# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_A_SQ
_database_code_depnum_ccdc_archive 'CCDC 1533122'
_audit_update_record             
;
2017-03-31 deposited with the CCDC.
2017-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H18 N7 O6 Zn2'
_chemical_formula_weight         523.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.7565(2)
_cell_length_b                   16.3013(5)
_cell_length_c                   18.1525(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.092(3)
_cell_angle_gamma                90
_cell_volume                     2277.66(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    4432
_cell_measurement_theta_min      4.9190
_cell_measurement_theta_max      73.0470

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_F_000             1060
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_absorpt_coefficient_mu    2.981
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84220
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8823
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.657
_diffrn_reflns_theta_max         68.493
_diffrn_reflns_theta_full        67.679
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4191
_reflns_number_gt                3857
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1125P)²+30.5977P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4191
_refine_ls_number_parameters     284
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.1852
_refine_ls_wR_factor_gt          0.1825
_refine_ls_goodness_of_fit_ref   0.829
_refine_ls_restrained_S_all      0.828
_refine_ls_shift/su_max          0.053
_refine_ls_shift/su_mean         0.001

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.23757(9) 0.82295(4) 0.26776(4) 0.0198(2) Uani 1 1 d . . . . .
Zn2 Zn -0.03729(9) 0.97303(4) 0.28908(4) 0.0203(2) Uani 1 1 d . . . . .
O2 O 0.1964(6) 0.6835(2) -0.1283(2) 0.0255(9) Uani 1 1 d . . . . .
O4 O 0.1317(5) 0.9243(2) 0.2329(2) 0.0238(8) Uani 1 1 d . . . . .
O1 O 0.0711(5) 0.5642(2) -0.1053(2) 0.0232(8) Uani 1 1 d . . . . .
N2 N 0.1809(6) 0.7180(3) 0.2159(2) 0.0213(9) Uani 1 1 d . . . . .
N6 N -0.5038(7) 0.8421(3) 0.2701(3) 0.0258(10) Uani 1 1 d . . . . .
C7 C 0.1294(7) 0.6448(3) 0.2399(3) 0.0213(11) Uani 1 1 d . . . . .
C1 C 0.1196(7) 0.6291(3) 0.1212(3) 0.0185(10) Uani 1 1 d . . . . .
N3 N -0.2488(6) 0.8995(3) 0.2778(3) 0.0251(10) Uani 1 1 d . . . . .
C10 C 0.1376(7) 0.6327(3) -0.0855(3) 0.0194(10) Uani 1 1 d . . . . .
N1 N 0.0931(6) 0.5888(3) 0.1865(2) 0.0191(9) Uani 1 1 d . . . . .
C2 C 0.1061(7) 0.6016(3) 0.0475(3) 0.0198(10) Uani 1 1 d . . . . .
H2 H 0.0689 0.5487 0.0346 0.024 Uiso 1 1 calc R U . . .
C4 C 0.2070(8) 0.7371(3) 0.0146(3) 0.0254(12) Uani 1 1 d . . . . .
H4 H 0.2365 0.7726 -0.0219 0.031 Uiso 1 1 calc R U . . .
C3 C 0.1505(7) 0.6567(3) -0.0055(3) 0.0197(10) Uani 1 1 d . . . . .
C6 C 0.1750(7) 0.7086(3) 0.1402(3) 0.0201(11) Uani 1 1 d . . . . .
C5 C 0.2194(9) 0.7640(4) 0.0868(3) 0.0287(13) Uani 1 1 d . . . . .
H5 H 0.2559 0.8170 0.0996 0.034 Uiso 1 1 calc R U . . .
O5 O -0.2067(10) 0.8284(4) 0.0154(4) 0.0669(17) Uani 1 1 d . . . . .
N7 N -0.3038(7) 0.7016(4) 0.0368(3) 0.0362(12) Uani 1 1 d . . . . .
N5 N -0.3902(7) 0.7885(4) 0.2499(4) 0.0418(14) Uani 1 1 d . . . . .
C15 C -0.2389(11) 0.7745(5) 0.0584(4) 0.0502(19) Uani 1 1 d . . . . .
H15 H -0.2170 0.7850 0.1091 0.060 Uiso 1 1 calc R U . . .
C13 C -0.3376(12) 0.6795(6) -0.0408(4) 0.054(2) Uani 1 1 d . . . . .
H13A H -0.3838 0.6249 -0.0452 0.081 Uiso 1 1 calc R U . . .
H13B H -0.4200 0.7172 -0.0659 0.081 Uiso 1 1 calc R U . . .
H13C H -0.2313 0.6819 -0.0627 0.081 Uiso 1 1 calc R U . . .
C11 C -0.4136(8) 0.9108(4) 0.2863(3) 0.0275(12) Uani 1 1 d . . . . .
N4 N -0.2356(8) 0.8208(3) 0.2546(4) 0.0451(15) Uani 1 1 d . . . . .
C14 C -0.3459(10) 0.6425(5) 0.0909(5) 0.0498(19) Uani 1 1 d . . . . .
H14A H -0.3909 0.5936 0.0660 0.075 Uiso 1 1 calc R U . . .
H14B H -0.2432 0.6293 0.1239 0.075 Uiso 1 1 calc R U . . .
H14C H -0.4318 0.6651 0.1189 0.075 Uiso 1 1 calc R U . . .
C12 C -0.4878(11) 0.9872(5) 0.3142(7) 0.066(3) Uani 1 1 d . . . . .
H12A H -0.6103 0.9802 0.3154 0.100 Uiso 1 1 calc R U . . .
H12B H -0.4324 0.9988 0.3634 0.100 Uiso 1 1 calc R U . . .
H12C H -0.4685 1.0320 0.2819 0.100 Uiso 1 1 calc R U . . .
O6 O 2.9906(13) 0.5442(5) 0.5670(5) 0.086(3) Uani 1 1 d G U . . .
H6A H 2.9848 0.5656 0.6093 0.128 Uiso 1 1 d G U . . .
H6B H 2.9205 0.5687 0.5345 0.128 Uiso 1 1 d G U . . .
O3 O 0.1480(8) 0.5381(3) 0.3265(3) 0.0486(13) Uani 0.310(19) 1 d . . P A 1
C8 C 0.1218(10) 0.6254(4) 0.3204(3) 0.0355(15) Uani 0.310(19) 1 d . U P A 1
C9 C 0.334(4) 0.6232(13) 0.3565(11) 0.045(6) Uani 0.310(19) 1 d . U P A 1
O3A O 0.1480(8) 0.5381(3) 0.3265(3) 0.0486(13) Uani 0.690(19) 1 d . . P A 2
C8A C 0.1218(10) 0.6254(4) 0.3204(3) 0.0355(15) Uani 0.690(19) 1 d . . P A 2
C9A C -0.0668(14) 0.6421(6) 0.3407(5) 0.039(3) Uani 0.690(19) 1 d . . P A 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 O4 1.918(4) . ?
Zn1 O2 1.955(4) 4_576 ?
Zn1 N2 1.976(4) . ?
Zn1 N6 2.025(5) 1_655 ?
Zn2 O4 1.928(4) . ?
Zn2 N1 1.998(4) 2 ?
Zn2 N3 2.022(5) . ?
Zn2 O1 2.087(4) 4_576 ?
Zn2 O3A 2.413(5) 2 ?
Zn2 O3 2.413(5) 2 ?
O2 C10 1.260(6) . ?
O2 Zn1 1.955(4) 4_575 ?
O1 C10 1.263(6) . ?
O1 Zn2 2.087(4) 4_575 ?
N2 C7 1.348(7) . ?
N2 C6 1.377(7) . ?
N6 N5 1.324(7) . ?
N6 C11 1.333(8) . ?
N6 Zn1 2.025(5) 1_455 ?
C7 N1 1.335(7) . ?
C7 C8A 1.503(8) . ?
C7 C8 1.503(8) . ?
C1 N1 1.393(7) . ?
C1 C2 1.403(7) . ?
C1 C6 1.395(7) . ?
N3 C11 1.319(8) . ?
N3 N4 1.358(7) . ?
C10 C3 1.495(7) . ?
N1 Zn2 1.998(4) 2_545 ?
C2 C3 1.389(7) . ?
C2 H2 0.9300 . ?
C4 C5 1.373(8) . ?
C4 C3 1.416(8) . ?
C4 H4 0.9300 . ?
C6 C5 1.399(8) . ?
C5 H5 0.9300 . ?
O5 C15 1.223(10) . ?
N7 C15 1.330(10) . ?
N7 C14 1.442(9) . ?
N7 C13 1.446(9) . ?
N5 N4 1.303(8) . ?
C15 H15 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 C12 1.487(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
O6 H6A 0.8499 . ?
O6 H6B 0.8498 . ?
O3 C8 1.440(8) . ?
O3 Zn2 2.413(5) 2_545 ?
C8 C9 1.69(3) . ?
O3A C8A 1.440(8) . ?
O3A Zn2 2.413(5) 2_545 ?
C8A C9A 1.575(13) . ?

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
O4 Zn1 O2 104.53(16) . 4_576 ?
O4 Zn1 N2 121.85(18) . . ?
O2 Zn1 N2 111.08(17) 4_576 . ?
O4 Zn1 N6 104.88(18) . 1_655 ?
O2 Zn1 N6 105.50(19) 4_576 1_655 ?
N2 Zn1 N6 107.78(19) . 1_655 ?
O4 Zn2 N1 133.33(18) . 2 ?
O4 Zn2 N3 107.36(18) . . ?
N1 Zn2 N3 112.77(19) 2 . ?
O4 Zn2 O1 98.25(16) . 4_576 ?
N1 Zn2 O1 98.31(16) 2 4_576 ?
N3 Zn2 O1 98.66(18) . 4_576 ?
O4 Zn2 O3A 85.02(17) . 2 ?
N1 Zn2 O3A 73.37(17) 2 2 ?
N3 Zn2 O3A 88.6(2) . 2 ?
O1 Zn2 O3A 170.69(17) 4_576 2 ?
O4 Zn2 O3 85.02(17) . 2 ?
N1 Zn2 O3 73.37(17) 2 2 ?
N3 Zn2 O3 88.6(2) . 2 ?
O1 Zn2 O3 170.69(17) 4_576 2 ?
C10 O2 Zn1 132.4(4) . 4_575 ?
Zn1 O4 Zn2 118.14(19) . . ?
C10 O1 Zn2 128.5(3) . 4_575 ?
C7 N2 C6 104.4(4) . . ?
C7 N2 Zn1 132.1(4) . . ?
C6 N2 Zn1 123.3(4) . . ?
N5 N6 C11 105.4(5) . . ?
N5 N6 Zn1 125.7(4) . 1_455 ?
C11 N6 Zn1 128.7(4) . 1_455 ?
N1 C7 N2 114.5(5) . . ?
N1 C7 C8A 122.2(5) . . ?
N2 C7 C8A 123.3(5) . . ?
N1 C7 C8 122.2(5) . . ?
N2 C7 C8 123.3(5) . . ?
N1 C1 C2 131.3(5) . . ?
N1 C1 C6 107.5(4) . . ?
C2 C1 C6 121.1(5) . . ?
C11 N3 N4 106.2(5) . . ?
C11 N3 Zn2 133.8(4) . . ?
N4 N3 Zn2 120.0(4) . . ?
O1 C10 O2 124.9(5) . . ?
O1 C10 C3 118.9(5) . . ?
O2 C10 C3 116.2(5) . . ?
C7 N1 C1 104.8(4) . . ?
C7 N1 Zn2 121.1(4) . 2_545 ?
C1 N1 Zn2 133.9(4) . 2_545 ?
C3 C2 C1 117.3(5) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C5 C4 C3 121.6(5) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C2 C3 C4 121.0(5) . . ?
C2 C3 C10 120.7(5) . . ?
C4 C3 C10 118.3(5) . . ?
N2 C6 C5 129.7(5) . . ?
N2 C6 C1 108.8(5) . . ?
C5 C6 C1 121.5(5) . . ?
C4 C5 C6 117.5(5) . . ?
C4 C5 H5 121.2 . . ?
C6 C5 H5 121.2 . . ?
C15 N7 C14 120.4(6) . . ?
C15 N7 C13 121.7(7) . . ?
C14 N7 C13 117.9(7) . . ?
N4 N5 N6 110.7(5) . . ?
O5 C15 N7 123.6(8) . . ?
O5 C15 H15 118.2 . . ?
N7 C15 H15 118.2 . . ?
N7 C13 H13A 109.5 . . ?
N7 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N7 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C11 N6 110.3(5) . . ?
N3 C11 C12 125.3(6) . . ?
N6 C11 C12 124.3(6) . . ?
N5 N4 N3 107.3(5) . . ?
N7 C14 H14A 109.5 . . ?
N7 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N7 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H6A O6 H6B 109.5 . . ?
C8 O3 Zn2 109.6(4) . 2_545 ?
O3 C8 C7 105.1(5) . . ?
O3 C8 C9 80.1(9) . . ?
C7 C8 C9 103.2(9) . . ?
C8A O3A Zn2 109.6(4) . 2_545 ?
O3A C8A C7 105.1(5) . . ?
O3A C8A C9A 106.2(6) . . ?
C7 C8A C9A 109.9(6) . . ?

_refine_diff_density_max         1.547
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.135

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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 1533123'
_audit_update_record             
;
2017-03-31 deposited with the CCDC.
2017-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H14 N8 O6 Zn2'
_chemical_formula_sum            'C21 H14 N8 O6 Zn2'
_chemical_formula_weight         605.14

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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   14.0656(5)
_cell_length_b                   14.0656(5)
_cell_length_c                   15.9629(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3158.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7542
_cell_measurement_theta_min      2.8965
_cell_measurement_theta_max      27.4895

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.561
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7903
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Mercury70 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24398
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.896
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3625
_reflns_number_gt                3250
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.713
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1111P)²+0.2726P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.07(4)
_chemical_absolute_configuration s
_refine_ls_number_reflns         3625
_refine_ls_number_parameters     170
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1663
_refine_ls_wR_factor_gt          0.1615
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.50506(4) 0.23068(4) 0.41039(4) 0.0376(2) Uani 1 1 d . . . . .
O3 O 0.6681(4) 0.4057(4) 0.1236(3) 0.0615(12) Uani 1 1 d . . . . .
N2 N 0.4531(3) 0.1785(3) 0.3013(3) 0.0359(9) Uani 1 1 d . . . . .
N3 N 0.3968(4) 0.3008(4) 0.4675(4) 0.0596(15) Uani 1 1 d . . . . .
C7 C 0.3894(4) 0.1089(4) 0.2898(3) 0.0339(11) Uani 1 1 d . . . . .
C5 C 0.4311(4) 0.1456(4) 0.1654(4) 0.0448(13) Uani 1 1 d . . . . .
C4 C 0.4465(6) 0.1511(6) 0.0771(4) 0.066(2) Uani 1 1 d . . . . .
H4 H 0.4148 0.1121 0.0393 0.079 Uiso 1 1 calc R U . . .
N1 N 0.3722(3) 0.0851(3) 0.2112(3) 0.0387(10) Uani 1 1 d . . . . .
C11 C 0.3839(5) 0.3839(5) 0.5000 0.056(2) Uani 1 2 d S T P . .
C2 C 0.5624(5) 0.2756(5) 0.1072(4) 0.0533(15) Uani 1 1 d . . . . .
C6 C 0.4806(4) 0.2043(4) 0.2207(3) 0.0367(10) Uani 1 1 d . . . . .
C8 C 0.3463(5) 0.0564(5) 0.3642(4) 0.0511(15) Uani 1 1 d . U . . .
H8 H 0.3474 0.0976 0.4137 0.061 Uiso 1 1 calc R U . . .
C10 C 0.6297(6) 0.3499(6) 0.0713(4) 0.0615(19) Uani 1 1 d . . . . .
C1 C 0.5454(5) 0.2698(4) 0.1909(4) 0.0479(13) Uani 1 1 d . . . . .
H1 H 0.5773 0.3097 0.2279 0.058 Uiso 1 1 calc R U . . .
O2 O 0.6476(6) 0.3510(7) -0.0036(4) 0.134(4) Uani 1 1 d . . . . .
N4 N 0.3116(6) 0.2587(6) 0.4781(8) 0.135(5) Uani 1 1 d . . . . .
C3 C 0.5125(6) 0.2190(5) 0.0516(4) 0.067(2) Uani 1 1 d . . . . .
H3 H 0.5236 0.2266 -0.0054 0.080 Uiso 1 1 calc R U . . .
O1 O 0.2533(7) 0.0319(7) 0.3454(8) 0.131(3) Uani 1 1 d . U . . .
H1A H 0.2265 0.0772 0.3234 0.196 Uiso 1 1 calc R U . . .
C9 C 0.3957(6) -0.0358(7) 0.3837(6) 0.085(3) Uani 1 1 d . . . . .
H9A H 0.4610 -0.0235 0.3974 0.127 Uiso 1 1 calc R U . . .
H9B H 0.3650 -0.0659 0.4305 0.127 Uiso 1 1 calc R U . . .
H9C H 0.3926 -0.0770 0.3358 0.127 Uiso 1 1 calc R U . . .


_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 O3 1.973(4) 8_665 ?
Zn1 N1 2.005(5) 4 ?
Zn1 N2 2.027(4) . ?
Zn1 N3 2.030(5) . ?
O3 C10 1.267(8) . ?
O3 Zn1 1.973(4) 8_665 ?
N2 C7 1.339(6) . ?
N2 C6 1.392(7) . ?
N3 C11 1.292(8) . ?
N3 N4 1.348(9) . ?
C7 N1 1.320(6) . ?
C7 C8 1.525(8) . ?
C5 C6 1.395(8) . ?
C5 N1 1.395(7) . ?
C5 C4 1.428(9) . ?
C4 C3 1.393(10) . ?
C4 H4 0.9300 . ?
N1 Zn1 2.005(5) 3_544 ?
C11 N3 1.292(8) 7_556 ?
C2 C1 1.360(9) . ?
C2 C3 1.384(9) . ?
C2 C10 1.523(9) . ?
C6 C1 1.381(8) . ?
C8 O1 1.386(11) . ?
C8 C9 1.504(11) . ?
C8 H8 0.9800 . ?
C10 O2 1.222(8) . ?
C1 H1 0.9300 . ?
N4 N4 1.263(14) 7_556 ?
C3 H3 0.9300 . ?
O1 H1A 0.8200 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?

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
O3 Zn1 N1 106.0(2) 8_665 4 ?
O3 Zn1 N2 104.73(18) 8_665 . ?
N1 Zn1 N2 106.80(18) 4 . ?
O3 Zn1 N3 104.5(3) 8_665 . ?
N1 Zn1 N3 126.1(2) 4 . ?
N2 Zn1 N3 106.9(2) . . ?
C10 O3 Zn1 121.3(4) . 8_665 ?
C7 N2 C6 104.5(4) . . ?
C7 N2 Zn1 128.6(3) . . ?
C6 N2 Zn1 126.8(3) . . ?
C11 N3 N4 102.8(6) . . ?
C11 N3 Zn1 136.5(5) . . ?
N4 N3 Zn1 120.7(5) . . ?
N1 C7 N2 116.0(4) . . ?
N1 C7 C8 123.0(5) . . ?
N2 C7 C8 120.8(5) . . ?
C6 C5 N1 109.0(5) . . ?
C6 C5 C4 121.1(5) . . ?
N1 C5 C4 129.9(5) . . ?
C3 C4 C5 115.2(6) . . ?
C3 C4 H4 122.4 . . ?
C5 C4 H4 122.4 . . ?
C7 N1 C5 103.6(5) . . ?
C7 N1 Zn1 131.3(3) . 3_544 ?
C5 N1 Zn1 124.0(4) . 3_544 ?
N3 C11 N3 114.6(9) 7_556 . ?
C1 C2 C3 120.4(6) . . ?
C1 C2 C10 121.4(6) . . ?
C3 C2 C10 118.0(6) . . ?
C1 C6 N2 132.5(5) . . ?
C1 C6 C5 120.4(5) . . ?
N2 C6 C5 107.0(5) . . ?
O1 C8 C9 105.5(7) . . ?
O1 C8 C7 109.1(7) . . ?
C9 C8 C7 113.3(6) . . ?
O1 C8 H8 109.6 . . ?
C9 C8 H8 109.6 . . ?
C7 C8 H8 109.6 . . ?
O2 C10 O3 123.4(6) . . ?
O2 C10 C2 120.3(6) . . ?
O3 C10 C2 116.3(5) . . ?
C2 C1 C6 119.6(5) . . ?
C2 C1 H1 120.2 . . ?
C6 C1 H1 120.2 . . ?
N4 N4 N3 109.6(4) 7_556 . ?
C2 C3 C4 123.1(6) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C8 O1 H1A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

_refine_diff_density_max         1.239
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.091

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1533121'
_audit_update_record             
;
2017-03-31 deposited with the CCDC.
2017-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H9 N7 O5 Zn2'
_chemical_formula_sum            'C15 H9 N7 O5 Zn2'
_chemical_formula_weight         498.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      hexagonal
_space_group_IT_number           175
_space_group_name_H-M_alt        'P 6/m'
_space_group_name_Hall           '-P 6'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z'
'y, -x+y, z'
'x-y, x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z'
'-y, x-y, -z'
'-x+y, -x, -z'

_cell_length_a                   23.9672(2)
_cell_length_b                   23.9672(2)
_cell_length_c                   14.6637(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7294.72(19)
_cell_formula_units_Z            12
_cell_measurement_temperature    100.0(3)
_cell_measurement_reflns_used    10504
_cell_measurement_theta_min      3.6520
_cell_measurement_theta_max      73.2250

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_F_000             2976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.741
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63886
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(3)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27944
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.688
_diffrn_reflns_theta_max         73.388
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5060
_reflns_number_gt                4316
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1861P)²+30.6229P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5060
_refine_ls_number_parameters     287
_refine_ls_number_restraints     162
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0853
_refine_ls_wR_factor_ref         0.2845
_refine_ls_wR_factor_gt          0.2698
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.013
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.24563(3) 0.40985(3) 0.29252(6) 0.0384(3) Uani 1 1 d . . . . .
Zn2 Zn 0.33870(4) 0.36409(4) 0.20722(6) 0.0416(3) Uani 1 1 d . . . . .
O4 O 0.2593(2) 0.33960(18) 0.2687(4) 0.0567(13) Uani 1 1 d . . . . .
O2 O 0.16584(17) 0.67858(17) 0.2403(4) 0.0494(11) Uani 1 1 d . . . . .
O1 O 0.06136(17) 0.60531(18) 0.2373(4) 0.0543(12) Uani 1 1 d . . . . .
O5 O 0.1270(13) 0.3767(12) 0.0000 0.284(10) Uani 1 2 d DS TU P . .
O6 O 0.1664(13) 0.5357(12) 0.5000 0.297(10) Uani 1 2 d DS TU P . .
N1 N 0.0681(2) 0.3914(2) 0.2309(4) 0.0449(12) Uani 1 1 d . . . . .
N2 N 0.1708(2) 0.4169(2) 0.2532(4) 0.0450(12) Uani 1 1 d . . . . .
N6 N 0.3159(3) 0.3579(3) 0.0740(5) 0.0650(16) Uani 1 1 d . . . . .
N3 N 0.2614(4) 0.4303(3) 0.4255(5) 0.0715(18) Uani 1 1 d . . . . .
N4 N 0.2882(6) 0.4928(4) 0.4549(7) 0.111(3) Uani 1 1 d . . . . .
N5 N 0.2572(4) 0.3130(4) 0.0427(6) 0.107(3) Uani 1 1 d . . . . .
N8 N 0.0740(11) 0.4357(11) 0.5000 0.242(9) Uani 1 2 d DS TU P . .
N7 N 0.1942(12) 0.4867(12) 0.0000 0.266(9) Uani 1 2 d DS TU P . .
C2 C 0.0876(2) 0.5050(3) 0.2330(5) 0.0432(13) Uani 1 1 d . . . . .
H2 H 0.0450 0.4944 0.2241 0.052 Uiso 1 1 calc R U . . .
C6 C 0.1690(2) 0.4732(2) 0.2508(5) 0.0451(14) Uani 1 1 d . . . . .
C8 C 0.1205(3) 0.6216(3) 0.2396(5) 0.0441(14) Uani 1 1 d . . . . .
C7 C 0.1095(2) 0.3703(2) 0.2400(5) 0.0458(14) Uani 1 1 d . . . . .
C1 C 0.1049(2) 0.4577(2) 0.2375(5) 0.0397(12) Uani 1 1 d . . . . .
C4 C 0.2007(2) 0.5842(3) 0.2547(7) 0.061(2) Uani 1 1 d . . . . .
H4 H 0.2326 0.6273 0.2593 0.073 Uiso 1 1 calc R U . . .
C5 C 0.2180(3) 0.5374(3) 0.2604(7) 0.063(2) Uani 1 1 d . . . . .
H5 H 0.2605 0.5481 0.2703 0.075 Uiso 1 1 calc R U . . .
C3 C 0.1365(2) 0.5690(2) 0.2423(5) 0.0441(14) Uani 1 1 d . . . . .
C12 C 0.3492(5) 0.3822(5) 0.0000 0.055(2) Uani 1 2 d S T P . .
C10 C 0.2498(5) 0.3993(6) 0.5000 0.062(3) Uani 1 2 d S T P . .
C13 C 0.4198(5) 0.4365(7) 0.0000 0.111(6) Uani 1 2 d S T P . .
H13A H 0.4349 0.4470 -0.0617 0.166 Uiso 0.5 1 calc R U P . .
H13B H 0.4232 0.4738 0.0295 0.166 Uiso 0.5 1 calc R U P . .
H13C H 0.4456 0.4226 0.0322 0.166 Uiso 0.5 1 calc R U P . .
C11 C 0.2226(8) 0.3244(6) 0.5000 0.099(5) Uani 1 2 d S T P . .
H11A H 0.2168 0.3091 0.5617 0.149 Uiso 0.5 1 calc R U P . .
H11B H 0.1820 0.3032 0.4687 0.149 Uiso 0.5 1 calc R U P . .
H11C H 0.2526 0.3151 0.4696 0.149 Uiso 0.5 1 calc R U P . .
C19 C 0.1069(13) 0.5016(11) 0.5000 0.248(9) Uani 1 2 d DS TU P . .
C16 C 0.1330(12) 0.4315(13) 0.0000 0.268(9) Uani 1 2 d DS TU P . .
C17 C 0.1961(18) 0.5469(13) 0.0000 0.264(11) Uani 1 2 d DS TU P . .
C18 C 0.2492(12) 0.4843(16) 0.0000 0.252(10) Uani 1 2 d DS TU P . .
C20 C 0.0052(11) 0.4035(15) 0.5000 0.246(10) Uani 1 2 d DS TU P . .
C21 C 0.1037(14) 0.3993(14) 0.5000 0.241(10) Uani 1 2 d DS TU P . .
O3 O 0.0357(9) 0.2677(8) 0.1832(14) 0.225(7) Uani 0.561(13) 1 d . U P A 1
C9 C 0.0901(3) 0.3004(3) 0.2372(7) 0.0620(19) Uani 0.561(13) 1 d . U P A 1
C15 C 0.0907(12) 0.2746(8) 0.3195(12) 0.101(5) Uani 0.561(13) 1 d . U P A 1
H15A H 0.1309 0.3019 0.3496 0.151 Uiso 0.561(13) 1 calc R U P A 1
H15B H 0.0559 0.2709 0.3563 0.151 Uiso 0.561(13) 1 calc R U P A 1
H15C H 0.0858 0.2327 0.3106 0.151 Uiso 0.561(13) 1 calc R U P A 1
O3A O 0.0357(9) 0.2677(8) 0.1832(14) 0.225(7) Uani 0.439(13) 1 d . . P A 2
C9A C 0.0901(3) 0.3004(3) 0.2372(7) 0.0620(19) Uani 0.439(13) 1 d . . P A 2
C15A C 0.1182(16) 0.2853(10) 0.1670(16) 0.101(5) Uani 0.439(13) 1 d . . P A 2
H15D H 0.1630 0.3020 0.1802 0.151 Uiso 0.439(13) 1 calc R U P A 2
H15E H 0.0972 0.2393 0.1605 0.151 Uiso 0.439(13) 1 calc R U P A 2
H15F H 0.1140 0.3039 0.1114 0.151 Uiso 0.439(13) 1 calc R U P A 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 O4 1.902(4) . ?
Zn1 N2 1.970(4) . ?
Zn1 O2 1.990(4) 2_665 ?
Zn1 N3 2.001(8) . ?
Zn2 O4 1.913(4) . ?
Zn2 N1 1.975(4) 5 ?
Zn2 O1 1.974(4) 2_665 ?
Zn2 N6 2.013(7) . ?
O2 C8 1.250(7) . ?
O2 Zn1 1.990(4) 3_565 ?
O1 C8 1.269(7) . ?
O1 Zn2 1.974(4) 3_565 ?
O5 C16 1.247(10) . ?
O6 C19 1.240(10) . ?
N1 C7 1.329(7) . ?
N1 C1 1.381(6) . ?
N1 Zn2 1.975(4) 6 ?
N2 C7 1.342(7) . ?
N2 C6 1.371(7) . ?
N6 C12 1.300(9) . ?
N6 N5 1.355(10) . ?
N3 C10 1.271(10) . ?
N3 N4 1.370(10) . ?
N4 N4 1.323(19) 10_556 ?
N5 N5 1.253(18) 10 ?
N8 C19 1.367(15) . ?
N8 C21 1.375(16) . ?
N8 C20 1.429(15) . ?
N7 C18 1.349(16) . ?
N7 C16 1.400(16) . ?
N7 C17 1.422(15) . ?
C2 C1 1.391(7) . ?
C2 C3 1.395(7) . ?
C2 H2 0.9300 . ?
C6 C1 1.402(7) . ?
C6 C5 1.401(7) . ?
C8 C3 1.488(7) . ?
C7 C9A 1.498(8) . ?
C7 C9 1.498(8) . ?
C4 C5 1.379(8) . ?
C4 C3 1.406(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C12 N6 1.300(9) 10 ?
C12 C13 1.534(15) . ?
C10 N3 1.271(10) 10_556 ?
C10 C11 1.574(18) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
O3 C9 1.386(19) . ?
C9 C15 1.360(19) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O3A C9A 1.386(19) . ?
O3A C15A 1.82(3) . ?
C9A C15A 1.38(2) . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?

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
O4 Zn1 N2 126.1(2) . . ?
O4 Zn1 O2 105.88(17) . 2_665 ?
N2 Zn1 O2 104.66(18) . 2_665 ?
O4 Zn1 N3 107.5(3) . . ?
N2 Zn1 N3 109.4(3) . . ?
O2 Zn1 N3 100.0(3) 2_665 . ?
O4 Zn2 N1 123.3(2) . 5 ?
O4 Zn2 O1 104.72(18) . 2_665 ?
N1 Zn2 O1 105.47(18) 5 2_665 ?
O4 Zn2 N6 104.1(3) . . ?
N1 Zn2 N6 110.5(3) 5 . ?
O1 Zn2 N6 107.9(2) 2_665 . ?
Zn1 O4 Zn2 113.6(2) . . ?
C8 O2 Zn1 126.7(4) . 3_565 ?
C8 O1 Zn2 126.7(4) . 3_565 ?
C7 N1 C1 105.1(4) . . ?
C7 N1 Zn2 126.8(4) . 6 ?
C1 N1 Zn2 128.1(3) . 6 ?
C7 N2 C6 104.8(4) . . ?
C7 N2 Zn1 129.4(4) . . ?
C6 N2 Zn1 124.7(4) . . ?
C12 N6 N5 103.5(8) . . ?
C12 N6 Zn2 134.0(6) . . ?
N5 N6 Zn2 121.5(6) . . ?
C10 N3 N4 102.4(8) . . ?
C10 N3 Zn1 137.3(7) . . ?
N4 N3 Zn1 120.1(6) . . ?
N4 N4 N3 108.3(5) 10_556 . ?
N5 N5 N6 109.8(5) 10 . ?
C19 N8 C21 123.5(12) . . ?
C19 N8 C20 117.8(13) . . ?
C21 N8 C20 118.7(12) . . ?
C18 N7 C16 122.9(13) . . ?
C18 N7 C17 120.6(13) . . ?
C16 N7 C17 116.5(13) . . ?
C1 C2 C3 117.6(5) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 H2 121.2 . . ?
N2 C6 C1 108.2(4) . . ?
N2 C6 C5 131.2(5) . . ?
C1 C6 C5 120.6(5) . . ?
O2 C8 O1 124.2(5) . . ?
O2 C8 C3 118.3(5) . . ?
O1 C8 C3 117.4(5) . . ?
N1 C7 N2 114.4(5) . . ?
N1 C7 C9A 123.3(5) . . ?
N2 C7 C9A 122.3(5) . . ?
N1 C7 C9 123.3(5) . . ?
N2 C7 C9 122.3(5) . . ?
C2 C1 N1 130.8(5) . . ?
C2 C1 C6 121.7(5) . . ?
N1 C1 C6 107.5(4) . . ?
C5 C4 C3 122.1(5) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 117.5(5) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C2 C3 C4 120.4(5) . . ?
C2 C3 C8 119.9(5) . . ?
C4 C3 C8 119.7(5) . . ?
N6 C12 N6 113.3(10) . 10 ?
N6 C12 C13 123.3(5) . . ?
N6 C12 C13 123.3(5) 10 . ?
N3 C10 N3 118.4(12) . 10_556 ?
N3 C10 C11 120.8(6) . . ?
N3 C10 C11 120.8(6) 10_556 . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O6 C19 N8 124.7(17) . . ?
O5 C16 N7 120.7(15) . . ?
C15 C9 O3 118.1(14) . . ?
C15 C9 C7 114.6(9) . . ?
O3 C9 C7 109.1(9) . . ?
C9 C15 H15A 109.5 . . ?
C9 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C9 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C9A O3A C15A 48.5(10) . . ?
O3A C9A C15A 82.5(15) . . ?
O3A C9A C7 109.1(9) . . ?
C15A C9A C7 113.3(10) . . ?
C9A C15A O3A 49.0(12) . . ?
C9A C15A H15D 109.5 . . ?
O3A C15A H15D 158.5 . . ?
C9A C15A H15E 109.5 . . ?
O3A C15A H15E 82.1 . . ?
H15D C15A H15E 109.5 . . ?
C9A C15A H15F 109.5 . . ?
O3A C15A H15F 82.1 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?

_refine_diff_density_max         1.831
_refine_diff_density_min         -1.218
_refine_diff_density_rms         0.157



