# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_ZH-37
_database_code_depnum_ccdc_archive 'CCDC 2018115'
loop_
_audit_author_name
_audit_author_address
'fengzhen hua'
;Southeast university
China
;
_audit_update_record             
;
2020-07-22 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H4 Cu N4 O2'
_chemical_formula_weight         251.69

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'
Cu Cu 0.3201 1.2651 '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'

_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                   5.1833(4)
_cell_length_b                   23.147(2)
_cell_length_c                   6.8285(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.681(10)
_cell_angle_gamma                90
_cell_volume                     780.59(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1143
_cell_measurement_theta_min      4.1310
_cell_measurement_theta_max      28.9880

_exptl_crystal_description       chip
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.142
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.776
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91538
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.4674
_diffrn_reflns_number            3682
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.521
_diffrn_reflns_theta_max         29.455
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.863
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.863
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1864
_reflns_number_gt                1480
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0312P)²+0.4580P] 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         1864
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0749
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
Cu1 Cu 0.58287(7) 0.58363(2) 0.51566(5) 0.02177(13) Uani 1 1 d . . . . .
C1 C 1.1268(6) 0.58705(13) 0.7444(4) 0.0212(6) Uani 1 1 d . . . . .
C2 C 1.0429(5) 0.52531(13) 0.7522(4) 0.0186(6) Uani 1 1 d . . . . .
C3 C 1.1585(6) 0.47196(13) 0.8296(4) 0.0204(6) Uani 1 1 d . . . . .
H3 H 1.3355 0.4645 0.9094 0.024 Uiso 1 1 calc R U . . .
C4 C 0.9475(5) 0.43286(13) 0.7593(4) 0.0186(6) Uani 1 1 d . . . . .
C5 C 0.9058(5) 0.37039(13) 0.7647(4) 0.0185(6) Uani 1 1 d . . . . .
C6 C 1.0957(6) 0.33067(14) 0.8750(4) 0.0254(6) Uani 1 1 d . . . . .
H6 H 1.2626 0.3440 0.9574 0.030 Uiso 1 1 calc R U . . .
C7 C 0.8037(7) 0.25676(14) 0.7493(4) 0.0283(7) Uani 1 1 d . . . . .
H7 H 0.7650 0.2174 0.7396 0.034 Uiso 1 1 calc R U . . .
C8 C 0.6062(6) 0.29533(13) 0.6408(4) 0.0247(6) Uani 1 1 d . . . . .
H8 H 0.4373 0.2816 0.5636 0.030 Uiso 1 1 calc R U . . .
N1 N 0.7816(5) 0.51689(10) 0.6460(3) 0.0196(5) Uani 1 1 d . . . . .
N2 N 0.7224(5) 0.46106(11) 0.6475(3) 0.0204(5) Uani 1 1 d . . . . .
N3 N 0.6571(5) 0.35198(11) 0.6468(3) 0.0210(5) Uani 1 1 d . . . . .
N4 N 1.0468(6) 0.27417(12) 0.8666(4) 0.0317(6) Uani 1 1 d . . . . .
O1 O 0.9318(4) 0.62165(9) 0.6522(3) 0.0256(5) Uani 1 1 d . . . . .
O2 O 1.3670(4) 0.60165(10) 0.8128(3) 0.0334(5) 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
Cu1 N1 1.919(2) . ?
Cu1 N2 1.935(2) 3_666 ?
Cu1 O1 1.973(2) . ?
Cu1 N3 2.040(2) 3_666 ?
C1 O2 1.237(4) . ?
C1 O1 1.293(4) . ?
C1 C2 1.499(4) . ?
C2 N1 1.342(3) . ?
C2 C3 1.404(4) . ?
C3 C4 1.388(4) . ?
C4 N2 1.352(4) . ?
C4 C5 1.464(4) . ?
C5 N3 1.364(4) . ?
C5 C6 1.390(4) . ?
C6 N4 1.330(4) . ?
C7 N4 1.334(4) . ?
C7 C8 1.391(4) . ?
C8 N3 1.336(4) . ?
N1 N2 1.329(3) . ?
N2 Cu1 1.935(2) 3_666 ?
N3 Cu1 2.040(2) 3_666 ?

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 Cu1 N2 93.82(10) . 3_666 ?
N1 Cu1 O1 81.60(9) . . ?
N2 Cu1 O1 169.33(9) 3_666 . ?
N1 Cu1 N3 173.28(9) . 3_666 ?
N2 Cu1 N3 79.66(10) 3_666 3_666 ?
O1 Cu1 N3 104.55(9) . 3_666 ?
O2 C1 O1 124.3(3) . . ?
O2 C1 C2 121.1(3) . . ?
O1 C1 C2 114.5(2) . . ?
N1 C2 C3 108.7(2) . . ?
N1 C2 C1 112.0(2) . . ?
C3 C2 C1 139.1(3) . . ?
C4 C3 C2 104.0(2) . . ?
N2 C4 C3 109.6(3) . . ?
N2 C4 C5 112.5(2) . . ?
C3 C4 C5 137.9(3) . . ?
N3 C5 C6 120.0(3) . . ?
N3 C5 C4 114.4(2) . . ?
C6 C5 C4 125.5(3) . . ?
N4 C6 C5 122.2(3) . . ?
N4 C7 C8 122.3(3) . . ?
N3 C8 C7 120.5(3) . . ?
N2 N1 C2 109.5(2) . . ?
N2 N1 Cu1 133.93(19) . . ?
C2 N1 Cu1 116.43(19) . . ?
N1 N2 C4 108.2(2) . . ?
N1 N2 Cu1 131.73(19) . 3_666 ?
C4 N2 Cu1 118.8(2) . 3_666 ?
C8 N3 C5 117.8(2) . . ?
C8 N3 Cu1 128.2(2) . 3_666 ?
C5 N3 Cu1 113.81(19) . 3_666 ?
C6 N4 C7 117.1(3) . . ?
C1 O1 Cu1 115.00(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 N1 -171.5(3) . . . . ?
O1 C1 C2 N1 5.0(3) . . . . ?
O2 C1 C2 C3 4.5(5) . . . . ?
O1 C1 C2 C3 -179.0(3) . . . . ?
N1 C2 C3 C4 0.5(3) . . . . ?
C1 C2 C3 C4 -175.6(3) . . . . ?
C2 C3 C4 N2 0.1(3) . . . . ?
C2 C3 C4 C5 176.5(3) . . . . ?
N2 C4 C5 N3 4.1(3) . . . . ?
C3 C4 C5 N3 -172.2(3) . . . . ?
N2 C4 C5 C6 -176.8(3) . . . . ?
C3 C4 C5 C6 6.9(5) . . . . ?
N3 C5 C6 N4 1.6(4) . . . . ?
C4 C5 C6 N4 -177.5(3) . . . . ?
N4 C7 C8 N3 1.8(4) . . . . ?
C3 C2 N1 N2 -0.9(3) . . . . ?
C1 C2 N1 N2 176.3(2) . . . . ?
C3 C2 N1 Cu1 -177.70(17) . . . . ?
C1 C2 N1 Cu1 -0.5(3) . . . . ?
C2 N1 N2 C4 1.0(3) . . . . ?
Cu1 N1 N2 C4 177.0(2) . . . . ?
C2 N1 N2 Cu1 -165.4(2) . . . 3_666 ?
Cu1 N1 N2 Cu1 10.6(4) . . . 3_666 ?
C3 C4 N2 N1 -0.7(3) . . . . ?
C5 C4 N2 N1 -178.1(2) . . . . ?
C3 C4 N2 Cu1 167.75(18) . . . 3_666 ?
C5 C4 N2 Cu1 -9.7(3) . . . 3_666 ?
C7 C8 N3 C5 -1.1(4) . . . . ?
C7 C8 N3 Cu1 174.3(2) . . . 3_666 ?
C6 C5 N3 C8 -0.5(4) . . . . ?
C4 C5 N3 C8 178.7(2) . . . . ?
C6 C5 N3 Cu1 -176.5(2) . . . 3_666 ?
C4 C5 N3 Cu1 2.7(3) . . . 3_666 ?
C5 C6 N4 C7 -1.0(4) . . . . ?
C8 C7 N4 C6 -0.7(4) . . . . ?
O2 C1 O1 Cu1 169.3(2) . . . . ?
C2 C1 O1 Cu1 -7.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C3 H3 O2 0.93 2.56 3.357(4) 144.2 3_867
C6 H6 O2 0.93 2.43 3.339(4) 166.1 3_867
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465
C8 H8 N4 0.93 2.43 3.347(4) 167.6 4_465

_refine_diff_density_max         0.503
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.094

_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_ZH_62
_database_code_depnum_ccdc_archive 'CCDC 2018127'
loop_
_audit_author_name
_audit_author_address
'fengzhen hua'
;Southeast university
China
;
_audit_update_record             
;
2020-07-22 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H8 Cl N4 O4 Zn1.50'
_chemical_formula_weight         357.69

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   6.8724(4)
_cell_length_b                   8.5555(6)
_cell_length_c                   10.8947(7)
_cell_angle_alpha                103.025(5)
_cell_angle_beta                 102.889(5)
_cell_angle_gamma                111.241(6)
_cell_volume                     547.97(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2611
_cell_measurement_theta_min      3.9460
_cell_measurement_theta_max      29.5130

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.168
_exptl_crystal_F_000             356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.567
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.81927
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4674
_diffrn_reflns_number            7240
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.287
_diffrn_reflns_theta_max         29.679
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.860
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.860
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2664
_reflns_number_gt                2119
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0357P)²+0.0344P] 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         2664
_refine_ls_number_parameters     179
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0809
_refine_ls_wR_factor_gt          0.0729
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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 0.58823(6) 0.17786(4) 0.25035(3) 0.02072(12) Uani 1 1 d . . . . .
Zn2 Zn 0.5000 0.5000 0.0000 0.02454(14) Uani 1 2 d S . P . .
C1 C 0.7448(5) 0.2206(4) 0.5580(3) 0.0225(6) Uani 1 1 d . . . . .
H1 H 0.7219 0.1024 0.5300 0.027 Uiso 1 1 calc R U . . .
C2 C 0.8089(5) 0.3111(4) 0.6933(3) 0.0248(7) Uani 1 1 d . . . . .
H2 H 0.8285 0.2526 0.7540 0.030 Uiso 1 1 calc R U . . .
C3 C 0.8175(5) 0.5592(4) 0.6476(3) 0.0217(6) Uani 1 1 d . . . . .
H3 H 0.8435 0.6781 0.6764 0.026 Uiso 1 1 calc R U . . .
C4 C 0.7537(5) 0.4702(4) 0.5117(3) 0.0184(6) Uani 1 1 d . . . . .
C5 C 0.7207(5) 0.5507(4) 0.4090(3) 0.0166(6) Uani 1 1 d . . . . .
C6 C 0.7380(5) 0.7186(4) 0.4146(3) 0.0194(6) Uani 1 1 d . . . . .
H6 H 0.7825 0.8169 0.4899 0.023 Uiso 1 1 calc R U . . .
C7 C 0.6732(5) 0.7058(4) 0.2811(3) 0.0186(6) Uani 1 1 d . . . . .
C8 C 0.6316(5) 0.8310(4) 0.2162(3) 0.0221(6) Uani 1 1 d . . . . .
Cl1 Cl 0.21124(14) 0.04201(10) 0.17263(9) 0.0360(2) Uani 1 1 d . . . . .
H3B H 0.107(10) 0.291(7) -0.022(6) 0.11(2) Uiso 1 1 d . . . . .
H4B H 0.735(7) 0.082(5) 0.076(4) 0.056(14) Uiso 1 1 d . . . . .
N1 N 0.7151(4) 0.2981(3) 0.4669(2) 0.0183(5) Uani 1 1 d . . . . .
N2 N 0.8428(4) 0.4798(3) 0.7380(2) 0.0248(6) Uani 1 1 d . . . . .
N3 N 0.6517(4) 0.4454(3) 0.2798(2) 0.0184(5) Uani 1 1 d . . . . .
N4 N 0.6224(4) 0.5412(3) 0.2018(2) 0.0184(5) Uani 1 1 d . . . . .
O1 O 0.5446(4) 0.7698(3) 0.08976(19) 0.0275(5) Uani 1 1 d . . . . .
O2 O 0.6773(4) 0.9831(3) 0.28888(19) 0.0275(5) Uani 1 1 d . . . . .
O3 O 0.1618(4) 0.3838(4) 0.0021(2) 0.0339(6) Uani 1 1 d . . . . .
H3A H 0.1600 0.4247 0.0773 0.051 Uiso 1 1 calc R U . . .
O4 O 0.7212(4) 0.1678(3) 0.0998(2) 0.0284(5) Uani 1 1 d . . . . .
H4A H 0.6503 0.1878 0.0391 0.043 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 O4 2.048(2) . ?
Zn1 O2 2.0660(19) 1_545 ?
Zn1 N3 2.101(2) . ?
Zn1 N1 2.173(2) . ?
Zn1 Cl1 2.2751(9) . ?
Zn2 N4 2.067(2) 2_665 ?
Zn2 N4 2.067(2) . ?
Zn2 O1 2.171(2) 2_665 ?
Zn2 O1 2.171(2) . ?
Zn2 O3 2.180(3) 2_665 ?
Zn2 O3 2.180(3) . ?
C1 N1 1.330(4) . ?
C1 C2 1.384(4) . ?
C2 N2 1.328(4) . ?
C3 N2 1.332(4) . ?
C3 C4 1.387(4) . ?
C4 N1 1.346(3) . ?
C4 C5 1.457(4) . ?
C5 N3 1.356(3) . ?
C5 C6 1.385(4) . ?
C6 C7 1.388(4) . ?
C7 N4 1.347(4) . ?
C7 C8 1.484(4) . ?
C8 O2 1.244(3) . ?
C8 O1 1.269(3) . ?
N3 N4 1.339(3) . ?
O2 Zn1 2.0661(19) 1_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Zn1 O2 88.42(9) . 1_545 ?
O4 Zn1 N3 91.64(9) . . ?
O2 Zn1 N3 152.14(9) 1_545 . ?
O4 Zn1 N1 136.16(9) . . ?
O2 Zn1 N1 83.70(8) 1_545 . ?
N3 Zn1 N1 77.05(8) . . ?
O4 Zn1 Cl1 112.68(7) . . ?
O2 Zn1 Cl1 104.30(7) 1_545 . ?
N3 Zn1 Cl1 101.35(7) . . ?
N1 Zn1 Cl1 111.06(7) . . ?
N4 Zn2 N4 180.0 2_665 . ?
N4 Zn2 O1 78.12(8) 2_665 2_665 ?
N4 Zn2 O1 101.88(8) . 2_665 ?
N4 Zn2 O1 101.88(8) 2_665 . ?
N4 Zn2 O1 78.12(8) . . ?
O1 Zn2 O1 180.0 2_665 . ?
N4 Zn2 O3 90.37(9) 2_665 2_665 ?
N4 Zn2 O3 89.63(9) . 2_665 ?
O1 Zn2 O3 92.65(10) 2_665 2_665 ?
O1 Zn2 O3 87.35(10) . 2_665 ?
N4 Zn2 O3 89.63(9) 2_665 . ?
N4 Zn2 O3 90.37(9) . . ?
O1 Zn2 O3 87.35(10) 2_665 . ?
O1 Zn2 O3 92.65(10) . . ?
O3 Zn2 O3 180.0 2_665 . ?
N1 C1 C2 121.8(3) . . ?
N2 C2 C1 121.3(3) . . ?
N2 C3 C4 122.1(3) . . ?
N1 C4 C3 120.3(2) . . ?
N1 C4 C5 115.7(2) . . ?
C3 C4 C5 124.0(2) . . ?
N3 C5 C6 109.9(2) . . ?
N3 C5 C4 117.3(2) . . ?
C6 C5 C4 132.7(2) . . ?
C5 C6 C7 103.7(2) . . ?
N4 C7 C6 110.1(2) . . ?
N4 C7 C8 117.8(2) . . ?
C6 C7 C8 131.7(3) . . ?
O2 C8 O1 125.6(3) . . ?
O2 C8 C7 118.2(2) . . ?
O1 C8 C7 116.1(2) . . ?
C1 N1 C4 117.3(2) . . ?
C1 N1 Zn1 128.31(19) . . ?
C4 N1 Zn1 114.27(17) . . ?
C2 N2 C3 117.2(2) . . ?
N4 N3 C5 108.1(2) . . ?
N4 N3 Zn1 136.17(17) . . ?
C5 N3 Zn1 115.41(17) . . ?
N3 N4 C7 108.2(2) . . ?
N3 N4 Zn2 137.89(17) . . ?
C7 N4 Zn2 113.67(17) . . ?
C8 O1 Zn2 114.10(17) . . ?
C8 O2 Zn1 131.59(18) . 1_565 ?

_refine_diff_density_max         0.654
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.104

_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_ZH_60
_database_code_depnum_ccdc_archive 'CCDC 2048535'
loop_
_audit_author_name
_audit_author_address
'fengzhen hua'
;Southeast university
China
;
_audit_update_record             
;
2020-12-06 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H6 N4 Ni O4'
_chemical_formula_weight         280.88

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'
Ni Ni 0.3393 1.1124 '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'

_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                   8.5821(10)
_cell_length_b                   13.5780(11)
_cell_length_c                   9.2842(11)
_cell_angle_alpha                90
_cell_angle_beta                 116.067(15)
_cell_angle_gamma                90
_cell_volume                     971.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1873
_cell_measurement_theta_min      4.5250
_cell_measurement_theta_max      29.5600

_exptl_crystal_description       chip
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.920
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.006
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4449
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.870
_diffrn_reflns_theta_max         29.913
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.830
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.830
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.830
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2328
_reflns_number_gt                1953
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0272P)²+0.7728P] 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         2328
_refine_ls_number_parameters     169
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0712
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
H4A H 0.376(5) 0.930(3) 0.039(5) 0.061(16) Uiso 1 1 d . . . . .
Ni1 Ni 0.73100(4) 0.05425(2) 0.52432(4) 0.01448(10) Uani 1 1 d . . . . .
C1 C 0.0255(3) 0.05599(18) 0.1993(3) 0.0218(5) Uani 1 1 d . . . . .
C2 C 0.2038(3) 0.09080(18) 0.2320(3) 0.0200(5) Uani 1 1 d . . . . .
C3 C 0.2722(3) 0.1615(2) 0.1671(3) 0.0286(6) Uani 1 1 d . . . . .
H3 H 0.2126 0.2039 0.0817 0.034 Uiso 1 1 calc R U . . .
C4 C 0.4509(3) 0.15397(17) 0.2601(3) 0.0191(5) Uani 1 1 d . . . . .
C5 C 0.6045(3) 0.20317(17) 0.2649(3) 0.0181(5) Uani 1 1 d . . . . .
C6 C 0.5988(3) 0.28284(18) 0.1692(3) 0.0208(5) Uani 1 1 d . . . . .
H6 H 0.4913 0.3069 0.0965 0.025 Uiso 1 1 calc R U . . .
C7 C 0.8932(3) 0.28891(18) 0.2823(3) 0.0217(5) Uani 1 1 d . . . . .
H7 H 0.9959 0.3166 0.2905 0.026 Uiso 1 1 calc R U . . .
C8 C 0.9011(3) 0.20964(17) 0.3794(3) 0.0211(5) Uani 1 1 d . . . . .
H8 H 1.0090 0.1857 0.4512 0.025 Uiso 1 1 calc R U . . .
O4 O 0.4574(4) 0.9217(3) 0.0778(3) 0.0599(8) Uani 1 1 d G . . . .
H3A H 0.671(4) -0.060(2) 0.295(4) 0.028(9) Uiso 1 1 d . . . . .
H3B H 0.825(4) -0.040(2) 0.343(4) 0.034(9) Uiso 1 1 d . . . . .
N1 N 0.3333(2) 0.04559(13) 0.3542(2) 0.0158(4) Uani 1 1 d . . . . .
N2 N 0.4844(2) 0.08303(14) 0.3706(2) 0.0156(4) Uani 1 1 d . . . . .
N3 N 0.7584(2) 0.16675(14) 0.3726(2) 0.0167(4) Uani 1 1 d . . . . .
N4 N 0.7428(3) 0.32634(14) 0.1779(2) 0.0175(4) Uani 1 1 d . . . . .
O1 O 0.0224(2) -0.00835(12) 0.3000(2) 0.0207(4) Uani 1 1 d . . . . .
O2 O -0.1018(2) 0.08942(16) 0.0848(3) 0.0386(5) Uani 1 1 d . . . . .
O3W O 0.7543(3) -0.05402(14) 0.3691(2) 0.0237(4) 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
Ni1 N1 1.9906(19) 3_656 ?
Ni1 N2 2.0035(19) . ?
Ni1 O1 2.1202(17) 3_656 ?
Ni1 O3W 2.1286(19) . ?
Ni1 N4 2.1318(19) 4_566 ?
Ni1 N3 2.1596(19) . ?
C1 O2 1.228(3) . ?
C1 O1 1.288(3) . ?
C1 C2 1.499(3) . ?
C2 N1 1.338(3) . ?
C2 C3 1.393(3) . ?
C3 C4 1.394(3) . ?
C4 N2 1.343(3) . ?
C4 C5 1.461(3) . ?
C5 N3 1.353(3) . ?
C5 C6 1.387(3) . ?
C6 N4 1.340(3) . ?
C7 N4 1.329(3) . ?
C7 C8 1.387(3) . ?
C8 N3 1.332(3) . ?
N1 N2 1.337(3) . ?
N1 Ni1 1.9906(19) 3_656 ?
N4 Ni1 2.1319(19) 4_565 ?
O1 Ni1 2.1202(17) 3_656 ?

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 Ni1 N2 93.86(8) 3_656 . ?
N1 Ni1 O1 78.20(7) 3_656 3_656 ?
N2 Ni1 O1 172.03(7) . 3_656 ?
N1 Ni1 O3W 92.60(8) 3_656 . ?
N2 Ni1 O3W 92.10(8) . . ?
O1 Ni1 O3W 87.65(8) 3_656 . ?
N1 Ni1 N4 94.73(8) 3_656 4_566 ?
N2 Ni1 N4 93.02(8) . 4_566 ?
O1 Ni1 N4 88.34(7) 3_656 4_566 ?
O3W Ni1 N4 170.75(8) . 4_566 ?
N1 Ni1 N3 171.17(7) 3_656 . ?
N2 Ni1 N3 77.37(7) . . ?
O1 Ni1 N3 110.59(7) 3_656 . ?
O3W Ni1 N3 88.70(7) . . ?
N4 Ni1 N3 84.92(7) 4_566 . ?
O2 C1 O1 125.7(2) . . ?
O2 C1 C2 120.0(2) . . ?
O1 C1 C2 114.3(2) . . ?
N1 C2 C3 109.4(2) . . ?
N1 C2 C1 114.9(2) . . ?
C3 C2 C1 135.7(2) . . ?
C4 C3 C2 103.8(2) . . ?
N2 C4 C3 109.5(2) . . ?
N2 C4 C5 114.7(2) . . ?
C3 C4 C5 135.8(2) . . ?
N3 C5 C6 120.5(2) . . ?
N3 C5 C4 115.5(2) . . ?
C6 C5 C4 124.0(2) . . ?
N4 C6 C5 122.2(2) . . ?
N4 C7 C8 121.7(2) . . ?
N3 C8 C7 121.9(2) . . ?
C2 N1 N2 108.97(19) . . ?
C2 N1 Ni1 117.30(15) . 3_656 ?
N2 N1 Ni1 133.67(15) . 3_656 ?
N1 N2 C4 108.29(19) . . ?
N1 N2 Ni1 132.44(15) . . ?
C4 N2 Ni1 119.25(15) . . ?
C8 N3 C5 117.0(2) . . ?
C8 N3 Ni1 129.79(16) . . ?
C5 N3 Ni1 112.94(15) . . ?
C7 N4 C6 116.8(2) . . ?
C7 N4 Ni1 121.61(15) . 4_565 ?
C6 N4 Ni1 121.56(16) . 4_565 ?
C1 O1 Ni1 115.18(14) . 3_656 ?

_refine_diff_density_max         0.392
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.081

_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_exp_790
_database_code_depnum_ccdc_archive 'CCDC 2018125'
loop_
_audit_author_name
_audit_author_address
'fengzhen hua'
;Southeast university
China
;
_audit_update_record             
;
2020-07-22 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H5 Cl N4 O2 Pb'
_chemical_formula_weight         431.80

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'
Pb Pb -3.3944 10.1111 '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                   13.8772(7)
_cell_length_b                   9.5629(5)
_cell_length_c                   7.5481(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.152(6)
_cell_angle_gamma                90
_cell_volume                     999.05(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1871
_cell_measurement_theta_min      4.3630
_cell_measurement_theta_max      29.3690

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.871
_exptl_crystal_F_000             784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    17.143
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.25947
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.710
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.4674
_diffrn_reflns_number            5157
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.630
_diffrn_reflns_theta_max         29.535
_diffrn_reflns_theta_full        25.214
_diffrn_measured_fraction_theta_max 0.859
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.859
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.859
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2408
_reflns_number_gt                2021
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0334P)²+0.6665P] 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         2408
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0755
_refine_ls_wR_factor_gt          0.0689
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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
Pb1 Pb -0.17399(2) 0.64044(2) 0.46698(3) 0.02423(10) Uani 1 1 d . . . . .
C1 C 0.0347(5) 0.5738(7) 0.2070(8) 0.0245(14) Uani 1 1 d . . . . .
C2 C 0.1016(4) 0.6742(6) 0.1296(7) 0.0181(12) Uani 1 1 d . . . . .
C3 C 0.1881(5) 0.6571(6) 0.0494(8) 0.0230(14) Uani 1 1 d . . . . .
H3 H 0.2185 0.5736 0.0237 0.028 Uiso 1 1 calc R U . . .
C4 C 0.2191(4) 0.7912(6) 0.0161(7) 0.0195(12) Uani 1 1 d . . . . .
C6 C 0.3736(5) 0.7507(7) -0.1224(9) 0.0294(15) Uani 1 1 d . . . . .
H6 H 0.3653 0.6552 -0.1056 0.035 Uiso 1 1 calc R U . . .
C8 C 0.3913(5) 1.0241(7) -0.1652(10) 0.0335(17) Uani 1 1 d . . . . .
H8 H 0.4000 1.1193 -0.1832 0.040 Uiso 1 1 calc R U . . .
C5AA C 0.3047(5) 0.8415(6) -0.0650(8) 0.0214(13) Uani 1 1 d . . . . .
C7AA C 0.4590(5) 0.9300(8) -0.2201(10) 0.0365(18) Uani 1 1 d . . . . .
H7AA H 0.5124 0.9647 -0.2734 0.044 Uiso 1 1 calc R U . . .
Cl1 Cl -0.29260(13) 0.64034(16) 0.1698(2) 0.0319(4) Uani 1 1 d . . . . .
N1 N 0.0855(4) 0.8118(5) 0.1402(7) 0.0217(11) Uani 1 1 d . . . . .
N2 N 0.1564(4) 0.8860(5) 0.0733(7) 0.0214(11) Uani 1 1 d . . . . .
N4 N 0.4512(4) 0.7942(6) -0.2006(8) 0.0366(15) Uani 1 1 d . . . . .
N3AA N 0.3137(4) 0.9796(5) -0.0866(7) 0.0247(12) Uani 1 1 d . . . . .
O1 O -0.0439(4) 0.6225(4) 0.2484(7) 0.0369(13) Uani 1 1 d . . . . .
O2 O 0.0637(3) 0.4499(5) 0.2270(6) 0.0330(12) 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
Pb1 N2 2.466(5) 2_545 ?
Pb1 O1 2.538(4) . ?
Pb1 N3AA 2.681(5) 2_545 ?
Pb1 Cl1 2.685(2) . ?
C1 O1 1.247(8) . ?
C1 O2 1.257(8) . ?
C1 C2 1.484(8) . ?
C2 N1 1.339(7) . ?
C2 C3 1.393(8) . ?
C3 C4 1.381(8) . ?
C4 N2 1.349(8) . ?
C4 C5AA 1.457(8) . ?
C6 N4 1.332(8) . ?
C6 C5AA 1.384(8) . ?
C8 N3AA 1.336(7) . ?
C8 C7AA 1.385(9) . ?
C5AA N3AA 1.338(7) . ?
C7AA N4 1.312(10) . ?
N1 N2 1.342(7) . ?
N2 Pb1 2.466(5) 2 ?
N3AA Pb1 2.682(5) 2 ?

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
N2 Pb1 O1 76.80(15) 2_545 . ?
N2 Pb1 N3AA 63.65(16) 2_545 2_545 ?
O1 Pb1 N3AA 138.20(14) . 2_545 ?
N2 Pb1 Cl1 87.52(14) 2_545 . ?
O1 Pb1 Cl1 83.02(14) . . ?
N3AA Pb1 Cl1 82.34(13) 2_545 . ?
O1 C1 O2 126.9(6) . . ?
O1 C1 C2 116.2(6) . . ?
O2 C1 C2 117.0(5) . . ?
N1 C2 C3 107.1(5) . . ?
N1 C2 C1 120.0(5) . . ?
C3 C2 C1 132.7(5) . . ?
C4 C3 C2 105.1(5) . . ?
N2 C4 C3 110.5(5) . . ?
N2 C4 C5AA 118.5(5) . . ?
C3 C4 C5AA 131.1(5) . . ?
N4 C6 C5AA 122.8(6) . . ?
N3AA C8 C7AA 120.8(6) . . ?
N3AA C5AA C6 120.6(5) . . ?
N3AA C5AA C4 117.6(5) . . ?
C6 C5AA C4 121.8(5) . . ?
N4 C7AA C8 123.1(6) . . ?
C2 N1 N2 111.5(5) . . ?
N1 N2 C4 105.8(5) . . ?
N1 N2 Pb1 130.5(4) . 2 ?
C4 N2 Pb1 123.5(4) . 2 ?
C7AA N4 C6 115.8(6) . . ?
C8 N3AA C5AA 117.0(5) . . ?
C8 N3AA Pb1 126.4(4) . 2 ?
C5AA N3AA Pb1 116.7(4) . 2 ?
C1 O1 Pb1 149.9(5) . . ?

_refine_diff_density_max         1.197
_refine_diff_density_min         -1.788
_refine_diff_density_rms         0.234

_shelxl_version_number           2014-3

