 0.0423(4) Uani 0.20 2 d SP . .
I2 I 0.76273(9) 0.73727(9) 1.0135(2) 0.0592(6) Uani 0.20 2 d SP . .


_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 C6 1.771(3) 2_577 ?
S1 C2 1.772(3) . ?
C1 O1 1.369(4) . ?
C1 C2 1.391(4) . ?
C1 C6 1.400(4) . ?
C2 C3 1.399(4) . ?
C3 C4 1.400(4) . ?
C4 C5 1.383(4) . ?
C4 C7 1.531(4) . ?
C5 C6 1.399(4) . ?
C6 S1 1.771(3) 4_757 ?
C7 C9 1.520(5) . ?
C7 C8 1.524(6) . ?
C7 C10 1.527(6) . ?
O1 C11 1.431(4) . ?
S2 C13 1.771(3) . ?
S2 C22 1.778(3) . ?
C12 O2 1.367(5) . ?
C12 C13 1.400(4) . ?
C12 C13 1.400(4) 7_665 ?
C13 C14 1.385(4) . ?
C14 C15 1.401(4) . ?
C15 C14 1.401(4) 7_665 ?
C15 C16 1.537(7) 7_665 ?
C15 C16 1.537(7) . ?
C16 C17 1.507(12) . ?
C16 C18 1.538(17) . ?
C16 C19 1.561(13) . ?
O2 C20 1.396(8) . ?
O2 C40 1.47(3) . ?
O2 C40 1.47(3) 7_665 ?
C20 I1 1.544(8) . ?
C21 O3 1.373(7) . ?
C21 O33 1.382(17) . ?
C21 C22 1.395(4) 8_455 ?
C21 C22 1.395(4) . ?
C22 C23 1.362(6) . ?
C22 C33 1.46(2) . ?
C23 C24 1.405(6) . ?
C24 C23 1.405(6) 8_455 ?
C24 C25 1.547(9) . ?
C25 C26 1.437(9) 8_455 ?
C25 C26 1.437(9) . ?
C25 C27 1.554(12) . ?
C25 C27 1.554(12) 8_455 ?
C25 C28 1.584(12) . ?
C25 C28 1.585(12) 8_455 ?
O3 C29 1.386(10) . ?
C33 C34 1.40(3) . ?
C34 C33 1.40(3) 8_455 ?
C34 C35 1.53(3) . ?
C35 C36 1.500(15) 8_455 ?
C35 C36 1.500(15) . ?
C35 C37 1.566(18) . ?
O33 C39 1.441(19) . ?
I1 I2 2.682(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
C6 S1 C2 104.72(14) 2_577 . ?
O1 C1 C2 121.1(3) . . ?
O1 C1 C6 120.4(3) . . ?
C2 C1 C6 118.5(3) . . ?
C1 C2 C3 120.8(3) . . ?
C1 C2 S1 121.5(2) . . ?
C3 C2 S1 117.6(2) . . ?
C2 C3 C4 121.0(3) . . ?
C5 C4 C3 117.8(3) . . ?
C5 C4 C7 122.9(3) . . ?
C3 C4 C7 119.3(3) . . ?
C4 C5 C6 121.8(3) . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 S1 117.3(2) . 4_757 ?
C1 C6 S1 122.2(2) . 4_757 ?
C9 C7 C8 108.8(3) . . ?
C9 C7 C10 108.9(4) . . ?
C8 C7 C10 109.1(4) . . ?
C9 C7 C4 111.5(3) . . ?
C8 C7 C4 109.8(3) . . ?
C10 C7 C4 108.8(3) . . ?
C1 O1 C11 115.1(3) . . ?
C13 S2 C22 105.65(15) . . ?
O2 C12 C13 120.7(2) . . ?
O2 C12 C13 120.7(2) . 7_665 ?
C13 C12 C13 118.5(4) . 7_665 ?
C14 C13 C12 120.3(3) . . ?
C14 C13 S2 117.4(2) . . ?
C12 C13 S2 121.8(3) . . ?
C13 C14 C15 121.9(3) . . ?
C14 C15 C14 116.9(4) 7_665 . ?
C14 C15 C16 118.4(8) 7_665 7_665 ?
C14 C15 C16 124.7(8) . 7_665 ?
C14 C15 C16 124.7(8) 7_665 . ?
C14 C15 C16 118.4(8) . . ?
C17 C16 C15 109.6(7) . . ?
C17 C16 C18 109.0(8) . . ?
C15 C16 C18 110.0(11) . . ?
C17 C16 C19 111.9(12) . . ?
C15 C16 C19 109.2(7) . . ?
C18 C16 C19 107.0(8) . . ?
C12 O2 C20 114.8(4) . . ?
C12 O2 C40 125.1(13) . . ?
C20 O2 C40 119.4(13) . . ?
C12 O2 C40 125.1(13) . 7_665 ?
C20 O2 C40 119.4(13) . 7_665 ?
O3 C21 C22 120.6(2) . 8_455 ?
O33 C21 C22 119.4(3) . 8_455 ?
O3 C21 C22 120.6(2) . . ?
O33 C21 C22 119.4(3) . . ?
C22 C21 C22 118.6(4) 8_455 . ?
C23 C22 C21 120.4(3) . . ?
C21 C22 C33 120.2(10) . . ?
C23 C22 S2 116.9(3) . . ?
C21 C22 S2 122.0(3) . . ?
C33 C22 S2 116.9(10) . . ?
C22 C23 C24 122.1(4) . . ?
C23 C24 C23 116.2(6) 8_455 . ?
C23 C24 C25 121.9(3) 8_455 . ?
C23 C24 C25 121.9(3) . . ?
C26 C25 C26 125.8(10) 8_455 . ?
C26 C25 C24 115.7(5) 8_455 . ?
C26 C25 C24 115.7(5) . . ?
C26 C25 C27 110.0(9) . . ?
C24 C25 C27 107.2(7) . . ?
C26 C25 C27 110.1(9) 8_455 8_455 ?
C24 C25 C27 107.2(7) . 8_455 ?
C26 C25 C28 110.8(9) . . ?
C24 C25 C28 107.5(8) . . ?
C27 C25 C28 105.0(7) . . ?
C26 C25 C28 110.8(9) 8_455 8_455 ?
C24 C25 C28 107.5(8) . 8_455 ?
C27 C25 C28 105.0(7) 8_455 8_455 ?
C21 O3 C29 115.1(7) . . ?
C34 C33 C22 119.2(19) . . ?
C33 C34 C33 120(3) 8_455 . ?
C33 C34 C35 119.2(13) 8_455 . ?
C33 C34 C35 119.2(13) . . ?
C36 C35 C36 111.3(19) 8_455 . ?
C36 C35 C34 112.7(12) 8_455 . ?
C36 C35 C34 112.7(12) . . ?
C36 C35 C37 106.2(12) 8_455 . ?
C36 C35 C37 106.2(12) . . ?
C34 C35 C37 107.2(17) . . ?
C35 C37 C37 171.9(14) . 3_675 ?
C21 O33 C39 113.9(19) . . ?


_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.245
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 973282'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_TBC_wet_I2


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H113 I0.80 O9 S8'
_chemical_formula_weight         1672.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P -4 21 m'

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

_cell_length_a                   19.523(2)
_cell_length_b                   19.523(2)
_cell_length_c                   11.9511(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4555.1(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7175
_cell_measurement_theta_min      1.48
_cell_measurement_theta_max      27.81

_exptl_crystal_description       block
_exptl_crystal_colour            'dark brown'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1767
_exptl_absorpt_coefficient_mu    0.519
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7090
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28814
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         27.81
_reflns_number_total             5509
_reflns_number_gt                4767
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS, 2005-2012)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.1130P)²+5.0112P] 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(7)
_refine_ls_number_reflns         5509
_refine_ls_number_parameters     331
_refine_ls_number_restraints     58
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0611
_refine_ls_wR_factor_ref         0.1841
_refine_ls_wR_factor_gt          0.1718
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.45630(4) 0.69550(4) 0.48960(8) 0.0192(2) Uani 1 1 d . . .
C1 C 0.38600(16) 0.57314(16) 0.5106(3) 0.0186(7) Uani 1 1 d . . .
C2 C 0.41205(17) 0.63071(17) 0.5639(3) 0.0182(7) Uani 1 1 d . . .
C3 C 0.39857(18) 0.64240(17) 0.6773(3) 0.0204(7) Uani 1 1 d . . .
H3 H 0.4159 0.6826 0.7120 0.024 Uiso 1 1 calc R . .
C4 C 0.36001(18) 0.59601(18) 0.7406(3) 0.0207(7) Uani 1 1 d . . .
C5 C 0.33577(17) 0.53772(18) 0.6869(3) 0.0195(7) Uani 1 1 d . . .
H5 H 0.3104 0.5049 0.7286 0.023 Uiso 1 1 calc R . .
C6 C 0.34778(18) 0.52623(17) 0.5733(3) 0.0183(7) Uani 1 1 d . . .
C7 C 0.3486(2) 0.6101(2) 0.8651(3) 0.0309(9) Uani 1 1 d . . .
C8 C 0.3137(4) 0.6808(3) 0.8783(5) 0.0650(19) Uani 1 1 d . . .
H8A H 0.3431 0.7163 0.8459 0.097 Uiso 1 1 calc R . .
H8B H 0.3064 0.6904 0.9579 0.097 Uiso 1 1 calc R . .
H8C H 0.2695 0.6805 0.8394 0.097 Uiso 1 1 calc R . .
C9 C 0.3016(2) 0.5565(2) 0.9172(3) 0.0309(9) Uani 1 1 d . . .
H9A H 0.2953 0.5667 0.9968 0.046 Uiso 1 1 calc R . .
H9B H 0.3223 0.5110 0.9090 0.046 Uiso 1 1 calc R . .
H9C H 0.2571 0.5574 0.8793 0.046 Uiso 1 1 calc R . .
C10 C 0.4167(3) 0.6090(4) 0.9258(4) 0.0640(19) Uani 1 1 d . . .
H10A H 0.4377 0.5637 0.9179 0.096 Uiso 1 1 calc R . .
H10B H 0.4094 0.6189 1.0053 0.096 Uiso 1 1 calc R . .
H10C H 0.4471 0.6437 0.8936 0.096 Uiso 1 1 calc R . .
O1 O 0.39947(14) 0.56078(14) 0.4001(2) 0.0257(6) Uani 1 1 d . . .
C11 C 0.3523(2) 0.5912(2) 0.3236(4) 0.0377(10) Uani 1 1 d . . .
H11A H 0.3534 0.6411 0.3321 0.057 Uiso 1 1 calc R . .
H11B H 0.3059 0.5745 0.3394 0.057 Uiso 1 1 calc R . .
H11C H 0.3650 0.5790 0.2469 0.057 Uiso 1 1 calc R . .
S2 S 0.50001(4) 0.79912(4) 0.80952(7) 0.0191(2) Uani 1 1 d . . .
C12 C 0.40205(16) 0.90205(16) 0.8198(4) 0.0173(9) Uani 1 2 d SD B .
C13 C 0.43954(17) 0.85231(17) 0.8784(3) 0.0183(7) Uani 1 1 d . . .
C14 C 0.42494(18) 0.83829(17) 0.9884(3) 0.0216(7) Uani 1 1 d . . .
H14 H 0.4510 0.8044 1.0265 0.026 Uiso 1 1 calc R . .
C15 C 0.37263(19) 0.87263(19) 1.0460(4) 0.0213(10) Uani 1 2 d S A .
C16 C 0.3557(3) 0.8557(3) 1.1684(5) 0.0338(14) Uani 1 2 d S . .
C17 C 0.2983(5) 0.8949(5) 1.2160(7) 0.037(2) Uani 0.50 1 d P A -1
H17A H 0.2552 0.8790 1.1830 0.056 Uiso 0.50 1 calc PR A -1
H17B H 0.3045 0.9437 1.1994 0.056 Uiso 0.50 1 calc PR A -1
H17C H 0.2970 0.8882 1.2972 0.056 Uiso 0.50 1 calc PR A -1
C18 C 0.3351(7) 0.7749(5) 1.1735(8) 0.056(3) Uani 0.50 1 d P A -1
H18A H 0.3759 0.7469 1.1593 0.085 Uiso 0.50 1 calc PR A -1
H18B H 0.3004 0.7651 1.1166 0.085 Uiso 0.50 1 calc PR A -1
H18C H 0.3168 0.7641 1.2478 0.085 Uiso 0.50 1 calc PR A -1
C19 C 0.4221(5) 0.8667(7) 1.2379(7) 0.057(3) Uani 0.50 1 d P A -1
H19A H 0.4125 0.8577 1.3171 0.085 Uiso 0.50 1 calc PR A -1
H19B H 0.4379 0.9140 1.2289 0.085 Uiso 0.50 1 calc PR A -1
H19C H 0.4577 0.8352 1.2116 0.085 Uiso 0.50 1 calc PR A -1
O2 O 0.41535(14) 0.91535(14) 0.7091(3) 0.0244(8) Uani 1 2 d SD . .
C20 C 0.3761(3) 0.8761(3) 0.6338(5) 0.0340(17) Uani 0.80 2 d SPD B 1
H20A H 0.3882 0.8882 0.5568 0.051 Uiso 0.80 2 d SPR B 1
H20B H 0.3274 0.8852 0.6463 0.051 Uiso 0.80 1 d PR B 1
C30 C 0.4646(13) 0.9646(13) 0.681(5) 0.14(3) Uiso 0.20 2 d SPD . .
H30A H 0.4812 0.9797 0.7512 0.213 Uiso 0.20 2 d SPR . .
H30B H 0.5019 0.9477 0.6390 0.213 Uiso 0.20 1 d PR . .
C21 C 0.59608(17) 0.90392(17) 0.7989(4) 0.0189(10) Uani 1 2 d SD . .
C22 C 0.55772(17) 0.85546(18) 0.7402(3) 0.0198(7) Uani 1 1 d . C .
C23 C 0.5710(3) 0.8430(4) 0.6309(5) 0.0261(13) Uani 0.80 1 d PD C 1
H23 H 0.5448 0.8093 0.5928 0.031 Uiso 0.80 1 calc PR C 1
C24 C 0.6220(5) 0.8780(5) 0.5723(7) 0.038(2) Uani 0.80 2 d SPDU C 1
C25 C 0.6357(5) 0.8643(5) 0.4469(7) 0.065(3) Uani 0.80 2 d SPDU C 1
C26 C 0.5632(9) 0.8600(10) 0.3875(14) 0.064(4) Uani 0.40 1 d PDU C 1
H26A H 0.5410 0.9039 0.3892 0.096 Uiso 0.40 1 d PR C 1
H26B H 0.5703 0.8464 0.3112 0.096 Uiso 0.40 1 d PR C 1
H26C H 0.5349 0.8268 0.4245 0.096 Uiso 0.40 1 d PR C 1
C27 C 0.6671(7) 0.7914(7) 0.4400(10) 0.070(4) Uani 0.40 1 d PDU C 1
H27A H 0.7109 0.7891 0.4764 0.104 Uiso 0.40 2 d SPR C 1
H27B H 0.6372 0.7595 0.4767 0.104 Uiso 0.40 1 d PR C 1
H27C H 0.6726 0.7783 0.3631 0.104 Uiso 0.40 1 d PR C 1
C37 C 0.6540(13) 0.9337(15) 0.371(3) 0.029(7) Uiso 0.20 1 d PD C 2
H37A H 0.6435 0.9383 0.2916 0.043 Uiso 0.20 1 calc PR C 2
H37B H 0.6927 0.9023 0.3811 0.043 Uiso 0.20 1 calc PR C 2
H37C H 0.6659 0.9787 0.4022 0.043 Uiso 0.20 1 calc PR C 2
O3 O 0.5824(3) 0.9176(3) 0.9107(6) 0.0251(15) Uani 0.80 2 d SPD D 1
C29 C 0.6225(4) 0.8775(4) 0.9859(7) 0.045(2) Uani 0.80 2 d SPD D 1
H29A H 0.6110 0.8891 1.0616 0.067 Uiso 0.80 2 d SPR D 1
H29B H 0.6134 0.8293 0.9732 0.067 Uiso 0.80 1 d PR D 1
O30 O 0.5964(9) 0.9036(9) 0.911(3) 0.018(8) Uiso 0.20 2 d SPD D 2
C39 C 0.6441(14) 0.8559(14) 0.961(3) 0.066(17) Uiso 0.20 2 d SPD D 2
H39A H 0.6427 0.8574 1.0412 0.099 Uiso 0.20 2 d SPR D 2
H39B H 0.6326 0.8086 0.9357 0.099 Uiso 0.20 1 d PR D 2
I1 I 0.32526(13) 0.82526(13) 0.5838(3) 0.0669(8) Uani 0.20 2 d SP . .
I2 I 0.23709(15) 0.73709(15) 0.4884(4) 0.0874(10) Uani 0.20 2 d SP . .
O1W O 0.5000 1.0000 1.0617(16) 0.074(5) Uani 0.50 4 d SP . .
O2W O 0.5000 0.5000 0.7579(14) 0.034(3) Uani 0.25 2 d SP . .
C34 C 0.6044(9) 0.8956(9) 0.558(2) 0.009(6) Uiso 0.20 2 d SPD C 2
C33 C 0.5550(10) 0.8573(10) 0.6189(16) 0.001(4) Uiso 0.20 1 d PD C 2
H33 H 0.5201 0.8330 0.5803 0.002 Uiso 0.20 1 calc PR C 2
C35 C 0.5936(10) 0.9064(10) 0.431(2) 0.037(7) Uiso 0.20 2 d SPD C 2
C36 C 0.5375(10) 0.9625(10) 0.420(4) 0.098(18) Uiso 0.20 2 d SPD C 2
H36A H 0.5297 0.9703 0.3419 0.147 Uiso 0.40 2 d SPR C 2
H36B H 0.4957 0.9470 0.4547 0.147 Uiso 0.10 1 d PR C 2
C28 C 0.6795(10) 0.9116(10) 0.3904(12) 0.078(5) Uani 0.40 1 d PDU C 1
H28A H 0.7216 0.9128 0.4318 0.117 Uiso 0.40 1 d PR C 1
H28B H 0.6882 0.8948 0.3162 0.117 Uiso 0.40 1 d PR C 1
H28C H 0.6607 0.9570 0.3860 0.117 Uiso 0.40 1 d PR C 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C2 1.771(3) . ?
S1 C6 1.772(3) 2_566 ?
C1 O1 1.368(4) . ?
C1 C2 1.388(5) . ?
C1 C6 1.398(5) . ?
C2 C3 1.399(5) . ?
C3 C4 1.400(5) . ?
C4 C5 1.389(5) . ?
C4 C7 1.529(5) . ?
C5 C6 1.397(5) . ?
C6 S1 1.773(3) 4_656 ?
C7 C10 1.515(7) . ?
C7 C9 1.524(5) . ?
C7 C8 1.548(7) . ?
O1 C11 1.428(5) . ?
S2 C13 1.775(4) . ?
S2 C22 1.779(4) . ?
C12 O2 1.372(6) . ?
C12 C13 1.404(4) 8_455 ?
C12 C13 1.404(4) . ?
C13 C14 1.372(5) . ?
C14 C15 1.402(4) . ?
C15 C14 1.402(4) 8_455 ?
C15 C16 1.535(7) . ?
C16 C17 1.472(8) . ?
C16 C17 1.472(8) 8_455 ?
C16 C19 1.554(12) . ?
C16 C19 1.554(12) 8_455 ?
C16 C18 1.629(12) 8_455 ?
C16 C18 1.629(12) . ?
O2 C30 1.40(3) . ?
O2 C20 1.408(8) . ?
C20 I1 1.527(8) . ?
C21 O30 1.34(4) . ?
C21 O3 1.388(9) . ?
C21 C22 1.396(4) 7_665 ?
C21 C22 1.396(4) . ?
C22 C23 1.354(7) . ?
C22 C33 1.45(2) . ?
C23 C24 1.396(7) . ?
C24 C23 1.396(7) 7_665 ?
C24 C25 1.546(11) . ?
C25 C28 1.429(12) 7_665 ?
C25 C28 1.429(12) . ?
C25 C27 1.552(16) . ?
C25 C27 1.552(17) 7_665 ?
C25 C26 1.586(16) . ?
C25 C26 1.586(16) 7_665 ?
C37 C35 1.47(2) . ?
O3 C29 1.425(11) . ?
O30 C39 1.44(3) . ?
I1 I2 2.688(5) . ?
C34 C33 1.42(2) . ?
C34 C33 1.42(2) 7_665 ?
C34 C35 1.55(4) . ?
C35 C37 1.47(2) 7_665 ?
C35 C36 1.56(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
C2 S1 C6 104.35(16) . 2_566 ?
O1 C1 C2 121.0(3) . . ?
O1 C1 C6 120.2(3) . . ?
C2 C1 C6 118.7(3) . . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 S1 121.8(3) . . ?
C3 C2 S1 117.5(3) . . ?
C2 C3 C4 121.3(3) . . ?
C5 C4 C3 117.6(3) . . ?
C5 C4 C7 123.2(3) . . ?
C3 C4 C7 119.2(3) . . ?
C4 C5 C6 121.6(3) . . ?
C5 C6 C1 120.3(3) . . ?
C5 C6 S1 117.1(3) . 4_656 ?
C1 C6 S1 122.1(3) . 4_656 ?
C10 C7 C9 108.8(4) . . ?
C10 C7 C4 109.7(4) . . ?
C9 C7 C4 111.2(3) . . ?
C10 C7 C8 110.5(5) . . ?
C9 C7 C8 107.8(4) . . ?
C4 C7 C8 108.9(4) . . ?
C1 O1 C11 114.9(3) . . ?
C13 S2 C22 105.99(17) . . ?
O2 C12 C13 120.9(2) . 8_455 ?
O2 C12 C13 120.9(2) . . ?
C13 C12 C13 118.1(4) 8_455 . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 S2 117.8(3) . . ?
C12 C13 S2 121.3(3) . . ?
C13 C14 C15 121.8(3) . . ?
C14 C15 C14 117.1(5) . 8_455 ?
C14 C15 C16 121.4(2) . . ?
C14 C15 C16 121.4(2) 8_455 . ?
C17 C16 C15 114.8(4) . . ?
C17 C16 C15 114.8(4) 8_455 . ?
C17 C16 C19 110.9(7) . . ?
C15 C16 C19 107.5(6) . . ?
C17 C16 C19 110.9(7) 8_455 8_455 ?
C15 C16 C19 107.5(6) . 8_455 ?
C17 C16 C18 107.5(7) 8_455 8_455 ?
C15 C16 C18 107.3(5) . 8_455 ?
C19 C16 C18 145.2(7) . 8_455 ?
C19 C16 C18 108.6(7) 8_455 8_455 ?
C17 C16 C18 107.5(7) . . ?
C15 C16 C18 107.3(5) . . ?
C19 C16 C18 108.6(7) . . ?
C30 O2 C12 120(2) . . ?
C30 O2 C20 126(2) . . ?
C12 O2 C20 114.2(5) . . ?
O30 C21 C22 120.1(3) . 7_665 ?
O3 C21 C22 120.7(2) . 7_665 ?
O30 C21 C22 120.1(3) . . ?
O3 C21 C22 120.7(2) . . ?
C22 C21 C22 118.4(5) 7_665 . ?
C23 C22 C21 120.3(4) . . ?
C21 C22 C33 120.3(9) . . ?
C23 C22 S2 117.3(3) . . ?
C21 C22 S2 121.7(3) . . ?
C33 C22 S2 117.2(9) . . ?
C22 C23 C24 122.2(5) . . ?
C23 C24 C23 116.5(8) 7_665 . ?
C23 C24 C25 121.7(4) 7_665 . ?
C23 C24 C25 121.7(4) . . ?
C28 C25 C24 116.7(7) 7_665 . ?
C28 C25 C24 116.7(7) . . ?
C28 C25 C27 109.3(11) . . ?
C24 C25 C27 106.2(9) . . ?
C28 C25 C27 109.3(11) 7_665 7_665 ?
C24 C25 C27 106.2(9) . 7_665 ?
C28 C25 C26 111.0(12) . . ?
C24 C25 C26 106.8(9) . . ?
C27 C25 C26 106.3(8) . . ?
C28 C25 C26 111.0(12) 7_665 7_665 ?
C24 C25 C26 106.8(9) . 7_665 ?
C27 C25 C26 140.7(10) . 7_665 ?
C27 C25 C26 106.3(8) 7_665 7_665 ?
C21 O3 C29 113.3(8) . . ?
C21 O30 C39 115(3) . . ?
C33 C34 C33 117(3) . 7_665 ?
C33 C34 C35 118.9(12) . . ?
C33 C34 C35 118.9(12) 7_665 . ?
C34 C33 C22 120.1(17) . . ?
C37 C35 C37 110(3) 7_665 . ?
C37 C35 C34 114.3(17) 7_665 . ?
C37 C35 C34 114.3(18) . . ?
C37 C35 C36 105.6(17) 7_665 . ?
C37 C35 C36 105.6(17) . . ?
C34 C35 C36 106(3) . . ?


_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.674
_refine_diff_density_min         -1.293
_refine_diff_density_rms         0.098
_database_code_depnum_ccdc_archive 'CCDC 973283'
