# 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_t
_database_code_depnum_ccdc_archive 'CCDC 2126480'
loop_
_audit_author_name
_audit_author_address
'Junqi Lin'
;Huanggang Normal University
China
;
_audit_update_record             
;
2021-12-06 deposited with the CCDC.	2022-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H23 Cl N5 O4 Zn, Cl O4'
_chemical_formula_sum            'C16 H23 Cl2 N5 O8 Zn'
_chemical_formula_weight         549.66

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'
Zn Zn 0.2839 1.4301 '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      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'

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

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

_cell_length_a                   8.87310(10)
_cell_length_b                   8.87310(10)
_cell_length_c                   28.4194(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2237.51(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      2.403
_cell_measurement_theta_max      26.745

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    1.389
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6673
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_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 apexIII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39361
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_av_R_equivalents  0.0824
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.295
_diffrn_reflns_theta_max         27.111
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4948
_reflns_number_gt                4368
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.959
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1667P)²+14.1101P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1769 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.097(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4948
_refine_ls_number_parameters     283
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1092
_refine_ls_R_factor_gt           0.1038
_refine_ls_wR_factor_ref         0.3173
_refine_ls_wR_factor_gt          0.3145
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.081
_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 0.3866(2) 0.0794(2) 0.49153(7) 0.0518(5) Uani 1 1 d . . . . .
Cl1 Cl 0.9066(5) 0.2818(6) 0.52409(16) 0.0590(10) Uani 1 1 d . . . . .
Cl2 Cl 0.5536(8) -0.1832(7) 0.40689(19) 0.0787(15) Uani 1 1 d . . . . .
O6 O 0.578(4) -0.058(3) 0.4349(13) 0.142(7) Uani 1 1 d . . . . .
N5 N 0.5149(14) -0.0161(15) 0.5465(5) 0.045(3) Uani 1 1 d . . . . .
N1 N 0.2144(15) -0.0854(14) 0.4926(5) 0.048(3) Uani 1 1 d . . . . .
O1 O 1.0379(18) 0.3430(18) 0.4997(7) 0.083(5) Uani 1 1 d . . . . .
N2 N 0.2837(18) 0.1182(19) 0.4256(5) 0.059(4) Uani 1 1 d . . . . .
H2A H 0.337171 0.053052 0.403368 0.071 Uiso 1 1 calc R U . . .
C10 C 0.4301(19) 0.340(2) 0.5507(7) 0.056(4) Uani 1 1 d . . . . .
H10A H 0.525728 0.302688 0.562458 0.068 Uiso 1 1 calc R U . . .
H10B H 0.395760 0.419578 0.571452 0.068 Uiso 1 1 calc R U . . .
N3 N 0.5042(18) 0.2854(19) 0.4695(6) 0.059(4) Uani 1 1 d . . . . .
H3A H 0.613063 0.272310 0.473627 0.071 Uiso 1 1 calc R U . . .
C7 C 0.311(2) 0.268(3) 0.4099(7) 0.063(5) Uani 1 1 d . . . . .
H7A H 0.246168 0.337877 0.426722 0.076 Uiso 1 1 calc R U . . .
H7B H 0.288948 0.276180 0.376578 0.076 Uiso 1 1 calc R U . . .
N4 N 0.3198(15) 0.2179(16) 0.5499(5) 0.049(3) Uani 1 1 d . . . . .
H4A H 0.217521 0.257069 0.545514 0.059 Uiso 1 1 calc R U . . .
C13 C 0.529(3) -0.034(2) 0.6293(6) 0.063(5) Uani 1 1 d . . . . .
H13 H 0.494911 -0.000116 0.658455 0.075 Uiso 1 1 calc R U . . .
C14 C 0.648(3) -0.138(3) 0.6264(8) 0.075(5) Uani 1 1 d . U . . .
H14 H 0.691057 -0.180124 0.653109 0.090 Uiso 1 1 calc R U . . .
C4 C 0.068(2) -0.296(2) 0.5202(8) 0.065(4) Uani 1 1 d . U . . .
H4 H 0.054865 -0.371472 0.542526 0.078 Uiso 1 1 calc R U . . .
C12 C 0.465(2) 0.017(2) 0.5894(6) 0.052(4) Uani 1 1 d . . . . .
O2 O 0.820(2) 0.202(3) 0.4912(8) 0.117(8) Uani 1 1 d . . . . .
C8 C 0.469(2) 0.305(3) 0.4187(8) 0.074(6) Uani 1 1 d . . . . .
H8A H 0.488971 0.408181 0.409381 0.088 Uiso 1 1 calc R U . . .
H8B H 0.533438 0.239361 0.400097 0.088 Uiso 1 1 calc R U . . .
O3 O 0.955(3) 0.191(3) 0.5618(7) 0.132(9) Uani 1 1 d . . . . .
O4 O 0.814(3) 0.396(3) 0.5432(8) 0.126(9) Uani 1 1 d . . . . .
C6 C 0.129(2) 0.062(2) 0.4266(6) 0.057(4) Uani 1 1 d . . . . .
H6A H 0.100170 0.032514 0.394970 0.068 Uiso 1 1 calc R U . . .
H6B H 0.062577 0.143583 0.436185 0.068 Uiso 1 1 calc R U . . .
C5 C 0.194(2) -0.197(2) 0.5236(8) 0.067(5) Uani 1 1 d . . . . .
H5 H 0.262572 -0.209247 0.547944 0.080 Uiso 1 1 calc R U . . .
C3 C -0.028(2) -0.282(2) 0.4855(8) 0.067(4) Uani 1 1 d . U . . .
H3 H -0.104957 -0.352268 0.481571 0.081 Uiso 1 1 calc R U . . .
O5 O 0.447(4) -0.150(4) 0.3721(11) 0.169(16) Uani 1 1 d . . . A 1
C11 C 0.330(3) 0.128(2) 0.5919(7) 0.064(5) Uani 1 1 d . . . . .
H11A H 0.237087 0.071687 0.595931 0.077 Uiso 1 1 calc R U . . .
H11B H 0.341866 0.193688 0.618936 0.077 Uiso 1 1 calc R U . . .
C1 C 0.1069(18) -0.0681(19) 0.4589(6) 0.049(3) Uani 1 1 d . . . . .
C2 C -0.016(3) -0.169(3) 0.4566(9) 0.083(7) Uani 1 1 d . . . . .
H2 H -0.090436 -0.153818 0.433930 0.100 Uiso 1 1 calc R U . . .
C9 C 0.4505(19) 0.402(2) 0.5009(7) 0.059(4) Uani 1 1 d . . . . .
H9A H 0.355002 0.440529 0.489426 0.071 Uiso 1 1 calc R U . . .
H9B H 0.522080 0.484475 0.501408 0.071 Uiso 1 1 calc R U . . .
C15 C 0.697(3) -0.173(3) 0.5816(9) 0.085(6) Uani 1 1 d . U . . .
H15 H 0.778340 -0.237552 0.577577 0.102 Uiso 1 1 calc R U . . .
C16 C 0.627(3) -0.115(2) 0.5438(7) 0.067(5) Uani 1 1 d . . . . .
H16 H 0.659641 -0.145324 0.514160 0.081 Uiso 1 1 calc R U . . .
O7 O 0.678(3) -0.240(7) 0.3888(15) 0.26(3) Uani 1 1 d . . . . .
O8 O 0.463(4) -0.288(3) 0.4353(11) 0.142(7) 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 N5 2.111(13) . ?
Zn1 N2 2.112(15) . ?
Zn1 N1 2.115(13) . ?
Zn1 N4 2.148(14) . ?
Zn1 N3 2.196(17) . ?
Cl1 O2 1.400(17) . ?
Cl1 O3 1.41(2) . ?
Cl1 O4 1.414(19) . ?
Cl1 O1 1.460(16) . ?
Cl2 O7 1.32(3) . ?
Cl2 O6 1.39(3) . ?
Cl2 O5 1.40(2) . ?
Cl2 O8 1.47(3) . ?
N5 C12 1.33(2) . ?
N5 C16 1.33(2) . ?
N1 C5 1.34(3) . ?
N1 C1 1.36(2) . ?
N2 C7 1.42(3) . ?
N2 C6 1.46(2) . ?
N2 H2A 0.9800 . ?
C10 N4 1.46(2) . ?
C10 C9 1.53(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
N3 C9 1.45(3) . ?
N3 C8 1.49(3) . ?
N3 H3A 0.9800 . ?
C7 C8 1.46(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N4 C11 1.44(3) . ?
N4 H4A 0.9800 . ?
C13 C12 1.35(2) . ?
C13 C14 1.40(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.38(4) . ?
C14 H14 0.9300 . ?
C4 C3 1.31(3) . ?
C4 C5 1.42(3) . ?
C4 H4 0.9300 . ?
C12 C11 1.55(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6 C1 1.49(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 H5 0.9300 . ?
C3 C2 1.30(4) . ?
C3 H3 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 C2 1.41(3) . ?
C2 H2 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C15 C16 1.34(3) . ?
C15 H15 0.9300 . ?
C16 H16 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
N5 Zn1 N2 162.8(6) . . ?
N5 Zn1 N1 95.8(5) . . ?
N2 Zn1 N1 79.2(6) . . ?
N5 Zn1 N4 78.8(5) . . ?
N2 Zn1 N4 118.2(6) . . ?
N1 Zn1 N4 100.7(5) . . ?
N5 Zn1 N3 106.8(6) . . ?
N2 Zn1 N3 79.4(6) . . ?
N1 Zn1 N3 157.4(6) . . ?
N4 Zn1 N3 82.8(6) . . ?
O2 Cl1 O3 112.6(17) . . ?
O2 Cl1 O4 107.4(17) . . ?
O3 Cl1 O4 107.2(15) . . ?
O2 Cl1 O1 107.9(13) . . ?
O3 Cl1 O1 109.3(15) . . ?
O4 Cl1 O1 112.5(14) . . ?
O7 Cl2 O6 114(2) . . ?
O7 Cl2 O5 112(2) . . ?
O6 Cl2 O5 110.1(18) . . ?
O7 Cl2 O8 115(3) . . ?
O6 Cl2 O8 106(2) . . ?
O5 Cl2 O8 99(2) . . ?
C12 N5 C16 116.7(15) . . ?
C12 N5 Zn1 114.2(11) . . ?
C16 N5 Zn1 128.8(12) . . ?
C5 N1 C1 116.8(15) . . ?
C5 N1 Zn1 128.3(12) . . ?
C1 N1 Zn1 114.7(11) . . ?
C7 N2 C6 118.8(15) . . ?
C7 N2 Zn1 110.9(13) . . ?
C6 N2 Zn1 109.6(11) . . ?
C7 N2 H2A 105.5 . . ?
C6 N2 H2A 105.5 . . ?
Zn1 N2 H2A 105.5 . . ?
N4 C10 C9 109.4(14) . . ?
N4 C10 H10A 109.8 . . ?
C9 C10 H10A 109.8 . . ?
N4 C10 H10B 109.8 . . ?
C9 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C9 N3 C8 116.6(17) . . ?
C9 N3 Zn1 105.2(12) . . ?
C8 N3 Zn1 105.9(13) . . ?
C9 N3 H3A 109.6 . . ?
C8 N3 H3A 109.6 . . ?
Zn1 N3 H3A 109.6 . . ?
N2 C7 C8 108.5(17) . . ?
N2 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
N2 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
C11 N4 C10 110.9(15) . . ?
C11 N4 Zn1 107.9(10) . . ?
C10 N4 Zn1 104.5(11) . . ?
C11 N4 H4A 111.1 . . ?
C10 N4 H4A 111.1 . . ?
Zn1 N4 H4A 111.1 . . ?
C12 C13 C14 119.1(18) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C15 C14 C13 116.1(18) . . ?
C15 C14 H14 122.0 . . ?
C13 C14 H14 122.0 . . ?
C3 C4 C5 120(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N5 C12 C13 123.9(17) . . ?
N5 C12 C11 116.1(15) . . ?
C13 C12 C11 119.9(16) . . ?
C7 C8 N3 109.8(15) . . ?
C7 C8 H8A 109.7 . . ?
N3 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
N3 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N2 C6 C1 113.5(14) . . ?
N2 C6 H6A 108.9 . . ?
C1 C6 H6A 108.9 . . ?
N2 C6 H6B 108.9 . . ?
C1 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
N1 C5 C4 121(2) . . ?
N1 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C2 C3 C4 120(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
N4 C11 C12 111.2(15) . . ?
N4 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
N4 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
N1 C1 C2 120.2(19) . . ?
N1 C1 C6 115.4(14) . . ?
C2 C1 C6 124.3(18) . . ?
C3 C2 C1 121(2) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
N3 C9 C10 110.7(16) . . ?
N3 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C16 C15 C14 120(2) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
N5 C16 C15 123(2) . . ?
N5 C16 H16 118.3 . . ?
C15 C16 H16 118.3 . . ?

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
C6 N2 C7 C8 171.8(18) . . . . ?
Zn1 N2 C7 C8 43(2) . . . . ?
C9 C10 N4 C11 162.8(15) . . . . ?
C9 C10 N4 Zn1 46.8(16) . . . . ?
C12 C13 C14 C15 4(4) . . . . ?
C16 N5 C12 C13 6(3) . . . . ?
Zn1 N5 C12 C13 179.2(16) . . . . ?
C16 N5 C12 C11 -177.9(18) . . . . ?
Zn1 N5 C12 C11 -4(2) . . . . ?
C14 C13 C12 N5 -6(3) . . . . ?
C14 C13 C12 C11 178(2) . . . . ?
N2 C7 C8 N3 -57(2) . . . . ?
C9 N3 C8 C7 -76(2) . . . . ?
Zn1 N3 C8 C7 41(2) . . . . ?
C7 N2 C6 C1 -158.8(17) . . . . ?
Zn1 N2 C6 C1 -29.8(19) . . . . ?
C1 N1 C5 C4 3(3) . . . . ?
Zn1 N1 C5 C4 178.0(15) . . . . ?
C3 C4 C5 N1 1(3) . . . . ?
C5 C4 C3 C2 -6(3) . . . . ?
C10 N4 C11 C12 -78.4(18) . . . . ?
Zn1 N4 C11 C12 35.5(18) . . . . ?
N5 C12 C11 N4 -22(2) . . . . ?
C13 C12 C11 N4 154.6(18) . . . . ?
C5 N1 C1 C2 -2(3) . . . . ?
Zn1 N1 C1 C2 -178.4(16) . . . . ?
C5 N1 C1 C6 176.6(18) . . . . ?
Zn1 N1 C1 C6 0.7(19) . . . . ?
N2 C6 C1 N1 20(2) . . . . ?
N2 C6 C1 C2 -161.1(19) . . . . ?
C4 C3 C2 C1 6(4) . . . . ?
N1 C1 C2 C3 -2(3) . . . . ?
C6 C1 C2 C3 179(2) . . . . ?
C8 N3 C9 C10 155.0(15) . . . . ?
Zn1 N3 C9 C10 38.0(15) . . . . ?
N4 C10 C9 N3 -60.4(19) . . . . ?
C13 C14 C15 C16 -3(4) . . . . ?
C12 N5 C16 C15 -4(4) . . . . ?
Zn1 N5 C16 C15 -177(2) . . . . ?
C14 C15 C16 N5 3(5) . . . . ?

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
_geom_hbond_publ_flag
N2 H2A Cl2 0.98 2.84 3.630(17) 137.7 . yes
N2 H2A O6 0.98 2.52 3.06(4) 114.4 . yes
N2 H2A O5^a 0.98 2.23 3.18(3) 160.8 . yes
C10 H10B O5^a 0.97 2.62 3.35(3) 131.5 3 yes
N3 H3A Cl1 0.98 2.97 3.893(16) 156.6 . yes
N3 H3A O2 0.98 2.01 2.97(3) 166.1 . yes
N4 H4A Cl1 0.98 2.83 3.782(14) 163.1 1_455 yes
N4 H4A O1 0.98 2.19 3.09(2) 150.7 1_455 yes
N4 H4A O3 0.98 2.45 3.26(3) 140.5 1_455 yes
C6 H6A O3 0.97 2.50 3.31(3) 141.2 4_564 yes
C6 H6B O1 0.97 2.54 3.34(3) 140.5 1_455 yes
C2 H2 O7 0.93 2.54 3.39(4) 151.5 1_455 yes
C16 H16 O6 0.93 2.49 3.17(4) 129.9 . yes

_refine_diff_density_max         0.893
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.173

####################################################################### 
# 
# 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_t_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2126494'
loop_
_audit_author_name
_audit_author_address
'Junqi Lin'
;Huanggang Normal University
China
;
_audit_update_record             
;
2021-12-06 deposited with the CCDC.	2022-01-20 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_audit_creation_date             2021-10-06
_chemical_formula_sum            'C17 H25 Cl2 Cu N5 O8'
_chemical_formula_weight         561.860
_refine_ls_R_factor_all          0.135
_cell_length_a                   16.020(8)
_cell_length_b                   15.121(8)
_cell_length_c                   9.891(5)
_cell_angle_alpha                90.000
_cell_angle_beta                 102.122(13)
_cell_angle_gamma                90.000
_cell_volume                     2342.6(20)
_cell_formula_units_Z            4
_symmetry_int_tables_number      14
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  -P_2ybc

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
Cu ? 1.200
N ? 1.200
C ? 1.200
Cl ? 1.200
O ? 1.200
H ? 1.200


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
Cu1 Cu 0.2533(1) 0.5053(1) 0.1463(2) 1.000 4 e ? d Uani 0.0876(7)
N1 N 0.1937(6) 0.6255(6) 0.1077(10) 1.000 4 e ? d Uani 0.087(3)
C1 C 0.2205(8) 0.6908(8) 0.1957(13) 1.000 4 e ? d Uani 0.094(3)
Cl1 Cl 0.1095(3) 0.0830(3) 0.2309(5) 1.000 4 e ? d Uani 0.1235(13)
O1 O 0.1837(10) 0.1147(10) 0.1917(15) 1.000 4 e ? d Uani 0.204(6)
N2 N 0.3129(6) 0.5778(7) 0.3353(10) 1.000 4 e ? d Uani 0.099(3)
H2 H 0.3743 0.5654 0.3592 1.000 4 e ? calc Uiso 0.11900
C2 C 0.1802(9) 0.7731(8) 0.1817(14) 1.000 4 e ? d Uani 0.103(3)
H2A H 0.2001 0.8178 0.2447 1.000 4 e ? calc Uiso 0.12400
O2 O 0.0452(15) 0.116(2) 0.173(4) 1.000 4 e ? d Uani 0.44(2)
Cl2 Cl 0.4775(3) 0.3359(3) 0.4523(5) 1.000 4 e ? d Uani 0.1231(13)
N3 N 0.1695(8) 0.4568(8) 0.2647(13) 1.000 4 e ? d Uani 0.119(4)
C3 C 0.1117(9) 0.7884(9) 0.0758(15) 1.000 4 e ? d Uani 0.107(3)
H3 H 0.0839 0.8428 0.0662 1.000 4 e ? calc Uiso 0.12800
O3 O 0.1004(18) -0.0014(13) 0.198(3) 1.000 4 e ? d Uani 0.300(14)
N4 N 0.2901(8) 0.3810(7) 0.1416(13) 1.000 4 e ? d Uani 0.118(4)
H4 H 0.3415 0.3738 0.2145 1.000 4 e ? calc Uiso 0.14100
C4 C 0.0854(9) 0.7211(10) -0.0154(14) 1.000 4 e ? d Uani 0.109(4)
H4A H 0.0397 0.7291 -0.0897 1.000 4 e ? calc Uiso 0.13100
O4 O 0.1200(12) 0.0745(15) 0.3719(16) 1.000 4 e ? d Uani 0.258(9)
N5 N 0.3316(6) 0.5172(7) 0.0142(10) 1.000 4 e ? d Uani 0.090(3)
C5 C 0.1275(9) 0.6416(9) 0.0046(14) 1.000 4 e ? d Uani 0.103(4)
H5 H 0.1086 0.5962 -0.0578 1.000 4 e ? calc Uiso 0.12400
O5 O 0.4569(13) 0.4203(10) 0.401(3) 1.000 4 e ? d Uani 0.282(11)
C6 C 0.2986(9) 0.6715(9) 0.3108(14) 1.000 4 e ? d Uani 0.116(4)
H6A H 0.3488 0.6973 0.2860 1.000 4 e ? calc Uiso 0.13900
H6B H 0.2909 0.6995 0.3955 1.000 4 e ? calc Uiso 0.13900
O6 O 0.4162(11) 0.2880(12) 0.373(2) 1.000 4 e ? d Uani 0.263(9)
C7 C 0.2693(11) 0.5404(12) 0.4455(15) 1.000 4 e ? d Uani 0.139(5)
H7A H 0.2706 0.5838 0.5181 1.000 4 e ? calc Uiso 0.16700
H7B H 0.2996 0.4881 0.4864 1.000 4 e ? calc Uiso 0.16700
O7 O 0.5571(9) 0.3131(11) 0.4204(14) 1.000 4 e ? d Uani 0.203(6)
C8 C 0.1761(12) 0.5162(12) 0.3804(16) 1.000 4 e ? d Uani 0.142(5)
H8A H 0.1501 0.4888 0.4501 1.000 4 e ? calc Uiso 0.17000
H8B H 0.1446 0.5699 0.3498 1.000 4 e ? calc Uiso 0.17000
O8 O 0.4856(11) 0.3317(17) 0.5853(16) 1.000 4 e ? d Uani 0.271(11)
C9 C 0.0778(9) 0.4561(13) 0.184(2) 1.000 4 e ? d Uani 0.155(6)
H9A H 0.0604 0.5153 0.1565 1.000 4 e ? calc Uiso 0.23200
H9B H 0.0414 0.4326 0.2408 1.000 4 e ? calc Uiso 0.23200
H9C H 0.0737 0.4198 0.1030 1.000 4 e ? calc Uiso 0.23200
C10 C 0.1977(10) 0.3651(10) 0.2983(15) 1.000 4 e ? d Uani 0.116(4)
H10A H 0.1520 0.3320 0.3255 1.000 4 e ? calc Uiso 0.13900
H10B H 0.2463 0.3652 0.3756 1.000 4 e ? calc Uiso 0.13900
C11 C 0.2216(10) 0.3218(9) 0.1781(16) 1.000 4 e ? d Uani 0.121(5)
H11A H 0.1728 0.3178 0.1014 1.000 4 e ? calc Uiso 0.14500
H11B H 0.2436 0.2628 0.2019 1.000 4 e ? calc Uiso 0.14500
C12 C 0.3133(9) 0.3603(8) 0.0112(15) 1.000 4 e ? d Uani 0.111(4)
H12A H 0.2632 0.3408 -0.0554 1.000 4 e ? calc Uiso 0.13300
H12B H 0.3550 0.3128 0.0242 1.000 4 e ? calc Uiso 0.13300
C13 C 0.3495(8) 0.4401(9) -0.0408(15) 1.000 4 e ? d Uani 0.095(4)
C14 C 0.3973(9) 0.4366(10) -0.1403(16) 1.000 4 e ? d Uani 0.110(4)
H14 H 0.4091 0.3822 -0.1758 1.000 4 e ? calc Uiso 0.13200
C15 C 0.4275(10) 0.5116(13) -0.1874(17) 1.000 4 e ? d Uani 0.125(5)
H15 H 0.4584 0.5093 -0.2570 1.000 4 e ? calc Uiso 0.15000
C16 C 0.4115(10) 0.5923(11) -0.1302(17) 1.000 4 e ? d Uani 0.120(5)
H16 H 0.4325 0.6448 -0.1590 1.000 4 e ? calc Uiso 0.14400
C17 C 0.3643(10) 0.5921(10) -0.0310(15) 1.000 4 e ? d Uani 0.113(4)
H17 H 0.3537 0.6459 0.0080 1.000 4 e ? calc Uiso 0.13500



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N4 . . 1.973(11) no
Cu1 N5 . . 2.001(10) no
Cu1 N1 . . 2.051(10) no
Cu1 N3 . . 2.090(12) no
Cu1 N2 . . 2.205(9) no
N1 C1 . . 1.327(14) no
N1 C5 . . 1.330(15) no
C1 C2 . . 1.396(16) no
C1 C6 . . 1.532(17) no
Cl1 O2 . . 1.180(18) no
Cl1 O3 . . 1.317(17) no
Cl1 O4 . . 1.375(15) no
Cl1 O1 . . 1.411(14) no
N2 C6 . . 1.447(15) no
N2 C7 . . 1.522(18) no
N2 H2 . . 0.9800 no
C2 C3 . . 1.369(17) no
C2 H2A . . 0.9300 no
Cl2 O8 . . 1.295(15) no
Cl2 O6 . . 1.336(14) no
Cl2 O5 . . 1.385(16) no
Cl2 O7 . . 1.420(13) no
N3 C8 . . 1.441(18) no
N3 C10 . . 1.475(17) no
N3 C9 . . 1.517(18) no
C3 C4 . . 1.366(17) no
C3 H3 . . 0.9300 no
N4 C12 . . 1.449(16) no
N4 C11 . . 1.517(17) no
N4 H4 . . 0.9800 no
C4 C5 . . 1.373(16) no
C4 H4A . . 0.9300 no
N5 C13 . . 1.342(15) no
N5 C17 . . 1.362(16) no
C5 H5 . . 0.9300 no
C6 H6A . . 0.9700 no
C6 H6B . . 0.9700 no
C7 C8 . . 1.54(2) no
C7 H7A . . 0.9700 no
C7 H7B . . 0.9700 no
C8 H8A . . 0.9700 no
C8 H8B . . 0.9700 no
C9 H9A . . 0.9600 no
C9 H9B . . 0.9600 no
C9 H9C . . 0.9600 no
C10 C11 . . 1.476(18) no
C10 H10A . . 0.9700 no
C10 H10B . . 0.9700 no
C11 H11A . . 0.9700 no
C11 H11B . . 0.9700 no
C12 C13 . . 1.478(17) no
C12 H12A . . 0.9700 no
C12 H12B . . 0.9700 no
C13 C14 . . 1.369(18) no
C14 C15 . . 1.354(19) no
C14 H14 . . 0.9300 no
C15 C16 . . 1.39(2) no
C15 H15 . . 0.9300 no
C16 C17 . . 1.359(19) no
C16 H16 . . 0.9300 no
C17 H17 . . 0.9300 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N4 Cu1 N5 . . . 80.7(5) no
N4 Cu1 N1 . . . 165.8(5) no
N5 Cu1 N1 . . . 97.4(4) no
N4 Cu1 N3 . . . 84.8(5) no
N5 Cu1 N3 . . . 164.1(5) no
N1 Cu1 N3 . . . 95.0(5) no
N4 Cu1 N2 . . . 114.5(5) no
N5 Cu1 N2 . . . 106.8(4) no
N1 Cu1 N2 . . . 79.6(4) no
N3 Cu1 N2 . . . 85.1(5) no
C1 N1 C5 . . . 117.6(11) no
C1 N1 Cu1 . . . 117.6(8) no
C5 N1 Cu1 . . . 124.7(8) no
N1 C1 C2 . . . 121.3(12) no
N1 C1 C6 . . . 116.6(11) no
C2 C1 C6 . . . 122.1(12) no
O2 Cl1 O3 . . . 105.(2) no
O2 Cl1 O4 . . . 116.(2) no
O3 Cl1 O4 . . . 98.3(14) no
O2 Cl1 O1 . . . 115.0(14) no
O3 Cl1 O1 . . . 108.5(12) no
O4 Cl1 O1 . . . 112.3(10) no
C6 N2 C7 . . . 113.8(12) no
C6 N2 Cu1 . . . 108.7(7) no
C7 N2 Cu1 . . . 103.9(8) no
C6 N2 H2 . . . 110.10 no
C7 N2 H2 . . . 110.10 no
Cu1 N2 H2 . . . 110.10 no
C3 C2 C1 . . . 120.5(13) no
C3 C2 H2A . . . 119.80 no
C1 C2 H2A . . . 119.80 no
O8 Cl2 O6 . . . 118.5(14) no
O8 Cl2 O5 . . . 112.4(15) no
O6 Cl2 O5 . . . 101.2(14) no
O8 Cl2 O7 . . . 108.1(10) no
O6 Cl2 O7 . . . 108.6(12) no
O5 Cl2 O7 . . . 107.4(10) no
C8 N3 C10 . . . 116.0(13) no
C8 N3 C9 . . . 109.0(13) no
C10 N3 C9 . . . 109.2(12) no
C8 N3 Cu1 . . . 106.1(10) no
C10 N3 Cu1 . . . 104.7(9) no
C9 N3 Cu1 . . . 111.8(9) no
C4 C3 C2 . . . 117.7(12) no
C4 C3 H3 . . . 121.10 no
C2 C3 H3 . . . 121.10 no
C12 N4 C11 . . . 114.7(12) no
C12 N4 Cu1 . . . 111.2(8) no
C11 N4 Cu1 . . . 108.7(9) no
C12 N4 H4 . . . 107.30 no
C11 N4 H4 . . . 107.30 no
Cu1 N4 H4 . . . 107.30 no
C3 C4 C5 . . . 118.9(13) no
C3 C4 H4A . . . 120.50 no
C5 C4 H4A . . . 120.50 no
C13 N5 C17 . . . 117.4(11) no
C13 N5 Cu1 . . . 113.8(9) no
C17 N5 Cu1 . . . 128.7(9) no
N1 C5 C4 . . . 124.0(13) no
N1 C5 H5 . . . 118.00 no
C4 C5 H5 . . . 118.00 no
N2 C6 C1 . . . 112.7(10) no
N2 C6 H6A . . . 109.00 no
C1 C6 H6A . . . 109.00 no
N2 C6 H6B . . . 109.00 no
C1 C6 H6B . . . 109.00 no
H6A C6 H6B . . . 107.80 no
N2 C7 C8 . . . 109.8(11) no
N2 C7 H7A . . . 109.70 no
C8 C7 H7A . . . 109.70 no
N2 C7 H7B . . . 109.70 no
C8 C7 H7B . . . 109.70 no
H7A C7 H7B . . . 108.20 no
N3 C8 C7 . . . 112.5(14) no
N3 C8 H8A . . . 109.10 no
C7 C8 H8A . . . 109.10 no
N3 C8 H8B . . . 109.10 no
C7 C8 H8B . . . 109.10 no
H8A C8 H8B . . . 107.80 no
N3 C9 H9A . . . 109.50 no
N3 C9 H9B . . . 109.50 no
H9A C9 H9B . . . 109.50 no
N3 C9 H9C . . . 109.50 no
H9A C9 H9C . . . 109.50 no
H9B C9 H9C . . . 109.50 no
N3 C10 C11 . . . 110.7(11) no
N3 C10 H10A . . . 109.50 no
C11 C10 H10A . . . 109.50 no
N3 C10 H10B . . . 109.50 no
C11 C10 H10B . . . 109.50 no
H10A C10 H10B . . . 108.10 no
C10 C11 N4 . . . 104.7(11) no
C10 C11 H11A . . . 110.80 no
N4 C11 H11A . . . 110.80 no
C10 C11 H11B . . . 110.80 no
N4 C11 H11B . . . 110.80 no
H11A C11 H11B . . . 108.90 no
N4 C12 C13 . . . 109.0(11) no
N4 C12 H12A . . . 109.90 no
C13 C12 H12A . . . 109.90 no
N4 C12 H12B . . . 109.90 no
C13 C12 H12B . . . 109.90 no
H12A C12 H12B . . . 108.30 no
N5 C13 C14 . . . 121.6(12) no
N5 C13 C12 . . . 115.8(12) no
C14 C13 C12 . . . 122.5(13) no
C15 C14 C13 . . . 120.6(13) no
C15 C14 H14 . . . 119.70 no
C13 C14 H14 . . . 119.70 no
C14 C15 C16 . . . 119.0(14) no
C14 C15 H15 . . . 120.50 no
C16 C15 H15 . . . 120.50 no
C17 C16 C15 . . . 118.0(14) no
C17 C16 H16 . . . 121.00 no
C15 C16 H16 . . . 121.00 no
C16 C17 N5 . . . 123.3(13) no
C16 C17 H17 . . . 118.40 no
N5 C17 H17 . . . 118.40 no

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 C1 C2 . . . . 0.7(18) no
Cu1 N1 C1 C2 . . . . -176.2(9) no
C5 N1 C1 C6 . . . . -178.1(12) no
Cu1 N1 C1 C6 . . . . 5.0(15) no
N1 C1 C2 C3 . . . . -0.1(19) no
C6 C1 C2 C3 . . . . 178.6(13) no
C1 C2 C3 C4 . . . . -1.(2) no
C2 C3 C4 C5 . . . . 1.(2) no
C1 N1 C5 C4 . . . . -0.4(19) no
Cu1 N1 C5 C4 . . . . 176.3(10) no
C3 C4 C5 N1 . . . . -1.(2) no
C7 N2 C6 C1 . . . . -91.4(13) no
Cu1 N2 C6 C1 . . . . 23.8(14) no
N1 C1 C6 N2 . . . . -20.4(17) no
C2 C1 C6 N2 . . . . 160.8(12) no
C6 N2 C7 C8 . . . . 84.6(15) no
Cu1 N2 C7 C8 . . . . -33.3(14) no
C10 N3 C8 C7 . . . . 71.5(17) no
C9 N3 C8 C7 . . . . -164.8(13) no
Cu1 N3 C8 C7 . . . . -44.3(15) no
N2 C7 C8 N3 . . . . 55.0(18) no
C8 N3 C10 C11 . . . . -156.8(14) no
C9 N3 C10 C11 . . . . 79.7(15) no
Cu1 N3 C10 C11 . . . . -40.2(14) no
N3 C10 C11 N4 . . . . 56.8(16) no
C12 N4 C11 C10 . . . . -169.7(11) no
Cu1 N4 C11 C10 . . . . -44.7(13) no
C11 N4 C12 C13 . . . . 156.0(11) no
Cu1 N4 C12 C13 . . . . 32.2(14) no
C17 N5 C13 C14 . . . . -1.2(19) no
Cu1 N5 C13 C14 . . . . 175.4(10) no
C17 N5 C13 C12 . . . . 179.8(12) no
Cu1 N5 C13 C12 . . . . -3.6(14) no
N4 C12 C13 N5 . . . . -18.7(16) no
N4 C12 C13 C14 . . . . 162.3(13) no
N5 C13 C14 C15 . . . . -1.(2) no
C12 C13 C14 C15 . . . . 178.3(14) no
C13 C14 C15 C16 . . . . 2.(2) no
C14 C15 C16 C17 . . . . -1.(2) no
C15 C16 C17 N5 . . . . 0.(2) no
C13 N5 C17 C16 . . . . 2.(2) no
Cu1 N5 C17 C16 . . . . -174.3(11) no
