# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/ccdc.csd.cc24j0f4
_database_code_depnum_ccdc_archive 'CCDC 1981595'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1002/zaac.202000093 2020
loop_
_audit_author_name
_audit_author_address
'Jinpeng Li'
;College of Chemistry Zhengzhou University Zhengzhou  Henan
China
;
_audit_update_record             
;
2020-02-03 deposited with the CCDC.	2021-12-24 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         ?
_chemical_formula_sum            'C18 H16 Cd N6 O6'
_chemical_formula_weight         524.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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      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                   7.8039(5)
_cell_length_b                   8.4162(5)
_cell_length_c                   8.6025(5)
_cell_angle_alpha                101.5230(10)
_cell_angle_beta                 108.0640(10)
_cell_angle_gamma                112.1270(10)
_cell_volume                     464.34(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9920
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      28.32

_exptl_crystal_description       brick
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_F_000             262
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.230
_shelx_estimated_absorpt_T_min   0.791
_shelx_estimated_absorpt_T_max   0.791
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13005
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.097
_diffrn_reflns_theta_max         28.319
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2312
_reflns_number_gt                2289
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0439P)²+0.0764P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2312
_refine_ls_number_parameters     156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0192
_refine_ls_R_factor_gt           0.0188
_refine_ls_wR_factor_ref         0.0493
_refine_ls_wR_factor_gt          0.0491
_refine_ls_goodness_of_fit_ref   0.862
_refine_ls_restrained_S_all      0.862
_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
Cd1 Cd 0.5000 0.5000 0.5000 0.01936(6) Uani 1 2 d S . P . .
O3 O 0.7145(2) 0.23689(18) 1.22225(17) 0.0323(3) Uani 1 1 d . . . . .
O9 O 0.92816(19) 0.4503(2) 1.16134(18) 0.0376(3) Uani 1 1 d . . . . .
O17 O 0.7682(2) 0.4434(2) 0.5328(2) 0.0391(3) Uani 1 1 d . . . . .
N2 N 0.0122(2) 0.06028(18) 0.76575(19) 0.0244(3) Uani 1 1 d . . . . .
N3 N -0.2709(2) -0.19495(19) 0.68580(19) 0.0275(3) Uani 1 1 d . . . . .
N6 N 0.4537(2) 0.38500(19) 0.72530(18) 0.0235(3) Uani 1 1 d . . . . .
C1 C -0.1419(3) 0.1072(3) 0.7366(3) 0.0386(4) Uani 1 1 d . . . . .
H1 H -0.1291 0.2263 0.7489 0.061(8) Uiso 1 1 d R . . . .
C2 C -0.3150(3) -0.0504(3) 0.6877(3) 0.0355(4) Uani 1 1 d . . . . .
H2 H -0.4461 -0.0583 0.6596 0.035(6) Uiso 1 1 d R . . . .
C3 C -0.0724(2) -0.1221(2) 0.7346(2) 0.0258(3) Uani 1 1 d . . . . .
H3A H 0.0021 -0.1889 0.7472 0.037(6) Uiso 1 1 d R . . . .
C8 C 0.2201(2) 0.1765(2) 0.8046(2) 0.0220(3) Uani 1 1 d . . . . .
C9 C 0.3788(2) 0.1871(2) 0.9421(2) 0.0237(3) Uani 1 1 d . . . . .
H9 H 0.3528 0.1169 1.0135 0.031(5) Uiso 1 1 d R . . . .
C10 C 0.5769(2) 0.3023(2) 0.9722(2) 0.0214(3) Uani 1 1 d . . . . .
C11 C 0.6078(2) 0.3971(2) 0.8604(2) 0.0230(3) Uani 1 1 d . . . . .
H11 H 0.7436 0.4741 0.8801 0.027(5) Uiso 1 1 d R . . . .
C13 C 0.2622(2) 0.2768(2) 0.7001(2) 0.0239(3) Uani 1 1 d . . . . .
H13 H 0.1516 0.2687 0.6064 0.027(5) Uiso 1 1 d R . . . .
C19 C 0.7549(2) 0.3309(2) 1.1313(2) 0.0240(3) Uani 1 1 d . . . . .
H17W H 0.754(4) 0.377(4) 0.456(4) 0.039(7) Uiso 1 1 d . . . . .
H17 H 0.856(4) 0.468(4) 0.615(4) 0.047(7) Uiso 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
Cd1 O17 2.2644(14) . ?
Cd1 O17 2.2644(14) 2_666 ?
Cd1 N3 2.3395(14) 2_556 ?
Cd1 N3 2.3395(14) 1_665 ?
Cd1 N6 2.3966(13) . ?
Cd1 N6 2.3966(13) 2_666 ?
O3 C19 1.245(2) . ?
O9 C19 1.249(2) . ?
O17 H17W 0.72(3) . ?
O17 H17 0.74(3) . ?
N2 C3 1.351(2) . ?
N2 C1 1.370(2) . ?
N2 C8 1.427(2) . ?
N3 C3 1.315(2) . ?
N3 C2 1.382(2) . ?
N3 Cd1 2.3395(14) 1_445 ?
N6 C11 1.342(2) . ?
N6 C13 1.344(2) . ?
C1 C2 1.355(3) . ?
C1 H1 0.9492 . ?
C2 H2 0.9479 . ?
C3 H3A 0.9469 . ?
C8 C13 1.381(2) . ?
C8 C9 1.381(2) . ?
C9 C10 1.385(2) . ?
C9 H9 0.9487 . ?
C10 C11 1.388(2) . ?
C10 C19 1.515(2) . ?
C11 H11 0.9482 . ?
C13 H13 0.9491 . ?

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
O17 Cd1 O17 180.0 . 2_666 ?
O17 Cd1 N3 90.87(6) . 2_556 ?
O17 Cd1 N3 89.13(6) 2_666 2_556 ?
O17 Cd1 N3 89.13(6) . 1_665 ?
O17 Cd1 N3 90.87(6) 2_666 1_665 ?
N3 Cd1 N3 180.00(6) 2_556 1_665 ?
O17 Cd1 N6 90.39(5) . . ?
O17 Cd1 N6 89.61(5) 2_666 . ?
N3 Cd1 N6 83.73(5) 2_556 . ?
N3 Cd1 N6 96.27(5) 1_665 . ?
O17 Cd1 N6 89.61(5) . 2_666 ?
O17 Cd1 N6 90.39(5) 2_666 2_666 ?
N3 Cd1 N6 96.27(5) 2_556 2_666 ?
N3 Cd1 N6 83.73(5) 1_665 2_666 ?
N6 Cd1 N6 180.00(7) . 2_666 ?
Cd1 O17 H17W 115(2) . . ?
Cd1 O17 H17 128(2) . . ?
H17W O17 H17 116(3) . . ?
C3 N2 C1 107.25(14) . . ?
C3 N2 C8 125.58(14) . . ?
C1 N2 C8 126.90(14) . . ?
C3 N3 C2 105.24(14) . . ?
C3 N3 Cd1 123.37(11) . 1_445 ?
C2 N3 Cd1 124.09(12) . 1_445 ?
C11 N6 C13 117.64(14) . . ?
C11 N6 Cd1 123.30(10) . . ?
C13 N6 Cd1 118.11(10) . . ?
C2 C1 N2 106.01(16) . . ?
C2 C1 H1 127.3 . . ?
N2 C1 H1 126.7 . . ?
C1 C2 N3 109.97(16) . . ?
C1 C2 H2 124.2 . . ?
N3 C2 H2 125.8 . . ?
N3 C3 N2 111.53(15) . . ?
N3 C3 H3A 124.2 . . ?
N2 C3 H3A 124.3 . . ?
C13 C8 C9 119.66(14) . . ?
C13 C8 N2 119.11(14) . . ?
C9 C8 N2 121.21(14) . . ?
C8 C9 C10 118.22(15) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 121.0 . . ?
C9 C10 C11 118.94(14) . . ?
C9 C10 C19 119.82(14) . . ?
C11 C10 C19 121.15(14) . . ?
N6 C11 C10 122.92(14) . . ?
N6 C11 H11 118.3 . . ?
C10 C11 H11 118.7 . . ?
N6 C13 C8 122.58(14) . . ?
N6 C13 H13 118.6 . . ?
C8 C13 H13 118.8 . . ?
O3 C19 O9 126.04(16) . . ?
O3 C19 C10 117.12(15) . . ?
O9 C19 C10 116.82(15) . . ?

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
C3 N2 C1 C2 -0.3(2) . . . . ?
C8 N2 C1 C2 173.96(17) . . . . ?
N2 C1 C2 N3 -0.1(2) . . . . ?
C3 N3 C2 C1 0.4(2) . . . . ?
Cd1 N3 C2 C1 -150.37(15) 1_445 . . . ?
C2 N3 C3 N2 -0.6(2) . . . . ?
Cd1 N3 C3 N2 150.43(12) 1_445 . . . ?
C1 N2 C3 N3 0.6(2) . . . . ?
C8 N2 C3 N3 -173.76(15) . . . . ?
C3 N2 C8 C13 123.44(18) . . . . ?
C1 N2 C8 C13 -49.8(3) . . . . ?
C3 N2 C8 C9 -55.2(2) . . . . ?
C1 N2 C8 C9 131.5(2) . . . . ?
C13 C8 C9 C10 1.2(2) . . . . ?
N2 C8 C9 C10 179.85(14) . . . . ?
C8 C9 C10 C11 -2.1(2) . . . . ?
C8 C9 C10 C19 174.53(14) . . . . ?
C13 N6 C11 C10 0.6(2) . . . . ?
Cd1 N6 C11 C10 -167.99(11) . . . . ?
C9 C10 C11 N6 1.2(2) . . . . ?
C19 C10 C11 N6 -175.34(14) . . . . ?
C11 N6 C13 C8 -1.5(2) . . . . ?
Cd1 N6 C13 C8 167.68(12) . . . . ?
C9 C8 C13 N6 0.6(3) . . . . ?
N2 C8 C13 N6 -178.05(15) . . . . ?
C9 C10 C19 O3 5.3(2) . . . . ?
C11 C10 C19 O3 -178.14(15) . . . . ?
C9 C10 C19 O9 -172.88(16) . . . . ?
C11 C10 C19 O9 3.7(2) . . . . ?

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
C11 H11 O9 0.95 2.55 3.437(2) 155.0 2_767
C3 H3A O9 0.95 2.66 3.522(2) 151.3 2_657
C3 H3A O3 0.95 2.34 3.225(2) 155.3 2_657
C1 H1 O9 0.95 2.38 3.245(2) 151.5 2_667

_refine_diff_density_max         0.568
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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 2107519'
loop_
_audit_author_name
_audit_author_address
a-b
;Zhengzhou university
China
;
_audit_update_record             
;
2021-09-04 deposited with the CCDC.	2021-12-24 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         ?
_chemical_formula_sum            'C9 H8 N4 O5'
_chemical_formula_weight         252.19

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.2514(2)
_cell_length_b                   27.0399(10)
_cell_length_c                   6.4489(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.684(2)
_cell_angle_gamma                90
_cell_volume                     1071.21(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    6305
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      27.48

_exptl_crystal_description       brick
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.130
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17314
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.013
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2448
_reflns_number_gt                2100
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0825P)²+0.7258P] 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         2448
_refine_ls_number_parameters     169
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0691
_refine_ls_wR_factor_ref         0.1822
_refine_ls_wR_factor_gt          0.1759
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.082
_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
O4 O 0.3388(3) 0.30624(6) 0.4543(3) 0.0544(5) Uani 1 1 d . U . . .
O5 O 0.6674(3) 0.34049(6) 0.4908(3) 0.0582(5) Uani 1 1 d . . . . .
H5 H 0.6009 0.3663 0.5008 0.087 Uiso 1 1 calc R U . . .
N1 N 0.5073(3) 0.12086(6) 0.4452(3) 0.0384(4) Uani 1 1 d . . . . .
N4 N 0.9659(3) 0.20573(8) 0.4525(3) 0.0484(5) Uani 1 1 d . . . . .
O3 O 0.2078(4) 0.47627(8) 0.4600(4) 0.0807(7) Uani 1 1 d . . . . .
H3A H 0.1957 0.4998 0.3784 0.121 Uiso 1 1 calc R U . . .
O1 O 0.3819(4) 0.44520(9) 0.2355(4) 0.0805(7) Uani 1 1 d . . . . .
N3 N 0.3396(4) 0.44674(8) 0.4130(4) 0.0578(6) Uani 1 1 d . . . . .
O2 O 0.4395(4) 0.42012(8) 0.5612(4) 0.0540(6) Uani 0.75 1 d . . P A 1
O2' O 0.280(2) 0.3991(5) 0.489(2) 0.117(4) Uiso 0.25 1 d . . P A 2
N2 N 0.3872(4) 0.04888(8) 0.3417(4) 0.0614(6) Uani 1 1 d . . . . .
C5 C 0.6256(3) 0.16626(7) 0.4534(3) 0.0350(4) Uani 1 1 d . . . . .
C4 C 0.5217(3) 0.21086(7) 0.4632(3) 0.0359(4) Uani 1 1 d . . . . .
H4 H 0.3738 0.2123 0.4668 0.043 Uiso 1 1 calc R U . . .
C2 C 0.6457(4) 0.25359(8) 0.4674(3) 0.0377(5) Uani 1 1 d . . . . .
C3 C 0.8655(4) 0.24915(9) 0.4619(4) 0.0434(5) Uani 1 1 d . . . . .
H3 H 0.9476 0.2779 0.4650 0.052 Uiso 1 1 calc R U . . .
C6 C 0.8460(3) 0.16483(9) 0.4493(4) 0.0433(5) Uani 1 1 d . . . . .
H6 H 0.9129 0.1343 0.4441 0.052 Uiso 1 1 calc R U . . .
C1 C 0.5299(4) 0.30273(8) 0.4710(3) 0.0441(5) Uani 1 1 d . U . . .
C7 C 0.3680(4) 0.10661(9) 0.5749(5) 0.0536(6) Uani 1 1 d . . . . .
H7 H 0.3318 0.1245 0.6865 0.064 Uiso 1 1 calc R U . . .
C9 C 0.5152(4) 0.08506(9) 0.3054(4) 0.0521(6) Uani 1 1 d . . . . .
H9 H 0.5978 0.0856 0.1994 0.063 Uiso 1 1 calc R U . . .
C8 C 0.2939(4) 0.06151(10) 0.5085(6) 0.0673(8) Uani 1 1 d . . . . .
H8A H 0.1962 0.0424 0.5666 0.081 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
O4 C1 1.183(3) . ?
O5 C1 1.325(3) . ?
O5 H5 0.8200 . ?
N1 C9 1.330(3) . ?
N1 C7 1.370(3) . ?
N1 C5 1.429(3) . ?
N4 C3 1.338(3) . ?
N4 C6 1.334(3) . ?
O3 N3 1.225(3) . ?
O3 H3A 0.8200 . ?
O1 N3 1.222(3) . ?
N3 O2 1.265(3) . ?
N3 O2' 1.452(15) . ?
N2 C9 1.312(3) . ?
N2 C8 1.359(4) . ?
C5 C4 1.377(3) . ?
C5 C6 1.383(3) . ?
C4 C2 1.389(3) . ?
C4 H4 0.9300 . ?
C2 C3 1.386(3) . ?
C2 C1 1.516(3) . ?
C3 H3 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.346(4) . ?
C7 H7 0.9300 . ?
C9 H9 0.9300 . ?
C8 H8A 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
C1 O5 H5 109.5 . . ?
C9 N1 C7 108.5(2) . . ?
C9 N1 C5 124.50(19) . . ?
C7 N1 C5 127.02(18) . . ?
C3 N4 C6 117.47(19) . . ?
N3 O3 H3A 109.5 . . ?
O1 N3 O3 121.8(2) . . ?
O1 N3 O2 121.7(2) . . ?
O3 N3 O2 116.4(2) . . ?
O1 N3 O2' 113.6(6) . . ?
O3 N3 O2' 105.6(6) . . ?
C9 N2 C8 108.6(2) . . ?
C4 C5 C6 120.36(19) . . ?
C4 C5 N1 120.59(17) . . ?
C6 C5 N1 119.05(18) . . ?
C5 C4 C2 117.59(19) . . ?
C5 C4 H4 121.2 . . ?
C2 C4 H4 121.2 . . ?
C4 C2 C3 118.68(19) . . ?
C4 C2 C1 117.59(19) . . ?
C3 C2 C1 123.71(19) . . ?
N4 C3 C2 123.5(2) . . ?
N4 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
N4 C6 C5 122.4(2) . . ?
N4 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
O4 C1 O5 125.0(2) . . ?
O4 C1 C2 123.1(2) . . ?
O5 C1 C2 111.9(2) . . ?
C8 C7 N1 106.3(2) . . ?
C8 C7 H7 126.8 . . ?
N1 C7 H7 126.8 . . ?
N2 C9 N1 108.7(2) . . ?
N2 C9 H9 125.6 . . ?
N1 C9 H9 125.6 . . ?
C7 C8 N2 107.8(2) . . ?
C7 C8 H8A 126.1 . . ?
N2 C8 H8A 126.1 . . ?

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
C9 N1 C5 C4 130.1(2) . . . . ?
C7 N1 C5 C4 -49.5(3) . . . . ?
C9 N1 C5 C6 -49.2(3) . . . . ?
C7 N1 C5 C6 131.2(2) . . . . ?
C6 C5 C4 C2 0.3(3) . . . . ?
N1 C5 C4 C2 -178.99(18) . . . . ?
C5 C4 C2 C3 -0.1(3) . . . . ?
C5 C4 C2 C1 178.09(17) . . . . ?
C6 N4 C3 C2 -0.3(3) . . . . ?
C4 C2 C3 N4 0.1(3) . . . . ?
C1 C2 C3 N4 -178.0(2) . . . . ?
C3 N4 C6 C5 0.6(3) . . . . ?
C4 C5 C6 N4 -0.6(3) . . . . ?
N1 C5 C6 N4 178.7(2) . . . . ?
C4 C2 C1 O4 -5.9(3) . . . . ?
C3 C2 C1 O4 172.1(2) . . . . ?
C4 C2 C1 O5 175.31(19) . . . . ?
C3 C2 C1 O5 -6.6(3) . . . . ?
C9 N1 C7 C8 0.1(3) . . . . ?
C5 N1 C7 C8 179.7(2) . . . . ?
C8 N2 C9 N1 0.1(3) . . . . ?
C7 N1 C9 N2 -0.1(3) . . . . ?
C5 N1 C9 N2 -179.8(2) . . . . ?
N1 C7 C8 N2 0.0(3) . . . . ?
C9 N2 C8 C7 0.0(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 H8A O1 0.93 2.44 3.195(4) 138.3 4_566
C9 H9 O2 0.93 2.47 3.329(4) 154.2 4_665
C9 H9 O3 0.93 2.46 3.187(3) 135.2 4_665
C7 H7 O5 0.93 2.56 3.473(3) 167.5 4_566
C3 H3 O4 0.93 2.58 3.346(3) 140.5 1_655
C4 H4 N4 0.93 2.54 3.465(3) 172.7 1_455
O3 H3A N2 0.82 1.94 2.750(3) 168.3 2
O5 H5 O2 0.82 1.85 2.667(3) 171.0 .

_refine_diff_density_max         0.536
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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 2107520'
loop_
_audit_author_name
_audit_author_address
a-b
;Zhengzhou university
China
;
_audit_update_record             
;
2021-09-04 deposited with the CCDC.	2021-12-24 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         ?
_chemical_formula_sum            'C18 H24 N6 O10 S0 Zn'
_chemical_formula_weight         549.80

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'
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'
S S 0.1246 0.1234 '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                   8.7580(4)
_cell_length_b                   12.6849(6)
_cell_length_c                   10.3307(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.741(2)
_cell_angle_gamma                90
_cell_volume                     1099.04(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9582
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.187
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.797
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26234
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.136
_diffrn_reflns_theta_max         27.631
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2532
_reflns_number_gt                2172
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0430P)²+0.5740P] 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         2532
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0773
_refine_ls_wR_factor_gt          0.0727
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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 0.5000 0.0000 0.5000 0.02007(10) Uani 1 2 d S . P . .
O4 O 0.43896(15) 0.02044(10) 0.28053(14) 0.0272(3) Uani 1 1 d . . . . .
O3 O 0.35409(16) 0.13216(10) 0.52007(15) 0.0300(3) Uani 1 1 d . . . . .
O2 O 0.59245(17) 0.59715(11) 0.62404(16) 0.0364(3) Uani 1 1 d . . . . .
O1 O 0.79559(17) 0.70520(11) 0.62997(17) 0.0369(4) Uani 1 1 d . . . . .
N2 N 0.84333(17) 0.24020(11) 0.55023(15) 0.0210(3) Uani 1 1 d . . . . .
N3 N 0.69523(18) 0.09730(11) 0.51666(16) 0.0218(3) Uani 1 1 d . . . . .
O5 O 0.5052(2) 0.75951(11) 0.75867(17) 0.0463(4) Uani 1 1 d . . . . .
N1 N 1.11392(18) 0.46084(13) 0.68073(16) 0.0255(3) Uani 1 1 d . . . . .
C4 C 0.8955(2) 0.34391(13) 0.59434(17) 0.0199(3) Uani 1 1 d . . . . .
C7 C 0.8445(2) 0.52331(13) 0.63430(18) 0.0208(4) Uani 1 1 d . . . . .
C9 C 0.7862(2) 0.42333(14) 0.59190(18) 0.0213(4) Uani 1 1 d . . . . .
H9 H 0.6771 0.4102 0.5628 0.026 Uiso 1 1 calc R U . . .
C3 C 0.7135(2) 0.19259(14) 0.56898(19) 0.0222(4) Uani 1 1 d . . . . .
H3 H 0.6459 0.2232 0.6131 0.027 Uiso 1 1 calc R U . . .
C6 C 1.0089(2) 0.53775(15) 0.67675(18) 0.0240(4) Uani 1 1 d . . . . .
H6 H 1.0477 0.6049 0.7039 0.029 Uiso 1 1 calc R U . . .
C1 C 0.8197(2) 0.08318(16) 0.4615(2) 0.0305(4) Uani 1 1 d . . . . .
H1 H 0.8375 0.0226 0.4172 0.037 Uiso 1 1 calc R U . . .
C8 C 0.7355(2) 0.61598(14) 0.62902(19) 0.0245(4) Uani 1 1 d . . . . .
C5 C 1.0577(2) 0.36459(14) 0.64007(19) 0.0234(4) Uani 1 1 d . . . . .
H5 H 1.1294 0.3100 0.6425 0.028 Uiso 1 1 calc R U . . .
C2 C 0.9119(2) 0.17018(15) 0.4813(2) 0.0310(4) Uani 1 1 d . . . . .
H2 H 1.0031 0.1808 0.4541 0.037 Uiso 1 1 calc R U . . .
H4 H 0.3322 0.0182 0.2399 0.037 Uiso 1 1 d R U . . .
H3WA H 0.3937 0.1729 0.5967 0.037 Uiso 1 1 d R U . . .
H5WA H 0.5210 0.8279 0.7499 0.037 Uiso 1 1 d R U . . .
H5W H 0.5278 0.7209 0.6922 0.037 Uiso 1 1 d R U . . .
H4W H 0.4870 -0.0085 0.2350 0.037 Uiso 1 1 d R U . . .
H3W H 0.3169 0.1829 0.4622 0.037 Uiso 1 1 d 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 N3 2.0754(14) . ?
Zn1 N3 2.0754(14) 3_656 ?
Zn1 O3 2.1539(13) . ?
Zn1 O3 2.1539(13) 3_656 ?
Zn1 O4 2.1898(14) 3_656 ?
Zn1 O4 2.1899(14) . ?
O4 H4 0.9086 . ?
O4 H4W 0.8042 . ?
O3 H3WA 0.9252 . ?
O3 H3W 0.8750 . ?
O2 C8 1.262(2) . ?
O1 C8 1.247(2) . ?
N2 C3 1.349(2) . ?
N2 C2 1.379(2) . ?
N2 C4 1.424(2) . ?
N3 C3 1.315(2) . ?
N3 C1 1.380(2) . ?
O5 H5WA 0.8866 . ?
O5 H5W 0.9101 . ?
N1 C6 1.334(3) . ?
N1 C5 1.338(2) . ?
C4 C9 1.385(3) . ?
C4 C5 1.387(2) . ?
C7 C6 1.391(3) . ?
C7 C9 1.390(2) . ?
C7 C8 1.506(2) . ?
C9 H9 0.9300 . ?
C3 H3 0.9300 . ?
C6 H6 0.9300 . ?
C1 C2 1.347(3) . ?
C1 H1 0.9300 . ?
C5 H5 0.9300 . ?
C2 H2 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Zn1 N3 180.0 . 3_656 ?
N3 Zn1 O3 91.52(6) . . ?
N3 Zn1 O3 88.48(6) 3_656 . ?
N3 Zn1 O3 88.48(6) . 3_656 ?
N3 Zn1 O3 91.52(6) 3_656 3_656 ?
O3 Zn1 O3 180.0 . 3_656 ?
N3 Zn1 O4 92.00(5) . 3_656 ?
N3 Zn1 O4 88.00(5) 3_656 3_656 ?
O3 Zn1 O4 88.12(5) . 3_656 ?
O3 Zn1 O4 91.88(5) 3_656 3_656 ?
N3 Zn1 O4 88.00(5) . . ?
N3 Zn1 O4 92.00(5) 3_656 . ?
O3 Zn1 O4 91.88(5) . . ?
O3 Zn1 O4 88.12(5) 3_656 . ?
O4 Zn1 O4 180.0 3_656 . ?
Zn1 O4 H4 112.7 . . ?
Zn1 O4 H4W 122.6 . . ?
H4 O4 H4W 111.0 . . ?
Zn1 O3 H3WA 115.5 . . ?
Zn1 O3 H3W 128.4 . . ?
H3WA O3 H3W 98.5 . . ?
C3 N2 C2 107.20(15) . . ?
C3 N2 C4 124.98(15) . . ?
C2 N2 C4 127.82(15) . . ?
C3 N3 C1 105.77(15) . . ?
C3 N3 Zn1 125.51(12) . . ?
C1 N3 Zn1 128.23(12) . . ?
H5WA O5 H5W 112.1 . . ?
C6 N1 C5 118.01(16) . . ?
C9 C4 C5 120.23(16) . . ?
C9 C4 N2 120.68(15) . . ?
C5 C4 N2 119.09(16) . . ?
C6 C7 C9 118.21(17) . . ?
C6 C7 C8 119.78(16) . . ?
C9 C7 C8 121.94(16) . . ?
C4 C9 C7 117.95(16) . . ?
C4 C9 H9 121.0 . . ?
C7 C9 H9 121.0 . . ?
N3 C3 N2 111.13(16) . . ?
N3 C3 H3 124.4 . . ?
N2 C3 H3 124.4 . . ?
N1 C6 C7 123.75(17) . . ?
N1 C6 H6 118.1 . . ?
C7 C6 H6 118.1 . . ?
C2 C1 N3 109.93(16) . . ?
C2 C1 H1 125.0 . . ?
N3 C1 H1 125.0 . . ?
O1 C8 O2 125.74(17) . . ?
O1 C8 C7 116.51(16) . . ?
O2 C8 C7 117.76(16) . . ?
N1 C5 C4 121.84(17) . . ?
N1 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C1 C2 N2 105.97(16) . . ?
C1 C2 H2 127.0 . . ?
N2 C2 H2 127.0 . . ?

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
C3 N2 C4 C9 -35.9(3) . . . . ?
C2 N2 C4 C9 143.7(2) . . . . ?
C3 N2 C4 C5 144.04(18) . . . . ?
C2 N2 C4 C5 -36.3(3) . . . . ?
C5 C4 C9 C7 1.0(3) . . . . ?
N2 C4 C9 C7 -179.02(16) . . . . ?
C6 C7 C9 C4 -0.1(3) . . . . ?
C8 C7 C9 C4 176.97(16) . . . . ?
C1 N3 C3 N2 0.0(2) . . . . ?
Zn1 N3 C3 N2 -172.49(12) . . . . ?
C2 N2 C3 N3 0.0(2) . . . . ?
C4 N2 C3 N3 179.68(16) . . . . ?
C5 N1 C6 C7 0.8(3) . . . . ?
C9 C7 C6 N1 -0.9(3) . . . . ?
C8 C7 C6 N1 -177.96(17) . . . . ?
C3 N3 C1 C2 0.0(2) . . . . ?
Zn1 N3 C1 C2 172.24(14) . . . . ?
C6 C7 C8 O1 17.7(3) . . . . ?
C9 C7 C8 O1 -159.30(18) . . . . ?
C6 C7 C8 O2 -162.32(18) . . . . ?
C9 C7 C8 O2 20.7(3) . . . . ?
C6 N1 C5 C4 0.2(3) . . . . ?
C9 C4 C5 N1 -1.1(3) . . . . ?
N2 C4 C5 N1 178.89(16) . . . . ?
N3 C1 C2 N2 0.0(2) . . . . ?
C3 N2 C2 C1 0.0(2) . . . . ?
C4 N2 C2 C1 -179.64(18) . . . . ?

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
O5 H5W O1 0.91 2.61 3.264(2) 129.2 .
O5 H5W O2 0.91 1.87 2.715(2) 152.8 .
O5 H5WA O4 0.89 2.00 2.882(2) 176.2 3_666
O3 H3WA O5 0.93 1.86 2.780(2) 172.5 2_646
O4 H4 N1 0.91 1.85 2.744(2) 167.4 4_465
C2 H2 O1 0.93 2.61 3.476(2) 154.3 3_766
C5 H5 O1 0.93 2.61 3.102(2) 113.3 2_746
C3 H3 O5 0.93 2.17 3.087(2) 166.5 2_646
C9 H9 O2 0.93 2.59 3.432(2) 151.6 3_666
C9 H9 O2 0.93 2.59 3.432(2) 151.6 3_666
C3 H3 O5 0.93 2.17 3.087(2) 166.5 2_646
C5 H5 O1 0.93 2.61 3.102(2) 113.3 2_746
C2 H2 O1 0.93 2.61 3.476(2) 154.3 3_766
O4 H4 N1 0.91 1.85 2.744(2) 167.4 4_465
O3 H3WA O5 0.93 1.86 2.780(2) 172.5 2_646
O5 H5WA O4 0.89 2.00 2.882(2) 176.2 3_666
O5 H5W O2 0.91 1.87 2.715(2) 152.8 .
O5 H5W O1 0.91 2.61 3.264(2) 129.2 .

_refine_diff_density_max         0.302
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.057

