# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               'Dalton Trans.'
_journal_coden_cambridge         0222
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Qiang Xu'
_publ_contact_author_email       Q.XU@AIST.GO.JP
loop_
_publ_author_name
'Qiang Xu'
'Bao-xia Dong'

data_1
_database_code_depnum_ccdc_archive 'CCDC 713513'
#TrackingRef 'structures.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H30 N2 O28 Y4'
_chemical_formula_weight         1366.32

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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Y Y -2.7962 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Fdd2

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

_cell_length_a                   17.906(4)
_cell_length_b                   18.919(4)
_cell_length_c                   28.408(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9624(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2168
_cell_measurement_theta_min      3.13
_cell_measurement_theta_max      25.0

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.886
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5408
_exptl_absorpt_coefficient_mu    4.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.265
_exptl_absorpt_correction_T_max  0.325
_exptl_absorpt_process_details   
'ABSCOR; Higashi, 1995 [Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  'four-circle diffractometer'
_diffrn_measurement_method       'profile data from \q/2\q scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            18096
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2167
_reflns_number_gt                1886
_reflns_threshold_expression     >2sigma(I)

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

_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^)+(0.0924P)^2^+113.6976P] 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(10)
_refine_ls_number_reflns         2167
_refine_ls_number_parameters     315
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1571
_refine_ls_wR_factor_gt          0.1515
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.004
_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
Y1 Y -1.5000 -0.5000 -0.99196(5) 0.0157(4) Uani 1 2 d S . .
Y2 Y -1.2500 -0.7500 -0.75383(5) 0.0199(5) Uani 1 2 d S . .
Y3 Y -1.24362(5) -0.49606(6) -0.88585(4) 0.0186(4) Uani 1 1 d . . .
C1 C -1.4171(5) -0.6206(8) -0.8156(5) 0.027(3) Uani 1 1 d D . .
C2 C -1.4580(7) -0.5982(8) -0.8551(5) 0.026(3) Uani 1 1 d . . .
H2A H -1.4328 -0.5822 -0.8817 0.031 Uiso 1 1 calc R . .
C3 C -1.5367(7) -0.5999(7) -0.8548(5) 0.023(3) Uani 1 1 d . . .
C4 C -1.5737(6) -0.6259(9) -0.8157(6) 0.027(2) Uani 1 1 d . . .
H4A H -1.6256 -0.6284 -0.8158 0.032 Uiso 1 1 calc R . .
C5 C -1.5348(7) -0.6481(7) -0.7768(5) 0.022(3) Uani 1 1 d . . .
C6 C -1.4572(7) -0.6458(7) -0.7761(5) 0.026(3) Uani 1 1 d . . .
H6A H -1.4315 -0.6610 -0.7495 0.031 Uiso 1 1 calc R . .
C7 C -1.3362(5) -0.6186(8) -0.8164(5) 0.028(3) Uani 1 1 d D . .
C8 C -1.5789(7) -0.5731(7) -0.8965(5) 0.023(3) Uani 1 1 d . . .
C9 C -1.5760(7) -0.6757(7) -0.7336(5) 0.025(3) Uani 1 1 d . . .
C10 C -1.6627(6) -0.6101(6) -1.0767(5) 0.024(3) Uani 1 1 d . . .
C11 C -1.7010(6) -0.6376(7) -1.1144(5) 0.024(3) Uani 1 1 d . . .
H11A H -1.6749 -0.6522 -1.1410 0.029 Uiso 1 1 calc R . .
C12 C -1.7792(7) -0.6439(8) -1.1132(5) 0.029(3) Uani 1 1 d . . .
C13 C -1.8167(6) -0.6189(8) -1.0730(5) 0.024(3) Uani 1 1 d . . .
H13A H -1.8686 -0.6202 -1.0723 0.029 Uiso 1 1 calc R . .
C14 C -1.7793(7) -0.5929(7) -1.0351(4) 0.022(3) Uani 1 1 d . . .
C15 C -1.6999(6) -0.5889(7) -1.0364(4) 0.022(3) Uani 1 1 d . . .
H15A H -1.6734 -0.5722 -1.0105 0.026 Uiso 1 1 calc R . .
C16 C -1.5778(6) -0.6044(6) -1.0784(4) 0.022(2) Uani 1 1 d . . .
C17 C -1.0708(6) -0.5718(7) -0.9027(5) 0.023(3) Uani 1 1 d . . .
C18 C -1.1792(7) -0.4329(7) -0.9931(5) 0.022(3) Uani 1 1 d . . .
C19 C -1.1578(13) -0.4978(11) -0.7735(9) 0.079(6) Uiso 1 1 d . . .
H19A H -1.1085 -0.4992 -0.7837 0.095 Uiso 1 1 calc R . .
C20 C -1.2476(9) -0.4969(11) -0.7136(11) 0.084(8) Uiso 1 1 d D . .
H20A H -1.2504 -0.4961 -0.6799 0.127 Uiso 1 1 calc R . .
H20B H -1.2717 -0.5388 -0.7252 0.127 Uiso 1 1 calc R . .
H20C H -1.2722 -0.4560 -0.7262 0.127 Uiso 1 1 calc R . .
C21 C -1.1004(16) -0.4989(16) -0.7053(11) 0.132(11) Uiso 1 1 d . . .
H21A H -1.1087 -0.4981 -0.6719 0.199 Uiso 1 1 calc R . .
H21B H -1.0711 -0.4587 -0.7143 0.199 Uiso 1 1 calc R . .
H21C H -1.0744 -0.5415 -0.7137 0.199 Uiso 1 1 calc R . .
N1 N -1.1683(8) -0.4969(8) -0.7284(6) 0.071(4) Uiso 1 1 d D . .
O1 O -1.2990(5) -0.6468(5) -0.7827(3) 0.030(2) Uani 1 1 d . . .
O2 O -1.3043(5) -0.5848(6) -0.8495(4) 0.039(3) Uani 1 1 d . . .
O3 O -1.5467(5) -0.5668(6) -0.9344(4) 0.034(2) Uani 1 1 d . . .
O4 O -1.3532(4) -0.4398(5) -0.8903(4) 0.031(2) Uani 1 1 d . . .
O5 O -1.3945(4) -0.5613(5) -0.9876(4) 0.030(2) Uani 1 1 d . . .
O6 O -1.5398(5) -0.6844(5) -0.6960(3) 0.028(2) Uani 1 1 d . . .
O7 O -1.5455(4) -0.5700(5) -1.0472(3) 0.032(2) Uani 1 1 d . . .
O8 O -1.2034(4) -0.3838(5) -0.8627(3) 0.030(2) Uani 1 1 d . . .
O9 O -1.1359(5) -0.5552(6) -0.8958(4) 0.037(3) Uani 1 1 d . . .
O10 O -1.2869(5) -0.6867(6) -0.6899(4) 0.037(3) Uani 1 1 d . . .
O11 O -1.2126(5) -0.4369(5) -0.9542(4) 0.032(2) Uani 1 1 d . . .
O12 O -1.3598(4) -0.8031(6) -0.7489(4) 0.036(2) Uani 1 1 d . . .
O13 O -1.2081(7) -0.4970(6) -0.8053(4) 0.061(3) Uiso 1 1 d . . .
O2W O -1.2500 -0.7500 -0.9425(11) 0.36(4) Uiso 1 2 d SD . .
O1W O -1.2500 -0.7500 -0.8360(8) 0.097(7) Uiso 1 2 d SD . .

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
Y1 0.0151(7) 0.0210(9) 0.0110(9) 0.000 0.000 -0.0007(6)
Y2 0.0197(8) 0.0271(10) 0.0128(9) 0.000 0.000 0.0007(6)
Y3 0.0151(5) 0.0277(8) 0.0130(5) -0.0002(5) -0.0011(5) 0.0009(4)
C1 0.023(5) 0.036(7) 0.023(6) 0.004(5) 0.005(6) 0.000(6)
C2 0.024(6) 0.039(8) 0.016(6) 0.005(6) -0.002(5) -0.006(5)
C3 0.026(6) 0.024(7) 0.019(7) 0.000(6) 0.008(5) -0.002(5)
C4 0.021(5) 0.035(7) 0.026(6) 0.003(5) -0.002(6) -0.004(6)
C5 0.016(6) 0.028(7) 0.022(6) 0.007(6) 0.006(5) -0.008(5)
C6 0.023(6) 0.027(7) 0.027(7) 0.012(6) -0.007(6) -0.006(5)
C7 0.019(5) 0.036(7) 0.029(6) 0.007(5) 0.002(6) -0.002(6)
C8 0.027(6) 0.026(7) 0.017(7) 0.001(5) -0.001(5) 0.001(5)
C9 0.029(7) 0.017(7) 0.028(8) 0.007(6) 0.002(6) 0.003(5)
C10 0.020(5) 0.017(7) 0.035(8) -0.008(6) 0.001(5) 0.005(4)
C11 0.018(5) 0.031(8) 0.022(6) -0.005(6) -0.002(5) 0.000(5)
C12 0.024(6) 0.041(9) 0.022(7) -0.003(6) 0.011(6) 0.004(6)
C13 0.023(5) 0.029(7) 0.020(6) -0.010(6) 0.003(5) 0.007(5)
C14 0.023(6) 0.023(7) 0.021(7) -0.009(5) 0.000(5) 0.007(5)
C15 0.022(6) 0.025(7) 0.018(7) -0.013(5) 0.000(5) 0.002(5)
C16 0.017(5) 0.025(7) 0.023(6) -0.004(5) 0.000(5) 0.004(5)
C17 0.011(5) 0.033(8) 0.025(7) 0.006(6) -0.007(5) 0.005(5)
C18 0.027(6) 0.023(7) 0.016(6) 0.008(5) -0.002(5) -0.001(5)
O1 0.026(4) 0.036(6) 0.028(5) 0.007(4) 0.001(4) 0.005(4)
O2 0.019(4) 0.056(7) 0.042(6) 0.020(5) 0.003(4) -0.006(4)
O3 0.031(5) 0.050(7) 0.021(5) 0.011(5) 0.002(4) 0.004(4)
O4 0.019(4) 0.041(6) 0.033(5) -0.010(5) -0.003(4) 0.015(4)
O5 0.021(4) 0.039(6) 0.030(5) -0.007(4) 0.002(4) 0.001(4)
O6 0.034(5) 0.033(6) 0.018(5) 0.009(4) -0.011(4) 0.001(4)
O7 0.021(4) 0.046(6) 0.027(5) -0.023(4) 0.000(4) -0.007(4)
O8 0.025(4) 0.036(6) 0.029(5) -0.003(4) -0.002(4) -0.001(4)
O9 0.021(4) 0.050(7) 0.041(6) 0.015(5) 0.003(4) 0.016(4)
O10 0.028(5) 0.060(7) 0.021(5) -0.015(5) 0.002(4) -0.007(5)
O11 0.038(5) 0.035(6) 0.022(5) 0.011(4) 0.002(4) -0.002(4)
O12 0.019(4) 0.055(7) 0.034(6) -0.017(5) 0.000(4) -0.005(4)

_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
Y1 O7 2.209(8) 2_245 ?
Y1 O7 2.209(8) . ?
Y1 O5 2.220(8) . ?
Y1 O5 2.220(8) 2_245 ?
Y1 O3 2.228(10) 2_245 ?
Y1 O3 2.228(10) . ?
Y2 O12 2.212(8) 14_235 ?
Y2 O12 2.212(8) . ?
Y2 O10 2.274(10) . ?
Y2 O10 2.274(10) 14_235 ?
Y2 O1 2.292(9) 14_235 ?
Y2 O1 2.292(9) . ?
Y2 O1W 2.33(2) . ?
Y3 O4 2.236(8) . ?
Y3 O9 2.247(9) . ?
Y3 O2 2.251(9) . ?
Y3 O11 2.310(10) . ?
Y3 O6 2.310(9) 7_534 ?
Y3 O8 2.337(9) . ?
Y3 O13 2.376(13) . ?
C1 C2 1.405(19) . ?
C1 C6 1.416(19) . ?
C1 C7 1.449(9) . ?
C2 C3 1.410(18) . ?
C2 H2A 0.9300 . ?
C3 C4 1.38(2) . ?
C3 C8 1.492(18) . ?
C4 C5 1.37(2) . ?
C4 H4A 0.9300 . ?
C5 C6 1.390(18) . ?
C5 C9 1.524(18) . ?
C6 H6A 0.9300 . ?
C7 O2 1.273(16) . ?
C7 O1 1.283(15) . ?
C8 O3 1.229(17) . ?
C8 O4 1.252(15) 2_245 ?
C9 O5 1.257(15) 15_435 ?
C9 O6 1.259(16) . ?
C10 C11 1.375(19) . ?
C10 C15 1.384(18) . ?
C10 C16 1.524(15) . ?
C11 C12 1.405(17) . ?
C11 H11A 0.9300 . ?
C12 C13 1.408(18) . ?
C12 C17 1.494(19) 7_434 ?
C13 C14 1.360(18) . ?
C13 H13A 0.9300 . ?
C14 C15 1.425(17) . ?
C14 C18 1.488(17) 2_245 ?
C15 H15A 0.9300 . ?
C16 O7 1.243(14) . ?
C16 O8 1.254(14) 8_244 ?
C17 O9 1.224(15) . ?
C17 O10 1.229(17) 7_534 ?
C17 C12 1.494(19) 15_535 ?
C18 O11 1.258(16) . ?
C18 O12 1.281(14) 7_534 ?
C18 C14 1.488(17) 2_245 ?
C19 O13 1.28(2) . ?
C19 N1 1.29(3) . ?
C19 H19A 0.9300 . ?
C20 N1 1.482(10) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N1 1.38(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O4 C8 1.252(15) 2_245 ?
O5 C9 1.257(15) 7_534 ?
O6 Y3 2.310(9) 15_435 ?
O8 C16 1.254(14) 4_255 ?
O10 C17 1.229(17) 15_435 ?
O12 C18 1.281(14) 15_435 ?

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
O7 Y1 O7 89.5(5) 2_245 . ?
O7 Y1 O5 92.2(3) 2_245 . ?
O7 Y1 O5 92.3(3) . . ?
O7 Y1 O5 92.3(3) 2_245 2_245 ?
O7 Y1 O5 92.2(3) . 2_245 ?
O5 Y1 O5 173.6(5) . 2_245 ?
O7 Y1 O3 92.5(4) 2_245 2_245 ?
O7 Y1 O3 177.7(4) . 2_245 ?
O5 Y1 O3 86.3(4) . 2_245 ?
O5 Y1 O3 89.0(4) 2_245 2_245 ?
O7 Y1 O3 177.7(4) 2_245 . ?
O7 Y1 O3 92.5(4) . . ?
O5 Y1 O3 89.0(4) . . ?
O5 Y1 O3 86.3(4) 2_245 . ?
O3 Y1 O3 85.6(6) 2_245 . ?
O12 Y2 O12 172.8(6) 14_235 . ?
O12 Y2 O10 88.2(4) 14_235 . ?
O12 Y2 O10 86.0(4) . . ?
O12 Y2 O10 86.0(4) 14_235 14_235 ?
O12 Y2 O10 88.2(4) . 14_235 ?
O10 Y2 O10 74.0(6) . 14_235 ?
O12 Y2 O1 94.0(4) 14_235 14_235 ?
O12 Y2 O1 88.6(3) . 14_235 ?
O10 Y2 O1 147.7(4) . 14_235 ?
O10 Y2 O1 74.0(4) 14_235 14_235 ?
O12 Y2 O1 88.6(3) 14_235 . ?
O12 Y2 O1 94.0(4) . . ?
O10 Y2 O1 74.0(4) . . ?
O10 Y2 O1 147.7(4) 14_235 . ?
O1 Y2 O1 138.1(5) 14_235 . ?
O12 Y2 O1W 93.6(3) 14_235 . ?
O12 Y2 O1W 93.6(3) . . ?
O10 Y2 O1W 143.0(3) . . ?
O10 Y2 O1W 143.0(3) 14_235 . ?
O1 Y2 O1W 69.1(2) 14_235 . ?
O1 Y2 O1W 69.1(2) . . ?
O4 Y3 O9 169.5(5) . . ?
O4 Y3 O2 87.5(4) . . ?
O9 Y3 O2 95.8(4) . . ?
O4 Y3 O11 86.2(4) . . ?
O9 Y3 O11 86.0(4) . . ?
O2 Y3 O11 149.7(4) . . ?
O4 Y3 O6 85.1(3) . 7_534 ?
O9 Y3 O6 86.1(4) . 7_534 ?
O2 Y3 O6 75.1(4) . 7_534 ?
O11 Y3 O6 74.9(4) . 7_534 ?
O4 Y3 O8 81.6(3) . . ?
O9 Y3 O8 102.9(3) . . ?
O2 Y3 O8 134.2(4) . . ?
O11 Y3 O8 73.9(3) . . ?
O6 Y3 O8 146.7(4) 7_534 . ?
O4 Y3 O13 107.0(4) . . ?
O9 Y3 O13 83.5(4) . . ?
O2 Y3 O13 71.4(4) . . ?
O11 Y3 O13 138.5(4) . . ?
O6 Y3 O13 143.6(4) 7_534 . ?
O8 Y3 O13 69.7(3) . . ?
C2 C1 C6 118.1(9) . . ?
C2 C1 C7 120.0(12) . . ?
C6 C1 C7 121.8(12) . . ?
C1 C2 C3 120.6(11) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C4 C3 C2 119.4(12) . . ?
C4 C3 C8 120.9(11) . . ?
C2 C3 C8 119.6(11) . . ?
C5 C4 C3 120.8(9) . . ?
C5 C4 H4A 119.6 . . ?
C3 C4 H4A 119.6 . . ?
C4 C5 C6 120.7(12) . . ?
C4 C5 C9 120.5(11) . . ?
C6 C5 C9 118.8(11) . . ?
C5 C6 C1 120.3(12) . . ?
C5 C6 H6A 119.8 . . ?
C1 C6 H6A 119.8 . . ?
O2 C7 O1 121.8(8) . . ?
O2 C7 C1 118.2(12) . . ?
O1 C7 C1 119.8(12) . . ?
O3 C8 O4 124.1(13) . 2_245 ?
O3 C8 C3 119.3(11) . . ?
O4 C8 C3 116.5(11) 2_245 . ?
O5 C9 O6 123.5(13) 15_435 . ?
O5 C9 C5 117.9(12) 15_435 . ?
O6 C9 C5 118.6(11) . . ?
C11 C10 C15 120.9(10) . . ?
C11 C10 C16 120.0(11) . . ?
C15 C10 C16 119.1(11) . . ?
C10 C11 C12 120.7(13) . . ?
C10 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C11 C12 C13 117.8(13) . . ?
C11 C12 C17 121.1(12) . 7_434 ?
C13 C12 C17 121.1(11) . 7_434 ?
C14 C13 C12 121.9(10) . . ?
C14 C13 H13A 119.0 . . ?
C12 C13 H13A 119.0 . . ?
C13 C14 C15 119.4(11) . . ?
C13 C14 C18 120.5(11) . 2_245 ?
C15 C14 C18 120.1(11) . 2_245 ?
C10 C15 C14 119.1(11) . . ?
C10 C15 H15A 120.5 . . ?
C14 C15 H15A 120.5 . . ?
O7 C16 O8 125.4(10) . 8_244 ?
O7 C16 C10 118.6(10) . . ?
O8 C16 C10 116.0(11) 8_244 . ?
O9 C17 O10 125.1(12) . 7_534 ?
O9 C17 C12 117.8(12) . 15_535 ?
O10 C17 C12 117.1(11) 7_534 15_535 ?
O11 C18 O12 124.2(12) . 7_534 ?
O11 C18 C14 119.1(10) . 2_245 ?
O12 C18 C14 116.7(11) 7_534 2_245 ?
O13 C19 N1 127(2) . . ?
O13 C19 H19A 116.7 . . ?
N1 C19 H19A 116.7 . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C21 H21A 109.5 . . ?
N1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 N1 C21 110(2) . . ?
C19 N1 C20 115(2) . . ?
C21 N1 C20 135(2) . . ?
C7 O1 Y2 145.1(10) . . ?
C7 O2 Y3 158.6(10) . . ?
C8 O3 Y1 151.0(10) . . ?
C8 O4 Y3 162.3(9) 2_245 . ?
C9 O5 Y1 159.8(9) 7_534 . ?
C9 O6 Y3 152.4(9) . 15_435 ?
C16 O7 Y1 173.0(8) . . ?
C16 O8 Y3 139.5(8) 4_255 . ?
C17 O9 Y3 165.0(10) . . ?
C17 O10 Y2 154.0(10) 15_435 . ?
C18 O11 Y3 151.9(9) . . ?
C18 O12 Y2 164.6(9) 15_435 . ?
C19 O13 Y3 150.6(14) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.359
_refine_diff_density_min         -0.759
_refine_diff_density_rms         0.157

#===END

data_2
_database_code_depnum_ccdc_archive 'CCDC 713514'
#TrackingRef 'structures.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H5 N0 O7 Y'
_chemical_formula_weight         314.04

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'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnna

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

_cell_length_a                   8.8326(18)
_cell_length_b                   10.159(2)
_cell_length_c                   13.979(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1254.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8796
_cell_measurement_theta_min      3.39
_cell_measurement_theta_max      24.99

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    4.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.282
_exptl_absorpt_correction_T_max  0.393
_exptl_absorpt_process_details   
'ABSCOR; Higashi, 1995 [Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  'four-circle diffractometer'
_diffrn_measurement_method       'profile data from \q/2\q scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            8796
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.39
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1106
_reflns_number_gt                894
_reflns_threshold_expression     >2sigma(I)

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

_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^)+(0.1422P)^2^+28.0972P] 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         1106
_refine_ls_number_parameters     68
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0935
_refine_ls_wR_factor_ref         0.2843
_refine_ls_wR_factor_gt          0.2750
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_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
Y1 Y 0.2491(6) 0.4900(4) 0.61322(9) 0.0169(7) Uiso 0.50 1 d P . .
C1 C -0.4281(18) 0.7500 0.7500 0.046(5) Uani 1 2 d SD . .
C2 C -0.3493(13) 0.6954(12) 0.6724(10) 0.036(3) Uani 1 1 d . . .
H2A H -0.4017 0.6584 0.6213 0.044 Uiso 1 1 calc R . .
C3 C -0.1909(12) 0.6973(11) 0.6729(8) 0.026(2) Uani 1 1 d . . .
C4 C -0.1135(17) 0.7500 0.7500 0.029(3) Uani 1 2 d S . .
H4A H -0.0082 0.7500 0.7500 0.035 Uiso 1 2 calc SR . .
C5 C -0.1062(12) 0.6349(10) 0.5918(8) 0.026(2) Uani 1 1 d . . .
C6 C -0.595(2) 0.7500 0.7500 0.068(6) Uiso 1 2 d SD . .
O1 O 0.1644(17) 0.3251(14) 0.6918(10) 0.086(4) Uiso 1 1 d . . .
O2 O 0.0274(9) 0.6020(9) 0.6063(5) 0.034(2) Uani 1 1 d . . .
O3 O 0.1738(10) 0.3773(9) 0.4856(6) 0.042(2) Uani 1 1 d . . .
O1W O 0.2500 0.5000 0.780(4) 0.24(2) Uiso 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 0.030(9) 0.047(11) 0.062(13) -0.036(10) 0.000 0.000
C2 0.026(6) 0.035(6) 0.048(7) -0.021(6) -0.007(5) 0.001(5)
C3 0.023(5) 0.028(5) 0.029(6) -0.010(5) 0.000(5) 0.005(5)
C4 0.019(7) 0.031(8) 0.038(9) -0.011(7) 0.000 0.000
C5 0.025(5) 0.023(5) 0.031(6) -0.010(5) 0.003(5) 0.000(4)
O2 0.019(4) 0.051(5) 0.034(5) -0.008(4) 0.000(3) 0.010(4)
O3 0.035(5) 0.052(5) 0.038(5) -0.023(4) -0.009(4) 0.013(4)

_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
Y1 Y1 0.203(9) 2_565 ?
Y1 O1 2.139(15) . ?
Y1 O2 2.186(9) 2_565 ?
Y1 O3 2.222(8) . ?
Y1 O2 2.267(9) . ?
Y1 O1 2.306(15) 2_565 ?
Y1 O1W 2.33(6) . ?
Y1 O3 2.337(9) 2_565 ?
C1 C2 1.403(14) 4_566 ?
C1 C2 1.403(14) . ?
C1 C6 1.473(17) . ?
C2 C3 1.400(16) . ?
C2 H2A 0.9300 . ?
C3 C4 1.383(13) . ?
C3 C5 1.500(15) . ?
C4 C3 1.383(13) 4_566 ?
C4 H4A 0.9300 . ?
C5 O3 1.242(14) 5_566 ?
C5 O2 1.243(14) . ?
C6 O1 1.273(17) 2_465 ?
C6 O1 1.273(17) 3_456 ?
O1 C6 1.273(17) 2_465 ?
O1 Y1 2.306(15) 2_565 ?
O2 Y1 2.186(9) 2_565 ?
O3 C5 1.242(14) 5_566 ?
O3 Y1 2.337(9) 2_565 ?
O1W Y1 2.33(6) 2_565 ?

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
Y1 Y1 O1 143.8(15) 2_565 . ?
Y1 Y1 O2 111(3) 2_565 2_565 ?
O1 Y1 O2 90.2(5) . 2_565 ?
Y1 Y1 O3 122.4(9) 2_565 . ?
O1 Y1 O3 84.5(5) . . ?
O2 Y1 O3 90.8(3) 2_565 . ?
Y1 Y1 O2 64(3) 2_565 . ?
O1 Y1 O2 96.5(5) . . ?
O2 Y1 O2 173.1(3) 2_565 . ?
O3 Y1 O2 88.0(3) . . ?
Y1 Y1 O1 33.2(14) 2_565 2_565 ?
O1 Y1 O1 120.6(7) . 2_565 ?
O2 Y1 O1 94.1(5) 2_565 2_565 ?
O3 Y1 O1 154.4(5) . 2_565 ?
O2 Y1 O1 84.1(5) . 2_565 ?
Y1 Y1 O1W 87.50(13) 2_565 . ?
O1 Y1 O1W 61.4(4) . . ?
O2 Y1 O1W 93.4(2) 2_565 . ?
O3 Y1 O1W 145.6(3) . . ?
O2 Y1 O1W 91.4(2) . . ?
O1 Y1 O1W 59.2(4) 2_565 . ?
Y1 Y1 O3 53.4(9) 2_565 2_565 ?
O1 Y1 O3 161.0(5) . 2_565 ?
O2 Y1 O3 87.1(3) 2_565 2_565 ?
O3 Y1 O3 76.8(5) . 2_565 ?
O2 Y1 O3 86.0(3) . 2_565 ?
O1 Y1 O3 78.3(4) 2_565 2_565 ?
O1W Y1 O3 137.4(3) . 2_565 ?
C2 C1 C2 120.6(15) 4_566 . ?
C2 C1 C6 119.7(7) 4_566 . ?
C2 C1 C6 119.7(7) . . ?
C3 C2 C1 119.1(11) . . ?
C3 C2 H2A 120.5 . . ?
C1 C2 H2A 120.5 . . ?
C4 C3 C2 120.2(11) . . ?
C4 C3 C5 120.4(10) . . ?
C2 C3 C5 119.3(10) . . ?
C3 C4 C3 120.8(14) . 4_566 ?
C3 C4 H4A 119.6 . . ?
C3 C4 H4A 119.6 4_566 . ?
O3 C5 O2 124.9(10) 5_566 . ?
O3 C5 C3 117.5(10) 5_566 . ?
O2 C5 C3 117.6(10) . . ?
O1 C6 O1 122(2) 2_465 3_456 ?
O1 C6 C1 118.9(10) 2_465 . ?
O1 C6 C1 118.9(11) 3_456 . ?
C6 O1 Y1 165.1(11) 2_465 . ?
C6 O1 Y1 162.2(11) 2_465 2_565 ?
Y1 O1 Y1 2.98(17) . 2_565 ?
C5 O2 Y1 168.3(8) . 2_565 ?
C5 O2 Y1 164.1(8) . . ?
Y1 O2 Y1 4.8(2) 2_565 . ?
C5 O3 Y1 153.5(8) 5_566 . ?
C5 O3 Y1 149.6(8) 5_566 2_565 ?
Y1 O3 Y1 4.20(19) . 2_565 ?
Y1 O1W Y1 5.0(2) . 2_565 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.549
_refine_diff_density_min         -1.268
_refine_diff_density_rms         0.236

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.011 0.000 0.500 187.9 -2.7
2 -0.027 0.500 1.000 187.9 -2.6
_platon_squeeze_details          
; ?
;
#===END