# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Yuan-Gen Yao'
_publ_contact_author_email       YYG@FJIRSM.AC.CN

_publ_section_title              
;
Configuration Determination of Flexible Tetracarboxylate
Ligands in Two Supramolecular Structures
;
loop_
_publ_author_name
'Yuan-Gen Yao'
'Jian-Kai Cheng'
'Zhao-Ji Li'
'Qi-Pu Lin'
'Ye-Yan Qin'
;
Lei Zhang
;
'Jian Zhang'

# Attachment '1.CIF'

data_a
_database_code_depnum_ccdc_archive 'CCDC 714107'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 N2 O11.49 Zn'
_chemical_formula_weight         512.6

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.216(3)
_cell_length_b                   12.753(8)
_cell_length_c                   15.346(8)
_cell_angle_alpha                82.546(14)
_cell_angle_beta                 80.707(13)
_cell_angle_gamma                87.955(15)
_cell_volume                     998.8(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1095
_cell_measurement_theta_min      2.9748
_cell_measurement_theta_max      27.4797

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.2000
_exptl_crystal_size_min          0.2000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_absorpt_coefficient_mu    1.300
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  0.779
_exptl_absorpt_correction_T_min  0.771
_exptl_absorpt_process_details   crystalclear

_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  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean none
_diffrn_standards_number         none
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7874
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         27.49
_reflns_number_total             4590
_reflns_number_gt                3658
_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. "sadi C7 O6 C7' O6 C7 O7
C7' O7'" was used to constrain the C=O lengths in the two disordered
carboxyl moieties to be equal. "eadp C7 C7'" was used to constrain
the anisotropic displacement parameters of C7 and C7' to be
identical."simu 0.005 C2 C3 C4 C7 C1 O6 O7" was used to restrain the
anisotropic displacement parameters of these adjacent atoms to be
similar. "delu 0.005 C2 C3 C4 C7 C1 O6 O7" was used to enforce the main
directions of movement of these atoms to be the same.
"isor C7C7' O7 O7'" was used to restrain the anisotropic Uij-values
of these atoms to behave more isotropically.
;

_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^)+(0.0600P)^2^+0.1662P] 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         4590
_refine_ls_number_parameters     311
_refine_ls_number_restraints     117
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1070
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.993
_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
C1 C 0.3475(5) 0.3182(2) 0.16878(17) 0.0245(5) Uani 1 1 d U B .
H1A H 0.2055 0.3706 0.1736 0.029 Uiso 1 1 calc R . .
C2 C 0.3850(5) 0.2693(2) 0.26315(17) 0.0275(5) Uani 1 1 d U B .
H2A H 0.5222 0.3061 0.2832 0.033 Uiso 1 1 calc R . .
C3 C 0.4726(7) 0.1557(2) 0.24960(19) 0.0387(6) Uani 1 1 d DU . .
H3A H 0.6588 0.1637 0.2276 0.046 Uiso 1 1 calc R A 1
C4 C 0.3656(5) 0.1335(2) 0.16541(17) 0.0268(5) Uani 1 1 d U B .
H4A H 0.2198 0.0848 0.1835 0.032 Uiso 1 1 calc R . .
C5 C 0.5935(5) 0.3728(2) 0.11550(18) 0.0269(6) Uani 1 1 d . B .
C6 C 0.1307(6) 0.2766(2) 0.32682(18) 0.0330(6) Uani 1 1 d . . .
C8 C 0.5760(5) 0.0824(2) 0.10196(19) 0.0294(6) Uani 1 1 d . . .
C9 C 0.7423(6) 0.2069(3) -0.1922(2) 0.0426(8) Uani 1 1 d . B .
H9A H 0.6560 0.1429 -0.1783 0.051 Uiso 1 1 calc R . .
C10 C 0.9456(7) 0.2167(3) -0.2624(2) 0.0435(8) Uani 1 1 d . . .
H10A H 0.9942 0.1601 -0.2943 0.052 Uiso 1 1 calc R . .
C11 C 1.0768(5) 0.3111(2) -0.28497(18) 0.0292(6) Uani 1 1 d . . .
C12 C 1.3032(5) 0.3247(2) -0.35845(18) 0.0317(6) Uani 1 1 d . . .
C13 C 1.3585(7) 0.2534(3) -0.4202(2) 0.0522(10) Uani 1 1 d . . .
H13A H 1.2524 0.1955 -0.4168 0.063 Uiso 1 1 calc R . .
C14 C 1.5692(7) 0.2683(3) -0.4861(2) 0.0579(10) Uani 1 1 d . . .
H14A H 1.6025 0.2190 -0.5263 0.069 Uiso 1 1 calc R . .
C15 C 1.6785(7) 0.4177(3) -0.4367(2) 0.0483(9) Uani 1 1 d . . .
H15A H 1.7897 0.4742 -0.4415 0.058 Uiso 1 1 calc R . .
C16 C 1.4698(6) 0.4092(3) -0.3684(2) 0.0421(8) Uani 1 1 d . . .
H16A H 1.4412 0.4598 -0.3292 0.051 Uiso 1 1 calc R . .
C17 C 0.9905(6) 0.3934(2) -0.23590(19) 0.0355(7) Uani 1 1 d . . .
H17A H 1.0696 0.4589 -0.2496 0.043 Uiso 1 1 calc R . .
C18 C 0.7862(6) 0.3766(2) -0.16669(19) 0.0345(7) Uani 1 1 d . B .
H18A H 0.7307 0.4324 -0.1344 0.041 Uiso 1 1 calc R . .
O1W O 0.1494(4) 0.16201(17) -0.04709(16) 0.0431(6) Uani 1 1 d D . .
H1WA H 0.2216 0.1152 -0.0744 0.065 Uiso 1 1 d RD . .
H1WB H 0.0050 0.1423 -0.0233 0.065 Uiso 1 1 d RD . .
O1 O 0.2705(3) 0.23283(14) 0.12610(12) 0.0250(4) Uani 1 1 d . . .
O2W O 0.1801(4) 0.38897(15) -0.02171(14) 0.0358(5) Uani 1 1 d D . .
H2WA H 0.2389 0.4340 -0.0625 0.054 Uiso 1 1 d RD B .
H2WB H 0.0225 0.3870 -0.0185 0.054 Uiso 1 1 d RD . .
O2 O 0.6739(4) 0.34741(16) 0.03879(13) 0.0319(4) Uani 1 1 d . . .
O3 O 0.6916(4) 0.44058(17) 0.15052(14) 0.0396(5) Uani 1 1 d . . .
O4 O 0.1266(5) 0.35379(19) 0.37464(16) 0.0569(7) Uani 1 1 d D B .
H4 H -0.0055 0.3496 0.4132 0.085 Uiso 1 1 d RD . .
O5 O -0.0462(5) 0.2173(3) 0.32939(17) 0.0654(8) Uani 1 1 d . B .
O6 O 0.3950(6) 0.0954(2) 0.40358(15) 0.0584(7) Uani 1 1 d DU . .
H6 H 0.2788 0.0612 0.4383 0.088 Uiso 1 1 d RD B .
C7 C 0.4698(7) 0.0738(5) 0.3263(4) 0.0501(12) Uani 0.489(5) 1 d PDU B 1
O7 O 0.5442(12) -0.0190(4) 0.3069(3) 0.0577(16) Uani 0.489(5) 1 d PDU B 1
C7' C 0.3361(9) 0.0757(4) 0.3252(4) 0.0501(12) Uani 0.51 1 d PDU B 2
O7' O 0.1848(13) -0.0023(4) 0.3237(3) 0.078(2) Uani 0.511(5) 1 d PDU B 2
O8 O 0.6768(5) 0.00054(17) 0.13556(14) 0.0433(5) Uani 1 1 d . B .
O9 O 0.6301(4) 0.12447(16) 0.02246(13) 0.0328(4) Uani 1 1 d . B .
Zn1 Zn 0.42249(6) 0.25898(2) -0.02030(2) 0.02731(11) Uani 1 1 d . B .
N1 N 0.6637(4) 0.28458(19) -0.14346(15) 0.0289(5) Uani 1 1 d . . .
N2 N 1.7286(5) 0.3494(2) -0.49577(17) 0.0459(7) Uani 1 1 d . . .
O3W O -0.0820(13) -0.0034(5) 0.4497(4) 0.0821(19) Uani 0.50 1 d PD . .

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 0.0236(12) 0.0241(12) 0.0247(12) -0.0082(10) 0.0040(10) -0.0018(10)
C2 0.0283(13) 0.0292(12) 0.0240(12) -0.0067(10) 0.0024(10) -0.0038(10)
C3 0.0514(16) 0.0369(14) 0.0281(12) -0.0098(11) -0.0052(12) 0.0091(13)
C4 0.0289(13) 0.0217(12) 0.0278(12) -0.0027(10) 0.0014(11) -0.0022(10)
C5 0.0267(13) 0.0250(13) 0.0270(13) -0.0032(11) 0.0020(11) -0.0021(11)
C6 0.0327(15) 0.0394(16) 0.0245(13) -0.0041(12) 0.0038(12) -0.0042(13)
C8 0.0286(14) 0.0269(14) 0.0328(14) -0.0091(12) -0.0010(12) -0.0028(11)
C9 0.0469(19) 0.0354(16) 0.0424(18) -0.0147(14) 0.0134(15) -0.0163(14)
C10 0.0481(19) 0.0409(18) 0.0387(17) -0.0188(15) 0.0158(15) -0.0141(15)
C11 0.0268(14) 0.0359(15) 0.0238(13) -0.0055(12) 0.0014(11) -0.0032(11)
C12 0.0287(14) 0.0423(16) 0.0228(13) -0.0070(12) 0.0024(11) -0.0015(12)
C13 0.048(2) 0.061(2) 0.0469(19) -0.0282(18) 0.0155(16) -0.0185(17)
C14 0.052(2) 0.073(3) 0.049(2) -0.037(2) 0.0159(17) -0.0080(19)
C15 0.0379(18) 0.057(2) 0.0452(19) -0.0141(17) 0.0163(15) -0.0105(16)
C16 0.0392(17) 0.0437(18) 0.0399(17) -0.0139(15) 0.0128(14) -0.0073(14)
C17 0.0408(17) 0.0301(15) 0.0315(15) -0.0053(12) 0.0094(13) -0.0072(12)
C18 0.0395(16) 0.0286(14) 0.0305(14) -0.0050(12) 0.0098(13) 0.0017(12)
O1W 0.0240(10) 0.0445(13) 0.0627(15) -0.0278(12) 0.0052(10) -0.0040(9)
O1 0.0251(9) 0.0242(9) 0.0243(9) -0.0051(8) 0.0020(7) -0.0017(7)
O2W 0.0228(10) 0.0325(11) 0.0456(12) 0.0049(9) 0.0063(9) 0.0000(8)
O2 0.0256(10) 0.0393(11) 0.0284(10) -0.0077(9) 0.0070(8) -0.0085(8)
O3 0.0454(13) 0.0343(11) 0.0377(11) -0.0104(10) 0.0058(10) -0.0174(9)
O4 0.0639(16) 0.0514(14) 0.0478(14) -0.0242(12) 0.0300(12) -0.0102(12)
O5 0.0414(14) 0.110(2) 0.0453(14) -0.0219(16) 0.0084(12) -0.0343(15)
O6 0.0881(19) 0.0530(14) 0.0339(12) 0.0003(11) -0.0104(13) -0.0143(13)
C7 0.077(3) 0.0413(18) 0.0352(16) -0.0046(15) -0.021(2) 0.012(2)
O7 0.094(4) 0.033(2) 0.042(3) 0.003(2) -0.007(3) 0.005(2)
C7' 0.077(3) 0.0413(18) 0.0352(16) -0.0046(15) -0.021(2) 0.012(2)
O7' 0.141(6) 0.052(3) 0.041(3) 0.000(2) -0.003(3) -0.054(4)
O8 0.0579(14) 0.0331(11) 0.0364(11) -0.0065(10) -0.0022(11) 0.0156(10)
O9 0.0293(10) 0.0352(11) 0.0309(10) -0.0061(9) 0.0047(8) 0.0036(8)
Zn1 0.02365(18) 0.03054(18) 0.02501(17) -0.00385(13) 0.00485(12) -0.00126(12)
N1 0.0258(12) 0.0325(12) 0.0260(11) -0.0059(10) 0.0055(9) -0.0014(9)
N2 0.0366(15) 0.0652(19) 0.0325(14) -0.0125(14) 0.0104(12) -0.0031(14)
O3W 0.091(5) 0.080(4) 0.062(4) 0.020(3) 0.009(3) -0.028(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
C1 O1 1.441(3) . ?
C1 C2 1.540(4) . ?
C1 C5 1.542(4) . ?
C1 H1A 0.9800 . ?
C2 C6 1.523(4) . ?
C2 C3 1.533(4) . ?
C2 H2A 0.9800 . ?
C3 C7 1.468(7) . ?
C3 C7' 1.540(6) . ?
C3 C4 1.550(4) . ?
C3 H3A 0.9800 . ?
C4 O1 1.438(3) . ?
C4 C8 1.532(4) . ?
C4 H4A 0.9800 . ?
C5 O3 1.241(3) . ?
C5 O2 1.263(3) . ?
C6 O5 1.206(4) . ?
C6 O4 1.300(4) . ?
C8 O8 1.241(3) . ?
C8 O9 1.259(3) . ?
C9 N1 1.331(4) . ?
C9 C10 1.381(4) . ?
C9 H9A 0.9300 . ?
C10 C11 1.383(4) . ?
C10 H10A 0.9300 . ?
C11 C17 1.390(4) . ?
C11 C12 1.493(4) . ?
C12 C16 1.385(4) . ?
C12 C13 1.387(4) . ?
C13 C14 1.369(5) . ?
C13 H13A 0.9300 . ?
C14 N2 1.328(5) . ?
C14 H14A 0.9300 . ?
C15 N2 1.327(4) . ?
C15 C16 1.380(4) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.379(4) . ?
C17 H17A 0.9300 . ?
C18 N1 1.335(4) . ?
C18 H18A 0.9300 . ?
O1W Zn1 2.043(2) . ?
O1W H1WA 0.8201 . ?
O1W H1WB 0.8151 . ?
O1 Zn1 2.244(2) . ?
O2W Zn1 2.049(2) . ?
O2W H2WA 0.8200 . ?
O2W H2WB 0.8169 . ?
O2 Zn1 2.138(2) . ?
O4 H4 0.8309 . ?
O6 C7 1.250(7) . ?
O6 C7' 1.345(7) . ?
O6 H6 0.8346 . ?
C7 O7 1.289(8) . ?
C7' O7' 1.296(7) . ?
O9 Zn1 2.086(2) . ?
Zn1 N1 2.089(2) . ?

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 C1 C2 106.0(2) . . ?
O1 C1 C5 111.8(2) . . ?
C2 C1 C5 112.8(2) . . ?
O1 C1 H1A 108.7 . . ?
C2 C1 H1A 108.7 . . ?
C5 C1 H1A 108.7 . . ?
C6 C2 C3 113.8(2) . . ?
C6 C2 C1 109.6(2) . . ?
C3 C2 C1 102.6(2) . . ?
C6 C2 H2A 110.2 . . ?
C3 C2 H2A 110.2 . . ?
C1 C2 H2A 110.2 . . ?
C7 C3 C2 120.5(3) . . ?
C7 C3 C7' 26.8(2) . . ?
C2 C3 C7' 111.1(3) . . ?
C7 C3 C4 120.8(3) . . ?
C2 C3 C4 105.2(2) . . ?
C7' C3 C4 104.8(3) . . ?
C7 C3 H3A 102.3 . . ?
C2 C3 H3A 102.3 . . ?
C7' C3 H3A 128.7 . . ?
C4 C3 H3A 102.3 . . ?
O1 C4 C8 113.0(2) . . ?
O1 C4 C3 106.8(2) . . ?
C8 C4 C3 110.6(2) . . ?
O1 C4 H4A 108.8 . . ?
C8 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
O3 C5 O2 125.3(3) . . ?
O3 C5 C1 117.1(2) . . ?
O2 C5 C1 117.5(2) . . ?
O5 C6 O4 125.2(3) . . ?
O5 C6 C2 122.1(3) . . ?
O4 C6 C2 112.7(2) . . ?
O8 C8 O9 126.1(3) . . ?
O8 C8 C4 114.9(3) . . ?
O9 C8 C4 119.0(2) . . ?
N1 C9 C10 123.2(3) . . ?
N1 C9 H9A 118.4 . . ?
C10 C9 H9A 118.4 . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H10A 120.1 . . ?
C11 C10 H10A 120.1 . . ?
C10 C11 C17 117.2(3) . . ?
C10 C11 C12 121.8(3) . . ?
C17 C11 C12 121.0(3) . . ?
C16 C12 C13 116.4(3) . . ?
C16 C12 C11 121.7(3) . . ?
C13 C12 C11 121.9(3) . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 . . ?
N2 C14 C13 123.6(3) . . ?
N2 C14 H14A 118.2 . . ?
C13 C14 H14A 118.2 . . ?
N2 C15 C16 123.5(3) . . ?
N2 C15 H15A 118.3 . . ?
C16 C15 H15A 118.3 . . ?
C15 C16 C12 119.6(3) . . ?
C15 C16 H16A 120.2 . . ?
C12 C16 H16A 120.2 . . ?
C18 C17 C11 119.2(3) . . ?
C18 C17 H17A 120.4 . . ?
C11 C17 H17A 120.4 . . ?
N1 C18 C17 123.5(3) . . ?
N1 C18 H18A 118.2 . . ?
C17 C18 H18A 118.2 . . ?
Zn1 O1W H1WA 109.5 . . ?
Zn1 O1W H1WB 136.1 . . ?
H1WA O1W H1WB 108.9 . . ?
C4 O1 C1 110.20(19) . . ?
C4 O1 Zn1 110.34(14) . . ?
C1 O1 Zn1 109.98(14) . . ?
Zn1 O2W H2WA 109.5 . . ?
Zn1 O2W H2WB 124.7 . . ?
H2WA O2W H2WB 109.4 . . ?
C5 O2 Zn1 118.26(17) . . ?
C6 O4 H4 109.4 . . ?
C7 O6 C7' 31.0(2) . . ?
C7 O6 H6 121.9 . . ?
C7' O6 H6 99.9 . . ?
O6 C7 O7 124.4(6) . . ?
O6 C7 C3 120.5(5) . . ?
O7 C7 C3 115.0(5) . . ?
O7' C7' O6 119.1(5) . . ?
O7' C7' C3 131.1(5) . . ?
O6 C7' C3 109.8(5) . . ?
C8 O9 Zn1 119.14(18) . . ?
O1W Zn1 O2W 93.63(10) . . ?
O1W Zn1 O9 88.50(10) . . ?
O2W Zn1 O9 162.59(8) . . ?
O1W Zn1 N1 101.55(9) . . ?
O2W Zn1 N1 103.17(9) . . ?
O9 Zn1 N1 93.30(9) . . ?
O1W Zn1 O2 166.82(8) . . ?
O2W Zn1 O2 87.11(9) . . ?
O9 Zn1 O2 86.97(9) . . ?
N1 Zn1 O2 91.07(9) . . ?
O1W Zn1 O1 91.71(8) . . ?
O2W Zn1 O1 85.05(8) . . ?
O9 Zn1 O1 77.61(7) . . ?
N1 Zn1 O1 163.79(8) . . ?
O2 Zn1 O1 75.23(7) . . ?
C9 N1 C18 117.0(2) . . ?
C9 N1 Zn1 122.6(2) . . ?
C18 N1 Zn1 118.96(18) . . ?
C15 N2 C14 116.9(3) . . ?

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
O1 C1 C2 C6 -90.7(2) . . . . ?
C5 C1 C2 C6 146.7(2) . . . . ?
O1 C1 C2 C3 30.6(3) . . . . ?
C5 C1 C2 C3 -92.0(3) . . . . ?
C6 C2 C3 C7 -46.8(4) . . . . ?
C1 C2 C3 C7 -165.1(2) . . . . ?
C6 C2 C3 C7' -18.8(4) . . . . ?
C1 C2 C3 C7' -137.1(3) . . . . ?
C6 C2 C3 C4 94.1(3) . . . . ?
C1 C2 C3 C4 -24.2(3) . . . . ?
C7 C3 C4 O1 150.8(3) . . . . ?
C2 C3 C4 O1 10.0(3) . . . . ?
C7' C3 C4 O1 127.3(2) . . . . ?
C7 C3 C4 C8 -85.9(4) . . . . ?
C2 C3 C4 C8 133.3(2) . . . . ?
C7' C3 C4 C8 -109.4(3) . . . . ?
O1 C1 C5 O3 -173.1(2) . . . . ?
C2 C1 C5 O3 -53.8(3) . . . . ?
O1 C1 C5 O2 9.1(3) . . . . ?
C2 C1 C5 O2 128.4(3) . . . . ?
C3 C2 C6 O5 -37.0(4) . . . . ?
C1 C2 C6 O5 77.2(4) . . . . ?
C3 C2 C6 O4 144.6(3) . . . . ?
C1 C2 C6 O4 -101.1(3) . . . . ?
O1 C4 C8 O8 174.8(2) . . . . ?
C3 C4 C8 O8 55.2(3) . . . . ?
O1 C4 C8 O9 -5.8(3) . . . . ?
C3 C4 C8 O9 -125.4(3) . . . . ?
N1 C9 C10 C11 -0.3(6) . . . . ?
C9 C10 C11 C17 -1.5(5) . . . . ?
C9 C10 C11 C12 178.1(3) . . . . ?
C10 C11 C12 C16 -165.2(3) . . . . ?
C17 C11 C12 C16 14.3(4) . . . . ?
C10 C11 C12 C13 14.6(5) . . . . ?
C17 C11 C12 C13 -165.9(3) . . . . ?
C16 C12 C13 C14 0.3(5) . . . . ?
C11 C12 C13 C14 -179.5(4) . . . . ?
C12 C13 C14 N2 -0.5(7) . . . . ?
N2 C15 C16 C12 1.1(6) . . . . ?
C13 C12 C16 C15 -0.6(5) . . . . ?
C11 C12 C16 C15 179.2(3) . . . . ?
C10 C11 C17 C18 1.7(5) . . . . ?
C12 C11 C17 C18 -177.9(3) . . . . ?
C11 C17 C18 N1 0.0(5) . . . . ?
C8 C4 O1 C1 -112.0(2) . . . . ?
C3 C4 O1 C1 9.8(3) . . . . ?
C8 C4 O1 Zn1 9.6(2) . . . . ?
C3 C4 O1 Zn1 131.43(19) . . . . ?
C2 C1 O1 C4 -25.7(3) . . . . ?
C5 C1 O1 C4 97.5(2) . . . . ?
C2 C1 O1 Zn1 -147.61(16) . . . . ?
C5 C1 O1 Zn1 -24.4(2) . . . . ?
O3 C5 O2 Zn1 -164.6(2) . . . . ?
C1 C5 O2 Zn1 13.0(3) . . . . ?
C7' O6 C7 O7 -102.5(8) . . . . ?
C7' O6 C7 C3 76.2(8) . . . . ?
C2 C3 C7 O6 0.3(4) . . . . ?
C7' C3 C7 O6 -76.0(8) . . . . ?
C4 C3 C7 O6 -134.6(3) . . . . ?
C2 C3 C7 O7 179.1(3) . . . . ?
C7' C3 C7 O7 102.8(9) . . . . ?
C4 C3 C7 O7 44.2(4) . . . . ?
C7 O6 C7' O7' 121.8(8) . . . . ?
C7 O6 C7' C3 -57.9(8) . . . . ?
C7 C3 C7' O7' -124.0(9) . . . . ?
C2 C3 C7' O7' 119.8(3) . . . . ?
C4 C3 C7' O7' 6.7(3) . . . . ?
C7 C3 C7' O6 55.6(8) . . . . ?
C2 C3 C7' O6 -60.5(3) . . . . ?
C4 C3 C7' O6 -173.7(3) . . . . ?
O8 C8 O9 Zn1 177.4(2) . . . . ?
C4 C8 O9 Zn1 -2.0(3) . . . . ?
C8 O9 Zn1 O1W -86.4(2) . . . . ?
C8 O9 Zn1 O2W 11.0(4) . . . . ?
C8 O9 Zn1 N1 172.2(2) . . . . ?
C8 O9 Zn1 O2 81.3(2) . . . . ?
C8 O9 Zn1 O1 5.72(19) . . . . ?
C5 O2 Zn1 O1W -28.3(5) . . . . ?
C5 O2 Zn1 O2W 65.2(2) . . . . ?
C5 O2 Zn1 O9 -98.4(2) . . . . ?
C5 O2 Zn1 N1 168.4(2) . . . . ?
C5 O2 Zn1 O1 -20.39(19) . . . . ?
C4 O1 Zn1 O1W 79.86(17) . . . . ?
C1 O1 Zn1 O1W -158.36(16) . . . . ?
C4 O1 Zn1 O2W 173.36(16) . . . . ?
C1 O1 Zn1 O2W -64.87(16) . . . . ?
C4 O1 Zn1 O9 -8.23(15) . . . . ?
C1 O1 Zn1 O9 113.55(16) . . . . ?
C4 O1 Zn1 N1 -65.3(3) . . . . ?
C1 O1 Zn1 N1 56.5(3) . . . . ?
C4 O1 Zn1 O2 -98.34(17) . . . . ?
C1 O1 Zn1 O2 23.44(15) . . . . ?
C10 C9 N1 C18 2.0(5) . . . . ?
C10 C9 N1 Zn1 -164.5(3) . . . . ?
C17 C18 N1 C9 -1.8(5) . . . . ?
C17 C18 N1 Zn1 165.2(2) . . . . ?
O1W Zn1 N1 C9 -44.8(3) . . . . ?
O2W Zn1 N1 C9 -141.4(2) . . . . ?
O9 Zn1 N1 C9 44.3(3) . . . . ?
O2 Zn1 N1 C9 131.4(2) . . . . ?
O1 Zn1 N1 C9 99.5(3) . . . . ?
O1W Zn1 N1 C18 148.9(2) . . . . ?
O2W Zn1 N1 C18 52.4(2) . . . . ?
O9 Zn1 N1 C18 -121.9(2) . . . . ?
O2 Zn1 N1 C18 -34.9(2) . . . . ?
O1 Zn1 N1 C18 -66.8(4) . . . . ?
C16 C15 N2 C14 -1.3(6) . . . . ?
C13 C14 N2 C15 0.9(6) . . . . ?

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
O1W H1WA O8 0.82 1.87 2.676(3) 169.3 2_655
O1W H1WB O9 0.82 1.98 2.780(3) 167.6 1_455
O2W H2WA O3 0.82 1.96 2.764(3) 167.0 2_665
O2W H2WB O2 0.82 1.94 2.701(3) 154.4 1_455
O4 H4 N2 0.83 1.80 2.629(4) 173.2 1_356
O6 H6 O3W 0.83 2.05 2.775(6) 144.4 .
O6 H6 O3W 0.83 1.92 2.716(6) 157.8 2_556

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.072

# Attachment '2.CIF'

data_b
_database_code_depnum_ccdc_archive 'CCDC 714108'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H17 N2 O9.5 Zn2'
_chemical_formula_weight         556.13

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.440(7)
_cell_length_b                   9.794(8)
_cell_length_c                   12.998(11)
_cell_angle_alpha                92.785(9)
_cell_angle_beta                 108.818(11)
_cell_angle_gamma                91.918(11)
_cell_volume                     1014.4(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    992
_cell_measurement_theta_min      2.5528
_cell_measurement_theta_max      27.4758

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.1600
_exptl_crystal_size_mid          0.1000
_exptl_crystal_size_min          0.0500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.821
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             562
_exptl_absorpt_coefficient_mu    2.424
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  0.886
_exptl_absorpt_correction_T_min  0.748
_exptl_absorpt_process_details   CrystalClear

_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  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean none
_diffrn_standards_number         none
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8005
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0634
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         27.51
_reflns_number_total             4647
_reflns_number_gt                3356
_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^)+(0.0614P)^2^+0.4619P] 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         4647
_refine_ls_number_parameters     298
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1309
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.053
_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 0.75701(6) 0.38464(5) 0.21558(4) 0.02932(16) Uani 1 1 d . . .
Zn2 Zn -0.19566(6) 0.73564(5) -0.09584(4) 0.02717(15) Uani 1 1 d . . .
N1 N 0.7713(5) 0.2671(4) 0.3447(3) 0.0327(9) Uani 1 1 d . . .
N2 N 0.7893(5) -0.1457(4) 0.7783(3) 0.0314(8) Uani 1 1 d . . .
C1 C 0.5071(7) 0.7554(5) 0.2276(4) 0.0435(12) Uani 1 1 d . . .
H1A H 0.5060 0.7932 0.2986 0.052 Uiso 1 1 calc R . .
C2 C 0.3335(6) 0.6871(4) 0.1630(3) 0.0296(9) Uani 1 1 d . . .
H2A H 0.2496 0.7454 0.1771 0.036 Uiso 1 1 calc R . .
C3 C 0.3179(5) 0.6977(4) 0.0438(3) 0.0256(9) Uani 1 1 d . . .
H3A H 0.3600 0.6152 0.0181 0.031 Uiso 1 1 calc R . .
C4 C 0.4355(6) 0.8251(4) 0.0415(4) 0.0309(10) Uani 1 1 d . . .
H4A H 0.3633 0.8990 0.0100 0.037 Uiso 1 1 calc R . .
C5 C 0.5320(7) 0.8707(6) 0.1592(4) 0.0435(12) Uani 1 1 d . . .
H5A H 0.4893 0.9546 0.1802 0.052 Uiso 1 1 calc R . .
H5B H 0.6500 0.8868 0.1688 0.052 Uiso 1 1 calc R . .
C6 C 0.6589(7) 0.6627(5) 0.2434(5) 0.0516(14) Uani 1 1 d . . .
C7 C 0.2941(6) 0.5421(5) 0.1902(4) 0.0348(11) Uani 1 1 d . . .
C8 C 0.1433(6) 0.7163(4) -0.0295(4) 0.0290(9) Uani 1 1 d . . .
C9 C 0.5386(6) 0.7920(4) -0.0326(4) 0.0306(10) Uani 1 1 d . . .
C10 C 0.7825(6) 0.1316(5) 0.3337(4) 0.0361(11) Uani 1 1 d . . .
H10A H 0.7862 0.0939 0.2675 0.043 Uiso 1 1 calc R . .
C11 C 0.7890(7) 0.0450(5) 0.4150(4) 0.0384(11) Uani 1 1 d . . .
H11A H 0.7969 -0.0486 0.4037 0.046 Uiso 1 1 calc R . .
C12 C 0.7834(6) 0.1007(5) 0.5155(4) 0.0327(10) Uani 1 1 d . . .
C13 C 0.7877(6) 0.0137(5) 0.6062(4) 0.0332(10) Uani 1 1 d . . .
C14 C 0.6993(8) -0.1126(5) 0.5878(4) 0.0543(16) Uani 1 1 d . . .
H14A H 0.6391 -0.1461 0.5173 0.065 Uiso 1 1 calc R . .
C15 C 0.7022(7) -0.1867(6) 0.6751(4) 0.0505(14) Uani 1 1 d . . .
H15A H 0.6405 -0.2699 0.6619 0.061 Uiso 1 1 calc R . .
C16 C 0.8786(6) -0.0260(5) 0.7956(4) 0.0351(11) Uani 1 1 d . . .
H16A H 0.9420 0.0030 0.8667 0.042 Uiso 1 1 calc R . .
C17 C 0.8804(6) 0.0556(5) 0.7130(4) 0.0345(10) Uani 1 1 d . . .
H17A H 0.9432 0.1383 0.7284 0.041 Uiso 1 1 calc R . .
C18 C 0.7735(7) 0.2422(5) 0.5268(4) 0.0440(13) Uani 1 1 d . . .
H18A H 0.7703 0.2835 0.5920 0.053 Uiso 1 1 calc R . .
C19 C 0.7683(7) 0.3208(5) 0.4401(4) 0.0432(13) Uani 1 1 d . . .
H19A H 0.7624 0.4151 0.4490 0.052 Uiso 1 1 calc R . .
O1 O 0.6276(4) 0.5463(3) 0.1940(3) 0.0498(10) Uani 1 1 d . . .
O1W O 0.9837(4) 0.4934(4) 0.3187(3) 0.0447(9) Uani 1 1 d D . .
H1WA H 0.9643 0.5734 0.3295 0.067 Uiso 1 1 calc RD . .
H1WB H 1.0651 0.4975 0.2964 0.067 Uiso 1 1 d RD . .
O2W O 0.4442(15) 0.4196(13) 0.5174(10) 0.111(4) Uani 0.50 1 d PD . .
H2WB H 0.4071 0.4479 0.4537 0.133 Uiso 0.50 1 d PRD . .
H2WA H 0.5214 0.4387 0.5778 0.133 Uiso 0.50 1 d PRD . .
O2 O 0.8011(6) 0.7082(4) 0.3018(5) 0.0860(17) Uani 1 1 d . . .
O3 O 0.3060(6) 0.5204(4) 0.2848(3) 0.0586(11) Uani 1 1 d . . .
O4 O 0.2362(4) 0.4581(3) 0.1085(3) 0.0409(8) Uani 1 1 d . . .
O5 O 0.0372(4) 0.7637(3) 0.0095(3) 0.0333(7) Uani 1 1 d . . .
O6 O 0.1058(4) 0.6884(4) -0.1314(3) 0.0400(8) Uani 1 1 d . . .
O7 O 0.4673(4) 0.7376(4) -0.1256(3) 0.0400(8) Uani 1 1 d . . .
O8 O 0.6943(4) 0.8236(3) 0.0015(3) 0.0361(8) 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
Zn1 0.0309(3) 0.0276(3) 0.0299(3) 0.0014(2) 0.0107(2) 0.0011(2)
Zn2 0.0253(3) 0.0277(3) 0.0281(3) 0.0027(2) 0.0084(2) -0.0028(2)
N1 0.042(2) 0.028(2) 0.0296(19) -0.0012(16) 0.0136(18) -0.0051(17)
N2 0.033(2) 0.030(2) 0.0313(19) 0.0056(16) 0.0108(17) -0.0010(16)
C1 0.045(3) 0.031(3) 0.038(3) -0.007(2) -0.007(2) -0.001(2)
C2 0.034(2) 0.025(2) 0.027(2) -0.0006(18) 0.006(2) 0.0010(18)
C3 0.020(2) 0.025(2) 0.031(2) -0.0017(17) 0.0078(18) 0.0003(16)
C4 0.031(2) 0.024(2) 0.039(2) -0.0053(19) 0.015(2) -0.0083(18)
C5 0.044(3) 0.046(3) 0.040(3) -0.008(2) 0.017(2) -0.009(2)
C6 0.046(3) 0.031(3) 0.059(3) -0.009(3) -0.008(3) 0.002(2)
C7 0.038(3) 0.033(3) 0.039(3) -0.002(2) 0.021(2) -0.005(2)
C8 0.030(2) 0.025(2) 0.030(2) 0.0009(18) 0.008(2) -0.0080(18)
C9 0.029(2) 0.023(2) 0.040(2) 0.0014(19) 0.013(2) -0.0027(17)
C10 0.045(3) 0.033(3) 0.028(2) -0.002(2) 0.010(2) -0.004(2)
C11 0.050(3) 0.029(2) 0.034(2) -0.001(2) 0.012(2) -0.002(2)
C12 0.033(3) 0.031(2) 0.032(2) 0.0026(19) 0.007(2) -0.0085(19)
C13 0.038(3) 0.029(2) 0.031(2) 0.0008(19) 0.010(2) -0.0054(19)
C14 0.075(4) 0.039(3) 0.035(3) 0.005(2) 0.000(3) -0.026(3)
C15 0.057(4) 0.044(3) 0.038(3) 0.008(2) 0.000(3) -0.025(3)
C16 0.043(3) 0.030(2) 0.030(2) -0.0016(19) 0.009(2) -0.001(2)
C17 0.043(3) 0.029(2) 0.031(2) -0.0009(19) 0.011(2) -0.006(2)
C18 0.068(4) 0.034(3) 0.031(2) -0.002(2) 0.019(3) -0.003(2)
C19 0.066(4) 0.026(2) 0.037(3) -0.002(2) 0.017(3) -0.004(2)
O1 0.035(2) 0.0303(18) 0.065(2) -0.0166(17) -0.0090(18) 0.0041(15)
O1W 0.036(2) 0.041(2) 0.054(2) -0.0083(17) 0.0149(18) -0.0099(15)
O2W 0.095(9) 0.134(11) 0.074(7) -0.002(7) -0.011(7) 0.010(8)
O2 0.051(3) 0.039(2) 0.122(4) -0.025(3) -0.032(3) 0.004(2)
O3 0.079(3) 0.053(2) 0.048(2) 0.0076(19) 0.028(2) -0.011(2)
O4 0.043(2) 0.0252(17) 0.049(2) 0.0002(15) 0.0084(17) -0.0073(14)
O5 0.0223(16) 0.0419(19) 0.0360(16) -0.0070(14) 0.0114(14) 0.0010(13)
O6 0.0285(18) 0.058(2) 0.0321(17) -0.0038(16) 0.0081(15) 0.0079(16)
O7 0.0343(19) 0.048(2) 0.0376(18) -0.0078(16) 0.0141(16) -0.0107(16)
O8 0.0236(17) 0.0415(19) 0.0435(18) -0.0070(15) 0.0133(15) -0.0067(14)

_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 1.934(4) . ?
Zn1 O6 1.961(3) 2_665 ?
Zn1 N1 2.055(4) . ?
Zn1 O1W 2.160(4) . ?
Zn1 O7 2.161(4) 2_665 ?
Zn2 O4 1.906(4) 2_565 ?
Zn2 O8 1.978(3) 1_455 ?
Zn2 O5 2.001(3) . ?
Zn2 N2 2.026(4) 1_464 ?
N1 C19 1.331(6) . ?
N1 C10 1.339(6) . ?
N2 C15 1.339(6) . ?
N2 C16 1.341(6) . ?
N2 Zn2 2.026(4) 1_646 ?
C1 C5 1.521(7) . ?
C1 C2 1.545(7) . ?
C1 C6 1.560(7) . ?
C1 H1A 0.9800 . ?
C2 C3 1.521(6) . ?
C2 C7 1.532(6) . ?
C2 H2A 0.9800 . ?
C3 C8 1.498(6) . ?
C3 C4 1.575(6) . ?
C3 H3A 0.9800 . ?
C4 C5 1.520(7) . ?
C4 C9 1.522(6) . ?
C4 H4A 0.9800 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 O2 1.249(7) . ?
C6 O1 1.257(6) . ?
C7 O3 1.230(6) . ?
C7 O4 1.264(6) . ?
C8 O5 1.253(5) . ?
C8 O6 1.272(5) . ?
C9 O7 1.247(5) . ?
C9 O8 1.266(5) . ?
C10 C11 1.375(7) . ?
C10 H10A 0.9300 . ?
C11 C12 1.406(6) . ?
C11 H11A 0.9300 . ?
C12 C18 1.395(7) . ?
C12 C13 1.480(6) . ?
C13 C17 1.388(6) . ?
C13 C14 1.392(7) . ?
C14 C15 1.371(7) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.374(6) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C18 C19 1.385(7) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
O1W H1WA 0.8200 . ?
O1W H1WB 0.8277 . ?
O2W H2WB 0.8497 . ?
O2W H2WA 0.8503 . ?
O4 Zn2 1.906(4) 2_565 ?
O6 Zn1 1.961(3) 2_665 ?
O7 Zn1 2.161(4) 2_665 ?
O8 Zn2 1.978(3) 1_655 ?

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 O6 128.95(17) . 2_665 ?
O1 Zn1 N1 120.47(17) . . ?
O6 Zn1 N1 110.53(16) 2_665 . ?
O1 Zn1 O1W 93.91(15) . . ?
O6 Zn1 O1W 86.36(15) 2_665 . ?
N1 Zn1 O1W 87.10(15) . . ?
O1 Zn1 O7 89.34(15) . 2_665 ?
O6 Zn1 O7 95.29(15) 2_665 2_665 ?
N1 Zn1 O7 87.15(15) . 2_665 ?
O1W Zn1 O7 174.24(14) . 2_665 ?
O4 Zn2 O8 111.15(15) 2_565 1_455 ?
O4 Zn2 O5 103.75(14) 2_565 . ?
O8 Zn2 O5 95.40(14) 1_455 . ?
O4 Zn2 N2 125.01(16) 2_565 1_464 ?
O8 Zn2 N2 109.72(16) 1_455 1_464 ?
O5 Zn2 N2 107.33(15) . 1_464 ?
C19 N1 C10 118.0(4) . . ?
C19 N1 Zn1 122.3(3) . . ?
C10 N1 Zn1 119.7(3) . . ?
C15 N2 C16 117.4(4) . . ?
C15 N2 Zn2 122.3(3) . 1_646 ?
C16 N2 Zn2 120.0(3) . 1_646 ?
C5 C1 C2 104.8(4) . . ?
C5 C1 C6 106.6(5) . . ?
C2 C1 C6 115.7(4) . . ?
C5 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
C6 C1 H1A 109.8 . . ?
C3 C2 C7 113.2(4) . . ?
C3 C2 C1 105.1(4) . . ?
C7 C2 C1 117.5(4) . . ?
C3 C2 H2A 106.8 . . ?
C7 C2 H2A 106.8 . . ?
C1 C2 H2A 106.8 . . ?
C8 C3 C2 114.3(4) . . ?
C8 C3 C4 109.9(4) . . ?
C2 C3 C4 105.4(3) . . ?
C8 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
C5 C4 C9 116.9(4) . . ?
C5 C4 C3 106.9(4) . . ?
C9 C4 C3 110.4(3) . . ?
C5 C4 H4A 107.4 . . ?
C9 C4 H4A 107.4 . . ?
C3 C4 H4A 107.4 . . ?
C4 C5 C1 106.4(4) . . ?
C4 C5 H5A 110.4 . . ?
C1 C5 H5A 110.4 . . ?
C4 C5 H5B 110.4 . . ?
C1 C5 H5B 110.4 . . ?
H5A C5 H5B 108.6 . . ?
O2 C6 O1 124.7(5) . . ?
O2 C6 C1 118.9(5) . . ?
O1 C6 C1 116.4(5) . . ?
O3 C7 O4 126.0(5) . . ?
O3 C7 C2 119.1(4) . . ?
O4 C7 C2 114.6(4) . . ?
O5 C8 O6 120.7(4) . . ?
O5 C8 C3 119.8(4) . . ?
O6 C8 C3 119.5(4) . . ?
O7 C9 O8 121.9(4) . . ?
O7 C9 C4 119.4(4) . . ?
O8 C9 C4 118.7(4) . . ?
N1 C10 C11 123.6(4) . . ?
N1 C10 H10A 118.2 . . ?
C11 C10 H10A 118.2 . . ?
C10 C11 C12 118.8(4) . . ?
C10 C11 H11A 120.6 . . ?
C12 C11 H11A 120.6 . . ?
C18 C12 C11 117.4(4) . . ?
C18 C12 C13 120.8(4) . . ?
C11 C12 C13 121.8(4) . . ?
C17 C13 C14 117.7(4) . . ?
C17 C13 C12 120.9(4) . . ?
C14 C13 C12 121.4(4) . . ?
C15 C14 C13 119.0(5) . . ?
C15 C14 H14A 120.5 . . ?
C13 C14 H14A 120.5 . . ?
N2 C15 C14 123.5(5) . . ?
N2 C15 H15A 118.3 . . ?
C14 C15 H15A 118.3 . . ?
N2 C16 C17 122.8(4) . . ?
N2 C16 H16A 118.6 . . ?
C17 C16 H16A 118.6 . . ?
C16 C17 C13 119.5(4) . . ?
C16 C17 H17A 120.2 . . ?
C13 C17 H17A 120.2 . . ?
C19 C18 C12 119.5(4) . . ?
C19 C18 H18A 120.2 . . ?
C12 C18 H18A 120.2 . . ?
N1 C19 C18 122.8(4) . . ?
N1 C19 H19A 118.6 . . ?
C18 C19 H19A 118.6 . . ?
C6 O1 Zn1 130.5(4) . . ?
Zn1 O1W H1WA 109.5 . . ?
Zn1 O1W H1WB 117.9 . . ?
H1WA O1W H1WB 104.9 . . ?
H2WB O2W H2WA 140.3 . . ?
C7 O4 Zn2 132.1(3) . 2_565 ?
C8 O5 Zn2 111.6(3) . . ?
C8 O6 Zn1 130.0(3) . 2_665 ?
C9 O7 Zn1 140.1(3) . 2_665 ?
C9 O8 Zn2 110.1(3) . 1_655 ?

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
O1 Zn1 N1 C19 -32.8(5) . . . . ?
O6 Zn1 N1 C19 145.1(4) 2_665 . . . ?
O1W Zn1 N1 C19 60.1(4) . . . . ?
O7 Zn1 N1 C19 -120.3(4) 2_665 . . . ?
O1 Zn1 N1 C10 146.6(3) . . . . ?
O6 Zn1 N1 C10 -35.5(4) 2_665 . . . ?
O1W Zn1 N1 C10 -120.5(4) . . . . ?
O7 Zn1 N1 C10 59.1(4) 2_665 . . . ?
C5 C1 C2 C3 34.3(5) . . . . ?
C6 C1 C2 C3 -82.8(5) . . . . ?
C5 C1 C2 C7 161.2(4) . . . . ?
C6 C1 C2 C7 44.2(6) . . . . ?
C7 C2 C3 C8 84.2(5) . . . . ?
C1 C2 C3 C8 -146.3(4) . . . . ?
C7 C2 C3 C4 -155.0(4) . . . . ?
C1 C2 C3 C4 -25.5(5) . . . . ?
C8 C3 C4 C5 131.2(4) . . . . ?
C2 C3 C4 C5 7.6(5) . . . . ?
C8 C3 C4 C9 -100.7(4) . . . . ?
C2 C3 C4 C9 135.8(4) . . . . ?
C9 C4 C5 C1 -110.7(5) . . . . ?
C3 C4 C5 C1 13.6(5) . . . . ?
C2 C1 C5 C4 -29.4(5) . . . . ?
C6 C1 C5 C4 93.7(5) . . . . ?
C5 C1 C6 O2 69.3(7) . . . . ?
C2 C1 C6 O2 -174.7(6) . . . . ?
C5 C1 C6 O1 -109.8(6) . . . . ?
C2 C1 C6 O1 6.3(8) . . . . ?
C3 C2 C7 O3 178.5(4) . . . . ?
C1 C2 C7 O3 55.6(6) . . . . ?
C3 C2 C7 O4 -8.0(6) . . . . ?
C1 C2 C7 O4 -130.9(5) . . . . ?
C2 C3 C8 O5 22.2(6) . . . . ?
C4 C3 C8 O5 -96.1(5) . . . . ?
C2 C3 C8 O6 -160.4(4) . . . . ?
C4 C3 C8 O6 81.4(5) . . . . ?
C5 C4 C9 O7 170.8(4) . . . . ?
C3 C4 C9 O7 48.4(6) . . . . ?
C5 C4 C9 O8 -10.7(6) . . . . ?
C3 C4 C9 O8 -133.2(4) . . . . ?
C19 N1 C10 C11 0.9(8) . . . . ?
Zn1 N1 C10 C11 -178.6(4) . . . . ?
N1 C10 C11 C12 0.0(8) . . . . ?
C10 C11 C12 C18 -0.7(7) . . . . ?
C10 C11 C12 C13 179.2(5) . . . . ?
C18 C12 C13 C17 -40.4(7) . . . . ?
C11 C12 C13 C17 139.7(5) . . . . ?
C18 C12 C13 C14 139.6(6) . . . . ?
C11 C12 C13 C14 -40.4(8) . . . . ?
C17 C13 C14 C15 2.5(9) . . . . ?
C12 C13 C14 C15 -177.5(5) . . . . ?
C16 N2 C15 C14 -0.5(9) . . . . ?
Zn2 N2 C15 C14 -175.4(5) 1_646 . . . ?
C13 C14 C15 N2 -1.5(10) . . . . ?
C15 N2 C16 C17 1.6(7) . . . . ?
Zn2 N2 C16 C17 176.6(4) 1_646 . . . ?
N2 C16 C17 C13 -0.5(7) . . . . ?
C14 C13 C17 C16 -1.5(8) . . . . ?
C12 C13 C17 C16 178.4(4) . . . . ?
C11 C12 C18 C19 0.5(8) . . . . ?
C13 C12 C18 C19 -179.5(5) . . . . ?
C10 N1 C19 C18 -1.1(8) . . . . ?
Zn1 N1 C19 C18 178.3(4) . . . . ?
C12 C18 C19 N1 0.5(9) . . . . ?
O2 C6 O1 Zn1 18.0(10) . . . . ?
C1 C6 O1 Zn1 -162.9(4) . . . . ?
O6 Zn1 O1 C6 -102.2(5) 2_665 . . . ?
N1 Zn1 O1 C6 75.2(6) . . . . ?
O1W Zn1 O1 C6 -13.7(5) . . . . ?
O7 Zn1 O1 C6 161.5(5) 2_665 . . . ?
O3 C7 O4 Zn2 -16.8(8) . . . 2_565 ?
C2 C7 O4 Zn2 170.1(3) . . . 2_565 ?
O6 C8 O5 Zn2 16.6(5) . . . . ?
C3 C8 O5 Zn2 -166.0(3) . . . . ?
O4 Zn2 O5 C8 66.5(3) 2_565 . . . ?
O8 Zn2 O5 C8 179.9(3) 1_455 . . . ?
N2 Zn2 O5 C8 -67.5(3) 1_464 . . . ?
O5 C8 O6 Zn1 179.6(3) . . . 2_665 ?
C3 C8 O6 Zn1 2.1(6) . . . 2_665 ?
O8 C9 O7 Zn1 158.5(3) . . . 2_665 ?
C4 C9 O7 Zn1 -23.1(7) . . . 2_665 ?
O7 C9 O8 Zn2 -13.5(6) . . . 1_655 ?
C4 C9 O8 Zn2 168.1(3) . . . 1_655 ?

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
O2W H2WB O3 0.85 2.24 3.093(13) 179.2 .
O2W H2WA O3 0.85 1.92 2.770(12) 179.1 2_666
O1W H1WA O2 0.82 1.90 2.625(6) 146.5 .
O1W H1WB O3 0.83 2.09 2.898(6) 164.4 1_655

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.025
_refine_diff_density_min         -0.762
_refine_diff_density_rms         0.102