# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1407193'
_audit_update_record             
;
2015-06-17 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 N10 O Zn'
_chemical_formula_weight         451.78

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                   20.622(8)
_cell_length_b                   9.858(2)
_cell_length_c                   19.482(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.55(3)
_cell_angle_gamma                90.00
_cell_volume                     3511.4(17)
_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            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1839
_exptl_absorpt_coefficient_mu    1.436
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7621
_exptl_absorpt_correction_T_max  0.7821
_exptl_absorpt_process_details   ?

_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 Apex 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            14819
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.63
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3092
_reflns_number_gt                2585
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_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)+(0.0286P)²+14.0949P] 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         3092
_refine_ls_number_parameters     279
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.0997
_refine_ls_wR_factor_gt          0.0947
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.138
_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
N6 N 0.45880(18) 0.9077(3) 0.41446(19) 0.0224(7) Uani 1 1 d . . .
N5 N 0.43338(18) 0.8293(3) 0.35076(19) 0.0246(8) Uani 1 1 d . . .
C8 C 0.3941(2) 0.7325(4) 0.3629(2) 0.0207(9) Uani 1 1 d . . .
N8 N 0.39351(18) 0.7491(3) 0.43071(19) 0.0237(8) Uani 1 1 d . . .
N10 N 0.89212(18) 0.4980(3) 0.07541(19) 0.0248(8) Uani 1 1 d . . .
C18 C 0.8951(2) 0.3815(5) 0.1109(3) 0.0350(11) Uani 1 1 d . . .
H18 H 0.9404 0.3398 0.1381 0.042 Uiso 1 1 calc R . .
C14 C 0.8260(2) 0.5525(5) 0.0360(3) 0.0325(11) Uani 1 1 d . . .
H14 H 0.8222 0.6331 0.0096 0.039 Uiso 1 1 calc R . .
C15 C 0.7627(2) 0.4977(4) 0.0317(3) 0.0318(11) Uani 1 1 d . . .
H15 H 0.7180 0.5407 0.0031 0.038 Uiso 1 1 calc R . .
N7 N 0.43499(17) 0.8594(3) 0.46175(18) 0.0219(8) Uani 1 1 d . . .
Zn1 Zn 0.48836(2) 0.10735(5) 0.08692(3) 0.02269(15) Uani 1 1 d . . .
O1W O 0.5554(2) 0.0755(4) 0.2125(2) 0.0446(9) Uani 1 1 d D . .
N1 N 0.4162(2) 0.2746(4) 0.1674(2) 0.0342(9) Uani 1 1 d . . .
N2 N 0.45006(19) 0.2806(4) 0.1220(2) 0.0301(9) Uani 1 1 d . . .
N3 N 0.4589(2) 0.4057(4) 0.1070(2) 0.0357(9) Uani 1 1 d . . .
N4 N 0.4307(2) 0.4873(4) 0.1416(2) 0.0361(9) Uani 1 1 d . . .
N9 N 0.58105(18) 0.2057(3) 0.08382(19) 0.0239(8) Uani 1 1 d . . .
C1 C 0.3677(2) 0.4548(4) 0.2209(2) 0.0239(9) Uani 1 1 d . . .
C2 C 0.3942(2) 0.5691(4) 0.2672(2) 0.0231(9) Uani 1 1 d . . .
H2 H 0.4351 0.6134 0.2697 0.028 Uiso 1 1 calc R . .
C3 C 0.3607(2) 0.6184(4) 0.3099(2) 0.0221(9) Uani 1 1 d . . .
C4 C 0.2987(2) 0.5527(4) 0.3050(2) 0.0259(10) Uani 1 1 d . . .
H4 H 0.2756 0.5848 0.3329 0.031 Uiso 1 1 calc R . .
C5 C 0.2721(2) 0.4393(4) 0.2581(2) 0.0299(10) Uani 1 1 d . . .
H5 H 0.2304 0.3960 0.2542 0.036 Uiso 1 1 calc R . .
C6 C 0.3063(2) 0.3900(4) 0.2172(2) 0.0315(10) Uani 1 1 d . . .
H6 H 0.2882 0.3128 0.1868 0.038 Uiso 1 1 calc R . .
C7 C 0.4047(2) 0.4050(4) 0.1768(2) 0.0255(9) Uani 1 1 d . . .
C9 C 0.5753(2) 0.3202(4) 0.0450(2) 0.0274(10) Uani 1 1 d . . .
H9 H 0.5301 0.3635 0.0214 0.033 Uiso 1 1 calc R . .
C10 C 0.6329(2) 0.3778(4) 0.0381(2) 0.0277(10) Uani 1 1 d . . .
H10 H 0.6261 0.4585 0.0109 0.033 Uiso 1 1 calc R . .
C11 C 0.7007(2) 0.3161(4) 0.0713(2) 0.0208(9) Uani 1 1 d . . .
C12 C 0.7065(2) 0.1961(4) 0.1113(2) 0.0263(10) Uani 1 1 d . . .
H12 H 0.7507 0.1493 0.1341 0.032 Uiso 1 1 calc R . .
C13 C 0.6465(2) 0.1468(4) 0.1169(2) 0.0274(10) Uani 1 1 d . . .
H13 H 0.6521 0.0680 0.1453 0.033 Uiso 1 1 calc R . .
C16 C 0.7666(2) 0.3768(4) 0.0706(2) 0.0229(9) Uani 1 1 d . . .
C17 C 0.8351(2) 0.3191(5) 0.1097(3) 0.0358(12) Uani 1 1 d . . .
H17 H 0.8406 0.2372 0.1355 0.043 Uiso 1 1 calc R . .
H2W H 0.546(3) 0.127(5) 0.242(3) 0.09(2) Uiso 1 1 d D . .
H1W H 0.574(4) -0.003(3) 0.225(4) 0.11(3) Uiso 1 1 d D . .


_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
N6 N7 1.317(4) . ?
N6 N5 1.345(4) . ?
N6 Zn1 2.256(3) 2_665 ?
N5 C8 1.341(5) . ?
C8 N8 1.337(5) . ?
C8 C3 1.466(5) . ?
N8 N7 1.342(4) . ?
N10 C18 1.327(5) . ?
N10 C14 1.330(5) . ?
N10 Zn1 2.177(3) 3 ?
C18 C17 1.373(6) . ?
C18 H18 0.9300 . ?
C14 C15 1.377(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.395(6) . ?
C15 H15 0.9300 . ?
N7 Zn1 2.187(3) 6_566 ?
Zn1 N2 2.122(3) . ?
Zn1 N9 2.169(3) . ?
Zn1 N10 2.177(3) 3_445 ?
Zn1 N7 2.187(3) 6_565 ?
Zn1 O1W 2.207(4) . ?
Zn1 N6 2.256(3) 2_645 ?
O1W H2W 0.850(10) . ?
O1W H1W 0.847(10) . ?
N1 C7 1.335(5) . ?
N1 N2 1.360(5) . ?
N2 N3 1.300(5) . ?
N3 N4 1.343(5) . ?
N4 C7 1.326(5) . ?
N9 C13 1.330(5) . ?
N9 C9 1.334(5) . ?
C1 C2 1.387(5) . ?
C1 C6 1.389(6) . ?
C1 C7 1.473(5) . ?
C2 C3 1.393(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(6) . ?
C4 C5 1.387(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C9 C10 1.379(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.380(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.390(6) . ?
C11 C16 1.491(5) . ?
C12 C13 1.381(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C16 C17 1.380(6) . ?
C17 H17 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
N7 N6 N5 109.0(3) . . ?
N7 N6 Zn1 131.4(2) . 2_665 ?
N5 N6 Zn1 118.3(2) . 2_665 ?
C8 N5 N6 104.8(3) . . ?
N8 C8 N5 111.7(3) . . ?
N8 C8 C3 125.0(4) . . ?
N5 C8 C3 123.2(3) . . ?
C8 N8 N7 104.4(3) . . ?
C18 N10 C14 116.0(4) . . ?
C18 N10 Zn1 123.6(3) . 3 ?
C14 N10 Zn1 120.1(3) . 3 ?
N10 C18 C17 123.7(4) . . ?
N10 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?
N10 C14 C15 124.5(4) . . ?
N10 C14 H14 117.8 . . ?
C15 C14 H14 117.8 . . ?
C14 C15 C16 119.2(4) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
N6 N7 N8 110.1(3) . . ?
N6 N7 Zn1 124.6(2) . 6_566 ?
N8 N7 Zn1 120.7(2) . 6_566 ?
N2 Zn1 N9 96.50(13) . . ?
N2 Zn1 N10 88.53(13) . 3_445 ?
N9 Zn1 N10 172.60(13) . 3_445 ?
N2 Zn1 N7 99.66(13) . 6_565 ?
N9 Zn1 N7 84.11(12) . 6_565 ?
N10 Zn1 N7 89.70(13) 3_445 6_565 ?
N2 Zn1 O1W 83.86(13) . . ?
N9 Zn1 O1W 89.22(14) . . ?
N10 Zn1 O1W 96.73(14) 3_445 . ?
N7 Zn1 O1W 172.77(13) 6_565 . ?
N2 Zn1 N6 163.63(13) . 2_645 ?
N9 Zn1 N6 87.30(12) . 2_645 ?
N10 Zn1 N6 89.38(12) 3_445 2_645 ?
N7 Zn1 N6 96.57(12) 6_565 2_645 ?
O1W Zn1 N6 80.27(12) . 2_645 ?
Zn1 O1W H2W 116(4) . . ?
Zn1 O1W H1W 115(5) . . ?
H2W O1W H1W 125(6) . . ?
C7 N1 N2 103.0(3) . . ?
N3 N2 N1 110.8(3) . . ?
N3 N2 Zn1 125.4(3) . . ?
N1 N2 Zn1 123.7(3) . . ?
N2 N3 N4 108.5(3) . . ?
C7 N4 N3 105.4(3) . . ?
C13 N9 C9 116.6(3) . . ?
C13 N9 Zn1 120.1(3) . . ?
C9 N9 Zn1 123.1(3) . . ?
C2 C1 C6 119.0(4) . . ?
C2 C1 C7 119.6(4) . . ?
C6 C1 C7 121.4(4) . . ?
C1 C2 C3 121.0(4) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 C8 119.2(4) . . ?
C4 C3 C8 121.5(4) . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C6 C5 C4 120.9(4) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 120.4(4) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
N4 C7 N1 112.2(4) . . ?
N4 C7 C1 122.7(4) . . ?
N1 C7 C1 125.1(4) . . ?
N9 C9 C10 123.3(4) . . ?
N9 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C9 C10 C11 120.3(4) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C12 116.4(4) . . ?
C10 C11 C16 123.2(4) . . ?
C12 C11 C16 120.2(4) . . ?
C13 C12 C11 119.7(4) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
N9 C13 C12 123.7(4) . . ?
N9 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
C17 C16 C15 116.0(4) . . ?
C17 C16 C11 122.3(4) . . ?
C15 C16 C11 121.7(4) . . ?
C18 C17 C16 120.6(4) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.831
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.079



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1407194'
_audit_update_record             
;
2015-06-17 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H12 Cl2 N10 O0 Zn2'
_chemical_formula_weight         570.06

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'
Cl Cl 0.1484 0.1585 '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                   9.0585(18)
_cell_length_b                   11.245(2)
_cell_length_c                   11.283(2)
_cell_angle_alpha                94.55(3)
_cell_angle_beta                 108.18(3)
_cell_angle_gamma                93.49(3)
_cell_volume                     1084.0(3)
_cell_formula_units_Z            2
_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          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_exptl_absorpt_coefficient_mu    2.488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6106
_exptl_absorpt_correction_T_max  0.6916
_exptl_absorpt_process_details   ?

_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 Apex 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            9492
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0499
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.11
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3816
_reflns_number_gt                3105
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_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)+(0.0293P)²+0.6787P] 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         3816
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.0825
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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 0.31015(5) 0.80729(4) 0.15071(4) 0.02844(13) Uani 1 1 d . . .
Zn2 Zn 0.33131(5) 1.30797(4) 0.34210(4) 0.02876(13) Uani 1 1 d . . .
C1 C 0.2353(4) 1.0261(3) -0.0868(3) 0.0295(9) Uani 1 1 d . . .
C2 C 0.1260(5) 0.9329(4) -0.1518(4) 0.0402(10) Uani 1 1 d . . .
H2 H 0.0741 0.8868 -0.1096 0.048 Uiso 1 1 calc R . .
C3 C 0.0944(5) 0.9087(4) -0.2798(4) 0.0524(13) Uani 1 1 d . . .
H3 H 0.0210 0.8460 -0.3235 0.063 Uiso 1 1 calc R . .
C4 C 0.1706(5) 0.9763(4) -0.3434(4) 0.0426(11) Uani 1 1 d . . .
H4 H 0.1485 0.9594 -0.4295 0.051 Uiso 1 1 calc R . .
C5 C 0.2811(4) 1.0703(3) -0.2781(3) 0.0280(9) Uani 1 1 d . . .
C6 C 0.3122(4) 1.0950(3) -0.1506(3) 0.0292(9) Uani 1 1 d . . .
H6 H 0.3851 1.1580 -0.1069 0.035 Uiso 1 1 calc R . .
C7 C 0.2684(4) 1.0594(3) 0.0484(3) 0.0279(8) Uani 1 1 d . . .
C8 C 0.3556(4) 1.1450(3) -0.3482(3) 0.0266(8) Uani 1 1 d . . .
C9 C 0.1033(4) 0.7584(3) 0.3053(4) 0.0377(10) Uani 1 1 d . . .
H9 H 0.1763 0.8112 0.3661 0.045 Uiso 1 1 calc R . .
C10 C -0.0161(4) 0.7017(4) 0.3367(4) 0.0372(10) Uani 1 1 d . . .
H10 H -0.0221 0.7156 0.4174 0.045 Uiso 1 1 calc R . .
C11 C -0.1274(4) 0.6238(3) 0.2472(4) 0.0294(9) Uani 1 1 d . . .
C12 C -0.1145(4) 0.6099(3) 0.1286(4) 0.0360(9) Uani 1 1 d . . .
H12 H -0.1897 0.5614 0.0649 0.043 Uiso 1 1 calc R . .
C13 C 0.0098(4) 0.6677(3) 0.1042(4) 0.0364(10) Uani 1 1 d . . .
H13 H 0.0180 0.6553 0.0241 0.044 Uiso 1 1 calc R . .
C14 C -0.2546(4) 0.5549(3) 0.2771(3) 0.0284(9) Uani 1 1 d . . .
C15 C -0.4029(4) 0.5376(3) 0.1919(4) 0.0345(9) Uani 1 1 d . . .
H15 H -0.4259 0.5717 0.1166 0.041 Uiso 1 1 calc R . .
C16 C -0.5166(4) 0.4693(3) 0.2197(4) 0.0374(10) Uani 1 1 d . . .
H16 H -0.6167 0.4595 0.1622 0.045 Uiso 1 1 calc R . .
C17 C -0.2291(5) 0.5050(4) 0.3883(4) 0.0435(11) Uani 1 1 d . . .
H17 H -0.1317 0.5180 0.4495 0.052 Uiso 1 1 calc R . .
C18 C -0.3467(4) 0.4359(4) 0.4095(4) 0.0412(10) Uani 1 1 d . . .
H18 H -0.3263 0.4016 0.4846 0.049 Uiso 1 1 calc R . .
N1 N 0.2899(3) 0.9834(2) 0.1374(3) 0.0281(7) Uani 1 1 d . . .
N2 N 0.3182(4) 1.0501(3) 0.2466(3) 0.0332(7) Uani 1 1 d . . .
N3 N 0.3117(4) 1.1621(3) 0.2212(3) 0.0343(8) Uani 1 1 d . . .
N4 N 0.2820(4) 1.1720(3) 0.0989(3) 0.0365(8) Uani 1 1 d . . .
N5 N 0.5030(3) 1.1969(3) -0.3076(3) 0.0284(7) Uani 1 1 d . . .
N6 N 0.5218(3) 1.2594(3) -0.3991(3) 0.0310(7) Uani 1 1 d . . .
N7 N 0.3876(3) 1.2444(3) -0.4904(3) 0.0313(7) Uani 1 1 d . . .
N8 N 0.2812(3) 1.1734(3) -0.4620(3) 0.0330(8) Uani 1 1 d . . .
N9 N 0.1195(3) 0.7414(3) 0.1916(3) 0.0311(7) Uani 1 1 d . . .
N10 N -0.4901(3) 0.4163(3) 0.3253(3) 0.0297(7) Uani 1 1 d . . .
Cl1 Cl 0.32569(12) 0.69853(9) -0.01522(10) 0.0447(3) Uani 1 1 d . . .
Cl2 Cl 0.11562(12) 1.39690(10) 0.28350(11) 0.0516(3) Uani 1 1 d . . .


_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 N1 2.013(3) . ?
Zn1 N9 2.035(3) . ?
Zn1 N5 2.038(3) 2_675 ?
Zn1 Cl1 2.2006(13) . ?
Zn2 N7 2.000(3) 1_556 ?
Zn2 N3 2.010(3) . ?
Zn2 N10 2.031(3) 1_665 ?
Zn2 Cl2 2.1889(13) . ?
C1 C2 1.384(5) . ?
C1 C6 1.393(5) . ?
C1 C7 1.472(5) . ?
C2 C3 1.383(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.396(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(5) . ?
C5 C8 1.469(5) . ?
C6 H6 0.9300 . ?
C7 N4 1.328(4) . ?
C7 N1 1.346(4) . ?
C8 N8 1.324(4) . ?
C8 N5 1.347(4) . ?
C9 N9 1.337(5) . ?
C9 C10 1.376(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.386(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.377(5) . ?
C11 C14 1.488(5) . ?
C12 C13 1.377(5) . ?
C12 H12 0.9300 . ?
C13 N9 1.343(5) . ?
C13 H13 0.9300 . ?
C14 C17 1.375(5) . ?
C14 C15 1.378(5) . ?
C15 C16 1.376(5) . ?
C15 H15 0.9300 . ?
C16 N10 1.336(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(5) . ?
C17 H17 0.9300 . ?
C18 N10 1.342(5) . ?
C18 H18 0.9300 . ?
N1 N2 1.333(4) . ?
N2 N3 1.314(4) . ?
N3 N4 1.336(4) . ?
N5 N6 1.341(4) . ?
N5 Zn1 2.038(3) 2_675 ?
N6 N7 1.316(4) . ?
N7 N8 1.346(4) . ?
N7 Zn2 2.000(3) 1_554 ?
N10 Zn2 2.031(3) 1_445 ?

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 Zn1 N9 106.39(12) . . ?
N1 Zn1 N5 103.72(12) . 2_675 ?
N9 Zn1 N5 106.60(12) . 2_675 ?
N1 Zn1 Cl1 117.10(9) . . ?
N9 Zn1 Cl1 108.44(10) . . ?
N5 Zn1 Cl1 113.88(9) 2_675 . ?
N7 Zn2 N3 103.85(13) 1_556 . ?
N7 Zn2 N10 111.47(13) 1_556 1_665 ?
N3 Zn2 N10 105.16(13) . 1_665 ?
N7 Zn2 Cl2 117.29(10) 1_556 . ?
N3 Zn2 Cl2 108.86(10) . . ?
N10 Zn2 Cl2 109.37(9) 1_665 . ?
C2 C1 C6 119.9(3) . . ?
C2 C1 C7 121.9(3) . . ?
C6 C1 C7 118.1(3) . . ?
C3 C2 C1 119.6(4) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 120.8(4) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 C8 121.3(3) . . ?
C4 C5 C8 119.0(3) . . ?
C5 C6 C1 120.4(3) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
N4 C7 N1 110.6(3) . . ?
N4 C7 C1 123.2(3) . . ?
N1 C7 C1 126.1(3) . . ?
N8 C8 N5 110.5(3) . . ?
N8 C8 C5 123.0(3) . . ?
N5 C8 C5 126.4(3) . . ?
N9 C9 C10 123.2(3) . . ?
N9 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
C9 C10 C11 119.5(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 117.4(3) . . ?
C12 C11 C14 120.5(3) . . ?
C10 C11 C14 122.0(3) . . ?
C11 C12 C13 120.0(4) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
N9 C13 C12 122.6(4) . . ?
N9 C13 H13 118.7 . . ?
C12 C13 H13 118.7 . . ?
C17 C14 C15 117.6(3) . . ?
C17 C14 C11 122.0(3) . . ?
C15 C14 C11 120.5(3) . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
N10 C16 C15 123.1(3) . . ?
N10 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C18 C17 C14 120.4(4) . . ?
C18 C17 H17 119.8 . . ?
C14 C17 H17 119.8 . . ?
N10 C18 C17 122.2(4) . . ?
N10 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
N2 N1 C7 106.8(3) . . ?
N2 N1 Zn1 114.9(2) . . ?
C7 N1 Zn1 138.0(2) . . ?
N3 N2 N1 106.6(3) . . ?
N2 N3 N4 112.1(3) . . ?
N2 N3 Zn2 127.3(2) . . ?
N4 N3 Zn2 120.5(2) . . ?
C7 N4 N3 103.9(3) . . ?
N6 N5 C8 107.0(3) . . ?
N6 N5 Zn1 118.3(2) . 2_675 ?
C8 N5 Zn1 134.6(2) . 2_675 ?
N7 N6 N5 106.4(3) . . ?
N6 N7 N8 111.8(3) . . ?
N6 N7 Zn2 128.7(2) . 1_554 ?
N8 N7 Zn2 119.5(2) . 1_554 ?
C8 N8 N7 104.2(3) . . ?
C9 N9 C13 117.2(3) . . ?
C9 N9 Zn1 123.4(3) . . ?
C13 N9 Zn1 119.1(3) . . ?
C16 N10 C18 117.4(3) . . ?
C16 N10 Zn2 117.0(2) . 1_445 ?
C18 N10 Zn2 125.5(3) . 1_445 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.073
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1407195'
_audit_update_record             
;
2015-06-17 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H6 N8 O2 Zn2'
_chemical_formula_weight         376.99

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                   8.1044(16)
_cell_length_b                   16.023(3)
_cell_length_c                   10.137(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.31(2)
_cell_angle_gamma                90.00
_cell_volume                     1169.6(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            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.141
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    4.117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4645
_exptl_absorpt_correction_T_max  0.5588
_exptl_absorpt_process_details   ?

_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 Apex 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            9859
_diffrn_reflns_av_R_equivalents  0.0706
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2055
_reflns_number_gt                1689
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_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)+(0.0345P)²+5.0900P] 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         2055
_refine_ls_number_parameters     185
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1103
_refine_ls_wR_factor_gt          0.1046
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_restrained_S_all      1.167
_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 0.70535(11) 0.80960(5) 0.98772(8) 0.0239(2) Uani 1 1 d . . .
Zn2 Zn 0.53720(11) 0.64133(5) 0.74043(8) 0.0236(2) Uani 1 1 d . . .
C1 C 0.2465(9) 0.9691(4) 0.4773(7) 0.0219(15) Uani 1 1 d . . .
C2 C 0.1268(9) 1.0374(4) 0.4315(7) 0.0251(16) Uani 1 1 d . . .
H2 H 0.1300 1.0767 0.5000 0.030 Uiso 1 1 calc R . .
C3 C 0.0034(9) 1.0458(4) 0.2829(7) 0.0270(16) Uani 1 1 d . . .
H3 H -0.0746 1.0920 0.2517 0.032 Uiso 1 1 calc R . .
C4 C -0.0067(9) 0.9875(4) 0.1800(8) 0.0274(16) Uani 1 1 d . . .
H4 H -0.0934 0.9935 0.0808 0.033 Uiso 1 1 calc R . .
C5 C 0.1142(9) 0.9190(4) 0.2250(7) 0.0231(15) Uani 1 1 d . . .
C6 C 0.2377(9) 0.9097(4) 0.3751(7) 0.0213(15) Uani 1 1 d . . .
H6 H 0.3149 0.8632 0.4069 0.026 Uiso 1 1 calc R . .
C7 C 0.3796(9) 0.9551(4) 0.6355(7) 0.0225(15) Uani 1 1 d . . .
C8 C 1.1170(9) 0.8585(4) 1.1166(7) 0.0210(14) Uani 1 1 d . . .
N1 N 0.4415(9) 0.8803(4) 0.6935(6) 0.0337(15) Uani 1 1 d . . .
N2 N 0.5554(8) 0.8959(4) 0.8371(6) 0.0288(14) Uani 1 1 d . . .
N3 N 0.5633(8) 0.9755(3) 0.8660(6) 0.0284(14) Uani 1 1 d . . .
N4 N 0.4537(7) 1.0147(3) 0.7410(6) 0.0223(13) Uani 1 1 d . . .
N5 N 0.9676(7) 0.8194(3) 1.0125(6) 0.0256(13) Uani 1 1 d . . .
N6 N 1.0278(8) 0.7714(4) 0.9335(6) 0.0295(14) Uani 1 1 d . . .
N7 N 1.2058(8) 0.7812(4) 0.9880(6) 0.0291(14) Uani 1 1 d . . .
N8 N 1.2656(7) 0.8349(3) 1.1047(6) 0.0250(13) Uani 1 1 d . . .
O1 O 0.6143(7) 0.6990(3) 0.9270(5) 0.0310(12) Uani 1 1 d D . .
O2 O 0.7149(6) 0.8229(3) 1.1785(5) 0.0302(12) Uani 1 1 d . . .
H2W H 0.8065 0.7979 1.2399 0.045 Uiso 1 1 d R . .
H1W H 0.612(13) 0.671(5) 0.997(7) 0.07(3) Uiso 1 1 d D . .


_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 1.910(5) . ?
Zn1 O2 1.912(5) . ?
Zn1 N2 2.004(6) . ?
Zn1 N5 2.029(6) . ?
Zn2 O2 1.904(5) 4_575 ?
Zn2 O1 1.933(5) . ?
Zn2 N8 2.026(5) 4_475 ?
Zn2 N4 2.037(5) 2_646 ?
C1 C6 1.386(9) . ?
C1 C2 1.392(9) . ?
C1 C7 1.483(9) . ?
C2 C3 1.380(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.401(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(9) . ?
C5 C8 1.473(9) 1_454 ?
C6 H6 0.9300 . ?
C7 N1 1.329(8) . ?
C7 N4 1.351(8) . ?
C8 N8 1.320(8) . ?
C8 N5 1.342(8) . ?
C8 C5 1.473(9) 1_656 ?
N1 N2 1.342(8) . ?
N2 N3 1.304(8) . ?
N3 N4 1.325(7) . ?
N4 Zn2 2.037(5) 2_656 ?
N5 N6 1.352(8) . ?
N6 N7 1.296(8) . ?
N7 N8 1.359(7) . ?
N8 Zn2 2.026(5) 4_676 ?
O1 H1W 0.846(10) . ?
O2 Zn2 1.904(5) 4_576 ?
O2 H2W 0.8214 . ?

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 O2 105.1(2) . . ?
O1 Zn1 N2 112.6(2) . . ?
O2 Zn1 N2 115.0(2) . . ?
O1 Zn1 N5 109.9(2) . . ?
O2 Zn1 N5 108.2(2) . . ?
N2 Zn1 N5 106.0(2) . . ?
O2 Zn2 O1 103.0(2) 4_575 . ?
O2 Zn2 N8 118.0(2) 4_575 4_475 ?
O1 Zn2 N8 109.7(2) . 4_475 ?
O2 Zn2 N4 109.3(2) 4_575 2_646 ?
O1 Zn2 N4 113.8(2) . 2_646 ?
N8 Zn2 N4 103.4(2) 4_475 2_646 ?
C6 C1 C2 120.1(6) . . ?
C6 C1 C7 117.8(6) . . ?
C2 C1 C7 122.0(6) . . ?
C3 C2 C1 119.1(6) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C4 C3 C2 121.5(6) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.7(6) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 119.0(6) . . ?
C6 C5 C8 119.6(6) . 1_454 ?
C4 C5 C8 121.4(6) . 1_454 ?
C1 C6 C5 120.5(6) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
N1 C7 N4 110.3(6) . . ?
N1 C7 C1 123.7(6) . . ?
N4 C7 C1 126.0(6) . . ?
N8 C8 N5 109.0(6) . . ?
N8 C8 C5 125.8(6) . 1_656 ?
N5 C8 C5 125.2(6) . 1_656 ?
C7 N1 N2 104.1(5) . . ?
N3 N2 N1 111.4(5) . . ?
N3 N2 Zn1 123.6(4) . . ?
N1 N2 Zn1 124.9(4) . . ?
N2 N3 N4 107.8(5) . . ?
N3 N4 C7 106.4(5) . . ?
N3 N4 Zn2 113.8(4) . 2_656 ?
C7 N4 Zn2 139.6(4) . 2_656 ?
C8 N5 N6 106.9(5) . . ?
C8 N5 Zn1 130.5(5) . . ?
N6 N5 Zn1 121.6(4) . . ?
N7 N6 N5 108.2(5) . . ?
N6 N7 N8 109.3(5) . . ?
C8 N8 N7 106.6(5) . . ?
C8 N8 Zn2 129.5(4) . 4_676 ?
N7 N8 Zn2 123.6(4) . 4_676 ?
Zn1 O1 Zn2 131.5(3) . . ?
Zn1 O1 H1W 112(7) . . ?
Zn2 O1 H1W 116(7) . . ?
Zn2 O2 Zn1 133.0(3) 4_576 . ?
Zn2 O2 H2W 117.0 4_576 . ?
Zn1 O2 H2W 108.4 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.896
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.125
