# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 2522815'
loop_
_audit_author_name
_audit_author_address
'chengfang zhang'
;Jiangsu university of science and technology
China
;
_audit_update_record             
;
2026-01-14 deposited with the CCDC.	2026-04-02 downloaded from the CCDC.
;
_audit_creation_date             2025-12-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H16 Cl2 N4 O2 Zn'
_chemical_formula_sum            'C14 H16 Cl2 N4 O2 Zn'
_chemical_formula_weight         408.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/c 1'
_space_group_name_Hall           '-I 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   19.022(7)
_cell_length_b                   4.845(2)
_cell_length_c                   19.210(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.52(3)
_cell_angle_gamma                90
_cell_volume                     1721.4(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1584
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.061
_cell_measurement_theta_min      4.346
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.804
_exptl_absorpt_coefficient_mu    1.750
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            3273
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.461
_diffrn_reflns_theta_min         3.444
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1566
_reflns_number_total             1857
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.743
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     105
_refine_ls_number_reflns         1857
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0661P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1098
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
;
_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 0.000000 -0.95945(9) 0.250000 0.03080(17) Uani 1 2 d S T P . .
Cl1 Cl 0.05343(4) -0.69741(15) 0.18102(4) 0.0406(2) Uani 1 1 d . . . . .
O1 O -0.05845(11) -1.1825(4) 0.04793(10) 0.0378(5) Uani 1 1 d . . . . .
N1 N -0.07721(11) -1.2105(4) 0.18598(11) 0.0300(5) Uani 1 1 d . . . . .
H1A H -0.058630 -1.287586 0.152278 0.036 Uiso 1 1 d R U . . .
H1B H -0.089610 -1.344865 0.212458 0.036 Uiso 1 1 d R U . . .
N2 N -0.07547(13) -0.7505(5) 0.00417(12) 0.0394(6) Uani 1 1 d . . . . .
H2A H -0.045296 -0.775961 -0.022304 0.047 Uiso 1 1 d R U . . .
H2B H -0.097026 -0.593941 0.003406 0.047 Uiso 1 1 d R U . . .
C1 C -0.14046(13) -1.0525(5) 0.15286(14) 0.0291(5) Uani 1 1 d . . . . .
C2 C -0.19607(16) -1.0271(6) 0.18826(17) 0.0420(7) Uani 1 1 d . . . . .
H2 H -0.193733 -1.122442 0.230770 0.050 Uiso 1 1 calc R U . . .
C3 C -0.25538(15) -0.8588(8) 0.16005(17) 0.0519(8) Uani 1 1 d . . . . .
H3 H -0.293342 -0.848173 0.182896 0.062 Uiso 1 1 calc R U . . .
C4 C -0.25817(16) -0.7093(7) 0.09907(16) 0.0506(8) Uani 1 1 d . . . . .
H4 H -0.297043 -0.592392 0.081475 0.061 Uiso 1 1 calc R U . . .
C5 C -0.20266(15) -0.7328(6) 0.06351(15) 0.0403(6) Uani 1 1 d . . . . .
H5 H -0.204697 -0.631047 0.022040 0.048 Uiso 1 1 calc R U . . .
C6 C -0.14384(13) -0.9074(5) 0.08923(13) 0.0285(5) Uani 1 1 d . . . . .
C7 C -0.08842(14) -0.9537(5) 0.04600(14) 0.0294(5) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0264(2) 0.0308(3) 0.0342(3) 0.000 0.00506(17) 0.000
Cl1 0.0386(4) 0.0421(4) 0.0439(4) 0.0037(3) 0.0151(3) -0.0044(3)
O1 0.0486(11) 0.0238(9) 0.0472(11) -0.0020(8) 0.0238(9) 0.0055(9)
N1 0.0309(10) 0.0251(10) 0.0345(11) 0.0025(9) 0.0088(9) 0.0006(9)
N2 0.0490(13) 0.0279(11) 0.0463(13) 0.0013(10) 0.0212(12) 0.0041(11)
C1 0.0257(11) 0.0273(12) 0.0327(12) -0.0068(10) 0.0035(10) -0.0035(10)
C2 0.0332(14) 0.0530(17) 0.0404(15) -0.0041(13) 0.0097(12) -0.0023(13)
C3 0.0303(13) 0.074(2) 0.0542(18) -0.0165(18) 0.0151(13) 0.0042(16)
C4 0.0358(14) 0.063(2) 0.0481(17) -0.0103(15) -0.0004(13) 0.0198(15)
C5 0.0412(14) 0.0399(15) 0.0369(14) -0.0028(12) 0.0035(12) 0.0077(13)
C6 0.0287(11) 0.0248(12) 0.0312(12) -0.0063(10) 0.0054(10) -0.0003(10)
C7 0.0337(12) 0.0241(11) 0.0298(12) -0.0042(10) 0.0059(10) -0.0005(10)

_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 Cl1 2.2428(9) . ?
Zn1 Cl1 2.2429(9) 2 ?
Zn1 N1 2.075(2) . ?
Zn1 N1 2.075(2) 2 ?
O1 C7 1.243(3) . ?
N1 H1A 0.8892 . ?
N1 H1B 0.8914 . ?
N1 C1 1.442(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8607 . ?
N2 C7 1.330(3) . ?
C1 C2 1.390(4) . ?
C1 C6 1.399(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.395(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.397(4) . ?
C6 C7 1.504(4) . ?

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
Cl1 Zn1 Cl1 111.05(5) . 2 ?
N1 Zn1 Cl1 109.05(6) 2 . ?
N1 Zn1 Cl1 109.04(6) . 2 ?
N1 Zn1 Cl1 109.71(7) . . ?
N1 Zn1 Cl1 109.71(7) 2 2 ?
N1 Zn1 N1 108.22(12) . 2 ?
Zn1 N1 H1A 109.3 . . ?
Zn1 N1 H1B 109.6 . . ?
H1A N1 H1B 108.2 . . ?
C1 N1 Zn1 110.64(15) . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H2A N2 H2B 119.8 . . ?
C7 N2 H2A 119.6 . . ?
C7 N2 H2B 120.5 . . ?
C2 C1 N1 118.9(2) . . ?
C2 C1 C6 119.9(2) . . ?
C6 C1 N1 121.0(2) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.9(3) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C7 120.8(2) . . ?
C5 C6 C1 118.9(2) . . ?
C5 C6 C7 120.1(2) . . ?
O1 C7 N2 122.0(2) . . ?
O1 C7 C6 119.5(2) . . ?
N2 C7 C6 118.4(2) . . ?

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 C1 C2 -90.2(2) . . . . ?
Zn1 N1 C1 C6 84.5(2) . . . . ?
N1 C1 C2 C3 175.2(3) . . . . ?
N1 C1 C6 C5 -172.9(2) . . . . ?
N1 C1 C6 C7 11.8(4) . . . . ?
C1 C2 C3 C4 -2.5(5) . . . . ?
C1 C6 C7 O1 28.9(4) . . . . ?
C1 C6 C7 N2 -154.1(3) . . . . ?
C2 C1 C6 C5 1.7(4) . . . . ?
C2 C1 C6 C7 -173.6(2) . . . . ?
C2 C3 C4 C5 2.3(5) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C4 C5 C6 C1 -2.0(4) . . . . ?
C4 C5 C6 C7 173.4(3) . . . . ?
C5 C6 C7 O1 -146.4(3) . . . . ?
C5 C6 C7 N2 30.6(4) . . . . ?
C6 C1 C2 C3 0.5(4) . . . . ?

_shelx_res_file                  
;
TITL 1_a P -1 R = 0.04 New:I2/c
    1_a.res
    created by SHELXL-2019/3 at 19:58:53 on 12-Dec-2025
CELL 0.71073 19.022 4.845 19.21 90 103.52 90
ZERR 4 0.007 0.002 0.007 0 0.03 0
LATT 2
SYMM -X,+Y,0.5-Z
SFAC C H Cl N O Zn
UNIT 56 64 8 16 8 4

L.S. 100
PLAN  1
SIZE 0.12 0.13 0.11
TEMP 23
CONF
BOND $H
fmap 2
acta
MORE -1
OMIT 0 0 4
REM <olex2.extras>
REM <HklSrc "%.\\1_a.hkl">
REM </olex2.extras>

WGHT    0.066100
FVAR       0.44297
ZN1   6    0.000000   -0.959447    0.250000    10.50000    0.02644    0.03078 =
         0.03417    0.00000    0.00506    0.00000
CL1   3    0.053428   -0.697414    0.181019    11.00000    0.03864    0.04206 =
         0.04390    0.00373    0.01510   -0.00437
O1    5   -0.058454   -1.182475    0.047934    11.00000    0.04859    0.02384 =
         0.04720   -0.00199    0.02381    0.00546
N1    4   -0.077210   -1.210456    0.185978    11.00000    0.03086    0.02515 =
         0.03450    0.00248    0.00880    0.00062
AFIX   3
H1A   2   -0.058630   -1.287586    0.152278    11.00000   -1.20000
H1B   2   -0.089610   -1.344865    0.212458    11.00000   -1.20000
AFIX   0
N2    4   -0.075466   -0.750481    0.004166    11.00000    0.04898    0.02793 =
         0.04630    0.00134    0.02118    0.00406
AFIX   3
H2A   2   -0.045296   -0.775961   -0.022304    11.00000   -1.20000
H2B   2   -0.097026   -0.593941    0.003406    11.00000   -1.20000
AFIX   0
C1    1   -0.140463   -1.052526    0.152864    11.00000    0.02570    0.02731 =
         0.03266   -0.00679    0.00350   -0.00347
C2    1   -0.196075   -1.027148    0.188263    11.00000    0.03322    0.05299 =
         0.04036   -0.00414    0.00974   -0.00232
AFIX  43
H2    2   -0.193733   -1.122442    0.230770    11.00000   -1.20000
AFIX   0
C3    1   -0.255379   -0.858826    0.160051    11.00000    0.03031    0.07398 =
         0.05415   -0.01653    0.01515    0.00416
AFIX  43
H3    2   -0.293342   -0.848173    0.182896    11.00000   -1.20000
AFIX   0
C4    1   -0.258171   -0.709295    0.099068    11.00000    0.03584    0.06285 =
         0.04806   -0.01026   -0.00042    0.01979
AFIX  43
H4    2   -0.297043   -0.592392    0.081475    11.00000   -1.20000
AFIX   0
C5    1   -0.202664   -0.732829    0.063510    11.00000    0.04122    0.03989 =
         0.03688   -0.00279    0.00352    0.00771
AFIX  43
H5    2   -0.204697   -0.631047    0.022040    11.00000   -1.20000
AFIX   0
C6    1   -0.143841   -0.907368    0.089230    11.00000    0.02868    0.02481 =
         0.03118   -0.00634    0.00536   -0.00029
C7    1   -0.088415   -0.953737    0.046003    11.00000    0.03368    0.02407 =
         0.02981   -0.00417    0.00589   -0.00051
HKLF 4 1 0 1 -1 -1 0 0 -1 1 1




REM  1_a P -1 R = 0.04 New:I2/c
REM wR2 = 0.1098, GooF = S = 1.020, Restrained GooF = 1.020 for all data
REM R1 = 0.0378 for 1566 Fo > 4sig(Fo) and 0.0461 for all 1857 data
REM 105 parameters refined using 0 restraints

END

WGHT      0.0661      0.0000

REM Highest difference peak  0.420,  deepest hole -0.743,  1-sigma level  0.088
Q1    1  -0.0362 -1.1252  0.2165  11.00000  0.05    0.42
;
_shelx_res_checksum              4473
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2522816'
loop_
_audit_author_name
_audit_author_address
'chengfang zhang'
;Jiangsu university of science and technology
China
;
_audit_update_record             
;
2026-01-14 deposited with the CCDC.	2026-04-02 downloaded from the CCDC.
;
_audit_creation_date             2026-01-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H16 Br2 N4 O2 Zn'
_chemical_formula_sum            'C14 H16 Br2 N4 O2 Zn'
_chemical_formula_weight         497.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   23.863(5)
_cell_length_b                   4.8456(10)
_cell_length_c                   18.997(5)
_cell_angle_alpha                90
_cell_angle_beta                 127.809(13)
_cell_angle_gamma                90
_cell_volume                     1735.5(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2134
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.429
_cell_measurement_theta_min      3.416
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.033
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             976
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            4479
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_min         3.416
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1717
_reflns_number_total             1983
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1983
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0255
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0298P)²+1.5082P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0596
_refine_ls_wR_factor_ref         0.0621
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Rigid bond restraints
 O2, C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C5(H5), C3(H3)
4.c Fitted hexagon refined as free rotating group:
 C2(C4,C7,C6,C5,C3)
4.d X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.52862(8) 0.250000 0.02783(11) Uani 1 2 d S T P . .
Br2 Br 0.55589(2) 0.79929(6) 0.38118(2) 0.03510(10) Uani 1 1 d . . . . .
N1 N 0.57661(12) 0.7440(4) 0.07687(15) 0.0350(5) Uani 1 1 d . . . . .
H1A H 0.547504 0.717388 0.020263 0.042 Uiso 1 1 calc R U . . .
H1B H 0.597410 0.900888 0.097481 0.042 Uiso 1 1 calc R U . . .
O2 O 0.56010(10) 0.3136(3) 0.10444(12) 0.0344(4) Uani 1 1 d . U . . .
N2 N 0.57703(10) 0.2885(4) 0.26114(14) 0.0271(4) Uani 1 1 d . . . . .
H2A H 0.589682 0.152959 0.299917 0.033 Uiso 1 1 calc R U . . .
H2B H 0.558900 0.212064 0.208561 0.033 Uiso 1 1 calc R U . . .
C1 C 0.58937(12) 0.5438(5) 0.13213(16) 0.0264(5) Uani 1 1 d . U . . .
C2 C 0.64265(7) 0.5934(3) 0.23020(7) 0.0266(5) Uani 1 1 d G . . . .
C4 C 0.63893(7) 0.4463(3) 0.29004(10) 0.0265(5) Uani 1 1 d G . . . .
C7 C 0.69294(8) 0.4699(4) 0.38108(9) 0.0387(6) Uani 1 1 d G . . . .
H7 H 0.690442 0.371534 0.421116 0.046 Uiso 1 1 calc R U . . .
C6 C 0.75067(7) 0.6405(4) 0.41226(8) 0.0473(7) Uani 1 1 d G . . . .
H6 H 0.786809 0.656316 0.473171 0.057 Uiso 1 1 calc R U . . .
C5 C 0.75440(7) 0.7876(4) 0.35242(11) 0.0468(8) Uani 1 1 d G . . . .
H5 H 0.793031 0.901750 0.373286 0.056 Uiso 1 1 calc R U . . .
C3 C 0.70039(8) 0.7640(3) 0.26138(10) 0.0369(6) Uani 1 1 d G . . . .
H3 H 0.702886 0.862401 0.221345 0.044 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0216(2) 0.0310(2) 0.0300(2) 0.000 0.01534(17) 0.000
Br2 0.03107(15) 0.03895(16) 0.03032(14) -0.00505(11) 0.01630(12) -0.00338(11)
N1 0.0424(13) 0.0259(11) 0.0331(12) -0.0014(9) 0.0212(10) -0.0057(9)
O2 0.0447(10) 0.0208(8) 0.0318(9) -0.0050(7) 0.0204(9) -0.0046(8)
N2 0.0270(10) 0.0249(10) 0.0298(10) 0.0020(8) 0.0176(9) 0.0001(8)
C1 0.0279(12) 0.0246(12) 0.0321(12) -0.0028(10) 0.0212(10) 0.0017(10)
C2 0.0257(11) 0.0238(11) 0.0314(12) -0.0043(10) 0.0181(10) 0.0005(10)
C4 0.0204(11) 0.0263(12) 0.0313(12) -0.0020(10) 0.0152(10) 0.0029(9)
C7 0.0283(13) 0.0533(17) 0.0318(13) 0.0000(12) 0.0171(11) 0.0041(12)
C6 0.0261(13) 0.073(2) 0.0337(14) -0.0141(15) 0.0139(12) -0.0045(14)
C5 0.0285(14) 0.064(2) 0.0479(17) -0.0209(15) 0.0231(13) -0.0167(13)
C3 0.0327(14) 0.0385(15) 0.0444(16) -0.0088(12) 0.0262(13) -0.0077(11)

_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 Br2 2.3736(6) 2_655 ?
Zn1 Br2 2.3736(6) . ?
Zn1 N2 2.074(2) 2_655 ?
Zn1 N2 2.074(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C1 1.320(3) . ?
O2 C1 1.248(3) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C4 1.440(2) . ?
C1 C2 1.497(3) . ?
C2 C4 1.3900 . ?
C2 C3 1.3900 . ?
C4 C7 1.3900 . ?
C7 H7 0.9300 . ?
C7 C6 1.3900 . ?
C6 H6 0.9300 . ?
C6 C5 1.3900 . ?
C5 H5 0.9300 . ?
C5 C3 1.3900 . ?
C3 H3 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
Br2 Zn1 Br2 112.91(3) . 2_655 ?
N2 Zn1 Br2 108.04(6) 2_655 . ?
N2 Zn1 Br2 108.09(6) 2_655 2_655 ?
N2 Zn1 Br2 108.04(6) . 2_655 ?
N2 Zn1 Br2 108.09(6) . . ?
N2 Zn1 N2 111.73(11) . 2_655 ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
Zn1 N2 H2A 109.2 . . ?
Zn1 N2 H2B 109.2 . . ?
H2A N2 H2B 107.9 . . ?
C4 N2 Zn1 112.24(13) . . ?
C4 N2 H2A 109.2 . . ?
C4 N2 H2B 109.2 . . ?
N1 C1 C2 118.5(2) . . ?
O2 C1 N1 121.6(2) . . ?
O2 C1 C2 119.8(2) . . ?
C4 C2 C1 120.28(13) . . ?
C4 C2 C3 120.0 . . ?
C3 C2 C1 119.32(13) . . ?
C2 C4 N2 121.70(13) . . ?
C7 C4 N2 118.03(13) . . ?
C7 C4 C2 120.0 . . ?
C4 C7 H7 120.0 . . ?
C4 C7 C6 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C5 H5 120.0 . . ?
C3 C5 C6 120.0 . . ?
C3 C5 H5 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C3 C2 120.0 . . ?
C5 C3 H3 120.0 . . ?

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 N2 C4 C2 -84.69(15) . . . . ?
Zn1 N2 C4 C7 89.35(14) . . . . ?
N1 C1 C2 C4 154.85(17) . . . . ?
N1 C1 C2 C3 -32.4(2) . . . . ?
O2 C1 C2 C4 -27.7(3) . . . . ?
O2 C1 C2 C3 145.06(18) . . . . ?
N2 C4 C7 C6 -174.15(16) . . . . ?
C1 C2 C4 N2 -13.4(2) . . . . ?
C1 C2 C4 C7 172.67(17) . . . . ?
C1 C2 C3 C5 -172.74(17) . . . . ?
C2 C4 C7 C6 0.0 . . . . ?
C4 C2 C3 C5 0.0 . . . . ?
C4 C7 C6 C5 0.0 . . . . ?
C7 C6 C5 C3 0.0 . . . . ?
C6 C5 C3 C2 0.0 . . . . ?
C3 C2 C4 N2 173.93(16) . . . . ?
C3 C2 C4 C7 0.0 . . . . ?

_shelx_res_file                  
;
TITL 1_a.res in C2/c
    1_a.res
    created by SHELXL-2019/3 at 19:34:02 on 14-Jan-2026
CELL 0.71073 23.8634 4.8456 18.9968 90 127.809 90
ZERR 4 0.0047 0.001 0.0049 0 0.013 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Br N O Zn
UNIT 56 64 8 16 8 4
ISOR 0.01 0.02 O2 C1
DELU 0.01 0.02 O2 C1

L.S. 100
PLAN  1 0 0
TEMP 23
CONF
HTAB
BOND $H
MORE -1
fmap 2
acta
OMIT 2 0 0
REM <olex2.extras>
REM <HklSrc "%.\\1_a.hkl">
REM </olex2.extras>

WGHT    0.029800    1.508200
FVAR       0.29118
ZN1   6    0.500000    0.528620    0.250000    10.50000    0.02161    0.03097 =
         0.02999    0.00000    0.01534    0.00000
BR2   3    0.555891    0.799293    0.381179    11.00000    0.03107    0.03895 =
         0.03032   -0.00505    0.01630   -0.00338
N1    4    0.576613    0.743958    0.076869    11.00000    0.04240    0.02594 =
         0.03306   -0.00141    0.02124   -0.00568
AFIX  93
H1A   2    0.547504    0.717388    0.020263    11.00000   -1.20000
H1B   2    0.597410    0.900888    0.097481    11.00000   -1.20000
AFIX   0
O2    5    0.560096    0.313638    0.104443    11.00000    0.04469    0.02081 =
         0.03181   -0.00496    0.02038   -0.00457
N2    4    0.577032    0.288453    0.261144    11.00000    0.02700    0.02495 =
         0.02976    0.00199    0.01757    0.00006
AFIX  23
H2A   2    0.589682    0.152959    0.299917    11.00000   -1.20000
H2B   2    0.558900    0.212064    0.208561    11.00000   -1.20000
AFIX   0
C1    1    0.589375    0.543804    0.132133    11.00000    0.02792    0.02459 =
         0.03214   -0.00278    0.02124    0.00166
AFIX  66
C2    1    0.642653    0.593388    0.230196    11.00000    0.02568    0.02384 =
         0.03143   -0.00432    0.01805    0.00046
C4    1    0.638926    0.446342    0.290042    11.00000    0.02043    0.02628 =
         0.03131   -0.00199    0.01516    0.00292
C7    1    0.692936    0.469919    0.381075    11.00000    0.02827    0.05331 =
         0.03180    0.00004    0.01707    0.00413
AFIX  43
H7    2    0.690442    0.371534    0.421116    11.00000   -1.20000
AFIX  65
C6    1    0.750673    0.640543    0.412263    11.00000    0.02610    0.07338 =
         0.03366   -0.01411    0.01385   -0.00455
AFIX  43
H6    2    0.786809    0.656316    0.473171    11.00000   -1.20000
AFIX  65
C5    1    0.754401    0.787591    0.352418    11.00000    0.02846    0.06358 =
         0.04791   -0.02094    0.02311   -0.01669
AFIX  43
H5    2    0.793031    0.901750    0.373286    11.00000   -1.20000
AFIX  65
C3    1    0.700392    0.764016    0.261385    11.00000    0.03271    0.03852 =
         0.04440   -0.00879    0.02620   -0.00774
AFIX  43
H3    2    0.702886    0.862401    0.221345    11.00000   -1.20000
AFIX   0
HKLF 4




REM  1_a.res in C2/c
REM wR2 = 0.0621, GooF = S = 1.029, Restrained GooF = 1.026 for all data
REM R1 = 0.0255 for 1717 Fo > 4sig(Fo) and 0.0323 for all 1983 data
REM 93 parameters refined using 13 restraints

END

WGHT      0.0298      1.5023

REM Instructions for potential hydrogen bonds
EQIV $2 -x+1, -y+1, -z
HTAB N1 O2_$2
EQIV $3 x, y+1, z
HTAB N1 O2_$3
EQIV $4 x, y-1, z
HTAB N2 Br2_$4
EQIV $5 -x+1, y-1, -z+1/2
HTAB N2 Br2_$5
HTAB N2 O2

REM Highest difference peak  0.482,  deepest hole -0.413,  1-sigma level  0.076
Q1    1   0.5703  0.6662  0.4095  11.00000  0.05    0.48
;
_shelx_res_checksum              46816
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2522817'
loop_
_audit_author_name
_audit_author_address
'chengfang zhang'
;Jiangsu university of science and technology
China
;
_audit_update_record             
;
2026-01-14 deposited with the CCDC.	2026-04-02 downloaded from the CCDC.
;
_audit_creation_date             2025-12-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H14 I2 N2 O4 Zn'
_chemical_formula_sum            'C14 H14 I2 N2 O4 Zn'
_chemical_formula_weight         593.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   24.3146(4)
_cell_length_b                   4.89220(10)
_cell_length_c                   19.1901(4)
_cell_angle_alpha                90
_cell_angle_beta                 127.0400(10)
_cell_angle_gamma                90
_cell_volume                     1822.08(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1998
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.948
_cell_measurement_theta_min      2.659
_shelx_estimated_absorpt_T_max   0.623
_shelx_estimated_absorpt_T_min   0.577
_exptl_absorpt_coefficient_mu    4.755
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5318
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.669
_diffrn_reflns_theta_min         2.659
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1777
_reflns_number_total             2127
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.799
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_reflns         2127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0270
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0268P)²+3.4616P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0622
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.56089(2) 0.19948(6) 0.89160(2) 0.03343(9) Uani 1 1 d . . . . .
Zn1 Zn 0.500000 0.48155(13) 0.750000 0.02852(15) Uani 1 2 d S T P . .
O1 O 0.57598(15) 0.7125(7) 0.7579(2) 0.0470(7) Uani 1 1 d . . . . .
H1 H 0.558289 0.774946 0.708958 0.071 Uiso 1 1 calc R U . . .
O2 O 0.56120(14) 0.6877(5) 0.60271(17) 0.0349(6) Uani 1 1 d . . . . .
N1 N 0.57617(17) 0.2598(6) 0.5748(2) 0.0349(8) Uani 1 1 d . . . . .
H1A H 0.548044 0.286038 0.519397 0.042 Uiso 1 1 calc R U . . .
H1B H 0.596016 0.103804 0.594906 0.042 Uiso 1 1 calc R U . . .
C1 C 0.63590(16) 0.5525(8) 0.7849(2) 0.0285(8) Uani 1 1 d . . . . .
C2 C 0.68795(18) 0.5269(9) 0.8737(2) 0.0399(10) Uani 1 1 d . . . . .
H2 H 0.684886 0.620646 0.913443 0.048 Uiso 1 1 calc R U . . .
C3 C 0.7441(2) 0.3633(11) 0.9033(3) 0.0521(12) Uani 1 1 d . . . . .
H3 H 0.779596 0.352253 0.962871 0.063 Uiso 1 1 calc R U . . .
C4 C 0.7483(2) 0.2154(10) 0.8453(3) 0.0514(12) Uani 1 1 d . . . . .
H4 H 0.785554 0.100207 0.865584 0.062 Uiso 1 1 calc R U . . .
C5 C 0.6966(2) 0.2403(8) 0.7571(3) 0.0388(10) Uani 1 1 d . . . . .
H5 H 0.699539 0.141408 0.718006 0.047 Uiso 1 1 calc R U . . .
C6 C 0.64016(17) 0.4106(7) 0.7251(2) 0.0273(7) Uani 1 1 d . . . . .
C7 C 0.58891(18) 0.4594(7) 0.6293(2) 0.0277(8) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.03054(13) 0.03876(16) 0.02709(14) 0.00344(11) 0.01529(11) 0.00249(10)
Zn1 0.0231(3) 0.0343(4) 0.0275(3) 0.000 0.0149(3) 0.000
O1 0.0440(17) 0.052(2) 0.0487(19) 0.0026(15) 0.0297(16) 0.0032(14)
O2 0.0469(16) 0.0235(14) 0.0308(15) 0.0045(11) 0.0214(13) 0.0047(12)
N1 0.0471(19) 0.0247(18) 0.0334(18) 0.0027(14) 0.0245(16) 0.0061(14)
C1 0.0228(16) 0.028(2) 0.033(2) 0.0030(16) 0.0155(16) -0.0025(14)
C2 0.0288(19) 0.058(3) 0.030(2) -0.002(2) 0.0165(18) -0.0066(18)
C3 0.0253(19) 0.085(4) 0.035(2) 0.014(2) 0.0126(19) 0.004(2)
C4 0.035(2) 0.066(3) 0.057(3) 0.026(3) 0.029(2) 0.021(2)
C5 0.037(2) 0.039(2) 0.050(3) 0.0089(19) 0.031(2) 0.0085(17)
C6 0.0262(16) 0.0258(19) 0.032(2) 0.0030(16) 0.0185(16) -0.0005(14)
C7 0.0325(18) 0.025(2) 0.033(2) 0.0030(16) 0.0237(17) -0.0005(15)

_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
I1 Zn1 2.5756(4) . ?
Zn1 O1 2.092(3) . ?
Zn1 O1 2.092(3) 2_656 ?
O1 H1 0.8200 . ?
O1 C1 1.447(4) . ?
O2 C7 1.244(4) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C7 1.323(5) . ?
C1 C2 1.387(5) . ?
C1 C6 1.398(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.393(5) . ?
C6 C7 1.494(5) . ?

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
I1 Zn1 I1 115.20(3) 2_656 . ?
O1 Zn1 I1 106.67(9) . 2_656 ?
O1 Zn1 I1 106.67(9) 2_656 . ?
O1 Zn1 I1 106.97(9) 2_656 2_656 ?
O1 Zn1 I1 106.97(8) . . ?
O1 Zn1 O1 114.62(17) 2_656 . ?
Zn1 O1 H1 106.7 . . ?
C1 O1 Zn1 112.8(2) . . ?
C1 O1 H1 109.5 . . ?
H1A N1 H1B 120.0 . . ?
C7 N1 H1A 120.0 . . ?
C7 N1 H1B 120.0 . . ?
C2 C1 O1 117.8(3) . . ?
C2 C1 C6 120.0(3) . . ?
C6 C1 O1 122.0(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.5(4) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(4) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C7 120.8(3) . . ?
C5 C6 C1 118.4(3) . . ?
C5 C6 C7 120.5(3) . . ?
O2 C7 N1 121.8(3) . . ?
O2 C7 C6 119.5(3) . . ?
N1 C7 C6 118.6(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 C2 -88.0(4) . . . . ?
Zn1 O1 C1 C6 87.5(4) . . . . ?
O1 C1 C2 C3 176.0(4) . . . . ?
O1 C1 C6 C5 -173.9(3) . . . . ?
O1 C1 C6 C7 11.6(5) . . . . ?
C1 C2 C3 C4 -2.2(7) . . . . ?
C1 C6 C7 O2 29.4(5) . . . . ?
C1 C6 C7 N1 -153.0(3) . . . . ?
C2 C1 C6 C5 1.5(5) . . . . ?
C2 C1 C6 C7 -173.0(3) . . . . ?
C2 C3 C4 C5 2.2(7) . . . . ?
C3 C4 C5 C6 -0.3(7) . . . . ?
C4 C5 C6 C1 -1.5(6) . . . . ?
C4 C5 C6 C7 173.0(4) . . . . ?
C5 C6 C7 O2 -145.0(4) . . . . ?
C5 C6 C7 N1 32.7(5) . . . . ?
C6 C1 C2 C3 0.4(6) . . . . ?

_shelx_res_file                  
;
TITL 1_a.res in C2/c
    1_a.res
    created by SHELXL-2019/3 at 20:11:22 on 12-Dec-2025
CELL 0.71073 24.3146 4.8922 19.1901 90 127.04 90
ZERR 4 0.0004 0.0001 0.0004 0 0.001 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H I N O Zn
UNIT 56 56 8 8 16 4

L.S. 100
PLAN  2 0 0
SIZE 0.12 0.11 0.13
TEMP 23
CONF
HTAB
BOND $H
fmap 2
acta
MORE -1
REM <olex2.extras>
REM <HklSrc "%.\\1_a.hkl">
REM </olex2.extras>

WGHT    0.026800    3.461600
FVAR       0.22836
I1    3    0.560889    0.199478    0.891605    11.00000    0.03054    0.03876 =
         0.02709    0.00344    0.01529    0.00249
ZN1   6    0.500000    0.481555    0.750000    10.50000    0.02310    0.03430 =
         0.02753    0.00000    0.01491    0.00000
O1    5    0.575983    0.712541    0.757854    11.00000    0.04396    0.05180 =
         0.04869    0.00261    0.02971    0.00316
AFIX 147
H1    2    0.558289    0.774946    0.708958    11.00000   -1.50000
AFIX   0
O2    5    0.561204    0.687697    0.602710    11.00000    0.04688    0.02351 =
         0.03077    0.00453    0.02144    0.00470
N1    4    0.576171    0.259790    0.574840    11.00000    0.04715    0.02467 =
         0.03343    0.00272    0.02451    0.00612
AFIX  93
H1A   2    0.548044    0.286038    0.519397    11.00000   -1.20000
H1B   2    0.596016    0.103804    0.594906    11.00000   -1.20000
AFIX   0
C1    1    0.635900    0.552506    0.784947    11.00000    0.02283    0.02786 =
         0.03259    0.00296    0.01552   -0.00249
C2    1    0.687949    0.526914    0.873733    11.00000    0.02882    0.05834 =
         0.03017   -0.00212    0.01653   -0.00656
AFIX  43
H2    2    0.684886    0.620646    0.913443    11.00000   -1.20000
AFIX   0
C3    1    0.744139    0.363317    0.903333    11.00000    0.02531    0.08498 =
         0.03531    0.01352    0.01256    0.00353
AFIX  43
H3    2    0.779596    0.352253    0.962871    11.00000   -1.20000
AFIX   0
C4    1    0.748290    0.215366    0.845289    11.00000    0.03464    0.06595 =
         0.05669    0.02569    0.02915    0.02124
AFIX  43
H4    2    0.785554    0.100207    0.865584    11.00000   -1.20000
AFIX   0
C5    1    0.696649    0.240329    0.757081    11.00000    0.03662    0.03938 =
         0.05023    0.00895    0.03130    0.00846
AFIX  43
H5    2    0.699539    0.141408    0.718006    11.00000   -1.20000
AFIX   0
C6    1    0.640156    0.410594    0.725101    11.00000    0.02618    0.02578 =
         0.03186    0.00296    0.01849   -0.00052
C7    1    0.588915    0.459431    0.629280    11.00000    0.03253    0.02522 =
         0.03286    0.00304    0.02367   -0.00051
HKLF 4




REM  1_a.res in C2/c
REM wR2 = 0.0622, GooF = S = 1.029, Restrained GooF = 1.029 for all data
REM R1 = 0.0270 for 1777 Fo > 4sig(Fo) and 0.0359 for all 2127 data
REM 106 parameters refined using 0 restraints

END

WGHT      0.0266      3.6656

REM Instructions for potential hydrogen bonds
EQIV $2 -x+1, y+1, -z+3/2
HTAB O1 I1_$2
HTAB O1 O2
EQIV $3 -x+1, -y+1, -z+1
HTAB N1 O2_$3
EQIV $4 x, y-1, z
HTAB N1 O2_$4

REM Highest difference peak  0.799,  deepest hole -0.796,  1-sigma level  0.108
Q1    1   0.5917  0.8338  0.8132  11.00000  0.05    0.80
Q2    1   0.5291  0.2110  0.9147  11.00000  0.05    0.48
;
_shelx_res_checksum              88357
_olex2_submission_special_instructions 'No special instructions were received'
