# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Wuping Liao'
_publ_contact_author_email       WPLIAO@CIAC.JL.CN

_publ_section_title              
;
Assembly of 'discrete' (H2O)16 water clusters
within a supramolecular compound of calixarene
;
loop_
_publ_author_name
'Wuping Liao.'
'Yanfeng Bi.'
'Deqian Li.'
'Hong-Jie Zhang.'

# Attachment 'compd-1-090409.cif'

data_compound_1
_database_code_depnum_ccdc_archive 'CCDC 713087'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            '(Eu(H2O)8(C4H12N))(C28H20O16S4) (H2O)16'
_chemical_melting_point          ?
_chemical_formula_moiety         '[Eu(H2O)8(C4H12N)][C28H20O16S4] 16(H2O)'
_chemical_formula_sum            'C32 H80 Eu N O40 S4'
_chemical_formula_weight         1399.17

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'
Eu Eu -0.1578 3.6682 '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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P4/ncc
_symmetry_space_group_name_Hall  '-P 4a 2ac'
_symmetry_Int_Tables_number      No.130

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

_cell_length_a                   13.6544(3)
_cell_length_b                   13.6544(3)
_cell_length_c                   30.8734(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5756.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    186(2)
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.4881
_cell_measurement_theta_max      26.0655

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2904
_exptl_absorpt_coefficient_mu    1.339
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.7394
_exptl_absorpt_correction_T_max  0.8244
_exptl_absorpt_process_details   
; SADABS, Sheldrick, 1996
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      186(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28882
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0114
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2555
_reflns_number_gt                2497
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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.
Three of four methyl groups of the (CH₃)₄N⁺ cation are disordered
into eight position (C8, C8') and refined with equal thermal factors
('eadp' command was used).
Hydrogen atoms of the water molecules are found in Fourier map and refined
isotropically with fixed thermal factors. Goodness volume is 1.285 deviating
slightly from expected 1.0 and shifts to smaller values with increasing wR2.
Short non-bonding inter D-H..H-D contacts are related
to disordered hydrogen atom.
The large second weight parameters might be attributed to the disordered
(CH₃)₄N⁺ cation and the disordered hydrogen atoms of the isolated
water molecules.
;

_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)+(0.0110P)²+19.5704P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2555
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0765
_refine_ls_wR_factor_gt          0.0755
_refine_ls_goodness_of_fit_ref   1.286
_refine_ls_restrained_S_all      1.286
_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
Eu1 Eu 0.2500 0.2500 0.309579(11) 0.01863(11) Uani 1 4 d S . .
S1 S -0.05913(7) 0.04045(7) 0.12191(3) 0.0229(2) Uani 1 1 d . . .
O1 O 0.12904(19) 0.17458(18) -0.03898(7) 0.0251(6) Uani 1 1 d . . .
H1A H 0.1870 0.1569 -0.0453 0.038 Uiso 1 1 d R . .
O2 O -0.0531(2) 0.1210(2) 0.15226(9) 0.0398(7) Uani 1 1 d . . .
O3 O -0.00727(19) -0.0456(2) 0.13728(9) 0.0318(6) Uani 1 1 d . . .
O4 O -0.16003(19) 0.0182(2) 0.10957(9) 0.0319(6) Uani 1 1 d . . .
O5 O 0.3915(2) 0.2125(2) 0.35153(10) 0.0382(7) Uani 1 1 d . . .
H5B H 0.4266 0.2578 0.3626 0.046 Uiso 1 1 d R . .
H5C H 0.4187 0.1578 0.3568 0.046 Uiso 1 1 d R . .
O6 O 0.1143(2) 0.1917(2) 0.26743(9) 0.0410(7) Uani 1 1 d . . .
H6A H 0.0548 0.2090 0.2706 0.049 Uiso 1 1 d R . .
H6B H 0.1047 0.1406 0.2524 0.049 Uiso 1 1 d R . .
C1 C 0.0897(2) 0.1409(2) -0.00101(11) 0.0179(7) Uani 1 1 d . . .
C2 C 0.1192(2) 0.0526(2) 0.01762(11) 0.0178(7) Uani 1 1 d . . .
C3 C 0.0727(2) 0.0226(3) 0.05541(11) 0.0200(7) Uani 1 1 d . . .
H3A H 0.0905 -0.0378 0.0685 0.024 Uiso 1 1 calc R . .
C4 C 0.0009(2) 0.0800(2) 0.07420(11) 0.0183(7) Uani 1 1 d . . .
C5 C -0.0272(2) 0.1680(3) 0.05567(11) 0.0202(7) Uani 1 1 d . . .
H5A H -0.0769 0.2064 0.0689 0.024 Uiso 1 1 calc R . .
C6 C 0.0171(2) 0.2003(2) 0.01789(10) 0.0171(7) Uani 1 1 d . . .
C7 C 0.2008(2) -0.0102(2) -0.00112(11) 0.0196(7) Uani 1 1 d . . .
H7A H 0.1871 -0.0801 0.0050 0.024 Uiso 1 1 calc R . .
H7B H 0.2028 -0.0017 -0.0330 0.024 Uiso 1 1 calc R . .
N1 N 0.2500 0.2500 0.1353(2) 0.0419(18) Uani 1 4 d S . .
C8 C 0.2321(11) 0.1407(8) 0.1490(3) 0.066(3) Uani 0.540(11) 1 d P . .
H8A H 0.2314 0.1360 0.1800 0.099 Uiso 0.540(11) 1 d PR . .
H8B H 0.1704 0.1189 0.1376 0.099 Uiso 0.540(11) 1 d PR . .
H8C H 0.2837 0.1003 0.1376 0.099 Uiso 0.540(11) 1 d PR . .
C8' C 0.180(3) 0.197(3) 0.1556(9) 0.066(3) Uani 0.210(11) 1 d P . .
H8'A H 0.1273 0.2395 0.1637 0.099 Uiso 0.210(11) 1 d PR . .
H8'B H 0.1566 0.1472 0.1364 0.099 Uiso 0.210(11) 1 d PR . .
H8'C H 0.2075 0.1674 0.1811 0.099 Uiso 0.210(11) 1 d PR . .
C9 C 0.2500 0.2500 0.0874(3) 0.059(3) Uani 1 4 d S . .
H9A H 0.2610 0.3168 0.0769 0.089 Uiso 0.25 1 calc PR . .
H9B H 0.1867 0.2261 0.0769 0.089 Uiso 0.25 1 calc PR . .
H9C H 0.3023 0.2071 0.0769 0.089 Uiso 0.25 1 calc PR . .
O1W O 0.0284(3) 0.4204(3) 0.22029(10) 0.0607(11) Uani 1 1 d . . .
H1WA H 0.0425 0.4598 0.1999 0.073 Uiso 1 1 d R . .
H1WB H -0.0250 0.3897 0.2242 0.073 Uiso 0.50 1 d PR . .
H1WC H 0.0078 0.4528 0.2419 0.073 Uiso 0.50 1 d PR . .
O2W O -0.1244(3) 0.3174(4) 0.18269(15) 0.0888(14) Uani 1 1 d . . .
H2WA H -0.1367 0.2722 0.2009 0.107 Uiso 1 1 d R . .
H2WB H -0.1403 0.3738 0.1918 0.107 Uiso 0.50 1 d PR . .
H2WC H -0.1660 0.3364 0.1641 0.107 Uiso 0.50 1 d PR . .
O3W O -0.1946(2) 0.3345(2) 0.09789(12) 0.0548(9) Uani 1 1 d . . .
H3WA H -0.2394 0.3779 0.0995 0.066 Uiso 1 1 d R . .
H3WB H -0.1637 0.3300 0.1217 0.066 Uiso 0.50 1 d PR . .
H3WC H -0.2154 0.2827 0.1100 0.066 Uiso 0.50 1 d PR . .
O4W O -0.2856(3) 0.4126(3) 0.22296(17) 0.0981(17) Uani 1 1 d . . .
H4WA H -0.2494 0.4264 0.2445 0.118 Uiso 1 1 d R . .
H4WB H -0.3414 0.3867 0.2189 0.118 Uiso 0.50 1 d PR . .
H4WC H -0.2535 0.4053 0.1996 0.118 Uiso 0.50 1 d PR . .


_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
Eu1 O5 2.382(3) . ?
Eu1 O5 2.382(3) 4 ?
Eu1 O5 2.382(3) 3 ?
Eu1 O5 2.382(3) 2 ?
Eu1 O6 2.400(3) . ?
Eu1 O6 2.400(3) 2 ?
Eu1 O6 2.400(3) 3 ?
Eu1 O6 2.400(3) 4 ?
S1 O2 1.447(3) . ?
S1 O3 1.451(3) . ?
S1 O4 1.461(3) . ?
S1 C4 1.770(3) . ?
O1 C1 1.369(4) . ?
C1 C2 1.396(5) . ?
C1 C6 1.407(5) . ?
C2 C3 1.389(5) . ?
C2 C7 1.521(5) . ?
C3 C4 1.382(5) . ?
C4 C5 1.386(5) . ?
C5 C6 1.385(5) . ?
C6 C7 1.519(4) 4 ?
C7 C6 1.519(4) 3 ?
N1 C8' 1.35(3) . ?
N1 C8' 1.35(3) 4 ?
N1 C8' 1.35(3) 2 ?
N1 C8' 1.35(3) 3 ?
N1 C9 1.479(10) . ?
N1 C8 1.570(11) . ?
N1 C8 1.570(11) 2 ?
N1 C8 1.570(11) 4 ?
N1 C8 1.570(11) 3 ?
C8 C8' 1.07(4) . ?
C8 C8' 1.13(4) 3 ?
C8' C8 1.13(4) 4 ?
C8' C8' 1.69(4) 3 ?
C8' C8' 1.69(4) 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
O5 Eu1 O5 72.80(7) . 4 ?
O5 Eu1 O5 72.80(7) . 3 ?
O5 Eu1 O5 114.12(15) 4 3 ?
O5 Eu1 O5 114.12(15) . 2 ?
O5 Eu1 O5 72.80(7) 4 2 ?
O5 Eu1 O5 72.80(7) 3 2 ?
O5 Eu1 O6 148.22(10) . . ?
O5 Eu1 O6 81.95(10) 4 . ?
O5 Eu1 O6 136.85(10) 3 . ?
O5 Eu1 O6 74.90(11) 2 . ?
O5 Eu1 O6 74.90(11) . 2 ?
O5 Eu1 O6 136.85(10) 4 2 ?
O5 Eu1 O6 81.95(10) 3 2 ?
O5 Eu1 O6 148.22(10) 2 2 ?
O6 Eu1 O6 114.34(15) . 2 ?
O5 Eu1 O6 81.95(10) . 3 ?
O5 Eu1 O6 74.90(10) 4 3 ?
O5 Eu1 O6 148.22(10) 3 3 ?
O5 Eu1 O6 136.85(10) 2 3 ?
O6 Eu1 O6 72.91(7) . 3 ?
O6 Eu1 O6 72.91(7) 2 3 ?
O5 Eu1 O6 136.85(10) . 4 ?
O5 Eu1 O6 148.21(10) 4 4 ?
O5 Eu1 O6 74.91(10) 3 4 ?
O5 Eu1 O6 81.95(10) 2 4 ?
O6 Eu1 O6 72.91(7) . 4 ?
O6 Eu1 O6 72.91(7) 2 4 ?
O6 Eu1 O6 114.34(15) 3 4 ?
O2 S1 O3 112.04(18) . . ?
O2 S1 O4 112.37(18) . . ?
O3 S1 O4 112.16(16) . . ?
O2 S1 C4 106.31(16) . . ?
O3 S1 C4 107.04(16) . . ?
O4 S1 C4 106.43(15) . . ?
O1 C1 C2 122.0(3) . . ?
O1 C1 C6 116.0(3) . . ?
C2 C1 C6 122.0(3) . . ?
C3 C2 C1 117.9(3) . . ?
C3 C2 C7 119.2(3) . . ?
C1 C2 C7 122.8(3) . . ?
C4 C3 C2 120.7(3) . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 S1 120.3(3) . . ?
C5 C4 S1 118.7(3) . . ?
C6 C5 C4 120.2(3) . . ?
C5 C6 C1 118.3(3) . . ?
C5 C6 C7 120.0(3) . 4 ?
C1 C6 C7 121.7(3) . 4 ?
C6 C7 C2 111.5(3) 3 . ?
C8' N1 C8' 77.6(10) . 4 ?
C8' N1 C8' 125(2) . 2 ?
C8' N1 C8' 77.6(10) 4 2 ?
C8' N1 C8' 77.6(10) . 3 ?
C8' N1 C8' 125(2) 4 3 ?
C8' N1 C8' 77.6(10) 2 3 ?
C8' N1 C9 117.6(12) . . ?
C8' N1 C9 117.6(12) 4 . ?
C8' N1 C9 117.6(12) 2 . ?
C8' N1 C9 117.6(12) 3 . ?
C8' N1 C8 42.0(17) . . ?
C8' N1 C8 117.6(15) 4 . ?
C8' N1 C8 119.6(16) 2 . ?
C8' N1 C8 44.6(17) 3 . ?
C9 N1 C8 105.5(5) . . ?
C8' N1 C8 119.6(16) . 2 ?
C8' N1 C8 44.6(17) 4 2 ?
C8' N1 C8 42.0(17) 2 2 ?
C8' N1 C8 117.6(15) 3 2 ?
C9 N1 C8 105.5(5) . 2 ?
C8 N1 C8 148.9(9) . 2 ?
C8' N1 C8 44.6(17) . 4 ?
C8' N1 C8 42.0(17) 4 4 ?
C8' N1 C8 117.6(15) 2 4 ?
C8' N1 C8 119.6(16) 3 4 ?
C9 N1 C8 105.5(5) . 4 ?
C8 N1 C8 85.9(2) . 4 ?
C8 N1 C8 85.9(2) 2 4 ?
C8' N1 C8 117.6(15) . 3 ?
C8' N1 C8 119.6(16) 4 3 ?
C8' N1 C8 44.6(17) 2 3 ?
C8' N1 C8 42.0(17) 3 3 ?
C9 N1 C8 105.5(5) . 3 ?
C8 N1 C8 85.9(2) . 3 ?
C8 N1 C8 85.9(2) 2 3 ?
C8 N1 C8 148.9(9) 4 3 ?
C8' C8 C8' 101(3) . 3 ?
C8' C8 N1 57.7(16) . . ?
C8' C8 N1 57.1(17) 3 . ?
C8 C8' C8 155(3) . 4 ?
C8 C8' N1 80(2) . . ?
C8 C8' N1 78.3(17) 4 . ?
C8 C8' C8' 41(3) . 3 ?
C8 C8' C8' 126(2) 4 3 ?
N1 C8' C8' 51.2(5) . 3 ?
C8 C8' C8' 129(3) . 4 ?
C8 C8' C8' 38(2) 4 4 ?
N1 C8' C8' 51.2(5) . 4 ?
C8' C8' C8' 90.000(7) 3 4 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.072


