# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2323492'
loop_
_audit_author_name
_audit_author_address
'SHOUVIK CHATTOPADHYAY'
;Jadavpur University, kolkata
India
;
_audit_update_record             
;
2024-01-04 deposited with the CCDC.	2024-04-23 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            'C16 H23 Cl N2 O8 Zn2'
_chemical_formula_weight         537.59

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   25.653(16)
_cell_length_b                   38.97(2)
_cell_length_c                   8.972(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8969(10)
_cell_formula_units_Z            16
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    900
_cell_measurement_theta_min      1.901
_cell_measurement_theta_max      26.695

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_F_000             4384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.300
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.441
_exptl_absorpt_correction_T_max  0.631
_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                   ?
_diffrn_measurement_device_type  'BRUKER D8 QUEST AREA DETECTOR'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33994
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.901
_diffrn_reflns_theta_max         26.695
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4748
_reflns_number_gt                4321
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.869
_reflns_Friedel_fraction_max     0.985
_reflns_Friedel_fraction_full    0.993

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

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'Ortep-3 for Windows (Farrugia, 1999) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'PLATON (Spek, 2003)'
_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)+(0.0685P)²+13.5422P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1905 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.078(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4696
_refine_ls_number_parameters     262
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.001
_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
Zn2 Zn 0.76126(3) 0.65638(2) 0.57881(7) 0.0451(2) Uani 1 1 d . . . . .
Zn1 Zn 0.66747(3) 0.65710(2) 0.33980(7) 0.04454(19) Uani 1 1 d . . . . .
Cl1 Cl 0.71370(11) 0.47720(5) 0.4876(3) 0.0866(7) Uani 1 1 d . . . . .
O7 O 0.84324(16) 0.61164(12) 0.6502(5) 0.0494(10) Uani 1 1 d . . . . .
O3 O 0.81133(18) 0.67153(13) 0.4294(6) 0.0572(11) Uani 1 1 d . . . . .
O1 O 0.70980(16) 0.62704(10) 0.4842(5) 0.0463(9) Uani 1 1 d . . . . .
O5 O 0.7228(2) 0.69708(13) 0.6501(6) 0.0634(13) Uani 1 1 d . . . . .
O4 O 0.6649(2) 0.69971(13) 0.4708(7) 0.0718(15) Uani 1 1 d . . . . .
N1 N 0.66989(18) 0.61641(13) 0.1815(5) 0.0410(10) Uani 1 1 d . . . . .
H1 H 0.637608 0.603161 0.191308 0.049 Uiso 1 1 calc R U . . .
O2 O 0.7503(2) 0.67699(17) 0.2579(8) 0.0848(19) Uani 1 1 d . . . . .
N2 N 0.6408(2) 0.68553(13) 0.1542(6) 0.0488(11) Uani 1 1 d . . . . .
H2 H 0.670241 0.699399 0.118995 0.059 Uiso 1 1 calc R U . . .
O6 O 0.78463(17) 0.64066(14) 0.7728(6) 0.0583(11) Uani 1 1 d . . . . .
C8 C 0.6697(3) 0.63284(19) 0.0333(7) 0.0578(16) Uani 1 1 d . . . . .
H8A H 0.661290 0.616135 -0.043181 0.069 Uiso 1 1 calc R U . . .
H8B H 0.703748 0.642471 0.011497 0.069 Uiso 1 1 calc R U . . .
C9 C 0.6286(3) 0.66113(18) 0.0372(8) 0.0599(17) Uani 1 1 d . . . . .
H9A H 0.627645 0.672807 -0.058276 0.072 Uiso 1 1 calc R U . . .
H9B H 0.594558 0.651148 0.055174 0.072 Uiso 1 1 calc R U . . .
C12 C 0.8333(4) 0.6988(3) 0.2056(13) 0.096(3) Uani 1 1 d . . . . .
H12A H 0.866090 0.700404 0.256512 0.144 Uiso 1 1 calc R U . . .
H12B H 0.837595 0.685893 0.115371 0.144 Uiso 1 1 calc R U . . .
H12C H 0.821079 0.721481 0.181765 0.144 Uiso 1 1 calc R U . . .
C11 C 0.7943(3) 0.68126(16) 0.3040(8) 0.0553(15) Uani 1 1 d . . . . .
C16 C 0.8447(3) 0.6096(2) 0.9161(8) 0.0644(18) Uani 1 1 d . . . . .
H16A H 0.824197 0.619628 0.994297 0.097 Uiso 1 1 calc R U . . .
H16B H 0.842957 0.585045 0.922944 0.097 Uiso 1 1 calc R U . . .
H16C H 0.880276 0.616894 0.925887 0.097 Uiso 1 1 calc R U . . .
C7 C 0.7138(3) 0.59283(15) 0.2023(7) 0.0475(14) Uani 1 1 d . . . . .
H7A H 0.746159 0.605627 0.197014 0.057 Uiso 1 1 calc R U . . .
H7B H 0.713871 0.576090 0.122253 0.057 Uiso 1 1 calc R U . . .
C14 C 0.6709(3) 0.74645(19) 0.6320(12) 0.073(2) Uani 1 1 d . . . . .
H14A H 0.691428 0.752921 0.716938 0.110 Uiso 1 1 calc R U . . .
H14B H 0.675916 0.762891 0.553569 0.110 Uiso 1 1 calc R U . . .
H14C H 0.634747 0.745833 0.659334 0.110 Uiso 1 1 calc R U . . .
C6 C 0.71090(19) 0.57444(14) 0.3495(7) 0.0409(11) Uani 1 1 d . . . . .
C2 C 0.7096(3) 0.57490(18) 0.6174(7) 0.0555(16) Uani 1 1 d . . . . .
H2A H 0.709092 0.586892 0.707052 0.067 Uiso 1 1 calc R U . . .
C10 C 0.5976(3) 0.7092(2) 0.1842(11) 0.071(2) Uani 1 1 d . . . . .
H10A H 0.607395 0.724817 0.262090 0.107 Uiso 1 1 calc R U . . .
H10B H 0.589587 0.721909 0.095418 0.107 Uiso 1 1 calc R U . . .
H10C H 0.567469 0.696379 0.214733 0.107 Uiso 1 1 calc R U . . .
C1 C 0.7098(2) 0.59269(14) 0.4834(7) 0.0403(12) Uani 1 1 d . . . . .
C5 C 0.7108(2) 0.53893(15) 0.3534(8) 0.0485(13) Uani 1 1 d . . . . .
H5 H 0.710694 0.526567 0.264741 0.058 Uiso 1 1 calc R U . . .
C13 C 0.6874(2) 0.71194(15) 0.5794(9) 0.0508(13) Uani 1 1 d . . . . .
C4 C 0.7107(3) 0.52185(15) 0.4869(9) 0.0549(15) Uani 1 1 d . . . . .
C3 C 0.7103(3) 0.53919(19) 0.6182(8) 0.0608(18) Uani 1 1 d . . . . .
H3 H 0.710419 0.527277 0.707992 0.073 Uiso 1 1 calc R U . . .
C15 C 0.8239(2) 0.62088(16) 0.7683(7) 0.0450(12) Uani 1 1 d . . . . .
O8 O 0.7263(4) 0.7163(2) -0.0379(9) 0.116(3) 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
Zn2 O6 1.940(5) . ?
Zn2 O1 1.942(4) . ?
Zn2 O3 1.948(5) . ?
Zn2 O5 1.974(5) . ?
Zn1 O4 2.035(5) . ?
Zn1 O1 2.056(4) . ?
Zn1 O7 2.110(4) 12_464 ?
Zn1 N2 2.114(5) . ?
Zn1 N1 2.130(5) . ?
Zn1 O2 2.379(7) . ?
Cl1 C4 1.742(6) . ?
O7 C15 1.224(8) . ?
O3 C11 1.265(8) . ?
O1 C1 1.339(7) . ?
O5 C13 1.250(8) . ?
O4 C13 1.229(9) . ?
N1 C7 1.465(7) . ?
N1 C8 1.475(8) . ?
N1 H1 0.9800 . ?
O2 C11 1.212(8) . ?
N2 C9 1.451(9) . ?
N2 C10 1.468(9) . ?
N2 H2 0.9800 . ?
O6 C15 1.270(8) . ?
C8 C9 1.526(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C12 C11 1.500(12) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C16 C15 1.495(8) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C7 C6 1.505(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C14 C13 1.486(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C6 C5 1.384(8) . ?
C6 C1 1.396(8) . ?
C2 C1 1.388(9) . ?
C2 C3 1.392(10) . ?
C2 H2A 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C5 C4 1.370(10) . ?
C5 H5 0.9300 . ?
C4 C3 1.358(11) . ?
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
O6 Zn2 O1 114.6(2) . . ?
O6 Zn2 O3 120.6(2) . . ?
O1 Zn2 O3 109.0(2) . . ?
O6 Zn2 O5 96.7(2) . . ?
O1 Zn2 O5 105.97(19) . . ?
O3 Zn2 O5 108.0(2) . . ?
O4 Zn1 O1 96.8(2) . . ?
O4 Zn1 O7 96.0(2) . 12_464 ?
O1 Zn1 O7 96.75(18) . 12_464 ?
O4 Zn1 N2 91.0(2) . . ?
O1 Zn1 N2 164.9(2) . . ?
O7 Zn1 N2 95.29(19) 12_464 . ?
O4 Zn1 N1 173.4(2) . . ?
O1 Zn1 N1 88.90(18) . . ?
O7 Zn1 N1 86.57(18) 12_464 . ?
N2 Zn1 N1 82.8(2) . . ?
O4 Zn1 O2 86.6(3) . . ?
O1 Zn1 O2 84.75(19) . . ?
O7 Zn1 O2 176.8(2) 12_464 . ?
N2 Zn1 O2 82.8(2) . . ?
N1 Zn1 O2 90.6(2) . . ?
C15 O7 Zn1 133.6(4) . 4_565 ?
C11 O3 Zn2 118.3(4) . . ?
C1 O1 Zn2 126.2(4) . . ?
C1 O1 Zn1 124.5(4) . . ?
Zn2 O1 Zn1 107.40(18) . . ?
C13 O5 Zn2 124.8(5) . . ?
C13 O4 Zn1 139.4(4) . . ?
C7 N1 C8 112.9(5) . . ?
C7 N1 Zn1 113.8(4) . . ?
C8 N1 Zn1 106.1(4) . . ?
C7 N1 H1 107.9 . . ?
C8 N1 H1 107.9 . . ?
Zn1 N1 H1 107.9 . . ?
C11 O2 Zn1 140.3(6) . . ?
C9 N2 C10 112.4(6) . . ?
C9 N2 Zn1 107.2(4) . . ?
C10 N2 Zn1 115.4(5) . . ?
C9 N2 H2 107.1 . . ?
C10 N2 H2 107.1 . . ?
Zn1 N2 H2 107.1 . . ?
C15 O6 Zn2 114.1(4) . . ?
N1 C8 C9 107.1(5) . . ?
N1 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
N1 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
N2 C9 C8 109.9(5) . . ?
N2 C9 H9A 109.7 . . ?
C8 C9 H9A 109.7 . . ?
N2 C9 H9B 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C11 O3 125.8(7) . . ?
O2 C11 C12 118.8(8) . . ?
O3 C11 C12 115.4(7) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C7 C6 111.9(5) . . ?
N1 C7 H7A 109.2 . . ?
C6 C7 H7A 109.2 . . ?
N1 C7 H7B 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C6 C1 119.2(6) . . ?
C5 C6 C7 119.9(6) . . ?
C1 C6 C7 120.9(5) . . ?
C1 C2 C3 120.2(6) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 H2A 119.9 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C1 C2 119.7(6) . . ?
O1 C1 C6 120.9(5) . . ?
C2 C1 C6 119.4(5) . . ?
C4 C5 C6 120.5(6) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
O4 C13 O5 124.3(6) . . ?
O4 C13 C14 118.0(6) . . ?
O5 C13 C14 117.7(6) . . ?
C3 C4 C5 121.1(5) . . ?
C3 C4 Cl1 119.6(6) . . ?
C5 C4 Cl1 119.2(6) . . ?
C4 C3 C2 119.6(6) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
O7 C15 O6 121.8(6) . . ?
O7 C15 C16 122.5(6) . . ?
O6 C15 C16 115.7(6) . . ?

_refine_diff_density_max         0.731
_refine_diff_density_min         -0.993
_refine_diff_density_rms         0.324

# start Validation Reply Form
_vrf_PLAT987_shelx               
;
PROBLEM: The Flack x is >> 0 - Do a BASF/TWIN Refinement Please Check
RESPONSE:The Flack parameter is near to zero [0.078(8)]
;
# end Validation Reply Form


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

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2323493'
loop_
_audit_author_name
_audit_author_address
'SHOUVIK CHATTOPADHYAY'
;Jadavpur University, kolkata
India
;
_audit_update_record             
;
2024-01-04 deposited with the CCDC.	2024-04-23 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         'C17 H24 Br2 N2 O7 Zn2'
_chemical_formula_sum            'C17 H24 Br2 N2 O7 Zn2'
_chemical_formula_weight         658.96

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      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A b a 2'
_space_group_name_Hall           'A 2 -2ac'

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

_cell_length_a                   14.662(8)
_cell_length_b                   16.055(9)
_cell_length_c                   21.525(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5067(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    900
_cell_measurement_theta_min      2.106
_cell_measurement_theta_max      24.375

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_F_000             2608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    5.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.175
_exptl_absorpt_correction_T_max  0.362
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8 QUEST AREA DETECTOR'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29619
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.106
_diffrn_reflns_theta_max         24.375
_diffrn_reflns_theta_full        24.375
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4166
_reflns_number_gt                3427
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_max     0.978
_reflns_Friedel_fraction_full    0.978

_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'Ortep-3 for Windows (Farrugia, 1999) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'PLATON (Spek, 2003)'
_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)+(0.0827P)²+1.0681P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1460 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.026(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4109
_refine_ls_number_parameters     271
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_restrained_S_all      0.959
_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
Zn2 Zn 0.65791(6) 0.69724(6) 0.48560(6) 0.0589(3) Uani 1 1 d . . . . .
Zn1 Zn 0.45069(6) 0.74761(6) 0.43940(6) 0.0554(3) Uani 1 1 d . . . . .
Br1 Br 0.58966(10) 0.74595(9) 0.63812(6) 0.1045(5) Uani 1 1 d . . . . .
Br2 Br 0.31961(16) 0.51156(17) 0.70843(12) 0.1781(11) Uani 1 1 d . . . . .
C7 C 0.4035(6) 0.5694(5) 0.4703(5) 0.074(3) Uani 1 1 d . . . . .
H7A H 0.461265 0.553765 0.451653 0.089 Uiso 1 1 calc R U . . .
H7B H 0.362771 0.521979 0.466892 0.089 Uiso 1 1 calc R U . . .
O6 O 0.7330(4) 0.6354(4) 0.5446(4) 0.0725(17) Uani 1 1 d . . . . .
O1 O 0.5291(4) 0.6882(4) 0.5068(3) 0.0594(14) Uani 1 1 d . . . . .
N1 N 0.3650(5) 0.6389(5) 0.4354(4) 0.0662(19) Uani 1 1 d . . . . .
H1 H 0.307111 0.653533 0.455367 0.079 Uiso 1 1 calc R U . . .
O4 O 0.5277(4) 0.8535(4) 0.4585(4) 0.0765(19) Uani 1 1 d . . . . .
C6 C 0.4188(5) 0.5883(6) 0.5381(5) 0.061(2) Uani 1 1 d . . . . .
O7 O 0.8406(4) 0.7053(4) 0.4969(4) 0.0651(16) Uani 1 1 d . . . . .
O2 O 0.5449(5) 0.6986(6) 0.3699(3) 0.086(2) Uani 1 1 d . . . . .
O3 O 0.6741(4) 0.6438(4) 0.4030(4) 0.0739(18) Uani 1 1 d . . . . .
C5 C 0.3720(7) 0.5493(6) 0.5848(7) 0.084(3) Uani 1 1 d . . . . .
H5 H 0.328532 0.509590 0.574116 0.100 Uiso 1 1 calc R U . . .
C12 C 0.6124(7) 0.6565(6) 0.3618(5) 0.067(2) Uani 1 1 d . . . . .
O5 O 0.6731(4) 0.8179(4) 0.4768(4) 0.073(2) Uani 1 1 d . . . . .
C1 C 0.4853(6) 0.6491(5) 0.5535(4) 0.061(2) Uani 1 1 d . . . . .
C16 C 0.8145(6) 0.6579(6) 0.5403(5) 0.059(2) Uani 1 1 d . . . . .
C2 C 0.5012(7) 0.6663(7) 0.6162(4) 0.069(2) Uani 1 1 d . . . . .
C8 C 0.3433(8) 0.6134(10) 0.3706(6) 0.095(4) Uani 1 1 d . . . . .
H8A H 0.304652 0.564399 0.371794 0.113 Uiso 1 1 calc R U . . .
H8B H 0.399460 0.598258 0.349664 0.113 Uiso 1 1 calc R U . . .
C17 C 0.8794(10) 0.6308(8) 0.5899(7) 0.103(4) Uani 1 1 d . . . . .
H00A H 0.939156 0.652142 0.581001 0.155 Uiso 1 1 calc R U . . .
H00B H 0.859212 0.651704 0.629361 0.155 Uiso 1 1 calc R U . . .
H00C H 0.881571 0.571029 0.591264 0.155 Uiso 1 1 calc R U . . .
C15 C 0.6340(9) 0.9600(7) 0.4787(15) 0.203(14) Uani 1 1 d . . . . .
H00D H 0.697900 0.963860 0.487889 0.304 Uiso 1 1 calc R U . . .
H00E H 0.621045 0.990000 0.441162 0.304 Uiso 1 1 calc R U . . .
H00F H 0.599532 0.983589 0.512342 0.304 Uiso 1 1 calc R U . . .
N2 N 0.3823(6) 0.8076(7) 0.3641(4) 0.086(3) Uani 1 1 d . . . . .
H2 H 0.326073 0.831129 0.381334 0.103 Uiso 1 1 calc R U . . .
C14 C 0.6081(6) 0.8706(6) 0.4706(6) 0.081(3) Uani 1 1 d . . . . .
C4 C 0.3858(10) 0.5657(8) 0.6453(8) 0.097(4) Uani 1 1 d . . . . .
C13 C 0.6297(9) 0.6194(10) 0.2986(7) 0.107(4) Uani 1 1 d . . . . .
H00G H 0.685304 0.587931 0.299413 0.161 Uiso 1 1 calc R U . . .
H00H H 0.579923 0.583433 0.287572 0.161 Uiso 1 1 calc R U . . .
H00I H 0.634704 0.663276 0.268462 0.161 Uiso 1 1 calc R U . . .
C11 C 0.4312(13) 0.8751(13) 0.3375(8) 0.144(7) Uani 1 1 d . . . . .
H11A H 0.449969 0.912730 0.369654 0.216 Uiso 1 1 calc R U . . .
H11B H 0.484028 0.854175 0.316189 0.216 Uiso 1 1 calc R U . . .
H11C H 0.392701 0.903892 0.308506 0.216 Uiso 1 1 calc R U . . .
C3 C 0.4493(9) 0.6234(10) 0.6632(6) 0.098(4) Uani 1 1 d . . . . .
H3 H 0.458729 0.634833 0.705082 0.117 Uiso 1 1 calc R U . . .
C10 C 0.3545(12) 0.7510(14) 0.3140(6) 0.131(7) Uani 1 1 d . . . . .
H10A H 0.408922 0.728109 0.294851 0.157 Uiso 1 1 calc R U . . .
H10B H 0.322733 0.783119 0.282524 0.157 Uiso 1 1 calc R U . . .
C9 C 0.2953(10) 0.6814(11) 0.3331(6) 0.112(5) Uani 1 1 d . . . . .
H9A H 0.269066 0.656331 0.296246 0.134 Uiso 1 1 calc R U . . .
H9B H 0.245558 0.703531 0.357814 0.134 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
Zn2 O1 1.949(6) . ?
Zn2 O6 1.952(7) . ?
Zn2 O5 1.959(6) . ?
Zn2 O3 1.987(8) . ?
Zn1 O1 2.083(6) . ?
Zn1 O4 2.082(6) . ?
Zn1 N2 2.134(8) . ?
Zn1 N1 2.153(8) . ?
Zn1 O7 2.170(6) 3_465 ?
Zn1 O2 2.183(7) . ?
Br1 C2 1.882(12) . ?
Br2 C4 1.883(12) . ?
C7 N1 1.459(13) . ?
C7 C6 1.507(16) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
O6 C16 1.252(10) . ?
O1 C1 1.347(10) . ?
N1 C8 1.486(14) . ?
N1 H1 0.9800 . ?
O4 C14 1.238(11) . ?
C6 C5 1.369(15) . ?
C6 C1 1.419(13) . ?
O7 C16 1.264(11) . ?
O2 C12 1.212(11) . ?
O3 C12 1.282(13) . ?
C5 C4 1.34(2) . ?
C5 H5 0.9300 . ?
C12 C13 1.507(16) . ?
O5 C14 1.280(11) . ?
C1 C2 1.398(14) . ?
C16 C17 1.496(15) . ?
C2 C3 1.440(16) . ?
C8 C9 1.53(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C17 H00A 0.9600 . ?
C17 H00B 0.9600 . ?
C17 H00C 0.9600 . ?
C15 C14 1.495(15) . ?
C15 H00D 0.9600 . ?
C15 H00E 0.9600 . ?
C15 H00F 0.9600 . ?
N2 C11 1.421(19) . ?
N2 C10 1.47(2) . ?
N2 H2 0.9800 . ?
C4 C3 1.37(2) . ?
C13 H00G 0.9600 . ?
C13 H00H 0.9600 . ?
C13 H00I 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C3 H3 0.9300 . ?
C10 C9 1.47(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
O1 Zn2 O6 110.8(3) . . ?
O1 Zn2 O5 101.9(3) . . ?
O6 Zn2 O5 120.1(3) . . ?
O1 Zn2 O3 107.0(3) . . ?
O6 Zn2 O3 107.2(3) . . ?
O5 Zn2 O3 109.1(4) . . ?
O1 Zn1 O4 86.4(2) . . ?
O1 Zn1 N2 174.1(3) . . ?
O4 Zn1 N2 92.1(4) . . ?
O1 Zn1 N1 88.8(3) . . ?
O4 Zn1 N1 170.7(3) . . ?
N2 Zn1 N1 93.5(4) . . ?
O1 Zn1 O7 100.0(3) . 3_465 ?
O4 Zn1 O7 90.4(2) . 3_465 ?
N2 Zn1 O7 85.8(3) . 3_465 ?
N1 Zn1 O7 82.6(2) . 3_465 ?
O1 Zn1 O2 87.9(3) . . ?
O4 Zn1 O2 94.9(3) . . ?
N2 Zn1 O2 86.5(3) . . ?
N1 Zn1 O2 92.8(3) . . ?
O7 Zn1 O2 170.8(3) 3_465 . ?
N1 C7 C6 113.7(7) . . ?
N1 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C16 O6 Zn2 110.0(6) . . ?
C1 O1 Zn2 132.2(5) . . ?
C1 O1 Zn1 118.0(5) . . ?
Zn2 O1 Zn1 109.7(3) . . ?
C7 N1 C8 110.8(9) . . ?
C7 N1 Zn1 111.9(5) . . ?
C8 N1 Zn1 112.7(8) . . ?
C7 N1 H1 107.0 . . ?
C8 N1 H1 107.0 . . ?
Zn1 N1 H1 107.0 . . ?
C14 O4 Zn1 137.7(6) . . ?
C5 C6 C1 119.2(11) . . ?
C5 C6 C7 122.9(10) . . ?
C1 C6 C7 117.8(8) . . ?
C16 O7 Zn1 148.9(5) . 3_565 ?
C12 O2 Zn1 144.8(7) . . ?
C12 O3 Zn2 117.8(6) . . ?
C4 C5 C6 123.1(12) . . ?
C4 C5 H5 118.5 . . ?
C6 C5 H5 118.5 . . ?
O2 C12 O3 124.4(9) . . ?
O2 C12 C13 119.2(10) . . ?
O3 C12 C13 116.4(9) . . ?
C14 O5 Zn2 125.4(5) . . ?
O1 C1 C2 123.3(9) . . ?
O1 C1 C6 118.3(8) . . ?
C2 C1 C6 118.4(9) . . ?
O6 C16 O7 121.2(8) . . ?
O6 C16 C17 118.0(9) . . ?
O7 C16 C17 120.7(9) . . ?
C1 C2 C3 119.8(11) . . ?
C1 C2 Br1 119.4(8) . . ?
C3 C2 Br1 120.9(9) . . ?
N1 C8 C9 113.4(10) . . ?
N1 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C16 C17 H00A 109.5 . . ?
C16 C17 H00B 109.5 . . ?
H00A C17 H00B 109.5 . . ?
C16 C17 H00C 109.5 . . ?
H00A C17 H00C 109.5 . . ?
H00B C17 H00C 109.5 . . ?
C14 C15 H00D 109.5 . . ?
C14 C15 H00E 109.5 . . ?
H00D C15 H00E 109.5 . . ?
C14 C15 H00F 109.5 . . ?
H00D C15 H00F 109.5 . . ?
H00E C15 H00F 109.5 . . ?
C11 N2 C10 108.4(13) . . ?
C11 N2 Zn1 114.4(9) . . ?
C10 N2 Zn1 114.2(9) . . ?
C11 N2 H2 106.4 . . ?
C10 N2 H2 106.4 . . ?
Zn1 N2 H2 106.4 . . ?
O4 C14 O5 125.7(8) . . ?
O4 C14 C15 118.6(9) . . ?
O5 C14 C15 115.7(9) . . ?
C5 C4 C3 120.6(11) . . ?
C5 C4 Br2 122.1(11) . . ?
C3 C4 Br2 117.4(12) . . ?
C12 C13 H00G 109.5 . . ?
C12 C13 H00H 109.5 . . ?
H00G C13 H00H 109.5 . . ?
C12 C13 H00I 109.5 . . ?
H00G C13 H00I 109.5 . . ?
H00H C13 H00I 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C3 C2 119.0(12) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
N2 C10 C9 115.2(12) . . ?
N2 C10 H10A 108.5 . . ?
C9 C10 H10A 108.5 . . ?
N2 C10 H10B 108.5 . . ?
C9 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C10 C9 C8 114.7(12) . . ?
C10 C9 H9A 108.6 . . ?
C8 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?

_refine_diff_density_max         0.537
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.059

# start Validation Reply Form
_vrf_PLAT341_shelx               
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0178 Ang. 
RESPONSE: due to poor data and high thermal motion
;
_vrf_PLAT987_shelx               
;
PROBLEM: The Flack x is >> 0 - Do a BASF/TWIN Refinement Please Check
RESPONSE:The Flack parameter is near to zero [0.026(7)]
;
# end Validation Reply Form



