# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H11 N11 O2 Zn2'
_chemical_formula_weight         472.06

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/C

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                   8.9247(18)
_cell_length_b                   19.807(4)
_cell_length_c                   9.876(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.41(3)
_cell_angle_gamma                90.00
_cell_volume                     1690.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.854
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    2.873
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_T_max  0.750
_exptl_absorpt_process_details   Process-auto

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean 10.0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            16409
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         27.46
_reflns_number_total             3844
_reflns_number_gt                3180
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Process-auto
_computing_cell_refinement       Process-auto
_computing_data_reduction        Process-auto
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0621P)²+2.8508P] where P=(Fo²+2Fc²)/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         3844
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1169
_refine_ls_wR_factor_gt          0.1104
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
Zn1 Zn -0.04416(5) 0.40385(2) 0.99938(5) 0.02483(14) Uani 1 1 d . . .
Zn2 Zn -0.35255(5) 0.339981(19) 1.16468(4) 0.02283(13) Uani 1 1 d . . .
O1 O 0.0720(3) 0.52744(14) 1.1486(3) 0.0335(6) Uani 1 1 d . . .
O2 O -0.3890(3) 0.43186(16) 1.3500(3) 0.0413(7) Uani 1 1 d . . .
N1 N -0.1116(4) 0.44994(15) 1.1547(3) 0.0259(6) Uani 1 1 d . . .
N2 N -0.2314(4) 0.42546(15) 1.2082(3) 0.0268(7) Uani 1 1 d . . .
N3 N -0.3426(12) 0.5342(6) 1.5322(11) 0.179(5) Uani 1 1 d . . .
H3A H -0.3624 0.5557 1.6013 0.215 Uiso 1 1 calc R . .
H3B H -0.3969 0.4995 1.4982 0.215 Uiso 1 1 calc R . .
N4 N -0.1878(4) 0.32421(15) 0.9303(3) 0.0273(7) Uani 1 1 d . . .
N5 N -0.2838(4) 0.29503(15) 1.0053(3) 0.0286(7) Uani 1 1 d . . .
N6 N -0.2865(4) 0.23034(15) 0.8201(3) 0.0259(6) Uani 1 1 d . . .
N7 N -0.4330(5) 0.1947(2) 0.9783(5) 0.0608(14) Uani 1 1 d . . .
H7A H -0.4606 0.2017 1.0546 0.073 Uiso 1 1 calc R . .
H7B H -0.4652 0.1593 0.9291 0.073 Uiso 1 1 calc R . .
N8 N 0.4176(4) 0.34039(17) 1.1059(5) 0.0412(9) Uani 1 1 d . . .
N9 N 0.3407(5) 0.2802(2) 1.0800(9) 0.103(3) Uani 1 1 d . . .
N10 N 0.1661(4) 0.36350(18) 1.0452(5) 0.0439(10) Uani 1 1 d . . .
N11 N 0.3401(5) 0.4538(2) 1.1119(8) 0.105(3) Uani 1 1 d . . .
H11A H 0.4344 0.4674 1.1384 0.126 Uiso 1 1 calc R . .
H11B H 0.2656 0.4825 1.0997 0.126 Uiso 1 1 calc R . .
C1 C -0.0381(4) 0.50607(18) 1.2050(4) 0.0269(8) Uani 1 1 d . . .
C2 C -0.0733(5) 0.54138(18) 1.3209(4) 0.0308(8) Uani 1 1 d . . .
C3 C -0.1981(5) 0.51848(19) 1.3708(4) 0.0319(8) Uani 1 1 d . . .
C4 C -0.2760(4) 0.45744(19) 1.3097(4) 0.0302(8) Uani 1 1 d . . .
C5 C 0.0152(6) 0.5969(2) 1.3850(5) 0.0452(11) Uani 1 1 d . . .
H5A H 0.1010 0.6111 1.3552 0.054 Uiso 1 1 calc R . .
C6 C -0.0269(7) 0.6292(2) 1.4912(6) 0.0559(15) Uani 1 1 d . . .
H6B H 0.0305 0.6663 1.5328 0.067 Uiso 1 1 calc R . .
C7 C -0.1514(7) 0.6089(3) 1.5388(6) 0.0567(14) Uani 1 1 d . . .
H7C H -0.1790 0.6328 1.6099 0.068 Uiso 1 1 calc R . .
C8 C -0.2354(6) 0.5532(2) 1.4815(5) 0.0448(11) Uani 1 1 d . . .
C9 C -0.1925(4) 0.28359(18) 0.8230(4) 0.0294(8) Uani 1 1 d . . .
H9B H -0.1366 0.2911 0.7566 0.035 Uiso 1 1 calc R . .
C10 C -0.3392(5) 0.23907(19) 0.9360(4) 0.0305(8) Uani 1 1 d . . .
C11 C 0.3092(4) 0.3877(2) 1.0895(5) 0.0352(9) Uani 1 1 d . . .
C12 C 0.1923(6) 0.2966(3) 1.0424(12) 0.121(4) Uani 1 1 d . . .
H12A H 0.1134 0.2649 1.0166 0.145 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0213(2) 0.0198(2) 0.0332(3) -0.00211(16) 0.00643(18) -0.00231(15)
Zn2 0.0222(2) 0.0180(2) 0.0283(2) 0.00035(15) 0.00645(17) 0.00048(15)
O1 0.0276(13) 0.0315(14) 0.0402(16) 0.0075(12) 0.0064(12) -0.0044(11)
O2 0.0390(16) 0.0420(17) 0.0469(18) -0.0021(14) 0.0181(14) -0.0070(14)
N1 0.0300(16) 0.0201(14) 0.0280(16) 0.0016(12) 0.0079(13) -0.0013(12)
N2 0.0286(16) 0.0181(14) 0.0330(17) -0.0019(12) 0.0065(14) -0.0036(12)
N3 0.149(9) 0.216(12) 0.181(10) -0.089(9) 0.058(8) -0.023(8)
N4 0.0264(15) 0.0240(15) 0.0329(17) -0.0053(13) 0.0102(14) -0.0068(12)
N5 0.0344(17) 0.0231(15) 0.0312(17) -0.0027(13) 0.0135(14) -0.0069(13)
N6 0.0277(15) 0.0200(14) 0.0314(16) -0.0048(12) 0.0099(13) -0.0038(12)
N7 0.090(3) 0.043(2) 0.069(3) -0.029(2) 0.057(3) -0.039(2)
N8 0.0230(16) 0.0283(17) 0.070(3) -0.0075(17) 0.0060(17) 0.0014(13)
N9 0.037(2) 0.041(3) 0.224(8) -0.034(4) 0.016(4) -0.001(2)
N10 0.0245(16) 0.0285(17) 0.077(3) -0.0131(18) 0.0101(18) -0.0006(14)
N11 0.036(2) 0.033(2) 0.222(8) -0.013(3) -0.014(4) 0.0025(19)
C1 0.0283(18) 0.0204(16) 0.0306(19) 0.0036(14) 0.0046(15) 0.0007(14)
C2 0.034(2) 0.0202(17) 0.035(2) 0.0021(15) 0.0020(17) 0.0006(15)
C3 0.038(2) 0.0230(17) 0.033(2) -0.0017(16) 0.0056(17) 0.0026(16)
C4 0.0306(19) 0.0252(18) 0.033(2) 0.0022(15) 0.0035(16) 0.0030(15)
C5 0.057(3) 0.025(2) 0.047(3) -0.0029(18) 0.001(2) -0.0065(19)
C6 0.063(3) 0.030(2) 0.061(3) -0.014(2) -0.012(3) -0.002(2)
C7 0.078(4) 0.038(2) 0.046(3) -0.017(2) -0.001(3) 0.011(3)
C8 0.049(3) 0.045(3) 0.043(3) -0.005(2) 0.015(2) 0.011(2)
C9 0.0320(19) 0.0261(18) 0.033(2) -0.0026(15) 0.0142(17) -0.0065(15)
C10 0.035(2) 0.0231(17) 0.037(2) -0.0052(15) 0.0156(18) -0.0066(15)
C11 0.0249(19) 0.0299(19) 0.048(2) 0.0043(18) 0.0031(18) 0.0020(16)
C12 0.031(3) 0.037(3) 0.281(13) -0.050(5) 0.013(5) -0.004(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
Zn1 O1 1.967(3) 3_567 ?
Zn1 N10 1.986(3) . ?
Zn1 N1 2.002(3) . ?
Zn1 N4 2.040(3) . ?
Zn2 N8 1.988(3) 1_455 ?
Zn2 N2 1.997(3) . ?
Zn2 N5 2.032(3) . ?
Zn2 N6 2.048(3) 4_566 ?
O1 C1 1.314(5) . ?
O1 Zn1 1.967(3) 3_567 ?
O2 C4 1.277(5) . ?
N1 C1 1.323(5) . ?
N1 N2 1.392(4) . ?
N2 C4 1.328(5) . ?
N3 C8 1.243(11) . ?
N4 C9 1.323(5) . ?
N4 N5 1.389(4) . ?
N5 C10 1.332(5) . ?
N6 C9 1.343(5) . ?
N6 C10 1.352(5) . ?
N6 Zn2 2.048(3) 4_565 ?
N7 C10 1.351(5) . ?
N8 C11 1.327(5) . ?
N8 N9 1.367(6) . ?
N8 Zn2 1.988(3) 1_655 ?
N9 C12 1.325(7) . ?
N10 C11 1.332(5) . ?
N10 C12 1.346(6) . ?
N11 C11 1.346(6) . ?
C1 C2 1.441(6) . ?
C2 C3 1.401(6) . ?
C2 C5 1.408(6) . ?
C3 C8 1.401(6) . ?
C3 C4 1.449(5) . ?
C5 C6 1.360(8) . ?
C6 C7 1.370(8) . ?
C7 C8 1.374(7) . ?

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 N10 112.66(15) 3_567 . ?
O1 Zn1 N1 104.33(12) 3_567 . ?
N10 Zn1 N1 117.14(16) . . ?
O1 Zn1 N4 109.51(13) 3_567 . ?
N10 Zn1 N4 104.17(14) . . ?
N1 Zn1 N4 108.95(13) . . ?
N8 Zn2 N2 121.55(13) 1_455 . ?
N8 Zn2 N5 105.33(16) 1_455 . ?
N2 Zn2 N5 106.65(13) . . ?
N8 Zn2 N6 107.78(15) 1_455 4_566 ?
N2 Zn2 N6 112.07(13) . 4_566 ?
N5 Zn2 N6 101.34(13) . 4_566 ?
C1 O1 Zn1 124.6(2) . 3_567 ?
C1 N1 N2 120.4(3) . . ?
C1 N1 Zn1 117.1(3) . . ?
N2 N1 Zn1 122.5(2) . . ?
C4 N2 N1 121.6(3) . . ?
C4 N2 Zn2 108.6(3) . . ?
N1 N2 Zn2 129.7(2) . . ?
C9 N4 N5 105.8(3) . . ?
C9 N4 Zn1 129.0(3) . . ?
N5 N4 Zn1 124.3(2) . . ?
C10 N5 N4 105.8(3) . . ?
C10 N5 Zn2 128.1(3) . . ?
N4 N5 Zn2 125.1(2) . . ?
C9 N6 C10 103.2(3) . . ?
C9 N6 Zn2 127.7(3) . 4_565 ?
C10 N6 Zn2 128.7(2) . 4_565 ?
C11 N8 N9 106.0(4) . . ?
C11 N8 Zn2 134.9(3) . 1_655 ?
N9 N8 Zn2 119.0(3) . 1_655 ?
C12 N9 N8 105.0(4) . . ?
C11 N10 C12 101.7(4) . . ?
C11 N10 Zn1 134.8(3) . . ?
C12 N10 Zn1 123.4(3) . . ?
O1 C1 N1 117.7(3) . . ?
O1 C1 C2 120.9(3) . . ?
N1 C1 C2 121.4(3) . . ?
C3 C2 C5 120.0(4) . . ?
C3 C2 C1 118.1(3) . . ?
C5 C2 C1 121.8(4) . . ?
C8 C3 C2 118.7(4) . . ?
C8 C3 C4 123.5(4) . . ?
C2 C3 C4 117.7(4) . . ?
O2 C4 N2 117.0(4) . . ?
O2 C4 C3 122.4(4) . . ?
N2 C4 C3 120.6(4) . . ?
C6 C5 C2 118.9(5) . . ?
C5 C6 C7 122.0(5) . . ?
C6 C7 C8 120.1(5) . . ?
N3 C8 C7 118.3(7) . . ?
N3 C8 C3 121.5(7) . . ?
C7 C8 C3 120.3(5) . . ?
N4 C9 N6 112.9(3) . . ?
N5 C10 N7 124.2(4) . . ?
N5 C10 N6 112.2(3) . . ?
N7 C10 N6 123.5(3) . . ?
N8 C11 N10 113.4(4) . . ?
N8 C11 N11 123.6(4) . . ?
N10 C11 N11 123.0(4) . . ?
N9 C12 N10 113.7(5) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.789
_refine_diff_density_min         -0.716
_refine_diff_density_rms         0.112
_database_code_depnum_ccdc_archive 'CCDC 1009502'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H8 N13 O2 Zn2'
_chemical_formula_weight         473.03

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           MONOCLINIC
_symmetry_space_group_name_H-M   c2/c

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

_cell_length_a                   12.4252(6)
_cell_length_b                   12.9640(9)
_cell_length_c                   10.3932(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.276(3)
_cell_angle_gamma                90.00
_cell_volume                     1487.99(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       columnar
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.112
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             940
_exptl_absorpt_coefficient_mu    3.269
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.660
_exptl_absorpt_correction_T_max  0.721
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            4136
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         25.05
_reflns_number_total             1328
_reflns_number_gt                1248
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0230P)²+3.2875P] where P=(Fo²+2Fc²)/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         1328
_refine_ls_number_parameters     131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0213
_refine_ls_R_factor_gt           0.0199
_refine_ls_wR_factor_ref         0.0518
_refine_ls_wR_factor_gt          0.0511
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.002
_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 0.33550(2) 0.124511(17) 1.11015(2) 0.01660(10) Uani 1 1 d . . .
O1 O 0.16936(13) 0.17990(12) 1.02828(15) 0.0218(3) Uani 1 1 d . . .
N1 N 0.04766(15) 0.25839(13) 0.82026(18) 0.0173(4) Uani 1 1 d . . .
N2 N 0.0713(4) -0.2039(3) 0.8960(5) 0.0394(11) Uani 0.50 1 d P . .
H2A H 0.1177 -0.2051 0.9878 0.047 Uiso 0.50 1 calc PR . .
H2B H 0.0471 -0.2607 0.8486 0.047 Uiso 0.50 1 calc PR . .
N3 N 0.34975(17) 0.02802(14) 0.97213(19) 0.0217(4) Uani 1 1 d . . .
N4 N 0.35873(18) -0.07574(15) 1.0007(2) 0.0255(4) Uani 1 1 d . . .
N5 N 0.3584(2) -0.12476(14) 0.8931(2) 0.0264(4) Uani 1 1 d . . .
N6 N 0.34876(17) -0.05522(14) 0.78911(19) 0.0227(4) Uani 1 1 d . . .
N7 N 0.3282(2) 0.12834(15) 0.7705(2) 0.0372(6) Uani 1 1 d . . .
H7A H 0.3229 0.1849 0.8106 0.045 Uiso 1 1 calc R . .
H7B H 0.3242 0.1295 0.6857 0.045 Uiso 1 1 calc R . .
C1 C 0.08623(18) 0.17160(17) 0.8947(2) 0.0179(4) Uani 1 1 d . . .
C2 C 0.03913(19) 0.07332(17) 0.8252(2) 0.0199(4) Uani 1 1 d . . .
C3 C 0.0743(2) -0.02049(18) 0.8997(3) 0.0256(5) Uani 1 1 d . . .
C4 C 0.0366(2) -0.11282(18) 0.8261(3) 0.0312(6) Uani 1 1 d . . .
C5 C 0.34258(19) 0.03792(17) 0.8406(2) 0.0204(4) Uani 1 1 d . . .
H00 H 0.126(2) -0.024(2) 1.003(3) 0.028(7) Uiso 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 0.02093(15) 0.01436(15) 0.01347(15) -0.00088(8) 0.00700(11) -0.00058(9)
O1 0.0215(8) 0.0236(8) 0.0164(7) 0.0013(6) 0.0053(6) 0.0035(6)
N1 0.0168(8) 0.0152(9) 0.0157(8) -0.0004(7) 0.0038(7) 0.0000(7)
N2 0.040(2) 0.020(2) 0.053(3) 0.009(2) 0.017(2) 0.0019(19)
N3 0.0272(10) 0.0204(10) 0.0186(9) -0.0040(7) 0.0114(8) -0.0018(8)
N4 0.0365(11) 0.0207(10) 0.0220(9) -0.0009(8) 0.0158(8) 0.0011(8)
N5 0.0401(12) 0.0204(10) 0.0226(10) -0.0011(8) 0.0176(9) 0.0012(8)
N6 0.0300(10) 0.0214(10) 0.0180(9) -0.0029(8) 0.0120(8) -0.0017(8)
N7 0.0677(16) 0.0218(11) 0.0300(11) 0.0006(8) 0.0291(12) 0.0041(10)
C1 0.0159(10) 0.0206(11) 0.0178(10) 0.0008(8) 0.0082(8) 0.0013(8)
C2 0.0178(10) 0.0168(11) 0.0240(11) 0.0015(9) 0.0087(9) 0.0010(8)
C3 0.0227(11) 0.0214(12) 0.0302(13) 0.0071(9) 0.0099(10) 0.0021(9)
C4 0.0268(12) 0.0182(11) 0.0482(15) 0.0053(10) 0.0170(11) 0.0013(9)
C5 0.0218(11) 0.0201(11) 0.0188(10) -0.0033(8) 0.0089(9) -0.0013(9)

_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 N3 1.9715(18) . ?
Zn1 O1 1.9726(15) . ?
Zn1 N1 1.9933(17) 7_557 ?
Zn1 N6 2.0032(18) 6_556 ?
O1 C1 1.301(3) . ?
N1 C1 1.324(3) . ?
N1 N1 1.396(3) 2_556 ?
N1 Zn1 1.9933(17) 7_557 ?
N2 C4 1.349(5) . ?
N3 C5 1.335(3) . ?
N3 N4 1.371(3) . ?
N4 N5 1.285(3) . ?
N5 N6 1.370(3) . ?
N6 C5 1.337(3) . ?
N6 Zn1 2.0032(18) 6 ?
N7 C5 1.348(3) . ?
C1 C2 1.449(3) . ?
C2 C3 1.400(3) . ?
C2 C2 1.412(4) 2_556 ?
C3 C4 1.381(3) . ?
C4 C4 1.418(6) 2_556 ?

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
N3 Zn1 O1 110.02(7) . . ?
N3 Zn1 N1 117.00(7) . 7_557 ?
O1 Zn1 N1 108.87(7) . 7_557 ?
N3 Zn1 N6 113.23(8) . 6_556 ?
O1 Zn1 N6 100.85(7) . 6_556 ?
N1 Zn1 N6 105.56(7) 7_557 6_556 ?
C1 O1 Zn1 126.32(13) . . ?
C1 N1 N1 121.14(12) . 2_556 ?
C1 N1 Zn1 115.26(14) . 7_557 ?
N1 N1 Zn1 120.47(9) 2_556 7_557 ?
C5 N3 N4 106.09(17) . . ?
C5 N3 Zn1 134.28(16) . . ?
N4 N3 Zn1 119.35(14) . . ?
N5 N4 N3 109.19(17) . . ?
N4 N5 N6 109.01(17) . . ?
C5 N6 N5 106.20(17) . . ?
C5 N6 Zn1 141.36(15) . 6 ?
N5 N6 Zn1 112.18(13) . 6 ?
O1 C1 N1 116.80(19) . . ?
O1 C1 C2 123.12(19) . . ?
N1 C1 C2 120.04(18) . . ?
C3 C2 C2 119.61(14) . 2_556 ?
C3 C2 C1 122.4(2) . . ?
C2 C2 C1 117.86(12) 2_556 . ?
C4 C3 C2 120.4(2) . . ?
N2 C4 C3 121.1(3) . . ?
N2 C4 C4 118.9(2) . 2_556 ?
C3 C4 C4 119.93(14) . 2_556 ?
N3 C5 N6 109.51(19) . . ?
N3 C5 N7 124.5(2) . . ?
N6 C5 N7 125.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.072
_database_code_depnum_ccdc_archive 'CCDC 1009503'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H10 N2 O6 Zn'
_chemical_formula_weight         379.62

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           monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   8.5477(17)
_cell_length_b                   18.368(4)
_cell_length_c                   18.434(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.61(3)
_cell_angle_gamma                90.00
_cell_volume                     2884.8(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(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          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    1.740
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.812
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_process_details   Process-auto

_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  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean 10.0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13944
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.14
_diffrn_reflns_theta_max         27.48
_reflns_number_total             3291
_reflns_number_gt                2638
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Process-auto
_computing_cell_refinement       Process-auto
_computing_data_reduction        Process-auto
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0397P)²+1.3371P] where P=(Fo²+2Fc²)/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         3291
_refine_ls_number_parameters     225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0786
_refine_ls_wR_factor_gt          0.0742
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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 0.47010(3) 0.053683(14) 0.592276(14) 0.03179(10) Uani 1 1 d . . .
O1 O 0.45209(17) -0.08091(9) 0.50002(8) 0.0339(3) Uani 1 1 d . . .
O2 O -0.0981(2) -0.03626(11) 0.61188(13) 0.0592(6) Uani 1 1 d . . .
O3 O 0.4080(2) -0.14783(9) 0.13154(9) 0.0429(4) Uani 1 1 d . . .
O4 O 0.2903(2) -0.08110(9) 0.21089(9) 0.0495(5) Uani 1 1 d . . .
O5 O 0.0707(2) -0.27202(10) 0.37842(9) 0.0512(5) Uani 1 1 d . . .
OW1 O 0.6447(3) 0.01881(13) 0.65843(12) 0.0583(6) Uani 1 1 d . . .
N1 N 0.2994(2) -0.01964(10) 0.57163(10) 0.0317(4) Uani 1 1 d . . .
N2 N 0.1551(2) -0.01085(11) 0.60019(11) 0.0371(5) Uani 1 1 d . . .
H2A H 0.1489 0.0228 0.6323 0.045 Uiso 1 1 calc R . .
C1 C 0.0684(3) -0.21546(13) 0.42678(12) 0.0381(5) Uani 1 1 d . . .
C2 C -0.0754(3) -0.20432(14) 0.45615(13) 0.0445(6) Uani 1 1 d . . .
H2B H -0.1610 -0.2335 0.4413 0.053 Uiso 1 1 calc R . .
C3 C -0.0908(3) -0.15088(15) 0.50643(13) 0.0424(6) Uani 1 1 d . . .
H3A H -0.1868 -0.1436 0.5257 0.051 Uiso 1 1 calc R . .
C4 C 0.0383(3) -0.10675(12) 0.52915(12) 0.0333(5) Uani 1 1 d . . .
C5 C 0.1830(2) -0.11890(12) 0.50016(11) 0.0300(5) Uani 1 1 d . . .
C6 C 0.1982(3) -0.17382(12) 0.44910(12) 0.0346(5) Uani 1 1 d . . .
H6A H 0.2943 -0.1823 0.4303 0.041 Uiso 1 1 calc R . .
C7 C 0.3161(2) -0.07185(11) 0.52408(11) 0.0281(4) Uani 1 1 d . . .
C8 C 0.0240(3) -0.04974(13) 0.58271(14) 0.0382(5) Uani 1 1 d . . .
C9 C 0.3331(3) -0.27762(13) 0.19901(14) 0.0448(6) Uani 1 1 d . . .
H9A H 0.3927 -0.2802 0.1590 0.054 Uiso 1 1 calc R . .
C10 C 0.2894(4) -0.34077(14) 0.23322(16) 0.0553(7) Uani 1 1 d . . .
H10A H 0.3172 -0.3859 0.2153 0.066 Uiso 1 1 calc R . .
C11 C 0.2049(3) -0.33698(13) 0.29366(14) 0.0488(6) Uani 1 1 d . . .
H11A H 0.1768 -0.3794 0.3169 0.059 Uiso 1 1 calc R . .
C12 C 0.1621(3) -0.27001(13) 0.31964(12) 0.0371(5) Uani 1 1 d . . .
C13 C 0.2004(3) -0.20657(12) 0.28529(12) 0.0340(5) Uani 1 1 d . . .
H13A H 0.1686 -0.1617 0.3023 0.041 Uiso 1 1 calc R . .
C14 C 0.2876(3) -0.21052(12) 0.22463(12) 0.0324(5) Uani 1 1 d . . .
C15 C 0.3308(3) -0.14191(12) 0.18723(12) 0.0348(5) Uani 1 1 d . . .
H02 H 0.722(4) 0.008(2) 0.645(2) 0.085(13) Uiso 1 1 d . . .
H01 H 0.657(5) 0.040(2) 0.699(2) 0.087(13) Uiso 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 0.02913(14) 0.03799(15) 0.02954(14) -0.00315(11) 0.01036(10) -0.00141(11)
O1 0.0276(8) 0.0445(9) 0.0311(8) -0.0011(7) 0.0107(6) -0.0036(7)
O2 0.0401(10) 0.0641(12) 0.0779(15) -0.0030(11) 0.0315(10) 0.0059(9)
O3 0.0512(10) 0.0446(9) 0.0347(9) 0.0056(7) 0.0143(8) -0.0072(8)
O4 0.0814(14) 0.0351(9) 0.0334(9) 0.0018(7) 0.0132(9) -0.0026(9)
O5 0.0706(12) 0.0491(10) 0.0360(9) -0.0053(8) 0.0169(9) -0.0316(10)
OW1 0.0495(12) 0.0835(16) 0.0416(11) -0.0149(11) 0.0007(10) 0.0311(11)
N1 0.0312(9) 0.0355(10) 0.0300(10) -0.0012(8) 0.0129(8) -0.0034(8)
N2 0.0362(10) 0.0389(11) 0.0387(11) -0.0039(8) 0.0185(9) 0.0013(8)
C1 0.0481(13) 0.0390(12) 0.0274(11) 0.0072(9) 0.0051(10) -0.0138(11)
C2 0.0385(13) 0.0558(15) 0.0385(13) 0.0072(12) 0.0000(11) -0.0215(12)
C3 0.0298(11) 0.0562(15) 0.0419(14) 0.0113(12) 0.0075(10) -0.0075(11)
C4 0.0293(11) 0.0398(12) 0.0315(11) 0.0100(9) 0.0062(9) -0.0027(9)
C5 0.0307(11) 0.0353(11) 0.0244(10) 0.0087(8) 0.0049(8) -0.0044(9)
C6 0.0357(12) 0.0400(12) 0.0289(11) 0.0038(9) 0.0084(9) -0.0069(9)
C7 0.0289(10) 0.0339(11) 0.0225(10) 0.0049(8) 0.0080(8) -0.0021(8)
C8 0.0321(11) 0.0411(13) 0.0432(13) 0.0075(10) 0.0142(10) 0.0019(10)
C9 0.0577(16) 0.0422(13) 0.0353(13) -0.0018(11) 0.0080(12) 0.0005(12)
C10 0.082(2) 0.0337(13) 0.0514(17) -0.0013(12) 0.0111(15) 0.0051(13)
C11 0.0715(18) 0.0328(12) 0.0418(14) 0.0065(11) 0.0018(13) -0.0099(12)
C12 0.0449(13) 0.0394(12) 0.0266(11) 0.0013(9) 0.0010(10) -0.0133(11)
C13 0.0407(12) 0.0318(11) 0.0295(11) 0.0000(9) 0.0021(9) -0.0061(9)
C14 0.0372(11) 0.0328(11) 0.0267(11) 0.0024(9) -0.0008(9) -0.0050(9)
C15 0.0401(12) 0.0378(12) 0.0260(11) 0.0034(9) 0.0003(9) -0.0080(10)

_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 1.9415(15) 5_656 ?
Zn1 OW1 1.958(2) . ?
Zn1 O3 1.9640(16) 6_556 ?
Zn1 N1 1.9995(18) . ?
O1 C7 1.288(2) . ?
O1 Zn1 1.9415(15) 5_656 ?
O2 C8 1.237(3) . ?
O3 C15 1.269(3) . ?
O3 Zn1 1.9640(16) 6 ?
O4 C15 1.258(3) . ?
O5 C1 1.370(3) . ?
O5 C12 1.387(3) . ?
N1 C7 1.315(3) . ?
N1 N2 1.389(2) . ?
N2 C8 1.346(3) . ?
C1 C6 1.382(3) . ?
C1 C2 1.398(3) . ?
C2 C3 1.364(4) . ?
C3 C4 1.406(3) . ?
C4 C5 1.404(3) . ?
C4 C8 1.451(3) . ?
C5 C6 1.393(3) . ?
C5 C7 1.468(3) . ?
C9 C10 1.386(4) . ?
C9 C14 1.387(3) . ?
C10 C11 1.377(4) . ?
C11 C12 1.380(3) . ?
C12 C13 1.378(3) . ?
C13 C14 1.395(3) . ?
C14 C15 1.497(3) . ?

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 OW1 109.41(9) 5_656 . ?
O1 Zn1 O3 102.58(7) 5_656 6_556 ?
OW1 Zn1 O3 105.87(9) . 6_556 ?
O1 Zn1 N1 107.63(7) 5_656 . ?
OW1 Zn1 N1 113.97(10) . . ?
O3 Zn1 N1 116.65(7) 6_556 . ?
C7 O1 Zn1 130.60(14) . 5_656 ?
C15 O3 Zn1 113.34(15) . 6 ?
C1 O5 C12 121.76(17) . . ?
C7 N1 N2 119.00(18) . . ?
C7 N1 Zn1 120.10(14) . . ?
N2 N1 Zn1 120.42(14) . . ?
C8 N2 N1 126.54(19) . . ?
O5 C1 C6 124.1(2) . . ?
O5 C1 C2 114.9(2) . . ?
C6 C1 C2 120.9(2) . . ?
C3 C2 C1 120.3(2) . . ?
C2 C3 C4 120.1(2) . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 C8 119.9(2) . . ?
C3 C4 C8 120.8(2) . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 C7 121.13(18) . . ?
C4 C5 C7 118.5(2) . . ?
C1 C6 C5 119.1(2) . . ?
O1 C7 N1 118.24(19) . . ?
O1 C7 C5 121.32(19) . . ?
N1 C7 C5 120.43(18) . . ?
O2 C8 N2 120.3(2) . . ?
O2 C8 C4 124.1(2) . . ?
N2 C8 C4 115.56(19) . . ?
C10 C9 C14 119.7(2) . . ?
C11 C10 C9 120.3(2) . . ?
C10 C11 C12 119.8(2) . . ?
C13 C12 C11 121.0(2) . . ?
C13 C12 O5 123.5(2) . . ?
C11 C12 O5 115.4(2) . . ?
C12 C13 C14 119.1(2) . . ?
C9 C14 C13 120.1(2) . . ?
C9 C14 C15 120.3(2) . . ?
C13 C14 C15 119.5(2) . . ?
O4 C15 O3 122.1(2) . . ?
O4 C15 C14 120.20(19) . . ?
O3 C15 C14 117.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.071
_database_code_depnum_ccdc_archive 'CCDC 976682'
