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


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#  This CIF contains data from an original supplementary publication 
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#  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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data_1
_database_code_depnum_ccdc_archive 'CCDC 917681'
#TrackingRef '1.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H12 N O7 Zn2'
_chemical_formula_weight         509.05
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'P 4/n c c'
_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                   16.2782(3)
_cell_length_b                   16.2782(3)
_cell_length_c                   30.4992(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     8081.7(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    185(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4080
_exptl_absorpt_coefficient_mu    2.416
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_correction_T_min  0.5947
_exptl_absorpt_correction_T_max  0.6567
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1996'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      185(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       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32557
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_av_sigmaI/netI    0.0503
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         26.04
_reflns_number_total             3964
_reflns_number_gt                2907
_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, 1997)'
_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^)+(0.0742P)^2^+13.4896P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3964
_refine_ls_number_parameters     275
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1460
_refine_ls_wR_factor_gt          0.1356
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.070
_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
C2 C 0.5919(3) 0.0062(3) 0.15390(16) 0.0162(10) Uani 1 1 d . . .
C3 C 0.6377(3) 0.0058(3) 0.11526(16) 0.0187(10) Uani 1 1 d . . .
H3 H 0.6124 0.0215 0.0885 0.022 Uiso 1 1 calc R . .
C4 C 0.7200(3) -0.0172(3) 0.11537(17) 0.0216(11) Uani 1 1 d . . .
C5 C 0.7544(3) -0.0425(3) 0.15474(15) 0.0213(11) Uani 1 1 d . . .
H5 H 0.8103 -0.0594 0.1553 0.026 Uiso 1 1 calc R . .
C6 C 0.7086(3) -0.0436(3) 0.19395(15) 0.0173(10) Uani 1 1 d . . .
C7 C 0.6278(3) -0.0184(3) 0.19312(16) 0.0161(10) Uani 1 1 d . . .
H7 H 0.5965 -0.0179 0.2194 0.019 Uiso 1 1 calc R . .
C8 C 0.7489(3) -0.0668(3) 0.23584(16) 0.0192(10) Uani 1 1 d . . .
C9 C 0.7690(3) -0.0124(3) 0.07415(17) 0.0233(11) Uani 1 1 d . . .
C10 C 0.7353(3) -0.0336(3) 0.03414(17) 0.0244(11) Uani 1 1 d . . .
H10 H 0.6801 -0.0522 0.0329 0.029 Uiso 1 1 calc R . .
C11 C 0.7807(3) -0.0281(3) -0.00433(17) 0.0237(11) Uani 1 1 d . . .
C12 C 0.8617(3) 0.0005(4) -0.00265(18) 0.0295(13) Uani 1 1 d . . .
H12 H 0.8933 0.0047 -0.0288 0.035 Uiso 1 1 calc R . .
C13 C 0.8955(3) 0.0224(4) 0.03725(18) 0.0330(14) Uani 1 1 d . . .
H13 H 0.9504 0.0420 0.0385 0.040 Uiso 1 1 calc R . .
C14 C 0.8504(3) 0.0160(4) 0.07521(18) 0.0306(13) Uani 1 1 d . . .
H14 H 0.8745 0.0311 0.1024 0.037 Uiso 1 1 calc R . .
C15 C 0.7435(3) -0.0540(3) -0.04660(17) 0.0256(12) Uani 1 1 d . . .
C16 C 0.3709(3) -0.1085(4) 0.1938(2) 0.0375(15) Uani 1 1 d . . .
H16 H 0.4255 -0.0982 0.2033 0.045 Uiso 1 1 calc R . .
C17 C 0.3452(3) -0.1878(4) 0.1924(2) 0.0391(15) Uani 1 1 d . . .
H17 H 0.3815 -0.2305 0.2010 0.047 Uiso 1 1 calc R . .
C18 C 0.2663(3) -0.2068(3) 0.1784(2) 0.0318(13) Uani 1 1 d . . .
C19 C 0.2189(4) -0.1408(4) 0.1666(3) 0.0508(19) Uani 1 1 d . . .
H19 H 0.1640 -0.1495 0.1570 0.061 Uiso 1 1 calc R . .
C20 C 0.2497(4) -0.0619(4) 0.1684(2) 0.0408(15) Uani 1 1 d . . .
H20 H 0.2155 -0.0181 0.1588 0.049 Uiso 1 1 calc R . .
N1 N 0.3245(3) -0.0440(3) 0.18266(15) 0.0286(10) Uani 1 1 d . . .
O3 O 0.7084(2) -0.0902(2) 0.26816(12) 0.0265(8) Uani 1 1 d . . .
O4 O 0.8268(2) -0.0585(2) 0.23707(11) 0.0235(8) Uani 1 1 d . . .
O5 O 0.6663(2) -0.0611(2) -0.04762(11) 0.0288(9) Uani 1 1 d . . .
O6 O 0.7859(2) -0.0670(3) -0.07984(12) 0.0390(10) Uani 1 1 d . . .
O7 O 0.32258(19) 0.14940(19) 0.15299(10) 0.0136(7) Uani 1 1 d D . .
H7O H 0.2714(13) 0.151(4) 0.1566(17) 0.026(16) Uiso 1 1 d D . .
C1 C 0.5060(3) 0.0394(3) 0.15408(16) 0.0160(10) Uani 1 1 d . . .
O1 O 0.47562(19) 0.0563(2) 0.19043(11) 0.0226(8) Uani 1 1 d . . .
O2 O 0.4714(2) 0.0477(2) 0.11728(11) 0.0224(8) Uani 1 1 d . . .
Zn1 Zn 0.36117(3) 0.09004(4) 0.20387(2) 0.0244(2) Uani 1 1 d . . .
Zn2 Zn 0.37532(3) 0.11400(4) 0.100303(19) 0.02198(19) 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
C2 0.015(2) 0.018(2) 0.015(3) 0.0013(19) -0.0042(19) 0.0007(18)
C3 0.021(2) 0.025(2) 0.010(3) 0.0013(19) -0.0007(19) 0.0002(19)
C4 0.020(2) 0.032(3) 0.013(3) -0.002(2) 0.001(2) 0.001(2)
C5 0.014(2) 0.035(3) 0.016(3) -0.002(2) -0.004(2) 0.002(2)
C6 0.020(2) 0.020(2) 0.013(3) -0.0015(19) -0.0008(19) -0.0022(19)
C7 0.019(2) 0.016(2) 0.013(3) 0.0005(18) 0.0016(19) -0.0018(18)
C8 0.022(2) 0.016(2) 0.019(3) -0.0006(19) 0.000(2) 0.004(2)
C9 0.017(3) 0.035(3) 0.017(3) -0.001(2) -0.004(2) 0.000(2)
C10 0.014(2) 0.040(3) 0.020(3) -0.003(2) 0.001(2) -0.002(2)
C11 0.021(2) 0.037(3) 0.013(3) -0.001(2) -0.001(2) 0.002(2)
C12 0.022(3) 0.050(3) 0.016(3) -0.007(2) 0.005(2) -0.003(2)
C13 0.017(3) 0.058(4) 0.023(3) -0.002(3) 0.004(2) -0.008(3)
C14 0.022(3) 0.053(4) 0.017(3) -0.008(3) -0.006(2) -0.001(2)
C15 0.022(3) 0.039(3) 0.016(3) -0.003(2) -0.003(2) 0.000(2)
C16 0.023(3) 0.042(3) 0.048(4) 0.011(3) -0.006(3) -0.001(2)
C17 0.026(3) 0.035(3) 0.056(5) 0.013(3) -0.001(3) 0.003(2)
C18 0.024(3) 0.029(3) 0.042(4) -0.001(3) 0.000(2) 0.006(2)
C19 0.032(3) 0.035(3) 0.085(6) -0.008(3) -0.021(3) 0.007(3)
C20 0.032(3) 0.027(3) 0.064(5) -0.010(3) -0.014(3) 0.009(2)
N1 0.024(2) 0.033(2) 0.028(3) 0.005(2) 0.003(2) 0.0054(19)
O3 0.0274(19) 0.035(2) 0.018(2) 0.0081(16) -0.0006(16) -0.0007(16)
O4 0.0186(18) 0.037(2) 0.015(2) 0.0014(15) -0.0028(14) 0.0049(15)
O5 0.0185(18) 0.053(2) 0.014(2) -0.0113(17) -0.0020(14) 0.0007(16)
O6 0.025(2) 0.077(3) 0.014(2) -0.013(2) 0.0038(17) 0.006(2)
O7 0.0129(16) 0.0187(16) 0.0091(18) -0.0012(12) -0.0012(13) -0.0003(13)
C1 0.017(2) 0.015(2) 0.016(3) 0.0025(19) 0.001(2) 0.0001(17)
O1 0.0185(17) 0.0309(19) 0.018(2) -0.0026(15) 0.0023(14) 0.0031(14)
O2 0.0224(18) 0.0306(19) 0.0142(19) -0.0007(15) -0.0020(14) 0.0108(15)
Zn1 0.0195(3) 0.0386(4) 0.0153(4) 0.0105(3) 0.0047(2) 0.0079(2)
Zn2 0.0226(3) 0.0299(3) 0.0134(4) -0.0033(2) -0.0012(2) 0.0038(2)
_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
C2 C7 1.391(6) . ?
C2 C3 1.394(7) . ?
C2 C1 1.500(6) . ?
C3 C4 1.390(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(6) . ?
C4 C9 1.491(7) . ?
C5 C6 1.409(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.378(6) . ?
C6 C8 1.484(6) . ?
C7 H7 0.9500 . ?
C8 O3 1.245(6) . ?
C8 O4 1.276(6) . ?
C9 C10 1.382(7) . ?
C9 C14 1.403(7) . ?
C10 C11 1.390(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(7) . ?
C11 C15 1.486(7) . ?
C12 C13 1.382(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(7) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 O6 1.245(6) . ?
C15 O5 1.262(6) . ?
C16 N1 1.337(7) . ?
C16 C17 1.357(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.372(8) . ?
C18 C18 1.501(11) 2_545 ?
C19 C20 1.379(8) . ?
C19 H19 0.9500 . ?
C20 N1 1.326(7) . ?
C20 H20 0.9500 . ?
N1 Zn1 2.353(4) . ?
O3 Zn1 2.251(3) 7_545 ?
O4 Zn1 1.955(3) 6 ?
O5 Zn2 1.945(3) 9_655 ?
O6 Zn2 1.981(4) 12_655 ?
O7 Zn2 1.911(3) . ?
O7 Zn1 1.933(3) . ?
O7 H7O 0.84(2) . ?
C1 O1 1.244(5) . ?
C1 O2 1.263(5) . ?
O1 Zn1 1.985(3) . ?
O2 Zn2 1.969(3) . ?
Zn1 O4 1.955(3) 6_455 ?
Zn1 O3 2.251(3) 7_545 ?
Zn2 O5 1.945(3) 9_655 ?
Zn2 O6 1.981(4) 11_665 ?
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
C7 C2 C3 120.1(4) . . ?
C7 C2 C1 119.5(4) . . ?
C3 C2 C1 120.3(4) . . ?
C4 C3 C2 121.0(5) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 118.1(5) . . ?
C5 C4 C9 121.9(4) . . ?
C3 C4 C9 120.0(5) . . ?
C4 C5 C6 121.7(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C7 C6 C5 119.0(4) . . ?
C7 C6 C8 120.8(4) . . ?
C5 C6 C8 120.0(4) . . ?
C6 C7 C2 120.2(4) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
O3 C8 O4 122.3(4) . . ?
O3 C8 C6 121.7(4) . . ?
O4 C8 C6 115.9(4) . . ?
C10 C9 C14 118.5(5) . . ?
C10 C9 C4 121.2(4) . . ?
C14 C9 C4 120.2(5) . . ?
C9 C10 C11 121.2(4) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C12 119.5(5) . . ?
C10 C11 C15 119.8(4) . . ?
C12 C11 C15 120.7(5) . . ?
C13 C12 C11 119.5(5) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C14 C13 C12 120.6(5) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C9 120.6(5) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
O6 C15 O5 121.1(5) . . ?
O6 C15 C11 121.9(5) . . ?
O5 C15 C11 117.0(4) . . ?
N1 C16 C17 124.3(5) . . ?
N1 C16 H16 117.8 . . ?
C17 C16 H16 117.8 . . ?
C16 C17 C18 120.5(5) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 115.2(5) . . ?
C19 C18 C18 122.4(6) . 2_545 ?
C17 C18 C18 122.4(6) . 2_545 ?
C18 C19 C20 121.0(6) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
N1 C20 C19 123.5(5) . . ?
N1 C20 H20 118.3 . . ?
C19 C20 H20 118.3 . . ?
C20 N1 C16 115.5(5) . . ?
C20 N1 Zn1 121.8(4) . . ?
C16 N1 Zn1 121.0(4) . . ?
C8 O3 Zn1 149.4(3) . 7_545 ?
C8 O4 Zn1 106.5(3) . 6 ?
C15 O5 Zn2 114.1(3) . 9_655 ?
C15 O6 Zn2 142.5(4) . 12_655 ?
Zn2 O7 Zn1 112.23(16) . . ?
Zn2 O7 H7O 124(4) . . ?
Zn1 O7 H7O 104(4) . . ?
O1 C1 O2 126.2(4) . . ?
O1 C1 C2 116.9(4) . . ?
O2 C1 C2 116.8(4) . . ?
C1 O1 Zn1 128.1(3) . . ?
C1 O2 Zn2 130.3(3) . . ?
O7 Zn1 O4 141.07(14) . 6_455 ?
O7 Zn1 O1 106.13(14) . . ?
O4 Zn1 O1 112.72(14) 6_455 . ?
O7 Zn1 O3 89.46(13) . 7_545 ?
O4 Zn1 O3 88.63(14) 6_455 7_545 ?
O1 Zn1 O3 89.15(14) . 7_545 ?
O7 Zn1 N1 99.24(14) . . ?
O4 Zn1 N1 86.41(15) 6_455 . ?
O1 Zn1 N1 85.67(14) . . ?
O3 Zn1 N1 170.83(14) 7_545 . ?
O7 Zn2 O5 132.19(14) . 9_655 ?
O7 Zn2 O2 107.51(14) . . ?
O5 Zn2 O2 104.56(15) 9_655 . ?
O7 Zn2 O6 103.30(15) . 11_665 ?
O5 Zn2 O6 105.61(16) 9_655 11_665 ?
O2 Zn2 O6 99.03(16) . 11_665 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C2 C3 C4 -1.5(7) . . . . ?
C1 C2 C3 C4 173.7(4) . . . . ?
C2 C3 C4 C5 2.2(7) . . . . ?
C2 C3 C4 C9 -176.3(4) . . . . ?
C3 C4 C5 C6 -1.2(8) . . . . ?
C9 C4 C5 C6 177.3(5) . . . . ?
C4 C5 C6 C7 -0.5(7) . . . . ?
C4 C5 C6 C8 -176.8(5) . . . . ?
C5 C6 C7 C2 1.2(7) . . . . ?
C8 C6 C7 C2 177.4(4) . . . . ?
C3 C2 C7 C6 -0.2(7) . . . . ?
C1 C2 C7 C6 -175.5(4) . . . . ?
C7 C6 C8 O3 23.7(7) . . . . ?
C5 C6 C8 O3 -160.1(5) . . . . ?
C7 C6 C8 O4 -154.0(4) . . . . ?
C5 C6 C8 O4 22.2(6) . . . . ?
C5 C4 C9 C10 142.6(6) . . . . ?
C3 C4 C9 C10 -38.9(7) . . . . ?
C5 C4 C9 C14 -39.0(7) . . . . ?
C3 C4 C9 C14 139.4(5) . . . . ?
C14 C9 C10 C11 0.8(8) . . . . ?
C4 C9 C10 C11 179.2(5) . . . . ?
C9 C10 C11 C12 -0.9(8) . . . . ?
C9 C10 C11 C15 178.0(5) . . . . ?
C10 C11 C12 C13 0.3(8) . . . . ?
C15 C11 C12 C13 -178.5(5) . . . . ?
C11 C12 C13 C14 0.3(9) . . . . ?
C12 C13 C14 C9 -0.3(9) . . . . ?
C10 C9 C14 C13 -0.2(8) . . . . ?
C4 C9 C14 C13 -178.6(5) . . . . ?
C10 C11 C15 O6 -164.3(5) . . . . ?
C12 C11 C15 O6 14.6(8) . . . . ?
C10 C11 C15 O5 16.7(8) . . . . ?
C12 C11 C15 O5 -164.4(5) . . . . ?
N1 C16 C17 C18 0.5(10) . . . . ?
C16 C17 C18 C19 0.2(10) . . . . ?
C16 C17 C18 C18 -176.9(5) . . . 2_545 ?
C17 C18 C19 C20 0.6(10) . . . . ?
C18 C18 C19 C20 177.8(5) 2_545 . . . ?
C18 C19 C20 N1 -2.3(11) . . . . ?
C19 C20 N1 C16 2.9(9) . . . . ?
C19 C20 N1 Zn1 -162.3(5) . . . . ?
C17 C16 N1 C20 -2.0(9) . . . . ?
C17 C16 N1 Zn1 163.3(5) . . . . ?
O4 C8 O3 Zn1 -165.3(4) . . . 7_545 ?
C6 C8 O3 Zn1 17.1(9) . . . 7_545 ?
O3 C8 O4 Zn1 0.6(5) . . . 6 ?
C6 C8 O4 Zn1 178.2(3) . . . 6 ?
O6 C15 O5 Zn2 11.7(7) . . . 9_655 ?
C11 C15 O5 Zn2 -169.3(4) . . . 9_655 ?
O5 C15 O6 Zn2 -133.2(5) . . . 12_655 ?
C11 C15 O6 Zn2 47.9(9) . . . 12_655 ?
C7 C2 C1 O1 11.9(6) . . . . ?
C3 C2 C1 O1 -163.4(4) . . . . ?
C7 C2 C1 O2 -168.3(4) . . . . ?
C3 C2 C1 O2 16.4(6) . . . . ?
O2 C1 O1 Zn1 7.0(7) . . . . ?
C2 C1 O1 Zn1 -173.2(3) . . . . ?
O1 C1 O2 Zn2 18.4(7) . . . . ?
C2 C1 O2 Zn2 -161.4(3) . . . . ?
Zn2 O7 Zn1 O4 -155.70(18) . . . 6_455 ?
Zn2 O7 Zn1 O1 28.19(19) . . . . ?
Zn2 O7 Zn1 O3 117.15(17) . . . 7_545 ?
Zn2 O7 Zn1 N1 -59.94(18) . . . . ?
C1 O1 Zn1 O7 -31.1(4) . . . . ?
C1 O1 Zn1 O4 151.6(4) . . . 6_455 ?
C1 O1 Zn1 O3 -120.3(4) . . . 7_545 ?
C1 O1 Zn1 N1 67.3(4) . . . . ?
C20 N1 Zn1 O7 -50.1(5) . . . . ?
C16 N1 Zn1 O7 145.5(4) . . . . ?
C20 N1 Zn1 O4 91.1(5) . . . 6_455 ?
C16 N1 Zn1 O4 -73.3(4) . . . 6_455 ?
C20 N1 Zn1 O1 -155.8(5) . . . . ?
C16 N1 Zn1 O1 39.8(4) . . . . ?
C20 N1 Zn1 O3 148.4(8) . . . 7_545 ?
C16 N1 Zn1 O3 -16.0(12) . . . 7_545 ?
Zn1 O7 Zn2 O5 116.0(2) . . . 9_655 ?
Zn1 O7 Zn2 O2 -13.9(2) . . . . ?
Zn1 O7 Zn2 O6 -117.99(18) . . . 11_665 ?
C1 O2 Zn2 O7 -12.9(4) . . . . ?
C1 O2 Zn2 O5 -157.0(4) . . . 9_655 ?
C1 O2 Zn2 O6 94.2(4) . . . 11_665 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7O O7 0.84(2) 2.03(2) 2.856(4) 165(5) 4
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        26.04
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         2.878
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.114
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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
_platon_squeeze_void_content
1 0.250 0.750 0.500 209 29 ' '
2 0.250 0.750 1.000 209 29 ' '
3 0.131 0.869 0.250 7 1 ' '
4 0.131 0.631 0.750 7 1 ' '
5 0.250 0.250 0.408 109 21 ' '
6 0.250 0.250 0.908 109 21 ' '
7 0.369 0.631 0.250 7 1 ' '
8 0.369 0.869 0.750 7 1 ' '
9 0.750 0.250 0.000 209 29 ' '
10 0.750 0.250 0.500 209 29 ' '
11 0.631 0.131 0.250 7 1 ' '
12 0.631 0.369 0.750 7 1 ' '
13 0.750 0.750 0.092 109 21 ' '
14 0.750 0.750 0.592 109 21 ' '
15 0.869 0.369 0.250 7 1 ' '
16 0.869 0.131 0.750 7 1 ' '
_platon_squeeze_details          
;
;


data_2
_database_code_depnum_ccdc_archive 'CCDC 917682'
#TrackingRef '2.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 Cd2 N2 O8'
_chemical_formula_weight         699.21
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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      No.14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a                   10.0309(5)
_cell_length_b                   21.4943(10)
_cell_length_c                   10.5442(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.6290(10)
_cell_angle_gamma                90.00
_cell_volume                     2268.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    185(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.047
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1368
_exptl_absorpt_coefficient_mu    1.932
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_correction_T_min  0.6542
_exptl_absorpt_correction_T_max  0.7604
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1996'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      185(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       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12482
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0627
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         26.09
_reflns_number_total             4499
_reflns_number_gt                3336
_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, 1997)'
_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^)+(0.0500P)^2^+13.6296P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4499
_refine_ls_number_parameters     332
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1295
_refine_ls_wR_factor_gt          0.1169
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
C4 C 0.7280(8) 0.3917(4) 0.9620(8) 0.0296(18) Uani 1 1 d . . .
H4 H 0.7515 0.3494 0.9774 0.035 Uiso 1 1 calc R . .
C5 C 0.6225(8) 0.4070(4) 0.8762(8) 0.0305(18) Uani 1 1 d . . .
H5 H 0.5715 0.3742 0.8372 0.037 Uiso 1 1 calc R . .
C6 C 0.9166(7) 0.4264(3) 1.1141(7) 0.0226(16) Uani 1 1 d . . .
C7 C 0.9478(8) 0.4647(4) 1.2182(8) 0.035(2) Uani 1 1 d . . .
H7 H 0.8933 0.4996 1.2345 0.042 Uiso 1 1 calc R . .
C8 C 1.0577(8) 0.4516(4) 1.2966(8) 0.036(2) Uani 1 1 d . . .
H8 H 1.0787 0.4788 1.3659 0.043 Uiso 1 1 calc R . .
C9 C 1.1092(8) 0.3661(4) 1.1821(7) 0.0303(18) Uani 1 1 d . . .
H9 H 1.1650 0.3314 1.1684 0.036 Uiso 1 1 calc R . .
C10 C 0.9996(8) 0.3770(4) 1.0965(7) 0.0288(18) Uani 1 1 d . . .
H10 H 0.9826 0.3501 1.0259 0.035 Uiso 1 1 calc R . .
C11 C 0.5066(7) 0.3288(3) 0.5716(7) 0.0232(16) Uani 1 1 d . . .
C12 C 0.5921(7) 0.2818(3) 0.6411(7) 0.0210(15) Uani 1 1 d . . .
C13 C 0.7249(6) 0.2973(3) 0.6781(7) 0.0197(15) Uani 1 1 d . . .
H13 H 0.7582 0.3372 0.6576 0.024 Uiso 1 1 calc R . .
C14 C 0.8089(7) 0.2550(3) 0.7444(7) 0.0212(15) Uani 1 1 d . . .
C15 C 0.7577(7) 0.1970(3) 0.7732(7) 0.0215(15) Uani 1 1 d . . .
H15 H 0.8134 0.1677 0.8182 0.026 Uiso 1 1 calc R . .
C16 C 0.6266(7) 0.1812(3) 0.7373(7) 0.0218(15) Uani 1 1 d . . .
C17 C 0.5442(8) 0.2238(3) 0.6707(7) 0.0242(16) Uani 1 1 d . . .
H17 H 0.4546 0.2128 0.6456 0.029 Uiso 1 1 calc R . .
C18 C 0.5727(8) 0.1177(3) 0.7709(7) 0.0247(17) Uani 1 1 d . . .
C19 C 0.9489(7) 0.2729(3) 0.7868(7) 0.0192(15) Uani 1 1 d . . .
C20 C 1.0186(7) 0.2442(3) 0.8886(7) 0.0223(16) Uani 1 1 d . . .
H20 H 0.9764 0.2118 0.9326 0.027 Uiso 1 1 calc R . .
C21 C 1.1473(7) 0.2612(3) 0.9277(7) 0.0250(16) Uani 1 1 d . . .
H21 H 1.1919 0.2412 0.9986 0.030 Uiso 1 1 calc R . .
C22 C 1.2111(7) 0.3074(3) 0.8633(7) 0.0243(16) Uani 1 1 d . . .
H22 H 1.3001 0.3190 0.8890 0.029 Uiso 1 1 calc R . .
C23 C 1.1435(7) 0.3367(3) 0.7604(7) 0.0212(15) Uani 1 1 d . . .
C24 C 1.0156(7) 0.3187(3) 0.7221(7) 0.0214(16) Uani 1 1 d . . .
H24 H 0.9718 0.3380 0.6498 0.026 Uiso 1 1 calc R . .
C25 C 0.2106(7) 0.3871(3) 0.6847(7) 0.0217(16) Uani 1 1 d . . .
N2 N 1.1382(6) 0.4024(3) 1.2815(6) 0.0267(14) Uani 1 1 d . . .
O1 O 0.5426(5) 0.3846(2) 0.5730(5) 0.0266(12) Uani 1 1 d . . .
O2 O 0.3990(5) 0.3105(3) 0.5135(6) 0.0366(14) Uani 1 1 d . . .
O3 O 0.4476(5) 0.1122(3) 0.7644(5) 0.0332(13) Uani 1 1 d . . .
O4 O 0.6534(5) 0.0747(2) 0.7990(5) 0.0289(12) Uani 1 1 d . . .
O5 O 0.1613(5) 0.3978(3) 0.5750(5) 0.0299(13) Uani 1 1 d . . .
O6 O 0.3110(5) 0.4135(2) 0.7383(5) 0.0277(12) Uani 1 1 d . . .
O7 O 0.3664(4) 0.4863(2) 0.4542(5) 0.0184(10) Uani 1 1 d D . .
O1W O 0.1413(7) 0.5762(3) 0.4830(7) 0.0606(19) Uiso 1 1 d . . .
H7O H 0.301(8) 0.517(4) 0.444(12) 0.091 Uiso 1 1 d D . .
C1 C 0.6534(8) 0.5105(4) 0.9117(8) 0.0311(18) Uani 1 1 d . . .
H1 H 0.6263 0.5523 0.8963 0.037 Uiso 1 1 calc R . .
C2 C 0.7568(8) 0.4997(3) 1.0007(7) 0.0261(17) Uani 1 1 d . . .
H2 H 0.7990 0.5335 1.0452 0.031 Uiso 1 1 calc R . .
C3 C 0.7989(7) 0.4396(3) 1.0252(7) 0.0230(16) Uani 1 1 d . . .
N1 N 0.5890(6) 0.4655(3) 0.8456(6) 0.0231(14) Uani 1 1 d . . .
Cd1 Cd 0.45808(5) 0.48423(2) 0.65712(5) 0.01773(15) Uani 1 1 d . . .
Cd2 Cd 0.31026(6) 0.39177(3) 0.42287(6) 0.02798(17) 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
C4 0.034(5) 0.022(4) 0.032(5) -0.001(3) 0.001(4) -0.001(3)
C5 0.024(4) 0.034(5) 0.033(5) -0.005(4) -0.003(3) -0.001(3)
C6 0.020(4) 0.027(4) 0.021(4) -0.002(3) 0.001(3) -0.003(3)
C7 0.027(4) 0.041(5) 0.036(5) -0.013(4) -0.011(4) 0.017(4)
C8 0.032(5) 0.031(5) 0.042(5) -0.015(4) -0.010(4) 0.005(4)
C9 0.028(4) 0.035(5) 0.028(4) -0.001(4) 0.002(3) 0.005(4)
C10 0.026(4) 0.032(4) 0.027(4) -0.006(3) -0.004(3) 0.001(3)
C11 0.020(4) 0.026(4) 0.023(4) 0.006(3) 0.002(3) 0.001(3)
C12 0.015(3) 0.021(4) 0.026(4) 0.001(3) -0.003(3) -0.002(3)
C13 0.012(3) 0.017(3) 0.029(4) 0.003(3) -0.001(3) -0.001(3)
C14 0.018(4) 0.019(4) 0.027(4) -0.002(3) 0.001(3) -0.005(3)
C15 0.029(4) 0.013(3) 0.023(4) 0.004(3) -0.001(3) 0.003(3)
C16 0.025(4) 0.015(3) 0.025(4) -0.001(3) 0.003(3) -0.008(3)
C17 0.027(4) 0.016(4) 0.030(4) -0.004(3) 0.001(3) -0.003(3)
C18 0.031(4) 0.021(4) 0.023(4) -0.005(3) 0.006(3) -0.007(3)
C19 0.013(3) 0.017(3) 0.027(4) -0.003(3) -0.003(3) 0.001(3)
C20 0.019(4) 0.014(3) 0.034(4) 0.005(3) 0.004(3) 0.000(3)
C21 0.023(4) 0.025(4) 0.026(4) 0.002(3) -0.005(3) 0.009(3)
C22 0.025(4) 0.020(4) 0.027(4) -0.006(3) 0.000(3) -0.003(3)
C23 0.019(4) 0.020(4) 0.026(4) -0.002(3) 0.006(3) -0.003(3)
C24 0.016(4) 0.022(4) 0.025(4) 0.007(3) -0.003(3) 0.006(3)
C25 0.015(4) 0.022(4) 0.029(4) -0.004(3) 0.006(3) -0.003(3)
N2 0.025(3) 0.027(3) 0.028(4) 0.001(3) 0.001(3) 0.002(3)
O1 0.024(3) 0.024(3) 0.031(3) 0.006(2) -0.004(2) 0.005(2)
O2 0.022(3) 0.041(3) 0.045(4) 0.006(3) -0.011(3) -0.001(3)
O3 0.031(3) 0.038(3) 0.030(3) 0.002(3) 0.001(2) -0.020(3)
O4 0.040(3) 0.014(3) 0.033(3) 0.003(2) 0.009(2) -0.002(2)
O5 0.024(3) 0.041(3) 0.025(3) 0.010(2) 0.003(2) -0.007(2)
O6 0.023(3) 0.031(3) 0.029(3) 0.000(2) 0.003(2) -0.010(2)
O7 0.012(2) 0.018(2) 0.025(3) 0.003(2) -0.0004(19) 0.002(2)
C1 0.036(5) 0.021(4) 0.035(5) 0.003(4) -0.006(4) -0.003(4)
C2 0.031(4) 0.021(4) 0.026(4) -0.001(3) -0.002(3) -0.005(3)
C3 0.021(4) 0.029(4) 0.019(4) 0.005(3) 0.000(3) -0.003(3)
N1 0.022(3) 0.023(3) 0.024(3) 0.002(3) -0.004(3) -0.004(3)
Cd1 0.0154(3) 0.0157(3) 0.0218(3) 0.0004(2) -0.00050(19) -0.0015(2)
Cd2 0.0220(3) 0.0290(3) 0.0323(3) 0.0028(2) -0.0032(2) -0.0020(2)
_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
C4 C5 1.387(11) . ?
C4 C3 1.397(10) . ?
C4 H4 0.9500 . ?
C5 N1 1.335(10) . ?
C5 H5 0.9500 . ?
C6 C10 1.369(10) . ?
C6 C7 1.391(10) . ?
C6 C3 1.487(10) . ?
C7 C8 1.365(11) . ?
C7 H7 0.9500 . ?
C8 N2 1.347(10) . ?
C8 H8 0.9500 . ?
C9 N2 1.324(10) . ?
C9 C10 1.397(11) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 O1 1.253(9) . ?
C11 O2 1.269(9) . ?
C11 C12 1.489(10) . ?
C12 C17 1.381(10) . ?
C12 C13 1.404(9) . ?
C13 C14 1.398(10) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(9) . ?
C14 C19 1.497(9) . ?
C15 C16 1.387(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.392(10) . ?
C16 C18 1.519(10) . ?
C17 H17 0.9500 . ?
C18 O4 1.253(9) . ?
C18 O3 1.258(9) . ?
C19 C20 1.388(10) . ?
C19 C24 1.394(10) . ?
C20 C21 1.379(10) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(10) . ?
C21 H21 0.9500 . ?
C22 C23 1.394(10) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(10) . ?
C23 C25 1.527(10) 1_655 ?
C24 H24 0.9500 . ?
C25 O5 1.250(9) . ?
C25 O6 1.259(8) . ?
C25 C23 1.527(10) 1_455 ?
N2 Cd2 2.219(6) 1_656 ?
O1 Cd1 2.486(5) . ?
O2 Cd2 2.156(6) . ?
O3 Cd2 2.233(5) 4_566 ?
O4 Cd1 2.304(5) 2_646 ?
O5 Cd2 2.264(5) . ?
O6 Cd1 2.319(5) . ?
O7 Cd2 2.128(5) . ?
O7 Cd1 2.267(5) 3_666 ?
O7 Cd1 2.275(5) . ?
O7 H7O 0.93(2) . ?
C1 N1 1.335(10) . ?
C1 C2 1.373(11) . ?
C1 H1 0.9500 . ?
C2 C3 1.379(10) . ?
C2 H2 0.9500 . ?
N1 Cd1 2.347(6) . ?
Cd1 O7 2.267(5) 3_666 ?
Cd1 O4 2.304(5) 2_656 ?
Cd1 Cd2 3.4329(8) . ?
Cd2 N2 2.219(6) 1_454 ?
Cd2 O3 2.233(5) 4_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
C5 C4 C3 118.7(7) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
N1 C5 C4 123.5(7) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C10 C6 C7 117.2(7) . . ?
C10 C6 C3 121.8(7) . . ?
C7 C6 C3 121.0(7) . . ?
C8 C7 C6 119.2(7) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
N2 C8 C7 124.0(7) . . ?
N2 C8 H8 118.0 . . ?
C7 C8 H8 118.0 . . ?
N2 C9 C10 122.5(7) . . ?
N2 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C6 C10 C9 120.2(7) . . ?
C6 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
O1 C11 O2 122.6(7) . . ?
O1 C11 C12 119.2(6) . . ?
O2 C11 C12 118.2(7) . . ?
C17 C12 C13 119.3(7) . . ?
C17 C12 C11 121.8(6) . . ?
C13 C12 C11 118.9(6) . . ?
C14 C13 C12 121.0(6) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 118.3(6) . . ?
C15 C14 C19 121.3(7) . . ?
C13 C14 C19 120.4(6) . . ?
C16 C15 C14 121.2(7) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 120.0(6) . . ?
C15 C16 C18 120.1(7) . . ?
C17 C16 C18 119.9(6) . . ?
C12 C17 C16 120.2(7) . . ?
C12 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
O4 C18 O3 124.8(7) . . ?
O4 C18 C16 119.0(7) . . ?
O3 C18 C16 116.2(7) . . ?
C20 C19 C24 117.3(6) . . ?
C20 C19 C14 122.2(6) . . ?
C24 C19 C14 120.4(6) . . ?
C21 C20 C19 121.9(7) . . ?
C21 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C20 C21 C22 119.8(7) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C21 C22 C23 119.3(7) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C24 C23 C22 120.0(7) . . ?
C24 C23 C25 118.7(7) . 1_655 ?
C22 C23 C25 121.3(6) . 1_655 ?
C23 C24 C19 121.5(7) . . ?
C23 C24 H24 119.2 . . ?
C19 C24 H24 119.2 . . ?
O5 C25 O6 126.2(7) . . ?
O5 C25 C23 116.9(6) . 1_455 ?
O6 C25 C23 116.9(7) . 1_455 ?
C9 N2 C8 116.9(7) . . ?
C9 N2 Cd2 126.5(5) . 1_656 ?
C8 N2 Cd2 116.6(5) . 1_656 ?
C11 O1 Cd1 136.4(5) . . ?
C11 O2 Cd2 106.1(5) . . ?
C18 O3 Cd2 128.6(5) . 4_566 ?
C18 O4 Cd1 110.8(5) . 2_646 ?
C25 O5 Cd2 113.9(4) . . ?
C25 O6 Cd1 129.8(5) . . ?
Cd2 O7 Cd1 113.1(2) . 3_666 ?
Cd2 O7 Cd1 102.39(19) . . ?
Cd1 O7 Cd1 102.20(18) 3_666 . ?
Cd2 O7 H7O 119(7) . . ?
Cd1 O7 H7O 108(7) 3_666 . ?
Cd1 O7 H7O 111(8) . . ?
N1 C1 C2 123.6(7) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 119.7(7) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C2 C3 C4 117.4(7) . . ?
C2 C3 C6 121.2(7) . . ?
C4 C3 C6 121.4(7) . . ?
C1 N1 C5 116.7(7) . . ?
C1 N1 Cd1 122.9(5) . . ?
C5 N1 Cd1 119.0(5) . . ?
O7 Cd1 O7 77.80(18) 3_666 . ?
O7 Cd1 O4 105.72(18) 3_666 2_656 ?
O7 Cd1 O4 90.00(18) . 2_656 ?
O7 Cd1 O6 155.11(18) 3_666 . ?
O7 Cd1 O6 97.54(17) . . ?
O4 Cd1 O6 98.66(19) 2_656 . ?
O7 Cd1 N1 94.32(19) 3_666 . ?
O7 Cd1 N1 166.18(19) . . ?
O4 Cd1 N1 103.2(2) 2_656 . ?
O6 Cd1 N1 84.81(19) . . ?
O7 Cd1 O1 76.26(17) 3_666 . ?
O7 Cd1 O1 78.92(16) . . ?
O4 Cd1 O1 168.14(18) 2_656 . ?
O6 Cd1 O1 78.85(18) . . ?
N1 Cd1 O1 88.24(19) . . ?
O7 Cd1 Cd2 95.94(12) 3_666 . ?
O7 Cd1 Cd2 37.27(12) . . ?
O4 Cd1 Cd2 116.09(14) 2_656 . ?
O6 Cd1 Cd2 68.30(13) . . ?
N1 Cd1 Cd2 134.67(15) . . ?
O1 Cd1 Cd2 52.15(12) . . ?
O7 Cd2 O2 127.35(19) . . ?
O7 Cd2 N2 101.1(2) . 1_454 ?
O2 Cd2 N2 131.5(2) . 1_454 ?
O7 Cd2 O3 89.01(19) . 4_565 ?
O2 Cd2 O3 92.5(2) . 4_565 ?
N2 Cd2 O3 89.5(2) 1_454 4_565 ?
O7 Cd2 O5 90.87(19) . . ?
O2 Cd2 O5 90.3(2) . . ?
N2 Cd2 O5 87.2(2) 1_454 . ?
O3 Cd2 O5 176.58(19) 4_565 . ?
O7 Cd2 Cd1 40.34(13) . . ?
O2 Cd2 Cd1 90.16(15) . . ?
N2 Cd2 Cd1 134.90(16) 1_454 . ?
O3 Cd2 Cd1 107.55(15) 4_565 . ?
O5 Cd2 Cd1 74.40(14) . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C4 C5 N1 3.6(12) . . . . ?
C10 C6 C7 C8 0.0(13) . . . . ?
C3 C6 C7 C8 -179.1(8) . . . . ?
C6 C7 C8 N2 -1.5(14) . . . . ?
C7 C6 C10 C9 1.0(12) . . . . ?
C3 C6 C10 C9 -180.0(7) . . . . ?
N2 C9 C10 C6 -0.5(12) . . . . ?
O1 C11 C12 C17 163.3(7) . . . . ?
O2 C11 C12 C17 -16.4(11) . . . . ?
O1 C11 C12 C13 -16.3(11) . . . . ?
O2 C11 C12 C13 164.0(7) . . . . ?
C17 C12 C13 C14 -0.1(11) . . . . ?
C11 C12 C13 C14 179.5(7) . . . . ?
C12 C13 C14 C15 -0.1(11) . . . . ?
C12 C13 C14 C19 -178.0(7) . . . . ?
C13 C14 C15 C16 0.0(11) . . . . ?
C19 C14 C15 C16 177.9(7) . . . . ?
C14 C15 C16 C17 0.3(11) . . . . ?
C14 C15 C16 C18 -179.5(7) . . . . ?
C13 C12 C17 C16 0.4(11) . . . . ?
C11 C12 C17 C16 -179.2(7) . . . . ?
C15 C16 C17 C12 -0.5(11) . . . . ?
C18 C16 C17 C12 179.3(7) . . . . ?
C15 C16 C18 O4 -19.3(10) . . . . ?
C17 C16 C18 O4 161.0(7) . . . . ?
C15 C16 C18 O3 162.8(7) . . . . ?
C17 C16 C18 O3 -16.9(10) . . . . ?
C15 C14 C19 C20 -22.2(11) . . . . ?
C13 C14 C19 C20 155.7(7) . . . . ?
C15 C14 C19 C24 156.2(7) . . . . ?
C13 C14 C19 C24 -25.9(10) . . . . ?
C24 C19 C20 C21 2.0(11) . . . . ?
C14 C19 C20 C21 -179.6(7) . . . . ?
C19 C20 C21 C22 -1.1(11) . . . . ?
C20 C21 C22 C23 0.8(11) . . . . ?
C21 C22 C23 C24 -1.4(11) . . . . ?
C21 C22 C23 C25 -178.8(6) . . . 1_655 ?
C22 C23 C24 C19 2.4(11) . . . . ?
C25 C23 C24 C19 179.8(6) 1_655 . . . ?
C20 C19 C24 C23 -2.6(10) . . . . ?
C14 C19 C24 C23 178.9(7) . . . . ?
C10 C9 N2 C8 -0.9(12) . . . . ?
C10 C9 N2 Cd2 -178.8(6) . . . 1_656 ?
C7 C8 N2 C9 1.9(13) . . . . ?
C7 C8 N2 Cd2 -179.9(7) . . . 1_656 ?
O2 C11 O1 Cd1 64.6(10) . . . . ?
C12 C11 O1 Cd1 -115.0(7) . . . . ?
O1 C11 O2 Cd2 1.9(9) . . . . ?
C12 C11 O2 Cd2 -178.4(5) . . . . ?
O4 C18 O3 Cd2 77.3(9) . . . 4_566 ?
C16 C18 O3 Cd2 -104.8(7) . . . 4_566 ?
O3 C18 O4 Cd1 -1.6(9) . . . 2_646 ?
C16 C18 O4 Cd1 -179.3(5) . . . 2_646 ?
O6 C25 O5 Cd2 53.3(9) . . . . ?
C23 C25 O5 Cd2 -126.0(5) 1_455 . . . ?
O5 C25 O6 Cd1 -6.3(11) . . . . ?
C23 C25 O6 Cd1 172.9(4) 1_455 . . . ?
N1 C1 C2 C3 0.2(13) . . . . ?
C1 C2 C3 C4 -3.5(11) . . . . ?
C1 C2 C3 C6 175.6(7) . . . . ?
C5 C4 C3 C2 1.8(11) . . . . ?
C5 C4 C3 C6 -177.3(7) . . . . ?
C10 C6 C3 C2 -147.1(8) . . . . ?
C7 C6 C3 C2 32.0(11) . . . . ?
C10 C6 C3 C4 32.0(11) . . . . ?
C7 C6 C3 C4 -148.9(8) . . . . ?
C2 C1 N1 C5 4.9(12) . . . . ?
C2 C1 N1 Cd1 -161.9(6) . . . . ?
C4 C5 N1 C1 -6.8(12) . . . . ?
C4 C5 N1 Cd1 160.6(6) . . . . ?
Cd2 O7 Cd1 O7 117.3(3) . . . 3_666 ?
Cd1 O7 Cd1 O7 0.0 3_666 . . 3_666 ?
Cd2 O7 Cd1 O4 -136.6(2) . . . 2_656 ?
Cd1 O7 Cd1 O4 106.1(2) 3_666 . . 2_656 ?
Cd2 O7 Cd1 O6 -37.8(2) . . . . ?
Cd1 O7 Cd1 O6 -155.18(19) 3_666 . . . ?
Cd2 O7 Cd1 N1 61.2(8) . . . . ?
Cd1 O7 Cd1 N1 -56.2(8) 3_666 . . . ?
Cd2 O7 Cd1 O1 39.18(18) . . . . ?
Cd1 O7 Cd1 O1 -78.16(19) 3_666 . . . ?
Cd1 O7 Cd1 Cd2 -117.3(3) 3_666 . . . ?
C25 O6 Cd1 O7 -79.2(8) . . . 3_666 ?
C25 O6 Cd1 O7 -2.0(6) . . . . ?
C25 O6 Cd1 O4 89.2(6) . . . 2_656 ?
C25 O6 Cd1 N1 -168.3(6) . . . . ?
C25 O6 Cd1 O1 -79.1(6) . . . . ?
C25 O6 Cd1 Cd2 -25.6(6) . . . . ?
C1 N1 Cd1 O7 66.0(6) . . . 3_666 ?
C5 N1 Cd1 O7 -100.5(6) . . . 3_666 ?
C1 N1 Cd1 O7 120.6(8) . . . . ?
C5 N1 Cd1 O7 -46.0(11) . . . . ?
C1 N1 Cd1 O4 -41.2(6) . . . 2_656 ?
C5 N1 Cd1 O4 152.2(6) . . . 2_656 ?
C1 N1 Cd1 O6 -138.9(6) . . . . ?
C5 N1 Cd1 O6 54.5(6) . . . . ?
C1 N1 Cd1 O1 142.1(6) . . . . ?
C5 N1 Cd1 O1 -24.5(6) . . . . ?
C1 N1 Cd1 Cd2 168.8(5) . . . . ?
C5 N1 Cd1 Cd2 2.2(7) . . . . ?
C11 O1 Cd1 O7 -174.0(7) . . . 3_666 ?
C11 O1 Cd1 O7 -94.1(7) . . . . ?
C11 O1 Cd1 O4 -72.9(12) . . . 2_656 ?
C11 O1 Cd1 O6 6.0(7) . . . . ?
C11 O1 Cd1 N1 91.1(7) . . . . ?
C11 O1 Cd1 Cd2 -65.1(7) . . . . ?
Cd1 O7 Cd2 O2 82.5(3) 3_666 . . . ?
Cd1 O7 Cd2 O2 -26.7(3) . . . . ?
Cd1 O7 Cd2 N2 -99.2(2) 3_666 . . 1_454 ?
Cd1 O7 Cd2 N2 151.6(2) . . . 1_454 ?
Cd1 O7 Cd2 O3 -9.9(2) 3_666 . . 4_565 ?
Cd1 O7 Cd2 O3 -119.1(2) . . . 4_565 ?
Cd1 O7 Cd2 O5 173.6(2) 3_666 . . . ?
Cd1 O7 Cd2 O5 64.3(2) . . . . ?
Cd1 O7 Cd2 Cd1 109.2(3) 3_666 . . . ?
C11 O2 Cd2 O7 -11.8(6) . . . . ?
C11 O2 Cd2 N2 170.5(5) . . . 1_454 ?
C11 O2 Cd2 O3 78.9(5) . . . 4_565 ?
C11 O2 Cd2 O5 -103.1(5) . . . . ?
C11 O2 Cd2 Cd1 -28.7(5) . . . . ?
C25 O5 Cd2 O7 -86.3(5) . . . . ?
C25 O5 Cd2 O2 41.1(5) . . . . ?
C25 O5 Cd2 N2 172.6(5) . . . 1_454 ?
C25 O5 Cd2 O3 -174(3) . . . 4_565 ?
C25 O5 Cd2 Cd1 -49.0(5) . . . . ?
O7 Cd1 Cd2 O7 -60.8(3) 3_666 . . . ?
O4 Cd1 Cd2 O7 49.9(2) 2_656 . . . ?
O6 Cd1 Cd2 O7 139.1(2) . . . . ?
N1 Cd1 Cd2 O7 -162.9(3) . . . . ?
O1 Cd1 Cd2 O7 -128.3(2) . . . . ?
O7 Cd1 Cd2 O2 98.27(19) 3_666 . . . ?
O7 Cd1 Cd2 O2 159.1(2) . . . . ?
O4 Cd1 Cd2 O2 -151.0(2) 2_656 . . . ?
O6 Cd1 Cd2 O2 -61.8(2) . . . . ?
N1 Cd1 Cd2 O2 -3.8(3) . . . . ?
O1 Cd1 Cd2 O2 30.8(2) . . . . ?
O7 Cd1 Cd2 N2 -102.0(3) 3_666 . . 1_454 ?
O7 Cd1 Cd2 N2 -41.2(3) . . . 1_454 ?
O4 Cd1 Cd2 N2 8.7(3) 2_656 . . 1_454 ?
O6 Cd1 Cd2 N2 97.9(3) . . . 1_454 ?
N1 Cd1 Cd2 N2 155.9(3) . . . 1_454 ?
O1 Cd1 Cd2 N2 -169.5(3) . . . 1_454 ?
O7 Cd1 Cd2 O3 5.60(18) 3_666 . . 4_565 ?
O7 Cd1 Cd2 O3 66.4(2) . . . 4_565 ?
O4 Cd1 Cd2 O3 116.3(2) 2_656 . . 4_565 ?
O6 Cd1 Cd2 O3 -154.5(2) . . . 4_565 ?
N1 Cd1 Cd2 O3 -96.5(3) . . . 4_565 ?
O1 Cd1 Cd2 O3 -61.9(2) . . . 4_565 ?
O7 Cd1 Cd2 O5 -171.47(18) 3_666 . . . ?
O7 Cd1 Cd2 O5 -110.7(2) . . . . ?
O4 Cd1 Cd2 O5 -60.7(2) 2_656 . . . ?
O6 Cd1 Cd2 O5 28.4(2) . . . . ?
N1 Cd1 Cd2 O5 86.4(3) . . . . ?
O1 Cd1 Cd2 O5 121.1(2) . . . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7O O1W 0.93(2) 2.11(5) 3.002(8) 161(11) .
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.09
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.496
_refine_diff_density_min         -1.769
_refine_diff_density_rms         0.173