# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_cl-green
_database_code_depnum_ccdc_archive 'CCDC 2373214'
loop_
_audit_author_name
_audit_author_address
'su jia liu'
;Beijing Normal University
China
;
_audit_update_record             
;
2024-09-24 deposited with the CCDC.	2025-01-20 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         ?
_chemical_formula_sum            'C15 H12 Br2 N4 O Zn'
_chemical_formula_weight         489.48

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1124(5)
_cell_length_b                   9.9522(4)
_cell_length_c                   9.9964(6)
_cell_angle_alpha                88.322(4)
_cell_angle_beta                 70.428(5)
_cell_angle_gamma                83.041(4)
_cell_volume                     847.82(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    297.42(10)
_cell_measurement_reflns_used    2521
_cell_measurement_theta_min      4.1170
_cell_measurement_theta_max      28.2920

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    6.169
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6061
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.500
_diffrn_reflns_theta_max         28.741
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.805
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.805
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3547
_reflns_number_gt                2884
_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 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)+(0.0273P)²+0.3868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3547
_refine_ls_number_parameters     211
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0732
_refine_ls_wR_factor_gt          0.0672
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.075
_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 0.20438(4) 0.66277(4) 0.42175(4) 0.02578(11) Uani 1 1 d . . . . .
Br2 Br 0.00534(4) 0.81860(4) 0.39132(5) 0.04564(13) Uani 1 1 d . . . . .
Br1 Br 0.23896(6) 0.44846(4) 0.31296(5) 0.05326(14) Uani 1 1 d . . . . .
N4 N 0.5829(3) 0.2644(2) 0.6297(3) 0.0258(6) Uani 1 1 d . . . . .
N1 N 0.2034(3) 0.6353(2) 0.6249(3) 0.0237(6) Uani 1 1 d . . . . .
N3 N 0.3539(3) 0.2458(2) 0.6051(3) 0.0262(6) Uani 1 1 d . . . . .
H3 H 0.268412 0.267552 0.586821 0.031 Uiso 1 1 calc R U . . .
N2 N 0.2777(3) 0.5389(3) 0.7972(3) 0.0312(6) Uani 1 1 d . . . . .
H2 H 0.329878 0.486045 0.839203 0.037 Uiso 1 1 calc R U . . .
C9 C 0.4668(3) 0.3269(3) 0.5917(3) 0.0217(7) Uani 1 1 d . . . . .
C8 C 0.4481(3) 0.4711(3) 0.5545(3) 0.0212(6) Uani 1 1 d . . . . .
C7 C 0.3091(3) 0.5480(3) 0.6554(3) 0.0216(7) Uani 1 1 d . . . . .
C10 C 0.5426(4) 0.1349(3) 0.6701(4) 0.0268(7) Uani 1 1 d . . . . .
C11 C 0.4001(4) 0.1219(3) 0.6534(4) 0.0262(7) Uani 1 1 d . . . . .
C5 C 0.1018(4) 0.6893(3) 0.7538(4) 0.0271(7) Uani 1 1 d . . . . .
C6 C 0.1478(4) 0.6288(3) 0.8628(4) 0.0311(8) Uani 1 1 d . . . . .
C15 C 0.6233(4) 0.0285(4) 0.7201(5) 0.0430(10) Uani 1 1 d . . . . .
H15 H 0.718971 0.036754 0.731632 0.052 Uiso 1 1 calc R U . . .
C12 C 0.3314(4) 0.0017(3) 0.6852(4) 0.0376(9) Uani 1 1 d . . . . .
H12 H 0.236104 -0.007290 0.673250 0.045 Uiso 1 1 calc R U . . .
C4 C -0.0236(4) 0.7919(4) 0.7824(4) 0.0398(9) Uani 1 1 d . . . . .
H4 H -0.055771 0.832744 0.710347 0.048 Uiso 1 1 calc R U . . .
C14 C 0.5546(5) -0.0895(4) 0.7515(5) 0.0514(12) Uani 1 1 d . . . . .
H14 H 0.604945 -0.163023 0.784958 0.062 Uiso 1 1 calc R U . . .
C13 C 0.4104(4) -0.1010(4) 0.7341(5) 0.0457(10) Uani 1 1 d . . . . .
H13 H 0.367301 -0.182132 0.757114 0.055 Uiso 1 1 calc R U . . .
C1 C 0.0718(5) 0.6667(4) 1.0044(4) 0.0485(10) Uani 1 1 d . . . . .
H1 H 0.101807 0.625177 1.077263 0.058 Uiso 1 1 calc R U . . .
C3 C -0.0969(5) 0.8294(5) 0.9218(5) 0.0559(12) Uani 1 1 d . . . . .
H3A H -0.180850 0.897669 0.945049 0.067 Uiso 1 1 calc R U . . .
C2 C -0.0491(5) 0.7680(5) 1.0299(5) 0.0606(12) Uani 1 1 d . . . . .
H2A H -0.101831 0.797341 1.123019 0.073 Uiso 1 1 calc R U . . .
O1 O 0.4254(5) 0.3785(5) 0.9598(4) 0.1063(14) Uani 1 1 d DG . . . .
H1A H 0.413578 0.431422 1.055307 0.159 Uiso 1 1 d DG U . . .
H1B H 0.325687 0.354180 1.039814 0.159 Uiso 1 1 d DG U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.039(3) . ?
Zn1 N4 2.049(2) 2_666 ?
Zn1 Br2 2.3340(5) . ?
Zn1 Br1 2.3611(5) . ?
N4 C9 1.322(4) . ?
N4 C10 1.394(4) . ?
N1 C7 1.325(4) . ?
N1 C5 1.387(4) . ?
N3 C9 1.353(4) . ?
N3 C11 1.380(4) . ?
N2 C7 1.352(4) . ?
N2 C6 1.374(4) . ?
C9 C8 1.476(4) . ?
C8 C8 1.347(6) 2_666 ?
C8 C7 1.470(4) . ?
C10 C11 1.385(4) . ?
C10 C15 1.392(5) . ?
C11 C12 1.396(4) . ?
C5 C6 1.390(5) . ?
C5 C4 1.395(5) . ?
C6 C1 1.391(5) . ?
C15 C14 1.376(5) . ?
C12 C13 1.353(5) . ?
C4 C3 1.369(6) . ?
C14 C13 1.400(5) . ?
C1 C2 1.361(6) . ?
C3 C2 1.394(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
N1 Zn1 N4 89.42(10) . 2_666 ?
N1 Zn1 Br2 116.25(8) . . ?
N4 Zn1 Br2 113.99(7) 2_666 . ?
N1 Zn1 Br1 108.63(7) . . ?
N4 Zn1 Br1 109.33(8) 2_666 . ?
Br2 Zn1 Br1 116.08(2) . . ?
C9 N4 C10 105.9(2) . . ?
C9 N4 Zn1 121.9(2) . 2_666 ?
C10 N4 Zn1 130.0(2) . 2_666 ?
C7 N1 C5 106.2(3) . . ?
C7 N1 Zn1 121.6(2) . . ?
C5 N1 Zn1 132.1(2) . . ?
C9 N3 C11 108.0(2) . . ?
C7 N2 C6 108.2(3) . . ?
N4 C9 N3 111.5(3) . . ?
N4 C9 C8 126.1(3) . . ?
N3 C9 C8 122.1(3) . . ?
C8 C8 C7 123.1(3) 2_666 . ?
C8 C8 C9 124.0(4) 2_666 . ?
C7 C8 C9 112.7(3) . . ?
N1 C7 N2 111.1(3) . . ?
N1 C7 C8 127.2(3) . . ?
N2 C7 C8 121.6(3) . . ?
C11 C10 C15 121.3(3) . . ?
C11 C10 N4 109.2(3) . . ?
C15 C10 N4 129.5(3) . . ?
N3 C11 C10 105.5(2) . . ?
N3 C11 C12 132.9(3) . . ?
C10 C11 C12 121.6(3) . . ?
N1 C5 C6 108.9(3) . . ?
N1 C5 C4 130.1(3) . . ?
C6 C5 C4 120.9(3) . . ?
N2 C6 C5 105.5(3) . . ?
N2 C6 C1 132.3(3) . . ?
C5 C6 C1 122.1(3) . . ?
C14 C15 C10 116.7(3) . . ?
C13 C12 C11 116.7(3) . . ?
C3 C4 C5 116.6(4) . . ?
C15 C14 C13 121.3(3) . . ?
C12 C13 C14 122.4(3) . . ?
C2 C1 C6 116.1(4) . . ?
C4 C3 C2 121.8(4) . . ?
C1 C2 C3 122.5(4) . . ?

_refine_diff_density_max         0.625
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.084

####################################################################### 
# 
# 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_l1-zncl-meoh
_database_code_depnum_ccdc_archive 'CCDC 2373223'
loop_
_audit_author_name
_audit_author_address
'su jia liu'
;Beijing Normal University
China
;
_audit_update_record             
;
2024-07-24 deposited with the CCDC.	2025-01-20 downloaded from the CCDC.
;
_audit_creation_date             2024-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H10 Cl2 N4 Zn, H2 O'
_chemical_formula_sum            'C15 H12 Cl2 N4 O Zn'
_chemical_formula_weight         400.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONZnCl
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8194(5)
_cell_length_b                   9.7128(7)
_cell_length_c                   9.8023(5)
_cell_angle_alpha                91.156(5)
_cell_angle_beta                 95.778(4)
_cell_angle_gamma                107.223(6)
_cell_volume                     796.85(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3094
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      29.4980
_cell_measurement_theta_min      4.0720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.884
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33522
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'fluorescent intense yellow'
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_av_unetI/netI     0.0955
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.808
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6772
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.808
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.911
_diffrn_reflns_theta_min         3.358
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.808
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  27.00   1.00    2.40    --  -11.12 -99.00 150.00   42
  2  ω     64.00  99.00   1.00    2.40    --   12.61 178.00 150.00   35
  3  ω    -12.00  85.00   1.00    2.40    --   12.61  37.00   0.00   97
  4  ω     40.00  94.00   1.00    2.40    --   12.61 178.00-150.00   54
  5  ω     -3.00  93.00   1.00    2.40    --   12.61  19.00 -90.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0762073000
_diffrn_orient_matrix_UB_12      0.0004054000
_diffrn_orient_matrix_UB_13      -0.0306812000
_diffrn_orient_matrix_UB_21      0.0236296000
_diffrn_orient_matrix_UB_22      0.0763237000
_diffrn_orient_matrix_UB_23      0.0091639000
_diffrn_orient_matrix_UB_31      0.0285187000
_diffrn_orient_matrix_UB_32      0.0060192000
_diffrn_orient_matrix_UB_33      -0.0654142000
_diffrn_oxdiff_digest_frames     
;
01670c727de54ccc0939402324c4d24de10003322e4
;
_diffrn_oxdiff_digest_hkl        
;
01393d0f41182c9e9dbad02189a146348d2208
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2975
_reflns_number_total             3744
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3744
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.026
_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)+(0.0334P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0968
_refine_ls_wR_factor_ref         0.1110
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O1-H1A = O1-H1B
 0.85 with sigma of 0.02
 H1A-H1A_$1
 2.1 with sigma of 0.02
 H1A-H1B
 1.34 with sigma of 0.04
3.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N2(H2), C15(H15), C14(H14), C12(H12), C4(H4), C2(H2A), C13(H13),
 C3(H3A), C1(H1)
;
_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 0.80795(4) 0.42191(4) 0.65969(3) 0.01203(13) Uani 1 1 d . . . . .
Cl2 Cl 1.00246(9) 0.40128(9) 0.81154(8) 0.0177(2) Uani 1 1 d . . . . .
Cl1 Cl 0.77754(11) 0.31613(10) 0.44975(8) 0.0217(2) Uani 1 1 d . . . . .
N1 N 0.7999(3) 0.6270(3) 0.6380(2) 0.0111(6) Uani 1 1 d . . . . .
N4 N 0.4087(3) 0.6306(3) 0.2658(2) 0.0129(6) Uani 1 1 d . . . . .
N3 N 0.6469(3) 0.6037(3) 0.2425(2) 0.0124(6) Uani 1 1 d . . . . .
H3 H 0.735428 0.584588 0.262876 0.015 Uiso 1 1 calc R . . . .
N2 N 0.7216(3) 0.8022(3) 0.5404(3) 0.0136(6) Uani 1 1 d . . . . .
H2 H 0.668043 0.844208 0.486596 0.016 Uiso 1 1 calc R . . . .
O1 O 0.5882(4) 0.9804(3) 0.3818(3) 0.0464(9) Uani 1 1 d D . . . .
H1A H 0.497(3) 0.957(4) 0.400(2) 0.070 Uiso 1 1 d DR . . . .
H1B H 0.631(5) 1.071(2) 0.388(5) 0.070 Uiso 1 1 d DR . . . .
C9 C 0.5298(4) 0.5912(3) 0.3253(3) 0.0106(6) Uani 1 1 d . . . . .
C8 C 0.5522(4) 0.5552(3) 0.4723(3) 0.0110(6) Uani 1 1 d . . . . .
C7 C 0.6925(4) 0.6575(3) 0.5496(3) 0.0120(7) Uani 1 1 d . . . . .
C10 C 0.4486(4) 0.6706(3) 0.1347(3) 0.0126(7) Uani 1 1 d . . . . .
C15 C 0.3632(4) 0.7201(4) 0.0291(3) 0.0177(7) Uani 1 1 d . . . . .
H15 H 0.263590 0.731152 0.039115 0.021 Uiso 1 1 calc R . . . .
C14 C 0.4326(4) 0.7517(4) -0.0902(3) 0.0201(8) Uani 1 1 d . . . . .
H14 H 0.379564 0.785794 -0.162518 0.024 Uiso 1 1 calc R . . . .
C11 C 0.5978(4) 0.6530(4) 0.1192(3) 0.0117(7) Uani 1 1 d . . . . .
C5 C 0.9009(4) 0.7587(3) 0.6939(3) 0.0111(6) Uani 1 1 d . . . . .
C6 C 0.8528(4) 0.8698(4) 0.6332(3) 0.0124(7) Uani 1 1 d . . . . .
C12 C 0.6670(4) 0.6829(4) -0.0032(3) 0.0154(7) Uani 1 1 d . . . . .
H12 H 0.764938 0.669227 -0.014960 0.018 Uiso 1 1 calc R . . . .
C4 C 1.0276(4) 0.7898(4) 0.7995(3) 0.0166(7) Uani 1 1 d . . . . .
H4 H 1.061354 0.716940 0.840612 0.020 Uiso 1 1 calc R . . . .
C2 C 1.0504(4) 1.0433(4) 0.7765(4) 0.0224(8) Uani 1 1 d . . . . .
H2A H 1.102450 1.138643 0.806473 0.027 Uiso 1 1 calc R . . . .
C13 C 0.5827(4) 0.7336(4) -0.1051(3) 0.0179(7) Uani 1 1 d . . . . .
H13 H 0.626386 0.756819 -0.187200 0.021 Uiso 1 1 calc R . . . .
C3 C 1.0996(4) 0.9325(4) 0.8395(3) 0.0201(8) Uani 1 1 d . . . . .
H3A H 1.183136 0.956481 0.910108 0.024 Uiso 1 1 calc R . . . .
C1 C 0.9276(4) 1.0147(4) 0.6718(3) 0.0197(8) Uani 1 1 d . . . . .
H1 H 0.896245 1.088061 0.629094 0.024 Uiso 1 1 calc R . . . .


_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 Cl2 2.2136(8) . ?
Zn1 Cl1 2.2367(9) . ?
Zn1 N1 2.029(3) . ?
Zn1 N4 2.040(3) 2_666 ?
N1 C7 1.322(4) . ?
N1 C5 1.389(4) . ?
N4 C9 1.324(4) . ?
N4 C10 1.399(4) . ?
N3 H3 0.8600 . ?
N3 C9 1.356(4) . ?
N3 C11 1.385(4) . ?
N2 H2 0.8600 . ?
N2 C7 1.358(4) . ?
N2 C6 1.382(4) . ?
O1 H1A 0.806(19) . ?
O1 H1B 0.843(19) . ?
C9 C8 1.497(4) . ?
C8 C8 1.353(6) 2_666 ?
C8 C7 1.465(4) . ?
C10 C15 1.396(4) . ?
C10 C11 1.399(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.373(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.407(5) . ?
C11 C12 1.397(4) . ?
C5 C6 1.395(4) . ?
C5 C4 1.401(4) . ?
C6 C1 1.392(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.370(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.373(5) . ?
C2 H2A 0.9300 . ?
C2 C3 1.406(5) . ?
C2 C1 1.375(5) . ?
C13 H13 0.9300 . ?
C3 H3A 0.9300 . ?
C1 H1 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
Cl2 Zn1 Cl1 118.90(4) . . ?
N1 Zn1 Cl2 114.57(8) . . ?
N1 Zn1 Cl1 107.90(7) . . ?
N1 Zn1 N4 89.82(11) . 2_666 ?
N4 Zn1 Cl2 112.99(7) 2_666 . ?
N4 Zn1 Cl1 108.80(8) 2_666 . ?
C7 N1 Zn1 121.9(2) . . ?
C7 N1 C5 106.2(3) . . ?
C5 N1 Zn1 131.7(2) . . ?
C9 N4 Zn1 121.95(19) . 2_666 ?
C9 N4 C10 105.7(3) . . ?
C10 N4 Zn1 129.9(2) . 2_666 ?
C9 N3 H3 126.3 . . ?
C9 N3 C11 107.4(3) . . ?
C11 N3 H3 126.3 . . ?
C7 N2 H2 126.2 . . ?
C7 N2 C6 107.6(2) . . ?
C6 N2 H2 126.2 . . ?
H1A O1 H1B 112(4) . . ?
N4 C9 N3 112.3(2) . . ?
N4 C9 C8 126.1(3) . . ?
N3 C9 C8 121.1(3) . . ?
C8 C8 C9 122.9(4) 2_666 . ?
C8 C8 C7 124.5(3) 2_666 . ?
C7 C8 C9 112.5(3) . . ?
N1 C7 N2 111.6(3) . . ?
N1 C7 C8 127.2(3) . . ?
N2 C7 C8 121.1(3) . . ?
C15 C10 N4 129.7(3) . . ?
C15 C10 C11 121.5(3) . . ?
C11 C10 N4 108.8(3) . . ?
C10 C15 H15 121.5 . . ?
C14 C15 C10 117.0(3) . . ?
C14 C15 H15 121.5 . . ?
C15 C14 H14 119.4 . . ?
C15 C14 C13 121.2(3) . . ?
C13 C14 H14 119.4 . . ?
N3 C11 C10 105.7(3) . . ?
N3 C11 C12 132.9(3) . . ?
C12 C11 C10 121.4(3) . . ?
N1 C5 C6 109.0(3) . . ?
N1 C5 C4 130.4(3) . . ?
C6 C5 C4 120.4(3) . . ?
N2 C6 C5 105.5(3) . . ?
N2 C6 C1 131.9(3) . . ?
C1 C6 C5 122.5(3) . . ?
C11 C12 H12 121.8 . . ?
C13 C12 C11 116.4(3) . . ?
C13 C12 H12 121.8 . . ?
C5 C4 H4 121.4 . . ?
C3 C4 C5 117.2(3) . . ?
C3 C4 H4 121.4 . . ?
C3 C2 H2A 119.1 . . ?
C1 C2 H2A 119.1 . . ?
C1 C2 C3 121.9(3) . . ?
C14 C13 H13 118.8 . . ?
C12 C13 C14 122.5(3) . . ?
C12 C13 H13 118.8 . . ?
C4 C3 C2 121.7(3) . . ?
C4 C3 H3A 119.2 . . ?
C2 C3 H3A 119.2 . . ?
C6 C1 H1 121.9 . . ?
C2 C1 C6 116.3(3) . . ?
C2 C1 H1 121.9 . . ?

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 C7 N2 -172.46(19) . . . . ?
Zn1 N1 C7 C8 10.4(4) . . . . ?
Zn1 N1 C5 C6 172.8(2) . . . . ?
Zn1 N1 C5 C4 -11.0(5) . . . . ?
Zn1 N4 C9 N3 164.2(2) 2_666 . . . ?
Zn1 N4 C9 C8 -23.6(4) 2_666 . . . ?
Zn1 N4 C10 C15 17.7(5) 2_666 . . . ?
Zn1 N4 C10 C11 -161.9(2) 2_666 . . . ?
N1 C5 C6 N2 0.1(3) . . . . ?
N1 C5 C6 C1 177.6(3) . . . . ?
N1 C5 C4 C3 -175.6(3) . . . . ?
N4 C9 C8 C8 61.4(5) . . . 2_666 ?
N4 C9 C8 C7 -115.0(4) . . . . ?
N4 C10 C15 C14 180.0(3) . . . . ?
N4 C10 C11 N3 -0.6(4) . . . . ?
N4 C10 C11 C12 179.0(3) . . . . ?
N3 C9 C8 C8 -127.2(4) . . . 2_666 ?
N3 C9 C8 C7 56.5(4) . . . . ?
N3 C11 C12 C13 -178.9(4) . . . . ?
N2 C6 C1 C2 175.2(3) . . . . ?
C9 N4 C10 C15 179.7(4) . . . . ?
C9 N4 C10 C11 0.1(4) . . . . ?
C9 N3 C11 C10 0.9(4) . . . . ?
C9 N3 C11 C12 -178.7(4) . . . . ?
C9 C8 C7 N1 -136.5(3) . . . . ?
C9 C8 C7 N2 46.6(4) . . . . ?
C8 C8 C7 N1 47.2(6) 2_666 . . . ?
C8 C8 C7 N2 -129.7(4) 2_666 . . . ?
C7 N1 C5 C6 -1.6(3) . . . . ?
C7 N1 C5 C4 174.7(3) . . . . ?
C7 N2 C6 C5 1.4(3) . . . . ?
C7 N2 C6 C1 -175.8(3) . . . . ?
C10 N4 C9 N3 0.5(4) . . . . ?
C10 N4 C9 C8 172.6(3) . . . . ?
C10 C15 C14 C13 0.6(5) . . . . ?
C10 C11 C12 C13 1.6(5) . . . . ?
C15 C10 C11 N3 179.7(3) . . . . ?
C15 C10 C11 C12 -0.6(5) . . . . ?
C15 C14 C13 C12 0.5(6) . . . . ?
C11 N3 C9 N4 -0.9(4) . . . . ?
C11 N3 C9 C8 -173.5(3) . . . . ?
C11 C10 C15 C14 -0.5(5) . . . . ?
C11 C12 C13 C14 -1.5(5) . . . . ?
C5 N1 C7 N2 2.6(3) . . . . ?
C5 N1 C7 C8 -174.6(3) . . . . ?
C5 C6 C1 C2 -1.6(5) . . . . ?
C5 C4 C3 C2 -0.8(5) . . . . ?
C6 N2 C7 N1 -2.6(3) . . . . ?
C6 N2 C7 C8 174.8(3) . . . . ?
C6 C5 C4 C3 0.3(4) . . . . ?
C4 C5 C6 N2 -176.6(3) . . . . ?
C4 C5 C6 C1 0.9(5) . . . . ?
C3 C2 C1 C6 1.1(5) . . . . ?
C1 C2 C3 C4 0.1(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.661
_oxdiff_exptl_absorpt_empirical_full_min 0.428
