# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 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
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_1
#TrackingRef 'CIF-1.txt'


_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H38 Dy Na O14'
_chemical_formula_weight         904.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -9.8046 9.8477 '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(1)22

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x, z+1/4'
'-x, -y, z+1/2'
'y, -x, z+3/4'
'x, -y, -z+1/2'
'-x, y, -z'
'y, x, -z+3/4'
'-y, -x, -z+1/4'

_cell_length_a                   23.6972(10)
_cell_length_b                   23.6972(10)
_cell_length_c                   14.1273(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7933.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5611
_cell_measurement_theta_min      1.86
_cell_measurement_theta_max      58.49

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.757
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1820
_exptl_absorpt_coefficient_mu    5.372
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_T_max  0.807
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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            20786
_diffrn_reflns_av_R_equivalents  0.0860
_diffrn_reflns_av_sigmaI/netI    0.0779
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         58.49
_reflns_number_total             5611
_reflns_number_gt                4770
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_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^)+(0.1400P)^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    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   0.022(6)
_refine_ls_number_reflns         5611
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0814
_refine_ls_wR_factor_ref         0.2215
_refine_ls_wR_factor_gt          0.2127
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_restrained_S_all      1.144
_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
Dy1 Dy 0.0000 0.40988(3) 0.0000 0.0636(3) Uani 1 2 d S . .
Na1 Na 0.08101(10) 0.5000 -0.2500 0.022 Uani 1 2 d S . .
O1 O 0.0633(3) 0.4804(2) 0.0040(3) 0.062 Uani 1 1 d . . .
O2 O 0.0881(3) 0.5438(3) -0.1083(3) 0.072 Uani 1 1 d . . .
O3 O -0.0076(2) 0.55765(17) 0.3192(3) 0.051 Uani 1 1 d . . .
O4 O 0.0455(3) 0.6268(2) 0.3673(3) 0.071 Uani 1 1 d . . .
O5 O 0.1303(3) 0.9004(2) -0.0137(4) 0.070 Uani 1 1 d . . .
O6 O 0.0763(4) 0.3586(3) -0.0637(4) 0.093 Uani 1 1 d . . .
C1 C 0.0715(4) 0.5290(4) -0.0245(5) 0.059 Uani 1 1 d . . .
C2 C 0.0692(2) 0.57718(15) 0.0462(2) 0.0505(19) Uani 1 1 d G . .
C3 C 0.0502(2) 0.56544(13) 0.1372(3) 0.0483(18) Uani 1 1 d G . .
H3A H 0.0408 0.5287 0.1539 0.058 Uiso 1 1 calc R . .
C4 C 0.0453(2) 0.60867(16) 0.2032(2) 0.051(2) Uani 1 1 d G . .
C5 C 0.0593(2) 0.66363(14) 0.1782(2) 0.0445(17) Uani 1 1 d G . .
H5A H 0.0560 0.6926 0.2223 0.053 Uiso 1 1 calc R . .
C6 C 0.0783(2) 0.67537(14) 0.0872(2) 0.0484(17) Uani 1 1 d G . .
C7 C 0.0832(2) 0.63214(17) 0.02118(19) 0.0500(18) Uani 1 1 d G . .
H7A H 0.0959 0.6400 -0.0397 0.060 Uiso 1 1 calc R . .
C8 C 0.0267(4) 0.5961(3) 0.3007(5) 0.056(2) Uani 1 1 d . . .
C9 C 0.0946(2) 0.73495(15) 0.0619(3) 0.0524(18) Uani 1 1 d G . .
C10 C 0.1282(2) 0.76841(19) 0.1197(2) 0.054(2) Uani 1 1 d G . .
C11 C 0.1403(2) 0.82367(19) 0.0937(3) 0.060(2) Uani 1 1 d G . .
C12 C 0.1188(2) 0.84548(15) 0.0098(3) 0.0581(19) Uani 1 1 d G . .
C13 C 0.0851(2) 0.81202(19) -0.0481(3) 0.060(2) Uani 1 1 d G . .
C14 C 0.0730(2) 0.75676(19) -0.0220(3) 0.059(2) Uani 1 1 d G . .
H14A H 0.0505 0.7344 -0.0608 0.071 Uiso 1 1 calc R . .
C15 C 0.1576(4) 0.7438(4) 0.2073(5) 0.066(2) Uani 1 1 d . . .
H15A H 0.1457 0.7055 0.2164 0.100 Uiso 1 1 calc R . .
H15B H 0.1479 0.7658 0.2620 0.100 Uiso 1 1 calc R . .
H15C H 0.1978 0.7449 0.1982 0.100 Uiso 1 1 calc R . .
C16 C 0.0638(4) 0.8353(5) -0.1481(5) 0.071(3) Uani 1 1 d . . .
C17 C 0.0274(5) 0.8851(5) -0.1320(7) 0.089(3) Uani 1 1 d . . .
H17A H 0.0483 0.9134 -0.0984 0.134 Uiso 1 1 calc R . .
H17B H -0.0050 0.8742 -0.0954 0.134 Uiso 1 1 calc R . .
H17C H 0.0152 0.9000 -0.1918 0.134 Uiso 1 1 calc R . .
C18 C 0.1148(5) 0.8525(5) -0.2095(6) 0.092(4) Uani 1 1 d . . .
H18A H 0.1391 0.8205 -0.2183 0.139 Uiso 1 1 calc R . .
H18B H 0.1353 0.8821 -0.1786 0.139 Uiso 1 1 calc R . .
H18C H 0.1018 0.8655 -0.2700 0.139 Uiso 1 1 calc R . .
C19 C 0.0279(5) 0.7933(4) -0.2011(5) 0.075(3) Uani 1 1 d . . .
H19A H 0.0494 0.7597 -0.2130 0.112 Uiso 1 1 calc R . .
H19B H 0.0161 0.8095 -0.2602 0.112 Uiso 1 1 calc R . .
H19C H -0.0047 0.7840 -0.1639 0.112 Uiso 1 1 calc R . .
O7 O 0.1427(6) 0.4298(7) -0.1966(7) 0.188(7) Uani 1 1 d . . .

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
Dy1 0.1216(7) 0.0494(4) 0.0199(3) 0.000 -0.0083(3) 0.000
Na1 0.022 0.022 0.022 0.000 0.000 0.000
O1 0.097 0.070 0.021 -0.021 0.002 -0.005
O2 0.099 0.097 0.022 -0.019 0.008 -0.016
O3 0.103 0.030 0.021 -0.004 0.011 -0.006
O4 0.152 0.048 0.013 -0.008 0.019 -0.046
O5 0.098 0.066 0.047 0.013 -0.005 -0.032
O6 0.160 0.076 0.043 -0.013 0.010 0.062
C1 0.079 0.071 0.026 -0.017 -0.002 0.011
C2 0.082(5) 0.060(5) 0.009(3) -0.005(3) 0.009(3) -0.006(4)
C3 0.085(5) 0.032(3) 0.028(3) -0.004(3) -0.005(3) -0.001(3)
C4 0.086(5) 0.047(4) 0.021(3) -0.004(3) 0.016(3) -0.007(4)
C5 0.072(5) 0.042(4) 0.019(3) -0.003(3) 0.002(3) -0.007(3)
C6 0.059(5) 0.061(4) 0.026(3) 0.004(3) -0.002(3) -0.012(3)
C7 0.066(5) 0.067(4) 0.017(3) -0.016(3) 0.009(3) -0.020(4)
C8 0.105(6) 0.039(4) 0.024(3) -0.014(3) 0.014(4) 0.001(4)
C9 0.063(5) 0.065(5) 0.029(4) -0.003(3) 0.009(3) -0.024(4)
C10 0.089(6) 0.061(5) 0.013(3) 0.002(3) 0.003(3) -0.026(4)
C11 0.080(6) 0.073(5) 0.027(4) -0.007(3) 0.012(4) -0.045(4)
C12 0.069(5) 0.076(5) 0.028(4) -0.010(4) 0.000(4) -0.025(4)
C13 0.060(5) 0.078(6) 0.042(4) 0.002(4) -0.005(4) -0.030(4)
C14 0.077(5) 0.077(5) 0.023(4) 0.007(3) -0.008(3) -0.034(4)
C15 0.090(6) 0.086(6) 0.022(3) 0.000(4) -0.009(4) -0.027(5)
C16 0.093(7) 0.095(7) 0.026(4) 0.013(4) -0.010(4) -0.042(6)
C17 0.108(8) 0.118(9) 0.043(5) 0.019(5) -0.012(5) -0.020(7)
C18 0.118(9) 0.130(9) 0.030(4) 0.015(5) -0.010(5) -0.046(7)
C19 0.111(7) 0.089(6) 0.025(4) 0.014(4) -0.013(4) -0.027(5)
O7 0.201(12) 0.269(16) 0.095(7) -0.049(8) -0.030(7) 0.154(12)

_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
Dy1 O1 2.245(6) . ?
Dy1 O1 2.245(6) 6 ?
Dy1 O4 2.330(4) 3_564 ?
Dy1 O4 2.330(4) 5_565 ?
Dy1 O6 2.358(6) . ?
Dy1 O6 2.358(6) 6 ?
Dy1 O3 2.674(4) 5_565 ?
Dy1 O3 2.674(4) 3_564 ?
Dy1 C8 2.889(7) 3_564 ?
Dy1 C8 2.889(7) 5_565 ?
Na1 O2 2.262(5) . ?
Na1 O2 2.262(5) 5_564 ?
Na1 O7 2.339(10) 5_564 ?
Na1 O7 2.339(10) . ?
Na1 O3 2.419(6) 6 ?
Na1 O3 2.419(6) 3_564 ?
O1 C1 1.235(10) . ?
O2 C1 1.297(10) . ?
O3 C8 1.247(10) . ?
O3 Na1 2.419(6) 3_565 ?
O3 Dy1 2.674(4) 3_565 ?
O4 C8 1.271(9) . ?
O4 Dy1 2.330(4) 3_565 ?
O5 C12 1.372(6) . ?
C1 C2 1.518(8) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 C8 1.477(7) . ?
C5 C6 1.3900 . ?
C6 C7 1.3900 . ?
C6 C9 1.507(4) . ?
C8 Dy1 2.889(7) 3_565 ?
C9 C10 1.3900 . ?
C9 C14 1.3900 . ?
C10 C11 1.3900 . ?
C10 C15 1.535(9) . ?
C11 C12 1.3900 . ?
C11 C11 1.497(6) 8_665 ?
C12 C13 1.3900 . ?
C13 C14 1.3900 . ?
C13 C16 1.599(9) . ?
C16 C17 1.480(16) . ?
C16 C19 1.508(12) . ?
C16 C18 1.544(13) . ?

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
O1 Dy1 O1 83.8(3) . 6 ?
O1 Dy1 O4 127.35(17) . 3_564 ?
O1 Dy1 O4 87.1(2) 6 3_564 ?
O1 Dy1 O4 87.1(2) . 5_565 ?
O1 Dy1 O4 127.35(17) 6 5_565 ?
O4 Dy1 O4 136.2(3) 3_564 5_565 ?
O1 Dy1 O6 83.1(3) . . ?
O1 Dy1 O6 152.4(2) 6 . ?
O4 Dy1 O6 81.7(3) 3_564 . ?
O4 Dy1 O6 76.1(2) 5_565 . ?
O1 Dy1 O6 152.4(2) . 6 ?
O1 Dy1 O6 83.1(3) 6 6 ?
O4 Dy1 O6 76.1(2) 3_564 6 ?
O4 Dy1 O6 81.7(3) 5_565 6 ?
O6 Dy1 O6 118.0(4) . 6 ?
O1 Dy1 O3 78.86(16) . 5_565 ?
O1 Dy1 O3 76.41(16) 6 5_565 ?
O4 Dy1 O3 147.6(2) 3_564 5_565 ?
O4 Dy1 O3 50.96(16) 5_565 5_565 ?
O6 Dy1 O3 124.4(2) . 5_565 ?
O6 Dy1 O3 74.45(19) 6 5_565 ?
O1 Dy1 O3 76.41(16) . 3_564 ?
O1 Dy1 O3 78.86(16) 6 3_564 ?
O4 Dy1 O3 50.96(16) 3_564 3_564 ?
O4 Dy1 O3 147.6(2) 5_565 3_564 ?
O6 Dy1 O3 74.45(19) . 3_564 ?
O6 Dy1 O3 124.4(2) 6 3_564 ?
O3 Dy1 O3 146.56(18) 5_565 3_564 ?
O1 Dy1 C8 101.9(2) . 3_564 ?
O1 Dy1 C8 82.3(2) 6 3_564 ?
O4 Dy1 C8 25.4(2) 3_564 3_564 ?
O4 Dy1 C8 150.09(19) 5_565 3_564 ?
O6 Dy1 C8 76.8(2) . 3_564 ?
O6 Dy1 C8 100.3(2) 6 3_564 ?
O3 Dy1 C8 158.5(2) 5_565 3_564 ?
O3 Dy1 C8 25.53(19) 3_564 3_564 ?
O1 Dy1 C8 82.3(2) . 5_565 ?
O1 Dy1 C8 101.9(2) 6 5_565 ?
O4 Dy1 C8 150.09(19) 3_564 5_565 ?
O4 Dy1 C8 25.4(2) 5_565 5_565 ?
O6 Dy1 C8 100.3(2) . 5_565 ?
O6 Dy1 C8 76.8(2) 6 5_565 ?
O3 Dy1 C8 25.53(19) 5_565 5_565 ?
O3 Dy1 C8 158.5(2) 3_564 5_565 ?
C8 Dy1 C8 174.4(3) 3_564 5_565 ?
O2 Na1 O2 171.4(4) . 5_564 ?
O2 Na1 O7 85.0(3) . 5_564 ?
O2 Na1 O7 89.7(3) 5_564 5_564 ?
O2 Na1 O7 89.7(3) . . ?
O2 Na1 O7 85.0(3) 5_564 . ?
O7 Na1 O7 102.7(9) 5_564 . ?
O2 Na1 O3 98.7(2) . 6 ?
O2 Na1 O3 87.44(19) 5_564 6 ?
O7 Na1 O3 85.3(4) 5_564 6 ?
O7 Na1 O3 168.9(4) . 6 ?
O2 Na1 O3 87.44(19) . 3_564 ?
O2 Na1 O3 98.7(2) 5_564 3_564 ?
O7 Na1 O3 168.9(4) 5_564 3_564 ?
O7 Na1 O3 85.3(4) . 3_564 ?
O3 Na1 O3 88.0(2) 6 3_564 ?
C1 O1 Dy1 142.3(6) . . ?
C1 O2 Na1 131.4(6) . . ?
C8 O3 Na1 142.8(4) . 3_565 ?
C8 O3 Dy1 86.9(4) . 3_565 ?
Na1 O3 Dy1 126.6(2) 3_565 3_565 ?
C8 O4 Dy1 102.7(4) . 3_565 ?
O1 C1 O2 126.7(7) . . ?
O1 C1 C2 118.8(6) . . ?
O2 C1 C2 114.1(7) . . ?
C3 C2 C7 120.0 . . ?
C3 C2 C1 118.0(4) . . ?
C7 C2 C1 121.9(4) . . ?
C2 C3 C4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 C8 119.9(4) . . ?
C3 C4 C8 120.1(4) . . ?
C6 C5 C4 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 C9 119.3(3) . . ?
C7 C6 C9 120.7(3) . . ?
C6 C7 C2 120.0 . . ?
O3 C8 O4 119.4(6) . . ?
O3 C8 C4 122.5(6) . . ?
O4 C8 C4 118.0(6) . . ?
O3 C8 Dy1 67.5(3) . 3_565 ?
O4 C8 Dy1 51.9(3) . 3_565 ?
C4 C8 Dy1 169.8(5) . 3_565 ?
C10 C9 C14 120.0 . . ?
C10 C9 C6 122.8(3) . . ?
C14 C9 C6 117.2(3) . . ?
C11 C10 C9 120.0 . . ?
C11 C10 C15 118.5(4) . . ?
C9 C10 C15 121.2(4) . . ?
C10 C11 C12 120.0 . . ?
C10 C11 C11 120.0(5) . 8_665 ?
C12 C11 C11 120.0(5) . 8_665 ?
O5 C12 C11 119.1(4) . . ?
O5 C12 C13 120.9(4) . . ?
C11 C12 C13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 C16 119.5(4) . . ?
C12 C13 C16 120.3(4) . . ?
C13 C14 C9 120.0 . . ?
C17 C16 C19 105.9(9) . . ?
C17 C16 C18 109.4(9) . . ?
C19 C16 C18 109.7(8) . . ?
C17 C16 C13 108.9(7) . . ?
C19 C16 C13 113.0(7) . . ?
C18 C16 C13 109.9(7) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        58.49
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         3.125
_refine_diff_density_min         -0.976
_refine_diff_density_rms         0.125


_database_code_depnum_ccdc_archive 'CCDC 928886'