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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aa
_database_code_depnum_ccdc_archive 'CCDC 1977000'
loop_
_audit_author_name
_audit_author_address
'Pengfei Hao'
;School of Chemical and Material Science, Shanxi Normal University
China
;
_audit_update_record             
;
2020-01-12 deposited with the CCDC.	2022-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H12 Br2 N6 Zn'
_chemical_formula_sum            'C18 H12 Br2 N6 Zn'
_chemical_formula_weight         537.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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                   8.6016(10)
_cell_length_b                   10.7273(16)
_cell_length_c                   11.1433(11)
_cell_angle_alpha                112.148(12)
_cell_angle_beta                 97.577(9)
_cell_angle_gamma                92.538(10)
_cell_volume                     939.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    796
_cell_measurement_theta_min      4.8820
_cell_measurement_theta_max      46.8330

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.901
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   1
_exptl_transmission_factor_max   1.2
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    6.933
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.330
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6184
_diffrn_reflns_av_unetI/netI     0.1125
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.340
_diffrn_reflns_theta_max         71.257
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3648
_reflns_number_gt                1866
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3572
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.1819
_refine_ls_wR_factor_gt          0.1369
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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 0.59776(13) 0.59875(13) 0.34882(11) 0.0527(4) Uani 1 1 d . . . . .
Br1 Br 0.75677(12) 0.68371(12) 0.55976(10) 0.0712(4) Uani 1 1 d . . . . .
Br2 Br 0.68852(12) 0.68661(13) 0.19991(11) 0.0713(4) Uani 1 1 d . . . . .
C1 C 0.8028(10) 0.3408(11) 0.3011(9) 0.067(3) Uani 1 1 d . . . . .
H1 H 0.8849 0.4040 0.3564 0.080 Uiso 1 1 calc R U . . .
C2 C 0.8302(12) 0.2079(12) 0.2488(11) 0.076(3) Uani 1 1 d . . . . .
H2 H 0.9297 0.1827 0.2674 0.092 Uiso 1 1 calc R U . . .
C3 C 0.7104(10) 0.1109(10) 0.1683(10) 0.063(3) Uani 1 1 d . . . . .
H3 H 0.7263 0.0198 0.1329 0.075 Uiso 1 1 calc R U . . .
C4 C 0.5670(10) 0.1547(9) 0.1427(9) 0.056(2) Uani 1 1 d . . . . .
H4 H 0.4832 0.0925 0.0889 0.068 Uiso 1 1 calc R U . . .
C5 C 0.5468(10) 0.2882(9) 0.1957(8) 0.049(2) Uani 1 1 d . . . . .
C6 C 0.2496(9) 0.6620(8) 0.3410(8) 0.045(2) Uani 1 1 d . . . . .
C7 C 0.1109(10) 0.7227(10) 0.3593(10) 0.064(3) Uani 1 1 d . . . . .
H7 H 0.0149 0.6767 0.3102 0.076 Uiso 1 1 calc R U . . .
C8 C 0.1180(13) 0.8523(12) 0.4515(13) 0.088(4) Uani 1 1 d . . . . .
H8 H 0.0265 0.8945 0.4676 0.105 Uiso 1 1 calc R U . . .
C9 C 0.2610(13) 0.9181(11) 0.5190(11) 0.076(3) Uani 1 1 d . . . . .
H9 H 0.2693 1.0071 0.5791 0.092 Uiso 1 1 calc R U . . .
C10 C 0.3938(11) 0.8499(10) 0.4962(9) 0.060(3) Uani 1 1 d . . . . .
H10 H 0.4907 0.8943 0.5446 0.072 Uiso 1 1 calc R U . . .
C11 C 0.3945(9) 0.3415(9) 0.1768(8) 0.043(2) Uani 1 1 d . . . . .
C12 C 0.1376(10) 0.3228(9) 0.0907(8) 0.046(2) Uani 1 1 d . . . . .
C13 C 0.2524(9) 0.5219(9) 0.2465(8) 0.045(2) Uani 1 1 d . . . . .
C14 C -0.1314(12) 0.0477(11) -0.1499(10) 0.073(3) Uani 1 1 d . . . . .
H14 H -0.1307 -0.0443 -0.1985 0.088 Uiso 1 1 calc R U . . .
C15 C -0.2712(11) 0.1060(11) -0.1646(9) 0.068(3) Uani 1 1 d . . . . .
H15 H -0.3597 0.0544 -0.2224 0.082 Uiso 1 1 calc R U . . .
C16 C -0.2748(10) 0.2392(11) -0.0925(9) 0.066(3) Uani 1 1 d . . . . .
H16 H -0.3668 0.2803 -0.0989 0.079 Uiso 1 1 calc R U . . .
C17 C -0.1403(10) 0.3134(10) -0.0093(9) 0.057(2) Uani 1 1 d . . . . .
H17 H -0.1390 0.4054 0.0401 0.068 Uiso 1 1 calc R U . . .
C18 C -0.0070(9) 0.2463(9) -0.0018(8) 0.046(2) Uani 1 1 d . . . . .
N1 N 0.6629(8) 0.3841(7) 0.2764(7) 0.0514(19) Uani 1 1 d . . . . .
N2 N 0.3936(8) 0.4737(7) 0.2487(7) 0.0462(17) Uani 1 1 d . . . . .
N3 N 0.3901(8) 0.7246(8) 0.4092(7) 0.0524(19) Uani 1 1 d . . . . .
N4 N -0.0005(9) 0.1145(8) -0.0720(8) 0.062(2) Uani 1 1 d . . . . .
N5 N 0.2715(8) 0.2625(7) 0.0957(7) 0.0491(18) Uani 1 1 d . . . . .
N6 N 0.1209(8) 0.4519(8) 0.1687(7) 0.0526(19) 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 N2 2.067(7) . ?
Zn1 N1 2.258(7) . ?
Zn1 N3 2.305(7) . ?
Zn1 Br1 2.3777(15) . ?
Zn1 Br2 2.3889(16) . ?
C1 N1 1.341(10) . ?
C1 C2 1.367(14) . ?
C1 H1 0.9300 . ?
C2 C3 1.380(13) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.357(11) . ?
C4 H4 0.9300 . ?
C5 N1 1.356(10) . ?
C5 C11 1.474(11) . ?
C6 N3 1.339(9) . ?
C6 C7 1.386(11) . ?
C6 C13 1.478(12) . ?
C7 C8 1.375(14) . ?
C7 H7 0.9300 . ?
C8 C9 1.362(14) . ?
C8 H8 0.9300 . ?
C9 C10 1.384(13) . ?
C9 H9 0.9300 . ?
C10 N3 1.324(11) . ?
C10 H10 0.9300 . ?
C11 N5 1.321(10) . ?
C11 N2 1.341(10) . ?
C12 N5 1.351(10) . ?
C12 N6 1.356(11) . ?
C12 C18 1.488(10) . ?
C13 N6 1.330(10) . ?
C13 N2 1.342(9) . ?
C14 N4 1.318(11) . ?
C14 C15 1.398(13) . ?
C14 H14 0.9300 . ?
C15 C16 1.354(14) . ?
C15 H15 0.9300 . ?
C16 C17 1.383(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.390(11) . ?
C17 H17 0.9300 . ?
C18 N4 1.341(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
N2 Zn1 N1 72.8(3) . . ?
N2 Zn1 N3 73.2(3) . . ?
N1 Zn1 N3 142.2(3) . . ?
N2 Zn1 Br1 140.22(19) . . ?
N1 Zn1 Br1 98.82(18) . . ?
N3 Zn1 Br1 96.66(19) . . ?
N2 Zn1 Br2 106.17(19) . . ?
N1 Zn1 Br2 103.78(19) . . ?
N3 Zn1 Br2 101.15(19) . . ?
Br1 Zn1 Br2 113.56(6) . . ?
N1 C1 C2 122.9(9) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C1 C2 C3 120.1(9) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 117.2(10) . . ?
C4 C3 H3 121.4 . . ?
C2 C3 H3 121.4 . . ?
C5 C4 C3 120.2(9) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
N1 C5 C4 123.1(8) . . ?
N1 C5 C11 113.7(8) . . ?
C4 C5 C11 123.1(8) . . ?
N3 C6 C7 122.6(9) . . ?
N3 C6 C13 115.0(7) . . ?
C7 C6 C13 122.3(8) . . ?
C8 C7 C6 118.6(9) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C9 C8 C7 119.1(10) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 118.7(11) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
N3 C10 C9 123.4(9) . . ?
N3 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
N5 C11 N2 124.4(8) . . ?
N5 C11 C5 121.3(8) . . ?
N2 C11 C5 114.3(7) . . ?
N5 C12 N6 124.4(8) . . ?
N5 C12 C18 120.5(8) . . ?
N6 C12 C18 115.0(8) . . ?
N6 C13 N2 124.5(8) . . ?
N6 C13 C6 120.4(7) . . ?
N2 C13 C6 115.0(7) . . ?
N4 C14 C15 124.3(10) . . ?
N4 C14 H14 117.8 . . ?
C15 C14 H14 117.8 . . ?
C16 C15 C14 118.4(9) . . ?
C16 C15 H15 120.8 . . ?
C14 C15 H15 120.8 . . ?
C15 C16 C17 119.3(10) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C18 118.0(9) . . ?
C16 C17 H17 121.0 . . ?
C18 C17 H17 121.0 . . ?
N4 C18 C17 123.9(8) . . ?
N4 C18 C12 117.1(8) . . ?
C17 C18 C12 119.0(8) . . ?
C1 N1 C5 116.4(8) . . ?
C1 N1 Zn1 127.9(7) . . ?
C5 N1 Zn1 115.6(6) . . ?
C11 N2 C13 115.8(7) . . ?
C11 N2 Zn1 122.4(5) . . ?
C13 N2 Zn1 121.7(6) . . ?
C10 N3 C6 117.5(8) . . ?
C10 N3 Zn1 128.6(6) . . ?
C6 N3 Zn1 113.8(6) . . ?
C14 N4 C18 116.1(8) . . ?
C11 N5 C12 115.4(8) . . ?
C13 N6 C12 114.7(7) . . ?

_refine_diff_density_max         0.649
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.130


_chemical_properties_physical    Light-sensitive,Photo-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_aa_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1977001'
loop_
_audit_author_name
_audit_author_address
'Pengfei Hao'
;School of Chemical and Material Science, Shanxi Normal University
China
;
_audit_update_record             
;
2021-09-29 deposited with the CCDC.	2022-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H20 Br2 N6 O Zn'
_chemical_formula_sum            'C25 H20 Br2 N6 O Zn'
_chemical_formula_weight         645.66

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'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   24.165(3)
_cell_length_b                   14.3269(19)
_cell_length_c                   14.6252(19)
_cell_angle_alpha                90
_cell_angle_beta                 93.818(4)
_cell_angle_gamma                90
_cell_volume                     5052.3(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6539
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      23.63

_exptl_crystal_description       needle-like
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ,
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_F_000             2560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    4.166
_shelx_estimated_absorpt_T_min   0.368
_shelx_estimated_absorpt_T_max   0.759
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37018
_diffrn_reflns_av_unetI/netI     0.1023
_diffrn_reflns_av_R_equivalents  0.1048
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.200
_diffrn_reflns_theta_max         28.380
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6319
_reflns_number_gt                2963
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          'Bruker SHELXTL'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1282P)²+83.6442P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6319
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2021
_refine_ls_R_factor_gt           0.0978
_refine_ls_wR_factor_ref         0.3266
_refine_ls_wR_factor_gt          0.2765
_refine_ls_goodness_of_fit_ref   1.075
_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 0.12864(5) 0.20472(10) 0.11313(9) 0.0515(4) Uani 1 1 d . . . . .
Br1 Br 0.18277(6) 0.15599(12) 0.24435(11) 0.0833(5) Uani 1 1 d . . . . .
Br2 Br 0.14954(6) 0.15527(10) -0.03495(10) 0.0739(5) Uani 1 1 d . . . . .
C1 C 0.0508(6) 0.0194(10) 0.1149(9) 0.067(3) Uani 1 1 d . . . . .
H1 H 0.0834 -0.0124 0.1056 0.080 Uiso 1 1 calc R U . . .
C2 C 0.0037(7) -0.0303(11) 0.1206(11) 0.086(5) Uani 1 1 d . . . . .
H2 H 0.0044 -0.0950 0.1154 0.103 Uiso 1 1 calc R U . . .
C3 C -0.0451(7) 0.0148(11) 0.1342(11) 0.083(4) Uani 1 1 d . . . . .
H3 H -0.0779 -0.0183 0.1390 0.099 Uiso 1 1 calc R U . . .
C4 C -0.0440(5) 0.1110(10) 0.1405(8) 0.063(3) Uani 1 1 d . . . . .
H4 H -0.0762 0.1440 0.1501 0.076 Uiso 1 1 calc R U . . .
C5 C 0.0048(5) 0.1570(8) 0.1327(7) 0.050(3) Uani 1 1 d . . . . .
C6 C 0.0103(4) 0.2591(9) 0.1334(7) 0.049(3) Uani 1 1 d . . . . .
C7 C -0.0263(4) 0.4042(9) 0.1352(7) 0.046(3) Uani 1 1 d . . . . .
C8 C 0.0646(4) 0.3852(7) 0.1163(7) 0.039(2) Uani 1 1 d . . . . .
C9 C 0.1217(4) 0.4206(8) 0.1049(7) 0.043(2) Uani 1 1 d . . . . .
C10 C 0.1329(4) 0.5145(8) 0.0963(7) 0.051(3) Uani 1 1 d . . . . .
H10 H 0.1047 0.5587 0.0937 0.061 Uiso 1 1 calc R U . . .
C11 C 0.1884(5) 0.5405(9) 0.0915(9) 0.061(3) Uani 1 1 d . . . . .
H11 H 0.1981 0.6030 0.0865 0.073 Uiso 1 1 calc R U . . .
C12 C 0.2283(4) 0.4726(9) 0.0943(9) 0.065(3) Uani 1 1 d . . . . .
H12 H 0.2655 0.4888 0.0926 0.078 Uiso 1 1 calc R U . . .
C13 C 0.2132(4) 0.3799(9) 0.0996(9) 0.061(3) Uani 1 1 d . . . . .
H13 H 0.2403 0.3341 0.0976 0.073 Uiso 1 1 calc R U . . .
C14 C -0.0751(4) 0.4631(9) 0.1412(7) 0.046(3) Uani 1 1 d . . . . .
C15 C -0.1260(4) 0.4259(10) 0.1624(8) 0.061(3) Uani 1 1 d . . . . .
H15 H -0.1298 0.3624 0.1732 0.073 Uiso 1 1 calc R U . . .
C16 C -0.1711(5) 0.4862(13) 0.1670(9) 0.076(4) Uani 1 1 d . . . . .
H16 H -0.2055 0.4644 0.1825 0.091 Uiso 1 1 calc R U . . .
C17 C -0.1630(6) 0.5791(13) 0.1479(10) 0.081(5) Uani 1 1 d . . . . .
H17 H -0.1924 0.6208 0.1488 0.097 Uiso 1 1 calc R U . . .
C18 C -0.1121(5) 0.6097(11) 0.1280(9) 0.070(4) Uani 1 1 d . . . . .
H18 H -0.1078 0.6732 0.1174 0.084 Uiso 1 1 calc R U . . .
C19 C 0.1266(8) 0.8066(12) 0.1996(10) 0.094(5) Uani 1 1 d . . . . .
H19 H 0.1151 0.8034 0.2589 0.112 Uiso 1 1 calc R U . . .
C20 C 0.1734(9) 0.8569(14) 0.1813(14) 0.121(7) Uani 1 1 d . . . . .
H20 H 0.1931 0.8894 0.2279 0.145 Uiso 1 1 calc R U . . .
C21 C 0.1904(9) 0.8583(15) 0.0939(13) 0.123(8) Uani 1 1 d . . . . .
H21 H 0.2224 0.8908 0.0821 0.148 Uiso 1 1 calc R U . . .
C22 C 0.1632(7) 0.8157(13) 0.0273(11) 0.099(6) Uani 1 1 d . . . . .
H22 H 0.1749 0.8200 -0.0319 0.119 Uiso 1 1 calc R U . . .
C23 C 0.1173(6) 0.7643(11) 0.0439(10) 0.073(4) Uani 1 1 d . . . . .
H23 H 0.0993 0.7307 -0.0037 0.088 Uiso 1 1 calc R U . . .
C24 C 0.0972(6) 0.7612(8) 0.1287(9) 0.063(3) Uani 1 1 d . . . . .
C25 C 0.0449(7) 0.7083(10) 0.1475(10) 0.077(4) Uani 1 1 d . . . . .
H25A H 0.0534 0.6615 0.1943 0.092 Uiso 1 1 calc R U . . .
H25B H 0.0180 0.7512 0.1705 0.092 Uiso 1 1 calc R U . . .
N1 N 0.0525(4) 0.1118(7) 0.1220(7) 0.054(2) Uani 1 1 d . . . . .
N2 N 0.0603(3) 0.2935(6) 0.1215(6) 0.042(2) Uani 1 1 d . . . . .
N3 N 0.1603(3) 0.3541(7) 0.1077(6) 0.051(2) Uani 1 1 d . . . . .
N4 N -0.0346(4) 0.3116(7) 0.1446(6) 0.048(2) Uani 1 1 d . . . . .
N5 N 0.0232(3) 0.4448(6) 0.1219(6) 0.044(2) Uani 1 1 d . . . . .
N6 N -0.0681(4) 0.5550(8) 0.1225(7) 0.059(3) Uani 1 1 d . . . . .
O1 O 0.0224(4) 0.6655(8) 0.0685(7) 0.092(3) Uani 1 1 d . . . . .
H1A H 0.0097 0.7053 0.0326 0.138 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
Zn1 N2 2.095(8) . ?
Zn1 N3 2.277(10) . ?
Zn1 N1 2.281(9) . ?
Zn1 Br1 2.3552(19) . ?
Zn1 Br2 2.3650(19) . ?
C1 N1 1.328(16) . ?
C1 C2 1.348(19) . ?
C1 H1 0.9300 . ?
C2 C3 1.37(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.38(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.363(16) . ?
C4 H4 0.9300 . ?
C5 N1 1.340(15) . ?
C5 C6 1.469(17) . ?
C6 N2 1.327(13) . ?
C6 N4 1.338(14) . ?
C7 N4 1.350(15) . ?
C7 N5 1.356(13) . ?
C7 C14 1.459(14) . ?
C8 N2 1.321(13) . ?
C8 N5 1.322(13) . ?
C8 C9 1.488(14) . ?
C9 N3 1.332(13) . ?
C9 C10 1.379(16) . ?
C10 C11 1.398(16) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(17) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(17) . ?
C12 H12 0.9300 . ?
C13 N3 1.342(14) . ?
C13 H13 0.9300 . ?
C14 N6 1.357(16) . ?
C14 C15 1.394(16) . ?
C15 C16 1.395(18) . ?
C15 H15 0.9300 . ?
C16 C17 1.38(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.35(2) . ?
C17 H17 0.9300 . ?
C18 N6 1.327(15) . ?
C18 H18 0.9300 . ?
C19 C24 1.380(19) . ?
C19 C20 1.38(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.37(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.29(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.37(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.361(18) . ?
C23 H23 0.9300 . ?
C24 C25 1.52(2) . ?
C25 O1 1.388(17) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
O1 H1A 0.8200 . ?

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 N3 72.5(3) . . ?
N2 Zn1 N1 73.1(3) . . ?
N3 Zn1 N1 145.6(3) . . ?
N2 Zn1 Br1 122.0(2) . . ?
N3 Zn1 Br1 97.9(2) . . ?
N1 Zn1 Br1 100.8(2) . . ?
N2 Zn1 Br2 116.9(2) . . ?
N3 Zn1 Br2 99.0(2) . . ?
N1 Zn1 Br2 95.7(3) . . ?
Br1 Zn1 Br2 121.09(8) . . ?
N1 C1 C2 123.0(14) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C1 C2 C3 119.8(15) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 117.8(14) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C5 C4 C3 119.3(14) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 122.1(12) . . ?
N1 C5 C6 113.9(10) . . ?
C4 C5 C6 124.0(12) . . ?
N2 C6 N4 124.0(11) . . ?
N2 C6 C5 116.8(10) . . ?
N4 C6 C5 119.2(10) . . ?
N4 C7 N5 125.1(9) . . ?
N4 C7 C14 116.0(10) . . ?
N5 C7 C14 119.0(11) . . ?
N2 C8 N5 125.1(9) . . ?
N2 C8 C9 115.0(9) . . ?
N5 C8 C9 119.9(9) . . ?
N3 C9 C10 123.9(9) . . ?
N3 C9 C8 113.9(9) . . ?
C10 C9 C8 122.1(10) . . ?
C9 C10 C11 117.4(11) . . ?
C9 C10 H10 121.3 . . ?
C11 C10 H10 121.3 . . ?
C12 C11 C10 119.0(11) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 119.7(10) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
N3 C13 C12 121.8(11) . . ?
N3 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
N6 C14 C15 122.6(11) . . ?
N6 C14 C7 116.0(10) . . ?
C15 C14 C7 121.4(12) . . ?
C14 C15 C16 118.5(14) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
C17 C16 C15 117.8(13) . . ?
C17 C16 H16 121.1 . . ?
C15 C16 H16 121.1 . . ?
C18 C17 C16 120.0(13) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
N6 C18 C17 124.3(15) . . ?
N6 C18 H18 117.8 . . ?
C17 C18 H18 117.8 . . ?
C24 C19 C20 119.1(16) . . ?
C24 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
C21 C20 C19 119.2(16) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C22 C21 C20 121.9(18) . . ?
C22 C21 H21 119.0 . . ?
C20 C21 H21 119.0 . . ?
C21 C22 C23 119.9(17) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 121.5(14) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C19 118.2(14) . . ?
C23 C24 C25 122.3(12) . . ?
C19 C24 C25 119.5(14) . . ?
O1 C25 C24 110.8(11) . . ?
O1 C25 H25A 109.5 . . ?
C24 C25 H25A 109.5 . . ?
O1 C25 H25B 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C1 N1 C5 117.9(11) . . ?
C1 N1 Zn1 126.8(9) . . ?
C5 N1 Zn1 115.3(8) . . ?
C8 N2 C6 117.0(9) . . ?
C8 N2 Zn1 122.3(7) . . ?
C6 N2 Zn1 120.7(8) . . ?
C9 N3 C13 118.0(10) . . ?
C9 N3 Zn1 115.9(7) . . ?
C13 N3 Zn1 125.9(8) . . ?
C6 N4 C7 114.4(9) . . ?
C8 N5 C7 114.3(9) . . ?
C18 N6 C14 116.7(11) . . ?
C25 O1 H1A 109.5 . . ?

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
C18 H18 Br2 0.93 2.89 3.721(16) 149.4 5_565
C13 H13 Br2 0.93 2.88 3.546(11) 130.0 7
C12 H12 Br2 0.93 3.07 3.627(12) 120.3 7
C10 H10 O1 0.93 2.52 3.441(16) 172.1 .
C4 H4 Br1 0.93 3.09 3.906(14) 146.8 2

_refine_diff_density_max         1.582
_refine_diff_density_min         -0.929
_refine_diff_density_rms         0.248


_chemical_properties_physical    Light-sensitive,Photo-sensitive
