# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?
_publ_contact_author_email       hamada@ipc.akita-u.ac.jp
_publ_contact_author_fax         81-18-837-0404
_publ_contact_author_phone       81-18-889-2440
_publ_contact_author_address     
;Department of Life Science, Faculty Engineering and Resources Science
Akita University
Akita 010-8502
Japan
;

_publ_section_title              
;
Channel structure for guest inclusion
based on hexameric assembly of thiacalix[4]arene analogue

;
loop_
_publ_author_name
'Fumio Hamada'
M.Yamada
Y.Kondo
S.-i.Ito
U.Akiba
p.c.a.name
F.Hamada
_publ_contact_author_name        'Fumio Hamada'

# Attachment '- YamadaCIF4.cif'

data_TC4A-Br-Pr
_database_code_depnum_ccdc_archive 'CCDC 785498'
#TrackingRef '- YamadaCIF4.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;

# SUBMISSION DETAILS

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C240 H264 Br24 O24 S24'
_chemical_formula_weight         6219.79

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'R -3 c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'y+2/3, x+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'y+1/3, x+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-y+2/3, -x+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-y+1/3, -x+2/3, z+1/6'

_cell_length_a                   30.7287(12)
_cell_length_b                   30.7287(12)
_cell_length_c                   23.7570(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     19427.2(15)
_cell_formula_units_Z            3
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    34538
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      25.36

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             9360
_exptl_absorpt_coefficient_mu    3.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7940
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed X-ray tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 10.00
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            50935
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.25
_diffrn_reflns_theta_max         25.35
_reflns_number_total             3952
_reflns_number_gt                3214
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        ?
_computing_structure_solution    SHELXS97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. One cyclohexane molecule
(19A and 19B) was refined as disordered molecule, occupancy of which was
fixed at 0.77 and 0.23, respectively. Other cyclohexane molecule (C20 and
C21) was refined as disordered molecule, occupancy of which was fixed at 0.75
and 0.25, respectively.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0346P)^2^+102.6753P] where P=(Fo^2^+2Fc^2^)/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         3952
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.0862
_refine_ls_wR_factor_gt          0.0811
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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
Br1 Br 0.492012(16) 0.295888(14) 0.193165(17) 0.04008(13) Uani 1 1 d . . .
Br2 Br 0.542247(15) 0.594633(14) 0.468469(17) 0.03708(12) Uani 1 1 d . . .
S1 S 0.61068(4) 0.61068(4) 0.2500 0.0303(3) Uani 1 2 d S . .
S2 S 0.53767(4) 0.43074(3) 0.36666(4) 0.0323(2) Uani 1 1 d . . .
S3 S 0.35680(4) 0.35680(4) 0.2500 0.0326(3) Uani 1 2 d S . .
O1 O 0.57331(8) 0.49855(8) 0.26195(10) 0.0274(5) Uani 1 1 d . . .
O2 O 0.44205(9) 0.43056(8) 0.33077(10) 0.0278(5) Uani 1 1 d . . .
C1 C 0.47465(14) 0.33553(13) 0.23876(15) 0.0292(8) Uani 1 1 d . . .
C2 C 0.42960(14) 0.33420(12) 0.22977(15) 0.0311(8) Uani 1 1 d . . .
H1 H 0.4067 0.3120 0.2024 0.037 Uiso 1 1 calc R . .
C3 C 0.41774(13) 0.36550(12) 0.26090(16) 0.0287(8) Uani 1 1 d . . .
C4 C 0.45109(12) 0.39778(12) 0.30155(15) 0.0257(8) Uani 1 1 d . . .
C5 C 0.49661(13) 0.39786(12) 0.31032(15) 0.0271(8) Uani 1 1 d . . .
C6 C 0.50816(14) 0.36701(12) 0.27877(15) 0.0289(8) Uani 1 1 d . . .
H2 H 0.5390 0.3676 0.2847 0.035 Uiso 1 1 calc R . .
C7 C 0.55492(13) 0.56541(13) 0.40474(15) 0.0281(8) Uani 1 1 d . . .
C8 C 0.54380(12) 0.51592(13) 0.40725(15) 0.0270(8) Uani 1 1 d . . .
H3 H 0.5319 0.4975 0.4413 0.032 Uiso 1 1 calc R . .
C9 C 0.56894(12) 0.52086(12) 0.30972(15) 0.0242(7) Uani 1 1 d . . .
C10 C 0.58054(12) 0.57132(12) 0.30835(15) 0.0257(8) Uani 1 1 d . . .
C11 C 0.57317(12) 0.59320(13) 0.35588(15) 0.0279(8) Uani 1 1 d . . .
H4 H 0.5806 0.6272 0.3548 0.034 Uiso 1 1 calc R . .
C12 C 0.55016(12) 0.49331(12) 0.35948(15) 0.0258(8) Uani 1 1 d . . .
C13 C 0.40832(19) 0.41188(16) 0.37866(18) 0.0540(13) Uani 1 1 d . . .
H5 H 0.4168 0.3906 0.4022 0.065 Uiso 1 1 calc R . .
H6 H 0.3734 0.3908 0.3651 0.065 Uiso 1 1 calc R . .
C14 C 0.4117(2) 0.4533(2) 0.4130(2) 0.0607(14) Uani 1 1 d . . .
H7 H 0.3824 0.4390 0.4387 0.073 Uiso 1 1 calc R . .
H8 H 0.4421 0.4660 0.4368 0.073 Uiso 1 1 calc R . .
C15 C 0.41366(18) 0.49632(17) 0.3847(2) 0.0527(12) Uani 1 1 d . . .
H9 H 0.3794 0.4903 0.3795 0.063 Uiso 1 1 calc R . .
H10 H 0.4298 0.5010 0.3478 0.063 Uiso 1 1 calc R . .
H11 H 0.4330 0.5266 0.4075 0.063 Uiso 1 1 calc R . .
C16 C 0.62067(13) 0.49923(14) 0.25597(17) 0.0327(9) Uani 1 1 d . . .
H12 H 0.6258 0.4818 0.2882 0.039 Uiso 1 1 calc R . .
H13 H 0.6489 0.5343 0.2550 0.039 Uiso 1 1 calc R . .
C17 C 0.61876(14) 0.47297(14) 0.20210(17) 0.0343(9) Uani 1 1 d . . .
H14 H 0.6136 0.4906 0.1703 0.041 Uiso 1 1 calc R . .
H15 H 0.5899 0.4382 0.2032 0.041 Uiso 1 1 calc R . .
C18 C 0.66713(16) 0.47138(17) 0.19256(19) 0.0460(11) Uani 1 1 d . . .
H16 H 0.6639 0.4409 0.2097 0.055 Uiso 1 1 calc R . .
H17 H 0.6954 0.5010 0.2098 0.055 Uiso 1 1 calc R . .
H18 H 0.6731 0.4713 0.1521 0.055 Uiso 1 1 calc R . .
C19A C 0.6437(3) 0.3643(4) 0.3219(10) 0.075(3) Uiso 0.78(5) 1 d P . 1
H19A H 0.6287 0.3846 0.3342 0.090 Uiso 0.78(5) 1 calc PR . 1
H19B H 0.6441 0.3638 0.2803 0.090 Uiso 0.78(5) 1 calc PR . 1
C19B C 0.6476(10) 0.3682(9) 0.345(3) 0.051(10) Uiso 0.22(5) 1 d P . 2
H19C H 0.6351 0.3910 0.3339 0.062 Uiso 0.22(5) 1 calc PR . 2
H19D H 0.6482 0.3671 0.3870 0.062 Uiso 0.22(5) 1 calc PR . 2
C20 C 0.3331(5) 0.6378(3) 0.4681(4) 0.112(3) Uiso 0.75 1 d P . .
H20A H 0.3481 0.6255 0.4963 0.134 Uiso 0.75 1 calc PR . .
H20B H 0.2979 0.6259 0.4794 0.134 Uiso 0.75 1 calc PR . .
C21 C 0.3333 0.6179(7) 0.4167 0.103(6) Uiso 0.50 2 d SP . .
H21A H 0.3036 0.5836 0.4165 0.124 Uiso 0.25 1 calc PR . .
H21B H 0.3631 0.6134 0.4168 0.124 Uiso 0.25 1 calc PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0536(3) 0.0333(2) 0.0341(2) 0.00003(17) 0.00192(19) 0.02235(19)
Br2 0.0406(2) 0.0327(2) 0.0335(2) -0.00419(16) -0.00227(17) 0.01500(18)
S1 0.0237(4) 0.0237(4) 0.0319(7) 0.0059(3) -0.0059(3) 0.0032(5)
S2 0.0397(5) 0.0217(4) 0.0317(5) 0.0012(4) -0.0147(4) 0.0124(4)
S3 0.0233(4) 0.0233(4) 0.0394(8) 0.0042(3) -0.0042(3) 0.0029(5)
O1 0.0253(12) 0.0257(12) 0.0274(14) -0.0006(10) -0.0084(10) 0.0100(10)
O2 0.0282(13) 0.0249(12) 0.0283(14) 0.0060(11) 0.0042(11) 0.0116(11)
C1 0.035(2) 0.0219(17) 0.028(2) 0.0066(15) -0.0020(16) 0.0117(16)
C2 0.034(2) 0.0182(17) 0.027(2) 0.0014(15) -0.0058(16) 0.0028(15)
C3 0.0266(18) 0.0200(17) 0.030(2) 0.0076(15) -0.0038(15) 0.0045(15)
C4 0.0268(18) 0.0177(16) 0.027(2) 0.0069(14) -0.0016(15) 0.0068(14)
C5 0.0294(18) 0.0171(16) 0.027(2) 0.0028(14) -0.0048(15) 0.0057(14)
C6 0.0316(19) 0.0227(18) 0.029(2) 0.0085(15) 0.0002(16) 0.0113(15)
C7 0.0237(18) 0.0291(19) 0.029(2) -0.0029(16) -0.0090(15) 0.0113(15)
C8 0.0214(17) 0.0280(18) 0.026(2) 0.0045(15) -0.0060(15) 0.0083(15)
C9 0.0204(17) 0.0241(17) 0.0249(19) -0.0025(14) -0.0071(14) 0.0087(14)
C10 0.0208(17) 0.0230(17) 0.029(2) 0.0021(15) -0.0091(15) 0.0073(14)
C11 0.0240(18) 0.0196(17) 0.036(2) 0.0019(15) -0.0094(15) 0.0075(15)
C12 0.0231(17) 0.0230(17) 0.027(2) 0.0026(15) -0.0097(15) 0.0083(14)
C13 0.072(3) 0.034(2) 0.031(2) 0.0099(19) 0.014(2) 0.007(2)
C14 0.077(3) 0.092(4) 0.039(3) 0.017(3) 0.023(2) 0.062(3)
C15 0.059(3) 0.059(3) 0.045(3) -0.018(2) -0.007(2) 0.034(2)
C16 0.0269(19) 0.035(2) 0.039(2) -0.0058(17) -0.0095(16) 0.0168(16)
C17 0.035(2) 0.031(2) 0.034(2) -0.0028(17) -0.0061(17) 0.0145(17)
C18 0.048(2) 0.048(3) 0.048(3) -0.007(2) -0.002(2) 0.028(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.895(4) . ?
Br2 C7 1.897(4) . ?
S1 C10 1.767(4) 6 ?
S1 C10 1.767(4) . ?
S2 C5 1.769(4) . ?
S2 C12 1.771(3) . ?
S3 C3 1.773(4) 6 ?
S3 C3 1.773(4) . ?
O1 C9 1.367(4) . ?
O1 C16 1.452(4) . ?
O2 C4 1.361(4) . ?
O2 C13 1.450(5) . ?
C1 C6 1.380(5) . ?
C1 C2 1.381(5) . ?
C2 C3 1.398(5) . ?
C2 H1 0.9500 . ?
C3 C4 1.397(5) . ?
C4 C5 1.413(5) . ?
C5 C6 1.387(5) . ?
C6 H2 0.9500 . ?
C7 C11 1.383(5) . ?
C7 C8 1.383(5) . ?
C8 C12 1.394(5) . ?
C8 H3 0.9500 . ?
C9 C12 1.400(5) . ?
C9 C10 1.407(5) . ?
C10 C11 1.390(5) . ?
C11 H4 0.9500 . ?
C13 C14 1.472(6) . ?
C13 H5 0.9900 . ?
C13 H6 0.9900 . ?
C14 C15 1.458(6) . ?
C14 H7 0.9900 . ?
C14 H8 0.9900 . ?
C15 H9 0.9800 . ?
C15 H10 0.9800 . ?
C15 H11 0.9800 . ?
C16 C17 1.498(5) . ?
C16 H12 0.9900 . ?
C16 H13 0.9900 . ?
C17 C18 1.528(5) . ?
C17 H14 0.9900 . ?
C17 H15 0.9900 . ?
C18 H16 0.9800 . ?
C18 H17 0.9800 . ?
C18 H18 0.9800 . ?
C19A C19A 1.537(17) 33_545 ?
C19A C19A 1.537(17) 32 ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C19B C19B 1.56(5) 32 ?
C19B C19B 1.56(5) 33_545 ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C20 C21 1.368(12) . ?
C20 C20 1.529(15) 2_665 ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C20 1.369(12) 11 ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 S1 C10 105.6(2) 6 . ?
C5 S2 C12 104.64(16) . . ?
C3 S3 C3 105.8(2) 6 . ?
C9 O1 C16 115.0(3) . . ?
C4 O2 C13 118.5(3) . . ?
C6 C1 C2 120.8(3) . . ?
C6 C1 Br1 119.6(3) . . ?
C2 C1 Br1 119.5(3) . . ?
C1 C2 C3 120.0(3) . . ?
C1 C2 H1 120.0 . . ?
C3 C2 H1 120.0 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 S3 123.5(3) . . ?
C2 C3 S3 116.0(3) . . ?
O2 C4 C3 122.0(3) . . ?
O2 C4 C5 119.4(3) . . ?
C3 C4 C5 118.5(3) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 S2 116.5(3) . . ?
C4 C5 S2 122.4(3) . . ?
C1 C6 C5 119.7(3) . . ?
C1 C6 H2 120.1 . . ?
C5 C6 H2 120.1 . . ?
C11 C7 C8 121.1(3) . . ?
C11 C7 Br2 119.6(3) . . ?
C8 C7 Br2 119.3(3) . . ?
C7 C8 C12 119.6(3) . . ?
C7 C8 H3 120.2 . . ?
C12 C8 H3 120.2 . . ?
O1 C9 C12 120.8(3) . . ?
O1 C9 C10 120.0(3) . . ?
C12 C9 C10 119.1(3) . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 S1 117.6(3) . . ?
C9 C10 S1 122.0(3) . . ?
C7 C11 C10 119.8(3) . . ?
C7 C11 H4 120.1 . . ?
C10 C11 H4 120.1 . . ?
C8 C12 C9 120.3(3) . . ?
C8 C12 S2 117.0(3) . . ?
C9 C12 S2 122.6(3) . . ?
O2 C13 C14 111.4(3) . . ?
O2 C13 H5 109.3 . . ?
C14 C13 H5 109.3 . . ?
O2 C13 H6 109.3 . . ?
C14 C13 H6 109.3 . . ?
H5 C13 H6 108.0 . . ?
C15 C14 C13 118.7(4) . . ?
C15 C14 H7 107.6 . . ?
C13 C14 H7 107.6 . . ?
C15 C14 H8 107.6 . . ?
C13 C14 H8 107.6 . . ?
H7 C14 H8 107.1 . . ?
C14 C15 H9 109.5 . . ?
C14 C15 H10 109.5 . . ?
H9 C15 H10 109.5 . . ?
C14 C15 H11 109.5 . . ?
H9 C15 H11 109.5 . . ?
H10 C15 H11 109.5 . . ?
O1 C16 C17 107.9(3) . . ?
O1 C16 H12 110.1 . . ?
C17 C16 H12 110.1 . . ?
O1 C16 H13 110.1 . . ?
C17 C16 H13 110.1 . . ?
H12 C16 H13 108.4 . . ?
C16 C17 C18 111.5(3) . . ?
C16 C17 H14 109.3 . . ?
C18 C17 H14 109.3 . . ?
C16 C17 H15 109.3 . . ?
C18 C17 H15 109.3 . . ?
H14 C17 H15 108.0 . . ?
C17 C18 H16 109.5 . . ?
C17 C18 H17 109.5 . . ?
H16 C18 H17 109.5 . . ?
C17 C18 H18 109.5 . . ?
H16 C18 H18 109.5 . . ?
H17 C18 H18 109.5 . . ?
C19A C19A C19A 108.3(17) 33_545 32 ?
C19A C19A H19A 110.0 33_545 . ?
C19A C19A H19A 110.0 32 . ?
C19A C19A H19B 110.0 33_545 . ?
C19A C19A H19B 110.0 32 . ?
H19A C19A H19B 108.4 . . ?
C19B C19B C19B 107(4) 32 33_545 ?
C19B C19B H19C 110.2 32 . ?
C19B C19B H19C 110.2 33_545 . ?
C19B C19B H19D 110.2 32 . ?
C19B C19B H19D 110.2 33_545 . ?
H19C C19B H19D 108.5 . . ?
C21 C20 C20 112.8(9) . 2_665 ?
C21 C20 H20A 109.0 . . ?
C20 C20 H20A 109.0 2_665 . ?
C21 C20 H20B 109.0 . . ?
C20 C20 H20B 109.0 2_665 . ?
H20A C20 H20B 107.8 . . ?
C20 C21 C20 126.4(19) . 11 ?
C20 C21 H21A 105.7 . . ?
C20 C21 H21A 105.7 11 . ?
C20 C21 H21B 105.7 . . ?
C20 C21 H21B 105.7 11 . ?
H21A C21 H21B 106.2 . . ?

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
C6 C1 C2 C3 0.8(5) . . . . ?
Br1 C1 C2 C3 -176.2(3) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
C1 C2 C3 S3 -174.9(3) . . . . ?
C3 S3 C3 C4 54.2(3) 6 . . . ?
C3 S3 C3 C2 -131.8(3) 6 . . . ?
C13 O2 C4 C3 81.0(4) . . . . ?
C13 O2 C4 C5 -102.2(4) . . . . ?
C2 C3 C4 O2 176.7(3) . . . . ?
S3 C3 C4 O2 -9.5(5) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
S3 C3 C4 C5 173.6(3) . . . . ?
O2 C4 C5 C6 -176.1(3) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
O2 C4 C5 S2 11.7(4) . . . . ?
C3 C4 C5 S2 -171.4(3) . . . . ?
C12 S2 C5 C6 132.7(3) . . . . ?
C12 S2 C5 C4 -54.8(3) . . . . ?
C2 C1 C6 C5 -0.2(5) . . . . ?
Br1 C1 C6 C5 176.9(3) . . . . ?
C4 C5 C6 C1 -0.6(5) . . . . ?
S2 C5 C6 C1 172.0(3) . . . . ?
C11 C7 C8 C12 -1.2(5) . . . . ?
Br2 C7 C8 C12 176.1(2) . . . . ?
C16 O1 C9 C12 -88.7(4) . . . . ?
C16 O1 C9 C10 95.2(4) . . . . ?
O1 C9 C10 C11 176.0(3) . . . . ?
C12 C9 C10 C11 -0.3(5) . . . . ?
O1 C9 C10 S1 -10.8(4) . . . . ?
C12 C9 C10 S1 173.0(2) . . . . ?
C10 S1 C10 C11 -128.5(3) 6 . . . ?
C10 S1 C10 C9 58.0(2) 6 . . . ?
C8 C7 C11 C10 0.0(5) . . . . ?
Br2 C7 C11 C10 -177.3(2) . . . . ?
C9 C10 C11 C7 0.7(5) . . . . ?
S1 C10 C11 C7 -172.8(3) . . . . ?
C7 C8 C12 C9 1.7(5) . . . . ?
C7 C8 C12 S2 177.4(3) . . . . ?
O1 C9 C12 C8 -177.2(3) . . . . ?
C10 C9 C12 C8 -1.0(5) . . . . ?
O1 C9 C12 S2 7.3(4) . . . . ?
C10 C9 C12 S2 -176.5(2) . . . . ?
C5 S2 C12 C8 129.5(3) . . . . ?
C5 S2 C12 C9 -54.9(3) . . . . ?
C4 O2 C13 C14 166.7(4) . . . . ?
O2 C13 C14 C15 43.3(7) . . . . ?
C9 O1 C16 C17 179.4(3) . . . . ?
O1 C16 C17 C18 -179.4(3) . . . . ?
C20 C20 C21 C20 -33.3(8) 2_665 . . 11 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.826
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.086