# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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 2051367'
loop_
_audit_author_name
_audit_author_address
'Sun Hanxu'
;yunnan university
China
;
_audit_update_record             
;
2020-12-19 deposited with the CCDC.	2021-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H6 Cl N7 Zn'
_chemical_formula_weight         313.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'

_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                   9.6998(4)
_cell_length_b                   7.6212(4)
_cell_length_c                   15.3208(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.921(2)
_cell_angle_gamma                90
_cell_volume                     1094.39(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    149(2)
_cell_measurement_reflns_used    3494
_cell_measurement_theta_min      3.0062
_cell_measurement_theta_max      26.3107

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.900
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    2.479
_shelx_estimated_absorpt_T_min   0.612
_shelx_estimated_absorpt_T_max   0.664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.585
_exptl_absorpt_correction_T_max  0.640
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      149(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7421
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.173
_diffrn_reflns_theta_max         25.137
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             1949
_reflns_number_gt                1636
_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.
 
 _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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (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)+(0.0156P)²+1.4627P] 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         1949
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0556
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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_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 0.56411(3) 0.28819(5) 0.91305(2) 0.01922(12) Uani 1 1 d . . . . .
Cl1 Cl 0.43038(8) 0.26272(10) 1.00860(5) 0.02671(19) Uani 1 1 d . . . . .
N1 N -0.2285(2) 0.1937(3) 0.48328(15) 0.0193(5) Uani 1 1 d . . . . .
N2 N 0.0071(3) 0.2402(4) 0.52383(16) 0.0286(7) Uani 1 1 d . . . . .
N3 N -0.0349(2) 0.1460(3) 0.58861(15) 0.0194(5) Uani 1 1 d . . . . .
N4 N 0.5120(2) -0.0363(3) 0.68761(15) 0.0186(5) Uani 1 1 d . . . . .
N5 N 0.6552(2) -0.0124(3) 0.71405(15) 0.0210(6) Uani 1 1 d . . . . .
N6 N 0.6872(2) 0.0665(3) 0.79196(16) 0.0231(6) Uani 1 1 d . . . . .
N7 N 0.5664(2) 0.0962(3) 0.81865(15) 0.0194(5) Uani 1 1 d . . . . .
C1 C -0.1122(3) 0.2658(4) 0.4619(2) 0.0272(8) Uani 1 1 d . . . . .
H1 H -0.1175 0.3283 0.4075 0.033 Uiso 1 1 calc R U . . .
C2 C -0.1759(3) 0.1189(4) 0.56330(19) 0.0208(7) Uani 1 1 d . . . . .
H2 H -0.2296 0.0564 0.5970 0.025 Uiso 1 1 calc R U . . .
C3 C 0.0670(3) 0.0972(4) 0.67119(18) 0.0188(6) Uani 1 1 d . . . . .
C4 C 0.2094(3) 0.0889(4) 0.67145(18) 0.0181(6) Uani 1 1 d . . . . .
H4 H 0.2393 0.1154 0.6186 0.022 Uiso 1 1 calc R U . . .
C5 C 0.3084(3) 0.0406(4) 0.75151(19) 0.0179(6) Uani 1 1 d . . . . .
C6 C 0.2637(3) 0.0053(4) 0.82874(19) 0.0198(6) Uani 1 1 d . . . . .
H6 H 0.3310 -0.0291 0.8828 0.024 Uiso 1 1 calc R U . . .
C7 C 0.1206(3) 0.0205(4) 0.82684(19) 0.0236(7) Uani 1 1 d . . . . .
H7 H 0.0906 -0.0002 0.8803 0.028 Uiso 1 1 calc R U . . .
C8 C 0.0210(3) 0.0654(4) 0.74769(19) 0.0230(7) Uani 1 1 d . . . . .
H8 H -0.0774 0.0741 0.7461 0.028 Uiso 1 1 calc R U . . .
C9 C 0.4595(3) 0.0314(4) 0.75264(17) 0.0167(6) 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 2.027(2) 4_666 ?
Zn1 N4 2.032(2) 2_656 ?
Zn1 N7 2.062(2) . ?
Zn1 Cl1 2.2002(8) . ?
N1 C2 1.329(4) . ?
N1 C1 1.368(4) . ?
N1 Zn1 2.027(2) 4_465 ?
N2 C1 1.308(4) . ?
N2 N3 1.369(3) . ?
N3 C2 1.339(3) . ?
N3 C3 1.439(3) . ?
N4 C9 1.334(3) . ?
N4 N5 1.355(3) . ?
N4 Zn1 2.032(2) 2_646 ?
N5 N6 1.301(3) . ?
N6 N7 1.356(3) . ?
N7 C9 1.342(3) . ?
C3 C8 1.379(4) . ?
C3 C4 1.382(4) . ?
C4 C5 1.399(4) . ?
C5 C6 1.387(4) . ?
C5 C9 1.463(4) . ?
C6 C7 1.385(4) . ?
C7 C8 1.385(4) . ?

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 N4 118.36(9) 4_666 2_656 ?
N1 Zn1 N7 103.43(9) 4_666 . ?
N4 Zn1 N7 90.13(9) 2_656 . ?
N1 Zn1 Cl1 109.11(7) 4_666 . ?
N4 Zn1 Cl1 113.70(7) 2_656 . ?
N7 Zn1 Cl1 121.25(7) . . ?
C2 N1 C1 104.4(2) . . ?
C2 N1 Zn1 127.68(19) . 4_465 ?
C1 N1 Zn1 127.76(19) . 4_465 ?
C1 N2 N3 103.4(2) . . ?
C2 N3 N2 110.1(2) . . ?
C2 N3 C3 129.3(2) . . ?
N2 N3 C3 120.5(2) . . ?
C9 N4 N5 106.5(2) . . ?
C9 N4 Zn1 133.46(19) . 2_646 ?
N5 N4 Zn1 117.34(17) . 2_646 ?
N6 N5 N4 108.7(2) . . ?
N5 N6 N7 109.5(2) . . ?
C9 N7 N6 105.7(2) . . ?
C9 N7 Zn1 130.10(19) . . ?
N6 N7 Zn1 119.74(18) . . ?
N2 C1 N1 113.3(3) . . ?
N1 C2 N3 108.8(3) . . ?
C8 C3 C4 122.1(2) . . ?
C8 C3 N3 119.6(2) . . ?
C4 C3 N3 118.3(2) . . ?
C3 C4 C5 118.3(3) . . ?
C6 C5 C4 120.3(3) . . ?
C6 C5 C9 120.9(2) . . ?
C4 C5 C9 118.8(2) . . ?
C7 C6 C5 119.8(3) . . ?
C8 C7 C6 120.6(3) . . ?
C3 C8 C7 118.8(3) . . ?
N4 C9 N7 109.6(2) . . ?
N4 C9 C5 125.7(2) . . ?
N7 C9 C5 124.6(2) . . ?

_refine_diff_density_max         0.353
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.079

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2052792'
loop_
_audit_author_name
_audit_author_address
'Sun Hanxu'
;yunnan university
China
;
_audit_update_record             
;
2020-12-24 deposited with the CCDC.	2021-11-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H6.50 N7.50 O2 Zn'
_chemical_formula_weight         317.09

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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'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                   15.4732(4)
_cell_length_b                   7.4234(2)
_cell_length_c                   19.6348(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.7590(10)
_cell_angle_gamma                90
_cell_volume                     2147.86(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    5709
_cell_measurement_theta_min      3.0727
_cell_measurement_theta_max      26.3924

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.961
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.302
_shelx_estimated_absorpt_T_min   0.608
_shelx_estimated_absorpt_T_max   0.656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.608
_exptl_absorpt_correction_T_max  0.656
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10225
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.765
_diffrn_reflns_theta_max         25.140
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             1909
_reflns_number_gt                1720
_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.
 
 _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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (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)+(0.0249P)²+2.3363P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1909
_refine_ls_number_parameters     180
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0564
_refine_ls_wR_factor_gt          0.0536
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.075
_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_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
N1 N 0.48532(12) 0.7225(2) 0.39291(10) 0.0261(4) Uani 1 1 d . . . . .
N2 N 0.53074(15) 0.7532(3) 0.51171(11) 0.0450(6) Uani 1 1 d . . . . .
N3 N 0.59065(11) 0.6499(2) 0.49040(9) 0.0244(4) Uani 1 1 d . . . . .
N4 N 0.68600(11) 0.4111(2) 0.76134(9) 0.0227(4) Uani 1 1 d . . . . .
N5 N 0.71245(11) 0.4372(2) 0.83257(9) 0.0262(4) Uani 1 1 d . . . . .
N6 N 0.79070(11) 0.5194(2) 0.85162(9) 0.0268(4) Uani 1 1 d . . . . .
N7 N 0.81723(11) 0.5486(2) 0.79308(9) 0.0236(4) Uani 1 1 d . . . . .
N8 N 0.5000 0.6290(3) 0.7500 0.0270(6) Uani 1 2 d S T P . .
O1 O 0.5000 0.4588(3) 0.7500 0.0290(5) Uani 1 2 d S T P . .
O2 O 0.52139(12) 0.7107(2) 0.70298(11) 0.0457(5) Uani 1 1 d . . . . .
O3 O 0.5000 0.1162(3) 0.7500 0.0229(4) Uani 1 2 d DS T P . .
Zn1 Zn 0.58363(2) 0.23823(3) 0.71161(2) 0.02176(10) Uani 1 1 d . . . . .
C1 C 0.46927(17) 0.7941(4) 0.45120(13) 0.0398(6) Uani 1 1 d . . . . .
H1 H 0.4191 0.8659 0.4486 0.048 Uiso 1 1 calc R U . . .
C2 C 0.56226(14) 0.6334(3) 0.41975(11) 0.0289(5) Uani 1 1 d . . . . .
H2A H 0.5921 0.5687 0.3931 0.035 Uiso 1 1 calc R U . . .
C3 C 0.66927(13) 0.5744(3) 0.54139(11) 0.0236(5) Uani 1 1 d . . . . .
C4 C 0.67181(13) 0.5654(3) 0.61226(11) 0.0232(5) Uani 1 1 d . . . . .
H4 H 0.6236 0.6087 0.6265 0.028 Uiso 1 1 calc R U . . .
C5 C 0.74767(13) 0.4905(3) 0.66200(11) 0.0220(4) Uani 1 1 d . . . . .
C6 C 0.81914(14) 0.4252(3) 0.63984(11) 0.0257(5) Uani 1 1 d . . . . .
H6 H 0.8695 0.3739 0.6729 0.031 Uiso 1 1 calc R U . . .
C7 C 0.81526(14) 0.4366(3) 0.56884(12) 0.0307(5) Uani 1 1 d . . . . .
H7 H 0.8632 0.3933 0.5543 0.037 Uiso 1 1 calc R U . . .
C8 C 0.74051(14) 0.5120(3) 0.51904(12) 0.0283(5) Uani 1 1 d . . . . .
H8 H 0.7382 0.5205 0.4713 0.034 Uiso 1 1 calc R U . . .
C9 C 0.75119(12) 0.4814(3) 0.73747(11) 0.0209(4) Uani 1 1 d . . . . .
H3 H 0.5000 0.007(2) 0.7500 0.030(9) Uiso 1 2 d DS . P . .


_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
N1 C2 1.323(3) . ?
N1 C1 1.352(3) . ?
N1 Zn1 2.0246(18) 5_666 ?
N2 C1 1.311(3) . ?
N2 N3 1.364(3) . ?
N3 C2 1.327(3) . ?
N3 C3 1.433(3) . ?
N4 C9 1.341(2) . ?
N4 N5 1.346(2) . ?
N4 Zn1 2.0409(16) . ?
N5 N6 1.305(2) . ?
N6 N7 1.351(2) . ?
N7 C9 1.343(2) . ?
N7 Zn1 2.1048(17) 4_656 ?
N8 O2 1.231(2) 2_656 ?
N8 O2 1.231(2) . ?
N8 O1 1.263(3) . ?
O1 Zn1 2.3493(13) 2_656 ?
O1 Zn1 2.3493(13) . ?
O3 Zn1 1.9127(9) . ?
O3 Zn1 1.9127(9) 2_656 ?
O3 H3 0.808(18) . ?
Zn1 N1 2.0246(18) 5_666 ?
Zn1 N7 2.1048(17) 4_646 ?
C1 H1 0.9300 . ?
C2 H2A 0.9300 . ?
C3 C4 1.382(3) . ?
C3 C8 1.385(3) . ?
C4 C5 1.393(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(3) . ?
C5 C9 1.468(3) . ?
C6 C7 1.380(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.384(3) . ?
C7 H7 0.9300 . ?
C8 H8 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
C2 N1 C1 103.57(19) . . ?
C2 N1 Zn1 127.44(15) . 5_666 ?
C1 N1 Zn1 128.71(15) . 5_666 ?
C1 N2 N3 103.02(19) . . ?
C2 N3 N2 109.48(17) . . ?
C2 N3 C3 129.35(18) . . ?
N2 N3 C3 121.16(17) . . ?
C9 N4 N5 106.51(16) . . ?
C9 N4 Zn1 129.38(14) . . ?
N5 N4 Zn1 122.23(13) . . ?
N6 N5 N4 109.08(16) . . ?
N5 N6 N7 109.10(16) . . ?
C9 N7 N6 106.21(16) . . ?
C9 N7 Zn1 126.62(14) . 4_656 ?
N6 N7 Zn1 123.99(13) . 4_656 ?
O2 N8 O2 121.0(3) 2_656 . ?
O2 N8 O1 119.51(13) 2_656 . ?
O2 N8 O1 119.51(13) . . ?
N8 O1 Zn1 134.19(3) . 2_656 ?
N8 O1 Zn1 134.19(3) . . ?
Zn1 O1 Zn1 91.63(7) 2_656 . ?
Zn1 O3 Zn1 123.46(10) . 2_656 ?
Zn1 O3 H3 118.27(5) . . ?
Zn1 O3 H3 118.27(5) 2_656 . ?
O3 Zn1 N1 104.89(5) . 5_666 ?
O3 Zn1 N4 128.97(5) . . ?
N1 Zn1 N4 119.11(7) 5_666 . ?
O3 Zn1 N7 106.87(7) . 4_646 ?
N1 Zn1 N7 102.58(7) 5_666 4_646 ?
N4 Zn1 N7 88.39(7) . 4_646 ?
O3 Zn1 O1 72.46(6) . . ?
N1 Zn1 O1 93.05(5) 5_666 . ?
N4 Zn1 O1 80.29(5) . . ?
N7 Zn1 O1 163.83(5) 4_646 . ?
N2 C1 N1 114.0(2) . . ?
N2 C1 H1 123.0 . . ?
N1 C1 H1 123.0 . . ?
N1 C2 N3 109.95(19) . . ?
N1 C2 H2A 125.0 . . ?
N3 C2 H2A 125.0 . . ?
C4 C3 C8 121.47(19) . . ?
C4 C3 N3 118.67(18) . . ?
C8 C3 N3 119.85(18) . . ?
C3 C4 C5 118.96(19) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 119.95(19) . . ?
C6 C5 C9 120.72(18) . . ?
C4 C5 C9 119.32(18) . . ?
C7 C6 C5 120.0(2) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 120.5(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C3 119.1(2) . . ?
C7 C8 H8 120.5 . . ?
C3 C8 H8 120.5 . . ?
N4 C9 N7 109.10(18) . . ?
N4 C9 C5 124.77(17) . . ?
N7 C9 C5 126.06(18) . . ?

_refine_diff_density_max         0.269
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.051

_shelxl_version_number           2014-3



