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


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#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  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. 
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#  fide research purposes only. It may contain copyright material 
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data_a
_database_code_depnum_ccdc_archive 'CCDC 915665'
#TrackingRef 'web_deposit_cif_file_0_JianZhang_1355441722.UNLPF-1.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            UNLPF-1
_chemical_melting_point          'NOT MEASURED'
_chemical_formula_moiety         'C100 H52 N4 O21 Zn5'
_chemical_formula_sum            'C100 H52 N4 O21 Zn5'
_chemical_formula_weight         1972.41
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3242 0.9375 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'I 4/m c m'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x, z'
'-x, -y, z'
'y, -x, z'
'x, -y, -z+1/2'
'y, x, -z+1/2'
'-x, y, -z+1/2'
'-y, -x, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'x+1/2, -y+1/2, -z+1'
'y+1/2, x+1/2, -z+1'
'-x+1/2, y+1/2, -z+1'
'-y+1/2, -x+1/2, -z+1'
'-x, -y, -z'
'y, -x, -z'
'x, y, -z'
'-y, x, -z'
'-x, y, z-1/2'
'-y, -x, z-1/2'
'x, -y, z-1/2'
'y, x, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'-x+1/2, y+1/2, z'
'-y+1/2, -x+1/2, z'
'x+1/2, -y+1/2, z'
'y+1/2, x+1/2, z'
_cell_length_a                   30.701(4)
_cell_length_b                   30.701(4)
_cell_length_c                   28.957(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     27294(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_description       Polyhedron
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.480
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3992
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'SADABS; (Sheldrick, 2003)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.49594
_diffrn_radiation_type           ?
_diffrn_radiation_source         synchrotron
_diffrn_radiation_monochromator  ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        none
_diffrn_reflns_number            95600
_diffrn_reflns_av_R_equivalents  0.1807
_diffrn_reflns_av_sigmaI/netI    0.0785
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         0.93
_diffrn_reflns_theta_max         14.38
_reflns_number_total             3824
_reflns_number_gt                1933
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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^)+(0.0941P)^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_number_reflns         3788
_refine_ls_number_parameters     160
_refine_ls_number_restraints     158
_refine_ls_R_factor_all          0.1544
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.1886
_refine_ls_wR_factor_gt          0.1605
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.985
_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
Zn1 Zn 0.32512(3) 0.17488(3) 0.0000 0.1108(6) Uani 1 4 d SU . .
Zn2 Zn 0.39350(3) 0.10650(3) 0.0000 0.1141(6) Uani 1 4 d SU . .
Zn3 Zn 0.0000 0.0000 0.23781(10) 0.0799(13) Uani 0.50 4 d SPU . .
O1 O 0.30158(15) 0.13417(16) 0.04806(16) 0.1527(16) Uani 1 1 d U . .
O2 O 0.35413(16) 0.08234(15) 0.04844(14) 0.1370(15) Uani 1 1 d U . .
O1W O 0.2780(2) 0.2220(2) 0.0000 0.172(3) Uani 1 4 d SU . .
O2W O 0.43780(19) 0.06220(19) 0.0000 0.155(3) Uani 1 4 d SU . .
O3W O 0.0000 0.0000 0.1615(4) 0.125(5) Uani 0.50 4 d SPU . .
N1 N 0.04779(14) -0.04779(14) 0.2500 0.0882(16) Uani 1 2 d SU . .
C1 C 0.3205(3) 0.0986(3) 0.0623(3) 0.145(2) Uani 1 1 d U . .
C2 C 0.2945(3) 0.0785(2) 0.1006(2) 0.127(2) Uani 1 1 d U . .
C3 C 0.2566(2) 0.0954(2) 0.1180(2) 0.138(2) Uani 1 1 d U . .
H3A H 0.2456 0.1208 0.1050 0.166 Uiso 1 1 calc R . .
C4 C 0.2342(2) 0.0765(2) 0.1535(2) 0.149(3) Uani 1 1 d U . .
H4A H 0.2079 0.0879 0.1638 0.179 Uiso 1 1 calc R . .
C5 C 0.2526(2) 0.0383(2) 0.1746(2) 0.127(2) Uani 1 1 d U . .
C6 C 0.2907(2) 0.0208(2) 0.1571(2) 0.143(3) Uani 1 1 d U . .
H6A H 0.3020 -0.0046 0.1700 0.172 Uiso 1 1 calc R . .
C7 C 0.3123(2) 0.0406(2) 0.1205(2) 0.137(2) Uani 1 1 d U . .
H7A H 0.3382 0.0290 0.1093 0.164 Uiso 1 1 calc R . .
C8 C 0.2273(2) 0.0165(2) 0.2138(2) 0.123(2) Uani 1 1 d U . .
C9 C 0.2498(3) 0.0000 0.2500 0.113(3) Uani 1 2 d SU . .
H9A H 0.2801 0.0000 0.2500 0.135 Uiso 1 2 calc SR . .
C10 C 0.1839(2) 0.0165(2) 0.2143(2) 0.129(2) Uani 1 1 d U . .
H10A H 0.1692 0.0282 0.1892 0.155 Uiso 1 1 calc R . .
C11 C 0.1601(2) 0.0000 0.2500 0.101(2) Uani 1 2 d SU . .
C12 C 0.1133(2) 0.0000 0.2500 0.088(2) Uani 1 2 d SU . .
C13 C 0.09058(18) -0.03889(19) 0.25069(19) 0.0964(17) Uani 1 1 d U . .
C14 C 0.11263(16) -0.08113(17) 0.2502(2) 0.112(2) Uani 1 1 d U . .
H14A H 0.1426 -0.0857 0.2502 0.134 Uiso 1 1 calc R . .
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
Zn1 0.1309(8) 0.1309(8) 0.0705(10) 0.000 0.000 -0.0262(9)
Zn2 0.1345(8) 0.1345(8) 0.0732(10) 0.000 0.000 -0.0221(10)
Zn3 0.0944(9) 0.0944(9) 0.051(4) 0.000 0.000 0.000
O1 0.159(4) 0.167(4) 0.132(3) 0.025(3) 0.027(3) -0.027(3)
O2 0.146(4) 0.164(4) 0.101(3) 0.006(3) 0.010(3) -0.035(3)
O1W 0.172(4) 0.172(4) 0.172(8) 0.000 0.000 0.014(5)
O2W 0.161(4) 0.161(4) 0.144(7) 0.000 0.000 0.005(5)
O3W 0.167(8) 0.167(8) 0.041(6) 0.000 0.000 0.000
N1 0.090(2) 0.090(2) 0.085(4) 0.014(3) 0.014(3) -0.025(3)
C1 0.154(5) 0.162(5) 0.120(4) 0.025(4) 0.021(4) -0.023(4)
C2 0.131(5) 0.146(6) 0.104(5) 0.019(4) 0.004(4) -0.014(5)
C3 0.140(6) 0.151(6) 0.124(6) 0.052(5) 0.026(4) 0.001(5)
C4 0.132(5) 0.179(6) 0.136(6) 0.080(5) 0.019(4) 0.013(5)
C5 0.103(5) 0.166(6) 0.114(5) 0.052(4) 0.010(4) -0.008(4)
C6 0.110(5) 0.194(7) 0.127(6) 0.055(5) 0.035(4) 0.013(5)
C7 0.120(5) 0.157(6) 0.133(6) 0.025(5) 0.030(4) -0.004(4)
C8 0.071(4) 0.189(6) 0.109(5) 0.056(4) 0.012(4) 0.008(4)
C9 0.084(6) 0.146(7) 0.108(7) 0.064(6) 0.000 0.000
C10 0.076(4) 0.196(6) 0.115(5) 0.050(5) 0.005(4) -0.002(4)
C11 0.055(4) 0.138(6) 0.109(6) 0.043(6) 0.000 0.000
C12 0.051(4) 0.126(6) 0.087(5) 0.051(6) 0.000 0.000
C13 0.083(4) 0.112(5) 0.094(4) 0.035(4) 0.012(4) -0.003(3)
C14 0.089(4) 0.122(4) 0.124(5) 0.023(5) 0.014(4) 0.007(3)
_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
Zn1 O1 2.005(4) 30 ?
Zn1 O1 2.005(4) 16_554 ?
Zn1 O1 2.005(4) 19 ?
Zn1 O1 2.005(4) . ?
Zn1 O1W 2.046(9) . ?
Zn1 Zn2 2.969(2) . ?
Zn2 O2W 1.923(8) . ?
Zn2 O2 1.995(4) 30 ?
Zn2 O2 1.995(4) 16_554 ?
Zn2 O2 1.995(4) 19 ?
Zn2 O2 1.995(4) . ?
Zn3 Zn3 0.706(6) 5 ?
Zn3 N1 2.105(6) 3 ?
Zn3 N1 2.105(6) 2 ?
Zn3 N1 2.105(6) 4 ?
Zn3 N1 2.105(6) . ?
Zn3 O3W 2.210(12) . ?
O1 C1 1.305(8) . ?
O2 C1 1.215(8) . ?
N1 C13 1.342(6) . ?
N1 C13 1.342(6) 8 ?
N1 Zn3 2.105(6) 5 ?
C1 C2 1.498(10) . ?
C2 C3 1.369(8) . ?
C2 C7 1.409(8) . ?
C3 C4 1.368(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.437(7) . ?
C4 H4A 0.9300 . ?
C5 C6 1.382(8) . ?
C5 C8 1.530(8) . ?
C6 C7 1.389(8) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 C10 1.333(7) . ?
C8 C9 1.353(6) . ?
C9 C8 1.353(6) 5 ?
C9 H9A 0.9300 . ?
C10 C11 1.362(6) . ?
C10 H10A 0.9300 . ?
C11 C10 1.362(6) 5 ?
C11 C12 1.437(9) . ?
C12 C13 1.383(6) 5 ?
C12 C13 1.383(6) . ?
C13 C14 1.463(7) . ?
C14 C14 1.368(9) 8 ?
C14 H14A 0.9300 . ?
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 Zn1 O1 87.9(3) 30 16_554 ?
O1 Zn1 O1 158.6(3) 30 19 ?
O1 Zn1 O1 88.1(3) 16_554 19 ?
O1 Zn1 O1 88.1(3) 30 . ?
O1 Zn1 O1 158.6(3) 16_554 . ?
O1 Zn1 O1 87.9(3) 19 . ?
O1 Zn1 O1W 100.72(15) 30 . ?
O1 Zn1 O1W 100.72(15) 16_554 . ?
O1 Zn1 O1W 100.72(15) 19 . ?
O1 Zn1 O1W 100.72(15) . . ?
O1 Zn1 Zn2 79.28(15) 30 . ?
O1 Zn1 Zn2 79.28(15) 16_554 . ?
O1 Zn1 Zn2 79.28(15) 19 . ?
O1 Zn1 Zn2 79.28(15) . . ?
O1W Zn1 Zn2 180.0(3) . . ?
O2W Zn2 O2 99.53(15) . 30 ?
O2W Zn2 O2 99.53(15) . 16_554 ?
O2 Zn2 O2 89.4(2) 30 16_554 ?
O2W Zn2 O2 99.53(15) . 19 ?
O2 Zn2 O2 160.9(3) 30 19 ?
O2 Zn2 O2 87.5(2) 16_554 19 ?
O2W Zn2 O2 99.53(15) . . ?
O2 Zn2 O2 87.5(2) 30 . ?
O2 Zn2 O2 160.9(3) 16_554 . ?
O2 Zn2 O2 89.4(2) 19 . ?
O2W Zn2 Zn1 180.0(3) . . ?
O2 Zn2 Zn1 80.47(15) 30 . ?
O2 Zn2 Zn1 80.47(15) 16_554 . ?
O2 Zn2 Zn1 80.47(15) 19 . ?
O2 Zn2 Zn1 80.47(15) . . ?
Zn3 Zn3 N1 80.34(8) 5 3 ?
Zn3 Zn3 N1 80.34(8) 5 2 ?
N1 Zn3 N1 88.39(3) 3 2 ?
Zn3 Zn3 N1 80.34(8) 5 4 ?
N1 Zn3 N1 88.39(3) 3 4 ?
N1 Zn3 N1 160.69(16) 2 4 ?
Zn3 Zn3 N1 80.34(8) 5 . ?
N1 Zn3 N1 160.69(16) 3 . ?
N1 Zn3 N1 88.39(3) 2 . ?
N1 Zn3 N1 88.39(3) 4 . ?
Zn3 Zn3 O3W 180.000(1) 5 . ?
N1 Zn3 O3W 99.66(8) 3 . ?
N1 Zn3 O3W 99.66(8) 2 . ?
N1 Zn3 O3W 99.66(8) 4 . ?
N1 Zn3 O3W 99.66(8) . . ?
C1 O1 Zn1 125.6(6) . . ?
C1 O2 Zn2 126.5(6) . . ?
C13 N1 C13 113.5(7) . 8 ?
C13 N1 Zn3 122.6(3) . 5 ?
C13 N1 Zn3 122.9(3) 8 5 ?
C13 N1 Zn3 122.9(3) . . ?
C13 N1 Zn3 122.6(3) 8 . ?
Zn3 N1 Zn3 19.31(16) 5 . ?
O2 C1 O1 128.1(9) . . ?
O2 C1 C2 122.0(9) . . ?
O1 C1 C2 110.0(8) . . ?
C3 C2 C7 119.4(7) . . ?
C3 C2 C1 124.7(8) . . ?
C7 C2 C1 115.8(8) . . ?
C4 C3 C2 122.9(7) . . ?
C4 C3 H3A 118.6 . . ?
C2 C3 H3A 118.6 . . ?
C3 C4 C5 117.9(6) . . ?
C3 C4 H4A 121.1 . . ?
C5 C4 H4A 121.1 . . ?
C6 C5 C4 119.6(6) . . ?
C6 C5 C8 122.1(6) . . ?
C4 C5 C8 118.1(6) . . ?
C5 C6 C7 120.8(7) . . ?
C5 C6 H6A 119.6 . . ?
C7 C6 H6A 119.6 . . ?
C6 C7 C2 119.3(7) . . ?
C6 C7 H7A 120.4 . . ?
C2 C7 H7A 120.4 . . ?
C10 C8 C9 120.1(6) . . ?
C10 C8 C5 121.1(6) . . ?
C9 C8 C5 118.7(5) . . ?
C8 C9 C8 118.7(8) . 5 ?
C8 C9 H9A 120.7 . . ?
C8 C9 H9A 120.7 5 . ?
C8 C10 C11 123.0(6) . . ?
C8 C10 H10A 118.5 . . ?
C11 C10 H10A 118.5 . . ?
C10 C11 C10 115.2(7) . 5 ?
C10 C11 C12 122.4(4) . . ?
C10 C11 C12 122.4(4) 5 . ?
C13 C12 C13 119.4(7) 5 . ?
C13 C12 C11 120.3(4) 5 . ?
C13 C12 C11 120.3(4) . . ?
N1 C13 C12 132.0(6) . . ?
N1 C13 C14 105.8(5) . . ?
C12 C13 C14 122.1(5) . . ?
C14 C14 C13 107.4(3) 8 . ?
C14 C14 H14A 126.3 8 . ?
C13 C14 H14A 126.3 . . ?
_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        14.38
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.037