# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H3 Br N8 O Zn'
_chemical_formula_sum            'C8 H3 Br N8 O Zn'
_chemical_formula_weight         372.47

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'
Br Br -0.2901 2.4595 '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   P4(2)/ncm

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

_cell_length_a                   13.280(2)
_cell_length_b                   13.280(2)
_cell_length_c                   13.533(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2386.7(7)
_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            YELLOW
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.073
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1439
_exptl_absorpt_coefficient_mu    5.411
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.2208
_exptl_absorpt_correction_T_max  0.4108
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13963
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0203
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         28.21
_reflns_number_total             1561
_reflns_number_gt                1200
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0457P)²+3.6106P] 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         1561
_refine_ls_number_parameters     94
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0954
_refine_ls_wR_factor_gt          0.0871
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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
Br1 Br 0.66304(3) 0.66304(3) 0.82402(7) 0.0692(3) Uani 1 2 d S . .
Zn1 Zn 0.5000 0.0000 1.0000 0.02261(18) Uani 1 4 d S . .
Zn2 Zn 0.7500 0.2500 0.7500 0.02251(18) Uani 1 4 d S . .
N1 N 0.62853(19) 0.23672(19) 0.83844(19) 0.0258(5) Uani 1 1 d . . .
N2 N 0.6218(2) 0.13955(19) 0.8667(2) 0.0290(6) Uani 1 1 d . . .
N3 N 0.53816(19) 0.12969(19) 0.9152(2) 0.0290(6) Uani 1 1 d . . .
N4 N 0.4885(2) 0.2175(2) 0.9226(2) 0.0325(6) Uani 1 1 d . . .
O1 O 0.40574(19) 0.09426(19) 1.0885(3) 0.0438(9) Uani 1 2 d S . .
C1 C 0.5470(2) 0.2830(2) 0.8746(2) 0.0256(6) Uani 1 1 d . . .
C2 C 0.5194(2) 0.3905(2) 0.8646(2) 0.0253(6) Uani 1 1 d . . .
C3 C 0.4182(2) 0.4182(2) 0.8703(3) 0.0281(9) Uani 1 2 d S . .
H3 H 0.3690 0.3690 0.8781 0.034 Uiso 1 2 calc SR . .
C4 C 0.5638(2) 0.5638(2) 0.8448(4) 0.0307(10) Uani 1 2 d S . .
C5 C 0.5936(2) 0.4638(2) 0.8519(2) 0.0289(7) Uani 1 1 d . . .
H5 H 0.6613 0.4461 0.8483 0.035 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
Br1 0.0291(2) 0.0291(2) 0.1494(8) 0.0033(2) 0.0033(2) -0.0106(2)
Zn1 0.0185(2) 0.0185(2) 0.0308(4) 0.0002(2) -0.0002(2) -0.0011(2)
Zn2 0.0183(2) 0.0183(2) 0.0310(4) 0.000 0.000 0.000
N1 0.0220(12) 0.0200(12) 0.0354(13) 0.0041(10) 0.0025(10) 0.0016(9)
N2 0.0262(14) 0.0216(13) 0.0392(15) 0.0041(11) 0.0040(11) 0.0000(10)
N3 0.0257(13) 0.0220(12) 0.0391(15) 0.0051(11) 0.0034(11) 0.0006(10)
N4 0.0264(14) 0.0242(13) 0.0469(17) 0.0079(12) 0.0082(12) 0.0039(10)
O1 0.0368(12) 0.0368(12) 0.058(2) -0.0140(12) 0.0140(12) 0.0032(15)
C1 0.0209(14) 0.0223(15) 0.0336(15) 0.0033(12) 0.0033(12) -0.0010(11)
C2 0.0259(15) 0.0191(14) 0.0310(16) 0.0032(12) 0.0035(12) 0.0030(11)
C3 0.0220(12) 0.0220(12) 0.040(2) 0.0056(13) 0.0056(13) 0.0009(16)
C4 0.0222(13) 0.0222(13) 0.048(3) 0.0007(13) 0.0007(13) -0.0059(16)
C5 0.0203(14) 0.0256(16) 0.0409(18) -0.0018(13) 0.0012(13) 0.0013(11)

_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
Br1 C4 1.885(4) . ?
Zn1 N3 2.131(3) . ?
Zn1 N3 2.131(3) 6_547 ?
Zn1 N3 2.131(3) 9_657 ?
Zn1 N3 2.131(3) 14_665 ?
Zn1 O1 2.138(3) 9_657 ?
Zn1 O1 2.138(3) . ?
Zn2 N1 2.016(3) 3_655 ?
Zn2 N1 2.016(3) 12_657 ?
Zn2 N1 2.016(3) 10_667 ?
Zn2 N1 2.016(3) . ?
N1 C1 1.337(4) . ?
N1 N2 1.349(3) . ?
N2 N3 1.297(4) . ?
N3 N4 1.343(4) . ?
N4 C1 1.335(4) . ?
C1 C2 1.481(4) . ?
C2 C3 1.395(4) . ?
C2 C5 1.397(4) . ?
C3 C2 1.395(4) 16 ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 C5 1.389(4) 16 ?
C5 H5 0.9300 . ?

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 N3 84.58(15) . 6_547 ?
N3 Zn1 N3 180.0 . 9_657 ?
N3 Zn1 N3 95.42(15) 6_547 9_657 ?
N3 Zn1 N3 95.42(15) . 14_665 ?
N3 Zn1 N3 180.0 6_547 14_665 ?
N3 Zn1 N3 84.58(15) 9_657 14_665 ?
N3 Zn1 O1 91.85(10) . 9_657 ?
N3 Zn1 O1 88.15(10) 6_547 9_657 ?
N3 Zn1 O1 88.15(10) 9_657 9_657 ?
N3 Zn1 O1 91.85(10) 14_665 9_657 ?
N3 Zn1 O1 88.15(10) . . ?
N3 Zn1 O1 91.85(10) 6_547 . ?
N3 Zn1 O1 91.85(10) 9_657 . ?
N3 Zn1 O1 88.15(10) 14_665 . ?
O1 Zn1 O1 180.00(11) 9_657 . ?
N1 Zn2 N1 110.63(7) 3_655 12_657 ?
N1 Zn2 N1 110.63(8) 3_655 10_667 ?
N1 Zn2 N1 107.18(15) 12_657 10_667 ?
N1 Zn2 N1 107.18(15) 3_655 . ?
N1 Zn2 N1 110.63(8) 12_657 . ?
N1 Zn2 N1 110.63(7) 10_667 . ?
C1 N1 N2 106.4(2) . . ?
C1 N1 Zn2 145.6(2) . . ?
N2 N1 Zn2 107.77(19) . . ?
N3 N2 N1 107.3(2) . . ?
N2 N3 N4 111.8(2) . . ?
N2 N3 Zn1 123.9(2) . . ?
N4 N3 Zn1 123.0(2) . . ?
C1 N4 N3 104.1(2) . . ?
N4 C1 N1 110.5(3) . . ?
N4 C1 C2 121.9(3) . . ?
N1 C1 C2 127.6(3) . . ?
C3 C2 C5 120.2(3) . . ?
C3 C2 C1 119.2(3) . . ?
C5 C2 C1 120.6(3) . . ?
C2 C3 C2 120.4(4) . 16 ?
C2 C3 H3 119.8 . . ?
C2 C3 H3 119.8 16 . ?
C5 C4 C5 122.7(4) . 16 ?
C5 C4 Br1 118.6(2) . . ?
C5 C4 Br1 118.6(2) 16 . ?
C4 C5 C2 118.3(3) . . ?
C4 C5 H5 120.9 . . ?
C2 C5 H5 120.9 . . ?

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
N1 Zn2 N1 C1 105.7(4) 3_655 . . . ?
N1 Zn2 N1 C1 -133.6(4) 12_657 . . . ?
N1 Zn2 N1 C1 -15.0(4) 10_667 . . . ?
N1 Zn2 N1 N2 -82.29(19) 3_655 . . . ?
N1 Zn2 N1 N2 38.40(16) 12_657 . . . ?
N1 Zn2 N1 N2 157.0(2) 10_667 . . . ?
C1 N1 N2 N3 1.6(3) . . . . ?
Zn2 N1 N2 N3 -173.7(2) . . . . ?
N1 N2 N3 N4 -1.3(3) . . . . ?
N1 N2 N3 Zn1 -168.4(2) . . . . ?
N3 Zn1 N3 N2 61.7(2) 6_547 . . . ?
N3 Zn1 N3 N2 -169.9(4) 9_657 . . . ?
N3 Zn1 N3 N2 -118.3(2) 14_665 . . . ?
O1 Zn1 N3 N2 -26.2(3) 9_657 . . . ?
O1 Zn1 N3 N2 153.8(3) . . . . ?
N3 Zn1 N3 N4 -104.0(3) 6_547 . . . ?
N3 Zn1 N3 N4 24.4(6) 9_657 . . . ?
N3 Zn1 N3 N4 76.0(3) 14_665 . . . ?
O1 Zn1 N3 N4 168.1(3) 9_657 . . . ?
O1 Zn1 N3 N4 -11.9(3) . . . . ?
N2 N3 N4 C1 0.4(4) . . . . ?
Zn1 N3 N4 C1 167.6(2) . . . . ?
N3 N4 C1 N1 0.6(4) . . . . ?
N3 N4 C1 C2 179.7(3) . . . . ?
N2 N1 C1 N4 -1.4(3) . . . . ?
Zn2 N1 C1 N4 170.6(3) . . . . ?
N2 N1 C1 C2 179.6(3) . . . . ?
Zn2 N1 C1 C2 -8.4(6) . . . . ?
N4 C1 C2 C3 -24.6(5) . . . . ?
N1 C1 C2 C3 154.3(4) . . . . ?
N4 C1 C2 C5 153.9(3) . . . . ?
N1 C1 C2 C5 -27.2(5) . . . . ?
C5 C2 C3 C2 -0.7(7) . . . 16 ?
C1 C2 C3 C2 177.8(3) . . . 16 ?
C5 C4 C5 C2 1.4(7) 16 . . . ?
Br1 C4 C5 C2 -178.3(3) . . . . ?
C3 C2 C5 C4 -0.3(5) . . . . ?
C1 C2 C5 C4 -178.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.21
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.959
_refine_diff_density_min         -1.437
_refine_diff_density_rms         0.087
_database_code_depnum_ccdc_archive 'CCDC 972881'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H6 N60 Zn5'
_chemical_formula_sum            'C30 H6 N60 Zn5'
_chemical_formula_weight         1533.90

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

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   R-3c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'-x, -x+y, -z+1/2'
'x-y, -y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'x, x-y, z-1/2'
'-x+y, y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'

_cell_length_a                   18.8708(7)
_cell_length_b                   18.8708(7)
_cell_length_c                   52.615(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     16226.3(15)
_cell_formula_units_Z            6
_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          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.942
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4533
_exptl_absorpt_coefficient_mu    1.140
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7637
_exptl_absorpt_correction_T_max  0.8945
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43587
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -70
_diffrn_reflns_limit_l_max       70
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         28.37
_reflns_number_total             4515
_reflns_number_gt                2922
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0880P)²+8.9223P] 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         4515
_refine_ls_number_parameters     144
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1749
_refine_ls_wR_factor_gt          0.1621
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.133
_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 0.14580(19) 0.16295(18) 0.09038(5) 0.0424(7) Uani 1 1 d . . .
C2 C 0.16901(18) 0.13697(18) 0.11331(5) 0.0421(7) Uani 1 1 d . . .
C3 C 0.23595(19) 0.16831(19) 0.12836(6) 0.0499(8) Uani 1 1 d . . .
C4 C 0.3135(2) 0.2418(2) 0.12864(7) 0.0604(10) Uani 1 1 d . . .
C5 C 0.1418(2) 0.0467(2) 0.14273(7) 0.0610(9) Uani 1 1 d . . .
H5 H 0.1150 -0.0002 0.1527 0.073 Uiso 1 1 calc R . .
N1 N 0.07489(17) 0.11337(17) 0.07941(5) 0.0513(7) Uani 1 1 d . . .
N2 N 0.0711(2) 0.1540(2) 0.05884(6) 0.0715(10) Uani 1 1 d . . .
N3 N 0.1360(2) 0.2248(2) 0.05770(6) 0.0761(10) Uani 1 1 d . . .
N4 N 0.18470(18) 0.23291(17) 0.07765(5) 0.0551(7) Uani 1 1 d . . .
N5 N 0.11021(15) 0.06091(15) 0.12222(5) 0.0484(7) Uani 1 1 d . . .
N6 N 0.21809(18) 0.10937(17) 0.14737(6) 0.0607(8) Uani 1 1 d . . .
N7 N 0.3723(2) 0.2552(2) 0.14484(8) 0.0940(14) Uani 1 1 d . . .
N8 N 0.4364(2) 0.3313(3) 0.13859(10) 0.1200(19) Uani 1 1 d . . .
N9 N 0.4146(2) 0.3605(2) 0.12006(9) 0.1023(15) Uani 1 1 d . . .
N10 N 0.33742(18) 0.30514(18) 0.11318(7) 0.0679(9) Uani 1 1 d . . .
Zn1 Zn 0.0000 0.0000 0.099569(12) 0.0451(2) Uani 1 3 d S . .
Zn2 Zn 0.29167(3) 0.3333 0.0833 0.0543(2) Uani 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0464(17) 0.0382(15) 0.0438(15) 0.0074(12) 0.0025(13) 0.0220(14)
C2 0.0399(16) 0.0387(16) 0.0473(16) 0.0082(12) 0.0008(13) 0.0193(13)
C3 0.0426(17) 0.0427(17) 0.0573(19) 0.0179(14) -0.0004(14) 0.0159(15)
C4 0.0454(19) 0.050(2) 0.069(2) 0.0215(17) -0.0108(16) 0.0113(16)
C5 0.0453(19) 0.052(2) 0.074(2) 0.0235(17) -0.0058(17) 0.0148(16)
N1 0.0540(16) 0.0519(16) 0.0484(14) 0.0064(12) -0.0083(12) 0.0268(14)
N2 0.076(2) 0.064(2) 0.066(2) 0.0139(16) -0.0211(17) 0.0289(18)
N3 0.077(2) 0.069(2) 0.066(2) 0.0241(17) -0.0156(17) 0.0244(19)
N4 0.0618(18) 0.0493(16) 0.0505(15) 0.0135(12) -0.0017(13) 0.0250(14)
N5 0.0395(14) 0.0421(14) 0.0569(16) 0.0169(12) -0.0020(12) 0.0153(12)
N6 0.0469(16) 0.0492(16) 0.0697(18) 0.0250(14) -0.0108(14) 0.0119(13)
N7 0.057(2) 0.068(2) 0.110(3) 0.036(2) -0.0327(19) -0.0041(17)
N8 0.066(2) 0.087(3) 0.142(4) 0.054(3) -0.032(2) -0.011(2)
N9 0.063(2) 0.068(2) 0.123(3) 0.042(2) -0.028(2) -0.0078(19)
N10 0.0513(17) 0.0489(17) 0.079(2) 0.0212(15) -0.0077(15) 0.0065(14)
Zn1 0.0404(2) 0.0404(2) 0.0545(4) 0.000 0.000 0.02022(12)
Zn2 0.0575(3) 0.0420(3) 0.0582(4) 0.0205(2) 0.01025(12) 0.02100(16)

_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 N1 1.322(4) . ?
C1 N4 1.327(4) . ?
C1 C2 1.450(4) . ?
C2 C3 1.351(4) . ?
C2 N5 1.385(4) . ?
C3 N6 1.406(4) . ?
C3 C4 1.427(5) . ?
C4 N7 1.320(4) . ?
C4 N10 1.325(4) . ?
C5 N5 1.324(4) . ?
C5 N6 1.352(4) . ?
C5 H5 0.9300 . ?
N1 N2 1.349(4) . ?
N1 Zn1 2.162(3) . ?
N2 N3 1.285(4) . ?
N3 N4 1.352(4) . ?
N4 Zn2 1.983(3) . ?
N5 Zn1 2.162(3) . ?
N7 N8 1.378(5) . ?
N8 N9 1.285(5) . ?
N9 N10 1.349(4) . ?
N10 Zn2 1.988(3) . ?
Zn1 N1 2.162(3) 2 ?
Zn1 N1 2.162(3) 3 ?
Zn1 N5 2.162(3) 3 ?
Zn1 N5 2.163(3) 2 ?
Zn2 N4 1.982(3) 18_554 ?
Zn2 N10 1.988(3) 18_554 ?

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
N1 C1 N4 110.1(3) . . ?
N1 C1 C2 119.6(3) . . ?
N4 C1 C2 130.3(3) . . ?
C3 C2 N5 110.2(2) . . ?
C3 C2 C1 135.6(3) . . ?
N5 C2 C1 114.3(3) . . ?
C2 C3 N6 105.6(3) . . ?
C2 C3 C4 135.4(3) . . ?
N6 C3 C4 119.0(3) . . ?
N7 C4 N10 110.5(3) . . ?
N7 C4 C3 123.3(3) . . ?
N10 C4 C3 126.2(3) . . ?
N5 C5 N6 111.1(3) . . ?
N5 C5 H5 124.4 . . ?
N6 C5 H5 124.4 . . ?
C1 N1 N2 105.7(3) . . ?
C1 N1 Zn1 114.56(19) . . ?
N2 N1 Zn1 139.6(2) . . ?
N3 N2 N1 109.5(3) . . ?
N2 N3 N4 108.8(3) . . ?
C1 N4 N3 105.8(3) . . ?
C1 N4 Zn2 131.8(2) . . ?
N3 N4 Zn2 122.3(2) . . ?
C5 N5 C2 106.1(3) . . ?
C5 N5 Zn1 138.8(2) . . ?
C2 N5 Zn1 115.07(18) . . ?
C5 N6 C3 107.0(3) . . ?
C4 N7 N8 105.1(3) . . ?
N9 N8 N7 109.0(3) . . ?
N8 N9 N10 109.0(3) . . ?
C4 N10 N9 106.4(3) . . ?
C4 N10 Zn2 136.8(3) . . ?
N9 N10 Zn2 116.7(2) . . ?
N1 Zn1 N1 98.01(9) 2 3 ?
N1 Zn1 N1 98.00(9) 2 . ?
N1 Zn1 N1 98.00(9) 3 . ?
N1 Zn1 N5 93.99(11) 2 3 ?
N1 Zn1 N5 76.42(10) 3 3 ?
N1 Zn1 N5 167.40(10) . 3 ?
N1 Zn1 N5 167.40(10) 2 . ?
N1 Zn1 N5 93.99(11) 3 . ?
N1 Zn1 N5 76.42(10) . . ?
N5 Zn1 N5 92.55(10) 3 . ?
N1 Zn1 N5 76.42(10) 2 2 ?
N1 Zn1 N5 167.40(10) 3 2 ?
N1 Zn1 N5 93.99(11) . 2 ?
N5 Zn1 N5 92.55(10) 3 2 ?
N5 Zn1 N5 92.55(10) . 2 ?
N4 Zn2 N4 114.59(17) 18_554 . ?
N4 Zn2 N10 112.30(13) 18_554 . ?
N4 Zn2 N10 103.55(11) . . ?
N4 Zn2 N10 103.55(11) 18_554 18_554 ?
N4 Zn2 N10 112.30(13) . 18_554 ?
N10 Zn2 N10 110.8(2) . 18_554 ?

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
N1 C1 C2 C3 175.8(4) . . . . ?
N4 C1 C2 C3 -5.6(6) . . . . ?
N1 C1 C2 N5 -2.6(4) . . . . ?
N4 C1 C2 N5 176.0(3) . . . . ?
N5 C2 C3 N6 0.0(4) . . . . ?
C1 C2 C3 N6 -178.4(4) . . . . ?
N5 C2 C3 C4 179.6(4) . . . . ?
C1 C2 C3 C4 1.2(8) . . . . ?
C2 C3 C4 N7 -174.5(5) . . . . ?
N6 C3 C4 N7 5.0(6) . . . . ?
C2 C3 C4 N10 5.3(8) . . . . ?
N6 C3 C4 N10 -175.2(4) . . . . ?
N4 C1 N1 N2 1.3(4) . . . . ?
C2 C1 N1 N2 -179.8(3) . . . . ?
N4 C1 N1 Zn1 -175.7(2) . . . . ?
C2 C1 N1 Zn1 3.2(4) . . . . ?
C1 N1 N2 N3 -0.7(4) . . . . ?
Zn1 N1 N2 N3 175.0(3) . . . . ?
N1 N2 N3 N4 -0.1(5) . . . . ?
N1 C1 N4 N3 -1.4(4) . . . . ?
C2 C1 N4 N3 179.9(3) . . . . ?
N1 C1 N4 Zn2 179.6(2) . . . . ?
C2 C1 N4 Zn2 0.8(5) . . . . ?
N2 N3 N4 C1 0.9(5) . . . . ?
N2 N3 N4 Zn2 -179.9(3) . . . . ?
N6 C5 N5 C2 -0.5(4) . . . . ?
N6 C5 N5 Zn1 177.3(3) . . . . ?
C3 C2 N5 C5 0.3(4) . . . . ?
C1 C2 N5 C5 179.1(3) . . . . ?
C3 C2 N5 Zn1 -178.1(2) . . . . ?
C1 C2 N5 Zn1 0.7(3) . . . . ?
N5 C5 N6 C3 0.5(5) . . . . ?
C2 C3 N6 C5 -0.3(4) . . . . ?
C4 C3 N6 C5 -180.0(4) . . . . ?
N10 C4 N7 N8 -0.7(6) . . . . ?
C3 C4 N7 N8 179.1(4) . . . . ?
C4 N7 N8 N9 1.2(7) . . . . ?
N7 N8 N9 N10 -1.2(7) . . . . ?
N7 C4 N10 N9 0.1(6) . . . . ?
C3 C4 N10 N9 -179.8(4) . . . . ?
N7 C4 N10 Zn2 176.4(4) . . . . ?
C3 C4 N10 Zn2 -3.4(8) . . . . ?
N8 N9 N10 C4 0.7(6) . . . . ?
N8 N9 N10 Zn2 -176.5(4) . . . . ?
C1 N1 Zn1 N1 166.4(2) . . . 2 ?
N2 N1 Zn1 N1 -9.1(4) . . . 2 ?
C1 N1 Zn1 N1 -94.3(3) . . . 3 ?
N2 N1 Zn1 N1 90.2(3) . . . 3 ?
C1 N1 Zn1 N5 -31.5(6) . . . 3 ?
N2 N1 Zn1 N5 153.0(4) . . . 3 ?
C1 N1 Zn1 N5 -2.1(2) . . . . ?
N2 N1 Zn1 N5 -177.6(4) . . . . ?
C1 N1 Zn1 N5 89.6(2) . . . 2 ?
N2 N1 Zn1 N5 -85.9(4) . . . 2 ?
C5 N5 Zn1 N1 118.1(5) . . . 2 ?
C2 N5 Zn1 N1 -64.3(5) . . . 2 ?
C5 N5 Zn1 N1 -79.7(4) . . . 3 ?
C2 N5 Zn1 N1 98.0(2) . . . 3 ?
C5 N5 Zn1 N1 -177.0(4) . . . . ?
C2 N5 Zn1 N1 0.7(2) . . . . ?
C5 N5 Zn1 N5 -3.2(4) . . . 3 ?
C2 N5 Zn1 N5 174.5(2) . . . 3 ?
C5 N5 Zn1 N5 89.5(3) . . . 2 ?
C2 N5 Zn1 N5 -92.8(3) . . . 2 ?
C1 N4 Zn2 N4 -119.1(3) . . . 18_554 ?
N3 N4 Zn2 N4 62.0(3) . . . 18_554 ?
C1 N4 Zn2 N10 3.6(3) . . . . ?
N3 N4 Zn2 N10 -175.3(3) . . . . ?
C1 N4 Zn2 N10 123.1(3) . . . 18_554 ?
N3 N4 Zn2 N10 -55.8(3) . . . 18_554 ?
C4 N10 Zn2 N4 122.2(4) . . . 18_554 ?
N9 N10 Zn2 N4 -61.7(4) . . . 18_554 ?
C4 N10 Zn2 N4 -1.9(5) . . . . ?
N9 N10 Zn2 N4 174.1(3) . . . . ?
C4 N10 Zn2 N10 -122.5(5) . . . 18_554 ?
N9 N10 Zn2 N10 53.6(3) . . . 18_554 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.37
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.981
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.070
# 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 -0.048 0.021 -0.001 9956 2774 ' '
_platon_squeeze_details          
;
;
_database_code_depnum_ccdc_archive 'CCDC 972882'
#######################################################################
#
#                 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_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N9 O2 Zn, 0.5(O2)'
_chemical_formula_sum            'C7 H3 N9 O3 Zn'
_chemical_formula_weight         326.57

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   P21/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                   11.9967(11)
_cell_length_b                   13.2295(12)
_cell_length_c                   7.0045(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.4720(10)
_cell_angle_gamma                90.00
_cell_volume                     1110.65(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3000
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      28.29

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.953
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    2.239
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6045
_exptl_absorpt_correction_T_max  0.7300
_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 ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6857
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_sigmaI/netI    0.0247
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         28.38
_reflns_number_total             2712
_reflns_number_gt                2241
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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 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)+(0.0698P)²+1.3104P] 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         2712
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.1169
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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
C1 C -0.3206(2) 0.2290(2) -0.0927(4) 0.0192(5) Uani 1 1 d . . .
C2 C -0.2144(2) 0.2569(2) -0.0233(4) 0.0203(5) Uani 1 1 d . . .
H2 H -0.1970 0.3246 -0.0026 0.024 Uiso 1 1 calc R . .
C3 C -0.1354(2) 0.1827(2) 0.0144(4) 0.0202(5) Uani 1 1 d . . .
C4 C -0.0202(2) 0.2036(2) 0.0804(4) 0.0219(6) Uani 1 1 d . . .
C5 C 0.1651(3) -0.0826(2) 0.0188(5) 0.0264(6) Uani 1 1 d . . .
H5 H 0.1125 -0.0324 -0.0084 0.032 Uiso 1 1 calc R . .
C6 C 0.3427(2) -0.1275(2) 0.1246(4) 0.0222(6) Uani 1 1 d . . .
H6 H 0.4131 -0.1087 0.1728 0.027 Uiso 1 1 calc R . .
C7 C 0.5944(2) 0.1954(2) 0.3569(4) 0.0204(5) Uani 1 1 d . . .
N4 N 0.0242(2) 0.2938(2) 0.1178(5) 0.0351(7) Uani 1 1 d . . .
N3 N 0.1311(2) 0.2757(2) 0.1649(5) 0.0342(6) Uani 1 1 d . . .
N2 N 0.1483(2) 0.17823(19) 0.1558(4) 0.0270(6) Uani 1 1 d . . .
N1 N 0.0550(2) 0.1303(2) 0.1042(4) 0.0314(6) Uani 1 1 d . . .
N5 N 0.2663(2) -0.05538(19) 0.0882(4) 0.0243(5) Uani 1 1 d . . .
N6 N 0.4907(2) 0.21735(19) 0.2968(4) 0.0260(5) Uani 1 1 d . . .
N7 N 0.4453(2) 0.1268(2) 0.2593(4) 0.0286(6) Uani 1 1 d . . .
N8 N 0.5177(2) 0.0540(2) 0.2930(5) 0.0354(7) Uani 1 1 d . . .
N9 N 0.6135(2) 0.09611(19) 0.3559(5) 0.0310(6) Uani 1 1 d . . .
O1 O 0.3199(2) 0.1393(2) -0.1155(4) 0.0427(6) Uani 1 1 d . . .
O2 O 0.2489(2) 0.0490(2) 0.4565(4) 0.0437(6) Uani 1 1 d . . .
O3 O 0.0558(6) 0.5050(6) 0.0547(13) 0.173(3) Uani 1 1 d . . .
Zn1 Zn 0.28874(3) 0.09276(2) 0.17125(6) 0.02631(15) 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
C1 0.0156(13) 0.0184(13) 0.0234(13) -0.0001(10) -0.0024(10) 0.0023(10)
C2 0.0165(13) 0.0174(13) 0.0268(13) -0.0014(10) -0.0023(10) 0.0009(10)
C3 0.0138(12) 0.0187(13) 0.0275(14) -0.0018(11) -0.0038(10) 0.0006(10)
C4 0.0151(13) 0.0196(13) 0.0303(14) -0.0013(11) -0.0055(10) 0.0025(10)
C5 0.0173(14) 0.0198(14) 0.0416(17) -0.0018(12) -0.0065(12) 0.0034(10)
C6 0.0144(13) 0.0211(13) 0.0309(15) -0.0006(11) -0.0038(10) 0.0001(10)
C7 0.0147(12) 0.0194(13) 0.0267(14) 0.0006(10) -0.0033(10) -0.0012(10)
N4 0.0187(13) 0.0219(13) 0.0638(19) -0.0083(13) -0.0098(12) 0.0012(10)
N3 0.0182(13) 0.0241(14) 0.0591(18) -0.0072(12) -0.0096(12) 0.0006(10)
N2 0.0181(12) 0.0223(12) 0.0396(14) 0.0002(11) -0.0103(10) 0.0014(10)
N1 0.0173(12) 0.0223(13) 0.0535(17) -0.0019(12) -0.0115(11) 0.0029(10)
N5 0.0184(12) 0.0176(11) 0.0361(14) -0.0020(10) -0.0056(10) 0.0010(9)
N6 0.0159(11) 0.0217(12) 0.0396(14) -0.0029(10) -0.0073(10) -0.0015(9)
N7 0.0182(12) 0.0220(12) 0.0446(15) -0.0011(11) -0.0103(11) -0.0036(10)
N8 0.0224(14) 0.0220(13) 0.0602(19) 0.0009(13) -0.0154(12) -0.0044(11)
N9 0.0192(13) 0.0212(13) 0.0514(17) 0.0004(11) -0.0126(11) -0.0031(9)
O1 0.0342(14) 0.0472(16) 0.0460(15) 0.0129(12) -0.0057(11) -0.0066(12)
O2 0.0487(16) 0.0418(15) 0.0401(14) 0.0027(12) -0.0039(12) 0.0146(13)
O3 0.115(5) 0.128(6) 0.278(10) 0.017(6) 0.021(6) 0.023(5)
Zn1 0.0140(2) 0.0170(2) 0.0470(3) -0.00202(14) -0.00937(15) -0.00018(12)

_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 C6 1.386(4) 3 ?
C1 C2 1.393(4) . ?
C1 C7 1.460(4) 4_465 ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C3 C5 1.389(4) 3 ?
C3 C4 1.465(4) . ?
C4 N4 1.329(4) . ?
C4 N1 1.330(4) . ?
C5 N5 1.337(4) . ?
C5 C3 1.389(4) 3 ?
C5 H5 0.9300 . ?
C6 N5 1.340(4) . ?
C6 C1 1.386(4) 3 ?
C6 H6 0.9300 . ?
C7 N6 1.328(4) . ?
C7 N9 1.334(4) . ?
C7 C1 1.460(4) 4_666 ?
N4 N3 1.332(4) . ?
N3 N2 1.308(4) . ?
N2 N1 1.324(4) . ?
N2 Zn1 2.028(3) . ?
N5 Zn1 2.059(3) . ?
N6 N7 1.338(4) . ?
N7 N8 1.312(4) . ?
N7 Zn1 2.002(3) . ?
N8 N9 1.335(4) . ?
O1 Zn1 2.149(3) . ?
O2 Zn1 2.154(3) . ?
O3 O3 1.520(15) 3_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
C6 C1 C2 118.6(3) 3 . ?
C6 C1 C7 119.8(2) 3 4_465 ?
C2 C1 C7 121.4(3) . 4_465 ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C5 118.5(3) . 3 ?
C2 C3 C4 123.9(3) . . ?
C5 C3 C4 117.6(3) 3 . ?
N4 C4 N1 111.5(3) . . ?
N4 C4 C3 126.5(3) . . ?
N1 C4 C3 121.9(3) . . ?
N5 C5 C3 122.6(3) . 3 ?
N5 C5 H5 118.7 . . ?
C3 C5 H5 118.7 3 . ?
N5 C6 C1 122.3(3) . 3 ?
N5 C6 H6 118.9 . . ?
C1 C6 H6 118.9 3 . ?
N6 C7 N9 111.8(3) . . ?
N6 C7 C1 124.2(3) . 4_666 ?
N9 C7 C1 123.9(3) . 4_666 ?
C4 N4 N3 105.1(3) . . ?
N2 N3 N4 108.5(3) . . ?
N3 N2 N1 110.6(2) . . ?
N3 N2 Zn1 132.8(2) . . ?
N1 N2 Zn1 116.0(2) . . ?
N2 N1 C4 104.2(3) . . ?
C5 N5 C6 118.8(3) . . ?
C5 N5 Zn1 117.7(2) . . ?
C6 N5 Zn1 122.9(2) . . ?
C7 N6 N7 103.6(2) . . ?
N8 N7 N6 111.1(2) . . ?
N8 N7 Zn1 119.7(2) . . ?
N6 N7 Zn1 129.1(2) . . ?
N7 N8 N9 107.9(3) . . ?
C7 N9 N8 105.5(3) . . ?
N7 Zn1 N2 131.05(11) . . ?
N7 Zn1 N5 114.25(11) . . ?
N2 Zn1 N5 114.68(10) . . ?
N7 Zn1 O1 91.41(11) . . ?
N2 Zn1 O1 88.17(11) . . ?
N5 Zn1 O1 91.99(11) . . ?
N7 Zn1 O2 91.00(12) . . ?
N2 Zn1 O2 88.98(11) . . ?
N5 Zn1 O2 88.55(11) . . ?
O1 Zn1 O2 177.06(10) . . ?

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
C6 C1 C2 C3 -1.0(4) 3 . . . ?
C7 C1 C2 C3 -177.2(3) 4_465 . . . ?
C1 C2 C3 C5 0.1(4) . . . 3 ?
C1 C2 C3 C4 177.5(3) . . . . ?
C2 C3 C4 N4 1.8(5) . . . . ?
C5 C3 C4 N4 179.3(3) 3 . . . ?
C2 C3 C4 N1 -176.0(3) . . . . ?
C5 C3 C4 N1 1.5(4) 3 . . . ?
N1 C4 N4 N3 0.6(4) . . . . ?
C3 C4 N4 N3 -177.4(3) . . . . ?
C4 N4 N3 N2 -0.2(4) . . . . ?
N4 N3 N2 N1 -0.2(4) . . . . ?
N4 N3 N2 Zn1 170.6(2) . . . . ?
N3 N2 N1 C4 0.5(4) . . . . ?
Zn1 N2 N1 C4 -172.0(2) . . . . ?
N4 C4 N1 N2 -0.7(4) . . . . ?
C3 C4 N1 N2 177.4(3) . . . . ?
C3 C5 N5 C6 1.0(5) 3 . . . ?
C3 C5 N5 Zn1 -170.0(2) 3 . . . ?
C1 C6 N5 C5 0.0(5) 3 . . . ?
C1 C6 N5 Zn1 170.5(2) 3 . . . ?
N9 C7 N6 N7 0.4(4) . . . . ?
C1 C7 N6 N7 177.0(3) 4_666 . . . ?
C7 N6 N7 N8 -0.6(4) . . . . ?
C7 N6 N7 Zn1 177.5(2) . . . . ?
N6 N7 N8 N9 0.5(4) . . . . ?
Zn1 N7 N8 N9 -177.8(2) . . . . ?
N6 C7 N9 N8 -0.1(4) . . . . ?
C1 C7 N9 N8 -176.8(3) 4_666 . . . ?
N7 N8 N9 C7 -0.2(4) . . . . ?
N8 N7 Zn1 N2 166.1(2) . . . . ?
N6 N7 Zn1 N2 -11.8(4) . . . . ?
N8 N7 Zn1 N5 -12.3(3) . . . . ?
N6 N7 Zn1 N5 169.8(3) . . . . ?
N8 N7 Zn1 O1 -105.1(3) . . . . ?
N6 N7 Zn1 O1 77.0(3) . . . . ?
N8 N7 Zn1 O2 76.6(3) . . . . ?
N6 N7 Zn1 O2 -101.3(3) . . . . ?
N3 N2 Zn1 N7 14.6(4) . . . . ?
N1 N2 Zn1 N7 -174.9(2) . . . . ?
N3 N2 Zn1 N5 -167.0(3) . . . . ?
N1 N2 Zn1 N5 3.4(3) . . . . ?
N3 N2 Zn1 O1 -75.7(3) . . . . ?
N1 N2 Zn1 O1 94.8(2) . . . . ?
N3 N2 Zn1 O2 105.0(3) . . . . ?
N1 N2 Zn1 O2 -84.5(2) . . . . ?
C5 N5 Zn1 N7 -176.8(2) . . . . ?
C6 N5 Zn1 N7 12.6(3) . . . . ?
C5 N5 Zn1 N2 4.6(3) . . . . ?
C6 N5 Zn1 N2 -166.1(2) . . . . ?
C5 N5 Zn1 O1 -84.3(2) . . . . ?
C6 N5 Zn1 O1 105.0(2) . . . . ?
C5 N5 Zn1 O2 92.8(3) . . . . ?
C6 N5 Zn1 O2 -77.9(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        28.38
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.860
_refine_diff_density_rms         0.106
_database_code_depnum_ccdc_archive 'CCDC 972883'
