# Electronic Supplementary Material (ESI) for Chemical Science
# This journal is © The Royal Society of Chemistry 2012


#######################################################################
#
#                 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 
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and 
#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively. 
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data_SNU-10
_database_code_depnum_ccdc_archive 'CCDC 869629'
#==============================================================================

_audit_creation_date             2012-02-22T01:22:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
# CHEMICAL INFORMATION #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C51 H33 N7 O20 Zn3'
_chemical_formula_sum            'C51 H33 N7 O20 Zn3'
_chemical_formula_weight         1259.95
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
# UNIT CELL INFORMATION #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'P -3 1 c'
_symmetry_space_group_name_Hall  '-P 3 2c'
_symmetry_Int_Tables_number      163
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, -z+1/2'
'x, x-y, -z+1/2'
'-x+y, y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'y, x, z-1/2'
'-x, -x+y, z-1/2'
'x-y, -y, z-1/2'

_cell_length_a                   16.4900(10)
_cell_length_b                   16.4900(10)
_cell_length_c                   14.0500(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3308.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_wavelength     0.80000

#----------------------------------------------------------------------------#
# CRYSTAL INFORMATION #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1276
_exptl_special_details           
;
?
;

#----------------------------------------------------------------------------#
# ABSORPTION CORRECTION #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.547
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
# DATA COLLECTION #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.80000
__diffrn_radiation_type          synchrotron
_diffrn_radiation_monochromator  'Si(111) double crystal monochromator'
_diffrn_radiation_source         'bending magnet 6C1 MX beamline'
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_number            2320
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         30.42
_diffrn_reflns_theta_full        30.42
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_reflns_number_total             2320
_reflns_number_gt                1946
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
# COMPUTER PROGRAMS USED #
#----------------------------------------------------------------------------#

_computing_data_collection       'ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL2000
_computing_data_reduction        HKL2000
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
# REFINEMENT INFORMATION #
#----------------------------------------------------------------------------#

_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^)+(0.2000P)^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_number_reflns         2320
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.1131
_refine_ls_wR_factor_ref         0.3453
_refine_ls_wR_factor_gt          0.3384
_refine_ls_goodness_of_fit_ref   1.58
_refine_ls_restrained_S_all      1.58
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.924
_refine_diff_density_min         -1.737
_refine_diff_density_rms         0.175

#----------------------------------------------------------------------------#
# ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Zn2 Zn 0.6667 0.3333 0.75 0.0621(5) Uani 1 6 d S . .
Zn1 Zn 0.6667 0.3333 0.49769(8) 0.0744(5) Uani 1 3 d S . .
C9 C 0.6667 0.3333 0.25 0.33(4) Uani 1 6 d S . .
O3 O 1.0542(2) 0.8755(2) 0.6373(3) 0.0720(9) Uani 1 1 d . . .
O2 O 0.7743(3) 0.4386(3) 0.6699(4) 0.1029(16) Uani 1 1 d . . .
O1 O 0.7549(3) 0.4631(3) 0.5196(3) 0.0867(11) Uani 1 1 d . . .
N1 N 0.9327(3) 0.9067(3) 0.6332(3) 0.0659(10) Uani 1 1 d . . .
C6 C 0.9673(4) 0.7259(4) 0.7092(4) 0.0805(13) Uani 1 1 d . . .
H6 H 0.993 0.7514 0.7681 0.097 Uiso 1 1 calc R . .
C4 C 0.9515(4) 0.7452(4) 0.5399(4) 0.0793(14) Uani 1 1 d . . .
H4 H 0.9689 0.7843 0.487 0.095 Uiso 1 1 calc R . .
C8 C 1.0238(4) 0.9380(4) 0.6337(4) 0.0648(11) Uani 1 1 d . . .
C7 C 0.9046(4) 0.6286(4) 0.6971(4) 0.0806(14) Uani 1 1 d . . .
H7 H 0.8908 0.5884 0.7486 0.097 Uiso 1 1 calc R . .
C1 C 0.7922(4) 0.4908(4) 0.6044(5) 0.0847(16) Uani 1 1 d . . .
C2 C 0.8645(4) 0.5933(3) 0.6115(4) 0.0755(14) Uani 1 1 d . . .
C5 C 0.9879(3) 0.7803(3) 0.6284(4) 0.0710(12) Uani 1 1 d . . .
C3 C 0.8884(4) 0.6503(4) 0.5317(5) 0.0803(14) Uani 1 1 d . . .
H3 H 0.8621 0.6248 0.4729 0.096 Uiso 1 1 calc R . .
O4 O 0.670(2) 0.3701(12) 0.3572(11) 0.127(9) Uani 0.33 1 d P . .
N2 N 0 0.5 0.5 0.116(10) Uani 0.33 2 d SP . .
C11 C 0.073(2) 0.600(3) 0.527(3) 0.085(9) Uani 0.17 1 d P . 1
C10 C -0.013(3) 0.449(3) 0.587(4) 0.121(18) Uani 0.17 1 d P . .

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
Zn2 0.0493(6) 0.0493(6) 0.0878(9) 0 0 0.0247(3)
Zn1 0.0640(6) 0.0640(6) 0.0952(9) 0 0 0.0320(3)
C9 0.24(5) 0.24(5) 0.50(14) 0 0 0.12(3)
O3 0.0587(17) 0.0548(17) 0.102(2) 0.0059(15) -0.0053(16) 0.0283(15)
O2 0.074(3) 0.073(3) 0.154(4) 0.044(3) 0.019(3) 0.032(2)
O1 0.074(2) 0.0562(19) 0.123(3) 0.0060(19) 0.016(2) 0.0270(17)
N1 0.058(2) 0.060(2) 0.081(2) 0.0026(17) 0.0004(16) 0.0311(18)
C6 0.081(3) 0.078(3) 0.090(3) 0.008(3) 0.004(3) 0.045(3)
C4 0.083(3) 0.060(3) 0.092(3) 0.006(2) -0.003(3) 0.034(2)
C8 0.056(2) 0.058(2) 0.081(3) 0.001(2) -0.0004(19) 0.0289(19)
C7 0.084(3) 0.072(3) 0.093(3) 0.019(3) 0.015(3) 0.044(3)
C1 0.056(3) 0.060(3) 0.138(5) 0.017(3) 0.018(3) 0.030(2)
C2 0.063(3) 0.058(2) 0.113(4) 0.014(2) 0.016(2) 0.035(2)
C5 0.060(2) 0.057(2) 0.096(3) -0.002(2) -0.005(2) 0.029(2)
C3 0.070(3) 0.057(2) 0.103(4) 0.005(2) 0.000(3) 0.023(2)
O4 0.136(14) 0.082(10) 0.118(9) 0.028(8) 0.048(12) 0.021(13)
N2 0.081(14) 0.107(17) 0.19(2) 0.037(18) 0.077(16) 0.066(14)
C11 0.064(16) 0.10(2) 0.13(2) -0.006(19) 0.005(16) 0.064(18)
C10 0.13(3) 0.12(3) 0.18(4) 0.05(3) 0.09(3) 0.11(3)


#----------------------------------------------------------------------------#
# MOLECULAR GEOMETRY #
#----------------------------------------------------------------------------#

_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
Zn2 O2 2.086(4) 5_556 ?
Zn2 O2 2.086(4) 3_665 ?
Zn2 O2 2.086(4) . ?
Zn2 O2 2.086(4) 4_666 ?
Zn2 O2 2.086(4) 6_656 ?
Zn2 O2 2.086(4) 2_655 ?
Zn1 O1 1.917(4) 3_665 ?
Zn1 O1 1.917(4) . ?
Zn1 O1 1.917(4) 2_655 ?
Zn1 O4 2.058(17) 3_665 ?
Zn1 O4 2.058(17) 2_655 ?
Zn1 O4 2.058(17) . ?
C9 O4 1.615(17) 5 ?
C9 O4 1.615(17) 3_665 ?
C9 O4 1.615(17) 2_655 ?
C9 O4 1.615(17) 6_655 ?
C9 O4 1.615(17) 4_665 ?
C9 O4 1.615(17) . ?
O3 C8 1.353(6) . ?
O3 C5 1.400(6) . ?
O2 C1 1.192(8) . ?
O1 C1 1.314(8) . ?
N1 C8 1.323(6) . ?
N1 C8 1.325(6) 3_675 ?
C6 C5 1.380(8) . ?
C6 C7 1.419(9) . ?
C4 C5 1.377(8) . ?
C4 C3 1.385(7) . ?
C8 N1 1.325(6) 2_765 ?
C7 C2 1.355(8) . ?
C1 C2 1.508(7) . ?
C2 C3 1.388(8) . ?
O4 O4 1.01(4) 2_655 ?
O4 O4 1.01(4) 3_665 ?
N2 C10 1.44(4) 7_566 ?
N2 C10 1.44(4) . ?
N2 C11 1.52(4) 7_566 ?
N2 C11 1.52(4) . ?
C11 C10 1.84(7) 7_566 ?
C10 C11 1.84(7) 7_566 ?

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
O2 Zn2 O2 87.7(3) 5_556 3_665 ?
O2 Zn2 O2 85.0(3) 5_556 . ?
O2 Zn2 O2 93.6(2) 3_665 . ?
O2 Zn2 O2 93.6(2) 5_556 4_666 ?
O2 Zn2 O2 85.0(3) 3_665 4_666 ?
O2 Zn2 O2 178.2(2) . 4_666 ?
O2 Zn2 O2 93.6(2) 5_556 6_656 ?
O2 Zn2 O2 178.2(2) 3_665 6_656 ?
O2 Zn2 O2 87.7(3) . 6_656 ?
O2 Zn2 O2 93.6(2) 4_666 6_656 ?
O2 Zn2 O2 178.2(2) 5_556 2_655 ?
O2 Zn2 O2 93.6(2) 3_665 2_655 ?
O2 Zn2 O2 93.6(2) . 2_655 ?
O2 Zn2 O2 87.7(3) 4_666 2_655 ?
O2 Zn2 O2 85.0(3) 6_656 2_655 ?
O1 Zn1 O1 117.48(8) 3_665 . ?
O1 Zn1 O1 117.48(8) 3_665 2_655 ?
O1 Zn1 O1 117.48(8) . 2_655 ?
O1 Zn1 O4 86.1(5) 3_665 3_665 ?
O1 Zn1 O4 96.7(10) . 3_665 ?
O1 Zn1 O4 114.3(8) 2_655 3_665 ?
O1 Zn1 O4 96.7(10) 3_665 2_655 ?
O1 Zn1 O4 114.3(8) . 2_655 ?
O1 Zn1 O4 86.1(5) 2_655 2_655 ?
O4 Zn1 O4 28.4(10) 3_665 2_655 ?
O1 Zn1 O4 114.3(8) 3_665 . ?
O1 Zn1 O4 86.1(5) . . ?
O1 Zn1 O4 96.7(10) 2_655 . ?
O4 Zn1 O4 28.4(10) 3_665 . ?
O4 Zn1 O4 28.4(10) 2_655 . ?
O4 C9 O4 142.1(11) 5 3_665 ?
O4 C9 O4 145(2) 5 2_655 ?
O4 C9 O4 36.4(12) 3_665 2_655 ?
O4 C9 O4 36.4(12) 5 6_655 ?
O4 C9 O4 145(2) 3_665 6_655 ?
O4 C9 O4 177(2) 2_655 6_655 ?
O4 C9 O4 36.4(12) 5 4_665 ?
O4 C9 O4 177(2) 3_665 4_665 ?
O4 C9 O4 142.1(11) 2_655 4_665 ?
O4 C9 O4 36.4(12) 6_655 4_665 ?
O4 C9 O4 177(2) 5 . ?
O4 C9 O4 36.4(12) 3_665 . ?
O4 C9 O4 36.4(12) 2_655 . ?
O4 C9 O4 142.1(11) 6_655 . ?
O4 C9 O4 145(2) 4_665 . ?
C8 O3 C5 118.2(4) . . ?
C1 O2 Zn2 144.9(4) . . ?
C1 O1 Zn1 119.7(3) . . ?
C8 N1 C8 111.7(4) . 3_675 ?
C5 C6 C7 116.1(5) . . ?
C5 C4 C3 118.3(5) . . ?
N1 C8 N1 128.3(4) . 2_765 ?
N1 C8 O3 118.9(5) . . ?
N1 C8 O3 112.8(5) 2_765 . ?
C2 C7 C6 121.0(5) . . ?
O2 C1 O1 123.0(6) . . ?
O2 C1 C2 122.0(7) . . ?
O1 C1 C2 114.9(5) . . ?
C7 C2 C3 121.0(5) . . ?
C7 C2 C1 118.8(5) . . ?
C3 C2 C1 120.2(6) . . ?
C4 C5 C6 123.8(5) . . ?
C4 C5 O3 118.9(5) . . ?
C6 C5 O3 117.2(5) . . ?
C4 C3 C2 119.7(6) . . ?
O4 O4 O4 60.000(3) 2_655 3_665 ?
O4 O4 C9 71.8(6) 2_655 . ?
O4 O4 C9 71.8(6) 3_665 . ?
O4 O4 Zn1 75.8(5) 2_655 . ?
O4 O4 Zn1 75.8(5) 3_665 . ?
C9 O4 Zn1 142.4(13) . . ?
C10 N2 C10 180(4) 7_566 . ?
C10 N2 C11 103(3) 7_566 7_566 ?
C10 N2 C11 77(3) . 7_566 ?
C10 N2 C11 77(3) 7_566 . ?
C10 N2 C11 103(3) . . ?
C11 N2 C11 180.000(8) 7_566 . ?
N2 C11 C10 49.6(18) . 7_566 ?
N2 C10 C11 54(2) . 7_566 ?

#=============================================================================#
# End of CIF
#=============================================================================#