# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2004

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_year                    ?
_journal_page_first              ?

_publ_contact_author_name        'George Shimizu'
_publ_contact_author_address     
;
Chemistry
University of Calgary
2500 University Drive NW
Calgary
Alberta
T2N 1N4
CANADA
;

_publ_contact_author_email       GSHIMIZU@UCALGARY.CA

_publ_section_title              
;
A self-assembled coordination cage organized for inclusion of aromatic guests
;
_publ_author_name                'George Shimizu'

data_n
_database_code_depnum_ccdc_archive 'CCDC 247011'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;Tetrakis(pyridine)copper(ii) 1,3,5-tris(4-sulfophenyl)benzene
pyridine solvate
;
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C113 H95 Cu3 N13 O18 S6'
_chemical_formula_weight         2306.00

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   R-3c

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                   20.324(5)
_cell_length_b                   20.324(5)
_cell_length_c                   47.623(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                120.000(5)
_cell_volume                     17036(6)
_cell_formula_units_Z            6
_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    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             7146
_exptl_absorpt_coefficient_mu    0.737
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6602
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       57
_diffrn_reflns_theta_min         1.44
_diffrn_reflns_theta_max         25.35
_reflns_number_total             3462
_reflns_number_gt                3047
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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
_refine_ls_weighting_details     
'calc w==1/[\s^2^(Fo^2^)+(0.1468P)^2^+260.4449P] 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         3462
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1239
_refine_ls_R_factor_gt           0.1096
_refine_ls_wR_factor_ref         0.3288
_refine_ls_wR_factor_gt          0.3136
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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
C1 C 0.7216(4) 0.0050(4) 0.16463(14) 0.0465(16) Uani 1 1 d . . .
C2 C 0.7894(5) 0.0693(5) 0.1575(2) 0.067(2) Uani 1 1 d . . .
H2 H 0.7896 0.1138 0.1528 0.081 Uiso 1 1 calc R . .
C3 C 0.8575(5) 0.0679(5) 0.1572(2) 0.063(2) Uani 1 1 d . . .
H3 H 0.9024 0.1114 0.1522 0.076 Uiso 1 1 calc R . .
C4 C 0.8588(4) 0.0030(4) 0.16425(15) 0.0454(16) Uani 1 1 d . . .
C5 C 0.7890(5) -0.0625(4) 0.17007(19) 0.057(2) Uani 1 1 d . . .
H5 H 0.7881 -0.1077 0.1742 0.069 Uiso 1 1 calc R . .
C6 C 0.7210(5) -0.0613(4) 0.16974(19) 0.057(2) Uani 1 1 d . . .
H6 H 0.6752 -0.1057 0.1730 0.068 Uiso 1 1 calc R . .
C7 C 0.9315(4) 0.0012(4) 0.16474(14) 0.0429(15) Uani 1 1 d . . .
C8 C 0.9302(4) -0.0678(4) 0.16489(14) 0.0436(15) Uani 1 1 d . . .
H8 H 0.8840 -0.1131 0.1651 0.052 Uiso 1 1 calc R . .
C9 C 0.0000 0.068(2) 0.2500 0.191(13) Uiso 1 2 d S . .
H9 H 0.0000 0.1133 0.2500 0.229 Uiso 1 2 calc SR . .
C10 C -0.067(3) 0.0000 0.2500 0.238(19) Uiso 1 2 d S . .
H10 H -0.1124 0.0000 0.2500 0.286 Uiso 1 2 calc SR . .
C11 C 0.7855(5) 0.0822(6) 0.2344(2) 0.066(2) Uani 1 1 d . . .
H11 H 0.7706 0.0432 0.2213 0.079 Uiso 1 1 calc R . .
C12 C 0.8614(7) 0.1400(8) 0.2358(3) 0.096(4) Uani 1 1 d . . .
H12 H 0.8968 0.1424 0.2228 0.115 Uiso 1 1 calc R . .
C13 C 0.8825(8) 0.1929(7) 0.2566(3) 0.100(4) Uani 1 1 d . . .
H13 H 0.9333 0.2304 0.2584 0.119 Uiso 1 1 calc R . .
C14 C 0.8301(9) 0.1913(7) 0.2749(3) 0.106(4) Uani 1 1 d . . .
H14 H 0.8442 0.2275 0.2890 0.127 Uiso 1 1 calc R . .
C15 C 0.7579(6) 0.1363(5) 0.2719(2) 0.075(3) Uani 1 1 d . . .
H15 H 0.7221 0.1350 0.2844 0.090 Uiso 1 1 calc R . .
C21 C 0.4709(6) -0.0721(7) 0.22553(19) 0.081(3) Uani 1 1 d . . .
H21 H 0.4940 -0.0298 0.2139 0.097 Uiso 1 1 calc R . .
C22 C 0.3964(6) -0.1244(9) 0.2214(3) 0.110(5) Uani 1 1 d . . .
H22 H 0.3695 -0.1184 0.2068 0.132 Uiso 1 1 calc R . .
C23 C 0.3602(7) -0.1883(9) 0.2394(3) 0.113(5) Uani 1 1 d . . .
H23 H 0.3096 -0.2253 0.2369 0.135 Uiso 1 1 calc R . .
C24 C 0.4022(6) -0.1934(7) 0.2606(2) 0.086(3) Uani 1 1 d . . .
H24 H 0.3797 -0.2332 0.2733 0.103 Uiso 1 1 calc R . .
C25 C 0.4780(5) -0.1395(6) 0.26316(18) 0.068(2) Uani 1 1 d . . .
H25 H 0.5062 -0.1451 0.2774 0.082 Uiso 1 1 calc R . .
N1 N 0.7342(4) 0.0829(4) 0.25195(14) 0.0574(17) Uani 1 1 d . . .
N2 N 0.5122(4) -0.0800(5) 0.24612(14) 0.0615(18) Uani 1 1 d . . .
O1 O 0.5756(3) -0.0619(4) 0.16186(13) 0.0670(16) Uani 1 1 d . . .
O2 O 0.6374(4) 0.0254(4) 0.19907(12) 0.0693(17) Uani 1 1 d . . .
O3 O 0.6479(4) 0.0728(4) 0.15171(14) 0.0711(17) Uani 1 1 d . . .
S S 0.63893(10) 0.01211(11) 0.16950(4) 0.0462(5) Uani 1 1 d . . .
Cu Cu 0.62378(7) 0.0000 0.2500 0.0555(5) Uani 1 2 d S . .

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
C1 0.036(3) 0.054(4) 0.044(4) 0.000(3) 0.003(3) 0.018(3)
C2 0.045(4) 0.058(5) 0.100(7) 0.023(5) 0.006(4) 0.027(4)
C3 0.047(4) 0.050(4) 0.088(6) 0.020(4) 0.011(4) 0.022(4)
C4 0.041(4) 0.041(4) 0.048(4) 0.007(3) 0.013(3) 0.016(3)
C5 0.053(4) 0.040(4) 0.080(6) -0.001(4) 0.011(4) 0.024(3)
C6 0.047(4) 0.041(4) 0.078(5) -0.002(4) 0.017(4) 0.019(3)
C7 0.045(4) 0.046(4) 0.038(3) 0.001(3) 0.002(3) 0.024(3)
C8 0.037(3) 0.041(4) 0.050(4) 0.008(3) 0.003(3) 0.018(3)
C11 0.053(5) 0.072(6) 0.065(5) -0.001(4) -0.010(4) 0.025(4)
C12 0.077(7) 0.115(10) 0.091(8) 0.030(7) 0.000(6) 0.045(7)
C13 0.079(8) 0.077(7) 0.098(9) -0.004(6) -0.027(7) 0.005(6)
C14 0.107(10) 0.077(8) 0.110(9) -0.020(7) -0.040(8) 0.029(7)
C15 0.083(7) 0.062(5) 0.077(6) -0.006(5) -0.032(5) 0.034(5)
C21 0.061(5) 0.116(8) 0.056(5) 0.021(5) 0.003(4) 0.036(6)
C22 0.063(6) 0.156(13) 0.082(8) 0.035(8) -0.008(5) 0.034(7)
C23 0.061(6) 0.164(13) 0.083(7) 0.050(8) -0.003(5) 0.033(7)
C24 0.068(6) 0.109(9) 0.061(5) 0.015(5) -0.001(5) 0.029(6)
C25 0.062(5) 0.094(7) 0.049(5) 0.011(4) 0.001(4) 0.039(5)
N1 0.061(4) 0.055(4) 0.055(4) -0.008(3) -0.027(3) 0.028(3)
N2 0.050(4) 0.083(5) 0.047(4) 0.000(3) -0.003(3) 0.031(4)
O1 0.053(3) 0.069(4) 0.075(4) -0.022(3) -0.006(3) 0.027(3)
O2 0.065(4) 0.111(5) 0.045(3) -0.016(3) -0.001(3) 0.053(4)
O3 0.065(4) 0.071(4) 0.088(4) 0.023(3) 0.008(3) 0.042(3)
S 0.0405(9) 0.0513(10) 0.0459(10) -0.0028(7) 0.0000(7) 0.0223(8)
Cu 0.0546(7) 0.0658(9) 0.0497(8) -0.0115(6) -0.0058(3) 0.0329(5)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.363(11) . ?
C1 C2 1.386(11) . ?
C1 S 1.773(7) . ?
C2 C3 1.398(12) . ?
C3 C4 1.374(11) . ?
C4 C5 1.405(10) . ?
C4 C7 1.497(10) . ?
C5 C6 1.395(11) . ?
C7 C8 1.391(9) . ?
C7 C8 1.413(10) 3_765 ?
C8 C7 1.413(10) 2_645 ?
C9 C10 1.36(2) . ?
C9 C10 1.36(2) 3 ?
C10 C9 1.36(2) 2 ?
C11 N1 1.343(12) . ?
C11 C12 1.398(16) . ?
C12 C13 1.365(19) . ?
C13 C14 1.364(19) . ?
C14 C15 1.336(16) . ?
C15 N1 1.336(12) . ?
C21 N2 1.351(12) . ?
C21 C22 1.360(15) . ?
C22 C23 1.418(17) . ?
C23 C24 1.356(15) . ?
C24 C25 1.378(14) . ?
C25 N2 1.329(12) . ?
N1 Cu 2.025(7) . ?
N2 Cu 2.033(7) . ?
O1 S 1.455(6) . ?
O2 S 1.437(6) . ?
O3 S 1.431(6) . ?
Cu N1 2.025(7) 4 ?
Cu N2 2.033(7) 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
C6 C1 C2 119.3(7) . . ?
C6 C1 S 121.1(6) . . ?
C2 C1 S 119.4(6) . . ?
C1 C2 C3 120.7(8) . . ?
C4 C3 C2 120.7(8) . . ?
C3 C4 C5 117.6(7) . . ?
C3 C4 C7 121.4(6) . . ?
C5 C4 C7 121.0(7) . . ?
C6 C5 C4 121.4(7) . . ?
C1 C6 C5 120.0(7) . . ?
C8 C7 C8 119.5(7) . 3_765 ?
C8 C7 C4 120.3(6) . . ?
C8 C7 C4 120.1(6) 3_765 . ?
C7 C8 C7 120.5(7) . 2_645 ?
C10 C9 C10 119(6) . 3 ?
C9 C10 C9 121(6) 2 . ?
N1 C11 C12 119.9(10) . . ?
C13 C12 C11 118.5(12) . . ?
C14 C13 C12 120.8(12) . . ?
C15 C14 C13 117.9(12) . . ?
N1 C15 C14 123.8(13) . . ?
N2 C21 C22 121.8(10) . . ?
C21 C22 C23 119.5(11) . . ?
C24 C23 C22 117.4(11) . . ?
C23 C24 C25 120.2(10) . . ?
N2 C25 C24 122.4(9) . . ?
C15 N1 C11 118.9(8) . . ?
C15 N1 Cu 120.5(7) . . ?
C11 N1 Cu 120.4(6) . . ?
C25 N2 C21 118.5(8) . . ?
C25 N2 Cu 122.6(6) . . ?
C21 N2 Cu 118.8(6) . . ?
O3 S O2 115.1(4) . . ?
O3 S O1 114.1(4) . . ?
O2 S O1 110.4(4) . . ?
O3 S C1 106.0(4) . . ?
O2 S C1 104.7(3) . . ?
O1 S C1 105.6(4) . . ?
N1 Cu N1 92.5(4) 4 . ?
N1 Cu N2 89.6(3) 4 . ?
N1 Cu N2 176.7(3) . . ?
N1 Cu N2 176.7(3) 4 4 ?
N1 Cu N2 89.6(3) . 4 ?
N2 Cu N2 88.5(5) . 4 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.489
_refine_diff_density_min         -1.109
_refine_diff_density_rms         0.218