# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2177824'
_audit_update_record             
;
2022-06-08 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 N5 O3 Zn'
_chemical_formula_sum            'C12 H16 N5 O3 Zn'
_chemical_formula_weight         343.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   9.508(7)
_cell_length_b                   9.719(7)
_cell_length_c                   16.852(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1557(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1957
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.62

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_F_000             708
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.593
_shelx_estimated_absorpt_T_min   0.857
_shelx_estimated_absorpt_T_max   0.857
_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            10775
_diffrn_reflns_av_unetI/netI     0.1587
_diffrn_reflns_av_R_equivalents  0.1766
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.419
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2736
_reflns_number_gt                1730
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.722
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.993

_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-2019/2 (Sheldrick, 2019)'
_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)+(0.0887P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 461 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2736
_refine_ls_number_parameters     194
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1382
_refine_ls_R_factor_gt           0.0867
_refine_ls_wR_factor_ref         0.1948
_refine_ls_wR_factor_gt          0.1738
_refine_ls_goodness_of_fit_ref   1.012
_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
C1 C 0.6491(17) 0.3423(13) 0.4421(11) 0.051(4) Uani 1 1 d . U . . .
H1 H 0.587764 0.284001 0.468843 0.061 Uiso 1 1 calc R U . . .
C2 C 0.781(3) 0.2981(19) 0.4265(12) 0.082(7) Uani 1 1 d . U . . .
H2 H 0.803904 0.207103 0.437376 0.098 Uiso 1 1 calc R U . . .
C3 C 0.882(3) 0.3842(17) 0.3949(11) 0.065(5) Uani 1 1 d . U . . .
H3 H 0.974794 0.355938 0.388670 0.078 Uiso 1 1 calc R U . . .
C4 C 0.8380(16) 0.5153(15) 0.3728(9) 0.040(4) Uani 1 1 d . . . . .
H4 H 0.900518 0.577366 0.349982 0.047 Uiso 1 1 calc R U . . .
C5 C 0.6994(16) 0.5509(12) 0.3854(7) 0.031(3) Uani 1 1 d . . . . .
C6 C 0.6434(17) 0.6932(15) 0.3594(8) 0.037(4) Uani 1 1 d . . . . .
C7 C 0.4450(16) 0.8485(14) 0.3585(8) 0.040(4) Uani 1 1 d . . . . .
C8 C 0.547(2) 0.9694(16) 0.3426(13) 0.077(6) Uani 1 1 d . . . . .
H8A H 0.602513 0.949623 0.296538 0.116 Uiso 1 1 calc R U . . .
H8B H 0.493571 1.052005 0.333811 0.116 Uiso 1 1 calc R U . . .
H8C H 0.607242 0.981763 0.387660 0.116 Uiso 1 1 calc R U . . .
C9 C 0.358(2) 0.8210(18) 0.2850(11) 0.071(6) Uani 1 1 d . . . . .
H9A H 0.419905 0.802571 0.241113 0.106 Uiso 1 1 calc R U . . .
H9B H 0.298757 0.742878 0.293997 0.106 Uiso 1 1 calc R U . . .
H9C H 0.301662 0.900119 0.273334 0.106 Uiso 1 1 calc R U . . .
C10 C 0.3580(17) 0.8782(14) 0.4299(10) 0.050(4) Uani 1 1 d . . . . .
H10A H 0.419492 0.904995 0.473131 0.060 Uiso 1 1 calc R U . . .
H10B H 0.296596 0.955453 0.418444 0.060 Uiso 1 1 calc R U . . .
C11 C 0.4528(15) 0.5822(16) 0.6024(9) 0.042(4) Uani 1 1 d . . . . .
C12 C 0.464(2) 0.523(2) 0.6866(10) 0.075(6) Uani 1 1 d . . . . .
H12A H 0.408245 0.440510 0.690085 0.113 Uiso 1 1 calc R U . . .
H12B H 0.560035 0.501870 0.698296 0.113 Uiso 1 1 calc R U . . .
H12C H 0.429193 0.589242 0.724085 0.113 Uiso 1 1 calc R U . . .
N1 N 0.6033(15) 0.4680(10) 0.4201(7) 0.043(3) Uani 1 1 d . . . . .
N2 N 0.5168(13) 0.7158(10) 0.3777(6) 0.030(3) Uani 1 1 d . . . . .
N3 N 0.2606(16) 0.4653(14) 0.3826(10) 0.068(5) Uani 1 1 d . . . . .
N4 N 0.2716(17) 0.3453(15) 0.3591(8) 0.058(4) Uani 1 1 d . . . . .
N5 N 0.265(2) 0.2328(17) 0.3339(11) 0.092(6) Uani 1 1 d . . . . .
O1 O 0.2723(12) 0.7613(9) 0.4553(6) 0.049(3) Uani 1 1 d . . . . .
O2 O 0.3876(14) 0.5138(10) 0.5514(7) 0.062(3) Uani 1 1 d . . . . .
O3 O 0.5165(14) 0.6889(12) 0.5850(9) 0.080(4) Uani 1 1 d . . . . .
Zn1 Zn 0.40070(19) 0.57212(15) 0.44071(10) 0.0382(5) Uani 1 1 d . . . . .
H1S H 0.201(12) 0.756(11) 0.406(7) 0.01(3) 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
C1 C2 1.35(3) . ?
C1 N1 1.348(16) . ?
C1 H1 0.9300 . ?
C2 C3 1.38(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.39(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(19) . ?
C4 H4 0.9300 . ?
C5 N1 1.352(18) . ?
C5 C6 1.546(19) . ?
C6 N2 1.261(18) . ?
C7 C10 1.49(2) . ?
C7 N2 1.495(17) . ?
C7 C9 1.51(2) . ?
C7 C8 1.55(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 O1 1.462(18) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O3 1.236(18) . ?
C11 O2 1.252(17) . ?
C11 C12 1.53(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
N1 Zn1 2.203(13) . ?
N2 Zn1 2.073(11) . ?
N3 N4 1.236(18) . ?
N3 Zn1 1.952(14) . ?
N4 N5 1.175(18) . ?
O1 Zn1 2.221(10) . ?
O1 H1S 1.07(12) . ?
O2 Zn1 1.954(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 122.4(17) . . ?
C2 C1 H1 118.8 . . ?
N1 C1 H1 118.8 . . ?
C1 C2 C3 121.9(17) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C2 C3 C4 117(2) . . ?
C2 C3 H3 121.7 . . ?
C4 C3 H3 121.7 . . ?
C5 C4 C3 118.4(17) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 124.3(13) . . ?
N1 C5 C6 115.0(13) . . ?
C4 C5 C6 120.7(13) . . ?
N2 C6 C5 114.5(13) . . ?
C10 C7 N2 104.3(11) . . ?
C10 C7 C9 113.2(15) . . ?
N2 C7 C9 105.9(11) . . ?
C10 C7 C8 109.9(13) . . ?
N2 C7 C8 114.1(13) . . ?
C9 C7 C8 109.5(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 C10 C7 113.3(11) . . ?
O1 C10 H10A 108.9 . . ?
C7 C10 H10A 108.9 . . ?
O1 C10 H10B 108.9 . . ?
C7 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
O3 C11 O2 121.7(15) . . ?
O3 C11 C12 120.1(16) . . ?
O2 C11 C12 118.0(15) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 N1 C5 116.1(14) . . ?
C1 N1 Zn1 131.0(11) . . ?
C5 N1 Zn1 112.6(8) . . ?
C6 N2 C7 122.2(13) . . ?
C6 N2 Zn1 121.1(10) . . ?
C7 N2 Zn1 116.7(9) . . ?
N4 N3 Zn1 127.3(14) . . ?
N5 N4 N3 172(2) . . ?
C10 O1 Zn1 107.7(8) . . ?
C10 O1 H1S 100(6) . . ?
Zn1 O1 H1S 103(6) . . ?
C11 O2 Zn1 118.1(10) . . ?
N3 Zn1 O2 106.3(6) . . ?
N3 Zn1 N2 117.7(6) . . ?
O2 Zn1 N2 135.9(5) . . ?
N3 Zn1 N1 105.9(6) . . ?
O2 Zn1 N1 94.2(5) . . ?
N2 Zn1 N1 76.3(4) . . ?
N3 Zn1 O1 96.9(6) . . ?
O2 Zn1 O1 95.7(4) . . ?
N2 Zn1 O1 78.0(4) . . ?
N1 Zn1 O1 151.4(4) . . ?

_refine_diff_density_max         0.573
_refine_diff_density_min         -0.951
_refine_diff_density_rms         0.118

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2177825'
_audit_update_record             
;
2022-06-08 deposited with the CCDC.	2023-07-11 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         ?
_chemical_formula_sum            'C20 H28 Cl2 N4 O10 Zn'
_chemical_formula_weight         620.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

_cell_length_a                   10.7236(8)
_cell_length_b                   7.8448(6)
_cell_length_c                   15.7025(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.744(3)
_cell_angle_gamma                90
_cell_volume                     1311.82(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    20106
_cell_measurement_theta_min      1.912
_cell_measurement_theta_max      27.165

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   0.748
_exptl_transmission_factor_max   0.885
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.199
_shelx_estimated_absorpt_T_min   0.715
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 (2015) 3-10'
_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            19282
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.185
_diffrn_reflns_theta_max         27.164
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2910
_reflns_number_gt                2549
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.1166P)²+2.0514P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2910
_refine_ls_number_parameters     184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_ref         0.1883
_refine_ls_wR_factor_gt          0.1796
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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
O5 O 0.7794(11) 0.662(2) 0.4848(11) 0.097(7) Uani 0.40(2) 1 d . . P A 1
O4 O 0.7380(13) 0.5879(12) 0.3948(15) 0.167(10) Uani 0.60(2) 1 d . . P A 2
Zn1 Zn 0.250000 0.61470(8) 0.250000 0.0361(2) Uani 1 2 d S T P . .
Cl1 Cl 0.69873(12) 0.74050(17) 0.40665(10) 0.0667(4) Uani 1 1 d . . . . .
N1 N 0.1065(3) 0.4262(4) 0.2183(2) 0.0371(6) Uani 1 1 d . . . . .
N2 N 0.1343(3) 0.6541(4) 0.34416(18) 0.0320(6) Uani 1 1 d . . . . .
O3 O 0.3549(3) 0.7991(4) 0.3415(2) 0.0494(7) Uani 1 1 d D . . . .
C5 C 0.0197(3) 0.4289(5) 0.2735(2) 0.0356(7) Uani 1 1 d . . . . .
C6 C 0.0383(3) 0.5610(5) 0.3414(2) 0.0388(8) Uani 1 1 d . . . . .
H H -0.019246 0.574537 0.380835 0.047 Uiso 1 1 calc R U . . .
C4 C -0.0793(4) 0.3155(6) 0.2687(3) 0.0490(9) Uani 1 1 d . . . . .
HA H -0.137228 0.318853 0.308294 0.059 Uiso 1 1 calc R U . . .
C3 C -0.0898(4) 0.1957(6) 0.2026(3) 0.0537(11) Uani 1 1 d . . . . .
HB H -0.155566 0.117766 0.197080 0.064 Uiso 1 1 calc R U . . .
C1 C 0.0940(4) 0.3111(6) 0.1552(3) 0.0464(9) Uani 1 1 d . . . . .
HC H 0.152499 0.309428 0.115953 0.056 Uiso 1 1 calc R U . . .
C7 C 0.1638(3) 0.7925(5) 0.4072(2) 0.0366(7) Uani 1 1 d . . . . .
C8 C 0.1137(4) 0.9580(5) 0.3654(3) 0.0516(10) Uani 1 1 d . . . . .
HD H 0.150547 0.976069 0.313292 0.077 Uiso 1 1 calc R U . . .
HE H 0.134784 1.051381 0.403883 0.077 Uiso 1 1 calc R U . . .
HF H 0.024050 0.950696 0.352611 0.077 Uiso 1 1 calc R U . . .
C2 C -0.0029(4) 0.1945(6) 0.1466(3) 0.0513(10) Uani 1 1 d . . . . .
HG H -0.008516 0.115061 0.102358 0.062 Uiso 1 1 calc R U . . .
C10 C 0.3069(4) 0.7939(6) 0.4232(3) 0.0454(9) Uani 1 1 d . . . . .
HH H 0.335527 0.892830 0.457099 0.055 Uiso 1 1 calc R U . . .
HI H 0.336749 0.692325 0.454454 0.055 Uiso 1 1 calc R U . . .
C9 C 0.1102(5) 0.7633(6) 0.4918(3) 0.0523(10) Uani 1 1 d . . . . .
HJ H 0.020136 0.767684 0.482166 0.078 Uiso 1 1 calc R U . . .
HK H 0.140397 0.850203 0.532004 0.078 Uiso 1 1 calc R U . . .
HL H 0.136156 0.653494 0.514307 0.078 Uiso 1 1 calc R U . . .
O6 O 0.7858(5) 0.8631(8) 0.3827(5) 0.123(2) Uani 1 1 d . . . . .
O1 O 0.6177(7) 0.8190(10) 0.4571(5) 0.138(2) Uani 1 1 d . . . . .
O2 O 0.6102(7) 0.7282(16) 0.3288(6) 0.205(5) Uani 1 1 d . . . . .
HM H 0.430(2) 0.815(8) 0.337(4) 0.072(17) Uiso 1 1 d 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
O5 Cl1 1.543(12) . ?
O4 Cl1 1.289(9) . ?
Zn1 N2 2.062(3) 2 ?
Zn1 N2 2.062(3) . ?
Zn1 N1 2.150(3) . ?
Zn1 N1 2.150(3) 2 ?
Zn1 O3 2.246(3) 2 ?
Zn1 O3 2.246(3) . ?
Cl1 O1 1.386(6) . ?
Cl1 O6 1.421(6) . ?
Cl1 O2 1.460(8) . ?
N1 C1 1.335(5) . ?
N1 C5 1.345(5) . ?
N2 C6 1.260(5) . ?
N2 C7 1.478(4) . ?
O3 C10 1.438(5) . ?
O3 HM 0.83(2) . ?
C5 C4 1.380(5) . ?
C5 C6 1.484(5) . ?
C6 H 0.9300 . ?
C4 C3 1.394(6) . ?
C4 HA 0.9300 . ?
C3 C2 1.355(7) . ?
C3 HB 0.9300 . ?
C1 C2 1.379(6) . ?
C1 HC 0.9300 . ?
C7 C8 1.524(6) . ?
C7 C9 1.525(5) . ?
C7 C10 1.526(5) . ?
C8 HD 0.9600 . ?
C8 HE 0.9600 . ?
C8 HF 0.9600 . ?
C2 HG 0.9300 . ?
C10 HH 0.9700 . ?
C10 HI 0.9700 . ?
C9 HJ 0.9600 . ?
C9 HK 0.9600 . ?
C9 HL 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn1 N2 162.74(17) 2 . ?
N2 Zn1 N1 114.30(12) 2 . ?
N2 Zn1 N1 78.17(11) . . ?
N2 Zn1 N1 78.17(11) 2 2 ?
N2 Zn1 N1 114.30(12) . 2 ?
N1 Zn1 N1 93.10(17) . 2 ?
N2 Zn1 O3 75.10(11) 2 2 ?
N2 Zn1 O3 93.65(11) . 2 ?
N1 Zn1 O3 90.21(12) . 2 ?
N1 Zn1 O3 151.94(11) 2 2 ?
N2 Zn1 O3 93.65(11) 2 . ?
N2 Zn1 O3 75.10(11) . . ?
N1 Zn1 O3 151.94(11) . . ?
N1 Zn1 O3 90.21(12) 2 . ?
O3 Zn1 O3 99.78(18) 2 . ?
O4 Cl1 O1 137.0(8) . . ?
O4 Cl1 O6 110.8(7) . . ?
O1 Cl1 O6 109.0(5) . . ?
O4 Cl1 O2 90.5(11) . . ?
O1 Cl1 O2 96.8(5) . . ?
O6 Cl1 O2 101.9(5) . . ?
O1 Cl1 O5 93.0(7) . . ?
O6 Cl1 O5 98.9(6) . . ?
O2 Cl1 O5 152.6(9) . . ?
C1 N1 C5 118.1(3) . . ?
C1 N1 Zn1 130.1(3) . . ?
C5 N1 Zn1 111.8(2) . . ?
C6 N2 C7 124.0(3) . . ?
C6 N2 Zn1 116.5(2) . . ?
C7 N2 Zn1 119.4(2) . . ?
C10 O3 Zn1 110.3(2) . . ?
C10 O3 HM 122(4) . . ?
Zn1 O3 HM 118(4) . . ?
N1 C5 C4 122.8(4) . . ?
N1 C5 C6 115.4(3) . . ?
C4 C5 C6 121.8(3) . . ?
N2 C6 C5 118.1(3) . . ?
N2 C6 H 121.0 . . ?
C5 C6 H 121.0 . . ?
C5 C4 C3 118.0(4) . . ?
C5 C4 HA 121.0 . . ?
C3 C4 HA 121.0 . . ?
C2 C3 C4 119.1(4) . . ?
C2 C3 HB 120.5 . . ?
C4 C3 HB 120.5 . . ?
N1 C1 C2 122.0(4) . . ?
N1 C1 HC 119.0 . . ?
C2 C1 HC 119.0 . . ?
N2 C7 C8 107.5(3) . . ?
N2 C7 C9 113.6(3) . . ?
C8 C7 C9 110.7(3) . . ?
N2 C7 C10 104.3(3) . . ?
C8 C7 C10 111.2(4) . . ?
C9 C7 C10 109.4(3) . . ?
C7 C8 HD 109.5 . . ?
C7 C8 HE 109.5 . . ?
HD C8 HE 109.5 . . ?
C7 C8 HF 109.5 . . ?
HD C8 HF 109.5 . . ?
HE C8 HF 109.5 . . ?
C3 C2 C1 120.0(4) . . ?
C3 C2 HG 120.0 . . ?
C1 C2 HG 120.0 . . ?
O3 C10 C7 108.1(3) . . ?
O3 C10 HH 110.1 . . ?
C7 C10 HH 110.1 . . ?
O3 C10 HI 110.1 . . ?
C7 C10 HI 110.1 . . ?
HH C10 HI 108.4 . . ?
C7 C9 HJ 109.5 . . ?
C7 C9 HK 109.5 . . ?
HJ C9 HK 109.5 . . ?
C7 C9 HL 109.5 . . ?
HJ C9 HL 109.5 . . ?
HK C9 HL 109.5 . . ?

_refine_diff_density_max         2.395
_refine_diff_density_min         -0.811
_refine_diff_density_rms         0.107

