# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2001

data_1

_database_code_CSD	170661


_journal_coden_Cambridge      440

_publ_requested_journal       'New Journal of Chemistry'

loop_
_publ_author_name
'Beer, P. D.'
'Drew, M.'
'Felix, V.'
'Matthews, Susan E.'


_publ_contact_author_name     	'Prof P D Beer'  
_publ_contact_author_address 
;
Department of Chemistry, Inorganic Chemistry Laboratory
University of Oxford
South Parks Road
Oxford
OX1 3QR
UNITED KINGDOM
;

_publ_contact_author_email       'PAUL.BEER@CHEM.OX.AC.UK'

_publ_section_title		
;
Thiacalix[4]tube : synthesis, x-ray crystal structure and
preliminary binding studies
;
_publ_section_references

;

Kabsch, W. (1988), J.Appl.Cryst 21 916-932.

Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480.

Sheldrick, G.M. (1993) SHELXL program for crystallography refinement.
University of Gottingen, Germany.

Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands
;


_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common             ?
_chemical_formula_moiety          ?
_chemical_formula_sum
'C91 H118 Cl6 O16 S8 '
_chemical_formula_weight          1937.04

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'
'N'  'N'   0.0061   0.0033
'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            monoclinic
_symmetry_space_group_name_H-M    C2/m

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

_cell_length_a                    20.72(2)
_cell_length_b                    19.67(3)
_cell_length_c                    12.796(15)
_cell_angle_alpha                 90.00
_cell_angle_beta                  101.478(10)
_cell_angle_gamma                 90.00
_cell_volume                      5111(11)
_cell_formula_units_Z             2
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?

_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_size_max           ?
_exptl_crystal_size_mid           ?
_exptl_crystal_size_min           ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.259
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              2044
_exptl_absorpt_coefficient_mu     0.390
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?

_exptl_special_details
;
?
;

_diffrn_ambient_temperature       293(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        'Marresearch Image Plate'
_diffrn_measurement_method
'95 frames at 2^o intervals, counting time 2 min.'
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             4661
_diffrn_reflns_av_R_equivalents   0.0000
_diffrn_reflns_av_sigmaI/netI     0.0909
_diffrn_reflns_limit_h_min        0
_diffrn_reflns_limit_h_max        24
_diffrn_reflns_limit_k_min        0
_diffrn_reflns_limit_k_max        23
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          2.01
_diffrn_reflns_theta_max          25.99
_reflns_number_total              4661
_reflns_number_gt                 2021
_reflns_threshold_expression      2sigma(I)


_computing_data_collection        'XDS (Kabsch, 1991)'
_computing_cell_refinement        XDS
_computing_data_reduction         XDS
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)'
_computing_molecular_graphics     'PLATON(Spek,1994)'

_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.
;

_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme
'calc w=1/[\s^2^(Fo^2^)+(0.2464P)^2^+0.0000P] 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     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          4661
_refine_ls_number_parameters      281
_refine_ls_number_restraints      9
_refine_ls_R_factor_all           0.2254
_refine_ls_R_factor_gt            0.1054
_refine_ls_wR_factor_ref          0.3628
_refine_ls_wR_factor_gt           0.2868
_refine_ls_goodness_of_fit_ref    0.921
_refine_ls_restrained_S_all       0.921
_refine_ls_shift/su_max           0.068
_refine_ls_shift/su_mean          0.006

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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.4145(3) 0.1734(3) 0.7763(5) 0.0604(17) Uani 1 d . . .
C12 C 0.4167(3) 0.2440(3) 0.7749(6) 0.0649(18) Uani 1 d . . .
H12 H 0.4382 0.2656 0.7269 0.078 Uiso 1 calc R . .
C13 C 0.3873(3) 0.2836(3) 0.8443(6) 0.0693(19) Uani 1 d . . .
C14 C 0.3555(3) 0.2484(3) 0.9132(6) 0.0656(18) Uani 1 d . . .
H14 H 0.3357 0.2728 0.9605 0.079 Uiso 1 calc R . .
C15 C 0.3521(3) 0.1771(3) 0.9139(5) 0.0593(16) Uani 1 d . . .
C16 C 0.3807(3) 0.1396(3) 0.8440(5) 0.0542(15) Uani 1 d . . .
S17 S 0.31030(8) 0.13725(9) 1.00739(15) 0.0666(6) Uani 1 d . . .
C21 C 0.3609(3) 0.1636(3) 1.1305(5) 0.0599(17) Uani 1 d . . .
C22 C 0.3367(3) 0.2125(4) 1.1934(6) 0.0700(19) Uani 1 d . . .
H22 H 0.2953 0.2311 1.1682 0.084 Uiso 1 calc R . .
C23 C 0.3722(3) 0.2340(4) 1.2913(6) 0.0717(19) Uani 1 d . . .
C24 C 0.4364(3) 0.2057(4) 1.3253(5) 0.0665(18) Uani 1 d . . .
H24 H 0.4617 0.2194 1.3903 0.080 Uiso 1 calc R . .
C25 C 0.4619(3) 0.1590(3) 1.2653(5) 0.0582(16) Uani 1 d . . .
C26 C 0.4232(3) 0.1369(3) 1.1665(6) 0.0609(17) Uani 1 d . . .
S27 S 0.54338(8) 0.12795(9) 1.31189(15) 0.0689(6) Uani 1 d . . .
C100 C 0.3878(4) 0.3620(4) 0.8406(8) 0.085(2) Uani 1 d . . .
C101 C 0.3294(8) 0.3860(5) 0.7592(15) 0.220(9) Uani 1 d . . .
H10A H 0.3378 0.3793 0.6889 0.264 Uiso 1 calc R . .
H10B H 0.3220 0.4335 0.7701 0.264 Uiso 1 calc R . .
H10C H 0.2910 0.3606 0.7669 0.264 Uiso 1 calc R . .
C102 C 0.4491(8) 0.3863(5) 0.8093(13) 0.189(7) Uani 1 d . . .
H10D H 0.4865 0.3656 0.8542 0.227 Uiso 1 calc R . .
H10E H 0.4521 0.4348 0.8170 0.227 Uiso 1 calc R . .
H10F H 0.4483 0.3743 0.7363 0.227 Uiso 1 calc R . .
C103 C 0.3795(8) 0.3915(5) 0.9471(13) 0.188(6) Uani 1 d . . .
H10G H 0.3400 0.3738 0.9654 0.225 Uiso 1 calc R . .
H10H H 0.3765 0.4401 0.9416 0.225 Uiso 1 calc R . .
H10I H 0.4167 0.3793 1.0013 0.225 Uiso 1 calc R . .
C200 C 0.3446(4) 0.2895(5) 1.3551(7) 0.093(3) Uani 1 d . . .
C201 C 0.2764(5) 0.2794(8) 1.3583(10) 0.176(6) Uani 1 d . . .
H20A H 0.2728 0.2482 1.4146 0.211 Uiso 1 calc R . .
H20B H 0.2539 0.2612 1.2914 0.211 Uiso 1 calc R . .
H20C H 0.2570 0.3221 1.3712 0.211 Uiso 1 calc R . .
C202 C 0.3875(6) 0.3038(8) 1.4577(11) 0.209(8) Uani 1 d . . .
H20D H 0.3673 0.3375 1.4950 0.251 Uiso 1 calc R . .
H20E H 0.4291 0.3205 1.4462 0.251 Uiso 1 calc R . .
H20F H 0.3944 0.2629 1.4993 0.251 Uiso 1 calc R . .
C203 C 0.3429(7) 0.3562(6) 1.2884(12) 0.168(6) Uani 1 d . . .
H20G H 0.3300 0.3936 1.3280 0.202 Uiso 1 calc R . .
H20H H 0.3117 0.3513 1.2224 0.202 Uiso 1 calc R . .
H20I H 0.3858 0.3648 1.2737 0.202 Uiso 1 calc R . .
O150 O 0.38058(19) 0.0700(2) 0.8492(3) 0.0626(12) Uani 1 d . . .
C151 C 0.3312(5) 0.0337(4) 0.7848(10) 0.131(4) Uani 1 d . . .
H15A H 0.2899 0.0481 0.8025 0.157 Uiso 1 calc R . .
H15B H 0.3303 0.0481 0.7121 0.157 Uiso 1 calc R . .
O250 O 0.4492(2) 0.0920(2) 1.1022(4) 0.0672(12) Uani 1 d . . .
C251 C 0.4216(8) 0.0256(7) 1.0843(13) 0.094(5) Uiso 0.50 d P . .
H25A H 0.4147 0.0141 1.0091 0.112 Uiso 0.50 calc PR . .
H25B H 0.3796 0.0233 1.1067 0.112 Uiso 0.50 calc PR . .
C252 C 0.4697(8) -0.0224(7) 1.1483(13) 0.094(5) Uiso 0.50 d P . .
H25C H 0.4672 -0.0204 1.2232 0.113 Uiso 0.50 calc PR . .
H25D H 0.5143 -0.0118 1.1411 0.113 Uiso 0.50 calc PR . .
O81 O 0.5719(7) 0.0000 1.5522(11) 0.181(5) Uiso 1 d S A 1
O82 O 0.6872(7) 0.0000 1.7291(14) 0.181(5) Uiso 1 d S . 1
O83 O 0.6722(16) -0.0454(15) 1.657(3) 0.252(12) Uiso 0.50 d P . 1
O84 O 0.4641(10) 0.5000 1.3674(16) 0.242(7) Uiso 1 d S B 1
C701 C 0.4831(16) 0.5000 1.550(3) 0.369(8) Uiso 0.50 d SPD . 4
Cl71 Cl 0.3958(12) 0.5000 1.521(2) 0.369(8) Uiso 0.50 d SPD . 4
Cl72 Cl 0.5172(13) 0.5000 1.433(3) 0.369(8) Uiso 0.50 d SPD . 4
C601 C 0.6585(15) 0.0000 1.515(4) 0.36(7) Uiso 0.50 d SPD . 3
Cl61 Cl 0.6357(11) -0.0648(12) 1.595(2) 0.215(8) Uiso 0.25 d PD . 3
Cl62 Cl 0.7441(9) 0.0000 1.5165(16) 0.272(8) Uiso 0.50 d SPD . 3
C501 C 0.6423(16) 0.0000 1.530(6) 0.28(5) Uiso 0.50 d SPD . 2
Cl51 Cl 0.6742(9) -0.0837(7) 1.5474(15) 0.171(6) Uiso 0.25 d PD . 2
Cl52 Cl 0.7069(9) 0.0579(7) 1.5190(14) 0.169(5) Uiso 0.25 d PD . 2

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
C11 0.058(4) 0.059(4) 0.064(4) 0.001(3) 0.015(3) 0.006(3)
C12 0.072(4) 0.050(4) 0.075(5) -0.005(3) 0.022(4) -0.006(3)
C13 0.070(4) 0.053(4) 0.086(6) -0.004(4) 0.017(4) -0.011(3)
C14 0.063(4) 0.059(4) 0.077(5) -0.016(4) 0.017(3) 0.005(3)
C15 0.056(3) 0.060(4) 0.061(4) -0.006(3) 0.010(3) 0.001(3)
C16 0.055(3) 0.046(4) 0.059(4) -0.004(3) 0.005(3) 0.003(3)
S17 0.0616(10) 0.0690(12) 0.0724(13) -0.0106(9) 0.0214(8) -0.0142(8)
C21 0.056(3) 0.057(4) 0.071(5) -0.001(3) 0.023(3) -0.004(3)
C22 0.059(4) 0.076(5) 0.078(5) -0.009(4) 0.022(4) 0.010(3)
C23 0.072(4) 0.080(5) 0.066(5) -0.016(4) 0.020(4) 0.003(4)
C24 0.068(4) 0.079(5) 0.056(4) -0.002(4) 0.020(3) 0.006(3)
C25 0.061(4) 0.050(4) 0.065(4) 0.001(3) 0.017(3) 0.001(3)
C26 0.071(4) 0.042(4) 0.075(5) -0.002(3) 0.027(4) -0.012(3)
S27 0.0654(10) 0.0704(12) 0.0742(13) 0.0146(9) 0.0221(9) 0.0109(8)
C100 0.086(5) 0.049(4) 0.128(8) -0.008(5) 0.040(5) -0.011(4)
C101 0.220(15) 0.063(7) 0.33(2) 0.045(10) -0.056(15) 0.007(8)
C102 0.260(16) 0.062(7) 0.286(18) -0.021(8) 0.150(15) -0.054(8)
C103 0.274(17) 0.067(7) 0.246(16) -0.055(9) 0.112(14) -0.052(9)
C200 0.091(5) 0.087(6) 0.100(7) -0.036(5) 0.014(5) 0.022(4)
C201 0.120(9) 0.256(17) 0.154(11) -0.104(11) 0.035(7) 0.044(9)
C202 0.170(11) 0.258(17) 0.162(12) -0.138(12) -0.055(9) 0.117(11)
C203 0.197(13) 0.121(10) 0.212(15) -0.045(10) 0.100(12) 0.020(9)
O150 0.062(3) 0.057(3) 0.065(3) -0.004(2) 0.003(2) -0.001(2)
C151 0.111(6) 0.059(5) 0.188(10) 0.003(6) -0.055(7) 0.002(4)
O250 0.075(3) 0.048(3) 0.081(3) -0.007(2) 0.020(2) 0.007(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
C11 C16 1.387(8) . ?
C11 C12 1.391(9) . ?
C11 S27 1.796(6) 2_657 ?
C12 C13 1.408(9) . ?
C13 C14 1.387(9) . ?
C13 C100 1.543(10) . ?
C14 C15 1.403(9) . ?
C15 C16 1.382(8) . ?
C15 S17 1.790(7) . ?
C16 O150 1.370(7) . ?
S17 C21 1.786(7) . ?
C21 C26 1.385(9) . ?
C21 C22 1.408(9) . ?
C22 C23 1.387(10) . ?
C23 C24 1.426(9) . ?
C23 C200 1.539(10) . ?
C24 C25 1.369(8) . ?
C25 C26 1.423(9) . ?
C25 S27 1.783(6) . ?
C26 O250 1.387(7) . ?
S27 C11 1.796(6) 2_657 ?
C100 C102 1.485(14) . ?
C100 C101 1.507(15) . ?
C100 C103 1.522(14) . ?
C200 C201 1.435(13) . ?
C200 C202 1.458(13) . ?
C200 C203 1.564(15) . ?
O150 C151 1.378(9) . ?
C151 C151 1.325(15) 6 ?
O250 C251 1.427(14) . ?
C251 C252 1.492(18) . ?
C252 O250 1.518(15) 6 ?
C701 Cl71 1.77(2) . ?
C701 Cl72 1.78(2) . ?
C601 Cl61 1.76(2) 6 ?
C601 Cl61 1.76(2) . ?
C601 Cl62 1.77(2) . ?
C501 Cl51 1.771(16) . ?
C501 Cl51 1.771(16) 6 ?
C501 Cl52 1.78(2) . ?
C501 Cl52 1.78(2) 6 ?

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
C16 C11 C12 120.6(6) . . ?
C16 C11 S27 121.5(5) . 2_657 ?
C12 C11 S27 117.9(5) . 2_657 ?
C11 C12 C13 121.7(6) . . ?
C14 C13 C12 116.4(6) . . ?
C14 C13 C100 121.7(6) . . ?
C12 C13 C100 121.8(6) . . ?
C13 C14 C15 122.3(6) . . ?
C16 C15 C14 120.0(6) . . ?
C16 C15 S17 121.7(5) . . ?
C14 C15 S17 118.3(5) . . ?
O150 C16 C15 119.8(6) . . ?
O150 C16 C11 121.0(5) . . ?
C15 C16 C11 118.9(6) . . ?
C21 S17 C15 100.7(3) . . ?
C26 C21 C22 118.8(6) . . ?
C26 C21 S17 121.8(5) . . ?
C22 C21 S17 119.3(5) . . ?
C23 C22 C21 122.7(6) . . ?
C22 C23 C24 116.8(6) . . ?
C22 C23 C200 120.6(6) . . ?
C24 C23 C200 122.5(7) . . ?
C25 C24 C23 122.1(7) . . ?
C24 C25 C26 119.4(6) . . ?
C24 C25 S27 119.2(5) . . ?
C26 C25 S27 121.4(5) . . ?
O250 C26 C21 119.4(6) . . ?
O250 C26 C25 120.4(6) . . ?
C21 C26 C25 120.1(6) . . ?
C25 S27 C11 99.6(3) . 2_657 ?
C102 C100 C101 108.9(11) . . ?
C102 C100 C103 111.9(10) . . ?
C101 C100 C103 106.3(11) . . ?
C102 C100 C13 110.0(7) . . ?
C101 C100 C13 109.1(7) . . ?
C103 C100 C13 110.6(7) . . ?
C201 C200 C202 115.3(10) . . ?
C201 C200 C23 112.9(8) . . ?
C202 C200 C23 113.0(7) . . ?
C201 C200 C203 102.5(10) . . ?
C202 C200 C203 105.8(10) . . ?
C23 C200 C203 106.0(8) . . ?
C16 O150 C151 119.8(5) . . ?
C151 C151 O150 121.2(4) 6 . ?
C26 O250 C251 119.3(7) . . ?
O250 C251 C252 106.8(11) . . ?
C251 C252 O250 104.7(11) . 6 ?
Cl71 C701 Cl72 112.5(18) . . ?
Cl61 C601 Cl62 112.2(17) . . ?
Cl51 C501 Cl52 109.7(16) . . ?

_refine_diff_density_max    0.879
_refine_diff_density_min   -0.683
_refine_diff_density_rms    0.089