# Electronic Supplementary Material (ESI) for Sustainable Energy & Fuels.
# This journal is © The Royal Society of Chemistry 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_a_a
_database_code_depnum_ccdc_archive 'CCDC 2211200'
loop_
_audit_author_name
_audit_author_address
'CoNPy and ZnNPy'
;Huanggang Normal University
China
;
_audit_update_record             
;
2022-10-05 deposited with the CCDC.	2022-11-21 downloaded from the CCDC.
;
_audit_creation_date             2022-09-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H25 Co N5, 2(Cl O4)'
_chemical_formula_sum            'C21 H25 Cl2 Co N5 O8'
_chemical_formula_weight         605.29
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   13.9770(12)
_cell_length_b                   11.2378(10)
_cell_length_c                   16.1388(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.597(3)
_cell_angle_gamma                90
_cell_volume                     2529.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7072
_cell_measurement_temperature    280.00
_cell_measurement_theta_max      25.01
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.946
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_correction_T_min  0.6688
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1179 before and 0.0624 after correction.
The Ratio of minimum to maximum transmission is 0.8957.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27821
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.605
_diffrn_ambient_temperature      280.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.993
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                4214
_reflns_number_total             5777
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 1748 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.47(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5777
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0464P)²+1.9903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.1072
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B), C11(H11A,H11B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C8(H8), C12(H12), C14(H14), C21(H21), C13(H13), C15(H15), C17(H17),
 C9(H9), C19(H19), C5(H5)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Co1 Co 0.50063(17) 0.39909(4) 0.49717(14) 0.04168(18) Uani 1 1 d . . . . .
Cl1 Cl 0.74988(17) 0.5118(3) 0.35733(14) 0.0538(8) Uani 1 1 d . . . . .
Cl2 Cl 0.25067(17) 0.5144(3) 0.63761(14) 0.0542(8) Uani 1 1 d . . . . .
N10 N 0.5306(6) 0.2848(8) 0.4035(6) 0.044(2) Uani 1 1 d . . . . .
N005 N 0.6192(5) 0.4379(8) 0.5877(5) 0.041(2) Uani 1 1 d . . . . .
N11 N 0.4986(10) 0.5792(3) 0.4963(8) 0.0407(8) Uani 1 1 d . . . . .
C1 C 0.4884(7) 0.3142(9) 0.3293(6) 0.041(2) Uani 1 1 d . . . . .
C4 C 0.5820(8) 0.1846(9) 0.4099(8) 0.053(3) Uani 1 1 d . . . . .
H4 H 0.609517 0.161274 0.461321 0.064 Uiso 1 1 calc R U . . .
O1 O 0.3334(8) 0.5748(14) 0.6208(7) 0.137(5) Uani 1 1 d . . . . .
O4 O 0.1800(7) 0.5280(7) 0.5709(6) 0.073(3) Uani 1 1 d . . . . .
C6 C 0.4328(7) 0.4294(9) 0.3294(7) 0.045(3) Uani 1 1 d . . . . .
H6A H 0.476198 0.496134 0.324959 0.054 Uiso 1 1 calc R U . . .
H6B H 0.386428 0.431541 0.282105 0.054 Uiso 1 1 calc R U . . .
N9 N 0.3830(6) 0.4388(8) 0.4069(5) 0.042(2) Uani 1 1 d . . . . .
C8 C 0.4495(10) 0.1462(10) 0.7289(8) 0.061(3) Uani 1 1 d . . . . .
H8 H 0.441013 0.101252 0.776213 0.073 Uiso 1 1 calc R U . . .
C10 C 0.6494(8) 0.5617(10) 0.5749(7) 0.052(3) Uani 1 1 d . . . . .
H10A H 0.672242 0.595316 0.627854 0.062 Uiso 1 1 calc R U . . .
H10B H 0.702328 0.562119 0.538806 0.062 Uiso 1 1 calc R U . . .
O6 O 0.8170(8) 0.5208(9) 0.4246(6) 0.090(3) Uani 1 1 d . . . . .
C12 C 0.5034(9) 0.2475(13) 0.7339(8) 0.054(3) Uani 1 1 d . . . . .
H12 H 0.534519 0.269990 0.784045 0.064 Uiso 1 1 calc R U . . .
C14 C 0.5944(10) 0.1152(11) 0.3405(10) 0.063(3) Uani 1 1 d . . . . .
H14 H 0.632105 0.047103 0.345571 0.076 Uiso 1 1 calc R U . . .
C16 C 0.2987(8) 0.3524(10) 0.4037(8) 0.060(3) Uani 1 1 d . . . . .
H16A H 0.322266 0.272266 0.401798 0.091 Uiso 1 1 calc R U . . .
H16B H 0.257585 0.368004 0.355088 0.091 Uiso 1 1 calc R U . . .
H16C H 0.263344 0.362569 0.452337 0.091 Uiso 1 1 calc R U . . .
C18 C 0.5738(8) 0.6346(10) 0.5391(7) 0.047(3) Uani 1 1 d . . . . .
C20 C 0.4303(8) 0.6415(10) 0.4568(7) 0.046(3) Uani 1 1 d . . . . .
O8 O 0.2745(9) 0.3975(8) 0.6418(11) 0.217(8) Uani 1 1 d . . . . .
C21 C 0.5741(9) 0.7585(10) 0.5401(8) 0.059(3) Uani 1 1 d . . . . .
H21 H 0.623747 0.798671 0.569180 0.071 Uiso 1 1 calc R U . . .
O2 O 0.2200(6) 0.5466(12) 0.7116(5) 0.151(5) Uani 1 1 d . . . . .
C11 C 0.5673(8) 0.4271(11) 0.6648(6) 0.051(3) Uani 1 1 d . . . . .
H11A H 0.612969 0.427409 0.712591 0.062 Uiso 1 1 calc R U . . .
H11B H 0.524805 0.494657 0.669431 0.062 Uiso 1 1 calc R U . . .
N12 N 0.4690(6) 0.2829(7) 0.5896(6) 0.042(2) Uani 1 1 d . . . . .
C3 C 0.3487(7) 0.5625(10) 0.4158(7) 0.046(3) Uani 1 1 d . . . . .
H3A H 0.293877 0.563389 0.449798 0.055 Uiso 1 1 calc R U . . .
H3B H 0.328511 0.594269 0.361576 0.055 Uiso 1 1 calc R U . . .
O5 O 0.7894(7) 0.5749(7) 0.2902(6) 0.103(3) Uani 1 1 d . . . . .
C13 C 0.4284(10) 0.7626(10) 0.4552(8) 0.071(4) Uani 1 1 d . . . . .
H13 H 0.379516 0.804097 0.426173 0.085 Uiso 1 1 calc R U . . .
C7 C 0.5112(8) 0.3161(9) 0.6637(7) 0.044(3) Uani 1 1 d . . . . .
C15 C 0.5033(15) 0.8216(5) 0.4992(12) 0.0735(19) Uani 1 1 d . . . . .
H15 H 0.504547 0.904294 0.500575 0.088 Uiso 1 1 calc R U . . .
C2 C 0.6979(8) 0.3571(10) 0.5893(6) 0.054(3) Uani 1 1 d . . . . .
H2A H 0.676890 0.279565 0.605170 0.080 Uiso 1 1 calc R U . . .
H2B H 0.747499 0.384364 0.628644 0.080 Uiso 1 1 calc R U . . .
H2C H 0.722455 0.353134 0.535119 0.080 Uiso 1 1 calc R U . . .
C17 C 0.4990(9) 0.2456(12) 0.2591(8) 0.053(3) Uani 1 1 d . . . . .
H17 H 0.469860 0.268040 0.208133 0.064 Uiso 1 1 calc R U . . .
O3 O 0.6638(7) 0.5654(14) 0.3722(7) 0.125(4) Uani 1 1 d . . . . .
C9 C 0.4069(10) 0.1101(10) 0.6516(10) 0.065(4) Uani 1 1 d . . . . .
H9 H 0.372533 0.039440 0.645833 0.079 Uiso 1 1 calc R U . . .
C19 C 0.4181(9) 0.1828(11) 0.5862(8) 0.061(3) Uani 1 1 d . . . . .
H19 H 0.388184 0.161358 0.535281 0.073 Uiso 1 1 calc R U . . .
O7 O 0.7411(7) 0.3931(7) 0.3307(7) 0.111(3) Uani 1 1 d . . . . .
C5 C 0.5530(8) 0.1447(12) 0.2662(9) 0.064(4) Uani 1 1 d . . . . .
H5 H 0.560977 0.096988 0.220038 0.077 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
Co1 N10 2.046(9) . ?
Co1 N005 2.184(8) . ?
Co1 N11 2.024(3) . ?
Co1 N9 2.173(9) . ?
Co1 N12 2.051(9) . ?
Cl1 O6 1.393(10) . ?
Cl1 O5 1.434(8) . ?
Cl1 O3 1.379(10) . ?
Cl1 O7 1.404(7) . ?
Cl2 O1 1.382(11) . ?
Cl2 O4 1.423(8) . ?
Cl2 O8 1.356(8) . ?
Cl2 O2 1.344(8) . ?
N10 C1 1.343(13) . ?
N10 C4 1.337(13) . ?
N005 C10 1.472(13) . ?
N005 C11 1.483(13) . ?
N005 C2 1.426(14) . ?
N11 C18 1.371(17) . ?
N11 C20 1.315(17) . ?
C1 C6 1.510(13) . ?
C1 C17 1.385(15) . ?
C4 H4 0.9300 . ?
C4 C14 1.384(17) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N9 1.473(12) . ?
N9 C16 1.524(13) . ?
N9 C3 1.480(13) . ?
C8 H8 0.9300 . ?
C8 C12 1.364(18) . ?
C8 C9 1.41(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C18 1.430(17) . ?
C12 H12 0.9300 . ?
C12 C7 1.380(16) . ?
C14 H14 0.9300 . ?
C14 C5 1.34(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 C21 1.393(15) . ?
C20 C3 1.560(15) . ?
C20 C13 1.362(15) . ?
C21 H21 0.9300 . ?
C21 C15 1.35(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C7 1.473(15) . ?
N12 C7 1.353(14) . ?
N12 C19 1.330(13) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C13 H13 0.9300 . ?
C13 C15 1.39(2) . ?
C15 H15 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C17 H17 0.9300 . ?
C17 C5 1.362(17) . ?
C9 H9 0.9300 . ?
C9 C19 1.352(17) . ?
C19 H19 0.9300 . ?
C5 H5 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
N10 Co1 N005 116.0(3) . . ?
N10 Co1 N9 79.4(3) . . ?
N10 Co1 N12 101.60(13) . . ?
N11 Co1 N10 128.7(5) . . ?
N11 Co1 N005 79.3(5) . . ?
N11 Co1 N9 77.3(5) . . ?
N11 Co1 N12 129.7(5) . . ?
N9 Co1 N005 156.64(13) . . ?
N12 Co1 N005 80.2(3) . . ?
N12 Co1 N9 115.4(3) . . ?
O6 Cl1 O5 106.3(7) . . ?
O6 Cl1 O7 110.4(7) . . ?
O3 Cl1 O6 112.6(7) . . ?
O3 Cl1 O5 107.3(8) . . ?
O3 Cl1 O7 114.0(8) . . ?
O7 Cl1 O5 105.6(6) . . ?
O1 Cl2 O4 110.4(7) . . ?
O8 Cl2 O1 106.2(10) . . ?
O8 Cl2 O4 107.4(7) . . ?
O2 Cl2 O1 111.1(7) . . ?
O2 Cl2 O4 113.5(7) . . ?
O2 Cl2 O8 107.9(10) . . ?
C1 N10 Co1 114.0(7) . . ?
C4 N10 Co1 127.3(8) . . ?
C4 N10 C1 118.7(10) . . ?
C10 N005 Co1 107.9(7) . . ?
C10 N005 C11 110.8(9) . . ?
C11 N005 Co1 98.9(5) . . ?
C2 N005 Co1 115.9(7) . . ?
C2 N005 C10 112.1(8) . . ?
C2 N005 C11 110.5(9) . . ?
C18 N11 Co1 116.1(9) . . ?
C20 N11 Co1 123.0(10) . . ?
C20 N11 C18 120.9(4) . . ?
N10 C1 C6 114.0(9) . . ?
N10 C1 C17 121.9(10) . . ?
C17 C1 C6 124.1(10) . . ?
N10 C4 H4 119.8 . . ?
N10 C4 C14 120.4(12) . . ?
C14 C4 H4 119.8 . . ?
C1 C6 H6A 109.8 . . ?
C1 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
N9 C6 C1 109.5(8) . . ?
N9 C6 H6A 109.8 . . ?
N9 C6 H6B 109.8 . . ?
C6 N9 Co1 100.2(6) . . ?
C6 N9 C16 109.3(8) . . ?
C6 N9 C3 108.8(8) . . ?
C16 N9 Co1 116.2(7) . . ?
C3 N9 Co1 111.4(6) . . ?
C3 N9 C16 110.3(8) . . ?
C12 C8 H8 120.2 . . ?
C12 C8 C9 119.6(10) . . ?
C9 C8 H8 120.2 . . ?
N005 C10 H10A 109.0 . . ?
N005 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C18 C10 N005 112.8(9) . . ?
C18 C10 H10A 109.0 . . ?
C18 C10 H10B 109.0 . . ?
C8 C12 H12 120.3 . . ?
C8 C12 C7 119.3(12) . . ?
C7 C12 H12 120.3 . . ?
C4 C14 H14 119.5 . . ?
C5 C14 C4 121.0(12) . . ?
C5 C14 H14 119.5 . . ?
N9 C16 H16A 109.5 . . ?
N9 C16 H16B 109.5 . . ?
N9 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N11 C18 C10 117.8(10) . . ?
N11 C18 C21 117.4(12) . . ?
C21 C18 C10 124.6(11) . . ?
N11 C20 C3 113.1(10) . . ?
N11 C20 C13 123.6(12) . . ?
C13 C20 C3 123.2(12) . . ?
C18 C21 H21 119.4 . . ?
C15 C21 C18 121.1(12) . . ?
C15 C21 H21 119.4 . . ?
N005 C11 H11A 109.6 . . ?
N005 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C7 C11 N005 110.3(9) . . ?
C7 C11 H11A 109.6 . . ?
C7 C11 H11B 109.6 . . ?
C7 N12 Co1 111.5(7) . . ?
C19 N12 Co1 130.4(8) . . ?
C19 N12 C7 118.1(10) . . ?
N9 C3 C20 110.0(8) . . ?
N9 C3 H3A 109.7 . . ?
N9 C3 H3B 109.7 . . ?
C20 C3 H3A 109.7 . . ?
C20 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C20 C13 H13 121.5 . . ?
C20 C13 C15 116.9(13) . . ?
C15 C13 H13 121.5 . . ?
C12 C7 C11 122.3(11) . . ?
N12 C7 C12 121.3(11) . . ?
N12 C7 C11 116.4(9) . . ?
C21 C15 C13 120.1(5) . . ?
C21 C15 H15 120.0 . . ?
C13 C15 H15 120.0 . . ?
N005 C2 H2A 109.5 . . ?
N005 C2 H2B 109.5 . . ?
N005 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C17 H17 120.6 . . ?
C5 C17 C1 118.8(12) . . ?
C5 C17 H17 120.6 . . ?
C8 C9 H9 121.5 . . ?
C19 C9 C8 117.0(12) . . ?
C19 C9 H9 121.5 . . ?
N12 C19 C9 124.5(12) . . ?
N12 C19 H19 117.7 . . ?
C9 C19 H19 117.7 . . ?
C14 C5 C17 119.1(11) . . ?
C14 C5 H5 120.5 . . ?
C17 C5 H5 120.5 . . ?

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
Co1 N10 C1 C6 3.6(11) . . . . ?
Co1 N10 C1 C17 -178.6(8) . . . . ?
Co1 N10 C4 C14 178.8(9) . . . . ?
Co1 N005 C10 C18 26.5(11) . . . . ?
Co1 N005 C11 C7 48.7(9) . . . . ?
Co1 N11 C18 C10 4.4(14) . . . . ?
Co1 N11 C18 C21 -179.6(9) . . . . ?
Co1 N11 C20 C3 3.6(14) . . . . ?
Co1 N11 C20 C13 -179.6(9) . . . . ?
Co1 N9 C3 C20 24.7(10) . . . . ?
Co1 N12 C7 C12 -176.8(8) . . . . ?
Co1 N12 C7 C11 1.7(11) . . . . ?
Co1 N12 C19 C9 176.2(10) . . . . ?
N10 C1 C6 N9 -38.8(12) . . . . ?
N10 C1 C17 C5 0.8(17) . . . . ?
N10 C4 C14 C5 -2.1(19) . . . . ?
N005 C10 C18 N11 -21.8(15) . . . . ?
N005 C10 C18 C21 162.5(10) . . . . ?
N005 C11 C7 C12 141.0(10) . . . . ?
N005 C11 C7 N12 -37.6(13) . . . . ?
N11 C18 C21 C15 -0.8(18) . . . . ?
N11 C20 C3 N9 -19.1(13) . . . . ?
N11 C20 C13 C15 -0.8(18) . . . . ?
C1 N10 C4 C14 2.6(16) . . . . ?
C1 C6 N9 Co1 49.6(9) . . . . ?
C1 C6 N9 C16 -73.0(11) . . . . ?
C1 C6 N9 C3 166.5(8) . . . . ?
C1 C17 C5 C14 -0.3(18) . . . . ?
C4 N10 C1 C6 -179.7(8) . . . . ?
C4 N10 C1 C17 -2.0(16) . . . . ?
C4 C14 C5 C17 1(2) . . . . ?
C6 C1 C17 C5 178.3(11) . . . . ?
C6 N9 C3 C20 -84.7(10) . . . . ?
C8 C12 C7 C11 179.4(11) . . . . ?
C8 C12 C7 N12 -2.2(17) . . . . ?
C8 C9 C19 N12 2(2) . . . . ?
C10 N005 C11 C7 161.7(8) . . . . ?
C10 C18 C21 C15 174.8(13) . . . . ?
C12 C8 C9 C19 -3(2) . . . . ?
C16 N9 C3 C20 155.3(9) . . . . ?
C18 N11 C20 C3 -177.0(9) . . . . ?
C18 N11 C20 C13 0(2) . . . . ?
C18 C21 C15 C13 0(2) . . . . ?
C20 N11 C18 C10 -175.0(9) . . . . ?
C20 N11 C18 C21 1(2) . . . . ?
C20 C13 C15 C21 1(2) . . . . ?
C11 N005 C10 C18 -80.7(11) . . . . ?
C3 C20 C13 C15 175.8(12) . . . . ?
C13 C20 C3 N9 164.0(10) . . . . ?
C7 N12 C19 C9 -1.3(18) . . . . ?
C2 N005 C10 C18 155.3(9) . . . . ?
C2 N005 C11 C7 -73.4(10) . . . . ?
C17 C1 C6 N9 143.5(10) . . . . ?
C9 C8 C12 C7 3.2(18) . . . . ?
C19 N12 C7 C12 1.1(16) . . . . ?
C19 N12 C7 C11 179.7(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2211201'
loop_
_audit_author_name
_audit_author_address
'CoNPy and ZnNPy'
;Huanggang Normal University
China
;
_audit_update_record             
;
2022-10-05 deposited with the CCDC.	2022-11-21 downloaded from the CCDC.
;
_audit_creation_date             2022-09-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H31 N5 O Zn, 2(Cl O4)'
_chemical_formula_sum            'C19 H31 Cl2 N5 O9 Zn'
_chemical_formula_weight         609.76
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.0470(13)
_cell_length_b                   33.224(4)
_cell_length_c                   8.7975(14)
_cell_angle_alpha                90
_cell_angle_beta                 104.960(5)
_cell_angle_gamma                90
_cell_volume                     2554.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9992
_cell_measurement_temperature    273.00
_cell_measurement_theta_max      25.52
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.228
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1180
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            61767
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.381
_diffrn_reflns_theta_min         2.330
_diffrn_ambient_temperature      273.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3943
_reflns_number_total             5215
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.628
_refine_diff_density_min         -0.771
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         5215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0586
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0938P)²+4.6799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1574
_refine_ls_wR_factor_ref         0.1777
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Rotating group:
 O9(H9A,H9B)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C6(H6A,H6B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
 C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C11(H11), C12(H12), C16(H16), C18(H18)
2.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C9(H9C,H9D,H9E), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.57422(5) 0.38207(2) 0.23333(6) 0.03329(18) Uani 1 1 d . . . . .
O9 O 0.5508(4) 0.43273(10) 0.3819(4) 0.0510(8) Uani 1 1 d . . . . .
H9A H 0.495780 0.450825 0.325891 0.076 Uiso 1 1 d R U . . .
H9B H 0.637628 0.443880 0.417072 0.076 Uiso 1 1 d R U . . .
N1 N 0.4278(4) 0.35093(11) 0.3585(4) 0.0404(8) Uani 1 1 d . . . . .
N2 N 0.4040(4) 0.40165(11) 0.0312(4) 0.0390(8) Uani 1 1 d . . . . .
N3 N 0.5723(5) 0.31774(11) 0.1508(5) 0.0484(10) Uani 1 1 d . . . . .
N4 N 0.7065(4) 0.42152(11) 0.1053(4) 0.0388(8) Uani 1 1 d . . . . .
N5 N 0.8032(4) 0.36620(13) 0.3624(5) 0.0498(10) Uani 1 1 d . . . . .
C1 C 0.4588(5) 0.41798(13) -0.0843(5) 0.0402(10) Uani 1 1 d . . . . .
C2 C 0.8220(7) 0.3665(2) 0.5342(7) 0.079(2) Uani 1 1 d . . . . .
H2A H 0.786514 0.391706 0.564648 0.118 Uiso 1 1 calc R U . . .
H2B H 0.928149 0.363031 0.587223 0.118 Uiso 1 1 calc R U . . .
H2C H 0.763607 0.344917 0.562282 0.118 Uiso 1 1 calc R U . . .
C3 C 0.9097(5) 0.39646(17) 0.3246(7) 0.0542(12) Uani 1 1 d . . . . .
H3A H 1.013133 0.385882 0.353577 0.065 Uiso 1 1 calc R U . . .
H3B H 0.907769 0.420700 0.385558 0.065 Uiso 1 1 calc R U . . .
C4 C 0.3631(6) 0.43561(14) -0.2148(5) 0.0464(11) Uani 1 1 d . . . . .
H4 H 0.403063 0.446972 -0.292263 0.056 Uiso 1 1 calc R U . . .
C5 C 0.3011(6) 0.34179(17) 0.5624(6) 0.0535(12) Uani 1 1 d . . . . .
H5 H 0.277512 0.351719 0.652159 0.064 Uiso 1 1 calc R U . . .
C6 C 0.6288(5) 0.41489(15) -0.0616(5) 0.0454(11) Uani 1 1 d . . . . .
H6A H 0.654631 0.388464 -0.093960 0.055 Uiso 1 1 calc R U . . .
H6B H 0.662269 0.434871 -0.125936 0.055 Uiso 1 1 calc R U . . .
C7 C 0.2489(6) 0.30491(16) 0.5034(6) 0.0530(12) Uani 1 1 d . . . . .
H7 H 0.187898 0.289559 0.551596 0.064 Uiso 1 1 calc R U . . .
C8 C 0.3890(6) 0.36398(15) 0.4869(6) 0.0482(11) Uani 1 1 d . . . . .
H8 H 0.422960 0.389212 0.526825 0.058 Uiso 1 1 calc R U . . .
C9 C 0.5936(8) 0.30894(17) -0.0063(8) 0.076(2) Uani 1 1 d . . . . .
H9C H 0.507470 0.318949 -0.085417 0.113 Uiso 1 1 calc R U . . .
H9D H 0.601751 0.280372 -0.018495 0.113 Uiso 1 1 calc R U . . .
H9E H 0.685293 0.321749 -0.017470 0.113 Uiso 1 1 calc R U . . .
C10 C 0.3783(5) 0.31483(13) 0.3014(6) 0.0413(10) Uani 1 1 d . . . . .
C11 C 0.2876(6) 0.29073(15) 0.3717(6) 0.0510(12) Uani 1 1 d . . . . .
H11 H 0.254045 0.265599 0.330204 0.061 Uiso 1 1 calc R U . . .
C12 C 0.2074(6) 0.43630(15) -0.2297(6) 0.0516(12) Uani 1 1 d . . . . .
H12 H 0.141388 0.447961 -0.317476 0.062 Uiso 1 1 calc R U . . .
C13 C 0.4217(6) 0.30149(14) 0.1566(6) 0.0504(12) Uani 1 1 d . . . . .
H13A H 0.425078 0.272314 0.154403 0.060 Uiso 1 1 calc R U . . .
H13B H 0.344531 0.310419 0.064496 0.060 Uiso 1 1 calc R U . . .
C14 C 0.8658(5) 0.40660(15) 0.1528(6) 0.0485(11) Uani 1 1 d . . . . .
H14A H 0.934309 0.427036 0.131508 0.058 Uiso 1 1 calc R U . . .
H14B H 0.875233 0.382833 0.091937 0.058 Uiso 1 1 calc R U . . .
C15 C 0.6952(7) 0.29921(16) 0.2754(9) 0.0706(18) Uani 1 1 d . . . . .
H15A H 0.719546 0.272814 0.241430 0.085 Uiso 1 1 calc R U . . .
H15B H 0.660315 0.295867 0.370040 0.085 Uiso 1 1 calc R U . . .
C16 C 0.2528(5) 0.40263(15) 0.0148(6) 0.0461(11) Uani 1 1 d . . . . .
H16 H 0.214666 0.391346 0.093707 0.055 Uiso 1 1 calc R U . . .
C17 C 0.8371(6) 0.32540(17) 0.3109(9) 0.0705(18) Uani 1 1 d . . . . .
H17A H 0.916426 0.312946 0.392965 0.085 Uiso 1 1 calc R U . . .
H17B H 0.874631 0.327646 0.217428 0.085 Uiso 1 1 calc R U . . .
C18 C 0.1511(6) 0.41948(15) -0.1129(6) 0.0501(12) Uani 1 1 d . . . . .
H18 H 0.046653 0.419527 -0.120352 0.060 Uiso 1 1 calc R U . . .
C19 C 0.7046(6) 0.46516(13) 0.1394(6) 0.0483(11) Uani 1 1 d . . . . .
H19A H 0.600858 0.473932 0.125406 0.073 Uiso 1 1 calc R U . . .
H19B H 0.750228 0.479726 0.068868 0.073 Uiso 1 1 calc R U . . .
H19C H 0.761515 0.470086 0.245941 0.073 Uiso 1 1 calc R U . . .
Cl1 Cl 0.20932(14) 0.49577(4) 0.32722(15) 0.0504(3) Uani 1 1 d . . . . .
O1 O 0.1009(7) 0.5012(2) 0.1844(7) 0.123(2) Uani 1 1 d . . . . .
O2 O 0.3566(6) 0.50014(19) 0.2962(9) 0.124(2) Uani 1 1 d . . . . .
O3 O 0.2070(8) 0.45526(19) 0.3739(9) 0.133(2) Uani 1 1 d . . . . .
O4 O 0.1942(10) 0.5233(3) 0.4341(12) 0.208(5) Uani 1 1 d . . . . .
Cl2 Cl 0.99821(15) 0.30251(4) 0.88572(17) 0.0542(3) Uani 1 1 d . . . . .
O5 O 0.8762(12) 0.2864(4) 0.7723(12) 0.211(5) Uani 1 1 d . . . . .
O6 O 1.1217(5) 0.30959(16) 0.8172(6) 0.0866(14) Uani 1 1 d . . . . .
O7 O 1.0266(10) 0.2761(4) 1.0006(12) 0.246(7) Uani 1 1 d . . . . .
O8 O 0.9410(10) 0.33748(17) 0.9132(12) 0.187(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
Zn1 O9 2.175(3) . ?
Zn1 N1 2.188(4) . ?
Zn1 N2 2.132(4) . ?
Zn1 N3 2.256(4) . ?
Zn1 N4 2.262(3) . ?
Zn1 N5 2.155(4) . ?
O9 H9A 0.8518 . ?
O9 H9B 0.8515 . ?
N1 C8 1.339(6) . ?
N1 C10 1.333(6) . ?
N2 C1 1.354(6) . ?
N2 C16 1.338(6) . ?
N3 C9 1.473(7) . ?
N3 C13 1.479(6) . ?
N3 C15 1.479(8) . ?
N4 C6 1.472(6) . ?
N4 C14 1.478(6) . ?
N4 C19 1.481(6) . ?
N5 C2 1.477(8) . ?
N5 C3 1.488(6) . ?
N5 C17 1.486(7) . ?
C1 C4 1.377(6) . ?
C1 C6 1.502(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C14 1.499(7) . ?
C4 H4 0.9300 . ?
C4 C12 1.381(7) . ?
C5 H5 0.9300 . ?
C5 C7 1.367(8) . ?
C5 C8 1.375(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7 0.9300 . ?
C7 C11 1.377(7) . ?
C8 H8 0.9300 . ?
C9 H9C 0.9600 . ?
C9 H9D 0.9600 . ?
C9 H9E 0.9600 . ?
C10 C11 1.400(6) . ?
C10 C13 1.494(7) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C18 1.377(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C17 1.515(8) . ?
C16 H16 0.9300 . ?
C16 C18 1.374(7) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
Cl1 O1 1.392(5) . ?
Cl1 O2 1.435(5) . ?
Cl1 O3 1.409(6) . ?
Cl1 O4 1.343(7) . ?
Cl2 O5 1.390(9) . ?
Cl2 O6 1.419(4) . ?
Cl2 O7 1.312(7) . ?
Cl2 O8 1.319(6) . ?

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
O9 Zn1 N1 84.13(13) . . ?
O9 Zn1 N3 158.87(14) . . ?
O9 Zn1 N4 89.84(13) . . ?
N1 Zn1 N3 76.03(14) . . ?
N1 Zn1 N4 172.44(13) . . ?
N2 Zn1 O9 95.96(14) . . ?
N2 Zn1 N1 99.39(14) . . ?
N2 Zn1 N3 94.40(16) . . ?
N2 Zn1 N4 76.64(14) . . ?
N2 Zn1 N5 154.61(15) . . ?
N3 Zn1 N4 110.48(14) . . ?
N5 Zn1 O9 95.88(16) . . ?
N5 Zn1 N1 104.10(15) . . ?
N5 Zn1 N3 82.19(16) . . ?
N5 Zn1 N4 81.02(14) . . ?
Zn1 O9 H9A 109.3 . . ?
Zn1 O9 H9B 109.3 . . ?
H9A O9 H9B 104.4 . . ?
C8 N1 Zn1 126.6(3) . . ?
C10 N1 Zn1 115.1(3) . . ?
C10 N1 C8 118.2(4) . . ?
C1 N2 Zn1 115.0(3) . . ?
C16 N2 Zn1 126.6(3) . . ?
C16 N2 C1 118.1(4) . . ?
C9 N3 Zn1 119.9(3) . . ?
C9 N3 C13 107.7(4) . . ?
C9 N3 C15 111.0(5) . . ?
C13 N3 Zn1 105.4(3) . . ?
C15 N3 Zn1 102.4(3) . . ?
C15 N3 C13 110.2(4) . . ?
C6 N4 Zn1 103.4(3) . . ?
C6 N4 C14 114.3(4) . . ?
C6 N4 C19 108.7(4) . . ?
C14 N4 Zn1 105.5(3) . . ?
C14 N4 C19 109.4(4) . . ?
C19 N4 Zn1 115.5(3) . . ?
C2 N5 Zn1 112.2(3) . . ?
C2 N5 C3 108.3(4) . . ?
C2 N5 C17 109.9(5) . . ?
C3 N5 Zn1 107.9(3) . . ?
C17 N5 Zn1 108.0(3) . . ?
C17 N5 C3 110.6(4) . . ?
N2 C1 C4 121.5(4) . . ?
N2 C1 C6 115.7(4) . . ?
C4 C1 C6 122.8(4) . . ?
N5 C2 H2A 109.5 . . ?
N5 C2 H2B 109.5 . . ?
N5 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N5 C3 H3A 109.4 . . ?
N5 C3 H3B 109.4 . . ?
N5 C3 C14 111.0(4) . . ?
H3A C3 H3B 108.0 . . ?
C14 C3 H3A 109.4 . . ?
C14 C3 H3B 109.4 . . ?
C1 C4 H4 120.2 . . ?
C1 C4 C12 119.5(4) . . ?
C12 C4 H4 120.2 . . ?
C7 C5 H5 120.5 . . ?
C7 C5 C8 118.9(5) . . ?
C8 C5 H5 120.5 . . ?
N4 C6 C1 109.4(4) . . ?
N4 C6 H6A 109.8 . . ?
N4 C6 H6B 109.8 . . ?
C1 C6 H6A 109.8 . . ?
C1 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
C5 C7 H7 120.4 . . ?
C5 C7 C11 119.2(4) . . ?
C11 C7 H7 120.4 . . ?
N1 C8 C5 123.0(5) . . ?
N1 C8 H8 118.5 . . ?
C5 C8 H8 118.5 . . ?
N3 C9 H9C 109.5 . . ?
N3 C9 H9D 109.5 . . ?
N3 C9 H9E 109.5 . . ?
H9C C9 H9D 109.5 . . ?
H9C C9 H9E 109.5 . . ?
H9D C9 H9E 109.5 . . ?
N1 C10 C11 121.8(4) . . ?
N1 C10 C13 116.8(4) . . ?
C11 C10 C13 121.3(4) . . ?
C7 C11 C10 118.8(5) . . ?
C7 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C4 C12 H12 120.4 . . ?
C18 C12 C4 119.1(5) . . ?
C18 C12 H12 120.4 . . ?
N3 C13 C10 111.7(4) . . ?
N3 C13 H13A 109.3 . . ?
N3 C13 H13B 109.3 . . ?
C10 C13 H13A 109.3 . . ?
C10 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
N4 C14 C3 110.2(4) . . ?
N4 C14 H14A 109.6 . . ?
N4 C14 H14B 109.6 . . ?
C3 C14 H14A 109.6 . . ?
C3 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
N3 C15 H15A 109.6 . . ?
N3 C15 H15B 109.6 . . ?
N3 C15 C17 110.4(4) . . ?
H15A C15 H15B 108.1 . . ?
C17 C15 H15A 109.6 . . ?
C17 C15 H15B 109.6 . . ?
N2 C16 H16 118.4 . . ?
N2 C16 C18 123.2(5) . . ?
C18 C16 H16 118.4 . . ?
N5 C17 C15 110.9(4) . . ?
N5 C17 H17A 109.5 . . ?
N5 C17 H17B 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 108.0 . . ?
C12 C18 H18 120.8 . . ?
C16 C18 C12 118.5(5) . . ?
C16 C18 H18 120.8 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 Cl1 O2 106.7(4) . . ?
O1 Cl1 O3 109.0(4) . . ?
O3 Cl1 O2 103.7(4) . . ?
O4 Cl1 O1 111.7(6) . . ?
O4 Cl1 O2 109.4(5) . . ?
O4 Cl1 O3 115.7(7) . . ?
O5 Cl2 O6 109.0(5) . . ?
O7 Cl2 O5 104.9(8) . . ?
O7 Cl2 O6 114.8(4) . . ?
O7 Cl2 O8 117.1(7) . . ?
O8 Cl2 O5 101.2(7) . . ?
O8 Cl2 O6 108.7(3) . . ?

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
Zn1 N1 C8 C5 -177.3(4) . . . . ?
Zn1 N1 C10 C11 178.0(4) . . . . ?
Zn1 N1 C10 C13 -3.1(5) . . . . ?
Zn1 N2 C1 C4 -173.4(3) . . . . ?
Zn1 N2 C1 C6 7.6(5) . . . . ?
Zn1 N2 C16 C18 173.1(4) . . . . ?
Zn1 N3 C13 C10 -41.5(5) . . . . ?
Zn1 N3 C15 C17 -47.3(5) . . . . ?
Zn1 N4 C6 C1 47.0(4) . . . . ?
Zn1 N4 C14 C3 -40.4(4) . . . . ?
Zn1 N5 C3 C14 -41.6(5) . . . . ?
Zn1 N5 C17 C15 -35.2(6) . . . . ?
N1 C10 C11 C7 0.0(7) . . . . ?
N1 C10 C13 N3 31.7(6) . . . . ?
N2 C1 C4 C12 -0.8(7) . . . . ?
N2 C1 C6 N4 -39.1(5) . . . . ?
N2 C16 C18 C12 -0.2(8) . . . . ?
N3 C15 C17 N5 58.9(7) . . . . ?
N5 C3 C14 N4 57.2(6) . . . . ?
C1 N2 C16 C18 -0.3(7) . . . . ?
C1 C4 C12 C18 0.4(7) . . . . ?
C2 N5 C3 C14 -163.3(5) . . . . ?
C2 N5 C17 C15 87.4(6) . . . . ?
C3 N5 C17 C15 -153.0(5) . . . . ?
C4 C1 C6 N4 141.9(4) . . . . ?
C4 C12 C18 C16 0.1(7) . . . . ?
C5 C7 C11 C10 -0.6(8) . . . . ?
C6 N4 C14 C3 -153.4(4) . . . . ?
C6 C1 C4 C12 178.1(4) . . . . ?
C7 C5 C8 N1 -0.9(8) . . . . ?
C8 N1 C10 C11 0.1(7) . . . . ?
C8 N1 C10 C13 179.1(4) . . . . ?
C8 C5 C7 C11 1.0(8) . . . . ?
C9 N3 C13 C10 -170.5(5) . . . . ?
C9 N3 C15 C17 81.7(6) . . . . ?
C10 N1 C8 C5 0.3(7) . . . . ?
C11 C10 C13 N3 -149.3(5) . . . . ?
C13 N3 C15 C17 -159.0(5) . . . . ?
C13 C10 C11 C7 -178.9(5) . . . . ?
C14 N4 C6 C1 161.1(4) . . . . ?
C15 N3 C13 C10 68.3(5) . . . . ?
C16 N2 C1 C4 0.8(6) . . . . ?
C16 N2 C1 C6 -178.3(4) . . . . ?
C17 N5 C3 C14 76.3(5) . . . . ?
C19 N4 C6 C1 -76.3(4) . . . . ?
C19 N4 C14 C3 84.5(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
